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Acta Cryst. (2009). E65, m443    [ doi:10.1107/S1600536809009581 ]

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

J.-C. Xing, Y.-M. Xu, X.-G. Cui and W.-Z. Li

Abstract top

In the title complex, [CuLu(C19H20N2O4)(NO3)3]·CH3COCH3, the CuII ion is four-coordinated in a square-planar geometry by two O atoms and two N atoms from the deprotonated Schiff base. The LuIII ion is ten-coordinate, chelated by three nitrate groups and linked to the four O atoms of the deprotonated Schiff base. A molecule of acetone is present as a solvate.

Comment top

As shown in Fig. 1, the octodentate Schiff base ligand links Cu and Lu atoms into a dinuclear complex through two phenolate O atoms, which is similar with the bonding reported for another copper-lanthanide complex of the same ligand (Elmali & Elerman, 2003, 2004). The LuIII centre 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. And one molecular acetone is dissociative in the complex.

Related literature top

For copper–lanthanide complexes of the same Schiff base, see: Elmali & Elerman (2003, 2004).

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 lutetium (III) nitrate hexahydrate (0.1172 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 C22H26CuN5O14Lu: C, 32.08; H, 3.16; Cu, 7.72; N, 8.51; Lu, 21.26; found: C, 32.11; H, 3.10; Cu, 7.76; N, 8.48; Lu, 21.22%.

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), C—H = 0.98 Å (methine C), and with 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: ORTEPII (Johnson, 1976).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing 40% probability displacement ellipsoids. The acetone molecule of solvation has been omitted for clarity.
{µ-6,6'-Dimethoxy-2,2'-[propane-1,3- diylbis(nitrilomethylidyne)]diphenolato}trinitratocopper(II)lutetium(III) acetone solvate top
Crystal data top
[CuLu(C19H20N2O4)(NO3)3]·C3H6OZ = 2
Mr = 822.99F(000) = 810
Triclinic, P1Dx = 1.946 Mg m−3
Hall symbol: -p 1Mo Kα radiation, λ = 0.71073 Å
a = 9.4070 (19) ÅCell parameters from 12159 reflections
b = 12.135 (2) Åθ = 3.2–27.4°
c = 13.510 (3) ŵ = 4.33 mm−1
α = 73.03 (3)°T = 295 K
β = 87.04 (3)°Prism, green
γ = 72.32 (3)°0.34 × 0.28 × 0.20 mm
V = 1404.2 (6) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer		6345 independent reflections
Radiation source: fine-focus sealed tube5817 reflections with I > 2σ(I)
graphiteRint = 0.063
Detector resolution: 10.000 pixels mm-1θmax = 27.4°, θmin = 3.2°
ω scansh = −11→12
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		k = −15→15
Tmin = 0.220, Tmax = 0.420l = −17→17
13735 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)] = 0.056Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.149H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.1022P)2]
where P = (Fo2 + 2Fc2)/3
6345 reflections(Δ/σ)max = 0.001
392 parametersΔρmax = 4.51 e Å−3
0 restraintsΔρmin = −2.38 e Å−3
Crystal data top
[CuLu(C19H20N2O4)(NO3)3]·C3H6Oγ = 72.32 (3)°
Mr = 822.99V = 1404.2 (6) Å3
Triclinic, P1Z = 2
a = 9.4070 (19) ÅMo Kα radiation
b = 12.135 (2) ŵ = 4.33 mm−1
c = 13.510 (3) ÅT = 295 K
α = 73.03 (3)°0.34 × 0.28 × 0.20 mm
β = 87.04 (3)°
Data collection top
Rigaku R-AXIS RAPID
diffractometer		6345 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		5817 reflections with I > 2σ(I)
Tmin = 0.220, Tmax = 0.420Rint = 0.063
13735 measured reflectionsθmax = 27.4°
Refinement top
R[F2 > 2σ(F2)] = 0.056H-atom parameters constrained
wR(F2) = 0.149Δρmax = 4.51 e Å−3
S = 1.05Δρmin = −2.38 e Å−3
6345 reflectionsAbsolute structure: ?
