Open AccessElectronic Transitions, Inter- and Intra-Bond Interactions of an Azabicycle Single Crystal using DFT
Author(s) -
J. Dineshkumar,
S. Subashchandrabose,
Shanawer Niaz,
P. Parthiban
Publication year - 2021
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2021.23334
Subject(s) - chemistry , natural bond orbital , triclinic crystal system , density functional theory , intramolecular force , excited state , molecule , crystallography , molecular orbital , molecular orbital diagram , crystal (programming language) , computational chemistry , crystal structure , atomic physics , molecular orbital theory , stereochemistry , physics , organic chemistry , computer science , programming language
2,4-Diphenyl-3-azabicyclo[3.3.1]nonan-9-one O-benzyloxime (ABN-OBn) was synthesized bymodified Mannich condensation, purified by recrystallization and single crystals were grown by slowevaporation from ethanol. The empirical formula of the molecule is C27H28N2O as witnessed by HRMS,elemental analysis and the X-ray diffraction. The crystal belongs to triclinic system (α = 73.640, β =78.505, γ = 87.078) with P-1 space group. The electronic excited states of ABN-OBn have beencalculated using TD-DFT/B3LYP/6-31G(d,p) level of theory, in order to investigate the electronictransitions within the molecule. Frontier molecular orbitals (FMOs) of ABN-OBn have been studiedto understand the electronic charge distributions and its band gap (5.0514 eV/245.45 nm). Density ofstates (DOS), partial density of states (PDOS) and total density of states (TDOS) with respect tofunctional groups were computed to investigate the electron densities of functional groups in themolecule. Natural bond orbital (NBO) has been performed to explore the intramolecular π-π* interactionof the compound.