4-Chloro-N-(2-chlorophenyl)benzenesulfonamide

K Shakuntala,Sabine Foro,B Thimme Gowda

doi:10.1107/s1600536811010828

K Shakuntala, Sabine Foro + Show 1 more

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https://doi.org/10.1107/s1600536811010828

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Abstract

In the crystal structure of the title compound, C12H9Cl2NO2S, the N—C bond in the C—SO2—NH—C segment has gauche torsions with respect to the S=O bonds. The molecule is twisted at the S atom with an C—SO2—NH—C torsion angle of 57.6 (3)°. The N—H bond is syn to the ortho-chloro group in the anilino benzene ring. The two benzene rings are tilted relative to each other by 84.7 (1)°. The crystal structure features inversion dimers linked by N—H⋯O(S) hydrogen bonds. An intramolecular N—H⋯Cl hydrogen bond is also observed.

Highlights

In the crystal structure of the title compound, C12H9Cl2NO2S, the N—C bond in the C—SO2—NH—C segment has gauche torsions with respect to the S O bonds
The molecule is twisted at the S atom with an C—SO2—NH—C torsion angle of 57.6 (3)
The crystal structure features inversion dimers linked by N—H O(S) hydrogen bonds

Summary

CCD detector

R factor = 0.042; wR factor = 0.116; data-to-parameter ratio = 16.1. In the crystal structure of the title compound, C12H9Cl2NO2S, the N—C bond in the C—SO2—NH—C segment has gauche torsions with respect to the S O bonds. The molecule is twisted at the S atom with an C—SO2—NH—C torsion angle of 57.6 (3). The N—H bond is syn to the ortho-chloro group in the anilino benzene ring. The two benzene rings are tilted relative to each other by 84.7 (1). The crystal structure features inversion dimers linked by N—H O(S) hydrogen bonds. An intramolecular N—H Cl hydrogen bond is observed

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