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Vol. 26 No. 12 (2014): Vol 26 Issue 12

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Chloride Assisted Supramolecular Self-Assembly of Square-Pyramidal [Cu(imidazole)4(Cl)]+ Unit Involving C-H···Cl, N-H···Cl, π···π, C-H···π Interactions : A Structural, Spectral and Theoretical Investigation

https://doi.org/10.14233/ajchem.2014.16836
B. Dey
Department of Chemistry, Visva-Bharati University, Santiniketan-731 235, India
P. Mukherjee
Department of Chemistry, Visva-Bharati University, Santiniketan-731 235, India
R.K. Mondal
Department of Chemistry, Visva-Bharati University, Santiniketan-731 235, India
M. Fleck
2 Institut für Mineralogie und Kristallographie, Universität Wien, Althanstr. 9, A-1090 Wien, Austria

Corresponding Author(s) : B. Dey

bdeychem@gmail.com

Asian Journal of Chemistry, Vol. 26 No. 12 (2014): Vol 26 Issue 12

Abstract

A proposed crystal engineering principle, i.e., the anion directed association of molecular complexes driven by the formation of hydrogen bonding patterns and by C-H···p and p···p interactions among p-systems involving suitable aromatic organic heterocyclic ligands have been examined through this work where we report the supramolecular self-assembly of [Cu(imidazole)4(Cl)]+ units in a water soluble fluorescent molecular complex with formula {[Cu(imidazole)4(Cl)](Cl)}(1). The free chlorine atom (Cl2) and the metal bound chlorine atom (Cl1) in complex 1 act as hydrogen bonding acceptors while the metal coordinated imidazole groups directs the self-assembling pattern of complex 1 via self-complementary hydrogen-bonding interactions (C-H···Cl, N-H···Cl) along with p···p stacking and C-H···p interactions between metal coordinated aromatic imidazole moieties. The experimental work is completed with a computational analysis of complex 1.

