rac-Methyl (1R,3′S)-1′,1′′-dimethyl-2,2′′-dioxo-2H-dispiro­[acenaphthyl­ene-1,2′-pyrrolidine-3′,3′′-indoline]-4′-carboxyl­ate

In the title compound, C₂₆H₂₂N₂O₄, the pyrrolidine ring adopts a twisted conformation and the other five-membered rings adopt envelope conformations with the spiro C atoms as the flap atoms. The naphthalene ring system of the dihydro­acenaphthyl­ene group forms dihedral angles of 89.2 (9) and 75.5 (6)° with the pyrrolidine and indole rings, respectively. The pyrrolidine ring makes a dihedral angle of 80.1 (9)° with the indole ring. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds, forming chains along the b-axis direction.

2-Chloro-8,8-dimethyl-8,9-dihydro-7H-chromeno[2,3-b]quinoline-10,12-dione

The asymmetric unit of the title compound, C₁₈H₁₄ClNO₃, contains two independent mol­ecules (A and B). In both mol­ecules, the cyclo­hexa­none ring has a chair conformation. The dihedral angles between the pyran ring and the pyridine and chloro­phenyl rings are 2.13 (9) and 2.19 (9)°, respectively, in A, and 0.82 (9) and 1.93 (9)°, respectively, in B. The carbonyl O atoms deviate from the pyran and benzene rings to which they are attached by −0.092 (2) and 0.064 (2) Å, respectively, in A, and by −0.080 (2) and −0.063 (2) Å, respectively, in B. In the crystal, the A mol­ecules are linked via C—H...O hydrogen bonds, forming double-stranded chains along [100]. They lie parallel to the double-stranded chains formed by the B mol­ecules, which are also linked via C—H...O hydrogen bonds. The chains stack up the c axis in an –A–A–B–B–A–A– manner, with a number of π–π inter­actions involving A and B mol­ecules; the centroid–centroid distances vary from 3.4862 (11) to 3.6848 (11) Å

8,8-Dimethyl-8,9-dihydro-7H-chromeno[2,3-b]quinoline-10,12-dione

In the title compound, C₁₈H₁₅NO₃, the fused benzopyran and pyridine rings are essentially coplanar [r.m.s. deviation = 0.0533 Å with a maximum deviation of 0.080 (1) Å for a benzene C atom]. The cyclo­hexa­none ring adopts an envelope conformation with the dimethyl-substituted C atom 0.660 (2) Å out of the plane formed by the remaining ring atoms (r.m.s. deviation = 0.0305 Å). The dihedral angle between the mean planes of the pyran and cyclo­hexa­none rings is 12.95 (6)°. In the crystal, mol­ecules are linked via C—H...O hydrogen bonds, leading to chains running along [011].

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-methyl-2′,3′,5′,6′,7′,7a'-octa­hydro-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 inter­actions link the mol­ecules, generating an C(9) chain along the b-axis direction.

A diastereomer of methyl (1R,3′S)-1′,1′′-dimethyl-2,2′′-dioxo-2H-dispiro­[ace­naphthyl­ene-1,2′-pyrrolidine-3′,3′′-indoline]-4′-carboxyl­ate

In the title compound, C₂₆H₂₂N₂O₄, the central pyrrolidine ring adopts a twist conformation and the cyclo­pentane ring of the dihydro­acenapthylene group adopts an envelope conformation with the spiro C atom as the flap. The naphthalene ring system of the dihydro­acenaphthyl­ene group forms dihedral angles of 83.4 (9) and 61.3 (7)°, respectively, with the mean planes of the pyrrolidine and indole rings. The crystal packing is stabilized by inter­molecular C—H...O hydrogen bonds. The title compound is a diastereomer of a previously reported structure.

(6′R*,7′R*)-7′-(1,3,-Diphenyl-1H-pyrazol-4-yl)-1,2,5′,6′,7′,7a',3′′,4′′-octa­hydro-1′H,2′′H-dispiro­[acenaphthyl­ene-1,5′-pyrrolo­[1,2-c][1,3]thia­zole-6′,3′′-[1]benzopyran]-2,4′′-dione

In the title compound, C₄₀H₂₉N₃O₃S, the pyran ring adopts a sofa conformation, the thia­zolidine ring adopts a twisted conformation and the pyrrolidine ring adopts an envelope conformation with the N atom as the flap. The pyrazole ring is essentially planar [maximum deviation = 0.002 (2) Å] and forms dihedral angles of 4.8 (1) and 39.0 (1)°, respectively, with the benzene rings attached to the N and C atoms. The acenapthylene ring system is approximately planar [maximum deviation = 0.058 (2) Å] and forms dihedral angles of 85.9 (1) and 48.5 (1)°, respectively, with the pyrollothia­zole and chromene ring systems. The mol­ecular conformation is stabilized by three weak intra­molecular C—H...O hydrogen bonds, which generate one S(8) and two S(6) ring motifs. In the crystal, pairs of C—H...O hydrogen bonds link centrosymmetrically related mol­ecules into dimers, generating R₂²(14) ring motifs. The crystal packing also features pairs of C—H...π inter­actions, which link the dimers into a supra­molecular chain along the b axis.

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-2′,3′,5′,6′,7′,7a'-hexa­hydro-1′H-di­spiro­[ace­naphthyl­ene-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 ace­naphthyl­ene ring systems by 0.194 (15) and 0.079 (15) Å, respectively. In the crystal, molecules are linked via pairs of C—H...O inter­actions,forming inversion dimers with an R₂²(12) ring motif.

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.

6′-(1,3-Diphenyl-1H-pyrazol-4-yl)-7′-(1H-indol-3-ylcarbon­yl)-2-oxo-1-(prop-2-en-1-yl)-5′,6′,7′,7a'-tetra­hydro-1′H-spiro­[indoline-3,5′-pyrrolo­[1,2-c][1,3]thia­zole]-7′-carbo­nitrile

In the title compound, C₄₁H₃₂N₆O₂S, the pyrrolo­thia­zole ring system is folded about the bridging N—C bond. The thia­zolidine and pyrrolidine rings adopt envelope (with the fused C atom as the flap) and twisted conformations, respectively. The two phenyl rings attached to the pyrazole ring are twisted from the plane of the latter by 6.8 (1) and 52.8 (1)°. The allyl group is disordered over two conformations in a 0.805 (6):0.195 (6) ratio. In the crystal, pairs of N—H...O hydrogen bonds link the mol­ecules into centrosymmetric dimers.

1′-(1,3-Diphenyl-1H-pyrazol-4-yl)-1′′-(prop-2-en-1-yl)-2′,3′,5′,6′,7′,7a'-hexa­hydro-1′H-di­spiro­[1-benzo­pyran-3,2′-pyrrolizine-3′,3′′-indoline]-2′′,4-dione 0.75-hydrate

In the central aza-bi­cyclo­octane 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 mol­ecule has a partial occupancy of 0.75. In the crystal, the water mol­ecules link the fused-ring mol­ecules 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 inter­actions involving a methyl­ene group of the pyran ring and the C-attached benzene ring on the pyrazole ring.