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Acta Crystallogr Sect E Struct Rep Online. 2008 September 1; 64(Pt 9): m1141.
Published online 2008 August 9. doi:  10.1107/S1600536808024859
PMCID: PMC2960550

Tetra-μ-benzoato-bis­[(3-methyl­quinoline)copper(II)](Cu—Cu)

Abstract

In the title compound, [Cu2(C7H5O2)4(C10H9N)2], the paddle-wheel-type dinuclear complex mol­ecule contains four bridging benzoate groups and two terminal 3-methyl­quinoline ligands. The asymmetric unit contains one and a half mol­ecules with a total of three independent Cu atoms; there is an inversion center at the mid-point of the Cu(...)Cu bond in one molecule. The octa­hedral coordination of each Cu atom, with four O atoms in the equatorial plane, is completed by an N atom of a 3-methyl­quinoline ligand [Cu—N = 2.190 (4)–2.203 (3) Å] and by another Cu atom [Cu(...)Cu = 2.667 (1) and 2.6703 (7) Å]. The Cu atoms are all ca 0.22 Å out of the plane of the four bonded O atoms.

Related literature

For related literature, see: Daniele et al. (2008 [triangle]); Lee et al. (2008 [triangle]); Parkin (2004 [triangle]); Tshuva & Lippard (2004 [triangle]); Wu et al. (2004 [triangle]); Weston (2005 [triangle]); Yu et al. (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1141-scheme1.jpg

Experimental

Crystal data

  • [Cu2(C7H5O2)4(C10H9N)2]
  • M r = 897.88
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1141-efi1.jpg
  • a = 29.988 (4) Å
  • b = 16.6892 (19) Å
  • c = 12.5972 (15) Å
  • β = 90.45°
  • V = 6304.4 (13) Å3
  • Z = 6
  • Mo Kα radiation
  • μ = 1.07 mm−1
  • T = 293 (2) K
  • 0.08 × 0.08 × 0.05 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 1997 [triangle]) T min = 0.918, T max = 0.948
  • 35088 measured reflections
  • 12366 independent reflections
  • 6309 reflections with I > 2σ(I)
  • R int = 0.080

Refinement

  • R[F 2 > 2σ(F 2)] = 0.054
  • wR(F 2) = 0.125
  • S = 0.97
  • 12366 reflections
  • 814 parameters
  • H-atom parameters constrained
  • Δρmax = 0.34 e Å−3
  • Δρmin = −0.38 e Å−3

Data collection: SMART (Bruker, 1997 [triangle]); cell refinement: SAINT (Bruker, 1997 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808024859/lh2672sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808024859/lh2672Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

Financial support from the Environmental Technology Educational Innovation Program (2006) of the Ministry of Environment Cooperative Research Program for Agricultural Science & Technology Development (20070301–036-019–02), and the Seoul R & BD Program is gratefully acknowledged.

supplementary crystallographic information

Comment

Transitionmetal ions as well as sodium, potassium, calcium, and magnesium ions are the major cation contributors to the inorganic composition of natural water and biological fluids (Daniele, et al., 2008). Therefore, coordination chemistry of transition metal ions in many environmental and biological processes such as membranes transport or metal metabolism was well investigated (Parkin, 2004; Tshuva & Lippard 2004; Weston, 2005; Wu et al., 2004), especially if compared to alkali metal ions. While the main interest is focused on the interaction of transition metal ions with biologically active molecules such as amino acids, proteins, sugars, nucleotides etc, the interaction of the transition metal ions with fulvic acids and humic acids, which are mainly found in soil, is less studied. As models to examine the interaction, therefore, we have previously used copper(II) benzoate as a building block and reported the structures of copper(II) benzoates with quinoxaline and 6-methylquinoline (Lee, et al., 2008; Yu, et al., 2008). In this work, we have employed 3-methylquinoline to further investigate the substituent effects of organic ligands on the structure of copper-benzoate containing coordination complexes. We report herein the crystal structure of the product of the reaction of copper(II)benzoate with 3-methylquinoline.

The asymmetric unit contains one and half molecules containing three independent Cu atoms, and there is an inversion center at the mid-point of the Cu3···Cu3 bond [symmetry operation (-x + 1,-y + 1,-z + 1)]. The complex has a paddle-wheel type dinuclear copper-benzoate conformation (Figs. 1 & 2). This constructed by four bridging benzoate groups and two terminal 3-methylquinoline ligands. The octahedral coordination of each Cu atom, with four oxygen atoms in the equatorial plane, is completed by a nitrogen atom of 3-methylquinoline molecule (Cu—N 2.190 (4) – 2.203 (3) Å) and by anothercopper atom (Cu···Cu 2.667 (1) and 2.6703 (7) Å). The copper atoms are all ca. 0.22 Å out of the plane of the four oxygen atoms.

Experimental

19.0 mg (0.1 mmol) of Cu(NO3)2.2.5H2O and 28.0 mg (0.2 mmol) of C6H5COONH4 were dissolved in 4 ml methanol and carefully layered by 4 ml methylene chloride solution of 3-methylquinoline ligand (29.0 mg, 0.2 mmol). Suitable crystals of the title compound were obtained in a few weeks.

Refinement

H atoms were placed in calculated positions with C-H distances of 0.93 Å (benzene) and 0.96 Å (methyl). They were included in the refinement in riding-motion approximation with Uiso(H) = 1.2Ueq(C) or 2.5Ueq(C) for methyl.

Figures

Fig. 1.
The molecular structure of one independent molecule of the title compound showing the atom-labeling scheme. Displacement ellipsoids are shown at the 30% probability level.
Fig. 2.
The molecular structure of the other indpendent moleclue of the title compound showing the atom-labeling scheme. Displacement ellipsoids are shown at the 30% probability level. Unlabeled atoms are related by the symmetry operator (-x + 1,-y + 1,-z + 1). ...

Crystal data

[Cu2(C7H5O2)4(C10H9N)2]F000 = 2772
Mr = 897.88Dx = 1.419 Mg m3
Monoclinic, P21/cMo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2186 reflections
a = 29.988 (4) Åθ = 2.4–19.7º
b = 16.6892 (19) ŵ = 1.07 mm1
c = 12.5972 (15) ÅT = 293 (2) K
β = 90.45ºBlock, blue
V = 6304.4 (13) Å30.08 × 0.08 × 0.05 mm
Z = 6

Data collection

Bruker SMART-CCD diffractometer12366 independent reflections
Radiation source: fine-focus sealed tube6309 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.080
T = 293(2) Kθmax = 26.0º
[var phi] and ω scansθmin = 1.8º
Absorption correction: multi-scan(SADABS; Bruker, 1997)h = −25→36
Tmin = 0.918, Tmax = 0.948k = −16→20
35088 measured reflectionsl = −14→15

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.054H-atom parameters constrained
wR(F2) = 0.125  w = 1/[σ2(Fo2) + (0.0215P)2] where P = (Fo2 + 2Fc2)/3
S = 0.97(Δ/σ)max = 0.001
12366 reflectionsΔρmax = 0.34 e Å3
814 parametersΔρmin = −0.38 e Å3
Primary atom site location: structure-invariant direct methodsExtinction correction: none

