Acta Crystallographica Section E (Feb 2011)

1-{4-Chloro-2-[2-(2-fluorophenyl)-1,3-dithiolan-2-yl]phenyl}-2-methyl-1H-imidazole-5-carbaldehyde

  • Hoong-Kun Fun,
  • Suchada Chantrapromma,
  • V. Sumangala,
  • G. K. Nagaraja,
  • Boja Poojary

DOI
https://doi.org/10.1107/S1600536811002595
Journal volume & issue
Vol. 67, no. 2
pp. o496 – o497

Abstract

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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.