Poly[[aqua­(μ₇-ethyl­enediamine­tetra­acetato)­dicadmium(II)] mono­hydrate]

The title compound, {[Cd₂(C₁₀H₁₂N₂O₈)(H₂O)]·H₂O}_n, con­sists of two crystallographically independent Cd^II cations, one ethyl­enediamine­tetra­acetate (edta) tetra­anion, one coordinated water mol­ecule and one solvent water mol­ecule. The coordination of one of the Cd atoms, Cd1, is composed of five O atoms and two N atoms from two tetra­anionic edta ligands in a distorted penta­gonal–bipyramidal coordination geometry. The other Cd atom, Cd2, is six-coordinated by five carboxyl­ate O atoms from five edta ligands and one water mol­ecule in a distorted octa­hedral geometry. Two neighbouring Cd1 atoms are bridged by a pair of carboxyl­ate O atoms to form a centrosymmetric [Cd₂(edta)₂]⁴⁻ unit located on the inversion centre, which is further extended into a two-dimensional layered structure through Cd2—O bonds. There are hydrogen bonds between the coordinated water mol­ecules and carboxyl­ate O atoms within the layer. The solvent water mol­ecules occupy the space between the layers and inter­act with the host layers through O—H...O and C—H...O inter­actions.

S1. Comment

The construction of coordination polymers from multifunctional ligands with metal ions is one of the most active areas of materials research. The intense interest in these materials is driven by their intrinsic architectural beauty and aesthetically pleasing structures, as well as potential applications such as catalysis, molecular magnets, photoluminescence, adsorption and phase separation (Janiak, 2003; Kitagawa et al., 2004; O'Keeffe et al., 2000). The assembly of these coordination compounds allows for a wide choice of various parameters including diverse electronic properties and coordination geometries of the metal ions as well as versatile functions of organic ligands. To date, metal carboxylate frameworks have afforded the most diversity in this area because of their chemical stability and appropriate connectivity (Yaghi et al., 1997; Chen et al., 2009). Ethylenediaminetetraacetic acid (H₄edta), which has ten potential donor atoms (eight O atoms and two N atoms), is an effective ligand for coordinating to metal cations to generate diverse structural networks (Luo & Xu, 2006; Mizuta et al., 1995). H₄edta commonly acts as a chelating ligand to enclose a central metal ion, leaving some remaining sites available for coordination. Thus some bimetalic compounds have been isolated successfully through this strategy (Brouca-Cabarrecq et al., 1996; Yi et al., 1998). In addition, some structurally defined peroxotitanate–edta coordination compounds can delineate certain cleavage reaction mechanisms (Zhou et al., 2007). Although many compounds containing the H₄edta ligand have been reported, new coordination compounds with interesting structures based on the H₄edta ligand continue to be synthesized owing to the coordination versatility of the H₄edta ligand.

On the other hand, because of the relatively large ionic radius of the Cd^II cation, its coordination numbers typically range from 6 to 8, which suggests that cadmium compounds should form some interesting frameworks (Liu et al., 2006). The combination of the H₄edta ligand with cadmium(II) ions produced several complexes such as the mononuclear [Cd(H₂edta)(H₂O)].H₂O (Polyakova et al., 2001), trinuclear [Cd₃(Hedta)₂(H₂O)₆] .H₂O (Solans et al., 1987) and the polymeric bimetallic network {[Na₂Cd₃(Hedta)₂(H₂O)₆].2H₂O}_n (Wang et al., 2008). However, all reported Cd^II compounds bridged by H₄edta ligands with polymeric structures are heterometallic compounds (Llyukhin & Davidovich, 1999; Solans et al., 1985). We report here the cadmium compound {[Cd₂(edta)(H₂O)].H₂O}_n, (I), which is the first two-dimensional layered framework compound based on the edta ligand and homometallic cadmium ion. In addition, the edta ligand displays a novel heptadentate coordination mode in the compound.

