Tetra­kis(μ-4-tolyl­sulfanylacetato-κ²O:O′)bis­[(N,N′-dimethyl­formamide-κO)copper(II)]

Mol­ecules of the title dinuclear complex, [Cu₂(C₉H₉O₂S)₄(C₃H₇NO)₂], lie on centers of inversion located midway between the Cu atoms. Four carboxyl­ate anions function as bridges to the two Cu atoms and each Cu atom is coordinated by an N,N′-dimethyl­formamide mol­ecule.

Key indicators

• Single-crystal X-ray study
• T = 273 K
• Mean [sigma](C-C) = 0.006 Å
• Disorder in main residue
• R factor = 0.049
• wR factor = 0.140
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for         N1

Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.00 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.23 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for       C10'
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for       C13'
PLAT301_ALERT_3_C Main Residue  Disorder .........................      19.00 Perc.
PLAT320_ALERT_2_C Check Hybridisation of  C19    in Main Residue .          ?
PLAT320_ALERT_2_C Check Hybridisation of  C20    in Main Residue .          ?
PLAT320_ALERT_2_C Check Hybridisation of  C21    in Main Residue .          ?
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety       C16'

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  10 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   7 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.

Tetrakis(µ-4-tolylsulfanylacetato-κ²O:O')bis[(N,N'- dimethylformamide-κO)copper(II)]

Crystal data

[Cu2(C9H9O2S)4(C3H7NO)2]	F(000) = 1008
Mr = 984.11	Dx = 1.418 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2295 reflections
a = 10.997 (7) Å	θ = 1.9–27.8°
b = 7.808 (5) Å	µ = 1.16 mm^−1
c = 27.066 (17) Å	T = 273 K
β = 97.49 (1)°	Prism, green
V = 2304 (3) Å^3	0.30 × 0.20 × 0.18 mm
Z = 2

Data collection

Bruker SMART CCD area-detector diffractometer	5397 independent reflections
Radiation source: fine-focus sealed tube	3383 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.043
φ and ω scans	θmax = 27.8°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→14
Tmin = 0.757, Tmax = 0.812	k = −7→10
14547 measured reflections	l = −33→35

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.140	H-atom parameters constrained
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0643P)^2] where P = (Fo^2 + 2Fc^2)/3
5397 reflections	(Δ/σ)max = 0.001
338 parameters	Δρmax = 0.89 e Å^−3
38 restraints	Δρmin = −0.47 e Å^−3

