(6-Acetyl-1,3,7-trimethyl-lumazine-κO,N,O)bis-(triphenyl-phosphine-κP)copper(I) hexa-fluorido-phosphate.

The title compound, [Cu(C(11)H(12)N(4)O(3))(C(18)H(15)P)(2)]PF(6), is the third example reported in the literature of a five-coordinated Cu(I)P(2)NO(2) system. The metal is coordinated to both PPh(3) mol-ecules through the P atoms and to the pyrazine ring of the lumazine mol-ecule through an N atom in a trigonal-planar arrangement; two additional coordinated O atoms, at Cu-O distances longer than 2.46 Å, complete the coordination. The coordination environment can be described as an inter-mediate square-pyramidal/trigonal-bipyramidal (SP/TBP) polyhedron.

Related literature

For related literature on the coordination behaviour of <span class="Chemical">pteridinen> and related ligands, see: Jiménez Pulido et al. (2001 ▶, 2008 ▶); Acuña-Cueva et al. (2003 ▶); Hueso-Ureña et al. (2008 ▶). For related literature on similar CuI coordination environments, see: Wanner et al. (1999 ▶); Hueso-Ureña et al. (2008 ▶). For additional structural details quoted in the comment, see: Addison et al. (1984 ▶); Cremer & Pople (1975 ▶); Janiak (2000 ▶); Muetterties & Guggenberger (1974 ▶); <span class="Chemical">Spek (2009 ▶).

Experimental

Crystal data

[Cu(C11<n class="Chemical">span class="Species">H12N4O3)(C18H15P)2]PF6

M = 981.3

Monoclinic,

a = 10.2627 (13) Å

b = 26.890 (3) Å

c = 15.5387 (15) Å

β = 92.666 (10)°

V = 4283.5 (8) Å3

Z = 4

Mo Kα radiation

μ = 0.70 mm−1

T = 293 K

0.26 × 0.14 × 0.14 mm

Data collection

Nonius KappaCCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ▶) T min = 0.840, T max = 0.909

32442 measured reflections

9626 independent reflections

6616 reflections with I > 2σ(I)

R int = 0.066

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.113

S = 1.04

9626 reflections

581 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.44 e Å−3

Δρmin = −0.45 e Å−3

Absolute structure: Flack (1983 ▶)

Flack parameter: 0.05 (2)

Data collection: COLLECT (Nonius, 1998 ▶); cell refinement: DIRAX/LSQ (Duisenberg, 1992 ▶); data reduction: EVALCCD (Duisenberg et al., 2003 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1994 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molen class="Chemical">cular graphics: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810000735/<span class="CellLine">bg2316n>sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810000735/<span class="CellLine">bg2316n>Isup2.hkl

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

[Cu(C11H12N4O3)(C18H15P)2]PF6	F(000) = 2016
Mr = 981.3	Dx = 1.522 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 54 reflections
a = 10.2627 (13) Å	θ = 1.5–27.5°
b = 26.890 (3) Å	µ = 0.70 mm−1
c = 15.5387 (15) Å	T = 293 K
β = 92.666 (10)°	Prism, red
V = 4283.5 (8) Å3	0.26 × 0.14 × 0.14 mm
Z = 4

Nonius KappaCCD diffractometer	9626 independent reflections
Radiation source: Enraf–Nonius FR590	6616 reflections with I > 2σ(I)
graphite	Rint = 0.066
Detector resolution: 9 pixels mm-1	θmax = 27.5°, θmin = 1.5°
CCD rotation images, thick slices scans	h = −13→13
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −34→34
Tmin = 0.840, Tmax = 0.909	l = −20→20
32442 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.049	H-atom parameters constrained
wR(F2) = 0.113	w = 1/[σ2(Fo2) + (0.0499P)2] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
9626 reflections	Δρmax = 0.44 e Å−3
581 parameters	Δρmin = −0.45 e Å−3
2 restraints	Absolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.05 (2)

