mer-Bis[2-(6-fluoro-3-methyl­quinoxalin-2-yl-κN¹)phen­yl][3-phenyl-5-(2-pyridyl-κN)-1,2,4-triazol-1-yl]iridium(III) dichloro­methane disolvate

The title compound, [Ir(C₁₅H₁₀FN₂)₂(C₁₃H₉N₄)]·2CH₂Cl₂ or C₄₃H₂₉F₂IrN₈·2CH₂Cl₂, shows the appreciable trans influence of the C donors; the Ir—N bond lengths trans to C are 2.129 (2) and 2.210 (2) Å, cf. the Ir—N distances trans to N, of 2.055 (2) and 2.070 (2) Å. The three chelating ligands are approximately perpendicular to each other.

Key indicators

• Single-crystal X-ray study
• T = 133 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.026
• wR factor = 0.068
• Data-to-parameter ratio = 22.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT221_ALERT_4_B Large Solvent/Anion Cl     Ueq(max)/Ueq(min) ...       4.86 Ratio
PLAT221_ALERT_4_B Large Solvent/Anion Cl     Ueq(max)/Ueq(min) ...       4.49 Ratio
PLAT432_ALERT_2_B Short Inter X...Y Contact  Cl3'   ..  C45'    ..       2.99 Ang.

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.94
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C44
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for       C44'
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for       C45'
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      50.00 Perc.
PLAT432_ALERT_2_C Short Inter X...Y Contact  Cl3    ..  C24     ..       3.24 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact  C27    ..  Cl4'    ..       3.16 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H45B   ..  N7      ..       2.70 Ang.

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      0.936
            Tmax scaled      0.545 Tmin scaled      0.489

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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
   9 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
              Please specify the role of each of the co-authors
              for your paper.

Author Response: Cooperation between group leaders WWDM, WK. Compound made by SA, HHJ. Structure determined by CD. Structure checked and paper written by PGJ.

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97.

mer-Bis[2-(6-fluoro-3-methylquinoxalin-2-yl-κN¹)phenyl][3-phenyl-5- (2-pyridyl-κN)-1,2,4-triazol-1-yl]iridium(III) dichloromethane disolvate

Crystal data

[Ir(C15H10FN2)2(C13H9N4)]·2CH2Cl2	F(000) = 2088
Mr = 1057.79	Dx = 1.711 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 19.1184 (14) Å	Cell parameters from 8722 reflections
b = 12.5390 (8) Å	θ = 2–30°
c = 18.2869 (12) Å	µ = 3.57 mm^−1
β = 110.521 (4)°	T = 133 K
V = 4105.7 (5) Å^3	Prism, red
Z = 4	0.24 × 0.18 × 0.17 mm

Data collection

Bruker SMART 1000 CCD diffractometer	12496 independent reflections
Radiation source: fine-focus sealed tube	10326 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
Detector resolution: 8.192 pixels mm^-1	θmax = 30.5°, θmin = 1.1°
φ and ω scans	h = −27→27
Absorption correction: multi-scan (SADABS; Bruker, 1998)	k = −17→17
Tmin = 0.523, Tmax = 0.582	l = −25→26
85935 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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.068	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0282P)^2 + 7.1619P] where P = (Fo^2 + 2Fc^2)/3
12496 reflections	(Δ/σ)max = 0.002
566 parameters	Δρmax = 1.29 e Å^−3
118 restraints	Δρmin = −1.18 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.

Calculations of planes: =============================================================================

1. Chelate rings

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

- 5.7634 (0.0170) x - 5.1454 (0.0109) y + 16.6726 (0.0071) z = 3.8315 (0.0098)

* 0.0641 (0.0010) Ir * -0.0808 (0.0014) N3 * -0.0628 (0.0015) C16 * 0.0240 (0.0017) C21 * 0.0555 (0.0017) C22

Rms deviation of fitted atoms = 0.0604

16.3955 (0.0110) x + 0.3774 (0.0113) y + 3.2966 (0.0197) z = 5.6147 (0.0087)

Angle to previous plane (with approximate e.s.d.) = 80.15 (0.08)

* 0.0082 (0.0010) Ir * -0.0125 (0.0016) N5 * 0.0015 (0.0020) C35 * 0.0102 (0.0020) C36 * -0.0074 (0.0016) N8

Rms deviation of fitted atoms = 0.0088

2.0921 (0.0154) x + 11.7979 (0.0049) y + 4.7883 (0.0167) z = 7.7712 (0.0063)

Angle to previous plane (with approximate e.s.d.) = 73.34 (0.08)

* -0.0885 (0.0010) Ir * 0.0755 (0.0015) C1 * -0.0121 (0.0017) C6 * -0.0994 (0.0016) C7 * 0.1245 (0.0014) N1

Rms deviation of fitted atoms = 0.0884

=============================================================================

2. Intraligand planes

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

6.2721 (0.0131) x + 11.7265 (0.0032) y + 0.1796 (0.0083) z = 7.2262 (0.0041)

* 0.0875 (0.0022) C7 * 0.0470 (0.0026) C8 * -0.0355 (0.0025) C9 * -0.0072 (0.0026) C10 * -0.0010 (0.0027) C11 * -0.0001 (0.0027) C12 * 0.0299 (0.0025) C13 * 0.0033 (0.0024) C14 * -0.0443 (0.0024) C15 * -0.0695 (0.0019) N1 * -0.0138 (0.0024) N2 * 0.0037 (0.0019) F1

Rms deviation of fitted atoms = 0.0399

3.1308 (0.0217) x + 11.1247 (0.0066) y + 6.3373 (0.0193) z = 8.3262 (0.0032)

Angle to previous plane (with approximate e.s.d.) = 19.79 (0.08)

* 0.0077 (0.0018) C1 * -0.0055 (0.0019) C2 * -0.0014 (0.0020) C3 * 0.0062 (0.0021) C4 * -0.0037 (0.0020) C5 * -0.0032 (0.0019) C6

Rms deviation of fitted atoms = 0.0051

- 5.1828 (0.0148) x - 7.5689 (0.0051) y + 14.5786 (0.0058) z = 1.8082 (0.0040)

Angle to previous plane (with approximate e.s.d.) = 75.13 (0.06)

* -0.0940 (0.0023) C22 * -0.0322 (0.0028) C23 * -0.0214 (0.0027) C24 * 0.0485 (0.0031) C25 * 0.0414 (0.0035) C26 * -0.0017 (0.0035) C27 * -0.0365 (0.0030) C28 * -0.0057 (0.0025) C29 * 0.0555 (0.0026) C30 * 0.0568 (0.0020) N3 * 0.0457 (0.0028) N4 * -0.0563 (0.0025) F2

Rms deviation of fitted atoms = 0.0477

- 4.3252 (0.0233) x - 4.6047 (0.0142) y + 16.9017 (0.0086) z = 4.5375 (0.0137)

Angle to previous plane (with approximate e.s.d.) = 16.38 (0.11)

* 0.0003 (0.0019) C16 * -0.0052 (0.0021) C17 * 0.0045 (0.0023) C18 * 0.0011 (0.0024) C19 * -0.0058 (0.0022) C20 * 0.0051 (0.0020) C21

Rms deviation of fitted atoms = 0.0043

16.2985 (0.0055) x + 0.7370 (0.0121) y + 3.4307 (0.0107) z = 5.7554 (0.0033)

Angle to previous plane (with approximate e.s.d.) = 75.28 (0.08)

* 0.0010 (0.0023) C31 * -0.0126 (0.0028) C32 * 0.0096 (0.0031) C33 * -0.0020 (0.0033) C34 * -0.0017 (0.0030) C35 * -0.0199 (0.0029) C36 * 0.0183 (0.0025) C37 * -0.0266 (0.0021) N5 * 0.0094 (0.0021) N6 * -0.0039 (0.0026) N7 * 0.0285 (0.0021) N8

Rms deviation of fitted atoms = 0.0154

12.4983 (0.0215) x - 2.5546 (0.0169) y + 8.2908 (0.0235) z = 6.4568 (0.0022)

Angle to previous plane (with approximate e.s.d.) = 22.50 (0.14)

* -0.0109 (0.0023) C38 * 0.0082 (0.0025) C39 * 0.0022 (0.0026) C40 * -0.0099 (0.0024) C41 * 0.0072 (0.0024) C42 * 0.0033 (0.0024) C43

