metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 64| Part 2| February 2008| Pages m384-m385

(μ-5-Carb­oxy­benzene-1,3-di­carboxyl­ato-κ2O1:O3)bis­­[bis­­(2,2′-bi­pyridine-κ2N,N′)copper(II)] 5-carb­oxy­benzene-1,3-di­carboxyl­ate 2,2′-bi­pyridine solvate trideca­hydrate

aDepartment of Inorganic Chemistry, Faculty of Science, Palacký University, Křížkovského 10, CZ-771 47 Olomouc, Czech Republic, and bLaboratory of Functional Genomics and Proteomics, Institute of Experimental Biology, Faculty of Science, Masaryk University, Kamenice 5, CZ-625 00 Brno, Czech Republic
*Correspondence e-mail: zdenek.travnicek@upol.cz

(Received 10 December 2007; accepted 17 January 2008; online 23 January 2008)

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 ππ 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[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]); Pech & Pickardt (1988[Pech, R. & Pickardt, J. (1988). Acta Cryst. C44, 992-994.]); Chui et al. (1999[Chui, S. S. Y., Siu, A. & Williams, I. D. (1999). Acta Cryst. C55, 194-196.]); Holmes et al. (2004[Holmes, K. E., Kelly, P. F. & Elsegood, M. R. J. (2004). Dalton Trans. pp. 3488-3452.]); Wang et al. (2005[Wang, P., Moorefield, C. N., Panzer, M. & Newkome, G. R. (2005). Chem. Commun. pp. 465-467.]); Cooper et al. (2005[Cooper, G. J. T., Long, D.-L. & Cronin, N. (2005). Inorg. Chem. Commun. 8, 737-739.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2O

  • Mr = 1558.45

  • Monoclinic, P 21

  • 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[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]) Tmin = 0.823, Tmax = 0.840

  • 41227 measured reflections

  • 23598 independent reflections

  • 21012 reflections with I > 2σ(I)

  • Rint = 0.016

Refinement
  • R[F2 > 2σ(F2)] = 0.034

  • wR(F2) = 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[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), with 10782 Friedel pairs

  • Flack parameter: 0.105 (6)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O5—H5W⋯O85W 0.87 (4) 1.72 (2) 2.565 (3) 165 (4)
O85W—H85V⋯O97W 0.847 (19) 1.87 (2) 2.698 (4) 164 (4)
O85W—H85W⋯O93W 0.85 (4) 1.86 (2) 2.707 (4) 175 (4)
O93W—H93V⋯O16 0.843 (19) 1.92 (2) 2.745 (3) 166 (5)
O93W—H93W⋯O87W 0.84 (4) 1.88 (2) 2.710 (4) 176 (5)
O97W—H97V⋯O16 0.86 (4) 1.88 (2) 2.735 (3) 171 (4)
O97W—H97W⋯O74W 0.879 (19) 1.87 (2) 2.733 (4) 167 (4)
O87W—H87W⋯O6 0.838 (19) 2.03 (2) 2.868 (4) 177 (5)
O87W—H87V⋯O13 0.85 (4) 1.89 (2) 2.734 (4) 174 (5)
O74W—H74V⋯O91W 0.83 (2) 1.96 (2) 2.776 (4) 170 (5)
O74W—H74W⋯O83W 0.845 (19) 1.95 (3) 2.696 (5) 146 (5)
O91W—H91V⋯O80W 0.863 (19) 1.89 (2) 2.750 (4) 176 (5)
O91W—H91W⋯O79W 0.87 (4) 2.03 (2) 2.882 (4) 169 (4)
O80W—H80V⋯O15 0.83 (4) 2.03 (3) 2.796 (3) 154 (5)
O80W—H80W⋯O81Wi 0.885 (19) 1.92 (2) 2.788 (4) 167 (4)
O98W—H98V⋯O15 0.819 (19) 1.97 (2) 2.789 (3) 176 (4)
O98W—H98W⋯O81Wi 0.823 (19) 2.00 (3) 2.753 (4) 152 (4)
O81W—H81W⋯O12 0.85 (4) 1.98 (2) 2.820 (4) 170 (5)
O81W—H81V⋯O92W 0.825 (19) 1.88 (2) 2.692 (4) 169 (5)
O92W—H92W⋯O23 0.862 (19) 1.91 (2) 2.757 (4) 169 (4)
O92W—H92V⋯O99W 0.829 (19) 2.01 (2) 2.801 (4) 159 (4)
O99W—H99W⋯O85W 0.847 (19) 1.93 (2) 2.752 (4) 164 (4)
O99W—H99V⋯O96W 0.851 (19) 2.06 (3) 2.845 (5) 153 (4)
O96W—H96W⋯O24 0.96 (5) 1.75 (4) 2.533 (6) 137 (3)
O22—H22V⋯O14ii 0.86 (2) 1.67 (2) 2.518 (3) 167 (5)
Symmetry codes: (i) x+1, y, z; (ii) x, y+1, z.

