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Acta Crystallogr Sect E Struct Rep Online. 2008 February 1; 64(Pt 2): m384–m385.
Published online 2008 January 23. doi:  10.1107/S1600536808001852
PMCID: PMC2960318

(μ-5-Carboxy­benzene-1,3-dicarboxyl­ato-κ2 O 1:O 3)bis­[bis­(2,2′-bipyridine-κ2 N,N′)copper(II)] 5-carboxy­benzene-1,3-dicarboxyl­ate 2,2′-bipyridine solvate trideca­hydrate

Abstract

The asymmetric unit of the title complex, [Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2O, comprises two formula units. The two CuII centres are bridged by a 5-carb­oxy­benzene-1,3-dicarboxyl­ate (Hbtc) ligand. Each of the metal centres is bonded to four N atoms of two bidentate 2,2′-bipyridine ligands (bpy) and one O atom of the Hbtc ligand in a highly distorted square-pyramidal geometry. The secondary structure is stabilized by a variety of O—H(...)O hydrogen bonds and π–π stacking inter­actions connecting the complex cations, Hbtc anions, bpy and water mol­ecules of crystallization. Three water molecules are disordered over two positions, with site occupancy factors of ca 0.8 and 0.2.

Related literature

For related literature, see: Allen (2002 [triangle]); Pech & Pickardt (1988 [triangle]); Chui et al. (1999 [triangle]); Holmes et al. (2004 [triangle]); Wang et al. (2005 [triangle]); Cooper et al. (2005 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-0m384-scheme1.jpg

Experimental

Crystal data

  • [Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2O
  • M r = 1558.45
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-0m384-efi2.jpg
  • a = 14.4638 (2) Å
  • b = 19.7448 (2) Å
  • c = 25.0638 (3) Å
  • β = 99.2051 (14)°
  • V = 7065.66 (15) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.69 mm−1
  • T = 120 (2) K
  • 0.3 × 0.3 × 0.25 mm

Data collection

  • Oxford Diffraction Xcalibur2+ CCD diffractometer
  • Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 [triangle]) T min = 0.823, T max = 0.840
  • 41227 measured reflections
  • 23598 independent reflections
  • 21012 reflections with I > 2σ(I)
  • R int = 0.016

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034
  • wR(F 2) = 0.086
  • S = 0.99
  • 23591 reflections
  • 2053 parameters
  • 62 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.81 e Å−3
  • Δρmin = −0.62 e Å−3
  • Absolute structure: Flack (1983 [triangle]), with 10782 Friedel pairs
  • Flack parameter: 0.105 (6)

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 [triangle]); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 [triangle]); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: DIAMOND (Brandenburg, 2006 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808001852/pk2079sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808001852/pk2079Isup2.hkl

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

Acknowledgments

Financial support of this work by the Ministry of Education, Youth and Sports of the Czech Republic (grant Nos. MSM6198959218 and MSM0021622415) is gratefully acknowledged.

supplementary crystallographic information

Comment

The structure of the title complex (Fig. 1) comprises two crystallographically independent dinuclear CuII dications, two 1,3,5-carbotricarboxylate dianions (Hbtc), two 2,2'-bipyridine (bpy) and 26 water molecules of crystallization. The two CuII metal centres are bridged by one Hbtc anion in which two carboxylato groups are coordinated to two copper atoms in a monodentate fashion. Each of the metal centres is bonded to four N atoms of two bpy ligands and one O atom of the Hbtc ligand in a highly distorted square-pyramidal geometry (τ = 0.48 for Cu1, τ = 0.44 for Cu2, τ = 0.46 for Cu3 and τ = 0.46 for Cu4). The Cu—N distances vary from 1.966 (3) to 2.161 (3) Å, while those of Cu—O range from 1.987 (2) to 2.043 (2) Å. The atoms forming the Cu2(btc) moiety deviate from planarity with dihedral angles between the bridging benzene ring and the peripheral 4-membered C–O–Cu–O rings being in the range 18.02 (8)° to 28.20 (8)° (Brandenburg, 2006). The distance between the two CuII cations is 10.4977 (5) Å for Cu1···Cu2, and 10.5670 (5) Å for Cu3···Cu4. For comparison, the Cu···Cu separations in recently published Cu-complexes involving the Cu2(btc) moiety with one uncoordinated carboxylato group that are included in the CSD (Cambridge Structural Database, Version 5.28.1; Allen, 2002) are 9.5245 (5) Å (Pech & Pickardt, 1988), 9.6328 (10) Å (Chui et al., 1999), 9.2316 (3) Å (Holmes et al., 2004), 8.067 (7) and 8.207 (7) Å (Wang et al., 2005), and 8.5541 (9) Å (Cooper et al., 2005).

The secondary structure is stabilized by a variety of O—H···O hydrogen bonds (Table 1, Fig. 2) and π-π stacking interactions (Fig. 3), connecting the cations, Hbtc anions, and bpy and water molecules of crystallization.

Experimental

The title complex was prepared in a quest to synthesize a trinuclear copperII complex in which three metal centres would be connected via a benzene-1,3,5-tricarboxylato anion as a bridging ligand. Specifically: an aqueous solution (20 ml) of benzene-1,3,5-tricarboxylic acid (1 mmol) was added to a suspension of Cu(OH)2 (3 mmol) in water (40 ml). The reaction mixture was refluxed for 3 hrs. During this time period, an ethanolic solution of 2,2'-bipyridine (6 mmol) was added drop-wise to the reaction mixture while stirring. Then, the resulting solution was filtered and left to stand at room temperature. Blue crystals, suitable for single-crystal X-ray analysis, were obtained by slow evaporation of the solvents used over a period of several weeks.

Refinement

Some atoms of water molecules of crystallization (namely O atoms O75, O82 and O83) were refined as disordered between two positions [the site occupancy factors were refined to 0.788 (4) and 0.212 (4)], where the major positions were refined anisotropically and the minor ones isotropically. C-bound H-atoms were included in the riding model approximation with C—H distances of 0.93 Å, and with Uiso(H) values of 1.2Ueq(Caromatic). The O-bound H atoms were refined, with the O—H distances restrained to 0.85 (2) Å and with Uiso(H) values of 1.5Ueq(Owater); distances are given in Table 1. The maximum and minimum residual electron density peaks were located with distances 1.10 and 0.80 Å from the O24 atom.

A profile of a few (namely 7) low angle reflections has been strongly influenced by shielding by the beam-stopper, therefore these reflextions were excluded from the refinement.

0 - 1 3 5.03 10904.80 27.38 0.175 7.61 0 1 3 6.91 10664.59 27.30 0.173 7.61 1 2 1 55.69 2770.42 20.50 0.088 7.52 1 - 2 1 51.02 2605.64 20.14 0.085 7.52 - 1 -2 2 121.31 1069.63 13.08 0.055 7.09 - 1 -1 3 59.74 743.37 11.72 0.046 7.17 0 3 1 3202.81 5675.92 7.91 0.126 6.36

Figures

Fig. 1.
The molecular structure of the title complex. The non-H atoms are drawn as 40% probability displacement ellipsoids. Some of atom labels are omitted for clarity.
Fig. 2.
Part of the crystal structure showing the formation of O—H···O hydrogen bonds. Most of the water molecules of crystallization, and free Hbtc anions and bpy molecules have been omitted for clarity.
Fig. 3.
Part of the crystal structure showing the formation of π-π stacking interactions of the C···Cii and C···Nii type connecting free and coordinated bpy molecules [C84···C125ii ...

Crystal data

[Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2OF000 = 3240
Mr = 1558.45Dx = 1.465 Mg m3
Monoclinic, P21Mo Kα radiation λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 32974 reflections
a = 14.4638 (2) Åθ = 2.6–32.0º
b = 19.7448 (2) ŵ = 0.69 mm1
c = 25.0638 (3) ÅT = 120 (2) K
β = 99.2051 (14)ºPrism, blue
V = 7065.66 (15) Å30.3 × 0.3 × 0.25 mm
Z = 4

Data collection

Oxford Diffraction Xcalibur2+ CCD diffractometer23598 independent reflections
Radiation source: Enhance (Mo) X-ray Source21012 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.016
Detector resolution: 8.3611 pixels mm-1θmax = 25.1º
T = 293(2) Kθmin = 2.7º
rotation method ω scansh = −17→13
Absorption correction: multi-scan(CrysAlis RED; Oxford Diffraction, 2006)k = −22→23
Tmin = 0.823, Tmax = 0.840l = −29→29
41227 measured reflections

Refinement

Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.034  w = 1/[σ2(Fo2) + (0.0475P)2 + 5P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.086(Δ/σ)max < 0.001
S = 0.99Δρmax = 0.81 e Å3
23591 reflectionsΔρmin = −0.62 e Å3
2053 parametersExtinction correction: none
62 restraintsAbsolute structure: Flack (1983), 10782 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.105 (6)
Secondary atom site location: difference Fourier map

