Charge transfer complexes of nitroderivatives of 9,10-phenanthreqinone with 9-methyl-9H-carbazole: quantum chemical simulation, x-ray diffraction study

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Abstract

Within the framework of the density functional theory approximation, quantum-chemical calculations were performed and data on the structure and properties of charge-transfer complexes of 9,10-phenanthrenquinone nitro derivatives with 9-methyl-9 H -carbazole were obtained. The formation energies of complexes, the average distances between the donor and acceptor planes, and the values of charge transfer from the donor to the acceptor have been calculated. The crystal and molecular structure of the complex of 2,4,7-trinitro-9,10-phenanthrenquinone with 9-methyl-9 H -carbazole (C14H5N3O8·C13H11N) was determined by X-ray diffraction analysis. In the crystal of the complex, the donor and acceptor molecules form parallel stacks of the {-D-A-D-A-}∞ mixed type with average interplanar distances of 3.29 and 3.35 Å. Each acceptor molecule forms intermolecular hydrogen bonds C-H···O 2.42-2.69 Å.

About the authors

R. V Linko

RUDN University

Email: linko-rv@rudn.ru

M. A Ryabov

RUDN University

V. V Davydov

RUDN University

V. N Khrustalev

RUDN University;N.D. Zelinsky Institute of Organic Chemistry of Russian Academy of Sciences

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