metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

Tetra­kis(μ2-3,4-di­meth­oxy­phenyl­acetato)-κ3O,O′:O′;κ3O:O:O′;κ2O:O′;κ2O:O′-bis­­[(3,4-di­meth­oxy­phenyl­acetato-κ2O,O′)(1,10-phenanthroline-κ2N,N)thulium(III)]

aZhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Institute of Physical Chemistry, Zhejiang Normal University, Jinhua, Zhejiang 321004, People's Republic of China, and College of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004, Zhejiang, People's Republic of China
*Correspondence e-mail: sky53@zjnu.cn

(Received 13 November 2009; accepted 29 November 2009; online 4 December 2009)

In the title centrosymmetric dinuclear complex, [Tm2(C10H11O4)6(C12H8N2)2], the unique TmIII ion is coordin­ated by five 3,4-dimethoxy­phenyl­acetate (DMPA) ligands and and a bis-chelating 1,10-phenanthroline (phen) ligand via seven O atoms and two N atoms, forming a distorted tricapped trigonal-prismatic environment. The DMPA ligands coordin­ate in the bis-chelate, bridging and bridging tridentate modes.

Related literature

For background to the importance of coordination in magnetism, see: Yao et al. (2008[Yao, Y.-L., Che, Y.-X. & Zheng, J.-M. (2008). Cryst. Growth Des. 8, 2299-2306.]); Fang & Zhang (2006[Fang, R.-Q. & Zhang, X.-M. (2006). Inorg. Chem. 45, 4801-4810.]); Li et al. 2008[Li, H.-Q., Xian, H.-D., Liu, J.-F. & Zhao, G.-L. (2008). Acta Cryst. E64, m1593-m1594.]); Wang & Sevov (2008[Wang, X.-X. & Sevov, S. (2008). Inorg. Chem. 47, 1037-1043.]). For a related structure, see: Wang et al. (2008[Wang, G.-M., Duan, C.-S., Liu, H.-L. & Li, H. (2008). Acta Cryst. E64, m468-m469.]).

[Scheme 1]

Experimental

Crystal data
  • [Tm2(C10H11O4)6(C12H8N2)2]

  • Mr = 1869.40

  • Triclinic, [P \overline 1]

  • a = 12.3025 (1) Å

  • b = 12.3483 (2) Å

  • c = 14.5883 (2) Å

  • α = 91.457 (1)°

  • β = 103.403 (1)°

  • γ = 114.406 (1)°

  • V = 1944.71 (4) Å3

  • Z = 1

  • Mo Kα radiation

  • μ = 2.35 mm−1

  • T = 296 K

  • 0.35 × 0.11 × 0.10 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.747, Tmax = 0.798

  • 32353 measured reflections

  • 6861 independent reflections

  • 5961 reflections with I > 2σ(I)

  • Rint = 0.038

Refinement
  • R[F2 > 2σ(F2)] = 0.025

  • wR(F2) = 0.058

  • S = 1.03

  • 6861 reflections

  • 514 parameters

  • H-atom parameters constrained

  • Δρmax = 0.64 e Å−3

  • Δρmin = −0.32 e Å−3

Data collection: SMART (Bruker, 1997[Bruker (1997). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1999[Bruker (1999). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.

Supporting information


Comment top

In recently years, there has been an increasing interest in coordination chemistry due to the increased recognition of of it's importance in magnetism (Yao, et al., 2008; Fang, et al., 2006; Wang, et al., 2008) and this has attracted our interest (Li, et al., 2008). Here we report the crystal structure of a new thulium(III) complex with the ligand 3,4-dimethoxyphenylacetate. In the title dinuclear complex (I), the unique TmIII ion is coordinated by five DMPA ligands and a phen ligand via seven O atoms and two N atoms (see, Fig. 1). The TmIII ion is in a distorted tricapped trigonal prismatic environment. The DMPA ligands coordinate in the bis-chelate, bridging and bridging tridentate modes.

Related literature top

For background to the importance of coordination in magnetism, see: Yao et al. (2008); Fang et al. (2006); Li et al. 2008); Wang & Sevov (2008). For a related structure, see: Wang et al. (2008).

Experimental top

All reagents and solvents were commercially available quality and without purified before using. The title compound was obtained by adding Tm2O3 (0.5 mmol), homoveratric acid (3 mmol) phen (1 mmol) dissolved in 30 ml water, sealed in a 50 ml stainless steel reactor and kept three days at temperature of 433 K. Then, the reactor was cooled to room temperature at a speed of 5 degrees per hour. Filtrate the solution, washing deposition with ethanol, then colorless histogram crystals can be attained.

Refinement top

The H atoms bonded to C atoms were positioned geometrically and refined using a riding-model approximation with C—H distances of 0.96 and 0.93 Å for aliphatic and aromatic C atoms, respectively, and Uiso(H) = 1.2Ueq(C) or 1.5Ueq(Cmethyl).

