G3MP2 Method Research Articles

Theoretical investigation of the nitro-and amino-substituted 4-(1H-1,2,4-triazole-1-yl) pyrimidine

The amino- and nitro-groups are introduced into 4-(1H-1,2,4-triazole-1-yl) pyrimidine, and 31 derivatives are constructed to look for high-energy-density compounds. Both the thermal stability and detonation characteristics are considered in detail. The heat of formation (HOF) is calculated by using the G3MP2 method in the framework of the atomisation reaction. Furthermore, bond dissociation energy (BDE) is evaluated by designing the homolytic reaction. To explore the detonation characteristics of title molecules, the detonation pressure (P), crystal density (ρ), heat of detonation (Q), and detonation velocity (D) are calculated based on the Kamlet-Jacobs empirical equation, and the excellent detonation parameters are confirmed. To estimate the sensitivity to impact, the impact sensitivity (H 50) value and the free space in the crystal lattice (ΔV) are also considered. Finally, three derivatives (D2, D5, and E) are screened out as candidates for high-energy-density compounds (HEDCs).

Theoretical study about the thermal stability and detonation performance of the nitro-substituted derivatives of 4-(1H-1,2,4-triazol-1-yl) pyrimidine

The nitro groups are introduced into 4-(1H-1,2,4-triazol-1-yl) pyrimidine to substitute the hydrogen atoms successively, through which a total of 31 derivatives are constructed to look for high energy density compounds (HEDCs). To probe the thermal stabilities, the heats of formation (HOFs) are calculated by using the G3MP2 method. To explore the dynamic stability, the natural bond orbital (NBO) analysis is performed to confirm the trigger bond, for which the bond dissociation energy is calculated using the B3PW91 method with the 6-311 + G(d,p) basis set. Furthermore, the detonation velocity (D), the detonation pressure (P), the molecular density (ρ), the explosive heat (Q), and character height (H50) are also predicted. Based on our calculation, it is confirmed that D1, D2, D5, and E are potential high-energy-density compounds with sufficient stability and excellent detonation performance.

Reversible storage and release of hydrogen with LOHC: Evaluation of thermochemical data for methyl-quinolines with complementary experimental and computational methods

The liquid organic hydrogen carriers (LOHC) are aromatic molecules, which can be considered as an attractive option for the storage and transport of hydrogen. A considerable amount of hydrogen can be loaded and unloaded with a reversible chemical reaction. Methyl-substituted quinolines are available from petroleum, coal processing, wood preservation or they can be synthesized from aniline. Quinolines can be considered as potential LOHC systems, provided they have favorable thermodynamic properties, which were the focus of this current study. The absolute vapor pressures of methyl-quinolines were measured using the transpiration method. The standard molar enthalpies of vaporization of methyl-quinolines were derived from the vapor pressure temperature dependences. Thermodynamic data on vaporization and formation enthalpies available in the literature were collected, evaluated, and combined with own experimental results. The theoretical standard molar gas-phase enthalpies of formation of methyl-quinolines, calculated using the quantum chemical G3MP2 and G4 methods, agreed well with the evaluated experimental data. The hydrogenation/dehydrogenation reaction enthalpies of methyl-quinolines were calculated and compared with the data for other potential liquid organic hydrogen carriers. The comparatively low enthalpies of reaction make these heteroaromatics a seminal LOHC systems.

Hydrogen storage technologies: Methyl-substituted biphenyls as an auspicious alternative to conventional liquid organic hydrogen carriers (LOHC)

Derivatives of biphenyls, namely mono-, di- and tert- methyl substituted biphenyls, can be considered as promising hydrogen carriers. The absolute vapour pressures of nine methyl-substituted biphenyls were measured using the transpiration method. The vapour pressures available in the literature for methylbiphenyls were collected and analyzed. The standard molar enthalpies of vaporization/sublimation of methyl substituted biphenyls were derived from the temperature dependencies of the vapour pressures. The experimental enthalpies of vaporization were validated using Kovats’s indices. The enthalpies of fusion of four methylbiphenyls were measured by DSC. The standard molar enthalpy of formation of the liquid 3,3′-dimethylbiphenyl was determined using high precision combustion calorimeter. The enthalpies of formation of methylbiphenyls available in the literature were collected and combined with the evaluated enthalpies of vaporization/sublimation to obtain their gas-phase enthalpies of formation. High-level G3MP2 and G4 quantum-chemical methods were used to establish consistency of the experimental and theoretical results. The enthalpies of the reversible hydrogenation/dehydrogenation reactions of the biphenyls were calculated and compared with conventional liquid organic hydrogen carriers.

