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Acta Cryst. (2009). E65, m1460    [ doi:10.1107/S1600536809043360 ]

A coordination polymer of CdII with benzene-1,3-dicarboxylate and 1,4-bis[1-(2-pyridylmethyl)benzimidazol-2-yl]butane

W.-P. Zhang, W.-X. Zhao, G.-H. Cui and S.-F. Dong

Abstract top

The title CdII coordination polymer, catena-poly[[{1,4-bis[1-(2-pyridylmethyl)benzimidazol-2-yl]butane}cadmium(II)]-[mu]-benzene-1,3-dicarboxylato], [Cd(C8H4O4)(C30H28N6)]n, was obtained by reaction of CdCO3, benzene-1,3-dicarboxylic acid (H2btc) and 1,4-bis[1-(2-pyridylmethyl)benzimidazol-2-yl]butane (L). The CdII cation is six-coordinated by an N2O4-donor set. L acts as a bidentate ligand and btc anions link CdII centers into a chain propagating parallel to [010].

Comment top

The design and synthesis of metal-organic coordination polymers are of great interest due to their tremendous potential applications (Zhao et al., 2008). As part of an investigation of these field there is a need to prepare further examples of coordination frameworks. In this paper, the structure of the title compound, (I), is described.

The asymmetric unit of the title compound comprises a cadmiumII cation, a btc anion, and a L ligand (Fig. 1). The metal centre is coordinated by four O atoms from two btc anions, and two N atoms from one L ligand in a distorted octahedral geometry. Each L ligand in (I) coordinates to one CdII cations through its two imidazole N atoms in a bidentate mode. Each btc anion displays bidentate chelating mode, and linked CdII cations to a chain along b axis.

Related literature top

For the potential applications of metal-organic coordination polymers, see: Zhao et al. (2008). For related structures, see: Liu et al. (2007); Zhang et al. (2008).

Experimental top

The ligand L was synthesized according to the literature but 3-(chloromethyl)pyridine was replaced by 2-(chloromethyl)pyridine (Zhang et al., 2008). A mixture of CdCO3 (2 mmol), L (2 mmol), and water (8 ml) was sealed in a Teflon reactor (15 ml) and heated at 170 °C for 3 days. After the mixture had been cooled to room temperature at 10 °C.h-1, colorless crystals of (I) were obtained.

Refinement top

All H-atoms bound to carbon were refined using a riding model with d(C—H) = 0.93 Å, Uiso=1.2Ueq (C) for aromatic and 0.97 Å, Uiso = 1.5Ueq (C) for CH2 atoms.

