Received 21 November 2013
In the crystal structure of the title compound, C7H5NO4·C9H9N3O2S2, the sulfathiazole and 4-nitrobenzoic acid molecules are held together by short - contacts between the thiazole and nitrobenzene rings, with a centroid-centroid distance of 3.8226 (7) Å. The sulfathiazole molecules form dimers via N-HN hydrogen bonds involving the thiazole and sulfonamide moieties, owing to the fact that sulfathizole exhibits amide-imide tautomerism. The N-H (amine) groups of two sulfathiazole molecules are linked to the two S=O groups of a sulfathiazole via N-HO hydrogen bonds. Two molecules of coformer are held together by O-HO hydrogen bonds. These units self-assemble, forming a three-dimensional network stabilized by (acid)C-H(sulfathiazole benzene ring) interactions.
For polymorphism in sulfathiazole, see: Lagas & Lerk (1981); Blagden et al. (1998); Hughes et al. (1999); For hydrogen bonding in sulfonamides, see: Adsmond & Grant (2000). For the packing similarity of five polymorphs of sulfathiazole, see: Gelbrich et al. (2008). For solvates of sulfathiazole, see: Bingham et al. (2001). For co-crystals of sulfathiazole, see: Shefter & Sackman (1971); Drebushchak et al. (2006).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 and Mercury.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2237 ).
MO is thankful to NITK Surathkal for a fellowship. The authors thank the DST (Department of Science and Technology, Government of India, New Delhi, India) for the SCXRD facility (procured under the FIST programme).
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