Special details

Experimental. Absorption correction (full details): CrysAlis RED (Oxford Diffraction, 2006) Version 1.171.31.7 (release 18–10-2006 CrysAlis171. NET) (compiled Oct 18 2006,16:28:17). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
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 > 2σ(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*/UeqOcc. (<1)
Cu10.31137 (2)0.177710 (17)0.498235 (14)0.01341 (8)
Cu20.18062 (2)0.700682 (18)0.498203 (14)0.01502 (9)
Cu30.17641 (2)0.189610 (17)−0.009072 (14)0.01460 (9)
Cu40.32895 (2)0.712859 (19)0.021961 (15)0.01744 (9)
O10.33861 (14)0.26860 (11)0.46507 (8)0.0160 (5)
O20.26838 (15)0.30763 (11)0.53194 (9)0.0191 (5)
O30.21388 (15)0.61479 (11)0.46425 (8)0.0165 (5)
O40.14569 (15)0.55112 (11)0.52073 (9)0.0203 (5)
O50.33234 (18)0.52434 (12)0.31428 (10)0.0289 (6)
H5W0.357 (3)0.535 (2)0.2860 (12)0.043*
O60.34549 (17)0.41255 (12)0.30032 (9)0.0268 (5)
O70.15079 (15)0.28225 (11)0.01932 (9)0.0189 (5)
O80.22196 (15)0.32671 (11)−0.04501 (9)0.0212 (5)
O90.29559 (15)0.62361 (11)0.05025 (9)0.0197 (5)
O100.36466 (16)0.56616 (12)−0.00937 (9)0.0234 (5)
O110.1500 (2)0.39334 (13)0.18856 (11)0.0408 (7)
H11V0.138 (3)0.395 (2)0.2209 (10)0.061*
O120.1995 (2)0.49851 (14)0.20408 (10)0.0433 (7)
O130.48939 (16)0.27095 (12)0.25271 (10)0.0275 (5)
O140.55947 (15)0.17417 (11)0.23701 (9)0.0236 (5)
O150.81789 (16)0.48517 (12)0.26154 (9)0.0266 (5)
O160.66177 (16)0.48743 (11)0.23960 (10)0.0263 (5)
O170.98334 (17)0.26919 (13)0.25050 (11)0.0338 (6)
O180.90396 (16)0.17284 (12)0.24242 (9)0.0261 (5)
H18V0.957 (2)0.152 (2)0.2449 (19)0.053 (14)*
O19−0.01066 (18)1.02929 (14)0.25877 (13)0.0455 (7)
O200.05922 (16)1.12236 (12)0.23636 (10)0.0282 (5)
O210.48534 (18)1.02573 (13)0.26211 (12)0.0389 (6)
O220.40450 (18)1.12089 (13)0.24599 (11)0.0336 (6)
H22V0.459 (2)1.134 (3)0.240 (2)0.069 (17)*
O230.1576 (2)0.81674 (15)0.29295 (15)0.0640 (10)
O240.3095 (2)0.81320 (16)0.28853 (19)0.0825 (13)
H96W0.363 (3)0.812 (4)0.2307 (14)0.124*
N10.19855 (17)0.16962 (14)0.44222 (10)0.0162 (6)
N20.22886 (18)0.12282 (13)0.54098 (10)0.0153 (6)
N30.42266 (17)0.18089 (13)0.55566 (9)0.0145 (5)
N40.40706 (17)0.11554 (13)0.46193 (10)0.0134 (5)
N50.27994 (19)0.76810 (14)0.47087 (11)0.0211 (6)
N60.28802 (18)0.69145 (15)0.55868 (10)0.0214 (6)
N70.07151 (17)0.71179 (14)0.44082 (9)0.0148 (5)
N80.09715 (17)0.75529 (13)0.54096 (10)0.0136 (5)
N90.29242 (17)0.18288 (14)0.04450 (10)0.0177 (6)
N100.25432 (18)0.13091 (13)−0.05250 (10)0.0164 (6)
N110.06172 (17)0.18895 (14)−0.06423 (10)0.0161 (5)
N120.08538 (18)0.12943 (13)0.03232 (10)0.0150 (6)
N130.24614 (19)0.78209 (14)0.06155 (12)0.0224 (6)
N140.21206 (18)0.71632 (15)−0.03157 (10)0.0222 (6)
N150.40951 (18)0.76683 (14)−0.02380 (10)0.0164 (6)
N160.44576 (17)0.71712 (14)0.07413 (10)0.0166 (6)
N170.7504 (2)0.41281 (17)0.06410 (11)0.0314 (7)
N180.7371 (2)0.49218 (16)−0.06644 (11)0.0285 (7)
N190.7651 (2)0.48036 (14)0.55385 (11)0.0244 (6)
N200.7330 (2)0.39145 (15)0.42675 (11)0.0263 (7)
C10.28239 (19)0.38173 (15)0.45829 (12)0.0139 (6)
C20.2410 (2)0.43563 (15)0.48184 (12)0.0142 (6)
H20.22320.43020.51560.017*
C30.22635 (19)0.49735 (15)0.45522 (12)0.0135 (6)
C40.2508 (2)0.50419 (15)0.40398 (12)0.0153 (6)
H40.23980.54500.38560.018*
C50.2916 (2)0.45069 (15)0.37996 (12)0.0159 (6)
C60.30695 (19)0.38950 (15)0.40747 (12)0.0156 (6)
H60.33390.35350.39160.019*
C70.2982 (2)0.31530 (16)0.48793 (12)0.0137 (6)
C80.1907 (2)0.55794 (17)0.48279 (12)0.0148 (7)
C90.3247 (2)0.46001 (16)0.32702 (12)0.0197 (7)
C100.1911 (2)0.19425 (16)0.39166 (12)0.0183 (7)
H100.24190.21690.38150.022*
C110.1105 (2)0.18690 (17)0.35450 (13)0.0245 (7)
H110.10740.20340.31950.029*
C120.0343 (2)0.15459 (18)0.37027 (14)0.0250 (8)
H12−0.02110.14980.34600.030*
C130.0409 (2)0.12944 (17)0.42230 (13)0.0220 (7)
H13−0.00980.10780.43360.026*
C140.1252 (2)0.13729 (15)0.45743 (12)0.0149 (7)
C150.1420 (2)0.11020 (16)0.51299 (13)0.0165 (7)
C160.0764 (2)0.07340 (17)0.53608 (14)0.0220 (7)
H160.01710.06520.51670.026*
C170.1004 (2)0.04914 (18)0.58816 (14)0.0260 (8)
H170.05710.02470.60410.031*
C180.1883 (2)0.06134 (17)0.61621 (13)0.0242 (7)
H180.20530.04520.65130.029*
C190.2521 (2)0.09849 (16)0.59123 (13)0.0186 (7)
H190.31200.10640.61000.022*
C200.4272 (2)0.21637 (16)0.60201 (12)0.0182 (7)
H200.37390.23900.60880.022*
C210.5071 (2)0.22035 (17)0.63955 (13)0.0215 (7)
H210.50780.24500.67120.026*
C220.5866 (2)0.18704 (18)0.62942 (12)0.0224 (7)
H220.64190.18950.65410.027*
C230.5831 (2)0.15025 (17)0.58247 (12)0.0186 (7)
H230.63620.12780.57500.022*
C240.4995 (2)0.14680 (16)0.54614 (12)0.0144 (6)
C250.4881 (2)0.10732 (15)0.49526 (13)0.0138 (7)
C260.5565 (2)0.06204 (17)0.48350 (14)0.0194 (7)
H260.61270.05700.50700.023*
C270.5387 (2)0.02481 (17)0.43599 (13)0.0218 (7)
H270.5829−0.00580.42730.026*
C280.4554 (2)0.03353 (17)0.40192 (13)0.0216 (7)
H280.44210.00900.36990.026*
C290.3915 (2)0.07969 (17)0.41623 (13)0.0189 (7)
H290.33520.08600.39300.023*
C300.2724 (3)0.80565 (17)0.42646 (16)0.0289 (8)
H300.21590.80540.40270.035*
C310.3464 (3)0.84595 (19)0.41382 (18)0.0395 (10)
H310.33930.87210.38260.047*
C320.4287 (3)0.8452 (2)0.44894 (19)0.0413 (11)
H320.47880.87110.44150.050*
C330.4387 (3)0.80710 (18)0.49486 (18)0.0351 (10)
H330.49510.80670.51860.042*
C340.3628 (2)0.76860 (17)0.50557 (15)0.0245 (8)
C350.3669 (2)0.72547 (17)0.55386 (14)0.0234 (8)
C360.4469 (2)0.7193 (2)0.59260 (15)0.0310 (9)
H360.50110.74320.58920.037*
C370.4445 (3)0.6771 (2)0.63621 (15)0.0374 (10)
H370.49770.67170.66220.045*
C380.3641 (3)0.6430 (2)0.64131 (15)0.0363 (9)
H380.36140.61520.67100.044*
C390.2868 (2)0.65089 (18)0.60137 (13)0.0250 (8)
H390.23220.62720.60430.030*
C400.0657 (2)0.68812 (17)0.39047 (12)0.0200 (7)
H400.11730.66620.38060.024*
C41−0.0141 (2)0.69505 (18)0.35280 (12)0.0239 (7)
H41−0.01620.67810.31800.029*
C42−0.0912 (2)0.72764 (17)0.36742 (13)0.0222 (7)
H42−0.14610.73240.34270.027*
C43−0.0856 (2)0.75303 (16)0.41935 (13)0.0184 (7)
H43−0.13650.77500.43000.022*
C44−0.0027 (2)0.74520 (16)0.45529 (12)0.0144 (6)
C450.0126 (2)0.77124 (15)0.51142 (12)0.0135 (6)
C46−0.0515 (2)0.81177 (16)0.53207 (13)0.0162 (7)
H46−0.10880.82230.51130.019*
C47−0.0283 (2)0.83638 (17)0.58449 (13)0.0210 (7)
H47−0.07050.86310.59940.025*
C480.0578 (2)0.82089 (17)0.61413 (13)0.0196 (7)
H480.07520.83770.64900.023*
C490.1176 (2)0.77982 (16)0.59080 (12)0.0181 (7)
H490.17520.76870.61110.022*
C510.2132 (2)0.39246 (15)0.03421 (12)0.0155 (6)
C520.2586 (2)0.44886 (15)0.01607 (12)0.0155 (6)
H520.27580.4484−0.01810.019*
C530.27799 (19)0.50543 (15)0.04904 (12)0.0146 (6)
C540.2547 (2)0.50496 (15)0.10099 (12)0.0157 (6)
H540.26840.54240.12340.019*
C550.2111 (2)0.44889 (16)0.11945 (12)0.0166 (6)
C560.1904 (2)0.39272 (16)0.08594 (12)0.0169 (6)
H560.16120.35520.09830.020*
C570.1935 (2)0.33025 (17)−0.00082 (13)0.0161 (7)
C580.3175 (2)0.56947 (17)0.02816 (13)0.0177 (7)
C590.1858 (2)0.44967 (16)0.17488 (13)0.0203 (7)
C600.3033 (2)0.20850 (17)0.09471 (12)0.0192 (7)
H600.25420.23250.10560.023*
C610.3850 (2)0.20020 (18)0.13051 (13)0.0249 (7)
H610.39070.21780.16530.030*
C620.4587 (2)0.16523 (18)0.11405 (14)0.0256 (8)
H620.51500.16000.13740.031*
C630.4475 (2)0.13816 (18)0.06249 (14)0.0233 (8)
H630.49600.11420.05090.028*
C640.3629 (2)0.14723 (16)0.02837 (13)0.0159 (7)
C650.3415 (2)0.11790 (16)−0.02593 (13)0.0166 (7)
C660.4039 (2)0.07867 (17)−0.04936 (13)0.0217 (7)
H660.46380.0702−0.03070.026*
C670.3768 (3)0.05244 (18)−0.10018 (14)0.0278 (8)
H670.41790.0260−0.11620.033*
C680.2875 (2)0.06586 (18)−0.12723 (13)0.0264 (8)
H680.26780.0489−0.16180.032*
C690.2284 (2)0.10487 (16)−0.10186 (13)0.0195 (7)
H690.16810.1134−0.11980.023*
C700.0536 (2)0.22199 (17)−0.11147 (13)0.0200 (7)