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97(Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the local coordination of the CdII cations in (I). Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (i) x, -1 + y, z]
[Figure 2] Fig. 2. View of the polymeric chain in the title compound. H atoms are omitted for clarity.
catena-poly[[{1,4-bis[1-(2-pyridylmethyl)benzimidazol-2- yl]butane}cadmium(II)]-µ-benzene-1,3-dicarboxylato] top
Crystal data top
[Cd(C8H4O4)(C30H28N6)]Z = 2
Mr = 749.10F(000) = 764
Triclinic, P1Dx = 1.515 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 8.999 (4) ÅCell parameters from 7395 reflections
b = 10.094 (5) Åθ = 3.1–27.5°
c = 19.135 (9) ŵ = 0.72 mm−1
α = 91.569 (2)°T = 293 K
β = 97.412 (2)°Block, colorless
γ = 107.297 (1)°0.21 × 0.18 × 0.10 mm
V = 1641.7 (13) Å3
Data collection top
Bruker APEX CCD area-detector
diffractometer		7395 independent reflections
Radiation source: fine-focus sealed tube5023 reflections with I > 2σ(I)
graphiteRint = 0.054
ω scansθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −11→11
Tmin = 0.85, Tmax = 0.92k = −13→11
16049 measured reflectionsl = −24→24
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.052Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.135H-atom parameters constrained
S = 1.09 w = 1/[σ2(Fo2) + (0.0618P)2 + 0.1632P]
where P = (Fo2 + 2Fc2)/3
7395 reflections(Δ/σ)max = 0.001
442 parametersΔρmax = 0.62 e Å−3
0 restraintsΔρmin = −0.73 e Å−3
Crystal data top
[Cd(C8H4O4)(C30H28N6)]γ = 107.297 (1)°
Mr = 749.10V = 1641.7 (13) Å3
Triclinic, P1Z = 2
a = 8.999 (4) ÅMo Kα radiation
b = 10.094 (5) ŵ = 0.72 mm−1
c = 19.135 (9) ÅT = 293 K
α = 91.569 (2)°0.21 × 0.18 × 0.10 mm
β = 97.412 (2)°
Data collection top
Bruker APEX CCD area-detector
diffractometer		7395 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		5023 reflections with I > 2σ(I)
Tmin = 0.85, Tmax = 0.92Rint = 0.054
16049 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.135Δρmax = 0.62 e Å−3
S = 1.09Δρmin = −0.73 e Å−3
7395 reflectionsAbsolute structure: ?
442 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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
xyzUiso*/Ueq
Cd11.00480 (4)0.38577 (3)0.225104 (18)0.04123 (13)
C11.1972 (5)1.0604 (4)0.2777 (2)0.0403 (10)
C21.1223 (5)0.9197 (4)0.2609 (2)0.0420 (10)
H21.02130.89150.23560.050*
C31.1944 (5)0.8208 (4)0.2807 (3)0.0466 (11)
C41.3417 (6)0.8627 (5)0.3199 (3)0.0734 (18)
H41.39120.79700.33380.088*
C51.4174 (7)1.0042 (5)0.3388 (4)0.083 (2)
