[2,5-Dimethyl-N-(2-pyridylmeth­yl)aniline-κ²N,N′]bis­(triphenyl­phosphine-κP)copper(I) perchlorate

The Cu^I centre in the title compound, [Cu(C₁₄H₁₄N₂)(C₁₈H₁₅P)₂]ClO₄, is covalently bonded to the P atoms of two triphenyl­phosphine ligands and to two N atoms of the Schiff base in a tetra­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.027
• wR factor = 0.073
• Data-to-parameter ratio = 19.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       1.12
PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) .        500 Ang.
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)        3000 Deg.

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      1.117
            Tmax scaled      0.765 Tmin scaled      0.721

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

[2,5-Dimethyl-N-(2-pyridylmethyl)aniline-κ²N,N']bis(triphenylphosphine- κP)copper(I) perchlorate

Crystal data

[Cu(C14H14N2)(C18H15P)2]ClO4	Z = 2
Mr = 897.80	F(000) = 932
Triclinic, P1	Dx = 1.338 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.672 (5) Å	Cell parameters from 8381 reflections
b = 14.273 (5) Å	θ = 2.2–33.5°
c = 14.575 (5) Å	µ = 0.67 mm^−1
α = 85.63 (3)°	T = 100 K
β = 71.90 (3)°	Prism, colourless
γ = 74.90 (3)°	0.60 × 0.55 × 0.40 mm
V = 2228.2 (14) Å^3

Data collection

Bruker APEXII CCD area-detector diffractometer	10734 independent reflections
Radiation source: fine-focus sealed tube	9629 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.017
Detector resolution: 0 pixels mm^-1	θmax = 28.0°, θmin = 1.5°
φ and ω scans	h = −15→15
Absorption correction: multi-scan (APEX2; Bruker, 2005)	k = −18→18
Tmin = 0.645, Tmax = 0.685	l = −19→19
25140 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.074	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0368P)^2 + 1.0931P] where P = (Fo^2 + 2Fc^2)/3
10734 reflections	(Δ/σ)max = 0.001
543 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.32 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.711822 (14)	0.760756 (11)	0.274089 (11)	0.01508 (5)
P1	0.60620 (3)	0.66761 (2)	0.22888 (2)	0.01529 (7)
P2	0.83622 (3)	0.84792 (2)	0.17742 (2)	0.01603 (7)
N1	0.57361 (10)	0.84432 (8)	0.39001 (8)	0.0160 (2)
N2	0.77111 (10)	0.69582 (8)	0.39073 (8)	0.0158 (2)
C1	0.46867 (12)	0.91287 (9)	0.38977 (9)	0.0177 (2)
H1A	0.4577	0.9352	0.3307	0.021*
C2	0.37580 (12)	0.95165 (9)	0.47463 (10)	0.0195 (3)
H2A	0.3045	0.9982	0.4716	0.023*
C3	0.39220 (12)	0.91915 (10)	0.56394 (10)	0.0203 (3)
H3A	0.3319	0.9437	0.6212	0.024*
C4	0.50110 (12)	0.84884 (9)	0.56579 (9)	0.0187 (2)
H4A	0.5149	0.8268	0.6241	0.022*
C5	0.58865 (12)	0.81254 (9)	0.47773 (9)	0.0162 (2)
C6	0.70111 (12)	0.73299 (9)	0.47403 (9)	0.0165 (2)
H6A	0.7209	0.7104	0.5302	0.020*
C7	0.87723 (12)	0.61372 (9)	0.38375 (9)	0.0165 (2)
C8	0.99116 (12)	0.62310 (10)	0.32098 (9)	0.0194 (2)
H8A	0.9971	0.6822	0.2908	0.023*
C9	1.09756 (13)	0.54454 (10)	0.30255 (10)	0.0231 (3)
C10	1.08561 (13)	0.45506 (10)	0.34590 (11)	0.0254 (3)
H10A	1.1540	0.4017	0.3327	0.030*
C11	0.97194 (14)	0.44590 (10)	0.40842 (11)	0.0247 (3)
H11A	0.9659	0.3861	0.4370	0.030*
C12	0.86511 (12)	0.52479 (10)	0.42990 (10)	0.0199 (3)
C13	1.22064 (14)	0.55764 (13)	0.23693 (13)	0.0344 (4)
H13A	1.2802	0.4958	0.2248	0.052*
H13B	1.2498	0.6002	0.2672	0.052*
H13C	1.2103	0.5853	0.1770	0.052*
C14	0.74269 (14)	0.51083 (11)	0.49584 (11)	0.0263 (3)
H14A	0.6777	0.5400	0.4676	0.039*
H14B	0.7248	0.5408	0.5572	0.039*
H14C	0.7476	0.4427	0.5048	0.039*
C15	0.44076 (12)	0.71383 (9)	0.29564 (9)	0.0169 (2)
C16	0.35647 (13)	0.77442 (10)	0.25156 (10)	0.0230 (3)
H16A	0.3828	0.7867	0.1857	0.028*
C17	0.23359 (14)	0.81621 (11)	0.30601 (11)	0.0289 (3)
H17A	0.1787	0.8560	0.2764	0.035*
C18	0.19356 (14)	0.79806 (11)	0.40512 (11)	0.0272 (3)
H18A	0.1116	0.8247	0.4412	0.033*
C19	0.27733 (13)	0.73950 (10)	0.45007 (10)	0.0227 (3)
H19A	0.2509	0.7285	0.5161	0.027*
C20	0.40023 (13)	0.69762 (10)	0.39614 (9)	0.0196 (3)
H20A	0.4553	0.6591	0.4264	0.024*
C21	0.64239 (12)	0.53642 (9)	0.25768 (9)	0.0180 (2)
C22	0.55106 (14)	0.48405 (10)	0.28701 (11)	0.0246 (3)
H22A	0.4680	0.5158	0.2955	0.030*
C23	0.58445 (15)	0.38358 (11)	0.30373 (12)	0.0302 (3)
H23A	0.5231	0.3494	0.3228	0.036*
C24	0.70881 (15)	0.33439 (10)	0.29207 (11)	0.0289 (3)
H24A	0.7300	0.2680	0.3033	0.035*
C25	0.79995 (14)	0.38543 (11)	0.26365 (11)	0.0267 (3)
H25A	0.8827	0.3534	0.2557	0.032*
C26	0.76714 (13)	0.48619 (10)	0.24669 (10)	0.0212 (3)
H26A	0.8288	0.5200	0.2279	0.025*
C27	0.60543 (12)	0.66652 (9)	0.10240 (9)	0.0175 (2)
C28	0.53326 (14)	0.61696 (11)	0.07256 (10)	0.0245 (3)
H28A	0.4856	0.5813	0.1173	0.029*
C29	0.53217 (15)	0.62067 (11)	−0.02382 (11)	0.0272 (3)
H29A	0.4834	0.5880	−0.0422	0.033*
C30	0.60365 (15)	0.67295 (11)	−0.09173 (10)	0.0259 (3)
H30A	0.6029	0.6756	−0.1555	0.031*
C31	0.67642 (16)	0.72138 (12)	−0.06320 (11)	0.0301 (3)
H31A	0.7253	0.7559	−0.1084	0.036*
C32	0.67659 (14)	0.71850 (11)	0.03368 (10)	0.0250 (3)
H32A	0.7249	0.7518	0.0519	0.030*
C33	0.75988 (13)	0.93055 (10)	0.09792 (10)	0.0201 (3)
C34	0.64665 (13)	0.99803 (11)	0.14366 (11)	0.0257 (3)
H34A	0.6173	1.0013	0.2107	0.031*
C35	0.57809 (15)	1.06009 (12)	0.08938 (13)	0.0334 (3)
H35A	0.5042	1.1045	0.1201	0.040*
