15-(4-Chlorophenyl)-6b-hydroxy-17-methyl-6b,7,16,17-tetrahydro-7,14a-methanonaphtho[1′,8′:1,2,3]pyrrolo[3′,2′:8,8a]azuleno[5,6-b]quinolin-14(15H)-one methanol hemisolvate

Abstract

In the title solvate, C35H25ClN2O3·0.5CH3OH, the conformation of the central 1-methylpyrrolidine ring is best described as an envelope with the N atom as the flap. The cyclopentane ring adopts a twist conformation on the CH—CH2 bond and the cyclohexane ring has an envelope conformation with the CH2 atom as the flap. The pyrrolidine ring makes dihedral angles of 40.87 (12), 67.89 (11), 81.86 (9) and 70.86 (12)° with the mean planes of the cyclopentane, cyclohexane, acenaphthylene and chlorobenzene rings, respectively. The quinoline ring system is inclined to the naphthalene ring system by 54.14 (6)°. There is a short O—H...N contact in the molecule making an S(5) ring motif. In the crystal, there is a disordered and partially occupied ethan-1,2-diol solvent molecule present, located about an inversion centre, which links the title molecules via O—H...O and C—H...O hydrogen bonds, forming chains propagating along the a-axis direction.

Keywords

• crystal structure
• pyrrolidine
• quinoline
• acenaphthylene
• hydrogen bonding