metal-organic compounds
catena-Poly[(diaquacadmium)-μ-iminodiacetato-κ4O,N,O′:O′′]
aCollege of Chemistry and Chemical Engineering, Guangxi University for Nationalities, Nanning 530006, People's Republic of China
*Correspondence e-mail: pgh1919@163.com
In the title compound, [Cd(C4H5NO4)(H2O)2]n, the CdII atom exhibits a distorted octahedral coordination geometry, defined by one N atom and three O atoms from two iminodiacetate (IDA) ligands and two water molecules. The tridentate IDA ligand additionally bridges via one of its carboxylate O atoms to another CdII atom, thus forming a zigzag chain along [001]. A three-dimensional network is completed by intermolecular O—H⋯O and N—H⋯O hydrogen bonds.
Related literature
For background to CdII complexes, see: Brusau et al. (2001). For related structures, see: Su & Xu (2005); Zhang & Lu (2004).
Experimental
Crystal data
|
Data collection: SMART (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Supporting information
https://doi.org/10.1107/S1600536813017121/hy2628sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536813017121/hy2628Isup2.hkl
A mixture of iminodiacetic acid (0.067 g, 0.5 mmol), CdSO4.8H2O (0.208 g, 1 mmol), NaOH (0.040 g, 1 mmol) and water (15 ml) was sealed in a Teflon-lined stainless steel vessel (25 cm3), and then the vessel was heated at 403 K for 3 days. After the mixture was slowly cooled to room temperature, colorless block-shaped crystals of the title compound were obtained. Analysis, calculated for C4H9CdNO6: C 17.19, H 3.25, N 5.01%; found: C 17.16, H 3.33, N 5.08%.
H atoms bonded to C and N atoms were positioned geometrically and refined as riding atoms, with C—H = 0.97 and N—H = 0.91 Å and with Uiso(H) = 1.2Ueq(C, N). H atoms of water molecules were located in a difference Fourier map and refined as riding, with O—H = 0.85 Å and Uiso(H) = 1.2Ueq(O). The maximum remaining electron density is found 1.13 Å from Cd1 and the minimum density 1.43 Å from O2.
Cd(II) ion with d10
exhibits a wide variety of coordination geometries and modes, which can induce versatile structural topologies (Brusau et al., 2001). A large number of metal-organic compounds based on Cd(II) have been reported. However, to the best of our knowledge, only the structure of a Cd(II) complex with benzimidazole and iminodiacetate (IDA) ligands has been reported so far (Su & Xu, 2005). We report here the structure of a Cd(II) iminodiacetate coordination polymer.In the title complex (Fig. 1), the CdII atom exhibits a distorted octahedral coordination geometry defined by one N atom and two atoms from an IDA ligand, one O atom from another IDA and two water molecules. The five membered chelating ring generated by O1—C1—C2—N1—Cd1 is nearly planar, with a largest deviation of -0.093 (16) from C2 to the mean plane, while the O4—C4—C3—N1—Cd1 chelating ring shows largest deviations of -0.440 (16) for C3 and 0.304 (11) for N1 in the opposite directions from the mean plane. The dihedral angle between the two chelating ring planes is 82.4 (3)°. The bond distances of Cd—O and Cd—N are comparable to those in [(benzimidazole)3(IDA)Cd.2H2O] (Su & Xu, 2005). However, these bond distances are 0.06–0.19Å longer than the values in a reported Mn(II) analogs (Zhang & Lu, 2004). The IDA ligand bridges two CdII atoms, forming a zigzag chain along [001] (Fig. 2). A three-dimensional network is completed by intermolecular O—H···O and N—H···O hydrogen bonds (Fig. 3).
For background to CdII complexes, see: Brusau et al. (2001). For related structures, see: Su & Xu (2005); Zhang & Lu (2004).
