Boron – π interactions in two 3-(dihydroxyboryl)anilinium salts analyzed by crystallographic studies and supported by the noncovalent interactions (NCI) index theoretical approach

In the title compounds, 3-(dihydroxyboryl)anilinium bisulfate monohydrate, C6H9BNO2+ · HSO4 − · H2O (I), and 3-(dihydroxyboryl)anilinium methyl sulfate, C6H9BNO2+ · CH3SO4 − (II), the almost planar boronic acid molecules are linked by pairs of O — H...O hydrogen bonds, forming centrosymmetric motifs that can be described by the graph-set R22(8) motif. In both crystals, the B(OH)2 group acquires a syn – anti conformation (with respect to the H atoms). The presence of the hydrogen-bonding functional groups B(OH)2, NH3+, HSO4 − , CH3SO4 − and H2O generates three-dimensional hydrogen-bonded networks, in which the bisulfate (HSO4 − ) and methyl sulfate (CH3SO4 − ) counter-ions act as the central building blocks within the crystal structures. Furthermore, in both structures, the packing is stabilized by weak boron – π interactions, as shown by noncovalent interactions (NCI) index calculations.

Source: Acta Crystallographica Section C - June 19, 2023 Category: Chemistry Authors: Rivera-Segura, J. Barba, V. Hernandez-Ahuactzi, I.F. Tlahuext, H. Tags: hydrogen bonds boron – π interactions supramolecular synthons dihydroxyboryl anilinium bisulfate organoboronic acid crystal structure research papers Source Type: research