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Article
Structure and Conformation of Meso-2,4-di(N-carbazolyl)pentane
Journal of Molecular Structure
  • Patrick Wagers, University of Akron Main Campus
  • Wiley J Youngs, University of Akron Main Campus
  • Aditya Agrahari
  • Steven M Schildcrout
  • John Masnovi
Document Type
Article
Publication Date
11-5-2014
Disciplines
Abstract
The stereochemistry of the title compound is established as meso. The carbazole groups have no parallel planar close contacts (π-type interactions), which differs from the packing found previously for terminal 1,n-di(N-carbazolyl)alkanes. Bond distances, bond angles, and torsion angles are compared with those calculated for the isolated molecule using M06-2X density functional theory, which is designed to model intramolecular dispersion effects. The results indicate that dispersion effects have a significant influence on the molecular conformation, although packing effects likely determine the magnitude of the puckering about one of the nitrogens (N1) and give a crystal conformation closer to a theoretical local minimum than to the global minimum potential energy, which are calculated to differ by only 6.7 kJ/mol at 298 K.
Citation Information
Patrick Wagers, Wiley J Youngs, Aditya Agrahari, Steven M Schildcrout, et al.. "Structure and Conformation of Meso-2,4-di(N-carbazolyl)pentane" Journal of Molecular Structure Vol. 1076 (2014) p. 183 - 187
Available at: http://works.bepress.com/wiley_youngs/4/