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Ab initio study of phenyl benzoate: structure, conformational analysis, dipole moment, IR and Raman vibrational spectra

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Abstract

The molecular structure (bond distances and angles), conformational properties, dipole moment and vibrational spectroscopic data (vibrational frequencies, IR and Raman intensities) of phenyl benzoate were calculated using Hartree–Fock (HF), density functional (DFT), and second order Møller–Plesset perturbation theory (MP2) with basis sets ranging from 6-31G* to 6-311++G**. The theoretical results are discussed mainly in terms of comparisons with available experimental data. For geometric data, good agreement between theory and experiment is obtained for the MP2, B3LYP and B3PW91 levels with basis sets including diffuse functions. The B3LYP/6-31+G* theory level estimates the shape of the experimental functions for phenyl torsion around the Ph–O and Ph–C bonds well, but reproduces the height of the rotational barriers poorly. The B3LYP/6-31+G* harmonic force constants were scaled by applying the scaled quantum mechanical force field (SQM) technique. The calculated vibrational spectra were interpreted and band assignments were reported. They are in excellent agreement with experimental IR and Raman spectra.

Figure Calculated and experimental (GED) potential energy functions for torsional motion of phenyl benzoate relative to the minimum value. a The potential function for torsion about the O3–C4 bond. b The potential function for torsion about the C2–C10 bond.

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Fig. 1.
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Fig. 4a–b.
Fig. 5a–b.

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Acknowledgement

This work was partly supported by the Committee for Scientific Research (KBN) under Grant No. 2P03B09817. The authors thank Prof. P. Pulay for the SQM program and Dr. A. Jarzecki for help.

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  1. Institute of Physics, University of Silesia, Uniwersytecka 4, 40-007, Katowice, Poland

    Roman Wrzalik, Katarzyna Merkel & Antoni Kocot

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  1. Roman Wrzalik
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  2. Katarzyna Merkel
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  3. Antoni Kocot
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Correspondence to Roman Wrzalik.

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Wrzalik, R., Merkel, K. & Kocot, A. Ab initio study of phenyl benzoate: structure, conformational analysis, dipole moment, IR and Raman vibrational spectra. J Mol Model 9, 248–258 (2003). https://doi.org/10.1007/s00894-003-0138-9

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  • DOI: https://doi.org/10.1007/s00894-003-0138-9

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