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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...

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Autores principales: Durka, Krzysztof, Kliś, Tomasz, Serwatowski, Janusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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).
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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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