392 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
Lu10.284988 (19)0.378525 (16)0.234889 (13)0.03573 (12)
Cu10.24429 (6)0.25725 (5)0.49539 (4)0.03148 (15)
O10.0395 (4)0.5365 (3)0.1965 (3)0.0382 (7)
O20.1287 (3)0.3741 (3)0.3751 (3)0.0353 (7)
O30.4010 (4)0.2710 (3)0.3973 (3)0.0403 (8)
O40.5591 (4)0.3498 (3)0.2448 (3)0.0399 (8)
O50.4248 (4)0.2376 (4)0.1369 (3)0.0477 (9)
O60.3037 (4)0.4173 (3)0.0479 (3)0.0435 (8)
O70.4124 (6)0.2842 (5)−0.0318 (4)0.0645 (12)
O80.0996 (4)0.2996 (3)0.1767 (3)0.0481 (9)
O90.2459 (6)0.1682 (4)0.3012 (4)0.0527 (10)
O100.0812 (6)0.1186 (4)0.2316 (5)0.0691 (13)
O110.3233 (5)0.5776 (4)0.1485 (3)0.0468 (9)
O120.3121 (5)0.5301 (4)0.3144 (3)0.0473 (9)
O130.3323 (6)0.7056 (4)0.2309 (4)0.0687 (13)
O140.2009 (10)0.0886 (5)−0.0752 (5)0.103 (2)
N10.0629 (5)0.2641 (4)0.5757 (3)0.0351 (8)
N20.3899 (5)0.1300 (4)0.6000 (3)0.0434 (10)
N30.3804 (5)0.3120 (4)0.0479 (3)0.0405 (9)
N40.1412 (5)0.1922 (4)0.2357 (4)0.0467 (10)
N50.3232 (5)0.6071 (4)0.2308 (4)0.0446 (10)
C1−0.0128 (7)0.6110 (5)0.0917 (4)0.0504 (14)
H1A−0.09320.58870.07040.076*
H1B0.06770.59890.04540.076*
H1C−0.04720.69450.09000.076*
C2−0.0664 (5)0.5331 (4)0.2710 (4)0.0317 (9)
C3−0.2132 (5)0.6058 (4)0.2582 (4)0.0392 (11)
H3−0.24830.66260.19480.047*
C4−0.3080 (6)0.5938 (5)0.3400 (5)0.0475 (13)
H4−0.40680.64280.33070.057*
C5−0.2588 (5)0.5114 (5)0.4338 (5)0.0431 (11)
H5−0.32300.50530.48840.052*
C6−0.1076 (5)0.4343 (4)0.4478 (4)0.0329 (9)
C7−0.0127 (5)0.4448 (4)0.3680 (4)0.0306 (9)
C8−0.0661 (6)0.3413 (4)0.5460 (4)0.0366 (10)
H8−0.14140.33700.59300.044*
C90.0686 (7)0.1741 (6)0.6806 (4)0.0483 (13)
H9A0.09160.20630.73350.058*
H9B−0.02860.16180.69380.058*
C100.1835 (9)0.0554 (5)0.6873 (5)0.0611 (18)
H10A0.1643−0.00600.74610.073*
H10B0.17470.03270.62530.073*
C110.3383 (9)0.0592 (7)0.6987 (5)0.074 (2)
H11A0.4056−0.02280.71920.089*
H11B0.34270.09540.75320.089*
C120.5322 (6)0.1036 (5)0.5942 (4)0.0448 (12)
H120.58840.04500.65070.054*
C130.6154 (6)0.1550 (5)0.5092 (4)0.0359 (10)
C140.7742 (6)0.1170 (5)0.5217 (5)0.0493 (14)
H140.82030.06400.58420.059*
C150.8573 (6)0.1570 (5)0.4444 (5)0.0478 (13)
H150.96070.13150.45380.057*
C160.7909 (5)0.2370 (5)0.3490 (5)0.0412 (11)
H160.85000.26460.29600.049*
C170.6381 (5)0.2743 (4)0.3346 (4)0.0332 (9)
C180.5478 (5)0.2331 (4)0.4165 (4)0.0318 (9)
C190.6444 (7)0.3885 (6)0.1579 (4)0.0481 (13)
H19A0.69590.43950.17270.072*
H19B0.57870.43280.09800.072*
H19C0.71570.31920.14470.072*
C200.3366 (11)−0.0190 (7)0.0837 (7)0.080 (2)
H20A0.40650.02600.06200.119*
H20B0.3899−0.10320.11180.119*
H20C0.27550.00940.13570.119*
