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

Abstract

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.

Crystal structure and quantum chemical calculations of (E)1‐benzyl‐3‐((4‐methoxyphenyl)imino)‐5‐methylindolin‐2‐one

“…In order to understand the electronic structure of the molecule better, Mulliken charges were computed [13,14], and the results are listed in Table 4. The charge distribution across the atoms was found to be significant in describing donor and acceptor pairs and to obtain insights into the overall chemical activity of the compound.…”

“…DFT calculations were carried out with the Gaussian 09 W, and the data were analyzed with various methods [13,14,32–35]. For computational details (including a full list of co‐authors) please refer to the Appendix S1.…”