Data collection: CrysAlis CCD (Oxford Diffraction, 2006[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]); cell refinement: CrysAlis RED (Oxford Diffraction, 2006[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Release 3.1e. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.

Supporting information


Comment top

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.

Related literature top

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

Experimental top

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 top

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

Computing details top

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

Figures top
[Figure 1] 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.
[Figure 2] 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.
[Figure 3] 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 = 3.544 (5) Å, C92···C61ii = 3.563 (5) Å, C96···C65ii = 3.425 (5) Å, C82···N18ii = 3.526 (6) Å and N15···C63ii = 3.510 (4) Å. Symmetry code: (ii) -x + 1, y + 1/2, -z]. The water molecules and Hbtc anions of crystallization have been omitted for clarity.
(µ-5-Carboxybenzene-1,3-dicarboxylato-κ2O1:O3)bis[bis(2,2'-bipyridine- κ2N,N')copper(II)] 5-carboxybenzene-1,3-dicarboxylate 2,2'-bipyridine solvate tridecahydrate top
Crystal data top
[Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2OF(000) = 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 = 2.6–32.0°
b = 19.7448 (2) ŵ = 0.69 mm1
c = 25.0638 (3) ÅT = 120 K
β = 99.2051 (14)°Prism, blue
V = 7065.66 (15) Å30.3 × 0.3 × 0.25 mm
Z = 4
Data collection top
Oxford Diffraction Xcalibur2+ CCD
diffractometer
23598 independent reflections
Radiation source: Enhance (Mo) X-ray Source21012 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.016
Detector resolution: 8.3611 pixels mm-1θmax = 25.1°, θmin = 2.7°
rotation method ω scansh = 1713
Absorption correction: multi-scan
(CrysAlis RED; Oxford Diffraction, 2006)
k = 2223
Tmin = 0.823, Tmax = 0.840l = 2929
41227 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.086 w = 1/[σ2(Fo2) + (0.0475P)2 + 5P]
where P = (Fo2 + 2Fc2)/3
S = 0.99(Δ/σ)max < 0.001
23591 reflectionsΔρmax = 0.81 e Å3
2053 parametersΔρmin = 0.62 e Å3
62 restraintsAbsolute structure: Flack (1983), 10782 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.105 (6)
Crystal data top
[Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2OV = 7065.66 (15) Å3
Mr = 1558.45Z = 4
Monoclinic, P21Mo Kα radiation
a = 14.4638 (2) ŵ = 0.69 mm1
b = 19.7448 (2) ÅT = 120 K
c = 25.0638 (3) Å0.3 × 0.3 × 0.25 mm
β = 99.2051 (14)°
Data collection top
Oxford Diffraction Xcalibur2+ CCD
diffractometer
23598 independent reflections
Absorption correction: multi-scan
(CrysAlis RED; Oxford Diffraction, 2006)
21012 reflections with I > 2σ(I)
Tmin = 0.823, Tmax = 0.840Rint = 0.016
41227 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.034H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.086Δρmax = 0.81 e Å3
S = 0.99Δρmin = 0.62 e Å3
23591 reflectionsAbsolute structure: Flack (1983), 10782 Friedel pairs
2053 parametersAbsolute structure parameter: 0.105 (6)
62 restraints
Special details top

