Poly[[μ2-1,2-bis­(4-pyrid­yl)ethene](μ3-1,3-phenyl­enediacetato)­cadmium]

Liu, D.

doi:10.1107/S1600536811043467

metal-organic compounds

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Volume 67| Part 11| November 2011| Page m1599

doi:10.1107/S1600536811043467

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Poly[[μ₂-1,2-bis(4-pyridyl)ethene](μ₃-1,3-phenylenediacetato)cadmium]

Dong Liu ^a ^*

^aCollege of Chemistry and Materials Science, Huaibei Normal University, Huaibei 235000, Anhui, People's Republic of China
^*Correspondence e-mail: dongliu@chnu.edu.cn

(Received 19 October 2011; accepted 19 October 2011; online 29 October 2011)

In the title coordination polymer, [Cd(C₁₀H₈O₄)(C₁₂H₁₀N₂)]_n, two centrosymmetrically related Cd^II atoms are bridged by two 1,3-phenylenediacetate ligands forming a chain along the [100] direction. The distorted pentagonal–bipyramidal coordination about each metal atom is completed by the N atoms of bridging 1,2-bis(4-pyridyl)ethene ligands, which link these one-dimensional chains into a two-dimensional net extending along the (101) plane.

Related literature

For two-dimensional nets constructed by Cd^II, dipyridyl ligands and dicarboxylate ligands, see: Tao et al. (2003 ); Tian et al. (2006 ); Wang et al. (2009 ).

Experimental

Crystal data

[Cd(C₁₀H₈O₄)(C₁₂H₁₀N₂)]
M_r = 486.79
Triclinic, $[P \overline 1]$
a = 9.4626 (19) Å
b = 10.113 (2) Å
c = 11.351 (2) Å
α = 98.95 (3)°
β = 92.19 (3)°
γ = 116.88 (3)°
V = 949.8 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.18 mm⁻¹
T = 223 K
0.40 × 0.30 × 0.25 mm

Data collection

Rigaku MercuryCCD area-detector diffractometer
Absorption correction: multi-scan (REQAB; Jacobson, 1998 ) T_min = 0.649, T_max = 0.757
8582 measured reflections
4256 independent reflections
3630 reflections with I > 2σ(I)
R_int = 0.029

Refinement

R[F² > 2σ(F²)] = 0.033
wR(F²) = 0.083
S = 1.09
4256 reflections
263 parameters
H-atom parameters constrained
Δρ_max = 1.16 e Å⁻³
Δρ_min = −0.85 e Å⁻³

Data collection: CrystalClear (Rigaku, 2001 ); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2004 ); program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811043467/bq2313sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811043467/bq2313Isup2.hkl

checkCIF report

Comment top

In recent years, particular attention has been devoted to coordination polymers because of their undisputed beauty and potential applications as materials for adsorption, separation, and catalysis (Tao et al., 2003; Tian et al., 2006; Wang et al., 2009). Conformationally flexible dicarboxylate ligands, showing varied geometries, are often featured in these new classes of compounds (Wang et al., 2009).

In this work, the reaction between Cd(NO₃)₂, 1,3-phenylenediacetic acid (1,3-H₂pda) and 1,2-bis(4-pyridyl)ethene (bpe) afforded the title coordination polymer, [Cd(C₁₂H₁₀N₂)(C₁₀H₈O₄)]_n (I). In (I), each Cd^II atom is located in a pentagonal bipyramidally environment, coordinated by five O atoms from three different 1,3-pda ligands at the basal positions and two N atom from two different bpe ligands at the apical position (Fig. 1). Two centrosymmetrically related Cd^II atoms are linked by two 1,3-pda ligands to form a one-dimensional chain along the a axis (Fig. 2). Such a chain is connected to its adjacent ones via pairs of bpe ligands to form a two-dimensional net extending along the ac plane (Fig. 3).

Related literature top

For the two-dimensional nets constructed by Cd^II, dipyridyl ligands and dicarboxylate ligands, see: Tao et al. (2003); Tian et al. (2006); Wang et al. (2009).

Experimental top

To a 25 ml Teflon-lined stainless steel autoclave was loaded Cd(NO₃)₂.4H₂O (154 mg, 0.5 mmol), 1,3-phenylenediacetic acid (97 mg, 0.5 mmol), 1,2-bis(4-pyridyl)ethene (91 mg, 0.5 mmol), NaOH (40 mg, 1 mmol) and H₂O (15 ml). The autoclave was sealed and heated in an oven to 433 K for three days, and then cooled to ambient temperature at the rate of 5 K/h to form yellow crystals. Yield: 180 mg (74% yield based on Cd). Anal. calcd. for C₂₂H₁₈CdN₂O₄: C, 54.28; H, 3.73; N, 5.75. Found: C, 53.96; H, 3.77; N, 6.03.

