Tautomerism in acyl-pyrazolones and in a novel photolysis product—importance and impact of the accurate localization of hydrogen atoms in crystal structures
| Autor: | Lorraine A. Malaspina, Simon Grabowsky, Michael B. Tolmie, Brian W. Skelton, Dieter Wege, Allan H. White |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Hydrogen
Hydrogen bond Intermolecular force chemistry.chemical_element Hydrogen atom Resonance-assisted hydrogen bond 010402 general chemistry 010403 inorganic & nuclear chemistry Condensed Matter Physics Hydrogen atom abstraction 01 natural sciences Enol Tautomer 0104 chemical sciences chemistry.chemical_compound chemistry Computational chemistry 540 Chemistry 570 Life sciences biology Physical and Theoretical Chemistry |
| Zdroj: | Malaspina, Lorraine A.; White, Allan H.; Wege, Dieter; Tolmie, Michael B.; Skelton, Brian W.; Grabowsky, Simon (2017). Tautomerism in acyl-pyrazolones and in a novel photolysis product—importance and impact of the accurate localization of hydrogen atoms in crystal structures. Structural chemistry, 28(5), pp. 1343-1357. Springer 10.1007/s11224-017-1005-0 |
| DOI: | 10.1007/s11224-017-1005-0 |
| Popis: | Acyl-pyrazolones exist in four different tautomeric forms (two keto and two enol) in crystal structures. Routine crystal structure refinements using an independent atom model and routine isolated-molecule calculations fail in locating the mobile hydrogen atoms accurately in 22 investigated acyl-pyrazolone examples. However, a combination of both within the framework of quantum crystallography represented by the method of Hirshfeld atom refinement accurately locates the mobile hydrogen atom in a resonance-assisted hydrogen bond of title compound 3, a novel photolysis product. The impact of the hydrogen atom position on the resonance system of the non-hydrogen framework of the various tautomers is discussed, and the importance of intermolecular interactions for the positioning of the hydrogen atom is highlighted. |
| Databáze: | OpenAIRE |
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