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

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 photodimeriz...

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Autores principales: Oburn, Shalisa M., Sinnwell, Michael A., Ericson, Devin P., Reinheimer, Eric W., Proserpio, Davide M., Groeneman, Ryan H., MacGillivray, Leonard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6830215/
https://www.ncbi.nlm.nih.gov/pubmed/31709059
http://dx.doi.org/10.1107/S2052252519011382
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author Oburn, Shalisa M.
Sinnwell, Michael A.
Ericson, Devin P.
Reinheimer, Eric W.
Proserpio, Davide M.
Groeneman, Ryan H.
MacGillivray, Leonard
author_facet Oburn, Shalisa M.
Sinnwell, Michael A.
Ericson, Devin P.
Reinheimer, Eric W.
Proserpio, Davide M.
Groeneman, Ryan H.
MacGillivray, Leonard
author_sort Oburn, Shalisa M.
collection PubMed
description 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 cyclo­butane product. The cyclo­butane 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 cyclo­butane adopts different conformations to provide combinations of hydrogen-bond donor and acceptor sites to conform to the structural requirements of the mok net.
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spelling pubmed-68302152019-11-08 Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds Oburn, Shalisa M. Sinnwell, Michael A. Ericson, Devin P. Reinheimer, Eric W. Proserpio, Davide M. Groeneman, Ryan H. MacGillivray, Leonard IUCrJ Research Papers 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 cyclo­butane product. The cyclo­butane 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 cyclo­butane adopts different conformations to provide combinations of hydrogen-bond donor and acceptor sites to conform to the structural requirements of the mok net. International Union of Crystallography 2019-09-07 /pmc/articles/PMC6830215/ /pubmed/31709059 http://dx.doi.org/10.1107/S2052252519011382 Text en © Shalisa M. Oburn et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Papers
Oburn, Shalisa M.
Sinnwell, Michael A.
Ericson, Devin P.
Reinheimer, Eric W.
Proserpio, Davide M.
Groeneman, Ryan H.
MacGillivray, Leonard
Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title_full Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title_fullStr Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title_full_unstemmed Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title_short Diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
title_sort diversifying molecular and topological space via a supramolecular solid-state synthesis: a purely organic mok net sustained by hydrogen bonds
topic Research Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6830215/
https://www.ncbi.nlm.nih.gov/pubmed/31709059
http://dx.doi.org/10.1107/S2052252519011382
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