Bis(μ-4,4;6,6-bis-(biphenyl-2,2'-diyldi-oxy)-2,2-bis-{2-[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]phen-oxy}cyclo-triphosphazene)di-μ-chlorido-bis-[chlorido-copper(II)].

In the crystal of the title compound, [Cu(2)Cl(4)(C(50)H(32)N(9)O(8)P(3))(2)], the binuclear mol-ecule is located across an inversion center. Each Cu(2+) cation is coordinated by two pyridine N atoms from symmetry-related 4,4;6,6-bis-(biphenyl-2,2'-diyldi-oxy)-2,2-bis-{2-[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]phen-oxy}cyclo-triphosphazene (L) ligands, a pair of bridging Cl(-) anions and a terminal Cl(-) anion, forming a distorted CuCl(3)N(2) square-pyramidal geometry. Weak intra-molecular C-H⋯O and inter-molecular C-H⋯N inter-actions occur in the crystal.

Related literature

For our inter­est in the coordination chemistry of bent organic ligands bridged by five-membered heterocycles such as oxadiazole and n class="Chemical">triazole, see: Dong et al. (2005 ▶, 2007 ▶). For the impact of different types of linkages as well as distinct coord­inating orientations on the structures of various coordin­­ation-driven supra­molecular compounds, see: Zhao et al. (2007 ▶). For bond lengths and angles in related structures, see: Ainscough et al. (2008 ▶); Du et al. (2010 ▶). Zhao et al. (2009 ▶).

Experimental

Crystal data

[Cu2Cl4(C50H32N9O8P3)2]

M = 2228.39

Triclinic,

a = 10.554 (5) Å

b = 14.486 (7) Å

c = 15.551 (8) Å

α = 85.401 (7)°

β = 81.984 (7)°

γ = 89.844 (7)°

V = 2347 (2) Å3

Z = 1

Mo Kα radiation

μ = 0.75 mm−1

T = 298 K

0.35 × 0.30 × 0.08 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.779, T max = 0.942

12440 measured reflections

8593 independent reflections

6217 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.056

wR(F 2) = 0.139

S = 1.02

8593 reflections

658 parameters

H-atom parameters constrained

Δρmax = 0.51 e Å−3

Δρmin = −0.48 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812016285/xu5503sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812016285/xu5503Isup2.hkl

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

[Cu2Cl4(C50H32N9O8P3)2]	Z = 1
Mr = 2228.39	F(000) = 1134
Triclinic, P1	Dx = 1.577 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.554 (5) Å	Cell parameters from 2838 reflections
b = 14.486 (7) Å	θ = 2.2–24.7°
c = 15.551 (8) Å	µ = 0.75 mm−1
α = 85.401 (7)°	T = 298 K
β = 81.984 (7)°	Block, green
γ = 89.844 (7)°	0.35 × 0.30 × 0.08 mm
V = 2347 (2) Å3

Bruker SMART 1000 CCD area-detector diffractometer	8593 independent reflections
Radiation source: fine-focus sealed tube	6217 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 25.5°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −12→12
Tmin = 0.779, Tmax = 0.942	k = −17→13
12440 measured reflections	l = −18→18

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)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.139	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0629P)2 + 0.7991P] where P = (Fo2 + 2Fc2)/3
8593 reflections	(Δ/σ)max = 0.001
658 parameters	Δρmax = 0.51 e Å−3
0 restraints	Δρmin = −0.48 e Å−3

