Density functional modelling studies on N-2-Methoxyphenyl-2-oxo-5-nitro-1-benzylidenemethylamine

Journal of Molecular Structure: THEOCHEM

Volumn 961, Issue 1-3, 2010, Pages 9-16

  Yavuz, Metin ^a,b   Tanak, Hasan ^a  

^a ONDOKUZ MAYIS UNIVERSITY   (Turkey)

^b AMASYA UNIVERSITY   (Turkey)

Author keywords

Density functional theory; Entropy enthalpy compensation; Molecular electrostatic potential; NLO; Schiff base

Indexed keywords

EID: 84961981081     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2010.08.035     Document Type: Article

References (75)

1. Barton D., Ollis W.D. Comprehensive Organic Chemistry 1979, Oxford, Pergamon.
2. Layer R.W. Chem. Rev. 1963, 63:489.
3. Ingold C.K. Structure and Mechanism in Organic Chemistry 1969, Cornell Univ., Ithaca. second ed.
4. Taggi A.E., Hafez A.M., Wack H., Young B., Ferraris D., Lectka T. J. Am. Chem. Soc. 2002, 124:6626.
5. Dixit P.S., Srinivasan K. Inorg. Chem. 1988, 27:4507.
6. Kessissoglou D.P., Butler W.M., Pecoraro V.L. Inorg. Chem. 1987, 26:495.
7. Lu X.B., Zhang Y.L., Jin K., Luo L.M., Wang H. Tetrahedron 2004, 60:7835.
8. Sureshan C.A., Bhattacharya P.K. J. Mol. Catal. A 1998, 136:285.
9. Moutet J.C., Ourari A. Electrochim. Acta 1997, 42:2525.
10. Ramnauth R., Al-Juaid S., Motevalli M., Parkin B.C., Sullivan A.C. Inorg. Chem. 2004, 43:4072.
11. Miyasaka H., Matsumoto N., Okawa H., Re N., Gallo E., Floriani C. J. Am. Chem. Soc. 1996, 118:981.
12. Cohen M.D., Schmidt G.M.J., Flavian S. J. Chem. Soc. 1964, 2041.
13. Hadjoudis E., Vitterakis M., Mavridis I.M. Tetrahedron 1987, 43:1345.
14. Xu X.X., You X.Z., Sun Z.F., Wang X., Liu H.X. Acta Crystallogr. 1994, C50:1169.
15. Feringa L., Jager W.F., De Lange B. Tetrahedron 1993, 49:8267.
16. 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, L. Erikson, in: W. Göpel, C. Ziegler (Eds.), Nanostructure Based Molecular Materials, Wiley-VCH, Weinheim, Germany, 1992.
17. Willner I., Rubin S. Angew. Chem. Int. Ed. Engl. 1996, 35:367.
18. Tanak H., Ersahin F., Agar E., Yavuz M., Büyükgüngör O. Acta Crystallogr. 2009, E65:o2291.
19. Özek A., Albayrak Ç., Odabaşoĝlu M., Büyükgüngör O. Acta Crystallogr. 2007, C63:o177.
20. Ünver H., Kabak M., Mehmet Zengin D., Nuri Durlu T. J. Chem. Crystallogr. 2001, 31:203.
21. Tanak H., Erşahin F., Aĝar E., Büyükgüngör O., Yavuz M. Anal. Sci. 2008, 24:237.
22. Jalali-Heravi M., Khandar A.A., Sheikshoaie I. Spectrochim. Acta Part A 1999, 55:2537.
23. Nicoud J.F., Twieg R.J. Nonlinear Optical Properties of Organic Molecules and Crystals 1987, vol. 1:277. Academic Press, New York, (Chapter II-III).
24. Jalali-Heravi M., Khandar A.A., Sheikshoaie I. Spectrochim. Acta Part A 2000, 56:1575.
25. Ünver H., Yi{dotless}ldi{dotless}z M., Özay H., Durlu T.N. Spectrochim. Acta Part A 2009, 74:1095.
26. Kanis D.R., Ratner M.A., Marks T.J. Chem. Rev. 1994, 94:195.
27. Prasad P.N., Williams D.J. Introduction to Nonlinear Optical Effects in Molecules and Polymers 1991, Wiley, New York.
28. D. Avci{dotless} A. Başoĝlu, Y. Atalay, Struct. Chem. doi:10.1007/s11224-009-9566-1.
29. Proft F.D., Geerlings P. Chem. Rev. 2001, 101:1451.
30. Tanak H., Erşahin F., Köysal Y., Aĝar E., Işi{dotless}k Ş., Yavuz M. J. Mol. Model. 2009, 15:1281.
31. Kurt M., Sertbakan T.R., Ozduran M. Spectrochim. Acta Part A 2008, 70:664.
32. Jian F.F., Zhao P.S., Bai Z.S., Zhang L. Struct. Chem. 2005, 16:635.
33. Tanak H., Köysal Y., Ünver Y., Yavuz M., Işi{dotless}k Ş., Sancak K. Mol. Phys. 2010, 108:127.
34. Dinçer M., Avci{dotless} D., Şekerci M., Atalay Y. J. Mol. Model. 2008, 14:823-832.
