# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1853783'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45.12 H29 Cl2.30 F3 Ir N2 O2 S3'
_chemical_formula_sum            'C45.12 H29 Cl2.30 F3 Ir N2 O2 S3'
_chemical_formula_weight         1057.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   13.243(3)
_cell_length_b                   16.245(3)
_cell_length_c                   20.886(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.37(3)
_cell_angle_gamma                90
_cell_volume                     4264.3(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    39298
_cell_measurement_theta_min      2.052
_cell_measurement_theta_max      29.999

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_F_000             2082
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    3.472
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.900
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  'MX225-HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20693
_diffrn_reflns_av_unetI/netI     0.0683
_diffrn_reflns_av_R_equivalents  0.1061
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.052
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_full        32.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.785
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.785
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.785
_reflns_number_total             6068
_reflns_number_gt                5130
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'PAL BL2D-SMDC Program'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    Mercury
_computing_publication_material  WinGX

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1904P)²+4.7120P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   geom
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6068
_refine_ls_number_parameters     552
_refine_ls_number_restraints     585
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0863
_refine_ls_wR_factor_ref         0.2617
_refine_ls_wR_factor_gt          0.2519
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001

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
C1A C 0.9159(13) 0.4436(14) 0.3970(8) 0.125(6) Uani 0.507(9) 1 d D U P A 1
H1A1 H 0.9342 0.4854 0.3680 0.150 Uiso 0.507(9) 1 calc R U P A 1
H1A2 H 0.9556 0.3925 0.3948 0.150 Uiso 0.507(9) 1 calc R U P A 1
Cl1 Cl 0.9525(9) 0.4786(9) 0.4790(5) 0.188(5) Uani 0.507(9) 1 d D U P A 1
Cl2 Cl 0.7826(8) 0.4242(6) 0.3680(4) 0.158(4) Uani 0.507(9) 1 d D U P A 1
C1B C 0.478(2) 0.5090(13) 0.0953(11) 0.322(15) Uani 0.617(11) 1 d D U P B 2
H1B1 H 0.4246 0.5527 0.0767 0.387 Uiso 0.617(11) 1 calc R U P B 2
H1B2 H 0.5465 0.5358 0.1194 0.387 Uiso 0.617(11) 1 calc R U P B 2
Cl3 Cl 0.4377(12) 0.4491(8) 0.1509(7) 0.321(9) Uani 0.617(11) 1 d D U P B 2
Cl4 Cl 0.4922(15) 0.4501(14) 0.0311(10) 0.413(14) Uani 0.617(11) 1 d D U P B 2
C1 C 0.9098(8) 0.6982(9) 0.3924(5) 0.090(3) Uani 1 1 d . U . . .
C2 C 0.8737(8) 0.7213(8) 0.4528(5) 0.074(2) Uani 1 1 d . U . . .
C3 C 0.9453(12) 0.7443(6) 0.5112(8) 0.087(4) Uani 1 1 d . U . . .
H3 H 1.0179 0.7412 0.5133 0.104 Uiso 1 1 calc R U . . .
C4 C 0.9249(8) 0.7727(7) 0.5701(5) 0.069(2) Uani 1 1 d . U . . .
C5 C 1.0125(7) 0.7898(7) 0.6308(4) 0.072(2) Uani 1 1 d . U . . .
C6 C 1.1263(8) 0.7790(7) 0.6435(5) 0.074(2) Uani 1 1 d . U . . .
H6 H 1.1597 0.7607 0.6119 0.089 Uiso 1 1 calc R U . . .
C7 C 1.1789(8) 0.8011(7) 0.7126(5) 0.081(3) Uani 1 1 d . U . . .
H7 H 1.2540 0.7993 0.7327 0.098 Uiso 1 1 calc R U . . .
C8 C 1.1117(8) 0.8247(7) 0.7469(5) 0.083(3) Uani 1 1 d . U . . .
H8 H 1.1357 0.8401 0.7932 0.099 Uiso 1 1 calc R U . . .
C9 C 0.6331(7) 0.5757(5) 0.4778(4) 0.0581(18) Uani 1 1 d . U . . .
C10 C 0.6403(7) 0.4882(6) 0.4787(5) 0.066(2) Uani 1 1 d . U . . .
H10 H 0.5931 0.4574 0.4431 0.079 Uiso 1 1 calc R U . . .
C11 C 0.7125(7) 0.4484(6) 0.5290(4) 0.0605(19) Uani 1 1 d . U . . .
C12 C 0.7242(9) 0.3564(6) 0.5273(6) 0.082(3) Uani 1 1 d . U . . .
H12A H 0.7803 0.3382 0.5679 0.123 Uiso 1 1 calc R U . . .
H12B H 0.6568 0.3301 0.5257 0.123 Uiso 1 1 calc R U . . .
H12C H 0.7431 0.3408 0.4872 0.123 Uiso 1 1 calc R U . . .
C13 C 0.7769(6) 0.4960(5) 0.5838(4) 0.0599(18) Uani 1 1 d . U . . .
C14 C 0.7662(6) 0.5818(5) 0.5820(4) 0.0571(18) Uani 1 1 d . U . . .
C15 C 0.8249(6) 0.6290(5) 0.6401(4) 0.0594(19) Uani 1 1 d . U . . .
H15 H 0.8139 0.6867 0.6410 0.071 Uiso 1 1 calc R U . . .
C16 C 0.8965(7) 0.5914(6) 0.6939(4) 0.070(2) Uani 1 1 d . U . . .
H16 H 0.9368 0.6235 0.7311 0.085 Uiso 1 1 calc R U . . .
C17 C 0.9113(8) 0.5052(6) 0.6948(4) 0.073(2) Uani 1 1 d . U . . .
H17 H 0.9623 0.4796 0.7320 0.088 Uiso 1 1 calc R U . . .
C18 C 0.8514(7) 0.4591(6) 0.6417(4) 0.069(2) Uani 1 1 d . U . . .
H18 H 0.8596 0.4010 0.6432 0.082 Uiso 1 1 calc R U . . .
C20 C 0.5546(6) 0.7060(5) 0.4350(4) 0.0563(17) Uani 1 1 d . U . . .
C21 C 0.5537(6) 0.6226(5) 0.4275(4) 0.0589(18) Uani 1 1 d . U . . .
C22 C 0.3977(7) 0.6802(6) 0.3427(4) 0.061(2) Uani 1 1 d . U . . .
C23 C 0.4596(9) 0.7402(5) 0.3858(5) 0.059(2) Uani 1 1 d . U . . .
C24 C 0.4272(7) 0.8218(6) 0.3784(4) 0.064(2) Uani 1 1 d . U . . .
H24 H 0.4696 0.8633 0.4063 0.077 Uiso 1 1 calc R U . . .
C25 C 0.3299(7) 0.8427(6) 0.3286(4) 0.070(2) Uani 1 1 d . U . . .
H25 H 0.3058 0.8981 0.3239 0.084 Uiso 1 1 calc R U . . .
C26 C 0.2688(8) 0.7810(7) 0.2861(5) 0.073(2) Uani 1 1 d . U . . .
H26 H 0.2040 0.7952 0.2524 0.087 Uiso 1 1 calc R U . . .
C27 C 0.3031(8) 0.6991(7) 0.2932(5) 0.072(2) Uani 1 1 d . U . . .
H27 H 0.2625 0.6573 0.2648 0.086 Uiso 1 1 calc R U . . .
C28 C 0.6169(6) 0.7875(6) 0.5689(4) 0.0567(16) Uani 1 1 d . U . . .
C29 C 0.6229(6) 0.8710(5) 0.5771(4) 0.0602(18) Uani 1 1 d . U . . .
C30 C 0.5433(7) 0.8116(6) 0.6586(4) 0.0595(18) Uani 1 1 d . U . . .
C31 C 0.5694(9) 0.7524(4) 0.6165(6) 0.056(2) Uani 1 1 d . U . . .
C32 C 0.5474(7) 0.6690(5) 0.6250(4) 0.0620(19) Uani 1 1 d . U . . .
H32 H 0.5648 0.6275 0.5982 0.074 Uiso 1 1 calc R U . . .
C33 C 0.4991(7) 0.6484(6) 0.6741(4) 0.068(2) Uani 1 1 d . U . . .
H33 H 0.4839 0.5923 0.6802 0.082 Uiso 1 1 calc R U . . .
C34 C 0.4730(8) 0.7083(7) 0.7139(5) 0.072(2) Uani 1 1 d . U . . .
H34 H 0.4394 0.6930 0.7461 0.086 Uiso 1 1 calc R U . . .
C35 C 0.4963(8) 0.7913(6) 0.7064(5) 0.068(2) Uani 1 1 d . U . . .
H35 H 0.4799 0.8325 0.7338 0.081 Uiso 1 1 calc R U . . .
C36 C 0.6547(7) 0.9181(5) 0.5274(4) 0.0588(18) Uani 1 1 d . U . . .
C37 C 0.6633(7) 1.0048(5) 0.5285(4) 0.0610(19) Uani 1 1 d . U . . .
H37 H 0.6544 1.0343 0.5657 0.073 Uiso 1 1 calc R U . . .
C38 C 0.6838(8) 1.0472(6) 0.4781(5) 0.065(2) Uani 1 1 d . U . . .
C39 C 0.7019(8) 1.1371(5) 0.4809(5) 0.076(2) Uani 1 1 d . U . . .
H39A H 0.7153 1.1553 0.4395 0.114 Uiso 1 1 calc R U . . .
H39B H 0.6388 1.1653 0.4850 0.114 Uiso 1 1 calc R U . . .
H39C H 0.7636 1.1505 0.5200 0.114 Uiso 1 1 calc R U . . .
C40 C 0.6934(6) 0.9978(5) 0.4223(4) 0.0622(18) Uani 1 1 d . U . . .
C41 C 0.6832(6) 0.9123(5) 0.4240(4) 0.0575(17) Uani 1 1 d . U . . .
C42 C 0.6827(7) 0.8657(5) 0.3657(4) 0.0637(19) Uani 1 1 d . U . . .
H42 H 0.6759 0.8075 0.3658 0.076 Uiso 1 1 calc R U . . .
C43 C 0.6920(8) 0.9048(6) 0.3099(5) 0.076(2) Uani 1 1 d . U . . .
H43 H 0.6888 0.8728 0.2713 0.091 Uiso 1 1 calc R U . . .
C44 C 0.7060(9) 0.9903(7) 0.3072(5) 0.084(3) Uani 1 1 d . U . . .
H44 H 0.7155 1.0159 0.2686 0.100 Uiso 1 1 calc R U . . .
C45 C 0.7054(9) 1.0366(6) 0.3644(5) 0.079(2) Uani 1 1 d . U . . .
H45 H 0.7131 1.0947 0.3640 0.095 Uiso 1 1 calc R U . . .
N1 N 0.6969(5) 0.6230(5) 0.5281(3) 0.0561(15) Uani 1 1 d . U . . .
N2 N 0.6699(5) 0.8734(5) 0.4780(3) 0.0583(15) Uani 1 1 d . U . . .
O1 O 0.8330(5) 0.7864(4) 0.5725(3) 0.0622(13) Uani 1 1 d . U . . .
O2 O 0.7731(4) 0.7127(4) 0.4374(3) 0.0625(13) Uani 1 1 d . U . . .
Ir1 Ir 0.68451(3) 0.74775(2) 0.50314(2) 0.0581(3) Uani 1 1 d . U . . .
F1 F 0.8781(8) 0.7565(4) 0.3447(4) 0.112(3) Uani 1 1 d . U . . .
F2 F 0.8696(7) 0.6311(5) 0.3626(4) 0.127(2) Uani 1 1 d . U . . .
F3 F 1.0155(6) 0.6956(9) 0.4074(4) 0.160(4) Uani 1 1 d . U . . .
S1 S 0.9837(2) 0.8242(2) 0.70073(13) 0.0913(8) Uani 1 1 d . U . . .
S2 S 0.44915(17) 0.58211(14) 0.36180(11) 0.0665(6) Uani 1 1 d . U . . .
S3 S 0.57723(18) 0.91062(13) 0.64032(10) 0.0648(6) Uani 1 1 d . U . . .


