Syntheses and structures of one Cu^I-containing coordination polymer and two macrocyclic supra­molecular complexes based on flexible 1,3,4-oxa­diazole-containing ligands

Three coordination complexes with Cu^I centres have been prepared using the symmetrical flexible organic ligands 1,3-bis­{[5-(quinolin-2-yl)-1,3,4-oxa­diazol-2-yl]sulfan­yl}propane (L1) and 1,4-bis­{[5-(quinolin-2-yl)-1,3,4-oxa­diazol-2-yl]sulfan­yl}butane (L2). Crystallization of L1 with Cu(SO₃CF₃)₂ and of L2 with Cu(BF₄)₂ and Cu(ClO₄)₂ in a CH₂Cl₂/CH₃OH mixed-solvent system at room temperature afforded the coordination complexes catena-poly[[copper(I)-[mu]-1,3-bis­{[5-(quinolin-2-yl)-1,3,4-oxa­diazol-2-yl]sulfanyl}propane] methanesulfonate di­chloro­methane 0.6-solvate], {[Cu(C₂₅H₁₈N₆O₂S₂)](CF₃SO₃)·0.6CH₂Cl₂}_n, (I), bis­([mu]-1,4-bis­{[5-(quinolin-2-yl)-1,3,4-oxa­diazol-2-yl]sulfanyl}butane)­dicopper(I) bis­(tetra­fluorido­borate)-di­chloro­methane-methanol (1/1.5/1), [Cu₂(C₂₆H₂₀N₆O₂S₂)₂](BF₄)₂·1.5CH₂Cl₂·CH₃OH, (II), and bis­([mu]-1,4-bis­{[5-(quinolin-2-yl)-1,3,4-oxa­diazol-2-yl]sulfanyl}butane)­dicopper(I) bis­(perchlorate)-di­chloro­methane-methanol (1/2/1), [Cu₂(C₂₆H₂₀N₆O₂S₂)₂](ClO₄)₂·2CH₂Cl₂·CH₃OH, (III). Under the control of the dumbbell-shaped CF₃SO₃^- anion, complex (I) forms a one-dimensional chain and neighbouring chains form a spiral double chain. Under the control of the regular tetra­hedron-shaped BF₄^- and ClO₄^- anions, complexes (II) and (III) have been obtained as bimetallic rings, which further inter­act via [pi]-[pi] inter­actions to form two-dimensional networks. The anions play a decisive role in determining the arrangement of these discrete mol­ecular complexes in the solid state.

Computing details

For all compounds, data collection: (CrysAlis PRO; Agilent, 2013); cell refinement: (CrysAlis PRO; Agilent, 2013); data reduction: (CrysAlis PRO; Agilent, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

(I) catena-Poly[[copper(I)-µ-1,3-bis{[5-(quinolin-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}propane] methanesulfonate dichloromethane 0.6-solvate]

Crystal data

[Cu(C25H18N6O2S2)](CF3SO3)·0.6CH2Cl2	F(000) = 3082
Mr = 762.14	Dx = 1.620 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.7107 Å
a = 16.4083 (9) Å	Cell parameters from 5497 reflections
b = 17.639 (2) Å	θ = 3.7–28.4°
c = 21.6604 (13) Å	µ = 1.07 mm^−1
β = 94.477 (6)°	T = 100 K
V = 6250.1 (9) Å^3	Block, clear light red
Z = 8	0.10 × 0.07 × 0.05 mm

Data collection

Agilent SuperNova Dual Source diffractometer with an Eos detector	6389 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	4855 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.036
Detector resolution: 16.0793 pixels mm^-1	θmax = 26.4°, θmin = 3.0°
ω scans	h = −20→19
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013)	k = −22→20
Tmin = 0.805, Tmax = 1.000	l = −27→27
19669 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.165	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0785P)^2 + 19.968P] where P = (Fo^2 + 2Fc^2)/3
6389 reflections	(Δ/σ)max = 0.001
433 parameters	Δρmax = 1.12 e Å^−3
0 restraints	Δρmin = −0.43 e Å^−3

Special details

Experimental. Absorption correction: CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) 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 > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	−0.0315 (2)	0.6238 (2)	0.64414 (18)	0.0283 (8)
C2	−0.0416 (2)	0.7027 (2)	0.64602 (19)	0.0345 (9)
H2	−0.0171	0.7333	0.6178	0.041*
C3	−0.0873 (3)	0.7348 (3)	0.6892 (2)	0.0396 (10)
H3	−0.0934	0.7872	0.6902	0.047*
C4	−0.1252 (3)	0.6897 (3)	0.73216 (19)	0.0385 (10)
H4	−0.1561	0.7126	0.7612	0.046*
C5	−0.1171 (2)	0.6123 (3)	0.73161 (19)	0.0356 (9)
H5	−0.1426	0.5829	0.7601	0.043*
C6	−0.0697 (2)	0.5768 (2)	0.68752 (18)	0.0307 (9)
C7	−0.0583 (2)	0.4976 (2)	0.68532 (18)	0.0327 (9)
H7	−0.0839	0.4660	0.7123	0.039*
C8	−0.0094 (2)	0.4677 (2)	0.64322 (18)	0.0308 (9)
H8	0.0000	0.4158	0.6417	0.037*
C9	0.0267 (2)	0.5177 (2)	0.60201 (18)	0.0272 (8)
C10	0.0794 (2)	0.4922 (2)	0.55591 (18)	0.0277 (8)
C11	0.1519 (2)	0.4229 (2)	0.50228 (18)	0.0299 (8)
C12	0.2504 (3)	0.3709 (3)	0.41701 (19)	0.0363 (10)
H12A	0.2147	0.3933	0.3842	0.044*
H12B	0.2905	0.4084	0.4320	0.044*
C13	0.2924 (3)	0.3009 (3)	0.3938 (2)	0.0378 (10)
H13A	0.3249	0.2779	0.4282	0.045*
H13B	0.2510	0.2645	0.3792	0.045*
C14	0.3469 (3)	0.3168 (3)	0.3424 (2)	0.0424 (11)
H14A	0.3143	0.3404	0.3084	0.051*
H14B	0.3667	0.2689	0.3275	0.051*
C15	0.4877 (3)	0.3178 (3)	0.41623 (19)	0.0366 (10)
C16	0.5819 (2)	0.2907 (2)	0.48572 (19)	0.0325 (9)
C17	0.6537 (2)	0.2945 (2)	0.52948 (18)	0.0313 (9)
C18	0.7030 (3)	0.3595 (2)	0.5387 (2)	0.0370 (10)
H18	0.6907	0.4041	0.5170	0.044*
C19	0.7696 (3)	0.3549 (2)	0.5806 (2)	0.0390 (10)
H19	0.8032	0.3969	0.5880	0.047*
C20	0.7873 (3)	0.2867 (2)	0.61261 (18)	0.0339 (9)
C21	0.8558 (3)	0.2775 (3)	0.65626 (19)	0.0403 (11)
H21	0.8902	0.3185	0.6658	0.048*
C22	0.8717 (3)	0.2093 (3)	0.68438 (19)	0.0414 (11)
H22	0.9173	0.2039	0.7124	0.050*
C23	0.8192 (3)	0.1464 (3)	0.6711 (2)	0.0389 (10)
H23	0.8308	0.1000	0.6902	0.047*
C24	0.7518 (2)	0.1539 (2)	0.63057 (18)	0.0323 (9)
H24	0.7170	0.1128	0.6228	0.039*
C25	0.7344 (2)	0.2237 (2)	0.60031 (17)	0.0305 (9)
C26	0.2043 (3)	0.0684 (3)	0.2419 (2)	0.0450 (11)
Cu1	0.08010 (3)	0.64655 (3)	0.53552 (2)	0.03214 (17)
F2	0.13753 (17)	0.03386 (19)	0.25902 (14)	0.0605 (8)
F3	0.2366 (2)	0.02553 (19)	0.19965 (13)	0.0639 (9)
F1	0.17975 (18)	0.13373 (17)	0.21422 (13)	0.0558 (8)
N1	0.01596 (18)	0.59258 (18)	0.60146 (14)	0.0272 (7)
N2	0.11272 (19)	0.53696 (18)	0.51713 (15)	0.0278 (7)
N3	0.1610 (2)	0.49120 (19)	0.48135 (15)	0.0303 (7)
N5	0.53763 (19)	0.23046 (19)	0.47625 (15)	0.0309 (7)
N4	0.4745 (2)	0.2478 (2)	0.43043 (16)	0.0355 (8)
N6	0.66716 (19)	0.22884 (19)	0.55879 (15)	0.0293 (7)
O1	0.10084 (16)	0.41860 (15)	0.54919 (12)	0.0306 (6)
O2	0.55465 (18)	0.34928 (16)	0.44887 (14)	0.0367 (7)
O4	0.3441 (2)	0.1240 (2)	0.28194 (16)	0.0497 (8)
O5	0.2958 (2)	0.01170 (18)	0.33211 (15)	0.0446 (8)
O3	0.2312 (2)	0.1334 (2)	0.34759 (16)	0.0524 (9)
S3	0.19173 (7)	0.33790 (6)	0.47979 (5)	0.0388 (3)
S2	0.43429 (7)	0.37731 (7)	0.36357 (6)	0.0441 (3)
S1	0.27757 (7)	0.08669 (6)	0.30868 (5)	0.0375 (3)
C27	0.4216 (5)	0.4481 (5)	0.5928 (5)	0.054 (2)	0.40
H27A	0.3766	0.4183	0.6062	0.065*	0.40
H27B	0.4165	0.4988	0.6093	0.065*	0.40
Cl1	0.51537 (14)	0.40773 (13)	0.62610 (11)	0.0602 (6)	0.40
Cl2	0.41209 (19)	0.45324 (19)	0.51679 (12)	0.0493 (7)	0.40
C27'	0.4216 (5)	0.4481 (5)	0.5928 (5)	0.054 (2)	0.20
H27C	0.3817	0.4561	0.6229	0.065*	0.20
H27D	0.4299	0.4944	0.5699	0.065*	0.20
Cl1'	0.51537 (14)	0.40773 (13)	0.62610 (11)	0.0602 (6)	0.20
Cl2'	0.3989 (4)	0.3701 (5)	0.5448 (3)	0.068 (2)	0.20