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
Cu	0.22607 (4)	0.126244 (17)	0.60587 (3)	0.02174 (14)
N1	0.2716 (3)	−0.06843 (13)	0.5940 (2)	0.0202 (8)
C1	0.3402 (5)	−0.11563 (17)	0.5769 (3)	0.0339 (13)
C2	0.1484 (4)	−0.07141 (17)	0.6241 (3)	0.0238 (10)
O2	0.0929 (3)	−0.11007 (12)	0.6336 (2)	0.0290 (8)
N3	0.0876 (3)	−0.02665 (13)	0.6427 (2)	0.0207 (8)
C3	−0.0435 (4)	−0.03073 (18)	0.6760 (3)	0.0285 (11)
C4	0.1403 (4)	0.01970 (16)	0.6319 (3)	0.0199 (10)
O4	0.0815 (3)	0.05801 (11)	0.6478 (2)	0.0250 (7)
C4A	0.2728 (4)	0.01959 (16)	0.6034 (3)	0.0170 (9)
N5	0.3348 (3)	0.06312 (13)	0.6001 (2)	0.0203 (8)
C6	0.4595 (4)	0.06272 (16)	0.5819 (3)	0.0193 (9)
C61	0.5246 (4)	0.11170 (17)	0.5938 (3)	0.0230 (10)
O61	0.4605 (3)	0.14889 (11)	0.5807 (2)	0.0284 (7)
C62	0.6600 (4)	0.11408 (18)	0.6316 (3)	0.0355 (12)
C7	0.5198 (4)	0.01815 (17)	0.5577 (3)	0.0230 (10)
C71	0.6574 (4)	0.01566 (18)	0.5317 (3)	0.0330 (12)
N8	0.4553 (4)	−0.02503 (14)	0.5563 (2)	0.0238 (9)
C8A	0.3351 (4)	−0.02434 (16)	0.5839 (3)	0.0202 (10)
P1	0.11399 (10)	0.13528 (4)	0.47983 (7)	0.0193 (2)
C1P	0.0969 (4)	0.07510 (15)	0.4299 (3)	0.0192 (9)
C2P	−0.0028 (4)	0.04297 (16)	0.4482 (3)	0.0256 (11)
C3P	−0.0016 (5)	−0.00556 (17)	0.4194 (3)	0.0316 (12)
C4P	0.0995 (5)	−0.02251 (17)	0.3736 (3)	0.0298 (11)
C5P	0.2003 (4)	0.00815 (17)	0.3557 (3)	0.0271 (11)
C6P	0.1985 (4)	0.05694 (16)	0.3826 (3)	0.0243 (10)
C1Q	0.1852 (4)	0.17328 (15)	0.3980 (3)	0.0205 (10)
C2Q	0.2899 (4)	0.20335 (16)	0.4201 (3)	0.0237 (10)
C3Q	0.3385 (4)	0.23579 (18)	0.3614 (3)	0.0300 (11)
C4Q	0.2840 (4)	0.23803 (17)	0.2787 (3)	0.0289 (11)
C5Q	0.1812 (4)	0.20761 (17)	0.2558 (3)	0.0274 (11)
C6Q	0.1318 (4)	0.17536 (16)	0.3149 (3)	0.0231 (10)
C1R	−0.0479 (4)	0.16222 (16)	0.4829 (3)	0.0191 (9)
C2R	−0.1535 (4)	0.14940 (18)	0.4283 (3)	0.0264 (11)
C3R	−0.2694 (4)	0.17489 (18)	0.4320 (3)	0.0315 (12)
C4R	−0.2812 (5)	0.21349 (17)	0.4890 (3)	0.0326 (12)
C5R	−0.1797 (4)	0.22681 (17)	0.5421 (3)	0.0278 (11)
C6R	−0.0628 (4)	0.20129 (16)	0.5402 (3)	0.0256 (10)
P2	0.23582 (10)	0.17405 (4)	0.72188 (7)	0.0191 (2)
C1S	0.2300 (4)	0.24038 (15)	0.6999 (3)	0.0205 (9)
C2S	0.3286 (5)	0.26168 (17)	0.6541 (3)	0.0287 (11)
C3S	0.3284 (5)	0.31132 (18)	0.6367 (3)	0.0357 (12)
C4S	0.2258 (5)	0.34057 (17)	0.6621 (3)	0.0365 (12)
C5S	0.1278 (5)	0.31999 (17)	0.7051 (3)	0.0317 (12)
C6S	0.1294 (4)	0.27024 (17)	0.7250 (3)	0.0267 (11)