Computing details top

Data collection: SMART (Bruker, 1997); 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: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title complex. Displacement ellipsoids are drawn at the 30% probability level. Unlabeled atoms are related by the symmetry operator (-x, -y, -z).
Tetrakis(µ2-3,4-dimethoxyphenylacetato)-κ3O,O':O'; κ3O:O:O';κ2O:O'; κ2O:O'-bis[(3,4-dimethoxyphenylacetato- κ2O,O')(1,10-phenanthroline- κ2N,N)thulium(III)] top
Crystal data top
[Tm2(C10H11O4)6(C12H8N2)2]Z = 1
Mr = 1869.40F(000) = 944
Triclinic, P1Dx = 1.596 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 12.3025 (1) ÅCell parameters from 8597 reflections
b = 12.3483 (2) Åθ = 2.1–27.6°
c = 14.5883 (2) ŵ = 2.35 mm1
α = 91.457 (1)°T = 296 K
β = 103.403 (1)°Block, colourless
γ = 114.406 (1)°0.35 × 0.11 × 0.10 mm
V = 1944.71 (4) Å3
Data collection top
Bruker SMART APEX
diffractometer
6861 independent reflections
Radiation source: fine-focus sealed tube5961 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.038
ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1414
Tmin = 0.747, Tmax = 0.798k = 1414
32353 measured reflectionsl = 1717
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)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.0303P)2 + 0.071P]
where P = (Fo2 + 2Fc2)/3
6861 reflections(Δ/σ)max = 0.004
514 parametersΔρmax = 0.64 e Å3
0 restraintsΔρmin = 0.32 e Å3
Crystal data top
[Tm2(C10H11O4)6(C12H8N2)2]γ = 114.406 (1)°
Mr = 1869.40V = 1944.71 (4) Å3
Triclinic, P1Z = 1
a = 12.3025 (1) ÅMo Kα radiation
b = 12.3483 (2) ŵ = 2.35 mm1
c = 14.5883 (2) ÅT = 296 K
α = 91.457 (1)°0.35 × 0.11 × 0.10 mm
β = 103.403 (1)°
Data collection top
Bruker SMART APEX
diffractometer
6861 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
5961 reflections with I > 2σ(I)
Tmin = 0.747, Tmax = 0.798Rint = 0.038
32353 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0250 restraints
wR(F2) = 0.058H-atom parameters constrained
S = 1.03Δρmax = 0.64 e Å3
6861 reflectionsΔρmin = 0.32 e Å3
514 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
xyzUiso*/Ueq
Tm10.175028 (11)0.102013 (13)0.030650 (9)0.04097 (6)
N10.3561 (2)0.1554 (2)0.18114 (19)0.0465 (6)
O10.3698 (2)0.4441 (2)0.30577 (16)0.0521 (6)
C10.3391 (4)0.5686 (3)0.2846 (3)0.0632 (10)
H1A0.39740.58840.32830.095*
H1B0.34220.58480.22080.095*
H1C0.25720.61610.29050.095*
O20.3894 (2)0.2368 (2)0.36761 (18)0.0685 (7)
N20.3785 (2)0.1373 (2)0.0008 (2)0.0496 (7)
C20.2942 (3)0.4026 (3)0.2490 (2)0.0413 (7)
O30.01233 (18)0.0982 (2)0.04225 (14)0.0462 (5)
C30.2150 (3)0.4601 (3)0.1623 (2)0.0512 (8)
H3A0.21150.53180.13730.061*
O40.20449 (19)0.0728 (2)0.08331 (16)0.0487 (5)
C40.1394 (3)0.4117 (3)0.1114 (3)0.0581 (9)
H4A0.08720.45120.05190.070*
O50.2337 (3)0.5128 (3)0.43218 (19)0.0821 (8)
C50.1398 (3)0.3071 (3)0.1466 (2)0.0460 (8)
C60.2248 (3)0.2465 (3)0.2326 (2)0.0451 (8)
H6A0.22970.17370.25650.054*
O60.1019 (2)0.5544 (3)0.3365 (2)0.0800 (8)
O70.21737 (19)0.2421 (2)0.08600 (15)0.0469 (5)
C70.3022 (3)0.2915 (3)0.2833 (2)0.0435 (7)
O80.2591 (2)0.3120 (2)0.06308 (15)0.0555 (6)
C80.4180 (4)0.1159 (4)0.3958 (3)0.0852 (14)
H8A0.48000.08740.45560.128*
H8B0.34470.10990.40220.128*
H8C0.44880.06820.34860.128*
C90.0460 (3)0.2642 (3)0.0961 (3)0.0550 (9)
H9A0.00170.31750.03690.066*
H9B0.01070.27350.13490.066*
O90.2502 (3)0.0455 (3)0.5655 (2)0.0980 (10)
C100.0931 (3)0.1378 (3)0.0735 (2)0.0416 (7)
O100.1572 (3)0.1810 (3)0.5085 (2)0.0848 (9)
O110.11190 (19)0.0205 (2)0.11245 (15)0.0470 (5)
C110.3103 (5)0.5021 (5)0.4862 (3)0.1033 (16)
H11C0.28310.51650.54990.155*
H11D0.30600.42260.48750.155*
H11A0.39420.55980.45810.155*
