Acta Crystallographica Section E

Structure Reports Online

Volume 68, Part 12 (December 2012)

organic compounds

 

N-(2-Amino-5-chlorophenyl)-2-bromobenzenesulfonamide

M. Altamura, V. Fedi, R. Nannicini, P. Paoli and P. Rossi

Abstract: In the title compound, C₁₂H₁₀BrClN₂O₂S, the sulfonamide group adopts a staggered conformation about the N-S bond [the C-S-N-H torsion angle is 97 (3)°] with the N-atom lone pair bisecting the O=S=O angle. For the C(Ar)-S bond, the ortho-substituted C atom bisects one of O=S-N angles [the C-C-S-N torsion angle is -57.7 (3)°]. The mean planes of the aromatic rings form a dihedral angle of 75.1 (1)°. In the crystal, molecules form inversion dimers through pairs of N-HNH₂ hydrogen bonds. The molecules are further consolidated into layers along the bc plane by weaker N-HO interactions.

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