A new asymmetric bidentate Schiff base ligand was synthesized from a condensation reaction between 2,4-dichlorobenzaldehyde (C7H4Cl2O) and 1,3-pentanediamine (C5H14N2). A cadmium complex was prepared by adding Cd(II) iodide dissolved in methanol to a methanolic solution of the Schiff base ligand, in a ratio of 1:1. The ligand was characterized by elemental, spectroscopic (IR, 1H NMR), and thermogravimetric analyses. The ligand structure, thermally very stable, is revealed to be bidentate with two potential N-donor sites. The crystal structure of the Schiff base was elucidated by X-ray diffraction analysis. Compound crystallizes in a monoclinic system with a space group P21/n and a number of units per unit cell Z = 4. The unit cell parameters are: a =7.3885(2), b =16.9332 (4), c = 15.5624(4), and β = 90.4306(10). In the asymmetric unit of the ligand, the benzene rings C08/C10/C09/C11/C21/C17 and C20/C15/C13/C18/C22/C24 are in trans position with the aliphatic group with respect to the bonds (C07-N05) and (C19-N06), respectively. In addition, these two aromatic rings are located in two different planes, forming an angle of 3.60º between them, given that the dihedral angle between the ring C08/C10/C09/C11/C21/C17 and the aliphatic group N05-N06 is 67.49º. The spectroscopic data of the complex reveals a mononuclear complex where the Cd(II) ion is housed in a N2I2 coordination site with a slightly distorted tetrahedral geometry. The conductance data indicate that the complex is a neutral electrolyte.
Published in | Science Journal of Chemistry (Volume 12, Issue 6) |
DOI | 10.11648/j.sjc.20241206.13 |
Page(s) | 135-143 |
Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
Copyright |
Copyright © The Author(s), 2024. Published by Science Publishing Group |
Schiff Base, Cadmium, Ligand, Complex, Crystal Structure
[1] | Holm, R. H., Everett, G. W. and Chakravorty, A. (2007). Metal Complexes of Schiff Bases and β-Ketoamines. Progress in Inorganic Chemistry, 83-214. |
[2] | Holm, R. H. and O’Connor, M. J. (2007). The Stereochemistry of Bis-Chelate Metal (II) Complexes. Progress in InorganicChemistry., 241-401. |
[3] | Kilic, A., Tas, E., Deveci, B. and Yilmaz, I. (2007). Synthesis, electrochemical and in situ spectro electrochemical studies of new transition metal complexes with two new Schiff-bases containing N2O2/N2O4 donor groups. Polyhedron., 26(14), 4009-4018. |
[4] | Turan-Zitouni, G., Kaplancikli, Z. A., Özdemir, A., Chevallet, P., Kandilci, H. B. and Gümüsel, B. (2007). Studies on 1,2,4-Triazole Derivatives as Potential Anti-Inflammatory Agents. Archiv Der Pharmazie., 340(11), 586-590. |
[5] | Mohamad, G. G., Omar, M. M. and Hindy, A. M. (2006). Metal complexes of Schiff bases: preparation, characterization, and biological activity. Turk. J. Chem., 30, 361-382. |
[6] | Menati, S., Azadbakht, A., Azadbakht, R., Taeb, A. and Kakanejadifard, A. (2013). Synthesis, characterization, and electrochemical study of some novel, azo-containing Schiff bases and their Ni(II) complexes. Dyes and Pigments., 98(3), 499-506. |
[7] | Beyazit, N., Çobanoğlu, S. and Demetgül, C. (2017). Metal complexes of perimidine and Schiff base ligands bearing both naphthalene and chromone moieties: synthesis and catalytic activity. Bulgarian Chem. Commun. 49, 115-121. |
