catena-Poly[[[bis­(aceto­nitrile-κN)(4,4′-dimeth­oxy-2,2′-bi­pyridine-κ²N,N′)copper(II)]-μ-tri­fluoro­methane­sulfonato-κ²O:O′] tri­fluoro­methane­sulfonate]

The central copper(II) atom of the title salt, {[Cu(CF₃SO₃)(CH₃CN)₂(C₁₂H₁₂N₂O₂)](CF₃SO₃)}_n or [[Cu(CH₃CN)₂(diOMe-bpy)(CF₃SO₃)](CF₃SO₃)]_n where diOMe-bpy is 4,4′-dimeth­oxy-2,2′-bi­pyridine, C₁₂H₁₂N₂O₂, is sixfold coordin­ated by the N atoms of the chelating bi­pyridine ligand, the N atoms of two aceto­nitrile mol­ecules, and two tri­fluoro­methane­sulfonate O atoms in a tetra­gonally distorted octa­hedral shape. The formation of polymeric chains [Cu(CH₃CN)₂(diOMe-bpy)(CF₃SO₃)]⁺_n leaves voids for the non-coordinating tri­fluoro­methane­sulfonate anions that inter­act with the complex through weak hydrogen bonds. The presence of weakly coordinating ligands like aceto­nitrile and tri­fluoro­methane­sulfonate makes the title compound a convenient starting material for the synthesis of novel metal–organic frameworks.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.049
• wR factor = 0.125
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density ....       4.41 Report

Author Response: This electron density peak is between an O-atom and Cu(II) ion. It does not represent an unaccounted atom type.

Alert level C
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.1 Note
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      3.183 Check
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  0.97A   From O3              2.06 eA-3
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  1.06A   From O5              1.82 eA-3
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  0.76A   From S1              1.66 eA-3
PLAT978_ALERT_2_C Number C-C Bonds with Positive Residual Density.          0 Info

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1      --N4       .        5.1 s.u.
PLAT244_ALERT_4_G Low    'Solvent' Ueq as Compared to Neighbors of        C18 Check
PLAT793_ALERT_4_G Model has Chirality at S1          (Centro SPGR)          S Verify
PLAT794_ALERT_5_G Tentative Bond Valency for Cu1       (I)       .       1.36 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          2 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         16 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note

   0 ALERT level A = Most likely a serious problem - resolve or explain
   1 ALERT level B = A potentially serious problem, consider carefully
   6 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   8 ALERT level G = General information/check it is not something unexpected

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   8 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL022_ALERT_1_A There is a mismatched ~ on line 169
              {[Cu(CF~3~SO~3~)(CH~3~CN)~2~(C~12~H~12~N~2~O~2)](CF~3~SO~3~)}<i>~n~</i> or
              If you require a ~ then it should be escaped
              with a \, i.e. \~
              Otherwise there must be a matching closing ~, e.g. C~2~H~4~

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

Computing details

Data collection: CrysAlis PRO (Rigaku OD, 2019); cell refinement: CrysAlis PRO (Rigaku OD, 2019); data reduction: CrysAlis PRO (Rigaku OD, 2019); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

catena-Poly[[[bis(acetonitrile-κN)(4,4'-dimethoxy-2,2'-bipyridine-κ²N,N')copper(II)]-µ-trifluoromethanesulfonato-κ²O:O'] trifluoromethanesulfonate]

Crystal data

[Cu(CF3SO3)(C2H3N)2(C12H12N2O2)](CF3O3S)	Z = 2
Mr = 660.02	F(000) = 666
Triclinic, P1	Dx = 1.775 Mg m^−3
a = 7.1004 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.0708 (4) Å	Cell parameters from 13491 reflections
c = 14.8155 (4) Å	θ = 2.7–29.0°
α = 87.368 (2)°	µ = 1.15 mm^−1
β = 89.436 (2)°	T = 100 K
γ = 76.819 (3)°	Plate, clear light blue
V = 1235.04 (6) Å^3	0.40 × 0.10 × 0.07 mm

Data collection

XtaLAB AFC12 (RCD3): Kappa single diffractometer	5666 independent reflections
Radiation source: Rotating-anode X-ray tube, Rigaku (Mo) X-ray Source	5392 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.040
ω scans	θmax = 27.5°, θmin = 2.2°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2019)	h = −9→9
Tmin = 0.884, Tmax = 1.000	k = −15→15
37314 measured reflections	l = −18→19

