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Dimorphic Forms in a Non-Centrosymmetric Environment from a Prochiral Molecule: Cooperative Interplay of Strong Hydrogen Bonds and Weak Intermolecular Interactions

Chopra, Deepak and Row, Guru TN (2005) Dimorphic Forms in a Non-Centrosymmetric Environment from a Prochiral Molecule: Cooperative Interplay of Strong Hydrogen Bonds and Weak Intermolecular Interactions. In: Crystal Growth and Design, 5 (5). pp. 1679-1681.

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Abstract

4-Fluoro-N-(2-fluorophenyl) benzamide, a prochiral molecule, exhibits dimorphic behavior. This feature has been analyzed in terms of morphology, X-ray single-crystal structure analysis, differential thermal analysis, and measurement of second harmonic generation (SHG) in both forms, which crystallize in noncentric space groups. The dimorphs have different morphologies, a major form as needles and a minor form as thin plates, occurring concomitantly in the same crystallization setup. The plates crystallize in the monoclinic space group $P2_1$, while the needles are in the orthorhombic space group $Pca2_1$. Strong N-H \cdot\cdot\cdot O hydrogen bonds and weak but highly directional C-H \cdot\cdot\cdot F interactions acting cooperatively are responsible for the observed symmetry steering the molecules to pack in noncentric environments.

Item Type: Journal Article
Publication: Crystal Growth and Design
Publisher: American Chemical Society
Additional Information: The copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 20 Oct 2005
Last Modified: 27 Aug 2008 11:30
URI: http://eprints.iisc.ac.in/id/eprint/3792

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