(E)-1-{4-[Bis(4-meth­oxy­phen­yl)meth­yl]piperazin-1-yl}-3-(3,4-dieth­oxy­phen­yl)prop-2-en-1-one ethanol disolvate

Zhong, Y.; Zhang, X.P.; Wu, B.

doi:10.1107/S1600536811055796

Volume 68
Part 2
Page o298
February 2012

Received 24 December 2011
Accepted 26 December 2011
Online 7 January 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.006 Å
R = 0.070
wR = 0.166
Data-to-parameter ratio = 16.2
Details

(E)-1-{4-[Bis(4-methoxyphenyl)methyl]piperazin-1-yl}-3-(3,4-diethoxyphenyl)prop-2-en-1-one ethanol disolvate

Yan Zhong,^a XiaoPing Zhang ^b and Bin Wu ^c ^*

^aSchool of Chemistry and Chemical Engineering, Southeast University, Sipailou No. 2 Nanjing, Nanjing 210096, People's Republic of China,^bCentre of Laboratory Animals, Nanjing medical University, Hanzhong Road No. 140 Nanjing, Nanjing 210029, People's Republic of China, and ^cSchool of Pharmacy, Nanjing Medical University, Hanzhong Road No. 140 Nanjing, Nanjing 210029, People's Republic of China
Correspondence e-mail: wubin@njmu.edu.cn

The asymmetric unit of the title compound, C₃₂H₃₈N₂O₅·2C₂H₆O, contains one main molecule and two solvent molecules, which interact via intermolecular O-HO hydrogen bonds. The piperazine ring adopts a chair conformation. The crystal packing exhibits weak intermolecular C-HO hydrogen bonds and voids of 31 Å³.

Related literature

For the crystal structures of related cinnamic acid derivatives, see: Teng et al. (2011); Zhong & Wu (2011). For further synthetic details, see: Wu et al. (2008).

Experimental

Crystal data

C₃₂H₃₈N₂O₅·2C₂H₆O
M_r = 622.78
Triclinic, $[P \overline 1]$
a = 12.511 (3) Å
b = 12.564 (3) Å
c = 13.601 (3) Å
= 88.13 (3)°
= 70.62 (3)°
= 65.84 (3)°
V = 1826.9 (6) Å³
Z = 2
Mo K radiation
= 0.08 mm^-1
T = 293 K
0.30 × 0.10 × 0.10 mm

Data collection

Enraf-Nonius CAD-4 diffractometer
Absorption correction: scan (North et al., 1968) T_min = 0.977, T_max = 0.992
6687 measured reflections
6687 independent reflections
2904 reflections with I > 2(I)
3 standard reflections every 200 reflections intensity decay: 1%

Refinement

R[F² > 2(F²)] = 0.070
wR(F²) = 0.166
S = 1.00
6687 reflections
412 parameters
2 restraints
H-atom parameters constrained
_max = 0.19 e Å^-3
_min = -0.16 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O6-H6AO3	0.82	1.97	2.699 (4)	147
O7-H7CO6	0.82	1.91	2.730 (6)	178
C14-H14AO7ⁱ	0.97	2.54	3.436 (7)	153
C32-H32AO4ⁱⁱ	0.96	2.57	3.258 (6)	129
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x-1, y, z.

Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1989); 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5226 ).

Acknowledgements

The authors thank Professor Hua-Qin Wang of the Analysis Centre, Nanjing University, for the diffraction measurements. This work was supported by the Natural Science Foundation of the Education Department of Jiangsu Province (grant No. 05KJB350084) and the Natural Science Foundation of Jiangsu Province (grant No. BK2010538).

References

Enraf-Nonius (1989). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Teng, Y.-B., Dai, Z.-H. & Wu, B. (2011). Acta Cryst. E67, o697.
Wu, B., Zhou, L. & Cai, H.-H. (2008). Chin. Chem. Lett. 19, 1163-1166.
Zhong, Y. & Wu, B. (2011). Acta Cryst. E67, o2791.

organic compounds