Acta Crystallographica Section E

Structure Reports Online

Volume 68, Part 12 (December 2012)


organic compounds



ld2080 scheme

Acta Cryst. (2012). E68, o3308-o3309    [ doi:10.1107/S160053681204562X ]

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-H...NH2 hydrogen bonds. The molecules are further consolidated into layers along the bc plane by weaker N-H...O interactions.


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