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Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds.

Shalisa M OburnMichael A SinnwellDevin P EricsonEric W ReinheimerDavide M ProserpioRyan H GroenemanLeonard R MacGillivray
Published in: IUCrJ (2019)
A three-dimensional hydrogen-bonded network based on a rare mok 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 cis-hydrogen-bond donor (phenolic) and cis-hydrogen-bond acceptor (pyridyl) groups. The product self-assembles in the solid state to form a mok 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 mok net.
Keyphrases
  • solid state
  • energy transfer
  • water soluble
  • visible light
  • transition metal
  • optical coherence tomography
  • single molecule
  • quantum dots