The Crystal Structure, Spectral, and Density Functional Theory Studies of [3-(3-Bromophenyl)-cis-4,5-Dihydroisoxazole-4,5-Diyl]bis(Methylene)Diacetate


KARA Y. S. , EŞME A. , Sagdinc S.

JOURNAL OF APPLIED SPECTROSCOPY, vol.88, no.3, pp.633-644, 2021 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 88 Issue: 3
  • Publication Date: 2021
  • Doi Number: 10.1007/s10812-021-01219-y
  • Title of Journal : JOURNAL OF APPLIED SPECTROSCOPY
  • Page Numbers: pp.633-644
  • Keywords: X-ray crystal structure, Hirschfeld surface analysis, density functional theory, isoxazole, nuclear magnetic resonance, Fourier-transform infrared spectroscopy, NONLINEAR-OPTICAL PROPERTIES, FT-RAMAN, DERIVATIVES, 4,5-DIHYDROISOXAZOLES, ENERGY, C-13, IR, UV

Abstract

The crystal structure of [3-(3-bromophenyl)-cis-4,5-dihydroisoxazole-4,5-diyl]bis(methylene)diacetate (BDBD) was determined using X-ray diffraction data. Hirschfeld surface and fingerprint plots were used to locate and analyze the molecular surface. The optimized molecular structures, frontier molecular orbitals, quantum chemical parameters, and NMR chemical shifts of the investigated compound were calculated with DFT at the B3LYP/6-311G(d,p) level of theory. The experimental NMR of the studied compound was measured in deuterochloroform (CDCl3) solvent, employing tetramethylsilane as an internal standard. It was established that the experimental and simulated H-1 and C-13 NMR spectra were in good agreement. Vibrational spectrum analysis was carried out by FT-IR spectroscopy in the range 400-4000 cm(-1) for the title molecule. The vibrational frequencies of the investigated compound were calculated with DFT at the B3LYP/6-311G(d,p) level of the theory. The wavenumbers received complete vibrational assignments based on their potential energy distribution. The experimental and simulated FT-IR spectra were in good agreement.