# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H23 B F2 N2 Si' _chemical_formula_sum 'C20 H23 B F2 N2 Si' _chemical_formula_weight 368.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.301(4) _cell_length_b 12.332(5) _cell_length_c 17.567(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.820(9) _cell_angle_gamma 90.00 _cell_volume 1956.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1195 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 20.39 _exptl_crystal_description 'plate like' _exptl_crystal_colour orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa apex ccd' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20558 _diffrn_reflns_av_R_equivalents 0.4860 _diffrn_reflns_av_sigmaI/netI 0.4656 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.06 _reflns_number_total 4635 _reflns_number_gt 2066 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa Apex ccd' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-III _computing_publication_material WinGXv1.80.05 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1631P)^2^+0.5253P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4635 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3129 _refine_ls_R_factor_gt 0.1272 _refine_ls_wR_factor_ref 0.3528 _refine_ls_wR_factor_gt 0.3024 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si -0.2736(2) 0.17716(15) 1.00303(11) 0.0159(5) Uani 1 1 d . . . F1 F 0.4899(4) 0.2007(3) 0.6833(2) 0.0212(10) Uani 1 1 d . . . F2 F 0.3121(4) 0.2898(3) 0.5961(2) 0.0204(9) Uani 1 1 d . . . N1 N 0.2361(6) 0.1461(4) 0.6704(3) 0.0145(12) Uani 1 1 d . . . N2 N 0.3311(6) 0.3218(4) 0.7337(3) 0.0119(11) Uani 1 1 d . . . B1 B 0.3485(8) 0.2396(6) 0.6702(4) 0.0161(16) Uani 1 1 d . . . C1 C 0.1494(7) 0.2161(5) 0.7803(4) 0.0141(13) Uani 1 1 d . . . C2 C 0.2372(7) 0.3101(5) 0.7837(4) 0.0166(14) Uani 1 1 d . . . C3 C 0.2501(7) 0.4036(5) 0.8303(4) 0.0145(14) Uani 1 1 d . . . H3 H 0.1995 0.4179 0.8689 0.017 Uiso 1 1 calc R . . C4 C 0.3513(7) 0.4701(5) 0.8083(4) 0.0177(15) Uani 1 1 d . . . H4 H 0.3822 0.5377 0.8294 0.021 Uiso 1 1 calc R . . C5 C 0.3998(7) 0.4174(5) 0.7482(4) 0.0137(14) Uani 1 1 d . . . C6 C 0.5104(7) 0.4566(6) 0.7056(4) 0.0217(16) Uani 1 1 d . . . H6A H 0.5971 0.4117 0.7188 0.033 Uiso 1 1 calc R . . H6B H 0.5369 0.5302 0.7205 0.033 Uiso 1 1 calc R . . H6C H 0.4684 0.4531 0.6502 0.033 Uiso 1 1 calc R . . C7 C 0.1541(7) 0.1345(6) 0.7280(4) 0.0151(14) Uani 1 1 d . . . C8 C 0.0844(7) 0.0328(6) 0.7160(4) 0.0189(15) Uani 1 1 d . . . H8 H 0.0246 0.0026 0.7459 0.023 Uiso 1 1 calc R . . C9 C 0.1209(7) -0.0140(6) 0.6520(4) 0.0205(16) Uani 1 1 d . . . H9 H 0.0875 -0.0806 0.6299 0.025 Uiso 1 1 calc R . . C10 C 0.2160(7) 0.0558(6) 0.6263(4) 0.0183(15) Uani 1 1 d . . . C11 C 0.2852(8) 0.0415(6) 0.5588(4) 0.0194(15) Uani 1 1 d . . . H11A H 0.2319 0.0836 0.5151 0.029 Uiso 1 1 calc R . . H11B H 0.2821 -0.0337 0.5443 0.029 Uiso 1 1 calc R . . H11C H 0.3863 0.0654 0.5734 0.029 Uiso 1 1 calc R . . C12 C 0.0496(7) 0.2057(5) 0.8358(4) 0.0151(14) Uani 1 1 d . . . C13 C -0.1010(7) 0.1855(6) 0.8050(4) 0.0206(15) Uani 1 1 d . . . H13 H -0.1369 0.1756 0.7514 0.025 Uiso 1 1 calc R . . C14 C -0.1968(7) 0.1802(6) 0.8542(4) 0.0177(15) Uani 1 1 d . . . H14 H -0.2970 0.1676 0.8331 0.021 Uiso 1 1 calc R . . C15 C -0.1451(7) 0.1935(5) 0.9354(4) 0.0176(15) Uani 1 1 d . . . C16 C 0.0038(7) 0.2147(5) 0.9639(4) 0.0148(14) Uani 1 1 d . . . H16 H 0.0395 0.2249 1.0175 0.018 Uiso 1 1 calc R . . C17 C 0.1021(7) 0.2216(5) 0.9162(4) 0.0160(15) Uani 1 1 d . . . H17 H 0.2016 0.2365 0.9375 0.019 Uiso 1 1 calc R . . C18 C -0.2071(8) 0.2664(7) 1.0911(4) 0.0313(19) Uani 1 1 d . . . H18A H -0.2702 0.2571 1.1266 0.047 Uiso 1 1 calc R . . H18B H -0.2095 0.3408 1.0747 0.047 Uiso 1 1 calc R . . H18C H -0.1075 0.2468 1.1169 0.047 Uiso 1 1 calc R . . C19 C -0.4674(7) 0.2161(6) 0.9501(4) 0.0214(16) Uani 1 1 d . . . H19A H -0.4974 0.1738 0.9031 0.032 Uiso 1 1 calc R . . H19B H -0.4700 0.2917 0.9368 0.032 Uiso 1 1 calc R . . H19C H -0.5337 0.2026 0.9834 0.032 Uiso 1 1 calc R . . C20 C -0.2655(8) 0.0349(6) 1.0362(5) 0.0303(19) Uani 1 1 d . . . H20A H -0.2932 -0.0122 0.9916 0.045 Uiso 1 1 calc R . . H20B H -0.3325 0.0247 1.0696 0.045 Uiso 1 1 calc R . . H20C H -0.1665 0.0180 1.0648 0.045 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0176(9) 0.0137(10) 0.0180(10) -0.0005(8) 0.0075(8) -0.0008(8) F1 0.020(2) 0.014(2) 0.031(2) -0.0060(18) 0.0076(18) 0.0011(16) F2 0.029(2) 0.017(2) 0.0148(19) 0.0045(16) 0.0060(17) -0.0009(17) N1 0.014(3) 0.010(3) 0.019(3) -0.001(2) 0.004(2) -0.004(2) N2 0.014(3) 0.008(3) 0.012(3) -0.003(2) 0.000(2) -0.001(2) B1 0.020(4) 0.014(4) 0.015(4) -0.003(3) 0.005(3) -0.008(3) C1 0.019(3) 0.008(3) 0.012(3) 0.001(3) -0.003(3) 0.001(3) C2 0.019(3) 0.010(3) 0.022(3) -0.001(3) 0.007(3) -0.002(3) C3 0.017(3) 0.013(3) 0.014(3) 0.000(3) 0.005(3) 0.001(3) C4 0.024(4) 0.006(3) 0.023(4) -0.005(3) 0.005(3) -0.002(3) C5 0.018(3) 0.012(3) 0.009(3) -0.003(3) -0.001(3) -0.005(3) C6 0.021(3) 0.022(4) 0.022(4) -0.008(3) 0.006(3) -0.012(3) C7 0.014(3) 0.014(3) 0.019(3) 0.002(3) 0.006(3) 0.003(3) C8 0.020(3) 0.016(4) 0.021(4) 0.002(3) 0.003(3) -0.003(3) C9 0.022(4) 0.019(4) 0.021(4) -0.002(3) 0.008(3) -0.002(3) C10 0.022(3) 0.010(4) 0.022(4) -0.001(3) 0.005(3) -0.001(3) C11 0.028(4) 0.015(4) 0.013(3) -0.003(3) 0.002(3) 0.001(3) C12 0.011(3) 0.004(3) 0.032(4) 0.000(3) 0.009(3) 0.003(2) C13 0.022(3) 0.018(4) 0.024(4) 0.003(3) 0.008(3) 0.000(3) C14 0.023(3) 0.013(4) 0.018(3) -0.001(3) 0.005(3) -0.005(3) C15 0.015(3) 0.014(4) 0.030(4) 0.003(3) 0.018(3) 0.002(3) C16 0.016(3) 0.016(4) 0.012(3) 0.004(3) 0.003(3) 0.006(3) C17 0.016(3) 0.008(3) 0.027(4) -0.005(3) 0.012(3) 0.000(3) C18 0.033(4) 0.043(5) 0.020(4) -0.010(4) 0.012(3) -0.006(4) C19 0.020(3) 0.026(4) 0.017(3) 0.001(3) 0.002(3) 0.004(3) C20 0.032(4) 0.032(5) 0.033(4) 0.003(4) 0.020(4) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 C20 1.845(8) . ? Si1 C18 1.878(8) . ? Si1 C19 1.883(7) . ? Si1 C15 1.886(5) . ? F1 B1 1.367(8) . ? F2 B1 1.407(8) . ? N1 C10 1.345(8) . ? N1 C7 1.412(6) . ? N1 B1 1.557(9) . ? N2 C5 1.337(8) . ? N2 C2 1.386(7) . ? N2 B1 1.544(8) . ? C1 C7 1.370(9) . ? C1 C2 1.411(9) . ? C1 C12 1.503(7) . ? C2 C3 1.403(9) . ? C3 C4 1.372(8) . ? C4 C5 1.402(8) . ? C5 C6 1.489(8) . ? C7 C8 1.404(9) . ? C8 C9 1.377(9) . ? C9 C10 1.384(9) . ? C10 C11 1.489(8) . ? C12 C17 1.394(10) . ? C12 C13 1.398(9) . ? C13 C14 1.383(7) . ? C14 C15 1.402(10) . ? C15 C16 1.380(9) . ? C16 C17 1.382(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C20 Si1 C18 108.4(4) . . ? C20 Si1 C19 111.1(4) . . ? C18 Si1 C19 110.2(3) . . ? C20 Si1 C15 108.5(3) . . ? C18 Si1 C15 108.8(3) . . ? C19 Si1 C15 109.7(3) . . ? C10 N1 C7 107.8(5) . . ? C10 N1 B1 127.8(5) . . ? C7 N1 B1 123.7(5) . . ? C5 N2 C2 108.3(5) . . ? C5 N2 B1 126.1(5) . . ? C2 N2 B1 125.5(5) . . ? F1 B1 F2 108.7(4) . . ? F1 B1 N2 111.8(6) . . ? F2 B1 N2 109.6(6) . . ? F1 B1 N1 111.1(6) . . ? F2 B1 N1 108.4(6) . . ? N2 B1 N1 107.3(4) . . ? C7 C1 C2 121.4(5) . . ? C7 C1 C12 119.6(6) . . ? C2 C1 C12 119.0(5) . . ? N2 C2 C3 107.8(5) . . ? N2 C2 C1 120.3(6) . . ? C3 C2 C1 131.9(5) . . ? C4 C3 C2 107.1(5) . . ? C3 C4 C5 107.5(6) . . ? N2 C5 C4 109.1(5) . . ? N2 C5 C6 123.1(5) . . ? C4 C5 C6 127.8(6) . . ? C1 C7 C8 132.1(5) . . ? C1 C7 N1 121.0(6) . . ? C8 C7 N1 106.9(5) . . ? C9 C8 C7 107.6(5) . . ? C8 C9 C10 107.9(6) . . ? N1 C10 C9 109.8(5) . . ? N1 C10 C11 122.0(6) . . ? C9 C10 C11 128.1(6) . . ? C17 C12 C13 119.5(5) . . ? C17 C12 C1 121.6(6) . . ? C13 C12 C1 118.8(6) . . ? C14 C13 C12 120.2(7) . . ? C13 C14 C15 121.0(6) . . ? C16 C15 C14 117.4(5) . . ? C16 C15 Si1 121.6(5) . . ? C14 C15 Si1 120.9(5) . . ? C15 C16 C17 123.0(6) . . ? C16 C17 C12 118.9(6) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 28.06 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.363 _refine_diff_density_min -0.689 _refine_diff_density_rms 0.180 _database_code_depnum_ccdc_archive 'CCDC 932788' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H23 B F2 N2 Si' _chemical_formula_weight 368.