In the title compound, [IrCl(C12H12N2)(C15H11N3)](PF6)2, the ligand environment about the Ir atom is distorted octahedral. The 2,2':6',2''-terpyridine (terpy) ligand is coordinated in a meridional fashion, the 4,4'-dimethyl-2,2'-bipyridine (dmbpy) ligand coordinated in a cis fashion and the Cl atom is trans to one of the dmbpy N atoms. Ir-N bond distances are 1.971 (5)-2.065 (6) Å and the Ir-Cl distance is 2.357 (2) Å.
Supporting information
CCDC reference: 225644
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.014 Å
- R factor = 0.071
- wR factor = 0.156
- Data-to-parameter ratio = 16.3
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT702_ALERT_1_A Angle Calc 86.3(7), Rep 95.0(10), Dev.. 12.43 Sigma
F8 -P2 -F12 1.555 1.555 1.555
PLAT702_ALERT_1_A Angle Calc 121.6(5), Rep 125.9(6), Dev.. 8.60 Sigma
C1 -N3 -C16 1.555 1.555 1.555
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Ir1 - Cl1 = 12.77 su
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.05
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT141_ALERT_4_C su on a - Axis Small or Missing (x 100000) ..... 10 Ang.
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.73 Ratio
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... P1
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... P2
PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor .... 2.05
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 14
PLAT602_ALERT_4_C VERY LARGE Solvent Accessible VOID(S) in Structure !
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 23
CL1 -IR1 -N4 -C16 -160.00 2.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24
CL1 -IR1 -N4 -C20 16.00 3.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 45
N2 -IR1 -N5 -C21 21.00 3.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 46
N2 -IR1 -N5 -C25 -160.00 3.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 77
N5 -IR1 -N2 -C6 -108.00 3.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 78
N5 -IR1 -N2 -C10 72.00 3.00 1.555 1.555 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
F6 P
2 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
17 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 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
2 ALERT type 3 Indicator that the structure quality may be low
12 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: TEXSAN (Molecular Structure Corporation, 2000); program(s) used to solve structure: SIR92 (Altomare et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
Crystal data top
[IrCl(C12H12N2)(C15H11N3)](PF6)2 | Z = 2 |
Mr = 935.11 | F(000) = 904 |
