Jp. Donahue et Rh. Holm, 3,4-BIS(L-ADAMANTYL)-1,2-DITHIETE - THE FIRST STRUCTURALLY CHARACTERIZED DITHIETE UNSUPPORTED BY A RING OR BENZENOID FRAME, Acta crystallographica. Section C, Crystal structure communications, 54, 1998, pp. 1175-1178
The structure determination of 3,4-bis(1-adamantyl)-1,2-dithiete, (C10
H15)(2)C2S2 or C22H30S2, reported herein is the first crystallographic
characterization of a 1,2-dithiete molecule unsupported by a benzenoi
d frame. Two independent molecules exist in the asymmetric unit separa
ted 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) Angstrom] compared with the olefinic bond [ave
rage 1.363 (6) Angstrom]. The adamantyl substituents differ from one a
nother by adopting slightly different rotational conformations with re
spect to the dithiete ring. The quaternary C atoms of the adamantyl gr
oups deviate only slightly from the plane of the dithiete ring (averag
e displacement of 0.023 Angstrom).