Special details

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)

xyzUiso*/Ueq
Cu10.140873 (17)0.48955 (3)1.08169 (4)0.03683 (15)
Cu20.195328 (17)0.51147 (3)0.91752 (4)0.03964 (15)
Cu30.472853 (17)0.48903 (3)0.41692 (4)0.03757 (15)
O110.10706 (10)0.41783 (15)0.9886 (2)0.0492 (8)
O120.15067 (11)0.44098 (17)0.8491 (2)0.0557 (9)
C110.11946 (15)0.4046 (3)0.8941 (4)0.0422 (11)
C120.09454 (15)0.3426 (2)0.8329 (3)0.0402 (11)
C130.05386 (16)0.3141 (3)0.8657 (3)0.0529 (13)
H130.04160.33280.92860.063*
C140.03133 (19)0.2582 (3)0.8059 (4)0.0678 (15)
H140.00330.24070.82710.081*
C150.0498 (2)0.2278 (3)0.7153 (4)0.0686 (16)
H150.03450.18960.67520.082*
C160.0906 (2)0.2542 (3)0.6844 (4)0.0636 (16)
H160.10370.23280.62390.088*
C170.11279 (17)0.3123 (3)0.7420 (4)0.0609 (14)
H170.14030.33110.71900.073*
O210.18305 (10)0.39938 (16)1.1068 (2)0.0500 (8)
O220.22602 (10)0.41433 (16)0.9634 (2)0.0518 (8)
C210.21187 (15)0.3754 (2)1.0430 (4)0.0430 (11)
C220.23111 (14)0.2939 (2)1.0597 (3)0.0430 (11)
C230.22233 (15)0.2506 (3)1.1509 (4)0.0498 (12)
H230.20560.27381.20470.060*
C240.23802 (17)0.1737 (3)1.1631 (4)0.0602 (14)
H240.23200.14541.22490.072*
C250.26228 (18)0.1389 (3)1.0851 (5)0.0682 (15)
H250.27260.08681.09360.082*
C260.27169 (18)0.1805 (3)0.9935 (4)0.0632 (16)
H260.28830.15670.94010.088*
C270.25611 (17)0.2581 (3)0.9816 (4)0.0599 (14)
H270.26260.28640.92000.072*
O310.18253 (10)0.56428 (17)1.1485 (2)0.0508 (8)
O320.23127 (10)0.57679 (16)1.0156 (2)0.0530 (8)
C310.21740 (16)0.5932 (2)1.1076 (4)0.0434 (11)
C320.24312 (16)0.6521 (2)1.1726 (3)0.0437 (11)
C330.22318 (17)0.6889 (3)1.2578 (4)0.0573 (13)
H330.19380.67671.27470.069*
C340.2467 (2)0.7440 (3)1.3184 (4)0.0667 (15)
H340.23280.77031.37420.080*
C350.2909 (2)0.7598 (3)1.2959 (4)0.0614 (16)
H350.30700.79511.33840.086*
C360.31071 (19)0.7237 (3)1.2116 (5)0.0641 (18)
H360.34030.73491.19600.101*
C370.28705 (18)0.6705 (3)1.1492 (4)0.0683 (15)
H370.30060.64681.09100.082*
O410.10742 (10)0.58178 (15)1.0264 (2)0.0494 (8)
O420.15600 (11)0.60454 (16)0.8965 (2)0.0542 (8)
C410.12160 (16)0.6212 (2)0.9483 (3)0.0429 (11)
C420.09650 (15)0.6947 (2)0.9168 (3)0.0431 (11)
C430.06066 (17)0.7200 (3)0.9734 (4)0.0592 (14)
H430.05180.69101.03260.071*
C440.03721 (19)0.7880 (3)0.9447 (4)0.0686 (17)
H440.01250.80410.98330.094*
C450.0510 (2)0.8319 (3)0.8577 (5)0.0684 (18)
H450.03580.87820.83830.094*
C460.08665 (19)0.8073 (3)0.8008 (4)0.0665 (15)
H460.09590.83700.74250.080*
C470.10937 (17)0.7380 (3)0.8291 (4)0.0575 (13)
H470.13340.72070.78880.069*
O510.43770 (10)0.42328 (16)0.5140 (2)0.0498 (8)
O520.51619 (11)0.55942 (17)0.3479 (2)0.0530 (8)
C510.45058 (15)0.4085 (2)0.6069 (4)0.0395 (11)
C520.42434 (15)0.3491 (2)0.6706 (3)0.0409 (11)
C530.38141 (18)0.3293 (3)0.6424 (4)0.0675 (15)
H530.36830.35240.58260.081*
C540.35739 (19)0.2746 (3)0.7030 (5)0.0642 (18)
H540.32820.26170.68440.101*
C550.3771 (2)0.2404 (3)0.7899 (5)0.0635 (17)
H550.36090.20480.83150.088*
C560.4198 (2)0.2578 (3)0.8159 (4)0.0646 (17)
H560.43350.23240.87340.089*
C570.44345 (17)0.3137 (3)0.7565 (4)0.0621 (14)
H570.47250.32690.77600.075*
O610.51297 (11)0.39581 (16)0.3964 (2)0.0530 (8)
O620.44192 (10)0.58609 (16)0.4637 (2)0.0515 (8)
C610.54343 (15)0.3740 (2)0.4592 (4)0.0415 (11)
C620.56345 (14)0.2932 (2)0.4413 (4)0.0432 (11)
C630.55385 (16)0.2511 (3)0.3497 (4)0.0548 (13)
H630.53620.27440.29700.066*
C640.57037 (17)0.1745 (3)0.3357 (4)0.0638 (14)
H640.56440.14670.27320.077*
C650.59534 (19)0.1400 (3)0.4133 (5)0.0642 (17)
H650.60600.08810.40430.089*
C660.60512 (18)0.1812 (3)0.5057 (5)0.0640 (16)
H660.62220.15720.55870.089*
C670.58936 (16)0.2582 (3)0.5191 (4)0.0581 (13)
H670.59630.28650.58060.070*
N710.10380 (13)0.46908 (19)1.2285 (3)0.0431 (9)
C710.12994 (17)0.4504 (3)1.3107 (3)0.0545 (13)
H710.16060.45051.30040.065*
C720.1144 (2)0.4307 (3)1.4107 (4)0.0668 (15)
C730.0702 (2)0.4327 (3)1.4260 (4)0.0616 (14)
