FT-Raman, FT-IR spectra and DFT calculations on monomeric and dimeric structures of 5-fluoro- and 5-chloro-salicylic acid

Journal of Raman Spectroscopy

Volumn 41, Issue 9, 2010, Pages 1085-1097

  Karabacak, Mehmet ^a   Kose, Etem ^a   Kurt, Mustafa ^b  

^a AFYON KOCATEPE UNIVERSITY   (Turkey)

^b AHI EVRAN UNIVERSITY   (Turkey)

Author keywords

5 chloro salicylic acid; 5 fluoro salicylic acid; DFT; Intermolecular hydrogen bond; IR and Raman spectra

Indexed keywords

CHLORINE COMPOUNDS; COMPUTATION THEORY; DENSITY FUNCTIONAL THEORY; DIMERS; GEOMETRY; HYDROGEN BONDS; MOLECULES; QUANTUM THEORY; RAMAN SCATTERING;

5-CHLORO-SALICYLIC ACID; 5-FLUORO-SALICYLIC ACID; DENSITY-FUNCTIONAL THEORY CALCULATIONS; DENSITY-FUNCTIONAL-THEORY; DIMERIC STRUCTURE; FT-RAMAN; INTERMOLECULAR HYDROGEN BONDS; IR AND RAMAN SPECTRA; MONOMERIC STRUCTURES; SPECTRA'S;

SALICYLIC ACID;

EID: 77957335236     PISSN: 03770486     EISSN: 10974555     Source Type: Journal    
DOI: 10.1002/jrs.2551     Document Type: Article

References (61)