[8] | Singh, B. K., Mishra, P. and Garg, B. S. (2008). Synthesis and spectrothermal studies on group 12 metals coordination with novel carboxyamide ligands. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy., 69(2), 361-370. |
[9] | Swamy, S. J. and Pola, S. (2008). Spectroscopic studies on Co(II), Ni(II), Cu(II) and Zn(II) complexes with a N4-macrocylic ligands. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy., 70(4), 929-933. |
[10] | Halder, A., Mazumdar, S., Das, A., Karmakar, P. and Ghoshal, D. (2017). A Schiff Base Macrocycle Ligand and Its Mg (II) and Cd (II) Complexes: Spectral Properties with Theoretical Understanding and Biological Activity. Chemistry Select.,2(35), 11832-11839. |
[11] | Diop, A., Diop, T., Diallo. M. A., Tinnemans, P., Zangrando E. and Diop, C. A. K. (2022). Two New Iodo-Bridged Cadmium(II) Polymers with 1,4-dioxane and Ethanolamine Ligands: Synthesis and Crystal Structures. American Journal of Heterocyclic Chemistry, 8(2), 12-16. |
[12] | Khoo, T.-J., Break, M. K. bin, Crouse, K. A., Tahir, M. I. M., Ali, A. M., Cowley, A. R., … Tarafder, M. T. H. (2014). Synthesis, characterization and biological activity of two Schiff base ligands and their nickel(II), copper(II), zinc(II) and cadmium(II) complex derived from pyridine-2-carboxaldehyde. Inorg. Chim Acta., 413, 68-76. |
[13] | Biswas, F. B., Roy, T. G., Rahman, M. A., & Emran, T. B. (2014). An in vitro antibacterial and antifungal effects of cadmium (II) complexes of hexamethyltetraazacyclotetradecadiene and isomers of its saturated analogue. Asian Pacific Journal of Tropical Medicine., 7, S534–S539. |
[14] | Bruker, SAINT V8.38A. Bruker AXS Inc., Madison, Wisconsin, USA. |
[15] | Krause, L., Herbst-Irmer, R., Sheldrick, G. M. and Stalke, D. (2015). Comparison of silver and molybdenum microfocus X-ray sources for single-crystal structure determination. J. Appl. Cryst., 48, 3-10. |
[16] | Sheldrick, G. M. (2015). Acta Cryst., A71, 3-8. |
[17] | Sheldrick, G. M. (2015). Acta Cryst., C71, 3-8. |
[18] | Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. and Puschmann, H. (2009). OLEX2: A Complete Structure Solution, Refinement and Analysis Program. J. Appl. Cryst., 42, 339-341. |
[19] | Montazerozohori, M., Khani, S., Tavakol, H., Hojjati, A. and Kazemi, M. (2011). Synthesis, spectroscopic and thermal studies of some IIB group complexes with a new N2-Schiff base ligand. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy., 81(1), 122–127. |
[20] | Prakash, A., Singh, B. K., Bhojak, N. and Adhikari, D. (2010). Synthesis and characterization of bioactive zinc(II) and cadmium(II) complexes with new Schiff bases derived from 4-nitrobenzaldehyde and acetophenone with ethylenediamine. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy., 76(3-4), 356-362. |
[21] | Keypour, H., Shayesteh, M., Rezaeivala, M., Chalabian, F., Elerman, Y. and Buyukgungor, O. (2013). Synthesis, spectral characterization, structural investigation and antimicrobial studies of mononuclear Cu(II), Ni(II), Co(II), Zn(II) and Cd(II) complexes of a new potentially hexadentate N2O4 Schiff base ligand derived from salicylaldehyde. Journal of Molecular Structure, 1032, 62-68. http://dx.doi.org/10.1016/j.molstruc.2012.07.056 |
[22] | Teng, F., Jiang, N., Wang, Z., Cui, Y. and Wang, J. (2012). Synthesis, crystal structure and computational chemistry research of a Zinc(II) complex: [Zn(Pt)(Biim)2]. Journal of the Serbian Chemical Society., 77(2), 177-185. |