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
C1	0.0712 (4)	−0.0313 (3)	0.2710 (3)	0.0457 (11)
H1	0.0268	−0.0868	0.2868	0.055*
C2	0.1569 (4)	−0.0249 (3)	0.1965 (3)	0.0453 (10)
H2	0.1706	−0.0753	0.1629	0.054*
C3	0.2228 (4)	0.0568 (3)	0.1715 (3)	0.0374 (9)
C4	0.2035 (4)	0.1283 (3)	0.2261 (3)	0.0465 (11)
H4	0.2500	0.1833	0.2130	0.056*
C5	0.1149 (4)	0.1168 (3)	0.2994 (3)	0.0478 (11)
H5	0.1009	0.1658	0.3347	0.057*
C6	0.3034 (4)	0.0679 (3)	0.0879 (3)	0.0374 (9)
C7	0.4205 (4)	0.1374 (3)	−0.0201 (2)	0.0362 (9)
C8	0.4932 (4)	0.2111 (3)	−0.0736 (2)	0.0341 (9)
C9	0.5458 (4)	0.1951 (3)	−0.1588 (3)	0.0462 (11)
H9	0.5371	0.1369	−0.1787	0.055*
C10	0.6096 (4)	0.2634 (3)	−0.2131 (3)	0.0518 (12)
H10	0.6462	0.2505	−0.2687	0.062*
C11	0.6206 (4)	0.3511 (3)	−0.1870 (3)	0.0467 (11)
H11	0.6610	0.3979	−0.2254	0.056*
C12	0.5710 (4)	0.3691 (3)	−0.1029 (3)	0.0379 (9)
H12	0.5781	0.4281	−0.0845	0.045*
C13	0.5108 (3)	0.2990 (3)	−0.0465 (2)	0.0317 (9)
C14	0.7375 (3)	0.1807 (2)	0.0721 (2)	0.0295 (8)
C15	0.8049 (4)	0.2253 (3)	−0.0015 (3)	0.0372 (9)
H15	0.7672	0.2738	−0.0314	0.045*
C16	0.9278 (4)	0.1988 (3)	−0.0314 (3)	0.0448 (10)
H16	0.9738	0.2301	−0.0804	0.054*
C17	0.9821 (4)	0.1253 (3)	0.0120 (3)	0.0453 (11)
H17	1.0648	0.1068	−0.0077	0.054*
C18	0.9139 (4)	0.0801 (3)	0.0839 (3)	0.0421 (10)
H18	0.9515	0.0308	0.1128	0.051*
C19	0.7891 (4)	0.1055 (3)	0.1157 (2)	0.0340 (9)
C20	0.7238 (4)	0.0482 (3)	0.1890 (3)	0.0357 (9)
C21	0.5882 (4)	−0.0021 (3)	0.2956 (3)	0.0413 (10)
C22	0.4747 (4)	−0.0044 (3)	0.3607 (3)	0.0408 (10)
C23	0.4200 (5)	−0.0890 (3)	0.3937 (3)	0.0535 (12)
H23	0.4551	−0.1438	0.3742	0.064*
C24	0.3138 (4)	−0.0910 (3)	0.4553 (3)	0.0530 (12)
H24	0.2772	−0.1483	0.4759	0.064*
C25	0.3143 (4)	0.0655 (3)	0.4566 (3)	0.0544 (12)
H25	0.2792	0.1191	0.4788	0.065*
C26	0.4198 (4)	0.0741 (3)	0.3937 (3)	0.0536 (12)
H26	0.4539	0.1323	0.3737	0.064*
C27	0.9432 (3)	0.4069 (2)	0.1586 (2)	0.0302 (8)
C28	1.0052 (4)	0.3287 (3)	0.1306 (3)	0.0423 (10)
H28	0.9665	0.2707	0.1433	0.051*
C29	1.1253 (4)	0.3382 (3)	0.0836 (3)	0.0521 (12)
H29	1.1684	0.2860	0.0641	0.062*
C30	1.1819 (4)	0.4234 (3)	0.0652 (3)	0.0525 (12)
H30	1.2630	0.4289	0.0329	0.063*
C31	1.1200 (4)	0.5013 (3)	0.0940 (3)	0.0440 (10)
H31	1.1596	0.5590	0.0809	0.053*
C32	0.9980 (3)	0.4944 (3)	0.1429 (2)	0.0330 (9)
C33	0.9357 (3)	0.5754 (2)	0.1815 (2)	0.0317 (8)
C34	1.0032 (4)	0.6362 (3)	0.2232 (3)	0.0449 (10)
H34	1.0895	0.6258	0.2264	0.054*
C35	0.9449 (5)	0.7115 (3)	0.2601 (3)	0.0538 (12)
H35	0.9917	0.7507	0.2886	0.065*
C36	0.8176 (5)	0.7291 (3)	0.2551 (3)	0.0557 (13)
H36	0.7788	0.7804	0.2796	0.067*
C37	0.7478 (4)	0.6702 (3)	0.2135 (3)	0.0436 (10)
H37	0.6624	0.6821	0.2086	0.052*
C38	0.8072 (3)	0.5931 (2)	0.1793 (2)	0.0314 (8)
C39	0.4887 (4)	0.3345 (2)	0.4399 (2)	0.0332 (9)
C40	0.6046 (4)	0.3320 (3)	0.4705 (3)	0.0419 (10)
H40	0.6766	0.3081	0.4386	0.050*
C41	0.6109 (4)	0.3662 (3)	0.5505 (3)	0.0494 (11)
H41	0.6879	0.3650	0.5732	0.059*
C42	0.5037 (4)	0.4021 (3)	0.5964 (3)	0.0478 (11)
H42	0.5083	0.4244	0.6504	0.057*
C43	0.3902 (4)	0.4050 (3)	0.5632 (3)	0.0440 (10)
H43	0.3188	0.4302	0.5948	0.053*
C44	0.3791 (4)	0.3712 (3)	0.4831 (2)	0.0356 (9)
C45	0.2570 (4)	0.3736 (3)	0.4468 (3)	0.0378 (9)
C46	0.1428 (4)	0.3526 (4)	0.4998 (3)	0.0613 (13)
H46	0.1432	0.3374	0.5590	0.074*
C47	0.0272 (5)	0.3538 (4)	0.4663 (4)	0.0782 (17)
H47	−0.0488	0.3409	0.5033	0.094*
C48	0.0249 (4)	0.3740 (4)	0.3794 (4)	0.0704 (15)
H48	−0.0522	0.3729	0.3570	0.084*
C49	0.1367 (4)	0.3958 (3)	0.3248 (3)	0.0502 (11)
H49	0.1359	0.4100	0.2655	0.060*
C50	0.2493 (3)	0.3961 (3)	0.3593 (3)	0.0341 (9)
Cl1	−0.18724 (11)	0.15324 (8)	0.35268 (7)	0.0535 (3)
Cl2	−0.02705 (10)	−0.11280 (7)	0.46697 (7)	0.0485 (3)
Cu1	−0.10057 (5)	0.02987 (3)	0.42097 (3)	0.04299 (16)
N1	0.4580 (3)	0.3014 (2)	0.2006 (2)	0.0334 (7)
N2	0.6647 (3)	0.3800 (2)	0.09859 (19)	0.0323 (7)
N3	0.5960 (3)	0.4339 (2)	0.2594 (2)	0.0349 (8)
N4	0.7652 (3)	−0.0316 (2)	0.2173 (3)	0.0536 (10)
N5	0.6752 (4)	−0.0637 (2)	0.2876 (3)	0.0573 (10)
N6	0.3977 (4)	0.0552 (3)	−0.0424 (3)	0.0599 (11)
N7	0.3211 (4)	0.0102 (3)	0.0285 (3)	0.0599 (11)
N8	0.2597 (3)	−0.0152 (2)	0.4874 (2)	0.0429 (8)
N9	0.0475 (3)	0.0384 (2)	0.3230 (2)	0.0422 (8)
O1	0.8252 (2)	0.39650 (16)	0.21153 (16)	0.0315 (6)
O2	0.7351 (2)	0.53487 (16)	0.13627 (16)	0.0332 (6)
O3	0.4819 (2)	0.29617 (16)	0.35980 (16)	0.0348 (6)
O4	0.3585 (2)	0.42701 (16)	0.30209 (16)	0.0328 (6)
O5	0.6110 (2)	0.20458 (16)	0.10054 (16)	0.0322 (6)
O6	0.4665 (2)	0.31792 (16)	0.03865 (16)	0.0306 (6)
O7	0.6120 (2)	0.07148 (17)	0.23493 (17)	0.0354 (6)
O8	0.3621 (2)	0.15034 (17)	0.06086 (16)	0.0357 (6)
P1	0.55400 (9)	0.30498 (6)	0.11381 (6)	0.0272 (2)
P2	0.69841 (9)	0.43337 (6)	0.17686 (6)	0.0290 (2)
P3	0.47897 (9)	0.36458 (6)	0.27569 (6)	0.0295 (2)

