Single-crystal XRD, Hirshfeld surfaces, 3D energy framework calculations, and DFT studies of 4,5-diphenyl-1,3,4-thiadiazole-2-thiolate: A mesoionic compound

Vishwanath, T.; Ashish, A.; Shankar, C.K. Ravi; Amar, K.D.

doi:10.1016/j.molstruc.2022.133290

Cited by 10 publications

(3 citation statements)

References 29 publications

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“…On the analysis of the NMR spectrum of HB showed the peak at δppm 9.8(CHO), 7.9(2H,Benzaldehyde) and 6.9(3H,Benzaldehyde).The NMR spectrum of HBA showed the peak at δppm 10. Computed studies [28][29][30][31] were performed for all structures of compounds with optimization, and energy minima with no constraints were imposed on the geometry of the molecules. The observation of the datafile (provided as supplementary data) indicates that bond distances and bond angles were altered in synthesized compounds compared with HB, indicating changes in polarities, dipole moment of synthesized compounds, and further changes in electron densities.…”

Section: Hb Hbnmentioning

confidence: 99%

Structural Aspects and Characterization of Synthesized Novel Schiff Base of 4- Hydroxybenzaldehyde with Anilines for Optoelectronic Properties

Prasanti,

Jha,

Kumar

et al. 2023

Preprint

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Optical materials and organic and nonlinear molecules are the leading materials that exhibit semiconducting properties that are useful for industrial purposes in terms of their optical and electronic properties. These active organic materials developed into films are of vital importance in terms of their molecular structure, molecular properties, and electronic and optical properties compared to inorganic materials. The present article focuses on the development of thin films with the synthesis of Schiff base of 4-hydroxy benzaldehydes and substituted anilines to obtain target compounds using the green synthesis method. The formation of the Schiff base compounds was confirmed by spectral methods, infrared spectroscopy, ultraviolet spectroscopy, and proton NMR. Powdered XRD provide useful information of structure, composition and crystalline proximity of the synthesized Schiff base compounds. The optical properties of the refractive index and dielectric constant were confirmed by spectroscopic ellipsometry studies. Computational studies were performed using the Gaussian 16 package with the B3LYP method basis set 6-311++** for all molecular compounds to confirm the molecular structures, optimized geometry, and electronic and optical properties.The insights of these properties are best visualized in terms of quantum mechanical descriptors that occur due to changes in electron density. Studies of these Schiff base compounds with nitro groups proved to exhibit optical properties and behave as excellent organic semiconducting materials with an energy gap of 3.08 eV ; refractive index of 2.074, and dielectric constant of 4.303.

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Section: Hb Hbnmentioning

confidence: 99%

Structural Aspects and Characterization of Synthesized Novel Schiff Base of 4- Hydroxybenzaldehyde with Anilines for Optoelectronic Properties

Prasanti,

Jha,

Kumar

et al. 2023

Preprint

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“…In this calculation, the cylindrical radii are proportional to the relative strength of the corresponding energies. They are adjusted to the scale factors of K ele = 1.057, K pol = 0.740, K dis = 0.871, K rep = 0.618 [49] with a cut-off value of 5 kJ/mol within 3 × 3 × 3 unit cells (Figure 8). The energy framework calculation discloses the different energy modules as follows, i. e., electrostatic energy (E ele ) À 586.8 kJ/mol, polarization energy (E pol ) À 292.1 kJ/mol, dispersion energy (E dis ) À 251.2 kJ/mol, repulsion energy (E rep ) 464.9 kJ/mol and total energy (E tot ) À 767.9 kJ/mol.…”

Section: Hirshfeld Surfacementioning

confidence: 99%

Exploring Solid‐State Supramolecular Architectures of Penta(carboxymethyl)diethylenetriamine: Experimental Observation and Theoretical Studies

et al. 2022

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Crystals of penta(carboxymethyl)diethylenetriamine have been structurally characterized through single-crystal X-ray diffraction analysis. X-ray diffraction analysis reveals that various noncovalent interactions combine to determine the crystal packing and final solid-state supramolecular assembling behavior. The title compound exhibited various 2D supramolecular networks generated through OÀ H⋅⋅⋅O and CÀ H⋅⋅⋅O interactions. The CÀ H⋅⋅⋅O interactions are pivotal in building a two-dimensional framework, whose formation is readily analyzed with zerodimensional centrosymmetric dimeric rings as building blocks within the structure. All the intermolecular interactions are quantified through Hirshfeld surface analysis and fingerprint plots. Energy frameworks are constructed to analyze the dominant interaction energy involved in molecular packing strength. Bader's quantum theory of "atoms-in-molecules" (QTAIM) has been used to analyze and characterize noncovalent interactions. The QTAIM analysis validates the existence of hydrogen bonding contacts, and the topological properties of bond critical points (BCPs), such as the electron density 1(r) and its Laplacian r 2 1(r), are presented to correlate with the interaction energy. The topological analysis revealed that all of the interactions are closed-shell interactions. Finally, the "Non-covalent Interaction" (NCI) plot index illustrates the solid-state supramolecular networks.

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“…In structural chemistry, mesoionic compounds are the subject of numerous structural studies using experimental/theoretical data to shed more light on their electronic structures. [10][11][12][13][14][15][16][17] Despite all these studies, there are few supramolecular data obtained by a systematic approach to experimental data on the crystal structures of mesoionic compounds.…”

Section: Introductionmentioning

confidence: 99%

Mesoionic compounds: the role of intermolecular interactions in their crystalline design

Martins¹,

Lima²,

Weimer³

et al. 2023

CrystEngComm

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Single-crystal XRD, Hirshfeld surfaces, 3D energy framework calculations, and DFT studies of 4,5-diphenyl-1,3,4-thiadiazole-2-thiolate: A mesoionic compound

Cited by 10 publications

References 29 publications

Structural Aspects and Characterization of Synthesized Novel Schiff Base of 4- Hydroxybenzaldehyde with Anilines for Optoelectronic Properties

Structural Aspects and Characterization of Synthesized Novel Schiff Base of 4- Hydroxybenzaldehyde with Anilines for Optoelectronic Properties

Exploring Solid‐State Supramolecular Architectures of Penta(carboxymethyl)diethylenetriamine: Experimental Observation and Theoretical Studies

Mesoionic compounds: the role of intermolecular interactions in their crystalline design

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