Bis(μ-2-{[3-(dimethyl­amino)prop­yl]imino­meth­yl}phenolato-κ⁴N,N′,O:O)bis­[(acetato-κ²O,O′)cadmium(II)] monohydrate

In the crystal structure of the title compound, [Cd₂(C₁₂H₁₇N₂O)₂(C₂H₃O₂)₂]·H₂O, the binuclear complex mol­ecule as well as the water mol­ecule occupy special positions on the same twofold axis. The Cd^II atom has a severely distorted octa­hedral coordination formed by two deprotonated bridging phenol O atoms, the imine and amine N atoms of the Schiff base and two O atoms of the chelating acetate group. The water H atom takes part in a hydrogen bond involving one of the acetate O atoms as an acceptor. Each water mol­ecule forms two such bonds, thus producing isolated 1:1 complex mol­ecule–water aggregates in the crystal structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.022
• wR factor = 0.046
• Data-to-parameter ratio = 22.2

checkCIF/PLATON results

No syntax errors found





Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Cd1    -   O2      ..      13.09 su

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C1     -   C6      ..       5.52 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O2
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Cd1

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           29.30
           From the CIF: _reflns_number_total               4203
           Count of symmetry unique reflns         2411
           Completeness (_total/calc)            174.33%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1792
           Fraction of Friedel pairs measured     0.743
           Are heavy atom types Z>Si present        yes
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT794_ALERT_5_G Check Predicted Bond Valency for Cd1         (2)       2.04

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   4 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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S1. Comment

Recently there has been a growing interest in the synthesis of transition metal complexes with multidentate Schiff base ligands (Ray et al., 2004; Saha et al., 2003). Such ligands can accommodate one, two or more metal centres and thus may provide the basis for modeling of active sites of biological systems (Ikawa et al., 1993; Erxleben, 2001). Up to now many Cu(II) complexes with tridentate Schiff bases have been synthesized (Mukherjee et al., 2001; Mukherjee et al., 2002). In this paper, we report a binuclear Cd(II) complex with tridentate Schiff base N-(salicylidene)-3-dimethylaminopropylamine ligand (Fig. 1).

The crystal structure of (I) is built of binuclear neutral cadmium complexes and lattice water molecules. The complex dimeric molecule [Cd(C₁₂H₁₇N₂O)(CH₃COO)]₂ occupies a special position on the twofold axis. Each Cd^II atom has a severely distorted octahedral coordination formed by two deprotonated bridging phenolic O atoms, imine and amine N atoms of the Schiff base, and two oxygen atoms of the chelate acetato group. The Cd1···Cd1ⁱ separation is 3.519 (6) Å and the Cd1—O1—Cd1ⁱ angle is equal to 101.40 (6)° [symmetry code (i): 0.5 - y, 0.5 - x, 1 - z].

The water H atom takes part in the H-bond involving one of the acetate oxygen atoms, O3, as an acceptor (Table 2). The water molecule, therefore, participates in two such H-bonds with one and the same complex molecule, thus producing isolated 1:1 complex molecule-water molecule aggregates in crystal.

Related literature

For recent studies on complexes of multidentate Schiff bases, including their application for the modeling of active sites of biological systems, see: Erxleben (2001); Ikawa et al. (1993); Mukherjee et al. (2001); Mukherjee et al. (2002); Ray et al. (2004); Saha et al. (2003)

S2. Experimental

The Schiff base ligand N-(salicylidene)-3-dimethylaminopropylamine was prepared by refluxing 3-dimethylamino-1-propylamine (1.0 mmol) and salicyladehyde (1.0 mmol) in ethyl alcohol (10 ml) for half an hour. Cd(CH₃COO)₂.2H₂O (1.0 mmol) in 10 ml of ethyl alcohol was added to the ethyl alcohol solution of the ligand (1.0 mmol). A yellow mixture was obtained by refluxing for about an hour, then allowed to stand at room temperature. After several weeks yellow crystals suitable for X-ray diffraction were collected (yield 51%).

S3. Refinement

All H atoms bonded to C atoms were positioned geometrically [aromatic C—H 0.93 Å and aliphatic C—H = 0.97(methyl), 0.96(methylene) or 0.93(methylidyne) Å], and the water H atom was located in the difference Fourier map. All H atoms were included in the refinement in the riding motion approximation with U_iso(H) = 1.5U_eq(C,O) for methyl and water H atoms and U_iso(H) = 1.2U_eq(C)] for all other H atoms.

Computing details

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures

Fig. 1. The complex molecule-water molecule aggregate in the structure of the title compound; the unlabeled atoms are derived by the (-y + 1/2, -x + 1/2, -z + 1) symmetry transformation. Displacement ellipsoids are drawn at the 30% probability level. The H atoms with the exception of that of the water molecule are omitted for clarity; the H-bonds are represented as dashed lines.

Bis(µ-2-{[3-(dimethylamino)propyl]iminomethyl}phenolato- κ⁴N,N',O:O)bis[(acetato-κ²O,O')cadmium(II)] monohydrate

Crystal data

[Cd2(C12H17N2O)2(C2H3O2)2]·H2O	Dx = 1.598 Mg m^−3
Mr = 771.46	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, P4b2	Cell parameters from 5789 reflections
Hall symbol: P -4 -2ab	θ = 1.9–29.3°
a = 17.543 (3) Å	µ = 1.37 mm^−1
c = 10.420 (3) Å	T = 293 K
V = 3206.8 (11) Å^3	Block, yellow
Z = 4	0.26 × 0.18 × 0.15 mm
F(000) = 1560

Data collection

Bruker APEXII area-detector diffractometer	4203 independent reflections
Radiation source: fine-focus sealed tube	3543 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
ω scans	θmax = 29.3°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −23→24
Tmin = 0.716, Tmax = 0.820	k = −23→24
21724 measured reflections	l = −14→10

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.022	H-atom parameters constrained
wR(F^2) = 0.046	w = 1/[σ^2(Fo^2) + (0.0216P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
4203 reflections	Δρmax = 0.23 e Å^−3
189 parameters	Δρmin = −0.24 e Å^−3
0 restraints	Absolute structure: Flack (1983), 1788 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.014 (18)

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	0.231751 (8)	0.354386 (8)	0.634193 (16)	0.04198 (5)
O1	0.22984 (9)	0.36177 (8)	0.41579 (14)	0.0451 (3)
O2	0.29307 (13)	0.32036 (13)	0.83507 (19)	0.0755 (6)
O3	0.32810 (12)	0.26684 (11)	0.6582 (2)	0.0729 (6)
O1W	0.35631 (13)	0.14369 (13)	0.5000	0.1164 (15)
H1W	0.3524	0.1783	0.5489	0.175*
N1	0.30084 (11)	0.46347 (10)	0.60836 (19)	0.0480 (5)
N2	0.14606 (12)	0.43888 (13)	0.74563 (19)	0.0531 (5)
C1	0.32474 (12)	0.45900 (11)	0.3765 (2)	0.0428 (5)
C2	0.27952 (12)	0.39507 (12)	0.3380 (2)	0.0409 (5)
C3	0.28801 (14)	0.37069 (13)	0.2108 (3)	0.0472 (6)
H3A	0.2610	0.3280	0.1838	0.057*
C4	0.33442 (13)	0.40717 (14)	0.1246 (3)	0.0529 (6)
H4A	0.3378	0.3891	0.0409	0.063*
C5	0.37623 (15)	0.47056 (14)	0.1605 (3)	0.0568 (7)
H5A	0.4067	0.4962	0.1016	0.068*
C6	0.37144 (13)	0.49453 (15)	0.2855 (2)	0.0543 (6)
H6A	0.4005	0.5362	0.3109	0.065*
C7	0.32879 (13)	0.49019 (14)	0.5056 (3)	0.0488 (6)
H7A	0.3554	0.5358	0.5138	0.059*
C8	0.31653 (15)	0.50458 (18)	0.7280 (2)	0.0630 (8)
H8A	0.3549	0.5432	0.7120	0.076*
H8B	0.3369	0.4692	0.7909	0.076*
C9	0.24522 (17)	0.54242 (17)	0.7824 (3)	0.0687 (8)
H9A	0.2212	0.5718	0.7147	0.082*
H9B	0.2605	0.5778	0.8491	0.082*
C10	0.18630 (15)	0.48761 (16)	0.8382 (2)	0.0650 (8)
H10A	0.2117	0.4550	0.9000	0.078*
H10B	0.1487	0.5173	0.8847	0.078*
C11	0.08785 (16)	0.39618 (17)	0.8156 (3)	0.0764 (9)
H11A	0.0521	0.4311	0.8533	0.115*
H11B	0.1116	0.3666	0.8821	0.115*
H11C	0.0616	0.3628	0.7576	0.115*
C12	0.10697 (15)	0.48511 (18)	0.6487 (3)	0.0777 (8)
H12A	0.0741	0.5211	0.6904	0.116*
H12B	0.0772	0.4526	0.5941	0.116*
H12C	0.1440	0.5119	0.5981	0.116*
C13	0.33258 (17)	0.27384 (17)	0.7767 (3)	0.0612 (7)
C14	0.38725 (18)	0.22233 (18)	0.8470 (4)	0.0854 (10)
H14A	0.4368	0.2454	0.8489	0.128*
H14B	0.3902	0.1741	0.8038	0.128*
H14C	0.3696	0.2147	0.9333	0.128*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.04226 (9)	0.04557 (9)	0.03810 (8)	−0.00513 (7)	−0.00350 (8)	−0.00795 (8)
O1	0.0479 (10)	0.0484 (10)	0.0390 (7)	−0.0141 (7)	−0.0023 (7)	−0.0046 (7)
O2	0.0807 (13)	0.0862 (15)	0.0596 (14)	0.0015 (12)	−0.0111 (11)	−0.0070 (11)
O3	0.0770 (13)	0.0799 (14)	0.0617 (14)	0.0208 (10)	−0.0223 (11)	−0.0109 (11)
O1W	0.126 (2)	0.126 (2)	0.096 (3)	0.060 (2)	−0.010 (2)	−0.010 (2)
N1	0.0443 (10)	0.0502 (10)	0.0495 (13)	−0.0073 (8)	−0.0016 (9)	−0.0160 (9)
N2	0.0466 (12)	0.0550 (13)	0.0577 (13)	−0.0027 (9)	0.0051 (9)	−0.0113 (10)
C1	0.0417 (10)	0.0389 (11)	0.0477 (12)	0.0012 (8)	0.0027 (11)	0.0012 (11)
C2	0.0401 (11)	0.0407 (12)	0.0420 (14)	0.0019 (9)	−0.0041 (9)	−0.0015 (9)
C3	0.0491 (13)	0.0496 (14)	0.0429 (14)	0.0043 (10)	−0.0050 (11)	−0.0025 (11)
C4	0.0545 (13)	0.0636 (15)	0.0405 (13)	0.0120 (11)	−0.0002 (12)	0.0050 (13)
C5	0.0582 (14)	0.0570 (15)	0.0553 (17)	0.0029 (12)	0.0090 (12)	0.0120 (12)
C6	0.0554 (15)	0.0452 (14)	0.0623 (15)	−0.0043 (11)	0.0012 (12)	0.0029 (13)
C7	0.0456 (14)	0.0402 (13)	0.0604 (15)	−0.0063 (11)	0.0027 (11)	−0.0089 (12)
C8	0.0590 (16)	0.0711 (19)	0.0590 (16)	−0.0209 (14)	0.0052 (13)	−0.0311 (15)
C9	0.0747 (19)	0.0615 (17)	0.0698 (19)	−0.0139 (13)	0.0097 (16)	−0.0324 (15)
C10	0.0618 (16)	0.0729 (18)	0.0603 (18)	−0.0035 (13)	0.0069 (13)	−0.0263 (14)
C11	0.0646 (17)	0.0703 (19)	0.094 (2)	−0.0121 (15)	0.0305 (17)	−0.0211 (16)
C12	0.0677 (17)	0.0829 (19)	0.0824 (19)	0.0123 (15)	−0.0164 (17)	−0.0101 (19)
C13	0.0589 (17)	0.0632 (19)	0.0614 (19)	−0.0164 (14)	−0.0203 (14)	0.0033 (15)
C14	0.087 (2)	0.0793 (19)	0.090 (3)	−0.0130 (16)	−0.036 (2)	0.0237 (19)

