Abstract
The two merocyanines 7-(4-dimethylaminophenyl)-2,3,4,4a,5,6,10,10a-octahydroanthracen-2-one [C 22 H 25 NO, (2)] and [2,3,4,4a,5,6,10,10a-octahydro-7-(5-piperidino-2-thienyl)-2-anthrylidene]methanedicarbonitrile [C 26 H 27 N 3 S, (4)] show somewhat shortened single bonds [1.434 (4)-1.452 (4) A in (2) and 1.421 (4)-1.425 (4) A in (4)] and elongated double bonds [1.345 (4)-1.358 (4) A in (2) and 1.355 (4)-1.365 (4) A in (4)] compared to standard bond lengths in polyenes. A comparison of the merocyanines reveals that (4) exhibits a slightly smaller bond length alternation within the rigidized hexatriene moiety than (2), probably because of an increased ground-state polarization.
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