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The tricyclic aromatic ring system of the title compound, C15H9Cl2N, is essentially planar (r.m.s. deviation = 0.002 Å). The two Cl atoms lie slightly out of the plane of the carbazole ring system, with the C—Cl bonds forming angles of 1.23 (8) and 1.14 (8)° with the plane. The acetylene group has a syn orientation with respect to the ring system. In the crystal, no weak hydrogen bonds nor any π–π stacking inter­actions are observed.

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In the title compound, C15H10ClN3O2, the benzene ring is slightly twisted out of the plane of the 2,3-di­hydro-1H-indole ring system (r.m.s. deviation = 0.007 Å), forming a dihedral angle of 7.4 (3)°. An intra­molecular N—H...O hydrogen bond forms a six-membered ring. In the crystal, mol­ecules are linked via N—H...O and C—H...O hydrogen bonds, forming layers alternately perpendicular to [011] and [0-11].

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The mol­ecular conformation of title compound, C12H11N3S, is almost planar [maximum deviation = 0.063 (2) Å]; an intra­molecular C—H...N hydrogen bond is noted. In the crystal, mol­ecules inter­act with each other via π–π stacking inter­actions between thia­zole rings [centroid–centroid distance = 3.7475 (9) Å] and methyl-H...π(C6) inter­actions, forming columns along the a axis.

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In the title compound, C13H13NO3S, the dihedral angle between the benzene rings is 64.15 (7)° and the C—S—N—C torsion angle is −57.18 (12)°. An intra­molecular N—H...O hydrogen bond closes an S(5) ring. In the crystal, O—H...O hydrogen bonds link the mol­ecules into C(8) chains propagating in [100]. Weak C—H...π inter­actions are also observed.
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