(2S,4aR,8aS)-6-Oxoperhydronaphthalene-2-acetic acid: `conglomerate' crystallization and catemeric hydrogen bonding in a bicyclic η-keto acid

Abstract

The title compound, C12H18O3, produces crystals of a single enantiomer from a racemic solution; these associate in the solid state in a translational acid‐to‐ketone catemeric mode [O...O = 2.7087 (15) Å and O—H...O = 175 (2)°], producing two screw‐related hydrogen‐bonded chains. The ring‐fusion and side‐chain stereochemistry arise during the synthesis from a 4‐substituted cyclohexanone.