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Acta Cryst. (2007). E63, m2019    [ doi:10.1107/S1600536807030371 ]

(1,10-Phenanthroline-[kappa]2N,N')tris(phenoxyacetato)-[kappa]O;[kappa]O;[kappa]O,O'-neodymium(III)

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

Abstract top

In the molecule of the title compound, [Nd(C8H7O3)3(C12H8N2)], the NdIII 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

The crystal structure of tri(phenoxyacetic acid)(1,10-phenanthroline-N,N') cerium(III), (II), has recently been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II). We report herein the crystal structure of (I).

In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six-coordinate environment of the Nd atom is completed by two N atoms of the 1,10-phenanthroline (phen) ligand and four O atoms of the three phenoxyacetic acid ligand (Table 1). The Nd—O and Nd—N bonds are in the range of [2.412 (3)–2.818 (4) Å] and [2.718 (4)–2.743 (4) Å], respectively (Table 1).

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

The both compounds, (I) and (II), are isostructural.

Related literature top

For general background, see: Allen et al. (1987). For a related structure, see: Zhong et al. (2007).

Experimental top

Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb. Neodymium (III) chloride hexahydrate (107.3 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. The bomb was then 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-κ2N,N')tris(phenoxyacetato)-κO;κO;κO,O'- neodymium(III) top
Crystal data top
[Nd(C8H7O3)3(C12H8N2)]F(000) = 1564
Mr = 777.85Dx = 1.520 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9077 reflections
a = 20.103 (5) Åθ = 2.5–27.0°
b = 8.5028 (17) ŵ = 1.59 mm−1
c = 20.7887 (14) ÅT = 273 K
β = 106.997 (4)°Block, colorless
V = 3398.3 (11) Å30.33 × 0.13 × 0.08 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer		6951 independent reflections
Radiation source: fine-focus sealed tube4794 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.041
φ and ω scansθmax = 26.5°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −25→24
Tmin = 0.626, Tmax = 0.885k = −10→10
25585 measured reflectionsl = −26→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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.112H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0646P)2 + 0.9706P]
where P = (Fo2 + 2Fc2)/3
6951 reflections(Δ/σ)max = 0.002
403 parametersΔρmax = 1.04 e Å−3
3 restraintsΔρmin = −0.63 e Å−3