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0244 (18)	0.024 (2)	0.038 (2)	−0.0023 (16)	0.0071 (16)	0.0019 (16)
C2	0.036 (2)	0.026 (2)	0.043 (2)	−0.0012 (18)	0.0124 (18)	0.0056 (18)
C3	0.040 (2)	0.030 (2)	0.050 (2)	0.002 (2)	0.0138 (19)	0.0027 (19)
C4	0.036 (2)	0.041 (3)	0.040 (2)	0.004 (2)	0.0136 (18)	−0.0009 (19)
C5	0.033 (2)	0.037 (3)	0.038 (2)	−0.0054 (19)	0.0110 (17)	0.0035 (19)
C6	0.0251 (19)	0.032 (2)	0.036 (2)	−0.0047 (17)	0.0073 (16)	0.0047 (17)
C7	0.030 (2)	0.031 (2)	0.038 (2)	−0.0069 (18)	0.0065 (16)	0.0105 (17)
C8	0.029 (2)	0.022 (2)	0.042 (2)	−0.0038 (17)	0.0065 (17)	0.0061 (17)
C9	0.0251 (18)	0.020 (2)	0.0366 (19)	−0.0041 (16)	0.0061 (15)	0.0040 (16)
C10	0.0268 (19)	0.018 (2)	0.039 (2)	−0.0007 (16)	0.0048 (16)	0.0026 (16)
C11	0.036 (2)	0.020 (2)	0.035 (2)	−0.0001 (17)	0.0080 (16)	0.0006 (16)
C12	0.043 (2)	0.027 (2)	0.040 (2)	0.0033 (19)	0.0127 (18)	0.0024 (18)
C13	0.042 (2)	0.028 (2)	0.045 (2)	0.0006 (19)	0.0076 (19)	−0.0006 (18)
C14	0.050 (3)	0.036 (3)	0.041 (2)	0.009 (2)	0.008 (2)	0.001 (2)
C15	0.039 (2)	0.029 (2)	0.044 (2)	0.0043 (19)	0.0164 (19)	0.0073 (18)
C16	0.039 (2)	0.019 (2)	0.042 (2)	0.0006 (18)	0.0197 (18)	0.0058 (17)
C17	0.040 (2)	0.021 (2)	0.036 (2)	−0.0005 (17)	0.0203 (17)	0.0004 (16)
C18	0.051 (3)	0.020 (2)	0.042 (2)	−0.0044 (19)	0.021 (2)	0.0025 (17)
C19	0.054 (3)	0.024 (2)	0.042 (2)	−0.014 (2)	0.022 (2)	−0.0061 (18)
C20	0.041 (2)	0.029 (2)	0.035 (2)	−0.0062 (19)	0.0209 (18)	−0.0045 (17)
C21	0.045 (2)	0.038 (3)	0.040 (2)	−0.016 (2)	0.0175 (19)	−0.0079 (19)
C22	0.042 (2)	0.047 (3)	0.036 (2)	−0.005 (2)	0.0099 (18)	−0.004 (2)
C23	0.044 (2)	0.033 (3)	0.042 (2)	−0.004 (2)	0.0166 (19)	−0.0003 (19)
C24	0.037 (2)	0.024 (2)	0.038 (2)	−0.0069 (18)	0.0142 (17)	−0.0010 (16)
C25	0.037 (2)	0.024 (2)	0.0332 (19)	−0.0031 (17)	0.0205 (17)	−0.0026 (16)
C26	0.049 (3)	0.035 (3)	0.052 (3)	0.009 (2)	0.013 (2)	0.005 (2)
Cu1	0.0355 (3)	0.0168 (3)	0.0459 (3)	−0.0023 (2)	0.0147 (2)	0.0060 (2)
F2	0.0525 (17)	0.063 (2)	0.0649 (18)	−0.0121 (15)	−0.0005 (14)	0.0120 (15)
F3	0.081 (2)	0.060 (2)	0.0509 (16)	0.0222 (17)	0.0042 (15)	−0.0134 (14)
F1	0.0624 (18)	0.0471 (18)	0.0587 (17)	0.0150 (15)	0.0093 (14)	0.0121 (14)
N1	0.0243 (16)	0.0215 (18)	0.0364 (17)	−0.0023 (14)	0.0068 (13)	0.0026 (13)
N2	0.0273 (16)	0.0183 (17)	0.0389 (17)	−0.0005 (13)	0.0110 (14)	0.0017 (13)
N3	0.0365 (18)	0.0194 (18)	0.0367 (17)	0.0027 (14)	0.0128 (14)	0.0014 (14)
N5	0.0325 (17)	0.0224 (18)	0.0397 (18)	0.0022 (14)	0.0153 (14)	0.0057 (14)
N4	0.0351 (18)	0.0253 (19)	0.048 (2)	0.0009 (15)	0.0127 (15)	0.0081 (15)
N6	0.0340 (17)	0.0196 (17)	0.0370 (17)	−0.0026 (14)	0.0191 (14)	−0.0001 (13)
O1	0.0372 (15)	0.0169 (14)	0.0392 (15)	−0.0029 (12)	0.0116 (12)	0.0042 (11)
O2	0.0442 (17)	0.0211 (16)	0.0464 (16)	0.0004 (13)	0.0147 (13)	0.0064 (12)
O4	0.0508 (19)	0.037 (2)	0.063 (2)	−0.0019 (16)	0.0172 (16)	0.0071 (16)
O5	0.0569 (19)	0.0268 (17)	0.0504 (18)	0.0023 (15)	0.0051 (15)	0.0037 (14)
O3	0.057 (2)	0.042 (2)	0.060 (2)	0.0087 (17)	0.0156 (17)	−0.0102 (16)
S3	0.0546 (7)	0.0206 (5)	0.0434 (6)	0.0070 (5)	0.0176 (5)	0.0039 (4)
S2	0.0463 (6)	0.0326 (7)	0.0552 (7)	0.0061 (5)	0.0158 (5)	0.0170 (5)
S1	0.0432 (6)	0.0234 (6)	0.0471 (6)	0.0031 (5)	0.0121 (5)	0.0002 (4)
C27	0.046 (5)	0.027 (4)	0.091 (6)	−0.009 (4)	0.017 (4)	0.011 (4)
Cl1	0.0572 (13)	0.0475 (13)	0.0741 (14)	−0.0047 (10)	−0.0052 (11)	0.0160 (11)
Cl2	0.0547 (17)	0.060 (2)	0.0329 (13)	0.0178 (15)	−0.0012 (12)	−0.0099 (13)
C27'	0.046 (5)	0.027 (4)	0.091 (6)	−0.009 (4)	0.017 (4)	0.011 (4)
Cl1'	0.0572 (13)	0.0475 (13)	0.0741 (14)	−0.0047 (10)	−0.0052 (11)	0.0160 (11)
Cl2'	0.058 (4)	0.078 (5)	0.066 (4)	−0.020 (4)	0.001 (3)	0.015 (4)

Geometric parameters (Å, º)

C1—N1	1.370 (5)	C16—C17	1.454 (6)
C1—C2	1.403 (6)	C17—N6	1.331 (5)
C1—C6	1.433 (5)	C17—C18	1.409 (6)
C2—C3	1.367 (6)	C18—C19	1.368 (7)
C2—H2	0.9300	C18—H18	0.9300
C3—C4	1.405 (6)	C19—C20	1.407 (6)
C3—H3	0.9300	C19—H19	0.9300
C4—C5	1.373 (7)	C20—C21	1.421 (6)
C4—H4	0.9300	C20—C25	1.422 (6)
C5—C6	1.422 (6)	C21—C22	1.365 (7)
C5—H5	0.9300	C21—H21	0.9300
C6—C7	1.411 (6)	C22—C23	1.420 (6)
C7—C8	1.366 (6)	C22—H22	0.9300
C7—H7	0.9300	C23—C24	1.364 (6)
C8—C9	1.417 (5)	C23—H23	0.9300
C8—H8	0.9300	C24—C25	1.414 (6)
C9—N1	1.332 (5)	C24—H24	0.9300
C9—C10	1.444 (5)	C25—N6	1.371 (5)
C10—N2	1.304 (5)	C26—F3	1.329 (5)
C10—O1	1.356 (5)	C26—F2	1.331 (5)
C11—N3	1.300 (5)	C26—F1	1.346 (5)
C11—O1	1.368 (5)	C26—S1	1.836 (5)
C11—S3	1.721 (4)	Cu1—N5^i	2.046 (3)
C12—C13	1.519 (6)	Cu1—N2	2.053 (3)
C12—S3	1.822 (4)	Cu1—N1	2.071 (3)
C12—H12A	0.9700	Cu1—N6^i	2.071 (3)
C12—H12B	0.9700	N2—N3	1.405 (4)
C13—C14	1.508 (6)	N5—N4	1.411 (5)
C13—H13A	0.9700	N5—Cu1^ii	2.046 (3)
C13—H13B	0.9700	N6—Cu1^ii	2.071 (3)
C14—S2	1.818 (5)	O4—S1	1.435 (3)
C14—H14A	0.9700	O5—S1	1.440 (3)
C14—H14B	0.9700	O3—S1	1.438 (3)
C15—N4	1.295 (6)	C27—Cl2	1.644 (10)
C15—O2	1.376 (5)	C27—Cl1	1.794 (9)
C15—S2	1.736 (4)	C27—H27A	0.9700
C16—N5	1.294 (5)	C27—H27B	0.9700
C16—O2	1.360 (5)
N1—C1—C2	119.5 (4)	C18—C19—C20	120.1 (4)
N1—C1—C6	120.7 (4)	C18—C19—H19	120.0
C2—C1—C6	119.7 (4)	C20—C19—H19	120.0
C3—C2—C1	120.2 (4)	C19—C20—C21	123.2 (4)
C3—C2—H2	119.9	C19—C20—C25	118.4 (4)
C1—C2—H2	119.9	C21—C20—C25	118.4 (4)
C2—C3—C4	120.9 (4)	C22—C21—C20	120.7 (4)
C2—C3—H3	119.6	C22—C21—H21	119.6
C4—C3—H3	119.6	C20—C21—H21	119.6
C5—C4—C3	120.6 (4)	C21—C22—C23	120.5 (4)
C5—C4—H4	119.7	C21—C22—H22	119.8
C3—C4—H4	119.7	C23—C22—H22	119.8
C4—C5—C6	120.1 (4)	C24—C23—C22	120.2 (4)
C4—C5—H5	119.9	C24—C23—H23	119.9
C6—C5—H5	119.9	C22—C23—H23	119.9
C7—C6—C5	122.6 (4)	C23—C24—C25	120.5 (4)
C7—C6—C1	119.0 (4)	C23—C24—H24	119.8
C5—C6—C1	118.4 (4)	C25—C24—H24	119.8
C8—C7—C6	119.4 (4)	N6—C25—C24	119.0 (4)
C8—C7—H7	120.3	N6—C25—C20	121.3 (4)
C6—C7—H7	120.3	C24—C25—C20	119.7 (4)
C7—C8—C9	118.4 (4)	F3—C26—F2	108.2 (4)
C7—C8—H8	120.8	F3—C26—F1	107.6 (4)
C9—C8—H8	120.8	F2—C26—F1	107.0 (4)
N1—C9—C8	124.1 (4)	F3—C26—S1	111.7 (3)
N1—C9—C10	112.9 (3)	F2—C26—S1	111.3 (3)
C8—C9—C10	123.0 (4)	F1—C26—S1	110.8 (4)
N2—C10—O1	112.7 (3)	N5^i—Cu1—N2	129.84 (13)
N2—C10—C9	124.1 (4)	N5^i—Cu1—N1	126.79 (12)
O1—C10—C9	123.2 (3)	N2—Cu1—N1	81.67 (13)
N3—C11—O1	113.8 (3)	N5^i—Cu1—N6^i	80.81 (14)
N3—C11—S3	130.7 (3)	N2—Cu1—N6^i	121.46 (13)
O1—C11—S3	115.5 (3)	N1—Cu1—N6^i	122.16 (12)
C13—C12—S3	105.5 (3)	C9—N1—C1	118.3 (3)
C13—C12—H12A	110.6	C9—N1—Cu1	112.8 (2)
S3—C12—H12A	110.6	C1—N1—Cu1	128.8 (3)
C13—C12—H12B	110.6	C10—N2—N3	106.8 (3)
S3—C12—H12B	110.6	C10—N2—Cu1	108.5 (3)
H12A—C12—H12B	108.8	N3—N2—Cu1	144.5 (2)
C14—C13—C12	113.8 (4)	C11—N3—N2	104.8 (3)
C14—C13—H13A	108.8	C16—N5—N4	107.8 (3)
C12—C13—H13A	108.8	C16—N5—Cu1^ii	109.5 (3)
C14—C13—H13B	108.8	N4—N5—Cu1^ii	142.5 (3)
C12—C13—H13B	108.8	C15—N4—N5	104.3 (3)
H13A—C13—H13B	107.7	C17—N6—C25	117.7 (3)
C13—C14—S2	115.1 (3)	C17—N6—Cu1^ii	114.1 (3)
C13—C14—H14A	108.5	C25—N6—Cu1^ii	128.2 (3)
S2—C14—H14A	108.5	C10—O1—C11	101.9 (3)
C13—C14—H14B	108.5	C16—O2—C15	102.0 (3)
S2—C14—H14B	108.5	C11—S3—C12	99.7 (2)
H14A—C14—H14B	107.5	C15—S2—C14	99.1 (2)
N4—C15—O2	113.8 (4)	O4—S1—O3	115.4 (2)
N4—C15—S2	130.4 (4)	O4—S1—O5	114.8 (2)
O2—C15—S2	115.8 (3)	O3—S1—O5	115.1 (2)
N5—C16—O2	112.1 (4)	O4—S1—C26	103.6 (2)
N5—C16—C17	123.9 (4)	O3—S1—C26	102.6 (2)
O2—C16—C17	124.0 (4)	O5—S1—C26	102.8 (2)
N6—C17—C18	124.7 (4)	Cl2—C27—Cl1	115.9 (5)
N6—C17—C16	111.5 (4)	Cl2—C27—H27A	108.3
C18—C17—C16	123.9 (4)	Cl1—C27—H27A	108.3
C19—C18—C17	117.8 (4)	Cl2—C27—H27B	108.3
C19—C18—H18	121.1	Cl1—C27—H27B	108.3
C17—C18—H18	121.1	H27A—C27—H27B	107.4
N1—C1—C2—C3	−178.6 (4)	N6^i—Cu1—N1—C1	56.7 (4)
C6—C1—C2—C3	0.3 (6)	O1—C10—N2—N3	−0.4 (4)
C1—C2—C3—C4	−0.3 (7)	C9—C10—N2—N3	178.4 (3)
C2—C3—C4—C5	0.0 (7)	O1—C10—N2—Cu1	−177.0 (2)
C3—C4—C5—C6	0.3 (6)	C9—C10—N2—Cu1	1.8 (5)
C4—C5—C6—C7	179.1 (4)	N5^i—Cu1—N2—C10	−133.4 (3)
C4—C5—C6—C1	−0.2 (6)	N1—Cu1—N2—C10	−1.6 (3)
N1—C1—C6—C7	−0.6 (6)	N6^i—Cu1—N2—C10	121.1 (3)
C2—C1—C6—C7	−179.5 (4)	N5^i—Cu1—N2—N3	52.2 (5)
N1—C1—C6—C5	178.8 (3)	N1—Cu1—N2—N3	−176.1 (4)
C2—C1—C6—C5	−0.1 (6)	N6^i—Cu1—N2—N3	−53.3 (5)
C5—C6—C7—C8	−177.5 (4)	O1—C11—N3—N2	0.4 (4)
C1—C6—C7—C8	1.9 (6)	S3—C11—N3—N2	179.0 (3)
C6—C7—C8—C9	−1.6 (6)	C10—N2—N3—C11	0.0 (4)
C7—C8—C9—N1	−0.1 (6)	Cu1—N2—N3—C11	174.5 (4)
C7—C8—C9—C10	179.8 (4)	O2—C16—N5—N4	−0.8 (4)
N1—C9—C10—N2	−0.7 (5)	C17—C16—N5—N4	−179.3 (3)
C8—C9—C10—N2	179.4 (4)	O2—C16—N5—Cu1^ii	−177.9 (2)
N1—C9—C10—O1	178.0 (3)	C17—C16—N5—Cu1^ii	3.6 (5)
C8—C9—C10—O1	−1.9 (6)	O2—C15—N4—N5	−0.1 (4)
S3—C12—C13—C14	−178.2 (3)	S2—C15—N4—N5	−179.6 (3)
C12—C13—C14—S2	64.0 (5)	C16—N5—N4—C15	0.5 (4)
N5—C16—C17—N6	−0.7 (5)	Cu1^ii—N5—N4—C15	176.1 (3)
O2—C16—C17—N6	−179.0 (3)	C18—C17—N6—C25	−0.9 (5)
N5—C16—C17—C18	178.4 (4)	C16—C17—N6—C25	178.2 (3)
O2—C16—C17—C18	0.1 (6)	C18—C17—N6—Cu1^ii	178.2 (3)
N6—C17—C18—C19	0.2 (6)	C16—C17—N6—Cu1^ii	−2.6 (4)
C16—C17—C18—C19	−178.9 (4)	C24—C25—N6—C17	−177.9 (3)
C17—C18—C19—C20	0.4 (6)	C20—C25—N6—C17	1.1 (5)
C18—C19—C20—C21	179.3 (4)	C24—C25—N6—Cu1^ii	3.1 (5)
C18—C19—C20—C25	−0.2 (6)	C20—C25—N6—Cu1^ii	−177.9 (3)
C19—C20—C21—C22	−177.7 (4)	N2—C10—O1—C11	0.6 (4)
C25—C20—C21—C22	1.8 (6)	C9—C10—O1—C11	−178.3 (4)
C20—C21—C22—C23	−0.9 (6)	N3—C11—O1—C10	−0.6 (4)
C21—C22—C23—C24	−0.6 (6)	S3—C11—O1—C10	−179.5 (3)
C22—C23—C24—C25	1.3 (6)	N5—C16—O2—C15	0.7 (4)
C23—C24—C25—N6	178.6 (3)	C17—C16—O2—C15	179.2 (4)
C23—C24—C25—C20	−0.4 (6)	N4—C15—O2—C16	−0.3 (4)
C19—C20—C25—N6	−0.6 (5)	S2—C15—O2—C16	179.2 (3)
C21—C20—C25—N6	179.9 (3)	N3—C11—S3—C12	−0.5 (5)
C19—C20—C25—C24	178.4 (4)	O1—C11—S3—C12	178.2 (3)
C21—C20—C25—C24	−1.1 (5)	C13—C12—S3—C11	177.9 (3)
C8—C9—N1—C1	1.4 (6)	N4—C15—S2—C14	7.6 (5)
C10—C9—N1—C1	−178.5 (3)	O2—C15—S2—C14	−171.9 (3)
C8—C9—N1—Cu1	179.1 (3)	C13—C14—S2—C15	65.7 (4)
C10—C9—N1—Cu1	−0.8 (4)	F3—C26—S1—O4	59.3 (4)
C2—C1—N1—C9	177.9 (4)	F2—C26—S1—O4	−179.6 (3)
C6—C1—N1—C9	−1.0 (5)	F1—C26—S1—O4	−60.7 (4)
C2—C1—N1—Cu1	0.6 (5)	F3—C26—S1—O3	179.6 (3)
C6—C1—N1—Cu1	−178.3 (3)	F2—C26—S1—O3	−59.2 (4)
N5^i—Cu1—N1—C9	135.7 (3)	F1—C26—S1—O3	59.7 (4)
N2—Cu1—N1—C9	1.4 (3)	F3—C26—S1—O5	−60.6 (4)
N6^i—Cu1—N1—C9	−120.7 (3)	F2—C26—S1—O5	60.6 (4)
N5^i—Cu1—N1—C1	−46.9 (4)	F1—C26—S1—O5	179.5 (3)
N2—Cu1—N1—C1	178.8 (3)

