Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking
A new compound, benzyl N-[1-(thiophen-2-yl)propylidene]hydrazinecarbodithioate (LH), and its nickel(II) complex (NiL2), were synthesized and structurally identified. Single crystal X-ray diffraction analyses determined that both the LH ligand and the NiL2 complex crystallized in the monoclinic syste...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier B.V.
2025
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| Online Access: | http://psasir.upm.edu.my/id/eprint/118687/ http://psasir.upm.edu.my/id/eprint/118687/1/118687.pdf |
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| author | Mohamed Tahir, Mohamed Ibrahim Osman, Uwaisulqarni M. Noor Hassim, Muhamad Fairus Zaini Safayi, Nik Nur Syafiqah Arshad, Suhana Mohd Nizar, Siti Nabilla Aliya Abdul Razak, Fazira Ilyana Sapari, Suhaila |
| author_facet | Mohamed Tahir, Mohamed Ibrahim Osman, Uwaisulqarni M. Noor Hassim, Muhamad Fairus Zaini Safayi, Nik Nur Syafiqah Arshad, Suhana Mohd Nizar, Siti Nabilla Aliya Abdul Razak, Fazira Ilyana Sapari, Suhaila |
| author_sort | Mohamed Tahir, Mohamed Ibrahim |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | A new compound, benzyl N-[1-(thiophen-2-yl)propylidene]hydrazinecarbodithioate (LH), and its nickel(II) complex (NiL2), were synthesized and structurally identified. Single crystal X-ray diffraction analyses determined that both the LH ligand and the NiL2 complex crystallized in the monoclinic system, with space group P21/c and Z = 4. The LH ligand exhibited lattice parameters of a = 9.661(2)Å, b = 8.995(2)Å, c = 18.939(4)Å, β = 102.677(4)°, V = 1605.7(7)Å3, whereas, NiL2 exhibited a = 17.805(7)Å, b = 10.548(4)Å, c = 18.100(7)Å, β = 108.279(6)°, V = 3228(2)Å3. The NiL2 complex was found to possess a slightly distorted square planar geometry with the LH deprotonated ligand acting as a monoanionic bidentate by coordinating through the azomethine nitrogen and thiolate sulfur atoms. It was observed that the HOMO-LUMO energy gap of the NiL2 complex (0.3654 eV) was lower than that of the LH ligand (2.4425 eV), indicating that NiL2 possesses a higher reactivity than the LH ligand. Intermolecular hydrogen bonding interactions were examined by Hirshfeld surface and 2D fingerprint analysis, which showed predominant H…H interactions for both the LH ligand and the NiL2 complex. A molecular docking simulation study with the dopamine D4 receptor (DRD4) and farnesyltransferase (FTase) revealed that NiL2 was able to interact with 13 residues in FTase, as compared to the farnesyl-Cys drug interacted with 11 residues. |
| first_indexed | 2025-11-15T14:38:39Z |
| format | Article |
| id | upm-118687 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T14:38:39Z |
| publishDate | 2025 |
| publisher | Elsevier B.V. |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-1186872025-07-22T02:58:16Z http://psasir.upm.edu.my/id/eprint/118687/ Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking Mohamed Tahir, Mohamed Ibrahim Osman, Uwaisulqarni M. Noor Hassim, Muhamad Fairus Zaini Safayi, Nik Nur Syafiqah Arshad, Suhana Mohd Nizar, Siti Nabilla Aliya Abdul Razak, Fazira Ilyana Sapari, Suhaila A new compound, benzyl N-[1-(thiophen-2-yl)propylidene]hydrazinecarbodithioate (LH), and its nickel(II) complex (NiL2), were synthesized and structurally identified. Single crystal X-ray diffraction analyses determined that both the LH ligand and the NiL2 complex crystallized in the monoclinic system, with space group P21/c and Z = 4. The LH ligand exhibited lattice parameters of a = 9.661(2)Å, b = 8.995(2)Å, c = 18.939(4)Å, β = 102.677(4)°, V = 1605.7(7)Å3, whereas, NiL2 exhibited a = 17.805(7)Å, b = 10.548(4)Å, c = 18.100(7)Å, β = 108.279(6)°, V = 3228(2)Å3. The NiL2 complex was found to possess a slightly distorted square planar geometry with the LH deprotonated ligand acting as a monoanionic bidentate by coordinating through the azomethine nitrogen and thiolate sulfur atoms. It was observed that the HOMO-LUMO energy gap of the NiL2 complex (0.3654 eV) was lower than that of the LH ligand (2.4425 eV), indicating that NiL2 possesses a higher reactivity than the LH ligand. Intermolecular hydrogen bonding interactions were examined by Hirshfeld surface and 2D fingerprint analysis, which showed predominant H…H interactions for both the LH ligand and the NiL2 complex. A molecular docking simulation study with the dopamine D4 receptor (DRD4) and farnesyltransferase (FTase) revealed that NiL2 was able to interact with 13 residues in FTase, as compared to the farnesyl-Cys drug interacted with 11 residues. Elsevier B.V. 2025-02-05 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/118687/1/118687.pdf Mohamed Tahir, Mohamed Ibrahim and Osman, Uwaisulqarni M. and Noor Hassim, Muhamad Fairus and Zaini Safayi, Nik Nur Syafiqah and Arshad, Suhana and Mohd Nizar, Siti Nabilla Aliya and Abdul Razak, Fazira Ilyana and Sapari, Suhaila (2025) Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking. Journal of Molecular Structure, 1321. art. no. 139760. pp. 1-14. ISSN 0022-2860; eISSN: 0022-2860 https://linkinghub.elsevier.com/retrieve/pii/S0022286024022701 10.1016/j.molstruc.2024.139760 |
| spellingShingle | Mohamed Tahir, Mohamed Ibrahim Osman, Uwaisulqarni M. Noor Hassim, Muhamad Fairus Zaini Safayi, Nik Nur Syafiqah Arshad, Suhana Mohd Nizar, Siti Nabilla Aliya Abdul Razak, Fazira Ilyana Sapari, Suhaila Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title | Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title_full | Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title_fullStr | Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title_full_unstemmed | Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title_short | Structural and computational analysis of a nickel(II) complex with S-benzyldithiocarbazate Schiff base ligand: synthesis, x-ray crystallography, MEP, HOMO-LUMO, Hirshfeld surface analysis, and molecular docking |
| title_sort | structural and computational analysis of a nickel(ii) complex with s-benzyldithiocarbazate schiff base ligand: synthesis, x-ray crystallography, mep, homo-lumo, hirshfeld surface analysis, and molecular docking |
| url | http://psasir.upm.edu.my/id/eprint/118687/ http://psasir.upm.edu.my/id/eprint/118687/ http://psasir.upm.edu.my/id/eprint/118687/ http://psasir.upm.edu.my/id/eprint/118687/1/118687.pdf |