Syntheses, Characterization, and X-ray Crystal Structure of Binuclear Lanthanide Complexes Assembled with Schiff Base and Acetate
Abstract
Herein we reported the binuclear complexes of the 1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine ligand (HL) [Ln2(HL)2(CH3COO)6].n(H2O) (Ln = Y, Pr, Gd and Er). The binuclear complexes are characterized by IR and physical measurement. Spectroscopic evidence indicated that the Schiff base HL behave an N3 coordination tridentate ligand. The complexes are formulated as [{Ln(1-(pyridin-2-ylmethylidene-kN)-2-(pyridin-2-yl-kN)hydrazine-kN1)(h2-OOCH3)2}{h1:h2:m2-OOCH3}2{Ln(1-(pyridin-2-ylmethylidene-kN)-2-(pyridin-2-yl-kN)hydrazine-kN1))(h2-OOCH3)2}].n(H2O). The structure of the praseodymium complex was elucidated by X-ray diffraction analysis. Suitable crystals were grown by slow evaporation of methanol solution. The asymmetric unit of the compound contains two neutral ligand molecules, two Pr3+ ions, four acetate anions acting in h2-OOCH3 mode, two acetate anions acting in h1:h2:m2-OOCH3 mode, and three uncoordinated water molecules. The praseodymium atom is ten coordinated and the coordination sphere is best described as a distorted bicapped square antiprism. The PrIII···PrIII distance is 4.2777(6) Å and the bridging angle Pr—O—Pr and O—Pr—O are respectively 115.8(3)° and 64.2(3)°. The structure is consolidated by intra and intermolecular hydrogen bond.
References
Anastasiadis, N.C., Mylonas-Margaritis, I., Psycharis, V., Raptopoulou, C.P., Kalofolias, D.A., Milios, C.J., Klouras, N., & Perlepes, S.P. (2015). Dinuclear, tetrakis(acetato)-bridged lanthanide(III) complexes from the use of 2-acetylpyridine hydrazone. Inorganic Chemistry Communications, 51, 99-102. https://doi.org/10.1016/j.inoche.2014.11.004
Madanhire, T., Davids, H., Pereira, M.C., Hosten, E.C., & Abrahams, A. (2020). Synthesis, characterisation and anticancer activity screening of lanthanide(III) acetate complexes with benzohydrazone and nicotinohydrazone ligands. Polyhedron, 184, 114560. https://doi.org/10.1016/j.poly.2020.114560
Soliman, S.M., & El-Faham, A. (2018). Low temperature X-ray structure analyses combined with NBO studies of a new heteroleptic octa-coordinated Holmium(III) complex with N,N,N-tridentate hydrazono-phthalazine-type ligand. Journal of Molecular Structure, 1157, 222-229. https://doi.org/10.1016/j.molstruc.2017.12.016
Li, H.-G., Yang, Z.-Y., Wang, B.-D., & Wu, J.-C. (2010). Synthesis, crystal structure, antioxidation and DNA-binding properties of the Ln complexes with 1-phenyl-3-methyl-5-hydroxypyrazole-4-carbaldhyde-(benzoyl)hydrazone. Journal of Organometallic Chemistry, 695, 415-422. https://doi.org/10.1016/j.jorganchem.2009.10.032
Mohanan, K., Kumari, B.S., & Rijulal, G. (2008). Microwave assisted synthesis, spectroscopic, thermal, and antifungal studies of some lanthanide(III) complexes with a heterocyclic bishydrazone. Journal of Rare Earths, 26, 16-21. https://doi.org/10.1016/S1002-0721(08)60028-9
Guskos, N., Typek, J., Majszczyk, J., Maryniak, M., & Paschalidis, D. (2008). Photoacoustic spectrum of a new, 12-fold-coordinated Ho(III) hydrazone complex. Journal of Non-Crystalline Solids, 354, 4393-4395. https://doi.org/10.1016/j.jnoncrysol.2008.06.057
Ay, B., Yildiz, E., Şahin, O., Mahmoudi, G., Kubicki, M., Perumal, V., Percino, J., Miroslaw, B., & Safin, D.A. (2020). Novel lanthanide(III) complex [LaL2(NO3)(H2O)2]•5H2O with 2-pyridine carboxaldehyde isonicotinoyl hydrazine exhibiting a 3D supramolecular topology 3,6T49. Journal of Molecular Structure, 1212, 128151. https://doi.org/10.1016/j.molstruc.2020.128151
