Hexa-μ2-chlorido-μ4-oxido-tetra-kis[(morpholine-κN)copper(II)] methanol disolvate.

In the title solvate, [Cu4(μ2-Cl)6(μ4-O)(C4H9NO)4]·2CH3OH, each Cu(2+) ion in the tetra-nuclear complex has a trigonal-bipyramidal coordination arising from three bridging chloride ions in equatorial positions and the central μ4-O(2-) ion and morpholine N atom in axial positions. The morpholine rings adopt chair conformations, with the N-Cu bonds in equatorial orientations. In the crystal, the components are linked by N-H⋯O and O-H⋯O and O-H⋯Cl hydrogen bonds, which generate a three-dimensional network. One methanol mol-ecule is disordered over two sets of sites in a 0.642 (9):0.358 (9) ratio.

Related literature

For the chemistry and properties of polynuclear copper(II) complexes, see: Bertrand & Kelley (1966 ▶); Pavlenko et al. (1993 ▶); Linert et al. (1993 ▶); Bowmaker et al. (2011 ▶). For their role in the redox processes of biological systems, see: Erecinska & Wilson (1978 ▶). For details of the synthesis and structure of bis­(N,N′-morpholido)-[(N"-morpholido)-carboxamido]phosphate, see: Gubina et al. (1999 ▶). For the synthesis and structural investigation of copper–oxygen clusters and related materials, see: Weinberger et al. (1998 ▶); Roy & Manassero (2010 ▶); Bowmaker et al. (2011 ▶); Chivers et al. (2005 ▶); Li et al. (2011 ▶); Willett (1991 ▶). For standard copper–copper bond lengths, see: van Niekerk & Schoening (1953 ▶).

Experimental

Crystal data

[Cu4Cl6O(C4H9NO)4]·2CH4O

M = 895.43

Monoclinic,

a = 11.149 (2) Å

b = 15.753 (3) Å

c = 18.905 (4) Å

β = 92.50 (3)°

V = 3317.1 (11) Å3

Z = 4

Mo Kα radiation

μ = 3.05 mm−1

T = 100 K

0.25 × 0.25 × 0.20 mm

Data collection

Kuma/Oxford Instruments KM4 diffractometer

Absorption correction: analytical (CrysAlis RED; UNILIC & Kuma Diffraction, 2000 ▶) T min = 0.516, T max = 0.580

18695 measured reflections

5761 independent reflections

4330 reflections with I > 2σ(I)

R int = 0.069

5 standard reflections every 300 reflections intensity decay: 1.2%

Refinement

R[F 2 > 2σ(F 2)] = 0.054

wR(F 2) = 0.092

S = 1.05

5761 reflections

381 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.45 e Å−3

Δρmin = −0.55 e Å−3

Data collection: KM-4-CCD Software (UNILIC & Kuma Diffraction, 2000 ▶); cell refinement: KM-4-CCD Software; data reduction: KM-4-CCD Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S160053681401407X/hb7241sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681401407X/hb7241Isup2.hkl

CCDC reference: 1008302

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Cu4Cl6O(C4H9NO)4]·2CH4O	F(000) = 1816
Mr = 895.43	Dx = 1.793 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 23105 reflections
a = 11.149 (2) Å	θ = 3.4–25.0°
b = 15.753 (3) Å	µ = 3.05 mm−1
c = 18.905 (4) Å	T = 100 K
β = 92.50 (3)°	Block, brown
V = 3317.1 (11) Å3	0.25 × 0.25 × 0.20 mm
Z = 4

Kuma/Oxford Instruments KM4 diffractometer	4330 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.069
Graphite monochromator	θmax = 25.0°, θmin = 3.4°
ω scans	h = −13→8
Absorption correction: analytical (CrysAlis RED; UNILIC & Kuma Diffraction, 2000)	k = −18→18
Tmin = 0.516, Tmax = 0.580	l = −22→22
18695 measured reflections	5 standard reflections every 300 reflections
5761 independent reflections	intensity decay: 1.2%

