Crystal structure of (1S,3R,8R,10S)-2,2-dichloro-10-hydroxy-3,7,7,10-tetramethyltricyclo[6.4.0.01,3]dodecan-9-one

Abstract

The asymmetric unit of the title compound, C16H24Cl2O2, contains two independent molecules (AandB) which are built from three fused rings,viz.a seven-membered heptane ring, a six-membered cyclohexyl ring bearing a ketone and an alcohol group, and a cyclopropane ring bearing two Cl atoms. In the crystal, the two molecules are linkedviatwo O—H...O hydrogen bonds, forming anA–Bdimer with anR22(10) ring motif. TheAmolecules of these dimers are linkedviaa C—H...O hydrogen bond, forming chains propagating along thea-axis direction. Both molecules have the same absolute configuration,i.e.1S,3R,8R,10S, which is based on the synthetic pathway and further confirmed by resonant scattering [Flack parameter = 0.03 (5)].