C36	0.62221 (16)	1.05450 (13)	−0.01220 (13)	0.0369 (4)
H36A	0.5769	1.0950	−0.0486	0.044*
C37	0.73338 (17)	0.98857 (13)	−0.05825 (12)	0.0337 (4)
H37A	0.7618	0.9853	−0.1253	0.040*
C38	0.80337 (15)	0.92652 (11)	−0.00383 (10)	0.0262 (3)
H38A	0.8780	0.8831	−0.0351	0.031*
C39	0.98284 (12)	0.77587 (10)	0.09585 (9)	0.0195 (3)
C40	0.99025 (14)	0.67924 (11)	0.07395 (11)	0.0268 (3)
H40A	0.9219	0.6535	0.1019	0.032*
C41	1.09815 (15)	0.62132 (12)	0.01102 (12)	0.0334 (3)
H41A	1.1010	0.5581	−0.0029	0.040*
C42	1.20047 (14)	0.65905 (13)	−0.03019 (11)	0.0322 (3)
H42A	1.2722	0.6216	−0.0726	0.039*
C43	1.19524 (14)	0.75403 (13)	−0.00756 (12)	0.0339 (4)
H43A	1.2646	0.7788	−0.0345	0.041*
C44	1.08736 (14)	0.81258 (11)	0.05495 (11)	0.0282 (3)
H44A	1.0854	0.8755	0.0691	0.034*
C45	0.88294 (11)	0.93317 (9)	0.24006 (9)	0.0173 (2)
C46	0.89135 (11)	0.91171 (9)	0.33453 (9)	0.0175 (2)
H46A	0.8744	0.8547	0.3640	0.021*
C47	0.92527 (12)	0.97591 (10)	0.38455 (10)	0.0199 (3)
H47A	0.9300	0.9612	0.4467	0.024*
C48	0.95159 (12)	1.06130 (10)	0.34070 (10)	0.0220 (3)
H48A	0.9745	1.1034	0.3733	0.026*
C49	0.94335 (13)	1.08349 (10)	0.24675 (10)	0.0234 (3)
H49A	0.9611	1.1404	0.2174	0.028*
C50	0.90844 (13)	1.02018 (10)	0.19684 (10)	0.0210 (3)
H50A	0.9022	1.0359	0.1352	0.025*
Cl1	0.21664 (3)	0.16777 (2)	0.32148 (2)	0.02112 (7)
O1	0.12648 (10)	0.21078 (8)	0.27040 (8)	0.0298 (2)
O2	0.30876 (10)	0.22421 (8)	0.30229 (8)	0.0286 (2)
O3	0.27742 (14)	0.06806 (9)	0.28901 (10)	0.0442 (3)
O4	0.15509 (11)	0.16974 (9)	0.42511 (8)	0.0337 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01480 (8)	0.01638 (8)	0.01383 (8)	−0.00490 (6)	−0.00348 (6)	0.00132 (5)
P1	0.01557 (15)	0.01600 (15)	0.01454 (14)	−0.00543 (12)	−0.00402 (12)	0.00153 (11)
P2	0.01617 (15)	0.01744 (15)	0.01443 (15)	−0.00613 (12)	−0.00317 (12)	0.00098 (11)
N1	0.0159 (5)	0.0149 (5)	0.0172 (5)	−0.0050 (4)	−0.0043 (4)	0.0005 (4)
N2	0.0148 (5)	0.0152 (5)	0.0177 (5)	−0.0048 (4)	−0.0049 (4)	0.0013 (4)
C1	0.0181 (6)	0.0168 (6)	0.0186 (6)	−0.0053 (5)	−0.0055 (5)	0.0018 (5)
C2	0.0159 (6)	0.0172 (6)	0.0236 (6)	−0.0031 (5)	−0.0044 (5)	0.0003 (5)
C3	0.0184 (6)	0.0204 (6)	0.0190 (6)	−0.0044 (5)	−0.0012 (5)	−0.0031 (5)
C4	0.0198 (6)	0.0199 (6)	0.0160 (6)	−0.0056 (5)	−0.0045 (5)	−0.0001 (5)
C5	0.0169 (6)	0.0148 (6)	0.0177 (6)	−0.0055 (5)	−0.0049 (5)	0.0003 (4)
C6	0.0173 (6)	0.0165 (6)	0.0170 (6)	−0.0055 (5)	−0.0065 (5)	0.0016 (4)
C7	0.0169 (6)	0.0168 (6)	0.0162 (6)	−0.0025 (5)	−0.0069 (5)	−0.0010 (4)
C8	0.0190 (6)	0.0193 (6)	0.0194 (6)	−0.0050 (5)	−0.0050 (5)	0.0000 (5)
C9	0.0179 (6)	0.0261 (7)	0.0240 (7)	−0.0026 (5)	−0.0057 (5)	−0.0051 (5)
