Received 23 February 2013
aKey Laboratory of Eco-Environment-Related Polymer Materials of the Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry & Chemical Engineering, Northwest Normal University, Lanzhou 730070, People's Republic of China
Correspondence e-mail: firstname.lastname@example.org
The title compound, C30H18ClNO, is a product of the condensation reaction of acenaphthylene-1,2-dione and 5'-chloro-1,1':3',1''-terphenyl-4'-amine. The acenaphthylene fragment and two terminal phenyl rings are rotated relative to the central benzene ring by 72.2 (3), 43.2 (3) and 41.2 (3)°, respectively. This molecular conformation is supported by weak C-H interactions. In the crystal, molecules form centrosymmetric dimers by the stacking interactions between two neighboring acenaphthylene fragments, with an interplanar distance of 3.365 (3) Å. The dimers are bound to each other by weak C-HN and C-H interactions, forming a three-dimensional framework.
For background to applications of Schiff bases, see: Lozier et al. (1975); Kargar et al. (2009); Yeap et al. (2009). For related structures, see: Higuchi et al. (2001); Manseong et al. (2006); Vitor et al. (2008).
Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KQ2002 ).
We gratefully acknowledge the Natural Science Foundation of China (20702042, 21262028), the Program for Changjiang Scholars and Innovative Research Teams in Universities of the Ministry of Education of China (IRT1177), the Natural Science Foundation of Gansu Province (1208RJZA140) and the NWNU Young Teachers Reseach Improving Program (NWNU-LKQN-10-11) for financial support.
Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.
Higuchi, M., Shiki, S., Ariga, K. & Yamamoto, K. (2001). J. Am. Chem. Soc. 123, 4414-4420.
Kargar, H., Jamshidvand, A., Fun, H.-K. & Kia, R. (2009). Acta Cryst. E65, m403-m404.
Lozier, R., Bogomolni, R. A. & Stoeckenius, W. (1975). Biophys. J. 15, 955-962.
Manseong, J., Chul, J. H. & Sang, Y. K. (2006). Macromol. Res. 3, 306-311.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Vitor, R., Teresa, A., Gabriel, A., Berta, C. & Carlos, L. (2008). Inorg. Chem. 47, 7734-7744.
Yeap, C. S., Kia, R., Kargar, H. & Fun, H.-K. (2009). Acta Cryst. E65, m570-m571.