C210.2387 (9)−0.0020 (7)−0.0081 (6)0.0687 (19)
C220.1964 (15)−0.1131 (9)−0.0076 (9)0.104 (4)
H22A0.1282−0.12800.04640.156*
H22B0.2846−0.18170.00440.156*
H22C0.1497−0.1001−0.07330.156*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Lu10.03318 (16)0.03674 (17)0.02788 (16)−0.00642 (11)−0.00080 (10)0.00064 (11)
Cu10.0320 (3)0.0311 (3)0.0231 (3)−0.0067 (2)−0.0002 (2)0.0016 (2)
O10.0325 (16)0.0387 (18)0.0285 (16)−0.0012 (14)−0.0070 (13)0.0040 (14)
O20.0273 (15)0.0370 (17)0.0294 (16)−0.0032 (13)0.0015 (12)0.0019 (14)
O30.0262 (15)0.051 (2)0.0274 (16)−0.0050 (14)−0.0056 (13)0.0061 (15)
O40.0310 (17)0.046 (2)0.0342 (18)−0.0116 (15)0.0022 (14)0.0008 (16)
O50.047 (2)0.047 (2)0.041 (2)−0.0047 (16)−0.0034 (16)−0.0095 (17)
O60.055 (2)0.0403 (19)0.0288 (17)−0.0128 (16)0.0039 (15)−0.0030 (15)
O70.070 (3)0.080 (3)0.043 (2)−0.017 (2)0.007 (2)−0.026 (2)
O80.0387 (19)0.044 (2)0.053 (2)−0.0106 (16)−0.0028 (17)−0.0020 (18)
O90.063 (3)0.038 (2)0.049 (2)−0.015 (2)0.004 (2)−0.0001 (19)
O100.067 (3)0.060 (3)0.096 (4)−0.038 (2)0.022 (3)−0.030 (3)
O110.054 (2)0.044 (2)0.038 (2)−0.0193 (18)−0.0003 (17)0.0013 (17)
O120.056 (2)0.046 (2)0.0371 (19)−0.0160 (18)0.0024 (17)−0.0075 (17)
O130.089 (4)0.044 (2)0.074 (3)−0.025 (2)−0.012 (3)−0.010 (2)
O140.153 (7)0.058 (3)0.064 (4)−0.007 (4)0.004 (4)0.006 (3)
N10.038 (2)0.040 (2)0.0283 (19)−0.0179 (17)0.0022 (16)−0.0051 (17)
N20.053 (3)0.031 (2)0.028 (2)0.0008 (18)0.0008 (18)0.0038 (17)
N30.037 (2)0.051 (3)0.036 (2)−0.0170 (19)0.0068 (17)−0.013 (2)
N40.043 (2)0.040 (2)0.057 (3)−0.0144 (19)0.015 (2)−0.014 (2)
N50.043 (2)0.040 (2)0.048 (3)−0.0103 (19)−0.006 (2)−0.008 (2)
C10.051 (3)0.047 (3)0.030 (3)0.005 (2)−0.013 (2)0.005 (2)
C20.029 (2)0.031 (2)0.032 (2)−0.0041 (17)−0.0074 (17)−0.0076 (19)
C30.031 (2)0.036 (2)0.045 (3)−0.0006 (18)−0.012 (2)−0.011 (2)
C40.026 (2)0.057 (3)0.060 (3)−0.002 (2)−0.004 (2)−0.028 (3)
C50.028 (2)0.055 (3)0.049 (3)−0.011 (2)0.005 (2)−0.022 (3)
C60.027 (2)0.034 (2)0.041 (2)−0.0099 (17)−0.0015 (18)−0.015 (2)
C70.031 (2)0.027 (2)0.031 (2)−0.0072 (16)−0.0049 (17)−0.0050 (18)
C80.038 (2)0.042 (2)0.034 (2)−0.019 (2)0.0086 (19)−0.012 (2)
C90.052 (3)0.056 (3)0.031 (3)−0.025 (3)0.008 (2)0.004 (2)
C100.105 (6)0.039 (3)0.038 (3)−0.032 (3)0.014 (3)−0.001 (3)
C110.069 (4)0.069 (4)0.037 (3)0.007 (4)0.010 (3)0.026 (3)
C120.050 (3)0.035 (2)0.029 (2)0.008 (2)−0.010 (2)0.000 (2)
C130.033 (2)0.033 (2)0.034 (2)0.0005 (18)−0.0136 (19)−0.006 (2)
C140.040 (3)0.045 (3)0.056 (3)0.003 (2)−0.025 (3)−0.016 (3)
C150.029 (2)0.045 (3)0.066 (4)−0.004 (2)−0.015 (2)−0.017 (3)
C160.027 (2)0.042 (3)0.056 (3)−0.0091 (19)−0.001 (2)−0.017 (2)
