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Acta Cryst. (2008). E64, o648  [ doi:10.1107/S1600536808005606 ]

4-(5-Chloro-2-hydroxybenzylideneamino)-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide

Z. H. Chohan, M. N. Tahir, H. A. Shad and I. U. Khan

Abstract: The title compound, C19H17ClN4O3S, is a Schiff base compound of 5-chlorosalicylaldehyde and sulfamethazine [4-amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide]. The geometry around the S atom is distorted tetrahedral, comprising two O atoms of the sulfonyl group, a C atom of a benzene ring and the amino N atom. The title compound has an intramolecular O-H...N hydrogen bond and two intermolecular C-H...O and N-H...O hydrogen bonds, which link neighbouring molecules into 10-membered rings. As a result of an unavoidable conformational arrangement, a slightly short intramolecular contact of distance 2.59 Å exists between an O atom of the sulfonyl group and an H atom of the sulfamethazine benzene ring.

Online 5 March 2008


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