Iodido[1-(propan-2-yl-idene)thio-semi-carbazide-κS]bis-(triphenyl-phosphane-κP)copper(I).

In the mononuclear title complex, [CuI(C(4)H(9)N(3)S)(C(18)H(15)P)(2)], the Cu(I) ion displays a distorted tetra-hedral coordination geometry involving two P atoms of two triphenyl-phosphane mol-ecules, one S atom of a 1-(propan-2-yl-idene)thio-semicarbazide mol-ecule and one iodide ion. In the crystal, C-H⋯π inter-actions [C-H⋯centroid distances = 3.443 (3) and 3.788 (3) Å] and N-H⋯S hydrogen bonds form layers parallel to (100). An intra-molecular N-H⋯I hydrogen bond is also observed.

Related literature

For the potential applications of related complexes, see: Matesanz et al. (1999 ▶); Konstanti­nović et al. (2008 ▶); Zhang et al. (2008 ▶). For relevant examples of related discrete complexes, see: Cox et al. (2000 ▶); Nimthong et al. (2008 ▶); Pakawatchai et al. (2012 ▶).

Experimental

Crystal data

[CuI(C4H9N3S)(C18H15P)2]

M = 846.18

Triclinic,

a = 10.8832 (6) Å

b = 12.5712 (7) Å

c = 16.0206 (8) Å

α = 98.867 (1)°

β = 100.517 (1)°

γ = 114.056 (1)°

V = 1903.04 (18) Å3

Z = 2

Mo Kα radiation

μ = 1.56 mm−1

T = 293 K

0.26 × 0.21 × 0.04 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.682, T max = 0.940

26251 measured reflections

9206 independent reflections

7690 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.084

S = 1.02

9206 reflections

444 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.66 e Å−3

Δρmin = −0.27 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812044066/zb2025sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812044066/zb2025Isup2.hkl

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

[CuI(C4H9N3S)(C18H15P)2]	Z = 2
Mr = 846.18	F(000) = 856
Triclinic, P1	Dx = 1.477 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.8832 (6) Å	Cell parameters from 7509 reflections
b = 12.5712 (7) Å	θ = 2.2–26.4°
c = 16.0206 (8) Å	µ = 1.56 mm−1
α = 98.867 (1)°	T = 293 K
β = 100.517 (1)°	Plate, colourless
γ = 114.056 (1)°	0.26 × 0.21 × 0.04 mm
V = 1903.04 (18) Å3

Bruker SMART CCD area-detector diffractometer	9206 independent reflections
Radiation source: fine-focus sealed tube	7690 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
Frames, each covering 0.3 ° in ω scans	θmax = 28.1°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2003)	h = −14→14
Tmin = 0.682, Tmax = 0.940	k = −16→16
26251 measured reflections	l = −21→21

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0373P)2 + 0.6367P] where P = (Fo2 + 2Fc2)/3
9206 reflections	(Δ/σ)max = 0.002
444 parameters	Δρmax = 0.66 e Å−3
0 restraints	Δρmin = −0.27 e Å−3

