(7aR)-1-[(2R,5S,E)-6-Hy-droxy-5,6-dimethyl-hept-3-en-2-yl]-7a-methyl-hexa-hydro-1H-inden-4(2H)-one

Abstract

The chiral title compound, C(19)H(32)O(2), contains a [4.3.0]-bicyclic moiety in which the shared C-C bond presents a trans configuration and a side chain in which the C=C double bond shows an E conformation. The conformations of five- and six-membered rings are envelope (with the bridgehead atom bearing the methyl substituent as the flap) and chair, respectively, with a dihedral angle of 4.08 (17)° between the idealized planes of the rings. In the crystal, the mol-ecules are self-assembled via classical O-H⋯O hydrogen bonds, forming chains along [112]; these chains are linked by weak non-classical C-H⋯O hydrogen bonds, giving a two-dimensional supra-molecular structure parallel to (010). The absolute configuration was established according to the configuration of the starting material.

Fig. 1.

The molecular structure of the title compound. Non-H atoms are present as displacement ellipsoids at the 30% probability level.

Fig. 2.

View of two-dimensional supramolecular organization in the crystal structure of the title compound. H atoms not involved in hydrogen bonds (dashed lines) have been omitted for clarify.