4-Methyl-N-(3-methylphenyl)benzenesulfonamide

P G Nirmala,Hartmut Fuess,B Thimme Gowda,Sabine Foro

doi:10.1107/s1600536809049332

Abstract

In the title compound, C14H15NO2S, the conformation of the N—C bond in the C—SO2—NH—C segment has gauche torsion angles with respect to the S=O bonds. Further, the conformation of the N—H bond is anti to the 3-methyl group in the aniline benzene ring. The molecule is bent at the N atom with a C—SO2—NH—C torsion angle of 56.7 (3)°. The dihedral angle between the benzene rings is 83.9 (1)°. In the crystal, intermolecular N—H⋯O hydrogen bonds pack the molecules into a supramolecular structure.

Highlights

N—C bond in the C—SO2—NH—C segment has gauche torsion angles with respect to the S O bonds
The conformation of the N—H bond is anti to the 3-methyl group in the aniline benzene ring
The molecule is bent at the N atom with a C—SO2—NH—C torsion angle of 56.7 (3)

Summary

Data collection

Refinement a Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, and bInstitute of Materials Science, Darmstadt University of Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany. H atoms treated by a mixture of independent and constrained refinement max = 0.42 e Å3. N—C bond in the C—SO2—NH—C segment has gauche torsion angles with respect to the S O bonds. The conformation of the N—H bond is anti to the 3-methyl group in the aniline benzene ring. The molecule is bent at the N atom with a C—SO2—NH—C torsion angle of 56.7 (3). The dihedral angle between the benzene rings is 83.9 (1). Intermolecular N—H O hydrogen bonds pack the molecules into a supramolecular structure. Data collection: CAD-4-PC (Enraf–Nonius, 1996); cell refinement: CAD-4-PC; data reduction: REDU4 (Stoe & Cie, 1987); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97

Related literature

Special details