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.880(3) _cell_length_b 10.870(5) _cell_length_c 26.448(12) _cell_angle_alpha 90.00 _cell_angle_beta 93.084(9) _cell_angle_gamma 90.00 _cell_volume 1975.1(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2652 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 20.34 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa apex ccd' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22422 _diffrn_reflns_av_R_equivalents 0.0711 _diffrn_reflns_av_sigmaI/netI 0.1090 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.99 _reflns_number_total 9154 _reflns_number_gt 4763 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa Apex ccd' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-III _computing_publication_material WinGXv1.80.05 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0984P)^2^+4.2096P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 9154 _refine_ls_number_parameters 479 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.1964 _refine_ls_R_factor_gt 0.1176 _refine_ls_wR_factor_ref 0.3110 _refine_ls_wR_factor_gt 0.2670 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8880(14) 0.5064(10) 0.1020(3) 0.056(3) Uani 1 1 d . . . C2 C 1.0083(15) 0.4428(7) 0.1340(3) 0.052(2) Uani 1 1 d D . . C3 C 1.1924(12) 0.4831(7) 0.1574(3) 0.050(2) Uani 1 1 d D . . H3 H 1.2539 0.5586 0.1539 0.060 Uiso 1 1 calc R . . C4 C 1.2558(15) 0.3829(10) 0.1865(3) 0.073(3) Uani 1 1 d D . . H4 H 1.3720 0.3812 0.2062 0.088 Uiso 1 1 calc R . . C5 C 1.1237(13) 0.2845(10) 0.1826(3) 0.057(3) Uani 1 1 d D . . C6 C 1.1417(19) 0.1650(11) 0.2044(4) 0.079(3) Uani 1 1 d . . . H6A H 1.0193 0.1407 0.2171 0.118 Uiso 1 1 calc R . . H6B H 1.2393 0.1664 0.2318 0.118 Uiso 1 1 calc R . . H6C H 1.1787 0.1073 0.1792 0.118 Uiso 1 1 calc R . . C7 C 0.7140(14) 0.4501(7) 0.0803(3) 0.049(2) Uani 1 1 d D . . C8 C 0.5596(14) 0.4880(10) 0.0464(3) 0.069(3) Uani 1 1 d D . . H8 H 0.5480 0.5637 0.0301 0.083 Uiso 1 1 calc R . . C9 C 0.4302(17) 0.3922(11) 0.0422(4) 0.079(4) Uani 1 1 d D . . H9 H 0.3148 0.3915 0.0222 0.095 Uiso 1 1 calc R . . C10 C 0.4996(15) 0.2972(9) 0.0723(3) 0.074(3) Uani 1 1 d D . . C11 C 0.4243(14) 0.1675(10) 0.0808(4) 0.079(4) Uani 1 1 d . . . H11A H 0.5047 0.1094 0.0643 0.119 Uiso 1 1 calc R . . H11B H 0.2928 0.1610 0.0670 0.119 Uiso 1 1 calc R . . H11C H 0.4280 0.1503 0.1164 0.119 Uiso 1 1 calc R . . C12 C 0.9361(13) 0.6293(10) 0.0829(3) 0.059(3) Uani 1 1 d D . . C13 C 1.0454(10) 0.6435(9) 0.0430(3) 0.052(2) Uani 1 1 d D . . H13 H 1.0874 0.5740 0.0262 0.062 Uiso 1 1 calc R . . C14 C 1.0981(13) 0.7595(15) 0.0258(4) 0.088(4) Uani 1 1 d D . . H14 H 1.1734 0.7681 -0.0022 0.105 Uiso 1 1 calc R . . C15 C 1.0350(17) 0.8613(9) 0.0516(5) 0.084(4) Uani 1 1 d D . . H15 H 1.0709 0.9394 0.0412 0.100 Uiso 1 1 calc R . . C16 C 0.9288(12) 0.8506(9) 0.0895(4) 0.054(3) Uani 1 1 d D . . H16 H 0.8884 0.9224 0.1049 0.065 Uiso 1 1 calc R . . C17 C 0.8673(12) 0.7361(8) 0.1099(3) 0.053(2) Uani 1 1 d D . . C18 C 0.4692(15) 0.8150(11) 0.1418(6) 0.108(5) Uani 1 1 d . . . H18A H 0.4536 0.8061 0.1057 0.162 Uiso 1 1 calc R . . H18B H 0.4652 0.9007 0.1505 0.162 Uiso 1 1 calc R . . H18C H 0.3659 0.7724 0.1574 0.162 Uiso 1 1 calc R . . C19 C 0.815(2) 0.8663(9) 0.2084(5) 0.095(4) Uani 1 1 d . . . H19A H 0.7406 0.8717 0.2380 0.142 Uiso 1 1 calc R . . H19B H 0.8157 0.9448 0.1918 0.142 Uiso 1 1 calc R . . H19C H 0.9464 0.8428 0.2182 0.142 Uiso 1 1 calc R . . C20 C 0.6736(17) 0.6012(11) 0.2005(4) 0.078(4) Uani 1 1 d . . . H20A H 0.5585 0.6062 0.2194 0.117 Uiso 1 1 calc R . . H20B H 0.7848 0.5883 0.2234 0.117 Uiso 1 1 calc R . . H20C H 0.6615 0.5338 0.1771 0.117 Uiso 1 1 calc R . . Si1 Si 0.7050(4) 0.7494(3) 0.16444(13) 0.0678(9) Uani 1 1 d . . . N2 N 0.6728(12) 0.3266(6) 0.0965(3) 0.057(2) Uani 1 1 d D . . N1 N 0.9769(9) 0.3204(6) 0.1512(2) 0.0372(15) Uani 1 1 d D . . B1 B 0.7932(17) 0.2488(10) 0.1300(4) 0.057(3) Uani 1 1 d . . . F1 F 0.7032(10) 0.2155(7) 0.1748(2) 0.092(2) Uani 1 1 d . . . F2 F 0.8452(9) 0.1431(6) 0.1068(3) 0.086(2) Uani 1 1 d . . . C21 C 0.1198(12) 1.0212(6) 0.3987(3) 0.042(2) Uani 1 1 d . . . C22 C 0.2910(12) 1.0800(9) 0.4148(3) 0.052(2) Uani 1 1 d D . . C23 C 0.4324(14) 1.0367(10) 0.4493(4) 0.069(3) Uani 1 1 d D . . H23 H 0.4370 0.9587 0.4638 0.083 Uiso 1 1 calc R . . C24 C 0.5634(13) 1.1286(12) 0.4583(3) 0.074(3) Uani 1 1 d D . . H24 H 0.6742 1.1257 0.4799 0.089 Uiso 1 1 calc R . . C25 C 0.4991(12) 1.2288(10) 0.4285(4) 0.067(3) Uani 1 1 d D . . C26 C 0.6046(19) 1.3483(11) 0.4236(5) 0.103(5) Uani 1 1 d . . . H26A H 0.7068 1.3540 0.4497 0.154 Uiso 1 1 calc R . . H26B H 0.5152 1.4152 0.4269 0.154 Uiso 1 1 calc R . . H26C H 0.6596 1.3523 0.3910 0.154 Uiso 1 1 calc R . . C27 C -0.0145(11) 1.0811(8) 0.3658(3) 0.053(2) Uani 1 1 d D . . C28 C -0.1875(14) 1.0474(11) 0.3410(4) 0.074(3) Uani 1 1 d D . . H28 H -0.2460 0.9708 0.3439 0.089 Uiso 1 1 calc R . . C29 C -0.2596(14) 1.1384(9) 0.3125(4) 0.068(3) Uani 1 1 d D . . H29 H -0.3742 1.1382 0.2922 0.082 Uiso 1 1 calc R . . C30 C -0.1268(15) 1.2348(7) 0.3196(3) 0.060(3) Uani 1 1 d D . . C31 C -0.1408(18) 1.3626(9) 0.2941(5) 0.089(4) Uani 1 1 d . . . H31A H -0.1121 1.4252 0.3190 0.134 Uiso 1 1 calc R . . H31B H -0.2700 1.3746 0.2794 0.134 Uiso 1 1 calc R . . H31C H -0.0489 1.3674 0.2681 0.134 Uiso 1 1 calc R . . C32 C 0.0766(11) 0.8894(7) 0.4131(3) 0.041(2) Uani 1 1 d D . . C33 C 0.1327(10) 0.7852(7) 0.3895(3) 0.052(2) Uani 1 1 d D . . C34 C 0.0722(15) 0.6753(9) 0.4090(5) 0.088(4) Uani 1 1 d D . . H34 H 0.1101 0.6034 0.3932 0.105 Uiso 1 1 calc R . . C35 C -0.0424(12) 0.6641(12) 0.4508(4) 0.082(4) Uani 1 1 d D . . H35 H -0.0800 0.5874 0.4624 0.098 Uiso 1 1 calc R . . C36 C -0.0985(12) 0.7721(12) 0.4747(4) 0.070(3) Uani 1 1 d D . . H36 H -0.1744 0.7702 0.5028 0.084 Uiso 1 1 calc R . . C37 C -0.0357(18) 0.8828(11) 0.4547(5) 0.100(5) Uani 1 1 d D . . H37 H -0.0711 0.9558 0.4700 0.120 Uiso 1 1 calc R . . C38 C 0.3046(14) 0.9210(9) 0.2979(4) 0.062(3) Uani 1 1 d . . . H38A H 0.1758 0.9462 0.2866 0.093 Uiso 1 1 calc R . . H38B H 0.3813 0.9078 0.2691 0.093 Uiso 1 1 calc R . . H38C H 0.3638 0.9841 0.3190 0.093 Uiso 1 1 calc R . . C39 C 0.1973(19) 0.6516(12) 0.2923(4) 0.100(5) Uani 1 1 d . . . H39A H 0.2674 0.5771 0.3003 0.150 Uiso 1 1 calc R . . H39B H 0.2143 0.6735 0.2577 0.150 Uiso 1 1 calc R . . H39C H 0.0614 0.6392 0.2972 0.150 Uiso 1 1 calc R . . C40 C 0.5379(14) 0.7412(10) 0.3612(4) 0.072(3) Uani 1 1 d . . . H40A H 0.5714 0.7971 0.3884 0.108 Uiso 1 1 calc R . . H40B H 0.6297 0.7495 0.3354 0.108 Uiso 1 1 calc R . . H40C H 0.5407 0.6584 0.3739 0.108 Uiso 1 1 calc R . . Si2 Si 0.2914(4) 0.7771(2) 0.33440(9) 0.0500(6) Uani 1 1 d . . . N3 N 0.3354(10) 1.1970(7) 0.4029(2) 0.050(2) Uani 1 1 d D . . N4 N 0.0244(14) 1.1987(8) 0.3522(3) 0.076(3) Uani 1 1 d D . . B2 B 0.1965(19) 1.2804(13) 0.3653(5) 0.066(3) Uani 1 1 d . . . F3 F 0.1297(13) 1.3807(7) 0.3948(3) 0.110(3) Uani 1 1 d . . . F4 F 0.3098(9) 1.3185(7) 0.3282(3) 0.100(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.060(6) 0.071(7) 0.038(5) -0.016(4) 0.023(4) -0.011(5) C2 0.096(7) 0.024(4) 0.038(4) -0.013(3) 0.010(5) -0.018(4) C3 0.073(6) 0.022(4) 0.053(5) 0.013(3) -0.029(4) -0.016(4) C4 0.062(6) 0.096(9) 0.064(6) 0.043(6) 0.022(5) 0.003(6) C5 0.047(5) 0.070(7) 0.055(5) 0.017(5) -0.002(4) 0.021(5) C6 0.108(9) 0.067(8) 0.063(7) -0.004(5) 0.011(6) -0.006(7) C7 0.073(6) 0.022(4) 0.055(5) -0.007(3) 0.018(5) -0.017(4) C8 0.093(7) 0.067(7) 0.044(5) 0.012(5) -0.031(5) -0.033(6) C9 0.091(8) 0.061(7) 0.085(8) -0.011(6) -0.005(6) 0.042(6) C10 0.101(8) 0.057(7) 0.059(6) 0.026(5) -0.032(6) -0.023(6) C11 0.062(6) 0.068(7) 0.113(9) -0.021(6) 0.051(6) -0.047(5) C12 0.094(7) 0.053(6) 0.032(4) 0.005(4) 0.012(5) 0.011(5) C13 0.060(5) 0.051(6) 0.048(5) -0.008(4) 0.031(4) -0.014(4) C14 0.104(9) 0.107(11) 0.051(6) 0.034(7) 0.001(6) 0.015(9) C15 0.124(10) 0.020(4) 0.101(9) 0.008(5) -0.048(8) -0.023(5) C16 0.066(6) 0.047(6) 0.049(5) 0.000(4) -0.015(5) 0.033(5) C17 0.068(6) 0.040(5) 0.047(5) -0.017(4) -0.031(4) 0.022(4) C18 0.059(7) 0.049(6) 0.218(16) -0.021(8) 0.015(8) 0.020(5) C19 0.132(11) 0.036(6) 0.114(10) 0.011(6) -0.009(9) -0.043(6) C20 0.096(8) 0.086(8) 0.054(6) 0.022(5) 0.032(6) 0.048(6) Si1 0.0637(18) 0.0363(15) 0.104(2) -0.0062(15) 0.0059(16) -0.0015(13) N2 0.075(5) 0.026(4) 0.070(5) -0.008(4) -0.002(4) 0.024(4) N1 0.044(4) 0.022(3) 0.045(4) 0.004(3) 0.001(3) -0.015(3) B1 0.066(7) 0.035(6) 0.069(7) -0.015(5) -0.012(6) -0.026(5) F1 0.110(5) 0.096(6) 0.073(4) 0.027(4) 0.019(4) -0.013(4) F2 0.077(4) 0.029(3) 0.149(6) -0.029(4) -0.009(4) 0.002(3) C21 0.057(5) 0.006(3) 0.061(5) 0.012(3) -0.016(4) 0.005(3) C22 0.050(5) 0.054(6) 0.051(5) -0.002(4) -0.018(4) 0.026(4) C23 0.064(6) 0.055(6) 0.087(7) -0.013(6) 0.000(5) 0.026(5) C24 0.046(5) 0.121(10) 0.054(6) -0.007(6) -0.012(5) -0.041(6) C25 0.035(5) 0.071(7) 0.097(8) -0.057(6) 0.022(5) -0.018(5) C26 0.134(11) 0.066(8) 0.101(9) -0.044(7) -0.062(8) 0.015(7) C27 0.028(4) 0.039(5) 0.090(7) 0.029(5) -0.011(4) 0.004(3) C28 0.056(6) 0.068(7) 0.102(8) -0.007(6) 0.036(6) -0.002(6) C29 0.066(6) 0.038(5) 0.095(7) -0.005(5) -0.033(6) -0.002(5) C30 0.093(7) 0.019(4) 0.066(6) 0.016(4) -0.013(5) -0.009(4) C31 0.095(8) 0.033(5) 0.136(11) 0.058(6) -0.030(8) 0.006(5) C32 0.044(4) 0.020(4) 0.058(5) 0.009(3) -0.013(4) -0.013(3) C33 0.062(5) 0.021(4) 0.073(6) 0.027(4) 0.013(4) -0.019(4) C34 0.120(9) 0.025(5) 0.120(10) 0.027(5) 0.022(8) -0.037(5) C35 0.057(6) 0.095(9) 0.097(9) 0.064(7) 0.039(6) 0.017(6) C36 0.066(6) 0.069(7) 0.078(7) 0.015(7) 0.023(5) -0.024(6) C37 0.158(13) 0.047(7) 0.090(9) 