Crystal packing of a zinc(II)-azide complex with a N,N,S-tridentate thiosemicarbazone ligand: An experimental and computational study

Santos, Sinara F.F. dos; Oliveira, Azauri Albano de; Santos, Genisson R.; Mahmoudi, Ghodrat; Afkhami, Farhad Akbari; Santiago, Patrícia S.; Viana, Rommel B.; Silva, Albérico Borges Ferreira da; Santos, Regina H. A.

doi:10.1016/j.molstruc.2019.07.045

Cited by 9 publications

(5 citation statements)

References 80 publications

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“…[1][2][3][4][5][6] A lot of research on TSC is devoted to their chemical modification. Thus, the basic N^S chelate binding of TSC can be enlarged to tri-, [7][8][9][10][11][12] tetra-, [13][14][15][16] and polydentate binding chelators to further expand the coordination chemist's toolbox. [17][18][19][20][21][22] Some of these higher coordination numbers are achieved by bis-thiosemicarbazone ligands.…”

Section: Introductionmentioning

confidence: 99%

Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand

et al. 2021

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Section: Introductionmentioning

confidence: 99%

Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand

et al. 2021

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“…[ 17,18 ] In recent years, Lefebvre et al proposed the independent gradient model (IGM) analytical method, which based on actual wave function to analyze the nature of interaction between groups. [ 19 ] As a part of continuing interest in this area of research, Hirshfeld surface analysis pronounced by Gumus et al [ 20 ] and Santos et al [ 21 ] is also a good way to show the intermolecular interactions. [ 20–22 ]…”

Section: Introductionmentioning

confidence: 99%

“…[ 19 ] As a part of continuing interest in this area of research, Hirshfeld surface analysis pronounced by Gumus et al [ 20 ] and Santos et al [ 21 ] is also a good way to show the intermolecular interactions. [ 20–22 ]…”

Section: Introductionmentioning

confidence: 99%

Crystal structure analysis of (E)‐N‐(3,5‐dimethylphenyl)‐2‐(substituted benzylidene)thiosemicarbazone: Experimental and theoretical studies

Wang

Zhang

Fan

et al. 2020

J of Physical Organic Chem

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Two novel thiosemicarbazone derivatives (E)‐N‐(3,5‐dimethylphenyl)‐2‐(3‐methylbenzylidene)thiosemicar‐bazone (1) and (E)‐N‐(3,5‐dimethylphenyl)‐2‐(3‐fluorobenzylidene)thiosemicarbazone (2) had been synthesized and characterized by FT‐IR, nuclear magnetic resonance, and elemental analysis. Single crystal X‐ray diffraction analysis showed that compound 1 belongs to triclinic system in P‐1 space group and compound 2 belongs to monoclinic system in C2/c space group. It could be seen from the determined crystal structure that the central skeleton NNHC(S)NH of both thiosemicarbazone compounds have good planarity. Density functional theory (DFT) calculations were done using B3LYP/6‐31+G(d, p) basis set and the calculated results are in good agreement with the experimental data. In addition, the UV‐visible absorption spectrum was estimated based on TD‐DFT quantum chemistry calculations. Likewise, the simulated absorption spectrum is very consistent with the experimental data. Combining Hirshfeld surface analysis and molecular structure, it was found that the intermolecular hydrogen bond NH···SC constitutes central symmetric dimer . Through quantum chemical calculation, we investigated the reduced density gradient function and the independent gradient model, which provided a deeper insight into the intermolecular and intramolecular interaction force of the compounds. The frontier molecular orbital analysis and molecular electrostatic potential were also discussed by theoretical calculations.

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“…The blue color indicates the positive regions and is believed to represent potential electrophilic sites, whereas the red color indicates the negative regions and is thought to be nucleophilic centers. However, the green color represents the neutral region and appears predominately in MEP [42] . In this study, three‐dimensional MEP plots of the ligands L 1 & 6 were generated at the persistent electron density surface using DFT calculations to figure out the various ionic areas and charge distribution for the ground state geometry of the ligands (Figure 2).…”

Section: Resultsmentioning

confidence: 99%

“…However, the green color represents the neutral region and appears predominately in MEP. [42] In this study, three-dimensional MEP plots of the ligands L 1 & 6 were generated at the persistent electron density surface using DFT calculations to figure out the various ionic areas and charge distribution for the ground state geometry of the ligands (Figure 2). During the complexation, the red colored region serves as the preferred target for the electrophilic attack by the metal ions.…”

Section: Molecular Electrostatic Potential Map (Mep)mentioning

confidence: 99%

Theoretical, in Vitro Antiproliferative, and in Silico Molecular Docking and Pharmacokinetics Studies of Heteroleptic Nickel(II) and Copper(II) Complexes of Thiosemicarbazone‐Based Ligands and Pefloxacin

Ahmed,

Mahendiran,

Bhat

et al. 2023

Chemistry & Biodiversity

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Twelve new heteroleptic nickel(II) and copper(II) complexes of the type [M(L1–6)(Pfx)2] (1–12), where L1–6=2‐benzylidenehydrazinecarbothioamide (L1), 2‐benzylidene‐N‐methylhydrazinecarbothioamide (L2), 2‐benzylidene‐N‐phenylhydrazinecarbothioamide (L3), 2‐(4‐methylbenzylidene)hydrazinecarbothioamide (L4), 2‐(4‐methylbenzylidene)‐N‐methylhydrazinecarbothioamide (L5) and 2‐(4‐methylbenzylidene)‐N‐phenylhydrazinecarbothioamide (L6), Pfx=pefloxacin and M=Ni(II) or Cu(II) have been synthesised, and their structures were confirmed by different spectral techniques. The spectral data and density functional theory (DFT) calculations supported the bonding of pefloxacin drug molecule via one of the carboxylate oxygen atoms and the pyridone oxygen atom, and the thiosemicarbazone ligand via the imine nitrogen and the thione sulfur atoms with the metal(II) ion, forming distorted octahedral geometry. In vitro antiproliferative activity of the synthesized complexes was evaluated against three human breast cancer (T47D, estrogen negative (MDA‐MB‐231) and estrogen positive (MCF‐7)) as well as non‐tumorigenic human breast epithelial (MCF‐10a) cell lines, which showed the higher activity for the copper(II) complexes. The interaction of the synthesized complexes with an oncogenic protein H‐ras (121 p) was explored by in silico molecular docking studies. Further, in silico pharmacokinetics and ADMET parameters were also analysed to predict the drug‐likeness as well as non‐toxic and non‐carcinogenic behavior, and safe oral administration of the complexes.

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Crystal packing of a zinc(II)-azide complex with a N,N,S-tridentate thiosemicarbazone ligand: An experimental and computational study

Cited by 9 publications

References 80 publications

Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand

Ni, Pd, and Pt complexes of a tetradentate dianionic thiosemicarbazone-based O^N^N^S ligand

Crystal structure analysis of (E)‐N‐(3,5‐dimethylphenyl)‐2‐(substituted benzylidene)thiosemicarbazone: Experimental and theoretical studies

Theoretical, in Vitro Antiproliferative, and in Silico Molecular Docking and Pharmacokinetics Studies of Heteroleptic Nickel(II) and Copper(II) Complexes of Thiosemicarbazone‐Based Ligands and Pefloxacin

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