Supramolecular structures of substituted α,α′-trehalose derivatives

Abstract

The structures of five substituted α,α′-trehalose trehalose derivatives have been determined, and these are compared with those of four previously published analogues. In 2,2′,3,3′,4,4′-hexaacetato-6,6′-bis-O-methylsulfonyl-α,α′-trehalose, C26H38O21S2, where the molecules lie across twofold rotation axes in the space group C2, a single C—H...O=S hydrogen bond links the molecules into sheets. 2,2′,3,3′,4,4′-Hexaacetato-6,6′-bis-O-(4-toluenesulfonyl)-α,α′-trehalose, C38H46O21S2, crystallizes with Z′ = 2 in the space group P212121 and a combination of three C—H...O hydrogen bonds, each having a carbonyl O atom as an acceptor, and a C—H...π(arene) hydrogen bond link the molecules into a three-dimensional framework. 2,2′,3,3′,4,4′-Hexaacetato-6,6′-diazido-α,α′-trehalose, C24H32N6O15, crystallizes as a partial ethanol solvate and three C—H...O hydrogen bonds link the substituted trehalose molecules into a three-dimensional framework. In 2,2′,3,3′-tetraacetato-6,6′-bis(N-acetylamino)-α,α′-trehalose dihydrate, C24H36N2O15·2H2O, the substituted trehalose molecules lie across twofold rotation axes in the space group P21212 and a three-dimensional framework is generated by the combination of O—H...O and N—H...O hydrogen bonds. The diaminotrehalose molecules in 6,6′-diamino-α,α′-trehalose dihydrate, C12H24N2O9.2(H2O), lie across twofold rotation axes in the space group P43212: a single O—H...N hydrogen bond links the trehalose molecules into sheets, which are linked into a three-dimensional framework by O—H...O hydrogen bonds.