_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
C1A Cl2 1.705(15) . ?
C1A Cl1 1.723(15) . ?
C1A H1A1 0.9900 . ?
C1A H1A2 0.9900 . ?
Cl1 Cl1 1.46(2) 3_766 ?
C1B Cl4 1.705(15) . ?
C1B Cl3 1.723(15) . ?
C1B H1B1 0.9900 . ?
C1B H1B2 0.9900 . ?
Cl4 Cl4 2.13(4) 3_665 ?
C1 F2 1.285(14) . ?
C1 F3 1.335(12) . ?
C1 F1 1.342(14) . ?
C1 C2 1.530(14) . ?
C2 O2 1.275(11) . ?
C2 C3 1.341(17) . ?
C3 C4 1.418(18) . ?
C3 H3 0.9500 . ?
C4 O1 1.253(12) . ?
C4 C5 1.449(13) . ?
C5 C6 1.457(14) . ?
C5 S1 1.716(10) . ?
C6 C7 1.438(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.361(15) . ?
C7 H7 0.9500 . ?
C8 S1 1.665(10) . ?
C8 H8 0.9500 . ?
C9 N1 1.360(11) . ?
C9 C10 1.424(12) . ?
C9 C21 1.445(11) . ?
C10 C11 1.343(13) . ?
C10 H10 0.9500 . ?
C11 C13 1.420(12) . ?
C11 C12 1.505(13) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.400(11) . ?
C13 C18 1.429(11) . ?
C14 N1 1.381(10) . ?
C14 C15 1.439(11) . ?
C15 C16 1.364(11) . ?
C15 H15 0.9500 . ?
C16 C17 1.413(13) . ?
C16 H16 0.9500 . ?
C17 C18 1.365(13) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C21 1.364(12) . ?
C20 C23 1.460(13) . ?
C20 Ir1 1.975(8) . ?
C21 S2 1.743(7) . ?
C22 C27 1.384(12) . ?
C22 C23 1.401(13) . ?
C22 S2 1.730(9) . ?
C23 C24 1.388(11) . ?
C24 C25 1.417(12) . ?
C24 H24 0.9500 . ?
C25 C26 1.413(13) . ?
C25 H25 0.9500 . ?
C26 C27 1.398(16) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.365(12) . ?
C28 C31 1.450(14) . ?
C28 Ir1 1.970(8) . ?
C29 C36 1.453(12) . ?
C29 S3 1.741(8) . ?
C30 C35 1.373(13) . ?
C30 C31 1.417(13) . ?
C30 S3 1.745(9) . ?
C31 C32 1.409(11) . ?
C32 C33 1.409(12) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(14) . ?
C33 H33 0.9500 . ?
C34 C35 1.402(17) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 N2 1.330(11) . ?
C36 C37 1.412(12) . ?
C37 C38 1.357(14) . ?
C37 H37 0.9500 . ?
C38 C40 1.453(13) . ?
C38 C39 1.478(12) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.396(12) . ?
C40 C45 1.416(12) . ?
C41 N2 1.351(11) . ?
C41 C42 1.433(11) . ?
C42 C43 1.365(12) . ?
C42 H42 0.9500 . ?
C43 C44 1.404(14) . ?
C43 H43 0.9500 . ?
C44 C45 1.413(13) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
N1 Ir1 2.087(8) . ?
N2 Ir1 2.101(7) . ?
O1 Ir1 2.136(6) . ?
O2 Ir1 2.146(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
Cl2 C1A Cl1 110.4(11) . . ?
Cl2 C1A H1A1 109.6 . . ?
Cl1 C1A H1A1 109.6 . . ?
Cl2 C1A H1A2 109.6 . . ?
Cl1 C1A H1A2 109.6 . . ?
H1A1 C1A H1A2 108.1 . . ?
Cl1 Cl1 C1A 132.3(13) 3_766 . ?
Cl4 C1B Cl3 110.4(11) . . ?
Cl4 C1B H1B1 109.6 . . ?
Cl3 C1B H1B1 109.6 . . ?
Cl4 C1B H1B2 109.5 . . ?
Cl3 C1B H1B2 109.6 . . ?
H1B1 C1B H1B2 108.1 . . ?
C1B Cl4 Cl4 96.3(15) . 3_665 ?
F2 C1 F3 109.4(11) . . ?
F2 C1 F1 104.8(9) . . ?
F3 C1 F1 104.9(11) . . ?
F2 C1 C2 114.6(11) . . ?
F3 C1 C2 113.0(9) . . ?
F1 C1 C2 109.4(10) . . ?
O2 C2 C3 130.0(11) . . ?
O2 C2 C1 109.7(9) . . ?
C3 C2 C1 120.2(11) . . ?
C2 C3 C4 127.4(13) . . ?
C2 C3 H3 116.3 . . ?
C4 C3 H3 116.3 . . ?
O1 C4 C3 123.0(10) . . ?
O1 C4 C5 116.8(9) . . ?
C3 C4 C5 120.1(11) . . ?
C4 C5 C6 129.3(9) . . ?
C4 C5 S1 118.4(8) . . ?
C6 C5 S1 112.3(7) . . ?
C7 C6 C5 107.4(10) . . ?
C7 C6 H6 126.3 . . ?
C5 C6 H6 126.3 . . ?
C8 C7 C6 114.2(9) . . ?
C8 C7 H7 122.9 . . ?
C6 C7 H7 122.9 . . ?
C7 C8 S1 114.1(7) . . ?
C7 C8 H8 122.9 . . ?
S1 C8 H8 122.9 . . ?
N1 C9 C10 122.0(8) . . ?
N1 C9 C21 113.4(7) . . ?
C10 C9 C21 124.5(8) . . ?
C11 C10 C9 121.3(9) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C13 117.9(9) . . ?
C10 C11 C12 120.8(9) . . ?
C13 C11 C12 121.3(8) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 119.3(7) . . ?
C14 C13 C18 118.5(8) . . ?
C11 C13 C18 122.2(8) . . ?
N1 C14 C13 122.7(7) . . ?
N1 C14 C15 118.2(7) . . ?
C13 C14 C15 119.0(7) . . ?
C16 C15 C14 120.4(8) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.8(8) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 119.3(8) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C13 121.8(8) . . ?
C17 C18 H18 119.1 . . ?
C13 C18 H18 119.1 . . ?
C21 C20 C23 108.8(7) . . ?
C21 C20 Ir1 113.5(6) . . ?
C23 C20 Ir1 137.6(6) . . ?
C20 C21 C9 117.5(7) . . ?
C20 C21 S2 116.2(6) . . ?
C9 C21 S2 126.1(6) . . ?
C27 C22 C23 122.3(9) . . ?
C27 C22 S2 125.0(7) . . ?
C23 C22 S2 112.6(7) . . ?
C24 C23 C22 119.6(9) . . ?
C24 C23 C20 127.6(8) . . ?
C22 C23 C20 112.8(8) . . ?
C23 C24 C25 119.2(9) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 120.0(9) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 120.3(8) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C22 C27 C26 118.5(9) . . ?
C22 C27 H27 120.7 . . ?
C26 C27 H27 120.7 . . ?
C29 C28 C31 109.0(7) . . ?
C29 C28 Ir1 113.0(6) . . ?
C31 C28 Ir1 137.7(7) . . ?
C28 C29 C36 116.9(7) . . ?
C28 C29 S3 116.2(6) . . ?
C36 C29 S3 126.4(7) . . ?
C35 C30 C31 122.9(9) . . ?
C35 C30 S3 126.0(8) . . ?
C31 C30 S3 111.1(7) . . ?
C32 C31 C30 118.2(9) . . ?
C32 C31 C28 128.1(9) . . ?
C30 C31 C28 113.7(7) . . ?
C31 C32 C33 118.7(9) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C34 C33 C32 121.5(9) . . ?
C34 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C33 C34 C35 120.0(9) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C30 C35 C34 118.6(9) . . ?
C30 C35 H35 120.7 . . ?
C34 C35 H35 120.7 . . ?
N2 C36 C37 121.8(8) . . ?
N2 C36 C29 114.5(8) . . ?
C37 C36 C29 123.6(8) . . ?
C38 C37 C36 121.9(9) . . ?
C38 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C37 C38 C40 115.6(8) . . ?
C37 C38 C39 122.7(9) . . ?
C40 C38 C39 121.6(9) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C45 120.2(8) . . ?
C41 C40 C38 119.7(8) . . ?
C45 C40 C38 120.0(8) . . ?
N2 C41 C40 121.8(7) . . ?
N2 C41 C42 119.7(7) . . ?
C40 C41 C42 118.5(8) . . ?
C43 C42 C41 120.1(8) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 122.8(9) . . ?
C42 C43 H43 118.6 . . ?
C44 C43 H43 118.6 . . ?
C43 C44 C45 117.2(9) . . ?
C43 C44 H44 121.4 . . ?
C45 C44 H44 121.4 . . ?
C44 C45 C40 121.1(9) . . ?
C44 C45 H45 119.5 . . ?
C40 C45 H45 119.5 . . ?
C9 N1 C14 116.6(7) . . ?
C9 N1 Ir1 112.0(5) . . ?
C14 N1 Ir1 130.9(6) . . ?
C36 N2 C41 118.9(7) . . ?
C36 N2 Ir1 111.2(6) . . ?
C41 N2 Ir1 129.6(6) . . ?
C4 O1 Ir1 128.3(6) . . ?
C2 O2 Ir1 123.2(6) . . ?
C28 Ir1 C20 97.5(3) . . ?
C28 Ir1 N1 99.3(3) . . ?
C20 Ir1 N1 80.1(3) . . ?
C28 Ir1 N2 80.2(3) . . ?
C20 Ir1 N2 99.4(3) . . ?
N1 Ir1 N2 179.2(2) . . ?
C28 Ir1 O1 87.4(3) . . ?
C20 Ir1 O1 174.9(3) . . ?
N1 Ir1 O1 97.6(2) . . ?
N2 Ir1 O1 83.0(2) . . ?
C28 Ir1 O2 173.6(3) . . ?
C20 Ir1 O2 88.6(3) . . ?
N1 Ir1 O2 83.5(3) . . ?
N2 Ir1 O2 97.1(3) . . ?
O1 Ir1 O2 86.5(2) . . ?
C8 S1 C5 92.1(5) . . ?
C22 S2 C21 89.5(4) . . ?
C29 S3 C30 90.0(4) . . ?

_refine_diff_density_max         0.969
_refine_diff_density_min         -4.301
_refine_diff_density_rms         0.339

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1853785'
_audit_update_record             
;
2018-07-05 deposited with the CCDC.
2018-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            C16_DMC
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H24 F3 Ir N2 O2 S3'
_chemical_formula_sum            'C42 H24 F3 Ir N2 O2 S3'
_chemical_formula_weight         934.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.387(2)
_cell_length_b                   17.324(3)
_cell_length_c                   18.358(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.59(3)
_cell_angle_gamma                90
_cell_volume                     3617.8(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    93449
_cell_measurement_theta_min      1.868
_cell_measurement_theta_max      29.498

_exptl_crystal_description       triangle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_F_000             1832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.920
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.891
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.787
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.620
_diffrn_radiation_type           synchrotron
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  'MX225-HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50634
_diffrn_reflns_av_unetI/netI     0.0773
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.868
_diffrn_reflns_theta_max         29.498
_diffrn_reflns_theta_full        21.839
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             14463
_reflns_number_gt                8323
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'PAL BL2D-SMDC Program'
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    Mercury
_computing_publication_material  WinGX

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1532P)²+8.0788P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14463
_refine_ls_number_parameters     478
_refine_ls_number_restraints     531
_refine_ls_R_factor_all          0.1379
_refine_ls_R_factor_gt           0.0935
_refine_ls_wR_factor_ref         0.2834
_refine_ls_wR_factor_gt          0.2570
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.9172(10) 0.3761(7) 0.0129(6) 0.061(2) Uani 1 1 d . U . . .
C2 C 0.8901(9) 0.3529(5) 0.0912(5) 0.0490(18) Uani 1 1 d . U . . .
C3 C 0.9815(9) 0.3497(6) 0.1430(5) 0.0505(19) Uani 1 1 d . U . . .
H3 H 1.0573 0.3647 0.1286 0.061 Uiso 1 1 calc R U . . .
C4 C 0.9708(9) 0.3253(5) 0.2170(5) 0.0449(16) Uani 1 1 d . U . . .
C5 C 1.0766(9) 0.3202(4) 0.2649(5) 0.0423(15) Uani 1 1 d . U . . .
C6 C 1.1990(8) 0.3231(4) 0.2467(5) 0.0402(15) Uani 1 1 d . U . . .
H6 H 1.2265 0.3278 0.1988 0.048 Uiso 1 1 calc R U . . .
C7 C 1.2716(10) 0.3179(5) 0.3114(6) 0.052(2) Uani 1 1 d . U . . .
H7 H 1.3547 0.3230 0.3123 0.062 Uiso 1 1 calc R U . . .
C8 C 1.2078(9) 0.3043(4) 0.3739(6) 0.0486(19) Uani 1 1 d . U . . .
H8 H 1.2435 0.2952 0.4209 0.058 Uiso 1 1 calc R U . . .
C10 C 0.6957(8) 0.1681(5) 0.2727(6) 0.0466(17) Uani 1 1 d . U . . .
C11 C 0.7186(9) 0.0900(5) 0.2901(7) 0.058(2) Uani 1 1 d . U . . .
H11 H 0.7085 0.0723 0.3384 0.069 Uiso 1 1 calc R U . . .
C12 C 0.7560(9) 0.0383(5) 0.2376(7) 0.062(2) Uani 1 1 d . U . . .
H12 H 0.7742 -0.0139 0.2494 0.074 Uiso 1 1 calc R U . . .
C13 C 0.7655(9) 0.0665(5) 0.1670(7) 0.055(2) Uani 1 1 d . U . . .
C14 C 0.7443(9) 0.1448(5) 0.1500(6) 0.0522(19) Uani 1 1 d . U . . .
C15 C 0.7490(10) 0.1714(6) 0.0765(6) 0.056(2) Uani 1 1 d . U . . .
H15 H 0.7302 0.2232 0.0638 0.067 Uiso 1 1 calc R U . . .
C16 C 0.7815(10) 0.1195(6) 0.0254(7) 0.062(2) Uani 1 1 d . U . . .
H16 H 0.7849 0.1368 -0.0236 0.074 Uiso 1 1 calc R U . . .
C17 C 0.8095(11) 0.0443(7) 0.0402(8) 0.071(3) Uani 1 1 d . U . . .
H17 H 0.8360 0.0119 0.0025 0.085 Uiso 1 1 calc R U . . .
C18 C 0.7992(11) 0.0145(6) 0.1113(8) 0.070(3) Uani 1 1 d . U . . .
H18 H 0.8142 -0.0384 0.1217 0.084 Uiso 1 1 calc R U . . .
C19 C 0.6366(8) 0.2985(5) 0.2957(5) 0.0425(15) Uani 1 1 d . U . . .
C20 C 0.6514(8) 0.2247(5) 0.3213(5) 0.0455(16) Uani 1 1 d . U . . .
C21 C 0.5519(8) 0.3036(5) 0.4113(5) 0.0425(16) Uani 1 1 d . U . . .
C22 C 0.5783(8) 0.3459(5) 0.3472(5) 0.0410(15) Uani 1 1 d . U . . .
C23 C 0.5409(7) 0.4229(5) 0.3423(5) 0.0428(16) Uani 1 1 d . U . . .
H23 H 0.5559 0.4522 0.3000 0.051 Uiso 1 1 calc R U . . .
C24 C 0.4827(8) 0.4563(5) 0.3983(5) 0.0470(18) Uani 1 1 d . U . . .
H24 H 0.4601 0.5090 0.3957 0.056 Uiso 1 1 calc R U . . .
C25 C 0.4566(8) 0.4111(5) 0.4600(5) 0.0483(18) Uani 1 1 d . U . . .
H25 H 0.4126 0.4336 0.4973 0.058 Uiso 1 1 calc R U . . .
C26 C 0.4919(9) 0.3383(6) 0.4672(5) 0.0481(18) Uani 1 1 d . U . . .
H26 H 0.4764 0.3101 0.5101 0.058 Uiso 1 1 calc R U . . .
C27 C 0.6045(9) 0.4590(5) 0.1446(5) 0.0466(17) Uani 1 1 d . U . . .
C28 C 0.5966(10) 0.5369(5) 0.1207(6) 0.055(2) Uani 1 1 d . U . . .
H28 H 0.5344 0.5536 0.0882 0.066 Uiso 1 1 calc R U . . .
C29 C 0.6811(10) 0.5865(5) 0.1458(6) 0.056(2) Uani 1 1 d . U . . .
H29 H 0.6832 0.6369 0.1257 0.067 Uiso 1 1 calc R U . . .
C30 C 0.7635(12) 0.5667(5) 0.1992(6) 0.060(2) Uani 1 1 d . U . . .
C31 C 0.7662(9) 0.4883(4) 0.2260(5) 0.0449(16) Uani 1 1 d . U . . .
C32 C 0.8363(9) 0.4680(5) 0.2872(6) 0.0484(18) Uani 1 1 d . U . . .
H32 H 0.8308 0.4178 0.3076 0.058 Uiso 1 1 calc R U . . .
C33 C 0.9143(10) 0.5215(5) 0.3180(7) 0.059(2) Uani 1 1 d . U . . .
H33 H 0.9608 0.5086 0.3604 0.071 Uiso 1 1 calc R U . . .
C34 C 0.9243(10) 0.5955(6) 0.2860(7) 0.066(3) Uani 1 1 d . U . . .
H34 H 0.9829 0.6306 0.3039 0.079 Uiso 1 1 calc R U . . .
C35 C 0.8502(11) 0.6157(6) 0.2298(7) 0.064(2) Uani 1 1 d . U . . .
H35 H 0.8571 0.6660 0.2099 0.076 Uiso 1 1 calc R U . . .
C36 C 0.5456(8) 0.3265(4) 0.1505(5) 0.0408(15) Uani 1 1 d . U . . .
C37 C 0.5248(10) 0.4001(5) 0.1225(5) 0.0499(18) Uani 1 1 d . U . . .
C38 C 0.3609(10) 0.3141(6) 0.0855(6) 0.0520(19) Uani 1 1 d . U . . .
C39 C 0.4477(8) 0.2764(5) 0.1309(5) 0.0464(16) Uani 1 1 d . U . . .
C40 C 0.4269(9) 0.1999(5) 0.1516(5) 0.0477(18) Uani 1 1 d . U . . .
H40 H 0.4829 0.1741 0.1829 0.057 Uiso 1 1 calc R U . . .
C41 C 0.3261(9) 0.1612(6) 0.1273(6) 0.053(2) Uani 1 1 d . U . . .
H41 H 0.3137 0.1092 0.1413 0.064 Uiso 1 1 calc R U . . .
C42 C 0.2431(10) 0.1990(7) 0.0821(7) 0.061(2) Uani 1 1 d . U . . .
H42 H 0.1751 0.1715 0.0650 0.073 Uiso 1 1 calc R U . . .
C43 C 0.2557(9) 0.2735(6) 0.0615(5) 0.055(2) Uani 1 1 d . U . . .
H43 H 0.1965 0.2984 0.0320 0.066 Uiso 1 1 calc R U . . .
N1 N 0.7149(7) 0.1974(4) 0.2047(4) 0.0480(16) Uani 1 1 d . U . . .
N2 N 0.6876(6) 0.4346(4) 0.1939(4) 0.0407(13) Uani 1 1 d . U . . .
O1 O 0.8740(6) 0.3078(3) 0.2460(4) 0.0424(12) Uani 1 1 d . U . . .
O2 O 0.7836(6) 0.3381(4) 0.0976(4) 0.0472(13) Uani 1 1 d . U . . .
Ir1 Ir 0.70146(3) 0.31588(2) 0.19922(2) 0.03933(11) Uani 1 1 d . U . . .
F1 F 0.8433(7) 0.4286(5) -0.0133(4) 0.082(2) Uani 1 1 d . U . . .
F2 F 0.9101(10) 0.3159(5) -0.0304(5) 0.090(3) Uani 1 1 d . U . . .
F3 F 1.0271(6) 0.4049(5) 0.0080(4) 0.081(2) Uani 1 1 d . U . . .
S1 S 1.0598(2) 0.30601(13) 0.35643(15) 0.0504(5) Uani 1 1 d . U . . .
S2 S 0.6016(2) 0.20816(13) 0.40839(14) 0.0498(5) Uani 1 1 d . U . . .
S3 S 0.3923(2) 0.41034(15) 0.07099(14) 0.0551(6) Uani 1 1 d . U . . .


