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The imide tautomer of sulfasalazine

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The title compound, 5-{4-[(2-pyridyl­idene­amino)­sulfonyl]­phenyl­diazenyl}salicylic acid, C18H14N4O5S, crystallizes as the imide tautomer in the monoclinic space group P21/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. C57, 435–436].

Document Type: Research Article


Publication date: April 1, 2004

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