Skip to main content
Log in

Synthesis and Characterization of Monomeric and Polymeric Hg(II) Complexes with 5-Methyl-5-(3-pyridyl)-2,4-imidazolidenedione Showing a Wide Spectrum of Effective Antibacterial Activities

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

Three new mercury(II) coordination monomers, HgLX3 [X = Cl (1) and Br (2)], and polymer, [HgLI2]n, (3), L = 5-methyl-5-(3-pyridyl)-2,4-imidazolidenedione, have been synthesized and characterized by elemental analysis (C, H, and N %) and flame atomic absorption (Hg %), IR, and NMR spectroscopy. Complexes 1 and 2 have the same framework structure while the structure of complex 3 is an infinite 2D layers. According to X-ray diffraction analysis, complex 3 crystallizes in monoclinic system. In this polymeric complex, [Hg(C9H9N3O2)I(μ-I)2]n, HgII atom is coordinated by one L and three I anions with a distorted tetrahedral geometry; one I anion is in a monodentate coordination mode and the other two are bridging, linking HgII atoms into a one-dimensional chain. Classical hydrogen-bonding interactions (O···H–N) between adjacent ligands result in a zigzag type arrangement of one chain while consecutive polymeric chains are linked by non-classical ones (O···H–C) to form 2D supramolecular layers. The results indicate that the flexible ligand can form complexes with varied structures. In addition, the species of the halide were found to have great impact on the structure of the complexes. Antibacterial activity of L and the corresponding complexes investigated against six species of microorganisms. Testing was performed by disk diffusion method, and minimum inhibitory concentrations have been determined. Noteworthy antimicrobial activities for these complexes were observed.

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.

Scheme 1
Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. A. Morsali, M.Y. Masoomi, Coord. Chem. Rev. 253, 1882 (2009)

    Article  CAS  Google Scholar 

  2. G. Wu, X.-F. Wang, T.-A. Okamura, W.-Y. Sun, N. Ueyama, Inorg. Chem. 45, 8523 (2006)

    Article  CAS  Google Scholar 

  3. S.J. Sabounchei, P. Shahriary, S. Salehzadeh, Y. Gholiee, H.R. Khavasi, J. Mol. Struct. 1051, 15 (2013)

    Article  CAS  Google Scholar 

  4. B.-C. Tzeng, Y.-C. Huang, B.-S. Chen, W.-M. Wu, S.-Y. Lee, G.-H. Lee, S.-M. Peng, S.-M. Peng, Inorg. Chem. 46, 186 (2007)

    Article  CAS  Google Scholar 

  5. A. Castiñeiras, R. Carballo, T. Pérez, Polyhedron 20, 441 (2001)

    Article  Google Scholar 

  6. Y. Niu, Y. Song, H. Hou, Y. Zhu, Inorg. Chim. Acta 355, 151 (2003)

    Article  CAS  Google Scholar 

  7. P. Nockemann, G. Meyer, Acta Crystallogr. Sect E E60, m749 (2004)

    Article  Google Scholar 

  8. Y.-Y. Niu, Y.-L. Song, J. Wu, H. Hou, Y. Zhu, X. Wang, Inorg. Chem. Commun. 7, 471 (2004)

    Article  CAS  Google Scholar 

  9. Y.-H. Shen, J.-G. Liu, D.-J. Xu, Acta Crystallogr. Sect E E61, m1880 (2005)

    Article  Google Scholar 

  10. A. Jouaiti, N. Kyritsakas, J.-M. Planeix, M.W. Hosseini, CrystEngComm. 8, 883 (2006)

    Article  CAS  Google Scholar 

  11. A. Hameau, F. Guyon, M. Knorr, M. Enescu, C. Strohmann, Chem. Mon. 137, 545 (2006)

    Article  CAS  Google Scholar 

  12. J. Pansanel, A. Jouaiti, S. Ferlay, M.W. Hosseini, J.-M. Planeix, N. Kyritsakas, N. J. Chem. 30, 71 (2006)

    Article  CAS  Google Scholar 

  13. T.J. Burchell, D.J. Eisler, R.J. Puddephatt, J. Mol. Struct. 796, 47 (2006)

    Article  CAS  Google Scholar 

  14. G. Mahmoudi, A. Morsali, L.-G. Zhu, Polyhedron 26, 2885 (2007)

    Article  CAS  Google Scholar 

  15. X.-P. Li, J.-Y. Zhang, Y. Liu, M. Pan, S.-R. Zheng, B.-S. Kang, C.-Y. Su, Inorg. Chim. Acta 360, 2990 (2007)

    Article  CAS  Google Scholar 

  16. Y.-G. Zhu, F. Gao, Acta Crystallogr. Sect E E63, m778 (2007)

    Article  Google Scholar 

  17. M.M. Ebrahim, H. Stoeckli-Evans, K. Panchanatheswaran, Polyhedron 26, 3491 (2007)

    Article  CAS  Google Scholar 

  18. G. Mahmoudi, A. Morsali, M. Zeller, Solid State Sci. 10, 283 (2008)

    Article  CAS  Google Scholar 

  19. G. Mahmoudi, A. Morsali, Polyhedron 27, 1070 (2008)

    Article  CAS  Google Scholar 

  20. G. Mahmoudi, A. Morsali, CrystEngComm 11, 1868 (2009)

    Article  CAS  Google Scholar 

  21. A.A. Khandar, V.T. Yilmaz, F. Costantino, S. Gumus, S.A. Hosseini-Yazdi, G. Mahmoudi, Inorg. Chim. Acta 394, 36 (2013)

