Structures of methyl 7-phenyldibenz[a,j]anthracene-14-carboxylate and methyl 7-phenylbenzo[1,2-h:5,4-h']diquinoline-14-carboxylate: twisted aromatic spacers containing bay-region esters.
C30H20O2, (1), Mr = 412.49, triclinic, P1 (Ci1), a = 11.301 (7), b = 12.069 (3), c = 9.777 (2) A, alpha = 96.12 (2), beta = 111.59 (4), gamma = 114.68 (3) degrees, V = 1072 (2) A3, Z = 2, Dx = 1.278 g cm-3, lambda(Mo K alpha) = 0.71073 A, mu = 0.73 cm-1, F(000) = 432, T = 299 K, final R = 0.065 for 1231 observed reflections. C28H18N2O2, (2), Mr = 414.46, monoclinic, I2/a (C2h6), a = 20.039 (10), b = 11.762 (8), c = 19.850 (5) A, beta = 117.61 (3) degrees, V = 4146 (8) A3, Z = 8, Dx = 1.328 g cm-3, lambda(Mo K alpha) = 0.71073 A, mu = 0.79 cm-1, F(000) = 1728, T = 298 K, final R = 0.048 for 1924 observed reflections. Aromatic system (1) is highly twisted (43 degrees from end to end) in a helical sense. Half of aromatic system (2) is nearly planar with the ester C atom, whereas the other half is twisted by ca 27 degrees for planarity.
Zimmerman
S C
SC
Department of Chemistry, University of Illinois, Urbana 61801.
Wilson
S R
SR
D001551:Benz(a)Anthracenes / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry*; D013816:Thermodynamics; D014961:X-Ray Diffraction
D001551:Benz(a)Anthracenes; D011804:Quinolines; C076503:methyl 7-phenyldibenz(a,j)anthracene-14-carboxylate; C076504:methyl 7-phenylbenzo(1,2-h-5,4-h')diquinoline-14-carboxylate