In the title compound, C(18)H(17)FO(2)S, the 2-fluoro-phenyl ring makes a dihedral angle of 85.45 (4)° with the mean plane [r.m.s. deviation = 0.017 (1) Å] of the benzofuran fragment. In the crystal, mol-ecules are linked by weak C-H⋯O and C-H⋯π inter-actions.

In the title compound, C(18)H(17)BrO(2)S, the 4-bromo-phenyl ring makes a dihedral angle of 89.03 (6)° with the mean plane of the benzofuran fragment. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O and C-H⋯π inter-actions.

In the title compound, C16H13FO2S, the 4-methyl-phenyl ring makes a dihedral angle of 29.53 (4)° with the mean plane of the benzofuran fragment [r.m.s. deviation = 0.004 (1) Å]. In the crystal, mol-ecules are linked by pairs of weak C-H⋯O hydrogen bonds, forming inversion dimers that stack along the a axis.

In the title mol-ecule, C(17)H(15)ClO(2)S, the 4-chloro-phenyl ring is oriented approximately perpendicular to the mean plane of the benzofuran ring [dihedral angle = 88.98 (4)°]. In the crystal, mol-ecules are linked through weak inter-molecular C-H⋯O and C-H⋯π inter-actions, forming right-hand pseudo-helices along the a axis.

In the title compound, C(20)H(12)BrFO(2)S, the dihedral angles between the mean plane [r.m.s. deviation = 0.006 (2) Å] of the benzofuran fragment and the pendant 4-fluoro-phenyl and phenyl rings are 84.98 (5) and 40.98 (6)°, respectively. In the crystal, mol-ecules are linked by C-H⋯O and C-H⋯π inter-actions.

In the title compound, C(18)H(17)FO(2)S, the 3-fluoro-phenyl ring makes a dihedral angle of 78.30 (5)° with the mean plane of the benzofuran fragment. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds and C-H⋯π inter-actions.

In the title compound, C(17)H(15)FO(3)S, the 4-fluoro-phenyl ring makes a dihedral angle of 72.67 (5)° with the benzofuran plane. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds.

In the title compound, C(17)H(14)FIO(2)S, the 4-fluoro-phenyl ring is rotated out of the benzofuran plane, as indicated by the dihedral angle of 15.60 (6)°. The crystal structure exhibits an I⋯O inter-action [3.052 (2) Å].

In the title compound, C(17)H(14)ClIO(2)S, the 4-chloro-phenyl ring makes a dihedral angle of 12.13 (5)° with the mean plane of the benzofuran ring. In the crystal, pairs of inter-molecular I⋯O contacts [3.145 (1) Å] link the mol-ecules into inversion dimers.

In the title compound, C(16)H(12)ClFO(2)S, the 4-chloro-phenyl ring is rotated out of the benzofuran plane, as indicated by the dihedral angle of 19.79 (8)°. The crystal structure exhibits weak inter-molecular C-H⋯O hydrogen bonds and C-H⋯π inter-actions.