|Title||Syn and Anti Isomers of [2.2]Paracyclonapthane|
|Publication Type||Journal Article|
|Year of Publication||1995|
|Authors||A.V. Fratini, M.L. Chabinyc, T.J. Perko, and W.W. Adams|
|Journal||ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS|
|Date Published||MAY 15|
The structures of the anti (1) and syn (2) isomers of [2.2]paracyclonaphthane, C24H20, can be understood in terms of molecules composed of four segments, two naphthalene rings and two ethylene groups bridging the naphthalene rings. Distortions from ideal geometries are described and attributed primarily to intramolecular effects. Several observations have been made: the bridged portion of the naphthalene ring is deformed into a boat shape in both (1) and (2); much of the pi-pi repulsion is taken up by bending angles alpha and beta; the naphthalene rings are parallel to each other in (1), but are nonparallel in (2); one naphthalene ring in (2) is twisted relative to the other, indicating a mode of strain reduction which is unique to this molecule, and the C-C distances and valency angles in the ethylene bridges are larger than normal values.