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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 [sigma](C-C) = 0.003 Å
R = 0.039
wR = 0.072
Data-to-parameter ratio = 15.9
Details
Open access

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

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[Bunnage, M. E. & Owen, D. R. (2008). Curr. Opin. Drug Discov. Dev. 11, 480-486.]); Weinreb (2007[Weinreb, S. M. (2007). Nat. Prod. Rep. 24, 931-948.]); Jin (2006[Jin, Z. (2006). Nat. Prod. Rep. 23, 464-498.]); Farnia et al. (1997[Farnia, S. M. F., Kakanejadifard, A. & Soudbar, D. (1997). Tetrahedron, 53, 2557-2564.]); Reed & Schleyer (1988[Reed, A. E. & Schleyer, D. V. R. (1988). Inorg. Chem. 27, 3969-3987.]). For bond-length data, see: Allen et al. (1987[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.]).

[Scheme 1]

Experimental

Crystal data
  • C19H22Cl2N2O2

  • Mr = 381.29

  • Monoclinic, P 21 /c

  • a = 10.928 (2) Å

  • b = 11.123 (2) Å

  • c = 16.006 (3) Å

  • [beta] = 94.480 (15)°

  • V = 1939.6 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 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[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.843, Tmax = 0.926

  • 4160 measured reflections

  • 3609 independent reflections

  • 1867 reflections with I > 2[sigma](I)

  • Rint = 0.010

  • 3 standard reflections every 97 reflections intensity decay: 1.1%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.072

  • S = 0.94

  • 3609 reflections

  • 227 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.12 e Å-3

  • [Delta][rho]min = -0.13 e Å-3

Data collection: XSCANS (Siemens, 1996[Siemens (1996). XSCANS. Siemens AXS Inc., Madison, Wisconsin, USA.]); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); 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.  [ChemPort]
Farnia, S. M. F., Kakanejadifard, A. & Soudbar, D. (1997). Tetrahedron, 53, 2557-2564.  [CrossRef] [ChemPort]
Jin, Z. (2006). Nat. Prod. Rep. 23, 464-498.  [CrossRef] [PubMed] [ChemPort]
Reed, A. E. & Schleyer, D. V. R. (1988). Inorg. Chem. 27, 3969-3987.  [CrossRef] [ChemPort]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Siemens (1996). XSCANS. Siemens AXS Inc., Madison, Wisconsin, USA.
Weinreb, S. M. (2007). Nat. Prod. Rep. 24, 931-948.  [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2008). E64, o2158  [ doi:10.1107/S1600536808031176 ]

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