Crystal structure of (2′,3,6′-trichlorobiphenyl-2-yl)boronic acid tetrahydrofuran monosolvate

The title compound, C 12 H 8 BCl 3 O 2 ·C 4 H 8 O, crystallizes as a tetrahydrofuran 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′-dichlorophenyl group that...

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Veröffentlicht in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2015-12, Vol.71 (12), p.1471-1474
Hauptverfasser: Durka, Krzysztof, Kliś, Tomasz, Serwatowski, Janusz
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Sprache:eng
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Zusammenfassung:The title compound, C 12 H 8 BCl 3 O 2 ·C 4 H 8 O, crystallizes as a tetrahydrofuran 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′-dichlorophenyl 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 molecules are linked via O—H...O interactions to form centrosymmetric dimers with R 2 2 (8) motifs, which have recently been shown to be energetically very favourable. The hydroxy groups are in an anti conformation and are also engaged in hydrogen-bonding interactions with the O atom of the tetrahydrofuran solvent molecule. Cl...Cl halogen-bonding interactions [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].
ISSN:2056-9890
2056-9890
DOI:10.1107/S205698901502054X