Rms deviation of fitted atoms = 0.0077

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	Occ. (<1)
Ir	0.242863 (5)	0.425882 (7)	0.449041 (5)	0.01637 (3)
C1	0.25473 (15)	0.4774 (2)	0.35122 (15)	0.0199 (5)
N1	0.35731 (13)	0.41187 (17)	0.47805 (13)	0.0191 (4)
F1	0.56223 (11)	0.30412 (17)	0.76450 (10)	0.0381 (4)
C2	0.20026 (17)	0.5276 (2)	0.28794 (16)	0.0235 (5)
H2	0.1518	0.5391	0.2898	0.028*
N2	0.50040 (14)	0.3399 (2)	0.49171 (15)	0.0265 (5)
F2	−0.08695 (13)	0.2107 (2)	0.19864 (15)	0.0602 (7)
C3	0.21576 (18)	0.5606 (2)	0.22301 (16)	0.0266 (6)
H3	0.1781	0.5948	0.1811	0.032*
N3	0.12991 (13)	0.45475 (17)	0.41021 (13)	0.0194 (4)
C4	0.28585 (18)	0.5440 (2)	0.21870 (17)	0.0281 (6)
H4	0.2963	0.5674	0.1742	0.034*
N4	−0.02205 (15)	0.4975 (2)	0.37761 (17)	0.0341 (6)
C5	0.34065 (17)	0.4931 (2)	0.27930 (16)	0.0260 (6)
H5	0.3885	0.4809	0.2760	0.031*
N5	0.24953 (13)	0.25965 (18)	0.42861 (13)	0.0213 (4)
C6	0.32557 (15)	0.4597 (2)	0.34552 (15)	0.0209 (5)
N6	0.26584 (14)	0.19910 (18)	0.37466 (14)	0.0227 (5)
C7	0.38048 (15)	0.4138 (2)	0.41639 (15)	0.0203 (5)
N7	0.25044 (17)	0.09035 (19)	0.46731 (16)	0.0303 (6)
C8	0.45298 (16)	0.3715 (2)	0.42408 (16)	0.0239 (5)
N8	0.22373 (13)	0.34703 (18)	0.54848 (13)	0.0210 (4)
C9	0.47778 (19)	0.3522 (3)	0.35597 (18)	0.0338 (7)
H9A	0.4944	0.4196	0.3403	0.041*
H9B	0.4360	0.3235	0.3122	0.041*
H9C	0.5191	0.3010	0.3709	0.041*
C10	0.48029 (15)	0.3502 (2)	0.55609 (16)	0.0224 (5)
C11	0.53283 (17)	0.3215 (2)	0.62936 (17)	0.0272 (6)
H11	0.5809	0.2960	0.6337	0.033*
C12	0.51300 (17)	0.3312 (2)	0.69364 (17)	0.0275 (6)
C13	0.44384 (16)	0.3708 (2)	0.69040 (16)	0.0256 (6)
H13	0.4328	0.3793	0.7369	0.031*
C14	0.39160 (16)	0.3976 (2)	0.61896 (16)	0.0234 (5)
H14	0.3442	0.4242	0.6160	0.028*
C15	0.40858 (15)	0.3855 (2)	0.55027 (15)	0.0197 (5)
C16	0.24122 (15)	0.5747 (2)	0.48677 (14)	0.0197 (5)
C17	0.30343 (16)	0.6409 (2)	0.52041 (16)	0.0247 (5)
H17	0.3517	0.6156	0.5252	0.030*
C18	0.29602 (18)	0.7425 (2)	0.54676 (19)	0.0318 (7)
H18	0.3390	0.7855	0.5700	0.038*
C19	0.22578 (19)	0.7814 (3)	0.53918 (19)	0.0334 (7)
H19	0.2209	0.8511	0.5571	0.040*
C20	0.16310 (18)	0.7193 (2)	0.50583 (18)	0.0297 (6)
H20	0.1152	0.7467	0.5003	0.036*
C21	0.17006 (15)	0.6153 (2)	0.47991 (15)	0.0210 (5)
C22	0.10840 (15)	0.5437 (2)	0.43841 (15)	0.0204 (5)
C23	0.02988 (16)	0.5605 (2)	0.42347 (18)	0.0263 (6)
C24	0.00087 (19)	0.6496 (3)	0.4601 (2)	0.0370 (7)
H24A	0.0025	0.7167	0.4333	0.044*
H24B	0.0320	0.6558	0.5154	0.044*
H24C	−0.0508	0.6342	0.4555	0.044*
C25	−0.00028 (17)	0.4142 (2)	0.34233 (18)	0.0297 (6)
C26	−0.05647 (19)	0.3509 (3)	0.2890 (2)	0.0413 (8)
H26	−0.1079	0.3641	0.2792	0.050*
C27	−0.0344 (2)	0.2707 (3)	0.2522 (2)	0.0407 (8)
C28	0.03977 (19)	0.2475 (3)	0.2642 (2)	0.0352 (7)
H28	0.0524	0.1911	0.2363	0.042*
C29	0.09489 (17)	0.3076 (2)	0.31705 (17)	0.0264 (6)
H29	0.1459	0.2925	0.3260	0.032*
C30	0.07581 (16)	0.3910 (2)	0.35780 (16)	0.0229 (5)
C31	0.20764 (16)	0.3950 (2)	0.60660 (16)	0.0247 (5)
H31	0.2037	0.4705	0.6062	0.030*
C32	0.19666 (18)	0.3386 (3)	0.66694 (18)	0.0310 (6)
H32	0.1851	0.3750	0.7069	0.037*
C33	0.2027 (2)	0.2286 (3)	0.6682 (2)	0.0398 (8)
H33	0.1972	0.1884	0.7098	0.048*
C34	0.2171 (2)	0.1780 (3)	0.6074 (2)	0.0393 (8)
