# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014


data_3t

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H11 N O2 S'
_chemical_formula_sum            'C12 H11 N O2 S'
_chemical_formula_weight         233.29

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  -C2yc

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

_cell_length_a                   23.4437(15)
_cell_length_b                   7.1763(5)
_cell_length_c                   16.5008(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 129.026(3)
_cell_angle_gamma                90.00
_cell_volume                     2156.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      32.60

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9027
_exptl_absorpt_correction_T_max  0.9833
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30251
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0135
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         29.60
_reflns_number_total             3021
_reflns_number_gt                2681
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0532P)²+1.5538P] 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         3021
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0962
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.004
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.159252(16) 0.52206(4) 0.42319(2) 0.02413(10) Uani 1 1 d . . .
O1 O 0.13503(5) 0.71331(13) 0.39719(8) 0.0326(2) Uani 1 1 d . . .
O2 O 0.18401(5) 0.43369(14) 0.37182(8) 0.0327(2) Uani 1 1 d . . .
N1 N -0.11566(6) 0.14310(14) 0.39313(8) 0.0245(2) Uani 1 1 d . . .
C1 C -0.17065(7) 0.04710(17) 0.37755(10) 0.0263(2) Uani 1 1 d . . .
H1A H -0.1960 0.1022 0.3991 0.032 Uiso 1 1 calc R . .
C2 C -0.19302(7) -0.12762(17) 0.33198(10) 0.0257(2) Uani 1 1 d . . .
H2A H -0.2331 -0.1893 0.3213 0.031 Uiso 1 1 calc R . .
C3 C -0.15532(7) -0.20946(18) 0.30245(10) 0.0287(3) Uani 1 1 d . . .
H3A H -0.1685 -0.3301 0.2719 0.034 Uiso 1 1 calc R . .
C4 C -0.09801(7) -0.11301(17) 0.31809(10) 0.0262(2) Uani 1 1 d . . .
H4A H -0.0714 -0.1667 0.2982 0.031 Uiso 1 1 calc R . .
C5 C -0.07967(6) 0.06313(16) 0.36320(8) 0.0196(2) Uani 1 1 d . . .
C6 C -0.02002(6) 0.17460(15) 0.37878(8) 0.0196(2) Uani 1 1 d . . .
C7 C 0.03275(6) 0.09165(16) 0.37653(10) 0.0238(2) Uani 1 1 d . . .
H7A H 0.0317 -0.0393 0.3672 0.029 Uiso 1 1 calc R . .
C8 C 0.08675(6) 0.19787(16) 0.38779(9) 0.0238(2) Uani 1 1 d . . .
H8A H 0.1221 0.1408 0.3851 0.029 Uiso 1 1 calc R . .
C9 C 0.08855(6) 0.38804(16) 0.40302(9) 0.0218(2) Uani 1 1 d . . .
C10 C 0.03760(8) 0.47379(17) 0.40787(12) 0.0315(3) Uani 1 1 d . . .
H10A H 0.0400 0.6040 0.4200 0.038 Uiso 1 1 calc R . .
C11 C -0.01672(7) 0.36629(17) 0.39478(11) 0.0291(3) Uani 1 1 d . . .
H11A H -0.0523 0.4241 0.3967 0.035 Uiso 1 1 calc R . .
C12 C 0.23059(8) 0.50878(18) 0.55844(11) 0.0307(3) Uani 1 1 d . . .
H12A H 0.2478 0.3797 0.5779 0.046 Uiso 1 1 calc R . .
H12B H 0.2125 0.5501 0.5952 0.046 Uiso 1 1 calc R . .
H12C H 0.2712 0.5891 0.5777 0.046 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4411(9) . ?
S1 O1 1.4434(10) . ?
S1 C12 1.7569(14) . ?
S1 C9 1.7575(11) . ?
N1 C1 1.3361(15) . ?
N1 C5 1.3454(14) . ?
C1 C2 1.3842(18) . ?
C1 H1A 0.9500 . ?
C2 C3 1.3807(17) . ?
C2 H2A 0.9500 . ?
C3 C4 1.3836(17) . ?
C3 H3A 0.9500 . ?
C4 C5 1.3906(16) . ?
C4 H4A 0.9500 . ?
C5 C6 1.4862(15) . ?
C6 C11 1.3937(16) . ?
C6 C7 1.3944(15) . ?
C7 C8 1.3862(16) . ?
C7 H7A 0.9500 . ?
C8 C9 1.3835(16) . ?
C8 H8A 0.9500 . ?
C9 C10 1.3899(16) . ?
C10 C11 1.3846(17) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
O2 S1 O1 118.19(6) . . ?
O2 S1 C12 108.03(7) . . ?
O1 S1 C12 108.11(6) . . ?
O2 S1 C9 109.20(6) . . ?
O1 S1 C9 108.45(6) . . ?
C12 S1 C9 103.93(6) . . ?
C1 N1 C5 117.49(10) . . ?
N1 C1 C2 124.15(11) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
C3 C2 C1 117.98(11) . . ?
C3 C2 H2A 121.0 . . ?
C1 C2 H2A 121.0 . . ?
C2 C3 C4 118.93(11) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C3 C4 C5 119.42(11) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 122.03(10) . . ?
N1 C5 C6 116.50(10) . . ?
C4 C5 C6 121.46(10) . . ?
C11 C6 C7 118.83(10) . . ?
C11 C6 C5 119.86(10) . . ?
C7 C6 C5 121.31(10) . . ?
C8 C7 C6 120.82(11) . . ?
C8 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
C9 C8 C7 119.19(10) . . ?
C9 C8 H8A 120.4 . . ?
C7 C8 H8A 120.4 . . ?
C8 C9 C10 121.21(10) . . ?
C8 C9 S1 119.44(9) . . ?
C10 C9 S1 119.27(9) . . ?
C11 C10 C9 118.92(11) . . ?
C11 C10 H10A 120.5 . . ?
C9 C10 H10A 120.5 . . ?
C10 C11 C6 121.02(11) . . ?
C10 C11 H11A 119.5 . . ?
C6 C11 H11A 119.5 . . ?
S1 C12 H12A 109.5 . . ?
S1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        29.60
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.054
_database_code_depnum_ccdc_archive 'CCDC 972690'

data_3k

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H40 Cl2 Ir2 N4 O8 S4, 2(C H2 Cl2)'
_chemical_formula_sum            'C50 H44 Cl6 Ir2 N4 O8 S4'
_chemical_formula_weight         1554.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   22.0732(12)
_cell_length_b                   21.3598(11)
_cell_length_c                   23.0604(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10872.5(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    4310
_cell_measurement_theta_min      3.83
_cell_measurement_theta_max      67.30