Triclinic, P1 | Dx = 1.634 Mg m−3 |
a = 10.9819 (1) Å | Mo Kα radiation, λ = 0.7107 Å |
b = 13.5905 (2) Å | Cell parameters from 16650 reflections |
c = 14.0636 (3) Å | θ = 2.0–30.5° |
α = 77.320 (3)° | µ = 3.76 mm−1 |
β = 79.481 (3)° | T = 296 K |
γ = 69.137 (1)° | Prism, yellow |
V = 1900.96 (6) Å3 | 0.30 × 0.15 × 0.10 mm |
Data collection top
Rigaku RAXIS-RAPID Imaging Plate diffractometer | 7417 reflections with I > 2σ(I) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.069 |
ω scans | θmax = 30.5°, θmin = 2.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −15→15 |
Tmin = 0.513, Tmax = 0.687 | k = −19→19 |
21482 measured reflections | l = −20→19 |
11117 independent reflections | |
Refinement top
Refinement on F2 | Only H-atom displacement parameters refined |
R[F2 > 2σ(F2)] = 0.071 | w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.156 | (Δ/σ)max = 0.024 |
S = 1.50 | Δρmax = 2.17 e Å−3 |
7417 reflections | Δρmin = −1.06 e Å−3 |
456 parameters | |
Special details top
Refinement. Refinement using reflections with F2 > -10.0 σ(F2). The
weighted R-factor (wR) and goodness of fit (S) are based
on F2. R-factor (gt) are based on F. The threshold
expression of F2 > 2.0 σ(F2) is used only for calculating
R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ir1 | 0.11871 (3) | 0.20635 (2) | 0.15412 (2) | 0.0460 (1) | |
Cl1 | 0.1788 (2) | 0.2250 (2) | −0.0169 (2) | 0.0674 (5) | |
P1 | 0.4094 (3) | −0.2589 (2) | 0.1222 (3) | 0.0819 (8) | |
P2 | 0.5627 (4) | 0.2049 (3) | 0.3651 (3) | 0.101 (1) | |
F1 | 0.4780 (7) | −0.3107 (7) | 0.0227 (7) | 0.139 (3) | |
F2 | 0.4237 (7) | −0.3739 (5) | 0.1840 (7) | 0.134 (3) | |
F3 | 0.5482 (6) | −0.2704 (6) | 0.1450 (7) | 0.131 (3) | |
F4 | 0.3420 (8) | −0.2034 (6) | 0.2144 (6) | 0.127 (2) | |
F5 | 0.3916 (7) | −0.1444 (5) | 0.0599 (6) | 0.116 (2) | |
F6 | 0.2685 (6) | −0.2467 (5) | 0.0985 (6) | 0.108 (2) | |
F7 | 0.5423 (8) | 0.1910 (8) | 0.2598 (6) | 0.150 (3) | |
F8 | 0.586 (1) | 0.0837 (8) | 0.4043 (9) | 0.219 (6) | |
F9 | 0.702 (1) | 0.196 (2) | 0.3319 (9) | 0.278 (9) | |
F10 | 0.510 (2) | 0.3223 (8) | 0.336 (1) | 0.254 (7) | |
F11 | 0.418 (1) | 0.213 (1) | 0.392 (1) | 0.232 (6) | |
F12 | 0.590 (2) | 0.211 (1) | 0.4684 (7) | 0.213 (6) | |
N1 | 0.1550 (7) | 0.3421 (5) | 0.1582 (5) | 0.060 (2) | |
N2 | −0.0548 (6) | 0.3122 (4) | 0.1302 (5) | 0.049 (1) | |
N3 | 0.0247 (6) | 0.1042 (4) | 0.1398 (5) | 0.047 (1) | |
N4 | 0.0793 (6) | 0.1782 (5) | 0.3045 (5) | 0.052 (2) | |
N5 | 0.2970 (6) | 0.0975 (5) | 0.1912 (5) | 0.052 (2) | |
C1 | 0.0752 (8) | −0.0007 (6) | 0.1430 (6) | 0.055 (2) | |
