Abstract

In the title compound, C12H8Cl2N2O4S, the N—C bond in the C—SO2—NH—C segment has gauche torsions with respect to the S=O bonds. Further, the N—H bond is syn to the ortho-nitro group in the sulfonyl benzene ring and also syn to both the ortho- and meta-Cl atoms in the aniline ring. The mol­ecule is twisted at the S—N bond with a torsion angle of 61.15 (18)°. The dihedral angle between the planes of the benzene rings is 68.00 (6)°. The amide H atom exhibits an intra­molecular bifurcated N—H⋯(O,O) hydrogen bond. In the crystal, pairs of N—H⋯O(S) hydrogen bonds link the mol­ecules into inversion dimers with R 2 2(8) motifs.

Highlights

  • CCD detectorH atoms treated by a mixture of independent and constrained refinement max = 0.35 e Å3

  • C—SO2—NH—C segment has gauche torsions with respect to the S O bonds

  • H atoms treated by a mixture of independent and constrained refinement max = 0.35 e Å3

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Summary

CCD detector

H atoms treated by a mixture of independent and constrained refinement max = 0.35 e Å3. R factor = 0.037; wR factor = 0.092; data-to-parameter ratio = 15.1. C—SO2—NH—C segment has gauche torsions with respect to the S O bonds. The N—H bond is syn to the orthonitro group in the sulfonyl benzene ring and syn to both the ortho- and meta-Cl atoms in the aniline ring. The molecule is twisted at the S—N bond with a torsion angle of 61.15 (18)

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