Simple Model for the Benzene Hexafluorobenzene Interaction

Tillack, Andreas F.; Robinson, Bruce H.

doi:10.1021/acs.jpcb.7b02259

Title: Simple Model for the Benzene Hexafluorobenzene Interaction

Journal Article · Mon Jun 05 00:00:00 EDT 2017 · Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry

DOI:https://doi.org/10.1021/acs.jpcb.7b02259· OSTI ID:1376408

^[1];

^[2]

Univ. of Washington, Seattle, WA (United States); Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Univ. of Washington, Seattle, WA (United States)

While the experimental intermolecular distance distribution functions of pure benzene and pure hexafluorobenzene are well described by transferable all-atom force fields, the interaction between the two molecules (in a 1:1 mixture) is not well simulated. We demonstrate that the parameters of the transferable force fields are adequate to describe the intermolecular distance distribution if the charges are replaced by a set of charges that are not located at the atoms. Here, the simplest model that well describes the experimental distance distribution, between benzene and hexafluorobenzene, is that of a single ellipsoid for each molecule, representing the van der Waals interactions, and a set of three point charges (on the axis perpendicular to the arene plane) which give the same quadrupole moment as do the all atom charges from the transferable force fields.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1376408

Journal Information:: Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry, Vol. 121, Issue 25; ISSN 1520-6106

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 7 works

Citation information provided by
Web of Science

References (26)

Development and Testing of the OPLS All-Atom Force Field on Conformational Energetics and Properties of Organic Liquids Jorgensen, William L.; Maxwell, David S.; Tirado-Rives, Julian Journal of the American Chemical Society, Vol. 118, Issue 45 https://doi.org/10.1021/ja9621760	journal	January 1996
Development and testing of a general amber force field Wang, Junmei; Wolf, Romain M.; Caldwell, James W. Journal of Computational Chemistry, Vol. 25, Issue 9 https://doi.org/10.1002/jcc.20035	journal	January 2004
A Molecular Complex of Benzene and Hexafluorobenzene Patrick, C. R.; Prosser, G. S. Nature, Vol. 187, Issue 4742 https://doi.org/10.1038/1871021a0	journal	September 1960
Thermodynamic properties of binary systems containing hexafluorobenzene. Part 4.—Excess Gibbs free energies of the three systems hexafluorobenzene + benzene, touene, and p-xylene Gaw, W. J.; Swinton, F. L. Trans. Faraday Soc., Vol. 64, Issue 0 https://doi.org/10.1039/TF9686402023	journal	January 1968
An X-ray single-crystal study of the molecular system C ₆ F ₆ .C ₆ D ₆ Overell, J. S. W.; Pawley, G. S. Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry, Vol. 38, Issue 7 https://doi.org/10.1107/S0567740882007687	journal	July 1982
A Neutron and X-Ray Diffraction Study of the Binary Liquid Aromatic System Benzene-Hexafluorobenzene II. The Mixtures Bartsch, E.; Bertagnolli, H.; Chieux, P. Berichte der Bunsengesellschaft für physikalische Chemie, Vol. 90, Issue 1 https://doi.org/10.1002/bbpc.19860900106	journal	January 1986
Neutron Diffraction and Molecular Dynamics Study of Liquid Benzene and Its Fluorinated Derivatives as a Function of Temperature Cabaço, M. Isabel; Danten, Yann; Besnard, Marcel The Journal of Physical Chemistry B, Vol. 101, Issue 35 https://doi.org/10.1021/jp971331+	journal	August 1997
Structural Investigations of Liquid Binary Mixtures: Neutron Diffraction and Molecular Dynamics Studies of Benzene, Hexafluorobenzene, and 1,3,5-Trifluorobenzene Cabaço, M. Isabel; Danten, Yann; Besnard, Marcel The Journal of Physical Chemistry B, Vol. 102, Issue 52 https://doi.org/10.1021/jp982880y	journal	December 1998
Effects of Molecular Association on Polarizability Relaxation in Liquid Mixtures of Benzene and Hexafluorobenzene Elola, M. Dolores; Ladanyi, Branka M.; Scodinu, Alessandra The Journal of Physical Chemistry B, Vol. 109, Issue 50 https://doi.org/10.1021/jp054733n	journal	December 2005
Polarizability response in polar solvents: Molecular-dynamics simulations of acetonitrile and chloroform Elola, M. Dolores; Ladanyi, Branka M. The Journal of Chemical Physics, Vol. 122, Issue 22 https://doi.org/10.1063/1.1925275	journal	June 2005
The Structure of Liquid Benzene Baker, Christopher M.; Grant, Guy H. Journal of Chemical Theory and Computation, Vol. 2, Issue 4 https://doi.org/10.1021/ct060024h	journal	June 2006
The molecular electric quadrupole moment and solid-state architecture Williams, Jeffrey H. Accounts of Chemical Research, Vol. 26, Issue 11 https://doi.org/10.1021/ar00035a005	journal	November 1993
The nature of .pi.-.pi. interactions Hunter, Christopher A.; Sanders, Jeremy K. M. Journal of the American Chemical Society, Vol. 112, Issue 14 https://doi.org/10.1021/ja00170a016	journal	July 1990
Extended electron distributions applied to the molecular mechanics of some intermolecular interactions Vinter, J. G. Journal of Computer-Aided Molecular Design, Vol. 8, Issue 6 https://doi.org/10.1007/BF00124013	journal	December 1994
Complementary polytopic interactions (CPI) as revealed by molecular modelling using the XED force field Lozman, Owen R.; Bushby, Richard J.; Vinter†, Jeremy G. Journal of the Chemical Society, Perkin Transactions 2, Issue 9 https://doi.org/10.1039/b103390p	journal	January 2001
Monte Carlo studies of the dielectric properties of water-like models Barker, J. A.; Watts, R. O. Molecular Physics, Vol. 26, Issue 3 https://doi.org/10.1080/00268977300102101	journal	September 1973
Determining atom-centered monopoles from molecular electrostatic potentials. The need for high sampling density in formamide conformational analysis Breneman, Curt M.; Wiberg, Kenneth B. Journal of Computational Chemistry, Vol. 11, Issue 3 https://doi.org/10.1002/jcc.540110311	journal	April 1990
Quadrupole moments of benzene, hexafluorobenzene and other non-dipolar aromatic molecules Vrbancich, Julian; Ritchie, Geoffrey L. D. Journal of the Chemical Society, Faraday Transactions 2, Vol. 76 https://doi.org/10.1039/f29807600648	journal	January 1980
Dielectric Constants of Simple Liquids: Stockmayer and Ellipsoidal Fluids Johnson, Lewis E.; Barnes, Robin; Draxler, Thomas W. The Journal of Physical Chemistry B, Vol. 114, Issue 25 https://doi.org/10.1021/jp1010605	journal	July 2010
Systematic Generation of Anisotropic Coarse-Grained Lennard-Jones Potentials and Their Application to Ordered Soft Matter Tillack, Andreas F.; Johnson, Lewis E.; Eichinger, Bruce E. Journal of Chemical Theory and Computation, Vol. 12, Issue 9 https://doi.org/10.1021/acs.jctc.6b00219	journal	August 2016
Generalized coarse-grained model based on point multipole and Gay-Berne potentials Golubkov, Pavel A.; Ren, Pengyu The Journal of Chemical Physics, Vol. 125, Issue 6 https://doi.org/10.1063/1.2244553	journal	August 2006
A transferable coarse-grained model for hydrogen-bonding liquids Golubkov, Pavel A.; Wu, Johnny C.; Ren, Pengyu Physical Chemistry Chemical Physics, Vol. 10, Issue 15 https://doi.org/10.1039/b715841f	journal	January 2008
The missing term in effective pair potentials Berendsen, H. J. C.; Grigera, J. R.; Straatsma, T. P. The Journal of Physical Chemistry, Vol. 91, Issue 24 https://doi.org/10.1021/j100308a038	journal	November 1987
Comparison of simple potential functions for simulating liquid water Jorgensen, William L.; Chandrasekhar, Jayaraman; Madura, Jeffry D. The Journal of Chemical Physics, Vol. 79, Issue 2 https://doi.org/10.1063/1.445869	journal	July 1983
A five-site model for liquid water and the reproduction of the density anomaly by rigid, nonpolarizable potential functions Mahoney, Michael W.; Jorgensen, William L. The Journal of Chemical Physics, Vol. 112, Issue 20 https://doi.org/10.1063/1.481505	journal	May 2000
Modelling Water: A Lifetime Enigma Ouyang, John F.; Bettens, Ryan P. A. CHIMIA International Journal for Chemistry, Vol. 69, Issue 3 https://doi.org/10.2533/chimia.2015.104	journal	March 2015

