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Spectral Characterization and X-Ray Crystallographic Studies of Some Triphenyltin(IV) Dithiocarbamates Compounds
Corresponding Author(s) : Normah Awang
Asian Journal of Chemistry,
Vol. 30 No. 12 (2018): Vol 30 Issue 12
Abstract
Three novel triphenyltin(IV) compounds with N-(2-methoxyethyl)-N-methyldithiocarbamate (1), N-benzyl-N-phenethyldithiocarbamate (2) and N-methyl-N-hexyldithiocarbamate (3) ligands have been successfully synthesized via in situ insertion method. The newly synthesized compounds gave fairly sharp melting points indicating their purity and were successfully isolated as crystalline solids. All the compounds have been characterized by CHNS elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopies. A single C-S vibration band around 1000 cm-1 was observed in all compounds, suggesting bidentate bonding of dithiocarbamate ligand to tin metal through both sulfur donor atoms. The crystal structures of all the compounds were determined by X-ray crystallography. All the compounds were crystallized in triclinic system having PI space group. The single crystal X-ray diffraction data illustrated all three dithiocarbamato ligands are bidentate but in asymmetric fashion due to D(Sn-S) bond length and the geometry at the tin center is described as distorted trigonal-bipyramidal.
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I.P. Ferreira, G.M. de Lima, E.B. Paniago, W.T. Rocha, J.A. Takahashi, C.B. Pinheiro and J.D. Ardisson, Eur. J. Med. Chem., 58, 493 (2012); https://doi.org/10.1016/j.ejmech.2012.10.021.
A. Varela-Ramirez, M. Costanzo, Y.P. Carrasco, K.H. Pannell and R.J. Aguilera, Cell Biol. Toxicol., 27, 159 (2011); https://doi.org/10.1007/s10565-010-9178-y.
A.-L. Lainé and C. Passirani, Curr. Opin. Pharmacol., 12, 420 (2012); https://doi.org/10.1016/j.coph.2012.04.006.
M. Gielen, Appl. Organomet. Chem., 16, 481 (2002); https://doi.org/10.1002/aoc.331.
M.K. Amir, S. Khan, Zia-ur-Rehman, A. Shah and I.S. Butler, Inorg. Chim. Acta, 423, 14 (2014); https://doi.org/10.1016/j.ica.2014.07.053.
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N. Khan, Y. Farina, L.K. Mun, N.F. Rajab and N. Awang, J. Mol. Struct., 1076, 403 (2014); https://doi.org/10.1016/j.molstruc.2014.08.015.
Agilent.CrysAlis PRO. Agilent Technologies Inc., Santa Clara, CA, USA (2015).
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G.M. Sheldrick, Acta Crystallogr. C, 71, 3 (2015); https://doi.org/10.1107/S2053229614024218.
L.J. Farrugia, J. Appl. Cryst., 45, 849 (2012); https://doi.org/10.1107/S0021889812029111.
K. Brandenburg, DIAMOND Crystal Impact GbR, Bonn, Germany (2006).
Y. Farina, A.H. Othman, I. Baba, S.W. Ng and H.-K. Fun, Main Group Met. Chem., 25, 67 (2002); https://doi.org/10.1515/MGMC.2002.25.1-2.67.
F. Bonati and R. Ugo, J. Organomet. Chem., 10, 257 (1967); https://doi.org/10.1016/S0022-328X(00)93085-7.
Z.U. Rehman, A. Shah, N. Muhammad, S. Ali, R. Qureshi, A. Meetsma and I.S. Butler, Eur. J. Med. Chem., 44, 3986 (2009); https://doi.org/10.1016/j.ejmech.2009.04.031.
O.S. Jung, J. Hwa Jeong and Y.S. Sohn, Polyhedron, 8, 1413 (1989); https://doi.org/10.1016/S0277-5387(00)86254-3.
L. Giovagnini, L. Ronconi, D. Aldinucci, D. Lorenzon, S. Sitran and D. Fregona, J. Med. Chem., 48, 1588 (2005); https://doi.org/10.1021/jm049191x.
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J. Holeèek, M. Nádvorník, K. Handlíø and A. Lyèka, J. Organomet. Chem., 315, 299 (1986); https://doi.org/10.1016/0022-328X(86)80450-8.
P.F. Lindley and P. Carr, J. Crys. Mol. Struct., 4, 173 (1974); https://doi.org/10.1007/BF01197912.
A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn and G.C. Verschoor, J. Chem. Soc., Dalton Trans., 1349 (1984); https://doi.org/10.1039/DT9840001349.
R. Mohamad, N. Awang, N.F. Kamaludin, M.M. Jotani and E.R.T. Tiekink, Acta Crystallogr. Sect. E Struct. Rep. Online, 72, 1480 (2016); https://doi.org/10.1107/S2056989017001098.