Exploring the relationship between cocrystal stability and symmetry: is Wallach's rule applicable to multi-component solids?

Chem Commun (Camb). 2008 Apr 14:(14):1644-6. doi: 10.1039/b717532a. Epub 2008 Jan 30.

Abstract

Comparison of structure and hydration stability of pairs of chiral and racemic binary cocrystals indicates that the racemic solid is more stable than the chiral one; we illustrate that this difference might arise from intermolecular (crystal packing) factors in one case, while intramolecular (molecular conformation) factors are more significant in the other.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Caffeine / chemistry*
  • Crystallization
  • Crystallography, X-Ray
  • Drug Stability*
  • Hydrogen Bonding
  • Malates / chemistry*
  • Molecular Structure
  • Stereoisomerism
  • Tartrates / chemistry*
  • Theophylline / chemistry*
  • Water / chemistry

Substances

  • Malates
  • Tartrates
  • Water
  • Caffeine
  • malic acid
  • Theophylline
  • tartaric acid