μ₃-Chlorido-μ₂-chlorido-(μ₃-pyrrolidine-1-carbo­dithio­ato-κ⁴S:S,S′:S′)tris­[(tri­ethyl­phosphane-κP)copper(I)]: crystal structure and Hirshfeld surface analysis

The di­thio­carbamate ligand chelates one Cu^I atom and each S atom bridges a second Cu^I atom and thus, is tetra­coordinate. The core of the mol­ecule comprises Cu₃Cl₂S₂ and defines seven corners of a distorted cube.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.028
• wR factor = 0.073
• Data-to-parameter ratio = 22.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Non-Solvent Resd 1   C   Ueq(max)/Ueq(min) Range        3.4 Ratio
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      2.023 Check
PLAT971_ALERT_2_C Check Calcd Residual Density  0.83A From      P2       1.51 eA-3

Alert level G
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1    --  Cl1     ..       18.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1    --  Cl2     ..       33.3 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1    --  S1      ..        9.7 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu2    --  Cl1     ..       18.0 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu2    --  Cl2     ..       36.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu2    --  S2      ..       14.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu3    --  Cl2     ..       12.7 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu3    --  S1      ..        9.0 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu3    --  S2      ..       16.3 s.u.
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         46 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          4 Note

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); cell refinement: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); data reduction: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); program(s) used to solve structure: SHELXS (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).

µ₃-Chlorido-µ₂-chlorido-(µ₃-pyrrolidine-1-carbodithioato-κ⁴S:S,S':S')tris[(triethylphosphane-κP)copper(I)]

Crystal data

[Cu3(C5H8NS2)Cl2(C6H15P)3]	F(000) = 1584
Mr = 762.21	Dx = 1.473 Mg m^−3
Monoclinic, P21/n	Cu Kα radiation, λ = 1.54184 Å
a = 10.6489 (2) Å	Cell parameters from 16968 reflections
b = 31.7578 (4) Å	θ = 2.8–76.3°
c = 10.7212 (2) Å	µ = 6.14 mm^−1
β = 108.607 (2)°	T = 100 K
V = 3436.24 (11) Å^3	Prism, yellow
Z = 4	0.20 × 0.09 × 0.07 mm

Data collection

Agilent SuperNova, Dual, Cu at zero, AtlasS2 diffractometer	7186 independent reflections
Radiation source: micro-focus sealed X-ray tube	6699 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.027
Detector resolution: 10.4607 pixels mm^-1	θmax = 76.6°, θmin = 2.8°
ω scans	h = −13→12
Absorption correction: multi-scan (CrysAlisPro; Rigaku Oxford Diffraction, 2015)	k = −39→29
Tmin = 0.684, Tmax = 1.000	l = −13→13
34566 measured reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H-atom parameters constrained
wR(F^2) = 0.073	w = 1/[σ^2(Fo^2) + (0.0334P)^2 + 3.4591P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.002
7186 reflections	Δρmax = 1.50 e Å^−3
316 parameters	Δρmin = −0.79 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	0.15403 (3)	0.60427 (2)	0.46213 (3)	0.02150 (8)
Cu2	0.41213 (3)	0.65484 (2)	0.54323 (3)	0.02075 (8)
Cu3	0.29958 (3)	0.60979 (2)	0.26251 (3)	0.02196 (8)
Cl1	0.29973 (4)	0.62046 (2)	0.67210 (4)	0.01860 (9)
Cl2	0.21102 (4)	0.66892 (2)	0.34453 (4)	0.01933 (9)
S1	0.26010 (4)	0.55091 (2)	0.38531 (4)	0.01620 (9)
S2	0.50822 (4)	0.60146 (2)	0.45081 (4)	0.01641 (9)
P1	−0.05739 (5)	0.60624 (2)	0.44227 (5)	0.01844 (10)
P2	0.51349 (5)	0.71293 (2)	0.63413 (5)	0.02172 (11)
P3	0.29464 (5)	0.61039 (2)	0.05729 (5)	0.01832 (10)
N1	0.46529 (16)	0.53980 (5)	0.60120 (15)	0.0162 (3)
C1	0.41813 (18)	0.56133 (6)	0.49156 (18)	0.0152 (3)
C2	0.38664 (19)	0.50826 (6)	0.64599 (19)	0.0190 (4)
H2A	0.3621	0.4843	0.5840	0.023*
H2B	0.3049	0.5210	0.6546	0.023*
C3	0.4799 (2)	0.49415 (6)	0.78003 (19)	0.0222 (4)
H3A	0.4297	0.4867	0.8403	0.027*
H3B	0.5338	0.4697	0.7709	0.027*
C4	0.5667 (2)	0.53283 (6)	0.82932 (19)	0.0238 (4)
H4A	0.5202	0.5540	0.8665	0.029*
H4B	0.6510	0.5250	0.8972	0.029*
C5	0.59098 (19)	0.54950 (6)	0.70556 (19)	0.0201 (4)
H5A	0.6084	0.5802	0.7119	0.024*
H5B	0.6666	0.5349	0.6896	0.024*
C6	−0.0943 (2)	0.58600 (9)	0.5866 (2)	0.0350 (5)
H6A	−0.0571	0.6055	0.6612	0.042*
H6B	−0.1916	0.5853	0.5674	0.042*
C7	−0.0388 (3)	0.54232 (9)	0.6268 (3)	0.0417 (6)
H7A	−0.0801	0.5224	0.5558	0.063*
H7B	−0.0576	0.5337	0.7068	0.063*
H7C	0.0572	0.5426	0.6437	0.063*
C8	−0.1738 (2)	0.57717 (7)	0.3059 (2)	0.0285 (4)
H8A	−0.1613	0.5466	0.3233	0.034*
H8B	−0.2656	0.5844	0.3014	0.034*
C9	−0.1549 (3)	0.58705 (9)	0.1739 (2)	0.0379 (6)
H9A	−0.1690	0.6172	0.1553	0.057*
H9B	−0.2189	0.5709	0.1043	0.057*
H9C	−0.0647	0.5794	0.1772	0.057*
C10	−0.1319 (2)	0.65879 (8)	0.4228 (3)	0.0332 (5)
H10A	−0.1436	0.6691	0.3326	0.040*
H10B	−0.2207	0.6569	0.4335	0.040*
C11	−0.0480 (3)	0.69041 (8)	0.5220 (3)	0.0432 (6)
H11A	−0.0424	0.6817	0.6112	0.065*
H11B	−0.0890	0.7183	0.5040	0.065*
H11C	0.0412	0.6915	0.5144	0.065*
C12	0.4059 (2)	0.75778 (7)	0.6313 (2)	0.0287 (5)
H12A	0.4587	0.7807	0.6861	0.034*
H12B	0.3690	0.7683	0.5400	0.034*
C13	0.2925 (3)	0.74600 (9)	0.6827 (3)	0.0435 (6)
H13A	0.2441	0.7219	0.6328	0.065*
H13B	0.2322	0.7700	0.6723	0.065*
H13C	0.3284	0.7385	0.7761	0.065*
C14	0.6344 (3)	0.73513 (8)	0.5657 (3)	0.0387 (6)
H14A	0.6573	0.7640	0.5999	0.046*
H14B	0.7163	0.7180	0.5937	0.046*
C15	0.5811 (4)	0.73634 (9)	0.4171 (3)	0.0517 (8)
H15A	0.5621	0.7076	0.3830	0.078*
H15B	0.6471	0.7491	0.3828	0.078*
H15C	0.4995	0.7531	0.3893	0.078*
C16	0.6077 (2)	0.70895 (7)	0.8114 (2)	0.0322 (5)
H16A	0.6675	0.7335	0.8377	0.039*
H16B	0.5451	0.7098	0.8626	0.039*
C17	0.6886 (3)	0.66909 (9)	0.8443 (3)	0.0393 (6)
H17A	0.6292	0.6447	0.8289	0.059*
H17B	0.7439	0.6697	0.9369	0.059*
H17C	0.7454	0.6669	0.7884	0.059*
C18	0.2471 (2)	0.56150 (6)	−0.03875 (19)	0.0223 (4)
H18A	0.2167	0.5687	−0.1335	0.027*
H18B	0.3265	0.5434	−0.0219	0.027*
C19	0.1383 (2)	0.53638 (7)	−0.0080 (2)	0.0291 (5)
H19A	0.1670	0.5292	0.0858	0.044*
H19B	0.1209	0.5105	−0.0604	0.044*
H19C	0.0573	0.5533	−0.0297	0.044*
C20	0.1873 (2)	0.65065 (7)	−0.0452 (2)	0.0262 (4)
H20A	0.2228	0.6788	−0.0128	0.031*
H20B	0.1890	0.6478	−0.1366	0.031*
C21	0.0443 (2)	0.64775 (8)	−0.0457 (2)	0.0336 (5)
H21A	0.0058	0.6210	−0.0855	0.050*
H21B	−0.0069	0.6712	−0.0969	0.050*
H21C	0.0422	0.6492	0.0448	0.050*
C22	0.4553 (2)	0.62219 (7)	0.0359 (2)	0.0237 (4)
H22A	0.5156	0.5980	0.0675	0.028*
H22B	0.4427	0.6259	−0.0590	0.028*
C23	0.5198 (3)	0.66167 (8)	0.1099 (2)	0.0358 (5)
H23A	0.4631	0.6861	0.0754	0.054*
H23B	0.6064	0.6660	0.0981	0.054*
H23C	0.5312	0.6583	0.2038	0.054*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01310 (14)	0.02656 (16)	0.02473 (15)	−0.00123 (11)	0.00588 (11)	−0.00501 (12)
Cu2	0.02180 (15)	0.01514 (14)	0.02611 (15)	−0.00383 (11)	0.00876 (12)	−0.00443 (11)
Cu3	0.03038 (17)	0.02277 (15)	0.01416 (14)	0.00065 (12)	0.00914 (12)	0.00068 (11)
Cl1	0.0220 (2)	0.0212 (2)	0.01358 (18)	0.00073 (16)	0.00701 (16)	−0.00123 (15)
Cl2	0.0218 (2)	0.0185 (2)	0.0179 (2)	0.00308 (16)	0.00661 (17)	0.00183 (15)
S1	0.0173 (2)	0.0152 (2)	0.0159 (2)	−0.00239 (15)	0.00490 (16)	−0.00200 (15)
S2	0.0158 (2)	0.0155 (2)	0.0199 (2)	−0.00078 (15)	0.00855 (17)	−0.00004 (16)
P1	0.0128 (2)	0.0219 (2)	0.0203 (2)	−0.00112 (17)	0.00482 (18)	−0.00132 (18)
P2	0.0190 (2)	0.0146 (2)	0.0294 (3)	−0.00147 (17)	0.0047 (2)	−0.00271 (19)
P3	0.0240 (2)	0.0181 (2)	0.0136 (2)	0.00122 (18)	0.00702 (18)	−0.00037 (17)
N1	0.0171 (7)	0.0130 (7)	0.0189 (7)	0.0005 (6)	0.0064 (6)	−0.0003 (6)
C1	0.0172 (8)	0.0131 (8)	0.0169 (8)	0.0018 (6)	0.0078 (7)	−0.0028 (6)
C2	0.0225 (9)	0.0150 (9)	0.0210 (9)	0.0001 (7)	0.0088 (8)	0.0029 (7)
C3	0.0296 (11)	0.0186 (9)	0.0196 (9)	0.0032 (8)	0.0096 (8)	0.0026 (7)
C4	0.0299 (11)	0.0213 (10)	0.0177 (9)	0.0030 (8)	0.0038 (8)	−0.0001 (7)
C5	0.0190 (9)	0.0173 (9)	0.0212 (9)	0.0013 (7)	0.0024 (7)	0.0000 (7)
C6	0.0254 (11)	0.0531 (15)	0.0265 (11)	−0.0062 (10)	0.0082 (9)	0.0025 (10)
C7	0.0346 (13)	0.0498 (16)	0.0327 (12)	−0.0154 (11)	−0.0005 (10)	0.0135 (11)
C8	0.0230 (10)	0.0317 (11)	0.0286 (11)	−0.0046 (9)	0.0050 (8)	−0.0029 (9)
C9	0.0364 (13)	0.0504 (15)	0.0243 (11)	−0.0012 (11)	0.0062 (10)	−0.0042 (10)
C10	0.0245 (11)	0.0307 (12)	0.0426 (13)	0.0035 (9)	0.0083 (10)	−0.0036 (10)
C11	0.0314 (13)	0.0334 (13)	0.0651 (18)	−0.0017 (10)	0.0159 (12)	−0.0186 (12)
C12	0.0337 (12)	0.0184 (10)	0.0300 (11)	0.0038 (8)	0.0045 (9)	−0.0029 (8)
C13	0.0337 (13)	0.0317 (13)	0.0680 (18)	0.0024 (10)	0.0204 (13)	−0.0126 (12)
C14	0.0443 (14)	0.0300 (12)	0.0513 (15)	−0.0103 (10)	0.0286 (13)	−0.0079 (11)
C15	0.085 (2)	0.0332 (14)	0.0538 (17)	−0.0146 (14)	0.0455 (17)	−0.0111 (12)
C16	0.0313 (12)	0.0290 (11)	0.0310 (11)	−0.0019 (9)	0.0027 (9)	−0.0041 (9)
C17	0.0324 (13)	0.0386 (14)	0.0374 (13)	−0.0003 (10)	−0.0021 (10)	0.0007 (11)
C18	0.0281 (10)	0.0209 (9)	0.0181 (9)	−0.0013 (8)	0.0076 (8)	−0.0014 (7)
C19	0.0319 (12)	0.0264 (11)	0.0281 (11)	−0.0069 (9)	0.0084 (9)	−0.0022 (8)
C20	0.0341 (11)	0.0236 (10)	0.0232 (10)	0.0101 (8)	0.0123 (9)	0.0034 (8)
C21	0.0300 (12)	0.0345 (12)	0.0349 (12)	0.0096 (9)	0.0082 (10)	0.0020 (10)
C22	0.0269 (10)	0.0260 (10)	0.0185 (9)	−0.0022 (8)	0.0074 (8)	−0.0019 (8)
C23	0.0417 (14)	0.0367 (13)	0.0304 (12)	−0.0135 (11)	0.0132 (10)	−0.0083 (10)

Geometric parameters (Å, º)

Cu1—Cl1	2.3474 (5)	C8—H8B	0.9900
Cu1—Cl2	2.5809 (5)	C9—H9A	0.9800
Cu1—S1	2.3282 (5)	C9—H9B	0.9800
Cu1—P1	2.1936 (5)	C9—H9C	0.9800
Cu2—Cl1	2.3640 (5)	C10—C11	1.527 (3)
Cu2—Cl2	2.5324 (5)	C10—H10A	0.9900
Cu2—S2	2.3556 (5)	C10—H10B	0.9900
Cu2—P2	2.2018 (6)	C11—H11A	0.9800
Cu3—Cl2	2.3912 (5)	C11—H11B	0.9800
Cu3—S1	2.4002 (5)	C11—H11C	0.9800
Cu3—S2	2.4939 (5)	C12—C13	1.526 (4)
Cu3—P3	2.1841 (5)	C12—H12A	0.9900
Cu1—Cu3	3.0216 (4)	C12—H12B	0.9900
S1—C1	1.7367 (19)	C13—H13A	0.9800
S2—C1	1.7330 (19)	C13—H13B	0.9800
P1—C10	1.831 (2)	C13—H13C	0.9800
P1—C8	1.836 (2)	C14—C15	1.511 (4)
P1—C6	1.830 (2)	C14—H14A	0.9900
P2—C14	1.816 (2)	C14—H14B	0.9900
P2—C12	1.822 (2)	C15—H15A	0.9800
P2—C16	1.849 (2)	C15—H15B	0.9800
P3—C20	1.830 (2)	C15—H15C	0.9800
P3—C22	1.836 (2)	C16—C17	1.508 (3)
P3—C18	1.842 (2)	C16—H16A	0.9900
N1—C1	1.313 (2)	C16—H16B	0.9900
N1—C5	1.477 (2)	C17—H17A	0.9800
N1—C2	1.480 (2)	C17—H17B	0.9800
C2—C3	1.530 (3)	C17—H17C	0.9800
C2—H2A	0.9900	C18—C19	1.526 (3)
C2—H2B	0.9900	C18—H18A	0.9900
C3—C4	1.527 (3)	C18—H18B	0.9900
C3—H3A	0.9900	C19—H19A	0.9800
C3—H3B	0.9900	C19—H19B	0.9800
C4—C5	1.526 (3)	C19—H19C	0.9800
C4—H4A	0.9900	C20—C21	1.523 (3)
C4—H4B	0.9900	C20—H20A	0.9900
C5—H5A	0.9900	C20—H20B	0.9900
C5—H5B	0.9900	C21—H21A	0.9800
C6—C7	1.515 (4)	C21—H21B	0.9800
C6—H6A	0.9900	C21—H21C	0.9800
C6—H6B	0.9900	C22—C23	1.525 (3)
C7—H7A	0.9800	C22—H22A	0.9900
C7—H7B	0.9800	C22—H22B	0.9900
C7—H7C	0.9800	C23—H23A	0.9800
C8—C9	1.524 (3)	C23—H23B	0.9800
C8—H8A	0.9900	C23—H23C	0.9800
Cl1—Cu1—Cl2	96.188 (18)	C9—C8—P1	112.35 (16)
Cl1—Cu1—S1	104.585 (19)	C9—C8—H8A	109.1
Cl1—Cu1—P1	115.51 (2)	P1—C8—H8A	109.1
Cl2—Cu1—S1	100.954 (18)	C9—C8—H8B	109.1
Cl2—Cu1—P1	108.90 (2)	P1—C8—H8B	109.1
S1—Cu1—P1	125.81 (2)	H8A—C8—H8B	107.9
Cl1—Cu2—Cl2	97.080 (18)	C8—C9—H9A	109.5
Cl1—Cu2—S2	106.406 (19)	C8—C9—H9B	109.5
Cl1—Cu2—P2	113.35 (2)	H9A—C9—H9B	109.5
Cl2—Cu2—S2	97.904 (18)	C8—C9—H9C	109.5
Cl2—Cu2—P2	112.82 (2)	H9A—C9—H9C	109.5
S2—Cu2—P2	124.87 (2)	H9B—C9—H9C	109.5
Cl2—Cu3—S1	104.566 (18)	C11—C10—P1	112.60 (17)
Cl2—Cu3—S2	98.030 (18)	C11—C10—H10A	109.1
Cl2—Cu3—P3	118.56 (2)	P1—C10—H10A	109.1
S1—Cu3—S2	74.935 (17)	C11—C10—H10B	109.1
S1—Cu3—P3	127.39 (2)	P1—C10—H10B	109.1
S2—Cu3—P3	123.04 (2)	H10A—C10—H10B	107.8
P1—Cu1—Cu3	132.231 (19)	C10—C11—H11A	109.5
S1—Cu1—Cu3	51.338 (13)	C10—C11—H11B	109.5
Cl1—Cu1—Cu3	109.575 (16)	H11A—C11—H11B	109.5
Cl2—Cu1—Cu3	49.769 (12)	C10—C11—H11C	109.5
P3—Cu3—Cu1	149.44 (2)	H11A—C11—H11C	109.5
Cl2—Cu3—Cu1	55.492 (13)	H11B—C11—H11C	109.5
S1—Cu3—Cu1	49.237 (13)	C13—C12—P2	111.61 (16)
S2—Cu3—Cu1	86.926 (14)	C13—C12—H12A	109.3
Cu1—Cl1—Cu2	81.004 (17)	P2—C12—H12A	109.3
Cu3—Cl2—Cu2	81.010 (16)	C13—C12—H12B	109.3
Cu3—Cl2—Cu1	74.739 (16)	P2—C12—H12B	109.3
Cu2—Cl2—Cu1	73.508 (15)	H12A—C12—H12B	108.0
C1—S1—Cu1	96.15 (6)	C12—C13—H13A	109.5
C1—S1—Cu3	84.76 (6)	C12—C13—H13B	109.5
Cu1—S1—Cu3	79.425 (17)	H13A—C13—H13B	109.5
C1—S2—Cu2	94.21 (6)	C12—C13—H13C	109.5
C1—S2—Cu3	81.97 (6)	H13A—C13—H13C	109.5
Cu2—S2—Cu3	82.517 (17)	H13B—C13—H13C	109.5
C10—P1—C8	102.12 (11)	C15—C14—P2	111.1 (2)
C10—P1—C6	102.40 (12)	C15—C14—H14A	109.4
C8—P1—C6	102.94 (11)	P2—C14—H14A	109.4
C10—P1—Cu1	115.53 (8)	C15—C14—H14B	109.4
C8—P1—Cu1	118.31 (8)	P2—C14—H14B	109.4
C6—P1—Cu1	113.48 (8)	H14A—C14—H14B	108.0
C14—P2—C12	102.29 (12)	C14—C15—H15A	109.5
C14—P2—C16	102.70 (13)	C14—C15—H15B	109.5
C12—P2—C16	101.70 (11)	H15A—C15—H15B	109.5
C14—P2—Cu2	117.20 (8)	C14—C15—H15C	109.5
C12—P2—Cu2	115.53 (8)	H15A—C15—H15C	109.5
C16—P2—Cu2	115.24 (8)	H15B—C15—H15C	109.5
C20—P3—C22	102.17 (10)	C17—C16—P2	112.33 (17)
C20—P3—C18	104.21 (10)	C17—C16—H16A	109.1
C22—P3—C18	101.71 (10)	P2—C16—H16A	109.1
C20—P3—Cu3	114.89 (7)	C17—C16—H16B	109.1
C22—P3—Cu3	113.81 (7)	P2—C16—H16B	109.1
C18—P3—Cu3	118.01 (7)	H16A—C16—H16B	107.9
C1—N1—C5	124.37 (16)	C16—C17—H17A	109.5
C1—N1—C2	123.24 (16)	C16—C17—H17B	109.5
C5—N1—C2	111.41 (15)	H17A—C17—H17B	109.5
N1—C1—S2	121.62 (14)	C16—C17—H17C	109.5
N1—C1—S1	120.11 (14)	H17A—C17—H17C	109.5
S2—C1—S1	118.25 (11)	H17B—C17—H17C	109.5
N1—C2—C3	103.77 (16)	C19—C18—P3	114.33 (14)
N1—C2—H2A	111.0	C19—C18—H18A	108.7
C3—C2—H2A	111.0	P3—C18—H18A	108.7
N1—C2—H2B	111.0	C19—C18—H18B	108.7
C3—C2—H2B	111.0	P3—C18—H18B	108.7
H2A—C2—H2B	109.0	H18A—C18—H18B	107.6
C4—C3—C2	103.25 (15)	C18—C19—H19A	109.5
C4—C3—H3A	111.1	C18—C19—H19B	109.5
C2—C3—H3A	111.1	H19A—C19—H19B	109.5
C4—C3—H3B	111.1	C18—C19—H19C	109.5
C2—C3—H3B	111.1	H19A—C19—H19C	109.5
H3A—C3—H3B	109.1	H19B—C19—H19C	109.5
C5—C4—C3	103.30 (16)	C21—C20—P3	113.07 (16)
C5—C4—H4A	111.1	C21—C20—H20A	109.0
C3—C4—H4A	111.1	P3—C20—H20A	109.0
C5—C4—H4B	111.1	C21—C20—H20B	109.0
C3—C4—H4B	111.1	P3—C20—H20B	109.0
H4A—C4—H4B	109.1	H20A—C20—H20B	107.8
N1—C5—C4	102.84 (16)	C20—C21—H21A	109.5
N1—C5—H5A	111.2	C20—C21—H21B	109.5
C4—C5—H5A	111.2	H21A—C21—H21B	109.5
N1—C5—H5B	111.2	C20—C21—H21C	109.5
C4—C5—H5B	111.2	H21A—C21—H21C	109.5
H5A—C5—H5B	109.1	H21B—C21—H21C	109.5
C7—C6—P1	113.13 (18)	C23—C22—P3	112.66 (16)
C7—C6—H6A	109.0	C23—C22—H22A	109.1
P1—C6—H6A	109.0	P3—C22—H22A	109.1
C7—C6—H6B	109.0	C23—C22—H22B	109.1
P1—C6—H6B	109.0	P3—C22—H22B	109.1
H6A—C6—H6B	107.8	H22A—C22—H22B	107.8
C6—C7—H7A	109.5	C22—C23—H23A	109.5
C6—C7—H7B	109.5	C22—C23—H23B	109.5
H7A—C7—H7B	109.5	H23A—C23—H23B	109.5
C6—C7—H7C	109.5	C22—C23—H23C	109.5
H7A—C7—H7C	109.5	H23A—C23—H23C	109.5
H7B—C7—H7C	109.5	H23B—C23—H23C	109.5
C5—N1—C1—S2	6.0 (2)	C6—P1—C8—C9	−176.38 (18)
C2—N1—C1—S2	173.70 (13)	Cu1—P1—C8—C9	−50.4 (2)
C5—N1—C1—S1	−172.23 (14)	C8—P1—C10—C11	−176.76 (19)
C2—N1—C1—S1	−4.5 (2)	C6—P1—C10—C11	76.9 (2)
Cu2—S2—C1—N1	−93.58 (15)	Cu1—P1—C10—C11	−47.0 (2)
Cu3—S2—C1—N1	−175.40 (15)	C14—P2—C12—C13	178.71 (19)
Cu2—S2—C1—S1	84.66 (10)	C16—P2—C12—C13	−75.3 (2)
Cu3—S2—C1—S1	2.84 (9)	Cu2—P2—C12—C13	50.2 (2)
Cu1—S1—C1—N1	96.59 (14)	C12—P2—C14—C15	−81.4 (2)
Cu3—S1—C1—N1	175.33 (15)	C16—P2—C14—C15	173.45 (19)
Cu1—S1—C1—S2	−81.67 (10)	Cu2—P2—C14—C15	46.1 (2)
Cu3—S1—C1—S2	−2.93 (9)	C14—P2—C16—C17	−84.3 (2)
C1—N1—C2—C3	−176.54 (16)	C12—P2—C16—C17	170.03 (19)
C5—N1—C2—C3	−7.4 (2)	Cu2—P2—C16—C17	44.3 (2)
N1—C2—C3—C4	28.69 (19)	C20—P3—C18—C19	−91.44 (17)
C2—C3—C4—C5	−39.4 (2)	C22—P3—C18—C19	162.62 (16)
C1—N1—C5—C4	152.09 (17)	Cu3—P3—C18—C19	37.36 (18)
C2—N1—C5—C4	−16.9 (2)	C22—P3—C20—C21	179.63 (16)
C3—C4—C5—N1	34.37 (19)	C18—P3—C20—C21	74.03 (18)
C10—P1—C6—C7	−178.43 (18)	Cu3—P3—C20—C21	−56.63 (18)
C8—P1—C6—C7	75.85 (19)	C20—P3—C22—C23	73.77 (18)
Cu1—P1—C6—C7	−53.22 (19)	C18—P3—C22—C23	−178.70 (16)
C10—P1—C8—C9	77.7 (2)	Cu3—P3—C22—C23	−50.70 (18)

Hydrogen-bond geometry (Å, º)

Cg1 is the centroid of the (Cu,S1,S2,C1) chelate ring.

D—H···A	D—H	H···A	D···A	D—H···A
C20—H20B···Cl1^i	0.99	2.81	3.722 (2)	154
C22—H22B···Cl1^i	0.99	2.80	3.720 (2)	154
C3—H3B···Cg1^ii	0.99	2.83	3.705 (2)	148

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