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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.

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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.

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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.

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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.
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