Molecular structure, nonlinear optical studies and spectroscopic analysis of chalcone derivative (2E)-3-[4-(methylsulfanyl) phenyl]-1-(3-bromophenyl) prop-2-en-1-one by DFT calculations

Kumar, Amit; Kumar, Rajesh; Gupta, Archana; Tandon, Poonam; D'Silva, E. Deepak

doi:10.1016/j.molstruc.2017.08.072

Cited by 34 publications

(14 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…( ) values for 4M1PMS and 4BPMS were found to be´-12.74 10 esu 30 and´-14.96 10 esu. 30 The order of magnitude b were comparable with those of other chalcone derivatives [27,57,58] and found 36.5 times (4M1PMS) and 43 times (4BPMS) that of urea [59] (3.48´-10 esu 31 ). All the electronic contribution NLO parameters were compared and depicted in table 4.…”

Section: Electronic Contributions: Nlo Activitysupporting

confidence: 69%

“…Similarly, the behavior and position of C=O stretching vibrations for 4BPMS are1656.5 (IR) and 1656.91 (Raman). However, the strong intense peak in IR is due to dipole moment corresponding to C=O group, which is highly polar due to presence of multiply bonded groups and π-π stacking between the carbon and oxygen [27]. The predicted range for C=C is expected between 1620 to 1580 cm −1 in both FT-IR and FT-Raman.…”

Section: Vibrational Spectroscopy and 1 H-nmr Studiesmentioning

confidence: 99%

See 1 more Smart Citation

A long-chain based bromo and methyl substituted chalcone derivatives; experimental and theoretical approach on nonlinear optical single crystals

Parol

Upadhyaya

Prabhu

et al. 2020

Mater. Res. Express

View full text Add to dashboard Cite

In the present work, growth of single crystals of chalcone derivatives {4-[(1E)-3-(4-methylphenyl)-3oxoprop-1-en-1-yl]phenyl 4-methylbenzene-1-sulfonate} (4M1PMS) and {4-[(1E)-3-(4-bromophenyl)-3-oxoprop-1-en-1-yl]phenyl4-methylbenzene-1-sulfonate} (4BPMS), at room temperature is reported. The spectroscopic techniques are used to identify the presence of functional groups in the materials. The single-crystal XRD and powder XRD analysis reveals that 4M1PMS belongs to noncentrosymmetric (P2 2 2 1 1 1 ) and 4BPMS belongs to centrosymmetric P n 2 1 ( ) / crystalline system. The molecular structures exhibit C-HKO and π...π intermolecular interactions. From UV/VIS/NIR spectroscopic studies, it is found that both samples have bathochromic shifts in linear absorbance (cut-off region) spectra. The broad emission region involved in several sharp emission peaks in blue region, exhibits a blue light emission property, as observed from photoluminescence study, in both the samples. The thermal stability of the materials were studied by TGA/DTA techniques and crystals were thermally stable until the melting point. In NLO study, 4M1PMS crystal has shown SHG efficiency 2.2 times that of KDP crystal. In addition, electronic contribution in hyperpolarizability (first order and second order) tensors of both the compounds were computed theoretically by M06-2X functional at DFT level. The open/closed aperture Z-scan technique were performed to evaluate third order nonlinear optical materials by measuring experimental parameters such as nonlinear absorption/refraction and calculate second-order hyperpolarizability with corresponding third-order nonlinear optical susceptibility c 3 ( ) ( ) of 4M1PMS and 4BPMS. The surface damage threshold studies of 4M1PMS and 4BPMS were performed by Q-switched Nd:YAG laser at 532 nm.

show abstract

Section: Electronic Contributions: Nlo Activitysupporting

confidence: 69%

Section: Vibrational Spectroscopy and 1 H-nmr Studiesmentioning

confidence: 99%

A long-chain based bromo and methyl substituted chalcone derivatives; experimental and theoretical approach on nonlinear optical single crystals

Parol

Upadhyaya

Prabhu

et al. 2020

Mater. Res. Express

View full text Add to dashboard Cite

show abstract

“…In addition, the N11N12C13S15 dihedral angle was determined as 0.000° with same functional and level. In addition, for (2E)‐3‐[4‐(methylsulfanyl)phenyl]‐1‐(3‐bromophenyl)prop‐2‐en‐1‐one molecule, [ 22 ] according to the atomic numbering format the S2C29 bond length was calculated at 1.821 Å and the C29H30/H31/H32 methyl bond lengths were reported at 1.090 Å with the DFT/B3LYP level using the 6‐311++G(d,p) basis set. In present investigation for the title crystal compound, according to the our numbering format the S16C9, C8S16, C8S15, N12N13, and N13C8 bond lengths were computationally found as 1.820, 1.772, 1.664, 1.358, and 1.362 Å, respectively, with the B3LYP functional and the 6‐311++G(d,p) basis set.…”