Symmetry codes: (i) x−1/2, y+1/2, z; (ii) x+1/2, y−1/2, z.

(II) Bis(µ-1,4-bis{[5-(quinolin-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}butane)dicopper(I) bis(tetrafluoridoborate)–dichloromethane–methanol (1/1.5/1)

Crystal data

[Cu2(C26H20N6O2S2)2](BF4)2·1.5CH2Cl2·CH4O	Z = 1
Mr = 1485.33	F(000) = 753
Triclinic, P1	Dx = 1.559 Mg m^−3
a = 11.1554 (8) Å	Mo Kα radiation, λ = 0.7107 Å
b = 11.5090 (9) Å	Cell parameters from 3813 reflections
c = 13.6722 (11) Å	θ = 3.6–26.5°
α = 68.550 (8)°	µ = 1.01 mm^−1
β = 81.603 (6)°	T = 100 K
γ = 76.089 (6)°	Plate, clear light orange
V = 1582.6 (2) Å^3	0.21 × 0.15 × 0.02 mm

Data collection

Agilent SuperNova Dual Source diffractometer with an Eos detector	6460 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	4665 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.037
Detector resolution: 16.0793 pixels mm^-1	θmax = 26.4°, θmin = 2.9°
ω scans	h = −13→13
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013)	k = −14→14
Tmin = 0.727, Tmax = 1.000	l = −16→17
12689 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.067	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.198	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0997P)^2 + 1.9848P] where P = (Fo^2 + 2Fc^2)/3
6460 reflections	(Δ/σ)max = 0.002
487 parameters	Δρmax = 1.43 e Å^−3
34 restraints	Δρmin = −0.48 e Å^−3

Special details

Experimental. Absorption correction: CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) 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 > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
B1	0.9522 (8)	0.4239 (9)	0.1419 (7)	0.041 (3)	0.50
B2	0.5000	1.0000	1.0000	0.0326 (16)
C1	−0.0941 (4)	1.1288 (4)	1.0411 (3)	0.0291 (9)
C2	−0.2128 (4)	1.1011 (4)	1.0727 (4)	0.0360 (11)
H2	−0.2697	1.1214	1.0227	0.043*
C3	−0.2443 (5)	1.0444 (5)	1.1769 (4)	0.0439 (12)
H3	−0.3228	1.0259	1.1972	0.053*
C4	−0.1599 (5)	1.0134 (5)	1.2542 (4)	0.0453 (13)
H4	−0.1837	0.9758	1.3248	0.054*
C5	−0.0434 (5)	1.0379 (4)	1.2265 (4)	0.0396 (11)
H5	0.0118	1.0167	1.2780	0.048*
C6	−0.0068 (4)	1.0958 (4)	1.1191 (4)	0.0334 (10)
C7	0.1123 (4)	1.1214 (4)	1.0853 (4)	0.0358 (11)
H7	0.1707	1.1006	1.1342	0.043*
C8	0.1423 (4)	1.1770 (4)	0.9802 (4)	0.0332 (10)
H8	0.2206	1.1950	0.9565	0.040*
C9	0.0517 (4)	1.2059 (4)	0.9096 (3)	0.0296 (9)
C10	0.0729 (4)	1.2651 (4)	0.7962 (3)	0.0289 (9)
C11	0.1645 (4)	1.3357 (5)	0.6468 (4)	0.0366 (11)
C12	0.2231 (5)	1.4265 (5)	0.4380 (4)	0.0472 (13)
H12A	0.1432	1.4819	0.4418	0.057*
H12B	0.2750	1.4760	0.3832	0.057*
C13	0.2055 (5)	1.3176 (5)	0.4077 (4)	0.0455 (12)
H13A	0.1639	1.3528	0.3425	0.055*
H13B	0.1520	1.2693	0.4617	0.055*
C14	0.3263 (5)	1.2267 (5)	0.3935 (4)	0.0469 (13)
H14A	0.3814	1.2741	0.3406	0.056*
H14B	0.3669	1.1876	0.4592	0.056*
C15	0.2996 (5)	1.1232 (5)	0.3594 (4)	0.0477 (13)
H15A	0.2634	1.1615	0.2917	0.057*
H15B	0.2415	1.0782	0.4104	0.057*
C16	0.3865 (4)	0.9176 (5)	0.3029 (4)	0.0361 (11)
C17	0.3920 (4)	0.7692 (4)	0.2457 (3)	0.0331 (10)
C18	0.4356 (4)	0.6592 (4)	0.2110 (3)	0.0343 (10)
C19	0.5598 (5)	0.5973 (6)	0.2077 (4)	0.0482 (13)
H19	0.6211	0.6268	0.2258	0.058*
C20	0.5886 (5)	0.4942 (6)	0.1778 (5)	0.0573 (16)
H20	0.6702	0.4502	0.1767	0.069*
C21	0.4943 (5)	0.4526 (5)	0.1478 (4)	0.0491 (14)
C22	0.3707 (5)	0.5232 (4)	0.1494 (4)	0.0368 (11)
C23	0.2739 (6)	0.4871 (5)	0.1186 (4)	0.0484 (13)
H23	0.1931	0.5333	0.1195	0.058*
C24	0.3013 (7)	0.3822 (5)	0.0872 (5)	0.0593 (17)
H24	0.2384	0.3584	0.0657	0.071*
C25	0.4215 (8)	0.3111 (5)	0.0871 (5)	0.069 (2)
H25	0.4372	0.2394	0.0673	0.083*
C26	0.5157 (7)	0.3447 (5)	0.1153 (5)	0.0627 (18)
H26	0.5955	0.2968	0.1135	0.075*
C27	0.8604 (10)	0.2512 (15)	0.4852 (19)	0.063 (5)	0.50
H27A	0.8967	0.3211	0.4365	0.075*	0.50
H27B	0.8614	0.2533	0.5553	0.075*	0.50
C28	0.9396 (16)	0.3811 (15)	0.1973 (14)	0.084 (5)	0.50
H28A	0.9368	0.3595	0.2722	0.127*	0.50
H28B	1.0206	0.3469	0.1726	0.127*	0.50
H28C	0.8793	0.3459	0.1800	0.127*	0.50
C27'	0.8070 (16)	0.268 (3)	0.3937 (11)	0.063 (5)	0.25
H27C	0.7926	0.3560	0.3458	0.075*	0.25
H27D	0.8646	0.2178	0.3572	0.075*	0.25
Cl1	0.9543 (4)	0.1122 (4)	0.4801 (3)	0.0832 (11)	0.50
Cl2	0.7078 (5)	0.2804 (5)	0.4571 (4)	0.1066 (15)	0.50
Cl1'	0.6702 (5)	0.2176 (5)	0.4186 (4)	0.0469 (13)	0.25
Cl2'	0.8778 (6)	0.2622 (8)	0.4995 (6)	0.0486 (17)	0.25
Cu1	0.17336 (5)	0.74743 (5)	0.18837 (5)	0.0344 (2)
F1	0.885 (2)	0.500 (2)	0.1974 (16)	0.100 (7)	0.50
F2	1.0100 (8)	0.5000 (9)	0.0527 (6)	0.092 (3)	0.50
F3	1.0390 (6)	0.3304 (6)	0.2065 (5)	0.0524 (15)	0.50
F4	0.8734 (6)	0.3674 (6)	0.1137 (6)	0.0619 (19)	0.50
F5	0.5381 (10)	1.0164 (9)	1.0826 (7)	0.099 (3)	0.50
F6	0.4451 (7)	0.9003 (7)	1.0327 (6)	0.067 (2)	0.50
F7	0.6029 (6)	0.9793 (7)	0.9324 (6)	0.069 (2)	0.50
F8	0.4267 (7)	1.1114 (7)	0.9391 (6)	0.079 (2)	0.50
N1	−0.0099 (3)	1.3038 (3)	0.7288 (3)	0.0327 (8)
N2	0.0500 (4)	1.3506 (4)	0.6289 (3)	0.0377 (9)
N3	−0.0629 (3)	1.1840 (3)	0.9361 (3)	0.0266 (8)
N4	0.3424 (3)	0.6261 (3)	0.1831 (3)	0.0302 (8)
N5	0.2788 (3)	0.8281 (3)	0.2460 (3)	0.0307 (8)
N6	0.2734 (4)	0.9278 (4)	0.2842 (3)	0.0356 (9)
O1	0.1875 (3)	1.2811 (3)	0.7509 (2)	0.0333 (7)
O2	0.4683 (3)	0.8191 (3)	0.2815 (3)	0.0380 (8)
O3	0.915 (3)	0.507 (2)	0.1515 (17)	0.097 (8)	0.50
H3A	0.8865	0.5265	0.0944	0.146*	0.50
S1	0.29281 (12)	1.37416 (14)	0.56289 (10)	0.0454 (3)
S2	0.44522 (12)	1.01202 (13)	0.35022 (11)	0.0442 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
B1	0.038 (5)	0.040 (5)	0.041 (5)	−0.007 (4)	0.001 (4)	−0.013 (4)
B2	0.025 (4)	0.035 (4)	0.040 (4)	−0.002 (3)	0.001 (3)	−0.019 (3)
C1	0.032 (2)	0.024 (2)	0.034 (2)	0.0005 (17)	−0.0018 (19)	−0.0171 (19)
C2	0.031 (2)	0.032 (2)	0.043 (3)	0.0036 (19)	0.000 (2)	−0.018 (2)
C3	0.038 (3)	0.042 (3)	0.049 (3)	−0.003 (2)	0.007 (2)	−0.020 (2)
C4	0.050 (3)	0.041 (3)	0.036 (3)	0.003 (2)	0.002 (2)	−0.012 (2)
C5	0.044 (3)	0.037 (3)	0.035 (3)	0.003 (2)	−0.008 (2)	−0.013 (2)
C6	0.037 (3)	0.028 (2)	0.036 (2)	0.0046 (19)	−0.006 (2)	−0.017 (2)
C7	0.033 (2)	0.037 (2)	0.038 (3)	0.002 (2)	−0.012 (2)	−0.015 (2)
C8	0.026 (2)	0.035 (2)	0.043 (3)	−0.0017 (19)	−0.009 (2)	−0.019 (2)
C9	0.030 (2)	0.029 (2)	0.032 (2)	−0.0014 (18)	−0.0034 (18)	−0.0163 (19)
C10	0.025 (2)	0.028 (2)	0.036 (2)	−0.0023 (17)	−0.0016 (18)	−0.0157 (19)
C11	0.036 (3)	0.041 (3)	0.032 (3)	−0.007 (2)	−0.007 (2)	−0.011 (2)
C12	0.042 (3)	0.061 (3)	0.037 (3)	−0.014 (3)	−0.003 (2)	−0.012 (3)
C13	0.038 (3)	0.064 (3)	0.037 (3)	−0.007 (3)	−0.009 (2)	−0.019 (3)
C14	0.045 (3)	0.058 (3)	0.041 (3)	−0.016 (3)	−0.002 (2)	−0.018 (3)
C15	0.043 (3)	0.062 (3)	0.047 (3)	−0.013 (3)	−0.007 (2)	−0.026 (3)
C16	0.035 (3)	0.044 (3)	0.030 (2)	−0.013 (2)	−0.005 (2)	−0.010 (2)
C17	0.030 (2)	0.043 (3)	0.027 (2)	−0.010 (2)	−0.0080 (18)	−0.008 (2)
C18	0.028 (2)	0.041 (3)	0.027 (2)	0.002 (2)	−0.0012 (18)	−0.009 (2)
C19	0.025 (2)	0.067 (4)	0.045 (3)	0.003 (2)	−0.007 (2)	−0.016 (3)
C20	0.038 (3)	0.063 (4)	0.050 (3)	0.020 (3)	−0.006 (3)	−0.013 (3)
C21	0.052 (3)	0.040 (3)	0.036 (3)	0.010 (2)	0.006 (2)	−0.007 (2)
C22	0.043 (3)	0.028 (2)	0.031 (2)	−0.001 (2)	0.004 (2)	−0.0061 (19)
C23	0.058 (4)	0.040 (3)	0.051 (3)	−0.010 (3)	0.008 (3)	−0.024 (3)
C24	0.087 (5)	0.041 (3)	0.055 (4)	−0.022 (3)	0.020 (3)	−0.026 (3)
C25	0.117 (6)	0.029 (3)	0.050 (4)	−0.001 (3)	0.013 (4)	−0.018 (3)
C26	0.079 (5)	0.038 (3)	0.045 (3)	0.021 (3)	0.007 (3)	−0.010 (3)
C27	0.060 (6)	0.079 (6)	0.059 (6)	−0.030 (4)	−0.010 (4)	−0.023 (4)
C28	0.072 (11)	0.068 (10)	0.087 (13)	−0.003 (9)	0.010 (10)	−0.009 (10)
C27'	0.060 (6)	0.079 (6)	0.059 (6)	−0.030 (4)	−0.010 (4)	−0.023 (4)
Cl1	0.083 (2)	0.129 (3)	0.0497 (17)	−0.055 (2)	0.0073 (16)	−0.0284 (18)
Cl2	0.104 (3)	0.109 (3)	0.078 (2)	−0.046 (2)	−0.022 (2)	0.023 (2)
Cl1'	0.044 (3)	0.057 (3)	0.039 (3)	−0.033 (2)	−0.008 (2)	0.000 (2)
Cl2'	0.040 (3)	0.089 (5)	0.031 (3)	−0.033 (3)	−0.003 (2)	−0.026 (3)
Cu1	0.0253 (3)	0.0394 (4)	0.0416 (4)	−0.0007 (2)	−0.0082 (2)	−0.0188 (3)
F1	0.094 (8)	0.079 (9)	0.157 (19)	−0.019 (6)	0.013 (11)	−0.084 (13)
F2	0.065 (5)	0.110 (7)	0.068 (5)	−0.022 (5)	−0.009 (4)	0.011 (5)
F3	0.049 (4)	0.065 (4)	0.046 (4)	−0.019 (3)	−0.011 (3)	−0.016 (3)
F4	0.046 (4)	0.056 (4)	0.099 (5)	0.010 (3)	−0.024 (4)	−0.051 (4)
F5	0.154 (9)	0.103 (6)	0.072 (6)	−0.061 (7)	−0.022 (6)	−0.039 (5)
F6	0.080 (5)	0.067 (4)	0.056 (4)	−0.046 (4)	−0.006 (4)	−0.003 (4)
F7	0.034 (3)	0.077 (5)	0.060 (4)	0.013 (3)	0.005 (3)	−0.002 (4)
F8	0.052 (4)	0.063 (4)	0.077 (5)	0.017 (4)	0.014 (4)	0.003 (4)
N1	0.030 (2)	0.033 (2)	0.034 (2)	−0.0022 (16)	−0.0043 (16)	−0.0124 (17)
N2	0.036 (2)	0.043 (2)	0.032 (2)	−0.0080 (18)	−0.0017 (17)	−0.0103 (18)
N3	0.0268 (19)	0.0236 (17)	0.032 (2)	−0.0001 (14)	−0.0053 (15)	−0.0142 (15)
N4	0.0259 (19)	0.0298 (19)	0.0292 (19)	−0.0004 (15)	−0.0021 (15)	−0.0069 (16)
N5	0.028 (2)	0.0300 (19)	0.035 (2)	−0.0012 (16)	−0.0079 (16)	−0.0136 (16)
N6	0.036 (2)	0.040 (2)	0.035 (2)	−0.0073 (18)	−0.0079 (17)	−0.0162 (18)
O1	0.0270 (16)	0.0407 (18)	0.0332 (17)	−0.0071 (14)	−0.0017 (13)	−0.0141 (14)
O2	0.0293 (17)	0.0470 (19)	0.0384 (19)	−0.0081 (15)	−0.0076 (14)	−0.0133 (15)
O3	0.15 (2)	0.036 (7)	0.110 (16)	−0.003 (10)	−0.046 (14)	−0.028 (9)
S1	0.0382 (7)	0.0649 (9)	0.0371 (7)	−0.0176 (6)	0.0002 (5)	−0.0189 (6)
S2	0.0400 (7)	0.0553 (8)	0.0455 (7)	−0.0160 (6)	−0.0075 (6)	−0.0210 (6)

