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Synthesis, Crystal Structure, Hirschfeld Surface Analysis and Catalytic Activity of a New Binuclear Zn(II) Complex Based on Homophthalic Acid and 2,2'-Bipyridine Ligands

1College of Biology and Oceanography,Weifang University, Weifang 261061, China

2College of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, China

Received: 7 Oct 2022; Revised: 14 Nov 2022; Accepted: 17 Nov 2022; Available online: 22 Nov 2022; Published: 25 Dec 2022.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2022 by Authors, Published by BCREC Group
Creative Commons License This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.

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A new binuclear Zn(II) complex, [Zn2L2(BIPY)2(H2O)2](1) (H2L = homophthalic acid, BIPY = 2,2'-bipyridine) has been synthesized by one-pot method of homophthalic acid, 2,2'-bipyridine, zinc acetate dihydrate, and NaOH in water/ethanol (v:v = 1:1) solution. The structure of complex (1) was characterized by IR and X-ray single-crystal diffraction analysis. The results show that each Zn(II) ion is five-coordinated with two carboxylic O atoms from two homophthalate ligands (O2, O3 or O2a, O3a), two N atoms from two 2,2'-bipyridine ligands (N1, N2 or N1a, N2a) and one O atom from coordinated water molecule (O5 or O5a), and forms a distorted trigonal bipyramid coordination geometry. Complex (1) forms 1D chained structure and 3D network structure by the p-p interaction of 2,2'-bipyridine ligands. The Hirschfeld surface analysis of complex (1) was calculated. The catalytic performance of complex (1) has also been investigated for the oxidation of benzyl alcohol under O2 atmosphere. The optimal reaction temperature and pressure were 100 °C and 0.3 MPa for complex (1). Copyright © 2022 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (


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Keywords: Homophthalic acid; Binuclear Zn (II) complex; Synthesis; Structural characterization; Hirschfeld surface analysis; Catalytic activity
Funding: National Natural Science Foundation of China under contract No. 21171132; Science Foundation of Weifang under contract 2020ZJ1054; Science Foundation of Weiyuan Scholars Innovation Team