Sustainable hydrogen storage: Thermochemistry of amino-alcohols as seminal liquid organic hydrogen carriers

Amino-alcohols are considered for sustainable hydrogen storage systems based on catalytic peptide formation. Experimental and theoretical thermochemical studies of amino-alcohols have been performed, including vapour pressure measurements, combustion calorimetry, and quantum-chemical calculations. The standard molar enthalpies of vaporization of amino-alcohols were calculated from the temperature dependence of the vapour pressures measured by the transpiration method. Energies of combustion for six amino-alcohols were measured using the high-precision combustion calorimetry. The available in the literature primary data on vapour pressures, enthalpies of vaporization, and enthalpies of formation of amino-alcohols were collected and evaluated. The experimental standard molar gas-phase enthalpies of formation of amino-alcohols were derived from the evaluated results. The high-level G3B3, G3MP2, and G4 quantum-chemical methods were used to establish consistency of the experimental and theoretical results. The surprisingly low enthalpy of reaction of the reversible dehydrogenation of 2-amino-ethanol, calculated from the experimental data, makes this liquid organic hydrogen carrier system (LOHC) promising for further optimization and development.

Thermal Degradation and Bimolecular Decomposition of 2-Ethoxyethanol in Binary Ethanol and Isobutanol Solvent Mixtures: A Computational Mechanistic Study.

A thorough computational study of a thermal degradation mechanism of 2-ethoxyethanol (2-EE) in the gas phase has been implemented using G3MP2 and G3B3 methods. The stationary point geometries were optimized at the B3LYP functional utilizing the 6-31G(d) basis set. Intrinsic reaction coordinate analysis was performed to determine the transition states on the potential energy surfaces. Nineteen primary different reaction mechanisms, along with the kinetic and thermodynamic parameters, are demonstrated. Most of the thermal degradation mechanisms result in a concerted transition state step as an endothermic process. Among 11 degradation pathways of 2-ethoxyethanol, the formation of ethylene glycol and ethylene is kinetically significant with an activation energy of 269 kJ mol–1 at the G3B3 method. However, the kinetic and thermodynamic calculations indicate that ethanol and ethanal’s formation is the most plausible reaction with an activation barrier of 287 kJ mol–1 at the G3B3 method. For the bimolecular dissociation reaction of 2-ethoxyethanol with ethanol, the pathway that produces ether, H2, and ethanol is more likely to occur with a lower activation energy of 221 kJ mol–1 at the G3B3 method. Thus, 2-EE has experienced a set of complex unimolecular and bimolecular reactions.

Experimental and computational investigations of some new cabamothioate compounds

The new derivatives of S-aryl (trichloroacetyl) carbamothioate were prepared from a two-component reaction of 2-naphthalenethiol or thiophenol derivatives and trichloroacetyl isocyanate in CH2Cl2 at room temperature at high yields. The reaction was a simple and efficient procedure with high yield and available stating materials in a short time for the synthesis of these compounds that no side reactions were observed. The structures of the products were confirmed by IR, 1H NMR, 13C NMR spectroscopy, and elemental analysis. Quantum theoretical calculations for the three structures of compounds (3a, 3b and 3c) were performed using the G3MP2, LC-ωPBE, MP2, and B3LYP methods with the 6-311+G(d,p) basis set. Geometric parameters of optimized the structures were compared with the experimental measurements. The structures of the products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. IR spectra data and 1H NMR and 13C NMR chemical shifts computations of the compounds were calculated. Frontier molecular orbitals (FMOs), total density of states (DOS), thermodynamic parameters and molecular electrostatic potentials (MEP) of the title compounds were investigated by theoretical calculations. Molecular properties such as the ionization potential (I), electron affinity (A), chemical hardness (η), electronic chemical potential (μ) and electrophilicity (ω) were investigated for the structures. Consequently, there was an excellent agreement between experimental and theoretical results.

Exploring the Origin of the Axial-Conformation Preferences in the 3-Halopiperidinium Cations: the Importance of the Coulombic Potential Energies.