0.012(7) -0.036(9) 0.020(8) C38 0.059(6) 0.048(6) 0.076(7) -0.003(5) -0.022(5) -0.031(5) C39 0.126(11) 0.095(10) 0.078(8) -0.060(7) -0.001(8) 0.021(8) C40 0.068(6) 0.061(6) 0.087(7) 0.031(5) 0.007(5) -0.021(5) Si2 0.0641(16) 0.0402(15) 0.0454(12) -0.0038(11) 0.0009(11) -0.0045(12) N3 0.048(4) 0.056(5) 0.046(4) -0.006(4) 0.001(3) -0.034(4) N4 0.106(7) 0.039(5) 0.081(6) 0.006(4) -0.015(6) 0.020(5) B2 0.079(8) 0.052(7) 0.065(7) 0.026(6) -0.006(6) 0.010(6) F3 0.152(7) 0.042(4) 0.130(7) -0.024(4) -0.049(6) 0.014(4) F4 0.076(4) 0.108(6) 0.112(5) 0.055(5) -0.027(4) -0.054(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.344(14) . ? C1 C7 1.436(13) . ? C1 C12 1.473(15) . ? C2 N1 1.426(10) . ? C2 C3 1.447(12) . ? C3 C4 1.390(13) . ? C4 C5 1.404(15) . ? C5 N1 1.331(10) . ? C5 C6 1.424(15) . ? C7 C8 1.414(13) . ? C7 N2 1.442(11) . ? C8 C9 1.371(16) . ? C9 C10 1.374(14) . ? C10 N2 1.359(12) . ? C10 C11 1.522(14) . ? C12 C13 1.336(12) . ? C12 C17 1.455(13) . ? C13 C14 1.395(17) . ? C14 C15 1.383(19) . ? C15 C16 1.276(17) . ? C16 C17 1.430(14) . ? C17 Si1 1.878(10) . ? C18 Si1 1.842(11) . ? C19 Si1 1.857(11) . ? C20 Si1 1.891(11) . ? N2 B1 1.452(14) . ? N1 B1 1.562(11) . ? B1 F2 1.359(13) . ? B1 F1 1.414(13) . ? C21 C22 1.387(13) . ? C21 C27 1.396(10) . ? C21 C32 1.515(10) . ? C22 N3 1.348(12) . ? C22 C23 1.381(13) . ? C23 C24 1.358(16) . ? C24 C25 1.401(17) . ? C25 N3 1.328(11) . ? C25 C26 1.497(16) . ? C27 N4 1.359(12) . ? C27 C28 1.377(13) . ? C28 C29 1.323(15) . ? C29 C30 1.396(13) . ? C30 N4 1.373(12) . ? C30 C31 1.544(11) . ? C32 C33 1.358(13) . ? C32 C37 1.380(18) . ? C33 C34 1.374(10) . ? C33 Si2 1.870(9) . ? C34 C35 1.399(16) . ? C35 C36 1.398(17) . ? C36 C37 1.393(17) . ? C38 Si2 1.843(10) . ? C39 Si2 1.855(11) . ? C40 Si2 1.845(10) . ? N3 B2 1.620(13) . ? N4 B2 1.505(16) . ? B2 F4 1.350(14) . ? B2 F3 1.431(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C7 120.3(9) . . ? C2 C1 C12 122.8(8) . . ? C7 C1 C12 116.6(9) . . ? C1 C2 N1 125.5(9) . . ? C1 C2 C3 127.5(8) . . ? N1 C2 C3 106.9(8) . . ? C4 C3 C2 103.9(8) . . ? C3 C4 C5 111.9(9) . . ? N1 C5 C4 106.8(9) . . ? N1 C5 C6 124.6(10) . . ? C4 C5 C6 128.5(9) . . ? C8 C7 C1 135.3(9) . . ? C8 C7 N2 107.8(8) . . ? C1 C7 N2 116.8(9) . . ? C9 C8 C7 107.0(9) . . ? C8 C9 C10 108.7(10) . . ? N2 C10 C9 111.3(10) . . ? N2 C10 C11 116.5(9) . . ? C9 C10 C11 132.1(11) . . ? C13 C12 C17 120.5(10) . . ? C13 C12 C1 121.5(9) . . ? C17 C12 C1 118.0(8) . . ? C12 C13 C14 121.9(10) . . ? C15 C14 C13 117.9(10) . . ? C16 C15 C14 121.5(10) . . ? C15 C16 C17 124.7(9) . . ? C16 C17 C12 113.5(8) . . ? C16 C17 Si1 115.0(7) . . ? C12 C17 Si1 131.4(8) . . ? C18 Si1 C19 105.2(6) . . ? C18 Si1 C17 109.3(6) . . ? C19 Si1 C17 107.1(5) . . ? C18 Si1 C20 111.8(6) . . ? C19 Si1 C20 108.7(5) . . ? C17 Si1 C20 114.3(4) . . ? C10 N2 C7 105.1(7) . . ? C10 N2 B1 127.3(8) . . ? C7 N2 B1 127.5(8) . . ? C5 N1 C2 110.4(8) . . ? C5 N1 B1 130.5(8) . . ? C2 N1 B1 119.0(8) . . ? F2 B1 F1 107.5(9) . . ? F2 B1 N2 111.9(8) . . ? F1 B1 N2 113.5(10) . . ? F2 B1 N1 110.8(9) . . ? F1 B1 N1 102.1(7) . . ? N2 B1 N1 110.6(8) . . ? C22 C21 C27 119.9(7) . . ? C22 C21 C32 122.3(7) . . ? C27 C21 C32 117.7(7) . . ? N3 C22 C23 108.4(9) . . ? N3 C22 C21 124.3(7) . . ? C23 C22 C21 127.0(10) . . ? C24 C23 C22 107.5(11) . . ? C23 C24 C25 106.7(9) . . ? N3 C25 C24 108.5(9) . . ? N3 C25 C26 125.7(11) . . ? C24 C25 C26 125.6(9) . . ? N4 C27 C28 107.5(9) . . ? N4 C27 C21 118.1(8) . . ? C28 C27 C21 134.3(9) . . ? C29 C28 C27 111.1(11) . . ? C28 C29 C30 105.2(9) . . ? N4 C30 C29 109.7(8) . . ? N4 C30 C31 123.9(9) . . ? C29 C30 C31 126.3(9) . . ? C33 C32 C37 120.5(8) . . ? C33 C32 C21 127.5(8) . . ? C37 C32 C21 112.0(9) . . ? C32 C33 C34 117.0(9) . . ? C32 C33 Si2 126.1(6) . . ? C34 C33 Si2 116.9(9) . . ? C33 C34 C35 124.5(12) . . ? C36 C35 C34 117.8(10) . . ? C37 C36 C35 117.0(10) . . ? C32 C37 C36 123.2(12) . . ? C38 Si2 C40 108.1(4) . . ? C38 Si2 C39 109.6(5) . . ? C40 Si2 C39 111.0(6) . . ? C38 Si2 C33 114.6(4) . . ? C40 Si2 C33 105.9(4) . . ? C39 Si2 C33 107.6(5) . . ? C25 N3 C22 108.9(9) . . ? C25 N3 B2 128.6(9) . . ? C22 N3 B2 122.5(8) . . ? C27 N4 C30 106.4(9) . . ? C27 N4 B2 131.1(9) . . ? C30 N4 B2 122.4(8) . . ? F4 B2 F3 112.1(11) . . ? F4 B2 N4 119.5(10) . . ? F3 B2 N4 107.6(10) . . ? F4 B2 N3 105.8(9) . . ? F3 B2 N3 106.8(9) . . ? N4 B2 N3 104.0(8) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.536 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 932789' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H27 B F2 N2 Si' _chemical_formula_weight 396.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0644(18) _cell_length_b 13.838(3) _cell_length_c 17.166(3) _cell_angle_alpha 84.182(9) _cell_angle_beta 89.033(10) _cell_angle_gamma 78.190(9) _cell_volume 2096.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4790 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 26.07 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.139 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa apex ccd' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43472 _diffrn_reflns_av_R_equivalents 0.0841 _diffrn_reflns_av_sigmaI/netI 0.1204 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 30.66 _reflns_number_total 12698 _reflns_number_gt 7998 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa Apex ccd' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-III _computing_publication_material WinGXv1.80.05 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0665P)^2^+10.9950P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12698 _refine_ls_number_parameters 519 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1584 _refine_ls_R_factor_gt 0.1080 _refine_ls_wR_factor_ref 0.2772 _refine_ls_wR_factor_gt 0.2556 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si2 Si 0.14945(13) 0.83806(9) 0.25642(7) 0.0150(2) Uani 1 1 d . . . F3 F -0.5897(3) 0.68391(19) -0.11708(15) 0.0234(6) Uani 1 1 d . . . F4 F -0.7644(3) 0.7767(2) -0.04438(16) 0.0230(6) Uani 1 1 d . . . N3 N -0.5466(4) 0.6747(2) 0.02283(19) 0.0137(7) Uani 1 1 d . . . N4 N -0.5236(4) 0.8242(2) -0.0654(2) 0.0140(7) Uani 1 1 d . . . B2 B -0.6112(5) 0.7389(3) -0.0525(3) 0.0154(9) Uani 1 1 d . . . C23 C -0.3520(5) 0.7670(3) 0.0445(2) 0.0141(8) Uani 1 1 d . . . C24 C -0.4218(5) 0.6863(3) 0.0645(2) 0.0162(8) Uani 1 1 d . . . C25 C -0.3907(5) 0.6060(3) 0.1254(2) 0.0182(8) Uani 1 1 d . . . C26 C -0.4976(5) 0.5498(3) 0.1185(3) 0.0197(9) Uani 1 1 d . . . H26 H -0.5054 0.4926 0.1505 0.024 Uiso 1 1 calc R . . C27 C -0.5928(5) 0.5928(3) 0.0554(2) 0.0165(8) Uani 1 1 d . . . C28 C -0.4033(5) 0.8356(3) -0.0203(2) 0.0144(8) Uani 1 1 d . . . C29 C -0.3566(5) 0.9245(3) -0.0520(2) 0.0165(8) Uani 1 1 d . . . C30 C -0.4512(5) 0.9629(3) -0.1157(2) 0.0175(8) Uani 1 1 d . . . H30 H -0.4472 1.0202 -0.1483 0.021 Uiso 1 1 calc R . . C31 C -0.5533(5) 0.9007(3) -0.1223(2) 0.0170(8) Uani 1 1 d . . . C33 C -0.2669(6) 0.5817(3) 0.1851(3) 0.0259(10) Uani 1 1 d . . . H33A H -0.2907 0.6245 0.2261 0.039 Uiso 1 1 calc R . . H33B H -0.1741 0.5911 0.1608 0.039 Uiso 1 1 calc R . . H33C H -0.2565 0.5139 0.2067 0.039 Uiso 1 1 calc R . . C34 C -0.7260(5) 0.5581(3) 0.0269(3) 0.0209(9) Uani 1 1 d . . . H34A H -0.8136 0.5847 0.0560 0.031 Uiso 1 1 calc R . . H34B H -0.7076 0.4869 0.0340 0.031 Uiso 1 1 calc R . . H34C H -0.7422 0.5803 -0.0277 0.031 Uiso 1 1 calc R . . C35 C -0.2355(5) 0.9718(3) -0.0249(3) 0.0214(9) Uani 1 1 d . . . H35A H -0.1395 0.9377 -0.0424 0.032 Uiso 1 1 calc R . . H35B H -0.2360 0.9680 0.0312 0.032 Uiso 1 1 calc R . . H35C H -0.2531 1.0401 -0.0461 0.032 Uiso 1 1 calc R . . C36 C -0.6778(5) 0.9131(3) -0.1803(2) 0.0200(9) Uani 1 1 d . . . H36A H -0.6571 0.8601 -0.2134 0.030 Uiso 1 1 calc R . . H36B H -0.6856 0.9755 -0.2116 0.030 Uiso 1 1 calc R . . H36C H -0.7710 0.9117 -0.1532 0.030 Uiso 1 1 calc R . . C37 C -0.2282(5) 0.7812(3) 0.0943(2) 0.0140(7) Uani 1 1 d . . . C38 C -0.2621(5) 0.8093(3) 0.1699(2) 0.0159(8) Uani 1 1 d . . . H38 H -0.3609 0.8184 0.1879 0.019 Uiso 1 1 calc R . . C39 C -0.1486(5) 0.8234(3) 0.2177(2) 0.0161(8) Uani 1 1 d . . . H39 H -0.1722 0.8410 0.2680 0.019 Uiso 1 1 calc R . . C40 C 0.0022(5) 0.8117(3) 0.1922(2) 0.0148(8) Uani 1 1 d . . . C41 C 0.0322(5) 0.7825(3) 0.1166(2) 0.0183(8) Uani 1 1 d . . . H41 H 0.1310 0.7725 0.0985 0.022 Uiso 1 1 calc R . . C42 C -0.0800(5) 0.7680(3) 0.0678(2) 0.0173(8) Uani 1 1 d . . . H42 H -0.0565 0.7497 0.0178 0.021 Uiso 1 1 calc R . . C43 C 0.1233(5) 0.9755(3) 0.2569(3) 0.0231(9) Uani 1 1 d . . . H43A H 0.1427 1.0046 0.2056 0.035 Uiso 1 1 calc R . . H43B H 0.1920 0.9903 0.2938 0.035 Uiso 1 1 calc R . . H43C H 0.0216 1.0024 0.2717 0.035 Uiso 1 1 calc R . . C44 C 0.3391(5) 0.7844(4) 0.2188(3) 0.0221(9) Uani 1 1 d . . . H44A H 0.3469 0.7147 0.2150 0.033 Uiso 1 1 calc R . . H44B H 0.4151 0.7936 