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Crystal structure analysis of the inclusion compound of 2′-hydroxy-2,4,4,7,4′-pentamethylflavan with 1,4-dioxan and water

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Abstract

The 2: 1: 2 complex of 2′-hydroxy-2,4,4,7,4′-pentamethylflavan (1) with 1,4-dioxan and water is triclinic, space groupP \(\bar 1\), witha=8.164(1),b=8.960(1),c=14.644(1) Å, α=91.56(1), β=97.19(1), γ=103.37(1)°; there are two flavan host, two water molecules and a single 1,4-dioxan guest molecule in the unit cell. The dioxan molecule is linked,via a hydrogen-bonded water molecule, to the phenolic OH group. The second hydrogen of this water molecule is also involved in hydrogen bonding, in this case to the ring oxygen of a second host molecule. Thus a hydrogen-bonded hexameric unit, a common feature of many clathrates of phenolic hosts, is not found in the present structure.

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References

  1. 1.

    J. L. Flippen, J. Karle, and I. L. Karle:J. Am. Chem. Soc. 92, 3749 (1970);

  2. 1a.

    J. L. Flippen and J. Karle:J. Phys. Chem. 75, 3566 (1971).

  3. 2.

    See, for example, A. D. U. Hardy, J. J. McKendrick, and D. D. MacNicol:J. Chem. Soc., Perkin Trans. 2, 1072 (1979) and references therein.

  4. 3.

    W. Baker, R. F. Curtis and M. G. Edwards:J. Chem. Soc. 83 (1951).

  5. 4a.

    See, for example, W. Baker, R. F. Curtis, and J. F. W. McOmie:J. Chem. Soc. 1774 (1952);

  6. 4b.

    W. Baker, D. F. Downing, A. E. Hewitt-Symonds, and J. F. W. McOmie:J. Chem. Soc. 3796 (1952);

  7. 4c.

    W. Baker, J. F. W. McOmie, and J. H. Wild:J. Chem. Soc. 3060 (1957);

  8. 4d.

    M. P. V. Boarland, J. F. W. McOmie, and R. N. Timms:J. Chem. Soc. 4691 (1952).

  9. 5.

    W. Smith and L. D. Kispert:J. Chem. Soc., Faraday Trans. 2, 152 (1977); see also F. Ohzeki, L. D. Kispert, C. Arroyo, and M. Steffan:J. Phys. Chem. 86, 4011 (1982) (related ENDOR study).

  10. 6.

    GX Crystallographic Package, C. J. Gilmore, P. R. Mallinson, K. W. Muir, and D. N. J. White:Acta Cryst. A37, C-340 (1981); MITHRIL Direct Methods Package, C. J. Gilmore:Computational Crystallography (Ed. D. Sayre), p. 138. Clarendon Press (1982).

  11. 7.

    International Tables for X-Ray Crystallography (v. IV), pp. 100 and 149. Kynoch Press (1974).

  12. 8.

    See, for example, J. H. Gall, A. D. U. Hardy, J. J. McKendrick, and D. D. MacNicol,J. Chem. Soc., Perkin Trans. 2, 376 (1979).

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Supplementary Data relevant to this article have been deposited with the British Library Lending Division, and copies may be ordered from there, quoting Sup. 90077.

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MacNicol, D.D., Mallinson, P.R. Crystal structure analysis of the inclusion compound of 2′-hydroxy-2,4,4,7,4′-pentamethylflavan with 1,4-dioxan and water. Journal of Inclusion Phenomena 1, 169–174 (1983). https://doi.org/10.1007/BF00656819

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Key words

  • Inclusion compound
  • X-ray crystal structure analysis
  • 2′-hydroxy-2,4,4,7,4′-pentamethylflavan
  • guest component 1,4-dioxan and water