Poly[di-μ3-hy­droxy[μ4-5-(4-carb­oxy­phen­yl)pyridine-2-carboxyl­ato-κ5N,O2:O2′:O4:O4′]dicadmium]

Meng, F.-J.; Jia, H.-Q.; Hu, N.-H.; Zhou, H.

doi:10.1107/S1600536812042444

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 11| November 2012| Page m1364

doi:10.1107/S1600536812042444

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Poly[di-μ₃-hydroxy[μ₄-5-(4-carboxyphenyl)pyridine-2-carboxylato-κ⁵N,O²:O^2′:O⁴:O^4′]dicadmium]

Fan-Jin Meng,^a Heng-Qing Jia,^a Ning-Hai Hu ^a and Hua Zhou ^a ^*

^aState Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, People's Republic of China
^*Correspondence e-mail: zhouhua@ciac.jl.cn

(Received 29 August 2012; accepted 10 October 2012; online 13 October 2012)

The asymmetric unit of the title polymeric complex, [Cd₂(C₁₃H₇NO₄)(OH)₂]_n, consists of two independent Cd^II atoms, one 5-(4-carboxyphenyl)pyridine-2-carboxylate ligand and two hydroxy groups. One Cd^II atom is six-coordinated by two O atoms from two ligand molecules and by four μ₃-OH groups in a distorted trigonal–prismatic geometry. The other is five-coordinated by one N and two O atoms from two ligands and by two μ₃-OH groups, forming a distorted square-pyramidal geometry. The two independent Cd^II atoms are connected by the ligand molecules and the OH groups into a three-dimensional framework. O—H⋯O hydrogen bonds between the OH groups and the carboxylate O atoms are observed.

Related literature

For related structures and applications of metal complexes with N-heterocyclic multicarboxylate ligands, see: Li et al. (2008 ); Mahata & Natarajan (2005 ); Sun et al. (2001 ); Wang et al. (2009 ). For the synthesis of the ligand, see: Ben & Gordon (1951 ); Liu et al. (2005 ).

Experimental

Crystal data

[Cd₂(C₁₃H₇NO₄)(OH)₂]
M_r = 500.03
Monoclinic, P 2₁ /c
a = 15.4316 (17) Å
b = 3.8261 (4) Å
c = 21.586 (2) Å
β = 102.114 (2)°
V = 1246.1 (2) Å³
Z = 4
Mo Kα radiation
μ = 3.44 mm⁻¹
T = 293 K
0.27 × 0.21 × 0.14 mm

Data collection

Bruker APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.457, T_max = 0.644
6277 measured reflections
2448 independent reflections
2109 reflections with I > 2σ(I)
R_int = 0.052

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.087
S = 1.04
2448 reflections
205 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 1.82 e Å⁻³
Δρ_min = −1.36 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O1ⁱ	0.81 (3)	2.08 (4)	2.818 (6)	150 (6)
O6—H6A⋯O3ⁱⁱ	0.82 (2)	2.39 (4)	2.887 (6)	120 (6)
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) -x+2, -y+1, -z+1.

Data collection: SMART (Bruker, 2007 ); cell refinement: 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536812042444/is5190sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812042444/is5190Isup2.hkl

checkCIF report

Comment top

The rational design and construction of coordination polymers based on metal ions and N-heterocyclic multicarboxylate ligands have attracted considerable attention for their intriguing structural topologies along with potential applications (Li et al., 2008; Mahata & Natarajan, 2005; Sun et al., 2001; Wang et al., 2009). In this paper, we report a cadmium complex with a three-dimensional framework based on 5-(4-carboxyphenyl)pyridine-2-carboxylic acid (H₂L).

The asymmetric unit of the title compound contains two crystallographically independent Cd^II ions with different coordination geometries (Fig. 1). The Cd1 atom is six-coordinated by two O atoms from two L ligands and four µ₃-OH groups in a distorted trigonal prismatic geometry. The Cd1—O bond lengths are in a range of 2.176 (4)–2.587 (4) Å. The Cd2 atom is five-coordinated by one N and two O atoms from two L ligands and two µ₃-OH groups in a distorted square-pyramidal geometry. The Cd2—N bond length is 2.354 (4) Å and the Cd2—O bond lengths are in a range of 2.196 (4)–2.368 (4) Å. Interestingly, the carboxylate groups and hydroxy groups connect the Cd^II ions into a layer parallel to (011) and adjacent layers are further linked by the L ligands as pillars along the a-axis, generating a three-dimensional framework (Fig. 2). O—H···O hydrogen bonds between the hydroxy groups and carboxylate O atoms stabilize the structure (Table 1).

