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Self-assembly of CuCl2, NdCl3, 5-bromo­salicyl­aldehyde and glycylglycine yields the ion-pair copper(II)–neodymium(III) complex, poly[[deca­aqua­bis­[μ3-2-({2-[(5-bromo-2-oxidoben­zylidene)­amino]­acetyl}­aza­nidyl)­acetato]­bis­[μ2-2-({2-[(5-bromo-2-oxidobenzylidene)­amino]­acetyl}aza­nidyl)acetato]­tetra­cop­per(II)dineodymium(III)] bis­{[2-({2-[(5-bromo-2-oxido­ben­zylidene)­amino]­acetyl}­aza­nidyl)­acetato]cuprate(II)} tetra­deca­hydrate], {[Cu4Nd2(C11H8BrN2O4)4(H2O)10][Cu(C11H8BrN2O4)]2·14H2O}n. The anion is planar and mononuclear, showing an approximately square-planar coordination of the metal atom, while the cation is a hexa­nuclear centrosymmetric transition metal–lanthanide (Cu–Nd) heterometallic complex, with the independent copper cations in square-planar and square-pyramidal coordinations. The asymmetric unit com­prises one half of this cation, one anion and seven solvent water mol­ecules. The positions of the six metal centres in the cation reproduce a Chinese knot arrangement. The dipeptidic Schiff base releases three H atoms and can act as a tetra­dentate, a penta­dentate or a hexa­dentate ligand. Longer inter­actions between the penta­dentate ligands and the Jahn–Teller CuII cation link the hexa­nuclear aggregates into cationic chains in the [010] direction in which 14- and 22-membered subloops occur. Extensive hydrogen bonding in three dimensions involves both the coordinated and the solvent water mol­ecules.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113006367/eg3114sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270113006367/eg3114Isup2.hkl
Contains datablock I

CCDC reference: 934606

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC (Sheldrick, 2008) and DIAMOND (Brandenburg, 2012).

Poly[[decaaquabis[µ3-2-({2-[(5-bromo-2-oxidobenzylidene)amino]acetyl}azanidyl)acetato]bis[µ2-2-({2-[(5-bromo-2-oxidobenzylidene)amino]acetyl}azanidyl)acetato]tetracopper(II)dineodymium(III)] bis{[2-({2-[(5-bromo-2-oxidobenzylidene)amino]acetyl}azanidyl)acetato]cuprate(II)} tetradecahydrate] top
Crystal data top
[Cu4Nd2(C11H8BrN2O4)4(H2O)10][Cu(C11H8BrN2O4)]2·14H2OZ = 2
Mr = 1487.36F(000) = 1464
Triclinic, P1Dx = 2.010 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.357 (3) ÅCell parameters from 1814 reflections
b = 12.588 (3) Åθ = 2.5–21.6°
c = 19.254 (5) ŵ = 4.85 mm1
α = 84.268 (12)°T = 298 K
β = 77.257 (12)°Plate, violet
γ = 66.283 (10)°0.25 × 0.15 × 0.05 mm
V = 2457.9 (11) Å3
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
8516 independent reflections
Radiation source: fine-focus sealed tube5626 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.040
ω scansθmax = 25.1°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2000)
h = 1313
Tmin = 0.377, Tmax = 0.794k = 1412
12358 measured reflectionsl = 2122
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)] = 0.061Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.159H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0751P)2]
where P = (Fo2 + 2Fc2)/3
8516 reflections(Δ/σ)max = 0.003
641 parametersΔρmax = 1.28 e Å3
12 restraintsΔρmin = 1.09 e Å3
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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.

Structure was phased by direct methods. The space group choice was confirmed by successful convergence of the full-matrix least-squares refinement on F^2^.

There were disorder and partially occupied sites for the antiparticles, O24 and O25. The occupancies of two sites were freely refined with PART instruction. ISOR instruction was employed to have ellipsoids of sites (O24 and O25) be restrained to more appropriate values. So, 12 restraints were used for anisotropic refinement.

