# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1417439'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2015-11-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H31 F4 Ir N5 S2, F6 P, 2(C H Cl3)'
_chemical_formula_sum            'C44 H33 Cl6 F10 Ir N5 P S2'
_chemical_formula_weight         1321.74

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.0940(7)
_cell_length_b                   23.2706(13)
_cell_length_c                   17.1498(9)
_cell_angle_alpha                90
_cell_angle_beta                 104.6680(10)
_cell_angle_gamma                90
_cell_volume                     5055.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    10599
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      25.99

_exptl_crystal_description       blocky
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             2592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    3.148
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_T_max  0.685
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruke Smart Aepex CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45355
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.507
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             11536
_reflns_number_gt                8720
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0801P)²] 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         11536
_refine_ls_number_parameters     622
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1263
_refine_ls_wR_factor_gt          0.1128
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.26235(2) 0.33960(2) 0.76088(2) 0.03412(8) Uani 1 1 d . . . . .
Cl1 Cl 0.7142(2) 0.39252(14) 0.16240(15) 0.1317(10) Uani 1 1 d . . . . .
Cl2 Cl 0.5969(2) 0.45045(12) 0.02237(16) 0.1154(8) Uani 1 1 d . . . . .
Cl3 Cl 0.7638(3) 0.37300(19) 0.0149(2) 0.1810(16) Uani 1 1 d . . . . .
Cl4 Cl 0.7463(3) 0.2867(2) 0.6108(3) 0.226(2) Uani 1 1 d . . . . .
Cl5 Cl 0.5828(3) 0.36507(15) 0.5842(3) 0.195(2) Uani 1 1 d . . . . .
Cl6 Cl 0.5452(2) 0.25792(12) 0.5047(2) 0.1557(13) Uani 1 1 d . . . . .
S1 S 0.01184(12) 0.41358(7) 0.97426(8) 0.0583(4) Uani 1 1 d . . . . .
S2 S -0.23094(12) 0.56503(6) 0.72231(9) 0.0531(3) Uani 1 1 d . . . . .
F1 F 0.4203(3) 0.3688(2) 1.0814(2) 0.0893(12) Uani 1 1 d . . . . .
F2 F 0.1088(3) 0.26306(17) 0.9974(2) 0.0767(11) Uani 1 1 d . . . . .
F3 F 0.4514(3) 0.13236(16) 0.7805(3) 0.1030(16) Uani 1 1 d . . . . .
F4 F 0.6661(3) 0.29382(18) 0.8051(3) 0.0990(15) Uani 1 1 d . . . . .
N1 N 0.2436(3) 0.34939(16) 0.6322(2) 0.0389(9) Uani 1 1 d . . . . .
N2 N 0.1349(3) 0.40147(16) 0.7246(2) 0.0356(8) Uani 1 1 d . . . . .
N3 N 0.0156(3) 0.43967(17) 0.6253(2) 0.0403(9) Uani 1 1 d . . . . .
H3A H -0.0178 0.4492 0.5771 0.048 Uiso 1 1 calc R U . . .
N4 N 0.1423(3) 0.28239(16) 0.7567(2) 0.0381(9) Uani 1 1 d . . . . .
N5 N 0.3865(3) 0.39473(17) 0.7737(2) 0.0400(9) Uani 1 1 d . . . . .
C1 C 0.2721(4) 0.3315(2) 0.8785(3) 0.0407(11) Uani 1 1 d . . . . .
C2 C 0.3502(4) 0.3545(2) 0.9427(3) 0.0489(13) Uani 1 1 d . . . . .
H2A H 0.4059 0.3756 0.9326 0.059 Uiso 1 1 calc R U . . .
C3 C 0.3438(5) 0.3458(3) 1.0202(3) 0.0591(16) Uani 1 1 d . . . . .
C4 C 0.2637(5) 0.3156(3) 1.0398(3) 0.0619(15) Uani 1 1 d . . . . .
H4A H 0.2608 0.3109 1.0931 0.074 Uiso 1 1 calc R U . . .
C5 C 0.1888(5) 0.2931(2) 0.9778(3) 0.0529(13) Uani 1 1 d . . . . .
C6 C 0.1911(4) 0.2976(2) 0.8971(3) 0.0426(11) Uani 1 1 d . . . . .
C7 C 0.1186(4) 0.2710(2) 0.8284(3) 0.0424(11) Uani 1 1 d . . . . .
C8 C 0.0340(5) 0.2347(2) 0.8288(4) 0.0613(15) Uani 1 1 d . . . . .
H8A H 0.0188 0.2259 0.8775 0.074 Uiso 1 1 calc R U . . .
C9 C -0.0270(5) 0.2119(3) 0.7589(4) 0.0701(18) Uani 1 1 d . . . . .
H9A H -0.0845 0.1887 0.7597 0.084 Uiso 1 1 calc R U . . .
C10 C -0.0014(5) 0.2240(3) 0.6867(4) 0.0633(16) Uani 1 1 d . . . . .
H10A H -0.0410 0.2088 0.6383 0.076 Uiso 1 1 calc R U . . .
C11 C 0.0832(4) 0.2587(2) 0.6884(3) 0.0469(12) Uani 1 1 d . . . . .
H11A H 0.1008 0.2664 0.6402 0.056 Uiso 1 1 calc R U . . .
C12 C 0.3811(4) 0.2829(2) 0.7765(3) 0.0425(11) Uani 1 1 d . . . . .
C13 C 0.3724(4) 0.2232(2) 0.7758(4) 0.0521(13) Uani 1 1 d . . . . .
H13A H 0.3074 0.2055 0.7714 0.063 Uiso 1 1 calc R U . . .
