Molecular recognition in curved π-systems: effects of π-lengthening of tubular molecules on thermodynamics and structures.

ABSTRACT: The thermodynamics and molecular structure of a supramolecular complex between a tubular molecule, (P)-(12,8)-[4]cyclo-2,8-anthanthrenylene, and fullerene were investigated. The enthalpy-driven characteristics of the association were enhanced upon lengthening of the curved sp2-carbon networks in the tubular molecule as a result of an increase in the C-C contact areas in addition to the emergence of CH-π contacts with aliphatic chains. The involvement of CH-π interactions in the molecular recognition consequently increased the entropy cost for the association, and the importance of molecular structures at the edge of tubular molecules was revealed. An inflection-free, smooth surface inside the tubular molecule was revealed by crystallographic analysis, which allowed for dynamic motions of t

SUBMITTER: Matsuno T 

PROVIDER: S-EPMC5811110 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature