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Observation of 3D isostructurality in halogen substituted N-benzoylN-phenylbenzamides

Shukla, Rahul and Nayak, Susanta K and Chopra, Deepak and Reddy, M Kishore and Row, T N Guru (2018) Observation of 3D isostructurality in halogen substituted N-benzoylN-phenylbenzamides. In: JOURNAL OF MOLECULAR STRUCTURE, 1164 . pp. 280-288.

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Official URL: http://dx.doi.org/10.1016/j.molstruc.2018.03.029

Abstract

The occurrence of 3D isostructurality in six halogen substituted N-benzoyl-N-phenylbenzamides has been reported and this feature has been quantitatively analyzed in this study. 4-fluoro-N-(4-fluorobenzoyl) N-(fluorphenyl)benzamide (1) was observed to be isostructural with 2-fluoro-N-(2fluorobenzoyl) N-(4-fluorophenyl)benzamide (7), N-(4-bromophenyI)-2-fluoro-N-(2-fluorobenzoyl) benzamide (8) and 2-fluoro-N-(2-fluorobenzoyl) N-(4-iodophenyl)benzamide (9). Similarly, N-(4chlorophenyl)-4-fluoro-N-(4-fluorobenzoyl)benzamide (2) and N-(4-bromophenyl)-4-fluoro-N-(4fluorobenzoyl)benzamide (3) was observed to be isostructural with each other. It was clearly evident from the analysis of structural similarity that 3D supramolecular construct present in 2/3 Set 2] were more identical as compared to those observed in 1/7/8/9 Set 1]. The molecular packing in both sets of isostructural molecules was observed to be governed by the presence of several C-H center dot center dot center dot O=C interactions. In addition to that, C-H center dot center dot center dot F-C and C-H center dot center dot center dot pi interactions also played an important role in the stabilization. However, 2D Fingerprint analysis revealed that the contribution of C-H center dot center dot center dot F-C interaction in a given structure was also dependent on the contribution of other hydrogens bonds involving halogens. (C) 2018 Elsevier B.V. All rights reserved.

Item Type: Journal Article
Additional Information: Copy right for this article belong to ELSEVIER SCIENCE BV, PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Id for Latest eprints
Date Deposited: 23 May 2018 14:55
Last Modified: 23 May 2018 14:55
URI: http://eprints.iisc.ac.in/id/eprint/59909

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