Poly[(μ4-benzene-1,3,5-tricarboxyl­ato)bis­(N,N-dimethyl­acetamide)­terbium(III)]

Liu, K.

doi:10.1107/S1600536812010264

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 4| April 2012| Page m415

doi:10.1107/S1600536812010264

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Poly[(μ₄-benzene-1,3,5-tricarboxylato)bis(N,N-dimethylacetamide)terbium(III)]

Kun Liu ^a ^*

^aThe Department of Physics-Chemistry, Henan Polytechnic University, Jiaozuo 454000, People's Republic of China
^*Correspondence e-mail: lk@hpu.edu.cn

(Received 23 February 2012; accepted 8 March 2012; online 14 March 2012)

The title compound, [Tb(C₉H₃O₆)(C₄H₉NO)₂], shows a rare-earth three-dimensional metal-organic framework structure. In this complex of an eight-coordinated Tb³⁺ ion, the asymmetric unit contains one benzene-1,3,5-tricarboxylic ligand and two coordinated dimethylacetamide molecules. Each Tb³⁺ ion is coordinated by six O atoms from four carboxylate groups of the benzene-1,3,5-tricarboxylic ligands and two O atoms from two terminal dimethylacetamide molecules.

Related literature

For metal-organic framework compounds with adsorption, catalytic and fluorescence properties, see: Sun et al. (2006 ); Ravon et al. (2008 ); Allendorf et al. (2009 ). For isotypic rare earth complexes, see: Thirumurugan & Natarajan (2004 ) and for rare earth coordination polymers, see: Guo et al. (2006 ).

Experimental

Crystal data

[Tb(C₉H₃O₆)(C₄H₉NO)₂]
M_r = 540.28
Monoclinic, P 2₁ /n
a = 10.8924 (6) Å
b = 16.7740 (9) Å
c = 10.9631 (6) Å
β = 102.254 (1)°
V = 1957.42 (18) Å³
Z = 4
Mo Kα radiation
μ = 3.66 mm⁻¹
T = 273 K
0.60 × 0.40 × 0.40 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a ) T_min = 0.218, T_max = 0.322
10235 measured reflections
3433 independent reflections
2385 reflections with I > 2σ(I)
R_int = 0.055

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.066
S = 0.89
3433 reflections
259 parameters
24 restraints
H-atom parameters constrained
Δρ_max = 1.52 e Å⁻³
Δρ_min = −0.79 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b); molecular graphics: SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812010264/go2045sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812010264/go2045Isup2.hkl

checkCIF report

Comment top

Metal-organic framework design and construction is currently a flourishing field of research owing to the intriguing molecular topologies and the potentially exploitable adsorption (Sun et al., 2006), catalytic (Ravon et al., 2008) and fluorescence (Allendorf et al., 2009) properties of these types of compounds. As functional metal centers, rare earth metals are attracting more attention from synthetic chemists for their unusual coordination properties and special chemical characteristics arising from interactions with the 4f electrons and the propensity to form isostructural complexes (Thirumurugan et al., 2004). Many coordination polymers utilizing the rare earth elements have been synthesized (Guo et al., 2006). The title compound shows a rare-earth three-dimensional metal-organic framework structure. In this complex of an eight-coordinated Tb³⁺ ion, the asymmetric unit contains one benzene-1,3,5-tricarboxylic ligand and two coordinated dimethylacetamide molecules.

Each Tb³⁺ is coordinated with six oxygen atoms from four carboxylate groups of the benzene-1,3,5-tricarboxylic ligands and two oxygen atoms from two terminal dimethylacetamide molecules, (Figure 1).

Related literature top

For metal-organic framework compounds with adsorption, catalytic and fluorescence properties, see: Sun et al. (2006); Ravon et al. (2008); Allendorf et al. (2009). For isotypic rare earth complexes, see: Thirumurugan & Natarajan (2004) and for rare earth coordination polymers, see: Guo et al. (2006).

