Received 5 June 2012
The asymmetric unit of the title compound, C10H12N2OS, contains two independent molecules. In both molecules, the conformations of the two N-H bonds are anti to each other. Furthermore, the conformations of the amide C=S bonds and the C=O bonds are anti to each other. The dihedral angles between the benzene ring and the side chain are 52.8 (1) and 68.0 (1)° in the two independent molecules. An intramolecular N-HO hydrogen bond occurs in both independent molecules. In the crystal, molecules are linked into infinite chains along the a axis through a series of N-HO and N-HS hydrogen bonds.
For studies on the effects of substituents on the structures and other aspects of N-(aryl)-amides, see: Gowda & Weiss (1994); Shahwar et al. (2012), of N-(aryl)-methanesulfonamides, see: Gowda et al. (2007), of N-(aryl)-arylsulfonamides, see: Gowda et al. (2005) and of N-chloroarylsulfonamides, see: Jyothi & Gowda (2004); Shetty & Gowda (2004).
Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction, 2009); 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: NC2284 ).
BTG thanks the University Grants Commission, Government of India, New Delhi, for a special grant under the UGC-BSR one-time grant to faculty.
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