Special details

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)
Cu1	0.39525 (3)	0.42264 (5)	0.004521 (13)	0.04032 (15)
S1	0.41150 (10)	0.60759 (15)	0.18109 (3)	0.0653 (3)
S2	0.80652 (8)	0.09866 (15)	0.09115 (4)	0.0639 (3)
O1	0.4223 (2)	0.4924 (3)	0.07471 (8)	0.0535 (6)
O2	0.5966 (2)	0.6278 (3)	0.06643 (8)	0.0556 (7)
O3	0.49371 (19)	0.2181 (3)	0.02382 (8)	0.0505 (6)
O4	0.66980 (19)	0.3492 (3)	0.01476 (9)	0.0564 (6)
O5	0.21435 (19)	0.3166 (3)	0.00251 (9)	0.0537 (6)
C1	0.3355 (3)	0.8035 (5)	0.16511 (12)	0.0538 (9)
C2	0.3474 (3)	0.8982 (5)	0.12321 (13)	0.0581 (10)
H2	0.3968	0.8580	0.1003	0.070*
C3	0.2877 (4)	1.0498 (6)	0.11483 (14)	0.0644 (11)
H3	0.2992	1.1127	0.0866	0.077*
C4	0.2096 (3)	1.1145 (6)	0.14721 (17)	0.0686 (12)
C5	0.1948 (4)	1.0144 (7)	0.18830 (15)	0.0725 (12)
H5	0.1406	1.0503	0.2099	0.087*
C6	0.2568 (4)	0.8659 (6)	0.19795 (14)	0.0661 (11)
H6	0.2472	0.8043	0.2266	0.079*
C7	0.1466 (4)	1.2851 (7)	0.13740 (19)	0.0923 (15)
H7A	0.1584	1.3533	0.1672	0.138*
H7B	0.0605	1.2671	0.1276	0.138*
H7C	0.1809	1.3434	0.1112	0.138*
C8	0.5394 (3)	0.6158 (5)	0.14677 (12)	0.0559 (10)
H8A	0.5743	0.7298	0.1505	0.067*
H8B	0.6010	0.5366	0.1621	0.067*
C9	0.5156 (3)	0.5749 (4)	0.09122 (11)	0.0444 (8)
C10	0.7332 (14)	0.0863 (16)	0.1437 (6)	0.056 (4)	0.485 (4)
C11	0.6145 (15)	0.144 (3)	0.1491 (7)	0.063 (7)	0.485 (4)
H11A	0.5671	0.1980	0.1226	0.075*	0.485 (4)
C12	0.5680 (19)	0.122 (2)	0.1942 (5)	0.061 (5)	0.485 (4)
H12A	0.4896	0.1609	0.1975	0.074*	0.485 (4)
C13	0.6377 (9)	0.0414 (13)	0.2343 (3)	0.081 (3)	0.485 (4)
C14	0.7552 (9)	−0.0160 (13)	0.2286 (3)	0.090 (3)	0.485 (4)
H14A	0.8024	−0.0692	0.2552	0.108*	0.485 (4)
C15	0.8033 (8)	0.0044 (13)	0.1840 (3)	0.073 (3)	0.485 (4)
H15A	0.8815	−0.0359	0.1808	0.088*	0.485 (4)
C16	0.5839 (14)	0.0154 (18)	0.2815 (4)	0.130 (5)	0.485 (4)
H16A	0.6457	0.0348	0.3094	0.194*	0.485 (4)
H16B	0.5539	−0.0997	0.2827	0.194*	0.485 (4)
H16C	0.5175	0.0944	0.2828	0.194*	0.485 (4)
C10'	0.7411 (11)	0.1490 (15)	0.1468 (5)	0.048 (3)	0.515 (4)
C11'	0.6194 (13)	0.126 (2)	0.1508 (6)	0.061 (7)	0.515 (4)
H11B	0.5661	0.0851	0.1239	0.073*	0.515 (4)
C12'	0.5774 (17)	0.162 (2)	0.1946 (5)	0.068 (5)	0.515 (4)
H12B	0.4945	0.1435	0.1963	0.081*	0.515 (4)
C13'	0.6465 (7)	0.2228 (11)	0.2363 (3)	0.066 (2)	0.515 (4)
C14'	0.7656 (7)	0.2511 (12)	0.2304 (3)	0.082 (3)	0.515 (4)
H14B	0.8175	0.2964	0.2571	0.098*	0.515 (4)
C15'	0.8129 (7)	0.2164 (11)	0.1873 (2)	0.069 (2)	0.515 (4)
H15B	0.8952	0.2389	0.1854	0.083*	0.515 (4)
C16'	0.5933 (10)	0.2486 (16)	0.2850 (3)	0.108 (4)	0.515 (4)
H16D	0.6357	0.1762	0.3102	0.162*	0.515 (4)
H16E	0.5077	0.2197	0.2802	0.162*	0.515 (4)
H16F	0.6029	0.3662	0.2951	0.162*	0.515 (4)
C17	0.6790 (3)	0.0642 (4)	0.04372 (13)	0.0500 (8)
H17A	0.7089	0.0106	0.0153	0.060*
H17B	0.6228	−0.0155	0.0564	0.060*
C18	0.6092 (3)	0.2232 (5)	0.02619 (11)	0.0434 (8)