H51.51601.03210.36610.100*
C61.3463 (6)1.1006 (4)0.3170 (3)0.0634 (15)
H61.39821.19450.32860.076*
C71.1201 (5)1.1677 (4)0.2559 (2)0.0424 (10)
C81.1160 (6)0.6686 (4)0.2579 (3)0.0537 (12)
C90.8368 (5)0.3983 (4)0.0619 (3)0.0444 (11)
C100.9382 (5)0.2779 (4)−0.0073 (3)0.0478 (11)
C111.0091 (5)0.2847 (4)0.0620 (3)0.0453 (11)
C121.1305 (5)0.2252 (5)0.0782 (3)0.0528 (12)
H121.18160.23070.12410.063*
C131.1713 (6)0.1578 (5)0.0230 (3)0.0622 (14)
H131.25080.11660.03230.075*
C141.0957 (7)0.1504 (5)−0.0465 (3)0.0674 (15)
H141.12590.1042−0.08220.081*
C150.9780 (6)0.2099 (5)−0.0627 (3)0.0618 (13)
H150.92730.2050−0.10870.074*
C160.7360 (6)0.3751 (5)−0.0689 (3)0.0583 (13)
H16A0.80280.4043−0.10510.070*
H16B0.69510.4508−0.05780.070*
C170.6000 (5)0.2504 (5)−0.0985 (3)0.0477 (11)
C180.5282 (7)0.2494 (8)−0.1653 (4)0.088 (2)
H180.56320.3235−0.19310.106*
C190.4334 (7)0.0358 (6)−0.0846 (4)0.087 (2)
H190.4025−0.0386−0.05650.104*
C200.3551 (7)0.0276 (7)−0.1501 (4)0.081 (2)
H200.2709−0.0506−0.16660.098*
C210.3998 (9)0.1337 (9)−0.1915 (4)0.108 (3)
H210.34640.1303−0.23680.130*
C220.7366 (5)0.4795 (5)0.0837 (3)0.0539 (12)
H22A0.72080.53960.04670.065*
H22B0.79130.53830.12580.065*
C230.5763 (5)0.3899 (6)0.0990 (3)0.0599 (14)
H23A0.50530.44600.09780.072*
H23B0.53270.31480.06250.072*
C240.5874 (5)0.3296 (5)0.1699 (3)0.0578 (13)
H24A0.67090.28660.17390.069*
H24B0.48960.25770.17300.069*
C250.6199 (6)0.4398 (6)0.2313 (3)0.0612 (14)
H25A0.68380.52790.21730.073*
H25B0.52090.45140.24040.073*
C260.7019 (5)0.4049 (4)0.2978 (3)0.0495 (11)
C270.8663 (5)0.3384 (4)0.3716 (3)0.0503 (11)
C280.7624 (6)0.3761 (5)0.4110 (3)0.0535 (12)
C290.7740 (7)0.3682 (6)0.4831 (3)0.0676 (15)
H290.70490.39380.50890.081*
C300.8936 (8)0.3203 (6)0.5157 (3)0.0782 (17)
H300.90410.31270.56420.094*
C310.9978 (8)0.2837 (6)0.4772 (3)0.0745 (16)
H311.07710.25270.50050.089*
C320.9856 (7)0.2924 (6)0.4051 (3)0.0642 (14)
H321.05580.26800.37960.077*
C330.5476 (6)0.4866 (5)0.3825 (3)0.0650 (14)
H33A0.50310.44390.42290.078*
H33B0.46240.47230.34370.078*
C340.6237 (6)0.6427 (5)0.4007 (3)0.0575 (13)
C350.7335 (7)0.7272 (6)0.3636 (3)0.0676 (15)
H350.76650.69030.32550.081*
C360.6326 (9)0.8280 (7)0.4733 (4)0.096 (2)
H360.59740.86390.51100.116*
C370.7406 (8)0.9175 (7)0.4395 (4)0.087 (2)
H370.77821.01160.45400.104*
C380.7924 (7)0.8662 (6)0.3841 (4)0.0767 (17)
H380.86710.92490.36040.092*
N10.9426 (4)0.3586 (4)0.1048 (2)0.0430 (9)
N20.8308 (4)0.3523 (4)−0.0064 (2)0.0476 (9)
N30.8258 (5)0.3584 (4)0.3010 (2)0.0519 (10)