Data collection: SMART (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. The asymmetric unit of the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry code: (i) -x, -y, -1/2+z.] | |
Fig. 2. Perspective view of the chains in the title compound. | |
Fig. 3. Crystal packing of the title compound, showing intermolecular hydrogen-bonding interactions (dashed lines). |
[Cd(C4H5NO4)(H2O)2] | F(000) = 544 |
Mr = 279.52 | Dx = 2.355 Mg m−3 |
Orthorhombic, Pca21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2ac | Cell parameters from 1202 reflections |
a = 14.6600 (3) Å | θ = 2.8–22.1° |
b = 5.4905 (2) Å | µ = 2.76 mm−1 |
c = 9.7928 (3) Å | T = 296 K |
V = 788.23 (4) Å3 | Block, colorless |
Z = 4 | 0.22 × 0.17 × 0.16 mm |
Bruker SMART 1000 CCD diffractometer | 1303 independent reflections |
Radiation source: fine-focus sealed tube | 1173 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
φ and ω scans | θmax = 25.0°, θmin = 2.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −17→16 |
Tmin = 0.582, Tmax = 0.666 | k = −6→6 |
3775 measured reflections | l = −9→11 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.164 | w = 1/[σ2(Fo2) + (0.0941P)2 + 9.9695P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max < 0.001 |
1303 reflections | Δρmax = 2.05 e Å−3 |
109 parameters | Δρmin = −1.23 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 566 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.04 (14) |
[Cd(C4H5NO4)(H2O)2] | V = 788.23 (4) Å3 |
Mr = 279.52 | Z = 4 |
Orthorhombic, Pca21 | Mo Kα radiation |
a = 14.6600 (3) Å | µ = 2.76 mm−1 |
b = 5.4905 (2) Å | T = 296 K |
c = 9.7928 (3) Å | 0.22 × 0.17 × 0.16 mm |
Bruker SMART 1000 CCD diffractometer | 1303 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1173 reflections with I > 2σ(I) |
Tmin = 0.582, Tmax = 0.666 | Rint = 0.036 |
3775 measured reflections |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.164 | Δρmax = 2.05 e Å−3 |
S = 1.09 | Δρmin = −1.23 e Å−3 |
1303 reflections | Absolute structure: Flack (1983), 566 Friedel pairs |
109 parameters | Absolute structure parameter: 0.04 (14) |
1 restraint |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.05597 (5) | 0.13193 (15) | 0.74648 (19) | 0.0292 (3) | |
O1 | 0.1596 (8) | −0.1730 (19) | 0.7032 (11) | 0.040 (3) | |
O2 | 0.2833 (7) | −0.3435 (19) | 0.7786 (12) | 0.043 (4) | |
O3 | 0.0546 (7) | 0.1227 (18) | 1.1908 (13) | 0.037 (3) | |
O4 | 0.0357 (7) | −0.022 (2) | 0.9811 (12) | 0.039 (2) | |
O5 | 0.1075 (9) | 0.406 (2) | 0.5878 (11) | 0.042 (3) | |
H5A | 0.1248 | 0.5351 | 0.6279 | 0.051* | |
H5B | 0.0880 | 0.4441 | 0.5090 | 0.051* | |
O6 | −0.0422 (7) | 0.4382 (19) | 0.8246 (11) | 0.032 (2) | |
H6A | −0.0969 | 0.3891 | 0.8160 | 0.039* | |
H6B | −0.0378 | 0.5765 | 0.7861 | 0.039* | |
N1 | 0.1820 (8) | 0.229 (2) | 0.8812 (13) | 0.027 (2) | |
H1 | 0.2099 | 0.3623 | 0.8448 | 0.032* | |
C1 | 0.2288 (10) | −0.184 (3) | 0.7810 (15) | 0.033 (4) | |
C2 | 0.2468 (10) | 0.026 (3) | 0.8802 (17) | 0.033 (3) | |
H2A | 0.2493 | −0.0406 | 0.9718 | 0.040* | |
