Pseudo-polymorphism of a camphor α-cyclodextrin complex

Carbohydr Res. 2022 Oct:520:108601. doi: 10.1016/j.carres.2022.108601. Epub 2022 Jun 13.

Abstract

Crystalline products of vapor diffusion of an alcoholic solution of 1R,4R-camphor into an aqueous solution of α-cyclodextrin were prepared and subjected to X-ray structure analysis. Two different forms were obtained: a dimeric cavity formed by head-to-head association of cyclodextrin (phase A), and a complex set of monomeric cavities (phase B). Both contain camphor molecules orientationally disordered inside cavities. The structures are solvated by mixtures of water and ethanol. The structures significantly differ in chemical stabilities. Whilst phase A is relatively stable with respect to guest desorption, phase B rapidly reacts to change of its chemical environment manifested by cracking of crystals in solution. The phenomenon has been recorded and a short movie is included in the supplementary data.

Keywords: R-camphor inclusion complexes; α-Cyclodextrin crystal structure.

MeSH terms

  • Camphor / chemistry
  • Cyclodextrins* / chemistry
  • Water
  • alpha-Cyclodextrins* / chemistry

Substances

  • Cyclodextrins
  • alpha-Cyclodextrins
  • Water
  • Camphor