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Acta Cryst. (2007). E63, m1885-m1886    [ doi:10.1107/S1600536807028061 ]

(1,10-Phenanthroline)tris(phenoxyacetato)cerium(III)

H. Zhong, X.-M. Yang, Q.-Y. Luo and Y.-P. Xu

Abstract top

In the molecule of the title compound, [Ce(C8H7O3)3(C12H8N2)], the CeIII atom is six-coordinated by two N atoms of the 1,10-phenanthroline (phen) ligand and four O atoms of the three phenoxyacetate ligands. In the crystal structure, intermolecular C-H...O hydrogen bonds lead to a supramolecular network.

Comment top

In recent years, there has been great interest in the synthesis of metal organic frameworks (MOFs) with organic ligands and rare earth metals because of their novel structures, fascinating properties and important roles in special materials having optical, electronic, magnetic and biological importance potential applications (Daiguebonne et al., 2000; Farrugia et al., 2000; Tsukube & Shinoda, 2002; Zhang et al., 2005). These compounds are usually prepared by the reaction of rare-earth metal ions with bi- or multidentate ligands (Starynowicz, 1991, 1993; Kay et al., 1972; Ma et al., 1999; Zeng et al., 2000; Mao et al., 1998). We report herein the crystal structure of the title compound, (I).

In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The two N atoms of 1,10-phenanthroline (phen) ligand and four O atoms of three phenoxyacetic acid ligands are coordinated to the Ce atom. The Ce—O and Ce—N bonds are in the range of [2.434 (3)–2.855 (3) Å] and [2.723 (3)–2.730 (3) Å], respectively, (Table 1).

In the crystal structure, intermolecular C—H···O hydrogen bonds (Table 2) lead to a supramolecular network structure (Fig. 2), in which they may be effective in the stabilization of the structure.

Related literature top

For general background, see: Allen et al. (1987); Daiguebonne et al. (2000); Farrugia et al. (2000); Tsukube & Shinoda (2002); Zhang et al. (2005). For related literature, see: Starynowicz (1991, 1993); Kay et al. (1972); Ma et al. (1999); Zeng et al. (2000); Mao et al. (1998).

Experimental top

Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb. Cerium (III) chloride hexahydrate (106.1 mg, 0.3 mmol), phen (59.4 mg, 0.3 mmol), phenoxyacetic acid (91.3 mg, 0.6 mmol) and distilled water (3 g) were placed into the bomb and sealed. Then, the bomb was heated under autogenous pressure up to 423 K over the course of 7 d, and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small colorless crystals, which were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature.