0.2540 0.033 Uiso 1 1 calc R . . H44C H 0.3532 0.8170 0.1680 0.033 Uiso 1 1 calc R . . C45 C 0.1289(6) 0.7790(4) 0.3579(3) 0.0252(10) Uani 1 1 d . . . H45A H 0.0291 0.8031 0.3766 0.038 Uiso 1 1 calc R . . H45B H 0.2013 0.7953 0.3918 0.038 Uiso 1 1 calc R . . H45C H 0.1457 0.7083 0.3573 0.038 Uiso 1 1 calc R . . Si1 Si 0.12817(14) 1.34769(9) 0.23051(7) 0.0177(3) Uani 1 1 d . . . F1 F -0.6177(3) 1.2432(2) 0.64473(14) 0.0239(6) Uani 1 1 d . . . F2 F -0.7544(3) 1.18827(19) 0.55546(18) 0.0253(6) Uani 1 1 d . . . N1 N -0.4827(4) 1.1523(3) 0.5447(2) 0.0152(7) Uani 1 1 d . . . N2 N -0.6313(4) 1.3223(3) 0.5126(2) 0.0154(7) Uani 1 1 d . . . B1 B -0.6262(6) 1.2265(4) 0.5673(3) 0.0175(9) Uani 1 1 d . . . C1 C -0.3979(4) 1.2662(3) 0.4450(2) 0.0132(7) Uani 1 1 d . . . C2 C -0.3806(5) 1.1721(3) 0.4860(2) 0.0153(8) Uani 1 1 d . . . C3 C -0.2695(5) 1.0825(3) 0.4815(2) 0.0154(8) Uani 1 1 d . . . C4 C -0.3062(5) 1.0135(3) 0.5384(3) 0.0196(9) Uani 1 1 d . . . H4 H -0.2532 0.9487 0.5496 0.024 Uiso 1 1 calc R . . C5 C -0.4370(5) 1.0577(3) 0.5767(2) 0.0166(8) Uani 1 1 d . . . C6 C -0.5228(5) 1.3417(3) 0.4577(2) 0.0145(8) Uani 1 1 d . . . C7 C -0.5664(5) 1.4427(3) 0.4248(2) 0.0162(8) Uani 1 1 d . . . C8 C -0.6989(5) 1.4803(3) 0.4611(2) 0.0181(8) Uani 1 1 d . . . H8 H -0.7550 1.5445 0.4510 0.022 Uiso 1 1 calc R . . C9 C -0.7365(5) 1.4071(3) 0.5153(2) 0.0158(8) Uani 1 1 d . . . C10 C -0.1406(5) 1.0625(3) 0.4260(3) 0.0218(9) Uani 1 1 d . . . H10A H -0.0577 1.0878 0.4441 0.033 Uiso 1 1 calc R . . H10B H -0.1713 1.0945 0.3749 0.033 Uiso 1 1 calc R . . H10C H -0.1100 0.9923 0.4233 0.033 Uiso 1 1 calc R . . C11 C -0.5171(5) 1.0129(3) 0.6431(3) 0.0218(9) Uani 1 1 d . . . H11A H -0.4947 1.0378 0.6908 0.033 Uiso 1 1 calc R . . H11B H -0.4845 0.9420 0.6476 0.033 Uiso 1 1 calc R . . H11C H -0.6238 1.0301 0.6335 0.033 Uiso 1 1 calc R . . C12 C -0.4883(5) 1.5000(3) 0.3638(2) 0.0198(9) Uani 1 1 d . . . H12A H -0.5039 1.4801 0.3131 0.030 Uiso 1 1 calc R . . H12B H -0.3823 1.4868 0.3751 0.030 Uiso 1 1 calc R . . H12C H -0.5289 1.5697 0.3642 0.030 Uiso 1 1 calc R . . C13 C -0.8665(5) 1.4139(3) 0.5696(3) 0.0210(9) Uani 1 1 d . . . H13A H -0.9316 1.3721 0.5551 0.032 Uiso 1 1 calc R . . H13B H -0.9213 1.4814 0.5668 0.032 Uiso 1 1 calc R . . H13C H -0.8305 1.3928 0.6221 0.032 Uiso 1 1 calc R . . C14 C -0.2747(5) 1.2868(3) 0.3915(2) 0.0145(8) Uani 1 1 d . . . C15 C -0.1407(5) 1.2983(3) 0.4238(2) 0.0177(8) Uani 1 1 d . . . H15 H -0.1303 1.2950 0.4779 0.021 Uiso 1 1 calc R . . C16 C -0.0216(5) 1.3149(3) 0.3750(2) 0.0186(8) Uani 1 1 d . . . H16 H 0.0679 1.3218 0.3973 0.022 Uiso 1 1 calc R . . C17 C -0.0336(5) 1.3214(3) 0.2931(2) 0.0161(8) Uani 1 1 d . . . C18 C -0.1706(5) 1.3104(3) 0.2627(2) 0.0165(8) Uani 1 1 d . . . H18 H -0.1825 1.3145 0.2087 0.020 Uiso 1 1 calc R . . C19 C -0.2889(5) 1.2937(3) 0.3105(2) 0.0166(8) Uani 1 1 d . . . H19 H -0.3787 1.2871 0.2884 0.020 Uiso 1 1 calc R . . C20 C 0.0834(6) 1.3409(5) 0.1261(3) 0.0337(12) Uani 1 1 d . . . H20A H 0.0085 1.3980 0.1077 0.051 Uiso 1 1 calc R . . H20B H 0.0454 1.2818 0.1214 0.051 Uiso 1 1 calc R . . H20C H 0.1730 1.3393 0.0952 0.051 Uiso 1 1 calc R . . C21 C 0.1590(5) 1.4729(3) 0.2470(3) 0.0220(9) Uani 1 1 d . . . H21A H 0.2382 1.4889 0.2134 0.033 Uiso 1 1 calc R . . H21B H 0.1869 1.4732 0.3007 0.033 Uiso 1 1 calc R . . H21C H 0.0679 1.5212 0.2354 0.033 Uiso 1 1 calc R . . C22 C 0.2996(6) 1.2522(4) 0.2602(3) 0.0333(12) Uani 1 1 d . . . H22A H 0.2824 1.1876 0.2525 0.050 Uiso 1 1 calc R . . H22B H 0.3212 1.2545 0.3144 0.050 Uiso 1 1 calc R . . H22C H 0.3835 1.2651 0.2289 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si2 0.0120(5) 0.0204(6) 0.0138(5) -0.0034(4) 0.0016(4) -0.0049(4) F3 0.0347(16) 0.0219(13) 0.0167(12) -0.0055(10) -0.0008(11) -0.0108(11) F4 0.0106(12) 0.0291(14) 0.0283(14) 0.0035(11) -0.0013(10) -0.0048(10) N3 0.0130(17) 0.0162(16) 0.0132(15) -0.0024(12) 0.0020(13) -0.0058(12) N4 0.0143(17) 0.0135(15) 0.0149(16) -0.0014(12) -0.0014(13) -0.0047(12) B2 0.015(2) 0.015(2) 0.017(2) -0.0021(16) 0.0018(17) -0.0041(16) C23 0.015(2) 0.0139(17) 0.0132(18) -0.0042(14) 0.0040(15) -0.0005(14) C24 0.018(2) 0.0124(17) 0.0181(19) -0.0018(14) 0.0028(16) -0.0020(14) C25 0.018(2) 0.0157(19) 0.019(2) -0.0009(15) -0.0005(16) 0.0010(15) C26 0.023(2) 0.0167(19) 0.019(2) -0.0010(15) 0.0042(17) -0.0024(16) C27 0.021(2) 0.0119(17) 0.0170(19) -0.0040(14) 0.0070(16) -0.0043(15) C28 0.0114(19) 0.0179(18) 0.0143(18) -0.0025(14) 0.0029(15) -0.0036(14) C29 0.018(2) 0.0151(18) 0.0176(19) -0.0029(14) 0.0017(16) -0.0057(15) C30 0.022(2) 0.0139(18) 0.0178(19) -0.0005(14) 0.0024(16) -0.0068(15) C31 0.020(2) 0.0136(18) 0.0171(19) -0.0005(14) 0.0026(16) -0.0042(15) C33 0.027(3) 0.022(2) 0.026(2) 0.0082(18) -0.0057(19) -0.0028(18) C34 0.024(2) 0.021(2) 0.020(2) -0.0040(16) 0.0013(17) -0.0093(17) C35 0.024(2) 0.021(2) 0.022(2) -0.0011(16) -0.0004(18) -0.0107(17) C36 0.023(2) 0.020(2) 0.017(2) 0.0035(15) -0.0070(17) -0.0061(16) C37 0.0123(19) 0.0161(18) 0.0136(18) -0.0011(14) 0.0012(14) -0.0032(14) C38 0.0127(19) 0.024(2) 0.0109(17) 0.0000(15) 0.0001(14) -0.0043(15) C39 0.014(2) 0.0208(19) 0.0137(18) -0.0048(15) 0.0037(15) -0.0032(15) C40 0.0126(19) 0.0175(18) 0.0143(18) -0.0013(14) 0.0013(15) -0.0036(14) C41 0.0095(19) 0.029(2) 0.017(2) -0.0055(16) 0.0026(15) -0.0040(16) C42 0.016(2) 0.020(2) 0.0160(19) -0.0075(15) 0.0038(16) -0.0015(15) C43 0.018(2) 0.025(2) 0.028(2) -0.0090(18) -0.0020(18) -0.0045(17) C44 0.011(2) 0.034(2) 0.022(2) -0.0054(18) 0.0031(16) -0.0044(17) C45 0.023(2) 0.038(3) 0.015(2) 0.0011(18) -0.0028(17) -0.010(2) Si1 0.0142(6) 0.0261(6) 0.0149(5) -0.0044(4) 0.0039(4) -0.0082(5) F1 0.0290(15) 0.0270(14) 0.0133(12) -0.0021(10) 0.0055(11) -0.0002(11) F2 0.0120(13) 0.0208(13) 0.0447(17) -0.0049(12) 0.0060(12) -0.0064(10) N1 0.0143(17) 0.0177(16) 0.0148(16) -0.0005(12) 0.0003(13) -0.0071(13) N2 0.0105(16) 0.0202(17) 0.0157(16) -0.0036(13) 0.0019(13) -0.0025(13) B1 0.017(2) 0.020(2) 0.015(2) -0.0039(17) 0.0047(17) -0.0015(17) C1 0.0094(18) 0.0211(19) 0.0104(17) -0.0024(14) -0.0012(14) -0.0058(14) C2 0.0103(19) 0.0182(19) 0.0178(19) -0.0066(15) 0.0023(15) -0.0014(14) C3 0.014(2) 0.0158(18) 0.0157(18) -0.0029(14) -0.0006(15) -0.0015(14) C4 0.018(2) 0.020(2) 0.020(2) -0.0008(16) -0.0036(17) -0.0028(16) C5 0.015(2) 0.0195(19) 0.0156(19) -0.0020(15) -0.0019(15) -0.0038(15) C6 0.0130(19) 0.0195(19) 0.0126(17) -0.0002(14) -0.0006(14) -0.0076(15) C7 0.016(2) 0.021(2) 0.0124(18) 0.0002(15) -0.0041(15) -0.0054(15) C8 0.015(2) 0.0177(19) 0.019(2) 0.0013(15) -0.0010(16) 0.0010(15) C9 0.0120(19) 0.0201(19) 0.0148(18) -0.0032(15) -0.0016(15) -0.0013(15) C10 0.018(2) 0.023(2) 0.022(2) -0.0041(17) 0.0034(17) 0.0019(17) C11 0.022(2) 0.023(2) 0.020(2) 0.0029(16) 0.0010(17) -0.0046(17) C12 0.018(2) 0.023(2) 0.017(2) 0.0033(16) 0.0001(16) -0.0038(16) C13 0.013(2) 0.023(2) 0.024(2) -0.0022(17) -0.0002(17) 0.0018(16) C14 0.0130(19) 0.0144(17) 0.0166(19) -0.0044(14) 0.0034(15) -0.0028(14) C15 0.016(2) 0.025(2) 0.0119(18) 0.0001(15) -0.0021(15) -0.0044(16) C16 0.014(2) 0.028(2) 0.0157(19) -0.0034(16) -0.0014(16) -0.0088(16) C17 0.013(2) 0.0189(19) 0.0171(19) -0.0046(15) 0.0030(15) -0.0035(15) C18 0.018(2) 0.0192(19) 0.0136(18) -0.0043(14) 0.0024(15) -0.0051(15) C19 0.015(2) 0.022(2) 0.0146(18) -0.0031(15) 0.0007(15) -0.0075(15) C20 0.035(3) 0.054(3) 0.020(2) -0.013(2) 0.010(2) -0.024(3) C21 0.019(2) 0.028(2) 0.022(2) -0.0026(17) 0.0005(17) -0.0116(17) C22 0.022(3) 0.035(3) 0.040(3) -0.005(2) 0.010(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si2 C40 1.860(4) . ? Si2 C44 1.861(4) . ? Si2 C43 1.869(5) . ? Si2 C45 1.871(5) . ? F3 B2 1.396(5) . ? F4 B2 1.390(5) . ? N3 C27 1.353(5) . ? N3 C24 1.394(5) . ? N3 B2 1.544(6) . ? N4 C31 1.352(5) . ? N4 C28 1.392(5) . ? N4 B2 1.549(6) . ? C23 C24 1.404(6) . ? C23 C28 1.406(5) . ? C23 C37 1.478(6) . ? C24 C25 1.432(6) . ? C25 C26 1.375(6) . ? C25 C33 1.496(6) . ? C26 C27 1.401(6) . ? C27 C34 1.494(6) . ? C28 C29 1.435(6) . ? C29 C30 1.392(6) . ? C29 C35 1.491(6) . ? C30 C31 1.400(6) . ? C31 C36 1.490(6) . ? C37 C42 1.393(6) . ? C37 C38 1.404(6) . ? C38 C39 1.383(6) . ? C39 C40 1.411(6) . ? C40 C41 1.404(6) . ? C41 C42 1.386(6) . ? Si1 C20 1.861(5) . ? Si1 C21 1.861(5) . ? Si1 C22 1.863(5) . ? Si1 C17 1.877(4) . ? F1 B1 1.379(5) . ? F2 B1 1.397(6) . ? N1 C5 1.352(5) . ? N1 C2 1.402(5) . ? N1 B1 1.553(6) . ? N2 C9 1.356(5) . ? N2 C6 1.397(5) . ? N2 B1 1.539(6) . ? C1 C2 1.397(6) . ? C1 C6 1.405(6) . ? C1 C14 1.489(6) . ? C2 C3 1.436(6) . ? C3 C4 1.381(6) . ? C3 C10 1.494(6) . ? C4 C5 1.403(6) . ? C5 C11 1.490(6) . ? C6 C7 1.432(6) . ? C7 C8 1.373(6) . ? C7 C12 1.505(6) . ? C8 C9 1.395(6) . ? C9 C13 1.483(6) . ? C14 C15 1.388(6) . ? C14 C19 1.389(6) . ? C15 C16 1.397(6) . ? C16 C17 1.404(6) . ? C17 C18 1.397(6) . ? C18 C19 