Received 3 March 2008
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.
Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2; data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2069 ).
The authors acknowledge the Higher Education Commission, Islamabad, Pakistan, for funding the purchase of the diffractometer.
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