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.