Solid-state Transformation of Achiral Crystals to a Chiral Crystal by Guest Release from Host–Guest Inclusion Crystals of Achiral Host Compound

Solid-state transformation of achiral crystals into a chiral crystal was induced by thermal guest release from the host-guest inclusion complexes of 2,5-bis(hydroxydiphenylmethyl)thieno[3,2-b]thiophene as a host component. The chilarity of the resulting guest-free crystals, also obtained by recrystallization from dichloromethane, is attributed to conformational freezing of the achiral molecule into a chiral molecular structure in the solid state.

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