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Inclusion complexes of the natural product gossypol. Crystal structure of the 1 : 1 complex of gossypol with isovaleric acid

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Abstract

The crystal structure of the 1 : 1 lattice inclusion complex of gossypol with isovaleric acid has been determined by X-ray structure analysis. The crystals of C30H30O8⁗C5H10O2 are monoclinic, space groupC2/c,a=28.835(7),b=9.063(2),c=26.880(4)Å, β=109.66(1)°,V=6615(2) Å3,Z=8,D x = 1.25 g cm−3, μ(CuKα) = 7.14 cm−1,T = 295 K. The structure was solved by direct methods and refined with isotropic thermal parameters to the finalR value of 0.132 for 1114 observed reflections. Hydrogen bonded gossypol molecules form columns along the [1 0 1] direction. These columns pack into layers parallel to the (101) plane. The layers of gossypol molecules are separated by the layers of isovaleric acid. The acid molecules are connectedvia a pair of O-H...O hydrogen bonds forming centrosymmetric dimers. There is no hydrogen bond interaction between the carboxylic acid dimers and gossypol molecules.

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Authors and Affiliations

  1. Faculty of Chemistry, A. Mickiewicz University, 60-780, Poznań, Poland

    M. Gdaniec

  2. Institute of Bioorganic Chemistry of UzSSR Academy of Sciences, Tashkent, USSR

    B. T. Ibragimov & B. N. Dadabaev

Authors
  1. M. Gdaniec
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  2. B. T. Ibragimov
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  3. B. N. Dadabaev
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Gdaniec, M., Ibragimov, B.T. & Dadabaev, B.N. Inclusion complexes of the natural product gossypol. Crystal structure of the 1 : 1 complex of gossypol with isovaleric acid. J Incl Phenom Macrocycl Chem 8, 423–429 (1990). https://doi.org/10.1007/BF01041198

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  • DOI: https://doi.org/10.1007/BF01041198

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