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Co-crystallization of a monofunctionalized hy-droxy pillar[5]arene with 1-octa-namine resulted in the formation of an inclusion complex where the alkyl chain is threaded in the macrocycle cavity, namely 1,2,3,4-(1,4-dimeth-oxy)-5-(1-hy-droxy-4-meth-oxy)-pillar[5]arene-1-octa-namine-water (1/1/1), C 44 H 48 O 10 ·C 8 H 19 N·H 2 O. The guest compound is stabilized inside the cavity by hydrogen-bonding and C-H⋯π inter-actions. The water mol-ecule in the asymmetric unit mediates the formation of a supra-molecular dimer by hydrogen-bonding inter-actions. These functionalized-pillararene hosts expand the possibility of exploring more supra-molecular inter-actions with various guest species.

Single-crystal X-ray diffraction study of a host–guest system comprising monofunctionalized-hydroxy pillar[5]arene and 1-octanamine