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.049	H-atom parameters constrained
wR(F^2) = 0.125	w = 1/[σ^2(Fo^2) + (0.060P)^2 + 2.9P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max = 0.001
5666 reflections	Δρmax = 2.01 e Å^−3
356 parameters	Δρmin = −0.46 e Å^−3

Special details

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

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

	x	y	z	Uiso*/Ueq
Cu1	0.75757 (5)	0.42109 (3)	0.78071 (2)	0.01474 (11)
S1	0.23675 (10)	0.48568 (6)	0.76732 (4)	0.01596 (15)
S2	0.61504 (12)	0.95110 (6)	0.80753 (5)	0.02364 (18)
F3	0.3180 (3)	0.67475 (15)	0.81898 (12)	0.0238 (4)
F2	0.0138 (3)	0.67978 (15)	0.81561 (13)	0.0247 (4)
F1	0.1895 (3)	0.58506 (16)	0.92313 (12)	0.0299 (4)
O5	0.0885 (3)	0.42653 (17)	0.79453 (14)	0.0197 (4)
O3	0.4282 (3)	0.42680 (17)	0.79606 (15)	0.0215 (4)
O4	0.2216 (4)	0.53393 (19)	0.67652 (14)	0.0315 (6)
O2	0.6860 (3)	0.74737 (17)	0.44968 (14)	0.0244 (5)
O1	0.8576 (3)	0.12536 (17)	0.45169 (14)	0.0238 (5)
F5	0.3647 (4)	1.0672 (2)	0.91972 (16)	0.0500 (6)
N2	0.7231 (3)	0.53835 (19)	0.68011 (15)	0.0143 (4)
F6	0.4294 (4)	1.16541 (18)	0.80405 (19)	0.0536 (7)
N1	0.7950 (3)	0.3178 (2)	0.67802 (16)	0.0151 (4)
O6	0.5595 (4)	0.84920 (19)	0.84105 (17)	0.0369 (6)
O7	0.6329 (4)	0.9614 (2)	0.71066 (16)	0.0336 (6)
N3	0.8040 (4)	0.2945 (2)	0.87692 (16)	0.0198 (5)
F4	0.2473 (4)	1.0479 (2)	0.7904 (2)	0.0594 (7)
N4	0.7207 (4)	0.5332 (2)	0.87937 (16)	0.0176 (5)
C6	0.7481 (4)	0.4965 (2)	0.59648 (18)	0.0146 (5)
C5	0.7856 (4)	0.3705 (2)	0.59509 (18)	0.0147 (5)
O8	0.7668 (4)	0.9828 (3)	0.8563 (2)	0.0505 (8)
C7	0.7353 (4)	0.5661 (2)	0.51903 (19)	0.0177 (5)
H7	0.752622	0.534456	0.461161	0.021*
C15	0.7130 (4)	0.5956 (2)	0.93529 (18)	0.0175 (6)
C4	0.8068 (4)	0.3119 (2)	0.51601 (19)	0.0165 (5)
H4	0.801421	0.351339	0.458761	0.020*
C17	0.1866 (4)	0.6126 (2)	0.83457 (19)	0.0181 (5)
C9	0.6697 (4)	0.7277 (2)	0.61315 (19)	0.0172 (5)
H9	0.641922	0.807505	0.620840	0.021*
C8	0.6961 (4)	0.6845 (2)	0.52759 (19)	0.0176 (5)
C13	0.8214 (4)	0.2295 (2)	0.9359 (2)	0.0202 (6)