Experimental top

All reagents were of analytical grade. A mixture of terbium nitrate (40 mg, 0.10 mmol) and benzene-1,3,5-tricarboxylate acid (10 mg, 0.05 mmol) was dissolved in N,N'-dimethylacetamide (25 ml) at room temperature. This mixture was placed at 60 °C for 3 days giving rise to colourless rod crystals.

Structure description top

For metal-organic framework compounds with adsorption, catalytic and fluorescence properties, see: Sun et al. (2006); Ravon et al. (2008); Allendorf et al. (2009). For isotypic rare earth complexes, see: Thirumurugan & Natarajan (2004) and for rare earth coordination polymers, see: Guo et al. (2006).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b); molecular graphics: SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXTL (Sheldrick, 2008b).

Figures top

Fig. 1. Coordination environment of Tb in the complex with hydrogen atoms removed for the clarity. Displacement ellipsoids are drawn at the 30% probability level.

Poly[(µ₄-benzene-1,3,5-tricarboxylato)bis(N,N- dimethylacetamide)terbium(III)] top

Crystal data top

[Tb(C₉H₃O₆)(C₄H₉NO)₂]	F(000) = 1064
M_r = 540.28	D_x = 1.833 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 10.8924 (6) Å	Cell parameters from 2246 reflections
b = 16.7740 (9) Å	θ = 2.3–22.4°
c = 10.9631 (6) Å	µ = 3.66 mm⁻¹
β = 102.254 (1)°	T = 273 K
V = 1957.42 (18) Å³	Rod, colourless
Z = 4	0.60 × 0.40 × 0.40 mm

Data collection top

Bruker APEXII CCD diffractometer	3433 independent reflections
Radiation source: fine-focus sealed tube	2385 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.055
Detector resolution: 8.33 pixels mm^-1	θ_max = 25.0°, θ_min = 2.3°
phi and ω scans	h = −12→12
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a)	k = −17→19
T_min = 0.218, T_max = 0.322	l = −13→13
10235 measured reflections

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.066	H-atom parameters constrained
S = 0.89	w = 1/[σ²(F_o²) + (0.0188P)²] where P = (F_o² + 2F_c²)/3
3433 reflections	(Δ/σ)_max = 0.002
259 parameters	Δρ_max = 1.52 e Å⁻³
24 restraints	Δρ_min = −0.79 e Å⁻³

Crystal data top

[Tb(C₉H₃O₆)(C₄H₉NO)₂]	V = 1957.42 (18) Å³
M_r = 540.28	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.8924 (6) Å	µ = 3.66 mm⁻¹
b = 16.7740 (9) Å	T = 273 K
c = 10.9631 (6) Å	0.60 × 0.40 × 0.40 mm
β = 102.254 (1)°