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0306P)2] where P = (Fo2 + 2Fc2)/3
5761 reflections	(Δ/σ)max < 0.001
381 parameters	Δρmax = 0.45 e Å−3
6 restraints	Δρmin = −0.55 e Å−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.11029 (6)	0.20266 (4)	−0.00488 (3)	0.01943 (18)
Cl1	−0.06439 (12)	0.16905 (9)	0.06165 (7)	0.0231 (3)
O1	0.1733 (3)	0.2528 (2)	0.08065 (17)	0.0182 (8)
N1	0.0461 (4)	0.1520 (3)	−0.0946 (2)	0.0202 (11)
H1	0.105 (4)	0.153 (4)	−0.120 (3)	0.024*
C1	−0.0588 (5)	0.1985 (4)	−0.1265 (3)	0.0243 (14)
H1B	−0.0358	0.2569	−0.1350	0.029*
H1A	−0.1224	0.1991	−0.0931	0.029*
Cu2	0.21716 (6)	0.36779 (4)	0.06401 (3)	0.01899 (18)
Cl2	0.27880 (14)	0.10492 (9)	0.00872 (7)	0.0281 (4)
O2	−0.1338 (4)	0.0715 (2)	−0.18659 (19)	0.0304 (10)
N2	0.2632 (4)	0.4869 (3)	0.0481 (2)	0.0204 (11)
H2	0.317 (4)	0.485 (4)	0.018 (2)	0.025*
C2	−0.1063 (5)	0.1598 (4)	−0.1953 (3)	0.0254 (15)
H2B	−0.1782	0.1899	−0.2117	0.030*
H2A	−0.0469	0.1660	−0.2309	0.030*
Cu3	0.30689 (6)	0.18666 (4)	0.11536 (3)	0.02035 (18)
Cl3	0.15197 (14)	0.33820 (9)	−0.05832 (7)	0.0301 (4)
N3	0.4437 (4)	0.1155 (3)	0.1505 (2)	0.0192 (11)
H3	0.416 (5)	0.067 (2)	0.142 (3)	0.023*
O3	0.2561 (4)	0.6693 (3)	0.0666 (2)	0.0381 (11)
C3	0.0162 (5)	0.0602 (4)	−0.0896 (3)	0.0265 (15)
H3B	−0.0442	0.0523	−0.0548	0.032*
H3A	0.0874	0.0288	−0.0739	0.032*
Cu4	0.05148 (6)	0.25276 (4)	0.14837 (3)	0.01961 (18)
Cl4	0.41882 (12)	0.32233 (9)	0.10401 (8)	0.0244 (3)
N4	−0.0769 (5)	0.2534 (3)	0.2179 (3)	0.0274 (12)
H4	−0.096 (5)	0.203 (2)	0.228 (3)	0.033*
O4	0.6864 (3)	0.0843 (2)	0.2060 (2)	0.0274 (10)
C4	−0.0305 (6)	0.0258 (4)	−0.1606 (3)	0.0339 (17)
H4B	0.0320	0.0299	−0.1946	0.041*
H4A	−0.0510	−0.0337	−0.1556	0.041*
Cl5	0.05980 (14)	0.40336 (9)	0.14077 (8)	0.0308 (4)
O5	−0.2421 (4)	0.3385 (3)	0.3081 (2)	0.0302 (10)
C5	0.1673 (6)	0.5418 (4)	0.0141 (3)	0.0340 (17)
H5B	0.0988	0.5435	0.0439	0.041*
H5A	0.1411	0.5175	−0.0311	0.041*
Cl6	0.18960 (13)	0.16776 (9)	0.21846 (7)	0.0247 (3)
C6	0.2130 (6)	0.6318 (4)	0.0027 (4)	0.046 (2)
H6B	0.2770	0.6304	−0.0304	0.055*
H6A	0.1484	0.6662	−0.0179	0.055*
C7	0.3103 (5)	0.5307 (4)	0.1141 (3)	0.0256 (14)
H7B	0.3770	0.4986	0.1350	0.031*
H7A	0.2478	0.5332	0.1481	0.031*
C8	0.3514 (5)	0.6196 (4)	0.0976 (3)	0.0265 (15)
H8B	0.3817	0.6466	0.1408	0.032*
H8A	0.4165	0.6168	0.0652	0.032*
O8	−0.3635 (4)	0.0576 (3)	−0.1444 (2)	0.0350 (11)
H8	−0.2966	0.0612	−0.1606	0.042*
C9	0.4804 (5)	0.1266 (4)	0.2268 (3)	0.0256 (15)
H9B	0.4129	0.1134	0.2556	0.031*
H9A	0.5024	0.1854	0.2355	0.031*
C10	0.5853 (5)	0.0699 (4)	0.2485 (3)	0.0272 (15)
H10B	0.6085	0.0804	0.2978	0.033*
H10A	0.5607	0.0110	0.2441	0.033*
C11	0.5512 (5)	0.1222 (4)	0.1067 (3)	0.0237 (14)
H11B	0.5788	0.1806	0.1068	0.028*
H11A	0.5290	0.1068	0.0582	0.028*
C12	0.6530 (5)	0.0652 (4)	0.1339 (3)	0.0277 (15)
H12B	0.6281	0.0064	0.1301	0.033*
H12A	0.7219	0.0730	0.1049	0.033*
C13	−0.1891 (5)	0.2937 (4)	0.1901 (3)	0.0332 (16)
H13B	−0.2201	0.2624	0.1491	0.040*
H13A	−0.1722	0.3512	0.1751	0.040*
C14	−0.2840 (5)	0.2957 (5)	0.2465 (4)	0.0435 (19)
H14B	−0.3557	0.3238	0.2272	0.052*
H14A	−0.3055	0.2380	0.2586	0.052*
C15	−0.0377 (6)	0.2934 (4)	0.2863 (3)	0.0327 (16)
H15B	−0.0116	0.3511	0.2778	0.039*
H15A	0.0299	0.2621	0.3072	0.039*
C16	−0.1405 (6)	0.2944 (4)	0.3381 (3)	0.0400 (18)
H16B	−0.1631	0.2365	0.3491	0.048*
H16A	−0.1135	0.3218	0.3818	0.048*
C18	−0.3645 (6)	0.1021 (4)	−0.0787 (3)	0.0436 (19)
H18C	−0.3501	0.1613	−0.0866	0.065*
H18B	−0.3028	0.0798	−0.0469	0.052*
H18A	−0.4413	0.0950	−0.0583	0.052*
C17	0.871 (3)	0.0241 (16)	0.3535 (18)	0.036 (4)	0.642 (9)
H17A	0.7852	0.0210	0.3501	0.054*	0.642 (9)
H17B	0.9039	−0.0070	0.3152	0.054*	0.642 (9)
H17C	0.8959	0.0824	0.3511	0.054*	0.642 (9)
O6	0.9179 (6)	−0.0147 (4)	0.4251 (3)	0.036 (2)	0.642 (9)
H6C	0.9622	−0.0549	0.4175	0.053*	0.642 (9)
C17A	0.852 (6)	0.003 (3)	0.349 (4)	0.036 (4)	0.358 (9)
H17D	0.7676	−0.0005	0.3550	0.054*	0.358 (9)
H17E	0.8920	0.0227	0.3919	0.054*	0.358 (9)
H17F	0.8829	−0.0514	0.3365	0.054*	0.358 (9)
O7	0.8786 (10)	0.0741 (8)	0.2819 (7)	0.038 (4)	0.358 (9)
H7C	0.8181	0.1026	0.2734	0.045*	0.358 (9)