_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
C1 F2 1.312(14) . ?
C1 F1 1.315(13) . ?
C1 F3 1.355(14) . ?
C1 C2 1.537(14) . ?
C2 O2 1.249(12) . ?
C2 C3 1.380(14) . ?
C3 C4 1.432(14) . ?
C3 H3 0.9500 . ?
C4 O1 1.282(11) . ?
C4 C5 1.462(14) . ?
C5 C6 1.449(13) . ?
C5 S1 1.717(9) . ?
C6 C7 1.418(13) . ?
C6 H6 0.9500 . ?
C7 C8 1.405(16) . ?
C7 H7 0.9500 . ?
C8 S1 1.701(11) . ?
C8 H8 0.9500 . ?
C10 N1 1.374(13) . ?
C10 C11 1.412(12) . ?
C10 C20 1.433(13) . ?
C11 C12 1.397(15) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.411(12) . ?
C13 C18 1.429(15) . ?
C14 N1 1.407(12) . ?
C14 C15 1.428(16) . ?
C15 C16 1.362(15) . ?
C15 H15 0.9500 . ?
C16 C17 1.367(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.413(19) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.369(12) . ?
C19 C22 1.439(13) . ?
C19 Ir1 1.972(9) . ?
C20 S2 1.744(10) . ?
C21 C26 1.395(14) . ?
C21 C22 1.430(12) . ?
C21 S2 1.750(9) . ?
C22 C23 1.401(12) . ?
C23 C24 1.376(13) . ?
C23 H23 0.9500 . ?
C24 C25 1.418(13) . ?
C24 H24 0.9500 . ?
C25 C26 1.329(14) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 N2 1.346(12) . ?
C27 C37 1.413(14) . ?
C27 C28 1.421(12) . ?
C28 C29 1.355(15) . ?
C28 H28 0.9500 . ?
C29 C30 1.370(16) . ?
C29 H29 0.9500 . ?
C30 C35 1.399(15) . ?
C30 C31 1.443(11) . ?
C31 C32 1.394(14) . ?
C31 N2 1.402(12) . ?
C32 C33 1.386(13) . ?
C32 H32 0.9500 . ?
C33 C34 1.416(15) . ?
C33 H33 0.9500 . ?
C34 C35 1.349(18) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.391(12) . ?
C36 C39 1.445(13) . ?
C36 Ir1 1.960(9) . ?
C37 S3 1.753(10) . ?
C38 C39 1.423(14) . ?
C38 C43 1.441(15) . ?
C38 S3 1.728(11) . ?
C39 C40 1.403(13) . ?
C40 C41 1.386(14) . ?
C40 H40 0.9500 . ?
C41 C42 1.392(16) . ?
C41 H41 0.9500 . ?
C42 C43 1.354(16) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
N1 Ir1 2.060(8) . ?
N2 Ir1 2.065(7) . ?
O1 Ir1 2.113(7) . ?
O2 Ir1 2.159(7) . ?

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
F2 C1 F1 107.9(10) . . ?
F2 C1 F3 106.5(10) . . ?
F1 C1 F3 107.4(10) . . ?
F2 C1 C2 110.4(10) . . ?
F1 C1 C2 111.7(9) . . ?
F3 C1 C2 112.6(9) . . ?
O2 C2 C3 129.2(9) . . ?
O2 C2 C1 112.2(9) . . ?
C3 C2 C1 118.5(9) . . ?
C2 C3 C4 124.8(9) . . ?
C2 C3 H3 117.6 . . ?
C4 C3 H3 117.6 . . ?
O1 C4 C3 125.1(9) . . ?
O1 C4 C5 115.9(8) . . ?
C3 C4 C5 119.0(9) . . ?
C6 C5 C4 129.4(8) . . ?
C6 C5 S1 112.4(7) . . ?
C4 C5 S1 118.2(7) . . ?
C7 C6 C5 109.6(9) . . ?
C7 C6 H6 125.2 . . ?
C5 C6 H6 125.2 . . ?
C8 C7 C6 113.1(10) . . ?
C8 C7 H7 123.5 . . ?
C6 C7 H7 123.5 . . ?
C7 C8 S1 112.7(8) . . ?
C7 C8 H8 123.6 . . ?
S1 C8 H8 123.6 . . ?
N1 C10 C11 121.6(9) . . ?
N1 C10 C20 112.9(7) . . ?
C11 C10 C20 125.5(10) . . ?
C12 C11 C10 121.2(11) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C11 117.1(8) . . ?
C13 C12 H12 121.4 . . ?
C11 C12 H12 121.4 . . ?
C12 C13 C14 121.6(9) . . ?
C12 C13 C18 118.7(9) . . ?
C14 C13 C18 119.7(11) . . ?
N1 C14 C13 120.6(10) . . ?
N1 C14 C15 119.0(8) . . ?
C13 C14 C15 120.4(9) . . ?
C16 C15 C14 117.5(10) . . ?
C16 C15 H15 121.3 . . ?
C14 C15 H15 121.3 . . ?
C15 C16 C17 124.1(13) . . ?
C15 C16 H16 118.0 . . ?
C17 C16 H16 118.0 . . ?
C16 C17 C18 120.2(11) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 117.9(10) . . ?
C17 C18 H18 121.0 . . ?
C13 C18 H18 121.0 . . ?
C20 C19 C22 111.1(8) . . ?
C20 C19 Ir1 114.0(7) . . ?
C22 C19 Ir1 134.9(7) . . ?
C19 C20 C10 117.7(9) . . ?
C19 C20 S2 115.4(7) . . ?
C10 C20 S2 126.6(7) . . ?
C26 C21 C22 120.9(8) . . ?
C26 C21 S2 126.8(7) . . ?
C22 C21 S2 112.3(7) . . ?
C23 C22 C21 117.8(8) . . ?
C23 C22 C19 130.5(8) . . ?
C21 C22 C19 111.6(8) . . ?
C24 C23 C22 120.5(8) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 119.3(9) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C26 C25 C24 122.1(9) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C25 C26 C21 119.4(9) . . ?
C25 C26 H26 120.3 . . ?
C21 C26 H26 120.3 . . ?
N2 C27 C37 113.0(8) . . ?
N2 C27 C28 122.6(9) . . ?
C37 C27 C28 124.4(9) . . ?
C29 C28 C27 117.6(10) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C28 C29 C30 122.5(8) . . ?
C28 C29 H29 118.7 . . ?
C30 C29 H29 118.7 . . ?
C29 C30 C35 125.7(9) . . ?
C29 C30 C31 118.8(9) . . ?
C35 C30 C31 115.5(11) . . ?
C32 C31 N2 120.2(8) . . ?
C32 C31 C30 120.9(9) . . ?
N2 C31 C30 118.6(9) . . ?
C33 C32 C31 119.5(9) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 119.9(11) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 119.4(10) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C30 123.7(10) . . ?
C34 C35 H35 118.1 . . ?
C30 C35 H35 118.1 . . ?
C37 C36 C39 110.0(8) . . ?
C37 C36 Ir1 113.0(7) . . ?
C39 C36 Ir1 136.8(6) . . ?
C36 C37 C27 117.3(9) . . ?
C36 C37 S3 114.8(8) . . ?
C27 C37 S3 127.5(7) . . ?
C39 C38 C43 120.1(9) . . ?
C39 C38 S3 113.0(8) . . ?
C43 C38 S3 126.8(8) . . ?
C40 C39 C38 118.1(9) . . ?
C40 C39 C36 129.7(9) . . ?
C38 C39 C36 112.2(8) . . ?
C41 C40 C39 121.2(10) . . ?
C41 C40 H40 119.4 . . ?
C39 C40 H40 119.4 . . ?
C40 C41 C42 119.7(10) . . ?
C40 C41 H41 120.2 . . ?
C42 C41 H41 120.2 . . ?
C43 C42 C41 122.4(10) . . ?
C43 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
C42 C43 C38 118.5(10) . . ?
C42 C43 H43 120.7 . . ?
C38 C43 H43 120.7 . . ?
C10 N1 C14 117.5(8) . . ?
C10 N1 Ir1 113.4(6) . . ?
C14 N1 Ir1 129.1(7) . . ?
C27 N2 C31 119.3(7) . . ?
C27 N2 Ir1 113.2(6) . . ?
C31 N2 Ir1 126.5(6) . . ?
C4 O1 Ir1 128.1(6) . . ?
C2 O2 Ir1 125.3(6) . . ?
C36 Ir1 C19 93.2(4) . . ?
C36 Ir1 N1 100.4(3) . . ?
C19 Ir1 N1 80.4(3) . . ?
C36 Ir1 N2 79.6(3) . . ?
C19 Ir1 N2 99.4(3) . . ?
N1 Ir1 N2 179.9(3) . . ?
C36 Ir1 O1 176.4(3) . . ?
C19 Ir1 O1 90.2(3) . . ?
N1 Ir1 O1 81.3(3) . . ?
N2 Ir1 O1 98.8(2) . . ?
C36 Ir1 O2 90.5(3) . . ?
C19 Ir1 O2 175.9(3) . . ?
N1 Ir1 O2 100.7(3) . . ?
N2 Ir1 O2 79.5(3) . . ?
O1 Ir1 O2 86.1(3) . . ?
C8 S1 C5 92.0(5) . . ?
C20 S2 C21 89.5(4) . . ?
C38 S3 C37 89.9(5) . . ?

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
F2 C1 C2 O2 -71.7(12) . . . . ?
F1 C1 C2 O2 48.4(13) . . . . ?
F3 C1 C2 O2 169.3(9) . . . . ?
F2 C1 C2 C3 107.2(12) . . . . ?
F1 C1 C2 C3 -132.7(10) . . . . ?
F3 C1 C2 C3 -11.8(14) . . . . ?
O2 C2 C3 C4 2.0(17) . . . . ?
C1 C2 C3 C4 -176.7(9) . . . . ?
C2 C3 C4 O1 -4.4(15) . . . . ?
C2 C3 C4 C5 176.2(9) . . . . ?
O1 C4 C5 C6 168.4(7) . . . . ?
C3 C4 C5 C6 -12.2(13) . . . . ?
O1 C4 C5 S1 -9.6(10) . . . . ?
C3 C4 C5 S1 169.8(7) . . . . ?
C4 C5 C6 C7 178.4(8) . . . . ?
S1 C5 C6 C7 -3.5(8) . . . . ?
C5 C6 C7 C8 5.5(9) . . . . ?
C6 C7 C8 S1 -5.3(9) . . . . ?
N1 C10 C11 C12 -3.4(15) . . . . ?
C20 C10 C11 C12 176.6(10) . . . . ?
C10 C11 C12 C13 -2.2(15) . . . . ?
C11 C12 C13 C14 3.2(15) . . . . ?
C11 C12 C13 C18 -177.7(10) . . . . ?
C12 C13 C14 N1 1.3(15) . . . . ?
C18 C13 C14 N1 -177.8(10) . . . . ?
C12 C13 C14 C15 -176.9(10) . . . . ?
C18 C13 C14 C15 4.0(15) . . . . ?
N1 C14 C15 C16 177.9(10) . . . . ?
C13 C14 C15 C16 -3.9(16) . . . . ?
C14 C15 C16 C17 0.1(18) . . . . ?
C15 C16 C17 C18 3.7(19) . . . . ?
C16 C17 C18 C13 -3.5(17) . . . . ?
C12 C13 C18 C17 -179.4(10) . . . . ?
C14 C13 C18 C17 -0.3(16) . . . . ?
C22 C19 C20 C10 172.8(8) . . . . ?
Ir1 C19 C20 C10 -8.3(11) . . . . ?
C22 C19 C20 S2 -1.8(10) . . . . ?
Ir1 C19 C20 S2 177.0(4) . . . . ?
N1 C10 C20 C19 -1.3(12) . . . . ?
C11 C10 C20 C19 178.7(9) . . . . ?
N1 C10 C20 S2 172.7(7) . . . . ?
C11 C10 C20 S2 -7.3(15) . . . . ?
C26 C21 C22 C23 -0.6(13) . . . . ?
S2 C21 C22 C23 178.8(6) . . . . ?
C26 C21 C22 C19 -177.9(8) . . . . ?
S2 C21 C22 C19 1.5(10) . . . . ?
C20 C19 C22 C23 -176.7(9) . . . . ?
Ir1 C19 C22 C23 4.8(16) . . . . ?
C20 C19 C22 C21 0.2(11) . . . . ?
Ir1 C19 C22 C21 -178.3(7) . . . . ?
C21 C22 C23 C24 1.1(13) . . . . ?
C19 C22 C23 C24 177.9(9) . . . . ?
C22 C23 C24 C25 -2.5(13) . . . . ?
C23 C24 C25 C26 3.4(15) . . . . ?
C24 C25 C26 C21 -2.9(15) . . . . ?
C22 C21 C26 C25 1.5(14) . . . . ?
S2 C21 C26 C25 -177.8(8) . . . . ?
N2 C27 C28 C29 4.0(14) . . . . ?
C37 C27 C28 C29 -178.8(10) . . . . ?
C27 C28 C29 C30 -8.1(15) . . . . ?
C28 C29 C30 C35 -177.3(11) . . . . ?
C28 C29 C30 C31 4.7(16) . . . . ?
C29 C30 C31 C32 -170.6(10) . . . . ?
C35 C30 C31 C32 11.3(15) . . . . ?
C29 C30 C31 N2 2.8(14) . . . . ?
C35 C30 C31 N2 -175.3(9) . . . . ?
N2 C31 C32 C33 179.5(9) . . . . ?
C30 C31 C32 C33 -7.2(15) . . . . ?
C31 C32 C33 C34 -1.7(15) . . . . ?
C32 C33 C34 C35 6.1(17) . . . . ?
C33 C34 C35 C30 -1.5(19) . . . . ?
C29 C30 C35 C34 175.0(12) . . . . ?
C31 C30 C35 C34 -7.0(17) . . . . ?
C39 C36 C37 C27 171.8(8) . . . . ?
Ir1 C36 C37 C27 -12.3(11) . . . . ?
C39 C36 C37 S3 -1.6(10) . . . . ?
Ir1 C36 C37 S3 174.3(5) . . . . ?
N2 C27 C37 C36 -3.2(13) . . . . ?
C28 C27 C37 C36 179.4(9) . . . . ?
N2 C27 C37 S3 169.3(7) . . . . ?
C28 C27 C37 S3 -8.1(15) . . . . ?
C43 C38 C39 C40 -0.6(14) . . . . ?
S3 C38 C39 C40 174.7(7) . . . . ?
C43 C38 C39 C36 -178.9(9) . . . . ?
S3 C38 C39 C36 -3.6(11) . . . . ?
C37 C36 C39 C40 -174.8(9) . . . . ?
Ir1 C36 C39 C40 10.7(16) . . . . ?
C37 C36 C39 C38 3.2(11) . . . . ?
Ir1 C36 C39 C38 -171.3(8) . . . . ?
C38 C39 C40 C41 1.6(14) . . . . ?
C36 C39 C40 C41 179.5(9) . . . . ?
C39 C40 C41 C42 -0.7(15) . . . . ?
C40 C41 C42 C43 -1.2(16) . . . . ?
C41 C42 C43 C38 2.1(16) . . . . ?
C39 C38 C43 C42 -1.2(15) . . . . ?
S3 C38 C43 C42 -175.8(9) . . . . ?
C11 C10 N1 C14 7.8(14) . . . . ?
C20 C10 N1 C14 -172.2(8) . . . . ?
C11 C10 N1 Ir1 -170.2(7) . . . . ?
C20 C10 N1 Ir1 9.8(10) . . . . ?
C13 C14 N1 C10 -6.8(14) . . . . ?
C15 C14 N1 C10 171.5(9) . . . . ?
C13 C14 N1 Ir1 170.8(7) . . . . ?
C15 C14 N1 Ir1 -11.0(14) . . . . ?
C37 C27 N2 C31 -174.1(8) . . . . ?
C28 C27 N2 C31 3.3(13) . . . . ?
C37 C27 N2 Ir1 16.3(9) . . . . ?
C28 C27 N2 Ir1 -166.2(7) . . . . ?
C32 C31 N2 C27 166.8(8) . . . . ?
C30 C31 N2 C27 -6.6(12) . . . . ?
C32 C31 N2 Ir1 -25.2(11) . . . . ?
C30 C31 N2 Ir1 161.4(7) . . . . ?
C3 C4 O1 Ir1 -4.6(12) . . . . ?
C5 C4 O1 Ir1 174.7(5) . . . . ?
C3 C2 O2 Ir1 8.7(14) . . . . ?
C1 C2 O2 Ir1 -172.6(6) . . . . ?
C7 C8 S1 C5 2.7(7) . . . . ?
C6 C5 S1 C8 0.5(6) . . . . ?
C4 C5 S1 C8 178.8(6) . . . . ?
C19 C20 S2 C21 2.3(8) . . . . ?
C10 C20 S2 C21 -171.8(9) . . . . ?
C26 C21 S2 C20 177.3(9) . . . . ?
C22 C21 S2 C20 -2.0(7) . . . . ?
C39 C38 S3 C37 2.2(8) . . . . ?
C43 C38 S3 C37 177.2(10) . . . . ?
C36 C37 S3 C38 -0.3(8) . . . . ?
C27 C37 S3 C38 -172.9(10) . . . . ?

_refine_diff_density_max         3.886
_refine_diff_density_min         -6.297
_refine_diff_density_rms         0.286

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_shelxl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1859423'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.
2018-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            C18
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H24 Cl2 F9 Ir N2 O2 S3'
_chemical_formula_sum            'C45 H24 Cl2 F9 Ir N2 O2 S3'
_chemical_formula_weight         1154.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.613(4)
_cell_length_b                   18.187(7)
_cell_length_c                   20.859(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.326(9)
_cell_angle_gamma                90
_cell_volume                     4287(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.298
_cell_measurement_theta_max      31.87

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_F_000             2256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.467
_shelx_estimated_absorpt_T_min   0.478
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4502
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'KAPPA APEX2 QUAZAR Mo, Bruker'
_diffrn_measurement_method       'omega and phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            87960
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.503
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12876
_reflns_number_gt                10460
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'APEX2 v2011 .2-0 (Bruker)'
_computing_cell_refinement       'SAINT V8.34A (Bruker)'
_computing_data_reduction        'SAINT V8.34A (Bruker)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  WinGX

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+7.3236P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12876
_refine_ls_number_parameters     615
_refine_ls_number_restraints     750
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0798
_refine_ls_wR_factor_gt          0.0730
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1S C 0.7463(4) 0.6049(2) 0.4968(2) 0.0392(10) Uani 0.974(3) 1 d . U P . .
H1S1 H 0.7380 0.6176 0.5417 0.047 Uiso 0.974(3) 1 calc R U P . .
H1S2 H 0.8308 0.5940 0.4994 0.047 Uiso 0.974(3) 1 calc R U P . .
Cl1 Cl 0.66095(9) 0.52557(5) 0.46928(5) 0.0327(3) Uani 0.974(3) 1 d . U P . .
Cl2 Cl 0.70337(12) 0.68111(6) 0.44453(6) 0.0460(3) Uani 0.974(3) 1 d . U P . .
C1 C 0.5458(3) 0.3174(2) 0.43713(17) 0.0237(7) Uani 1 1 d . U . . .
C2 C 0.4805(3) 0.32640(16) 0.36542(15) 0.0149(6) Uani 1 1 d . U . . .
C3 C 0.5435(3) 0.32169(17) 0.31766(16) 0.0184(6) Uani 1 1 d . U . . .
H3 H 0.6271 0.3178 0.3317 0.022 Uiso 1 1 calc R U . . .
C4 C 0.4937(3) 0.32222(15) 0.24897(16) 0.0138(5) Uani 1 1 d . U . . .
C5 C 0.5739(3) 0.32495(15) 0.20415(16) 0.0153(6) Uani 1 1 d . U . . .
C6 C 0.7058(3) 0.32874(15) 0.22205(16) 0.0151(6) Uani 1 1 d . U . . .
H6 H 0.7561 0.3304 0.2650 0.018 Uiso 1 1 calc R U . . .
C7 C 0.7403(3) 0.32934(19) 0.1594(2) 0.0284(8) Uani 1 1 d . U . . .
H7 H 0.8208 0.3308 0.1568 0.034 Uiso 1 1 calc R U . . .
C8 C 0.6502(3) 0.32767(18) 0.10462(19) 0.0265(7) Uani 1 1 d . U . . .
H8 H 0.6627 0.3280 0.0612 0.032 Uiso 1 1 calc R U . . .
C9 C 0.1921(3) 0.21963(17) 0.36223(15) 0.0171(6) Uani 1 1 d . U . . .
C10 C 0.2064(4) 0.1597(2) 0.40627(18) 0.0284(8) Uani 1 1 d . U . . .
H10 H 0.1722 0.1611 0.4435 0.034 Uiso 1 1 calc R U . . .
C11 C 0.2694(4) 0.0999(2) 0.39523(19) 0.0326(9) Uani 1 1 d . U . . .
C13 C 0.3171(3) 0.09592(18) 0.33843(18) 0.0237(7) Uani 1 1 d . U . . .
C14 C 0.3001(3) 0.15823(17) 0.29554(17) 0.0182(6) Uani 1 1 d . U . . .
C15 C 0.3368(3) 0.15485(17) 0.23590(17) 0.0183(6) Uani 1 1 d . U . . .
H15 H 0.3246 0.1957 0.2068 0.022 Uiso 1 1 calc R U . . .
C16 C 0.3902(3) 0.09253(18) 0.21986(18) 0.0225(7) Uani 1 1 d . U . . .
H16 H 0.4135 0.0903 0.1791 0.027 Uiso 1 1 calc R U . . .
C17 C 0.4111(3) 0.03199(19) 0.26260(19) 0.0265(7) Uani 1 1 d . U . . .
H17 H 0.4499 -0.0103 0.2510 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3760(3) 0.03330(19) 0.32076(19) 0.0272(7) Uani 1 1 d . U . . .
H18 H 0.3911 -0.0079 0.3495 0.033 Uiso 1 1 calc R U . . .
C19 C 0.1145(2) 0.33656(16) 0.32002(15) 0.0136(5) Uani 1 1 d . U . . .
C20 C 0.1205(3) 0.28224(17) 0.36637(15) 0.0163(6) Uani 1 1 d . U . . .
C21 C -0.0302(3) 0.37341(18) 0.37693(16) 0.0204(6) Uani 1 1 d . U . . .
C22 C 0.0243(3) 0.38979(17) 0.32449(15) 0.0164(6) Uani 1 1 d . U . . .
C23 C -0.0156(3) 0.45157(18) 0.28502(17) 0.0208(6) Uani 1 1 d . U . . .
H23 H 0.0180 0.4632 0.2489 0.025 Uiso 1 1 calc R U . . .
C24 C -0.1036(3) 0.4951(2) 0.29898(19) 0.0272(8) Uani 1 1 d . U . . .
H24 H -0.1308 0.5365 0.2719 0.033 Uiso 1 1 calc R U . . .
C25 C -0.1539(3) 0.4793(2) 0.3526(2) 0.0318(8) Uani 1 1 d . U . . .
H25 H -0.2132 0.5108 0.3620 0.038 Uiso 1 1 calc R U . . .
C26 C -0.1179(3) 0.4186(2) 0.39174(18) 0.0271(8) Uani 1 1 d . U . . .
H26 H -0.1520 0.4078 0.4279 0.033 Uiso 1 1 calc R U . . .
C27 C 0.1885(3) 0.43507(16) 0.16658(15) 0.0155(6) Uani 1 1 d . U . . .
C28 C 0.1968(3) 0.49913(17) 0.12946(17) 0.0194(6) Uani 1 1 d . U . . .
H28 H 0.1674 0.4988 0.0830 0.023 Uiso 1 1 calc R U . . .
C29 C 0.2471(3) 0.56137(17) 0.16015(16) 0.0187(6) Uani 1 1 d . U . . .
C31 C 0.2855(3) 0.56349(17) 0.23029(16) 0.0179(6) Uani 1 1 d . U . . .
C32 C 0.2780(3) 0.49623(16) 0.26508(16) 0.0158(6) Uani 1 1 d . U . . .
C33 C 0.3136(3) 0.49658(17) 0.33468(16) 0.0179(6) Uani 1 1 d . U . . .
H33 H 0.3094 0.4526 0.3586 0.021 Uiso 1 1 calc R U . . .
C34 C 0.3542(3) 0.56019(18) 0.36792(17) 0.0201(6) Uani 1 1 d . U . . .
H34 H 0.3780 0.5596 0.4146 0.024 Uiso 1 1 calc R U . . .
C35 C 0.3610(3) 0.62625(19) 0.33368(18) 0.0241(7) Uani 1 1 d . U . . .
H35 H 0.3885 0.6699 0.3573 0.029 Uiso 1 1 calc R U . . .
C36 C 0.3278(3) 0.62735(18) 0.26642(18) 0.0236(7) Uani 1 1 d . U . . .
H36 H 0.3334 0.6719 0.2436 0.028 Uiso 1 1 calc R U . . .
C37 C 0.1264(2) 0.31224(16) 0.18389(15) 0.0133(5) Uani 1 1 d . U . . .
C38 C 0.1290(3) 0.36880(17) 0.14071(15) 0.0161(6) Uani 1 1 d . U . . .
C39 C -0.0122(3) 0.27292(17) 0.08770(15) 0.0162(6) Uani 1 1 d . U . . .
C40 C 0.0442(2) 0.25570(16) 0.15371(15) 0.0150(6) Uani 1 1 d . U . . .
C41 C 0.0109(3) 0.19100(18) 0.18135(17) 0.0198(6) Uani 1 1 d . U . . .
H41 H 0.0468 0.1785 0.2257 0.024 Uiso 1 1 calc R U . . .
C42 C -0.0740(3) 0.14547(19) 0.14420(18) 0.0237(7) Uani 1 1 d . U . . .
H42 H -0.0961 0.1016 0.1630 0.028 Uiso 1 1 calc R U . . .
C43 C -0.1279(3) 0.16383(19) 0.07860(17) 0.0224(7) Uani 1 1 d . U . . .
H43 H -0.1857 0.1318 0.0534 0.027 Uiso 1 1 calc R U . . .
C44 C -0.0983(3) 0.22747(18) 0.05033(16) 0.0196(6) Uani 1 1 d . U . . .
H44 H -0.1359 0.2400 0.0063 0.023 Uiso 1 1 calc R U . . .
Ir1 Ir 0.23913(2) 0.32627(2) 0.26998(2) 0.01204(4) Uani 1 1 d . U . . .
S1 S 0.02400(7) 0.29296(5) 0.41856(4) 0.02156(17) Uani 1 1 d . U . . .
S2 S 0.03605(7) 0.35705(5) 0.06240(4) 0.01911(16) Uani 1 1 d . U . . .
S3 S 0.51492(8) 0.32508(5) 0.12068(5) 0.02801(19) Uani 1 1 d . U . . .
O1 O 0.37039(18) 0.33749(11) 0.36068(11) 0.0149(4) Uani 1 1 d . U . . .
O2 O 0.38438(18) 0.31892(11) 0.22233(11) 0.0156(4) Uani 1 1 d . U . . .
F1 F 0.5258(2) 0.37308(14) 0.47428(10) 0.0370(6) Uani 1 1 d . U . . .
F2 F 0.5099(2) 0.25633(14) 0.46248(11) 0.0418(6) Uani 1 1 d . U . . .
F3 F 0.66332(18) 0.31135(16) 0.44562(11) 0.0442(7) Uani 1 1 d . U . . .
C30 C 0.2641(3) 0.62756(17) 0.11913(17) 0.0278(8) Uani 1 1 d D U . . .
F7 F 0.2062(2) 0.68666(11) 0.13307(12) 0.0400(6) Uani 1 1 d D U . . .
F8 F 0.2253(2) 0.61502(12) 0.05475(10) 0.0406(6) Uani 1 1 d D U . . .
F9 F 0.37792(19) 0.64646(12) 0.12907(11) 0.0341(5) Uani 1 1 d D U . . .
C12A C 0.2974(8) 0.0411(5) 0.4482(4) 0.042(2) Uani 0.582(18) 1 d D U P A 1
F4A F 0.2664(9) 0.0606(5) 0.5036(4) 0.058(2) Uani 0.582(18) 1 d D U P A 1
F5A F 0.2335(10) -0.0182(5) 0.4253(5) 0.066(3) Uani 0.582(18) 1 d D U P A 1
F6A F 0.4104(8) 0.0198(8) 0.4654(6) 0.078(3) Uani 0.582(18) 1 d D U P A 1
C12B C 0.2571(11) 0.0290(6) 0.4334(5) 0.052(4) Uani 0.418(18) 1 d D U P A 2
F4B F 0.2045(16) 0.0429(7) 0.4826(6) 0.084(5) Uani 0.418(18) 1 d D U P A 2
F5B F 0.1995(11) -0.0276(7) 0.3998(7) 0.056(3) Uani 0.418(18) 1 d D U P A 2
F6B F 0.3664(12) 0.0058(9) 0.4607(8) 0.071(4) Uani 0.418(18) 1 d D U P A 2
N1 N 0.2425(2) 0.22048(13) 0.31003(12) 0.0138(5) Uani 1 1 d . U . . .
N2 N 0.2346(2) 0.43246(14) 0.23219(12) 0.0138(5) Uani 1 1 d . U . . .