C10	0.6850 (4)	0.6514 (2)	0.68725 (19)	0.0161 (5)
H10	0.667564	0.680938	0.745858	0.019*
C3	0.8363 (4)	0.1932 (2)	0.52261 (19)	0.0181 (6)
C2	0.8441 (5)	0.1391 (2)	0.6079 (2)	0.0208 (6)
H2	0.863236	0.058601	0.614073	0.025*
C1	0.8236 (4)	0.2034 (2)	0.68297 (19)	0.0184 (6)
H1	0.829999	0.165612	0.740916	0.022*
C16	0.7075 (5)	0.6759 (3)	1.0062 (2)	0.0272 (7)
H16A	0.681353	0.753596	0.979411	0.041*
H16B	0.832382	0.659186	1.037540	0.041*
H16C	0.605032	0.668817	1.049419	0.041*
C14	0.8362 (5)	0.1454 (3)	1.0107 (2)	0.0274 (7)
H14A	0.822734	0.072737	0.987782	0.041*
H14B	0.733475	0.171786	1.054573	0.041*
H14C	0.962531	0.135124	1.040026	0.041*
C11	0.8548 (5)	0.1775 (3)	0.3622 (2)	0.0233 (6)
H11A	0.869985	0.118684	0.317564	0.035*
H11B	0.961202	0.216662	0.356008	0.035*
H11C	0.731362	0.232593	0.352245	0.035*
C18	0.4039 (5)	1.0638 (3)	0.8315 (2)	0.0309 (7)
C12	0.6424 (5)	0.8692 (2)	0.4558 (2)	0.0261 (7)
H12A	0.633264	0.905278	0.394865	0.039*
H12B	0.745317	0.891233	0.489377	0.039*
H12C	0.518965	0.894066	0.487237	0.039*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.02004 (19)	0.01336 (18)	0.01075 (17)	−0.00366 (13)	−0.00062 (12)	−0.00033 (12)
S1	0.0205 (3)	0.0159 (3)	0.0118 (3)	−0.0046 (3)	0.0001 (2)	−0.0019 (2)
S2	0.0348 (4)	0.0170 (3)	0.0196 (4)	−0.0064 (3)	−0.0015 (3)	−0.0030 (3)
F3	0.0251 (9)	0.0198 (9)	0.0292 (10)	−0.0097 (7)	−0.0002 (7)	−0.0047 (7)
F2	0.0228 (9)	0.0184 (8)	0.0310 (10)	−0.0005 (7)	−0.0001 (7)	−0.0025 (7)
F1	0.0532 (13)	0.0235 (9)	0.0120 (8)	−0.0063 (9)	0.0011 (8)	−0.0025 (7)
O5	0.0225 (10)	0.0133 (9)	0.0237 (10)	−0.0048 (8)	−0.0003 (8)	−0.0009 (8)
O3	0.0226 (11)	0.0142 (10)	0.0278 (11)	−0.0039 (8)	0.0009 (9)	−0.0017 (8)
O4	0.0613 (17)	0.0207 (11)	0.0113 (10)	−0.0068 (11)	0.0002 (10)	−0.0001 (8)
O2	0.0413 (13)	0.0137 (10)	0.0174 (10)	−0.0048 (9)	−0.0019 (9)	0.0026 (8)
O1	0.0406 (13)	0.0139 (10)	0.0159 (10)	−0.0035 (9)	−0.0011 (9)	−0.0025 (8)
F5	0.0767 (18)	0.0344 (12)	0.0375 (13)	−0.0086 (12)	0.0220 (12)	−0.0112 (10)
N2	0.0167 (11)	0.0141 (11)	0.0123 (10)	−0.0037 (9)	−0.0011 (8)	−0.0015 (8)