C14 C 0.4619(5) 0.1911(3) 0.7819(5) 0.0656(17) Uani 1 1 d . . . . .
C15 C 0.5605(5) 0.2132(3) 0.7926(5) 0.077(2) Uani 1 1 d . . . . .
H15A H 0.6194 0.1898 0.7984 0.092 Uiso 1 1 calc R U . . .
C16 C 0.5686(4) 0.2714(3) 0.7944(4) 0.0613(15) Uani 1 1 d . . . . .
C17 C 0.4815(4) 0.3078(2) 0.7859(3) 0.0455(12) Uani 1 1 d . . . . .
C18 C 0.4836(4) 0.3702(2) 0.7857(3) 0.0468(12) Uani 1 1 d . . . . .
C19 C 0.5723(5) 0.4058(3) 0.7927(4) 0.0668(17) Uani 1 1 d . . . . .
H19A H 0.6390 0.3896 0.7996 0.080 Uiso 1 1 calc R U . . .
C20 C 0.5605(5) 0.4649(3) 0.7893(4) 0.0722(19) Uani 1 1 d . . . . .
H20A H 0.6194 0.4884 0.7950 0.087 Uiso 1 1 calc R U . . .
C21 C 0.4614(5) 0.4892(3) 0.7773(4) 0.0634(16) Uani 1 1 d . . . . .
H21A H 0.4520 0.5289 0.7741 0.076 Uiso 1 1 calc R U . . .
C22 C 0.3760(4) 0.4520(2) 0.7704(3) 0.0510(13) Uani 1 1 d . . . . .
H22A H 0.3089 0.4677 0.7631 0.061 Uiso 1 1 calc R U . . .
C23 C -0.1175(4) 0.3793(3) 0.8261(4) 0.0671(17) Uani 1 1 d . . . . .
H23A H -0.1583 0.3688 0.8631 0.101 Uiso 1 1 calc R U . . .
H23B H -0.1568 0.4059 0.7871 0.101 Uiso 1 1 calc R U . . .
H23C H -0.1020 0.3455 0.7990 0.101 Uiso 1 1 calc R U . . .
C24 C -0.0179(4) 0.4064(2) 0.8707(3) 0.0457(12) Uani 1 1 d . . . . .
C25 C 0.0636(4) 0.4278(2) 0.8426(3) 0.0376(10) Uani 1 1 d . . . . .
C26 C 0.1480(4) 0.4496(2) 0.9050(3) 0.0440(11) Uani 1 1 d . . . . .
H26A H 0.2086 0.4657 0.8951 0.053 Uiso 1 1 calc R U . . .
C27 C 0.1327(4) 0.4451(2) 0.9791(3) 0.0504(13) Uani 1 1 d . . . . .
C28 C 0.2020(5) 0.4646(3) 1.0576(3) 0.0672(17) Uani 1 1 d . . . . .
H28A H 0.1696 0.4553 1.1003 0.101 Uiso 1 1 calc R U . . .
H28B H 0.2693 0.4458 1.0669 0.101 Uiso 1 1 calc R U . . .
H28C H 0.2118 0.5055 1.0561 0.101 Uiso 1 1 calc R U . . .
C29 C -0.0200(5) 0.5602(2) 0.8060(3) 0.0571(14) Uani 1 1 d . . . . .
H29A H -0.0468 0.5918 0.8308 0.086 Uiso 1 1 calc R U . . .
H29B H 0.0086 0.5317 0.8460 0.086 Uiso 1 1 calc R U . . .
H29C H 0.0344 0.5736 0.7821 0.086 Uiso 1 1 calc R U . . .
C30 C -0.1066(4) 0.5347(2) 0.7428(3) 0.0443(11) Uani 1 1 d . . . . .
C31 C -0.1058(4) 0.4896(2) 0.6927(3) 0.0407(11) Uani 1 1 d . . . . .
C32 C -0.2053(4) 0.4811(2) 0.6353(3) 0.0494(12) Uani 1 1 d . . . . .
H32A H -0.2171 0.4526 0.5960 0.059 Uiso 1 1 calc R U . . .
C33 C -0.2804(4) 0.5188(2) 0.6442(3) 0.0536(13) Uani 1 1 d . . . . .
C34 C -0.3922(5) 0.5240(3) 0.5937(4) 0.080(2) Uani 1 1 d . . . . .
H34A H -0.4271 0.5546 0.6142 0.120 Uiso 1 1 calc R U . . .
H34B H -0.3918 0.5321 0.5389 0.120 Uiso 1 1 calc R U . . .
H34C H -0.4290 0.4886 0.5958 0.120 Uiso 1 1 calc R U . . .
C35 C 0.0611(3) 0.42865(19) 0.7560(3) 0.0333(9) Uani 1 1 d . . . . .
C36 C -0.0129(4) 0.4536(2) 0.6943(3) 0.0364(10) Uani 1 1 d . . . . .
C37 C 0.1045(4) 0.4087(2) 0.6456(3) 0.0383(10) Uani 1 1 d . . . . .
C38 C 0.1646(4) 0.38392(19) 0.5933(3) 0.0365(10) Uani 1 1 d . . . . .
C39 C 0.1456(4) 0.3949(2) 0.5116(3) 0.0500(13) Uani 1 1 d . . . . .
H39A H 0.0907 0.4191 0.4861 0.060 Uiso 1 1 calc R U . . .
C40 C 0.2092(5) 0.3695(3) 0.4690(3) 0.0612(15) Uani 1 1 d . . . . .
H40A H 0.1968 0.3752 0.4137 0.073 Uiso 1 1 calc R U . . .
C41 C 0.2909(5) 0.3358(2) 0.5090(4) 0.0567(15) Uani 1 1 d . . . . .
