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Acta Cryst. (2009). E65, m1240-m1241    [ doi:10.1107/S1600536809037751 ]

Tetrakis([mu]-4-methoxybenzoato)bis[(4-methoxybenzoato)(1,10-phenanthroline)terbium(III)]

Z.-H. Gao, H. Wang, J.-Y. He and R.-F. Wang

Abstract top

In the title dinuclear complex, [Tb2(C8H7O3)6(C12H8N2)2], each TbIII ion is eight-coordinated by two N atoms from a 1,10-phenanthroline ligand and six O atoms from the carboxylate groups of five 4-methoxybenzoate ligands in a distorted square-antiprismatic geometry. All six 4-methoxybenzoate ligands act in a bidentate mode, two coordinating to one Tb center each and the other four bridging two Tb centers [Tb...Tb separation = 4.3144 (6) Å]. In the crystal, intermolecular [pi]-[pi] interactions between the aromatic rings of 1,10-phenanthroline and 4-methoxybenzoate ligands [centroid-centroid distance = 3.742 (9) Å] link two molecules into a centrosymmetric dimer. Weak intermolecular C-H...O hydrogen bonds help to consolidate the crystal packing.

Comment top

Lanthanide complexes of organic ligands, especially EuIII and TbIII complexes, often show excellent luminescence (Guo et al., 2005; Liu et al., 2004; Zhang et al., 2005). The choice of appropriate ligands is a key step in determining the luminescent characteristics of the complexes. Aromatic carboxylic acids are strong ligands to coordinate lanthanide metals. In this work, we present the title compound (I) - an efficient luminescent terbium complex with 4-methoxybenzoato and 1,10-phenanthroline ligands.

In each molecule of (I) (Fig. 1), two TbIII ions are linked by four carboxylate groups in a bidentate bridging mode. The intramolecular distance between the two TbIII ions is 4.3144 (6) Å. Each TbIII ion resides in an eight-coordinate distorted square antiprismatic environment, with four of the coordination sites occupied by the O atoms of the bridging carboxylates, two by the O atoms of the terminal bidentate carboxylates, and the remaining positions occupied by two N atoms of a 1,10-phenanthroline molecule. The Tb—O distances are in the range of 2.255 (5)–2.469 (5) Å, of which the Tb—O bonds formed by the terminal bidentate carboxylate groups [average distance = 2.427 (3) Å] are longer than those formed by the bridging carboxylates [average distance = 2.323 (5) Å]. The Tb—N distances are in the range of 2.575 (6)–2.624 (6) Å. The five-membered chelate rings containing two N atoms and the terbium ion are nearly coplanar with the 1,10-phenanthroline molecule [dihedral angle = 4.9 (2) and 2.3 (5)°].

In the crystal, intermolecular π-π interactions between the aromatic rings of 1,10-phenanthroline and 4-methoxybenzoato ligands [centroid-to-centroid distance of 3.742 (9) Å] link two molecules into centrosymmetric dimer. Weak intermolecular C—H···O hydrogen bonds (Table 1) help to consolidate the crystal packing.

Related literature top

For general background to lanthanide complexes, see: Liu et al. (2004); Guo et al. (2005); Zhang et al. (2005). For a related structure, see: Wang et al. (2006).

Experimental top

The title complex was prepared via a modification of previously reported method (Wang et al., 2006). Stoichiometric amounts of terbium chloride, 4-methoxybenzoic acid and 1,10-phenanthroline were dissolved separately in 95% ethanol. The pH value of the 4-methoxybenzoic acid was adjusted to the range of 6–7 with NaOH solution. The solutions of the two ligands were mixed and the mixture was added dropwise to the ethanolic TbCl3 solution; a white precipitate then formed. The mixture was stirred for 4 h, and then was filtered. The filtrate was slowly evaporated at room temperature, and colorless crystals suitable for X-rayinvestigation were obtained. Analysis calculated for C72H58N4O18Tb2: C 54.50, H 3.66, N 3.53%; found: C 54.37, H 3.77, N 3.43%.

