Di-μ-benzoato-κ3O,O′:O′;κ3O:O,O′-bis­[(benzoato-κ2O,O′)(1,10-phenanthroline-κ2N,N′)cadmium]

Li, H.-J.; Gao, Z.-Q.; Gu, J.-Z.

doi:10.1107/S1600536811022185

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 7| July 2011| Page m919

doi:10.1107/S1600536811022185

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Di-μ-benzoato-κ³O,O′:O′;κ³O:O,O′-bis[(benzoato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)cadmium]

Hong-Jin Li,^a Zhu-Qing Gao ^a ^* and Jin-Zhong Gu ^b

^aSchool of Chemistry and Biology Engineering, Taiyuan University of Science and Technology, Taiyuan 030021, People's Republic of China, and ^bKey Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China
^*Correspondence e-mail: zqgao2008@163.com

(Received 22 May 2011; accepted 8 June 2011; online 18 June 2011)

The dinuclear title compound, [Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂], lies on a crystallographic twofold axis. The Cd^II ions are connected by two bridging benzoate anions and each ion is seven-coordinated by five O atoms from three benzoate ligands and by two N atoms from 1,10-phenanthroline. The benzoate ligands adopt two different coordination modes, acting as bidentate and bridging tridentate ligands. The discrete neutral molecules further extend their structure into a three-dimensional supramolecular framework by intermolecular π–π [interplanar distances of 3.392 (4) Å] and C—H⋯π stacking interactions [H–mean plane = 2.567 (4) and 2.781 (4) Å].

Related literature

For the structures and properties of cadmium compounds, see: Gu et al. (2007 , 2011 ). For bond lengths and angles in related lead(II) compounds, see: Gu et al. (2011); Shi et al. (2008 ).

Experimental

Crystal data

[Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]
M_r = 1069.65
Monoclinic, C 2/c
a = 21.90 (2) Å
b = 10.023 (11) Å
c = 20.52 (2) Å
β = 103.759 (10)°
V = 4376 (8) Å³
Z = 4
Mo Kα radiation
μ = 1.04 mm⁻¹
T = 296 K
0.28 × 0.26 × 0.24 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ) T_min = 0.761, T_max = 0.789
15316 measured reflections
4068 independent reflections
3002 reflections with I > 2σ(I)
R_int = 0.037

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.093
S = 1.12
4068 reflections
286 parameters
24 restraints
H-atom parameters constrained
Δρ_max = 0.80 e Å⁻³
Δρ_min = −0.62 e Å⁻³

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); 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, 2006 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811022185/zq2105sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811022185/zq2105Isup2.hkl

checkCIF report

Comment top

Transition metal compounds have shown not only versatile architectures but also desirable properties, e.g. luminescent, magnetic, catalytic, and gas absorption and separation properties (Gu et al., 2007; 2011). In order to extend our investigations in this field, we designed and synthesized one dinuclear cadmium(II) compound, [Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂], and report its structure here.

The asymmetric unit of the title complex (Fig. 1) contains one Cd^II ion, two benzoate ligands, and one 1,10-phenanthroline molecule. Each Cd^II is seven-coordinate by five O atoms from three benzoate ligands, and two N atoms from 1,10-phenanthroline, and the coordination geometry around the Cd^II ion may be described as a distorted mono-capped trigonal prism. Two adjacent Cd^II units are connected by two bridging benzoate anions to generate a dinuclear complex. The dinuclear molecule lies on a crystallgraphic two-fold axis. The benzoate ligands adopt two different coordination modes acting as bidentate and bridging tridentate ligands.

The Cd—N bond distances of 2.347 (4) and 2.375 (4) Å and the Cd—O bond distances in the range of 2.265 (4)–2.493 (4) Å, are comparable to those reported for other Cd^II—O and Cd^II–N donor complexes (Gu et al., 2011; Shi et al., 2008).

