Oburn Shalisa M, Sinnwell Michael A, Ericson Devin P, Reinheimer Eric W, Proserpio Davide M, Groeneman Ryan H, MacGillivray Leonard
Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA.
Department of Biological Sciences, Webster University, St. Louis, MO 63119, USA.
IUCrJ. 2019 Sep 7;6(Pt 6):1032-1039. doi: 10.1107/S2052252519011382. eCollection 2019 Nov 1.
A three-dimensional hydrogen-bonded network based on a rare topology has been constructed using an organic molecule synthesized in the solid state. The molecule is obtained using a supramolecular protecting-group strategy that is applied to a solid-state [2+2] photodimerization. The photodimerization affords a novel head-to-head cyclo-butane product. The cyclo-butane possesses tetrahedrally disposed -hydrogen-bond donor (phenolic) and -hydrogen-bond acceptor (pyridyl) groups. The product self-assembles in the solid state to form a network that exhibits twofold interpenetration. The cyclo-butane adopts different conformations to provide combinations of hydrogen-bond donor and acceptor sites to conform to the structural requirements of the net.
基于一种罕见拓扑结构构建了一个三维氢键网络,该网络通过固态合成的有机分子形成。该分子通过超分子保护基策略获得,此策略应用于固态[2+2]光二聚反应。光二聚反应产生了一种新型的头对头环丁烷产物。环丁烷具有呈四面体排列的氢键供体(酚基)和氢键受体(吡啶基)基团。该产物在固态下自组装形成一个具有二重穿插的网络。环丁烷采用不同构象以提供氢键供体和受体位点的组合,从而符合该网络的结构要求。