	U11	U22	U33	U12	U13	U23
Cu1	0.0277 (4)	0.0189 (4)	0.0118 (4)	−0.0113 (3)	0.0023 (3)	−0.0033 (3)
Cl1	0.0271 (8)	0.0264 (8)	0.0159 (7)	−0.0160 (7)	0.0033 (6)	−0.0031 (6)
O1	0.023 (2)	0.020 (2)	0.012 (2)	−0.0105 (18)	0.0032 (16)	−0.0037 (16)
N1	0.026 (3)	0.023 (3)	0.013 (3)	−0.009 (2)	0.001 (2)	−0.001 (2)
C1	0.033 (4)	0.021 (3)	0.019 (3)	−0.013 (3)	−0.001 (3)	0.003 (3)
Cu2	0.0236 (4)	0.0188 (4)	0.0150 (4)	−0.0094 (3)	0.0043 (3)	−0.0024 (3)
Cl2	0.0393 (9)	0.0273 (9)	0.0175 (8)	−0.0001 (7)	−0.0012 (7)	−0.0093 (6)
O2	0.051 (3)	0.019 (2)	0.020 (2)	−0.018 (2)	−0.008 (2)	0.0024 (18)
N2	0.024 (3)	0.022 (3)	0.016 (3)	−0.014 (2)	0.000 (2)	−0.005 (2)
C2	0.037 (4)	0.022 (3)	0.016 (3)	−0.013 (3)	−0.004 (3)	0.001 (3)
Cu3	0.0214 (4)	0.0258 (4)	0.0142 (4)	−0.0092 (3)	0.0039 (3)	−0.0043 (3)
Cl3	0.0488 (10)	0.0272 (9)	0.0140 (8)	−0.0230 (8)	−0.0028 (7)	0.0018 (6)
N3	0.018 (3)	0.023 (3)	0.017 (3)	−0.015 (2)	0.007 (2)	−0.005 (2)
O3	0.042 (3)	0.018 (2)	0.054 (3)	−0.002 (2)	−0.001 (2)	0.000 (2)
C3	0.036 (4)	0.022 (4)	0.021 (3)	−0.009 (3)	0.000 (3)	−0.005 (3)
Cu4	0.0234 (4)	0.0209 (4)	0.0150 (4)	−0.0086 (3)	0.0061 (3)	−0.0023 (3)
Cl4	0.0237 (8)	0.0180 (8)	0.0314 (9)	−0.0071 (6)	−0.0004 (7)	0.0023 (6)
N4	0.035 (3)	0.020 (3)	0.028 (3)	−0.010 (3)	0.011 (2)	−0.002 (2)
O4	0.029 (2)	0.027 (2)	0.026 (2)	0.002 (2)	0.004 (2)	−0.0033 (19)
C4	0.063 (5)	0.017 (3)	0.021 (4)	−0.012 (3)	−0.008 (3)	−0.002 (3)
Cl5	0.0355 (9)	0.0200 (8)	0.0385 (9)	−0.0065 (7)	0.0196 (8)	0.0009 (7)
O5	0.037 (3)	0.029 (2)	0.026 (2)	0.002 (2)	0.010 (2)	−0.002 (2)
C5	0.039 (4)	0.025 (4)	0.037 (4)	−0.007 (3)	−0.012 (3)	0.008 (3)
Cl6	0.0299 (8)	0.0292 (9)	0.0156 (7)	−0.0014 (7)	0.0085 (6)	0.0040 (6)
C6	0.053 (5)	0.028 (4)	0.054 (5)	−0.016 (4)	−0.023 (4)	0.014 (4)
C7	0.038 (4)	0.022 (3)	0.017 (3)	−0.010 (3)	0.002 (3)	−0.006 (3)
C8	0.030 (4)	0.020 (4)	0.029 (4)	−0.010 (3)	0.001 (3)	−0.009 (3)
O8	0.046 (3)	0.034 (3)	0.025 (2)	−0.022 (2)	0.002 (2)	−0.005 (2)
C9	0.023 (3)	0.045 (4)	0.010 (3)	−0.010 (3)	0.007 (3)	−0.014 (3)
C10	0.033 (4)	0.031 (4)	0.018 (3)	−0.004 (3)	0.005 (3)	−0.003 (3)
C11	0.024 (3)	0.027 (4)	0.021 (3)	−0.002 (3)	0.010 (3)	−0.003 (3)
C12	0.036 (4)	0.020 (3)	0.028 (4)	0.002 (3)	0.012 (3)	−0.001 (3)
C13	0.025 (4)	0.052 (4)	0.023 (4)	−0.006 (3)	0.003 (3)	−0.015 (3)
C14	0.025 (4)	0.051 (5)	0.056 (5)	−0.015 (3)	0.016 (3)	−0.024 (4)
C15	0.043 (4)	0.036 (4)	0.020 (3)	0.020 (3)	0.008 (3)	0.002 (3)
C16	0.057 (5)	0.041 (4)	0.023 (4)	0.023 (4)	0.020 (3)	0.013 (3)
C18	0.059 (5)	0.044 (5)	0.028 (4)	−0.019 (4)	0.006 (4)	−0.006 (3)
C17	0.024 (11)	0.015 (13)	0.069 (7)	−0.009 (8)	0.001 (7)	−0.009 (11)
O6	0.034 (4)	0.038 (5)	0.035 (5)	0.012 (3)	0.013 (3)	0.001 (3)
C17A	0.024 (11)	0.015 (13)	0.069 (7)	−0.009 (8)	0.001 (7)	−0.009 (11)
O7	0.035 (8)	0.032 (8)	0.044 (9)	−0.004 (6)	−0.004 (6)	0.013 (6)