Related literature top

For related structures and applications of metal complexes with N-heterocyclic multicarboxylate ligands, see: Li et al. (2008); Mahata & Natarajan (2005); Sun et al. (2001); Wang et al. (2009). For the synthesis of the ligand, see: Ben & Gordon (1951); Liu et al. (2005).

Experimental top

The H₂L ligand was prepared by a similar method described by Ben & Gordon (1951) and Liu et al. (2005). A precursor ligand, 2-methyl-5-p-tolylpyridine, was prepared through the Suzuki reaction between 4-methylphenylboronic acid (2.039 g, 15 mmol) and 5-bromo-2-methylpyridine (1.730 g, 10 mmol). The H₂L ligand was obtained by the oxidation of potassium permanganate. The title compound was synthesized under hydrothermal conditions. A mixture of Cd(CH₃CO₂)₂.2H₂O (0.053 g, 0.2mmol) and H₂L (0.024 g, 0.1 mmol) in methanol (2 ml) and distilled water (5 ml) was stirred for 20 min in air, and the pH value was adjusted to about 8.5 with 0.1M CH₃COOH and 0.1M NaOH solutions. Then the mixture was sealed in a 23 ml Teflon-lined stainless steel autoclave, which was heated to 433 K for 72 h. After cooling to room temperature, colorless block crystals of the title compound suitable for X-ray diffraction were obtained.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of the title compound. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) x, -1+y, z; (ii) 1-x, -1/2+y, 1/2-z; (iii) 1-x, 2-y, 1-z; (iv) 2-x, 1-y, 1-z; (v) x, 1+y, z.]
	Fig. 2. The packing diagram of the title compound, showing the three-dimensional framework.

Poly[di-µ₃-hydroxy[µ₄-5-(4-carboxyphenyl)pyridine-2-carboxylato- κ⁵N,O²:O^2':O⁴:O^4']dicadmium] top

Crystal data top

[Cd₂(C₁₃H₇NO₄)(OH)₂]	F(000) = 952
M_r = 500.03	D_x = 2.665 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2448 reflections
a = 15.4316 (17) Å	θ = 2.1–26.0°
b = 3.8261 (4) Å	µ = 3.44 mm⁻¹
c = 21.586 (2) Å	T = 293 K
β = 102.114 (2)°	Block, colourless
V = 1246.1 (2) Å³	0.27 × 0.21 × 0.14 mm
Z = 4

Data collection top

Bruker APEX CCD diffractometer	2448 independent reflections
Radiation source: fine-focus sealed tube	2109 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.052
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −19→14
T_min = 0.457, T_max = 0.644	k = −3→4
6277 measured reflections	l = −26→26

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.087	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0384P)² + 3.8222P] where P = (F_o² + 2F_c²)/3
2448 reflections	(Δ/σ)_max = 0.001
205 parameters	Δρ_max = 1.82 e Å⁻³
2 restraints	Δρ_min = −1.36 e Å⁻³

Crystal data top

[Cd₂(C₁₃H₇NO₄)(OH)₂]	V = 1246.1 (2) Å³
M_r = 500.03	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 15.4316 (17) Å	µ = 3.44 mm⁻¹
b = 3.8261 (4) Å	T = 293 K
c = 21.586 (2) Å	0.27 × 0.21 × 0.14 mm
β = 102.114 (2)°

Data collection top

Bruker APEX CCD diffractometer	2448 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2109 reflections with I > 2σ(I)
T_min = 0.457, T_max = 0.644	R_int = 0.052
6277 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	2 restraints
wR(F²) = 0.087	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	Δρ_max = 1.82 e Å⁻³
2448 reflections	Δρ_min = −1.36 e Å⁻³
205 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd1	0.54015 (3)	0.60259 (12)	0.317372 (18)	0.02773 (14)
Cd2	0.63702 (3)	1.00568 (11)	0.464037 (18)	0.02162 (14)
C1	0.6046 (4)	1.0297 (15)	0.6045 (3)	0.0230 (12)
C2	0.6959 (3)	0.8660 (15)	0.6131 (3)	0.0197 (11)
C3	0.7430 (3)	0.7675 (16)	0.6720 (3)	0.0226 (12)
H3	0.7181	0.7837	0.7075	0.027*
C4	0.8292 (4)	0.6427 (16)	0.6769 (3)	0.0251 (13)
H4	0.8629	0.5804	0.7163	0.030*
C5	0.8646 (3)	0.6115 (14)	0.6239 (3)	0.0185 (11)
C6	0.8105 (3)	0.7034 (16)	0.5659 (3)	0.0231 (12)
H6	0.8327	0.6758	0.5293	0.028*
C7	0.9584 (3)	0.5045 (14)	0.6255 (3)	0.0185 (11)
C8	1.0268 (3)	0.6001 (15)	0.6757 (2)	0.0216 (12)
H8	1.0139	0.7186	0.7103	0.026*
C9	1.1138 (3)	0.5190 (15)	0.6742 (3)	0.0216 (12)
H9	1.1589	0.5883	0.7076	0.026*
C10	1.1350 (3)	0.3358 (15)	0.6238 (3)	0.0216 (12)
C11	1.2310 (4)	0.2519 (16)	0.6218 (3)	0.0241 (12)
C12	1.0658 (3)	0.2371 (15)	0.5748 (2)	0.0224 (12)
H12	1.0782	0.1098	0.5410	0.027*
C13	0.9795 (4)	0.3229 (16)	0.5751 (3)	0.0238 (13)
H13	0.9347	0.2583	0.5412	0.029*
N1	0.7283 (3)	0.8293 (13)	0.5604 (2)	0.0224 (10)
O1	0.5713 (3)	1.1503 (12)	0.55044 (18)	0.0330 (10)
O2	0.5712 (3)	1.0362 (13)	0.6518 (2)	0.0408 (12)
O3	1.2893 (3)	0.3539 (12)	0.66625 (19)	0.0342 (10)
O4	1.2417 (3)	0.0784 (12)	0.57409 (19)	0.0324 (10)
O5	0.5786 (2)	0.5013 (10)	0.42462 (18)	0.0197 (8)
H5A	0.5284 (17)	0.528 (16)	0.430 (3)	0.030*
O6	0.5682 (2)	1.1069 (11)	0.27639 (19)	0.0238 (8)
H6A	0.6206 (13)	1.093 (18)	0.275 (3)	0.036*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.0398 (3)	0.0251 (3)	0.0162 (2)	0.00757 (19)	0.00127 (18)	−0.00045 (18)
Cd2	0.0247 (2)	0.0217 (2)	0.0182 (2)	0.00551 (16)	0.00379 (16)	−0.00076 (16)
C1	0.020 (3)	0.025 (3)	0.025 (3)	0.006 (2)	0.006 (2)	−0.001 (2)
C2	0.017 (3)	0.021 (3)	0.023 (3)	−0.001 (2)	0.008 (2)	−0.002 (2)
C3	0.021 (3)	0.031 (3)	0.018 (3)	0.003 (2)	0.009 (2)	0.003 (2)
C4	0.025 (3)	0.029 (3)	0.020 (3)	0.005 (2)	0.002 (2)	0.000 (3)
C5	0.016 (3)	0.016 (3)	0.024 (3)	−0.001 (2)	0.005 (2)	0.000 (2)
C6	0.019 (3)	0.033 (3)	0.018 (3)	0.004 (2)	0.005 (2)	0.000 (3)
C7	0.014 (2)	0.022 (3)	0.021 (3)	−0.001 (2)	0.007 (2)	0.000 (2)
C8	0.022 (3)	0.030 (3)	0.015 (2)	0.001 (2)	0.007 (2)	0.000 (2)
C9	0.018 (3)	0.027 (3)	0.019 (3)	0.003 (2)	0.001 (2)	0.004 (2)
C10	0.020 (3)	0.021 (3)	0.026 (3)	0.001 (2)	0.010 (2)	0.007 (2)
C11	0.023 (3)	0.027 (3)	0.024 (3)	0.003 (2)	0.008 (2)	0.008 (3)
C12	0.023 (3)	0.029 (3)	0.018 (3)	0.001 (2)	0.008 (2)	−0.006 (3)
C13	0.020 (3)	0.028 (3)	0.022 (3)	−0.001 (2)	−0.001 (2)	0.001 (2)
N1	0.018 (2)	0.028 (3)	0.022 (2)	0.0040 (19)	0.0048 (19)	−0.002 (2)
O1	0.027 (2)	0.053 (3)	0.020 (2)	0.022 (2)	0.0073 (17)	0.008 (2)
O2	0.035 (2)	0.064 (3)	0.027 (2)	0.025 (2)	0.015 (2)	0.010 (2)
O3	0.022 (2)	0.049 (3)	0.031 (2)	0.006 (2)	0.0018 (18)	−0.003 (2)
O4	0.028 (2)	0.046 (3)	0.026 (2)	0.006 (2)	0.0105 (18)	−0.004 (2)
O5	0.0139 (17)	0.025 (2)	0.0215 (19)	0.0029 (15)	0.0058 (15)	0.0022 (16)
O6	0.0217 (19)	0.023 (2)	0.028 (2)	0.0027 (17)	0.0088 (17)	−0.0046 (18)

Geometric parameters (Å, º) top

Cd1—O6ⁱ	2.174 (4)	C6—H6	0.9300
Cd1—O6	2.203 (4)	C7—C13	1.384 (8)
Cd1—O5	2.299 (4)	C7—C8	1.393 (7)
Cd1—O6ⁱⁱ	2.339 (4)	C8—C9	1.385 (7)
Cd1—O2ⁱⁱⁱ	2.405 (4)	C8—H8	0.9300
Cd1—O3^iv	2.586 (4)	C9—C10	1.391 (8)
Cd2—O5^v	2.193 (4)	C9—H9	0.9300
Cd2—O4^iv	2.221 (4)	C10—C12	1.388 (7)
Cd2—O5	2.222 (4)	C10—C11	1.525 (7)
Cd2—N1	2.354 (4)	C11—O3	1.233 (7)
Cd2—O1	2.368 (4)	C11—O4	1.264 (7)
C1—O2	1.237 (7)	C12—C13	1.373 (7)
C1—O1	1.261 (7)	C12—H12	0.9300
C1—C2	1.517 (7)	C13—H13	0.9300
C2—N1	1.342 (7)	O2—Cd1ⁱⁱⁱ	2.405 (4)
C2—C3	1.377 (7)	O3—Cd1^iv	2.586 (4)
C3—C4	1.396 (7)	O4—Cd2^iv	2.221 (4)
C3—H3	0.9300	O5—Cd2ⁱ	2.193 (4)
C4—C5	1.372 (8)	O5—H5A	0.814 (10)
C4—H4	0.9300	O6—Cd1^v	2.174 (4)
C5—C6	1.396 (7)	O6—Cd1^vi	2.339 (4)
C5—C7	1.498 (7)	O6—H6A	0.817 (10)
C6—N1	1.339 (7)