	U11	U22	U33	U12	U13	U23
C1	0.051 (3)	0.031 (2)	0.052 (3)	−0.0080 (19)	0.000 (2)	0.0047 (19)
C2	0.051 (3)	0.037 (2)	0.047 (3)	−0.005 (2)	0.001 (2)	−0.0062 (19)
C3	0.032 (2)	0.039 (2)	0.040 (2)	−0.0045 (17)	−0.0041 (19)	0.0002 (18)
C4	0.051 (3)	0.041 (2)	0.045 (3)	−0.018 (2)	0.001 (2)	−0.002 (2)
C5	0.052 (3)	0.038 (2)	0.051 (3)	−0.008 (2)	0.002 (2)	−0.009 (2)
C6	0.036 (2)	0.036 (2)	0.041 (2)	−0.0054 (18)	−0.0062 (19)	−0.0015 (18)
C7	0.035 (2)	0.043 (2)	0.031 (2)	−0.0004 (18)	−0.0019 (18)	−0.0093 (18)
C8	0.034 (2)	0.039 (2)	0.031 (2)	0.0005 (17)	−0.0085 (18)	−0.0037 (17)
C9	0.051 (3)	0.054 (3)	0.036 (3)	0.000 (2)	−0.007 (2)	−0.012 (2)
C10	0.049 (3)	0.072 (3)	0.031 (3)	−0.003 (2)	0.002 (2)	−0.003 (2)
C11	0.039 (2)	0.059 (3)	0.039 (3)	−0.009 (2)	−0.008 (2)	0.013 (2)
C12	0.037 (2)	0.041 (2)	0.037 (2)	−0.0014 (18)	−0.0115 (19)	0.0049 (18)
C13	0.0245 (19)	0.044 (2)	0.027 (2)	0.0016 (17)	−0.0081 (16)	0.0002 (17)
C14	0.029 (2)	0.030 (2)	0.031 (2)	0.0004 (16)	−0.0055 (17)	−0.0085 (16)
C15	0.039 (2)	0.038 (2)	0.035 (2)	0.0017 (18)	−0.0056 (19)	−0.0047 (18)
C16	0.047 (3)	0.046 (3)	0.039 (2)	−0.002 (2)	0.009 (2)	−0.010 (2)
C17	0.035 (2)	0.048 (3)	0.050 (3)	0.007 (2)	0.006 (2)	−0.009 (2)
C18	0.040 (2)	0.035 (2)	0.050 (3)	0.0127 (19)	−0.004 (2)	−0.0047 (19)
C19	0.035 (2)	0.033 (2)	0.034 (2)	0.0050 (17)	−0.0053 (18)	−0.0079 (17)
C20	0.031 (2)	0.034 (2)	0.043 (2)	0.0031 (17)	−0.0073 (19)	−0.0045 (18)
C21	0.043 (2)	0.035 (2)	0.045 (3)	−0.0003 (19)	−0.003 (2)	0.0003 (19)
C22	0.043 (2)	0.036 (2)	0.042 (3)	−0.0013 (19)	−0.004 (2)	0.0021 (18)
C23	0.065 (3)	0.034 (2)	0.057 (3)	0.001 (2)	0.005 (3)	0.000 (2)
C24	0.062 (3)	0.035 (2)	0.057 (3)	−0.005 (2)	0.009 (2)	0.002 (2)
C25	0.053 (3)	0.030 (2)	0.075 (4)	0.000 (2)	0.010 (3)	−0.004 (2)
C26	0.050 (3)	0.029 (2)	0.075 (3)	−0.006 (2)	0.011 (2)	0.005 (2)
C27	0.028 (2)	0.033 (2)	0.032 (2)	0.0014 (16)	−0.0115 (17)	−0.0037 (16)
C28	0.042 (2)	0.035 (2)	0.053 (3)	0.0091 (19)	−0.015 (2)	−0.013 (2)
C29	0.048 (3)	0.057 (3)	0.055 (3)	0.022 (2)	−0.011 (2)	−0.020 (2)
C30	0.032 (2)	0.075 (3)	0.048 (3)	0.015 (2)	0.005 (2)	−0.002 (2)
C31	0.033 (2)	0.050 (3)	0.047 (3)	0.0009 (19)	−0.004 (2)	0.004 (2)
C32	0.027 (2)	0.035 (2)	0.038 (2)	0.0000 (16)	−0.0070 (17)	−0.0032 (17)
C33	0.030 (2)	0.029 (2)	0.035 (2)	−0.0053 (16)	−0.0026 (17)	0.0024 (16)
C34	0.041 (2)	0.044 (3)	0.050 (3)	−0.013 (2)	−0.010 (2)	0.001 (2)
C35	0.073 (3)	0.035 (2)	0.055 (3)	−0.014 (2)	−0.011 (3)	−0.010 (2)
C36	0.083 (4)	0.029 (2)	0.052 (3)	0.006 (2)	0.002 (3)	−0.007 (2)
C37	0.047 (3)	0.032 (2)	0.050 (3)	0.0112 (19)	−0.004 (2)	−0.0016 (19)
