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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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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. |
format | Online Article Text |
id | pubmed-6830215 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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