1.383(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C40 Si2 C44 109.4(2) . . ? C40 Si2 C43 108.4(2) . . ? C44 Si2 C43 111.0(2) . . ? C40 Si2 C45 109.2(2) . . ? C44 Si2 C45 108.8(2) . . ? C43 Si2 C45 110.1(2) . . ? C27 N3 C24 108.5(3) . . ? C27 N3 B2 125.8(4) . . ? C24 N3 B2 125.4(3) . . ? C31 N4 C28 108.9(3) . . ? C31 N4 B2 125.2(3) . . ? C28 N4 B2 126.0(3) . . ? F4 B2 F3 108.9(4) . . ? F4 B2 N3 110.6(3) . . ? F3 B2 N3 111.1(3) . . ? F4 B2 N4 110.5(3) . . ? F3 B2 N4 109.1(3) . . ? N3 B2 N4 106.6(3) . . ? C24 C23 C28 120.4(4) . . ? C24 C23 C37 119.1(4) . . ? C28 C23 C37 120.5(4) . . ? N3 C24 C23 120.9(4) . . ? N3 C24 C25 107.5(4) . . ? C23 C24 C25 131.6(4) . . ? C26 C25 C24 106.5(4) . . ? C26 C25 C33 124.1(4) . . ? C24 C25 C33 129.4(4) . . ? C25 C26 C27 108.7(4) . . ? N3 C27 C26 108.9(4) . . ? N3 C27 C34 123.6(4) . . ? C26 C27 C34 127.6(4) . . ? N4 C28 C23 120.4(4) . . ? N4 C28 C29 107.7(3) . . ? C23 C28 C29 131.9(4) . . ? C30 C29 C28 106.0(4) . . ? C30 C29 C35 124.4(4) . . ? C28 C29 C35 129.6(4) . . ? C29 C30 C31 108.5(4) . . ? N4 C31 C30 109.0(4) . . ? N4 C31 C36 123.2(4) . . ? C30 C31 C36 127.8(4) . . ? C42 C37 C38 119.5(4) . . ? C42 C37 C23 121.7(4) . . ? C38 C37 C23 118.8(4) . . ? C39 C38 C37 120.0(4) . . ? C38 C39 C40 121.7(4) . . ? C41 C40 C39 116.7(4) . . ? C41 C40 Si2 123.0(3) . . ? C39 C40 Si2 120.2(3) . . ? C42 C41 C40 122.4(4) . . ? C41 C42 C37 119.6(4) . . ? C20 Si1 C21 111.4(2) . . ? C20 Si1 C22 109.5(3) . . ? C21 Si1 C22 109.8(2) . . ? C20 Si1 C17 109.1(2) . . ? C21 Si1 C17 108.4(2) . . ? C22 Si1 C17 108.6(2) . . ? C5 N1 C2 108.5(3) . . ? C5 N1 B1 126.1(4) . . ? C2 N1 B1 125.3(3) . . ? C9 N2 C6 107.8(3) . . ? C9 N2 B1 125.0(4) . . ? C6 N2 B1 126.9(3) . . ? F1 B1 F2 109.7(4) . . ? F1 B1 N2 111.3(4) . . ? F2 B1 N2 109.7(4) . . ? F1 B1 N1 109.8(4) . . ? F2 B1 N1 110.0(4) . . ? N2 B1 N1 106.3(3) . . ? C2 C1 C6 121.2(4) . . ? C2 C1 C14 118.0(4) . . ? C6 C1 C14 120.6(4) . . ? C1 C2 N1 120.6(4) . . ? C1 C2 C3 132.1(4) . . ? N1 C2 C3 107.3(3) . . ? C4 C3 C2 106.4(4) . . ? C4 C3 C10 124.8(4) . . ? C2 C3 C10 128.8(4) . . ? C3 C4 C5 108.6(4) . . ? N1 C5 C4 109.1(4) . . ? N1 C5 C11 122.9(4) . . ? C4 C5 C11 128.1(4) . . ? N2 C6 C1 119.4(4) . . ? N2 C6 C7 108.2(4) . . ? C1 C6 C7 132.4(4) . . ? C8 C7 C6 105.6(4) . . ? C8 C7 C12 125.0(4) . . ? C6 C7 C12 129.3(4) . . ? C7 C8 C9 109.4(4) . . ? N2 C9 C8 108.9(4) . . ? N2 C9 C13 122.2(4) . . ? C8 C9 C13 128.9(4) . . ? C15 C14 C19 119.1(4) . . ? C15 C14 C1 118.7(4) . . ? C19 C14 C1 122.2(4) . . ? C14 C15 C16 119.9(4) . . ? C15 C16 C17 121.7(4) . . ? C18 C17 C16 116.7(4) . . ? C18 C17 Si1 123.5(3) . . ? C16 C17 Si1 119.8(3) . . ? C19 C18 C17 121.9(4) . . ? C18 C19 C14 120.6(4) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 30.66 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.540 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.117 _database_code_depnum_ccdc_archive 'CCDC 932790' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H27 B F2 N2 Si' _chemical_formula_weight 396.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pna2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 30.7303(15) _cell_length_b 6.5809(3) _cell_length_c 20.9330(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4233.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9951 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 29.70 _exptl_crystal_description 'plate like' _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 0.138 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.985 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa apex ccd' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 82961 _diffrn_reflns_av_R_equivalents 0.0682 _diffrn_reflns_av_sigmaI/netI 0.0590 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 30.64 _reflns_number_total 12874 _reflns_number_gt 9600 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa Apex ccd' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-III _computing_publication_material WinGXv1.80.05 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1209P)^2^+0.2331P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 12874 _refine_ls_number_parameters 519 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0965 _refine_ls_R_factor_gt 0.0686 _refine_ls_wR_factor_ref 0.1849 _refine_ls_wR_factor_gt 0.1624 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.37769(2) 1.02038(11) 0.18419(4) 0.01868(16) Uani 1 1 d . . . Si2 Si 0.87510(2) 0.53055(12) 0.50892(4) 0.02114(17) Uani 1 1 d . . . F1 F 0.16300(6) 0.9641(3) 0.48304(9) 0.0293(4) Uani 1 1 d . . . F2 F 0.22519(6) 1.1408(2) 0.49994(9) 0.0271(4) Uani 1 1 d . . . F3 F 1.02679(6) 0.6560(2) 0.19285(8) 0.0249(4) Uani 1 1 d . . . F4 F 1.08942(6) 0.4776(3) 0.20774(10) 0.0299(4) Uani 1 1 d . . . N1 N 0.22953(7) 0.8355(3) 0.43775(12) 0.0175(4) Uani 1 1 d . . . N2 N 0.19420(7) 1.1432(3) 0.39364(11) 0.0179(4) Uani 1 1 d . . . N3 N 1.02323(7) 0.3496(3) 0.25546(11) 0.0179(4) Uani 1 1 d . . . N4 N 1.05998(7) 0.6583(3) 0.29753(11) 0.0166(4) Uani 1 1 d . . . B1 B 0.20250(10) 1.0238(5) 0.45614(15) 0.0195(6) Uani 1 1 d . . . B2 B 1.05048(10) 0.5373(4) 0.23587(16) 0.0197(6) Uani 1 1 d . . . C1 C 0.23650(8) 0.9201(4) 0.32570(13) 0.0153(5) Uani 1 1 d . . . C2 C 0.24571(8) 0.7917(4) 0.37676(13) 0.0158(5) Uani 1 1 d . . . C3 C 0.27136(9) 0.6109(4) 0.38120(14) 0.0194(5) Uani 1 1 d . . . C4 C 0.26906(9) 0.5503(4) 0.44385(16) 0.0240(6) Uani 1 1 d . . . H4 H 0.2820 0.4345 0.4608 0.029 Uiso 1 1 calc R . . C5 C 0.24434(9) 0.6894(4) 0.47781(15) 0.0222(6) Uani 1 1 d . . . C6 C 0.21006(8) 1.0919(4) 0.33325(13) 0.0163(5) Uani 1 1 d . . . C7 C 0.19415(9) 1.2365(4) 0.28851(16) 0.0173(6) Uani 1 1 d . . . C8 C 0.16951(9) 1.3720(4) 0.32346(15) 0.0218(6) Uani 1 1 d . . . H8 H 0.1549 1.4840 0.3070 0.026 Uiso 1 1 calc R . . C9 C 0.17020(9) 1.3135(4) 0.38734(15) 0.0204(5) Uani 1 1 d . . . C10 C 0.29624(10) 0.5032(4) 0.32960(15) 0.0244(6) Uani 1 1 d . . . H10A H 0.3102 0.3853 0.3472 0.037 Uiso 1 1 calc R . . H10B H 0.3179 0.5930 0.3123 0.037 Uiso 1 1 calc R . . H10C H 0.2766 0.4626 0.2963 0.037 Uiso 1 1 calc R . . C11 C 0.23413(11) 0.6904(5) 0.54788(16) 0.0331(7) Uani 1 1 d . . . H11A H 0.2537 0.7806 0.5696 0.050 Uiso 1 1 calc R . . H11B H 0.2374 0.5555 0.5647 0.050 Uiso 1 1 calc R . . H11C H 0.2047 0.7356 0.5542 0.050 Uiso 1 1 calc R . . C12 C 0.20076(10) 1.2422(4) 0.21788(16) 0.0232(6) Uani 1 1 d . . . H12A H 0.1834 1.3489 0.1998 0.035 Uiso 1 1 calc R . . H12B H 0.1923 1.1143 0.1997 0.035 Uiso 1 1 calc R . . H12C H 0.2309 1.2672 0.2087 0.035 Uiso 1 1 calc R . . C13 C 0.14868(10) 1.4162(4) 0.44255(16) 0.0275(6) Uani 1 1 d . . . H13A H 0.1255 1.3322 0.4583 0.041 Uiso 1 1 calc R . . H13B H 0.1371 1.5446 0.4290 0.041 Uiso 1 1 calc R . . H13C H 0.1696 1.4378 0.4759 0.041 Uiso 1 1 calc R . . C14 C 0.25732(8) 0.8790(3) 0.26276(12) 0.0146(5) Uani 1 1 d . . . C15 C 0.23763(9) 0.7544(4) 0.21754(14) 0.0163(5) Uani 1 1 d . . . H15 H 0.2101 0.7007 0.2249 0.020 Uiso 1 1 calc R . . C16 C 0.25967(10) 0.7115(4) 0.16134(15) 0.0230(6) Uani 1 1 d . . . H16 H 0.2465 0.6303 0.1305 0.028 Uiso 1 1 calc R . . C17 C 0.30131(9) 0.7884(4) 0.15033(14) 0.0197(5) Uani 1 1 d . . . H17 H 0.3159 0.7540 0.1130 0.024 Uiso 1 1 calc R . . C18 C 0.32139(8) 0.9168(4) 0.19487(13) 0.0162(5) Uani 1 1 d . . . C19 C 0.29830(8) 0.9592(4) 0.25133(13) 0.0164(5) Uani 1 1 d . . . H19 H 0.3109 1.0435 0.2818 0.020 Uiso 1 1 calc R . . C20 C 0.37499(11) 1.2982(5) 0.1706(2) 0.0427(10) Uani 1 1 d . . . H20A H 0.3606 1.3620 0.2061 0.064 Uiso 1 1 calc R . . H20B H 0.3590 1.3251 0.1321 0.064 Uiso 1 1 calc R . . H20C H 0.4039 1.3516 0.1666 0.064 Uiso 1 1 calc R . . C21 C 0.40449(12) 0.8952(6) 0.11526(19) 0.0438(9) Uani 1 1 d . . . H21A H 0.4335 0.9472 0.1106 0.066 Uiso 1 1 calc R . . H21B H 0.3882 0.9223 0.0771 0.066 Uiso 1 1 calc R . . H21C H 0.4057 0.7512 0.1224 0.066 Uiso 1 1 calc R . . C22 C 0.40850(10) 0.9643(5) 0.25779(17) 0.0325(7) Uani 1 1 d . . . H22A H 0.4386 0.9984 0.2515 0.049 Uiso 1 1 calc R . . H22B H 0.4060 0.8222 0.2676 0.049 Uiso 1 1 calc R . . H22C H 0.3969 1.0429 0.2925 0.049 Uiso 1 1 calc R . . C23 C 1.01684(8) 0.4424(4) 0.36678(13) 0.0149(5) Uani 1 1 d . . . C24 C 1.00700(8) 0.3126(4) 0.31671(13) 0.0170(5) Uani 1 1 d . . . C25 C 0.98228(8) 0.1304(4) 0.31373(13) 0.0189(5) Uani 1 1 d . . . C26 C 0.98371(9) 0.0644(4) 0.25081(15) 0.0238(6) Uani 1 1 d . . . H26 H 0.9703 -0.0514 0.2346 0.029 Uiso 1 1 calc R . . C27 C 1.00885(10) 0.2030(4) 0.21603(15) 0.0236(6) Uani 1 1 d . . . C28 C 1.04372(8) 0.6105(4) 0.35796(13) 0.0158(5) Uani 1 1 d . . . C29 C 1.05994(9) 0.7590(4) 0.40147(15) 0.0166(6) Uani 1 1 d . . . C30 C 1.08488(9) 0.8918(4) 0.36576(14) 0.0203(5) Uani 1 1 d . . . H30 H 1.0999 1.0038 0.3815 0.024 Uiso 1 1 calc R . . C31 C 1.08370(8) 0.8289(4) 0.30155(14) 0.0199(5) Uani 1 1 d . . . C32 C 0.95761(10) 0.0244(4) 