Electronic properties of 3,3′-dimethyl-5,5'-bis(l,2,4-triazine): Towards design of supramolecular arrangements of N-heterocyclic Cui complexes

Chemistry - A European Journal

Volumn 13, Issue 12, 2007, Pages 3414-3423

  Courcot, Blandine ^a   Tran, Diem Ngan ^b   Fraisse, Bernard ^a   Bonhomme, François ^c   Marsura, Alain ^b   Ghermani, Nour Eddine ^a,c  

^a LABORATOIRE STRUCTURES   (France)

^b CNRS   (France)

^c UNIV PARIS SUD   (France)

Author keywords

Ab initio calculations; Copper; N ligands nitrogen heterocycles; Supramolecular chemistry

Indexed keywords

AB INITIO CALCULATIONS; N LIGANDS NITROGEN HETEROCYCLES;

COMPLEXATION; COPPER; ELECTRONIC PROPERTIES; NITROGEN COMPOUNDS; QUANTUM THEORY; X RAY DIFFRACTION ANALYSIS;

SUPRAMOLECULAR CHEMISTRY;

3,3' DIMETHYL 5,5' BIS(1,2,4 TRIAZINE); 3,3'-DIMETHYL-5,5'-BIS(1,2,4-TRIAZINE); COPPER; HETEROCYCLIC COMPOUND; LIGAND; ORGANOMETALLIC COMPOUND; PYRIMIDINE DIMER; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ALGORITHM; ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPARATIVE STUDY; ELECTRICITY; ELECTRON; QUANTUM THEORY; SYNTHESIS; TEMPERATURE; X RAY DIFFRACTION;

ALGORITHMS; COPPER; ELECTRONS; ELECTROSTATICS; HETEROCYCLIC COMPOUNDS; LIGANDS; MODELS, CHEMICAL; ORGANOMETALLIC COMPOUNDS; PYRIMIDINE DIMERS; QUANTUM THEORY; TEMPERATURE; TRIAZINES; X-RAY DIFFRACTION;

EID: 34250371831     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200601686     Document Type: Article

References (48)

