Isostructural Crystallization Behavior of Dihydroanthracene and Dihydroacridine

 A. Kupka †, C. Schauerte ‡, and K. Merz *† )

† Chair of Inorganic Chemistry 1, Ruhr-University Bochum, Bochum, Universitätstrasse 150, 44801 Bochum, Germany

‡ solid-chem GmbH, Universitätstrasse 136, 44799 Bochum, Germany


Cryst. Growth Des., 2014, 14 (6), pp 2985-2989

[DOI: 10.1021/cg5002623]





The crystal packing motifs of acenes are usually built up by heringbone C–H···π interactions; on the contrary, N-heteroacenes form C–H···N contacts. In the case of dihydroazaacenes the molecular structure of a rigid aromatic system is interrupted by a flexible part. The influence of heterocyclic CH2/NH substitution on the crystallization behavior and crystal packing of 9,10-dihydroacridine (DHAC) and 9,10-dihydroanthracene (DHAN) as well as a 1:1 mixture of both compounds was investigated by differential scanning calorimetry (DSC) measurements, hot stage microscopy methods, and crystal structure determination.


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