Charge-Transfer Complexes of Nitro Derivatives of 9,10-Phenanthrenequinone with 9-Methyl-9H-carbazole: Quantum Chemical Simulation and X-Ray Diffraction Study

Basing on the quantum-chemical simulation in the framework of the density functional theory, the data on the structure and properties of the charge-transfer complexes of nitro derivatives of 9,10-phenanthrenequinone with 9-methyl-9H-carbazole have been obtained. The energy of the complexes formation, mean distances between the donor and acceptor planes, and the values of the charge transfer from the donor to the acceptor have been calculated. Crystal and molecular structure of the complex of 2,4,7-trinitro-9,10-phenanthrenequinone with 9-methyl-9H-carbazole has been elucidated by means of X-ray diffraction analysis. In the crystal of the complex, the donor and the acceptor molecules form parallel stacks of the mixed type {–D–A–D–A–}_∞ with interplanar distances 3.29 and 3.35 Å. Each molecule of the acceptor is involved in the intermolecular C–H···O 2.42–2.69 Å hydrogen bonds.