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12.07.2019Publication of the article "Gallic Acid Dimer As a Double π–Hole Donor: Evidence from X-ray, Theoretical Calculations, and Generalization from the Cambridge Structural Database"
PhD. Rafael Prohens, head of the Polymorphism and Calorimetry Technology of the CCiTUB and Phd.Mercè Font-Bardia, de la Unitat X-Ray diffraction(XRD) of the CCiTUB, have published the article "Gallic Acid Dimer As a Double π–Hole Donor: Evidence from X-ray, Theoretical Calculations, and Generalization from the Cambridge Structural Database" in the journal Crystal Growth & Design. Note that these articles are the result of an agreement between CCiTUB and the company CIRCE, it has been done in collaboration with the Universitat de les Illes Balears.
The summary of the article is:
"In this work, we demonstrate that the centrosymmetric eight-membered supramolecular ring R22(8) that is formed upon dimerization of benzoic acids has a marked tendency to establish π–hole interactions with electron-rich atoms. We have used the Cambridge Structural Database to demonstrate the preference of carboxylic acid dimers to form donor–acceptor interactions involving π–holes located at the C atoms above and below the molecular plane. Moreover, we have carried out DFT calculations (PBE0-D3/def2-TZVP) to investigate the geometric and energetic features of these interactions and how they are affected by the substituents of the aromatic ring. Finally, as an example we report the synthesis and X-ray characterization of a solvate of gallic acid with dioxane, where two molecules of dioxane are located above and below the eight-membered supramolecular ring, forming two symmetrically equivalent O···C π–hole interactions."
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