Poly[bis[μ-1,3-bis­(imidazol-1-ylmeth­yl)benzene-κ2N3:N3′]bis­(nitrato-κO)cadmium]

Hu, X.-Y.; Yang, G.-R.; Shan, W.-W.

doi:10.1107/S1600536811021027

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 7| July 2011| Page m899

doi:10.1107/S1600536811021027

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Poly[bis[μ-1,3-bis(imidazol-1-ylmethyl)benzene-κ²N³:N^3′]bis(nitrato-κO)cadmium]

Xi-Ying Hu,^a ^* Guang-Rui Yang ^a and Wen-Wen Shan ^a

^aInstitute of Environmental and Municipal Engineering, North China University of Water Conservancy and Electric Power, Zhengzhou 450011, People's Republic of China
^*Correspondence e-mail: hbsyhxy@163.com

(Received 10 May 2011; accepted 31 May 2011; online 11 June 2011)

A novel metal–organic framework based on 1,3-bis(imidazol-1-ylmethyl)benzene (1,3-bimb), [Cd(NO₃)₂(C₁₄H₁₄N₄)₂]_n, has been synthesized hydrothermally. The structure exhibits a two-dimensional metal–organic (4,4)-net composed of Cd^II atoms and bimb ligands, and such layers are further joined through interlayer C—H⋯O hydrogen bonds to generate a three-dimensional supramolecular structure.

Related literature

For background to the network topologies and applications of coordination polymers, see: Maspoch et al. (2007 ); Ockwig et al. (2005 ); Zang et al. (2006 ); Zhang et al. (2009 ). For synthesis and related structures with the bimb ligand, see: Hoskins et al. (1997 ). For C—H⋯O hydrogen bonds, see: Desiraju (1996 ); Broder et al. (2002 ).

Experimental

Crystal data

[Cd(NO₃)₂(C₁₄H₁₄N₄)₂]
M_r = 713.00
Monoclinic, P 2₁ /c
a = 8.4542 (8) Å
b = 19.3910 (18) Å
c = 9.2222 (8) Å
β = 102.415 (10)°
V = 1476.5 (2) Å³
Z = 2
Mo Kα radiation
μ = 0.80 mm⁻¹
T = 296 K
0.21 × 0.20 × 0.19 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.850, T_max = 0.863
5606 measured reflections
2578 independent reflections
2253 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.123
S = 1.06
2578 reflections
199 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 1.95 e Å⁻³
Δρ_min = −0.86 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O2ⁱ	0.93	2.71	3.525 (8)	147
C4—H4B⋯O1ⁱ	0.97	2.67	3.525 (6)	148
C4—H4B⋯O2ⁱ	0.97	2.83	3.633 (9)	141
C10—H10⋯O2ⁱ	0.93	2.63	3.506 (9)	158
C11—H11A⋯O1ⁱⁱ	0.97	2.70	3.518 (7)	142
C12—H12⋯O1ⁱⁱ	0.93	2.37	3.210 (6)	151
Symmetry codes: (i) x-1, y, z; (ii) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); 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, 2010 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811021027/hp2007sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811021027/hp2007Isup2.hkl

checkCIF report

Comment top

Extensive research has been focused on the supramolecular coordination assemblies not only for their variety of architectures but also for the potential applications as functional materials (Maspoch et al., 2007; Ockwig et al., 2005). Many imidazole-containing ligands have been successfully employed in the generation of many interesting systems in possession of multidimensional networks and properties (Zang et al., 2006; Zhang et al., 2009). To further explore various factors that influence the formation of result structures in the assembly reactions, we undertake synthetic and structural studies on one novel Cd^II coordination polymers based on the highly flexible bidentate ligand 1,3-bis(imidazol-1-ylmethyl)-benzene (1,3-bimb): [Cd(bimb)₂(NO₃)₂]_n (1).

