Received 24 January 2011
In the title compound, C12H17NO3S, the amide H atom is syn to the ortho-methyl group of the benzene ring and the C-S-N-C torsion angle is -65.39 (17)°. The crystal structure features inversion-related dimers linked by pairs of N-HO hydrogen bonds in which the acceptor O atom is bound to the S atom.
Sulfonamide drugs contain the sulfanilamide moiety (Maren, 1976). Their tendency and preferences for hydrogen bonding in the solid state can give rise to polymorphism, see: Yang & Guillory (1972); Adsmond & Grant (2001). For our studies on the effect of substituents on the crystal structures of this class of compounds, see: Gowda et al. (2008a,b, 2010).
Data collection: CAD-4-PC (Enraf-Nonius, 1996); cell refinement: CAD-4-PC; data reduction: REDU4 (Stoe & Cie, 1987); 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: TK2712 ).
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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