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Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid
The boronic acid group in the title compound, C(11)H(11)BN(2)O(3), adopts a syn–anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8 (2)°. In the crystal, adjacent molecules are linked via pairs of O—H⋯O interactions, forming centrosymmetric dimers with...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257459/ https://www.ncbi.nlm.nih.gov/pubmed/25553032 http://dx.doi.org/10.1107/S1600536814024519 |
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author | Durka, Krzysztof Kliś, Tomasz Serwatowski, Janusz |
author_facet | Durka, Krzysztof Kliś, Tomasz Serwatowski, Janusz |
author_sort | Durka, Krzysztof |
collection | PubMed |
description | The boronic acid group in the title compound, C(11)H(11)BN(2)O(3), adopts a syn–anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8 (2)°. In the crystal, adjacent molecules are linked via pairs of O—H⋯O interactions, forming centrosymmetric dimers with an R (2) (2)(8) motif, which have recently been shown to be energetically very favorable (Durka et al., 2012 ▶, 2014 ▶). The hydroxy groups in an anti conformation are engaged in lateral hydrogen-bonding interactions with N atoms from neighbouring molecules, leading to the formation of chains along [001]. O⋯B [3.136 (2) Å] and C(π)⋯B [3.393 (2) Å] stacking interactions in turn link parallel chains of centrosymmetric dimers into layers parallel to (010). |
format | Online Article Text |
id | pubmed-4257459 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42574592014-12-31 Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid Durka, Krzysztof Kliś, Tomasz Serwatowski, Janusz Acta Crystallogr Sect E Struct Rep Online Data Reports The boronic acid group in the title compound, C(11)H(11)BN(2)O(3), adopts a syn–anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8 (2)°. In the crystal, adjacent molecules are linked via pairs of O—H⋯O interactions, forming centrosymmetric dimers with an R (2) (2)(8) motif, which have recently been shown to be energetically very favorable (Durka et al., 2012 ▶, 2014 ▶). The hydroxy groups in an anti conformation are engaged in lateral hydrogen-bonding interactions with N atoms from neighbouring molecules, leading to the formation of chains along [001]. O⋯B [3.136 (2) Å] and C(π)⋯B [3.393 (2) Å] stacking interactions in turn link parallel chains of centrosymmetric dimers into layers parallel to (010). International Union of Crystallography 2014-11-15 /pmc/articles/PMC4257459/ /pubmed/25553032 http://dx.doi.org/10.1107/S1600536814024519 Text en © Durka et al. 2014 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 | Data Reports Durka, Krzysztof Kliś, Tomasz Serwatowski, Janusz Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title | Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title_full | Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title_fullStr | Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title_full_unstemmed | Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title_short | Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
title_sort | crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257459/ https://www.ncbi.nlm.nih.gov/pubmed/25553032 http://dx.doi.org/10.1107/S1600536814024519 |
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