Unravelling the electronic nature of C–F⋯O–C non-covalent interaction in proteins and small molecules in the solid state
| Autor: | Himansu S. Biswal, Abhijit Rana, Bartomeu Galmés, Deepak Chopra, Antonio Frontera |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
inorganic chemicals
Halogen bond 010405 organic chemistry Chemistry Supramolecular chemistry General Physics and Astronomy chemistry.chemical_element 010402 general chemistry 01 natural sciences Small molecule 0104 chemical sciences Crystallography Character (mathematics) Polar effect Fluorine Physical and Theoretical Chemistry Quantum Natural bond orbital |
| Zdroj: | Physical Chemistry Chemical Physics. 22:25704-25711 |
| ISSN: | 1463-9084 1463-9076 |
| Popis: | The participation of organic fluorine as a halogen bond donor is rare and is sensitive to the electronic environment in the vicinity of the fluorine atom. The enhancement in the electropositive character (the σ-hole formalism) in fluorine is established by the presence of electron withdrawing groups and this has been examined in the solid-state structures in small molecules and proteins. Short, directional FO contacts have been observed and physical insights obtained, from quantum mechanical calculations, via the molecular electrostatic potential, an analysis of their topological features from atoms-in-molecules, and donor-acceptor characteristics from natural bond orbital analyses. It was observed that such contacts, cooperatively act in the presence of other interactions, and the formed aggregates are stabilizing in nature. In addition, the FO has a bonding character and is attractive in nature. The halogen bonding character of fluorine is relevant in supramolecular chemistry. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|