The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases

Martinez YB, Pirani LSR, Erben MF, Reuter C, Vishnevskiy Y, Stammler H-G, Mitzel NW, Della Vedova CO (2015)
Physical Chemistry Chemical Physics 17(24): 15805-15812.

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The structural and conformational properties of chloromethyl thiocyanate, CH2ClSCN, were studied in the solid phase and in the gas phase using in situ low-temperature single-crystal X-ray diffraction experiments (XRD) and gas electron diffraction (GED), respectively. Depending on the mutual orientation of the Cl-C bond and the -SCN group, two conformations, gauche and anti, were found to coexist in the gas phase. The gauche conformer, with a dihedral angle phi(ClC-SC) = 71.8(4)degrees, is the most stable form, with an abundance of 89(3)% at ambient temperature. High level quantum-chemical calculations at the CCSD(T)/cc-pVTZ level of approximation reproduce these experimental results. In the solid state only gauche conformers were found to be present. The crystal structure shows specific intermolecular interactions including chalcogen-type interactions. The experimental electron density distribution was determined by high-angle X-ray diffraction. The atoms in molecules (AIM) theory was applied to analyze the charge density topology for a better characterization of intermolecular interactions present in the crystal.
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Martinez YB, Pirani LSR, Erben MF, et al. The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases. Physical Chemistry Chemical Physics. 2015;17(24):15805-15812.
Martinez, Y. B., Pirani, L. S. R., Erben, M. F., Reuter, C., Vishnevskiy, Y., Stammler, H. - G., Mitzel, N. W., et al. (2015). The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases. Physical Chemistry Chemical Physics, 17(24), 15805-15812. doi:10.1039/c5cp01968k
Martinez, Y. B., Pirani, L. S. R., Erben, M. F., Reuter, C., Vishnevskiy, Y., Stammler, H. - G., Mitzel, N. W., and Della Vedova, C. O. (2015). The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases. Physical Chemistry Chemical Physics 17, 15805-15812.
Martinez, Y.B., et al., 2015. The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases. Physical Chemistry Chemical Physics, 17(24), p 15805-15812.
Y.B. Martinez, et al., “The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases”, Physical Chemistry Chemical Physics, vol. 17, 2015, pp. 15805-15812.
Martinez, Y.B., Pirani, L.S.R., Erben, M.F., Reuter, C., Vishnevskiy, Y., Stammler, H.-G., Mitzel, N.W., Della Vedova, C.O.: The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases. Physical Chemistry Chemical Physics. 17, 15805-15812 (2015).
Martinez, Y. Berrueta, Pirani, L. S. Rodriguez, Erben, M. F., Reuter, Christian, Vishnevskiy, Yury, Stammler, Hans-Georg, Mitzel, Norbert W., and Della Vedova, C. O. “The structure of chloromethyl thiocyanate, CH2ClSCN, in gas and crystalline phases”. Physical Chemistry Chemical Physics 17.24 (2015): 15805-15812.
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