2,5‐Dichloro‐2,5‐dihydrothiophene 1‐oxide: determinaton of the complete stereochemistry |
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Authors: | Virginia B. Pett LeRoy W. Haynes |
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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 α 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. |
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