Structural Chemistry

, Volume 23, Issue 2, pp 325–332

X-ray analysis at 150 K, synthesis and theoretical calculations of 1-naphthaleneacrylic acid

  • Aleksandra Tyl
  • Elżbieta Chełmecka
  • Magdalena Jabłońska
  • Maria Nowak
  • Joachim Kusz
  • Karol Pasterny
  • Roman Wrzalik
Original Research

DOI: 10.1007/s11224-011-9873-1

Cite this article as:
Tyl, A., Chełmecka, E., Jabłońska, M. et al. Struct Chem (2012) 23: 325. doi:10.1007/s11224-011-9873-1

Abstract

The X-ray structure, synthesis, theoretical calculation and IR spectra of 1-naphthaleneacrylic acid are reported. The titled compound crystallizes in the monoclinic C 2/c space group with unit cell parameters: a = 14.556(3), b = 5.1332(10), c = 26.832(5) Å, β = 97.02(3)°, V = 1989.8(7) Å3, Z = 8 and form typical centrosymmetric hydrogen-bonded dimers. Theoretical calculations of 1-naphthylacrylic acid isolated molecule and hydrogen-bonded dimer have been carried out using density functional theory at the B3LYP level. For optimized structures the vibrational spectra have been then calculated and compared with experimental IR spectrum. The assignment and characterization of theoretical vibrational spectra were based on the potential energy distribution analysis. This comparison has shown that the theoretical spectrum for the dimer structure is in good agreement with the experimental one. Structural comparisons with naphthalene, and with some substituted 2-propenoic acids have shown influence of the substituent on conformation of the naphthalene ring or 2-propenoic moiety.

Keywords

Naphthaleneacrylic acid Crystal structure Density functional theory (DFT) calculation IR spectra Hydrogen bonds 

Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Aleksandra Tyl
    • 1
  • Elżbieta Chełmecka
    • 2
  • Magdalena Jabłońska
    • 1
    • 3
  • Maria Nowak
    • 4
  • Joachim Kusz
    • 4
  • Karol Pasterny
    • 4
  • Roman Wrzalik
    • 4
  1. 1.Institute of ChemistryUniversity of SilesiaKatowicePoland
  2. 2.Division of Statistics, Department of Instrumental AnalysisMedical University of SilesiaSosnowiecPoland
  3. 3.Institute of Environmental Engineering of the Polish Academy of SciencesZabrzePoland
  4. 4.Insitute of PhysicsUniversity of SilesiaKatowicePoland