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Durka K, Kliś T, Serwatowski J. Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid. Acta Crystallogr Sect E Struct Rep Online. 2014;70:o1259-60doi: 10.1107/S1600536814024519.
Durka, K., Kliś, T., & Serwatowski, J. (2014). Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid. Acta crystallographica. Section E, Structure reports online, 70o1259-60. https://doi.org/10.1107/S1600536814024519
Durka, Krzysztof, et al. "Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid." Acta crystallographica. Section E, Structure reports online vol. 70 (2014): o1259-60. doi: https://doi.org/10.1107/S1600536814024519
Durka K, Kliś T, Serwatowski J. Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid. Acta Crystallogr Sect E Struct Rep Online. 2014 Nov 15;70:o1259-60. doi: 10.1107/S1600536814024519. eCollection 2014 Dec 01. PMID: 25553032; PMCID: PMC4257459.
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Acta Crystallogr Sect E Struct Rep Online. 2014 Nov 15;70:o1259-60. doi: 10.1107/S1600536814024519. eCollection 2014 Dec 01.

Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid.

Acta crystallographica. Section E, Structure reports online

Krzysztof Durka, Tomasz Kliś, Janusz Serwatowski

Affiliations

  1. Physical Chemistry Department, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.

PMID: 25553032 PMCID: PMC4257459 DOI: 10.1107/S1600536814024519

Abstract

The boronic acid group in the title compound, C11H11BN2O3, adopts a syn-anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8 (2)°. In the crystal, adjacent mol-ecules are linked via pairs of O-H⋯O inter-actions, 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 hy-droxy groups in an anti conformation are engaged in lateral hydrogen-bonding inter-actions with N atoms from neighbouring mol-ecules, leading to the formation of chains along [001]. O⋯B [3.136 (2) Å] and C(π)⋯B [3.393 (2) Å] stacking inter-actions in turn link parallel chains of centrosymmetric dimers into layers parallel to (010).

Keywords: aryl­boronic acid; crystal structure; hydrogen-bonding inter­actions

References

  1. Org Biomol Chem. 2004 Mar 21;2(6):852-7 - PubMed
  2. Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22 - PubMed
  3. Acta Crystallogr B Struct Sci Cryst Eng Mater. 2014 Feb;70(Pt 1):157-71 - PubMed

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