Fang, M., Chen, Y.-Y., Shao, L.-J., Shi, T.-X., Yu, H., Li, P.-F., Wu, Z.-L., & Wang, W.-M. (2019). Structures, luminescent and magnetic properties of three dinuclear lanthanide complexes: Dysprosium compound displaying slow magnetic relaxation. Polyhedron, 157, 530-535. https://doi.org/10.1016/j.poly.2018.10.046
Hosseini, M.-S., Amjadi, I., Mohajeri, M., Iqbal, M.Z., Wu, A., & Mozafari, M. (2019). Chapter 15 - Functionalized polymers for diagnostic engineering, In M. Mozafari, N.P.S. Chauhan (Eds.), Advanced Functional Polymers for Biomedical Applications (pp. 301-322). Elsevier. https://doi.org/10.1016/B978-0-12-816349-8.00015-1
Taha, Z.A., Hijazi, A.K., & Momani, W.M.A. (2020). Lanthanide complexes of the tridentate Schiff base ligand salicylaldehyde-2-picolinoylhydrazone: Synthesis, characterization, photophysical properties, biological activities and catalytic oxidation of aniline. Journal of Molecular Structure, 1220, 128712. https://doi.org/10.1016/j.molstruc.2020.128712
Lekha, L., Raja, K.K., Rajagopal, G., & Easwaramoorthy, D. (2014). Schiff base complexes of rare earth metal ions: Synthesis, characterization and catalytic activity for the oxidation of aniline and substituted anilines. Journal of Organometallic Chemistry, 753, 72-80. https://doi.org/10.1016/j.jorganchem.2013.12.014
Yuan, B., Wang, F., Tao, J., Li, M., & Yang, X. (2019). Self-assembly of one visible and NIR luminescent Sm(III) coordination polymer with flexible Schiff base ligand. Inorganica Chimica Acta, 490, 24-28. https://doi.org/10.1016/j.ica.2019.02.019
Yuan, B., Tao, J., Wang, F., Zhu, C., Li, M., & Yang X., (2020). Construction of NIR luminescent nanoscale lanthanide complexes with new flexible Schiff base ligands. Journal of Rare Earths, 38, 143-147. https://doi.org/10.1016/j.jre.2019.02.014
Yang, H., Liu, S.-S., Meng, Y.-S., Zhang, Y.-Q., Pu, L., & Yu, X.-Q. (2019). Magnetic properties and theoretical calculations of mononuclear lanthanide complexes with a Schiff base coordinated to Ln(III) ion in a monodentate coordination mode. Inorganica Chimica Acta, 494, 8-12. https://doi.org/10.1016/j.ica.2019.04.051
Ge, Y., Huang, Y., Wang, G., Li, Y., & Yao, J. (2020). A series of mononuclear lanthanide complexes constructed by Schiff base and β-diketonate ligands: synthesis, structures, magnetic and fluorescent properties. Polyhedron, 187, 114651. https://doi.org/10.1016/j.poly.2020.114651
Binnemans, K. (2005). Chapter 225 - Rare-earth beta-diketonates, In K.A. Gschneidner, J.-C.G. Bünzli, V.K. Pecharsky (Eds.), Handbook on the Physics and Chemistry of Rare Earths (pp. 107-272). Elsevier. https://doi.org/10.1016/S0168-1273(05)35003-3
Murase, M., Yamauchi, S., Sakamoto, S., Takahashi, S., Matsumoto, N., Tsuchimoto, M. (2013). Enantioselective aggregation and luminescence properties of europium(III) and terbium(III) complexes of an acetate and a tripodal ligand containing three imidazole groups. Polyhedron, 59, 76-84. https://doi.org/10.1016/j.poly.2013.04.040
Di, Y., Cui, X., Liu, Y., Zhou, C., Ren, Y., Di, Y., Yang, X. (2019). Crystal structure, optical properties, and antibacterial activity of rare earth complexes with designed 2-carbonyl propionic acid-4-nitro benzoyl hydrazone. Polyhedron, 171, 571-577. https://doi.org/10.1016/j.poly.2019.07.036
Mohanan, K., Aswathy, R., Nitha, L.P., Mathews, N.E., Kumari, B.S. (2014). Synthesis, spectroscopic characterization, DNA cleavage and antibacterial studies of a novel tridentate Schiff base and some lanthanide(III) complexes. Journal of Rare Earths, 32, 379-388. https://doi.org/10.1016/S1002-0721(14)60081-8
