Abstract

Three tartaric ester and tartaric acid derivatives (1–3) with the hydroxy groups being linked via cyclic acetal (1,3-dioxolane) formation to a rigid core, containing phenyl and ethynyl units, have been synthesized. Their crystal structures are reported, emphasizing the molecular geometry, intermolecular interactions, and the resulting packing motifs. All dioxolane rings present in the crystal structures of 1–3 are analyzed and compared with regard to their conformational behavior. In spite of similar substitution patterns, the dioxolane units adopt different conformations including twist and varying envelope isomers. The crystal structures are dominated by C–H···O (esters 1 and 2) and O–H···O (acid 3) hydrogen bonds, leading to different types of packing motifs being characteristic of strand and layer formation.

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