catena-Poly[[(2,2′-bipyridine-κ2N,N′)cadmium]-μ3-4-nitro­phthalato-κ4O:O′,O′′:O′′′]

Fan, Y.; Xu, G.-M.; Lu, H.-T.; Li, W.

doi:10.1107/S1600536811000468

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 2| February 2011| Pages m199-m200

doi:10.1107/S1600536811000468

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catena-Poly[[(2,2′-bipyridine-κ²N,N′)cadmium]-μ₃-4-nitrophthalato-κ⁴O:O′,O′′:O′′′]

Yang Fan,^a Guo-Min Xu,^b Hai-Ting Lu ^a and Wei Li ^b ^*

^aCollege of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, People's Republic of China, and ^bNational Engineering Research Center for Compounding and Modification of Polymeric Materials, Guiyang 550014, People's Republic of China
^*Correspondence e-mail: dearweili@gmail.comm

(Received 21 December 2010; accepted 5 January 2011; online 15 January 2011)

In the title polymeric compound, [Cd(C₈H₃NO₆)(C₁₀H₈N₂)]_n, two O atoms from both carboxylate groups of a nitrophthalate anion coordinate to the Cd^II cation, forming a seven-membered chelate ring and two carboxylate O atoms from another two nitrophthalate anions and a 2,2′-bipyridine ligand coordinate to the Cd cation to complete the distorted octahedral coordination geometry. The carboxylate groups of the nitrophthalate anion adopt a syn–anti bridging mode, linking adjacent Cd^II cations and forming a polymeric chain running along the a axis. Weak intra- and intermolecular C—H⋯O hydrogen bonding is present in the crystal structure.

Related literature

For applications of coordination polymers, see: Long & Yaghi (2009 ); Kurmoo et al. (2009 ); Cheetham et al. (2006 ). For related complexes with 4-nitrophthalate ligands, see: Guo & Guo (2007 ); Xu et al. (2009 ); He et al. (2010 ).

Experimental

Crystal data

[Cd(C₈H₃NO₆)(C₁₀H₈N₂)]
M_r = 477.70
Monoclinic, P 2₁ /c
a = 7.3327 (4) Å
b = 17.3786 (9) Å
c = 13.3859 (7) Å
β = 98.149 (2)°
V = 1688.57 (15) Å³
Z = 4
Mo Kα radiation
μ = 1.34 mm⁻¹
T = 293 K
0.50 × 0.30 × 0.07 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.624, T_max = 0.911
19676 measured reflections
3825 independent reflections
3452 reflections with I > 2σ(I)
R_int = 0.027

Refinement

R[F² > 2σ(F²)] = 0.022
wR(F²) = 0.053
S = 1.03
3825 reflections
253 parameters
H-atom parameters constrained
Δρ_max = 0.44 e Å⁻³
Δρ_min = −0.31 e Å⁻³

Table 1
Selected bond lengths (Å)

Cd1—O1ⁱ	2.2820 (15)
Cd1—O2	2.3165 (14)
Cd1—O3ⁱⁱ	2.3570 (15)
Cd1—O4	2.4753 (16)
Cd1—N2	2.3659 (18)
Cd1—N3	2.3979 (17)
Symmetry codes: (i) -x, -y+1, -z+1; (ii) -x+1, -y+1, -z+1.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C5—H5⋯O5ⁱⁱⁱ	0.93	2.49	3.349 (3)	154
C9—H9⋯O3ⁱⁱ	0.93	2.39	3.037 (3)	126
C12—H12⋯O3^iv	0.93	2.56	3.490 (3)	177
C15—H15⋯O3^iv	0.93	2.56	3.493 (3)	176
C18—H18⋯O2ⁱ	0.93	2.43	3.235 (3)	145
Symmetry codes: (i) -x, -y+1, -z+1; (ii) -x+1, -y+1, -z+1; (iii) x+1, y, z; (iv) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811000468/xu5128sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811000468/xu5128Isup2.hkl

