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Iodide∙∙∙π interactions of perhalogenated quinoid rings in co-crystals with organic bases (CROSBI ID 255944)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Molčanov, Krešimir ; Mali, Gregor ; Grdadolnik, Jože ; Stare, Jernej ; Stilinović, Vladimir ; Kojić-Prodić, Biserka Iodide∙∙∙π interactions of perhalogenated quinoid rings in co-crystals with organic bases // Crystal growth & design, 18 (2018), 5182-5193. doi: 10.1021/acs.cgd.8b00634

Podaci o odgovornosti

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

engleski

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

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.

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

Posvećeno prof. Dietmaru Stalkeu povodom 60. rođendana

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Podaci o izdanju

18

2018.

5182-5193

objavljeno

1528-7483

1528-7505

10.1021/acs.cgd.8b00634

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Kemija

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