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In the title indole derivative, C22H21NO4, the dihedral angle between the benzene and pyrrole rings of indole moiety is 1.8 (1)°. The plane of the 4-meth­oxy­phenyl ring is oriented with a dihedral angle of 60.7 (1)° with respect to the plane of the indole moiety. The mol­ecular packing is stabilized by C—H...O hydrogen bonds which form a V-shaped chain arrangement along the bc plane of the unit cell. In addition to this, C—H...π and π–π inter­actions [centroid–centroid distances = 3.8102 (11) and 3.8803(12) Å], which run along the b-axis direction, stabilize the mol­ecular packing.

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In the title carbazole derivative, C32H32N2, the mol­ecule resides on a crystallographic twofold axis, which runs through the central C—C bond. The carbazole ring system is almost planar, with a maximum deviation of 0.041 (1) Å for one of the ring-junction C atoms. The crystal packing is stabilized by C—H...π inter­actions only, which form a C(7) chain-like arrangement along [110] in the unit cell.

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The title mol­ecular salt, C13H15N2+·Br, crystallized with two independent ion pairs (A and B) in the asymmetric unit. In the cations, the planes of the pyridine and benzene rings are inclined to one another by 79.32 (8) and 82.30 (10)° in ion pairs A and B, respectively. In the crystal, the anions and cations are connected by N—H...Br hydrogen bonds, forming a centrosymmetric tetra­mer-like unit enclosing an R84(16) ring motif. These units are linked via C—H...Br hydrogen bonds, forming a three-dimensional network.
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