Crystal structure, DFT study and Hirshfeld surface analysis of 1-nonyl-2,3-dihydro-1H-indole-2,3-dione

In the title molecule, C17H23NO2, the dihydroindole portion is planar (r.m.s. deviation = 0.0157 Å) and the nonyl substituent is in an 'extended' conformation. In the crystal, the nonyl chains intercalate and the dihydro-indoledione units are associated through C-H O hydrogen bonds to form micellar blocks. Based on the Hirshfeld surface analysis, the most important intermolecular interaction is the H H interaction. © 2019 International Union of Crystallography. All rights reserved

Synthesis, spectroscopic characterization, thermal, XRD crystal structure, the PLATON structural analysis, and theoretical studies of a new 1,2,4-triazolo-[1,5-a]pyrimidines derivatives

The current work reports the synthesis of two new triazolopyrimidine derivatives from 3-aminotriazole and ethyl 3-phenylglycidate. The two new compounds were characterized using IR spectra, UV–vis spectra, NMR ( 1 H and 13 C), thermal analyses (TGA and DTA) and finally the structure of one was confirmed by X-ray diffraction studies. Quantum chemical calculations were also conducted to corroborate experimental findings. © 2019 Elsevier B.V

Unexpected synthesis of novel 2-pyrone derivatives: crystal structures, Hirshfeld surface analysis and computational studies

Here we report synthesis of three new compounds namely, 1-acetyl-1H-benzimidazolo-2(3H)-one (I), N-(5-acetyl-6-methyl-2-oxo-2H-pyran-4-yl)-N-(2-acetamidophenyl)acetamide (II) and N-(2-acetamidophenyl)-N-2-oxo-2H-pyran-4-yl)acetamide (III) have been synthesized and characterized by single crystal X-ray diffraction. Compounds I and II crystallize in the monoclinic space groups P21/n, and P21/c, respectively, while III crystallizes in the triclinic space group P-1. The theoretical parameters of I–III have been calculated through density functional theory (DFT) by using the hybrid functional B3LYP and basis set 6-311++G**. These theoretical parameters have been compared with the experimental ones obtained by XRD. The significant intermolecular interactions arising in crystal packing are rationalized by means of the Hirshfeld surface analysis method. The major intermolecular contacts in the Hirshfeld surfaces of I–III are from H…H contacts. In addition, binding modes of I–III within Tyrosine-protein kinase JAK2 were investigated using molecular docking and molecular dynamics simulation studies. Communicated by Ramaswamy H. Sarma. © 2020, © 2020 Informa UK Limited, trading as Taylor & Francis Group

Synthesis, crystal structure, Hirshfeld surface analysis, and DFT calculations of new 1-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]-6-methoxy-1H-benzimidazol-2(3H)-one

Benzimidazole derivatives are of substantial importance because of their wide array of pharmacological activities. These nitrogen-containing heterocycles are used as therapeutic agents in medicinal chemistry. The title compound has been prepared using click chemistry (Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC)) involving 1-propargyl-6-methoxy benzimidazolone as the dipolarophile and benzylazide as the dipole. The crystallographic study showed that the compound with formula C18H17N5O2 adopts a “pincer-like” conformation in the crystal. Inversion-related N–H⋯O hydrogen bonds form dimers which are elaborated into layers parallel to (10–2) by C–H⋯O and C–H⋯N hydrogen bonds and C–H⋯π(ring) and π-stacking interactions. The Hirshfeld surface analysis of the title compound was performed using the Crystal Explorer program while the density functional theory (DFT) calculation was performed by the hybrid B3LYP method. © 201

Synthesis, NMR characterization, DFT and anti-corrosion on carbon steel in 1M HCl of two novel 1,5-benzodiazepines

Benzodiazepines are known for their variety of applications. Herein, the corrosion inhibition efficiency on carbon steel in 1 M HCl solution in the presence and absence of two synthesized benzodiazepines 4-(2-Oxopropylidene)-1-propargyl-1,2,4,5-tetrahydro-3H-1,5-benzodiazepin-2-one (PTB) and 1-decyl-4-(2-oxopropylidene)-1,2,4,5-tetrahydro-3H-1,5-benzodiazepine-2-one (DTB) was investigated using potentiodynamic polarization, electrochemical impedance spectroscopy (EIS) methods at various concentrations from 10−3 to 10−6 K. The obtained structures were characterized using NMR spectroscopy. Potentiodynamic polarization measurements showed that 1,5-benzodiazepine derivatives act as a mixed type inhibitor. The various parameters of activation determining the kinetic data such as energy, enthalpy and entropy of the inhibitors were evaluated and discussed. The adsorptive behavior of PTB and DTB followed Langmuir-type isotherm. The standard free energies of adsorption were negative due to better inhibition performance. DFT calculations at the B3LYP/6-31 + G (d,p) level of theory in polarizable continuum model reveal that the high inhibition of efficiency of DTB compared with PTB may refer mainly to the easy electron transfer from the former to the carbon steel surface. © 2019 Elsevier B.V

A newly synthesized 6-methyl-7H,8H,9H-[1,2,4]triazolo[4,3-b][1,2,4]triazepin-8-one for potential inhibitor of adenosine A1 receptor: a combined experimental and computational studies

6-Methyl-7H,8H,9H-[1,2,4]triazolo[4,3-b][1,2,4]triazepin-8-onehas been synthesized, characterized by spectroscopic techniques (FT-IR, 1H and 13C NMR) and finally the structure was confirmed by single crystal X-ray diffraction studies. In the title molecule, C6H7N5O, the 7-membered ring adopts a bowl-like conformation. In the crystal, the molecules form stacks along the c-axis direction through offset π-stacking interactions between the 5-membered rings and C–H···N hydrogen bonds. The stacks are associated via a combination of N–H···N, C–H···O and C–H···N hydrogen bonds. Further, the Hirshfeld surface analysis reveals the nature of molecular interactions and the fingerprint plot provides information about the percentage contribution from each individual molecular contact to the surface. In addition, due to its biological interest the target molecule adenosine A1 receptor was found based on Structural Activity Relationship (SAR) analysis and, further, subjected into molecular docking and molecular dynamics analysis to understand the binding interaction and stability of the molecule in adenosine A1 receptor system. Furthermore, the Density Functional Theory (DFT) calculations were carried for free compound and the compound in active site (single point DFT), to know the internal stability. Communicated by Ramaswamy H. Sarma. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group

The inhibition of carbon steel corrosion in hydrochloric acid media using 2-[(5-methyl-isoxazol-3-yl)-methyl]-benzimidazole

Carbon steel corrosion inhibition in a hydrochloric acid solution by 2-[(5-methyl-isoxazol-3-yl)-methyl]-benzimidazole (MMB) has been studied by electrochemical techniques (PDP and EIS). Results showed that the inhibition efficiency increases with higher MMB concentration, and the maximum value of 86.6% was obtained at 10-3 M concentration. The prepared benzimidazole inhibitor showed higher inhibition efficiency upon raising the solution temperature from 303 to 333 K. Corrosion current density decreased from 660.9 µA cm-2 (blank) to 97.8 µA cm-2 (MMB) and charge transfer resistance increased from 20.2 Ω cm2 (blank) to 150.8 Ω cm2 (MMB). PDP studies showed that MMB is a mixed type inhibitor. The adsorption of this compound onto the carbon steel surface in a 1 M HCl solution followed the Langmuir adsorption isotherm, and the value of the standard free energy of adsorption ( ΔG° ads ) is associated to. © 2021, Sociedade Portuguesa de Electroquimica. All rights reserved