C19	0.1459 (3)	0.3317 (5)	−0.03853 (16)	0.0651 (11)
C20	−0.0457 (5)	0.2992 (10)	−0.0940 (2)	0.128 (2)
C21	−0.0325 (5)	0.2335 (8)	−0.0037 (2)	0.115 (2)
N1	0.0293 (2)	0.2963 (4)	−0.04461 (11)	0.0547 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0293 (2)	0.0547 (3)	0.0372 (2)	−0.00246 (18)	0.00495 (14)	−0.00662 (18)
S1	0.0739 (7)	0.0848 (8)	0.0405 (5)	−0.0005 (5)	0.0195 (5)	−0.0023 (5)
S2	0.0398 (5)	0.0858 (8)	0.0642 (6)	0.0034 (5)	−0.0002 (4)	0.0076 (5)
O1	0.0496 (13)	0.0703 (17)	0.0419 (13)	−0.0104 (13)	0.0108 (11)	−0.0135 (12)
O2	0.0439 (13)	0.0832 (19)	0.0399 (13)	−0.0113 (12)	0.0068 (10)	−0.0138 (12)
O3	0.0355 (11)	0.0569 (16)	0.0583 (15)	−0.0030 (11)	0.0033 (10)	−0.0061 (11)
O4	0.0383 (12)	0.0581 (16)	0.0739 (17)	0.0026 (12)	0.0116 (12)	0.0089 (13)
O5	0.0343 (11)	0.0722 (17)	0.0533 (15)	−0.0079 (12)	0.0012 (10)	−0.0022 (12)
C1	0.0475 (19)	0.077 (3)	0.0379 (19)	−0.0096 (18)	0.0077 (15)	−0.0151 (17)
C2	0.051 (2)	0.081 (3)	0.045 (2)	0.002 (2)	0.0128 (16)	−0.0107 (19)
C3	0.057 (2)	0.085 (3)	0.053 (2)	−0.001 (2)	0.0134 (18)	−0.004 (2)
C4	0.047 (2)	0.085 (3)	0.071 (3)	0.002 (2)	−0.0041 (19)	−0.023 (2)
C5	0.062 (2)	0.103 (4)	0.056 (2)	0.000 (3)	0.022 (2)	−0.026 (2)
C6	0.068 (2)	0.090 (3)	0.044 (2)	0.000 (2)	0.0199 (18)	−0.009 (2)
C7	0.076 (3)	0.104 (4)	0.096 (4)	0.011 (3)	0.009 (3)	−0.017 (3)
C8	0.0482 (18)	0.078 (3)	0.0405 (19)	0.0010 (18)	0.0037 (15)	−0.0102 (17)
C9	0.0409 (17)	0.055 (2)	0.0373 (17)	0.0080 (17)	0.0048 (14)	−0.0072 (15)
C10	0.055 (6)	0.053 (8)	0.053 (6)	−0.022 (6)	−0.021 (4)	0.000 (6)
C11	0.043 (10)	0.055 (9)	0.090 (15)	−0.009 (8)	0.009 (8)	−0.008 (9)
C12	0.071 (9)	0.076 (10)	0.039 (7)	−0.028 (7)	0.010 (6)	0.001 (5)
C13	0.104 (8)	0.074 (8)	0.065 (6)	−0.015 (6)	0.009 (6)	−0.008 (5)
C14	0.144 (10)	0.078 (7)	0.044 (5)	0.007 (7)	−0.003 (6)	0.015 (5)
C15	0.068 (5)	0.080 (7)	0.065 (6)	0.009 (5)	−0.015 (4)	0.013 (5)
C16	0.217 (15)	0.129 (11)	0.049 (6)	−0.045 (11)	0.039 (8)	0.002 (6)
C10'	0.037 (5)	0.057 (8)	0.048 (5)	−0.009 (5)	−0.003 (3)	0.002 (5)
C11'	0.069 (14)	0.080 (12)	0.030 (7)	0.009 (9)	−0.011 (7)	0.001 (7)
C12'	0.049 (7)	0.071 (9)	0.083 (11)	−0.009 (7)	0.006 (7)	−0.007 (6)
C13'	0.077 (5)	0.073 (6)	0.047 (4)	0.004 (4)	0.004 (4)	0.004 (4)
C14'	0.079 (6)	0.107 (8)	0.052 (5)	−0.015 (5)	−0.021 (4)	−0.009 (5)
C15'	0.050 (4)	0.100 (7)	0.053 (5)	−0.012 (4)	−0.005 (3)	−0.002 (4)
C16'	0.129 (9)	0.141 (10)	0.057 (6)	−0.011 (8)	0.027 (6)	−0.018 (6)
C17	0.0449 (18)	0.050 (2)	0.054 (2)	0.0010 (16)	0.0035 (15)	−0.0074 (16)
C18	0.0435 (17)	0.052 (2)	0.0342 (17)	0.0001 (16)	0.0042 (13)	−0.0109 (15)
C19	0.045 (2)	0.064 (3)	0.084 (3)	−0.004 (2)	0.0010 (19)	−0.007 (2)
C20	0.083 (3)	0.165 (6)	0.120 (5)	−0.006 (4)	−0.047 (3)	0.016 (4)
C21	0.077 (3)	0.155 (6)	0.121 (5)	−0.035 (3)	0.048 (3)	−0.004 (4)
N1	0.0316 (13)	0.064 (2)	0.068 (2)	−0.0002 (14)	0.0069 (13)	−0.0040 (16)

