Structural and computational analysis, spectroscopic and electrochemical elucidation of a Schiff base

Munawar, Khurram Shahzad; Ali, Saqib; Rauf, Abdur; Bibi, Shamsa; Ashfaq, Muhammad; Tahir, Muhammad Nawaz; urRehman, Shafiq; Rasool, Lubna

doi:10.1007/s13738-022-02571-2

Cited by 12 publications

(2 citation statements)

References 67 publications

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“…The red and blue regions on H.S. plotted over the shape index [43,44] indicate π

{\cdots }

π stacking interactions with acceptor atoms (concave red), and donor atoms (concave blue). The maps of curvedness further confirmed the existence of the π

{\cdots }

π stacking interactions in 2AP6NO (Figure S9a) and 2AP4ETH (Figure S9b).…”

Section: Resultsmentioning

confidence: 99%

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

et al. 2022

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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.

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“…The red and blue regions on H.S. plotted over the shape index [43,44] indicate π

{\cdots }

π stacking interactions with acceptor atoms (concave red), and donor atoms (concave blue). The maps of curvedness further confirmed the existence of the π

{\cdots }

π stacking interactions in 2AP6NO (Figure S9a) and 2AP4ETH (Figure S9b).…”

Section: Resultsmentioning

confidence: 99%

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

et al. 2022

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“…Therefore, the appropriate synthesis and development of novel Schiff bases are extremely important. Hence, in continuation of our previous work, we have synthesized a new Schiff base ( ETPMP ) by condensing 3-ethoxysalicylaldehyde with 3-(trifluoromethyl)aniline under an ethanolic environment. The Schiff base ( ETPMP ) was then characterized by SC-XRD, FTIR, UV–visible, and TGA/DSC techniques.…”

Section: Introductionmentioning

confidence: 96%

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

Tahir,

Ashfaq,

Munawar

et al. 2024

ACS Omega

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We synthesized an imine-based (Schiff base) crystalline organic chromophore, i.e., (E)-2-ethoxy-6-(((3-(trifluoromethyl)phenyl)imino)methyl)phenol (ETPMP), and explored its nonlinear optical (NLO) properties. The crystalline structure of ETPMP was determined by the XRD technique and equated with the associated structures utilizing a Cambridge Structural Database search. The supramolecular assembly of ETPMP was investigated regarding intermolecular interactions and short contacts by Hirshfeld surface analysis. Void analysis was performed to check the mechanical response of the crystal. Supramolecular assembly was further inspected by interaction energy calculations that were performed with the B3LYP/6-31G(d,p) functional. Besides this, the NLO properties of ETPMP and other already reported crystal TFMOS were explored utilizing the M06/6-31G(d,p) functional of the DFT approach. An excellent agreement was observed between XRD and DFT results of geometric parameters of the above-mentioned crystals. Narrow band gap along with bathochromic shift (3.489 eV and 317.225 nm, respectively) were investigated in TFMOS than that of ETPMP. Owing to these unique properties, TFMOS possesses higher linear (⟨a⟩ = 3.835 × 10 −23 esu) and nonlinear (γ tot. = 1.346 × 10 −34 esu) response as compared to ETPMP. The outcomes explicitly show the higher nonlinearity in TFMOS, highlighting its importance in potential NLO applications.

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Synthesis, crystal structure, Hirshfeld surface, nonlinear optical properties and computational studies of Schiff based (E)-N'-(2,4-dimethoxybenzylidene) benzohydrazide single crystals for optoelectronic applications

Saraswathi¹,

Agilan²,

Muthukumarasamy³

et al. 2022

Opt Quant Electron

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Structural and computational analysis, spectroscopic and electrochemical elucidation of a Schiff base

Cited by 12 publications

References 67 publications

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

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

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

Synthesis, crystal structure, Hirshfeld surface, nonlinear optical properties and computational studies of Schiff based (E)-N'-(2,4-dimethoxybenzylidene) benzohydrazide single crystals for optoelectronic applications

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