Geometric parameters (Å, º)

Cd1—O1^i	2.2685 (14)	C4—H4A	0.9300
Cd1—O1	2.2797 (16)	C5—C6	1.371 (3)
Cd1—N1	2.2812 (19)	C5—H5A	0.9300
Cd1—O3	2.2976 (19)	C6—H6A	0.9300
Cd1—N2	2.409 (2)	C7—H7A	0.9300
Cd1—O2	2.428 (2)	C8—C9	1.525 (4)
Cd1—C13	2.707 (3)	C8—H8A	0.9700
O1—C2	1.326 (3)	C8—H8B	0.9700
O1—Cd1^i	2.2685 (14)	C9—C10	1.527 (4)
O2—C13	1.232 (4)	C9—H9A	0.9700
O3—C13	1.243 (4)	C9—H9B	0.9700
O1W—H1W	0.7950	C10—H10A	0.9700
N1—C7	1.268 (3)	C10—H10B	0.9700
N1—C8	1.466 (3)	C11—H11A	0.9600
N2—C11	1.462 (3)	C11—H11B	0.9600
N2—C12	1.466 (3)	C11—H11C	0.9600
N2—C10	1.470 (3)	C12—H12A	0.9600
C1—C6	1.400 (3)	C12—H12B	0.9600
C1—C2	1.431 (3)	C12—H12C	0.9600
C1—C7	1.454 (3)	C13—C14	1.508 (4)
C2—C3	1.400 (3)	C14—H14A	0.9600
C3—C4	1.371 (4)	C14—H14B	0.9600
C3—H3A	0.9300	C14—H14C	0.9600
C4—C5	1.384 (3)
O1^i—Cd1—O1	78.30 (6)	C4—C5—H5A	121.0
O1^i—Cd1—N1	154.63 (6)	C5—C6—C1	122.9 (2)
O1—Cd1—N1	80.93 (6)	C5—C6—H6A	118.6
O1^i—Cd1—O3	96.99 (6)	C1—C6—H6A	118.6
O1—Cd1—O3	99.08 (7)	N1—C7—C1	128.6 (2)
N1—Cd1—O3	100.53 (7)	N1—C7—H7A	115.7
O1^i—Cd1—N2	93.45 (6)	C1—C7—H7A	115.7
O1—Cd1—N2	115.91 (7)	N1—C8—C9	112.1 (2)
N1—Cd1—N2	82.66 (7)	N1—C8—H8A	109.2
O3—Cd1—N2	144.85 (8)	C9—C8—H8A	109.2
O1^i—Cd1—O2	110.99 (6)	N1—C8—H8B	109.2
O1—Cd1—O2	151.78 (7)	C9—C8—H8B	109.2
N1—Cd1—O2	94.16 (7)	H8A—C8—H8B	107.9
O3—Cd1—O2	54.24 (8)	C8—C9—C10	115.0 (2)
N2—Cd1—O2	90.70 (8)	C8—C9—H9A	108.5
O1^i—Cd1—C13	104.98 (7)	C10—C9—H9A	108.5
O1—Cd1—C13	125.93 (9)	C8—C9—H9B	108.5
N1—Cd1—C13	98.94 (7)	C10—C9—H9B	108.5
O3—Cd1—C13	27.20 (9)	H9A—C9—H9B	107.5
N2—Cd1—C13	117.67 (9)	N2—C10—C9	116.2 (2)
O2—Cd1—C13	27.06 (8)	N2—C10—H10A	108.2
C2—O1—Cd1^i	127.33 (13)	C9—C10—H10A	108.2
C2—O1—Cd1	128.73 (13)	N2—C10—H10B	108.2