_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
C1S Cl2 1.763(4) . ?
C1S Cl1 1.770(4) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C1 F1 1.327(4) . ?
C1 F2 1.338(4) . ?
C1 F3 1.339(4) . ?
C1 C2 1.522(5) . ?
C2 O1 1.276(3) . ?
C2 C3 1.367(4) . ?
C3 C4 1.416(5) . ?
C3 H3 0.9500 . ?
C4 O2 1.265(4) . ?
C4 C5 1.464(4) . ?
C5 C6 1.492(4) . ?
C5 S3 1.718(3) . ?
C6 C7 1.453(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.359(6) . ?
C7 H7 0.9500 . ?
C8 S3 1.681(4) . ?
C8 H8 0.9500 . ?
C9 N1 1.350(4) . ?
C9 C10 1.410(5) . ?
C9 C20 1.424(4) . ?
C10 C11 1.360(5) . ?
C10 H10 0.9500 . ?
C11 C13 1.421(5) . ?
C11 C12A 1.519(8) . ?
C11 C12B 1.540(10) . ?
C13 C18 1.420(5) . ?
C13 C14 1.429(5) . ?
C14 N1 1.383(4) . ?
C14 C15 1.407(5) . ?
C15 C16 1.370(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.402(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.366(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.373(4) . ?
C19 C22 1.445(4) . ?
C19 Ir1 1.979(3) . ?
C20 S1 1.744(3) . ?
C21 C26 1.398(4) . ?
C21 C22 1.416(4) . ?
C21 S1 1.743(4) . ?
C22 C23 1.407(5) . ?
C23 C24 1.376(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.405(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.380(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 N2 1.351(4) . ?
C27 C28 1.414(4) . ?
C27 C38 1.432(4) . ?
C28 C29 1.364(4) . ?
C28 H28 0.9500 . ?
C29 C31 1.428(5) . ?
C29 C30 1.516(4) . ?
C31 C36 1.410(4) . ?
C31 C32 1.435(4) . ?
C32 N2 1.382(4) . ?
C32 C33 1.415(5) . ?
C33 C34 1.375(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.409(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.367(5) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.372(4) . ?
C37 C40 1.445(4) . ?
C37 Ir1 1.980(3) . ?
C38 S2 1.751(3) . ?
C39 C44 1.390(4) . ?
C39 C40 1.417(4) . ?
C39 S2 1.752(3) . ?
C40 C41 1.403(4) . ?
C41 C42 1.381(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.408(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.378(5) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
Ir1 N2 2.082(3) . ?
Ir1 N1 2.094(3) . ?
Ir1 O1 2.148(2) . ?
Ir1 O2 2.150(2) . ?
C30 F8 1.334(4) . ?
C30 F9 1.335(4) . ?
C30 F7 1.335(3) . ?
C12A F5A 1.334(4) . ?
C12A F6A 1.335(4) . ?
C12A F4A 1.335(4) . ?
C12B F5B 1.334(4) . ?
C12B F6B 1.335(4) . ?
C12B F4B 1.335(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 C1S Cl1 112.5(2) . . ?
Cl2 C1S H1S1 109.1 . . ?
Cl1 C1S H1S1 109.1 . . ?
Cl2 C1S H1S2 109.1 . . ?
Cl1 C1S H1S2 109.1 . . ?
H1S1 C1S H1S2 107.8 . . ?
F1 C1 F2 106.9(3) . . ?
F1 C1 F3 107.2(3) . . ?
F2 C1 F3 106.3(3) . . ?
F1 C1 C2 112.2(3) . . ?
F2 C1 C2 110.3(3) . . ?
F3 C1 C2 113.6(3) . . ?
O1 C2 C3 130.4(3) . . ?
O1 C2 C1 110.9(3) . . ?
C3 C2 C1 118.7(3) . . ?
C2 C3 C4 125.1(3) . . ?
C2 C3 H3 117.5 . . ?
C4 C3 H3 117.5 . . ?
O2 C4 C3 125.3(3) . . ?
O2 C4 C5 116.3(3) . . ?
C3 C4 C5 118.4(3) . . ?
C4 C5 C6 127.5(3) . . ?
C4 C5 S3 118.9(2) . . ?
C6 C5 S3 113.6(2) . . ?
C7 C6 C5 104.8(3) . . ?
C7 C6 H6 127.6 . . ?
C5 C6 H6 127.6 . . ?
C8 C7 C6 116.0(3) . . ?
C8 C7 H7 122.0 . . ?
C6 C7 H7 122.0 . . ?
C7 C8 S3 114.0(3) . . ?
C7 C8 H8 123.0 . . ?
S3 C8 H8 123.0 . . ?
N1 C9 C10 121.8(3) . . ?
N1 C9 C20 114.0(3) . . ?
C10 C9 C20 124.1(3) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C13 120.7(3) . . ?
C10 C11 C12A 118.3(4) . . ?
C13 C11 C12A 120.8(4) . . ?
C10 C11 C12B 117.7(5) . . ?
C13 C11 C12B 119.2(4) . . ?
C18 C13 C11 124.1(3) . . ?
C18 C13 C14 118.6(3) . . ?
C11 C13 C14 117.2(3) . . ?
N1 C14 C15 119.3(3) . . ?
N1 C14 C13 121.1(3) . . ?
C15 C14 C13 119.5(3) . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.1(3) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C13 120.3(3) . . ?
C17 C18 H18 119.9 . . ?
C13 C18 H18 119.9 . . ?
C20 C19 C22 110.9(3) . . ?
C20 C19 Ir1 112.3(2) . . ?
C22 C19 Ir1 136.6(2) . . ?
C19 C20 C9 117.9(3) . . ?
C19 C20 S1 115.0(2) . . ?
C9 C20 S1 126.5(2) . . ?
C26 C21 C22 121.7(3) . . ?
C26 C21 S1 125.5(3) . . ?
C22 C21 S1 112.7(2) . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 C19 130.1(3) . . ?
C21 C22 C19 111.6(3) . . ?
C24 C23 C22 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 121.0(3) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C21 118.4(3) . . ?
C25 C26 H26 120.8 . . ?
C21 C26 H26 120.8 . . ?
N2 C27 C28 121.5(3) . . ?
N2 C27 C38 113.4(3) . . ?
C28 C27 C38 125.1(3) . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C31 120.1(3) . . ?
C28 C29 C30 119.4(3) . . ?
C31 C29 C30 120.4(3) . . ?
C36 C31 C29 123.9(3) . . ?
C36 C31 C32 119.1(3) . . ?
C29 C31 C32 117.0(3) . . ?
N2 C32 C33 120.0(3) . . ?
N2 C32 C31 121.5(3) . . ?
C33 C32 C31 118.5(3) . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 121.0(3) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C31 121.2(3) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
C38 C37 C40 111.1(3) . . ?
C38 C37 Ir1 112.9(2) . . ?
C40 C37 Ir1 136.0(2) . . ?
C37 C38 C27 117.7(3) . . ?
C37 C38 S2 114.8(2) . . ?
C27 C38 S2 126.5(2) . . ?
C44 C39 C40 121.7(3) . . ?
C44 C39 S2 126.1(3) . . ?
C40 C39 S2 112.2(2) . . ?
C41 C40 C39 118.4(3) . . ?
C41 C40 C37 129.4(3) . . ?
C39 C40 C37 112.1(3) . . ?
C42 C41 C40 120.1(3) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C41 C42 C43 120.2(3) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C44 C43 C42 121.1(3) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C39 118.5(3) . . ?
C43 C44 H44 120.7 . . ?
C39 C44 H44 120.7 . . ?
C19 Ir1 C37 94.56(12) . . ?
C19 Ir1 N2 98.88(11) . . ?
C37 Ir1 N2 79.77(11) . . ?
C19 Ir1 N1 79.92(11) . . ?
C37 Ir1 N1 101.01(11) . . ?
N2 Ir1 N1 178.60(9) . . ?
C19 Ir1 O1 89.03(11) . . ?
C37 Ir1 O1 176.05(10) . . ?
N2 Ir1 O1 101.31(9) . . ?
N1 Ir1 O1 77.98(9) . . ?
C19 Ir1 O2 175.36(10) . . ?
C37 Ir1 O2 89.88(11) . . ?
N2 Ir1 O2 80.60(9) . . ?
N1 Ir1 O2 100.54(9) . . ?
O1 Ir1 O2 86.56(9) . . ?
C21 S1 C20 89.61(15) . . ?
C38 S2 C39 89.81(15) . . ?
C8 S3 C5 91.69(18) . . ?
C2 O1 Ir1 123.3(2) . . ?
C4 O2 Ir1 127.5(2) . . ?
F8 C30 F9 107.1(2) . . ?
F8 C30 F7 106.7(3) . . ?
F9 C30 F7 106.8(3) . . ?
F8 C30 C29 112.0(3) . . ?
F9 C30 C29 111.7(3) . . ?
F7 C30 C29 112.3(3) . . ?
F5A C12A F6A 107.1(3) . . ?
F5A C12A F4A 106.7(3) . . ?
F6A C12A F4A 106.8(3) . . ?
F5A C12A C11 107.4(6) . . ?
F6A C12A C11 115.6(7) . . ?
F4A C12A C11 112.7(6) . . ?
F5B C12B F6B 107.0(3) . . ?
F5B C12B F4B 106.7(3) . . ?
F6B C12B F4B 106.8(3) . . ?
F5B C12B C11 118.0(8) . . ?
F6B C12B C11 107.0(9) . . ?
F4B C12B C11 110.6(8) . . ?
C9 N1 C14 119.2(3) . . ?
C9 N1 Ir1 111.14(19) . . ?
C14 N1 Ir1 129.1(2) . . ?
C27 N2 C32 119.2(3) . . ?
C27 N2 Ir1 112.69(19) . . ?
C32 N2 Ir1 128.0(2) . . ?

_refine_diff_density_max         1.945
_refine_diff_density_min         -1.602
_refine_diff_density_rms         0.139

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_shelxl_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1859422'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.
2018-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            C17
_chemical_melting_point          ?
_chemical_formula_moiety         'C49 H34 Cl2 F3 Ir N2 O6 S3'
_chemical_formula_sum            'C49 H34 Cl2 F3 Ir N2 O6 S3'
_chemical_formula_weight         1163.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0180 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1240 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.3510 8.0090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1490 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.947(6)
_cell_length_b                   16.406(7)
_cell_length_c                   20.411(8)
_cell_angle_alpha                86.550(15)
_cell_angle_beta                 82.304(14)
_cell_angle_gamma                75.731(15)
_cell_volume                     4484(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9892
_cell_measurement_theta_min      2.357
_cell_measurement_theta_max      20.707


_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             2304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    3.165
_shelx_estimated_absorpt_T_min   0.631
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5593
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'KAPPA APEX2 QUAZAR Mo, Bruker'
_diffrn_measurement_method       'omega and phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            185209
_diffrn_reflns_av_unetI/netI     0.1218
_diffrn_reflns_av_R_equivalents  0.1760
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.007
_diffrn_reflns_theta_max         26.719
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             18563
_reflns_number_gt                11797
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;

_computing_data_collection       'APEX2 v2011 .2-0 (Bruker)'
_computing_cell_refinement       'SAINT V8.34A (Bruker)'
_computing_data_reduction        'SAINT V8.34A (Bruker)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  WinGX

