Acta Crystallographica Section E: Crystalographic Communications
International Union of Crystallography
The title compound, C26H25NO6·C7H8, formed by an unexpected tandem reaction of Beckmann rearrangement, electrophilic aromatic addition and subsequent demethylation, was crystallized as its toluene solvate. The crystal under investigation was found to be nonmerohedrally twinned by a rotation around the reciprocal axis ; the twin ratio refined to 0.688 (2):0.312 (2). The molecule exhibits an unusual helical arrangement of three six-membered rings that are all connected at one central C atom. The helix effectively performs one full turn around this atom, and the thread pitch, as defined by the distance of the terminal C atoms of the helix, is 4.98 (3) Å. The angles around the central atom are between 104.7 (2) and 115.2 (2)°. The middle ring, a cyclohexa-2,4-dienimine ring containing only one saturated C atom, is essentially planar, with an r.m.s. deviation from the mean plane of only 0.035 Å. The other two rings have conformations best described as between envelope and screw-boat, with puckering amplitudes of 0.527 (2) and 0.544 (2) Å, respectively. The packing appears to be dominated by a combination of simple dispersion forces, weak C-HO hydrogen bonds and C-H interactions.
Lutz, Marlon R. Jr; Zeller, Matthias; and Becker, Daniel P. Ph.D.. 2,3,8,12,13-Pentamethoxy-5H-dibenzo[c,n]acridin-7(6H)-one toluene solvate. Acta Crystallographica Section E: Crystalographic Communications, E63, : o3857-o3858, 2007. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1107/S1600536807040548
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© International Union of Crystallography, 2007.