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Acta Cryst. (2009). E65, m1299    [ doi:10.1107/S1600536809037787 ]

{[mu]-6,6'-Dimethoxy-2,2'-[propane-1,3-diylbis(nitrilomethylidyne)]diphenolato}trinitratocopper(II)erbium(III) acetone solvate

J.-C. Xing, Y.-L. Bo, B. Zhang and W.-Z. Li

Abstract top

In the title complex, [CuEr(C19H20N2O4)(NO3)3]·CH3COCH3, the CuII ion is coordinated in a square-planar environment by two O atoms and two N atoms of a Schiff base ligand. The ErIII ion is bis-chelated by three nitrate ligands and coordinated by four O atoms of the Schiff base ligand in a slightly distorted bicapped square-antiprismatic environment.

Comment top

The molecular structure of the title complex (I) is shown in Fig. 1. The octadentate Schiff base ligand links the Cu and Er atoms into a dinuclear complex through two phenolate O atoms, which is similar to the coorination in other copper-lanthanide complexes of the same ligand (Xing et al., 2008 and Wang et al., 2008). The ErIII ion in (I) is ten-coordinated by four oxygen atoms from the ligand and six oxygen atoms from three nitrate ions. The CuII center is four-coordinate by two nitrogen atoms and two oxygen atoms from the ligand. The title compound is isostructural with the Sm analog (Wang et al., 2008).

Related literature top

For a similar copper–lanthanide complex of the same Schiff base ligand as in the title compound, see: Xing et al. (2008). For the isostuctural Sm analog, see: Wang et al. (2008).

Experimental top

The title complex was obtained by the treatment of copper(II) acetate monohydrate (0.0499 g, 0.25 mmol) with the Schiff base (0.0855 g, 0.25 mmol) in methanol/acetone (20 ml:5 ml) at room temperature. Then the mixture was refluxed for 3 h after the addition of Erbium (III) nitrate hexahydrate (0.1150 g, 0.25 mmol). The reaction mixture was cooled and filtered; diethyl ether was allowed to diffuse slowly into the solution of the filtrate. Single crystals were obtained after several days. Analysis calculated for C22H26CuN5O14Er: C, 32.41; H, 3.21; Cu, 7.79; N, 8.59; Er, 20.52; found: C, 32.40; H, 3.24; Cu, 7.82; N, 8.50; Er, 20.44%.

Refinement top

H atoms bound to C atoms were placed in calculated positions and treated as riding on their parent atoms, with C—H = 0.93 Å (aromatic C), C—H = 0.97 Å (methylene C) and Uiso(H) = 1.2Ueq(C) or C—H = 0.96 Å (methyl C) and with Uiso(H) = 1.5Ueq(C).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); 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: PLEASE SUPPLY.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing 40% probability displacement ellipsoids. The solvent acetone molecule has been omitted for clarity.
{µ-6,6'-Dimethoxy-2,2'-[propane-1,3-diylbis(nitrilomethylidyne)] diphenolato}-trinitratocopper(II)erbium(III) acetone solvate top
Crystal data top
[CuEr(C19H20N2O4)(NO3)3]·C3H6OZ = 2
Mr = 815.28F(000) = 804
Triclinic, P1Dx = 1.936 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.4142 (19) ÅCell parameters from 12092 reflections
b = 12.151 (2) Åθ = 3.2–27.5°
c = 13.439 (3) ŵ = 3.82 mm−1
α = 73.06 (3)°T = 295 K
β = 87.30 (3)°Prism, green
γ = 72.22 (3)°0.34 × 0.28 × 0.20 mm
V = 1398.9 (6) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer		6335 independent reflections
Radiation source: fine-focus sealed tube5654 reflections with I > 2σ(I)
graphiteRint = 0.035
Detector resolution: 10.000 pixels mm-1θmax = 27.5°, θmin = 3.2°
ω scansh = −12→12
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		k = −15→15
Tmin = 0.280, Tmax = 0.460l = −17→17
13866 measured reflections
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)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.094H-atom parameters constrained
S = 1.12 w = 1/[σ2(Fo2) + (0.0461P)2 + 0.9007P]
where P = (Fo2 + 2Fc2)/3
6335 reflections(Δ/σ)max = 0.001
388 parametersΔρmax = 1.65 e Å−3
0 restraintsΔρmin = −0.99 e Å−3
Crystal data top
[CuEr(C19H20N2O4)(NO3)3]·C3H6Oγ = 72.22 (3)°
Mr = 815.28V = 1398.9 (6) Å3
Triclinic, P1Z = 2
a = 9.4142 (19) ÅMo Kα radiation
b = 12.151 (2) ŵ = 3.82 mm−1
c = 13.439 (3) ÅT = 295 K
α = 73.06 (3)°0.34 × 0.28 × 0.20 mm
β = 87.30 (3)°
Data collection top
Rigaku R-AXIS RAPID
diffractometer		6335 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		5654 reflections with I > 2σ(I)
Tmin = 0.280, Tmax = 0.460Rint = 0.035
13866 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.031H-atom parameters constrained
wR(F2) = 0.094Δρmax = 1.65 e Å−3
S = 1.12Δρmin = −0.99 e Å−3
6335 reflectionsAbsolute structure: ?
388 parametersFlack parameter: ?
