cis-Di­chloro­bis(di-2-pyridyl­amine)­iridium(III) hexa­fluoro­phosphate

The crystal structure of the title compound, [IrCl₂(C₁₀H₉N₃)₂]PF₆, contains a monomeric [IrCl₂(bpya)₂]⁺ cation (bpya is di-2-pyridyl­amine) and a hexa­fluoro­phosphate anion. The iridium(III) ion is coordinated by four N atoms from two bpya ligands [mean Ir-N distance = 2.049 (6) Å] and two Cl atoms [Ir-Cl = 2.344 (2) Å], forming a distorted octahedral environment.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.012 Å
• R factor = 0.056
• wR factor = 0.128
• Data-to-parameter ratio = 18.8

checkCIF/PLATON results

No syntax errors found



Alert level B
ABSTM02_ALERT_3_B  The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
            Tmin and Tmax reported:      0.220     0.618
            Tmin' and Tmax expected:      0.295     0.618
            RR' =      0.747
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large .............       0.73

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.47
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....         P1
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.27
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         12
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         13
            CL1 -IR1 -N1  -C1      0.00  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 ... #         14
            CL1 -IR1 -N1  -C5   -177.00  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 ... #         27
            CL2 -IR1 -N4  -C16  -152.00  4.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         28
            CL2 -IR1 -N4  -C20    24.00  4.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         40
            N2  -IR1 -N3  -C11  -148.00  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 ... #         41
            N2  -IR1 -N3  -C15    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 ... #         49
            N3  -IR1 -N2  -C6     -2.00  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 ... #         50
            N3  -IR1 -N2  -C10  -178.00  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

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

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

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Computing details

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: TEXSAN (Molecular Structure Corporation and Rigaku, 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.

(I)

Crystal data

[IrCl2(C10H9N3)2]PF6	Z = 2
Mr = 750.49	F(000) = 720
Triclinic, P1	Dx = 2.102 Mg m^−3
a = 7.6920 (8) Å	Mo Kα radiation, λ = 0.7107 Å
b = 12.940 (1) Å	Cell parameters from 7910 reflections
c = 13.229 (1) Å	θ = 2.0–30.5°
α = 68.958 (3)°	µ = 6.01 mm^−1
β = 75.775 (4)°	T = 296 K
γ = 79.760 (6)°	Needle, yellow
V = 1185.4 (2) Å^3	0.20 × 0.10 × 0.08 mm

Data collection

Rigaku R-AXIS RAPID Imaging Plate diffractometer	6111 reflections with I > 2.0σ(I)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.066
ω scans	θmax = 30.5°, θmin = 2.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −10→10
Tmin = 0.220, Tmax = 0.618	k = −18→18
14053 measured reflections	l = −18→18
7054 independent reflections

Refinement

Refinement on F^2	w = 1/[σ^2(Fo^2) + (0.1P)^2] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.056	(Δ/σ)max = 0.004
wR(F^2) = 0.128	Δρmax = 3.70 e Å^−3
S = 1.72	Δρmin = −1.50 e Å^−3
6111 reflections	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
325 parameters	Extinction coefficient: 0.0000
H-atom parameters constrained

