Strong hydrogen-bonded amino acid dimers in L-alanine alaninium nitrate

Citation
Mr. Silva et al., Strong hydrogen-bonded amino acid dimers in L-alanine alaninium nitrate, ACT CRYST C, 57, 2001, pp. 838-840
Citations number
22
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
57
Year of publication
2001
Part
7
Pages
838 - 840
Database
ISI
SICI code
0108-2701(200107)57:<838:SHAADI>2.0.ZU;2-1
Abstract
The title compound, C3H7NO2.C3H8NO2+. NO3-, contains L-alanine-alaninium di mers bonded via the carboxyl groups by a strong asymmetric hydrogen bond wi th an O . . .O distance of 2.4547 (19) Angstrom. The neutral alanine molecu le exists as a zwitterion, where the carboxyl group is dissociated and the amino group is protonated. The alaninium cation has both groups in their ac idic form. The alanine molecule and the alaninium cation differ only slight ly in their conformation, having an N-C-alpha-C=O torsion angle close to -2 5 degrees. The dimers and the nitrate anion are joined through a three-dime nsional hydrogen-bond network, in which the full hydrogen-bonding capabilit ies of the amino groups of the two alanine moieties are realised.