H730.05920.42141.49320.074*
C740.03990 (18)0.4512 (2)1.3439 (4)0.0508 (12)
C75−0.0065 (2)0.4526 (3)1.3547 (5)0.0602 (16)
H75−0.01910.44241.42050.084*
C76−0.0333 (2)0.4688 (3)1.2691 (5)0.0686 (17)
H76−0.06410.46821.27660.094*
C77−0.01478 (18)0.4861 (3)1.1709 (4)0.0660 (14)
H77−0.03320.49741.11310.079*
C780.03068 (16)0.4866 (2)1.1591 (4)0.0518 (12)
H780.04280.49891.09330.062*
C790.05883 (16)0.4691 (2)1.2434 (3)0.0422 (11)
C7100.1480 (2)0.4085 (4)1.4960 (4)0.0720 (3)
H71A0.13780.42751.56350.180*
H71B0.17630.43261.48020.180*
H71C0.15130.35131.49850.180*
N810.22867 (14)0.5391 (2)0.7666 (3)0.0496 (10)
C810.2004 (2)0.5688 (3)0.6934 (4)0.0684 (16)
H810.17010.56560.70760.082*
C820.2129 (2)0.6040 (3)0.5976 (4)0.0613 (18)
C830.2566 (2)0.6056 (3)0.5763 (4)0.0699 (18)
H830.26610.62800.51280.096*
C840.2888 (2)0.5740 (3)0.6477 (4)0.0622 (15)
C850.3341 (3)0.5753 (3)0.6302 (6)0.063 (2)
H850.34500.59700.56760.111*
C860.3636 (2)0.5446 (4)0.7051 (7)0.0701 (2)
H860.39410.54600.69220.121*
C870.3484 (2)0.5122 (3)0.7975 (5)0.0686 (19)
H870.36830.49090.84690.106*
C880.3032 (2)0.5113 (3)0.8172 (5)0.0672 (15)
H880.29310.48970.88070.081*
C890.27255 (19)0.5416 (3)0.7454 (4)0.0560 (13)
C8100.1772 (2)0.6378 (4)0.5262 (5)0.0731 (3)
H81A0.17600.69500.53440.196*
H81B0.14890.61520.54500.196*
H81C0.18370.62490.45380.196*
N910.43539 (14)0.46388 (19)0.2708 (3)0.0485 (10)
C910.46191 (19)0.4377 (3)0.1929 (4)0.0633 (14)
H910.49250.43950.20470.076*
C920.4469 (2)0.4079 (3)0.0954 (4)0.0673 (17)
C930.4021 (2)0.4055 (3)0.0797 (4)0.0669 (17)
H930.39080.38530.01620.092*
C940.37281 (19)0.4328 (3)0.1566 (4)0.0547 (13)
C950.3267 (2)0.4328 (3)0.1451 (5)0.0678 (17)
H950.31420.41340.08230.093*
C960.2988 (2)0.4602 (3)0.2227 (6)0.0642 (19)
H960.26810.46000.21190.101*
C970.3167 (2)0.4883 (3)0.3172 (5)0.0675 (17)
H970.29800.50660.37050.093*
C980.36280 (17)0.4889 (3)0.3322 (4)0.0584 (13)
H980.37480.50770.39580.070*
C990.39083 (17)0.4620 (2)0.2538 (4)0.0482 (12)
C9100.4806 (2)0.3794 (5)0.0176 (5)0.0649 (3)
H91A0.48490.32270.02580.224*
H91B0.50840.40660.03000.224*
H91C0.47030.3906−0.05320.224*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cu10.0371 (3)0.0385 (3)0.0350 (3)0.0012 (2)0.0050 (2)0.0032 (2)
Cu20.0409 (3)0.0401 (3)0.0380 (3)0.0014 (3)0.0081 (2)0.0051 (2)
Cu30.0374 (3)0.0370 (3)0.0382 (3)0.0004 (2)−0.0055 (2)−0.0039 (2)
O110.050 (2)0.0472 (18)0.051 (2)−0.0056 (15)0.0068 (16)−0.0048 (15)
O120.063 (2)0.063 (2)0.0413 (18)−0.0214 (18)0.0092 (17)−0.0030 (15)
C110.036 (3)0.049 (3)0.042 (3)0.011 (2)−0.004 (2)0.005 (2)
C120.048 (3)0.038 (3)0.035 (2)0.003 (2)0.002 (2)0.002 (2)
C130.055 (4)0.055 (3)0.049 (3)−0.007 (3)0.001 (3)−0.001 (2)
C140.069 (4)0.057 (3)0.077 (4)−0.018 (3)−0.010 (3)0.004 (3)
C150.092 (5)0.043 (3)0.070 (4)−0.008 (3)−0.026 (3)0.000 (3)
C160.088 (5)0.068 (4)0.064 (4)0.001 (3)0.007 (3)−0.016 (3)
C170.061 (4)0.059 (3)0.063 (3)−0.006 (3)0.003 (3)−0.010 (3)
O210.053 (2)0.0483 (18)0.0493 (19)0.0148 (16)0.0117 (16)0.0093 (15)
O220.056 (2)0.0444 (18)0.055 (2)0.0084 (15)0.0154 (17)0.0118 (15)
C210.037 (3)0.043 (3)0.049 (3)0.001 (2)−0.007 (2)0.000 (2)
C220.035 (3)0.043 (3)0.051 (3)0.000 (2)−0.006 (2)−0.001 (2)
C230.045 (3)0.048 (3)0.056 (3)0.003 (2)0.003 (2)0.009 (2)
C240.058 (4)0.049 (3)0.074 (4)0.002 (3)−0.003 (3)0.019 (3)
C250.069 (4)0.040 (3)0.095 (4)0.012 (3)−0.012 (3)0.008 (3)
C260.079 (4)0.056 (3)0.086 (4)0.018 (3)0.023 (3)−0.006 (3)
C270.068 (4)0.044 (3)0.068 (3)0.010 (3)0.009 (3)0.008 (3)
O310.047 (2)0.0543 (19)0.0508 (19)−0.0127 (16)0.0085 (16)−0.0036 (15)
O320.053 (2)0.0517 (19)0.054 (2)−0.0087 (15)0.0080 (17)−0.0091 (16)
C310.046 (3)0.037 (3)0.047 (3)0.001 (2)−0.005 (2)0.004 (2)
C320.047 (3)0.030 (2)0.054 (3)0.001 (2)−0.004 (2)0.002 (2)
C330.061 (4)0.059 (3)0.052 (3)−0.008 (3)0.000 (3)−0.005 (3)
C340.091 (5)0.060 (3)0.050 (3)−0.010 (3)−0.002 (3)−0.011 (3)
