Intermolecular interactions-photophysical properties relationships in phenanthrene-9,10-dicarbonitrile assemblies

Anastasiia M. Afanasenko, Alexander S. Novikov, Tatiana G. Chulkova, Yakov M. Grigoriev, Ilya E. Kolesnikov, Stanislav I. Selivanov, Galina L. Starova, Andrey A. Zolotarev, Anatoly N. Vereshchagin, Michail N. Elinson

Результат исследований: Научные публикации в периодических изданияхстатья

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Аннотация

Phenanthrene-9,10-dicarbonitriles show various luminescence behaviour in solution and in the solid state. Aggregation patterns of phenanthrene-9,10-dicarbonitriles govern their luminescent properties in the solid state. Single crystal structures of phenanthrene-9,10-dicarbonitriles showed head-to-tail intraplane (or quasi-intraplane) intermolecular interactions and π-stacking patterns with eclipsing of molecules when viewed orthogonal to the stacking plane. The π-stacking interactions were detected in the X-ray structures of phenanthrene-9,10-dicarbonitriles and studied by DFT calculations at the M06–2X/6–311++G(d,p) level of theory and topological analysis of the electron density distribution within the framework of QTAIM method. The estimated strength of the C⋯C contacts responsible for the π-stacking interactions is 0.6–1.1 kcal/mol. The orientation of molecules in crystals depends on the substituents in phenanthrene-9,10-dicarbonitriles. Distinct molecular orientation and packing arrangements in crystalline phenanthrene-9,10-dicarbonitriles ensured perturbed electronic communication among the nearest and non-nearest molecules through an interplay of excimer and dipole couplings. As a result, the intermolecular interactions govern the solid state luminescence of molecules.
Язык оригиналаанглийский
Номер статьи126789
ЖурналJournal of Molecular Structure
Том1199
Ранняя дата в режиме онлайн30 авг 2019
DOI
СостояниеОпубликовано - янв 2020

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