C170.028 (2)0.033 (2)0.038 (2)−0.0078 (17)−0.0056 (18)−0.0078 (19)
C180.029 (2)0.032 (2)0.032 (2)−0.0054 (17)−0.0025 (17)−0.0089 (18)
C190.043 (3)0.063 (3)0.040 (3)−0.027 (3)0.011 (2)−0.006 (3)
C200.109 (7)0.059 (4)0.069 (5)−0.026 (4)0.013 (5)−0.018 (4)
C210.075 (5)0.062 (4)0.060 (4)−0.017 (4)0.024 (4)−0.013 (4)
C220.125 (9)0.072 (6)0.098 (8)−0.023 (6)−0.042 (7)0.000 (5)
Geometric parameters (Å, °) top
Lu1—O32.328 (3)C2—C71.428 (6)
Lu1—O22.335 (3)C3—C41.386 (8)
Lu1—O62.438 (4)C3—H30.9300
Lu1—O122.463 (4)C4—C51.365 (8)
Lu1—O12.476 (3)C4—H40.9300
Lu1—O112.483 (4)C5—C61.432 (7)
Lu1—O82.484 (4)C5—H50.9300
Lu1—O52.486 (4)C6—C71.365 (7)
Lu1—O42.500 (3)C6—C81.449 (7)
Lu1—O92.579 (4)C8—H80.9300
Lu1—N52.888 (5)C9—C101.496 (9)
Lu1—N32.890 (5)C9—H9A0.9700
Cu1—O21.933 (3)C9—H9B0.9700
Cu1—O31.943 (4)C10—C111.488 (12)
Cu1—N11.968 (4)C10—H10A0.9700
Cu1—N21.975 (4)C10—H10B0.9700
O1—C21.380 (6)C11—H11A0.9700
O1—C11.456 (6)C11—H11B0.9700
O2—C71.337 (5)C12—C131.451 (8)
O3—C181.330 (5)C12—H120.9300
O4—C171.376 (6)C13—C181.376 (7)
O4—C191.433 (6)C13—C141.427 (7)
O5—N31.274 (6)C14—C151.337 (9)
O6—N31.262 (6)C14—H140.9300
O7—N31.218 (6)C15—C161.406 (8)
O8—N41.266 (6)C15—H150.9300
O9—N41.266 (7)C16—C171.376 (6)
O10—N41.207 (6)C16—H160.9300
O11—N51.263 (7)C17—C181.425 (7)
O12—N51.262 (6)C19—H19A0.9600
O13—N51.225 (6)C19—H19B0.9600
O14—C211.172 (9)C19—H19C0.9600
N1—C81.285 (7)C20—C211.510 (12)
N1—C91.508 (6)C20—H20A0.9600
N2—C121.283 (7)C20—H20B0.9600
N2—C111.506 (7)C20—H20C0.9600
C1—H1A0.9600C21—C221.516 (13)
C1—H1B0.9600C22—H22A0.9600
C1—H1C0.9600C22—H22B0.9600
C2—C31.383 (6)C22—H22C0.9600
O3—Lu1—O264.14 (12)O7—N3—O5122.3 (5)
O3—Lu1—O6146.60 (13)O6—N3—O5115.5 (4)
O2—Lu1—O6146.96 (12)O7—N3—Lu1176.3 (4)
O3—Lu1—O1273.77 (14)O6—N3—Lu156.7 (2)
O2—Lu1—O1273.01 (13)O5—N3—Lu159.0 (3)
O6—Lu1—O12118.90 (13)O10—N4—O9122.3 (5)
O3—Lu1—O1127.07 (12)O10—N4—O8121.8 (5)
O2—Lu1—O165.77 (11)O9—N4—O8115.9 (4)
O6—Lu1—O186.29 (13)O13—N5—O12120.6 (5)
O12—Lu1—O176.49 (13)O13—N5—O11122.6 (5)
O3—Lu1—O11117.79 (14)O12—N5—O11116.8 (4)
O2—Lu1—O11115.27 (14)O13—N5—Lu1176.7 (4)
O6—Lu1—O1167.38 (14)O12—N5—Lu158.0 (3)
O12—Lu1—O1151.54 (14)O11—N5—Lu158.9 (3)
O1—Lu1—O1170.71 (13)O1—C1—H1A109.5
O3—Lu1—O8116.27 (13)O1—C1—H1B109.5
O2—Lu1—O880.52 (13)H1A—C1—H1B109.5
O6—Lu1—O873.24 (14)O1—C1—H1C109.5
O12—Lu1—O8143.62 (14)H1A—C1—H1C109.5
O1—Lu1—O870.02 (13)H1B—C1—H1C109.5
O11—Lu1—O8125.09 (13)O1—C2—C3125.7 (4)
O3—Lu1—O598.38 (13)O1—C2—C7114.2 (4)
O2—Lu1—O5137.85 (13)C3—C2—C7120.1 (5)
O6—Lu1—O551.62 (13)C2—C3—C4119.9 (5)
O12—Lu1—O5141.90 (13)C2—C3—H3120.0
O1—Lu1—O5130.80 (12)C4—C3—H3120.0