C1T	0.1076 (4)	0.16277 (15)	0.7964 (3)	0.0195 (9)
C2T	−0.0107 (4)	0.14380 (16)	0.7660 (3)	0.0228 (10)
C3T	−0.1053 (4)	0.13098 (17)	0.8232 (3)	0.0260 (10)
C4T	−0.0799 (4)	0.13703 (17)	0.9103 (3)	0.0291 (11)
C5T	0.0370 (4)	0.15600 (17)	0.9411 (3)	0.0278 (11)
C6T	0.1297 (4)	0.16895 (15)	0.8839 (3)	0.0228 (10)
C1U	0.3795 (4)	0.16716 (16)	0.7928 (3)	0.0207 (10)
C2U	0.4230 (4)	0.11905 (17)	0.8091 (3)	0.0252 (10)
C3U	0.5174 (5)	0.10979 (19)	0.8722 (3)	0.0338 (12)
C4U	0.5729 (4)	0.1486 (2)	0.9180 (3)	0.0333 (12)
C5U	0.5342 (4)	0.19633 (19)	0.9008 (3)	0.0318 (12)
C6U	0.4372 (4)	0.20573 (17)	0.8385 (3)	0.0260 (11)
P3	0.58388 (12)	−0.03276 (5)	0.78832 (8)	0.0276 (3)
F1	0.6892 (3)	0.00507 (12)	0.82619 (19)	0.0503 (8)
F2	0.6615 (3)	−0.07689 (12)	0.8341 (2)	0.0613 (10)
F3	0.6624 (3)	−0.04046 (13)	0.70555 (19)	0.0535 (9)
F4	0.5035 (3)	−0.02591 (12)	0.87252 (18)	0.0495 (8)
F5	0.5034 (3)	0.01136 (10)	0.74542 (18)	0.0427 (8)
F6	0.4772 (3)	−0.07066 (11)	0.7511 (2)	0.0519 (8)
H1A	0.3312	−0.1233	0.5166	0.051*
H1B	0.3029	−0.142	0.6094	0.051*
H1C	0.431	−0.1122	0.5937	0.051*
H3A	−0.0755	0.0018	0.689	0.043*
H3B	−0.0399	−0.0506	0.7274	0.043*
H3C	−0.101	−0.0461	0.6334	0.043*
H62A	0.7204	0.1136	0.5863	0.053*
H62B	0.6759	0.086	0.6687	0.053*
H62C	0.6713	0.1442	0.6644	0.053*
H71A	0.715	0.0161	0.5822	0.05*
H71B	0.6756	0.0438	0.4961	0.05*
H71C	0.6704	−0.0144	0.5	0.05*
H2P	−0.0713	0.0541	0.4802	0.031*
H3P	−0.0701	−0.0268	0.4312	0.038*
H4P	0.0997	−0.0553	0.3545	0.036*
H5P	0.2699	−0.0038	0.3254	0.033*
H6P	0.2662	0.0781	0.3689	0.029*
H2Q	0.3282	0.2017	0.4755	0.028*
H3Q	0.4085	0.2563	0.3775	0.036*
H4Q	0.3167	0.26	0.2389	0.035*
H5Q	0.1446	0.2087	0.1999	0.033*
H6Q	0.0619	0.1548	0.2987	0.028*
H2R	−0.1459	0.1235	0.3891	0.032*
H3R	−0.3402	0.1659	0.3958	0.038*
H4R	−0.3598	0.2306	0.491	0.039*
H5R	−0.1882	0.2532	0.5801	0.033*
H6R	0.0065	0.2104	0.5776	0.031*
H2S	0.3956	0.2418	0.6351	0.034*
H3S	0.3967	0.3255	0.608	0.043*
H4S	0.2244	0.3744	0.6496	0.044*
H5S	0.0587	0.3397	0.7214	0.038*
H6S	0.0622	0.2566	0.7556	0.032*
H2T	−0.0272	0.1396	0.7071	0.027*
H3T	−0.1852	0.1184	0.8027	0.031*
H4T	−0.1428	0.1281	0.9487	0.035*
H5T	0.0535	0.1601	1	0.033*
H6T	0.2088	0.1821	0.9047	0.027*
H2U	0.3876	0.0928	0.7768	0.03*
H3U	0.5438	0.0773	0.884	0.041*
H4U	0.6371	0.1423	0.9609	0.04*
H5U	0.5734	0.2226	0.9312	0.038*
H6U	0.4108	0.2383	0.8273	0.031*

