The title compound can be isolated from concentrated solutions of 4,4′,5,5′-tetramethoxy-2,2′- dithiobiphenyl (DTB, 2) and iodine as blue needles with brass-coloured luster. The crystal structure consists of stacks of (partially oxidized) DTB units with alternating orientations and of disordered polyiodide chains in channels between these stacks. The DTB molecule is not planar; the dihedral angle between the two phenyl rings is 25.1°, the dithio bridge is inclined by 41.7° to the longitudinal axis. The bond distances and angles of the disulfide group are in the normal range, the dihedral angles (CArSS′CAr′ = 55.6°, CArCArSS′ = 41.3°) differ from the ideal values of ca. 90° as a consequence of the cyclic structure
The cyclic bis(disulfides) (III) and (V) are produced by reaction of the alkoxybenzenes (I) and naphthalenes (IV) with disulfur dichloride (II) in acetic acid, followed by treatment with tin dichloride.
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