C120.2587 (3)0.4949 (3)0.3385 (2)0.0576 (9)
O120.09479 (19)0.1233 (2)0.15456 (15)0.0523 (6)
C130.3461 (3)0.4592 (3)0.2948 (3)0.0625 (10)
H13A0.39350.44270.32940.075*
C140.3652 (3)0.4470 (3)0.1987 (3)0.0633 (10)
H14A0.42530.42270.16930.076*
C150.2951 (3)0.4710 (3)0.1466 (2)0.0534 (9)
C160.2053 (3)0.5051 (3)0.1922 (3)0.0569 (9)
H16A0.15640.51940.15800.068*
C170.1865 (3)0.5185 (3)0.2867 (3)0.0564 (9)
C180.0160 (4)0.5660 (4)0.2907 (4)0.0914 (14)
H18A0.03790.59180.33340.137*
H18B0.06020.62420.23470.137*
H18C0.03220.48990.27330.137*
C190.3135 (4)0.4569 (3)0.0425 (3)0.0640 (10)
H19A0.27600.49990.01440.077*
H19B0.40150.49440.01150.077*
C200.2600 (3)0.3284 (3)0.0220 (2)0.0456 (8)
C210.2939 (5)0.1633 (5)0.6054 (3)0.1053 (17)
H21A0.35400.17800.66520.158*
H21B0.33190.21600.56330.158*
H21C0.22630.17760.61550.158*
C220.1625 (3)0.0060 (4)0.4787 (3)0.0617 (10)
C230.1222 (3)0.0781 (3)0.4219 (3)0.0585 (9)
H23A0.15560.16010.44220.070*
C240.0336 (3)0.0302 (3)0.3362 (2)0.0488 (8)
C250.0151 (3)0.0914 (3)0.3078 (2)0.0594 (9)
H25A0.07510.12500.25010.071*
C260.0237 (4)0.1647 (4)0.3637 (3)0.0667 (10)
H26A0.01070.24680.34370.080*
C270.1136 (3)0.1156 (4)0.4491 (2)0.0602 (10)
C280.1058 (5)0.3062 (5)0.4796 (4)0.1056 (17)
H28A0.14330.34220.52670.158*
H28B0.01810.34050.47260.158*
H28C0.12100.32060.41990.158*
C290.0109 (3)0.1085 (3)0.2735 (2)0.0544 (9)
H29A0.04240.19250.29750.065*
H29B0.09430.09270.27550.065*
C300.0095 (3)0.0830 (3)0.1716 (2)0.0459 (8)
C310.3467 (3)0.1640 (3)0.2691 (2)0.0534 (9)
H31A0.27280.16000.27790.064*
C320.4414 (3)0.1785 (3)0.3499 (3)0.0617 (10)
H32A0.43110.18600.41050.074*
C330.5489 (3)0.1816 (3)0.3375 (3)0.0645 (10)
H33A0.61290.19060.39010.077*
C340.5632 (3)0.1712 (3)0.2472 (3)0.0549 (9)
C350.6728 (3)0.1718 (3)0.2281 (4)0.0746 (12)
H35A0.73710.17610.27860.089*
C360.6844 (3)0.1663 (4)0.1397 (4)0.0761 (13)
H36A0.75700.16730.13020.091*
C370.5883 (3)0.1588 (3)0.0593 (3)0.0592 (10)
C380.5985 (3)0.1566 (3)0.0335 (3)0.0713 (12)
H38A0.67120.16150.04570.086*
C390.5023 (4)0.1473 (4)0.1062 (3)0.0726 (12)
H39A0.50900.14840.16840.087*
C400.3922 (3)0.1361 (3)0.0859 (3)0.0600 (10)
H40A0.32580.12730.13630.072*
C410.4763 (3)0.1515 (3)0.0748 (3)0.0485 (8)
C420.4642 (3)0.1595 (3)0.1689 (2)0.0442 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Tm10.04263 (9)0.06291 (11)0.03925 (9)0.03882 (7)0.01862 (6)0.02181 (7)
N10.0437 (14)0.0538 (17)0.0553 (18)0.0325 (13)0.0142 (12)0.0189 (14)
O10.0606 (14)0.0536 (14)0.0516 (14)0.0386 (12)0.0048 (11)0.0131 (11)
C10.085 (3)0.066 (2)0.058 (2)0.055 (2)0.0112 (19)0.0174 (19)
O20.0852 (18)0.0539 (16)0.0568 (16)0.0380 (14)0.0132 (13)0.0011 (13)
N20.0496 (15)0.0606 (18)0.0589 (18)0.0355 (14)0.0275 (14)0.0227 (14)
C20.0425 (16)0.052 (2)0.0419 (18)0.0303 (15)0.0132 (14)0.0166 (15)
O30.0473 (12)0.0716 (15)0.0467 (13)0.0461 (11)0.0211 (10)0.0259 (11)
C30.062 (2)0.057 (2)0.048 (2)0.0425 (18)0.0064 (16)0.0029 (17)
O40.0422 (12)0.0622 (14)0.0601 (14)0.0369 (11)0.0178 (10)0.0243 (12)
C40.058 (2)0.064 (2)0.053 (2)0.0375 (19)0.0061 (16)0.0000 (18)
O50.093 (2)0.117 (2)0.0538 (16)0.0547 (18)0.0318 (15)0.0371 (16)
C50.0411 (17)0.049 (2)0.055 (2)0.0275 (15)0.0089 (15)0.0168 (16)
C60.0489 (18)0.0406 (18)0.054 (2)0.0255 (15)0.0155 (15)0.0158 (16)
O60.0758 (18)0.102 (2)0.086 (2)0.0550 (17)0.0296 (15)0.0426 (17)
O70.0538 (13)0.0596 (15)0.0419 (13)0.0341 (12)0.0197 (10)0.0159 (12)
C70.0472 (17)0.0441 (19)0.0422 (18)0.0235 (15)0.0095 (14)0.0116 (15)
O80.0776 (16)0.0684 (16)0.0387 (13)0.0454 (13)0.0210 (11)0.0209 (12)
C80.097 (3)0.060 (3)0.080 (3)0.039 (2)0.015 (2)0.010 (2)
C90.0455 (18)0.055 (2)0.070 (2)0.0310 (17)0.0078 (16)0.0166 (18)
O90.101 (2)0.092 (2)0.078 (2)0.0443 (19)0.0206 (18)0.0066 (18)