	U11	U22	U33	U12	U13	U23
Cu	0.0251 (3)	0.0193 (3)	0.0208 (3)	0.0017 (3)	0.0003 (2)	−0.0014 (3)
P1	0.0198 (6)	0.0182 (6)	0.0201 (6)	−0.0016 (5)	0.0019 (5)	−0.0011 (5)
P3	0.0303 (7)	0.0282 (7)	0.0240 (7)	0.0092 (6)	−0.0019 (5)	0.0004 (6)
P2	0.0207 (6)	0.0170 (6)	0.0197 (6)	−0.0007 (5)	0.0016 (5)	−0.0002 (5)
F5	0.0552 (18)	0.0388 (18)	0.0334 (17)	0.0198 (15)	−0.0044 (14)	−0.0035 (14)
F4	0.0354 (17)	0.085 (2)	0.0288 (16)	0.0019 (16)	0.0031 (13)	0.0025 (16)
O2	0.0344 (19)	0.0212 (17)	0.0312 (19)	−0.0059 (16)	−0.0004 (15)	0.0040 (15)
F3	0.0449 (18)	0.077 (2)	0.0400 (19)	0.0188 (17)	0.0119 (15)	−0.0074 (17)
F1	0.0419 (18)	0.058 (2)	0.050 (2)	−0.0132 (16)	−0.0049 (14)	−0.0048 (17)
O4	0.0258 (17)	0.0189 (17)	0.0309 (19)	0.0019 (14)	0.0061 (14)	0.0000 (14)
F2	0.074 (2)	0.047 (2)	0.061 (2)	0.0180 (18)	−0.0148 (19)	0.0068 (17)
O61	0.0243 (17)	0.0264 (18)	0.035 (2)	−0.0006 (15)	0.0027 (14)	0.0011 (15)
F6	0.0561 (19)	0.0426 (19)	0.056 (2)	−0.0042 (15)	−0.0058 (17)	−0.0024 (15)
N3	0.021 (2)	0.018 (2)	0.023 (2)	−0.0033 (16)	−0.0001 (16)	0.0019 (16)
N1	0.0220 (19)	0.0152 (19)	0.024 (2)	−0.0008 (15)	0.0026 (16)	−0.0012 (16)
N8	0.027 (2)	0.027 (2)	0.018 (2)	−0.0007 (18)	0.0017 (16)	−0.0039 (17)
N5	0.0235 (19)	0.021 (2)	0.0162 (19)	−0.0047 (17)	0.0012 (16)	0.0013 (16)
C8A	0.023 (2)	0.023 (3)	0.015 (2)	0.000 (2)	−0.0001 (18)	−0.0029 (19)
C6U	0.022 (2)	0.025 (3)	0.031 (3)	−0.006 (2)	0.006 (2)	−0.007 (2)
C2U	0.025 (2)	0.028 (3)	0.023 (2)	0.002 (2)	0.002 (2)	−0.002 (2)
C7	0.022 (2)	0.033 (3)	0.014 (2)	0.005 (2)	0.0009 (18)	0.004 (2)
C1Q	0.018 (2)	0.021 (2)	0.023 (2)	0.0025 (19)	0.0026 (18)	0.0007 (19)
C1U	0.019 (2)	0.024 (2)	0.020 (2)	−0.0006 (19)	0.0050 (18)	−0.002 (2)
C1R	0.018 (2)	0.022 (2)	0.018 (2)	0.0008 (19)	0.0022 (18)	0.0086 (19)
C1P	0.018 (2)	0.022 (2)	0.018 (2)	0.0010 (19)	−0.0003 (18)	0.0009 (19)
C5S	0.043 (3)	0.027 (3)	0.025 (3)	0.009 (2)	0.002 (2)	0.002 (2)
C2T	0.022 (2)	0.020 (2)	0.026 (3)	0.0031 (19)	0.001 (2)	0.0044 (19)
C4A	0.017 (2)	0.020 (2)	0.013 (2)	0.0008 (18)	−0.0021 (18)	0.0005 (18)
C4	0.025 (2)	0.021 (2)	0.013 (2)	−0.001 (2)	−0.0026 (18)	−0.0015 (19)
C71	0.022 (2)	0.041 (3)	0.036 (3)	0.003 (2)	0.003 (2)	0.001 (2)
C6Q	0.026 (2)	0.021 (2)	0.022 (3)	−0.0061 (19)	0.0000 (19)	−0.0009 (19)
C2Q	0.021 (2)	0.025 (2)	0.025 (2)	−0.001 (2)	−0.0004 (19)	−0.004 (2)
C6R	0.030 (3)	0.023 (2)	0.024 (3)	0.003 (2)	0.000 (2)	0.004 (2)
C2	0.031 (3)	0.024 (3)	0.017 (2)	0.002 (2)	−0.003 (2)	0.002 (2)
C3Q	0.030 (3)	0.029 (3)	0.031 (3)	−0.011 (2)	0.005 (2)	0.001 (2)
C1T	0.021 (2)	0.014 (2)	0.024 (2)	0.0045 (18)	0.0005 (18)	0.0039 (19)
C5Q	0.034 (3)	0.028 (3)	0.020 (2)	−0.003 (2)	0.003 (2)	0.002 (2)
C6S	0.028 (2)	0.022 (3)	0.029 (3)	0.001 (2)	0.003 (2)	0.003 (2)
C5R	0.034 (3)	0.024 (2)	0.026 (3)	0.007 (2)	0.010 (2)	0.004 (2)
C4T	0.023 (2)	0.035 (3)	0.030 (3)	0.006 (2)	0.010 (2)	0.007 (2)
C2S	0.033 (3)	0.026 (3)	0.028 (3)	0.000 (2)	0.008 (2)	0.005 (2)
C5T	0.027 (3)	0.036 (3)	0.020 (2)	0.008 (2)	0.004 (2)	0.003 (2)
C6	0.017 (2)	0.026 (2)	0.015 (2)	0.0037 (19)	−0.0016 (17)	0.0050 (19)
C1S	0.022 (2)	0.019 (2)	0.020 (2)	−0.0030 (19)	−0.0022 (18)	−0.0006 (18)
C6T	0.023 (2)	0.021 (2)	0.025 (2)	0.0044 (19)	−0.0020 (19)	0.001 (2)
C62	0.028 (3)	0.032 (3)	0.046 (3)	−0.008 (2)	−0.008 (2)	0.008 (2)
C1	0.036 (3)	0.018 (3)	0.048 (3)	0.006 (2)	0.005 (2)	−0.002 (2)
C3P	0.027 (3)	0.030 (3)	0.038 (3)	−0.008 (2)	0.004 (2)	−0.003 (2)
C4Q	0.029 (3)	0.025 (3)	0.034 (3)	−0.004 (2)	0.010 (2)	0.005 (2)
C2P	0.024 (2)	0.024 (3)	0.029 (3)	0.002 (2)	0.007 (2)	−0.002 (2)
C4R	0.034 (3)	0.028 (3)	0.037 (3)	0.012 (2)	0.009 (2)	0.012 (2)
C5U	0.021 (2)	0.039 (3)	0.035 (3)	−0.007 (2)	−0.001 (2)	−0.005 (2)
C4P	0.038 (3)	0.019 (2)	0.032 (3)	0.000 (2)	0.001 (2)	−0.006 (2)
C3T	0.019 (2)	0.026 (3)	0.034 (3)	0.0033 (19)	0.0042 (19)	0.000 (2)
C3	0.020 (2)	0.028 (3)	0.038 (3)	−0.002 (2)	0.004 (2)	0.004 (2)
C3S	0.042 (3)	0.024 (3)	0.041 (3)	−0.007 (2)	0.006 (2)	0.004 (2)
C6P	0.023 (2)	0.022 (2)	0.027 (3)	−0.002 (2)	0.000 (2)	0.001 (2)
C4U	0.019 (2)	0.050 (3)	0.030 (3)	0.005 (2)	−0.003 (2)	−0.001 (2)
C4S	0.060 (3)	0.016 (3)	0.033 (3)	−0.004 (3)	−0.005 (3)	0.001 (2)
C3U	0.036 (3)	0.035 (3)	0.030 (3)	0.014 (2)	0.000 (2)	0.002 (2)
C5P	0.026 (3)	0.025 (3)	0.030 (3)	0.002 (2)	−0.001 (2)	−0.007 (2)
C3R	0.020 (2)	0.038 (3)	0.036 (3)	0.003 (2)	0.001 (2)	0.009 (2)
C2R	0.027 (3)	0.028 (3)	0.024 (3)	0.001 (2)	0.001 (2)	0.000 (2)
C61	0.023 (2)	0.027 (3)	0.019 (2)	0.000 (2)	0.0045 (19)	0.003 (2)

