Structural investigation of the β-cyclodextrin complexes with linalool and isopinocampheol – Influence of monoterpenes cyclicity on the host–guest stoichiometry

• Crystalline complexes of β-CD with linear monoterpene alcohols show 2:2 stoichiometry.
• Solid state complexes of β-CD with monocyclic monoterpene alcohols show 2:2 stoichiometry.
• β-CD forms 2:3 solid state complexes with bicyclic monoterpene alcohols.

The crystal structures of the complexes of β-cyclodextrin with two chiral terpene alcohols are presented. (−)-Linalool forms the complex of a 2:2 host–guest stoichiometry, while the complex with (−)-isopinocampheol exhibits a 2:3 stoichiometry. The comparison of the crystal structures with the data for other complexes of β-cyclodextrin with chiral monoterpene alcohols obtained from Cambridge Structural Database (CSD) highlights the tendency of linear and monocyclic alcohols to form complexes of 2:2 stoichiometry whereas bicyclic alcohols prefer to form 2:3 host–guest inclusion complexes.

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