4-(Benzylideneamino)benzenesulfonamide

Abstract

The title compound, C13H12N2O2S, formed by Schiff base condensation of benzaldehyde with sulfanilamide, crystallizes as discrete mol­ecular species linked by N—H⋯N and N—H⋯O hydrogen bonds between the sulfamide nitro­gen H atoms and the aza­methine N and one sulfamide O atom, respectively, forming a two-dimensional array in the bc plane. The aza­methine group is rotated slightly out of the benzaldehyde benzene plane [C—C—C—N torsion angle = 8.1 (3)°], while the dihedral angle between the two benzene rings is 30.0 (1)°.

FT-IR and computational study of (E)-N-carbamimidoyl-4-((2-formylbenzylidene)amino)benzene sulfonamide

“…For benzene sulfonamide derivates, Loughrey et al [46] reported the bond lengths S 24 [47] are in agreement with the corresponding values of the title compound.…”

Structural optimization and vibrational analysis of an antidiabetic drug: tolbutamide

“…[25] These lengths have been reported 1.6023, 1.6059, 1.7974 and 1.8635 Å by Chandran et al [26], respectively. In our study, S1-O1, O2, N1, C4 have been computed 1.456, 1.458, 1.720 and 1.794 Å at the B3LYP/6-311G++(d,p) level.…”

Theoretical and experimental investigation of 4-[(2-hydroxy-3-methylbenzylidene)amino]benzenesulfonamide: Structural and spectroscopic properties, NBO, NLO and NPA analysis

“…1) with bond lengths in the normal range expected for this class of compound [46][47][48][49][50]. The molecular structure of the compound is not planar with a dihedral angle C11AC12AS1AN2 of 72.1°and C13AC12AS1AN2 of À104.5°between the plane of the benzene ring and the ASANH 2 .…”