H2B | 0.3067 | 0.0920 | 0.8600 | 0.040* | |
C3 | 0.1468 (10) | 0.294 (3) | 1.0168 (15) | 0.027 (3) | |
H3A | 0.1204 | 0.4559 | 1.0135 | 0.033* | |
H3B | 0.1967 | 0.2967 | 1.0818 | 0.033* | |
C4 | 0.0744 (10) | 0.112 (2) | 1.0644 (17) | 0.027 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0289 (5) | 0.0255 (5) | 0.0333 (5) | −0.0008 (3) | −0.0017 (7) | −0.0014 (6) |
O1 | 0.035 (6) | 0.032 (6) | 0.054 (8) | 0.005 (4) | −0.012 (5) | −0.017 (4) |
O2 | 0.030 (5) | 0.047 (6) | 0.054 (11) | 0.008 (4) | −0.004 (5) | −0.017 (5) |
O3 | 0.046 (7) | 0.031 (6) | 0.033 (6) | −0.006 (4) | 0.010 (4) | 0.004 (4) |
O4 | 0.046 (6) | 0.029 (6) | 0.041 (6) | −0.013 (5) | −0.007 (5) | 0.001 (5) |
O5 | 0.071 (9) | 0.027 (6) | 0.028 (6) | −0.012 (5) | −0.008 (5) | 0.002 (4) |
O6 | 0.043 (6) | 0.020 (5) | 0.034 (6) | 0.000 (4) | 0.003 (4) | 0.001 (4) |
N1 | 0.032 (6) | 0.021 (5) | 0.029 (6) | −0.003 (5) | 0.002 (5) | −0.001 (5) |
C1 | 0.033 (7) | 0.021 (7) | 0.044 (13) | −0.010 (6) | 0.001 (6) | 0.009 (6) |
C2 | 0.029 (7) | 0.027 (7) | 0.043 (8) | 0.003 (6) | −0.001 (6) | −0.011 (7) |
C3 | 0.039 (8) | 0.012 (6) | 0.031 (8) | −0.005 (6) | 0.006 (6) | −0.004 (5) |
C4 | 0.031 (7) | 0.016 (7) | 0.032 (7) | 0.000 (5) | −0.001 (6) | 0.010 (6) |
Cd1—O3i | 2.209 (10) | O5—H5B | 0.8500 |
Cd1—O5 | 2.291 (11) | O6—H6A | 0.8501 |
Cd1—O1 | 2.300 (11) | O6—H6B | 0.8500 |
Cd1—N1 | 2.333 (12) | N1—C2 | 1.463 (18) |
Cd1—O6 | 2.342 (10) | N1—C3 | 1.468 (18) |
Cd1—O4 | 2.466 (12) | N1—H1 | 0.9100 |
O1—C1 | 1.270 (18) | C1—C2 | 1.53 (2) |
O2—C1 | 1.186 (18) | C2—H2A | 0.9700 |
O3—C4 | 1.27 (2) | C2—H2B | 0.9700 |
O3—Cd1ii | 2.209 (10) | C3—C4 | 1.531 (19) |
O4—C4 | 1.24 (2) | C3—H3A | 0.9700 |
O5—H5A | 0.8500 | C3—H3B | 0.9700 |
O3i—Cd1—O5 | 119.4 (4) | C2—N1—C3 | 114.8 (12) |
O3i—Cd1—O1 | 88.8 (4) | C2—N1—Cd1 | 109.6 (8) |
O5—Cd1—O1 | 97.7 (4) | C3—N1—Cd1 | 106.8 (8) |
O3i—Cd1—N1 | 150.0 (4) | C2—N1—H1 | 108.5 |
O5—Cd1—N1 | 88.4 (4) | C3—N1—H1 | 108.5 |
O1—Cd1—N1 | 75.4 (4) | Cd1—N1—H1 | 108.5 |
O3i—Cd1—O6 | 94.8 (4) | O2—C1—O1 | 124.1 (14) |
O5—Cd1—O6 | 87.3 (4) | O2—C1—C2 | 117.0 (13) |
O1—Cd1—O6 | 171.4 (4) | O1—C1—C2 | 118.8 (13) |
N1—Cd1—O6 | 97.9 (4) | N1—C2—C1 | 117.8 (12) |
O3i—Cd1—O4 | 85.7 (4) | N1—C2—H2A | 107.9 |
O5—Cd1—O4 | 153.7 (4) | C1—C2—H2A | 107.9 |
O1—Cd1—O4 | 90.1 (4) | N1—C2—H2B | 107.9 |
N1—Cd1—O4 | 69.3 (4) | C1—C2—H2B | 107.9 |
O6—Cd1—O4 | 82.4 (4) | H2A—C2—H2B | 107.2 |
C1—O1—Cd1 | 116.9 (9) | N1—C3—C4 | 111.1 (12) |
C4—O3—Cd1ii | 112.2 (10) | N1—C3—H3A | 109.4 |
C4—O4—Cd1 | 110.8 (9) | C4—C3—H3A | 109.4 |
Cd1—O5—H5A | 109.5 | N1—C3—H3B | 109.4 |
Cd1—O5—H5B | 131.9 | C4—C3—H3B | 109.4 |
H5A—O5—H5B | 108.3 | H3A—C3—H3B | 108.0 |
Cd1—O6—H6A | 108.7 | O4—C4—O3 | 124.4 (14) |
Cd1—O6—H6B | 116.8 | O4—C4—C3 | 120.4 (14) |
H6A—O6—H6B | 108.1 | O3—C4—C3 | 115.0 (13) |
Symmetry codes: (i) −x, −y, z−1/2; (ii) −x, −y, z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O1iii | 0.85 | 1.84 | 2.685 (15) | 176 |
O5—H5B···O6iv | 0.85 | 2.03 | 2.880 (15) | 176 |
O6—H6A···O2v | 0.85 | 1.81 | 2.649 (14) | 168 |