Cited By (1)

Syntheses, Structures, and Spectroscopic Properties of 1,10‐Phenanthroline‐Based Macrocycles Threaded by PtC ₈ Pt, PtC ₁₂ Pt, and PtC ₁₆ Pt Axles: Metal‐Capped Rotaxanes as Insulated Molecular Wires Amini, Hashem; Baranová, Zuzana; Weisbach, Nancy Chemistry – A European Journal, Vol. 25, Issue 69 https://doi.org/10.1002/chem.201903927	journal	November 2019

Similar Records

Structure of hydrophobic hydration of benzene and hexafluorobenzene from first principles

Journal Article · Mon Oct 23 00:00:00 EDT 2006 · Journal of Physical Chemistry B: Materials, Surfaces, Interfaces, amp Biophysical · OSTI ID:1376408

Allesch, M; Schwegler, E; Galli, G

Reactivity descriptors in acid catalysis: acid strength, proton affinity and host–guest interactions

Journal Article · Sat Jul 11 00:00:00 EDT 2020 · Chemical Communications · OSTI ID:1376408

Deshlahra, Prashant; Iglesia, Enrique

High Pressure Materials Research: Novel Extended Phases of Molecular Triatomics

Book · Fri Jan 27 00:00:00 EST 2006 · OSTI ID:1376408

Yoo, Choong-Shik

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Simple Model for the Benzene Hexafluorobenzene Interaction

Citation Formats

References (26)

Cited By (1)

Similar Records

Related Subjects