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In the title compound, C 35 H 30 N 2 O 2 , the piperidine ring adopts a chair conformation and the pyrrolidine ring adopts an envelope conformation. The naphthalene ring makes dihedral angles of 24.56 (3) and 36.13 (4)° with the terminal phenyl rings. The dihedral angle between the two terminal phenyl rings is 55.27 (5)°. One of the C atoms in the pyrrolidine ring is disordered over two sites, with a refined occupany ratio of 0.670 (3):0.330 (3). An intra­molecular O—H⋯N hydrogen bond generates an  S (6) ring. In the crystal structure, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate  R22 (18) loops within sheets of mol­ecules lying parallel to the  bc  plane.

acta crystallographica. section e

11-[(E)-Benzylidene]-14-hydroxy-8-phenyl-3,13-diazaheptacyclo[13.7.1.19,13.02,9.02,14.03,7.019,23]tetracosa-1(22),15,17,19(23),20-pentaen-10-one