O11—Lu1—O5106.84 (15)C5—C4—C3121.0 (5)
O8—Lu1—O573.70 (14)C5—C4—H4119.5
O3—Lu1—O465.10 (12)C3—C4—H4119.5
O2—Lu1—O4125.11 (12)C4—C5—C6119.7 (5)
O6—Lu1—O487.74 (13)C4—C5—H5120.2
O12—Lu1—O474.18 (14)C6—C5—H5120.2
O1—Lu1—O4142.40 (12)C7—C6—C5120.1 (5)
O11—Lu1—O472.73 (14)C7—C6—C8122.8 (4)
O8—Lu1—O4142.20 (14)C5—C6—C8116.9 (5)
O5—Lu1—O468.93 (13)O2—C7—C6123.2 (4)
O3—Lu1—O968.24 (15)O2—C7—C2117.6 (4)
O2—Lu1—O970.71 (14)C6—C7—C2119.2 (4)
O6—Lu1—O9105.25 (15)N1—C8—C6127.5 (5)
O12—Lu1—O9135.82 (14)N1—C8—H8116.3
O1—Lu1—O9109.59 (14)C6—C8—H8116.3
O11—Lu1—O9172.64 (14)C10—C9—N1111.6 (5)
O8—Lu1—O950.10 (14)C10—C9—H9A109.3
O5—Lu1—O967.15 (15)N1—C9—H9A109.3
O4—Lu1—O9107.80 (15)C10—C9—H9B109.3
O3—Lu1—N596.29 (14)N1—C9—H9B109.3
O2—Lu1—N593.85 (14)H9A—C9—H9B108.0
O6—Lu1—N593.20 (14)C11—C10—C9112.5 (6)
O12—Lu1—N525.74 (13)C11—C10—H10A109.1
O1—Lu1—N571.03 (13)C9—C10—H10A109.1
O11—Lu1—N525.82 (14)C11—C10—H10B109.1
O8—Lu1—N5139.36 (13)C9—C10—H10B109.1
O5—Lu1—N5127.25 (14)H10A—C10—H10B107.8
O4—Lu1—N572.30 (13)C10—C11—N2112.3 (5)
O9—Lu1—N5161.55 (16)C10—C11—H11A109.1
O3—Lu1—N3123.65 (13)N2—C11—H11A109.1
O2—Lu1—N3149.96 (12)C10—C11—H11B109.1
O6—Lu1—N325.65 (12)N2—C11—H11B109.1
O12—Lu1—N3136.02 (13)H11A—C11—H11B107.9
O1—Lu1—N3108.20 (12)N2—C12—C13127.2 (4)
O11—Lu1—N387.73 (14)N2—C12—H12116.4
O8—Lu1—N370.14 (13)C13—C12—H12116.4
O5—Lu1—N326.05 (12)C18—C13—C14119.5 (5)
O4—Lu1—N378.60 (13)C18—C13—C12122.7 (4)
O9—Lu1—N385.21 (14)C14—C13—C12117.7 (5)
N5—Lu1—N3112.46 (14)C15—C14—C13120.5 (5)
O2—Cu1—O379.40 (14)C15—C14—H14119.7
O2—Cu1—N190.93 (16)C13—C14—H14119.7
O3—Cu1—N1170.32 (15)C14—C15—C16121.1 (5)
O2—Cu1—N2169.55 (17)C14—C15—H15119.5
O3—Cu1—N290.81 (17)C16—C15—H15119.5
N1—Cu1—N298.87 (18)C17—C16—C15119.6 (5)
O2—Cu1—Lu140.28 (10)C17—C16—H16120.2
O3—Cu1—Lu140.17 (9)C15—C16—H16120.2
N1—Cu1—Lu1130.35 (12)C16—C17—O4125.6 (5)
N2—Cu1—Lu1129.39 (14)C16—C17—C18120.0 (5)
C2—O1—C1117.0 (4)O4—C17—C18114.4 (4)
C2—O1—Lu1118.3 (2)O3—C18—C13123.5 (4)
C1—O1—Lu1122.5 (3)O3—C18—C17117.2 (4)
C7—O2—Cu1129.1 (3)C13—C18—C17119.3 (4)
C7—O2—Lu1123.5 (3)O4—C19—H19A109.5
Cu1—O2—Lu1107.35 (14)O4—C19—H19B109.5
C18—O3—Cu1128.2 (3)H19A—C19—H19B109.5
C18—O3—Lu1124.5 (3)O4—C19—H19C109.5
Cu1—O3—Lu1107.26 (14)H19A—C19—H19C109.5
C17—O4—C19116.9 (4)H19B—C19—H19C109.5
C17—O4—Lu1117.9 (3)C21—C20—H20A109.5
C19—O4—Lu1124.3 (3)C21—C20—H20B109.5
N3—O5—Lu195.0 (3)H20A—C20—H20B109.5
N3—O6—Lu197.6 (3)C21—C20—H20C109.5
N4—O8—Lu199.2 (3)H20A—C20—H20C109.5
N4—O9—Lu194.7 (3)H20B—C20—H20C109.5
N5—O11—Lu195.3 (3)O14—C21—C20123.0 (8)
N5—O12—Lu196.3 (3)O14—C21—C22122.6 (9)
C8—N1—C9114.8 (4)C20—C21—C22114.4 (7)