Non-H atoms were refined anisotropically. H atoms of OH and water were located from Fourier difference maps and fixed to its position. The remaining H atoms were included in calculated positions and treated as riding atoms using the SHELXL default parameters.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Nd10.39445 (5)0.80763 (4)0.39384 (3)0.03676 (16)
Cu10.25201 (11)1.13654 (9)0.26887 (6)0.0421 (3)
Cu20.57745 (11)0.31620 (9)0.28410 (6)0.0411 (3)
Cu30.91337 (12)0.30959 (10)0.27993 (6)0.0469 (3)
N10.2067 (7)1.2686 (6)0.2050 (4)0.0441 (19)
N20.2739 (7)1.2359 (6)0.3271 (4)0.0446 (19)
O10.2296 (6)1.0360 (5)0.2118 (3)0.0477 (16)
O20.2955 (7)1.4114 (6)0.3253 (4)0.0598 (19)
O30.3246 (6)1.0188 (5)0.3397 (3)0.0428 (15)
O40.4139 (6)0.9876 (5)0.4347 (3)0.0476 (17)
Br10.12820 (13)1.11806 (13)0.08694 (7)0.0871 (5)
C10.2080 (9)1.0587 (8)0.1465 (5)0.046 (2)
C20.1926 (10)0.9742 (10)0.1112 (6)0.062 (3)
H20.19800.90450.13450.074*
C30.1697 (11)0.9919 (11)0.0428 (6)0.070 (3)
H30.16110.93410.02040.084*
C40.1596 (9)1.0946 (11)0.0078 (6)0.062 (3)
C50.1715 (9)1.1800 (9)0.0406 (5)0.054 (3)
H50.16491.24880.01580.065*
C60.1934 (9)1.1673 (8)0.1105 (5)0.047 (2)
C70.1943 (9)1.2645 (9)0.1417 (5)0.050 (3)
H70.18501.33050.11330.060*
C80.2072 (10)1.3730 (8)0.2336 (5)0.047 (2)
H8A0.11841.43130.24410.056*
H8B0.25971.40520.19840.056*
C90.2638 (9)1.3411 (8)0.3015 (5)0.046 (2)
C100.3310 (9)1.1836 (7)0.3890 (5)0.049 (3)
H10A0.27021.21880.43230.059*
H10B0.41141.19490.38650.059*
C110.3591 (8)1.0559 (8)0.3889 (5)0.041 (2)
N30.5412 (7)0.4370 (6)0.2113 (4)0.0417 (19)
N40.5862 (8)0.4291 (6)0.3374 (4)0.0435 (19)
O50.5765 (6)0.2021 (5)0.2283 (3)0.0474 (16)
O60.5258 (7)0.6230 (5)0.3463 (4)0.0581 (19)
O70.6174 (6)0.2188 (5)0.3696 (3)0.0446 (16)
O80.6362 (7)0.2256 (6)0.4811 (4)0.063 (2)
Br20.46442 (13)0.23936 (12)0.06656 (6)0.0801 (4)
C120.5505 (9)0.2164 (8)0.1645 (5)0.040 (2)
C130.5470 (9)0.1213 (8)0.1328 (5)0.053 (3)
H130.56220.05170.15810.064*
C140.5217 (9)0.1298 (9)0.0660 (5)0.054 (3)
H140.52160.06530.04630.064*
C150.4965 (9)0.2309 (10)0.0273 (5)0.055 (3)
C160.4975 (10)0.3253 (10)0.0570 (5)0.055 (3)
H160.48060.39400.03060.066*
C170.5222 (8)0.3229 (7)0.1237 (5)0.040 (2)
C180.5208 (9)0.4264 (8)0.1511 (5)0.044 (2)
H180.50310.49160.12140.053*
C190.5342 (10)0.5486 (7)0.2352 (5)0.046 (2)
H19A0.45080.61030.23060.056*
H19B0.60380.56860.20590.056*
C200.5487 (8)0.5350 (8)0.3117 (5)0.043 (2)
C210.6000 (10)0.3978 (8)0.4100 (5)0.048 (2)
H21A0.52230.44640.44240.057*
H21B0.67510.40870.41910.057*
C220.6188 (8)0.2721 (8)0.4216 (5)0.039 (2)
N50.8962 (7)0.1899 (6)0.2330 (4)0.0413 (18)
N60.9518 (8)0.1983 (7)0.3548 (4)0.052 (2)
O90.8834 (6)0.4172 (5)0.2036 (4)0.0520 (17)
O100.9439 (7)0.0259 (6)0.3990 (4)0.0586 (19)
O110.9311 (7)0.4096 (6)0.3447 (4)0.061 (2)
O120.9834 (9)0.4082 (8)0.4504 (5)0.094 (3)
Br30.78521 (13)0.36008 (12)0.08322 (6)0.0845 (4)
C230.8651 (9)0.3978 (8)0.1420 (6)0.050 (3)
C240.8514 (11)0.4864 (9)0.0883 (6)0.068 (3)
H240.85890.55440.09730.081*