In the crystal structure, π–π stacking interactions between adjacent 1,10-phenanthroline ligands are observed with interplanar distances of 3.392 (4) Å. Furthermore, adjacent benzene rings from benzoate ligands are involved in C—H···π stacking interactions (H—mean plane = 2.567 (4) Å). C–H···π stacking interactions between benzene rings from benzoate ligands and 1,10-phenanthroline ligands are also observed (H—mean plane = 2.781 (4) Å) . The discrete neutral molecules further extend their structure into a three-dimensional supramolecular framework by intermolecular π–π stacking interactions (Fig. 2).

Related literature top

For the structures and properties of cadmium(II) compounds, see: Gu et al. (2007, 2011). For bond lengths and angles in related lead(II) compounds, see: Gu et al. (2011); Shi et al. (2008).

Experimental top

A mixture of Cd(CH₃COO)₂.2H₂O (0.14 g, 0.54 mmol), benzoic acid (0.12 g,1.0 mmol), 1,10-phenanthroline (0.11 g, 0.54 mmol), NaOH (0.04 g, 1.0 mmol), and water (10 ml) was stirred at room temperature for 15 min, and then sealed in a 25 ml Teflon-lined, stainless-steel Parr bomb. The bomb was heated at 433 K for 3 days. Upon cooling, the solution yielded single crystals of the title complex in ca 75% yield. Anal. Calcd for C₅₂H₃₆N₄O₈Cd₂: C,58.39; H, 3.39; N, 5.24. Found: C, 58.73; H, 3.17; N, 5.63.

Computing details top

Data collection: APEX2 (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title complex showing the atom-labeling scheme and displacement ellipsoids drawn at the 30% probability level.
	Fig. 2. View of the crystal packing along the b axis, showing the three-dimensional framework structure of the title complex.

Di-µ-benzoato- κ³O,O':O';κ³O:O,O'- bis[(benzoato-κ²O,O')(1,10-phenanthroline- κ²N,N')cadmium] top

Crystal data top

[Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]	Z = 4
M_r = 1069.65	F(000) = 2144
Monoclinic, C2/c	D_x = 1.624 Mg m⁻³
Hall symbol: -C 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 21.90 (2) Å	µ = 1.04 mm⁻¹
b = 10.023 (11) Å	T = 296 K
c = 20.52 (2) Å	Block, colourless
β = 103.759 (10)°	0.28 × 0.26 × 0.24 mm
V = 4376 (8) Å³

Data collection top

Bruker APEXII CCD diffractometer	4068 independent reflections
Radiation source: fine-focus sealed tube	3002 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.037
ϕ and ω scans	θ_max = 25.5°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −23→26
T_min = 0.761, T_max = 0.789	k = −12→12
15316 measured reflections	l = −24→24

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.093	H-atom parameters constrained
S = 1.12	w = 1/[σ²(F_o²) + (0.0278P)² + 10.2493P] where P = (F_o² + 2F_c²)/3
4068 reflections	(Δ/σ)_max = 0.001
286 parameters	Δρ_max = 0.80 e Å⁻³
24 restraints	Δρ_min = −0.62 e Å⁻³

Crystal data top

[Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]	V = 4376 (8) Å³
M_r = 1069.65	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 21.90 (2) Å	µ = 1.04 mm⁻¹
b = 10.023 (11) Å	T = 296 K
c = 20.52 (2) Å	0.28 × 0.26 × 0.24 mm
β = 103.759 (10)°

Data collection top

Bruker APEXII CCD diffractometer	4068 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1997)	3002 reflections with I > 2σ(I)
T_min = 0.761, T_max = 0.789	R_int = 0.037
15316 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	24 restraints
wR(F²) = 0.093	H-atom parameters constrained
S = 1.12	w = 1/[σ²(F_o²) + (0.0278P)² + 10.2493P] where P = (F_o² + 2F_c²)/3
4068 reflections	Δρ_max = 0.80 e Å⁻³
286 parameters	Δρ_min = −0.62 e Å⁻³

