(S)-3-(Ammoniomethyl)-5-methylhexanoate (pregabalin)

Acta Crystallogr C. 2007 May;63(Pt 5):o306-8. doi: 10.1107/S0108270107016952. Epub 2007 Apr 21.

Abstract

The title compound, C(8)H(17)NO(2), exists as a zwitterion, adopting a propeller conformation. Molecules self-assemble to form a hydrogen-bonded layer parallel to the ab crystallographic plane connected by N+-H...O- and C-H...O- hydrogen bonds. These layers are stacked along the c axis and are stabilized by van der Waals interactions.

MeSH terms

  • Analgesics / chemistry
  • Anti-Anxiety Agents / chemistry
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Pregabalin
  • gamma-Aminobutyric Acid / analogs & derivatives*
  • gamma-Aminobutyric Acid / chemistry

Substances

  • Analgesics
  • Anti-Anxiety Agents
  • Pregabalin
  • gamma-Aminobutyric Acid