Cu—N5	2.036 (3)	C2Q—C3Q	1.372 (6)
Cu—P2	2.212 (1)	C2Q—H2Q	0.93
Cu—P1	2.238 (1)	C6R—C5R	1.383 (6)
Cu—O4	2.466 (3)	C6R—H6R	0.93
Cu—O61	2.529 (3)	C3Q—C4Q	1.379 (7)
P1—C1P	1.800 (4)	C3Q—H3Q	0.93
P1—C1Q	1.812 (4)	C1T—C6T	1.378 (6)
P1—C1R	1.815 (4)	C5Q—C4Q	1.369 (6)
P3—F3	1.563 (3)	C5Q—H5Q	0.93
P3—F5	1.576 (3)	C6S—C1S	1.378 (6)
P3—F1	1.578 (3)	C6S—H6S	0.93
P3—F2	1.580 (3)	C5R—C4R	1.346 (7)
P3—F6	1.585 (3)	C5R—H5R	0.93
P3—F4	1.590 (3)	C4T—C5T	1.369 (6)
P2—C1U	1.809 (4)	C4T—C3T	1.376 (6)
P2—C1S	1.817 (4)	C4T—H4T	0.93
P2—C1T	1.818 (4)	C2S—C3S	1.362 (6)
O2—C2	1.198 (5)	C2S—C1S	1.387 (6)
O4—C4	1.225 (5)	C2S—H2S	0.93
O61—C61	1.209 (5)	C5T—C6T	1.377 (6)
N3—C4	1.372 (5)	C5T—H5T	0.93
N3—C2	1.392 (6)	C6—C61	1.485 (6)
N3—C3	1.468 (6)	C6T—H6T	0.93
N1—C8A	1.366 (5)	C62—C61	1.485 (6)
N1—C2	1.370 (5)	C62—H62A	0.96
N1—C1	1.481 (6)	C62—H62B	0.96
N8—C8A	1.325 (5)	C62—H62C	0.96
N8—C7	1.336 (6)	C1—H1A	0.96
N5—C6	1.324 (5)	C1—H1B	0.96
N5—C4A	1.334 (5)	C1—H1C	0.96
C8A—C4A	1.384 (6)	C3P—C4P	1.363 (7)
C6U—C1U	1.375 (6)	C3P—C2P	1.380 (6)
C6U—C5U	1.380 (6)	C3P—H3P	0.93
C6U—H6U	0.93	C4Q—H4Q	0.93
C2U—C3U	1.369 (6)	C2P—H2P	0.93
C2U—C1U	1.388 (6)	C4R—C3R	1.373 (6)
C2U—H2U	0.93	C4R—H4R	0.93
C7—C6	1.408 (6)	C5U—C4U	1.367 (7)
C7—C71	1.489 (6)	C5U—H5U	0.93
C1Q—C2Q	1.375 (6)	C4P—C5P	1.361 (6)
C1Q—C6Q	1.380 (6)	C4P—H4P	0.93
C1R—C2R	1.388 (6)	C3T—H3T	0.93
C1R—C6R	1.390 (6)	C3—H3A	0.96
C1P—C2P	1.378 (6)	C3—H3B	0.96
C1P—C6P	1.392 (6)	C3—H3C	0.96
C5S—C4S	1.352 (7)	C3S—C4S	1.387 (7)
C5S—C6S	1.373 (6)	C3S—H3S	0.93
C5S—H5S	0.93	C6P—C5P	1.377 (6)
C2T—C1T	1.380 (6)	C6P—H6P	0.93
C2T—C3T	1.389 (6)	C4U—C3U	1.371 (7)
C2T—H2T	0.93	C4U—H4U	0.93
C4A—C4	1.449 (6)	C4S—H4S	0.93
C71—H71A	0.96	C3U—H3U	0.93
C71—H71B	0.96	C5P—H5P	0.93
C71—H71C	0.96	C3R—C2R	1.377 (6)
C6Q—C5Q	1.377 (6)	C3R—H3R	0.93
C6Q—H6Q	0.93	C2R—H2R	0.93
P2—Cu—P1	130.68 (4)	N1—C2—N3	116.7 (4)
P1—Cu—O4	91.13 (9)	C2Q—C3Q—C4Q	120.2 (4)
P1—Cu—O61	107.04 (8)	C2Q—C3Q—H3Q	119.9
N5—Cu—P1	108.2 (1)	C4Q—C3Q—H3Q	119.9
P2—Cu—O4	102.85 (9)	C6T—C1T—C2T	119.0 (4)
P2—Cu—O61	88.81 (8)	C6T—C1T—P2	121.1 (3)
N5—Cu—P2	121.1 (1)	C2T—C1T—P2	119.7 (3)
O4—Cu—O61	143.9 (1)	C4Q—C5Q—C6Q	120.4 (4)
O4—Cu—N5	74.3 (1)	C4Q—C5Q—H5Q	119.8
O61—Cu—N5	70.5 (1)	C6Q—C5Q—H5Q	119.8
C1P—P1—C1Q	103.8 (2)	C5S—C6S—C1S	120.3 (5)
C1P—P1—C1R	107.41 (19)	C5S—C6S—H6S	119.8
C1Q—P1—C1R	101.13 (19)	C1S—C6S—H6S	119.8
