Skip to main content
Log in

Nickel(II), copper(II) and zinc(II) complexes containing symmetrical Tetradentate Schiff base ligand derived from 3,5-diiodosalicylaldehyde: Synthesis, characterization, crystal structure and antimicrobial activity

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

Novel transition metal complexes of nickel(II), copper(II) and zinc(II) with a symmetrical tetradentate Schiff base, obtained by condensation of 1,3-diaminopropane and 3,5-diiodosalicylaldehyde, N,N′-bis(3,5-diiodosalicylaldehyde)-1,3-diaminoporpane (H2L), have been prepared and characterized by elemental (CHN), FT-IR, UV–Vis and 1H NMR spectroscopic techniques. Out of these, copper (Cu(L)) and zinc (Zn(L)) complexes were isolated in the form of single crystals and characterized by single-crystal X-ray diffraction studies. In the Cu(L) complex, the geometry was found to be slightly distorted square planar, whereas the Zn(L) complex adapted slightly distorted octahedral geometry due to the attachment of two pyridine rings. The antibacterial screening of the prepared compounds was carried out by taking two Gram-positive (Staphylococcus aureus and Bacillus cereus) and two Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains. The appearance of zones of inhibition clearly depicted that the complexes have more retardation potential as compared to the Schiff base ligand.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Scheme 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. S. Chatterjee, D. Sukul, P. Banerjee, J. Adhikary, Inorg. Chim. Acta 474, 105 (2018)

    Article  CAS  Google Scholar 

  2. D. Cakmak, S. Cakran, S. Yalcinkaya, C. Demetgeul, J. Electroanal. Chem. 808, 65 (2018)

    Article  CAS  Google Scholar 

  3. L.H. Abdel-Rahman, N.M. Ismail, M. Ismael, A.M. Abu-Dief, E.A.H. Ahmed, J. Mol. Struct. 1134, 851 (2017)

    Article  CAS  Google Scholar 

  4. N. Kavitha, P. V. Anantha Lakshmi (2017) J. Saudi Chem. Soc. 21, S457

  5. K.S. Munawar, S.M. Haroon, S.A. Hussain, H. Raza, J. Basic Appl. Sci. 14, 217 (2018)

    Article  CAS  Google Scholar 

  6. H. Kargar, Transition Met. Chem. 39, 811 (2014)

    Article  CAS  Google Scholar 

  7. K.S. Munawar, S. Ali, M.N. Tahir, N. Khalid, Q. Abbas, I.Z. Qureshi, S. Shahzadi, Russ. J. Gen. Chem. 85, 2183 (2015)

    Article  CAS  Google Scholar 

  8. A. Sahraei, H. Kargar, M. Hakimi, M.N. Tahir, J. Mol. Struct. 1149, 576 (2017)

    Article  CAS  Google Scholar 

  9. K.S. Munawar, S. Ali, M.N. Tahir, N. Khalid, Q. Abbas, I.Z. Qureshi, S. Hussain, M. Ashfaq, J. Coord. Chem. 73, 2275 (2020)

    Article  CAS  Google Scholar 

  10. M.O. Nwokelo, D.C. Izuogu, O.C. Okpareke, C.U. Ibeji, E.E. Oyeka, J.R. Lane, J.N. Asegbeloyin, J. Mol. Struct. 1225, 129019 (2021)

    Article  CAS  Google Scholar 

  11. H. Kargar, V. Torabi, A. Akbari, R. Behjatmanesh-Ardakani, M.N. Tahir, J. Iran. Chem. Soc. 16, 1081 (2019)

    Article  CAS  Google Scholar 

  12. X. Liu, J.R. Hamon, Coord. Chem. Rev. 389, 94 (2019)

    Article  CAS  Google Scholar 

  13. H. Kargar, V. Torabi, A. Akbari, R. Behjatmanesh-Ardakani, M.N. Tahir, J. Mol. Struct. 1179, 732 (2019)

    Article  CAS  Google Scholar 

  14. A. Rauf, A. Shah, K.S. Munawar, S. Ali, M.N. Tahir, M. Javed, A.M. Khan, Arabian J. Chem. 13, 1130 (2020)

    Article  CAS  Google Scholar 

  15. R. Kia, H. Kargar, J. Coord. Chem. 68, 1441 (2015)

    Article  CAS  Google Scholar 

  16. N. Charef, F. Sebti, L. Arrar, M. Djarmouni, N. Boussoualim, A. Baghiani, S. Khennouf, A. Ourari, M.A. AlDamen, M.S. Mubarak, D.G. Peters, Polyhedron 85, 450 (2015)