The asymmetric unit of (I) consists of two Cd^II cations, one edta tetraanion, one coordinated water molecule and one solvent water molecule. As depicted in Fig. 1, atom Cd1 is seven-coordinated by four carboxylate O and two N atoms from an edta ligand and one carboxylate O atom [O5ⁱ; symmetry code: (i) -x, -y, -z + 1] from the other edta ligand in a pentagonal–bipyramidal coordination environment with atoms O1 and O7 occupying the apical positions. Atom Cd2 is six-coordinated by three carboxylate O atoms from three edta ligands and one coordinated water molecule in a distorted square-planar geometry, and two carboxylate O atoms [O8ⁱⁱ and O3^v; symmetry codes: (ii) x + 1, y, z + 1; (v) -x + 1, -y, -z + 1] from another two edta ligands in the apical positions. The [CdO₆] octahedron is distorted, with the O—Cd—O bond angles ranging from 79.47 (10) to 160.80 (9)° (Table 1). There is one additional interaction [Cd2—O4^v = 2.667 (3) Å], but this is outside the typical range of 2.10–2.45 Å for Cd—O coordination.

Each edta ligand employs its carboxylate groups and two N atoms to chelate and bridge seven Cd^II cations (Fig. 2). The two neighboring Cd1 atoms are bridged by a pair of carboxylate O atoms (O5 and O5ⁱ) to form a centrosymmetric [Cd₂(edta)₂]^4- unit containing a Cd₂O₂ core, located in the inverse centrum, with a Cd···Cd separation of 3.7314 (5) Å. Each [Cd₂(edta)₂]^4- unit is surrounded by eight Cd2 atoms (Fig. 2). The [Cd₂(edta)₂]^4- units are linked by Cd2 atoms through Cd2^v—O3, Cd2^vii—O4 and Cd2^viii—O6 bonds [symmetry codes: (vii) x, y, z - 1; (viii) x - 1, y, z] to form a one-dimensional chain (Fig. 3). The one-dimensional chains are further linked by Cd2 atoms through Cd2—O2 and Cd2^ix—O8 bonds [symmetry code: (ix) x - 1, y, z - 1] to generate a two-dimensional layer in the ac plane (Fig. 3). Thus, the Cd2 sites serve to join neighbouring [Cd₂(edta)₂]^4- units into a two-dimensional layered structure. There are hydrogen bonds between aqua ligands and carboxylate O atoms within the layer (Table 2). The two-dimensional layers are stacked along the b direction to give a crystal packing (Fig. 4). The solvent water molecules occupy the space between the layers and interact with the host layers through O—H···O and C—H···O interactions (Table 2).

Several homometallic compounds bridged by edta ligand with two-dimensional structures have been reported previously. However, the structure of (I) is quite different from those structures. For example, the {[Ca₂(edta)(H₂O)₂].H₂O}_n compound has a similar dinuclear [Ca₂(edta)₂(H₂O)₂]^4- unit, which is extended into a two-dimensional layer through Ca—O bonds (Barnett & Uchtman, 1979). However, in this compound, each [Ca₂(edta)₂(H₂O)₂]^4- unit is only surrounded by six Ca^II ions, and the edta ligand exhibits a hexadentate coordination mode, different from (I). The edta ligand chelates an Sn²⁺ ion and bridges four Sn²⁺ ions to generate a two-dimensional framework where the basic structural unit is the mononuclear [Sn(edta)]^2- (Van Remoortere et al., 1971). This indicates that the structures of the final products are strongly influenced by the nature of the metal ions.

To examine the thermal stability of the compound and the structural variation as a function of temperature, thermogravimetric analysis (TGA) was performed on a single-phase polycrystalline sample of (I) (Fig. S1 in the supplementary materials). TGA of (I) indicates that a weight loss of 6.4% occurs between 308 and 333 K, corresponding to the loss of the solvent water molecule and aqua ligand (expected 6.5%), with a distinct plateau in the curve. The second weight loss, in the temperature range 403–463 K, corresponds to the incomplete decomposition of the edta ligand. A sharp continual weight loss occurred at 508 K, which is attributed to further decomposition of the organic ligand.