Refinement top

H atoms were positioned geometrically, with C—H = 0.93 and 0.97 Å for aromatic and methylene H atoms, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
[Figure 2] Fig. 2. A packing diagram for (I). Hydrogen bonds are shown as dashed lines.
(1,10-Phenanthroline)tris(phenoxyacetato)cerium(III) top
Crystal data top
[Ce(C8H7O3)3(C12H8N2)]F(000) = 1556
Mr = 773.73Dx = 1.496 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9077 reflections
a = 20.025 (3) Åθ = 2.5–27.0°
b = 8.621 (3) ŵ = 1.38 mm−1
c = 20.7996 (18) ÅT = 273 K
β = 106.982 (5)°Plane, colorless
V = 3434.4 (13) Å30.33 × 0.12 × 0.08 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer		6830 independent reflections
Radiation source: fine-focus sealed tube4757 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.041
φ and ω scansθmax = 26.3°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −24→24
Tmin = 0.661, Tmax = 0.896k = −10→10
25231 measured reflectionsl = −25→25
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)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0504P)2 + 0.9312P]
where P = (Fo2 + 2Fc2)/3
6830 reflections(Δ/σ)max = 0.001
403 parametersΔρmax = 1.05 e Å−3
3 restraintsΔρmin = −0.64 e Å−3
Crystal data top
[Ce(C8H7O3)3(C12H8N2)]V = 3434.4 (13) Å3
Mr = 773.73Z = 4
Monoclinic, P21/nMo Kα radiation
a = 20.025 (3) ŵ = 1.38 mm−1
b = 8.621 (3) ÅT = 273 K
c = 20.7996 (18) Å0.33 × 0.12 × 0.08 mm
β = 106.982 (5)°
Data collection top
Bruker SMART CCD area-detector
diffractometer		6830 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4757 reflections with I > 2σ(I)
Tmin = 0.661, Tmax = 0.896Rint = 0.041
25231 measured reflectionsθmax = 26.3°
Refinement top
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.096Δρmax = 1.05 e Å−3
S = 1.01Δρmin = −0.64 e Å−3
6830 reflectionsAbsolute structure: ?
403 parametersFlack parameter: ?
3 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
Ce10.931203 (11)0.19065 (2)0.964289 (10)0.03957 (9)
O10.97059 (14)0.0603 (3)0.87482 (12)0.0514 (7)
O21.06696 (14)−0.0829 (3)0.92162 (13)0.0542 (7)
O31.11835 (16)−0.0165 (4)0.82198 (15)0.0722 (9)
O40.94003 (14)0.4207 (3)1.03410 (13)0.0517 (7)
O51.00789 (16)0.6128 (4)1.09098 (13)0.0615 (8)
O60.98699 (16)0.5277 (4)1.20628 (14)0.0664 (9)
O70.84635 (13)−0.0360 (3)0.91881 (13)0.0484 (7)
O80.94656 (13)−0.1381 (4)0.97709 (13)0.0539 (7)
O90.78450 (16)−0.3263 (3)0.89803 (17)0.0674 (9)
N10.79695 (18)0.2345 (4)0.96673 (17)0.0517 (8)
N20.83406 (19)0.3068 (4)0.85441 (16)0.0518 (8)
C10.7781 (2)0.1921 (6)1.0201 (2)0.0673 (13)
H10.81270.16921.05970.081*
C20.7093 (3)0.1807 (7)1.0190 (3)0.0878 (18)
H20.69780.15121.05750.105*
C30.6582 (3)0.2128 (8)0.9614 (4)0.098 (2)
H30.61170.20380.96040.118*
C40.6745 (3)0.2587 (7)0.9042 (3)0.0791 (16)
C50.7460 (2)0.2674 (5)0.9088 (2)0.0559 (11)
C60.6231 (3)0.2973 (9)0.8401 (4)0.114 (3)
H60.57580.28840.83620.137*
C70.6423 (3)0.3445 (8)0.7876 (4)0.108 (2)
H70.60830.37160.74810.129*
C80.7134 (3)0.3544 (6)0.7903 (3)0.0746 (15)
C90.7660 (2)0.3100 (5)0.8505 (2)0.0554 (11)
C100.7356 (4)0.4032 (7)0.7366 (3)0.0911 (19)
H100.70310.43760.69740.109*
C110.8036 (4)0.4012 (6)0.7406 (2)0.0845 (17)
H110.81850.43360.70450.101*
C120.8526 (3)0.3490 (5)0.8009 (2)0.0673 (13)
H120.89950.34440.80290.081*
C131.0286 (2)0.0033 (5)0.87711 (19)0.0461 (9)
C141.0525 (2)0.0507 (6)0.8173 (2)0.0595 (11)
H14A1.01860.01700.77620.071*
H14B1.05600.16280.81600.071*
C151.1457 (3)0.0145 (6)0.7703 (2)0.0669 (13)
C161.2079 (3)−0.0558 (7)0.7766 (3)0.0857 (16)
H161.2287−0.11700.81390.103*
C171.2400 (3)−0.0351 (8)0.7265 (4)0.101 (2)
H171.2827−0.08250.73020.121*
C181.2095 (4)0.0542 (8)0.6720 (4)0.108 (2)
H181.23130.06640.63850.130*
C191.1485 (4)0.1246 (9)0.6661 (3)0.111 (2)
H191.12840.18610.62880.134*
C201.1150 (3)0.1063 (7)0.7157 (3)0.0886 (17)
H201.07260.15520.71180.106*
C210.9692 (2)0.4991 (5)1.0864 (2)0.0475 (10)
C220.9489 (2)0.4458 (6)1.14737 (19)0.0601 (12)
H22A0.89930.46251.13980.072*
H22B0.95800.33551.15400.072*
C230.9747 (2)0.4888 (5)1.2656 (2)0.0587 (11)
C240.9277 (3)0.3799 (7)1.2718 (2)0.0784 (15)
H240.90150.32521.23440.094*
C250.9196 (4)0.3521 (9)1.3346 (3)0.111 (2)
H250.88830.27651.33950.133*
C260.9567 (4)0.4338 (9)1.3896 (3)0.108 (2)
H260.94950.41611.43110.130*
C271.0044 (3)0.5416 (8)1.3836 (2)0.0950 (19)
H271.03030.59601.42120.114*
C281.0143 (3)0.5699 (6)1.3219 (2)0.0759 (14)
H281.04710.64261.31770.091*
C290.8842 (2)−0.1510 (5)0.93922 (19)0.0477 (10)
C300.8575 (2)−0.3145 (5)0.9190 (2)0.0590 (11)
H30A0.8753−0.34950.88290.071*
H30B0.8758−0.38330.95700.071*
C310.7518 (5)−0.3130 (8)0.9450 (5)0.1312 (13)
C320.7848 (5)−0.2768 (8)1.0119 (5)0.1312 (13)
H320.8328−0.26091.02720.157*
C330.7427 (5)−0.2649 (8)1.0558 (5)0.1312 (13)
H330.7622−0.24011.10090.157*
C340.6743 (5)−0.2903 (8)1.0306 (5)0.1312 (13)
H340.6469−0.27821.05950.157*
C350.6404 (5)−0.3336 (8)0.9644 (5)0.1312 (13)
H350.5931−0.35830.95050.157*
C360.6803 (5)−0.3377 (8)0.9211 (5)0.1312 (13)
H360.6595−0.35710.87570.157*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ce10.04539 (14)0.03484 (14)0.03388 (13)−0.00163 (10)0.00435 (8)0.00054 (10)
O10.0596 (17)0.0523 (18)0.0422 (15)0.0084 (15)0.0146 (13)0.0023 (13)
O20.0639 (18)0.0546 (18)0.0449 (16)0.0080 (15)0.0172 (13)0.0113 (14)
O30.071 (2)0.092 (3)0.062 (2)0.0188 (18)0.0316 (16)0.0227 (17)
O40.0723 (18)0.0382 (16)0.0431 (15)−0.0063 (14)0.0144 (13)−0.0054 (13)
O50.089 (2)0.0535 (19)0.0424 (16)−0.0279 (18)0.0192 (15)−0.0023 (14)
O60.092 (2)0.067 (2)0.0412 (16)−0.0285 (17)0.0206 (15)−0.0070 (14)
O70.0482 (15)0.0386 (16)0.0506 (16)0.0005 (13)0.0023 (12)−0.0032 (12)
O80.0476 (16)0.0585 (18)0.0468 (16)−0.0039 (13)0.0000 (13)0.0076 (13)
O90.062 (2)0.051 (2)0.076 (2)−0.0144 (15)−0.0017 (16)−0.0073 (16)
N10.051 (2)0.047 (2)0.050 (2)0.0040 (16)0.0040 (16)−0.0077 (16)
N20.065 (2)0.041 (2)0.0407 (19)0.0030 (17)0.0008 (16)0.0005 (15)
C10.061 (3)0.082 (4)0.058 (3)0.008 (3)0.017 (2)−0.002 (3)
C20.060 (3)0.125 (5)0.084 (4)0.005 (3)0.029 (3)−0.014 (4)
C30.052 (3)0.119 (6)0.120 (6)−0.003 (3)0.020 (3)−0.018 (4)
C40.052 (3)0.092 (4)0.078 (4)0.007 (3)−0.005 (3)−0.020 (3)
C50.052 (3)0.043 (3)0.064 (3)0.006 (2)0.004 (2)−0.011 (2)
C60.062 (4)0.147 (7)0.109 (6)0.015 (4)−0.013 (4)−0.029 (5)
C70.079 (4)0.119 (6)0.089 (5)0.038 (4)−0.031 (4)−0.018 (4)
C80.078 (4)0.067 (3)0.056 (3)0.018 (3)−0.016 (3)−0.010 (2)
C90.061 (3)0.039 (2)0.049 (2)0.005 (2)−0.011 (2)−0.005 (2)
C100.117 (5)0.076 (4)0.051 (3)0.019 (4)−0.021 (3)0.001 (3)
C110.122 (5)0.076 (4)0.042 (3)−0.001 (4)0.002 (3)0.011 (3)
C120.086 (3)0.058 (3)0.049 (3)−0.003 (3)0.006 (2)0.008 (2)
C130.059 (3)0.038 (2)0.040 (2)−0.005 (2)0.0124 (19)−0.0020 (18)
C140.067 (3)0.062 (3)0.052 (3)0.006 (2)0.021 (2)0.012 (2)
C150.074 (3)0.073 (3)0.064 (3)−0.006 (3)0.036 (3)0.000 (3)
C160.083 (4)0.107 (5)0.079 (4)0.002 (3)0.041 (3)0.000 (3)
C170.095 (4)0.108 (5)0.121 (5)−0.007 (4)0.066 (4)−0.010 (4)
C180.143 (6)0.090 (5)0.126 (6)−0.016 (5)0.095 (5)−0.001 (4)
C190.155 (6)0.108 (5)0.097 (5)0.014 (5)0.080 (5)0.032 (4)
C200.105 (4)0.098 (4)0.081 (4)0.009 (4)0.055 (3)0.026 (3)
C210.062 (3)0.038 (2)0.042 (2)−0.002 (2)0.0134 (19)0.0013 (18)
C220.078 (3)0.058 (3)0.046 (2)−0.020 (2)0.020 (2)−0.005 (2)
C230.075 (3)0.060 (3)0.041 (2)−0.003 (2)0.017 (2)0.003 (2)
C240.084 (4)0.096 (4)0.058 (3)−0.034 (3)0.026 (3)−0.003 (3)
C250.130 (5)0.146 (6)0.069 (4)−0.061 (5)0.047 (4)−0.003 (4)
C260.133 (5)0.147 (6)0.055 (3)−0.028 (5)0.042 (4)0.010 (4)
C270.121 (5)0.114 (5)0.044 (3)−0.021 (4)0.014 (3)−0.010 (3)
C280.091 (4)0.081 (4)0.053 (3)−0.022 (3)0.017 (2)−0.010 (3)
C290.051 (2)0.053 (3)0.035 (2)−0.004 (2)0.0068 (17)−0.0030 (18)
C300.064 (3)0.048 (3)0.058 (3)0.003 (2)0.008 (2)−0.006 (2)
C310.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
C320.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
C330.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
C340.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
C350.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
C360.143 (3)0.099 (2)0.177 (4)0.016 (2)0.086 (3)0.030 (3)
Geometric parameters (Å, º) top
Ce1—O12.491 (3)C11—C121.422 (7)
Ce1—O42.434 (3)C11—H110.9300
Ce1—O72.581 (3)C12—H120.9300
Ce1—O82.855 (3)C13—C141.513 (5)
Ce1—N12.730 (3)C14—H14A0.9700
Ce1—N22.723 (3)C14—H14B0.9700
Ce1—O8i2.437 (3)C15—C161.357 (7)
