(2S,RS)-6-Phenyl-1-(p-tolylsulfinyl)hexa-3(E),5(E)-dien-2-ol

Acta Crystallogr C. 2006 Oct;62(Pt 10):o631-2. doi: 10.1107/S0108270106036171. Epub 2006 Sep 21.

Abstract

The molecule of the title compound, C19H20O2S, corresponds to a chiral sulfinyldienol with two stereogenic centres, viz. the C atom susbtituted by the hydroxy group and the sulfinyl S atom. The molecule displays a V-shape in the solid state. The dihedral angle defined by the least-squares planes of the aromatic rings is 72.9 (1) degrees. The packing pattern exhibits the following intermolecular hydrogen bonds: one O-H...O [H...O = 1.98 A, O...O = 2.785 (4) A and O-H...O = 166 degrees] and two C-H...O [H...O = 2.58 and 2.60 A, C...O = 3.527 (5) and 3.347 (5) A, and C-H...O = 164 and 134 degrees]. These define a chain along b.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Hexanols / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Organic Chemicals / chemistry*
  • Sulfoxides / chemistry*

Substances

  • 6-phenyl-1-(4-tolylsulfinyl)hexa-3,5-dien-2-ol
  • Hexanols
  • Organic Chemicals
  • Sulfoxides