Related literature

For related literature, see: Barnett & Uchtman (1979); Brouca-Cabarrecq et al. (1996); Chen et al. (2009); Janiak (2003); Kitagawa et al. (2004); Liu et al. (2006); Llyukhin & Davidovich (1999); Luo & Xu (2006); O'Keeffe et al. (2000); Polyakova et al. (2001); Solans et al. (1985, 1987); Van Remoortere, Flynn, Boer & North (1971); Wang et al. (2008); Yaghi et al. (1997); Yi et al. (1998).

S2. Experimental

A mixture of Cd(NO₃)₂.4H₂O (154 mg, 0.5 mmol) and ethylenediaminetetraacetic acid (186 mg, 0.5 mmol) in a 1:1 molar ratio in 14 ml of CH₃CN/H₂O (3:4 v/v) was introduced into a Parr Teflon-lined stainless steel vessel (20 ml). The vessel was sealed and heated to 413 K. The temperature was held for 2 d and then the mixture was left to cool to room temperature to obtain colourless block crystals. The crystalline product was filtered off, washed with CH₃CN/H₂O and dried at ambient temperature [yield 43% based on Cd(NO₃)₂.4H₂O]. IR (KBr pellet, cm^-1): 3436, 3108, 3076, 1642, 1559, 1481, 1426, 1363, 1197, 1129, 1078, 1032, 996, 879, 862, 673, 628, 545.

S3. Refinement

Methylene H atoms were placed in calculated positions and treated using a riding-model approximation [C—H = 0.97 Å and U_iso(H) = 1.2U_eq(C)]. H atoms bonded to O atoms were located in a difference map and were allowed to ride on their parent O atoms [O—H = 0.85 Å and U_iso(H) = 1.5U_eq(O)].

Computing details

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL97 (Sheldrick, 2008) and DIAMOND (Brandenburg, 2005); software used to prepare material for publication: SHELXTL97 (Sheldrick, 2008).

Figures

	Fig. 1. The structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 40% probability level. Water H atoms are shown as small spheres of arbitrary radii and methylene H atoms have been omitted for clarity. Dashed lines indicate hydrogen bonds. [Symmetry codes: (i) -x, -y, -z + 1; (ii) x + 1, y, z + 1; (iii) x + 1, y, z; (iv) x, y, z + 1; (v) -x + 1, -y, -z + 1.]
	Fig. 2. A view of the [Cd2(edta)2]^4- unit, surrounded by eight Cd2 atoms. [Symmetry codes: (i) -x, -y, -z + 1; (v) -x + 1, -y, -z + 1; (vi) -x + 1, -y, -z + 2; (vii) x, y, z - 1; (viii) x - 1, y, z; (ix) x - 1, y, z - 1; (x) -x, -y, -z + 2.]
	Fig. 3. A perspective view of the two-dimensional layered structure constructed of one-dimensional chains. [Symmetry codes: (v) -x + 1, -y, -z + 1; (vii) x, y, z - 1; (viii)x - 1, y, z; (ix) x - 1, y, z - 1.]
	Fig. 4. A view of the packing for (I) (viewed down the a axis). H atoms not involved in hydrogen bonding have been omitted for clarity

Poly[[aqua(µ₇-ethylenediaminetetraacetato)dicadmium(II)] monohydrate]

Crystal data

[Cd2(C10H12N2O8)(H2O)]·H2O	F(000) = 1064
Mr = 549.07	Dx = 2.494 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.4640 (6) Å	Cell parameters from 9037 reflections
b = 19.2334 (14) Å	θ = 2.5–28.2°
c = 9.0134 (6) Å	µ = 2.97 mm^−1
β = 94.680 (1)°	T = 296 K
V = 1462.41 (18) Å^3	Block, colourless
Z = 4	0.41 × 0.21 × 0.09 mm

