Vibrational spectra and molecular structure of 3-(piperidine-1-yl-methyl)-1,3-benzoxazol-2(3H)-one molecule by density functional theory and Hartree-Fock calculations

Journal of Molecular Structure

Volumn 923, Issue 1-3, 2009, Pages 141-152

  Taşal, Erol ^a   Sidir, Isa ^a   Gülseven, Yadigar ^a   Öǧretir, Cemil ^a   Önkol, Tijen ^b  

^a ESKISEHIR OSMANGAZI UNIVERSITY   (Turkey)

^b GAZI UNIVERSITY   (Turkey)

Author keywords

Benzoxazole; DFT; FT IR; HF; Molecular conformation; Piperidine

Indexed keywords

CONFORMATIONS; MOLECULAR SPECTROSCOPY; MOLECULAR STRUCTURE; PROBABILITY DENSITY FUNCTION;

BENZOXAZOLE; DFT; FT-IR; HF; MOLECULAR CONFORMATION; PIPERIDINE;

DENSITY FUNCTIONAL THEORY;

EID: 63149100325     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2009.02.017     Document Type: Article

References (66)

1. Foye W.O., Lemke T.L., and Williams D.A. Principal of Medicinal Chemistry. fourth ed. (1995), A. Lea and Febiger Book, Awaverly Company, Baltimore
2. Viaud M.C., Jamoneau P., Flouzat C., Espiard J.G.B., Pfeiffer B., Renard P., Caignard D.H., Adam G., and Guillaumet G.J. J. Med. Chem. 38 (1995) 1278
3. Doǧruer D.S., Ünlü S., Şahin M.F., and Yeşilada E. II Farmaco 52 (1997) 745
4. Doǧruer D.S., Ünlü S., Şahin M.F., and Yeşilada E. II Farmaco 53 (1980) 80
5. Wein A. Arch. Pharm. 324 (1991) 79
6. Yalçi{dotless}n I., Oren I., Şener E., Aki{dotless}n A., and Uçartürk N. Eur. J. Med. Chem. 27 (1992) 401
7. Dumez E., Snaith J.S., Jackson R.F.W., McElroy A.B., Overington J., Wythes M.J., Withka J.M., and McLellan T.J. J. Org. Chem. 67 (2002) 4882
8. Paupaert J., Carato P., and Colacino E. Curr. Med. Chem. 12 (2005) 877
9. Berçin E., Ersan S., Atay O., and Işi{dotless}kdaǧ I. J. Fac. Pharm. Gazi 6 (1989) 163
10. Arslan H., Algül O., and Dündar Y. Vib. Spectrosc. 44 (2007) 248
11. Arslan H., Algül O., and Önkol T. Spectrochim. Acta A 70 (2008) 606
12. Klots T.D., and Collier W.B. Spectrochim. Acta A 51 (1995) 1291
13. O'Sullivan D.G. J. Chem. Soc. (1960) 3278
14. El-Azhary A.A. Spectrochim. Acta A 55 (1999) 2437
15. Titova T.V., Anisimova O.S., and Pentin Yu.A. Opt. Spectrosc. 23 (1967) 495
16. Jones R.A.Y., Katritzky A.R., Richards A.C., Wyatt R.J., Bishop R.J., and Sutton L.E. J. Chem. Soc. B (1970) 122
17. Scott D.W. J. Chem. Thermodyn. 3 (1971) 649
18. Gundersen G., and Rankin D.W. Acta Chem. Scand. A 37 (1983) 865
19. Blackburne I.D., Katrizky A.R., and Takeuchi Y. Acc. Chem. Res. 8 (1975) 300
20. Parkin J.E., Buckley P.J., and Costain C.C. J. Mol. Spectr. 89 (1981) 465
21. Marcotrigiano G., Menabue L., and Pellacani G.C. J. Mol. Struct. (THEOCHEM) 30 (1976) 85
22. Krueger P.J., and Jan J. Can. J. Chem. 48 (1970) 3236
23. Hirokawa T., Kimura T., Ohno K., and Murata H. Spectrochim. Acta A 36 (1980) 329
24. Okishi Y., Imai Y., and Aida K. J. Inorg. Nucl. Chem. 35 (1973) 101
25. Baldock R.W., and Katritzky A.R. Tetrahedron Lett. 9 (1968) 1159
26. Vedal D., Ellestad O.H., and Klaboe P. Spectrochim. Acta A 32 (1976) 877
27. Vayner E., and Ball D.W. J. Mol. Struct. (THEOCHEM) 496 (2000) 175
28. Peeters A., Vanalsenoy C., Lenstra A.T.H., and Geise H.J. J. Mol. Struct. (THEOCHEM) 77 (1991) 137
29. Tronchet J.M.J., and Komaromi I. J. Comput. Chem. 15 (1994) 1091
30. Ladika M., and Rondan N.G. J. Mol. Struct. (THEOCHEM) 365 (1996) 21
31. Goldblum A., Deeb O., and Loew G.H. J. Mol. Struct. (THEOCHEM) 66 (1990) 1
32. Carballeira L., and Pérez-Juste I. J. Comput. Chem. 19 (1998) 961