1. a) G. R. Newkome, A.K. Patri, E. Holder, U.S. Schubert, Eur. J. Org. Chem. 2004, 235-254;
2. b) C. Kaes, A. Katz, M. W. Hosscini, Annit. Rev. Blophys. Biophys. Chem, Chem. Rev. 2000, 100, 3553-3590;
3. c) H. Hofmeier, U. S. Schubert, Chem. Soc. Rev. 2004, 33, 373-399;
4. d) B. Machura, M. Jaworska, R. Kruszynski, Polyhedron 2005. 24, 2. 267-279:
5. e) P. Govindaswamy, Y. A. Mozharivskyj, M. R. Kollipara, J. Org. Chem. 2004, 69 3265-3274; g) YO. Huang, B. Ding, H.-L. Gao, P. Cheng, D.-Z. Liao, S.-P. Yan, Z.-H. Jiang, J. Mol. Struct. 2005, 743, 1-3, 201-207.
6. a) F. Bodar-Houillon, T. Humbert, A. Marsura, J.-B. Regnouf de Vains, O. Dusausoy, N. Bouhmaida, N. E. Ghermani, Y. Dusausoy, Inorg. Chem. 1995, 34, 5205-5209;
7. b) N. E. Ghermani, N. Bouhmaida, C. Lecomte, A. L. Papet, A. Marsura, J. Phys. Chem. 1996, 100, 6287-6292.
8. a) F. Bodar-Houillon, Y. Elissami, A. Marsura, N. E. Ghermani, E. Espinosa, N. Bouhmaida, A. Thalal, Eur. J. Org. Chem. 1999, 1427-1440;
9. b) J.-B. Regnouf de Vains, J.-M. Lehn. N. E. Ghermani, O. Dusausoy, Y. Dusausoy, A.-L. Papet, A. Marsura, P. Priant, J. L. Rivail, New J. Chem. 1994, 18, 701-708.
10. a) S. Pellet-Rostaing, J.-B. Regnouf de Vains, R. Lamartine, P. Meallier, S. Guilonneau, B. Fenet. Helv. Chim. Acta 1997, 80, 1229-1243
11. b) K. Krause, R. A. Krause, S. Lamtruong. J. Coord. Chem. 1988, 19, 91-99.
12. J. Mathieu, PhD thesis, University of Nancy (France), 2003.
13. a) J. Mathieu, B. Fraisse, D. Lacour, N. Ghermani, F. Montaigne, A. Marsura, Eur. J. Inorg. Chem. 2006, 133-136;
14. b) J. Mathieu, N. E. Ghermani, N. Bouhmaida, B. Fenet, A. Marsura. Eur. J. Inorg. Chem. 2004, 5338-5346;
15. c) F. Bodar-Houillon. A. Marsura. Supramol. Chem. 1998, 9, 191-198.
16. K. Roussel, A. Cartier, A. Marsura. Chem. Phys. Lett. 2003, 367, 463-467.
17. R. Jenssen, R. T. Pflaum. Anal. Chim. Acta 1965, 32, 235-244.
18. a) D. K. Krass, T. -K. Chen, W. W. Paudler, J. Heterocycl. Chem. 1973, 10, 343-345;
19. b) D. K. Krass, W.W. Paudler. J. Heterocycl. Chem. 1974, 11, 43-44;
20. c) W. W. Paudler, R. E. Moser, N. M. Pollack, US 4105434, 1978.
21. a) H. Neunhoeffer, H. Hennig, H. W. Frühauf, M. Mutterer. Tetrahedron Lett. 1969, 10, 3147-3150;
22. b) H. Neunhoeffer, F. Weischedel, Liebigs Ann. Chem. 1971, 749, 16-23.
23. W.W. Paudler, T.-K. Chen, J. Heterocycl. Chem. 1970, 7, 767-771.
24. F. Toda, S. Hyoda, K. Okada, K. Hirotsu. J. Chem. Soc. Chem. Commun. 1995, 1531-1532.
25. M. N. Burnett, C. K. Johnson. ORTEPIII, Oak Ridge Thermal Ellipsoid Plot Program for Crystal Structure Illustrations, Oak Ridge National Laboratory Report ORNL-6895, Oak Ridge, Tenessee, USA, 1996.
26. R. Destro, R. Soave, M. Barzaghi, L. Lo Presti, Chem, Eur. J. 2005. 11, 4621-4634.
27. P. Coppens, T. N. Guru, P. Leung. E. D. Stevens, P. Becker, Y. W. Yang. Acta Crystatlogr. Sect. A 1979, 35. 63-72.
28. R. S. Mullikenn J. Chem. Phys. 1955, 23, 10, 1833-1840.
29. C. M Breneman, K. B. Wiberg, J. Compta. Chem. 1990, 11, 361-373.
30. R. F. W. Bader. Atoms in Molecules: A Quantum Theory. Oxford University Press. New York. 1990.
31. M. Souhassou. Atomic Properties from Experimental Electron Densities: Program Newprop-Int (LCM3B Internal Report, Université Henri Poincard. Nancy 1. France). 19th European Crystallographic Meeting, Nancy, France. 25-31 August 2000. Abstract No. S2-m2-p2, p. 195.
32. G. Hunkelman, A. Arnaldsson, H. Jonsson, Comput. Maler. Sci. 2006, 16, 354-360.
33. A. J. Fletcher, K. M. Thomas, M. J. Rosseinsky, J. Solid State Chem. 2005. 178, 8, 2491-2510.
34. Bruker SMART (Version 5.054), SAINT (Version 6.36A) and SADABS (Version 2.Ü5), Bruker AXS Inc., Madison, Wisconsin, USA. 1998.
35. R. H. Blessing, J. Appl. Crystallogr. 1997, 30, 421-426.
36. L. J. Farrugia, J. Appl. Crysrallogr. 1999, 32, 837-838.
37. N. K. Hansen. P. Coppens. Acta Crystallogr. Sect. A 1978, 34. 909-921.
38. E. Clementi, D. L. Raimondi. J. Chem. Phys. 1963, 41, 2686-2689.
39. E. Clementi, C. Roetti in Atomic Data and Nuclear Data Tables, Vol. 44, Academic, New York, 1974, pp. 177-178.
40. D. W. J. Cruickshank. Acta Crystallogr. 1949,2, 65-82.
41. B. Rees, Acta Crystallogr. Sect. A 1976.32, 483-488.
42. Gaussian 03, Revision B.04, 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. 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., Wallingford, CT. 2004.
43. A. Becke, J. Chem. Phys. 1993, 98, 5648-5652.
44. C. Lee, W. Yang, R. Parr, Phys. Rev. B 1988, 37, 785-789.
45. N. E. Ghermani, N. Bouhmaida. C. Lecomte, ELECTROS, STATDENS. FIELD+ : Computer program to calculate electrostatic properties from high resolution X-ray diffraction, Internal report UMR CNRS 7036. Université Henri Poincaré, Nancy 1. France and UMR CNRS 8612, Université Paris XI. France. 2001.
46. S. Portmann, H. P. Lüthi, MOLEKEL: An Interactive Molecular Graphics Tool. Chimia 2000, 54, 766-770.
47. P. van der Sluis. A. L. Spek. Acta Crystallogr. Sect. A 1990, 46, 194-201.
48. A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7-13.