Structure, formation, thermodynamics and interactions in 9-carboxy-10-methylacridinium-based molecular systems
| Autor: | Artur Sikorski, Beata Zadykowicz, Illia E. Serdiuk, Piotr Storoniak, Damian Trzybiński, Karol Krzymiński, Michał Wera, Andrzej Sieradzan |
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| Rok vydání: | 2016 |
| Předmět: |
Lattice energy
010405 organic chemistry Intermolecular force Thermodynamics General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences law.invention chemistry.chemical_compound Crystallography chemistry law Acridine Materials Chemistry Molecule Density functional theory Crystallization Trifluoromethanesulfonate Stoichiometry |
| Zdroj: | New Journal of Chemistry. 40:7359-7372 |
| ISSN: | 1369-9261 1144-0546 |
| Popis: | 9-Carboxy-10-methylacridinium chloride and trifluoromethanesulfonate, the parent compounds for a wide range of chemiluminogenic salts of practical importance, were synthesized and thoroughly investigated to address problems concerning structural and thermodynamical issues of these cognitively interesting molecular systems. Under various conditions of crystallization, the title salts disclosed three types of crystals: one built from the monomeric form of cations and two containing homoconjugated cations. The title compounds made the first described derivatives of acridine, expressing homoconjugated cationic forms, both in crystalline solid and gaseous phases. The monocrystals were characterized, employing X-ray crystallography and spectroscopic methods such as MALDI-TOF MS, ESI-QTOF MS, NMR and UV-Vis. X-ray crystallography studies revealed the occurrence of the three different molecular architectures, in which not only the counter ions and stoichiometry are different, but also the space group and number of molecules in the unit cell. The energetics and intermolecular interactions occurring within the crystals were explored, applying crystal lattice energy calculations and Hirshfeld surface analysis. In order to elucidate the thermodynamics and origin of the experimentally revealed forms, computations based on the density functional theory were performed, assuming vapour and liquid phases. |
| Databáze: | OpenAIRE |
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