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The dark red tetrahydrotetrathiafulvalenium radical cation has been generated 20 years ago by iodine oxidation of hexathia-dispiro[4.0.4.4]decane and characterized in solution by its temperature-dependent ESR spectrum. Here we report the single crystal growth of its tetrachloroaluminate salt as well as its low temperature structure determination, which proves the C=C double bond to be elongated to 140 pm length and one molecular half to be twisted by 7°. The assumed slight cyanine type distortion is supported by structural comparison with tetrakis(dimethylamino)ethene dication salts and with the 1:3 complex of tetrahydrotetrathiafulvalene mercury dichloride. Unrestricted Density Functional Theory calculations predict both the spin as well as the positive charge to be distributed predominantly within the π molecular center {S 2 C=CS 2 }.

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Wechselwirkungen in Molekülkristallen, 155 [1, 2]. Kristallzüchtung und Strukturbestimmung des Radikalkation-Salzes [Tetrahydrotetrathiafulvalenium ●⊕ ] [AlCl 4  ⊖ ]/Interaction in Molecular Crystals, 155 [1,2]. Crystallization and Structure Determination of the Radicalcation Salt [Tetrahydrotetrathiafulvalenium ●⊕ ][AlCl 4  ⊖ ]