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Hydrogen-bonded networks of 2,2′-substituted 4,4′-biimidazoles: New ligands for the assembled metal complexes
Institution:1. Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka 560-0043, Japan;2. PRESTO, Japan Science and Technology Agency, Honcho Kawaguchi, Saitama 332-0012, Japan;1. Department of Polymer Chemistry and Technology, Kaunas University of Technology, Radvilėnų Plentas 19, LT-50254 Kaunas, Lithuania;2. Department of Solid State Electronics, Vilnius University, Saulėtekio alėja 9, LT-10222 Vilnius, Lithuania;1. Department of Chemistry, Faculty of Natural Sciences, University of SS Cyril and Methodius, 91701 Trnava, Slovakia;2. Department of Physical Chemistry, FCHPT, Slovak University of Technology, 81237 Bratislava, Slovakia;3. Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, Bratislava, Slovakia;1. School of Chemistry and Chemical Engineering, Huangshan University, Huangshan 245041, China;2. State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China;1. Delft Institute of Microsystems and Nanoelectronics (DIMES), Delft University of Technology, Delft 2628CT, The Netherlands;2. School of Electrical and Computer Engineering, University of Tehran, Tehran, Iran;1. University of Belgrade, Institute for Chemistry, Technology and Metallurgy, Belgrade, Serbia;2. University of Belgrade, Vinca Institute of Nuclear Sciences, P.O. Box 522, Belgrade, Serbia;3. University of Belgrade, Faculty of Technology and Metallurgy, Belgrade, Serbia
Abstract:4,4′-Biimidazole derivatives having alkyl-substituents at 2- and 2′-positions were synthesized as new component molecules of supramolecular assemblies based on hydrogen-bonding interaction. The crystal structure analyses of methyl and ethyl derivatives revealed intriguing three-dimensional structures constructed by hydrogen-bonded networks. Furthermore, the methyl derivative formed a six-membered cyclic motif of hydrogen-bonded network to build up a channel structure. The ethyl derivative gave the two polymorphous, anhydrate and dihydrate, depending on conditions of the crystallization. The anhydrate constructed three-dimensional hydrogen-bonded networks by direct N–H⋯N hydrogen-bondings. In the crystal structure of the dihydrate of ethyl derivative, three-dimensional hydrogen-bonding interaction through water molecules formed a channel structure.
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