C250.8271 (11)0.4730 (10)0.0230 (6)0.072 (4)
H250.81600.53280.01060.086*
C260.8195 (10)0.3738 (10)0.0077 (5)0.058 (3)
C270.8329 (9)0.2851 (8)0.0571 (5)0.049 (3)
H270.82540.21810.04600.059*
C280.8573 (8)0.2941 (8)0.1233 (5)0.043 (2)
C290.8740 (9)0.1941 (8)0.1710 (5)0.045 (2)
H290.86800.12960.15490.054*
C300.9176 (10)0.0819 (9)0.2774 (5)0.053 (3)
H30A0.99320.01800.25350.063*
H30B0.84160.06210.28400.063*
C310.9400 (9)0.1009 (9)0.3500 (6)0.047 (2)
C320.9699 (10)0.2377 (10)0.4160 (5)0.060 (3)
H32A1.05470.18740.42670.072*
H32B0.90260.23520.45640.072*
C330.9625 (11)0.3609 (11)0.4038 (6)0.061 (3)
O130.1678 (6)0.9346 (6)0.4526 (3)0.0549 (18)
H13C0.10340.97400.43550.082*
H13D0.14410.93750.49610.082*
O140.5569 (7)0.8233 (6)0.2872 (4)0.068 (2)
H14C0.58860.86650.29730.102*
H14D0.61790.76090.27630.102*
O150.6120 (7)0.7442 (6)0.4329 (4)0.078 (2)
H15C0.65020.78750.43260.117*
H15D0.65130.68370.45300.117*
O160.2575 (7)0.6866 (6)0.4157 (4)0.065 (2)
H16C0.18130.72000.41040.098*
H16D0.26780.61950.42770.098*
O170.2747 (7)0.8342 (6)0.2964 (3)0.0599 (19)
H17C0.27120.88450.26550.090*
H17D0.27350.77850.27830.090*
O180.7914 (9)0.3448 (8)0.2578 (5)0.096 (3)
H18C0.86870.29940.26500.143*
H18D0.77450.37270.21830.143*
O190.7208 (7)0.5454 (7)0.5365 (4)0.078 (2)
H19C0.72810.56950.57270.116*
H19D0.79370.52000.51060.116*
O200.6630 (8)0.0177 (6)0.2875 (4)0.071 (2)
H20C0.62230.05190.28160.106*
H20D0.65550.02960.33060.106*
O210.7143 (9)0.0690 (8)0.4243 (4)0.092 (3)
H21C0.67800.02670.45890.138*
H21D0.76340.04250.39780.138*
O220.8077 (9)0.6369 (8)0.2636 (6)0.135 (5)
H22C0.84360.57400.24360.203*
H22D0.85940.66950.25330.203*
O230.9336 (10)0.2063 (10)0.2498 (6)0.136 (4)
H23C0.90590.21180.21490.204*
H23D0.87930.14800.27160.204*
O240.9991 (18)0.2312 (19)0.4045 (11)0.126 (9)0.503 (17)
H24C0.92220.21520.42390.126*0.503 (17)
H24D1.00310.17320.38240.126*0.503 (17)
O250.931 (3)0.638 (2)0.4086 (15)0.192 (15)0.497 (17)
H25C0.93420.58500.43800.192*0.497 (17)
H25D0.86060.65910.39610.192*0.497 (17)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Nd10.0427 (3)0.0282 (3)0.0362 (3)0.0106 (2)0.0079 (2)0.0003 (2)
Cu10.0499 (7)0.0325 (6)0.0429 (7)0.0148 (5)0.0108 (6)0.0023 (5)
Cu20.0549 (7)0.0293 (6)0.0372 (7)0.0141 (5)0.0109 (6)0.0022 (5)
Cu30.0498 (7)0.0454 (7)0.0432 (7)0.0180 (6)0.0044 (6)0.0041 (5)
N10.041 (5)0.034 (4)0.049 (5)0.011 (4)0.001 (4)0.003 (4)
N20.052 (5)0.040 (5)0.043 (5)0.019 (4)0.013 (4)0.007 (4)
O10.066 (4)0.039 (4)0.040 (4)0.021 (3)0.013 (3)0.001 (3)
O20.076 (5)0.050 (4)0.069 (5)0.040 (4)0.017 (4)0.005 (4)
O30.057 (4)0.035 (3)0.041 (4)0.020 (3)0.014 (3)0.002 (3)
O40.059 (4)0.033 (3)0.051 (4)0.011 (3)0.025 (4)0.001 (3)
Br10.0837 (9)0.1016 (10)0.0514 (8)0.0024 (8)0.0242 (7)0.0145 (7)
C10.036 (5)0.054 (6)0.036 (6)0.003 (4)0.002 (4)0.021 (5)
C20.068 (7)0.060 (7)0.048 (7)0.014 (6)0.010 (6)0.013 (5)
C30.069 (8)0.074 (8)0.060 (8)0.016 (7)0.017 (6)0.014 (6)
C40.035 (6)0.083 (8)0.047 (7)0.001 (6)0.009 (5)0.014 (6)
C50.047 (6)0.060 (7)0.049 (7)0.018 (5)0.007 (5)0.006 (5)
