# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_9353
_database_code_depnum_ccdc_archive 'CCDC 1874960'
_audit_update_record             
;
2018-10-23 deposited with the CCDC.
2019-01-09 downloaded from the CCDC.
;

#Crystallographer: Michael R. Gau

_audit_creation_date             2018-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_formula_moiety         'C33 H44 Ir P2, C F3 O3 S'
_chemical_formula_sum            'C34 H44 F3 Ir O3 P2 S'
_chemical_formula_weight         843.89

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   13.1294(7)
_cell_length_b                   18.0745(9)
_cell_length_c                   13.8835(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.213(2)
_cell_angle_gamma                90
_cell_volume                     3292.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9861
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.534
_cell_measurement_theta_min      3.103
_exptl_absorpt_coefficient_mu    4.267
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2016/2'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_description       plate
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0819
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            69602
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.624
_diffrn_reflns_theta_min         2.937
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device       'CMOS area detector'
_diffrn_measurement_device_type  'Bruker D8QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_number_gt                6057
_reflns_number_total             7595
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (2016)'
_computing_data_collection       'Bruker APEX3 v2016.1-0'
_computing_data_reduction        'SAINT V8.38A (2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         7.726
_refine_diff_density_min         -2.627
_refine_diff_density_rms         0.257
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         7595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0464P)²+120.4099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.1706
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_refine_special_details          
;
Refined as a 2-component twin.
Twin law calculated using TWINROTMAT.
-1  0  0
 0 -1  0
 0  0  1
;

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 0.39162(3) 0.71614(2) 0.77550(3) 0.01615(12) Uani 1 1 d . . . . .
P1 P 0.4642(2) 0.73312(16) 0.6309(2) 0.0268(6) Uani 1 1 d . . . . .
P2 P 0.36395(19) 0.59206(13) 0.75173(18) 0.0139(5) Uani 1 1 d . . . . .
C1 C 0.3874(11) 0.7179(7) 0.5205(8) 0.036(3) Uani 1 1 d . . . . .
H1a H 0.336999 0.679115 0.531318 0.053 Uiso 1 1 calc GR . . . .
H1b H 0.431681 0.702606 0.468849 0.053 Uiso 1 1 calc GR . . . .
H1c H 0.352262 0.763883 0.501873 0.053 Uiso 1 1 calc GR . . . .
C2 C 0.5794(10) 0.6818(7) 0.6110(10) 0.036(3) Uani 1 1 d . . . . .
H2a H 0.629636 0.692153 0.663320 0.054 Uiso 1 1 calc GR . . . .
H2b H 0.606973 0.696695 0.549385 0.054 Uiso 1 1 calc GR . . . .
H2c H 0.564027 0.628765 0.609613 0.054 Uiso 1 1 calc GR . . . .
C3 C 0.5111(12) 0.8257(7) 0.6085(11) 0.042(3) Uani 1 1 d . . . . .
H3a H 0.456493 0.861609 0.617814 0.063 Uiso 1 1 calc GR . . . .
H3b H 0.533707 0.828917 0.542202 0.063 Uiso 1 1 calc GR . . . .
H3c H 0.568592 0.836503 0.653488 0.063 Uiso 1 1 calc GR . . . .
C4 C 0.3082(8) 0.5608(5) 0.6348(7) 0.018(2) Uani 1 1 d . . . . .
C5 C 0.3721(9) 0.5385(6) 0.5620(8) 0.023(2) Uani 1 1 d . . . . .
H5 H 0.443286 0.533920 0.575498 0.027 Uiso 1 1 calc R . . . .
C6 C 0.3326(10) 0.5230(6) 0.4704(8) 0.029(3) Uani 1 1 d . . . . .
H6 H 0.376929 0.507805 0.421670 0.034 Uiso 1 1 calc R . . . .
C7 C 0.2306(10) 0.5293(6) 0.4493(8) 0.030(3) Uani 1 1 d . . . . .
H7 H 0.204573 0.519245 0.385906 0.036 Uiso 1 1 calc R . . . .
C8 C 0.1649(9) 0.5504(7) 0.5201(9) 0.029(3) Uani 1 1 d . . . . .
H8 H 0.093726 0.553767 0.505922 0.035 Uiso 1 1 calc R . . . .
C9 C 0.2044(9) 0.5666(7) 0.6123(8) 0.026(2) Uani 1 1 d . . . . .
H9 H 0.159664 0.581910 0.660574 0.032 Uiso 1 1 calc R . . . .
C10 C 0.2774(8) 0.5545(5) 0.8393(7) 0.018(2) Uani 1 1 d . . . . .
C11 C 0.1794(8) 0.5826(6) 0.8431(7) 0.019(2) Uani 1 1 d . . . . .
H11 H 0.158874 0.621439 0.800529 0.022 Uiso 1 1 calc R . . . .
C12 C 0.1109(9) 0.5554(6) 0.9076(8) 0.025(2) Uani 1 1 d . . . . .
H12 H 0.043437 0.574312 0.907454 0.030 Uiso 1 1 calc R . . . .
C13 C 0.1406(9) 0.5010(7) 0.9718(9) 0.028(2) Uani 1 1 d . . . . .
H13 H 0.093435 0.482793 1.016312 0.033 Uiso 1 1 calc R . . . .
C14 C 0.2394(9) 0.4722(7) 0.9724(8) 0.027(2) Uani 1 1 d . . . . .
H14 H 0.260466 0.435435 1.017858 0.033 Uiso 1 1 calc R . . . .
C15 C 0.3062(9) 0.4986(6) 0.9051(8) 0.023(2) Uani 1 1 d . . . . .
H15 H 0.372873 0.478308 0.903532 0.028 Uiso 1 1 calc R . . . .
C16 C 0.4743(8) 0.5304(5) 0.7620(7) 0.018(2) Uani 1 1 d . . . . .
C17 C 0.4605(8) 0.4545(6) 0.7461(7) 0.019(2) Uani 1 1 d . . . . .
H17 H 0.394366 0.435873 0.729914 0.023 Uiso 1 1 calc R . . . .
C18 C 0.5426(9) 0.4061(6) 0.7539(8) 0.023(2) Uani 1 1 d . . . . .
H18 H 0.532276 0.354716 0.742809 0.027 Uiso 1 1 calc R . . . .
C19 C 0.6394(9) 0.4324(6) 0.7776(8) 0.025(2) Uani 1 1 d . . . . .
H19 H 0.695380 0.399231 0.783636 0.030 Uiso 1 1 calc R . . . .