H41A H 0.3356 0.3187 0.4814 0.068 Uiso 1 1 calc R U . . .
C42 C 0.3064(4) 0.3275(2) 0.5891(3) 0.0493(13) Uani 1 1 d . . . . .
H42A H 0.3638 0.3053 0.6157 0.059 Uiso 1 1 calc R U . . .
C43 C 0.6656(6) 0.3866(3) 0.0607(5) 0.083(2) Uani 1 1 d . . . . .
H43A H 0.6156 0.3544 0.0497 0.100 Uiso 1 1 calc R U . . .
C44 C 0.6375(7) 0.3106(4) 0.5420(6) 0.098(3) Uani 1 1 d . . . . .
H44A H 0.6607 0.3266 0.4965 0.118 Uiso 1 1 calc R U . . .
F8 F -0.1022(3) 0.46281(17) 0.4612(2) 0.0815(12) Uani 1 1 d . . . . .
P1 P -0.17470(18) 0.41769(10) 0.40178(11) 0.0835(6) Uani 1 1 d . . . . .
F5 F -0.2383(8) 0.3723(4) 0.3450(4) 0.227(5) Uani 1 1 d . . . . .
F6 F -0.1388(11) 0.3760(4) 0.4717(4) 0.281(7) Uani 1 1 d . . . . .
F7 F -0.0767(6) 0.4016(4) 0.3710(4) 0.188(3) Uani 1 1 d . . . . .
F9 F -0.2037(6) 0.4610(2) 0.3348(3) 0.166(3) Uani 1 1 d . . . . .
F10 F -0.2651(6) 0.4285(7) 0.4363(6) 0.318(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 C1 1.998(5) . ?
Ir1 C12 2.006(5) . ?
Ir1 N5 2.039(4) . ?
Ir1 N4 2.047(4) . ?
Ir1 N1 2.169(4) . ?
Ir1 N2 2.172(4) . ?
Cl1 C43 1.705(8) . ?
Cl2 C43 1.775(8) . ?
Cl3 C43 1.698(9) . ?
Cl4 C44 1.697(9) . ?
Cl5 C44 1.705(10) . ?
Cl6 C44 1.727(9) . ?
S1 C27 1.727(6) . ?
S1 C24 1.728(5) . ?
S2 C33 1.713(6) . ?
S2 C30 1.727(5) . ?
F1 C3 1.365(7) . ?
F2 C5 1.371(6) . ?
F3 C14 1.373(7) . ?
F4 C16 1.348(6) . ?
N1 C42 1.339(7) . ?
N1 C38 1.346(6) . ?
N2 C37 1.324(6) . ?
N2 C35 1.374(6) . ?
N3 C37 1.338(6) . ?
N3 C36 1.367(6) . ?
N3 H3A 0.8600 . ?
N4 C11 1.347(6) . ?
N4 C7 1.368(6) . ?
N5 C22 1.340(7) . ?
N5 C18 1.361(6) . ?
C1 C2 1.405(7) . ?
C1 C6 1.422(7) . ?
C2 C3 1.368(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.373(9) . ?
C4 C5 1.357(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.394(7) . ?
C6 C7 1.451(7) . ?
C7 C8 1.394(7) . ?
C8 C9 1.368(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.391(9) . ?
C9 H9A 0.9300 . ?
C10 C11 1.365(8) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.394(7) . ?
C12 C17 1.408(7) . ?
C13 C14 1.371(8) . ?
C13 H13A 0.9300 . ?
C14 C15 1.359(9) . ?
C15 C16 1.358(9) . ?
C15 H15A 0.9300 . ?
C16 C17 1.397(7) . ?
C17 C18 1.452(8) . ?
C18 C19 1.408(7) . ?
C19 C20 1.383(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.383(9) . ?
C20 H20A 0.9300 . ?
C21 C22 1.395(8) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.475(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.372(7) . ?
C25 C26 1.424(6) . ?
C25 C35 1.476(6) . ?
C26 C27 1.341(7) . ?
C26 H26A 0.9300 . ?
C27 C28 1.491(7) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.479(7) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.357(7) . ?
C31 C32 1.434(7) . ?
C31 C36 1.472(7) . ?
C32 C33 1.354(7) . ?
C32 H32A 0.9300 . ?
C33 C34 1.505(7) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.371(6) . ?
C37 C38 1.454(6) . ?
C38 C39 1.382(6) . ?
C39 C40 1.374(8) . ?
C39 H39A 0.9300 . ?
C40 C41 1.363(9) . ?
C40 H40A 0.9300 . ?
C41 C42 1.352(8) . ?
C41 H41A 0.9300 . ?
C42 H42A 0.9300 . ?
C43 H43A 0.9800 . ?
C44 H44A 0.9800 . ?
F8 P1 1.598(4) . ?
P1 F10 1.472(7) . ?
P1 F9 1.502(5) . ?
P1 F6 1.521(7) . ?
P1 F5 1.531(6) . ?
P1 F7 1.552(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 C12 87.4(2) . . ?
C1 Ir1 N5 96.04(18) . . ?
C12 Ir1 N5 80.2(2) . . ?
C1 Ir1 N4 80.02(19) . . ?
C12 Ir1 N4 98.00(19) . . ?
N5 Ir1 N4 175.77(15) . . ?
C1 Ir1 N1 177.17(17) . . ?
C12 Ir1 N1 95.11(18) . . ?
N5 Ir1 N1 85.70(15) . . ?
N4 Ir1 N1 98.29(15) . . ?
C1 Ir1 N2 101.48(17) . . ?
C12 Ir1 N2 171.12(17) . . ?
N5 Ir1 N2 98.49(16) . . ?
N4 Ir1 N2 83.89(15) . . ?
