Received 11 June 2012
The asymmetric unit of the title compound, C11H10N6O3S, contains two independent molecules, each of which is stabilized by an intramolecular N-HO hydrogen bond, forming an S(6) ring motif. In one molecule, the pyrazole ring forms a dihedral angle of 10.93 (14)° with the benzene ring. The corresponding dihedral angle in the other molecule is 7.03 (14)°. In the crystal, molecules are linked via pairs of (N,N)-HO bifurcated acceptor bonds which, together with C-HO hydrogen bonds, form sheets parallel to (001).
For general background to and the pharmacological activity of pyrazole derivatives, see: Isloor et al. (2009); Rai et al. (2008); Bradbury & Pucci (2008); Girisha et al. (2010). For standard bond-length data, see: Allen et al. (1987). For the stability of the temperature controller used in the data collection, see Cosier & Glazer (1986). For hydrogen-bond motifs, see: Bernstein et al. (1995).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KJ2205 ).
The authors thank Universiti Sains Malaysia (USM) for the Research University Grant (No. 1001/PFIZIK/811160). CKQ also thanks USM for an Incentive Grant.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Bradbury, B. J. & Pucci, M. J. (2008). Curr. Opin. Pharmacol. 8, 574-581.
Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Girisha, K. S., Kalluraya, B., Narayana, V. & Padmashree (2010). Eur. J. Med. Chem. 45, 4640-4644.
Isloor, A. M., Kalluraya, B. & Shetty, P. (2009). Eur. J. Med. Chem. 44, 3784-3787.
Rai, N. S., Kalluraya, B., Lingappa, B., Shenoy, S. & Puranic, V. G. (2008). Eur. J. Med. Chem. 43, 1715-1720.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.