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Structural investigation, theoretical DFT, Hirshfeld surface analysis and catalytic behaviour towards 3,5-DTBC oxidation of two cobalt(ii) complexes with semicarbazone Schiff base ligands

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Abstract

Two novel cobalt(ii) complexes [Co(HL1)2](NO3)2.2.5H2O (1) and [Co(HL2)2](NO3)2 (2) (where HL1 = (E)-2-(1-(pyridin-2-yl)ethylidene)hydrazine-1-carboxamide and HL2 = (E)-2-(pyridin-2-ylmethylene)hydrazine-1-carboxamide) have been synthesized and structurally characterized by spectroscopic techniques and single-crystal diffraction analysis. The complexes are close comparable with metals exhibiting the expected distorted octahedral geometry being chelated by two semicarbazone ligands via NNO donor set. The catecholase-like activity of complexes 1 and 2 was evaluated by using 3,5-di-tert-butylcatecholas substrate. The results showed that both the complexes are effective catalysts with Kcat values of 762 and 562, respectively. Theoretical DFT study and Hirschfeld surface analyses were also carried out to reveal the nature of intermolecular contacts and to integrate experimental observations.

Graphical abstract

Two novel cobalt(ii) complexes [Co(HL1)2](NO3)2.2.5H2O (1) and [Co(HL2)2](NO3)2 (2) have been synthesized and structurally characterized by spectroscopic techniques and single-crystal diffraction analysis. The complexes are nearly akin with metals exhibiting the expected distorted octahedral geometry being chelated by two semicarbazone ligands via NNO donor set. The catecholase-like activity of complexes 1 and 2 was evaluated by using 3,5-DTBC as substrate. The result confirmed the formation of quinone or 3,5-DTBQ derivative and indicates that the complexes exhibit noticeable catalytic activity with Kcat values of 762 and 562, respectively. Theoretical DFT study and Hirschfeld surface analyses were also performed to reveal the nature of intermolecular contacts and to integrate experimental findings.

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Acknowledgements

M. Chowdhury acknowledges UGC, New Delhi, Government of India, for awarding Senior Research Fellowship (sr. no. 2121410140, ref. no. 21/12/2014 (II) EU-V). N. Biswas acknowledges CSIR, New Delhi, Government of India, for awarding Junior Research Fellowship (project no. 01/2537/11-EMR-II). C. Roy Choudhury acknowledges DSTFIST (project no. SR/FST/CSI-246/2012), New Delhi, Government of India, for instrumental support under capital heads.

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Authors and Affiliations

  1. Department of Chemistry, West Bengal State University, Barasat, Kolkata, 700126, India

    Manas Chowdhury, Niladri Biswas, Sandeepta Saha & Chirantan Roy Choudhury

  2. Department of Biotechnology, Institute of Genetic Engineering, No. 30, Thakurhat Road, Badu, Madhyamgram, Kolkata, West Bengal, 700128, India

    Niladri Biswas

  3. Sripur High School, Madhyamgram Bazar, Kolkata, 700130, India

    Sandeepta Saha

  4. Department of Chemical and Pharmaceutical Sciences, University of Trieste, Via L. Giorgieri 1, 34127, Trieste, Italy

    Ennio Zangrando

  5. Dipartimento S.C.V.S.A., University of Parma, Parco Area delleScienze 17/A, 43124, Parma, Italy

    Corrado Rizzoli

  6. Department of Chemistry, Lady Brabourne College, Kolkata, 700017, India

    Nayim Sepay

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  1. Manas Chowdhury
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  7. Chirantan Roy Choudhury
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Contributions

MC and NB did the whole work. SS wrote the main manuscript. EZ and CR performed the structural analysis. NS did the theoretical calculations. CRC wrote and checked the full manuscript. All authors reviewed the manuscript

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Correspondence to Chirantan Roy Choudhury.

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Appendix A: Supplementary data

Appendix A: Supplementary data

CCDC 2,204,530 and 2,204,531 contain the supplementary crystallographic data for complexes 1 and 2, respectively. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+ 44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk. Supplementary data associated with this article can be found, in the online version, at http://

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Chowdhury, M., Biswas, N., Saha, S. et al. Structural investigation, theoretical DFT, Hirshfeld surface analysis and catalytic behaviour towards 3,5-DTBC oxidation of two cobalt(ii) complexes with semicarbazone Schiff base ligands. Transit Met Chem 48, 63–78 (2023). https://doi.org/10.1007/s11243-023-00523-0

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