Crystal data top
[Nd(C8H7O3)3(C12H8N2)]V = 3398.3 (11) Å3
Mr = 777.85Z = 4
Monoclinic, P21/nMo Kα radiation
a = 20.103 (5) ŵ = 1.59 mm−1
b = 8.5028 (17) ÅT = 273 K
c = 20.7887 (14) Å0.33 × 0.13 × 0.08 mm
β = 106.997 (4)°
Data collection top
Bruker SMART CCD area-detector
diffractometer		6951 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4794 reflections with I > 2σ(I)
Tmin = 0.626, Tmax = 0.885Rint = 0.041
25585 measured reflectionsθmax = 26.5°
Refinement top
R[F2 > 2σ(F2)] = 0.041H-atom parameters constrained
wR(F2) = 0.112Δρmax = 1.04 e Å−3
S = 1.01Δρmin = −0.63 e Å−3
6951 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
Nd10.931203 (12)0.19066 (3)0.964281 (11)0.03943 (10)
O10.97063 (16)0.0607 (4)0.87482 (14)0.0468 (7)
O20.93999 (16)0.4207 (3)1.03415 (14)0.0474 (7)
O30.84628 (14)−0.0359 (3)0.91886 (14)0.0439 (7)
O40.94655 (15)−0.1382 (4)0.97728 (15)0.0497 (8)
O51.06695 (16)−0.0827 (4)0.92164 (14)0.0495 (8)
O61.00778 (18)0.6127 (4)1.09087 (15)0.0567 (9)
O71.11832 (18)−0.0166 (4)0.82194 (17)0.0667 (10)
O80.98695 (18)0.5275 (4)1.20633 (15)0.0617 (9)
O90.78466 (18)−0.3261 (4)0.89805 (19)0.0627 (10)
N10.79683 (19)0.2343 (5)0.9669 (2)0.0476 (9)
N20.8341 (2)0.3069 (4)0.85460 (18)0.0482 (9)
C10.7784 (3)0.1918 (6)1.0198 (3)0.0635 (14)
H10.81310.16881.05930.076*
C20.7093 (3)0.1795 (8)1.0198 (4)0.0833 (19)
H20.69780.15021.05830.100*
C30.6583 (3)0.2123 (9)0.9604 (4)0.093 (2)
H30.61180.20260.95880.111*
C40.6745 (3)0.2577 (8)0.9049 (3)0.0744 (17)
C50.7462 (3)0.2674 (6)0.9088 (3)0.0527 (12)
C60.6227 (4)0.2962 (10)0.8401 (4)0.109 (3)
H60.57550.28630.83600.131*
C70.6420 (4)0.3441 (10)0.7881 (4)0.104 (3)
H70.60800.37210.74880.125*
C80.7134 (3)0.3546 (7)0.7900 (3)0.0707 (17)
C90.7662 (3)0.3100 (5)0.8510 (2)0.0519 (12)
C100.7358 (4)0.4037 (8)0.7368 (3)0.087 (2)
H100.70360.43890.69760.105*
C110.8038 (4)0.4014 (7)0.7409 (3)0.0795 (18)
H110.81870.43370.70460.095*
C120.8526 (3)0.3493 (6)0.8011 (2)0.0626 (14)
H120.89930.34470.80300.075*
C131.0286 (2)0.0034 (5)0.8772 (2)0.0427 (10)
C141.0524 (3)0.0512 (6)0.8173 (2)0.0549 (12)
H14A1.01860.01650.77610.066*
H14B1.05570.16490.81570.066*
C151.1459 (3)0.0143 (7)0.7703 (3)0.0625 (14)
C161.2078 (3)−0.0571 (8)0.7766 (3)0.0792 (17)
H161.2284−0.11920.81390.095*
C171.2402 (4)−0.0364 (9)0.7267 (4)0.094 (2)
H171.2829−0.08410.73070.113*
C181.2100 (5)0.0526 (9)0.6724 (4)0.103 (3)
H181.23200.06480.63900.124*
C191.1488 (5)0.1241 (10)0.6655 (4)0.107 (3)
H191.12860.18520.62770.129*
C201.1150 (4)0.1061 (8)0.7159 (3)0.0832 (19)
