Solving the enigma of weak fluorine contacts in the solid state: a periodic DFT study of fluorinated organic crystals was written by Levina, Elena O.;Chernyshov, Ivan Y.;Voronin, Alexander P.;Alekseiko, Leonid N.;Stash, Adam I.;Vener, Mikhail V.. And the article was included in RSC Advances in 2019.Electric Literature of C5F5N The following contents are mentioned in the article:
The nature and strength of weak interactions with organic fluorine in the solid state are revealed by periodic d. functional theory (periodic DFT) calculations coupled with exptl. data on the structure and sublimation thermodn. of crystalline organofluorine compounds To minimize other intermol. interactions, several sets of crystals of perfluorinated and partially fluorinated organic mols. are considered. This allows us to establish the theor. levels providing an adequate description of the metric and electron-d. parameters of the C-F···F-C interactions and the sublimation enthalpy of crystalline perfluorinated compounds A detailed comparison of the C-F···F-C and C-H···F-C interactions is performed using the relaxed mol. geometry in the studied crystals. The change in the crystalline packing of aromatic compounds during their partial fluorination points to the structure-directing role of C-H···F-C interactions due to the dominant electrostatic contribution to these contacts. C-H···F-C and C-H···O interactions are found to be identical in nature and comparable in energy. The factors that determine the contribution of these interactions to the crystal packing are revealed. The reliability of the results is confirmed by considering the superposition of the electrostatic potential and electron d. gradient fields in the area of the investigated intermol. interactions. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Electric Literature of C5F5N).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Electric Literature of C5F5N