Synthesis and dynamics of a novel proton transfer complex containing 3,5-dimethylpyrazole as a donor and 2,4-dinitro-1-naphthol as an acceptor: crystallographic, UV-visible spectrophotometric, molecular docking and Hirshfeld surface analyses

Singh, N.; Khan, Ishaat M.; Ahmad, Afaq; Javed, Saleem

doi:10.1039/c7nj00819h

Cited by 34 publications

(11 citation statements)

References 72 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Hirshfeld 2‐D finger plots may offer effectual information about interactions between the metal complexes and other atom of the molecular. [ 51,71 ] Figure S2 showed two‐dimensional fingerprint plots generated correspond to the C···H, H···H, and O···H mutual effects arising as particular spikes of complexes 1 and 2 . The H···H connected with verifying to be the greatest proportion with 41.2% and 57.4% of two complexes.…”

Section: Resultsmentioning

confidence: 99%

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Chai

Zhang

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

The quinazoline-type ligand 2-(4-diethylamino-2-hydroxyphenyl)-4-methyl-1,-2-dihydroquinazoline 3-oxide (HL 1 ; H is the deprotonatable hydrogen) was prepared. Two 2-D supramolecular complexes [Cu 2 (L 2) 2 (NO 3) 2 ] (1) and [Ni 2 (L 2) 2 (CH 3 COO) 2 ] (2) (L 2 = 1-(2-{[(E)-(4-diethylamino-2-hydroxybenzylidene] amino} phenyl)ethanone oxime) were synthesized using HL 1 and characterized by elemental analysis, spectroscopic methods, and single-crystal X-ray diffraction studies. It revealed that 1 had coordinated two nitrate ions whereas 2 had acetate ions. In the crystal structures, six-coordinated Cu (II) complex 1 formed an infinite 2-D and X-shaped 3-D supramolecular frameworks. Simultaneously, Ni (II) complex 2 assembled into wavy 2-D networks. Furthermore, electrochemical properties and antimicrobial activities of all compounds were as well investigated. Afterwards, the electrophilic and nucleophilic attack sites identified by electrostatic potential (ESP) calculations confirmed that hydrogen bonds were observed in the optimized structure of the crystal, and the closest contact between the active atoms of both complexes was confirmed through Hirshfeld surface analysis and time-dependent density functional theory (TD-DFT) calculations.

show abstract

Section: Resultsmentioning

confidence: 99%

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Chai

Zhang

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…[1][2][3] This reaction arises from a weak interaction between donors and acceptors. [4][5][6][7][8] Moreover, CT complexes have been used as organic semiconductors 9 and organic solar cells 10 because of their electrical properties. 11,12 It has reported that the solid CT complex is stabilized by two noncovalent interactions, namely, hydrogen bond and dipole-dipole interactions.…”

Section: Introductionmentioning

confidence: 99%

<p>Charge Transfer Complex of Neostigmine with 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone: Synthesis, Spectroscopic Characterization, Antimicrobial Activity, and Theoretical Study</p>

Yousef¹,

Ezzeldin²,

Abdel‐Aziz³

et al. 2020

DDDT

View full text Add to dashboard Cite

Background: Electron donor-acceptor interactions are important molecular reactions for the activity of pharmacological compounds. The aim of the study is to develop a charge transfer (CT) complex: synthesis, characterization, antimicrobial activity, and theoretical study. Method and Results: A solid CT complex of neostigmine (NSG) with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was synthesized and characterized by infrared spectra, NMR, and UV-visible spectroscopy. The results confirm the formation of a CT complex. The stability of the CT complex between NSG and DDQ in acetonitrile was determined in solution via spectrophotometric measurement, ie, by calculating the formation constant, molar extinction coefficient, and different spectroscopic parameters. The stoichiometry of the formed NSG-DDQ complex was determined using Job's method. The absorption band of the NSG-DDQ complex can be used for the quantification of NSG. Conclusion: The DFT geometry optimization of NSG, DDQ, and the CT complex and the UV comparative study of both theoretical and experimental structures are presented. The experimental results confirm the charge transfer structure. The bacterial study shows that the NSG-DDQ complex has good antibacterial activity against both Gram-positive and Gramnegative bacteria as well as antifungal activity against Candida albicans.

show abstract

“…Complementary regions were clearly visible in the plots where one molecule acted as an acceptor and the other as a donor. [ 70 ] The extents of H···H interactions were found to be the greatest contribution, which were covered 42.0% and 45.4% of the HS for each molecule of complexes 1 and 2 , respectively. The extents of O···H, C···H and N···H interactions covered 25.4%, 16.3%, and 5.7% of the molecule of complex 1 , respectively.…”

Section: Resultsmentioning

confidence: 99%

Novel zinc (II) and nickel (II) complexes of a quinazoline‐based ligand with an imidazole ring: Synthesis, spectroscopic property, antibacterial activities, time‐dependent density functional theory calculations and Hirshfeld surface analysis

Chai

et al. 2022

Applied Organom Chemis

View full text Add to dashboard Cite

Two complexes [Zn(L) 2 (CH 3 OH) 2 ](NO 3 ) 2 (1) and [Ni(L) 3 ]Á(NO 3 ) 2 (2) (L = 2-[2-imidazolyl]-4-methyl-1,2-dihydroquinazoline-N 3 -oxide) were obtained successfully by means of slow evaporation solution technique (SEST)and characterized using elemental analysis, FT-IR, UV-vis, and fluorescence spectroscopic. X-ray diffraction revealed that the metal in complex 1 is chelated by two L ligands and two lattice methanol molecules, whereas in 2 by three L ligands, counterbalanced by nitrate ions. The crystal structures of both showed infinite 1-D, 2-D, and 3-D supramolecular architecture due to intermolecular interactions. Most strikingly, Zn (II) complex showed different fluorescence properties in diverse solvents. The antimicrobial activities of all compounds were compared and showed perceptible efficiency against Gramnegative and Gram-positive bacteria. Electrostatic potential (ESP) calculation was used to predict the nucleophilic and electrophilic attack sites. Density functional theory (DFT) calculation results showed good agreement with experimental data, as well as the frontier molecular orbital energy gaps were detected by time-dependent (TD)-DFT method with HOMO-LUMO calculations. Additionally, the non-covalent interactions of both complexes were further quantified and explored with the help of Hirshfeld surface analysis.

show abstract

Synthesis and dynamics of a novel proton transfer complex containing 3,5-dimethylpyrazole as a donor and 2,4-dinitro-1-naphthol as an acceptor: crystallographic, UV-visible spectrophotometric, molecular docking and Hirshfeld surface analyses

Abstract: A CT complex is synthesized and characterized by spectral and crystallographic techniques. The Hirshfeld and molecular docking studies are also performed.

Cited by 34 publications

References 72 publications

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

Two dinuclear copper (II) and nickel (II) complexes based on 4‐(diethylamino)salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial, Hirshfeld surfaces analyses, and time‐dependent density functional theory calculations

<p>Charge Transfer Complex of Neostigmine with 2,3-Dichloro-5,6-Dicyano-1,4-Benzoquinone: Synthesis, Spectroscopic Characterization, Antimicrobial Activity, and Theoretical Study</p>

Novel zinc (II) and nickel (II) complexes of a quinazoline‐based ligand with an imidazole ring: Synthesis, spectroscopic property, antibacterial activities, time‐dependent density functional theory calculations and Hirshfeld surface analysis

Contact Info

Product

Resources

About