Refined SMD Parameters for Bromine and Iodine Accurately Model Halogen-Bonding Interactions in Solution

Engelage, Elric; Schulz, Nils; Heinen, Flemming; Huber, Stefan M.; Truhlar, Donald G.; Cramer, Christopher J.

doi:10.1002/chem.201803652

Title: Refined SMD Parameters for Bromine and Iodine Accurately Model Halogen-Bonding Interactions in Solution

Journal Article · 09 October 2018 · Chemistry - A European Journal

DOI: https://doi.org/10.1002/chem.201803652 · OSTI ID:1495024

^[1]; Schulz, Nils ^[2]; Heinen, Flemming ^[2];

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Ruhr-Univ., Bochum (Germany). Organische Chemie I, Fakultät für Chemie und Biochemie; Nanoporous Materials Genome Center
Ruhr-Univ., Bochum (Germany). Organische Chemie I, Fakultät für Chemie und Biochemie
Univ. of Minnesota, Minneapolis, MN (United States). Minnesota Supercomputing Inst., Dept. of Chemistry, Chemical Theory Center

Motivated by the need to calculate liquid-phase free energies of species and equilibria involving halogen bonding, we used recent experimental data to optimize new Coulomb radii for Br and I for use in the SMD universal solvation model for calculating free energies of solvation. The use of the SMD model with these parameters for Br and I and the SMD values of all other parameters is called SMD18. After parametrization, the SMD18 model was tested for data not used in the parametrization. These data are standard-state free energies (equivalent to equilibrium constants) for 18 ionic equilibria involve Cl, Br, and I halogen bonding in acetonitile, and the agreement of theory and experiment is satisfactory. The SMD18 model is then used to compare hydrogen bonding to halogen bonding and to reassess the interpretation of recent experiments.

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Research Organization:: Univ. of Minnesota, Minneapolis, MN (United States). Nanoporous Materials Genome Center

Sponsoring Organization:: USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Chemical Sciences, Geosciences & Biosciences Division

Grant/Contract Number:: SC0008688

OSTI ID:: 1495024

Journal Information:: Chemistry - A European Journal, Journal Name: Chemistry - A European Journal Journal Issue: 60 Vol. 24; ISSN 0947-6539

Publisher:: ChemPubSoc EuropeCopyright Statement

Country of Publication:: United States

Language:: English

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Title: Refined SMD Parameters for Bromine and Iodine Accurately Model Halogen-Bonding Interactions in Solution

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