0.36556(16) 0.0247(6) Uani 1 1 d . . . H32A H 0.9450 -0.0981 0.3489 0.037 Uiso 1 1 calc R . . H32B H 0.9350 0.1119 0.3811 0.037 Uiso 1 1 calc R . . H32C H 0.9771 -0.0086 0.3999 0.037 Uiso 1 1 calc R . . C33 C 1.01873(11) 0.1987(5) 0.14607(17) 0.0337(7) Uani 1 1 d . . . H33A H 1.0217 0.3353 0.1305 0.051 Uiso 1 1 calc R . . H33B H 0.9954 0.1321 0.1238 0.051 Uiso 1 1 calc R . . H33C H 1.0454 0.1260 0.1390 0.051 Uiso 1 1 calc R . . C34 C 1.05338(10) 0.7717(4) 0.47247(15) 0.0204(6) Uani 1 1 d . . . H34A H 1.0708 0.8799 0.4895 0.031 Uiso 1 1 calc R . . H34B H 1.0619 0.6455 0.4918 0.031 Uiso 1 1 calc R . . H34C H 1.0233 0.7977 0.4815 0.031 Uiso 1 1 calc R . . C35 C 1.10566(10) 0.9228(4) 0.24572(16) 0.0265(6) Uani 1 1 d . . . H35A H 1.1344 0.8672 0.2414 0.040 Uiso 1 1 calc R . . H35B H 1.1076 1.0670 0.2519 0.040 Uiso 1 1 calc R . . H35C H 1.0892 0.8948 0.2077 0.040 Uiso 1 1 calc R . . C36 C 0.99642(8) 0.4056(4) 0.42955(13) 0.0152(5) Uani 1 1 d . . . C37 C 1.01678(9) 0.2935(4) 0.47736(16) 0.0230(6) Uani 1 1 d . . . H37 H 1.0447 0.2434 0.4709 0.028 Uiso 1 1 calc R . . C38 C 0.99557(10) 0.2565(4) 0.53420(16) 0.0233(6) Uani 1 1 d . . . H38 H 1.0096 0.1833 0.5662 0.028 Uiso 1 1 calc R . . C39 C 0.95437(9) 0.3260(4) 0.54407(14) 0.0231(6) Uani 1 1 d . . . H39 H 0.9406 0.2974 0.5826 0.028 Uiso 1 1 calc R . . C40 C 0.93235(8) 0.4383(4) 0.49829(13) 0.0179(5) Uani 1 1 d . . . C41 C 0.95448(8) 0.4762(4) 0.44090(13) 0.0159(5) Uani 1 1 d . . . H41 H 0.9406 0.5513 0.4093 0.019 Uiso 1 1 calc R . . C42 C 0.84547(10) 0.4819(5) 0.43322(16) 0.0305(7) Uani 1 1 d . . . H42A H 0.8148 0.4972 0.4402 0.046 Uiso 1 1 calc R . . H42B H 0.8514 0.3461 0.4189 0.046 Uiso 1 1 calc R . . H42C H 0.8549 0.5771 0.4013 0.046 Uiso 1 1 calc R . . C43 C 0.87516(12) 0.8074(5) 0.5277(2) 0.0466(11) Uani 1 1 d . . . H43A H 0.8939 0.8771 0.4983 0.070 Uiso 1 1 calc R . . H43B H 0.8855 0.8277 0.5705 0.070 Uiso 1 1 calc R . . H43C H 0.8461 0.8598 0.5239 0.070 Uiso 1 1 calc R . . C44 C 0.84859(12) 0.3827(6) 0.57472(18) 0.0417(9) Uani 1 1 d . . . H44A H 0.8609 0.4222 0.6150 0.063 Uiso 1 1 calc R . . H44B H 0.8533 0.2402 0.5680 0.063 Uiso 1 1 calc R . . H44C H 0.8179 0.4100 0.5749 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0138(3) 0.0245(3) 0.0177(4) 0.0013(3) 0.0013(3) -0.0025(3) Si2 0.0146(3) 0.0261(3) 0.0227(4) -0.0061(3) 0.0010(3) 0.0004(3) F1 0.0206(8) 0.0384(9) 0.0287(10) 0.0052(8) 0.0106(7) -0.0032(7) F2 0.0320(9) 0.0280(8) 0.0214(9) -0.0043(7) -0.0006(7) -0.0032(7) F3 0.0345(9) 0.0222(7) 0.0181(9) 0.0010(6) -0.0021(7) 0.0010(7) F4 0.0236(8) 0.0304(8) 0.0358(11) -0.0069(7) 0.0147(8) 0.0000(7) N1 0.0140(10) 0.0211(10) 0.0173(11) 0.0036(9) 0.0026(9) -0.0043(8) N2 0.0128(10) 0.0196(10) 0.0212(12) -0.0027(8) 0.0013(9) 0.0008(8) N3 0.0168(10) 0.0188(9) 0.0181(12) -0.0020(8) 0.0018(9) 0.0011(8) N4 0.0162(10) 0.0172(9) 0.0163(11) 0.0021(8) 0.0021(9) -0.0001(8) B1 0.0180(14) 0.0239(13) 0.0164(15) 0.0005(11) 0.0032(12) -0.0037(11) B2 0.0167(13) 0.0224(13) 0.0199(15) -0.0022(11) 0.0036(12) -0.0004(11) C1 0.0093(10) 0.0173(10) 0.0191(13) -0.0011(9) -0.0008(9) -0.0029(9) C2 0.0123(11) 0.0208(11) 0.0144(13) -0.0001(9) -0.0020(9) -0.0026(10) C3 0.0162(12) 0.0170(11) 0.0251(15) 0.0000(10) -0.0053(11) -0.0003(9) C4 0.0228(14) 0.0203(11) 0.0290(16) 0.0053(11) -0.0075(12) -0.0020(10) C5 0.0222(13) 0.0240(12) 0.0205(14) 0.0058(11) -0.0027(11) -0.0091(11) C6 0.0109(11) 0.0191(11) 0.0190(14) 0.0015(9) 0.0016(9) -0.0021(9) C7 0.0127(12) 0.0162(11) 0.0229(17) 0.0008(9) -0.0024(11) -0.0012(9) C8 0.0174(13) 0.0177(11) 0.0301(16) 0.0022(11) -0.0028(11) 0.0032(9) C9 0.0141(12) 0.0191(11) 0.0281(15) -0.0025(11) 0.0021(11) 0.0010(9) C10 0.0239(14) 0.0218(12) 0.0275(16) -0.0007(11) -0.0048(12) 0.0060(10) C11 0.0376(18) 0.0365(16) 0.0250(18) 0.0106(14) -0.0007(14) -0.0063(15) C12 0.0222(13) 0.0208(12) 0.0265(18) 0.0065(10) -0.0027(12) 0.0001(10) C13 0.0176(13) 0.0284(13) 0.0365(18) -0.0073(13) 0.0057(12) 0.0036(11) C14 0.0121(11) 0.0144(9) 0.0173(13) 0.0012(9) -0.0002(9) 0.0017(8) C15 0.0138(11) 0.0191(11) 0.0159(14) -0.0027(9) -0.0025(10) -0.0011(9) C16 0.0248(14) 0.0265(12) 0.0176(15) -0.0055(11) -0.0016(11) -0.0072(11) C17 0.0164(12) 0.0289(12) 0.0139(13) 0.0003(10) -0.0008(10) 0.0024(10) C18 0.0137(11) 0.0189(10) 0.0160(13) 0.0025(9) 0.0001(9) -0.0008(9) C19 0.0168(12) 0.0155(10) 0.0168(13) -0.0015(9) -0.0029(10) 0.0004(9) C20 0.0264(17) 0.0273(14) 0.074(3) 0.0148(18) -0.0091(17) -0.0079(13) C21 0.0289(17) 0.066(2) 0.036(2) -0.0133(18) 0.0152(15) -0.0125(17) C22 0.0150(13) 0.0521(19) 0.0306(18) 0.0085(15) -0.0051(12) -0.0058(13) C23 0.0104(10) 0.0163(10) 0.0179(12) 0.0018(9) -0.0016(9) 0.0017(9) C24 0.0115(11) 0.0191(11) 0.0204(14) 0.0010(10) -0.0008(10) 0.0019(9) C25 0.0157(12) 0.0200(11) 0.0210(14) 0.0005(10) -0.0051(10) 0.0037(9) C26 0.0217(14) 0.0183(11) 0.0313(16) -0.0070(11) -0.0034(12) 0.0002(10) C27 0.0217(13) 0.0243(12) 0.0248(16) -0.0071(11) 0.0013(12) 0.0009(11) C28 0.0113(11) 0.0182(10) 0.0180(13) 0.0020(9) 0.0004(9) 0.0001(9) C29 0.0133(12) 0.0164(11) 0.0202(17) -0.0022(9) -0.0015(11) -0.0006(9) C30 0.0154(12) 0.0187(11) 0.0268(15) -0.0022(10) -0.0015(11) -0.0024(9) C31 0.0140(12) 0.0184(11) 0.0273(15) 0.0008(10) -0.0007(11) -0.0013(9) C32 0.0224(13) 0.0181(11) 0.0336(17) 0.0034(11) -0.0044(12) -0.0077(10) C33 0.0421(19) 0.0370(16) 0.0221(17) -0.0076(14) 0.0023(14) -0.0002(15) C34 0.0224(14) 0.0213(11) 0.0176(16) -0.0051(10) -0.0039(11) 0.0002(10) C35 0.0202(14) 0.0263(13) 0.0330(17) 0.0052(12) 0.0061(12) -0.0031(11) C36 0.0137(11) 0.0158(10) 0.0162(13) 0.0007(9) -0.0007(9) -0.0014(9) C37 0.0130(12) 0.0246(12) 0.0312(18) 0.0039(12) -0.0030(11) 0.0023(10) C38 0.0227(14) 0.0266(13) 0.0205(16) 0.0080(10) -0.0082(12) -0.0015(10) C39 0.0233(14) 0.0278(13) 0.0181(14) 0.0029(11) -0.0008(11) -0.0069(11) C40 0.0127(11) 0.0223(11) 0.0187(14) -0.0009(10) -0.0023(10) -0.0035(9) C41 0.0116(11) 0.0192(10) 0.0170(13) 0.0005(9) -0.0014(9) 0.0020(9) C42 0.0190(14) 0.0455(17) 0.0268(17) -0.0067(13) -0.0023(12) 0.0025(13) C43 0.0286(17) 0.0354(17) 0.076(3) -0.0206(19) -0.0139(18) 0.0108(15) C44 0.0275(17) 0.065(2) 0.033(2) 0.0022(17) 0.0120(15) 0.0016(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 C22 1.846(3) . ? Si1 C20 1.852(3) . ? Si1 C21 1.854(4) . ? Si1 C18 1.873(3) . ? Si2 C42 1.856(3) . ? Si2 C43 1.863(4) . ? Si2 C44 1.873(4) . ? Si2 C40 1.874(3) . ? F1 B1 1.395(3) . ? F2 B1 1.385(4) . ? F3 B2 1.397(4) . ? F4 B2 1.390(3) . ? N1 C5 1.354(4) . ? N1 C2 1.400(4) . ? N1 B1 1.541(4) . ? N2 C9 1.348(3) . ? N2 C6 1.396(4) . ? N2 B1 1.547(4) . ? N3 C27 1.345(4) . ? N3 C24 1.397(4) . ? N3 B2 1.548(4) . ? N4 C31 1.341(3) . ? N4 C28 1.396(3) . ? N4 B2 1.544(4) . ? C1 C2 1.391(4) . ? C1 C6 1.401(3) . ? C1 C14 1.489(4) . ? C2 C3 1.430(4) . ? C3 C4 1.372(4) . ? C3 C10 1.501(4) . ? C4 C5 1.386(4) . ? C5 C11 1.500(4) . ? C6 C7 1.422(4) . ? C7 C8 1.380(4) . ? C7 C12 1.493(5) . ? C8 C9 1.392(4) . ? C9 C13 1.493(4) . ? C14 C19 1.386(4) . ? C14 C15 1.391(4) . ? C15 C16 1.387(4) . ? C16 C17 1.395(4) . ? C17 C18 1.401(4) . ? C18 C19 1.407(4) . ? C23 C24 1.385(4) . ? C23 C28 1.393(3) . ? C23 C36 1.476(4) . ? C24 C25 1.421(4) . ? C25 C26 1.388(4) . ? C25 C32 1.496(4) . ? C26 C27 1.399(4) . ? C27 C33 1.496(5) . ? C28 C29 1.426(4) . ? C29 C30 1.382(4) . ? C29 C34 1.502(4) . ? C30 C31 1.407(4) . ? C31 C35 1.484(4) . ? C36 C41 1.390(4) . ? C36 C37 1.392(4) . ? C37 C38 1.378(5) . ? C38 C39 1.362(4) . ? C39 C40 1.386(4) . ? C40 C41 1.403(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C22 Si1 C20 110.40(17) . . ? C22 Si1 C21 109.44(18) . . ? C20 Si1 C21 109.82(19) . . ? C22 Si1 C18 107.54(14) . . ? C20 Si1 C18 109.65(13) . . ? C21 Si1 C18 109.96(14) . . ? C42 Si2 C43 110.43(18) . . ? C42 Si2 C44 108.97(17) . . ? C43 Si2 C44 110.7(2) . . ? C42 Si2 C40 107.65(14) . . ? C43 Si2 C40 109.91(14) . . ? C44 Si2 C40 109.12(15) . . ? C5 N1 C2 107.4(2) . . ? C5 N1 B1 126.7(3) . . ? C2 N1 B1 125.8(2) . . ? C9 N2 C6 107.7(2) . . ? C9 N2 B1 126.5(2) . . ? C6 N2 B1 125.8(2) . . ? C27 N3 C24 108.7(2) . . ? C27 N3 B2 126.0(3) . . ? C24 N3 B2 125.1(2) . . ? C31 N4 C28 109.0(2) . . ? C31 N4 B2 125.9(2) . . ? C28 N4 B2 125.0(2) . . ? F2 B1 F1 109.1(2) . . ? F2 B1 N1 109.9(2) . . ? F1 B1 N1 110.1(2) . . ? F2 B1 N2 111.1(2) . . ? F1 B1 N2 110.0(2) . . ? N1 B1 N2 106.6(2) . . ? F4 B2 F3 109.5(3) . . ? F4 B2 N4 109.7(2) . . ? F3 B2 N4 110.4(2) . . ? F4 B2 N3 110.6(2) . . ? F3 B2 N3 109.6(2) . . ? N4 B2 N3 107.0(2) . . ? C2 C1 C6 121.4(2) . . ? C2 C1 C14 118.8(2) . . ? C6 C1 C14 119.7(2) . . ? C1 C2 N1 120.2(2) . . ? C1 C2 C3 131.8(3) . . ? N1 C2 C3 107.9(2) . . ? C4 C3 C2 106.0(2) . . ? C4 C3 C10 125.2(3) . . ? C2 C3 C10 128.8(3) . . ? C3 C4 C5 109.0(2) . . ? N1 C5 C4 109.6(3) . . ? N1 C5 C11 122.2(3) . . ? C4 C5 C11 128.2(3) . . ? N2 C6 C1 120.0(2) . . ? N2 C6 C7 108.3(2) . . ? C1 