Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations

Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations

Geometric analysis of data from Cambridge Structural Database (CSD) reveals that contacts between planar hydrogen-bridged rings and C6-aromatic rings are mostly parallel stacked geometries. High-level quantum chemical calculations show that their interaction energies are comparable with interactions...

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Veröffentlicht in:CrystEngComm 2017, Vol.19 (1), p.40-46
Hauptverfasser: Blagojevic, Jelena P, Veljkovic, Dusan Z, Zaric, Snezana D
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Sprache:eng
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Aromatic compounds
Benzene
Contact
Crystal structure
Mathematical analysis
Quantum chemistry
Stacking
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creator Blagojevic, Jelena P
Veljkovic, Dusan Z
Zaric, Snezana D
description Geometric analysis of data from Cambridge Structural Database (CSD) reveals that contacts between planar hydrogen-bridged rings and C6-aromatic rings are mostly parallel stacked geometries. High-level quantum chemical calculations show that their interaction energies are comparable with interactions between two hydrogen-bridged rings. Namely, the interaction energy, at the CCSD(T)/CBS level, of the most stable geometry is -4.38 kcal mol-1, which is comparable with that of interaction between two hydrogen-bridged rings (-4.89 kcal mol-1) and significantly stronger than that of stacking between two benzene rings (-2.73 kcal mol-1).
doi_str_mv 10.1039/C6CE02045C
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source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Aromatic compounds
Benzene
Contact
Crystal structure
Mathematical analysis
Quantum chemistry
Stacking
title Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations
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