(C-meso-N-meso-5,12-Dimethyl-7,14-diphenyl-1,4,8,11-tetra-aza-cyclo-tetra-deca-4,11-diene)copper(II) bis-[O,O'-bis-(4-methyl-phen-yl)dithio-phosphate].

In the title compound, [Cu(C(24)H(32)N(4))](C(14)H(14)O(2)PS(2))(2), the Cu(II) atom lies on an inversion center and is chelated by the macrocyclic ligand in a distorted CuN(4) square-planar geometry. Two O,O'-bis-(4-methyl-phen-yl)dithio-phosphate anions occupy the axial positions with long Cu⋯S distances of 3.0090 (8) Å. Inter-molecular N-H⋯S and C-H⋯S hydrogen bonding is present between the anions and the cation.

Related literature

For bond-length data, see: Allen et al. (1987 ▶). For complexes of CuI and CuII with O,O′-dialkyl­dithio­phosphate (DPP) ligands, see: Drew et al. (1987 ▶); Liaw et al. (2005 ▶). For the ability of CuII to form high nuclearity clusters, see: Liu et al. (1995 ▶); Li et al. (2008 ▶). For related structures, see: Feng et al. (2009 ▶); Xie et al. (2009 ▶); He et al. (2010 ▶). For the synthesis, see: Curtis (2001 ▶).

Experimental

Crystal data

[Cu(C24H32N4)](C14H14O2PS2)2

M = 1058.76

Monoclinic,

a = 9.9467 (18) Å

b = 19.829 (3) Å

c = 13.550 (2) Å

β = 107.563 (2)°

V = 2548.0 (8) Å3

Z = 2

Mo Kα radiation

μ = 0.70 mm−1

T = 103 K

0.43 × 0.27 × 0.17 mm

Data collection

Rigaku SPIDER diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.750, T max = 0.890

19915 measured reflections

5836 independent reflections

4826 reflections with I > 2σ(I)

R int = 0.037

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.093

S = 1.00

5836 reflections

311 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.39 e Å−3

Δρmin = −0.29 e Å−3

Data collection: RAPID-AUTO (Rigaku, 2004 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXS97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810046672/xu5079sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810046672/xu5079Isup2.hkl

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

[Cu(C24H32N4)](C14H14O2PS2)2	F(000) = 1110
Mr = 1058.76	Dx = 1.380 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6736 reflections
a = 9.9467 (18) Å	θ = 3.0–27.5°
b = 19.829 (3) Å	µ = 0.70 mm−1
c = 13.550 (2) Å	T = 103 K
β = 107.563 (2)°	Block, violet
V = 2548.0 (8) Å3	0.43 × 0.27 × 0.17 mm
Z = 2

Rigaku SPIDER diffractometer	5836 independent reflections
Radiation source: Rotating Anode	4826 reflections with I > 2σ(I)
graphite	Rint = 0.037
ω scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −12→12
Tmin = 0.750, Tmax = 0.890	k = −18→25
19915 measured reflections	l = −15→17

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.093	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0451P)2 + 1.360P] where P = (Fo2 + 2Fc2)/3
5836 reflections	(Δ/σ)max = 0.001
311 parameters	Δρmax = 0.39 e Å−3
0 restraints	Δρmin = −0.29 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
Cu1	0.5000	0.5000	0.5000	0.01698 (10)
P1	0.73029 (5)	0.58172 (3)	0.33214 (4)	0.01667 (12)
S1	0.53338 (5)	0.59003 (3)	0.33017 (4)	0.02142 (12)
S2	0.87798 (5)	0.61491 (3)	0.45230 (4)	0.02187 (12)
O1	0.73913 (15)	0.61604 (7)	0.22511 (11)	0.0209 (3)
O2	0.77276 (15)	0.50382 (7)	0.31829 (11)	0.0196 (3)
N1	0.34219 (17)	0.44424 (8)	0.40943 (13)	0.0142 (3)
N2	0.35057 (17)	0.56801 (8)	0.49380 (13)	0.0153 (3)
C1	0.2328 (2)	0.49252 (10)	0.35271 (16)	0.0175 (4)
H1A	0.1433	0.4684	0.3200	0.021*
H1B	0.2628	0.5150	0.2976	0.021*
C2	0.2112 (2)	0.54459 (10)	0.42844 (16)	0.0181 (4)
H2A	0.1562	0.5831	0.3903	0.022*
H2B	0.1581	0.5244	0.4723	0.022*
C3	0.3657 (2)	0.62765 (10)	0.53057 (16)	0.0168 (4)
C4	0.5066 (2)	0.65355 (10)	0.59550 (18)	0.0215 (4)
H4A	0.4890	0.6873	0.6440	0.026*
H4B	0.5497	0.6779	0.5489	0.026*
C5	0.6161 (2)	0.60396 (10)	0.65898 (15)	0.0166 (4)
H5	0.5719	0.5778	0.7042	0.020*
C6	0.2489 (2)	0.67873 (10)	0.50813 (17)	0.0212 (4)
H6A	0.2389	0.7000	0.4410	0.025*
H6B	0.2712	0.7133	0.5624	0.025*
H6C	0.1604	0.6563	0.5064	0.025*
C7	0.7405 (2)	0.64289 (10)	0.72869 (15)	0.0172 (4)
C8	0.8229 (2)	0.68434 (10)	0.68628 (16)	0.0196 (4)
H8	0.8024	0.6874	0.6133	0.024*
C9	0.9344 (2)	0.72098 (11)	0.75002 (17)	0.0235 (5)
H9	0.9897	0.7489	0.7205	0.028*
C10	0.9650 (2)	0.71691 (11)	0.85647 (18)	0.0274 (5)
H10	1.0407	0.7423	0.9001	0.033*
C11	0.8852 (2)	0.67582 (12)	0.89898 (17)	0.0276 (5)
H11	0.9065	0.6727	0.9720	0.033*
C12	0.7739 (2)	0.63893 (11)	0.83531 (16)	0.0229 (5)
H12	0.7199	0.6106	0.8654	0.027*
C13	0.8664 (2)	0.61490 (11)	0.20000 (16)	0.0200 (4)
C14	0.8967 (2)	0.56077 (12)	0.14644 (16)	0.0244 (5)
H14	0.8345	0.5233	0.1297	0.029*
C15	1.0187 (2)	0.56155 (13)	0.11728 (17)	0.0275 (5)
H15	1.0403	0.5238	0.0816	0.033*
C16	1.1103 (2)	0.61635 (12)	0.13915 (16)	0.0262 (5)
C17	1.0790 (2)	0.66962 (12)	0.19497 (17)	0.0255 (5)
H17	1.1417	0.7069	0.2127	0.031*
C18	0.9572 (2)	0.66934 (11)	0.22540 (17)	0.0222 (4)
H18	0.9367	0.7062	0.2633	0.027*
C19	1.2364 (3)	0.61845 (15)	0.0991 (2)	0.0380 (6)
H19A	1.2087	0.6383	0.0297	0.046*
H19B	1.2714	0.5725	0.0961	0.046*
H19C	1.3109	0.6459	0.1456	0.046*
C20	0.7003 (2)	0.45865 (10)	0.24260 (16)	0.0190 (4)
C21	0.5841 (2)	0.47540 (11)	0.15902 (16)	0.0211 (4)
H21	0.5468	0.5199	0.1518	0.025*
C22	0.5235 (2)	0.42619 (11)	0.08651 (17)	0.0228 (5)
H22	0.4445	0.4377	0.0293	0.027*
C23	0.5747 (2)	0.36063 (11)	0.09503 (18)	0.0251 (5)
C24	0.6912 (2)	0.34575 (11)	0.17858 (19)	0.0277 (5)
H24	0.7287	0.3013	0.1858	0.033*
C25	0.7547 (2)	0.39399 (11)	0.25185 (18)	0.0233 (5)
H25	0.8350	0.3827	0.3081	0.028*
C26	0.5040 (3)	0.30853 (13)	0.0151 (2)	0.0374 (6)
H26A	0.5641	0.2684	0.0240	0.045*
H26B	0.4892	0.3272	−0.0543	0.045*
H26C	0.4129	0.2961	0.0238	0.045*
H1N	0.313 (2)	0.4242 (11)	0.4505 (17)	0.010 (5)*

	U11	U22	U33	U12	U13	U23
Cu1	0.00918 (16)	0.01796 (18)	0.02017 (18)	0.00287 (13)	−0.00105 (13)	−0.00585 (14)
P1	0.0135 (2)	0.0205 (3)	0.0162 (2)	−0.00016 (19)	0.0050 (2)	0.0009 (2)
S1	0.0133 (2)	0.0297 (3)	0.0214 (3)	0.0016 (2)	0.0055 (2)	0.0021 (2)
S2	0.0159 (2)	0.0296 (3)	0.0201 (3)	−0.0048 (2)	0.0055 (2)	−0.0039 (2)
O1	0.0156 (7)	0.0284 (8)	0.0194 (7)	0.0006 (6)	0.0062 (6)	0.0053 (6)
O2	0.0194 (7)	0.0201 (7)	0.0179 (7)	0.0027 (6)	0.0034 (6)	−0.0002 (6)
N1	0.0111 (8)	0.0157 (9)	0.0154 (8)	0.0015 (6)	0.0033 (7)	0.0002 (7)
N2	0.0107 (8)	0.0172 (8)	0.0166 (8)	0.0004 (6)	0.0023 (6)	−0.0003 (7)
C1	0.0119 (9)	0.0186 (10)	0.0186 (10)	0.0001 (7)	−0.0003 (8)	−0.0010 (8)
C2	0.0095 (9)	0.0168 (10)	0.0256 (11)	0.0004 (7)	0.0018 (8)	−0.0012 (8)
C3	0.0131 (9)	0.0191 (10)	0.0188 (10)	0.0015 (7)	0.0058 (8)	0.0009 (8)
C4	0.0140 (9)	0.0177 (10)	0.0305 (12)	0.0017 (8)	0.0031 (9)	−0.0067 (9)
C5	0.0127 (9)	0.0196 (10)	0.0178 (10)	−0.0006 (7)	0.0050 (8)	−0.0028 (8)
C6	0.0147 (10)	0.0168 (10)	0.0297 (11)	0.0043 (8)	0.0032 (9)	−0.0003 (8)
C7	0.0136 (9)	0.0188 (10)	0.0169 (10)	0.0016 (7)	0.0012 (8)	−0.0044 (8)
C8	0.0181 (10)	0.0223 (11)	0.0176 (10)	0.0001 (8)	0.0039 (8)	−0.0036 (8)
C9	0.0175 (10)	0.0226 (11)	0.0289 (12)	−0.0023 (8)	0.0050 (9)	−0.0048 (9)
C10	0.0191 (11)	0.0296 (12)	0.0270 (12)	−0.0016 (9)	−0.0030 (9)	−0.0123 (10)
C11	0.0260 (12)	0.0355 (13)	0.0166 (10)	0.0042 (10)	−0.0004 (9)	−0.0054 (9)
C12	0.0219 (11)	0.0277 (12)	0.0183 (10)	0.0014 (9)	0.0051 (9)	0.0000 (9)
C13	0.0154 (10)	0.0290 (12)	0.0162 (10)	0.0004 (8)	0.0059 (8)	0.0057 (8)
C14	0.0240 (11)	0.0312 (12)	0.0194 (11)	−0.0051 (9)	0.0085 (9)	−0.0012 (9)
C15	0.0248 (11)	0.0410 (14)	0.0185 (11)	0.0018 (10)	0.0094 (9)	−0.0002 (10)
C16	0.0170 (10)	0.0449 (14)	0.0154 (10)	0.0006 (9)	0.0030 (8)	0.0102 (10)
C17	0.0203 (11)	0.0318 (12)	0.0221 (11)	−0.0050 (9)	0.0031 (9)	0.0102 (9)
C18	0.0223 (11)	0.0228 (11)	0.0210 (11)	0.0010 (8)	0.0058 (9)	0.0053 (8)
C19	0.0198 (11)	0.0663 (19)	0.0288 (13)	−0.0008 (12)	0.0086 (10)	0.0091 (12)
C20	0.0202 (10)	0.0223 (11)	0.0172 (10)	−0.0033 (8)	0.0094 (8)	−0.0001 (8)
C21	0.0237 (11)	0.0220 (11)	0.0184 (10)	−0.0011 (8)	0.0077 (9)	0.0030 (8)
C22	0.0236 (11)	0.0260 (12)	0.0204 (10)	−0.0077 (9)	0.0093 (9)	0.0008 (9)
C23	0.0280 (12)	0.0274 (12)	0.0268 (12)	−0.0104 (9)	0.0184 (10)	−0.0044 (9)
C24	0.0295 (12)	0.0208 (11)	0.0379 (13)	−0.0010 (9)	0.0178 (11)	0.0008 (10)
C25	0.0217 (10)	0.0225 (11)	0.0277 (11)	0.0013 (8)	0.0104 (9)	0.0039 (9)
C26	0.0385 (14)	0.0340 (14)	0.0445 (16)	−0.0150 (11)	0.0198 (13)	−0.0120 (12)

Cu1—N2	1.9899 (16)	C9—C10	1.384 (3)
Cu1—N2i	1.9900 (16)	C9—H9	0.9500
Cu1—N1i	2.0074 (16)	C10—C11	1.379 (3)
Cu1—N1	2.0074 (16)	C10—H10	0.9500
Cu1—S1	3.0090 (7)	C11—C12	1.389 (3)
P1—O2	1.6272 (15)	C11—H11	0.9500
P1—O1	1.6283 (15)	C12—H12	0.9500
P1—S2	1.9489 (8)	C13—C14	1.379 (3)
P1—S1	1.9577 (8)	C13—C18	1.383 (3)
O1—C13	1.407 (2)	C14—C15	1.385 (3)
O2—C20	1.388 (2)	C14—H14	0.9500
N1—C5i	1.475 (2)	C15—C16	1.391 (3)
N1—C1	1.479 (2)	C15—H15	0.9500
N1—H1N	0.81 (2)	C16—C17	1.388 (3)
N2—C3	1.274 (3)	C16—C19	1.510 (3)
N2—C2	1.477 (2)	C17—C18	1.392 (3)
C1—C2	1.516 (3)	C17—H17	0.9500
C1—H1A	0.9900	C18—H18	0.9500
C1—H1B	0.9900	C19—H19A	0.9800
C2—H2A	0.9900	C19—H19B	0.9800
C2—H2B	0.9900	C19—H19C	0.9800
C3—C6	1.502 (3)	C20—C25	1.383 (3)
C3—C4	1.503 (3)	C20—C21	1.393 (3)
C4—C5	1.526 (3)	C21—C22	1.387 (3)
C4—H4A	0.9900	C21—H21	0.9500
C4—H4B	0.9900	C22—C23	1.388 (3)
C5—N1i	1.475 (2)	C22—H22	0.9500
C5—C7	1.521 (3)	C23—C24	1.386 (3)
C5—H5	1.0000	C23—C26	1.508 (3)
C6—H6A	0.9800	C24—C25	1.386 (3)
C6—H6B	0.9800	C24—H24	0.9500
C6—H6C	0.9800	C25—H25	0.9500
C7—C12	1.383 (3)	C26—H26A	0.9800
C7—C8	1.401 (3)	C26—H26B	0.9800
C8—C9	1.387 (3)	C26—H26C	0.9800
C8—H8	0.9500
N2—Cu1—N2i	179.999 (1)	C9—C8—C7	120.6 (2)
N2—Cu1—N1i	95.10 (7)	C9—C8—H8	119.7
N2i—Cu1—N1i	84.90 (7)	C7—C8—H8	119.7
N2—Cu1—N1	84.91 (7)	C10—C9—C8	120.1 (2)
N2i—Cu1—N1	95.10 (7)	C10—C9—H9	120.0
N1i—Cu1—N1	180.00 (9)	C8—C9—H9	120.0
N2—Cu1—S1	79.57 (5)	C11—C10—C9	119.8 (2)
N2i—Cu1—S1	100.43 (5)	C11—C10—H10	120.1
N1i—Cu1—S1	83.94 (5)	C9—C10—H10	120.1
N1—Cu1—S1	96.06 (5)	C10—C11—C12	120.2 (2)
O2—P1—O1	102.03 (8)	C10—C11—H11	119.9
O2—P1—S2	105.09 (6)	C12—C11—H11	119.9
O1—P1—S2	111.92 (6)	C7—C12—C11	120.9 (2)
O2—P1—S1	111.82 (6)	C7—C12—H12	119.5
O1—P1—S1	105.98 (6)	C11—C12—H12	119.5
S2—P1—S1	118.81 (4)	C14—C13—C18	120.6 (2)
P1—S1—Cu1	106.29 (3)	C14—C13—O1	119.69 (19)
C13—O1—P1	120.20 (12)	C18—C13—O1	119.67 (19)
C20—O2—P1	127.06 (13)	C13—C14—C15	119.4 (2)