Refinement top

H atoms were placed in geometrically calculated positions and allowed to ride on their parent atoms, with C—H = 0.93 (CH) and 0.96 (CH3)Å and with Uiso(H) = 1.2(or 1.5 for methyl)Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); 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
[Figure 1] Fig. 1. The structure of the title complex, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms have been omitted for clarity.
Tetrakis(µ-4-methoxybenzoato)bis[(4-methoxybenzoato)(1,10- phenanthroline)terbium(III)] top
Crystal data top
[Tb2(C8H7O3)6(C12H8N2)2]F(000) = 3168
Mr = 1585.06Dx = 1.570 Mg m−3
Monoclinic, P21/cMelting point: 513 K
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 18.055 (2) ÅCell parameters from 9702 reflections
b = 15.1404 (12) Åθ = 2.3–25.7°
c = 25.954 (3) ŵ = 2.17 mm−1
β = 109.070 (2)°T = 298 K
V = 6705.3 (11) Å3Block, colourless
Z = 40.28 × 0.26 × 0.25 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer		11810 independent reflections
Radiation source: fine-focus sealed tube8197 reflections with I > 2σ(I)
graphiteRint = 0.048
φ and ω scansθmax = 25.0°, θmin = 1.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −21→16
Tmin = 0.582, Tmax = 0.613k = −18→17
33244 measured reflectionsl = −30→30
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)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.112H-atom parameters constrained
S = 1.11 w = 1/[σ2(Fo2) + (0.0296P)2 + 25.2631P]
where P = (Fo2 + 2Fc2)/3
11810 reflections(Δ/σ)max = 0.001
865 parametersΔρmax = 1.52 e Å−3
0 restraintsΔρmin = −1.11 e Å−3
Crystal data top
[Tb2(C8H7O3)6(C12H8N2)2]V = 6705.3 (11) Å3
Mr = 1585.06Z = 4
Monoclinic, P21/cMo Kα radiation
a = 18.055 (2) ŵ = 2.17 mm−1
b = 15.1404 (12) ÅT = 298 K
c = 25.954 (3) Å0.28 × 0.26 × 0.25 mm
β = 109.070 (2)°
Data collection top
Bruker APEXII CCD area-detector
diffractometer		11810 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		8197 reflections with I > 2σ(I)
Tmin = 0.582, Tmax = 0.613Rint = 0.048
33244 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.043 w = 1/[σ2(Fo2) + (0.0296P)2 + 25.2631P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.112Δρmax = 1.52 e Å−3
S = 1.11Δρmin = −1.11 e Å−3
11810 reflectionsAbsolute structure: ?
865 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
H-atom parameters constrained
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
Tb10.156242 (19)0.90029 (2)0.302963 (13)0.03315 (10)
Tb20.403401 (19)0.95496 (2)0.344664 (13)0.03370 (10)
N10.0528 (3)0.9701 (4)0.2167 (2)0.0458 (16)
N20.0703 (3)0.7931 (4)0.2311 (2)0.0447 (15)
N30.4795 (3)1.0566 (4)0.2998 (2)0.0444 (15)
N40.4703 (3)1.0944 (4)0.3993 (2)0.0416 (14)
O10.2305 (3)0.7688 (3)0.3130 (2)0.0477 (13)
O20.3542 (3)0.8143 (3)0.3423 (2)0.0483 (13)
O30.3982 (4)0.4209 (4)0.4281 (3)0.088 (2)
O40.2428 (3)0.9104 (3)0.3880 (2)0.0485 (13)
O50.3666 (3)0.9543 (3)0.42385 (18)0.0434 (12)
O60.2860 (3)0.8758 (4)0.6389 (2)0.0623 (16)
O70.2204 (3)0.9192 (3)0.24124 (19)0.0477 (13)
O80.3457 (3)0.9371 (3)0.24865 (19)0.0486 (13)
O90.1865 (4)0.9014 (5)−0.0066 (2)0.096 (2)
O100.1826 (3)1.0530 (3)0.31167 (19)0.0469 (13)
O110.3095 (3)1.0625 (3)0.3206 (2)0.0486 (13)
O120.1910 (4)1.4464 (4)0.2350 (3)0.0800 (19)
O130.0497 (3)0.9445 (4)0.3315 (2)0.0551 (14)
O140.0910 (3)0.8093 (4)0.3544 (2)0.0504 (13)
O15−0.0952 (3)0.8809 (4)0.5200 (2)0.0610 (16)
O160.5180 (3)0.8924 (3)0.41040 (19)0.0475 (13)
O170.5050 (3)0.8663 (3)0.3247 (2)0.0492 (13)
O180.8270 (3)0.6680 (4)0.4474 (3)0.0770 (19)
C10.3028 (5)0.7558 (5)0.3359 (3)0.0441 (18)
C20.3292 (4)0.6660 (5)0.3570 (3)0.0450 (19)
C30.4031 (5)0.6515 (5)0.3938 (3)0.056 (2)
H30.43850.69810.40370.067*
C40.4249 (6)0.5694 (6)0.4161 (4)0.067 (3)
H40.47470.56070.44110.080*
C50.3724 (6)0.4994 (6)0.4013 (4)0.066 (2)
C60.3015 (6)0.5116 (6)0.3641 (4)0.067 (2)
H60.26730.46410.35280.080*
C70.2791 (5)0.5946 (5)0.3425 (3)0.059 (2)
H70.22920.60260.31760.071*
C80.3430 (7)0.3499 (7)0.4175 (5)0.108 (4)
H8A0.29560.37000.42280.163*
H8B0.36470.30200.44210.163*
H8C0.33180.33010.38060.163*
C90.3033 (5)0.9272 (5)0.4283 (3)0.0411 (18)
C100.2972 (4)0.9135 (5)0.4836 (3)0.0389 (17)
C110.3432 (4)0.9604 (5)0.5284 (3)0.0436 (18)
H110.37951.00090.52430.052*
C120.3360 (5)0.9479 (5)0.5788 (3)0.0485 (19)
H120.36500.98230.60820.058*
C130.2861 (5)0.8848 (5)0.5860 (3)0.048 (2)
C140.2393 (5)0.8365 (5)0.5424 (3)0.051 (2)
H140.20480.79430.54720.061*
C150.2451 (4)0.8523 (5)0.4910 (3)0.0480 (19)
H150.21320.82110.46110.058*
C160.2457 (6)0.8031 (7)0.6507 (4)0.083 (3)
H16A0.19030.81150.63390.124*
H16B0.25780.79810.68950.124*
H16C0.26140.75010.63680.124*
C170.2743 (5)0.9302 (5)0.2215 (3)0.0467 (19)
C180.2514 (5)0.9320 (6)0.1608 (3)0.049 (2)
C190.3025 (5)0.9575 (6)0.1344 (3)0.062 (2)
H190.35170.97890.15470.075*
C200.2823 (5)0.9521 (7)0.0780 (4)0.073 (3)
H200.31680.97120.06040.088*
C210.2100 (6)0.9176 (7)0.0487 (4)0.076 (3)
C220.1562 (5)0.8970 (7)0.0733 (3)0.068 (3)
H220.10600.87870.05280.081*
C230.1776 (5)0.9039 (6)0.1288 (3)0.058 (2)
H230.14130.88900.14580.069*
C240.2438 (7)0.9014 (10)−0.0327 (4)0.122 (5)
H24A0.26260.9605−0.03370.184*
H24B0.22120.8796−0.06930.184*
H24C0.28670.8640−0.01300.184*
C250.2427 (5)1.0959 (5)0.3102 (3)0.0431 (18)
C260.2319 (4)1.1894 (5)0.2925 (3)0.0452 (19)
C270.2883 (5)1.2327 (5)0.2770 (3)0.055 (2)
H270.33501.20390.27970.066*
C280.2765 (5)1.3190 (6)0.2573 (4)0.063 (2)
H280.31491.34720.24660.076*
C290.2087 (6)1.3622 (6)0.2539 (4)0.063 (2)
C300.1529 (5)1.3209 (6)0.2701 (4)0.063 (2)
H300.10701.35060.26800.075*
C310.1639 (5)1.2363 (5)0.2892 (3)0.054 (2)
H310.12541.20940.30040.065*
C320.2422 (7)1.4885 (7)0.2114 (5)0.101 (4)
H32A0.29331.49360.23820.152*
H32B0.22241.54620.19890.152*
H32C0.24551.45410.18120.152*
C330.0508 (5)0.8748 (6)0.3593 (3)0.050 (2)
C340.0084 (4)0.8749 (5)0.3994 (3)0.049 (2)
C350.0254 (5)0.8130 (5)0.4410 (3)0.052 (2)
H350.06080.76790.44210.063*
C36−0.0095 (5)0.8176 (6)0.4805 (3)0.056 (2)
H360.00370.77640.50860.067*
C37−0.0637 (5)0.8822 (6)0.4793 (3)0.053 (2)
C38−0.0816 (5)0.9422 (6)0.4381 (3)0.061 (2)
H38−0.11820.98610.43660.073*
C39−0.0458 (5)0.9385 (6)0.3985 (3)0.058 (2)
H39−0.05890.98030.37070.070*
C40−0.1497 (5)0.9489 (6)0.5211 (4)0.069 (3)
H40A−0.12521.00550.52280.103*
H40B−0.16590.94130.55260.103*
H40C−0.19460.94540.48870.103*
C410.5420 (4)0.8565 (5)0.3748 (3)0.0450 (19)
C420.6159 (4)0.8032 (5)0.3929 (3)0.0469 (19)
C430.6462 (5)0.7679 (6)0.3556 (3)0.058 (2)
H430.61930.77470.31850.070*
C440.7166 (5)0.7218 (6)0.3724 (4)0.063 (2)
H440.73670.69820.34660.076*
C450.7564 (5)0.7113 (6)0.4265 (4)0.062 (2)
C460.7268 (5)0.7464 (6)0.4639 (4)0.063 (2)
H460.75400.73960.50090.076*
C470.6571 (5)0.7917 (6)0.4477 (3)0.058 (2)
H470.63740.81480.47380.069*
C480.8652 (6)0.6417 (7)0.4097 (4)0.090 (3)
H48A0.83450.59720.38580.136*
H48B0.91600.61820.42930.136*
H48C0.87080.69190.38870.136*
C490.0430 (5)1.0567 (6)0.2093 (3)0.053 (2)
H490.07101.09360.23760.064*
C50−0.0062 (5)1.0956 (6)0.1621 (3)0.061 (2)
H50−0.01181.15670.15910.073*
C51−0.0459 (5)1.0419 (6)0.1204 (3)0.062 (2)
H51−0.07821.06640.08800.075*
C52−0.0387 (5)0.9507 (6)0.1256 (3)0.054 (2)
C530.0119 (4)0.9164 (5)0.1751 (3)0.0460 (19)
C540.0210 (4)0.8236 (5)0.1827 (3)0.0458 (19)
C55−0.0195 (4)0.7657 (6)0.1403 (3)0.051 (2)
C56−0.0087 (5)0.6753 (6)0.1504 (3)0.056 (2)
H56−0.03480.63550.12330.067*
C570.0387 (5)0.6447 (6)0.1986 (3)0.056 (2)
H570.04550.58440.20520.067*
C580.0773 (4)0.7063 (5)0.2385 (3)0.051 (2)
H580.10960.68540.27200.061*
C59−0.0784 (5)0.8895 (6)0.0834 (3)0.062 (2)
H59−0.11080.91130.05020.074*
C60−0.0703 (5)0.8030 (6)0.0904 (3)0.060 (2)
H60−0.09810.76560.06230.072*
C610.4916 (5)1.0356 (6)0.2531 (3)0.053 (2)
H610.47890.97870.23960.063*
C620.5217 (5)1.0929 (6)0.2238 (3)0.056 (2)
H620.53011.07430.19200.067*
C630.5389 (5)1.1761 (6)0.2419 (3)0.056 (2)
H630.55681.21650.22170.067*
C640.5297 (5)1.2019 (5)0.2917 (3)0.052 (2)
C650.5005 (4)1.1385 (5)0.3195 (3)0.0455 (19)
C660.4962 (4)1.1582 (5)0.3725 (3)0.0449 (18)
C670.5231 (5)1.2403 (5)0.3963 (3)0.050 (2)
C680.5279 (5)1.2523 (6)0.4510 (3)0.056 (2)
H680.54691.30520.46860.067*
C690.5050 (5)1.1869 (5)0.4780 (3)0.053 (2)
H690.50931.19360.51450.063*
C700.4751 (4)1.1101 (5)0.4502 (3)0.0453 (18)
H700.45721.06670.46860.054*
C710.5517 (5)1.2869 (6)0.3160 (4)0.060 (2)
H710.56891.33000.29710.072*
C720.5479 (5)1.3052 (6)0.3655 (4)0.061 (2)
H720.56171.36120.38020.074*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Tb10.03549 (19)0.02730 (19)0.03401 (19)−0.00289 (15)0.00775 (14)−0.00087 (15)
Tb20.03429 (19)0.0311 (2)0.03439 (19)−0.00118 (15)0.00943 (14)−0.00004 (15)
N10.045 (4)0.045 (4)0.046 (4)0.003 (3)0.013 (3)−0.001 (3)
N20.043 (4)0.043 (4)0.048 (4)−0.004 (3)0.015 (3)−0.005 (3)
N30.048 (4)0.044 (4)0.044 (4)−0.003 (3)0.019 (3)0.001 (3)
N40.045 (4)0.037 (4)0.045 (4)−0.003 (3)0.018 (3)0.000 (3)
O10.048 (3)0.033 (3)0.056 (3)0.001 (2)0.007 (3)−0.002 (2)
O20.052 (3)0.039 (3)0.053 (3)−0.002 (3)0.015 (3)0.001 (2)
O30.095 (5)0.054 (5)0.101 (5)0.016 (4)0.015 (4)0.023 (4)
O40.052 (3)0.045 (3)0.044 (3)−0.003 (3)0.009 (3)0.002 (2)
O50.047 (3)0.043 (3)0.044 (3)−0.008 (2)0.020 (2)−0.001 (2)
O60.086 (4)0.056 (4)0.051 (3)−0.004 (3)0.030 (3)0.004 (3)
O70.050 (3)0.051 (4)0.044 (3)0.002 (3)0.018 (3)0.000 (2)
O80.048 (3)0.053 (4)0.042 (3)0.002 (3)0.012 (3)0.000 (2)