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) top
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)*
O190.01066 (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)
H120.02110.14980.34600.030*
C130.0409 (2)0.12944 (17)0.42230 (13)0.0220 (7)
H130.00980.10780.43360.026*
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)
H270.58290.00580.42730.026*
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*
C410.0141 (2)0.69505 (18)0.35280 (12)0.0239 (7)
H410.01620.67810.31800.029*
C420.0912 (2)0.72764 (17)0.36742 (13)0.0222 (7)
H420.14610.73240.34270.027*
C430.0856 (2)0.75303 (16)0.41935 (13)0.0184 (7)
H430.13650.77500.43000.022*
C440.0027 (2)0.74520 (16)0.45529 (12)0.0144 (6)
C450.0126 (2)0.77124 (15)0.51142 (12)0.0135 (6)
C460.0515 (2)0.81177 (16)0.53207 (13)0.0162 (7)
H460.10880.82230.51130.019*
C470.0283 (2)0.83638 (17)0.58449 (13)0.0210 (7)
H470.07050.86310.59940.025*
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)
H520.27580.44840.01810.019*
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)
H660.46380.07020.03070.026*
C670.3768 (3)0.05244 (18)0.10018 (14)0.0278 (8)
H670.41790.02600.11620.033*
C680.2875 (2)0.06586 (18)0.12723 (13)0.0264 (8)
H680.26780.04890.16180.032*
C690.2284 (2)0.10487 (16)0.10186 (13)0.0195 (7)
H690.16810.11340.11980.023*
C700.0536 (2)0.22199 (17)0.11147 (13)0.0200 (7)
H700.10350.24850.11840.024*
C710.0253 (2)0.21824 (18)0.15004 (13)0.0230 (7)
H710.02830.24080.18290.028*
C720.1001 (2)0.18010 (18)0.13877 (12)0.0219 (7)
H720.15460.17690.16400.026*
C730.0933 (2)0.14699 (17)0.08997 (13)0.0205 (7)
H730.14350.12190.08170.025*
C740.0111 (2)0.15145 (16)0.05340 (12)0.0154 (7)
C750.0042 (2)0.11586 (17)0.00025 (13)0.0155 (7)
C760.0607 (2)0.07034 (18)0.01542 (14)0.0219 (8)
H760.11690.06150.00720.026*
C770.0399 (2)0.03881 (19)0.06496 (14)0.0266 (8)
H770.08160.00770.07570.032*
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)
H860.01180.79140.04820.046*
C870.0489 (3)0.7277 (3)0.10390 (18)0.0518 (14)
H870.00570.73230.12890.062*
C880.1194 (3)0.6849 (2)0.11476 (15)0.0450 (12)
H880.11240.65960.14640.054*
C890.2004 (3)0.6809 (2)0.07726 (14)0.0338 (9)
H890.24840.65250.08420.041*
C900.3852 (2)0.79141 (17)0.07358 (13)0.0197 (7)
H900.32600.78120.09220.024*
C910.4435 (2)0.83120 (18)0.09883 (13)0.0239 (8)
H910.42410.84700.13380.029*
C920.5317 (2)0.84730 (18)0.07097 (13)0.0223 (7)
H920.57230.87460.08660.027*
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)
H1240.88740.49570.00140.033*
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)
H1280.49420.42680.07980.042*
C1290.5851 (3)0.4758 (2)0.11905 (16)0.0369 (9)
H1290.54550.48170.15180.044*
C1300.6759 (3)0.5001 (2)0.11146 (14)0.0342 (9)
H1300.69540.52370.13980.041*
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) top
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, º) top
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, º) top
D—H···AD—HH···AD···AD—H···A
O5—H5W···O85W0.87 (4)1.72 (2)2.565 (3)165 (4)
O85W—H85V···O97W0.85 (2)1.87 (2)2.698 (4)164 (4)
O85W—H85W···O93W0.85 (4)1.86 (2)2.707 (4)175 (4)
O93W—H93V···O160.84 (2)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···O74W0.88 (2)1.87 (2)2.733 (4)167 (4)
O87W—H87W···O60.84 (2)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···O83W0.85 (2)1.95 (3)2.696 (5)146 (5)
O91W—H91V···O80W0.86 (2)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···O81Wi0.89 (2)1.92 (2)2.788 (4)167 (4)
O98W—H98V···O150.82 (2)1.97 (2)2.789 (3)176 (4)
O98W—H98W···O81Wi0.82 (2)2.00 (3)2.753 (4)152 (4)
O81W—H81W···O120.85 (4)1.98 (2)2.820 (4)170 (5)
O81W—H81V···O92W0.83 (2)1.88 (2)2.692 (4)169 (5)
O92W—H92W···O230.86 (2)1.91 (2)2.757 (4)169 (4)
O92W—H92V···O99W0.83 (2)2.01 (2)2.801 (4)159 (4)
O99W—H99W···O85W0.85 (2)1.93 (2)2.752 (4)164 (4)
O99W—H99V···O96W0.85 (2)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.