C38	0.037 (2)	0.0268 (19)	0.030 (2)	−0.0067 (16)	−0.0049 (17)	0.0031 (16)
C39	0.042 (2)	0.026 (2)	0.032 (2)	0.0009 (17)	−0.0075 (18)	−0.0056 (16)
C40	0.043 (2)	0.041 (2)	0.042 (3)	0.0095 (19)	−0.010 (2)	−0.0032 (19)
C41	0.055 (3)	0.050 (3)	0.048 (3)	−0.003 (2)	−0.025 (2)	−0.001 (2)
C42	0.069 (3)	0.047 (3)	0.032 (2)	0.000 (2)	−0.019 (2)	−0.0078 (19)
C43	0.056 (3)	0.044 (2)	0.032 (2)	0.005 (2)	−0.003 (2)	−0.0062 (18)
C44	0.043 (2)	0.033 (2)	0.029 (2)	0.0008 (18)	−0.0039 (18)	−0.0014 (16)
C45	0.034 (2)	0.045 (2)	0.033 (2)	−0.0004 (18)	0.0013 (18)	−0.0040 (18)
C46	0.048 (3)	0.090 (4)	0.039 (3)	−0.002 (3)	0.010 (2)	0.010 (2)
C47	0.032 (3)	0.120 (5)	0.074 (4)	−0.003 (3)	0.008 (3)	0.020 (3)
C48	0.033 (3)	0.105 (4)	0.071 (4)	−0.008 (3)	−0.011 (3)	0.009 (3)
C49	0.039 (3)	0.067 (3)	0.045 (3)	−0.002 (2)	−0.010 (2)	0.001 (2)
C50	0.030 (2)	0.035 (2)	0.036 (2)	−0.0014 (17)	−0.0028 (18)	−0.0008 (17)
Cl1	0.0586 (7)	0.0497 (7)	0.0504 (7)	0.0054 (5)	−0.0059 (6)	0.0038 (5)
Cl2	0.0525 (6)	0.0362 (6)	0.0536 (7)	−0.0018 (5)	−0.0003 (5)	0.0037 (5)
Cu1	0.0438 (3)	0.0355 (3)	0.0460 (3)	−0.0034 (2)	0.0028 (2)	0.0034 (2)
N1	0.0297 (17)	0.0375 (18)	0.0327 (18)	−0.0091 (14)	0.0003 (14)	−0.0093 (14)
N2	0.0288 (17)	0.0365 (18)	0.0306 (18)	−0.0071 (14)	0.0017 (14)	−0.0060 (14)
N3	0.0347 (18)	0.0342 (18)	0.0373 (19)	−0.0070 (14)	−0.0036 (15)	−0.0132 (14)
N4	0.051 (2)	0.038 (2)	0.065 (3)	0.0100 (18)	0.008 (2)	0.0075 (18)
N5	0.059 (2)	0.040 (2)	0.064 (3)	0.0108 (19)	0.013 (2)	0.0109 (18)
N6	0.078 (3)	0.049 (2)	0.050 (2)	−0.018 (2)	0.012 (2)	−0.0161 (19)
N7	0.077 (3)	0.048 (2)	0.051 (3)	−0.020 (2)	0.011 (2)	−0.0135 (19)
N8	0.044 (2)	0.0320 (19)	0.049 (2)	−0.0043 (16)	0.0027 (17)	0.0017 (16)
N9	0.043 (2)	0.0317 (19)	0.049 (2)	−0.0015 (15)	0.0023 (17)	−0.0002 (16)
O1	0.0271 (13)	0.0271 (13)	0.0404 (16)	−0.0027 (10)	−0.0078 (12)	0.0023 (11)
O2	0.0288 (14)	0.0320 (14)	0.0402 (16)	−0.0006 (11)	−0.0099 (12)	−0.0021 (11)
O3	0.0455 (16)	0.0297 (14)	0.0301 (15)	0.0030 (12)	−0.0061 (12)	−0.0068 (11)
O4	0.0320 (14)	0.0348 (14)	0.0299 (15)	0.0003 (11)	0.0006 (12)	−0.0006 (11)
O5	0.0244 (13)	0.0305 (14)	0.0415 (16)	0.0024 (11)	−0.0046 (12)	−0.0022 (11)
O6	0.0260 (13)	0.0369 (14)	0.0301 (15)	0.0021 (11)	−0.0057 (11)	−0.0066 (11)
O7	0.0359 (15)	0.0322 (14)	0.0367 (16)	0.0044 (12)	−0.0026 (12)	0.0021 (12)
O8	0.0388 (15)	0.0338 (15)	0.0336 (16)	−0.0073 (12)	−0.0004 (12)	−0.0051 (12)
P1	0.0260 (5)	0.0304 (5)	0.0260 (5)	−0.0018 (4)	−0.0041 (4)	−0.0056 (4)
P2	0.0260 (5)	0.0290 (5)	0.0322 (6)	−0.0027 (4)	−0.0044 (4)	−0.0039 (4)
P3	0.0298 (5)	0.0305 (5)	0.0278 (5)	−0.0019 (4)	−0.0002 (4)	−0.0062 (4)

C1—N9	1.344 (5)	C30—C31	1.377 (6)
C1—C2	1.364 (6)	C30—H30	0.9300
C1—H1	0.9300	C31—C32	1.400 (5)
C2—C3	1.376 (5)	C31—H31	0.9300
C2—H2	0.9300	C32—C33	1.472 (5)
C3—C4	1.387 (5)	C33—C38	1.384 (5)
C3—C6	1.449 (5)	C33—C34	1.389 (5)
C4—C5	1.370 (6)	C34—C35	1.377 (6)
C4—H4	0.9300	C34—H34	0.9300
C5—N9	1.339 (5)	C35—C36	1.378 (6)
C5—H5	0.9300	C35—H35	0.9300
C6—N7	1.289 (5)	C36—C37	1.384 (6)
C6—O8	1.356 (4)	C36—H36	0.9300
C7—N6	1.299 (5)	C37—C38	1.387 (5)
C7—O8	1.349 (4)	C37—H37	0.9300
C7—C8	1.450 (5)	C38—O2	1.405 (4)
C8—C13	1.394 (5)	C39—C40	1.372 (5)
C8—C9	1.401 (5)	C39—C44	1.382 (5)
C9—C10	1.363 (6)	C39—O3	1.414 (4)
C9—H9	0.9300	C40—C41	1.386 (5)
C10—C11	1.375 (6)	C40—H40	0.9300
C10—H10	0.9300	C41—C42	1.375 (6)
C11—C12	1.383 (6)	C41—H41	0.9300
C11—H11	0.9300	C42—C43	1.368 (6)
C12—C13	1.383 (5)	C42—H42	0.9300
C12—H12	0.9300	C43—C44	1.394 (5)
C13—O6	1.390 (4)	C43—H43	0.9300
C14—C15	1.374 (5)	C44—C45	1.477 (5)
C14—C19	1.387 (5)	C45—C46	1.382 (6)
C14—O5	1.399 (4)	C45—C50	1.387 (5)
C15—C16	1.381 (5)	C46—C47	1.391 (7)
C15—H15	0.9300	C46—H46	0.9300
C16—C17	1.380 (6)	C47—C48	1.363 (7)
C16—H16	0.9300	C47—H47	0.9300
C17—C18	1.363 (6)	C48—C49	1.376 (6)
C17—H17	0.9300	C48—H48	0.9300
C18—C19	1.400 (5)	C49—C50	1.371 (5)
C18—H18	0.9300	C49—H49	0.9300
C19—C20	1.448 (5)	C50—O4	1.405 (4)
C20—N4	1.300 (5)	Cl1—Cu1	2.2619 (14)
C20—O7	1.348 (4)	Cl2—Cu1	2.3008 (15)
C21—N5	1.279 (5)	Cl2—Cu1i	2.7006 (15)
C21—O7	1.366 (5)	Cu1—N9	2.021 (3)
C21—C22	1.455 (6)	Cu1—N8i	2.045 (4)
C22—C26	1.378 (5)	Cu1—Cl2i	2.7006 (15)
C22—C23	1.385 (6)	N1—P1	1.568 (3)
C23—C24	1.368 (6)	N1—P3	1.579 (3)
C23—H23	0.9300	N2—P2	1.575 (3)
C24—N8	1.337 (5)	N2—P1	1.578 (3)
C24—H24	0.9300	N3—P2	1.560 (3)
C25—N8	1.329 (5)	N3—P3	1.573 (3)
C25—C26	1.374 (6)	N4—N5	1.395 (5)
C25—H25	0.9300	N6—N7	1.391 (5)
C26—H26	0.9300	N8—Cu1i	2.045 (4)
C27—C28	1.377 (5)	O1—P2	1.587 (2)
C27—C32	1.384 (5)	O2—P2	1.580 (3)
C27—O1	1.395 (4)	O3—P3	1.580 (3)
C28—C29	1.373 (6)	O4—P3	1.584 (3)
C28—H28	0.9300	O5—P1	1.590 (3)
C29—C30	1.365 (6)	O6—P1	1.587 (2)
C29—H29	0.9300
N9—C1—C2	123.5 (4)	C35—C34—H34	119.4
N9—C1—H1	118.2	C33—C34—H34	119.4
C2—C1—H1	118.2	C34—C35—C36	120.4 (4)
C1—C2—C3	119.3 (4)	C34—C35—H35	119.8
C1—C2—H2	120.4	C36—C35—H35	119.8
C3—C2—H2	120.4	C35—C36—C37	119.7 (4)
C2—C3—C4	118.0 (4)	C35—C36—H36	120.2
C2—C3—C6	119.7 (4)	C37—C36—H36	120.2
C4—C3—C6	122.1 (4)	C36—C37—C38	119.0 (4)
C5—C4—C3	119.1 (4)	C36—C37—H37	120.5
C5—C4—H4	120.5	C38—C37—H37	120.5
C3—C4—H4	120.5	C33—C38—C37	122.2 (3)
N9—C5—C4	123.2 (4)	C33—C38—O2	119.6 (3)
N9—C5—H5	118.4	C37—C38—O2	118.0 (3)
C4—C5—H5	118.4	C40—C39—C44	123.8 (4)
N7—C6—O8	111.7 (4)	C40—C39—O3	117.5 (3)
N7—C6—C3	128.3 (4)	C44—C39—O3	118.6 (3)
O8—C6—C3	119.8 (3)	C39—C40—C41	117.9 (4)