F6	0.0781 (18)	0.0147 (10)	0.0640 (17)	−0.0041 (11)	0.0229 (14)	0.0023 (10)
N1	0.0169 (11)	0.0144 (11)	0.0141 (11)	−0.0037 (9)	−0.0006 (9)	−0.0008 (8)
O6	0.0630 (18)	0.0161 (11)	0.0296 (13)	−0.0063 (11)	0.0090 (12)	0.0034 (9)
O7	0.0578 (17)	0.0232 (12)	0.0214 (12)	−0.0130 (11)	0.0093 (11)	−0.0020 (9)
N3	0.0271 (13)	0.0184 (12)	0.0141 (11)	−0.0054 (10)	−0.0006 (10)	−0.0004 (9)
F4	0.0390 (14)	0.0580 (17)	0.077 (2)	0.0013 (12)	−0.0125 (13)	−0.0180 (14)
N4	0.0198 (12)	0.0176 (11)	0.0149 (11)	−0.0032 (9)	0.0004 (9)	0.0007 (9)
C6	0.0155 (12)	0.0150 (13)	0.0133 (12)	−0.0034 (10)	0.0004 (10)	−0.0015 (10)
C5	0.0144 (12)	0.0153 (13)	0.0146 (12)	−0.0039 (10)	−0.0011 (10)	0.0000 (10)
O8	0.0450 (17)	0.0538 (18)	0.0533 (18)	−0.0083 (14)	−0.0141 (14)	−0.0214 (15)
C7	0.0246 (14)	0.0161 (13)	0.0126 (12)	−0.0042 (11)	−0.0014 (10)	−0.0021 (10)
C15	0.0216 (14)	0.0168 (13)	0.0124 (12)	−0.0017 (11)	0.0003 (10)	0.0035 (10)
C4	0.0197 (13)	0.0137 (12)	0.0152 (13)	−0.0023 (10)	−0.0007 (10)	0.0004 (10)
C17	0.0218 (14)	0.0185 (13)	0.0145 (13)	−0.0050 (11)	0.0014 (10)	−0.0022 (10)
C9	0.0197 (13)	0.0122 (12)	0.0195 (14)	−0.0033 (10)	−0.0015 (11)	−0.0009 (10)
C8	0.0197 (13)	0.0167 (13)	0.0167 (13)	−0.0048 (11)	−0.0012 (10)	0.0010 (10)
C13	0.0248 (15)	0.0170 (13)	0.0189 (14)	−0.0042 (11)	−0.0025 (11)	−0.0036 (11)
C10	0.0173 (13)	0.0158 (13)	0.0152 (13)	−0.0035 (10)	0.0007 (10)	−0.0028 (10)
C3	0.0209 (14)	0.0157 (13)	0.0171 (13)	−0.0028 (11)	−0.0007 (11)	−0.0031 (10)
C2	0.0287 (15)	0.0118 (12)	0.0211 (14)	−0.0033 (11)	0.0001 (12)	−0.0003 (10)
C1	0.0241 (14)	0.0146 (13)	0.0156 (13)	−0.0033 (11)	−0.0006 (11)	0.0031 (10)
C16	0.0411 (19)	0.0219 (15)	0.0171 (14)	−0.0038 (13)	−0.0012 (13)	−0.0038 (12)
C14	0.045 (2)	0.0185 (14)	0.0191 (15)	−0.0086 (13)	−0.0028 (13)	0.0019 (11)
C11	0.0338 (17)	0.0190 (14)	0.0151 (14)	−0.0016 (12)	0.0001 (12)	−0.0023 (11)
C18	0.0414 (19)	0.0191 (15)	0.0317 (18)	−0.0058 (14)	0.0046 (15)	−0.0012 (13)
C12	0.0390 (18)	0.0121 (13)	0.0260 (16)	−0.0042 (12)	−0.0032 (13)	0.0031 (11)

Geometric parameters (Å, º)

Cu1—O5^i	2.376 (2)	C6—C5	1.484 (4)
Cu1—O3	2.333 (2)	C6—C7	1.382 (4)
Cu1—N2	1.985 (2)	C5—C4	1.386 (4)
Cu1—N1	1.989 (2)	C7—H7	0.9500
Cu1—N3	2.014 (2)	C7—C8	1.403 (4)
Cu1—N4	2.012 (2)	C15—C16	1.456 (4)
S1—O5	1.445 (2)	C4—H4	0.9500
S1—O3	1.442 (2)	C4—C3	1.399 (4)
S1—O4	1.436 (2)	C9—H9	0.9500
S1—C17	1.831 (3)	C9—C8	1.388 (4)
S2—O6	1.441 (2)	C9—C10	1.389 (4)
S2—O7	1.442 (2)	C13—C14	1.456 (4)
S2—O8	1.435 (3)	C10—H10	0.9500
S2—C18	1.824 (4)	C3—C2	1.391 (4)
F3—C17	1.336 (3)	C2—H2	0.9500
F2—C17	1.332 (3)	C2—C1	1.374 (4)
F1—C17	1.338 (3)	C1—H1	0.9500
O2—C8	1.345 (3)	C16—H16A	0.9800
O2—C12	1.439 (3)	C16—H16B	0.9800
O1—C3	1.348 (3)	C16—H16C	0.9800
O1—C11	1.439 (3)	C14—H14A	0.9800
F5—C18	1.335 (4)	C14—H14B	0.9800
N2—C6	1.354 (3)	C14—H14C	0.9800
N2—C10	1.339 (4)	C11—H11A	0.9800
F6—C18	1.325 (4)	C11—H11B	0.9800
N1—C5	1.353 (3)	C11—H11C	0.9800
N1—C1	1.348 (4)	C12—H12A	0.9800
N3—C13	1.136 (4)	C12—H12B	0.9800
F4—C18	1.328 (5)	C12—H12C	0.9800
N4—C15	1.138 (4)
O3—Cu1—O5^i	168.85 (8)	F2—C17—S1	112.0 (2)
N2—Cu1—O5^i	90.71 (8)	F2—C17—F3	107.2 (2)
N2—Cu1—O3	94.76 (9)	F2—C17—F1	107.3 (2)
N2—Cu1—N1	81.56 (9)	F1—C17—S1	111.5 (2)
N2—Cu1—N3	175.99 (10)	C8—C9—H9	120.8
N2—Cu1—N4	95.12 (9)	C8—C9—C10	118.3 (3)
N1—Cu1—O5^i	95.88 (8)	C10—C9—H9	120.8
N1—Cu1—O3	94.53 (9)	O2—C8—C7	115.7 (3)
N1—Cu1—N3	94.85 (10)	O2—C8—C9	125.2 (3)
N1—Cu1—N4	176.62 (9)	C9—C8—C7	119.1 (3)
N3—Cu1—O5^i	87.89 (9)	N3—C13—C14	177.8 (3)
N3—Cu1—O3	87.27 (9)	N2—C10—C9	123.2 (3)
N4—Cu1—O5^i	83.46 (9)	N2—C10—H10	118.4
N4—Cu1—O3	86.38 (9)	C9—C10—H10	118.4
N4—Cu1—N3	88.45 (10)	O1—C3—C4	124.8 (3)
O5—S1—C17	104.08 (13)	O1—C3—C2	116.3 (3)
O3—S1—O5	113.46 (12)	C2—C3—C4	118.8 (3)
O3—S1—C17	103.30 (13)	C3—C2—H2	120.4
O4—S1—O5	115.66 (15)	C1—C2—C3	119.2 (3)
O4—S1—O3	115.70 (15)	C1—C2—H2	120.4
O4—S1—C17	102.27 (13)	N1—C1—C2	122.8 (3)
O6—S2—O7	114.84 (15)	N1—C1—H1	118.6
O6—S2—C18	103.34 (16)	C2—C1—H1	118.6
O7—S2—C18	103.15 (16)	C15—C16—H16A	109.5
O8—S2—O6	115.89 (19)	C15—C16—H16B	109.5
O8—S2—O7	114.17 (19)	C15—C16—H16C	109.5
O8—S2—C18	103.02 (18)	H16A—C16—H16B	109.5
S1—O5—Cu1^ii	145.62 (13)	H16A—C16—H16C	109.5
S1—O3—Cu1	144.69 (13)	H16B—C16—H16C	109.5
C8—O2—C12	117.2 (2)	C13—C14—H14A	109.5
C3—O1—C11	118.2 (2)	C13—C14—H14B	109.5
C6—N2—Cu1	114.82 (18)	C13—C14—H14C	109.5
C10—N2—Cu1	126.88 (19)	H14A—C14—H14B	109.5
C10—N2—C6	118.3 (2)	H14A—C14—H14C	109.5