0 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
Er10.284132 (18)0.379681 (15)0.235573 (12)0.03650 (8)
Cu10.24382 (5)0.25719 (4)0.49507 (4)0.03768 (12)
O10.0400 (3)0.5379 (3)0.1950 (2)0.0443 (7)
O20.1287 (3)0.3758 (3)0.3737 (2)0.0428 (7)
O30.3995 (3)0.2715 (3)0.3972 (2)0.0447 (7)
O40.5566 (3)0.3518 (3)0.2453 (2)0.0455 (7)
O50.4222 (4)0.2371 (3)0.1410 (3)0.0523 (8)
O60.3039 (4)0.4163 (3)0.0500 (2)0.0505 (7)
O70.4131 (5)0.2827 (4)−0.0280 (3)0.0744 (11)
O80.3112 (4)0.5285 (3)0.3148 (3)0.0557 (8)
O90.3219 (4)0.5766 (3)0.1492 (3)0.0505 (7)
O100.3292 (5)0.7046 (3)0.2321 (4)0.0770 (12)
O110.1004 (4)0.3040 (3)0.1763 (3)0.0548 (8)
O120.2438 (4)0.1704 (3)0.3018 (3)0.0619 (9)
O130.0792 (5)0.1221 (4)0.2308 (4)0.0813 (13)
O140.2030 (8)0.0889 (4)0.9258 (4)0.115 (2)
N10.0630 (4)0.2643 (3)0.5754 (3)0.0393 (7)
N20.3884 (4)0.1296 (3)0.6007 (3)0.0492 (9)
N30.3809 (4)0.3102 (4)0.0518 (3)0.0473 (9)
N40.3225 (4)0.6072 (4)0.2318 (3)0.0493 (9)
N50.1395 (5)0.1959 (4)0.2355 (3)0.0530 (10)
C1−0.0108 (6)0.6118 (5)0.0893 (4)0.0590 (13)
H1A−0.10810.66750.09010.089*
H1B−0.01570.56080.04770.089*
H1C0.05780.65590.06040.089*
C2−0.0648 (4)0.5340 (4)0.2695 (3)0.0384 (8)
C3−0.2116 (5)0.6072 (4)0.2560 (4)0.0451 (10)
H3−0.24650.66430.19220.054*
C4−0.3060 (5)0.5955 (5)0.3372 (4)0.0549 (12)
H4−0.40440.64550.32800.066*
C5−0.2569 (5)0.5111 (5)0.4311 (4)0.0499 (11)
H5−0.32200.50390.48510.060*
C6−0.1079 (4)0.4351 (4)0.4466 (3)0.0404 (9)
C7−0.0130 (4)0.4454 (3)0.3666 (3)0.0352 (8)
C8−0.0651 (5)0.3414 (4)0.5451 (3)0.0429 (9)
H8−0.14030.33690.59210.051*
C90.0683 (6)0.1750 (5)0.6789 (3)0.0544 (12)
H9A−0.02920.16340.69140.065*
H9B0.09110.20680.73250.065*
C100.1825 (7)0.0557 (4)0.6868 (4)0.0637 (15)
H10A0.1631−0.00500.74630.076*
H10B0.17300.03230.62490.076*
C110.3380 (7)0.0585 (6)0.6980 (4)0.0768 (19)
H11A0.34360.09320.75360.092*
H11B0.4050−0.02360.71760.092*
C120.5321 (5)0.1042 (4)0.5936 (4)0.0511 (11)
H120.58890.04540.65040.061*
C130.6146 (5)0.1543 (4)0.5107 (3)0.0425 (9)
C140.7721 (5)0.1157 (4)0.5224 (4)0.0535 (12)
H140.81870.06140.58460.064*
C150.8563 (5)0.1568 (4)0.4440 (4)0.0537 (12)
H150.95980.13120.45330.064*
C160.7885 (5)0.2370 (4)0.3499 (4)0.0471 (10)
H160.84680.26490.29660.057*
C170.6367 (4)0.2750 (4)0.3353 (3)0.0379 (8)
C180.5468 (4)0.2343 (4)0.4153 (3)0.0368 (8)
C190.6431 (5)0.3926 (5)0.1567 (4)0.0560 (12)
H19A0.74550.37170.17960.084*
H19B0.60360.47870.12790.084*
H19C0.63690.35430.10460.084*
C200.3352 (10)−0.0198 (6)1.0866 (6)0.093 (2)
H20A0.35510.05471.08090.139*
H20B0.4276−0.08201.08790.139*
H20C0.2851−0.04221.14970.139*
C210.2392 (8)−0.0040 (5)0.9963 (5)0.0739 (17)
C220.1955 (10)−0.1108 (7)0.9935 (7)0.106 (3)
