6b-Hydroxy-17-methyl-15-(3-nitrophenyl)-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 dichloromethane hemisolvate

Abstract

In the title compound, C34H25N3O4·0.5CH2Cl2, which crystallized as a dichloromethane hemisolvate, the central 1-methylpyrrolidine ring adopts an envelope conformation 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 mean plane makes dihedral angles of 40.09 (11), 69.21 (10) and 80.88 (8)° with the mean planes of the cyclopentane, cyclohexane and acenaphthylene rings, respectively. The 3-nitrobenzene ring is inclined to the acenaphthylene and quinoline ring systems by 69.32 (8) and 82.07 (7)°, respectively. There is an intramolecular O—H...N hydrogen bond present forming an S(5) ring motif. In the crystal, molecules are linked by C—H...O hydrogen bonds, forming sheets lying parallel to the ab plane, which enclose R22(18), R22(14), R22(12) and R22(16) ring motifs.

Keywords

• crystal structure
• pyrrolidines
• acenaphthylene
• C—H...O hydrogen bonding