1,3-Bis(4-chloro­phen­yl)-4,5-diethoxy­imidazolidine

Wan, Y.; Chen, X.; Zhang, P.; Wu, H.

doi:10.1107/S1600536808031176

Volume 64
Part 11
Page o2158
November 2008

Received 22 September 2008
Accepted 26 September 2008
Online 22 October 2008

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.039
wR = 0.072
Data-to-parameter ratio = 15.9
Details

1,3-Bis(4-chlorophenyl)-4,5-diethoxyimidazolidine

Yu Wan,^a Xiu-mei Chen,^a Pu Zhang ^a and Hui Wu ^a ^*

^aSchool of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou, Jiangsu 221116, People's Republic of China
Correspondence e-mail: wuhui72@yahoo.com.cn

In the molecule of the title compound, C₁₉H₂₂Cl₂N₂O₂, the two benzene rings are oriented at a dihedral angle of 3.70 (3)°. The five-membered ring adopts an envelope conformation.

Related literature

For general background, see: Bunnage & Owen (2008); Weinreb (2007); Jin (2006); Farnia et al. (1997); Reed & Schleyer (1988). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₁₉H₂₂Cl₂N₂O₂
M_r = 381.29
Monoclinic, P 2₁ /c
a = 10.928 (2) Å
b = 11.123 (2) Å
c = 16.006 (3) Å
= 94.480 (15)°
V = 1939.6 (6) Å³
Z = 4
Mo K radiation
= 0.35 mm^-1
T = 296 (2) K
0.50 × 0.42 × 0.22 mm

Data collection

Siemens P4 diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.843, T_max = 0.926
4160 measured reflections
3609 independent reflections
1867 reflections with I > 2(I)
R_int = 0.010
3 standard reflections every 97 reflections intensity decay: 1.1%

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.072
S = 0.94
3609 reflections
227 parameters
H-atom parameters constrained
_max = 0.12 e Å^-3
_min = -0.13 e Å^-3

Data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2538 ).

Acknowledgements

We are grateful to the National Science Foundation of China (grant No. 20772103), the Natural Science Foundation in Jiangsu Province (grant No. BK 2007028) and the Surpassing Project in Jiangsu Province (grant No. QL 200607) for financial support.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bunnage, M. E. & Owen, D. R. (2008). Curr. Opin. Drug Discov. Dev. 11, 480-486.
Farnia, S. M. F., Kakanejadifard, A. & Soudbar, D. (1997). Tetrahedron, 53, 2557-2564.
Jin, Z. (2006). Nat. Prod. Rep. 23, 464-498.
Reed, A. E. & Schleyer, D. V. R. (1988). Inorg. Chem. 27, 3969-3987.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Siemens (1996). XSCANS. Siemens AXS Inc., Madison, Wisconsin, USA.
Weinreb, S. M. (2007). Nat. Prod. Rep. 24, 931-948.

organic compounds