Section: Resultsmentioning

confidence: 99%

Structural, spectral, electronic, and molecular docking investigations on N,N‐dimethyl‐2‐[(1E)‐({[(methylsulfanyl)methanethioyl]amino}imino)methyl]aniline

Alpaslan

Sert

Sohtun

et al. 2021

J Chinese Chemical Soc

View full text Add to dashboard Cite

In this research, a joint theoretical and experimental investigation was performed on the structural and spectral data (FT‐IR, Laser‐Raman, NMR, and UV–vis) of N,N‐dimethyl‐2‐[(1E)‐({[(methylsulfanyl)methanethioyl]amino}imino)methyl]aniline molecule. The theoretical electronic structure analyses were fulfilled by the density functional theory at the B3LYP level with the 6‐311++G(d,p) basis set in the gas phase of the isolated compound at the ground state. The vibrational works were analyzed in terms of potential energy distribution analysis to make the assignments of fundamental vibrational frequencies and the assigned modes of the title compound were compared with the reported experimental vibrational data. Later, Hirshfeld surface analysis over crystalline structure of the title compound was made to define the possible inter‐molecular interactions. In addition, the HOMO (highest occupied molecular orbital), LUMO (lowest unoccupied molecular orbital), UV–vis, and molecular electrostatic potential analyses were done. The molecular docking investigation was done in order to analyze the presence of interactions between the title ligand compound and the receptor protein 2VN0.

show abstract

“…The second-order hyperpolarizability ( ) for DMPMS is found to be − 37.9 ×10 −40 esu (in B3LYP functional) and − 25.77 ×10 −40 esu (in M06-2X functional). According to quantum optics, the negative sign indicates the self-defocusing effect and negative materials are more sensitive to the structural change [56]. In the present investigation, nonlinear optical parameters are obtained from both B3LYP and M06-2X functional approach and the results are compared.…”

Section: Power Density(mentioning

confidence: 99%

A third-order nonlinear optical single crystal of 3,4-dimethoxy-substituted chalcone derivative with high laser damage threshold value: a potential material for optical power limiting

Parol

Prabhu

Taher

et al. 2020

J Mater Sci: Mater Electron

View full text Add to dashboard Cite

Third-order nonlinear optical material 4-[(1E)-3-(3,4-dimethoxyphenyl)-3-oxoprop-1-en-1-yl]phenyl 4-methylbenzene-1-sulfonate (DMPMS) is crystallized by slow solvent evaporation technique. The crystal has inversion symmetry and belongs to monoclinic system with $${P2}_{1}/c$$ P 2 1 / c space group. The C–H⋯O/C–H⋯π intermolecular interactions will be large complementarity for molecular density/crystal packing. A comprehensive investigation for absorbance and emission properties has been performed. Thermal stability is up to 258 °C without any weight loss and calculated value of laser damage threshold is ≈ 12 GW/cm2. The DMPMS shows low dielectric constant value, about 4.42 at 1 MHz and electronic polarizability values in the order of $${10}^{-23}$$ 10 - 23 cm3. Furthermore, theoretical calculation has been performed using B3LYP and M06-2X functional. The static first-order hyperpolarizability parameter is 55 (B3LYP) and 34 (M06-2X) times that of urea. The total contribution of second-order hyperpolarizability is − 37.9 $$\times {10}^{-40 }\mathrm{esu}$$ × 10 - 40 esu (in B3LYP functional) and − 25.77 $$\times {10}^{-40 }\mathrm{esu}$$ × 10 - 40 esu (in M06-2X functional), respectively. Here, two-photon absorption mechanism is responsible for nonlinear absorption and co-efficient is found to be $$28.3 \times {10}^{-12}$$ 28.3 × 10 - 12 m/W. In optical limiting study, limiting threshold is found to be 65 µJ. The real and imaginary third-order nonlinear optical susceptibility is of the order $${10}^{-12} \mathrm{esu}$$ 10 - 12 esu .

show abstract

Molecular structure, nonlinear optical studies and spectroscopic analysis of chalcone derivative (2E)-3-[4-(methylsulfanyl) phenyl]-1-(3-bromophenyl) prop-2-en-1-one by DFT calculations

Cited by 34 publications

References 59 publications

A long-chain based bromo and methyl substituted chalcone derivatives; experimental and theoretical approach on nonlinear optical single crystals

A long-chain based bromo and methyl substituted chalcone derivatives; experimental and theoretical approach on nonlinear optical single crystals

Structural, spectral, electronic, and molecular docking investigations on N,N‐dimethyl‐2‐[(1E)‐({[(methylsulfanyl)methanethioyl]amino}imino)methyl]aniline

A third-order nonlinear optical single crystal of 3,4-dimethoxy-substituted chalcone derivative with high laser damage threshold value: a potential material for optical power limiting

Contact Info

Product

Resources

About