Crystal structure of chlorido­[1-(4-nitro­phen­yl)thio­urea-κS]bis­(tri­phenyl­phosphane-κP)copper(I)

The mononuclear title complex contains a chloride, a 1-(4-nitro­phen­yl)thio­urea and two tri­phenyl­phosphane ligands, leading to a tetra­hedrally arranged ClP₂S coordination set. N—H...Cl and C—H...O hydrogen bonds connect the mol­ecules into a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.035
• wR factor = 0.095
• Data-to-parameter ratio = 21.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for    S1     --  C38     ..        5.1 s.u.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H30    ..  O2      ..       2.70 Ang.
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         17 Report

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          5 Note
PLAT143_ALERT_4_G s.u. on c - Axis Small or Missing ..............    0.00010 Ang.
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          1 Report
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1    --  Cl1     ..        5.5 s.u.
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          3 Note
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       1285 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          2 Note
PLAT951_ALERT_5_G Calculated (ThMax) and CIF-Reported Kmax Differ           3 Units
PLAT952_ALERT_5_G Calculated (ThMax) and CIF-Reported Lmax Differ           2 Units
PLAT957_ALERT_1_G Calculated (ThMax) and Actual (FCF) Kmax Differ           3 Units
PLAT958_ALERT_1_G Calculated (ThMax) and Actual (FCF) Lmax Differ           2 Units
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
  13 ALERT level G = General information/check it is not something unexpected

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

---

Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: HKL-3000 (Otwinowski & Minor, 1997); data reduction: HKL-3000 (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015) and SHELXLE (Hübschle et al., 2011); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Chlorido[1-(4-nitrophenyl)thiourea-κS]bis(triphenylphosphane-κP)copper(I)

Crystal data

[CuCl(C7H7N3O2S)(C18H15P)2]	F(000) = 1696
Mr = 820.74	Dx = 1.424 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 11.6986 (1) Å	Cell parameters from 37561 reflections
b = 28.7847 (4) Å	θ = 1.9–30.8°
c = 11.8471 (1) Å	µ = 0.82 mm^−1