H22A0.1320−0.08990.93270.159*
H22B0.1427−0.13561.05470.159*
H22C0.2834−0.17580.99130.159*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Er10.03547 (11)0.03660 (11)0.02831 (10)−0.00615 (8)−0.00097 (7)−0.00057 (8)
Cu10.0400 (2)0.0358 (2)0.0294 (2)−0.0080 (2)−0.00022 (19)−0.0010 (2)
O10.0421 (15)0.0431 (16)0.0349 (14)−0.0055 (13)−0.0055 (12)0.0009 (13)
O20.0366 (14)0.0444 (16)0.0343 (14)−0.0014 (12)0.0014 (12)−0.0032 (13)
O30.0329 (13)0.0505 (17)0.0325 (14)−0.0021 (13)−0.0021 (11)0.0044 (13)
O40.0379 (14)0.0522 (17)0.0390 (15)−0.0166 (13)0.0020 (12)0.0008 (14)
O50.0521 (17)0.0488 (18)0.0483 (18)−0.0082 (15)−0.0009 (15)−0.0095 (15)
O60.0604 (19)0.0447 (17)0.0377 (16)−0.0081 (15)0.0055 (14)−0.0077 (14)
O70.081 (3)0.094 (3)0.053 (2)−0.018 (2)0.0095 (19)−0.039 (2)
O80.065 (2)0.0537 (19)0.0421 (17)−0.0119 (17)0.0031 (15)−0.0118 (15)
O90.0586 (19)0.0478 (17)0.0427 (17)−0.0194 (15)0.0029 (15)−0.0062 (14)
O100.098 (3)0.047 (2)0.090 (3)−0.028 (2)−0.012 (2)−0.018 (2)
O110.0509 (18)0.0488 (18)0.057 (2)−0.0146 (15)0.0011 (15)−0.0046 (16)
O120.070 (2)0.0414 (18)0.063 (2)−0.0108 (17)−0.0010 (19)−0.0039 (17)
O130.079 (3)0.067 (2)0.116 (4)−0.041 (2)0.025 (3)−0.037 (3)
O140.172 (6)0.067 (3)0.074 (3)−0.017 (3)0.004 (3)0.005 (3)
N10.0461 (18)0.0417 (18)0.0320 (16)−0.0179 (16)0.0033 (14)−0.0088 (15)
N20.059 (2)0.0365 (18)0.0332 (18)0.0025 (17)0.0028 (17)−0.0005 (15)
N30.0436 (19)0.058 (2)0.043 (2)−0.0201 (18)0.0057 (16)−0.0151 (18)
N40.047 (2)0.045 (2)0.052 (2)−0.0138 (17)0.0009 (18)−0.0081 (18)
N50.050 (2)0.047 (2)0.062 (2)−0.0163 (18)0.0155 (19)−0.015 (2)
C10.063 (3)0.054 (3)0.039 (2)0.000 (2)−0.014 (2)0.000 (2)
C20.0380 (19)0.0355 (19)0.041 (2)−0.0053 (16)−0.0058 (17)−0.0156 (17)
C30.039 (2)0.043 (2)0.051 (2)−0.0037 (18)−0.0100 (19)−0.017 (2)
C40.033 (2)0.059 (3)0.071 (3)0.000 (2)−0.007 (2)−0.031 (3)
C50.037 (2)0.060 (3)0.058 (3)−0.012 (2)0.005 (2)−0.027 (2)
C60.040 (2)0.043 (2)0.044 (2)−0.0165 (17)0.0017 (17)−0.0168 (18)
C70.0326 (17)0.0333 (18)0.040 (2)−0.0084 (15)−0.0019 (16)−0.0120 (16)
C80.046 (2)0.051 (2)0.041 (2)−0.024 (2)0.0119 (18)−0.0196 (19)
C90.063 (3)0.063 (3)0.034 (2)−0.027 (2)0.006 (2)−0.001 (2)
C100.107 (5)0.042 (2)0.040 (2)−0.030 (3)0.011 (3)−0.004 (2)
C110.081 (4)0.064 (3)0.042 (3)0.009 (3)0.006 (3)0.015 (3)
C120.059 (3)0.040 (2)0.037 (2)0.006 (2)−0.011 (2)−0.0074 (19)
C130.043 (2)0.037 (2)0.042 (2)−0.0014 (17)−0.0072 (18)−0.0139 (18)
C140.048 (2)0.045 (2)0.057 (3)0.004 (2)−0.024 (2)−0.016 (2)
C150.041 (2)0.050 (3)0.072 (3)−0.011 (2)−0.010 (2)−0.021 (2)
C160.038 (2)0.045 (2)0.062 (3)−0.0136 (18)0.000 (2)−0.020 (2)