H201.07280.15560.71200.100*
C210.9694 (2)0.4987 (5)1.0865 (2)0.0438 (10)
C220.9488 (3)0.4453 (6)1.1474 (2)0.0554 (12)
H22A0.89940.46321.13970.066*
H22B0.95740.33331.15400.066*
C230.9745 (3)0.4892 (6)1.2653 (2)0.0550 (12)
C240.9277 (3)0.3802 (8)1.2720 (3)0.0724 (16)
H240.90130.32511.23450.087*
C250.9193 (4)0.3515 (10)1.3342 (3)0.105 (3)
H250.88780.27521.33880.126*
C260.9568 (4)0.4343 (10)1.3899 (3)0.103 (2)
H260.94960.41691.43150.123*
C271.0044 (4)0.5414 (9)1.3836 (3)0.089 (2)
H271.03060.59591.42130.107*
C281.0143 (3)0.5704 (7)1.3218 (3)0.0712 (15)
H281.04720.64361.31780.085*
C290.8838 (2)−0.1507 (6)0.9391 (2)0.0445 (11)
C300.8574 (3)−0.3145 (5)0.9194 (3)0.0557 (12)
H30A0.8753−0.35080.88350.067*
H30B0.8754−0.38390.95760.067*
C310.7525 (6)−0.3138 (9)0.9448 (6)0.1243 (14)
C320.7840 (5)−0.2778 (9)1.0118 (6)0.1243 (14)
H320.8316−0.26081.02850.149*
C330.7406 (5)−0.2683 (9)1.0529 (6)0.1243 (14)
H330.7595−0.24441.09830.149*
C340.6740 (5)−0.2923 (9)1.0290 (6)0.1243 (14)
H340.6474−0.28031.05850.149*
C350.6393 (5)−0.3341 (9)0.9635 (5)0.1243 (14)
H350.5920−0.35720.94960.149*
C360.6802 (5)−0.3391 (9)0.9200 (5)0.1243 (14)
H360.6598−0.35920.87450.149*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Nd10.04609 (15)0.03354 (15)0.03390 (14)−0.00157 (11)0.00426 (9)0.00058 (10)
O10.0562 (19)0.0452 (19)0.0387 (16)0.0066 (16)0.0134 (14)0.0014 (14)
O20.068 (2)0.0318 (16)0.0408 (17)−0.0052 (15)0.0138 (14)−0.0046 (13)
O30.0444 (16)0.0331 (17)0.0466 (17)0.0008 (14)0.0015 (13)−0.0033 (13)
O40.0462 (18)0.0494 (19)0.0449 (18)−0.0033 (15)0.0000 (14)0.0073 (14)
O50.0603 (19)0.0485 (19)0.0409 (17)0.0073 (16)0.0166 (14)0.0100 (15)
O60.084 (2)0.048 (2)0.0386 (17)−0.0261 (19)0.0183 (16)−0.0031 (15)
O70.068 (2)0.083 (3)0.057 (2)0.017 (2)0.0291 (18)0.0200 (19)
O80.087 (2)0.060 (2)0.0387 (18)−0.0270 (19)0.0193 (17)−0.0062 (15)
O90.058 (2)0.045 (2)0.072 (2)−0.0135 (16)−0.0015 (18)−0.0068 (17)
N10.047 (2)0.040 (2)0.048 (2)0.0041 (17)0.0034 (18)−0.0080 (17)
N20.061 (2)0.036 (2)0.038 (2)0.0031 (18)−0.0008 (17)0.0002 (16)
C10.057 (3)0.073 (4)0.059 (3)0.008 (3)0.015 (3)−0.002 (3)
C20.057 (3)0.112 (6)0.086 (5)0.003 (3)0.029 (3)−0.013 (4)
C30.048 (3)0.105 (6)0.121 (6)−0.004 (3)0.020 (4)−0.017 (5)
C40.052 (3)0.084 (4)0.073 (4)0.006 (3)−0.003 (3)−0.018 (3)
C50.051 (3)0.036 (3)0.062 (3)0.007 (2)0.001 (2)−0.011 (2)
C60.061 (4)0.139 (8)0.102 (6)0.016 (4)−0.018 (4)−0.030 (6)
C70.079 (5)0.109 (6)0.087 (5)0.038 (4)−0.034 (4)−0.022 (5)
C80.074 (4)0.061 (3)0.053 (3)0.018 (3)−0.018 (3)−0.011 (3)
