Crystal structure of (2',3,6'-tri-chloro-biphenyl-2-yl)boronic acid tetra-hydro-furan monosolvate.

ABSTRACT: The title compound, C12H8BCl3O2·C4H8O, crystallizes as a tetra-hydro-furan monosolvate. The boronic acid group adopts a syn-anti conformation and is significantly twisted along the carbon-boron bond by 69.2?(1)°, due to considerable steric hindrance from the 2',6'-di-chloro-phenyl group that is located ortho to the boronic acid substituent. The phenyl rings of the biphenyl are almost perpendicular to one another, with a dihedral angle of 87.9?(1)° between them. In the crystal, adjacent mol-ecules are linked via O-H?O inter-actions to form centrosymmetric dimers with R 2 (2)(8) motifs, which have recently been shown to be energetically very favourable. The hy-droxy groups are in an anti conformation and are also engaged in hydrogen-bonding inter-actions with the O atom of the tetra-hydro-furan solvent mol-ecule. Cl?Cl halogen-bonding inter-actions [Cl?Cl = 3.464?(1)?Å] link neigbouring dimers into chains running along [010]. Further aggregation occurs due to an additional Cl?Cl halogen bond [Cl?Cl = 3.387?(1)?Å].

SUBMITTER: Durka K 

PROVIDER: S-EPMC4719816 | biostudies-other | 2015 Dec

REPOSITORIES: biostudies-other