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
C21	0.16729 (15)	0.0146 (4)	0.09716 (19)	0.0619 (13)
C22	0.1880 (2)	−0.1080 (4)	0.1257 (2)	0.104 (2)
H22	0.1688	−0.1463	0.1570	0.125*
C23	0.2374 (2)	−0.1733 (4)	0.1075 (3)	0.124 (3)
H23	0.2513	−0.2553	0.1266	0.149*
C24	0.26614 (18)	−0.1160 (6)	0.0608 (3)	0.119 (3)
H24	0.2992	−0.1597	0.0486	0.143*
C25	0.2454 (2)	0.0065 (6)	0.0322 (2)	0.149 (4)
H25	0.2646	0.0448	0.0009	0.179*
C26	0.1960 (2)	0.0718 (4)	0.0504 (2)	0.116 (3)
H26	0.1821	0.1539	0.0313	0.139*
Cd1	0.025400 (15)	0.20368 (3)	0.167828 (17)	0.05215 (13)
C1	−0.0718 (2)	0.3046 (6)	0.0284 (3)	0.0672 (13)
H1	−0.0786	0.2135	0.0217	0.081*
N2	−0.03302 (17)	0.3434 (4)	0.0840 (2)	0.0544 (9)
C5	−0.0233 (2)	0.4760 (4)	0.0932 (2)	0.0547 (12)
N1	0.04950 (18)	0.4302 (4)	0.1968 (2)	0.0561 (10)
C12	0.0894 (2)	0.4697 (6)	0.2513 (3)	0.0718 (15)
H12	0.1095	0.4058	0.2818	0.086*
C8	0.0312 (3)	0.6576 (5)	0.1634 (3)	0.0673 (15)
C6	−0.0421 (3)	0.7075 (6)	0.0599 (4)	0.0869 (18)
H6	−0.0627	0.7702	0.0290	0.104*
C10	0.0734 (3)	0.6964 (6)	0.2211 (4)	0.0846 (18)
H10	0.0818	0.7865	0.2296	0.102*
C11	0.1029 (3)	0.6042 (7)	0.2656 (3)	0.0856 (18)
H11	0.1316	0.6296	0.3047	0.103*
C4	−0.0541 (2)	0.5701 (5)	0.0467 (3)	0.0670 (14)
C7	−0.0023 (3)	0.7484 (6)	0.1148 (4)	0.090 (2)
H7	0.0041	0.8395	0.1221	0.107*
C9	0.0200 (2)	0.5181 (5)	0.1524 (3)	0.0563 (12)
C3	−0.0941 (3)	0.5224 (6)	−0.0112 (3)	0.0782 (16)
H3	−0.1147	0.5820	−0.0438	0.094*
C2	−0.1034 (2)	0.3905 (7)	−0.0209 (3)	0.0761 (15)
H2	−0.1303	0.3580	−0.0597	0.091*
O1	−0.06784 (16)	0.1836 (4)	0.21712 (17)	0.0731 (10)
C13	−0.0884 (2)	0.0905 (5)	0.1775 (3)	0.0584 (12)
O2	−0.06000 (17)	0.0531 (3)	0.1358 (2)	0.0846 (11)
O4	0.10958 (18)	0.2070 (4)	0.1074 (2)	0.0885 (12)
C20	0.1165 (2)	0.0874 (5)	0.1184 (3)	0.0603 (12)
O3	0.08360 (17)	0.0266 (4)	0.1500 (2)	0.0852 (11)
C14	−0.1497 (2)	0.0270 (6)	0.1776 (3)	0.0687 (14)
C15	−0.1692 (3)	−0.0831 (7)	0.1401 (4)	0.106 (2)
H15	−0.1437	−0.1201	0.1145	0.128*
C19	−0.1870 (3)	0.0794 (9)	0.2161 (3)	0.120 (3)
H19	−0.1735	0.1533	0.2430	0.144*
C17	−0.2647 (5)	−0.0860 (17)	0.1749 (7)	0.204 (9)
H17	−0.3045	−0.1215	0.1722	0.244*
C16	−0.2269 (5)	−0.1412 (11)	0.1396 (6)	0.171 (5)
H16	−0.2393	−0.2184	0.1148	0.205*
C18	−0.2449 (4)	0.0220 (14)	0.2148 (5)	0.181 (6)