C90.059 (3)0.034 (3)0.046 (3)0.006 (2)−0.011 (2)−0.004 (2)
C100.119 (6)0.068 (4)0.046 (3)0.018 (4)−0.021 (3)0.001 (3)
C110.117 (5)0.071 (4)0.038 (3)−0.002 (4)0.003 (3)0.011 (3)
C120.080 (4)0.051 (3)0.047 (3)−0.002 (3)0.005 (3)0.008 (2)
C130.056 (3)0.033 (2)0.037 (2)−0.007 (2)0.011 (2)−0.0030 (19)
C140.064 (3)0.056 (3)0.047 (3)0.005 (3)0.019 (2)0.011 (2)
C150.070 (3)0.067 (4)0.059 (3)−0.008 (3)0.033 (3)0.001 (3)
C160.079 (4)0.096 (5)0.073 (4)0.002 (4)0.037 (3)−0.002 (4)
C170.092 (5)0.097 (6)0.113 (6)−0.006 (4)0.062 (4)−0.008 (5)
C180.138 (7)0.083 (5)0.126 (7)−0.017 (5)0.096 (6)−0.005 (5)
C190.156 (7)0.101 (5)0.091 (5)0.010 (6)0.077 (5)0.027 (4)
C200.100 (5)0.089 (5)0.078 (4)0.007 (4)0.053 (4)0.023 (4)
C210.058 (3)0.034 (2)0.038 (2)−0.001 (2)0.013 (2)0.0013 (19)
C220.074 (3)0.051 (3)0.043 (3)−0.018 (3)0.019 (2)−0.004 (2)
C230.073 (3)0.054 (3)0.037 (3)−0.002 (3)0.015 (2)0.003 (2)
C240.078 (4)0.088 (4)0.053 (3)−0.033 (3)0.022 (3)−0.004 (3)
C250.127 (6)0.134 (7)0.067 (4)−0.056 (5)0.048 (4)−0.003 (4)
C260.126 (6)0.140 (7)0.051 (4)−0.026 (5)0.040 (4)0.009 (4)
C270.117 (5)0.104 (5)0.041 (3)−0.021 (4)0.013 (3)−0.010 (3)
C280.086 (4)0.073 (4)0.051 (3)−0.020 (3)0.016 (3)−0.011 (3)
C290.048 (3)0.049 (3)0.032 (2)−0.006 (2)0.0055 (19)−0.0039 (19)
C300.061 (3)0.043 (3)0.056 (3)0.002 (2)0.008 (2)−0.007 (2)
C310.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
C320.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
C330.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
C340.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
C350.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
C360.136 (3)0.086 (2)0.173 (4)0.014 (2)0.080 (3)0.027 (3)
Geometric parameters (Å, º) top
Nd1—O12.484 (3)C11—C121.416 (7)
Nd1—O22.412 (3)C11—H110.9300
Nd1—O32.564 (3)C12—H120.9300
Nd1—O42.818 (4)C13—C141.515 (6)
Nd1—N12.743 (4)C14—H14A0.9700
Nd1—N22.718 (4)C14—H14B0.9700
Nd1—O4i2.443 (3)C15—C161.358 (8)
Nd1—O5i2.533 (3)C15—C201.366 (8)
Nd1—O6ii2.537 (3)C16—C171.387 (8)
O1—C131.251 (5)C16—H160.9300
O2—C211.264 (5)C17—C181.347 (10)
O3—C291.231 (5)C17—H170.9300
O4—C291.282 (5)C18—C191.343 (10)
O4—Nd1i2.443 (3)C18—H180.9300
O5—C131.252 (5)C19—C201.413 (8)
O5—Nd1i2.533 (3)C19—H190.9300
O6—C211.225 (5)C20—H200.9300
O6—Nd1ii2.537 (3)C21—C221.513 (6)
O7—C151.369 (6)C22—H22A0.9700
O7—C141.422 (6)C22—H22B0.9700
O8—C231.361 (5)C23—C241.357 (7)
O8—C221.424 (5)C23—C281.395 (7)
O9—C311.318 (10)C24—C251.375 (8)
O9—C301.401 (6)C24—H240.9300
N1—C11.310 (6)C25—C261.376 (9)
N1—C51.362 (6)C25—H250.9300
N2—C121.322 (6)C26—C271.354 (9)
N2—C91.345 (6)C26—H260.9300
C1—C21.394 (8)C27—C281.379 (8)
C1—H10.9300C27—H270.9300
C2—C31.383 (10)C28—H280.9300
C2—H20.9300C29—C301.505 (6)
C3—C41.344 (9)C30—H30A0.9700
C3—H30.9300C30—H30B0.9700
C4—C51.422 (8)C31—C321.386 (14)
C4—C61.479 (9)C31—C361.410 (13)
C5—C91.421 (7)C32—C331.390 (11)
C6—C71.316 (11)C32—H320.9300
C6—H60.9300C33—C341.300 (12)
C7—C81.427 (10)C33—H330.9300
C7—H70.9300C34—C351.383 (13)
C8—C101.375 (9)C34—H340.9300
C8—C91.446 (6)C35—C361.388 (11)
C10—C111.346 (9)C35—H350.9300
C10—H100.9300C36—H360.9300
O1—Nd1—O2145.95 (10)C12—C11—H11120.4
O1—Nd1—O373.37 (10)N2—C12—C11122.5 (6)
O1—Nd1—O465.19 (9)N2—C12—H12118.8
O2—Nd1—O3139.00 (10)C11—C12—H12118.8
O2—Nd1—O4139.50 (9)O1—C13—O5128.5 (4)
O3—Nd1—O448.10 (9)O1—C13—C14112.2 (4)
O1—Nd1—N1127.33 (11)O5—C13—C14119.3 (4)
O2—Nd1—N177.16 (11)O7—C14—C13110.3 (4)
O3—Nd1—N163.59 (11)O7—C14—H14A109.6
O4—Nd1—N1102.31 (10)C13—C14—H14A109.6
O1—Nd1—N280.90 (11)O7—C14—H14B109.6
O2—Nd1—N296.80 (10)C13—C14—H14B109.6
O3—Nd1—N274.13 (10)H14A—C14—H14B108.1
O4—Nd1—N2118.24 (10)C16—C15—C20121.1 (5)
N1—Nd1—N259.81 (12)C16—C15—O7114.2 (5)
O2—Nd1—O4i87.86 (11)C20—C15—O7124.7 (5)
O4i—Nd1—O178.25 (10)C15—C16—C17119.3 (6)
O2—Nd1—O5i75.61 (10)C15—C16—H16120.3
O4i—Nd1—O5i74.40 (10)C17—C16—H16120.3
O1—Nd1—O5i128.26 (10)C18—C17—C16120.2 (7)
O2—Nd1—O6ii77.15 (10)C18—C17—H17119.9
O4i—Nd1—O6ii78.23 (11)C16—C17—H17119.9
O1—Nd1—O6ii69.68 (10)C19—C18—C17121.1 (7)
O5i—Nd1—O6ii141.73 (10)C19—C18—H18119.4
O4i—Nd1—O3120.72 (11)C17—C18—H18119.4
O5i—Nd1—O384.18 (10)C18—C19—C20119.8 (7)
O6ii—Nd1—O3133.35 (10)C18—C19—H19120.1
O4i—Nd1—N2148.77 (11)C20—C19—H19120.1
O5i—Nd1—N2136.69 (11)C15—C20—C19118.4 (6)
O6ii—Nd1—N272.83 (12)C15—C20—H20120.8
O4i—Nd1—N1150.26 (11)C19—C20—H20120.8
O5i—Nd1—N177.04 (11)O6—C21—O2127.2 (4)
O6ii—Nd1—N1121.92 (12)O6—C21—C22119.7 (4)
O4i—Nd1—O472.85 (11)O2—C21—C22112.9 (4)
O5i—Nd1—O465.13 (10)O8—C22—C21111.2 (4)
O6ii—Nd1—O4130.06 (10)O8—C22—H22A109.4
C13—O1—Nd1129.9 (3)C21—C22—H22A109.4
C21—O2—Nd1151.3 (3)O8—C22—H22B109.4
C29—O3—Nd1101.2 (3)C21—C22—H22B109.4
C29—O4—Nd1i163.0 (3)H22A—C22—H22B108.0
C29—O4—Nd187.8 (3)C24—C23—O8124.8 (4)
Nd1i—O4—Nd1107.15 (11)C24—C23—C28119.8 (5)
C13—O5—Nd1i137.8 (3)O8—C23—C28115.4 (5)
C21—O6—Nd1ii149.9 (3)C23—C24—C25119.8 (6)
C15—O7—C14116.8 (4)C23—C24—H24120.1
C23—O8—C22117.6 (4)C25—C24—H24120.1
C31—O9—C30116.8 (6)C24—C25—C26120.9 (6)
C1—N1—C5118.7 (4)C24—C25—H25119.6
C1—N1—Nd1120.1 (3)C26—C25—H25119.6