checkCIF report

Comment top

The rational design and synthesis of coordination complexes and polymers have attracted considerable attention since they can exhibit various fascinating structure topologies and have potential applications in gas adsorption and magnetism (Long & Yaghi, 2009; Kurmoo et al., 2009). During the past decades, large amount of coordination complexes and polymers have been successfully prepared and reported, in which polycarboxylates have been widely used as bridging ligands to construct coordination complexes and polymers (Cheetham et al., 2006). 4-Nitrophthalic acid is a good candidate in the polycarboxylate family because it has two carboxylate groups that can supply four potential O-donor atoms. However, only a few reports exist of coordination complexes and polymers related to 4-nitrophthalic acid have been published to our knowledge (Guo et al., 2007; Xu et al., 2009; He et al., 2010). In order to enrich the metal-4-nitrophthalate coordination complexes and polymers, we employed this ligand to assemble with cadmium ion in the presence of ancillary 2,2'-bipyridine ligand and obtained the title one-dimensional coordination polymer [Cd(4-nitrophthalate)(2,2'-bpy)]_n.

As shown from Fig. 1, the asymmetric unit of the title compound (I) has a Cd(II) ion, a 4-nitrophthalate and a 2,2'-bipyridine ligand. Cd1 ion has a distorted octahedral coordination environment comprising of two nitrogen atoms from a chelating 2,2'-bipyridine ligand, two oxygen atoms from both of the syn-anti carboxylates of a chelating 4-nitrophthalate ligand and two oxygen atoms from other two syn-anti carboxylates of two different crystallographic symmetric 4-nitrophthalate ligands. Each Cd(II) ion is linked to adjacent two Cd(II) ions by two syn-anti carboxylates from one 4-nitrophthalate ligand and other two syn–anti carboxylates from two different 4-nitrophthalate ligands to form a chained structure along the a axis with alternating Cd···Cd distances of 4.198 (5) and 5.094 (1)Å (Fig. 2).

Related literature top

For applications of coordination polymers, see: Long & Yaghi (2009); Kurmoo et al. (2009); Cheetham et al. (2006). For related complexes with 4-nitrophthalate ligands, see: Guo et al. (2007); Xu et al. (2009); He et al. (2010).

Experimental top

Cd(NO₃)₂.4H₂O (0.25 mmol, 0.077 g), 4-nitrophthalic acid (0.25 mmol, 0.052 g), 2,2'-bipyridine (0.25 mmol, 0.039 g) and NaOH (0.5 mmol, 0.020 g) were well mixed in 8 ml distilled water, and the solution was stirred for 30 min and then transferred into a 23 ml Teflon-lined bomb at 423 K for 3 d and slowly cooled to room temperature. Colorless crystals suitable for X-ray analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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).

Figures top

	Fig. 1. The molecular structure of the title compound with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen atoms are omitted for clarity. [Symmetry code: (A) -x, 1 - y, 1 - z; (B) 1 - x, 1 - y, 1 - z.]
	Fig. 2. The one-dimensional structure of the title compound. Hydrogen atoms are omitted for clarity.

catena-Poly[[(2,2'-bipyridine-κ²N,N')cadmium]- µ₃-4-nitrophthalato-κ⁴O:O',O'':O'''] top

Crystal data top

[Cd(C₈H₃NO₆)(C₁₀H₈N₂)]	F(000) = 944
M_r = 477.70	D_x = 1.879 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5075 reflections
a = 7.3327 (4) Å	θ = 2.8–27.6°
b = 17.3786 (9) Å	µ = 1.34 mm⁻¹
c = 13.3859 (7) Å	T = 293 K
β = 98.149 (2)°	Sheet, colorless
V = 1688.57 (15) Å³	0.50 × 0.30 × 0.07 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	3825 independent reflections
Radiation source: fine-focus sealed tube	3452 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.027
ϕ and ω scans	θ_max = 27.5°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
T_min = 0.624, T_max = 0.911	k = −21→22
19676 measured reflections	l = −17→17

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.053	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0234P)² + 1.1148P] where P = (F_o² + 2F_c²)/3
3825 reflections	(Δ/σ)_max = 0.003
253 parameters	Δρ_max = 0.44 e Å⁻³
0 restraints	Δρ_min = −0.31 e Å⁻³

Crystal data top

[Cd(C₈H₃NO₆)(C₁₀H₈N₂)]	V = 1688.57 (15) Å³
M_r = 477.70	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.3327 (4) Å	µ = 1.34 mm⁻¹
b = 17.3786 (9) Å	T = 293 K
c = 13.3859 (7) Å	0.50 × 0.30 × 0.07 mm
β = 98.149 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	3825 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	3452 reflections with I > 2σ(I)
T_min = 0.624, T_max = 0.911	R_int = 0.027
19676 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.022	0 restraints
wR(F²) = 0.053	H-atom parameters constrained
S = 1.03	Δρ_max = 0.44 e Å⁻³
3825 reflections	Δρ_min = −0.31 e Å⁻³
253 parameters

Special details top

Experimental. Calcd for C₁₈H₁₁N₃O₆Cd (Mr = 477.71): C, 45.26; H, 2.32; N, 8.80%. Found: C, 45.34; H, 2.27; N, 8.85%. FT—IR (KBr) 3450 b, 3099 w, 3068 w, 3037 w, 1590 vs, 1551 m, 1513 s, 1495 s, 1439 s, 1422 s,1392 s, 1360 s, 1316 w, 1245 m, 1170 m, 1161 m, 1066 w, 1016 s, 905 m, 830 s,771 s, 740 s, 725 w. Thermogravimetric analysis (TGA) shows that compound (I) has a good thermal stability and exhibits no weight loss untill 200 °C.

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	0.285437 (18)	0.580935 (8)	0.487418 (10)	0.02454 (6)
C10	0.7094 (3)	0.77702 (15)	0.51077 (19)	0.0466 (6)
H10	0.8100	0.7885	0.4782	0.056*
O1	−0.0364 (2)	0.41748 (8)	0.63597 (11)	0.0330 (3)
O3	0.5668 (2)	0.41313 (9)	0.65772 (12)	0.0361 (3)
O2	0.17615 (18)	0.46901 (8)	0.55187 (10)	0.0279 (3)
O4	0.5555 (2)	0.53373 (10)	0.60322 (11)	0.0400 (4)
C6	0.3977 (3)	0.50255 (11)	0.74051 (14)	0.0250 (4)
N3	0.1434 (2)	0.65808 (10)	0.60339 (13)	0.0311 (4)
C7	0.1086 (2)	0.45463 (11)	0.63060 (14)	0.0233 (4)
N1	0.0788 (3)	0.57744 (11)	0.96042 (15)	0.0440 (5)
C1	0.2082 (2)	0.48689 (11)	0.72851 (13)	0.0233 (4)
N2	0.4489 (3)	0.69724 (10)	0.52417 (14)	0.0365 (4)
C2	0.1054 (3)	0.50831 (11)	0.80376 (14)	0.0269 (4)
H2	−0.0194	0.4966	0.7979	0.032*
C3	0.1915 (3)	0.54717 (13)	0.88696 (15)	0.0327 (4)
C14	0.2403 (3)	0.71869 (12)	0.64530 (15)	0.0327 (4)
C4	0.3784 (3)	0.56177 (15)	0.90138 (17)	0.0415 (5)
H4	0.4336	0.5869	0.9593	0.050*
C5	0.4821 (3)	0.53847 (14)	0.82832 (16)	0.0373 (5)
H5	0.6086	0.5468	0.8377	0.045*
C16	0.0198 (4)	0.73882 (15)	0.75846 (19)	0.0498 (6)
H16	−0.0202	0.7655	0.8115	0.060*
C17	−0.0804 (3)	0.67790 (14)	0.71452 (18)	0.0434 (5)
H17	−0.1898	0.6630	0.7365	0.052*
C18	−0.0145 (3)	0.63920 (12)	0.63669 (16)	0.0348 (5)
H18	−0.0828	0.5983	0.6062	0.042*
C15	0.1801 (4)	0.76022 (14)	0.72341 (18)	0.0460 (6)
H15	0.2477	0.8021	0.7517	0.055*
O5	−0.0883 (3)	0.57084 (11)	0.94263 (14)	0.0521 (5)
C8	0.5143 (2)	0.48150 (12)	0.66069 (14)	0.0273 (4)
C13	0.4092 (3)	0.74003 (12)	0.60168 (16)	0.0331 (4)
O6	0.1566 (3)	0.60768 (16)	1.03689 (18)	0.0875 (8)
C12	0.5195 (3)	0.80256 (13)	0.63640 (18)	0.0418 (5)
H12	0.4917	0.8317	0.6905	0.050*
C9	0.5963 (3)	0.71551 (14)	0.48055 (19)	0.0444 (6)
H9	0.6238	0.6853	0.4273	0.053*
C11	0.6697 (3)	0.82089 (14)	0.5902 (2)	0.0462 (6)
H11	0.7437	0.8627	0.6125	0.055*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.02554 (9)	0.02418 (9)	0.02423 (8)	−0.00343 (5)	0.00470 (6)	−0.00128 (5)
C10	0.0415 (14)	0.0370 (13)	0.0619 (16)	−0.0108 (10)	0.0092 (12)	−0.0012 (11)
O1	0.0276 (7)	0.0398 (9)	0.0307 (7)	−0.0110 (6)	0.0014 (6)	0.0029 (6)
O3	0.0315 (8)	0.0406 (9)	0.0370 (8)	0.0067 (6)	0.0079 (6)	−0.0058 (6)
O2	0.0283 (7)	0.0326 (8)	0.0230 (7)	−0.0045 (6)	0.0045 (5)	−0.0015 (5)
O4	0.0322 (8)	0.0532 (10)	0.0360 (8)	−0.0075 (7)	0.0097 (6)	0.0086 (7)
C6	0.0229 (9)	0.0276 (10)	0.0245 (9)	0.0005 (7)	0.0035 (7)	0.0007 (7)
N3	0.0359 (10)	0.0253 (9)	0.0314 (9)	0.0009 (7)	0.0026 (7)	−0.0025 (7)
C7	0.0216 (9)	0.0226 (9)	0.0253 (9)	0.0017 (7)	0.0015 (7)	0.0004 (7)
N1	0.0506 (13)	0.0439 (12)	0.0410 (11)	−0.0024 (9)	0.0183 (10)	−0.0138 (9)
C1	0.0239 (9)	0.0229 (9)	0.0232 (9)	0.0011 (7)	0.0033 (7)	0.0014 (7)
N2	0.0397 (10)	0.0297 (9)	0.0403 (10)	−0.0058 (8)	0.0065 (8)	−0.0051 (8)
C2	0.0232 (9)	0.0292 (10)	0.0290 (10)	0.0019 (8)	0.0065 (8)	0.0019 (8)
C3	0.0374 (11)	0.0334 (11)	0.0292 (10)	0.0018 (9)	0.0112 (9)	−0.0046 (8)
C14	0.0424 (12)	0.0250 (10)	0.0298 (10)	0.0021 (9)	0.0016 (9)	−0.0016 (8)
C4	0.0394 (13)	0.0540 (14)	0.0305 (11)	−0.0083 (11)	0.0029 (9)	−0.0149 (10)
C5	0.0257 (10)	0.0533 (14)	0.0325 (11)	−0.0066 (9)	0.0022 (9)	−0.0087 (10)
C16	0.0688 (17)	0.0414 (14)	0.0428 (13)	0.0051 (12)	0.0198 (12)	−0.0086 (11)
C17	0.0475 (14)	0.0390 (13)	0.0461 (13)	0.0065 (10)	0.0157 (11)	0.0033 (10)
C18	0.0379 (12)	0.0280 (11)	0.0385 (11)	0.0023 (9)	0.0051 (9)	0.0007 (9)
C15	0.0609 (16)	0.0359 (13)	0.0414 (13)	−0.0025 (11)	0.0075 (11)	−0.0114 (10)
O5	0.0425 (10)	0.0660 (12)	0.0510 (10)	0.0134 (8)	0.0179 (8)	−0.0088 (9)
C8	0.0174 (9)	0.0397 (12)	0.0243 (9)	−0.0034 (8)	0.0013 (7)	−0.0032 (8)
C13	0.0388 (12)	0.0249 (10)	0.0337 (10)	0.0007 (9)	−0.0011 (9)	0.0001 (8)
O6	0.0757 (15)	0.121 (2)	0.0728 (15)	−0.0328 (15)	0.0343 (12)	−0.0668 (15)
C12	0.0493 (14)	0.0288 (12)	0.0448 (13)	−0.0029 (10)	−0.0016 (11)	−0.0065 (9)
C9	0.0452 (14)	0.0385 (13)	0.0514 (14)	−0.0088 (10)	0.0130 (11)	−0.0079 (11)
C11	0.0466 (14)	0.0287 (12)	0.0603 (15)	−0.0109 (10)	−0.0030 (12)	−0.0031 (11)

Geometric parameters (Å, º) top

Cd1—O1ⁱ	2.2820 (15)	N2—C9	1.337 (3)
Cd1—O2	2.3165 (14)	N2—C13	1.342 (3)
Cd1—O3ⁱⁱ	2.3570 (15)	C2—C3	1.377 (3)
Cd1—O4	2.4753 (16)	C2—H2	0.9300
Cd1—N2	2.3659 (18)	C3—C4	1.380 (3)
Cd1—N3	2.3979 (17)	C14—C15	1.393 (3)
C10—C11	1.372 (4)	C14—C13	1.489 (3)
C10—C9	1.378 (3)	C4—C5	1.382 (3)
C10—H10	0.9300	C4—H4	0.9300
O1—C7	1.255 (2)	C5—H5	0.9300
O3—C8	1.251 (2)	C16—C17	1.373 (4)
O2—C7	1.252 (2)	C16—C15	1.377 (4)
O4—C8	1.254 (2)	C16—H16	0.9300
C6—C5	1.396 (3)	C17—C18	1.384 (3)
C6—C1	1.403 (3)	C17—H17	0.9300
C6—C8	1.505 (3)	C18—H18	0.9300
N3—C18	1.339 (3)	C15—H15	0.9300
N3—C14	1.347 (3)	C13—C12	1.395 (3)
C7—C1	1.515 (3)	C12—C11	1.375 (4)
N1—O6	1.218 (3)	C12—H12	0.9300
N1—O5	1.220 (3)	C9—H9	0.9300
N1—C3	1.469 (3)	C11—H11	0.9300
C1—C2	1.392 (3)