Data collection

Bruker APEXII area-detector diffractometer	3590 independent reflections
Radiation source: fine-focus sealed tube	3363 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
ω scans	θmax = 28.2°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.521, Tmax = 0.794	k = −25→24
13303 measured reflections	l = −11→11

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.073	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0305P)^2 + 5.9512P] where P = (Fo^2 + 2Fc^2)/3
3590 reflections	(Δ/σ)max = 0.001
217 parameters	Δρmax = 0.51 e Å^−3
0 restraints	Δρmin = −1.20 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Cd1	0.14670 (3)	0.059094 (11)	0.42128 (3)	0.01504 (7)
Cd2	0.68147 (3)	0.061745 (12)	0.92704 (3)	0.01784 (8)
O1	0.2840 (3)	0.05939 (15)	0.6605 (3)	0.0319 (6)
O1W	0.1980 (5)	0.17901 (19)	0.9593 (4)	0.0536 (9)
H1W	0.1295	0.1483	0.9764	0.080*
H2W	0.2732	0.1515	0.9428	0.080*
O2	0.4683 (3)	0.11462 (15)	0.8045 (3)	0.0276 (6)
O3	0.3344 (3)	0.02003 (13)	0.2703 (3)	0.0221 (5)
O4	0.4966 (4)	0.05240 (15)	0.1068 (3)	0.0329 (6)
O5	−0.0699 (3)	0.05479 (12)	0.5810 (3)	0.0247 (5)
O6	−0.1510 (4)	0.11574 (15)	0.7733 (3)	0.0322 (6)
O7	−0.0012 (3)	0.08536 (15)	0.1981 (3)	0.0269 (6)
O8	−0.2163 (3)	0.14081 (13)	0.1001 (3)	0.0242 (5)
O9	0.8273 (3)	−0.01954 (14)	1.0645 (3)	0.0273 (6)
H9C	0.9065	0.0038	1.1007	0.041*
H9D	0.8001	−0.0368	1.1453	0.041*
N1	0.3655 (3)	0.14161 (14)	0.4254 (3)	0.0155 (5)
N2	0.0256 (3)	0.17076 (14)	0.4436 (3)	0.0165 (5)
C1	0.3067 (4)	0.21129 (17)	0.4640 (4)	0.0188 (6)
H1A	0.3757	0.2465	0.4272	0.023*
H1B	0.3108	0.2157	0.5714	0.023*
C2	0.1381 (4)	0.22411 (18)	0.3989 (4)	0.0199 (6)
H2A	0.1037	0.2694	0.4310	0.024*
H2B	0.1364	0.2249	0.2911	0.024*
C3	0.4865 (4)	0.1179 (2)	0.5407 (4)	0.0216 (7)
H3A	0.5607	0.1554	0.5661	0.026*
H3B	0.5451	0.0793	0.5031	0.026*
C4	0.4074 (4)	0.09524 (19)	0.6796 (4)	0.0220 (7)
C5	0.4234 (4)	0.13902 (17)	0.2772 (4)	0.0187 (6)
H5A	0.5309	0.1568	0.2823	0.022*
H5B	0.3580	0.1688	0.2106	0.022*
C6	0.4213 (4)	0.06559 (17)	0.2143 (4)	0.0184 (6)
C7	−0.0146 (4)	0.17706 (17)	0.5982 (4)	0.0188 (6)
H7A	−0.0905	0.2145	0.6050	0.023*
H7B	0.0801	0.1891	0.6608	0.023*