H18	−0.2702	0.0571	0.2411	0.217*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C21	0.049 (3)	0.066 (3)	0.072 (3)	0.001 (2)	0.016 (2)	−0.014 (3)
C22	0.086 (4)	0.078 (4)	0.163 (6)	0.021 (4)	0.060 (4)	0.003 (4)
C23	0.100 (5)	0.093 (5)	0.189 (8)	0.035 (4)	0.054 (5)	−0.006 (5)
C24	0.088 (5)	0.143 (7)	0.139 (7)	0.025 (5)	0.051 (5)	−0.037 (6)
C25	0.125 (7)	0.214 (10)	0.134 (7)	0.063 (7)	0.083 (5)	0.017 (7)
C26	0.106 (5)	0.157 (7)	0.102 (5)	0.042 (5)	0.060 (4)	0.023 (5)
Cd1	0.0478 (2)	0.04592 (19)	0.0689 (2)	0.00002 (17)	0.02607 (16)	−0.00061 (18)
C1	0.056 (3)	0.070 (3)	0.079 (4)	−0.006 (3)	0.025 (3)	−0.006 (3)
N2	0.049 (2)	0.052 (2)	0.069 (3)	−0.0022 (18)	0.027 (2)	−0.0026 (19)
C5	0.048 (3)	0.053 (3)	0.074 (3)	0.003 (2)	0.037 (3)	0.003 (3)
N1	0.050 (2)	0.057 (2)	0.068 (2)	−0.020 (2)	0.027 (2)	−0.019 (2)
C12	0.063 (3)	0.080 (4)	0.081 (4)	−0.018 (3)	0.034 (3)	−0.014 (3)
C8	0.072 (3)	0.044 (3)	0.103 (4)	−0.006 (3)	0.055 (3)	−0.009 (3)
C6	0.085 (4)	0.059 (4)	0.133 (6)	0.014 (3)	0.059 (4)	0.020 (4)
C10	0.095 (5)	0.062 (4)	0.114 (5)	−0.018 (4)	0.058 (4)	−0.027 (4)
C11	0.073 (4)	0.098 (5)	0.095 (4)	−0.035 (4)	0.039 (3)	−0.039 (4)
C4	0.059 (3)	0.063 (3)	0.094 (4)	0.007 (3)	0.047 (3)	0.011 (3)
C7	0.103 (5)	0.048 (3)	0.137 (6)	0.003 (3)	0.068 (5)	−0.003 (4)
C9	0.056 (3)	0.046 (3)	0.081 (4)	0.000 (2)	0.045 (3)	−0.004 (2)
C3	0.061 (4)	0.088 (4)	0.096 (4)	0.019 (3)	0.039 (3)	0.027 (4)
C2	0.057 (3)	0.101 (5)	0.070 (4)	0.001 (3)	0.015 (3)	0.007 (3)
O1	0.072 (2)	0.075 (2)	0.071 (2)	−0.0174 (19)	0.0138 (18)	−0.0037 (19)
C13	0.050 (3)	0.051 (3)	0.074 (3)	0.000 (2)	0.016 (3)	0.009 (3)
O2	0.072 (2)	0.061 (2)	0.133 (3)	−0.0092 (19)	0.049 (2)	−0.016 (2)
O4	0.088 (3)	0.075 (3)	0.117 (3)	0.027 (2)	0.054 (2)	0.019 (2)
C20	0.051 (3)	0.061 (3)	0.071 (3)	0.004 (3)	0.019 (2)	−0.011 (3)
O3	0.069 (2)	0.067 (2)	0.135 (3)	−0.0008 (19)	0.056 (2)	−0.009 (2)
C14	0.047 (3)	0.081 (4)	0.075 (3)	−0.011 (3)	0.010 (3)	0.018 (3)
C15	0.085 (5)	0.091 (5)	0.130 (6)	−0.035 (4)	−0.001 (4)	0.006 (4)
C19	0.060 (4)	0.207 (9)	0.099 (5)	−0.015 (5)	0.029 (4)	0.008 (5)
C17	0.084 (7)	0.311 (19)	0.182 (12)	−0.098 (10)	−0.036 (7)	0.124 (12)
C16	0.110 (8)	0.148 (8)	0.217 (13)	−0.077 (7)	−0.035 (7)	0.061 (8)
C18	0.060 (5)	0.363 (18)	0.126 (8)	−0.014 (7)	0.037 (5)	0.060 (9)