Although there are some published conclusions in the literature concerning the origin of the axial-conformation preference in 3-fluoropiperidinium cations (charge–dipole orientation effect), the origin of the axial-conformation preferences in the 3-halopiperidinium cations [halogen = F (1), Cl (2), Br (3)] has remained an open question. To explore the origin of the axial-conformation preferences in compounds 1–3, we assessed the roles and contributions of the hyperconjugative interactions, the Coulombic electrostatic interactions, the electrostatic model associated with dipole–dipole interactions, and the steric effects associated with the Pauli exchange-type repulsions on the conformational properties of compounds 1–3 utilizing the G3MP2, LC-ωPBE, and B3LYP methods and natural bond orbital (NBO) interpretations. Natural Coulombic potential energies are in favor of the axial conformations of compounds 1–3, and justify their corresponding total energy differences. The through-space hyperconjugative interactions between the donor lone pairs of halogen atoms (LP3X) and the acceptor antibonding orbitals of H–N bonds [σ*(H–N)⊕], LP3X → σ*(H–N)⊕, increase from compound 1 to compound 3. The inspection of the dipole moments of the parallel C–X and H–N bonds in the axial conformations of compounds 1–3 revealed that the variations of their corresponding four-center dipole–dipole interactions correlate well with their corresponding conformational behaviors. The steric effects associated with the Pauli exchange-type repulsions are strongly in favor of the equatorial conformations of compounds 1–3. Accordingly, the charge–dipole orienting effect associated with the four-center dipole–dipole interactions is a dominant factor in the conformational behaviors of compounds 1–3.

Interactions of sulfuric acid with common atmospheric bases and organic acids: Thermodynamics and implications to new particle formation

Interactions of the three common atmospheric bases, dimethylamine ((CH3)2NH), methylamine (CH3NH2), ammonia (NH3), all considered to be efficient stabilizers of binary clusters in the Earth's atmosphere, with H2SO4, the key atmospheric precursor, and 14 common atmospheric organic acids (COAs) (formic, acetic, oxalic, malonic, succinic, glutaric acid, adipic, benzoic, phenylacetic, pyruvic, maleic acid, malic, tartaric and pinonic acids) have been studied using the density functional theory (DFT) and composite high-accuracy G3MP2 method. The thermodynamic stability of mixed (COA)(H2SO4), (COA)(B1), (COA)(B2) and (COA)(B3) dimers and (COA)(H2SO4)(B1), (COA)(H2SO4)(B2) and (COA)(H2SO4)(B3) trimers, where B1, B2 and B3 refer to (CH3)2NH, CH3NH2 and NH3, respectively, have been investigated and their impacts on the thermodynamic stability of clusters containing H2SO4 have been studied. Our investigation shows that interactions of H2SO4 with COA, (CH3)2NH, CH3NH2 and NH3 lead to the formation of more stable mixed dimers and trimers than (H2SO4)2 and (H2SO4)2(base), respectively, and emphasize the importance of common organic species for early stages of atmospheric nucleation. We also show that although amines are generally confirmed to be more active than NH3 as stabilizers of binary clusters, in some cases mixed trimers containing NH3 are more stable thermodynamically than those containing CH3NH2. This study indicates an important role of COA, which coexist and interact with that H2SO4 and common atmospheric bases in the Earth atmosphere, in formation of stable pre-nucleation clusters and suggests that the impacts of COA on new particle formation (NPF) should be studied in further details.

Green and efficient synthesis of 1H‐indazolo[1,2‐b] phthalazine‐1,6,11(13H)‐triones using ZrO(NO3)2.2H2O as a novel catalyst and theoretical study of synthesized compounds

AbstractThe one‐pot three‐component synthesis for the preparation of 1H‐indazolo[1,2‐b] phthalazine‐1,6,11(13H)‐triones through condensation of phthalimide, hydrazine monohydrate, dimedone, and aromatic aldehydes in the presence of a novel catalytic amount of ZrO(NO3)2.2H2O at reflux conditions in water has been reported. Quantum theoretical calculations for the three structures of compounds (5a, 5b, and 5c) were performed using the G3MP2, LC‐ωPBE, MP2, and B3LYP methods with the 6‐311 + G** basis set. After optimizing the structures, geometric parameters were obtained and experimental measurements were compared with the calculated data. The structures of the products were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. IR spectra data and 1H NMR and 13C NMR chemical shifts computations of the 1H‐indazolo[1,2‐b]phthalazine‐1,6,11(13H)‐trione derivatives in the ground state were calculated. Frontier molecular orbitals, total density of states, thermodynamic parameters, and molecular electrostatic potentials of the title compounds were investigated by theoretical calculations. Molecular properties such as the ionization potential (I), electron affinity (A), chemical hardness (η), electronic chemical potential (μ), and electrophilicity (ω) were investigated for the structures. Consequently, there was an excellent agreement between experimental and theoretical results.

