Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations
Stacking interactions of resonance-assisted hydrogen-bridged rings are quite common, as 44% of their crystal structures show mutually parallel contacts. High-level quantum-chemical calculations by the CCSD(T)/CBS method indicate that these interactions are quite strong, up to −4.7 kcal/mol. This st...
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Published in | Crystal growth & design Vol. 19; no. 10; pp. 5619 - 5628 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
American Chemical Society
02.10.2019
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Online Access | Get full text |
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Summary: | Stacking interactions of resonance-assisted hydrogen-bridged rings are quite common, as 44% of their crystal structures show mutually parallel contacts. High-level quantum-chemical calculations by the CCSD(T)/CBS method indicate that these interactions are quite strong, up to −4.7 kcal/mol. This strength is comparable to the stacking interactions of saturated hydrogen-bridged rings (−4.9 kcal/mol), while it is substantially stronger than stacking interaction between two benzene molecules (−2.7 kcal/mol). Symmetry-adapted perturbation theory energy decomposition analysis shows that the dispersion component makes the major contribution in total interaction energy, but it is mostly canceled by the exchange-repulsion term in some systems, while electrostatic attraction terms are very significant in all systems. The electrostatic terms can be dominant or similar to the net dispersion term. |
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ISSN: | 1528-7483 1528-7505 |
DOI: | 10.1021/acs.cgd.9b00589 |