Poly[[aqua-(μ(4)-1H-benzimidazole-5,6-dicarboxyl-ato-κN:O:O:O)(N,N-dimethyl-formamide-κO)cadmium(II)] dihydrate].

Abstract

In the title compound, {[Cd(C(9)H(4)N(2)O(4))(C(3)H(7)NO)(H(2)O)]·2H(2)O}(n), the Cd(II) atom is coordinated by one N atom and three O atoms from four different 1H-benzimidazole-5,6-dicarboxyl-ate (Hbidc) ligands, one O atom from one dimethyl-formamide ligand, and one O atom from a water mol-ecule in a distorted octa-hedral geometry. The Hbidc ligands connect the Cd atoms into a two-dimensional network parallel to (001). N-H⋯O and O-H⋯O hydrogen bonds involving the water molecules are observed in the crystal structure.

Full text

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Poly[[aqua(l4-1H-benzimidazole-5,6-
dicarboxylato-j4N3:O5:O50 0 0:O6)(N,N-
dimethylformamide-jO)cadmium(II)]
dihydrate]
Hao Wang,aShi-Jie Li,aWen-Dong Song,b* Xiao-Fei Lic
and Dong-Liang Miaoa
aCollege of Food Science and Technology, Guang Dong Ocean University,
Zhanjiang 524088, People’s Republic of China,bCollege of Science, Guang Dong
Ocean University, Zhanjiang 524088, People’s Republic of China, andcCollege of
Agriculture, Guang Dong Ocean University, Zhanjiang 524088, People’s Republic of
China
Correspondence e-mail: songwd60@163.com
Received 17 January 2010; accepted 25 January 2010
Key indicators: single-crystal X-ray study; T = 293 K; mean ?(C–C) = 0.019 A ˚;
R factor = 0.086; wR factor = 0.223; data-to-parameter ratio = 12.8.
In the title compound, {[Cd(C9H4N2O4)(C3H7NO)(H2O)]?-
2H2O}n, the CdIIatom is coordinated by one N atom and three
Oatoms fromfourdifferent
dicarboxylate (Hbidc) ligands, one O atom from one
dimethylformamide ligand, and one O atom from a water
molecule in a distorted octahedral geometry. The Hbidc
ligands connect the Cd atoms into a two-dimensional network
parallel to (001). N—H???O and O—H???O hydrogen bonds
involving the water molecules are observed in the crystal
structure.
1H-benzimidazole-5,6-
Related literature
For related structures of 1H-benzimidazole-5,6-dicarboxylate
complexes, see: Song, Wang, Hu et al. (2009); Song, Wang, Li et
al. (2009); Song, Wang, Qin et al. (2009); Wang et al. (2009).
Experimental
Crystal data
[Cd(C9H4N2O4)(C3H7NO)(H2O)]?-
2H2O
Mr= 443.69
Triclinic, P1
a = 7.7729 (16) A˚
b = 9.1648 (18) A˚
c = 11.458 (2) A˚
? = 102.76 (3)?
? = 97.70 (3)?
? = 94.96 (3)?
V = 783.2 (3) A˚3
Z = 2
Mo K? radiation
? = 1.44 mm?1
T = 293 K
0.29 ? 0.25 ? 0.21 mm
Data collection
Rigaku/MSC Mercury CCD
diffractometer
Absorption correction: multi-scan
(REQAB; Jacobson, 1998)
Tmin= 0.680, Tmax= 0.752
6197 measured reflections
2800 independent reflections
1539 reflections with I > 2?(I)
Rint= 0.121
Refinement
R[F2> 2?(F2)] = 0.086
wR(F2) = 0.223
S = 1.14
2800 reflections
219 parameters
9 restraints
H-atom parameters constrained
??max= 2.12 e A˚?3
??min= ?1.80 e A˚?3
Table 1
Hydrogen-bond geometry (A˚,?).
D—H???A
O1W—H1W???O2i
O1W—H2W???O4ii
O2W—H3W???O1W
O2W—H4W???O1
O3W—H5W???O2i
O3W—H6W???O2Wiii
N2—H2???O2Wiv
Symmetry codes: (i) x þ 1;y;z; (ii) ?x;?y;?z þ 1; (iii) ?x þ 1;?y;?z þ 2; (iv)
x;y þ 1;z.
D—HH???AD???AD—H???A
0.84
0.84
0.84
0.84
0.84
0.84
0.86
1.92
1.85
2.16
2.00
2.11
2.29
2.18
2.757 (11)
2.649 (12)
2.888 (9)
2.811 (11)
2.810 (12)
2.766 (14)
2.970 (16)
177
159
145
162
140
117
152
Data collection: CrystalStructure
refinement:CrystalStructure;
program(s) used to solve structure: SHELXS97 (Sheldrick, 2008);
program(s) used to refine structure: SHELXL97 (Sheldrick, 2008);
molecular graphics: ORTEPII (Johnson, 1976); software used to
prepare material for publication: SHELXL97.
(Rigaku/MSC, 2002); cell
reduction:CrystalStructure;data
The authors acknowledge Guang Dong Ocean University
for supporting this work.
Supplementary data and figures for this paper are available from the
IUCr electronic archives (Reference: HY2275).
References
Jacobson, R. (1998). REQAB. Private communication to the Molecular
Structure Corporation, The Woodlands, Texas, USA.
Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National
Laboratory, Tennessee, USA.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas,
USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
metal-organic compounds
Acta Cryst. (2010). E66, m209–m210doi:10.1107/S1600536810003065Wang et al.
m209
Acta Crystallographica Section E
Structure Reports
Online
ISSN 1600-5368

