Anjul Agarwal
anjul_g@rediffmail.com
International Journal of ChemTech Research
IJCTR
0974-4290
2455-9555
10.20902/CT
http://www.sphinxsai.com/chemtech.php
2018
11
10
Vibrational and Molecular Structural Investigations of Pioglitazone – Combined Study of Experimental and Quantum Chemical Calculations (Density Functional Theory)
S.
Rajesh
1
S.
Gunasekaran
2
P.
Rajesh
3
Department of Physics, St.Peter’s University, Avadi, Chennai-600 054, India
Research & Development, St.Peter’s University, Avadi, Chennai-600 054, India
Department of Physics, Apollo Arts &Science College, Chennai-602105, India
2018
111
125
111015
10.20902/IJCTR.2018.111015
http://dx.doi.org/10.20902/IJCTR.2018.111015
The Fourier transform –Raman (FT-Raman) and Fourier transform infrared (FT-IR)
spectra of (RS)-5-(4-[2-(5-ethylpyridin-2-yl) ethoxy] benzyl) thiazolidine-2,4-dione
(pioglitazone) were studied in the region of 4000-100 cm-1 and 4000-400 cm-1respectively.
The theoretical spectral investigation of pioglitazone are also carried out by using density
functional theory (DFT) with 6-31G (d,p) basis set. Experimental and theoretical values are
compared. The entire vibrational assignments were carried out on the basis of the potential
energy distribution (PED) of the vibrational modes using VEDA 4 program. The optimized
geometry of the compound was calculated from the DFT-B3LYP. HOMO-LUMO energy gap
has been calculated. The molecular geometry parameters like bond angle and bond length have
been computed. The molecular stability arising from hyper conjugative interaction, charge
delocalization has been analyzed using natural bond orbital (NBO) analysis. The Mullikan
atomic charges have been computed. The molecular electrostatic potential (MEP) are also
carried out to study the molecular interactions in the title molecule
http://sphinxsai.com/2018/ch_vol11_no10/1/(111-125)V11N10CT.pdf
Bond angle & Bond Length
MEP
HOMO-LUMO
Global descriptors
J.
Pharm. Analysis
Vijaya Kumari Karra, Nageswara Rao Pilli, Jaswanth Kumar Inamadugu J.V.L.N. Seshagiri Rao
2
3
167
2012
J.
Pharm. Analysis
N. Satheeshkumar, S.Shantikumar, R. Srinivas
4
5
295
2014
Drugs
John Waugh, Gillian M. Keating, Greg L. Plosker, Stephanie Easthope and Dean M. obinson
66
1
85
2006
J. Asso. Arab Univ. Basic and Appl. Sci.
Agha ZeeshanMirza , M. SaeedArayne , Najma Sultana
22
70
2017
J. The Asso. Phy. India
SK Sharma, SH Verma
64
24
2016
M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A.
Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone,
B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K.
Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T.Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X.
Li, J.E. Knox, H.P. ratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O.
Yazyev, A.J.Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A.Voth, P.
Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K.
Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J.
Cioslowski, B.B. Stefanov, G. Liu, A.Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T.
Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson,
W.Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03, Revision A.1, Gaussian Inc, Pittsburgh,
PA, 2003
M.H. Jamroz, Vibrational energy Distribution Analysis VEDA 4, Warsaw,Poland, 2004
J. Mol. Struct. (THEOCHEM)
Y. Wang, S. Saebo, C.U. Pittman Jr.
281
91
1993
E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO Version 3.1, TCI, University of
Wisconsin, Madison, 1998
Spectrochim. Acta A
S. Suresh, S. Gunasekaran, S. Srinivasan
125
239
2014
Ind. J. Pure Appl. Phys.
S. Gunasekaran, R.K. Natarajan, D. Syamala, R. Rathika
44
315
2006
Spectrochim. Acta
N. Sundaraganesan, S. Ilakiamani, P. Subramani, B.D. Joshua
67A
628
2007
J. Mol. Struc.
T. Gnanasambandan, S. Gunasekaran, S. Seshadri
1052
38
2013
G. Socrates, Infrared and Raman Characteristic Group Frequencies, third ed., Wiley, New York, 2001
D.L. Vein, N.B. Colthup, W.G. Fateley, J.G. Grasselli, The Handbook of Infrared and Raman
Characteristic Frequencies of Organic Molecules, Academic Press, San Diego, 1991
ActaCienc. Indica.