Computational Study of the Dissociation Reactions of Secondary Ozonide

This contribution presents a comprehensive computational study on the reactions of secondary ozonide (SOZ) with ammonia and water molecules. The mechanisms were studied in both a vacuum and the aqueous medium. All the molecular geometries were optimized using the B3LYP functional in conjunction with several basis sets. M06-2X, APFD, and ωB97XD functionals with the full basis set were also used. In addition, single-point energy calculations were performed with the G4MP2 and G3MP2 methods. Five different mechanistic pathways were studied for the reaction of SOZ with ammonia and water molecules. The most plausible mechanism for the reaction of SOZ with ammonia yields HC(O)OH, NH3, and HCHO as products, with ammonia herein acting as a mediator. This pathway is exothermic and exergonic, with an overall barrier height of only 157 kJ mol−1 using the G3MP2 method. All the reaction pathways between SOZ and water molecules are endothermic and endergonic reactions. The most likely reaction pathway for the reaction of SOZ with water involves a water dimer, in which the second water molecule acts as a mediator, with an overall barrier height of only 135 kJ mol−1 using the G3MP2 method. Solvent effects were found to incur a significant reduction in activation energies. When the second H2O molecule acts as a mediator in the reaction of SOZ with water, the barrier height of the rate-determining step state decreases significantly.

Phenyl substituted ureas: Evaluation of thermochemical data with complementary experimental and computational methods

Standard molar enthalpies of formation of 1-phenyl-3-isopropyl-urea and 1-phenyl-3-tert-butyl-urea were derived from results of high-precision combustion calorimetry. Standard molar enthalpies of sublimation of these compounds and of phenyl-urea were derived from their vapour pressure – temperature dependences measured by the transpiration method. Thermal behaviour of phenyl substituted ureas was studied by DSC. Thermochemical data on phenyl-substituted ureas available in the literature were collected, evaluated, and combined with our own experimental results. We have evaluated and recommended for further thermochemical calculations a set of sublimation, vaporization, fusion and formation enthalpies for the phenyl-substituted ureas at 298.15 K. A computational procedure was developed to support the experimental gas-phase enthalpies of formation. The theoretical gas phase molar enthalpies of formation of the phenyl-substituted ureas calculated by the high-level quantum-chemical G3MP2 method were in a good agreement with the recommended experimental data. General regularities in energetics due to introduction of phenyl substituent in the alkyl-substituted ureas have been revealed and used for validation of the experimental and theoretical data. Additivity methods were developed to estimate the thermochemical properties of organic compounds containing the carbamide moiety.

How Energetic are cyclo‐Pentazolates?

AbstractThe enthalpies of formation of the cyclo‐pentazolates and azides of N2H5+, NH3OH+, NH4+, C(NH2)3+, and N(CH3)4+ were calculated with the G3MP2 method and together with the experimental densities used to predict with the Cheetah program the performances of these salts as explosives and propellants. As explosives, the cyclo‐N5− (c‐N5−) salts outperform the corresponding azides by a significant amount but as rocket propellants, their performance is slightly inferior. Although the c‐N5− salts are potential building blocks for future energetic materials, their predicted performances are not revolutionary, fall within the range of CHNO compounds, and do not approach those expected for polynitrogen cations or neutral polynitrogens. Our lattice energy calculations also indicate that the previously reported experimental value of 114.28±0.84 kJ mol−1 for the enthalpy of formation of solid NH4N3 may need revision.

New Insights into the Origin of the cis-Configuration Preferences in 1,2-Dihaloethenes: The Importance of the Bonding Orbital Deviations