O6—H6B···O3iv | 0.85 | 1.91 | 2.750 (15) | 168 |
N1—H1···O2iii | 0.91 | 2.05 | 2.953 (16) | 174 |
Symmetry codes: (iii) x, y+1, z; (iv) −x, −y+1, z−1/2; (v) x−1/2, −y, z. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C4H5NO4)(H2O)2] |
Mr | 279.52 |
Crystal system, space group | Orthorhombic, Pca21 |
Temperature (K) | 296 |
a, b, c (Å) | 14.6600 (3), 5.4905 (2), 9.7928 (3) |
V (Å3) | 788.23 (4) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 2.76 |
Crystal size (mm) | 0.22 × 0.17 × 0.16 |
Data collection | |
Diffractometer | Bruker SMART 1000 CCD |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.582, 0.666 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 3775, 1303, 1173 |
Rint | 0.036 |
(sin θ/λ)max (Å−1) | 0.594 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.047, 0.164, 1.09 |
No. of reflections | 1303 |
No. of parameters | 109 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.05, −1.23 |
Absolute structure | Flack (1983), 566 Friedel pairs |
Absolute structure parameter | 0.04 (14) |
Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O1i | 0.85 | 1.84 | 2.685 (15) | 176 |
O5—H5B···O6ii | 0.85 | 2.03 | 2.880 (15) | 176 |
O6—H6A···O2iii | 0.85 | 1.81 | 2.649 (14) | 168 |
O6—H6B···O3ii | 0.85 | 1.91 | 2.750 (15) | 168 |
N1—H1···O2i | 0.91 | 2.05 | 2.953 (16) | 174 |
Symmetry codes: (i) x, y+1, z; (ii) −x, −y+1, z−1/2; (iii) x−1/2, −y, z. |
Acknowledgements
This work was supported by the Innovation Project of Guangxi University for Nationalities.
References
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Cd(II) ion with d10 electronic configuration exhibits a wide variety of coordination geometries and modes, which can induce versatile structural topologies (Brusau et al., 2001). A large number of metal-organic compounds based on Cd(II) have been reported. However, to the best of our knowledge, only the structure of a Cd(II) complex with benzimidazole and iminodiacetate (IDA) ligands has been reported so far (Su & Xu, 2005). We report here the structure of a Cd(II) iminodiacetate coordination polymer.
In the title complex (Fig. 1), the CdII atom exhibits a distorted octahedral coordination geometry defined by one N atom and two atoms from an IDA ligand, one O atom from another IDA and two water molecules. The five membered chelating ring generated by O1—C1—C2—N1—Cd1 is nearly planar, with a largest deviation of -0.093 (16) from C2 to the mean plane, while the O4—C4—C3—N1—Cd1 chelating ring shows largest deviations of -0.440 (16) for C3 and 0.304 (11) for N1 in the opposite directions from the mean plane. The dihedral angle between the two chelating ring planes is 82.4 (3)°. The bond distances of Cd—O and Cd—N are comparable to those in [(benzimidazole)3(IDA)Cd.2H2O] (Su & Xu, 2005). However, these bond distances are 0.06–0.19Å longer than the values in a reported Mn(II) analogs (Zhang & Lu, 2004). The IDA ligand bridges two CdII atoms, forming a zigzag chain along [001] (Fig. 2). A three-dimensional network is completed by intermolecular O—H···O and N—H···O hydrogen bonds (Fig. 3).