Open AccessThe imide tautomer of sulfasalazine
Author(s) -
Blake Alexander J.,
Lin Xiang,
Schröder Martin,
Wilson Claire,
Yuan RongXin
Publication year - 2004
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270104003026
Subject(s) - sulfasalazine , imide , tautomer , medicine , chemistry , medicinal chemistry , organic chemistry , disease , ulcerative colitis
The title compound, 5‐{4‐[(2‐pyridylideneamino)sulfonyl]phenyldiazenyl}salicylic acid, C 18 H 14 N 4 O 5 S, crystallizes as the imide tautomer in the monoclinic space group P 2 1 / c . In addition to an intramolecular O—H⋯O hydrogen bond, intermolecular O—H⋯O interactions link adjacent molecules into helices, which are connected by pairwise N—H⋯N interactions into two‐dimensional hydrogen‐bonded layers. Both the molecular conformation and the packing differ from those seen in the triclinic amide form [Filip et al. (2001). Acta Cryst . C 57 , 435–436].