614
H. Arslan et al. / Spectrochimica Acta Part A 70 (2008) 606–614
fore, the infrared band appearing at 700 cm−1 was designated
to out-of-plane γCH bending vibration. This result confirmed by
Sullivan [37].
[15] H. Nakamura, A. Shimoda, K. Ishii, T. Kadokawa, Arch. Int. Pharmacodyn.
282 (1986) 16.
¨
¨
¨
[16] S. Unlu¨, T. Onkol, Y. Du¨ndar, B. Okc¸elik, E. Ku¨peli, E. Yes¸ilada, N.
Noyanalpan, M.F. S¸ahin, Arch. Pharm. Pharm. Med. Chem. 336 (2003)
353.
¨
4. Conclusion
[17] D.S. Dog˘ruer, S. Unlu¨, E. Yes¸ilada, M.F. S¸ahin, Il Farmaco 52 (1997)
745.
¨
[18] D.S. Dog˘ruer, S. Unlu¨, M.F. S¸ahin, E. Yes¸ilada, Il Farmaco 53 (1998)
The frequency assignment for the 3-(6-benzoyl-2-
80.
oxobenzo[d]oxazol-3(2H)-yl)propanoic acid which is
a
¨
¨
[19] A. Aydın, T. Onkol, C. Arıcı, M. Akkurt, M.F. S¸ahin, D. Ulku¨, Acta Cryst.
E59 (2003) o616–o618.
benzoxazol derivatives have been done for the first time from
the FT-IR spectrum recorded for this compound. The conforma-
tion stability, equilibrium geometries and harmonic frequencies
of the title compound were determined and analyzed both
at HF and DFT level of theories utilizing 6–31G(d) basis
set. The difference between the observed and scaled wave
number values of most of the fundamentals is very small. Any
discrepancy noted between the observed and the calculated
frequencies may be due to the fact that the calculations have
been actually done on a single molecule in the gaseous state
contrary to the experimental values recorded in the presence
of intermolecular interactions. The IR spectrum of the title
compound was interpreted in terms of the potential energy
distribution (PED) analysis.
[20] Y. Shao, L.F. Molnar, Y. Jung, J. Kussmann, C. Ochsenfeld, S.T. Brown,
A.T.B. Gilbert, L.V. Slipchenko, S.V. Levchenko, D.P. O’Neill, R.A. DiS-
tasio, R.C. Lochan, T. Wang, G.J.O. Beran, N.A. Besley, J.M. Herbert,
C.Y. Lin, T. Van Voorhis, S.H. Chien, A. Sodt, R.P. Steele, V.A. Rassolov,
P.E. Maslen, P.P. Korambath, R.D. Adamson, B. Austin, J. Baker, E.F.C.
Byrd, H. Dachsel, R.J. Doerksen, A. Dreuw, B.D. Dunietz, A.D. Dutoi,
T.R. Furlani, S.R. Gwaltney, A. Heyden, S. Hirata, C-P. Hsu, G. Kedziora,
R.Z. Khalliulin, P. Klunzinger, A.M. Lee, M.S. Lee, W.Z. Liang, I. Lotan,
N. Nair, B. Peters, E.I. Proynov, P.A. Pieniazek, Y.M. Rhee, J. Ritchie,
E. Rosta, C.D. Sherrill, A.C. Simmonett, J.E. Subotnik, H.L. Woodcock
III, W. Zhang, A.T. Bell, A.K. Chakraborty, D.M. Chipman, F.J. Keil,
A.Warshel, W.J. Hehre, H.F. Schaefer, J. Kong, A.I. Krylov, P.M.W. Gill,
M. Head-Gordon (Phys. Chem. Chem. Phys. 8 (2006) 3172). Spartan 06,
Wavefunction Inc., Irvine, CA 92612, USA, 2006.
[21] M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R.
Cheeseman, V.G. Zakrzewski, J.A. Montgomery, Jr., R.E. Stratmann, J.C.
Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain,
O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C.
Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala,
Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D.
Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G.
Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.
Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng,
A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gill, B. John-
son, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon,
E.S. Replogle, J.A. Pople, Gaussian 03, Revision C.02, Gaussian Inc.,
Pittsburgh, PA, 2003.
Acknowledgements
This work was supported by the Mersin University
Research Fund (Project no: BAP.ECZ.F.TB.(HA).2007-1 and
¨
BAP.ECZ.F.MB.(OA).2006-3).