Computing details top

Data collection: CrystalClear (Rigaku, 2001); cell refinement: CrystalClear (Rigaku, 2001); data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top

	Fig. 1. Coordination environment of Cd^II atom in the compound with nonhydrogen atoms represented by thermal ellipsoids draw at 30% probability level. [Symmetry codes: i: x, y + 1, z + 1; ii: x – 1, y, z; iii: – x + 1, – y + 1, – z.]
	Fig. 2. View of the one-dimensional chain in the title compound.
	Fig. 3. View of the two-dimensional net of the title compound.

Poly[[µ₂-1,2-bis(4-pyridyl)ethene](µ₃-1,3-phenylenediacetato)cadmium] top

Crystal data top

[Cd(C₁₀H₈O₄)(C₁₂H₁₀N₂)]	Z = 2
M_r = 486.79	F(000) = 488
Triclinic, P1	D_x = 1.702 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.4626 (19) Å	Cell parameters from 4814 reflections
b = 10.113 (2) Å	θ = 3.2–27.5°
c = 11.351 (2) Å	µ = 1.18 mm⁻¹
α = 98.95 (3)°	T = 223 K
β = 92.19 (3)°	Block, yellow
γ = 116.88 (3)°	0.40 × 0.30 × 0.25 mm
V = 949.8 (3) Å³

Data collection top

Rigaku MercuryCCD area-detector diffractometer	4256 independent reflections
Radiation source: fine-focus sealed tube	3630 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.029
ω scans	θ_max = 27.5°, θ_min = 3.2°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	h = −12→11
T_min = 0.649, T_max = 0.757	k = −12→12
8582 measured reflections	l = −11→14

Refinement top

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)] = 0.033	H-atom parameters constrained
wR(F²) = 0.083	w = 1/[σ²(F_o²) + (0.0352P)²] where P = (F_o² + 2F_c²)/3
S = 1.09	(Δ/σ)_max = 0.001
4256 reflections	Δρ_max = 1.16 e Å⁻³
263 parameters	Δρ_min = −0.85 e Å⁻³
0 restraints	Extinction correction: SHELXTL (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.098 (3)

Crystal data top

[Cd(C₁₀H₈O₄)(C₁₂H₁₀N₂)]	γ = 116.88 (3)°
M_r = 486.79	V = 949.8 (3) Å³
Triclinic, P1	Z = 2
a = 9.4626 (19) Å	Mo Kα radiation
b = 10.113 (2) Å	µ = 1.18 mm⁻¹
c = 11.351 (2) Å	T = 223 K
α = 98.95 (3)°	0.40 × 0.30 × 0.25 mm
β = 92.19 (3)°

Data collection top

Rigaku MercuryCCD area-detector diffractometer	4256 independent reflections
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	3630 reflections with I > 2σ(I)
T_min = 0.649, T_max = 0.757	R_int = 0.029
8582 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.033	0 restraints
wR(F²) = 0.083	H-atom parameters constrained
S = 1.09	Δρ_max = 1.16 e Å⁻³
4256 reflections	Δρ_min = −0.85 e Å⁻³
263 parameters

