Skip to main content
Log in

Synthesis and crystal structure of 4,7,13,16,21,24-hexaoxa-1,10-diazoniabicyclo[8.8.8]hexacosane bis(hydrogen oxalate)

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

A crystalline salt of 2.2.2-cryptand and oxalic acid, 4,7,13,16,21,24-hexaoxa-1,10-diazoniabicyclo[8.8.8]hexacosane bis(hydrogen oxalate), [H2(Crypt-222)]2+·2(C2HO4), was synthesized and studied by single crystal X-ray diffraction. In the crystal structure of this salt, the 2.2.2-cryptand cation has a rare conformation of the exo-exo type in which the H atoms at the two protonated N atoms are oriented outside the cryptand cavity. The geometric parameters (bond lengths, bond angles, torsion angles) of the [H2(Crypt-222)]2+ cation and two independent C2HO 4 anions were found with a fairly high accuracy, and the crystal packing was determined. These ions are linked by interionic hydrogen bonds to form thick infinite layers parallel to the (xz) plane.

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. Hiraoka, M., Crown Compounds. Their Characteristics and Applications, Amsterdam: Elsevier, 1982.

    Google Scholar 

  2. Host Guest Complex Chemistry. Macrocycles. Synthesis, Structure, Applications, Vögtle, A. and Weber, E., Eds., Berlin: Springer, 1985.

    Google Scholar 

  3. Allen, F.H., Acta Crystallogr., Sect. B, 2002, vol. 58, no. 3/1, p. 380.

    Article  Google Scholar 

  4. Allen, F.H., Kennard, O., Watson, D.G., Brammer, L., Orpen. G., and Taylor, R., J. Chem. Soc., Perkin Trans. 2, 1987, p. S1.

  5. Van Eerden, J., Harkema, S., and Feil, D., Acta Crystallogr., Sect. B, 1990, vol. 46, no. 2, p. 222.

    Article  Google Scholar 

  6. MacGillivray, L.R. and Atwood, J.L., Chem. Commun., 1997, no. 5, p. 477.

  7. Chekhlov, A.N., Zh. Neorg. Khim., 2003, vol. 48, no. 6, p. 931.

    CAS  Google Scholar 

  8. Chekhlov, A.N., Zh. Neorg. Khim., 2006, vol. 51, no. 3, p. 441.

    CAS  Google Scholar 

  9. Chekhlov, A.N., Zh. Neorg. Khim., 2006, vol. 51, no. 3, p. 446.

    CAS  Google Scholar 

  10. Chekhlov, A.N., Zh. Strukt. Khim., 2006, vol. 47, no. 2, p. 392.

    Google Scholar 

  11. Taylor, R. and Kennard, O., J. Am. Chem. Soc., 1982, vol. 104, p. 5063.

    Article  CAS  Google Scholar 

  12. Sheldrick, G.M., The SHELX-97 Manual, Göttingen (Germany): Univ. of Göttingen, 1997.

    Google Scholar 

  13. International Tables for Crystallography, Dordrecht (Netherlands): Kluwer Academic, 1992, Vol. C.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. N. Chekhlov.

Additional information

Original Russian Text © A.N. Chekhlov, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 8, pp. 1289–1293.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chekhlov, A.N. Synthesis and crystal structure of 4,7,13,16,21,24-hexaoxa-1,10-diazoniabicyclo[8.8.8]hexacosane bis(hydrogen oxalate). Russ J Gen Chem 78, 1524–1528 (2008). https://doi.org/10.1134/S1070363208080100

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363208080100

Keywords

Navigation