Geometric parameters (Å, º)

Cu1—O1	1.961 (2)	C10—C15	1.405 (9)
Cu1—O3	1.962 (3)	C10—C11	1.407 (9)
Cu1—O4^i	1.965 (3)	C11—C12	1.393 (9)
Cu1—O2^i	1.974 (2)	C11—H11A	0.93
Cu1—O5	2.149 (2)	C12—C13	1.395 (10)
Cu1—Cu1^i	2.6409 (15)	C12—H12A	0.93
S1—C1	1.770 (4)	C13—C14	1.395 (8)
S1—C8	1.784 (4)	C13—C16	1.488 (13)
S2—C10	1.726 (19)	C14—C15	1.389 (8)
S2—C17	1.794 (3)	C14—H14A	0.93
S2—C10'	1.796 (15)	C15—H15A	0.93
O1—C9	1.245 (4)	C16—H16A	0.96
O2—C9	1.253 (4)	C16—H16B	0.96
O2—Cu1^i	1.974 (2)	C16—H16C	0.96
O3—C18	1.263 (4)	C10'—C15'	1.369 (8)
O4—C18	1.250 (4)	C10'—C11'	1.369 (8)
O4—Cu1^i	1.965 (3)	C11'—C12'	1.357 (8)
O5—C19	1.263 (4)	C11'—H11B	0.93
C1—C2	1.374 (5)	C12'—C13'	1.360 (9)
C1—C6	1.406 (5)	C12'—H12B	0.93
C2—C3	1.358 (5)	C13'—C14'	1.357 (7)
C2—H2	0.93	C13'—C16'	1.523 (12)
C3—C4	1.399 (6)	C14'—C15'	1.365 (7)
C3—H3	0.93	C14'—H14B	0.93
C4—C5	1.386 (6)	C15'—H15B	0.93
C4—C7	1.509 (6)	C16'—H16D	0.96
C5—C6	1.353 (6)	C16'—H16E	0.96
C5—H5	0.93	C16'—H16F	0.96
C6—H6	0.93	C17—C18	1.504 (5)
C7—H7A	0.96	C17—H17A	0.97
C7—H7B	0.96	C17—H17B	0.97
C7—H7C	0.96	C19—N1	1.301 (4)
C8—C9	1.526 (4)	C20—N1	1.476 (6)
C8—H8A	0.97	C21—N1	1.458 (6)
C8—H8B	0.97
O1—Cu1—O3	87.68 (10)	C15—C10—C11	119.2 (16)
O1—Cu1—O4^i	90.54 (11)	C15—C10—S2	113.4 (11)
O3—Cu1—O4^i	167.97 (9)	C11—C10—S2	127.4 (10)
O1—Cu1—O2^i	167.81 (9)	C12—C11—C10	120.2 (19)
O3—Cu1—O2^i	90.18 (10)	C12—C11—H11A	119.9
O4^i—Cu1—O2^i	89.07 (11)	C10—C11—H11A	119.9
O1—Cu1—O5	98.89 (9)	C11—C12—C13	120.8 (18)
O3—Cu1—O5	99.79 (10)	C11—C12—H12A	119.6
O4^i—Cu1—O5	92.23 (10)	C13—C12—H12A	119.6
O2^i—Cu1—O5	93.30 (9)	C14—C13—C12	118.7 (12)
O1—Cu1—Cu1^i	86.49 (7)	C14—C13—C16	122.0 (10)
O3—Cu1—Cu1^i	86.51 (8)	C12—C13—C16	119.3 (12)
O4^i—Cu1—Cu1^i	81.51 (8)	C15—C14—C13	121.6 (8)
O2^i—Cu1—Cu1^i	81.40 (7)	C15—C14—H14A	119.2
