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In the title compound, C21H21FO2S, the cyclo­hexyl ring adopts a chair conformation. The 3-fluoro­phenyl ring makes a dihedral angle of 83.16 (4)° with the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzo­furan ring system. In the crystal, mol­ecules are linked by pairs of C—H...π inter­actions into inversion dimers, which are further packed into stacks along the a-axis direction by C—H...π inter­actions.

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The title compound, C16H13ClO3S, crystallized with two independent mol­ecules in the asymmetric unit. The 4-methyl­phenyl rings make dihedral angles of 75.15 (4)° and 72.18 (4)° with the planes of the benzo­furan ring systems in the two mol­ecules. In the crystal, mol­ecules are linked by weak C—H...O and C—H...π inter­actions, forming a three-dimensional network.

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In the title compound, C22H17FO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzo­furan ring system and the pendant 3-fluoro­phenyl and phenyl rings are 23.92 (5) and 32.44 (5)°, respectively. In the crystal, mol­ecules are linked by two weak C—H...O(sulfin­yl) hydrogen bonds and a C—H...π inter­action, forming a sheet, which lies in the ab plane. A π–π inter­action between the benzene and furan rings of neighbouring mol­ecules [centroid–centroid distance = 3.976 (2) Å] links the mol­ecules into inversion dimers and connects adjacent sheets, resulting in a three-dimensional network.

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In the title compound, C21H14BrFO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzo­furan ring system and the pendant 4-fluoro­phenyl and phenyl rings are 1.50 (8) and 81.47 (6)°, respectively. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds into supra­molecular chains running along the a-axis direction. A short S...O contact [2.9623 (13) Å] involving the sulfinyl groups is observed between inversion-related chains.

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In the title compound, C20H15BrO2S, the dihedral angle between the mean plane [r.m.s. deviation = 0.030 (2) Å] of the naphtho­furan ring system and the 4-methyl­phenyl ring is 38.49 (9)°. In the crystal, mol­ecules are linked by C—H...π and C—Br...π [3.871 (2) Å] inter­actions into stacks along the b-axis direction. These stacks are further linked by weak C—H...O hydrogen bonds, forming a three-dimensional network.

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In the title compound, C21H14F2O2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.007 (2) Å] of the benzo­furan ring system and the pendant 4-fluoro­phenyl and phenyl rings are 5.93 (9) and 80.23 (5)°, respectively. In the crystal, mol­ecules are linked by weak C—H...O and C—H...π inter­actions, forming a three-dimensional network.
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