β = 106.3394 (9)°	T = 100 K
V = 3828.28 (7) Å^3	Plate, yellow
Z = 4	0.45 × 0.32 × 0.20 mm

Data collection

Nonius KappaCCD diffractometer	10435 independent reflections
Radiation source: fine focus X-ray tube	8243 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
ω and φ scans	θmax = 30.8°, θmin = 1.9°
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	h = −15→16
Tmin = 0.746, Tmax = 0.853	k = −31→38
37561 measured reflections	l = −15→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.035	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.0511P)^2 + 0.4104P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.002
10435 reflections	Δρmax = 0.53 e Å^−3
488 parameters	Δρmin = −0.70 e Å^−3
3 restraints	Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0016 (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	0.28282 (2)	0.15638 (2)	0.54942 (2)	0.01735 (6)
O1	−0.17866 (13)	0.01265 (5)	0.98751 (12)	0.0385 (3)
N1	−0.18661 (13)	0.05452 (6)	1.00307 (13)	0.0286 (3)
S1	0.14096 (4)	0.14121 (2)	0.65448 (3)	0.01970 (9)
Cl1	0.27367 (4)	0.23943 (2)	0.52868 (3)	0.02252 (9)
P1	0.46802 (4)	0.13469 (2)	0.65603 (3)	0.01731 (9)
C1	0.58276 (14)	0.13035 (6)	0.57889 (14)	0.0193 (3)
P2	0.17975 (4)	0.13535 (2)	0.36507 (3)	0.01688 (9)
N2	0.26531 (13)	0.20750 (5)	0.78940 (12)	0.0226 (3)
H2A	0.2850 (17)	0.2247 (6)	0.8536 (14)	0.027*
H2B	0.2894 (17)	0.2142 (7)	0.7271 (15)	0.027*
O2	−0.25332 (12)	0.07159 (5)	1.05564 (12)	0.0357 (3)
C2	0.70247 (15)	0.14023 (6)	0.63207 (15)	0.0242 (3)
H2	0.7269	0.1515	0.7106	0.029*
C3	0.78635 (16)	0.13360 (6)	0.57006 (17)	0.0284 (4)
H3	0.8678	0.1406	0.6062	0.034*
N3	0.12426 (13)	0.17546 (5)	0.86177 (12)	0.0205 (3)
H3A	0.1444 (17)	0.1990 (6)	0.9099 (15)	0.025*
C4	0.63253 (17)	0.10666 (7)	0.40297 (16)	0.0305 (4)
H4	0.6086	0.0949	0.3249	0.037*
C6	0.75117 (17)	0.11684 (6)	0.45616 (16)	0.0298 (4)
H6	0.8086	0.1123	0.4142	0.036*
C7	0.25157 (14)	0.13084 (5)	0.24718 (13)	0.0185 (3)
C8	0.22295 (15)	0.09615 (6)	0.16151 (14)	0.0220 (3)
H8	0.1626	0.0741	0.1620	0.026*
C9	0.28264 (15)	0.09374 (6)	0.07539 (15)	0.0256 (4)
H9	0.2639	0.0697	0.0181	0.031*
C10	0.36928 (15)	0.12618 (6)	0.07284 (14)	0.0244 (3)
H10	0.4096	0.1245	0.0137	0.029*
C11	0.39707 (15)	0.16098 (6)	0.15629 (15)	0.0244 (4)
H11	0.4555	0.1835	0.1536	0.029*
C12	0.33950 (15)	0.16309 (6)	0.24439 (14)	0.0216 (3)
H12	0.3603	0.1866	0.3028	0.026*