N40.6604 (4)0.4188 (4)0.3627 (2)0.0512 (10)
N50.5553 (6)0.1478 (5)−0.0578 (3)0.0749 (14)
N60.5738 (6)0.6912 (5)0.4555 (3)0.0842 (16)
O11.2047 (4)1.2932 (3)0.2595 (2)0.0585 (9)
O20.9777 (4)1.1328 (3)0.2335 (2)0.0655 (10)
O30.9799 (5)0.6329 (3)0.2257 (2)0.0827 (13)
O41.1913 (5)0.5856 (3)0.2701 (3)0.0897 (14)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.04259 (18)0.02772 (16)0.0555 (2)0.01688 (13)0.00022 (14)0.00031 (13)
C10.043 (2)0.0257 (18)0.054 (3)0.0153 (18)0.005 (2)−0.0014 (18)
C20.045 (2)0.0267 (19)0.050 (3)0.0090 (18)0.000 (2)−0.0058 (18)
C30.056 (3)0.027 (2)0.057 (3)0.018 (2)0.000 (2)−0.0033 (19)
C40.073 (3)0.037 (2)0.112 (5)0.033 (3)−0.021 (3)−0.005 (3)
C50.063 (3)0.044 (3)0.130 (6)0.022 (3)−0.042 (3)−0.013 (3)
C60.054 (3)0.026 (2)0.101 (4)0.014 (2)−0.020 (3)−0.013 (2)
C70.050 (2)0.029 (2)0.052 (3)0.0202 (19)0.000 (2)−0.0052 (18)
C80.074 (3)0.026 (2)0.061 (3)0.015 (2)0.010 (3)−0.001 (2)
C90.039 (2)0.034 (2)0.053 (3)0.0036 (19)−0.002 (2)0.001 (2)
C100.047 (2)0.038 (2)0.055 (3)0.006 (2)0.007 (2)0.001 (2)
C110.043 (2)0.035 (2)0.056 (3)0.0075 (19)0.009 (2)−0.001 (2)
C120.047 (3)0.050 (3)0.063 (3)0.017 (2)0.006 (2)0.006 (2)
C130.055 (3)0.050 (3)0.088 (4)0.021 (2)0.021 (3)0.006 (3)
C140.077 (4)0.055 (3)0.073 (4)0.016 (3)0.030 (3)−0.008 (3)
C150.069 (3)0.055 (3)0.060 (3)0.016 (3)0.016 (3)0.001 (3)
C160.062 (3)0.051 (3)0.057 (3)0.011 (2)0.002 (2)0.017 (2)
C170.046 (2)0.048 (3)0.048 (3)0.016 (2)−0.002 (2)0.000 (2)
C180.076 (4)0.107 (5)0.075 (5)0.023 (4)−0.009 (3)0.021 (4)
C190.078 (4)0.060 (4)0.099 (5)−0.008 (3)−0.004 (4)−0.004 (3)
C200.058 (3)0.066 (4)0.111 (6)0.017 (3)−0.012 (4)−0.026 (4)
C210.099 (5)0.119 (6)0.088 (5)0.031 (5)−0.045 (4)−0.019 (5)
C220.056 (3)0.043 (2)0.063 (3)0.022 (2)−0.006 (2)−0.001 (2)
C230.047 (3)0.066 (3)0.070 (4)0.029 (2)−0.004 (2)−0.005 (3)
C240.041 (2)0.050 (3)0.080 (4)0.015 (2)−0.001 (2)−0.011 (3)
C250.053 (3)0.063 (3)0.078 (4)0.031 (3)0.014 (3)0.003 (3)
C260.049 (3)0.038 (2)0.065 (3)0.017 (2)0.012 (2)0.003 (2)
C270.052 (3)0.036 (2)0.063 (3)0.013 (2)0.007 (2)0.003 (2)
C280.055 (3)0.042 (2)0.060 (3)0.008 (2)0.016 (2)0.001 (2)
C290.068 (3)0.070 (4)0.065 (4)0.016 (3)0.021 (3)0.004 (3)
C300.088 (4)0.082 (4)0.058 (4)0.014 (4)0.014 (3)0.008 (3)
C310.087 (4)0.070 (4)0.072 (4)0.033 (3)0.007 (3)0.016 (3)
C320.077 (4)0.062 (3)0.062 (4)0.034 (3)0.011 (3)0.006 (3)
C330.059 (3)0.057 (3)0.076 (4)0.011 (3)0.015 (3)−0.007 (3)
C340.052 (3)0.055 (3)0.069 (4)0.024 (2)0.007 (3)−0.004 (3)
C350.074 (3)0.059 (3)0.069 (4)0.019 (3)0.011 (3)0.005 (3)
