Solvatomorphism in 3-Fluorobenzoylaminophenyl 3-Fluorobenzoate: A Subtle Interplay of Strong Hydrogen Bonds and Weak Intermolecular Interactions Involving Disordered Fluorine

Chopra, Deepak and Row, Guru Tayur N (2006) Solvatomorphism in 3-Fluorobenzoylaminophenyl 3-Fluorobenzoate: A Subtle Interplay of Strong Hydrogen Bonds and Weak Intermolecular Interactions Involving Disordered Fluorine. In: Crystal Growth & Design, 6 (6). pp. 1267-1270.

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Abstract

3-Fluorobenzoylaminophenyl 3-fluorobenzoate crystallizes in dimorphic forms, generated by a delicate balance of strong and weak intermolecular forces, one form containing a trapped cyclohexane molecule in the crystalline lattice. Both forms crystallize as triclinic systems with centrosymmetric space group P (1) over bar. The supramolecular features in both forms is guided by control of strong N-H center dot center dot center dot O hydrogen bonds, weak but directional C-H center dot center dot center dot O and C-H center dot center dot center dot F interactions involving disordered fluorine, and isotropic C-H center dot center dot center dot pi and aromatic pi center dot center dot center dot pi stacking interactions that differentiate the packing in the two forms. The extent of disorder associated with organic fluorine is different in both forms.

Item Type:	Journal Article
Publication:	Crystal Growth & Design
Publisher:	American Chemical Society
Additional Information:	Copyright of this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	09 Apr 2009 07:10
Last Modified:	19 Sep 2010 05:02
URI:	http://eprints.iisc.ac.in/id/eprint/18474

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