4,4′-Dimethyl-2,2′-{[2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole-1,3-diyl]bis(methylene)}diphenol

Abstract

The asymmetric unit of the title compound, C23H30N2O2, contains one half-molecule, with a twofold axis splitting the molecule in two identical halves. The structure of the racemic mixture has been reported previously [Rivera et al. (2009) J. Chem. Crystallogr. 39, 827–830] but the enantiomer reported here crystallized in the orthorhombic space group P21212 (Z = 2), whereas the racemate occurs in the triclinic space group P-1 (Z = 2). The observed molecular conformation is stabilized by two intramolecular O—H...N hydrogen bonds, which generate rings with graph-set motif S(6). In the crystal, molecules are linked via non-classical C—H...O interactions, which stack the molecules along the b axis.