C170.0371 (19)0.0336 (19)0.041 (2)−0.0082 (16)−0.0011 (17)−0.0110 (17)
C180.0331 (18)0.0357 (19)0.039 (2)−0.0049 (16)−0.0026 (16)−0.0117 (17)
C190.050 (3)0.071 (3)0.049 (3)−0.031 (2)0.012 (2)−0.009 (2)
C200.135 (7)0.064 (4)0.082 (5)−0.034 (4)0.013 (5)−0.022 (4)
C210.090 (4)0.056 (3)0.060 (3)−0.010 (3)0.014 (3)−0.009 (3)
C220.116 (6)0.086 (5)0.099 (6)−0.029 (5)−0.023 (5)0.001 (4)
Geometric parameters (Å, °) top
Er1—O32.305 (3)C2—C71.421 (6)
Er1—O22.307 (3)C3—C41.377 (7)
Er1—O62.411 (3)C3—H30.9300
Er1—O82.428 (4)C4—C51.367 (7)
Er1—O112.449 (4)C4—H40.9300
Er1—O52.461 (3)C5—C61.410 (6)
Er1—O92.462 (3)C5—H50.9300
Er1—O12.466 (3)C6—C71.367 (6)
Er1—O42.487 (3)C6—C81.451 (6)
Er1—O122.577 (4)C8—H80.9300
Er1—N32.859 (4)C9—C101.496 (7)
Er1—N42.880 (4)C9—H9A0.9700
Cu1—O31.936 (3)C9—H9B0.9700
Cu1—O21.938 (3)C10—C111.490 (9)
Cu1—N11.966 (4)C10—H10A0.9700
Cu1—N21.970 (4)C10—H10B0.9700
O1—C21.372 (5)C11—H11A0.9700
O1—C11.453 (5)C11—H11B0.9700
O2—C71.334 (5)C12—C131.424 (7)
O3—C181.331 (5)C12—H120.9300
O4—C171.379 (5)C13—C181.402 (6)
O4—C191.462 (5)C13—C141.413 (6)
O5—N31.261 (5)C14—C151.358 (8)
O6—N31.265 (5)C14—H140.9300
O7—N31.213 (5)C15—C161.391 (7)
O8—N41.265 (5)C15—H150.9300
O9—N41.270 (5)C16—C171.365 (6)
O10—N41.207 (5)C16—H160.9300
O11—N51.272 (5)C17—C181.406 (6)
O12—N51.261 (6)C19—H19A0.9600
O13—N51.215 (6)C19—H19B0.9600
O14—C211.208 (7)C19—H19C0.9600
N1—C81.277 (6)C20—C211.479 (10)
N1—C91.486 (5)C20—H20A0.9600
N2—C121.298 (6)C20—H20B0.9600
N2—C111.488 (6)C20—H20C0.9600
C1—H1A0.9600C21—C221.487 (10)
C1—H1B0.9600C22—H22A0.9600
C1—H1C0.9600C22—H22B0.9600
C2—C31.384 (5)C22—H22C0.9600
O3—Er1—O264.59 (10)O7—N3—O6121.3 (4)
O3—Er1—O6145.86 (11)O5—N3—O6115.7 (4)
O2—Er1—O6146.93 (11)O7—N3—Er1176.1 (3)
O3—Er1—O874.16 (12)O5—N3—Er159.1 (2)
O2—Er1—O873.18 (12)O6—N3—Er156.8 (2)
O6—Er1—O8119.26 (12)O10—N4—O8121.7 (5)
O3—Er1—O11116.36 (11)O10—N4—O9123.3 (4)
O2—Er1—O1180.36 (12)O8—N4—O9114.9 (4)
O6—Er1—O1172.98 (12)O10—N4—Er1175.8 (4)
O8—Er1—O11143.46 (12)O8—N4—Er156.7 (2)
O3—Er1—O597.20 (11)O9—N4—Er158.3 (2)
O2—Er1—O5136.85 (11)O13—N5—O12121.7 (4)
O6—Er1—O552.05 (11)O13—N5—O11122.9 (5)
O8—Er1—O5142.31 (12)O12—N5—O11115.4 (4)
O11—Er1—O573.57 (12)O1—C1—H1A109.5
O3—Er1—O9118.34 (12)O1—C1—H1B109.5
O2—Er1—O9115.44 (12)H1A—C1—H1B109.5
O6—Er1—O967.51 (12)O1—C1—H1C109.5
O8—Er1—O951.80 (11)H1A—C1—H1C109.5
O11—Er1—O9124.51 (11)H1B—C1—H1C109.5
O5—Er1—O9107.65 (11)O1—C2—C3125.3 (4)
O3—Er1—O1127.79 (10)O1—C2—C7115.0 (3)
O2—Er1—O165.96 (10)C3—C2—C7119.7 (4)
O6—Er1—O186.32 (11)C4—C3—C2119.9 (4)
O8—Er1—O176.69 (11)C4—C3—H3120.1
O11—Er1—O169.64 (11)C2—C3—H3120.1
O5—Er1—O1130.94 (11)C5—C4—C3120.8 (4)
O9—Er1—O170.46 (11)C5—C4—H4119.6