N6—C7—O8	111.7 (4)	C39—C40—H40	121.1
N6—C7—C8	126.8 (4)	C41—C40—H40	121.1
O8—C7—C8	121.4 (3)	C42—C41—C40	120.2 (4)
C13—C8—C9	117.2 (4)	C42—C41—H41	119.9
C13—C8—C7	124.0 (4)	C40—C41—H41	119.9
C9—C8—C7	118.8 (4)	C43—C42—C41	120.3 (4)
C10—C9—C8	121.1 (4)	C43—C42—H42	119.8
C10—C9—H9	119.5	C41—C42—H42	119.8
C8—C9—H9	119.5	C42—C43—C44	121.5 (4)
C9—C10—C11	121.0 (4)	C42—C43—H43	119.3
C9—C10—H10	119.5	C44—C43—H43	119.3
C11—C10—H10	119.5	C39—C44—C43	116.2 (4)
C10—C11—C12	119.4 (4)	C39—C44—C45	121.8 (3)
C10—C11—H11	120.3	C43—C44—C45	122.0 (4)
C12—C11—H11	120.3	C46—C45—C50	116.4 (4)
C13—C12—C11	119.7 (4)	C46—C45—C44	120.6 (4)
C13—C12—H12	120.1	C50—C45—C44	123.0 (4)
C11—C12—H12	120.1	C45—C46—C47	121.2 (5)
C12—C13—O6	118.6 (3)	C45—C46—H46	119.4
C12—C13—C8	121.4 (4)	C47—C46—H46	119.4
O6—C13—C8	120.0 (3)	C48—C47—C46	120.3 (5)
C15—C14—C19	120.9 (3)	C48—C47—H47	119.9
C15—C14—O5	120.8 (3)	C46—C47—H47	119.9
C19—C14—O5	118.0 (3)	C47—C48—C49	120.0 (4)
C14—C15—C16	120.6 (4)	C47—C48—H48	120.0
C14—C15—H15	119.7	C49—C48—H48	120.0
C16—C15—H15	119.7	C50—C49—C48	118.8 (4)
C17—C16—C15	119.5 (4)	C50—C49—H49	120.6
C17—C16—H16	120.3	C48—C49—H49	120.6
C15—C16—H16	120.3	C49—C50—C45	123.2 (4)
C18—C17—C16	119.7 (4)	C49—C50—O4	116.3 (4)
C18—C17—H17	120.2	C45—C50—O4	120.3 (3)
C16—C17—H17	120.2	Cu1—Cl2—Cu1i	89.14 (5)
C17—C18—C19	122.1 (4)	N9—Cu1—N8i	174.68 (13)
C17—C18—H18	119.0	N9—Cu1—Cl1	88.10 (10)
C19—C18—H18	119.0	N8i—Cu1—Cl1	90.93 (10)
C14—C19—C18	117.2 (4)	N9—Cu1—Cl2	88.67 (10)
C14—C19—C20	126.0 (3)	N8i—Cu1—Cl2	91.18 (10)
C18—C19—C20	116.8 (3)	Cl1—Cu1—Cl2	167.54 (5)
N4—C20—O7	112.5 (4)	N9—Cu1—Cl2i	94.56 (11)
N4—C20—C19	124.0 (4)	N8i—Cu1—Cl2i	90.77 (10)
O7—C20—C19	123.5 (3)	Cl1—Cu1—Cl2i	101.39 (5)
N5—C21—O7	112.5 (4)	Cl2—Cu1—Cl2i	90.86 (5)
N5—C21—C22	126.9 (4)	P1—N1—P3	120.96 (19)
O7—C21—C22	120.6 (3)	P2—N2—P1	120.2 (2)
C26—C22—C23	117.5 (4)	P2—N3—P3	121.78 (18)
C26—C22—C21	123.2 (4)	C20—N4—N5	105.9 (3)
C23—C22—C21	119.3 (4)	C21—N5—N4	106.6 (3)
C24—C23—C22	119.2 (4)	C7—N6—N7	106.3 (3)
C24—C23—H23	120.4	C6—N7—N6	106.7 (3)
C22—C23—H23	120.4	C25—N8—C24	116.7 (4)
N8—C24—C23	123.6 (4)	C25—N8—Cu1i	124.4 (3)
N8—C24—H24	118.2	C24—N8—Cu1i	118.8 (3)
C23—C24—H24	118.2	C5—N9—C1	116.7 (4)
N8—C25—C26	123.5 (4)	C5—N9—Cu1	122.2 (3)
N8—C25—H25	118.2	C1—N9—Cu1	120.5 (3)
C26—C25—H25	118.2	C27—O1—P2	120.5 (2)
C25—C26—C22	119.4 (4)	C38—O2—P2	120.3 (2)
C25—C26—H26	120.3	C39—O3—P3	118.2 (2)
C22—C26—H26	120.3	C50—O4—P3	124.2 (2)
C28—C27—C32	122.7 (4)	C14—O5—P1	128.2 (2)
C28—C27—O1	118.5 (3)	C13—O6—P1	121.9 (2)
C32—C27—O1	118.5 (3)	C20—O7—C21	102.5 (3)
C29—C28—C27	118.7 (4)	C7—O8—C6	103.6 (3)
C29—C28—H28	120.7	N1—P1—N2	118.73 (16)
C27—C28—H28	120.7	N1—P1—O6	104.80 (15)
C30—C29—C28	120.5 (4)	N2—P1—O6	110.24 (15)