C60.043 (6)0.046 (6)0.046 (6)0.010 (5)0.015 (5)0.008 (5)
C70.044 (6)0.057 (6)0.047 (7)0.022 (5)0.007 (5)0.017 (5)
C80.056 (6)0.043 (5)0.038 (6)0.023 (5)0.006 (5)0.018 (4)
C90.040 (6)0.042 (6)0.048 (6)0.014 (5)0.007 (5)0.005 (5)
C100.047 (6)0.035 (5)0.067 (7)0.015 (5)0.006 (5)0.014 (5)
C110.027 (5)0.042 (5)0.045 (6)0.008 (4)0.005 (4)0.009 (4)
N30.051 (5)0.032 (4)0.039 (5)0.015 (4)0.004 (4)0.004 (3)
N40.063 (5)0.031 (4)0.038 (5)0.021 (4)0.011 (4)0.004 (3)
O50.060 (4)0.037 (4)0.043 (4)0.015 (3)0.011 (3)0.008 (3)
O60.065 (5)0.035 (4)0.068 (5)0.011 (3)0.012 (4)0.014 (3)
O70.053 (4)0.041 (4)0.044 (4)0.021 (3)0.017 (3)0.007 (3)
O80.078 (5)0.072 (5)0.041 (4)0.028 (4)0.020 (4)0.011 (4)
Br20.0808 (9)0.1000 (10)0.0525 (7)0.0192 (8)0.0255 (7)0.0126 (7)
C120.037 (5)0.047 (5)0.037 (5)0.016 (4)0.008 (4)0.007 (4)
C130.051 (6)0.043 (6)0.058 (7)0.005 (5)0.021 (5)0.008 (5)
C140.045 (6)0.062 (7)0.043 (6)0.011 (5)0.001 (5)0.017 (5)
C150.040 (6)0.077 (8)0.043 (6)0.015 (5)0.011 (5)0.002 (6)
C160.051 (6)0.066 (7)0.045 (6)0.019 (5)0.014 (5)0.001 (5)
C170.035 (5)0.038 (5)0.037 (5)0.004 (4)0.006 (4)0.000 (4)
C180.041 (6)0.036 (5)0.045 (6)0.007 (4)0.005 (5)0.007 (4)
C190.062 (6)0.031 (5)0.052 (6)0.024 (5)0.012 (5)0.000 (4)
C200.030 (5)0.041 (6)0.058 (7)0.014 (4)0.001 (5)0.010 (5)
C210.052 (6)0.048 (6)0.042 (6)0.019 (5)0.003 (5)0.011 (5)
C220.035 (5)0.044 (5)0.035 (5)0.016 (4)0.005 (4)0.008 (4)
N50.042 (5)0.038 (4)0.036 (5)0.011 (4)0.001 (4)0.000 (3)
N60.049 (5)0.058 (6)0.040 (5)0.017 (4)0.004 (4)0.001 (4)
O90.063 (5)0.043 (4)0.051 (4)0.020 (3)0.015 (4)0.001 (3)
O100.063 (5)0.051 (4)0.048 (4)0.011 (4)0.009 (4)0.009 (4)
O110.071 (5)0.069 (5)0.049 (5)0.035 (4)0.003 (4)0.012 (4)
O120.108 (7)0.118 (8)0.065 (6)0.052 (6)0.012 (5)0.021 (5)
Br30.0856 (9)0.0895 (9)0.0505 (7)0.0006 (7)0.0245 (7)0.0013 (6)
C230.040 (6)0.037 (5)0.057 (7)0.007 (4)0.000 (5)0.006 (5)
C240.080 (8)0.048 (7)0.066 (8)0.014 (6)0.023 (7)0.009 (6)
C250.084 (9)0.050 (7)0.054 (8)0.008 (6)0.003 (6)0.020 (6)
C260.049 (6)0.060 (7)0.045 (6)0.003 (5)0.008 (5)0.000 (5)
C270.046 (6)0.042 (6)0.045 (6)0.004 (5)0.007 (5)0.002 (5)
C280.034 (5)0.037 (5)0.048 (6)0.007 (4)0.003 (5)0.001 (4)
C290.044 (6)0.042 (5)0.042 (6)0.013 (5)0.001 (5)0.006 (4)
C300.046 (6)0.057 (6)0.055 (7)0.023 (5)0.009 (5)0.007 (5)
C310.035 (6)0.042 (6)0.052 (7)0.006 (4)0.002 (5)0.002 (5)
C320.049 (7)0.087 (9)0.040 (6)0.027 (6)0.003 (5)0.010 (6)
C330.067 (8)0.081 (8)0.036 (6)0.036 (7)0.007 (6)0.019 (6)
O130.045 (4)0.064 (5)0.035 (4)0.004 (3)0.003 (3)0.007 (3)
O140.073 (5)0.050 (4)0.071 (5)0.025 (4)0.009 (4)0.011 (4)
O150.067 (5)0.065 (5)0.110 (7)0.021 (4)0.039 (5)0.006 (5)
O160.064 (5)0.056 (5)0.080 (6)0.032 (4)0.011 (4)0.012 (4)
O170.087 (5)0.047 (4)0.053 (4)0.029 (4)0.031 (4)0.015 (3)
O180.107 (7)0.099 (7)0.096 (7)0.052 (6)0.024 (6)0.008 (5)
O190.071 (5)0.089 (6)0.070 (6)0.030 (5)0.005 (4)0.019 (5)
O200.106 (6)0.050 (4)0.062 (5)0.037 (4)0.017 (5)0.010 (4)
O210.114 (7)0.099 (7)0.065 (6)0.044 (6)0.017 (5)0.001 (5)