C360.102 (5)0.073 (4)0.123 (6)0.038 (4)0.022 (5)−0.019 (4)
C370.083 (4)0.057 (3)0.115 (6)0.019 (3)0.000 (4)−0.008 (4)
C380.081 (4)0.060 (3)0.080 (5)0.012 (3)0.000 (3)0.006 (3)
N10.0398 (18)0.0382 (18)0.050 (2)0.0145 (16)−0.0029 (16)−0.0014 (16)
N20.044 (2)0.0358 (18)0.056 (3)0.0067 (17)−0.0027 (18)0.0052 (17)
N30.058 (2)0.047 (2)0.059 (3)0.0276 (19)0.009 (2)0.0001 (19)
N40.046 (2)0.045 (2)0.066 (3)0.0163 (18)0.013 (2)0.0006 (19)
N50.076 (3)0.059 (3)0.068 (3)−0.004 (2)−0.011 (2)0.010 (2)
N60.092 (4)0.067 (3)0.103 (4)0.032 (3)0.033 (3)−0.009 (3)
O10.0604 (19)0.0275 (15)0.087 (3)0.0199 (15)−0.0048 (18)−0.0008 (15)
O20.0485 (19)0.0457 (18)0.101 (3)0.0220 (16)−0.0107 (18)−0.0053 (18)
O30.099 (3)0.0296 (17)0.095 (3)0.0048 (19)−0.036 (2)−0.0056 (18)
O40.086 (3)0.0293 (17)0.155 (4)0.0280 (19)0.000 (3)−0.007 (2)
Geometric parameters (Å, °) top
Cd1—N32.268 (4)C19—N51.353 (7)
Cd1—O42.268 (4)C19—H190.9300
Cd1—N12.287 (4)C20—C211.344 (10)
Cd1—O1i2.295 (3)C20—H200.9300
Cd1—O2i2.504 (3)C21—H210.9300
Cd1—O32.570 (4)C22—C231.528 (7)
C1—C21.387 (5)C22—H22A0.9700
C1—C61.389 (6)C22—H22B0.9700
C1—C71.492 (6)C23—C241.505 (7)
C2—C31.380 (6)C23—H23A0.9700
C2—H20.9300C23—H23B0.9700
C3—C41.375 (7)C24—C251.533 (7)
C3—C81.512 (6)C24—H24A0.9700
C4—C51.401 (7)C24—H24B0.9700
C4—H40.9300C25—C261.493 (7)
C5—C61.361 (7)C25—H25A0.9700
C5—H50.9300C25—H25B0.9700
C6—H60.9300C26—N31.328 (6)
C7—O21.237 (5)C26—N41.357 (6)
C7—O11.264 (5)C27—C321.384 (7)
C7—Cd1ii2.746 (4)C27—N31.389 (6)
C8—O41.234 (6)C27—C281.401 (7)
C8—O31.241 (6)C28—C291.376 (7)
C9—N11.335 (5)C28—N41.386 (6)
C9—N21.364 (6)C29—C301.391 (8)
C9—C221.475 (6)C29—H290.9300
C10—C111.386 (7)C30—C311.388 (9)
C10—C151.388 (7)C30—H300.9300
C10—N21.391 (6)C31—C321.376 (8)
C11—N11.394 (6)C31—H310.9300
C11—C121.401 (6)C32—H320.9300
C12—C131.386 (7)C33—N41.463 (6)
C12—H120.9300C33—C341.530 (7)
C13—C141.403 (8)C33—H33A0.9700
C13—H130.9300C33—H33B0.9700
C14—C151.372 (8)C34—N61.330 (7)
C14—H140.9300C34—C351.385 (7)
C15—H150.9300C35—C381.370 (8)
C16—N21.442 (6)C35—H350.9300
C16—C171.507 (6)C36—N61.340 (8)
C16—H16A0.9700C36—C371.360 (10)
C16—H16B0.9700C36—H360.9300
C17—N51.311 (6)C37—C381.361 (9)
C17—C181.354 (7)C37—H370.9300
C18—C211.403 (9)C38—H380.9300
C18—H180.9300O1—Cd1ii2.295 (3)
C19—C201.344 (9)O2—Cd1ii2.504 (3)
N3—Cd1—O4102.53 (16)C18—C21—H21120.5
N3—Cd1—N1124.31 (14)C9—C22—C23113.7 (4)
O4—Cd1—N1116.42 (15)C9—C22—H22A108.8
N3—Cd1—O1i114.31 (14)C23—C22—H22A108.8
O4—Cd1—O1i81.94 (13)C9—C22—H22B108.8
N1—Cd1—O1i109.42 (13)C23—C22—H22B108.8
