{2-[2-(Carb­oxy­meth­oxy)­phen­oxy]acetato}[2,2′-(o-phenyl­enedi­oxy)diacetic acid]sodium 4,4′-bipyridine hemisolvate monohydrate

Xu, L.; Gu, L.-Y.; Yang, Y.-Y.; Wang, B.; Kang, T.-G.

doi:10.1107/S1600536810024797

Volume 66
Part 8
Page m867
August 2010

Received 4 June 2010
Accepted 24 June 2010
Online 3 July 2010

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.007 Å
Disorder in main residue
R = 0.066
wR = 0.213
Data-to-parameter ratio = 11.4
Details

{2-[2-(Carboxymethoxy)phenoxy]acetato}[2,2'-(o-phenylenedioxy)diacetic acid]sodium 4,4'-bipyridine hemisolvate monohydrate

Liang Xu,^a Li-Yan Gu,^a Yan-Yun Yang,^a Bing Wang ^a and Ting-Guo Kang ^a ^*

^aCollege of Pharmacy, Liaoning University of Traditional Chinese Medicine, Dalian 116600, People's Republic of China
Correspondence e-mail: lnzyxuliang@eyou.com

In the title compound, [Na(C₁₀H₉O₆)(C₁₀H₁₀O₆)]·0.5C₁₀H₈N₂·H₂O, the Na atom is eight-coordinated in an distorted dicapped-octahedral geometry by eight O atoms from a 2-(2-carboxymethoxyphenoxy)acetate (o-BDOAH) anion and a 2,2'-(o-phenylenedioxy)diacetic acid (o-BDOAH₂) molecule. The uncoordinated 4,4'-bipyridine molecule is arranged around an inversion center and exhibits rotational disorder. A three-dimensional supramolecular network is built up in the crystal through O-HO and O-HN hydrogen bonds between the uncoordinated water molecule, the uncoordinated 4,4'-bipyridine molecule and the sodium complex molecule.

Related literature

For a related structure with o-BDOAH₂ and 4,4'-bipyridine, see: Gao et al. (2006).

Experimental

Crystal data

[Na(C₁₀H₉O₆)(C₁₀H₁₀O₆)]·0.5C₁₀H₈N₂·H₂O
M_r = 570.45
Triclinic, $[P \overline 1]$
a = 8.427 (4) Å
b = 13.135 (7) Å
c = 13.411 (9) Å
= 111.08 (2)°
= 102.03 (2)°
= 103.17 (2)°
V = 1277.9 (13) Å³
Z = 2
Mo K radiation
= 0.14 mm^-1
T = 291 K
0.24 × 0.23 × 0.21 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.968, T_max = 0.972
9959 measured reflections
4457 independent reflections
3497 reflections with I > 2(I)
R_int = 0.022

Refinement

R[F² > 2(F²)] = 0.066
wR(F²) = 0.213
S = 1.14
4457 reflections
392 parameters
152 restraints
H-atom parameters constrained
_max = 0.79 e Å^-3
_min = -0.43 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H62O8ⁱ	0.83	1.70	2.517 (4)	173
O6-H61N1B	0.82	1.76	2.568 (7)	168
O6-H61N1A	0.82	1.76	2.573 (5)	171
O13-H132O2ⁱⁱ	0.85	2.16	2.958 (5)	156
Symmetry codes: (i) -x+3, -y+2, -z+1; (ii) x-1, y, z.

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC, 2002); 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: SI2266 ).

Acknowledgements

The authors thank Liaoning University of Traditional Chinese Medicine for supporting this study.

References

Gao, J.-S., Hou, G.-F., Yu, Y.-H., Hou, Y.-J. & Yan, P.-F. (2006). Acta Cryst. E62, m2913-m2915.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

metal-organic compounds