C1P—P1—Cu	108.38 (14)	C4R—C5R—C6R	120.1 (4)
C1Q—P1—Cu	117.90 (14)	C4R—C5R—H5R	119.9
C1R—P1—Cu	117.02 (14)	C6R—C5R—H5R	119.9
F3—P3—F5	91.82 (17)	C5T—C4T—C3T	120.7 (4)
F3—P3—F1	91.25 (18)	C5T—C4T—H4T	119.7
F5—P3—F1	90.51 (17)	C3T—C4T—H4T	119.7
F3—P3—F2	90.15 (18)	C3S—C2S—C1S	120.8 (5)
F5—P3—F2	178.02 (19)	C3S—C2S—H2S	119.6
F1—P3—F2	89.66 (18)	C1S—C2S—H2S	119.6
F3—P3—F6	89.31 (18)	C4T—C5T—C6T	119.3 (4)
F5—P3—F6	89.44 (17)	C4T—C5T—H5T	120.3
F1—P3—F6	179.4 (2)	C6T—C5T—H5T	120.3
F2—P3—F6	90.37 (17)	N5—C6—C7	120.4 (4)
F3—P3—F4	179.0 (2)	N5—C6—C61	113.6 (4)
F5—P3—F4	88.81 (16)	C7—C6—C61	126.0 (4)
F1—P3—F4	89.51 (17)	C6S—C1S—C2S	118.6 (4)
F2—P3—F4	89.22 (18)	C6S—C1S—P2	122.5 (3)
F6—P3—F4	89.94 (17)	C2S—C1S—P2	118.9 (3)
C1U—P2—C1S	103.53 (19)	C5T—C6T—C1T	121.3 (4)
C1U—P2—C1T	100.84 (19)	C5T—C6T—H6T	119.4
C1S—P2—C1T	105.4 (2)	C1T—C6T—H6T	119.4
C1U—P2—Cu	116.22 (14)	C61—C62—H62A	109.5
C1S—P2—Cu	114.68 (14)	C61—C62—H62B	109.5
C1T—P2—Cu	114.54 (14)	H62A—C62—H62B	109.5
C4—N3—C2	125.2 (4)	C61—C62—H62C	109.5
C4—N3—C3	119.0 (4)	H62A—C62—H62C	109.5
C2—N3—C3	115.8 (4)	H62B—C62—H62C	109.5
C8A—N1—C2	122.9 (4)	N1—C1—H1A	109.5
C8A—N1—C1	119.3 (4)	N1—C1—H1B	109.5
C2—N1—C1	117.7 (4)	H1A—C1—H1B	109.5
C8A—N8—C7	116.8 (4)	N1—C1—H1C	109.5
C6—N5—C4A	117.9 (4)	H1A—C1—H1C	109.5
C6—N5—Cu	123.6 (3)	H1B—C1—H1C	109.5
C4A—N5—Cu	117.8 (3)	C4P—C3P—C2P	120.2 (4)
N8—C8A—N1	118.8 (4)	C4P—C3P—H3P	119.9
N8—C8A—C4A	122.0 (4)	C2P—C3P—H3P	119.9
N1—C8A—C4A	119.2 (4)	C5Q—C4Q—C3Q	119.4 (4)
C1U—C6U—C5U	120.2 (4)	C5Q—C4Q—H4Q	120.3
C1U—C6U—H6U	119.9	C3Q—C4Q—H4Q	120.3
C5U—C6U—H6U	119.9	C1P—C2P—C3P	120.6 (4)
C3U—C2U—C1U	120.8 (4)	C1P—C2P—H2P	119.7
C3U—C2U—H2U	119.6	C3P—C2P—H2P	119.7
C1U—C2U—H2U	119.6	C5R—C4R—C3R	120.5 (4)
N8—C7—C6	121.4 (4)	C5R—C4R—H4R	119.8
N8—C7—C71	115.6 (4)	C3R—C4R—H4R	119.8
C6—C7—C71	123.0 (4)	C4U—C5U—C6U	120.2 (5)
C2Q—C1Q—C6Q	118.8 (4)	C4U—C5U—H5U	119.9
C2Q—C1Q—P1	119.5 (3)	C6U—C5U—H5U	119.9
C6Q—C1Q—P1	121.6 (3)	C5P—C4P—C3P	120.6 (4)
C6U—C1U—C2U	118.8 (4)	C5P—C4P—H4P	119.7
C6U—C1U—P2	123.8 (3)	C3P—C4P—H4P	119.7
C2U—C1U—P2	116.9 (3)	C4T—C3T—C2T	119.6 (4)
C2R—C1R—C6R	118.2 (4)	C4T—C3T—H3T	120.2
C2R—C1R—P1	125.1 (3)	C2T—C3T—H3T	120.2
C6R—C1R—P1	116.5 (3)	N3—C3—H3A	109.5
C2P—C1P—C6P	118.0 (4)	N3—C3—H3B	109.5
C2P—C1P—P1	122.2 (3)	H3A—C3—H3B	109.5
C6P—C1P—P1	118.9 (3)	N3—C3—H3C	109.5
C4S—C5S—C6S	120.6 (5)	H3A—C3—H3C	109.5