X-ray crystallographic analysis revealed that 1 crystallizes in monoclinic space group P2₁/c. As depicted in Fig. 1, the asymmetric unit consists of a half Cd^II atom, one bimb ligand and one nitrate ion. Each Cd ion is in a slightly elongated octahedral coordination environment and coordinated by four N atoms from different bimb ligands and two O atoms from two nitrate ions. Four N atoms comprise the equatorial plane, while two O atoms occupy the axial positions. Each bimb ligand acts as a µ₂-bridge in trans-conformation with the dihedral angle of the two imidazole rings being ca 68.40 (16)°. Adjacent metal atoms are bridged by bimb ligands from two directions which are almost mutually perpendicular to form a (4,4)-net with the Cd···Cd distances of ca 14.2654 (10) Å (Fig. 2). The coordinated nitrate ions hang from the layer. Neighboring layers are arranged parallel with the uncoordinated O atoms closed to some H atoms from adjacent layer, and a number of interlayer C—H···O hydrogen bonds can be detected which contribute to the formation of the three-dimensional supromolecular structure, as shown in Fig. 3. The hydrogen-bonding geometry is listed in Table 1.

Related literature top

For background to the network topologies and applications of coordination polymers, see: Maspoch et al. (2007); Ockwig et al. (2005); Zang et al. (2006); Zhang et al. (2009). For related synthesis and structures of the bimb ligand, see: Hoskins et al. (1997). For related C—H···O hydrogen bonds, see: Desiraju (1996); Broder et al. (2002).

Experimental top

1,3-bis(imidazol-1-ylmethyl)-benzene (bimb) was prepared according to the literature (Hoskins et al., 1997), all other starting materials were of analytical grade and obtained from commercial sources without further purification. Compound 1 was synthesized hydrothermally in a Teflon-lined stainless steel container by heating a mixture of 1,3-bis(imidazol-1-ylmethyl)-benzene (bimb) (0.0119 g, 0.05 mmol), Cd(NO₃)₂.4H₂O (0.0154 g, 0.05 mmol) and KOH (0.0056 g, 0.1 mmol) in 7 ml of distilled water at 120°C for 3 d, and then cooled to room temperature. Colorless rectangular crystals of 1 were obtained in 79% yield based on Cd.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2010); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. Metal coordination and atom labeling in title compound (thermal ellipsoids at 50% probability level). All H atoms are omitted for clarity.
	Fig. 2. A view of the layer structure in compound 1. Cd atoms are drawn as polyhedra.
	Fig. 3. The three-dimensional supramolecular structure connected by interlayer C—H···O hydrogen bonds. Dotted lines represent C—H···O bonds. Symmetry codes: #4 x + 1, y, z; #5 -x + 1, y - 1/2, -z + 1/2.

Poly[bis[µ-1,3-bis(imidazol-1-ylmethyl)benzene- κ²N³:N^3']bis(nitrato-κO)cadmium] top

Crystal data top

[Cd(NO₃)₂(C₁₄H₁₄N₄)₂]	F(000) = 724
M_r = 713.00	D_x = 1.604 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3957 reflections
a = 8.4542 (8) Å	θ = 3.1–29.1°
b = 19.3910 (18) Å	µ = 0.80 mm⁻¹
c = 9.2222 (8) Å	T = 296 K
β = 102.415 (10)°	Needle, colourless
V = 1476.5 (2) Å³	0.21 × 0.20 × 0.19 mm
Z = 2

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	2578 independent reflections
Radiation source: fine-focus sealed tube	2253 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
ω scans	θ_max = 25.0°, θ_min = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −10→6
T_min = 0.850, T_max = 0.863	k = −21→23
5606 measured reflections	l = −10→10

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.123	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0689P)² + 2.589P] where P = (F_o² + 2F_c²)/3
2578 reflections	(Δ/σ)_max < 0.001
199 parameters	Δρ_max = 1.95 e Å⁻³
1 restraint	Δρ_min = −0.86 e Å⁻³

Crystal data top

[Cd(NO₃)₂(C₁₄H₁₄N₄)₂]	V = 1476.5 (2) Å³
M_r = 713.00	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 8.4542 (8) Å	µ = 0.80 mm⁻¹
b = 19.3910 (18) Å	T = 296 K
c = 9.2222 (8) Å	0.21 × 0.20 × 0.19 mm
β = 102.415 (10)°

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	2578 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	2253 reflections with I > 2σ(I)
T_min = 0.850, T_max = 0.863	R_int = 0.017
5606 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	1 restraint
wR(F²) = 0.123	H-atom parameters constrained
S = 1.06	Δρ_max = 1.95 e Å⁻³
2578 reflections	Δρ_min = −0.86 e Å⁻³
199 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	0.5000	0.5000	0.0000	0.03330 (18)
O1	0.9948 (4)	0.4485 (2)	0.2556 (4)	0.0657 (10)
O2	0.8878 (9)	0.5415 (3)	0.1617 (11)	0.183 (4)
O3	0.7504 (4)	0.45152 (19)	0.1259 (4)	0.0626 (7)
N1	0.4529 (4)	0.55084 (17)	0.2160 (4)	0.0364 (7)
N2	0.3328 (4)	0.57252 (16)	0.4000 (3)	0.0322 (7)
N3	−0.2702 (4)	0.81383 (18)	0.3469 (4)	0.0401 (8)
N4	−0.4073 (4)	0.89430 (17)	0.4339 (4)	0.0379 (8)
N5	0.8818 (5)	0.4775 (3)	0.1699 (6)	0.0626 (7)
C1	0.5664 (5)	0.5731 (2)	0.3353 (5)	0.0419 (10)
H1	0.6763	0.5781	0.3374	0.050*
C2	0.4946 (5)	0.5868 (2)	0.4507 (5)	0.0463 (11)
H2	0.5446	0.6026	0.5446	0.056*
C3	0.3138 (5)	0.5521 (2)	0.2602 (4)	0.0342 (8)
H3	0.2145	0.5400	0.2002	0.041*
C4	0.2053 (6)	0.5788 (2)	0.4856 (5)	0.0414 (10)
H4A	0.2443	0.5598	0.5841	0.050*
H4B	0.1116	0.5521	0.4373	0.050*
C5	0.1556 (5)	0.6528 (2)	0.4988 (4)	0.0335 (8)
C6	0.2395 (5)	0.6941 (2)	0.6119 (5)	0.0436 (10)
H6	0.3224	0.6753	0.6839	0.052*
C7	0.2009 (5)	0.7630 (2)	0.6186 (5)	0.0469 (11)
H7	0.2587	0.7904	0.6947	0.056*
C8	0.0777 (6)	0.7914 (2)	0.5137 (5)	0.0440 (10)
H8	0.0538	0.8381	0.5178	0.053*
C9	−0.0113 (5)	0.7503 (2)	0.4012 (4)	0.0379 (9)
C10	0.0285 (5)	0.6813 (2)	0.3951 (4)	0.0348 (8)
H10	−0.0307	0.6535	0.3206	0.042*
C11	−0.1437 (6)	0.7816 (3)	0.2829 (5)	0.0509 (12)
H11A	−0.0969	0.8160	0.2283	0.061*
H11B	−0.1919	0.7459	0.2136	0.061*
C12	−0.2881 (5)	0.8817 (2)	0.3668 (5)	0.0410 (10)
H12	−0.2241	0.9155	0.3368	0.049*
C13	−0.4682 (5)	0.8310 (2)	0.4589 (5)	0.0430 (10)
H13	−0.5539	0.8236	0.5056	0.052*
C14	−0.3855 (5)	0.7810 (2)	0.4059 (5)	0.0469 (11)
H14	−0.4031	0.7337	0.4088	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.0367 (3)	0.0294 (3)	0.0390 (3)	−0.00351 (15)	0.01983 (19)	−0.00143 (16)
O1	0.0330 (16)	0.089 (3)	0.072 (2)	0.0071 (17)	0.0045 (16)	0.018 (2)
O2	0.124 (5)	0.077 (2)	0.302 (10)	−0.021 (4)	−0.058 (6)	0.044 (5)
O3	0.0348 (12)	0.0655 (16)	0.082 (2)	−0.0069 (12)	0.0001 (13)	0.0074 (15)
N1	0.0393 (18)	0.0353 (17)	0.0387 (18)	0.0008 (15)	0.0175 (15)	−0.0031 (15)
N2	0.0369 (17)	0.0287 (16)	0.0330 (17)	0.0082 (14)	0.0121 (14)	0.0015 (13)
N3	0.0437 (19)	0.0371 (18)	0.0404 (19)	0.0151 (16)	0.0112 (16)	−0.0011 (15)
N4	0.0347 (17)	0.0343 (18)	0.049 (2)	0.0069 (14)	0.0172 (15)	−0.0008 (15)
N5	0.0348 (12)	0.0655 (16)	0.082 (2)	−0.0069 (12)	0.0001 (13)	0.0074 (15)
C1	0.031 (2)	0.040 (2)	0.056 (3)	0.0006 (18)	0.0114 (19)	−0.007 (2)
C2	0.045 (3)	0.051 (3)	0.039 (2)	0.005 (2)	0.0020 (19)	−0.013 (2)
C3	0.035 (2)	0.032 (2)	0.037 (2)	0.0019 (16)	0.0102 (16)	0.0000 (16)
C4	0.054 (3)	0.037 (2)	0.040 (2)	0.0109 (19)	0.025 (2)	0.0086 (18)
C5	0.037 (2)	0.037 (2)	0.032 (2)	0.0080 (17)	0.0188 (16)	0.0031 (16)
C6	0.039 (2)	0.060 (3)	0.033 (2)	0.011 (2)	0.0090 (18)	−0.0037 (19)
C7	0.043 (2)	0.050 (3)	0.049 (3)	−0.003 (2)	0.013 (2)	−0.018 (2)
C8	0.049 (3)	0.033 (2)	0.056 (3)	0.0035 (19)	0.025 (2)	−0.0064 (19)
C9	0.042 (2)	0.041 (2)	0.035 (2)	0.0125 (18)	0.0183 (18)	−0.0013 (18)
C10	0.038 (2)	0.035 (2)	0.035 (2)	0.0029 (17)	0.0160 (17)	−0.0055 (17)
C11	0.062 (3)	0.055 (3)	0.039 (2)	0.031 (2)	0.018 (2)	−0.001 (2)
C12	0.042 (2)	0.033 (2)	0.054 (3)	0.0082 (18)	0.022 (2)	0.0057 (19)
C13	0.036 (2)	0.041 (2)	0.054 (3)	0.0010 (18)	0.0125 (19)	0.004 (2)
C14	0.047 (2)	0.033 (2)	0.057 (3)	0.0044 (19)	0.004 (2)	0.001 (2)

Geometric parameters (Å, º) top

Cd1—N4ⁱ	2.322 (3)	C2—H2	0.9300
Cd1—N4ⁱⁱ	2.322 (3)	C3—H3	0.9300
Cd1—N1ⁱⁱⁱ	2.332 (3)	C4—C5	1.508 (5)
Cd1—N1	2.332 (3)	C4—H4A	0.9700
Cd1—O3	2.378 (3)	C4—H4B	0.9700
Cd1—O3ⁱⁱⁱ	2.378 (3)	C5—C6	1.384 (6)
O1—N5	1.236 (6)	C5—C10	1.389 (6)
O2—N5	1.247 (8)	C6—C7	1.379 (6)
O3—N5	1.207 (5)	C6—H6	0.9300
N1—C3	1.326 (5)	C7—C8	1.376 (7)
N1—C1	1.365 (5)	C7—H7	0.9300
N2—C3	1.326 (5)	C8—C9	1.394 (6)
N2—C2	1.375 (5)	C8—H8	0.9300
N2—C4	1.472 (5)	C9—C10	1.384 (6)
N3—C12	1.341 (5)	C9—C11	1.512 (6)
N3—C14	1.371 (6)	C10—H10	0.9300
N3—C11	1.468 (5)	C11—H11A	0.9700
N4—C12	1.314 (5)	C11—H11B	0.9700
N4—C13	1.369 (6)	C12—H12	0.9300
N4—Cd1^iv	2.322 (3)	C13—C14	1.347 (6)
C1—C2	1.360 (6)	C13—H13	0.9300
C1—H1	0.9300	C14—H14	0.9300

N4ⁱ—Cd1—N4ⁱⁱ	180.0	N2—C4—C5	111.8 (3)
N4ⁱ—Cd1—N1ⁱⁱⁱ	91.13 (12)	N2—C4—H4A	109.3
N4ⁱⁱ—Cd1—N1ⁱⁱⁱ	88.87 (12)	C5—C4—H4A	109.3
N4ⁱ—Cd1—N1	88.87 (12)	N2—C4—H4B	109.3
N4ⁱⁱ—Cd1—N1	91.13 (12)	C5—C4—H4B	109.3
N1ⁱⁱⁱ—Cd1—N1	180.00 (15)	H4A—C4—H4B	107.9
N4ⁱ—Cd1—O3	99.31 (12)	C6—C5—C10	118.9 (4)
N4ⁱⁱ—Cd1—O3	80.69 (12)	C6—C5—C4	120.4 (4)
N1ⁱⁱⁱ—Cd1—O3	87.27 (13)	C10—C5—C4	120.7 (4)
N1—Cd1—O3	92.73 (13)	C7—C6—C5	120.5 (4)
N4ⁱ—Cd1—O3ⁱⁱⁱ	80.69 (12)	C7—C6—H6	119.8
N4ⁱⁱ—Cd1—O3ⁱⁱⁱ	99.31 (12)	C5—C6—H6	119.8
N1ⁱⁱⁱ—Cd1—O3ⁱⁱⁱ	92.73 (13)	C8—C7—C6	120.5 (4)
N1—Cd1—O3ⁱⁱⁱ	87.27 (13)	C8—C7—H7	119.8
O3—Cd1—O3ⁱⁱⁱ	180.0	C6—C7—H7	119.8
N5—O3—Cd1	131.1 (3)	C7—C8—C9	120.0 (4)
C3—N1—C1	105.2 (3)	C7—C8—H8	120.0
C3—N1—Cd1	126.6 (3)	C9—C8—H8	120.0
C1—N1—Cd1	127.1 (3)	C10—C9—C8	119.1 (4)
C3—N2—C2	107.2 (3)	C10—C9—C11	120.5 (4)
C3—N2—C4	126.6 (4)	C8—C9—C11	120.3 (4)
C2—N2—C4	126.2 (4)	C9—C10—C5	121.0 (4)
C12—N3—C14	106.9 (3)	C9—C10—H10	119.5
C12—N3—C11	125.9 (4)	C5—C10—H10	119.5
C14—N3—C11	127.1 (4)	N3—C11—C9	111.8 (3)
C12—N4—C13	105.4 (3)	N3—C11—H11A	109.3
C12—N4—Cd1^iv	128.7 (3)	C9—C11—H11A	109.3
C13—N4—Cd1^iv	125.9 (3)	N3—C11—H11B	109.3
O3—N5—O1	123.7 (5)	C9—C11—H11B	109.3
O3—N5—O2	116.2 (5)	H11A—C11—H11B	107.9
O1—N5—O2	117.1 (5)	N4—C12—N3	111.6 (4)
C2—C1—N1	109.8 (4)	N4—C12—H12	124.2
C2—C1—H1	125.1	N3—C12—H12	124.2
N1—C1—H1	125.1	C14—C13—N4	109.9 (4)
C1—C2—N2	105.9 (4)	C14—C13—H13	125.0
C1—C2—H2	127.1	N4—C13—H13	125.0
N2—C2—H2	127.1	C13—C14—N3	106.2 (4)
N1—C3—N2	112.0 (4)	C13—C14—H14	126.9
N1—C3—H3	124.0	N3—C14—H14	126.9
N2—C3—H3	124.0

N4ⁱ—Cd1—O3—N5	13.2 (5)	N2—C4—C5—C6	−86.3 (5)
N4ⁱⁱ—Cd1—O3—N5	−166.8 (5)	N2—C4—C5—C10	91.6 (5)
N1ⁱⁱⁱ—Cd1—O3—N5	103.9 (5)	C10—C5—C6—C7	−2.1 (6)
N1—Cd1—O3—N5	−76.1 (5)	C4—C5—C6—C7	175.8 (4)
N4ⁱ—Cd1—N1—C3	124.0 (3)	C5—C6—C7—C8	0.5 (7)
N4ⁱⁱ—Cd1—N1—C3	−56.0 (3)	C6—C7—C8—C9	1.3 (7)
O3—Cd1—N1—C3	−136.7 (3)	C7—C8—C9—C10	−1.4 (6)
O3ⁱⁱⁱ—Cd1—N1—C3	43.3 (3)	C7—C8—C9—C11	−178.2 (4)
N4ⁱ—Cd1—N1—C1	−69.9 (3)	C8—C9—C10—C5	−0.2 (6)
N4ⁱⁱ—Cd1—N1—C1	110.1 (3)	C11—C9—C10—C5	176.6 (4)
O3—Cd1—N1—C1	29.4 (3)	C6—C5—C10—C9	2.0 (6)
O3ⁱⁱⁱ—Cd1—N1—C1	−150.6 (3)	C4—C5—C10—C9	−175.9 (4)
Cd1—O3—N5—O1	167.3 (4)	C12—N3—C11—C9	102.7 (5)
Cd1—O3—N5—O2	7.5 (9)	C14—N3—C11—C9	−72.9 (6)
C3—N1—C1—C2	0.6 (5)	C10—C9—C11—N3	123.7 (4)
Cd1—N1—C1—C2	−167.8 (3)	C8—C9—C11—N3	−59.5 (6)
N1—C1—C2—N2	0.0 (5)	C13—N4—C12—N3	0.3 (5)
C3—N2—C2—C1	−0.6 (5)	Cd1^iv—N4—C12—N3	−179.9 (3)
C4—N2—C2—C1	179.4 (4)	C14—N3—C12—N4	−0.2 (5)
C1—N1—C3—N2	−1.0 (4)	C11—N3—C12—N4	−176.6 (4)
Cd1—N1—C3—N2	167.5 (2)	C12—N4—C13—C14	−0.3 (5)
C2—N2—C3—N1	1.0 (5)	Cd1^iv—N4—C13—C14	179.9 (3)
C4—N2—C3—N1	−178.9 (3)	N4—C13—C14—N3	0.2 (5)
C3—N2—C4—C5	−102.7 (5)	C12—N3—C14—C13	0.0 (5)
C2—N2—C4—C5	77.3 (5)	C11—N3—C14—C13	176.3 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O2^v	0.93	2.71	3.525 (8)	147
C4—H4B···O1^v	0.97	2.67	3.525 (6)	148
C4—H4B···O2^v	0.97	2.83	3.633 (9)	141
C10—H10···O2^v	0.93	2.63	3.506 (9)	158
C11—H11A···O1^vi	0.97	2.70	3.518 (7)	142
C12—H12···O1^vi	0.93	2.37	3.210 (6)	151

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

Experimental details

Crystal data
Chemical formula	[Cd(NO₃)₂(C₁₄H₁₄N₄)₂]
M_r	713.00
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	8.4542 (8), 19.3910 (18), 9.2222 (8)
β (°)	102.415 (10)
V (Å³)	1476.5 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.80
Crystal size (mm)	0.21 × 0.20 × 0.19

Data collection
Diffractometer	Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2005)
T_min, T_max	0.850, 0.863
No. of measured, independent and observed [I > 2σ(I)] reflections	5606, 2578, 2253
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.123, 1.06
No. of reflections	2578
No. of parameters	199
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.95, −0.86

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2010), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O2ⁱ	0.93	2.71	3.525 (8)	147.1
C4—H4B···O1ⁱ	0.97	2.67	3.525 (6)	147.7
C4—H4B···O2ⁱ	0.97	2.83	3.633 (9)	140.6
C10—H10···O2ⁱ	0.93	2.63	3.506 (9)	157.8
C11—H11A···O1ⁱⁱ	0.97	2.70	3.518 (7)	141.8
C12—H12···O1ⁱⁱ	0.93	2.37	3.210 (6)	150.6

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

Acknowledgements

This work was supported financially by the Natural Science Foundation of Henan Province (grant No. 2010A140009) and the International Technology Cooperation Project of the Science and Technology Department of Henan Province of China (grant No. 104300510044).

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