References
[1] M.C. Bermann, J.P. Bonte, I. Lesieur-Demarquilly, M. Debaert, D. Lesieur,
M. Leinot, J. Benoit, C. Labrid, Eur. J. Med. Chem. 17 (1982) 85.
[2] C. S¸afak, H. Erdog˘an, E. Palaska, R. Sunal, S. Duru, J. Med. Chem. 35
(1982) 1296.
[3] T. Takashima, Y. Kadoh, S. Kumada, Arzneim. -Forsch. 22 (1972) 711.
[4] K. Tsurumi, Y. Hiramatsu, M. Nozaki, M. Hayashi, H. Fujimura, Arzneim.
-Forsch. 22 (1972) 716.
[22] B. Foresman, E. Frisch, Exploring Chemistry with Electronic Structure
Methods: A Guide to Using Gaussian, Gaussian Pitttsburg, PA, 1993.
[23] A.P. Scott, L. Radom, J. Chem. 100 (1996) 16502.
¨
[24] H. Arslan, O. Algu¨l, Y. Du¨ndar, Vibrat. Spectrosc. 44 (2007) 248.
[25] NIST Computational Chemistry Comparison and Benchmark Database,
NIST Standard Reference Database Number 101, Release 12, August 2005,
[26] R. Dennington, T. Keith, J. Millam, K. Eppinnett, W.L. Hovell, R. Gilliland,
GaussView, Version 3.07, Semichem Inc., Shawnee Mission, KS, 2003.
[27] M.H. Jamro´z, Vibrational Energy Distribution Analysis VEDA 4, Warsaw,
2004.
[5] M.C. Vinaud, P. Jamoneau, C. Flouzat, J.G.B. Espiard, B. Pfeiffer, P.
Renard, D.H. Caignard, G. Adam, G.J. Guillaumet, J. Med. Chem. 38
(1995) 1278.
¨
[6] D.S. Dog˘ruer, M.F. S¸ahin, S. Unlu¨, S. Ito, Arch. Pharm. Pharm. Med. Chem.
333 (2000) 79.
[28] V. Krishnakumar, S. Dheivamalar, R. John Xavier, V. Balachandran, Spec-
trochim. Acta A 65 (2006) 147.
[7] P. Renard, D. Lesieur, C. Lespagnol, M. Cazin, C. Brunet, J.C. Cazin, Eur.
J. Med. Chem. Chim. Ther. 15 (1980) 453.
[29] H. Arslan, T. Ozpozan, Asian J. Chem. 18 (3) (2006) 1815.
[30] V. Krishnakumar, R. Ramasamy, Spectrochim. Acta Part A 62 (2005) 570.
[31] R. Kimmelma, M. Hotokka, J. Mol. Struct. (Theochem) 418 (1997) 189.
[32] H. Arslan, A. Demircan, Acta Chim. Slov. 54 (2007) 341.
[33] M. Silverstein, G. Clayton Basseler, C. Morill, Spectrometric Identification
of Organic Compounds, Wiley, New York, 1981.
[8] B. Gong, F. Hong, C. Kohm, L. Bonham, P. Klein, Bioorg. Med. Chem.
Lett. 14 (2004) 1455.
[9] S.H. Fereira, B.B. Lorenzetti, M. Devissaguet, D. Lesieur, Y. Tsouderos,
Br. J. Pharmacol. 114 (1995) 303.
¨
¨
¨
[10] S. Unlu¨, H. Erdog˘an, R. Sunal, H.U. J. Fac. Pharm. 12(1) (1992) 23.
¨
[11] S. Unlu¨, H. Erdog˘an, R. Sunal, B. Gu¨mu¨s¸el, H.U. J. Fac. Pharm. 12(1)
(1992) 75.
[34] N. Sundaraganesan, C. Meganathan, B. Anand, C. Lapouge, Spectrochim.
Acta A 66 (2007) 773.
¨
[12] H. Erdog˘an, S. Unlu¨, Arch. Pharm. 322 (1989) 75.
[35] O.V. Cabral, C.A. Te´llez, S.T. Giannerini, J. Felcman, Spectrochim. Acta
A 61 (2005) 337.
[13] K. Tsurumi, Y. Hiramatsu, M. Nozaki, M. Hayashi, H. Fujimura, Arzneim.
-Forsch. 22 (1972) 724.
[36] D.J. Rabiger, M.M. Joullie, J. Org. Chem. 29 (1964) 476.
[37] D.G.O. Sullivan, Spectrochim. Acta Part A 16 (1960) 762.
[14] Fujisawa Pharmaceutical Co. Ltd., Jpn. Kokai Tokkyo Koho JP 59 53,475;
84 53,475. 1984 Chem. Abstracts, 1984, 101, 90983d.