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In the title compound, C22H19NOS, the cyclo­hexene ring of the tetra­hydro­benzo­thio­phenyl ring system adopts a slightly distorted half-chair conformation and is twisted slightly [7.5 (8)° for the major disorder component] from the mean plane of the thio­phene ring. The dihedral angles between the mean planes of the thio­phene ring and the phenyl rings are 65.7 (3) and 8.3 (4)°. The phenyl rings are twisted with respect to each other by 73.8 (7)°. Disorder was modeled for four C atoms of the cyclo­hexene ring over two sets of sites with an occupancy ratio of 0.659 (2):0.341 (2). In the crystal, a single weak C—H...O inter­action links the mol­ecules into [001] chains.

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In the title compound, C23H20BrNO2S, disorder was modeled for the outer two C atoms of the cyclo­hexene ring over two sets of sites with an occupancy ratio of 0.580 (11):0.420 (11). Both rings have a half-chair conformation. The dihedral angles between the mean plane of the thio­phene ring and the benzene and phenyl rings are 9.2 (2) and 66.1 (2)°, respectively. The benzene and phenyl rings are inclined to each other by 74.8 (8)°. In the crystal, mol­ecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers.
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