    Article  CAS  Google Scholar 

  17. M. Shabbir, Z. Akhter, I. Ahmad, S. Ahmed, M. Shafiq, B. Mirza, V. McKee, K.S. Munawar, A.R. Ashraf, J. Mol. Struct. 1118, 250 (2016)

    Article  CAS  Google Scholar 

  18. T. Chandrasekar, A. Arunadevi, N. Raman, J. Coord. Chem. 74, 1 (2021)

    Article  CAS  Google Scholar 

  19. A. Rauf, A. Shah, K.S. Munawar, A.A. Khan, R. Abbasi, M.A. Yameen, A.M. Khan, A.R. Khan, I.Z. Qureshi, H.B. Kraatz, J. Mol. Struct. 1145, 132 (2017)

    Article  CAS  Google Scholar 

  20. J. Gradinaru, A. Forni, V. Druta, F. Tessore, S. Zecchin, S. Quici, N. Garbalau, Inorg. Chem. 46, 884 (2007)

    Article  PubMed  CAS  Google Scholar 

  21. P. Matozzo, A. Colombo, C. Dragonetti, S. Righetto, D. Roberto, P. Biagini, S. Fantacci, D. Marinotto, Inorganics 8, 25 (2020)

    Article  CAS  Google Scholar 

  22. H. Kargar, R. Behjatmanesh-Ardakani, V. Torabi, M. Kashani, Z. Chavoshpour-Natanzi, Z. Kazemi, V. Mirkhani, A. Sahraei, M.N. Tahir, M. Ashfaq, K.S. Munawar, Polyhedron 195, 114988 (2021)

    Article  CAS  Google Scholar 

  23. H. Kargar, A. Adabi Ardakani, M. N. Tahir, M. Ashfaq, K. S. Munawar, J. Mol. Struct. 1229, 129842 (2021)

  24. H. Kargar, R. Behjatmanesh-Ardakani, V. Torabi, A. Sarvian, Z. Kazemi, Z. Chavoshpour-Natanzi, V. Mirkhani, A. Sahraei, M.N. Tahir, M. Ashfaq, Inorg. Chim. Acta 514, 120004 (2021)

    Article  CAS  Google Scholar 

  25. M. Dostani, A.H. Kianfar, H. Farrokhpour, F. Abyar, A.A. Momtazi-Borojeni, E. Abdollahi, Inorg. Chem. Res. 2, 95 (2019)

    Google Scholar 

  26. M. Sedighipoor, A.H. Kianfar, W.A.K. Mahmood, M.H. Azarian, Polyhedron 129, 1 (2017)

    Article  CAS  Google Scholar 

  27. Y.S. Yang, Q. Shang, Y.P. Zhang, W.Y. Niu, J.J. Xue, Inorg. Chem. Commun. 124, 108402 (2021)

    Article  CAS  Google Scholar 

  28. H. Kargar, F. Aghaei-Meybodi, R. Behjatmanesh-Ardakani, M.R. Elahifard, V. Torabi, M. Fallah-Mehrjardi, M.N. Tahir, M. Ashfaq, K.S. Munawar, J. Mol. Struct. 1230, 129908 (2021)

    Article  CAS  Google Scholar 

  29. P. Milbeo, F. Quintin, L. Moulat, C. Didierjean, J. Martinez, X. Bantreil, M. Calmes, F. Lamaty, Tetrahedron Lett. 63, 152706 (2021)

