CRYSTAL STRUCTURE OF (E)-N′-((1H-PYRROL-2-YL)METHYLENE)-4-HYDROXYBENZOHYDRAZIDE

Abstract

The title compound corresponds to an enaminone E isomer in the solid state. X-ray structure shows that this crystallizes in the orthorrombic system, with space group Pna21 with 2 independent molecules in the asymmetric unit in a non-centrosymmetric setting. The CNNC unit forms dihedral angles of 5.9(3)/2.1(3); 19.7(3)/17.6(3)° with the pyrrole and phenol rings for molecules A and B respectively. The main differences between both molecules is the dihedral torsion between rings, their mean planes form dihedral angles of 25.45( 15) and 15.38(15)° for the molecules A and B. In the asymmetric unit, molecules are linked by two weak N -H•••O hydrogen bonds with set graph-motif 2 2 (16).The crystal structure of title compound generates a two dimensional supramolecular network lying parallel (110) with hydrogen bonds interactions between O -H•••O and N -H•••O along to [100] and [001] direction with graph set motifs 1 2 (5), 2 2 (10), 1 1 (8) and 1 1 (12). - stacking interactions are not observed. Hirshfeld surface analysis were used to verify the contributions of the different intermolecular interactions. Both molecules are essentially overlaid between them with RMSD = 0.0574; max D = 0.1211 Å considering inversion and flexibility.

Comparative study of molecular docking, structural, electronic, vibrational and hydrogen bonding interactions on 4-hydroxy benzo hydrazide (4HBH) and its newly designed derivative [(E)–N′-((1H-Pyrrol-2-YL)methylene) –4-hydroxy benzo hydrazide and its isomers (I, II and III)] (potential inhibitors) for COVID-19 protease

“…The aromatic C-H stretching vibrations lie in the range 3100-3000 cm −1 [42]. The C-H stretching vibrations for 4-Hydroxy Benzo Hydrazide are observed at 3081(Raman) and 3012 (IR) cm -1 which are in good agreement with the aromatic C-H stretching frequencies, observed at 3062, 3047, 3060 and 3080 cm -1 of benzene and its derivatives [43].…”

CRYSTAL STRUCTURE, HIRSHFELD SURFACE ANALYSIS AND ENERGY FRAMEWORK STUDY OF THE NITRONE N-BENZYLIDENE-N-BUTYLAMINO-4-Β-PYRIDYL-N-OXIDE

“…From the interest in studying the structural characterization of biologically active molecules [14][15][16][17][18][19][20][21] , we report here the single-crystal X-ray diffraction study of the nitrone derivative N-benzylidene-N-butylamino-4-β-pyridyl-N-oxide, among a series of compounds with antiparasitic properties 10 . In order to understand the nature of the described non-covalent interactions in the supramolecular network of this material, a Hirshfeld surface analysis and energy framework study was performed 22,23 .…”