N1 Ir1 N2 76.02(14) . . ?
C27 S1 C24 93.2(2) . . ?
C33 S2 C30 93.0(3) . . ?
C42 N1 C38 117.1(4) . . ?
C42 N1 Ir1 126.5(4) . . ?
C38 N1 Ir1 116.3(3) . . ?
C37 N2 C35 106.5(4) . . ?
C37 N2 Ir1 112.8(3) . . ?
C35 N2 Ir1 139.4(3) . . ?
C37 N3 C36 108.3(4) . . ?
C37 N3 H3A 125.9 . . ?
C36 N3 H3A 125.9 . . ?
C11 N4 C7 119.4(4) . . ?
C11 N4 Ir1 124.3(3) . . ?
C7 N4 Ir1 116.1(3) . . ?
C22 N5 C18 120.4(4) . . ?
C22 N5 Ir1 123.4(4) . . ?
C18 N5 Ir1 116.2(3) . . ?
C2 C1 C6 118.2(5) . . ?
C2 C1 Ir1 127.1(4) . . ?
C6 C1 Ir1 114.7(4) . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
F1 C3 C4 118.0(5) . . ?
F1 C3 C2 118.4(6) . . ?
C4 C3 C2 123.6(6) . . ?
C5 C4 C3 116.7(5) . . ?
C5 C4 H4A 121.6 . . ?
C3 C4 H4A 121.6 . . ?
C4 C5 F2 116.7(5) . . ?
C4 C5 C6 123.8(5) . . ?
F2 C5 C6 119.4(5) . . ?
C5 C6 C1 117.9(5) . . ?
C5 C6 C7 126.8(5) . . ?
C1 C6 C7 115.2(4) . . ?
N4 C7 C8 118.8(5) . . ?
N4 C7 C6 113.4(4) . . ?
C8 C7 C6 127.7(5) . . ?
C9 C8 C7 121.3(6) . . ?
C9 C8 H8A 119.4 . . ?
C7 C8 H8A 119.4 . . ?
C8 C9 C10 118.9(6) . . ?
C8 C9 H9A 120.6 . . ?
C10 C9 H9A 120.6 . . ?
C11 C10 C9 118.5(6) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
N4 C11 C10 123.0(5) . . ?
N4 C11 H11A 118.5 . . ?
C10 C11 H11A 118.5 . . ?
C13 C12 C17 119.0(5) . . ?
C13 C12 Ir1 126.6(4) . . ?
C17 C12 Ir1 114.4(4) . . ?
C14 C13 C12 118.4(5) . . ?
C14 C13 H13A 120.8 . . ?
C12 C13 H13A 120.8 . . ?
C15 C14 C13 124.6(6) . . ?
C15 C14 F3 117.8(5) . . ?
C13 C14 F3 117.5(5) . . ?
C16 C15 C14 116.6(6) . . ?
C16 C15 H15A 121.7 . . ?
C14 C15 H15A 121.7 . . ?
F4 C16 C15 117.0(5) . . ?
F4 C16 C17 120.0(5) . . ?
C15 C16 C17 123.0(5) . . ?
C16 C17 C12 118.4(5) . . ?
C16 C17 C18 126.2(5) . . ?
C12 C17 C18 115.4(4) . . ?
N5 C18 C19 119.0(5) . . ?
N5 C18 C17 113.7(4) . . ?
C19 C18 C17 127.2(5) . . ?
C20 C19 C18 120.1(6) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C21 C20 C19 120.3(6) . . ?
C21 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
C20 C21 C22 117.4(6) . . ?
C20 C21 H21A 121.3 . . ?
C22 C21 H21A 121.3 . . ?
N5 C22 C21 122.8(5) . . ?
N5 C22 H22A 118.6 . . ?
C21 C22 H22A 118.6 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C23 129.6(5) . . ?
C25 C24 S1 109.4(4) . . ?
C23 C24 S1 121.0(4) . . ?
C24 C25 C26 113.0(4) . . ?
C24 C25 C35 122.5(4) . . ?
C26 C25 C35 124.5(4) . . ?
C27 C26 C25 114.2(5) . . ?
C27 C26 H26A 122.9 . . ?
C25 C26 H26A 122.9 . . ?
C26 C27 C28 128.9(5) . . ?
C26 C27 S1 110.1(4) . . ?
C28 C27 S1 120.9(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C29 130.3(5) . . ?
C31 C30 S2 110.1(4) . . ?
C29 C30 S2 119.5(4) . . ?
C30 C31 C32 113.0(5) . . ?
C30 C31 C36 124.5(4) . . ?
C32 C31 C36 122.5(4) . . ?
C33 C32 C31 113.1(5) . . ?
C33 C32 H32A 123.5 . . ?
C31 C32 H32A 123.5 . . ?
C32 C33 C34 128.0(6) . . ?
C32 C33 S2 110.7(4) . . ?
C34 C33 S2 121.3(5) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 N2 108.8(4) . . ?
C36 C35 C25 127.9(4) . . ?
N2 C35 C25 123.3(4) . . ?
N3 C36 C35 105.8(4) . . ?
N3 C36 C31 121.7(4) . . ?
C35 C36 C31 132.5(4) . . ?
N2 C37 N3 110.5(4) . . ?
N2 C37 C38 120.8(4) . . ?
N3 C37 C38 128.6(4) . . ?
N1 C38 C39 122.2(5) . . ?
N1 C38 C37 113.4(4) . . ?
C39 C38 C37 124.4(4) . . ?
C40 C39 C38 118.8(5) . . ?
C40 C39 H39A 120.6 . . ?
C38 C39 H39A 120.6 . . ?
C41 C40 C39 119.0(5) . . ?
C41 C40 H40A 120.5 . . ?
