Supramolecular organization in catena-poly{diethyl[3-(2-pyridyl)-2-sulfanylpropenoato]tin(IV)} and related diorganotin(IV) sulfanylcarboxylato compounds

Abstract

Reaction of 3-(2-aryl)-2-sulfanylpropenoic acids with diorganotin(IV) oxides afforded compounds of the type [SnR₂L] [R = Me, Et, Buⁿ or Ph; H₂L = 3-(2-thienyl)-, -(phenyl)- or -(2-pyridyl)-2-sulfanylpropenoic acid]. The structure of [SnEt₂(pyspa)] was determined by single-crystal X-ray diffraction and shown to be polymeric, with the tin atom in a distorted trigonal-bipyramidal environment created by intramolecular bonds to a C atom of each of two ethyl groups and to a sulfur and a carboxylic oxygen of the pyspa ligand together with an additional intermolecular Sn–O bond. Mass, Mössbauer, IR, Raman and NMR spectroscopy of the other eleven compounds prepared suggests similar polymeric structures for all.

References

1. (a) C. J. Evans, in The Chemistry of Tin, ed. P. G. Harrison, Chapman and Hall, New York, 1989, p. 421; M. T. Musmeci, G. Madonia, M. T. Lo Giudice, A. Silvestri, G. Ruissi and R. Barbieri, Appl. Organomet. Chem., 1992, 6, 127.
2. A. Barbieri, A. M. Giuliani, G. Ruissi, A. Silvestri and R. Barbieri, Z. Anorg. Allg. Chem., 1995, 621, 89.
3. R. D. Deanin and S. R. Deshmukh, Polym. Mater. Sci. Eng., 1995, 73, 479.
4. (a) G. Domazetis, M. F. Mackay, R. J. Magee and B. D. James, Inorg. Chim. Acta, 1979, 34, L247; (b) J. D. Cashion, G. Domazetis and B. D. James, J. Organomet. Chem., 1980, 185, 433; (c) G. K. Sharma and N. Sharma, Appl. Organomet. Chem., 1993, 7, 33 and refs. therein; (d) C. D. Hager, F. Huber, A. Silvestri, A. Barbieri and R. Barbieri, Gazz. Chim. Ital., 1993, 123, 583; (e) K. Gajda-Schrantz, L. Nagy, E. Kuzmann, A. Vértes, J. Holecek and A. Lycka, J. Chem. Soc., Dalton Trans., 1997, 2201.
5. T. P. Lockhart, Organometallics, 1988, 7, 1438.
6. J. Meunier-Piret, M. Boualam, R. Willem and M. Gielen, Main Group Met. Chem., 1993, 16, 329.
7. A. Izquierdo and J. L. Beltrán, Mikrochim. Acta (Wien) II, 1989, 91 and refs. therein.
8. E. Campaigne and R. E. Cline, J. Am. Chem. Soc., 1956, 21, 32.
9. B. A. Frenz, in Computing in Crystallography, eds. H. Schenk, R. Olthof-Hazekamp, H. Van Koningsveld and G. C. Bassi, Delft University Press, 1985, vol. 2.2, pp. 64–71.
10. N. Walker and D. Stuart, Acta Crystallogr., Sect. A, 1983, 39, 158.
11. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467.
12. G. M. Sheldrick, SHELXL 97. Program for the refinement of crystal structures. University of Göttingen, 1997.
13. International Tables for X-Ray Crystallography, Kynoch Press, Birmingham, 1984, vol. 4 (Present distributor Kluwer Academic Publishers, Dordrecht).
14. L. Zsolnai, ZORTEP, A program for the presentation of thermal ellipsoids, University of Heidelberg, 1997.
15. E. Keller, SCHAKAL, A program for plotting molecular and crystal structures, University of Freiburg, 1988.
16. E. J. Huheey, E. A. Keiter and R. L. Keiter, Inorganic Chemistry. Principles of Structure and Reactivity, Harper Collins College Publishers, New York, 4th edn., 1993, p. 292.
17. M. V. Castaño, A. Macías, A. Castiñeiras, A. Sánchez González, E. García Martinez, J. S. Casas, J. Sordo, W. Hiller and E. E. Castellano, J. Chem. Soc., Dalton Trans., 1990, 1001.
18. J. D. Curry and R. J. Jandecek, J. Chem. Soc., Dalton Trans., 1972, 1120.
19. E. R. T. Tiekink, Appl. Organomet. Chem., 1991, 5, 1.
20. S. W. Ng, Ch. Wei and V. G. Kumar Das, J. Organomet. Chem., 1988, 345, 59.
21. R. V. Parish, in Mössbauer Spectroscopy Applied to Inorganic Chemistry, ed. G. J. Long, Plenum, New York, 1994, vol. 1, ch. 16.
22. R. Barbieri, A. Silvestri, A. Barbieri, G. Riusi, F. Huber and C. D. Hager, Gazz. Chim. Ital., 1994, 124, 187.
23. K. C. Molloy and K. Quill, J. Chem. Soc., Dalton Trans., 1985, 1417.
24. G. B. Deacon and R. Phillips, Coord. Chem. Rev., 1980, 33, 227.
25. D. Cook, Can. J. Chem., 1961, 39, 2009.
26. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley, New York, 4th edn., 1986, p. 231.
27. H. H. Lee, A. Kuwae and K. Hanai, Spectrosc. Lett., 1984, 27, 787.
28. M. Danish, G. H. Alt, A. Badshah, S. Ali, M. Mazhar and N. Islam, J. Organomet. Chem., 1995, 468, 51.
29. J. S. Casas, A. Castiñeiras, A. Macias, M. C. Rodriguez Argüelles, A. Sánchez and J. Sordo, Inorg. Chim. Acta, 1992, 197, 163.
30. R. Haran, F. Nepven-Juras and J. P. Laurent, Org. Magn. Reson., 1977, 10, 203.
31. T. P. Lockhart and W. F. Manders, Inorg. Chem., 1986, 25, 892.