H700.10350.2485−0.11840.024*
C71−0.0253 (2)0.21824 (18)−0.15004 (13)0.0230 (7)
H71−0.02830.2408−0.18290.028*
C72−0.1001 (2)0.18010 (18)−0.13877 (12)0.0219 (7)
H72−0.15460.1769−0.16400.026*
C73−0.0933 (2)0.14699 (17)−0.08997 (13)0.0205 (7)
H73−0.14350.1219−0.08170.025*
C74−0.0111 (2)0.15145 (16)−0.05340 (12)0.0154 (7)
C750.0042 (2)0.11586 (17)−0.00025 (13)0.0155 (7)
C76−0.0607 (2)0.07034 (18)0.01542 (14)0.0219 (8)
H76−0.11690.0615−0.00720.026*
C77−0.0399 (2)0.03881 (19)0.06496 (14)0.0266 (8)
H77−0.08160.00770.07570.032*
C780.0428 (2)0.05361 (18)0.09859 (13)0.0237 (7)
H780.05730.03330.13240.028*
C790.1035 (2)0.09946 (17)0.08082 (12)0.0189 (7)
H790.15910.10990.10340.023*
C800.2676 (3)0.81166 (17)0.10991 (14)0.0268 (8)
H800.32700.80470.12960.032*
C810.2059 (3)0.8519 (2)0.13192 (18)0.0407 (10)
H810.22320.87170.16570.049*
C820.1182 (3)0.8621 (2)0.10295 (18)0.0431 (11)
H820.07500.88880.11720.052*
C830.0942 (3)0.8329 (2)0.05288 (18)0.0384 (10)
H830.03520.83970.03270.046*
C840.1605 (2)0.79250 (18)0.03275 (15)0.0262 (8)
C850.1430 (2)0.75727 (19)−0.01989 (15)0.0273 (9)
C860.0596 (3)0.7634 (2)−0.05619 (16)0.0386 (10)
H860.01180.7914−0.04820.046*
C870.0489 (3)0.7277 (3)−0.10390 (18)0.0518 (14)
H87−0.00570.7323−0.12890.062*
C880.1194 (3)0.6849 (2)−0.11476 (15)0.0450 (12)
H880.11240.6596−0.14640.054*
C890.2004 (3)0.6809 (2)−0.07726 (14)0.0338 (9)
H890.24840.6525−0.08420.041*
C900.3852 (2)0.79141 (17)−0.07358 (13)0.0197 (7)
H900.32600.7812−0.09220.024*
C910.4435 (2)0.83120 (18)−0.09883 (13)0.0239 (8)
H910.42410.8470−0.13380.029*
C920.5317 (2)0.84730 (18)−0.07097 (13)0.0223 (7)
H920.57230.8746−0.08660.027*
C930.5575 (2)0.82168 (17)−0.01930 (13)0.0174 (7)
H930.61640.83130.00000.021*
C940.4959 (2)0.78182 (16)0.00354 (13)0.0170 (7)
C950.5169 (2)0.75253 (16)0.05826 (12)0.0154 (7)
C960.6020 (2)0.75975 (17)0.09243 (13)0.0184 (7)
H960.65040.78430.08130.022*
C970.6140 (2)0.73017 (18)0.14300 (13)0.0239 (8)
H970.67090.73420.16600.029*
C980.5412 (2)0.69455 (18)0.15920 (12)0.0245 (7)
H980.54770.67500.19340.029*
C990.4581 (2)0.68863 (18)0.12335 (12)0.0220 (7)
H990.40920.66400.13380.026*
C1010.6516 (2)0.27466 (16)0.24506 (12)0.0181 (7)
C1020.6532 (2)0.34534 (16)0.24653 (12)0.0176 (7)
H1020.59760.36900.24660.021*
C1030.7364 (2)0.38087 (17)0.24787 (11)0.0184 (7)
C1040.8185 (2)0.34460 (16)0.24774 (12)0.0194 (7)
H1040.87470.36780.24880.023*
C1050.8185 (2)0.27361 (16)0.24606 (12)0.0180 (6)
C1060.7344 (2)0.23852 (17)0.24439 (11)0.0189 (7)
H1060.73350.19150.24280.023*
C1070.5593 (2)0.23822 (16)0.24485 (12)0.0200 (7)
C1080.7384 (2)0.45697 (17)0.24959 (12)0.0213 (7)
C1090.9096 (2)0.23831 (16)0.24654 (12)0.0206 (7)
C1110.1526 (2)1.02452 (17)0.25587 (13)0.0241 (7)
C1120.2361 (2)1.05803 (17)0.25242 (12)0.0217 (7)
H1120.23571.10430.24560.026*
C1130.3201 (2)1.02259 (17)0.25911 (13)0.0250 (7)
C1140.3199 (3)0.95301 (17)0.26913 (14)0.0289 (8)
H1140.37590.92900.27330.035*
C1150.2363 (3)0.91900 (18)0.27289 (16)0.0356 (9)
C1160.1534 (3)0.95499 (18)0.26585 (15)0.0329 (9)
H1160.09750.93260.26780.039*
C1170.0606 (2)1.06102 (18)0.24976 (13)0.0263 (8)
C1180.4105 (2)1.05721 (18)0.25579 (13)0.0246 (8)
C1190.2339 (3)0.8434 (2)0.2850 (2)0.0547 (13)
C1210.8128 (3)0.4034 (2)0.10910 (15)0.0397 (10)
H1210.79360.37950.13730.048*
C1220.9034 (3)0.4269 (2)0.11615 (15)0.0369 (9)
H1220.94420.41920.14820.044*
C1230.9320 (3)0.4624 (2)0.07414 (16)0.0323 (9)
H1230.99270.47920.07740.039*
C1240.8693 (2)0.47241 (18)0.02750 (15)0.0272 (8)
H1240.88740.4957−0.00140.033*
C1250.7792 (2)0.44778 (17)0.02378 (13)0.0224 (7)
C1260.7083 (2)0.45810 (17)−0.02582 (13)0.0213 (7)
C1270.6175 (3)0.43349 (18)−0.02908 (15)0.0283 (8)
H1270.59880.41120.00010.034*
C1280.5554 (3)0.4428 (2)−0.07660 (16)0.0353 (9)
H1280.49420.4268−0.07980.042*
C1290.5851 (3)0.4758 (2)−0.11905 (16)0.0369 (9)
H1290.54550.4817−0.15180.044*
C1300.6759 (3)0.5001 (2)−0.11146 (14)0.0342 (9)
H1300.69540.5237−0.13980.041*
C1310.8305 (3)0.48761 (17)0.59765 (15)0.0297 (8)
H1310.81480.51190.62670.036*
C1320.9202 (3)0.46121 (18)0.60242 (16)0.0334 (9)
H1320.96300.46710.63390.040*
C1330.9440 (3)0.42613 (19)0.55923 (16)0.0317 (9)
H1331.00390.40830.56080.038*
C1340.8777 (2)0.41781 (18)0.51340 (14)0.0248 (7)
H1340.89250.39460.48360.030*
C1350.7886 (2)0.44463 (16)0.51249 (14)0.0199 (7)
C1360.7143 (2)0.43522 (16)0.46460 (13)0.0199 (7)
C1370.6293 (2)0.46906 (18)0.46000 (14)0.0266 (8)
H1370.61750.49810.48730.032*
C1380.5628 (3)0.45949 (19)0.41503 (15)0.0316 (9)
H1380.50620.48280.41100.038*
C1390.5816 (3)0.4147 (2)0.37602 (14)0.0331 (9)
H1390.53770.40670.34530.040*
C1400.6666 (3)0.3821 (2)0.38345 (14)0.0331 (9)
H1400.67880.35190.35700.040*
O74W0.6909 (2)0.71543 (17)0.28672 (11)0.0425 (7)
H74V0.728 (3)0.721 (3)0.2648 (16)0.064*
H74W0.643 (2)0.741 (2)0.281 (2)0.064*
O75W0.7064 (3)0.90647 (19)0.22531 (14)0.0431 (10)0.788 (4)
O75V0.6244 (13)0.8963 (10)0.1900 (8)0.080 (6)*0.212 (4)
O76W0.8487 (3)0.86935 (19)0.31107 (15)0.0671 (10)
H76W0.867 (4)0.902 (2)0.3375 (19)0.101*
H76V0.793 (3)0.880 (3)0.288 (2)0.101*
O77W0.6843 (3)0.0412 (2)0.11924 (14)0.0834 (13)
H77W0.686 (3)−0.0053 (10)0.119 (3)0.125*
H77V0.659 (4)0.035 (3)0.0849 (8)0.125*
O78W0.6635 (2)0.04126 (19)0.22631 (14)0.0594 (9)
H78W0.675 (4)0.0062 (11)0.2092 (14)0.089*
H78V0.608 (2)0.049 (2)0.233 (2)0.089*
O79W0.9755 (2)0.82287 (15)0.25278 (11)0.0400 (7)
H79W1.0384 (17)0.811 (2)0.2663 (18)0.060*
H79V0.939 (3)0.835 (2)0.2757 (16)0.060*
O80W0.90325 (19)0.59599 (14)0.21980 (11)0.0367 (7)
H80V0.867 (3)0.573 (2)0.2350 (18)0.055*
H80W0.9638 (15)0.589 (2)0.2304 (18)0.055*
O81W0.08620 (19)0.56713 (14)0.26830 (11)0.0351 (6)
H81W0.124 (3)0.545 (2)0.2526 (17)0.053*
H81V0.112 (3)0.6042 (14)0.2737 (19)0.053*
O82W0.6504 (2)0.89441 (15)0.38290 (11)0.0296 (8)0.788 (4)
O82V0.5513 (10)0.9154 (7)0.3335 (6)0.049 (4)*0.212 (4)
O83W0.5955 (3)0.83319 (17)0.28187 (13)0.0370 (9)0.788 (4)
O83V0.5183 (10)0.8217 (7)0.2550 (5)0.045 (4)*0.212 (4)
O84W0.1864 (2)0.47151 (16)0.61512 (12)0.0518 (8)
H84W0.172 (4)0.5093 (19)0.6353 (14)0.078*
H84V0.169 (4)0.506 (2)0.5918 (19)0.078*
O85W0.42569 (17)0.56689 (13)0.24212 (10)0.0294 (6)
H85W0.447 (3)0.5410 (19)0.2198 (14)0.044*
H85V0.4769 (19)0.583 (2)0.2578 (16)0.044*
O86W0.10880 (18)0.37182 (13)0.28346 (10)0.0291 (5)
H86W0.074 (3)0.3391 (16)0.2757 (17)0.044*
H86V0.075 (2)0.3997 (18)0.2960 (16)0.044*
O87W0.38519 (19)0.37109 (15)0.19668 (11)0.0371 (6)
H87V0.416 (3)0.3382 (18)0.2124 (17)0.056*
H87W0.372 (3)0.383 (2)0.2266 (12)0.056*
O88W0.1715 (2)0.21905 (17)0.18647 (11)0.0437 (7)
H88W0.209 (3)0.241 (2)0.2127 (15)0.066*
H88V0.137 (3)0.191 (2)0.2014 (18)0.066*
O89W0.2289 (2)0.41587 (16)−0.12879 (11)0.0439 (7)
H89V0.243 (3)0.389 (2)−0.1008 (14)0.066*
H89W0.1676 (16)0.422 (3)−0.1432 (18)0.066*
O90W0.3005 (2)0.26278 (16)0.28825 (14)0.0529 (8)
H90W0.3632 (15)0.256 (3)0.2881 (18)0.079*
H90V0.302 (3)0.3081 (9)0.296 (2)0.079*
O91W0.82975 (19)0.72420 (14)0.22237 (11)0.0364 (6)
H91V0.855 (3)0.6846 (14)0.2226 (19)0.055*
H91W0.879 (2)0.749 (2)0.2318 (19)0.055*
O92W0.19026 (18)0.67920 (14)0.29282 (10)0.0303 (6)
H92W0.173 (3)0.7211 (12)0.2901 (18)0.046*
H92V0.234 (2)0.673 (2)0.2761 (15)0.046*
O93W0.49044 (18)0.47794 (14)0.17466 (10)0.0324 (6)
H93V0.5431 (19)0.474 (2)0.1945 (15)0.049*
H93W0.460 (3)0.4440 (16)0.1819 (18)0.049*
O94W0.1747 (2)0.55864 (17)0.69522 (11)0.0474 (7)
H94W0.141 (2)0.540 (2)0.7173 (18)0.071*
H94V0.207 (2)0.547 (3)0.7268 (13)0.071*
O95W0.0492 (2)0.42768 (15)0.82155 (12)0.0420 (7)
H95W0.043 (3)0.3924 (17)0.8016 (17)0.063*
H95V0.054 (3)0.459 (2)0.7967 (16)0.063*
O96W0.4212 (3)0.7970 (2)0.22134 (15)0.0695 (10)
O97W0.60019 (18)0.59495 (13)0.29311 (10)0.0304 (6)
