Naslov
Iodide∙∙∙π interactions of perhalogenated quinoid rings in co-crystals with organic bases

Autori
Molčanov, Krešimir ; Mali, Gregor ; Grdadolnik, Jože ; Stare, Jernej ; Stilinović, Vladimir ; Kojić-Prodić, Biserka

Izvornik
Crystal growth & design (1528-7483) 18 (2018); 5182-5193

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
charge transfer, quinone, semiquinone radical, solid-state NMR, IR spectroscopy, crystal structure, anion∙∙∙π interactions, DFT calculations

Sažetak
First anion∙∙∙π contacts with quinoid rings have been described in novel co-crystals of tetrabromo- and tetrachloroquinone with iodide salts of substituted N-methylpyridinium cations. In seven crystal structures of these co-crystals a centrosymmetric unit I-∙∙∙quinone∙∙∙I- is observed involving close contacts between iodide anions and electron-depleted carbon skeletons of the quinoid rings. However, the salt with N-methyl-4-methylcarboxypyridinium base crystallizes in two polymorphs characterized by O=C∙∙∙quinone∙∙∙C=O interaction instead of I-∙∙∙quinone∙∙∙I- one. A possible charge transfer, suggested by black color of the crystals, is probed by solid-state NMR and IR spectroscopies and analyzed by DFT calculations.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

Napomena
Posvećeno prof. Dietmaru Stalkeu povodom 60. rođendana

POVEZANOST RADA