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Ir1	0.24177 (3)	0.22374 (2)	0.20122 (2)	0.02817 (9)
Cl1	0.4511 (3)	0.0672 (2)	0.2410 (2)	0.0512 (4)
Cl2	0.4647 (2)	0.3299 (2)	0.0688 (1)	0.0417 (4)
P1	−0.3182 (3)	0.2982 (3)	−0.2953 (2)	0.0616 (6)
F1	−0.267 (4)	0.389 (1)	−0.279 (2)	0.33 (2)
F2	−0.278 (1)	0.3568 (10)	−0.4262 (7)	0.137 (4)
F3	−0.505 (1)	0.345 (2)	−0.299 (1)	0.26 (1)
F4	−0.347 (4)	0.212 (1)	−0.332 (2)	0.33 (2)
F5	−0.360 (2)	0.237 (2)	−0.1741 (8)	0.218 (9)
F6	−0.125 (2)	0.258 (2)	−0.2910 (9)	0.233 (10)
N1	0.0644 (7)	0.3649 (4)	0.1683 (4)	0.0277 (10)
N2	0.1773 (7)	0.1915 (5)	0.0740 (5)	0.032 (1)
N3	0.2917 (7)	0.2595 (5)	0.3296 (5)	0.033 (1)
N4	0.0478 (7)	0.1300 (5)	0.3120 (4)	0.031 (1)
N5	−0.0141 (8)	0.2478 (6)	0.4202 (5)	0.041 (1)
N6	−0.1176 (7)	0.2767 (5)	0.1105 (5)	0.034 (1)
C1	0.0960 (10)	0.4568 (6)	0.1857 (6)	0.038 (1)
C2	−0.027 (1)	0.5463 (6)	0.1781 (7)	0.044 (2)
C3	−0.185 (1)	0.5481 (6)	0.1460 (6)	0.042 (2)
C4	−0.2149 (9)	0.4593 (6)	0.1231 (6)	0.040 (1)
C5	−0.0871 (8)	0.3680 (5)	0.1340 (5)	0.030 (1)
C6	0.0107 (9)	0.2155 (6)	0.0550 (5)	0.033 (1)
C7	−0.042 (1)	0.1799 (7)	−0.0207 (7)	0.046 (2)
C8	0.086 (1)	0.1251 (8)	−0.0805 (8)	0.058 (2)
C9	0.259 (1)	0.1032 (7)	−0.0630 (8)	0.056 (2)
C10	0.303 (1)	0.1389 (7)	0.0123 (6)	0.043 (2)
C11	0.4584 (9)	0.2843 (7)	0.3268 (6)	0.043 (2)
C12	0.490 (1)	0.3295 (8)	0.3975 (7)	0.051 (2)
C13	0.350 (1)	0.3534 (8)	0.4758 (8)	0.054 (2)
C14	0.180 (1)	0.3274 (7)	0.4820 (6)	0.047 (2)
C15	0.1552 (9)	0.2765 (6)	0.4108 (6)	0.035 (1)
C16	−0.0531 (8)	0.1589 (6)	0.3979 (5)	0.033 (1)
C17	−0.1990 (9)	0.0997 (7)	0.4673 (6)	0.045 (2)
C18	−0.2369 (10)	0.0104 (7)	0.4464 (7)	0.048 (2)
C19	−0.130 (1)	−0.0224 (6)	0.3610 (7)	0.047 (2)
C20	0.011 (1)	0.0376 (6)	0.2972 (6)	0.040 (1)
H1	0.2085	0.4571	0.2044	0.0461*
H2	−0.0058	0.6081	0.1960	0.0541*
H3	−0.2747	0.6110	0.1406	0.0521*
H4	−0.3213	0.4603	0.0980	0.0467*
H5	−0.1647	0.1942	−0.0306	0.0553*
H6	0.0534	0.1006	−0.1330	0.0717*
H7	0.3498	0.0637	−0.1042	0.0659*
H8	0.4258	0.1239	0.0226	0.0493*
H9	−0.2112	0.3026	0.0689	0.0409*
H10	0.5561	0.2670	0.2735	0.0534*
H11	0.6089	0.3458	0.3910	0.0599*
H12	0.3687	0.3856	0.5266	0.0638*
H13	0.0778	0.3419	0.5367	0.0591*
H14	−0.2724	0.1204	0.5277	0.0524*
H15	−0.3387	−0.0289	0.4931	0.0565*
H16	−0.1557	−0.0845	0.3457	0.0561*
H17	0.0900	0.0126	0.2399	0.0478*
