Crystal structure of 4′-(2-methoxyquinolin-3-yl)-1′-methyldispiro[indan-2,2′-pyrrolidine-3′,3′′-indoline]-1,3,2′′-trione

Abstract

In the title compound, C30H23N3O4, the central 1-methylpyrrolidine ring adopts a twist conformation on the N—CH2 bond. The pyrrolidin-2-one ring of the indolin-2-one ring system also has a twist conformation on the C—C bond involving the spiro C atom and the carbonyl C atom. The five-membered ring of the indene-1,3-dione moiety has an envelope conformation with the spiro C atom as the flap. The quinoline ring system adopts an almost planar conformation (r.m.s. deviation = 0.04 Å). The mean planes of the indolin-2-one ring system, the indene-1,3-dione ring system and the the quinoline ring system are inclined to the mean plane of the central 1-methylpyrrolidine ring by 77.97 (7), 86.98 (7) and 46.58 (6)°, respectively. In the crystal, molecules are linked via N—H...N hydrogen bonds, forming chains along the b axis. The chains are linked via a number of C—H...O hydrogen bonds, and C—H...π and π–π interactions [inter-centroid distance = 3.7404 (9) Å], forming a three-dimensional network.

Keywords

• crystal structure
• spiro-indane
• spiro-indolino
• quinoline
• pyrrolidine
• hydrogen bonding