cyclitol/asthenia

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Strength from weakness: conformational divergence between solid and solution states of substituted cyclitols facilitated by CH···O hydrogen bonding.

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We have investigated the conformational preferences of a series of cyclitol derivatives, namely mono- and diesters of 1,2:5,6-di-O-isopropylidene-myo-inositol and 1,2:5,6-di-O-cyclohexylidene-myo-inositol, in both solid and solution states. The solid-state conformations were determined by

Strength from weakness: opportunistic CH···O hydrogen bonds differentially dictate the conformational fate in solid and solution states.

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We show that the CH···O hydrogen bond can be opportunistic to differentially dictate the conformation of cyclitols in solution and solid states. While several intermolecular CH···O stabilize the chair-conformation in the solid, single intramolecular CH···O stabilizes an otherwise unfavorable

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