35. Schlegel H.B. J. Comput. Chem. 1982, 3:214.
36. Peng C., Ayala P.Y., Schlegel H.B., Frisch M.J. J. Comput. Chem. 1996, 17:49.
37. 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.
38. Dennington R., Keith T., Millam J. GaussView, Version 4.1.2 2007, Semichem, Inc., Shawnee Mission, KS.
39. Parr R.G., Pearson R.G. J. Am. Chem. Soc. 1983, 105:7512.
40. Mierts S., Scrocco E., Tomasi J. Chem. Phys. 1981, 55:117.
41. Politzer P., Murray J.S. Theor. Chem. Acc. 2002, 108:134.
42. Glendening E.D., Badenhoop J.K., Reed A.E., Carpenter J.E., Weinhold F. NBO Version 3.1 1995, Theoretical Chemistry Institute, University of Wisconsin, Madison.
43. Özbek N., Kavak G., Özcan Y., İde S., Karacan N. J. Mol. Struct. 2009, 919:154.
44. Scrocco E., Tomasi J. Adv. Quantum Chem. 1979, 11:115.
45. Luque F.J., Lopez J.M., Orozco M. Theor. Chem. Acc. 2000, 103:343.
46. Okulik N., Jubert A.H. Internet Electron. J. Mol. Des. 2005, 4:17.
47. Politzer P., Laurence P.R., Jayasuriya K., McKinney J. Environ. Health Perspect. 1985, 61:191.
48. Scrocco E., Tomasi J. Topics in Current Chemistry 1973, vol. 7. Springer, Berlin, p. 95.
49. Politzer P., Truhlar D.G. Chemical Applications of Atomic and Molecular Electrostatic Potentials 1981, Plenum, New York.
50. Politzer P., Concha M.C., Murray J.S. Int. J. Quantum Chem. 2000, 80:184.
51. Hussein W., Walker C.G., Peralta-Inga Z., Murray J.S. Int. J. Quantum Chem. 2001, 82:160.
52. Snehalatha M., Ravikumar C., Hubert Joe I., Sekar N., Jayakumar V.S. Spectrochim. Acta Part A 2009, 72:654.
53. Schwenke D.W., Truhlar D.G. J. Chem. Phys. 1985, 82:2418.
54. Gutowski M., Chalasinski G. J. Chem. Phys. 1993, 98:4728.
55. Sun Y.X., Hao Q.L., Wei W.X., Yu Z.X., Lu L.D., Wang X., Wang Y.S. J. Mol. Struct.: THEOCHEM 2009, 904:74.
56. Andraud C., Brotin T., Garcia C., Pelle F., Goldner P., Bigot B., Collet A. J. Am. Chem. Soc. 1994, 116:2094.
57. Geskin V.M., Lambert C., Bredas J.L. J. Am. Chem. Soc. 2003, 125:15651.
58. Nakano M., Fujita H., Takahata M., Yamaguchi K. J. Am. Chem. Soc. 2002, 124:9648.
59. Sajan D., Joe H., Jayakumar V.S., Zaleski J. J. Mol. Struct. 2006, 785:43.
60. Zhang R., Du B., Sun G., Sun Y.X. Spectrochim. Acta Part A 2010, 75:1115.
61. Kleinman D.A. Phys. Rev. 1962, 126:1977.
62. Thanthiriwatte K.S., Nalin de Silva K.M. J. Mol. Struct.: THEOCHEM 2002, 617:169.
63. Abraham J.P., Sajan D., Shettigar V., Dharmaprakash S.M., Nemec I., Joe I.H., Jayakumar V.S. J. Mol. Struct. 2009, 917:27.
64. Sagdinc S.G., Esme A. Spectrochim. Acta Part A 2010, 75:1370.
65. Ahmed A.B., Feki H., Abid Y., Boughzala H., Minot C. Spectrochim. Acta Part A 2010, 75:293.
66. Sun Y.X., Hao Q.L., Wei W.X., Yu Z.X., Lu L.D., Wang X., Wang Y.S. J. Mol. Struct. 2009, 929:10.
67. Ruiz Delgado M.C., Hernandez V., Casado J., Lopez Navarre J.T., Raimundo J.M., Blanchard P., Roncali J. J. Mol. Struct.: THEOCHEM 2004, 709:187.
68. Ruiz Delgado M.C., Hernandez V., Casado J., Lopez Navarre J.T., Raimundo J.M., Blanchard P., Roncali J. J. Mol. Struct. 2003, 151:651-653.
69. Abraham J.P., Sajan D., Shettigar V., Dharmaprakash S.M., Nemec I., Hubert Joe I., Jayakumar V.S. J. Mol. Struct. 2009, 917:27-36.
70. Merrick J.P., Moran D., Radom L. J. Phys. Chem. A 2007, 111:11683.
71. Paine S.W., Salam A. Chem. Phys. 2006, 331:61-66.
72. Liu L., Guo Q.X. Chem. Rev. 2001, 101:673.
73. Hosseini F.N. Polyhedron 2010, 29:349.
74. Leung D.H., Bergman R.G., Raymond K.N. J. Am. Chem. Soc. 2008, 130:2798.
75. Starikov E.B., Norden B. J. Phys. Chem. B 2007, 111:14431.