Comparison of the methyl ester of L-tyrosine hydrochloride and its methanol monosolvate

Acta Crystallogr C. 2006 Mar;62(Pt 3):o111-4. doi: 10.1107/S0108270106002137. Epub 2006 Feb 11.

Abstract

Solvent-free (2S)-methyl 2-ammonio-3-(4-hydroxyphenyl)propionate chloride, C10H14NO3+.Cl-, (I), and its methanol solvate, C10H14NO3+.Cl-.CH3OH, (II), are obtained from different solvents: crystallization from ethanol or propan-2-ol gives the same solvent-free crystals of (I) in both cases, while crystals of (II) were obtained by crystallization from methanol. The structure of (I) is characterized by the presence of two-dimensional layers linked together by N-H...Cl and O-H...Cl hydrogen bonds and also by C-H...O contacts. Incorporation of the methanol solvent molecule in (II) introduces additional O-H...O hydrogen bonds linking the two-dimensional layers, resulting in the formation of a three-dimensional network.

Publication types

  • Comparative Study

MeSH terms

  • Crystallography, X-Ray
  • Esters
  • Hydrogen Bonding
  • Methanol / chemistry*
  • Models, Molecular
  • Tyrosine / chemistry*

Substances

  • Esters
  • Tyrosine
  • Methanol