Rac-(Z)-2-(2,4-Dichloro-benzyl-idene)-1-aza-bicyclo-[2.2.2]octan-3-ol

The racemic form of the title compound, C14H15Cl2NO, was prepared by the base-catalyzed reaction of 2,4-dichloro-benzaldehyde with 1-aza-bicyclo-[2.2.2] octan-3-one and subsequent reduction to the corresponding secondary alcohol. In the mol-ecule, the olefinic bond connecting the 2,4-dichloro-phenyl ring and 1-aza-bicyclo-[2.2.2]octan-3-ol group has Z geometry. The C=C - CH=C torsion angle [45.3 (3)°] indicates deviation of the 2,4-dichloro-phenyl ring from the plane of the double bond connected to the aza-bicyclic ring. The hydroxyl group is disordered over two sites, the ratio of occupancies being approximately 0.67:0.33. The crystal structure contains intermolecular O - H⋯N hydrogen bonds.