C39 C40 H40A 120.5 . . ?
C42 C41 C40 119.4(6) . . ?
C42 C41 H41A 120.3 . . ?
C40 C41 H41A 120.3 . . ?
N1 C42 C41 123.5(5) . . ?
N1 C42 H42A 118.3 . . ?
C41 C42 H42A 118.3 . . ?
Cl1 C43 Cl3 111.0(5) . . ?
Cl1 C43 Cl2 109.5(5) . . ?
Cl3 C43 Cl2 110.9(4) . . ?
Cl1 C43 H43A 108.5 . . ?
Cl3 C43 H43A 108.5 . . ?
Cl2 C43 H43A 108.5 . . ?
Cl4 C44 Cl5 108.5(6) . . ?
Cl4 C44 Cl6 114.2(5) . . ?
Cl5 C44 Cl6 110.8(5) . . ?
Cl4 C44 H44A 107.7 . . ?
Cl5 C44 H44A 107.7 . . ?
Cl6 C44 H44A 107.7 . . ?
F10 P1 F9 96.8(7) . . ?
F10 P1 F6 84.9(7) . . ?
F9 P1 F6 176.3(4) . . ?
F10 P1 F5 90.6(6) . . ?
F9 P1 F5 89.1(4) . . ?
F6 P1 F5 94.1(4) . . ?
F10 P1 F7 174.7(8) . . ?
F9 P1 F7 88.4(5) . . ?
F6 P1 F7 89.9(7) . . ?
F5 P1 F7 88.9(5) . . ?
F10 P1 F8 92.3(5) . . ?
F9 P1 F8 92.4(3) . . ?
F6 P1 F8 84.3(3) . . ?
F5 P1 F8 176.6(5) . . ?
F7 P1 F8 88.1(3) . . ?

_refine_diff_density_max         1.476
_refine_diff_density_min         -0.970
_refine_diff_density_rms         0.117

_shelxl_version_number           2014/6

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1417440'
_audit_update_record             
;
2015-10-22 deposited with the CCDC.
2015-11-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H30 F4 Ir N5 S2'
_chemical_formula_sum            'C42 H30 F4 Ir N5 S2'
_chemical_formula_weight         937.03

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   19.722(12)
_cell_length_b                   10.353(7)
_cell_length_c                   20.409(13)
_cell_angle_alpha                90
_cell_angle_beta                 113.573(11)
_cell_angle_gamma                90
_cell_volume                     3819(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3432
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      24.30

_exptl_crystal_description       blocky
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_F_000             1848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    3.662
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.458
_exptl_absorpt_correction_T_max  0.557
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart Aepex CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16939
_diffrn_reflns_av_unetI/netI     0.1025
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.248
_diffrn_reflns_theta_max         27.754
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             8736
_reflns_number_gt                5533
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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     
'w=1/[σ²(Fo²)+(0.0500P)²] 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         8736
_refine_ls_number_parameters     487
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.35702(2) 0.14663(2) 0.11683(2) 0.03770(10) Uani 1 1 d . . . . .
S1 S 0.56659(14) 0.2057(3) 0.40430(15) 0.0908(9) Uani 1 1 d . . . . .
S2 S 0.70072(12) 0.6518(2) 0.29350(17) 0.0779(7) Uani 1 1 d . . . . .
F1 F 0.4207(4) -0.2465(6) 0.3071(4) 0.123(2) Uani 1 1 d . . . . .
F2 F 0.3661(4) 0.1559(6) 0.3797(4) 0.105(2) Uani 1 1 d . . . . .
F3 F 0.0658(3) 0.0880(8) 0.0564(4) 0.125(3) Uani 1 1 d . . . . .
F4 F 0.1862(4) -0.2415(8) -0.0141(5) 0.160(4) Uani 1 1 d . . . . .
N1 N 0.3363(3) 0.2529(5) 0.0195(3) 0.0374(13) Uani 1 1 d . . . . .
N2 N 0.5130(3) 0.4170(5) 0.1079(3) 0.0425(14) Uani 1 1 d . . . . .
N3 N 0.4585(2) 0.2493(5) 0.1414(3) 0.0329(12) Uani 1 1 d . . . . .
N4 N 0.3323(3) 0.2956(6) 0.1699(3) 0.0427(15) Uani 1 1 d . . . . .
N5 N 0.3811(3) -0.0124(5) 0.0697(4) 0.0480(15) Uani 1 1 d . . . . .
C1 C 0.3755(3) 0.0580(7) 0.2096(5) 0.050(2) Uani 1 1 d . . . . .
C2 C 0.3931(4) -0.0732(8) 0.2266(6) 0.071(3) Uani 1 1 d . . . . .
H2B H 0.3993 -0.1277 0.1932 0.085 Uiso 1 1 calc R U . . .
C3 C 0.4011(6) -0.1211(9) 0.2920(6) 0.077(3) Uani 1 1 d . . . . .
C4 C 0.3932(5) -0.0467(11) 0.3438(6) 0.086(3) Uani 1 1 d . . . . .
H4A H 0.3999 -0.0810 0.3881 0.104 Uiso 1 1 calc R U . . .
C5 C 0.3749(5) 0.0815(11) 0.3275(5) 0.070(3) Uani 1 1 d . . . . .
C6 C 0.3636(4) 0.1355(7) 0.2627(4) 0.050(2) Uani 1 1 d D . . . .
C7 C 0.3409(4) 0.2684(7) 0.2388(4) 0.051(2) Uani 1 1 d D . . . .
C8 C 0.3277(5) 0.3690(9) 0.2793(5) 0.073(2) Uani 1 1 d . U . . .
H8A H 0.3322 0.3531 0.3258 0.087 Uiso 1 1 calc R U . . .
