Synthesis, structural elucidation and spectroscopic analysis of 3a,8b-dihydroxy-4-oxo-1H,2H,3H,3aH,4H,8bH-indeno[1,2-d]imidazolidin-2-iminium chloride

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Nov:97:1063-71. doi: 10.1016/j.saa.2012.07.118. Epub 2012 Aug 4.

Abstract

Ninhydrin guanidinium chloride (3a,8b-dihydroxy-4-oxo-1H,2H,3H,3aH,4H,8bH-indeno [1,2-d]imidazolidin-2-iminium chloride) a semiorganic crystal was synthesized. The structure was determined using X-ray single crystal technique. Comparisons between the FT-IR spectrum of ninhydrin guanidinium chloride with ninhydrin were made. Melting point was found using thermal measurements. The molecular geometry, vibrational frequencies and Mulliken charges of the compound in the ground state have been calculated by the density functional theory (DFT) method with 3-21G(d,p) basis set and theoretical frequencies were compared with the experimental FT-IR spectrum. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis, natural bond orbitals (NBO) and thermodynamic properties at various temperatures of the compound were investigated by theoretical calculations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallization
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Imidazolidines / chemical synthesis*
  • Imidazolidines / chemistry*
  • Imines / chemical synthesis*
  • Imines / chemistry*
  • Indenes / chemical synthesis*
  • Indenes / chemistry*
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Spectroscopy, Fourier Transform Infrared
  • Static Electricity
  • Thermodynamics
  • Thermogravimetry
  • Vibration

Substances

  • 3a,8b-dihydroxy-4-oxo-1H,2H,3H,3aH,4H,8bH-indeno(1,2-d)imidazolidin-2-iminium chloride
  • Imidazolidines
  • Imines
  • Indenes