C100.0466 (18)0.063 (2)0.0347 (17)0.0405 (17)0.0144 (13)0.0146 (15)
O100.101 (2)0.086 (2)0.0683 (19)0.0523 (18)0.0012 (16)0.0217 (16)
O110.0476 (13)0.0688 (15)0.0452 (13)0.0393 (12)0.0220 (11)0.0189 (11)
C110.141 (4)0.134 (4)0.055 (3)0.067 (4)0.046 (3)0.034 (3)
C120.064 (2)0.066 (2)0.047 (2)0.0271 (19)0.0227 (17)0.0229 (18)
O120.0468 (12)0.0839 (17)0.0425 (13)0.0401 (12)0.0180 (10)0.0170 (12)
C130.067 (2)0.073 (3)0.063 (2)0.035 (2)0.0336 (19)0.019 (2)
C140.069 (2)0.074 (3)0.059 (2)0.042 (2)0.0185 (19)0.027 (2)
C150.066 (2)0.048 (2)0.048 (2)0.0207 (17)0.0237 (17)0.0157 (17)
C160.066 (2)0.055 (2)0.060 (2)0.0282 (18)0.0294 (18)0.0185 (18)
C170.061 (2)0.055 (2)0.060 (2)0.0288 (18)0.0206 (18)0.0229 (18)
C180.075 (3)0.101 (4)0.121 (4)0.053 (3)0.036 (3)0.033 (3)
C190.077 (3)0.064 (2)0.048 (2)0.025 (2)0.0199 (18)0.0160 (19)
C200.0430 (17)0.065 (2)0.043 (2)0.0352 (17)0.0141 (14)0.0178 (18)
C210.091 (3)0.126 (5)0.073 (3)0.040 (3)0.008 (3)0.024 (3)
C220.060 (2)0.076 (3)0.048 (2)0.032 (2)0.0076 (17)0.013 (2)
C230.058 (2)0.064 (2)0.054 (2)0.0277 (19)0.0145 (17)0.0062 (19)
C240.0536 (19)0.071 (3)0.0369 (18)0.0351 (18)0.0225 (15)0.0174 (17)
C250.070 (2)0.066 (3)0.041 (2)0.033 (2)0.0074 (17)0.0117 (18)
C260.082 (3)0.063 (2)0.052 (2)0.032 (2)0.011 (2)0.0130 (19)
C270.067 (2)0.073 (3)0.044 (2)0.035 (2)0.0110 (17)0.019 (2)
C280.132 (4)0.086 (4)0.097 (4)0.053 (3)0.013 (3)0.040 (3)
C290.066 (2)0.075 (2)0.046 (2)0.046 (2)0.0266 (16)0.0155 (18)
C300.054 (2)0.066 (2)0.0426 (18)0.0442 (18)0.0218 (16)0.0221 (17)
C310.054 (2)0.064 (2)0.054 (2)0.0370 (18)0.0136 (16)0.0200 (18)
C320.065 (2)0.067 (2)0.054 (2)0.035 (2)0.0039 (18)0.0174 (19)
C330.057 (2)0.057 (2)0.068 (3)0.0271 (19)0.0076 (19)0.009 (2)
C340.0394 (18)0.0397 (19)0.081 (3)0.0204 (15)0.0012 (17)0.0059 (18)
C350.0370 (19)0.060 (3)0.114 (4)0.0225 (18)0.004 (2)0.005 (3)
C360.0330 (19)0.065 (3)0.131 (4)0.0257 (18)0.016 (2)0.002 (3)
C370.0403 (18)0.047 (2)0.104 (3)0.0265 (16)0.0279 (19)0.010 (2)
C380.049 (2)0.063 (2)0.120 (4)0.0294 (19)0.046 (2)0.010 (2)
C390.073 (3)0.076 (3)0.097 (3)0.041 (2)0.055 (2)0.023 (2)
C400.059 (2)0.074 (3)0.071 (3)0.042 (2)0.0354 (19)0.024 (2)
C410.0388 (17)0.0427 (19)0.074 (2)0.0238 (15)0.0208 (16)0.0148 (17)
C420.0380 (16)0.0388 (18)0.065 (2)0.0244 (14)0.0142 (15)0.0163 (16)
Geometric parameters (Å, º) top
Tm1—O3i2.2840 (18)C12—C171.399 (5)
Tm1—O12i2.308 (2)O12—C301.258 (4)
Tm1—O112.317 (2)O12—Tm1i2.308 (2)
Tm1—O82.348 (2)C13—C141.389 (5)
Tm1—O72.444 (2)C13—H13A0.9300
Tm1—O42.4459 (19)C14—C151.382 (5)
Tm1—O32.497 (2)C14—H14A0.9300
Tm1—N22.502 (2)C15—C161.378 (5)
Tm1—N12.581 (2)C15—C191.508 (5)
Tm1—C202.750 (3)C16—C171.371 (5)
Tm1—C102.846 (3)C16—H16A0.9300
Tm1—Tm1i3.8506 (3)C18—H18A0.9600
N1—C311.321 (4)C18—H18B0.9600
N1—C421.363 (4)C18—H18C0.9600
O1—C21.367 (3)C19—C201.514 (5)
O1—C11.430 (4)C19—H19A0.9700
C1—H1A0.9600C19—H19B0.9700
C1—H1B0.9600C21—H21A0.9600
C1—H1C0.9600C21—H21B0.9600
O2—C71.367 (4)C21—H21C0.9600
O2—C81.410 (4)C22—C271.379 (5)
N2—C401.314 (4)C22—C231.392 (5)
N2—C411.363 (4)C23—C241.378 (5)
C2—C31.365 (4)C23—H23A0.9300
C2—C71.404 (4)C24—C251.377 (5)
O3—C101.280 (3)C24—C291.523 (4)
O3—Tm1i2.2840 (18)C25—C261.388 (5)
C3—C41.390 (4)C25—H25A0.9300
C3—H3A0.9300C26—C271.383 (5)
O4—C101.240 (4)C26—H26A0.9300
C4—C51.375 (4)C28—H28A0.9600
C4—H4A0.9300C28—H28B0.9600
O5—C121.374 (4)C28—H28C0.9600
O5—C111.403 (5)C29—C301.517 (4)
C5—C61.387 (4)C29—H29A0.9700
C5—C91.511 (4)C29—H29B0.9700
C6—C71.376 (4)C31—C321.398 (4)
C6—H6A0.9300C31—H31A0.9300
O6—C171.362 (4)C32—C331.361 (5)
O6—C181.425 (5)C32—H32A0.9300
O7—C201.242 (4)C33—C341.378 (5)
O8—C201.264 (4)C33—H33A0.9300
C8—H8A0.9600C34—C421.418 (4)
C8—H8B0.9600C34—C351.436 (5)
C8—H8C0.9600C35—C361.333 (6)
C9—C101.500 (5)C35—H35A0.9300
C9—H9A0.9700C36—C371.430 (6)
C9—H9B0.9700C36—H36A0.9300
O9—C221.380 (4)C37—C381.388 (6)
O9—C211.381 (5)C37—C411.414 (4)
O10—C271.367 (4)C38—C391.356 (6)
O10—C281.415 (5)C38—H38A0.9300
O11—C301.259 (4)C39—C401.404 (5)
C11—H11C0.9600C39—H39A0.9300
C11—H11D0.9600C40—H40A0.9300
C11—H11A0.9600C41—C421.419 (5)
C12—C131.359 (5)
O3i—Tm1—O12i75.69 (7)O3—C10—Tm161.27 (16)
O3i—Tm1—O1176.05 (7)C9—C10—Tm1178.2 (2)
O12i—Tm1—O11138.51 (8)C27—O10—C28117.0 (3)
O3i—Tm1—O889.39 (8)C30—O11—Tm1135.28 (19)
O12i—Tm1—O879.23 (8)O5—C11—H11C109.5
O11—Tm1—O8129.97 (7)O5—C11—H11D109.5
O3i—Tm1—O774.97 (7)H11C—C11—H11D109.5
O12i—Tm1—O7124.10 (7)O5—C11—H11A109.5
O11—Tm1—O775.85 (8)H11C—C11—H11A109.5
O8—Tm1—O754.12 (8)H11D—C11—H11A109.5
O3i—Tm1—O4124.40 (7)C13—C12—O5125.5 (3)
O12i—Tm1—O493.43 (7)C13—C12—C17119.9 (3)
O11—Tm1—O478.36 (7)O5—C12—C17114.6 (3)
O8—Tm1—O4142.79 (8)C30—O12—Tm1i137.4 (2)
O7—Tm1—O4142.18 (7)C12—C13—C14120.4 (3)
O3i—Tm1—O372.78 (7)C12—C13—H13A119.8
O12i—Tm1—O371.47 (8)C14—C13—H13A119.8
O11—Tm1—O371.52 (7)C15—C14—C13120.3 (3)
O8—Tm1—O3148.56 (7)C15—C14—H14A119.9
O7—Tm1—O3138.45 (7)C13—C14—H14A119.9
O4—Tm1—O352.42 (6)C16—C15—C14118.7 (3)
O3i—Tm1—N2141.43 (8)C16—C15—C19120.3 (3)
O12i—Tm1—N2139.68 (8)C14—C15—C19121.0 (3)
O11—Tm1—N278.56 (8)C17—C16—C15121.5 (3)
O8—Tm1—N285.13 (8)C17—C16—H16A119.2
O7—Tm1—N270.97 (7)C15—C16—H16A119.2
O4—Tm1—N277.18 (8)O6—C17—C16125.2 (3)
O3—Tm1—N2124.89 (7)O6—C17—C12115.6 (3)
O3i—Tm1—N1149.64 (8)C16—C17—C12119.2 (3)
O12i—Tm1—N175.49 (8)O6—C18—H18A109.5
O11—Tm1—N1133.46 (7)O6—C18—H18B109.5
O8—Tm1—N176.06 (8)H18A—C18—H18B109.5
O7—Tm1—N1114.57 (8)O6—C18—H18C109.5
O4—Tm1—N166.81 (8)H18A—C18—H18C109.5
O3—Tm1—N1106.50 (7)H18B—C18—H18C109.5
N2—Tm1—N164.71 (9)C15—C19—C20114.9 (3)
O3i—Tm1—C2081.95 (8)C15—C19—H19A108.5
O12i—Tm1—C20102.70 (9)C20—C19—H19A108.5
O11—Tm1—C20102.70 (9)C15—C19—H19B108.5
O8—Tm1—C2027.28 (9)C20—C19—H19B108.5
O7—Tm1—C2026.86 (8)H19A—C19—H19B107.5
O4—Tm1—C20152.20 (8)O7—C20—O8121.0 (3)
O3—Tm1—C20154.73 (7)O7—C20—C19121.7 (3)
N2—Tm1—C2075.87 (8)O8—C20—C19117.3 (3)
N1—Tm1—C2095.26 (9)O7—C20—Tm162.72 (17)
O3i—Tm1—C1099.16 (8)O8—C20—Tm158.36 (17)
O12i—Tm1—C1081.72 (8)C19—C20—Tm1175.2 (3)
O11—Tm1—C1073.53 (8)O9—C21—H21A109.5
O8—Tm1—C10156.48 (8)O9—C21—H21B109.5
O7—Tm1—C10149.32 (8)H21A—C21—H21B109.5
O4—Tm1—C1025.70 (7)O9—C21—H21C109.5
O3—Tm1—C1026.72 (7)H21A—C21—H21C109.5
N2—Tm1—C10100.89 (8)H21B—C21—H21C109.5
N1—Tm1—C1085.93 (8)C27—C22—O9114.8 (3)
C20—Tm1—C10175.58 (9)C27—C22—C23119.8 (3)
O3i—Tm1—Tm1i38.27 (5)O9—C22—C23125.4 (4)
O12i—Tm1—Tm1i69.35 (5)C24—C23—C22121.2 (4)
O11—Tm1—Tm1i69.60 (5)C24—C23—H23A119.4
O8—Tm1—Tm1i123.15 (6)C22—C23—H23A119.4
O7—Tm1—Tm1i109.36 (5)C25—C24—C23118.5 (3)
O4—Tm1—Tm1i86.54 (5)C25—C24—C29120.0 (3)
O3—Tm1—Tm1i34.51 (4)C23—C24—C29121.5 (3)
N2—Tm1—Tm1i146.58 (7)C24—C25—C26121.1 (3)
N1—Tm1—Tm1i134.10 (6)C24—C25—H25A119.4
C20—Tm1—Tm1i120.22 (6)C26—C25—H25A119.4
C10—Tm1—Tm1i61.01 (6)C27—C26—C25119.9 (4)
C31—N1—C42117.6 (3)C27—C26—H26A120.0
C31—N1—Tm1124.5 (2)C25—C26—H26A120.0
C42—N1—Tm1117.2 (2)O10—C27—C22116.6 (3)
C2—O1—C1116.1 (2)O10—C27—C26123.9 (4)
O1—C1—H1A109.5C22—C27—C26119.5 (3)
O1—C1—H1B109.5O10—C28—H28A109.5
H1A—C1—H1B109.5O10—C28—H28B109.5
O1—C1—H1C109.5H28A—C28—H28B109.5
H1A—C1—H1C109.5O10—C28—H28C109.5
H1B—C1—H1C109.5H28A—C28—H28C109.5
C7—O2—C8117.0 (3)H28B—C28—H28C109.5
C40—N2—C41118.4 (3)C30—C29—C24110.6 (3)
C40—N2—Tm1121.5 (2)C30—C29—H29A109.5
C41—N2—Tm1120.0 (2)C24—C29—H29A109.5
C3—C2—O1124.8 (3)C30—C29—H29B109.5
C3—C2—C7118.9 (3)C24—C29—H29B109.5
O1—C2—C7116.4 (3)H29A—C29—H29B108.1
C10—O3—Tm1i158.6 (2)O12—C30—O11125.8 (3)
