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Synthesis, structural characterization, electrochemical studies and DFT calculations on nickel(II) complexes of N-picolinoyl-N′-benzothioylhydrazide and 5-(pyridine-4-yl)-2H-1,2,4-triazole-3-thione

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Abstract

Two Ni(II) complexes, [Ni(pbth)2] and [Ni(ptt)2(en)2] {Hpbth = N-picolinoyl-N′-benzothioylhydrazide, Hptt = 5-(pyridine-4-yl)-2H-1,2,4-triazole-3-thione} have been synthesized and characterized by physico-chemical and spectroscopic methods. [Ni(pbth)2] contains a pair of N-picolinoyl-N′-benzothioylhydrazide ligands coordinated via their thione sulfur, pyridyl nitrogen and hydrazinic nitrogen atoms, forming two C2N2Ni and two CSN2Ni five-membered chelate rings. The intermediate compound 1-isonicotinoyl-3-thiosemicarbazide is converted to 5-(pyridine-4-yl)-2H-1,2,4-triazole-3-thione in the presence of ethanolic NaOH, giving the complex [Ni(ptt)2(en)2] in which the ptt ligands coordinate through their triazole ring nitrogen atoms, while four more nitrogens from two ethylenediamine ligands complete the octahedral structure. The crystal structures of the complexes involve various types of intermolecular extended hydrogen bonds, forming supramolecular frameworks. Cyclic voltammetry studies of both complexes show quasi-reversible redox behavior. Density Functional Theory electronic structure calculations corroborate our experimental findings.

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References

  1. Kobayashi A, Fujiwara E, Kobayashi H (2004) Chem Rev 104:5243

    Article  CAS  Google Scholar 

  2. Robertson N, Cronin L (2002) Coord Chem Rev 227:93

    Article  CAS  Google Scholar 

  3. Singh V, Chauhan R, Kumar A, Bahadur L, Singh N (2010) Dalton Trans 39:9779

    Article  CAS  Google Scholar 

  4. Patil M, Hunoor R, Gudasi K (2010) Eur J Med Chem 45:2981

    Article  CAS  Google Scholar 

  5. Chohan ZH, Sumrra SH, Youssoufi MH, Hadda TB (2010) Eur J Med Chem 45:2739

    Article  CAS  Google Scholar 

  6. Moubaraki B, Murray KS, Ranford JD, Vittal JJ, Wang X, Xu Y (1999) Chem Soc Dalton Trans 20:3573

    Article  Google Scholar 

  7. Cheng H, Chun-ying D, Chen-Jie F, Yong-jiang L, Qing-jin M (2000) J Chem Soc, Dalton Trans 7:1207

    Article  Google Scholar 

  8. Dong YB, Smith MD, Loye HCZ (2000) Angew Chem Int Ed Engl 39:4271

    Article  CAS  Google Scholar 

  9. Fujita M, Kwon YJ (1994) J Am Chem Soc 116:1151

    Article  CAS  Google Scholar 

  10. Haasnoot JG (2000) Coord Chem Rev 200–202:131

    Article  Google Scholar 

  11. Liu K, Shi W, Cheng P (2011) Dalton Trans 40:8475–8490

    Article  CAS  Google Scholar 

  12. Kröber J, Codjovi E, Kahn O, Groliere F, Jay C (1993) J Am Chem Soc 115:9810

    Article  Google Scholar 

  13. Vreugdenhil W, Haasnoot JG, Reedijk J, Wood S (1990) Inorg Chim Acta 167:109

    Article  CAS  Google Scholar 

  14. Kushawaha SK, Dani RK, Bharty MK, Chaudhari UK, Sharma VK, Kharwar RN, Singh NK (2014) J Mol Struct 10643:60

    Article  Google Scholar 

  15. Sheldrick GM (2008) Acta Cryst A64:112

    Article  Google Scholar 

  16. Bruno IJ, Cole JC, Edgington PR, Kessler M, Macrae CF, McCabe P, Pearson J, Taylor R (2002) Acta Cryst Sect B58:389

    Article  CAS  Google Scholar 

  17. Farrugia LJ, Appl J (1997) Cryst. 30:565

    Article  CAS  Google Scholar 

  18. Bartolottiand LJ, Fluchick K (1996) In: Lipkowitz KB, Boyd D (eds) Reviews in computational chemistry, vol 7. VCH, New York, p 7

    Google Scholar 

  19. Hay PJ, Wadt WR (1985) J Chem Phys 82:270

    Article  CAS  Google Scholar 

  20. Frisch MJ (2009) et al. Gaussian 09, Revision C.01; Gaussian, Inc., Wallingford C

  21. Nakamoto K (1986) Infrared and raman spectra of inorganic and coordination compounds, 4th edn. Wiley, New York

    Google Scholar 

  22. Molina P, Tarraga A, Espinosa A (1988) Synthesis 9:690

    Article  Google Scholar 

  23. Lever ABP (1984) Inorganic electronic spectroscopy, 2nd edn. Elsevier, Amsterdam

    Google Scholar 

  24. Choi KY, Suh IH, Kim JG, Park YS, Jeong SI, Kim IK, Hong CP, Choi SN (1999) Polyhedron 18:3013

    Article  CAS  Google Scholar 

  25. Sutton LE (1965) Tables of interatomic distances and configuration in molecules and ions, special publication no. 18. The chemical society, London

  26. Dilworth JR, Hyde J, Lyford P, Vella P, Venkatasubramaman K, Zubieta JA (1979) Inorg Chem 18:268

    Article  CAS  Google Scholar 

  27. Singh NK, Tripathi P, Bharty MK, Srivastava AK, Sanjay S, Butcher RJ (2010) Polyhedron 29:1939

    Article  CAS  Google Scholar 

  28. Xu Y-P, Qin J, Sun S-M, Liu T-T, Zhang X-L, Qian S-S, Zhu H-L (2014) Inorg Chim Acta 423:469

    Article  CAS  Google Scholar 

  29. Dulare R, Bharty MK, Kushawaha SK, Singh NK (2011) J Mol Struct 985:323

    Article  CAS  Google Scholar 

  30. Belletete M, Morin JF, Leclerc M, Durocher G (2005) J Phys Chem A 109:6953

    Article  CAS  Google Scholar 

  31. Fukui K (1982) Science 218:747

    Article  CAS  Google Scholar 

  32. Perepichka DF, Bryce MR (2005) Angew Chem Int Ed 44:5370

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Dr. S.K. Kushawaha is thankful to the Department of Science and Technology, New Delhi, India, for the award of a Young Scientist Project (No. SR/FT/CS-110/2011).

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Authors and Affiliations

  1. Department of Chemistry, Banaras Hindu University, Varanasi, 221005, India

    M. K. Bharty, S. K. Kushawaha, U. K. Chaudhari, R. K. Dani & B. Maiti

  2. Department of Chemistry, Howard University, 525 College Street NW, Washington, DC, 20059, USA

    R. J. Butcher

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  1. M. K. Bharty
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  2. S. K. Kushawaha
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  3. U. K. Chaudhari
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Correspondence to M. K. Bharty.

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Bharty, M.K., Kushawaha, S.K., Chaudhari, U.K. et al. Synthesis, structural characterization, electrochemical studies and DFT calculations on nickel(II) complexes of N-picolinoyl-N′-benzothioylhydrazide and 5-(pyridine-4-yl)-2H-1,2,4-triazole-3-thione. Transit Met Chem 42, 243–252 (2017). https://doi.org/10.1007/s11243-017-0128-x

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