Quantum-chemical, spectroscopic and X-ray diffraction studies of (E)-2-[(2-Bromophenyl)iminomethyl]-4-trifluoromethoxyphenol

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 87, Issue , 2012, Pages 15-24

  Tanak, Hasan ^a   Aar, Ayen Alaman ^b   Büyükgüngör, Orhan ^b  

^a AMASYA UNIVERSITY   (Turkey)

^b ONDOKUZ MAYIS UNIVERSITY   (Turkey)

Author keywords

Density functional theory; Electronic absorption spectra; Hartree Fock; Molecular electrostatic potential; Schiff base

Indexed keywords

CHEMICAL BONDS; ELECTROMAGNETIC WAVE ABSORPTION; ELECTROSTATICS; FUNCTIONAL GROUPS; MOLECULAR INTERACTIONS; NONLINEAR OPTICS; OPTICAL PROPERTIES; QUANTUM CHEMISTRY; UREA; X RAY DIFFRACTION;

BASIS SETS; DFT CALCULATION; ELECTRONIC ABSORPTION SPECTRA; EXPERIMENTAL DETERMINATION; HARTREE-FOCK; MOLECULAR ELECTROSTATIC POTENTIALS; MOLECULAR GEOMETRIES; NATURAL BOND ORBITAL; NON-LINEAR OPTICAL PROPERTIES; SCHIFF BASE COMPOUNDS; SCHIFF-BASE; TITLE COMPOUNDS; X-RAY DIFFRACTION STUDIES;

DENSITY FUNCTIONAL THEORY;

EID: 84962459621     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2011.10.055     Document Type: Article

References (97)