C4S—C5S—H5S	119.7	H3B—C3—H3C	109.5
C6S—C5S—H5S	119.7	C2S—C3S—C4S	119.5 (5)
C1T—C2T—C3T	120.2 (4)	C2S—C3S—H3S	120.2
C1T—C2T—H2T	119.9	C4S—C3S—H3S	120.2
C3T—C2T—H2T	119.9	C5P—C6P—C1P	121.0 (4)
N5—C4A—C8A	121.0 (4)	C5P—C6P—H6P	119.5
N5—C4A—C4	117.8 (4)	C1P—C6P—H6P	119.5
C8A—C4A—C4	121.2 (4)	C5U—C4U—C3U	120.2 (4)
O4—C4—N3	122.6 (4)	C5U—C4U—H4U	119.9
O4—C4—C4A	122.8 (4)	C3U—C4U—H4U	119.9
N3—C4—C4A	114.6 (4)	C5S—C4S—C3S	120.1 (4)
C7—C71—H71A	109.5	C5S—C4S—H4S	120
C7—C71—H71B	109.5	C3S—C4S—H4S	120
H71A—C71—H71B	109.5	C2U—C3U—C4U	119.8 (5)
C7—C71—H71C	109.5	C2U—C3U—H3U	120.1
H71A—C71—H71C	109.5	C4U—C3U—H3U	120.1
H71B—C71—H71C	109.5	C4P—C5P—C6P	119.6 (4)
C5Q—C6Q—C1Q	120.5 (4)	C4P—C5P—H5P	120.2
C5Q—C6Q—H6Q	119.8	C6P—C5P—H5P	120.2
C1Q—C6Q—H6Q	119.8	C4R—C3R—C2R	120.3 (5)
C3Q—C2Q—C1Q	120.8 (4)	C4R—C3R—H3R	119.8
C3Q—C2Q—H2Q	119.6	C2R—C3R—H3R	119.8
C1Q—C2Q—H2Q	119.6	C3R—C2R—C1R	120.2 (4)
C5R—C6R—C1R	120.6 (4)	C3R—C2R—H2R	119.9
C5R—C6R—H6R	119.7	C1R—C2R—H2R	119.9
C1R—C6R—H6R	119.7	O61—C61—C6	118.3 (4)
O2—C2—N1	122.9 (4)	O61—C61—C62	121.5 (4)
O2—C2—N3	120.3 (4)	C6—C61—C62	119.7 (4)
N5—Cu—P1—C1P	23.80 (18)	C2R—C1R—C6R—C5R	−0.4 (6)
P2—Cu—P1—C1P	−158.14 (15)	P1—C1R—C6R—C5R	174.7 (3)
N5—Cu—P1—C1Q	−93.63 (19)	C8A—N1—C2—O2	−179.4 (4)
P2—Cu—P1—C1Q	84.43 (17)	C1—N1—C2—O2	−3.1 (6)
N5—Cu—P1—C1R	145.35 (19)	C8A—N1—C2—N3	1.4 (5)
P2—Cu—P1—C1R	−36.59 (17)	C1—N1—C2—N3	177.7 (4)
N5—Cu—P2—C1U	20.5 (2)	C4—N3—C2—O2	−178.0 (4)
P1—Cu—P2—C1U	−157.32 (16)	C3—N3—C2—O2	1.6 (6)
N5—Cu—P2—C1S	141.42 (19)	C4—N3—C2—N1	1.2 (6)
P1—Cu—P2—C1S	−36.43 (17)	C3—N3—C2—N1	−179.2 (3)
N5—Cu—P2—C1T	−96.56 (18)	C1Q—C2Q—C3Q—C4Q	−1.0 (7)
P1—Cu—P2—C1T	85.59 (15)	C3T—C2T—C1T—C6T	−0.3 (6)
P2—Cu—N5—C6	−80.8 (3)	C3T—C2T—C1T—P2	174.4 (3)
P1—Cu—N5—C6	97.5 (3)	C1U—P2—C1T—C6T	22.1 (4)
P2—Cu—N5—C4A	108.6 (3)	C1S—P2—C1T—C6T	−85.3 (4)
P1—Cu—N5—C4A	−73.1 (3)	Cu—P2—C1T—C6T	147.7 (3)
C7—N8—C8A—N1	−171.8 (4)	C1U—P2—C1T—C2T	−152.5 (3)
C7—N8—C8A—C4A	7.7 (6)	C1S—P2—C1T—C2T	100.1 (4)
C2—N1—C8A—N8	178.5 (4)	Cu—P2—C1T—C2T	−26.9 (4)
C1—N1—C8A—N8	2.2 (6)	C1Q—C6Q—C5Q—C4Q	0.0 (7)
C2—N1—C8A—C4A	−1.0 (6)	C4S—C5S—C6S—C1S	−1.2 (7)
C1—N1—C8A—C4A	−177.3 (4)	C1R—C6R—C5R—C4R	1.0 (7)
C8A—N8—C7—C6	−4.2 (6)	C3T—C4T—C5T—C6T	−0.2 (7)
C8A—N8—C7—C71	176.2 (4)	C4A—N5—C6—C7	6.7 (6)
C1P—P1—C1Q—C2Q	−133.2 (4)	Cu—N5—C6—C7	−163.9 (3)
C1R—P1—C1Q—C2Q	115.6 (4)	C4A—N5—C6—C61	−170.6 (4)
