Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions
The transition metal-azo dye complexes have attracted attention in both fundamental and applied research due to their electronic and structural properties, particularly due to their potential to yield new compounds with diverse biological activities and anticancer agents. A novel square planar-trans...
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Elsevier
2024-12-01
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2468227624003533 |
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| author | Souheyla Chetioui Zineb Fellahi Amel Djedouani Jean-Pierre Djukic Abeer A. AlObaid Khalil Shalalin Anas AlAli Nidal Jaradat Ismail Warad |
| author_facet | Souheyla Chetioui Zineb Fellahi Amel Djedouani Jean-Pierre Djukic Abeer A. AlObaid Khalil Shalalin Anas AlAli Nidal Jaradat Ismail Warad |
| author_sort | Souheyla Chetioui |
| collection | DOAJ |
| description | The transition metal-azo dye complexes have attracted attention in both fundamental and applied research due to their electronic and structural properties, particularly due to their potential to yield new compounds with diverse biological activities and anticancer agents. A novel square planar-trans-Pd(O,N)2 was synthesized with a high yield utilizing a one-pot approach employing (E)-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate as the AZO-dye ligand. In order to analyze their structure and understand their properties. The desired complex was characterized using FT-IR, UV–Vis, NMR, and CHN-EA techniques. Subsequently, theoretical modeling of the complex was performed using MEP/MAC/NPA methodologies. Two methodologies were employed to monitor the coordination process of AZO-ligand with Pd(II): UV–Vis absorption and FT-IR spectrum analysis. The TD-DFT and DFT/IR behaviors were simultaneously assessed to compare the experimental results with theoretical predictions. Furthermore, both SC-XRD and DFT analysis demonstrated that the deprotonated phenolic diazene form of the AZO-ligand attached to the Pd(II) center by utilizing one nitrogen atom of the AZO-ligand and the ionic oxygen of the phenol. The SC-XRD analysis verified the presence of a slightly distorted square-planar geometry around the PdII center in the neutral trans-Pd(O,N)2 complex. All of the oxygen atoms in the complex participated in non-classical C-H….O hydrogen bonding, leading to the formation of novel edge-fused rings R22(24) and R22(12) synthons. These synthons create a 3D-network with a linked parallel matrix. Interestingly, Hirshfeld surface analysis (HSA) stimulation revealed many hot sites on the complex surface, confirming the formation of strong non-classical [C-H....O] interactions. From the observed docking behavior with the DNA, it can be concluded that the trans-Pd(O,N)2 showed superior binding compared to the free AZO-ligand. The results of this work are a contribution to the study of this class of metal complexes and their physicochemical properties and offer promising perspectives for the realization of new works. |
| format | Article |
| id | doaj-art-d913fc78f50a4d0da7fdb2b1d235020b |
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| publishDate | 2024-12-01 |
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| spelling | doaj-art-d913fc78f50a4d0da7fdb2b1d235020b2025-08-20T01:57:08ZengElsevierScientific African2468-22762024-12-0126e0241110.1016/j.sciaf.2024.e02411Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactionsSouheyla Chetioui0Zineb Fellahi1Amel Djedouani2Jean-Pierre Djukic3Abeer A. AlObaid4Khalil Shalalin5Anas AlAli6Nidal Jaradat7Ismail Warad8Faculty of Technology, University of M'sila, PO Box 166 Ichebilia, M'sila 28000, Algeria; Research Unit for Chemistry of the Environment and Molecular Structural, University of Constantine 1, Constantine 25000, Algeria; Corresponding author at: Faculty of Technology, University of M'sila, PO Box 166 Ichebilia, M'sila 28000, Algeria.Laboratoire de Physicochimie Analytique et Cristallochimie des Matériaux Organométalliques et Biomoléculaires, Université Constantine 1, 25000, Algeria; Département des Enseignements de Base en Sciences et de la Technologie, Faculté des Sciences et de la Technologie, Université Mohamed-Chérif