C5—N1—Cu1	115.06 (18)	H14B—C14—H14C	109.5
C1—N1—Cu1	126.97 (19)	O1—C11—H11A	109.5
C1—N1—C5	117.9 (2)	O1—C11—H11B	109.5
C13—N3—Cu1	174.2 (2)	O1—C11—H11C	109.5
C15—N4—Cu1	175.4 (2)	H11A—C11—H11B	109.5
N2—C6—C5	114.5 (2)	H11A—C11—H11C	109.5
N2—C6—C7	122.4 (2)	H11B—C11—H11C	109.5
C7—C6—C5	123.1 (2)	F5—C18—S2	111.6 (2)
N1—C5—C6	114.0 (2)	F6—C18—S2	111.7 (3)
N1—C5—C4	122.8 (2)	F6—C18—F5	107.5 (3)
C4—C5—C6	123.2 (2)	F6—C18—F4	107.8 (3)
C6—C7—H7	120.7	F4—C18—S2	111.2 (2)
C6—C7—C8	118.6 (3)	F4—C18—F5	106.9 (3)
C8—C7—H7	120.7	O2—C12—H12A	109.5
N4—C15—C16	178.7 (3)	O2—C12—H12B	109.5
C5—C4—H4	120.8	O2—C12—H12C	109.5
C5—C4—C3	118.3 (3)	H12A—C12—H12B	109.5
C3—C4—H4	120.8	H12A—C12—H12C	109.5
F3—C17—S1	111.09 (19)	H12B—C12—H12C	109.5
F3—C17—F1	107.6 (2)
Cu1—N2—C6—C5	3.3 (3)	O7—S2—C18—F4	60.7 (3)
Cu1—N2—C6—C7	−178.0 (2)	C6—N2—C10—C9	0.0 (4)
Cu1—N2—C10—C9	177.6 (2)	C6—C5—C4—C3	−178.2 (3)
Cu1—N1—C5—C6	−0.2 (3)	C6—C7—C8—O2	179.9 (3)
Cu1—N1—C5—C4	−179.5 (2)	C6—C7—C8—C9	−0.6 (4)
Cu1—N1—C1—C2	178.6 (2)	C5—N1—C1—C2	0.2 (4)
O5—S1—O3—Cu1	169.10 (19)	C5—C6—C7—C8	179.0 (3)
O5—S1—C17—F3	177.75 (19)	C5—C4—C3—O1	179.4 (3)
O5—S1—C17—F2	−62.4 (2)	C5—C4—C3—C2	−0.3 (4)
O5—S1—C17—F1	57.8 (2)	O8—S2—C18—F5	−61.0 (3)
O3—S1—O5—Cu1^ii	−171.80 (19)	O8—S2—C18—F6	59.4 (3)
O3—S1—C17—F3	59.0 (2)	O8—S2—C18—F4	179.7 (3)
O3—S1—C17—F2	178.83 (19)	C7—C6—C5—N1	179.3 (3)
O3—S1—C17—F1	−61.0 (2)	C7—C6—C5—C4	−1.5 (4)
O4—S1—O5—Cu1^ii	−34.7 (3)	C4—C3—C2—C1	−0.4 (4)
O4—S1—O3—Cu1	32.0 (3)	C17—S1—O5—Cu1^ii	76.6 (2)
O4—S1—C17—F3	−61.5 (2)	C17—S1—O3—Cu1	−78.9 (2)
O4—S1—C17—F2	58.3 (2)	C8—C9—C10—N2	−0.3 (4)
O4—S1—C17—F1	178.5 (2)	C10—N2—C6—C5	−178.8 (2)
O1—C3—C2—C1	179.9 (3)	C10—N2—C6—C7	−0.1 (4)
N2—C6—C5—N1	−2.0 (3)	C10—C9—C8—O2	−180.0 (3)
N2—C6—C5—C4	177.2 (3)	C10—C9—C8—C7	0.6 (4)
N2—C6—C7—C8	0.4 (4)	C3—C2—C1—N1	0.4 (5)
N1—C5—C4—C3	1.0 (4)	C1—N1—C5—C6	178.3 (2)
O6—S2—C18—F5	60.1 (3)	C1—N1—C5—C4	−0.9 (4)
O6—S2—C18—F6	−179.6 (3)	C11—O1—C3—C4	1.6 (4)
O6—S2—C18—F4	−59.2 (3)	C11—O1—C3—C2	−178.7 (3)
O7—S2—C18—F5	180.0 (3)	C12—O2—C8—C7	178.8 (3)
O7—S2—C18—F6	−59.7 (3)	C12—O2—C8—C9	−0.6 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7···O4^iii	0.95	2.23	3.175 (4)	177
C4—H4···O4^iii	0.95	2.37	3.315 (3)	175
C9—H9···O7	0.95	2.32	3.185 (4)	151
C16—H16A···O6	0.98	2.38	3.170 (4)	138
C14—H14A···O8^iv	0.98	2.35	3.194 (4)	144

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