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_F_000             6048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    13.963
_shelx_estimated_absorpt_T_min   0.229
_shelx_estimated_absorpt_T_max   0.873
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.301
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59052
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.459
_diffrn_reflns_theta_max         67.971
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             9726
_reflns_number_gt                6764
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0643P)²+29.6531P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9726
_refine_ls_number_parameters     699
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1111
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.015
_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
Ir1 Ir 0.05867(2) 1.06791(2) 0.23359(2) 0.02182(11) Uani 1 1 d . . . . .
Ir2 Ir 0.17803(2) 0.94673(2) 0.24201(2) 0.02341(11) Uani 1 1 d . . . . .
Cl1 Cl 0.12346(10) 1.00762(9) 0.16534(9) 0.0265(4) Uani 1 1 d . . . . .
Cl2 Cl 0.12085(10) 1.01543(9) 0.31083(9) 0.0270(4) Uani 1 1 d . . . . .
N1 N 0.1112(3) 1.1467(3) 0.2272(3) 0.0222(15) Uani 1 1 d . . . . .
C1 C -0.0110(4) 0.9491(4) 0.2049(4) 0.032(2) Uani 1 1 d . . . . .
H1A H 0.0161 0.9448 0.1731 0.038 Uiso 1 1 calc R U . . .
C2 C -0.0561(4) 0.9049(4) 0.2130(4) 0.034(2) Uani 1 1 d . . . . .
H2A H -0.0593 0.8702 0.1874 0.041 Uiso 1 1 calc R U . . .
C3 C -0.0959(4) 0.9112(4) 0.2579(5) 0.038(2) Uani 1 1 d . . . . .
H3A H -0.1282 0.8822 0.2626 0.046 Uiso 1 1 calc R U . . .
C4 C -0.0890(4) 0.9601(4) 0.2963(4) 0.031(2) Uani 1 1 d . . . . .
H4A H -0.1146 0.9632 0.3292 0.037 Uiso 1 1 calc R U . . .
C5 C -0.0443(4) 1.0047(4) 0.2868(4) 0.0285(19) Uani 1 1 d . . . . .
C6 C -0.0358(4) 1.0627(4) 0.3193(4) 0.0264(18) Uani 1 1 d . . . . .
C7 C 0.0086(4) 1.1041(4) 0.2969(4) 0.0236(18) Uani 1 1 d . . . . .
C8 C 0.0167(4) 1.1608(4) 0.3264(4) 0.0260(19) Uani 1 1 d . . . . .
H8A H 0.0456 1.1902 0.3126 0.031 Uiso 1 1 calc R U . . .
C9 C -0.0170(4) 1.1745(4) 0.3751(4) 0.0257(18) Uani 1 1 d . . . . .
C10 C -0.0601(4) 1.1332(4) 0.3969(4) 0.032(2) Uani 1 1 d . . . . .
H10A H -0.0826 1.1432 0.4308 0.039 Uiso 1 1 calc R U . . .
C11 C -0.0694(4) 1.0774(4) 0.3681(4) 0.031(2) Uani 1 1 d . . . . .
H11A H -0.0991 1.0488 0.3819 0.037 Uiso 1 1 calc R U . . .
S1 S -0.09381(12) 1.07894(12) 0.03090(10) 0.0368(5) Uani 1 1 d . . . . .
O1 O 0.0135(4) 1.2928(3) 0.3701(3) 0.055(2) Uani 1 1 d . . . . .
O2 O -0.0570(3) 1.2604(3) 0.4458(3) 0.0433(17) Uani 1 1 d . . . . .
C12 C 0.0573(5) 1.2319(5) 0.4570(5) 0.045(3) Uani 1 1 d . . . . .
H12A H 0.0909 1.2144 0.4343 0.068 Uiso 1 1 calc R U . . .
H12B H 0.0453 1.2019 0.4870 0.068 Uiso 1 1 calc R U . . .
H12C H 0.0703 1.2711 0.4752 0.068 Uiso 1 1 calc R U . . .
N2 N -0.0047(3) 0.9978(3) 0.2411(3) 0.0234(15) Uani 1 1 d . . . . .
C13 C 0.1590(4) 1.1598(4) 0.2610(4) 0.030(2) Uani 1 1 d . . . . .
H13A H 0.1712 1.1300 0.2892 0.036 Uiso 1 1 calc R U . . .
C14 C 0.1917(4) 1.2154(4) 0.2563(4) 0.034(2) Uani 1 1 d . . . . .
H14A H 0.2246 1.2238 0.2816 0.041 Uiso 1 1 calc R U . . .
C15 C 0.1752(4) 1.2579(4) 0.2144(4) 0.036(2) Uani 1 1 d . . . . .
H15A H 0.1970 1.2959 0.2099 0.043 Uiso 1 1 calc R U . . .
C16 C 0.1266(4) 1.2444(4) 0.1787(4) 0.031(2) Uani 1 1 d . . . . .
H16A H 0.1150 1.2732 0.1493 0.037 Uiso 1 1 calc R U . . .
C17 C 0.0947(4) 1.1892(4) 0.1858(4) 0.0246(18) Uani 1 1 d . . . . .
C18 C 0.0427(4) 1.1688(4) 0.1505(3) 0.0235(18) Uani 1 1 d . . . . .
C19 C 0.0182(4) 1.1096(4) 0.1672(4) 0.0247(18) Uani 1 1 d . . . . .
C20 C -0.0240(4) 1.0830(4) 0.1290(4) 0.0288(19) Uani 1 1 d . . . . .
H20A H -0.0389 1.0420 0.1360 0.035 Uiso 1 1 calc R U . . .
C21 C -0.0442(4) 1.1163(5) 0.0808(4) 0.030(2) Uani 1 1 d . . . . .
C22 C -0.0237(4) 1.1769(5) 0.0678(4) 0.034(2) Uani 1 1 d . . . . .
H22A H -0.0393 1.1999 0.0358 0.041 Uiso 1 1 calc R U . . .
C23 C 0.0208(4) 1.2019(4) 0.1041(4) 0.0276(19) Uani 1 1 d . . . . .
H23A H 0.0362 1.2426 0.0965 0.033 Uiso 1 1 calc R U . . .
S2 S -0.00462(11) 1.24658(10) 0.41094(10) 0.0315(5) Uani 1 1 d . . . . .
O3 O -0.1462(4) 1.1151(4) 0.0227(4) 0.059(2) Uani 1 1 d . . . . .
O4 O -0.1016(4) 1.0151(4) 0.0498(3) 0.054(2) Uani 1 1 d . . . . .
C24 C -0.0509(5) 1.0756(5) -0.0347(4) 0.044(3) Uani 1 1 d . . . . .
H24A H -0.0742 1.0535 -0.0645 0.066 Uiso 1 1 calc R U . . .
H24B H -0.0128 1.0533 -0.0276 0.066 Uiso 1 1 calc R U . . .
H24C H -0.0420 1.1183 -0.0480 0.066 Uiso 1 1 calc R U . . .
N3 N 0.2474(3) 1.0102(3) 0.2497(3) 0.0272(16) Uani 1 1 d . . . . .
C25 C 0.2578(4) 1.0603(4) 0.2150(4) 0.0295(19) Uani 1 1 d . . . . .
H25A H 0.2339 1.0658 0.1811 0.035 Uiso 1 1 calc R U . . .
C26 C 0.3024(4) 1.1035(4) 0.2278(4) 0.035(2) Uani 1 1 d . . . . .
H26A H 0.3097 1.1375 0.2022 0.042 Uiso 1 1 calc R U . . .
C27 C 0.3358(5) 1.0974(4) 0.2772(5) 0.039(2) Uani 1 1 d . . . . .
H27A H 0.3642 1.1288 0.2879 0.046 Uiso 1 1 calc R U . . .
C28 C 0.3279(5) 1.0450(5) 0.3115(5) 0.039(2) Uani 1 1 d . . . . .
H28A H 0.3524 1.0390 0.3449 0.046 Uiso 1 1 calc R U . . .
C29 C 0.2845(4) 1.0015(4) 0.2971(4) 0.031(2) Uani 1 1 d . . . . .
C30 C 0.2729(4) 0.9419(4) 0.3280(4) 0.033(2) Uani 1 1 d . . . . .
C31 C 0.2258(4) 0.9052(4) 0.3058(4) 0.029(2) Uani 1 1 d . . . . .
C32 C 0.2148(4) 0.8462(4) 0.3305(4) 0.029(2) Uani 1 1 d . . . . .
H32A H 0.1838 0.8199 0.3155 0.035 Uiso 1 1 calc R U . . .
C33 C 0.2490(4) 0.8272(4) 0.3760(4) 0.0282(19) Uani 1 1 d . . . . .
C34 C 0.2961(5) 0.8627(4) 0.3988(4) 0.037(2) Uani 1 1 d . . . . .
H34A H 0.3193 0.8479 0.4307 0.045 Uiso 1 1 calc R U . . .
C35 C 0.3080(5) 0.9201(5) 0.3738(5) 0.040(2) Uani 1 1 d . . . . .
H35A H 0.3405 0.9450 0.3880 0.048 Uiso 1 1 calc R U . . .
S3 S 0.23310(11) 0.75338(11) 0.40852(10) 0.0356(5) Uani 1 1 d . . . . .
O5 O 0.2106(4) 0.7127(3) 0.3644(3) 0.053(2) Uani 1 1 d . . . . .
O6 O 0.2838(4) 0.7347(4) 0.4424(4) 0.059(2) Uani 1 1 d . . . . .
C36 C 0.1737(5) 0.7691(5) 0.4568(5) 0.050(3) Uani 1 1 d . . . . .
H36A H 0.1598 0.7299 0.4743 0.075 Uiso 1 1 calc R U . . .
H36B H 0.1402 0.7888 0.4357 0.075 Uiso 1 1 calc R U . . .
H36C H 0.1880 0.7975 0.4873 0.075 Uiso 1 1 calc R U . . .
N4 N 0.1182(3) 0.8738(3) 0.2434(3) 0.0256(15) Uani 1 1 d . . . . .
C37 C 0.0749(4) 0.8674(4) 0.2846(4) 0.0290(19) Uani 1 1 d . . . . .
H37A H 0.0644 0.9023 0.3080 0.035 Uiso 1 1 calc R U . . .
C38 C 0.0453(5) 0.8101(5) 0.2934(5) 0.039(2) Uani 1 1 d . . . . .
H38A H 0.0152 0.8060 0.3226 0.047 Uiso 1 1 calc R U . . .
C39 C 0.0606(4) 0.7598(4) 0.2591(5) 0.040(2) Uani 1 1 d . . . . .
H39A H 0.0419 0.7202 0.2649 0.048 Uiso 1 1 calc R U . . .
C40 C 0.1028(5) 0.7673(4) 0.2169(4) 0.036(2) Uani 1 1 d . . . . .
H40A H 0.1127 0.7327 0.1928 0.044 Uiso 1 1 calc R U . . .
C41 C 0.1322(4) 0.8245(4) 0.2078(4) 0.029(2) Uani 1 1 d . . . . .
C42 C 0.1819(4) 0.8375(4) 0.1689(4) 0.0277(19) Uani 1 1 d . . . . .
C43 C 0.2130(4) 0.8942(4) 0.1788(4) 0.028(2) Uani 1 1 d . . . . .
C44 C 0.2587(4) 0.9116(4) 0.1417(4) 0.030(2) Uani 1 1 d . . . . .
H44A H 0.2791 0.9504 0.1469 0.037 Uiso 1 1 calc R U . . .
C45 C 0.2747(4) 0.8718(4) 0.0962(4) 0.033(2) Uani 1 1 d . . . . .
C46 C 0.2448(4) 0.8152(4) 0.0858(4) 0.033(2) Uani 1 1 d . . . . .
H46A H 0.2567 0.7888 0.0547 0.040 Uiso 1 1 calc R U . . .
C47 C 0.1985(4) 0.7991(4) 0.1212(4) 0.032(2) Uani 1 1 d . . . . .
H47A H 0.1767 0.7615 0.1141 0.039 Uiso 1 1 calc R U . . .
S4 S 0.33526(12) 0.89572(12) 0.05036(11) 0.0401(6) Uani 1 1 d . . . . .
O7 O 0.3787(4) 0.8458(4) 0.0484(4) 0.058(2) Uani 1 1 d . . . . .
O8 O 0.3566(4) 0.9561(4) 0.0696(3) 0.057(2) Uani 1 1 d . . . . .
C48 C 0.3024(6) 0.9055(6) -0.0180(5) 0.054(3) Uani 1 1 d . . . . .
H48A H 0.3335 0.9188 -0.0458 0.081 Uiso 1 1 calc R U . . .
H48B H 0.2706 0.9375 -0.0158 0.081 Uiso 1 1 calc R U . . .
H48C H 0.2847 0.8658 -0.0308 0.081 Uiso 1 1 calc R U . . .
C100 C 0.0719(5) 0.9727(6) 0.4596(7) 0.067(4) Uani 1 1 d . . . . .
H10B H 0.0696 0.9867 0.5005 0.080 Uiso 1 1 calc R U . . .
H10C H 0.0710 1.0101 0.4343 0.080 Uiso 1 1 calc R U . . .
Cl10 Cl 0.00916(19) 0.9220(2) 0.44302(18) 0.0867(12) Uani 1 1 d . . . . .
Cl11 Cl 0.14063(19) 0.92902(18) 0.44767(19) 0.0804(11) Uani 1 1 d . . . . .
C200 C 0.2016(15) 1.0742(13) 0.0405(9) 0.068(7) Uani 0.623(10) 1 d . U P A 1
H20B H 0.1994 1.0348 0.0629 0.081 Uiso 0.623(10) 1 calc R U P A 1
H20C H 0.2142 1.0636 0.0005 0.081 Uiso 0.623(10) 1 calc R U P A 1
Cl20 Cl 0.1267(4) 1.1105(3) 0.0385(3) 0.091(3) Uani 0.623(10) 1 d . . P A 1
Cl21 Cl 0.2539(4) 1.1214(5) 0.0707(3) 0.116(4) Uani 0.623(10) 1 d . . P A 1
C300 C 0.165(3) 1.081(4) 0.045(3) 0.12(3) Uani 0.377(10) 1 d . U P A 2
H30A H 0.1465 1.0684 0.0081 0.149 Uiso 0.377(10) 1 calc R U P A 2
H30B H 0.1432 1.0625 0.0781 0.149 Uiso 0.377(10) 1 calc R U P A 2
Cl30 Cl 0.1717(6) 1.1661(7) 0.0514(6) 0.110(6) Uani 0.377(10) 1 d . . P A 2
Cl31 Cl 0.2547(14) 1.0618(8) 0.0475(7) 0.164(10) Uani 0.377(10) 1 d . . P A 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C19 1.984(8) . ?
Ir1 C7 1.988(8) . ?
Ir1 N1 2.050(7) . ?
Ir1 N2 2.057(7) . ?
Ir1 Cl1 2.486(2) . ?
Ir1 Cl2 2.512(2) . ?
Ir2 C43 1.995(8) . ?
Ir2 C31 2.015(9) . ?
Ir2 N4 2.043(7) . ?
Ir2 N3 2.053(7) . ?
Ir2 Cl2 2.503(2) . ?
Ir2 Cl1 2.504(2) . ?
N1 C13 1.341(11) . ?
N1 C17 1.366(11) . ?
C1 N2 1.343(11) . ?
C1 C2 1.385(13) . ?
C1 H1A 0.9500 . ?
C2 C3 1.365(14) . ?
C2 H2A 0.9500 . ?
C3 C4 1.377(14) . ?
C3 H3A 0.9500 . ?
C4 C5 1.389(12) . ?
C4 H4A 0.9500 . ?
C5 N2 1.375(11) . ?
C5 C6 1.461(12) . ?
C6 C11 1.384(13) . ?
C6 C7 1.417(12) . ?
C7 C8 1.401(12) . ?
C8 C9 1.377(12) . ?
C8 H8A 0.9500 . ?
C9 C10 1.392(13) . ?
C9 S2 1.769(9) . ?
C10 C11 1.380(13) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
S1 O3 1.404(9) . ?
S1 O4 1.441(8) . ?
S1 C21 1.778(9) . ?
S1 C24 1.786(10) . ?
O1 S2 1.422(8) . ?
O2 S2 1.439(7) . ?
C12 S2 1.759(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.393(13) . ?
C13 H13A 0.9500 . ?
C14 C15 1.374(14) . ?
C14 H14A 0.9500 . ?
C15 C16 1.382(13) . ?
C15 H15A 0.9500 . ?
C16 C17 1.383(12) . ?
C16 H16A 0.9500 . ?
C17 C18 1.474(12) . ?
C18 C23 1.371(12) . ?
C18 C19 1.427(12) . ?
C19 C20 1.403(13) . ?
C20 C21 1.392(13) . ?
C20 H20A 0.9500 . ?
C21 C22 1.404(13) . ?
C22 C23 1.397(13) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
N3 C25 1.355(11) . ?
N3 C29 1.378(12) . ?
C25 C26 1.381(13) . ?
C25 H25A 0.9500 . ?
C26 C27 1.363(14) . ?
C26 H26A 0.9500 . ?
C27 C28 1.381(14) . ?
C27 H27A 0.9500 . ?
C28 C29 1.376(13) . ?
C28 H28A 0.9500 . ?
C29 C30 1.482(13) . ?
C30 C35 1.389(14) . ?
C30 C31 1.400(13) . ?
C31 C32 1.404(12) . ?
C32 C33 1.355(13) . ?
C32 H32A 0.9500 . ?
C33 C34 1.390(13) . ?
C33 S3 1.781(9) . ?
C34 C35 1.382(14) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
S3 O6 1.423(8) . ?
S3 O5 1.427(8) . ?
S3 C36 1.752(11) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
N4 C37 1.355(11) . ?
N4 C41 1.371(12) . ?
C37 C38 1.402(13) . ?
C37 H37A 0.9500 . ?
C38 C39 1.376(15) . ?
C38 H38A 0.9500 . ?
C39 C40 1.356(14) . ?
C39 H39A 0.9500 . ?
C40 C41 1.398(13) . ?
C40 H40A 0.9500 . ?
C41 C42 1.445(13) . ?
C42 C43 1.409(13) . ?
C42 C47 1.421(13) . ?
C43 C44 1.375(13) . ?
C44 C45 1.396(13) . ?
C44 H44A 0.9500 . ?
C45 C46 1.396(13) . ?
C45 S4 1.779(10) . ?
C46 C47 1.354(14) . ?
C46 H46A 0.9500 . ?
C47 H47A 0.9500 . ?
S4 O7 1.435(9) . ?
S4 O8 1.443(8) . ?
S4 C48 1.748(12) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C100 Cl10 1.799(13) . ?
C100 Cl11 1.803(14) . ?
C100 H10B 0.9900 . ?
C100 H10C 0.9900 . ?
C200 Cl21 1.68(3) . ?
C200 Cl20 1.83(4) . ?
C200 H20B 0.9900 . ?
C200 H20C 0.9900 . ?
C300 Cl30 1.82(7) . ?
C300 Cl31 2.02(7) . ?
C300 H30A 0.9900 . ?
C300 H30B 0.9900 . ?