C10—O3—Tm192.01 (18)O12—C30—C29116.7 (3)
Tm1i—O3—Tm1107.22 (7)O11—C30—C29117.4 (3)
C2—C3—C4120.2 (3)N1—C31—C32123.9 (3)
C2—C3—H3A119.9N1—C31—H31A118.0
C4—C3—H3A119.9C32—C31—H31A118.0
C10—O4—Tm195.47 (17)C33—C32—C31118.4 (4)
C5—C4—C3121.8 (3)C33—C32—H32A120.8
C5—C4—H4A119.1C31—C32—H32A120.8
C3—C4—H4A119.1C32—C33—C34120.3 (3)
C12—O5—C11117.8 (3)C32—C33—H33A119.9
C4—C5—C6117.4 (3)C34—C33—H33A119.9
C4—C5—C9121.0 (3)C33—C34—C42118.1 (3)
C6—C5—C9121.5 (3)C33—C34—C35123.7 (4)
C7—C6—C5121.7 (3)C42—C34—C35118.2 (4)
C7—C6—H6A119.2C36—C35—C34121.5 (4)
C5—C6—H6A119.2C36—C35—H35A119.2
C17—O6—C18118.0 (3)C34—C35—H35A119.2
C20—O7—Tm190.42 (18)C35—C36—C37121.8 (3)
O2—C7—C6125.3 (3)C35—C36—H36A119.1
O2—C7—C2114.9 (3)C37—C36—H36A119.1
C6—C7—C2119.8 (3)C38—C37—C41118.3 (3)
C20—O8—Tm194.4 (2)C38—C37—C36123.4 (3)
O2—C8—H8A109.5C41—C37—C36118.3 (4)
O2—C8—H8B109.5C39—C38—C37119.8 (3)
H8A—C8—H8B109.5C39—C38—H38A120.1
O2—C8—H8C109.5C37—C38—H38A120.1
H8A—C8—H8C109.5C38—C39—C40118.9 (4)
H8B—C8—H8C109.5C38—C39—H39A120.6
C10—C9—C5118.0 (3)C40—C39—H39A120.6
C10—C9—H9A107.8N2—C40—C39123.2 (4)
C5—C9—H9A107.8N2—C40—H40A118.4
C10—C9—H9B107.8C39—C40—H40A118.4
C5—C9—H9B107.8N2—C41—C37121.3 (3)
H9A—C9—H9B107.1N2—C41—C42118.6 (3)
C22—O9—C21118.6 (4)C37—C41—C42120.1 (3)
O4—C10—O3120.1 (3)N1—C42—C34121.7 (3)
O4—C10—C9122.9 (3)N1—C42—C41118.4 (3)
O3—C10—C9117.0 (3)C34—C42—C41119.9 (3)
O4—C10—Tm158.82 (15)
O3i—Tm1—N1—C3125.7 (3)N2—Tm1—C10—O423.0 (2)
O12i—Tm1—N1—C316.9 (2)N1—Tm1—C10—O440.31 (18)
O11—Tm1—N1—C31138.2 (2)Tm1i—Tm1—C10—O4172.9 (2)
O8—Tm1—N1—C3189.2 (3)O3i—Tm1—C10—O39.1 (2)
O7—Tm1—N1—C31128.1 (2)O12i—Tm1—C10—O364.85 (16)
O4—Tm1—N1—C3193.3 (3)O11—Tm1—C10—O381.50 (16)
O3—Tm1—N1—C3158.3 (3)O8—Tm1—C10—O3101.0 (2)
N2—Tm1—N1—C31179.6 (3)O7—Tm1—C10—O385.0 (2)
C20—Tm1—N1—C31108.7 (3)O4—Tm1—C10—O3178.9 (3)
C10—Tm1—N1—C3175.6 (3)N2—Tm1—C10—O3155.98 (16)
Tm1i—Tm1—N1—C3133.8 (3)N1—Tm1—C10—O3140.75 (17)
O3i—Tm1—N1—C42163.31 (18)Tm1i—Tm1—C10—O36.08 (13)
O12i—Tm1—N1—C42178.0 (2)O3i—Tm1—O11—C3022.7 (3)
O11—Tm1—N1—C4232.8 (2)O12i—Tm1—O11—C3025.6 (3)
O8—Tm1—N1—C4299.8 (2)O8—Tm1—O11—C3099.8 (3)
O7—Tm1—N1—C4260.8 (2)O7—Tm1—O11—C30100.4 (3)
O4—Tm1—N1—C4277.7 (2)O4—Tm1—O11—C30107.5 (3)
O3—Tm1—N1—C42112.7 (2)O3—Tm1—O11—C3053.5 (3)
N2—Tm1—N1—C428.6 (2)N2—Tm1—O11—C30173.4 (3)
C20—Tm1—N1—C4280.3 (2)N1—Tm1—O11—C30149.0 (3)
C10—Tm1—N1—C4295.5 (2)C20—Tm1—O11—C30100.9 (3)
Tm1i—Tm1—N1—C42137.26 (18)C10—Tm1—O11—C3081.5 (3)
O3i—Tm1—N2—C4016.0 (3)Tm1i—Tm1—O11—C3016.9 (3)
O12i—Tm1—N2—C40165.9 (2)C11—O5—C12—C135.0 (6)
O11—Tm1—N2—C4033.5 (3)C11—O5—C12—C17174.0 (4)
O8—Tm1—N2—C4098.9 (3)O5—C12—C13—C14178.4 (4)
O7—Tm1—N2—C4045.3 (3)C17—C12—C13—C140.7 (6)
O4—Tm1—N2—C40114.0 (3)C12—C13—C14—C150.1 (6)
O3—Tm1—N2—C4091.2 (3)C13—C14—C15—C161.0 (6)
N1—Tm1—N2—C40175.8 (3)C13—C14—C15—C19179.3 (3)
C20—Tm1—N2—C4072.9 (3)C14—C15—C16—C171.6 (5)
C10—Tm1—N2—C40104.1 (3)C19—C15—C16—C17179.9 (3)
Tm1i—Tm1—N2—C4051.3 (3)C18—O6—C17—C167.7 (6)
O3i—Tm1—N2—C41167.8 (2)C18—O6—C17—C12172.8 (4)
O12i—Tm1—N2—C4117.9 (3)C15—C16—C17—O6178.4 (3)
O11—Tm1—N2—C41142.6 (2)C15—C16—C17—C121.1 (5)
O8—Tm1—N2—C4184.9 (2)C13—C12—C17—O6179.7 (3)
O7—Tm1—N2—C41138.5 (2)O5—C12—C17—O60.5 (5)
O4—Tm1—N2—C4162.1 (2)C13—C12—C17—C160.1 (6)
O3—Tm1—N2—C4185.0 (2)O5—C12—C17—C16179.1 (3)
N1—Tm1—N2—C418.0 (2)C16—C15—C19—C20102.8 (4)
C20—Tm1—N2—C41111.0 (2)C14—C15—C19—C2075.4 (4)
C10—Tm1—N2—C4172.1 (2)Tm1—O7—C20—O83.0 (3)
Tm1i—Tm1—N2—C41124.9 (2)Tm1—O7—C20—C19177.8 (3)
C1—O1—C2—C317.4 (4)Tm1—O8—C20—O73.1 (3)
C1—O1—C2—C7163.7 (3)Tm1—O8—C20—C19177.6 (2)
O3i—Tm1—O3—C10170.6 (2)C15—C19—C20—O8171.4 (3)
O12i—Tm1—O3—C10109.14 (17)O3i—Tm1—C20—O772.51 (16)
O11—Tm1—O3—C1089.95 (17)O12i—Tm1—C20—O7145.79 (16)
