In the title compound, C21H25Cl2NO, the dihedral angle between the two benzene rings is 33.18 (11)°. The five-membered ring adopts an envelope conformation. There is an intra­molecular O—H⋯N hydrogen bond. In the crystal, mol­ecules are linked by weak N—H⋯Cl hydrogen bonds, forming a helical chain along the c axis.

The title compound, C20H23Cl2NO, was prepared by condensation of (R)-1-(2-chloro­phen­yl)-1-cyclo­pentyl­methanamine with 1-(5-chloro-2-hydroxy­phen­yl)ethanone, resulting in the formation of a new chiral center. The structural analysis confirms the absolute configuration of the title compound and the formation of the (R,R) diastereoisomer. There is an intra­molecular O—H⋯N hydrogen bond which stabilizes the conformation of the mol­ecule. The mol­ecules are linked to each other through weak C—H⋯π inter­actions.

In the crystal structure of the title compound, C24H23NO, the phenyl ring makes dihedral angles of 81.53 (11) and 75.35 (12)°, respectively, with the methyl-substituted and the fused benzene rings. The dihedral angle between the two benzene rings is 71.10 (10)°. There is an intra­molecular O—H⋯N hydrogen bond.