Data collection top

Bruker APEXII CCD diffractometer	3433 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a)	2385 reflections with I > 2σ(I)
T_min = 0.218, T_max = 0.322	R_int = 0.055
10235 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	24 restraints
wR(F²) = 0.066	H-atom parameters constrained
S = 0.89	Δρ_max = 1.52 e Å⁻³
3433 reflections	Δρ_min = −0.79 e Å⁻³
259 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
Tb1	0.65099 (3)	0.112365 (17)	−0.08321 (3)	0.02780 (11)
C1	0.6570 (6)	0.2120 (4)	0.1214 (6)	0.0390 (17)
C2	0.6452 (6)	0.2784 (4)	0.2122 (6)	0.0344 (16)
C3	0.7451 (6)	0.3279 (3)	0.2632 (6)	0.0337 (16)
H3	0.8227	0.3194	0.2428	0.040*
C4	0.7325 (5)	0.3896 (4)	0.3438 (5)	0.0283 (14)
C5	0.6154 (5)	0.4017 (3)	0.3746 (5)	0.0326 (16)
H5	0.6065	0.4423	0.4298	0.039*
C6	0.5112 (6)	0.3539 (4)	0.3241 (6)	0.0324 (16)
C7	0.5287 (6)	0.2932 (4)	0.2434 (6)	0.0372 (17)
H7	0.4607	0.2610	0.2087	0.045*
C8	0.8415 (6)	0.4454 (4)	0.3953 (6)	0.0311 (15)
C9	0.3875 (6)	0.3652 (4)	0.3574 (6)	0.0303 (16)
C10	0.5469 (7)	0.2846 (5)	−0.2411 (8)	0.062 (2)
C11	0.5890 (9)	0.2864 (5)	−0.3628 (8)	0.097 (3)
H11A	0.6323	0.2377	−0.3727	0.145*
H11B	0.6446	0.3307	−0.3633	0.145*
H11C	0.5172	0.2918	−0.4302	0.145*
C12	0.4520 (11)	0.3475 (6)	−0.0923 (11)	0.138 (5)
H12A	0.4480	0.2935	−0.0647	0.208*
H12B	0.3688	0.3694	−0.1135	0.208*
H12C	0.5023	0.3786	−0.0267	0.208*
C13	0.4954 (11)	0.4249 (6)	−0.2661 (10)	0.131 (4)
H13A	0.5156	0.4176	−0.3464	0.196*
H13B	0.5519	0.4630	−0.2189	0.196*
H13C	0.4107	0.4440	−0.2767	0.196*
C14	0.6376 (9)	−0.0207 (8)	−0.3242 (9)	0.094 (4)
C15	0.5893 (11)	−0.0955 (5)	−0.2590 (11)	0.131 (5)
H15A	0.6059	−0.1434	−0.3006	0.197*
H15B	0.5005	−0.0907	−0.2640	0.197*
H15C	0.6321	−0.0977	−0.1730	0.197*
C16	0.6552 (11)	−0.1129 (6)	−0.4926 (10)	0.140 (5)
H16A	0.6042	−0.1519	−0.4627	0.211*
H16B	0.7388	−0.1334	−0.4849	0.211*
H16C	0.6200	−0.1013	−0.5787	0.211*
C17	0.7101 (10)	0.0352 (7)	−0.4836 (10)	0.141 (5)
H17A	0.6452	0.0544	−0.5505	0.211*
H17B	0.7820	0.0201	−0.5159	0.211*
H17C	0.7332	0.0764	−0.4224	0.211*
N1	0.5073 (8)	0.3492 (5)	−0.1998 (8)	0.091 (2)
N2	0.6593 (8)	−0.0410 (5)	−0.4200 (8)	0.098 (3)
O1	0.7562 (4)	0.2041 (3)	0.0827 (4)	0.0467 (13)
O2	0.5632 (4)	0.1690 (3)	0.0810 (4)	0.0504 (13)
