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Crystal structure of (2′,3,6′-trichlorobiphenyl-2-yl)boronic acid tetrahydrofuran monosolvate
- Source :
- Acta Crystallographica Section E: Crystallographic Communications, Vol 71, Iss 12, Pp 1471-1474 (2015), Acta Crystallographica Section E: Crystallographic Communications
- Publication Year :
- 2015
- Publisher :
- International Union of Crystallography, 2015.
-
Abstract
- In this manuscript the mol­ecular and supra­molecular structure of 2′,3,6′-tri­chloro­biphenyl-2-ylboronic acid tetra­hydro­furan monosolvate is presented<br />The title compound, C12H8BCl3O2·C4H8O, 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].
- Subjects :
- Steric effects
crystal structure
Stereochemistry
halogen-bonding interactions
Substituent
Crystal structure
Dihedral angle
Research Communications
chemistry.chemical_compound
Furan
Alkane stereochemistry
biphenyl
General Materials Science
biphenyl
hydrogen-bonding interactions
Halogen bond
Crystallography
Chemistry
General Chemistry
arylboronic acid
Condensed Matter Physics
arylboronic acid
THF solvate
QD901-999
halogen-bonding interactions
hydrogen-bonding interactions
Boronic acid
Subjects
Details
- Language :
- English
- ISSN :
- 20569890
- Volume :
- 71
- Issue :
- 12
- Database :
- OpenAIRE
- Journal :
- Acta Crystallographica Section E: Crystallographic Communications
- Accession number :
- edsair.doi.dedup.....0813662ee725d2acee6ca6019431472d