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  1. Das, M., Koley, B., Das, U.K., Bag, A., Laha, S., Samanta, B.C., Choudhuri, I., Nandan Bhattacharyya, N., Maity, T. (2021). Piperidine based effective chemosensor for Zn(II) with the formation of binuclear Zn complex having specific Al(III) detection ability in aqueous medium and live cell images. Journal of Photochemistry and Photobiology, A. Chemistry, 415, 113302. DOI: 10.1016/j.jphotochem.2021.113302
  2. Kargar, H., Fallah-Mehrjardi, M., Behjatmanesh-Ardakani, R., Rudbari, H.A., Ardakani, A.A., Sedighi-Khavidak, S., Munawar, K.S., Ashfaq, M., Tahir, M.N. (2022). Binuclear Zn(II) Schiff base complexes: synthesis, spectral characterization, theoretical studies and antimicrobial investigations. Inorganica Chimica Acta, 530, 120677. DOI: 10.1016/j.ica.2021.120677
  3. Mallikarjun, T., Kasiviswanath, I.V., Krishna, V., Chary, D.P. (2017). Synthesis and spectral characterization of antimicrobial activity of the binuclear Co(II), Ni(II), Cu(II) and Zn(II) complexes of a novel macrocyclic biphenyl bridged schiff base ligand. Rasayan Journal of Chemistry, 10, 1015-1024. DOI: 10.7324/RJC.2017.1031826
  4. Nemytov, A.I., Utepova, I.A., Kiskin, M.A., Efimov, N.N., Chupakhin, O.N. (2021). Synthesis, structure and magnetic properties of binuclear 3d-metal complexes of new 3-(2-pyridyl)-6-phenyl-1,2,4-triazine derivative. Polyhedron, 193, 114901. DOI: 10.1016/j.poly.2020.114901
  5. Spodine, E., Valencia-Galvez, P., Fuentealba, P. (2011). Magnetic behavior of MnPS3 phases intercalated by [Zn2L](2+) (LH2: macrocyclic ligand obtained by condensation of 2-hydroxy-5-methyl-1,3-benzenedicarbaldehyde and 1,2-diaminobenzene). Journal of Solid State Chemistry, 184, 1129-1134. DOI: 10.1016/j.jssc.2011.03.009
  6. Zhang, S.Z., Guo, G., Ding, W.M., Li, J., Wu, Y., Zhang, H.J., Guo, J.Q., Sun, Y.X. (2021). Synthesis and spectroscopic properties of two different structural Schiff base Zn(II) complexes constructed with/without auxiliary ligands. Journal of Molecular Structure, 1230, 129627. DOI: 10.1016/j.molstruc.2020.129627
  7. Li, L.L., Li, P., Zhang, T., Dong, W.K. (2021). Exploration of DFT and Hirshfeld analyses and fluorescence properties of three stable penta-coordinated binuclear Co(II) and Zn(II) bis(salamo)-based complexes. Polyhedron, 205, 115301. DOI: 10.1016/j.poly.2021.115301
  8. Borisov, A.N., Puzyk, M.V., Posadskaya, E.A., Ardasheva, L.P., Pak, V.N. (2020). Spectral and luminescent properties of N,N'-bis(salicylidene)-1,4-butylenediamine, N,N'-bis(5-bromosalicylidene)-1,4-butylenediamine, and their complexes with Zinc(II). High Energy Chemistry, 54, 87-94. DOI: 10.1134/S0018143920020034
  9. Kokina, T.E., Glinskaya, L.A., Piryazev, D.A., Vasiliev, E.S., Sheludyakova, L.A., Rakhmanova, M.I., Tkachev, A.V. (2020). A Complex of Zn(II) with Chiralnopinane-annelated 9,9’-bi-4,5-diazafluorenylidene:synthesis, structure, and properties. Journal of Structural Chemistry, 61, 1606-1614. DOI: 10.1134/S0022476620100133
  10. Ghorbanpour, M., Soltani, B., Zieglerb, C.J., Jamshidi-Ghaleh, K. (2020). Novel pyrazolate-bridged binuclear Ni(II), Cu(II) and Zn(II) complexes: synthesis, X-ray crystal structure and nonlinear optical studies. Inorganica Chimica Acta, 514, 19957. DOI: 10.1016/j.ica.2020.119957
  11. Ajibade, P.A., Sikakane, B.M., Oluwalana, A.E., Paca, A.M., Singh, M. (2021). Synthesis, crystal structure and in vitro anticancer studies of bis(dibenzyldithiocarbamato)Zn(II). Journal of Coordination Chemistry, 74, 1244-1254. DOI: 10.1080/00958972.2021.1887482
  12. Daryanavard, M., Jannesari, Z., Javeri, M., Abyar, F. (2020). A new mononuclear zinc(II) complex: crystal structure, DNA- and BSA-binding, and molecular modeling; in vitro cytotoxicity of the Zn(II) complex and its nanocomplex. Spectrochimica Acta Part A: Molecular & Biomolecular Spectroscopy, 233, 118175. DOI: 10.1016/j.saa.2020.118175
  13. Liang, K.Y., Gao, F., Jiang, Y. (2020). Structural characterization and anticancer activity on osteosarcoma of Zn(II) coordination polymer. Inorganic and Nano-Metal Chemistry, 50, 368-373. DOI: 10.1080/24701556.2020.1713162
