Molecular co-crystals of 2-aminothiazole derivatives

Lynch, Daniel E., Nicholls, Laura J., Smith, Graham, Byriel, Karl A., & Kennard, Colin H. L. (1999) Molecular co-crystals of 2-aminothiazole derivatives. Acta Crystallographica. Section B: Structural Science, B55, pp. 758-766.

View at publisher


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.

Impact and interest:

39 citations in Scopus
Search Google Scholar™
35 citations in Web of Science®

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

Full-text downloads:

478 since deposited on 25 Mar 2008
18 in the past twelve months

Full-text downloads displays the total number of times this work’s files (e.g., a PDF) have been downloaded from QUT ePrints as well as the number of downloads in the previous 365 days. The count includes downloads for all files if a work has more than one.

ID Code: 13134
Item Type: Journal Article
Refereed: Yes
Keywords: 2, Aminothiazole derivatives, Proton transfer
DOI: 10.1107/S0108768199003146
ISSN: 0108-7681
Divisions: Past > QUT Faculties & Divisions > Faculty of Science and Technology
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 1999 International Union of Crystallography
Copyright Statement: Reproduced in accordance with the copyright policy of the publisher.
Deposited On: 25 Mar 2008 00:00
Last Modified: 05 Nov 2015 23:39

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page