O220.100 (8)0.058 (6)0.227 (14)0.028 (6)0.018 (8)0.032 (7)
O230.120 (9)0.137 (10)0.153 (11)0.049 (8)0.015 (8)0.043 (8)
O240.097 (11)0.155 (13)0.130 (12)0.035 (8)0.037 (8)0.047 (8)
O250.201 (17)0.168 (17)0.185 (17)0.060 (10)0.023 (10)0.006 (9)
Geometric parameters (Å, º) top
Nd1—O62.345 (6)C15—C161.373 (14)
Nd1—O8i2.374 (7)C16—C171.369 (12)
Nd1—O172.472 (6)C16—H160.9300
Nd1—O142.490 (7)C17—C181.447 (12)
Nd1—O132.495 (6)C18—H180.9300
Nd1—O162.532 (7)C19—C201.503 (13)
Nd1—O152.534 (7)C19—H19A0.9700
Nd1—O42.576 (6)C19—H19B0.9700
Nd1—O32.626 (6)C21—C221.510 (12)
Cu1—O11.879 (6)C21—H21A0.9700
Cu1—N21.880 (7)C21—H21B0.9700
Cu1—N11.929 (8)N5—C291.264 (11)
Cu1—O31.961 (6)N5—C301.495 (12)
Cu2—N41.878 (7)N6—C311.300 (12)
Cu2—O51.882 (6)N6—C321.408 (12)
Cu2—N31.942 (7)O9—C231.310 (12)
Cu2—O71.974 (6)O10—C311.261 (11)
Cu3—O91.888 (7)O11—C331.289 (13)
Cu3—N61.901 (8)O12—C331.236 (12)
Cu3—N51.927 (7)Br3—C261.913 (10)
Cu3—O111.952 (7)C23—C241.428 (14)
N1—C71.265 (12)C23—C281.429 (13)
N1—C81.478 (11)C24—C251.384 (15)
N2—C91.335 (11)C24—H240.9300
N2—C101.455 (12)C25—C261.351 (15)
O1—C11.316 (11)C25—H250.9300
O2—C91.238 (11)C26—C271.375 (14)
O3—C111.292 (10)C27—C281.387 (13)
O4—C111.251 (10)C27—H270.9300
Br1—C41.906 (10)C28—C291.455 (13)
C1—C21.404 (13)C29—H290.9300
C1—C61.434 (13)C30—C311.533 (13)
C2—C31.377 (14)C30—H30A0.9700
C2—H20.9300C30—H30B0.9700
C3—C41.371 (16)C32—C331.516 (15)
C3—H30.9300C32—H32A0.9700
C4—C51.365 (14)C32—H32B0.9700
C5—C61.405 (13)O13—H13C0.8200
C5—H50.9300O13—H13D0.8201
C6—C71.420 (13)O14—H14C0.8200
C7—H70.9300O14—H14D0.8200
C8—C91.531 (13)O15—H15C0.8215
C8—H8A0.9700O15—H15D0.8199
C8—H8B0.9700O16—H16C0.8209
C10—C111.508 (12)O16—H16D0.8210
C10—H10A0.9700O17—H17C0.8200
C10—H10B0.9700O17—H17D0.8197
N3—C181.260 (11)O18—H18C0.8218
N3—C191.489 (10)O18—H18D0.8201
N4—C201.307 (11)O19—H19C0.8200
N4—C211.441 (11)O19—H19D0.8201
O5—C121.305 (10)O20—H20C0.8200
O6—C201.256 (10)O20—H20D0.8200
O7—C221.266 (10)O21—H21C0.8200
O8—C221.252 (10)O21—H21D0.8201
O8—Nd1i2.374 (7)O22—H22C0.8207
Br2—C151.906 (10)O22—H22D0.8232
C12—C131.414 (12)O23—H23C0.8209
C12—C171.440 (12)O23—H23D0.8236
C13—C141.364 (13)O24—H24C0.8205
C13—H130.9300O24—H24D0.8203
C14—C151.367 (14)O25—H25C0.8214
C14—H140.9300O25—H25D0.8206
O6—Nd1—O8i103.9 (3)C22—O7—Cu2114.7 (6)
O6—Nd1—O1785.6 (2)C22—O8—Nd1i161.1 (7)
O8i—Nd1—O17138.8 (2)O5—C12—C13118.2 (9)
O6—Nd1—O1470.2 (2)O5—C12—C17125.0 (8)
O8i—Nd1—O14143.2 (3)C13—C12—C17116.8 (8)
O17—Nd1—O1477.9 (2)C14—C13—C12121.3 (10)
O6—Nd1—O13144.1 (2)C14—C13—H13119.3
O8i—Nd1—O1369.8 (2)C12—C13—H13119.3
O17—Nd1—O1379.2 (2)C13—C14—C15121.5 (10)
O14—Nd1—O13135.8 (2)C13—C14—H14119.3
O6—Nd1—O1671.6 (2)C15—C14—H14119.3
O8i—Nd1—O1676.3 (2)C14—C15—C16118.6 (10)
O17—Nd1—O1668.9 (2)C14—C15—Br2120.5 (8)
O14—Nd1—O16130.5 (2)C16—C15—Br2120.9 (9)
O13—Nd1—O1672.6 (2)C17—C16—C15123.0 (10)
O6—Nd1—O1573.3 (2)C17—C16—H16118.5
O8i—Nd1—O1570.5 (3)C15—C16—H16118.5
O17—Nd1—O15148.5 (2)C16—C17—C12118.8 (9)
O14—Nd1—O1573.2 (3)C16—C17—C18119.5 (9)