C2 | 0.0015 (9) | −0.0598 (7) | 0.1301 (7) | 0.066 (2) | |
C3 | −0.1298 (9) | −0.0068 (8) | 0.1125 (7) | 0.072 (3) | |
C4 | −0.1830 (8) | 0.1031 (7) | 0.1100 (7) | 0.062 (2) | |
C5 | −0.1052 (7) | 0.1574 (6) | 0.1222 (6) | 0.050 (2) | |
C6 | −0.1513 (7) | 0.2752 (6) | 0.1160 (6) | 0.053 (2) | |
C7 | −0.2739 (8) | 0.3478 (7) | 0.0994 (7) | 0.069 (2) | |
C8 | −0.2941 (9) | 0.4550 (8) | 0.0955 (9) | 0.081 (3) | |
C9 | −0.1961 (10) | 0.4904 (7) | 0.1106 (8) | 0.075 (3) | |
C10 | −0.0747 (8) | 0.4153 (6) | 0.1269 (7) | 0.060 (2) | |
C11 | 0.0465 (10) | 0.4326 (6) | 0.1441 (7) | 0.068 (2) | |
C12 | 0.053 (1) | 0.5328 (7) | 0.1459 (8) | 0.087 (3) | |
C13 | 0.172 (1) | 0.5385 (9) | 0.1646 (9) | 0.099 (4) | |
C14 | 0.278 (1) | 0.4490 (8) | 0.1776 (9) | 0.091 (3) | |
C15 | 0.2679 (10) | 0.3523 (8) | 0.1753 (7) | 0.073 (3) | |
C16 | −0.0343 (9) | 0.2222 (8) | 0.3562 (7) | 0.070 (2) | |
C17 | −0.0570 (10) | 0.1965 (8) | 0.4575 (7) | 0.077 (3) | |
C18 | 0.044 (1) | 0.1199 (9) | 0.5077 (7) | 0.080 (3) | |
C19 | 0.1631 (9) | 0.0750 (8) | 0.4540 (7) | 0.070 (2) | |
C20 | 0.1793 (8) | 0.1032 (6) | 0.3523 (6) | 0.055 (2) | |
C21 | 0.3005 (7) | 0.0568 (6) | 0.2905 (6) | 0.052 (2) | |
C22 | 0.4123 (8) | −0.0225 (7) | 0.3250 (7) | 0.064 (2) | |
C23 | 0.5236 (9) | −0.0600 (7) | 0.2582 (8) | 0.075 (3) | |
C24 | 0.5200 (8) | −0.0184 (7) | 0.1612 (7) | 0.067 (2) | |
C25 | 0.4063 (8) | 0.0605 (7) | 0.1305 (7) | 0.059 (2) | |
C26 | 0.022 (2) | 0.090 (1) | 0.6178 (9) | 0.111 (4) | |
C27 | 0.644 (1) | −0.146 (1) | 0.296 (1) | 0.107 (4) | |
H1 | 0.1654 | −0.0368 | 0.1540 | 0.0623 (3)* | |
H2 | 0.0395 | −0.1361 | 0.1326 | 0.1217 (5)* | |
H3 | −0.1833 | −0.0444 | 0.1009 | 0.0693 (3)* | |
H4 | −0.2735 | 0.1408 | 0.0996 | 0.0836 (4)* | |
H7 | −0.3417 | 0.3231 | 0.0884 | 0.0441 (2)* | |
H8 | −0.3809 | 0.5068 | 0.0860 | 0.1452 (6)* | |
H9 | −0.2100 | 0.5643 | 0.1076 | 0.1643 (7)* | |
H12 | −0.0221 | 0.5984 | 0.1327 | 0.0690 (3)* | |
H13 | 0.1757 | 0.6053 | 0.1712 | 0.1252 (5)* | |
H14 | 0.3585 | 0.4555 | 0.1874 | 0.1060 (5)* | |
H15 | 0.3428 | 0.2891 | 0.1860 | 0.0715 (3)* | |
H16 | −0.1035 | 0.2761 | 0.3203 | 0.0792 (4)* | |
H17 | −0.1422 | 0.2296 | 0.4930 | 0.0770 (4)* | |
H19 | 0.2350 | 0.0254 | 0.4877 | 0.0516 (3)* | |
H22 | 0.4132 | −0.0510 | 0.3942 | 0.1208 (5)* | |
H24 | 0.5957 | −0.0420 | 0.1140 | 0.0768 (4)* | |
H25 | 0.4057 | 0.0897 | 0.0610 | 0.0448 (2)* | |
H26A | 0.0028 | 0.1523 | 0.6479 | 0.1021 (5)* | |
H26B | 0.1001 | 0.0378 | 0.6428 | 0.1538 (7)* | |
H26C | −0.0481 | 0.0627 | 0.6376 | 0.1526 (2)* | |
H27A | 0.6770 | −0.1237 | 0.3426 | 0.1059 (5)* | |
H27B | 0.7122 | −0.1653 | 0.2435 | 0.0786 (4)* | |
