N-(3-Chlorobenzoyl)-2-nitrobenzenesulfonamide

P A Suchetan,M Shet Prakash,B Thimme Gowda,Sabine Foro

doi:10.1107/s160053681200640x

Abstract

In the title compound, C13H9ClN2O5S, the N—C bond in the C—SO2—NH—C segment has a gauche torsion with respect to the S=O bonds. The conformation between the N—H bond and the ortho-nitro group in the sulfonyl benzene ring is syn, and that between the C=O and the meta-Cl atom in the benzoyl ring is anti. The molecule is twisted at the S—N bond, with a torsion angle of 65.41 (38)°. The dihedral angle between the sulfonyl benzene ring and the –SO2—NH—C—O segment is 75.0 (1)°, and that between the sulfonyl and the benzoyl benzene ring is 89.1 (1)°. The crystal structure features inversion-related dimers linked by pairs of N—H⋯O(S) hydrogen bonds.

Highlights

Data collectionM. Shet Prakashc a Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, bInstitute of Materials Science, Darmstadt University of Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany, and cDepartment of Chemistry, University College of Science, Tumkur University, Tumkur 572 102, India
C—SO2—NH—C segment has a gauche torsion with respect to the S O bonds
The molecule is twisted at the S—N bond, with a torsion angle of 65.41 (38)

Summary

Data collection

M. Shet Prakashc a Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, bInstitute of Materials Science, Darmstadt University of Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany, and cDepartment of Chemistry, University College of Science, Tumkur University, Tumkur 572 102, India. C—SO2—NH—C segment has a gauche torsion with respect to the S O bonds. The conformation between the N—H bond and the ortho-nitro group in the sulfonyl benzene ring is syn, and that between the C O and the meta-Cl atom in the benzoyl ring is anti. The molecule is twisted at the S—N bond, with a torsion angle of 65.41 (38). The dihedral angle between the sulfonyl benzene ring and the –SO2—NH—C—O segment is 75.0 (1) , and that between the sulfonyl and the benzoyl benzene ring is 89.1 (1). The crystal structure features inversion-related dimers linked by pairs of N—H O(S)

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