    Article  CAS  Google Scholar 

  22. A.-Q. Wu, Y. Li, F.-K. Zheng, G.-C. Guo, J.-S. Huang, Cryst. Growth Des. 6, 444 (2006)

    Article  CAS  Google Scholar 

  23. N.M. Aghatabay, A. Neshat, T. Karabiyik, M. Somer, D. Haciu, B. Dülger, Eur. J. Med. Chem. 42, 205 (2007)

    Article  CAS  Google Scholar 

  24. M. Abd El-Hady, R. Zaky, K. Ibrahim, E. Gomaa, J. Mol. Struct. 1016, 169 (2012)

    Article  CAS  Google Scholar 

  25. I. Ahmed, M. Kassem, Spectrochim. Acta A 77, 359 (2010)

    Article  CAS  Google Scholar 

  26. S.J. Sabounchei, P. Shahriary, Curr. Top. Med. Chem. 13, 3026 (2013)

    Article  CAS  Google Scholar 

  27. S.J. Sabounchei, P. Shahriary, Y. Gholiee, S. Salehzadeh, H.R. Khavasi, A. Chehregani, Inorg. Chim. Acta 409, 265 (2014)

    Article  CAS  Google Scholar 

  28. S.J. Sabounchei, P. Shahriary, S. Salehzadeh, Y. Gholiee, D. Nematollahi, A. Chehregani, A. Amani, New J. Chem. 38, 1199 (2014)

    Article  CAS  Google Scholar 

  29. COSMO, Bruker AXS Inc., Madison, 2005

  30. SAINT, Bruker AXS Inc., Madison, 2005

  31. SADABS, Bruker AXS Inc., Madison, 2005

  32. M.C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G.L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, R. Spagna, J. Appl. Crystallogr. 38, 381 (2005)

    Article  CAS  Google Scholar 

  33. G.M. Sheldrick, SHELX97 (University of Göttingen, Germany, 1997)

    Google Scholar 

  34. B.A. Forbes, D.F. Sahm, A.S. Weissfeld, E.A. Trevino, in Methods for testing antimicrobial effectiveness, ed. by E.J. Baron, L.R. Peterson, S.M. Finegold. Bailey and Scott's Diagnostic Microbiology (Mosby Co., St Louis, Missouri, 1990), p. 171

    Google Scholar 

  35. A.D. Russel, J.R. Furr, J. Appl. Bacteriol. 43, 23 (1977)

    Google Scholar 

  36. M. Khan, A. Omoloso, Fitoterapia 74, 695 (2003)

    Article  CAS  Google Scholar 

  37. N.C.f.C.L. Standards, Wayne, 2008

  38. C.C. Chu, P. Teague, J. Org. Chem. 23, 1578 (1958)

    Article  CAS  Google Scholar 

  39. X.-F. Wang, Y. Lv, T.-A. Okamura, H. Kawaguchi, G. Wu, W.-Y. Sun, N. Ueyama, Cryst. Growth Des. 7, 1125 (2007)

    Article  CAS  Google Scholar 

  40. S.J. Sabounchei, F.A. Bagherjeri, C. Boskovic, R.W. Gable, R. Karamian, M. Asadbegy, J. Mol. Struct. 1034, 265 (2013)

    Article  CAS  Google Scholar 

  41. S.J. Sabounchei, F.A. Bagherjeri, C. Boskovic, R.W. Gable, R. Karamian, M. Asadbegy, Polyhedron 53, 1 (2013)

    Article  CAS  Google Scholar 

  42. N. Dharmaraj, P. Viswanathamurthi, K. Natarajan, Transition Met. Chem. 26, 105 (2001)

    Article  CAS  Google Scholar 

  43. M. Tümer, D. Ekinci, F. Tümer, A. Bulut, Spectrochim. Acta A 67, 916 (2007)

    Article  Google Scholar 

Download references

Acknowledgments

We are grateful to Bu-Ali Sina University for financial support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Seyyed Javad Sabounchei.

Electronic supplementary material

Below is the link to the electronic supplementary material.

10904_2015_206_MOESM1_ESM.doc

CCDC 983968 contains the supplementary crystallographic data for 3. This data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif. (DOC 4379 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sabounchei, S.J., Shahriary, P., Rudbari, H.A. et al. Synthesis and Characterization of Monomeric and Polymeric Hg(II) Complexes with 5-Methyl-5-(3-pyridyl)-2,4-imidazolidenedione Showing a Wide Spectrum of Effective Antibacterial Activities. J Inorg Organomet Polym 25, 1032–1039 (2015). https://doi.org/10.1007/s10904-015-0206-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-015-0206-5

Keywords

Navigation