C8	−0.0848 (4)	0.10982 (17)	0.6562 (4)	0.0174 (6)
C9	−0.1197 (4)	0.17249 (19)	0.3425 (4)	0.0210 (7)
H9B	−0.1428	0.2204	0.3149	0.025*
H9A	−0.2071	0.1553	0.3953	0.025*
C10	−0.1098 (4)	0.12981 (18)	0.2014 (4)	0.0186 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.01578 (12)	0.01422 (12)	0.01525 (13)	−0.00099 (8)	0.00208 (8)	−0.00100 (8)
Cd2	0.02047 (13)	0.02023 (13)	0.01275 (13)	−0.00042 (8)	0.00100 (8)	−0.00217 (8)
O1	0.0324 (15)	0.0417 (17)	0.0206 (13)	−0.0122 (12)	−0.0048 (11)	0.0092 (11)
O1W	0.070 (3)	0.0403 (19)	0.050 (2)	−0.0054 (17)	0.0025 (18)	−0.0011 (16)
O2	0.0296 (13)	0.0371 (15)	0.0150 (12)	0.0079 (11)	−0.0056 (10)	−0.0027 (11)
O3	0.0238 (12)	0.0189 (12)	0.0247 (13)	−0.0030 (9)	0.0075 (10)	−0.0044 (10)
O4	0.0396 (16)	0.0387 (16)	0.0227 (14)	−0.0024 (13)	0.0155 (12)	−0.0081 (12)
O5	0.0299 (13)	0.0170 (12)	0.0290 (14)	−0.0039 (10)	0.0123 (11)	−0.0035 (10)
O6	0.0424 (16)	0.0318 (15)	0.0247 (14)	−0.0105 (12)	0.0170 (12)	−0.0059 (11)
O7	0.0255 (13)	0.0324 (14)	0.0217 (13)	0.0110 (11)	−0.0053 (10)	−0.0099 (11)
O8	0.0294 (13)	0.0231 (12)	0.0185 (12)	−0.0001 (10)	−0.0071 (10)	−0.0010 (10)
O9	0.0309 (14)	0.0273 (14)	0.0236 (14)	0.0009 (11)	0.0017 (11)	0.0014 (10)
N1	0.0163 (12)	0.0173 (13)	0.0130 (13)	−0.0013 (10)	0.0009 (9)	−0.0007 (10)
N2	0.0179 (12)	0.0171 (13)	0.0142 (13)	−0.0006 (10)	0.0001 (10)	−0.0010 (10)
C1	0.0194 (15)	0.0157 (14)	0.0218 (16)	−0.0049 (12)	0.0042 (12)	−0.0038 (12)
C2	0.0229 (16)	0.0169 (15)	0.0201 (16)	0.0000 (12)	0.0036 (12)	0.0024 (12)
C3	0.0174 (15)	0.0294 (18)	0.0175 (16)	−0.0021 (13)	−0.0006 (12)	−0.0002 (13)
C4	0.0226 (16)	0.0244 (17)	0.0185 (17)	0.0025 (13)	−0.0019 (13)	0.0020 (13)
C5	0.0228 (15)	0.0179 (15)	0.0157 (15)	−0.0032 (12)	0.0043 (12)	−0.0006 (12)
C6	0.0209 (15)	0.0215 (16)	0.0129 (14)	0.0010 (12)	0.0024 (11)	−0.0021 (12)
C7	0.0260 (16)	0.0149 (14)	0.0159 (15)	−0.0007 (12)	0.0036 (12)	−0.0037 (12)
C8	0.0174 (14)	0.0198 (15)	0.0150 (15)	−0.0023 (12)	0.0016 (11)	−0.0003 (12)
C9	0.0195 (15)	0.0255 (17)	0.0178 (16)	0.0045 (13)	−0.0009 (12)	−0.0045 (13)
C10	0.0210 (15)	0.0201 (15)	0.0144 (15)	−0.0035 (12)	−0.0001 (11)	0.0008 (12)

Geometric parameters (Å, º)

