Open AccessFine‐tuning of biaryl dihedral angles: structural characterization of five homologous three‐atom bridged biphenyls by X‐ray crystallography
Author(s) -
Edwards David J.,
Pritchard Robin G.,
Wallace Timothy W.
Publication year - 2005
Publication title -
acta crystallographica section b
Language(s) - English
Resource type - Journals
eISSN - 1600-5740
pISSN - 0108-7681
DOI - 10.1107/s0108768105006713
Subject(s) - dihedral angle , crystallography , characterization (materials science) , atom (system on chip) , x ray , materials science , homologous series , chemistry , molecule , physics , nanotechnology , computer science , optics , organic chemistry , hydrogen bond , embedded system
The homologous series of three‐atom bridged biaryls comprising 5,7‐dihydro‐1,2,3,9,10,11‐hexamethoxydibenzo[ c , e ]oxepine, 6,7‐dihydro‐1,2,3,9,10,11‐hexamethoxy‐6‐methyl‐5 H ‐dibenzo[ c , e ]azepinium chloride, 5,7‐dihydro‐1,2,3,9,10,11‐hexamethoxydibenzo[ c , e ]thiepine, and the 6‐oxide and 6,6‐dioxide derivatives of the latter have been characterized by X‐ray crystal structure analysis. Within this series the endocyclic and exocyclic biaryl dihedral angles vary over 10° ranges, reflecting the changing balance of intramolecular (steric, geometric) and intermolecular (crystal packing) forces, the former being potential control elements for fine‐tuning the helicity of the biaryl system.