Geometric parameters (Å, º) top

C21—C22	1.3900	C8—C7	1.418 (8)
C21—C26	1.3900	C8—C9	1.429 (7)
C21—C20	1.481 (5)	C6—C7	1.317 (9)
C22—C23	1.3900	C6—C4	1.416 (8)
C22—H22	0.9300	C6—H6	0.9300
C23—C24	1.3900	C10—C11	1.350 (8)
C23—H23	0.9300	C10—H10	0.9300
C24—C25	1.3900	C11—H11	0.9300
C24—H24	0.9300	C4—C3	1.384 (8)
C25—C26	1.3900	C7—H7	0.9300
C25—H25	0.9300	C3—C2	1.344 (8)
C26—H26	0.9300	C3—H3	0.9300
Cd1—O3	2.265 (4)	C2—H2	0.9300
Cd1—O1ⁱ	2.331 (4)	O1—C13	1.249 (6)
Cd1—N2	2.347 (4)	O1—Cd1ⁱ	2.331 (4)
Cd1—O2	2.371 (4)	C13—O2	1.230 (6)
Cd1—N1	2.375 (4)	C13—C14	1.486 (6)
Cd1—O4	2.454 (4)	O4—C20	1.223 (6)
Cd1—O1	2.493 (4)	C20—O3	1.237 (6)
C1—N2	1.309 (6)	C14—C15	1.355 (8)
C1—C2	1.383 (7)	C14—C19	1.368 (8)
C1—H1	0.9300	C15—C16	1.388 (10)
N2—C5	1.352 (6)	C15—H15	0.9300
C5—C4	1.396 (7)	C19—C18	1.387 (10)
C5—C9	1.416 (7)	C19—H19	0.9300
N1—C12	1.306 (6)	C17—C16	1.344 (18)
N1—C9	1.320 (6)	C17—C18	1.364 (18)
C12—C11	1.396 (8)	C17—H17	0.9300
C12—H12	0.9300	C16—H16	0.9300
C8—C10	1.374 (8)	C18—H18	0.9300