O90.080 (5)0.153 (7)0.048 (4)0.024 (5)0.015 (4)0.005 (4)
O100.051 (3)0.039 (3)0.051 (3)0.006 (3)0.017 (3)0.004 (2)
O110.050 (3)0.040 (3)0.053 (3)0.006 (3)0.013 (3)0.001 (2)
O120.089 (5)0.050 (4)0.099 (5)0.000 (4)0.027 (4)0.020 (4)
O130.055 (3)0.056 (4)0.059 (3)0.008 (3)0.025 (3)0.013 (3)
O140.054 (3)0.044 (3)0.056 (3)−0.001 (3)0.021 (3)0.002 (3)
O150.062 (4)0.067 (4)0.062 (4)0.025 (3)0.031 (3)0.022 (3)
O160.046 (3)0.048 (3)0.046 (3)0.005 (3)0.012 (2)−0.004 (3)
O170.047 (3)0.053 (4)0.046 (3)0.007 (3)0.014 (3)0.002 (3)
O180.056 (4)0.082 (5)0.084 (5)0.024 (3)0.012 (3)0.004 (4)
C10.048 (5)0.036 (5)0.048 (5)−0.002 (4)0.016 (4)0.000 (4)
C20.051 (5)0.032 (4)0.054 (5)0.002 (4)0.020 (4)0.004 (4)
C30.062 (6)0.041 (5)0.063 (5)0.004 (4)0.018 (5)0.003 (4)
C40.070 (6)0.050 (6)0.072 (6)0.012 (5)0.012 (5)0.010 (5)
C50.078 (7)0.042 (6)0.076 (7)0.012 (5)0.023 (5)0.013 (5)
C60.075 (7)0.042 (6)0.077 (6)0.001 (5)0.016 (5)0.011 (5)
C70.065 (6)0.039 (5)0.067 (6)0.003 (4)0.012 (4)0.005 (4)
C80.116 (10)0.062 (8)0.135 (11)0.013 (7)0.024 (8)0.036 (7)
C90.047 (5)0.035 (4)0.042 (4)0.000 (3)0.015 (4)0.000 (3)
C100.042 (4)0.037 (4)0.039 (4)0.001 (3)0.014 (3)0.001 (3)
C110.048 (5)0.040 (5)0.042 (4)−0.001 (4)0.014 (4)0.000 (4)
C120.056 (5)0.045 (5)0.044 (5)0.001 (4)0.014 (4)−0.001 (4)
C130.061 (5)0.047 (5)0.042 (4)0.006 (4)0.025 (4)0.002 (4)
C140.061 (5)0.049 (5)0.048 (5)−0.007 (4)0.024 (4)0.004 (4)
C150.053 (5)0.045 (5)0.045 (5)−0.004 (4)0.015 (4)0.003 (4)
C160.122 (9)0.068 (7)0.069 (6)−0.004 (6)0.046 (6)0.007 (5)
C170.048 (5)0.052 (5)0.043 (5)0.005 (4)0.018 (4)0.000 (4)
C180.046 (5)0.065 (6)0.038 (4)0.013 (4)0.016 (4)0.006 (4)
C190.055 (5)0.087 (7)0.045 (5)0.009 (5)0.017 (4)0.012 (5)
C200.060 (6)0.107 (9)0.053 (6)0.014 (6)0.018 (5)0.012 (5)
C210.066 (7)0.114 (9)0.043 (5)0.021 (6)0.012 (5)0.009 (5)
C220.056 (6)0.100 (8)0.046 (5)0.016 (5)0.015 (4)0.004 (5)
C230.051 (5)0.079 (7)0.043 (5)0.009 (5)0.016 (4)0.004 (4)
C240.105 (10)0.198 (16)0.066 (7)0.021 (10)0.031 (7)0.008 (8)
C250.048 (5)0.037 (5)0.048 (4)0.002 (4)0.021 (4)0.000 (4)
C260.049 (5)0.032 (4)0.058 (5)0.001 (4)0.023 (4)0.004 (4)
C270.058 (5)0.041 (5)0.072 (6)0.001 (4)0.028 (4)0.009 (4)
C280.068 (6)0.047 (6)0.083 (6)−0.003 (5)0.035 (5)0.013 (5)
C290.071 (6)0.040 (5)0.077 (6)0.006 (5)0.024 (5)0.014 (5)
C300.062 (6)0.043 (6)0.083 (7)0.006 (4)0.025 (5)0.009 (5)
C310.055 (5)0.037 (5)0.073 (6)0.001 (4)0.025 (4)0.006 (4)
C320.120 (10)0.073 (8)0.118 (10)0.004 (7)0.048 (8)0.027 (7)
C330.048 (5)0.049 (6)0.054 (5)0.000 (4)0.018 (4)0.011 (4)
C340.048 (5)0.050 (5)0.053 (5)0.006 (4)0.021 (4)0.012 (4)
C350.053 (5)0.050 (5)0.059 (5)0.011 (4)0.025 (4)0.013 (4)
C360.058 (5)0.058 (6)0.058 (5)0.017 (4)0.027 (4)0.019 (4)
C370.053 (5)0.055 (6)0.057 (5)0.015 (4)0.027 (4)0.018 (4)
C380.056 (5)0.062 (6)0.065 (6)0.023 (4)0.021 (5)0.021 (5)
C390.058 (5)0.058 (6)0.061 (5)0.014 (4)0.024 (4)0.019 (4)
C400.068 (6)0.078 (7)0.068 (6)0.026 (5)0.034 (5)0.018 (5)
C410.042 (5)0.046 (5)0.049 (5)0.000 (4)0.017 (4)0.004 (4)
C420.039 (4)0.051 (5)0.052 (5)0.007 (4)0.017 (4)0.002 (4)
C430.049 (5)0.064 (6)0.058 (5)0.012 (4)0.013 (4)0.001 (4)
C440.053 (5)0.069 (7)0.066 (6)0.017 (5)0.019 (5)−0.003 (5)
C450.048 (5)0.064 (6)0.069 (6)0.014 (4)0.013 (5)0.007 (5)
C460.052 (5)0.069 (6)0.063 (6)0.016 (5)0.011 (4)0.007 (5)
C470.048 (5)0.065 (6)0.058 (5)0.012 (4)0.015 (4)0.003 (4)
C480.065 (7)0.091 (9)0.106 (9)0.023 (6)0.016 (6)−0.007 (7)
C490.055 (5)0.046 (5)0.052 (5)0.005 (4)0.010 (4)0.000 (4)
C500.063 (6)0.056 (6)0.054 (5)0.010 (5)0.005 (4)0.003 (5)
C510.062 (6)0.063 (6)0.051 (5)0.007 (5)0.003 (4)0.001 (5)
C520.053 (5)0.057 (6)0.045 (5)0.003 (4)0.009 (4)−0.008 (4)
C530.045 (5)0.052 (5)0.039 (4)0.000 (4)0.012 (4)−0.004 (4)
C540.044 (5)0.052 (5)0.041 (4)−0.002 (4)0.015 (4)−0.008 (4)
C550.048 (5)0.054 (6)0.047 (5)−0.002 (4)0.013 (4)−0.010 (4)
C560.053 (5)0.055 (6)0.054 (5)−0.005 (4)0.009 (4)−0.018 (4)
C570.052 (5)0.049 (5)0.061 (6)−0.009 (4)0.013 (4)−0.013 (4)
C580.049 (5)0.044 (5)0.055 (5)−0.006 (4)0.011 (4)−0.006 (4)
C590.060 (6)0.066 (7)0.049 (5)0.003 (5)0.003 (4)−0.004 (5)
C600.056 (5)0.063 (7)0.051 (5)−0.003 (5)0.005 (4)−0.014 (5)
C610.057 (5)0.053 (6)0.050 (5)−0.006 (4)0.022 (4)−0.002 (4)
C620.062 (6)0.059 (6)0.052 (5)−0.005 (4)0.029 (4)0.005 (4)
C630.061 (5)0.055 (6)0.056 (5)−0.006 (4)0.025 (4)0.012 (4)
C640.057 (5)0.048 (5)0.054 (5)−0.005 (4)0.021 (4)0.007 (4)
C650.048 (5)0.040 (5)0.050 (5)−0.002 (4)0.019 (4)0.005 (4)
C660.048 (5)0.039 (5)0.050 (5)−0.003 (4)0.019 (4)0.004 (4)
C670.056 (5)0.040 (5)0.055 (5)−0.005 (4)0.020 (4)0.000 (4)
C680.064 (6)0.042 (5)0.059 (5)−0.007 (4)0.018 (4)−0.009 (4)
