Halogen and Hydrogen Bond Motifs in Ionic Cocrystals Derived from 3-Halopyridinium Halogenides and Perfluorinated Iodobenzenes
| Autor: | Vinko Nemec, Vladimir Stilinović, Lidija Posavec, Dominik Cinčić |
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| Rok vydání: | 2021 |
| Předmět: |
Halogen bond
010405 organic chemistry Chemistry Hydrogen bond Communication Ionic bonding General Chemistry 010402 general chemistry Condensed Matter Physics Ring (chemistry) 01 natural sciences 3. Good health 0104 chemical sciences chemistry.chemical_compound Iodobenzenes Halogen Polymer chemistry halogen bond hydrogen bond crystal structure halopyridinium cation halogenide anion Molecule General Materials Science Pyridinium |
| Zdroj: | Crystal Growth & Design |
| ISSN: | 1528-7505 1528-7483 |
| DOI: | 10.1021/acs.cgd.1c00755 |
| Popis: | Four halopyridinium salts, 3-chloro- and 3-bromopyridinium chlorides and bromides, have been successfully cocrystallized with two ditopic perfluorinated iodobenzenes, 1,4-diiodotetrafluorobenzene and 1,2-diiodotetrafluorobenzene. These halogen bond donor molecules were chosen because the different positionings of halogen bond donor atoms can lead to different supramolecular architectures. In this work, we present insight into the halogen bond acceptor potential of chloride and bromide ions, as well as the halogen bond donor potential of chlorine and bromine atoms substituted on the pyridinium ring when combined with the expectedly very strong hydrogen bonds between halopyridinium ions and free halogenide anions. A series of eight cocrystals were obtained in which three pairs of isostructural cocrystals were formed. Dominant interactions in the obtained cocrystals were charge-assisted hydrogen bonds between halopyridinium cations and halogenide ions as well as halogen bonds between halogen atoms on the pyridinium ring and halogenide ions. 3-Chloro- and 3-bromopyridinium chloride and bromide have been cocrystallized with 1,4-diiodo- and 1,2-diiodotetrafluorobenzene, in order to evaluate both the hydrogen and halogen bond acceptor potential of chloride and bromide ions in combination with the hydrogen and halogen bond donor potential of the halopyridinium cations. |
| Databáze: | OpenAIRE |
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