title: 2-[N-(2,3-Dimethylphenyl)carbamoyl]benzenesulfonamide and the 3,4- and 2,6-dimethylphenyl analogues.
abstract: The structures of 2-[(2,3-dimethylphenyl)carbamoyl]benzenesulfonamide, 2-[(3,4-dimethylphenyl)carbamoyl]benzenesulfonamide and 2-[(2,6-dimethylphenyl)carbamoyl]benzenesulfonamide, all C(15)H(16)N(2)O(3)S, are stabilized by extensive intra- and intermolecular hydrogen bonds. In all three structures, the sulfonamide and carbamoyl groups are involved in hydrogen bonding. In the 2,3-dimethyl and 2,6-dimethyl derivatives, dimeric units and chains of molecules are formed parallel to the c axis. In the 3,4-dimethyl derivative, the hydrogen bonding creates tetrameric units, resulting in macrocyclic R(4)(4)(22) rings that form sheets in the ab plane. The three analogues are closely related to the fenamate class of nonsteroidal anti-inflammatory drugs.
authors.affiliation: Department of Chemistry, University of Sargodha, Pakistan.
authors.forename: Waseeq Ahmad
authors.initials: WA
authors.lastname: Siddiqui
authors.forename: Saeed
authors.initials: S
authors.lastname: Ahmad
authors.forename: Hamid Latif
authors.initials: HL
authors.lastname: Siddiqui
authors.forename: Masood
authors.initials: M
authors.lastname: Parvez
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry*; D001549:Benzamides / Q000737:chemistry*; D003461:Crystallography; D019281:Dimerization; D054361:Fenamates / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D013449:Sulfonamides / Q000737:chemistry*; D000096926:Benzenesulfonamides
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D001549:Benzamides; D054361:Fenamates; D013449:Sulfonamides; C531923:2-(N-(2,3-dimethylphenyl)carbamoyl)benzenesulfonamide; D000096926:Benzenesulfonamides; C531925:2-(N-(2,6-dimethylphenyl)carbamoyl)benzenesulfonamide; C531924:2-(N-(3,4-dimethylphenyl)carbamoyl)benzenesulfonamide