C6 C7 131.7(3) . . ? C8 C7 C6 105.8(3) . . ? C8 C7 C12 125.7(3) . . ? C6 C7 C12 128.5(2) . . ? C7 C8 C9 108.8(2) . . ? N2 C9 C8 109.4(2) . . ? N2 C9 C13 122.9(3) . . ? C8 C9 C13 127.7(3) . . ? C19 C14 C15 120.2(2) . . ? C19 C14 C1 118.3(2) . . ? C15 C14 C1 121.5(2) . . ? C16 C15 C14 119.0(2) . . ? C15 C16 C17 121.0(3) . . ? C16 C17 C18 120.8(3) . . ? C17 C18 C19 117.2(2) . . ? C17 C18 Si1 123.1(2) . . ? C19 C18 Si1 119.60(19) . . ? C14 C19 C18 121.8(2) . . ? C24 C23 C28 121.3(2) . . ? C24 C23 C36 118.7(2) . . ? C28 C23 C36 120.0(2) . . ? C23 C24 N3 120.6(2) . . ? C23 C24 C25 132.1(3) . . ? N3 C24 C25 107.3(2) . . ? C26 C25 C24 106.8(2) . . ? C26 C25 C32 124.0(2) . . ? C24 C25 C32 129.2(3) . . ? C25 C26 C27 107.9(2) . . ? N3 C27 C26 109.3(3) . . ? N3 C27 C33 123.2(3) . . ? C26 C27 C33 127.5(3) . . ? C23 C28 N4 120.7(2) . . ? C23 C28 C29 131.8(3) . . ? N4 C28 C29 107.4(2) . . ? C30 C29 C28 106.4(3) . . ? C30 C29 C34 125.1(3) . . ? C28 C29 C34 128.5(2) . . ? C29 C30 C31 108.5(2) . . ? N4 C31 C30 108.7(2) . . ? N4 C31 C35 123.1(3) . . ? C30 C31 C35 128.2(2) . . ? C41 C36 C37 118.1(3) . . ? C41 C36 C23 119.4(2) . . ? C37 C36 C23 122.4(2) . . ? C38 C37 C36 120.1(3) . . ? C39 C38 C37 120.8(3) . . ? C38 C39 C40 121.9(3) . . ? C39 C40 C41 116.8(2) . . ? C39 C40 Si2 123.3(2) . . ? C41 C40 Si2 119.94(19) . . ? C36 C41 C40 122.4(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.64 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.220 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.097 _database_code_depnum_ccdc_archive 'CCDC 932791' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_9 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H27 B F2 N2 Si' _chemical_formula_weight 396.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.957(4) _cell_length_b 14.264(7) _cell_length_c 17.227(8) _cell_angle_alpha 81.589(9) _cell_angle_beta 88.643(8) _cell_angle_gamma 87.439(9) _cell_volume 2174.7(18) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 4037 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 22.59 _exptl_crystal_description 'palte like' _exptl_crystal_colour orange _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.134 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.987 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker kappa apex ccd' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24860 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.09 _reflns_number_total 10122 _reflns_number_gt 5704 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Kappa Apex ccd' _computing_cell_refinement 'bruker saint' _computing_data_reduction 'bruker saint' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-III _computing_publication_material WinGXv1.80.05 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1101P)^2^+0.3296P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10122 _refine_ls_number_parameters 519 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1493 _refine_ls_R_factor_gt 0.0870 _refine_ls_wR_factor_ref 0.2428 _refine_ls_wR_factor_gt 0.2063 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.07370(10) 0.25751(7) 0.28664(6) 0.0503(3) Uani 1 1 d . . . Si2 Si 0.01432(12) 0.26397(9) 0.65592(6) 0.0637(3) Uani 1 1 d . . . F1 F 0.5190(3) 0.2216(2) 0.50333(13) 0.1002(9) Uani 1 1 d . . . F2 F 0.7533(3) 0.23422(18) 0.45230(16) 0.0888(8) Uani 1 1 d . . . F3 F -0.1843(3) 0.20700(16) 1.03771(11) 0.0696(6) Uani 1 1 d . . . F4 F -0.3364(2) 0.23973(17) 0.93358(14) 0.0735(7) Uani 1 1 d . . . N1 N 0.5763(3) 0.1525(2) 0.38752(15) 0.0496(7) Uani 1 1 d . . . N2 N 0.5570(3) 0.3268(2) 0.38251(16) 0.0489(7) Uani 1 1 d . . . N3 N -0.1164(3) 0.1407(2) 0.92038(16) 0.0501(7) Uani 1 1 d . . . N4 N -0.1000(3) 0.3136(2) 0.92550(15) 0.0459(7) Uani 1 1 d . . . B1 B 0.6037(5) 0.2338(3) 0.4347(2) 0.0598(11) Uani 1 1 d . . . B2 B -0.1892(4) 0.2247(3) 0.9558(2) 0.0497(9) Uani 1 1 d . . . C1 C 0.3668(3) 0.2607(2) 0.20452(18) 0.0400(7) Uani 1 1 d . . . C2 C 0.2105(3) 0.2631(2) 0.20045(18) 0.0404(7) Uani 1 1 d . . . C3 C 0.1517(4) 0.2701(2) 0.1246(2) 0.0504(8) Uani 1 1 d . . . H3 H 0.0485 0.2720 0.1193 0.061 Uiso 1 1 calc R . . C4 C 0.2402(4) 0.2743(3) 0.0578(2) 0.0623(10) Uani 1 1 d . . . H4 H 0.1966 0.2794 0.0088 0.075 Uiso 1 1 calc R . . C5 C 0.3933(4) 0.2709(3) 0.0639(2) 0.0671(11) Uani 1 1 d . . . H5 H 0.4539 0.2730 0.0191 0.081 Uiso 1 1 calc R . . C6 C 0.4558(4) 0.2642(3) 0.1369(2) 0.0555(9) Uani 1 1 d . . . H6 H 0.5593 0.2621 0.1410 0.067 Uiso 1 1 calc R . . C7 C 0.1071(6) 0.1510(4) 0.3594(3) 0.119(2) Uani 1 1 d . . . H7A H 0.2033 0.1535 0.3823 0.179 Uiso 1 1 calc R . . H7B H 0.1046 0.0955 0.3341 0.179 Uiso 1 1 calc R . . H7C H 0.0310 0.1486 0.3997 0.179 Uiso 1 1 calc R . . C8 C 0.0792(6) 0.3670(4) 0.3332(3) 0.0958(16) Uani 1 1 d . . . H8A H -0.0110 0.3740 0.3634 0.144 Uiso 1 1 calc R . . H8B H 0.0876 0.4210 0.2932 0.144 Uiso 1 1 calc R . . H8C H 0.1637 0.3624 0.3669 0.144 Uiso 1 1 calc R . . C9 C -0.1195(4) 0.2550(4) 0.2480(3) 0.0857(14) Uani 1 1 d . . . H9A H -0.1283 0.1988 0.2242 0.129 Uiso 1 1 calc R . . H9B H -0.1383 0.3100 0.2097 0.129 Uiso 1 1 calc R . . H9C H -0.1910 0.2549 0.2905 0.129 Uiso 1 1 calc R . . C10 C 0.4475(3) 0.2518(2) 0.28112(18) 0.0406(7) Uani 1 1 d . . . C11 C 0.4953(3) 0.1621(2) 0.31757(19) 0.0452(8) Uani 1 1 d . . . C12 C 0.4840(4) 0.0702(3) 0.2960(2) 0.0559(9) Uani 1 1 d . . . C13 C 0.5601(4) 0.0088(3) 0.3525(3) 0.0672(11) Uani 1 1 d . . . H13 H 0.5721 -0.0564 0.3537 0.081 Uiso 1 1 calc R . . C14 C 0.6157(4) 0.0599(3) 0.4070(2) 0.0618(10) Uani 1 1 d . . . C15 C 0.7076(5) 0.0228(4) 0.4774(3) 0.0890(15) Uani 1 1 d . . . H15A H 0.8110 0.0345 0.4656 0.134 Uiso 1 1 calc R . . H15B H 0.6957 -0.0442 0.4909 0.134 Uiso 1 1 calc R . . H15C H 0.6750 0.0543 0.5208 0.134 Uiso 1 1 calc R . . C16 C 0.4073(5) 0.0410(3) 0.2269(3) 0.0785(13) Uani 1 1 d . . . H16A H 0.4056 -0.0269 0.2329 0.118 Uiso 1 1 calc R . . H16B H 0.4607 0.0639 0.1795 0.118 Uiso 1 1 calc R . . H16C H 0.3068 0.0674 0.2244 0.118 Uiso 1 1 calc R . . C17 C 0.4819(3) 0.3346(2) 0.31143(18) 0.0447(8) Uani 1 1 d . . . C18 C 0.4594(4) 0.4322(2) 0.2822(2) 0.0519(8) Uani 1 1 d . . . C19 C 0.5209(4) 0.4809(3) 0.3365(3) 0.0650(10) Uani 1 1 d . . . H19 H 0.5225 0.5465 0.3332 0.078 Uiso 1 1 calc R . . C20 C 0.5799(4) 0.4154(3) 0.3967(2) 0.0628(10) Uani 1 1 d . . . C21 C 0.6609(5) 0.4346(4) 0.4684(3) 0.0950(16) Uani 1 1 d . . . H21A H 0.6123 0.4036 0.5148 0.142 Uiso 1 1 calc R . . H21B H 0.6593 0.5017 0.4697 0.142 Uiso 1 1 calc R . . H21C H 0.7626 0.4107 0.4662 0.142 Uiso 1 1 calc R . . C22 C 0.3897(5) 0.4777(3) 0.2076(2) 0.0683(11) Uani 1 1 d . . . H22A H 0.3930 0.5453 0.2038 0.102 Uiso 1 1 calc R . . H22B H 0.2876 0.4600 0.2069 0.102 Uiso 1 1 calc R . . H22C H 0.4436 0.4569 0.1639 0.102 Uiso 1 1 calc R . . C23 C 0.2122(3) 0.2354(2) 0.79383(18) 0.0423(7) Uani 1 1 d . . . C24 C 0.3542(4) 0.2249(2) 0.8265(2) 0.0500(8) Uani 1 1 d . . . H24 H 0.3631 0.2160 0.8808 0.060 Uiso 1 1 calc R . . C25 C 0.4814(4) 0.2276(3) 0.7797(2) 0.0558(9) Uani 1 1 d . . . H25 H 0.5753 0.2209 0.8023 0.067 Uiso 1 1 calc R . . C26 C 0.4685(4) 0.2402(3) 0.6992(2) 0.0553(9) Uani 1 1 d . . . H26 H 0.5536 0.2417 0.6671 0.066 Uiso 1 1 calc R . . C27 C 0.3285(4) 0.2506(2) 0.66662(19) 0.0508(8) Uani 1 1 d . . . H27 H 0.3217 0.2591 0.6122 0.061 Uiso 1 1 calc R . . C28 C 0.1964(4) 0.2490(2) 0.71146(18) 0.0440(7) Uani 1 1 d . . . C29 C 0.0552(7) 0.3199(9) 0.5559(4) 0.255(7) Uani 1 1 d . . . H29A H 0.1077 0.2749 0.5277 0.382 Uiso 1 1 calc R . . H29B H 0.1160 0.3733 0.5573 0.382 Uiso 1 1 calc R . . H29C H -0.0367 0.3408 0.5300 0.382 Uiso 1 1 calc R . . C30 C -0.0707(9) 0.1498(5) 0.6547(6) 0.196(4) Uani 1 1 d . . . H30A H -0.1562 0.1588 0.6214 0.294 Uiso 1 1 calc R . . H30B H -0.1014 0.1242 0.7070 0.294 Uiso 1 1 calc R . . H30C H 0.0008 0.1066 0.6350 0.294 Uiso 1 1 calc R . . C31 C -0.1266(6) 0.3405(5) 0.6973(4) 0.126(2) Uani 1 1 d . . . H31A H -0.0837 0.3994 0.7035 0.189 Uiso 1 1 calc R . . H31B H -0.1604 0.3096 0.7474 0.189 Uiso 1 1 calc R . . H31C H -0.2098 0.3528 0.6625 0.189 Uiso 1 1 calc R . . C32 C 0.0803(3) 0.2313(2) 0.84842(17) 0.0417(7) Uani 1 1 d . . . C33 C 0.0134(4) 0.1449(2) 0.87222(19) 0.0497(8) Uani 1 1 d . . . C34 C 0.0478(4) 0.0509(3) 0.8550(2) 0.0590(9) Uani 1 1 d . . . C35 C -0.0599(5) -0.0049(3) 0.8932(2) 0.0708(11) Uani 1 1 d . . . H35 H -0.0656 -0.0699 0.8930 0.085 Uiso 1 1 calc R . . C36 C -0.1594(4) 0.0505(3) 0.9322(2) 0.0607(10) Uani 1 1 d . . . C37 C 0.1758(5) 0.0167(3) 0.8080(3) 0.0796(13) Uani 1 1 d . . . H37A H 0.1873 -0.0511 0.8198 0.119 Uiso 1 1 calc R . . H37B H 0.2657 0.0447 0.8210 0.119 Uiso 1 1 calc R . . H37C H 0.1568 0.0345 0.7531 0.119 Uiso 1 1 calc R . . C38 C -0.2957(5) 0.0195(3) 0.9788(3) 0.0833(13) Uani 1 1 d . . . H38A H -0.2895 0.0358 1.0307 0.125 Uiso 1 1 calc R . . H38B H -0.3025 -0.0479 0.9820 0.125 Uiso 1 1 calc R . . H38C H -0.3828 0.0507 0.9537 0.125 Uiso 1 1 calc R . . C39 C 0.0265(3) 0.3150(2) 0.87505(17) 0.0424(7) Uani 1 1 d . . . C40 C 0.0744(4) 0.4094(2) 0.8602(2) 0.0503(8) Uani 1 1 d . . . C41 C -0.0231(4) 0.4622(3) 0.9017(2) 0.0589(9) Uani 1 1 d . . . H41 H -0.0189 0.5268 0.9034 0.071 Uiso 1 1 calc R . . C42 C -0.1292(4) 0.4024(3) 0.9405(2) 0.0522(9) Uani 1 1 d . . . C43 C -0.2563(5) 0.4279(3) 0.9925(3) 0.0747(12) Uani 1 1 d . . . H43A H -0.3490 0.4140 0.9706 0.112 Uiso 1 1 calc R . . H43B H -0.2558 0.4943 0.9966 0.112 Uiso 1 1 calc R . . H43C H -0.2456 0.3916 1.0438 0.112 Uiso 1 1 calc R . . C44 C 0.2038(5) 0.4490(3) 0.8109(2) 0.0686(11) Uani 1 1 d . . . H44A H 0.2059 0.5160 0.8118 0.103 Uiso 1 1 calc R . . H44B H 0.1928 0.4374 0.7578 0.103 Uiso 1 1 calc R . . H44C H 0.2954 0.4188 0.8314 0.103 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0392(5) 0.0634(6) 0.0477(6) -0.0070(4) 0.0060(4) -0.0007(4) Si2 0.0489(6) 0.0960(9) 0.0487(6) -0.0168(5) -0.0122(5) -0.0014(5) F1 0.132(2) 0.123(2) 0.0431(13) -0.0102(13) 0.0279(15) 0.0052(18) F2 0.0662(15) 0.1072(19) 0.0955(18) -0.0188(15) -0.0461(14) 0.0069(13) F3 0.0848(16) 0.0897(15) 0.0353(11) -0.0106(10) 0.0067(10) -0.0149(12) F4 0.0365(11) 0.1109(18) 0.0782(16) -0.0303(13) -0.0001(10) -0.0031(11) N1 0.0399(15) 0.0677(19) 0.0388(15) -0.0007(13) -0.0009(12) 0.0020(13) N2 0.0375(15) 0.0688(19) 0.0436(16) -0.0185(13) -0.0039(12) -0.0013(13) N3 0.0443(16) 0.0635(18) 0.0442(16) -0.0110(13) 0.0033(13) -0.0125(13) N4 0.0395(15) 0.0635(18) 0.0355(14) -0.0115(12) 0.0027(12) 0.0016(12) B1 0.053(3) 0.086(3) 0.040(2) -0.012(2) -0.0041(19) 0.003(2) B2 0.040(2) 0.074(3) 0.037(2) -0.0104(18) 0.0002(16) -0.0080(18) C1 0.0354(16) 0.0483(18) 0.0368(16) -0.0072(13) 0.0002(13) -0.0029(13) C2 0.0401(17) 0.0435(17) 0.0382(17) -0.0077(13) -0.0054(13) -0.0005(13) C3 0.0381(18) 0.063(2) 0.052(2) -0.0150(16) -0.0075(15) 0.0007(15) C4 0.067(3) 0.083(3) 0.039(2) -0.0118(18) -0.0088(18) -0.004(2) C5 0.061(3) 0.106(3) 0.035(2) -0.0170(19) 0.0085(17) -0.007(2) C6 0.0373(19) 0.086(3) 0.046(2) -0.0168(18) 0.0056(15) -0.0064(17) C7 0.093(4) 0.131(5) 0.107(4) 0.052(3) 0.044(3) 0.034(3) C8 0.088(4) 0.120(4) 0.091(4) -0.053(3) 0.030(3) -0.022(3) C9 0.047(2) 0.126(4) 0.089(3) -0.028(3) 0.009(2) -0.012(2) C10 0.0289(15) 0.0557(19) 0.0377(17) -0.0091(14) 0.0021(13) -0.0018(13) C11 0.0314(16) 0.058(2) 0.0459(19) -0.0071(15) 0.0005(14) 0.0003(14) C12 0.045(2) 0.059(2) 0.063(2) -0.0110(18) 0.0036(17) 0.0031(16) C13 0.062(2) 0.058(2) 0.080(3) -0.006(2) 0.001(2) 0.0083(19) C14 0.057(2) 0.065(2) 0.057(2) 0.0064(19) 0.0077(19) 0.0101(18) C15 0.083(3) 0.101(3) 0.073(3) 0.018(3) -0.013(3) 0.015(3) C16 0.078(3) 0.069(3) 0.096(3) -0.037(2) -0.018(3) 0.003(2) C17 0.0334(17) 0.061(2) 0.0401(18) -0.0115(15) -0.0011(13) 0.0004(14) C18 0.0398(19) 0.058(2) 0.058(2) -0.0099(17) 0.0021(16) -0.0031(15) C19 0.057(2) 0.059(2) 0.084(3) -0.023(2) 0.001(2) -0.0054(18) C20 0.051(2) 0.083(3) 0.060(2) -0.029(2) -0.0026(18) -0.0007(19) C21 0.085(3) 0.115(4) 0.099(4) -0.061(3) -0.035(3) 0.010(3) C22 0.065(3) 0.066(2) 0.072(3) 0.000(2) -0.009(2) -0.0044(19) C23 0.0418(18) 0.0473(18) 0.0393(17) -0.0114(13) -0.0007(14) -0.0031(13) C24 0.0445(19) 0.067(2) 0.0394(18) -0.0109(15) -0.0039(15) 0.0014(16) C25 0.0357(19) 0.071(2) 0.064(2) -0.0195(18) -0.0056(17) -0.0005(16) C26 0.044(2) 0.068(2) 0.056(2) -0.0178(18) 0.0092(17) -0.0023(16) C27 0.055(2) 0.064(2) 0.0354(17) -0.0136(15) 0.0071(15) -0.0050(16) C28 0.0397(17) 0.0543(19) 0.0399(18) -0.0134(14) -0.0001(14) -0.0031(14) C29 0.082(5) 0.57(2) 0.071(4) 0.081(7) -0.017(4) -0.021(8) C30 0.166(7) 0.132(6) 0.312(12) -0.079(7) -0.156(8) -0.003(5) C31 0.089(4) 0.165(6) 0.133(5) -0.061(4) -0.053(4) 0.043(4) C32 0.0380(17) 0.058(2) 0.0306(16) -0.0103(14) -0.0041(13) -0.0015(14) C33 0.0431(19) 0.064(2) 0.0434(19) -0.0128(16) 0.0030(15) -0.0053(16) C34 0.060(2) 0.061(2) 0.059(2) -0.0173(18) 0.0023(19) -0.0054(18) C35 0.081(3) 0.062(2) 0.073(3) -0.018(2) 0.007(2) -0.019(2) C36 0.061(2) 0.072(3) 0.052(2) -0.0136(18) 0.0005(18) -0.0217(19) C37 0.086(3) 0.065(3) 0.091(3) -0.030(2) 0.022(3) -0.002(2) C38 0.072(3) 0.100(3) 0.081(3) -0.017(3) 0.019(2) -0.039(2) C39 0.0392(17) 0.057(2) 0.0316(16) -0.0071(13) -0.0016(13) 0.0000(14) C40 0.050(2) 0.056(2) 0.0451(19) -0.0075(15) -0.0002(16) 0.0007(16) C41 0.064(2) 0.052(2) 0.062(2) -0.0128(17) 0.0038(19) 0.0002(17) C42 0.047(2) 0.063(2) 0.048(2) -0.0151(16) 0.0010(16) 0.0109(16) C43 0.063(3) 0.091(3) 0.072(3) -0.025(2) 0.015(2) 0.013(2) C44 0.068(3) 0.063(2) 0.076(3) -0.013(2) 0.020(2) -0.0130(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 C7 1.841(5) . ? Si1 C8 1.859(5) . ? Si1 C9 1.872(4) . ? Si1 C2 1.897(3) . ? Si2 C29 1.826(6) . ? Si2 C30 1.831(7) . ? Si2 C31 1.832(5) . ? Si2 C28 1.898(3) . ? F1 B1 1.384(5) . ? F2 B1 1.381(5) . ? F3 B2 1.397(4) . ? F4 B2 1.381(4) . ? N1 C14 1.348(4) . ? N1 C11 1.408(4) . ? N1 B1 1.541(5) . ? N2 C20 1.348(5) . ? N2 C17 1.399(4) . ? N2 B1 1.536(5) . ? N3 C36 1.345(5) . ? N3 C33 1.410(4) . ? N3 B2 1.536(5) . ? N4 C42 1.343(4) . ? N4 C39 1.410(4) . ? N4 B2 1.548(5) . ? C1 C6 1.392(4) . ? C1 C2 1.403(4) . ? C1 C10 1.506(4) . ? C2 C3 1.409(4) . ? C3 C4 1.377(5) . ? C4 C5 1.376(5) . ? C5 C6 1.378(5) . ? C10 C11 1.393(4) . ? C10 C17 1.408(4) . ? C11 C12 1.423(5) . ? C12 C13 1.380(5) . ? C12 C16 1.507(5) . ? C13 C14 1.383(6) . ? C14 C15 1.501(5) . ? C17 C18 1.416(5) . ? C18 C19 1.382(5) . ? C18 C22 1.491(5) . ? C19 C20 1.388(6) . ? C20 C21 1.511(5) . ? C23 C24 1.396(4) . ? C23 C28 1.413(4) . ? C23 C32 1.490(4) . ? C24 C25 1.379(5) . ? C25 C26 1.379(5) . ? C26 C27 1.379(5) . ? C27 C28 1.397(5) . ? C32 C33 1.398(5) . ? C32 C39 1.402(4) . ? C33 C34 1.434(5) . ? C34 C35 1.373(5) . ? C34 C37 1.492(5) . ? C35 C36 1.391(6) . ? C36 C38 1.493(5) . ? C39 C40 1.416(5) . ? C40 C41 1.382(5) . ? C40 C44 1.502(5) . ? C41 C42 1.397(5) . ? C42 C43 1.496(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 Si1 C8 110.9(3) . . ? C7 Si1 C9 108.5(3) . . ? C8 Si1 C9 106.4(2) . . ? C7 Si1 C2 112.34(19) . . ? C8 Si1 C2 110.37(18) . . ? C9 Si1 C2 108.08(18) . . ? C29 Si2 C30 110.2(5) . . ? C29 Si2 C31 107.0(4) . . ? C30 Si2 C31 106.7(4) . . ? C29 Si2 C28 107.8(2) . . ? C30 Si2 C28 111.4(2) . . ? C31 Si2 C28 113.6(2) . . ? C14 N1 C11 107.5(3) . . ? C14 N1 B1 127.4(3) . . ? C11 N1 B1 125.0(3) . . ? C20 N2 C17 107.5(3) . . ? C20 N2 B1 126.6(3) . . ? C17 N2 B1 126.0(3) . . ? C36 N3 C33 108.1(3) . . ? C36 N3 B2 126.8(3) . . ? C33 N3 B2 125.1(3) . . ? C42 N4 C39 107.9(3) . . ? C42 N4 B2 127.0(3) . . ? C39 N4 B2 125.1(3) . . ? F2 B1 F1 109.7(3) . . ? F2 B1 N2 109.8(3) . . ? F1 B1 N2 111.0(3) . . ? F2 B1 N1 110.1(3) . . ? F1 B1 N1 109.3(4) . . ? N2 B1 N1 107.0(3) . . ? F4 B2 F3 108.9(3) . . ? F4 B2 N3 110.5(3) . . ? F3 B2 N3 110.2(3) . . ? F4 B2 N4 109.9(3) . . ? F3 B2 N4 109.5(3) . . ? N3 B2 N4 107.8(3) . . ? C6 C1 C2 120.9(3) . . ? C6 C1 C10 116.5(3) . . ? C2 C1 C10 122.6(3) . . ? C1 C2 C3 115.8(3) . . ? C1 C2 Si1 126.2(2) . . ? C3 C2 Si1 117.9(2) . . ? C4 C3 C2 123.0(3) . . ? C5 C4 C3 119.7(3) . . ? C4 C5 C6 119.4(3) . . ? C5 C6 C1 121.2(3) . . ? C11 C10 C17 121.5(3) . . ? C11 C10 C1 119.2(3) . . ? C17 C10 C1 119.2(3) . . ? C10 C11 N1 120.1(3) . . ? C10 C11 C12 131.9(3) . . ? N1 C11 C12 107.9(3) . . ? C13 C12 C11 105.8(3) . . ? C13 C12 C16 124.9(4) . . ? C11 C12 C16 129.4(3) . . ? C12 C13 C14 109.2(3) . . ? N1 C14 C13 109.5(3) . . ? N1 C14 C15 122.8(4) . . ? C13 C14 C15 127.7(4) . . ? N2 C17 C10 119.4(3) . . ? N2 C17 C18 108.3(3) . . ? C10 C17 C18 132.3(3) . . ? C19 C18 C17 106.1(3) . . ? C19 C18 C22 124.7(3) . . ? C17 C18 C22 129.2(3) . . ? C18 C19 C20 108.5(3) . . ? N2 C20 C19 109.7(3) . . ? N2 C20 C21 122.3(4) . . ? C19 C20 C21 128.0(4) . . ? C24 C23 C28 120.3(3) . . ? C24 C23 C32 117.8(3) . . ? C28 C23 C32 121.9(3) . . ? C25 C24 C23 121.1(3) . . ? C26 C25 C24 119.6(3) . . ? C25 C26 C27 119.5(3) . . ? C26 C27 C28 123.1(3) . . ? C27 C28 C23 116.4(3) . . ? C27 C28 Si2 116.9(2) . . ? C23 C28 Si2 126.6(2) . . ? C33 C32 C39 121.5(3) . . ? C33 C32 C23 119.7(3) . . ? C39 C32 C23 118.8(3) . . ? C32 C33 N3 120.4(3) . . ? C32 C33 C34 132.2(3) . . ? N3 C33 C34 107.4(3) . . ? C35 C34 C33 105.9(3) . . ? C35 C34 C37 125.4(4) . . ? C33 C34 C37 128.7(3) . . ? C34 C35 C36 109.5(4) . . ? N3 C36 C35 109.2(3) . . ? N3 C36 C38 123.3(4) . . ? C35 C36 C38 127.5(4) . . ? C32 C39 N4 120.0(3) . . ? C32 C39 C40 132.0(3) . . ? N4 C39 C40 108.0(3) . . ? C41 C40 C39 106.1(3) . . ? C41 C40 C44 124.5(3) . . ? C39 C40 C44 129.4(3) . . ? C40 C41 C42 108.8(3) . . ? N4 C42 C41 109.3(3) . . ? N4 C42 C43 122.8(3) . . ? C41 C42 C43 128.0(3) . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.395 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.086 #===END _database_code_depnum_ccdc_archive 'CCDC 932792'