Skip to main content
Log in

Crystal and molecular structures of complex between ammonium iodide monohydrate and the cis-syn-cis isomer of dicyclohexano-18-crown-6

  • Structures of Organic Compounds
  • Published:
Crystallography Reports Aims and scope Submit manuscript

Abstract

The structure of the [(DCH-6A ⋅ NH4)(H2O)I]2 complex obtained by the reaction between the cis-syn-cisisomer of dicyclohexano-18-crown-6 (DCH-6A) and NH4I has been determined by X-ray diffraction analysis. The crystals are triclinic, a = 9.314(3) Å, b = 11.951(2) Å, c = 12.040(1) Å, α = 77.36(1)°, β = 81.59(1)°, γ = 80.41(2)°, space group \(P\bar 1\), Z = 2, and the final R factor is 0.044. The structure is built up of the (DCH-6A ⋅ NH4) + cationic complexes, iodide anions, and water molecules. The ammonium ion forms three hydrogen bonds of the NH⋯O type [N⋯O, 2.881(5)–2.890(5) Å] with the oxygen atoms of the crown ether molecule. The organic cations are joined together into centrosymmetric dimers through the system of hydrogen bonds of the NH⋯OH type. The I⋯O distances (where the O atom belongs to the bridging water molecule) fall in the range 3.558(4)–3.610(4) Å.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. J. S. Brodbelt, in Comprehensive Supramolecular Chemistry, Ed. by J.-M. Lehn, J. L. Atwood, J. E. D. Davies, D. D. MacNicol, and F. Vogtle (Pergamon, Oxford, 1996), Vol. 1, p. 465.

    Google Scholar 

  2. G. W. Gokel and E. Abel, in Comprehensive Supramolecular Chemistry, Ed. by J.-M. Lehn, J. L. Atwood, J. E. D. Davies, D. D. MacNicol, and F. Vogtle (Pergamon, Oxford, 1996), Vol. 1, p. 511.

    Google Scholar 

  3. M. Meot-Ner, J. Am. Chem. Soc. 105, 4912 (1983).

    Google Scholar 

  4. C. C. Liou and J. S. Brodbelt, J. Am. Chem. Soc. 114, 6761 (1992).

    Article  Google Scholar 

  5. D. Gehin, P. A. Kollman, and G. Wipff, J. Am. Chem. Soc. 111, 3011 (1989).

    Article  Google Scholar 

  6. G. A. Rechnitz and E. Eyal, Anal. Chem. 44, 370 (1972).

    Google Scholar 

  7. G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr. 46, 467 (1990).

    Article  Google Scholar 

  8. G. M. Sheldrick, SHELXL93: Program for the Refinement of Crystal Structures (Univ. of Göttingen, Göttingen, 1993).

    Google Scholar 

  9. N. Walker and D. Stuart, Acta Crystallogr., Sect. A: Found. Crystallogr. 39, 158 (1983).

    Article  Google Scholar 

  10. F. N. Allen and O. Kennard, Chem. Design Automat. News 8, 131 (1993).

    Google Scholar 

  11. R. D. Rogers, L. K. Kurihara, and M. M. Benning, Inorg. Chem. 26, 4346 (1987).

    Google Scholar 

  12. Chen Dai-Rong, Hu Qing-Ping, Meng Yong-De, et al., Jiegou Huaxue 13, 235 (1994).

    Google Scholar 

  13. O. Nagano, A. Kobayashi, and Y. Sasaki, Bull. Chem. Soc. Jpn. 51, 790 (1978).

    Google Scholar 

  14. D. A. Pears, J. F. Stoddart, M. E. Fakley, et al., Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 44, 1426 (1988).

    Google Scholar 

  15. R. D. Rogers and M. M. Benning, Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 44, 1397 (1988).

    Google Scholar 

  16. Wang Ming, Zheng Pei-Ju, Zhang Jing-Zhi, et al., Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 43, 873 (1987).

    Google Scholar 

  17. Zhou Zhongyuan, Yu Kaibei, Liu Li, et al., Jiegou Huaxue 7, 61 (1988).

    Google Scholar 

  18. P. Hofacker, A. Werth, A. Neuhaus, et al., Chem. Ztg. 115, 321 (1991).

    Google Scholar 

  19. Du Gaoying, Zhang Wenxing, and Fan Yue-Peng, Wuji Huaxue Xuebao 3, 34 (1987).

    Google Scholar 

  20. S. T. Malinovskii, Yu. A. Simonov, T. I. Malinovskii, et al., Kristallografiya 29(3), 466 (1984).

    Google Scholar 

  21. Fan Yue-Peng and Zhou Zhongyuan, Huaxue Xuebao 44, 699 (1986).

    Google Scholar 

  22. J. A. Kanters, F. H. van der Steen, A. Schouten, et al., J. Inclusion Phenom. 4, 225 (1986).

    Article  Google Scholar 

  23. Hu Qing-Ping, Chen Dai-Rong, Meng Yong-De, et al., Jiegou Huaxue 14, 206 (1995).

    Google Scholar 

  24. R. Goddard, C. M. Niemeyer, and M. T. Reetz, Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 49, 402 (1993).

    Article  Google Scholar 

  25. C. M. Browne, G. Ferguson, M. A. McKervey, et al., J. Am. Chem. Soc. 107, 2703 (1985).

    Article  Google Scholar 

  26. K. Neupert-Laves and M. Dobler, Helv. Chim. Acta 64, 1653 (1981).

    Article  Google Scholar 

  27. J. D. Owen, J. Chem. Soc., Perkin Trans. 2, 407 (1983).

    Google Scholar 

  28. J. A. Bandy, C. H. L. Kennard, D. G. Parsons, et al., J. Chem. Soc., Perkin Trans. 2, 309 (1984).

    Google Scholar 

  29. D. V. Dearden and In-Hou Chu, J. Inclusion Phenom. 29, 269 (1997).

    Google Scholar 

  30. K. Suwinska, Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 51, 2232 (1995).

    Article  Google Scholar 

  31. B. Nieslanik, E. N. Duesler, L. Miao, et al., Acta Crystallogr., Sect. C: Cryst. Struct. Commun. 52, 205 (1996).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

__________

Translated from Kristallografiya, Vol. 45, No. 1, 2000, pp. 77–83. p

Original Russian Text Copyright © 2000 by Fonar’, Kravtsov, Simonov, Ganin, Lipkowski.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fonar’, M.S., Kravtsov, V.K., Simonov, Y.A. et al. Crystal and molecular structures of complex between ammonium iodide monohydrate and the cis-syn-cis isomer of dicyclohexano-18-crown-6. Crystallogr. Rep. 45, 71–77 (2000). https://doi.org/10.1134/1.171139

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/1.171139

Keywords

Navigation