3,4-Bis(1-adamantyl)-1,2-dithiete: the First Structurally Characterized Dithiete Unsupported by a Ring or Benzenoid Frame

The structure determination of 3,4-bis(1-adamantyl)-1,2-dithiete, (C₁₀H₁₅)₂C₂S₂ or C₂₂H₃₀S₂, reported herein is the first crystallographic characterization of a 1,2-dithiete molecule unsupported by a benzenoid frame. Two independent molecules exist in the asymmetric unit separated by a pseudo-inversion center. The S₂C₂ four-membered dithiete ring is planar, with a trapezoidal shape enforced by the longer disulfide bond [average 2.086 (2) Å] compared with the olefinic bond [average 1.363 (6) Å]. The adamantyl substituents differ from one another by adopting slightly different rotational conformations with respect to the dithiete ring. The quaternary carbons of the adamantyl groups deviate only slightly from the plane of the dithiete ring (average displacement of 0.023 Å).

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