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
Cd1	0.16456 (3)	0.49799 (2)	0.10431 (2)	0.02493 (12)
N1	0.1884 (3)	0.3281 (3)	−0.0471 (3)	0.0287 (6)
N2	0.1751 (3)	−0.3077 (3)	−0.7491 (2)	0.0266 (6)
O1	0.1024 (3)	0.3142 (3)	0.2322 (2)	0.0353 (6)
O2	0.3550 (3)	0.4760 (2)	0.2348 (2)	0.0350 (6)
O3	0.8868 (3)	0.3906 (3)	0.0535 (2)	0.0362 (6)
O4	0.6363 (3)	0.2894 (3)	−0.0233 (2)	0.0336 (6)
C1	0.2978 (4)	0.3687 (4)	−0.1239 (3)	0.0338 (8)
H1	0.3788	0.4693	−0.1097	0.041*
C2	0.2974 (4)	0.2702 (4)	−0.2224 (3)	0.0325 (8)
H2	0.3759	0.3039	−0.2745	0.039*
C3	0.1791 (4)	0.1192 (3)	−0.2445 (3)	0.0288 (7)
C4	0.0700 (4)	0.0771 (4)	−0.1623 (3)	0.0355 (8)
H4	−0.0090	−0.0239	−0.1714	0.043*
C5	0.0775 (5)	0.1841 (4)	−0.0670 (3)	0.0365 (9)
H5	0.0006	0.1536	−0.0135	0.044*
C6	0.1591 (4)	0.0064 (4)	−0.3510 (3)	0.0337 (8)
H6	0.0776	−0.0924	−0.3543	0.040*
C7	0.2438 (4)	0.0293 (4)	−0.4427 (3)	0.0320 (8)
H7	0.3282	0.1267	−0.4391	0.038*
C8	0.2160 (4)	−0.0861 (3)	−0.5501 (3)	0.0291 (7)
C9	0.3390 (4)	−0.0707 (4)	−0.6182 (3)	0.0315 (8)
H9	0.4385	0.0162	−0.5989	0.038*
C10	0.3148 (4)	−0.1832 (4)	−0.7145 (3)	0.0315 (8)
H10	0.4008	−0.1718	−0.7580	0.038*
C11	0.0541 (4)	−0.3206 (4)	−0.6863 (3)	0.0299 (7)
H11	−0.0458	−0.4061	−0.7103	0.036*
C12	0.0698 (4)	−0.2139 (4)	−0.5878 (3)	0.0331 (8)
H12	−0.0183	−0.2276	−0.5462	0.040*
C13	0.4592 (4)	0.2971 (3)	0.3492 (3)	0.0284 (7)
C14	0.5692 (4)	0.3628 (4)	0.4528 (3)	0.0323 (8)
H14	0.5405	0.4004	0.5239	0.039*
C15	0.7199 (4)	0.3733 (4)	0.4519 (3)	0.0358 (8)
H15	0.7939	0.4199	0.5218	0.043*
C16	0.7619 (4)	0.3156 (4)	0.3491 (3)	0.0347 (8)
H16	0.8649	0.3239	0.3490	0.042*
C17	0.6528 (4)	0.2449 (4)	0.2447 (3)	0.0301 (8)
C18	0.5032 (4)	0.2396 (3)	0.2462 (3)	0.0305 (8)
H18	0.4304	0.1959	0.1757	0.037*
C19	0.2923 (4)	0.2811 (4)	0.3494 (3)	0.0320 (8)
H19A	0.2798	0.3177	0.4316	0.038*
H19B	0.2160	0.1733	0.3279	0.038*
C20	0.2475 (4)	0.3636 (3)	0.2656 (3)	0.0243 (7)
C21	0.6985 (4)	0.1814 (4)	0.1321 (3)	0.0334 (8)
H21A	0.6091	0.0842	0.0934	0.040*
H21B	0.7899	0.1645	0.1525	0.040*
C22	0.7419 (4)	0.2925 (3)	0.0462 (3)	0.0265 (7)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.03223 (17)	0.02483 (16)	0.01910 (16)	0.01568 (11)	0.00324 (10)	0.00013 (9)
N1	0.0356 (15)	0.0267 (14)	0.0227 (16)	0.0157 (12)	0.0049 (13)	−0.0021 (11)
N2	0.0348 (15)	0.0267 (13)	0.0190 (15)	0.0167 (12)	0.0024 (12)	−0.0013 (11)
O1	0.0246 (12)	0.0387 (13)	0.0438 (17)	0.0143 (10)	0.0011 (11)	0.0135 (11)
O2	0.0269 (12)	0.0334 (12)	0.0422 (16)	0.0094 (10)	0.0020 (11)	0.0162 (11)
O3	0.0282 (13)	0.0411 (14)	0.0372 (16)	0.0120 (11)	0.0061 (11)	0.0143 (12)
O4	0.0324 (13)	0.0397 (13)	0.0278 (15)	0.0161 (11)	0.0016 (11)	0.0067 (11)
C1	0.0317 (18)	0.0310 (17)	0.033 (2)	0.0129 (15)	0.0063 (16)	−0.0055 (15)
C2	0.0274 (17)	0.0378 (18)	0.028 (2)	0.0147 (15)	0.0067 (15)	−0.0035 (15)
C3	0.0362 (18)	0.0281 (16)	0.026 (2)	0.0199 (15)	0.0030 (15)	−0.0008 (14)
C4	0.047 (2)	0.0230 (16)	0.030 (2)	0.0120 (15)	0.0084 (17)	0.0004 (14)
C5	0.049 (2)	0.0311 (18)	0.027 (2)	0.0164 (16)	0.0148 (17)	0.0029 (15)
C6	0.039 (2)	0.0275 (17)	0.032 (2)	0.0159 (15)	0.0034 (16)	−0.0022 (14)
C7	0.041 (2)	0.0253 (16)	0.029 (2)	0.0159 (15)	0.0035 (16)	0.0020 (14)
C8	0.043 (2)	0.0264 (16)	0.0231 (19)	0.0208 (15)	0.0025 (15)	0.0031 (14)
C9	0.042 (2)	0.0247 (16)	0.024 (2)	0.0134 (15)	0.0034 (16)	0.0008 (14)
C10	0.0374 (19)	0.0318 (17)	0.0236 (19)	0.0159 (15)	0.0063 (15)	0.0007 (14)
C11	0.0329 (18)	0.0315 (17)	0.0247 (19)	0.0164 (15)	0.0010 (15)	−0.0008 (14)
C12	0.0355 (19)	0.0428 (19)	0.027 (2)	0.0245 (16)	0.0076 (16)	0.0031 (15)
C13	0.0299 (17)	0.0306 (17)	0.028 (2)	0.0145 (14)	0.0065 (15)	0.0121 (15)
C14	0.0363 (19)	0.0346 (18)	0.028 (2)	0.0177 (15)	0.0081 (16)	0.0082 (15)
C15	0.038 (2)	0.0413 (19)	0.030 (2)	0.0211 (17)	−0.0032 (16)	0.0042 (16)
C16	0.0314 (18)	0.0425 (19)	0.039 (2)	0.0221 (16)	0.0070 (17)	0.0140 (17)
C17	0.0367 (19)	0.0299 (17)	0.030 (2)	0.0175 (15)	0.0113 (16)	0.0138 (15)
C18	0.0331 (18)	0.0315 (17)	0.026 (2)	0.0135 (15)	0.0033 (15)	0.0097 (15)
C19	0.0284 (17)	0.0367 (18)	0.031 (2)	0.0137 (15)	0.0060 (15)	0.0119 (15)
C20	0.0279 (17)	0.0261 (15)	0.0211 (18)	0.0148 (14)	0.0042 (14)	0.0035 (13)
C21	0.041 (2)	0.0321 (17)	0.031 (2)	0.0188 (16)	0.0109 (17)	0.0094 (15)
C22	0.0338 (18)	0.0285 (16)	0.0193 (18)	0.0177 (15)	0.0052 (15)	−0.0010 (13)