N3—Cd1—O2i87.25 (13)H22A—C22—H22B107.7
O4—Cd1—O2i134.17 (13)C24—C23—C22111.9 (4)
N1—Cd1—O2i92.00 (13)C24—C23—H23A109.2
O1i—Cd1—O2i53.91 (10)C22—C23—H23A109.2
N3—Cd1—O382.04 (15)C24—C23—H23B109.2
O4—Cd1—O352.87 (13)C22—C23—H23B109.2
N1—Cd1—O390.93 (13)H23A—C23—H23B107.9
O1i—Cd1—O3134.73 (12)C23—C24—C25112.3 (4)
O2i—Cd1—O3168.63 (14)C23—C24—H24A109.1
C2—C1—C6118.6 (4)C25—C24—H24A109.1
C2—C1—C7121.6 (4)C23—C24—H24B109.1
C6—C1—C7119.9 (4)C25—C24—H24B109.1
C3—C2—C1121.4 (4)H24A—C24—H24B107.9
C3—C2—H2119.3C26—C25—C24113.7 (4)
C1—C2—H2119.3C26—C25—H25A108.8
C4—C3—C2119.1 (4)C24—C25—H25A108.8
C4—C3—C8120.0 (4)C26—C25—H25B108.8
C2—C3—C8120.9 (4)C24—C25—H25B108.8
C3—C4—C5120.2 (4)H25A—C25—H25B107.7
C3—C4—H4119.9N3—C26—N4111.7 (4)
C5—C4—H4119.9N3—C26—C25124.1 (5)
C6—C5—C4119.9 (5)N4—C26—C25124.2 (4)
C6—C5—H5120.0C32—C27—N3131.3 (5)
C4—C5—H5120.0C32—C27—C28120.0 (5)
C5—C6—C1120.8 (4)N3—C27—C28108.6 (4)
C5—C6—H6119.6C29—C28—N4132.2 (5)
C1—C6—H6119.6C29—C28—C27122.0 (5)
O2—C7—O1121.6 (4)N4—C28—C27105.8 (4)
O2—C7—C1120.1 (4)C28—C29—C30117.0 (5)
O1—C7—C1118.2 (4)C28—C29—H29121.5
O2—C7—Cd1ii65.6 (2)C30—C29—H29121.5
O1—C7—Cd1ii56.1 (2)C29—C30—C31121.4 (6)
C1—C7—Cd1ii173.7 (3)C29—C30—H30119.3
O4—C8—O3122.6 (4)C31—C30—H30119.3
O4—C8—C3118.8 (5)C32—C31—C30121.1 (6)
O3—C8—C3118.5 (4)C32—C31—H31119.4
O4—C8—Cd154.3 (2)C30—C31—H31119.4
O3—C8—Cd168.3 (2)C31—C32—C27118.4 (6)
C3—C8—Cd1173.1 (4)C31—C32—H32120.8
N1—C9—N2111.0 (4)C27—C32—H32120.8
N1—C9—C22125.8 (4)N4—C33—C34112.0 (4)
N2—C9—C22123.2 (4)N4—C33—H33A109.2
C11—C10—C15123.1 (5)C34—C33—H33A109.2
C11—C10—N2105.9 (4)N4—C33—H33B109.2
C15—C10—N2131.0 (5)C34—C33—H33B109.2
C10—C11—N1109.1 (4)H33A—C33—H33B107.9
C10—C11—C12119.9 (4)N6—C34—C35122.5 (5)
N1—C11—C12131.0 (5)N6—C34—C33113.7 (5)
C13—C12—C11117.3 (5)C35—C34—C33123.8 (5)
C13—C12—H12121.4C38—C35—C34118.8 (6)
C11—C12—H12121.4C38—C35—H35120.6
C12—C13—C14121.7 (5)C34—C35—H35120.6
C12—C13—H13119.2N6—C36—C37124.0 (7)
C14—C13—H13119.2N6—C36—H36118.0
C15—C14—C13121.2 (5)C37—C36—H36118.0
C15—C14—H14119.4C36—C37—C38118.6 (6)
C13—C14—H14119.4C36—C37—H37120.7
C14—C15—C10116.9 (5)C38—C37—H37120.7
C14—C15—H15121.6C37—C38—C35119.3 (6)
C10—C15—H15121.6C37—C38—H38120.4
N2—C16—C17114.7 (4)C35—C38—H38120.4
N2—C16—H16A108.6C9—N1—C11106.3 (4)
C17—C16—H16A108.6C9—N1—Cd1130.4 (3)
N2—C16—H16B108.6C11—N1—Cd1123.2 (3)
C17—C16—H16B108.6C9—N2—C10107.6 (4)
H16A—C16—H16B107.6C9—N2—C16128.7 (4)
N5—C17—C18122.9 (5)C10—N2—C16123.7 (4)
N5—C17—C16118.2 (4)C26—N3—C27106.4 (4)