O8—Tm1—O3—C10131.31 (18)O11—Tm1—C20—O71.14 (17)
O7—Tm1—O3—C10129.97 (17)O8—Tm1—C20—O7177.0 (3)
O4—Tm1—O3—C100.58 (16)O4—Tm1—C20—O790.2 (2)
N2—Tm1—O3—C1029.2 (2)O3—Tm1—C20—O772.4 (3)
N1—Tm1—O3—C1041.16 (17)N2—Tm1—C20—O775.68 (17)
C20—Tm1—O3—C10170.5 (2)N1—Tm1—C20—O7137.93 (16)
Tm1i—Tm1—O3—C10170.6 (2)Tm1i—Tm1—C20—O772.47 (17)
O3i—Tm1—O3—Tm1i0.0O3i—Tm1—C20—O8104.51 (17)
O12i—Tm1—O3—Tm1i80.27 (8)O12i—Tm1—C20—O831.24 (18)
O11—Tm1—O3—Tm1i80.64 (8)O11—Tm1—C20—O8178.16 (16)
O8—Tm1—O3—Tm1i58.10 (16)O7—Tm1—C20—O8177.0 (3)
O7—Tm1—O3—Tm1i40.62 (13)O4—Tm1—C20—O892.7 (2)
O4—Tm1—O3—Tm1i170.01 (13)O3—Tm1—C20—O8104.6 (2)
N2—Tm1—O3—Tm1i141.43 (9)N2—Tm1—C20—O8107.29 (18)
N1—Tm1—O3—Tm1i148.25 (9)N1—Tm1—C20—O845.04 (18)
C20—Tm1—O3—Tm1i0.1 (2)Tm1i—Tm1—C20—O8104.56 (17)
C10—Tm1—O3—Tm1i170.6 (2)C21—O9—C22—C27173.0 (4)
O1—C2—C3—C4178.1 (3)C21—O9—C22—C237.0 (6)
C7—C2—C3—C43.1 (5)C27—C22—C23—C240.2 (6)
O3i—Tm1—O4—C1012.2 (2)O9—C22—C23—C24179.8 (4)
O12i—Tm1—O4—C1062.79 (19)C22—C23—C24—C250.3 (5)
O11—Tm1—O4—C1076.13 (18)C22—C23—C24—C29179.9 (3)
O8—Tm1—O4—C10139.46 (18)C23—C24—C25—C260.1 (5)
O7—Tm1—O4—C10123.88 (19)C29—C24—C25—C26179.9 (3)
O3—Tm1—O4—C100.60 (16)C24—C25—C26—C270.6 (6)
N2—Tm1—O4—C10156.9 (2)C28—O10—C27—C22178.8 (4)
N1—Tm1—O4—C10135.4 (2)C28—O10—C27—C260.1 (6)
C20—Tm1—O4—C10171.3 (2)O9—C22—C27—O100.2 (5)
Tm1i—Tm1—O4—C106.26 (18)C23—C22—C27—O10179.8 (3)
C2—C3—C4—C51.3 (5)O9—C22—C27—C26179.1 (4)
C3—C4—C5—C64.3 (5)C23—C22—C27—C260.9 (6)
C3—C4—C5—C9172.3 (3)C25—C26—C27—O10179.9 (4)
C4—C5—C6—C73.0 (5)C25—C26—C27—C221.1 (6)
C9—C5—C6—C7173.6 (3)C25—C24—C29—C3048.9 (4)
O3i—Tm1—O7—C20102.08 (17)C23—C24—C29—C30131.3 (3)
O12i—Tm1—O7—C2041.48 (19)Tm1i—O12—C30—O118.3 (5)
O11—Tm1—O7—C20178.85 (17)Tm1i—O12—C30—C29169.3 (2)
O8—Tm1—O7—C201.68 (16)Tm1—O11—C30—O1222.4 (5)
O4—Tm1—O7—C20130.47 (17)Tm1—O11—C30—C29155.2 (2)
O3—Tm1—O7—C20142.17 (16)C24—C29—C30—O1274.1 (4)
N2—Tm1—O7—C2096.29 (18)C24—C29—C30—O11103.7 (3)
N1—Tm1—O7—C2047.19 (18)C42—N1—C31—C320.9 (5)
C10—Tm1—O7—C20175.35 (16)Tm1—N1—C31—C32171.9 (3)
Tm1i—Tm1—O7—C20119.15 (16)N1—C31—C32—C331.5 (6)
C8—O2—C7—C612.4 (5)C31—C32—C33—C340.4 (5)
C8—O2—C7—C2168.0 (3)C32—C33—C34—C421.0 (5)
C5—C6—C7—O2179.1 (3)C32—C33—C34—C35179.0 (3)
C5—C6—C7—C21.2 (5)C33—C34—C35—C36177.3 (4)
C3—C2—C7—O2176.0 (3)C42—C34—C35—C362.7 (6)
O1—C2—C7—O22.9 (4)C34—C35—C36—C370.4 (6)
C3—C2—C7—C64.3 (4)C35—C36—C37—C38178.0 (4)
O1—C2—C7—C6176.8 (3)C35—C36—C37—C413.0 (6)
O3i—Tm1—O8—C2073.46 (17)C41—C37—C38—C390.1 (5)
O12i—Tm1—O8—C20149.01 (18)C36—C37—C38—C39178.8 (4)
O11—Tm1—O8—C202.3 (2)C37—C38—C39—C402.1 (6)
O7—Tm1—O8—C201.66 (16)C41—N2—C40—C390.7 (5)
O4—Tm1—O8—C20129.61 (17)Tm1—N2—C40—C39175.5 (3)
O3—Tm1—O8—C20127.64 (18)C38—C39—C40—N21.9 (6)
N2—Tm1—O8—C2068.32 (18)C40—N2—C41—C373.0 (5)
N1—Tm1—O8—C20133.45 (18)Tm1—N2—C41—C37173.2 (2)
C10—Tm1—O8—C20174.55 (18)C40—N2—C41—C42176.6 (3)
Tm1i—Tm1—O8—C2092.58 (17)Tm1—N2—C41—C427.1 (4)
C4—C5—C9—C10128.0 (4)C38—C37—C41—N22.8 (5)
C6—C5—C9—C1055.6 (5)C36—C37—C41—N2176.2 (3)
Tm1—O4—C10—O31.1 (3)C38—C37—C41—C42176.8 (3)
Tm1—O4—C10—C9179.4 (3)C36—C37—C41—C424.1 (5)
Tm1i—O3—C10—O4153.6 (4)C31—N1—C42—C340.6 (4)
Tm1—O3—C10—O41.1 (3)Tm1—N1—C42—C34171.0 (2)
Tm1i—O3—C10—C926.0 (7)C31—N1—C42—C41179.5 (3)
Tm1—O3—C10—C9179.4 (3)Tm1—N1—C42—C418.9 (4)
Tm1i—O3—C10—Tm1154.6 (5)C33—C34—C42—N11.6 (5)
C5—C9—C10—O49.4 (5)C35—C34—C42—N1178.4 (3)
C5—C9—C10—O3171.1 (3)C33—C34—C42—C41178.5 (3)
O3i—Tm1—C10—O4169.83 (18)C35—C34—C42—C411.5 (5)
O12i—Tm1—C10—O4116.22 (19)N2—C41—C42—N11.5 (4)
O11—Tm1—C10—O497.43 (18)C37—C41—C42—N1178.2 (3)
O8—Tm1—C10—O480.1 (3)N2—C41—C42—C34178.4 (3)
O7—Tm1—C10—O493.9 (2)C37—C41—C42—C341.9 (5)
O3—Tm1—C10—O4178.9 (3)
Symmetry code: (i) x, y, z.

