Received 17 April 2013
In the title compound, C21H14FIO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.007 (1) Å] of the benzofuran fragment and the pendant 4-fluorophenyl and phenyl rings are 3.66 (7) and 82.37 (6)°, respectively. In the crystal, molecules are linked by pairs of C-HI hydrogen bonds into centrosymmetric dimers, which are further packed into stacks along the b axis by C-HO hydrogen bonds. In addition, the stacked molecules exhibit inversion-related SO contacts [2.9627 (14) Å] involving the sulfinyl groups.
For background information and the crystal structures of related compounds, see: Choi et al. (2009, 2012). For details of sulfinyl-sulfinyl interactions, see: Choi et al. (2008) and for a review of carbonyl-carbonyl interactions, see: Allen et al. (1998).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 1998); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LD2102 ).
This work was supported by the Blue-Bio Industry Regional Innovation Center (RIC08-06-07) at Dongeui University as an RIC program under the Ministry of Knowledge Economy and Busan city.
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