Keywords

Supramolecule DFT Fluorescence Cu(II)
Dey, B., Mukherjee, P., Mondal, R., & Fleck, M. (2014). Chloride Assisted Supramolecular Self-Assembly of Square-Pyramidal [Cu(imidazole)4(Cl)]+ Unit Involving C-H···Cl, N-H···Cl, π···π, C-H···π Interactions : A Structural, Spectral and Theoretical Investigation. Asian Journal of Chemistry, 26(12), 3643–3648. https://doi.org/10.14233/ajchem.2014.16836
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References
  1. G.R. Desiraju, Nature, 412, 397 (2001); doi:10.1038/35086640.
  2. J.-M. Lehn, Supramolecular Chemistry–Concepts and Perspectives, VCH: Weinheim, Germany (1995).
  3. C.B. Aakeröy, N.R. Champness and C. Janiak, Cryst. Eng. Comm., 12, 22 (2009); doi:10.1039/b919819a.
  4. G.M. Whitesides and B. Grzybowski, Science, 295, 2418 (2002); doi:10.1126/science.1070821.
  5. C.L. Kielkopf, N.A. Rodionova, M.R. Green and S.K. Burley, Cell, 106, 595 (2001); doi:10.1016/S0092-8674(01)00480-9.
  6. P. Selenko, G. Gregorovic, R. Sprangers, G. Stier, Z. Rhani, A. Kramer and M. Sattler, Mol. Cell, 11, 965 (2003); doi:10.1016/S1097-2765(03)00115-1.
  7. B. Dey, R. Saha and P. Mukherjee, Chem. Commun., 49, 7064 (2013); doi:10.1039/c3cc43574a.
  8. A. Langner, S.L. Tait, N. Lin, R. Chandrasekar, M. Ruben and K. Kern, Angew. Chem. Int. Ed., 47, 8835 (2008); doi:10.1002/anie.200803124.
  9. G.R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press: Oxford (1999).
  10. G.R. Desiraju, Chem. Res., 35, 565 (2002); doi:10.1021/ar010054t.
  11. C. Janiak, J. Chem. Soc., Dalton Trans., 3885 (2000); doi:10.1039/b003010o.
  12. C.M. Reddy, A. Nangia, C.-K. Lam and T.C.W. Mak, CrystEngComm, 4, 323 (2002); doi:10.1039/b202297d.
  13. A.L. Cresswell, M.O.M. Piepenbrock and J.W. Steed, Chem. Commun., 46, 2787 (2010); doi:10.1039/b926149d.
  14. S.R. Choudhury, B. Dey, S. Das, P. Gamez, A. Robertazzi, K.T. Chan, H.M. Lee and S. Mukhopadhyay, J. Phys. Chem. A, 113, 1623 (2009); doi:10.1021/jp810191t.
  15. J.C. Ma and D.A. Dougherty, Chem. Rev., 97, 1303 (1997); doi:10.1021/cr9603744.
  16. S.K. Burley and G.A. Petsko, Science, 229, 23 (1985); doi:10.1126/science.3892686.
  17. A.S. Borovik, Acc. Chem. Res., 38, 54 (2005); doi:10.1021/ar030160q.
  18. S. Das, C.D. Incarvito, R.H. Crabtree and G.W. Brudwig, Science, 312, 1941 (2006); doi:10.1126/science.1127899.
  19. S. Aime, A. Barge, A.S. Batsanov, M. Botta, D.D. Castelli, F. Fedeli, A. Mortillaro, D. Parker and H. Puschmann, Chem. Commun., 1120 (2002); doi:10.1039/b202862j.
  20. M. Yamakawa, I. Yamada and R. Noyori, Angew. Chem. Int. Ed., 40, 2818 (2001); doi:10.1002/1521-3773(20010803)40:15<2818::AID-ANIE2818>3.0.CO;2-Y.
  21. D. Braga and F. Grepioni, Acc. Chem. Res., 33, 601 (2000); doi:10.1021/ar990143u.; M.W. Hosseini, Acc. Chem. Res., 38, 313 (2005); doi:10.1021/ar0401799.
  22. B. Dey, S.R. Choudhury, S. Das, A.D. Jana, L.-P. Lu, M.-L. Zhu, A. Dutta and S. Mukhopadhyay, Polyhedron, 27, 2899 (2008); doi:10.1016/j.poly.2008.06.026.
  23. P.J. Davies, D.M. Grove, G. van Koten, N. Veldman, A.L. Spek and B.T.G. Lutz, Angew. Chem. Int. Ed. Engl., 35, 1959 (1996); doi:10.1002/anie.199619591.
  24. Bruker-Nonius, Apex-II and Saint-Plus (Version 7.06a), Bruker AXS Inc., Madison, Wisconsin, USA (2004).
  25. Z. Otwinowski and W. Minor, Methods Enzymol., 276, 307 (1997); doi:10.1016/S0076-6879(97)76066-X.
  26. G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.
  27. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.J.A. Montgomery, 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 and J.A. Pople, Gaussian, Inc., Pittsburgh PA 2009.
  28. Y. Zhao and D. Truhlar, Theor. Chem. Acc., 120, 215 (2008); doi:10.1007/s00214-007-0310-x.
  29. R.F.W. Bader, Chem. Rev., 91, 893 (1991); doi:10.1021/cr00005a013.
  30. A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn and G.C. Verschoor, J. Chem. Soc., Dalton Trans., 1349 (1984); doi:10.1039/dt9840001349.
  31. C.P. Pradeep and S.K. Das, Polyhedron, 28, 630 (2009); doi:10.1016/j.poly.2008.12.012.
  32. M.P. Waller, A. Robertazzi, J.A. Platts, D.E. Hibbs and P.A. Williams, J. Comput. Chem., 27, 491 (2006); doi:10.1002/jcc.20363.
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