#------------------------------------------------------------------------------
#$Date: 2018-10-11 01:30:30 +0300 (Thu, 11 Oct 2018) $
#$Revision: 211369 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/00/1550025.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1550025
loop_
_publ_author_name
'Lam, Tsz Lung'
'Ka Chung, Tong'
'Yang, Chen'
'Kwong, Wai-Lun'
'Guan, Xiangguo'
'Li, Ming-De'
'Lo, Vanessa Kar-Yan'
'Chan, Sharon Lai-Fung'
'Phillips, David Lee'
'Lok, Chun-Nam'
'Che, Chi-Ming'
_publ_section_title
;
 Luminescent ruffled iridium(III) porphyrin complexes containing
 N-heterocyclic carbene ligands: structures, spectroscopies and potent
 antitumor activities under dark and light irradiation conditions
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C8SC02920B
_journal_year                    2018
_chemical_formula_moiety         'C54 H64 Ir N8, F6 P'
_chemical_formula_sum            'C54 H64 F6 Ir N8 P'
_chemical_formula_weight         1162.32
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-05-31 deposited with the CCDC.
2018-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.004(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.9784(6)
_cell_length_b                   15.1240(6)
_cell_length_c                   19.0318(6)
_cell_measurement_reflns_used    213
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      60
_cell_measurement_theta_min      3
_cell_volume                     4921.5(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            52561
_diffrn_reflns_theta_full        65.90
_diffrn_reflns_theta_max         65.90
_diffrn_reflns_theta_min         3.90
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.140
_exptl_absorpt_correction_T_max  0.782
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.817
_refine_diff_density_min         -0.668
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4255
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0287
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0295P)²+19.9949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0701
_reflns_number_gt                4124
_reflns_number_total             4255
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8sc02920b2.cif
_cod_data_source_block           hung146
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1550025
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.0000 0.158877(10) 0.2500 0.02024(8) Uani 1 2 d S . .
N1 N 0.0000 0.0250(2) 0.2500 0.0304(8) Uani 1 2 d S . .
N2 N 0.07920(15) 0.15919(15) 0.19434(14) 0.0215(5) Uani 1 1 d . . .
N3 N 0.0000 0.2930(2) 0.2500 0.0200(7) Uani 1 2 d S . .
N4 N 0.09088(14) 0.19351(17) 0.41817(14) 0.0230(5) Uani 1 1 d . . .
N5 N 0.16094(16) 0.11145(17) 0.37018(15) 0.0273(6) Uani 1 1 d . . .
C1 C 0.0276(3) -0.0274(2) 0.2053(2) 0.0416(9) Uani 1 1 d . . .
C2A C 0.0029(4) -0.1175(4) 0.2088(4) 0.0273(6) Uani 0.560(5) 1 d PD . 1
C2B C 0.0341(5) -0.1204(5) 0.2394(5) 0.0273(6) Uani 0.440(5) 1 d PD . 2
C3 C 0.0671(2) 0.0043(2) 0.1574(2) 0.0369(8) Uani 1 1 d . . .
H3 H 0.0762 -0.0368 0.1232 0.044 Uiso 1 1 calc R . .
C4 C 0.09418(18) 0.0898(2) 0.15500(17) 0.0253(6) Uani 1 1 d . . .
C5 C 0.15073(19) 0.1181(2) 0.11887(18) 0.0279(7) Uani 1 1 d . . .
C6 C 0.17117(18) 0.2026(2) 0.14113(18) 0.0274(7) Uani 1 1 d . . .
C7 C 0.12441(17) 0.2295(2) 0.18733(17) 0.0239(6) Uani 1 1 d . . .
C8 C 0.11570(18) 0.3151(2) 0.21051(16) 0.0245(6) Uani 1 1 d . . .
H8 H 0.1551 0.3565 0.2095 0.029 Uiso 1 1 calc R . .
C9 C 0.05490(19) 0.34625(19) 0.23508(17) 0.0220(6) Uani 1 1 d . . .
