Advertisement

Journal of Structural Chemistry

, Volume 48, Issue 3, pp 528–533 | Cite as

Crystal and molecular structure of 1,3,4,6-etraphenylimidazolio[4,5-d]-imidazolium bis(phenylenedioxytetrachlorophosphate)

  • E. V. Mironova
  • A. T. Gubaidullin
  • I. A. Litvinov
  • V. F. Mironov
  • A. A. Shtyrlina
  • V. I. Kovalenko
  • R. R. Shagidullin
Article

Abstract

X-ray diffraction structural study of a novel aromatic 10π-electron system of 1,3,4,6-tetraphenyl-imidazolio[4,5-d]-imidazolium bis(phenylenedioxytetrachlorophosphate) is carried out. The crystals are monoclinic; a = 8.483(2) Å, b = 23.986(4) Å, c = 10.727(2) Å; β = 106.84(2)°; V = 2089.1(7) Å3, space group P21/n. The compound crystallizes as a salt containing two phenylenedioxytetrachlorophoshate anions per one dication of 1,3,4,6-tetraphenylimidazolio[4,5-d]imidazolium. The cation occupies a special position on the inversion center. There are short C-H...X (X = O, Cl) contacts and π-π-interactions between aromatic fragments in the crystal and their combined effect results in the development of a layered structure.

Keywords

1,3,4,6-tetraphenylimidazolio[4,5-d]-imidazolium bis(phenylenedioxytetrachlorophosphate) crystal and molecular structure X-ray diffraction analysis 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    V. F. Mironov, R. R. Petrov, I. A. Litvinov, et al., Zh. Org. Khim., 71, No. 10, 1753/1754 (2001).Google Scholar
  2. 2.
    M. P. Groziak, S. R. Wilson, G. L. Clauson, and N. J. Leonard, J. Am. Chem. Soc., 108, No. 25, 8002–8006 (1986).CrossRefGoogle Scholar
  3. 3.
    A. Altomare, G. Cascarano, C. Giacovazzo, and D. Viterbo, Acta Crystallogr. Sec. A, 47, No. 4, 744–748 (1991).CrossRefGoogle Scholar
  4. 4.
    G. M. Sheldrick, SHELX-97, Program for Crystal Structure Refinement, Univ. Göttingen, Germany (1997).Google Scholar
  5. 5.
    L. J. Farrugia, J. Appl. Crystallogr., 32, 837/838 (1999).CrossRefGoogle Scholar
  6. 6.
    L. H. Straver and A. J. Schierbeek, MolEN. Structure Determination System, V. 1/2. Nonius B.V. Delft. Netherlands (1994).Google Scholar
  7. 7.
    A. L. Spek, Acta Crystallogr. Sec. A, 46, No. 1, 34–41 (1990).Google Scholar
  8. 8.
    A. J. Arduengo III, J. R. Goerlich, R. Krafczyk, and W. J. Marshall, Angew. Chem., Int. Ed. Engl., 37, Nos. 13/14, 1963–1965 (1998).CrossRefGoogle Scholar
  9. 9.
    J. Atzrodt, R. Beckert, W. Gunther, and H. Gorls, Eur. J. Org. Chem., No. 8, 1661–1668 (2000).Google Scholar
  10. 10.
    N. J. Leonard, B. Bhat, S. R. Wilson, and K. A. Cruickshank, J. Am. Chem. Soc., 113, No. 4, 1398–1406 (1991).CrossRefGoogle Scholar
  11. 11.
    F. N. Allen, O. Kennard, D. G. Watson, et al., J. Chem. Soc., Perkin Trans. II, No. 12, S1–S19 (1987).Google Scholar
  12. 12.
    A. Kakanejadifard and S. M. F. Farnia, Tetrahedron, 53, No. 7, 2551–2556 (1997).CrossRefGoogle Scholar
  13. 13.
    Cambridge Structural Database System, Version 5.27, Cambridge Crystallographic Data Centre (2006).Google Scholar
  14. 14.
    L. C. Thomas, Interpretation of the Infrared Spectra of Organophosphorus Compounds, Heyden, New York (1974).Google Scholar
  15. 15.
    R. R. Shagidullin, A. V. Chernova, V. S. Vinogradova, and F. S. Mukhametov, Atlas of IR Spectra of Organophosphorus Compounds (interpreted spectrograms), Nauka, Moscow, Kluwer Academic Publishers, Dordrecht-Boston-London (1990).Google Scholar
  16. 16.
    N. B. Colthup, L. H. D. Daly, and S. E. Wiberley, Introduction to Infrared and Raman Spectroscopy, Academic Press, New York (1964).Google Scholar
  17. 17.
    M. R. Grimmett, Imidazoles and their Benzo Derivatives (i) Structure, Comprehensive Heterocyclic Chemistry I. V. 5, Pt. 4a, A. R. Katritzky and C. W. Rees (eds.), Elsevier, New York (1984).Google Scholar
  18. 18.
    L. J. Bellamy, The Infrared Spectra of Complex Molecules, Methuen and Co, London (1954).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2007

Authors and Affiliations

  • E. V. Mironova
    • 1
  • A. T. Gubaidullin
    • 1
  • I. A. Litvinov
    • 1
  • V. F. Mironov
    • 1
  • A. A. Shtyrlina
    • 1
  • V. I. Kovalenko
    • 1
  • R. R. Shagidullin
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific CenterRussian Academy of SciencesKazan

Personalised recommendations