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Crystal Structures of the Solvates of Di-ethylaminogossypol with Ethyl Acetate and Pyridine

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Abstract

The crystal structures of di-ethylaminogossypol with ethyl acetate (DEAG-EA) and pyridine (DEAG-P) were studied by room-temperature X-ray diffraction. The host-to-guest molecule ratio in these complexes is 2:1 for DEAG-EA and 2:5 for DEAG-P. The crystal and cell parameters for DEAG-EA are C34H40N2O6·0.5(C4H8O2), M = 660.78, triclinic, space group P-1, a = 11.316(2) Å, b = 12.082(2) Å, c = 15.085(3) Å, α = 73.34(3)°, β = 73.32(3)°, γ = 73.61(3)°, V = 1,847.3(7) Å3, Z = 2, and d calc. = 1.188 g/cm3 and for DEAG-P are C34H40N2O6·2.5(C5H5 N), M = 769.91, triclinic, space group P-1, a = 9.6090(19) Å, b = 14.894(3) Å, c = 16.038(3) Å, α = 90.66(3)°, β = 106.25(3)°, γ = 103.17(3)°, V = 2138.7(9) Å3, Z = 2, and d calc. = 1.195 g/cm3. In both structures, the di-ethylaminogossypol molecules are in the enamine form, which is the same tautomer found for other reported Schiff base gossypol derivatives. The enantiomeric gossypol molecules of each structure form different centrosymmetric dimer assemblies. These assemblies pack differently in each solvate.

Index Abstract

Crystal structures of the solvates of di-ethylaminogossypol with ethyl acetate and pyridine were determined by X-ray diffraction.

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Acknowledgments

This project was supported with funds from the STCU/ARS-USDA Former Soviet States Cooperative Research Program, Project P181.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, Mirzo Ulugbek str. 83, 100143, Tashkent, Uzbekistan

    Kamil Z. Tilyabaev, Samat A. Talipov, Bakhtiyar T. Ibragimov & Abdurasul M. Yuldashev

  2. Southern Regional Research Center, ARS, USDA, 1100 Robert E. Lee Blvd., New Orleans, LA, 70124, USA

    Michael K. Dowd

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  1. Kamil Z. Tilyabaev
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  2. Samat A. Talipov
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Correspondence to Samat A. Talipov.

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Tilyabaev, K.Z., Talipov, S.A., Ibragimov, B.T. et al. Crystal Structures of the Solvates of Di-ethylaminogossypol with Ethyl Acetate and Pyridine. J Chem Crystallogr 39, 677–682 (2009). https://doi.org/10.1007/s10870-009-9544-x

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