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In the title compound, C16H16N2O, the phenyl and 2-amino­phenyl rings are almost perpendicular to one another, with a dihedral angle of 82.77 (8)°. There is an intra­molecular N—H...O hydrogen bond in the mol­ecule. In the crystal, mol­ecules are linked via N—H...O hydrogen bonds forming chains along [001]. There are also C—H...π inter­actions present, linking the chains to form a three-dimensional structure.

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In the title compound, C24H18N2O5S, the S atom has a distorted tetra­hedral configuration, with bond angles varying from 105.11 (7) to 119.98 (8)°. As a result of the electron-withdrawing character of the phenyl­sulfonyl group, the N—Csp2 bond lengths [1.414 (2) and 1.413 (2) Å] are slightly longer than the reported value of 1.355 (14) Å for N atoms with a planar configuration. The indole moiety is essentially planar, with a maximum deviation of 0.0177 (14) Å for the N atom. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 85.70 (7)° with the mean plane of the indole moiety. The mol­ecular structure features intra­molecular C—H...O hydrogen bonds, which generate S(6) and S(12) ring motifs. In the crystal, adjacent mol­ecules are linked via C—H...O hydrogen bonds, forming infinite C(7) chains running along the a-axis direction. The crystal packing also features C—H...π inter­actions, which form a three-dimensional structure.
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