1. P. Wen, J. Chen, S. Wan, W. Kong, P. Zhang, W. Wang, J. Zhan, Q. Pan, W. Huang, Plant Growth Regul. 2008, 55, 1.
2. Y. Xu, H. Yin, Y. Lu, S. Yin, H. Wu, T. Jiang, Y. Wada, Mater. Lett. 2006, 60, 2873.
3. Y. P. Singh, R. Das, R. A. Singh, Afr. J. Biochem. Res. 2007, 1(2), 19.
4. S. A. El-Shahawy, Spectrochim. Acta 1988, 44A, 903.
5. J. Catalan, F. Toriblo, A. U. Acuna, J. Phys. Chem. 1982, 86, 303.
6. N. S. Price, Biochem. J. 1979, 177, 603.
7. U. Nagashima, S. Nagaoka, S. Katsumata, J. Phys. Chem. 1991, 95, 3532.
8. F. Brehat, B. Wyncke, A. Hadni, Spectrochim. Acta 1977, 33A, 429.
9. H. Poulet, J. P. Mathieu, Spectrochim. Acta 1977, 33A, 1099.
10. M. Jadrijević, M. Takać, D. V. Topić, Acta Pharm. 2004, 54, 177.
11. T. Yahagi, A. Fujii, T. Ebata, N. Mikami, J. Phys. Chem. 2001, 105A, 10673.
12. V. Volvo, L. Colombo, K. Furic, J. Raman Spectrosc. 1983, 14(5), 347.
13. B. Humbert, M. Alnot, F. Quilès, Spectrochim. Acta 1998, 54A, 465.
14. W. Cochran, Acta Crystallogr. 1953, 6, 260.
15. M. Sundaralingam, L. H. Jensen, Acta Crystallogr. 1965, 18, 1053.
16. M. Karabacak, M. Kurt, J.Mol. Struct. 2009, 919, 215.
17. T. S. Plánka, B. Gyurcsik, N. V. Nagy, A. Rockenbauer, R. Šípoš, J. šima, M. Menlik, J. Inorg. Biochem. 2008, 102, 101.
18. T. R. M. De Beer, W. R. G. Baeyens, Y. V. Heyden, J. P. Remon, C. Vervaet, F. Verpoort, Eur. J. Pharma. Sci. 2007, 30, 229.
19. P. Han, C. Chen, C. Zhang, K. Song, H. Zhou, Q. Chen, Food Chem. 2008, 107, 797.
20. A. A. Bunaciu, H. Y. Aboul-Enein, S̈. Fleschin, Can. J. Anal. Sci. Spectrosc. 2006, 51(5), 253.
21. P. J. G. Goulet, R. F. Aroca, Can. J. Chem. 2004, 82, 987.
22. M. Boczar, L̈. Boda, M. J. Wòjcik, Spectrochim. Acta A 2006, 64, 757.
23. C. Chen, S. F. Shyu, J. Mol. Struct. (Theochem.) 2001, 536, 25.
24. Y. Kwon, J. Mol. Struct. (Theochem.) 2000, 532, 227.
25. Y. Akkaya, S. Akyüz, Vib. Spectrosc. 2006, 42, 292.
26. H. I. S. Nogueira, Spectrochim. Acta A 1998, 54, 1461.
27. A. R. Choudhury, T. N. Guru Row, Acta Crystallogr. 2004, E60, o1595.
28. E. Shefter, J. Pharma. Sci. 1968, 57(7), 1163.
29. N. Sundaraganesan, S. Ilakiamani, H. Saleem, P. M. Wojciechowski, D. Michalska, Spectrochim. Acta A 2005, 61, 2995.
30. J. Baker, A. A. Jarzecki, P. Pulay, J. Phys. Chem. A 1998, 102, 1412.
31. 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, 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, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle, J. A. Pople, GAUSSIAN 03, Revision A.9, Gaussian, Inc.: Pittsburgh, 2003.
32. A. D. Becke, J. Chem. Phys. 1993, 98, 5648.
33. C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785.
34. G. Keresztury, S. Holly, J. Varga, G. Besenyei, A. Y. Wang, J. R. Durig, Spectrochim. Acta A 1993, 49A, 2007.
35. G. Keresztury, J. M. Chalmers, P. R. Griffith (Eds), Raman spectroscopy: theory, in Hand book of Vibrational Spectroscopy, vol. 1, John Wiley &Sons Ltd.: New York, 2002.
36. J. V. Prasad, S. B. Rai, S. N. Thakur, Chem.Phys. Lett. 1989, 164(6), 629.
37. M. K. Ahmed, B. R. Henry, J. Phys. Chem. 1986, 90, 1737.
38. J. R. Durig, T. S. Little, T. K. Gounev, J. K. Gargner, J. F. Sullivan Jr, J.Mol. Struct. 1996, 375, 83.
39. F. H. Allen, Acta Crystallogr. B 2002, 58, 380.
40. R. J. W. Cremlyn, An Introduction to Organosulfur Chemistry, Wiley: Chichester, 1996.
41. P. Koczon, J. Dobrowolski, W. Lewandowski, A. P. Mazurek, J. Mol. Struct. 2003, 655, 89.
42. V. Krishnakumar, R. Mathammal, J. Raman Spectrosc. 2009, 40, 264.
43. M. Karabacak, M. C ̈ inar, M. Kurt, J.Mol. Struct. 2008, 885, 28.
44. M. Karabacak, M. Kurt, Spectrochim. Acta A 2008, 71(3), 876.
45. L. J. Bellamy, The Infrared Spectra of Complex Molecules, Wiley: New York, 1959.
46. N. Sundaraganesan, B. D. Joshua, K. Settu, Spectrochim. Acta A 2007, 66, 381.
47. M. Silverstein, G. Clayton Basseler, C. Morill, Spectrometric Identification of Organic Compounds, Wiley: New York, 1981.
48. G. Socrates, Infrared and Raman Characteristic Group Frequencies- Tables and Charts (3rd edn), Wiley: New York, 2001.
49. G. Varsanyi, Assignments of Vibrational Spectra of 700 Benzene Derivatives, Wiley: New York, 1974.
50. N. Sundaraganesan, B. D. Joshua, Spectrochim. Acta A 2007, 68, 771.
51. D. Lin-Vien, N. B. Colthup, W. G. Fateley, J. G. Grasselli, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules, Academic Press: Boston, 1991.
52. F. R. Dollish, W. G. Fateley, F. F. Bentley, Characteristic Raman Frequencies of Organic Compounds, Wiley: New York, 1974.
53. N. P. Sing, R. A. Yadav, Indian J. Phys. B 2001, 75(4), 347.
54. E. F. Mooney, Spectrochim. Acta 1964, 20, 1021.
55. M. Bakiler, I. V. Maslov, S. Akyuz, J.Mol. Struct. 1999, 475, 83.
56. R. Shanker, R. A. Yadav, I. S. Singh, O. N. Singh, Indian J. Pure Appl. Phys. 1985, 23, 339.
57. V. J. Eaton, D. Steel, J.Mol. Spectrosc. 1973, 48, 446.
58. R. A. R. Pearce, D. Steel, K. J. Radcliffe, J.Mol. Struct. 1973, 15, 409.
59. N. A. Narasimham, M. Z. El-Saban, J. Rud-Nielson, J. Chem. Phys. 1956, 24, 420.
60. L. J. Bellamy, The Infrared Spectra of Complex Molecules, Wiley: New York, 1959.
61. C. N. R. Rao, Chemical Applications of Infrared Spectroscopy, Academic Press: New York, 1963.