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
C19 Ir1 C7 98.2(3) . . ?
C19 Ir1 N1 80.2(3) . . ?
C7 Ir1 N1 92.7(3) . . ?
C19 Ir1 N2 94.9(3) . . ?
C7 Ir1 N2 80.9(3) . . ?
N1 Ir1 N2 171.5(3) . . ?
C19 Ir1 Cl1 90.2(2) . . ?
C7 Ir1 Cl1 170.5(2) . . ?
N1 Ir1 Cl1 93.1(2) . . ?
N2 Ir1 Cl1 93.9(2) . . ?
C19 Ir1 Cl2 173.4(3) . . ?
C7 Ir1 Cl2 87.5(2) . . ?
N1 Ir1 Cl2 96.2(2) . . ?
N2 Ir1 Cl2 89.3(2) . . ?
Cl1 Ir1 Cl2 84.46(7) . . ?
C43 Ir2 C31 94.8(4) . . ?
C43 Ir2 N4 80.4(3) . . ?
C31 Ir2 N4 89.5(3) . . ?
C43 Ir2 N3 98.4(3) . . ?
C31 Ir2 N3 80.7(3) . . ?
N4 Ir2 N3 169.9(3) . . ?
C43 Ir2 Cl2 171.2(3) . . ?
C31 Ir2 Cl2 93.4(3) . . ?
N4 Ir2 Cl2 96.4(2) . . ?
N3 Ir2 Cl2 86.2(2) . . ?
C43 Ir2 Cl1 87.9(3) . . ?
C31 Ir2 Cl1 174.7(3) . . ?
N4 Ir2 Cl1 95.5(2) . . ?
N3 Ir2 Cl1 94.4(2) . . ?
Cl2 Ir2 Cl1 84.30(6) . . ?
Ir1 Cl1 Ir2 95.67(7) . . ?
Ir2 Cl2 Ir1 95.02(7) . . ?
C13 N1 C17 118.5(7) . . ?
C13 N1 Ir1 125.1(6) . . ?
C17 N1 Ir1 116.4(5) . . ?
N2 C1 C2 121.2(9) . . ?
N2 C1 H1A 119.4 . . ?
C2 C1 H1A 119.4 . . ?
C3 C2 C1 119.9(9) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C2 C3 C4 119.4(9) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
C3 C4 C5 119.9(9) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
N2 C5 C4 119.9(8) . . ?
N2 C5 C6 113.7(8) . . ?
C4 C5 C6 126.3(8) . . ?
C11 C6 C7 121.7(8) . . ?
C11 C6 C5 122.8(8) . . ?
C7 C6 C5 115.5(8) . . ?
C8 C7 C6 116.8(8) . . ?
C8 C7 Ir1 128.4(7) . . ?
C6 C7 Ir1 114.2(6) . . ?
C9 C8 C7 120.7(8) . . ?
C9 C8 H8A 119.7 . . ?
C7 C8 H8A 119.7 . . ?
C8 C9 C10 122.0(8) . . ?
C8 C9 S2 118.8(7) . . ?
C10 C9 S2 119.2(7) . . ?
C11 C10 C9 118.3(8) . . ?
C11 C10 H10A 120.8 . . ?
C9 C10 H10A 120.8 . . ?
C10 C11 C6 120.5(9) . . ?
C10 C11 H11A 119.7 . . ?
C6 C11 H11A 119.7 . . ?
O3 S1 O4 117.5(5) . . ?
O3 S1 C21 110.3(5) . . ?
O4 S1 C21 107.6(4) . . ?
O3 S1 C24 110.2(6) . . ?
O4 S1 C24 106.4(5) . . ?
C21 S1 C24 103.9(5) . . ?
S2 C12 H12A 109.5 . . ?
S2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
S2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N2 C5 119.6(8) . . ?
C1 N2 Ir1 125.6(6) . . ?
C5 N2 Ir1 114.8(6) . . ?
N1 C13 C14 122.6(9) . . ?
N1 C13 H13A 118.7 . . ?
C14 C13 H13A 118.7 . . ?
C15 C14 C13 118.7(9) . . ?
C15 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
C14 C15 C16 119.1(9) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C15 C16 C17 120.1(9) . . ?
C15 C16 H16A 120.0 . . ?
C17 C16 H16A 120.0 . . ?
N1 C17 C16 120.9(8) . . ?
N1 C17 C18 113.4(7) . . ?
C16 C17 C18 125.6(8) . . ?
C23 C18 C19 122.3(8) . . ?
C23 C18 C17 123.6(8) . . ?
C19 C18 C17 114.1(7) . . ?
C20 C19 C18 116.2(8) . . ?
C20 C19 Ir1 127.0(6) . . ?
C18 C19 Ir1 115.8(6) . . ?
C21 C20 C19 120.4(8) . . ?
C21 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?
C20 C21 C22 122.6(9) . . ?
C20 C21 S1 119.0(7) . . ?
C22 C21 S1 118.3(7) . . ?
C23 C22 C21 116.8(9) . . ?
C23 C22 H22A 121.6 . . ?
C21 C22 H22A 121.6 . . ?
C18 C23 C22 121.2(8) . . ?
C18 C23 H23A 119.4 . . ?
C22 C23 H23A 119.4 . . ?
O1 S2 O2 117.0(5) . . ?
O1 S2 C12 107.7(6) . . ?
O2 S2 C12 109.0(5) . . ?
O1 S2 C9 109.8(4) . . ?
O2 S2 C9 108.4(4) . . ?
C12 S2 C9 104.3(5) . . ?
S1 C24 H24A 109.5 . . ?
S1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
S1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 N3 C29 118.3(8) . . ?
C25 N3 Ir2 126.6(6) . . ?
C29 N3 Ir2 115.0(6) . . ?
N3 C25 C26 121.5(9) . . ?
N3 C25 H25A 119.3 . . ?
C26 C25 H25A 119.3 . . ?
C27 C26 C25 120.1(9) . . ?
C27 C26 H26A 119.9 . . ?
C25 C26 H26A 119.9 . . ?
C26 C27 C28 119.1(9) . . ?
C26 C27 H27A 120.5 . . ?
C28 C27 H27A 120.5 . . ?
C29 C28 C27 119.8(10) . . ?
C29 C28 H28A 120.1 . . ?
C27 C28 H28A 120.1 . . ?
C28 C29 N3 120.9(9) . . ?
C28 C29 C30 125.8(9) . . ?
N3 C29 C30 113.3(8) . . ?
C35 C30 C31 120.4(9) . . ?
C35 C30 C29 123.9(9) . . ?
C31 C30 C29 115.6(8) . . ?
C30 C31 C32 118.8(9) . . ?
C30 C31 Ir2 114.2(7) . . ?
C32 C31 Ir2 126.9(7) . . ?
C33 C32 C31 119.1(9) . . ?
C33 C32 H32A 120.5 . . ?
C31 C32 H32A 120.5 . . ?
C32 C33 C34 123.2(9) . . ?
C32 C33 S3 118.8(7) . . ?
C34 C33 S3 118.1(7) . . ?
C35 C34 C33 117.9(9) . . ?
C35 C34 H34A 121.0 . . ?
C33 C34 H34A 121.0 . . ?
C34 C35 C30 120.5(9) . . ?
C34 C35 H35A 119.7 . . ?
C30 C35 H35A 119.7 . . ?
O6 S3 O5 119.7(5) . . ?
O6 S3 C36 107.1(6) . . ?
O5 S3 C36 108.0(6) . . ?
O6 S3 C33 108.9(5) . . ?
O5 S3 C33 107.9(4) . . ?
C36 S3 C33 104.2(5) . . ?
S3 C36 H36A 109.5 . . ?
S3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
S3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C37 N4 C41 120.1(7) . . ?
C37 N4 Ir2 123.0(6) . . ?
C41 N4 Ir2 115.5(6) . . ?
N4 C37 C38 121.2(9) . . ?
N4 C37 H37A 119.4 . . ?
C38 C37 H37A 119.4 . . ?
C39 C38 C37 119.0(9) . . ?
C39 C38 H38A 120.5 . . ?
C37 C38 H38A 120.5 . . ?
C40 C39 C38 119.2(9) . . ?
C40 C39 H39A 120.4 . . ?
C38 C39 H39A 120.4 . . ?
C39 C40 C41 122.0(9) . . ?
C39 C40 H40A 119.0 . . ?
C41 C40 H40A 119.0 . . ?
N4 C41 C40 118.5(9) . . ?
N4 C41 C42 113.2(8) . . ?
C40 C41 C42 127.9(9) . . ?
C43 C42 C47 119.8(8) . . ?
C43 C42 C41 115.8(8) . . ?
C47 C42 C41 124.4(8) . . ?
C44 C43 C42 119.3(8) . . ?
C44 C43 Ir2 125.9(7) . . ?
C42 C43 Ir2 114.4(7) . . ?
C43 C44 C45 119.2(8) . . ?
C43 C44 H44A 120.4 . . ?
C45 C44 H44A 120.4 . . ?
C44 C45 C46 122.4(9) . . ?
C44 C45 S4 117.5(7) . . ?
C46 C45 S4 120.1(8) . . ?
C47 C46 C45 118.3(9) . . ?
C47 C46 H46A 120.8 . . ?
C45 C46 H46A 120.8 . . ?
C46 C47 C42 120.9(8) . . ?
C46 C47 H47A 119.5 . . ?
C42 C47 H47A 119.5 . . ?
O7 S4 O8 117.1(6) . . ?
O7 S4 C48 109.7(6) . . ?
O8 S4 C48 107.8(6) . . ?
O7 S4 C45 107.9(5) . . ?
O8 S4 C45 108.6(5) . . ?
C48 S4 C45 105.0(5) . . ?
S4 C48 H48A 109.5 . . ?
S4 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
S4 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
Cl10 C100 Cl11 107.7(8) . . ?
Cl10 C100 H10B 110.2 . . ?
Cl11 C100 H10B 110.2 . . ?
Cl10 C100 H10C 110.2 . . ?
Cl11 C100 H10C 110.2 . . ?
H10B C100 H10C 108.5 . . ?
Cl21 C200 Cl20 112.1(17) . . ?
Cl21 C200 H20B 109.2 . . ?
Cl20 C200 H20B 109.2 . . ?
Cl21 C200 H20C 109.2 . . ?
Cl20 C200 H20C 109.2 . . ?
H20B C200 H20C 107.9 . . ?
Cl30 C300 Cl31 97(3) . . ?
Cl30 C300 H30A 112.3 . . ?
Cl31 C300 H30A 112.3 . . ?
Cl30 C300 H30B 112.3 . . ?
Cl31 C300 H30B 112.3 . . ?
H30A C300 H30B 109.9 . . ?

_refine_diff_density_max         2.235
_refine_diff_density_min         -1.325
_refine_diff_density_rms         0.188

_shelxl_version_number           2013-2


_database_code_depnum_ccdc_archive 'CCDC 972691'

data_ce194

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H17 N O2 S'
_chemical_formula_sum            'C15 H17 N O2 S'
_chemical_formula_weight         275.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.2664(12)
_cell_length_b                   6.1121(4)
_cell_length_c                   22.0876(11)
_cell_angle_alpha                90
_cell_angle_beta                 110.398(2)
_cell_angle_gamma                90
_cell_volume                     2817.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3332
_cell_measurement_theta_min      4.24
_cell_measurement_theta_max      67.55