S. Gunasekaran, U. Ponnambalam, S. Muthu
30
1015
2004
J. Mol. Struct.
P. Koczon, J.Cz. Dobrowclski, W. Lewandowski, A.P. Mazurek
655
89
2003
Inter. J. Ch. Tech Res.
S.Rajesh, S. Gunasekaran, P. Rajesh
11
07
107
2018
G. Socrates, Infrared Characteristic Group frequencies, Wiley-Interscience, Publication, New York,
1980
Spectrochim. Acta.
S. Ramalingam, S. Periandy, B. Narayanan, S. Mohan
7
84
2010
J. Mol. Struct.
M. Karabacak, D. Karagoz, M. Kurt
892
25
2008
Spectrochim. Acta.
A. Usha Rani, N. Sundaraganesan, M. Kurt, M. Cinar, M. Karabacak
75
1523
2010
J. Phys. Org. Chem.
M. Karabacak, M. Kurt, A. Atac
22
321
2009
Spectrochim. Acta.
P.M. Wojciechowski, D. Michalska
68
948
2007
Spectrochim. Acta.
P. Rajesh, S. Gunasekaran, T. Gnanasambandan, S. Seshadri
137
1184
2015
Spectrochim. Acta Part A Mol. Biomol. Spectrosc.
T. Ramya , S. Gunasekaran , G.R. Ramkumaar
149
132
2015
J. Raman Spectrosc.
S. Seshadri, S. Gunasekaran, S. Muthu
40
639
2009
Indian J. Pure Appl. Phys.
V. Krishnakumar, R. John Xavier
41
597
2003
E. Scrocco, J. Tomasi, Topics in Current Chemistry, vol. 42, Springer-Verlag, Berlin, 1973
J. Mol. Struct.
P.Govindasamy , S. Gunasekaran
1081
96
2015
Inorg. Chem.
A.E. Reed, P.V.R. Schleye
27
3969
1988
J. Raman Spectrosc.
C. James, A. AmalRaj, R. Reghunathan
37
1381
2006
J. Zhejiang, Univ. Sci. B
L.J. Na, C.Z. Rang, Y.S. Fang
6
584
2005
J. Mol. Struct.
M. Szafram, A. Komasa, E.B. Adamska
827
101
2007
Spectrochim. Acta Part A Mol.
Biomol. Spectrosc.
M. Prabhaharan , A.R. Prabakaran , S. Srinivasan , S. Gunasekaran
127
454
2014
Spectrochim. Acta, Part A
K. Golcuk, A. Altun, M. Kumru
59A
1841
2003
P. Politzer, D.G. Truhlar (Eds.), Chemical Application of Atomic and Molecular Electrostatic
Potentials, Plenum, New York, 1981
P. Politzer, P.R. Laurence, K. Jayasuriya, Molecular electrostatic potentials: an effective tool for the
elucidation of biochemical phenomena, in: J. McKinney (Ed.), Structure Activity Correlation in
Mechanism Studies and Predictive Toxicology, Environ. Health Perspect. 1985, 61, 191–202
Theor. Chem. Acc.
F.J. Luque, J.M. Lopez, M. Orozco
103
343
2000
J. Mol. Des.
N. Okulik, A.H. Jubert
4
17
2005
Can. J. Anal.Sci. Spectrosc.
S. Gunasekaran, R.A. Balaji, S. Kumaresan, G. Anand, S. Srinivasan
53
149
2008
Spectrochim. Acta A
B. Kosar, C. Albayrak
78
160
2011
A. Rauk, Orbital Interaction Theory of Organic Chemistry, second ed., Wiley-Interscience, New York,
2001
A. Streitwieser Jr., Molecular Orbital Theory for Organic Chemists, Wiley, New York, 1961
J. Chem.
Phys.
B.J. Powell, T. Baruah, N. Bernstein, K. Brake, R.H. McKenzie, P. Meredith,M.R. Pederson
120
8608
2004
Corros. Sci.
G. Gece
50
2981
2008
Spectrochim. Acta
B. Kosar, C. Albayrak
78A
160
2011
J. Org. Chem.
R.G. Pearson
54
1423
1989
Chem. Rev.
P. Geerlings, F.D. Proft, W. Langenaeker
103
1793
2003