C13	0.05888 (14)	0.17673 (5)	0.30754 (13)	0.0190 (3)
C14	−0.02848 (15)	0.18109 (6)	0.36695 (14)	0.0252 (4)
H14	−0.0266	0.1612	0.4315	0.030*
C15	−0.11740 (16)	0.21401 (7)	0.33257 (16)	0.0301 (4)
H15	−0.1775	0.2161	0.3721	0.036*
C16	−0.11927 (16)	0.24407 (6)	0.24056 (15)	0.0292 (4)
H16	−0.1803	0.2668	0.2173	0.035*
C17	−0.03195 (16)	0.24083 (6)	0.18273 (15)	0.0272 (4)
H17	−0.0324	0.2616	0.1203	0.033*
C18	0.05679 (15)	0.20707 (6)	0.21616 (14)	0.0221 (3)
H18	0.1163	0.2049	0.1759	0.027*
C19	0.10921 (15)	0.07869 (6)	0.36250 (14)	0.0219 (3)
C20	0.18067 (18)	0.04382 (6)	0.42833 (16)	0.0298 (4)
H20	0.2598	0.0508	0.4730	0.036*
C21	0.1372 (2)	−0.00109 (7)	0.42928 (18)	0.0397 (5)
H21	0.1869	−0.0248	0.4727	0.048*
C22	0.0206 (2)	−0.01094 (7)	0.36626 (17)	0.0409 (5)
H22	−0.0099	−0.0415	0.3677	0.049*
C23	−0.05114 (19)	0.02317 (7)	0.30175 (16)	0.0366 (5)
H23	−0.1309	0.0161	0.2591	0.044*
C24	−0.00719 (16)	0.06825 (7)	0.29855 (15)	0.0273 (4)
H24	−0.0566	0.0916	0.2529	0.033*
C25	0.53685 (14)	0.17298 (6)	0.78059 (13)	0.0189 (3)
C26	0.54102 (14)	0.22062 (6)	0.75712 (15)	0.0228 (3)
H26	0.5135	0.2316	0.6785	0.027*
C27	0.58508 (15)	0.25178 (6)	0.84823 (16)	0.0272 (4)
H27	0.5884	0.2840	0.8317	0.033*
C28	0.62437 (15)	0.23607 (7)	0.96356 (16)	0.0291 (4)
H28	0.6532	0.2575	1.0261	0.035*
C29	0.62144 (16)	0.18898 (7)	0.98716 (15)	0.0283 (4)
H29	0.6489	0.1782	1.0660	0.034*
C30	0.57845 (15)	0.15744 (6)	0.89593 (14)	0.0229 (3)
H30	0.5776	0.1252	0.9126	0.027*
C31	0.47481 (14)	0.07718 (6)	0.72334 (13)	0.0202 (3)
C32	0.39244 (15)	0.06663 (6)	0.78530 (14)	0.0236 (3)
H32	0.3346	0.0891	0.7906	0.028*
C33	0.39449 (16)	0.02369 (6)	0.83911 (14)	0.0264 (4)
H33	0.3390	0.0171	0.8821	0.032*
C34	0.47685 (18)	−0.00944 (7)	0.83038 (16)	0.0333 (4)
H34	0.4779	−0.0389	0.8669	0.040*
C35	0.5581 (2)	0.00040 (7)	0.76808 (19)	0.0397 (5)
H35	0.6145	−0.0224	0.7616	0.048*
C36	0.55731 (18)	0.04345 (7)	0.71507 (17)	0.0316 (4)
H36	0.6135	0.0499	0.6728	0.038*
C38	0.17955 (14)	0.17619 (6)	0.77521 (13)	0.0191 (3)
C40	0.04170 (14)	0.14409 (6)	0.88460 (13)	0.0195 (3)
C41	−0.03251 (15)	0.16167 (6)	0.94837 (14)	0.0225 (3)
H41	−0.0313	0.1939	0.9654	0.027*
C42	−0.10781 (15)	0.13253 (6)	0.98702 (14)	0.0244 (4)
H42	−0.1569	0.1443	1.0321	0.029*
C43	−0.11000 (15)	0.08595 (6)	0.95871 (14)	0.0237 (3)
C44	−0.03983 (16)	0.06778 (6)	0.89303 (15)	0.0257 (4)
H44	−0.0438	0.0357	0.8736	0.031*
C45	0.03635 (16)	0.09711 (6)	0.85594 (14)	0.0245 (3)