O3	0.3021 (4)	0.3156 (2)	0.3202 (4)	0.0395 (12)
O4	0.3703 (4)	0.4242 (2)	0.4224 (4)	0.0410 (12)
O5	0.8182 (4)	0.5022 (2)	0.4600 (4)	0.0447 (12)
O6	0.9428 (4)	0.4319 (2)	0.3650 (4)	0.0344 (11)
O7	0.5483 (4)	0.2215 (3)	−0.1834 (5)	0.0544 (14)
O8	0.6406 (5)	0.0438 (3)	−0.2719 (5)	0.0551 (14)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Tb1	0.01970 (16)	0.02548 (17)	0.04074 (19)	0.00104 (17)	0.01207 (13)	0.00197 (17)
C1	0.034 (4)	0.037 (4)	0.049 (5)	−0.005 (3)	0.016 (4)	−0.011 (3)
C2	0.026 (4)	0.033 (4)	0.046 (4)	−0.007 (3)	0.011 (3)	−0.009 (3)
C3	0.023 (4)	0.031 (4)	0.052 (4)	0.000 (3)	0.020 (3)	−0.007 (3)
C4	0.022 (3)	0.028 (3)	0.036 (4)	0.000 (3)	0.007 (3)	−0.003 (3)
C5	0.030 (4)	0.033 (4)	0.038 (4)	0.001 (3)	0.015 (3)	−0.006 (3)
C6	0.029 (4)	0.033 (4)	0.039 (4)	−0.006 (3)	0.016 (3)	−0.007 (3)
C7	0.028 (4)	0.034 (4)	0.049 (4)	−0.009 (3)	0.009 (3)	−0.007 (3)
C8	0.023 (4)	0.035 (4)	0.036 (4)	0.002 (3)	0.009 (3)	0.001 (3)
C9	0.025 (4)	0.029 (4)	0.040 (4)	0.003 (3)	0.013 (3)	−0.003 (3)
C10	0.036 (5)	0.059 (6)	0.078 (7)	0.003 (4)	−0.014 (5)	−0.001 (5)
C11	0.092 (8)	0.111 (8)	0.079 (7)	0.000 (6)	−0.002 (6)	0.046 (6)
C12	0.152 (12)	0.108 (9)	0.145 (11)	0.077 (8)	0.008 (10)	−0.025 (8)
C13	0.145 (6)	0.109 (5)	0.126 (6)	−0.013 (4)	0.001 (4)	0.011 (4)
C14	0.058 (6)	0.152 (10)	0.068 (7)	0.016 (7)	0.005 (6)	−0.041 (7)
C15	0.163 (13)	0.065 (8)	0.179 (12)	−0.028 (7)	0.066 (10)	0.019 (7)
C16	0.156 (12)	0.139 (10)	0.125 (9)	0.008 (9)	0.027 (9)	−0.099 (8)
C17	0.126 (11)	0.195 (13)	0.117 (10)	−0.008 (9)	0.058 (9)	0.065 (9)
N1	0.099 (5)	0.066 (4)	0.095 (4)	0.008 (4)	−0.011 (4)	0.006 (4)
N2	0.093 (5)	0.103 (5)	0.094 (4)	0.015 (4)	0.013 (4)	−0.025 (4)
O1	0.025 (3)	0.058 (3)	0.062 (3)	−0.006 (2)	0.021 (3)	−0.025 (2)
O2	0.041 (3)	0.053 (3)	0.063 (3)	−0.018 (3)	0.025 (3)	−0.029 (3)
O3	0.026 (3)	0.036 (3)	0.061 (3)	−0.008 (2)	0.019 (2)	−0.016 (2)
O4	0.024 (3)	0.040 (3)	0.064 (3)	−0.004 (2)	0.022 (2)	−0.014 (2)
O5	0.026 (3)	0.041 (3)	0.068 (3)	−0.009 (2)	0.014 (3)	−0.028 (2)
O6	0.018 (2)	0.032 (3)	0.054 (3)	0.003 (2)	0.010 (2)	−0.006 (2)
O7	0.034 (3)	0.037 (3)	0.095 (4)	0.007 (2)	0.020 (3)	0.032 (3)
O8	0.055 (3)	0.054 (3)	0.062 (4)	−0.014 (3)	0.024 (3)	−0.026 (3)

