Abstract
The title compound, a new fluorinated stilbazole-based chromophore combines hydrocarbon (HC) donor and perfluorocarbon (PFC) acceptor sites in one rigid-rod-type conjugated molecule. The bifunctional stilbazole derivative combines several possibilities of weak, medium, and strong intermolecular interactions leading to an attractive crystal packing. The chromophore shows strong π-π stacking behavior in solution, while its crystal structure consists of an infinite unimolecular network involving both interchain π-π stacking and N⋯Br halogen bonding. The latter Lewis acid-base interactions do not play a dominant role in controlling the solution optical properties. In the solid state, the molecules are aligned in one-dimensional infinite head-to-tail chains as a result of attractive halogen bonding. Adjacent chains are oriented in opposite directions.
| Original language | English |
|---|---|
| Pages (from-to) | 1671-1673 |
| Number of pages | 3 |
| Journal | Crystal Growth and Design |
| Volume | 5 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - Sep 2005 |
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ASJC Scopus subject areas
- Chemistry(all)
- Materials Science(all)
- Condensed Matter Physics
Cite this
4′-Bromo-2′,3′,5′,6′-tetrafluorostilbazole : Donor and acceptor site for halogen bonding and π-stacking in one rigid-rod-type molecule. / Lucassen, André C B; Vartanian, Maida; Leitus, Gregory; van der Boom, Milko.
In: Crystal Growth and Design, Vol. 5, No. 5, 09.2005, p. 1671-1673.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - 4′-Bromo-2′,3′,5′,6′-tetrafluorostilbazole
T2 - Donor and acceptor site for halogen bonding and π-stacking in one rigid-rod-type molecule
AU - Lucassen, André C B
AU - Vartanian, Maida
AU - Leitus, Gregory
AU - van der Boom, Milko
PY - 2005/9
Y1 - 2005/9
N2 - The title compound, a new fluorinated stilbazole-based chromophore combines hydrocarbon (HC) donor and perfluorocarbon (PFC) acceptor sites in one rigid-rod-type conjugated molecule. The bifunctional stilbazole derivative combines several possibilities of weak, medium, and strong intermolecular interactions leading to an attractive crystal packing. The chromophore shows strong π-π stacking behavior in solution, while its crystal structure consists of an infinite unimolecular network involving both interchain π-π stacking and N⋯Br halogen bonding. The latter Lewis acid-base interactions do not play a dominant role in controlling the solution optical properties. In the solid state, the molecules are aligned in one-dimensional infinite head-to-tail chains as a result of attractive halogen bonding. Adjacent chains are oriented in opposite directions.
AB - The title compound, a new fluorinated stilbazole-based chromophore combines hydrocarbon (HC) donor and perfluorocarbon (PFC) acceptor sites in one rigid-rod-type conjugated molecule. The bifunctional stilbazole derivative combines several possibilities of weak, medium, and strong intermolecular interactions leading to an attractive crystal packing. The chromophore shows strong π-π stacking behavior in solution, while its crystal structure consists of an infinite unimolecular network involving both interchain π-π stacking and N⋯Br halogen bonding. The latter Lewis acid-base interactions do not play a dominant role in controlling the solution optical properties. In the solid state, the molecules are aligned in one-dimensional infinite head-to-tail chains as a result of attractive halogen bonding. Adjacent chains are oriented in opposite directions.
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U2 - 10.1021/cg0501433
DO - 10.1021/cg0501433
M3 - Article
VL - 5
SP - 1671
EP - 1673
JO - Crystal Growth and Design
JF - Crystal Growth and Design
SN - 1528-7483
IS - 5
ER -