C20 C 0.6541(8) 0.5074(6) 0.7925(8) 0.024(2) Uani 1 1 d . . . . .
H20 H 0.720507 0.525791 0.807840 0.029 Uiso 1 1 calc R . . . .
C21 C 0.5723(8) 0.5558(6) 0.7853(7) 0.019(2) Uani 1 1 d . . . . .
H21 H 0.583287 0.607142 0.796340 0.023 Uiso 1 1 calc R . . . .
C22 C 0.5149(9) 0.7628(6) 0.8794(8) 0.025(2) Uani 1 1 d . . . . .
C23 C 0.4637(8) 0.7079(6) 0.9287(8) 0.022(2) Uani 1 1 d . . . . .
C24 C 0.3576(9) 0.7291(6) 0.9335(8) 0.026(2) Uani 1 1 d . . . . .
C25 C 0.3462(9) 0.7985(6) 0.8908(8) 0.024(2) Uani 1 1 d . . . . .
C26 C 0.4415(9) 0.8199(6) 0.8530(8) 0.023(2) Uani 1 1 d . . . . .
C27 C 0.6272(9) 0.7677(7) 0.8687(11) 0.035(3) Uani 1 1 d . . . . .
H27a H 0.656873 0.717953 0.872851 0.052 Uiso 1 1 calc GR . . . .
H27b H 0.657281 0.798661 0.920265 0.052 Uiso 1 1 calc GR . . . .
H27c H 0.641245 0.789517 0.806033 0.052 Uiso 1 1 calc GR . . . .
C28 C 0.5103(10) 0.6429(7) 0.9832(8) 0.029(3) Uani 1 1 d . . . . .
H28a H 0.471082 0.598027 0.967626 0.044 Uiso 1 1 calc GR . . . .
H28b H 0.509053 0.652388 1.052624 0.044 Uiso 1 1 calc GR . . . .
H28c H 0.580936 0.636128 0.964560 0.044 Uiso 1 1 calc GR . . . .
C29 C 0.2819(9) 0.6934(6) 0.9977(8) 0.026(2) Uani 1 1 d . . . . .
H29a H 0.212624 0.702460 0.971548 0.039 Uiso 1 1 calc GR . . . .
H29b H 0.289278 0.714551 1.062620 0.039 Uiso 1 1 calc GR . . . .
H29c H 0.294511 0.640012 1.000798 0.039 Uiso 1 1 calc GR . . . .
C30 C 0.2524(9) 0.8456(7) 0.8938(9) 0.031(3) Uani 1 1 d . . . . .
H30a H 0.259950 0.888668 0.851711 0.047 Uiso 1 1 calc GR . . . .
H30b H 0.243103 0.862337 0.959991 0.047 Uiso 1 1 calc GR . . . .
H30c H 0.192941 0.816685 0.871513 0.047 Uiso 1 1 calc GR . . . .
C31 C 0.4654(10) 0.8981(6) 0.8183(10) 0.032(3) Uani 1 1 d . . . . .
H31a H 0.535599 0.899908 0.796862 0.048 Uiso 1 1 calc GR . . . .
H31b H 0.457541 0.933244 0.871228 0.048 Uiso 1 1 calc GR . . . .
H31c H 0.418339 0.911251 0.764465 0.048 Uiso 1 1 calc GR . . . .
C32 C 0.2472(8) 0.7412(6) 0.7012(8) 0.023(2) Uani 1 1 d . . . . .
H32a H 0.236666 0.705254 0.647953 0.028 Uiso 1 1 calc R . . . .
H32b H 0.192106 0.733239 0.746835 0.028 Uiso 1 1 calc R . . . .
C33 C 0.2360(13) 0.8174(9) 0.6604(13) 0.051(4) Uani 1 1 d . . . . .
H33a H 0.274888 0.821268 0.601778 0.077 Uiso 1 1 calc GR . . . .
H33b H 0.261814 0.853602 0.707895 0.077 Uiso 1 1 calc GR . . . .
H33c H 0.163839 0.827361 0.644752 0.077 Uiso 1 1 calc GR . . . .
S1 S -0.1045(2) 0.68993(13) 0.7852(2) 0.0219(5) Uani 1 1 d . . . . .
F1 F -0.0272(7) 0.6808(5) 0.6143(5) 0.049(2) Uani 1 1 d . . . . .
F2 F -0.0359(6) 0.5759(4) 0.6897(6) 0.0404(19) Uani 1 1 d . . . . .
F3 F -0.1711(6) 0.6268(5) 0.6264(7) 0.051(2) Uani 1 1 d . . . . .
O1 O -0.1676(6) 0.7513(4) 0.7523(6) 0.0271(17) Uani 1 1 d . . . . .
O2 O -0.0026(6) 0.7088(5) 0.8194(6) 0.0325(19) Uani 1 1 d . . . . .
O3 O -0.1548(7) 0.6353(5) 0.8430(7) 0.038(2) Uani 1 1 d . . . . .
C34 C -0.0836(10) 0.6415(7) 0.6735(9) 0.030(3) Uani 1 1 d . . . . .