H97V0.624 (3)0.5638 (17)0.2757 (16)0.046*
H97W0.629 (3)0.6323 (15)0.2858 (17)0.046*
O98W0.99812 (17)0.46804 (13)0.31891 (10)0.0293 (6)
H98W1.022 (3)0.5047 (14)0.3134 (17)0.044*
H98V0.9443 (16)0.473 (2)0.3033 (16)0.044*
O99W0.31100 (18)0.67711 (14)0.21588 (10)0.0314 (6)
H99W0.337 (3)0.6392 (14)0.2242 (18)0.047*
H99V0.329 (3)0.7176 (12)0.2229 (18)0.047*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cu10.01105 (18)0.0151 (2)0.01389 (18)0.00045 (14)0.00131 (14)0.00101 (14)
Cu20.01315 (18)0.0166 (2)0.01539 (17)0.00278 (15)0.00244 (14)−0.00345 (15)
Cu30.01326 (18)0.0163 (2)0.01438 (17)−0.00076 (14)0.00261 (14)−0.00261 (14)
Cu40.01484 (19)0.0204 (2)0.01707 (19)−0.00415 (15)0.00242 (15)0.00289 (16)
O10.0160 (11)0.0128 (11)0.0195 (11)0.0012 (9)0.0032 (9)0.0018 (9)
O20.0173 (11)0.0208 (12)0.0207 (12)0.0019 (9)0.0076 (9)0.0056 (9)
O30.0192 (11)0.0140 (11)0.0166 (11)0.0046 (9)0.0043 (9)−0.0014 (9)
O40.0199 (11)0.0224 (12)0.0202 (12)0.0024 (9)0.0083 (10)−0.0016 (9)
O50.0427 (15)0.0241 (13)0.0233 (13)0.0011 (11)0.0162 (11)0.0039 (10)
O60.0357 (14)0.0242 (13)0.0233 (12)0.0048 (10)0.0132 (11)−0.0039 (10)
O70.0169 (11)0.0171 (12)0.0232 (12)−0.0008 (9)0.0051 (9)−0.0050 (9)
O80.0240 (12)0.0230 (12)0.0184 (12)−0.0024 (10)0.0083 (10)−0.0054 (9)
O90.0204 (12)0.0183 (12)0.0212 (12)−0.0032 (9)0.0056 (9)−0.0011 (9)
O100.0222 (12)0.0271 (13)0.0219 (12)−0.0067 (10)0.0065 (10)−0.0022 (10)
O110.070 (2)0.0287 (15)0.0314 (15)−0.0088 (13)0.0308 (14)−0.0031 (12)
O120.070 (2)0.0368 (16)0.0274 (14)−0.0198 (14)0.0202 (14)−0.0128 (12)
O130.0227 (13)0.0228 (13)0.0366 (14)−0.0035 (10)0.0031 (11)0.0047 (10)
O140.0255 (12)0.0183 (12)0.0249 (12)−0.0049 (9)−0.0021 (9)0.0015 (9)
O150.0297 (13)0.0210 (12)0.0289 (13)−0.0064 (10)0.0038 (11)0.0006 (10)
O160.0240 (13)0.0195 (12)0.0346 (14)−0.0014 (10)0.0026 (11)0.0038 (10)
O170.0241 (14)0.0295 (14)0.0473 (16)−0.0034 (11)0.0041 (12)−0.0045 (12)
O180.0249 (13)0.0250 (14)0.0299 (13)0.0003 (10)0.0091 (10)−0.0018 (10)
O190.0269 (14)0.0354 (16)0.075 (2)−0.0094 (12)0.0116 (14)−0.0016 (14)
O200.0288 (13)0.0269 (14)0.0297 (13)−0.0024 (11)0.0075 (11)−0.0016 (10)
O210.0316 (15)0.0267 (14)0.0599 (18)0.0024 (12)0.0121 (13)0.0047 (12)
O220.0250 (14)0.0253 (14)0.0494 (16)−0.0025 (11)0.0025 (12)0.0108 (12)
O230.058 (2)0.0338 (18)0.090 (3)−0.0193 (15)−0.0196 (18)0.0213 (17)
O240.050 (2)0.0294 (18)0.154 (4)−0.0003 (15)−0.027 (2)0.016 (2)
N10.0140 (13)0.0182 (14)0.0161 (13)0.0016 (11)0.0018 (10)−0.0027 (11)
N20.0133 (14)0.0142 (13)0.0192 (14)−0.0006 (11)0.0053 (11)−0.0027 (11)
N30.0156 (13)0.0131 (13)0.0153 (12)−0.0013 (11)0.0037 (10)0.0026 (11)
N40.0144 (13)0.0141 (13)0.0118 (12)−0.0004 (10)0.0022 (10)0.0030 (10)
N50.0205 (15)0.0147 (14)0.0306 (16)0.0019 (11)0.0117 (12)−0.0035 (12)
N60.0169 (13)0.0237 (16)0.0234 (14)0.0085 (12)0.0027 (11)−0.0109 (12)
N70.0157 (13)0.0153 (14)0.0139 (12)0.0002 (11)0.0039 (10)−0.0018 (11)
N80.0131 (13)0.0144 (14)0.0135 (13)−0.0002 (10)0.0030 (10)0.0000 (10)
N90.0167 (13)0.0171 (14)0.0201 (13)−0.0032 (11)0.0053 (10)−0.0016 (11)
N100.0170 (14)0.0172 (15)0.0155 (13)−0.0027 (11)0.0039 (11)−0.0025 (11)
N110.0174 (13)0.0153 (14)0.0168 (12)0.0008 (11)0.0063 (10)−0.0026 (11)
N120.0147 (13)0.0166 (14)0.0149 (13)0.0007 (11)0.0057 (11)−0.0027 (10)
N130.0204 (15)0.0174 (15)0.0307 (16)−0.0009 (12)0.0076 (12)0.0063 (12)
N140.0162 (14)0.0281 (16)0.0213 (14)−0.0096 (12)0.0003 (11)0.0052 (13)
N150.0142 (13)0.0191 (14)0.0159 (13)0.0010 (11)0.0021 (11)0.0018 (11)
N160.0160 (13)0.0158 (14)0.0187 (13)−0.0011 (11)0.0045 (10)0.0003 (11)
N170.0364 (18)0.0425 (19)0.0158 (14)−0.0088 (15)0.0055 (13)0.0038 (13)
N180.0327 (17)0.0318 (17)0.0218 (15)−0.0002 (13)0.0066 (13)0.0015 (13)
N190.0261 (16)0.0214 (15)0.0258 (16)−0.0026 (12)0.0041 (13)0.0006 (12)
N200.0318 (17)0.0295 (17)0.0195 (15)0.0072 (13)0.0097 (13)0.0025 (12)
C10.0095 (14)0.0159 (15)0.0158 (15)−0.0024 (11)0.0005 (12)−0.0002 (12)
C20.0092 (14)0.0175 (16)0.0163 (15)−0.0044 (11)0.0037 (12)−0.0018 (12)
C30.0077 (14)0.0153 (15)0.0173 (15)−0.0010 (11)0.0010 (12)−0.0045 (12)
C40.0146 (15)0.0149 (16)0.0160 (15)−0.0006 (12)0.0013 (12)0.0018 (12)
C50.0136 (15)0.0195 (16)0.0134 (15)−0.0026 (12)−0.0009 (12)−0.0007 (12)
C60.0105 (14)0.0148 (15)0.0219 (16)0.0011 (11)0.0038 (12)−0.0058 (12)
C70.0098 (15)0.0127 (16)0.0183 (15)−0.0025 (12)0.0008 (12)0.0004 (12)
C80.0108 (15)0.0163 (18)0.0164 (16)0.0014 (12)−0.0008 (12)−0.0003 (13)
C90.0216 (16)0.0210 (17)0.0163 (16)−0.0020 (13)0.0029 (13)−0.0001 (13)
C100.0223 (16)0.0168 (17)0.0160 (14)0.0016 (13)0.0035 (12)0.0013 (13)
C110.0301 (18)0.0247 (19)0.0179 (15)0.0030 (15)0.0016 (13)−0.0003 (14)
C120.0197 (17)0.0290 (19)0.0235 (18)0.0024 (14)−0.0057 (14)−0.0079 (14)
C130.0178 (17)0.0229 (19)0.0251 (18)−0.0012 (14)0.0026 (14)−0.0115 (14)
C140.0141 (16)0.0115 (16)0.0191 (16)0.0020 (12)0.0024 (13)−0.0038 (12)
C150.0131 (16)0.0140 (17)0.0233 (17)0.0032 (12)0.0053 (13)−0.0029 (13)
C160.0187 (17)0.0214 (18)0.0271 (18)−0.0047 (14)0.0074 (14)−0.0052 (14)
C170.0295 (19)0.026 (2)0.0260 (18)−0.0045 (15)0.0141 (15)−0.0034 (15)
C180.0326 (19)0.0218 (18)0.0189 (17)−0.0022 (15)0.0061 (15)0.0023 (14)
C190.0157 (16)0.0208 (18)0.0192 (17)0.0014 (13)0.0024 (13)0.0011 (13)
C200.0167 (16)0.0189 (17)0.0196 (16)0.0003 (13)0.0050 (12)0.0001 (13)
C210.0220 (17)0.0258 (19)0.0166 (16)−0.0052 (14)0.0029 (13)−0.0004 (13)
C220.0167 (15)0.032 (2)0.0163 (15)−0.0044 (14)−0.0050 (12)0.0043 (14)
C230.0119 (16)0.0265 (18)0.0167 (16)−0.0004 (13)0.0001 (12)0.0072 (13)
C240.0127 (15)0.0155 (16)0.0153 (15)−0.0048 (12)0.0032 (12)0.0080 (12)
C250.0138 (16)0.0095 (16)0.0189 (16)−0.0014 (12)0.0055 (13)0.0071 (12)
C260.0147 (16)0.0194 (18)0.0253 (18)0.0035 (13)0.0061 (13)0.0029 (14)
C270.0218 (17)0.0198 (18)0.0266 (18)0.0051 (14)0.0129 (14)0.0024 (14)
C280.0246 (18)0.0212 (18)0.0207 (17)0.0008 (14)0.0093 (14)−0.0021 (13)
C290.0178 (16)0.0228 (18)0.0167 (16)−0.0034 (13)0.0041 (13)0.0013 (13)
C300.0269 (19)0.0186 (18)0.045 (2)0.0008 (14)0.0164 (17)0.0002 (16)
C310.046 (3)0.022 (2)0.058 (3)0.0045 (18)0.031 (2)0.0001 (18)
C320.029 (2)0.027 (2)0.072 (3)−0.0032 (17)0.024 (2)−0.009 (2)
C330.0216 (19)0.0213 (19)0.066 (3)−0.0018 (15)0.0167 (19)−0.0153 (19)
C340.0162 (17)0.0188 (18)0.040 (2)0.0037 (14)0.0079 (15)−0.0161 (15)
C350.0164 (17)0.0249 (19)0.0284 (18)0.0053 (14)0.0024 (14)−0.0148 (14)
C360.0177 (17)0.034 (2)0.039 (2)0.0061 (15)−0.0006 (15)−0.0231 (18)
C370.027 (2)0.054 (3)0.0269 (19)0.0171 (19)−0.0075 (15)−0.0204 (19)
C380.041 (2)0.044 (2)0.0229 (19)0.0173 (19)0.0004 (17)−0.0114 (17)
C390.0271 (19)0.030 (2)0.0169 (17)0.0104 (15)0.0008 (14)−0.0057 (14)
C400.0222 (16)0.0220 (18)0.0169 (15)0.0043 (14)0.0068 (12)−0.0026 (14)
C410.0307 (18)0.0258 (19)0.0156 (15)0.0019 (15)0.0052 (13)−0.0035 (14)
C420.0233 (17)0.0255 (19)0.0165 (16)0.0014 (14)−0.0003 (13)0.0027 (13)
C430.0140 (16)0.0187 (17)0.0230 (17)0.0014 (13)0.0041 (13)−0.0021 (13)
C440.0142 (16)0.0132 (16)0.0160 (15)−0.0042 (12)0.0031 (12)−0.0024 (12)
C450.0143 (16)0.0116 (16)0.0152 (15)−0.0029 (12)0.0041 (12)0.0013 (12)
C460.0131 (16)0.0164 (17)0.0191 (16)0.0020 (13)0.0030 (13)−0.0024 (13)
C470.0186 (17)0.0244 (18)0.0214 (17)0.0070 (14)0.0079 (14)−0.0053 (14)
C480.0215 (17)0.0222 (18)0.0155 (16)0.0002 (14)0.0044 (13)−0.0058 (13)
C490.0185 (16)0.0192 (17)0.0162 (16)−0.0007 (13)0.0011 (13)−0.0004 (13)
C510.0099 (14)0.0175 (16)0.0193 (16)0.0015 (12)0.0030 (12)−0.0045 (12)
C520.0124 (15)0.0196 (16)0.0143 (16)0.0025 (12)0.0016 (13)0.0028 (12)
C530.0074 (14)0.0167 (16)0.0191 (15)0.0027 (11)0.0002 (12)0.0024 (12)
C540.0145 (15)0.0143 (15)0.0175 (15)−0.0006 (12)−0.0002 (12)−0.0012 (12)
C550.0138 (15)0.0215 (17)0.0134 (15)0.0028 (12)−0.0017 (12)−0.0010 (12)