Cu1—Cu3	3.0984 (13)	C4—H4B	0.9700
Cu1—Cu4	3.1002 (11)	C4—H4A	0.9700
Cu2—Cu4	3.0816 (11)	O5—C14	1.408 (7)
Cu2—Cu3	3.1623 (11)	O5—C16	1.425 (7)
Cu1—O1	1.906 (3)	C5—C6	1.525 (8)
Cu1—N1	1.981 (5)	C5—H5B	0.9700
Cu1—Cl3	2.4159 (16)	C5—H5A	0.9700
Cu1—Cl1	2.4224 (16)	C6—H6B	0.9700
Cu1—Cl2	2.4339 (17)	C6—H6A	0.9700
Cu2—O1	1.906 (4)	C7—C8	1.510 (8)
Cu2—N2	1.971 (5)	C7—H7B	0.9700
Cu2—Cl5	2.3917 (17)	C7—H7A	0.9700
Cu2—Cl3	2.4386 (16)	C8—H8B	0.9700
Cu2—Cl4	2.4478 (17)	C8—H8A	0.9700
Cu3—O1	1.910 (4)	O8—C18	1.427 (7)
Cu3—N3	1.983 (5)	O8—H8	0.8200
Cu3—Cl2	2.4011 (16)	C9—C10	1.514 (8)
Cu3—Cl6	2.4124 (16)	C9—H9B	0.9700
Cu3—Cl4	2.4888 (15)	C9—H9A	0.9700
Cu4—O1	1.907 (3)	C10—H10B	0.9700
Cu4—N4	1.985 (5)	C10—H10A	0.9700
Cu4—Cl5	2.3788 (16)	C11—C12	1.519 (7)
Cu4—Cl6	2.3962 (17)	C11—H11B	0.9700
Cu4—Cl1	2.4312 (16)	C11—H11A	0.9700
N1—C1	1.486 (7)	C12—H12B	0.9700
N1—C3	1.488 (7)	C12—H12A	0.9700
N1—H1	0.84 (3)	C13—C14	1.535 (8)
C1—C2	1.511 (7)	C13—H13B	0.9700
C1—H1B	0.9700	C13—H13A	0.9700
C1—H1A	0.9700	C14—H14B	0.9700
O2—C4	1.427 (7)	C14—H14A	0.9700
O2—C2	1.437 (6)	C15—C16	1.540 (8)
N2—C5	1.499 (7)	C15—H15B	0.9700
N2—C7	1.500 (6)	C15—H15A	0.9700
N2—H2	0.84 (3)	C16—H16B	0.9700
C2—H2B	0.9700	C16—H16A	0.9700
C2—H2A	0.9700	C18—H18C	0.9600
N3—C11	1.490 (6)	C18—H18B	0.9600
N3—C9	1.494 (7)	C18—H18A	0.9600
N3—H3	0.84 (3)	C17—O6	1.55 (4)
O3—C6	1.410 (7)	C17—H17A	0.9600
O3—C8	1.425 (7)	C17—H17B	0.9600
C3—C4	1.520 (7)	C17—H17C	0.9600
C3—H3B	0.9700	O6—H6C	0.8200
C3—H3A	0.9700	C17A—O7	1.72 (6)
N4—C13	1.479 (8)	C17A—H17D	0.9600
N4—C15	1.485 (7)	C17A—H17E	0.9600
N4—H4	0.84 (3)	C17A—H17F	0.9600
O4—C12	1.429 (6)	O7—H7C	0.8200
O4—C10	1.430 (6)
O1—Cu1—N1	179.09 (17)	O1—Cu4—Cu2	36.08 (11)
O1—Cu1—Cl3	85.30 (11)	N4—Cu4—Cu2	143.64 (15)
N1—Cu1—Cl3	93.84 (14)	Cl5—Cu4—Cu2	49.94 (4)
O1—Cu1—Cl1	85.71 (11)	Cl6—Cu4—Cu2	103.27 (4)
N1—Cu1—Cl1	95.05 (14)	Cl1—Cu4—Cu2	106.43 (4)
Cl3—Cu1—Cl1	125.72 (6)	O1—Cu4—Cu1	35.59 (10)
O1—Cu1—Cl2	85.30 (12)	N4—Cu4—Cu1	143.93 (15)
N1—Cu1—Cl2	94.80 (15)	Cl5—Cu4—Cu1	100.78 (4)
Cl3—Cu1—Cl2	116.21 (6)	Cl6—Cu4—Cu1	102.56 (5)
Cl1—Cu1—Cl2	116.18 (6)	Cl1—Cu4—Cu1	50.18 (4)
O1—Cu1—Cu3	35.75 (11)	Cu2—Cu4—Cu1	60.67 (3)
N1—Cu1—Cu3	144.42 (15)	Cu2—Cl4—Cu3	79.67 (5)
Cl3—Cu1—Cu3	103.64 (4)	C13—N4—C15	109.9 (5)
Cl1—Cu1—Cu3	99.23 (4)	C13—N4—Cu4	112.9 (4)
Cl2—Cu1—Cu3	49.68 (4)	C15—N4—Cu4	112.7 (4)
O1—Cu1—Cu4	35.61 (10)	C13—N4—H4	105 (4)
N1—Cu1—Cu4	145.08 (14)	C15—N4—H4	106 (4)
Cl3—Cu1—Cu4	102.60 (4)	Cu4—N4—H4	110 (4)
Cl1—Cu1—Cu4	50.43 (4)	C12—O4—C10	108.9 (4)
Cl2—Cu1—Cu4	104.84 (5)	O2—C4—C3	111.4 (5)
Cu3—Cu1—Cu4	60.45 (3)	O2—C4—H4B	109.4
Cu1—Cl1—Cu4	79.40 (5)	C3—C4—H4B	109.4
Cu1—O1—Cu2	109.96 (17)	O2—C4—H4A	109.4
Cu1—O1—Cu4	108.80 (16)	C3—C4—H4A	109.4
Cu2—O1—Cu4	107.83 (18)	H4B—C4—H4A	108.0
Cu1—O1—Cu3	108.59 (18)	Cu4—Cl5—Cu2	80.48 (5)
Cu2—O1—Cu3	111.93 (17)	C14—O5—C16	109.0 (5)
Cu4—O1—Cu3	109.68 (17)	N2—C5—C6	111.1 (5)
C1—N1—C3	109.3 (4)	N2—C5—H5B	109.4
C1—N1—Cu1	113.4 (3)	C6—C5—H5B	109.4
C3—N1—Cu1	114.2 (3)	N2—C5—H5A	109.4
C1—N1—H1	112 (4)	C6—C5—H5A	109.4
C3—N1—H1	104 (4)	H5B—C5—H5A	108.0
Cu1—N1—H1	103 (4)	Cu4—Cl6—Cu3	80.92 (5)
N1—C1—C2	113.0 (5)	O3—C6—C5	111.9 (5)
N1—C1—H1B	109.0	O3—C6—H6B	109.2
C2—C1—H1B	109.0	C5—C6—H6B	109.2
N1—C1—H1A	109.0	O3—C6—H6A	109.2
C2—C1—H1A	109.0	C5—C6—H6A	109.2
H1B—C1—H1A	107.8	H6B—C6—H6A	107.9
O1—Cu2—N2	179.25 (17)	N2—C7—C8	110.7 (5)
O1—Cu2—Cl5	85.55 (11)	N2—C7—H7B	109.5
N2—Cu2—Cl5	94.16 (15)	C8—C7—H7B	109.5
O1—Cu2—Cl3	84.66 (11)	N2—C7—H7A	109.5
N2—Cu2—Cl3	96.09 (14)	C8—C7—H7A	109.5
Cl5—Cu2—Cl3	115.09 (6)	H7B—C7—H7A	108.1
O1—Cu2—Cl4	84.81 (11)	O3—C8—C7	111.6 (5)
N2—Cu2—Cl4	94.80 (14)	O3—C8—H8B	109.3
Cl5—Cu2—Cl4	124.70 (6)	C7—C8—H8B	109.3
Cl3—Cu2—Cl4	117.96 (6)	O3—C8—H8A	109.3
O1—Cu2—Cu4	36.09 (10)	C7—C8—H8A	109.3
N2—Cu2—Cu4	143.56 (14)	H8B—C8—H8A	108.0
Cl5—Cu2—Cu4	49.58 (4)	C18—O8—H8	109.5
Cl3—Cu2—Cu4	102.58 (4)	N3—C9—C10	111.6 (5)
Cl4—Cu2—Cu4	103.37 (4)	N3—C9—H9B	109.3
O1—Cu2—Cu3	34.07 (10)	C10—C9—H9B	109.3