O3—Er1—O465.50 (10)C3—C4—H4119.6
O2—Er1—O4125.70 (10)C4—C5—C6120.4 (4)
O6—Er1—O487.19 (11)C4—C5—H5119.8
O8—Er1—O474.01 (12)C6—C5—H5119.8
O11—Er1—O4142.51 (12)C7—C6—C5119.5 (4)
O5—Er1—O469.17 (11)C7—C6—C8122.3 (4)
O9—Er1—O472.36 (11)C5—C6—C8117.9 (4)
O1—Er1—O4141.89 (11)O2—C7—C6123.6 (4)
O3—Er1—O1267.96 (12)O2—C7—C2116.7 (4)
O2—Er1—O1270.50 (12)C6—C7—C2119.7 (4)
O6—Er1—O12104.96 (12)N1—C8—C6128.1 (4)
O8—Er1—O12135.75 (12)N1—C8—H8115.9
O11—Er1—O1250.34 (12)C6—C8—H8115.9
O5—Er1—O1266.38 (12)N1—C9—C10112.3 (4)
O9—Er1—O12172.45 (11)N1—C9—H9A109.1
O1—Er1—O12109.52 (12)C10—C9—H9A109.1
O4—Er1—O12108.45 (12)N1—C9—H9B109.1
O3—Er1—N3122.43 (11)C10—C9—H9B109.1
O2—Er1—N3149.55 (11)H9A—C9—H9B107.9
O6—Er1—N326.04 (10)C11—C10—C9112.6 (5)
O8—Er1—N3136.47 (12)C11—C10—H10A109.1
O11—Er1—N370.11 (11)C9—C10—H10A109.1
O5—Er1—N326.06 (10)C11—C10—H10B109.1
O9—Er1—N388.22 (12)C9—C10—H10B109.1
O1—Er1—N3108.59 (11)H10A—C10—H10B107.8
O4—Er1—N378.13 (11)N2—C11—C10112.7 (4)
O12—Er1—N384.66 (12)N2—C11—H11A109.0
O3—Er1—N496.72 (12)C10—C11—H11A109.0
O2—Er1—N493.97 (12)N2—C11—H11B109.0
O6—Er1—N493.52 (12)C10—C11—H11B109.0
O8—Er1—N425.80 (11)H11A—C11—H11B107.8
O11—Er1—N4138.97 (11)N2—C12—C13128.7 (4)
O5—Er1—N4128.06 (12)N2—C12—H12115.7
O9—Er1—N426.01 (11)C13—C12—H12115.7
O1—Er1—N471.00 (11)C18—C13—C14118.5 (4)
O4—Er1—N471.98 (11)C18—C13—C12122.8 (4)
O12—Er1—N4161.53 (13)C14—C13—C12118.6 (4)
N3—Er1—N4113.03 (12)C15—C14—C13121.0 (4)
O3—Cu1—O279.02 (12)C15—C14—H14119.5
O3—Cu1—N1170.25 (13)C13—C14—H14119.5
O2—Cu1—N191.24 (14)C14—C15—C16120.2 (4)
O3—Cu1—N291.25 (14)C14—C15—H15119.9
O2—Cu1—N2169.75 (14)C16—C15—H15119.9
N1—Cu1—N298.50 (15)C17—C16—C15120.4 (5)
O3—Cu1—Er140.01 (8)C17—C16—H16119.8
O2—Cu1—Er140.10 (9)C15—C16—H16119.8
N1—Cu1—Er1130.49 (10)C16—C17—O4125.9 (4)
N2—Cu1—Er1129.72 (11)C16—C17—C18120.5 (4)
C2—O1—C1117.8 (3)O4—C17—C18113.5 (3)
C2—O1—Er1117.6 (2)O3—C18—C13122.0 (4)
C1—O1—Er1122.3 (3)O3—C18—C17118.6 (3)
C7—O2—Cu1128.8 (3)C13—C18—C17119.3 (4)
C7—O2—Er1124.1 (2)O4—C19—H19A109.5
Cu1—O2—Er1107.16 (12)O4—C19—H19B109.5
C18—O3—Cu1129.0 (3)H19A—C19—H19B109.5
C18—O3—Er1123.6 (2)O4—C19—H19C109.5
Cu1—O3—Er1107.31 (12)H19A—C19—H19C109.5
C17—O4—C19116.6 (3)H19B—C19—H19C109.5
C17—O4—Er1117.7 (2)C21—C20—H20A109.5
C19—O4—Er1124.7 (3)C21—C20—H20B109.5
N3—O5—Er194.9 (3)H20A—C20—H20B109.5
N3—O6—Er197.2 (2)C21—C20—H20C109.5
N4—O8—Er197.5 (3)H20A—C20—H20C109.5
N4—O9—Er195.7 (2)H20B—C20—H20C109.5
N5—O11—Er1100.0 (3)O14—C21—C20122.2 (7)
N5—O12—Er194.1 (3)O14—C21—C22121.1 (7)
C8—N1—C9115.0 (4)C20—C21—C22116.6 (6)
C8—N1—Cu1124.7 (3)C21—C22—H22A109.5
C9—N1—Cu1120.3 (3)C21—C22—H22B109.5
C12—N2—C11115.1 (4)H22A—C22—H22B109.5