C10	0.0217 (7)	0.0211 (7)	0.0323 (8)	0.0028 (5)	−0.0120 (6)	−0.0053 (6)
C11	0.0281 (7)	0.0178 (6)	0.0301 (7)	−0.0034 (5)	−0.0139 (6)	0.0021 (5)
C12	0.0211 (6)	0.0197 (6)	0.0208 (6)	−0.0059 (5)	−0.0087 (5)	0.0017 (5)
C13	0.0182 (7)	0.0372 (9)	0.0399 (9)	−0.0017 (6)	−0.0008 (6)	−0.0043 (7)
C14	0.0259 (7)	0.0224 (7)	0.0293 (7)	−0.0087 (6)	−0.0058 (6)	0.0066 (6)
C15	0.0162 (6)	0.0156 (6)	0.0184 (6)	−0.0054 (5)	−0.0035 (5)	−0.0003 (5)
C16	0.0225 (7)	0.0246 (7)	0.0195 (6)	−0.0035 (5)	−0.0054 (5)	0.0034 (5)
C17	0.0222 (7)	0.0309 (8)	0.0285 (8)	0.0021 (6)	−0.0084 (6)	0.0028 (6)
C18	0.0202 (7)	0.0278 (7)	0.0271 (7)	−0.0014 (6)	−0.0010 (6)	−0.0022 (6)
C19	0.0243 (7)	0.0209 (6)	0.0196 (6)	−0.0067 (5)	−0.0012 (5)	0.0000 (5)
C20	0.0215 (6)	0.0190 (6)	0.0192 (6)	−0.0064 (5)	−0.0067 (5)	0.0022 (5)
C21	0.0212 (6)	0.0172 (6)	0.0153 (6)	−0.0044 (5)	−0.0056 (5)	0.0004 (5)
C22	0.0228 (7)	0.0206 (7)	0.0282 (7)	−0.0061 (5)	−0.0045 (6)	0.0035 (5)
C23	0.0339 (8)	0.0209 (7)	0.0331 (8)	−0.0107 (6)	−0.0044 (6)	0.0059 (6)
C24	0.0403 (9)	0.0172 (6)	0.0251 (7)	−0.0016 (6)	−0.0096 (6)	0.0026 (5)
C25	0.0293 (7)	0.0239 (7)	0.0253 (7)	0.0018 (6)	−0.0121 (6)	−0.0036 (5)
C26	0.0219 (6)	0.0228 (7)	0.0198 (6)	−0.0044 (5)	−0.0077 (5)	−0.0025 (5)
C27	0.0181 (6)	0.0172 (6)	0.0164 (6)	−0.0038 (5)	−0.0047 (5)	0.0002 (5)
C28	0.0289 (7)	0.0281 (7)	0.0203 (7)	−0.0148 (6)	−0.0065 (6)	0.0013 (5)
C29	0.0346 (8)	0.0293 (7)	0.0239 (7)	−0.0137 (6)	−0.0126 (6)	−0.0015 (6)
C30	0.0365 (8)	0.0247 (7)	0.0177 (6)	−0.0064 (6)	−0.0111 (6)	0.0012 (5)
C31	0.0396 (9)	0.0350 (8)	0.0198 (7)	−0.0190 (7)	−0.0088 (6)	0.0086 (6)
C32	0.0295 (7)	0.0301 (7)	0.0210 (7)	−0.0162 (6)	−0.0093 (6)	0.0049 (5)
C33	0.0222 (6)	0.0218 (6)	0.0202 (6)	−0.0115 (5)	−0.0083 (5)	0.0062 (5)
C34	0.0243 (7)	0.0273 (7)	0.0257 (7)	−0.0088 (6)	−0.0074 (6)	0.0073 (6)
C35	0.0262 (7)	0.0325 (8)	0.0423 (9)	−0.0091 (6)	−0.0137 (7)	0.0153 (7)
C36	0.0383 (9)	0.0414 (9)	0.0430 (9)	−0.0211 (7)	−0.0259 (8)	0.0244 (8)
C37	0.0450 (9)	0.0431 (9)	0.0242 (7)	−0.0258 (8)	−0.0173 (7)	0.0145 (7)
C38	0.0311 (7)	0.0303 (7)	0.0208 (7)	−0.0155 (6)	−0.0079 (6)	0.0052 (6)
C39	0.0190 (6)	0.0234 (6)	0.0151 (6)	−0.0059 (5)	−0.0030 (5)	−0.0004 (5)
C40	0.0239 (7)	0.0289 (7)	0.0259 (7)	−0.0093 (6)	−0.0015 (6)	−0.0064 (6)
C41	0.0307 (8)	0.0325 (8)	0.0336 (8)	−0.0060 (6)	−0.0032 (7)	−0.0136 (7)
C42	0.0226 (7)	0.0432 (9)	0.0246 (7)	−0.0017 (6)	−0.0013 (6)	−0.0107 (6)
C43	0.0210 (7)	0.0453 (9)	0.0312 (8)	−0.0123 (7)	0.0024 (6)	−0.0042 (7)
C44	0.0242 (7)	0.0289 (7)	0.0289 (7)	−0.0108 (6)	−0.0006 (6)	−0.0021 (6)
C45	0.0150 (6)	0.0176 (6)	0.0184 (6)	−0.0048 (5)	−0.0031 (5)	−0.0008 (5)
