1. <scp>L</scp>-Histidinium hemihydrochloride tartrate tartaric acid dihydrate
- Author
-
R. V. Krishnakumar, M. Subha Nandhini, K. Rajagopal, and S. Natarajan
- Subjects
chemistry.chemical_classification ,Hydrogen bond ,Stereochemistry ,Protonation ,General Chemistry ,Tartrate ,Condensed Matter Physics ,Medicinal chemistry ,Amino acid ,chemistry.chemical_compound ,Deprotonation ,chemistry ,Tartaric acid ,Imidazole ,General Materials Science ,Histidine - Abstract
In the title compound, C6H10N3O2+·C4H5O6−·0.5HCl·C4H6O6·2H2O, histidine exists, in the zwitterionic form, as a cation with a protonated amino group, a protonated ring N atom and a deprotonated carboxylic acid group. The tartaric acid molecules exist as a semi-tartrate anion and a neutral tartaric acid molecule. The chloride ion sits on a special position. The structure is stabilized by a number of O—H⋯O, N—H⋯O and O—H⋯Cl hydrogen bonds, in addition to van der Waals interactions. Water molecules are also found to mediate O—H⋯O hydrogen-bonded interactions among amino acid and tartaric acid molecules. In the crystal structure, the histidinium cation exists in an open conformation I, which is sterically the most favourable; the imidazole group is trans to the carboxyl group and gauche to the amino N atom.
- Published
- 2003