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

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

	x	y	z	Uiso*/Ueq
C1	0.9764 (3)	0.3109 (2)	0.05375 (16)	0.0384 (5)
C2	0.8564 (3)	0.2797 (3)	−0.01226 (18)	0.0496 (7)
H2	0.7874	0.2998	0.0006	0.060*
C3	0.8377 (4)	0.2189 (3)	−0.0971 (2)	0.0630 (8)
H3	0.7560	0.1977	−0.1402	0.076*
C4	0.9382 (4)	0.1899 (3)	−0.1178 (2)	0.0627 (9)
H4	0.9261	0.1508	−0.1751	0.075*
C5	1.0567 (4)	0.2185 (3)	−0.05395 (19)	0.0544 (7)
H5	1.1252	0.1987	−0.0680	0.065*
C6	1.0759 (3)	0.2770 (2)	0.03164 (17)	0.0435 (6)
H6	1.1559	0.2939	0.0747	0.052*
C7	1.1523 (3)	0.5247 (2)	0.20007 (17)	0.0402 (6)
C8	1.2636 (3)	0.5503 (3)	0.1635 (2)	0.0606 (8)
H8	1.2571	0.4948	0.1151	0.073*
C9	1.3843 (3)	0.6576 (3)	0.1979 (3)	0.0781 (11)
H9	1.4586	0.6733	0.1730	0.094*
C10	1.3953 (4)	0.7406 (3)	0.2683 (3)	0.0765 (11)
H10	1.4773	0.8121	0.2918	0.092*
C11	1.2856 (4)	0.7183 (3)	0.3039 (2)	0.0780 (11)
H11	1.2919	0.7758	0.3509	0.094*
C12	1.1647 (4)	0.6105 (3)	0.2707 (2)	0.0606 (8)
H12	1.0910	0.5957	0.2961	0.073*
C13	0.8550 (3)	0.4181 (2)	0.16390 (16)	0.0371 (5)
C14	0.7594 (3)	0.3687 (2)	0.21055 (18)	0.0435 (6)
H14	0.7732	0.3200	0.2457	0.052*
C15	0.6439 (3)	0.3907 (3)	0.2057 (2)	0.0526 (7)
H15	0.5804	0.3565	0.2371	0.063*
C16	0.6236 (3)	0.4628 (3)	0.1546 (2)	0.0594 (8)
H16	0.5453	0.4767	0.1505	0.071*
C17	0.7184 (3)	0.5151 (3)	0.1092 (2)	0.0590 (8)
H17	0.7041	0.5645	0.0749	0.071*
C18	0.8342 (3)	0.4947 (2)	0.11416 (19)	0.0487 (6)
H18	0.8989	0.5319	0.0844	0.058*
C19	0.7536 (2)	−0.0101 (2)	0.13076 (15)	0.0360 (5)
C20	0.6175 (3)	−0.1014 (3)	0.10113 (19)	0.0613 (9)
H20	0.5629	−0.1203	0.1401	0.074*
C21	0.5629 (3)	−0.1644 (3)	0.0135 (2)	0.0762 (11)
H21	0.4716	−0.2255	−0.0060	0.091*
C22	0.6418 (3)	−0.1376 (3)	−0.04459 (19)	0.0640 (9)
H22	0.6039	−0.1794	−0.1035	0.077*
C23	0.7762 (3)	−0.0493 (3)	−0.01590 (18)	0.0511 (7)
H23	0.8309	−0.0322	−0.0550	0.061*
C24	0.8314 (3)	0.0147 (2)	0.07120 (16)	0.0404 (6)
