Crystal structure of ( S )- sec -butylammonium L -tartrate monohydrate

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 73; no. 5; pp. 716 - 719
• Main Authors: Publicover, Ernlie A., Kolwich, Jennifer, Stack, Darcie L., Doué, Alyssa J., Ylijoki, Kai E. O.
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01-05-2017
• Subjects: chiral resolution; crystal structure; hydrogen bonding; L-tartaric acid; monohydrate; sec-butylamine
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989017005448

The title hydrated molecular salt, C
4
H
12
N
+
·C
4
H
5
O
6
−
·H
2
O, was prepared by deprotonation of enantiopure L-tartaric acid with racemic
sec
-butylamine in water. Only one enantiomer was observed crystallographically, resulting from the combination of (
S
)-
sec
-butylamine with L-tartaric acid. The
sec
-butylammonium moiety is disordered over two conformations related by rotation around the CH–CH
2
bond; the refined occupancy ratio is 0.68 (1):0.32 (1). In the crystal, molecules are linked through a network of O—H...O and N—H...O hydrogen-bonding interactions, between the ammonium H atoms, the tartrate hydroxy H atoms, and the interstitial water, forming a three-dimensional supramolecular structure.