33. Dega-Szafran Z., Jaskólski M., Szafran M., and Dulewicz E. J. Mol. Struct. (THEOCHEM) 615 (2002) 33
34. Szafran M., Komasa A., and Bartoszak-Adamska E. J. Mol. Struct. (THEOCHEM) 827 (2007) 101
35. Dega-Szafran Z., Dutkiewicz G., Kosturkiewicz Z., and Szafran M. J. Mol. Struct. (THEOCHEM) 875 (2008) 346
36. Szafran M., Dega-Szafran Z., Thaimattam R., and Jaskólski M. J. Mol. Struct. (THEOCHEM) 706 (2004) 49
37. Dega-Szafran Z., Dulewicz E., Szafran M., Thaimattam R., and Jaskólski M. J. Mol. Struct. (THEOCHEM) 828 (2007) 19
38. Berrien J.-F., Ourevitch M., Morgant G., Ghermani N.E., Crousse B., and Bonnet-Delpon D. J. Fluorine Chem. 128 (2007) 839
39. Lee C., Yang W., and Parr R.G. Phys. Rev. B37 (1988) 785
40. Becke A.D. J. Chem. Phys. 98 (1993) 5648
41. M.F. Frisch, A. Frisch, J.M. Foresman, Gaussian03 User's Reference, Gaussian Inc., Garnegie Office Park, Building Six, Carnegie, PA, 15106.
42. Becke A.D. Phys. Rev. A38 (1988) 3098
43. Hehre W.J., Radom L., Schleyer P.V.R., and Pople A.J. Ab Initio Molecular Orbital Theory (1989), Wiley, New York
44. Foresman B., and Frisch E. Exploring Chemistry with Electronic Structure Methods: A Guide to Using Gaussian (1993), Gaussian Pittsburg, PA, USA
45. Scott A.P., and Radom L. J. Phys. Chem. 100 (1996) 16502
46. NIST Computational Chemistry Comparison and Benchmark Database, NIST, in: Russell D. Johnson III (Ed.), Standard Reference Database Number 101, Release 12, August 2005. Available from: .
47. 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. Hratchian, 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, Inc., Pittsburgh, PA, 2003.
48. R. Dennington, T. Keith, J. Millam, K. Eppinnett, W.L. Howell, R. Gilliland, GaussView, Version 3.07, Semichem Inc., Shawnee Mission, KS 2003.
49. Aydi{dotless}n A., Önkol T., Akkurt M., and Büyükgüngör O. Anal. Sci. 21 (2005) 119
50. Aydi{dotless}n A., Ari{dotless}ci{dotless} C., Akkurt M., Akkoç Y., and Şahin M.F. Anal. Sci. 18 (2002) 1401
51. Aydi{dotless}n A., Önkol T., Akkurt M., Büyükgüngör O., and Ünlü S. Acta Cryst. E60 (2004) 244
52. Bigotto A., and Pergolese B. J. Raman Spectrosc. 32 (2001) 953
53. Lifshitz A., Tamburu C., Suslensky A., and Dubnikova F. J. Phys. Chem. A 110 (2006) 4617
54. Krishnakumar V., and John Xavier R. Ind. J. Pure Appl. Phys. 41 (2003) 597
55. Coates J. In: Meyers R.A. (Ed). Interpretation of Infrared Spectra. A Practical Approach (2000), John Wiley and Sons Ltd., Chichester
56. Güllüoǧlu M.T., and Yurdakul S. Vib. Spectrosc. 25 (2001) 205
57. Güllüoǧlu M.T., and Yurdakul S. J. Mol. Struct. (THEOCHEM) 641 (2002) 93
58. Güllüoǧlu M.T., Erdoǧdu Y., and Yurdakul S. J. Mol. Struct. (THEOCHEM) 834-836 (2007) 540-547
59. Anto P.L., Panicker C.Y., Varghese H.T., Philip D., Temiz-Arpaci O., Tekiner-Gulbas B., and Yildiz I. Spectrochim. Acta A 67 (2007) 744
60. Ambujakshan K.R., Madhavan V.S., Varghese H.T., Panicker C.Y., Temiz- Arpaci O., Tekiner-Gulbas B., and Yildiz I. Spectrochim. Acta A 69 (2008) 782
61. Rabiger D.J., and Joullié M.M. J. Org. Chem. 29 (1964) 476
62. Sullivan D.G.O. Spectrochim. Acta A 16 (1960) 762
63. Roeges N.P.G. A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures (1994), Wiley, New York
64. Klots T.D., and Collier W.B. Spectrochim. Acta A 51 (1995) 1255
65. Silverstein R.M., Bassler G.C., and Morril T.C. Spectrometric Identification of Organic Compounds. fifth ed. (1991), John Wiley and Sons, Inc., Singapore
66. Krishnakumar V., Dheivamalar S., John Xavier R., and Balachandran V. Spectrochim. Acta A 65 (2007) 147