Triclinic polymorph of sulfasalazine

In this modification of the title compound, 5‐{4‐[(2‐pyridyl­amino)­sulfonyl]­phenyl­diazenyl}salicylic acid, C18H14N4O5S, the mol­ecule is present in the amide tautomeric form. Two azo‐bridged phenyl rings render the bulk of the mol­ecule planar, with the carboxyl­ic acid group at one terminal and...

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Veröffentlicht in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2001-04, Vol.57 (4), p.435-436
Hauptverfasser: Filip, Lorena A., Caira, Mino R., Farcaş, Sorin I., Boji?a, Marius T.
Format: Artikel
Sprache:eng
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Zusammenfassung:In this modification of the title compound, 5‐{4‐[(2‐pyridyl­amino)­sulfonyl]­phenyl­diazenyl}salicylic acid, C18H14N4O5S, the mol­ecule is present in the amide tautomeric form. Two azo‐bridged phenyl rings render the bulk of the mol­ecule planar, with the carboxyl­ic acid group at one terminal and the pyridyl­amino residue at the other. The repeating unit in the crystal is a centrosymmetric dimer containing two identical R(8) hydrogen‐bonded ring systems, each involving the carboxyl­ic acid and pyridyl­amino moieties. Additional stabilization is due to an intramolecular hydrogen bond between the 2‐hydroxyl group and the carbonyl O atom of the carboxyl­ic acid group, as well as intermolecular π–π stacking.
ISSN:0108-2701
1600-5759
DOI:10.1107/S0108270100020771