Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide

Acta Crystallogr B. 2008 Dec;64(Pt 6):780-90. doi: 10.1107/S0108768108034526. Epub 2008 Nov 14.

Abstract

The crystal structures of co-crystals of two systems of chiral carboxylic acids, optically active and racemic 2-phenylpropionic acid and 2-phenylbutyric acid, with isonicotinamide are reported to investigate the effects of the chirality of the chiral carboxylic acids on the melting point of the co-crystal complexes. It was found that the racemic co-crystal has a higher melting point than the optically active co-crystal, which correlates with the denser packing arrangement inherent in centrosymmetric space groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calorimetry, Differential Scanning
  • Crystallization
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Conformation
  • Niacinamide / chemical synthesis
  • Niacinamide / chemistry*
  • Phenylbutyrates / chemical synthesis
  • Phenylbutyrates / chemistry*
  • Phenylpropionates / chemical synthesis
  • Phenylpropionates / chemistry*
  • Stereoisomerism
  • Transition Temperature*

Substances

  • Phenylbutyrates
  • Phenylpropionates
  • Niacinamide
  • isonicotinamide
  • hydratropic acid
  • 2-phenylbutyric acid