C560.0116 (15)0.0192 (16)0.0202 (16)0.0008 (12)0.0033 (12)0.0022 (12)
C570.0091 (15)0.0176 (18)0.0213 (17)0.0032 (12)0.0014 (13)−0.0041 (13)
C580.0124 (15)0.0212 (18)0.0182 (17)−0.0021 (13)−0.0014 (13)0.0032 (14)
C590.0201 (16)0.0212 (17)0.0188 (16)−0.0006 (13)0.0007 (13)−0.0003 (13)
C600.0222 (16)0.0196 (17)0.0165 (15)−0.0032 (14)0.0055 (12)−0.0043 (14)
C610.0258 (17)0.0286 (19)0.0184 (15)−0.0050 (15)−0.0018 (13)−0.0011 (15)
C620.0219 (18)0.028 (2)0.0247 (18)−0.0006 (14)−0.0047 (14)0.0006 (14)
C630.0164 (17)0.027 (2)0.0252 (18)0.0000 (14)−0.0006 (14)0.0038 (15)
C640.0162 (16)0.0128 (16)0.0204 (16)−0.0031 (13)0.0079 (13)0.0033 (13)
C650.0139 (16)0.0144 (16)0.0221 (17)−0.0020 (13)0.0050 (13)0.0042 (13)
C660.0170 (17)0.0247 (19)0.0245 (18)0.0049 (14)0.0071 (14)0.0044 (14)
C670.034 (2)0.025 (2)0.0279 (19)0.0089 (16)0.0157 (16)−0.0045 (15)
C680.035 (2)0.0275 (19)0.0164 (17)0.0044 (16)0.0043 (15)−0.0080 (14)
C690.0194 (17)0.0214 (18)0.0174 (16)0.0010 (13)0.0022 (13)0.0003 (13)
C700.0222 (17)0.0196 (18)0.0200 (16)0.0003 (13)0.0087 (13)0.0010 (13)
C710.0245 (17)0.0279 (19)0.0165 (16)0.0054 (14)0.0034 (13)0.0022 (14)
C720.0176 (15)0.0278 (19)0.0187 (15)0.0062 (14)−0.0017 (12)−0.0062 (14)
C730.0189 (17)0.0234 (18)0.0196 (17)0.0020 (14)0.0042 (13)−0.0058 (14)
C740.0131 (15)0.0153 (16)0.0182 (16)0.0015 (12)0.0037 (12)−0.0067 (12)
C750.0151 (16)0.0182 (17)0.0142 (15)−0.0009 (13)0.0048 (12)−0.0057 (13)
C760.0160 (17)0.0258 (19)0.0246 (18)−0.0046 (14)0.0053 (14)−0.0013 (15)
C770.0240 (19)0.030 (2)0.0278 (19)−0.0049 (15)0.0112 (15)0.0023 (15)
C780.0273 (18)0.0271 (19)0.0178 (17)0.0004 (15)0.0067 (14)−0.0005 (14)
C790.0188 (17)0.0255 (18)0.0123 (15)0.0033 (13)0.0026 (13)−0.0028 (13)
C800.038 (2)0.0184 (18)0.0267 (19)−0.0058 (15)0.0115 (16)−0.0012 (14)
C810.056 (3)0.025 (2)0.048 (2)−0.0038 (19)0.031 (2)−0.0028 (18)
C820.056 (3)0.025 (2)0.057 (3)0.0088 (19)0.036 (2)0.0039 (19)
C830.026 (2)0.035 (2)0.059 (3)0.0102 (17)0.0206 (19)0.023 (2)
C840.0232 (18)0.0238 (19)0.034 (2)−0.0031 (14)0.0109 (15)0.0145 (15)
C850.0151 (17)0.034 (2)0.032 (2)−0.0070 (15)0.0038 (15)0.0205 (17)
C860.023 (2)0.055 (3)0.037 (2)−0.0095 (18)0.0024 (17)0.026 (2)
C870.029 (2)0.074 (3)0.046 (3)−0.025 (2)−0.0123 (19)0.038 (2)
C880.050 (3)0.060 (3)0.0224 (18)−0.030 (2)−0.0036 (17)0.0150 (19)
C890.037 (2)0.040 (2)0.0225 (18)−0.0148 (18)−0.0006 (15)0.0078 (17)
C900.0197 (17)0.0225 (18)0.0167 (16)0.0016 (14)0.0019 (13)−0.0003 (13)
C910.0231 (18)0.033 (2)0.0157 (16)0.0005 (15)0.0033 (14)0.0064 (14)
C920.0221 (18)0.0255 (19)0.0215 (17)−0.0059 (14)0.0103 (14)0.0051 (14)
C930.0124 (16)0.0223 (18)0.0177 (16)−0.0019 (13)0.0034 (13)−0.0004 (13)
C940.0176 (16)0.0174 (17)0.0158 (16)0.0025 (13)0.0015 (13)−0.0004 (13)
C950.0163 (16)0.0161 (16)0.0148 (15)0.0000 (13)0.0058 (13)−0.0002 (12)
C960.0165 (16)0.0191 (17)0.0196 (16)−0.0004 (13)0.0024 (13)0.0019 (13)
C970.0196 (17)0.029 (2)0.0206 (17)−0.0017 (14)−0.0027 (13)−0.0017 (14)
C980.0279 (17)0.029 (2)0.0151 (15)−0.0020 (15)−0.0006 (13)0.0070 (14)
C990.0218 (16)0.0262 (19)0.0196 (15)−0.0019 (14)0.0078 (13)0.0062 (14)
C1010.0213 (17)0.0219 (17)0.0106 (14)−0.0050 (13)0.0007 (12)0.0023 (12)
C1020.0212 (17)0.0197 (17)0.0107 (15)−0.0027 (13)−0.0008 (12)0.0010 (12)
C1030.0280 (18)0.0206 (17)0.0058 (14)−0.0028 (13)0.0003 (12)0.0017 (12)
C1040.0252 (18)0.0214 (17)0.0118 (15)−0.0073 (14)0.0037 (13)−0.0006 (12)
C1050.0209 (16)0.0239 (17)0.0098 (14)−0.0013 (13)0.0037 (12)0.0016 (12)
C1060.0286 (18)0.0182 (16)0.0092 (14)−0.0052 (13)0.0006 (12)0.0008 (11)
C1070.0213 (17)0.0221 (18)0.0143 (16)−0.0055 (14)−0.0041 (13)0.0027 (13)
C1080.0279 (19)0.0237 (18)0.0133 (16)−0.0089 (15)0.0066 (14)0.0017 (13)
C1090.0278 (18)0.0219 (18)0.0121 (15)−0.0038 (14)0.0029 (13)0.0001 (12)
C1110.0300 (19)0.0223 (18)0.0192 (17)−0.0068 (14)0.0013 (14)−0.0021 (13)
C1120.0322 (19)0.0173 (17)0.0139 (16)0.0008 (14)−0.0012 (14)0.0001 (12)
C1130.0313 (19)0.0224 (18)0.0193 (17)−0.0021 (15)−0.0022 (14)−0.0013 (13)
C1140.0294 (19)0.0185 (18)0.034 (2)0.0030 (15)−0.0095 (16)−0.0018 (15)
C1150.043 (2)0.0178 (18)0.039 (2)−0.0045 (16)−0.0150 (18)0.0059 (16)
C1160.031 (2)0.028 (2)0.037 (2)−0.0125 (16)−0.0037 (17)0.0036 (16)
C1170.035 (2)0.0235 (19)0.0208 (17)−0.0075 (16)0.0055 (15)−0.0044 (14)
C1180.033 (2)0.0253 (19)0.0143 (16)0.0077 (16)0.0003 (14)−0.0040 (14)
C1190.043 (3)0.033 (2)0.079 (3)0.000 (2)−0.018 (2)0.021 (2)
C1210.044 (2)0.054 (3)0.0213 (19)−0.010 (2)0.0064 (17)0.0076 (17)
C1220.044 (2)0.040 (2)0.0235 (19)0.0019 (19)−0.0038 (17)0.0035 (17)
C1230.027 (2)0.033 (2)0.036 (2)0.0006 (16)0.0014 (16)0.0020 (17)
C1240.0277 (19)0.026 (2)0.0294 (19)0.0030 (15)0.0090 (16)0.0014 (15)
C1250.0290 (19)0.0209 (18)0.0182 (17)0.0012 (14)0.0065 (14)−0.0031 (13)
C1260.0308 (19)0.0167 (17)0.0177 (17)0.0031 (14)0.0075 (15)−0.0051 (13)
C1270.032 (2)0.0231 (19)0.031 (2)−0.0033 (15)0.0067 (16)0.0053 (15)
C1280.029 (2)0.034 (2)0.040 (2)−0.0038 (16)−0.0053 (17)0.0027 (17)
C1290.045 (2)0.032 (2)0.029 (2)0.0045 (18)−0.0056 (17)−0.0016 (16)
C1300.042 (2)0.040 (2)0.0217 (19)0.0005 (18)0.0077 (17)0.0059 (16)
C1310.038 (2)0.0200 (18)0.0296 (19)0.0021 (15)0.0016 (16)−0.0039 (14)
C1320.035 (2)0.023 (2)0.038 (2)0.0021 (16)−0.0086 (17)−0.0001 (16)
C1330.0249 (19)0.024 (2)0.045 (2)−0.0002 (15)0.0019 (17)−0.0014 (17)
C1340.0237 (18)0.0209 (18)0.0297 (19)0.0032 (14)0.0035 (15)−0.0004 (14)
C1350.0253 (17)0.0103 (16)0.0257 (18)−0.0025 (13)0.0087 (15)0.0041 (13)
C1360.0207 (17)0.0181 (17)0.0228 (17)−0.0013 (13)0.0094 (14)0.0059 (13)
C1370.0280 (19)0.0222 (19)0.0295 (19)0.0023 (15)0.0040 (16)−0.0077 (15)
C1380.0268 (19)0.031 (2)0.036 (2)0.0073 (16)0.0027 (16)−0.0016 (16)
C1390.036 (2)0.040 (2)0.0224 (18)0.0062 (17)−0.0002 (16)0.0022 (16)
C1400.043 (2)0.038 (2)0.0191 (18)0.0087 (18)0.0073 (16)−0.0032 (15)
O74W0.0464 (18)0.052 (2)0.0296 (14)−0.0208 (15)0.0070 (13)−0.0018 (14)
O75W0.052 (2)0.052 (2)0.0281 (19)−0.0023 (18)0.0150 (17)0.0097 (16)
O76W0.086 (3)0.057 (2)0.060 (2)0.015 (2)0.016 (2)−0.0009 (18)
O77W0.131 (4)0.081 (3)0.0348 (19)0.018 (3)0.003 (2)0.0087 (19)
O78W0.0385 (18)0.082 (3)0.055 (2)0.0281 (17)−0.0011 (15)−0.0207 (18)
O79W0.0447 (18)0.0396 (17)0.0369 (16)−0.0110 (14)0.0100 (13)−0.0030 (13)
O80W0.0329 (15)0.0383 (16)0.0360 (16)−0.0142 (13)−0.0038 (13)0.0110 (12)
O81W0.0341 (16)0.0323 (15)0.0417 (16)−0.0113 (12)0.0148 (12)−0.0080 (12)
O82W0.047 (2)0.0215 (16)0.0208 (16)0.0057 (14)0.0082 (14)−0.0008 (12)
O83W0.046 (2)0.0302 (19)0.0344 (19)−0.0058 (15)0.0050 (16)0.0009 (15)
O84W0.076 (2)0.0434 (19)0.0380 (17)0.0052 (17)0.0149 (16)0.0052 (14)
O85W0.0243 (13)0.0348 (15)0.0298 (14)−0.0044 (11)0.0066 (11)0.0041 (11)
O86W0.0278 (14)0.0285 (14)0.0330 (14)−0.0046 (10)0.0112 (11)−0.0018 (11)
O87W0.0288 (14)0.0471 (17)0.0363 (15)0.0039 (12)0.0082 (12)0.0198 (13)
O88W0.0409 (17)0.056 (2)0.0364 (16)−0.0109 (14)0.0119 (13)0.0012 (14)
O89W0.0492 (17)0.0523 (19)0.0280 (15)0.0020 (15)0.0001 (13)0.0090 (13)
O90W0.0528 (19)0.0460 (19)0.066 (2)−0.0088 (16)0.0295 (17)−0.0074 (16)
O91W0.0362 (16)0.0374 (16)0.0331 (14)−0.0107 (12)−0.0024 (12)−0.0003 (12)
O92W0.0289 (14)0.0291 (14)0.0348 (14)−0.0035 (12)0.0107 (11)−0.0086 (12)
O93W0.0294 (14)0.0406 (16)0.0282 (14)−0.0071 (12)0.0072 (11)0.0049 (12)
O94W0.0515 (18)0.058 (2)0.0343 (16)0.0157 (16)0.0124 (14)−0.0052 (14)
O95W0.0461 (17)0.0419 (18)0.0387 (17)0.0065 (14)0.0084 (14)−0.0027 (13)
O96W0.068 (3)0.075 (3)0.063 (2)0.002 (2)0.0051 (19)0.0061 (19)
O97W0.0291 (14)0.0279 (15)0.0335 (15)0.0012 (11)0.0030 (11)−0.0036 (11)
O98W0.0262 (14)0.0350 (15)0.0275 (14)−0.0017 (12)0.0071 (11)0.0004 (11)
O99W0.0298 (14)0.0338 (15)0.0298 (13)0.0040 (12)0.0023 (11)0.0028 (12)