    Article  CAS  Google Scholar 

  30. H.P. Ebrahimi, J.S. Hadi, Z.A. Abdulnabi, Z. Bolandnazar, Spectrochim. Acta Part A 117, 485 (2014)

    Article  CAS  Google Scholar 

  31. A. Berkessel, M. Brandenburg, E. Leitterstorf, J. Frey, J. Lex, M. Schafer, Adv. Syn. Catal. 349, 2385 (2007)

    Article  CAS  Google Scholar 

  32. Z. Beigi, A.H. Kianfar, H. Farrokhpour, M. Roushani, M.H. Azarian, W.A.K. Mahmood, J. Mol. Liq. 249, 117 (2018)

    Article  CAS  Google Scholar 

  33. A.A. Ardakani, H. Kargar, N. Feizi, M.N. Tahir, J. Iran. Chem. Soc. 15, 1495 (2018)

    Article  CAS  Google Scholar 

  34. APEX2, Bruker AXS Inc, Madison (Wisconsin, USA, 2013).

    Google Scholar 

  35. G.M. Sheldrick, Acta Crystallogr. A 64, 112 (2008)

    Article  PubMed  CAS  Google Scholar 

  36. G.M. Sheldrick, Acta Crystallogr. C 71, 3 (2015)

    Article  CAS  Google Scholar 

  37. SAINT, Bruker AXS Inc, Madison (Wisconsin, USA, 2013).

    Google Scholar 

  38. C.F. Macrae, I. Sovago, S.J. Cottrell, P.T.A. Galek, P. McCabe, E. Pidcock, M. Platings, G.P. Shields, J.S. Stevens, M. Towler, P.A. Wood, J. Appl. Cryst. 53, 226 (2020)

    Article  CAS  Google Scholar 

  39. A.L. Spek, Acta Crystallogr. D65, 148 (2009)

    Google Scholar 

  40. L.J. Farrugia, J. Appl. Cryst. 45, 849 (2012)

    Article  CAS  Google Scholar 

  41. L. Zhou, Q. Hu, L.Q. Chai, K.H. Mao, H.S. Zhang, Polyhedron 158, 102 (2019)

    Article  CAS  Google Scholar 

  42. P.M. Selvakumar, E. Suresh, P.S. Subramanian, Polyhedron 26, 749 (2007)

    Article  CAS  Google Scholar 

  43. L.Q. Chai, L.J. Tang, K.Y. Zhang, J.Y. Zhang, H.S. Zhang, Appl. Organomet. Chem. 31, e3786 (2017)

    Article  CAS  Google Scholar 

  44. K. Zhao, Y. Qu, Y. Wu, C. Wang, K. Shen, C. Li, H. Wu, Transition Met. Chem. 44, 713 (2019)

    Article  CAS  Google Scholar 

  45. M. Sedighipoor, A.H. Kianfar, M.R. Sabzalian, F. Abyar, Spectrochim. Acta, Part A 198, 38 (2018)

    Article  CAS  Google Scholar 

  46. M. Dostani, A.H. Kianfar, W.A.K. Mahmood, M. Dinari, H. Farrokhpour, M.R. Sabzalian, F. Abyar, M.H. Azarian, Spectrochim. Acta, Part A 180, 144 (2017)

    Article  CAS  Google Scholar 

  47. A.H. Kianfar, H. Farrokhpour, P. Dehghani, H.R. Khavasi, Spectrochim. Acta, Part A 150, 220 (2015)

    Article  CAS  Google Scholar 

  48. R. Nair, A. Shah, S. Baluja, S. Chanda, J. Serb. Chem. Soc. 71, 733 (2006)

    Article  CAS  Google Scholar 

  49. G. Kumar, D. Kumar, S. Devi, R. Johari, C.P. Singh, Eur. J. Med. Chem. 45, 3056 (2010)

    Article  PubMed  CAS  Google Scholar 

  50. C. Mims, H. M. Dockrell, R. V. Goering, I. Roitt, D. Wakelin, M. Zuckerman (2004) Medical microbiology, Elsevier, 11

Download references

Acknowledgement

The support of this work by Ardakan University is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Hadi Kargar.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kargar, H., Adabi Ardakani, A., Munawar, K.S. et al. Nickel(II), copper(II) and zinc(II) complexes containing symmetrical Tetradentate Schiff base ligand derived from 3,5-diiodosalicylaldehyde: Synthesis, characterization, crystal structure and antimicrobial activity. J IRAN CHEM SOC 18, 2493–2503 (2021). https://doi.org/10.1007/s13738-021-02207-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-021-02207-x

Keywords

Navigation