Original Paper

Journal of Molecular Modeling

, Volume 15, Issue 8, pp 935-943

First online:

Theoretical study of 1-(4-hexylcyclohexyl)-4-isothiocyanatobenzene: molecular properties and spectral characteristics

  • Maciej SzaleniecAffiliated withInstitute of Catalysis and Surface Chemistry, Polish Academy of Sciences Email author 
  • , Renata Tokarz-SobierajAffiliated withInstitute of Catalysis and Surface Chemistry, Polish Academy of Sciences
  • , Wacław WitkoAffiliated withHenryk Niewodniczański Institute of Nuclear Physics, Polish Academy of Sciences

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Abstract

The mesogenic species 4-(4-hexylcyclohexyl) isothiocyanatobenzene (6CHBT) was studied with density functional theory and molecular mechanics in order to investigate the molecular properties, interactions between dimers and to interpret the IR spectrum. Two types of calculations were performed for model systems containing single and double molecules of 6CHBT. Calculations (involving conformation analysis) for isolated species indicated that the trans isomer, in the equatorial–equatorial conformation, is the most energetically stable. The 6CHBT molecule is polar, with a rather high (4.43 D) dipole moment with negatively charged isothiocyanato (NCS) ligand. The dimer–dimer interaction energies show that the head-to-head configuration (where van der Waals attraction forces play the major role) is the most energetically stable. Vibrational analysis provided detailed assignment of the experimental infra-red (IR) spectrum.

http://static-content.springer.com/image/art%3A10.1007%2Fs00894-008-0450-5/MediaObjects/894_2008_450_Figa_HTML.gif
Figure

Most favorite 6CHBT head to head interaction - ESP mapped to electron density surface

Keywords

4-(Trans-4-hexylcyclohexyl) isothiocyanatobenzene Density functional theory Infra-red Van der Waals Molecular mechanics