Geometric parameters (Å, °)

Cu1—N31.981 (2)C55—C591.492 (4)
Cu1—N11.982 (2)C56—H560.9300
Cu1—N22.039 (3)C60—C611.374 (4)
Cu1—O12.043 (2)C60—H600.9300
Cu1—N42.157 (3)C61—C621.388 (5)
Cu2—N71.970 (2)C61—H610.9300
Cu2—O31.991 (2)C62—C631.384 (5)
Cu2—N61.998 (3)C62—H620.9300
Cu2—N82.045 (2)C63—C641.388 (5)
Cu2—N52.149 (3)C63—H630.9300
Cu3—N91.979 (2)C64—C651.466 (4)
Cu3—N111.982 (2)C65—C661.390 (5)
Cu3—O72.018 (2)C66—C671.373 (5)
Cu3—N102.047 (3)C66—H660.9300
Cu3—N122.158 (3)C67—C681.385 (5)
Cu4—N161.966 (3)C67—H670.9300
Cu4—N141.984 (3)C68—C691.379 (5)
Cu4—O91.987 (2)C68—H680.9300
Cu4—N152.058 (3)C69—H690.9300
Cu4—N132.161 (3)C70—C711.375 (4)
O1—C71.276 (4)C70—H700.9300
O2—C71.256 (4)C71—C721.384 (5)
O3—C81.280 (4)C71—H710.9300
O4—C81.243 (4)C72—C731.376 (5)
O5—C91.319 (4)C72—H720.9300
O5—H5W0.87 (4)C73—C741.383 (4)
O6—C91.217 (4)C73—H730.9300
O7—C571.279 (4)C74—C751.491 (4)
O8—C571.244 (4)C75—C761.400 (5)
O9—C581.267 (4)C76—C771.378 (5)
O10—C581.249 (4)C76—H760.9300
O11—C591.296 (4)C77—C781.380 (5)
O11—H11V0.859 (19)C77—H770.9300
O12—C591.208 (4)C78—C791.384 (5)
O13—C1071.241 (4)C78—H780.9300
O14—C1071.280 (4)C79—H790.9300
O15—C1081.269 (4)C80—C811.374 (5)
O16—C1081.251 (4)C80—H800.9300
O17—C1091.218 (4)C81—C821.373 (6)
O18—C1091.298 (4)C81—H810.9300
O18—H18V0.870 (19)C82—C831.374 (6)
O19—C1171.258 (4)C82—H820.9300
O20—C1171.256 (4)C83—C841.401 (5)
O21—C1181.236 (4)C83—H830.9300
O22—C1181.281 (4)C84—C851.477 (5)
O22—H22V0.86 (2)C85—C861.396 (5)
O23—C1191.268 (6)C86—C871.376 (7)
O24—C1191.235 (6)C86—H860.9300
N1—C141.344 (4)C87—C881.384 (7)
N1—C101.345 (4)C87—H870.9300
N2—C191.340 (4)C88—C891.382 (5)
N2—C151.361 (4)C88—H880.9300
N3—C201.349 (4)C89—H890.9300
N3—C241.353 (4)C90—C911.378 (5)
N4—C291.335 (4)C90—H900.9300
N4—C251.336 (4)C91—C921.390 (5)
N5—C301.327 (5)C91—H910.9300
N5—C341.363 (4)C92—C931.385 (5)
N6—C391.339 (4)C92—H920.9300
N6—C351.346 (4)C93—C941.380 (5)
N7—C401.336 (4)C93—H930.9300
N7—C441.357 (4)C94—C951.475 (4)
N8—C491.328 (4)C95—C961.390 (4)
N8—C451.361 (4)C96—C971.381 (5)
N9—C601.342 (4)C96—H960.9300
N9—C641.353 (4)C97—C981.381 (5)
N10—C691.337 (4)C97—H970.9300
N10—C651.353 (4)C98—C991.386 (4)
N11—C701.340 (4)C98—H980.9300
N11—C741.350 (4)C99—H990.9300
N12—C791.340 (4)C101—C1021.396 (4)
N12—C751.346 (4)C101—C1061.397 (4)
N13—C801.336 (5)C101—C1071.516 (4)
N13—C841.346 (4)C102—C1031.389 (4)
N14—C891.329 (5)C102—H1020.9300
N14—C851.353 (5)C103—C1041.387 (5)
N15—C901.332 (4)C103—C1081.503 (5)
N15—C941.357 (4)C104—C1051.402 (5)
N16—C991.342 (4)C104—H1040.9300
N16—C951.355 (4)C105—C1061.394 (4)
N17—C1211.340 (5)C105—C1091.490 (5)
N17—C1251.344 (4)C106—H1060.9300
N18—C1301.327 (5)C111—C1121.392 (5)
N18—C1261.341 (4)C111—C1161.395 (5)
N19—C1311.337 (5)C111—C1171.499 (5)
N19—C1351.342 (4)C112—C1131.389 (5)
N20—C1401.342 (5)C112—H1120.9300
N20—C1361.342 (4)C113—C1141.397 (5)
C1—C61.385 (4)C113—C1181.490 (5)
C1—C21.397 (4)C114—C1151.399 (5)
C1—C71.507 (4)C114—H1140.9300
C2—C31.389 (4)C115—C1161.381 (5)
C2—H20.9300C115—C1191.525 (6)
C3—C41.392 (4)C116—H1160.9300
C3—C81.513 (4)C121—C1221.375 (5)
C4—C51.392 (4)C121—H1210.9300
C4—H40.9300C122—C1231.382 (5)
C5—C61.391 (4)C122—H1220.9300
C5—C91.492 (4)C123—C1241.375 (5)
C6—H60.9300C123—H1230.9300
C10—C111.379 (4)C124—C1251.380 (5)
C10—H100.9300C124—H1240.9300
C11—C121.384 (5)C125—C1261.493 (5)
C11—H110.9300C126—C1271.391 (5)
C12—C131.384 (5)C127—C1281.385 (5)
C12—H120.9300C127—H1270.9300
C13—C141.394 (4)C128—C1291.375 (6)
C13—H130.9300C128—H1280.9300
C14—C151.475 (4)C129—C1301.382 (6)
C15—C161.392 (5)C129—H1290.9300
C16—C171.382 (5)C130—H1300.9300
C16—H160.9300C131—C1321.385 (5)
C17—C181.373 (5)C131—H1310.9300
C17—H170.9300C132—C1331.375 (5)
C18—C191.402 (5)C132—H1320.9300
C18—H180.9300C133—C1341.383 (5)
C19—H190.9300C133—H1330.9300
C20—C211.371 (4)C134—C1351.390 (5)
C20—H200.9300C134—H1340.9300
C21—C221.384 (5)C135—C1361.489 (5)
C21—H210.9300C136—C1371.388 (5)
C22—C231.377 (5)C137—C1381.373 (5)
C22—H220.9300C137—H1370.9300
C23—C241.394 (4)C138—C1391.377 (5)
C23—H230.9300C138—H1380.9300
C24—C251.481 (4)C139—C1401.373 (5)
C25—C261.400 (4)C139—H1390.9300
C26—C271.388 (5)C140—H1400.9300
C26—H260.9300O74W—H74V0.83 (2)
C27—C281.372 (5)O74W—H74W0.845 (19)
C27—H270.9300O75W—O75V1.376 (19)
C28—C291.386 (5)O76W—H76W0.93 (5)
C28—H280.9300O76W—H76V0.93 (5)
C29—H290.9300O77W—H77W0.919 (19)
C30—C311.410 (5)O77W—H77V0.887 (19)
C30—H300.9300O78W—H78W0.846 (19)
C31—C321.363 (6)O78W—H78V0.860 (17)
C31—H310.9300O79W—H79W0.948 (19)
C32—C331.363 (6)O79W—H79V0.87 (4)
C32—H320.9300O80W—H80V0.83 (4)
C33—C341.397 (5)O80W—H80W0.885 (19)
C33—H330.9300O81W—H81W0.85 (4)
C34—C351.473 (5)O81W—H81V0.825 (19)
C35—C361.392 (5)O82W—O82V1.785 (14)
C36—C371.380 (6)O83W—O83V1.229 (14)
C36—H360.9300O83V—O96W1.596 (14)
C37—C381.367 (6)O84W—H84W0.94 (4)
C37—H370.9300O84W—H84V0.90 (2)
C38—C391.386 (5)O85W—H85W0.85 (4)
C38—H380.9300O85W—H85V0.847 (19)
C39—H390.9300O86W—H86W0.82 (4)
C40—C411.376 (4)O86W—H86V0.834 (19)
C40—H400.9300O87W—H87V0.85 (4)
C41—C421.388 (5)O87W—H87W0.838 (19)
C41—H410.9300O88W—H88W0.90 (2)
C42—C431.385 (5)O88W—H88V0.87 (4)
C42—H420.9300O89W—H89V0.88 (2)
C43—C441.389 (4)O89W—H89W0.909 (19)
C43—H430.9300O90W—H90W0.918 (18)
C44—C451.481 (4)O90W—H90V0.912 (16)
C45—C461.386 (4)O91W—H91V0.863 (19)
C46—C471.391 (4)O91W—H91W0.87 (4)
C46—H460.9300O92W—H92W0.862 (19)
C47—C481.378 (5)O92W—H92V0.829 (19)
C47—H470.9300O93W—H93V0.843 (19)
C48—C491.381 (4)O93W—H93W0.84 (4)
C48—H480.9300O94W—H94W0.88 (4)
C49—H490.9300O94W—H94V0.884 (18)
C51—C561.388 (4)O95W—H95W0.85 (4)
C51—C521.405 (4)O95W—H95V0.88 (2)
C51—C571.510 (4)O96W—H96W0.96 (5)
C52—C531.391 (4)O97W—H97V0.86 (4)
C52—H520.9300O97W—H97W0.879 (19)
C53—C541.396 (4)O98W—H98W0.823 (19)
C53—C581.515 (4)O98W—H98V0.819 (19)
C54—C551.389 (4)O99W—H99W0.847 (19)
C54—H540.9300O99W—H99V0.851 (19)
C55—C561.394 (4)
N3—Cu1—N1176.92 (12)O8—C57—C51120.3 (3)
N3—Cu1—N296.37 (10)O7—C57—C51115.6 (3)