C350.080 (5)0.045 (3)0.089 (4)−0.014 (3)−0.028 (4)−0.007 (3)
C360.059 (4)0.059 (4)0.095 (6)−0.018 (3)0.002 (4)−0.025 (4)
C370.054 (4)0.052 (3)0.080 (4)−0.007 (3)0.015 (3)−0.017 (3)
O410.050 (2)0.0431 (18)0.055 (2)0.0095 (15)0.0088 (16)0.0144 (15)
O420.057 (2)0.0524 (19)0.053 (2)0.0165 (17)0.0169 (17)0.0152 (15)
C410.051 (3)0.039 (3)0.039 (3)0.008 (2)−0.004 (2)0.001 (2)
C420.044 (3)0.036 (3)0.049 (3)0.002 (2)−0.001 (2)0.004 (2)
C430.066 (4)0.048 (3)0.063 (3)0.014 (3)0.004 (3)0.007 (3)
C440.088 (5)0.059 (4)0.089 (4)0.028 (3)0.009 (4)0.001 (3)
C450.083 (5)0.046 (3)0.086 (5)0.012 (3)−0.018 (4)0.016 (3)
C460.073 (4)0.049 (3)0.078 (4)0.000 (3)−0.003 (3)0.024 (3)
C470.058 (4)0.048 (3)0.066 (3)0.003 (3)0.000 (3)0.014 (3)
O510.043 (2)0.0537 (19)0.052 (2)−0.0098 (15)−0.0096 (16)0.0077 (16)
O520.053 (2)0.0570 (19)0.0490 (19)−0.0170 (17)−0.0084 (16)−0.0001 (15)
C510.040 (3)0.030 (2)0.049 (3)0.007 (2)0.004 (2)−0.003 (2)
C520.040 (3)0.038 (3)0.044 (3)−0.002 (2)0.000 (2)−0.002 (2)
C530.056 (4)0.052 (3)0.094 (4)−0.007 (3)−0.014 (3)0.021 (3)
C540.051 (4)0.058 (4)0.093 (6)−0.016 (3)−0.001 (4)0.028 (4)
C550.082 (5)0.053 (3)0.085 (4)−0.008 (3)0.027 (4)0.006 (3)
C560.092 (5)0.071 (4)0.060 (4)−0.015 (3)−0.012 (3)0.013 (3)
C570.056 (4)0.072 (3)0.058 (3)−0.019 (3)−0.007 (3)0.011 (3)
O610.060 (2)0.0472 (19)0.052 (2)0.0174 (17)−0.0142 (17)−0.0129 (15)
O620.054 (2)0.0437 (18)0.056 (2)0.0123 (15)−0.0148 (17)−0.0144 (15)
C610.038 (3)0.038 (3)0.049 (3)0.002 (2)0.006 (2)−0.004 (2)
C620.041 (3)0.034 (3)0.055 (3)0.004 (2)0.004 (2)−0.009 (2)
C630.052 (3)0.047 (3)0.066 (3)0.001 (2)0.005 (3)−0.008 (3)
C640.062 (4)0.055 (3)0.075 (4)0.005 (3)0.005 (3)−0.021 (3)
C650.072 (4)0.037 (3)0.084 (5)0.001 (3)0.004 (4)−0.020 (3)
C660.070 (4)0.051 (3)0.080 (4)0.015 (3)−0.008 (3)0.009 (3)
C670.061 (4)0.040 (3)0.073 (4)0.005 (2)−0.009 (3)−0.004 (2)
N710.050 (3)0.042 (2)0.038 (2)−0.0008 (18)0.0053 (19)0.0046 (17)
C710.059 (4)0.062 (3)0.043 (3)−0.002 (3)0.001 (3)0.012 (2)
C720.066 (4)0.087 (4)0.047 (3)0.004 (3)0.000 (3)0.015 (3)
C730.083 (5)0.064 (3)0.038 (3)0.004 (3)0.018 (3)0.007 (2)
C740.065 (4)0.038 (3)0.050 (3)−0.001 (2)0.017 (3)0.002 (2)
C750.068 (4)0.072 (4)0.071 (4)0.000 (3)0.039 (3)0.006 (3)
C760.049 (4)0.084 (4)0.083 (5)0.000 (3)0.021 (4)0.006 (4)
C770.052 (4)0.070 (3)0.076 (4)0.007 (3)0.002 (3)0.008 (3)
C780.049 (3)0.054 (3)0.052 (3)0.006 (3)0.011 (2)0.008 (2)
C790.052 (3)0.035 (3)0.040 (3)−0.002 (2)0.006 (2)0.001 (2)
C7100.108 (6)0.095 (7)0.066 (4)−0.003 (5)−0.026 (4)0.046 (4)
N810.056 (3)0.047 (2)0.046 (2)−0.008 (2)0.015 (2)−0.0016 (19)
C810.092 (5)0.069 (4)0.044 (3)−0.006 (3)0.003 (3)0.010 (3)
C820.099 (6)0.092 (4)0.053 (4)−0.003 (4)0.013 (4)0.013 (3)
C830.083 (6)0.083 (4)0.054 (4)−0.011 (4)0.035 (4)−0.003 (3)
C840.072 (4)0.051 (3)0.063 (4)−0.015 (3)0.032 (3)−0.012 (3)
C850.082 (6)0.066 (4)0.111 (6)−0.009 (4)0.054 (5)−0.012 (4)
C860.068 (5)0.071 (4)0.095 (8)−0.001 (4)0.054 (5)−0.008 (5)
C870.071 (5)0.078 (4)0.088 (5)0.003 (3)0.034 (4)0.010 (4)
C880.072 (4)0.048 (3)0.082 (4)−0.004 (3)0.023 (3)0.001 (3)
C890.063 (4)0.041 (3)0.064 (3)−0.007 (3)0.022 (3)−0.011 (2)
C8100.082 (7)0.098 (7)0.081 (5)0.020 (6)−0.020 (5)0.046 (5)
N910.053 (3)0.042 (2)0.050 (2)0.0013 (19)−0.009 (2)−0.0012 (18)
C910.067 (4)0.074 (4)0.049 (3)−0.003 (3)−0.003 (3)−0.009 (3)
C920.080 (5)0.099 (4)0.053 (4)−0.004 (4)−0.011 (3)−0.021 (3)
C930.094 (5)0.075 (4)0.061 (4)−0.009 (4)−0.030 (4)−0.003 (3)
C940.062 (4)0.041 (3)0.061 (3)−0.010 (3)−0.022 (3)0.000 (2)
C950.084 (5)0.063 (4)0.086 (5)−0.007 (3)−0.027 (4)0.008 (3)
C960.053 (4)0.073 (4)0.126 (6)−0.006 (3)−0.031 (4)0.007 (4)
C970.061 (4)0.067 (4)0.104 (5)0.002 (3)−0.008 (4)0.000 (3)
C980.059 (4)0.048 (3)0.068 (3)−0.002 (3)−0.007 (3)−0.001 (3)
C990.050 (3)0.032 (3)0.062 (3)0.000 (2)−0.005 (3)0.008 (2)
C9100.089 (7)0.097 (9)0.082 (5)0.005 (7)0.031 (5)−0.054 (5)

