3,9-Bis(dicyanomethylene)-2,4,8,10-tetrathiaspiro[5.5]undecane

The title compound, 2,2'-(2,4,8,10-tetrathiaspiro[5.5]undecane-3,9-diylidene)bis(propanedinitrile), C(13)H(8)N(4)S(4), has been designed and synthesized for use as a potential new organic molecular electronic material. The spiro-annulated structure has twofold symmetry and is formed by two equal push-pull ethylene units, with the cycloalkylthio groups as electron donors and the cyano groups as electron acceptors. The intermolecular S.N non-bonded separation within a layer in the lattice is 3.296 (6) A, indicating a strong intermolecular interaction between the cyano groups and the S atoms, while the S atoms in two neighbouring molecules have a shortest S.S contact of 3.449 (3) A. In addition, attractive C-H.N and C-H.S interactions bridge adjacent molecules either within a layer or between layers. In short, these four types of intermolecular interactions combine to form an extended three-dimensional network in the lattice, resulting in a highly ordered array of molecular packing.