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- Title
Effect of Co-Crystal Formers on the Supramolecular Patterns and Luminescence Properties of Co-Crystals Comprising Fenbufen and Diverse N-Heterocycles.
- Authors
Fa-Yuan Ge; Li-Hua Huo; Shu-Nan Zhao; Zhao-Peng Deng; Zhu-Yan Zhang; Shan Gao
- Abstract
Four co-crystals [(2-apy)•(Fbf)] (1), [(2-apz)•(Fbf)] (2), [(4,4'-bipy)•2(Fbf)] (3), and [(4,4'-bpe)•2(Fbf)] (4) (Fbf = fenbufen, 4-(4-biphenylyl)-4-oxobutyric acid, 2-apy = 2-aminopyridine, 2-apz = 2-aminopyrazine, 4,4'-bipy = 4,4'-bipyridine, 4,4'-bpe = trans-1,2-bis(4-pyridyl)ethene) have been obtained from the reaction of Fbf and different N-heterocycles by either liquid-assisted grinding method or solution evaporation, and characterized by elemental analysis, infrared spectroscopy, differential scanning calorimetry, photoluminescence spectroscopy, and powder- and single-crystal X-ray diffraction. Structural analyses indicate that conformations of Fbf molecules are highly related to the lone pair•••π, C-H•••π, or C-H•••O interactions, which lead to the formation of different dihedral angles in the four planes in Fbf. With these non-covalent interactions, Fbf presents trans conformation in compounds 1, 3, 4, and cis conformation in compound 2. Interestingly, the packing diagrams of compounds 1 and 2 are very similar to the different trigonometric functions. Compounds 3 and 4 exhibit discontiguous packing diagrams with short snake-shaped chains owing to the higher symmetry of 4,4'-bipy and 4,4'-bpe molecules. Moreover, the differential scanning calorimetry analyses indicate the lower melting point of all compounds when compared with that of free Fbf. Luminescence investigation shows that only compound 1 exhibits strong blue emission in the solid state at room temperature.
- Subjects
CRYSTALS spectra; HETEROCYCLIC compounds; LUMINESCENCE
- Publication
Australian Journal of Chemistry, 2016, Vol 69, Issue 8, p836
- ISSN
0004-9425
- Publication type
Article
- DOI
10.1071/CH15630