(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 inter-molecular hydrogen bonds: one O-H center dot center dot center dot O [H center dot center dot center dot O = 1.98 angstrom, O center dot center dot center dot O = 2.785 (4) angstrom and O-H center dot center dot center dot O = 166 degrees] and two C-H center dot center dot center dot O [H center dot center dot center dot O = 2.58 and 2.60 angstrom, C center dot center dot center dot O = 3.527 (5) and 3.347 (5) angstrom, and C-H center dot center dot center dot O = 164 and 134 degrees]. These define a chain along b.