H45	0.0851	0.0851	0.8108	0.029*
C5	0.54875 (15)	0.11370 (6)	0.46403 (15)	0.0261 (4)
H5	0.4672	0.1071	0.4270	0.031*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01643 (11)	0.01770 (11)	0.01733 (10)	0.00078 (7)	0.00379 (7)	−0.00070 (7)
O1	0.0449 (9)	0.0264 (8)	0.0473 (8)	−0.0121 (6)	0.0183 (7)	0.0012 (6)
N1	0.0257 (8)	0.0294 (9)	0.0295 (8)	−0.0044 (6)	0.0058 (6)	0.0061 (6)
S1	0.0188 (2)	0.0219 (2)	0.01894 (18)	−0.00284 (15)	0.00621 (14)	−0.00332 (14)
Cl1	0.0282 (2)	0.01691 (19)	0.02100 (18)	0.00003 (15)	0.00450 (15)	0.00155 (14)
P1	0.0162 (2)	0.0165 (2)	0.01874 (19)	0.00010 (15)	0.00413 (15)	0.00061 (14)
C1	0.0185 (8)	0.0165 (8)	0.0230 (8)	0.0021 (6)	0.0059 (6)	0.0031 (6)
P2	0.0168 (2)	0.0162 (2)	0.01734 (19)	−0.00007 (15)	0.00429 (14)	−0.00065 (14)
N2	0.0227 (7)	0.0255 (8)	0.0204 (7)	−0.0064 (6)	0.0075 (6)	−0.0053 (6)
O2	0.0300 (7)	0.0390 (8)	0.0435 (8)	−0.0004 (6)	0.0192 (6)	0.0092 (6)
C2	0.0221 (9)	0.0226 (9)	0.0285 (8)	−0.0008 (7)	0.0082 (7)	−0.0006 (7)
C3	0.0198 (9)	0.0265 (10)	0.0406 (10)	−0.0020 (7)	0.0114 (7)	0.0005 (7)
N3	0.0241 (7)	0.0187 (7)	0.0205 (6)	−0.0042 (6)	0.0092 (5)	−0.0037 (5)
C4	0.0322 (10)	0.0332 (10)	0.0278 (9)	0.0032 (8)	0.0110 (7)	−0.0021 (7)
C6	0.0296 (10)	0.0261 (9)	0.0395 (10)	0.0042 (8)	0.0191 (8)	0.0035 (8)
C7	0.0177 (8)	0.0185 (8)	0.0189 (7)	0.0037 (6)	0.0044 (6)	0.0020 (6)
C8	0.0216 (8)	0.0207 (8)	0.0236 (8)	−0.0011 (6)	0.0062 (6)	−0.0013 (6)
C9	0.0275 (9)	0.0255 (9)	0.0245 (8)	0.0007 (7)	0.0086 (7)	−0.0041 (7)
C10	0.0257 (9)	0.0262 (9)	0.0238 (8)	0.0059 (7)	0.0113 (7)	0.0031 (6)
C11	0.0245 (9)	0.0200 (9)	0.0310 (9)	−0.0005 (7)	0.0119 (7)	0.0026 (6)
C12	0.0219 (8)	0.0184 (8)	0.0248 (8)	−0.0002 (6)	0.0069 (6)	−0.0016 (6)
C13	0.0173 (8)	0.0170 (8)	0.0202 (7)	−0.0005 (6)	0.0010 (6)	−0.0032 (6)
C14	0.0198 (8)	0.0304 (10)	0.0257 (8)	0.0027 (7)	0.0066 (6)	0.0010 (7)
C15	0.0203 (9)	0.0369 (11)	0.0318 (9)	0.0054 (8)	0.0051 (7)	−0.0041 (8)
C16	0.0235 (9)	0.0243 (9)	0.0334 (9)	0.0075 (7)	−0.0026 (7)	−0.0058 (7)
C17	0.0297 (10)	0.0202 (9)	0.0276 (8)	0.0015 (7)	0.0011 (7)	0.0010 (7)
C18	0.0232 (9)	0.0193 (8)	0.0226 (8)	−0.0003 (6)	0.0045 (6)	−0.0008 (6)
C19	0.0281 (9)	0.0194 (8)	0.0198 (7)	−0.0040 (7)	0.0093 (6)	−0.0022 (6)
C20	0.0374 (11)	0.0218 (9)	0.0308 (9)	−0.0020 (8)	0.0109 (8)	0.0008 (7)
C21	0.0648 (15)	0.0209 (9)	0.0367 (10)	−0.0006 (9)	0.0198 (10)	0.0030 (8)