C5i—N1—C1	113.27 (16)	C13—C14—H14	120.3
C5i—N1—Cu1	115.14 (12)	C15—C14—H14	120.3
C1—N1—Cu1	106.15 (12)	C14—C15—C16	121.5 (2)
C5i—N1—H1N	110.0 (15)	C14—C15—H15	119.3
C1—N1—H1N	108.3 (15)	C16—C15—H15	119.3
Cu1—N1—H1N	103.3 (15)	C17—C16—C15	118.1 (2)
C3—N2—C2	120.32 (16)	C17—C16—C19	121.5 (2)
C3—N2—Cu1	127.88 (14)	C15—C16—C19	120.4 (2)
C2—N2—Cu1	111.48 (12)	C16—C17—C18	121.1 (2)
N1—C1—C2	108.76 (16)	C16—C17—H17	119.5
N1—C1—H1A	109.9	C18—C17—H17	119.5
C2—C1—H1A	109.9	C13—C18—C17	119.4 (2)
N1—C1—H1B	109.9	C13—C18—H18	120.3
C2—C1—H1B	109.9	C17—C18—H18	120.3
H1A—C1—H1B	108.3	C16—C19—H19A	109.5
N2—C2—C1	108.72 (15)	C16—C19—H19B	109.5
N2—C2—H2A	109.9	H19A—C19—H19B	109.5
C1—C2—H2A	109.9	C16—C19—H19C	109.5
N2—C2—H2B	109.9	H19A—C19—H19C	109.5
C1—C2—H2B	109.9	H19B—C19—H19C	109.5
H2A—C2—H2B	108.3	C25—C20—O2	115.45 (19)
N2—C3—C6	123.65 (18)	C25—C20—C21	120.1 (2)
N2—C3—C4	121.68 (18)	O2—C20—C21	124.44 (19)
C6—C3—C4	114.57 (17)	C22—C21—C20	119.0 (2)
C3—C4—C5	119.40 (17)	C22—C21—H21	120.5
C3—C4—H4A	107.5	C20—C21—H21	120.5
C5—C4—H4A	107.5	C21—C22—C23	122.0 (2)
C3—C4—H4B	107.5	C21—C22—H22	119.0
C5—C4—H4B	107.5	C23—C22—H22	119.0
H4A—C4—H4B	107.0	C24—C23—C22	117.6 (2)
N1i—C5—C7	112.89 (16)	C24—C23—C26	122.3 (2)
N1i—C5—C4	110.59 (16)	C22—C23—C26	120.1 (2)
C7—C5—C4	109.37 (16)	C25—C24—C23	121.7 (2)
N1i—C5—H5	107.9	C25—C24—H24	119.1
C7—C5—H5	107.9	C23—C24—H24	119.1
C4—C5—H5	107.9	C20—C25—C24	119.6 (2)
C3—C6—H6A	109.5	C20—C25—H25	120.2
C3—C6—H6B	109.5	C24—C25—H25	120.2
H6A—C6—H6B	109.5	C23—C26—H26A	109.5
C3—C6—H6C	109.5	C23—C26—H26B	109.5
H6A—C6—H6C	109.5	H26A—C26—H26B	109.5
H6B—C6—H6C	109.5	C23—C26—H26C	109.5
C12—C7—C8	118.42 (19)	H26A—C26—H26C	109.5
C12—C7—C5	120.90 (19)	H26B—C26—H26C	109.5
C8—C7—C5	120.67 (18)
O2—P1—S1—Cu1	56.88 (6)	C3—C4—C5—C7	−172.28 (18)
O1—P1—S1—Cu1	167.26 (6)	N1i—C5—C7—C12	−120.0 (2)
S2—P1—S1—Cu1	−65.82 (4)	C4—C5—C7—C12	116.4 (2)
N2—Cu1—S1—P1	152.82 (5)	N1i—C5—C7—C8	60.8 (2)