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+40.0075P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         18563
_refine_ls_number_parameters     1258
_refine_ls_number_restraints     1445
_refine_ls_R_factor_all          0.1256
_refine_ls_R_factor_gt           0.0656
_refine_ls_wR_factor_ref         0.1505
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1S C 0.6302(12) 0.6631(11) 0.2465(9) 0.098(5) Uani 0.935(8) 1 d . U P . .
H1S1 H 0.5691 0.7059 0.2379 0.118 Uiso 0.935(8) 1 calc R U P . .
H1S2 H 0.6575 0.6829 0.2832 0.118 Uiso 0.935(8) 1 calc R U P . .
Cl1 Cl 0.7120(3) 0.6562(2) 0.18029(19) 0.0775(13) Uani 0.935(8) 1 d . U P . .
Cl2 Cl 0.5974(3) 0.5664(4) 0.2717(3) 0.138(3) Uani 0.935(8) 1 d . U P . .
C2S C 0.8768(13) 0.6214(8) 0.6194(6) 0.069(5) Uani 0.799(7) 1 d D U P . .
H2S1 H 0.9359 0.5996 0.5871 0.083 Uiso 0.799(7) 1 calc R U P . .
H2S2 H 0.8173 0.6148 0.6008 0.083 Uiso 0.799(7) 1 calc R U P . .
Cl3 Cl 0.8664(3) 0.7254(2) 0.6299(2) 0.0667(14) Uani 0.799(7) 1 d D U P . .
Cl4 Cl 0.8884(3) 0.5605(2) 0.69405(18) 0.0557(12) Uani 0.799(7) 1 d D U P . .
C3S C 0.0464(16) 0.471(2) 0.0191(15) 0.116(13) Uani 0.304(6) 1 d D U P A -1
H3S1 H 0.0722 0.4135 0.0015 0.139 Uiso 0.304(6) 1 calc R U P A -1
H3S2 H 0.0901 0.4779 0.0517 0.139 Uiso 0.304(6) 1 calc R U P A -1
Cl5 Cl -0.0711(17) 0.4794(15) 0.0581(12) 0.136(12) Uani 0.304(6) 1 d D U P A -1
Cl6 Cl 0.0526(13) 0.5457(13) -0.0467(10) 0.070(5) Uani 0.304(6) 1 d D U P A -1
C1 C 0.9424(6) 0.1329(6) 0.5211(4) 0.0283(19) Uani 1 1 d . U . . .
C2 C 1.0470(6) 0.1209(6) 0.5179(5) 0.031(2) Uani 1 1 d . U . . .
H2 H 1.0883 0.1027 0.4781 0.037 Uiso 1 1 calc R U . . .
C3 C 1.0886(6) 0.1350(5) 0.5707(4) 0.0299(19) Uani 1 1 d . U . . .
C4 C 1.1984(6) 0.1309(6) 0.5633(4) 0.0281(19) Uani 1 1 d . U . . .
C5 C 1.3518(7) 0.0789(7) 0.4947(5) 0.043(2) Uani 1 1 d . U . . .
H5A H 1.3868 0.0259 0.4725 0.052 Uiso 1 1 calc R U . . .
H5B H 1.3841 0.0825 0.5344 0.052 Uiso 1 1 calc R U . . .
C6 C 1.3590(7) 0.1525(7) 0.4485(5) 0.045(3) Uani 1 1 d . U . . .
H6A H 1.4293 0.1523 0.4355 0.068 Uiso 1 1 calc R U . . .
H6B H 1.3275 0.1484 0.4091 0.068 Uiso 1 1 calc R U . . .
H6C H 1.3249 0.2049 0.4709 0.068 Uiso 1 1 calc R U . . .
C7 C 1.0283(6) 0.1569(5) 0.6322(4) 0.0272(18) Uani 1 1 d . U . . .
C8 C 0.9238(6) 0.1657(5) 0.6341(4) 0.0261(18) Uani 1 1 d . U . . .
C9 C 0.8632(6) 0.1817(5) 0.6952(4) 0.0281(19) Uani 1 1 d . U . . .
H9 H 0.7942 0.1838 0.6975 0.034 Uiso 1 1 calc R U . . .
C10 C 0.9008(7) 0.1940(6) 0.7508(4) 0.031(2) Uani 1 1 d . U . . .
H10 H 0.8583 0.2066 0.7912 0.038 Uiso 1 1 calc R U . . .
C11 C 1.0026(7) 0.1879(6) 0.7479(4) 0.032(2) Uani 1 1 d . U . . .
H11 H 1.0285 0.1985 0.7864 0.038 Uiso 1 1 calc R U . . .
C12 C 1.0656(7) 0.1674(6) 0.6918(4) 0.032(2) Uani 1 1 d . U . . .
H12 H 1.1353 0.1599 0.6923 0.038 Uiso 1 1 calc R U . . .
C13 C 0.7866(6) 0.1410(5) 0.4792(4) 0.0236(17) Uani 1 1 d . U . . .
C14 C 0.8888(6) 0.1217(6) 0.4684(4) 0.0282(19) Uani 1 1 d . U . . .
C15 C 0.8222(6) 0.0787(6) 0.3743(4) 0.0288(19) Uani 1 1 d . U . . .
C16 C 0.7471(6) 0.1146(5) 0.4245(4) 0.0247(17) Uani 1 1 d . U . . .
C17 C 0.6487(6) 0.1161(6) 0.4183(4) 0.029(2) Uani 1 1 d . U . . .
H17 H 0.5973 0.1397 0.4520 0.035 Uiso 1 1 calc R U . . .
C18 C 0.6253(7) 0.0840(6) 0.3639(4) 0.034(2) Uani 1 1 d . U . . .
H18 H 0.5580 0.0846 0.3602 0.041 Uiso 1 1 calc R U . . .
C19 C 0.7024(7) 0.0496(6) 0.3130(4) 0.036(2) Uani 1 1 d . U . . .
H19 H 0.6854 0.0286 0.2748 0.044 Uiso 1 1 calc R U . . .
C20 C 0.7990(7) 0.0460(6) 0.3176(4) 0.032(2) Uani 1 1 d . U . . .
H20 H 0.8499 0.0222 0.2836 0.039 Uiso 1 1 calc R U . . .
C21 C 0.5229(6) 0.2230(6) 0.5815(4) 0.0304(19) Uani 1 1 d . U . . .
C22 C 0.4195(6) 0.2594(6) 0.5869(5) 0.033(2) Uani 1 1 d . U . . .
H22 H 0.3754 0.2357 0.6174 0.040 Uiso 1 1 calc R U . . .
C23 C 0.3827(6) 0.3275(6) 0.5493(5) 0.032(2) Uani 1 1 d . U . . .
C24 C 0.2722(7) 0.3594(6) 0.5535(5) 0.037(2) Uani 1 1 d . U . . .
C25 C 0.1218(7) 0.3751(6) 0.6257(5) 0.040(2) Uani 1 1 d . U . . .
H25A H 0.1011 0.3292 0.6063 0.048 Uiso 1 1 calc R U . . .
H25B H 0.0904 0.4292 0.6046 0.048 Uiso 1 1 calc R U . . .
C26 C 0.0918(8) 0.3766(7) 0.6999(5) 0.053(3) Uani 1 1 d . U . . .
H26A H 0.0192 0.3860 0.7094 0.079 Uiso 1 1 calc R U . . .
H26B H 0.1237 0.3227 0.7201 0.079 Uiso 1 1 calc R U . . .
H26C H 0.1131 0.4222 0.7183 0.079 Uiso 1 1 calc R U . . .
C27 C 0.4489(7) 0.3615(6) 0.5030(4) 0.033(2) Uani 1 1 d . U . . .
C28 C 0.5528(7) 0.3234(6) 0.4991(4) 0.0307(19) Uani 1 1 d . U . . .
C29 C 0.6195(7) 0.3538(6) 0.4507(4) 0.034(2) Uani 1 1 d . U . . .
H29 H 0.6889 0.3281 0.4472 0.041 Uiso 1 1 calc R U . . .
C30 C 0.5853(7) 0.4184(6) 0.4099(5) 0.043(2) Uani 1 1 d . U . . .
H30 H 0.6308 0.4369 0.3770 0.052 Uiso 1 1 calc R U . . .
C31 C 0.4835(7) 0.4596(6) 0.4147(5) 0.043(2) Uani 1 1 d . U . . .
H31 H 0.4608 0.5065 0.3864 0.052 Uiso 1 1 calc R U . . .
C32 C 0.4187(7) 0.4314(6) 0.4601(5) 0.041(2) Uani 1 1 d . U . . .
H32 H 0.3501 0.4597 0.4634 0.049 Uiso 1 1 calc R U . . .
C33 C 0.6704(6) 0.1210(6) 0.6067(4) 0.0276(17) Uani 1 1 d . U . . .
C34 C 0.5679(6) 0.1471(6) 0.6161(4) 0.0307(19) Uani 1 1 d . U . . .
C35 C 0.6190(7) 0.0128(6) 0.6764(4) 0.0305(19) Uani 1 1 d . U . . .
C36 C 0.7003(6) 0.0401(6) 0.6407(4) 0.0281(18) Uani 1 1 d . U . . .
C37 C 0.7963(6) -0.0109(6) 0.6441(4) 0.0282(19) Uani 1 1 d . U . . .
H37 H 0.8522 0.0057 0.6205 0.034 Uiso 1 1 calc R U . . .
C38 C 0.8106(7) -0.0845(6) 0.6811(4) 0.036(2) Uani 1 1 d . U . . .
H38 H 0.8761 -0.1181 0.6834 0.044 Uiso 1 1 calc R U . . .
C39 C 0.7290(7) -0.1103(6) 0.7155(4) 0.032(2) Uani 1 1 d . U . . .
H39 H 0.7399 -0.1612 0.7413 0.039 Uiso 1 1 calc R U . . .
C40 C 0.6330(7) -0.0630(6) 0.7127(5) 0.033(2) Uani 1 1 d . U . . .
H40 H 0.5777 -0.0816 0.7351 0.040 Uiso 1 1 calc R U . . .
C41 C 0.8955(8) 0.4013(6) 0.5164(5) 0.043(2) Uani 1 1 d . U . . .
C42 C 0.8157(7) 0.3604(6) 0.5538(5) 0.0328(19) Uani 1 1 d . U . . .
C43 C 0.7773(6) 0.3852(6) 0.6168(4) 0.031(2) Uani 1 1 d . U . . .
H43 H 0.7965 0.4311 0.6330 0.038 Uiso 1 1 calc R U . . .
C44 C 0.7111(7) 0.3471(6) 0.6593(4) 0.0316(19) Uani 1 1 d . U . . .
C45 C 0.6762(7) 0.3805(6) 0.7262(5) 0.037(2) Uani 1 1 d . U . . .
C46 C 0.6795(6) 0.4623(6) 0.7502(4) 0.030(2) Uani 1 1 d . U . . .
H46 H 0.7023 0.5067 0.7261 0.036 Uiso 1 1 calc R U . . .
C47 C 0.6389(8) 0.4595(7) 0.8208(5) 0.053(3) Uani 1 1 d . U . . .
H47 H 0.6323 0.5051 0.8489 0.063 Uiso 1 1 calc R U . . .
C48 C 0.6117(8) 0.3877(7) 0.8431(5) 0.050(3) Uani 1 1 d . U . . .
H48 H 0.5860 0.3785 0.8877 0.060 Uiso 1 1 calc R U . . .
C49 C 0.5034(7) 0.2594(6) 0.0546(4) 0.0329(19) Uani 1 1 d . U . . .
C50 C 0.3995(7) 0.2900(6) 0.0664(5) 0.037(2) Uani 1 1 d . U . . .
H50 H 0.3597 0.2966 0.0313 0.044 Uiso 1 1 calc R U . . .
C51 C 0.3562(7) 0.3103(6) 0.1299(5) 0.043(2) Uani 1 1 d . U . . .
C56 C 0.4152(8) 0.2999(6) 0.1816(5) 0.042(2) Uani 1 1 d . U . . .
C57 C 0.3746(8) 0.3164(6) 0.2477(5) 0.047(3) Uani 1 1 d . U . . .
H57 H 0.3048 0.3385 0.2580 0.057 Uiso 1 1 calc R U . . .
C58 C 0.4337(8) 0.3014(7) 0.2971(5) 0.053(3) Uani 1 1 d . U . . .
H58 H 0.4048 0.3125 0.3415 0.064 Uiso 1 1 calc R U . . .
C59 C 0.5367(8) 0.2695(6) 0.2831(5) 0.046(2) Uani 1 1 d . U . . .
H59 H 0.5774 0.2597 0.3179 0.055 Uiso 1 1 calc R U . . .
C60 C 0.5795(8) 0.2522(6) 0.2192(5) 0.043(2) Uani 1 1 d . U . . .
H60 H 0.6491 0.2284 0.2101 0.052 Uiso 1 1 calc R U . . .
C61 C 0.5204(7) 0.2696(6) 0.1676(5) 0.036(2) Uani 1 1 d . U . . .
C62 C 0.6564(6) 0.1980(5) -0.0108(4) 0.0260(17) Uani 1 1 d . U . . .
C63 C 0.5558(7) 0.2277(6) -0.0073(4) 0.0318(19) Uani 1 1 d . U . . .
C64 C 0.6193(7) 0.1530(6) -0.1110(4) 0.0310(19) Uani 1 1 d . U . . .
C65 C 0.6961(6) 0.1502(5) -0.0709(4) 0.0286(18) Uani 1 1 d . U . . .
C66 C 0.7915(6) 0.1039(5) -0.0912(4) 0.0280(19) Uani 1 1 d . U . . .
H66 H 0.8432 0.1000 -0.0643 0.034 Uiso 1 1 calc R U . . .
C67 C 0.8112(7) 0.0636(6) -0.1502(4) 0.039(2) Uani 1 1 d . U . . .
H67 H 0.8764 0.0306 -0.1636 0.046 Uiso 1 1 calc R U . . .
C68 C 0.7361(7) 0.0707(6) -0.1909(4) 0.037(2) Uani 1 1 d . U . . .
H68 H 0.7519 0.0442 -0.2324 0.045 Uiso 1 1 calc R U . . .
C69 C 0.6407(7) 0.1147(6) -0.1721(4) 0.034(2) Uani 1 1 d . U . . .
H69 H 0.5903 0.1191 -0.2000 0.040 Uiso 1 1 calc R U . . .
C70 C 0.9195(7) 0.1376(5) 0.0531(4) 0.0291(18) Uani 1 1 d . U . . .
C71 C 1.0242(7) 0.1226(6) 0.0433(4) 0.034(2) Uani 1 1 d . U . . .
H71 H 1.0629 0.0754 0.0649 0.041 Uiso 1 1 calc R U . . .
C72 C 1.0712(7) 0.1745(6) 0.0033(4) 0.034(2) Uani 1 1 d . U . . .
C73 C 1.1814(7) 0.1609(7) -0.0016(4) 0.038(2) Uani 1 1 d . U . . .
C74 C 1.3338(7) 0.0601(7) 0.0090(5) 0.039(2) Uani 1 1 d . U . . .
H74A H 1.3630 0.0922 -0.0277 0.047 Uiso 1 1 calc R U . . .
H74B H 1.3608 -0.0006 0.0008 0.047 Uiso 1 1 calc R U . . .
C75 C 1.3619(7) 0.0809(7) 0.0732(5) 0.044(3) Uani 1 1 d . U . . .
H75A H 1.4347 0.0666 0.0714 0.066 Uiso 1 1 calc R U . . .
H75B H 1.3358 0.1411 0.0809 0.066 Uiso 1 1 calc R U . . .
H75C H 1.3336 0.0485 0.1094 0.066 Uiso 1 1 calc R U . . .
C76 C 1.0115(7) 0.2401(6) -0.0344(4) 0.0333(19) Uani 1 1 d . U . . .
C77 C 0.9059(7) 0.2534(6) -0.0231(4) 0.0327(19) Uani 1 1 d . U . . .
C78 C 0.8451(7) 0.3126(6) -0.0630(4) 0.034(2) Uani 1 1 d . U . . .
H78 H 0.7749 0.3193 -0.0571 0.040 Uiso 1 1 calc R U . . .
C79 C 0.8881(8) 0.3598(6) -0.1099(5) 0.041(2) Uani 1 1 d . U . . .
H79 H 0.8475 0.3993 -0.1368 0.049 Uiso 1 1 calc R U . . .
C80 C 0.9913(8) 0.3506(6) -0.1188(5) 0.043(2) Uani 1 1 d . U . . .
H80 H 1.0199 0.3856 -0.1503 0.052 Uiso 1 1 calc R U . . .
C81 C 1.0510(7) 0.2920(6) -0.0827(5) 0.039(2) Uani 1 1 d . U . . .
H81 H 1.1211 0.2858 -0.0903 0.046 Uiso 1 1 calc R U . . .
C82 C 0.7615(7) 0.1098(6) 0.0966(4) 0.0286(17) Uani 1 1 d . U . . .
C83 C 0.8632(7) 0.0849(5) 0.0915(4) 0.0289(18) Uani 1 1 d . U . . .
C84 C 0.7895(6) -0.0282(6) 0.1428(4) 0.0283(18) Uani 1 1 d . U . . .
C85 C 0.7173(6) 0.0456(6) 0.1270(4) 0.0292(18) Uani 1 1 d . U . . .
C86 C 0.6171(7) 0.0451(6) 0.1401(4) 0.032(2) Uani 1 1 d . U . . .
H86 H 0.5673 0.0940 0.1310 0.038 Uiso 1 1 calc R U . . .
C87 C 0.5904(6) -0.0261(6) 0.1662(4) 0.032(2) Uani 1 1 d . U . . .
H87 H 0.5217 -0.0261 0.1745 0.038 Uiso 1 1 calc R U . . .
C88 C 0.6615(7) -0.0985(6) 0.1810(5) 0.036(2) Uani 1 1 d . U . . .
H88 H 0.6408 -0.1470 0.1991 0.043 Uiso 1 1 calc R U . . .
C89 C 0.7604(7) -0.1003(6) 0.1696(4) 0.034(2) Uani 1 1 d . U . . .
H89 H 0.8088 -0.1497 0.1796 0.041 Uiso 1 1 calc R U . . .
C90 C 0.6572(7) 0.5013(7) 0.0330(4) 0.072(3) Uani 1 1 d D U . . .
C91 C 0.6914(9) 0.4166(6) 0.0651(5) 0.051(3) Uani 1 1 d . U . . .
C92 C 0.7334(10) 0.4138(6) 0.1220(5) 0.061(3) Uani 1 1 d . U . . .
H92 H 0.7388 0.4658 0.1375 0.073 Uiso 1 1 calc R U . . .
C93 C 0.7696(8) 0.3407(6) 0.1601(5) 0.044(2) Uani 1 1 d . U . . .
C94 C 0.8069(8) 0.3481(7) 0.2232(5) 0.048(2) Uani 1 1 d . U . . .
C95 C 0.8275(9) 0.4163(7) 0.2498(5) 0.055(3) Uani 1 1 d . U . . .
H95 H 0.8201 0.4697 0.2278 0.067 Uiso 1 1 calc R U . . .
C96 C 0.8608(9) 0.3994(7) 0.3130(6) 0.056(3) Uani 1 1 d . U . . .
H96 H 0.8816 0.4376 0.3380 0.067 Uiso 1 1 calc R U . . .
C97 C 0.8579(7) 0.3199(7) 0.3315(5) 0.044(2) Uani 1 1 d . U . . .
H97 H 0.8738 0.2972 0.3737 0.053 Uiso 1 1 calc R U . . .
N1 N 0.8827(5) 0.1582(4) 0.5772(3) 0.0255(15) Uani 1 1 d . U . . .
N2 N 0.5889(5) 0.2567(4) 0.5415(3) 0.0265(15) Uani 1 1 d . U . . .
N3 N 0.5636(6) 0.2522(5) 0.1028(4) 0.0340(16) Uani 1 1 d . U . . .
N4 N 0.8609(5) 0.2050(5) 0.0243(3) 0.0297(16) Uani 1 1 d . U . . .
O1 O 1.2471(4) 0.0791(4) 0.5143(3) 0.0356(15) Uani 1 1 d . U . . .
O2 O 1.2367(4) 0.1725(4) 0.5928(3) 0.0385(16) Uani 1 1 d . U . . .
O3 O 0.2299(4) 0.3610(4) 0.6161(3) 0.0393(16) Uani 1 1 d . U . . .
O4 O 0.2271(5) 0.3747(5) 0.5058(4) 0.054(2) Uani 1 1 d . U . . .
O5 O 0.6825(4) 0.2833(4) 0.6449(3) 0.0273(13) Uani 1 1 d . U . . .
O6 O 0.8008(4) 0.3039(4) 0.5187(3) 0.0328(14) Uani 1 1 d . U . . .
O8 O 0.2060(7) 0.4159(6) 0.1537(6) 0.104(4) Uani 1 1 d . U . . .
O9 O 1.2256(4) 0.0811(4) 0.0111(3) 0.0352(15) Uani 1 1 d . U . . .
O10 O 1.2246(5) 0.2161(5) -0.0142(4) 0.0513(19) Uani 1 1 d . U . . .
O11 O 0.7716(5) 0.2668(4) 0.1461(3) 0.0349(14) Uani 1 1 d . U . . .
O12 O 0.6723(5) 0.3575(4) 0.0356(3) 0.0355(14) Uani 1 1 d . U . . .
F1 F 0.8667(5) 0.4361(4) 0.4600(3) 0.0690(19) Uani 1 1 d D U . . .
F2 F 0.9159(4) 0.4612(3) 0.5497(2) 0.0492(15) Uani 1 1 d D U . . .
F3 F 0.9790(4) 0.3442(4) 0.5036(3) 0.076(2) Uani 1 1 d D U . . .
F4A F 0.6602(11) 0.4956(10) -0.0326(4) 0.056(3) Uani 0.515(8) 1 d D U P B 1
F5A F 0.7247(9) 0.5488(7) 0.0383(7) 0.085(3) Uani 0.515(8) 1 d D U P B 1
F6A F 0.5706(8) 0.5504(8) 0.0544(7) 0.092(3) Uani 0.515(8) 1 d D U P B 1
F4B F 0.6973(10) 0.5092(11) -0.0290(4) 0.056(3) Uani 0.485(8) 1 d D U P B 2
F5B F 0.6574(12) 0.5718(7) 0.0630(6) 0.085(3) Uani 0.485(8) 1 d D U P B 2
F6B F 0.5566(7) 0.5114(8) 0.0280(8) 0.092(3) Uani 0.485(8) 1 d D U P B 2
C53 C 0.2451(8) 0.3460(8) 0.1402(6) 0.057(3) Uani 1 1 d D U . . .
O7A O 0.2018(9) 0.2777(8) 0.1565(10) 0.063(5) Uani 0.532(14) 1 d D U P C 3
C54A C 0.0899(12) 0.2980(16) 0.1580(13) 0.068(6) Uani 0.532(14) 1 d D U P C 3
H54A H 0.0573 0.3456 0.1872 0.081 Uiso 0.532(14) 1 calc R U P C 3
H54B H 0.0703 0.3123 0.1130 0.081 Uiso 0.532(14) 1 calc R U P C 3
C55A C 0.0649(17) 0.2234(18) 0.1830(13) 0.081(8) Uani 0.532(14) 1 d . U P C 3
H55A H -0.0074 0.2306 0.1858 0.122 Uiso 0.532(14) 1 calc R U P C 3
H55B H 0.0987 0.1773 0.1536 0.122 Uiso 0.532(14) 1 calc R U P C 3
H55C H 0.0858 0.2103 0.2272 0.122 Uiso 0.532(14) 1 calc R U P C 3
O7B O 0.1925(12) 0.3123(15) 0.1109(11) 0.086(6) Uani 0.468(14) 1 d D U P C 4
C54B C 0.0896(12) 0.3474(16) 0.1142(12) 0.089(8) Uani 0.468(14) 1 d D U P C 4
H54C H 0.0657 0.3726 0.1581 0.107 Uiso 0.468(14) 1 calc R U P C 4
H54D H 0.0558 0.3016 0.1110 0.107 Uiso 0.468(14) 1 calc R U P C 4
C55B C 0.059(2) 0.4137(18) 0.0615(15) 0.137(14) Uani 0.468(14) 1 d D U P C 4
H55D H -0.0137 0.4347 0.0674 0.206 Uiso 0.468(14) 1 calc R U P C 4
H55E H 0.0903 0.4604 0.0649 0.206 Uiso 0.468(14) 1 calc R U P C 4
H55F H 0.0804 0.3892 0.0177 0.206 Uiso 0.468(14) 1 calc R U P C 4
S1 S 0.94098(16) 0.07657(15) 0.39218(11) 0.0302(5) Uani 1 1 d . U . . .
S2 S 0.50520(16) 0.08236(15) 0.66632(12) 0.0326(5) Uani 1 1 d . U . . .
S3 S 0.6277(2) 0.31731(19) 0.78415(14) 0.0569(8) Uani 1 1 d . U . . .
S4 S 0.50256(17) 0.20837(16) -0.07629(12) 0.0354(6) Uani 1 1 d . U . . .
S5 S 0.91120(16) -0.01595(15) 0.12335(11) 0.0319(5) Uani 1 1 d . U . . .
S6 S 0.8249(3) 0.26223(18) 0.27674(14) 0.0622(9) Uani 1 1 d . U . . .
Ir1 Ir 0.73446(3) 0.20581(2) 0.56033(2) 0.02749(11) Uani 1 1 d . U . . .
Ir2 Ir 0.71384(3) 0.22797(2) 0.06464(2) 0.03148(11) Uani 1 1 d . U . . .