C9 C 0.3083(5) 0.4899(11) 0.2502(6) 0.086(3) Uani 1 1 d . U . . .
H9A H 0.2992 0.5553 0.2769 0.103 Uiso 1 1 calc R U . . .
C10 C 0.3023(5) 0.5152(10) 0.1825(6) 0.082(3) Uani 1 1 d . U . . .
H10A H 0.2907 0.5978 0.1633 0.098 Uiso 1 1 calc R U . . .
C11 C 0.3138(4) 0.4149(8) 0.1427(5) 0.059(2) Uani 1 1 d . . . . .
H11A H 0.3087 0.4309 0.0961 0.070 Uiso 1 1 calc R U . . .
C12 C 0.2575(4) 0.0608(7) 0.0795(4) 0.0481(19) Uani 1 1 d . . . . .
C13 C 0.1925(4) 0.1090(9) 0.0818(4) 0.059(2) Uani 1 1 d . . . . .
H13A H 0.1926 0.1888 0.1027 0.071 Uiso 1 1 calc R U . . .
C14 C 0.1283(4) 0.0380(12) 0.0531(6) 0.085(3) Uani 1 1 d . U . . .
C15 C 0.1249(6) -0.0763(13) 0.0206(6) 0.101(4) Uani 1 1 d . U . . .
H15A H 0.0806 -0.1221 0.0024 0.121 Uiso 1 1 calc R U . . .
C16 C 0.1873(6) -0.1257(10) 0.0144(6) 0.080(3) Uani 1 1 d . U . . .
C17 C 0.2547(5) -0.0563(9) 0.0432(5) 0.067(2) Uani 1 1 d . U . . .
C18 C 0.3238(5) -0.0979(8) 0.0375(5) 0.069(2) Uani 1 1 d . U . . .
C19 C 0.3374(6) -0.2093(10) 0.0064(6) 0.084(3) Uani 1 1 d . U . . .
H19A H 0.2999 -0.2694 -0.0144 0.101 Uiso 1 1 calc R U . . .
C20 C 0.4051(6) -0.2303(12) 0.0062(7) 0.099(4) Uani 1 1 d . U . . .
H20A H 0.4137 -0.3050 -0.0147 0.119 Uiso 1 1 calc R U . . .
C21 C 0.4604(6) -0.1439(9) 0.0360(6) 0.081(3) Uani 1 1 d . . . . .
H21A H 0.5066 -0.1580 0.0353 0.097 Uiso 1 1 calc R U . . .
C22 C 0.4471(5) -0.0350(8) 0.0675(5) 0.058(2) Uani 1 1 d . . . . .
H22A H 0.4849 0.0247 0.0879 0.070 Uiso 1 1 calc R U . . .
C23 C 0.5253(5) 0.4440(10) 0.3324(6) 0.085(3) Uani 1 1 d . . . . .
H23A H 0.5320 0.4661 0.3803 0.127 Uiso 1 1 calc R U . . .
H23B H 0.5583 0.4946 0.3186 0.127 Uiso 1 1 calc R U . . .
H23C H 0.4751 0.4613 0.3004 0.127 Uiso 1 1 calc R U . . .
C24 C 0.5418(4) 0.3023(9) 0.3291(5) 0.057(2) Uani 1 1 d . . . . .
C25 C 0.5392(3) 0.2329(7) 0.2726(5) 0.0469(19) Uani 1 1 d . . . . .
C26 C 0.5579(4) 0.0985(8) 0.2889(6) 0.068(3) Uani 1 1 d . . . . .
H26A H 0.5582 0.0381 0.2553 0.081 Uiso 1 1 calc R U . . .
C27 C 0.5756(5) 0.0692(9) 0.3603(7) 0.081(3) Uani 1 1 d D . . . .
C28 C 0.5976(7) -0.0587(13) 0.3949(9) 0.160(7) Uani 1 1 d D . . . .
H28A H 0.6067 -0.0518 0.4446 0.240 Uiso 1 1 calc R U . . .
H28B H 0.5586 -0.1198 0.3722 0.240 Uiso 1 1 calc R U . . .
H28C H 0.6418 -0.0873 0.3903 0.240 Uiso 1 1 calc R U . . .
C29 C 0.5503(5) 0.6858(9) 0.2083(7) 0.094(4) Uani 1 1 d . . . . .
H29A H 0.5662 0.7712 0.2263 0.141 Uiso 1 1 calc R U . . .
H29B H 0.5306 0.6869 0.1570 0.141 Uiso 1 1 calc R U . . .
H29C H 0.5128 0.6574 0.2238 0.141 Uiso 1 1 calc R U . . .
C30 C 0.6148(4) 0.5955(8) 0.2362(5) 0.060(2) Uani 1 1 d . . . . .
C31 C 0.6170(3) 0.4669(7) 0.2241(4) 0.0444(18) Uani 1 1 d . . . . .
C32 C 0.6892(4) 0.4136(8) 0.2618(5) 0.056(2) Uani 1 1 d . . . . .
H32A H 0.7002 0.3266 0.2603 0.067 Uiso 1 1 calc R U . . .
C33 C 0.7395(4) 0.5021(9) 0.2997(6) 0.072(3) Uani 1 1 d . U . . .
C34 C 0.8227(4) 0.4788(10) 0.3456(6) 0.091(3) Uani 1 1 d . U . . .
H34A H 0.8457 0.5588 0.3668 0.136 Uiso 1 1 calc R U . . .
H34B H 0.8279 0.4175 0.3826 0.136 Uiso 1 1 calc R U . . .
H34C H 0.8461 0.4458 0.3158 0.136 Uiso 1 1 calc R U . . .