Messaadia - Souk Ahras, AlgeriaLaboratoire de Physicochimie Analytique et Cristallochimie des Matériaux Organométalliques et Biomoléculaires, Université Constantine 1, 25000, Algeria; Ecole Normale Supérieure de Constantine, Université Constantine 3, 25000, AlgeriaLaboratoire de Chimie et Systémique Organométalliques (LCSOM), Université de Strasbourg, UMR 7177, Strasbourg CEDEX F-67070, FranceDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Dentistry and Dental Surgery, Faculty of Medicine and Health Sciences, An-Najah National University, P.O. Box 7, Nablus, PalestineDepartment of Chemistry, AN-Najah National University, P.O. Box 7, Nablus, PalestineDepartment of Pharmacy, Faculty of Medicine and Health Sciences, AN-Najah National University, P.O. Box 7, Nablus, PalestineDepartment of Chemistry, AN-Najah National University, P.O. Box 7, Nablus, Palestine; Corresponding author.The transition metal-azo dye complexes have attracted attention in both fundamental and applied research due to their electronic and structural properties, particularly due to their potential to yield new compounds with diverse biological activities and anticancer agents. A novel square planar-trans-Pd(O,N)2 was synthesized with a high yield utilizing a one-pot approach employing (E)-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate as the AZO-dye ligand. In order to analyze their structure and understand their properties. The desired complex was characterized using FT-IR, UV–Vis, NMR, and CHN-EA techniques. Subsequently, theoretical modeling of the complex was performed using MEP/MAC/NPA methodologies. Two methodologies were employed to monitor the coordination process of AZO-ligand with Pd(II): UV–Vis absorption and FT-IR spectrum analysis. The TD-DFT and DFT/IR behaviors were simultaneously assessed to compare the experimental results with theoretical predictions. Furthermore, both SC-XRD and DFT analysis demonstrated that the deprotonated phenolic diazene form of the AZO-ligand attached to the Pd(II) center by utilizing one nitrogen atom of the AZO-ligand and the ionic oxygen of the phenol. The SC-XRD analysis verified the presence of a slightly distorted square-planar geometry around the PdII center in the neutral trans-Pd(O,N)2 complex. All of the oxygen atoms in the complex participated in non-classical C-H….O hydrogen bonding, leading to the formation of novel edge-fused rings R22(24) and R22(12) synthons. These synthons create a 3D-network with a linked parallel matrix. Interestingly, Hirshfeld surface analysis (HSA) stimulation revealed many hot sites on the complex surface, confirming the formation of strong non-classical [C-H....O] interactions. From the observed docking behavior with the DNA, it can be concluded that the trans-Pd(O,N)2 showed superior binding compared to the free AZO-ligand. The results of this work are a contribution to the study of this class of metal complexes and their physicochemical properties and offer promising perspectives for the realization of new works.http://www.sciencedirect.com/science/article/pii/S2468227624003533Azo-compoundsMetal complexesDockingDFTSC-XRD |
| spellingShingle | Souheyla Chetioui Zineb Fellahi Amel Djedouani Jean-Pierre Djukic Abeer A. AlObaid Khalil Shalalin Anas AlAli Nidal Jaradat Ismail Warad Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions Scientific African Azo-compounds Metal complexes Docking DFT SC-XRD |
| title | Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions |
| title_full | Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions |
| title_fullStr | Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions |
| title_full_unstemmed | Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions |
| title_short | Synthesis and characterizations of a novel trans-Pd(O,N)2 complex with an AZO-dye ligand: Crystal structure, theoretical studies and DNA binding interactions |
| title_sort | synthesis and characterizations of a novel trans pd o n 2 complex with an azo dye ligand crystal structure theoretical studies and dna binding interactions |
| topic | Azo-compounds Metal complexes Docking DFT SC-XRD |
| url | http://www.sciencedirect.com/science/article/pii/S2468227624003533 |
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