H24	0.9227	0.0758	0.0899	0.048*
C25	0.7027 (3)	0.0710 (2)	0.29446 (17)	0.0377 (5)
C26	0.7158 (3)	0.0687 (3)	0.38138 (19)	0.0557 (7)
H26	0.7923	0.0628	0.4131	0.067*
C27	0.6157 (5)	0.0750 (3)	0.4216 (3)	0.0819 (12)
H27	0.6256	0.0734	0.4803	0.098*
C28	0.5032 (5)	0.0836 (4)	0.3762 (4)	0.0937 (15)
H28	0.4363	0.0875	0.4035	0.112*
C29	0.4888 (4)	0.0864 (4)	0.2902 (3)	0.0862 (13)
H29	0.4114	0.0915	0.2589	0.103*
C30	0.5887 (3)	0.0819 (3)	0.2494 (2)	0.0592 (8)
H30	0.5793	0.0861	0.1913	0.071*
C31	0.8974 (2)	−0.0266 (2)	0.29335 (15)	0.0340 (5)
C32	1.0122 (3)	0.0236 (3)	0.3647 (2)	0.0566 (8)
H32	1.0604	0.1069	0.3858	0.068*
C33	1.0572 (4)	−0.0485 (3)	0.4057 (2)	0.0738 (10)
H33	1.1339	−0.0134	0.4549	0.089*
C34	0.9894 (4)	−0.1706 (3)	0.3743 (2)	0.0640 (9)
H34	1.0204	−0.2188	0.4015	0.077*
C35	0.8769 (4)	−0.2213 (3)	0.3035 (2)	0.0599 (8)
H35	0.8305	−0.3047	0.2823	0.072*
C36	0.8299 (3)	−0.1508 (2)	0.26227 (18)	0.0478 (6)
H36	0.7527	−0.1870	0.2134	0.057*
C37	1.1977 (3)	0.4956 (2)	0.45169 (16)	0.0399 (5)
C38	1.5399 (3)	0.6307 (2)	0.43728 (17)	0.0436 (6)
C39	1.5519 (3)	0.5446 (3)	0.3685 (2)	0.0624 (8)
H39A	1.5303	0.4699	0.3847	0.094*
H39B	1.6455	0.5777	0.3627	0.094*
H39C	1.4875	0.5304	0.3135	0.094*
C40	1.6672 (3)	0.7473 (3)	0.4791 (2)	0.0663 (9)
H40A	1.6877	0.7931	0.4363	0.099*
H40B	1.7449	0.7321	0.5013	0.099*
H40C	1.6511	0.7921	0.5265	0.099*
N1	1.3115 (2)	0.5081 (2)	0.42585 (14)	0.0410 (5)
N2	1.4325 (2)	0.6151 (2)	0.46382 (14)	0.0467 (5)
N3	1.2117 (3)	0.5846 (2)	0.51463 (18)	0.0631 (8)
P1	0.99834 (6)	0.37784 (5)	0.16846 (4)	0.03298 (13)
P2	0.84194 (6)	0.07508 (5)	0.24472 (4)	0.03094 (13)
S1	1.04319 (6)	0.36891 (6)	0.40876 (4)	0.04410 (16)
Cu1	1.01628 (3)	0.26360 (2)	0.264156 (18)	0.03273 (8)
I1	1.243129 (17)	0.239385 (16)	0.254284 (11)	0.04628 (7)
H1	1.304 (3)	0.454 (3)	0.388 (2)	0.056*
H3A	1.140 (3)	0.583 (3)	0.529 (2)	0.056*
H3B	1.290 (3)	0.643 (3)	0.535 (2)	0.056*

