Abstract
Gossindane, the oxidation product of gossypol, demonstrates inclusion properties towards four solvents chosen accidentally. The crystal data of these complexes with ethanol (I), ethylacetate (II), dichloromethane (III) and water (IV) are: (I): C26H30O6· 2C2H5OH, monoclinic, P2/c, a = 8.687(2) Å, b = 10.986(3) Å, c = 14.778(3) Å β = 110.94° V = 1317 Å3, Z = 2, R = 0.069, N = 1368; (II): C26H30O6· 0.5C4H8O2, monoclinic, P21/c, a = 8.960(2) Å, b = 21.937(5) Å, c = 14.712(3) Å, β = 111.98(2)°, V = 2681 Å3, Z = 4, R = 0.083, N = 2653; (III): C26H30O6· CH2Cl2, monoclinic, P21/c, a = 8.886(2) Å, b = 21.778(6) Å, c = 14.996(4) Å, β = 111.31(3)°, V = 2704 Å3, Z = 4, R = 0.131, N = 1580; (IV): C26H30O6·2H2O, monoclinic, C2/c, a = 29.422(9) Å, b = 6.720(2) Å, c = 27.525(9) Å, β = 117.43(2)°, V = 4830 Å3, Z = 8. R = 0.096, N = 2240.
In the solvates H-bonded host molecules form bilayers with very similar structures and a nearly hydrophobic surface. Guest molecules are placed in channels formed between these bilayers and may be H- bonded to host molecules (ethanol). In the hydrate two water molecules using their H-bonding capacity incorporate gossindane molecules into bilayers.
Similar content being viewed by others
References
B.T. Ibragimov, S.A. Talipov and P.M. Zorky: Supramol. Chem. 3, 147 (1994).
B.T. Ibragimov and S.A. Talipov: J. Mol. Cryst. Liq. Cryst. 276, 305 (1996).
M. Gdaniec, B.T. Ibragimov and S.A. Talipov: in J.L. Atwood, J.E.D. Davies, D.D. MacNicol and F. Vögtle (eds.), Comprehensive Supramolecular Chemistry, Vol. 6, in D.D. MacNicol, F. Toda and R. Bishop (eds.), Solid State Supramolecular Chemistry: Crystal Engineering, Elsevier Sciences, Oxford, p. 117 (1996).
E. Weber: in J.L. Atwood, J.E.D. Davies, D.D. MacNicol and F. Vögtle (eds.), Comprehensive Supramolecular Chemistry, Vol. 6, in D.D.MacNicol, F. Toda and R. Bishop (eds.), Solid State Supramolecular Chemistry: Crystal Engineering, Elsevier Sciences, Oxford, p. 535 (1996).
E. Weber and M. Czugler: in E. Weber (ed.), ‘Molecular Inclusion and Molecular Recognition – Clathrates II’, in E. Weber (ed.), Topics in Current Chemistry, Vol. 149, Springer, Berlin, 149, 145 (1988).
K.M. Beketov, B.T. Ibragimov, S.A. Talipov, K.K. Makhkamov and T.F. Aripov: J. Incl. Phenom. 27, 105 (1997).
B.T. Ibragimov, K.M. Beketov, S.A. Talipov, W.L. Duax and P. Strong: Khim. Prir. Soedin 767 (1995); Chem. Abstr. 125, 86914k (1996).
A.I. Ismailov, Z. Shukurov, S.A. Talipov, F.G. Kamaev, R.G. Mardanov and B.T. Ibragimov: Khim. Prir. Soedin 50 (1994); Chem. Abstr. 124, 8358x (1996).
G.M. Scheldrick: SHELXS-86. Program for the solution of crystal structures. University of Göttingen, FRG, (1986).
G.M. Scheldrick: SHELX76. Program for crystal structure determination. University of Cambridge, England, (1976).
B.T. Ibragimov, S.A. Talipov, T.F. Aripov and A.S. Sadykov: J. Incl. Phenom. 8, 323 (1990).
B.T. Ibragimov, S.A. Talipov and M. Gdaniec: J. Incl. Phenom. 8, 409 (1990).
M. Gdaniec, B.T. Ibragimov and S.A. Talipov: J. Incl. Phenom. 8, 431 (1990).
P. Maslak, P.E. Fanwich and R.D. Guthrie: J. Org. Chem. 49, 655 (1984).
M. Shoja: Acta Crystallogr., C 44, 1496 (1988).
S.N. Bertz, G. Rihs and R.B. Woodward: Tetrahedron 38, 63 (1982).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Talipov, S., Ibragimov, B. X-Ray Crystal Structure of Four Inclusion Complexes of the Novel Host Gossindane: An Oxidation Product of Gossypol. Journal of Inclusion Phenomena 33, 27–38 (1999). https://doi.org/10.1023/A:1008054114773
Issue Date:
DOI: https://doi.org/10.1023/A:1008054114773