N2i—Cu1—S1—P1	−27.17 (5)	C4—C5—C7—C8	−62.8 (2)
N1i—Cu1—S1—P1	56.49 (5)	C12—C7—C8—C9	−0.7 (3)
N1—Cu1—S1—P1	−123.51 (5)	C5—C7—C8—C9	178.54 (18)
O2—P1—O1—C13	−59.27 (16)	C7—C8—C9—C10	−0.1 (3)
S2—P1—O1—C13	52.61 (16)	C8—C9—C10—C11	0.6 (3)
S1—P1—O1—C13	−176.42 (13)	C9—C10—C11—C12	−0.4 (3)
O1—P1—O2—C20	−62.66 (17)	C8—C7—C12—C11	0.8 (3)
S2—P1—O2—C20	−179.58 (14)	C5—C7—C12—C11	−178.35 (19)
S1—P1—O2—C20	50.21 (17)	C10—C11—C12—C7	−0.3 (3)
N2—Cu1—N1—C5i	152.28 (14)	P1—O1—C13—C14	88.0 (2)
N2i—Cu1—N1—C5i	−27.72 (14)	P1—O1—C13—C18	−94.8 (2)
S1—Cu1—N1—C5i	73.36 (13)	C18—C13—C14—C15	−0.6 (3)
N2—Cu1—N1—C1	26.10 (13)	O1—C13—C14—C15	176.68 (19)
N2i—Cu1—N1—C1	−153.90 (13)	C13—C14—C15—C16	−1.2 (3)
S1—Cu1—N1—C1	−52.82 (12)	C14—C15—C16—C17	2.5 (3)
N1i—Cu1—N2—C3	5.34 (18)	C14—C15—C16—C19	−175.1 (2)
N1—Cu1—N2—C3	−174.66 (18)	C15—C16—C17—C18	−2.0 (3)
S1—Cu1—N2—C3	−77.53 (17)	C19—C16—C17—C18	175.5 (2)
N1i—Cu1—N2—C2	178.79 (13)	C14—C13—C18—C17	1.0 (3)
N1—Cu1—N2—C2	−1.21 (13)	O1—C13—C18—C17	−176.24 (18)
S1—Cu1—N2—C2	95.92 (13)	C16—C17—C18—C13	0.3 (3)
C5i—N1—C1—C2	−173.11 (16)	P1—O2—C20—C25	−176.35 (14)
Cu1—N1—C1—C2	−45.81 (17)	P1—O2—C20—C21	6.4 (3)
C3—N2—C2—C1	150.36 (18)	C25—C20—C21—C22	0.7 (3)
Cu1—N2—C2—C1	−23.66 (19)	O2—C20—C21—C22	177.87 (18)
N1—C1—C2—N2	46.1 (2)	C20—C21—C22—C23	0.4 (3)
C2—N2—C3—C6	−2.5 (3)	C21—C22—C23—C24	−1.0 (3)
Cu1—N2—C3—C6	170.41 (15)	C21—C22—C23—C26	179.1 (2)
C2—N2—C3—C4	−178.72 (18)	C22—C23—C24—C25	0.5 (3)
Cu1—N2—C3—C4	−5.8 (3)	C26—C23—C24—C25	−179.6 (2)
N2—C3—C4—C5	−27.8 (3)	O2—C20—C25—C24	−178.60 (19)
C6—C3—C4—C5	155.67 (19)	C21—C20—C25—C24	−1.2 (3)
C3—C4—C5—N1i	62.8 (2)	C23—C24—C25—C20	0.6 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···S2i	0.81 (2)	2.73 (2)	3.4868 (19)	157
C6—H6C···S2ii	0.98	2.80	3.755 (2)	164

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1N⋯S2i	0.81 (2)	2.73 (2)	3.4868 (19)	157
C6—H6C⋯S2ii	0.98	2.80	3.755 (2)	164

Symmetry codes: (i) ; (ii) .