C690.060 (5)0.046 (5)0.052 (5)−0.005 (4)0.019 (4)−0.006 (4)
C700.049 (5)0.040 (5)0.048 (5)−0.004 (4)0.017 (4)−0.001 (4)
C710.070 (6)0.049 (6)0.063 (6)−0.007 (4)0.022 (5)0.008 (4)
C720.071 (6)0.047 (6)0.065 (6)−0.009 (4)0.020 (5)0.000 (4)
Geometric parameters (Å, °) top
Tb1—O42.255 (5)C23—H230.9300
Tb1—O72.281 (5)C24—H24A0.9600
Tb1—O102.357 (5)C24—H24B0.9600
Tb1—O12.367 (5)C24—H24C0.9600
Tb1—O132.373 (5)C25—C261.481 (10)
Tb1—O142.469 (5)C26—C271.377 (10)
Tb1—N22.575 (6)C26—C311.398 (10)
Tb1—N12.624 (6)C27—C281.394 (11)
Tb2—O112.286 (5)C27—H270.9300
Tb2—O22.300 (5)C28—C291.365 (11)
Tb2—O52.357 (4)C28—H280.9300
Tb2—O82.381 (5)C29—C301.363 (11)
Tb2—O162.405 (5)C30—C311.364 (11)
Tb2—O172.460 (5)C30—H300.9300
Tb2—N32.582 (6)C31—H310.9300
Tb2—N42.610 (6)C32—H32A0.9600
N1—C491.329 (9)C32—H32B0.9600
N1—C531.360 (9)C32—H32C0.9600
N2—C581.327 (9)C33—C341.479 (10)
N2—C541.360 (9)C34—C391.369 (10)
N3—C611.336 (9)C34—C351.387 (10)
N3—C651.348 (9)C35—C361.368 (10)
N4—C701.317 (9)C35—H350.9300
N4—C661.360 (9)C36—C371.377 (10)
O1—C11.260 (8)C36—H360.9300
O2—C11.254 (8)C37—C381.359 (10)
O3—C51.378 (10)C38—C391.382 (11)
O3—C81.430 (12)C38—H380.9300
O4—C91.267 (8)C39—H390.9300
O5—C91.255 (8)C40—H40A0.9600
O6—C131.381 (8)C40—H40B0.9600
O6—C161.408 (10)C40—H40C0.9600
O7—C171.250 (8)C41—C421.497 (10)
O8—C171.255 (9)C42—C431.368 (10)
O9—C211.378 (10)C42—C471.383 (10)
O9—C241.412 (12)C43—C441.390 (10)
O10—C251.277 (8)C43—H430.9300
O11—C251.252 (8)C44—C451.363 (11)
O12—C291.366 (10)C44—H440.9300
O12—C321.415 (11)C45—C461.360 (11)
O13—C331.273 (9)C46—C471.372 (10)
O14—C331.260 (9)C46—H460.9300
O15—C371.353 (9)C47—H470.9300
O15—C401.430 (9)C48—H48A0.9600
O16—C411.264 (8)C48—H48B0.9600
O17—C411.261 (8)C48—H48C0.9600
O18—C451.376 (9)C49—C501.390 (10)
O18—C481.427 (11)C49—H490.9300
C1—C21.485 (10)C50—C511.356 (11)
C2—C71.380 (11)C50—H500.9300
C2—C31.381 (10)C51—C521.390 (11)
C3—C41.374 (11)C51—H510.9300
C3—H30.9300C52—C531.410 (10)
C4—C51.390 (12)C52—C591.434 (11)
C4—H40.9300C53—C541.422 (11)
C5—C61.342 (12)C54—C551.410 (10)
C6—C71.382 (11)C55—C561.394 (11)
C6—H60.9300C55—C601.437 (11)
C7—H70.9300C56—C571.347 (11)
C8—H8A0.9600C56—H560.9300
C8—H8B0.9600C57—C581.399 (10)
C8—H8C0.9600C57—H570.9300
C9—C101.489 (9)C58—H580.9300
C10—C151.377 (10)C59—C601.324 (11)
C10—C111.384 (10)C59—H590.9300
C11—C121.370 (9)C60—H600.9300
C11—H110.9300C61—C621.378 (10)
C12—C131.366 (10)C61—H610.9300
C12—H120.9300C62—C631.346 (11)
C13—C141.379 (10)C62—H620.9300
C14—C151.393 (10)C63—C641.410 (11)
C14—H140.9300C63—H630.9300
C15—H150.9300C64—C651.401 (10)
C16—H16A0.9600C64—C711.431 (11)
C16—H16B0.9600C65—C661.435 (10)
C16—H16C0.9600C66—C671.402 (10)
C17—C181.494 (10)C67—C681.406 (10)
C18—C191.372 (10)C67—C721.428 (11)
C18—C231.385 (11)C68—C691.354 (11)
C19—C201.391 (11)C68—H680.9300
C19—H190.9300C69—C701.383 (10)
C20—C211.381 (13)C69—H690.9300
C20—H200.9300C70—H700.9300
C21—C221.361 (12)C71—C721.338 (11)
C22—C231.368 (10)C71—H710.9300
C22—H220.9300C72—H720.9300
O4—Tb1—O7109.32 (18)C18—C23—H23118.7
O4—Tb1—O1077.66 (17)O9—C24—H24A109.5
O7—Tb1—O1079.12 (17)O9—C24—H24B109.5
O4—Tb1—O176.26 (17)H24A—C24—H24B109.5
O7—Tb1—O177.51 (18)O9—C24—H24C109.5
O10—Tb1—O1136.51 (17)H24A—C24—H24C109.5
O4—Tb1—O1392.76 (18)H24B—C24—H24C109.5
O7—Tb1—O13146.47 (18)O11—C25—O10123.8 (7)
O10—Tb1—O1381.51 (18)O11—C25—C26118.2 (7)
O1—Tb1—O13133.68 (18)O10—C25—C26117.9 (7)
O4—Tb1—O1478.98 (17)C27—C26—C31117.4 (7)
O7—Tb1—O14153.05 (18)C27—C26—C25120.7 (7)
O10—Tb1—O14127.78 (17)C31—C26—C25121.9 (7)
O1—Tb1—O1479.88 (18)C26—C27—C28120.9 (8)
O13—Tb1—O1453.80 (18)C26—C27—H27119.5
O4—Tb1—N2144.37 (19)C28—C27—H27119.5
O7—Tb1—N283.94 (18)C29—C28—C27120.0 (8)
O10—Tb1—N2137.97 (19)C29—C28—H28120.0
O1—Tb1—N274.66 (18)C27—C28—H28120.0
O13—Tb1—N292.62 (19)C30—C29—C28119.8 (8)
O14—Tb1—N276.05 (18)C30—C29—O12115.4 (8)
O4—Tb1—N1151.71 (19)C28—C29—O12124.8 (8)
O7—Tb1—N174.56 (18)C29—C30—C31120.6 (8)
O10—Tb1—N175.64 (18)C29—C30—H30119.7
O1—Tb1—N1130.75 (18)C31—C30—H30119.7
O13—Tb1—N174.27 (18)C30—C31—C26121.2 (8)
O14—Tb1—N1110.68 (18)C30—C31—H31119.4
N2—Tb1—N162.8 (2)C26—C31—H31119.4
O11—Tb2—O2114.01 (18)O12—C32—H32A109.5
O11—Tb2—O581.14 (17)O12—C32—H32B109.5
O2—Tb2—O578.68 (17)H32A—C32—H32B109.5
O11—Tb2—O876.29 (17)O12—C32—H32C109.5
O2—Tb2—O880.42 (17)H32A—C32—H32C109.5
O5—Tb2—O8139.48 (17)H32B—C32—H32C109.5
O11—Tb2—O16149.78 (17)O14—C33—O13119.9 (7)
O2—Tb2—O1683.65 (17)O14—C33—C34121.2 (7)
O5—Tb2—O1678.59 (17)O13—C33—C34118.8 (7)
O8—Tb2—O16132.73 (17)C39—C34—C35117.5 (7)
O11—Tb2—O17150.30 (17)C39—C34—C33121.4 (7)
O2—Tb2—O1778.26 (17)C35—C34—C33121.0 (7)
O5—Tb2—O17128.53 (17)C36—C35—C34120.8 (7)
O8—Tb2—O1779.59 (17)C36—C35—H35119.6
