Three salts from the reactions of cysteamine and cystamine with L-(+)-tartaric acid.

Benylles, Amina; Cairns, Donald; Cox, Philip J.; Kay, Graeme

Abstract

Reaction between cysteamine (systematic name: 2-aminoethanethiol, C 2H7NS) and l-(+)-tartaric acid [systematic name: (2R,3R)-2,3-dihydroxybutanedioic acid, C4H6O6] results in a mixture of cysteamine tartrate(1-) monohydrate, C2H 8NS+·C4H5O6-·H2O, (I), and cystamine bis[tartrate(1-)] dihydrate, C4H14N2S22+·2C4H5O6-·2H2O, (III). Cystamine [systematic name: 2,2′-dithiobis(ethylamine), C4H12N2S 2], reacts with l-(+)-tartaric acid to produce a mixture of cystamine tartrate(2-), C4H14N2S22+·C4H4O62-, (II), and (III). In each crystal structure, the anions are linked by O-H ⋯ O hydrogen bonds that run parallel to the a axis. In addition, hydrogen bonding involving protonated amino groups in all three salts, and water molecules in (I) and (III), leads to extensive three-dimensional hydrogen-bonding networks. All three salts crystallize in the orthorhombic space group P212 121.

Citation

BENYLLES, A., CAIRNS, D., COX, P.J. and KAY, G. 2013. Three salts from the reactions of cysteamine and cystamine with L-(+)-tartaric acid. Acta crystallographica section C: crystal structure communications [online], 69(6), pages 658-664. Available at: https://doi.org/10.1107/S0108270113012377

• Journal Article Type: Article
• Acceptance Date: May 6, 2013
• Online Publication Date: May 17, 2013
• Publication Date: Jun 30, 2013
• Deposit Date: Jul 7, 2015
• Publicly Available Date: Jul 7, 2015
• Journal: Acta crystallographica section C: crystal structure communications
• Print ISSN: 0108-2701
• Electronic ISSN: 1600-5759
• Publisher: International Union of Crystallography
• Peer Reviewed: Peer Reviewed
• Volume: 69
• Issue: 6
• Pages: 658-664
• DOI: https://doi.org/10.1107/S0108270113012377
• Keywords: General Biochemistry, Genetics and Molecular Biology; General Medicine
• Public URL: http://hdl.handle.net/10059/1228
• Contract Date: Jul 7, 2015