Document Type
Article
Publication Date
9-2007
Publication Title
Acta Crystallographica Section E: Crystalographic Communications
Volume
E63
Pages
o3857-o3858
Publisher Name
International Union of Crystallography
Abstract
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 [100]; 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.
Identifier
ISSN: 2056-9890
Recommended Citation
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
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
© International Union of Crystallography, 2007.
Comments
Author Posting © International Union of Crystallography, 2007. This is the author's version of the work. It is posted here by permission of International Union of Crystallography for personal use, not for redistribution. The definitive version was published in Acta Crystallographica Section E: Crystalographic Communications, Volume E63, September 2007. https://doi.org/10.1107/S1600536807040548