Crystal structure of (2-benzyloxypyrimidin-5-yl)boronic acid

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 molecules are linked via pairs of O—H...O interactions, forming centrosymmetric dimers with an R22(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).

Keywords

• crystal structure
• arylboronic acid
• hydrogen-bonding interactions