Geometric parameters (Å, º)

B1—F4	1.378 (7)	C18—N4	1.336 (6)
B1—F1	1.385 (8)	C18—C19	1.400 (7)
B1—F3	1.389 (7)	C19—C20	1.347 (8)
B1—F2	1.390 (7)	C19—H19	0.9300
B1—H3A	1.2309	C20—C21	1.419 (9)
B2—F6^i	1.332 (6)	C20—H20	0.9300
B2—F6	1.332 (6)	C21—C22	1.424 (7)
B2—F5	1.352 (7)	C21—C26	1.424 (8)
B2—F5^i	1.352 (7)	C22—N4	1.375 (6)
B2—F8^i	1.385 (7)	C22—C23	1.412 (8)
B2—F8	1.385 (7)	C23—C24	1.378 (7)
B2—F7^i	1.396 (6)	C23—H23	0.9300
B2—F7	1.396 (6)	C24—C25	1.393 (10)
C1—N3	1.371 (6)	C24—H24	0.9300
C1—C2	1.405 (6)	C25—C26	1.351 (10)
C1—C6	1.435 (6)	C25—H25	0.9300
C2—C3	1.365 (7)	C26—H26	0.9300
C2—H2	0.9300	C27—Cl1	1.708 (10)
C3—C4	1.408 (7)	C27—Cl2	1.725 (9)
C3—H3	0.9300	C27—H27A	0.9700
C4—C5	1.366 (8)	C27—H27B	0.9700
C4—H4	0.9300	C28—O3	1.33 (3)
C5—C6	1.416 (7)	C28—H28A	0.9600
C5—H5	0.9300	C28—H28B	0.9600
C6—C7	1.406 (7)	C28—H28C	0.9600
C7—C8	1.370 (7)	C27'—Cl1'	1.709 (10)
C7—H7	0.9300	C27'—Cl2'	1.718 (10)
C8—C9	1.397 (6)	C27'—H27C	0.9700
C8—H8	0.9300	C27'—H27D	0.9700
C9—N3	1.335 (6)	Cl1—Cl1^ii	2.423 (10)
C9—C10	1.456 (6)	Cu1—N5	2.048 (4)
C10—N1	1.285 (6)	Cu1—N3^iii	2.049 (3)
C10—O1	1.361 (5)	Cu1—N4	2.069 (4)
C11—N2	1.295 (6)	Cu1—N1^iii	2.093 (4)
C11—O1	1.364 (5)	F1—H3A	1.3268
C11—S1	1.737 (5)	F2—F2^iv	1.489 (18)
C12—C13	1.517 (7)	F2—H3A	1.4182
C12—S1	1.815 (5)	F5—F6^i	1.528 (11)
C12—H12A	0.9700	F5—F8^i	1.553 (12)
C12—H12B	0.9700	F5—F7^i	1.603 (12)
C13—C14	1.531 (7)	F6—F8^i	1.497 (10)
C13—H13A	0.9700	F6—F5^i	1.528 (11)
C13—H13B	0.9700	F6—F7^i	1.577 (11)
C14—C15	1.530 (7)	F7—F6^i	1.577 (11)
C14—H14A	0.9700	F7—F5^i	1.603 (12)
C14—H14B	0.9700	F7—F8^i	1.715 (10)
C15—S2	1.830 (6)	F8—F6^i	1.497 (10)
C15—H15A	0.9700	F8—F5^i	1.553 (12)
C15—H15B	0.9700	F8—F7^i	1.715 (10)
C16—N6	1.293 (6)	N1—N2	1.404 (5)
C16—O2	1.368 (6)	N1—Cu1^iii	2.093 (4)
C16—S2	1.735 (5)	N3—Cu1^iii	2.049 (3)
C17—N5	1.282 (6)	N5—N6	1.411 (5)
C17—O2	1.362 (5)	O3—H3A	0.8200
C17—C18	1.463 (6)
F4—B1—F1	109.3 (12)	O2—C17—C18	123.0 (4)
F4—B1—F3	109.6 (7)	N4—C18—C19	124.7 (4)
F1—B1—F3	108.4 (13)	N4—C18—C17	111.5 (4)
F4—B1—F2	110.3 (8)	C19—C18—C17	123.8 (5)
F1—B1—F2	108.3 (11)	C20—C19—C18	118.5 (5)
F3—B1—F2	110.8 (7)	C20—C19—H19	120.7
F4—B1—H3A	86.5	C18—C19—H19	120.7
F1—B1—H3A	60.6	C19—C20—C21	119.9 (5)
F3—B1—H3A	163.4	C19—C20—H20	120.0
F2—B1—H3A	65.2	C21—C20—H20	120.0
F6^i—B2—F6	180.000 (3)	C20—C21—C22	118.4 (5)
F6^i—B2—F5	69.4 (5)	C20—C21—C26	124.0 (6)
F6—B2—F5	110.6 (5)	C22—C21—C26	117.7 (6)
F6^i—B2—F5^i	110.6 (5)	N4—C22—C23	118.5 (4)
F6—B2—F5^i	69.4 (5)	N4—C22—C21	120.9 (5)
F5—B2—F5^i	180.000 (5)	C23—C22—C21	120.6 (5)
F6^i—B2—F8^i	113.1 (5)	C24—C23—C22	118.7 (6)
F6—B2—F8^i	66.9 (5)	C24—C23—H23	120.6
F5—B2—F8^i	69.1 (6)	C22—C23—H23	120.6
F5^i—B2—F8^i	110.9 (6)	C23—C24—C25	121.2 (6)
F6^i—B2—F8	66.9 (5)	C23—C24—H24	119.4
F6—B2—F8	113.1 (5)	C25—C24—H24	119.4
F5—B2—F8	110.9 (6)	C26—C25—C24	121.0 (5)
F5^i—B2—F8	69.1 (6)	C26—C25—H25	119.5
F8^i—B2—F8	180.000 (3)	C24—C25—H25	119.5
F6^i—B2—F7^i	109.4 (5)	C25—C26—C21	120.8 (6)
F6—B2—F7^i	70.6 (5)	C25—C26—H26	119.6
F5—B2—F7^i	71.3 (5)	C21—C26—H26	119.6
F5^i—B2—F7^i	108.7 (5)	Cl1—C27—Cl2	118.0 (8)
F8^i—B2—F7^i	103.9 (4)	Cl1—C27—H27A	107.8
F8—B2—F7^i	76.1 (4)	Cl2—C27—H27A	107.8
F6^i—B2—F7	70.6 (5)	Cl1—C27—H27B	107.8
F6—B2—F7	109.4 (5)	Cl2—C27—H27B	107.8
F5—B2—F7	108.7 (5)	H27A—C27—H27B	107.2
F5^i—B2—F7	71.3 (5)	O3—C28—H28A	109.5
F8^i—B2—F7	76.1 (4)	O3—C28—H28B	109.5
F8—B2—F7	103.9 (4)	H28A—C28—H28B	109.5
F7^i—B2—F7	180.000 (2)	O3—C28—H28C	109.5
N3—C1—C2	119.4 (4)	H28A—C28—H28C	109.5
N3—C1—C6	121.2 (4)	H28B—C28—H28C	109.5
C2—C1—C6	119.4 (4)	Cl1'—C27'—Cl2'	117.6 (9)
C3—C2—C1	119.9 (5)	Cl1'—C27'—H27C	107.9
C3—C2—H2	120.0	Cl2'—C27'—H27C	107.9
C1—C2—H2	120.0	Cl1'—C27'—H27D	107.9
C2—C3—C4	121.1 (5)	Cl2'—C27'—H27D	107.9
C2—C3—H3	119.5	H27C—C27'—H27D	107.2
C4—C3—H3	119.5	C27—Cl1—Cl1^ii	162.2 (9)
C5—C4—C3	120.7 (5)	N5—Cu1—N3^iii	133.56 (14)
C5—C4—H4	119.7	N5—Cu1—N4	80.91 (14)
C3—C4—H4	119.7	N3^iii—Cu1—N4	120.30 (14)
C4—C5—C6	119.9 (5)	N5—Cu1—N1^iii	120.47 (15)
C4—C5—H5	120.0	N3^iii—Cu1—N1^iii	81.60 (15)
C6—C5—H5	120.0	N4—Cu1—N1^iii	126.66 (14)
C7—C6—C5	122.7 (4)	B1—F1—H3A	53.9
C7—C6—C1	118.3 (4)	B1—F2—F2^iv	119.2 (10)
C5—C6—C1	118.9 (4)	B1—F2—H3A	52.0
C8—C7—C6	120.0 (4)	F2^iv—F2—H3A	101.5
C8—C7—H7	120.0	B2—F5—F6^i	54.7 (4)
C6—C7—H7	120.0	B2—F5—F8^i	56.4 (4)
C7—C8—C9	117.9 (4)	F6^i—F5—F8^i	94.8 (6)
C7—C8—H8	121.0	B2—F5—F7^i	55.6 (4)
C9—C8—H8	121.0	F6^i—F5—F7^i	90.7 (6)
N3—C9—C8	125.3 (4)	F8^i—F5—F7^i	87.9 (6)
N3—C9—C10	111.9 (4)	B2—F6—F8^i	58.3 (4)
C8—C9—C10	122.8 (4)	B2—F6—F5^i	55.9 (4)
N1—C10—O1	113.0 (4)	F8^i—F6—F5^i	96.3 (6)
N1—C10—C9	125.4 (4)	B2—F6—F7^i	56.6 (4)
O1—C10—C9	121.6 (4)	F8^i—F6—F7^i	90.8 (5)
N2—C11—O1	113.7 (4)	F5^i—F6—F7^i	91.9 (5)
N2—C11—S1	131.7 (4)	B2—F7—F6^i	52.8 (3)
O1—C11—S1	114.5 (3)	B2—F7—F5^i	53.0 (4)
C13—C12—S1	113.5 (4)	F6^i—F7—F5^i	87.9 (5)
C13—C12—H12A	108.9	B2—F7—F8^i	51.6 (3)
S1—C12—H12A	108.9	F6^i—F7—F8^i	87.0 (5)
C13—C12—H12B	108.9	F5^i—F7—F8^i	85.5 (5)
S1—C12—H12B	108.9	B2—F8—F6^i	54.9 (4)
H12A—C12—H12B	107.7	B2—F8—F5^i	54.4 (4)
C12—C13—C14	113.9 (4)	F6^i—F8—F5^i	92.6 (6)
C12—C13—H13A	108.8	B2—F8—F7^i	52.2 (3)
C14—C13—H13A	108.8	F6^i—F8—F7^i	87.5 (5)
C12—C13—H13B	108.8	F5^i—F8—F7^i	86.0 (5)
C14—C13—H13B	108.8	C10—N1—N2	106.9 (4)
H13A—C13—H13B	107.7	C10—N1—Cu1^iii	107.1 (3)