O1ⁱ—Cd1—O2	89.78 (5)	C3—C2—H2	120.6
O1ⁱ—Cd1—O3ⁱⁱ	79.46 (5)	C1—C2—H2	120.6
O2—Cd1—O3ⁱⁱ	124.57 (5)	C2—C3—C4	122.41 (18)
O1ⁱ—Cd1—N2	118.03 (6)	C2—C3—N1	118.68 (19)
O2—Cd1—N2	146.28 (6)	C4—C3—N1	118.84 (19)
O3ⁱⁱ—Cd1—N2	81.69 (6)	N3—C14—C15	120.9 (2)
O1ⁱ—Cd1—N3	94.91 (6)	N3—C14—C13	116.74 (18)
O2—Cd1—N3	91.34 (5)	C15—C14—C13	122.3 (2)
O3ⁱⁱ—Cd1—N3	143.29 (6)	C3—C4—C5	118.8 (2)
N2—Cd1—N3	68.99 (6)	C3—C4—H4	120.6
O1ⁱ—Cd1—O4	160.78 (5)	C5—C4—H4	120.6
O2—Cd1—O4	77.10 (5)	C4—C5—C6	120.3 (2)
O3ⁱⁱ—Cd1—O4	96.33 (5)	C4—C5—H5	119.8
N2—Cd1—O4	79.41 (6)	C6—C5—H5	119.8
N3—Cd1—O4	99.33 (6)	C17—C16—C15	119.6 (2)
C11—C10—C9	118.3 (2)	C17—C16—H16	120.2
C11—C10—H10	120.9	C15—C16—H16	120.2
C9—C10—H10	120.9	C16—C17—C18	118.3 (2)
C7—O1—Cd1ⁱ	123.37 (12)	C16—C17—H17	120.8
C8—O3—Cd1ⁱⁱ	99.45 (12)	C18—C17—H17	120.8
C7—O2—Cd1	132.87 (12)	N3—C18—C17	122.8 (2)
C8—O4—Cd1	112.52 (12)	N3—C18—H18	118.6
C5—C6—C1	119.77 (17)	C17—C18—H18	118.6
C5—C6—C8	118.59 (17)	C16—C15—C14	119.5 (2)
C1—C6—C8	121.64 (17)	C16—C15—H15	120.3
C18—N3—C14	118.85 (18)	C14—C15—H15	120.3
C18—N3—Cd1	123.62 (14)	O3—C8—O4	124.44 (18)
C14—N3—Cd1	117.07 (14)	O3—C8—C6	117.51 (17)
O2—C7—O1	126.20 (17)	O4—C8—C6	118.04 (18)
O2—C7—C1	117.06 (16)	N2—C13—C12	120.7 (2)
O1—C7—C1	116.71 (16)	N2—C13—C14	116.68 (19)
O6—N1—O5	122.8 (2)	C12—C13—C14	122.6 (2)
O6—N1—C3	118.4 (2)	C11—C12—C13	119.6 (2)
O5—N1—C3	118.72 (19)	C11—C12—H12	120.2
C2—C1—C6	119.66 (17)	C13—C12—H12	120.2
C2—C1—C7	118.75 (16)	N2—C9—C10	123.1 (2)
C6—C1—C7	121.28 (16)	N2—C9—H9	118.5
C9—N2—C13	118.92 (19)	C10—C9—H9	118.5
C9—N2—Cd1	121.94 (15)	C10—C11—C12	119.4 (2)
C13—N2—Cd1	118.37 (14)	C10—C11—H11	120.3
C3—C2—C1	118.88 (18)	C12—C11—H11	120.3

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5···O5ⁱⁱⁱ	0.93	2.49	3.349 (3)	154
C9—H9···O3ⁱⁱ	0.93	2.39	3.037 (3)	126
C12—H12···O3^iv	0.93	2.56	3.490 (3)	177
C15—H15···O3^iv	0.93	2.56	3.493 (3)	176
C18—H18···O2ⁱ	0.93	2.43	3.235 (3)	145

Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1; (iii) x+1, y, z; (iv) −x+1, y+1/2, −z+3/2.

Experimental details

Crystal data
Chemical formula	[Cd(C₈H₃NO₆)(C₁₀H₈N₂)]
M_r	477.70
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	293
a, b, c (Å)	7.3327 (4), 17.3786 (9), 13.3859 (7)
β (°)	98.149 (2)
V (Å³)	1688.57 (15)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.34
Crystal size (mm)	0.50 × 0.30 × 0.07

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.624, 0.911
No. of measured, independent and observed [I > 2σ(I)] reflections	19676, 3825, 3452
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.022, 0.053, 1.03
No. of reflections	3825
No. of parameters	253
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.44, −0.31

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Cd1—O1ⁱ	2.2820 (15)	Cd1—O4	2.4753 (16)
Cd1—O2	2.3165 (14)	Cd1—N2	2.3659 (18)
Cd1—O3ⁱⁱ	2.3570 (15)	Cd1—N3	2.3979 (17)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5···O5ⁱⁱⁱ	0.93	2.49	3.349 (3)	154
C9—H9···O3ⁱⁱ	0.93	2.39	3.037 (3)	126
C12—H12···O3^iv	0.93	2.56	3.490 (3)	177
C15—H15···O3^iv	0.93	2.56	3.493 (3)	176
C18—H18···O2ⁱ	0.93	2.43	3.235 (3)	145

Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1; (iii) x+1, y, z; (iv) −x+1, y+1/2, −z+3/2.

Acknowledgements

This work was supported by the Science and Technology Foundation of Guizhou Province, China (No. [2008]2216).

References

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