Crystal structure of 3'-(1H-indole-3-carbon-yl)-1'-methyl-2-oxo-4'-(4-oxo-4H-chromen-3-yl)spiro-[indoline-3,2'-pyrrolidine]-3'-carbo-nitrile.

In the title compound, C31H22N4O4, the pyrrolidine ring adopts a twist conformation on the N-CH2 bond. The indolin-2-one and the 1H-indole rings are nearly planar (r.m.s. deviations = 0.06 and 0.011 Å, respectively) and are inclined to one another by 34.19 (9)°. The chromene ring system is also nearly planar (r.m.s. deviation = 0.029 Å). It is almost normal to the 1H-indole ring system, with a dihedral angle of 88.71 (8)°, and is inclined to the indolin-2-one ring system by 72.76 (8)°. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds, forming slabs parallel to (10-1). The slabs are linked by C-H⋯O hydrogen bonds, forming a three-dimensional structure.

Facile and diastereoselective synthesis of 3,2'-spiropyrrolidine-oxindoles derivatives, their molecular docking and antiproliferative activities.

In the present study, a series of novel highly functionalized spiropyrrolidine-oxindoles have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide formed from isatin and various amino acids such as sarcosine, proline and thioproline with the dipolarophile (E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-2-(1H-indole-3-carbonyl)acrylonitrile under optimized conditions. All the synthesized compounds were evaluated for their antimicrobial activity and shown significant activity.

1'-(1,3-Diphenyl-1H-pyrazol-4-yl)-1''-(prop-2-en-1-yl)-2',3',5',6',7',7a'-hexa-hydro-1'H-di-spiro-[1-benzo-pyran-3,2'-pyrrolizine-3',3''-indoline]-2'',4-dione 0.75-hydrate.

In the central aza-bi-cyclo-octane unit of the title compound, C40H34N4O3·0.75H2O, the peripheral pyrrolidine ring adopts an envelope conformation with the N atom deviating by 0.209 (2) Å, whereas the other pyrrolidine ring adopts a twisted conformation with the bridging N and C atoms deviating by -0.218 (2) and 0.236 (3) Å, respectively, from the rest of the ring. The pyrazole ring forms dihedral angles of 42.36 (7) and 24.07 (8)° with its C- and N-attached phenyl groups, respectively. The solvent water mol-ecule has a partial occupancy of 0.75. In the crystal, the water mol-ecules link the fused-ring mol-ecules into chains along the b axis via O-H⋯N and O-H⋯O hydrogen bonds. The crystal packing is further stabilized by C-H⋯π inter-actions involving a methyl-ene group of the pyran ring and the C-attached benzene ring on the pyrazole ring.

1'-(1,3-Diphenyl-1H-pyrazol-4-yl)-2',3',5',6',7',7a'-hexa-hydro-1'H-di-spiro-[ace-naphthyl-ene-1,3'-pyrrolizine-2',3''-chromane]-2,4''(1H)-dione.

In the title compound, C41H31N3O3, the pyrazole and pyrrolidine rings adopt twisted conformations. The mean plane of the pyrazole ring forms dihedral angles of 9.11 (12) and 39.65 (11)° with the phenyl rings. The O atoms deviate from the mean planes of the chromene and ace-naphthyl-ene ring systems by 0.194 (15) and 0.079 (15) Å, respectively. In the crystal, molecules are linked via pairs of C-H⋯O inter-actions,forming inversion dimers with an R 2 (2)(12) ring motif.

1'-(1,3-Diphenyl-1H-pyrazol-4-yl)-1''-methyl-2',3',5',6',7',7a'-octa-hydro-1'H-dispiro-[1-benzopyran-3,2'-pyrrolizine-3',3''-indoline]-2'',4-dione.

In the title compound C38H32N4O3, one pyrrolidine ring adopts an envelope conformation with the N atom as the flap while other pyrrolidine ring adopts an twisted conformation. The pyrrolizine ring forms dihedral angles of 79.24 (5) and 77.57 (5)° with the chromene and indole rings, respectively. The carbonyl O atoms deviate from the least-square planes through the chromene and indole rings by 0.0113 (12) and 0.0247 (12) Å, respectively. In the crystal, non-classical C-H⋯O inter-actions link the mol-ecules, generating an C(9) chain along the b-axis direction.