Документ взят из кэша поисковой машины. Адрес оригинального документа : http://www.chem.msu.ru/eng/misc/babaev/papers/156e.pdf Дата изменения: Fri Jan 21 20:25:24 2011 Дата индексирования: Sat Feb 12 03:30:17 2011 Кодировка:

organic compounds
Acta Crystallographica Section E

Structure Reports Online
ISSN 1600-5368

7-(4-Methylphenyl)cyclopenta[a]quinolizine-10-carbaldehyde
Victor B. Rybakov,* Pavel V. Gormay and Eugene V. Babaev
Department of Chemistry, Moscow State University, 119992 Moscow, Russian Federation Correspondence e-mail: rybakov20021@yandex.ru Received 1 October 2010; accepted 19 October 2010 ° Key indicators: single-crystal X-ray study; T = 295 K; mean (C­C) = 0.001 A; R factor = 0.024; wR factor = 0.056; data-to-parameter ratio = 14.5.

Triclinic, P1 ° a = 7.2907 (13) A ° b = 8.9627 (14) A ° c = 12.0162 (19) A = 88.48 (2)  = 81.400 (19) = 67.821 (18)

° V = 718.5 (2) A3 Z=2 Cu K radiation = 0.64 mmю1 T = 295 K 0.15 б 0.13 б 0.11 mm

Data collection
Enraf Nonius CAD-4 diffractometer Absorption correction: refined from аF (Walker & Stuart, 1983) Tmin = 0.649, Tmax = 1.000 3186 measured reflections 2909 independent reflections 2394 reflections with I > 2 (I) Rint = 0.000 please give correct value 1 standard reflections every 60 min intensity decay: 5%

Refinement
R[F 2 > 2 (F 2)] = 0.024 wR(F 2) = 0.056 S = 0.96 2909 reflections 200 parameters 61 restraints H-atom parameters constrained ° аmax = 0.08 e Aю3 ° аmin = ю0.10 e Aю3

In the title compound, C20H15NO, the heterotricycle is ° essential planar [maximum deviation = 0.0790 (5) A] and makes a dihedral angle of 50.70 (2) with the benzene ring. The formyl group is almost coplanar with the tricyclic ring, the C C C O torsion angle being ю0.78 (13) .

Data collection: CAD 4 EXPRESS (Enraf Nonius, 1994); cell refinement: CAD 4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP 3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Related literature
For background to the Vilsmeier Haack reaction, see: Laue & Plagens (2005). For a related structure, see: Borisenko et al. (1996).

The authors are indebted to the Russian Foundation for Basic Research for covering the licence fee for use of the Cambridge Structural Database (Allen, 2002).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2411).

References
Allen, F. H. (2002). Acta Cryst. B58, 380 388. Borisenko, K., Bock, C. & Hargittaij, I. (1996). J. Phys. Chem. 100, 18, 7426 7434. Enraf Nonius (1994). CAD-4 EXPRESS. Enraf Nonius, Delft, The Netherlands. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837 838. Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany. Laue, T. & Plagens, A. (2005). Named Organic Reactions, 2nd ed. Chichester, England: Wiley & Sons. Sheldrick, G. M. (2008). Acta Cryst. A64, 112 122. Walker, N. & Stuart, D. (1983). Acta Cryst. A39, 158 166.

Experimental
Crystal data
C20H15NO Mr = 285.33

o2958

Rybakov et al.

doi:10.1107/S1600536810042467

Acta Cryst. (2010). E66, o2958