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This work is licensed under a Creative Commons Attribution 4.0 International License.
Vibrational Spectroscopic Analysis of 10H-Dibenzo[b,e][2,4]oxazine and Investigate their Structural Reactivity by DFT Computations and Molecular Docking Analysis
Corresponding Author(s) : M. Amalanathan
Asian Journal of Chemistry,
Vol. 32 No. 10 (2020): Vol 32 Issue 10
Abstract
The molecular structure and vibrational spectra of 10H-dibenzo[b,e][2,4]oxazine was calculated with the help of B3LYP density functional theory (DFT) using 6-311G (d,p) basis set. The FT-IR and FT-Raman spectra of title compound were interpreted by comparing the experimental results with the theoretical B3LYP/6-311G (d,p) calculations. The experimental observed vibrational frequencies are compared with the calculated vibrational frequencies and they are in good agreement with each other. Natural bond orbital (NBO) analysis interprets the intramolecular contacts of title molecule. The 1H and 13C NMR chemical movements of the particle have been determined by the gauge independent atomic orbital (GIAO) strategy and contrasted with the experimental outcome. The deciphered HOMO and LUMO energies showed the chemical stability of the molecules. Fukui capacity and natural charge investigation on atomic charges of the title molecule have been discussed. Docking reads were performed for title molecule utilizing the molecular docking programming with fungicidal dynamic PDB’s.
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- Z. Turgut, E. Pelit and A. Köycü, Molecules, 12, 345 (2007); https://doi.org/10.3390/12030345
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- B. Kosar and C. Albayrak, Spectrochim. Acta A Mol. Biomol. Spectrosc., 78, 160 (2011); https://doi.org/10.1016/j.saa.2010.09.016
- T.A. Koopmans, Physica, 1, 104 (1934); https://doi.org/10.1016/S0031-8914(34)90011-2
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- P.K. Chattaraj, B. Maiti and U. Sarkar, J. Phys. Chem. A, 107, 4973 (2003); https://doi.org/10.1021/jp034707u
- C. Morell, A. Grand and A. Toro-Labbe, J. Phys. Chem. A, 109, 205 (2005); https://doi.org/10.1021/jp046577a
- E.Scroco and J. Tomasi, Quantum Chem., 11, 115 (1979); https://doi.org/10.1016/S0065-3276(08)60236-1
- P. Politzer and J.S. Murray, eds.: D.L. Beveridge and R. Lavery, Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, In: Electrostatic Potential Analysis of Dibenzo-p-dioxins and Structurally Similar Systems in Relation to their Biological Activities, Protein, Academic Press: New York, vol. 2, (1991).
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- O. Trott and A.J. Olson, J. Comput. Chem., 31, 455 (2010); https://doi.org/10.1002/jcc.21334
References
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Z. Turgut, E. Pelit and A. Köycü, Molecules, 12, 345 (2007); https://doi.org/10.3390/12030345
D.S. Zinad, A. Mahal, R.K. Mohapatra, A.K. Sarangi and M.R.F. Pratama, Curr. Biol. Drug Des., 95, 16 (2020); https://doi.org/10.1111/cbdd.13633
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H. Yoshida, K. Takeda, J. Okamura, A. Ehara and H. Matsuura, J. Phys. Chem. A, 106, 3580 (2002); https://doi.org/10.1021/jp013084m
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G. Varsanyi, Assignments of Vibrational Spectra of Seven Hundred Benzene Derivatives, Wiley: New York (1974).
M. Kaur, Y.S. Mary, C.Y. Panicker, H.T. Varghese, H.S. Yathirajan, K. Byrappa and C. Van Alsenoy, Spectrochim. Acta, 120, 445 (2014); https://doi.org/10.1016/j.saa.2013.10.032
A.J. Abkowicz-Bienko, D.C. Bienko and Z. Latajka, J. Mol. Struct., 552, 165 (2000); https://doi.org/10.1016/S0022-2860(00)00476-2
A.E. Reed, L.A. Curtiss and F. Weinhold, Chem. Rev., 88, 899 (1988); https://doi.org/10.1021/cr00088a005
J.P. Foster and F. Weinhold, J. Am. Chem. Soc., 102, 7211 (1980); https://doi.org/10.1021/ja00544a007
F. Weinhold and C.R. Landis, Valency and Bonding: A Natural Bond Orbital Donor-Acceptor Perspective, Cambridge University Press: New York (2005).
L. Padmaja, C. Ravikumar, C. James, V.S. Jayakumar and I. Hubert Joe, Spectrochim. Acta A Mol. Biomol. Spectrosc., 71, 252 (2008); https://doi.org/10.1016/j.saa.2007.12.019
D.A. Dhas, I.H. Joe, S.D.D. Roy and T.H. Freeda, Spectrochim. Acta A Mol. Biomol. Spectrosc., 77, 36 (2010); https://doi.org/10.1016/j.saa.2010.04.020
N. Choudhary, S. Bee, A. Gupta and P. Tandon, Comput. Theor. Chem., 1016, 8 (2013); https://doi.org/10.1016/j.comptc.2013.04.008
B. Kosar and C. Albayrak, Spectrochim. Acta A Mol. Biomol. Spectrosc., 78, 160 (2011); https://doi.org/10.1016/j.saa.2010.09.016
T.A. Koopmans, Physica, 1, 104 (1934); https://doi.org/10.1016/S0031-8914(34)90011-2
R.J. Parr, L.V. Szentpaly and S. Liu, J. Am. Chem. Soc., 121, 1922 (1999); https://doi.org/10.1021/ja983494x
R.G. Parr and R.G. Pearson, J. Am. Chem. Soc., 105, 7512 (1983); https://doi.org/10.1021/ja00364a005
A.E. Reed, R.B. Weinstock and F. Weinhold, J. Chem. Phys., 83, 735 (1985); https://doi.org/10.1063/1.449486
P.W. Ayers and R.G. Parr, J. Am. Chem. Soc., 122, 2010 (2000); https://doi.org/10.1021/ja9924039
R.G. Parr and W. Yang, J. Am. Chem. Soc., 106, 4049 (1984); https://doi.org/10.1021/ja00326a036
P.K. Chattaraj, B. Maiti and U. Sarkar, J. Phys. Chem. A, 107, 4973 (2003); https://doi.org/10.1021/jp034707u
C. Morell, A. Grand and A. Toro-Labbe, J. Phys. Chem. A, 109, 205 (2005); https://doi.org/10.1021/jp046577a
E.Scroco and J. Tomasi, Quantum Chem., 11, 115 (1979); https://doi.org/10.1016/S0065-3276(08)60236-1
P. Politzer and J.S. Murray, eds.: D.L. Beveridge and R. Lavery, Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, In: Electrostatic Potential Analysis of Dibenzo-p-dioxins and Structurally Similar Systems in Relation to their Biological Activities, Protein, Academic Press: New York, vol. 2, (1991).
V.P. Gupta, A. Sharma, V. Virdi and V.J. Ram, Spectrochim. Acta A Mol. Biomol. Spectrosc., 64, 57 (2006); https://doi.org/10.1016/j.saa.2005.06.045
A.M. Koster, M. Leboeuf and D.R. Salahub, Theor. Comput. Chem., 3, 105 (1996); https://doi.org/10.1016/S1380-7323(96)80042-2
D.L. Pavia, G.M. Lampman, G.S. Kriz and J.R. Vyvyan, Introduction to Spectroscopy, Brooks/Cole: Belmont, USA, edn 4 (2009).
O. Trott and A.J. Olson, J. Comput. Chem., 31, 455 (2010); https://doi.org/10.1002/jcc.21334