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.019
_shelx_estimated_absorpt_T_min   0.676
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_T_max  0.886
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7450
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.237
_diffrn_reflns_theta_max         68.005
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2523
_reflns_number_gt                2228
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0649P)²+0.7449P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2523
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.1068
_refine_ls_wR_factor_gt          0.1024
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_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
N1 N 0.40950(7) 0.0047(2) -0.10345(7) 0.0475(3) Uani 1 1 d . . . . .
C1 C 0.41782(9) -0.0575(3) -0.15836(9) 0.0544(4) Uani 1 1 d . . . . .
H1A H 0.4061 -0.1993 -0.1730 0.065 Uiso 1 1 calc R U . . .
C2 C 0.44255(9) 0.0747(3) -0.19422(8) 0.0565(4) Uani 1 1 d . . . . .
H2A H 0.4465 0.0247 -0.2324 0.068 Uiso 1 1 calc R U . . .
C3 C 0.46141(8) 0.2833(4) -0.17210(8) 0.0569(5) Uani 1 1 d . . . . .
H3A H 0.4793 0.3761 -0.1946 0.068 Uiso 1 1 calc R U . . .
C4 C 0.45332(8) 0.3520(3) -0.11598(8) 0.0484(4) Uani 1 1 d . . . . .
H4A H 0.4658 0.4921 -0.1001 0.058 Uiso 1 1 calc R U . . .
C5 C 0.42640(7) 0.2104(3) -0.08330(7) 0.0397(3) Uani 1 1 d . . . . .
C6 C 0.41382(7) 0.2807(2) -0.02435(7) 0.0385(3) Uani 1 1 d . . . . .
C7 C 0.39254(8) 0.4927(2) -0.01940(8) 0.0434(4) Uani 1 1 d . . . . .
H7A H 0.3881 0.5928 -0.0524 0.052 Uiso 1 1 calc R U . . .
C8 C 0.37806(8) 0.5551(3) 0.03398(8) 0.0431(3) Uani 1 1 d . . . . .
H8A H 0.3634 0.6960 0.0367 0.052 Uiso 1 1 calc R U . . .
C9 C 0.38546(7) 0.4069(2) 0.08364(7) 0.0389(3) Uani 1 1 d . . . . .
C10 C 0.40779(7) 0.1960(2) 0.08038(7) 0.0415(3) Uani 1 1 d . . . . .
H10A H 0.4134 0.0979 0.1141 0.050 Uiso 1 1 calc R U . . .
C11 C 0.42147(7) 0.1343(2) 0.02638(7) 0.0418(3) Uani 1 1 d . . . . .
H11A H 0.4360 -0.0068 0.0238 0.050 Uiso 1 1 calc R U . . .
S1 S 0.37043(2) 0.49529(6) 0.15346(2) 0.04106(16) Uani 1 1 d . . . . .
O1 O 0.37802(6) 0.7295(2) 0.15677(6) 0.0548(3) Uani 1 1 d . . . . .
O2 O 0.40952(6) 0.3649(2) 0.20683(5) 0.0564(3) Uani 1 1 d . . . . .
C12 C 0.28687(8) 0.4362(3) 0.14090(8) 0.0476(4) Uani 1 1 d . . . . .
C13 C 0.24466(9) 0.5553(4) 0.08013(10) 0.0650(5) Uani 1 1 d . . . . .
H13A H 0.2505 0.4913 0.0429 0.098 Uiso 1 1 calc R U . . .
H13B H 0.2564 0.7071 0.0829 0.098 Uiso 1 1 calc R U . . .
H13C H 0.2005 0.5424 0.0764 0.098 Uiso 1 1 calc R U . . .
C14 C 0.27599(12) 0.5271(4) 0.20060(11) 0.0758(6) Uani 1 1 d . . . . .
H14A H 0.2327 0.4978 0.1977 0.114 Uiso 1 1 calc R U . . .
H14B H 0.2832 0.6822 0.2030 0.114 Uiso 1 1 calc R U . . .
H14C H 0.3052 0.4584 0.2386 0.114 Uiso 1 1 calc R U . . .
C15 C 0.27652(10) 0.1898(3) 0.13519(12) 0.0724(6) Uani 1 1 d . . . . .
H15A H 0.3057 0.1196 0.1729 0.109 Uiso 1 1 calc R U . . .
H15B H 0.2841 0.1376 0.0975 0.109 Uiso 1 1 calc R U . . .
H15C H 0.2333 0.1568 0.1316 0.109 Uiso 1 1 calc R 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
N1 C5 1.343(2) . ?
N1 C1 1.344(2) . ?
C1 C2 1.374(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.377(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.379(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.390(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.488(2) . ?
C6 C11 1.397(2) . ?
C6 C7 1.397(2) . ?
C7 C8 1.380(2) . ?
C7 H7A 0.9300 . ?
C8 C9 1.388(2) . ?
C8 H8A 0.9300 . ?
C9 C10 1.392(2) . ?
C9 S1 1.7727(15) . ?
C10 C11 1.382(2) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
S1 O2 1.4378(12) . ?
S1 O1 1.4402(12) . ?
S1 C12 1.8190(16) . ?
C12 C15 1.522(2) . ?
C12 C14 1.526(3) . ?
C12 C13 1.528(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
C5 N1 C1 116.95(15) . . ?
N1 C1 C2 124.24(18) . . ?
N1 C1 H1A 117.9 . . ?
C2 C1 H1A 117.9 . . ?
C1 C2 C3 118.30(17) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C2 C3 C4 118.79(16) . . ?
C2 C3 H3A 120.6 . . ?
C4 C3 H3A 120.6 . . ?
C3 C4 C5 119.49(17) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 122.19(15) . . ?
N1 C5 C6 116.36(13) . . ?
C4 C5 C6 121.45(14) . . ?
C11 C6 C7 118.76(14) . . ?
C11 C6 C5 120.65(14) . . ?
C7 C6 C5 120.58(13) . . ?
C8 C7 C6 120.65(14) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C7 C8 C9 119.74(14) . . ?
C7 C8 H8A 120.1 . . ?
C9 C8 H8A 120.1 . . ?
C8 C9 C10 120.65(14) . . ?
C8 C9 S1 118.83(12) . . ?
C10 C9 S1 120.42(11) . . ?
C11 C10 C9 119.15(13) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
C10 C11 C6 121.04(14) . . ?
C10 C11 H11A 119.5 . . ?
C6 C11 H11A 119.5 . . ?
O2 S1 O1 118.85(8) . . ?
O2 S1 C9 107.48(7) . . ?
O1 S1 C9 107.03(7) . . ?
O2 S1 C12 108.05(8) . . ?
O1 S1 C12 107.50(8) . . ?
C9 S1 C12 107.46(7) . . ?
C15 C12 C14 111.50(17) . . ?
C15 C12 C13 111.69(17) . . ?
C14 C12 C13 110.57(17) . . ?
C15 C12 S1 109.05(12) . . ?
C14 C12 S1 104.95(13) . . ?
C13 C12 S1 108.83(12) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.084

_shelxl_version_number           2013-2



_database_code_depnum_ccdc_archive 'CCDC 972692'

data_ce206

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H22 F2 Ir N4, F6 P'
_chemical_formula_sum            'C32 H22 F8 Ir N4 P'
_chemical_formula_weight         837.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'

_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'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   13.9523(9)
_cell_length_b                   13.9523(9)
_cell_length_c                   26.0654(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4394.3(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9636
_cell_measurement_theta_min      3.66
_cell_measurement_theta_max      68.01

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_F_000             2436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    10.083
_shelx_estimated_absorpt_T_min   0.279
_shelx_estimated_absorpt_T_max   0.583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.230
_exptl_absorpt_correction_T_max  0.546
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67974
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.658
_diffrn_reflns_theta_max         68.273
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5359
_reflns_number_gt                5311
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.998

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0246P)²+2.0036P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2290 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.007(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5359
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0172
_refine_ls_R_factor_gt           0.0170
_refine_ls_wR_factor_ref         0.0437
_refine_ls_wR_factor_gt          0.0436
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_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
Ir1 Ir 0.56040(2) 0.89477(2) 0.00827(2) 0.01529(6) Uani 1 1 d . . . . .
N1 N 0.6956(2) 1.0309(2) 0.04571(11) 0.0190(6) Uani 1 1 d . . . . .
N2 N 0.7016(3) 0.9085(3) -0.03096(12) 0.0200(7) Uani 1 1 d . . . . .
C1 C 0.6868(3) 1.0891(3) 0.08482(14) 0.0229(7) Uani 1 1 d . . . . .
H1A H 0.6151 1.0725 0.0957 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7787(3) 1.1726(3) 0.10980(15) 0.0274(8) Uani 1 1 d . . . . .
H2A H 0.7701 1.2129 0.1371 0.033 Uiso 1 1 calc R U . . .
C3 C 0.8818(3) 1.1955(3) 0.09428(15) 0.0284(8) Uani 1 1 d . . . . .
H3A H 0.9457 1.2506 0.1115 0.034 Uiso 1 1 calc R U . . .
C4 C 0.8926(3) 1.1388(3) 0.05371(16) 0.0265(9) Uani 1 1 d . . . . .
H4A H 0.9640 1.1555 0.0423 0.032 Uiso 1 1 calc R U . . .
C5 C 0.7982(3) 1.0567(3) 0.02944(14) 0.0206(7) Uani 1 1 d . . . . .
C6 C 0.8013(3) 0.9922(3) -0.01463(15) 0.0204(8) Uani 1 1 d . . . . .
C7 C 0.8987(3) 1.0149(3) -0.03939(17) 0.0265(9) Uani 1 1 d . . . . .
H7A H 0.9678 1.0732 -0.0276 0.032 Uiso 1 1 calc R U . . .
C8 C 0.8944(4) 0.9523(4) -0.08127(17) 0.0313(9) Uani 1 1 d . . . . .
H8A H 0.9602 0.9682 -0.0990 0.038 Uiso 1 1 calc R U . . .
C9 C 0.7938(3) 0.8666(4) -0.09703(17) 0.0292(9) Uani 1 1 d . . . . .
H9A H 0.7893 0.8217 -0.1254 0.035 Uiso 1 1 calc R U . . .
C10 C 0.6985(3) 0.8465(3) -0.07079(15) 0.0267(8) Uani 1 1 d . . . . .
H10A H 0.6291 0.7869 -0.0815 0.032 Uiso 1 1 calc R U . . .
N3 N 0.5533(2) 0.7747(3) 0.05593(12) 0.0184(6) Uani 1 1 d . . . . .
C11 C 0.6041(3) 0.7939(3) 0.10210(15) 0.0230(8) Uani 1 1 d . . . . .
H11A H 0.6507 0.8683 0.1128 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5908(3) 0.7099(4) 0.13415(16) 0.0275(8) Uani 1 1 d . . . . .
H12A H 0.6264 0.7258 0.1666 0.033 Uiso 1 1 calc R U . . .
C13 C 0.5250(3) 0.6024(4) 0.11815(16) 0.0301(9) Uani 1 1 d . . . . .
H13A H 0.5165 0.5431 0.1392 0.036 Uiso 1 1 calc R U . . .
C14 C 0.4715(3) 0.5806(3) 0.07175(16) 0.0275(9) Uani 1 1 d . . . . .
H14A H 0.4250 0.5063 0.0609 0.033 Uiso 1 1 calc R U . . .
C15 C 0.4856(3) 0.6681(3) 0.04050(15) 0.0216(7) Uani 1 1 d . . . . .
C16 C 0.4309(3) 0.6581(3) -0.00865(14) 0.0208(7) Uani 1 1 d . . . . .
C17 C 0.4504(3) 0.7591(3) -0.03008(14) 0.0186(7) Uani 1 1 d . . . . .
C18 C 0.4021(3) 0.7551(3) -0.07774(14) 0.0206(7) Uani 1 1 d . . . . .
H18A H 0.4123 0.8209 -0.0935 0.025 Uiso 1 1 calc R U . . .
C19 C 0.3396(3) 0.6539(3) -0.10128(15) 0.0253(8) Uani 1 1 d . . . . .
C20 C 0.3193(3) 0.5550(3) -0.08113(17) 0.0283(9) Uani 1 1 d . . . . .
H20A H 0.2753 0.4874 -0.0989 0.034 Uiso 1 1 calc R U . . .
C21 C 0.3656(3) 0.5573(3) -0.03346(16) 0.0264(9) Uani 1 1 d . . . . .
H21A H 0.3528 0.4903 -0.0179 0.032 Uiso 1 1 calc R U . . .
F1 F 0.2961(2) 0.6525(2) -0.14875(9) 0.0336(6) Uani 1 1 d . . . . .
N4 N 0.5451(3) 1.0052(2) -0.03827(12) 0.0196(6) Uani 1 1 d . . . . .
C22 C 0.6022(3) 1.0503(3) -0.08163(15) 0.0273(9) Uani 1 1 d . . . . .
H22A H 0.6531 1.0284 -0.0931 0.033 Uiso 1 1 calc R U . . .
C23 C 0.5902(4) 1.1268(4) -0.11017(17) 0.0330(10) Uani 1 1 d . . . . .
H23A H 0.6316 1.1569 -0.1407 0.040 Uiso 1 1 calc R U . . .
C24 C 0.5168(4) 1.1584(4) -0.09329(18) 0.0369(11) Uani 1 1 d . . . . .
H24A H 0.5079 1.2120 -0.1119 0.044 Uiso 1 1 calc R U . . .
C25 C 0.4562(4) 1.1125(4) -0.04935(17) 0.0310(10) Uani 1 1 d . . . . .
H25A H 0.4052 1.1340 -0.0376 0.037 Uiso 1 1 calc R U . . .
C26 C 0.4701(3) 1.0345(3) -0.02220(14) 0.0210(8) Uani 1 1 d . . . . .
C27 C 0.4103(3) 0.9784(3) 0.02438(14) 0.0206(7) Uani 1 1 d . . . . .
C28 C 0.4394(3) 0.9033(3) 0.04605(14) 0.0177(7) Uani 1 1 d . . . . .
C29 C 0.3861(3) 0.8506(3) 0.09189(14) 0.0225(7) Uani 1 1 d . . . . .
H29A H 0.4026 0.7996 0.1081 0.027 Uiso 1 1 calc R U . . .
C30 C 0.3096(3) 0.8742(3) 0.11296(15) 0.0253(8) Uani 1 1 d . . . . .
C31 C 0.2784(3) 0.9441(4) 0.09154(16) 0.0290(9) Uani 1 1 d . . . . .
H31A H 0.2230 0.9553 0.1069 0.035 Uiso 1 1 calc R U . . .
C32 C 0.3310(4) 0.9981(4) 0.04666(16) 0.0260(9) Uani 1 1 d . . . . .
H32A H 0.3128 1.0485 0.0311 0.031 Uiso 1 1 calc R U . . .
F2 F 0.2620(2) 0.8256(2) 0.15877(9) 0.0359(5) Uani 1 1 d . . . . .
P1 P 0.23147(8) 0.21965(8) -0.09978(4) 0.0277(2) Uani 1 1 d . . . . .
F10 F 0.3154(3) 0.3184(2) -0.13645(11) 0.0508(8) Uani 1 1 d . . . . .
F11 F 0.1885(3) 0.2972(3) -0.07781(16) 0.0695(11) Uani 1 1 d . . . . .
F12 F 0.1414(3) 0.1768(3) -0.14395(17) 0.0863(13) Uani 1 1 d . . . . .
F13 F 0.2760(3) 0.1419(3) -0.12055(11) 0.0523(8) Uani 1 1 d . . . . .
F14 F 0.3234(2) 0.2616(3) -0.05631(12) 0.0552(8) Uani 1 1 d . . . . .
F15 F 0.1487(2) 0.1227(2) -0.06260(13) 0.0489(8) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C17 2.008(4) . ?
Ir1 C28 2.008(4) . ?
Ir1 N3 2.048(3) . ?
Ir1 N4 2.054(3) . ?
Ir1 N1 2.130(3) . ?
Ir1 N2 2.141(3) . ?
N1 C1 1.347(5) . ?
N1 C5 1.358(5) . ?
N2 C10 1.338(5) . ?
N2 C6 1.362(5) . ?
C1 C2 1.390(6) . ?
C1 H1A 0.9500 . ?
C2 C3 1.369(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.374(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.393(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.474(5) . ?
C6 C7 1.391(6) . ?
C7 C8 1.381(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.376(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.393(6) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
N3 C11 1.353(5) . ?
N3 C15 1.365(5) . ?
C11 C12 1.374(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.375(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.373(6) . ?
C13 H13A 0.9500 . ?
C14 C15 1.396(6) . ?
C14 H14A 0.9500 . ?
C15 C16 1.462(6) . ?
C16 C21 1.394(5) . ?
C16 C17 1.411(5) . ?
C17 C18 1.401(5) . ?
C18 C19 1.378(5) . ?
C18 H18A 0.9500 . ?
C19 C20 1.366(6) . ?
C19 F1 1.374(5) . ?
C20 C21 1.394(6) . ?
C20 H20A 0.9500 . ?
C21 H21A 0.9500 . ?
N4 C22 1.344(5) . ?
N4 C26 1.366(5) . ?
C22 C23 1.379(6) . ?
C22 H22A 0.9500 . ?
C23 C24 1.374(7) . ?
C23 H23A 0.9500 . ?
C24 C25 1.377(7) . ?
C24 H24A 0.9500 . ?
C25 C26 1.392(6) . ?
C25 H25A 0.9500 . ?
C26 C27 1.459(5) . ?
C27 C32 1.392(6) . ?
C27 C28 1.418(5) . ?
C28 C29 1.405(5) . ?
C29 C30 1.379(6) . ?
C29 H29A 0.9500 . ?
C30 F2 1.370(5) . ?
C30 C31 1.371(6) . ?
C31 C32 1.386(6) . ?
C31 H31A 0.9500 . ?
C32 H32A 0.9500 . ?
P1 F11 1.583(3) . ?
P1 F12 1.584(3) . ?
P1 F14 1.588(3) . ?
P1 F13 1.590(3) . ?
P1 F15 1.594(3) . ?
P1 F10 1.603(3) . ?

