Acta Crystallographica Section B

Structural Science

Volume 55, Part 5 (October 1999)

Acta Cryst. (1999). B55, 758-766 [doi:10.1107/S0108768199003146]

Molecular co-crystals of 2-aminothiazole derivatives

D. E. Lynch, L. J. Nicholls, G. Smith, K. A. Byriel and C. H. L. Kennard

Abstract: A series of molecular adducts of 2-aminothiazole derivatives - 2-aminothiazole, 2-amino-2-thiazoline and 2-aminobenzothiazole with the carboxylic-acid-substituted heterocyclics indole-2-carboxylic acid, N-methylpyrrole-2-carboxylic acid and thiophene-2-carboxylic acid - have been prepared and characterized using X-ray powder diffraction and in five cases by single-crystal X-ray diffraction methods. These five compounds are the adducts of 2-amino-2-thiazolium with indole-2-carboxylate [(C₃H₇N₂S)⁺(C₉H₆NO₂)^-], and N-methylpyrrole-2-carboxylate [(C₃H₇N₂S)⁺-(C₆H₆NO₂)^-], 2-aminobenzothiazolium with indole-2-carboxylate [(C₇H₇N₂S)⁺(C₉H₆NO₂)^-], N-methylpyrrole-2-carboxylate [(C₇H₇N₂S)⁺(C₆H₆NO₂)^-] and thiophene-2-carboxylate [(C₇H₇N₂S)⁺(C₅H₃O₂S)^-]. All complexes involve proton transfer, as indicated by IR spectroscopy, while the five crystal structures display similar hydrogen-bonding patterns with the dominant interaction being an graph set dimer association between carboxylate groups and the amine/heterocyclic nitrogen sites. Futhermore, in each case a subsiduary interaction between an amino proton and a carboxylate oxygen completes a linear hydrogen-bonded chain. In addition to this, the indole-2-carboxylate molecules in the adduct structure with 2-amino-2-thiazolium form associated dimers which add to the hydrogen-bonding network.

Online 1 October 1999


	Structure factor file (SHELXL table format) (55.4 kbytes) Supplementary material

	Structure factor file (SHELXL table format) (51.5 kbytes) Supplementary material

	Structure factor file (SHELXL table format) (64.4 kbytes) Supplementary material

	Structure factor file (SHELXL table format) (59.3 kbytes) Supplementary material

	Structure factor file (SHELXL table format) (56.6 kbytes) Supplementary material

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