C10 C 0.0338(2) 0.4381(2) 0.24124(18) 0.0273(6) Uani 1 1 d . . .
C11A C 0.0230(5) -0.1948(4) 0.1692(4) 0.0387(13) Uani 0.560(5) 1 d PD . 1
H11A H 0.0184 -0.1767 0.1180 0.046 Uiso 0.560(5) 1 calc PR . 1
H11B H -0.0156 -0.2424 0.1664 0.046 Uiso 0.560(5) 1 calc PR . 1
C12A C 0.1050(6) -0.2317(6) 0.2054(5) 0.0640(19) Uani 0.560(5) 1 d PD . 1
H12A H 0.1136 -0.2826 0.1771 0.096 Uiso 0.560(5) 1 calc PR . 1
H12B H 0.1102 -0.2502 0.2561 0.096 Uiso 0.560(5) 1 calc PR . 1
H12C H 0.1439 -0.1859 0.2064 0.096 Uiso 0.560(5) 1 calc PR . 1
C11B C 0.0653(6) -0.2001(5) 0.2099(5) 0.0387(13) Uani 0.440(5) 1 d PD . 2
H11C H 0.1142 -0.1830 0.1999 0.046 Uiso 0.440(5) 1 calc PR . 2
H11D H 0.0788 -0.2461 0.2488 0.046 Uiso 0.440(5) 1 calc PR . 2
C12B C 0.0109(8) -0.2397(8) 0.1411(6) 0.0640(19) Uani 0.440(5) 1 d PD . 2
H12D H 0.0350 -0.2926 0.1277 0.096 Uiso 0.440(5) 1 calc PR . 2
H12E H 0.0005 -0.1965 0.1008 0.096 Uiso 0.440(5) 1 calc PR . 2
H12F H -0.0383 -0.2559 0.1497 0.096 Uiso 0.440(5) 1 calc PR . 2
C13 C 0.1745(2) 0.0643(2) 0.06325(19) 0.0328(7) Uani 1 1 d . . .
H13A H 0.1817 0.0020 0.0798 0.039 Uiso 1 1 calc R . .
H13B H 0.2252 0.0864 0.0600 0.039 Uiso 1 1 calc R . .
C14 C 0.1139(3) 0.0689(3) -0.0122(2) 0.0513(11) Uani 1 1 d . . .
H14A H 0.1307 0.0322 -0.0470 0.077 Uiso 1 1 calc R . .
H14B H 0.1081 0.1303 -0.0295 0.077 Uiso 1 1 calc R . .
H14C H 0.0637 0.0472 -0.0091 0.077 Uiso 1 1 calc R . .
C15 C 0.2282(2) 0.2614(3) 0.1196(2) 0.0397(8) Uani 1 1 d . . .
H15A H 0.2515 0.3032 0.1606 0.048 Uiso 1 1 calc R . .
H15B H 0.2711 0.2244 0.1132 0.048 Uiso 1 1 calc R . .
C16 C 0.1935(4) 0.3128(4) 0.0509(4) 0.0750(16) Uani 1 1 d . . .
H16A H 0.2335 0.3511 0.0418 0.113 Uiso 1 1 calc R . .
H16B H 0.1504 0.3492 0.0562 0.113 Uiso 1 1 calc R . .
H16C H 0.1735 0.2721 0.0092 0.113 Uiso 1 1 calc R . .
C17 C 0.0783(2) 0.5170(2) 0.2273(2) 0.0344(8) Uani 1 1 d . . .
H17A H 0.0967 0.5041 0.1843 0.041 Uiso 1 1 calc R . .
H17B H 0.0423 0.5680 0.2140 0.041 Uiso 1 1 calc R . .
C18 C 0.1477(3) 0.5425(3) 0.2917(2) 0.0490(10) Uani 1 1 d . . .
H18A H 0.1734 0.5942 0.2785 0.073 Uiso 1 1 calc R . .
H18B H 0.1847 0.4930 0.3044 0.073 Uiso 1 1 calc R . .
