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tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intramolecular O—H⋯O interaction, while the endo-oriented one is involved in int...
Autores principales: | , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961599/ https://www.ncbi.nlm.nih.gov/pubmed/21202573 http://dx.doi.org/10.1107/S1600536808013482 |
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author | Klis, Tomasz Serwatowski, Janusz |
author_facet | Klis, Tomasz Serwatowski, Janusz |
author_sort | Klis, Tomasz |
collection | PubMed |
description | In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intramolecular O—H⋯O interaction, while the endo-oriented one is involved in intermolecular hydrogen bonding to form centrosymmetric dimers. A supramolecular assembly is achieved through interactions involving the tert-butyl groups, forming infinite chains along the crystallographic b axis. There are, in addition, face-to-face and center-to-edge stacking interactions [distance between the pyrrole ring centroid and an N atom from a neighbouring molecule = 3.369 (8) Å]. |
format | Text |
id | pubmed-2961599 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29615992010-12-30 tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate Klis, Tomasz Serwatowski, Janusz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intramolecular O—H⋯O interaction, while the endo-oriented one is involved in intermolecular hydrogen bonding to form centrosymmetric dimers. A supramolecular assembly is achieved through interactions involving the tert-butyl groups, forming infinite chains along the crystallographic b axis. There are, in addition, face-to-face and center-to-edge stacking interactions [distance between the pyrrole ring centroid and an N atom from a neighbouring molecule = 3.369 (8) Å]. International Union of Crystallography 2008-05-10 /pmc/articles/PMC2961599/ /pubmed/21202573 http://dx.doi.org/10.1107/S1600536808013482 Text en © Klis and Serwatowski 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Klis, Tomasz Serwatowski, Janusz tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title |
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title_full |
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title_fullStr |
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title_full_unstemmed |
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title_short |
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
title_sort | tert-butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961599/ https://www.ncbi.nlm.nih.gov/pubmed/21202573 http://dx.doi.org/10.1107/S1600536808013482 |
work_keys_str_mv | AT klistomasz tertbutyl2dihydroxyborylpyrrole1carboxylate AT serwatowskijanusz tertbutyl2dihydroxyborylpyrrole1carboxylate |