C8—N1—Cu1125.0 (3)C21—C22—H22A109.5
C9—N1—Cu1120.1 (3)C21—C22—H22B109.5
C12—N2—C11114.2 (5)H22A—C22—H22B109.5
C12—N2—Cu1124.9 (4)C21—C22—H22C109.5
C11—N2—Cu1120.8 (4)H22A—C22—H22C109.5
O7—N3—O6122.2 (5)H22B—C22—H22C109.5
O3—Lu1—Cu1—O2163.0 (2)O3—Lu1—O8—N4−20.1 (4)
O6—Lu1—Cu1—O2−98.9 (4)O2—Lu1—O8—N4−75.0 (3)
O12—Lu1—Cu1—O280.80 (19)O6—Lu1—O8—N4125.3 (3)
O1—Lu1—Cu1—O26.99 (19)O12—Lu1—O8—N4−118.4 (3)
O11—Lu1—Cu1—O278.7 (2)O1—Lu1—O8—N4−142.5 (3)
O8—Lu1—Cu1—O2−63.48 (19)O11—Lu1—O8—N4170.7 (3)
O5—Lu1—Cu1—O2−137.7 (2)O5—Lu1—O8—N471.3 (3)
O4—Lu1—Cu1—O2152.41 (19)O4—Lu1—O8—N462.4 (4)
O9—Lu1—Cu1—O2−101.1 (2)O9—Lu1—O8—N4−2.3 (3)
N5—Lu1—Cu1—O279.12 (19)N5—Lu1—O8—N4−159.8 (3)
N3—Lu1—Cu1—O2−127.1 (2)N3—Lu1—O8—N498.5 (3)
O2—Lu1—Cu1—O3−163.0 (2)O3—Lu1—O9—N4165.0 (4)
O6—Lu1—Cu1—O398.1 (4)O2—Lu1—O9—N496.0 (3)
O12—Lu1—Cu1—O3−82.2 (2)O6—Lu1—O9—N4−49.6 (4)
O1—Lu1—Cu1—O3−156.0 (2)O12—Lu1—O9—N4132.5 (3)
O11—Lu1—Cu1—O3−84.3 (2)O1—Lu1—O9—N441.9 (4)
O8—Lu1—Cu1—O3133.5 (2)O8—Lu1—O9—N42.3 (3)
O5—Lu1—Cu1—O359.3 (2)O5—Lu1—O9—N4−85.2 (3)
O4—Lu1—Cu1—O3−10.6 (2)O4—Lu1—O9—N4−142.2 (3)
O9—Lu1—Cu1—O395.9 (2)N5—Lu1—O9—N4130.5 (4)
N5—Lu1—Cu1—O3−83.9 (2)N3—Lu1—O9—N4−65.8 (3)
N3—Lu1—Cu1—O369.9 (2)O3—Lu1—O11—N5−36.4 (4)
O3—Lu1—Cu1—N1177.2 (2)O2—Lu1—O11—N536.4 (3)
O2—Lu1—Cu1—N114.2 (2)O6—Lu1—O11—N5−179.8 (3)
O6—Lu1—Cu1—N1−84.7 (4)O12—Lu1—O11—N5−1.7 (3)
O12—Lu1—Cu1—N194.99 (19)O1—Lu1—O11—N586.1 (3)
O1—Lu1—Cu1—N121.19 (18)O8—Lu1—O11—N5132.6 (3)
O11—Lu1—Cu1—N192.9 (2)O5—Lu1—O11—N5−145.7 (3)
O8—Lu1—Cu1—N1−49.28 (19)O4—Lu1—O11—N5−84.9 (3)
O5—Lu1—Cu1—N1−123.50 (19)N3—Lu1—O11—N5−163.7 (3)
O4—Lu1—Cu1—N1166.61 (18)O3—Lu1—O12—N5150.0 (3)
O9—Lu1—Cu1—N1−86.9 (2)O2—Lu1—O12—N5−142.7 (3)
N5—Lu1—Cu1—N193.32 (19)O6—Lu1—O12—N53.7 (4)
N3—Lu1—Cu1—N1−112.9 (2)O1—Lu1—O12—N5−74.3 (3)
O3—Lu1—Cu1—N2−19.2 (3)O11—Lu1—O12—N51.7 (3)
O2—Lu1—Cu1—N2177.8 (2)O8—Lu1—O12—N5−97.5 (4)
O6—Lu1—Cu1—N278.9 (4)O5—Lu1—O12—N567.2 (4)
O12—Lu1—Cu1—N2−101.4 (2)O4—Lu1—O12—N582.0 (3)
O1—Lu1—Cu1—N2−175.2 (2)O9—Lu1—O12—N5−178.6 (3)
O11—Lu1—Cu1—N2−103.5 (2)N3—Lu1—O12—N528.1 (4)
O8—Lu1—Cu1—N2114.3 (2)O2—Cu1—N1—C8−9.7 (4)
O5—Lu1—Cu1—N240.1 (2)N2—Cu1—N1—C8174.0 (4)
O4—Lu1—Cu1—N2−29.8 (2)Lu1—Cu1—N1—C8−18.8 (5)
O9—Lu1—Cu1—N276.7 (2)O2—Cu1—N1—C9170.2 (4)
N5—Lu1—Cu1—N2−103.1 (2)N2—Cu1—N1—C9−6.2 (4)
N3—Lu1—Cu1—N250.7 (2)Lu1—Cu1—N1—C9161.1 (3)
O3—Lu1—O1—C2−26.9 (4)O2—Cu1—N2—C1233.1 (13)
O2—Lu1—O1—C2−6.9 (3)O3—Cu1—N2—C1212.8 (5)
O6—Lu1—O1—C2155.0 (3)N1—Cu1—N2—C12−167.5 (5)
O12—Lu1—O1—C2−84.1 (3)Lu1—Cu1—N2—C1225.1 (6)
O11—Lu1—O1—C2−137.7 (3)O2—Cu1—N2—C11−150.3 (9)
O8—Lu1—O1—C281.5 (3)O3—Cu1—N2—C11−170.6 (6)