N1—Cu1—N281.06 (11)O10—C58—O9125.3 (3)
N3—Cu1—O194.62 (9)O10—C58—C53119.9 (3)
N1—Cu1—O188.45 (10)O9—C58—C53114.7 (3)
N2—Cu1—O1148.02 (9)O12—C59—O11124.0 (3)
N3—Cu1—N479.80 (10)O12—C59—C55122.1 (3)
N1—Cu1—N499.58 (10)O11—C59—C55113.9 (3)
N2—Cu1—N4112.84 (10)N9—C60—C61121.8 (3)
O1—Cu1—N498.61 (9)N9—C60—H60119.1
N7—Cu2—O390.17 (10)C61—C60—H60119.1
N7—Cu2—N6177.44 (10)C60—C61—C62119.1 (3)
O3—Cu2—N692.00 (10)C60—C61—H61120.4
N7—Cu2—N881.53 (10)C62—C61—H61120.4
O3—Cu2—N8151.22 (10)C63—C62—C61119.3 (3)
N6—Cu2—N895.91 (10)C63—C62—H62120.3
N7—Cu2—N5101.33 (11)C61—C62—H62120.3
O3—Cu2—N599.90 (10)C62—C63—C64119.0 (3)
N6—Cu2—N579.64 (11)C62—C63—H63120.5
N8—Cu2—N5108.73 (10)C64—C63—H63120.5
N9—Cu3—N11175.57 (12)N9—C64—C63121.0 (3)
N9—Cu3—O790.30 (10)N9—C64—C65115.2 (3)
N11—Cu3—O794.10 (10)C63—C64—C65123.7 (3)
N9—Cu3—N1081.01 (10)N10—C65—C66121.0 (3)
N11—Cu3—N1095.50 (10)N10—C65—C64115.1 (3)
O7—Cu3—N10148.03 (10)C66—C65—C64123.9 (3)
N9—Cu3—N1298.81 (10)C67—C66—C65119.6 (3)
N11—Cu3—N1279.91 (10)C67—C66—H66120.2
O7—Cu3—N1299.73 (9)C65—C66—H66120.2
N10—Cu3—N12111.96 (10)C66—C67—C68119.2 (3)
N16—Cu4—N14175.50 (13)C66—C67—H67120.4
N16—Cu4—O991.86 (10)C68—C67—H67120.4
N14—Cu4—O992.44 (10)C69—C68—C67118.7 (3)
N16—Cu4—N1581.11 (10)C69—C68—H68120.7
N14—Cu4—N1595.88 (10)C67—C68—H68120.7
O9—Cu4—N15148.13 (10)N10—C69—C68122.6 (3)
N16—Cu4—N1398.51 (11)N10—C69—H69118.7
N14—Cu4—N1379.27 (11)C68—C69—H69118.7
O9—Cu4—N13102.30 (10)N11—C70—C71122.7 (3)
N15—Cu4—N13109.46 (11)N11—C70—H70118.7
C7—O1—Cu1108.67 (18)C71—C70—H70118.7
C8—O3—Cu2119.78 (19)C70—C71—C72118.3 (3)
C9—O5—H5W119 (3)C70—C71—H71120.8
C57—O7—Cu3113.90 (19)C72—C71—H71120.8
C58—O9—Cu4120.0 (2)C73—C72—C71119.5 (3)
C59—O11—H11V111 (3)C73—C72—H72120.2
C109—O18—H18V115 (3)C71—C72—H72120.2
C118—O22—H22V107 (4)C72—C73—C74119.3 (3)
C14—N1—C10119.4 (3)C72—C73—H73120.3
C14—N1—Cu1115.8 (2)C74—C73—H73120.3
C10—N1—Cu1124.8 (2)N11—C74—C73121.2 (3)
C19—N2—C15119.4 (3)N11—C74—C75115.4 (3)
C19—N2—Cu1127.2 (2)C73—C74—C75123.4 (3)
C15—N2—Cu1113.4 (2)N12—C75—C76121.1 (3)
C20—N3—C24118.8 (3)N12—C75—C74116.0 (3)
C20—N3—Cu1124.3 (2)C76—C75—C74122.9 (3)
C24—N3—Cu1116.8 (2)C77—C76—C75118.9 (3)
C29—N4—C25118.9 (3)C77—C76—H76120.6
C29—N4—Cu1129.2 (2)C75—C76—H76120.6
C25—N4—Cu1111.3 (2)C76—C77—C78119.8 (3)
C30—N5—C34118.5 (3)C76—C77—H77120.1
C30—N5—Cu2130.1 (2)C78—C77—H77120.1
C34—N5—Cu2111.4 (2)C77—C78—C79118.4 (3)
C39—N6—C35119.4 (3)C77—C78—H78120.8
C39—N6—Cu2123.5 (2)C79—C78—H78120.8
C35—N6—Cu2117.0 (2)N12—C79—C78122.6 (3)
C40—N7—C44119.3 (3)N12—C79—H79118.7
C40—N7—Cu2124.9 (2)C78—C79—H79118.7
C44—N7—Cu2115.73 (19)N13—C80—C81123.0 (4)
C49—N8—C45118.2 (3)N13—C80—H80118.5
C49—N8—Cu2128.6 (2)C81—C80—H80118.5
C45—N8—Cu2113.0 (2)C82—C81—C80118.5 (4)
C60—N9—C64119.7 (3)C82—C81—H81120.7
C60—N9—Cu3124.8 (2)C80—C81—H81120.7
C64—N9—Cu3115.5 (2)C81—C82—C83119.8 (4)
C69—N10—C65118.9 (3)C81—C82—H82120.1
C69—N10—Cu3127.8 (2)C83—C82—H82120.1
C65—N10—Cu3113.2 (2)C82—C83—C84118.7 (4)
C70—N11—C74118.9 (3)C82—C83—H83120.6
C70—N11—Cu3123.9 (2)C84—C83—H83120.6
C74—N11—Cu3117.1 (2)N13—C84—C83121.2 (4)
C79—N12—C75119.2 (3)N13—C84—C85114.7 (3)
C79—N12—Cu3129.3 (2)C83—C84—C85124.1 (3)
C75—N12—Cu3111.0 (2)N14—C85—C86120.2 (4)
C80—N13—C84118.7 (3)N14—C85—C84116.6 (3)
C80—N13—Cu4128.9 (2)C86—C85—C84123.2 (4)
C84—N13—Cu4112.4 (2)C87—C86—C85119.1 (4)
C89—N14—C85120.3 (3)C87—C86—H86120.4
C89—N14—Cu4122.8 (3)C85—C86—H86120.4
C85—N14—Cu4116.9 (2)C86—C87—C88120.0 (4)
C90—N15—C94118.5 (3)C86—C87—H87120.0
C90—N15—Cu4128.5 (2)C88—C87—H87120.0
C94—N15—Cu4112.9 (2)C89—C88—C87118.2 (4)
C99—N16—C95119.4 (3)C89—C88—H88120.9
C99—N16—Cu4124.6 (2)C87—C88—H88120.9
C95—N16—Cu4116.0 (2)N14—C89—C88122.2 (4)
C121—N17—C125117.2 (3)N14—C89—H89118.9
C130—N18—C126117.3 (3)C88—C89—H89118.9
C131—N19—C135117.2 (3)N15—C90—C91123.3 (3)
C140—N20—C136117.4 (3)N15—C90—H90118.4
C6—C1—C2119.6 (3)C91—C90—H90118.4
C6—C1—C7120.6 (3)C90—C91—C92118.6 (3)
C2—C1—C7119.8 (3)C90—C91—H91120.7
C3—C2—C1120.5 (3)C92—C91—H91120.7
C3—C2—H2119.7C93—C92—C91118.4 (3)
C1—C2—H2119.7C93—C92—H92120.8
C2—C3—C4119.1 (3)C91—C92—H92120.8
C2—C3—C8120.8 (3)C94—C93—C92120.0 (3)
C4—C3—C8120.0 (3)C94—C93—H93120.0
C3—C4—C5120.8 (3)C92—C93—H93120.0
C3—C4—H4119.6N15—C94—C93121.2 (3)
C5—C4—H4119.6N15—C94—C95114.8 (3)
C6—C5—C4119.3 (3)C93—C94—C95124.0 (3)
C6—C5—C9119.9 (3)N16—C95—C96120.8 (3)
C4—C5—C9120.6 (3)N16—C95—C94115.0 (3)
C1—C6—C5120.5 (3)C96—C95—C94124.3 (3)
C1—C6—H6119.7C97—C96—C95119.4 (3)
C5—C6—H6119.7C97—C96—H96120.3
O2—C7—O1123.6 (3)C95—C96—H96120.3
O2—C7—C1119.4 (3)C98—C97—C96119.7 (3)
O1—C7—C1116.9 (3)C98—C97—H97120.1
O4—C8—O3124.9 (3)C96—C97—H97120.1
O4—C8—C3121.5 (3)C97—C98—C99118.4 (3)
O3—C8—C3113.6 (3)C97—C98—H98120.8
O6—C9—O5124.8 (3)C99—C98—H98120.8
O6—C9—C5122.5 (3)N16—C99—C98122.4 (3)
O5—C9—C5112.7 (3)N16—C99—H99118.8
N1—C10—C11122.0 (3)C98—C99—H99118.8
N1—C10—H10119.0C102—C101—C106120.0 (3)
C11—C10—H10119.0C102—C101—C107119.0 (3)
C10—C11—C12118.8 (3)C106—C101—C107121.0 (3)
C10—C11—H11120.6C103—C102—C101121.1 (3)
C12—C11—H11120.6C103—C102—H102119.5
C13—C12—C11119.8 (3)C101—C102—H102119.5
C13—C12—H12120.1C104—C103—C102118.6 (3)
C11—C12—H12120.1C104—C103—C108120.2 (3)
C12—C13—C14118.4 (3)C102—C103—C108121.2 (3)
C12—C13—H13120.8C103—C104—C105121.4 (3)
C14—C13—H13120.8C103—C104—H104119.3
N1—C14—C13121.6 (3)C105—C104—H104119.3
N1—C14—C15115.0 (3)C106—C105—C104119.6 (3)
C13—C14—C15123.4 (3)C106—C105—C109122.3 (3)
N2—C15—C16121.1 (3)C104—C105—C109118.1 (3)
N2—C15—C14114.8 (3)C105—C106—C101119.4 (3)
C16—C15—C14124.2 (3)C105—C106—H106120.3
C17—C16—C15119.3 (3)C101—C106—H106120.3
C17—C16—H16120.4O13—C107—O14124.1 (3)
C15—C16—H16120.4O13—C107—C101119.4 (3)
C18—C17—C16119.7 (3)O14—C107—C101116.5 (3)
C18—C17—H17120.2O16—C108—O15125.2 (3)
C16—C17—H17120.2O16—C108—C103117.5 (3)
C17—C18—C19119.0 (3)O15—C108—C103117.3 (3)
C17—C18—H18120.5O17—C109—O18123.3 (3)
C19—C18—H18120.5O17—C109—C105121.9 (3)
N2—C19—C18121.5 (3)O18—C109—C105114.9 (3)