C22	0.0719 (16)	0.0245 (10)	0.0339 (10)	−0.0199 (10)	0.0271 (10)	−0.0073 (8)
C23	0.0464 (12)	0.0380 (11)	0.0286 (9)	−0.0224 (9)	0.0159 (8)	−0.0115 (8)
C24	0.0295 (9)	0.0308 (10)	0.0231 (8)	−0.0096 (8)	0.0099 (7)	−0.0050 (7)
C25	0.0141 (7)	0.0198 (8)	0.0218 (7)	0.0000 (6)	0.0035 (6)	−0.0002 (6)
C26	0.0177 (8)	0.0210 (9)	0.0286 (8)	0.0005 (6)	0.0047 (6)	−0.0003 (6)
C27	0.0177 (8)	0.0219 (9)	0.0395 (10)	−0.0013 (7)	0.0039 (7)	−0.0043 (7)
C28	0.0202 (9)	0.0338 (10)	0.0327 (9)	−0.0024 (7)	0.0061 (7)	−0.0119 (8)
C29	0.0237 (9)	0.0380 (11)	0.0227 (8)	−0.0008 (8)	0.0054 (7)	−0.0041 (7)
C30	0.0181 (8)	0.0256 (9)	0.0248 (8)	0.0005 (7)	0.0058 (6)	0.0001 (6)
C31	0.0199 (8)	0.0171 (8)	0.0216 (7)	−0.0008 (6)	0.0024 (6)	0.0002 (6)
C32	0.0221 (8)	0.0217 (9)	0.0274 (8)	0.0007 (7)	0.0077 (7)	0.0034 (6)
C33	0.0302 (9)	0.0241 (9)	0.0243 (8)	−0.0057 (7)	0.0066 (7)	0.0022 (7)
C34	0.0477 (12)	0.0200 (9)	0.0321 (9)	−0.0004 (8)	0.0112 (8)	0.0052 (7)
C35	0.0518 (13)	0.0247 (10)	0.0483 (12)	0.0136 (9)	0.0232 (10)	0.0101 (8)
C36	0.0371 (11)	0.0241 (9)	0.0385 (10)	0.0062 (8)	0.0188 (8)	0.0055 (7)
C38	0.0186 (8)	0.0187 (8)	0.0199 (7)	0.0017 (6)	0.0053 (6)	0.0015 (6)
C40	0.0203 (8)	0.0198 (8)	0.0180 (7)	−0.0016 (6)	0.0046 (6)	0.0018 (6)
C41	0.0247 (9)	0.0197 (8)	0.0240 (8)	0.0015 (7)	0.0085 (6)	0.0006 (6)
C42	0.0235 (9)	0.0267 (9)	0.0250 (8)	0.0026 (7)	0.0099 (7)	0.0027 (6)
C43	0.0226 (9)	0.0243 (9)	0.0237 (8)	−0.0029 (7)	0.0058 (6)	0.0039 (6)
C44	0.0305 (9)	0.0202 (9)	0.0266 (8)	−0.0048 (7)	0.0083 (7)	−0.0017 (6)
C45	0.0303 (9)	0.0214 (9)	0.0236 (8)	−0.0009 (7)	0.0104 (7)	−0.0030 (6)
C5	0.0212 (9)	0.0312 (10)	0.0255 (8)	0.0024 (7)	0.0059 (6)	−0.0008 (7)

Geometric parameters (Å, º)

Cu1—P2	2.2602 (4)	C16—H16	0.9500
Cu1—P1	2.2671 (4)	C17—C18	1.395 (2)
Cu1—S1	2.3782 (4)	C17—H17	0.9500
Cu1—Cl1	2.4023 (4)	C18—H18	0.9500
O1—N1	1.227 (2)	C19—C24	1.392 (2)
N1—O2	1.230 (2)	C19—C20	1.396 (3)
N1—C43	1.471 (2)	C20—C21	1.391 (3)
S1—C38	1.7031 (16)	C20—H20	0.9500
P1—C1	1.8283 (16)	C21—C22	1.387 (3)
P1—C31	1.8296 (16)	C21—H21	0.9500
P1—C25	1.8362 (16)	C22—C23	1.375 (3)
C1—C5	1.391 (2)	C22—H22	0.9500
C1—C2	1.394 (2)	C23—C24	1.400 (3)
P2—C19	1.8241 (17)	C23—H23	0.9500
P2—C7	1.8258 (15)	C24—H24	0.9500
P2—C13	1.8278 (16)	C25—C30	1.389 (2)
N2—C38	1.324 (2)	C25—C26	1.403 (2)
N2—H2A	0.882 (15)	C26—C27	1.387 (2)
N2—H2B	0.882 (14)	C26—H26	0.9500
C2—C3	1.394 (2)	C27—C28	1.389 (3)