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
C17 Ir1 C28 91.78(15) . . ?
C17 Ir1 N3 80.17(14) . . ?
C28 Ir1 N3 93.03(14) . . ?
C17 Ir1 N4 95.51(14) . . ?
C28 Ir1 N4 80.77(14) . . ?
N3 Ir1 N4 172.38(12) . . ?
C17 Ir1 N1 170.94(13) . . ?
C28 Ir1 N1 96.79(13) . . ?
N3 Ir1 N1 96.36(12) . . ?
N4 Ir1 N1 88.81(11) . . ?
C17 Ir1 N2 94.70(13) . . ?
C28 Ir1 N2 172.58(13) . . ?
N3 Ir1 N2 91.65(12) . . ?
N4 Ir1 N2 94.98(12) . . ?
N1 Ir1 N2 76.95(12) . . ?
C1 N1 C5 118.6(3) . . ?
C1 N1 Ir1 125.3(3) . . ?
C5 N1 Ir1 116.1(2) . . ?
C10 N2 C6 119.0(3) . . ?
C10 N2 Ir1 125.6(3) . . ?
C6 N2 Ir1 115.3(2) . . ?
N1 C1 C2 122.4(4) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C3 C2 C1 118.6(4) . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 H2A 120.7 . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 C5 119.5(4) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 121.0(4) . . ?
N1 C5 C6 115.5(3) . . ?
C4 C5 C6 123.5(4) . . ?
N2 C6 C7 120.9(3) . . ?
N2 C6 C5 116.0(3) . . ?
C7 C6 C5 123.1(3) . . ?
C8 C7 C6 119.6(4) . . ?
C8 C7 H7A 120.2 . . ?
C6 C7 H7A 120.2 . . ?
C9 C8 C7 119.3(4) . . ?
C9 C8 H8A 120.4 . . ?
C7 C8 H8A 120.4 . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 H9A 120.5 . . ?
C10 C9 H9A 120.5 . . ?
N2 C10 C9 122.2(4) . . ?
N2 C10 H10A 118.9 . . ?
C9 C10 H10A 118.9 . . ?
C11 N3 C15 119.1(3) . . ?
C11 N3 Ir1 124.8(3) . . ?
C15 N3 Ir1 115.9(2) . . ?
N3 C11 C12 122.5(4) . . ?
N3 C11 H11A 118.7 . . ?
C12 C11 H11A 118.7 . . ?
C11 C12 C13 118.5(4) . . ?
C11 C12 H12A 120.7 . . ?
C13 C12 H12A 120.7 . . ?
C14 C13 C12 120.1(4) . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C13 C14 C15 119.8(4) . . ?
C13 C14 H14A 120.1 . . ?
C15 C14 H14A 120.1 . . ?
N3 C15 C14 119.9(4) . . ?
N3 C15 C16 114.0(3) . . ?
C14 C15 C16 126.1(4) . . ?
C21 C16 C17 121.8(3) . . ?
C21 C16 C15 123.3(3) . . ?
C17 C16 C15 114.9(3) . . ?
C18 C17 C16 117.5(3) . . ?
C18 C17 Ir1 127.2(3) . . ?
C16 C17 Ir1 114.8(3) . . ?
C19 C18 C17 118.8(3) . . ?
C19 C18 H18A 120.6 . . ?
C17 C18 H18A 120.6 . . ?
C20 C19 F1 117.7(4) . . ?
C20 C19 C18 124.6(4) . . ?
F1 C19 C18 117.6(3) . . ?
C19 C20 C21 117.4(4) . . ?
C19 C20 H20A 121.3 . . ?
C21 C20 H20A 121.3 . . ?
C20 C21 C16 119.9(4) . . ?
C20 C21 H21A 120.1 . . ?
C16 C21 H21A 120.1 . . ?
C22 N4 C26 118.8(3) . . ?
C22 N4 Ir1 126.0(3) . . ?
C26 N4 Ir1 115.2(2) . . ?
N4 C22 C23 122.9(4) . . ?
N4 C22 H22A 118.6 . . ?
C23 C22 H22A 118.6 . . ?
C24 C23 C22 118.3(4) . . ?
C24 C23 H23A 120.8 . . ?
C22 C23 H23A 120.8 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24A 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C24 C25 C26 119.5(4) . . ?
C24 C25 H25A 120.2 . . ?
C26 C25 H25A 120.2 . . ?
N4 C26 C25 120.4(4) . . ?
N4 C26 C27 114.4(3) . . ?
C25 C26 C27 125.2(4) . . ?
C32 C27 C28 121.9(4) . . ?
C32 C27 C26 122.7(4) . . ?
C28 C27 C26 115.4(3) . . ?
C29 C28 C27 117.0(3) . . ?
C29 C28 Ir1 128.8(3) . . ?
C27 C28 Ir1 114.1(3) . . ?
C30 C29 C28 119.0(4) . . ?
C30 C29 H29A 120.5 . . ?
C28 C29 H29A 120.5 . . ?
F2 C30 C31 117.4(4) . . ?
F2 C30 C29 118.1(4) . . ?
C31 C30 C29 124.5(4) . . ?
C30 C31 C32 117.4(4) . . ?
C30 C31 H31A 121.3 . . ?
C32 C31 H31A 121.3 . . ?
C31 C32 C27 120.1(4) . . ?
C31 C32 H32A 119.9 . . ?
C27 C32 H32A 119.9 . . ?
F11 P1 F12 91.2(3) . . ?
F11 P1 F14 90.1(2) . . ?
F12 P1 F14 178.6(2) . . ?
F11 P1 F13 178.6(2) . . ?
F12 P1 F13 90.1(2) . . ?
F14 P1 F13 88.58(19) . . ?
F11 P1 F15 89.93(16) . . ?
F12 P1 F15 91.2(2) . . ?
F14 P1 F15 89.31(17) . . ?
F13 P1 F15 89.58(15) . . ?
F11 P1 F10 89.54(16) . . ?
F12 P1 F10 89.5(2) . . ?
F14 P1 F10 90.02(17) . . ?
F13 P1 F10 90.94(16) . . ?
F15 P1 F10 179.15(19) . . ?

_refine_diff_density_max         0.795
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.075

_shelxl_version_number           2013-2




_database_code_depnum_ccdc_archive 'CCDC 972693'

data_ce206

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'4(C32 H22 F2 Ir N4), 4(F6 P), C4 H10 O, 2(C H2 Cl2)'
_chemical_formula_sum            'C134 H102 Cl4 F32 Ir4 N16 O P4'
_chemical_formula_weight         3594.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   14.2353(6)
_cell_length_b                   16.2890(7)
_cell_length_c                   17.6451(7)
_cell_angle_alpha                66.1650(10)
_cell_angle_beta                 81.642(2)
_cell_angle_gamma                67.3900(10)
_cell_volume                     3454.7(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9872
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      67.88

