Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (<i>E</i>)-4-bromo-<i>N</i>′-(4-methoxybenzylidene)benzohydrazide

Balasubramani, Kasthuri; Premkumar, G.; Sivajeyanthi, Palaniyappan; Jeevaraj, Muthaiah; Edison, Bellarmin; Swu, Toka

doi:10.1107/s2056989018013373

Cited by 7 publications

(4 citation statements)

References 22 publications

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“…The C7 N3 bond length of 1.274 (2) Å is consistent with a double-bond character. The C6-N2 and N2-N3 bond lengths of 1.343 (2) and 1.3866 (16) Å , respectively, are comparable to those observed in related compounds (Sivajeyanthi et al, 2017;Balasubramani et al, 2018). The O1/ C6/N2/N3/C7 core is almost planar (r.m.s.…”

Section: Structural Commentarysupporting

confidence: 65%

Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-N′-(3-hydroxy-4-methoxybenzylidene)nicotinohydrazide monohydrate

et al. 2019

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The molecule of the title Schiff base compound, C14H13N3O3·H2O, displays a trans configuration with respect to the C=N bond. The dihedral angle between the benzene and pyridine rings is 29.63 (7)°. The crystal structure features intermolecular N—H...O, C—H...O, O—H...O and O—H...N hydrogen-bonding interactions, leading to the formation of a supramolecular framework. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (37.0%), O...H/H...O (23.7%)), C...H/H...C (17.6%) and N...H/H...N (11.9%) interactions. The title compound has also been characterized by frontier molecular orbital analysis.

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Section: Structural Commentarysupporting

confidence: 65%

Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-N′-(3-hydroxy-4-methoxybenzylidene)nicotinohydrazide monohydrate

et al. 2019

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“…The energy gap E gap reflects the difficulty of electron transition. The lower the value of E gap , the less likely it is for electrons to transition (Balasubramani et al 2018 ). It can be seen from Fig.…”

Section: Resultsmentioning

confidence: 99%

Insights into glycosidic bond specificity of an engineered selective α-L-rhamnosidase N12-Rha via activity assays and molecular modelling

Luo

Ding

et al. 2022

AMB Expr

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AbstractαL-rhamnosidase (EC 3.2.1.40) has been widely used in food processing and pharmaceutical preparation. The recombinant α-L-rhamnosidase N12-Rha from Aspergillus niger JMU-TS528 had significantly higher catalytic activity on α-1,6 glycosidic bond than α-1,2 glycosidic bond, and had no activity on α-1,3 glycosidic bond. The activities of hydrolyzed hesperidin and naringin were 7240 U/mL and 945 U/mL, respectively, which are 10.63 times that of native α-L-rhamnosidase. The activity could maintain more than 80% at pH 3–6 and 40–60℃. Quantum chemistry calculations showed that charge difference of the C-O atoms of the α-1,2, α-1,3 and α-1,6 bonds indicated that α-1,6 bond is most easily broken and α-1,3 bond is the most stable. Molecular dynamics simulations revealed that the key residue Trp359 that may affect substrate specificity and the main catalytic sites of N12-Rha are located in the (α/α)6-barrel domain.

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“…The highest occupied molecular orbital (HOMO) acts as an electron donor and represents the ability to donate electrons while the lowest unoccupied molecular orbital (LUMO) acts as the electron acceptor, representing the ability to accept electrons (Balasubramani et al, 2018). The HOMO and LUMO electron-density plots were computed using the DFT/ B3LYP/6-311 G++(d,p) basis set.…”

Section: Uv-vis and Frontier Molecular Orbital Analysesmentioning

confidence: 99%

“…A large HOMO-LUMO energy gap defines it as a 'hard' molecule while a small one defines a 'soft' molecule (Bayar et al, 2018). Hard molecules are less polarizable than the soft ones as there is a need of higher energy for excitation (Balasubramani et al, 2018). The energy gap value in the title compound indicates good stability and a high chemical hardness.…”

Section: Uv-vis and Frontier Molecular Orbital Analysesmentioning

confidence: 99%

(E)-1-(Benzo[d][1,3]dioxol-5-yl)-3-([2,2′-bithiophen]-5-yl)prop-2-en-1-one: crystal structure, UV–Vis analysis and theoretical studies of a new π-conjugated chalcone

et al. 2019

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In the title compound, C18H12O3S2, synthesized by the Claisen–Schmidt condensation method, the essentially planar chalcone unit adopts an s-cis configuration with respect to the carbonyl group within the ethylenic bridge. In the crystal, weak C—H...π interactions connect the molecules into zigzag chains along the b-axis direction. The molecular structure was optimized geometrically using Density Functional Theory (DFT) calculations at the B3LYP/6–311 G++(d,p) basis set level and compared with the experimental values. Molecular orbital calculations providing electron-density plots of HOMO and LUMO molecular orbitals and molecular electrostatic potentials (MEP) were also computed both with the DFT/B3LYP/6–311 G++(d,p) basis set. The experimental energy gap is 3.18 eV, whereas the theoretical HOMO–LUMO energy gap value is 2.73 eV. Hirshfeld surface analysis was used to further investigate the weak interactions present.

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Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-methoxybenzylidene)benzohydrazide

Cited by 7 publications

References 22 publications

Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-N′-(3-hydroxy-4-methoxybenzylidene)nicotinohydrazide monohydrate

Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-N′-(3-hydroxy-4-methoxybenzylidene)nicotinohydrazide monohydrate

Insights into glycosidic bond specificity of an engineered selective α-L-rhamnosidase N12-Rha via activity assays and molecular modelling

(E)-1-(Benzo[d][1,3]dioxol-5-yl)-3-([2,2′-bithiophen]-5-yl)prop-2-en-1-one: crystal structure, UV–Vis analysis and theoretical studies of a new π-conjugated chalcone

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