Cd1^i—O1—Cd1	101.40 (6)	C9—C10—H10B	108.2
C13—O2—Cd1	89.22 (17)	H10A—C10—H10B	107.4
C13—O3—Cd1	95.09 (19)	N2—C11—H11A	109.5
C7—N1—C8	117.6 (2)	N2—C11—H11B	109.5
C7—N1—Cd1	127.97 (16)	H11A—C11—H11B	109.5
C8—N1—Cd1	114.34 (16)	N2—C11—H11C	109.5
C11—N2—C12	107.5 (2)	H11A—C11—H11C	109.5
C11—N2—C10	107.8 (2)	H11B—C11—H11C	109.5
C12—N2—C10	110.8 (2)	N2—C12—H12A	109.5
C11—N2—Cd1	111.17 (16)	N2—C12—H12B	109.5
C12—N2—Cd1	107.47 (15)	H12A—C12—H12B	109.5
C10—N2—Cd1	112.01 (16)	N2—C12—H12C	109.5
C6—C1—C2	118.9 (2)	H12A—C12—H12C	109.5
C6—C1—C7	115.5 (2)	H12B—C12—H12C	109.5
C2—C1—C7	125.5 (2)	O2—C13—O3	121.4 (3)
O1—C2—C3	120.9 (2)	O2—C13—C14	121.0 (3)
O1—C2—C1	122.6 (2)	O3—C13—C14	117.6 (3)
C3—C2—C1	116.4 (2)	O2—C13—Cd1	63.73 (15)
C4—C3—C2	122.7 (2)	O3—C13—Cd1	57.70 (15)
C4—C3—H3A	118.6	C14—C13—Cd1	174.2 (2)
C2—C3—H3A	118.6	C13—C14—H14A	109.5
C3—C4—C5	120.8 (3)	C13—C14—H14B	109.5
C3—C4—H4A	119.6	H14A—C14—H14B	109.5
C5—C4—H4A	119.6	C13—C14—H14C	109.5
C6—C5—C4	118.1 (2)	H14A—C14—H14C	109.5
C6—C5—H5A	121.0	H14B—C14—H14C	109.5
O1^i—Cd1—O1—C2	−168.64 (14)	O1^i—Cd1—N2—C10	157.39 (17)
N1—Cd1—O1—C2	26.00 (17)	O1—Cd1—N2—C10	−123.95 (16)
O3—Cd1—O1—C2	−73.32 (17)	N1—Cd1—N2—C10	−47.79 (17)
N2—Cd1—O1—C2	103.21 (17)	O3—Cd1—N2—C10	50.1 (2)
O2—Cd1—O1—C2	−55.8 (2)	O2—Cd1—N2—C10	46.31 (17)
C13—Cd1—O1—C2	−68.51 (19)	C13—Cd1—N2—C10	48.49 (19)
O1^i—Cd1—O1—Cd1^i	−5.94 (8)	Cd1^i—O1—C2—C3	−4.0 (3)
N1—Cd1—O1—Cd1^i	−171.30 (8)	Cd1—O1—C2—C3	154.54 (16)
O3—Cd1—O1—Cd1^i	89.38 (8)	Cd1^i—O1—C2—C1	173.45 (14)
N2—Cd1—O1—Cd1^i	−94.09 (8)	Cd1—O1—C2—C1	−28.1 (3)
O2—Cd1—O1—Cd1^i	106.87 (13)	C6—C1—C2—O1	−175.0 (2)
C13—Cd1—O1—Cd1^i	94.19 (9)	C7—C1—C2—O1	7.0 (3)
O1^i—Cd1—O2—C13	81.80 (18)	C6—C1—C2—C3	2.5 (3)
O1—Cd1—O2—C13	−23.0 (2)	C7—C1—C2—C3	−175.5 (2)
