N-[2-(5-bromo-2-chloro-pyrimidin-4-yl)thio)-4-methoxy-phenyl]-4-chlorobenzenesulfonamide: The existence of H-bond and halogen bond interactions assisted supramolecular architecture – A quantum chemical investigation

Lohith, T.N.; K, Hema M.; Karthik, C.S.; Sandeep, S; Mallesha, L.; Mallu, P.; R, Jothi Ramalingam; A, Sridhar M.; Karnan, Muthusamy; K, Lokanath N.

doi:10.1016/j.molstruc.2022.133476

Cited by 23 publications

(2 citation statements)

References 35 publications

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“…The computed volume inside the Hirshfeld surface is 451.61 Å 3 in a 422.84 Å 2 area. [58,[60][61][62][63] The quantitative contributions of molecular interactions to the overall Hirshfeld surface are determined by analysing the 2D fingerprint plot. The H…H (27.9 %) contacts has maximum and O…N (0.1 %) has minimum contributions.…”

Section: Hirshfeld Surface Studiesmentioning

confidence: 99%

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Sagar,

Kumara,

et al. 2023

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The microwave‐assisted synthesis, crystallographic studies, in‐silico docking and the evaluation of in‐vitro biological activities of 2‐(3,4‐dimethoxy)‐6‐(substituted phenyl)‐ imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehydes is represented here. Single‐crystal X‐ray diffraction experiments were used to identify the crystal structure of the 6‐(4‐chlorophenyl)‐2‐(3,4‐dimethoxybenzyl)imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehyde. Using fingerprint plots, Hirshfeld surface analysis was used to confirm the contributions of distinct intermolecular interactions in the development of the crystal packing. Further, density functional theory calculations were employed to calculate the molecule's electronic properties. The chemically active regions on the molecule are identified by analysing the molecular electrostatic potential map. in‐silico studies revealed that the molecules can be effectively used as antibacterial agents by taking the 3q82 receptor with chloramphenicol as a standard. As compared to the chloramphenicol standard, in‐vitro tests showed that molecules 4 a, 4 b, 4 c, and 4 f had a zone of inhibition that ranged from 9 to 11 mm against both Gram‐positive (Bacillus subtilis) and Gram‐negative (Escherichia coli) bacteria. The minimum inhibitory concentration was between 40 to 70 μg/ml. These compounds′ Hydroxyl free radical scavenging activity was between 40 to 85 %. Whereas, DPPH radical scavenging activity was between 40 and 70 %. Percentage hemolysis or cell protective activity of the compounds was ineffective at 20–40 %.

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Section: Hirshfeld Surface Studiesmentioning

confidence: 99%

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Sagar,

Kumara,

et al. 2023

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“…For the development of new interesting materials based on coordination compounds, polytopic or polyfunctional ligands are interesting candidates [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 ]. Both types can help to selectively assemble discrete mononuclear or polynuclear complexes [ 1 , 2 , 3 , 4 , 7 , 8 , 9 ], clusters [ 6 , 7 ], or coordination polymers [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 ] including metal-organic frameworks (MOFs) [ 8 , 10 ] either by providing more than one coordination site (polytopic) or other functionalities (polyfunctional) enabling secondary interactions such as hydrogen bonds, halogen bonds, π-stacking, or hydrophobic van der Waals interactions [ 11 , 12 , 13 , 14 , 15 , 16 ]. Additionally, the nature of the ligand combined with the h ard and s oft a cids-and b ases principle (HSAB) help in taming the quite flexible geometries of many 3D transition metals.…”

Section: Introductionmentioning

confidence: 99%

Structure, Optical and Magnetic Properties of Two Isomeric 2-Bromomethylpyridine Cu(II) Complexes [Cu(C6H9NBr)2(NO3)2] with Very Different Binding Motives

et al. 2023

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Two isomeric 2-bromomethylpyridine Cu(II) complexes [Cu(C6H9NBr)2(NO3)2] with 2-bromo-5-methylpyridine (L1) and 2-bromo-4-methylpyridine (L2) were synthesized as air-stable blue materials in good yields. The crystal structures were different with [Cu(L1)2(NO3)2] (CuL1) crystallizing in the monoclinic space group P21/c, while the 4-methyl derivative CuL2 was solved and refined in triclinic P1¯. The orientation of the Br substituents in the molecular structure (anti (CuL1) vs. syn (CuL2) conformations) and the geometry around Cu(II) in an overall 4 + 2 distorted coordination was very different with two secondary (axially elongated) Cu–O bonds on each side of the CuN2O2 basal plane in CuL1 or both on one side in CuL2. The two Br substituents in CuL2 come quite close to the Cu(II) centers and to each other (Br⋯Br ~3.7 Å). Regardless of these differences, the thermal behavior (TG/DTA) of both materials is very similar with decomposition starting at around 160 °C and CuO as the final product. In contrast to this, FT-IR and Raman frequencies are markedly different for the two isomers and the UV–vis absorption spectra in solution show marked differences in the π–π* absorptions at 263 (CuL2) or 270 (CuL1) nm and in the ligand-to-metal charge transfer bands at around 320 nm which are pronounced for CuL1 with the higher symmetry at the Cu(II) center, but very weak for CuL2. The T-dependent susceptibility measurements also show very similar results (µeff = 1.98 µB for CuL1 and 2.00 µB for CuL2 and very small Curie–Weiss constants of about −1. The EPR spectra of both complexes show axial symmetry, very similar averaged g values of 2.123 and 2.125, respectively, and no hyper-fine splitting.

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2,6-disubstituted imidazothiadiazole 5-carbaldehyde: Synthesis, crystal structure elucidation and in-silico studies

Sagar

Shamanth

Kumara³

et al. 2022

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N-[2-(5-bromo-2-chloro-pyrimidin-4-yl)thio)-4-methoxy-phenyl]-4-chlorobenzenesulfonamide: The existence of H-bond and halogen bond interactions assisted supramolecular architecture – A quantum chemical investigation

Cited by 23 publications

References 35 publications

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

Structure, Optical and Magnetic Properties of Two Isomeric 2-Bromomethylpyridine Cu(II) Complexes [Cu(C6H9NBr)2(NO3)2] with Very Different Binding Motives

2,6-disubstituted imidazothiadiazole 5-carbaldehyde: Synthesis, crystal structure elucidation and in-silico studies

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