2,8-Dimethyl-5,11-bis[3-(methylsulfanyl)propyl]-1H,7H-diimidazo[c,h][1,6]diazecine

Abstract

The refinement of the crystal structure of the title compound, C20H34N6S2, was challenging, as a consequence of three issues: crystals are twinned, disordered, and include large empty voids corresponding to ca 8% of the unit-cell volume. A satisfactory model was obtained using data collected at 153 K. The diazecine ring is centrosymmetric, and displays the expected boat–chair–boat conformation. The 3-(methylsulfanyl)propyl chain is disordered over two sites with equal occupancies, and different conformations, i.e. trans–gauche–gauche for the first chain [Ndiaz—Cmeth—Cmeth—Cmeth torsion angles: 169.9 (4), 66.8 (5), 62.4 (5)°; diaz = diazecine and meth = methylene] and trans–trans–gauche for the second component [torsion angles: 169.9 (4), −177.6 (4), 64.4 (5)°]. In the crystal, N—H...N hydrogen bonds between imidazole rings are evident; weak intermolecular C—H...S contacts are also noted. The crystal studied was modelled as a two-component twin.