#------------------------------------------------------------------------------
#$Date: 2024-07-05 19:26:56 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293072 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/62/7716258.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_7716258
loop_
_publ_author_name
'Bousfiha, Asmae'
'Abidi, Oumaima'
'Lemetayer, Louis'
'Sood, Navya'
'Tolbatov, Iogann'
'Barrois, Fabien'
'Daher, Ahmad'
'Cattey, Hélène'
'Cordier, Marie'
'Hissler, Muriel'
'Hierso, Jean-Cyrille'
'Fleurat-Lessard, Paul'
'Bouit, Pierre-Antoine'
'Roger, Julien'
_publ_section_title
;
 Molecular engineering of 3-arylated tetrazo[1,2-b]indazoles:
 divergent synthesis and structure-property relationships.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10737
_journal_page_last               10743
_journal_paper_doi               10.1039/d4dt01122h
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C24 H22 Cl F Ir N5, 1.37(C H2 Cl2)'
_chemical_formula_sum            'C25.37 H24.74 Cl3.74 F Ir N5'
_chemical_formula_weight         743.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-02-13 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 124.235(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   33.7718(10)
_cell_length_b                   8.4029(2)
_cell_length_c                   22.5382(7)
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    115
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.47
_cell_volume                     5287.7(3)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'APEX3 (Bruker, 2020)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      115
_diffrn_detector                 'CCD Plate'
_diffrn_detector_area_resol_mean '512 x 512'
_diffrn_detector_type            APEX2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            96187
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         2.589
_diffrn_source                   'X-ray tube'
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-180'
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.461
_exptl_absorpt_correction_T_max  0.0377
_exptl_absorpt_correction_T_min  0.0165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0677 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.4377.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'dark black'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_description       prism
_exptl_crystal_F_000             2892
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of dichloromethane and heptane  by slow evaporation'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         6066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.147
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0272
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0245P)²+17.2203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0590
_refine_ls_wR_factor_ref         0.0619
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5139
_reflns_number_total             6066
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01122h2.cif
_cod_data_source_block           3-2FPh-TzIn_IrClCp
_cod_depositor_comments
'Adding full bibliography for 7716255--7716259.cif.'
_cod_database_code               7716258
_shelx_shelxl_version_number     2019/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.669
_shelx_estimated_absorpt_t_min   0.611
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Cl3(0.55) Cl2(0.55) C25(0.55) H25A(0.55) H25B(0.55) Cl2A(0.45)
 Cl3A(0.45) C25A(0.45) H25C(0.45) H25D(0.45) Cl4(0.37) Cl5(0.37) C26(0.37)
 H26A(0.37) H26B(0.37)
3.a Free rotating group:
 Cl4(Cl5,C26)
3.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C25A(H25C,H25D), C26(H26A,H26B)
3.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C23(H23), C12(H12), C22(H22), C14(H14), C21(H21), C20(H20)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C6(H6A,H6B,H6C),
 C7(H7A,H7B,H7C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a mylar loop with oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir01 Ir 0.38652(2) 0.29979(2) 0.45545(2) 0.02250(5) Uani 1 1 d . . . . .
Cl1 Cl 0.39868(4) 0.06590(11) 0.52530(5) 0.0313(2) Uani 1 1 d . . . . .
Cl3 Cl 0.0755(4) 0.1360(12) 0.2993(7) 0.0501(14) Uani 0.55 1 d . . P A 1
Cl2 Cl 0.1133(2) 0.3777(7) 0.2555(4) 0.0463(9) Uani 0.55 1 d . . P A 1
F1 F 0.20425(8) 0.1192(3) 0.29817(12) 0.0306(5) Uani 1 1 d . . . . .
N5 N 0.21864(12) 0.4511(4) 0.47129(17) 0.0264(7) Uani 1 1 d . . . . .
N4 N 0.25355(11) 0.4118(4) 0.46426(16) 0.0220(6) Uani 1 1 d . . . . .
N1 N 0.33066(11) 0.3565(4) 0.46317(16) 0.0235(7) Uani 1 1 d . . . . .
N3 N 0.24652(11) 0.3156(4) 0.41213(16) 0.0240(7) Uani 1 1 d . . . . .
N2 N 0.33612(11) 0.4526(4) 0.51408(16) 0.0241(7) Uani 1 1 d . . . . .