C18—C17—C16119.0 (5)C26—N3—Cd1128.9 (3)
C17—C18—C21118.1 (6)C27—N3—Cd1120.4 (3)
C17—C18—H18120.9C26—N4—C28107.5 (4)
C21—C18—H18120.9C26—N4—C33127.9 (4)
C20—C19—N5122.6 (6)C28—N4—C33123.9 (5)
C20—C19—H19118.7C17—N5—C19118.1 (5)
N5—C19—H19118.7C34—N6—C36116.9 (6)
C21—C20—C19119.2 (6)C7—O1—Cd1ii96.7 (3)
C21—C20—H20120.4C7—O2—Cd1ii87.6 (2)
C19—C20—H20120.4C8—O3—Cd185.0 (3)
C20—C21—C18119.1 (6)C8—O4—Cd199.4 (3)
C20—C21—H21120.5
C6—C1—C2—C3−1.7 (7)O4—Cd1—N1—C9−88.1 (4)
C7—C1—C2—C3179.5 (4)O1i—Cd1—N1—C9−178.6 (3)
C1—C2—C3—C42.0 (8)O2i—Cd1—N1—C9129.1 (4)
C1—C2—C3—C8−176.0 (4)O3—Cd1—N1—C9−39.9 (4)
C2—C3—C4—C5−0.5 (9)C7i—Cd1—N1—C9153.8 (4)
C8—C3—C4—C5177.5 (6)C8—Cd1—N1—C9−62.4 (4)
C3—C4—C5—C6−1.4 (11)N3—Cd1—N1—C11−134.7 (3)
C4—C5—C6—C11.8 (11)O4—Cd1—N1—C1196.0 (3)
C2—C1—C6—C5−0.3 (9)O1i—Cd1—N1—C115.5 (3)
C7—C1—C6—C5178.6 (6)O2i—Cd1—N1—C11−46.7 (3)
C2—C1—C7—O213.2 (7)O3—Cd1—N1—C11144.3 (3)
C6—C1—C7—O2−165.7 (5)C7i—Cd1—N1—C11−22.0 (3)
C2—C1—C7—O1−165.3 (4)C8—Cd1—N1—C11121.8 (3)
C6—C1—C7—O115.9 (7)N1—C9—N2—C100.5 (5)
C4—C3—C8—O4−5.8 (8)C22—C9—N2—C10−178.9 (4)
C2—C3—C8—O4172.2 (5)N1—C9—N2—C16−178.4 (4)
C4—C3—C8—O3176.4 (6)C22—C9—N2—C162.3 (7)
C2—C3—C8—O3−5.7 (8)C11—C10—N2—C9−1.3 (4)
N3—Cd1—C8—O4115.1 (4)C15—C10—N2—C9−180.0 (5)
N1—Cd1—C8—O4−118.4 (4)C11—C10—N2—C16177.6 (4)
O1i—Cd1—C8—O4−1.3 (4)C15—C10—N2—C16−1.1 (7)
O2i—Cd1—C8—O427.8 (6)C17—C16—N2—C9−106.1 (5)
O3—Cd1—C8—O4−177.0 (6)C17—C16—N2—C1075.3 (6)
C7i—Cd1—C8—O48.1 (5)N4—C26—N3—C271.0 (5)
N3—Cd1—C8—O3−68.0 (3)C25—C26—N3—C27−179.9 (4)
O4—Cd1—C8—O3177.0 (6)N4—C26—N3—Cd1−155.2 (3)
N1—Cd1—C8—O358.6 (4)C25—C26—N3—Cd123.9 (7)
O1i—Cd1—C8—O3175.7 (3)C32—C27—N3—C26−179.6 (5)
O2i—Cd1—C8—O3−155.2 (4)C28—C27—N3—C26−0.5 (5)
C7i—Cd1—C8—O3−174.9 (3)C32—C27—N3—Cd1−21.0 (7)
C15—C10—C11—N1−179.5 (4)C28—C27—N3—Cd1158.1 (3)
N2—C10—C11—N11.7 (5)O4—Cd1—N3—C2690.1 (4)
C15—C10—C11—C122.2 (7)N1—Cd1—N3—C26−44.7 (4)
N2—C10—C11—C12−176.6 (4)O1i—Cd1—N3—C26176.8 (4)
C10—C11—C12—C13−1.7 (6)O2i—Cd1—N3—C26−135.2 (4)
N1—C11—C12—C13−179.6 (4)O3—Cd1—N3—C2641.0 (4)
C11—C12—C13—C140.6 (7)C7i—Cd1—N3—C26−158.4 (4)
C12—C13—C14—C150.1 (8)C8—Cd1—N3—C2665.8 (4)
C13—C14—C15—C100.2 (8)O4—Cd1—N3—C27−63.3 (3)
C11—C10—C15—C14−1.4 (7)N1—Cd1—N3—C27162.0 (3)
N2—C10—C15—C14177.1 (4)O1i—Cd1—N3—C2723.5 (4)
N2—C16—C17—N516.9 (7)O2i—Cd1—N3—C2771.5 (3)
N2—C16—C17—C18−163.9 (5)O3—Cd1—N3—C27−112.3 (3)
N5—C17—C18—C210.5 (10)C7i—Cd1—N3—C2748.2 (3)
C16—C17—C18—C21−178.7 (6)C8—Cd1—N3—C27−87.5 (3)
N5—C19—C20—C210.8 (11)N3—C26—N4—C28−1.1 (5)
C19—C20—C21—C180.7 (12)C25—C26—N4—C28179.8 (4)