Cd1—O5^i	2.284 (2)	O8—C10	1.248 (4)
Cd1—O3	2.300 (2)	O8—Cd2^viii	2.297 (2)
Cd1—O7	2.336 (3)	O9—H9C	0.8500
Cd1—O1	2.365 (3)	O9—H9D	0.8500
Cd1—N2	2.395 (3)	N1—C5	1.461 (4)
Cd1—O5	2.423 (3)	N1—C3	1.471 (4)
Cd1—N1	2.437 (3)	N1—C1	1.481 (4)
Cd2—O2	2.277 (3)	N2—C7	1.466 (4)
Cd2—O9	2.292 (3)	N2—C9	1.469 (4)
Cd2—O8^ii	2.297 (2)	N2—C2	1.478 (4)
Cd2—O6^iii	2.309 (3)	C1—C2	1.518 (5)
Cd2—O4^iv	2.349 (3)	C1—H1A	0.9700
Cd2—O3^v	2.370 (2)	C1—H1B	0.9700
Cd2—O4^v	2.667 (3)	C2—H2A	0.9700
O1—C4	1.252 (4)	C2—H2B	0.9700
O1W—H1W	0.8501	C3—C4	1.531 (5)
O1W—H2W	0.8500	C3—H3A	0.9700
O2—C4	1.256 (4)	C3—H3B	0.9700
O3—C6	1.275 (4)	C5—C6	1.522 (5)
O3—Cd2^v	2.370 (2)	C5—H5A	0.9700
O4—C6	1.229 (4)	C5—H5B	0.9700
O4—Cd2^vi	2.349 (3)	C7—C8	1.533 (4)
O5—C8	1.269 (4)	C7—H7A	0.9700
O5—Cd1^i	2.284 (2)	C7—H7B	0.9700
O6—C8	1.240 (4)	C9—C10	1.522 (5)
O6—Cd2^vii	2.309 (3)	C9—H9B	0.9700
O7—C10	1.257 (4)	C9—H9A	0.9700
O5^i—Cd1—O3	83.75 (9)	C3—N1—Cd1	107.09 (19)
O5^i—Cd1—O7	93.88 (10)	C1—N1—Cd1	108.87 (18)
O3—Cd1—O7	84.76 (9)	C7—N2—C9	109.9 (3)
O5^i—Cd1—O1	97.39 (10)	C7—N2—C2	114.0 (3)
O3—Cd1—O1	103.21 (10)	C9—N2—C2	109.9 (3)
O7—Cd1—O1	166.82 (10)	C7—N2—Cd1	106.73 (19)
O5^i—Cd1—N2	137.48 (9)	C9—N2—Cd1	108.09 (19)
O3—Cd1—N2	131.56 (9)	C2—N2—Cd1	108.04 (19)
O7—Cd1—N2	71.06 (9)	N1—C1—C2	112.3 (3)
O1—Cd1—N2	95.93 (10)	N1—C1—H1A	109.1
O5^i—Cd1—O5	75.17 (10)	C2—C1—H1A	109.1
O3—Cd1—O5	158.86 (8)	N1—C1—H1B	109.1
O7—Cd1—O5	98.08 (10)	C2—C1—H1B	109.1
O1—Cd1—O5	78.34 (10)	H1A—C1—H1B	107.9
N2—Cd1—O5	68.34 (9)	N2—C2—C1	112.8 (3)
O5^i—Cd1—N1	147.13 (9)	N2—C2—H2A	109.0
O3—Cd1—N1	70.20 (9)	C1—C2—H2A	109.0
O7—Cd1—N1	103.02 (10)	N2—C2—H2B	109.0
O1—Cd1—N1	70.62 (9)	C1—C2—H2B	109.0
N2—Cd1—N1	75.21 (9)	H2A—C2—H2B	107.8
O5—Cd1—N1	128.62 (9)	N1—C3—C4	109.9 (3)
O2—Cd2—O9	159.61 (10)	N1—C3—H3A	109.7
O2—Cd2—O8^ii	105.87 (9)	C4—C3—H3A	109.7
