Structural and spectral studies on benzoyl Thiourea based on DFT calculations
DOI:
https://doi.org/10.24297/jac.v12i15.1957Keywords:
FTIR, FT-Raman, DFT, NBOAbstract
The experimental and theoretical vibrational spectra of benzoyl thiourea were investigated. The experimental FT-IR (400–4000 cm−1) and FT-Raman spectra (100–4000 cm−1) of the molecule in the powder form were recorded. Theoretical vibrational frequencies and geometric parameters (bond lengths and bond angles) were calculated using density functional B3LYP method with 6-311G++(d,p) and cc-pVDZ basis sets by Gaussian program, for the first time. The complete assignments were performed on the basis of the potential energy distribution (PED) of the vibrational modes, calculated with scaled quantum mechanical (SQM) method. The formation of the hydrogen bond was investigated using NBO calculations. The electron density-based local reactivity descriptors such as Fukuifunctions were calculated. The calculated HOMO and LUMO energies show that charge transfer occur within the molecule. The dipole moment (μ) and polarizability (α), anisotropy polarizability (Δα) and first order hyperpolarizability (βtotal) of the molecule have been reported
Downloads
Download data is not yet available.
References
1 Tang L.N, and Wang F.N Electrochemical evaluation of allyl thioureas on copper surface. Corrosion Science. 2008,13: 1156-1160
2 Ziessel R, Bonardi L. Retailleau P, G. Ulrich, Isocyanate-, is othiocyanate-, urea-, and thiourea-substituted borondipyrromethene dyes as fluorescent probes. Org.Chem. 2006, 71: 3093
3 Quraishi M.A, Ansari F.A, D. Jamal. Thiourea derivatives as corrosion inhibitors for mild steel in formic acid .Materials Chemistry and Physics. 2002, 77: 687-690. Sun C W, Zhang X D, Chinese J. Struct. Chem., 2007, 26(2),153-156.
4 Shetty S.D, Shetty P, and Nayak H.V.S, ‘ The inhibition action of N-(furfuryl)-N’-phenyl thiourea on the corrosion of mild steel in hydrochloric acid medium. Material Letters. 2007, 61: 2347-2349.
5 M.A. Quraishi, F.A. Ansari, D. Jamal. Thiourea derivatives as corrosion inhibitors for mild steel in formic acid .Materials Chemistry and Physics. 2002, 77: 687-690. Hassan H M, J. Serb. Chem. Soc., 1998, 63(2), 117-123.
6 Saeed S, Rashid N, Ali M, Hussain R, Eur. J. Chem., 2010, 1(3), 200-205
7 Z. Zhengyu, D. Dongmei, Mol. J. Struct. (Theochem) 505,247–252 ,(2000)
8 Z. Zhengyu, F. Aiping, D. Dongmei, Int. J. Quant. Chem. 78 ,186–189 ,(2000)
9 Z. Zhengyu, F. Aiping, D. Dongmei, Int. J. Quant. Chem. 78,186–189, (2000)
10 D.C. Young, Computational Chemistry: A Practical Guide for Applying Techniques to Real World Problems (Electronic), John Wiley & Sons Inc, New York,2001.
11 N. Sundaraganesan, S. Ilakiamani, H. Saleem, P.M. Wojciechowski, D. Michalska,Spectrohim. Acta A 61 ,2995–3001,(2005).
12 M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Suzerain, M.A. Robb,J.R. Cheeseman Jr., J.A. Montgomery, 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. Hratchian, J.B. Cross, V. Bakken,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. 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.I, Gaussian, Inc, Pittsburgh, PA, 2003.
13 P.C.HAriharan,J.A.Pople,Theo.Chim.Acta, ,28,213(1973).
14 P.C.HAriharan,J.A.Pople,Mol.Phys, ,27,209(1974).
15 A.D.Becke,J.Chem.Phys, ,98,5648(1993).
16 A.E.Reed,L.A.Curtiss,F.Weinhold,Chem.Rev.,88,899,(1988).
17 E.D.Glendening,A.E.Reed,J.E.Carpenter,F.Weinhold,J Am Chem Soc, ,120,12051(1998)
18 Usharani,M.karabacak,O.Tandriverdi,M.kurt,N.Sundaraganesan, Spectrochim Acta, A,92 ,67– 77 ,(2012).
19 V.K. Rastogi, M.A. Palafox, R.P. Tanwar, L. Mittal, Spectrochim. Acta A 58, 1987–2004, (2002).
20 M. Silverstein, G.C. Basseler, C. Morill, Spectrometric Identification ofOrganic Compounds, Wiley, New York, (1981).
21 L.J. Bellamy, The Infrared Spectra of Complex Molecules, 3rd ed., Wiley, NewYork, (1975).
22 M. Karabacak, Z. Cinar, M. Kurt, S. Sudha, N. Sundaraganesan Spectrochimica Acta Part A 85 ,179– 189 ,(2012).
23 G. Socrates, Infrared Characteristic Group frequencies, Wiley-Interscience Publication,New York, (1980).
24 G. Varsanyi, Assignments of Vibrational Spectra of Seven Hundred Benzene
Derivatives, vols. 1–2, Adam Hilger, (1974).
