Efavirenz,
(S)-6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3
,1-benzoxazin-2-one, is an anti HIV agent belonging to the class of the
non-nucleoside inhibitors of the HIV-1 virus reverse transcriptase. A
systematic quantum chemical study of the possible conformations, their
relative stabilities and vibrational spectra of efavirenz has been
reported. Structural and spectral characteristics of efavirenz have been
studied by vibrational spectroscopy and quantum chemical methods.
Density functional theory (DFT) calculations for potential energy curve,
optimized geometries and vibrational spectra have been carried out using
6-311++G(d,p) basis sets and B3LYP functionals. Based on these results,
we have discussed the correlation between the vibrational modes and the
crystalline structure of the most stable form of efavirenz. A complete
analysis of the experimental infrared and Raman spectra has been
reported on the basis of wavenumber of the vibrational bands and
potential energy distribution. The infrared and the Raman spectra of the
molecule based on OFT calculations show reasonable agreement with the
experimental results. The calculated HOMO and LUMO energies shows that
charge transfer occur within the molecule. (C) 2011 Elsevier B.V. All
rights reserved.
%0 Journal Article
%1 WOS:000300869800016
%A Mishra, Soni
%A Tandon, Poonam
%A Ayala, A P
%C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
%D 2012
%I PERGAMON-ELSEVIER SCIENCE LTD
%J SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
%K HOMO; IR; LUMO} Raman spectroscopy; {Efavirenz;
%P 116-123
%R 10.1016/j.saa.2011.12.010
%T Study on the structure and vibrational spectra of efavirenz conformers
using DFT: Comparison to experimental data
%V 88
%X Efavirenz,
(S)-6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3
,1-benzoxazin-2-one, is an anti HIV agent belonging to the class of the
non-nucleoside inhibitors of the HIV-1 virus reverse transcriptase. A
systematic quantum chemical study of the possible conformations, their
relative stabilities and vibrational spectra of efavirenz has been
reported. Structural and spectral characteristics of efavirenz have been
studied by vibrational spectroscopy and quantum chemical methods.
Density functional theory (DFT) calculations for potential energy curve,
optimized geometries and vibrational spectra have been carried out using
6-311++G(d,p) basis sets and B3LYP functionals. Based on these results,
we have discussed the correlation between the vibrational modes and the
crystalline structure of the most stable form of efavirenz. A complete
analysis of the experimental infrared and Raman spectra has been
reported on the basis of wavenumber of the vibrational bands and
potential energy distribution. The infrared and the Raman spectra of the
molecule based on OFT calculations show reasonable agreement with the
experimental results. The calculated HOMO and LUMO energies shows that
charge transfer occur within the molecule. (C) 2011 Elsevier B.V. All
rights reserved.
@article{WOS:000300869800016,
abstract = {Efavirenz,
(S)-6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3
,1-benzoxazin-2-one, is an anti HIV agent belonging to the class of the
non-nucleoside inhibitors of the HIV-1 virus reverse transcriptase. A
systematic quantum chemical study of the possible conformations, their
relative stabilities and vibrational spectra of efavirenz has been
reported. Structural and spectral characteristics of efavirenz have been
studied by vibrational spectroscopy and quantum chemical methods.
Density functional theory (DFT) calculations for potential energy curve,
optimized geometries and vibrational spectra have been carried out using
6-311++G(d,p) basis sets and B3LYP functionals. Based on these results,
we have discussed the correlation between the vibrational modes and the
crystalline structure of the most stable form of efavirenz. A complete
analysis of the experimental infrared and Raman spectra has been
reported on the basis of wavenumber of the vibrational bands and
potential energy distribution. The infrared and the Raman spectra of the
molecule based on OFT calculations show reasonable agreement with the
experimental results. The calculated HOMO and LUMO energies shows that
charge transfer occur within the molecule. (C) 2011 Elsevier B.V. All
rights reserved.},
added-at = {2022-05-23T20:00:14.000+0200},
address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND},
author = {Mishra, Soni and Tandon, Poonam and Ayala, A P},
biburl = {https://www.bibsonomy.org/bibtex/2be92cd928b70f91a39bee0f17b4d4061/ppgfis_ufc_br},
doi = {10.1016/j.saa.2011.12.010},
interhash = {0c12140e9afab221f2b7983dd787f18f},
intrahash = {be92cd928b70f91a39bee0f17b4d4061},
issn = {1386-1425},
journal = {SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY},
keywords = {HOMO; IR; LUMO} Raman spectroscopy; {Efavirenz;},
pages = {116-123},
publisher = {PERGAMON-ELSEVIER SCIENCE LTD},
pubstate = {published},
timestamp = {2022-05-23T20:00:14.000+0200},
title = {Study on the structure and vibrational spectra of efavirenz conformers
using DFT: Comparison to experimental data},
tppubtype = {article},
volume = 88,
year = 2012
}