Geometric parameters (Å, °)

Cu1—O311.952 (3)C55—C561.354 (7)
Cu1—O111.954 (3)C55—H550.9300
Cu1—O411.962 (3)C56—C571.393 (6)
Cu1—O211.990 (3)C56—H560.9300
Cu1—N712.192 (3)C57—H570.9300
Cu1—Cu22.6703 (7)O61—C611.257 (5)
Cu2—O221.950 (3)O62—C61i1.255 (5)
Cu2—O321.963 (3)C61—O62i1.255 (5)
Cu2—O421.967 (3)C61—C621.494 (5)
Cu2—O121.975 (3)C62—C671.375 (6)
Cu2—N812.203 (3)C62—C631.380 (6)
Cu3—O511.957 (3)C63—C641.384 (6)
Cu3—O621.960 (3)C63—H630.9300
Cu3—O521.960 (3)C64—C651.355 (7)
Cu3—O611.985 (3)C64—H640.9300
Cu3—N912.190 (4)C65—C661.383 (7)
Cu3—Cu3i2.6671 (10)C65—H650.9300
O11—C111.270 (5)C66—C671.380 (6)
O12—C111.254 (5)C66—H660.9300
C11—C121.488 (6)C67—H670.9300
C12—C171.370 (6)N71—C711.331 (5)
C12—C131.376 (6)N71—C791.363 (5)
C13—C141.375 (6)C71—C721.385 (6)
C13—H130.9300C71—H710.9300
C14—C151.369 (7)C72—C731.343 (7)
C14—H140.9300C72—C7101.513 (7)
C15—C161.362 (7)C73—C741.406 (6)
C15—H150.9300C73—H730.9300
C16—C171.380 (6)C74—C751.399 (7)
C16—H160.9300C74—C791.423 (6)
C17—H170.9300C75—C761.367 (7)
O21—C211.250 (5)C75—H750.9300
O22—C211.270 (5)C76—C771.391 (7)
C21—C221.492 (5)C76—H760.9300
C22—C271.378 (6)C77—C781.373 (6)
C22—C231.385 (5)C77—H770.9300
C23—C241.374 (6)C78—C791.382 (6)
C23—H230.9300C78—H780.9300
C24—C251.357 (6)C710—H71A0.9600
C24—H240.9300C710—H71B0.9600
C25—C261.378 (6)C710—H71C0.9600
C25—H250.9300N81—C811.342 (6)
C26—C271.384 (6)N81—C891.346 (6)
C26—H260.9300C81—C821.397 (6)
C27—H270.9300C81—H810.9300
O31—C311.265 (5)C82—C831.339 (8)
O32—C311.265 (5)C82—C8101.505 (8)
C31—C321.491 (6)C83—C841.416 (7)
C32—C331.376 (6)C83—H830.9300
C32—C371.387 (6)C84—C851.379 (8)
C33—C341.386 (6)C84—C891.432 (6)
C33—H330.9300C85—C861.387 (8)
C34—C351.381 (7)C85—H850.9300
C34—H340.9300C86—C871.365 (8)
C35—C361.363 (7)C86—H860.9300
C35—H350.9300C87—C881.379 (7)
C36—C371.378 (6)C87—H870.9300
C36—H360.9300C88—C891.381 (7)
C37—H370.9300C88—H880.9300
O41—C411.260 (5)C810—H81A0.9600
O42—C411.256 (5)C810—H81B0.9600
C41—C421.492 (6)C810—H81C0.9600
C42—C431.362 (6)N91—C911.341 (5)
C42—C471.378 (5)N91—C991.352 (5)
C43—C441.382 (6)C91—C921.397 (6)
C43—H430.9300C91—H910.9300
C44—C451.383 (7)C92—C931.357 (7)
C44—H440.9300C92—C9101.491 (8)
C45—C461.356 (7)C93—C941.390 (7)
C45—H450.9300C93—H930.9300
C46—C471.388 (6)C94—C951.391 (7)
C46—H460.9300C94—C991.420 (6)
C47—H470.9300C95—C961.369 (8)
O51—C511.255 (5)C95—H950.9300
O52—C51i1.262 (5)C96—C971.383 (7)
C51—O52i1.262 (5)C96—H960.9300
C51—C521.502 (6)C97—C981.394 (7)
C52—C571.356 (6)C97—H970.9300
C52—C531.373 (6)C98—C991.377 (6)
C53—C541.393 (6)C98—H980.9300
C53—H530.9300C910—H91A0.9600
C54—C551.365 (7)C910—H91B0.9600
C54—H540.9300C910—H91C0.9600
O31—Cu1—O11167.94 (12)C52—C53—H53119.9
O31—Cu1—O4188.60 (12)C54—C53—H53119.9
O11—Cu1—O4190.36 (12)C55—C54—C53119.5 (5)
O31—Cu1—O2190.61 (13)C55—C54—H54120.3
O11—Cu1—O2187.62 (12)C53—C54—H54120.3
O41—Cu1—O21166.54 (12)C56—C55—C54120.5 (5)
O31—Cu1—N7193.60 (12)C56—C55—H55119.8
O11—Cu1—N7198.43 (13)C54—C55—H55119.8
O41—Cu1—N7199.22 (13)C55—C56—C57119.9 (5)
O21—Cu1—N7194.24 (12)C55—C56—H56120.1
O31—Cu1—Cu281.57 (9)C57—C56—H56120.1
O11—Cu1—Cu286.37 (9)C52—C57—C56120.5 (5)
O41—Cu1—Cu286.09 (9)C52—C57—H57119.8
O21—Cu1—Cu280.50 (8)C56—C57—H57119.8
N71—Cu1—Cu2172.77 (10)C61—O61—Cu3125.7 (3)
O22—Cu2—O3291.12 (13)C61i—O62—Cu3120.5 (3)
O22—Cu2—O42167.88 (12)O62i—C61—O61125.5 (4)
O32—Cu2—O4288.38 (13)O62i—C61—C62117.2 (4)
O22—Cu2—O1287.20 (13)O61—C61—C62117.3 (4)
O32—Cu2—O12166.44 (12)C67—C62—C63119.6 (4)
O42—Cu2—O1290.45 (13)C67—C62—C61120.1 (4)
O22—Cu2—N81102.32 (13)C63—C62—C61120.2 (4)
O32—Cu2—N81100.15 (13)C62—C63—C64120.3 (5)
O42—Cu2—N8189.69 (13)C62—C63—H63119.9
O12—Cu2—N8193.36 (13)C64—C63—H63119.9
O22—Cu2—Cu186.93 (9)C65—C64—C63119.8 (5)
O32—Cu2—Cu185.69 (9)C65—C64—H64120.1
O42—Cu2—Cu180.95 (9)C63—C64—H64120.1
O12—Cu2—Cu180.78 (9)C64—C65—C66120.6 (5)
N81—Cu2—Cu1168.86 (12)C64—C65—H65119.7
O51—Cu3—O6290.97 (12)C66—C65—H65119.7
O51—Cu3—O52167.23 (12)C67—C66—C65119.7 (5)
O62—Cu3—O5287.43 (13)C67—C66—H66120.1
O51—Cu3—O6188.38 (13)C65—C66—H66120.1
O62—Cu3—O61167.38 (12)C62—C67—C66120.0 (5)
O52—Cu3—O6190.43 (13)C62—C67—H67120.0
O51—Cu3—N9198.19 (13)C66—C67—H67120.0
O62—Cu3—N9199.82 (13)C71—N71—C79118.0 (4)
O52—Cu3—N9194.57 (13)C71—N71—Cu1113.2 (3)
O61—Cu3—N9192.75 (13)C79—N71—Cu1128.7 (3)
O51—Cu3—Cu3i85.14 (9)N71—C71—C72124.3 (5)
O62—Cu3—Cu3i86.44 (9)N71—C71—H71117.9
O52—Cu3—Cu3i82.12 (9)C72—C71—H71117.9
O61—Cu3—Cu3i80.95 (9)C73—C72—C71117.6 (5)
N91—Cu3—Cu3i172.82 (11)C73—C72—C710123.8 (5)
C11—O11—Cu1121.0 (3)C71—C72—C710118.6 (5)
C11—O12—Cu2126.6 (3)C72—C73—C74122.2 (5)
O12—C11—O11124.4 (4)C72—C73—H73118.9
O12—C11—C12118.4 (4)C74—C73—H73118.9
O11—C11—C12117.2 (4)C75—C74—C73124.7 (5)
C17—C12—C13119.0 (4)C75—C74—C79119.2 (5)
C17—C12—C11119.1 (4)C73—C74—C79116.2 (5)
C13—C12—C11121.8 (4)C76—C75—C74120.4 (5)
C14—C13—C12120.2 (4)C76—C75—H75119.8
C14—C13—H13119.9C74—C75—H75119.8
C12—C13—H13119.9C75—C76—C77120.4 (6)
C15—C14—C13120.6 (5)C75—C76—H76119.8
C15—C14—H14119.7C77—C76—H76119.8
C13—C14—H14119.7C78—C77—C76120.1 (5)
C16—C15—C14119.3 (5)C78—C77—H77120.0
C16—C15—H15120.4C76—C77—H77120.0
C14—C15—H15120.4C77—C78—C79121.1 (5)
C15—C16—C17120.5 (5)C77—C78—H78119.4
C15—C16—H16119.7C79—C78—H78119.4
C17—C16—H16119.7N71—C79—C78119.5 (4)
C12—C17—C16120.4 (5)N71—C79—C74121.6 (4)
C12—C17—H17119.8C78—C79—C74118.8 (5)
C16—C17—H17119.8C72—C710—H71A109.5
C21—O21—Cu1125.6 (3)C72—C710—H71B109.5
C21—O22—Cu2120.0 (3)H71A—C710—H71B109.5
O21—C21—O22125.5 (4)C72—C710—H71C109.5
O21—C21—C22118.0 (4)H71A—C710—H71C109.5
O22—C21—C22116.5 (4)H71B—C710—H71C109.5
C27—C22—C23118.3 (4)C81—N81—C89117.7 (4)
C27—C22—C21120.5 (4)C81—N81—Cu2112.5 (3)
C23—C22—C21121.1 (4)C89—N81—Cu2129.0 (3)
C24—C23—C22120.8 (4)N81—C81—C82125.2 (6)
C24—C23—H23119.6N81—C81—H81117.4
C22—C23—H23119.6C82—C81—H81117.4
C25—C24—C23120.2 (5)C83—C82—C81116.8 (6)
C25—C24—H24119.9C83—C82—C810124.5 (6)
C23—C24—H24119.9C81—C82—C810118.6 (6)
C24—C25—C26120.4 (5)C82—C83—C84121.9 (5)
C24—C25—H25119.8C82—C83—H83119.1
C26—C25—H25119.8C84—C83—H83119.1
C25—C26—C27119.4 (5)C85—C84—C83124.1 (6)
C25—C26—H26120.3C85—C84—C89119.0 (6)
C27—C26—H26120.3C83—C84—C89116.8 (5)
C22—C27—C26120.9 (4)C84—C85—C86120.7 (6)
C22—C27—H27119.6C84—C85—H85119.7
C26—C27—H27119.6C86—C85—H85119.7
C31—O31—Cu1126.6 (3)C87—C86—C85120.6 (7)
C31—O32—Cu2120.9 (3)C87—C86—H86119.7
O31—C31—O32124.7 (4)C85—C86—H86119.7
O31—C31—C32117.0 (4)C86—C87—C88119.6 (7)
O32—C31—C32118.3 (4)C86—C87—H87120.2
C33—C32—C37119.1 (4)C88—C87—H87120.2
C33—C32—C31119.7 (5)C87—C88—C89121.8 (5)
C37—C32—C31121.2 (4)C87—C88—H88119.1
C32—C33—C34120.2 (5)C89—C88—H88119.1
C32—C33—H33119.9N81—C89—C88120.3 (5)
C34—C33—H33119.9N81—C89—C84121.5 (5)
C35—C34—C33119.9 (5)C88—C89—C84118.2 (5)
C35—C34—H34120.0C82—C810—H81A109.5
C33—C34—H34120.0C82—C810—H81B109.5
C36—C35—C34120.0 (5)H81A—C810—H81B109.5
C36—C35—H35120.0C82—C810—H81C109.5
C34—C35—H35120.0H81A—C810—H81C109.5
C35—C36—C37120.2 (6)H81B—C810—H81C109.5
C35—C36—H36119.9C91—N91—C99117.9 (4)
C37—C36—H36119.9C91—N91—Cu3112.0 (3)
C36—C37—C32120.5 (5)C99—N91—Cu3129.6 (3)
C36—C37—H37119.8N91—C91—C92124.8 (5)
C32—C37—H37119.8N91—C91—H91117.6
C41—O41—Cu1120.8 (3)C92—C91—H91117.6
C41—O42—Cu2126.8 (3)C93—C92—C91116.8 (5)
O42—C41—O41125.0 (4)C93—C92—C910124.8 (6)
O42—C41—C42117.3 (4)C91—C92—C910118.4 (6)
O41—C41—C42117.6 (4)C92—C93—C94121.3 (5)
C43—C42—C47119.0 (4)C92—C93—H93119.4
C43—C42—C41121.0 (4)C94—C93—H93119.4
C47—C42—C41120.1 (4)C93—C94—C95124.1 (5)
C42—C43—C44121.3 (5)C93—C94—C99118.4 (5)
C42—C43—H43119.3C95—C94—C99117.5 (5)