C5—N1—Nd1119.7 (3)C27—C26—C25119.5 (6)
C12—N2—C9118.5 (4)C27—C26—H26120.3
C12—N2—Nd1119.7 (3)C25—C26—H26120.3
C9—N2—Nd1121.5 (3)C26—C27—C28120.6 (6)
N1—C1—C2123.2 (5)C26—C27—H27119.7
N1—C1—H1118.4C28—C27—H27119.7
C2—C1—H1118.4C27—C28—C23119.5 (6)
C3—C2—C1117.6 (6)C27—C28—H28120.2
C3—C2—H2121.2C23—C28—H28120.2
C1—C2—H2121.2O3—C29—O4122.7 (4)
C4—C3—C2121.5 (6)O3—C29—C30120.6 (4)
C4—C3—H3119.2O4—C29—C30116.8 (4)
C2—C3—H3119.2O9—C30—C29113.9 (4)
C3—C4—C5117.6 (6)O9—C30—H30A108.8
C3—C4—C6124.2 (7)C29—C30—H30A108.8
C5—C4—C6118.1 (7)O9—C30—H30B108.8
N1—C5—C9118.7 (4)C29—C30—H30B108.8
N1—C5—C4121.4 (5)H30A—C30—H30B107.7
C9—C5—C4120.0 (5)O9—C31—C32125.5 (10)
C7—C6—C4121.2 (7)O9—C31—C36113.3 (10)
C7—C6—H6119.4C32—C31—C36121.2 (10)
C4—C6—H6119.4C31—C32—C33116.6 (10)
C6—C7—C8122.2 (6)C31—C32—H32121.7
C6—C7—H7118.9C33—C32—H32121.7
C8—C7—H7118.9C34—C33—C32121.0 (11)
C10—C8—C7124.0 (6)C34—C33—H33119.5
C10—C8—C9117.1 (6)C32—C33—H33119.5
C7—C8—C9118.8 (6)C33—C34—C35125.7 (10)
N2—C9—C5118.8 (4)C33—C34—H34117.1
N2—C9—C8121.8 (5)C35—C34—H34117.1
C5—C9—C8119.4 (5)C34—C35—C36115.1 (10)
C11—C10—C8120.7 (5)C34—C35—H35122.4
C11—C10—H10119.6C36—C35—H35122.4
C8—C10—H10119.6C35—C36—C31120.1 (11)
C10—C11—C12119.2 (6)C35—C36—H36119.9
C10—C11—H11120.4C31—C36—H36119.9
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
C30—H30B···O2iii0.972.403.347 (6)164
C12—H12···O8ii0.932.593.438 (7)152
C12—H12···O6ii0.932.473.057 (6)122
C10—H10···O3iv0.932.343.215 (6)156
C1—H1···O5i0.932.443.130 (6)132
Symmetry codes: (i) −x+2, −y, −z+2; (ii) −x+2, −y+1, −z+2; (iii) x, y−1, z; (iv) −x+3/2, y+1/2, −z+3/2.
Selected geometric parameters (Å, º) top
Nd1—O12.484 (3)Nd1—O42.818 (4)
Nd1—O22.412 (3)Nd1—N12.743 (4)
Nd1—O32.564 (3)Nd1—N22.718 (4)
O1—Nd1—O2145.95 (10)O3—Nd1—N163.59 (11)
O1—Nd1—O373.37 (10)O4—Nd1—N1102.31 (10)
O1—Nd1—O465.19 (9)O1—Nd1—N280.90 (11)
O2—Nd1—O3139.00 (10)O2—Nd1—N296.80 (10)
O2—Nd1—O4139.50 (9)O3—Nd1—N274.13 (10)
O3—Nd1—O448.10 (9)O4—Nd1—N2118.24 (10)
O1—Nd1—N1127.33 (11)N1—Nd1—N259.81 (12)
O2—Nd1—N177.16 (11)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C30—H30B···O2i0.972.403.347 (6)164
C12—H12···O8ii0.932.593.438 (7)152
C12—H12···O6ii0.932.473.057 (6)122
C10—H10···O3iii0.932.343.215 (6)156
C1—H1···O5iv0.932.443.130 (6)132
Symmetry codes: (i) x, y−1, z; (ii) −x+2, −y+1, −z+2; (iii) −x+3/2, y+1/2, −z+3/2; (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. 20052827).

references
References top

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