Geometric parameters (Å, º) top

Tb1—O5ⁱ	2.271 (4)	C11—H11A	0.9600
Tb1—O7	2.299 (4)	C11—H11B	0.9600
Tb1—O6ⁱⁱ	2.339 (4)	C11—H11C	0.9600
Tb1—O8	2.348 (5)	C12—N1	1.433 (11)
Tb1—O2	2.406 (4)	C12—H12A	0.9600
Tb1—O4ⁱⁱⁱ	2.454 (4)	C12—H12B	0.9600
Tb1—O3ⁱⁱⁱ	2.456 (4)	C12—H12C	0.9600
Tb1—O1	2.471 (4)	C13—N1	1.454 (10)
C1—O1	1.248 (7)	C13—H13A	0.9600
C1—O2	1.253 (7)	C13—H13B	0.9600
C1—C2	1.517 (8)	C13—H13C	0.9600
C2—C3	1.388 (8)	C14—N2	1.175 (10)
C2—C7	1.405 (8)	C14—O8	1.221 (11)
C3—C4	1.387 (7)	C14—C15	1.589 (13)
C3—H3	0.9300	C15—H15A	0.9600
C4—C5	1.402 (7)	C15—H15B	0.9600
C4—C8	1.523 (8)	C15—H15C	0.9600
C5—C6	1.403 (8)	C16—N2	1.440 (10)
C5—H5	0.9300	C16—H16A	0.9600
C6—C7	1.389 (8)	C16—H16B	0.9600
C6—C9	1.481 (8)	C16—H16C	0.9600
C7—H7	0.9300	C17—N2	1.609 (11)
C8—O6	1.238 (6)	C17—H17A	0.9600
C8—O5	1.246 (6)	C17—H17B	0.9600
C9—O3	1.250 (7)	C17—H17C	0.9600
C9—O4	1.257 (6)	O3—Tb1^iv	2.456 (4)
C10—O7	1.232 (9)	O4—Tb1^iv	2.454 (4)
C10—N1	1.285 (10)	O5—Tb1^v	2.271 (4)
C10—C11	1.500 (11)	O6—Tb1^vi	2.338 (4)