C2—H2	0.9500	C27—H27	0.9500
C3—C6	1.382 (3)	C28—C29	1.386 (3)
C3—H3	0.9500	C28—H28	0.9500
N3—C38	1.3578 (19)	C29—C30	1.393 (2)
N3—C40	1.403 (2)	C29—H29	0.9500
N3—H3A	0.874 (14)	C30—H30	0.9500
C4—C6	1.385 (3)	C31—C36	1.392 (2)
C4—C5	1.387 (2)	C31—C32	1.399 (2)
C4—H4	0.9500	C32—C33	1.388 (2)
C6—H6	0.9500	C32—H32	0.9500
C7—C12	1.393 (2)	C33—C34	1.380 (3)
C7—C8	1.396 (2)	C33—H33	0.9500
C8—C9	1.391 (2)	C34—C35	1.387 (3)
C8—H8	0.9500	C34—H34	0.9500
C9—C10	1.385 (2)	C35—C36	1.388 (3)
C9—H9	0.9500	C35—H35	0.9500
C10—C11	1.381 (2)	C36—H36	0.9500
C10—H10	0.9500	C40—C45	1.391 (2)
C11—C12	1.394 (2)	C40—C41	1.396 (2)
C11—H11	0.9500	C41—C42	1.384 (2)
C12—H12	0.9500	C41—H41	0.9500
C13—C18	1.386 (2)	C42—C43	1.380 (2)
C13—C14	1.400 (2)	C42—H42	0.9500
C14—C15	1.381 (3)	C43—C44	1.383 (2)
C14—H14	0.9500	C44—C45	1.386 (2)
C15—C16	1.387 (3)	C44—H44	0.9500
C15—H15	0.9500	C45—H45	0.9500
C16—C17	1.384 (3)	C5—H5	0.9500
P2—Cu1—P1	129.119 (16)	C24—C19—C20	119.30 (16)
P2—Cu1—S1	101.267 (15)	C24—C19—P2	124.80 (14)
P1—Cu1—S1	110.861 (15)	C20—C19—P2	115.88 (13)
P2—Cu1—Cl1	99.870 (15)	C21—C20—C19	120.67 (19)
P1—Cu1—Cl1	109.823 (16)	C21—C20—H20	119.7
S1—Cu1—Cl1	102.637 (15)	C19—C20—H20	119.7
O1—N1—O2	123.66 (15)	C22—C21—C20	119.5 (2)
O1—N1—C43	118.11 (15)	C22—C21—H21	120.3
O2—N1—C43	118.21 (15)	C20—C21—H21	120.3
C38—S1—Cu1	105.77 (6)	C23—C22—C21	120.47 (18)
C1—P1—C31	102.01 (7)	C23—C22—H22	119.8
C1—P1—C25	103.01 (7)	C21—C22—H22	119.8
C31—P1—C25	103.74 (7)	C22—C23—C24	120.35 (19)
C1—P1—Cu1	117.47 (5)	C22—C23—H23	119.8
C31—P1—Cu1	114.17 (5)	C24—C23—H23	119.8
C25—P1—Cu1	114.62 (5)	C19—C24—C23	119.72 (18)
C5—C1—C2	119.14 (15)	C19—C24—H24	120.1
C5—C1—P1	117.67 (12)	C23—C24—H24	120.1
C2—C1—P1	123.07 (12)	C30—C25—C26	119.18 (15)
C19—P2—C7	103.12 (7)	C30—C25—P1	123.38 (13)
C19—P2—C13	106.11 (8)	C26—C25—P1	117.34 (12)
C7—P2—C13	103.61 (7)	C27—C26—C25	120.28 (16)
C19—P2—Cu1	111.81 (5)	C27—C26—H26	119.9
C7—P2—Cu1	121.54 (5)	C25—C26—H26	119.9
C13—P2—Cu1	109.40 (5)	C26—C27—C28	120.18 (17)
C38—N2—H2A	119.8 (13)	C26—C27—H27	119.9
C38—N2—H2B	116.9 (13)	C28—C27—H27	119.9
H2A—N2—H2B	122.0 (18)	C29—C28—C27	119.78 (16)
C1—C2—C3	120.03 (16)	C29—C28—H28	120.1
C1—C2—H2	120.0	C27—C28—H28	120.1
C3—C2—H2	120.0	C28—C29—C30	120.32 (17)
C6—C3—C2	120.11 (17)	C28—C29—H29	119.8
C6—C3—H3	119.9	C30—C29—H29	119.8
C2—C3—H3	119.9	C25—C30—C29	120.23 (16)
C38—N3—C40	130.96 (14)	C25—C30—H30	119.9
