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Supramolecular Assemblies in Salts of 2,2'-Biimidazole with 5-Sulfosalicylic Acid and 3,4,5-Trihydroxybenzoic Acid

Supramolecular Assemblies in Salts of 2,2'-Biimidazole with 5-Sulfosalicylic Acid and 3,4,5-Trihydroxybenzoic Acid
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摘要 Supramolecular assemblies of 2,2'-biimidazole with 5-sulfosalicylic acid and 3,4,5-trihydroxybenzoic acid, have been synthesized and characterized by single-crystal X-ray diffraction methods. Both the two proton-transfer compounds of 2,2'-biimidazole with 3-carboxy-4-hydroxybenzenesulfonic acid (5-sulfosalicylic acid, 5-SSA) [namely bis(2-(2-1H-imidazolyl)-1H-imidazolium) 4-hydroxybenzene-3-carboxylate-1-sulfonate monohydrate, 2(C6HTN4)^+· CTH4068^2-.H2O, (Ⅰ)] and 3,4,5-trihydroxybenzoic acid [namely 2,2'-bi-1H-imidazolium bis(3,4,5-trihydroxybenzoate) tetrahydrate, C6H8N4^2+ ·2(C7H5O5)^-·4(H20), (Ⅱ)] feature extensively hydrogen-bonded three-dimensional network structures having significant interlayer n-n interactions between the cation and anion species. In Ⅰ, a 5-SSA^2- dianionic species results from deprotonation of both the sulfonic and the carboxylic acid groups, all available O-atom acceptors interact with all cation and water molecule donors by hydrogen bonds. In Ⅱ, the formula unit displays a crystallographic inversion symmetry. The structural information about the two complexes between 2,2'-biimidazole compound and benzenecarboxylic acids obtained in this work will be particularly important for the rational design of supramolecular organic functional materials. Supramolecular assemblies of 2,2'-biimidazole with 5-sulfosalicylic acid and 3,4,5-trihydroxybenzoic acid, have been synthesized and characterized by single-crystal X-ray diffraction methods. Both the two proton-transfer compounds of 2,2'-biimidazole with 3-carboxy-4-hydroxybenzenesulfonic acid (5-sulfosalicylic acid, 5-SSA) [namely bis(2-(2-1H-imidazolyl)-1H-imidazolium) 4-hydroxybenzene-3-carboxylate-1-sulfonate monohydrate, 2(C6HTN4)^+· CTH4068^2-.H2O, (Ⅰ)] and 3,4,5-trihydroxybenzoic acid [namely 2,2'-bi-1H-imidazolium bis(3,4,5-trihydroxybenzoate) tetrahydrate, C6H8N4^2+ ·2(C7H5O5)^-·4(H20), (Ⅱ)] feature extensively hydrogen-bonded three-dimensional network structures having significant interlayer n-n interactions between the cation and anion species. In Ⅰ, a 5-SSA^2- dianionic species results from deprotonation of both the sulfonic and the carboxylic acid groups, all available O-atom acceptors interact with all cation and water molecule donors by hydrogen bonds. In Ⅱ, the formula unit displays a crystallographic inversion symmetry. The structural information about the two complexes between 2,2'-biimidazole compound and benzenecarboxylic acids obtained in this work will be particularly important for the rational design of supramolecular organic functional materials.
作者 李彦萍 杨频
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2007年第11期1715-1721,共7页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 30470408) and the Shanxi Provincial Natural Science Foundation for Youth (No. 20041032).
关键词 2 2'-biimidazole 5-sulfosalicylic acid 3 4 5-trihydroxybenzoic acid hydrogen bonding SUPRAMOLECULAR 2,2'-biimidazole, 5-sulfosalicylic acid, 3,4,5-trihydroxybenzoic acid, hydrogen bonding, supramolecular
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