C46	0.0143 (5)	0.0177 (6)	0.0185 (6)	−0.0033 (5)	−0.0030 (5)	0.0008 (5)
C47	0.0142 (6)	0.0249 (7)	0.0190 (6)	−0.0027 (5)	−0.0041 (5)	−0.0016 (5)
C48	0.0181 (6)	0.0244 (7)	0.0237 (7)	−0.0074 (5)	−0.0035 (5)	−0.0057 (5)
C49	0.0244 (7)	0.0208 (6)	0.0248 (7)	−0.0105 (5)	−0.0031 (5)	0.0003 (5)
C50	0.0228 (6)	0.0224 (6)	0.0177 (6)	−0.0088 (5)	−0.0035 (5)	0.0019 (5)
Cl1	0.02678 (16)	0.02053 (15)	0.01807 (14)	−0.00661 (12)	−0.00972 (12)	0.00308 (11)
O1	0.0301 (5)	0.0337 (6)	0.0337 (6)	−0.0140 (5)	−0.0189 (5)	0.0126 (5)
O2	0.0246 (5)	0.0407 (6)	0.0249 (5)	−0.0148 (5)	−0.0100 (4)	0.0075 (4)
O3	0.0644 (9)	0.0241 (6)	0.0446 (7)	0.0039 (6)	−0.0281 (7)	−0.0063 (5)
O4	0.0410 (6)	0.0454 (7)	0.0189 (5)	−0.0232 (5)	−0.0059 (5)	0.0058 (5)

Geometric parameters (Å, º)

Cu1—N1	2.1191 (15)	C23—C24	1.401 (2)
Cu1—N2	2.0939 (13)	C23—H23A	0.9300
Cu1—P1	2.2834 (8)	C24—C25	1.385 (2)
Cu1—P2	2.2459 (10)	C24—H24A	0.9300
P1—C15	1.8377 (16)	C25—C26	1.412 (2)
P1—C27	1.8475 (14)	C25—H25A	0.9300
P1—C21	1.8545 (15)	C26—H26A	0.9300
P2—C39	1.8453 (16)	C27—C32	1.3907 (19)
P2—C33	1.8475 (15)	C27—C28	1.4085 (19)
P2—C45	1.8536 (14)	C28—C29	1.406 (2)
N1—C1	1.3548 (17)	C28—H28A	0.9300
N1—C5	1.3714 (17)	C29—C30	1.390 (2)
N2—C6	1.2958 (18)	C29—H29A	0.9300
N2—C7	1.4496 (17)	C30—C31	1.393 (2)
C1—C2	1.4035 (19)	C30—H30A	0.9300
C1—H1A	0.9300	C31—C32	1.410 (2)
C2—C3	1.401 (2)	C31—H31A	0.9300
C2—H2A	0.9300	C32—H32A	0.9300
C3—C4	1.406 (2)	C33—C38	1.411 (2)
C3—H3A	0.9300	C33—C34	1.416 (2)
C4—C5	1.4038 (19)	C34—C35	1.403 (2)
C4—H4A	0.9300	C34—H34A	0.9300
C5—C6	1.4846 (18)	C35—C36	1.409 (3)
C6—H6A	0.9300	C35—H35A	0.9300
C7—C8	1.3933 (19)	C36—C37	1.392 (3)
C7—C12	1.4099 (19)	C36—H36A	0.9300
C8—C9	1.409 (2)	C37—C38	1.414 (2)
C8—H8A	0.9300	C37—H37A	0.9300
C9—C10	1.402 (2)	C38—H38A	0.9300
C9—C13	1.508 (2)	C39—C44	1.397 (2)
C10—C11	1.389 (2)	C39—C40	1.414 (2)
C10—H10A	0.9300	C40—C41	1.402 (2)
C11—C12	1.414 (2)	C40—H40A	0.9300
C11—H11A	0.9300	C41—C42	1.385 (2)
C12—C14	1.507 (2)	C41—H41A	0.9300
C13—H13A	0.9600	C42—C43	1.401 (2)
C13—H13B	0.9600	C42—H42A	0.9300
C13—H13C	0.9600	C43—C44	1.403 (2)
C14—H14A	0.9600	C43—H43A	0.9300
C14—H14B	0.9600	C44—H44A	0.9300
C14—H14C	0.9600	C45—C50	1.4088 (19)
C15—C16	1.4120 (19)	C45—C46	1.4154 (18)
C15—C20	1.4134 (19)	C46—C47	1.4135 (19)
C16—C17	1.401 (2)	C46—H46A	0.9300
C16—H16A	0.9300	C47—C48	1.394 (2)
C17—C18	1.399 (2)	C47—H47A	0.9300
C17—H17A	0.9300	C48—C49	1.409 (2)
C18—C19	1.405 (2)	C48—H48A	0.9300
C18—H18A	0.9300	C49—C50	1.410 (2)
C19—C20	1.399 (2)	C49—H49A	0.9300
C19—H19A	0.9300	C50—H50A	0.9300
C20—H20A	0.9300	Cl1—O2	1.4537 (12)
