Milasinovic, Valentina and Vukovic, Vedran and Krawczuk, Anna and Molcanov, Kresimir and Hennig, Christoph and Bodensteiner, Michael (2023) The nature of p-hole interactions between iodide anions and quinoid rings in the crystalline state. IUCRJ, 10. pp. 156-163. ISSN 2052-2525,
Full text not available from this repository. (Request a copy)Abstract
The investigated co-crystal of 3-chloro-N-methylpyridinium iodide with tetrabromoquinone (3-Cl-N-MePy center dot I center dot Br(4)Q) reveals a pi-hole interaction between an iodide anion and a quinoid ring involving an n -> pi* charge transfer. The quinoid ring has a partial negative charge (estimated to be in the range 0.08-0.11e) and a partial radical character, which is related to the black colour of the crystals (crystals of neutral tetrabromoquinone are yellow). A detailed X-ray charge density study revealed two symmetry-independent bond critical points between the iodide anions and carbon atoms of the ring. Their maximum electron density of 0.065 e angstrom(-3) was reproduced by quantum chemical modelling. The energy of the interaction is estimated to be -11.16 kcal mol(-1), which is comparable to the strength of moderate hydrogen bonding (about -10 kcal mol(-1)); it is dominantly electrostatic in nature, with a considerable dispersion component.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CHARGE-DENSITY ANALYSIS; ELECTRONIC-STRUCTURE; SOLID-STATE; BASIS-SETS; COMPLEXES; SIGMA; HALOGEN; QUALITY; SURFACE; BOND; pi-hole interactions; charge transfer; quinone; charge density; Atoms In Molecule; analysis. |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Central Analytical Services |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 19 Mar 2024 15:06 |
| Last Modified: | 19 Mar 2024 15:06 |
| URI: | https://pred.uni-regensburg.de/id/eprint/60373 |
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