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In the title compound, C18H15N3O3, the dihedral angle between the mean planes of the quinoline and indole ring systems [r.m.s. deviations = 0.189 (2) and 0.027 (2) Å, respectively] is 88.65 (5)°. The cyclo­hexene ring of the quinoline ring system adopts an envelope conformation with the central –CH2– C atom as the flap. In the crystal, mol­ecules are linked by two pairs of N—H...O hydrogen bonds, forming inversion dimers, and enclosing R22(14) ring motifs. This arrangement results in the formation of chains propagating along [100].

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In the title compound, C20H18ClN3O3, the five- and six-membered heterocycles fused through a spiro C atom are inclined to each other at an angle of 87.4 (1)°. In the tricyclic ring system, the cyclo­hexene ring adopts an envelope conformation with the spiro atom as the flap. In the crystal, two sets of N—H...O hydrogen bonds link the mol­ecules into columns containing centrosymmetric R22(7) ring motifs and propagating along the b-axis direction.
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