N2—Cu2—Cu3	145.52 (14)	N3—C9—H9A	109.3
Cl5—Cu2—Cu3	104.81 (4)	C10—C9—H9A	109.3
Cl3—Cu2—Cu3	101.29 (5)	H9B—C9—H9A	108.0
Cl4—Cu2—Cu3	50.74 (4)	O4—C10—C9	111.9 (5)
Cu4—Cu2—Cu3	59.95 (2)	O4—C10—H10B	109.2
Cu3—Cl2—Cu1	79.70 (5)	C9—C10—H10B	109.2
C4—O2—C2	110.8 (4)	O4—C10—H10A	109.2
C5—N2—C7	107.9 (5)	C9—C10—H10A	109.2
C5—N2—Cu2	115.4 (3)	H10B—C10—H10A	107.9
C7—N2—Cu2	113.3 (3)	N3—C11—C12	112.2 (5)
C5—N2—H2	104 (4)	N3—C11—H11B	109.2
C7—N2—H2	110 (4)	C12—C11—H11B	109.2
Cu2—N2—H2	106 (4)	N3—C11—H11A	109.2
O2—C2—C1	111.1 (4)	C12—C11—H11A	109.2
O2—C2—H2B	109.4	H11B—C11—H11A	107.9
C1—C2—H2B	109.4	O4—C12—C11	111.0 (5)
O2—C2—H2A	109.4	O4—C12—H12B	109.4
C1—C2—H2A	109.4	C11—C12—H12B	109.4
H2B—C2—H2A	108.0	O4—C12—H12A	109.4
O1—Cu3—N3	178.62 (17)	C11—C12—H12A	109.4
O1—Cu3—Cl2	86.15 (11)	H12B—C12—H12A	108.0
N3—Cu3—Cl2	92.75 (14)	N4—C13—C14	111.1 (5)
O1—Cu3—Cl6	84.43 (11)	N4—C13—H13B	109.4
N3—Cu3—Cl6	95.50 (14)	C14—C13—H13B	109.4
Cl2—Cu3—Cl6	123.83 (6)	N4—C13—H13A	109.4
O1—Cu3—Cl4	83.60 (11)	C14—C13—H13A	109.4
N3—Cu3—Cl4	97.65 (13)	H13B—C13—H13A	108.0
Cl2—Cu3—Cl4	115.83 (6)	O5—C14—C13	111.7 (5)
Cl6—Cu3—Cl4	117.85 (6)	O5—C14—H14B	109.3
O1—Cu3—Cu1	35.66 (10)	C13—C14—H14B	109.3
N3—Cu3—Cu1	143.16 (13)	O5—C14—H14A	109.3
Cl2—Cu3—Cu1	50.61 (4)	C13—C14—H14A	109.3
Cl6—Cu3—Cu1	102.22 (5)	H14B—C14—H14A	107.9
Cl4—Cu3—Cu1	102.02 (4)	N4—C15—C16	111.0 (5)
O1—Cu3—Cu2	34.00 (10)	N4—C15—H15B	109.4
N3—Cu3—Cu2	147.24 (13)	C16—C15—H15B	109.4
Cl2—Cu3—Cu2	101.43 (5)	N4—C15—H15A	109.4
Cl6—Cu3—Cu2	100.61 (4)	C16—C15—H15A	109.4
Cl4—Cu3—Cu2	49.60 (4)	H15B—C15—H15A	108.0
Cu1—Cu3—Cu2	59.82 (2)	O5—C16—C15	110.6 (5)
Cu1—Cl3—Cu2	80.05 (5)	O5—C16—H16B	109.5
C11—N3—C9	109.6 (4)	C15—C16—H16B	109.5
C11—N3—Cu3	113.6 (3)	O5—C16—H16A	109.5
C9—N3—Cu3	115.6 (4)	C15—C16—H16A	109.5
C11—N3—H3	105 (4)	H16B—C16—H16A	108.1
C9—N3—H3	112 (4)	O8—C18—H18C	109.5
Cu3—N3—H3	100 (4)	O8—C18—H18B	109.5
C6—O3—C8	109.9 (5)	H18C—C18—H18B	109.5
N1—C3—C4	111.0 (5)	O8—C18—H18A	109.5
N1—C3—H3B	109.4	H18C—C18—H18A	109.5
C4—C3—H3B	109.4	H18B—C18—H18A	109.5
N1—C3—H3A	109.4	O6—C17—H17A	109.5
C4—C3—H3A	109.4	O6—C17—H17B	109.5
H3B—C3—H3A	108.0	H17A—C17—H17B	109.5
O1—Cu4—N4	179.2 (2)	O6—C17—H17C	109.5
O1—Cu4—Cl5	85.90 (12)	H17A—C17—H17C	109.5
N4—Cu4—Cl5	93.77 (15)	H17B—C17—H17C	109.5
O1—Cu4—Cl6	84.94 (11)	O7—C17A—H17D	109.5
N4—Cu4—Cl6	95.81 (16)	O7—C17A—H17E	109.5
Cl5—Cu4—Cl6	124.39 (6)	H17D—C17A—H17E	109.5
O1—Cu4—Cl1	85.44 (11)	O7—C17A—H17F	109.5
N4—Cu4—Cl1	94.15 (15)	H17D—C17A—H17F	109.5
Cl5—Cu4—Cl1	121.41 (6)	H17E—C17A—H17F	109.5
Cl6—Cu4—Cl1	112.31 (6)	C17A—O7—H7C	109.5
O1—Cu1—Cl1—Cu4	5.31 (12)	Cl2—Cu3—N3—C11	66.2 (3)
N1—Cu1—Cl1—Cu4	−174.19 (15)	Cl6—Cu3—N3—C11	−169.4 (3)
Cl3—Cu1—Cl1—Cu4	−75.77 (7)	Cl4—Cu3—N3—C11	−50.3 (4)
Cl2—Cu1—Cl1—Cu4	87.93 (6)	Cu1—Cu3—N3—C11	71.7 (4)
Cu3—Cu1—Cl1—Cu4	38.51 (4)	Cu2—Cu3—N3—C11	−49.9 (5)
N1—Cu1—O1—Cu2	22 (12)	O1—Cu3—N3—C9	−129 (7)
Cl3—Cu1—O1—Cu2	1.49 (15)	Cl2—Cu3—N3—C9	−165.9 (4)
Cl1—Cu1—O1—Cu2	−124.93 (16)	Cl6—Cu3—N3—C9	−41.5 (4)
Cl2—Cu1—O1—Cu2	118.32 (16)	Cl4—Cu3—N3—C9	77.6 (4)
Cu3—Cu1—O1—Cu2	122.8 (2)	Cu1—Cu3—N3—C9	−160.4 (3)
Cu4—Cu1—O1—Cu2	−117.9 (3)	Cu2—Cu3—N3—C9	77.9 (4)
N1—Cu1—O1—Cu4	140 (12)	C1—N1—C3—C4	52.6 (6)
Cl3—Cu1—O1—Cu4	119.39 (17)	Cu1—N1—C3—C4	−179.1 (4)
Cl1—Cu1—O1—Cu4	−7.03 (15)	Cu1—O1—Cu4—N4	−51 (14)
Cl2—Cu1—O1—Cu4	−123.79 (16)	Cu2—O1—Cu4—N4	68 (14)
Cu3—Cu1—O1—Cu4	−119.3 (3)	Cu3—O1—Cu4—N4	−170 (64)
N1—Cu1—O1—Cu3	−101 (12)	Cu1—O1—Cu4—Cl5	−114.99 (16)
Cl3—Cu1—O1—Cu3	−121.28 (15)	Cu2—O1—Cu4—Cl5	4.25 (14)
Cl1—Cu1—O1—Cu3	112.30 (15)	Cu3—O1—Cu4—Cl5	126.36 (16)
Cl2—Cu1—O1—Cu3	−4.45 (14)	Cu1—O1—Cu4—Cl6	119.92 (17)
Cu4—Cu1—O1—Cu3	119.3 (3)	Cu2—O1—Cu4—Cl6	−120.84 (15)
O1—Cu1—N1—C1	−79 (12)	Cu3—O1—Cu4—Cl6	1.28 (14)
Cl3—Cu1—N1—C1	−59.1 (4)	Cu1—O1—Cu4—Cl1	7.01 (15)
Cl1—Cu1—N1—C1	67.3 (3)	Cu2—O1—Cu4—Cl1	126.25 (15)
Cl2—Cu1—N1—C1	−175.8 (3)	Cu3—O1—Cu4—Cl1	−111.64 (16)
Cu3—Cu1—N1—C1	−179.1 (2)	Cu1—O1—Cu4—Cu2	−119.2 (3)
Cu4—Cu1—N1—C1	59.5 (5)	Cu3—O1—Cu4—Cu2	122.1 (2)