O5—Cu1—Cu1^i	171.82 (7)	C13—C14—H14A	119.2
C1—S1—C8	102.76 (18)	C14—C15—C10	119.6 (11)
C10—S2—C17	100.1 (4)	C14—C15—H15A	120.2
C17—S2—C10'	105.8 (3)	C10—C15—H15A	120.2
C9—O1—Cu1	120.4 (2)	C15'—C10'—C11'	117.1 (12)
C9—O2—Cu1^i	125.5 (2)	C15'—C10'—S2	120.2 (9)
C18—O3—Cu1	120.3 (2)	C11'—C10'—S2	122.7 (8)
C18—O4—Cu1^i	126.3 (2)	C12'—C11'—C10'	119.2 (15)
C19—O5—Cu1	115.4 (2)	C12'—C11'—H11B	120.4
C2—C1—C6	117.9 (4)	C10'—C11'—H11B	120.4
C2—C1—S1	125.0 (3)	C11'—C12'—C13'	125.4 (15)
C6—C1—S1	117.1 (3)	C11'—C12'—H12B	117.3
C3—C2—C1	120.7 (3)	C13'—C12'—H12B	117.3
C3—C2—H2	119.6	C14'—C13'—C12'	113.8 (11)
C1—C2—H2	119.6	C14'—C13'—C16'	124.4 (8)
C2—C3—C4	122.2 (4)	C12'—C13'—C16'	121.8 (10)
C2—C3—H3	118.9	C13'—C14'—C15'	123.2 (7)
C4—C3—H3	118.9	C13'—C14'—H14B	118.4
C5—C4—C3	116.4 (4)	C15'—C14'—H14B	118.4
C5—C4—C7	122.7 (4)	C14'—C15'—C10'	121.1 (9)
C3—C4—C7	120.9 (4)	C14'—C15'—H15B	119.5
C6—C5—C4	121.9 (4)	C10'—C15'—H15B	119.5
C6—C5—H5	119.0	C13'—C16'—H16D	109.5
C4—C5—H5	119.0	C13'—C16'—H16E	109.5
C5—C6—C1	120.7 (4)	H16D—C16'—H16E	109.5
C5—C6—H6	119.6	C13'—C16'—H16F	109.5
C1—C6—H6	119.6	H16D—C16'—H16F	109.5
C4—C7—H7A	109.5	H16E—C16'—H16F	109.5
C4—C7—H7B	109.5	C18—C17—S2	114.9 (2)
H7A—C7—H7B	109.5	C18—C17—H17A	108.5
C4—C7—H7C	109.5	S2—C17—H17A	108.5
H7A—C7—H7C	109.5	C18—C17—H17B	108.5
H7B—C7—H7C	109.5	S2—C17—H17B	108.5
C9—C8—S1	117.4 (2)	H17A—C17—H17B	107.5
C9—C8—H8A	107.9	O4—C18—O3	125.3 (3)
S1—C8—H8A	107.9	O4—C18—C17	117.4 (3)
C9—C8—H8B	107.9	O3—C18—C17	117.3 (3)
S1—C8—H8B	107.9	O5—C19—N1	123.8 (4)
H8A—C8—H8B	107.2	C19—N1—C21	121.7 (4)
O1—C9—O2	126.1 (3)	C19—N1—C20	122.4 (4)
O1—C9—C8	119.3 (3)	C21—N1—C20	115.6 (4)
O2—C9—C8	114.6 (3)
O3—Cu1—O1—C9	86.4 (3)	C10'—S2—C10—C11	76 (2)
O4^i—Cu1—O1—C9	−81.7 (3)	C15—C10—C11—C12	0.5 (12)
