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.
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References
V. F. Mironov, R. R. Petrov, I. A. Litvinov, et al., Zh. Org. Khim., 71, No. 10, 1753/1754 (2001).
M. P. Groziak, S. R. Wilson, G. L. Clauson, and N. J. Leonard, J. Am. Chem. Soc., 108, No. 25, 8002–8006 (1986).
A. Altomare, G. Cascarano, C. Giacovazzo, and D. Viterbo, Acta Crystallogr. Sec. A, 47, No. 4, 744–748 (1991).
G. M. Sheldrick, SHELX-97, Program for Crystal Structure Refinement, Univ. Göttingen, Germany (1997).
L. J. Farrugia, J. Appl. Crystallogr., 32, 837/838 (1999).
L. H. Straver and A. J. Schierbeek, MolEN. Structure Determination System, V. 1/2. Nonius B.V. Delft. Netherlands (1994).
A. L. Spek, Acta Crystallogr. Sec. A, 46, No. 1, 34–41 (1990).
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).
J. Atzrodt, R. Beckert, W. Gunther, and H. Gorls, Eur. J. Org. Chem., No. 8, 1661–1668 (2000).
N. J. Leonard, B. Bhat, S. R. Wilson, and K. A. Cruickshank, J. Am. Chem. Soc., 113, No. 4, 1398–1406 (1991).
F. N. Allen, O. Kennard, D. G. Watson, et al., J. Chem. Soc., Perkin Trans. II, No. 12, S1–S19 (1987).
A. Kakanejadifard and S. M. F. Farnia, Tetrahedron, 53, No. 7, 2551–2556 (1997).
Cambridge Structural Database System, Version 5.27, Cambridge Crystallographic Data Centre (2006).
L. C. Thomas, Interpretation of the Infrared Spectra of Organophosphorus Compounds, Heyden, New York (1974).
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).
N. B. Colthup, L. H. D. Daly, and S. E. Wiberley, Introduction to Infrared and Raman Spectroscopy, Academic Press, New York (1964).
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).
L. J. Bellamy, The Infrared Spectra of Complex Molecules, Methuen and Co, London (1954).
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Original Russian Text Copyright © 2007 by E. V. Mironova, A. T. Gubaidullin, I. A. Litvinov, V. F. Mironov, A. A. Shtyrlina, V. I. Kovalenko, and R. R. Shagidullin
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Translated from Zhurnal Strukturnoi Khimii, Vol. 48, No. 3, pp. 569–574, May–June, 2007.
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Mironova, E.V., Gubaidullin, A.T., Litvinov, I.A. et al. Crystal and molecular structure of 1,3,4,6-etraphenylimidazolio[4,5-d]-imidazolium bis(phenylenedioxytetrachlorophosphate). J Struct Chem 48, 528–533 (2007). https://doi.org/10.1007/s10947-007-0079-8
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DOI: https://doi.org/10.1007/s10947-007-0079-8