Synthesis, X-ray crystal structure, vibrational spectroscopy, DFT calculations, electronic properties and Hirshfeld analysis of (E) -4-Bromo- N '-(2,4-dihydroxy-benzylidene) benzohydrazide

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

“…yielded 17 hits. Similar to the crystal structure of the title compound, in seven of them the carbonyl oxygen atom is engaged in intermolecular N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds as a bifurcated acceptor [4-bromo-N 0 -(2,4dihydroxybenzylidene)benzohydrazide (Mohanraj et al, 2016;Arunagiri et al, 2018); 4-bromo-N 0 -(2-nitrobenzylidene)benzohydrazide (Zhang et al 2009); 4-bromo-N 0 -(2-hydroxy-5-methoxybenzylidene)benzohydrazide (Wang et al, 2017)] or trifurcated acceptor [4-bromo-N 0 -(2-chlorobenzylidene)benzohydrazide (Shu et al, 2009); 4-bromo-N 0 ((5-methylfuran-2-yl)methylene)benzohydrazide (Bai & Jing, 2007); 4-bromo-N 0 -(4-methyl-1,2,3-thiadizole-5-yl)methylidenebenzohydrazine (Zhang et al, 2017); (2-fluoro-2-methyl-2phenylethylidene) 4-bromobenzoyl hydrazone (Brandes et al, 2006)], forming molecular chains.…”

Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study

“…According to literature reports of NAHs derived from 4-chloro and 4-bromobenzoic hydrazide and 2,4-dihydroxibenzaldehyde, in which methylene spacer is absent, HOMO and LUMO are not localized in similar regions and instead, LUMO is well distributed over the entire molecule [35,36]. This is closely related with the calculated chemical hardness, which is the measure of the resistance of the system to reorganize the electronic cloud.…”

Synthesis, conformation and Hirshfeld surface analysis of benzoxazole methyl ester as a versatile building block for heterocycles

“…The total intermolecular energy (E tot ) is the sum of electrostatic (E ele ), polarization (E pol ), dispersion (E dis ) and exchange-repulsion (E rep ) energies [ 41 ] with scale factors of 1.057, 0.740, 0.871 and 0.618, respectively. Hydrogen-bonding interaction energies (in kJ mol −1 ) are -17.6 (E ele ), -3.1 (E pol ), -62.3 (E dis ), 49.0 (E rep ) and -44.8 (E tot ) for C4–H4A···O3 = O, values that are in the expected range when comparing with reported interaction energy for related compounds [ 42 , 43 ].…”