文摘
Pure N,N′-di(methoxycarbonylsulfenyl)urea, [CH3OC(O)SNH]2CO, is quantitatively prepared by the hydrolysis reaction of CH3OC(O)SNCO and characterized by 1H NMR, GC–MS and FTIR spectroscopy techniques. Structural and conformational properties are analyzed using a combined approach with data obtained from X-ray diffraction, vibrational spectra and theoretical calculation methods. The IR and Raman spectra for normal and deuterated species are reported. The crystal structure of [CH3OC(O)SNH]2CO was determined by X-ray diffraction methods. The substance crystallizes in the orthorhombic P21212 space group with a = 9.524(2), b = 12.003(1), c = 4.481(1) Å, and Z = 2 moieties in the unit cell. The molecule is sited on a twofold crystallographic axis (C2) parallel to c and shows the anti–anti conformation (S–N single bonds antiperiplanar with respect to the opposite C–N single bonds in sulfenyl-ureasic group). Neighboring molecules are arranged in a chain motif that extends along the C2-axis and is held by bifurcated NHOHN intermolecular bonds. A local planar symmetry is observed in the crystal for the central –SN(H)C(O)N(H)S– skeleton. Experimental and calculated data allow to trace this structural feature to the occurrence of N–HOC hydrogen bonding interactions. Calculated vibrational and structural properties are in good agreement with the experimentally determined features.