C35 C 0.5191(3) 0.2881(6) 0.1999(4) 0.0332(14) Uani 1 1 d . . . . .
C36 C 0.5519(3) 0.3900(7) 0.1793(4) 0.0421(17) Uani 1 1 d . . . . .
C37 C 0.4570(3) 0.3301(6) 0.0870(4) 0.0360(15) Uani 1 1 d . . . . .
C38 C 0.3935(3) 0.3296(6) 0.0211(4) 0.0356(16) Uani 1 1 d . . . . .
C39 C 0.3861(4) 0.4040(7) -0.0396(4) 0.0477(18) Uani 1 1 d . . . . .
H39A H 0.4260 0.4514 -0.0399 0.057 Uiso 1 1 calc R U . . .
C40 C 0.3200(4) 0.4060(8) -0.0980(5) 0.055(2) Uani 1 1 d . . . . .
H40A H 0.3141 0.4579 -0.1371 0.066 Uiso 1 1 calc R U . . .
C41 C 0.2616(4) 0.3292(8) -0.0983(5) 0.063(2) Uani 1 1 d . . . . .
H41A H 0.2165 0.3272 -0.1377 0.076 Uiso 1 1 calc R U . . .
C42 C 0.2733(3) 0.2566(7) -0.0381(4) 0.0491(19) Uani 1 1 d . . . . .
H42A H 0.2342 0.2066 -0.0379 0.059 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
Ir1 C12 2.007(7) . ?
Ir1 C1 2.002(9) . ?
Ir1 N4 2.053(6) . ?
Ir1 N5 2.056(6) . ?
Ir1 N3 2.142(5) . ?
Ir1 N1 2.162(6) . ?
S1 C24 1.731(9) . ?
S1 C27 1.722(12) . ?
S2 C30 1.730(8) . ?
S2 C33 1.711(10) . ?
F1 C3 1.354(11) . ?
F2 C5 1.381(11) . ?
F3 C14 1.365(11) . ?
F4 C16 1.328(11) . ?
N1 C42 1.326(9) . ?
N1 C38 1.370(7) . ?
N2 C37 1.354(8) . ?
N2 C36 1.377(9) . ?
N3 C35 1.368(8) . ?
N3 C37 1.380(8) . ?
N4 C7 1.376(10) . ?
N4 C11 1.344(10) . ?
N5 C22 1.340(8) . ?
N5 C18 1.378(10) . ?
C1 C2 1.410(11) . ?
C1 C6 1.441(11) . ?
C2 C3 1.373(14) . ?
C2 H2B 0.9300 . ?
C3 C4 1.367(15) . ?
C4 C5 1.381(14) . ?
C4 H4A 0.9300 . ?
C5 C6 1.371(12) . ?
C6 C7 1.468(7) . ?
C7 C8 1.418(11) . ?
C8 C9 1.373(13) . ?
C8 H8A 0.9300 . ?
C9 C10 1.363(15) . ?
C9 H9A 0.9300 . ?
C10 C11 1.393(12) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.392(10) . ?
C12 C17 1.410(11) . ?
C13 C14 1.376(11) . ?
C13 H13A 0.9300 . ?
C14 C15 1.344(15) . ?
C15 C16 1.385(14) . ?
C15 H15A 0.9300 . ?
C16 C17 1.416(12) . ?
C17 C18 1.477(12) . ?
C18 C19 1.394(13) . ?
C19 C20 1.354(13) . ?
C19 H19A 0.9300 . ?
C20 C21 1.352(14) . ?
C20 H20A 0.9300 . ?
C21 C22 1.374(12) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.510(13) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.341(11) . ?
C25 C26 1.445(11) . ?
C25 C35 1.489(10) . ?
C26 C27 1.388(15) . ?
C26 H26A 0.9300 . ?
C27 C28 1.482(11) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.496(12) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.357(10) . ?
C31 C36 1.476(9) . ?
C31 C32 1.432(10) . ?
C32 C33 1.344(11) . ?
C32 H32A 0.9300 . ?
C33 C34 1.549(12) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.388(9) . ?
C37 C38 1.425(10) . ?
C38 C39 1.416(10) . ?
C39 C40 1.370(11) . ?
C39 H39A 0.9300 . ?
C40 C41 1.398(10) . ?
C40 H40A 0.9300 . ?
C41 C42 1.379(11) . ?
C41 H41A 0.9300 . ?
C42 H42A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 Ir1 C1 86.3(3) . . ?
C12 Ir1 N4 97.5(3) . . ?
C1 Ir1 N4 80.6(3) . . ?
C12 Ir1 N5 80.9(3) . . ?
C1 Ir1 N5 95.0(3) . . ?
N4 Ir1 N5 175.4(2) . . ?
C12 Ir1 N3 171.7(2) . . ?
C1 Ir1 N3 102.0(2) . . ?
N4 Ir1 N3 84.31(19) . . ?
N5 Ir1 N3 97.9(2) . . ?
C12 Ir1 N1 94.6(2) . . ?
C1 Ir1 N1 176.6(3) . . ?
N4 Ir1 N1 96.0(2) . . ?
N5 Ir1 N1 88.4(2) . . ?
N3 Ir1 N1 77.2(2) . . ?
C24 S1 C27 93.6(5) . . ?
C30 S2 C33 91.8(4) . . ?
C42 N1 C38 118.4(6) . . ?
C42 N1 Ir1 126.6(4) . . ?
C38 N1 Ir1 114.9(4) . . ?
C37 N2 C36 103.7(5) . . ?
C35 N3 C37 104.8(5) . . ?
C35 N3 Ir1 139.2(4) . . ?
C37 N3 Ir1 113.3(4) . . ?
C7 N4 C11 120.9(7) . . ?