C30—C29—H29	119.7	N1—P1—O5	109.29 (16)
C28—C29—H29	119.7	N2—P1—O5	110.41 (15)
C29—C30—C31	120.5 (4)	O6—P1—O5	101.93 (13)
C29—C30—H30	119.7	N3—P2—N2	117.71 (16)
C31—C30—H30	119.7	N3—P2—O2	111.60 (15)
C30—C31—C32	120.6 (4)	N2—P2—O2	105.09 (16)
C30—C31—H31	119.7	N3—P2—O1	105.30 (16)
C32—C31—H31	119.7	N2—P2—O1	112.52 (15)
C27—C32—C31	116.9 (3)	O2—P2—O1	103.87 (13)
C27—C32—C33	121.6 (3)	N3—P3—N1	118.07 (17)
C31—C32—C33	121.3 (3)	N3—P3—O3	112.23 (16)
C38—C33—C34	117.3 (3)	N1—P3—O3	105.70 (16)
C38—C33—C32	121.5 (3)	N3—P3—O4	104.77 (15)
C34—C33—C32	121.2 (3)	N1—P3—O4	112.16 (15)
C35—C34—C33	121.3 (4)	O3—P3—O4	103.00 (14)
N9—C1—C2—C3	−0.6 (7)	C46—C47—C48—C49	−1.9 (9)
C1—C2—C3—C4	3.1 (6)	C47—C48—C49—C50	0.5 (8)
C1—C2—C3—C6	−173.3 (4)	C48—C49—C50—C45	1.4 (7)
C2—C3—C4—C5	−3.7 (6)	C48—C49—C50—O4	−174.4 (4)
C6—C3—C4—C5	172.6 (4)	C46—C45—C50—C49	−1.8 (6)
C3—C4—C5—N9	1.9 (7)	C44—C45—C50—C49	178.0 (4)
C2—C3—C6—N7	2.3 (7)	C46—C45—C50—O4	173.8 (4)
C4—C3—C6—N7	−173.9 (4)	C44—C45—C50—O4	−6.3 (6)
C2—C3—C6—O8	175.9 (4)	Cu1i—Cl2—Cu1—N9	94.54 (11)
C4—C3—C6—O8	−0.3 (6)	Cu1i—Cl2—Cu1—N8i	−90.78 (11)
N6—C7—C8—C13	177.9 (4)	Cu1i—Cl2—Cu1—Cl1	169.5 (2)
O8—C7—C8—C13	1.2 (6)	Cu1i—Cl2—Cu1—Cl2i	0.0
N6—C7—C8—C9	0.2 (6)	O7—C20—N4—N5	−0.4 (5)
O8—C7—C8—C9	−176.5 (3)	C19—C20—N4—N5	−179.7 (4)
C13—C8—C9—C10	−1.0 (6)	O7—C21—N5—N4	0.0 (5)
C7—C8—C9—C10	176.8 (4)	C22—C21—N5—N4	−179.3 (4)
C8—C9—C10—C11	−2.2 (7)	C20—N4—N5—C21	0.2 (5)
C9—C10—C11—C12	2.9 (6)	O8—C7—N6—N7	−1.0 (5)
C10—C11—C12—C13	−0.2 (6)	C8—C7—N6—N7	−178.0 (4)
C11—C12—C13—O6	177.4 (3)	O8—C6—N7—N6	1.0 (5)
C11—C12—C13—C8	−3.2 (6)	C3—C6—N7—N6	175.0 (4)
C9—C8—C13—C12	3.7 (5)	C7—N6—N7—C6	0.0 (5)
C7—C8—C13—C12	−174.0 (3)	C26—C25—N8—C24	1.1 (7)
C9—C8—C13—O6	−176.8 (3)	C26—C25—N8—Cu1i	−178.7 (4)
C7—C8—C13—O6	5.5 (5)	C23—C24—N8—C25	−0.1 (7)
C19—C14—C15—C16	−2.9 (6)	C23—C24—N8—Cu1i	179.8 (4)
O5—C14—C15—C16	−177.2 (3)	C4—C5—N9—C1	0.7 (6)
C14—C15—C16—C17	1.5 (6)	C4—C5—N9—Cu1	−170.6 (3)
C15—C16—C17—C18	−0.2 (6)	C2—C1—N9—C5	−1.4 (6)
C16—C17—C18—C19	0.2 (6)	C2—C1—N9—Cu1	170.1 (3)
C15—C14—C19—C18	2.8 (5)	N8i—Cu1—N9—C5	133.5 (13)
O5—C14—C19—C18	177.3 (3)	Cl1—Cu1—N9—C5	54.0 (3)
C15—C14—C19—C20	−174.4 (3)	Cl2—Cu1—N9—C5	−138.0 (3)
O5—C14—C19—C20	0.1 (5)	Cl2i—Cu1—N9—C5	−47.2 (3)
C17—C18—C19—C14	−1.4 (6)	N8i—Cu1—N9—C1	−37.5 (15)
C17—C18—C19—C20	176.0 (4)	Cl1—Cu1—N9—C1	−117.0 (3)
C14—C19—C20—N4	165.9 (4)	Cl2—Cu1—N9—C1	51.0 (3)
C18—C19—C20—N4	−11.3 (6)	Cl2i—Cu1—N9—C1	141.8 (3)
C14—C19—C20—O7	−13.3 (6)	C28—C27—O1—P2	−113.1 (3)
C18—C19—C20—O7	169.6 (3)	C32—C27—O1—P2	72.5 (4)
N5—C21—C22—C26	147.9 (5)	C33—C38—O2—P2	71.7 (4)
O7—C21—C22—C26	−31.5 (6)	C37—C38—O2—P2	−112.3 (3)
N5—C21—C22—C23	−30.1 (7)	C40—C39—O3—P3	−103.8 (4)