[23] | Ourari, A., Bougossa, I., Bouacida, S., Aggoun, D., Ruiz-Rosas, R., Morallon, E., Merazig, H. and Iran, J. (2017). Synthesis, characterization and X-ray crystal structure of novel nickel Schiff base complexes and investigation of their catalytic activity in the electrocatalytic reduction of alkyl and aryl halides. J. Iran. Chem. Soc., 14, 703-715. |
[24] | Dong, Y. W., Fan, Q., Wang, P., Wei, L. G., Wang, X. M., Zhang, H. J., Gao, S., Yang, Y. L. et Wang, Y. L. (2015). Synthesis and characterization of substituted Schiff-base ligands and their d10 metal complexes: structure-induced luminescence tuning behaviors and applications in co-sensitized solar cells. Dalton Trans., 44, 5306-5322. |
[25] | Canpolat, E., Yazıcı, A. et Kaya, M. (2007). Studies on mononuclear chelates derived from substituted Schiff-base ligands (Part 10): Synthesis and characterization of a new 4-hydroxysalicyliden- p-aminoacetophenoneoxime and its complexes with Co(II), Ni(II), Cu(II) and Zn(II). J. Coord. Chem., 60(4), 473-480. |
[26] | Diop, A., Diop, T., Boye, M. S., Seye, D., Tinnemans, P. and Diop, C. A. K. (2024). Synthesis, Crystal Structure and Thermal Stability of the Schiff Base N,N'-bis(2,4-dichlorobenzylidene-3- propylammonium) Amine Chloride. Science Journal of Chemistry., 12(5), 102-108. |
[27] | Refat, M. S., El-Deen, I. M., Ibrahim, H. K. and El-Ghool, S. (2006). Synthesis and spectroscopic studies of some transition metal complexes of a novel Schiff base ligands derived from 5-phenylazo-salicyladehyde and o-amino benzoic acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy., 65(5), 1208-1220. |
[28] | Geary, W.J. (1971). The Use of Conductivity Measurements in Organic Solvents for the Characterisation of Coordination Compounds. Coordination Chemistry Reviews., 7, 81-122. |
APA Style
Diop, A., Diop, T., Ndoye, D., Seye, D., Tinnemans, P., et al. (2024). Synthesis, Spectroscopic Studies, Thermal Stability and Crystal Structure of New Bidentate Schiff Base and Its Cadmium Complex. Science Journal of Chemistry, 12(6), 135-143. https://doi.org/10.11648/j.sjc.20241206.13
ACS Style
Diop, A.; Diop, T.; Ndoye, D.; Seye, D.; Tinnemans, P., et al. Synthesis, Spectroscopic Studies, Thermal Stability and Crystal Structure of New Bidentate Schiff Base and Its Cadmium Complex. Sci. J. Chem. 2024, 12(6), 135-143. doi: 10.11648/j.sjc.20241206.13
AMA Style
Diop A, Diop T, Ndoye D, Seye D, Tinnemans P, et al. Synthesis, Spectroscopic Studies, Thermal Stability and Crystal Structure of New Bidentate Schiff Base and Its Cadmium Complex. Sci J Chem. 2024;12(6):135-143. doi: 10.11648/j.sjc.20241206.13
@article{10.11648/j.sjc.20241206.13, author = {Aboubacar Diop and Tidiane Diop and Daouda Ndoye and Dame Seye and Paul Tinnemans and Cheikh Abdoul Khadir Diop}, title = {Synthesis, Spectroscopic Studies, Thermal Stability and Crystal Structure of New Bidentate Schiff Base and Its Cadmium Complex }, journal = {Science Journal of Chemistry}, volume = {12}, number = {6}, pages = {135-143}, doi = {10.11648/j.sjc.20241206.13}, url = {https://doi.org/10.11648/j.sjc.20241206.13}, eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20241206.13}, abstract = {A new asymmetric bidentate Schiff base ligand was synthesized from a condensation reaction between 2,4-dichlorobenzaldehyde (C7H4Cl2O) and 1,3-pentanediamine (C5H14N2). A cadmium complex was prepared by adding Cd(II) iodide dissolved in methanol to a methanolic