25 V. Krishnakumar, V. Balachandran, Spectrochim. Acta A ,61, 1001–1006,(2005).
26 D.N. Sathyanarayana, Vibrational Spectroscopy, Theory and Applications, New
Age International Publishers, New Delhi, 2004.
27 M. Snehalatha, C. Ravi kumar, I. Hubert Joe, N. Sekar, V.S. Jayakumar, Spectrochim. Acta A, 72 ,654(2009)
28 C. James, A. Amal Raj, R. Reghunathan, I.H. Joe, V.S. Jayakumar, J. Raman
Spectrosc, , 37,138,(2006).
29 J. Liu, Z. Chen, S. Yuan, J. Zhejiang, Univ. Sci., B 6,584, (2005).
30 Atalay, D. Avil, A. Basaoglu, Struct. Chem. 19, 239,(2008).
31 T. Vijayakumar, I. Hubertjoe, C.P.R. Nair, V.S. Jaya Kumar, Chem. Phys. 343
83–89,(2008).
32 I. Sidir, Y.G. Sidir, M. Kumalar, E. Tasal, J. Mol. Struct. 134,964,(2010).
33. K. Jug, Z.B. Maksic, in: Z.B. Maksic (Ed.),Theoretical Model of Chemical
Bonding, Part 3, Springer, Berlin,, 29, 233,(1991).
34. S. Fliszar, Charge Distributions and Chemical Effects, Springer,New York,(1983).
35. L. Xiao-Hong, et al., Comput. Theor. Chem., 2 ,969, (2011).
36 S. Sebastin, N. Sundaraganesan, Spectrochim. Acta A 75 ,941-952,(2010).
37 E. Scrocco, J. Tomasi, Adv. Quantum Chem. 11,115,(1979)
38 C.R. Zhang, H.S. Chen, G.H. Wang, Chem. Res. Chin., , U 20 ,640,(2004).
39 Y. Sun, X. Chen, L. Sun, X. Guo, W. Lu, Chem. Phys. Lett., 38, 397,(2003).
40 O. Christiansen, J. Gauss, J.F. Stanton, Chem. Phys. Lett., 147,305, (1999).
41 P. Kolandaivel, G. Praveen, and P. Selvarengan, J. Chem.Sci 117(5),591(2005)
42 R.K. Roy, K. Hirao, S. Krishnamurthy, and S. Pal, J. Chem. Phys.,115,2901
(2001)
43 R. Zhang, B. Dub, G. Sun, Y. Sun, Spectrochim. Acta A 75 ,1115–1124, (2010).
44 M. Alcolea Palafox, Int. J. Quantum Chem. 77,661–684, (2000).
45. R.Desiderato, J.C.Terry, G.R.Freem
2 Ziessel R, Bonardi L. Retailleau P, G. Ulrich, Isocyanate-, is othiocyanate-, urea-, and thiourea-substituted borondipyrromethene dyes as fluorescent probes. Org.Chem. 2006, 71: 3093
3 Quraishi M.A, Ansari F.A, D. Jamal. Thiourea derivatives as corrosion inhibitors for mild steel in formic acid .Materials Chemistry and Physics. 2002, 77: 687-690. Sun C W, Zhang X D, Chinese J. Struct. Chem., 2007, 26(2),153-156.
4 Shetty S.D, Shetty P, and Nayak H.V.S, ‘ The inhibition action of N-(furfuryl)-N’-phenyl thiourea on the corrosion of mild steel in hydrochloric acid medium. Material Letters. 2007, 61: 2347-2349.
5 M.A. Quraishi, F.A. Ansari, D. Jamal. Thiourea derivatives as corrosion inhibitors for mild steel in formic acid .Materials Chemistry and Physics. 2002, 77: 687-690. Hassan H M, J. Serb. Chem. Soc., 1998, 63(2), 117-123.
6 Saeed S, Rashid N, Ali M, Hussain R, Eur. J. Chem., 2010, 1(3), 200-205
7 Z. Zhengyu, D. Dongmei, Mol. J. Struct. (Theochem) 505,247–252 ,(2000)
8 Z. Zhengyu, F. Aiping, D. Dongmei, Int. J. Quant. Chem. 78 ,186–189 ,(2000)
9 Z. Zhengyu, F. Aiping, D. Dongmei, Int. J. Quant. Chem. 78,186–189, (2000)
10 D.C. Young, Computational Chemistry: A Practical Guide for Applying Techniques to Real World Problems (Electronic), John Wiley & Sons Inc, New York,2001.
11 N. Sundaraganesan, S. Ilakiamani, H. Saleem, P.M. Wojciechowski, D. Michalska,Spectrohim. Acta A 61 ,2995–3001,(2005).