H34	0.2203	0.1025	0.6062	0.047*
C35	0.22677 (17)	0.2390 (2)	0.54845 (16)	0.0254 (6)
C36	0.24164 (17)	0.1930 (2)	0.48243 (17)	0.0252 (6)
C37	0.26550 (17)	0.0988 (2)	0.40041 (17)	0.0247 (5)
C38	0.27939 (17)	0.0057 (2)	0.35805 (17)	0.0254 (6)
C39	0.3177 (2)	0.0177 (2)	0.3063 (2)	0.0337 (7)
H39	0.3371	0.0855	0.3000	0.040*
C40	0.3274 (2)	−0.0696 (3)	0.2640 (2)	0.0374 (7)
H40	0.3532	−0.0611	0.2284	0.045*
C41	0.30002 (19)	−0.1688 (2)	0.2733 (2)	0.0335 (7)
H41	0.3061	−0.2279	0.2436	0.040*
C42	0.2637 (2)	−0.1813 (2)	0.3263 (2)	0.0359 (7)
H42	0.2459	−0.2497	0.3338	0.043*
C43	0.25304 (19)	−0.0950 (2)	0.36846 (18)	0.0327 (7)
H43	0.2278	−0.1042	0.4045	0.039*
C44	0.44092 (19)	0.4616 (2)	0.06499 (18)	0.108 (4)	0.686 (5)
H44A	0.4783	0.4141	0.0558	0.130*	0.686 (5)
H44B	0.3933	0.4516	0.0210	0.130*	0.686 (5)
Cl1	0.46900 (14)	0.58917 (16)	0.06311 (16)	0.0800 (9)	0.686 (5)
Cl2	0.4283 (2)	0.4213 (2)	0.14871 (17)	0.0973 (11)	0.686 (5)
C44'	0.443 (2)	0.525 (2)	0.0592 (19)	0.141 (9)*	0.314 (5)
H44C	0.3912	0.5426	0.0251	0.169*	0.314 (5)
H44D	0.4708	0.5917	0.0796	0.169*	0.314 (5)
Cl1'	0.4879 (17)	0.4460 (18)	0.0124 (17)	0.389 (13)*	0.314 (5)
Cl2'	0.4451 (15)	0.4380 (18)	0.1331 (14)	0.313 (10)*	0.314 (5)
C45	0.0655 (5)	0.0275 (8)	0.4259 (8)	0.093 (4)	0.647 (6)
H45A	0.0895	−0.0180	0.4723	0.112*	0.647 (6)
H45B	0.1034	0.0443	0.4020	0.112*	0.647 (6)
Cl3	0.03510 (18)	0.14200 (16)	0.45394 (16)	0.0856 (11)	0.647 (6)
Cl4	−0.0081 (3)	−0.0414 (3)	0.35923 (19)	0.1223 (15)	0.647 (6)
C45'	0.0637 (17)	0.023 (3)	0.4586 (14)	0.138 (9)*	0.353 (6)
H45C	0.0660	−0.0227	0.5034	0.165*	0.353 (6)
H45D	0.1108	0.0640	0.4710	0.165*	0.353 (6)
Cl3'	−0.0127 (16)	0.1048 (19)	0.4315 (15)	0.384 (12)*	0.353 (6)
Cl4'	0.0430 (7)	−0.0496 (8)	0.3718 (6)	0.147 (3)*	0.353 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ir	0.01553 (5)	0.01617 (5)	0.01620 (5)	−0.00066 (3)	0.00406 (3)	−0.00019 (3)
C1	0.0232 (14)	0.0152 (11)	0.0198 (11)	−0.0028 (9)	0.0056 (10)	−0.0028 (9)
N1	0.0199 (11)	0.0182 (10)	0.0187 (10)	0.0003 (8)	0.0061 (8)	−0.0003 (8)
F1	0.0265 (10)	0.0570 (12)	0.0263 (9)	0.0086 (9)	0.0038 (7)	0.0129 (8)
C2	0.0251 (15)	0.0214 (12)	0.0218 (12)	−0.0003 (10)	0.0056 (10)	0.0000 (10)
N2	0.0227 (13)	0.0308 (12)	0.0271 (12)	0.0028 (9)	0.0103 (10)	−0.0007 (10)
F2	0.0349 (13)	0.0675 (16)	0.0676 (16)	−0.0217 (11)	0.0048 (11)	−0.0359 (13)
C3	0.0305 (16)	0.0248 (14)	0.0209 (12)	0.0001 (11)	0.0047 (11)	0.0030 (10)
N3	0.0195 (11)	0.0185 (10)	0.0185 (10)	−0.0016 (8)	0.0045 (8)	−0.0006 (8)
C4	0.0352 (17)	0.0276 (14)	0.0214 (13)	−0.0048 (12)	0.0097 (12)	0.0026 (11)
N4	0.0206 (13)	0.0362 (14)	0.0412 (15)	−0.0004 (10)	0.0056 (11)	−0.0072 (12)
C5	0.0282 (16)	0.0272 (14)	0.0246 (13)	−0.0039 (11)	0.0118 (11)	0.0004 (11)
N5	0.0233 (12)	0.0212 (11)	0.0198 (10)	−0.0003 (8)	0.0082 (9)	0.0005 (8)
C6	0.0216 (14)	0.0193 (11)	0.0207 (12)	−0.0040 (9)	0.0061 (10)	−0.0016 (9)
N6	0.0252 (13)	0.0195 (11)	0.0245 (11)	0.0001 (8)	0.0101 (9)	−0.0009 (8)
C7	0.0208 (13)	0.0196 (12)	0.0212 (12)	−0.0034 (9)	0.0081 (10)	−0.0027 (9)
N7	0.0454 (17)	0.0180 (11)	0.0311 (13)	0.0022 (10)	0.0177 (12)	0.0043 (9)
C8	0.0226 (14)	0.0241 (13)	0.0269 (13)	−0.0009 (10)	0.0112 (11)	−0.0009 (10)