C15—C14—C13	110.1 (4)	N2—N1—Cu1^iii	145.5 (3)
C15—C14—H14A	109.6	C11—N2—N1	104.9 (4)
C13—C14—H14A	109.6	C9—N3—C1	117.3 (4)
C15—C14—H14B	109.6	C9—N3—Cu1^iii	113.8 (3)
C13—C14—H14B	109.6	C1—N3—Cu1^iii	128.7 (3)
H14A—C14—H14B	108.2	C18—N4—C22	117.5 (4)
C14—C15—S2	108.6 (4)	C18—N4—Cu1	113.8 (3)
C14—C15—H15A	110.0	C22—N4—Cu1	128.6 (3)
S2—C15—H15A	110.0	C17—N5—N6	107.0 (3)
C14—C15—H15B	110.0	C17—N5—Cu1	109.9 (3)
S2—C15—H15B	110.0	N6—N5—Cu1	143.0 (3)
H15A—C15—H15B	108.3	C16—N6—N5	104.3 (4)
N6—C16—O2	114.3 (4)	C10—O1—C11	101.5 (3)
N6—C16—S2	128.4 (4)	C17—O2—C16	101.1 (3)
O2—C16—S2	117.4 (3)	C28—O3—H3A	109.7
N5—C17—O2	113.2 (4)	C11—S1—C12	98.8 (2)
N5—C17—C18	123.7 (4)	C16—S2—C15	97.2 (2)
N3—C1—C2—C3	179.0 (4)	F6^i—B2—F7—F5^i	−120.9 (5)
C6—C1—C2—C3	0.6 (6)	F6—B2—F7—F5^i	59.1 (5)
C1—C2—C3—C4	0.4 (7)	F5—B2—F7—F5^i	180.000 (4)
C2—C3—C4—C5	−0.9 (7)	F8^i—B2—F7—F5^i	118.1 (6)
C3—C4—C5—C6	0.4 (7)	F8—B2—F7—F5^i	−61.9 (6)
C4—C5—C6—C7	−178.8 (4)	F7^i—B2—F7—F5^i	33 (100)
C4—C5—C6—C1	0.6 (6)	F6^i—B2—F7—F8^i	121.1 (5)
N3—C1—C6—C7	0.0 (6)	F6—B2—F7—F8^i	−58.9 (5)
C2—C1—C6—C7	178.3 (4)	F5—B2—F7—F8^i	61.9 (6)
N3—C1—C6—C5	−179.4 (4)	F5^i—B2—F7—F8^i	−118.1 (6)
C2—C1—C6—C5	−1.1 (6)	F8—B2—F7—F8^i	180.000 (4)
C5—C6—C7—C8	179.7 (4)	F7^i—B2—F7—F8^i	−85 (100)
C1—C6—C7—C8	0.3 (6)	F6—B2—F8—F6^i	180.000 (2)
C6—C7—C8—C9	−0.3 (6)	F5—B2—F8—F6^i	55.1 (6)
C7—C8—C9—N3	0.2 (7)	F5^i—B2—F8—F6^i	−124.9 (6)
C7—C8—C9—C10	180.0 (4)	F8^i—B2—F8—F6^i	−120 (100)
N3—C9—C10—N1	6.2 (6)	F7^i—B2—F8—F6^i	118.5 (6)
C8—C9—C10—N1	−173.6 (4)	F7—B2—F8—F6^i	−61.5 (6)
N3—C9—C10—O1	−171.6 (4)	F6^i—B2—F8—F5^i	124.9 (6)
C8—C9—C10—O1	8.6 (6)	F6—B2—F8—F5^i	−55.1 (6)
S1—C12—C13—C14	−61.6 (5)	F5—B2—F8—F5^i	180.000 (5)
C12—C13—C14—C15	−178.1 (4)	F8^i—B2—F8—F5^i	5 (100)
C13—C14—C15—S2	−177.0 (4)	F7^i—B2—F8—F5^i	−116.5 (6)
N5—C17—C18—N4	−2.0 (6)	F7—B2—F8—F5^i	63.5 (6)
O2—C17—C18—N4	177.8 (4)	F6^i—B2—F8—F7^i	−118.5 (6)
N5—C17—C18—C19	178.0 (5)	F6—B2—F8—F7^i	61.5 (6)
O2—C17—C18—C19	−2.2 (7)	F5—B2—F8—F7^i	−63.5 (6)
N4—C18—C19—C20	−2.3 (8)	F5^i—B2—F8—F7^i	116.5 (6)
C17—C18—C19—C20	177.7 (5)	F8^i—B2—F8—F7^i	122 (100)
C18—C19—C20—C21	1.6 (8)	F7—B2—F8—F7^i	180.000 (4)
C19—C20—C21—C22	0.7 (8)	O1—C10—N1—N2	−0.1 (5)
C19—C20—C21—C26	−179.9 (5)	C9—C10—N1—N2	−178.2 (4)
C20—C21—C22—N4	−2.5 (7)	O1—C10—N1—Cu1^iii	173.8 (3)
C26—C21—C22—N4	178.0 (4)	C9—C10—N1—Cu1^iii	−4.2 (5)
C20—C21—C22—C23	178.9 (5)	O1—C11—N2—N1	0.7 (5)
C26—C21—C22—C23	−0.6 (7)	S1—C11—N2—N1	−178.5 (4)
N4—C22—C23—C24	−178.5 (5)	C10—N1—N2—C11	−0.3 (5)
C21—C22—C23—C24	0.1 (8)	Cu1^iii—N1—N2—C11	−170.0 (4)
C22—C23—C24—C25	1.0 (8)	C8—C9—N3—C1	0.1 (6)
C23—C24—C25—C26	−1.7 (9)	C10—C9—N3—C1	−179.7 (3)
C24—C25—C26—C21	1.1 (9)	C8—C9—N3—Cu1^iii	175.3 (3)
C20—C21—C26—C25	−179.5 (6)	C10—C9—N3—Cu1^iii	−4.5 (4)
C22—C21—C26—C25	0.0 (8)	C2—C1—N3—C9	−178.5 (4)
Cl2—C27—Cl1—Cl1^ii	−68 (3)	C6—C1—N3—C9	−0.2 (5)
F4—B1—F2—F2^iv	−5.6 (15)	C2—C1—N3—Cu1^iii	7.1 (5)
F1—B1—F2—F2^iv	−125.3 (16)	C6—C1—N3—Cu1^iii	−174.6 (3)
F3—B1—F2—F2^iv	115.9 (11)	C19—C18—N4—C22	0.5 (7)
F6—B2—F5—F6^i	180.000 (4)	C17—C18—N4—C22	−179.6 (4)
F5^i—B2—F5—F6^i	139 (100)	C19—C18—N4—Cu1	−175.9 (4)
F8^i—B2—F5—F6^i	126.3 (6)	C17—C18—N4—Cu1	4.0 (5)
F8—B2—F5—F6^i	−53.7 (6)	C23—C22—N4—C18	−179.5 (4)
F7^i—B2—F5—F6^i	−120.1 (5)	C21—C22—N4—C18	2.0 (6)
F7—B2—F5—F6^i	59.9 (6)	C23—C22—N4—Cu1	−3.7 (6)
F6^i—B2—F5—F8^i	−126.3 (6)	C21—C22—N4—Cu1	177.7 (3)
F6—B2—F5—F8^i	53.7 (6)	N5—Cu1—N4—C18	−3.8 (3)
F5^i—B2—F5—F8^i	12 (100)	N3^iii—Cu1—N4—C18	131.8 (3)
F8—B2—F5—F8^i	180.000 (7)	N1^iii—Cu1—N4—C18	−125.2 (3)
F7^i—B2—F5—F8^i	113.5 (5)	N5—Cu1—N4—C22	−179.7 (4)
F7—B2—F5—F8^i	−66.5 (5)	N3^iii—Cu1—N4—C22	−44.1 (4)
F6^i—B2—F5—F7^i	120.1 (5)	N1^iii—Cu1—N4—C22	58.9 (4)
F6—B2—F5—F7^i	−59.9 (5)	O2—C17—N5—N6	0.3 (5)
F5^i—B2—F5—F7^i	−101 (100)	C18—C17—N5—N6	−179.9 (4)
F8^i—B2—F5—F7^i	−113.5 (5)	O2—C17—N5—Cu1	179.0 (3)
F8—B2—F5—F7^i	66.5 (5)	C18—C17—N5—Cu1	−1.2 (5)
F7—B2—F5—F7^i	180.000 (3)	N3^iii—Cu1—N5—C17	−121.0 (3)
F6^i—B2—F6—F8^i	97 (100)	N4—Cu1—N5—C17	2.6 (3)
F5—B2—F6—F8^i	−54.9 (7)	N1^iii—Cu1—N5—C17	130.0 (3)
F5^i—B2—F6—F8^i	125.1 (7)	N3^iii—Cu1—N5—N6	56.9 (5)
F8—B2—F6—F8^i	180.000 (2)	N4—Cu1—N5—N6	−179.5 (5)
F7^i—B2—F6—F8^i	−115.3 (5)	N1^iii—Cu1—N5—N6	−52.1 (5)
F7—B2—F6—F8^i	64.7 (5)	O2—C16—N6—N5	−0.5 (5)
F6^i—B2—F6—F5^i	−28 (100)	S2—C16—N6—N5	179.3 (4)
F5—B2—F6—F5^i	180.000 (4)	C17—N5—N6—C16	0.1 (5)
F8^i—B2—F6—F5^i	−125.1 (7)	Cu1—N5—N6—C16	−177.8 (4)
F8—B2—F6—F5^i	54.9 (7)	N1—C10—O1—C11	0.5 (5)
F7^i—B2—F6—F5^i	119.7 (6)	C9—C10—O1—C11	178.6 (4)
F7—B2—F6—F5^i	−60.3 (6)	N2—C11—O1—C10	−0.8 (5)
F6^i—B2—F6—F7^i	−148 (100)	S1—C11—O1—C10	178.5 (3)
F5—B2—F6—F7^i	60.3 (6)	N5—C17—O2—C16	−0.5 (5)
F5^i—B2—F6—F7^i	−119.7 (6)	C18—C17—O2—C16	179.7 (4)
F8^i—B2—F6—F7^i	115.3 (5)	N6—C16—O2—C17	0.6 (5)
F8—B2—F6—F7^i	−64.7 (5)	S2—C16—O2—C17	−179.2 (3)
F7—B2—F6—F7^i	180.000 (2)	N2—C11—S1—C12	−6.2 (5)
F6—B2—F7—F6^i	180.000 (2)	O1—C11—S1—C12	174.7 (4)
F5—B2—F7—F6^i	−59.1 (5)	C13—C12—S1—C11	−76.2 (4)
F5^i—B2—F7—F6^i	120.9 (5)	N6—C16—S2—C15	−1.2 (5)
F8^i—B2—F7—F6^i	−121.1 (5)	O2—C16—S2—C15	178.5 (4)
F8—B2—F7—F6^i	58.9 (5)	C14—C15—S2—C16	−176.1 (4)
F7^i—B2—F7—F6^i	154 (100)

Symmetry codes: (i) −x+1, −y+2, −z+2; (ii) −x+2, −y, −z+1; (iii) −x, −y+2, −z+1; (iv) −x+2, −y+1, −z.

