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Regular pentagonal adhesive tiles were obtained by designing a cyclic fluoropentamer with an internal CF⋅⋅⋅HN H-bonded network and “sticky” edges that can glue the molecules together through intermolecular CArH⋅⋅⋅OC H bonds. In the crystal they form the mathematically predicted densest all-pentagon 2D lattice with a packing density of 0.921 (see picture).
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Ren et al. (2011) studied this question.
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