Density functional theory study of the conformational space of phenyl benzoate, a common fragment in many mesogenic molecules

TitleDensity functional theory study of the conformational space of phenyl benzoate, a common fragment in many mesogenic molecules
Publication TypeJournal Article
Year of Publication2005
AuthorsCinacchi, G, Prampolini, G
JournalJournal of Physical Chemistry A
Volume109
Pagination6290–6293
ISSN10895639 (ISSN)
KeywordsAromatic compounds, Chemical bonds, Computer simulation, Conformations, Dipole moment, Mesogenic molecules, molecular dynamics, Molecular geometries, Perturbation techniques, Phenyl benzoate, Probability density function, Rotation
Abstract

The complete conformational space of phenyl benzoate (three coupled rotors) has been studied by B3LYP density functional theory (DFT) at the 6-31+G* basis set level. The overall quality of the DFT results has been checked via Möller-Plesset second-order perturbation theory (MP2) calculations performed on a few significant molecular geometries. Contrary to the general belief, we have found that rotation around the C(=-O)-O bond is not more restricted than rotation around the C(=O)-C bond. We have commented on the location and magnitude of the molecular dipole moment and their dependence on conformation. The energy data have been fitted through an expression containing a Fourier expansion plus a Lennard-Jones term, suitable to be used in computer simulations or to assist analysis of experimental data. © 2005 American Chemical Society.

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DOI10.1021/jp050102h