  14. Bibi, S., Mohammad, S., Manan, N.S.A., Ahmad, J., Kamboh, M.A., Khor, S.M.,Yamin, B.M., Abdul Halim, S.N. (2017). Synthesis, characterization, photoluminescence, and electrochemical studies of novel mononuclear Cu(II) and Zn(II) complexes with the 1-benzylimidazolium ligand. Journal of Molecular Structure, 1141, 31-38. DOI: 10.1016/j.molstruc.2017.03.072
  15. Chaudhari, U.K., Bharti, A., Nath, P.A., Uday, P., Prakash, R., Butcher, R.J., Bharty, M.K. (2019). Synthesis, structure, photoluminescence and electrochemical properties of mononuclear Ag(I) and polymeric Zn(II) complexes of potassium 4-methyl piperazine-1-carbodithioate. Journal of Molecular Structure, 177, 260-268. DOI: 10.1016/j.molstruc.2018.09.055
  16. Wang, L.H., Kong, F.Y., Tai, X.S. (2022). Synthesis, crystal structure and Catalytic Activity of Tri-Nuclear Zn(II) Complex Based on 6-Phenylpyridine-2-carboxylic Acid and Bis(4-pyridyl)amine Ligands. Bulletin of Chemical Reaction Engineering & Catalysis, 17, 394-402. DOI: 10.9767/bcrec.17.2.13952.394-402
  17. Wu, Y.F., Shi, S.B., Su, X.X., Zhang, Z.Q., Liu, P.L., Oderinde, O., Yi, G.Y., Xiao, G.M., Zhang, Y.L. (2021). Experimental and computational studies of Zn (II) complexes structured with Schiff base ligands as the efficient catalysts for chemical fixation of CO2 into cyclic carbonates. Molecular Catalysis, 515, 111894. DOI: 10.1016/j.mcat.2021.111894
  18. Ma, Z., Aliyeva, V.A., Tagiev, D.B., Zubkov, F.I., Guseinov, F.I., Mahmudov, K.T., Pombeiro, A.J.L. (2020). Multinuclear Zn(II)-arylhydrazone complexes as catalysts for cyanosilylation of aldehydes. Journal of Organometallic Chemistry, 912, 121171. DOI: 10.1016/j.jorganchem.2020.121171
  19. Liu, C., Chen, M.X., Li, M. (2020). Synthesis, crystal structures, catalytic application and antibacterial activities of Cu(II) and Zn(II) complexes bearing salicylaldehyde-imine ligands. Inorganica Chimica Acta, 508, 119639. DOI: 10.1016/j.ica.2020.119639
  20. Tai, X.S., Li, P.F., Wang, X., Liu, L.L. (2017). Synthesis, structural characterization, and catalytic property of a Zn(II) complex with 5-bromosalicylaldehyde ligand. Bulletin of Chemical Reaction Engineering & Catalysis, 12, 364-369. DOI: 10.9767/bcrec.12.3.876.364-369
  21. Mei, L ., Yan, L.X., Wei, C., Hai, Z.J. (2013 ). The catalytic activity of Zn(II) and Mn(II) organometallic complexes. Research on Chemical Intermediates, 39, 2715-2721. DOI: 10.1007/s11164-012-0792-6
  22. Liu, G.Z., Zhang, J., Wang, L.Y. (2011). A comparison of the coordination preference of Cd, Zn, Cu(II) with flexible homophthalic acid and rigid bipyridine ligands. Polyhedron, 26, 1487-1493. DOI: 10.1016/j.poly.2011.02.053
  23. Shen, H. (2022). A new two-dimensional cadmium(II) coordination polymer based on the asymmetric dicarboxylic acid homophthalic acid:synthesis, structure and properties. Acta Crystallographica, C78, 481-487. DOI: 10.1107/S2053229622008476
  24. Dias, S.S.P., Kirillova, M.V., André, V., Klak, J., Kirillov, A.M. (2015). New tricopper(II) cores self-assembled from aminoalcohol biobuffers and homophthalic acid:synthesis, structural and topological features, magnetic properties and mild catalytic oxidation of cyclic and linear C5-C8 alkanes. Inorganic Chemistry Frontiers, 2, 525-537. DOI: 10.1039/C4Q100220B
  25. Tai, X.S., Wang, X., You, H.Y. (2016). Synthesis, crystal structure and antitumor activity of a Zn(II) complex based on acetyl-L-phenylalanine and 1,10-phenanthroline. Chinese Journal of Structural Chemistry, 35, 586-590. DOI: 10.14102/j.cnki.0254-5861.2011-0910
  26. Tai, X.S., Guo, H.M., Guo, Q.Q. (2018). Synthesis, crystal structure and antitumor activity of a novel Zn(II) complex with 2-(nicotinoyloxy)acetic acid ligand. Chinese Journal of Structural Chemistry, 37, 1052-1056. DOI: 10.14102/j.cnki.0254-5861.2011-1880
