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C–H···O and C–H···X (X = Cl/Br) hydrogen bond tuned supramolecular assembly: a combined X-ray powder diffraction and Hirshfeld surface analysis

Published online by Cambridge University Press:  11 March 2014

Dipak K. Hazra ,
Soumen Ghosh ,
Paramita Chatterjee ,
Somnath Ghosh ,
Monika Mukherjee  and
Alok K. Mukherjee
Dipak K. Hazra
Affiliation:
Department of Solid State Physics, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India
Soumen Ghosh
Affiliation:
Department of Physics, Jadavpur University, Jadavpur, Kolkata 700032, India Department of Physics, Gour Mahavidyalaya, Mangalbari, Malda, India
Paramita Chatterjee
Affiliation:
Department of Physics, Jadavpur University, Jadavpur, Kolkata 700032, India Department of Physics, Lady Brabourne College, Kolkata 700017, India
Somnath Ghosh
Affiliation:
Department of Chemistry, Jadavpur University, Jadavpur, Kolkata 700032, India
Monika Mukherjee
Affiliation:
Department of Solid State Physics, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India
Alok K. Mukherjee*
Affiliation:
Department of Physics, Jadavpur University, Jadavpur, Kolkata 700032, India
*
a)Author to whom correspondence should be addressed. Electronic mail: [email protected]
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Abstract

Crystal structures of N-(2-chlorophenyl) acetamide (1) and phenyl (2-bromomethyl) benzoate (2) have been determined from laboratory X-ray powder diffraction data. In addition to intermolecular N–H···O and C–H···O hydrogen bonds, the crystal packing in (1) and (2) exhibits weak C–H···Cl/Br interactions, which facilitate formation of three-dimensional architectures. Hirshfeld surface analysis of compounds (1), (2), and a few related chloro- and bromo-phenyl derivatives retrieved from the CSD indicates that 83–97% of Hirshfeld surface areas in this class of compounds are due to H···H, H···π, H···O, and H···Cl/Br contacts.

Keywords

X-ray powder diffractionAb initio structure solutionHirshfeld surfaceC–H···Cl/Br interactions
Type
Technical Articles
Information
Powder Diffraction , Volume 29 , Issue 3 , September 2014 , pp. 280 - 288
Copyright
Copyright © International Centre for Diffraction Data 2014 

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