Crystal structure and Hirshfeld surface analysis of (E)-4-chloro-N-{2-[2-(4-nitrobenzylidene)hydrazin-1-yl]-2-oxoethyl}benzenesulfonamide N,N-dimethylformamide monosolvate

Abstract

The asymmetric unit of the title compound, C15H13ClN4O5S·C3H7NO, contains one molecule each of the Schiff base and the solvent dimethylformamide. The hydrazone group adopts an E configuration about the C=N bond. The dihedral angle between the two aromatic rings is 86.58 (2)°. In the crystal, pairs of N—H...O hydrogen bonds between centrosymmetrically related molecules generates rings with an R22(10) graph-set motif. The dimers are further linked via N—H...O and C—H...O hydrogen bonds, leading to the formation of R33(11) ring motifs. C—H...π interactions are also observed. The intermolecular interactions in the crystal structure were quantified and analysed using Hirshfeld surface analysis, which indicates that the most significant contacts in packing are O...H/H...O (31.3%), followed by H...H (25.4%) and C...H/H...C (13.0%).

Keywords

• crystal structure
• hydrazone
• intermolecular hydrogen bonds
• inversion dimers
• Hirshfeld surface analysis