Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 8 (August 2004)

ta1450 scheme

Acta Cryst. (2004). C60, o575-o581 [doi:10.1107/S010827010401457X]

Hydrogen bonding in proton-transfer compounds of 5-sulfosalicylic acid with bicyclic heteroaromatic Lewis bases

G. Smith, U. D. Wermuth and J. M. White

Abstract: The crystal structures of quinolinium 3-carboxy-4-hydroxybenzenesulfonate trihydrate, C₉H₈N⁺·C₇H₅O₆S^-·3H₂O, (I), 8-hydroxyquinolinium 3-carboxy-4-hydroxybenzenesulfonate monohydrate, C₉H₈NO⁺·C₇H₅O₆S^-·H₂O, (II), 8-aminoquinolinium 3-carboxy-4-hydroxybenzenesulfonate dihydrate, C₉H₉N₂⁺·C₇H₅O₆S^-·2H₂O, (III), and 2-carboxyquinolinium 3-carboxy-4-hydroxybenzenesulfonate quinolinium-2-carboxylate, C₁₀H₈NO₂⁺·C₇H₅O₆S^-·C₁₀H₇NO₂, (IV), four proton-transfer compounds of 5-sulfosalicylic acid with bicyclic heteroaromatic Lewis bases, reveal in each the presence of variously hydrogen-bonded polymers. In only one of these compounds, viz. (II), is the protonated quinolinium group involved in a direct primary N⁺-HO(sulfonate) hydrogen-bonding interaction, while in the other hydrates, viz. (I) and (III), the water molecules participate in the primary intermediate interaction. The quinaldic acid (quinoline-2-carboxylic acid) adduct, (IV), exhibits cation-cation and anion-adduct hydrogen bonding but no direct formal heteromolecular interaction other than a number of weak cation-anion and cation-adduct [bold pi] - stacking associations. In all other compounds, secondary interactions give rise to network polymer structures.

Formula: C₉H₈N⁺·C₇H₅O₆S^-·3H₂O, C₉H₈NO⁺·C₇H₅O₆S^-·H₂O, C₉H₉N₂⁺·C₇H₅O₆S^-·2H₂O and C₁₀H₈NO₂⁺·C₇H₅O₆S^-·C₁₀H₇NO₂

Online 21 July 2004


	Structure factor file (CIF format) (153.0 kbytes) Contains datablock I

	Structure factor file (CIF format) (141.1 kbytes) Contains datablock II

	Structure factor file (CIF format) (146.7 kbytes) Contains datablock III

	Structure factor file (CIF format) (207.3 kbytes) Contains datablock IV

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