C21—C22	1.4004 (19)	Cl1—O1	1.4557 (12)
C21—C26	1.410 (2)	Cl1—O4	1.4560 (12)
C22—C23	1.408 (2)	Cl1—O3	1.4563 (13)
C22—H22A	0.9300
N2—Cu1—N1	79.60 (5)	C21—C22—C23	120.25 (14)
N2—Cu1—P2	114.43 (4)	C21—C22—H22A	119.9
N1—Cu1—P2	112.36 (4)	C23—C22—H22A	119.9
N2—Cu1—P1	109.57 (4)	C24—C23—C22	120.88 (14)
N1—Cu1—P1	102.93 (4)	C24—C23—H23A	119.6
P2—Cu1—P1	127.13 (3)	C22—C23—H23A	119.6
C15—P1—C27	103.13 (7)	C25—C24—C23	119.45 (14)
C15—P1—C21	104.79 (7)	C25—C24—H24A	120.3
C27—P1—C21	102.24 (7)	C23—C24—H24A	120.3
C15—P1—Cu1	106.76 (5)	C24—C25—C26	119.97 (14)
C27—P1—Cu1	120.64 (5)	C24—C25—H25A	120.0
C21—P1—Cu1	117.44 (5)	C26—C25—H25A	120.0
C39—P2—C33	105.29 (7)	C21—C26—C25	121.11 (13)
C39—P2—C45	105.34 (7)	C21—C26—H26A	119.4
C33—P2—C45	101.76 (6)	C25—C26—H26A	119.4
C39—P2—Cu1	115.11 (5)	C32—C27—C28	118.19 (12)
C33—P2—Cu1	112.59 (5)	C32—C27—P1	119.02 (10)
C45—P2—Cu1	115.39 (5)	C28—C27—P1	122.78 (10)
C1—N1—C5	117.75 (11)	C29—C28—C27	120.95 (13)
C1—N1—Cu1	129.59 (9)	C29—C28—H28A	119.5
C5—N1—Cu1	112.03 (9)	C27—C28—H28A	119.5
C6—N2—C7	120.59 (11)	C30—C29—C28	120.25 (13)
C6—N2—Cu1	114.20 (9)	C30—C29—H29A	119.9
C7—N2—Cu1	125.15 (9)	C28—C29—H29A	119.9
N1—C1—C2	122.97 (12)	C29—C30—C31	119.26 (13)
N1—C1—H1A	118.5	C29—C30—H30A	120.4
C2—C1—H1A	118.5	C31—C30—H30A	120.4
C3—C2—C1	118.92 (12)	C30—C31—C32	120.51 (14)
C3—C2—H2A	120.5	C30—C31—H31A	119.7
C1—C2—H2A	120.5	C32—C31—H31A	119.7
C2—C3—C4	119.02 (12)	C27—C32—C31	120.83 (13)
C2—C3—H3A	120.5	C27—C32—H32A	119.6
C4—C3—H3A	120.5	C31—C32—H32A	119.6
C5—C4—C3	118.59 (12)	C38—C33—C34	118.89 (13)
C5—C4—H4A	120.7	C38—C33—P2	124.25 (12)
C3—C4—H4A	120.7	C34—C33—P2	116.75 (11)
N1—C5—C4	122.74 (12)	C35—C34—C33	121.01 (15)
N1—C5—C6	115.58 (11)	C35—C34—H34A	119.5
C4—C5—C6	121.60 (12)	C33—C34—H34A	119.5
N2—C6—C5	118.42 (12)	C34—C35—C36	119.39 (16)
N2—C6—H6A	120.8	C34—C35—H35A	120.3
C5—C6—H6A	120.8	C36—C35—H35A	120.3
C8—C7—C12	120.75 (12)	C37—C36—C35	120.30 (15)
C8—C7—N2	116.69 (12)	C37—C36—H36A	119.9
C12—C7—N2	122.25 (12)	C35—C36—H36A	119.9
C7—C8—C9	121.08 (13)	C36—C37—C38	120.50 (15)
C7—C8—H8A	119.5	C36—C37—H37A	119.8
C9—C8—H8A	119.5	C38—C37—H37A	119.8
C10—C9—C8	118.56 (13)	C33—C38—C37	119.91 (15)
C10—C9—C13	121.46 (13)	C33—C38—H38A	120.0
C8—C9—C13	119.98 (14)	C37—C38—H38A	120.0
C11—C10—C9	120.19 (13)	C44—C39—C40	118.43 (13)
C11—C10—H10A	119.9	C44—C39—P2	122.79 (11)
C9—C10—H10A	119.9	C40—C39—P2	118.78 (11)
C10—C11—C12	121.93 (13)	C41—C40—C39	121.56 (14)
C10—C11—H11A	119.0	C41—C40—H40A	119.2
C12—C11—H11A	119.0	C39—C40—H40A	119.2
C7—C12—C11	117.42 (13)	C42—C41—C40	119.43 (15)
C7—C12—C14	122.36 (12)	C42—C41—H41A	120.3
C11—C12—C14	120.14 (13)	C40—C41—H41A	120.3
C9—C13—H13A	109.5	C41—C42—C43	119.58 (14)
C9—C13—H13B	109.5	C41—C42—H42A	120.2
H13A—C13—H13B	109.5	C43—C42—H42A	120.2
C9—C13—H13C	109.5	C42—C43—C44	121.29 (14)
H13A—C13—H13C	109.5	C42—C43—H43A	119.4
H13B—C13—H13C	109.5	C44—C43—H43A	119.4
C12—C14—H14A	109.5	C39—C44—C43	119.68 (14)
C12—C14—H14B	109.5	C39—C44—H44A	120.2
H14A—C14—H14B	109.5	C43—C44—H44A	120.2
C12—C14—H14C	109.5	C50—C45—C46	118.70 (12)
H14A—C14—H14C	109.5	C50—C45—P2	121.76 (10)
H14B—C14—H14C	109.5	C46—C45—P2	119.53 (10)
C16—C15—C20	119.03 (12)	C47—C46—C45	120.80 (12)
C16—C15—P1	121.63 (10)	C47—C46—H46A	119.6
C20—C15—P1	118.92 (10)	C45—C46—H46A	119.6
C17—C16—C15	120.64 (13)	C48—C47—C46	120.01 (13)
C17—C16—H16A	119.7	C48—C47—H47A	120.0
C15—C16—H16A	119.7	C46—C47—H47A	120.0
C18—C17—C16	119.91 (14)	C47—C48—C49	119.69 (13)
C18—C17—H17A	120.0	C47—C48—H48A	120.2
C16—C17—H17A	120.0	C49—C48—H48A	120.2
C17—C18—C19	119.92 (13)	C48—C49—C50	120.56 (13)
C17—C18—H18A	120.0	C48—C49—H49A	119.7
C19—C18—H18A	120.0	C50—C49—H49A	119.7
C20—C19—C18	120.46 (13)	C45—C50—C49	120.23 (13)
C20—C19—H19A	119.8	C45—C50—H50A	119.9
C18—C19—H19A	119.8	C49—C50—H50A	119.9
C19—C20—C15	120.01 (13)	O2—Cl1—O1	109.14 (7)
C19—C20—H20A	120.0	O2—Cl1—O4	108.05 (7)
C15—C20—H20A	120.0	O1—Cl1—O4	110.22 (8)
C22—C21—C26	118.33 (13)	O2—Cl1—O3	109.87 (8)
C22—C21—P1	122.58 (11)	O1—Cl1—O3	109.71 (8)
C26—C21—P1	119.05 (10)	O4—Cl1—O3	109.83 (8)
N2—Cu1—P1—C15	92.16 (6)	C18—C19—C20—C15	−0.2 (2)
N1—Cu1—P1—C15	8.76 (5)	C16—C15—C20—C19	1.51 (19)
P2—Cu1—P1—C15	−122.79 (5)	P1—C15—C20—C19	174.22 (10)
N2—Cu1—P1—C27	−150.84 (6)	C15—P1—C21—C22	24.01 (13)
N1—Cu1—P1—C27	125.77 (6)	C27—P1—C21—C22	−83.31 (13)
P2—Cu1—P1—C27	−5.78 (5)	Cu1—P1—C21—C22	142.25 (10)
N2—Cu1—P1—C21	−25.03 (6)	C15—P1—C21—C26	−158.17 (10)
N1—Cu1—P1—C21	−108.42 (7)	C27—P1—C21—C26	94.51 (11)
P2—Cu1—P1—C21	120.03 (6)	Cu1—P1—C21—C26	−39.93 (12)
N2—Cu1—P2—C39	75.55 (6)	C26—C21—C22—C23	−0.7 (2)
N1—Cu1—P2—C39	163.96 (6)	P1—C21—C22—C23	177.09 (11)
P1—Cu1—P2—C39	−68.10 (6)	C21—C22—C23—C24	0.4 (2)
N2—Cu1—P2—C33	−163.76 (6)	C22—C23—C24—C25	0.0 (2)
N1—Cu1—P2—C33	−75.35 (7)	C23—C24—C25—C26	0.0 (2)
P1—Cu1—P2—C33	52.59 (6)	C22—C21—C26—C25	0.7 (2)
N2—Cu1—P2—C45	−47.53 (6)	P1—C21—C26—C25	−177.21 (10)
N1—Cu1—P2—C45	40.88 (6)	C24—C25—C26—C21	−0.3 (2)
P1—Cu1—P2—C45	168.82 (5)	C15—P1—C27—C32	122.87 (12)
N2—Cu1—N1—C1	−173.33 (11)	C21—P1—C27—C32	−128.54 (12)
P2—Cu1—N1—C1	74.39 (11)	Cu1—P1—C27—C32	4.03 (13)
P1—Cu1—N1—C1	−65.43 (11)	C15—P1—C27—C28	−55.58 (13)
N2—Cu1—N1—C5	−2.72 (8)	C21—P1—C27—C28	53.01 (13)
P2—Cu1—N1—C5	−115.01 (8)	Cu1—P1—C27—C28	−174.42 (10)
P1—Cu1—N1—C5	105.17 (8)	C32—C27—C28—C29	−0.6 (2)
N1—Cu1—N2—C6	0.49 (9)	P1—C27—C28—C29	177.85 (12)
P2—Cu1—N2—C6	110.45 (9)	C27—C28—C29—C30	0.6 (2)
P1—Cu1—N2—C6	−99.66 (9)	C28—C29—C30—C31	0.1 (2)
N1—Cu1—N2—C7	177.96 (10)	C29—C30—C31—C32	−0.8 (2)
P2—Cu1—N2—C7	−72.08 (10)	C28—C27—C32—C31	0.0 (2)
P1—Cu1—N2—C7	77.82 (10)	P1—C27—C32—C31	−178.55 (12)
C5—N1—C1—C2	−0.35 (18)	C30—C31—C32—C27	0.7 (2)
Cu1—N1—C1—C2	169.81 (9)	C39—P2—C33—C38	6.77 (13)
N1—C1—C2—C3	0.68 (19)	C45—P2—C33—C38	116.47 (12)
C1—C2—C3—C4	0.05 (19)	Cu1—P2—C33—C38	−119.40 (11)
C2—C3—C4—C5	−1.06 (19)	C39—P2—C33—C34	−177.00 (10)
C1—N1—C5—C4	−0.74 (18)	C45—P2—C33—C34	−67.30 (12)
Cu1—N1—C5—C4	−172.56 (10)	Cu1—P2—C33—C34	56.83 (12)
C1—N1—C5—C6	176.22 (11)	C38—C33—C34—C35	0.1 (2)
Cu1—N1—C5—C6	4.39 (13)	P2—C33—C34—C35	−176.37 (12)
C3—C4—C5—N1	1.44 (19)	C33—C34—C35—C36	0.5 (2)
C3—C4—C5—C6	−175.33 (11)	C34—C35—C36—C37	−0.6 (2)
C7—N2—C6—C5	−175.83 (11)	C35—C36—C37—C38	0.0 (2)
Cu1—N2—C6—C5	1.77 (14)	C34—C33—C38—C37	−0.7 (2)
N1—C5—C6—N2	−4.28 (17)	P2—C33—C38—C37	175.49 (11)
C4—C5—C6—N2	172.71 (12)	C36—C37—C38—C33	0.6 (2)
C6—N2—C7—C8	−127.69 (13)	C33—P2—C39—C44	77.04 (13)
Cu1—N2—C7—C8	54.99 (14)	C45—P2—C39—C44	−30.07 (14)
C6—N2—C7—C12	58.68 (17)	Cu1—P2—C39—C44	−158.36 (11)
Cu1—N2—C7—C12	−118.64 (12)	C33—P2—C39—C40	−103.22 (12)
C12—C7—C8—C9	−0.6 (2)	C45—P2—C39—C40	149.68 (11)
N2—C7—C8—C9	−174.34 (12)	Cu1—P2—C39—C40	21.39 (13)
C7—C8—C9—C10	2.4 (2)	C44—C39—C40—C41	−1.5 (2)
C7—C8—C9—C13	−177.94 (13)	P2—C39—C40—C41	178.75 (13)
C8—C9—C10—C11	−2.4 (2)	C39—C40—C41—C42	0.5 (3)
C13—C9—C10—C11	177.98 (14)	C40—C41—C42—C43	0.8 (3)
C9—C10—C11—C12	0.6 (2)	C41—C42—C43—C44	−1.1 (3)
C8—C7—C12—C11	−1.20 (19)	C40—C39—C44—C43	1.1 (2)
N2—C7—C12—C11	172.17 (12)	P2—C39—C44—C43	−179.12 (12)
C8—C7—C12—C14	−178.07 (13)	C42—C43—C44—C39	0.1 (3)
N2—C7—C12—C14	−4.7 (2)	C39—P2—C45—C50	81.66 (12)
C10—C11—C12—C7	1.2 (2)	C33—P2—C45—C50	−28.00 (12)
C10—C11—C12—C14	178.16 (13)	Cu1—P2—C45—C50	−150.22 (10)
C27—P1—C15—C16	−26.42 (12)	C39—P2—C45—C46	−99.47 (11)
C21—P1—C15—C16	−133.08 (11)	C33—P2—C45—C46	150.88 (10)
Cu1—P1—C15—C16	101.66 (11)	Cu1—P2—C45—C46	28.65 (12)
C27—P1—C15—C20	161.07 (10)	C50—C45—C46—C47	−0.32 (19)
C21—P1—C15—C20	54.41 (11)	P2—C45—C46—C47	−179.23 (10)
Cu1—P1—C15—C20	−70.85 (11)	C45—C46—C47—C48	−0.36 (19)
C20—C15—C16—C17	−1.4 (2)	C46—C47—C48—C49	0.4 (2)
P1—C15—C16—C17	−173.93 (11)	C47—C48—C49—C50	0.2 (2)
C15—C16—C17—C18	0.1 (2)	C46—C45—C50—C49	0.91 (19)
C16—C17—C18—C19	1.2 (2)	P2—C45—C50—C49	179.79 (10)
C17—C18—C19—C20	−1.1 (2)	C48—C49—C50—C45	−0.8 (2)