The origin of the preferences for the cis-configurations in 1,2-difluoroethene (1), 1,2-dichloroethene (2), and 1,2-dibromoethene (3) were explored by means of the G3MP2, LC-ωPBE and CCSD(T) methods with the 6–311+G** basis set on all atoms, and natural bond orbital interpretation. On the basis of the results obtained, the cis-configurations preferences decrease in going from compound 1 to compound 3. Effectively, the deletions of the hyperconjugative interactions from the Fock matrices of the cis- and trans-configurations of compound 1 lead to the increase of the trans-conformation stability (by ~6.11 kcal mol−1) compared with its corresponding cis-conformation. However, the Pauli exchange-type repulsion difference between the cis- and trans-configurations of compound 1 is in favour of the trans-configuration (by ~6.25 kcal mol−1), revealing that the stabilization energies associated with the hyperconjugative interactions do not compensate the destabilizations associated with the exchange component and dipole-dipole interactions. Importantly, the C=C bond paths in the cis-configuration of compound 1 are bent in essentially the same direction (towards the C–F bonds), leading to an increased overlap and a stronger C–C bond, whereas the C–C bond paths in the trans-configuration are bent in opposite directions. Accordingly, the co-operative stabilizations associated with the bending of the C=C bond paths (towards the C–F bonds) and total hyperconjugative generalized anomeric effect overcome the destabilizations associated with the exchange component and dipole–dipole interactions, leading to the preference of the cis-configuration in compound 1. The deletions of all the donor–acceptor electronic interactions from the Fock matrices of the cis- and trans-configurations of compounds 2 and 3 lead to the increase of the trans-conformation stabilities compared with their corresponding cis-conformations, revealing the determining impacts of the hyperconjugative interactions on the configurational preferences in compounds 2 and 3.

Exploring the Origin of the Generalized Anomeric Effects in the Acyclic Nonplanar Systems.

Contrary to the published conclusions in the literature concerning the origin of the generalized anomeric relationships in open-chain nonplanar systems, its origin has remained an open question. In order to explore the origin of the generalized anomeric relationships in open-chain nonplanar systems, we assessed the roles and contributions of the effective factors on the conformational properties of methyl propargyl ether (1), methyl propargyl sulfide (2), and methyl propargyl selenide (3) by means of the G3MP2, CCSD(T), MP2, LC-ωPBE, and B3LYP methods and natural bond orbital (NBO) interpretations. We examined the contributions of the hyperconjugative interactions on the conformational preferences of compounds 1-3 by the deletions of the orbitals overlapping from the Fock matrices of the gauche- and anti-conformations. The trend observed for energy changes in the Fock matrices justify the variations of the gauche-conformations preferences going from compound 1 to compound 3, revealing that the hyperconjugative interactions are solely responsible for the generalized anomeric relationships in compounds 1-3. Accordingly, the conclusions published in the literature concerning the origin of the generalized anomeric effect in the acyclic nonplanar compounds should be revised by these findings. The Pauli exchange type repulsions (PETR) are in favors of the gauche-conformations and the variations of the PETR differences between the gauche- and anti-conformations of compounds 1-3 correlate well with their gauche-conformations preferences, revealing that the generalized anomeric relationships in compounds 1-3 have also the Pauli exchange-type repulsions origin. The resemblance between the preorthogonal natural bond orbitals (that are involved in the hyperconjugative interactions) and their corresponding molecular orbitals have been investigated.

Quantification of cross-conjugation

ABSTRACTThe effects of ‘through-conjugation’ (TC) vs. ‘cross-conjugation’ (CC) have been studied in a series of [n]dendralene analogues with the aid of high-level molecular orbital (MO) calculations using composite G3MP2 method. The energy differences between TC and the corresponding CC alkenes have been determined and found to be small and comparable to the conformational barrier for rotation around the C–C single bond. The destabilisation in CC vs. TC alkenes per C = C unit does not show different trends within the even and odd series of [n]dendralenes. The observed differences in UV–vis and nuclear magnetic resonance (NMR) spectra and chemical reactivities between even and odd [n]dendralenes are thus solely due to conformational preferences which of course affect C = C bond conjugation (π-delocalisation). We also propose new partially hydrogenated graphene materials (‘dendraphenes’) which were introduced in the isodesmic reactions designed to study CC.

Electron Ionization of Serine and Threonine: a Discussion about Peak Intensities

The present study describes the fragmentation under electron ionization (EI) of gas phase serine and threonine amino acids. Ab initio methods were performed to calculate the fragmentation paths and interpret the mass spectra. The six lowest energy conformers of L-serine, L-threonine and L-allo-threonine were obtained with B3LYP, G3MP2 and MP2 methods. The adiabatic and vertical ionization energies of the most stable conformers are reported. The structures of fragment ions and neutral species formed by direct bond cleavages as well as rearrangement reactions were obtained. Appearance energies (AE) were calculated for the formation of particular fragment ions at 200 °C. The order of peak intensities were compared with the theoretical calculated AEs, and a complementary explanation was provided about the relative abundance of fragmentation products.

