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

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 Hämäl...

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Bibliographic Details
Main Authors: Islam Ullah Khan, Hazoor A. Shad, Zahid H. Chohan, M. Nawaz Tahir
Format: Article
Language:English
Published: International Union of Crystallography 2008-04-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S160053680800682X
Description
Summary: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 π–π interactions [centroid–centroid distance 3.7538 (18) Å] through intermolecular interactions. There is also a C—Br...π interaction [3.6333 (15) Å] with the heterocyclic ring. An intramolecular N—H...O hydrogen bond also exists. Dimers are formed due to intermolecular N—H...O hydrogen bonding. Intermolecular C—H...O hydrogen bonding links a methyl C atom and the phenolate O atom. The dimers are linked by C—H...N hydrogen bonds, where the C atom is from the Schiff base group and the N atom is of five-membered heterocyclic ring.
ISSN:1600-5368