10.1021/ic1020059.s002 Kelly J. Kilpin Kelly J. Kilpin Martin L. Gower Martin L. Gower Shane G. Telfer Shane G. Telfer Geoffrey B. Jameson Geoffrey B. Jameson James D. Crowley James D. Crowley Toward the Self-Assembly of Metal−Organic Nanotubes Using Metal−Metal and π-Stacking Interactions: Bis(pyridylethynyl) Silver(I) Metallo-macrocycles and Coordination Polymers American Chemical Society 2011 organometallic complexes H 2O molecules coordination polymers bi supramolecular materials macrocycle building blocks macrocyclic structure 1 H 13 C NMR spectroscopy resolution electrospray ionization mass spectrometry solution data IR 2011-02-07 00:00:00 Dataset https://acs.figshare.com/articles/dataset/Toward_the_Self_Assembly_of_Metal_Organic_Nanotubes_Using_Metal_Metal_and_Stacking_Interactions_Bis_pyridylethynyl_Silver_I_Metallo_macrocycles_and_Coordination_Polymers/2694130 Shape-persistent macrocycles and planar organometallic complexes are beginning to show considerable promise as building blocks for the self-assembly of a variety of supramolecular materials including nanofibers, nanowires, and liquid crystals. Here we report the synthesis and characterization of a family of planar di- and tri-silver(I) containing metallo-macrocycles designed to self-assemble into novel metal−organic nanotubes through a combination of π-stacking and metal−metal interactions. The silver(I) complexes have been fully characterized by elemental analysis, high resolution electrospray ionization mass spectrometry (HR-ESI-MS), IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, and the solution data are consistent with the formation of the metallo-macrocycles. Four of the complexes have been structurally characterized using X-ray crystallography. However, only the di-silver(I) complex formed with 1,3-bis(pyridin-3-ylethynyl)benzene is found to maintain its macrocyclic structure in the solid state. The di-silver(I) shape-persistent macrocycle assembles into a nanoporous chicken-wire like structure, and ClO<sub>4</sub><sup>−</sup> anions and disordered H<sub>2</sub>O molecules fill the pores. The silver(I) complexes of 2,6-bis(pyridin-3-ylethynyl)pyridine and 1,4-di(3-pyridyl)buta-1,3-diyne ring-open and crystallize as non-porous coordination polymers.