C7 N4 Ir1 115.3(5) . . ?
C11 N4 Ir1 123.7(5) . . ?
C22 N5 C18 119.6(7) . . ?
C22 N5 Ir1 124.4(5) . . ?
C18 N5 Ir1 116.0(5) . . ?
C2 C1 C6 116.7(8) . . ?
C2 C1 Ir1 127.5(7) . . ?
C6 C1 Ir1 115.7(5) . . ?
C1 C2 C3 120.6(10) . . ?
C1 C2 H2B 119.7 . . ?
C3 C2 H2B 119.7 . . ?
C4 C3 F1 118.4(10) . . ?
C4 C3 C2 123.0(10) . . ?
F1 C3 C2 118.6(10) . . ?
C3 C4 C5 117.1(10) . . ?
C3 C4 H4A 121.5 . . ?
C5 C4 H4A 121.5 . . ?
C6 C5 F2 119.7(9) . . ?
C6 C5 C4 123.4(10) . . ?
F2 C5 C4 116.9(10) . . ?
C5 C6 C1 119.1(8) . . ?
C5 C6 C7 127.8(8) . . ?
C1 C6 C7 113.1(7) . . ?
N4 C7 C8 117.9(7) . . ?
N4 C7 C6 115.4(7) . . ?
C8 C7 C6 126.7(8) . . ?
C9 C8 C7 120.1(9) . . ?
C9 C8 H8A 119.9 . . ?
C7 C8 H8A 119.9 . . ?
C8 C9 C10 120.7(9) . . ?
C8 C9 H9A 119.7 . . ?
C10 C9 H9A 119.7 . . ?
C11 C10 C9 118.7(10) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
N4 C11 C10 121.6(9) . . ?
N4 C11 H11A 119.2 . . ?
C10 C11 H11A 119.2 . . ?
C13 C12 C17 118.8(7) . . ?
C13 C12 Ir1 127.0(6) . . ?
C17 C12 Ir1 114.0(5) . . ?
C12 C13 C14 119.8(9) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C15 C14 F3 119.3(8) . . ?
C15 C14 C13 122.5(9) . . ?
F3 C14 C13 118.2(10) . . ?
C14 C15 C16 119.9(9) . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
C17 C16 F4 119.3(9) . . ?
C17 C16 C15 119.7(10) . . ?
F4 C16 C15 120.9(9) . . ?
C16 C17 C12 119.2(8) . . ?
C16 C17 C18 124.1(9) . . ?
C12 C17 C18 116.7(7) . . ?
C19 C18 N5 118.5(8) . . ?
C19 C18 C17 129.0(8) . . ?
N5 C18 C17 112.4(8) . . ?
C20 C19 C18 120.3(10) . . ?
C20 C19 H19A 119.9 . . ?
C18 C19 H19A 119.9 . . ?
C21 C20 C19 120.7(11) . . ?
C21 C20 H20A 119.7 . . ?
C19 C20 H20A 119.7 . . ?
C20 C21 C22 118.9(10) . . ?
C20 C21 H21A 120.6 . . ?
C22 C21 H21A 120.6 . . ?
N5 C22 C21 121.9(8) . . ?
N5 C22 H22A 119.0 . . ?
C21 C22 H22A 119.0 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C23 128.6(8) . . ?
C25 C24 S1 110.7(7) . . ?
C23 C24 S1 120.7(7) . . ?
C26 C25 C24 113.6(8) . . ?
C26 C25 C35 122.7(8) . . ?
C24 C25 C35 123.7(7) . . ?
C25 C26 C27 112.7(9) . . ?
C25 C26 H26A 123.7 . . ?
C27 C26 H26A 123.7 . . ?
C28 C27 C26 126.7(12) . . ?
C28 C27 S1 123.8(11) . . ?
C26 C27 S1 109.5(7) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C29 128.9(7) . . ?
C31 C30 S2 111.1(6) . . ?
C29 C30 S2 120.0(6) . . ?
C30 C31 C36 124.0(6) . . ?
C30 C31 C32 112.1(7) . . ?
C36 C31 C32 123.9(7) . . ?
C33 C32 C31 113.1(8) . . ?
C33 C32 H32A 123.4 . . ?
C31 C32 H32A 123.4 . . ?
C32 C33 C34 127.0(9) . . ?
C32 C33 S2 111.7(6) . . ?
C34 C33 S2 121.3(7) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N3 C35 C36 108.0(6) . . ?
N3 C35 C25 123.3(5) . . ?
C36 C35 C25 128.5(6) . . ?
N2 C36 C35 110.2(6) . . ?
N2 C36 C31 121.6(6) . . ?
C35 C36 C31 128.2(7) . . ?
N2 C37 N3 113.4(6) . . ?
N2 C37 C38 126.7(6) . . ?
N3 C37 C38 119.0(5) . . ?
N1 C38 C37 115.4(6) . . ?
N1 C38 C39 119.9(6) . . ?
C37 C38 C39 124.6(5) . . ?
C40 C39 C38 120.0(6) . . ?
C40 C39 H39A 120.0 . . ?
C38 C39 H39A 120.0 . . ?
C39 C40 C41 119.4(7) . . ?
C39 C40 H40A 120.3 . . ?
C41 C40 H40A 120.3 . . ?
C42 C41 C40 117.5(7) . . ?
C42 C41 H41A 121.3 . . ?
C40 C41 H41A 121.3 . . ?
N1 C42 C41 124.8(6) . . ?
N1 C42 H42A 117.6 . . ?
C41 C42 H42A 117.6 . . ?

_refine_diff_density_max         2.017
_refine_diff_density_min         -0.909
_refine_diff_density_rms         0.141

_shelxl_version_number           2014/6