(III) Bis(µ-1,4-bis{[5-(quinolin-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}butane)dicopper(I) bis(perchlorate)–dichloromethane–methanol (1/2/1)

Crystal data

[Cu2(C26H20N6O2S2)2](ClO4)2·2CH2Cl2·CH4O	Z = 1
Mr = 1553.07	F(000) = 790
Triclinic, P1	Dx = 1.618 Mg m^−3
a = 11.2499 (11) Å	Mo Kα radiation, λ = 0.7107 Å
b = 11.5798 (11) Å	Cell parameters from 1468 reflections
c = 13.6976 (15) Å	θ = 3.6–21.5°
α = 67.635 (10)°	µ = 1.12 mm^−1
β = 81.106 (9)°	T = 100 K
γ = 75.524 (8)°	Plate, yellow
V = 1594.3 (3) Å^3	0.16 × 0.10 × 0.02 mm

Data collection

Agilent SuperNova Dual Source diffractometer with an Eos detector	6039 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	3134 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.068
Detector resolution: 16.0793 pixels mm^-1	θmax = 25.7°, θmin = 2.9°
ω scans	h = −13→13
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013)	k = −13→14
Tmin = 0.949, Tmax = 1.000	l = −15→16
11239 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.086	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.251	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.1066P)^2] where P = (Fo^2 + 2Fc^2)/3
6039 reflections	(Δ/σ)max < 0.001
488 parameters	Δρmax = 1.08 e Å^−3
17 restraints	Δρmin = −0.70 e Å^−3

Special details

Experimental. Absorption correction: CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) 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 > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.6280 (7)	0.9767 (7)	0.3469 (6)	0.046 (2)
C2	0.7198 (9)	1.0121 (7)	0.3798 (6)	0.055 (2)
H2	0.8005	0.9662	0.3797	0.067*
C3	0.6914 (10)	1.1146 (8)	0.4124 (7)	0.071 (3)
H3	0.7525	1.1358	0.4369	0.085*
C4	0.5705 (13)	1.1881 (9)	0.4093 (9)	0.085 (4)
H4	0.5534	1.2608	0.4270	0.101*
C5	0.4812 (12)	1.1535 (9)	0.3811 (8)	0.085 (4)
H5	0.4015	1.2012	0.3829	0.102*
C6	0.5013 (9)	1.0467 (8)	0.3481 (6)	0.060 (3)
C7	0.4109 (9)	1.0082 (9)	0.3152 (8)	0.070 (3)
H7	0.3298	1.0532	0.3142	0.084*
C8	0.4412 (7)	0.9067 (8)	0.2853 (6)	0.056 (2)
H8	0.3815	0.8793	0.2648	0.067*
C9	0.5670 (6)	0.8410 (7)	0.2856 (6)	0.0399 (18)
C10	0.6110 (6)	0.7348 (7)	0.2498 (6)	0.0390 (18)
C11	0.6185 (7)	0.5859 (7)	0.1938 (6)	0.0434 (19)
C12	0.7036 (7)	0.3786 (8)	0.1423 (7)	0.053 (2)
H12A	0.7646	0.4217	0.0936	0.063*
H12B	0.7356	0.3379	0.2119	0.063*
C13	0.6778 (7)	0.2789 (7)	0.1062 (7)	0.050 (2)
H13A	0.6395	0.3210	0.0393	0.060*
H13B	0.6208	0.2325	0.1577	0.060*
C14	0.7975 (7)	0.1837 (8)	0.0929 (6)	0.048 (2)
H14A	0.8521	0.2300	0.0383	0.057*
H14B	0.8385	0.1466	0.1586	0.057*
C15	1.2239 (7)	0.9225 (7)	−0.0640 (6)	0.048 (2)
H15A	1.1458	0.9810	−0.0616	0.058*
H15B	1.2773	0.9696	−0.1193	0.058*
C16	1.1638 (7)	0.8341 (7)	0.1450 (6)	0.0390 (18)
C17	1.0725 (6)	0.7642 (6)	0.2957 (6)	0.0378 (18)
C18	1.0496 (6)	0.7059 (6)	0.4091 (6)	0.0356 (17)
C19	1.1391 (6)	0.6756 (6)	0.4811 (6)	0.0356 (17)
H19	1.2170	0.6931	0.4572	0.043*
C20	1.1096 (6)	0.6205 (6)	0.5860 (6)	0.0385 (18)
H20	1.1677	0.6000	0.6348	0.046*
C21	0.9922 (7)	0.5946 (6)	0.6210 (6)	0.0377 (18)
C22	0.9558 (7)	0.5375 (7)	0.7285 (6)	0.045 (2)
H22	1.0109	0.5161	0.7798	0.054*
C23	0.8416 (7)	0.5134 (7)	0.7579 (6)	0.048 (2)
H23	0.8192	0.4758	0.8294	0.058*
C24	0.7554 (7)	0.5444 (7)	0.6820 (7)	0.050 (2)
H24	0.6776	0.5260	0.7036	0.060*
C25	0.7871 (6)	0.6020 (7)	0.5758 (7)	0.0413 (19)
H25	0.7298	0.6243	0.5261	0.050*
C26	0.9061 (6)	0.6273 (6)	0.5424 (6)	0.0372 (18)
C27	0.1362 (12)	0.2382 (16)	0.039 (3)	0.145 (6)	0.630 (6)
H27A	0.1196	0.2134	−0.0171	0.174*	0.630 (6)
H27B	0.1052	0.1808	0.1047	0.174*	0.630 (6)
C28	0.066 (3)	0.116 (3)	0.287 (3)	0.123 (13)	0.50
H28A	−0.0200	0.1559	0.2868	0.185*	0.50
H28B	0.0964	0.1202	0.2164	0.185*	0.50
H28C	0.1106	0.1587	0.3114	0.185*	0.50
Cl1	0.0450 (4)	0.0756 (7)	0.3597 (5)	0.0512 (13)	0.50
Cl2	0.5000	0.5000	0.5000	0.0448 (7)
Cl3	0.2924 (6)	0.2066 (7)	0.0425 (5)	0.154 (3)	0.630 (6)
Cl4	0.0483 (5)	0.3867 (6)	0.0207 (4)	0.114 (2)	0.630 (6)
C27'	0.186 (2)	0.234 (4)	0.1104 (15)	0.145 (6)	0.370 (6)
H27C	0.1293	0.2915	0.1412	0.174*	0.370 (6)
H27D	0.1955	0.1485	0.1628	0.174*	0.370 (6)
Cl3'	0.3244 (12)	0.2776 (12)	0.0791 (9)	0.161 (4)	0.370 (6)
Cl4'	0.1245 (11)	0.2386 (14)	0.0009 (10)	0.136 (4)	0.370 (6)
Cu1	0.82680 (7)	0.75212 (8)	0.31192 (7)	0.0409 (3)
N1	0.7250 (5)	0.6744 (5)	0.2502 (5)	0.0370 (15)
N2	0.7308 (5)	0.5751 (6)	0.2122 (5)	0.0434 (16)
N3	0.6580 (5)	0.8743 (5)	0.3147 (4)	0.0373 (15)
N4	0.9354 (5)	0.6829 (5)	0.4375 (5)	0.0320 (14)
N5	0.9904 (5)	0.8031 (5)	0.2275 (5)	0.0382 (15)
N6	1.0508 (5)	0.8484 (6)	0.1277 (5)	0.0421 (15)
O2	0.5374 (4)	0.6848 (5)	0.2138 (4)	0.0453 (14)
O3	1.1857 (4)	0.7785 (4)	0.2503 (4)	0.0393 (12)
O4	0.1237 (10)	0.1271 (10)	0.3936 (11)	0.067 (4)	0.50
O5	−0.0137 (12)	−0.0094 (13)	0.4502 (11)	0.078 (4)	0.50
O6	−0.0466 (10)	0.1727 (10)	0.2964 (9)	0.054 (3)	0.50
O7	0.1137 (19)	0.003 (2)	0.2983 (19)	0.071 (6)	0.50
O8	0.5976 (11)	0.4737 (16)	0.4306 (12)	0.100 (6)	0.50
O9	0.547 (2)	0.502 (3)	0.5845 (14)	0.158 (9)	0.50
O10	0.4399 (18)	0.4042 (16)	0.5362 (12)	0.103 (6)	0.50
O11	0.4313 (16)	0.6181 (14)	0.4412 (15)	0.122 (7)	0.50
O1M	0.080 (3)	−0.006 (3)	0.3509 (19)	0.115 (10)	0.50
H1M	0.0877	−0.0512	0.3152	0.172*	0.50
S1	0.56145 (18)	0.4933 (2)	0.14653 (18)	0.0543 (6)
S2	1.29163 (18)	0.8690 (2)	0.06107 (17)	0.0533 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.060 (5)	0.027 (4)	0.035 (5)	0.003 (4)	−0.003 (4)	−0.002 (3)
C2	0.086 (7)	0.033 (4)	0.048 (5)	−0.009 (4)	0.006 (5)	−0.019 (4)
C3	0.118 (9)	0.042 (5)	0.054 (6)	−0.022 (6)	0.010 (5)	−0.022 (4)
C4	0.146 (12)	0.024 (5)	0.064 (7)	0.005 (6)	0.006 (7)	−0.014 (4)
C5	0.121 (10)	0.045 (6)	0.053 (7)	0.022 (6)	0.017 (6)	−0.010 (5)
C6	0.077 (7)	0.038 (5)	0.037 (5)	0.022 (5)	0.007 (4)	−0.007 (4)
C7	0.053 (6)	0.059 (6)	0.068 (7)	0.023 (5)	−0.010 (5)	−0.010 (5)
C8	0.027 (4)	0.064 (6)	0.052 (6)	0.015 (4)	−0.009 (4)	−0.008 (4)
C9	0.038 (4)	0.039 (4)	0.034 (4)	0.005 (4)	−0.004 (3)	−0.012 (3)
C10	0.033 (4)	0.046 (4)	0.035 (4)	−0.008 (4)	−0.011 (3)	−0.009 (3)
C11	0.038 (4)	0.046 (5)	0.046 (5)	−0.009 (4)	−0.008 (4)	−0.014 (4)
C12	0.048 (5)	0.063 (5)	0.055 (6)	−0.012 (4)	−0.009 (4)	−0.028 (4)
C13	0.045 (5)	0.055 (5)	0.049 (5)	−0.016 (4)	−0.007 (4)	−0.010 (4)
C14	0.040 (4)	0.062 (5)	0.039 (5)	−0.010 (4)	−0.009 (4)	−0.014 (4)
C15	0.056 (5)	0.049 (5)	0.038 (5)	−0.011 (4)	−0.010 (4)	−0.012 (4)
C16	0.043 (4)	0.040 (4)	0.036 (5)	0.000 (4)	−0.010 (4)	−0.018 (3)
C17	0.036 (4)	0.031 (4)	0.050 (5)	−0.001 (3)	−0.006 (4)	−0.020 (3)
C18	0.032 (4)	0.030 (4)	0.047 (5)	0.003 (3)	−0.010 (3)	−0.020 (3)
C19	0.025 (4)	0.035 (4)	0.047 (5)	0.000 (3)	−0.005 (3)	−0.018 (3)
C20	0.034 (4)	0.041 (4)	0.044 (5)	0.001 (4)	−0.011 (3)	−0.022 (4)
C21	0.047 (5)	0.024 (4)	0.042 (5)	0.001 (3)	−0.006 (4)	−0.016 (3)
C22	0.043 (5)	0.039 (4)	0.051 (5)	0.005 (4)	−0.012 (4)	−0.019 (4)
C23	0.048 (5)	0.043 (5)	0.045 (5)	0.008 (4)	−0.007 (4)	−0.017 (4)
C24	0.039 (5)	0.047 (5)	0.064 (6)	−0.001 (4)	0.006 (4)	−0.027 (4)
C25	0.034 (4)	0.034 (4)	0.054 (5)	0.007 (3)	−0.009 (4)	−0.020 (4)
C26	0.033 (4)	0.026 (4)	0.052 (5)	0.002 (3)	−0.005 (4)	−0.017 (3)
C27	0.134 (8)	0.204 (9)	0.109 (12)	−0.063 (7)	−0.017 (7)	−0.049 (8)
C28	0.07 (2)	0.13 (3)	0.14 (3)	−0.01 (2)	0.00 (2)	−0.03 (3)
Cl1	0.048 (3)	0.047 (3)	0.073 (4)	−0.011 (3)	−0.006 (3)	−0.036 (3)
Cl2	0.0365 (15)	0.0434 (16)	0.060 (2)	−0.0084 (14)	0.0004 (14)	−0.0260 (14)
Cl3	0.175 (5)	0.158 (6)	0.110 (4)	−0.106 (4)	−0.069 (4)	0.039 (4)
Cl4	0.131 (5)	0.169 (6)	0.070 (3)	−0.083 (4)	0.026 (3)	−0.052 (3)
C27'	0.134 (8)	0.204 (9)	0.109 (12)	−0.063 (7)	−0.017 (7)	−0.049 (8)
Cl3'	0.186 (6)	0.158 (7)	0.117 (6)	−0.096 (5)	−0.058 (5)	0.031 (5)
Cl4'	0.129 (7)	0.197 (9)	0.104 (10)	−0.065 (6)	−0.018 (6)	−0.056 (7)
Cu1	0.0297 (5)	0.0432 (6)	0.0517 (7)	0.0010 (4)	−0.0122 (4)	−0.0208 (5)
N1	0.030 (3)	0.034 (3)	0.048 (4)	0.001 (3)	−0.014 (3)	−0.017 (3)
N2	0.037 (4)	0.049 (4)	0.051 (4)	−0.001 (3)	−0.010 (3)	−0.028 (3)
N3	0.039 (3)	0.032 (3)	0.035 (4)	0.001 (3)	−0.005 (3)	−0.009 (3)
N4	0.027 (3)	0.026 (3)	0.043 (4)	0.004 (3)	−0.007 (3)	−0.015 (3)
N5	0.039 (3)	0.033 (3)	0.040 (4)	−0.009 (3)	−0.006 (3)	−0.009 (3)
N6	0.039 (4)	0.047 (4)	0.041 (4)	−0.007 (3)	−0.003 (3)	−0.018 (3)
O2	0.030 (3)	0.047 (3)	0.060 (4)	−0.004 (2)	−0.020 (2)	−0.015 (3)
O3	0.032 (3)	0.041 (3)	0.045 (3)	−0.008 (2)	−0.005 (2)	−0.014 (2)
O4	0.053 (7)	0.045 (6)	0.114 (11)	0.009 (6)	−0.034 (7)	−0.042 (7)
O5	0.065 (8)	0.080 (9)	0.083 (12)	−0.005 (7)	−0.022 (8)	−0.022 (9)
O6	0.054 (7)	0.051 (7)	0.056 (8)	−0.004 (6)	−0.026 (6)	−0.014 (6)
O7	0.081 (11)	0.067 (13)	0.092 (17)	−0.021 (9)	0.008 (11)	−0.060 (14)
O8	0.038 (7)	0.109 (12)	0.092 (12)	0.025 (8)	0.017 (7)	−0.003 (9)
O9	0.26 (3)	0.22 (2)	0.078 (14)	−0.17 (2)	−0.007 (14)	−0.068 (14)
O10	0.145 (15)	0.096 (11)	0.076 (11)	−0.088 (12)	−0.046 (10)	0.013 (9)
O11	0.087 (12)	0.067 (10)	0.125 (15)	0.034 (9)	0.033 (10)	0.013 (10)
O1M	0.21 (3)	0.071 (16)	0.08 (2)	−0.036 (17)	−0.017 (17)	−0.037 (15)
S1	0.0433 (12)	0.0646 (14)	0.0649 (15)	−0.0132 (11)	−0.0180 (10)	−0.0274 (11)
S2	0.0460 (12)	0.0725 (15)	0.0473 (14)	−0.0215 (11)	−0.0024 (10)	−0.0225 (11)