1. K.C. Emregul, E. Duzgun, and O. Atakol Corros. Sci. 48 2006 3243 3260
2. R. Drozdzak, B. Allaert, N. Ledoux, I. Dragutan, V. Dragutan, and R. Verpoort Coord. Chem. Rev. 249 2005 3055 3074
3. J.L. Sesssler, P.J. Melfi, and G. Dan Pantos Coord. Chem. Rev. 250 2006 816 843
4. C.J. Yang, and S.A. Jenekhe Macromolecules 28 1995 1180 1196
5. S. Destri, I.A. Khotina, and W. Porzio Macromolecules 31 1998 1079 1086
6. M. Ggrigoras, O. Catanescu, and C.I. Simonescu Rev. Roum. Chim. 46 2001 927 939
7. I. Kaya, A.R. Vilayetoglu, and H. Mart Polymer 42 2001 4859 4865
8. D.R. Larkin J. Org. Chem. 55 1990 1563 1568
9. J. Vanco, O. Svajlenova, E. Racanska, J. Muselik, and J. Valentova J. Trace Elem. Med. Biol. 18 2004 155 161
10. B. Jarzabek, B. Kaczmarczyk, and D. Sek Spectrochim. Acta A 74 2009 949 954
11. M. Jalali-Heravi, A.A. Khandar, and I. Sheikshoaie Spectrochim. Acta A 55 1999 2537 2544
12. H. Ünver, A. Karaka, and A. Elmali J. Mol. Struct. 702 2004 49 54
13. M.D. Cohen, G.M.J. Schmidt, and S. Flavian J. Chem. Soc. 1964 2041 2051
14. E. Hadjoudis, M. Vitterakis, and I.M. Mavridis Tetrahedron 43 1987 1345 1360
15. X.X. Xu, X.Z. You, Z.F. Sun, X. Wang, and H.X. Liu Acta Crystallogr. C 50 1994 1169 1171
16. L. Feringa, W.F. Jager, and B. De Lange Tetrahedron 49 1993 8267 8310
17. K. Schaumburg, J.M. Lehn, C. Goulle, S. Roth, H. Byrne, S. Hagen, J. Poplawsky, K. Brufeldt, K. Beechgard, T. Pjornholm, P. Fredericksen, M. Jörgensen, K. Lerstrup, P. Sommer-Larsen, O. Goscinsky, J.L. Calais, and L. Erikson W.
18. I. Willner, and S. Rubin Angew. Chem. Int. Ed. Engl. 35 1996 367 385
19. H. Tanak, F. Ersahin, E. Agar, M. Yavuz, and O. Büyükgü ngör Acta Crystallogr. E 65 2009 o2291
20. A. Özek,. Albayrak, M. Odabaolu, and O. Büyükgü ngör Acta Crystallogr. C 63 2007 o177
21. H. Ünver, M. Kabak, D. Mehmet Zengin, and T. Nuri Durlu J. Chem. Crystallogr. 31 2001 203 209
22. H. Tanak, F. Erahin, E. Aar, O. Büyükgüngör, and M. Yavuz Anal. Sci. 24 2008 237 238
23. H. Ünver Spectrosc. Lett. 34 2001 783 791
24. S.R. Salman, J.C. Lindon, and R.D. Farrant Magn. Reson. Chem. 31 1993 991 994
25. S.H. Alarcon, A.C. Olivieri, and A. Nordon Tetrahedron 51 1995 4619 4626
26. B. Kosar, A. Özek, C. Albayrak, and O. Büyükgü ngör Acta Crystallogr. E 66 2010 o469
27. H. Tanak, F. Erahin, Y. Köysal, E. Aar,. Iik, and M. Yavuz J. Mol. Model. 15 2009 1281 1290
28. A.A. Aar, H. Tanak, and M. Yavuz Mol. Phys. 108 2010 1759 1772
29. M. Yavuz, and H. Tanak J. Mol. Struct.: THEOCHEM 961 2010 9 16
30. Y. Zhang, Z.J. Guo, and X.Z. You J. Am. Chem. Soc. 123 2001 9378 9387
31. F.D. Proft, and P. Geerlings Chem. Rev. 101 2001 1451 1464
32. G. Fitzgerald, and J. Andzelm J. Phys. Chem. 95 1991 10531 10534
33. T. Ziegler Pure Appl. Chem. 63 1991 873 878
34. J. Andzelm, and E. Wimmer J. Chem. Phys. 96 1992 1280 1303
35. G.E. Scuseria J. Chem. Phys. 97 1992 7528 7530
36. R.M. Dickson, and A.D. Becke J. Chem. Phys 99 1993 3898 3905
37. B.G. Johnson, P.M.W. Gill, and J.A. Pople J. Chem. Phys. 98 1993 5612 5626
38. Stoe & Cie X-AREA (Version 1.18) X-RED32 (Version 1.04) Stoe & Cie, Darmstadt, Germany, 2002.
39. G.M. Sheldrick SHELXS97, SHELXL97 1997 University of Gottingen Germany
40. L.J. Farrugia ORTEP-3 for windows J. Appl. Cryst. 30 1997 565
41. H.B. Schlegel J. Comput. Chem. 3 1982 214 218
42. C. Peng, P.Y. Ayala, H.B. Schlegel, and M.J. Frisch J. Comput. Chem. 17 1996 49 56
43. 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, 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. ioslowski, 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 E.01, Gaussian, Inc., Wallingford, CT, 2004.
44. R. Dennington II, T. Keith, J. Millam, GaussView, Version 4.1.2, Semichem, Inc., Shawnee Mission, KS, 2007.
45. M.H. Jamróz, Vibrational Energy Distribution Analysis VEDA 4,Warsaw, 2004.
46. L. Onsager J. Am. Chem. Soc. 58 1936 1486 1493
47. E. Runge, and E.K.U. Gross Phys. Rev. Lett. 52 1984 997 1000
48. R.E. Stratmann, G.E. Scuseria, and M.J. Frisch J. Chem. Phys. 109 1998 8218 8224
49. R. Bauernschmitt, and R. Ahlrichs Chem. Phys. Lett. 256 1996 454 464
50. M.E. Casida, C. Jamorski, K.C. Casida, and D.R. Salahub J. Chem. Phys. 108 1998 4439 4449
51. S. Miertus, E. Scrocco, and J. Tomasi Chem. Phys. 55 1981 117 129
52. V. Barone, and M. Cossi J. Phys. Chem. A 102 1998 1995 2001