	U11	U22	U33	U12	U13	U23
C1	0.0453 (14)	0.0323 (12)	0.0416 (13)	0.0173 (11)	0.0158 (11)	0.0157 (10)
C2	0.0542 (16)	0.0495 (16)	0.0475 (15)	0.0279 (14)	0.0099 (13)	0.0100 (13)
C3	0.077 (2)	0.065 (2)	0.0428 (16)	0.0356 (18)	0.0025 (15)	0.0104 (14)
C4	0.099 (3)	0.0581 (19)	0.0399 (16)	0.0413 (19)	0.0238 (17)	0.0133 (14)
C5	0.081 (2)	0.0505 (17)	0.0540 (17)	0.0397 (16)	0.0368 (16)	0.0217 (14)
C6	0.0530 (15)	0.0426 (14)	0.0453 (14)	0.0258 (13)	0.0202 (12)	0.0184 (12)
C7	0.0381 (13)	0.0318 (12)	0.0475 (14)	0.0119 (11)	0.0078 (11)	0.0167 (11)
C8	0.0480 (16)	0.0408 (16)	0.095 (2)	0.0169 (13)	0.0287 (17)	0.0216 (16)
C9	0.0428 (17)	0.052 (2)	0.136 (4)	0.0129 (15)	0.027 (2)	0.035 (2)
C10	0.055 (2)	0.0445 (19)	0.093 (3)	−0.0013 (15)	−0.0123 (19)	0.0233 (19)
C11	0.095 (3)	0.0460 (19)	0.0530 (19)	0.0045 (18)	0.0016 (19)	0.0034 (15)
C12	0.068 (2)	0.0408 (16)	0.0518 (17)	0.0064 (14)	0.0162 (15)	0.0069 (13)
C13	0.0378 (13)	0.0306 (12)	0.0417 (13)	0.0153 (10)	0.0112 (10)	0.0059 (10)
C14	0.0414 (14)	0.0405 (14)	0.0468 (15)	0.0174 (12)	0.0136 (12)	0.0067 (12)
C15	0.0418 (15)	0.0529 (17)	0.0617 (18)	0.0217 (13)	0.0204 (13)	0.0019 (14)
C16	0.0450 (16)	0.0563 (18)	0.073 (2)	0.0301 (15)	0.0085 (15)	−0.0055 (16)
C17	0.0617 (19)	0.0519 (18)	0.071 (2)	0.0360 (16)	0.0111 (16)	0.0134 (15)
C18	0.0525 (16)	0.0418 (15)	0.0600 (17)	0.0255 (13)	0.0207 (14)	0.0167 (13)
C19	0.0371 (12)	0.0321 (12)	0.0308 (12)	0.0103 (10)	0.0050 (10)	0.0060 (10)
C20	0.0433 (16)	0.069 (2)	0.0416 (15)	0.0014 (14)	0.0107 (12)	−0.0001 (14)
C21	0.0442 (17)	0.085 (3)	0.0500 (18)	−0.0024 (16)	0.0006 (14)	−0.0140 (17)
C22	0.064 (2)	0.071 (2)	0.0333 (14)	0.0187 (17)	0.0003 (14)	−0.0025 (14)
C23	0.0654 (18)	0.0476 (16)	0.0367 (14)	0.0218 (14)	0.0157 (13)	0.0088 (12)
C24	0.0442 (14)	0.0317 (12)	0.0387 (13)	0.0120 (11)	0.0105 (11)	0.0066 (10)
C25	0.0365 (12)	0.0275 (12)	0.0487 (14)	0.0112 (10)	0.0176 (11)	0.0105 (10)
C26	0.0610 (18)	0.0609 (19)	0.0456 (16)	0.0255 (15)	0.0230 (14)	0.0098 (14)
C27	0.098 (3)	0.080 (3)	0.076 (2)	0.035 (2)	0.057 (2)	0.014 (2)
C28	0.094 (3)	0.074 (3)	0.147 (4)	0.048 (2)	0.086 (3)	0.027 (3)
C29	0.067 (2)	0.082 (3)	0.154 (4)	0.055 (2)	0.060 (3)	0.056 (3)
C30	0.0519 (17)	0.0611 (19)	0.078 (2)	0.0312 (15)	0.0245 (16)	0.0308 (17)
C31	0.0380 (12)	0.0302 (12)	0.0339 (12)	0.0143 (10)	0.0117 (10)	0.0094 (9)
C32	0.0561 (17)	0.0380 (15)	0.0565 (17)	0.0128 (13)	−0.0086 (14)	0.0119 (13)
C33	0.068 (2)	0.062 (2)	0.074 (2)	0.0213 (17)	−0.0143 (17)	0.0292 (18)
C34	0.072 (2)	0.064 (2)	0.076 (2)	0.0413 (18)	0.0230 (18)	0.0379 (18)
C35	0.079 (2)	0.0348 (15)	0.067 (2)	0.0246 (15)	0.0236 (17)	0.0146 (14)
C36	0.0530 (16)	0.0369 (14)	0.0439 (15)	0.0144 (12)	0.0090 (12)	0.0050 (11)
C37	0.0336 (12)	0.0422 (14)	0.0366 (13)	0.0154 (11)	0.0074 (10)	−0.0022 (11)
C38	0.0346 (13)	0.0481 (15)	0.0378 (13)	0.0128 (11)	0.0067 (10)	0.0030 (11)
C39	0.0486 (16)	0.062 (2)	0.065 (2)	0.0165 (15)	0.0251 (15)	−0.0037 (16)
C40	0.0389 (15)	0.059 (2)	0.070 (2)	0.0033 (14)	0.0133 (15)	−0.0095 (16)
N1	0.0322 (10)	0.0391 (12)	0.0392 (12)	0.0109 (9)	0.0082 (9)	−0.0073 (9)
N2	0.0338 (11)	0.0459 (13)	0.0429 (12)	0.0089 (10)	0.0072 (9)	−0.0067 (10)
N3	0.0371 (13)	0.0562 (16)	0.0702 (18)	0.0093 (12)	0.0176 (13)	−0.0246 (13)
P1	0.0333 (3)	0.0291 (3)	0.0381 (3)	0.0134 (2)	0.0130 (3)	0.0103 (2)
P2	0.0305 (3)	0.0283 (3)	0.0281 (3)	0.0090 (2)	0.0061 (2)	0.0057 (2)
S1	0.0330 (3)	0.0448 (4)	0.0415 (3)	0.0101 (3)	0.0127 (3)	−0.0064 (3)
Cu1	0.03092 (14)	0.02914 (15)	0.03466 (15)	0.01103 (12)	0.00811 (11)	0.00656 (12)
I1	0.03963 (10)	0.05671 (12)	0.04491 (11)	0.02808 (9)	0.01026 (7)	0.00238 (8)