Page 2

Song, W.-D., Wang, H., Hu, S.-W., Qin, P.-W. & Li, S.-J. (2009). Acta Cryst. E65,
m701.
Song, W.-D., Wang, H., Li, S.-J., Qin, P.-W. & Hu, S.-W. (2009). Acta Cryst. E65,
m702.
Song, W.-D., Wang, H., Qin, P.-W., Li, S.-J. & Hu, S.-W. (2009). Acta Cryst. E65,
m672.
Wang, H., Song, W.-D., Li, S.-J., Miao, D.-L. & Liu, J. (2009). Acta Cryst. E65,
m1423.
metal-organic compounds
m210
Wang et al.
? [Cd(C9H4N2O4)(C3H7NO)(H2O)]?2H2O
Acta Cryst. (2010). E66, m209–m210

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supplementary materials

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supplementary materials
sup-1
Acta Cryst. (2010). E66, m209-m210 [ doi:10.1107/S1600536810003065 ]
Poly[[aqua( 4-1H-benzimidazole-5,6-dicarboxylato-4N3:O5:O5':O6)(N,N-dimethylformamide-
O)cadmium(II)] dihydrate]
H. Wang, S.-J. Li, W.-D. Song, X.-F. Li and D.-L. Miao
Comment
From the structural point of view, 1H-benzimidazole-5,6-dicarboxylic acid (H3bidc) possesses two N atoms of imidazole
ring and four O atoms of carboxylate groups and might be used as versatile linker in constructing coordination polymers
with abundant hydrogen bonds. Based on this idea, a series of coordination polymers fomed by this ligand have been repor-
ted by us: catena-poly[[diaqua(1,10-phenanthroline-κ2N,N')nickel(II)]- µ-Hbidc-κ2N3:O6] (Song, Wang, Hu et al., 2009),
pentaaqua(Hbidc-κN3)cobalt(II) pentahydrate (Song, Wang, Li et al., 2009), pentaaqua(Hbidc-κN3)nickel(II) pentahydrate
(Song, Wang, Qin et al., 2009), and tetraaquabis(Hbidc-κN3)cobalt(II) dimethylformamide disolvate dihydrate (Wang et
al., 2009). In the present paper, we report the title complex.
As shown in Fig. 1, the CdII atom exhibits an octahedral coordination geometry, defined by three O atoms from three
different Hbidc ligands, one N atom from another Hbidc ligand, one O atom from a dimethylformamide ligand and one O
atom from a water molecule. The equatorial plane is defined by O1W, O10, N1i and O3iii atoms, while O1 and O4ii occupy
the axial positions [symmetry codes: (i) -x, 1-y, 1-z; (ii) 1+x, y, z; (iii) -x, -y, 1-z]. Two solvent water molecules are present
in the asymmetic unit. O—H···O and N—H···O hydrogen bonds are observed in the crystal structure with hydrogen-bond
geometry in the normal range (Fig. 2 and Table 1).
Experimental
A dimethylformamide solution (20 ml) containing CdCl2(0.1 mmol) and H3bidc (0.2 mmol) was stirred for a few minutes
in air, and then left to stand at room temperature. Colorless crystals were obtained in a few weeks.
Refinement
C- and N-bound H atoms were placed at calculated positions and treated as riding on the parent atoms, with C—H = 0.93
(CH), 0.96 (CH3), N—H = 0.86 Å and with Uiso(H) = 1.2(1.5 for methyl)Ueq(C, N). The water H-atoms were located in a
difference Fourier map and refined as riding, with a distance restraint of O—H = 0.84 Å and with Uiso(H) = 1.5Ueq(O). The
highest residual electron density was found 1.07 Å from Cd1 and the deepest hole 0.97 Å from Cd1.

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supplementary materials
sup-2
Figures
Fig. 1. The asymmetric unit of the title compound, showing the 30% probability displacement
ellipsoids. [Symmetry codes: (i) -x, 1-y, 1-z; (ii) 1+x, y, z; (iii) -x, -y,1-z.]
Fig. 2. A view of the crystal packing. Hydrogen bonds are shown as dashed lines.
Poly[[aqua(µ4-1H-benzimidazole-5,6-dicarboxylato- κ4N3:O5:O5':O6)(N,N- dimethylformamide-
κO)cadmium(II)] dihydrate]
Crystal data
[Cd(C9H4N2O4)(C3H7NO)(H2O)]·2H2O
Mr = 443.69
Z = 2
F(000) = 444
Dx = 1.881 Mg m−3
Mo Kα radiation, λ = 0.71073 Å
Cell parameters from 3441 reflections
θ = 3.3–27.4°
µ = 1.44 mm−1
T = 293 K
Block, colorless
0.29 × 0.25 × 0.21 mm
Triclinic, P1
Hall symbol: -P 1
a = 7.7729 (16) Å
b = 9.1648 (18) Å
c = 11.458 (2) Å
α = 102.76 (3)°
β = 97.70 (3)°
γ = 94.96 (3)°
V = 783.2 (3) Å3
Data collection
Rigaku/MSC Mercury CCD
diffractometer
Radiation source: fine-focus sealed tube
graphite
ω scans
Absorption correction: multi-scan
(REQAB; Jacobson, 1998)
Tmin = 0.680, Tmax = 0.752
2800 independent reflections
1539 reflections with I > 2σ(I)
Rint = 0.121
θmax = 25.2°, θmin = 3.3°
h = −9→7
k = −10→10