#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:42:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178530 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/35/4063563.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_4063563
loop_
_publ_author_name
'Cheung, Chi Wai'
'Chan, Kin Shing'
_publ_section_title
;
 Base-Promoted Selective Aryl C--Br and C--I Bond Cleavage by Iridium(III)
 Porphyrin: Reduction of IrIII--OH to IrIIfor Metalloradical Ipso
 Substitution of Aryl--Halogen Bonds
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              4269
_journal_paper_doi               10.1021/om200251k
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C54 H41 Ir N4'
_chemical_formula_weight         938.11
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                76.108(5)
_cell_angle_beta                 72.703(3)
_cell_angle_gamma                71.709(3)
_cell_formula_units_Z            2
_cell_length_a                   11.3189(19)
_cell_length_b                   12.050(2)
_cell_length_c                   19.000(4)
_cell_measurement_reflns_used    864
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.51
_cell_measurement_theta_min      2.49
_cell_volume                     2318.3(7)
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_collection       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12629
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.14
_exptl_absorpt_coefficient_mu    2.918
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.559137
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.951
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         8154
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0695P)²+10.3542P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1586
_refine_ls_wR_factor_ref         0.1729
_reflns_number_gt                6005
_reflns_number_total             8154
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200251k_si_002.cif
_cod_data_source_block           cwc816
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4063563
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ir1 Ir 0.5000 0.5000 0.5000 0.04237(17) Uani 1 2 d S
Ir1' Ir 0.5000 0.5000 0.0000 0.0615(2) Uani 1 2 d S
N1 N 0.6746(6) 0.5182(6) 0.4364(4) 0.0462(17) Uani 1 1 d .
N1' N 0.5038(9) 0.5398(9) 0.0984(5) 0.068(2) Uani 1 1 d .
N2 N 0.4151(6) 0.6490(7) 0.4371(4) 0.0474(17) Uani 1 1 d .
N2' N 0.3158(7) 0.5998(8) 0.0093(5) 0.060(2) Uani 1 1 d .
C1 C 0.7931(8) 0.4426(9) 0.4468(6) 0.053(2) Uani 1 1 d .
C1' C 0.6009(11) 0.5043(11) 0.1318(6) 0.071(3) Uani 1 1 d .
C2 C 0.8912(8) 0.4866(9) 0.3893(6) 0.063(3) Uani 1 1 d .
H2A H 0.9789 0.4517 0.3818 0.076 Uiso 1 1 calc R
C2' C 0.5619(11) 0.5554(12) 0.1982(7) 0.082(4) Uani 1 1 d .
H2'A H 0.6115 0.5434 0.2319 0.098 Uiso 1 1 calc R
C3 C 0.8369(9) 0.5842(10) 0.3493(6) 0.063(3) Uani 1 1 d .
H3A H 0.8789 0.6314 0.3099 0.076 Uiso 1 1 calc R
C3' C 0.4424(12) 0.6233(13) 0.2037(7) 0.090(4) Uani 1 1 d .
H3'A H 0.3937 0.6680 0.2411 0.108 Uiso 1 1 calc R
C4 C 0.6985(8) 0.6044(9) 0.3782(5) 0.052(2) Uani 1 1 d .
C4' C 0.4034(11) 0.6140(11) 0.1404(6) 0.074(3) Uani 1 1 d .
C5 C 0.6105(8) 0.6990(9) 0.3491(5) 0.053(2) Uani 1 1 d .
C5' C 0.2839(9) 0.6796(10) 0.1229(6) 0.065(3) Uani 1 1 d .
C6 C 0.4752(8) 0.7181(8) 0.3774(5) 0.049(2) Uani 1 1 d .
C6' C 0.2464(10) 0.6700(10) 0.0625(6) 0.065(3) Uani 1 1 d .
C7 C 0.3813(9) 0.8117(9) 0.3461(6) 0.058(2) Uani 1 1 d .
H7A H 0.3976 0.8700 0.3052 0.070 Uiso 1 1 calc R
C7' C 0.1215(11) 0.7295(11) 0.0471(7) 0.076(3) Uani 1 1 d .
H7'A H 0.0560 0.7832 0.0743 0.091 Uiso 1 1 calc R
C8 C 0.2643(9) 0.7995(9) 0.3872(6) 0.061(3) Uani 1 1 d .
H8A H 0.1853 0.8471 0.3796 0.073 Uiso 1 1 calc R
C8' C 0.1175(10) 0.6927(10) -0.0138(7) 0.071(3) Uani 1 1 d .
H8'A H 0.0475 0.7142 -0.0348 0.085 Uiso 1 1 calc R
C9 C 0.2863(8) 0.6982(9) 0.4452(5) 0.052(2) Uani 1 1 d .
C9' C 0.2402(10) 0.6145(10) -0.0402(6) 0.070(3) Uani 1 1 d .
C10 C 0.1884(7) 0.6569(9) 0.5015(5) 0.049(2) Uani 1 1 d .
C10' C 0.2736(11) 0.5626(11) -0.1029(6) 0.073(3) Uani 1 1 d .
C11 C 0.6567(9) 0.7868(10) 0.2857(6) 0.062(3) Uani 1 1 d .
C11' C 0.1949(10) 0.7636(10) 0.1732(6) 0.067(3) Uani 1 1 d .
C12 C 0.6413(12) 0.8996(11) 0.2950(8) 0.083(3) Uani 1 1 d .
H12A H 0.5981 0.9234 0.3411 0.099 Uiso 1 1 calc R
C12' C 0.1084(12) 0.7296(12) 0.2333(8) 0.093(4) Uani 1 1 d .
H12B H 0.1034 0.6515 0.2441 0.111 Uiso 1 1 calc R
C13 C 0.6910(13) 0.9809(13) 0.2346(10) 0.106(5) Uani 1 1 d .
H13A H 0.6809 1.0573 0.2418 0.127 Uiso 1 1 calc R
C13' C 0.0251(11) 0.8102(12) 0.2803(7) 0.086(4) Uani 1 1 d .
H13C H -0.0326 0.7838 0.3224 0.103 Uiso 1 1 calc R
C14 C 0.7536(14) 0.9491(15) 0.1657(10) 0.106(5) Uani 1 1 d .
C14' C 0.0267(11) 0.9229(11) 0.2663(7) 0.073(3) Uani 1 1 d .
C15 C 0.7674(13) 0.8395(17) 0.1576(8) 0.103(5) Uani 1 1 d .
H15A H 0.8065 0.8180 0.1106 0.124 Uiso 1 1 calc R
C15' C 0.1136(19) 0.9593(13) 0.2063(9) 0.127(7) Uani 1 1 d .
H15B H 0.1190 1.0373 0.1963 0.153 Uiso 1 1 calc R
C16 C 0.7255(12) 0.7531(14) 0.2171(7) 0.092(4) Uani 1 1 d .
H16A H 0.7438 0.6750 0.2101 0.110 Uiso 1 1 calc R
C16' C 0.1947(17) 0.8798(13) 0.1597(9) 0.125(7) Uani 1 1 d .
H16B H 0.2515 0.9069 0.1173 0.151 Uiso 1 1 calc R
C17 C 0.8128(19) 1.0329(18) 0.1030(12) 0.181(11) Uani 1 1 d .
H17A H 0.8515 0.9956 0.0593 0.271 Uiso 1 1 calc R
H17B H 0.8770 1.0530 0.1173 0.271 Uiso 1 1 calc R
H17C H 0.7477 1.1035 0.0922 0.271 Uiso 1 1 calc R
C17' C -0.0623(14) 1.0081(13) 0.3198(9) 0.107(5) Uani 1 1 d .
H17D H -0.1173 0.9675 0.3590 0.161 Uiso 1 1 calc R
H17E H -0.1134 1.0742 0.2929 0.161 Uiso 1 1 calc R
H17F H -0.0119 1.0359 0.3410 0.161 Uiso 1 1 calc R
C21 C 0.0520(8) 0.7292(9) 0.5048(6) 0.055(2) Uani 1 1 d .
C21' C 0.1748(10) 0.5815(10) -0.1437(6) 0.066(3) Uani 1 1 d .
C22 C 0.0053(9) 0.8309(10) 0.5324(7) 0.069(3) Uani 1 1 d .
H22A H 0.0597 0.8590 0.5479 0.083 Uiso 1 1 calc R
C22' C 0.0760(12) 0.5251(13) -0.1111(8) 0.089(4) Uani 1 1 d .
H22B H 0.0784 0.4730 -0.0663 0.107 Uiso 1 1 calc R
C23 C -0.1209(12) 0.8955(11) 0.5386(8) 0.088(4) Uani 1 1 d .
H23A H -0.1503 0.9656 0.5583 0.106 Uiso 1 1 calc R
C23' C -0.0213(14) 0.5434(14) -0.1420(8) 0.096(4) Uani 1 1 d .
H23B H -0.0848 0.5040 -0.1183 0.115 Uiso 1 1 calc R
C24 C -0.2037(9) 0.8563(12) 0.5157(8) 0.080(3) Uani 1 1 d .
C24' C -0.0295(13) 0.6184(13) -0.2071(8) 0.087(4) Uani 1 1 d .
C25 C -0.1574(10) 0.7532(12) 0.4879(8) 0.086(4) Uani 1 1 d .
H25A H -0.2127 0.7253 0.4732 0.103 Uiso 1 1 calc R
C25' C 0.0667(18) 0.6701(15) -0.2409(8) 0.111(5) Uani 1 1 d .
H25B H 0.0656 0.7191 -0.2868 0.133 Uiso 1 1 calc R
C26 C -0.0311(10) 0.6881(10) 0.4807(7) 0.075(3) Uani 1 1 d .
H26A H -0.0013 0.6186 0.4603 0.090 Uiso 1 1 calc R
C26' C 0.1709(14) 0.6514(14) -0.2076(8) 0.101(5) Uani 1 1 d .
H26B H 0.2358 0.6890 -0.2315 0.121 Uiso 1 1 calc R
C27 C -0.3392(11) 0.9306(14) 0.5211(10) 0.121(6) Uani 1 1 d .
H27A H -0.3843 0.8938 0.5019 0.181 Uiso 1 1 calc R
H27B H -0.3389 1.0079 0.4925 0.181 Uiso 1 1 calc R
H27C H -0.3809 0.9375 0.5724 0.181 Uiso 1 1 calc R
C27' C -0.1411(14) 0.6410(17) -0.2428(9) 0.122(6) Uani 1 1 d .
H27D H -0.1999 0.5963 -0.2117 0.183 Uiso 1 1 calc R
H27E H -0.1089 0.6172 -0.2911 0.183 Uiso 1 1 calc R
H27F H -0.1845 0.7239 -0.2479 0.183 Uiso 1 1 calc R
C31' C 0.4312(10) 0.3484(9) 0.0600(6) 0.016(2) Uani 0.50 1 d PDU
C31 C 0.4935(9) 0.3918(9) 0.4258(6) 0.017(2) Uani 0.50 1 d PDU
C32 C 0.3895(14) 0.4279(16) 0.3956(11) 0.062(5) Uani 0.50 1 d PD
H32A H 0.3273 0.4974 0.4062 0.074 Uiso 0.50 1 calc PR
C32' C 0.3423(18) 0.3195(18) 0.0365(12) 0.073(6) Uani 0.50 1 d PDU
H32B H 0.3072 0.3731 -0.0008 0.088 Uiso 0.50 1 calc PR
C33 C 0.376(2) 0.3623(19) 0.3498(12) 0.079(7) Uani 0.50 1 d PD
H33A H 0.3023 0.3814 0.3326 0.095 Uiso 0.50 1 calc PR
C33' C 0.300(3) 0.217(2) 0.0639(16) 0.105(9) Uani 0.50 1 d PD
H33B H 0.2432 0.1971 0.0459 0.126 Uiso 0.50 1 calc PR
C34 C 0.478(2) 0.266(2) 0.3305(12) 0.081(7) Uani 0.50 1 d PD
H34A H 0.4769 0.2235 0.2961 0.097 Uiso 0.50 1 calc PR
C34' C 0.355(2) 0.149(2) 0.1215(16) 0.111(11) Uani 0.50 1 d PD
H34B H 0.3297 0.0805 0.1454 0.133 Uiso 0.50 1 calc PR
C35 C 0.5819(19) 0.2339(18) 0.3620(11) 0.078(7) Uani 0.50 1 d PD
H35A H 0.6453 0.1649 0.3518 0.093 Uiso 0.50 1 calc PR
C35' C 0.446(2) 0.1744(18) 0.1464(15) 0.097(9) Uani 0.50 1 d PD
H35B H 0.4797 0.1229 0.1848 0.117 Uiso 0.50 1 calc PR
C36 C 0.5953(12) 0.2989(12) 0.4074(9) 0.044(4) Uani 0.50 1 d PD
H36A H 0.6690 0.2808 0.4246 0.052 Uiso 0.50 1 calc PR
C36' C 0.4843(18) 0.2759(15) 0.1144(9) 0.058(5) Uani 0.50 1 d PDU
H36B H 0.5457 0.2939 0.1300 0.070 Uiso 0.50 1 calc PR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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
N1 Ir1 N1 180.0(4) . 2_666
N1 Ir1 N2 89.4(3) . .
N1 Ir1 N2 90.6(3) 2_666 .
N1 Ir1 N2 90.6(3) . 2_666
N1 Ir1 N2 89.4(3) 2_666 2_666
N2 Ir1 N2 180.0(4) . 2_666
N1 Ir1 C31 89.5(3) . 2_666
N1 Ir1 C31 90.5(3) 2_666 2_666
N2 Ir1 C31 89.5(3) . 2_666
N2 Ir1 C31 90.5(3) 2_666 2_666
N1 Ir1 C31 90.5(3) . .
N1 Ir1 C31 89.5(3) 2_666 .
N2 Ir1 C31 90.5(3) . .
N2 Ir1 C31 89.5(3) 2_666 .
C31 Ir1 C31 180.000(1) 2_666 .
N2' Ir1' N2' 180.0(3) 2_665 .
N2' Ir1' N1' 89.0(4) 2_665 .
N2' Ir1' N1' 91.0(4) . .
N2' Ir1' N1' 91.0(4) 2_665 2_665
N2' Ir1' N1' 89.0(4) . 2_665
N1' Ir1' N1' 180.0(5) . 2_665
N2' Ir1' C31' 89.6(4) 2_665 2_665
N2' Ir1' C31' 90.4(4) . 2_665
N1' Ir1' C31' 89.6(4) . 2_665
N1' Ir1' C31' 90.4(4) 2_665 2_665
N2' Ir1' C31' 90.4(4) 2_665 .
N2' Ir1' C31' 89.6(4) . .
N1' Ir1' C31' 90.4(4) . .
N1' Ir1' C31' 89.6(4) 2_665 .
C31' Ir1' C31' 180.0(6) 2_665 .
C4 N1 C1 107.7(7) . .
C4 N1 Ir1 127.1(6) . .
C1 N1 Ir1 125.2(6) . .
C1' N1' C4' 107.9(9) . .
C1' N1' Ir1' 128.0(7) . .
C4' N1' Ir1' 124.1(8) . .
C9 N2 C6 106.6(8) . .
C9 N2 Ir1 126.4(6) . .
C6 N2 Ir1 127.0(5) . .
C6' N2' C9' 107.8(9) . .
C6' N2' Ir1' 126.2(7) . .
C9' N2' Ir1' 125.9(7) . .
C10 C1 N1 126.5(8) 2_666 .
C10 C1 C2 126.5(8) 2_666 .
N1 C1 C2 106.9(9) . .
N1' C1' C10' 126.0(10) . 2_665
N1' C1' C2' 108.9(10) . .
C10' C1' C2' 124.8(11) 2_665 .
C3 C2 C1 109.1(8) . .
C3' C2' C1' 108.4(11) . .
C2 C3 C4 107.3(9) . .
C2' C3' C4' 106.6(11) . .
N1 C4 C5 127.7(8) . .
N1 C4 C3 108.9(8) . .
C5 C4 C3 123.4(9) . .
N1' C4' C5' 127.3(10) . .
N1' C4' C3' 108.3(11) . .
C5' C4' C3' 124.3(11) . .
C4 C5 C6 123.3(9) . .
C4 C5 C11 119.4(8) . .
C6 C5 C11 117.3(9) . .
C6' C5' C4' 124.2(10) . .
C6' C5' C11' 118.2(10) . .
C4' C5' C11' 117.6(10) . .
N2 C6 C5 125.6(8) . .
N2 C6 C7 109.8(8) . .
C5 C6 C7 124.6(9) . .
N2' C6' C5' 126.8(10) . .
N2' C6' C7' 108.4(10) . .
C5' C6' C7' 124.7(10) . .
C8 C7 C6 107.2(9) . .
C8' C7' C6' 107.5(10) . .
C7 C8 C9 106.7(8) . .
C7' C8' C9' 108.1(11) . .
N2 C9 C10 125.6(9) . .
N2 C9 C8 109.7(8) . .
C10 C9 C8 124.7(8) . .
C10' C9' N2' 127.2(11) . .
C10' C9' C8' 124.7(12) . .
N2' C9' C8' 108.0(10) . .
C1 C10 C9 125.5(8) 2_666 .
C1 C10 C21 116.9(8) 2_666 .
C9 C10 C21 117.6(9) . .
C9' C10' C1' 123.4(11) . 2_665
C9' C10' C21' 118.4(11) . .
C1' C10' C21' 118.2(10) 2_665 .
C12 C11 C16 118.4(11) . .
C12 C11 C5 121.0(11) . .
C16 C11 C5 120.4(11) . .
C12' C11' C16' 116.5(11) . .
C12' C11' C5' 121.7(11) . .
C16' C11' C5' 121.8(10) . .
C11 C12 C13 120.2(14) . .
C11' C12' C13' 120.9(12) . .
C14 C13 C12 121.4(15) . .
C14' C13' C12' 121.6(11) . .
C15 C14 C13 117.7(14) . .
C15 C14 C17 120.8(19) . .
C13 C14 C17 121.4(19) . .
C13' C14' C15' 118.6(11) . .
C13' C14' C17' 120.6(12) . .
C15' C14' C17' 120.7(13) . .
C14 C15 C16 123.2(15) . .
C14' C15' C16' 119.5(14) . .
C11 C16 C15 118.9(14) . .
C11' C16' C15' 122.8(13) . .
C22 C21 C26 118.5(9) . .
C22 C21 C10 121.6(9) . .
C26 C21 C10 119.9(9) . .
C26' C21' C22' 117.5(12) . .
C26' C21' C10' 124.0(11) . .
C22' C21' C10' 118.5(11) . .
C21 C22 C23 122.1(10) . .
C23' C22' C21' 122.2(13) . .
C22 C23 C24 120.2(11) . .
C22' C23' C24' 121.3(13) . .
C25 C24 C23 118.0(10) . .
C25 C24 C27 123.2(13) . .
C23 C24 C27 118.7(13) . .
C25' C24' C23' 117.5(14) . .
C25' C24' C27' 120.6(15) . .
C23' C24' C27' 121.9(14) . .
C24 C25 C26 122.5(11) . .
C24' C25' C26' 121.3(14) . .
C25 C26 C21 118.6(10) . .
C21' C26' C25' 120.1(13) . .
C36' C31' C32' 120.4(15) . .
C36' C31' Ir1' 120.1(10) . .
C32' C31' Ir1' 119.1(10) . .
C36 C31 C32 123.7(13) . .
C36 C31 Ir1 119.2(9) . .
C32 C31 Ir1 116.8(9) . .
C31 C32 C33 120.5(16) . .
C31' C32' C33' 125.5(19) . .
C32 C33 C34 116.7(18) . .
C34' C33' C32' 111(2) . .
C35 C34 C33 120.3(19) . .
C33' C34' C35' 125(2) . .
C36 C35 C34 122.7(18) . .
C36' C35' C34' 120(2) . .
C31 C36 C35 115.4(14) . .
C31' C36' C35' 118.1(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 N1 2.034(7) .
Ir1 N1 2.034(7) 2_666
Ir1 N2 2.036(7) .
Ir1 N2 2.036(7) 2_666
Ir1 C31 2.168(11) 2_666
Ir1 C31 2.168(11) .
Ir1' N2' 2.033(8) 2_665
Ir1' N2' 2.033(8) .
Ir1' N1' 2.054(9) .
Ir1' N1' 2.054(9) 2_665
Ir1' C31' 2.147(11) 2_665
Ir1' C31' 2.147(11) .
N1 C4 1.349(12) .
N1 C1 1.405(11) .
N1' C1' 1.336(14) .
N1' C4' 1.375(13) .
N2 C9 1.367(11) .
N2 C6 1.373(12) .
N2' C6' 1.369(13) .
N2' C9' 1.398(15) .
C1 C10 1.358(13) 2_666
C1 C2 1.441(13) .
C1' C10' 1.414(15) 2_665
C1' C2' 1.427(15) .
C2 C3 1.317(14) .
C2' C3' 1.331(17) .
C3 C4 1.459(12) .
C3' C4' 1.437(16) .
C4 C5 1.381(13) .
C4' C5' 1.426(16) .
C5 C6 1.427(12) .
C5 C11 1.486(13) .
C5' C6' 1.376(15) .
C5' C11' 1.485(14) .
C6 C7 1.434(13) .
C6' C7' 1.452(16) .
C7 C8 1.356(13) .
C7' C8' 1.353(16) .
C8 C9 1.447(14) .
C8' C9' 1.435(15) .
C9 C10 1.415(13) .
C9' C10' 1.376(15) .
C10 C1 1.358(13) 2_666
C10 C21 1.507(11) .
C10' C1' 1.414(15) 2_665
C10' C21' 1.475(16) .
C11 C12 1.362(16) .
C11 C16 1.388(16) .
C11' C12' 1.339(15) .
C11' C16' 1.362(17) .
C12 C13 1.420(18) .
C12' C13' 1.404(15) .
C13 C14 1.37(2) .
C13' C14' 1.325(17) .
C14 C15 1.32(2) .
C14 C17 1.504(19) .
C14' C15' 1.351(19) .
C14' C17' 1.530(15) .
C15 C16 1.419(18) .
C15' C16' 1.385(18) .
C21 C22 1.339(14) .
C21 C26 1.414(13) .
C21' C26' 1.304(17) .
C21' C22' 1.400(15) .
C22 C23 1.381(15) .
C22' C23' 1.332(18) .
C23 C24 1.383(18) .
C23' C24' 1.355(19) .
C24 C25 1.355(17) .
C24 C27 1.500(14) .
C24' C25' 1.344(19) .
C24' C27' 1.527(18) .
C25 C26 1.382(14) .
C25' C26' 1.43(2) .
C31' C36' 1.342(9) .
C31' C32' 1.376(10) .
C31 C36 1.357(9) .
C31 C32 1.365(9) .
C32 C33 1.375(10) .
C32' C33' 1.388(10) .
C33 C34 1.385(10) .
C33' C34' 1.382(10) .
C34 C35 1.381(10) .
C34' C35' 1.383(10) .
C35 C36 1.362(10) .
C35' C36' 1.370(10) .