C44—C43—H43119.3C96—C95—C94122.5 (6)
C43—C44—C45119.2 (5)C96—C95—H95118.8
C43—C44—H44120.4C94—C95—H95118.8
C45—C44—H44120.4C95—C96—C97119.6 (6)
C46—C45—C44120.1 (5)C95—C96—H96120.2
C46—C45—H45120.0C97—C96—H96120.2
C44—C45—H45120.0C96—C97—C98119.7 (6)
C45—C46—C47120.2 (5)C96—C97—H97120.1
C45—C46—H46119.9C98—C97—H97120.1
C47—C46—H46119.9C99—C98—C97120.7 (5)
C42—C47—C46120.2 (5)C99—C98—H98119.7
C42—C47—H47119.9C97—C98—H98119.7
C46—C47—H47119.9N91—C99—C98119.2 (5)
C51—O51—Cu3122.0 (3)N91—C99—C94120.9 (5)
C51i—O52—Cu3125.3 (3)C98—C99—C94120.0 (5)
O51—C51—O52i125.0 (4)C92—C910—H91A109.5
O51—C51—C52118.0 (4)C92—C910—H91B109.5
O52i—C51—C52117.0 (4)H91A—C910—H91B109.5
C57—C52—C53119.4 (4)C92—C910—H91C109.5
C57—C52—C51119.6 (4)H91A—C910—H91C109.5
C53—C52—C51121.0 (4)H91B—C910—H91C109.5
C52—C53—C54120.2 (5)
O31—Cu1—Cu2—O2295.60 (13)Cu3—O51—C51—O52i8.5 (6)
O11—Cu1—Cu2—O22−84.64 (12)Cu3—O51—C51—C52−172.3 (3)
O41—Cu1—Cu2—O22−175.24 (12)O51—C51—C52—C57160.5 (4)
O21—Cu1—Cu2—O223.55 (13)O52i—C51—C52—C57−20.2 (6)
O31—Cu1—Cu2—O324.25 (12)O51—C51—C52—C53−18.8 (6)
O11—Cu1—Cu2—O32−175.99 (12)O52i—C51—C52—C53160.4 (4)
O41—Cu1—Cu2—O3293.40 (12)C57—C52—C53—C541.4 (8)
O21—Cu1—Cu2—O32−87.80 (12)C51—C52—C53—C54−179.3 (4)
O31—Cu1—Cu2—O42−84.79 (13)C52—C53—C54—C55−0.7 (8)
O11—Cu1—Cu2—O4294.97 (13)C53—C54—C55—C56−1.4 (9)
O41—Cu1—Cu2—O424.36 (13)C54—C55—C56—C572.8 (9)
N71—Cu1—Cu2—O42−133.2 (7)C53—C52—C57—C560.0 (7)
O31—Cu1—Cu2—O12−176.74 (13)C51—C52—C57—C56−179.3 (4)
O11—Cu1—Cu2—O123.02 (12)C55—C56—C57—C52−2.1 (8)
O41—Cu1—Cu2—O12−87.58 (13)O51—Cu3—O61—C61−79.6 (4)
O21—Cu1—Cu2—O1291.21 (13)O62—Cu3—O61—C617.6 (8)
O31—Cu1—Cu2—N81−117.9 (5)O52—Cu3—O61—C6187.7 (4)
O11—Cu1—Cu2—N8161.9 (5)N91—Cu3—O61—C61−177.7 (4)
O41—Cu1—Cu2—N81−28.7 (5)Cu3i—Cu3—O61—C615.7 (3)
O21—Cu1—Cu2—N81150.1 (5)O51—Cu3—O62—C61i89.5 (3)
O31—Cu1—O11—C111.9 (8)O52—Cu3—O62—C61i−77.8 (3)
O41—Cu1—O11—C1186.9 (3)O61—Cu3—O62—C61i2.6 (8)
O21—Cu1—O11—C11−79.8 (3)N91—Cu3—O62—C61i−172.0 (3)
N71—Cu1—O11—C11−173.8 (3)Cu3i—Cu3—O62—C61i4.5 (3)
Cu2—Cu1—O11—C110.8 (3)Cu3—O61—C61—O62i−11.7 (7)
O22—Cu2—O12—C1178.8 (4)Cu3—O61—C61—C62167.5 (3)
O32—Cu2—O12—C11−4.3 (8)O62i—C61—C62—C6713.7 (6)
O42—Cu2—O12—C11−89.2 (4)O61—C61—C62—C67−165.5 (4)
N81—Cu2—O12—C11−179.0 (4)O62i—C61—C62—C63−170.3 (4)
Cu1—Cu2—O12—C11−8.5 (3)O61—C61—C62—C6310.5 (6)
Cu2—O12—C11—O1112.3 (6)C67—C62—C63—C64−0.3 (7)
Cu2—O12—C11—C12−168.7 (3)C61—C62—C63—C64−176.4 (4)
Cu1—O11—C11—O12−7.4 (6)C62—C63—C64—C651.3 (7)
Cu1—O11—C11—C12173.6 (3)C63—C64—C65—C66−1.1 (8)
O12—C11—C12—C1716.7 (6)C64—C65—C66—C67−0.1 (8)
O11—C11—C12—C17−164.2 (4)C63—C62—C67—C66−0.8 (7)
O12—C11—C12—C13−164.0 (4)C61—C62—C67—C66175.2 (4)
O11—C11—C12—C1315.0 (6)C65—C66—C67—C621.0 (8)
C17—C12—C13—C14−2.2 (7)O31—Cu1—N71—C71−50.7 (3)
C11—C12—C13—C14178.5 (4)O11—Cu1—N71—C71128.4 (3)
C12—C13—C14—C152.5 (7)O41—Cu1—N71—C71−139.8 (3)
C13—C14—C15—C16−0.5 (8)O21—Cu1—N71—C7140.2 (3)
C14—C15—C16—C17−1.7 (8)O31—Cu1—N71—C79133.0 (3)
C13—C12—C17—C160.0 (7)O11—Cu1—N71—C79−47.9 (3)
C11—C12—C17—C16179.3 (4)O41—Cu1—N71—C7943.9 (3)
C15—C16—C17—C122.0 (8)O21—Cu1—N71—C79−136.1 (3)
O31—Cu1—O21—C21−92.3 (4)C79—N71—C71—C720.2 (7)
O11—Cu1—O21—C2175.8 (4)Cu1—N71—C71—C72−176.6 (4)
O41—Cu1—O21—C21−5.7 (8)N71—C71—C72—C73−1.8 (8)
N71—Cu1—O21—C21174.1 (4)N71—C71—C72—C710178.4 (5)
Cu2—Cu1—O21—C21−10.9 (3)C71—C72—C73—C742.2 (8)
O32—Cu2—O22—C2187.5 (3)C710—C72—C73—C74−178.0 (5)
O42—Cu2—O22—C210.1 (8)C72—C73—C74—C75178.6 (5)
O12—Cu2—O22—C21−79.0 (3)C72—C73—C74—C79−1.0 (7)
N81—Cu2—O22—C21−171.8 (3)C73—C74—C75—C76−177.8 (5)
Cu1—Cu2—O22—C211.9 (3)C79—C74—C75—C761.8 (7)
Cu1—O21—C21—O2216.9 (7)C74—C75—C76—C77−1.7 (8)
Cu1—O21—C21—C22−162.1 (3)C75—C76—C77—C780.4 (8)
Cu2—O22—C21—O21−11.1 (6)C76—C77—C78—C790.8 (7)
Cu2—O22—C21—C22167.9 (3)C71—N71—C79—C78−178.6 (4)
