Crystal structure of the dimeric beta-cyclodextrin complex with 1,12-dodecanediol

Carbohydr Res. 2003 Apr 4;338(8):781-5. doi: 10.1016/s0008-6215(03)00013-2.

Abstract

The structure of the complex of beta-cyclodextrin (beta-CD) with 1,12-dodecanediol has been determined at 173 K and refined to a final R=0.0615 based on 22,386 independent reflections. The complex crystallizes in the triclinic space group P1; with a=17.926(4), b=15.399(3), c=15.416(3) A, alpha=103.425(4), beta=113.404(4), gamma=98.858(4) degrees, D(c)=1.362 Mg cm(-3) and V=3651.4(13) A(3) for Z=1. One molecule of the diol is located as a guest in the hydrophobic cavity of a beta-CD-dimer, forming a [3]pseudorotaxane. The guest molecule shows a disorder over two positions. The hydroxyl groups of the diol emerge from the primary faces of the beta-CD dimer and form several hydrogen bonds with water molecules lying in the interstitial space, similarly to dimeric complexes of beta-CD with other alpha,omega-bifunctional guests.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Alkanes / chemistry
  • Crystallography, X-Ray
  • Cyclodextrins / chemistry*
  • Dimerization
  • Hydrogen Bonding
  • Molecular Structure
  • Water / chemistry
  • beta-Cyclodextrins*

Substances

  • Alcohols
  • Alkanes
  • Cyclodextrins
  • beta-Cyclodextrins
  • Water
  • betadex
  • decane