O7—C21—C22—C23	150.6 (4)	C44—C39—O3—P3	77.0 (4)
C26—C22—C23—C24	1.5 (7)	C49—C50—O4—P3	−116.9 (3)
C21—C22—C23—C24	179.5 (4)	C45—C50—O4—P3	67.1 (4)
C22—C23—C24—N8	−1.3 (7)	C15—C14—O5—P1	−49.2 (4)
N8—C25—C26—C22	−0.9 (8)	C19—C14—O5—P1	136.3 (3)
C23—C22—C26—C25	−0.5 (7)	C12—C13—O6—P1	−89.1 (4)
C21—C22—C26—C25	−178.5 (4)	C8—C13—O6—P1	91.4 (4)
C32—C27—C28—C29	−1.4 (6)	N4—C20—O7—C21	0.5 (4)
O1—C27—C28—C29	−175.6 (3)	C19—C20—O7—C21	179.7 (3)
C27—C28—C29—C30	0.1 (6)	N5—C21—O7—C20	−0.3 (5)
C28—C29—C30—C31	0.5 (7)	C22—C21—O7—C20	179.1 (3)
C29—C30—C31—C32	0.2 (7)	N6—C7—O8—C6	1.5 (4)
C28—C27—C32—C31	1.9 (5)	C8—C7—O8—C6	178.7 (3)
O1—C27—C32—C31	176.1 (3)	N7—C6—O8—C7	−1.6 (4)
C28—C27—C32—C33	−173.3 (3)	C3—C6—O8—C7	−176.1 (3)
O1—C27—C32—C33	0.9 (5)	P3—N1—P1—N2	−6.0 (3)
C30—C31—C32—C27	−1.3 (6)	P3—N1—P1—O6	−129.6 (2)
C30—C31—C32—C33	173.9 (4)	P3—N1—P1—O5	121.8 (2)
C27—C32—C33—C38	−47.2 (5)	P2—N2—P1—N1	14.5 (3)
C31—C32—C33—C38	137.8 (4)	P2—N2—P1—O6	135.4 (2)
C27—C32—C33—C34	131.5 (4)	P2—N2—P1—O5	−112.8 (2)
C31—C32—C33—C34	−43.5 (6)	C13—O6—P1—N1	−162.0 (3)
C38—C33—C34—C35	−0.7 (6)	C13—O6—P1—N2	69.2 (3)
C32—C33—C34—C35	−179.4 (4)	C13—O6—P1—O5	−48.1 (3)
C33—C34—C35—C36	−1.1 (7)	C14—O5—P1—N1	−137.8 (3)
C34—C35—C36—C37	0.7 (7)	C14—O5—P1—N2	−5.5 (3)
C35—C36—C37—C38	1.4 (7)	C14—O5—P1—O6	111.7 (3)
C34—C33—C38—C37	2.8 (6)	P3—N3—P2—N2	15.3 (3)
C32—C33—C38—C37	−178.4 (4)	P3—N3—P2—O2	136.9 (2)
C34—C33—C38—O2	178.6 (3)	P3—N3—P2—O1	−111.0 (2)
C32—C33—C38—O2	−2.6 (5)	P1—N2—P2—N3	−18.9 (3)
C36—C37—C38—C33	−3.3 (6)	P1—N2—P2—O2	−143.86 (19)
C36—C37—C38—O2	−179.1 (4)	P1—N2—P2—O1	103.8 (2)
C44—C39—C40—C41	1.7 (6)	C38—O2—P2—N3	71.1 (3)
O3—C39—C40—C41	−177.6 (3)	C38—O2—P2—N2	−160.3 (3)
C39—C40—C41—C42	−0.6 (6)	C38—O2—P2—O1	−41.9 (3)
C40—C41—C42—C43	−0.6 (7)	C27—O1—P2—N3	−165.3 (2)
C41—C42—C43—C44	0.8 (7)	C27—O1—P2—N2	65.3 (3)
C40—C39—C44—C43	−1.5 (6)	C27—O1—P2—O2	−47.8 (3)
O3—C39—C44—C43	177.8 (3)	P2—N3—P3—N1	−7.1 (3)
C40—C39—C44—C45	179.1 (4)	P2—N3—P3—O3	116.2 (2)
O3—C39—C44—C45	−1.7 (6)	P2—N3—P3—O4	−132.7 (2)
C42—C43—C44—C39	0.2 (6)	P1—N1—P3—N3	2.3 (3)
C42—C43—C44—C45	179.7 (4)	P1—N1—P3—O3	−124.2 (2)
C39—C44—C45—C46	138.6 (4)	P1—N1—P3—O4	124.2 (2)
C43—C44—C45—C46	−40.9 (6)	C39—O3—P3—N3	55.3 (3)
C39—C44—C45—C50	−41.3 (6)	C39—O3—P3—N1	−174.7 (3)
C43—C44—C45—C50	139.3 (4)	C39—O3—P3—O4	−56.9 (3)
C50—C45—C46—C47	0.4 (7)	C50—O4—P3—N3	−148.7 (3)
C44—C45—C46—C47	−179.5 (5)	C50—O4—P3—N1	82.0 (3)
C45—C46—C47—C48	1.5 (9)	C50—O4—P3—O3	−31.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C26—H26···O3	0.93	2.38	3.271 (5)	160
C36—H36···N5ii	0.93	2.51	3.396 (6)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C26—H26⋯O3	0.93	2.38	3.271 (5)	160
C36—H36⋯N5i	0.93	2.51	3.396 (6)	159

Symmetry code: (i) .