N2—C19—H19119.2C112—C111—C116119.7 (3)
C18—C19—H19119.2C112—C111—C117122.0 (3)
N3—C20—C21122.7 (3)C116—C111—C117118.3 (3)
N3—C20—H20118.7C113—C112—C111120.3 (3)
C21—C20—H20118.7C113—C112—H112119.9
C20—C21—C22118.8 (3)C111—C112—H112119.9
C20—C21—H21120.6C112—C113—C114119.3 (3)
C22—C21—H21120.6C112—C113—C118121.4 (3)
C23—C22—C21119.3 (3)C114—C113—C118119.3 (3)
C23—C22—H22120.4C113—C114—C115120.8 (3)
C21—C22—H22120.4C113—C114—H114119.6
C22—C23—C24119.6 (3)C115—C114—H114119.6
C22—C23—H23120.2C116—C115—C114119.1 (3)
C24—C23—H23120.2C116—C115—C119118.9 (4)
N3—C24—C23120.8 (3)C114—C115—C119122.0 (4)
N3—C24—C25115.6 (3)C115—C116—C111120.8 (3)
C23—C24—C25123.7 (3)C115—C116—H116119.6
N4—C25—C26121.7 (3)C111—C116—H116119.6
N4—C25—C24116.1 (3)O20—C117—O19123.3 (3)
C26—C25—C24122.1 (3)O20—C117—C111117.9 (3)
C27—C26—C25118.6 (3)O19—C117—C111118.8 (3)
C27—C26—H26120.7O21—C118—O22123.3 (3)
C25—C26—H26120.7O21—C118—C113121.4 (3)
C28—C27—C26119.4 (3)O22—C118—C113115.3 (3)
C28—C27—H27120.3O24—C119—O23124.8 (4)
C26—C27—H27120.3O24—C119—C115116.0 (4)
C27—C28—C29118.5 (3)O23—C119—C115119.1 (4)
C27—C28—H28120.7N17—C121—C122124.1 (4)
C29—C28—H28120.7N17—C121—H121117.9
N4—C29—C28122.9 (3)C122—C121—H121117.9
N4—C29—H29118.6C121—C122—C123117.9 (3)
C28—C29—H29118.6C121—C122—H122121.0
N5—C30—C31122.7 (4)C123—C122—H122121.0
N5—C30—H30118.7C124—C123—C122118.9 (4)
C31—C30—H30118.7C124—C123—H123120.5
C32—C31—C30117.7 (4)C122—C123—H123120.5
C32—C31—H31121.1C123—C124—C125119.6 (3)
C30—C31—H31121.1C123—C124—H124120.2
C31—C32—C33121.0 (4)C125—C124—H124120.2
C31—C32—H32119.5N17—C125—C124122.2 (3)
C33—C32—H32119.5N17—C125—C126116.2 (3)
C32—C33—C34118.8 (4)C124—C125—C126121.5 (3)
C32—C33—H33120.6N18—C126—C127122.4 (3)
C34—C33—H33120.6N18—C126—C125116.4 (3)
N5—C34—C33121.3 (4)C127—C126—C125121.2 (3)
N5—C34—C35115.8 (3)C128—C127—C126118.8 (3)
C33—C34—C35122.9 (3)C128—C127—H127120.6
N6—C35—C36121.1 (3)C126—C127—H127120.6
N6—C35—C34116.0 (3)C129—C128—C127119.2 (4)
C36—C35—C34122.9 (3)C129—C128—H128120.4
C37—C36—C35118.8 (4)C127—C128—H128120.4
C37—C36—H36120.6C128—C129—C130117.8 (4)
C35—C36—H36120.6C128—C129—H129121.1
C38—C37—C36120.1 (3)C130—C129—H129121.1
C38—C37—H37120.0N18—C130—C129124.4 (4)
C36—C37—H37120.0N18—C130—H130117.8
C37—C38—C39118.6 (4)C129—C130—H130117.8
C37—C38—H38120.7N19—C131—C132124.1 (3)
C39—C38—H38120.7N19—C131—H131118.0
N6—C39—C38122.1 (4)C132—C131—H131118.0
N6—C39—H39118.9C133—C132—C131118.1 (3)
C38—C39—H39118.9C133—C132—H132120.9
N7—C40—C41122.1 (3)C131—C132—H132120.9
N7—C40—H40118.9C132—C133—C134119.0 (3)
C41—C40—H40118.9C132—C133—H133120.5
C40—C41—C42119.1 (3)C134—C133—H133120.5
C40—C41—H41120.4C133—C134—C135119.1 (3)
C42—C41—H41120.4C133—C134—H134120.4
C43—C42—C41119.1 (3)C135—C134—H134120.4
C43—C42—H42120.4N19—C135—C134122.4 (3)
C41—C42—H42120.4N19—C135—C136116.7 (3)
C42—C43—C44119.0 (3)C134—C135—C136120.9 (3)
C42—C43—H43120.5N20—C136—C137121.8 (3)
C44—C43—H43120.5N20—C136—C135116.7 (3)
N7—C44—C43121.2 (3)C137—C136—C135121.5 (3)
N7—C44—C45114.7 (3)C138—C137—C136119.8 (3)
C43—C44—C45124.1 (3)C138—C137—H137120.1
N8—C45—C46121.8 (3)C136—C137—H137120.1
N8—C45—C44114.9 (3)C137—C138—C139118.6 (3)
C46—C45—C44123.2 (3)C137—C138—H138120.7
C45—C46—C47118.7 (3)C139—C138—H138120.7
C45—C46—H46120.7C140—C139—C138118.6 (3)
C47—C46—H46120.7C140—C139—H139120.7
C48—C47—C46119.5 (3)C138—C139—H139120.7
C48—C47—H47120.3N20—C140—C139123.7 (3)
C46—C47—H47120.3N20—C140—H140118.1
C47—C48—C49118.3 (3)C139—C140—H140118.1
C47—C48—H48120.8H74V—O74W—H74W114 (5)
C49—C48—H48120.8H76W—O76W—H76V114 (6)
N8—C49—C48123.5 (3)H77W—O77W—H77V83 (5)
N8—C49—H49118.2H78W—O78W—H78V121 (6)
C48—C49—H49118.2H79W—O79W—H79V119 (4)
C56—C51—C52119.5 (3)H80V—O80W—H80W116 (5)
C56—C51—C57119.7 (3)H81W—O81W—H81V102 (4)
C52—C51—C57120.7 (3)O83W—O83V—O96W172.9 (12)
C53—C52—C51120.3 (3)H84W—O84W—H84V72 (4)
C53—C52—H52119.9H85W—O85W—H85V99 (4)
C51—C52—H52119.9H86W—O86W—H86V103 (4)
C52—C53—C54119.5 (3)H87V—O87W—H87W89 (4)
C52—C53—C58121.1 (3)H88W—O88W—H88V108 (5)
C54—C53—C58119.2 (3)H89V—O89W—H89W119 (4)
C55—C54—C53120.4 (3)H90W—O90W—H90V99 (4)
C55—C54—H54119.8H91V—O91W—H91W101 (4)
C53—C54—H54119.8H92W—O92W—H92V110 (4)
C54—C55—C56119.9 (3)H93V—O93W—H93W104 (4)
C54—C55—C59119.6 (3)H94W—O94W—H94V65 (3)
C56—C55—C59120.6 (3)H95W—O95W—H95V100 (4)
C51—C56—C55120.4 (3)O83V—O96W—H96W121 (4)
C51—C56—H56119.8H97V—O97W—H97W104 (4)
C55—C56—H56119.8H98W—O98W—H98V102 (4)
O8—C57—O7124.0 (3)H99W—O99W—H99V132 (4)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O5—H5W···O85W0.87 (4)1.72 (2)2.565 (3)165 (4)
O85W—H85V···O97W0.847 (19)1.87 (2)2.698 (4)164 (4)
O85W—H85W···O93W0.85 (4)1.86 (2)2.707 (4)175 (4)
O93W—H93V···O160.843 (19)1.92 (2)2.745 (3)166 (5)
O93W—H93W···O87W0.84 (4)1.88 (2)2.710 (4)176 (5)
O97W—H97V···O160.86 (4)1.88 (2)2.735 (3)171 (4)
O97W—H97W···O74W0.879 (19)1.87 (2)2.733 (4)167 (4)
O87W—H87W···O60.838 (19)2.03 (2)2.868 (4)177 (5)
O87W—H87V···O130.85 (4)1.89 (2)2.734 (4)174 (5)
O74W—H74V···O91W0.83 (2)1.96 (2)2.776 (4)170 (5)
O74W—H74W···O83W0.845 (19)1.95 (3)2.696 (5)146 (5)
O91W—H91V···O80W0.863 (19)1.89 (2)2.750 (4)176 (5)
O91W—H91W···O79W0.87 (4)2.03 (2)2.882 (4)169 (4)
O80W—H80V···O150.83 (4)2.03 (3)2.796 (3)154 (5)
O80W—H80W···O81Wi0.885 (19)1.92 (2)2.788 (4)167 (4)
O98W—H98V···O150.819 (19)1.97 (2)2.789 (3)176 (4)
O98W—H98W···O81Wi0.823 (19)2.00 (3)2.753 (4)152 (4)
O81W—H81W···O120.85 (4)1.98 (2)2.820 (4)170 (5)
O81W—H81V···O92W0.825 (19)1.88 (2)2.692 (4)169 (5)
O92W—H92W···O230.862 (19)1.91 (2)2.757 (4)169 (4)
O92W—H92V···O99W0.829 (19)2.01 (2)2.801 (4)159 (4)
O99W—H99W···O85W0.847 (19)1.93 (2)2.752 (4)164 (4)
O99W—H99V···O96W0.851 (19)2.06 (3)2.845 (5)153 (4)
O96W—H96W···O240.96 (5)1.75 (4)2.533 (6)137 (3)
O22—H22V···O14ii0.86 (2)1.67 (2)2.518 (3)167 (5)

Symmetry codes: (i) x+1, y, z; (ii) x, y+1, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2079).

References

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