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Gear Alignments Due to Hydrogen-Bonded Networks in a Crystal Structure of Resorcyltriptycene Hydrate and Its Transformation to a Nongearing Anhydrate Crystal by Heating
Crystal Growth & Design ( IF 3.8 ) Pub Date : 2020-01-13 , DOI: 10.1021/acs.cgd.9b01424
Noriyuki Tanaka 1 , Yusuke Inagaki 1 , Kentaro Yamaguchi 2 , Wataru Setaka 1
Affiliation  

Construction of hydrogen-bonded networks among hydroxyl groups has often been utilized to synthesize specific structures on the basis of supramolecular chemistry. In this study, resorcyltriptycene was designed as a possible component of a crystalline molecular gear, because the molecule has a triptycyl wheel and a resorcyl linker which can be involved in intermolecular alignments in a crystal, as mediated by hydrogen-bonded networks. The synthesis and crystal structure of resorcyltriptycene are reported here. The gear alignment among triptycyls in a crystalline state was achieved in a crystal structure of resorcyltriptycene containing water in the intermolecular spaces. However, rotations of triptycyls in the crystalline state was suppressed by steric interaction with the water molecules. This crystal structure was stabilized by O–H···Cπ(phenyl) interactions between triptycyl and the hydrated water. Moreover, single crystals without solvent and with methanol were obtained from a dry toluene solution and a methanol solution, respectively. Transformations among the single crystals were observed by heating or drying or soaking in a solvent. It is significant that various crystal structures dependent on the condition were observed. The observed phenomena should aid the design of functional crystals.

中文翻译:

异戊三烯水合物水合物晶体结构中由于氢键网络引起的齿轮对准及其通过加热转变为无水无水晶体

在超分子化学的基础上,羟基之间氢键键合网络的构建经常被用来合成特定的结构。在这项研究中,间苯二酚三烯被设计为晶体分子齿轮的可能组成部分,因为该分子具有三苯甲基轮和一个间苯二酚连接基,它们可以参与氢键网络介导的晶体中的分子间排列。在此报道了间苯二酚三烯的合成和晶体结构。在分子间空间中含水的间苯二酚三萜烯的晶体结构中实现了处于结晶状态的三萜烯之间的齿轮排列。然而,通过与水分子的空间相互作用抑制了结晶状态下三萜的旋转。该晶体结构被OH-··C稳定三苯甲基和水合水之间的π(苯基)相互作用。此外,分别从干燥的甲苯溶液和甲醇溶液获得不具有溶剂和具有甲醇的单晶。通过加热或干燥或浸泡在溶剂中观察到单晶之间的转变。重要的是,观察到了取决于条件的各种晶体结构。观察到的现象应有助于功能晶体的设计。
更新日期:2020-01-13
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