Experimental details

Crystal data
Chemical formula[Cu2(C9H4O6)(C10H8N2)4](C9H4O6)·C10H8N2·13H2O
Mr1558.45
Crystal system, space groupMonoclinic, P21
Temperature (K)120
a, b, c (Å)14.4638 (2), 19.7448 (2), 25.0638 (3)
β (°) 99.2051 (14)
V3)7065.66 (15)
Z4
Radiation typeMo Kα
µ (mm1)0.69
Crystal size (mm)0.3 × 0.3 × 0.25
Data collection
DiffractometerOxford Diffraction Xcalibur2+ CCD
diffractometer
Absorption correctionMulti-scan
(CrysAlis RED; Oxford Diffraction, 2006)
Tmin, Tmax0.823, 0.840
No. of measured, independent and
observed [I > 2σ(I)] reflections
41227, 23598, 21012
Rint0.016
(sin θ/λ)max1)0.596
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.034, 0.086, 0.99
No. of reflections23591
No. of parameters2053
No. of restraints62
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.81, 0.62
Absolute structureFlack (1983), 10782 Friedel pairs
Absolute structure parameter0.105 (6)

Computer programs: CrysAlis CCD (Oxford Diffraction, 2006), CrysAlis RED (Oxford Diffraction, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006).

Hydrogen-bond geometry (Å, º) top
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.
 

Acknowledgements

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.

References

First citationAllen, F. H. (2002). Acta Cryst. B58, 380–388.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationBrandenburg, K. (2006). DIAMOND. Release 3.1e. Crystal Impact GbR, Bonn, Germany.  Google Scholar
First citationChui, S. S. Y., Siu, A. & Williams, I. D. (1999). Acta Cryst. C55, 194–196.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
First citationCooper, G. J. T., Long, D.-L. & Cronin, N. (2005). Inorg. Chem. Commun. 8, 737–739.  Web of Science CSD CrossRef CAS Google Scholar
First citationFlack, H. D. (1983). Acta Cryst. A39, 876–881.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationHolmes, K. E., Kelly, P. F. & Elsegood, M. R. J. (2004). Dalton Trans. pp. 3488–3452.  Web of Science CSD CrossRef Google Scholar
First citationOxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.  Google Scholar
First citationPech, R. & Pickardt, J. (1988). Acta Cryst. C44, 992–994.  CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWang, P., Moorefield, C. N., Panzer, M. & Newkome, G. R. (2005). Chem. Commun. pp. 465–467.  Web of Science CSD CrossRef Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 64| Part 2| February 2008| Pages m384-m385
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds