Bis(μ-2-carb­oxy­methyl-2-hy­droxy­butane­dioato)bis­[diaqua­manganese(II)]–1,2-bis­(pyridin-4-yl)ethene–water (1/1/2)

Hwang, I.H.; Kim, P.-G.; Lee, J.-C.; Kim, C.; Kim, Y.

doi:10.1107/S1600536812047034

Volume 68
Part 12
Pages m1516-m1517
December 2012

Received 8 November 2012
Accepted 15 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 170 K
Mean (C-C) = 0.004 Å
R = 0.038
wR = 0.098
Data-to-parameter ratio = 12.3
Details

Bis(-2-carboxymethyl-2-hydroxybutanedioato)bis[diaquamanganese(II)]-1,2-bis(pyridin-4-yl)ethene-water (1/1/2)

In Hong Hwang,^a Pan-Gi Kim,^b Jae-Cheon Lee,^c Cheal Kim ^a ^* and Youngmee Kim ^d ^*

^aDepartment of Fine Chemistry, Seoul National University of Science & Technology, Seoul 139-743, Republic of Korea,^bDepartment of Forest & Environment Resources, Kyungpook National University, Sangju 742-711, Republic of Korea,^cDepartment of Forest Resources Development, Korea Forest Research Institute, Suwon 441-350, Republic of Korea, and ^dDepartment of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Republic of Korea
Correspondence e-mail: chealkim@seoultech.ac.kr, ymeekim@ewha.ac.kr

The asymmetric unit of the title compound, [Mn₂(C₆H₆O₇)₂(H₂O)₄]·C₁₂H₁₀N₂·2H₂O, contains half of the centrosymmetric Mn complex dimer, half of a 1,2-bis(pyridin-4-yl)ethene molecule, which lies across an inversion center, and one water molecule. Two citrate ligands bridge two Mn^II ions, and each Mn^II atom is coordinated by four O atoms from the citrate ligands (one from hydroxy and three from carboxylate groups) and two water O atoms, forming a distorted octahedral environment. In the crystal, O-HO and O-HN hydrogen bonds link the centrosymmetric dimers and lattice water molecules into a three-dimensional structure which is further stabilized by intermolecular [pi] - [pi] interactions [centroid-centroid distance = 3.959 (2) Å]. Weak C-HO hydrogen bonding interactions are also observed.

Related literature

For interactions of metal ions with biologically active molecules, see: Daniele et al. (2008); Parkin (2004); Tshuva & Lippard (2004); Stoumpos et al. (2009). For manganese citrate and zinc citrate complexes, see: Hwang et al. (2012a,b). For related complexes, see: Yu et al. (2009); Kim et al. (2011).

Experimental

Crystal data

[Mn₂(C₆H₆O₇)₂(H₂O)₄]·C₁₂H₁₀N₂·2H₂O
M_r = 780.41
Triclinic, $[P \overline 1]$
a = 9.3970 (19) Å
b = 9.4580 (19) Å
c = 10.131 (2) Å
= 70.24 (3)°
= 67.11 (3)°
= 75.52 (3)°
V = 773.3 (3) Å³
Z = 1
Mo K radiation
= 0.91 mm^-1
T = 170 K
0.15 × 0.10 × 0.02 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997) T_min = 0.876, T_max = 0.982
4358 measured reflections
2973 independent reflections
2423 reflections with I > 2(I)
R_int = 0.021

Refinement

R[F² > 2(F²)] = 0.038
wR(F²) = 0.098
S = 1.08
2973 reflections
241 parameters
8 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.47 e Å^-3
_min = -0.63 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C12-H12O3ⁱ	0.95	2.48	3.344 (4)	151
C11-H11O4ⁱⁱ	0.95	2.53	3.143 (3)	123
O9-H9BO3ⁱⁱⁱ	0.93 (1)	2.56 (3)	3.113 (3)	118 (2)
O9-H9BO2ⁱⁱⁱ	0.93 (1)	1.88 (1)	2.803 (3)	175 (3)
O9-H9AO1W^iv	0.93 (1)	1.78 (1)	2.695 (3)	170 (3)
O8-H8BO5^v	0.93 (1)	1.78 (1)	2.707 (3)	173 (3)
O8-H8AO7^iv	0.93 (1)	1.87 (1)	2.769 (3)	163 (3)
O5-H5ON11^vi	0.86 (1)	1.76 (1)	2.625 (3)	178 (3)
O1W-H1WBO3	0.93 (1)	1.92 (1)	2.843 (3)	175 (3)
O1-H1OO6	0.86 (1)	1.88 (2)	2.616 (2)	143 (2)
O1W-H1WAO7^vii	0.93 (1)	2.08 (2)	2.891 (3)	145 (3)
Symmetry codes: (i) x+1, y, z-1; (ii) x, y, z-1; (iii) -x+1, -y+2, -z+1; (iv) x+1, y, z; (v) -x+1, -y+1, -z+2; (vi) x, y, z+1; (vii) -x, -y+1, -z+1.

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: SJ5281 ).

Acknowledgements

Financial support from Forest Science & Technology Projects (S121012L080111) and the Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2012001725) is gratefully acknowledged.

References

Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Daniele, P. G., Foti, C., Gianguzza, A., Prenesti, E. & Sammartano, S. (2008). Coord. Chem. Rev. 252, 1093-1107.
Hwang, I. H., Kim, P.-G., Kim, C. & Kim, Y. (2012a). Acta Cryst. E68, m1116-m1117.
Hwang, I. H., Kim, P.-G., Kim, C. & Kim, Y. (2012b). Acta Cryst. E68, m1305-m1306.
Kim, J. H., Kim, C. & Kim, Y. (2011). Acta Cryst. E67, m3-m4.
Parkin, G. (2004). Chem. Rev. 104, 699-767.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Stoumpos, C. C., Gass, I. A., Milios, C. J., Lalioti, N., Terzis, A., Aromi, G., Teat, S. J., Brechin, E. K. & Perlepes, S. P. (2009). Dalton Trans. pp. 307-317.
Tshuva, E. Y. & Lippard, S. J. (2004). Chem. Rev. 104, 987-1012.
Yu, S. M., Shin, D. H., Kim, P.-G., Kim, C. & Kim, Y. (2009). Acta Cryst. E65, m1045-m1046.

metal-organic compounds