C38—N3—H3A	112.4 (13)	C29—C30—H30	119.9
C40—N3—H3A	116.6 (13)	C36—C31—C32	118.63 (15)
C6—C4—C5	119.77 (17)	C36—C31—P1	123.13 (13)
C6—C4—H4	120.1	C32—C31—P1	118.24 (12)
C5—C4—H4	120.1	C33—C32—C31	120.59 (16)
C3—C6—C4	120.21 (16)	C33—C32—H32	119.7
C3—C6—H6	119.9	C31—C32—H32	119.7
C4—C6—H6	119.9	C34—C33—C32	120.21 (16)
C12—C7—C8	119.15 (14)	C34—C33—H33	119.9
C12—C7—P2	118.20 (12)	C32—C33—H33	119.9
C8—C7—P2	122.64 (12)	C33—C34—C35	119.76 (17)
C9—C8—C7	120.13 (16)	C33—C34—H34	120.1
C9—C8—H8	119.9	C35—C34—H34	120.1
C7—C8—H8	119.9	C34—C35—C36	120.32 (18)
C10—C9—C8	120.27 (16)	C34—C35—H35	119.8
C10—C9—H9	119.9	C36—C35—H35	119.8
C8—C9—H9	119.9	C35—C36—C31	120.48 (17)
C11—C10—C9	120.01 (15)	C35—C36—H36	119.8
C11—C10—H10	120.0	C31—C36—H36	119.8
C9—C10—H10	120.0	N2—C38—N3	114.81 (14)
C10—C11—C12	120.12 (16)	N2—C38—S1	121.44 (12)
C10—C11—H11	119.9	N3—C38—S1	123.72 (12)
C12—C11—H11	119.9	C45—C40—C41	119.48 (15)
C7—C12—C11	120.30 (15)	C45—C40—N3	124.38 (15)
C7—C12—H12	119.9	C41—C40—N3	115.95 (15)
C11—C12—H12	119.9	C42—C41—C40	120.65 (16)
C18—C13—C14	118.77 (15)	C42—C41—H41	119.7
C18—C13—P2	122.95 (12)	C40—C41—H41	119.7
C14—C13—P2	117.94 (12)	C43—C42—C41	118.56 (15)
C15—C14—C13	120.59 (16)	C43—C42—H42	120.7
C15—C14—H14	119.7	C41—C42—H42	120.7
C13—C14—H14	119.7	C42—C43—C44	122.06 (16)
C14—C15—C16	120.25 (16)	C42—C43—N1	118.82 (15)
C14—C15—H15	119.9	C44—C43—N1	119.09 (16)
C16—C15—H15	119.9	C43—C44—C45	118.96 (16)
C17—C16—C15	119.76 (16)	C43—C44—H44	120.5
C17—C16—H16	120.1	C45—C44—H44	120.5
C15—C16—H16	120.1	C44—C45—C40	120.24 (15)
C16—C17—C18	120.02 (16)	C44—C45—H45	119.9
C16—C17—H17	120.0	C40—C45—H45	119.9
C18—C17—H17	120.0	C4—C5—C1	120.72 (16)
C13—C18—C17	120.58 (16)	C4—C5—H5	119.6
C13—C18—H18	119.7	C1—C5—H5	119.6
C17—C18—H18	119.7
C31—P1—C1—C5	88.90 (14)	C22—C23—C24—C19	−1.0 (3)
C25—P1—C1—C5	−163.75 (13)	C1—P1—C25—C30	−107.34 (14)
Cu1—P1—C1—C5	−36.73 (15)	C31—P1—C25—C30	−1.30 (16)
C31—P1—C1—C2	−87.15 (15)	Cu1—P1—C25—C30	123.85 (13)
C25—P1—C1—C2	20.21 (16)	C1—P1—C25—C26	76.16 (13)
Cu1—P1—C1—C2	147.23 (12)	C31—P1—C25—C26	−177.80 (12)
C5—C1—C2—C3	0.3 (3)	Cu1—P1—C25—C26	−52.65 (13)
P1—C1—C2—C3	176.27 (13)	C30—C25—C26—C27	−0.6 (2)
C1—C2—C3—C6	−0.6 (3)	P1—C25—C26—C27	176.02 (13)
C2—C3—C6—C4	0.1 (3)	C25—C26—C27—C28	−0.6 (2)
C5—C4—C6—C3	0.6 (3)	C26—C27—C28—C29	1.2 (3)
C19—P2—C7—C12	−163.25 (13)	C27—C28—C29—C30	−0.5 (3)
C13—P2—C7—C12	86.29 (14)	C26—C25—C30—C29	1.3 (2)