O5—Lu1—O1—C2126.4 (3)N1—Cu1—N2—C119.0 (6)
O4—Lu1—O1—C2−123.6 (3)Lu1—Cu1—N2—C11−158.4 (5)
O9—Lu1—O1—C250.1 (3)Lu1—O6—N3—O7175.8 (5)
N5—Lu1—O1—C2−110.3 (3)Lu1—O6—N3—O5−5.6 (4)
N3—Lu1—O1—C2141.5 (3)Lu1—O5—N3—O7−175.9 (5)
O3—Lu1—O1—C1170.5 (4)Lu1—O5—N3—O65.5 (4)
O2—Lu1—O1—C1−169.5 (4)O3—Lu1—N3—O6−158.5 (3)
O6—Lu1—O1—C1−7.6 (4)O2—Lu1—N3—O6105.5 (3)
O12—Lu1—O1—C1113.3 (4)O12—Lu1—N3—O6−56.6 (3)
O11—Lu1—O1—C159.7 (4)O1—Lu1—N3—O632.6 (3)
O8—Lu1—O1—C1−81.1 (4)O11—Lu1—N3—O6−36.2 (3)
O5—Lu1—O1—C1−36.2 (4)O8—Lu1—N3—O692.5 (3)
O4—Lu1—O1—C173.8 (4)O5—Lu1—N3—O6−174.1 (5)
O9—Lu1—O1—C1−112.5 (4)O4—Lu1—N3—O6−109.1 (3)
N5—Lu1—O1—C187.0 (4)O9—Lu1—N3—O6141.7 (3)
N3—Lu1—O1—C1−21.2 (4)N5—Lu1—N3—O6−43.8 (3)
O3—Cu1—O2—C7−167.2 (4)O3—Lu1—N3—O515.5 (3)
N1—Cu1—O2—C712.5 (4)O2—Lu1—N3—O5−80.5 (4)
N2—Cu1—O2—C7172.2 (9)O6—Lu1—N3—O5174.1 (5)
Lu1—Cu1—O2—C7−178.2 (5)O12—Lu1—N3—O5117.4 (3)
O3—Cu1—O2—Lu111.07 (16)O1—Lu1—N3—O5−153.3 (3)
N1—Cu1—O2—Lu1−169.23 (17)O11—Lu1—N3—O5137.8 (3)
N2—Cu1—O2—Lu1−9.6 (11)O8—Lu1—N3—O5−93.4 (3)
O3—Lu1—O2—C7168.3 (4)O4—Lu1—N3—O565.0 (3)
O6—Lu1—O2—C7−28.7 (5)O9—Lu1—N3—O5−44.3 (3)
O12—Lu1—O2—C788.5 (3)N5—Lu1—N3—O5130.2 (3)
O1—Lu1—O2—C76.0 (3)Lu1—O9—N4—O10178.5 (5)
O11—Lu1—O2—C758.2 (4)Lu1—O9—N4—O8−3.8 (5)
O8—Lu1—O2—C7−66.3 (3)Lu1—O8—N4—O10−178.3 (5)
O5—Lu1—O2—C7−118.8 (3)Lu1—O8—N4—O93.9 (5)
O4—Lu1—O2—C7144.2 (3)Lu1—O12—N5—O13176.5 (5)
O9—Lu1—O2—C7−117.2 (4)Lu1—O12—N5—O11−2.9 (5)
N5—Lu1—O2—C773.2 (3)Lu1—O11—N5—O13−176.6 (5)
N3—Lu1—O2—C7−78.6 (4)Lu1—O11—N5—O122.9 (5)
O3—Lu1—O2—Cu1−10.08 (14)O3—Lu1—N5—O12−28.8 (3)
O6—Lu1—O2—Cu1152.90 (17)O2—Lu1—N5—O1235.5 (3)
O12—Lu1—O2—Cu1−89.90 (17)O6—Lu1—N5—O12−176.8 (3)
O1—Lu1—O2—Cu1−172.4 (2)O1—Lu1—N5—O1298.3 (3)
O11—Lu1—O2—Cu1−120.20 (17)O11—Lu1—N5—O12−177.0 (5)
O8—Lu1—O2—Cu1115.35 (17)O8—Lu1—N5—O12115.5 (3)
O5—Lu1—O2—Cu162.8 (2)O5—Lu1—N5—O12−134.4 (3)
O4—Lu1—O2—Cu1−34.2 (2)O4—Lu1—N5—O12−90.2 (3)
O9—Lu1—O2—Cu164.44 (18)O9—Lu1—N5—O123.1 (6)
N5—Lu1—O2—Cu1−105.20 (16)N3—Lu1—N5—O12−159.3 (3)
N3—Lu1—O2—Cu1103.0 (2)O3—Lu1—N5—O11148.1 (3)
N2—Cu1—O3—C18−18.0 (4)O2—Lu1—N5—O11−147.5 (3)
Lu1—Cu1—O3—C18176.8 (5)O6—Lu1—N5—O110.2 (3)
O2—Cu1—O3—Lu1−11.09 (16)O12—Lu1—N5—O11177.0 (5)
N2—Cu1—O3—Lu1165.2 (2)O1—Lu1—N5—O11−84.8 (3)
O2—Lu1—O3—C18−166.9 (4)O8—Lu1—N5—O11−67.6 (4)
O6—Lu1—O3—C1829.9 (5)O5—Lu1—N5—O1142.6 (4)
O12—Lu1—O3—C18−88.3 (4)O4—Lu1—N5—O1186.8 (3)
O1—Lu1—O3—C18−146.6 (3)O9—Lu1—N5—O11−179.9 (4)
O11—Lu1—O3—C18−60.6 (4)N3—Lu1—N5—O1117.7 (3)
O8—Lu1—O3—C18129.4 (4)C1—O1—C2—C3−9.0 (7)
O5—Lu1—O3—C1853.5 (4)Lu1—O1—C2—C3−172.6 (4)
O4—Lu1—O3—C18−8.5 (4)C1—O1—C2—C7170.9 (4)
O9—Lu1—O3—C18114.7 (4)Lu1—O1—C2—C77.3 (5)