H18	−0.0710	0.2364	0.4956	0.0488*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ir1	0.0250 (1)	0.0329 (1)	0.0265 (1)	−0.00069 (8)	−0.00709 (8)	−0.00934 (9)
Cl1	0.0466 (10)	0.053 (1)	0.052 (1)	0.0162 (8)	−0.0162 (8)	−0.0205 (9)
Cl2	0.0301 (7)	0.057 (1)	0.0358 (8)	−0.0110 (7)	−0.0062 (6)	−0.0092 (8)
P1	0.053 (1)	0.084 (2)	0.055 (1)	−0.007 (1)	0.000 (1)	−0.038 (1)
F1	0.52 (4)	0.15 (1)	0.45 (3)	−0.05 (2)	−0.35 (3)	−0.09 (2)
F2	0.095 (6)	0.19 (1)	0.084 (6)	0.012 (6)	−0.011 (4)	−0.015 (6)
F3	0.065 (6)	0.59 (3)	0.144 (10)	0.07 (1)	−0.022 (6)	−0.19 (2)
F4	0.75 (5)	0.13 (1)	0.20 (2)	−0.11 (2)	−0.19 (2)	−0.05 (1)
F5	0.123 (9)	0.44 (3)	0.055 (5)	−0.07 (1)	0.002 (5)	−0.028 (9)
F6	0.112 (8)	0.35 (2)	0.095 (8)	0.09 (1)	0.016 (6)	0.02 (1)
N1	0.028 (2)	0.028 (2)	0.026 (2)	−0.005 (2)	−0.006 (2)	−0.006 (2)
N2	0.030 (3)	0.034 (3)	0.033 (3)	−0.006 (2)	−0.003 (2)	−0.013 (2)
N3	0.031 (3)	0.034 (3)	0.037 (3)	−0.005 (2)	−0.012 (2)	−0.010 (2)
N4	0.034 (3)	0.032 (3)	0.023 (2)	−0.005 (2)	−0.006 (2)	−0.004 (2)
N5	0.037 (3)	0.054 (4)	0.037 (3)	−0.005 (3)	−0.003 (2)	−0.023 (3)
N6	0.032 (3)	0.037 (3)	0.040 (3)	0.000 (2)	−0.017 (2)	−0.015 (2)
C1	0.043 (4)	0.033 (3)	0.036 (3)	−0.006 (3)	−0.011 (3)	−0.005 (3)
C2	0.056 (4)	0.036 (4)	0.045 (4)	−0.004 (3)	−0.014 (3)	−0.015 (3)
C3	0.047 (4)	0.030 (3)	0.036 (3)	−0.001 (3)	−0.004 (3)	−0.001 (3)
C4	0.031 (3)	0.046 (4)	0.042 (4)	0.000 (3)	−0.009 (3)	−0.016 (3)
C5	0.026 (3)	0.034 (3)	0.025 (3)	−0.008 (2)	−0.002 (2)	−0.007 (2)
C6	0.039 (3)	0.033 (3)	0.026 (3)	−0.013 (3)	−0.007 (2)	−0.005 (2)
C7	0.053 (4)	0.047 (4)	0.049 (4)	−0.012 (3)	−0.019 (3)	−0.021 (4)
C8	0.077 (6)	0.059 (5)	0.053 (5)	−0.011 (4)	−0.018 (4)	−0.033 (4)
C9	0.070 (6)	0.048 (5)	0.057 (5)	0.003 (4)	−0.010 (4)	−0.031 (4)
C10	0.044 (4)	0.054 (4)	0.030 (3)	0.001 (3)	−0.003 (3)	−0.020 (3)
C11	0.028 (3)	0.060 (5)	0.037 (4)	−0.004 (3)	−0.010 (3)	−0.010 (3)
C12	0.042 (4)	0.074 (6)	0.047 (4)	−0.012 (4)	−0.020 (3)	−0.020 (4)
C13	0.060 (5)	0.066 (6)	0.053 (5)	−0.011 (4)	−0.025 (4)	−0.028 (4)
C14	0.058 (5)	0.054 (5)	0.033 (4)	−0.006 (4)	−0.012 (3)	−0.019 (3)
C15	0.036 (3)	0.031 (3)	0.035 (3)	−0.002 (2)	−0.012 (3)	−0.007 (3)
C16	0.034 (3)	0.038 (3)	0.023 (3)	0.004 (2)	−0.011 (2)	−0.006 (2)
C17	0.031 (3)	0.060 (5)	0.039 (4)	−0.003 (3)	−0.004 (3)	−0.011 (3)
C18	0.031 (3)	0.051 (4)	0.051 (4)	−0.010 (3)	−0.012 (3)	0.003 (4)
C19	0.053 (4)	0.036 (4)	0.047 (4)	−0.011 (3)	−0.014 (3)	−0.001 (3)
C20	0.050 (4)	0.027 (3)	0.039 (4)	−0.004 (3)	−0.010 (3)	−0.006 (3)

Geometric parameters (Å, º)

Ir1—Cl1	2.337 (2)	C2—H2	0.961
Ir1—Cl2	2.351 (2)	C3—C4	1.36 (1)
Ir1—N1	2.055 (5)	C3—H3	0.961
Ir1—N2	2.059 (7)	C4—C5	1.384 (9)
Ir1—N3	2.049 (7)	C4—H4	0.952
Ir1—N4	2.034 (5)	C6—C7	1.41 (1)
P1—F1	1.40 (3)	C7—C8	1.37 (1)
P1—F2	1.595 (9)	C7—H5	0.961
P1—F3	1.46 (1)	C8—C9	1.37 (2)
P1—F4	1.44 (2)	C8—H6	0.957
P1—F5	1.492 (10)	C9—C10	1.37 (2)
P1—F6	1.49 (1)	C9—H7	0.964
N1—C1	1.36 (1)	C10—H8	0.960
N1—C5	1.340 (9)	C11—C12	1.35 (2)
N2—C6	1.327 (9)	C11—H10	0.952
N2—C10	1.359 (10)	C12—C13	1.37 (1)
N3—C11	1.36 (1)	C12—H11	0.951
N3—C15	1.356 (9)	C13—C14	1.39 (1)
N4—C16	1.342 (9)	C13—H12	0.956
N4—C20	1.36 (1)	C14—C15	1.39 (1)
N5—C15	1.38 (1)	C14—H13	0.969
N5—C16	1.38 (1)	C16—C17	1.408 (9)
N5—H18	0.955	C17—C18	1.37 (1)
N6—C5	1.39 (1)	C17—H14	0.953
N6—C6	1.388 (9)	C18—C19	1.38 (1)
N6—H9	0.954	C18—H15	0.965
C1—C2	1.35 (1)	C19—C20	1.37 (1)
C1—H1	0.958	C19—H16	0.960
C2—C3	1.38 (1)	C20—H17	0.963
Cl1···F4^i	3.54 (2)	F6···C14^iv	3.26 (1)
Cl2···N6^ii	3.304 (6)	N2···C3^iii	3.573 (8)
Cl2···C4^ii	3.549 (9)	N4···C18^viii	3.58 (1)
F1···C2^iii	3.25 (3)	N4···C17^viii	3.594 (9)
F1···C1^iii	3.28 (3)	N5···C19^viii	3.531 (9)
F1···C13^iii	3.48 (2)	C2···C7^iii	3.46 (1)
F2···N5^iv	3.04 (1)	C2···C6^iii	3.485 (9)
F2···C12^v	3.40 (2)	C3···C6^iii	3.478 (9)
F2···C13^v	3.43 (2)	C8···C8^i	3.46 (2)
F2···C14^iv	3.43 (1)	C12···C17^ii	3.46 (1)
F2···C13^iii	3.53 (2)	C15···C18^viii	3.530 (10)
F3···C3^vi	3.18 (2)	C15···C19^viii	3.574 (9)
F3···C13^v	3.40 (2)	C16···C18^viii	3.361 (10)
F4···C17^iv	3.34 (2)	C16···C19^viii	3.54 (1)
F4···N5^iv	3.56 (2)	C17···C20^viii	3.50 (1)
F5···C10^vii	3.19 (1)	C17···C19^viii	3.58 (1)
F5···C9^vii	3.41 (2)
Cl1—Ir1—Cl2	91.09 (6)	C2—C3—C4	119.2 (7)
Cl1—Ir1—N1	177.5 (2)	C2—C3—H3	120.6
Cl1—Ir1—N2	94.4 (2)	C4—C3—H3	120.2
Cl1—Ir1—N3	88.3 (2)	C3—C4—C5	119.5 (7)
Cl1—Ir1—N4	88.7 (1)	C3—C4—H4	120.3
Cl2—Ir1—N1	87.7 (1)	C5—C4—H4	120.1
Cl2—Ir1—N2	87.5 (1)	N1—C5—N6	119.2 (5)
Cl2—Ir1—N3	94.1 (2)	N1—C5—C4	121.3 (7)
Cl2—Ir1—N4	178.2 (2)	N6—C5—C4	119.5 (7)
N1—Ir1—N2	87.7 (2)	N2—C6—N6	120.4 (7)
N1—Ir1—N3	89.7 (2)	N2—C6—C7	121.7 (7)
N1—Ir1—N4	92.6 (2)	N6—C6—C7	117.9 (6)
N2—Ir1—N3	176.9 (2)	C6—C7—C8	118.4 (8)
N2—Ir1—N4	90.7 (2)	C6—C7—H5	120.9
N3—Ir1—N4	87.7 (2)	C8—C7—H5	120.7
F1—P1—F2	91 (1)	C7—C8—C9	119 (1)
F1—P1—F3	94 (1)	C7—C8—H6	120.0
F1—P1—F4	168 (1)	C9—C8—H6	120.3
F1—P1—F5	92 (1)	C8—C9—C10	119.6 (9)
F1—P1—F6	80 (1)	C8—C9—H7	120.2
F2—P1—F3	86.2 (6)	C10—C9—H7	120.2
F2—P1—F4	78.5 (8)	N2—C10—C9	121.5 (8)
F2—P1—F5	176.2 (10)	N2—C10—H8	120.0
F2—P1—F6	93.7 (5)	C9—C10—H8	118.5
F3—P1—F4	89 (1)	N3—C11—C12	122.9 (7)
F3—P1—F5	93.2 (7)	N3—C11—H10	117.7
F3—P1—F6	175 (1)	C12—C11—H10	119.4
F4—P1—F5	97 (1)	C11—C12—C13	119.8 (9)
F4—P1—F6	94 (1)	C11—C12—H11	119.1
F5—P1—F6	87.2 (6)	C13—C12—H11	121.1
Ir1—N1—C1	119.8 (5)	C12—C13—C14	118 (1)
Ir1—N1—C5	121.7 (5)	C12—C13—H12	121.5
C1—N1—C5	118.4 (6)	C14—C13—H12	119.8
Ir1—N2—C6	121.0 (5)	C13—C14—C15	119.5 (8)
Ir1—N2—C10	120.0 (5)	C13—C14—H13	121.3
C6—N2—C10	118.9 (7)	C15—C14—H13	119.2
Ir1—N3—C11	120.7 (5)	N3—C15—N5	119.7 (8)
Ir1—N3—C15	120.9 (5)	N3—C15—C14	121.3 (7)
C11—N3—C15	117.6 (8)	N5—C15—C14	119.0 (7)
Ir1—N4—C16	122.0 (5)	N4—C16—N5	120.0 (6)
Ir1—N4—C20	120.0 (4)	N4—C16—C17	121.3 (8)
C16—N4—C20	118.0 (6)	N5—C16—C17	118.7 (7)
C15—N5—C16	126.7 (6)	C16—C17—C18	118.9 (8)
C15—N5—H18	104.9	C16—C17—H14	121.7
C16—N5—H18	104.7	C18—C17—H14	119.4
C5—N6—C6	125.6 (6)	C17—C18—C19	120.2 (7)
C5—N6—H9	105.9	C17—C18—H15	118.6
C6—N6—H9	105.2	C19—C18—H15	121.2
N1—C1—C2	121.8 (8)	C18—C19—C20	118.2 (9)
N1—C1—H1	118.6	C18—C19—H16	120.7
C2—C1—H1	119.6	C20—C19—H16	121.1
C1—C2—C3	119.6 (9)	N4—C20—C19	123.3 (7)
C1—C2—H2	120.5	N4—C20—H17	118.4
C3—C2—H2	119.9	C19—C20—H17	118.3
Ir1—N1—C1—C2	−171.8 (5)	N3—Ir1—N1—C5	−143.7 (4)
Ir1—N1—C5—N6	−5.8 (7)	N3—Ir1—N2—C6	−2 (3)
Ir1—N1—C5—C4	173.1 (4)	N3—Ir1—N2—C10	−178 (3)
Ir1—N2—C6—N6	9.0 (8)	N3—Ir1—N4—C16	35.1 (5)
Ir1—N2—C6—C7	−170.7 (5)	N3—Ir1—N4—C20	−148.1 (5)
Ir1—N2—C10—C9	171.3 (6)	N3—C11—C12—C13	0 (1)
Ir1—N3—C11—C12	166.6 (6)	N3—C15—N5—C16	34.4 (9)
Ir1—N3—C15—N5	13.2 (8)	N3—C15—C14—C13	−5 (1)
Ir1—N3—C15—C14	−163.7 (5)	N4—Ir1—N1—C1	121.2 (5)
Ir1—N4—C16—N5	−7.1 (8)	N4—Ir1—N1—C5	−56.0 (5)
Ir1—N4—C16—C17	173.3 (5)	N4—Ir1—N2—C6	56.4 (5)
Ir1—N4—C20—C19	−172.6 (6)	N4—Ir1—N2—C10	−119.6 (5)
Cl1—Ir1—N1—C1	0 (3)	N4—Ir1—N3—C11	152.5 (5)
Cl1—Ir1—N1—C5	−177 (2)	N4—Ir1—N3—C15	−38.1 (5)
Cl1—Ir1—N2—C6	145.1 (5)	N4—C16—N5—C15	−38.2 (9)
Cl1—Ir1—N2—C10	−30.8 (5)	N4—C16—C17—C18	0 (1)
Cl1—Ir1—N3—C11	63.7 (5)	N4—C20—C19—C18	−1 (1)
Cl1—Ir1—N3—C15	−126.8 (5)	N5—C15—N3—C11	−177.0 (6)
Cl1—Ir1—N4—C16	123.4 (5)	N5—C15—C14—C13	177.9 (7)
Cl1—Ir1—N4—C20	−59.8 (5)	N5—C16—N4—C20	176.1 (6)
Cl2—Ir1—N1—C1	−60.6 (4)	N5—C16—C17—C18	−179.2 (7)
Cl2—Ir1—N1—C5	122.2 (4)	N6—C5—N1—C1	176.9 (5)
Cl2—Ir1—N2—C6	−124.0 (5)	N6—C5—C4—C3	180.0 (6)
Cl2—Ir1—N2—C10	60.1 (5)	N6—C6—N2—C10	−175.0 (6)
Cl2—Ir1—N3—C11	−27.3 (5)	N6—C6—C7—C8	176.3 (6)
Cl2—Ir1—N3—C15	142.2 (5)	C1—N1—C5—C4	−4.2 (8)
Cl2—Ir1—N4—C16	−152 (4)	C1—C2—C3—C4	0 (1)
Cl2—Ir1—N4—C20	24 (4)	C2—C1—N1—C5	5.5 (9)
N1—Ir1—N2—C6	−36.2 (5)	C2—C3—C4—C5	0 (1)
N1—Ir1—N2—C10	147.8 (5)	C4—C5—N6—C6	139.4 (6)
N1—Ir1—N3—C11	−114.9 (5)	C5—N6—C6—C7	−140.4 (7)
N1—Ir1—N3—C15	54.5 (5)	C6—N2—C10—C9	−4.7 (10)
N1—Ir1—N4—C16	−54.5 (5)	C6—C7—C8—C9	2 (1)
N1—Ir1—N4—C20	122.4 (5)	C7—C6—N2—C10	5.3 (9)
N1—C1—C2—C3	−3 (1)	C7—C8—C9—C10	−1 (1)
N1—C5—N6—C6	−41.6 (9)	C11—N3—C15—C14	6.1 (9)
N1—C5—C4—C3	1.1 (9)	C11—C12—C13—C14	1 (1)
N2—Ir1—N1—C1	−148.2 (5)	C12—C11—N3—C15	−3 (1)
N2—Ir1—N1—C5	34.6 (4)	C12—C13—C14—C15	1 (1)
N2—Ir1—N3—C11	−148 (3)	C14—C15—N5—C16	−148.6 (7)
N2—Ir1—N3—C15	21 (3)	C15—N5—C16—C17	141.4 (7)
N2—Ir1—N4—C16	−142.2 (5)	C16—N4—C20—C19	4 (1)
N2—Ir1—N4—C20	34.6 (5)	C16—C17—C18—C19	2 (1)
N2—C6—N6—C5	39.9 (9)	C17—C16—N4—C20	−3.5 (9)
N2—C6—C7—C8	−4 (1)	C17—C18—C19—C20	−1 (1)
N2—C10—C9—C8	2 (1)	C17—C18—C19—C20	−1 (1)
N3—Ir1—N1—C1	33.6 (5)

Symmetry codes: (i) −x, −y, −z; (ii) x+1, y, z; (iii) −x, −y+1, −z; (iv) x, y, z−1; (v) x−1, y, z−1; (vi) −x−1, −y+1, −z; (vii) x−1, y, z; (viii) −x, −y, −z+1.

Hydrogen-bond geometry (º)

D—H···A	D—H···A
N5—H18···F2^ix	129
N5—H18···F4^ix	156
N6—H9···Cl2^vii	148

Symmetry codes: (vii) x−1, y, z; (ix) x, y, z+1.