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_F_000             1750
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    9.298
_shelx_estimated_absorpt_T_min   0.139
_shelx_estimated_absorpt_T_max   0.562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.270
_exptl_absorpt_correction_T_max  0.522
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23674
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.179
_diffrn_reflns_theta_max         68.224
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             11699
_reflns_number_gt                10552
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0677P)²+6.5903P] 
 where P=(Fo²+2Fc²)/3 
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11699
_refine_ls_number_parameters     906
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1120
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.037
_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
Ir1A Ir 0.64242(2) 0.24133(2) 0.01923(2) 0.03580(8) Uani 1 1 d . . . . .
N1A N 0.4918(3) 0.3091(3) -0.0317(3) 0.0418(9) Uani 1 1 d . . . . .
N2A N 0.6579(3) 0.2049(3) -0.0866(3) 0.0395(9) Uani 1 1 d . . . . .
C1A C 0.4101(4) 0.3598(4) 0.0005(4) 0.0551(14) Uani 1 1 d . . . . .
H1AA H 0.4184 0.3665 0.0487 0.066 Uiso 1 1 calc R U . . .
C2A C 0.3151(5) 0.4020(5) -0.0348(5) 0.0694(18) Uani 1 1 d . . . . .
H2AA H 0.2601 0.4371 -0.0113 0.083 Uiso 1 1 calc R U . . .
C3A C 0.3024(5) 0.3913(6) -0.1056(5) 0.075(2) Uani 1 1 d . . . . .
H3AA H 0.2385 0.4189 -0.1305 0.090 Uiso 1 1 calc R U . . .
C4A C 0.3856(5) 0.3392(5) -0.1395(5) 0.0679(17) Uani 1 1 d . . . . .
H4AA H 0.3784 0.3323 -0.1879 0.081 Uiso 1 1 calc R U . . .
C5A C 0.4797(4) 0.2974(4) -0.1007(3) 0.0467(12) Uani 1 1 d . . . . .
C6A C 0.5736(4) 0.2410(4) -0.1325(3) 0.0458(11) Uani 1 1 d . . . . .
C7A C 0.5760(5) 0.2246(5) -0.2037(4) 0.0632(16) Uani 1 1 d . . . . .
H7AA H 0.5167 0.2494 -0.2346 0.076 Uiso 1 1 calc R U . . .
C8A C 0.6667(6) 0.1710(6) -0.2289(4) 0.0732(19) Uani 1 1 d . . . . .
H8AA H 0.6689 0.1589 -0.2765 0.088 Uiso 1 1 calc R U . . .
C9A C 0.7538(5) 0.1357(5) -0.1829(4) 0.0642(16) Uani 1 1 d . . . . .
H9AA H 0.8160 0.1006 -0.1994 0.077 Uiso 1 1 calc R U . . .
C10A C 0.7466(4) 0.1534(4) -0.1119(4) 0.0520(13) Uani 1 1 d . . . . .
H10A H 0.8051 0.1290 -0.0802 0.062 Uiso 1 1 calc R U . . .
N3A N 0.6918(3) 0.3520(3) -0.0514(2) 0.0381(9) Uani 1 1 d . . . . .
C11A C 0.6330(4) 0.4396(4) -0.1029(3) 0.0471(12) Uani 1 1 d . . . . .
H11A H 0.5647 0.4514 -0.1091 0.057 Uiso 1 1 calc R U . . .
C12A C 0.6694(5) 0.5117(4) -0.1462(3) 0.0573(14) Uani 1 1 d . . . . .
H12A H 0.6267 0.5714 -0.1811 0.069 Uiso 1 1 calc R U . . .
C13A C 0.7709(5) 0.4945(5) -0.1375(4) 0.0586(15) Uani 1 1 d . . . . .
H13A H 0.7975 0.5426 -0.1662 0.070 Uiso 1 1 calc R U . . .
C14A C 0.8320(5) 0.4052(4) -0.0855(4) 0.0534(13) Uani 1 1 d . . . . .
H14A H 0.9004 0.3929 -0.0791 0.064 Uiso 1 1 calc R U . . .
C15A C 0.7929(4) 0.3338(4) -0.0427(3) 0.0423(11) Uani 1 1 d . . . . .
C16A C 0.8482(4) 0.2358(4) 0.0148(3) 0.0490(12) Uani 1 1 d . . . . .
C17A C 0.7897(4) 0.1790(4) 0.0536(3) 0.0458(12) Uani 1 1 d . . . . .
C18A C 0.8389(5) 0.0850(4) 0.1096(4) 0.0641(16) Uani 1 1 d . . . . .
H18A H 0.8026 0.0448 0.1375 0.077 Uiso 1 1 calc R U . . .
C19A C 0.9426(6) 0.0532(6) 0.1226(5) 0.088(3) Uani 1 1 d . . . . .
C20A C 1.0004(6) 0.1076(6) 0.0843(6) 0.099(3) Uani 1 1 d . . . . .
H20A H 1.0701 0.0827 0.0942 0.119 Uiso 1 1 calc R U . . .
C21A C 0.9525(5) 0.2017(6) 0.0300(5) 0.0732(19) Uani 1 1 d . . . . .
H21A H 0.9897 0.2415 0.0040 0.088 Uiso 1 1 calc R U . . .
F1A F 0.9897(3) -0.0384(3) 0.1757(4) 0.147(3) Uani 1 1 d . . . . .
N4A N 0.6008(4) 0.1291(3) 0.1014(3) 0.0484(10) Uani 1 1 d . . . . .
C22A C 0.5980(5) 0.0572(4) 0.0850(4) 0.0644(16) Uani 1 1 d . . . . .
H22A H 0.6140 0.0572 0.0320 0.077 Uiso 1 1 calc R U . . .
C23A C 0.5722(7) -0.0174(5) 0.1437(5) 0.086(2) Uani 1 1 d . . . . .
H23A H 0.5726 -0.0676 0.1309 0.103 Uiso 1 1 calc R U . . .
C24A C 0.5459(7) -0.0164(5) 0.2212(5) 0.090(3) Uani 1 1 d . . . . .
H24A H 0.5268 -0.0653 0.2614 0.108 Uiso 1 1 calc R U . . .
C25A C 0.5480(6) 0.0577(5) 0.2391(4) 0.0730(19) Uani 1 1 d . . . . .
H25A H 0.5310 0.0588 0.2917 0.088 Uiso 1 1 calc R U . . .
C26A C 0.5754(4) 0.1302(4) 0.1788(3) 0.0539(14) Uani 1 1 d . . . . .
C27A C 0.5821(4) 0.2123(4) 0.1895(3) 0.0489(12) Uani 1 1 d . . . . .
C28A C 0.6150(4) 0.2774(4) 0.1189(3) 0.0443(11) Uani 1 1 d . . . . .
C29A C 0.6240(5) 0.3553(5) 0.1277(4) 0.0565(14) Uani 1 1 d . . . . .
H29A H 0.6442 0.4002 0.0833 0.068 Uiso 1 1 calc R U . . .
C30A C 0.6027(6) 0.3652(5) 0.2029(4) 0.0691(17) Uani 1 1 d . . . . .
C31A C 0.5728(6) 0.3037(5) 0.2704(4) 0.0734(19) Uani 1 1 d . . . . .
H31A H 0.5601 0.3134 0.3199 0.088 Uiso 1 1 calc R U . . .
C32A C 0.5617(5) 0.2269(5) 0.2644(4) 0.0685(18) Uani 1 1 d . . . . .
H32A H 0.5405 0.1840 0.3101 0.082 Uiso 1 1 calc R U . . .
F2A F 0.6125(4) 0.4422(3) 0.2090(3) 0.1026(15) Uani 1 1 d . . . . .
Ir1B Ir 0.85780(2) 0.25648(2) 0.49318(2) 0.03556(8) Uani 1 1 d . . . . .
N1B N 0.8717(3) 0.2309(3) 0.3813(3) 0.0458(10) Uani 1 1 d . . . . .
N2B N 0.9093(4) 0.3666(3) 0.4056(3) 0.0493(11) Uani 1 1 d . . . . .
C1B C 0.8471(5) 0.1643(5) 0.3731(4) 0.0609(15) Uani 1 1 d . . . . .
H1BA H 0.8297 0.1200 0.4202 0.073 Uiso 1 1 calc R U . . .
C2B C 0.8460(6) 0.1577(6) 0.2978(5) 0.079(2) Uani 1 1 d . . . . .
H2BA H 0.8301 0.1089 0.2946 0.095 Uiso 1 1 calc R U . . .
C3B C 0.8685(7) 0.2232(7) 0.2288(5) 0.090(3) Uani 1 1 d . . . . .
H3BA H 0.8659 0.2214 0.1772 0.108 Uiso 1 1 calc R U . . .
C4B C 0.8958(6) 0.2939(6) 0.2358(4) 0.082(2) Uani 1 1 d . . . . .
H4BA H 0.9126 0.3389 0.1890 0.099 Uiso 1 1 calc R U . . .
C5B C 0.8976(4) 0.2960(4) 0.3133(3) 0.0547(13) Uani 1 1 d . . . . .
C6B C 0.9243(4) 0.3683(4) 0.3275(3) 0.0574(15) Uani 1 1 d . . . . .
C7B C 0.9641(6) 0.4309(6) 0.2667(5) 0.081(2) Uani 1 1 d . . . . .
H7BA H 0.9727 0.4318 0.2131 0.097 Uiso 1 1 calc R U . . .
C8B C 0.9911(6) 0.4930(6) 0.2876(6) 0.096(3) Uani 1 1 d . . . . .
H8BA H 1.0193 0.5352 0.2479 0.115 Uiso 1 1 calc R U . . .
C9B C 0.9764(6) 0.4918(5) 0.3650(6) 0.082(2) Uani 1 1 d . . . . .
H9BA H 0.9938 0.5333 0.3792 0.099 Uiso 1 1 calc R U . . .
C10B C 0.9348(5) 0.4276(4) 0.4237(5) 0.0628(16) Uani 1 1 d . . . . .
H10B H 0.9244 0.4272 0.4771 0.075 Uiso 1 1 calc R U . . .
N3B N 1.0054(3) 0.1833(3) 0.5343(3) 0.0411(9) Uani 1 1 d . . . . .
C11B C 1.0798(4) 0.1274(4) 0.4991(4) 0.0518(13) Uani 1 1 d . . . . .
H11B H 1.0631 0.1205 0.4535 0.062 Uiso 1 1 calc R U . . .
C12B C 1.1778(5) 0.0810(5) 0.5284(4) 0.0628(16) Uani 1 1 d . . . . .
H12B H 1.2268 0.0433 0.5030 0.075 Uiso 1 1 calc R U . . .
C13B C 1.2035(5) 0.0910(5) 0.5966(5) 0.0705(18) Uani 1 1 d . . . . .
H13B H 1.2698 0.0607 0.6174 0.085 Uiso 1 1 calc R U . . .
C14B C 1.1286(5) 0.1467(5) 0.6323(4) 0.0658(16) Uani 1 1 d . . . . .
H14B H 1.1447 0.1538 0.6780 0.079 Uiso 1 1 calc R U . . .
C15B C 1.0297(4) 0.1925(4) 0.6020(3) 0.0465(12) Uani 1 1 d . . . . .
C16B C 0.9420(4) 0.2520(4) 0.6351(3) 0.0474(12) Uani 1 1 d . . . . .
C17B C 0.8496(4) 0.2893(4) 0.5929(3) 0.0409(11) Uani 1 1 d . . . . .
C18B C 0.7622(5) 0.3442(4) 0.6226(4) 0.0532(13) Uani 1 1 d . . . . .
H18B H 0.6996 0.3701 0.5959 0.064 Uiso 1 1 calc R U . . .
C19B C 0.7709(6) 0.3590(5) 0.6921(4) 0.0645(17) Uani 1 1 d . . . . .
C20B C 0.8618(6) 0.3238(5) 0.7340(4) 0.0710(19) Uani 1 1 d . . . . .
H20B H 0.8647 0.3359 0.7806 0.085 Uiso 1 1 calc R U . . .
C21B C 0.9476(6) 0.2702(5) 0.7044(4) 0.0636(16) Uani 1 1 d . . . . .
H21B H 1.0100 0.2461 0.7310 0.076 Uiso 1 1 calc R U . . .
F1B F 0.6850(3) 0.4093(3) 0.7233(3) 0.0928(13) Uani 1 1 d . . . . .
N4B N 0.7052(3) 0.3255(3) 0.4658(3) 0.0427(9) Uani 1 1 d . . . . .
C22B C 0.6617(5) 0.4196(4) 0.4180(4) 0.0546(13) Uani 1 1 d . . . . .
H22B H 0.7029 0.4557 0.3934 0.066 Uiso 1 1 calc R U . . .
C23B C 0.5586(5) 0.4637(5) 0.4046(4) 0.0669(17) Uani 1 1 d . . . . .
H23B H 0.5302 0.5287 0.3716 0.080 Uiso 1 1 calc R U . . .
C24B C 0.4980(5) 0.4096(5) 0.4410(5) 0.0665(17) Uani 1 1 d . . . . .
H24B H 0.4278 0.4382 0.4330 0.080 Uiso 1 1 calc R U . . .
C25B C 0.5413(4) 0.3133(5) 0.4892(4) 0.0580(15) Uani 1 1 d . . . . .
H25B H 0.5008 0.2763 0.5131 0.070 Uiso 1 1 calc R U . . .
C26B C 0.6464(4) 0.2716(4) 0.5018(3) 0.0446(11) Uani 1 1 d . . . . .
C27B C 0.7024(4) 0.1720(4) 0.5551(3) 0.0416(11) Uani 1 1 d . . . . .
C28B C 0.8081(4) 0.1494(4) 0.5640(3) 0.0399(10) Uani 1 1 d . . . . .
C29B C 0.8644(5) 0.0564(4) 0.6170(3) 0.0496(12) Uani 1 1 d . . . . .
H29B H 0.9335 0.0389 0.6255 0.060 Uiso 1 1 calc R U . . .
C30B C 0.8175(5) -0.0086(4) 0.6563(4) 0.0616(15) Uani 1 1 d . . . . .
C31B C 0.7154(6) 0.0111(5) 0.6471(4) 0.0614(16) Uani 1 1 d . . . . .
H31B H 0.6867 -0.0357 0.6743 0.074 Uiso 1 1 calc R U . . .
C32B C 0.6575(5) 0.1032(5) 0.5959(4) 0.0547(14) Uani 1 1 d . . . . .
H32B H 0.5883 0.1193 0.5886 0.066 Uiso 1 1 calc R U . . .
F2B F 0.8753(3) -0.0995(3) 0.7060(3) 0.0932(14) Uani 1 1 d . . . . .
P2 P 1.0000 0.5000 0.0000 0.0524(5) Uani 1 2 d S . P . .
F20 F 0.9500(4) 0.5706(4) 0.0477(3) 0.0948(14) Uani 1 1 d . . . . .
F21 F 1.0813(3) 0.4331(4) 0.0726(3) 0.0884(13) Uani 1 1 d . . . . .
F22 F 0.9251(3) 0.4442(4) 0.0466(3) 0.0826(12) Uani 1 1 d . . . . .
P1 P 0.70195(16) 0.68704(14) 0.34713(13) 0.0783(5) Uani 1 1 d . . . . .
F10 F 0.7442(4) 0.6098(3) 0.3046(3) 0.0997(14) Uani 1 1 d . . . . .
F11 F 0.5919(4) 0.6804(6) 0.3500(4) 0.158(3) Uani 1 1 d . . . . .
F12 F 0.7263(6) 0.5993(4) 0.4328(3) 0.143(2) Uani 1 1 d . . . . .
F13 F 0.8074(5) 0.6901(6) 0.3436(6) 0.182(4) Uani 1 1 d . . . . .
F14 F 0.6642(6) 0.7654(4) 0.2579(4) 0.162(3) Uani 1 1 d . . . . .
F15 F 0.6560(5) 0.7612(4) 0.3918(5) 0.147(2) Uani 1 1 d . . . . .
P3 P 0.5000 0.0000 0.5000 0.0461(4) Uani 1 2 d S . P . .
F31 F 0.4236(3) 0.0647(3) 0.4238(3) 0.0855(13) Uani 1 1 d . . . . .
F32 F 0.5774(3) 0.0535(3) 0.4549(3) 0.0805(12) Uani 1 1 d . . . . .
F30 F 0.5531(3) -0.0750(4) 0.4573(3) 0.0886(13) Uani 1 1 d . . . . .
C100 C 0.7438(12) 0.7183(9) 0.5957(10) 0.162(6) Uani 1 1 d . . . . .
H10C H 0.6830 0.7701 0.5667 0.195 Uiso 1 1 calc R U . . .
H10D H 0.7994 0.7165 0.5567 0.195 Uiso 1 1 calc R U . . .
Cl1 Cl 0.7247(4) 0.6108(3) 0.6325(2) 0.1739(17) Uani 1 1 d . . . . .
Cl2 Cl 0.7725(4) 0.7397(3) 0.6784(4) 0.237(3) Uani 1 1 d . . . . .
C201 C 1.1536(11) 0.1638(14) -0.1132(10) 0.089(5) Uani 0.5 1 d . . P . .
H20C H 1.1637 0.0966 -0.0873 0.134 Uiso 0.5 1 calc R U P . .
H20D H 1.1789 0.1780 -0.1687 0.134 Uiso 0.5 1 calc R U P . .
H20E H 1.0824 0.2012 -0.1145 0.134 Uiso 0.5 1 calc R U P . .
C202 C 1.2091(10) 0.1879(11) -0.0653(10) 0.073(4) Uani 0.5 1 d . . P . .
H20F H 1.2657 0.2025 -0.0981 0.087 Uiso 0.5 1 calc R U P . .
H20G H 1.1638 0.2457 -0.0569 0.087 Uiso 0.5 1 calc R U P . .
O203 O 1.2414(11) 0.1259(13) 0.0011(8) 0.124(5) Uani 0.5 1 d D . P . .
C204 C 1.3009(16) 0.1181(17) 0.0439(15) 0.123(7) Uani 0.5 1 d D U P . .
H20H H 1.3397 0.1580 0.0112 0.147 Uiso 0.5 1 calc R U P . .
H20I H 1.3477 0.0518 0.0636 0.147 Uiso 0.5 1 calc R U P . .
C205 C 1.265(2) 0.141(2) 0.1092(17) 0.172(11) Uani 0.5 1 d D U P . .
H20J H 1.3114 0.1605 0.1258 0.258 Uiso 0.5 1 calc R U P . .
H20K H 1.2558 0.0866 0.1541 0.258 Uiso 0.5 1 calc R U P . .
H20L H 1.2001 0.1934 0.0949 0.258 Uiso 0.5 1 calc R U P . .