_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
C1S Cl1 1.637(16) . ?
C1S Cl2 1.785(17) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2S Cl3 1.700(13) . ?
C2S Cl4 1.774(13) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3S Cl5 1.701(13) . ?
C3S Cl6 1.774(13) . ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C1 N1 1.346(10) . ?
C1 C2 1.416(12) . ?
C1 C14 1.434(12) . ?
C2 C3 1.346(12) . ?
C2 H2 0.9500 . ?
C3 C7 1.426(12) . ?
C3 C4 1.504(12) . ?
C4 O2 1.195(10) . ?
C4 O1 1.349(10) . ?
C5 O1 1.461(10) . ?
C5 C6 1.501(14) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C12 1.422(12) . ?
C7 C8 1.423(11) . ?
C8 N1 1.387(10) . ?
C8 C9 1.409(11) . ?
C9 C10 1.359(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.351(12) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.372(11) . ?
C13 C16 1.441(11) . ?
C13 Ir1 1.978(8) . ?
C14 S1 1.752(8) . ?
C15 C16 1.405(12) . ?
C15 C20 1.411(12) . ?
C15 S1 1.735(9) . ?
C16 C17 1.389(11) . ?
C17 C18 1.366(12) . ?
C17 H17 0.9500 . ?
C18 C19 1.424(12) . ?
C18 H18 0.9500 . ?
C19 C20 1.349(12) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 N2 1.347(11) . ?
C21 C22 1.410(12) . ?
C21 C34 1.439(12) . ?
C22 C23 1.350(13) . ?
C22 H22 0.9500 . ?
C23 C27 1.418(13) . ?
C23 C24 1.494(12) . ?
C24 O4 1.211(11) . ?
C24 O3 1.332(11) . ?
C25 O3 1.456(10) . ?
C25 C26 1.516(14) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.415(13) . ?
C27 C28 1.423(12) . ?
C28 N2 1.390(11) . ?
C28 C29 1.419(12) . ?
C29 C30 1.340(12) . ?
C29 H29 0.9500 . ?
C30 C31 1.407(13) . ?
C30 H30 0.9500 . ?
C31 C32 1.349(13) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.378(11) . ?
C33 C36 1.453(12) . ?
C33 Ir1 1.964(9) . ?
C34 S2 1.741(9) . ?
C35 C40 1.394(12) . ?
C35 C36 1.417(12) . ?
C35 S2 1.740(9) . ?
C36 C37 1.402(12) . ?
C37 C38 1.371(12) . ?
C37 H37 0.9500 . ?
C38 C39 1.397(12) . ?
C38 H38 0.9500 . ?
C39 C40 1.379(12) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 F3 1.309(11) . ?
C41 F1 1.321(11) . ?
C41 F2 1.335(11) . ?
C41 C42 1.532(13) . ?
C42 O6 1.277(10) . ?
C42 C43 1.369(12) . ?
C43 C44 1.415(12) . ?
C43 H43 0.9500 . ?
C44 O5 1.271(10) . ?
C44 C45 1.477(13) . ?
C45 C46 1.470(13) . ?
C45 S3 1.707(10) . ?
C46 C47 1.477(13) . ?
C46 H46 0.9500 . ?
C47 C48 1.359(15) . ?
C47 H47 0.9500 . ?
C48 S3 1.673(11) . ?
C48 H48 0.9500 . ?
C49 N3 1.358(12) . ?
C49 C50 1.406(13) . ?
C49 C63 1.429(12) . ?
C50 C51 1.378(13) . ?
C50 H50 0.9500 . ?
C51 C56 1.399(14) . ?
C51 C53 1.507(14) . ?
C56 C57 1.408(13) . ?
C56 C61 1.424(13) . ?
C57 C58 1.360(15) . ?
C57 H57 0.9500 . ?
C58 C59 1.400(15) . ?
C58 H58 0.9500 . ?
C59 C60 1.375(13) . ?
C59 H59 0.9500 . ?
C60 C61 1.394(13) . ?
C60 H60 0.9500 . ?
C61 N3 1.394(11) . ?
C62 C63 1.360(12) . ?
C62 C65 1.465(12) . ?
C62 Ir2 1.968(8) . ?
C63 S4 1.758(9) . ?
C64 C69 1.394(12) . ?
C64 C65 1.423(12) . ?
C64 S4 1.736(9) . ?
C65 C66 1.383(12) . ?
C66 C67 1.372(12) . ?
C66 H66 0.9500 . ?
C67 C68 1.400(13) . ?
C67 H67 0.9500 . ?
C68 C69 1.364(13) . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
C70 N4 1.356(11) . ?
C70 C71 1.408(12) . ?
C70 C83 1.438(12) . ?
C71 C72 1.368(13) . ?
C71 H71 0.9500 . ?
C72 C76 1.440(13) . ?
C72 C73 1.488(13) . ?
C73 O10 1.203(11) . ?
C73 O9 1.328(11) . ?
C74 O9 1.459(10) . ?
C74 C75 1.499(13) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 C81 1.409(13) . ?
C76 C77 1.423(13) . ?
C77 N4 1.398(11) . ?
C77 C78 1.416(12) . ?
C78 C79 1.365(13) . ?
C78 H78 0.9500 . ?
C79 C80 1.398(14) . ?
C79 H79 0.9500 . ?
C80 C81 1.358(13) . ?
C80 H80 0.9500 . ?
C81 H81 0.9500 . ?
C82 C83 1.368(12) . ?
C82 C85 1.417(12) . ?
C82 Ir2 1.989(9) . ?
C83 S5 1.746(9) . ?
C84 C89 1.401(12) . ?
C84 C85 1.423(12) . ?
C84 S5 1.749(9) . ?
C85 C86 1.390(12) . ?
C86 C87 1.368(12) . ?
C86 H86 0.9500 . ?
C87 C88 1.394(13) . ?
C87 H87 0.9500 . ?
C88 C89 1.360(12) . ?
C88 H88 0.9500 . ?
C89 H89 0.9500 . ?
C90 F6A 1.311(8) . ?
C90 F4B 1.325(8) . ?
C90 F5B 1.342(8) . ?
C90 F4A 1.342(8) . ?
C90 F5A 1.380(8) . ?
C90 F6B 1.389(8) . ?
C90 C91 1.495(15) . ?
C91 O12 1.271(12) . ?
C91 C92 1.363(14) . ?
C92 C93 1.412(14) . ?
C92 H92 0.9500 . ?
C93 O11 1.254(11) . ?
C93 C94 1.475(14) . ?
C94 C95 1.379(14) . ?
C94 S6 1.720(10) . ?
C95 C96 1.418(14) . ?
C95 H95 0.9500 . ?
C96 C97 1.345(14) . ?
C96 H96 0.9500 . ?
C97 S6 1.684(9) . ?
C97 H97 0.9500 . ?
N1 Ir1 2.089(7) . ?
N2 Ir1 2.073(7) . ?
N3 Ir2 2.085(8) . ?
N4 Ir2 2.057(7) . ?
O5 Ir1 2.144(6) . ?
O6 Ir1 2.128(6) . ?
O8 C53 1.175(13) . ?
O11 Ir2 2.136(6) . ?
O12 Ir2 2.129(6) . ?
C53 O7B 1.25(2) . ?
C53 O7A 1.401(16) . ?
O7A C54A 1.51(2) . ?
C54A C55A 1.40(3) . ?
C54A H54A 0.9900 . ?
C54A H54B 0.9900 . ?
C55A H55A 0.9800 . ?
C55A H55B 0.9800 . ?
C55A H55C 0.9800 . ?
O7B C54B 1.402(16) . ?
C54B C55B 1.51(2) . ?
C54B H54C 0.9900 . ?
C54B H54D 0.9900 . ?
C55B H55D 0.9800 . ?
C55B H55E 0.9800 . ?
C55B H55F 0.9800 . ?