C16 C 0.28665(13) 0.1901(4) 0.36177(19) 0.0228(7) Uani 1 1 d . . . . .
C3 C 0.44895(14) 0.2989(4) 0.4518(2) 0.0256(8) Uani 1 1 d . . . . .
C15 C 0.24736(14) 0.1061(4) 0.3066(2) 0.0244(8) Uani 1 1 d . . . . .
C11 C 0.33160(14) 0.1764(4) 0.3715(2) 0.0236(8) Uani 1 1 d . . . . .
C4 C 0.41517(14) 0.4131(5) 0.4008(2) 0.0261(8) Uani 1 1 d . . . . .
C5 C 0.40787(14) 0.5309(4) 0.4403(2) 0.0271(8) Uani 1 1 d . . . . .
C13 C 0.29514(15) -0.0092(5) 0.2718(2) 0.0277(8) Uani 1 1 d . . . . .
H13 H 0.298413 -0.077935 0.241375 0.033 Uiso 1 1 calc R U . . .
C18 C 0.29809(13) 0.4815(4) 0.51480(19) 0.0228(8) Uani 1 1 d . . . . .
C17 C 0.28590(13) 0.2907(4) 0.41349(19) 0.0224(7) Uani 1 1 d . . . . .
C24 C 0.24039(14) 0.5566(4) 0.5288(2) 0.0253(8) Uani 1 1 d . . . . .
C19 C 0.28971(14) 0.5778(4) 0.5583(2) 0.0253(8) Uani 1 1 d . . . . .
C23 C 0.21811(14) 0.6361(4) 0.5571(2) 0.0261(8) Uani 1 1 d . . . . .
H23 H 0.185204 0.620400 0.538359 0.031 Uiso 1 1 calc R U . . .
C12 C 0.33479(15) 0.0733(4) 0.3256(2) 0.0271(8) Uani 1 1 d . . . . .
H12 H 0.364725 0.059652 0.331514 0.033 Uiso 1 1 calc R U . . .
C2 C 0.46523(14) 0.3557(5) 0.5234(2) 0.0287(9) Uani 1 1 d . . . . .
C22 C 0.24634(15) 0.7382(5) 0.6136(2) 0.0291(9) Uani 1 1 d . . . . .
H22 H 0.232327 0.795243 0.633766 0.035 Uiso 1 1 calc R U . . .
C8 C 0.46886(15) 0.1580(5) 0.4358(2) 0.0330(9) Uani 1 1 d . . . . .
H8A H 0.462599 0.060816 0.453219 0.050 Uiso 1 1 calc R U . . .
H8B H 0.503478 0.171354 0.459774 0.050 Uiso 1 1 calc R U . . .
H8C H 0.453483 0.150025 0.383825 0.050 Uiso 1 1 calc R U . . .
C9 C 0.39359(15) 0.4131(5) 0.3220(2) 0.0302(9) Uani 1 1 d . . . . .
H9A H 0.388887 0.303129 0.304797 0.045 Uiso 1 1 calc R U . . .
H9B H 0.415071 0.468130 0.312546 0.045 Uiso 1 1 calc R U . . .
H9C H 0.362637 0.467997 0.297023 0.045 Uiso 1 1 calc R U . . .
C14 C 0.25063(14) 0.0064(5) 0.2614(2) 0.0269(8) Uani 1 1 d . . . . .
H14 H 0.223477 -0.050061 0.224301 0.032 Uiso 1 1 calc R U . . .
C21 C 0.29506(15) 0.7604(5) 0.6422(2) 0.0301(9) Uani 1 1 d . . . . .
H21 H 0.313019 0.831619 0.681398 0.036 Uiso 1 1 calc R U . . .
C20 C 0.31779(15) 0.6828(5) 0.6157(2) 0.0290(8) Uani 1 1 d . . . . .
H20 H 0.350773 0.699382 0.635145 0.035 Uiso 1 1 calc R U . . .
C10 C 0.37708(16) 0.6763(5) 0.4099(3) 0.0360(10) Uani 1 1 d . . . . .
H10A H 0.352340 0.659479 0.358845 0.054 Uiso 1 1 calc R U . . .
H10B H 0.396896 0.767834 0.415463 0.054 Uiso 1 1 calc R U . . .
H10C H 0.361847 0.696865 0.435480 0.054 Uiso 1 1 calc R U . . .
C1 C 0.44061(14) 0.4961(5) 0.5166(2) 0.0285(9) Uani 1 1 d . . . . .
C6 C 0.44632(17) 0.5957(6) 0.5764(2) 0.0386(10) Uani 1 1 d . . . . .
H6A H 0.425456 0.689235 0.556190 0.058 Uiso 1 1 calc R U . . .
H6B H 0.479726 0.630249 0.608127 0.058 Uiso 1 1 calc R U . . .
H6C H 0.437514 0.532568 0.603864 0.058 Uiso 1 1 calc R U . . .
C7 C 0.50213(15) 0.2732(5) 0.5915(2) 0.0368(10) Uani 1 1 d . . . . .
H7A H 0.501011 0.314816 0.631127 0.055 Uiso 1 1 calc R U . . .
H7B H 0.533972 0.292142 0.601440 0.055 Uiso 1 1 calc R U . . .
H7C H 0.495577 0.158649 0.586465 0.055 Uiso 1 1 calc R U . . .
C25 C 0.1206(4) 0.2678(14) 0.3293(6) 0.034(3) Uiso 0.55 1 d . . P A 1
H25A H 0.151623 0.210575 0.354699 0.040 Uiso 0.55 1 calc R U P A 1
H25B H 0.120898 0.342007 0.363595 0.040 Uiso 0.55 1 calc R U P A 1
Cl2A Cl 0.1068(4) 0.4209(12) 0.2647(6) 0.112(4) Uani 0.45 1 d . . P B 2
Cl3A Cl 0.0663(5) 0.1680(14) 0.2993(8) 0.076(3) Uani 0.45 1 d . . P B 2
C25A C 0.1147(6) 0.3043(18) 0.3297(8) 0.046(4) Uiso 0.45 1 d . . P B 2
H25C H 0.118047 0.371168 0.368486 0.055 Uiso 0.45 1 calc R U P B 2
H25D H 0.144827 0.243603 0.350091 0.055 Uiso 0.45 1 calc R U P B 2
Cl4 Cl 0.0447(2) 0.7391(8) 0.2613(4) 0.0528(13) Uani 0.37 1 d G . P C -1
Cl5 Cl -0.0492(3) 0.6769(9) 0.2359(7) 0.094(3) Uani 0.37 1 d G . P C -1
C26 C 0.0071(4) 0.5981(8) 0.2638(10) 0.066(4) Uiso 0.37 1 d G . P C -1
H26A H 0.002330 0.507383 0.232382 0.079 Uiso 0.37 1 calc R U P C -1
H26B H 0.023037 0.557194 0.313359 0.079 Uiso 0.37 1 calc R U P C -1
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 '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
_geom_angle_publ_flag
N1 Ir01 Cl1 87.74(9) . . ?
N1 Ir01 C3 166.53(14) . . ?
N1 Ir01 C4 132.35(13) . . ?
N1 Ir01 C5 102.08(13) . . ?
N1 Ir01 C2 133.41(14) . . ?
N1 Ir01 C1 104.21(13) . . ?
C3 Ir01 Cl1 102.23(10) . . ?
C3 Ir01 C4 38.85(14) . . ?
C3 Ir01 C5 65.00(14) . . ?
C3 Ir01 C2 38.68(14) . . ?
C3 Ir01 C1 63.52(14) . . ?
C11 Ir01 Cl1 85.58(10) . . ?
C11 Ir01 N1 78.23(14) . . ?
C11 Ir01 C3 111.23(15) . . ?
C11 Ir01 C4 99.21(15) . . ?
C11 Ir01 C5 121.37(15) . . ?
C11 Ir01 C2 148.14(15) . . ?
C11 Ir01 C1 159.70(15) . . ?
C4 Ir01 Cl1 139.86(10) . . ?
C4 Ir01 C2 63.92(14) . . ?
C4 Ir01 C1 63.94(14) . . ?
C5 Ir01 Cl1 152.52(11) . . ?
C5 Ir01 C4 38.91(14) . . ?
C5 Ir01 C2 63.16(15) . . ?
C5 Ir01 C1 38.34(14) . . ?
C2 Ir01 Cl1 91.38(11) . . ?
C2 Ir01 C1 36.20(15) . . ?
C1 Ir01 Cl1 114.52(11) . . ?
N4 N5 C24 103.4(3) . . ?
N5 N4 N3 122.0(3) . . ?
N5 N4 C18 114.9(3) . . ?
N3 N4 C18 123.1(3) . . ?
N2 N1 Ir01 121.9(2) . . ?
N2 N1 C17 119.8(3) . . ?
C17 N1 Ir01 118.3(2) . . ?
C17 N3 N4 113.3(3) . . ?
C18 N2 N1 117.4(3) . . ?
C15 C16 C11 119.8(3) . . ?
C15 C16 C17 124.9(3) . . ?
C11 C16 C17 115.2(3) . . ?
C4 C3 Ir01 71.1(2) . . ?
C4 C3 C2 107.6(3) . . ?
C4 C3 C8 126.4(3) . . ?
C2 C3 Ir01 74.1(2) . . ?
C2 C3 C8 125.6(4) . . ?
C8 C3 Ir01 126.3(3) . . ?
F1 C15 C16 119.3(3) . . ?
F1 C15 C14 118.2(3) . . ?
C14 C15 C16 122.5(4) . . ?
C16 C11 Ir01 116.2(3) . . ?
C12 C11 Ir01 126.4(3) . . ?
C12 C11 C16 117.3(3) . . ?
C3 C4 Ir01 70.1(2) . . ?
C3 C4 C5 107.3(3) . . ?
C3 C4 C9 126.0(4) . . ?
C5 C4 Ir01 70.4(2) . . ?
C5 C4 C9 126.6(4) . . ?
C9 C4 Ir01 126.9(3) . . ?
C4 C5 Ir01 70.7(2) . . ?
C4 C5 C10 126.4(4) . . ?
C4 C5 C1 108.1(3) . . ?
C10 C5 Ir01 126.7(3) . . ?
C1 C5 Ir01 74.5(2) . . ?
C1 C5 C10 125.0(4) . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(4) . . ?
C14 C13 H13 119.3 . . ?
N4 C18 C19 105.0(3) . . ?
N2 C18 N4 121.3(3) . . ?
N2 C18 C19 133.6(4) . . ?
N1 C17 C16 112.1(3) . . ?
N3 C17 N1 125.1(3) . . ?
N3 C17 C16 122.8(3) . . ?
N5 C24 C19 112.5(3) . . ?
N5 C24 C23 126.2(4) . . ?
C23 C24 C19 121.2(4) . . ?
C24 C19 C18 104.1(3) . . ?
C20 C19 C18 134.6(4) . . ?
C20 C19 C24 121.2(4) . . ?
C24 C23 H23 121.7 . . ?
C22 C23 C24 116.6(4) . . ?
C22 C23 H23 121.7 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.3(4) . . ?
C13 C12 H12 119.4 . . ?
C3 C2 Ir01 67.3(2) . . ?
C3 C2 C7 124.1(4) . . ?
C1 C2 Ir01 72.5(2) . . ?
C1 C2 C3 108.8(3) . . ?
C1 C2 C7 127.1(4) . . ?
C7 C2 Ir01 125.8(3) . . ?
C23 C22 H22 119.0 . . ?
C23 C22 C21 122.1(4) . . ?
C21 C22 H22 119.0 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C14 C13 117.6(4) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C22 C21 H21 118.8 . . ?
C20 C21 C22 122.3(4) . . ?
C20 C21 H21 118.8 . . ?
C19 C20 H20 121.8 . . ?
C21 C20 C19 116.5(4) . . ?
C21 C20 H20 121.8 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C1 Ir01 67.1(2) . . ?
C5 C1 C6 125.1(4) . . ?
C2 C1 Ir01 71.3(2) . . ?
C2 C1 C5 107.9(3) . . ?
C2 C1 C6 127.0(4) . . ?
C6 C1 Ir01 127.1(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Cl3 C25 Cl2 110.1(8) . . ?
Cl3 C25 H25A 109.6 . . ?
Cl3 C25 H25B 109.6 . . ?
Cl2 C25 H25A 109.6 . . ?
Cl2 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
Cl2A C25A Cl3A 112.5(11) . . ?
Cl2A C25A H25C 109.1 . . ?
Cl2A C25A H25D 109.1 . . ?
Cl3A C25A H25C 109.1 . . ?
Cl3A C25A H25D 109.1 . . ?
H25C C25A H25D 107.8 . . ?
Cl4 C26 H26A 109.0 . . ?
Cl4 C26 H26B 109.0 . . ?
Cl5 C26 Cl4 112.9 . . ?
Cl5 C26 H26A 109.0 . . ?
Cl5 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir01 Cl1 2.4046(9) . ?
Ir01 N1 2.046(3) . ?
Ir01 C3 2.156(4) . ?
Ir01 C11 2.036(4) . ?
Ir01 C4 2.169(4) . ?
Ir01 C5 2.164(4) . ?
Ir01 C2 2.247(4) . ?
Ir01 C1 2.264(4) . ?
Cl3 C25 1.687(16) . ?
Cl2 C25 1.794(13) . ?
F1 C15 1.363(4) . ?
N5 N4 1.317(4) . ?
N5 C24 1.391(5) . ?
N4 N3 1.333(4) . ?
N4 C18 1.406(5) . ?
N1 N2 1.328(4) . ?
N1 C17 1.393(5) . ?
N3 C17 1.330(5) . ?
N2 C18 1.316(5) . ?
C16 C15 1.396(5) . ?
C16 C11 1.411(5) . ?
C16 C17 1.451(5) . ?
C3 C4 1.438(5) . ?
C3 C2 1.461(5) . ?
C3 C8 1.503(5) . ?
C15 C14 1.370(5) . ?
C11 C12 1.398(5) . ?
C4 C5 1.443(5) . ?
C4 C9 1.492(5) . ?
C5 C10 1.498(5) . ?
C5 C1 1.457(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.385(5) . ?
C13 C14 1.391(6) . ?
C18 C19 1.417(5) . ?
C24 C19 1.415(6) . ?
C24 C23 1.400(5) . ?
C19 C20 1.404(5) . ?
C23 H23 0.9500 . ?
C23 C22 1.378(6) . ?
C12 H12 0.9500 . ?
C2 C1 1.401(6) . ?
C2 C7 1.496(6) . ?
C22 H22 0.9500 . ?
C22 C21 1.401(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C14 H14 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.375(6) . ?
C20 H20 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1 C6 1.504(5) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
Cl2A C25A 1.656(18) . ?
Cl3A C25A 1.79(2) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
Cl4 C26 1.7608 . ?
Cl5 C26 1.7604 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir01 N1 N2 C18 -179.8(3) . . . . ?
Ir01 N1 C17 N3 179.5(3) . . . . ?
Ir01 N1 C17 C16 -0.8(4) . . . . ?
Ir01 C3 C4 C5 60.8(3) . . . . ?
Ir01 C3 C4 C9 -121.8(4) . . . . ?
Ir01 C3 C2 C1 -60.9(3) . . . . ?
Ir01 C3 C2 C7 118.9(4) . . . . ?
Ir01 C11 C12 C13 177.5(3) . . . . ?
Ir01 C4 C5 C10 -121.9(4) . . . . ?
Ir01 C4 C5 C1 65.7(3) . . . . ?
Ir01 C5 C1 C2 59.8(3) . . . . ?
Ir01 C5 C1 C6 -120.3(4) . . . . ?
Ir01 C2 C1 C5 -57.3(3) . . . . ?
Ir01 C2 C1 C6 122.9(4) . . . . ?
F1 C15 C14 C13 -178.3(3) . . . . ?
N5 N4 N3 C17 179.6(3) . . . . ?
N5 N4 C18 N2 180.0(3) . . . . ?
N5 N4 C18 C19 -0.7(4) . . . . ?
N5 C24 C19 C18 1.3(4) . . . . ?
N5 C24 C19 C20 178.5(3) . . . . ?
N5 C24 C23 C22 -178.8(4) . . . . ?
N4 N5 C24 C19 -1.7(4) . . . . ?
N4 N5 C24 C23 178.6(3) . . . . ?
N4 N3 C17 N1 -0.3(5) . . . . ?
N4 N3 C17 C16 -179.9(3) . . . . ?
N4 C18 C19 C24 -0.4(4) . . . . ?
N4 C18 C19 C20 -176.9(4) . . . . ?
N1 N2 C18 N4 0.9(5) . . . . ?
N1 N2 C18 C19 -178.2(4) . . . . ?
N3 N4 C18 N2 -1.3(5) . . . . ?
N3 N4 C18 C19 178.0(3) . . . . ?
N2 N1 C17 N3 -0.1(5) . . . . ?
N2 N1 C17 C16 179.6(3) . . . . ?
N2 C18 C19 C24 178.8(4) . . . . ?
N2 C18 C19 C20 2.3(8) . . . . ?
C16 C15 C14 C13 -0.3(6) . . . . ?
C16 C11 C12 C13 1.4(5) . . . . ?
C3 C4 C5 Ir01 -60.7(3) . . . . ?
C3 C4 C5 C10 177.5(4) . . . . ?
C3 C4 C5 C1 5.0(4) . . . . ?
C3 C2 C1 Ir01 57.6(3) . . . . ?
C3 C2 C1 C5 0.4(4) . . . . ?
C3 C2 C1 C6 -179.5(4) . . . . ?
C15 C16 C11 Ir01 -178.4(3) . . . . ?
C15 C16 C11 C12 -1.9(5) . . . . ?
C15 C16 C17 N1 178.7(3) . . . . ?
C15 C16 C17 N3 -1.6(6) . . . . ?
C11 C16 C15 F1 179.4(3) . . . . ?
C11 C16 C15 C14 1.4(6) . . . . ?
C11 C16 C17 N1 0.6(5) . . . . ?
C11 C16 C17 N3 -179.7(3) . . . . ?
C4 C3 C2 Ir01 63.6(3) . . . . ?
C4 C3 C2 C1 2.7(4) . . . . ?
C4 C3 C2 C7 -177.5(4) . . . . ?
C4 C5 C1 Ir01 -63.2(3) . . . . ?
C4 C5 C1 C2 -3.3(4) . . . . ?
C4 C5 C1 C6 176.5(4) . . . . ?
C18 N4 N3 C17 1.0(5) . . . . ?
C18 C19 C20 C21 177.4(4) . . . . ?
C17 N1 N2 C18 -0.2(5) . . . . ?
C17 C16 C15 F1 1.4(5) . . . . ?
C17 C16 C15 C14 -176.6(4) . . . . ?
C17 C16 C11 Ir01 -0.2(4) . . . . ?
C17 C16 C11 C12 176.3(3) . . . . ?
C24 N5 N4 N3 -177.2(3) . . . . ?
C24 N5 N4 C18 1.5(4) . . . . ?
C24 C19 C20 C21 1.3(6) . . . . ?
C24 C23 C22 C21 -0.9(6) . . . . ?
C19 C24 C23 C22 1.6(5) . . . . ?
C23 C24 C19 C18 -179.0(3) . . . . ?
C23 C24 C19 C20 -1.9(6) . . . . ?
C23 C22 C21 C20 0.4(6) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C2 C3 C4 Ir01 -65.6(3) . . . . ?
C2 C3 C4 C5 -4.8(4) . . . . ?
C2 C3 C4 C9 172.6(4) . . . . ?
C22 C21 C20 C19 -0.6(6) . . . . ?
C8 C3 C4 Ir01 121.6(4) . . . . ?
C8 C3 C4 C5 -177.6(4) . . . . ?
C8 C3 C4 C9 -0.2(6) . . . . ?
C8 C3 C2 Ir01 -123.5(4) . . . . ?
C8 C3 C2 C1 175.6(4) . . . . ?
C8 C3 C2 C7 -4.6(6) . . . . ?
C9 C4 C5 Ir01 122.0(4) . . . . ?
C9 C4 C5 C10 0.1(6) . . . . ?
C9 C4 C5 C1 -172.4(4) . . . . ?
C14 C13 C12 C11 -0.3(6) . . . . ?
C10 C5 C1 Ir01 124.3(4) . . . . ?
C10 C5 C1 C2 -175.9(4) . . . . ?
C10 C5 C1 C6 4.0(6) . . . . ?
C7 C2 C1 Ir01 -122.1(4) . . . . ?
C7 C2 C1 C5 -179.4(4) . . . . ?
C7 C2 C1 C6 0.8(7) . . . . ?