Geometric parameters (Å, º)

C1—N3	1.367 (9)	C23—H23	0.9300
C1—C2	1.391 (11)	C24—C25	1.381 (11)
C1—C6	1.454 (11)	C24—H24	0.9300
C2—C3	1.370 (11)	C25—C26	1.412 (10)
C2—H2	0.9300	C25—H25	0.9300
C3—C4	1.410 (14)	C26—N4	1.357 (9)
C3—H3	0.9300	C27—Cl4	1.703 (10)
C4—C5	1.325 (15)	C27—Cl3	1.708 (10)
C4—H4	0.9300	C27—H27A	0.9700
C5—C6	1.428 (14)	C27—H27B	0.9700
C5—H5	0.9300	C28—O1M	1.33 (4)
C6—C7	1.398 (13)	C28—H28A	0.9600
C7—C8	1.338 (13)	C28—H28B	0.9600
C7—H7	0.9300	C28—H28C	0.9600
C8—C9	1.429 (9)	Cl1—O4	1.399 (12)
C8—H8	0.9300	Cl1—O7	1.421 (9)
C9—N3	1.340 (9)	Cl1—O6	1.426 (12)
C9—C10	1.441 (10)	Cl1—O5	1.444 (16)
C10—N1	1.297 (8)	Cl1—H1M	1.7303
C10—O2	1.359 (8)	Cl2—O10	1.336 (13)
C11—N2	1.293 (8)	Cl2—O10^ii	1.336 (13)
C11—O2	1.363 (9)	Cl2—O9	1.352 (15)
C11—S1	1.727 (8)	Cl2—O9^ii	1.352 (15)
C12—C13	1.520 (11)	Cl2—O8^ii	1.390 (13)
C12—S1	1.814 (8)	Cl2—O8	1.390 (13)
C12—H12A	0.9700	Cl2—O11	1.394 (12)
C12—H12B	0.9700	Cl2—O11^ii	1.394 (13)
C13—C14	1.548 (11)	Cl4—Cl4^iii	2.453 (14)
C13—H13A	0.9700	C27'—Cl3'	1.699 (10)
C13—H13B	0.9700	C27'—Cl4'	1.724 (10)
C14—C15^i	1.509 (10)	C27'—H27C	0.9700
C14—H14A	0.9700	C27'—H27D	0.9700
C14—H14B	0.9700	Cu1—N4	2.051 (5)
C15—C14^i	1.509 (10)	Cu1—N1	2.057 (6)
C15—S2	1.806 (7)	Cu1—N3	2.070 (5)
C15—H15A	0.9700	Cu1—N5	2.106 (6)
C15—H15B	0.9700	N1—N2	1.416 (8)
C16—N6	1.287 (8)	N5—N6	1.398 (8)
C16—O3	1.371 (8)	O5—O5^iv	1.55 (3)
C16—S2	1.726 (8)	O7—H1M	0.7036
C17—N5	1.291 (8)	O8—O10^ii	1.59 (2)
C17—O3	1.348 (8)	O8—O9^ii	1.61 (2)
C17—C18	1.449 (10)	O8—O11^ii	1.70 (2)
C18—N4	1.345 (8)	O9—O11^ii	1.51 (3)
C18—C19	1.406 (9)	O9—O10^ii	1.61 (2)
C19—C20	1.358 (10)	O9—O8^ii	1.61 (2)
C19—H19	0.9300	O10—O11^ii	1.47 (2)
C20—C21	1.399 (9)	O10—O8^ii	1.59 (2)
C20—H20	0.9300	O10—O9^ii	1.61 (2)
C21—C22	1.408 (10)	O11—O10^ii	1.47 (2)
C21—C26	1.439 (10)	O11—O9^ii	1.51 (3)
C22—C23	1.350 (10)	O11—O8^ii	1.70 (2)
C22—H22	0.9300	O1M—H1M	0.8200
C23—C24	1.416 (10)
N3—C1—C2	119.2 (7)	O1M—C28—H28C	109.5
N3—C1—C6	120.3 (8)	H28A—C28—H28C	109.5
C2—C1—C6	120.5 (8)	H28B—C28—H28C	109.5
C3—C2—C1	120.0 (9)	O4—Cl1—O7	109.9 (11)
C3—C2—H2	120.0	O4—Cl1—O6	111.8 (7)
C1—C2—H2	120.0	O7—Cl1—O6	108.1 (14)
C2—C3—C4	120.8 (10)	O4—Cl1—O5	109.8 (9)
C2—C3—H3	119.6	O7—Cl1—O5	107.8 (13)
C4—C3—H3	119.6	O6—Cl1—O5	109.5 (7)
C5—C4—C3	120.0 (10)	O4—Cl1—H1M	126.3
C5—C4—H4	120.0	O7—Cl1—H1M	23.2
C3—C4—H4	120.0	O6—Cl1—H1M	110.1
C4—C5—C6	123.2 (11)	O5—Cl1—H1M	85.7
C4—C5—H5	118.4	O10—Cl2—O10^ii	180.000 (3)
C6—C5—H5	118.4	O10—Cl2—O9	106.7 (10)
C7—C6—C5	125.5 (10)	O10^ii—Cl2—O9	73.3 (10)
C7—C6—C1	119.1 (8)	O10—Cl2—O9^ii	73.3 (10)
C5—C6—C1	115.4 (10)	O10^ii—Cl2—O9^ii	106.7 (10)
C8—C7—C6	120.0 (8)	O9—Cl2—O9^ii	180.000 (4)
C8—C7—H7	120.0	O10—Cl2—O8^ii	71.1 (10)
C6—C7—H7	120.0	O10^ii—Cl2—O8^ii	108.9 (10)
C7—C8—C9	118.8 (9)	O9—Cl2—O8^ii	71.9 (12)
C7—C8—H8	120.6	O9^ii—Cl2—O8^ii	108.1 (12)
C9—C8—H8	120.6	O10—Cl2—O8	108.9 (10)
N3—C9—C8	124.0 (7)	O10^ii—Cl2—O8	71.1 (10)
N3—C9—C10	112.4 (6)	O9—Cl2—O8	108.1 (12)
C8—C9—C10	123.5 (7)	O9^ii—Cl2—O8	71.9 (12)
N1—C10—O2	112.3 (7)	O8^ii—Cl2—O8	180.000 (3)
N1—C10—C9	123.9 (6)	O10—Cl2—O11	115.1 (9)
O2—C10—C9	123.8 (6)	O10^ii—Cl2—O11	64.9 (9)
N2—C11—O2	114.2 (7)	O9—Cl2—O11	113.3 (13)
N2—C11—S1	128.3 (6)	O9^ii—Cl2—O11	66.7 (13)
O2—C11—S1	117.6 (5)	O8^ii—Cl2—O11	75.4 (8)
C13—C12—S1	108.8 (5)	O8—Cl2—O11	104.6 (8)
C13—C12—H12A	109.9	O10—Cl2—O11^ii	64.9 (9)
S1—C12—H12A	109.9	O10^ii—Cl2—O11^ii	115.1 (9)
C13—C12—H12B	109.9	O9—Cl2—O11^ii	66.7 (13)
S1—C12—H12B	109.9	O9^ii—Cl2—O11^ii	113.3 (13)
H12A—C12—H12B	108.3	O8^ii—Cl2—O11^ii	104.6 (8)
C12—C13—C14	111.3 (6)	O8—Cl2—O11^ii	75.4 (8)
C12—C13—H13A	109.4	O11—Cl2—O11^ii	180.0 (16)
C14—C13—H13A	109.4	C27—Cl4—Cl4^iii	170.7 (9)
C12—C13—H13B	109.4	Cl3'—C27'—Cl4'	111.7 (12)
C14—C13—H13B	109.4	Cl3'—C27'—H27C	109.3
H13A—C13—H13B	108.0	Cl4'—C27'—H27C	109.3
C15^i—C14—C13	113.5 (6)	Cl3'—C27'—H27D	109.3
C15^i—C14—H14A	108.9	Cl4'—C27'—H27D	109.3
C13—C14—H14A	108.9	H27C—C27'—H27D	107.9
C15^i—C14—H14B	108.9	N4—Cu1—N1	134.8 (2)
C13—C14—H14B	108.9	N4—Cu1—N3	120.6 (2)
H14A—C14—H14B	107.7	N1—Cu1—N3	81.0 (2)
C14^i—C15—S2	114.2 (5)	N4—Cu1—N5	81.9 (2)
C14^i—C15—H15A	108.7	N1—Cu1—N5	118.6 (2)
S2—C15—H15A	108.7	N3—Cu1—N5	126.6 (2)
C14^i—C15—H15B	108.7	C10—N1—N2	107.0 (5)
S2—C15—H15B	108.7	C10—N1—Cu1	109.2 (5)
H15A—C15—H15B	107.6	N2—N1—Cu1	143.7 (4)
N6—C16—O3	113.0 (6)	C11—N2—N1	104.4 (6)
N6—C16—S2	132.2 (6)	C9—N3—C1	117.7 (6)
O3—C16—S2	114.7 (5)	C9—N3—Cu1	113.3 (5)
N5—C17—O3	112.9 (7)	C1—N3—Cu1	128.9 (5)
N5—C17—C18	124.8 (7)	C18—N4—C26	117.3 (6)
O3—C17—C18	122.3 (6)	C18—N4—Cu1	112.8 (5)
N4—C18—C19	124.0 (7)	C26—N4—Cu1	129.7 (4)
N4—C18—C17	113.2 (6)	C17—N5—N6	106.6 (6)
C19—C18—C17	122.8 (7)	C17—N5—Cu1	107.0 (5)
C20—C19—C18	118.7 (7)	N6—N5—Cu1	145.8 (4)
C20—C19—H19	120.6	C16—N6—N5	105.5 (6)
C18—C19—H19	120.6	C10—O2—C11	102.1 (5)
C19—C20—C21	120.2 (6)	C17—O3—C16	101.9 (5)
C19—C20—H20	119.9	Cl1—O5—O5^iv	107.5 (13)
C21—C20—H20	119.9	Cl1—O7—H1M	103.9
C20—C21—C22	123.1 (7)	Cl2—O8—O10^ii	52.9 (8)
C20—C21—C26	117.8 (7)	Cl2—O8—O9^ii	53.0 (7)
C22—C21—C26	119.2 (7)	O10^ii—O8—O9^ii	84.9 (11)
C23—C22—C21	120.7 (7)	Cl2—O8—O11^ii	52.4 (6)
C23—C22—H22	119.7	O10^ii—O8—O11^ii	88.9 (11)
C21—C22—H22	119.7	O9^ii—O8—O11^ii	87.6 (11)
C22—C23—C24	121.2 (8)	Cl2—O9—O11^ii	58.0 (9)
C22—C23—H23	119.4	Cl2—O9—O10^ii	52.9 (8)
C24—C23—H23	119.4	O11^ii—O9—O10^ii	95.3 (13)
C25—C24—C23	119.9 (7)	Cl2—O9—O8^ii	55.2 (9)
C25—C24—H24	120.1	O11^ii—O9—O8^ii	89.8 (12)
C23—C24—H24	120.1	O10^ii—O9—O8^ii	87.2 (13)
C24—C25—C26	120.3 (7)	Cl2—O10—O11^ii	59.4 (8)
C24—C25—H25	119.9	Cl2—O10—O8^ii	56.0 (7)
C26—C25—H25	119.9	O11^ii—O10—O8^ii	92.3 (11)
