Supramolecular Structures Based on Bis(2-hydroxy-5-chlorophenyl) Sulfide and Spirobicromane with Bipyridines

Six new supramolecular structures have been prepared by bis(2-hydroxy-5-chlorophenyl) sulfide (HCS) and/or spirobicromane (SBC) with bipyridine bases 4,4‘-bipyridyl (bipy), 1,2-di(4-pyridyl)ethylene (dipy-ete), 1,2-bis(4-pyridyl)ethane (bipy-eta), and 4,4‘-dipyridyl N,N‘-dioxide (dipy-dox). These molecular complexes are (HCS)·(bipy) <b>1</b>, (HCS)·(dipy-ete) <b>2</b>, (HCS)·(bipy-eta) <b>3</b>, (HCS)·(dipy-dox) <b>4</b>, (SBC)·(dipy-ete) <b>5</b>, and (SBC)·(dipy-dox)·H<sub>2</sub>O <b>6</b>, respectively. The crystal structures of <b>1</b>−<b>6</b> have been determined by single crystal X-ray diffraction. All of these molecular complexes exhibit supramolecular structures via O−H···N or O−H···O hydrogen bondings. Both <b>1 </b>and <b>2 </b>form interestingly [2 + 2] macrocyclic structures, whose sizes are ca. 12.495(6) Å × 5.087(6) Å and 14.774(6) Å × 5.300(6) Å, respectively. Compounds <b>3</b> and<b> 5 </b>form one-dimensional zigzag chain structures. Compounds <b>4</b> and<b> 6</b> form two-dimensional double helices. These results demonstrate that by changing the guest molecule, we can obtain different hydrogen-bonded supramolecular structures through different interactions.