C22—C21—C26	120.0	C10—C8—C9	117.9 (6)
C22—C21—C20	120.3 (3)	C7—C8—C9	118.5 (6)
C26—C21—C20	119.6 (3)	C7—C6—C4	121.5 (6)
C22—C21—Cd1	116.71 (19)	C7—C6—H6	119.3
C26—C21—Cd1	123.19 (19)	C4—C6—H6	119.3
C21—C22—C23	120.0	C11—C10—C8	120.3 (6)
C21—C22—H22	120.0	C11—C10—H10	119.8
C23—C22—H22	120.0	C8—C10—H10	119.8
C24—C23—C22	120.0	C10—C11—C12	118.4 (6)
C24—C23—H23	120.0	C10—C11—H11	120.8
C22—C23—H23	120.0	C12—C11—H11	120.8
C25—C24—C23	120.0	C3—C4—C5	117.2 (5)
C25—C24—H24	120.0	C3—C4—C6	123.5 (6)
C23—C24—H24	120.0	C5—C4—C6	119.3 (6)
C24—C25—C26	120.0	C6—C7—C8	121.9 (6)
C24—C25—H25	120.0	C6—C7—H7	119.1
C26—C25—H25	120.0	C8—C7—H7	119.1
C25—C26—C21	120.0	N1—C9—C5	120.8 (4)
C25—C26—H26	120.0	N1—C9—C8	120.4 (5)
C21—C26—H26	120.0	C5—C9—C8	118.8 (5)
O3—Cd1—O1ⁱ	89.55 (14)	C2—C3—C4	120.6 (5)
O3—Cd1—N2	125.34 (15)	C2—C3—H3	119.7
O1ⁱ—Cd1—N2	144.12 (13)	C4—C3—H3	119.7
O3—Cd1—O2	83.90 (15)	C3—C2—C1	118.2 (6)
O1ⁱ—Cd1—O2	108.88 (14)	C3—C2—H2	120.9
N2—Cd1—O2	85.43 (15)	C1—C2—H2	120.9
O3—Cd1—N1	133.60 (14)	C13—O1—Cd1ⁱ	136.0 (3)
O1ⁱ—Cd1—N1	79.49 (14)	C13—O1—Cd1	90.0 (3)
N2—Cd1—N1	70.31 (15)	Cd1ⁱ—O1—Cd1	103.66 (14)
O2—Cd1—N1	142.34 (13)	O2—C13—O1	121.0 (5)
O3—Cd1—O4	53.83 (13)	O2—C13—C14	118.5 (5)
O1ⁱ—Cd1—O4	110.26 (15)	O1—C13—C14	120.4 (5)
N2—Cd1—O4	88.04 (14)	C13—O2—Cd1	96.3 (3)
O2—Cd1—O4	120.44 (15)	C20—O4—Cd1	88.2 (3)
N1—Cd1—O4	87.97 (13)	O4—C20—O3	121.2 (5)
O3—Cd1—O1	123.30 (13)	O4—C20—C21	119.9 (5)
O1ⁱ—Cd1—O1	75.51 (14)	O3—C20—C21	118.9 (5)
N2—Cd1—O1	89.38 (13)	C20—O3—Cd1	96.8 (3)
O2—Cd1—O1	52.60 (13)	C15—C14—C19	119.4 (6)
N1—Cd1—O1	97.48 (12)	C15—C14—C13	120.7 (6)
O4—Cd1—O1	172.80 (13)	C19—C14—C13	120.0 (6)
N2—C1—C2	124.1 (5)	C14—C15—C16	120.6 (9)
N2—C1—H1	117.9	C14—C15—H15	119.7
C2—C1—H1	117.9	C16—C15—H15	119.7
C1—N2—C5	117.5 (5)	C14—C19—C18	119.9 (9)
C1—N2—Cd1	126.1 (3)	C14—C19—H19	120.1
C5—N2—Cd1	116.4 (3)	C18—C19—H19	120.1
N2—C5—C4	122.3 (5)	C16—C17—C18	120.1 (10)
N2—C5—C9	117.6 (4)	C16—C17—H17	120.0
C4—C5—C9	120.1 (5)	C18—C17—H17	120.0
C12—N1—C9	120.5 (4)	C17—C16—C15	120.0 (12)
C12—N1—Cd1	124.6 (4)	C17—C16—H16	120.0
C9—N1—Cd1	114.9 (3)	C15—C16—H16	120.0
N1—C12—C11	122.5 (6)	C17—C18—C19	120.0 (10)
N1—C12—H12	118.7	C17—C18—H18	120.0
C11—C12—H12	118.7	C19—C18—H18	120.0
C10—C8—C7	123.6 (6)

Symmetry code: (i) −x, y, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Cd₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]
M_r	1069.65
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	296
a, b, c (Å)	21.90 (2), 10.023 (11), 20.52 (2)
β (°)	103.759 (10)
V (Å³)	4376 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.04
Crystal size (mm)	0.28 × 0.26 × 0.24

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1997)
T_min, T_max	0.761, 0.789
No. of measured, independent and observed [I > 2σ(I)] reflections	15316, 4068, 3002
R_int	0.037
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.093, 1.12
No. of reflections	4068
No. of parameters	286
No. of restraints	24
H-atom treatment	H-atom parameters constrained
	w = 1/[σ²(F_o²) + (0.0278P)² + 10.2493P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	0.80, −0.62

Computer programs: APEX2 (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006), SHELXTL (Sheldrick, 2008).

References

Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Gu, J. Z., Lu, W. G., Zhou, H. C. & Lu, T. B. (2007). Inorg. Chem. 46, 5835–5837. Web of Science CrossRef PubMed CAS Google Scholar
Gu, J. Z., Lv, D. Y., Gao, Z. Q., Liu, J. Z., Dou, W. & Tang, Y. (2011). J. Solid State Chem. 184, 675–683. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shi, Q.-Y., Li, Z.-C., Cheng, Z.-S., Tan, J.-B. & Liu, J.-L. (2008). Acta Cryst. E64, m1458. Web of Science CrossRef IUCr Journals Google Scholar

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