Kenta Kasugai, Suzumi Hashimoto, K. Imai
Jul 22, 2011
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Journal
Crystal Growth & Design
Abstract
A scissors-shaped compound, 2,2-bis(4-hydroxy-3-phenylphenyl)-1H-indene-1,3(2H)-dione (1), has been prepared as a new host species for crystalline host–guest complexes. Compound 1 afforded complexes of 1:1 host-to-guest ratio with acetone, EtOH, and CH2Cl2, and a 2:3 complex with benzene. The crystal structures of these complexes were elucidated. In all four crystals, a side-by-side dimer linked by head-to-tail >C═O···HO– hydrogen bonds is formed and functions as the building unit of supramolecular networks. Except for (1)2(benzene)3, the complexes featured intermolecular carbonyl–carbonyl interactions resulting in all-planar antiparallel alignment with markedly short C···O distances (< 3.15 A). In (1)(EtOH), the four-centered interaction including two hydroxyl and two carbonyl groups was observed and designated as a quasi-bifurcated hydrogen bonding motif. Such a four-centered interaction has been observed to occur widely in crystal structures as proved by database searches from the Cambridge Structural ...