Acta Cryst. (2008). E64, o720  [ doi:10.1107/S160053680800682X ]

4-Bromo-2-((E)-{4-[(3,4-dimethylisoxazol-5-yl)sulfamoyl]phenyl}iminiomethyl)phenolate

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

Abstract: The title compound, C₁₈H₁₆BrN₃O₄S, is a Schiff base ligand of 5-bromosalicylaldehyde and sulfisoxazole [or N-(3,4-dimethyl-5-isoxazol)sulfanilamide]. The present structure is a zwitterion and is a more precise reinterpretation of the structure which was originally reported by Hämäläinen, Lehtinen & Turpeinen [Arch. Pharm. (1986), 319, 415-420]. The two aromatic rings which make - interactions [centroid-centroid distance 3.7538 (18) Å] through intermolecular interactions. There is also a C-Br interaction [3.6333 (15) Å] with the heterocyclic ring. An intramolecular N-HO hydrogen bond also exists. Dimers are formed due to intermolecular N-HO hydrogen bonding. Intermolecular C-HO hydrogen bonding links a methyl C atom and the phenolate O atom. The dimers are linked by C-HN hydrogen bonds, where the C atom is from the Schiff base group and the N atom is of five-membered heterocyclic ring.

Online 14 March 2008

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