O6ⁱ—Cd1—O6	121.88 (18)	C5—C6—H6	118.4
O6ⁱ—Cd1—O5	103.38 (14)	C13—C7—C8	118.5 (5)
O6—Cd1—O5	121.41 (14)	C13—C7—C5	120.3 (5)
O6ⁱ—Cd1—O6ⁱⁱ	79.70 (13)	C8—C7—C5	121.1 (5)
O6—Cd1—O6ⁱⁱ	79.12 (13)	C9—C8—C7	120.2 (5)
O5—Cd1—O6ⁱⁱ	149.21 (13)	C9—C8—H8	119.9
O6ⁱ—Cd1—O2ⁱⁱⁱ	145.94 (16)	C7—C8—H8	119.9
O6—Cd1—O2ⁱⁱⁱ	79.60 (15)	C8—C9—C10	121.3 (5)
O5—Cd1—O2ⁱⁱⁱ	82.34 (13)	C8—C9—H9	119.4
O6ⁱⁱ—Cd1—O2ⁱⁱⁱ	79.22 (14)	C10—C9—H9	119.4
O6ⁱ—Cd1—O3^iv	80.11 (14)	C12—C10—C9	117.6 (5)
O6—Cd1—O3^iv	73.66 (14)	C12—C10—C11	121.2 (5)
O5—Cd1—O3^iv	80.39 (13)	C9—C10—C11	121.2 (5)
O6ⁱⁱ—Cd1—O3^iv	129.78 (13)	O3—C11—O4	127.0 (5)
O2ⁱⁱⁱ—Cd1—O3^iv	133.69 (16)	O3—C11—C10	117.7 (5)
O5^v—Cd2—O4^iv	106.95 (15)	O4—C11—C10	115.3 (5)
O5^v—Cd2—O5	120.10 (16)	C13—C12—C10	121.5 (5)
O4^iv—Cd2—O5	92.19 (15)	C13—C12—H12	119.2
O5^v—Cd2—N1	135.39 (16)	C10—C12—H12	119.2
O4^iv—Cd2—N1	83.77 (15)	C12—C13—C7	120.8 (5)
O5—Cd2—N1	102.06 (15)	C12—C13—H13	119.6
O5^v—Cd2—O1	83.94 (14)	C7—C13—H13	119.6
O4^iv—Cd2—O1	149.23 (14)	C6—N1—C2	118.5 (5)
O5—Cd2—O1	107.35 (16)	C6—N1—Cd2	124.1 (4)
N1—Cd2—O1	69.28 (14)	C2—N1—Cd2	117.3 (3)
O2—C1—O1	126.7 (5)	C1—O1—Cd2	119.1 (3)
O2—C1—C2	116.5 (5)	C1—O2—Cd1ⁱⁱⁱ	133.3 (4)
O1—C1—C2	116.8 (5)	C11—O3—Cd1^iv	133.0 (4)
N1—C2—C3	122.3 (5)	C11—O4—Cd2^iv	129.9 (4)
N1—C2—C1	116.2 (5)	Cd2ⁱ—O5—Cd2	120.10 (16)
C3—C2—C1	121.5 (5)	Cd2ⁱ—O5—Cd1	122.32 (17)
C2—C3—C4	118.3 (5)	Cd2—O5—Cd1	103.73 (15)
C2—C3—H3	120.9	Cd2ⁱ—O5—H5A	112 (5)
C4—C3—H3	120.9	Cd2—O5—H5A	99 (5)
C5—C4—C3	120.4 (5)	Cd1—O5—H5A	94 (4)
C5—C4—H4	119.8	Cd1^v—O6—Cd1	121.87 (18)
C3—C4—H4	119.8	Cd1^v—O6—Cd1^vi	101.02 (15)
C4—C5—C6	117.2 (5)	Cd1—O6—Cd1^vi	100.16 (15)
C4—C5—C7	123.8 (5)	Cd1^v—O6—H6A	111 (5)
C6—C5—C7	118.8 (5)	Cd1—O6—H6A	104 (5)
N1—C6—C5	123.1 (5)	Cd1^vi—O6—H6A	120 (5)
N1—C6—H6	118.4