H18C H 0.1301 0.5569 0.3343 0.073 Uiso 1 1 calc R . .
C19 C 0.09105(19) 0.15596(18) 0.35278(18) 0.0231(6) Uani 1 1 d . . .
C20 C 0.03345(18) 0.2527(2) 0.43275(17) 0.0262(6) Uani 1 1 d . . .
H20A H 0.0594 0.2914 0.4745 0.039 Uiso 1 1 calc R . .
H20B H -0.0069 0.2179 0.4448 0.039 Uiso 1 1 calc R . .
H20C H 0.0093 0.2888 0.3888 0.039 Uiso 1 1 calc R . .
C21 C 0.15780(19) 0.1725(2) 0.47551(19) 0.0261(7) Uani 1 1 d . . .
C22 C 0.1829(2) 0.1962(2) 0.54977(19) 0.0306(7) Uani 1 1 d . . .
H22 H 0.1515 0.2315 0.5707 0.037 Uiso 1 1 calc R . .
C23 C 0.2558(2) 0.1661(2) 0.5917(2) 0.0370(9) Uani 1 1 d . . .
H23 H 0.2748 0.1808 0.6426 0.044 Uiso 1 1 calc R . .
C24 C 0.3019(2) 0.1145(2) 0.5604(2) 0.0397(9) Uani 1 1 d . . .
H24 H 0.3519 0.0955 0.5907 0.048 Uiso 1 1 calc R . .
C25 C 0.2769(2) 0.0904(2) 0.4868(2) 0.0354(8) Uani 1 1 d . . .
H25 H 0.3082 0.0549 0.4658 0.043 Uiso 1 1 calc R . .
C26 C 0.20356(18) 0.1207(2) 0.44483(19) 0.0287(7) Uani 1 1 d . . .
C27 C 0.1938(2) 0.0596(3) 0.3219(2) 0.0411(9) Uani 1 1 d . . .
H27A H 0.2389 0.0259 0.3520 0.062 Uiso 1 1 calc R . .
H27B H 0.2105 0.0995 0.2890 0.062 Uiso 1 1 calc R . .
H27C H 0.1540 0.0189 0.2923 0.062 Uiso 1 1 calc R . .
P1 P 0.0000 0.5000 0.0000 0.0480(4) Uani 1 2 d S . .
F1A F 0.05751(17) 0.5746(2) 0.04707(15) 0.0505(7) Uani 0.845(3) 1 d P A 1
F2A F 0.0421(2) 0.4297(2) 0.06033(17) 0.0629(9) Uani 0.845(3) 1 d P A 1
F3A F -0.06029(19) 0.5203(3) 0.0455(2) 0.0658(9) Uani 0.845(3) 1 d P A 1
F1B F -0.0332(10) 0.4630(13) 0.0575(9) 0.0505(7) Uani 0.155(3) 1 d P A 2
F2B F -0.0008(12) 0.5986(12) 0.0395(10) 0.0629(9) Uani 0.155(3) 1 d P A 2
F3B F 0.0848(10) 0.4788(14) 0.0553(11) 0.0658(9) Uani 0.155(3) 1 d P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Ir1 N2 179.73(13) . 2
N2 Ir1 N1 90.14(7) . .
N2 Ir1 N1 90.14(7) 2 .
N2 Ir1 N3 89.86(7) . .
N2 Ir1 N3 89.86(7) 2 .
N1 Ir1 N3 180.0 . .
N2 Ir1 C19 90.89(11) . .
N2 Ir1 C19 89.12(11) 2 .
N1 Ir1 C19 88.81(7) . .
N3 Ir1 C19 91.19(7) . .
N2 Ir1 C19 89.12(11) . 2
N2 Ir1 C19 90.89(11) 2 2
N1 Ir1 C19 88.81(7) . 2
N3 Ir1 C19 91.19(7) . 2
C19 Ir1 C19 177.62(15) . 2
C1 N1 C1 109.0(4) . 2
C1 N1 Ir1 125.5(2) . .
C1 N1 Ir1 125.5(2) 2 .
C4 N2 C7 108.7(3) . .
C4 N2 Ir1 125.2(2) . .
C7 N2 Ir1 126.1(2) . .
C9 N3 C9 108.0(3) . 2
C9 N3 Ir1 126.02(17) . .
C9 N3 Ir1 126.02(17) 2 .
C19 N4 C21 112.0(3) . .
C19 N4 C20 129.0(3) . .
C21 N4 C20 119.0(3) . .
C19 N5 C26 111.7(3) . .
C19 N5 C27 128.9(3) . .
C26 N5 C27 119.4(3) . .
N1 C1 C3 124.3(3) . .
N1 C1 C2A 110.1(4) . .
C3 C1 C2A 125.3(4) . .
N1 C1 C2B 105.2(4) . .
C3 C1 C2B 126.8(4) . .
C1 C2A C11A 126.2(5) . .
C1 C2A C2A 99.2(3) . 2
C11A C2A C2A 126.4(4) . 2
C2B C2B C11B 124.4(5) 2 .
C2B C2B C1 99.3(5) 2 .
C11B C2B C1 124.1(7) . .
C4 C3 C1 126.4(3) . .
C4 C3 H3 116.8 . .
C1 C3 H3 116.8 . .
N2 C4 C3 124.6(3) . .
N2 C4 C5 108.6(3) . .
C3 C4 C5 126.3(3) . .
C6 C5 C4 106.8(3) . .
C6 C5 C13 128.4(3) . .
C4 C5 C13 124.5(3) . .
C5 C6 C7 107.5(3) . .
C5 C6 C15 127.7(3) . .
C7 C6 C15 124.8(3) . .
N2 C7 C8 124.2(3) . .
N2 C7 C6 108.3(3) . .
C8 C7 C6 126.6(3) . .
C7 C8 C9 126.6(3) . .
C7 C8 H8 116.7 . .
C9 C8 H8 116.7 . .
N3 C9 C8 124.0(3) . .
N3 C9 C10 108.8(3) . .
C8 C9 C10 126.9(3) . .
C10 C10 C9 107.21(18) 2 .
C10 C10 C17 127.57(19) 2 .
C9 C10 C17 125.2(3) . .
C2A C11A C12A 114.1(7) . .
C2A C11A H11A 108.7 . .
C12A C11A H11A 108.7 . .
C2A C11A H11B 108.7 . .
C12A C11A H11B 108.7 . .
H11A C11A H11B 107.6 . .
C12B C11B C2B 115.4(9) . .
C12B C11B H11C 108.4 . .
C2B C11B H11C 108.4 . .
C12B C11B H11D 108.4 . .
C2B C11B H11D 108.4 . .
H11C C11B H11D 107.5 . .
C11B C12B H12D 109.5 . .
C11B C12B H12E 109.5 . .
H12D C12B H12E 109.5 . .
C11B C12B H12F 109.5 . .
H12D C12B H12F 109.5 . .
H12E C12B H12F 109.5 . .
C5 C13 C14 111.5(3) . .
C5 C13 H13A 109.3 . .
C14 C13 H13A 109.3 . .
C5 C13 H13B 109.3 . .
C14 C13 H13B 109.3 . .
H13A C13 H13B 108.0 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C16 C15 C6 114.3(4) . .
C16 C15 H15A 108.7 . .
C6 C15 H15A 108.7 . .
C16 C15 H15B 108.7 . .
C6 C15 H15B 108.7 . .
H15A C15 H15B 107.6 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 C10 114.3(3) . .
C18 C17 H17A 108.7 . .
C10 C17 H17A 108.7 . .
C18 C17 H17B 108.7 . .
C10 C17 H17B 108.7 . .
H17A C17 H17B 107.6 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N4 C19 N5 104.1(3) . .
N4 C19 Ir1 127.6(2) . .
N5 C19 Ir1 128.2(2) . .
N4 C20 H20A 109.5 . .
N4 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
N4 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C26 C21 N4 106.3(3) . .
C26 C21 C22 121.6(3) . .
N4 C21 C22 132.0(3) . .
C23 C22 C21 116.9(3) . .
C23 C22 H22 121.5 . .
C21 C22 H22 121.5 . .
C22 C23 C24 121.3(4) . .
C22 C23 H23 119.4 . .
C24 C23 H23 119.4 . .
C25 C24 C23 121.9(3) . .
C25 C24 H24 119.0 . .
C23 C24 H24 119.0 . .
C24 C25 C26 116.7(4) . .
C24 C25 H25 121.7 . .
C26 C25 H25 121.7 . .
C21 C26 C25 121.6(3) . .
C21 C26 N5 105.9(3) . .
C25 C26 N5 132.5(3) . .
N5 C27 H27A 109.5 . .
N5 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
N5 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
F1B P1 F1B 180.0(14) 5_565 .
F2A P1 F2A 180.0(2) . 5_565
F1B P1 F3B 92.4(9) 5_565 .
F1B P1 F3B 87.6(9) . .
F3B P1 F3B 180.0(9) . 5_565
F2A P1 F1A 90.81(15) . 5_565
F2A P1 F1A 89.19(15) 5_565 5_565
F1A P1 F1A 180.0(3) 5_565 .
F2A P1 F3A 90.6(2) . 5_565
F2A P1 F3A 89.4(2) 5_565 5_565
F1A P1 F3A 89.44(16) 5_565 5_565
F1A P1 F3A 90.56(16) . 5_565
F2A P1 F3A 89.4(2) . .
F2A P1 F3A 90.6(2) 5_565 .
F3A P1 F3A 180.00(18) 5_565 .
F1B P1 F2B 86.7(10) 5_565 5_565
F1B P1 F2B 93.3(10) . 5_565
F3B P1 F2B 88.7(10) . 5_565
F3B P1 F2B 91.3(10) 5_565 5_565
F3B P1 F2B 91.3(10) . .
F3B P1 F2B 88.7(10) 5_565 .
F2B P1 F2B 180.0(11) 5_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 N2 2.020(3) .
Ir1 N2 2.020(3) 2
Ir1 N1 2.025(4) .
Ir1 N3 2.028(3) .
Ir1 C19 2.128(3) .
Ir1 C19 2.128(3) 2
N1 C1 1.363(4) .
N1 C1 1.363(4) 2
N2 C4 1.363(4) .
N2 C7 1.369(4) .
N3 C9 1.370(4) .
N3 C9 1.370(4) 2
N4 C19 1.369(4) .
N4 C21 1.389(4) .
N4 C20 1.457(4) .
N5 C19 1.373(4) .
N5 C26 1.397(5) .
N5 C27 1.464(4) .
C1 C3 1.401(5) .
C1 C2A 1.442(7) .
C1 C2B 1.540(8) .
C2A C11A 1.494(9) .
C2A C2A 1.604(12) 2
C2B C2B 1.405(16) 2
C2B C11B 1.509(11) .
C3 C4 1.388(5) .
C3 H3 0.9500 .
C4 C5 1.457(4) .
C5 C6 1.360(5) .
C5 C13 1.498(5) .
C6 C7 1.450(4) .
C6 C15 1.507(5) .
C7 C8 1.392(5) .
C8 C9 1.397(5) .
C8 H8 0.9500 .
C9 C10 1.455(4) .
C10 C10 1.355(7) 2
C10 C17 1.506(5) .
C11A C12A 1.527(11) .
C11A H11A 0.9900 .
C11A H11B 0.9900 .
C12A H12A 0.9800 .
C12A H12B 0.9800 .
C12A H12C 0.9800 .
C11B C12B 1.495(13) .
C11B H11C 0.9900 .
C11B H11D 0.9900 .
C12B H12D 0.9800 .
C12B H12E 0.9800 .
C12B H12F 0.9800 .
C13 C14 1.512(6) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C16 1.483(7) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.504(5) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C26 1.388(5) .
C21 C22 1.391(5) .
C22 C23 1.383(5) .
C22 H22 0.9500 .
C23 C24 1.399(6) .
C23 H23 0.9500 .
C24 C25 1.382(6) .
C24 H24 0.9500 .
C25 C26 1.391(5) .
C25 H25 0.9500 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
P1 F1B 1.507(15) 5_565
P1 F1B 1.507(15) .
P1 F2A 1.576(3) .
P1 F2A 1.576(3) 5_565
P1 F3B 1.594(19) .
P1 F3B 1.594(19) 5_565
P1 F1A 1.604(3) 5_565
P1 F1A 1.604(3) .
P1 F3A 1.612(3) 5_565
P1 F3A 1.612(3) .
P1 F2B 1.67(2) 5_565
P1 F2B 1.67(2) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N2 Ir1 N1 C1 -16.9(3) . .
N2 Ir1 N1 C1 163.1(3) 2 .
C19 Ir1 N1 C1 -107.8(3) . .
C19 Ir1 N1 C1 72.2(3) 2 .
N2 Ir1 N1 C1 163.1(3) . 2
N2 Ir1 N1 C1 -16.9(3) 2 2
C19 Ir1 N1 C1 72.2(3) . 2
C19 Ir1 N1 C1 -107.8(3) 2 2
N1 Ir1 N2 C4 19.3(2) . .
N3 Ir1 N2 C4 -160.7(2) . .
C19 Ir1 N2 C4 108.1(3) . .
C19 Ir1 N2 C4 -69.5(3) 2 .
N1 Ir1 N2 C7 -163.4(2) . .
N3 Ir1 N2 C7 16.6(2) . .
C19 Ir1 N2 C7 -74.6(3) . .
C19 Ir1 N2 C7 107.8(3) 2 .
N2 Ir1 N3 C9 -15.81(17) . .
N2 Ir1 N3 C9 164.19(17) 2 .
C19 Ir1 N3 C9 75.07(18) . .
C19 Ir1 N3 C9 -104.93(18) 2 .
N2 Ir1 N3 C9 164.19(17) . 2
N2 Ir1 N3 C9 -15.81(17) 2 2
C19 Ir1 N3 C9 -104.93(18) . 2
C19 Ir1 N3 C9 75.07(18) 2 2
C1 N1 C1 C3 -173.6(5) 2 .
Ir1 N1 C1 C3 6.4(5) . .
C1 N1 C1 C2A 12.6(3) 2 .
Ir1 N1 C1 C2A -167.4(3) . .
C1 N1 C1 C2B -14.1(4) 2 .
Ir1 N1 C1 C2B 165.9(4) . .
N1 C1 C2A C11A -178.4(6) . .
C3 C1 C2A C11A 7.8(10) . .
C2B C1 C2A C11A -95.0(11) . .
N1 C1 C2A C2A -28.9(7) . 2
C3 C1 C2A C2A 157.4(5) . 2
C2B C1 C2A C2A 54.5(9) . 2
N1 C1 C2B C2B 39.0(9) . 2
C3 C1 C2B C2B -162.2(7) . 2
C2A C1 C2B C2B -65.8(10) . 2
N1 C1 C2B C11B -177.7(8) . .
C3 C1 C2B C11B -18.8(11) . .
C2A C1 C2B C11B 77.5(11) . .
N1 C1 C3 C4 9.9(7) . .
C2A C1 C3 C4 -177.2(5) . .
C2B C1 C3 C4 -145.2(6) . .
C7 N2 C4 C3 170.9(3) . .
Ir1 N2 C4 C3 -11.4(5) . .
C7 N2 C4 C5 -1.7(3) . .
Ir1 N2 C4 C5 176.0(2) . .
C1 C3 C4 N2 -7.2(6) . .
C1 C3 C4 C5 164.1(4) . .
N2 C4 C5 C6 3.3(4) . .
C3 C4 C5 C6 -169.1(3) . .
N2 C4 C5 C13 -172.1(3) . .
C3 C4 C5 C13 15.5(5) . .
C4 C5 C6 C7 -3.4(4) . .
C13 C5 C6 C7 171.7(3) . .
C4 C5 C6 C15 179.7(3) . .
C13 C5 C6 C15 -5.2(6) . .
C4 N2 C7 C8 169.6(3) . .
Ir1 N2 C7 C8 -8.1(4) . .
C4 N2 C7 C6 -0.4(3) . .
Ir1 N2 C7 C6 -178.1(2) . .
C5 C6 C7 N2 2.5(4) . .
C15 C6 C7 N2 179.5(3) . .
C5 C6 C7 C8 -167.2(3) . .
C15 C6 C7 C8 9.7(5) . .
N2 C7 C8 C9 -9.0(5) . .
C6 C7 C8 C9 159.2(3) . .
C9 N3 C9 C8 -173.6(4) 2 .
Ir1 N3 C9 C8 6.4(4) . .
C9 N3 C9 C10 0.28(15) 2 .
Ir1 N3 C9 C10 -179.72(15) . .
C7 C8 C9 N3 9.8(5) . .
C7 C8 C9 C10 -162.9(3) . .
N3 C9 C10 C10 -0.8(4) . 2
C8 C9 C10 C10 172.8(3) . 2
N3 C9 C10 C17 -178.5(3) . .
C8 C9 C10 C17 -4.9(5) . .
C1 C2A C11A C12A 78.9(9) . .
C2A C2A C11A C12A -62.7(11) 2 .
C2B C2B C11B C12B 59.1(15) 2 .
C1 C2B C11B C12B -75.4(11) . .
C6 C5 C13 C14 -95.5(4) . .
C4 C5 C13 C14 78.8(4) . .
C5 C6 C15 C16 87.3(5) . .
C7 C6 C15 C16 -89.0(5) . .
C10 C10 C17 C18 100.2(5) 2 .
C9 C10 C17 C18 -82.5(4) . .
C21 N4 C19 N5 -0.9(3) . .
C20 N4 C19 N5 176.2(3) . .
C21 N4 C19 Ir1 175.2(2) . .
C20 N4 C19 Ir1 -7.7(4) . .
C26 N5 C19 N4 0.1(3) . .
C27 N5 C19 N4 -179.1(3) . .
C26 N5 C19 Ir1 -176.0(2) . .
C27 N5 C19 Ir1 4.8(5) . .
N2 Ir1 C19 N4 147.2(3) . .
N2 Ir1 C19 N4 -32.5(3) 2 .
N1 Ir1 C19 N4 -122.7(2) . .
N3 Ir1 C19 N4 57.3(2) . .
N2 Ir1 C19 N5 -37.6(3) . .
N2 Ir1 C19 N5 142.7(3) 2 .
N1 Ir1 C19 N5 52.6(3) . .
N3 Ir1 C19 N5 -127.4(3) . .
C19 N4 C21 C26 1.4(3) . .
C20 N4 C21 C26 -176.0(3) . .
C19 N4 C21 C22 179.0(3) . .
C20 N4 C21 C22 1.6(5) . .
C26 C21 C22 C23 0.2(5) . .
N4 C21 C22 C23 -177.1(3) . .
C21 C22 C23 C24 0.2(5) . .
C22 C23 C24 C25 -0.7(5) . .
C23 C24 C25 C26 0.6(5) . .
N4 C21 C26 C25 177.7(3) . .
C22 C21 C26 C25 -0.3(5) . .
N4 C21 C26 N5 -1.2(3) . .
C22 C21 C26 N5 -179.2(3) . .
C24 C25 C26 C21 -0.1(5) . .
C24 C25 C26 N5 178.4(3) . .
C19 N5 C26 C21 0.7(3) . .
C27 N5 C26 C21 -180.0(3) . .
C19 N5 C26 C25 -178.0(3) . .
C27 N5 C26 C25 1.3(5) . .