  27. Wang, L.H., Wang, Z.J., Ouyang, J. Tai, X.S. (2021). The crystal structure of bis(6-phenylpyridine-2-carboxylate-k2N,O)-(2,2’-bipyridine-k2N,N’)zinc(II) monohydrate, C34H26N4O5Zn. Zeitschrift für Kristallographie-New Crystal Structures, 236, 1297-1299. DOI: 10.1515/ncrs-2021-0312
  28. Tai, X.S., Zhou, X.J., Liu, L.L., Cao, S.H., Wang, L.H. (2020). The crystal structure of catena-poly[(µ2-2-((3-bromo-2-oxidobenzylidene)amino)acetato-k4 O,N,O’:O’’)-(dimethylformamide-k1O)]zinc(II), C12H13N2O4BrZn. Zeitschrift für Kristallographie -New Crystal Structures, 235, 901-902. DOI: 10.1515/ncrs-2020-0090
  29. Tai, X.S., Li, P.F., Liu, L.L. (2018). Synthesis, crystal structure and catalytic activity of a calcium(II) complex with 4-formylbenzene-1,3-disulfonate-isonicotinic acid hydrazone. Bulletin of Chemical Reaction Engineering & Catalysis, 13, 429-435. DOI: 10.9767/bcrec.13.3.1961.429-435
  30. Tai, X.S., Li, P.F., Wang, X., Liu, L.L. (2017). Synthesis, structural characterization, and catalytic property of a Zn(II) complex with 5-bromosalicylaldehyde ligand. Bulletin of Chemical Reaction Engineering & Catalysis, 12, 364-369. DOI: 10.9767/bcrec.12.3.876.364-369
  31. Wang, L.H., Liang, L., Li, P.F. (2017). Synthesis, crystal structure, catalytic properties, and luminescent of a novel Eu(III) complex material with 4-imidazolecarboxaldehyde-pyridine-2-carbohydrazone. Bulletin of Chemical Reaction Engineering & Catalysis, 12, 185-190. DOI: 10.9767/bcrec.12.2.764.185-190
  32. Tai, X.S., Li, P.F., Liu, L.L. (2018). Preparation, characterization, and catalytic property of a Cu(II) complex with 2-carboxybenzaldehyde-p-toluenesulfonyl hydrazone ligand. Bulletin of Chemical Reaction Engineering & Catalysis, 13, 7-13. DOI: 10.9767/bcrec.13.1.1012.7-13
  33. Tai, X.S., Li, P.F. (2018). Synthesis, structure, and catalytic activity of a new Mn(II) complex with 1,4-phenylenediacetic acid and 1,10-phenanthroline. Bulletin of Chemical Reaction Engineering & Catalysis, 13, 1-6. DOI: 10.9767/bcrec.13.1.975.1-6
  34. Wang, L.H., Kong, F.Y., Tai, X.S. (2022). Synthesis, structural characterization of a new Ni(II) complex and its catalytic activity for oxidation of benzyl alcohol. Bulletin of Chemical Reaction Engineering & Catalysis, 17, 375-382. DOI: 10.9767/bcrec.17.2.13975.375-382
  35. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., Puschmann, H. (2009). OLEX2: A complete structure solution, refinement and analysis program. Journal of Applied Crystallography, 42, 339-341. DOI: 10.1107/S0021889808042726
  36. Sheldrick, G.M. (2015). SHELXT-Integrated space-group and crystal-structure determination. Acta Crystallographica, A71, 3-8. DOI: 10.1107/S2053273314026370
  37. Sheldrick, G.M. (2015). Crystal structure refinement with SHELXL. Acta Crystallographica, C71:3-8. DOI: 10.1107/S2053229614024218
  38. Spackman, P.R., Turner, M.J., McKinnon, J.J., Wolff, S.K., Grimwood, D.J., Jayatilaka, D., Spackman, M.A. (2021). CrystalExplorer: a program for Hirshfeld surface analysis, visualization and qu­antitative analysis of molecular crystals. Journal of Applied Crystallography, 54, 1006-1011. DOI: 10.1107/S1600576721002910
  39. Li, X.M., Wang, Z.T., Valtchev, V., Pan, Y.R. (2022). Syntheses, crystal structures and NBO calculation of two new Zn(II)/Co(II) coordination polymers. Journal of Cluster Science, 33, 1083-1091. DOI: 10.1007/s10876-021-02042-3
  40. Li, X.M., Wang, Z.T., Valtchev, V., Fang, Q.R., Pan, Y.R. (2020). Syntheses, crystal structures and theoretical calculations of two nickel, zinc coordination polymers with 4-nitrophthalic acid and bis(imidazol) ligands. Journal of Inorganic & Organometallic Polymers & Materials, 30, 477-485. DOI: 10.1007/s10904-019-01206-z
  41. Wang, L.H., Wang, Z.J., Zhao, M.L., Tai, X.S., Ouyang, J., Li, Y.F., Zhang, W., Jia, W.L. (2021). Synthesis, crystal structure of tetra-nuclear macrocyclic Zn (II) complex and its application as catalyst for oxidation of benzyl alcohol. Bulletin of Chemical Reaction Engineering & Catalysis, 16, 839-846. DOI: 10.9767/bcrec.16.4.10978.839-846

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