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Popov, Ilya; Chen, Teng-Hao; Belyakov, Sergey; Daugulis, Olafs; Wheeler, Steven E.; Miljanić, Ognjen Š.
Chemistry : a European journal, February 9, 2015, Letnik: 21, Številka: 7Journal Article
We report structural characterization of a new member of m‐phenylene ethynylene ring family. This shape‐persistent macrocycle also co‐crystallizes with hexafluoro‐, 1,2,4,5‐tetrafluoro‐, 1,3,5‐trifluoro, and 1,4‐difluorobenzene. The four complexes are almost isostructural, and all show the fluoroarene included into the central cavity of the macrocycle. Characterized by multiple short CH⋅⋅⋅FC contacts, these inclusion complexes further dimerize in the solid state into a 2+2 assembly, in which the two macrocycles embrace each other by their large hydrophobic groups that are rotated by 60° relative to one another. Planar and shape‐persistent m‐phenylene ethynylene macrocyclic host crystallizes in 1:1 complexes with a series of fluoroarene guests, including 1,3,5‐trifluorobenzene. The combination of (pseudo)sixfold symmetry of the host and threefold symmetry of the guest is reminiscent of the combination of symmetries observed in the arabesques of Alhmabra (see figure).
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