Acta Cryst. (2013). E69, o234
[ doi:10.1107/S1600536813000779 ]

4-Amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide-2-nitrobenzoic acid (1/1)

G. Smith and U. D. Wermuth

Abstract: In the asymmetric unit of the title co-crystal, C₁₂H₁₄N₄O₂S·C₇H₅NO₄, the sulfamethazine and 2-nitrobenzoic acid molecules form a heterodimer through intermolecular amide-carboxylic acid N-HO and carboxylic acid-pyrimidine O-HN hydrogen-bond pairs, giving a cyclic motif [graph set R₂²(8)]. The dihedral angle between the two aromatic ring systems in the sulfamethazine molecule is 88.96 (18)° and the nitro group of the acid is 50% rotationally disordered. Secondary aniline N-HO_sulfone hydrogen-bonding associations give a two-dimensional structure lying parallel to the ab plane.

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