O2^i—Cu1—O1—C9	6.3 (7)	S2—C10—C11—C12	178.9 (10)
O5—Cu1—O1—C9	−174.1 (3)	C10—C11—C12—C13	−0.2 (12)
Cu1^i—Cu1—O1—C9	−0.3 (3)	C11—C12—C13—C14	0.1 (17)
O1—Cu1—O3—C18	−85.9 (2)	C11—C12—C13—C16	−178.4 (9)
O4^i—Cu1—O3—C18	−4.2 (6)	C12—C13—C14—C15	−0.4 (17)
O2^i—Cu1—O3—C18	82.1 (2)	C16—C13—C14—C15	178.1 (10)
O5—Cu1—O3—C18	175.5 (2)	C13—C14—C15—C10	0.7 (16)
Cu1^i—Cu1—O3—C18	0.7 (2)	C11—C10—C15—C14	−0.8 (15)
O1—Cu1—O5—C19	148.0 (3)	S2—C10—C15—C14	−179.4 (8)
O3—Cu1—O5—C19	−122.8 (3)	C10—S2—C10'—C15'	122 (3)
O4^i—Cu1—O5—C19	57.1 (3)	C17—S2—C10'—C15'	−166.6 (8)
O2^i—Cu1—O5—C19	−32.1 (3)	C10—S2—C10'—C11'	−59 (2)
C8—S1—C1—C2	21.7 (4)	C17—S2—C10'—C11'	12.3 (11)
C8—S1—C1—C6	−158.5 (3)	C15'—C10'—C11'—C12'	−3.0 (13)
C6—C1—C2—C3	2.0 (5)	S2—C10'—C11'—C12'	178.1 (9)
S1—C1—C2—C3	−178.2 (3)	C10'—C11'—C12'—C13'	0.6 (13)
C1—C2—C3—C4	−1.7 (6)	C11'—C12'—C13'—C14'	1.9 (16)
C2—C3—C4—C5	−0.8 (6)	C11'—C12'—C13'—C16'	−175.8 (9)
C2—C3—C4—C7	178.8 (4)	C12'—C13'—C14'—C15'	−2.1 (15)
C3—C4—C5—C6	3.0 (6)	C16'—C13'—C14'—C15'	175.6 (10)
C7—C4—C5—C6	−176.5 (4)	C13'—C14'—C15'—C10'	−0.3 (15)
C4—C5—C6—C1	−2.7 (6)	C11'—C10'—C15'—C14'	2.8 (15)
C2—C1—C6—C5	0.1 (6)	S2—C10'—C15'—C14'	−178.2 (7)
S1—C1—C6—C5	−179.7 (3)	C10—S2—C17—C18	87.3 (5)
C1—S1—C8—C9	−78.3 (3)	C10'—S2—C17—C18	71.7 (5)
Cu1—O1—C9—O2	3.3 (5)	Cu1^i—O4—C18—O3	5.3 (5)
Cu1—O1—C9—C8	−175.4 (2)	Cu1^i—O4—C18—C17	−175.3 (2)
Cu1^i—O2—C9—O1	−5.5 (5)	Cu1—O3—C18—O4	−3.6 (4)
Cu1^i—O2—C9—C8	173.2 (2)	Cu1—O3—C18—C17	177.0 (2)
S1—C8—C9—O1	−20.4 (5)	S2—C17—C18—O4	49.0 (4)
S1—C8—C9—O2	160.8 (3)	S2—C17—C18—O3	−131.5 (3)
C17—S2—C10—C15	142.4 (8)	Cu1—O5—C19—N1	−170.4 (3)
C10'—S2—C10—C15	−105 (2)	O5—C19—N1—C21	−0.5 (7)
C17—S2—C10—C11	−36.1 (11)	O5—C19—N1—C20	−173.9 (5)

Symmetry code: (i) −x+1, −y+1, −z.