Geometric parameters (Å, º) top

Cd1—N1	2.327 (3)	C6—H6	0.9400
Cd1—N2ⁱ	2.332 (3)	C7—C8	1.474 (5)
Cd1—O3ⁱⁱ	2.351 (2)	C7—H7	0.9400
Cd1—O2	2.398 (2)	C8—C9	1.386 (5)
Cd1—O3ⁱⁱⁱ	2.402 (2)	C8—C12	1.390 (5)
Cd1—O1	2.413 (2)	C9—C10	1.378 (5)
Cd1—O4ⁱⁱⁱ	2.470 (2)	C9—H9	0.9400
Cd1—C20	2.729 (3)	C10—H10	0.9400
Cd1—C22ⁱⁱⁱ	2.781 (3)	C11—C12	1.380 (5)
N1—C5	1.331 (4)	C11—H11	0.9400
N1—C1	1.340 (4)	C12—H12	0.9400
N2—C10	1.337 (4)	C13—C18	1.387 (5)
N2—C11	1.338 (4)	C13—C14	1.395 (5)
N2—Cd1^iv	2.331 (3)	C13—C19	1.513 (5)
O1—C20	1.249 (4)	C14—C15	1.382 (5)
O2—C20	1.247 (4)	C14—H14	0.9400
O3—C22	1.267 (4)	C15—C16	1.376 (5)
O3—Cd1^v	2.351 (2)	C15—H15	0.9400
O3—Cd1ⁱⁱⁱ	2.402 (2)	C16—C17	1.399 (5)
O4—C22	1.235 (4)	C16—H16	0.9400
O4—Cd1ⁱⁱⁱ	2.470 (2)	C17—C18	1.392 (5)
C1—C2	1.376 (5)	C17—C21	1.507 (5)
C1—H1	0.9400	C18—H18	0.9400
C2—C3	1.400 (4)	C19—C20	1.522 (5)
C2—H2	0.9400	C19—H19A	0.9800
C3—C4	1.385 (5)	C19—H19B	0.9800
C3—C6	1.469 (5)	C21—C22	1.529 (5)
C4—C5	1.380 (5)	C21—H21A	0.9800
C4—H4	0.9400	C21—H21B	0.9800
C5—H5	0.9400	C22—Cd1ⁱⁱⁱ	2.781 (3)
C6—C7	1.323 (5)