12 M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Suzerain, M.A. Robb,J.R. Cheeseman Jr., J.A. Montgomery, 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. Hratchian, J.B. Cross, V. Bakken,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. 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.I, Gaussian, Inc, Pittsburgh, PA, 2003.
13 P.C.HAriharan,J.A.Pople,Theo.Chim.Acta, ,28,213(1973).
14 P.C.HAriharan,J.A.Pople,Mol.Phys, ,27,209(1974).
15 A.D.Becke,J.Chem.Phys, ,98,5648(1993).
16 A.E.Reed,L.A.Curtiss,F.Weinhold,Chem.Rev.,88,899,(1988).
17 E.D.Glendening,A.E.Reed,J.E.Carpenter,F.Weinhold,J Am Chem Soc, ,120,12051(1998)
18 Usharani,M.karabacak,O.Tandriverdi,M.kurt,N.Sundaraganesan, Spectrochim Acta, A,92 ,67– 77 ,(2012).
19 V.K. Rastogi, M.A. Palafox, R.P. Tanwar, L. Mittal, Spectrochim. Acta A 58, 1987–2004, (2002).
20 M. Silverstein, G.C. Basseler, C. Morill, Spectrometric Identification ofOrganic Compounds, Wiley, New York, (1981).
21 L.J. Bellamy, The Infrared Spectra of Complex Molecules, 3rd ed., Wiley, NewYork, (1975).
22 M. Karabacak, Z. Cinar, M. Kurt, S. Sudha, N. Sundaraganesan Spectrochimica Acta Part A 85 ,179– 189 ,(2012).
23 G. Socrates, Infrared Characteristic Group frequencies, Wiley-Interscience Publication,New York, (1980).
24 G. Varsanyi, Assignments of Vibrational Spectra of Seven Hundred Benzene
Derivatives, vols. 1–2, Adam Hilger, (1974).
25 V. Krishnakumar, V. Balachandran, Spectrochim. Acta A ,61, 1001–1006,(2005).
26 D.N. Sathyanarayana, Vibrational Spectroscopy, Theory and Applications, New
Age International Publishers, New Delhi, 2004.
27 M. Snehalatha, C. Ravi kumar, I. Hubert Joe, N. Sekar, V.S. Jayakumar, Spectrochim. Acta A, 72 ,654(2009)
28 C. James, A. Amal Raj, R. Reghunathan, I.H. Joe, V.S. Jayakumar, J. Raman
Spectrosc, , 37,138,(2006).
29 J. Liu, Z. Chen, S. Yuan, J. Zhejiang, Univ. Sci., B 6,584, (2005).
30 Atalay, D. Avil, A. Basaoglu, Struct. Chem. 19, 239,(2008).
31 T. Vijayakumar, I. Hubertjoe, C.P.R. Nair, V.S. Jaya Kumar, Chem. Phys. 343
83–89,(2008).
32 I. Sidir, Y.G. Sidir, M. Kumalar, E. Tasal, J. Mol. Struct. 134,964,(2010).
33. K. Jug, Z.B. Maksic, in: Z.B. Maksic (Ed.),Theoretical Model of Chemical
Bonding, Part 3, Springer, Berlin,, 29, 233,(1991).
34. S. Fliszar, Charge Distributions and Chemical Effects, Springer,New York,(1983).
35. L. Xiao-Hong, et al., Comput. Theor. Chem., 2 ,969, (2011).
36 S. Sebastin, N. Sundaraganesan, Spectrochim. Acta A 75 ,941-952,(2010).
37 E. Scrocco, J. Tomasi, Adv. Quantum Chem. 11,115,(1979)
38 C.R. Zhang, H.S. Chen, G.H. Wang, Chem. Res. Chin., , U 20 ,640,(2004).
39 Y. Sun, X. Chen, L. Sun, X. Guo, W. Lu, Chem. Phys. Lett., 38, 397,(2003).
40 O. Christiansen, J. Gauss, J.F. Stanton, Chem. Phys. Lett., 147,305, (1999).
41 P. Kolandaivel, G. Praveen, and P. Selvarengan, J. Chem.Sci 117(5),591(2005)
42 R.K. Roy, K. Hirao, S. Krishnamurthy, and S. Pal, J. Chem. Phys.,115,2901
(2001)
43 R. Zhang, B. Dub, G. Sun, Y. Sun, Spectrochim. Acta A 75 ,1115–1124, (2010).
44 M. Alcolea Palafox, Int. J. Quantum Chem. 77,661–684, (2000).
45. R.Desiderato, J.C.Terry, G.R.Freem
Downloads
Published
2016-08-01
How to Cite
Kumutha, R., Krishnan, S., Gangadharan3, R., & Kumar, M. (2016). Structural and spectral studies on benzoyl Thiourea based on DFT calculations. JOURNAL OF ADVANCES IN CHEMISTRY, 12(15), 4826–4844. https://doi.org/10.24297/jac.v12i15.1957
Issue
Section
Articles
License
All articles published in Journal of Advances in Linguistics are licensed under a Creative Commons Attribution 4.0 International License.
