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Inclusion of water by a crown amide. First crystal structure of a respective host-guest combination

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Abstract

Crown amide (1) forms a stoicheiometric 1:1 inclusion complex with water, the X-ray crystal structure of which is reported. Crystals of1 · H2O are triclinic, space groupP1, witha=7.503(1),b=11.394(3),c=13.443(2) Å, α=107.066(18), β=96.627(10), γ=106.377(14)°, andZ=2.R F =0.039 for 1697 MoKα reflections [I>3σ(I)] measured at 24°C. The structure features a hydrogen bonded hostguest relationship with concrete1 · H2O units. Hydrogen bonds are between the water oxygen and O(4), N(4), respectively. The crystal packing shows a cavity arrangement of four ligands around each water molecule.

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References

  1. E. Weber: inSynthesis of Macrocycles — The Design of Selective Complexing Agents; Progress in Macrocyclic Chemistry, Vol. 3 (eds. R. M. Izatt and J. J. Christensen), p. 337, Wiley, New York (1987).

    Google Scholar 

  2. F. Vögtle, W. M. Müller, and W. H. Watson:Top. Curr. Chem. 125, 131 (1984).

    Google Scholar 

  3. I. Goldberg: inInclusion Compounds, Vol. 2 (eds. J. L. Atwood, J. E. D. Davies, and D. D. MacNicol), p. 261. Academic Press, London (1984).

    Google Scholar 

  4. F. Vögtle, W. M. Müller, H. Puff, and E. Friedrichs:Chem. Ber. 116, 2344 (1983);

    Google Scholar 

  5. C. Krieger and F. Diederich.Chem. Ber. 118, 3620 (1985).

    Google Scholar 

  6. S. E. Fuller, J. F. Stoddart, and D. J. Williams:Tetrahedron Lett. 23, 1835 (1982);

    Google Scholar 

  7. S. Buoen, J. Dale, P. Grothe, and J. Krane.J. Chem. Soc., Chem. Commun. 1172 (1982).

  8. W. H. Watson, J. Galloy, D. A. Grossie, F. Vögtle, and W. M. Müller:J. Org. Chem. 49, 347 (1984).

    Google Scholar 

  9. D. J. Cram and K. N. Trueblood:Top. Curr. Chem. 98, 43 (1981).

    Google Scholar 

  10. G. R. Newkome, H. C. R. Taylor, F. R. Fronczek, T. J. Delord, D. K. Kohli, and F. Vögtle:J. Am. Chem. Soc. 103, 7376 (1981).

    Google Scholar 

  11. P. D. J. Grootenhuis, J. W. H. M. Uiterwijk, D. N. Reinhoudt, C. J. van Staveren, E. J. R. Sudhölter, M. Bos, J. van Eerden, W. T. Klooster, L. Kruise, and S. Harkema:J. Am. Chem. Soc. 108, 780 (1986).

    Google Scholar 

  12. I. Goldberg and K. M. Doxsee:J. Incl. Phenom 4, 303 (1986).

    Google Scholar 

  13. A. J. Hopfinger:Intermolecular Interactions and Biomolecular Organization, Wiley, New York (1977).

    Google Scholar 

  14. E. Buhleier, W. Wehner, and F. Vögtle:Chem. Ber. 111, 200 (1978).

    Google Scholar 

  15. P. Main, L. Lessinger, M. M. Woolfson, G. Germain, and J. P. Declercq: MULTAN 78.A System of Computer Programs for the Automatic Solution of Crystal Structures from X-ray Diffraction Data. Univs. of York, England, and Louvain, Belgium (1978).

    Google Scholar 

  16. R. Hilgenfeld and W. Saenger:Top. Curr. Chem. 101, 1 (1982).

    Google Scholar 

  17. E. Weber, H.-P. Josel, H. Puff, and S. Franken:J. Org. Chem. 50, 3125 (1985).

    Google Scholar 

  18. G. R. Newkome, S. Pappalardo, V. K. Gupta, and F. R. Fronczek:J. Org. Chem. 48, 4848 (1983).

    Google Scholar 

  19. G. R. Newkome, F. R. Fronczek, and D. K. Kohli:Acta Crystallogr. B37, 2114 (1981)

    Google Scholar 

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Supplementary Data relating to this article are deposited with the British Library as Supplementary Publication No. SUP 82055 (16 pages).

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Weber, E., Newkome, G.R., Fronczek, F.R. et al. Inclusion of water by a crown amide. First crystal structure of a respective host-guest combination. Journal of Inclusion Phenomena 6, 1–7 (1988). https://doi.org/10.1007/BF00659363

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