C12—N2—Cu1123.6 (3)C21—C22—H22C109.5
C11—N2—Cu1121.2 (3)H22A—C22—H22C109.5
O7—N3—O5123.1 (4)H22B—C22—H22C109.5
O2—Er1—Cu1—O3−162.7 (2)N4—Er1—O6—N3140.1 (3)
O6—Er1—Cu1—O396.4 (3)O3—Er1—O8—N4150.0 (3)
O8—Er1—Cu1—O3−82.27 (18)O2—Er1—O8—N4−142.3 (3)
O11—Er1—Cu1—O3133.69 (18)O6—Er1—O8—N44.2 (3)
O5—Er1—Cu1—O359.59 (18)O11—Er1—O8—N4−96.9 (3)
O9—Er1—Cu1—O3−84.40 (19)O5—Er1—O8—N468.9 (3)
O1—Er1—Cu1—O3−156.20 (17)O9—Er1—O8—N41.7 (2)
O4—Er1—Cu1—O3−10.88 (17)O1—Er1—O8—N4−73.8 (3)
O12—Er1—Cu1—O396.10 (19)O4—Er1—O8—N481.6 (3)
N3—Er1—Cu1—O369.6 (2)O12—Er1—O8—N4−178.2 (2)
N4—Er1—Cu1—O3−83.96 (18)N3—Er1—O8—N429.3 (3)
O3—Er1—Cu1—O2162.7 (2)O3—Er1—O9—N4−36.7 (3)
O6—Er1—Cu1—O2−100.8 (3)O2—Er1—O9—N436.9 (3)
O8—Er1—Cu1—O280.46 (17)O6—Er1—O9—N4−179.3 (3)
O11—Er1—Cu1—O2−63.58 (17)O8—Er1—O9—N4−1.7 (2)
O5—Er1—Cu1—O2−137.68 (17)O11—Er1—O9—N4132.7 (2)
O9—Er1—Cu1—O278.33 (18)O5—Er1—O9—N4−145.4 (2)
O1—Er1—Cu1—O26.52 (17)O1—Er1—O9—N486.5 (3)
O4—Er1—Cu1—O2151.84 (17)O4—Er1—O9—N4−84.9 (3)
O12—Er1—Cu1—O2−101.18 (18)N3—Er1—O9—N4−163.0 (3)
N3—Er1—Cu1—O2−127.69 (19)O3—Er1—O11—N5−19.5 (3)
N4—Er1—Cu1—O278.76 (17)O2—Er1—O11—N5−74.7 (3)
O3—Er1—Cu1—N1176.9 (2)O6—Er1—O11—N5125.1 (3)
O2—Er1—Cu1—N114.1 (2)O8—Er1—O11—N5−118.5 (3)
O6—Er1—Cu1—N1−86.7 (3)O5—Er1—O11—N570.5 (3)
O8—Er1—Cu1—N194.60 (16)O9—Er1—O11—N5171.0 (2)
O11—Er1—Cu1—N1−49.44 (16)O1—Er1—O11—N5−142.5 (3)
O5—Er1—Cu1—N1−123.54 (16)O4—Er1—O11—N564.0 (3)
O9—Er1—Cu1—N192.47 (17)O12—Er1—O11—N5−2.1 (2)
O1—Er1—Cu1—N120.67 (16)N3—Er1—O11—N597.8 (3)
O4—Er1—Cu1—N1165.99 (16)N4—Er1—O11—N5−159.7 (2)
O12—Er1—Cu1—N1−87.03 (17)O3—Er1—O12—N5165.4 (3)
N3—Er1—Cu1—N1−113.55 (18)O2—Er1—O12—N595.7 (3)
N4—Er1—Cu1—N192.91 (16)O6—Er1—O12—N5−49.9 (3)
O3—Er1—Cu1—N2−19.0 (2)O8—Er1—O12—N5132.2 (3)
O2—Er1—Cu1—N2178.3 (2)O11—Er1—O12—N52.1 (2)
O6—Er1—Cu1—N277.5 (3)O5—Er1—O12—N5−85.7 (3)
O8—Er1—Cu1—N2−101.25 (19)O1—Er1—O12—N541.5 (3)
O11—Er1—Cu1—N2114.71 (18)O4—Er1—O12—N5−142.0 (3)
O5—Er1—Cu1—N240.61 (19)N3—Er1—O12—N5−66.4 (3)
O9—Er1—Cu1—N2−103.38 (19)N4—Er1—O12—N5129.8 (4)
O1—Er1—Cu1—N2−175.18 (18)O2—Cu1—N1—C8−9.0 (4)
O4—Er1—Cu1—N2−29.86 (18)N2—Cu1—N1—C8174.2 (4)
O12—Er1—Cu1—N277.12 (19)Er1—Cu1—N1—C8−18.1 (4)
N3—Er1—Cu1—N250.6 (2)O2—Cu1—N1—C9170.2 (3)
N4—Er1—Cu1—N2−102.95 (18)N2—Cu1—N1—C9−6.6 (4)
O3—Er1—O1—C2−26.6 (3)Er1—Cu1—N1—C9161.2 (3)
O2—Er1—O1—C2−6.8 (3)O3—Cu1—N2—C1212.7 (4)
O6—Er1—O1—C2154.7 (3)O2—Cu1—N2—C1230.9 (11)
O8—Er1—O1—C2−84.0 (3)N1—Cu1—N2—C12−167.4 (4)
O11—Er1—O1—C281.5 (3)Er1—Cu1—N2—C1224.7 (5)
O5—Er1—O1—C2125.4 (3)O3—Cu1—N2—C11−170.1 (4)
O9—Er1—O1—C2−137.9 (3)O2—Cu1—N2—C11−151.9 (8)
O4—Er1—O1—C2−124.6 (3)N1—Cu1—N2—C119.8 (5)