53. M. Cossi, N. Rega, G. Scalmani, and V. Barone J. Comput. Chem. 24 2003 669 681
54. J. Tomasi, B. Mennucci, and R. Cammi Chem. Rev. 105 2005 2999 3093
55. P. Politzer, and J.S. Murray Theor. Chem. Acc. 108 2002 134 142
56. E.D. Glendening, J.K. Badenhoop, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO. Version 3.1, Theoretical Chemistry Institute, University of Wisconsin, Madison, 1995.
57. I. Moustakali-Mavridis, E. Hadjoudis, and A. Mavridis Acta Crystallogr. B 34 1978 3709 3715
58. H. Petek,. Albayrak, M. Odabaolu, I. enel, and O. Büyükgü ngör J. Chem. Crystallogr. 38 2008 901 905
59. Y.B. Alpaslan, G. Alpaslan, A. Aar, and. Iik Acta Crystallogr. E 66 2010 o510
60. J. Bernstein, R.E. Davies, L. Shimoni, and N.L. Chang Angew. Chem. Int. Ed. Engl. 34 1995 1555 1573
61. R. Wysokinski, D. Michalska, D.C. Bienko, S. Ilakiamani, N. Sundaraganesan, and K. Ramalingam J. Mol. Struct. 719 2006 70 76
62. A. Teimouri, A.N. Chermahini, K. Taban, and H.A. Dabbagh Spectrochim. Acta A 72 2009 369 377
63. H.A. Dabbagh, A. Teimouri, A.N. Chermahini, and M. Shahraki Spectrochim. Acta A 69 2008 449 459
64. D. Michalska, D.C. Bienko, A.J. Abkowicz-Bienko, and Z. Latajka J. Phys. Chem. 100 1996 17786
65. G. Varasanyi Assignments for Vibrational Spectra of Seven Hundred Benzene Derivatives vols. 1-2 1974 Adam Hilger
66. . Albayrak, G. Kata, M. Odabaolu, and R. Frank Spectrochim. Acta A 81 2011 72 78
67. E.F. Mooney Spectrochim. Acta A 19 1963 877 887
68. E.F. Mooney Spectrochim. Acta A 20 1964 1021 1032
69. S.H. Alarcon, D. Pagani, J. Bacigalupo, and A.C. Olivieri J. Mol. Struct. 475 1999 233 240
70. H. Tanak, A.A. Aar, and M. Yavuz Mol. Model. 16 2010 577 587
71. M. Yildiz, Z. Kili, and T. Hökelek J. Mol. Struct. 441 1998 1 10
72. H. Ünver, M. Yildiz, D.M. Zengin, S. Özbey, and E. Kendi J. Chem. Crystallogr. 31 2001 211 216
73. S.R. Salman, and F.S. Kamounah Spectrosc. Lett. 35 2002 327 335
74. F.F. Jian, P.S. Zhao, Z.S. Bai, and L. Zhang Struct. Chem. 16 2005 635 639
75. M. Baldini, M. Belicchi-Ferrari, F. Bisceglie, G. Pelosi, S. Pinelli, and P. Tarasconi Inorg. Chem. 42 2003 2049 2055
76. L.J. Ashfield, A.R. Cowley, J.R. Dilworth, and P.S. Donnelly Inorg. Chem. 43 2004 4121 4123
77. J.S. Casas, E.E. Castellano, J. Ellena, M.S. Garcia Tasende, A. Sanchez, J. Sordo, and M.J. Vidarte Inorg. Chem. 42 2003 2584 2595
78. A. Masternak, G. Wenska, J. Milecki, B. Skalski, and S. Franzen J. Phys. Chem. 109 2005 759 766
79. N. Okulik, and A.H. Jubert Internet Electron. J. Mol. Des. 4 2005 17 30
80. P. Politzer, P.R. Laurence, K. Jayasuriya, and J. McKinney Environ. Health Perspect. 61 1985 191 202
81. E. Scrocco, and J. Tomasi Topics in Current Chemistry vol. 7 1973 Springer Berlin
82. P. Politzer, M.C. Concha, and J.S. Murray Int. J. Quantum Chem. 80 2000 184 192
83. W. Hussein, C.G. Walker, Z. Peralta-Inga, and J.S. Murray Int. J. Quantum Chem. 82 2001 160 169
84. M. Snehalatha, C. Ravikumar, I. Hubert Joe, N. Sekar, and V.S. Jayakumar Spectrochim. Acta A 72 2009 654 662
85. D.W. Schwenke, and D.G. Truhlar J. Chem. Phys. 82 1985 2418 2427
86. M. Gutowski, and G. Chalasinski J. Chem. Phys. 98 1993 4728 4738
87. Y.X. Sun, Q.L. Hao, W.X. Wei, Z.X. Yu, L.D. Lu, X. Wang, and Y.S. Wang J. Mol. Struct.: THEOCHEM 904 2009 74 82
88. C. Andraud, T. Brotin, C. Garcia, F. Pelle, P. Goldner, B. Bigot, and A. Collet J. Am. Chem. Soc. 116 1994 2094 2102
89. V.M. Geskin, C. Lambert, and J.L. Bredas J. Am. Chem. Soc. 125 2003 15651 15658
90. M. Nakano, H. Fujita, M. Takahata, and K. Yamaguchi J. Am. Chem. Soc. 124 2002 9648 9655
91. D. Sajan, H. Joe, V.S. Jayakumar, and J. Zaleski J. Mol. Struct. 785 2006 43 53
92. R. Zhang, B. Du, G. Sun, and Y.X. Sun Spectrochim. Acta A 75 2010 1115 1124
93. D.A. Kleinman Phys. Rev. 126 1962 1977 1979
94. K.S. Thanthiriwatte, and K.M. Nalin de Silva J. Mol. Struct.: THEOCHEM 617 2002 169
95. Y.X. Sun, Q.L. Hao, W.X. Wei, Z.X. Yu, L.D. Lu, X. Wang, and Y.S. Wang J. Mol. Struct. 929 2009 10 21
96. M.C. Ruiz Delgado, V. Hernandez, J. Casado, J.T. Lopez Navarre, J.M. Raimundo, P. Blanchard, and J. Roncali J. Mol. Struct. 151 2003 651 653
97. J.P. Abraham, D. Sajan, V. Shettigar, S.M. Dharmaprakash, I. Nemec, I.H. Joe, and V.S. Jayakumar J. Mol. Struct. 917 2009 27 36