O13—Nd1—O15131.0 (2)C12—C17—C18121.7 (8)
O16—Nd1—O15123.1 (2)N3—C18—C17126.4 (9)
O6—Nd1—O4140.8 (2)N3—C18—H18116.8
O8i—Nd1—O479.8 (2)C17—C18—H18116.8
O17—Nd1—O4117.6 (2)N3—C19—C20108.5 (7)
O14—Nd1—O483.7 (2)N3—C19—H19A110.0
O13—Nd1—O474.4 (2)C20—C19—H19A110.0
O16—Nd1—O4144.2 (2)N3—C19—H19B110.0
O15—Nd1—O471.4 (2)C20—C19—H19B110.0
O6—Nd1—O3133.7 (2)H19A—C19—H19B108.4
O8i—Nd1—O3121.3 (2)O6—C20—N4124.4 (9)
O17—Nd1—O367.63 (19)O6—C20—C19119.6 (9)
O14—Nd1—O367.7 (2)N4—C20—C19116.0 (8)
O13—Nd1—O368.7 (2)N4—C21—C22108.2 (7)
O16—Nd1—O3125.7 (2)N4—C21—H21A110.1
O15—Nd1—O3111.0 (2)C22—C21—H21A110.1
O4—Nd1—O350.28 (18)N4—C21—H21B110.1
O1—Cu1—N2179.2 (3)C22—C21—H21B110.1
O1—Cu1—N195.7 (3)H21A—C21—H21B108.4
N2—Cu1—N185.0 (3)O8—C22—O7123.5 (9)
O1—Cu1—O396.0 (3)O8—C22—C21119.0 (9)
N2—Cu1—O383.3 (3)O7—C22—C21117.5 (8)
N1—Cu1—O3166.4 (3)C29—N5—C30120.5 (8)
N4—Cu2—O5177.4 (3)C29—N5—Cu3127.2 (7)
N4—Cu2—N384.7 (3)C30—N5—Cu3112.3 (6)
O5—Cu2—N394.8 (3)C31—N6—C32125.4 (9)
N4—Cu2—O783.1 (3)C31—N6—Cu3118.3 (7)
O5—Cu2—O797.5 (3)C32—N6—Cu3115.5 (7)
N3—Cu2—O7167.7 (3)C23—O9—Cu3125.5 (6)
O9—Cu3—N6177.4 (3)C33—O11—Cu3115.1 (7)
O9—Cu3—N595.0 (3)O9—C23—C24118.4 (9)
N6—Cu3—N584.9 (3)O9—C23—C28125.4 (9)
O9—Cu3—O1196.8 (3)C24—C23—C28116.2 (10)
N6—Cu3—O1183.5 (3)C25—C24—C23121.2 (11)
N5—Cu3—O11168.1 (3)C25—C24—H24119.4
C7—N1—C8122.1 (8)C23—C24—H24119.4
C7—N1—Cu1124.5 (7)C26—C25—C24120.7 (10)
C8—N1—Cu1112.8 (6)C26—C25—H25119.7
C9—N2—C10123.4 (8)C24—C25—H25119.7
C9—N2—Cu1118.1 (6)C25—C26—C27120.7 (10)
C10—N2—Cu1116.8 (6)C25—C26—Br3118.9 (9)
C1—O1—Cu1125.5 (6)C27—C26—Br3120.4 (9)
C11—O3—Cu1114.7 (6)C26—C27—C28120.9 (10)
C11—O3—Nd192.7 (5)C26—C27—H27119.5
Cu1—O3—Nd1152.6 (3)C28—C27—H27119.5
C11—O4—Nd196.1 (5)C27—C28—C23120.2 (9)
O1—C1—C2118.4 (10)C27—C28—C29116.7 (9)
O1—C1—C6123.5 (8)C23—C28—C29123.1 (9)
C2—C1—C6118.0 (9)N5—C29—C28123.9 (9)
C3—C2—C1121.6 (11)N5—C29—H29118.1
C3—C2—H2119.2C28—C29—H29118.1
C1—C2—H2119.2N5—C30—C31109.7 (8)
C4—C3—C2120.1 (11)N5—C30—H30A109.7
C4—C3—H3119.9C31—C30—H30A109.7
C2—C3—H3119.9N5—C30—H30B109.7
C5—C4—C3120.2 (10)C31—C30—H30B109.7
C5—C4—Br1120.0 (9)H30A—C30—H30B108.2
C3—C4—Br1119.8 (9)O10—C31—N6125.8 (10)
C4—C5—C6122.2 (10)O10—C31—C30120.1 (9)
C4—C5—H5118.9N6—C31—C30114.2 (9)
C6—C5—H5118.9N6—C32—C33109.8 (9)
C5—C6—C7117.7 (9)N6—C32—H32A109.7
C5—C6—C1117.7 (9)C33—C32—H32A109.7
C7—C6—C1124.5 (9)N6—C32—H32B109.7
N1—C7—C6125.3 (9)C33—C32—H32B109.7
N1—C7—H7117.4H32A—C32—H32B108.2
C6—C7—H7117.4O12—C33—O11124.8 (12)
N1—C8—C9109.7 (7)O12—C33—C32119.3 (11)
N1—C8—H8A109.7O11—C33—C32115.9 (9)
C9—C8—H8A109.7Nd1—O13—H13C130.4
N1—C8—H8B109.7Nd1—O13—H13D122.0
C9—C8—H8B109.7H13C—O13—H13D107.3
H8A—C8—H8B108.2Nd1—O14—H14C107.5
O2—C9—N2128.2 (10)Nd1—O14—H14D112.5
O2—C9—C8118.8 (9)H14C—O14—H14D106.9
N2—C9—C8113.0 (8)Nd1—O15—H15C123.3
N2—C10—C11107.3 (7)Nd1—O15—H15D128.7
N2—C10—H10A110.3H15C—O15—H15D107.4
C11—C10—H10A110.3Nd1—O16—H16C116.2
N2—C10—H10B110.3Nd1—O16—H16D137.0
C11—C10—H10B110.3H16C—O16—H16D106.7
H10A—C10—H10B108.5Nd1—O17—H17C122.4