N8	0.0177 (11)	0.0241 (11)	0.0202 (10)	−0.0004 (8)	0.0053 (8)	0.0007 (8)
C9	0.0309 (17)	0.0462 (19)	0.0284 (15)	0.0053 (14)	0.0154 (13)	−0.0006 (13)
C10	0.0185 (13)	0.0231 (12)	0.0252 (13)	0.0006 (10)	0.0073 (10)	0.0004 (10)
C11	0.0186 (14)	0.0325 (15)	0.0293 (14)	0.0039 (11)	0.0067 (11)	0.0044 (11)
C12	0.0206 (14)	0.0334 (15)	0.0240 (13)	0.0004 (11)	0.0023 (11)	0.0069 (11)
C13	0.0241 (15)	0.0311 (14)	0.0213 (12)	−0.0007 (11)	0.0074 (10)	0.0021 (11)
C14	0.0199 (14)	0.0273 (13)	0.0217 (12)	0.0000 (10)	0.0056 (10)	0.0001 (10)
C15	0.0181 (13)	0.0187 (11)	0.0206 (12)	0.0001 (9)	0.0048 (9)	0.0003 (9)
C16	0.0188 (13)	0.0213 (12)	0.0164 (11)	−0.0004 (9)	0.0031 (9)	0.0017 (9)
C17	0.0189 (14)	0.0250 (13)	0.0270 (13)	−0.0021 (10)	0.0043 (10)	−0.0026 (10)
C18	0.0279 (16)	0.0273 (15)	0.0346 (15)	−0.0061 (11)	0.0039 (12)	−0.0093 (12)
C19	0.0350 (18)	0.0245 (14)	0.0367 (16)	−0.0011 (12)	0.0078 (13)	−0.0110 (12)
C20	0.0270 (16)	0.0258 (14)	0.0350 (15)	0.0025 (11)	0.0095 (12)	−0.0083 (12)
C21	0.0210 (14)	0.0203 (12)	0.0194 (11)	−0.0011 (10)	0.0042 (10)	−0.0021 (9)
C22	0.0178 (13)	0.0221 (12)	0.0193 (11)	0.0016 (9)	0.0041 (9)	0.0006 (9)
C23	0.0188 (14)	0.0273 (14)	0.0302 (14)	0.0018 (10)	0.0055 (11)	0.0000 (11)
C24	0.0223 (16)	0.0383 (17)	0.050 (2)	0.0047 (13)	0.0125 (14)	−0.0102 (15)
C25	0.0201 (14)	0.0325 (15)	0.0321 (15)	−0.0040 (11)	0.0036 (11)	−0.0034 (12)
C26	0.0207 (16)	0.050 (2)	0.047 (2)	−0.0098 (14)	0.0040 (14)	−0.0107 (16)
C27	0.0304 (18)	0.0422 (19)	0.0429 (18)	−0.0146 (14)	0.0047 (14)	−0.0179 (15)
C28	0.0330 (18)	0.0334 (16)	0.0354 (16)	−0.0084 (13)	0.0072 (13)	−0.0102 (13)
C29	0.0239 (15)	0.0266 (14)	0.0257 (13)	−0.0030 (11)	0.0051 (11)	−0.0043 (11)
C30	0.0186 (14)	0.0245 (12)	0.0217 (12)	−0.0038 (10)	0.0021 (10)	−0.0008 (10)
C31	0.0211 (14)	0.0301 (14)	0.0235 (13)	0.0014 (10)	0.0085 (10)	−0.0015 (10)
C32	0.0315 (17)	0.0392 (17)	0.0255 (14)	0.0020 (13)	0.0139 (12)	0.0003 (12)
C33	0.054 (2)	0.0436 (19)	0.0289 (15)	0.0042 (16)	0.0239 (15)	0.0094 (14)
C34	0.063 (3)	0.0285 (16)	0.0349 (17)	0.0060 (15)	0.0280 (17)	0.0092 (13)
C35	0.0280 (15)	0.0257 (13)	0.0239 (13)	0.0012 (11)	0.0108 (11)	0.0034 (10)
C36	0.0300 (16)	0.0218 (13)	0.0252 (13)	0.0014 (10)	0.0112 (11)	0.0050 (10)
C37	0.0273 (15)	0.0208 (12)	0.0258 (13)	0.0013 (10)	0.0089 (11)	0.0017 (10)
C38	0.0286 (16)	0.0178 (12)	0.0280 (13)	0.0020 (10)	0.0078 (11)	0.0014 (10)
C39	0.0407 (19)	0.0219 (14)	0.0444 (18)	0.0023 (12)	0.0223 (15)	0.0013 (12)
C40	0.047 (2)	0.0295 (16)	0.0440 (19)	0.0063 (14)	0.0261 (16)	−0.0015 (14)
C41	0.0332 (18)	0.0249 (14)	0.0383 (17)	0.0085 (12)	0.0074 (13)	−0.0044 (12)
C42	0.0389 (19)	0.0192 (13)	0.0455 (19)	0.0009 (12)	0.0098 (15)	0.0000 (13)
C43	0.0393 (19)	0.0248 (14)	0.0359 (16)	0.0002 (12)	0.0156 (14)	0.0025 (12)
C44	0.165 (9)	0.132 (8)	0.060 (4)	−0.069 (7)	0.080 (5)	−0.014 (5)
Cl1	0.0954 (17)	0.0547 (12)	0.121 (2)	−0.0098 (10)	0.0765 (15)	−0.0187 (10)
Cl2	0.153 (3)	0.0790 (15)	0.0877 (17)	0.0416 (15)	0.0770 (18)	0.0218 (12)
C45	0.064 (6)	0.057 (5)	0.152 (11)	−0.013 (4)	0.030 (6)	−0.035 (6)
Cl3	0.141 (3)	0.0454 (11)	0.0983 (18)	−0.0027 (12)	0.0774 (18)	−0.0195 (10)
Cl4	0.129 (3)	0.145 (3)	0.096 (2)	−0.061 (2)	0.044 (2)	−0.072 (2)

Geometric parameters (Å, º)

Ir—C1	1.988 (3)	C33—C34	1.388 (5)
Ir—C16	1.993 (3)	C34—C35	1.386 (4)
Ir—N3	2.055 (2)	C35—C36	1.453 (4)
Ir—N1	2.070 (2)	C37—C38	1.476 (4)
Ir—N5	2.129 (2)	C38—C39	1.392 (4)
Ir—N8	2.210 (2)	C38—C43	1.397 (4)
C1—C2	1.405 (4)	C39—C40	1.391 (4)
C1—C6	1.412 (4)	C40—C41	1.383 (5)
N1—C7	1.348 (3)	C41—C42	1.385 (5)
N1—C15	1.381 (3)	C42—C43	1.384 (4)
F1—C12	1.351 (3)	C44—Cl1	1.691 (3)
C2—C3	1.384 (4)	C44—Cl2	1.708 (4)
N2—C8	1.312 (4)	C44'—Cl1'	1.724 (15)
N2—C10	1.367 (4)	C44'—Cl2'	1.728 (15)
F2—C27	1.357 (4)	C45—Cl3	1.695 (8)
C3—C4	1.385 (5)	C45—Cl4	1.735 (9)
N3—C22	1.352 (3)	C45'—Cl3'	1.707 (15)
N3—C30	1.390 (3)	C45'—Cl4'	1.753 (15)
C4—C5	1.385 (4)	C2—H2	0.9500
N4—C23	1.316 (4)	C3—H3	0.9500
N4—C25	1.366 (4)	C4—H4	0.9500
C5—C6	1.404 (4)	C5—H5	0.9500
N5—C36	1.340 (3)	C9—H9A	0.9800
N5—N6	1.365 (3)	C9—H9B	0.9800
C6—C7	1.469 (4)	C9—H9C	0.9800
N6—C37	1.344 (3)	C11—H11	0.9500
C7—C8	1.445 (4)	C13—H13	0.9500
N7—C36	1.339 (4)	C14—H14	0.9500
N7—C37	1.356 (4)	C17—H17	0.9500
C8—C9	1.499 (4)	C18—H18	0.9500
N8—C31	1.347 (4)	C19—H19	0.9500
N8—C35	1.356 (4)	C20—H20	0.9500
C10—C15	1.409 (4)	C24—H24A	0.9800
C10—C11	1.411 (4)	C24—H24B	0.9800
C11—C12	1.361 (4)	C24—H24C	0.9800
C12—C13	1.394 (4)	C26—H26	0.9500
C13—C14	1.379 (4)	C28—H28	0.9500
C14—C15	1.411 (4)	C29—H29	0.9500
C16—C17	1.403 (4)	C31—H31	0.9500
C16—C21	1.416 (4)	C32—H32	0.9500
C17—C18	1.387 (4)	C33—H33	0.9500
C18—C19	1.389 (5)	C34—H34	0.9500
C19—C20	1.379 (4)	C39—H39	0.9500
C20—C21	1.410 (4)	C40—H40	0.9500
C21—C22	1.464 (4)	C41—H41	0.9500
C22—C23	1.444 (4)	C42—H42	0.9500
C23—C24	1.505 (4)	C43—H43	0.9500
C25—C30	1.411 (4)	C44—H44A	0.9900
C25—C26	1.415 (4)	C44—H44B	0.9900
C26—C27	1.356 (5)	C44'—H44C	0.9900
C27—C28	1.388 (5)	C44'—H44D	0.9900
C28—C29	1.378 (4)	C45—H45A	0.9900
C29—C30	1.405 (4)	C45—H45B	0.9900
C31—C32	1.387 (4)	C45'—H45C	0.9900
C32—C33	1.384 (5)	C45'—H45D	0.9900
C1—Ir—C16	91.61 (10)	N5—C36—C35	117.9 (3)
C1—Ir—N3	93.98 (10)	N6—C37—N7	114.7 (2)
C16—Ir—N3	79.20 (10)	N6—C37—C38	122.2 (3)
C1—Ir—N1	79.30 (10)	N7—C37—C38	123.1 (2)
C16—Ir—N1	97.71 (10)	C39—C38—C43	119.4 (3)
N3—Ir—N1	172.59 (8)	C39—C38—C37	120.3 (3)
C1—Ir—N5	97.31 (9)	C43—C38—C37	120.2 (3)
C16—Ir—N5	170.46 (9)	C40—C39—C38	119.8 (3)
N3—Ir—N5	103.42 (9)	C41—C40—C39	120.6 (3)
N1—Ir—N5	80.73 (9)	C40—C41—C42	119.5 (3)
C1—Ir—N8	171.73 (9)	C43—C42—C41	120.6 (3)
C16—Ir—N8	96.12 (9)	C42—C43—C38	120.0 (3)
N3—Ir—N8	84.62 (9)	Cl1—C44—Cl2	116.3 (2)
N1—Ir—N8	102.48 (9)	Cl1'—C44'—Cl2'	98.3 (15)
N5—Ir—N8	75.16 (9)	Cl3—C45—Cl4	110.7 (5)
C2—C1—C6	117.6 (2)	Cl3'—C45'—Cl4'	98.7 (13)
C2—C1—Ir	126.9 (2)	C3—C2—H2	119.3
C6—C1—Ir	115.49 (19)	C1—C2—H2	119.3
C7—N1—C15	118.2 (2)	C2—C3—H3	119.8
C7—N1—Ir	114.31 (18)	C4—C3—H3	119.8
C15—N1—Ir	126.70 (18)	C5—C4—H4	120.0
C3—C2—C1	121.4 (3)	C3—C4—H4	120.0
C8—N2—C10	118.2 (2)	C4—C5—H5	120.0
C2—C3—C4	120.4 (3)	C6—C5—H5	120.0
C22—N3—C30	119.0 (2)	C8—C9—H9A	109.5
C22—N3—Ir	115.90 (18)	C8—C9—H9B	109.5
C30—N3—Ir	125.09 (19)	H9A—C9—H9B	109.5
C5—C4—C3	119.9 (3)	C8—C9—H9C	109.5
C23—N4—C25	118.3 (3)	H9A—C9—H9C	109.5
C4—C5—C6	120.1 (3)	H9B—C9—H9C	109.5
C36—N5—N6	107.3 (2)	C12—C11—H11	120.8
C36—N5—Ir	116.93 (19)	C10—C11—H11	120.8
N6—N5—Ir	135.59 (17)	C14—C13—H13	120.4
C5—C6—C1	120.6 (3)	C12—C13—H13	120.4
C5—C6—C7	125.3 (3)	C13—C14—H14	120.0
C1—C6—C7	113.8 (2)	C15—C14—H14	120.0
C37—N6—N5	103.7 (2)	C18—C17—H17	119.3
N1—C7—C8	119.8 (2)	C16—C17—H17	119.3
N1—C7—C6	113.7 (2)	C17—C18—H18	120.0
C8—C7—C6	126.5 (2)	C19—C18—H18	120.0
C36—N7—C37	101.2 (2)	C20—C19—H19	119.8
N2—C8—C7	121.7 (3)	C18—C19—H19	119.8
N2—C8—C9	114.8 (3)	C19—C20—H20	120.0
C7—C8—C9	123.4 (3)	C21—C20—H20	120.0
C31—N8—C35	117.9 (2)	C23—C24—H24A	109.5
C31—N8—Ir	126.80 (19)	C23—C24—H24B	109.5
C35—N8—Ir	115.29 (18)	H24A—C24—H24B	109.5
N2—C10—C15	121.7 (3)	C23—C24—H24C	109.5
N2—C10—C11	118.2 (3)	H24A—C24—H24C	109.5
C15—C10—C11	120.1 (3)	H24B—C24—H24C	109.5
C12—C11—C10	118.4 (3)	C27—C26—H26	121.1
F1—C12—C11	119.6 (3)	C25—C26—H26	121.1
F1—C12—C13	117.5 (3)	C29—C28—H28	120.5
C11—C12—C13	122.8 (3)	C27—C28—H28	120.5
C14—C13—C12	119.2 (3)	C28—C29—H29	119.9
C13—C14—C15	120.1 (3)	C30—C29—H29	119.9
N1—C15—C10	119.6 (2)	N8—C31—H31	118.6
N1—C15—C14	121.2 (2)	C32—C31—H31	118.6
C10—C15—C14	119.2 (2)	C33—C32—H32	120.5
C17—C16—C21	117.8 (2)	C31—C32—H32	120.5
C17—C16—Ir	126.3 (2)	C32—C33—H33	120.6
C21—C16—Ir	115.91 (19)	C34—C33—H33	120.6
C18—C17—C16	121.5 (3)	C35—C34—H34	120.4
C17—C18—C19	120.0 (3)	C33—C34—H34	120.4
C20—C19—C18	120.4 (3)	C40—C39—H39	120.1
C19—C20—C21	120.1 (3)	C38—C39—H39	120.1
C20—C21—C16	120.2 (3)	C41—C40—H40	119.7
C20—C21—C22	126.0 (3)	C39—C40—H40	119.7
C16—C21—C22	113.6 (2)	C40—C41—H41	120.2
N3—C22—C23	118.9 (2)	C42—C41—H41	120.2
N3—C22—C21	114.0 (2)	C43—C42—H42	119.7
C23—C22—C21	127.1 (2)	C41—C42—H42	119.7
N4—C23—C22	122.3 (3)	C42—C43—H43	120.0
N4—C23—C24	114.6 (3)	C38—C43—H43	120.0
C22—C23—C24	123.0 (3)	Cl1—C44—H44A	108.2
N4—C25—C30	121.7 (3)	Cl2—C44—H44A	108.2
N4—C25—C26	118.1 (3)	Cl1—C44—H44B	108.2
C30—C25—C26	120.1 (3)	Cl2—C44—H44B	108.2
C27—C26—C25	117.8 (3)	H44A—C44—H44B	107.4
C26—C27—F2	119.3 (3)	Cl1'—C44'—H44C	112.1
C26—C27—C28	123.7 (3)	Cl2'—C44'—H44C	112.1
F2—C27—C28	117.0 (3)	Cl1'^i—C44'—H44C	105.5
C29—C28—C27	119.0 (3)	Cl1'—C44'—H44D	112.1
C28—C29—C30	120.2 (3)	Cl2'—C44'—H44D	112.1
N3—C30—C29	121.7 (3)	Cl1'^i—C44'—H44D	74.2
N3—C30—C25	119.0 (3)	H44C—C44'—H44D	109.7
C29—C30—C25	119.2 (3)	Cl3—C45—H45A	109.5
N8—C31—C32	122.7 (3)	Cl4—C45—H45A	109.5
C33—C32—C31	119.0 (3)	Cl3—C45—H45B	109.5
C32—C33—C34	118.8 (3)	Cl4—C45—H45B	109.5
C35—C34—C33	119.2 (3)	H45A—C45—H45B	108.1
N8—C35—C34	122.2 (3)	Cl3'—C45'—H45C	112.0
N8—C35—C36	114.7 (2)	Cl4'—C45'—H45C	112.0
C34—C35—C36	123.0 (3)	Cl3'—C45'—H45D	112.0
N7—C36—N5	113.2 (3)	Cl4'—C45'—H45D	112.0
N7—C36—C35	128.9 (3)	H45C—C45'—H45D	109.7
C16—Ir—C1—C2	−71.9 (2)	N8—Ir—C16—C17	104.5 (2)
N3—Ir—C1—C2	7.4 (2)	C1—Ir—C16—C21	102.9 (2)
N1—Ir—C1—C2	−169.5 (2)	N3—Ir—C16—C21	9.12 (19)
N5—Ir—C1—C2	111.5 (2)	N1—Ir—C16—C21	−177.71 (19)
C16—Ir—C1—C6	108.9 (2)	N8—Ir—C16—C21	−74.2 (2)
N3—Ir—C1—C6	−171.82 (19)	C21—C16—C17—C18	0.5 (4)
N1—Ir—C1—C6	11.36 (19)	Ir—C16—C17—C18	−178.1 (2)
N5—Ir—C1—C6	−67.7 (2)	C16—C17—C18—C19	−0.9 (5)
C1—Ir—N1—C7	−17.01 (18)	C17—C18—C19—C20	0.3 (5)
C16—Ir—N1—C7	−107.20 (18)	C18—C19—C20—C21	0.7 (5)
N5—Ir—N1—C7	82.32 (18)	C19—C20—C21—C16	−1.1 (4)
N8—Ir—N1—C7	154.74 (17)	C19—C20—C21—C22	−175.2 (3)
C1—Ir—N1—C15	173.3 (2)	C17—C16—C21—C20	0.5 (4)
C16—Ir—N1—C15	83.1 (2)	Ir—C16—C21—C20	179.2 (2)
N5—Ir—N1—C15	−87.4 (2)	C17—C16—C21—C22	175.3 (2)
N8—Ir—N1—C15	−14.9 (2)	Ir—C16—C21—C22	−6.0 (3)
C6—C1—C2—C3	−1.3 (4)	C30—N3—C22—C23	10.0 (4)
Ir—C1—C2—C3	179.5 (2)	Ir—N3—C22—C23	−170.5 (2)
C1—C2—C3—C4	0.5 (4)	C30—N3—C22—C21	−168.2 (2)
C1—Ir—N3—C22	−102.3 (2)	Ir—N3—C22—C21	11.3 (3)
C16—Ir—N3—C22	−11.39 (19)	C20—C21—C22—N3	170.8 (3)
N5—Ir—N3—C22	159.23 (18)	C16—C21—C22—N3	−3.6 (3)
N8—Ir—N3—C22	85.91 (19)	C20—C21—C22—C23	−7.2 (5)
C1—Ir—N3—C30	77.1 (2)	C16—C21—C22—C23	178.4 (3)
C16—Ir—N3—C30	168.0 (2)	C25—N4—C23—C22	−0.9 (5)
N5—Ir—N3—C30	−21.3 (2)	C25—N4—C23—C24	−179.7 (3)
N8—Ir—N3—C30	−94.7 (2)	N3—C22—C23—N4	−6.2 (4)
C2—C3—C4—C5	0.6 (4)	C21—C22—C23—N4	171.7 (3)
C3—C4—C5—C6	−0.9 (4)	N3—C22—C23—C24	172.4 (3)
C1—Ir—N5—C36	−178.2 (2)	C21—C22—C23—C24	−9.7 (5)
N3—Ir—N5—C36	−82.3 (2)	C23—N4—C25—C30	4.1 (5)
N1—Ir—N5—C36	104.0 (2)	C23—N4—C25—C26	−175.8 (3)
N8—Ir—N5—C36	−1.6 (2)	N4—C25—C26—C27	177.8 (3)
C1—Ir—N5—N6	7.8 (3)	C30—C25—C26—C27	−2.1 (5)
N3—Ir—N5—N6	103.7 (3)	C25—C26—C27—F2	−177.7 (3)
N1—Ir—N5—N6	−70.1 (3)	C25—C26—C27—C28	0.1 (6)
N8—Ir—N5—N6	−175.7 (3)	C26—C27—C28—C29	1.0 (6)
C4—C5—C6—C1	0.0 (4)	F2—C27—C28—C29	178.9 (3)
C4—C5—C6—C7	−174.2 (3)	C27—C28—C29—C30	−0.2 (5)
C2—C1—C6—C5	1.1 (4)	C22—N3—C30—C29	169.7 (3)
Ir—C1—C6—C5	−179.7 (2)	Ir—N3—C30—C29	−9.7 (4)
C2—C1—C6—C7	175.9 (2)	C22—N3—C30—C25	−7.1 (4)
Ir—C1—C6—C7	−4.8 (3)	Ir—N3—C30—C25	173.5 (2)
C36—N5—N6—C37	0.8 (3)	C28—C29—C30—N3	−178.5 (3)
Ir—N5—N6—C37	175.2 (2)	C28—C29—C30—C25	−1.7 (4)
C15—N1—C7—C8	10.5 (4)	N4—C25—C30—N3	−0.1 (5)
Ir—N1—C7—C8	−160.08 (19)	C26—C25—C30—N3	179.7 (3)
C15—N1—C7—C6	−170.4 (2)	N4—C25—C30—C29	−177.0 (3)
Ir—N1—C7—C6	19.0 (3)	C26—C25—C30—C29	2.8 (5)
C5—C6—C7—N1	165.0 (3)	C35—N8—C31—C32	2.2 (4)
C1—C6—C7—N1	−9.6 (3)	Ir—N8—C31—C32	−179.9 (2)
C5—C6—C7—C8	−16.0 (4)	N8—C31—C32—C33	0.3 (5)
C1—C6—C7—C8	169.4 (3)	C31—C32—C33—C34	−2.2 (6)
C10—N2—C8—C7	−1.5 (4)	C32—C33—C34—C35	1.6 (6)
C10—N2—C8—C9	−177.0 (3)	C31—N8—C35—C34	−2.8 (5)
N1—C7—C8—N2	−6.5 (4)	Ir—N8—C35—C34	179.0 (3)
C6—C7—C8—N2	174.5 (3)	C31—N8—C35—C36	177.8 (3)
N1—C7—C8—C9	168.6 (3)	Ir—N8—C35—C36	−0.4 (3)
C6—C7—C8—C9	−10.3 (4)	C33—C34—C35—N8	0.9 (6)
C16—Ir—N8—C31	7.0 (2)	C33—C34—C35—C36	−179.7 (3)
N3—Ir—N8—C31	−71.5 (2)	C37—N7—C36—N5	0.8 (4)
N1—Ir—N8—C31	106.3 (2)	C37—N7—C36—C35	−177.7 (3)
N5—Ir—N8—C31	−177.0 (2)	N6—N5—C36—N7	−1.1 (4)
C16—Ir—N8—C35	−175.0 (2)	Ir—N5—C36—N7	−176.7 (2)
N3—Ir—N8—C35	106.5 (2)	N6—N5—C36—C35	177.7 (3)
N1—Ir—N8—C35	−75.7 (2)	Ir—N5—C36—C35	2.0 (4)
N5—Ir—N8—C35	1.1 (2)	N8—C35—C36—N7	177.5 (3)
C8—N2—C10—C15	5.1 (4)	C34—C35—C36—N7	−1.9 (6)
C8—N2—C10—C11	−176.7 (3)	N8—C35—C36—N5	−1.0 (4)
N2—C10—C11—C12	−179.7 (3)	C34—C35—C36—N5	179.6 (3)
C15—C10—C11—C12	−1.5 (4)	N5—N6—C37—N7	−0.3 (3)
C10—C11—C12—F1	179.9 (3)	N5—N6—C37—C38	178.9 (3)
C10—C11—C12—C13	−1.7 (5)	C36—N7—C37—N6	−0.3 (4)
F1—C12—C13—C14	−178.9 (3)	C36—N7—C37—C38	−179.5 (3)
C11—C12—C13—C14	2.7 (5)	N6—C37—C38—C39	22.1 (5)
C12—C13—C14—C15	−0.4 (4)	N7—C37—C38—C39	−158.8 (3)
C7—N1—C15—C10	−7.0 (4)	N6—C37—C38—C43	−156.7 (3)
Ir—N1—C15—C10	162.30 (19)	N7—C37—C38—C43	22.3 (5)
C7—N1—C15—C14	170.2 (2)	C43—C38—C39—C40	1.8 (5)
Ir—N1—C15—C14	−20.5 (4)	C37—C38—C39—C40	−177.0 (3)
N2—C10—C15—N1	−0.9 (4)	C38—C39—C40—C41	−0.6 (6)
C11—C10—C15—N1	−179.1 (3)	C39—C40—C41—C42	−1.1 (5)
N2—C10—C15—C14	−178.2 (3)	C40—C41—C42—C43	1.6 (5)
C11—C10—C15—C14	3.7 (4)	C41—C42—C43—C38	−0.3 (5)
C13—C14—C15—N1	−179.9 (3)	C39—C38—C43—C42	−1.4 (5)
C13—C14—C15—C10	−2.7 (4)	C37—C38—C43—C42	177.5 (3)
C1—Ir—C16—C17	−78.5 (2)	Cl2'—C44'—Cl1'—Cl1'^i	−152 (3)
N3—Ir—C16—C17	−172.2 (2)	Cl2'—C44'—Cl1'—C44'^i	−152 (3)
N1—Ir—C16—C17	0.9 (2)	Cl1'^i—C44'—Cl1'—C44'^i	0.000 (1)

Symmetry code: (i) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F2^ii	0.95	2.53	3.225 (4)	130
C44—H44B···N7^iii	0.99	2.61	3.510 (5)	151
C45—H45B···N7	0.99	2.70	3.437 (10)	131

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