Hydrogen bonding in meso-4,5-diphenyl-3,6-diazaoctane-1,8-diol: the formation of one-dimensional linear chains of edge-fused rings

Acta Crystallogr C. 2006 Feb;62(Pt 2):o89-91. doi: 10.1107/S0108270106001053. Epub 2006 Jan 21.

Abstract

The molecule of the title compound, C18H24N2O2, resides on a crystallographic inversion centre. The molecule adopts a transoid conformation with respect to the central C-C single bond and is in the meso form. A polarimetric study of the compound did not show any optical activity, indicating that the compound is a racemic mixture entirely consistent with the centrosymmetric C2/c space group. In the molecule, there is one intramolecular N-H...O interaction, resulting in the formation of a five-membered ring. In the crystal structure, intermolecular O-H...N and C-H...O interactions are also observed. These interactions form an R2(2)(9) ring and one-dimensional linear chains of edge-fused rings running parallel to the [010] direction, which stabilize the crystal packing.

MeSH terms

  • Aza Compounds / chemistry*
  • Crystallography
  • Glycols / chemistry*
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Spectrophotometry, Infrared

Substances

  • Aza Compounds
  • Glycols
  • meso-4,5-diphenyl-3,6-diazaoctane-1,8-diol