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We report the synthesis of a new macrocyclic receptor, namely 2,8,14,20-tetra-hexyl-4,24:6,10:12,16:18,22- O , O '-tetra-kis-[2,3-di-hydro-[1,4]dioxino[2,3- g ]quinoxalin-7,8-di-yl]resorcin[4]arene, DeepQxCav , obtained by the addition of ethyl-ene glycol di-tosyl-ate to an octa-hydroxy quinoxaline cavitand. A 1:1 supra-molecular complex of this cavitand with benzene has been obtained and analysed through X-ray diffraction analysis. The complex, of general formula C 92 H 88 O 16 N 8 ·C 6 H 6 , crystallizes in the space group C 2/ c , with the cavitand host located about a twofold rotation axis. The benzene guest, which is held inside the cavity by C-H⋯π inter-actions and dispersion forces, is disordered over two equivalent sites, one in a general position and one lying on a twofold axis. The crystal structure features C-H⋯O hydrogen bonds and C-H⋯π inter-actions involving the alkyl chains, the aromatic rings, and the O atoms of the dioxane moiety of the resorcinarene scaffold. The crystal studied was refined as a two-component twin.

A new, deep quinoxaline-based cavitand receptor for the complexation of benzene