Single crystal structure, Computational study (DFT) and Hirshfeld surface analysis of 4-chloro-1H-pyrazole
DOI:
https://doi.org/10.55747/bjedis.v1i1.58516Keywords:
Pyrazole, DFT, HOMO-LOMO, Mulliken atomic charge, Hirshfeld surface analysis.Abstract
The 4-chloro-1H-Pyrazole, C3H3ClN2 has grown in orthorhombic crystal system. The crystal packing stabilized using intermolecular N-H…H hydrogen bonding. The crystal structure of 4-chloro-1H-Pyrazole theoretically analyzed using Density Functional Theory (DFT) with B3LYP++G(d,p) basic set. The highest occupied molecular orbital, the lowest unoccupied molecular orbital, molecular electrostatic potential,and natural bond orbital of the optimized structure have been evaluated. Theoretical UV–Vis spectrum of the compound has been carried out for the better understanding of electronic absorption spectra with the help of the time-dependent density functional theory at room temperature.Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate and quantify the intermolecular interactions in the crystal..
References
Low-temperature crystal structure of 4-chloro-1H-pyrazole. K. Rue &R. G. Raptis (2021). ActaCryst. E77, 955-957.
M. Orio, D.A. Pantazis, F. Neese, Density functional theory, Photosynth Res 10 (2009) 443–453, doi:10.1007/s11120-009-9404-8.
T.H. Dunning, Gaussian basis sets for use in correlated molecular calculations.I. The atoms boron through neon and hydrogen, J. Chem. Phys. 90 (1989) 1007–1023, doi:10.1063/1.456153.
T.H. Dunning, Gaussian basis functions for use in molecular calculations. I.Contraction of (9s5p) atomic basis sets for the first-row atoms, J. Chem. Phys.53 (1970) 2823–2833, doi:10.1063/1.1674408.
J. Coates, Interpretation of Infrared Spectra of Organic Structures, John Wiley, New York, 2000.
R.M. Silverstein, G.C.Bassler, T.C. Morril, Spectrometric Identification of Organic Compounds,5thedu,JohnWiley and Sons Inc., Singapore,1991.
A. Therasa A Loganathan, S. Athavan Alias Anand, S. Kabilan Molecular structure , NMR, UV-Visbile, Vibrational spectroscopic and HOMO, LOMO analysis of (E)-1-2, 6-bis (4-methoxyphenyl)-3,3-dimethylpiperidine-4-ylidene)-2-(3(3, 5-dimethyl-1Hpyrazol-1-yl) pyrazin-2-yl) hydrazine dy DFT method, J. Mol. Struct. 2860 (2015) 30410-30415.
S. Kümmel, L. Kronik, Orbital-dependent density functionals: theory and applications, Rev. Mod. Phys. 80 (2008) 3–60, doi:10.1103/RevModPhys.80.3.
G. Zhang, C.B. Musgrave, Comparison of DFT methods for molecular orbital eigenvalue calculations, J. Phys. Chem. A 111 (2007) 1554–1561, doi:10.1021/jp061633o.
J.S. Al-Otaibi, Y.S. Mary, Y.S. Mary, R. Thomas, Quantum mechanical and photovoltaic studies on the cocrystals of hydrochlorothiazide with isonazidandmalonamide, J. Mol. Struct. 1197 (2019) 719–726, doi:10.1016/j.molstruc.2019.07.110.
R.G. Parr, R.G. Pearson, Absolute hardness: companion parameter to absolute electronegativity, J. Am. Chem. Soc. 105 (1983) 7512–7516.
D.A. Thadathil, S. Varghese, K.B. Akshaya, R. Thomas, A. Varghese, An insight into photophysical investigation of (E)-2-fluoro-N-(1-(4-nitrophenyl) ethylidene) benzohydrazide through solvatochromism approaches and computational studies, J. Fluoresc. 29 (2019) 1013–1027.
K.E. Srikanth, A. Veeraiah, T. Pooventhiran, R. Thomas, K.A. Solomon, C.J.S. Soma Raju, J.N.L. Latha, Detailed molecular structure (XRD), conformational search, spectroscopic characterization (IR, Raman, UV, fluorescence), quantum mechanical properties and bioactivity prediction of a pyrrole analogue, Heliyon 6 (2020) e04106.
A. Klamt, C. Moya, J. Palomar, A comprehensive comparison of the IEFPCM and SS(V)PE continuum solvation methods with the COSMO approach, J. Chem.TheoryComput. 11 (2015) 4220–4225, doi:10.1021/acs.jctc.5b00601.
G.D. Scholes, Introduction: light harvesting, Chem. Rev. 117 (2017) 247–248,doi:10.1021/acs.chemrev.6b00826.
C. Curutchet, B. Mennucci, Quantum chemical studies of light harvesting,Chem. Rev. 117 (2017) 294–343, doi:10.1021/acs.chemrev.5b00700.
W.L. Jorgensen, D.S. Maxwell, J. Tirado-Rives, Development and testing of the OPLS all-atom force field on conformational energetics and properties of organic liquids, J. Am. Chem. Soc. 118 (1996) 11225–11236.
W.L. Jorgensen, J. Tirado-Rives, The OPLS [optimized potentials for liquid simulations] potential functions for proteins, energy minimizations for crystals of cyclic peptides and crambin, J. Am. Chem. Soc. 110 (1988) 1657–1666.
A.D. Bochevarov, E. Harder, T.F. Hughes, J.R. Greenwood, D.A. Braden,D.M. Philipp, D. Rinaldo, M.D. Halls, J. Zhang, R.A. Friesner, Jaguar: a high-performance quantum chemistry software program with strengths in life and materials sciences, Int. J. Quant. Chem. 113 (2013) 2110–2142.
V.Siva ,M.Suresh,S.Athimoolam,Crystal structure and Hrishfeld surface analysis Hydrogen Phthalate Actacrys.(2019). E75, 1627-1631
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