H27C | 0.6242 | −0.2105 | 0.3280 | 0.1569 (8)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ir1 | 0.0452 (2) | 0.0413 (2) | 0.0497 (2) | −0.0126 (1) | −0.0145 (1) | 0.0006 (1) |
Cl1 | 0.073 (1) | 0.061 (1) | 0.063 (1) | −0.019 (1) | −0.013 (1) | −0.0014 (10) |
P1 | 0.067 (2) | 0.059 (1) | 0.121 (3) | −0.011 (1) | −0.026 (2) | −0.021 (1) |
P2 | 0.103 (2) | 0.116 (3) | 0.083 (2) | −0.042 (2) | −0.027 (2) | 0.009 (2) |
F1 | 0.102 (5) | 0.139 (6) | 0.164 (8) | 0.007 (5) | −0.027 (5) | −0.068 (6) |
F2 | 0.115 (5) | 0.073 (4) | 0.197 (9) | −0.022 (4) | −0.031 (6) | 0.005 (4) |
F3 | 0.074 (4) | 0.144 (6) | 0.184 (8) | −0.023 (4) | −0.048 (5) | −0.043 (6) |
F4 | 0.125 (6) | 0.120 (5) | 0.116 (6) | −0.007 (5) | −0.022 (5) | −0.028 (5) |
F5 | 0.112 (5) | 0.081 (4) | 0.155 (7) | −0.037 (4) | −0.031 (5) | 0.005 (4) |
F6 | 0.072 (4) | 0.088 (4) | 0.170 (7) | −0.022 (3) | −0.038 (4) | −0.020 (4) |
F7 | 0.136 (7) | 0.221 (9) | 0.106 (6) | −0.066 (7) | −0.045 (5) | −0.013 (6) |
F8 | 0.33 (2) | 0.146 (8) | 0.22 (1) | −0.094 (10) | −0.19 (1) | 0.039 (8) |
F9 | 0.136 (8) | 0.60 (3) | 0.17 (1) | −0.19 (1) | −0.020 (8) | −0.09 (1) |
F10 | 0.35 (2) | 0.107 (7) | 0.33 (2) | −0.047 (10) | −0.17 (2) | −0.011 (9) |
F11 | 0.119 (8) | 0.33 (2) | 0.22 (1) | −0.067 (10) | 0.025 (8) | −0.04 (1) |
F12 | 0.37 (2) | 0.24 (1) | 0.093 (7) | −0.18 (1) | −0.059 (9) | −0.004 (7) |
N1 | 0.067 (4) | 0.050 (4) | 0.066 (5) | −0.023 (3) | −0.023 (4) | 0.004 (3) |
N2 | 0.052 (3) | 0.038 (3) | 0.048 (4) | −0.003 (3) | −0.015 (3) | −0.005 (3) |
N3 | 0.041 (3) | 0.040 (3) | 0.052 (4) | −0.005 (3) | −0.008 (3) | −0.001 (3) |
N4 | 0.054 (4) | 0.048 (3) | 0.058 (4) | −0.019 (3) | −0.013 (3) | −0.007 (3) |
N5 | 0.042 (3) | 0.051 (3) | 0.063 (4) | −0.017 (3) | −0.015 (3) | 0.000 (3) |
C1 | 0.056 (5) | 0.046 (4) | 0.056 (5) | −0.011 (4) | −0.008 (4) | 0.000 (3) |
C2 | 0.066 (5) | 0.058 (5) | 0.072 (6) | −0.026 (5) | −0.003 (5) | −0.004 (4) |
C3 | 0.068 (6) | 0.088 (6) | 0.077 (7) | −0.044 (5) | −0.009 (5) | −0.014 (5) |
C4 | 0.048 (4) | 0.059 (5) | 0.080 (6) | −0.016 (4) | −0.014 (4) | −0.012 (4) |
C5 | 0.042 (4) | 0.053 (4) | 0.054 (5) | −0.012 (3) | −0.007 (3) | −0.009 (3) |
C6 | 0.043 (4) | 0.055 (4) | 0.053 (5) | −0.007 (3) | −0.010 (4) | −0.006 (3) |
C7 | 0.050 (5) | 0.069 (5) | 0.081 (7) | −0.005 (4) | −0.020 (4) | −0.015 (5) |
C8 | 0.055 (5) | 0.066 (6) | 0.100 (8) | 0.011 (5) | −0.019 (5) | −0.010 (5) |
C9 | 0.075 (6) | 0.049 (5) | 0.095 (8) | −0.003 (5) | −0.023 (6) | −0.016 (5) |
C10 | 0.063 (5) | 0.045 (4) | 0.069 (6) | −0.011 (4) | −0.016 (4) | −0.008 (4) |
C11 | 0.091 (7) | 0.048 (4) | 0.064 (6) | −0.022 (5) | −0.022 (5) | 0.000 (4) |
C12 | 0.112 (9) | 0.055 (5) | 0.090 (8) | −0.023 (6) | −0.017 (7) | −0.005 (5) |
C13 | 0.14 (1) | 0.073 (7) | 0.108 (9) | −0.064 (8) | −0.026 (8) | −0.010 (6) |
C14 | 0.126 (10) | 0.067 (6) | 0.107 (9) | −0.062 (7) | −0.029 (7) | −0.004 (6) |
C15 | 0.075 (6) | 0.070 (6) | 0.079 (7) | −0.033 (5) | −0.021 (5) | 0.006 (5) |
C16 | 0.057 (5) | 0.078 (6) | 0.070 (7) | −0.013 (5) | −0.007 (5) | −0.016 (5) |
C17 | 0.071 (6) | 0.098 (7) | 0.058 (6) | −0.024 (6) | −0.002 (5) | −0.017 (5) |
C18 | 0.093 (7) | 0.105 (8) | 0.049 (6) | −0.047 (7) | −0.009 (5) | −0.004 (5) |
C19 | 0.067 (6) | 0.080 (6) | 0.059 (6) | −0.022 (5) | −0.021 (5) | 0.001 (5) |
C20 | 0.054 (4) | 0.057 (4) | 0.054 (5) | −0.020 (4) | −0.018 (4) | 0.001 (4) |
C21 | 0.047 (4) | 0.051 (4) | 0.057 (5) | −0.016 (4) | −0.015 (4) | 0.000 (4) |
C22 | 0.058 (5) | 0.069 (5) | 0.060 (6) | −0.020 (4) | −0.021 (4) | 0.006 (4) |
C23 | 0.066 (6) | 0.063 (5) | 0.098 (8) | −0.021 (5) | −0.034 (6) | 0.001 (5) |
C24 | 0.047 (5) | 0.078 (6) | 0.070 (6) | −0.013 (4) | −0.011 (4) | −0.009 (5) |
C25 | 0.049 (4) | 0.070 (5) | 0.062 (6) | −0.024 (4) | −0.008 (4) | −0.010 (4) |
C26 | 0.13 (1) | 0.14 (1) | 0.061 (7) | −0.05 (1) | −0.022 (7) | 0.007 (8) |
C27 | 0.053 (6) | 0.116 (10) | 0.12 (1) | 0.009 (6) | −0.028 (7) | 0.004 (8) |
Geometric parameters (Å, º) top
Ir1—Cl1 | 2.357 (2) | C7—C8 | 1.38 (1) |
Ir1—N1 | 2.036 (8) | C7—H7 | 0.967 |
Ir1—N2 | 1.971 (5) | C8—C9 | 1.39 (2) |
Ir1—N3 | 2.062 (7) | C8—H8 | 0.975 |
Ir1—N4 | 2.057 (7) | C9—C10 | 1.38 (1) |
Ir1—N5 | 2.065 (6) | C9—H9 | 0.953 |
P1—F1 | 1.64 (1) | C10—C11 | 1.50 (2) |
P1—F2 | 1.582 (7) | C11—C12 | 1.39 (2) |
P1—F3 | 1.560 (9) | C12—C13 | 1.41 (2) |
P1—F4 | 1.574 (9) | C12—H12 | 0.985 |
P1—F5 | 1.573 (7) | C13—C14 | 1.36 (2) |
P1—F6 | 1.586 (8) | C13—H13 | 0.947 |
P2—F7 | 1.60 (1) | C14—C15 | 1.37 (2) |
P2—F8 | 1.56 (1) | C14—H14 | 0.952 |
P2—F9 | 1.48 (1) | C15—H15 | 0.961 |
P2—F10 | 1.481 (10) | C16—C17 | 1.39 (1) |
P2—F11 | 1.53 (1) | C16—H16 | 0.975 |
P2—F12 | 1.56 (1) | C17—C18 | 1.40 (1) |
N1—C11 | 1.381 (10) | C17—H17 | 0.977 |
N1—C15 | 1.36 (1) | C18—C19 | 1.39 (1) |
N2—C6 | 1.38 (1) | C18—C26 | 1.51 (2) |
N2—C10 | 1.33 (1) | C19—C20 | 1.39 (1) |
N3—C1 | 1.327 (9) | C19—H19 | 0.960 |
N3—C5 | 1.391 (9) | C20—C21 | 1.46 (1) |
N4—C16 | 1.33 (1) | C21—C22 | 1.40 (1) |
N4—C20 | 1.367 (9) | C22—C23 | 1.41 (1) |
N5—C21 | 1.39 (1) | C22—H22 | 0.966 |
N5—C25 | 1.344 (10) | C23—C24 | 1.36 (1) |
C1—C2 | 1.38 (2) | C23—C27 | 1.51 (1) |
C1—H1 | 0.960 | C24—C25 | 1.39 (1) |
C2—C3 | 1.40 (1) | C24—H24 | 0.968 |
C2—H2 | 0.965 | C25—H25 | 0.971 |
C3—C4 | 1.39 (1) | C26—H26A | 0.965 |
C3—H3 | 0.958 | C26—H26B | 0.964 |
C4—C5 | 1.36 (1) | C26—H26C | 0.947 |
C4—H4 | 0.964 | C27—H27A | 0.946 |
C5—C6 | 1.49 (1) | C27—H27B | 0.966 |
C6—C7 | 1.38 (1) | C27—H27C | 0.971 |
| | | |
Cl1···F3i | 3.387 (8) | F7···C4v | 3.34 (1) |
F1···C7ii | 3.29 (2) | F8···C19vi | 3.48 (2) |
F1···C8iii | 3.36 (1) | F9···C16v | 3.13 (2) |
F1···C15i | 3.55 (1) | F9···C6v | 3.32 (1) |
F2···C14iv | 3.35 (2) | F9···C5v | 3.33 (1) |
F2···C8iii | 3.36 (1) | F9···C17v | 3.45 (2) |
F2···C13iv | 3.44 (2) | F9···C4v | 3.47 (2) |
F3···C9iii | 3.52 (1) | F9···C7v | 3.49 (2) |
F5···C25i | 3.42 (1) | F12···C22vi | 3.43 (1) |
F5···C4ii | 3.43 (1) | C1···C26vii | 3.43 (1) |
F5···C24i | 3.59 (1) | C1···C3ii | 3.52 (1) |
F6···C4ii | 3.24 (1) | C2···C26vii | 3.45 (2) |
F6···C13iv | 3.34 (2) | C2···C3ii | 3.50 (1) |
F6···C7ii | 3.35 (1) | | |
| | | |
Cl1—Ir1—N1 | 90.9 (2) | N2—C6—C5 | 112.6 (6) |
Cl1—Ir1—N2 | 88.8 (2) | N2—C6—C7 | 118.9 (8) |
Cl1—Ir1—N3 | 87.9 (2) | C5—C6—C7 | 128.5 (9) |
Cl1—Ir1—N4 | 175.2 (2) | C6—C7—C8 | 118.4 (10) |
Cl1—Ir1—N5 | 95.8 (2) | C6—C7—H7 | 119.6 |
N1—Ir1—N2 | 80.5 (3) | C8—C7—H7 | 121.9 |
N1—Ir1—N3 | 161.6 (2) | C7—C8—C9 | 121.8 (8) |
N1—Ir1—N4 | 91.3 (3) | C7—C8—H8 | 119.2 |
N1—Ir1—N5 | 98.1 (3) | C9—C8—H8 | 118.9 |
N2—Ir1—N3 | 81.2 (2) | C8—C9—C10 | 118.0 (9) |
N2—Ir1—N4 | 95.8 (2) | C8—C9—H9 | 121.7 |
N2—Ir1—N5 | 175.2 (3) | C10—C9—H9 | 120.2 |
N3—Ir1—N4 | 91.4 (3) | N2—C10—C9 | 120.3 (9) |
N3—Ir1—N5 | 100.3 (3) | N2—C10—C11 | 111.3 (6) |
N4—Ir1—N5 | 79.6 (2) | C9—C10—C11 | 128.4 (8) |
F1—P1—F2 | 90.7 (5) | N1—C11—C10 | 116.0 (8) |
F1—P1—F3 | 89.1 (5) | N1—C11—C12 | 120 (1) |
F1—P1—F4 | 177.1 (4) | C10—C11—C12 | 123.6 (8) |
F1—P1—F5 | 89.2 (4) | C11—C12—C13 | 118.2 (9) |
F1—P1—F6 | 90.7 (5) | C11—C12—H12 | 121.4 |
F2—P1—F3 | 89.6 (4) | C13—C12—H12 | 120.3 |
F2—P1—F4 | 92.2 (5) | C12—C13—C14 | 120 (1) |
F2—P1—F5 | 178.4 (5) | C12—C13—H13 | 118.7 |
F2—P1—F6 | 90.7 (4) | C14—C13—H13 | 120.6 |
F3—P1—F4 | 91.3 (5) | C13—C14—C15 | 119 (1) |
F3—P1—F5 | 91.9 (4) | C13—C14—H14 | 118.9 |
F3—P1—F6 | 179.7 (5) | C15—C14—H14 | 121.8 |
F4—P1—F5 | 87.9 (4) | N1—C15—C14 | 122.5 (8) |
F4—P1—F6 | 88.9 (5) | N1—C15—H15 | 118.6 |
F5—P1—F6 | 87.8 (4) | C14—C15—H15 | 118.9 |
F7—P2—F8 | 90.7 (7) | N4—C16—C17 | 123.3 (8) |
F7—P2—F9 | 91.3 (7) | N4—C16—H16 | 117.3 |
F7—P2—F10 | 89.3 (8) | C17—C16—H16 | 119.4 |
F7—P2—F11 | 84.5 (7) | C16—C17—C18 | 118.4 (8) |
F7—P2—F12 | 176.2 (6) | C16—C17—H17 | 121.1 |
F8—P2—F9 | 96.8 (10) | C18—C17—H17 | 120.5 |
F8—P2—F10 | 167.6 (9) | C17—C18—C19 | 118.3 (8) |
F8—P2—F11 | 83.2 (8) | C17—C18—C26 | 119.6 (9) |
F8—P2—F12 | 95 (1) | C19—C18—C26 | 122.1 (10) |
F9—P2—F11 | 175.7 (9) | C18—C19—C20 | 120.5 (8) |
F9—P2—F12 | 86.9 (8) | C18—C19—H19 | 119.4 |
F10—P2—F11 | 84.5 (9) | C20—C19—H19 | 120.1 |
F10—P2—F12 | 94.2 (8) | N4—C20—C19 | 120.3 (7) |
F11—P2—F12 | 97.4 (8) | N4—C20—C21 | 116.1 (7) |
Ir1—N1—C11 | 112.6 (7) | C19—C20—C21 | 123.6 (7) |
Ir1—N1—C15 | 128.5 (5) | N5—C21—C20 | 114.4 (6) |
C11—N1—C15 | 118.9 (8) | N5—C21—C22 | 120.8 (7) |
Ir1—N2—C6 | 117.8 (4) | C20—C21—C22 | 124.8 (7) |
Ir1—N2—C10 | 119.6 (6) | C21—C22—C23 | 119.5 (8) |
C6—N2—C10 | 122.6 (6) | C21—C22—H22 | 120.1 |
Ir1—N3—C1 | 127.6 (6) | C23—C22—H22 | 120.4 |
Ir1—N3—C5 | 112.6 (5) | C22—C23—C24 | 119.3 (8) |
C1—N3—C16 | 125.9 (6) | C22—C23—C27 | 118.9 (10) |
Ir1—N4—C20 | 114.9 (5) | C24—C23—C27 | 121.8 (9) |
C16—N4—C20 | 119.1 (7) | C23—C24—C25 | 119.1 (8) |
Ir1—N5—C21 | 114.8 (4) | C23—C24—H24 | 120.8 |
Ir1—N5—C25 | 127.6 (5) | C25—C24—H24 | 120.1 |
C21—N5—C25 | 117.6 (6) | N5—C25—C24 | 123.8 (8) |
N3—C1—C2 | 121.8 (7) | N5—C25—H25 | 118.3 |
N3—C1—H1 | 119.4 | C24—C25—H25 | 117.9 |
C2—C1—H1 | 118.8 | C18—C26—H26A | 109.9 |
C1—C2—C3 | 118.8 (8) | C18—C26—H26B | 110.8 |
C1—C2—H2 | 120.8 | C18—C26—H26C | 111.7 |
C3—C2—H2 | 120.3 | H26A—C26—H26B | 107.1 |
C2—C3—C4 | 119 (1) | H26A—C26—H26C | 108.5 |
C2—C3—H3 | 121.4 | H26B—C26—H26C | 108.6 |
C4—C3—H3 | 119.2 | C23—C27—H27A | 111.9 |
C3—C4—C5 | 119.1 (8) | C23—C27—H27B | 110.8 |
C3—C4—H4 | 120.8 | C23—C27—H27C | 111.1 |
C5—C4—H4 | 120.1 | H27A—C27—H27B | 108.5 |
N3—C5—C4 | 121.1 (7) | H27A—C27—H27C | 108.0 |
N3—C5—C6 | 115.8 (8) | H27B—C27—H27C | 106.4 |
C4—C5—C6 | 123.1 (6) | | |
| | | |
Ir1—N1—C11—C10 | −1.1 (9) | N4—Ir1—N1—C15 | 82.9 (8) |
Ir1—N1—C11—C12 | 179.2 (7) | N4—Ir1—N2—C6 | −90.5 (6) |
Ir1—N1—C15—C14 | −178.9 (8) | N4—Ir1—N2—C10 | 90.4 (6) |
Ir1—N2—C6—C5 | 0.3 (8) | N4—Ir1—N3—C1 | −86.5 (6) |
Ir1—N2—C6—C7 | 179.8 (6) | N4—Ir1—N3—C5 | 95.4 (5) |
Ir1—N2—C10—C9 | −179.7 (7) | N4—Ir1—N5—C21 | 3.6 (6) |
Ir1—N2—C10—C11 | −0.6 (9) | N4—Ir1—N5—C25 | −178.5 (9) |
Ir1—N3—C1—C2 | −178.5 (6) | N4—C16—C17—C18 | 0 (1) |
Ir1—N3—C5—C4 | 179.5 (6) | N4—C20—C19—C18 | 2 (1) |
Ir1—N3—C5—C6 | 0.6 (8) | N4—C20—C21—N5 | 1 (1) |
Ir1—N4—C16—C17 | 177.1 (9) | N4—C20—C21—C22 | −178.4 (9) |
Ir1—N4—C20—C19 | −178.2 (8) | N5—Ir1—N1—C11 | −174.8 (6) |
Ir1—N4—C20—C21 | 2 (1) | N5—Ir1—N1—C15 | 3.2 (8) |
Ir1—N5—C21—C20 | −3 (1) | N5—Ir1—N2—C6 | −108 (3) |
Ir1—N5—C21—C22 | 175.9 (8) | N5—Ir1—N2—C10 | 72 (3) |
Ir1—N5—C25—C24 | −175.6 (8) | N5—Ir1—N3—C1 | −6.9 (7) |
Cl1—Ir1—N1—C11 | 89.2 (6) | N5—Ir1—N3—C5 | 175.1 (5) |
Cl1—Ir1—N1—C15 | −92.8 (8) | N5—Ir1—N4—C16 | −179.7 (9) |
Cl1—Ir1—N2—C6 | 88.0 (5) | N5—Ir1—N4—C20 | −3.0 (7) |
Cl1—Ir1—N2—C10 | −91.1 (6) | N5—C21—C20—C19 | −178.7 (10) |
Cl1—Ir1—N3—C1 | 88.7 (6) | N5—C21—C22—C23 | 1 (1) |
Cl1—Ir1—N3—C5 | −89.4 (5) | N5—C25—C24—C23 | −1 (1) |
Cl1—Ir1—N4—C16 | −160 (2) | C1—N3—C5—C4 | 1 (1) |
Cl1—Ir1—N4—C20 | 16 (3) | C1—N3—C5—C6 | −177.7 (7) |
Cl1—Ir1—N5—C21 | −174.8 (6) | C1—C2—C3—C4 | 0 (1) |
Cl1—Ir1—N5—C25 | 3.1 (8) | C2—C1—N3—C5 | 0 (1) |
N1—Ir1—N2—C6 | 179.1 (6) | C2—C3—C4—C5 | 1 (1) |
N1—Ir1—N2—C10 | 0.0 (6) | C3—C4—C5—C6 | 177.0 (8) |
N1—Ir1—N3—C1 | 175.1 (8) | C4—C5—C6—C7 | 1 (1) |
N1—Ir1—N3—C5 | −2 (1) | C5—C6—N2—C10 | 179.4 (7) |
N1—Ir1—N4—C16 | 82.3 (9) | C5—C6—C7—C8 | −179.2 (9) |
N1—Ir1—N4—C20 | −101.0 (7) | C6—N2—C10—C9 | 1 (1) |
N1—Ir1—N5—C21 | 93.4 (6) | C6—N2—C10—C11 | −179.7 (7) |
N1—Ir1—N5—C25 | −88.7 (8) | C6—C7—C8—C9 | −1 (1) |
N1—C11—C10—N2 | 1 (1) | C7—C6—N2—C10 | −1 (1) |
N1—C11—C10—C9 | −179.9 (9) | C7—C8—C9—C10 | 2 (1) |
N1—C11—C12—C13 | −1 (1) | C8—C9—C10—C11 | 179.4 (9) |
N1—C15—C14—C13 | 1 (1) | C9—C10—C11—C12 | 0 (1) |
N2—Ir1—N1—C11 | 0.6 (6) | C10—C11—N1—C15 | −179.3 (8) |
N2—Ir1—N1—C15 | 178.6 (8) | C10—C11—C12—C13 | 178.9 (10) |
N2—Ir1—N3—C1 | 177.8 (7) | C11—N1—C15—C14 | −1 (1) |
N2—Ir1—N3—C5 | −0.3 (5) | C11—C12—C13—C14 | 1 (1) |
N2—Ir1—N4—C16 | 1.8 (9) | C12—C11—N1—C15 | 1 (1) |
N2—Ir1—N4—C20 | 178.5 (7) | C12—C13—C14—C15 | −1 (1) |
N2—Ir1—N5—C21 | 21 (3) | C16—N4—C20—C19 | −1 (1) |
N2—Ir1—N5—C25 | −160 (3) | C16—N4—C20—C21 | 179.0 (9) |
N2—C6—C5—N3 | −0.6 (9) | C16—C17—C18—C19 | 1 (1) |
N2—C6—C5—C4 | −179.5 (8) | C16—C17—C18—C26 | −179 (1) |
N2—C6—C7—C8 | 1 (1) | C17—C16—N4—C20 | 0 (1) |
N2—C10—C9—C8 | −1 (1) | C17—C18—C19—C20 | −2 (1) |
N2—C10—C11—C12 | −179.2 (9) | C18—C19—C20—C21 | −178 (1) |
N3—Ir1—N1—C11 | 3 (1) | C19—C20—C21—C22 | 1 (1) |
N3—Ir1—N1—C15 | −178.8 (7) | C20—C19—C18—C26 | 179 (1) |
N3—Ir1—N2—C6 | 0.0 (5) | C20—C21—N5—C25 | 178.3 (9) |
N3—Ir1—N2—C10 | −179.1 (6) | C20—C21—C22—C23 | −179 (1) |
N3—Ir1—N4—C16 | −79.5 (9) | C21—N5—C25—C24 | 2 (1) |
N3—Ir1—N4—C20 | 97.2 (7) | C21—C22—C23—C24 | 0 (1) |
N3—Ir1—N5—C21 | −86.0 (6) | C21—C22—C23—C27 | −179 (1) |
N3—Ir1—N5—C25 | 92.0 (8) | C22—C21—N5—C25 | −2 (1) |
N3—C1—C2—C3 | 0 (1) | C22—C23—C24—C25 | 0 (1) |
N3—C5—C4—C3 | −1 (1) | C25—C24—C23—C27 | 179 (1) |
N3—C5—C6—C7 | −180.0 (8) | C25—C24—C23—C27 | 179 (1) |
N4—Ir1—N1—C11 | −95.1 (6) | | |
Symmetry codes: (i) −x+1, −y, −z; (ii) −x, −y, −z; (iii) x+1, y−1, z; (iv) x, y−1, z; (v) x+1, y, z; (vi) −x+1, −y, −z+1; (vii) −x, −y, −z+1. |