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

摘要

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.