Received 16 March 2011
The asymmetric unit of the title compound, C8H8ClNO3S, contains two independent molecules in which the C-S-N-C torsion angles are -71.7 (3) and 61.2 (3)°. The benzene rings and the SO2-NH-CO-C segments form dihedral angles of 80.2 (1) and 88.1 (2)° in the two independent molecules. In the crystal, intermolecular N-HO hydrogen bonds link the molecules into chains in the b-axis direction.
For the sulfanilamide moiety in sulfonamide drugs, see; Maren (1976). For its ability to form hydrogen bonds in the solid state, see; Yang & Guillory (1972). For hydrogen-bonding modes of sulfonamides, see; Adsmond & Grant (2001). For our study of the effect of substituents on the structures of N-(aryl)-amides, see: Gowda et al. (2000), of N-(aryl)-methanesulfonamides, see: Gowda et al. (2007) and of N-(substituted phenylsulfonyl)-substituted amides, see: Gowda et al. (2010).
Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VM2086 ).
KS thanks the University Grants Commission, Government of India, New Delhi, for the award of a research fellowship under its faculty improvement program.
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