The crystal structures and Hirshfeld surface analysis of the 2-iodophenyl- and 4,5-difluoro-2-iodophenyl derivatives of benzenesulfonamide.

Two new benzene-sulfonyl derivatives, N-(2-iodo-phen-yl)benzene-sulfonamide, C12H10INO2, (I), and N-(4,5-di-fluoro-2-iodo-phen-yl)benzene-sulfonamide, C12H8F2INO2S, (II) were synthesized and structurally characterized. In both mol-ecular structures, the conformation of the N-C bond in the -SO2-NH-C segment is gauche relative to the S=O bond. For (I), the crystal packing is dominated by N-H⋯O hydrogen-bonding inter-actions that link the mol-ecules into chains extending parallel to [010]. In the case of (II), the mol-ecules are linked by N-H⋯O(S) hydrogen bonds into dimers that are located on centers of inversion. These findings are consistent with the results of Hirshfeld surface analyses.