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February 2016 issue
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Substituted benzoic acid and cinnamic acid esters are of interest as tyrosinase inhibitors. In the amide-based intermediate N-(4-acetylphenyl)-2-chloroacetamide, the acetylphenyl ring and the N—(C=O)—C unit of the acetamide group are almost coplanar. Instead of esterification, a cheaper and more efficient synthetic method has been developed for the preparation of 2-(4-acetylanilino)-2-oxoethyl cinnamate, in which the acetamide and cinnamate groups are also almost planar. N—H⋯O, C—H⋯O and C—H⋯π interactions link molecules of both compounds into three-dimensional networks.
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Two d10 coordination polymers of ZnII and CdII have been synthesized from a flexible 4,4′-(1,4-phenylenedioxy)bis(benzene-1,2-dicarboxylate) ligand and two different N-containing auxiliary ligands through a mixed-ligand synthetic strategy under a solvothermal environment. Both compounds present one-dimensional chain structures and two-dimensional supramolecular layer structures constructed through weak hydrogen bonds.
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The anhydrous morpholinium salts of the ring-substituted benzoic acid analogues salicylic acid, 3,5-dinitrosalicylic acid, 3,5-dinitrobenzoic acid and 4-nitroanthranilic acid provide two examples of one-dimensional hydrogen-bonded chain polymers, one of a two-layered ribbon structure and one of a discrete cyclic hydrogen-bonded heterotetramer.
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Reaction pathway calculations reveal that 1,1′-(ethylene-1,2-diyl)dipyridinium dichloride dihydrate and 1,1′-(ethylene-1,2-diyl)dipyridinium dibromide, whose structures were determined by powder X-ray diffraction, are formed by successive SN2 reactions beginning with pyridine and the appropriate 1,2-dihaloethane.
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Discrete binuclear copper(II) and tetranuclear cadmium(II) complexes containing deprotonated N-[2-(2-hydroxybenzoyl)hydrazinecarbonothioyl]propanamide ligands are connected by hydrogen bonds and van der Waals interactions to form three-dimensional supramolecular architectures. The different coordination modes may be attributed to the larger ionic radius of the CdII ion compared with the CuII ion.
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Based on its potent physiological activities, the citrus flavonoid nobiletin has become an attractive candidate for use as a therapeutic agent. The crystal structure analysis revealed it to be conformationally chiral because of the conformational arrangement of the four methoxy groups bound to the chromene ring of the flavone moiety.
CCDC reference: 1446723
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ZnII ions are connected by 4,4′-bipyridine ligands to form a one-dimensional zigzag chain and the chains are decorated with anionic 3-nitrobenzoate ligands which interact further through aromatic π–π stacking interactions, expanding the structure into a threefold interpenetrated two-dimensional supramolecular architecture.
CCDC reference: 1446355
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Reactions of benzene-1,4-dicarboxylic acid (H2BDC) and pyridine (py) with ZnII or CoII yielded a two-dimensional ZnII and a one-dimensional CoII coordination polymer. In the former, centrosymmetric paddle-wheel-like Zn2(μ2-COO)4 units are linked by benzene rings to generate a two-dimensional layered structure. The latter displays a one-dimensional double-chain structure based on Co2(μ2-COO)2 units.
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The crystal structure of CB-TE2A+·Cl−·3H2O is reported together with its comparison to closely related structures. The reason the macrocycle forms complexes with copper ions slowly is discussed.
CCDC reference: 1446067
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A CoII dimer is described with an unreported two-dimensional supramolecular topology formed from deprotonated trimesic acid and triethanolamine ligands. Four classical hydrogen bonds between carboxylate groups and hydroxyethyl arms stabilize and extend the zero-dimensional molecules into a two-dimensional supramolecular network. A variable-temperature magnetic study shows the existence of antiferromagnetic behaviour in the complex.
CCDC reference: 1446311
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In a new one-dimensional zigzag polymeric CuII complex based on bridging bis(salicylidene)propylenediamine-type Schiff base and dicyanamide ligands, the chelating characteristics of the Schiff base ligand result in the formation of a CuII dimer with a double phenolate bridge in the asymmetric unit.
CCDC reference: 915655
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Although organic amides are often thought of as being nonbasic and hence non-ionizable, it is possible to protonate them using strong acids and to isolate their salt forms in the solid. We present here the structures of three salt forms of the pharmaceutically relevant amide dihydrocarbamazepine and compare their molecular and supramolecular structures with those of dihydrocarbamazepine and carbamazepine analogues.
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Salicylhydroxamic acid is known for its strong coordination ability and multiple coordination modes. In a structure based on the salicylhydroxamate ligand, salicylhydroxamate(3−), acetate, hydroxide and oxide ligands adopt complicated coordination modes and link six NiII and two MoVI cations into an octanuclear heterometallic cluster. Studies of the magnetic properties reveal antiferromagnetic interactions between the NiII cations.
CCDC reference: 1445495
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In the two-dimensional sodium(I) coordination polymer incorporating 4,4′-(diazenediyl)bis(1H-1,2,4-triazol-5-one) (ZTO), each Na+ metal centre is bridged to a neigbouring Na+ cation by two water molecules to give a one-dimensional [Na(H2O)2]n chain. The ZTO2− ligand, an O atom of which also bridges the same pair of Na+ cations, then crosslinks these chains to form two-dimensional sheets. The two-dimensional sheets are further connected by intermolecular hydrogen bonds.
CCDC reference: 1449531
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Two one-dimensional CoII coordination polymers based on N,N′-bis(pyridin-3-yl)oxalamide have been assembled by the solvothermal method. Single-crystal X-ray diffraction analyses reveal that the two compounds are supramolecular isomers, the isomerism being induced by the orientation of dimethylformamide molecules in the crystal lattice.