O16—Tb2—O1753.60 (16)C34—C35—H35119.6
O11—Tb2—N384.77 (19)C35—C36—C37121.1 (7)
O2—Tb2—N3142.89 (18)C35—C36—H36119.4
O5—Tb2—N3137.67 (18)C37—C36—H36119.4
O8—Tb2—N373.18 (18)O15—C37—C38124.9 (7)
O16—Tb2—N395.37 (18)O15—C37—C36116.7 (7)
O17—Tb2—N371.76 (18)C38—C37—C36118.4 (7)
O11—Tb2—N475.08 (18)C37—C38—C39120.7 (8)
O2—Tb2—N4150.43 (18)C37—C38—H38119.7
O5—Tb2—N475.02 (17)C39—C38—H38119.7
O8—Tb2—N4128.85 (18)C34—C39—C38121.5 (8)
O16—Tb2—N478.16 (18)C34—C39—H39119.3
O17—Tb2—N4108.14 (18)C38—C39—H39119.3
N3—Tb2—N462.80 (18)O15—C40—H40A109.5
C49—N1—C53117.6 (7)O15—C40—H40B109.5
C49—N1—Tb1123.0 (5)H40A—C40—H40B109.5
C53—N1—Tb1119.2 (5)O15—C40—H40C109.5
C58—N2—C54118.2 (7)H40A—C40—H40C109.5
C58—N2—Tb1120.8 (5)H40B—C40—H40C109.5
C54—N2—Tb1120.8 (5)O17—C41—O16120.6 (7)
C61—N3—C65117.0 (6)O17—C41—C42120.3 (7)
C61—N3—Tb2122.4 (5)O16—C41—C42119.0 (7)
C65—N3—Tb2120.1 (5)C43—C42—C47118.2 (7)
C70—N4—C66117.8 (6)C43—C42—C41120.6 (7)
C70—N4—Tb2123.9 (5)C47—C42—C41121.1 (7)
C66—N4—Tb2118.1 (5)C42—C43—C44120.7 (8)
C1—O1—Tb1130.2 (5)C42—C43—H43119.6
C1—O2—Tb2156.9 (5)C44—C43—H43119.6
C5—O3—C8116.8 (8)C45—C44—C43120.2 (8)
C9—O4—Tb1163.0 (5)C45—C44—H44119.9
C9—O5—Tb2127.3 (4)C43—C44—H44119.9
C13—O6—C16117.5 (7)C46—C45—C44119.4 (8)
C17—O7—Tb1161.1 (5)C46—C45—O18115.7 (8)
C17—O8—Tb2127.9 (5)C44—C45—O18124.8 (8)
C21—O9—C24118.4 (8)C45—C46—C47120.8 (8)
C25—O10—Tb1130.0 (5)C45—C46—H46119.6
C25—O11—Tb2157.2 (5)C47—C46—H46119.6
C29—O12—C32117.8 (8)C46—C47—C42120.6 (8)
C33—O13—Tb194.5 (5)C46—C47—H47119.7
C33—O14—Tb190.4 (5)C42—C47—H47119.7
C37—O15—C40118.2 (6)O18—C48—H48A109.5
C41—O16—Tb294.1 (4)O18—C48—H48B109.5
C41—O17—Tb291.6 (4)H48A—C48—H48B109.5
C45—O18—C48117.1 (7)O18—C48—H48C109.5
O2—C1—O1124.0 (7)H48A—C48—H48C109.5
O2—C1—C2117.7 (7)H48B—C48—H48C109.5
O1—C1—C2118.3 (7)N1—C49—C50124.2 (8)
C7—C2—C3117.6 (7)N1—C49—H49117.9
C7—C2—C1120.9 (7)C50—C49—H49117.9
C3—C2—C1121.4 (7)C51—C50—C49118.0 (9)
C4—C3—C2120.9 (8)C51—C50—H50121.0
C4—C3—H3119.5C49—C50—H50121.0
C2—C3—H3119.5C50—C51—C52120.7 (8)
C3—C4—C5119.9 (9)C50—C51—H51119.7
C3—C4—H4120.1C52—C51—H51119.7
C5—C4—H4120.1C51—C52—C53117.8 (7)
C6—C5—O3124.6 (9)C51—C52—C59124.0 (8)
C6—C5—C4119.9 (8)C53—C52—C59118.1 (8)
O3—C5—C4115.5 (9)N1—C53—C52121.7 (7)
C5—C6—C7120.1 (9)N1—C53—C54118.2 (7)
C5—C6—H6120.0C52—C53—C54120.1 (7)
C7—C6—H6120.0N2—C54—C55121.7 (7)
C2—C7—C6121.5 (8)N2—C54—C53118.3 (7)
C2—C7—H7119.2C55—C54—C53120.0 (7)
C6—C7—H7119.2C56—C55—C54117.3 (7)
O3—C8—H8A109.5C56—C55—C60124.3 (8)
O3—C8—H8B109.5C54—C55—C60118.4 (8)
H8A—C8—H8B109.5C57—C56—C55121.3 (8)
O3—C8—H8C109.5C57—C56—H56119.3
H8A—C8—H8C109.5C55—C56—H56119.3
H8B—C8—H8C109.5C56—C57—C58118.0 (8)
O5—C9—O4123.8 (7)C56—C57—H57121.0
O5—C9—C10119.4 (7)C58—C57—H57121.0
O4—C9—C10116.8 (7)N2—C58—C57123.5 (8)
C15—C10—C11118.4 (7)N2—C58—H58118.2
C15—C10—C9119.8 (7)C57—C58—H58118.2
C11—C10—C9121.8 (7)C60—C59—C52122.0 (8)
C12—C11—C10121.0 (7)C60—C59—H59119.0
C12—C11—H11119.5C52—C59—H59119.0
C10—C11—H11119.5C59—C60—C55121.4 (8)
C13—C12—C11119.9 (7)C59—C60—H60119.3
C13—C12—H12120.1C55—C60—H60119.3
C11—C12—H12120.1N3—C61—C62124.1 (8)
C12—C13—C14120.9 (7)N3—C61—H61117.9
C12—C13—O6114.7 (7)C62—C61—H61117.9
C14—C13—O6124.4 (7)C63—C62—C61118.9 (8)
C13—C14—C15118.5 (7)C63—C62—H62120.5
C13—C14—H14120.8C61—C62—H62120.5
C15—C14—H14120.8C62—C63—C64119.8 (7)
C10—C15—C14121.2 (7)C62—C63—H63120.1
C10—C15—H15119.4C64—C63—H63120.1
C14—C15—H15119.4C65—C64—C63117.3 (8)
O6—C16—H16A109.5C65—C64—C71119.0 (7)
O6—C16—H16B109.5C63—C64—C71123.6 (7)
H16A—C16—H16B109.5N3—C65—C64122.7 (7)
O6—C16—H16C109.5N3—C65—C66117.3 (6)
H16A—C16—H16C109.5C64—C65—C66119.9 (7)
H16B—C16—H16C109.5N4—C66—C67122.1 (7)
O7—C17—O8125.2 (7)N4—C66—C65118.7 (7)
O7—C17—C18116.8 (7)C67—C66—C65119.2 (7)
O8—C17—C18118.0 (7)C66—C67—C68117.3 (7)
C19—C18—C23117.4 (7)C66—C67—C72119.3 (7)
C19—C18—C17122.1 (7)C68—C67—C72123.3 (8)
C23—C18—C17120.4 (7)C69—C68—C67120.0 (8)
C18—C19—C20121.4 (8)C69—C68—H68120.0
C18—C19—H19119.3C67—C68—H68120.0
C20—C19—H19119.3C68—C69—C70118.6 (8)
C21—C20—C19118.5 (9)C68—C69—H69120.7
C21—C20—H20120.7C70—C69—H69120.7
C19—C20—H20120.7N4—C70—C69124.1 (7)
C22—C21—O9115.0 (9)N4—C70—H70117.9
C22—C21—C20121.3 (9)C69—C70—H70117.9
O9—C21—C20123.7 (9)C72—C71—C64121.1 (8)
C21—C22—C23118.5 (9)C72—C71—H71119.5
C21—C22—H22120.8C64—C71—H71119.5
C23—C22—H22120.8C71—C72—C67121.2 (8)
C22—C23—C18122.7 (8)C71—C72—H72119.4
C22—C23—H23118.7C67—C72—H72119.4
O4—Tb1—N1—C4912.7 (8)O4—C9—C10—C11−153.3 (7)
O7—Tb1—N1—C49−89.5 (6)C15—C10—C11—C12−1.4 (11)
O10—Tb1—N1—C49−7.1 (6)C9—C10—C11—C12179.0 (7)
O1—Tb1—N1—C49−147.2 (5)C10—C11—C12—C133.8 (12)
O13—Tb1—N1—C4978.0 (6)C11—C12—C13—C14−3.6 (12)
