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In the title compound, C17H15BrO2S, the dihedral angle between the mean plane [r.m.s. deviation = 0.003 (2) Å] of the benzo­furan ring system and the mean plane [r.m.s. deviation = 0.006 (2) Å] of the 4-bromo­phenyl ring is 83.09 (7)°. In the crystal, weak C—H...π inter­actions are observed.

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The asymmetric unit of the title compound, C16H12ClFO2S, contains two independent mol­ecules in which the benzo­furan ring systems are essentially planar, with r.m.s. deviations of 0.007 (1) and 0.013 (1) Å. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds into chains extending along the b axis. These chains are further packed into stacks along the c -axis by S...O contacts [3.1898 (11) and 3.1361 (11) Å] involving the sulfinyl groups. In both 3-fluoro­phenyl rings, the F atom is disordered over two positions, with site-occupancy factors of 0.921 (2) and 0.079 (2).

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In the title compound, C16H13ClO2S, the dihedral angle between the mean plane [r.m.s. deviation = 0.004 (2) Å] of the benzo­furan ring system and the 4-methyl­phenyl ring is 29.25 (8)°. In the crystal, inversion dimers linked by pairs of weak C—H...O interactions generate R22(14) loops.

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In the title compound, C17H15BrO2S, both the benzo­furan and 2-bromo­phenyl rings are virtually planar, with r.m.s. deviations of 0.009 (2) and 0.006 (2) Å, respectively. The dihedral angle between these mean planes is 89.31 (7)°. In the crystal, mol­ecules are linked via pairs of C—H...π inter­actions into inversion dimers. These dimers are further linked by C—H...π inter­actions into supra­molecular chains running along the b axis. In addition, C—S...π inter­actions, with an S-to-ring-centroid distance of 3.50 (2) Å, are observed between inversion-related dimers.
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