N1—Cd1—N2ⁱ	172.12 (9)	C3—C4—H4	120.1
N1—Cd1—O3ⁱⁱ	92.92 (10)	N1—C5—C4	123.3 (3)
N2ⁱ—Cd1—O3ⁱⁱ	93.60 (10)	N1—C5—H5	118.4
N1—Cd1—O2	88.91 (10)	C4—C5—H5	118.4
N2ⁱ—Cd1—O2	88.96 (10)	C7—C6—C3	126.8 (3)
O3ⁱⁱ—Cd1—O2	139.86 (8)	C7—C6—H6	116.6
N1—Cd1—O3ⁱⁱⁱ	86.43 (9)	C3—C6—H6	116.6
N2ⁱ—Cd1—O3ⁱⁱⁱ	91.45 (9)	C6—C7—C8	125.0 (3)
O3ⁱⁱ—Cd1—O3ⁱⁱⁱ	71.46 (9)	C6—C7—H7	117.5
O2—Cd1—O3ⁱⁱⁱ	148.59 (8)	C8—C7—H7	117.5
N1—Cd1—O1	88.59 (9)	C9—C8—C12	116.8 (3)
N2ⁱ—Cd1—O1	96.33 (9)	C9—C8—C7	120.0 (3)
O3ⁱⁱ—Cd1—O1	85.54 (8)	C12—C8—C7	123.1 (3)
O2—Cd1—O1	54.39 (8)	C10—C9—C8	119.7 (3)
O3ⁱⁱⁱ—Cd1—O1	156.16 (8)	C10—C9—H9	120.1
N1—Cd1—O4ⁱⁱⁱ	89.83 (9)	C8—C9—H9	120.1
N2ⁱ—Cd1—O4ⁱⁱⁱ	82.82 (9)	N2—C10—C9	123.3 (3)
O3ⁱⁱ—Cd1—O4ⁱⁱⁱ	124.49 (8)	N2—C10—H10	118.4
O2—Cd1—O4ⁱⁱⁱ	95.59 (8)	C9—C10—H10	118.4
O3ⁱⁱⁱ—Cd1—O4ⁱⁱⁱ	53.40 (8)	N2—C11—C12	122.8 (3)
O1—Cd1—O4ⁱⁱⁱ	149.96 (8)	N2—C11—H11	118.6
N1—Cd1—C20	87.53 (10)	C12—C11—H11	118.6
N2ⁱ—Cd1—C20	94.02 (10)	C11—C12—C8	120.0 (3)
O3ⁱⁱ—Cd1—C20	112.79 (9)	C11—C12—H12	120.0
O2—Cd1—C20	27.18 (8)	C8—C12—H12	120.0
O3ⁱⁱⁱ—Cd1—C20	172.80 (8)	C18—C13—C14	118.6 (3)
O1—Cd1—C20	27.25 (8)	C18—C13—C19	120.1 (3)
O4ⁱⁱⁱ—Cd1—C20	122.72 (9)	C14—C13—C19	121.3 (3)
N1—Cd1—C22ⁱⁱⁱ	88.67 (9)	C15—C14—C13	120.6 (3)
N2ⁱ—Cd1—C22ⁱⁱⁱ	86.02 (9)	C15—C14—H14	119.7
O3ⁱⁱ—Cd1—C22ⁱⁱⁱ	98.26 (10)	C13—C14—H14	119.7
O2—Cd1—C22ⁱⁱⁱ	121.88 (9)	C16—C15—C14	120.2 (4)
O3ⁱⁱⁱ—Cd1—C22ⁱⁱⁱ	27.06 (9)	C16—C15—H15	119.9
O1—Cd1—C22ⁱⁱⁱ	175.42 (8)	C14—C15—H15	119.9
O4ⁱⁱⁱ—Cd1—C22ⁱⁱⁱ	26.36 (9)	C15—C16—C17	120.6 (3)
C20—Cd1—C22ⁱⁱⁱ	148.87 (10)	C15—C16—H16	119.7
N1—Cd1—Cd1^vi	89.56 (8)	C17—C16—H16	119.7
N2ⁱ—Cd1—Cd1^vi	93.09 (8)	C18—C17—C16	118.3 (3)
O3ⁱⁱ—Cd1—Cd1^vi	36.17 (6)	C18—C17—C21	120.9 (3)
O2—Cd1—Cd1^vi	175.62 (5)	C16—C17—C21	120.7 (3)
O3ⁱⁱⁱ—Cd1—Cd1^vi	35.29 (6)	C13—C18—C17	121.6 (3)
O1—Cd1—Cd1^vi	121.47 (6)	C13—C18—H18	119.2
O4ⁱⁱⁱ—Cd1—Cd1^vi	88.51 (6)	C17—C18—H18	119.2
C20—Cd1—Cd1^vi	148.61 (7)	C13—C19—C20	116.1 (3)
C22ⁱⁱⁱ—Cd1—Cd1^vi	62.17 (8)	C13—C19—H19A	108.3
C5—N1—C1	117.3 (3)	C20—C19—H19A	108.3
C5—N1—Cd1	118.4 (2)	C13—C19—H19B	108.3