O14—Tb1—N1—C49118.3 (6)C11—C12—C13—O6177.5 (7)
N2—Tb1—N1—C49179.4 (6)C16—O6—C13—C12−170.2 (8)
O4—Tb1—N1—C53−173.6 (5)C16—O6—C13—C1411.0 (12)
O7—Tb1—N1—C5384.2 (5)C12—C13—C14—C151.1 (12)
O10—Tb1—N1—C53166.6 (5)O6—C13—C14—C15179.9 (7)
O1—Tb1—N1—C5326.5 (6)C11—C10—C15—C14−1.1 (11)
O13—Tb1—N1—C53−108.3 (5)C9—C10—C15—C14178.5 (7)
O14—Tb1—N1—C53−68.0 (5)C13—C14—C15—C101.3 (12)
N2—Tb1—N1—C53−6.9 (5)Tb1—O7—C17—O8−1(2)
O4—Tb1—N2—C58−9.1 (7)Tb1—O7—C17—C18177.3 (12)
O7—Tb1—N2—C58105.9 (6)Tb2—O8—C17—O7−10.4 (11)
O10—Tb1—N2—C58172.2 (5)Tb2—O8—C17—C18171.7 (5)
O1—Tb1—N2—C5827.2 (5)O7—C17—C18—C19169.3 (8)
O13—Tb1—N2—C58−107.5 (6)O8—C17—C18—C19−12.7 (12)
O14—Tb1—N2—C58−55.9 (5)O7—C17—C18—C23−13.5 (11)
N1—Tb1—N2—C58−178.4 (6)O8—C17—C18—C23164.5 (8)
O4—Tb1—N2—C54176.1 (5)C23—C18—C19—C20−2.5 (13)
O7—Tb1—N2—C54−68.9 (5)C17—C18—C19—C20174.7 (8)
O10—Tb1—N2—C54−2.6 (6)C18—C19—C20—C21−2.0 (15)
O1—Tb1—N2—C54−147.6 (5)C24—O9—C21—C22−165.6 (10)
O13—Tb1—N2—C5477.6 (5)C24—O9—C21—C2014.4 (16)
O14—Tb1—N2—C54129.3 (5)C19—C20—C21—C226.2 (16)
N1—Tb1—N2—C546.8 (5)C19—C20—C21—O9−173.9 (9)
O11—Tb2—N3—C61−110.7 (6)O9—C21—C22—C23174.4 (8)
O2—Tb2—N3—C6113.1 (7)C20—C21—C22—C23−5.7 (15)
O5—Tb2—N3—C61178.6 (5)C21—C22—C23—C180.9 (14)
O8—Tb2—N3—C61−33.4 (6)C19—C18—C23—C223.1 (13)
O16—Tb2—N3—C6199.7 (6)C17—C18—C23—C22−174.2 (8)
O17—Tb2—N3—C6150.9 (6)Tb2—O11—C25—O10−0.6 (18)
N4—Tb2—N3—C61173.4 (6)Tb2—O11—C25—C26−177.5 (9)
O11—Tb2—N3—C6561.2 (5)Tb1—O10—C25—O11−23.5 (10)
O2—Tb2—N3—C65−175.0 (5)Tb1—O10—C25—C26153.3 (5)
O5—Tb2—N3—C65−9.5 (7)O11—C25—C26—C2713.2 (11)
O8—Tb2—N3—C65138.5 (6)O10—C25—C26—C27−163.8 (7)
O16—Tb2—N3—C65−88.4 (5)O11—C25—C26—C31−168.6 (7)
O17—Tb2—N3—C65−137.2 (6)O10—C25—C26—C3114.4 (11)
N4—Tb2—N3—C65−14.7 (5)C31—C26—C27—C28−2.0 (12)
O11—Tb2—N4—C7096.3 (6)C25—C26—C27—C28176.3 (8)
O2—Tb2—N4—C70−16.2 (8)C26—C27—C28—C290.9 (14)
O5—Tb2—N4—C7011.7 (5)C27—C28—C29—C300.5 (14)
O8—Tb2—N4—C70154.4 (5)C27—C28—C29—O12−179.6 (8)
O16—Tb2—N4—C70−69.5 (6)C32—O12—C29—C30−172.4 (9)
O17—Tb2—N4—C70−114.5 (6)C32—O12—C29—C287.7 (14)
N3—Tb2—N4—C70−171.9 (6)C28—C29—C30—C31−0.7 (14)
O11—Tb2—N4—C66−78.0 (5)O12—C29—C30—C31179.5 (8)
O2—Tb2—N4—C66169.4 (5)C29—C30—C31—C26−0.5 (14)
O5—Tb2—N4—C66−162.6 (5)C27—C26—C31—C301.8 (12)
O8—Tb2—N4—C66−20.0 (6)C25—C26—C31—C30−176.4 (8)
O16—Tb2—N4—C66116.2 (5)Tb1—O14—C33—O1311.5 (8)
O17—Tb2—N4—C6671.1 (5)Tb1—O14—C33—C34−164.5 (7)
N3—Tb2—N4—C6613.7 (5)Tb1—O13—C33—O14−12.0 (8)
O4—Tb1—O1—C1−39.0 (6)Tb1—O13—C33—C34164.1 (6)
O7—Tb1—O1—C174.8 (6)O14—C33—C34—C39−168.5 (8)
O10—Tb1—O1—C115.7 (7)O13—C33—C34—C3915.5 (12)
O13—Tb1—O1—C1−119.5 (6)O14—C33—C34—C3514.9 (12)
O14—Tb1—O1—C1−120.0 (6)O13—C33—C34—C35−161.1 (8)
N2—Tb1—O1—C1161.8 (6)C39—C34—C35—C36−1.9 (13)
N1—Tb1—O1—C1131.4 (6)C33—C34—C35—C36174.8 (8)
O11—Tb2—O2—C1−2.2 (13)C34—C35—C36—C371.7 (13)
O5—Tb2—O2—C172.7 (12)C40—O15—C37—C38−1.9 (13)
O8—Tb2—O2—C1−72.4 (12)C40—O15—C37—C36177.9 (8)
O16—Tb2—O2—C1152.3 (12)C35—C36—C37—O15179.6 (8)
O17—Tb2—O2—C1−153.7 (13)C35—C36—C37—C38−0.6 (14)
N3—Tb2—O2—C1−117.2 (12)O15—C37—C38—C39179.5 (8)
N4—Tb2—O2—C1100.2 (12)C36—C37—C38—C39−0.3 (14)
O7—Tb1—O4—C918.8 (17)C35—C34—C39—C381.1 (13)
O10—Tb1—O4—C9−54.8 (17)C33—C34—C39—C38−175.6 (8)
O1—Tb1—O4—C990.1 (17)C37—C38—C39—C340.0 (14)
O13—Tb1—O4—C9−135.5 (17)Tb2—O17—C41—O16−1.8 (7)
O14—Tb1—O4—C9172.2 (17)Tb2—O17—C41—C42179.1 (6)
N2—Tb1—O4—C9126.1 (16)Tb2—O16—C41—O171.8 (8)
N1—Tb1—O4—C9−74.4 (18)Tb2—O16—C41—C42−179.0 (6)
O11—Tb2—O5—C970.3 (6)O17—C41—C42—C433.1 (12)
O2—Tb2—O5—C9−46.5 (6)O16—C41—C42—C43−176.1 (8)
O8—Tb2—O5—C913.8 (7)O17—C41—C42—C47−179.8 (7)
O16—Tb2—O5—C9−132.2 (6)O16—C41—C42—C471.0 (12)
O17—Tb2—O5—C9−111.4 (6)C47—C42—C43—C44−0.2 (13)
N3—Tb2—O5—C9142.4 (5)C41—C42—C43—C44177.0 (8)
N4—Tb2—O5—C9147.2 (6)C42—C43—C44—C450.1 (14)
O4—Tb1—O7—C174.2 (16)C43—C44—C45—C46−0.3 (14)
O10—Tb1—O7—C1776.9 (16)C43—C44—C45—O18−179.1 (9)
O1—Tb1—O7—C17−66.2 (16)C48—O18—C45—C46−171.1 (9)
O13—Tb1—O7—C17132.7 (15)C48—O18—C45—C447.7 (14)
O14—Tb1—O7—C17−99.8 (16)C44—C45—C46—C470.5 (15)
N2—Tb1—O7—C17−141.7 (16)O18—C45—C46—C47179.4 (8)
N1—Tb1—O7—C17154.8 (16)C45—C46—C47—C42−0.6 (14)
O11—Tb2—O8—C17−51.0 (6)C43—C42—C47—C460.4 (13)
O2—Tb2—O8—C1766.7 (6)C41—C42—C47—C46−176.8 (8)
O5—Tb2—O8—C177.0 (7)C53—N1—C49—C500.2 (12)
O16—Tb2—O8—C17138.8 (6)Tb1—N1—C49—C50174.0 (6)
O17—Tb2—O8—C17146.4 (6)N1—C49—C50—C51−1.3 (13)
N3—Tb2—O8—C17−139.6 (6)C49—C50—C51—C521.6 (13)
N4—Tb2—O8—C17−108.6 (6)C50—C51—C52—C53−1.1 (13)
O4—Tb1—O10—C2575.2 (6)C50—C51—C52—C59−179.8 (8)
O7—Tb1—O10—C25−37.6 (6)C49—N1—C53—C520.4 (11)
O1—Tb1—O10—C2520.9 (7)Tb1—N1—C53—C52−173.7 (6)
O13—Tb1—O10—C25169.9 (6)C49—N1—C53—C54−179.2 (7)
