SYNTHESIS, CRYSTAL AND MOLECULAR-STRUCTURE, AND SPECTROSCOPIC CHARACTERIZATION OF 5-(1-HYDROXYCYCLOHEXYLTHIO)-1,3,4-THIADIAZOLE-2-THIONE

2,5-Dimercapto-1,3,4-thiadiazole (DMTDA), when dissolved in cyclohexanone, interacts strongly with the solvent and the title monothiohemiacetal (MTH) is formed. MTH has been characterized in the solid state by means of X-ray diffraction, IR spectroscopy and thermogravimetric analysis, and in cyclohexanone solution by means of NMR spectroscopy. The title compound crystallizes in the triclinic space group P1- (No. 2), with cell dimensions a = 6.481 (1), b = 9.322(l), c = 9.553(l) angstrom, alpha = 72.31 (1), beta = 89.74(1), gamma = 80.83(1)-degrees and Z = 2. The structure was solved by direct methods and least-squares refinement of structural parameters led to a conventional R factor of 0.041 for 1074 independent reflections. In the solid state, MTH easily undergoes decomposition with loss of cyclohexanone.