_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
Ir1A C17A 2.007(5) . ?
Ir1A C28A 2.013(5) . ?
Ir1A N3A 2.050(4) . ?
Ir1A N4A 2.058(4) . ?
Ir1A N1A 2.136(4) . ?
Ir1A N2A 2.136(4) . ?
N1A C1A 1.343(7) . ?
N1A C5A 1.350(7) . ?
N2A C6A 1.339(7) . ?
N2A C10A 1.351(7) . ?
C1A C2A 1.368(9) . ?
C1A H1AA 0.9300 . ?
C2A C3A 1.375(10) . ?
C2A H2AA 0.9300 . ?
C3A C4A 1.382(10) . ?
C3A H3AA 0.9300 . ?
C4A C5A 1.384(8) . ?
C4A H4AA 0.9300 . ?
C5A C6A 1.483(8) . ?
C6A C7A 1.381(8) . ?
C7A C8A 1.381(10) . ?
C7A H7AA 0.9300 . ?
C8A C9A 1.375(10) . ?
C8A H8AA 0.9300 . ?
C9A C10A 1.377(8) . ?
C9A H9AA 0.9300 . ?
C10A H10A 0.9300 . ?
N3A C11A 1.348(7) . ?
N3A C15A 1.371(7) . ?
C11A C12A 1.364(8) . ?
C11A H11A 0.9300 . ?
C12A C13A 1.382(10) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.377(9) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.378(8) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.468(8) . ?
C16A C17A 1.390(8) . ?
C16A C21A 1.395(8) . ?
C17A C18A 1.402(8) . ?
C18A C19A 1.383(10) . ?
C18A H18A 0.9300 . ?
C19A C20A 1.353(12) . ?
C19A F1A 1.356(8) . ?
C20A C21A 1.390(10) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
N4A C22A 1.331(8) . ?
N4A C26A 1.368(7) . ?
C22A C23A 1.378(9) . ?
C22A H22A 0.9300 . ?
C23A C24A 1.369(12) . ?
C23A H23A 0.9300 . ?
C24A C25A 1.377(11) . ?
C24A H24A 0.9300 . ?
C25A C26A 1.377(9) . ?
C25A H25A 0.9300 . ?
C26A C27A 1.463(9) . ?
C27A C32A 1.406(8) . ?
C27A C28A 1.427(8) . ?
C28A C29A 1.394(8) . ?
C29A C30A 1.377(8) . ?
C29A H29A 0.9300 . ?
C30A C31A 1.348(10) . ?
C30A F2A 1.360(8) . ?
C31A C32A 1.367(10) . ?
C31A H31A 0.9300 . ?
C32A H32A 0.9300 . ?
Ir1B C28B 2.009(5) . ?
Ir1B C17B 2.011(5) . ?
Ir1B N3B 2.044(4) . ?
Ir1B N4B 2.050(4) . ?
Ir1B N2B 2.141(5) . ?
Ir1B N1B 2.144(4) . ?
N1B C1B 1.325(8) . ?
N1B C5B 1.358(8) . ?
N2B C10B 1.337(8) . ?
N2B C6B 1.354(8) . ?
C1B C2B 1.378(8) . ?
C1B H1BA 0.9300 . ?
C2B C3B 1.349(12) . ?
C2B H2BA 0.9300 . ?
C3B C4B 1.403(12) . ?
C3B H3BA 0.9300 . ?
C4B C5B 1.386(9) . ?
C4B H4BA 0.9300 . ?
C5B C6B 1.483(10) . ?
C6B C7B 1.376(9) . ?
C7B C8B 1.397(13) . ?
C7B H7BA 0.9300 . ?
C8B C9B 1.346(13) . ?
C8B H8BA 0.9300 . ?
C9B C10B 1.392(10) . ?
C9B H9BA 0.9300 . ?
C10B H10B 0.9300 . ?
N3B C11B 1.364(7) . ?
N3B C15B 1.369(7) . ?
C11B C12B 1.367(9) . ?
C11B H11B 0.9300 . ?
C12B C13B 1.394(10) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.371(10) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.384(9) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.468(8) . ?
C16B C21B 1.391(8) . ?
C16B C17B 1.399(8) . ?
C17B C18B 1.399(8) . ?
C18B C19B 1.372(8) . ?
C18B H18B 0.9300 . ?
C19B F1B 1.367(7) . ?
C19B C20B 1.383(11) . ?
C20B C21B 1.375(10) . ?
C20B H20B 0.9300 . ?
C21B H21B 0.9300 . ?
N4B C22B 1.350(7) . ?
N4B C26B 1.355(7) . ?
C22B C23B 1.370(9) . ?
C22B H22B 0.9300 . ?
C23B C24B 1.378(10) . ?
C23B H23B 0.9300 . ?
C24B C25B 1.377(10) . ?
C24B H24B 0.9300 . ?
C25B C26B 1.393(8) . ?
C25B H25B 0.9300 . ?
C26B C27B 1.463(8) . ?
C27B C32B 1.396(8) . ?
C27B C28B 1.421(7) . ?
C28B C29B 1.396(8) . ?
C29B C30B 1.366(8) . ?
C29B H29B 0.9300 . ?
C30B F2B 1.364(7) . ?
C30B C31B 1.381(10) . ?
C31B C32B 1.385(9) . ?
C31B H31B 0.9300 . ?
C32B H32B 0.9300 . ?
P2 F21 1.581(4) . ?
P2 F21 1.581(4) 2_765 ?
P2 F20 1.586(5) 2_765 ?
P2 F20 1.586(5) . ?
P2 F22 1.589(4) . ?
P2 F22 1.589(4) 2_765 ?
P1 F13 1.513(6) . ?
P1 F12 1.573(6) . ?
P1 F14 1.578(6) . ?
P1 F15 1.588(6) . ?
P1 F10 1.600(5) . ?
P1 F11 1.603(6) . ?
P3 F31 1.581(4) . ?
P3 F31 1.581(4) 2_656 ?
P3 F30 1.582(4) 2_656 ?
P3 F30 1.582(4) . ?
P3 F32 1.590(4) . ?
P3 F32 1.590(4) 2_656 ?
C100 Cl1 1.719(13) . ?
C100 Cl2 1.765(14) . ?
C100 H10C 0.9700 . ?
C100 H10D 0.9700 . ?
C201 C202 1.479(19) . ?
C201 H20C 0.9600 . ?
C201 H20D 0.9600 . ?
C201 H20E 0.9600 . ?
C202 O203 1.203(19) . ?
C202 H20F 0.9700 . ?
C202 H20G 0.9700 . ?
O203 C204 1.153(16) . ?
C204 C205 1.329(18) . ?
C204 H20H 0.9700 . ?
C204 H20I 0.9700 . ?
C205 H20J 0.9600 . ?
C205 H20K 0.9600 . ?
C205 H20L 0.9600 . ?

