5,5′-[(2,4-Dichloro­phen­yl)methyl­ene]bis­(2,2-dimethyl-1,3-dioxane-4,6-dione)

Zeng, W.-L.

doi:10.1107/S1600536811025384

Volume 67
Part 8
Page o1894
August 2011

Received 22 June 2011
Accepted 28 June 2011
Online 2 July 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R = 0.045
wR = 0.127
Data-to-parameter ratio = 13.2
Details

5,5'-[(2,4-Dichlorophenyl)methylene]bis(2,2-dimethyl-1,3-dioxane-4,6-dione)

Wu-Lan Zeng ^a ^*

^aMicroScale Science Institute, Department of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China
Correspondence e-mail: wulanzeng@163.com

The title compound, C₁₉H₁₈Cl₂O₈, was prepared by the reaction of 2,2-dimethyl-1,3-dioxane-4,6-dione and 2,4-dichlorobenzaldehyde in ethanol. The two 1,3-dioxane rings exhibit boat conformations. In the crystal, molecules are linked by weak intermolecular C-HO and C-HCl hydrogen bonds, forming chains parallel to the a axis.

Related literature

For related structures, see: Zeng (2010, 2011).

Experimental

Crystal data

C₁₉H₁₈Cl₂O₈
M_r = 445.23
Monoclinic, P 2₁ /c
a = 7.9522 (6) Å
b = 11.5145 (11) Å
c = 22.0939 (19) Å
= 100.201 (1)°
V = 1991.1 (3) Å³
Z = 4
Mo K radiation
= 0.37 mm^-1
T = 298 K
0.40 × 0.34 × 0.28 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.866, T_max = 0.903
9830 measured reflections
3519 independent reflections
1978 reflections with I > 2(I)
R_int = 0.039

Refinement

R[F² > 2(F²)] = 0.045
wR(F²) = 0.127
S = 1.03
3519 reflections
266 parameters
H-atom parameters constrained
_max = 0.33 e Å^-3
_min = -0.28 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C8-H8O4ⁱ	0.98	2.32	3.220 (4)	151
C11-H11BCl1ⁱⁱ	0.96	2.75	3.387 (4)	125
C11-H11CO4ⁱ	0.96	2.43	3.323 (4)	155
Symmetry codes: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[-x, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; 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: RZ2616 ).

References

Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zeng, W.-L. (2010). Acta Cryst. E66, o2319.
Zeng, W.-L. (2011). Acta Cryst. E67, o478.

organic compounds