N1—Cd1—O2—C13	−101.55 (17)	O1—C2—C3—C4	174.9 (2)
O3—Cd1—O2—C13	−1.56 (17)	C1—C2—C3—C4	−2.6 (3)
N2—Cd1—O2—C13	175.76 (17)	C2—C3—C4—C5	0.5 (4)
O1^i—Cd1—O3—C13	−109.33 (18)	C3—C4—C5—C6	1.7 (4)
O1—Cd1—O3—C13	171.47 (17)	C4—C5—C6—C1	−1.8 (4)
N1—Cd1—O3—C13	89.09 (18)	C2—C1—C6—C5	−0.3 (4)
N2—Cd1—O3—C13	−3.1 (3)	C7—C1—C6—C5	177.8 (2)
O2—Cd1—O3—C13	1.55 (16)	C8—N1—C7—C1	177.0 (2)
O1^i—Cd1—N1—C7	−47.2 (3)	Cd1—N1—C7—C1	−0.1 (4)
O1—Cd1—N1—C7	−11.9 (2)	C6—C1—C7—N1	−170.0 (2)
O3—Cd1—N1—C7	85.7 (2)	C2—C1—C7—N1	8.0 (4)
N2—Cd1—N1—C7	−129.7 (2)	C7—N1—C8—C9	111.1 (3)
O2—Cd1—N1—C7	140.1 (2)	Cd1—N1—C8—C9	−71.4 (3)
C13—Cd1—N1—C7	113.3 (2)	N1—C8—C9—C10	71.1 (3)
O1^i—Cd1—N1—C8	135.62 (19)	C11—N2—C10—C9	−174.9 (3)
O1—Cd1—N1—C8	170.92 (19)	C12—N2—C10—C9	−57.5 (3)
O3—Cd1—N1—C8	−91.45 (18)	Cd1—N2—C10—C9	62.5 (3)
N2—Cd1—N1—C8	53.10 (18)	C8—C9—C10—N2	−69.1 (3)
O2—Cd1—N1—C8	−37.07 (19)	Cd1—O2—C13—O3	2.7 (3)
C13—Cd1—N1—C8	−63.89 (19)	Cd1—O2—C13—C14	−176.2 (2)
O1^i—Cd1—N2—C11	36.70 (19)	Cd1—O3—C13—O2	−2.9 (3)
O1—Cd1—N2—C11	115.36 (18)	Cd1—O3—C13—C14	176.1 (2)
N1—Cd1—N2—C11	−168.48 (19)	O1^i—Cd1—C13—O2	−106.95 (17)
O3—Cd1—N2—C11	−70.6 (2)	O1—Cd1—C13—O2	166.80 (15)
O2—Cd1—N2—C11	−74.38 (19)	N1—Cd1—C13—O2	81.57 (17)
C13—Cd1—N2—C11	−72.2 (2)	O3—Cd1—C13—O2	177.2 (3)
O1^i—Cd1—N2—C12	−80.67 (17)	N2—Cd1—C13—O2	−4.79 (19)
O1—Cd1—N2—C12	−2.01 (18)	O1^i—Cd1—C13—O3	75.83 (18)
N1—Cd1—N2—C12	74.14 (17)	O1—Cd1—C13—O3	−10.4 (2)
O3—Cd1—N2—C12	172.03 (16)	N1—Cd1—C13—O3	−95.66 (18)
O2—Cd1—N2—C12	168.25 (17)	N2—Cd1—C13—O3	177.98 (17)
C13—Cd1—N2—C12	170.43 (16)	O2—Cd1—C13—O3	−177.2 (3)

Symmetry code: (i) −y+1/2, −x+1/2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O3	0.80	1.97	2.762 (3)	172