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
C17A Ir1A C28A 87.2(2) . . ?
C17A Ir1A N3A 80.2(2) . . ?
C28A Ir1A N3A 93.94(19) . . ?
C17A Ir1A N4A 95.6(2) . . ?
C28A Ir1A N4A 80.8(2) . . ?
N3A Ir1A N4A 173.46(18) . . ?
C17A Ir1A N1A 173.29(17) . . ?
C28A Ir1A N1A 98.96(19) . . ?
N3A Ir1A N1A 96.56(17) . . ?
N4A Ir1A N1A 88.17(18) . . ?
C17A Ir1A N2A 97.53(19) . . ?
C28A Ir1A N2A 175.01(18) . . ?
N3A Ir1A N2A 88.56(16) . . ?
N4A Ir1A N2A 96.96(18) . . ?
N1A Ir1A N2A 76.45(16) . . ?
C1A N1A C5A 118.8(5) . . ?
C1A N1A Ir1A 125.1(4) . . ?
C5A N1A Ir1A 116.0(3) . . ?
C6A N2A C10A 119.0(5) . . ?
C6A N2A Ir1A 116.4(3) . . ?
C10A N2A Ir1A 124.5(4) . . ?
N1A C1A C2A 122.8(6) . . ?
N1A C1A H1AA 118.6 . . ?
C2A C1A H1AA 118.6 . . ?
C1A C2A C3A 118.7(6) . . ?
C1A C2A H2AA 120.7 . . ?
C3A C2A H2AA 120.7 . . ?
C2A C3A C4A 119.4(6) . . ?
C2A C3A H3AA 120.3 . . ?
C4A C3A H3AA 120.3 . . ?
C3A C4A C5A 119.4(6) . . ?
C3A C4A H4AA 120.3 . . ?
C5A C4A H4AA 120.3 . . ?
N1A C5A C4A 120.9(5) . . ?
N1A C5A C6A 115.5(5) . . ?
C4A C5A C6A 123.6(5) . . ?
N2A C6A C7A 121.1(5) . . ?
N2A C6A C5A 115.5(4) . . ?
C7A C6A C5A 123.4(5) . . ?
C6A C7A C8A 119.7(6) . . ?
C6A C7A H7AA 120.2 . . ?
C8A C7A H7AA 120.2 . . ?
C9A C8A C7A 119.3(6) . . ?
C9A C8A H8AA 120.3 . . ?
C7A C8A H8AA 120.3 . . ?
C8A C9A C10A 118.4(6) . . ?
C8A C9A H9AA 120.8 . . ?
C10A C9A H9AA 120.8 . . ?
N2A C10A C9A 122.4(6) . . ?
N2A C10A H10A 118.8 . . ?
C9A C10A H10A 118.8 . . ?
C11A N3A C15A 118.9(4) . . ?
C11A N3A Ir1A 125.3(4) . . ?
C15A N3A Ir1A 115.7(3) . . ?
N3A C11A C12A 122.7(6) . . ?
N3A C11A H11A 118.6 . . ?
C12A C11A H11A 118.6 . . ?
C11A C12A C13A 118.9(6) . . ?
C11A C12A H12A 120.6 . . ?
C13A C12A H12A 120.6 . . ?
C14A C13A C12A 119.0(6) . . ?
C14A C13A H13A 120.5 . . ?
C12A C13A H13A 120.5 . . ?
C13A C14A C15A 120.7(6) . . ?
C13A C14A H14A 119.6 . . ?
C15A C14A H14A 119.6 . . ?
N3A C15A C14A 119.8(5) . . ?
N3A C15A C16A 113.3(4) . . ?
C14A C15A C16A 126.9(5) . . ?
C17A C16A C21A 122.0(6) . . ?
C17A C16A C15A 115.6(5) . . ?
C21A C16A C15A 122.4(6) . . ?
C16A C17A C18A 117.7(5) . . ?
C16A C17A Ir1A 115.1(4) . . ?
C18A C17A Ir1A 127.1(4) . . ?
C19A C18A C17A 118.7(6) . . ?
C19A C18A H18A 120.6 . . ?
C17A C18A H18A 120.6 . . ?
C20A C19A F1A 117.9(7) . . ?
C20A C19A C18A 124.0(7) . . ?
F1A C19A C18A 118.2(7) . . ?
C19A C20A C21A 118.2(7) . . ?
C19A C20A H20A 120.9 . . ?
C21A C20A H20A 120.9 . . ?
C20A C21A C16A 119.4(7) . . ?
C20A C21A H21A 120.3 . . ?
C16A C21A H21A 120.3 . . ?
C22A N4A C26A 118.9(5) . . ?
C22A N4A Ir1A 125.4(4) . . ?
C26A N4A Ir1A 115.7(4) . . ?
N4A C22A C23A 122.4(7) . . ?
N4A C22A H22A 118.8 . . ?
C23A C22A H22A 118.8 . . ?
C24A C23A C22A 118.9(7) . . ?
C24A C23A H23A 120.5 . . ?
C22A C23A H23A 120.5 . . ?
C23A C24A C25A 119.4(7) . . ?
C23A C24A H24A 120.3 . . ?
C25A C24A H24A 120.3 . . ?
C26A C25A C24A 119.7(7) . . ?
C26A C25A H25A 120.1 . . ?
C24A C25A H25A 120.1 . . ?
N4A C26A C25A 120.6(6) . . ?
N4A C26A C27A 113.9(5) . . ?
C25A C26A C27A 125.6(6) . . ?
C32A C27A C28A 120.5(6) . . ?
C32A C27A C26A 123.6(5) . . ?
C28A C27A C26A 115.9(5) . . ?
C29A C28A C27A 117.1(5) . . ?
C29A C28A Ir1A 129.1(4) . . ?
C27A C28A Ir1A 113.7(4) . . ?
C30A C29A C28A 119.4(6) . . ?
C30A C29A H29A 120.3 . . ?
C28A C29A H29A 120.3 . . ?
C31A C30A F2A 118.3(6) . . ?
C31A C30A C29A 124.1(7) . . ?
F2A C30A C29A 117.5(6) . . ?
C30A C31A C32A 118.6(6) . . ?
C30A C31A H31A 120.7 . . ?
C32A C31A H31A 120.7 . . ?
C31A C32A C27A 120.3(6) . . ?
C31A C32A H32A 119.9 . . ?
C27A C32A H32A 119.9 . . ?
C28B Ir1B C17B 88.5(2) . . ?
C28B Ir1B N3B 95.5(2) . . ?
C17B Ir1B N3B 80.0(2) . . ?
C28B Ir1B N4B 80.4(2) . . ?
C17B Ir1B N4B 94.80(19) . . ?
N3B Ir1B N4B 173.52(16) . . ?
C28B Ir1B N2B 173.20(18) . . ?
C17B Ir1B N2B 98.3(2) . . ?
N3B Ir1B N2B 86.47(18) . . ?
N4B Ir1B N2B 98.20(17) . . ?
C28B Ir1B N1B 96.36(19) . . ?
C17B Ir1B N1B 175.15(17) . . ?
N3B Ir1B N1B 99.18(17) . . ?
N4B Ir1B N1B 86.31(16) . . ?
N2B Ir1B N1B 76.88(19) . . ?
C1B N1B C5B 119.5(5) . . ?
C1B N1B Ir1B 125.0(4) . . ?
C5B N1B Ir1B 115.1(4) . . ?
C10B N2B C6B 118.4(5) . . ?
C10B N2B Ir1B 125.2(4) . . ?
C6B N2B Ir1B 116.2(4) . . ?
N1B C1B C2B 122.9(7) . . ?
N1B C1B H1BA 118.5 . . ?
C2B C1B H1BA 118.5 . . ?
C3B C2B C1B 118.9(8) . . ?
C3B C2B H2BA 120.5 . . ?
C1B C2B H2BA 120.5 . . ?
C2B C3B C4B 119.4(6) . . ?
C2B C3B H3BA 120.3 . . ?
C4B C3B H3BA 120.3 . . ?
C5B C4B C3B 119.3(7) . . ?
C5B C4B H4BA 120.4 . . ?
C3B C4B H4BA 120.4 . . ?
N1B C5B C4B 120.0(6) . . ?
N1B C5B C6B 116.4(5) . . ?
C4B C5B C6B 123.6(6) . . ?
N2B C6B C7B 122.1(7) . . ?
N2B C6B C5B 115.1(5) . . ?
C7B C6B C5B 122.8(7) . . ?
C6B C7B C8B 118.2(8) . . ?
C6B C7B H7BA 120.9 . . ?
C8B C7B H7BA 120.9 . . ?
C9B C8B C7B 120.0(7) . . ?
C9B C8B H8BA 120.0 . . ?
C7B C8B H8BA 120.0 . . ?
C8B C9B C10B 119.2(8) . . ?
C8B C9B H9BA 120.4 . . ?
C10B C9B H9BA 120.4 . . ?
N2B C10B C9B 122.1(7) . . ?
N2B C10B H10B 119.0 . . ?
C9B C10B H10B 119.0 . . ?
C11B N3B C15B 118.7(5) . . ?
C11B N3B Ir1B 124.9(4) . . ?
C15B N3B Ir1B 116.5(4) . . ?
N3B C11B C12B 122.5(5) . . ?
N3B C11B H11B 118.7 . . ?
C12B C11B H11B 118.7 . . ?
C11B C12B C13B 119.1(6) . . ?
C11B C12B H12B 120.4 . . ?
C13B C12B H12B 120.4 . . ?
C14B C13B C12B 118.3(6) . . ?
C14B C13B H13B 120.8 . . ?
C12B C13B H13B 120.8 . . ?
C13B C14B C15B 121.5(6) . . ?
C13B C14B H14B 119.2 . . ?
C15B C14B H14B 119.2 . . ?
N3B C15B C14B 119.8(5) . . ?
N3B C15B C16B 112.9(5) . . ?
C14B C15B C16B 127.3(5) . . ?
C21B C16B C17B 120.9(5) . . ?
C21B C16B C15B 123.4(6) . . ?
C17B C16B C15B 115.7(5) . . ?
C16B C17B C18B 118.7(5) . . ?
C16B C17B Ir1B 114.8(4) . . ?
C18B C17B Ir1B 126.5(4) . . ?
C19B C18B C17B 118.4(6) . . ?
C19B C18B H18B 120.8 . . ?
C17B C18B H18B 120.8 . . ?
F1B C19B C18B 118.6(7) . . ?
F1B C19B C20B 117.7(6) . . ?
C18B C19B C20B 123.7(6) . . ?
C21B C20B C19B 117.8(5) . . ?
C21B C20B H20B 121.1 . . ?
C19B C20B H20B 121.1 . . ?
C20B C21B C16B 120.4(6) . . ?
C20B C21B H21B 119.8 . . ?
C16B C21B H21B 119.8 . . ?
C22B N4B C26B 119.7(5) . . ?
C22B N4B Ir1B 124.2(4) . . ?
C26B N4B Ir1B 116.0(4) . . ?
N4B C22B C23B 122.2(6) . . ?
N4B C22B H22B 118.9 . . ?
C23B C22B H22B 118.9 . . ?
C22B C23B C24B 118.6(6) . . ?
C22B C23B H23B 120.7 . . ?
C24B C23B H23B 120.7 . . ?
C25B C24B C23B 120.0(6) . . ?
C25B C24B H24B 120.0 . . ?
C23B C24B H24B 120.0 . . ?
C24B C25B C26B 119.5(6) . . ?
C24B C25B H25B 120.2 . . ?
C26B C25B H25B 120.2 . . ?
N4B C26B C25B 120.0(5) . . ?
N4B C26B C27B 114.2(4) . . ?
C25B C26B C27B 125.7(5) . . ?
C32B C27B C28B 121.2(5) . . ?
C32B C27B C26B 123.8(5) . . ?
C28B C27B C26B 114.9(5) . . ?
C29B C28B C27B 117.2(5) . . ?
C29B C28B Ir1B 128.4(4) . . ?
C27B C28B Ir1B 114.3(4) . . ?
C30B C29B C28B 119.7(6) . . ?
C30B C29B H29B 120.1 . . ?
C28B C29B H29B 120.1 . . ?
F2B C30B C29B 118.2(6) . . ?
F2B C30B C31B 117.8(6) . . ?
C29B C30B C31B 124.0(6) . . ?
C30B C31B C32B 117.5(6) . . ?
C30B C31B H31B 121.3 . . ?
C32B C31B H31B 121.3 . . ?
C31B C32B C27B 120.3(6) . . ?
C31B C32B H32B 119.9 . . ?
C27B C32B H32B 119.9 . . ?
F21 P2 F21 180.0 . 2_765 ?
F21 P2 F20 91.0(3) . 2_765 ?
F21 P2 F20 88.9(3) 2_765 2_765 ?
F21 P2 F20 89.0(3) . . ?
F21 P2 F20 91.1(3) 2_765 . ?
F20 P2 F20 180.0(3) 2_765 . ?
F21 P2 F22 90.9(2) . . ?
F21 P2 F22 89.1(2) 2_765 . ?
F20 P2 F22 90.9(3) 2_765 . ?
F20 P2 F22 89.1(3) . . ?
F21 P2 F22 89.1(2) . 2_765 ?
F21 P2 F22 90.9(2) 2_765 2_765 ?
F20 P2 F22 89.1(3) 2_765 2_765 ?
F20 P2 F22 90.9(3) . 2_765 ?
F22 P2 F22 180.0 . 2_765 ?
F13 P1 F12 91.7(5) . . ?
F13 P1 F14 97.7(5) . . ?
F12 P1 F14 168.6(4) . . ?
F13 P1 F15 92.9(4) . . ?
F12 P1 F15 91.4(4) . . ?
F14 P1 F15 94.4(4) . . ?
F13 P1 F10 89.6(3) . . ?
F12 P1 F10 86.9(3) . . ?
F14 P1 F10 86.8(3) . . ?
F15 P1 F10 177.1(4) . . ?
F13 P1 F11 177.9(4) . . ?
F12 P1 F11 87.8(4) . . ?
F14 P1 F11 82.6(4) . . ?
F15 P1 F11 89.1(4) . . ?
F10 P1 F11 88.4(3) . . ?
F31 P3 F31 180.0(2) . 2_656 ?
F31 P3 F30 90.8(3) . 2_656 ?
F31 P3 F30 89.2(3) 2_656 2_656 ?
F31 P3 F30 89.2(3) . . ?
F31 P3 F30 90.8(3) 2_656 . ?
F30 P3 F30 180.0(3) 2_656 . ?
F31 P3 F32 90.7(2) . . ?
F31 P3 F32 89.3(2) 2_656 . ?
F30 P3 F32 90.5(3) 2_656 . ?
F30 P3 F32 89.5(3) . . ?
F31 P3 F32 89.3(2) . 2_656 ?
F31 P3 F32 90.7(2) 2_656 2_656 ?
F30 P3 F32 89.5(3) 2_656 2_656 ?
F30 P3 F32 90.5(3) . 2_656 ?
F32 P3 F32 180.0 . 2_656 ?
Cl1 C100 Cl2 110.2(9) . . ?
Cl1 C100 H10C 109.6 . . ?
Cl2 C100 H10C 109.6 . . ?
Cl1 C100 H10D 109.6 . . ?
Cl2 C100 H10D 109.6 . . ?
H10C C100 H10D 108.1 . . ?
C202 C201 H20C 109.5 . . ?
C202 C201 H20D 109.5 . . ?
H20C C201 H20D 109.5 . . ?
C202 C201 H20E 109.5 . . ?
H20C C201 H20E 109.5 . . ?
H20D C201 H20E 109.5 . . ?
O203 C202 C201 114.9(16) . . ?
O203 C202 H20F 108.5 . . ?
C201 C202 H20F 108.5 . . ?
O203 C202 H20G 108.5 . . ?
C201 C202 H20G 108.5 . . ?
H20F C202 H20G 107.5 . . ?
C204 O203 C202 129(2) . . ?
O203 C204 C205 116(2) . . ?
O203 C204 H20H 108.3 . . ?
C205 C204 H20H 108.3 . . ?
O203 C204 H20I 108.3 . . ?
C205 C204 H20I 108.3 . . ?
H20H C204 H20I 107.4 . . ?
C204 C205 H20J 109.5 . . ?
C204 C205 H20K 109.5 . . ?
H20J C205 H20K 109.5 . . ?
C204 C205 H20L 109.5 . . ?
H20J C205 H20L 109.5 . . ?
H20K C205 H20L 109.5 . . ?

_refine_diff_density_max         1.138
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.119

_shelxl_version_number           2013-2



_database_code_depnum_ccdc_archive 'CCDC 972694'