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
Cl1 C1S Cl2 113.9(9) . . ?
Cl1 C1S H1S1 108.8 . . ?
Cl2 C1S H1S1 108.8 . . ?
Cl1 C1S H1S2 108.8 . . ?
Cl2 C1S H1S2 108.8 . . ?
H1S1 C1S H1S2 107.7 . . ?
Cl3 C2S Cl4 113.0(7) . . ?
Cl3 C2S H2S1 109.0 . . ?
Cl4 C2S H2S1 109.0 . . ?
Cl3 C2S H2S2 109.0 . . ?
Cl4 C2S H2S2 109.0 . . ?
H2S1 C2S H2S2 107.8 . . ?
Cl5 C3S Cl6 113.0(7) . . ?
Cl5 C3S H3S1 109.0 . . ?
Cl6 C3S H3S1 109.0 . . ?
Cl5 C3S H3S2 109.0 . . ?
Cl6 C3S H3S2 109.0 . . ?
H3S1 C3S H3S2 107.8 . . ?
N1 C1 C2 120.5(8) . . ?
N1 C1 C14 113.1(7) . . ?
C2 C1 C14 126.4(8) . . ?
C3 C2 C1 120.9(8) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C7 120.2(8) . . ?
C2 C3 C4 119.3(8) . . ?
C7 C3 C4 120.4(8) . . ?
O2 C4 O1 124.2(8) . . ?
O2 C4 C3 125.1(8) . . ?
O1 C4 C3 110.4(7) . . ?
O1 C5 C6 109.6(8) . . ?
O1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
O1 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 C8 118.1(8) . . ?
C12 C7 C3 124.6(8) . . ?
C8 C7 C3 117.3(8) . . ?
N1 C8 C9 120.7(7) . . ?
N1 C8 C7 120.8(7) . . ?
C9 C8 C7 118.5(8) . . ?
C10 C9 C8 121.8(8) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 119.0(8) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 122.0(9) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C7 120.4(8) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C14 C13 C16 110.2(7) . . ?
C14 C13 Ir1 112.0(6) . . ?
C16 C13 Ir1 137.5(6) . . ?
C13 C14 C1 118.5(7) . . ?
C13 C14 S1 115.0(6) . . ?
C1 C14 S1 126.3(6) . . ?
C16 C15 C20 121.2(8) . . ?
C16 C15 S1 112.8(7) . . ?
C20 C15 S1 126.0(7) . . ?
C17 C16 C15 118.9(8) . . ?
C17 C16 C13 128.5(8) . . ?
C15 C16 C13 112.5(7) . . ?
C18 C17 C16 120.5(8) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 119.6(8) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 121.6(9) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C15 118.1(8) . . ?
C19 C20 H20 120.9 . . ?
C15 C20 H20 120.9 . . ?
N2 C21 C22 121.9(8) . . ?
N2 C21 C34 113.8(7) . . ?
C22 C21 C34 124.4(8) . . ?
C23 C22 C21 120.6(9) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C27 119.4(8) . . ?
C22 C23 C24 118.2(8) . . ?
C27 C23 C24 122.2(9) . . ?
O4 C24 O3 124.9(9) . . ?
O4 C24 C23 123.7(9) . . ?
O3 C24 C23 111.1(8) . . ?
O3 C25 C26 105.9(8) . . ?
O3 C25 H25A 110.6 . . ?
C26 C25 H25A 110.6 . . ?
O3 C25 H25B 110.6 . . ?
C26 C25 H25B 110.6 . . ?
H25A C25 H25B 108.7 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C23 124.3(8) . . ?
C32 C27 C28 117.2(8) . . ?
C23 C27 C28 118.5(8) . . ?
N2 C28 C29 120.1(8) . . ?
N2 C28 C27 120.8(8) . . ?
C29 C28 C27 119.2(8) . . ?
C30 C29 C28 120.4(9) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 121.6(9) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C32 C31 C30 119.0(9) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C27 122.5(9) . . ?
C31 C32 H32 118.7 . . ?
C27 C32 H32 118.7 . . ?
C34 C33 C36 108.6(8) . . ?
C34 C33 Ir1 113.1(7) . . ?
C36 C33 Ir1 137.9(6) . . ?
C33 C34 C21 117.2(8) . . ?
C33 C34 S2 116.5(7) . . ?
C21 C34 S2 126.3(7) . . ?
C40 C35 C36 121.5(8) . . ?
C40 C35 S2 126.4(7) . . ?
C36 C35 S2 112.1(7) . . ?
C37 C36 C35 117.8(8) . . ?
C37 C36 C33 129.0(8) . . ?
C35 C36 C33 113.2(8) . . ?
C38 C37 C36 120.8(8) . . ?
C38 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
C37 C38 C39 120.3(9) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 121.0(9) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C35 118.5(8) . . ?
C39 C40 H40 120.7 . . ?
C35 C40 H40 120.7 . . ?
F3 C41 F1 108.7(8) . . ?
F3 C41 F2 106.9(8) . . ?
F1 C41 F2 107.0(8) . . ?
F3 C41 C42 109.8(8) . . ?
F1 C41 C42 110.4(8) . . ?
F2 C41 C42 113.9(8) . . ?
O6 C42 C43 131.5(9) . . ?
O6 C42 C41 109.9(8) . . ?
C43 C42 C41 118.6(8) . . ?
C42 C43 C44 124.6(9) . . ?
C42 C43 H43 117.7 . . ?
C44 C43 H43 117.7 . . ?
O5 C44 C43 124.2(8) . . ?
O5 C44 C45 117.2(8) . . ?
C43 C44 C45 118.5(8) . . ?
C46 C45 C44 127.8(8) . . ?
C46 C45 S3 114.8(7) . . ?
C44 C45 S3 117.4(7) . . ?
C45 C46 C47 103.7(8) . . ?
C45 C46 H46 128.1 . . ?
C47 C46 H46 128.1 . . ?
C48 C47 C46 116.1(9) . . ?
C48 C47 H47 122.0 . . ?
C46 C47 H47 122.0 . . ?
C47 C48 S3 113.3(8) . . ?
C47 C48 H48 123.3 . . ?
S3 C48 H48 123.3 . . ?
N3 C49 C50 122.6(8) . . ?
N3 C49 C63 113.2(8) . . ?
C50 C49 C63 124.1(9) . . ?
C51 C50 C49 118.8(9) . . ?
C51 C50 H50 120.6 . . ?
C49 C50 H50 120.6 . . ?
C50 C51 C56 120.3(9) . . ?
C50 C51 C53 117.2(10) . . ?
C56 C51 C53 122.4(9) . . ?
C51 C56 C57 122.6(10) . . ?
C51 C56 C61 119.4(9) . . ?
C57 C56 C61 118.0(10) . . ?
C58 C57 C56 121.0(10) . . ?
C58 C57 H57 119.5 . . ?
C56 C57 H57 119.5 . . ?
C57 C58 C59 120.5(10) . . ?
C57 C58 H58 119.8 . . ?
C59 C58 H58 119.8 . . ?
C60 C59 C58 120.4(10) . . ?
C60 C59 H59 119.8 . . ?
C58 C59 H59 119.8 . . ?
C59 C60 C61 119.9(10) . . ?
C59 C60 H60 120.1 . . ?
C61 C60 H60 120.1 . . ?
N3 C61 C60 120.0(9) . . ?
N3 C61 C56 119.8(9) . . ?
C60 C61 C56 120.1(9) . . ?
C63 C62 C65 111.0(8) . . ?
C63 C62 Ir2 113.8(6) . . ?
C65 C62 Ir2 135.2(6) . . ?
C62 C63 C49 117.5(8) . . ?
C62 C63 S4 115.2(7) . . ?
C49 C63 S4 126.5(7) . . ?
C69 C64 C65 120.7(8) . . ?
C69 C64 S4 125.8(7) . . ?
C65 C64 S4 113.4(6) . . ?
C66 C65 C64 119.1(8) . . ?
C66 C65 C62 130.2(8) . . ?
C64 C65 C62 110.7(7) . . ?
C67 C66 C65 119.7(8) . . ?
C67 C66 H66 120.2 . . ?
C65 C66 H66 120.2 . . ?
C66 C67 C68 120.6(9) . . ?
C66 C67 H67 119.7 . . ?
C68 C67 H67 119.7 . . ?
C69 C68 C67 121.4(9) . . ?
C69 C68 H68 119.3 . . ?
C67 C68 H68 119.3 . . ?
C68 C69 C64 118.3(9) . . ?
C68 C69 H69 120.9 . . ?
C64 C69 H69 120.9 . . ?
N4 C70 C71 121.5(8) . . ?
N4 C70 C83 112.9(8) . . ?
C71 C70 C83 125.7(8) . . ?
C72 C71 C70 121.4(9) . . ?
C72 C71 H71 119.3 . . ?
C70 C71 H71 119.3 . . ?
C71 C72 C76 118.1(8) . . ?
C71 C72 C73 119.9(9) . . ?
C76 C72 C73 121.9(8) . . ?
O10 C73 O9 124.4(9) . . ?
O10 C73 C72 123.8(10) . . ?
O9 C73 C72 111.8(8) . . ?
O9 C74 C75 110.0(8) . . ?
O9 C74 H74A 109.7 . . ?
C75 C74 H74A 109.7 . . ?
O9 C74 H74B 109.7 . . ?
C75 C74 H74B 109.7 . . ?
H74A C74 H74B 108.2 . . ?
C74 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C81 C76 C77 117.3(9) . . ?
C81 C76 C72 124.1(9) . . ?
C77 C76 C72 118.6(8) . . ?
N4 C77 C78 118.9(8) . . ?
N4 C77 C76 120.8(8) . . ?
C78 C77 C76 120.2(8) . . ?
C79 C78 C77 119.5(9) . . ?
C79 C78 H78 120.2 . . ?
C77 C78 H78 120.2 . . ?
C78 C79 C80 120.7(9) . . ?
C78 C79 H79 119.6 . . ?
C80 C79 H79 119.6 . . ?
C81 C80 C79 120.5(9) . . ?
C81 C80 H80 119.7 . . ?
C79 C80 H80 119.7 . . ?
C80 C81 C76 121.6(9) . . ?
C80 C81 H81 119.2 . . ?
C76 C81 H81 119.2 . . ?
C83 C82 C85 111.1(8) . . ?
C83 C82 Ir2 112.3(6) . . ?
C85 C82 Ir2 136.5(7) . . ?
C82 C83 C70 117.9(8) . . ?
C82 C83 S5 115.3(7) . . ?
C70 C83 S5 126.2(7) . . ?
C89 C84 C85 120.9(8) . . ?
C89 C84 S5 127.1(7) . . ?
C85 C84 S5 112.0(7) . . ?
C86 C85 C82 129.2(8) . . ?
C86 C85 C84 118.3(8) . . ?
C82 C85 C84 112.4(8) . . ?
C87 C86 C85 119.8(9) . . ?
C87 C86 H86 120.1 . . ?
C85 C86 H86 120.1 . . ?
C86 C87 C88 121.5(8) . . ?
C86 C87 H87 119.2 . . ?
C88 C87 H87 119.2 . . ?
C89 C88 C87 120.6(9) . . ?
C89 C88 H88 119.7 . . ?
C87 C88 H88 119.7 . . ?
C88 C89 C84 118.9(9) . . ?
C88 C89 H89 120.5 . . ?
C84 C89 H89 120.5 . . ?
F4B C90 F5B 106.4(8) . . ?
F6A C90 F4A 107.3(8) . . ?
F6A C90 F5A 104.2(7) . . ?
F4A C90 F5A 103.3(7) . . ?
F4B C90 F6B 103.9(7) . . ?
F5B C90 F6B 102.1(7) . . ?
F6A C90 C91 120.0(10) . . ?
F4B C90 C91 115.1(11) . . ?
F5B C90 C91 121.0(9) . . ?
F4A C90 C91 111.3(10) . . ?
F5A C90 C91 109.3(10) . . ?
F6B C90 C91 106.2(10) . . ?
O12 C91 C92 129.5(10) . . ?
O12 C91 C90 113.4(8) . . ?
C92 C91 C90 117.0(9) . . ?
C91 C92 C93 125.9(10) . . ?
C91 C92 H92 117.1 . . ?
C93 C92 H92 117.1 . . ?
O11 C93 C92 125.8(9) . . ?
O11 C93 C94 114.5(9) . . ?
C92 C93 C94 119.7(9) . . ?
C95 C94 C93 130.3(10) . . ?
C95 C94 S6 111.1(8) . . ?
C93 C94 S6 118.5(8) . . ?
C94 C95 C96 114.0(10) . . ?
C94 C95 H95 123.0 . . ?
C96 C95 H95 123.0 . . ?
C97 C96 C95 108.0(10) . . ?
C97 C96 H96 126.0 . . ?
C95 C96 H96 126.0 . . ?
C96 C97 S6 117.3(8) . . ?
C96 C97 H97 121.4 . . ?
S6 C97 H97 121.4 . . ?
C1 N1 C8 119.9(7) . . ?
C1 N1 Ir1 111.9(5) . . ?
C8 N1 Ir1 126.9(6) . . ?
C21 N2 C28 118.5(7) . . ?
C21 N2 Ir1 112.3(6) . . ?
C28 N2 Ir1 128.9(6) . . ?
C49 N3 C61 119.0(8) . . ?
C49 N3 Ir2 112.1(6) . . ?
C61 N3 Ir2 128.5(7) . . ?
C70 N4 C77 118.7(7) . . ?
C70 N4 Ir2 112.9(6) . . ?
C77 N4 Ir2 128.1(6) . . ?
C4 O1 C5 116.3(7) . . ?
C24 O3 C25 115.8(7) . . ?
C44 O5 Ir1 128.2(5) . . ?
C42 O6 Ir1 122.4(6) . . ?
C73 O9 C74 116.9(7) . . ?
C93 O11 Ir2 127.1(6) . . ?
C91 O12 Ir2 124.3(6) . . ?
O8 C53 O7B 112.7(14) . . ?
O8 C53 O7A 124.3(11) . . ?
O8 C53 C51 124.7(11) . . ?
O7B C53 C51 117.6(12) . . ?
O7A C53 C51 106.6(10) . . ?
C53 O7A C54A 114.9(12) . . ?
C55A C54A O7A 103.5(18) . . ?
C55A C54A H54A 111.1 . . ?
O7A C54A H54A 111.1 . . ?
C55A C54A H54B 111.1 . . ?
O7A C54A H54B 111.1 . . ?
H54A C54A H54B 109.0 . . ?
C54A C55A H55A 109.5 . . ?
C54A C55A H55B 109.5 . . ?
H55A C55A H55B 109.5 . . ?
C54A C55A H55C 109.5 . . ?
H55A C55A H55C 109.5 . . ?
H55B C55A H55C 109.5 . . ?
C53 O7B C54B 119.9(19) . . ?
O7B C54B C55B 114.9(12) . . ?
O7B C54B H54C 108.5 . . ?
C55B C54B H54C 108.5 . . ?
O7B C54B H54D 108.5 . . ?
C55B C54B H54D 108.5 . . ?
H54C C54B H54D 107.5 . . ?
C54B C55B H55D 109.5 . . ?
C54B C55B H55E 109.5 . . ?
H55D C55B H55E 109.5 . . ?
C54B C55B H55F 109.5 . . ?
H55D C55B H55F 109.5 . . ?
H55E C55B H55F 109.5 . . ?
C15 S1 C14 89.4(4) . . ?
C35 S2 C34 89.5(4) . . ?
C48 S3 C45 92.1(5) . . ?
C64 S4 C63 89.4(4) . . ?
C83 S5 C84 89.1(4) . . ?
C97 S6 C94 89.5(5) . . ?
C33 Ir1 C13 95.7(3) . . ?
C33 Ir1 N2 80.5(3) . . ?
C13 Ir1 N2 99.7(3) . . ?
C33 Ir1 N1 101.6(3) . . ?
C13 Ir1 N1 80.1(3) . . ?
N2 Ir1 N1 177.9(3) . . ?
C33 Ir1 O6 174.5(3) . . ?
C13 Ir1 O6 89.7(3) . . ?
N2 Ir1 O6 99.4(3) . . ?
N1 Ir1 O6 78.5(2) . . ?
C33 Ir1 O5 88.5(3) . . ?
C13 Ir1 O5 175.8(3) . . ?
N2 Ir1 O5 80.8(2) . . ?
N1 Ir1 O5 99.2(2) . . ?
O6 Ir1 O5 86.1(2) . . ?
C62 Ir2 C82 94.8(4) . . ?
C62 Ir2 N4 99.1(3) . . ?
C82 Ir2 N4 80.1(3) . . ?
C62 Ir2 N3 79.5(3) . . ?
C82 Ir2 N3 100.8(3) . . ?
N4 Ir2 N3 178.4(3) . . ?
C62 Ir2 O12 90.2(3) . . ?
C82 Ir2 O12 174.7(3) . . ?
N4 Ir2 O12 97.4(3) . . ?
N3 Ir2 O12 81.8(3) . . ?
C62 Ir2 O11 177.1(3) . . ?
C82 Ir2 O11 87.9(3) . . ?
N4 Ir2 O11 82.3(3) . . ?
N3 Ir2 O11 99.1(3) . . ?
O12 Ir2 O11 87.1(2) . . ?

_refine_diff_density_max         3.270
_refine_diff_density_min         -1.617
_refine_diff_density_rms         0.172

_shelxl_version_number           2014-3



