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The cyclo­hexene ring in the title compound, C15H18INO2, adopts a sofa conformation. The dihedral angle between the cyclo­hexene (through all ring atoms) and benzene rings is 63.3 (1)°. The mol­ecular conformation features an N—H...I short contact and the crystal packing features C—H...O hydrogen bonds.

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In the title compound, C25H18N2O3S, the indole moiety is planar and makes a dihedral angle of 89.95 (09)° with the phenyl ring of the sulfonyl substituent. The mol­ecular conformation features a weak C—H...N short contact and the crystal packing reveals a weak C—H...O hydrogen bond.

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In the title compound, C25H23N, the indole unit makes a dihedral angles of 79.03 (5) and 61.82 (4)° with the benzene rings. No classical hydrogen bonds are found in the crystal structure.

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In the title compound, C24H22N2O3, the indoline and pyrrole-fused naphtho­quinone units are both essentially planar [r.m.s. deviations = 0.042 (3) and 0.133 (3) Å, respectively]. The pyrrole ring adopts a C-envelope conformation. The dihedral angle between the mean planes of the two five-membered rings is 89.94 (9)°. The O atoms deviate from the mean planes of the pyrrolidine and naphthalene rings by 0.0311 (2), 0.2570 (2) and 0.1669 (2) Å. In the crystal, C—H...O inter­actions generate dimers with R22(16) and R22(18) graph-set motifs. The carbonyl O atom is involved in bifurcated hydrogen bonding. C—H...π inter­actions also occur.
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