O1—Cu1—N1—C3	154 (12)	Cu2—O1—Cu4—Cu1	119.2 (3)
Cl3—Cu1—N1—C3	174.7 (4)	Cu3—O1—Cu4—Cu1	−118.6 (3)
Cl1—Cu1—N1—C3	−58.9 (4)	Cu1—Cl1—Cu4—O1	−5.31 (11)
Cl2—Cu1—N1—C3	58.0 (4)	Cu1—Cl1—Cu4—N4	174.05 (16)
Cu3—Cu1—N1—C3	54.7 (5)	Cu1—Cl1—Cu4—Cl5	77.07 (7)
Cu4—Cu1—N1—C3	−66.7 (5)	Cu1—Cl1—Cu4—Cl6	−87.93 (5)
C3—N1—C1—C2	−51.8 (6)	Cu1—Cl1—Cu4—Cu2	24.37 (5)
Cu1—N1—C1—C2	179.4 (3)	N2—Cu2—Cu4—O1	−178.9 (3)
Cu1—O1—Cu2—N2	−179 (100)	Cl5—Cu2—Cu4—O1	174.46 (18)
Cu4—O1—Cu2—N2	63 (14)	Cl3—Cu2—Cu4—O1	62.09 (18)
Cu3—O1—Cu2—N2	−58 (14)	Cl4—Cu2—Cu4—O1	−61.05 (17)
Cu1—O1—Cu2—Cl5	114.27 (16)	Cu3—Cu2—Cu4—O1	−33.81 (17)
Cu4—O1—Cu2—Cl5	−4.22 (14)	O1—Cu2—Cu4—N4	−178.8 (3)
Cu3—O1—Cu2—Cl5	−124.95 (16)	N2—Cu2—Cu4—N4	2.3 (3)
Cu1—O1—Cu2—Cl3	−1.48 (14)	Cl5—Cu2—Cu4—N4	−4.3 (3)
Cu4—O1—Cu2—Cl3	−119.97 (15)	Cl3—Cu2—Cu4—N4	−116.7 (3)
Cu3—O1—Cu2—Cl3	119.30 (16)	Cl4—Cu2—Cu4—N4	120.1 (3)
Cu1—O1—Cu2—Cl4	−120.25 (16)	Cu3—Cu2—Cu4—N4	147.4 (3)
Cu4—O1—Cu2—Cl4	121.25 (15)	O1—Cu2—Cu4—Cl5	−174.46 (18)
Cu3—O1—Cu2—Cl4	0.53 (14)	N2—Cu2—Cu4—Cl5	6.7 (2)
Cu1—O1—Cu2—Cu4	118.5 (2)	Cl3—Cu2—Cu4—Cl5	−112.37 (7)
Cu3—O1—Cu2—Cu4	−120.7 (2)	Cl4—Cu2—Cu4—Cl5	124.48 (7)
Cu1—O1—Cu2—Cu3	−120.8 (3)	Cu3—Cu2—Cu4—Cl5	151.73 (6)
Cu4—O1—Cu2—Cu3	120.7 (2)	O1—Cu2—Cu4—Cl6	61.48 (17)
O1—Cu1—Cl2—Cu3	3.41 (11)	N2—Cu2—Cu4—Cl6	−117.4 (2)
N1—Cu1—Cl2—Cu3	−177.50 (13)	Cl5—Cu2—Cu4—Cl6	−124.05 (7)
Cl3—Cu1—Cl2—Cu3	85.82 (6)	Cl3—Cu2—Cu4—Cl6	123.58 (6)
Cl1—Cu1—Cl2—Cu3	−79.46 (6)	Cl4—Cu2—Cu4—Cl6	0.43 (6)
Cu4—Cu1—Cl2—Cu3	−26.63 (5)	Cu3—Cu2—Cu4—Cl6	27.68 (4)
O1—Cu2—N2—C5	−128 (14)	O1—Cu2—Cu4—Cl1	−56.95 (18)
Cl5—Cu2—N2—C5	−61.2 (4)	N2—Cu2—Cu4—Cl1	124.2 (2)
Cl3—Cu2—N2—C5	54.6 (4)	Cl5—Cu2—Cu4—Cl1	117.52 (7)
Cl4—Cu2—N2—C5	173.5 (4)	Cl3—Cu2—Cu4—Cl1	5.14 (6)
Cu4—Cu2—N2—C5	−66.2 (5)	Cl4—Cu2—Cu4—Cl1	−118.00 (6)
Cu3—Cu2—N2—C5	174.9 (3)	Cu3—Cu2—Cu4—Cl1	−90.75 (5)
O1—Cu2—N2—C7	−3 (14)	O1—Cu2—Cu4—Cu1	−35.63 (17)
Cl5—Cu2—N2—C7	64.0 (4)	N2—Cu2—Cu4—Cu1	145.5 (2)
Cl3—Cu2—N2—C7	179.8 (4)	Cl5—Cu2—Cu4—Cu1	138.84 (6)
Cl4—Cu2—N2—C7	−61.4 (4)	Cl3—Cu2—Cu4—Cu1	26.47 (5)
Cu4—Cu2—N2—C7	58.9 (5)	Cl4—Cu2—Cu4—Cu1	−96.68 (5)
Cu3—Cu2—N2—C7	−60.0 (5)	Cu3—Cu2—Cu4—Cu1	−69.43 (3)
C4—O2—C2—C1	−57.5 (6)	N1—Cu1—Cu4—O1	−179.0 (3)
N1—C1—C2—O2	54.6 (6)	Cl3—Cu1—Cu4—O1	−62.9 (2)
Cu1—O1—Cu3—N3	−33 (7)	Cl1—Cu1—Cu4—O1	170.9 (2)
Cu2—O1—Cu3—N3	−154 (7)	Cl2—Cu1—Cu4—O1	58.97 (19)
Cu4—O1—Cu3—N3	86 (7)	Cu3—Cu1—Cu4—O1	35.84 (19)
Cu1—O1—Cu3—Cl2	4.51 (14)	O1—Cu1—Cu4—N4	179.0 (3)
Cu2—O1—Cu3—Cl2	−117.07 (16)	N1—Cu1—Cu4—N4	0.0 (4)
Cu4—O1—Cu3—Cl2	123.29 (16)	Cl3—Cu1—Cu4—N4	116.1 (3)
Cu1—O1—Cu3—Cl6	−120.05 (15)	Cl1—Cu1—Cu4—N4	−10.1 (3)
Cu2—O1—Cu3—Cl6	118.37 (16)	Cl2—Cu1—Cu4—N4	−122.0 (3)
Cu4—O1—Cu3—Cl6	−1.27 (14)	Cu3—Cu1—Cu4—N4	−145.2 (3)
Cu1—O1—Cu3—Cl4	121.06 (15)	O1—Cu1—Cu4—Cl5	66.97 (19)
Cu2—O1—Cu3—Cl4	−0.52 (14)	N1—Cu1—Cu4—Cl5	−112.0 (3)
Cu4—O1—Cu3—Cl4	−120.16 (16)	Cl3—Cu1—Cu4—Cl5	4.12 (6)
Cu2—O1—Cu3—Cu1	−121.6 (2)	Cl1—Cu1—Cu4—Cl5	−122.14 (7)
Cu4—O1—Cu3—Cu1	118.8 (2)	Cl2—Cu1—Cu4—Cl5	125.94 (6)
Cu1—O1—Cu3—Cu2	121.6 (2)	Cu3—Cu1—Cu4—Cl5	102.81 (5)
Cu4—O1—Cu3—Cu2	−119.6 (3)	O1—Cu1—Cu4—Cl6	−62.19 (19)
Cu1—Cl2—Cu3—O1	−3.40 (11)	N1—Cu1—Cu4—Cl6	118.8 (3)
Cu1—Cl2—Cu3—N3	175.76 (13)	Cl3—Cu1—Cu4—Cl6	−125.04 (6)
Cu1—Cl2—Cu3—Cl6	77.27 (7)	Cl1—Cu1—Cu4—Cl6	108.70 (6)
Cu1—Cl2—Cu3—Cl4	−84.38 (6)	Cl2—Cu1—Cu4—Cl6	−3.22 (6)
Cu1—Cl2—Cu3—Cu2	−33.93 (5)	Cu3—Cu1—Cu4—Cl6	−26.35 (4)
N1—Cu1—Cu3—O1	178.5 (3)	O1—Cu1—Cu4—Cl1	−170.9 (2)
Cl3—Cu1—Cu3—O1	61.22 (18)	N1—Cu1—Cu4—Cl1	10.1 (3)
Cl1—Cu1—Cu3—O1	−69.18 (18)	Cl3—Cu1—Cu4—Cl1	126.26 (7)
Cl2—Cu1—Cu3—O1	174.18 (18)	Cl2—Cu1—Cu4—Cl1	−111.92 (7)
Cu4—Cu1—Cu3—O1	−35.70 (17)	Cu3—Cu1—Cu4—Cl1	−135.05 (5)
O1—Cu1—Cu3—N3	178.8 (3)	O1—Cu1—Cu4—Cu2	36.12 (19)
N1—Cu1—Cu3—N3	−2.8 (3)	N1—Cu1—Cu4—Cu2	−142.8 (2)
Cl3—Cu1—Cu3—N3	−120.0 (2)	Cl3—Cu1—Cu4—Cu2	−26.74 (4)
Cl1—Cu1—Cu3—N3	109.6 (2)	Cl1—Cu1—Cu4—Cu2	−153.00 (5)
Cl2—Cu1—Cu3—N3	−7.1 (2)	Cl2—Cu1—Cu4—Cu2	95.09 (5)
Cu4—Cu1—Cu3—N3	143.1 (2)	Cu3—Cu1—Cu4—Cu2	71.95 (3)
O1—Cu1—Cu3—Cl2	−174.18 (18)	O1—Cu2—Cl4—Cu3	−0.38 (10)
