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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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The imide tautomer of sulfasalazine.

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 P2(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. C57, 435-436].[1]

References

  1. The imide tautomer of sulfasalazine. Blake, A.J., Lin, X., Schröder, M., Wilson, C., Yuan, R.X. Acta crystallographica. Section C, Crystal structure communications. (2004) [Pubmed]
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