Push–Pull Ethylenes: The Structures of 3-(2- Imidazolidinylidene)-2,4-pentanedione (I), $C_8H_{12}N_2O_2$, and 3-(1,3-Dimethyl-2- imidazolidinylidene)-2,4-pentanedione Trihydrate (II), $C_{10}H_{16}N_2O_2.3H_2O$

Adhikesavalu, D and Venkatesan, K (1983) Push–Pull Ethylenes: The Structures of 3-(2- Imidazolidinylidene)-2,4-pentanedione (I), $C_8H_{12}N_2O_2$, and 3-(1,3-Dimethyl-2- imidazolidinylidene)-2,4-pentanedione Trihydrate (II), $C_{10}H_{16}N_2O_2.3H_2O$. In: Acta Crystallographica, Section C: Crystal Structure Communications, 39 (8). pp. 1044-1048.

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Abstract

(I): $M_r$= 168, triclinic, $P^-_1$, Z=2, a=5.596 (2), b = 6.938 (3), c = 10.852 (4)\AA, \alpha= 75.64 (3), \beta= 93.44 (3), \gamma= 95.47 $(3)^o$, V=406.0 $\AA^3$, $D_m$= 1.35 (by flotation using carbon tetrachloride and n-hexane), $D_x$= 1.374 $Mg m^{-3}$, \mu(Mo K\alpha, \lambda = 0.7107 \AA) = 1.08 $cm^{-l}$, F(000) = 180, T= 293 K. (II): $M_r$= 250, triclinic, $P^-_1$, Z= 2, a = 7.731(2), b=8.580(2), c=11.033(3)\AA, \alpha= 97.66 (2), \beta= 98.86 (2), \gamma= 101.78 $(2)^o$, V= 697.5 $\AA^3$, $D_m$ = 1.18 (by flotation using KI solution), $D_x$= 1.190Mg $m^{-3}$, \mu(Mo K\alpha, \gamma=0.7107 \AA)= 1.02 $cm^{-1}$, F(000) = 272, T= 293 K. Both structures were solved by direct methods and refined to R = 4.4\% for 901 reflexions for (I) and 5.7\% for 2001 reflexions for (II). The C=C bond distances are 1.451 (3) \AA in (I) and 1.468 (3)\AA in (II), quite significantly longer than the C=C bond in ethylene [1.336 (2)\AA; Bartell, Roth, Hollowell, Kuchitsu & Young (1965). J. Chem. Phys. 42, 2683-2686]. The twist angle about the C=C bond in (II) is 72.9 $(5)^o$ but molecule (I) is essentially planar, the twist angle being only 4.9 $(5)^o$.

Item Type:	Journal Article
Publication:	Acta Crystallographica, Section C: Crystal Structure Communications
Publisher:	International Union of Crystallography
Additional Information:	Copyright of this article belongs to International Union of Crystallography.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	22 Jul 2008
Last Modified:	29 Feb 2012 06:48
URI:	http://eprints.iisc.ac.in/id/eprint/15141

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