O9—Cd2—O8^ii	85.88 (10)	N1—C3—H3B	109.7
O2—Cd2—O6^iii	90.53 (11)	C4—C3—H3B	109.7
O9—Cd2—O6^iii	107.53 (11)	H3A—C3—H3B	108.2
O8^ii—Cd2—O6^iii	83.94 (10)	O1—C4—O2	124.2 (3)
O2—Cd2—O4^iv	79.78 (11)	O1—C4—C3	117.4 (3)
O9—Cd2—O4^iv	86.25 (10)	O2—C4—C3	118.3 (3)
O8^ii—Cd2—O4^iv	79.47 (10)	N1—C5—C6	112.2 (3)
O6^iii—Cd2—O4^iv	157.61 (10)	N1—C5—H5A	109.2
O2—Cd2—O3^v	86.47 (9)	C6—C5—H5A	109.2
O9—Cd2—O3^v	87.02 (9)	N1—C5—H5B	109.2
O8^ii—Cd2—O3^v	160.80 (9)	C6—C5—H5B	109.2
O6^iii—Cd2—O3^v	81.24 (9)	H5A—C5—H5B	107.9
O4^iv—Cd2—O3^v	117.83 (9)	O4—C6—O3	121.6 (3)
C4—O1—Cd1	118.0 (2)	O4—C6—C5	119.6 (3)
H1W—O1W—H2W	97.5	O3—C6—C5	118.7 (3)
C4—O2—Cd2	123.6 (2)	N2—C7—C8	112.4 (3)
C6—O3—Cd1	117.3 (2)	N2—C7—H7A	109.1
C6—O3—Cd2^v	99.1 (2)	C8—C7—H7A	109.1
Cd1—O3—Cd2^v	131.40 (11)	N2—C7—H7B	109.1
C6—O4—Cd2^vi	161.0 (3)	C8—C7—H7B	109.1
C8—O5—Cd1^i	139.8 (2)	H7A—C7—H7B	107.9
C8—O5—Cd1	113.7 (2)	O6—C8—O5	127.1 (3)
Cd1^i—O5—Cd1	104.83 (10)	O6—C8—C7	115.3 (3)
C8—O6—Cd2^vii	144.3 (2)	O5—C8—C7	117.6 (3)
C10—O7—Cd1	117.9 (2)	N2—C9—C10	113.9 (3)
C10—O8—Cd2^viii	126.5 (2)	N2—C9—H9B	108.8
Cd2—O9—H9C	102.7	C10—C9—H9B	108.8
Cd2—O9—H9D	124.0	N2—C9—H9A	108.8
H9C—O9—H9D	98.0	C10—C9—H9A	108.8
C5—N1—C3	111.7 (3)	H9B—C9—H9A	107.7
C5—N1—C1	112.9 (3)	O8—C10—O7	125.7 (3)
C3—N1—C1	110.0 (3)	O8—C10—C9	115.7 (3)
C5—N1—Cd1	105.98 (19)	O7—C10—C9	118.5 (3)

Symmetry codes: (i) −x, −y, −z+1; (ii) x+1, y, z+1; (iii) x+1, y, z; (iv) x, y, z+1; (v) −x+1, −y, −z+1; (vi) x, y, z−1; (vii) x−1, y, z; (viii) x−1, y, z−1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O9—H9C···O7^ii	0.85	1.93	2.710 (4)	151
O9—H9D···O1^ix	0.85	1.99	2.828 (4)	168
O1W—H1W···O9^ix	0.85	2.53	3.081 (5)	122
O1W—H2W···O2	0.85	2.26	3.038 (5)	151
C5—H5B···O1W^vi	0.97	2.55	3.399 (5)	146

Symmetry codes: (ii) x+1, y, z+1; (vi) x, y, z−1; (ix) −x+1, −y, −z+2.