Vibrational spectroscopy, intramolecular CH⋯O interaction and conformational analysis of 2,5-dimethyl-benzyl benzoate

The aim of this study was to report the spectroscopic and electronic properties of 2,5-dimethyl-benzyl benzoate. FT-IR and Raman vibrational spectral analyses were performed, while a computational approach was used to elucidate the vibrational frequency couplings. The electronic properties were predicted using the Density Functional Theory, while the G3MP2 method was employed in the thermochemical calculation. A conformational analysis, frontier orbitals, partial atomic charge distribution and the molecular electrostatic potential were also estimated. Concerning to the dihedral angles in the ester group, a conformational analysis showed a barrier energy of 10 kcal mol−1, while other small barriers (below 0.6 kcal mol−1) were predicted within the potential surface energy investigation. Insights into the relative stability among the different positions of methyl groups in the phenyl ring demonstrated that the energy gaps were lower than 1 kcal mol−1 among the regioisomers. In addition, the Quantum Theory of Atoms in Molecules (QTAIM) was used to understand the intramolecular CH⋯O interaction in the title compound, while various methodologies were applied in the atomic charge distribution to evaluate the susceptibility to the population method.

Thermodynamics of a model biological reaction: A comprehensive combined experimental and theoretical study

In this work we applied experimental and theoretical thermodynamics to methyl ferulate hydrolysis, a model biological reaction, in order to calculate the equilibrium constant and reaction enthalpy. In the first step, reaction data was collected. Temperature-dependent equilibrium concentrations of methyl ferulate hydrolysis have been measured. These were combined with activity coefficients predicted with electrolyte PC-SAFT in order to derive thermodynamic equilibriums constants Ka as a function of temperature.In a second step, thermochemical properties of the highly pure reaction participants methyl ferulate and ferulic acid were measured by complementary thermochemical methods including combustion and differential scanning calorimetry. Vapor pressures and sublimation enthalpies of these compounds were measured by transpiration and TGA methods over a broad temperature range. Thermodynamic data on methyl ferulate and ferulic acid available in the literature were evaluated and combined with our own experimental results. Further, the standard molar enthalpy of methyl ferulate hydrolysis reaction calculated according to the Hess's Law applied to the reaction participants was found to be in agreement with the experimental reaction enthalpy from the equilibrium study.In a final step, the gas-phase equilibrium constant of methyl ferulate hydrolysis at 298.15 K was calculated with the G3MP2 method. This value was adjusted to the liquid phase using the experimental vapor pressures of the reaction participants. As a result, the liquid phase Ka value calculated by quantum chemistry with additional data on the pure reaction participants was in good agreement with the experimental Ka reported in the literature for the aqueous phase. The thermodynamic procedure based on the quantum-chemical calculations is found to be a valuable option for assessment of thermodynamic properties of biologically relevant chemical reactions.

Conformational search, spectral analysis and electronic properties of 5-(4-Pyridinyl)-1,3,4-thiadiazol-2-amine

Comprehensive investigation of molecular geometry and electronic structure of 5-(4-Pyridinyl)-1,3,4-thiadiazol-2-amine in ground as well as in the first excited state has been carried out. The stable conformers of the title compound have been determined from the 3D potential energy scan by varying selected dihedral angles, responsible for conformational flexibility. As the energy difference between the conformers was very small, the relative stability has been confirmed at potentially high-level G2MP2 method. The most stable structure was optimized with B3LYP and M06-2X functional using polarized triple-zeta 6-311++G(d,p), to obtain the ground state structure and calculation of vibrational wavenumbers. Experimental FT-IR and FT-Raman spectra were compared with theoretical spectral data. Dipole moment, polarizability, first static hyperpolarizability and molecular electrostatic potential surface map have been calculated to get a better insight of the properties of title molecule. Frequency-dependent first hyperpolarizability β(−2ω;ω,ω) has also been evaluated to gauge the non-linear optical behavior of the title compound. Natural bond orbital (NBO) analysis has been done to study the stability of the compound arising from charge delocalization. UV–Vis spectrum, possible solvent-solute interaction and electronic properties such as frontier orbitals, band gap energies have been calculated by TD-DFT approach. 1H nuclear magnetic resonance chemical shifts of the title compound were calculated using the Gauge-Including Atomic Orbital (GIAO) method and compared with experimental data.