Ce1—O2i2.538 (3)C15—C201.373 (7)
Ce1—O5ii2.549 (3)C16—C171.385 (7)
O1—C131.250 (5)C16—H160.9300
O2—C131.258 (4)C17—C181.358 (9)
O2—Ce1i2.538 (3)C17—H170.9300
O3—C151.368 (5)C18—C191.337 (9)
O3—C141.417 (5)C18—H180.9300
O4—C211.269 (5)C19—C201.394 (7)
O5—C211.236 (5)C19—H190.9300
O5—Ce1ii2.549 (3)C20—H200.9300
O6—C231.368 (5)C21—C221.512 (5)
O6—C221.426 (5)C22—H22A0.9700
O7—C291.245 (5)C22—H22B0.9700
O8—C291.271 (5)C23—C241.362 (6)
O8—Ce1i2.437 (3)C23—C281.394 (6)
O9—C311.331 (9)C24—C251.384 (7)
O9—C301.401 (5)C24—H240.9300
N1—C11.323 (6)C25—C261.362 (8)
N1—C51.362 (5)C25—H250.9300
N2—C121.322 (5)C26—C271.365 (8)
N2—C91.342 (6)C26—H260.9300
C1—C21.376 (7)C27—C281.376 (7)
C1—H10.9300C27—H270.9300
C2—C31.358 (8)C28—H280.9300
C2—H20.9300C29—C301.523 (6)
C3—C41.381 (8)C30—H30A0.9700
C3—H30.9300C30—H30B0.9700
C4—C51.408 (7)C31—C361.388 (11)
C4—C61.465 (8)C31—C321.390 (12)
C5—C91.432 (6)C32—C331.417 (10)
C6—C71.324 (9)C32—H320.9300
C6—H60.9300C33—C341.334 (11)
C7—C81.410 (9)C33—H330.9300
C7—H70.9300C34—C351.397 (11)
C8—C101.383 (8)C34—H340.9300
C8—C91.432 (6)C35—C361.368 (9)
C10—C111.339 (8)C35—H350.9300
C10—H100.9300C36—H360.9300
O1—Ce1—O4146.07 (9)C12—C11—H11120.4
O1—Ce1—O772.71 (9)N2—C12—C11122.6 (5)
O1—Ce1—O864.70 (8)N2—C12—H12118.7
O4—Ce1—O7139.55 (9)C11—C12—H12118.7
O4—Ce1—O8140.03 (8)O1—C13—O2128.4 (4)
O7—Ce1—O847.47 (8)O1—C13—C14112.1 (3)
O1—Ce1—N1127.21 (10)O2—C13—C14119.5 (4)
O4—Ce1—N177.08 (10)O3—C14—C13110.2 (3)
O7—Ce1—N164.23 (10)O3—C14—H14A109.6
O8—Ce1—N1102.45 (9)C13—C14—H14A109.6
O1—Ce1—N280.99 (10)O3—C14—H14B109.6
O4—Ce1—N296.35 (9)C13—C14—H14B109.6
O7—Ce1—N274.83 (9)H14A—C14—H14B108.1
O8—Ce1—N2118.33 (9)C16—C15—O3113.9 (5)
N1—Ce1—N259.91 (11)C16—C15—C20121.0 (5)
O4—Ce1—O8i88.03 (10)O3—C15—C20125.2 (5)
O8i—Ce1—O178.41 (9)C15—C16—C17119.0 (6)
O4—Ce1—O2i76.22 (9)C15—C16—H16120.5
O8i—Ce1—O2i74.10 (9)C17—C16—H16120.5
O1—Ce1—O2i127.72 (9)C18—C17—C16120.4 (6)
O4—Ce1—O5ii76.50 (9)C18—C17—H17119.8
O8i—Ce1—O5ii78.82 (10)C16—C17—H17119.8
O1—Ce1—O5ii70.46 (9)C19—C18—C17120.6 (6)
O2i—Ce1—O5ii141.86 (9)C19—C18—H18119.7
O8i—Ce1—O7120.01 (10)C17—C18—H18119.7
O2i—Ce1—O783.91 (9)C18—C19—C20120.4 (6)
O5ii—Ce1—O7133.50 (9)C18—C19—H19119.8
O8i—Ce1—N2148.78 (10)C20—C19—H19119.8
O2i—Ce1—N2136.97 (10)C15—C20—C19118.7 (6)
O5ii—Ce1—N272.28 (10)C15—C20—H20120.7
O8i—Ce1—N1150.12 (10)C19—C20—H20120.7
O2i—Ce1—N177.22 (10)O5—C21—O4127.6 (4)
O5ii—Ce1—N1121.32 (11)O5—C21—C22119.5 (4)
O8i—Ce1—O872.77 (10)O4—C21—C22112.8 (4)
O2i—Ce1—O865.03 (9)O6—C22—C21111.3 (3)
O5ii—Ce1—O8130.48 (9)O6—C22—H22A109.4
C13—O1—Ce1130.0 (2)C21—C22—H22A109.4
C13—O2—Ce1i138.0 (3)O6—C22—H22B109.4
C15—O3—C14116.4 (3)C21—C22—H22B109.4
C21—O4—Ce1151.7 (3)H22A—C22—H22B108.0
C21—O5—Ce1ii149.8 (3)C24—C23—O6124.4 (4)