C1—N1—Cd1	124.0 (2)	C20—C19—H19B	108.3
C10—N2—C11	117.2 (3)	H19A—C19—H19B	107.4
C10—N2—Cd1^iv	118.7 (2)	O2—C20—O1	123.5 (3)
C11—N2—Cd1^iv	123.5 (2)	O2—C20—C19	119.4 (3)
C20—O1—Cd1	90.57 (19)	O1—C20—C19	117.1 (3)
C20—O2—Cd1	91.3 (2)	O2—C20—Cd1	61.47 (17)
C22—O3—Cd1^v	156.6 (2)	O1—C20—Cd1	62.18 (17)
C22—O3—Cd1ⁱⁱⁱ	93.4 (2)	C19—C20—Cd1	176.6 (2)
Cd1^v—O3—Cd1ⁱⁱⁱ	108.54 (9)	C17—C21—C22	109.4 (3)
C22—O4—Cd1ⁱⁱⁱ	91.02 (19)	C17—C21—H21A	109.8
N1—C1—C2	123.2 (3)	C22—C21—H21A	109.8
N1—C1—H1	118.4	C17—C21—H21B	109.8
C2—C1—H1	118.4	C22—C21—H21B	109.8
C1—C2—C3	119.4 (3)	H21A—C21—H21B	108.2
C1—C2—H2	120.3	O4—C22—O3	122.1 (3)
C3—C2—H2	120.3	O4—C22—C21	120.0 (3)
C4—C3—C2	116.9 (3)	O3—C22—C21	117.7 (3)
C4—C3—C6	118.5 (3)	O4—C22—Cd1ⁱⁱⁱ	62.63 (17)
C2—C3—C6	124.5 (3)	O3—C22—Cd1ⁱⁱⁱ	59.56 (17)
C5—C4—C3	119.8 (3)	C21—C22—Cd1ⁱⁱⁱ	177.3 (3)
C5—C4—H4	120.1

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

Experimental details

Crystal data
Chemical formula	[Cd(C₁₀H₈O₄)(C₁₂H₁₀N₂)]
M_r	486.79
Crystal system, space group	Triclinic, P1
Temperature (K)	223
a, b, c (Å)	9.4626 (19), 10.113 (2), 11.351 (2)
α, β, γ (°)	98.95 (3), 92.19 (3), 116.88 (3)
V (Å³)	949.8 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.18
Crystal size (mm)	0.40 × 0.30 × 0.25

Data collection
Diffractometer	Rigaku MercuryCCD area-detector diffractometer
Absorption correction	Multi-scan (REQAB; Jacobson, 1998)
T_min, T_max	0.649, 0.757
No. of measured, independent and observed [I > 2σ(I)] reflections	8582, 4256, 3630
R_int	0.029
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.033, 0.083, 1.09
No. of reflections	4256
No. of parameters	263
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.16, −0.85

Computer programs: CrystalClear (Rigaku, 2001), CrystalStructure (Rigaku/MSC, 2004), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Acknowledgements

This work was supported by the Research Start-Up Fund for New Staff of Huaibei Normal University (grant No. 600581).

References

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