N1—Cu1—Cu3—Cl2	4.3 (2)	N2—Cu2—Cl4—Cu3	178.98 (14)
Cl3—Cu1—Cu3—Cl2	−112.96 (7)	Cl5—Cu2—Cl4—Cu3	80.54 (7)
Cl1—Cu1—Cu3—Cl2	116.64 (7)	Cl3—Cu2—Cl4—Cu3	−81.52 (6)
Cu4—Cu1—Cu3—Cl2	150.13 (6)	Cu4—Cu2—Cl4—Cu3	30.79 (4)
O1—Cu1—Cu3—Cl6	61.82 (18)	O1—Cu3—Cl4—Cu2	0.38 (10)
N1—Cu1—Cu3—Cl6	−119.7 (2)	N3—Cu3—Cl4—Cu2	179.77 (14)
Cl3—Cu1—Cu3—Cl6	123.05 (6)	Cl2—Cu3—Cl4—Cu2	82.95 (7)
Cl1—Cu1—Cu3—Cl6	−7.36 (6)	Cl6—Cu3—Cl4—Cu2	−79.84 (6)
Cl2—Cu1—Cu3—Cl6	−124.00 (7)	Cu1—Cu3—Cl4—Cu2	31.09 (4)
Cu4—Cu1—Cu3—Cl6	26.13 (4)	O1—Cu4—N4—C13	−3 (14)
O1—Cu1—Cu3—Cl4	−60.51 (18)	Cl5—Cu4—N4—C13	61.4 (4)
N1—Cu1—Cu3—Cl4	118.0 (2)	Cl6—Cu4—N4—C13	−173.5 (4)
Cl3—Cu1—Cu3—Cl4	0.72 (6)	Cl1—Cu4—N4—C13	−60.5 (4)
Cl1—Cu1—Cu3—Cl4	−129.69 (5)	Cu2—Cu4—N4—C13	64.7 (5)
Cl2—Cu1—Cu3—Cl4	113.67 (7)	Cu1—Cu4—N4—C13	−52.8 (5)
Cu4—Cu1—Cu3—Cl4	−96.20 (5)	O1—Cu4—N4—C15	−128 (14)
O1—Cu1—Cu3—Cu2	−33.44 (17)	Cl5—Cu4—N4—C15	−63.8 (4)
N1—Cu1—Cu3—Cu2	145.0 (2)	Cl6—Cu4—N4—C15	61.3 (4)
Cl3—Cu1—Cu3—Cu2	27.78 (5)	Cl1—Cu4—N4—C15	174.3 (4)
Cl1—Cu1—Cu3—Cu2	−102.63 (4)	Cu2—Cu4—N4—C15	−60.5 (5)
Cl2—Cu1—Cu3—Cu2	140.73 (6)	Cu1—Cu4—N4—C15	−178.0 (3)
Cu4—Cu1—Cu3—Cu2	−69.14 (2)	C2—O2—C4—C3	59.6 (6)
N2—Cu2—Cu3—O1	178.9 (3)	N1—C3—C4—O2	−57.8 (6)
Cl5—Cu2—Cu3—O1	57.70 (18)	O1—Cu4—Cl5—Cu2	−3.26 (11)
Cl3—Cu2—Cu3—O1	−62.30 (18)	N4—Cu4—Cl5—Cu2	177.42 (15)
Cl4—Cu2—Cu3—O1	−179.32 (18)	Cl6—Cu4—Cl5—Cu2	77.75 (7)
Cu4—Cu2—Cu3—O1	35.81 (18)	Cl1—Cu4—Cl5—Cu2	−85.38 (7)
O1—Cu2—Cu3—N3	178.9 (3)	Cu1—Cu4—Cl5—Cu2	−35.74 (5)
N2—Cu2—Cu3—N3	−2.2 (3)	O1—Cu2—Cl5—Cu4	3.27 (11)
Cl5—Cu2—Cu3—N3	−123.4 (2)	N2—Cu2—Cl5—Cu4	−176.04 (14)
Cl3—Cu2—Cu3—N3	116.6 (2)	Cl3—Cu2—Cl5—Cu4	85.24 (6)
Cl4—Cu2—Cu3—N3	−0.4 (2)	Cl4—Cu2—Cl5—Cu4	−77.28 (7)
Cu4—Cu2—Cu3—N3	−145.3 (2)	Cu3—Cu2—Cl5—Cu4	−25.09 (5)
O1—Cu2—Cu3—Cl2	65.01 (18)	C7—N2—C5—C6	53.4 (7)
N2—Cu2—Cu3—Cl2	−116.1 (2)	Cu2—N2—C5—C6	−178.7 (4)
Cl5—Cu2—Cu3—Cl2	122.72 (6)	O1—Cu4—Cl6—Cu3	−0.96 (11)
Cl3—Cu2—Cu3—Cl2	2.71 (6)	N4—Cu4—Cl6—Cu3	178.91 (15)
Cl4—Cu2—Cu3—Cl2	−114.30 (7)	Cl5—Cu4—Cl6—Cu3	−82.48 (7)
Cu4—Cu2—Cu3—Cl2	100.82 (5)	Cl1—Cu4—Cl6—Cu3	82.00 (6)
O1—Cu2—Cu3—Cl6	−62.99 (18)	Cu2—Cu4—Cl6—Cu3	−32.26 (5)
N2—Cu2—Cu3—Cl6	115.9 (2)	Cu1—Cu4—Cl6—Cu3	30.15 (4)
Cl5—Cu2—Cu3—Cl6	−5.29 (6)	O1—Cu3—Cl6—Cu4	0.96 (11)
Cl3—Cu2—Cu3—Cl6	−125.29 (6)	N3—Cu3—Cl6—Cu4	−177.65 (13)
Cl4—Cu2—Cu3—Cl6	117.69 (6)	Cl2—Cu3—Cl6—Cu4	−80.61 (7)
Cu4—Cu2—Cu3—Cl6	−27.19 (4)	Cl4—Cu3—Cl6—Cu4	80.69 (6)
O1—Cu2—Cu3—Cl4	179.32 (18)	Cu1—Cu3—Cl6—Cu4	−30.13 (4)
N2—Cu2—Cu3—Cl4	−1.8 (2)	Cu2—Cu3—Cl6—Cu4	31.00 (4)
Cl5—Cu2—Cu3—Cl4	−122.98 (7)	C8—O3—C6—C5	59.0 (7)
Cl3—Cu2—Cu3—Cl4	117.02 (7)	N2—C5—C6—O3	−57.1 (8)
Cu4—Cu2—Cu3—Cl4	−144.88 (5)	C5—N2—C7—C8	−54.6 (6)
O1—Cu2—Cu3—Cu1	35.07 (18)	Cu2—N2—C7—C8	176.3 (4)
N2—Cu2—Cu3—Cu1	−146.0 (2)	C6—O3—C8—C7	−60.3 (6)
Cl5—Cu2—Cu3—Cu1	92.78 (5)	N2—C7—C8—O3	59.2 (6)
Cl3—Cu2—Cu3—Cu1	−27.23 (4)	C11—N3—C9—C10	−50.0 (6)
Cl4—Cu2—Cu3—Cu1	−144.24 (5)	Cu3—N3—C9—C10	−179.9 (4)
Cu4—Cu2—Cu3—Cu1	70.88 (3)	C12—O4—C10—C9	−61.3 (6)
O1—Cu1—Cl3—Cu2	−1.11 (11)	N3—C9—C10—O4	56.8 (6)
N1—Cu1—Cl3—Cu2	179.20 (14)	C9—N3—C11—C12	50.6 (6)
Cl1—Cu1—Cl3—Cu2	80.17 (7)	Cu3—N3—C11—C12	−178.5 (4)
Cl2—Cu1—Cl3—Cu2	−83.52 (6)	C10—O4—C12—C11	61.0 (6)
Cu3—Cu1—Cl3—Cu2	−32.03 (5)	N3—C11—C12—O4	−57.2 (6)
Cu4—Cu1—Cl3—Cu2	30.21 (5)	C15—N4—C13—C14	−51.3 (6)
O1—Cu2—Cl3—Cu1	1.11 (11)	Cu4—N4—C13—C14	−178.0 (4)
N2—Cu2—Cl3—Cu1	−178.92 (15)	C16—O5—C14—C13	−61.9 (7)
Cl5—Cu2—Cl3—Cu1	−81.42 (6)	N4—C13—C14—O5	57.4 (7)
Cl4—Cu2—Cl3—Cu1	82.34 (6)	C13—N4—C15—C16	52.0 (6)
Cu4—Cu2—Cl3—Cu1	−30.41 (5)	Cu4—N4—C15—C16	178.8 (4)
Cu3—Cu2—Cl3—Cu1	30.99 (5)	C14—O5—C16—C15	62.0 (7)
O1—Cu3—N3—C11	103 (7)	N4—C15—C16—O5	−57.9 (7)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O5i	0.84 (3)	2.22 (3)	3.060 (6)	177 (5)
N2—H2···O6ii	0.84 (3)	2.18 (3)	2.987 (8)	161 (5)
N3—H3···O8iii	0.84 (3)	2.05 (3)	2.871 (6)	167 (5)
N4—H4···O7iv	0.84 (3)	2.30 (3)	3.121 (12)	165 (5)
O7—H7C···O4	0.82	1.92	2.531 (12)	130
O8—H8···O2	0.82	1.91	2.724 (6)	173
O6—H6C···Cl4v	0.82	2.39	3.209 (7)	177