C1—C2	1.389 (4)	C23—H23	0.9300
C1—C6	1.395 (4)	C24—H24	0.9300
C1—P1	1.828 (3)	C25—C26	1.380 (4)
C2—C3	1.387 (4)	C25—C30	1.385 (4)
C2—H2	0.9300	C25—P2	1.824 (2)
C3—C4	1.364 (5)	C26—C27	1.386 (4)
C3—H3	0.9300	C26—H26	0.9300
C4—C5	1.366 (5)	C27—C28	1.359 (6)
C4—H4	0.9300	C27—H27	0.9300
C5—C6	1.387 (4)	C28—C29	1.365 (6)
C5—H5	0.9300	C28—H28	0.9300
C6—H6	0.9300	C29—C30	1.382 (5)
C7—C12	1.383 (4)	C29—H29	0.9300
C7—C8	1.383 (4)	C30—H30	0.9300
C7—P1	1.831 (2)	C31—C32	1.370 (4)
C8—C9	1.382 (4)	C31—C36	1.384 (3)
C8—H8	0.9300	C31—P2	1.836 (2)
C9—C10	1.364 (6)	C32—C33	1.387 (4)
C9—H9	0.9300	C32—H32	0.9300
C10—C11	1.362 (5)	C33—C34	1.362 (5)
C10—H10	0.9300	C33—H33	0.9300
C11—C12	1.386 (4)	C34—C35	1.351 (4)
C11—H11	0.9300	C34—H34	0.9300
C12—H12	0.9300	C35—C36	1.382 (4)
C13—C14	1.388 (3)	C35—H35	0.9300
C13—C18	1.401 (4)	C36—H36	0.9300
C13—P1	1.819 (3)	C37—N3	1.323 (3)
C14—C15	1.384 (4)	C37—N1	1.334 (3)
C14—H14	0.9300	C37—S1	1.701 (3)
C15—C16	1.367 (4)	C38—N2	1.267 (3)
C15—H15	0.9300	C38—C39	1.484 (4)
C16—C17	1.377 (5)	C38—C40	1.490 (4)
C16—H16	0.9300	C39—H39A	0.9600
C17—C18	1.376 (4)	C39—H39B	0.9600
C17—H17	0.9300	C39—H39C	0.9600
C18—H18	0.9300	C40—H40A	0.9600
C19—C24	1.377 (3)	C40—H40B	0.9600
C19—C20	1.388 (4)	C40—H40C	0.9600
C19—P2	1.823 (2)	N1—N2	1.388 (3)
C20—C21	1.385 (4)	N1—H1	0.80 (3)
C20—H20	0.9300	N3—H3A	0.85 (3)
C21—C22	1.368 (4)	N3—H3B	0.83 (3)
C21—H21	0.9300	P1—Cu1	2.2910 (7)
C22—C23	1.362 (4)	P2—Cu1	2.2814 (6)
C22—H22	0.9300	S1—Cu1	2.3866 (7)
C23—C24	1.382 (4)	Cu1—I1	2.6369 (3)
C2—C1—C6	117.4 (2)	C25—C26—H26	119.8
C2—C1—P1	122.6 (2)	C27—C26—H26	119.8
C6—C1—P1	119.7 (2)	C28—C27—C26	120.5 (4)
C3—C2—C1	121.0 (3)	C28—C27—H27	119.7
C3—C2—H2	119.5	C26—C27—H27	119.7
C1—C2—H2	119.5	C27—C28—C29	119.8 (3)
C4—C3—C2	120.6 (3)	C27—C28—H28	120.1
C4—C3—H3	119.7	C29—C28—H28	120.1
C2—C3—H3	119.7	C28—C29—C30	120.4 (4)
C3—C4—C5	119.6 (3)	C28—C29—H29	119.8
C3—C4—H4	120.2	C30—C29—H29	119.8
C5—C4—H4	120.2	C29—C30—C25	120.5 (3)
C4—C5—C6	120.7 (3)	C29—C30—H30	119.8
C4—C5—H5	119.7	C25—C30—H30	119.8
C6—C5—H5	119.7	C32—C31—C36	118.3 (2)
C5—C6—C1	120.7 (3)	C32—C31—P2	117.90 (19)
C5—C6—H6	119.6	C36—C31—P2	123.84 (19)
C1—C6—H6	119.6	C31—C32—C33	120.7 (3)
C12—C7—C8	118.0 (3)	C31—C32—H32	119.7
C12—C7—P1	118.0 (2)	C33—C32—H32	119.7
C8—C7—P1	123.7 (2)	C34—C33—C32	120.3 (3)
C9—C8—C7	120.7 (3)	C34—C33—H33	119.9
C9—C8—H8	119.7	C32—C33—H33	119.9
C7—C8—H8	119.7	C35—C34—C33	119.7 (3)
C10—C9—C8	120.5 (3)	C35—C34—H34	120.1
C10—C9—H9	119.7	C33—C34—H34	120.1
C8—C9—H9	119.7	C34—C35—C36	120.8 (3)
C11—C10—C9	119.7 (3)	C34—C35—H35	119.6
C11—C10—H10	120.2	C36—C35—H35	119.6
C9—C10—H10	120.2	C35—C36—C31	120.3 (3)
C10—C11—C12	120.4 (4)	C35—C36—H36	119.8
C10—C11—H11	119.8	C31—C36—H36	119.8
C12—C11—H11	119.8	N3—C37—N1	116.9 (2)
C7—C12—C11	120.7 (3)	N3—C37—S1	121.4 (2)
C7—C12—H12	119.6	N1—C37—S1	121.72 (19)
C11—C12—H12	119.6	N2—C38—C39	126.6 (2)
C14—C13—C18	118.1 (2)	N2—C38—C40	116.9 (2)
C14—C13—P1	118.57 (19)	C39—C38—C40	116.5 (2)
C18—C13—P1	123.3 (2)	C38—C39—H39A	109.5
C15—C14—C13	121.2 (3)	C38—C39—H39B	109.5
C15—C14—H14	119.4	H39A—C39—H39B	109.5
C13—C14—H14	119.4	C38—C39—H39C	109.5
C16—C15—C14	119.6 (3)	H39A—C39—H39C	109.5
C16—C15—H15	120.2	H39B—C39—H39C	109.5
C14—C15—H15	120.2	C38—C40—H40A	109.5
C15—C16—C17	120.4 (3)	C38—C40—H40B	109.5
C15—C16—H16	119.8	H40A—C40—H40B	109.5
C17—C16—H16	119.8	C38—C40—H40C	109.5
C18—C17—C16	120.5 (3)	H40A—C40—H40C	109.5
C18—C17—H17	119.8	H40B—C40—H40C	109.5
C16—C17—H17	119.8	C37—N1—N2	117.7 (2)
C17—C18—C13	120.2 (3)	C37—N1—H1	117 (2)
C17—C18—H18	119.9	N2—N1—H1	125 (2)
C13—C18—H18	119.9	C38—N2—N1	118.6 (2)
C24—C19—C20	118.3 (2)	C37—N3—H3A	119 (2)
C24—C19—P2	116.79 (18)	C37—N3—H3B	118 (2)
C20—C19—P2	124.8 (2)	H3A—N3—H3B	123 (3)
C21—C20—C19	120.0 (3)	C13—P1—C1	103.89 (11)
C21—C20—H20	120.0	C13—P1—C7	102.85 (11)
C19—C20—H20	120.0	C1—P1—C7	106.61 (12)
C22—C21—C20	120.7 (3)	C13—P1—Cu1	115.50 (8)
C22—C21—H21	119.7	C1—P1—Cu1	115.50 (8)
C20—C21—H21	119.7	C7—P1—Cu1	111.31 (8)
C23—C22—C21	119.8 (3)	C19—P2—C25	105.23 (12)
C23—C22—H22	120.1	C19—P2—C31	103.20 (11)
C21—C22—H22	120.1	C25—P2—C31	102.33 (11)
C22—C23—C24	120.0 (3)	C19—P2—Cu1	115.17 (8)
C22—C23—H23	120.0	C25—P2—Cu1	114.47 (8)
C24—C23—H23	120.0	C31—P2—Cu1	114.92 (8)
C19—C24—C23	121.2 (2)	C37—S1—Cu1	113.83 (9)
C19—C24—H24	119.4	P2—Cu1—P1	120.68 (2)
C23—C24—H24	119.4	P2—Cu1—S1	104.67 (2)
C26—C25—C30	118.3 (3)	P1—Cu1—S1	109.32 (3)
C26—C25—P2	120.0 (2)	P2—Cu1—I1	106.92 (2)
C30—C25—P2	121.4 (2)	P1—Cu1—I1	104.358 (19)
C25—C26—C27	120.4 (3)	S1—Cu1—I1	110.821 (19)
C6—C1—C2—C3	−1.0 (4)	C18—C13—P1—C7	53.7 (2)
P1—C1—C2—C3	−173.9 (2)	C14—C13—P1—Cu1	−6.2 (2)
C1—C2—C3—C4	−0.9 (5)	C18—C13—P1—Cu1	175.13 (19)
C2—C3—C4—C5	1.5 (5)	C2—C1—P1—C13	−11.9 (2)
C3—C4—C5—C6	−0.1 (5)	C6—C1—P1—C13	175.3 (2)
C4—C5—C6—C1	−1.9 (4)	C2—C1—P1—C7	−120.1 (2)
C2—C1—C6—C5	2.4 (4)	C6—C1—P1—C7	67.1 (2)
P1—C1—C6—C5	175.5 (2)	C2—C1—P1—Cu1	115.6 (2)
C12—C7—C8—C9	1.3 (5)	C6—C1—P1—Cu1	−57.2 (2)
P1—C7—C8—C9	−171.6 (3)	C12—C7—P1—C13	48.9 (2)
C7—C8—C9—C10	−0.6 (5)	C8—C7—P1—C13	−138.1 (2)
C8—C9—C10—C11	−1.0 (6)	C12—C7—P1—C1	157.9 (2)
C9—C10—C11—C12	1.8 (6)	C8—C7—P1—C1	−29.1 (3)
C8—C7—C12—C11	−0.6 (5)	C12—C7—P1—Cu1	−75.3 (2)
P1—C7—C12—C11	172.8 (3)	C8—C7—P1—Cu1	97.6 (2)
C10—C11—C12—C7	−1.0 (5)	C24—C19—P2—C25	156.56 (19)
C18—C13—C14—C15	2.4 (4)	C20—C19—P2—C25	−26.9 (3)
P1—C13—C14—C15	−176.4 (2)	C24—C19—P2—C31	−96.5 (2)
C13—C14—C15—C16	−0.4 (4)	C20—C19—P2—C31	80.0 (3)
C14—C15—C16—C17	−1.0 (4)	C24—C19—P2—Cu1	29.5 (2)
C15—C16—C17—C18	0.5 (5)	C20—C19—P2—Cu1	−154.0 (2)
C16—C17—C18—C13	1.5 (5)	C26—C25—P2—C19	146.5 (2)
C14—C13—C18—C17	−2.9 (4)	C30—C25—P2—C19	−39.7 (2)
P1—C13—C18—C17	175.7 (2)	C26—C25—P2—C31	39.0 (2)
C24—C19—C20—C21	−0.4 (5)	C30—C25—P2—C31	−147.3 (2)
P2—C19—C20—C21	−176.8 (3)	C26—C25—P2—Cu1	−86.0 (2)
C19—C20—C21—C22	−0.1 (6)	C30—C25—P2—Cu1	87.8 (2)
C20—C21—C22—C23	1.0 (6)	C32—C31—P2—C19	153.3 (2)
C21—C22—C23—C24	−1.6 (5)	C36—C31—P2—C19	−26.8 (2)
C20—C19—C24—C23	−0.2 (4)	C32—C31—P2—C25	−97.5 (2)
P2—C19—C24—C23	176.6 (2)	C36—C31—P2—C25	82.4 (2)
C22—C23—C24—C19	1.1 (4)	C32—C31—P2—Cu1	27.1 (2)
C30—C25—C26—C27	1.0 (4)	C36—C31—P2—Cu1	−153.0 (2)
P2—C25—C26—C27	175.0 (3)	N3—C37—S1—Cu1	156.4 (2)
C25—C26—C27—C28	0.0 (6)	N1—C37—S1—Cu1	−26.1 (3)
C26—C27—C28—C29	−0.3 (6)	C19—P2—Cu1—P1	35.40 (10)
C27—C28—C29—C30	−0.6 (6)	C25—P2—Cu1—P1	−86.79 (10)
C28—C29—C30—C25	1.7 (6)	C31—P2—Cu1—P1	155.17 (8)
C26—C25—C30—C29	−1.9 (5)	C19—P2—Cu1—S1	158.97 (9)
P2—C25—C30—C29	−175.8 (3)	C25—P2—Cu1—S1	36.78 (10)
C36—C31—C32—C33	−1.5 (5)	C31—P2—Cu1—S1	−81.26 (9)
P2—C31—C32—C33	178.4 (3)	C19—P2—Cu1—I1	−83.40 (9)
C31—C32—C33—C34	1.4 (6)	C25—P2—Cu1—I1	154.41 (9)
C32—C33—C34—C35	−0.8 (6)	C31—P2—Cu1—I1	36.36 (9)
C33—C34—C35—C36	0.3 (5)	C13—P1—Cu1—P2	63.00 (9)
C34—C35—C36—C31	−0.4 (5)	C1—P1—Cu1—P2	−58.48 (10)
C32—C31—C36—C35	1.0 (4)	C7—P1—Cu1—P2	179.78 (10)
P2—C31—C36—C35	−178.9 (2)	C13—P1—Cu1—S1	−58.33 (9)
N3—C37—N1—N2	−3.0 (4)	C1—P1—Cu1—S1	−179.81 (9)
S1—C37—N1—N2	179.31 (19)	C7—P1—Cu1—S1	58.45 (10)
C39—C38—N2—N1	−0.5 (5)	C13—P1—Cu1—I1	−176.92 (9)
C40—C38—N2—N1	179.4 (3)	C1—P1—Cu1—I1	61.60 (9)
C37—N1—N2—C38	−176.9 (3)	C7—P1—Cu1—I1	−60.14 (10)
C14—C13—P1—C1	121.3 (2)	C37—S1—Cu1—P2	161.89 (10)
C18—C13—P1—C1	−57.3 (2)	C37—S1—Cu1—P1	−67.52 (11)
C14—C13—P1—C7	−127.7 (2)	C37—S1—Cu1—I1	46.97 (11)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···S1i	0.85 (3)	2.62 (3)	3.447 (3)	166 (3)
N1—H1···I1	0.80 (3)	2.93 (3)	3.723 (2)	173 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯S1i	0.85 (3)	2.62 (3)	3.447 (3)	166 (3)
N1—H1⋯I1	0.80 (3)	2.93 (3)	3.723 (2)	173 (3)

Symmetry code: (i) .