O21—C21—C22—C27167.2 (4)Cu1—N71—C79—C78−2.5 (6)
O22—C21—C22—C27−11.9 (6)C71—N71—C79—C741.1 (6)
O21—C21—C22—C23−9.2 (6)Cu1—N71—C79—C74177.2 (3)
O22—C21—C22—C23171.7 (4)C77—C78—C79—N71179.1 (4)
C27—C22—C23—C24−0.3 (7)C77—C78—C79—C74−0.6 (6)
C21—C22—C23—C24176.2 (4)C75—C74—C79—N71179.7 (4)
C22—C23—C24—C25−0.3 (7)C73—C74—C79—N71−0.7 (6)
C23—C24—C25—C260.5 (8)C75—C74—C79—C78−0.6 (6)
C24—C25—C26—C27−0.1 (8)C73—C74—C79—C78179.0 (4)
C23—C22—C27—C260.6 (7)O22—Cu2—N81—C81143.3 (3)
C21—C22—C27—C26−175.8 (4)O32—Cu2—N81—C81−123.3 (3)
C25—C26—C27—C22−0.5 (8)O42—Cu2—N81—C81−35.1 (3)
O11—Cu1—O31—C31−4.4 (8)O12—Cu2—N81—C8155.4 (3)
O41—Cu1—O31—C31−89.5 (3)Cu1—Cu2—N81—C81−2.4 (7)
O21—Cu1—O31—C3177.1 (3)O22—Cu2—N81—C89−47.9 (4)
N71—Cu1—O31—C31171.4 (3)O32—Cu2—N81—C8945.5 (4)
Cu2—Cu1—O31—C31−3.2 (3)O42—Cu2—N81—C89133.8 (4)
O22—Cu2—O32—C31−93.7 (3)O12—Cu2—N81—C89−135.8 (4)
O42—Cu2—O32—C3174.2 (3)Cu1—Cu2—N81—C89166.4 (3)
O12—Cu2—O32—C31−11.0 (7)C89—N81—C81—C82−1.6 (7)
N81—Cu2—O32—C31163.5 (3)Cu2—N81—C81—C82168.6 (4)
Cu1—Cu2—O32—C31−6.9 (3)N81—C81—C82—C832.4 (8)
Cu1—O31—C31—O32−1.1 (6)N81—C81—C82—C810−177.3 (5)
Cu1—O31—C31—C32177.5 (3)C81—C82—C83—C84−0.8 (9)
Cu2—O32—C31—O317.0 (6)C810—C82—C83—C84178.8 (6)
Cu2—O32—C31—C32−171.6 (3)C82—C83—C84—C85−179.0 (5)
O31—C31—C32—C33−17.5 (6)C82—C83—C84—C89−1.2 (8)
O32—C31—C32—C33161.2 (4)C83—C84—C85—C86178.7 (6)
O31—C31—C32—C37162.2 (4)C89—C84—C85—C861.0 (8)
O32—C31—C32—C37−19.2 (6)C84—C85—C86—C870.2 (10)
C37—C32—C33—C340.6 (7)C85—C86—C87—C88−1.1 (9)
C31—C32—C33—C34−179.8 (4)C86—C87—C88—C890.7 (8)
C32—C33—C34—C35−2.5 (7)C81—N81—C89—C88−179.4 (4)
C33—C34—C35—C362.6 (8)Cu2—N81—C89—C8812.2 (6)
C34—C35—C36—C37−0.8 (8)C81—N81—C89—C84−0.7 (6)
C35—C36—C37—C32−1.1 (8)Cu2—N81—C89—C84−169.0 (3)
C33—C32—C37—C361.2 (7)C87—C88—C89—N81179.3 (4)
C31—C32—C37—C36−178.4 (4)C87—C88—C89—C840.5 (7)
O31—Cu1—O41—C4176.4 (3)C85—C84—C89—N81179.9 (4)
O11—Cu1—O41—C41−91.6 (3)C83—C84—C89—N812.0 (7)
O21—Cu1—O41—C41−10.4 (7)C85—C84—C89—C88−1.3 (7)
N71—Cu1—O41—C41169.8 (3)C83—C84—C89—C88−179.2 (4)
Cu2—Cu1—O41—C41−5.3 (3)O51—Cu3—N91—C91−126.5 (3)
O22—Cu2—O42—C41−3.4 (8)O62—Cu3—N91—C91141.1 (3)
O32—Cu2—O42—C41−91.2 (4)O52—Cu3—N91—C9152.9 (3)
O12—Cu2—O42—C4175.3 (4)O61—Cu3—N91—C91−37.8 (3)
N81—Cu2—O42—C41168.7 (4)O51—Cu3—N91—C9944.8 (4)
Cu1—Cu2—O42—C41−5.3 (3)O62—Cu3—N91—C99−47.6 (4)
Cu2—O42—C41—O413.0 (7)O52—Cu3—N91—C99−135.8 (4)
Cu2—O42—C41—C42−179.0 (3)O61—Cu3—N91—C99133.6 (4)
Cu1—O41—C41—O423.2 (6)C99—N91—C91—C92−0.6 (7)
Cu1—O41—C41—C42−174.8 (3)Cu3—N91—C91—C92171.9 (4)
O42—C41—C42—C43−175.4 (4)N91—C91—C92—C93−0.1 (8)
O41—C41—C42—C432.7 (6)N91—C91—C92—C910−178.8 (5)
O42—C41—C42—C474.8 (6)C91—C92—C93—C941.0 (8)
O41—C41—C42—C47−177.1 (4)C910—C92—C93—C94179.6 (6)
C47—C42—C43—C44−0.1 (7)C92—C93—C94—C95179.4 (5)
C41—C42—C43—C44−179.9 (4)C92—C93—C94—C99−1.2 (8)
C42—C43—C44—C45−1.2 (8)C93—C94—C95—C96−180.0 (5)
C43—C44—C45—C461.1 (9)C99—C94—C95—C960.7 (8)
C44—C45—C46—C470.3 (9)C94—C95—C96—C97−0.9 (9)
C43—C42—C47—C461.4 (7)C95—C96—C97—C980.5 (8)
C41—C42—C47—C46−178.7 (4)C96—C97—C98—C990.1 (8)
C45—C46—C47—C42−1.5 (8)C91—N91—C99—C98−179.7 (4)
O62—Cu3—O51—C51−91.0 (3)Cu3—N91—C99—C989.4 (6)
O52—Cu3—O51—C51−8.4 (8)C91—N91—C99—C940.3 (6)
O61—Cu3—O51—C5176.4 (3)Cu3—N91—C99—C94−170.6 (3)
N91—Cu3—O51—C51168.9 (3)C97—C98—C99—N91179.7 (4)
Cu3i—Cu3—O51—C51−4.7 (3)C97—C98—C99—C94−0.3 (7)
O51—Cu3—O52—C51i0.9 (8)C93—C94—C99—N910.6 (7)
O62—Cu3—O52—C51i84.0 (3)C95—C94—C99—N91179.9 (4)
O61—Cu3—O52—C51i−83.6 (3)C93—C94—C99—C98−179.4 (4)
N91—Cu3—O52—C51i−176.4 (3)C95—C94—C99—C980.0 (6)
Cu3i—Cu3—O52—C51i−2.8 (3)

Symmetry codes: (i) −x+1, −y+1, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2672).

References

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