4-Methoxyanilinium tetrafluoroborate-dibenzo-18-crown-6 (1/1)

Acta Crystallogr C. 2010 Aug;66(Pt 8):o433-5. doi: 10.1107/S0108270110027630. Epub 2010 Jul 28.

Abstract

In the structure of the complex of dibenzo-18-crown-6 [systematic name: 2,5,8,15,18,21-hexaoxatricyclo[20.4.0.0(9,14)]hexacosa-1(26),9,11,13,22,24-hexaene] with 4-methoxyanilinium tetrafluoroborate, C(7)H(10)NO(+) x BF(4)(-) x C(20)H(24)O(6), the protonated 4-methoxyanilinium (MB-NH(3)(+)) cation forms a 1:1 supramolecular rotator-stator complex with the dibenzo-18-crown-6 molecule via N-H...O hydrogen bonds. The MB-NH(3)(+) group is attached from the convex side of the bowl-shaped crown, in contrast with similar ammonium cations that nest in the curvature of the bowl. The cations are associated via C-H...pi interactions, while the cations and anions are linked by weak C-H...F hydrogen bonds, forming cation-crown-anion chains parallel to [011].

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemistry*
  • Anions / chemistry
  • Cations / chemistry
  • Crown Ethers / chemistry*
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Molecular Structure

Substances

  • Aniline Compounds
  • Anions
  • Cations
  • Crown Ethers
  • dibenzo-18-crown-6
  • 4-anisidine