O4—C11—O3120.7 (8)Nd1—O17—H17D121.2
O4—C11—C10121.6 (8)H17C—O17—H17D107.6
O3—C11—C10117.7 (8)H18C—O18—H18D107.4
C18—N3—C19122.2 (8)H19C—O19—H19D107.7
C18—N3—Cu2125.4 (6)H20C—O20—H20D106.9
C19—N3—Cu2112.3 (6)H21C—O21—H21D107.7
C20—N4—C21124.8 (8)H22C—O22—H22D107.0
C20—N4—Cu2117.0 (6)H23C—O23—H23D107.7
C21—N4—Cu2116.1 (6)H24C—O24—H24D107.3
C12—O5—Cu2126.6 (6)H25C—O25—H25D106.8
C20—O6—Nd1154.0 (6)
O1—Cu1—N1—C711.2 (8)O13—Nd1—O6—C2040.0 (18)
N2—Cu1—N1—C7169.2 (8)O16—Nd1—O6—C2044.4 (16)
O3—Cu1—N1—C7138.2 (12)O15—Nd1—O6—C20178.9 (16)
O1—Cu1—N1—C8177.5 (6)O4—Nd1—O6—C20154.6 (15)
N2—Cu1—N1—C82.2 (6)O3—Nd1—O6—C2077.8 (16)
O3—Cu1—N1—C833.1 (16)N4—Cu2—O7—C226.1 (6)
N1—Cu1—N2—C95.9 (7)O5—Cu2—O7—C22176.5 (6)
O3—Cu1—N2—C9167.1 (7)N3—Cu2—O7—C227.9 (17)
N1—Cu1—N2—C10171.6 (7)Cu2—O5—C12—C13176.2 (6)
O3—Cu1—N2—C101.4 (7)Cu2—O5—C12—C172.5 (13)
N1—Cu1—O1—C17.8 (7)O5—C12—C13—C14179.4 (9)
O3—Cu1—O1—C1165.2 (7)C17—C12—C13—C141.9 (14)
O1—Cu1—O3—C11177.3 (6)C12—C13—C14—C151.1 (15)
N2—Cu1—O3—C113.2 (6)C13—C14—C15—C160.2 (15)
N1—Cu1—O3—C1127.9 (15)C13—C14—C15—Br2178.9 (7)
O1—Cu1—O3—Nd13.5 (7)C14—C15—C16—C170.2 (16)
N2—Cu1—O3—Nd1176.1 (7)Br2—C15—C16—C17178.9 (7)
N1—Cu1—O3—Nd1152.9 (10)C15—C16—C17—C121.0 (15)
O6—Nd1—O3—C11129.3 (5)C15—C16—C17—C18179.7 (9)
O8i—Nd1—O3—C1136.6 (6)O5—C12—C17—C16179.6 (9)
O17—Nd1—O3—C11171.2 (5)C13—C12—C17—C161.7 (13)
O14—Nd1—O3—C11103.2 (5)O5—C12—C17—C180.3 (14)
O13—Nd1—O3—C1184.5 (5)C13—C12—C17—C18179.0 (8)
O16—Nd1—O3—C11132.1 (5)C19—N3—C18—C17178.5 (8)
O15—Nd1—O3—C1142.7 (5)Cu2—N3—C18—C171.0 (14)
O4—Nd1—O3—C112.5 (5)C16—C17—C18—N3179.7 (9)
O6—Nd1—O3—Cu151.4 (8)C12—C17—C18—N31.0 (15)
O8i—Nd1—O3—Cu1142.7 (6)C18—N3—C19—C20173.8 (8)
O17—Nd1—O3—Cu18.1 (6)Cu2—N3—C19—C203.9 (9)
O14—Nd1—O3—Cu177.5 (7)Nd1—O6—C20—N4123.4 (14)
O13—Nd1—O3—Cu194.8 (7)Nd1—O6—C20—C1957.2 (19)
O16—Nd1—O3—Cu147.2 (8)C21—N4—C20—O63.6 (15)
O15—Nd1—O3—Cu1138.0 (7)Cu2—N4—C20—O6166.3 (7)
O4—Nd1—O3—Cu1178.2 (8)C21—N4—C20—C19177.0 (8)
O6—Nd1—O4—C11116.4 (6)Cu2—N4—C20—C1914.2 (11)
O8i—Nd1—O4—C11144.2 (6)N3—C19—C20—O6169.1 (8)
O17—Nd1—O4—C113.9 (6)N3—C19—C20—N411.4 (12)
O14—Nd1—O4—C1168.8 (6)C20—N4—C21—C22169.0 (8)
O13—Nd1—O4—C1172.4 (5)Cu2—N4—C21—C226.1 (10)
O16—Nd1—O4—C1195.6 (6)Nd1i—O8—C22—O7128.8 (18)
O15—Nd1—O4—C11143.2 (6)Nd1i—O8—C22—C2152 (3)
O3—Nd1—O4—C112.6 (5)Cu2—O7—C22—O8176.5 (7)
Cu1—O1—C1—C2179.6 (7)Cu2—O7—C22—C214.2 (10)
Cu1—O1—C1—C62.5 (13)N4—C21—C22—O8178.3 (8)
O1—C1—C2—C3180.0 (9)N4—C21—C22—O71.0 (12)
C6—C1—C2—C32.7 (15)O9—Cu3—N5—C290.9 (8)
C1—C2—C3—C40.9 (17)N6—Cu3—N5—C29176.5 (8)
C2—C3—C4—C50.4 (17)O11—Cu3—N5—C29172.1 (12)
C2—C3—C4—Br1179.9 (8)O9—Cu3—N5—C30178.6 (6)
C3—C4—C5—C60.4 (16)N6—Cu3—N5—C301.2 (6)
Br1—C4—C5—C6179.3 (7)O11—Cu3—N5—C3010.2 (18)
C4—C5—C6—C7175.3 (9)N5—Cu3—N6—C316.3 (7)
C4—C5—C6—C12.3 (15)O11—Cu3—N6—C31171.3 (8)
O1—C1—C6—C5179.5 (9)N5—Cu3—N6—C32176.3 (7)
C2—C1—C6—C53.3 (14)O11—Cu3—N6—C321.4 (7)
O1—C1—C6—C73.1 (15)N5—Cu3—O9—C232.7 (8)
C2—C1—C6—C7174.1 (9)O11—Cu3—O9—C23179.1 (7)
C8—N1—C7—C6179.8 (9)O9—Cu3—O11—C33175.4 (7)
Cu1—N1—C7—C69.2 (14)N6—Cu3—O11—C332.0 (7)
C5—C6—C7—N1176.7 (9)N5—Cu3—O11—C3313.4 (19)
C1—C6—C7—N10.7 (16)Cu3—O9—C23—C24176.3 (7)
C7—N1—C8—C9163.1 (8)Cu3—O9—C23—C283.8 (13)
Cu1—N1—C8—C98.4 (9)O9—C23—C24—C25177.6 (10)
C10—N2—C9—O22.2 (16)C28—C23—C24—C252.3 (15)
Cu1—N2—C9—O2167.0 (8)C23—C24—C25—C261.9 (18)
C10—N2—C9—C8176.8 (8)C24—C25—C26—C271.4 (18)
Cu1—N2—C9—C812.0 (11)C24—C25—C26—Br3179.8 (9)
N1—C8—C9—O2166.2 (8)C25—C26—C27—C281.4 (16)
N1—C8—C9—N212.9 (11)Br3—C26—C27—C28179.8 (7)
C9—N2—C10—C11164.6 (8)C26—C27—C28—C231.9 (14)
Cu1—N2—C10—C110.3 (10)C26—C27—C28—C29178.1 (9)
Nd1—O4—C11—O34.8 (9)O9—C23—C28—C27177.6 (9)
Nd1—O4—C11—C10175.3 (7)C24—C23—C28—C272.3 (14)
Cu1—O3—C11—O4175.7 (7)O9—C23—C28—C292.4 (15)
Nd1—O3—C11—O44.7 (9)C24—C23—C28—C29177.8 (9)
Cu1—O3—C11—C104.3 (10)C30—N5—C29—C28177.5 (8)
Nd1—O3—C11—C10175.4 (7)Cu3—N5—C29—C280.0 (13)
N2—C10—C11—O4176.9 (8)C27—C28—C29—N5179.7 (9)
N2—C10—C11—O33.0 (11)C23—C28—C29—N50.3 (15)
N4—Cu2—N3—C18179.9 (8)C29—N5—C30—C31179.1 (8)
O5—Cu2—N3—C182.7 (8)Cu3—N5—C30—C313.0 (9)
O7—Cu2—N3—C18178.3 (11)C32—N6—C31—O100.6 (16)
N4—Cu2—N3—C192.3 (6)Cu3—N6—C31—O10169.5 (7)
O5—Cu2—N3—C19179.7 (6)C32—N6—C31—C30178.4 (9)
O7—Cu2—N3—C194.0 (17)Cu3—N6—C31—C309.5 (11)
N3—Cu2—N4—C209.4 (7)N5—C30—C31—O10171.2 (8)
O7—Cu2—N4—C20171.0 (7)N5—C30—C31—N67.9 (11)
N3—Cu2—N4—C21173.7 (7)C31—N6—C32—C33173.0 (9)
O7—Cu2—N4—C216.7 (7)Cu3—N6—C32—C333.9 (11)
N3—Cu2—O5—C123.4 (8)Cu3—O11—C33—O12177.0 (9)
O7—Cu2—O5—C12177.5 (7)Cu3—O11—C33—C324.7 (12)
O8i—Nd1—O6—C20114.6 (16)N6—C32—C33—O12176.0 (9)
O17—Nd1—O6—C2024.7 (16)N6—C32—C33—O115.6 (14)
O14—Nd1—O6—C20103.4 (16)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O13—H13C···O10ii0.821.932.724 (9)164
O13—H13D···O10i0.822.052.863 (9)169
O14—H14C···O20iii0.821.932.720 (10)161
O14—H14D···O220.822.072.844 (12)158
O15—H15C···O21iii0.822.182.990 (11)168
O15—H15D···O190.822.273.060 (11)164
O16—H16C···O24ii0.821.932.74 (2)168
O16—H16D···O19i0.822.082.902 (10)175
O17—H17C···O10.822.012.804 (9)164
O17—H17D···O18iv0.822.072.853 (10)160
O18—H18C···O23v0.822.152.932 (14)160
O18—H18D···Br30.822.623.370 (9)153
O19—H19C···O2vi0.821.952.721 (10)157
O19—H19D···O120.822.182.978 (12)165
O20—H20C···O50.821.992.757 (9)156
O20—H20D···O210.822.012.780 (11)157
O21—H21C···O4i0.822.092.855 (10)155
O21—H21D···O100.822.533.208 (12)141
O22—H22C···O90.822.032.830 (11)164
O22—H22D···O23iii0.822.042.830 (14)160
O23—H23C···Br1iv0.822.663.347 (12)142
O23—H23D···O200.822.313.016 (13)144
O24—H24C···O210.822.343.01 (2)140
O24—H24D···O100.822.353.04 (2)141
O25—H25C···O120.822.072.78 (3)144
O25—H25C···O12vii0.822.553.01 (3)117
O25—H25D···O150.822.543.26 (3)147
C10—H10B···O7iii0.972.433.392 (13)175
C19—H19A···O18iv0.972.523.329 (16)141
C30—H30B···O200.972.593.548 (15)171
Symmetry codes: (i) x+1, y+1, z+1; (ii) x1, y+1, z; (iii) x, y+1, z; (iv) x+1, y+1, z; (v) x+2, y, z; (vi) x+1, y+2, z+1; (vii) x+2, y+1, z+1.
 

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