O2—C1—C2—N1	173.9 (6)	O1—Cd2—N1—C2	5.9 (4)
O1—C1—C2—N1	−7.3 (8)	O2—C1—O1—Cd2	−168.3 (5)
O2—C1—C2—C3	−7.3 (8)	C2—C1—O1—Cd2	13.0 (7)
O1—C1—C2—C3	171.5 (6)	O5^v—Cd2—O1—C1	−154.0 (5)
N1—C2—C3—C4	3.5 (9)	O4^iv—Cd2—O1—C1	−40.8 (6)
C1—C2—C3—C4	−175.3 (5)	O5—Cd2—O1—C1	86.3 (5)
C2—C3—C4—C5	−1.7 (9)	N1—Cd2—O1—C1	−10.4 (4)
C3—C4—C5—C6	−1.1 (9)	O1—C1—O2—Cd1ⁱⁱⁱ	−22.3 (10)
C3—C4—C5—C7	175.5 (5)	C2—C1—O2—Cd1ⁱⁱⁱ	156.4 (4)
C4—C5—C6—N1	2.3 (9)	O4—C11—O3—Cd1^iv	13.6 (10)
C7—C5—C6—N1	−174.4 (5)	C10—C11—O3—Cd1^iv	−167.4 (4)
C4—C5—C7—C13	149.3 (6)	O3—C11—O4—Cd2^iv	−17.1 (9)
C6—C5—C7—C13	−34.2 (8)	C10—C11—O4—Cd2^iv	163.9 (4)
C4—C5—C7—C8	−34.0 (8)	O5^v—Cd2—O5—Cd2ⁱ	−179.992 (1)
C6—C5—C7—C8	142.5 (6)	O4^iv—Cd2—O5—Cd2ⁱ	69.0 (2)
C13—C7—C8—C9	1.1 (8)	N1—Cd2—O5—Cd2ⁱ	−15.1 (2)
C5—C7—C8—C9	−175.6 (5)	O1—Cd2—O5—Cd2ⁱ	−86.94 (19)
C7—C8—C9—C10	−1.3 (9)	O5^v—Cd2—O5—Cd1	39.0 (3)
C8—C9—C10—C12	0.0 (8)	O4^iv—Cd2—O5—Cd1	−72.10 (16)
C8—C9—C10—C11	179.0 (5)	N1—Cd2—O5—Cd1	−156.20 (15)
C12—C10—C11—O3	178.5 (6)	O1—Cd2—O5—Cd1	132.00 (14)
C9—C10—C11—O3	−0.4 (8)	O6ⁱ—Cd1—O5—Cd2ⁱ	3.5 (2)
C12—C10—C11—O4	−2.4 (8)	O6—Cd1—O5—Cd2ⁱ	−137.88 (18)
C9—C10—C11—O4	178.7 (5)	O6ⁱⁱ—Cd1—O5—Cd2ⁱ	95.8 (3)
C9—C10—C12—C13	1.4 (9)	O2ⁱⁱⁱ—Cd1—O5—Cd2ⁱ	149.3 (2)
C11—C10—C12—C13	−177.6 (5)	O3^iv—Cd1—O5—Cd2ⁱ	−73.8 (2)
C10—C12—C13—C7	−1.6 (9)	O6ⁱ—Cd1—O5—Cd2	143.42 (15)
C8—C7—C13—C12	0.3 (9)	O6—Cd1—O5—Cd2	2.1 (2)
C5—C7—C13—C12	177.1 (5)	O6ⁱⁱ—Cd1—O5—Cd2	−124.3 (2)
C5—C6—N1—C2	−0.7 (9)	O2ⁱⁱⁱ—Cd1—O5—Cd2	−70.76 (17)
C5—C6—N1—Cd2	177.7 (4)	O3^iv—Cd1—O5—Cd2	66.10 (15)
C3—C2—N1—C6	−2.3 (9)	O6ⁱ—Cd1—O6—Cd1^v	180.0
C1—C2—N1—C6	176.5 (5)	O5—Cd1—O6—Cd1^v	−45.7 (2)
C3—C2—N1—Cd2	179.2 (4)	O6ⁱⁱ—Cd1—O6—Cd1^v	109.5 (2)
C1—C2—N1—Cd2	−2.0 (6)	O2ⁱⁱⁱ—Cd1—O6—Cd1^v	28.6 (2)
O5^v—Cd2—N1—C6	−115.5 (5)	O3^iv—Cd1—O6—Cd1^v	−113.2 (2)
O4^iv—Cd2—N1—C6	−7.7 (5)	O6ⁱ—Cd1—O6—Cd1^vi	70.1 (2)
O5—Cd2—N1—C6	83.3 (5)	O5—Cd1—O6—Cd1^vi	−155.55 (12)
O1—Cd2—N1—C6	−172.6 (5)	O6ⁱⁱ—Cd1—O6—Cd1^vi	−0.37 (9)
O5^v—Cd2—N1—C2	62.9 (5)	O2ⁱⁱⁱ—Cd1—O6—Cd1^vi	−81.26 (15)
O4^iv—Cd2—N1—C2	170.8 (4)	O3^iv—Cd1—O6—Cd1^vi	136.96 (17)
O5—Cd2—N1—C2	−98.3 (4)

Symmetry codes: (i) x, y−1, z; (ii) −x+1, y−1/2, −z+1/2; (iii) −x+1, −y+2, −z+1; (iv) −x+2, −y+1, −z+1; (v) x, y+1, z; (vi) −x+1, y+1/2, −z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O1ⁱⁱⁱ	0.81 (3)	2.08 (4)	2.818 (6)	150 (6)
O6—H6A···O3^iv	0.82 (2)	2.39 (4)	2.887 (6)	120 (6)

Symmetry codes: (iii) −x+1, −y+2, −z+1; (iv) −x+2, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Cd₂(C₁₃H₇NO₄)(OH)₂]
M_r	500.03
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	15.4316 (17), 3.8261 (4), 21.586 (2)
β (°)	102.114 (2)
V (Å³)	1246.1 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	3.44
Crystal size (mm)	0.27 × 0.21 × 0.14

Data collection
Diffractometer	Bruker APEX CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.457, 0.644
No. of measured, independent and observed [I > 2σ(I)] reflections	6277, 2448, 2109
R_int	0.052
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.087, 1.04
No. of reflections	2448
No. of parameters	205
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	1.82, −1.36

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O1ⁱ	0.81 (3)	2.08 (4)	2.818 (6)	150 (6)
O6—H6A···O3ⁱⁱ	0.82 (2)	2.39 (4)	2.887 (6)	120 (6)

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

Acknowledgements

We are thankful for support from the State Key Laboratory of Electroanalytical Chemistry, Changchun, China.

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