O5ⁱ—Tb1—O7	158.01 (15)	C6—C9—Tb1^iv	179.1 (5)
O5ⁱ—Tb1—O6ⁱⁱ	84.24 (14)	O7—C10—N1	120.8 (9)
O7—Tb1—O6ⁱⁱ	77.77 (15)	O7—C10—C11	120.1 (8)
O5ⁱ—Tb1—O8	95.69 (17)	N1—C10—C11	119.1 (9)
O7—Tb1—O8	92.37 (18)	C10—C11—H11A	109.5
O6ⁱⁱ—Tb1—O8	76.59 (15)	C10—C11—H11B	109.5
O5ⁱ—Tb1—O2	84.73 (16)	H11A—C11—H11B	109.5
O7—Tb1—O2	79.21 (17)	C10—C11—H11C	109.5
O6ⁱⁱ—Tb1—O2	77.74 (14)	H11A—C11—H11C	109.5
O8—Tb1—O2	154.14 (16)	H11B—C11—H11C	109.5
O5ⁱ—Tb1—O4ⁱⁱⁱ	76.21 (14)	N1—C12—H12A	109.5
O7—Tb1—O4ⁱⁱⁱ	125.67 (15)	N1—C12—H12B	109.5
O6ⁱⁱ—Tb1—O4ⁱⁱⁱ	144.63 (14)	H12A—C12—H12B	109.5
O8—Tb1—O4ⁱⁱⁱ	76.37 (16)	N1—C12—H12C	109.5
O2—Tb1—O4ⁱⁱⁱ	128.27 (16)	H12A—C12—H12C	109.5
O5ⁱ—Tb1—O3ⁱⁱⁱ	128.97 (14)	H12B—C12—H12C	109.5
O7—Tb1—O3ⁱⁱⁱ	72.82 (14)	N1—C13—H13A	109.5
O6ⁱⁱ—Tb1—O3ⁱⁱⁱ	139.07 (14)	N1—C13—H13B	109.5
O8—Tb1—O3ⁱⁱⁱ	76.85 (15)	H13A—C13—H13B	109.5
O2—Tb1—O3ⁱⁱⁱ	122.52 (15)	N1—C13—H13C	109.5
O4ⁱⁱⁱ—Tb1—O3ⁱⁱⁱ	52.85 (13)	H13A—C13—H13C	109.5
O5ⁱ—Tb1—O1	94.68 (16)	H13B—C13—H13C	109.5
O7—Tb1—O1	87.62 (17)	N2—C14—O8	133.4 (13)
O6ⁱⁱ—Tb1—O1	130.58 (13)	N2—C14—C15	108.7 (11)
O8—Tb1—O1	151.84 (15)	O8—C14—C15	117.8 (9)
O2—Tb1—O1	53.07 (14)	C14—C15—H15A	109.5
O4ⁱⁱⁱ—Tb1—O1	80.81 (14)	C14—C15—H15B	109.5
O3ⁱⁱⁱ—Tb1—O1	76.26 (14)	H15A—C15—H15B	109.5
O1—C1—O2	121.3 (6)	C14—C15—H15C	109.5
O1—C1—C2	120.0 (6)	H15A—C15—H15C	109.5
O2—C1—C2	118.5 (6)	H15B—C15—H15C	109.5
C3—C2—C7	117.8 (6)	N2—C16—H16A	109.5
C3—C2—C1	122.3 (5)	N2—C16—H16B	109.5
C7—C2—C1	119.8 (6)	H16A—C16—H16B	109.5
C4—C3—C2	121.9 (5)	N2—C16—H16C	109.5
C4—C3—H3	119.1	H16A—C16—H16C	109.5
C2—C3—H3	119.1	H16B—C16—H16C	109.5
C3—C4—C5	118.7 (6)	N2—C17—H17A	109.5
C3—C4—C8	121.3 (5)	N2—C17—H17B	109.5
C5—C4—C8	120.0 (5)	H17A—C17—H17B	109.5
C4—C5—C6	121.5 (5)	N2—C17—H17C	109.5
C4—C5—H5	119.2	H17A—C17—H17C	109.5
C6—C5—H5	119.2	H17B—C17—H17C	109.5
C7—C6—C5	117.5 (5)	C10—N1—C12	120.3 (9)
C7—C6—C9	120.4 (6)	C10—N1—C13	124.1 (10)
C5—C6—C9	122.1 (5)	C12—N1—C13	114.8 (9)
C6—C7—C2	122.6 (6)	C14—N2—C16	138.5 (11)
C6—C7—H7	118.7	C14—N2—C17	108.0 (10)
C2—C7—H7	118.7	C16—N2—C17	113.5 (9)
O6—C8—O5	126.4 (6)	C1—O1—Tb1	90.9 (4)
O6—C8—C4	117.2 (6)	C1—O2—Tb1	93.8 (4)
O5—C8—C4	116.3 (5)	C9—O3—Tb1^iv	93.0 (3)
O3—C9—O4	121.3 (5)	C9—O4—Tb1^iv	92.9 (4)
O3—C9—C6	119.2 (5)	C8—O5—Tb1^v	159.8 (4)
O4—C9—C6	119.5 (6)	C8—O6—Tb1^vi	150.0 (4)
O3—C9—Tb1^iv	60.7 (3)	C10—O7—Tb1	151.8 (5)
O4—C9—Tb1^iv	60.6 (3)	C14—O8—Tb1	147.0 (7)

