Strong C-H/O interactions between polycyclic aromatic hydrocarbons and water: influence of aromatic system size
AuthorsVeljković, Dušan Ž.
Article (Accepted Version)
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Energies of C-H/O interactions between water molecule and polycyclic aromatic hydrocarbons with a different number of aromatic rings were calculated using ab initio calculations at MP2/cc-PVTZ level. Results show that an additional aromatic ring in structure of polycyclic aromatic hydrocarbons significantly strengthens C-H/O interactions. Calculated interaction energies in optimized structures of the most stable tetracene/water complex is -2.27 kcal/mol, anthracene/water is -2.13 kcal/mol and naphthalene/water is -1.97 kcal/mol. These interactions are stronger than C-H/O contacts in benzene/water complex (-1.44 kcal/mol) while C-H/O contacts in tetracene/water complex are even stronger than C-H/O contacts in pyridine/water complexes (-2.21 kcal/mol). Electrostatic potential maps for different polycyclic aromatic hydrocarbons were calculated and used to explain trends in the energies of interactions.
Keywords:polycyclic aromatic hydrocarbons / C-H/O interactions / hydrogen bond / ab initio calculations
Source:Journal of Molecular Graphics and Modelling, 2018, 80, 121-125
- This is the peer-reviewed version of the article: Veljković, Dušan Ž., 2018. Strong C-H/O interactions between polycyclic aromatic hydrocarbons and water: Influence of aromatic system size. Journal of Molecular Graphics and Modelling. 80, 121–125. https://doi.org/10.1016/j.jmgm.2017.12.014
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3264