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Synthesis and structural characterization of copper(II) complexes with a tetradentate semicarbazone ligand derived from 2,5-hexadione

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Abstract

Four Cu(II) complexes [CuLH2O](ClO4)2, 1; [CuLCl]Cl.H2O, 2; [CuLBr]2(Cu3Br5), 3; and [CuLH2O](NO3)2, 4; where L = tetradentate semicarbazone ligand, have been synthesized and characterized by elemental analysis, FT-IR and UV–Vis. The structures of compounds 1 and 3 have been determined by single-crystal X-ray diffraction analyses. In mononuclear 1, the semicarbazone, L acts as a tetradentate neutral ligand and a water molecule also coordinates to the Cu atom. There are two independent [CuL(H2O)]2+ cations and four perchlorate anions in the crystallographic asymmetric unit. One of the cations has a weak interaction between its Cu atom and a O atom of an adjacent perchlorate anion. The structure of 3 contains two independent [CuLBr]+ cations and a (Cu3Br5)2− anion. The coordination geometry around the cation’s Cu(II) ion is five-coordinated square pyramidal, with L acting as a tetradentate neutral ligand and with a Br at the apical position. The Cu3Br 2−5 anions link to one another to form an infinite one-dimensional (Cu3Br 2−5 )n chain. Furthermore, the Hirshfeld surface analyses and the 2D fingerprint plot have been discussed.

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References

  1. D.G. Calatayud, E. López-Torres, M.A. Mendiola, Polyhedron 101, 133 (2015)

    Article  CAS  Google Scholar 

  2. S. Janardan, P. Suman, G. Swapna, A. Amrita, R. Priya, R. Siva, K. Vijayakrishna, A. Sivaramakrishna, Appl. Biochem. Biotechnol. 173, 596 (2014)

    Article  CAS  PubMed  Google Scholar 

  3. S. Prasad, R.K. Agarwal, A. Kumar, J. Iran. Chem. Soc. 8, 825 (2011)

    Article  CAS  Google Scholar 

  4. R. Vafazadeh, N. Abdollahi, A.C. Willis, Acta Chim. Slov. 64, 409 (2017)

    Article  CAS  PubMed  Google Scholar 

  5. T.A. Reena, E.B. Seena, M.R.P. Kurup, Polyhedron 27, 3461 (2008)

    Article  CAS  Google Scholar 

  6. E. López-Torres, D.G. Calatayud, C.J. Pastor, M.A. Mendiola, Polyhedron 27, 2507 (2008)

    Article  CAS  Google Scholar 

  7. A.A. Abou-Hussen, W. Linert, Synth. React. Inorg. 39, 570 (2009)

    CAS  Google Scholar 

  8. H. Chen, X.Q. Ma, Y. Lv, L. Jia, J. Xu, Y. Wang, Z. Ge, J. Mol. Struct. 1109, 146 (2016)

    Article  CAS  Google Scholar 

  9. V. Jevtovic, D. Cvetkovic, D. Vidovicc, J. Iran. Chem. Soc. 8, 727 (2011)

    Article  CAS  Google Scholar 

  10. R. Vafazadeh, N. Hasanzade, M.M. Heidari, A.C. Willis, Acta Chim. Slov. 62, 122 (2015)

    Article  CAS  PubMed  Google Scholar 

  11. S. Hasnain, M. Zulfequar, N. Nishat, J. Coord. Chem. 64, 952 (2011)

    Article  CAS  Google Scholar 

  12. V.L. Siji, M.R. Sudarsanakumar, S. Suma, Polyhedron 29, 2035 (2010)

    Article  CAS  Google Scholar 

  13. R. Vafazadeh, A.C. Willis, Acta Chim. Slov. 63, 186 (2016)

    Article  CAS  PubMed  Google Scholar 

  14. S. Chandra, Sangeetika, S. Thakur, Transit. Met. Chem. 29, 925 (2004)

    Article  CAS  Google Scholar 

  15. E. López-Torres, U. Abram, Inorg. Chem. 47, 2890 (2008)

    Article  CAS  PubMed  Google Scholar 

  16. R.N. Butler, A.B. Hanahoe, A.M. O’Donohue, J. Chem. Soc. Perkin Trans. 1, 1246 (1979)

    Article  Google Scholar 

  17. W. Caminati, J.U. Grabow, J. Am. Chem. Soc. 128, 854 (2006)

    Article  CAS  PubMed  Google Scholar 

  18. R. Vafazadeh, M. Alinaghi, A.C. Willis, A. Benvidi, Acta Chim. Slov. 61, 121 (2014)

    CAS  PubMed  Google Scholar 

  19. R. Vafazadeh, F. Jafari, M.M. Heidari, A.C. Willis, J. Coord. Chem. 69, 1313 (2016)

    Article  CAS  Google Scholar 

  20. Z. Otwinowski, W. Minor, in Methods in Enzymology, ed. by C.W. Carter Jr., R.M.W. Sweet (Academic Press, New York, 1997), pp. 307–326

