(1R*,2R*,4S*,5R*,6R*,8S*)-4,8-Dimethyl-2,6-diphenyl-bicyclo-[3.3.1]nonane-2,6-diol

Abstract

The racemic title compound, C(23)H(28)O(2), crystallizes in the space group C2/c as a layered structure in which a centrosymmetric three hydrogen bond sequence links four molecules. Both hydroxy groups are involved in this arrangement, but they differ in that one participates in two hydrogen bonds while the other takes part in only one. Between layers, the aromatic rings take part in edge-face interactions [shortest C-H⋯C distances 3.04, 3.10 and 3.12 Å and angle between normal to planes 86.7(2)°], forming a centrosymmetric dimer. The lattice is further stabilized by C-H⋯π interactions involving both methyl (shortest C⋯C 3.82 and 3.97 Å) and methylene (shortest C⋯C 3.60 Å) groups.

Fig. 1.

Molecular structure of the compound, with ellipsoids drawn at 50% probability level. Only one of the two disordered hydrogen positions is shown for each hydroxy group.

Fig. 2.

A hydrogen bonded layer in the bc plane. Hydrogen bonds are shown by red lines. In Figs. 2 and 3 C is green, O is red.

Fig. 3.

The centrosymmetric dimer links layers by a double edge-face interactions (shown as black arrows).