Self-assembly behavior of tail-to-tail superstructure formed by mono-6-O-(4-carbamoylmethoxy-benzoyl)-ß-cyclodextrin in solution and the solid state.

A novel mono-modified ß-cyclodextrin (ß-CD) consisting of 4-carbamoylmethoxy-benzoyl unit at the primary side was synthesized and its self-assembly behavior was determined by X-ray crystallography and NMR spectroscopy. The crystal structure shows a 'Yin-Yang'-like packing mode, in which the modified ß-CD exhibits a channel superstructure formed by a tail-to-tail dimer as the repeating motif with the substituted group embedded within the hydrophobic cavity of the facing ß-CD. The geometry of the substituted group is determined by the inclusion of the cavity and is further stabilized by two intermolecular hydrogen bonds between the carbonyl O atom and phenyl group. Furthermore, NMR ROESY investigation indicates that the self-assembly behavior of the substituted group within the ß-CD cavity is retained in aqueous solution, and the effective binding constant Ka was calculated to be 1330 M(-1) by means of (1)H NMR titration according to iterative determination.

(E)-N'-[3-(4-Chloro-benzo-yloxy)benzyl-idene]pyridine-4-carbohydrazide acetic acid monosolvate monohydrate.

In the Schiff base mol-ecule of the title compound, C(20)H(14)ClN(3)O(3)·CH(3)COOH·H(2)O, the central benzene ring makes dihedral angles of 36.26 (7) and 27.59 (8)°, respectively, with the terminal chloro-phenyl and pyridine rings. In the crystal, the three components are linked by O-H⋯O, N-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds into a double-tape structure along the a axis.

The binding behavior of a helical column supramolecule formed by 6-deoxy-6-(2-pyrimidinethio)-ß-cyclodextrin in both solution and the solid state.

The mono-modified ß-cyclodextrin, 6-deoxy-6-(2-pyrimidinethio)-ß-cyclodextrin, was synthesized and characterized. Its self-assembly behavior was measured in both solution and the solid state. The crystal structure shows that the pyrimidine group penetrates deeply into the hydrophobic cavity of the adjacent ß-cyclodextrin from the second side, and the molecules are stacked along the twofold screw axis to form a head-to-tail helical columnar superstructure. Furthermore, the effective binding constant K and the aggregation number n were calculated to be 354M(-1) and 2.1, respectively, by means of (1)H NMR spectroscopy titration. The results indicate that the intramolecular/intermolecular interactions are a critical factor in determining the self-assembly behavior.

(E)-N'-[5-chloro-3-methoxy-2-(4-methylphenylsulfonyloxy)benzylidene]isonicotinohydrazide acetic acid solvate: hydrogen-bonded network of alternating R4(4)(42), R5(5)(33) and R6(6)(40) rings.

In the title compound, C21H18ClN3O5S x C2H4O2, a combination of O-H...O, N-H...O, C-H...O and C-H...N hydrogen bonds links the components into a complex network containing alternating R4(4)(42), R5(5)(33) and R6(6)(40) rings.

An investigation of the inclusion complex of beta-cyclodextrin with p-nitrobenzoic acid in the solid state.

The weak inclusion complex of cyclomaltoheptaose (beta-cyclodextrin, betaCD) with p-nitrobenzoic acid was investigated in the solid state. Crystallography shows that two betaCD molecules co-crystallize with two p-nitrobenzoic acids and 28.5 water molecules [2(C(42)H(70)O(35))x2(C(7)H(5)NO(4))x28.5H(2)O] in the triclinic system.

Encapsulation of quinine by beta-cyclodextrin: excellent model for mimicking enzyme-substrate interactions.

An inclusion complex formed by beta-cyclodextrin and quinine has been investigated in solution and in the solid state, in which the quinoline ring and the aliphatic ring locate in different hydrophobic cavities, respectively. The study on the inclusion geometry and weak interactions shows that the difference in conformation for this complex is a result of three main packing arrangement considerations, which can provide an ideal model mimicking enzyme-substrate interactions.

The molecular crystal structure and self-assembly behavior of 6(I)-O-(3-nitrophenyl)cyclomaltoheptaose.

The mono-modified beta-cyclodextrin derivative, 6(I)-O-(3-nitrophenyl)cyclomaltoheptaose{mono[6-O-(3-nitrophenyl)]-beta-cyclodextrin} was synthesized, and its crystal structure was determined by single-crystal X-ray analysis. The crystal structure suggests that the 3-nitrophenyl substituent group is inserted into the adjacent beta-cyclodextrin cavity from the secondary hydroxyl side, and the molecules are stacked along the twofold screw axis to form an infinite one-dimensional polymeric chain.

Binding ability and self-assembly behavior of linear polymeric supramolecules formed by modified beta-cyclodextrin.

[structure: see text] The binding ability and self-assembly behavior of molecular interpenetration by newly synthesized mono[6-O-(4-formyl-phenyl)-beta-cyclodextrin has been investigated, revealing the formation mechanism of modified cyclodextrin from solution aggregation to solid linear polymeric supramolecules.