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

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.