N5—Lu1—O3—C18−75.7 (4)O1—C2—C3—C4−179.4 (5)
N3—Lu1—O3—C1846.7 (4)C7—C2—C3—C40.7 (7)
O2—Lu1—O3—Cu110.02 (14)C2—C3—C4—C50.3 (8)
O6—Lu1—O3—Cu1−153.12 (18)C3—C4—C5—C6−1.2 (8)
O12—Lu1—O3—Cu188.66 (19)C4—C5—C6—C71.1 (7)
O1—Lu1—O3—Cu130.3 (2)C4—C5—C6—C8−174.4 (5)
O11—Lu1—O3—Cu1116.33 (18)Cu1—O2—C7—C6−8.1 (6)
O8—Lu1—O3—Cu1−53.7 (2)Lu1—O2—C7—C6173.9 (3)
O5—Lu1—O3—Cu1−129.56 (18)Cu1—O2—C7—C2173.4 (3)
O4—Lu1—O3—Cu1168.4 (2)Lu1—O2—C7—C2−4.6 (5)
O9—Lu1—O3—Cu1−68.34 (19)C5—C6—C7—O2−178.6 (4)
N5—Lu1—O3—Cu1101.26 (19)C8—C6—C7—O2−3.3 (7)
N3—Lu1—O3—Cu1−136.39 (16)C5—C6—C7—C2−0.1 (7)
O3—Lu1—O4—C178.1 (3)C8—C6—C7—C2175.1 (4)
O2—Lu1—O4—C1732.0 (4)O1—C2—C7—O2−2.1 (6)
O6—Lu1—O4—C17−151.9 (3)C3—C2—C7—O2177.8 (4)
O12—Lu1—O4—C1787.2 (3)O1—C2—C7—C6179.3 (4)
O1—Lu1—O4—C17127.2 (3)C3—C2—C7—C6−0.8 (7)
O11—Lu1—O4—C17141.1 (4)C9—N1—C8—C6−176.8 (5)
O8—Lu1—O4—C17−93.3 (4)Cu1—N1—C8—C63.1 (7)
O5—Lu1—O4—C17−102.5 (4)C7—C6—C8—N15.9 (8)
O9—Lu1—O4—C17−46.6 (4)C5—C6—C8—N1−178.7 (5)
N5—Lu1—O4—C17114.0 (4)C8—N1—C9—C10149.4 (5)
N3—Lu1—O4—C17−127.7 (4)Cu1—N1—C9—C10−30.5 (7)
O3—Lu1—O4—C19176.4 (4)N1—C9—C10—C1175.7 (7)
O2—Lu1—O4—C19−159.7 (4)C9—C10—C11—N2−72.4 (8)
O6—Lu1—O4—C1916.4 (4)C12—N2—C11—C10−158.0 (6)
O12—Lu1—O4—C19−104.5 (4)Cu1—N2—C11—C1025.1 (9)
O1—Lu1—O4—C19−64.5 (5)C11—N2—C12—C13179.4 (6)
O11—Lu1—O4—C19−50.6 (4)Cu1—N2—C12—C13−3.8 (9)
O8—Lu1—O4—C1974.9 (5)N2—C12—C13—C18−6.9 (9)
O5—Lu1—O4—C1965.8 (4)N2—C12—C13—C14176.5 (6)
O9—Lu1—O4—C19121.7 (4)C18—C13—C14—C150.3 (8)
N5—Lu1—O4—C19−77.7 (4)C12—C13—C14—C15177.0 (5)
N3—Lu1—O4—C1940.6 (4)C13—C14—C15—C16−0.1 (9)
O3—Lu1—O5—N3−167.0 (3)C14—C15—C16—C17−0.5 (8)
O2—Lu1—O5—N3132.6 (3)C15—C16—C17—O4−178.4 (5)
O6—Lu1—O5—N3−3.3 (3)C15—C16—C17—C180.9 (7)
O12—Lu1—O5—N3−92.6 (3)C19—O4—C17—C162.8 (7)
O1—Lu1—O5—N334.3 (3)Lu1—O4—C17—C16171.9 (4)
O11—Lu1—O5—N3−44.5 (3)C19—O4—C17—C18−176.6 (4)
O8—Lu1—O5—N378.0 (3)Lu1—O4—C17—C18−7.4 (5)
O4—Lu1—O5—N3−107.8 (3)Cu1—O3—C18—C1313.5 (7)
O9—Lu1—O5—N3131.0 (3)Lu1—O3—C18—C13−170.2 (4)
N5—Lu1—O5—N3−62.4 (3)Cu1—O3—C18—C17−168.2 (3)
O3—Lu1—O6—N333.6 (4)Lu1—O3—C18—C178.1 (6)
O2—Lu1—O6—N3−117.8 (3)C14—C13—C18—O3178.5 (5)
O12—Lu1—O6—N3138.5 (3)C12—C13—C18—O31.9 (8)
O1—Lu1—O6—N3−149.1 (3)C14—C13—C18—C170.2 (7)
O11—Lu1—O6—N3140.2 (3)C12—C13—C18—C17−176.4 (5)
O8—Lu1—O6—N3−78.9 (3)C16—C17—C18—O3−179.1 (4)
O5—Lu1—O6—N33.3 (3)O4—C17—C18—O30.2 (6)
O4—Lu1—O6—N368.0 (3)C16—C17—C18—C13−0.7 (7)
O9—Lu1—O6—N3−39.8 (3)O4—C17—C18—C13178.6 (4)
N5—Lu1—O6—N3140.1 (3)
Acknowledgements top

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

references
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