Table 1

Selected bond lengths (Å)

Cu1—O1	1.906 (3)
Cu1—N1	1.981 (5)
Cu1—Cl3	2.4159 (16)
Cu1—Cl1	2.4224 (16)
Cu1—Cl2	2.4339 (17)
Cu2—O1	1.906 (4)
Cu2—N2	1.971 (5)
Cu2—Cl5	2.3917 (17)
Cu2—Cl3	2.4386 (16)
Cu2—Cl4	2.4478 (17)
Cu3—O1	1.910 (4)
Cu3—N3	1.983 (5)
Cu3—Cl2	2.4011 (16)
Cu3—Cl6	2.4124 (16)
Cu3—Cl4	2.4888 (15)
Cu4—O1	1.907 (3)
Cu4—N4	1.985 (5)
Cu4—Cl5	2.3788 (16)
Cu4—Cl6	2.3962 (17)
Cu4—Cl1	2.4312 (16)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O5i	0.84 (3)	2.22 (3)	3.060 (6)	177 (5)
N2—H2⋯O6ii	0.84 (3)	2.18 (3)	2.987 (8)	161 (5)
N3—H3⋯O8iii	0.84 (3)	2.05 (3)	2.871 (6)	167 (5)
N4—H4⋯O7iv	0.84 (3)	2.30 (3)	3.121 (12)	165 (5)
O7—H7C⋯O4	0.82	1.92	2.531 (12)	130
O8—H8⋯O2	0.82	1.91	2.724 (6)	173
O6—H6C⋯Cl4v	0.82	2.39	3.209 (7)	177

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .