# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_sq
_database_code_depnum_ccdc_archive 'CCDC 2212243'
loop_
_audit_author_name
_audit_author_address
'Baoshan Hou'
;Northeast Normal University
China
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C66 H48 Ir N5 O2'
_chemical_formula_sum            'C66 H48 Ir N5 O2'
_chemical_formula_weight         1135.29
_chemical_melting_point          ?
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'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.0548(8)
_cell_length_b                   18.1638(8)
_cell_length_c                   19.8406(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.298(3)
_cell_angle_gamma                90
_cell_volume                     6096.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9993
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      50.000
_cell_measurement_theta_min      1.953
_shelx_estimated_absorpt_T_max   0.54
_shelx_estimated_absorpt_T_min   0.21
_exptl_absorpt_coefficient_mu    4.582
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2288
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            57691
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.734
_diffrn_reflns_theta_min         3.221
_diffrn_ambient_temperature      173.01
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Quazar'
_diffrn_measurement_method       '0.5° ω and 0.5° φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9109
_reflns_number_total             11292
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015a)'
_refine_diff_density_max         0.921
_refine_diff_density_min         -1.355
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         11292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+10.6871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0834
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14), C18(H18),
 C19(H19), C20(H20), C21(H21), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32),
  C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C41(H41), C46(H46),
 C47(H47), C48(H48), C49(H49), C51(H51), C56(H56), C57(H57), C58(H58), C59(H59),
  C62(H62), C63(H63), C64(H64), C65(H65), C66(H66)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C52(H52A,H52B,H52C), C53(H53A,H53B,
 H53C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ir1 Ir 0.39599(2) 0.69374(2) 0.80924(2) 0.01783(6) Uani 1 1 d . . . . .
N1 N 0.28012(17) 0.70118(15) 0.75522(15) 0.0181(6) Uani 1 1 d . . . . .
O1 O 0.19374(18) 0.6800(2) 0.90581(16) 0.0555(10) Uani 1 1 d . . . . .
O2 O 0.31849(15) 0.68422(14) 0.88591(13) 0.0260(6) Uani 1 1 d . . . . .
N2 N 0.40567(16) 0.58179(16) 0.80670(15) 0.0190(6) Uani 1 1 d . . . . .
N3 N 0.40508(16) 0.80532(16) 0.81318(15) 0.0195(6) Uani 1 1 d . . . . .
C1 C 0.5008(2) 0.6803(2) 0.86805(19) 0.0212(8) Uani 1 1 d . . . . .
N4 N 0.47318(19) 0.47990(17) 0.83710(16) 0.0256(7) Uani 1 1 d . . . . .
C2 C 0.4536(2) 0.7116(2) 0.72939(19) 0.0201(8) Uani 1 1 d . . . . .
N5 N 0.44956(19) 0.90967(17) 0.77296(18) 0.0293(8) Uani 1 1 d . . . . .
C3 C 0.2197(2) 0.69282(19) 0.79065(19) 0.0209(8) Uani 1 1 d . . . . .
C4 C 0.1398(2) 0.6943(2) 0.7582(2) 0.0236(8) Uani 1 1 d . . . . .
C5 C 0.1270(2) 0.7029(2) 0.6862(2) 0.0269(9) Uani 1 1 d . . . . .
C6 C 0.1937(2) 0.7111(2) 0.6520(2) 0.0300(10) Uani 1 1 d . . . . .
H6 H 0.187203 0.716550 0.603964 0.036 Uiso 1 1 calc R . . . .
C7 C 0.2676(2) 0.7112(2) 0.6872(2) 0.0259(9) Uani 1 1 d . . . . .
H7 H 0.311805 0.718589 0.663225 0.031 Uiso 1 1 calc R . . . .
C8 C 0.0491(3) 0.7043(2) 0.6519(3) 0.0374(11) Uani 1 1 d . . . . .
H8 H 0.041007 0.709793 0.603853 0.045 Uiso 1 1 calc R . . . .
C9 C -0.0140(3) 0.6979(3) 0.6865(3) 0.0503(13) Uani 1 1 d . . . . .
H9 H -0.066022 0.698461 0.662846 0.060 Uiso 1 1 calc R . . . .
C10 C -0.0022(3) 0.6906(3) 0.7572(3) 0.0539(14) Uani 1 1 d . . . . .
H10 H -0.046788 0.686869 0.781265 0.065 Uiso 1 1 calc R . . . .
C11 C 0.0723(2) 0.6887(3) 0.7926(3) 0.0402(11) Uani 1 1 d . . . . .
H11 H 0.078596 0.683565 0.840637 0.048 Uiso 1 1 calc R . . . .
C12 C 0.2442(2) 0.6846(2) 0.8676(2) 0.0264(9) Uani 1 1 d . . . . .
C13 C 0.5257(2) 0.6055(2) 0.88043(19) 0.0219(8) Uani 1 1 d . . . . .
C14 C 0.5974(2) 0.5876(2) 0.9196(2) 0.0284(9) Uani 1 1 d . . . . .
H14 H 0.612125 0.537568 0.927369 0.034 Uiso 1 1 calc R . . . .
C15 C 0.6461(2) 0.6435(2) 0.9467(2) 0.0270(9) Uani 1 1 d . . . . .
C16 C 0.7266(2) 0.6399(3) 0.9893(2) 0.0389(11) Uani 1 1 d . . . . .
C17 C 0.7480(2) 0.7207(3) 0.9962(2) 0.0345(10) Uani 1 1 d . . . . .
C18 C 0.8169(2) 0.7540(3) 1.0283(2) 0.0417(12) Uani 1 1 d . . . . .
H18 H 0.859468 0.724752 1.048993 0.050 Uiso 1 1 calc R . . . .
C19 C 0.8221(3) 0.8297(3) 1.0295(3) 0.0486(13) Uani 1 1 d . . . . .
H19 H 0.868506 0.852520 1.051513 0.058 Uiso 1 1 calc R . . . .
C20 C 0.7609(3) 0.8731(3) 0.9991(3) 0.0488(13) Uani 1 1 d . . . . .
H20 H 0.765860 0.925169 1.000210 0.059 Uiso 1 1 calc R . . . .
C21 C 0.6927(3) 0.8411(3) 0.9672(2) 0.0369(11) Uani 1 1 d . . . . .
H21 H 0.650488 0.870897 0.946662 0.044 Uiso 1 1 calc R . . . .
C22 C 0.6866(2) 0.7657(2) 0.9655(2) 0.0298(10) Uani 1 1 d . . . . .
C23 C 0.6231(2) 0.7169(2) 0.93431(19) 0.0253(9) Uani 1 1 d . . . . .
C24 C 0.5511(2) 0.7353(2) 0.89653(19) 0.0236(9) Uani 1 1 d . . . . .
H24 H 0.536467 0.785569 0.890257 0.028 Uiso 1 1 calc R . . . .
C25 C 0.7204(3) 0.6047(3) 1.0591(2) 0.0514(14) Uani 1 1 d . . . . .
H25A H 0.681150 0.631482 1.081600 0.077 Uiso 1 1 calc GR . . . .
H25B H 0.771932 0.607163 1.087151 0.077 Uiso 1 1 calc GR . . . .
H25C H 0.704184 0.553162 1.052823 0.077 Uiso 1 1 calc GR . . . .
C26 C 0.7870(3) 0.5966(3) 0.9523(3) 0.0640(17) Uani 1 1 d . . . . .
H26A H 0.768642 0.545799 0.944517 0.096 Uiso 1 1 calc GR . . . .
H26B H 0.838587 0.596519 0.980321 0.096 Uiso 1 1 calc GR . . . .
H26C H 0.791779 0.620158 0.908540 0.096 Uiso 1 1 calc GR . . . .
C27 C 0.4701(2) 0.5545(2) 0.84427(19) 0.0215(8) Uani 1 1 d . . . . .
C28 C 0.3672(2) 0.5234(2) 0.77144(19) 0.0220(8) Uani 1 1 d . . . . .
C29 C 0.3009(2) 0.5211(2) 0.7230(2) 0.0279(9) Uani 1 1 d . . . . .
H29 H 0.271339 0.564227 0.709951 0.034 Uiso 1 1 calc R . . . .
C30 C 0.2798(3) 0.4536(2) 0.6948(2) 0.0365(11) Uani 1 1 d . . . . .
H30 H 0.235354 0.450511 0.660807 0.044 Uiso 1 1 calc R . . . .
C31 C 0.3219(3) 0.3892(2) 0.7147(3) 0.0408(12) Uani 1 1 d . . . . .
H31 H 0.304651 0.343606 0.694569 0.049 Uiso 1 1 calc R . . . .
C32 C 0.3873(3) 0.3907(2) 0.7624(2) 0.0363(11) Uani 1 1 d . . . . .
H32 H 0.416217 0.347278 0.775856 0.044 Uiso 1 1 calc R . . . .
C33 C 0.4092(2) 0.4593(2) 0.7904(2) 0.0246(9) Uani 1 1 d . . . . .
C34 C 0.5303(2) 0.4298(2) 0.8717(2) 0.0273(9) Uani 1 1 d . . . . .
C35 C 0.5926(3) 0.4065(3) 0.8399(2) 0.0494(13) Uani 1 1 d . . . . .
H35 H 0.597401 0.421578 0.794797 0.059 Uiso 1 1 calc R . . . .
C36 C 0.6485(3) 0.3604(3) 0.8749(3) 0.0664(17) Uani 1 1 d . . . . .
H36 H 0.692024 0.343615 0.853610 0.080 Uiso 1 1 calc R . . . .
C37 C 0.6414(3) 0.3390(3) 0.9404(3) 0.0546(14) Uani 1 1 d . . . . .
H37 H 0.680559 0.308492 0.964615 0.066 Uiso 1 1 calc R . . . .
C38 C 0.5782(3) 0.3615(3) 0.9705(3) 0.0511(14) Uani 1 1 d . . . . .
H38 H 0.572937 0.345866 1.015376 0.061 Uiso 1 1 calc R . . . .
C39 C 0.5215(3) 0.4068(3) 0.9363(2) 0.0399(11) Uani 1 1 d . . . . .
H39 H 0.476974 0.421816 0.957114 0.048 Uiso 1 1 calc R . . . .
C40 C 0.4644(2) 0.7864(2) 0.71251(19) 0.0216(8) Uani 1 1 d . . . . .
C41 C 0.5007(2) 0.8087(2) 0.6560(2) 0.0285(9) Uani 1 1 d . . . . .
H41 H 0.505911 0.859394 0.645678 0.034 Uiso 1 1 calc R . . . .
C42 C 0.5286(2) 0.7553(2) 0.6160(2) 0.0294(9) Uani 1 1 d . . . . .
C43 C 0.5728(2) 0.7655(3) 0.5549(2) 0.0352(10) Uani 1 1 d . . . . .
C44 C 0.5861(2) 0.6862(3) 0.5356(2) 0.0364(11) Uani 1 1 d . . . . .
C45 C 0.5548(2) 0.6376(3) 0.5796(2) 0.0345(10) Uani 1 1 d . . . . .
C46 C 0.5595(3) 0.5623(3) 0.5716(2) 0.0456(12) Uani 1 1 d . . . . .
H46 H 0.537517 0.529643 0.601542 0.055 Uiso 1 1 calc R . . . .
C47 C 0.5972(3) 0.5355(3) 0.5182(3) 0.0593(15) Uani 1 1 d . . . . .
H47 H 0.600885 0.483890 0.511433 0.071 Uiso 1 1 calc R . . . .
C48 C 0.6296(3) 0.5839(4) 0.4749(3) 0.0620(16) Uani 1 1 d . . . . .
H48 H 0.655687 0.564845 0.439068 0.074 Uiso 1 1 calc R . . . .
C49 C 0.6244(3) 0.6588(3) 0.4832(3) 0.0507(13) Uani 1 1 d . . . . .
H49 H 0.646697 0.691459 0.453437 0.061 Uiso 1 1 calc R . . . .
C50 C 0.5190(2) 0.6808(2) 0.6311(2) 0.0264(9) Uani 1 1 d . . . . .
C51 C 0.4827(2) 0.6586(2) 0.68615(19) 0.0228(8) Uani 1 1 d . . . . .
H51 H 0.477310 0.607556 0.695128 0.027 Uiso 1 1 calc R . . . .
C52 C 0.6515(3) 0.8057(3) 0.5746(3) 0.0560(14) Uani 1 1 d . . . . .
H52A H 0.641244 0.854455 0.592676 0.084 Uiso 1 1 calc GR . . . .
H52B H 0.678939 0.811035 0.534400 0.084 Uiso 1 1 calc GR . . . .
H52C H 0.684481 0.777181 0.609322 0.084 Uiso 1 1 calc GR . . . .
C53 C 0.5241(3) 0.8077(3) 0.4975(2) 0.0490(13) Uani 1 1 d . . . . .
H53A H 0.475747 0.780176 0.481997 0.074 Uiso 1 1 calc GR . . . .
H53B H 0.555205 0.813786 0.459539 0.074 Uiso 1 1 calc GR . . . .
H53C H 0.510194 0.856219 0.513989 0.074 Uiso 1 1 calc GR . . . .
C54 C 0.4384(2) 0.8354(2) 0.7623(2) 0.0226(8) Uani 1 1 d . . . . .
C55 C 0.4249(2) 0.9266(2) 0.8352(2) 0.0311(10) Uani 1 1 d . . . . .
C56 C 0.4256(3) 0.9923(2) 0.8713(3) 0.0408(12) Uani 1 1 d . . . . .
H56 H 0.443514 1.037053 0.853849 0.049 Uiso 1 1 calc R . . . .
C57 C 0.3990(3) 0.9888(3) 0.9336(3) 0.0490(13) Uani 1 1 d . . . . .
H57 H 0.399492 1.032261 0.960298 0.059 Uiso 1 1 calc R . . . .
C58 C 0.3712(3) 0.9232(3) 0.9593(2) 0.0448(12) Uani 1 1 d . . . . .
H58 H 0.352887 0.923655 1.002538 0.054 Uiso 1 1 calc R . . . .
C59 C 0.3698(2) 0.8581(2) 0.9234(2) 0.0297(9) Uani 1 1 d . . . . .
H59 H 0.351020 0.813744 0.940972 0.036 Uiso 1 1 calc R . . . .
C60 C 0.3972(2) 0.8603(2) 0.8601(2) 0.0244(9) Uani 1 1 d . . . . .
C61 C 0.4759(3) 0.9602(2) 0.7252(2) 0.0334(10) Uani 1 1 d . . . . .
C62 C 0.5560(3) 0.9753(3) 0.7279(3) 0.0478(13) Uani 1 1 d . . . . .
H62 H 0.592668 0.957044 0.764100 0.057 Uiso 1 1 calc R . . . .
C63 C 0.5812(3) 1.0177(3) 0.6769(3) 0.0649(17) Uani 1 1 d . . . . .
H63 H 0.635869 1.028397 0.677633 0.078 Uiso 1 1 calc R . . . .
C64 C 0.5277(4) 1.0443(3) 0.6251(3) 0.0631(16) Uani 1 1 d . . . . .
H64 H 0.545744 1.073061 0.590156 0.076 Uiso 1 1 calc R . . . .
C65 C 0.4494(3) 1.0301(3) 0.6234(3) 0.0556(14) Uani 1 1 d . . . . .
H65 H 0.413068 1.049037 0.587268 0.067 Uiso 1 1 calc R . . . .
C66 C 0.4220(3) 0.9879(2) 0.6742(3) 0.0429(12) Uani 1 1 d . . . . .
H66 H 0.367108 0.978598 0.673619 0.052 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 N1 2.129(3) . ?
Ir1 O2 2.145(3) . ?
Ir1 N2 2.041(3) . ?
Ir1 N3 2.033(3) . ?
Ir1 C1 2.022(4) . ?
Ir1 C2 1.994(4) . ?
N1 C3 1.328(5) . ?
N1 C7 1.352(5) . ?
O1 C12 1.220(5) . ?
O2 C12 1.273(5) . ?
N2 C27 1.342(5) . ?
N2 C28 1.388(5) . ?
N3 C54 1.337(5) . ?
N3 C60 1.383(5) . ?
C1 C13 1.434(5) . ?
C1 C24 1.390(5) . ?
N4 C27 1.364(5) . ?
N4 C33 1.391(5) . ?
N4 C34 1.442(5) . ?
C2 C40 1.418(5) . ?
C2 C51 1.421(5) . ?
N5 C54 1.374(5) . ?
N5 C55 1.389(5) . ?
N5 C61 1.432(5) . ?
C3 C4 1.431(5) . ?
C3 C12 1.538(5) . ?
C4 C5 1.426(6) . ?
C4 C11 1.415(6) . ?
C5 C6 1.404(6) . ?
C5 C8 1.414(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.362(5) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.354(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.398(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.372(6) . ?
C11 H11 0.9500 . ?
C13 C14 1.401(5) . ?
C13 C27 1.450(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(6) . ?
C15 C16 1.519(5) . ?
C15 C23 1.404(6) . ?
C16 C17 1.515(7) . ?
C16 C25 1.539(7) . ?
C16 C26 1.553(6) . ?
C17 C18 1.400(6) . ?
C17 C22 1.404(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.374(6) . ?
C22 C23 1.474(6) . ?
C23 C24 1.395(5) . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C28 C29 1.388(5) . ?
C28 C33 1.394(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.377(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.402(6) . ?
C31 H31 0.9500 . ?
C31 C32 1.369(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.395(6) . ?
C34 C35 1.370(6) . ?
C34 C39 1.373(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.387(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.377(7) . ?
C37 H37 0.9500 . ?
C37 C38 1.359(7) . ?
C38 H38 0.9500 . ?
C38 C39 1.380(6) . ?
C39 H39 0.9500 . ?
C40 C41 1.409(5) . ?
C40 C54 1.441(5) . ?
C41 H41 0.9500 . ?
C41 C42 1.374(6) . ?
C42 C43 1.518(6) . ?
C42 C50 1.400(6) . ?
C43 C44 1.515(6) . ?
C43 C52 1.533(6) . ?
C43 C53 1.529(6) . ?
C44 C45 1.396(6) . ?
C44 C49 1.387(6) . ?
C45 C46 1.380(6) . ?
C45 C50 1.480(6) . ?
C46 H46 0.9500 . ?
C46 C47 1.395(7) . ?
C47 H47 0.9500 . ?
C47 C48 1.391(8) . ?
C48 H48 0.9500 . ?
C48 C49 1.376(8) . ?
C49 H49 0.9500 . ?
C50 C51 1.382(5) . ?
C51 H51 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C55 C56 1.391(6) . ?
C55 C60 1.407(6) . ?
C56 H56 0.9500 . ?
C56 C57 1.371(7) . ?
C57 H57 0.9500 . ?
C57 C58 1.401(7) . ?
C58 H58 0.9500 . ?
C58 C59 1.380(6) . ?
C59 H59 0.9500 . ?
C59 C60 1.395(6) . ?
C61 C62 1.387(6) . ?
C61 C66 1.373(6) . ?
C62 H62 0.9500 . ?
C62 C63 1.384(7) . ?
C63 H63 0.9500 . ?
C63 C64 1.372(8) . ?
C64 H64 0.9500 . ?
C64 C65 1.356(8) . ?
C65 H65 0.9500 . ?
C65 C66 1.394(7) . ?
C66 H66 0.9500 . ?

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 Ir1 O2 75.29(10) . . ?
N2 Ir1 N1 97.10(11) . . ?
N2 Ir1 O2 89.79(11) . . ?
N3 Ir1 N1 91.00(11) . . ?
N3 Ir1 O2 95.96(11) . . ?
N3 Ir1 N2 171.05(11) . . ?
C1 Ir1 N1 173.86(13) . . ?
C1 Ir1 O2 99.23(12) . . ?
C1 Ir1 N2 79.95(13) . . ?
C1 Ir1 N3 92.33(13) . . ?
C2 Ir1 N1 96.27(13) . . ?
C2 Ir1 O2 170.65(12) . . ?
C2 Ir1 N2 95.32(14) . . ?
C2 Ir1 N3 79.96(14) . . ?
C2 Ir1 C1 89.39(14) . . ?
C3 N1 Ir1 117.4(2) . . ?
C3 N1 C7 120.6(3) . . ?
C7 N1 Ir1 122.0(2) . . ?
C12 O2 Ir1 118.5(2) . . ?
C27 N2 Ir1 114.7(2) . . ?
C27 N2 C28 107.4(3) . . ?
C28 N2 Ir1 137.6(2) . . ?
C54 N3 Ir1 114.6(2) . . ?
C54 N3 C60 107.4(3) . . ?
C60 N3 Ir1 137.1(3) . . ?
C13 C1 Ir1 115.7(3) . . ?
C24 C1 Ir1 127.0(3) . . ?
C24 C1 C13 117.2(3) . . ?
C27 N4 C33 107.4(3) . . ?
C27 N4 C34 127.6(3) . . ?
C33 N4 C34 125.0(3) . . ?
C40 C2 Ir1 115.8(3) . . ?
C40 C2 C51 116.2(3) . . ?
C51 C2 Ir1 128.0(3) . . ?
C54 N5 C55 107.6(3) . . ?
C54 N5 C61 125.2(3) . . ?
C55 N5 C61 127.0(3) . . ?
N1 C3 C4 121.2(3) . . ?
N1 C3 C12 113.9(3) . . ?
C4 C3 C12 124.9(3) . . ?
C5 C4 C3 117.9(3) . . ?
C11 C4 C3 124.6(4) . . ?
C11 C4 C5 117.5(4) . . ?
C6 C5 C4 117.8(3) . . ?
C6 C5 C8 122.3(4) . . ?
C8 C5 C4 119.9(4) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(4) . . ?
C7 C6 H6 119.8 . . ?
N1 C7 C6 122.0(4) . . ?
N1 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C5 C8 H8 119.6 . . ?
C9 C8 C5 120.9(5) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.1 . . ?
C8 C9 C10 119.7(4) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.4(5) . . ?
C11 C10 H10 119.3 . . ?
C4 C11 H11 119.7 . . ?
C10 C11 C4 120.6(5) . . ?
C10 C11 H11 119.7 . . ?
O1 C12 O2 125.2(4) . . ?
O1 C12 C3 120.0(4) . . ?
O2 C12 C3 114.8(3) . . ?
C1 C13 C27 111.1(3) . . ?
C14 C13 C1 122.2(3) . . ?
C14 C13 C27 126.6(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C16 130.1(4) . . ?
C14 C15 C23 119.3(4) . . ?
C23 C15 C16 110.6(4) . . ?
C15 C16 C25 110.9(4) . . ?
C15 C16 C26 111.4(4) . . ?
C17 C16 C15 101.5(3) . . ?
C17 C16 C25 111.4(4) . . ?
C17 C16 C26 111.5(4) . . ?
C25 C16 C26 110.0(4) . . ?
C18 C17 C16 129.6(4) . . ?
C18 C17 C22 118.8(4) . . ?
C22 C17 C16 111.5(4) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.1(4) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C20 121.2(4) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(5) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(5) . . ?
C22 C21 H21 120.4 . . ?
C17 C22 C23 107.5(4) . . ?
C21 C22 C17 121.3(4) . . ?
C21 C22 C23 131.2(4) . . ?
C15 C23 C22 108.8(3) . . ?
C24 C23 C15 122.0(4) . . ?
C24 C23 C22 129.2(4) . . ?
C1 C24 C23 120.1(4) . . ?
C1 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C16 C25 H25A 109.5 . . ?
C16 C25 H25B 109.5 . . ?
C16 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C16 C26 H26A 109.5 . . ?
C16 C26 H26B 109.5 . . ?
C16 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 N4 110.4(3) . . ?
N2 C27 C13 118.5(3) . . ?
N4 C27 C13 131.0(3) . . ?
N2 C28 C33 108.0(3) . . ?
C29 C28 N2 131.6(3) . . ?
C29 C28 C33 120.4(3) . . ?
C28 C29 H29 121.4 . . ?
C30 C29 C28 117.2(4) . . ?
C30 C29 H29 121.4 . . ?
C29 C30 H30 119.0 . . ?
C29 C30 C31 122.0(4) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.5(4) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 H32 121.8 . . ?
C31 C32 C33 116.5(4) . . ?
C33 C32 H32 121.8 . . ?
N4 C33 C28 106.7(3) . . ?
N4 C33 C32 130.8(4) . . ?
C28 C33 C32 122.5(4) . . ?
C35 C34 N4 119.5(4) . . ?
C35 C34 C39 121.2(4) . . ?
C39 C34 N4 119.3(4) . . ?
C34 C35 H35 120.7 . . ?
C34 C35 C36 118.7(4) . . ?
C36 C35 H35 120.7 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.4(5) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 119.9(5) . . ?
C38 C37 H37 120.0 . . ?
C37 C38 H38 119.7 . . ?
C37 C38 C39 120.6(5) . . ?
C39 C38 H38 119.7 . . ?
C34 C39 C38 119.2(4) . . ?
C34 C39 H39 120.4 . . ?
C38 C39 H39 120.4 . . ?
C2 C40 C54 111.7(3) . . ?
C41 C40 C2 123.1(4) . . ?
C41 C40 C54 125.0(3) . . ?
C40 C41 H41 120.8 . . ?
C42 C41 C40 118.5(4) . . ?
C42 C41 H41 120.8 . . ?
C41 C42 C43 128.2(4) . . ?
C41 C42 C50 120.0(4) . . ?
C50 C42 C43 111.8(4) . . ?
C42 C43 C52 111.2(4) . . ?
C42 C43 C53 112.2(4) . . ?
C44 C43 C42 101.1(3) . . ?
C44 C43 C52 111.3(4) . . ?
C44 C43 C53 111.9(4) . . ?
C53 C43 C52 109.0(4) . . ?
C45 C44 C43 111.1(4) . . ?
C49 C44 C43 129.1(5) . . ?
C49 C44 C45 119.8(5) . . ?
C44 C45 C50 108.7(4) . . ?
C46 C45 C44 121.4(4) . . ?
C46 C45 C50 129.9(4) . . ?
C45 C46 H46 120.9 . . ?
C45 C46 C47 118.2(5) . . ?
C47 C46 H46 120.9 . . ?
C46 C47 H47 119.8 . . ?
C48 C47 C46 120.4(5) . . ?
C48 C47 H47 119.8 . . ?
C47 C48 H48 119.5 . . ?
C49 C48 C47 120.9(5) . . ?
C49 C48 H48 119.5 . . ?
C44 C49 H49 120.4 . . ?
C48 C49 C44 119.2(5) . . ?
C48 C49 H49 120.4 . . ?
C42 C50 C45 107.2(4) . . ?
C51 C50 C42 121.9(4) . . ?
C51 C50 C45 130.9(4) . . ?
C2 C51 H51 119.9 . . ?
C50 C51 C2 120.3(4) . . ?
C50 C51 H51 119.9 . . ?
C43 C52 H52A 109.5 . . ?
C43 C52 H52B 109.5 . . ?
C43 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C43 C53 H53A 109.5 . . ?
C43 C53 H53B 109.5 . . ?
C43 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
N3 C54 N5 110.4(3) . . ?
N3 C54 C40 117.5(3) . . ?
N5 C54 C40 131.5(4) . . ?
N5 C55 C56 131.7(4) . . ?
N5 C55 C60 106.0(3) . . ?
C56 C55 C60 122.3(4) . . ?
C55 C56 H56 121.8 . . ?
C57 C56 C55 116.3(4) . . ?
C57 C56 H56 121.8 . . ?
C56 C57 H57 118.9 . . ?
C56 C57 C58 122.2(4) . . ?
C58 C57 H57 118.9 . . ?
C57 C58 H58 119.1 . . ?
C59 C58 C57 121.7(4) . . ?
C59 C58 H58 119.1 . . ?
C58 C59 H59 121.5 . . ?
C58 C59 C60 117.0(4) . . ?
C60 C59 H59 121.5 . . ?
N3 C60 C55 108.4(4) . . ?
N3 C60 C59 131.1(4) . . ?
C59 C60 C55 120.4(4) . . ?
C62 C61 N5 119.4(4) . . ?
C66 C61 N5 119.0(4) . . ?
C66 C61 C62 121.3(4) . . ?
C61 C62 H62 120.7 . . ?
C63 C62 C61 118.5(5) . . ?
C63 C62 H62 120.7 . . ?
C62 C63 H63 119.8 . . ?
C64 C63 C62 120.3(5) . . ?
C64 C63 H63 119.8 . . ?
C63 C64 H64 119.6 . . ?
C65 C64 C63 120.8(5) . . ?
C65 C64 H64 119.6 . . ?
C64 C65 H65 119.8 . . ?
C64 C65 C66 120.4(5) . . ?
C66 C65 H65 119.8 . . ?
C61 C66 C65 118.7(5) . . ?
C61 C66 H66 120.7 . . ?
C65 C66 H66 120.7 . . ?

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
Ir1 N1 C3 C4 -177.7(3) . . . . ?
Ir1 N1 C3 C12 4.3(4) . . . . ?
Ir1 N1 C7 C6 175.5(3) . . . . ?
Ir1 O2 C12 O1 -179.6(4) . . . . ?
Ir1 O2 C12 C3 -0.6(4) . . . . ?
Ir1 N2 C27 N4 -177.4(2) . . . . ?
Ir1 N2 C27 C13 -1.5(4) . . . . ?
Ir1 N2 C28 C29 -3.0(7) . . . . ?
Ir1 N2 C28 C33 174.6(3) . . . . ?
Ir1 N3 C54 N5 -173.7(2) . . . . ?
Ir1 N3 C54 C40 -0.9(4) . . . . ?
Ir1 N3 C60 C55 169.8(3) . . . . ?
Ir1 N3 C60 C59 -8.6(6) . . . . ?
Ir1 C1 C13 C14 179.3(3) . . . . ?
Ir1 C1 C13 C27 2.7(4) . . . . ?
Ir1 C1 C24 C23 -177.9(3) . . . . ?
Ir1 C2 C40 C41 -177.2(3) . . . . ?
Ir1 C2 C40 C54 6.5(4) . . . . ?
Ir1 C2 C51 C50 177.5(3) . . . . ?
N1 C3 C4 C5 1.7(5) . . . . ?
N1 C3 C4 C11 -177.4(4) . . . . ?
N1 C3 C12 O1 176.6(4) . . . . ?
N1 C3 C12 O2 -2.4(5) . . . . ?
N2 C28 C29 C30 176.7(4) . . . . ?
N2 C28 C33 N4 -0.2(4) . . . . ?
N2 C28 C33 C32 -178.0(4) . . . . ?
C1 C13 C14 C15 -0.6(6) . . . . ?
C1 C13 C27 N2 -0.8(5) . . . . ?
C1 C13 C27 N4 174.1(4) . . . . ?
N4 C34 C35 C36 177.7(5) . . . . ?
N4 C34 C39 C38 -177.1(4) . . . . ?
C2 C40 C41 C42 -1.4(6) . . . . ?
C2 C40 C54 N3 -3.6(5) . . . . ?
C2 C40 C54 N5 167.4(4) . . . . ?
N5 C55 C56 C57 -177.5(5) . . . . ?
N5 C55 C60 N3 -0.3(4) . . . . ?
N5 C55 C60 C59 178.3(3) . . . . ?
N5 C61 C62 C63 172.9(5) . . . . ?
N5 C61 C66 C65 -172.6(4) . . . . ?
C3 N1 C7 C6 -1.9(6) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C3 C4 C5 C8 179.7(3) . . . . ?
C3 C4 C11 C10 180.0(4) . . . . ?
C4 C3 C12 O1 -1.3(6) . . . . ?
C4 C3 C12 O2 179.7(3) . . . . ?
C4 C5 C6 C7 -0.6(6) . . . . ?
C4 C5 C8 C9 0.4(6) . . . . ?
C5 C4 C11 C10 0.9(6) . . . . ?
C5 C6 C7 N1 2.3(6) . . . . ?
C5 C8 C9 C10 0.6(7) . . . . ?
C6 C5 C8 C9 -178.5(4) . . . . ?
C7 N1 C3 C4 -0.1(5) . . . . ?
C7 N1 C3 C12 -178.1(3) . . . . ?
C8 C5 C6 C7 178.4(4) . . . . ?
C8 C9 C10 C11 -0.9(8) . . . . ?
C9 C10 C11 C4 0.1(8) . . . . ?
C11 C4 C5 C6 177.8(4) . . . . ?
C11 C4 C5 C8 -1.2(6) . . . . ?
C12 C3 C4 C5 179.5(3) . . . . ?
C12 C3 C4 C11 0.4(6) . . . . ?
C13 C1 C24 C23 1.1(5) . . . . ?
C13 C14 C15 C16 -178.7(4) . . . . ?
C13 C14 C15 C23 -0.2(6) . . . . ?
C14 C13 C27 N2 -177.2(4) . . . . ?
C14 C13 C27 N4 -2.3(7) . . . . ?
C14 C15 C16 C17 175.6(4) . . . . ?
C14 C15 C16 C25 -65.9(6) . . . . ?
C14 C15 C16 C26 56.9(6) . . . . ?
C14 C15 C23 C22 -177.0(4) . . . . ?
C14 C15 C23 C24 1.6(6) . . . . ?
C15 C16 C17 C18 -177.8(4) . . . . ?
C15 C16 C17 C22 3.2(5) . . . . ?
C15 C23 C24 C1 -2.0(6) . . . . ?
C16 C15 C23 C22 1.7(5) . . . . ?
C16 C15 C23 C24 -179.7(4) . . . . ?
C16 C17 C18 C19 -178.3(4) . . . . ?
C16 C17 C22 C21 178.4(4) . . . . ?
C16 C17 C22 C23 -2.4(5) . . . . ?
C17 C18 C19 C20 -0.5(7) . . . . ?
C17 C22 C23 C15 0.4(5) . . . . ?
C17 C22 C23 C24 -178.0(4) . . . . ?
C18 C17 C22 C21 -0.8(6) . . . . ?
C18 C17 C22 C23 178.5(4) . . . . ?
C18 C19 C20 C21 0.5(8) . . . . ?
C19 C20 C21 C22 -0.5(7) . . . . ?
C20 C21 C22 C17 0.7(7) . . . . ?
C20 C21 C22 C23 -178.3(4) . . . . ?
C21 C22 C23 C15 179.6(4) . . . . ?
C21 C22 C23 C24 1.1(7) . . . . ?
C22 C17 C18 C19 0.7(6) . . . . ?
C22 C23 C24 C1 176.3(4) . . . . ?
C23 C15 C16 C17 -2.9(4) . . . . ?
C23 C15 C16 C25 115.5(4) . . . . ?
C23 C15 C16 C26 -121.7(5) . . . . ?
C24 C1 C13 C14 0.2(6) . . . . ?
C24 C1 C13 C27 -176.4(3) . . . . ?
C25 C16 C17 C18 64.1(6) . . . . ?
C25 C16 C17 C22 -114.9(4) . . . . ?
C26 C16 C17 C18 -59.1(6) . . . . ?
C26 C16 C17 C22 121.9(4) . . . . ?
C27 N2 C28 C29 -175.9(4) . . . . ?
C27 N2 C28 C33 1.7(4) . . . . ?
C27 N4 C33 C28 -1.4(4) . . . . ?
C27 N4 C33 C32 176.2(4) . . . . ?
C27 N4 C34 C35 -98.1(5) . . . . ?
C27 N4 C34 C39 81.4(5) . . . . ?
C27 C13 C14 C15 175.4(4) . . . . ?
C28 N2 C27 N4 -2.7(4) . . . . ?
C28 N2 C27 C13 173.2(3) . . . . ?
C28 C29 C30 C31 1.4(7) . . . . ?
C29 C28 C33 N4 177.7(3) . . . . ?
C29 C28 C33 C32 -0.1(6) . . . . ?
C29 C30 C31 C32 -1.3(8) . . . . ?
C30 C31 C32 C33 0.4(7) . . . . ?
C31 C32 C33 N4 -177.1(4) . . . . ?
C31 C32 C33 C28 0.2(7) . . . . ?
C33 N4 C27 N2 2.6(4) . . . . ?
C33 N4 C27 C13 -172.7(4) . . . . ?
C33 N4 C34 C35 83.3(5) . . . . ?
C33 N4 C34 C39 -97.2(5) . . . . ?
C33 C28 C29 C30 -0.7(6) . . . . ?
C34 N4 C27 N2 -176.2(3) . . . . ?
C34 N4 C27 C13 8.5(7) . . . . ?
C34 N4 C33 C28 177.4(3) . . . . ?
C34 N4 C33 C32 -4.9(7) . . . . ?
C34 C35 C36 C37 -0.2(9) . . . . ?
C35 C34 C39 C38 2.4(7) . . . . ?
C35 C36 C37 C38 1.7(10) . . . . ?
C36 C37 C38 C39 -1.1(9) . . . . ?
C37 C38 C39 C34 -0.9(8) . . . . ?
C39 C34 C35 C36 -1.8(8) . . . . ?
C40 C2 C51 C50 -0.2(5) . . . . ?
C40 C41 C42 C43 -176.9(4) . . . . ?
C40 C41 C42 C50 1.3(6) . . . . ?
C41 C40 C54 N3 -179.8(4) . . . . ?
C41 C40 C54 N5 -8.8(7) . . . . ?
C41 C42 C43 C44 179.6(4) . . . . ?
C41 C42 C43 C52 61.3(6) . . . . ?
C41 C42 C43 C53 -61.1(6) . . . . ?
C41 C42 C50 C45 -179.9(4) . . . . ?
C41 C42 C50 C51 -0.8(6) . . . . ?
C42 C43 C44 C45 -0.6(5) . . . . ?
C42 C43 C44 C49 -179.5(5) . . . . ?
C42 C50 C51 C2 0.2(6) . . . . ?
C43 C42 C50 C45 -1.3(4) . . . . ?
C43 C42 C50 C51 177.7(4) . . . . ?
C43 C44 C45 C46 179.5(4) . . . . ?
C43 C44 C45 C50 -0.2(5) . . . . ?
C43 C44 C49 C48 180.0(5) . . . . ?
C44 C45 C46 C47 0.6(7) . . . . ?
C44 C45 C50 C42 0.9(5) . . . . ?
C44 C45 C50 C51 -178.0(4) . . . . ?
C45 C44 C49 C48 1.1(7) . . . . ?
C45 C46 C47 C48 0.4(8) . . . . ?
C45 C50 C51 C2 179.1(4) . . . . ?
C46 C45 C50 C42 -178.7(4) . . . . ?
C46 C45 C50 C51 2.3(7) . . . . ?
C46 C47 C48 C49 -0.7(9) . . . . ?
C47 C48 C49 C44 -0.1(8) . . . . ?
C49 C44 C45 C46 -1.4(7) . . . . ?
C49 C44 C45 C50 178.9(4) . . . . ?
C50 C42 C43 C44 1.2(4) . . . . ?
C50 C42 C43 C52 -117.1(4) . . . . ?
C50 C42 C43 C53 120.6(4) . . . . ?
C50 C45 C46 C47 -179.7(4) . . . . ?
C51 C2 C40 C41 0.8(5) . . . . ?
C51 C2 C40 C54 -175.5(3) . . . . ?
C52 C43 C44 C45 117.6(4) . . . . ?
C52 C43 C44 C49 -61.3(6) . . . . ?
C53 C43 C44 C45 -120.2(4) . . . . ?
C53 C43 C44 C49 60.9(6) . . . . ?
C54 N3 C60 C55 1.8(4) . . . . ?
C54 N3 C60 C59 -176.6(4) . . . . ?
C54 N5 C55 C56 177.5(4) . . . . ?
C54 N5 C55 C60 -1.3(4) . . . . ?
C54 N5 C61 C62 -92.8(5) . . . . ?
C54 N5 C61 C66 82.1(5) . . . . ?
C54 C40 C41 C42 174.4(4) . . . . ?
C55 N5 C54 N3 2.5(4) . . . . ?
C55 N5 C54 C40 -169.0(4) . . . . ?
C55 N5 C61 C62 92.7(5) . . . . ?
C55 N5 C61 C66 -92.5(5) . . . . ?
C55 C56 C57 C58 -1.1(7) . . . . ?
C56 C55 C60 N3 -179.2(4) . . . . ?
C56 C55 C60 C59 -0.7(6) . . . . ?
C56 C57 C58 C59 0.7(8) . . . . ?
C57 C58 C59 C60 -0.1(7) . . . . ?
C58 C59 C60 N3 178.3(4) . . . . ?
C58 C59 C60 C55 0.1(6) . . . . ?
C60 N3 C54 N5 -2.7(4) . . . . ?
C60 N3 C54 C40 170.2(3) . . . . ?
C60 C55 C56 C57 1.1(7) . . . . ?
C61 N5 C54 N3 -172.9(3) . . . . ?
C61 N5 C54 C40 15.6(7) . . . . ?
C61 N5 C55 C56 -7.2(7) . . . . ?
C61 N5 C55 C60 174.0(4) . . . . ?
C61 C62 C63 C64 0.5(9) . . . . ?
C62 C61 C66 C65 2.1(7) . . . . ?
C62 C63 C64 C65 0.5(10) . . . . ?
C63 C64 C65 C66 -0.1(9) . . . . ?
C64 C65 C66 C61 -1.1(8) . . . . ?
C66 C61 C62 C63 -1.8(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_sq_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2212244'
loop_
_audit_author_name
_audit_author_address
'Baoshan Hou'
;Northeast Normal University
China
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C66 H48 Ir N5 O2'
_chemical_formula_sum            'C16.25 H16.25 Cl16.25 Ir16.25 N16.25 O16.25'
_chemical_formula_weight         4398.52
_chemical_melting_point          ?
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   19.1462(11)
_cell_length_b                   14.0770(8)
_cell_length_c                   22.2847(13)
_cell_angle_alpha                90
_cell_angle_beta                 104.354(3)
_cell_angle_gamma                90
_cell_volume                     5818.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9217
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      50.000
_cell_measurement_theta_min      1.953
_shelx_estimated_absorpt_T_max   0.54
_shelx_estimated_absorpt_T_min   0.21
_exptl_absorpt_coefficient_mu    77.311
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    5.021
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             7540
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            62621
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.650
_diffrn_reflns_theta_min         2.729
_diffrn_ambient_temperature      173.01
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Quazar'
_diffrn_measurement_method       '0.5° ω and 0.5° φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9434
_reflns_number_total             10760
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015a)'
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.824
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         10760
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      0.823
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1022
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C17(H17), C19(H19), C24(H24), C25(H25), C26(H26),
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
  C36(H36), C37(H37), C39(H39), C40(H40), C44(H44), C45(H45), C46(H46),
 C47(H47), C48(H48), C49(H49), C50(H50), C53(H53), C54(H54), C57(H57), C59(H59),
  C60(H60), C61(H61), C62(H62), C63(H63), C65(H65)
3.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C42(H42A,H42B,H42C), C64(H64A,H64B,H64C), C66(H66A,H66B,
 H66C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ir1 Ir 0.76385(2) 0.30887(2) 0.53501(2) 0.01658(7) Uani 1 1 d . . . . .
O1 O 0.72746(13) 0.32583(16) 0.61767(11) 0.0235(5) Uani 1 1 d . . . . .
O2 O 0.76132(14) 0.36214(19) 0.71775(10) 0.0360(6) Uani 1 1 d . . . . .
N1 N 0.80136(14) 0.17370(18) 0.55361(12) 0.0184(6) Uani 1 1 d . . . . .
N2 N 0.85887(14) 0.36770(18) 0.60299(12) 0.0201(6) Uani 1 1 d . . . . .
N3 N 0.71924(13) 0.43716(17) 0.50429(11) 0.0180(5) Uani 1 1 d . . . . .
N4 N 0.84646(15) 0.04148(18) 0.52450(12) 0.0231(6) Uani 1 1 d . . . . .
C1 C 0.66557(17) 0.2659(2) 0.48718(14) 0.0198(7) Uani 1 1 d . . . . .
N5 N 0.62674(14) 0.52084(19) 0.44924(12) 0.0241(6) Uani 1 1 d . . . . .
C2 C 0.80018(17) 0.1052(2) 0.59828(14) 0.0222(7) Uani 1 1 d . . . . .
C3 C 0.82883(17) 0.0219(2) 0.58096(14) 0.0221(7) Uani 1 1 d . . . . .
C4 C 0.92715(17) 0.3920(2) 0.59544(15) 0.0243(7) Uani 1 1 d . . . . .
C5 C 0.82999(19) 0.19080(19) 0.45597(16) 0.0189(7) Uani 1 1 d . . . . .
C6 C 0.84415(17) 0.3879(2) 0.65680(15) 0.0235(7) Uani 1 1 d . . . . .
C7 C 0.55672(18) 0.5474(2) 0.41111(15) 0.0265(7) Uani 1 1 d . . . . .
C8 C 0.77631(18) 0.1084(2) 0.65258(15) 0.0262(7) Uani 1 1 d . . . . .
H8 H 0.755862 0.164471 0.664748 0.031 Uiso 1 1 calc R . . . .
C9 C 0.80671(18) 0.5762(2) 0.53100(17) 0.0300(8) Uani 1 1 d . . . . .
H9 H 0.846673 0.541288 0.554490 0.036 Uiso 1 1 calc R . . . .
C10 C 0.82122(17) 0.3622(2) 0.29980(14) 0.0213(7) Uani 1 1 d . . . . .
C11 C 0.78740(18) 0.4455(2) 0.27423(15) 0.0263(7) Uani 1 1 d . . . . .
H11 H 0.756323 0.479216 0.293991 0.032 Uiso 1 1 calc R . . . .
C12 C 0.68350(18) 0.5844(2) 0.46948(16) 0.0264(7) Uani 1 1 d . . . . .
C13 C 0.79662(16) 0.2815(2) 0.45848(15) 0.0178(6) Uani 1 1 d . . . . .
C14 C 0.74130(17) 0.5316(2) 0.50394(15) 0.0220(7) Uani 1 1 d . . . . .
C15 C 0.85790(18) 0.2274(2) 0.35939(15) 0.0243(7) Uani 1 1 d . . . . .
C16 C 0.86863(18) -0.0304(2) 0.48762(14) 0.0222(7) Uani 1 1 d . . . . .
C17 C 0.63959(19) 0.1727(2) 0.47815(16) 0.0232(7) Uani 1 1 d . . . . .
H17 H 0.670843 0.121268 0.493918 0.028 Uiso 1 1 calc R . . . .
C18 C 0.61721(18) 0.3394(2) 0.46149(14) 0.0228(7) Uani 1 1 d . . . . .
C19 C 0.79065(16) 0.3400(2) 0.40603(14) 0.0180(6) Uani 1 1 d . U . . .
H19 H 0.766217 0.399093 0.403967 0.022 Uiso 1 1 calc R . . . .
C20 C 0.77146(18) 0.3568(2) 0.66554(14) 0.0234(7) Uani 1 1 d . . . . .
C21 C 0.81954(18) 0.3132(2) 0.35771(15) 0.0200(7) Uani 1 1 d . . . . .
C22 C 0.82795(16) 0.1337(2) 0.50994(14) 0.0183(6) Uani 1 1 d . . . . .
C23 C 0.65085(17) 0.4325(2) 0.47085(14) 0.0211(7) Uani 1 1 d . . . . .
C24 C 0.9343(2) -0.0756(2) 0.51082(17) 0.0322(8) Uani 1 1 d . . . . .
H24 H 0.964740 -0.056794 0.549449 0.039 Uiso 1 1 calc R . . . .
C25 C 0.8460(2) 0.4285(3) 0.19074(17) 0.0386(9) Uani 1 1 d . . . . .
H25 H 0.855230 0.452601 0.153661 0.046 Uiso 1 1 calc R . . . .
C26 C 0.5097(2) 0.5937(3) 0.43795(17) 0.0347(9) Uani 1 1 d . . . . .
H26 H 0.522644 0.607533 0.481018 0.042 Uiso 1 1 calc R . . . .
C27 C 0.8649(2) 0.3103(2) 0.26976(16) 0.0271(8) Uani 1 1 d . . . . .
C28 C 0.82415(19) -0.0562(2) 0.43144(15) 0.0290(8) Uani 1 1 d . . . . .
H28 H 0.779187 -0.025185 0.416172 0.035 Uiso 1 1 calc R . . . .
C29 C 0.8456(2) -0.1279(3) 0.39748(17) 0.0384(9) Uani 1 1 d . . . . .
H29 H 0.815608 -0.145350 0.358366 0.046 Uiso 1 1 calc R . . . .
C30 C 1.0461(2) 0.4623(3) 0.6344(2) 0.0415(10) Uani 1 1 d . . . . .
H30 H 1.080232 0.494161 0.666254 0.050 Uiso 1 1 calc R . . . .
C31 C 0.7837(2) 0.0268(3) 0.68784(16) 0.0338(9) Uani 1 1 d . . . . .
H31 H 0.768920 0.027472 0.725524 0.041 Uiso 1 1 calc R . . . .
C32 C 0.8111(2) 0.6727(3) 0.5224(2) 0.0396(10) Uani 1 1 d . . . . .
H32 H 0.854660 0.705003 0.540857 0.048 Uiso 1 1 calc R . . . .
C33 C 0.8922(2) 0.4354(2) 0.70574(17) 0.0351(9) Uani 1 1 d . . . . .
H33 H 0.878616 0.449357 0.742988 0.042 Uiso 1 1 calc R . . . .
C34 C 0.8784(2) 0.3442(3) 0.21544(16) 0.0349(8) Uani 1 1 d . . . . .
H34 H 0.909286 0.310522 0.195483 0.042 Uiso 1 1 calc R . . . .
C35 C 1.01211(19) 0.3952(2) 0.53297(19) 0.0351(9) Uani 1 1 d . . . . .
H35 H 1.024006 0.380900 0.495034 0.042 Uiso 1 1 calc R . . . .
C36 C 0.6880(2) 0.6809(2) 0.4601(2) 0.0367(9) Uani 1 1 d . . . . .
H36 H 0.648151 0.715673 0.436243 0.044 Uiso 1 1 calc R . . . .
C37 C 1.06373(19) 0.4409(3) 0.5809(2) 0.0407(10) Uani 1 1 d . . . . .
H37 H 1.110100 0.456259 0.575497 0.049 Uiso 1 1 calc R . . . .
C38 C 0.4229(2) 0.2268(3) 0.32457(17) 0.0399(9) Uani 1 1 d . . . . .
H38A H 0.458841 0.207928 0.302306 0.060 Uiso 1 1 calc GR . . . .
H38B H 0.418316 0.296122 0.323933 0.060 Uiso 1 1 calc GR . . . .
H38C H 0.376220 0.198287 0.304477 0.060 Uiso 1 1 calc GR . . . .
C39 C 0.5538(2) -0.0286(3) 0.44021(16) 0.0344(9) Uani 1 1 d . . . . .
H39 H 0.601964 -0.042277 0.462216 0.041 Uiso 1 1 calc R . . . .
C40 C 0.53971(19) 0.5278(3) 0.34813(16) 0.0319(8) Uani 1 1 d . . . . .
H40 H 0.573587 0.497229 0.329848 0.038 Uiso 1 1 calc R . . . .
C41 C 0.46018(19) 0.0852(3) 0.39715(16) 0.0327(8) Uani 1 1 d . . . . .
C42 C 0.3913(2) 0.2208(3) 0.42765(19) 0.0451(10) Uani 1 1 d . . . . .
H42A H 0.387066 0.290159 0.427627 0.068 Uiso 1 1 calc GR . . . .
H42B H 0.406613 0.197860 0.470430 0.068 Uiso 1 1 calc GR . . . .
H42C H 0.344474 0.192861 0.407474 0.068 Uiso 1 1 calc GR . . . .
C43 C 0.4469(2) 0.1919(2) 0.39251(18) 0.0325(9) Uani 1 1 d . . . . .
C44 C 0.9104(2) -0.1741(3) 0.42004(19) 0.0388(10) Uani 1 1 d . . . . .
H44 H 0.924718 -0.223564 0.396632 0.047 Uiso 1 1 calc R . . . .
C45 C 0.9547(2) -0.1481(3) 0.47714(19) 0.0408(10) Uani 1 1 d . . . . .
H45 H 0.999086 -0.180352 0.492938 0.049 Uiso 1 1 calc R . . . .
C46 C 0.4245(2) 0.5998(3) 0.33914(18) 0.0417(10) Uani 1 1 d . . . . .
H46 H 0.378480 0.617638 0.314371 0.050 Uiso 1 1 calc R . . . .
C47 C 0.7522(2) 0.7246(3) 0.4866(2) 0.0443(10) Uani 1 1 d . . . . .
H47 H 0.757163 0.790904 0.480885 0.053 Uiso 1 1 calc R . . . .
C48 C 0.8122(2) -0.0573(2) 0.66982(16) 0.0329(8) Uani 1 1 d . . . . .
H48 H 0.815909 -0.112206 0.695223 0.039 Uiso 1 1 calc R . . . .
C49 C 0.86206(18) 0.1655(2) 0.40837(15) 0.0226(7) Uani 1 1 d . . . . .
H49 H 0.886468 0.106531 0.409645 0.027 Uiso 1 1 calc R . . . .
C50 C 0.80019(19) 0.4783(3) 0.21902(16) 0.0312(8) Uani 1 1 d . . . . .
H50 H 0.777568 0.534887 0.200607 0.037 Uiso 1 1 calc R . . . .
C51 C 0.56891(18) 0.1545(2) 0.44653(14) 0.0232(7) Uani 1 1 d . . . . .
C52 C 0.8898(2) 0.2183(3) 0.30420(17) 0.0324(8) Uani 1 1 d . . . . .
C53 C 0.54507(18) 0.3221(2) 0.43070(15) 0.0227(7) Uani 1 1 d . . . . .
H53 H 0.513231 0.373010 0.414875 0.027 Uiso 1 1 calc R . . . .
C54 C 0.94580(18) 0.3714(2) 0.54027(17) 0.0280(8) Uani 1 1 d . . . . .
H54 H 0.912071 0.340570 0.507584 0.034 Uiso 1 1 calc R . . . .
C55 C 0.97745(18) 0.4381(2) 0.64394(17) 0.0316(8) Uani 1 1 d . . . . .
C56 C 0.52153(18) 0.2287(3) 0.42402(14) 0.0258(7) Uani 1 1 d . . . . .
C57 C 0.8351(2) -0.0616(2) 0.61590(16) 0.0301(8) Uani 1 1 d . . . . .
H57 H 0.854081 -0.118297 0.603119 0.036 Uiso 1 1 calc R . . . .
C58 C 0.53052(19) 0.0651(3) 0.42920(15) 0.0290(8) Uani 1 1 d . . . . .
C59 C 0.4723(2) 0.5536(3) 0.31242(17) 0.0410(10) Uani 1 1 d . . . . .
H59 H 0.459159 0.539285 0.269419 0.049 Uiso 1 1 calc R . . . .
C60 C 0.4426(2) 0.6205(3) 0.40144(19) 0.0423(10) Uani 1 1 d . . . . .
H60 H 0.409310 0.652961 0.419488 0.051 Uiso 1 1 calc R . . . .
C61 C 0.9585(2) 0.4609(3) 0.69888(18) 0.0383(9) Uani 1 1 d . . . . .
H61 H 0.991438 0.493897 0.731056 0.046 Uiso 1 1 calc R . . . .
C62 C 0.4108(2) 0.0121(3) 0.37646(18) 0.0468(11) Uani 1 1 d . . . . .
H62 H 0.362200 0.025730 0.355876 0.056 Uiso 1 1 calc R . . . .
C63 C 0.4347(3) -0.0815(3) 0.3868(2) 0.0538(12) Uani 1 1 d . . . . .
H63 H 0.402028 -0.131956 0.371934 0.065 Uiso 1 1 calc R . . . .
C64 C 0.8570(3) 0.1328(3) 0.26221(19) 0.0543(13) Uani 1 1 d . . . . .
H64A H 0.869299 0.073411 0.285420 0.081 Uiso 1 1 calc GR . . . .
H64B H 0.876594 0.131522 0.225551 0.081 Uiso 1 1 calc GR . . . .
H64C H 0.804456 0.139532 0.249255 0.081 Uiso 1 1 calc GR . . . .
C65 C 0.5048(2) -0.1023(3) 0.41814(19) 0.0474(11) Uani 1 1 d . . . . .
H65 H 0.519832 -0.166633 0.424757 0.057 Uiso 1 1 calc R . . . .
C66 C 0.9722(3) 0.2126(4) 0.3234(2) 0.0578(13) Uani 1 1 d . . . . .
H66A H 0.991321 0.266989 0.349859 0.087 Uiso 1 1 calc GR . . . .
H66B H 0.991068 0.213677 0.286378 0.087 Uiso 1 1 calc GR . . . .
H66C H 0.986886 0.153529 0.346326 0.087 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 O1 2.138(2) . ?
Ir1 N1 2.040(2) . ?
Ir1 N2 2.219(2) . ?
Ir1 N3 2.042(2) . ?
Ir1 C1 2.012(3) . ?
Ir1 C13 1.995(3) . ?
O1 C20 1.262(4) . ?
O2 C20 1.229(4) . ?
N1 C2 1.390(4) . ?
N1 C22 1.330(4) . ?
N2 C4 1.401(4) . ?
N2 C6 1.329(4) . ?
N3 C14 1.395(4) . ?
N3 C23 1.338(4) . ?
N4 C3 1.408(4) . ?
N4 C16 1.432(4) . ?
N4 C22 1.363(4) . ?
C1 C17 1.399(4) . ?
C1 C18 1.413(5) . ?
N5 C7 1.447(4) . ?
N5 C12 1.393(4) . ?
N5 C23 1.372(4) . ?
C2 C3 1.389(4) . ?
C2 C8 1.396(5) . ?
C3 C57 1.399(4) . ?
C4 C54 1.393(5) . ?
C4 C55 1.414(5) . ?
C5 C13 1.434(4) . ?
C5 C22 1.456(4) . ?
C5 C49 1.397(5) . ?
C6 C20 1.517(5) . ?
C6 C33 1.409(5) . ?
C7 C26 1.364(5) . ?
C7 C40 1.387(5) . ?
C8 C31 1.379(5) . ?
C9 C14 1.397(5) . ?
C9 C32 1.377(5) . ?
C10 C11 1.391(4) . ?
C10 C21 1.471(4) . ?
C10 C27 1.399(5) . ?
C11 C50 1.391(5) . ?
C12 C14 1.395(5) . ?
C12 C36 1.381(5) . ?
C13 C19 1.411(4) . ?
C15 C21 1.410(4) . ?
C15 C49 1.383(5) . ?
C15 C52 1.509(5) . ?
C16 C24 1.389(5) . ?
C16 C28 1.377(5) . ?
C17 C51 1.386(5) . ?
C18 C23 1.451(5) . ?
C18 C53 1.403(5) . ?
C19 C21 1.379(5) . ?
C24 C45 1.381(5) . ?
C25 C34 1.388(5) . ?
C25 C50 1.390(6) . ?
C26 C60 1.393(5) . ?
C27 C34 1.384(5) . ?
C27 C52 1.521(5) . ?
C28 C29 1.383(5) . ?
C29 C44 1.380(6) . ?
C30 C37 1.350(6) . ?
C30 C55 1.425(5) . ?
C31 C48 1.404(5) . ?
C32 C47 1.412(6) . ?
C33 C61 1.364(5) . ?
C35 C37 1.417(5) . ?
C35 C54 1.361(5) . ?
C36 C47 1.371(6) . ?
C38 C43 1.549(5) . ?
C39 C58 1.395(5) . ?
C39 C65 1.404(5) . ?
C40 C59 1.386(5) . ?
C41 C43 1.523(5) . ?
C41 C58 1.388(5) . ?
C41 C62 1.396(5) . ?
C42 C43 1.525(6) . ?
C43 C56 1.518(5) . ?
C44 C45 1.392(6) . ?
C46 C59 1.373(6) . ?
C46 C60 1.376(6) . ?
C48 C57 1.378(5) . ?
C51 C56 1.393(5) . ?
C51 C58 1.460(5) . ?
C52 C64 1.559(6) . ?
C52 C66 1.530(6) . ?
C53 C56 1.387(5) . ?
C55 C61 1.398(6) . ?
C62 C63 1.394(6) . ?
C63 C65 1.383(6) . ?

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
O1 Ir1 N2 75.95(9) . . ?
N1 Ir1 O1 95.89(9) . . ?
N1 Ir1 N2 91.24(10) . . ?
N1 Ir1 N3 171.92(10) . . ?
N3 Ir1 O1 89.52(9) . . ?
N3 Ir1 N2 95.90(9) . . ?
C1 Ir1 O1 91.62(11) . . ?
C1 Ir1 N1 93.60(12) . . ?
C1 Ir1 N2 167.08(11) . . ?
C1 Ir1 N3 80.22(11) . . ?
C13 Ir1 O1 175.24(10) . . ?
C13 Ir1 N1 79.85(11) . . ?
C13 Ir1 N2 106.10(11) . . ?
C13 Ir1 N3 94.50(11) . . ?
C13 Ir1 C1 86.56(12) . . ?
C20 O1 Ir1 118.4(2) . . ?
C2 N1 Ir1 136.5(2) . . ?
C22 N1 Ir1 115.2(2) . . ?
C22 N1 C2 107.9(3) . . ?
C4 N2 Ir1 129.8(2) . . ?
C6 N2 Ir1 112.0(2) . . ?
C6 N2 C4 118.0(3) . . ?
C14 N3 Ir1 137.9(2) . . ?
C23 N3 Ir1 114.4(2) . . ?
C23 N3 C14 107.4(2) . . ?
C3 N4 C16 123.1(3) . . ?
C22 N4 C3 107.0(3) . . ?
C22 N4 C16 129.2(3) . . ?
C17 C1 Ir1 127.6(2) . . ?
C17 C1 C18 117.1(3) . . ?
C18 C1 Ir1 115.3(2) . . ?
C12 N5 C7 124.0(3) . . ?
C23 N5 C7 128.5(3) . . ?
C23 N5 C12 107.5(3) . . ?
N1 C2 C8 131.7(3) . . ?
C3 C2 N1 108.0(3) . . ?
C3 C2 C8 120.3(3) . . ?
C2 C3 N4 106.4(3) . . ?
C2 C3 C57 122.7(3) . . ?
C57 C3 N4 131.0(3) . . ?
N2 C4 C55 119.9(3) . . ?
C54 C4 N2 120.4(3) . . ?
C54 C4 C55 119.7(3) . . ?
C13 C5 C22 110.9(3) . . ?
C49 C5 C13 122.7(3) . . ?
C49 C5 C22 126.4(3) . . ?
N2 C6 C20 117.4(3) . . ?
N2 C6 C33 123.8(3) . . ?
C33 C6 C20 118.8(3) . . ?
C26 C7 N5 118.8(3) . . ?
C26 C7 C40 121.6(3) . . ?
C40 C7 N5 119.6(3) . . ?
C31 C8 C2 117.2(3) . . ?
C32 C9 C14 117.5(3) . . ?
C11 C10 C21 130.2(3) . . ?
C11 C10 C27 121.1(3) . . ?
C27 C10 C21 108.7(3) . . ?
C50 C11 C10 118.4(3) . . ?
C14 C12 N5 106.5(3) . . ?
C36 C12 N5 131.0(3) . . ?
C36 C12 C14 122.5(3) . . ?
C5 C13 Ir1 116.3(2) . . ?
C19 C13 Ir1 128.1(2) . . ?
C19 C13 C5 115.6(3) . . ?
C9 C14 N3 131.8(3) . . ?
C9 C14 C12 120.1(3) . . ?
C12 C14 N3 108.1(3) . . ?
C21 C15 C52 111.4(3) . . ?
C49 C15 C21 119.2(3) . . ?
C49 C15 C52 129.4(3) . . ?
C24 C16 N4 118.6(3) . . ?
C28 C16 N4 120.3(3) . . ?
C28 C16 C24 121.0(3) . . ?
C51 C17 C1 121.0(3) . . ?
C1 C18 C23 112.4(3) . . ?
C53 C18 C1 122.5(3) . . ?
C53 C18 C23 125.1(3) . . ?
C21 C19 C13 121.4(3) . . ?
O1 C20 C6 115.6(3) . . ?
O2 C20 O1 126.4(3) . . ?
O2 C20 C6 118.0(3) . . ?
C15 C21 C10 107.5(3) . . ?
C19 C21 C10 131.1(3) . . ?
C19 C21 C15 121.4(3) . . ?
N1 C22 N4 110.7(3) . . ?
N1 C22 C5 117.6(3) . . ?
N4 C22 C5 131.6(3) . . ?
N3 C23 N5 110.4(3) . . ?
N3 C23 C18 117.6(3) . . ?
N5 C23 C18 132.0(3) . . ?
C45 C24 C16 119.3(3) . . ?
C50 C25 C34 121.5(3) . . ?
C7 C26 C60 119.2(3) . . ?
C10 C27 C52 110.7(3) . . ?
C34 C27 C10 120.1(3) . . ?
C34 C27 C52 129.2(3) . . ?
C16 C28 C29 119.3(3) . . ?
C44 C29 C28 120.5(4) . . ?
C37 C30 C55 121.4(3) . . ?
C8 C31 C48 122.1(3) . . ?
C9 C32 C47 121.4(4) . . ?
C61 C33 C6 119.1(4) . . ?
C27 C34 C25 118.6(4) . . ?
C54 C35 C37 121.2(4) . . ?
C47 C36 C12 117.3(4) . . ?
C30 C37 C35 119.1(4) . . ?
C58 C39 C65 118.7(4) . . ?
C7 C40 C59 118.7(3) . . ?
C58 C41 C43 111.1(3) . . ?
C58 C41 C62 120.7(4) . . ?
C62 C41 C43 128.1(4) . . ?
C41 C43 C38 112.5(3) . . ?
C41 C43 C42 110.7(3) . . ?
C42 C43 C38 110.0(3) . . ?
C56 C43 C38 111.2(3) . . ?
C56 C43 C41 100.5(3) . . ?
C56 C43 C42 111.6(3) . . ?
C29 C44 C45 119.9(4) . . ?
C24 C45 C44 120.0(4) . . ?
C59 C46 C60 120.7(4) . . ?
C36 C47 C32 121.1(4) . . ?
C57 C48 C31 121.1(3) . . ?
C15 C49 C5 119.3(3) . . ?
C25 C50 C11 120.2(3) . . ?
C17 C51 C56 120.7(3) . . ?
C17 C51 C58 131.2(3) . . ?
C56 C51 C58 108.1(3) . . ?
C15 C52 C27 101.5(3) . . ?
C15 C52 C64 111.7(3) . . ?
C15 C52 C66 112.0(3) . . ?
C27 C52 C64 109.0(3) . . ?
C27 C52 C66 111.0(3) . . ?
C66 C52 C64 111.2(4) . . ?
C56 C53 C18 118.1(3) . . ?
C35 C54 C4 120.3(3) . . ?
C4 C55 C30 118.3(4) . . ?
C61 C55 C4 120.0(3) . . ?
C61 C55 C30 121.7(3) . . ?
C51 C56 C43 111.4(3) . . ?
C53 C56 C43 128.1(3) . . ?
C53 C56 C51 120.5(3) . . ?
C48 C57 C3 116.6(3) . . ?
C39 C58 C41 120.7(3) . . ?
C39 C58 C51 130.6(3) . . ?
C41 C58 C51 108.8(3) . . ?
C46 C59 C40 120.1(4) . . ?
C46 C60 C26 119.8(4) . . ?
C33 C61 C55 119.2(3) . . ?
C41 C62 C63 118.3(4) . . ?
C65 C63 C62 121.4(4) . . ?
C63 C65 C39 120.1(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_sq_sq
_database_code_depnum_ccdc_archive 'CCDC 2212245'
loop_
_audit_author_name
_audit_author_address
'Baoshan Hou'
;Northeast Normal University
China
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2018-12-10
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C86 H52 Ir N5 O2'
_chemical_formula_sum            'C86 H52 Ir N5 O2'
_chemical_formula_weight         1379.52
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   16.8482(8)
_cell_length_b                   18.3470(9)
_cell_length_c                   22.5335(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6965.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9716
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      50.000
_cell_measurement_theta_min      1.953
_shelx_estimated_absorpt_T_max   0.54
_shelx_estimated_absorpt_T_min   0.21
_exptl_absorpt_coefficient_mu    4.114
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            47261
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         71.949
_diffrn_reflns_theta_min         3.106
_diffrn_ambient_temperature      297.15
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Quazar'
_diffrn_measurement_method       '0.5° ω and 0.5° φ scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.830
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                12189
_reflns_number_total             13543
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015a)'
_refine_diff_density_max         1.055
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.035(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     848
_refine_ls_number_reflns         13543
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.020
_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)+(0.0505P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0949
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.965(10)
 0.035(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24),
 C28(H28), C32(H32), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44),
  C45(H45), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54), C56(H56),
 C57(H57), C58(H58), C59(H59), C60(H60), C61(H61), C62(H62), C63(H63), C64(H64),
  C65(H65), C66(H66), C67(H67), C68(H68), C69(H69), C70(H70), C71(H71),
 C72(H72), C73(H73), C74(H74), C75(H75), C76(H76), C77(H77), C78(H78), C79(H79),
  C80(H80), C81(H81), C82(H82), C83(H83), C84(H84), C85(H85), C86(H86)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ir1 Ir -0.13717(2) 0.57192(2) 0.00987(2) 0.03677(8) Uani 1 1 d . . . . .
O1 O -0.1965(3) 0.6312(3) -0.0596(2) 0.0511(12) Uani 1 1 d . . . . .
O2 O -0.2272(6) 0.7403(3) -0.0932(4) 0.122(4) Uani 1 1 d . . . . .
N1 N -0.2322(3) 0.5667(3) 0.0660(2) 0.0352(10) Uani 1 1 d . . . . .
N2 N -0.2874(3) 0.5177(3) 0.1458(3) 0.0456(14) Uani 1 1 d . . . . .
N3 N 0.0242(3) 0.4943(3) -0.1119(3) 0.0482(15) Uani 1 1 d . . . . .
N4 N -0.1199(3) 0.6846(3) 0.0337(2) 0.0402(12) Uani 1 1 d . . . . .
N5 N -0.0404(3) 0.5599(3) -0.0451(2) 0.0377(12) Uani 1 1 d . . . . .
C1 C -0.0857(4) 0.5251(3) 0.0805(3) 0.0364(14) Uani 1 1 d . . . . .
C2 C 0.0212(4) 0.4856(4) 0.1448(3) 0.0371(14) Uani 1 1 d . . . . .
C3 C -0.0326(4) 0.4635(4) 0.1874(3) 0.0377(14) Uani 1 1 d . . . . .
C4 C 0.0097(4) 0.4307(4) 0.2421(3) 0.0418(14) Uani 1 1 d . . . . .
C5 C -0.1892(4) 0.3459(4) -0.0918(3) 0.0430(15) Uani 1 1 d . . . . .
C6 C -0.1061(4) 0.8318(4) 0.0598(4) 0.0515(18) Uani 1 1 d . . . . .
C7 C -0.2392(4) 0.3651(4) -0.0449(3) 0.0430(15) Uani 1 1 d . . . . .
C8 C -0.1613(4) 0.4726(3) -0.0247(3) 0.0383(14) Uani 1 1 d . . . . .
C9 C -0.1448(4) 0.8105(3) 0.0071(3) 0.0473(15) Uani 1 1 d . . . . .
C10 C -0.0050(4) 0.5139(3) 0.0909(3) 0.0362(14) Uani 1 1 d . . . . .
H10 H 0.031716 0.525526 0.061576 0.043 Uiso 1 1 calc R . . . .
C11 C -0.1510(4) 0.7326(3) -0.0033(3) 0.0431(15) Uani 1 1 d . . . . .
C12 C -0.2996(4) 0.4703(4) 0.1958(4) 0.0489(18) Uani 1 1 d . . . . .
C13 C 0.0717(4) 0.5539(4) -0.0985(3) 0.0468(17) Uani 1 1 d . . . . .
C14 C -0.2266(3) 0.4286(4) -0.0126(3) 0.0420(12) Uani 1 1 d . . . . .
H14 H -0.261955 0.441711 0.017184 0.050 Uiso 1 1 calc R . . . .
C15 C -0.3468(4) 0.5541(4) 0.1154(4) 0.0501(18) Uani 1 1 d . . . . .
C16 C -0.0183(4) 0.4700(4) 0.2977(3) 0.0476(17) Uani 1 1 d . . . . .
C17 C -0.0185(5) 0.3533(5) 0.2543(4) 0.056(2) Uani 1 1 d . . . . .
C18 C -0.0729(5) 0.3532(5) 0.3021(4) 0.068(2) Uani 1 1 d . . . . .
C19 C -0.1100(7) 0.2888(8) 0.3181(6) 0.103(4) Uani 1 1 d . . . . .
H19 H -0.147298 0.287516 0.348502 0.123 Uiso 1 1 calc R . . . .
C20 C -0.0892(11) 0.2256(8) 0.2865(9) 0.137(7) Uani 1 1 d . . . . .
H20 H -0.113742 0.181707 0.296092 0.164 Uiso 1 1 calc R . . . .
C21 C -0.0344(11) 0.2266(7) 0.2426(10) 0.140(7) Uani 1 1 d . . . . .
H21 H -0.019786 0.182837 0.224934 0.168 Uiso 1 1 calc R . . . .
C22 C 0.0007(7) 0.2905(6) 0.2230(6) 0.090(3) Uani 1 1 d . . . . .
H22 H 0.035093 0.291282 0.190716 0.108 Uiso 1 1 calc R . . . .
C23 C 0.0297(4) 0.5937(3) -0.0558(3) 0.0420(15) Uani 1 1 d . . . . .
C24 C -0.1236(4) 0.3884(4) -0.1057(3) 0.0464(16) Uani 1 1 d . . . . .
H24 H -0.090287 0.375956 -0.136967 0.056 Uiso 1 1 calc R . . . .
C25 C -0.1385(4) 0.5054(3) 0.1274(3) 0.0368(12) Uani 1 1 d . . . . .
C26 C -0.2190(4) 0.5265(4) 0.1143(3) 0.0381(14) Uani 1 1 d . . . . .
C27 C -0.2364(5) 0.2883(4) -0.1878(4) 0.0530(18) Uani 1 1 d . . . . .
C28 C -0.1121(4) 0.4738(4) 0.1798(3) 0.0413(15) Uani 1 1 d . . . . .
H28 H -0.147958 0.459879 0.209029 0.050 Uiso 1 1 calc R . . . .
C29 C -0.1091(4) 0.4500(3) -0.0714(3) 0.0404(15) Uani 1 1 d . . . . .
C30 C -0.3113(4) 0.5845(4) 0.0648(3) 0.0429(16) Uani 1 1 d . . . . .
C31 C -0.2172(4) 0.2747(4) -0.1222(3) 0.0476(17) Uani 1 1 d . . . . .
C32 C -0.1766(5) 0.8641(4) -0.0307(4) 0.061(2) Uani 1 1 d . . . . .
H32 H -0.204509 0.850165 -0.064443 0.073 Uiso 1 1 calc R . . . .
C33 C 0.1022(4) 0.4725(4) 0.1681(3) 0.0419(15) Uani 1 1 d . . . . .
C34 C -0.0433(4) 0.4995(4) -0.0780(3) 0.0406(14) Uani 1 1 d . . . . .
C35 C 0.0952(4) 0.4396(4) 0.2236(3) 0.0456(16) Uani 1 1 d . . . . .
C36 C -0.0726(4) 0.4247(6) 0.3289(3) 0.061(2) Uani 1 1 d . . . . .
C37 C -0.1939(5) 0.7010(4) -0.0576(4) 0.059(2) Uani 1 1 d . . . . .
C38 C 0.0460(4) 0.4384(5) -0.1529(4) 0.0552(19) Uani 1 1 d . . . . .
C39 C 0.0676(6) 0.3699(6) -0.1310(6) 0.084(3) Uani 1 1 d . . . . .
H39 H 0.069383 0.361617 -0.090338 0.100 Uiso 1 1 calc R . . . .
C40 C 0.0866(8) 0.3141(7) -0.1707(8) 0.120(5) Uani 1 1 d . . . . .
H40 H 0.098950 0.267745 -0.156849 0.144 Uiso 1 1 calc R . . . .
C41 C 0.0867(10) 0.3289(10) -0.2301(8) 0.154(8) Uani 1 1 d . . . . .
H41 H 0.099922 0.292358 -0.256957 0.184 Uiso 1 1 calc R . . . .
C42 C 0.0676(11) 0.3968(12) -0.2502(7) 0.168(9) Uani 1 1 d . . . . .
H42 H 0.068738 0.405672 -0.290877 0.202 Uiso 1 1 calc R . . . .
C43 C 0.0464(8) 0.4535(8) -0.2120(5) 0.109(5) Uani 1 1 d . . . . .
H43 H 0.033067 0.499412 -0.226313 0.131 Uiso 1 1 calc R . . . .
C44 C 0.0630(5) 0.6566(4) -0.0316(4) 0.057(2) Uani 1 1 d . . . . .
H44 H 0.036049 0.684840 -0.003861 0.069 Uiso 1 1 calc R . . . .
C45 C -0.3667(4) 0.3035(4) -0.0032(4) 0.061(2) Uani 1 1 d . . . . .
H45 H -0.376122 0.338988 0.025434 0.073 Uiso 1 1 calc R . . . .
C46 C -0.1508(4) 0.2198(4) -0.1270(4) 0.060(2) Uani 1 1 d . . . . .
C47 C -0.2882(5) 0.2565(4) -0.0851(4) 0.0514(18) Uani 1 1 d . . . . .
C48 C -0.3028(4) 0.3087(4) -0.0407(3) 0.0478(17) Uani 1 1 d . . . . .
C49 C -0.1826(5) 0.2530(5) -0.2242(4) 0.062(2) Uani 1 1 d . . . . .
C50 C 0.1466(5) 0.5728(5) -0.1170(4) 0.0603(18) Uani 1 1 d . . . . .
H50 H 0.173964 0.544993 -0.144767 0.072 Uiso 1 1 calc R . . . .
C51 C -0.2980(7) 0.3489(6) 0.2347(5) 0.080(3) Uani 1 1 d . . . . .
H51 H -0.292691 0.298936 0.229189 0.095 Uiso 1 1 calc R . . . .
C52 C -0.4266(4) 0.5634(6) 0.1286(5) 0.072(3) Uani 1 1 d . . . . .
H52 H -0.449625 0.543905 0.162559 0.086 Uiso 1 1 calc R . . . .
C53 C -0.0760(4) 0.7781(4) 0.0977(3) 0.0527(18) Uani 1 1 d . . . . .
H53 H -0.051207 0.791525 0.132871 0.063 Uiso 1 1 calc R . . . .
C54 C -0.1667(6) 0.9364(5) -0.0182(5) 0.084(3) Uani 1 1 d . . . . .
H54 H -0.186060 0.971590 -0.044162 0.100 Uiso 1 1 calc R . . . .
C55 C -0.1288(5) 0.2097(5) -0.1871(4) 0.066(2) Uani 1 1 d . . . . .
C56 C -0.0969(6) 0.9068(5) 0.0721(5) 0.071(3) Uani 1 1 d . . . . .
H56 H -0.070216 0.921443 0.106240 0.085 Uiso 1 1 calc R . . . .
C57 C -0.3123(6) 0.4968(6) 0.2508(4) 0.073(3) Uani 1 1 d . . . . .
H57 H -0.318271 0.546753 0.256457 0.088 Uiso 1 1 calc R . . . .
C58 C 0.1393(6) 0.6749(5) -0.0513(5) 0.074(2) Uani 1 1 d . . . . .
H58 H 0.164058 0.715932 -0.035726 0.088 Uiso 1 1 calc R . . . .
C59 C 0.1754(4) 0.4874(5) 0.1431(4) 0.058(2) Uani 1 1 d . . . . .
H59 H 0.179321 0.510534 0.106470 0.070 Uiso 1 1 calc R . . . .
C60 C 0.1639(4) 0.4197(5) 0.2535(4) 0.060(2) Uani 1 1 d . . . . .
H60 H 0.160490 0.397023 0.290343 0.072 Uiso 1 1 calc R . . . .
C61 C -0.2937(5) 0.3967(5) 0.1860(4) 0.063(2) Uani 1 1 d . . . . .
H61 H -0.287012 0.378649 0.147790 0.075 Uiso 1 1 calc R . . . .
C62 C -0.1112(6) 0.4538(7) 0.3783(5) 0.087(4) Uani 1 1 d . . . . .
H62 H -0.149848 0.426760 0.397894 0.104 Uiso 1 1 calc R . . . .
C63 C -0.4167(5) 0.2444(5) -0.0088(5) 0.069(2) Uani 1 1 d . . . . .
H63 H -0.459762 0.239728 0.016763 0.083 Uiso 1 1 calc R . . . .
C64 C -0.0830(4) 0.7059(4) 0.0832(3) 0.0472(16) Uani 1 1 d . . . . .
H64 H -0.061483 0.670890 0.108394 0.057 Uiso 1 1 calc R . . . .
C65 C -0.3568(5) 0.6246(4) 0.0251(3) 0.0577(19) Uani 1 1 d . . . . .
H65 H -0.334570 0.644412 -0.009092 0.069 Uiso 1 1 calc R . . . .
C66 C -0.2970(5) 0.3298(5) -0.2124(4) 0.064(2) Uani 1 1 d . . . . .
H66 H -0.332850 0.354693 -0.188455 0.076 Uiso 1 1 calc R . . . .
C67 C 0.2425(5) 0.4667(5) 0.1741(4) 0.067(2) Uani 1 1 d . . . . .
H67 H 0.292304 0.475591 0.157806 0.081 Uiso 1 1 calc R . . . .
C68 C -0.1129(7) 0.1829(5) -0.0824(6) 0.089(4) Uani 1 1 d . . . . .
H68 H -0.129092 0.190069 -0.043421 0.107 Uiso 1 1 calc R . . . .
C69 C -0.3098(7) 0.3766(7) 0.2894(5) 0.092(4) Uani 1 1 d . . . . .
H69 H -0.313433 0.344933 0.321450 0.110 Uiso 1 1 calc R . . . .
C70 C -0.0012(5) 0.5391(5) 0.3185(4) 0.064(2) Uani 1 1 d . . . . .
H70 H 0.034875 0.568398 0.298313 0.076 Uiso 1 1 calc R . . . .
C71 C -0.3024(7) 0.3328(6) -0.2724(5) 0.080(3) Uani 1 1 d . . . . .
H71 H -0.343579 0.359542 -0.289248 0.096 Uiso 1 1 calc R . . . .
C72 C 0.2371(4) 0.4334(6) 0.2286(4) 0.068(2) Uani 1 1 d . . . . .
H72 H 0.283049 0.420031 0.248701 0.081 Uiso 1 1 calc R . . . .
C73 C -0.0377(7) 0.5643(7) 0.3689(5) 0.090(3) Uani 1 1 d . . . . .
H73 H -0.025327 0.610341 0.383362 0.108 Uiso 1 1 calc R . . . .
C74 C -0.3391(5) 0.1976(5) -0.0907(4) 0.066(2) Uani 1 1 d . . . . .
H74 H -0.330470 0.162462 -0.119794 0.079 Uiso 1 1 calc R . . . .
C75 C -0.1885(7) 0.2598(6) -0.2853(5) 0.082(3) Uani 1 1 d . . . . .
H75 H -0.150916 0.238391 -0.310024 0.099 Uiso 1 1 calc R . . . .
C76 C -0.1265(7) 0.9577(5) 0.0346(5) 0.086(3) Uani 1 1 d . . . . .
H76 H -0.120640 1.006883 0.043374 0.104 Uiso 1 1 calc R . . . .
C77 C -0.2504(8) 0.2987(6) -0.3088(5) 0.086(3) Uani 1 1 d . . . . .
H77 H -0.256755 0.301580 -0.349765 0.103 Uiso 1 1 calc R . . . .
C78 C -0.3166(8) 0.4497(7) 0.2990(5) 0.096(4) Uani 1 1 d . . . . .
H78 H -0.324011 0.467763 0.337199 0.115 Uiso 1 1 calc R . . . .
C79 C -0.0668(6) 0.1641(6) -0.2015(7) 0.095(4) Uani 1 1 d . . . . .
H79 H -0.050882 0.157870 -0.240710 0.114 Uiso 1 1 calc R . . . .
C80 C 0.1787(5) 0.6337(5) -0.0931(5) 0.070(2) Uani 1 1 d . . . . .
H80 H 0.229055 0.648186 -0.105342 0.084 Uiso 1 1 calc R . . . .
C81 C -0.0920(8) 0.5220(8) 0.3979(5) 0.101(4) Uani 1 1 d . . . . .
H81 H -0.116530 0.540187 0.431809 0.121 Uiso 1 1 calc R . . . .
C82 C -0.4700(5) 0.6038(7) 0.0875(6) 0.093(4) Uani 1 1 d . . . . .
H82 H -0.524009 0.610454 0.093890 0.111 Uiso 1 1 calc R . . . .
C83 C -0.4038(6) 0.1920(5) -0.0518(5) 0.074(3) Uani 1 1 d . . . . .
H83 H -0.438352 0.152642 -0.054970 0.089 Uiso 1 1 calc R . . . .
C84 C -0.4358(5) 0.6341(6) 0.0380(5) 0.083(3) Uani 1 1 d . . . . .
H84 H -0.466965 0.661858 0.012521 0.099 Uiso 1 1 calc R . . . .
C85 C -0.0516(9) 0.1356(7) -0.0938(9) 0.127(6) Uani 1 1 d . . . . .
H85 H -0.026213 0.110155 -0.063583 0.152 Uiso 1 1 calc R . . . .
C86 C -0.0286(7) 0.1273(7) -0.1549(10) 0.129(7) Uani 1 1 d . . . . .
H86 H 0.013379 0.096337 -0.163932 0.155 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 O1 2.154(5) . ?
Ir1 N1 2.042(5) . ?
Ir1 N4 2.155(5) . ?
Ir1 N5 2.059(5) . ?
Ir1 C1 2.006(7) . ?
Ir1 C8 2.024(6) . ?
O1 C37 1.281(9) . ?
O2 C37 1.216(10) . ?
N1 C26 1.334(9) . ?
N1 C30 1.372(8) . ?
N2 C12 1.437(10) . ?
N2 C15 1.384(9) . ?
N2 C26 1.365(8) . ?
N3 C13 1.388(9) . ?
N3 C34 1.373(9) . ?
N3 C38 1.428(10) . ?
N4 C11 1.322(8) . ?
N4 C64 1.336(8) . ?
N5 C23 1.357(8) . ?
N5 C34 1.333(8) . ?
C1 C10 1.396(9) . ?
C1 C25 1.427(9) . ?
C2 C3 1.382(9) . ?
C2 C10 1.391(9) . ?
C2 C33 1.481(9) . ?
C3 C4 1.545(9) . ?
C3 C28 1.364(9) . ?
C4 C16 1.523(10) . ?
C4 C17 1.522(11) . ?
C4 C35 1.508(9) . ?
C5 C7 1.397(10) . ?
C5 C24 1.388(10) . ?
C5 C31 1.547(9) . ?
C6 C9 1.410(10) . ?
C6 C53 1.398(11) . ?
C6 C56 1.413(11) . ?
C7 C14 1.389(9) . ?
C7 C48 1.493(9) . ?
C8 C14 1.391(9) . ?
C8 C29 1.433(9) . ?
C9 C11 1.453(8) . ?
C9 C32 1.406(10) . ?
C10 H10 0.9300 . ?
C11 C37 1.535(9) . ?
C12 C57 1.348(12) . ?
C12 C61 1.373(11) . ?
C13 C23 1.399(10) . ?
C13 C50 1.373(10) . ?
C14 H14 0.9300 . ?
C15 C30 1.403(11) . ?
C15 C52 1.388(10) . ?
C16 C36 1.421(11) . ?
C16 C70 1.381(12) . ?
C17 C18 1.413(13) . ?
C17 C22 1.390(13) . ?
C18 C19 1.384(14) . ?
C18 C36 1.444(14) . ?
C19 H19 0.9300 . ?
C19 C20 1.41(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.35(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(18) . ?
C22 H22 0.9300 . ?
C23 C44 1.394(10) . ?
C24 H24 0.9300 . ?
C24 C29 1.391(9) . ?
C25 C26 1.440(9) . ?
C25 C28 1.388(9) . ?
C27 C31 1.534(11) . ?
C27 C49 1.384(11) . ?
C27 C66 1.389(12) . ?
C28 H28 0.9300 . ?
C29 C34 1.441(9) . ?
C30 C65 1.390(10) . ?
C31 C46 1.509(10) . ?
C31 C47 1.498(11) . ?
C32 H32 0.9300 . ?
C32 C54 1.367(11) . ?
C33 C35 1.393(10) . ?
C33 C59 1.384(10) . ?
C35 C60 1.388(10) . ?
C36 C62 1.396(13) . ?
C38 C39 1.398(13) . ?
C38 C43 1.361(14) . ?
C39 H39 0.9300 . ?
C39 C40 1.396(16) . ?
C40 H40 0.9300 . ?
C40 C41 1.37(2) . ?
C41 H41 0.9300 . ?
C41 C42 1.37(2) . ?
C42 H42 0.9300 . ?
C42 C43 1.397(18) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C44 C58 1.401(12) . ?
C45 H45 0.9300 . ?
C45 C48 1.374(10) . ?
C45 C63 1.378(10) . ?
C46 C55 1.418(13) . ?
C46 C68 1.369(13) . ?
C47 C48 1.405(11) . ?
C47 C74 1.384(10) . ?
C49 C55 1.465(13) . ?
C49 C75 1.388(14) . ?
C50 H50 0.9300 . ?
C50 C80 1.353(12) . ?
C51 H51 0.9300 . ?
C51 C61 1.404(14) . ?
C51 C69 1.348(16) . ?
C52 H52 0.9300 . ?
C52 C82 1.392(14) . ?
C53 H53 0.9300 . ?
C53 C64 1.370(11) . ?
C54 H54 0.9300 . ?
C54 C76 1.423(15) . ?
C55 C79 1.376(12) . ?
C56 H56 0.9300 . ?
C56 C76 1.355(14) . ?
C57 H57 0.9300 . ?
C57 C78 1.391(14) . ?
C58 H58 0.9300 . ?
C58 C80 1.379(13) . ?
C59 H59 0.9300 . ?
C59 C67 1.383(11) . ?
C60 H60 0.9300 . ?
C60 C72 1.379(11) . ?
C61 H61 0.9300 . ?
C62 H62 0.9300 . ?
C62 C81 1.367(18) . ?
C63 H63 0.9300 . ?
C63 C83 1.383(13) . ?
C64 H64 0.9300 . ?
C65 H65 0.9300 . ?
C65 C84 1.372(12) . ?
C66 H66 0.9300 . ?
C66 C71 1.356(14) . ?
C67 H67 0.9300 . ?
C67 C72 1.374(13) . ?
C68 H68 0.9300 . ?
C68 C85 1.374(17) . ?
C69 H69 0.9300 . ?
C69 C78 1.364(16) . ?
C70 H70 0.9300 . ?
C70 C73 1.371(13) . ?
C71 H71 0.9300 . ?
C71 C77 1.354(16) . ?
C72 H72 0.9300 . ?
C73 H73 0.9300 . ?
C73 C81 1.366(17) . ?
C74 H74 0.9300 . ?
C74 C83 1.404(13) . ?
C75 H75 0.9300 . ?
C75 C77 1.370(16) . ?
C76 H76 0.9300 . ?
C77 H77 0.9300 . ?
C78 H78 0.9300 . ?
C79 H79 0.9300 . ?
C79 C86 1.41(2) . ?
C80 H80 0.9300 . ?
C81 H81 0.9300 . ?
C82 H82 0.9300 . ?
C82 C84 1.374(15) . ?
C83 H83 0.9300 . ?
C84 H84 0.9300 . ?
C85 H85 0.9300 . ?
C85 C86 1.44(2) . ?
C86 H86 0.9300 . ?

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
O1 Ir1 N4 76.08(19) . . ?
N1 Ir1 O1 96.3(2) . . ?
N1 Ir1 N4 89.8(2) . . ?
N1 Ir1 N5 171.1(2) . . ?
N5 Ir1 O1 89.1(2) . . ?
N5 Ir1 N4 98.4(2) . . ?
C1 Ir1 O1 173.9(2) . . ?
C1 Ir1 N1 80.1(2) . . ?
C1 Ir1 N4 98.9(2) . . ?
C1 Ir1 N5 95.1(2) . . ?
C1 Ir1 C8 90.4(2) . . ?
C8 Ir1 O1 94.7(2) . . ?
C8 Ir1 N1 92.2(2) . . ?
C8 Ir1 N4 170.7(2) . . ?
C8 Ir1 N5 80.3(2) . . ?
C37 O1 Ir1 117.5(5) . . ?
C26 N1 Ir1 113.5(4) . . ?
C26 N1 C30 108.0(6) . . ?
C30 N1 Ir1 137.6(5) . . ?
C15 N2 C12 125.2(6) . . ?
C26 N2 C12 126.9(6) . . ?
C26 N2 C15 107.2(6) . . ?
C13 N3 C38 123.9(6) . . ?
C34 N3 C13 107.6(6) . . ?
C34 N3 C38 128.6(6) . . ?
C11 N4 Ir1 115.4(4) . . ?
C11 N4 C64 121.1(6) . . ?
C64 N4 Ir1 123.5(5) . . ?
C23 N5 Ir1 138.4(5) . . ?
C34 N5 Ir1 113.2(4) . . ?
C34 N5 C23 108.2(6) . . ?
C10 C1 Ir1 128.2(5) . . ?
C10 C1 C25 116.5(6) . . ?
C25 C1 Ir1 115.2(4) . . ?
C3 C2 C10 120.5(6) . . ?
C3 C2 C33 108.0(6) . . ?
C10 C2 C33 131.5(6) . . ?
C2 C3 C4 111.5(5) . . ?
C28 C3 C2 121.0(6) . . ?
C28 C3 C4 127.4(6) . . ?
C16 C4 C3 109.2(5) . . ?
C16 C4 C17 101.3(6) . . ?
C17 C4 C3 111.4(6) . . ?
C35 C4 C3 100.3(5) . . ?
C35 C4 C16 118.1(6) . . ?
C35 C4 C17 116.7(6) . . ?
C7 C5 C31 111.3(6) . . ?
C24 C5 C7 120.5(6) . . ?
C24 C5 C31 128.1(7) . . ?
C9 C6 C56 119.1(8) . . ?
C53 C6 C9 119.1(7) . . ?
C53 C6 C56 121.8(8) . . ?
C5 C7 C48 107.8(6) . . ?
C14 C7 C5 121.0(6) . . ?
C14 C7 C48 131.1(6) . . ?
C14 C8 Ir1 127.3(5) . . ?
C14 C8 C29 117.5(6) . . ?
C29 C8 Ir1 114.8(4) . . ?
C6 C9 C11 116.2(6) . . ?
C32 C9 C6 119.6(6) . . ?
C32 C9 C11 124.2(7) . . ?
C1 C10 H10 119.6 . . ?
C2 C10 C1 120.7(6) . . ?
C2 C10 H10 119.6 . . ?
N4 C11 C9 121.8(6) . . ?
N4 C11 C37 115.9(5) . . ?
C9 C11 C37 122.3(6) . . ?
C57 C12 N2 121.7(8) . . ?
C57 C12 C61 120.9(9) . . ?
C61 C12 N2 117.3(8) . . ?
N3 C13 C23 105.6(6) . . ?
C50 C13 N3 131.5(7) . . ?
C50 C13 C23 122.7(7) . . ?
C7 C14 C8 120.3(6) . . ?
C7 C14 H14 119.8 . . ?
C8 C14 H14 119.8 . . ?
N2 C15 C30 106.6(6) . . ?
N2 C15 C52 130.8(8) . . ?
C52 C15 C30 122.5(8) . . ?
C36 C16 C4 109.2(7) . . ?
C70 C16 C4 130.4(8) . . ?
C70 C16 C36 120.3(8) . . ?
C18 C17 C4 110.0(7) . . ?
C22 C17 C4 127.5(8) . . ?
C22 C17 C18 122.4(9) . . ?
C17 C18 C36 108.4(7) . . ?
C19 C18 C17 119.5(11) . . ?
C19 C18 C36 131.9(11) . . ?
C18 C19 H19 121.3 . . ?
C18 C19 C20 117.4(13) . . ?
C20 C19 H19 121.3 . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.9(13) . . ?
C21 C20 H20 119.1 . . ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.5(15) . . ?
C22 C21 H21 118.8 . . ?
C17 C22 H22 122.0 . . ?
C21 C22 C17 116.1(12) . . ?
C21 C22 H22 122.0 . . ?
N5 C23 C13 108.9(6) . . ?
N5 C23 C44 131.2(7) . . ?
C44 C23 C13 119.9(6) . . ?
C5 C24 H24 120.9 . . ?
C29 C24 C5 118.2(6) . . ?
C29 C24 H24 120.9 . . ?
C1 C25 C26 111.5(6) . . ?
C28 C25 C1 122.4(6) . . ?
C28 C25 C26 126.0(6) . . ?
N1 C26 N2 110.4(6) . . ?
N1 C26 C25 118.3(6) . . ?
N2 C26 C25 131.1(6) . . ?
C49 C27 C31 110.9(7) . . ?
C49 C27 C66 120.1(8) . . ?
C66 C27 C31 129.0(8) . . ?
C3 C28 C25 118.7(6) . . ?
C3 C28 H28 120.7 . . ?
C25 C28 H28 120.7 . . ?
C8 C29 C34 111.4(6) . . ?
C24 C29 C8 122.3(6) . . ?
C24 C29 C34 126.3(6) . . ?
N1 C30 C15 107.7(6) . . ?
N1 C30 C65 132.4(7) . . ?
C65 C30 C15 119.9(7) . . ?
C27 C31 C5 110.6(6) . . ?
C46 C31 C5 111.7(6) . . ?
C46 C31 C27 101.3(6) . . ?
C47 C31 C5 100.7(6) . . ?
C47 C31 C27 114.0(6) . . ?
C47 C31 C46 118.9(7) . . ?
C9 C32 H32 119.8 . . ?
C54 C32 C9 120.5(8) . . ?
C54 C32 H32 119.8 . . ?
C35 C33 C2 108.2(6) . . ?
C59 C33 C2 130.1(6) . . ?
C59 C33 C35 121.8(6) . . ?
N3 C34 C29 130.5(6) . . ?
N5 C34 N3 109.7(6) . . ?
N5 C34 C29 119.7(6) . . ?
C33 C35 C4 112.0(6) . . ?
C60 C35 C4 129.3(7) . . ?
C60 C35 C33 118.6(7) . . ?
C16 C36 C18 109.1(7) . . ?
C62 C36 C16 118.0(10) . . ?
C62 C36 C18 132.8(9) . . ?
O1 C37 C11 115.0(6) . . ?
O2 C37 O1 123.5(7) . . ?
O2 C37 C11 121.2(7) . . ?
C39 C38 N3 119.0(8) . . ?
C43 C38 N3 119.3(9) . . ?
C43 C38 C39 121.7(9) . . ?
C38 C39 H39 120.2 . . ?
C38 C39 C40 119.6(12) . . ?
C40 C39 H39 120.2 . . ?
C39 C40 H40 120.6 . . ?
C41 C40 C39 118.9(14) . . ?
C41 C40 H40 120.6 . . ?
C40 C41 H41 119.8 . . ?
C42 C41 C40 120.4(12) . . ?
C42 C41 H41 119.8 . . ?
C41 C42 H42 118.9 . . ?
C41 C42 C43 122.3(15) . . ?
C43 C42 H42 118.9 . . ?
C38 C43 C42 117.0(13) . . ?
C38 C43 H43 121.5 . . ?
C42 C43 H43 121.5 . . ?
C23 C44 H44 121.9 . . ?
C23 C44 C58 116.3(8) . . ?
C58 C44 H44 121.9 . . ?
C48 C45 H45 120.7 . . ?
C48 C45 C63 118.5(8) . . ?
C63 C45 H45 120.7 . . ?
C55 C46 C31 110.5(8) . . ?
C68 C46 C31 128.6(9) . . ?
C68 C46 C55 120.9(9) . . ?
C48 C47 C31 112.6(6) . . ?
C74 C47 C31 128.1(7) . . ?
C74 C47 C48 119.3(8) . . ?
C45 C48 C7 130.6(7) . . ?
C45 C48 C47 121.8(7) . . ?
C47 C48 C7 107.6(7) . . ?
C27 C49 C55 108.8(8) . . ?
C27 C49 C75 119.9(10) . . ?
C75 C49 C55 131.2(9) . . ?
C13 C50 H50 121.4 . . ?
C80 C50 C13 117.1(8) . . ?
C80 C50 H50 121.4 . . ?
C61 C51 H51 120.5 . . ?
C69 C51 H51 120.5 . . ?
C69 C51 C61 119.1(11) . . ?
C15 C52 H52 122.2 . . ?
C15 C52 C82 115.6(9) . . ?
C82 C52 H52 122.2 . . ?
C6 C53 H53 119.8 . . ?
C64 C53 C6 120.4(7) . . ?
C64 C53 H53 119.8 . . ?
C32 C54 H54 120.1 . . ?
C32 C54 C76 119.7(9) . . ?
C76 C54 H54 120.1 . . ?
C46 C55 C49 108.1(7) . . ?
C79 C55 C46 120.2(11) . . ?
C79 C55 C49 131.6(10) . . ?
C6 C56 H56 119.8 . . ?
C76 C56 C6 120.5(8) . . ?
C76 C56 H56 119.8 . . ?
C12 C57 H57 119.9 . . ?
C12 C57 C78 120.2(10) . . ?
C78 C57 H57 119.9 . . ?
C44 C58 H58 119.1 . . ?
C80 C58 C44 121.9(8) . . ?
C80 C58 H58 119.1 . . ?
C33 C59 H59 121.0 . . ?
C67 C59 C33 118.0(8) . . ?
C67 C59 H59 121.0 . . ?
C35 C60 H60 120.0 . . ?
C72 C60 C35 120.0(8) . . ?
C72 C60 H60 120.0 . . ?
C12 C61 C51 119.0(10) . . ?
C12 C61 H61 120.5 . . ?
C51 C61 H61 120.5 . . ?
C36 C62 H62 120.1 . . ?
C81 C62 C36 119.9(11) . . ?
C81 C62 H62 120.1 . . ?
C45 C63 H63 119.5 . . ?
C45 C63 C83 121.0(8) . . ?
C83 C63 H63 119.5 . . ?
N4 C64 C53 121.4(7) . . ?
N4 C64 H64 119.3 . . ?
C53 C64 H64 119.3 . . ?
C30 C65 H65 121.1 . . ?
C84 C65 C30 117.7(9) . . ?
C84 C65 H65 121.1 . . ?
C27 C66 H66 121.0 . . ?
C71 C66 C27 118.1(10) . . ?
C71 C66 H66 121.0 . . ?
C59 C67 H67 119.4 . . ?
C72 C67 C59 121.3(8) . . ?
C72 C67 H67 119.4 . . ?
C46 C68 H68 119.1 . . ?
C46 C68 C85 121.8(13) . . ?
C85 C68 H68 119.1 . . ?
C51 C69 H69 119.0 . . ?
C51 C69 C78 121.9(11) . . ?
C78 C69 H69 119.0 . . ?
C16 C70 H70 120.2 . . ?
C73 C70 C16 119.7(10) . . ?
C73 C70 H70 120.2 . . ?
C66 C71 H71 118.6 . . ?
C77 C71 C66 122.8(11) . . ?
C77 C71 H71 118.6 . . ?
C60 C72 H72 119.9 . . ?
C67 C72 C60 120.3(7) . . ?
C67 C72 H72 119.9 . . ?
C70 C73 H73 119.8 . . ?
C81 C73 C70 120.4(11) . . ?
C81 C73 H73 119.8 . . ?
C47 C74 H74 120.7 . . ?
C47 C74 C83 118.7(8) . . ?
C83 C74 H74 120.7 . . ?
C49 C75 H75 120.5 . . ?
C77 C75 C49 119.1(10) . . ?
C77 C75 H75 120.5 . . ?
C54 C76 H76 119.7 . . ?
C56 C76 C54 120.6(8) . . ?
C56 C76 H76 119.7 . . ?
C71 C77 C75 119.9(10) . . ?
C71 C77 H77 120.0 . . ?
C75 C77 H77 120.0 . . ?
C57 C78 H78 120.6 . . ?
C69 C78 C57 118.8(11) . . ?
C69 C78 H78 120.6 . . ?
C55 C79 H79 121.2 . . ?
C55 C79 C86 117.6(13) . . ?
C86 C79 H79 121.2 . . ?
C50 C80 C58 122.1(8) . . ?
C50 C80 H80 119.0 . . ?
C58 C80 H80 119.0 . . ?
C62 C81 C73 121.5(11) . . ?
C62 C81 H81 119.2 . . ?
C73 C81 H81 119.2 . . ?
C52 C82 H82 118.8 . . ?
C84 C82 C52 122.4(8) . . ?
C84 C82 H82 118.8 . . ?
C63 C83 C74 120.6(8) . . ?
C63 C83 H83 119.7 . . ?
C74 C83 H83 119.7 . . ?
C65 C84 C82 121.8(9) . . ?
C65 C84 H84 119.1 . . ?
C82 C84 H84 119.1 . . ?
C68 C85 H85 121.7 . . ?
C68 C85 C86 116.6(14) . . ?
C86 C85 H85 121.7 . . ?
C79 C86 C85 122.8(11) . . ?
C79 C86 H86 118.6 . . ?
C85 C86 H86 118.6 . . ?

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
Ir1 O1 C37 O2 -177.6(9) . . . . ?
Ir1 O1 C37 C11 -2.5(10) . . . . ?
Ir1 N1 C26 N2 -172.2(4) . . . . ?
Ir1 N1 C26 C25 12.7(7) . . . . ?
Ir1 N1 C30 C15 169.3(5) . . . . ?
Ir1 N1 C30 C65 -11.3(12) . . . . ?
Ir1 N4 C11 C9 179.4(5) . . . . ?
Ir1 N4 C11 C37 -0.4(8) . . . . ?
Ir1 N4 C64 C53 -177.4(6) . . . . ?
Ir1 N5 C23 C13 176.8(5) . . . . ?
Ir1 N5 C23 C44 -2.2(13) . . . . ?
Ir1 N5 C34 N3 -178.1(4) . . . . ?
Ir1 N5 C34 C29 -1.4(8) . . . . ?
Ir1 C1 C10 C2 174.8(5) . . . . ?
Ir1 C1 C25 C26 -2.2(7) . . . . ?
Ir1 C1 C25 C28 -178.7(5) . . . . ?
Ir1 C8 C14 C7 172.9(5) . . . . ?
Ir1 C8 C29 C24 -170.8(5) . . . . ?
Ir1 C8 C29 C34 8.2(7) . . . . ?
N1 C30 C65 C84 -178.1(8) . . . . ?
N2 C12 C57 C78 -174.1(10) . . . . ?
N2 C12 C61 C51 174.2(8) . . . . ?
N2 C15 C30 N1 -0.7(8) . . . . ?
N2 C15 C30 C65 179.8(6) . . . . ?
N2 C15 C52 C82 -179.9(9) . . . . ?
N3 C13 C23 N5 -1.0(8) . . . . ?
N3 C13 C23 C44 178.1(7) . . . . ?
N3 C13 C50 C80 -176.7(8) . . . . ?
N3 C38 C39 C40 177.9(9) . . . . ?
N3 C38 C43 C42 -179.5(12) . . . . ?
N4 C11 C37 O1 1.9(11) . . . . ?
N4 C11 C37 O2 177.2(10) . . . . ?
N5 C23 C44 C58 177.3(8) . . . . ?
C1 C25 C26 N1 -7.0(8) . . . . ?
C1 C25 C26 N2 179.1(7) . . . . ?
C1 C25 C28 C3 2.3(10) . . . . ?
C2 C3 C4 C16 126.1(6) . . . . ?
C2 C3 C4 C17 -122.9(7) . . . . ?
C2 C3 C4 C35 1.3(8) . . . . ?
C2 C3 C28 C25 1.6(10) . . . . ?
C2 C33 C35 C4 -1.8(9) . . . . ?
C2 C33 C35 C60 177.8(7) . . . . ?
C2 C33 C59 C67 -177.7(8) . . . . ?
C3 C2 C10 C1 4.3(10) . . . . ?
C3 C2 C33 C35 2.6(8) . . . . ?
C3 C2 C33 C59 -177.9(8) . . . . ?
C3 C4 C16 C36 104.0(7) . . . . ?
C3 C4 C16 C70 -73.3(9) . . . . ?
C3 C4 C17 C18 -102.1(7) . . . . ?
C3 C4 C17 C22 74.6(11) . . . . ?
C3 C4 C35 C33 0.4(8) . . . . ?
C3 C4 C35 C60 -179.1(8) . . . . ?
C4 C3 C28 C25 179.1(7) . . . . ?
C4 C16 C36 C18 8.9(8) . . . . ?
C4 C16 C36 C62 -173.9(7) . . . . ?
C4 C16 C70 C73 176.3(8) . . . . ?
C4 C17 C18 C19 175.7(8) . . . . ?
C4 C17 C18 C36 -9.4(9) . . . . ?
C4 C17 C22 C21 -178.7(11) . . . . ?
C4 C35 C60 C72 -179.6(8) . . . . ?
C5 C7 C14 C8 -3.1(10) . . . . ?
C5 C7 C48 C45 -178.4(8) . . . . ?
C5 C7 C48 C47 0.8(8) . . . . ?
C5 C24 C29 C8 -2.9(10) . . . . ?
C5 C24 C29 C34 178.3(7) . . . . ?
C5 C31 C46 C55 -111.8(7) . . . . ?
C5 C31 C46 C68 67.5(11) . . . . ?
C5 C31 C47 C48 1.5(8) . . . . ?
C5 C31 C47 C74 180.0(8) . . . . ?
C6 C9 C11 N4 -1.9(10) . . . . ?
C6 C9 C11 C37 177.9(7) . . . . ?
C6 C9 C32 C54 3.3(12) . . . . ?
C6 C53 C64 N4 -1.6(12) . . . . ?
C6 C56 C76 C54 -0.7(17) . . . . ?
C7 C5 C24 C29 0.3(11) . . . . ?
C7 C5 C31 C27 119.8(7) . . . . ?
C7 C5 C31 C46 -128.2(7) . . . . ?
C7 C5 C31 C47 -1.0(8) . . . . ?
C8 C29 C34 N3 171.5(7) . . . . ?
C8 C29 C34 N5 -4.4(9) . . . . ?
C9 C6 C53 C64 1.1(12) . . . . ?
C9 C6 C56 C76 1.6(15) . . . . ?
C9 C11 C37 O1 -177.9(7) . . . . ?
C9 C11 C37 O2 -2.6(14) . . . . ?
C9 C32 C54 C76 -2.4(15) . . . . ?
C10 C1 C25 C26 173.8(6) . . . . ?
C10 C1 C25 C28 -2.7(9) . . . . ?
C10 C2 C3 C4 177.3(6) . . . . ?
C10 C2 C3 C28 -4.8(11) . . . . ?
C10 C2 C33 C35 -177.0(7) . . . . ?
C10 C2 C33 C59 2.5(14) . . . . ?
C11 N4 C64 C53 0.2(11) . . . . ?
C11 C9 C32 C54 -178.6(8) . . . . ?
C12 N2 C15 C30 -170.9(7) . . . . ?
C12 N2 C15 C52 10.1(14) . . . . ?
C12 N2 C26 N1 171.2(7) . . . . ?
C12 N2 C26 C25 -14.5(12) . . . . ?
C12 C57 C78 C69 -1.7(19) . . . . ?
C13 N3 C34 N5 1.0(8) . . . . ?
C13 N3 C34 C29 -175.2(7) . . . . ?
C13 N3 C38 C39 106.9(10) . . . . ?
C13 N3 C38 C43 -72.2(12) . . . . ?
C13 C23 C44 C58 -1.5(12) . . . . ?
C13 C50 C80 C58 1.0(14) . . . . ?
C14 C7 C48 C45 -0.5(13) . . . . ?
C14 C7 C48 C47 178.7(7) . . . . ?
C14 C8 C29 C24 2.6(10) . . . . ?
C14 C8 C29 C34 -178.5(6) . . . . ?
C15 N2 C12 C57 -78.6(11) . . . . ?
C15 N2 C12 C61 104.7(9) . . . . ?
C15 N2 C26 N1 0.2(8) . . . . ?
C15 N2 C26 C25 174.5(7) . . . . ?
C15 C30 C65 C84 1.2(11) . . . . ?
C15 C52 C82 C84 -1.6(18) . . . . ?
C16 C4 C17 C18 13.9(8) . . . . ?
C16 C4 C17 C22 -169.4(10) . . . . ?
C16 C4 C35 C33 -118.0(7) . . . . ?
C16 C4 C35 C60 62.4(11) . . . . ?
C16 C36 C62 C81 -4.6(14) . . . . ?
C16 C70 C73 C81 -1.4(15) . . . . ?
C17 C4 C16 C36 -13.6(7) . . . . ?
C17 C4 C16 C70 169.1(8) . . . . ?
C17 C4 C35 C33 120.8(7) . . . . ?
C17 C4 C35 C60 -58.7(11) . . . . ?
C17 C18 C19 C20 2.0(17) . . . . ?
C17 C18 C36 C16 0.3(9) . . . . ?
C17 C18 C36 C62 -176.4(9) . . . . ?
C18 C17 C22 C21 -2.3(18) . . . . ?
C18 C19 C20 C21 1(2) . . . . ?
C18 C36 C62 C81 171.9(10) . . . . ?
C19 C18 C36 C16 174.3(10) . . . . ?
C19 C18 C36 C62 -2.4(18) . . . . ?
C19 C20 C21 C22 -5(3) . . . . ?
C20 C21 C22 C17 5(3) . . . . ?
C22 C17 C18 C19 -1.2(15) . . . . ?
C22 C17 C18 C36 173.7(9) . . . . ?
C23 N5 C34 N3 -1.6(8) . . . . ?
C23 N5 C34 C29 175.1(6) . . . . ?
C23 C13 C50 C80 -1.4(13) . . . . ?
C23 C44 C58 C80 1.1(14) . . . . ?
C24 C5 C7 C14 2.8(11) . . . . ?
C24 C5 C7 C48 -179.1(7) . . . . ?
C24 C5 C31 C27 -61.0(10) . . . . ?
C24 C5 C31 C46 51.0(11) . . . . ?
C24 C5 C31 C47 178.2(7) . . . . ?
C24 C29 C34 N3 -9.6(12) . . . . ?
C24 C29 C34 N5 174.5(7) . . . . ?
C25 C1 C10 C2 -0.6(9) . . . . ?
C26 N1 C30 C15 0.9(8) . . . . ?
C26 N1 C30 C65 -179.8(7) . . . . ?
C26 N2 C12 C57 111.9(10) . . . . ?
C26 N2 C12 C61 -64.8(11) . . . . ?
C26 N2 C15 C30 0.3(8) . . . . ?
C26 N2 C15 C52 -178.7(9) . . . . ?
C26 C25 C28 C3 -173.7(6) . . . . ?
C27 C31 C46 C55 6.0(8) . . . . ?
C27 C31 C46 C68 -174.8(9) . . . . ?
C27 C31 C47 C48 -116.9(7) . . . . ?
C27 C31 C47 C74 61.5(11) . . . . ?
C27 C49 C55 C46 -0.3(9) . . . . ?
C27 C49 C55 C79 178.4(9) . . . . ?
C27 C49 C75 C77 -3.4(14) . . . . ?
C27 C66 C71 C77 -1.5(15) . . . . ?
C28 C3 C4 C16 -51.6(10) . . . . ?
C28 C3 C4 C17 59.4(10) . . . . ?
C28 C3 C4 C35 -176.4(7) . . . . ?
C28 C25 C26 N1 169.3(6) . . . . ?
C28 C25 C26 N2 -4.6(12) . . . . ?
C29 C8 C14 C7 0.5(9) . . . . ?
C30 N1 C26 N2 -0.7(8) . . . . ?
C30 N1 C26 C25 -175.8(6) . . . . ?
C30 C15 C52 C82 1.2(14) . . . . ?
C30 C65 C84 C82 -1.6(15) . . . . ?
C31 C5 C7 C14 -177.9(6) . . . . ?
C31 C5 C7 C48 0.2(8) . . . . ?
C31 C5 C24 C29 -178.9(7) . . . . ?
C31 C27 C49 C55 4.2(9) . . . . ?
C31 C27 C49 C75 -178.5(8) . . . . ?
C31 C27 C66 C71 -179.2(8) . . . . ?
C31 C46 C55 C49 -3.9(9) . . . . ?
C31 C46 C55 C79 177.3(7) . . . . ?
C31 C46 C68 C85 -178.3(10) . . . . ?
C31 C47 C48 C7 -1.5(9) . . . . ?
C31 C47 C48 C45 177.8(7) . . . . ?
C31 C47 C74 C83 -178.3(8) . . . . ?
C32 C9 C11 N4 179.9(7) . . . . ?
C32 C9 C11 C37 -0.3(11) . . . . ?
C32 C54 C76 C56 1.1(18) . . . . ?
C33 C2 C3 C4 -2.4(8) . . . . ?
C33 C2 C3 C28 175.5(6) . . . . ?
C33 C2 C10 C1 -176.1(7) . . . . ?
C33 C35 C60 C72 0.9(13) . . . . ?
C33 C59 C67 C72 -0.9(15) . . . . ?
C34 N3 C13 C23 0.0(8) . . . . ?
C34 N3 C13 C50 175.9(8) . . . . ?
C34 N3 C38 C39 -71.3(11) . . . . ?
C34 N3 C38 C43 109.7(11) . . . . ?
C34 N5 C23 C13 1.6(8) . . . . ?
C34 N5 C23 C44 -177.3(8) . . . . ?
C35 C4 C16 C36 -142.4(7) . . . . ?
C35 C4 C16 C70 40.3(11) . . . . ?
C35 C4 C17 C18 143.6(7) . . . . ?
C35 C4 C17 C22 -39.7(12) . . . . ?
C35 C33 C59 C67 1.8(13) . . . . ?
C35 C60 C72 C67 -0.1(16) . . . . ?
C36 C16 C70 C73 -0.8(12) . . . . ?
C36 C18 C19 C20 -171.5(12) . . . . ?
C36 C62 C81 C73 2.5(18) . . . . ?
C38 N3 C13 C23 -178.5(7) . . . . ?
C38 N3 C13 C50 -2.6(13) . . . . ?
C38 N3 C34 N5 179.4(7) . . . . ?
C38 N3 C34 C29 3.2(13) . . . . ?
C38 C39 C40 C41 3(2) . . . . ?
C39 C38 C43 C42 1(2) . . . . ?
C39 C40 C41 C42 -1(3) . . . . ?
C40 C41 C42 C43 -1(3) . . . . ?
C41 C42 C43 C38 0(3) . . . . ?
C43 C38 C39 C40 -3.1(16) . . . . ?
C44 C58 C80 C50 -0.9(16) . . . . ?
C45 C63 C83 C74 0.3(15) . . . . ?
C46 C31 C47 C48 123.8(7) . . . . ?
C46 C31 C47 C74 -57.8(12) . . . . ?
C46 C55 C79 C86 1.5(14) . . . . ?
C46 C68 C85 C86 0.7(18) . . . . ?
C47 C31 C46 C55 131.6(7) . . . . ?
C47 C31 C46 C68 -49.1(11) . . . . ?
C47 C74 C83 C63 0.2(15) . . . . ?
C48 C7 C14 C8 179.2(7) . . . . ?
C48 C45 C63 C83 -1.0(14) . . . . ?
C48 C47 C74 C83 0.0(13) . . . . ?
C49 C27 C31 C5 112.3(7) . . . . ?
C49 C27 C31 C46 -6.2(8) . . . . ?
C49 C27 C31 C47 -135.1(7) . . . . ?
C49 C27 C66 C71 1.4(12) . . . . ?
C49 C55 C79 C86 -177.0(9) . . . . ?
C49 C75 C77 C71 3.4(15) . . . . ?
C50 C13 C23 N5 -177.3(7) . . . . ?
C50 C13 C23 C44 1.8(12) . . . . ?
C51 C69 C78 C57 1(2) . . . . ?
C52 C15 C30 N1 178.4(8) . . . . ?
C52 C15 C30 C65 -1.1(12) . . . . ?
C52 C82 C84 C65 1.9(19) . . . . ?
C53 C6 C9 C11 0.5(10) . . . . ?
C53 C6 C9 C32 178.8(7) . . . . ?
C53 C6 C56 C76 179.9(10) . . . . ?
C55 C46 C68 C85 0.9(15) . . . . ?
C55 C49 C75 C77 173.1(9) . . . . ?
C55 C79 C86 C85 0.0(18) . . . . ?
C56 C6 C9 C11 178.9(7) . . . . ?
C56 C6 C9 C32 -2.8(11) . . . . ?
C56 C6 C53 C64 -177.2(8) . . . . ?
C57 C12 C61 C51 -2.5(14) . . . . ?
C59 C33 C35 C4 178.6(7) . . . . ?
C59 C33 C35 C60 -1.8(12) . . . . ?
C59 C67 C72 C60 0.1(16) . . . . ?
C61 C12 C57 C78 2.5(16) . . . . ?
C61 C51 C69 C78 -1(2) . . . . ?
C63 C45 C48 C7 -179.6(8) . . . . ?
C63 C45 C48 C47 1.3(12) . . . . ?
C64 N4 C11 C9 1.6(10) . . . . ?
C64 N4 C11 C37 -178.2(7) . . . . ?
C66 C27 C31 C5 -67.1(10) . . . . ?
C66 C27 C31 C46 174.4(8) . . . . ?
C66 C27 C31 C47 45.5(11) . . . . ?
C66 C27 C49 C55 -176.3(7) . . . . ?
C66 C27 C49 C75 1.0(12) . . . . ?
C66 C71 C77 C75 -1.0(17) . . . . ?
C68 C46 C55 C49 176.8(8) . . . . ?
C68 C46 C55 C79 -2.1(13) . . . . ?
C68 C85 C86 C79 -1(2) . . . . ?
C69 C51 C61 C12 1.7(16) . . . . ?
C70 C16 C36 C18 -173.4(7) . . . . ?
C70 C16 C36 C62 3.8(11) . . . . ?
C70 C73 C81 C62 0.6(18) . . . . ?
C74 C47 C48 C7 179.9(7) . . . . ?
C74 C47 C48 C45 -0.8(12) . . . . ?
C75 C49 C55 C46 -177.1(9) . . . . ?
C75 C49 C55 C79 1.6(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.965(10)
2 0.035(10)

