Journal article
Halogen-bonded supramolecular assemblie based on phenylethynyl pyridine derivatives: Driving crystal packing through systematic chemical modifications
Crystal Growth & Design, Vol.8(8), pp.3066-3072
Aug/2008
Abstract
A series of phenylethynyl pyridine derivatives 1-4 possessing both perfluorocarbon (PFC) and hydrocarbon (HQ moieties have been synthesized and used for the formation of halogen bonding (XB)-based networks. X-ray crystal structure analyses indicate the dominance of XB synthons, which represent the one-dimensional (1D) structure directing interaction, leading to the formation of supramolecular chains. The influence of structural/electronic factors (e.g., electron donor/acceptor strength, sterically demanding substituents) on XB formation of compounds 1-4 have been compared with structurally related stilbazole systems (I, II). The XB-bonded networks are formed in collaboration with other noncovalent interactions such as pi-pi stacking, hydrogen bonding, C-H center dot center dot center dot F and F center dot center dot center dot F. Molecular electrostatic potentials and atomic polar tensor (APT) charges of the donor and acceptor sites have been determined by density functional theory (DFT) calculations.
Details
- Title
- Halogen-bonded supramolecular assemblie based on phenylethynyl pyridine derivatives; Driving crystal packing through systematic chemical modifications
- Creators
- Tanya Shirman (null) - The Weizmann Institute of ScienceJean-Francois Lamere (null)Linda J. W. Shimon (null) - 972WIS_INST___100Tarkeshwar Gupta (null)Jan M. L. Martin (null) - The Weizmann Institute of ScienceMilko E. van der Boom (null) - The Weizmann Institute of Science
- Resource Type
- Journal article
- Publication Details
- Crystal Growth & Design, Vol.8(8), pp.3066-3072; Aug/2008
- Number of pages
- 7
- Language
- English
- DOI
- https://doi.org/10.1021/cg800208w
- Record Identifier
- 993264072203596
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