Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 6 (June 2013)

organic compounds

yp3029 scheme

Acta Cryst. (2013). C69, 658-664    [ doi:10.1107/S0108270113012377 ]

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

A. Benylles, D. Cairns, P. J. Cox and G. Kay

Abstract: Reaction between cysteamine (systematic name: 2-aminoethanethiol, C2H7NS) and L-(+)-tartaric acid [systematic name: (2R,3R)-2,3-dihydroxybutanedioic acid, C4H6O6] results in a mixture of cysteamine tartrate(1-) monohydrate, C2H8NS+·C4H5O6-·H2O, (I), and cystamine bis[tartrate(1-)] dihydrate, C4H14N2S22+·2C4H5O6-·2H2O, (III). Cystamine [systematic name: 2,2'-dithiobis(ethylamine), C4H12N2S2], 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 P212121.

Formula: C2H8NS+·C4H5O6-·H2O, C4H14N2S22+·2C4H5O6-·2H2O and C4H14N2S22+·C4H4O62-

moldisplay filedownload file

MDL mol file (2.1 kbytes)
[ doi:10.1107/S0108270113012377/yp3029Isup5.mol ]
Supplementary material

moldisplay filedownload file

MDL mol file (2.5 kbytes)
[ doi:10.1107/S0108270113012377/yp3029IIsup6.mol ]
Supplementary material

moldisplay filedownload file

MDL mol file (4.0 kbytes)
[ doi:10.1107/S0108270113012377/yp3029IIIsup7.mol ]
Supplementary material


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