Cu—P1—C1Q—C2Q	−13.3 (4)	Cu—N5—C6—C61	18.8 (5)
C1P—P1—C1Q—C6Q	51.2 (4)	N8—C7—C6—N5	−3.1 (6)
C1R—P1—C1Q—C6Q	−60.1 (4)	C71—C7—C6—N5	176.5 (4)
Cu—P1—C1Q—C6Q	171.0 (3)	N8—C7—C6—C61	173.8 (4)
C5U—C6U—C1U—C2U	−1.7 (6)	C71—C7—C6—C61	−6.6 (7)
C5U—C6U—C1U—P2	170.3 (3)	C5S—C6S—C1S—C2S	−0.2 (7)
C3U—C2U—C1U—C6U	3.0 (6)	C5S—C6S—C1S—P2	−178.5 (4)
C3U—C2U—C1U—P2	−169.5 (4)	C3S—C2S—C1S—C6S	2.1 (7)
C1S—P2—C1U—C6U	18.9 (4)	C3S—C2S—C1S—P2	−179.6 (4)
C1T—P2—C1U—C6U	−90.0 (4)	C1U—P2—C1S—C6S	−116.1 (4)
Cu—P2—C1U—C6U	145.5 (3)	C1T—P2—C1S—C6S	−10.7 (4)
C1S—P2—C1U—C2U	−169.0 (3)	Cu—P2—C1S—C6S	116.2 (4)
C1T—P2—C1U—C2U	82.1 (4)	C1U—P2—C1S—C2S	65.6 (4)
Cu—P2—C1U—C2U	−42.4 (4)	C1T—P2—C1S—C2S	171.1 (3)
C1P—P1—C1R—C2R	−23.5 (4)	Cu—P2—C1S—C2S	−62.0 (4)
C1Q—P1—C1R—C2R	84.9 (4)	C4T—C5T—C6T—C1T	−0.6 (7)
Cu—P1—C1R—C2R	−145.6 (3)	C2T—C1T—C6T—C5T	0.8 (6)
C1P—P1—C1R—C6R	161.7 (3)	P2—C1T—C6T—C5T	−173.8 (3)
C1Q—P1—C1R—C6R	−89.8 (4)	C6Q—C5Q—C4Q—C3Q	0.6 (7)
Cu—P1—C1R—C6R	39.6 (4)	C2Q—C3Q—C4Q—C5Q	−0.1 (7)
C1Q—P1—C1P—C2P	−148.2 (4)	C6P—C1P—C2P—C3P	−0.6 (6)
C1R—P1—C1P—C2P	−41.6 (4)	P1—C1P—C2P—C3P	−169.8 (4)
Cu—P1—C1P—C2P	85.7 (4)	C4P—C3P—C2P—C1P	1.1 (7)
C1Q—P1—C1P—C6P	42.7 (4)	C6R—C5R—C4R—C3R	−0.7 (7)
C1R—P1—C1P—C6P	149.3 (3)	C1U—C6U—C5U—C4U	−0.4 (7)
Cu—P1—C1P—C6P	−83.4 (3)	C2P—C3P—C4P—C5P	−0.1 (7)
C6—N5—C4A—C8A	−3.3 (6)	C5T—C4T—C3T—C2T	0.7 (7)
Cu—N5—C4A—C8A	167.9 (3)	C1T—C2T—C3T—C4T	−0.4 (6)
C6—N5—C4A—C4	173.8 (4)	C1S—C2S—C3S—C4S	−2.5 (7)
Cu—N5—C4A—C4	−15.0 (5)	C2P—C1P—C6P—C5P	−0.8 (6)
N8—C8A—C4A—N5	−4.2 (6)	P1—C1P—C6P—C5P	168.8 (3)
N1—C8A—C4A—N5	175.3 (4)	C6U—C5U—C4U—C3U	1.3 (7)
N8—C8A—C4A—C4	178.8 (4)	C6S—C5S—C4S—C3S	0.8 (7)
N1—C8A—C4A—C4	−1.7 (6)	C2S—C3S—C4S—C5S	1.1 (8)
C2—N3—C4—O4	178.5 (4)	C1U—C2U—C3U—C4U	−2.2 (7)
C3—N3—C4—O4	−1.1 (6)	C5U—C4U—C3U—C2U	0.0 (7)
C2—N3—C4—C4A	−3.7 (6)	C3P—C4P—C5P—C6P	−1.3 (7)
C3—N3—C4—C4A	176.7 (3)	C1P—C6P—C5P—C4P	1.7 (7)
N5—C4A—C4—O4	4.6 (6)	C5R—C4R—C3R—C2R	−0.2 (7)
C8A—C4A—C4—O4	−178.3 (4)	C4R—C3R—C2R—C1R	0.7 (7)
N5—C4A—C4—N3	−173.2 (4)	C6R—C1R—C2R—C3R	−0.4 (6)
C8A—C4A—C4—N3	3.9 (5)	P1—C1R—C2R—C3R	−175.1 (4)
C2Q—C1Q—C6Q—C5Q	−1.1 (6)	N5—C6—C61—O61	−31.9 (6)
P1—C1Q—C6Q—C5Q	174.6 (3)	C7—C6—C61—O61	151.0 (4)
C6Q—C1Q—C2Q—C3Q	1.6 (7)	N5—C6—C61—C62	140.4 (4)
P1—C1Q—C2Q—C3Q	−174.2 (3)	C7—C6—C61—C62	−36.8 (6)

Table 1

Selected bond lengths (Å)

Cu—N5	2.036 (3)
Cu—P2	2.212 (1)
Cu—P1	2.238 (1)
Cu—O4	2.466 (3)
Cu—O61	2.529 (3)