Acta Crystallographica Section C

Crystal Structure Communications

Volume 61, Part 4 (April 2005)


organic compounds



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Acta Cryst. (2005). C61, o211-o212    [doi:10.1107/S0108270105004257]

2,5-Dichloro-2,5-dihydrothiophene 1-oxide: determinaton of the complete stereochemistry

V. B. Pett and L. W. Haynes

Abstract: The title five-membered heterocycle, C4H4Cl2OS, adopts an envelope conformation with the S atom at the tip of the flap. All three ring substituents, viz. the sulfoxide O atom and the two Cl atoms, are cis to each other. The two C atoms [alpha] to the sulfoxide group are also bonded to chlorine. The electron-withdrawing chlorine substituents give rise to weak C-H...O hydrogen bonds with the sulfoxide O atom of a symmetry-related molecule [H...O = 2.44  (2) and 2.61  (2)  Å, C...O = 3.143  (3) and 3.302  (2)  Å and C-H...O = 129.9  (19) and 135.1  (19)°]. There is also a possible weak C-H...Cl interaction. Chains of molecules held together by these weak interactions run parallel to the a axis.

Formula: C4H4Cl2OS


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