    Google Scholar 

  21. A. Altomare, G. Cascarano, G. Giacovazzo, A. Guagliardi, M.C. Burla, G. Polidori, M. Camalli, J. Appl. Cryst. 27, 435 (1994)

    Google Scholar 

  22. P.W. Betteridge, J.R. Carruthers, R.I. Cooper, K. Prout, D.J. Watkin, J. Appl. Cryst. 36, 1487 (2003)

    Article  CAS  Google Scholar 

  23. K. Wolff, D.J. Grimwood, J.J. McKinnon, M.J. Turner, D. Jayatilaka, M.A. Spackman. CrystalExplorer, Version 3.0. University of Western Australia (2012)

  24. R. Vafazadeh, R. Esteghamat-Panah, A.C. Willis, A.F. Hill, Polyhedron 48, 51 (2012)

    Article  CAS  Google Scholar 

  25. J. Patole, S. Dutta, S. Padhye, E. Sinn, Inorg. Chim. Acta 318, 207 (2001)

    Article  CAS  Google Scholar 

  26. L.C. Nathan, J.E. Koehne, J.M. Gilmore, K.A. Hannibal, W.E. Dewhirst, T.D. Mai, Polyhedron 22, 887 (2003)

    Article  CAS  Google Scholar 

  27. R. Vafazadeh, S. Bidaki, Acta Chim. Slov. 61, 153 (2014)

    CAS  PubMed  Google Scholar 

  28. R. Vafazadeh, S. Bidaki, Acta Chim. Slov. 57, 310 (2010)

    CAS  PubMed  Google Scholar 

  29. R.D. Hancock, Acc. Chem. Res. 23, 253 (1990)

    Article  CAS  Google Scholar 

  30. M.T.H. Tarafder, A. Kasbollah, K.A. Crouse, A.M. Ali, B.M. Yamin, H.K. Fun, Polyhedron 20, 2363 (2001)

    Article  CAS  Google Scholar 

  31. A.W. Addison, N. Rao, J. Reedijk, J.V. Rijn, G.C. Verschoor, J. Chem. Soc. Dalton Trans. 1349, 1356 (1984)

    Google Scholar 

  32. R. Vafazadeh, A.C. Willis, J. Coord. Chem. 68, 2240 (2015)

    Article  CAS  Google Scholar 

  33. P. Bhowmik, N. Aliaga-Alcalde, V. Gómez, M. Corbella, S. Chattopadhyay, Polyhedron 49, 269 (2013)

    Article  CAS  Google Scholar 

  34. R. Vafazadeh, Z. Moghadas, A.C. Willis, J. Coord. Chem. 68, 4255 (2015)

    Article  CAS  Google Scholar 

  35. M.-L. Liu, M. Jiang, K. Zheng, Y.-T. Li, Z.-Y. Wu, C.-W. Yan, J. Coord. Chem. 67, 630 (2014)

    Article  CAS  Google Scholar 

  36. J. Lakshmipraba, S. Arunachalam, R. Vijay Solomon, P. Venuvanalingam, J. Coord. Chem. 68, 1374 (2015)

    Article  CAS  Google Scholar 

  37. J. Chakraborty, S. Thakurta, G. Pilet, D. Luneau, S. Mitra, Polyhedron 28, 819 (2009)

    Article  CAS  Google Scholar 

  38. P. Mukherjee, M.G.B. Drew, M. Estrader, C. Diaz, A. Ghosh, Inorg. Chim. Acta 361, 161 (2008)

    Article  CAS  Google Scholar 

  39. B. Cordero, V. Gómez, A.E. Platero-Prats, M. Revés, J. Echeverría, E. Cremades, F. Arragán, S. Alvares, Dalton Trans. 2832 (2008)

  40. I.M. Procter, B.J. Hathaway, P. Nicholls, J. Chem. Soc. A, 1678 (1968)

  41. R. Vafazadeh, A. Dehgany-Firouabadi, A.C. Willis, Acta Chim. Slov. 64, 686 (2017)

    Article  CAS  PubMed  Google Scholar 

  42. P. Seth, S. Ghosh, A. Figuerola, A. Ghosh, Dalton Trans. 43, 990 (2014)

    Article  CAS  PubMed  Google Scholar 

  43. M. Maekawa, K. Sugimoto, T. Okubo, T. Kuroda-Sowa, M. Munakata, Polyhedron 29, 2807 (2010)

    Article  CAS  Google Scholar 

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Acknowledgements

The authors are grateful to the Yazd University and the Australian National University for partial support of this work.

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Correspondence to Rasoul Vafazadeh.

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Vafazadeh, R., Ehsani, M. & Willis, A.C. Synthesis and structural characterization of copper(II) complexes with a tetradentate semicarbazone ligand derived from 2,5-hexadione. J IRAN CHEM SOC 16, 2509–2518 (2019). https://doi.org/10.1007/s13738-019-01721-3

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