Neves, A., Erthal, S.M.D., Vencato, I., Ceccato, A.S., Mascarenhas, Y.P., Nascimento, O.R., Horner, M., & Batista, A.A. (1992). Synthesis, crystal structure, electrochemical, and spectroelectrochemical properties of the new manganese(III) complex [MnIII(BBPEN)][PF6] [H2BBPEN = N,N’-bis(2-hydroxybenzyl)-N,N’-bis(2-methylpyridyl)ethylenediamine]. Inorganic Chemistry, 31, 4749-4755. https://doi.org/10.1021/ic00049a008
Gregório, T., Rüdiger, A.L., Nunes, G.G., Soares, J.F., & Hughes, D.L. (2015). Crystal structure of an eight-coordinate terbium(III) ion chelated by N,N'-bis-(2-hydroxybenzyl)- N,N'-bis-(pyridin-2-ylmethyl) ethylenediamine (bbpen2-) and nitrate. Acta Crystallographica E, 71, 65-68. https://doi.org/10.1107/S2056989014026826
Ndiaye-Gueye, M., Dieng, M., Thiam, E.I., Lo, D., Barry, A.H., Gaye, M., & Retailleau, P. (2017). Lanthanide(III) Complexes with Tridentate Schiff Base Ligand, Antioxidant Activity and X-Ray Crystal Structures of the Nd(III) and Sm(III) Complexes. South African Journal of Chemistry, 70, 8-15. http://dx.doi.org/10.17159/0379-4350/2017/v70a2
Gueye, Nd. M., Moussa, D., Thiam, E.I., Barry, A.H., Gaye, M., & Retailleau, P. (2017). Crystal structure of bis-(acetato-κ2O,O')diaqua[1-(pyridin-2-ylmethylidene-κN)-2-(pyridin-2-yl-κN)hydrazine-κN1] terbium(III) nitrate monohydrate. Acta Crystallographica E, 73, 1121-1124. https://doi.org/10.1107/S2056989017009653
Gueye, M.N., Dieng, M., Lo, D., Thiam, I.E., Barry, A.H., Gaye, M., Sall, A.S., & Retailleau, P. (2017). Synthesis, physical studies and crystal structure determination of Y(III) and Er(III) complexes of 1-(pyridin-2-yl)-2-(pyridine-2-ylmethylene)hydrazine. European Journal of Chemistry, 8, 137-143. https://doi.org/10.5155/eurjchem.8.2.137-143.1557
Ndiaye-Gueye, M., Dieng, M., Thiam, I.E., Sow, M.M., Sylla-Gueye, R., Barry, A.H., Gaye, M., & Retailleau, P. (2017). Synthesis, characterization and antioxidant activity of lanthanide (III) complexes with tridentate Schiff base ligand. X-ray crystal structure of the Ce(III) complex. Revue Roumaine de Chimie, 62, 35-41. http://revroum.lew.ro/wp-content/uploads/2017/1/Art%2005.pdf
Sheldrick, G.M. (2015). SHELXT – Integrated space-group and crystal-structure determination. Acta Crystallographica A, 71, 3-8. https://doi.org/10.1107/S2053273314026370
Sheldrick, G.M. (2015). Crystal structure refinement with SHELXL. Acta Crystallographica C, 71, 3-8. https://doi.org/10.1107/S2053229614024218
Farrugia, L.J. (2012). WinGX and ORTEP for Windows: an update. Journal of Applied Crystallography, 45, 849-854. https://doi.org/10.1107/S0021889812029111
Nakamoto, K. (1986). Infrared spectra of inorganic and coordination compounds (4th ed.). New York: John Wiley & Sons Inc.
Geary, W.J. (1971). The use of conductivity measurements in organic solvents for the characterization of coordination compounds. Coordination Chemistry Reviews, 7, 81-122. https://doi.org/10.1016/S0010-8545(00)80009-0
Pan, Z.-Y., Chen, J.-H., Lin, J.-F., Xu, X., & Luo, Y.-F. (2010). Poly[(acetato-κ2O,O') aqua (μ4-1-H-benzimidazole-5,6-dicarboxylato-κ5N3:O5,O5':O5,O6:O6') praseodymium(III)]. Acta Crystallographica E, 66, m1302. https://doi.org/10.1107/S1600536810036986
Zhang, S.-Y., Shi, Z., Long-Guan, Z., Xu, R.-R., & Pang, W.-Q. (2003). Di-μ-acetato-κ3O,O':O'-di-μ-trichloroacetato-κ2O:O'-bis [aqua(trichloroacetato) (1,10-phenanthroline-κ2N,N')praseodymium(III)] dimethylformamide disolvate. Acta Crystallographica E, 59, m142-m144. https://doi.org/10.1107/S1600536803004744
Yu, Q., Zhou, X., Liu, M., Chen, J., Zhou, Z., Yin, X., & Cai Y. (2008). Syntheses, characterization, and luminescence of two lanthanide complexes [Ln2(acetate)6 (H2O)4]•4H2O (Ln=Tb(1), Sm(2)). Journal of Rare Earths, 26, 178-184. https://doi.org/10.1016/S1002-0721(08)60061-7
This work is licensed under a Creative Commons Attribution 4.0 International License.