N4—C26—C25	119.2 (6)	Cl2—O10—O9^ii	53.8 (7)
N4—C26—C21	122.1 (6)	O11^ii—O10—O9^ii	96.5 (14)
C25—C26—C21	118.8 (7)	O8^ii—O10—O9^ii	88.2 (12)
Cl4—C27—Cl3	122.0 (11)	Cl2—O11—O10^ii	55.6 (8)
Cl4—C27—H27A	106.8	Cl2—O11—O9^ii	55.3 (9)
Cl3—C27—H27A	106.8	O10^ii—O11—O9^ii	92.8 (13)
Cl4—C27—H27B	106.8	Cl2—O11—O8^ii	52.2 (6)
Cl3—C27—H27B	106.8	O10^ii—O11—O8^ii	88.5 (12)
H27A—C27—H27B	106.7	O9^ii—O11—O8^ii	87.2 (12)
O1M—C28—H28A	109.5	C28—O1M—H1M	109.0
O1M—C28—H28B	109.5	C11—S1—C12	97.6 (4)
H28A—C28—H28B	109.5	C16—S2—C15	99.0 (4)
N3—C1—C2—C3	−180.0 (7)	N3—Cu1—N5—N6	−67.8 (9)
C6—C1—C2—C3	−0.8 (12)	O3—C16—N6—N5	1.7 (8)
C1—C2—C3—C4	−2.4 (13)	S2—C16—N6—N5	−179.6 (6)
C2—C3—C4—C5	4.4 (15)	C17—N5—N6—C16	−0.8 (7)
C3—C4—C5—C6	−3.0 (17)	Cu1—N5—N6—C16	−169.8 (6)
C4—C5—C6—C7	−178.4 (11)	N1—C10—O2—C11	0.9 (8)
C4—C5—C6—C1	−0.1 (14)	C9—C10—O2—C11	−177.8 (7)
N3—C1—C6—C7	−0.3 (11)	N2—C11—O2—C10	−1.3 (8)
C2—C1—C6—C7	−179.5 (8)	S1—C11—O2—C10	179.5 (5)
N3—C1—C6—C5	−178.8 (7)	N5—C17—O3—C16	1.3 (7)
C2—C1—C6—C5	2.0 (11)	C18—C17—O3—C16	178.9 (6)
C5—C6—C7—C8	179.6 (8)	N6—C16—O3—C17	−1.9 (8)
C1—C6—C7—C8	1.3 (13)	S2—C16—O3—C17	179.2 (5)
C6—C7—C8—C9	−1.3 (13)	O4—Cl1—O5—O5^iv	10.8 (15)
C7—C8—C9—N3	0.4 (12)	O7—Cl1—O5—O5^iv	130.4 (16)
C7—C8—C9—C10	−176.7 (8)	O6—Cl1—O5—O5^iv	−112.2 (12)
N3—C9—C10—N1	2.9 (10)	O10—Cl2—O8—O10^ii	180.000 (2)
C8—C9—C10—N1	−179.7 (7)	O9—Cl2—O8—O10^ii	−64.5 (12)
N3—C9—C10—O2	−178.5 (6)	O9^ii—Cl2—O8—O10^ii	115.5 (12)
C8—C9—C10—O2	−1.1 (11)	O8^ii—Cl2—O8—O10^ii	159 (100)
S1—C12—C13—C14	175.8 (5)	O11—Cl2—O8—O10^ii	56.5 (11)
C12—C13—C14—C15^i	176.2 (6)	O11^ii—Cl2—O8—O10^ii	−123.5 (11)
N5—C17—C18—N4	6.7 (10)	O10—Cl2—O8—O9^ii	64.5 (12)
O3—C17—C18—N4	−170.6 (6)	O10^ii—Cl2—O8—O9^ii	−115.5 (12)
N5—C17—C18—C19	−174.0 (7)	O9—Cl2—O8—O9^ii	180.000 (2)
O3—C17—C18—C19	8.7 (10)	O8^ii—Cl2—O8—O9^ii	43 (100)
N4—C18—C19—C20	−0.4 (10)	O11—Cl2—O8—O9^ii	−59.0 (13)
C17—C18—C19—C20	−179.7 (6)	O11^ii—Cl2—O8—O9^ii	121.0 (13)
C18—C19—C20—C21	0.1 (10)	O10—Cl2—O8—O11^ii	−56.5 (11)
C19—C20—C21—C22	179.9 (6)	O10^ii—Cl2—O8—O11^ii	123.5 (11)
C19—C20—C21—C26	0.5 (10)	O9—Cl2—O8—O11^ii	59.0 (13)
C20—C21—C22—C23	−179.4 (7)	O9^ii—Cl2—O8—O11^ii	−121.0 (13)
C26—C21—C22—C23	0.0 (10)	O8^ii—Cl2—O8—O11^ii	−78 (100)
C21—C22—C23—C24	0.2 (11)	O11—Cl2—O8—O11^ii	180.000 (4)
C22—C23—C24—C25	−1.0 (11)	O10—Cl2—O9—O11^ii	52.4 (13)
C23—C24—C25—C26	1.6 (11)	O10^ii—Cl2—O9—O11^ii	−127.6 (13)
C24—C25—C26—N4	179.4 (6)	O9^ii—Cl2—O9—O11^ii	−37 (100)
C24—C25—C26—C21	−1.4 (10)	O8^ii—Cl2—O9—O11^ii	115.4 (11)
C20—C21—C26—N4	−0.8 (10)	O8—Cl2—O9—O11^ii	−64.6 (11)
C22—C21—C26—N4	179.8 (6)	O11—Cl2—O9—O11^ii	180.000 (4)
C20—C21—C26—C25	180.0 (6)	O10—Cl2—O9—O10^ii	180.000 (3)
C22—C21—C26—C25	0.6 (9)	O9^ii—Cl2—O9—O10^ii	91 (100)
Cl3—C27—Cl4—Cl4^iii	28 (9)	O8^ii—Cl2—O9—O10^ii	−117.0 (12)
O2—C10—N1—N2	−0.2 (8)	O8—Cl2—O9—O10^ii	63.0 (12)
C9—C10—N1—N2	178.5 (7)	O11—Cl2—O9—O10^ii	−52.4 (13)
O2—C10—N1—Cu1	−177.5 (5)	O11^ii—Cl2—O9—O10^ii	127.6 (13)
C9—C10—N1—Cu1	1.2 (9)	O10—Cl2—O9—O8^ii	−63.0 (12)
N4—Cu1—N1—C10	121.5 (5)	O10^ii—Cl2—O9—O8^ii	117.0 (12)
N3—Cu1—N1—C10	−3.1 (5)	O9^ii—Cl2—O9—O8^ii	−152 (100)
N5—Cu1—N1—C10	−130.0 (5)	O8—Cl2—O9—O8^ii	180.000 (2)
N4—Cu1—N1—N2	−54.1 (9)	O11—Cl2—O9—O8^ii	64.6 (11)
N3—Cu1—N1—N2	−178.8 (8)	O11^ii—Cl2—O9—O8^ii	−115.4 (11)
N5—Cu1—N1—N2	54.3 (8)	O10^ii—Cl2—O10—O11^ii	87 (100)
O2—C11—N2—N1	1.2 (8)	O9—Cl2—O10—O11^ii	−53.5 (15)
S1—C11—N2—N1	−179.7 (6)	O9^ii—Cl2—O10—O11^ii	126.5 (15)
C10—N1—N2—C11	−0.6 (8)	O8^ii—Cl2—O10—O11^ii	−117.0 (12)
Cu1—N1—N2—C11	175.1 (6)	O8—Cl2—O10—O11^ii	63.0 (12)
C8—C9—N3—C1	0.5 (11)	O11—Cl2—O10—O11^ii	180.000 (2)
C10—C9—N3—C1	177.9 (6)	O10^ii—Cl2—O10—O8^ii	−156 (100)
C8—C9—N3—Cu1	177.2 (6)	O9—Cl2—O10—O8^ii	63.5 (14)
C10—C9—N3—Cu1	−5.4 (8)	O9^ii—Cl2—O10—O8^ii	−116.5 (14)
C2—C1—N3—C9	178.7 (7)	O8—Cl2—O10—O8^ii	180.000 (2)
C6—C1—N3—C9	−0.5 (10)	O11—Cl2—O10—O8^ii	−63.0 (12)
C2—C1—N3—Cu1	2.6 (10)	O11^ii—Cl2—O10—O8^ii	117.0 (12)
C6—C1—N3—Cu1	−176.6 (5)	O10^ii—Cl2—O10—O9^ii	−40 (100)
N4—Cu1—N3—C9	−132.5 (5)	O9—Cl2—O10—O9^ii	180.000 (4)
N1—Cu1—N3—C9	4.9 (5)	O8^ii—Cl2—O10—O9^ii	116.5 (14)
N5—Cu1—N3—C9	124.0 (5)	O8—Cl2—O10—O9^ii	−63.5 (14)
N4—Cu1—N3—C1	43.7 (7)	O11—Cl2—O10—O9^ii	53.5 (15)
N1—Cu1—N3—C1	−178.9 (6)	O11^ii—Cl2—O10—O9^ii	−126.5 (15)
N5—Cu1—N3—C1	−59.8 (7)	O10—Cl2—O11—O10^ii	180.000 (2)
C19—C18—N4—C26	0.1 (9)	O9—Cl2—O11—O10^ii	56.9 (14)
C17—C18—N4—C26	179.4 (6)	O9^ii—Cl2—O11—O10^ii	−123.1 (14)
C19—C18—N4—Cu1	175.7 (5)	O8^ii—Cl2—O11—O10^ii	119.4 (13)
C17—C18—N4—Cu1	−5.0 (7)	O8—Cl2—O11—O10^ii	−60.6 (13)
C25—C26—N4—C18	179.7 (6)	O11^ii—Cl2—O11—O10^ii	−47 (100)
C21—C26—N4—C18	0.5 (9)	O10—Cl2—O11—O9^ii	−56.9 (14)
C25—C26—N4—Cu1	5.0 (9)	O10^ii—Cl2—O11—O9^ii	123.1 (14)
C21—C26—N4—Cu1	−174.2 (5)	O9—Cl2—O11—O9^ii	180.000 (5)
N1—Cu1—N4—C18	125.1 (5)	O8^ii—Cl2—O11—O9^ii	−117.5 (13)
N3—Cu1—N4—C18	−125.5 (4)	O8—Cl2—O11—O9^ii	62.5 (13)
N5—Cu1—N4—C18	2.4 (4)	O11^ii—Cl2—O11—O9^ii	76 (100)
N1—Cu1—N4—C26	−60.0 (7)	O10—Cl2—O11—O8^ii	60.6 (13)
N3—Cu1—N4—C26	49.4 (6)	O10^ii—Cl2—O11—O8^ii	−119.4 (13)
N5—Cu1—N4—C26	177.3 (6)	O9—Cl2—O11—O8^ii	−62.5 (13)
O3—C17—N5—N6	−0.4 (8)	O9^ii—Cl2—O11—O8^ii	117.5 (13)
C18—C17—N5—N6	−177.9 (6)	O8—Cl2—O11—O8^ii	180.000 (5)
O3—C17—N5—Cu1	173.2 (4)	O11^ii—Cl2—O11—O8^ii	−167 (100)
C18—C17—N5—Cu1	−4.3 (8)	N2—C11—S1—C12	3.7 (8)
N4—Cu1—N5—C17	0.9 (5)	O2—C11—S1—C12	−177.2 (6)
N1—Cu1—N5—C17	−136.3 (5)	C13—C12—S1—C11	177.7 (6)
N3—Cu1—N5—C17	123.2 (5)	N6—C16—S2—C15	−4.3 (8)
N4—Cu1—N5—N6	169.9 (8)	O3—C16—S2—C15	174.4 (5)
N1—Cu1—N5—N6	32.7 (8)	C14^i—C15—S2—C16	−75.4 (6)

Symmetry codes: (i) −x+2, −y+1, −z; (ii) −x+1, −y+1, −z+1; (iii) −x, −y+1, −z; (iv) −x, −y, −z+1.