C17—C18—C21—C20−1.3 (11)N3—C26—N4—C33169.6 (4)
N1—C9—C22—C23−92.5 (5)C25—C26—N4—C33−9.5 (7)
N2—C9—C22—C2386.7 (6)C29—C28—N4—C26−179.9 (5)
C9—C22—C23—C2477.3 (5)C27—C28—N4—C260.7 (5)
C22—C23—C24—C2571.7 (5)C29—C28—N4—C338.9 (8)
C23—C24—C25—C26−153.7 (4)C27—C28—N4—C33−170.5 (4)
C24—C25—C26—N346.1 (7)C34—C33—N4—C26−86.9 (6)
C24—C25—C26—N4−135.0 (5)C34—C33—N4—C2882.4 (6)
C32—C27—C28—C29−0.4 (7)C18—C17—N5—C190.9 (9)
N3—C27—C28—C29−179.6 (4)C16—C17—N5—C19−179.9 (5)
C32—C27—C28—N4179.1 (4)C20—C19—N5—C17−1.6 (10)
N3—C27—C28—N4−0.1 (5)C35—C34—N6—C361.2 (9)
N4—C28—C29—C30−179.6 (5)C33—C34—N6—C36−178.3 (6)
C27—C28—C29—C30−0.3 (8)C37—C36—N6—C34−1.2 (11)
C28—C29—C30—C310.7 (9)O2—C7—O1—Cd1ii4.7 (5)
C29—C30—C31—C32−0.5 (9)C1—C7—O1—Cd1ii−176.9 (4)
C30—C31—C32—C27−0.2 (9)O1—C7—O2—Cd1ii−4.3 (5)
N3—C27—C32—C31179.6 (5)C1—C7—O2—Cd1ii177.3 (4)
C28—C27—C32—C310.6 (8)O4—C8—O3—Cd12.9 (6)
N4—C33—C34—N6−140.2 (5)C3—C8—O3—Cd1−179.3 (4)
N4—C33—C34—C3540.3 (8)N3—Cd1—O3—C8110.7 (3)
N6—C34—C35—C38−0.2 (9)O4—Cd1—O3—C8−1.7 (3)
C33—C34—C35—C38179.2 (5)N1—Cd1—O3—C8−124.8 (3)
N6—C36—C37—C380.3 (12)O1i—Cd1—O3—C8−5.8 (4)
C36—C37—C38—C350.7 (10)O2i—Cd1—O3—C8130.3 (6)
C34—C35—C38—C37−0.7 (9)C7i—Cd1—O3—C811.1 (6)
N2—C9—N1—C110.6 (5)O3—C8—O4—Cd1−3.3 (6)
C22—C9—N1—C11179.9 (4)C3—C8—O4—Cd1178.9 (4)
N2—C9—N1—Cd1−175.8 (3)N3—Cd1—O4—C8−68.0 (4)
C22—C9—N1—Cd13.5 (6)N1—Cd1—O4—C871.0 (4)
C10—C11—N1—C9−1.5 (5)O1i—Cd1—O4—C8178.7 (4)
C12—C11—N1—C9176.6 (4)O2i—Cd1—O4—C8−166.5 (3)
C10—C11—N1—Cd1175.3 (3)O3—Cd1—O4—C81.7 (3)
C12—C11—N1—Cd1−6.7 (6)C7i—Cd1—O4—C8−173.9 (4)
N3—Cd1—N1—C941.1 (4)
Symmetry codes: (i) x, y−1, z; (ii) x, y+1, z.
Table 1
Selected geometric parameters (Å, °) top
Cd1—N32.268 (4)Cd1—O1i2.295 (3)
Cd1—O42.268 (4)Cd1—O2i2.504 (3)
Cd1—N12.287 (4)Cd1—O32.570 (4)
N3—Cd1—O4102.53 (16)N1—Cd1—O2i92.00 (13)
N3—Cd1—N1124.31 (14)O1i—Cd1—O2i53.91 (10)
O4—Cd1—N1116.42 (15)N3—Cd1—O382.04 (15)
N3—Cd1—O1i114.31 (14)O4—Cd1—O352.87 (13)
O4—Cd1—O1i81.94 (13)N1—Cd1—O390.93 (13)
N1—Cd1—O1i109.42 (13)O1i—Cd1—O3134.73 (12)
N3—Cd1—O2i87.25 (13)O2i—Cd1—O3168.63 (14)
O4—Cd1—O2i134.17 (13)
Symmetry codes: (i) x, y−1, z.
references
References top

Bruker (1999). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Liu, Y.-Y., Ma, J.-F. & Zhang, L.-P. (2007). Acta Cryst. E63, m2317.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Zhang, W.-P., Liu, Y.-Y. & Ma, J.-F. (2008). Acta Cryst. E64, m641.

Zhao, J., Mi, L., Hu, J., Hou, H. & Fan, Y. (2008). J. Am. Chem. Soc. 130, 15222–15223.