C23—O6—C22117.5 (3)C24—C23—C28120.3 (4)
C29—O7—Ce1102.0 (2)O6—C23—C28115.3 (4)
C29—O8—Ce1i162.7 (3)C23—C24—C25118.9 (5)
C29—O8—Ce188.2 (2)C23—C24—H24120.5
Ce1i—O8—Ce1107.23 (10)C25—C24—H24120.5
C31—O9—C30117.2 (6)C26—C25—C24121.1 (6)
C1—N1—C5118.4 (4)C26—C25—H25119.5
C1—N1—Ce1120.1 (3)C24—C25—H25119.5
C5—N1—Ce1120.0 (3)C25—C26—C27120.0 (5)
C12—N2—C9118.2 (4)C25—C26—H26120.0
C12—N2—Ce1120.0 (3)C27—C26—H26120.0
C9—N2—Ce1121.5 (3)C26—C27—C28120.1 (5)
N1—C1—C2122.4 (5)C26—C27—H27120.0
N1—C1—H1118.8C28—C27—H27120.0
C2—C1—H1118.8C27—C28—C23119.5 (5)
C3—C2—C1119.4 (5)C27—C28—H28120.2
C3—C2—H2120.3C23—C28—H28120.2
C1—C2—H2120.3O7—C29—O8122.1 (4)
C2—C3—C4120.9 (5)O7—C29—C30120.9 (4)
C2—C3—H3119.6O8—C29—C30117.0 (4)
C4—C3—H3119.6O9—C30—C29113.8 (3)
C3—C4—C5116.6 (5)O9—C30—H30A108.8
C3—C4—C6124.6 (6)C29—C30—H30A108.8
C5—C4—C6118.7 (6)O9—C30—H30B108.8
N1—C5—C4122.2 (5)C29—C30—H30B108.8
N1—C5—C9118.7 (4)H30A—C30—H30B107.7
C4—C5—C9119.0 (4)O9—C31—C36113.6 (9)
C7—C6—C4121.5 (6)O9—C31—C32124.2 (9)
C7—C6—H6119.2C36—C31—C32122.2 (9)
C4—C6—H6119.2C31—C32—C33117.6 (9)
C6—C7—C8121.3 (6)C31—C32—H32121.2
C6—C7—H7119.4C33—C32—H32121.2
C8—C7—H7119.4C34—C33—C32118.1 (9)
C10—C8—C7123.0 (5)C34—C33—H33120.9
C10—C8—C9117.3 (5)C32—C33—H33120.9
C7—C8—C9119.7 (6)C33—C34—C35125.4 (9)
N2—C9—C5118.3 (4)C33—C34—H34117.3
N2—C9—C8122.2 (5)C35—C34—H34117.3
C5—C9—C8119.5 (5)C36—C35—C34116.6 (9)
C11—C10—C8120.4 (5)C36—C35—H35121.7
C11—C10—H10119.8C34—C35—H35121.7
C8—C10—H10119.8C35—C36—C31120.0 (10)
C10—C11—C12119.1 (5)C35—C36—H36120.0
C10—C11—H11120.4C31—C36—H36120.0
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10···O7iii0.932.343.212 (6)156
C30—H30B···O4iv0.972.423.370 (5)165
C12—H12···O5ii0.932.463.049 (6)121
C1—H1···O2i0.932.443.128 (6)131
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (iv) x, y−1, z.
Selected geometric parameters (Å, º) top
Ce1—O12.491 (3)Ce1—O82.855 (3)
Ce1—O42.434 (3)Ce1—N12.730 (3)
Ce1—O72.581 (3)Ce1—N22.723 (3)
O1—Ce1—O4146.07 (9)O7—Ce1—N164.23 (10)
O1—Ce1—O772.71 (9)O8—Ce1—N1102.45 (9)
O1—Ce1—O864.70 (8)O1—Ce1—N280.99 (10)
O4—Ce1—O7139.55 (9)O4—Ce1—N296.35 (9)
O4—Ce1—O8140.03 (8)O7—Ce1—N274.83 (9)
O7—Ce1—O847.47 (8)O8—Ce1—N2118.33 (9)
O1—Ce1—N1127.21 (10)N1—Ce1—N259.91 (11)
O4—Ce1—N177.08 (10)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10···O7i0.932.343.212 (6)156
C30—H30B···O4ii0.972.423.370 (5)165
C12—H12···O5iii0.932.463.049 (6)121
C1—H1···O2iv0.932.443.128 (6)131
Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) x, y−1, z; (iii) −x+2, −y+1, −z+2; (iv) −x+2, −y, −z+2.
Acknowledgements top

This work was supported by the Science and Technology Bureau of Jian, Jiangxi Province of China (grant No. 20052817).

references
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