Methyl (3S,10b'S)-5-chloro-9′-fluoro-1-methyl-2-oxo-5′-phenyl-10b'H-spiro­[indoline-3,1′-pyrazolo­[3,2-a]iso­quinoline]-2′-carboxyl­ate

In the title compound, C₂₇H₁₉ClFN₃O₃, the pyrazole ring has a twist conformation and the six-membered ring to which it is fused has a screw-boat conformation. The mean plane of the pyrazole ring is inclined to the 2-methyl­indoline ring by 85.03 (9) and by 28.17 (8)° to the mean plane of the iso­quinoline ring system. In the crystal, mol­ecules are linked by pairs of C—H...F hydrogen bonds, forming inversion dimers. These dimers are linked via C—H...O hydrogen bonds, forming a two-dimensional network lying parallel to (10-1).

Methyl 5′′-chloro-1′,1′′-dimethyl-2,2′′-dioxodi­spiro­[indoline-3,2′-pyrrolidine-3′,3′′-indoline]-4′-carboxyl­ate

In the title compound, C₂₂H₂₀ClN₃O₄, the central pyrrolidine ring adopts an envelope conformation on the N atom. The indolinone systems are individually roughly planar, with maximum deviations from their mean planes of 0.130 Å for the spiro C atom of the indolinone unit and 0.172 Å for the carbonyl C atom of the 5-chloro-1-methyl­indolinone unit. They make dihedral angles of 77.7 (8) and 86.1 (8)° with the mean plane through the central pyrrolidine ring. In the crystal, mol­ecules are linked by N—H...O hydrogen bonds supported by C—H...O contacts into chains along the ab diagonal. The structure also features C—H...O hydrogen bonds, forming R₂²(8) and R₂²(16) rings and generating a three-dimensional array.

Methyl 2-(5-chloro-1-methyl-2-oxo-2,3-di­hydro-1H-indol-3-ylidene)acetate

The title compound, C₁₂H₁₀ClNO₃, the indoline ring system is essentially planar, with a maximum deviation of 0.009 Å for the N atom. The indoline ring and acetate group are essentially coplanar, with a maximum deviation of 0.086 Å for the O atom. The mean plane through the methoxy­carbonyl­methyl group forms a dihedral angle of 3.68 (5)° with the plane of the indoline ring system. The mol­ecular structure is stabilized by an intra­molecular C—H...O hydrogen-bond inter­action. In the crystal, π–π stacking inter­actions [centroid–centroid distance = 3.7677 (8) Å] occur between benzene rings, forming a chain running along the c-axis direction.