Synthesis, Characterization, Crystal Structure and Computational Study of Third‐Order NLO Properties of Schiff bases

Abstract

The current study involves the synthesis of two azomethine compounds, (E)‐2‐((6‐nitrobenzo[d][1,3]dioxol‐5‐yl)methylene)amino)phenol (2AP6NO) and (E)‐2‐((4‐ethylbenzylidene)amino)phenol (2AP4ETH), as well as their theoretical investigations. The synthesized azomethine compounds were then characterized by combustion analysis (CHN), FT‐IR, NMR (1H and 13C), and single crystal X‐ray diffraction (SC‐XRD) analysis. The SC‐XRD study confirmed the enol tautomeric form of 2AP6NO as well as 2AP4ETH. The strong and comparatively weak intermolecular interactions were elaborated by Hirshfeld surface analysis. For both compounds, intermolecular interaction energies between the pair of molecules, energy framework, and void analysis were calculated to visualize the three‐dimensional topology of the crystal packing. Additionally, quantum chemical computations were also utilized to study the optical and nonlinear optical (NLO) response. The molecular geometries were optimized at the M06‐2X/6‐311G* method and equated to their respective experimental counterparts. The third‐order NLO polarizabilities were also calculated at the same level of theory. The calculated average third‐order NLO polarizabilities were 62.55×10−36 esu and 55.08×10−36 esu, respectively, predicting the modest behavior of the above compounds when displaying NLO properties.

Synthesis, Characterization, Crystal Structures, and Supramolecular Assembly of Copper Complexes Derived from Nitroterephthalic Acid along with Hirshfeld Surface Analysis and Quantum Chemical Studies

“…The molecular electrostatic potential (MEP) postulates the nucleophilic and electrophilic sites over the total density surface of a complex. − The MEP of the Cu-NTA complex is exhibited in Figure . A positive electrostatic potential is present at both ends of the NTA ligands on the oxygen atom attached to hydrogen in the carboxylic group, which is shown by the blue color.…”

Synthesis, Characterizations, Hirshfeld Surface Analysis, DFT, and NLO Study of a Schiff Base Derived from Trifluoromethyl Amine

“…14 A nonlinear optical behavior is present in many Schiff bases, which is based on the molecular units with additional electron donor and electron acceptor species on opposing ends of the molecule at suitable places on the aromatic ring to increase conjugation as well as significantly delocalize the π-electronic units. 15 Typically, several kinds of substituents with either electron-donating or electron-withdrawing groups are present in Schiff bases that are responsible for the nonlinear response. 16 Based on the aforementioned applications, simple production, and numerous uses in NLO, Schiff bases are the most frequently utilized chemical compounds.…”