solution of the Schiff base ligand, in a ratio of 1:1. The ligand was characterized by elemental, spectroscopic (IR, 1H NMR), and thermogravimetric analyses. The ligand structure, thermally very stable, is revealed to be bidentate with two potential N-donor sites. The crystal structure of the Schiff base was elucidated by X-ray diffraction analysis. Compound crystallizes in a monoclinic system with a space group P21/n and a number of units per unit cell Z = 4. The unit cell parameters are: a =7.3885(2), b =16.9332 (4), c = 15.5624(4), and β = 90.4306(10). In the asymmetric unit of the ligand, the benzene rings C08/C10/C09/C11/C21/C17 and C20/C15/C13/C18/C22/C24 are in trans position with the aliphatic group with respect to the bonds (C07-N05) and (C19-N06), respectively. In addition, these two aromatic rings are located in two different planes, forming an angle of 3.60º between them, given that the dihedral angle between the ring C08/C10/C09/C11/C21/C17 and the aliphatic group N05-N06 is 67.49º. The spectroscopic data of the complex reveals a mononuclear complex where the Cd(II) ion is housed in a N2I2 coordination site with a slightly distorted tetrahedral geometry. The conductance data indicate that the complex is a neutral electrolyte. }, year = {2024} }
TY - JOUR T1 - Synthesis, Spectroscopic Studies, Thermal Stability and Crystal Structure of New Bidentate Schiff Base and Its Cadmium Complex AU - Aboubacar Diop AU - Tidiane Diop AU - Daouda Ndoye AU - Dame Seye AU - Paul Tinnemans AU - Cheikh Abdoul Khadir Diop Y1 - 2024/11/26 PY - 2024 N1 - https://doi.org/10.11648/j.sjc.20241206.13 DO - 10.11648/j.sjc.20241206.13 T2 - Science Journal of Chemistry JF - Science Journal of Chemistry JO - Science Journal of Chemistry SP - 135 EP - 143 PB - Science Publishing Group SN - 2330-099X UR - https://doi.org/10.11648/j.sjc.20241206.13 AB - A new asymmetric bidentate Schiff base ligand was synthesized from a condensation reaction between 2,4-dichlorobenzaldehyde (C7H4Cl2O) and 1,3-pentanediamine (C5H14N2). A cadmium complex was prepared by adding Cd(II) iodide dissolved in methanol to a methanolic solution of the Schiff base ligand, in a ratio of 1:1. The ligand was characterized by elemental, spectroscopic (IR, 1H NMR), and thermogravimetric analyses. The ligand structure, thermally very stable, is revealed to be bidentate with two potential N-donor sites. The crystal structure of the Schiff base was elucidated by X-ray diffraction analysis. Compound crystallizes in a monoclinic system with a space group P21/n and a number of units per unit cell Z = 4. The unit cell parameters are: a =7.3885(2), b =16.9332 (4), c = 15.5624(4), and β = 90.4306(10). In the asymmetric unit of the ligand, the benzene rings C08/C10/C09/C11/C21/C17 and C20/C15/C13/C18/C22/C24 are in trans position with the aliphatic group with respect to the bonds (C07-N05) and (C19-N06), respectively. In addition, these two aromatic rings are located in two different planes, forming an angle of 3.60º between them, given that the dihedral angle between the ring C08/C10/C09/C11/C21/C17 and the aliphatic group N05-N06 is 67.49º. The spectroscopic data of the complex reveals a mononuclear complex where the Cd(II) ion is housed in a N2I2 coordination site with a slightly distorted tetrahedral geometry. The conductance data indicate that the complex is a neutral electrolyte. VL - 12 IS - 6 ER -