Abstract

There are two mol­ecules in the asymmetric unit of the title imidazole derivative, C20H16ClFN2OS2. In one mol­ecule, the dithiol­ane ring is disordered over two positions in a 0.849 (9):0.151 (10) ratio. The imidazole ring makes dihedral angles of 79.56 (9) and 18.45 (9)° with the 4-chloro­phenyl and 2-fluoro­phenyl rings, respectively, in one mol­ecule; in the other mol­ecule, the corresponding angles are 82.72 (9) and 17.39 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions and these linked mol­ecules are stacked along the b axis by π–π inter­actions with a centroid–centroid distance of 3.4922 (11) Å. In addition, π–π inter­actions between the imidazole and 2-fluoro­phenyl rings are also observed, with centroid–centroid distances of 3.4867 (11) and 3.4326 (10) Å. The crystal is further consolidated by weak C—H⋯π inter­actions. Cl⋯S [3.5185 (8) Å], C⋯O [3.192 (3) Å] and C⋯C [3.326 (2)–3.393 (3) Å] short contacts are also observed.

Highlights

  • There are two molecules in the asymmetric unit of the title imidazole derivative, C20H16ClFN2OS2

  • The dithiolane ring is disordered over two positions in a

  • H O interactions and these linked molecules are stacked along the b axis by – interactions with a centroid–centroid distance of 3.4922 (11) Å

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Summary

Crystal data a

USM, Penang, Malaysia, bCrystal Materials Research Unit, Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and cDepartment of Chemistry, Mangalore University, Mangalagangotri 574 199, Karnatak State, India

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