O12—Er1—O1—C250.1 (3)Er1—Cu1—N2—C11−158.0 (4)
N3—Er1—O1—C2141.0 (3)Er1—O5—N3—O7−176.2 (4)
N4—Er1—O1—C2−110.3 (3)Er1—O5—N3—O64.6 (4)
O3—Er1—O1—C1170.8 (3)Er1—O6—N3—O7176.1 (4)
O2—Er1—O1—C1−169.3 (4)Er1—O6—N3—O5−4.7 (4)
O6—Er1—O1—C1−7.8 (3)O3—Er1—N3—O516.1 (3)
O8—Er1—O1—C1113.4 (4)O2—Er1—N3—O5−78.4 (3)
O11—Er1—O1—C1−81.0 (3)O6—Er1—N3—O5175.0 (4)
O5—Er1—O1—C1−37.2 (4)O8—Er1—N3—O5117.6 (3)
O9—Er1—O1—C159.6 (3)O11—Er1—N3—O5−93.2 (3)
O4—Er1—O1—C172.9 (4)O9—Er1—N3—O5139.0 (3)
O12—Er1—O1—C1−112.4 (3)O1—Er1—N3—O5−152.4 (2)
N3—Er1—O1—C1−21.6 (4)O4—Er1—N3—O566.6 (2)
N4—Er1—O1—C187.1 (3)O12—Er1—N3—O5−43.5 (2)
O3—Cu1—O2—C7−168.3 (4)N4—Er1—N3—O5131.0 (2)
N1—Cu1—O2—C711.2 (3)O3—Er1—N3—O6−159.0 (2)
N2—Cu1—O2—C7173.1 (8)O2—Er1—N3—O6106.6 (3)
Er1—Cu1—O2—C7−179.5 (4)O8—Er1—N3—O6−57.5 (3)
O3—Cu1—O2—Er111.21 (14)O11—Er1—N3—O691.8 (3)
N1—Cu1—O2—Er1−169.29 (15)O5—Er1—N3—O6−175.0 (4)
N2—Cu1—O2—Er1−7.4 (10)O9—Er1—N3—O6−36.1 (3)
O3—Er1—O2—C7169.3 (3)O1—Er1—N3—O632.6 (3)
O6—Er1—O2—C7−28.9 (4)O4—Er1—N3—O6−108.4 (3)
O8—Er1—O2—C789.2 (3)O12—Er1—N3—O6141.4 (3)
O11—Er1—O2—C7−65.3 (3)N4—Er1—N3—O6−44.1 (3)
O5—Er1—O2—C7−118.4 (3)Er1—O8—N4—O10175.4 (4)
O9—Er1—O2—C758.4 (3)Er1—O8—N4—O9−2.8 (4)
O1—Er1—O2—C76.6 (3)Er1—O9—N4—O10−175.4 (4)
O4—Er1—O2—C7144.4 (3)Er1—O9—N4—O82.8 (4)
O12—Er1—O2—C7−116.5 (3)O3—Er1—N4—O8−28.9 (3)
N3—Er1—O2—C7−79.4 (4)O2—Er1—N4—O835.9 (3)
N4—Er1—O2—C773.7 (3)O6—Er1—N4—O8−176.3 (3)
O3—Er1—O2—Cu1−10.23 (13)O11—Er1—N4—O8115.8 (3)
O6—Er1—O2—Cu1151.55 (15)O5—Er1—N4—O8−133.6 (3)
O8—Er1—O2—Cu1−90.32 (15)O9—Er1—N4—O8−177.0 (4)
O11—Er1—O2—Cu1115.17 (15)O1—Er1—N4—O898.8 (3)
O5—Er1—O2—Cu162.1 (2)O4—Er1—N4—O8−90.4 (3)
O9—Er1—O2—Cu1−121.08 (14)O12—Er1—N4—O83.9 (5)
O1—Er1—O2—Cu1−172.93 (18)N3—Er1—N4—O8−158.5 (3)
O4—Er1—O2—Cu1−35.2 (2)O3—Er1—N4—O9148.1 (2)
O12—Er1—O2—Cu163.97 (15)O2—Er1—N4—O9−147.1 (2)
N3—Er1—O2—Cu1101.1 (2)O6—Er1—N4—O90.7 (3)
N4—Er1—O2—Cu1−105.78 (15)O8—Er1—N4—O9177.0 (4)
O2—Cu1—O3—C18165.2 (4)O11—Er1—N4—O9−67.2 (3)
N2—Cu1—O3—C18−18.1 (4)O5—Er1—N4—O943.4 (3)
Er1—Cu1—O3—C18176.4 (4)O1—Er1—N4—O9−84.2 (3)
O2—Cu1—O3—Er1−11.24 (14)O4—Er1—N4—O986.6 (3)
N2—Cu1—O3—Er1165.51 (17)O12—Er1—N4—O9−179.1 (3)
O2—Er1—O3—C18−166.4 (4)N3—Er1—N4—O918.5 (3)
O6—Er1—O3—C1831.3 (4)Er1—O12—N5—O13178.1 (4)
O8—Er1—O3—C18−87.9 (3)Er1—O12—N5—O11−3.5 (4)
O11—Er1—O3—C18129.8 (3)Er1—O11—N5—O13−177.9 (4)
O5—Er1—O3—C1854.6 (3)Er1—O11—N5—O123.7 (4)
O9—Er1—O3—C18−59.9 (3)C1—O1—C2—C3−9.5 (6)
O1—Er1—O3—C18−146.3 (3)Er1—O1—C2—C3−172.9 (3)
O4—Er1—O3—C18−8.5 (3)C1—O1—C2—C7170.0 (4)
O12—Er1—O3—C18115.5 (3)Er1—O1—C2—C76.7 (4)
N3—Er1—O3—C1847.6 (4)O1—C2—C3—C4−179.3 (4)
N4—Er1—O3—C18−75.2 (3)C7—C2—C3—C41.2 (6)
O2—Er1—O3—Cu110.24 (13)C2—C3—C4—C5−0.7 (7)
