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In the title compound, C22H19NO2S, the two phenyl rings adopt a trans conformation with respect to the indole moiety. The indole system deviates slightly from planarity. The aromatic ring of the phenyl­sulfonyl group is almost perpendicular to the indole ring, while the benzyl ring is oriented at an angle of 77.01 (1)°. A zigzag C—H...O intermolecular hydrogen bond along the b axis and C—H...π interactions stabilize the crystal packing.

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In the title mol­ecule, C35H27NO3S2, the indole system is approximately planar. The phenyl rings of the phenyl­sulfonyl and phenyl­sulfanyl groups are oriented at angles of 74.69 (7) and 88.35 (9)°, respectively, to the indole ring system. The dihedral angle between the two phenyl rings of the di­phenyl­propanone moiety is 74.25 (10)°. Inversion-related mol­ecules form C—H...π interactions and C—H...O hydrogen bonds. The C—H...O intermolecular hydrogen bonds form a closed ring pattern in the crystal stucture.

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In the title compound, C26H20BrN3O3, the central pyrrolidine ring adopts an envelope conformation. In the crystal structure, the mol­ecules exist as centrosymmetric N—H...O hydrogen-bonded dimers. The dimers are linked via C—H...O hydrogen bonds, forming a chain along the b axis.

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In the title compound, C26H20ClN3O3, the central pyrrolidine ring adopts an envelope conformation. In the crystal structure, the mol­ecules exist as centrosymmetric N—H...O hydrogen-bonded dimers. The dimers are linked via C—H...O hydrogen bonds, forming a chain along the b axis.

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In the title compound, C27H23N3O4, the pyrrolidine ring adopts a half-chair conformation. Inversion-related mol­ecules are linked via N—H...O hydrogen bonds into a zigzag chain. In addition, inter­molecular C—H...O and C—H...π hydrogen bonds are observed.
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