O14—Tb1—O10—C25140.5 (6)Tb1—N1—C53—C546.8 (9)
N2—Tb1—O10—C25−105.7 (6)C51—C52—C53—N10.0 (12)
N1—Tb1—O10—C25−114.3 (6)C59—C52—C53—N1178.8 (7)
O2—Tb2—O11—C2513.8 (13)C51—C52—C53—C54179.6 (7)
O5—Tb2—O11—C25−59.6 (12)C59—C52—C53—C54−1.6 (11)
O8—Tb2—O11—C2586.5 (13)C58—N2—C54—C55−2.7 (11)
O16—Tb2—O11—C25−107.8 (12)Tb1—N2—C54—C55172.3 (5)
O17—Tb2—O11—C25123.1 (12)C58—N2—C54—C53178.6 (7)
N3—Tb2—O11—C25160.5 (13)Tb1—N2—C54—C53−6.5 (9)
N4—Tb2—O11—C25−136.3 (13)N1—C53—C54—N2−0.3 (10)
O4—Tb1—O13—C33−67.6 (5)C52—C53—C54—N2−179.9 (7)
O7—Tb1—O13—C33160.1 (4)N1—C53—C54—C55−179.1 (7)
O10—Tb1—O13—C33−144.7 (5)C52—C53—C54—C551.3 (11)
O1—Tb1—O13—C335.9 (6)N2—C54—C55—C561.8 (11)
O14—Tb1—O13—C336.6 (4)C53—C54—C55—C56−179.5 (7)
N2—Tb1—O13—C3377.1 (5)N2—C54—C55—C60−179.8 (7)
N1—Tb1—O13—C33137.9 (5)C53—C54—C55—C60−1.0 (11)
O4—Tb1—O14—C3395.1 (5)C54—C55—C56—C57−0.3 (12)
O7—Tb1—O14—C33−153.7 (5)C60—C55—C56—C57−178.6 (8)
O10—Tb1—O14—C3330.4 (5)C55—C56—C57—C58−0.3 (12)
O1—Tb1—O14—C33172.9 (5)C54—N2—C58—C572.2 (11)
O13—Tb1—O14—C33−6.6 (4)Tb1—N2—C58—C57−172.8 (6)
N2—Tb1—O14—C33−110.5 (5)C56—C57—C58—N2−0.7 (12)
N1—Tb1—O14—C33−57.2 (5)C51—C52—C59—C60−179.5 (9)
O11—Tb2—O16—C41−152.4 (4)C53—C52—C59—C601.8 (13)
O2—Tb2—O16—C4179.1 (4)C52—C59—C60—C55−1.6 (14)
O5—Tb2—O16—C41158.8 (5)C56—C55—C60—C59179.6 (8)
O8—Tb2—O16—C418.4 (5)C54—C55—C60—C591.2 (13)
O17—Tb2—O16—C41−1.0 (4)C65—N3—C61—C62−1.9 (12)
N3—Tb2—O16—C41−63.6 (5)Tb2—N3—C61—C62170.2 (6)
N4—Tb2—O16—C41−124.4 (5)N3—C61—C62—C63−1.5 (13)
O11—Tb2—O17—C41151.9 (4)C61—C62—C63—C643.2 (13)
O2—Tb2—O17—C41−89.7 (4)C62—C63—C64—C65−1.6 (12)
O5—Tb2—O17—C41−24.7 (5)C62—C63—C64—C71175.4 (8)
O8—Tb2—O17—C41−172.0 (5)C61—N3—C65—C643.6 (11)
O16—Tb2—O17—C411.0 (4)Tb2—N3—C65—C64−168.8 (6)
N3—Tb2—O17—C41112.4 (5)C61—N3—C65—C66−173.0 (7)
N4—Tb2—O17—C4160.4 (5)Tb2—N3—C65—C6614.6 (9)
Tb2—O2—C1—O113.9 (18)C63—C64—C65—N3−1.9 (12)
Tb2—O2—C1—C2−165.7 (9)C71—C64—C65—N3−179.0 (7)
Tb1—O1—C1—O2−25.2 (11)C63—C64—C65—C66174.6 (7)
Tb1—O1—C1—C2154.4 (5)C71—C64—C65—C66−2.5 (12)
O2—C1—C2—C7−167.2 (7)C70—N4—C66—C67−3.5 (11)
O1—C1—C2—C713.2 (11)Tb2—N4—C66—C67171.2 (6)
O2—C1—C2—C316.0 (11)C70—N4—C66—C65172.5 (7)
O1—C1—C2—C3−163.6 (7)Tb2—N4—C66—C65−12.8 (9)
C7—C2—C3—C4−1.7 (12)N3—C65—C66—N4−0.9 (11)
C1—C2—C3—C4175.2 (7)C64—C65—C66—N4−177.6 (7)
C2—C3—C4—C50.5 (13)N3—C65—C66—C67175.2 (7)
C8—O3—C5—C6−4.2 (14)C64—C65—C66—C67−1.5 (11)
C8—O3—C5—C4174.3 (9)N4—C66—C67—C684.6 (12)
C3—C4—C5—C62.0 (14)C65—C66—C67—C68−171.4 (7)
C3—C4—C5—O3−176.6 (8)N4—C66—C67—C72−178.7 (7)
O3—C5—C6—C7175.2 (9)C65—C66—C67—C725.3 (12)
C4—C5—C6—C7−3.2 (15)C66—C67—C68—C69−1.8 (12)
C3—C2—C7—C60.4 (13)C72—C67—C68—C69−178.4 (8)
C1—C2—C7—C6−176.5 (8)C67—C68—C69—C70−1.7 (12)
C5—C6—C7—C22.1 (14)C66—N4—C70—C69−0.4 (11)
Tb2—O5—C9—O4−13.6 (10)Tb2—N4—C70—C69−174.8 (6)
Tb2—O5—C9—C10166.5 (5)C68—C69—C70—N43.0 (12)
Tb1—O4—C9—O5−10 (2)C65—C64—C71—C722.8 (13)
Tb1—O4—C9—C10169.5 (13)C63—C64—C71—C72−174.2 (8)
O5—C9—C10—C15−153.0 (7)C64—C71—C72—C671.1 (14)
O4—C9—C10—C1527.2 (10)C66—C67—C72—C71−5.2 (13)
O5—C9—C10—C1126.6 (11)C68—C67—C72—C71171.3 (8)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C32—H32B···O6i0.962.513.059 (13)116
C51—H51···O9ii0.932.413.317 (10)164
C56—H56···O15iii0.932.563.341 (9)143
C60—H60···O15iii0.932.483.280 (10)144
C69—H69···O16iv0.932.523.285 (9)139
Symmetry codes: (i) x, −y+5/2, z−1/2; (ii) −x, −y+2, −z; (iii) x, −y+3/2, z−1/2; (iv) −x+1, −y+2, −z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C32—H32B···O6i0.962.513.059 (13)116
C51—H51···O9ii0.932.413.317 (10)164
C56—H56···O15iii0.932.563.341 (9)143
C60—H60···O15iii0.932.483.280 (10)144
C69—H69···O16iv0.932.523.285 (9)139
Symmetry codes: (i) x, −y+5/2, z−1/2; (ii) −x, −y+2, −z; (iii) x, −y+3/2, z−1/2; (iv) −x+1, −y+2, −z+1.
Acknowledgements top

The authors acknowledge financial support by the Educational Natural Science Foundation of Beijing, China (grant No. KM200710005029) and the Natural Science Foundation of Hengshui, China (grant No. 060701z).

references
References top

Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Guo, X. D., Zhu, G. S., Fang, Q. R., Xue, M., Tian, G., Sun, J. Y., Li, X. T. & Qiu, S. L. (2005). Inorg. Chem. 44, 3850–3855.

Liu, W. S., Jiao, T. Q., Li, Y. Z., Liu, Q. Z., Tan, M. Y., Wang, H. & Wang, L. F. (2004). J. Am. Chem. Soc. 126, 2280–2281.

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

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

Wang, S.-P., Gao, Z.-H., Xu, L.-J. & Wang, R.-F. (2006). Acta Cryst. E62, m1853–m1855.

Zhang, Z. H., Okamura, T., Hasegawa, Y., Kawaguchi, H., Kong, L. Y., Sun, W. Y. & Ueyama, N. (2005). Inorg. Chem. 44, 6219–6227.