O6—Er1—O3—Cu1−152.05 (16)C3—C4—C5—C60.4 (7)
O8—Er1—O3—Cu188.81 (16)C4—C5—C6—C7−0.6 (7)
O11—Er1—O3—Cu1−53.51 (19)C4—C5—C6—C8−175.5 (4)
O5—Er1—O3—Cu1−128.70 (15)Cu1—O2—C7—C6−6.5 (6)
O9—Er1—O3—Cu1116.75 (15)Er1—O2—C7—C6174.0 (3)
O1—Er1—O3—Cu130.3 (2)Cu1—O2—C7—C2173.7 (3)
O4—Er1—O3—Cu1168.13 (19)Er1—O2—C7—C2−5.7 (5)
O12—Er1—O3—Cu1−67.84 (16)C5—C6—C7—O2−178.7 (4)
N3—Er1—O3—Cu1−135.74 (13)C8—C6—C7—O2−4.1 (6)
N4—Er1—O3—Cu1101.46 (16)C5—C6—C7—C21.0 (6)
O3—Er1—O4—C178.3 (3)C8—C6—C7—C2175.7 (4)
O2—Er1—O4—C1733.0 (3)O1—C2—C7—O2−1.1 (5)
O6—Er1—O4—C17−150.6 (3)C3—C2—C7—O2178.4 (4)
O8—Er1—O4—C1787.8 (3)O1—C2—C7—C6179.1 (4)
O11—Er1—O4—C17−93.7 (3)C3—C2—C7—C6−1.4 (6)
O5—Er1—O4—C17−100.4 (3)C9—N1—C8—C6−176.5 (4)
O9—Er1—O4—C17142.1 (3)Cu1—N1—C8—C62.8 (6)
O1—Er1—O4—C17129.0 (3)C7—C6—C8—N16.0 (7)
O12—Er1—O4—C17−45.8 (3)C5—C6—C8—N1−179.2 (4)
N3—Er1—O4—C17−126.0 (3)C8—N1—C9—C10149.1 (4)
N4—Er1—O4—C17114.8 (3)Cu1—N1—C9—C10−30.2 (6)
O3—Er1—O4—C19176.5 (4)N1—C9—C10—C1174.7 (6)
O2—Er1—O4—C19−158.7 (3)C12—N2—C11—C10−158.5 (5)
O6—Er1—O4—C1917.6 (4)Cu1—N2—C11—C1024.0 (7)
O8—Er1—O4—C19−104.0 (4)C9—C10—C11—N2−70.9 (6)
O11—Er1—O4—C1974.5 (4)C11—N2—C12—C13178.9 (5)
O5—Er1—O4—C1967.8 (4)Cu1—N2—C12—C13−3.7 (7)
O9—Er1—O4—C19−49.7 (4)N2—C12—C13—C18−6.9 (8)
O1—Er1—O4—C19−62.8 (4)N2—C12—C13—C14177.4 (5)
O12—Er1—O4—C19122.4 (4)C18—C13—C14—C151.4 (7)
N3—Er1—O4—C1942.2 (4)C12—C13—C14—C15177.2 (5)
N4—Er1—O4—C19−77.0 (4)C13—C14—C15—C16−0.8 (7)
O3—Er1—O5—N3−166.4 (2)C14—C15—C16—C17−0.1 (7)
O2—Er1—O5—N3133.5 (2)C15—C16—C17—O4−178.4 (4)
O6—Er1—O5—N3−2.8 (2)C15—C16—C17—C180.4 (7)
O8—Er1—O5—N3−93.0 (3)C19—O4—C17—C162.2 (6)
O11—Er1—O5—N378.2 (2)Er1—O4—C17—C16171.3 (3)
O9—Er1—O5—N3−43.5 (3)C19—O4—C17—C18−176.8 (4)
O1—Er1—O5—N335.6 (3)Er1—O4—C17—C18−7.6 (4)
O4—Er1—O5—N3−106.1 (3)Cu1—O3—C18—C1313.4 (6)
O12—Er1—O5—N3131.5 (3)Er1—O3—C18—C13−170.7 (3)
N4—Er1—O5—N3−62.0 (3)Cu1—O3—C18—C17−167.8 (3)
O3—Er1—O6—N332.7 (4)Er1—O3—C18—C178.1 (5)
O2—Er1—O6—N3−117.1 (3)C14—C13—C18—O3177.7 (4)
O8—Er1—O6—N3138.3 (2)C12—C13—C18—O32.1 (7)
O11—Er1—O6—N3−79.4 (3)C14—C13—C18—C17−1.1 (6)
O5—Er1—O6—N32.8 (2)C12—C13—C18—C17−176.7 (4)
O9—Er1—O6—N3140.4 (3)C16—C17—C18—O3−178.6 (4)
O1—Er1—O6—N3−149.2 (3)O4—C17—C18—O30.4 (5)
O4—Er1—O6—N368.4 (3)C16—C17—C18—C130.2 (6)
O12—Er1—O6—N3−40.0 (3)O4—C17—C18—C13179.2 (4)
Acknowledgements top

The authors gratefully acknowledge financial support of this work by the National Natural Science Foundation of China (grant Nos. 30571784 and 30872450) and the Heilongjiang Key Laboratory of Anesthesia and Critical Care Research.

references
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