Experimental details

Crystal data
Chemical formula[Tm2(C10H11O4)6(C12H8N2)2]
Mr1869.40
Crystal system, space groupTriclinic, P1
Temperature (K)296
a, b, c (Å)12.3025 (1), 12.3483 (2), 14.5883 (2)
α, β, γ (°)91.457 (1), 103.403 (1), 114.406 (1)
V3)1944.71 (4)
Z1
Radiation typeMo Kα
µ (mm1)2.35
Crystal size (mm)0.35 × 0.11 × 0.10
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.747, 0.798
No. of measured, independent and
observed [I > 2σ(I)] reflections
32353, 6861, 5961
Rint0.038
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.025, 0.058, 1.03
No. of reflections6861
No. of parameters514
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.64, 0.32

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1999), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).

 

References

First citationBruker (1997). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationBruker (1999). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationFang, R.-Q. & Zhang, X.-M. (2006). Inorg. Chem. 45, 4801–4810.  Web of Science CSD CrossRef PubMed CAS Google Scholar
First citationLi, H.-Q., Xian, H.-D., Liu, J.-F. & Zhao, G.-L. (2008). Acta Cryst. E64, m1593–m1594.  Web of Science CrossRef IUCr Journals Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSpek, A. L. (2009). Acta Cryst. D65, 148–155.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWang, G.-M., Duan, C.-S., Liu, H.-L. & Li, H. (2008). Acta Cryst. E64, m468–m469.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationWang, X.-X. & Sevov, S. (2008). Inorg. Chem. 47, 1037–1043.  Web of Science CSD CrossRef PubMed CAS Google Scholar
First citationYao, Y.-L., Che, Y.-X. & Zheng, J.-M. (2008). Cryst. Growth Des. 8, 2299–2306.  Web of Science CSD CrossRef CAS Google Scholar

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