SYNTHESIS AND MOLECULAR STRUCTURE OF 1,4-DIMETHYL-4,5,7,8-TETRAHYDRO-6H-IMIDAZO-DIAZEPINE-5,8-DITHIONE

Article abstract of DOI:10.1007/BF00749713

1,4-dimethyl-4,5,7,8-tetrahydro-6H-imidazo<4,5-e><1,4>-diazepine-5,8-dithione was synthesized by boiling 1,4-dimethyl-4,5,7,8-tetrahydro-6H-imidazo<4,5-e><1,4>-diazepine-5,8-dione (a cylic homolog of theobromine) with P2S5.Its molecular and crystal structures were determined by X-ray structure analysis, PMR spectroscopy and the calculations using the MM2 program.The crystals are monoclinic, sp.gr.P2₁/n with a = 9.305(4), b = 9,464(3), c = 11.628(3) Angstroem, γ = 90.49(3) deg, Z = 4 for C8H10N4S2.M.p. 268-269 deg C.The 7-membered heterocycle has a boat conformation in the crystal, while in solution at room temperature it undergoes interconversion.The geometrical parameters of the molecule obtained by X-ray structure analysis, by PMR spectroscopy below the coalescence temperature (290 K), and by MM2 calculations are in good agreement.