Cu1—P2—C7—C12	−37.05 (15)	P1—C25—C30—C29	−175.13 (13)
C19—P2—C7—C8	15.84 (15)	C28—C29—C30—C25	−0.8 (3)
C13—P2—C7—C8	−94.63 (14)	C1—P1—C31—C36	3.32 (17)
Cu1—P2—C7—C8	142.04 (12)	C25—P1—C31—C36	−103.47 (15)
C12—C7—C8—C9	0.6 (2)	Cu1—P1—C31—C36	131.09 (14)
P2—C7—C8—C9	−178.45 (13)	C1—P1—C31—C32	−176.22 (13)
C7—C8—C9—C10	−1.1 (3)	C25—P1—C31—C32	76.99 (14)
C8—C9—C10—C11	0.3 (3)	Cu1—P1—C31—C32	−48.45 (14)
C9—C10—C11—C12	1.1 (3)	C36—C31—C32—C33	1.1 (3)
C8—C7—C12—C11	0.7 (2)	P1—C31—C32—C33	−179.30 (13)
P2—C7—C12—C11	179.84 (13)	C31—C32—C33—C34	−1.1 (3)
C10—C11—C12—C7	−1.6 (3)	C32—C33—C34—C35	0.3 (3)
C19—P2—C13—C18	−127.51 (14)	C33—C34—C35—C36	0.3 (3)
C7—P2—C13—C18	−19.27 (15)	C34—C35—C36—C31	−0.3 (3)
Cu1—P2—C13—C18	111.71 (13)	C32—C31—C36—C35	−0.5 (3)
C19—P2—C13—C14	59.38 (14)	P1—C31—C36—C35	179.99 (16)
C7—P2—C13—C14	167.63 (13)	C40—N3—C38—N2	−170.95 (16)
Cu1—P2—C13—C14	−61.39 (14)	C40—N3—C38—S1	10.9 (3)
C18—C13—C14—C15	2.1 (3)	Cu1—S1—C38—N2	6.43 (15)
P2—C13—C14—C15	175.53 (14)	Cu1—S1—C38—N3	−175.53 (12)
C13—C14—C15—C16	−1.8 (3)	C38—N3—C40—C45	29.7 (3)
C14—C15—C16—C17	0.3 (3)	C38—N3—C40—C41	−155.33 (17)
C15—C16—C17—C18	0.7 (3)	C45—C40—C41—C42	2.5 (3)
C14—C13—C18—C17	−1.1 (2)	N3—C40—C41—C42	−172.74 (15)
P2—C13—C18—C17	−174.11 (13)	C40—C41—C42—C43	−1.6 (3)
C16—C17—C18—C13	−0.3 (3)	C41—C42—C43—C44	−0.2 (3)
C7—P2—C19—C24	−92.07 (15)	C41—C42—C43—N1	177.84 (15)
C13—P2—C19—C24	16.52 (16)	O1—N1—C43—C42	−172.69 (16)
Cu1—P2—C19—C24	135.72 (13)	O2—N1—C43—C42	5.9 (2)
C7—P2—C19—C20	86.40 (13)	O1—N1—C43—C44	5.4 (2)
C13—P2—C19—C20	−165.01 (12)	O2—N1—C43—C44	−176.00 (16)
Cu1—P2—C19—C20	−45.80 (14)	C42—C43—C44—C45	1.0 (3)
C24—C19—C20—C21	0.8 (3)	N1—C43—C44—C45	−177.05 (15)
P2—C19—C20—C21	−177.76 (14)	C43—C44—C45—C40	0.0 (3)
C19—C20—C21—C22	−1.5 (3)	C41—C40—C45—C44	−1.7 (3)
C20—C21—C22—C23	1.0 (3)	N3—C40—C45—C44	173.11 (16)
C21—C22—C23—C24	0.2 (3)	C6—C4—C5—C1	−0.8 (3)
C20—C19—C24—C23	0.4 (2)	C2—C1—C5—C4	0.4 (3)
P2—C19—C24—C23	178.87 (13)	P1—C1—C5—C4	−175.79 (14)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···Cl1^i	0.88 (2)	2.35 (2)	3.1974 (14)	160 (2)
N2—H2B···Cl1	0.88 (1)	2.42 (2)	3.2504 (15)	158 (2)
N3—H3A···Cl1^i	0.87 (1)	2.49 (2)	3.3199 (14)	158 (2)
C9—H9···O1^ii	0.95	2.57	3.303 (2)	135
C30—H30···O2^iii	0.95	2.70	3.386 (2)	130

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) −x, −y, −z+1; (iii) x+1, y, z.