O1—C1—C2—C3	−5.5 (11)	O2—Tb1—O1—C1	−5.1 (4)
O2—C1—C2—C3	178.8 (7)	O4ⁱⁱⁱ—Tb1—O1—C1	−160.2 (4)
O1—C1—C2—C7	172.2 (6)	O3ⁱⁱⁱ—Tb1—O1—C1	146.0 (4)
O2—C1—C2—C7	−3.6 (10)	O1—C1—O2—Tb1	−9.5 (8)
C7—C2—C3—C4	0.7 (10)	C2—C1—O2—Tb1	166.2 (5)
C1—C2—C3—C4	178.4 (6)	O5ⁱ—Tb1—O2—C1	105.0 (5)
C2—C3—C4—C5	0.3 (9)	O7—Tb1—O2—C1	−90.1 (5)
C2—C3—C4—C8	−177.6 (6)	O6ⁱⁱ—Tb1—O2—C1	−169.7 (5)
C3—C4—C5—C6	−1.2 (9)	O8—Tb1—O2—C1	−162.8 (4)
C8—C4—C5—C6	176.8 (6)	O4ⁱⁱⁱ—Tb1—O2—C1	37.2 (5)
C4—C5—C6—C7	0.8 (9)	O3ⁱⁱⁱ—Tb1—O2—C1	−28.6 (5)
C4—C5—C6—C9	179.0 (6)	O1—Tb1—O2—C1	5.1 (4)
C5—C6—C7—C2	0.3 (10)	O4—C9—O3—Tb1^iv	1.1 (6)
C9—C6—C7—C2	−177.9 (6)	C6—C9—O3—Tb1^iv	−179.0 (5)
C3—C2—C7—C6	−1.1 (10)	O3—C9—O4—Tb1^iv	−1.1 (6)
C1—C2—C7—C6	−178.8 (6)	C6—C9—O4—Tb1^iv	179.0 (5)
C3—C4—C8—O6	−2.1 (9)	O6—C8—O5—Tb1^v	−6.1 (17)
C5—C4—C8—O6	180.0 (5)	C4—C8—O5—Tb1^v	177.0 (9)
C3—C4—C8—O5	175.2 (6)	O5—C8—O6—Tb1^vi	74.9 (11)
C5—C4—C8—O5	−2.7 (9)	C4—C8—O6—Tb1^vi	−108.2 (8)
C7—C6—C9—O3	5.8 (9)	N1—C10—O7—Tb1	−122.4 (11)
C5—C6—C9—O3	−172.3 (6)	C11—C10—O7—Tb1	59.0 (15)
C7—C6—C9—O4	−174.3 (6)	O5ⁱ—Tb1—O7—C10	165.9 (11)
C5—C6—C9—O4	7.6 (9)	O6ⁱⁱ—Tb1—O7—C10	−158.3 (12)
O7—C10—N1—C12	−6.3 (13)	O8—Tb1—O7—C10	−82.5 (12)
C11—C10—N1—C12	172.2 (9)	O2—Tb1—O7—C10	122.1 (12)
O7—C10—N1—C13	−176.0 (8)	O4ⁱⁱⁱ—Tb1—O7—C10	−7.6 (13)
C11—C10—N1—C13	2.6 (14)	O3ⁱⁱⁱ—Tb1—O7—C10	−7.1 (12)
O8—C14—N2—C16	−177.2 (11)	O1—Tb1—O7—C10	69.3 (12)
C15—C14—N2—C16	−0.4 (18)	N2—C14—O8—Tb1	−160.2 (9)
O8—C14—N2—C17	4.1 (17)	C15—C14—O8—Tb1	23.3 (16)
C15—C14—N2—C17	−179.2 (8)	O5ⁱ—Tb1—O8—C14	6.7 (11)
O2—C1—O1—Tb1	9.3 (7)	O7—Tb1—O8—C14	−152.8 (11)
C2—C1—O1—Tb1	−166.4 (6)	O6ⁱⁱ—Tb1—O8—C14	−76.0 (11)
O5ⁱ—Tb1—O1—C1	−85.0 (4)	O2—Tb1—O8—C14	−83.0 (12)
O7—Tb1—O1—C1	73.1 (4)	O4ⁱⁱⁱ—Tb1—O8—C14	81.0 (11)
O6ⁱⁱ—Tb1—O1—C1	1.5 (5)	O3ⁱⁱⁱ—Tb1—O8—C14	135.4 (11)
O8—Tb1—O1—C1	163.7 (4)	O1—Tb1—O8—C14	117.8 (10)

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

Experimental details

Crystal data
Chemical formula	[Tb(C₉H₃O₆)(C₄H₉NO)₂]
M_r	540.28
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	273
a, b, c (Å)	10.8924 (6), 16.7740 (9), 10.9631 (6)
β (°)	102.254 (1)
V (Å³)	1957.42 (18)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	3.66
Crystal size (mm)	0.60 × 0.40 × 0.40

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 2008a)
T_min, T_max	0.218, 0.322
No. of measured, independent and observed [I > 2σ(I)] reflections	10235, 3433, 2385
R_int	0.055
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.066, 0.89
No. of reflections	3433
No. of parameters	259
No. of restraints	24
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.52, −0.79

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008b), SHELXL97 (Sheldrick, 2008b), SHELXTL (Sheldrick, 2008b).

Acknowledgements

We thank the Open Research Fund of the State Key Laboratory of Inorganic Synthesis and Preparative Chemistry (No. 2011–08) and the Doctoral Fund of Henan Polytechnic University (No. B2011–030).

References

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