Correlation between single crystal data and molecular mechanics calculation of 3-(2-hydroxy-phenylimino)-1,3-diphenyl-propan-1-one
Open Access
- 30 June 2019
- journal article
- Published by European Journal of Chemistry in European Journal of Chemistry
- Vol. 10 (2), 139-145
- https://doi.org/10.5155/eurjchem.10.2.139-145.1838
Abstract
The Schiff base 3-(2-hydroxy-phenylimino)-1,3-diphenyl-propan-1-one (L), was prepared and characterized by elemental analysis, IR, 1H NMR and mass spectral techniques. The crystal and molecular structures were determined by using the single crystal X-ray diffraction data. The crystal was triclinic with unit-cell dimensions: a = 9.051(3) Å, b = 10.245(3) Å, c = 11.016(3) Å, α = 69.28(2)°, β = 81.66(2)°, γ = 64.25(2)°, space group is Pī and Z = 2. The structure was refined by least squares method. The single crystal was prepared by supersaturating method using tetramethoxysilane as gelling agent. Energy minimization for locating stable conformations and single point energy calculations for comparing the obtained and calculated conformations of the same molecule were carried out using molecular mechanics method (MM2 force field). The bond lengths and the bond angles were calculated and compared with the values obtained from the single crystal analysis. The obtained results were discussed and evaluated. Generally, the calculated parameters are in good agreement with the corresponding X-ray diffraction values. The obtained results reveal that, the amine-imine tautomerism is more preferable than keto-enol form and the intra-hydrogen bond stabilize the amine-imine tautomerism.Keywords
This publication has 15 references indexed in Scilit:
- Cyclocondensation, antimicrobial activity and semi-empirical AM1-MO calculations of benzopyrone derivativesEuropean Journal of Chemistry, 2012
- Crystal and molecular structure of bis(4-bromo-N-(diethylcarbamothioyl)benzamido)nickel(II) complexEuropean Journal of Chemistry, 2012
- Synthesis and crystal structure of 2-methoxy-4,6-bis(4-nitrophenoxy)-1,3,5-triazineEuropean Journal of Chemistry, 2012
- The supramolecular structures of oximes: an update and the crystal structure of 1,3-diphenyl-propan-2-one oximeEuropean Journal of Chemistry, 2010
- Solvothermal Preparation of Drug Crystals: DidanosineCrystal Growth & Design, 2010
- Synthesis, characterization, DNA cleavage and in vitro antimicrobial studies of La(III), Th(IV) and VO(IV) complexes with Schiff bases of coumarin derivativesEuropean Journal of Medicinal Chemistry, 2009
- Mononuclear, Five-Coordinate Lanthanide Amido and Aryloxide Complexes Bearing Tetradentate (N2O2) Schiff BasesInorganic Chemistry, 2004
- Metal–Salen Schiff base complexes in catalysis: practical aspectsChemical Society Reviews, 2004
- Supersaturation by gelling: Gel‐grown single crystals of metal(II)carboxylatesCrystal Research and Technology, 1990
- Tetramethoxysilane as gel forming agent in crystal growthJournal of Crystal Growth, 1982