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 P1 2.276(3) . ?
Ir1 P2 2.294(2) . ?
Ir1 C22 2.288(12) . ?
Ir1 C23 2.299(11) . ?
Ir1 C24 2.267(12) . ?
Ir1 C25 2.282(11) . ?
Ir1 C26 2.247(11) . ?
Ir1 C32 2.171(11) . ?
P1 C1 1.823(14) . ?
P1 C2 1.804(13) . ?
P1 C3 1.814(13) . ?
P2 C4 1.844(10) . ?
P2 C10 1.827(10) . ?
P2 C16 1.829(10) . ?
C4 C5 1.397(15) . ?
C4 C9 1.390(16) . ?
C5 C6 1.383(16) . ?
C6 C7 1.364(18) . ?
C7 C8 1.386(18) . ?
C8 C9 1.393(17) . ?
C10 C11 1.385(15) . ?
C10 C15 1.404(14) . ?
C11 C12 1.384(15) . ?
C12 C13 1.373(16) . ?
C13 C14 1.398(16) . ?
C14 C15 1.391(15) . ?
C16 C17 1.401(14) . ?
C16 C21 1.393(15) . ?
C17 C18 1.388(15) . ?
C18 C19 1.386(17) . ?
C19 C20 1.383(15) . ?
C20 C21 1.386(15) . ?
C22 C23 1.393(16) . ?
C22 C26 1.450(16) . ?
C22 C27 1.490(16) . ?
C23 C24 1.448(15) . ?
C23 C28 1.515(15) . ?
C24 C25 1.392(16) . ?
C24 C29 1.507(16) . ?
C25 C26 1.429(16) . ?
C25 C30 1.499(15) . ?
C26 C31 1.530(15) . ?
C32 C33 1.495(19) . ?
S1 O1 1.447(8) . ?
S1 O2 1.444(9) . ?
S1 O3 1.448(9) . ?
S1 C34 1.811(12) . ?
F1 C34 1.331(16) . ?
F2 C34 1.356(13) . ?
F3 C34 1.327(14) . ?

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
P1 Ir1 P2 94.26(10) . . ?
P1 Ir1 C22 101.3(3) . . ?
P1 Ir1 C23 130.8(3) . . ?
P1 Ir1 C25 131.3(3) . . ?
P2 Ir1 C23 97.3(3) . . ?
C22 Ir1 P2 123.8(3) . . ?
C22 Ir1 C23 35.4(4) . . ?
C24 Ir1 P1 160.7(3) . . ?
C24 Ir1 P2 101.8(3) . . ?
C24 Ir1 C22 60.8(4) . . ?
C24 Ir1 C23 37.0(4) . . ?
C24 Ir1 C25 35.6(4) . . ?
C25 Ir1 P2 134.0(3) . . ?
C25 Ir1 C22 61.0(4) . . ?
C25 Ir1 C23 60.2(4) . . ?
C26 Ir1 P1 100.7(3) . . ?
C26 Ir1 P2 157.9(3) . . ?
C26 Ir1 C22 37.3(4) . . ?
C26 Ir1 C23 60.6(4) . . ?
C26 Ir1 C24 61.0(4) . . ?
C26 Ir1 C25 36.8(4) . . ?
C32 Ir1 P1 86.6(3) . . ?
C32 Ir1 P2 90.3(3) . . ?
C32 Ir1 C22 143.8(4) . . ?
C32 Ir1 C23 140.7(4) . . ?
C32 Ir1 C24 103.7(4) . . ?
C32 Ir1 C25 87.1(4) . . ?
C32 Ir1 C26 106.6(4) . . ?
C1 P1 Ir1 119.0(4) . . ?
C2 P1 Ir1 116.6(4) . . ?
C2 P1 C1 103.5(7) . . ?
C2 P1 C3 98.9(6) . . ?
C3 P1 Ir1 115.6(5) . . ?
C3 P1 C1 100.1(7) . . ?
C4 P2 Ir1 118.8(3) . . ?
C10 P2 Ir1 111.5(3) . . ?
C10 P2 C4 103.7(5) . . ?
C10 P2 C16 103.5(5) . . ?
C16 P2 Ir1 117.7(3) . . ?
C16 P2 C4 99.7(5) . . ?
C5 C4 P2 119.8(8) . . ?
C9 C4 P2 121.8(8) . . ?
C9 C4 C5 118.0(10) . . ?
C6 C5 C4 120.6(11) . . ?
C7 C6 C5 120.7(11) . . ?
C6 C7 C8 120.2(11) . . ?
C7 C8 C9 119.3(11) . . ?
C4 C9 C8 121.2(11) . . ?
C11 C10 P2 119.4(8) . . ?
C11 C10 C15 117.8(9) . . ?
C15 C10 P2 122.8(8) . . ?
C12 C11 C10 121.4(10) . . ?
C13 C12 C11 120.0(11) . . ?
C12 C13 C14 120.7(10) . . ?
C15 C14 C13 118.5(10) . . ?
C14 C15 C10 121.5(10) . . ?
C17 C16 P2 119.2(8) . . ?
C21 C16 P2 122.6(8) . . ?
C21 C16 C17 118.2(10) . . ?
C18 C17 C16 120.7(10) . . ?
C19 C18 C17 120.3(10) . . ?
C20 C19 C18 119.6(10) . . ?
C19 C20 C21 120.4(10) . . ?
C20 C21 C16 121.0(10) . . ?
C23 C22 Ir1 72.8(7) . . ?
C23 C22 C26 107.6(10) . . ?
C23 C22 C27 126.1(11) . . ?
C26 C22 Ir1 69.9(6) . . ?
C26 C22 C27 125.7(11) . . ?
C27 C22 Ir1 129.6(8) . . ?
C22 C23 Ir1 71.9(7) . . ?
C22 C23 C24 108.5(10) . . ?
C22 C23 C28 127.2(10) . . ?
C24 C23 Ir1 70.3(6) . . ?
C24 C23 C28 123.6(11) . . ?
C28 C23 Ir1 131.0(7) . . ?
C23 C24 Ir1 72.7(6) . . ?
C23 C24 C29 124.9(11) . . ?
C25 C24 Ir1 72.8(7) . . ?
C25 C24 C23 107.9(11) . . ?
C25 C24 C29 125.1(10) . . ?
C29 C24 Ir1 133.4(8) . . ?
C24 C25 Ir1 71.6(6) . . ?
C24 C25 C26 108.6(10) . . ?
C24 C25 C30 125.2(11) . . ?
C26 C25 Ir1 70.3(6) . . ?
C26 C25 C30 126.0(10) . . ?
C30 C25 Ir1 128.8(8) . . ?
C22 C26 Ir1 72.9(6) . . ?
C22 C26 C31 126.5(11) . . ?
C25 C26 Ir1 72.9(6) . . ?
C25 C26 C22 107.3(9) . . ?
C25 C26 C31 124.0(10) . . ?
C31 C26 Ir1 132.8(8) . . ?
C33 C32 Ir1 116.3(9) . . ?
O1 S1 O3 115.5(5) . . ?
O1 S1 C34 101.8(5) . . ?
O2 S1 O1 115.8(5) . . ?
O2 S1 O3 114.5(6) . . ?
O2 S1 C34 103.1(6) . . ?
O3 S1 C34 103.5(6) . . ?
F1 C34 S1 112.2(9) . . ?
F1 C34 F2 107.7(10) . . ?
F2 C34 S1 111.4(8) . . ?
F3 C34 S1 111.2(9) . . ?
F3 C34 F1 107.2(10) . . ?
F3 C34 F2 106.9(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9604(11)
2 0.0396(11)

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_9362
_database_code_depnum_ccdc_archive 'CCDC 1874961'
_audit_update_record             
;
2018-10-23 deposited with the CCDC.
2019-01-09 downloaded from the CCDC.
;

#Crystallographer: Michael R. Gau

_audit_creation_date             2018-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2017/1
_chemical_formula_moiety         'C38 H46 Ir P2, C F3 O3 S'
_chemical_formula_sum            'C39 H46 F3 Ir O3 P2 S'
_chemical_formula_weight         905.96

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

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

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

_cell_length_a                   10.6431(4)
_cell_length_b                   18.1825(7)
_cell_length_c                   19.2066(8)
_cell_angle_alpha                87.071(2)
_cell_angle_beta                 79.140(2)
_cell_angle_gamma                84.124(2)
_cell_volume                     3629.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.530
_cell_measurement_theta_min      3.172
_exptl_absorpt_coefficient_mu    3.878
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2016/2'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_description       plate
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.01
_diffrn_reflns_av_R_equivalents  0.0650
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            118384
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_min         2.882
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'CMOS area detector'
_diffrn_measurement_device_type  'Bruker D8QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_number_gt                13272
_reflns_number_total             16716
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (2016)'
_computing_data_collection       'Bruker APEX3 v2016.1-0'
_computing_data_reduction        'SAINT V8.38A (2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.081
_refine_diff_density_min         -2.218
_refine_diff_density_rms         0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     932
_refine_ls_number_reflns         16716
_refine_ls_number_restraints     263
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+28.4079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0808
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual

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 0.73630(2) 0.02469(2) 0.25255(2) 0.01075(5) Uani 1 1 d . . . . .
P1 P 0.94519(12) 0.00088(7) 0.26933(6) 0.0118(2) Uani 1 1 d . . . . .
P2 P 0.77902(13) 0.01686(7) 0.13124(7) 0.0160(3) Uani 1 1 d . . . . .
C1 C 0.5651(5) 0.0481(3) 0.3438(3) 0.0167(10) Uani 1 1 d . . . . .
C2 C 0.5283(5) 0.0724(3) 0.2767(3) 0.0148(10) Uani 1 1 d . . . . .
C3 C 0.6040(5) 0.1323(3) 0.2485(3) 0.0169(10) Uani 1 1 d . . . . .
C4 C 0.6895(5) 0.1432(3) 0.2946(3) 0.0145(10) Uani 1 1 d . . . . .
C5 C 0.6652(5) 0.0905(3) 0.3540(3) 0.0149(10) Uani 1 1 d . . . . .
C6 C 0.4902(5) 0.0009(3) 0.3991(3) 0.0213(11) Uani 1 1 d . . . . .
H6a H 0.444737 -0.032419 0.376211 0.032 Uiso 1 1 calc GR . . . .
H6b H 0.427876 0.032371 0.431515 0.032 Uiso 1 1 calc GR . . . .
H6c H 0.548945 -0.028409 0.425728 0.032 Uiso 1 1 calc GR . . . .
C7 C 0.4085(5) 0.0551(3) 0.2531(3) 0.0235(12) Uani 1 1 d . . . . .
H7a H 0.415561 0.066977 0.202194 0.035 Uiso 1 1 calc GR . . . .
H7b H 0.334269 0.084720 0.279424 0.035 Uiso 1 1 calc GR . . . .
H7c H 0.397395 0.002449 0.262064 0.035 Uiso 1 1 calc GR . . . .
C8 C 0.5772(6) 0.1843(3) 0.1892(3) 0.0224(11) Uani 1 1 d . . . . .
H8a H 0.651078 0.212875 0.172864 0.034 Uiso 1 1 calc GR . . . .
H8b H 0.500836 0.218054 0.205877 0.034 Uiso 1 1 calc GR . . . .
H8c H 0.562159 0.156069 0.149896 0.034 Uiso 1 1 calc GR . . . .
C9 C 0.7638(5) 0.2085(3) 0.2928(3) 0.0194(11) Uani 1 1 d . . . . .
H9a H 0.835211 0.195976 0.318253 0.029 Uiso 1 1 calc GR . . . .
H9b H 0.707423 0.249882 0.315605 0.029 Uiso 1 1 calc GR . . . .
H9c H 0.797785 0.222597 0.243470 0.029 Uiso 1 1 calc GR . . . .
C10 C 0.7145(5) 0.0947(3) 0.4218(3) 0.0188(11) Uani 1 1 d . . . . .
H10a H 0.702865 0.048455 0.449692 0.028 Uiso 1 1 calc GR . . . .
H10b H 0.666813 0.136092 0.449126 0.028 Uiso 1 1 calc GR . . . .
H10c H 0.806059 0.102395 0.410887 0.028 Uiso 1 1 calc GR . . . .
C11 C 0.7250(5) -0.0965(3) 0.2533(3) 0.0172(7) Uani 1 1 d . . . . .
H11a H 0.739362 -0.111158 0.203285 0.021 Uiso 1 1 calc R . . . .
H11b H 0.798081 -0.120544 0.273836 0.021 Uiso 1 1 calc R . . . .
C12 C 0.6086(5) -0.1288(3) 0.2905(3) 0.0192(11) Uani 1 1 d . . . . .
C13 C 0.6040(5) -0.1665(3) 0.3563(3) 0.0200(11) Uani 1 1 d . . . . .
H13 H 0.677046 -0.169270 0.378454 0.024 Uiso 1 1 calc R . . . .
C14 C 0.4969(5) -0.1998(3) 0.3899(3) 0.0243(12) Uani 1 1 d . . . . .
H14 H 0.496002 -0.223944 0.435069 0.029 Uiso 1 1 calc R . . . .
C15 C 0.3904(5) -0.1979(3) 0.3573(3) 0.0263(12) Uani 1 1 d . . . . .
H15 H 0.316520 -0.220934 0.379884 0.032 Uiso 1 1 calc R . . . .
C16 C 0.3925(5) -0.1625(3) 0.2923(3) 0.0262(12) Uani 1 1 d . . . . .
H16 H 0.320032 -0.161235 0.269849 0.031 Uiso 1 1 calc R . . . .
C17 C 0.5005(5) -0.1284(3) 0.2591(3) 0.0220(11) Uani 1 1 d . . . . .
H17 H 0.500552 -0.104361 0.213977 0.026 Uiso 1 1 calc R . . . .
C18 C 0.9644(5) -0.0509(3) 0.3515(3) 0.0154(10) Uani 1 1 d . . . . .
C19 C 0.8584(5) -0.0731(3) 0.3992(3) 0.0174(10) Uani 1 1 d . . . . .
H19 H 0.774456 -0.060757 0.389293 0.021 Uiso 1 1 calc R . . . .
C20 C 0.8741(6) -0.1133(3) 0.4614(3) 0.0229(12) Uani 1 1 d . . . . .
H20 H 0.801587 -0.129228 0.493182 0.027 Uiso 1 1 calc R . . . .
C21 C 0.9962(6) -0.1298(3) 0.4764(3) 0.0255(12) Uani 1 1 d . . . . .
H21 H 1.007327 -0.156730 0.518812 0.031 Uiso 1 1 calc R . . . .
C22 C 1.1020(6) -0.1073(3) 0.4300(3) 0.0272(13) Uani 1 1 d . . . . .
H22 H 1.185284 -0.117896 0.441282 0.033 Uiso 1 1 calc R . . . .
C23 C 1.0874(5) -0.0695(3) 0.3674(3) 0.0206(11) Uani 1 1 d . . . . .
H23 H 1.160993 -0.056057 0.334867 0.025 Uiso 1 1 calc R . . . .
C24 C 1.0213(5) 0.0855(3) 0.2760(3) 0.0158(10) Uani 1 1 d . . . . .
C25 C 1.0638(5) 0.1029(3) 0.3369(3) 0.0199(11) Uani 1 1 d . . . . .
H25 H 1.053523 0.070281 0.377407 0.024 Uiso 1 1 calc R . . . .
C26 C 1.1212(6) 0.1680(3) 0.3386(3) 0.0296(13) Uani 1 1 d . . . . .
H26 H 1.149485 0.179720 0.380374 0.035 Uiso 1 1 calc R . . . .
C27 C 1.1374(6) 0.2156(3) 0.2800(3) 0.0301(14) Uani 1 1 d . . . . .
H27 H 1.178284 0.259458 0.281159 0.036 Uiso 1 1 calc R . . . .
C28 C 1.0941(5) 0.1994(3) 0.2198(3) 0.0270(13) Uani 1 1 d . . . . .
H28 H 1.104292 0.232574 0.179672 0.032 Uiso 1 1 calc R . . . .
C29 C 1.0352(5) 0.1345(3) 0.2174(3) 0.0221(11) Uani 1 1 d . . . . .
H29 H 1.004775 0.123838 0.175989 0.027 Uiso 1 1 calc R . . . .
C30 C 1.0704(5) -0.0537(3) 0.2073(2) 0.0136(10) Uani 1 1 d . . . . .
C31 C 1.0629(5) -0.1298(3) 0.2044(3) 0.0170(10) Uani 1 1 d . . . . .
H31 H 0.994051 -0.152181 0.233814 0.020 Uiso 1 1 calc R . . . .
C32 C 1.1550(5) -0.1731(3) 0.1591(3) 0.0228(11) Uani 1 1 d . . . . .
H32 H 1.147807 -0.224525 0.156987 0.027 Uiso 1 1 calc R . . . .
C33 C 1.2572(5) -0.1416(3) 0.1168(3) 0.0234(12) Uani 1 1 d . . . . .
H33 H 1.320345 -0.171291 0.086038 0.028 Uiso 1 1 calc R . . . .
C34 C 1.2668(5) -0.0665(3) 0.1198(3) 0.0227(11) Uani 1 1 d . . . . .
H34 H 1.336955 -0.044692 0.091068 0.027 Uiso 1 1 calc R . . . .
C35 C 1.1733(5) -0.0226(3) 0.1649(3) 0.0157(10) Uani 1 1 d . . . . .
H35 H 1.180343 0.028933 0.166588 0.019 Uiso 1 1 calc R . . . .
C36 C 0.8409(6) 0.0974(3) 0.0805(3) 0.0281(13) Uani 1 1 d . . . . .
H36a H 0.794689 0.142692 0.101697 0.042 Uiso 1 1 calc GR . . . .
H36b H 0.828476 0.095515 0.031385 0.042 Uiso 1 1 calc GR . . . .
H36c H 0.932746 0.097329 0.081249 0.042 Uiso 1 1 calc GR . . . .
C37 C 0.8905(5) -0.0562(3) 0.0856(3) 0.0221(11) Uani 1 1 d . . . . .
H37a H 0.977944 -0.050257 0.092301 0.033 Uiso 1 1 calc GR . . . .
H37b H 0.887463 -0.052817 0.034868 0.033 Uiso 1 1 calc GR . . . .
H37c H 0.865948 -0.104543 0.105234 0.033 Uiso 1 1 calc GR . . . .
C38 C 0.6366(6) 0.0036(3) 0.0958(3) 0.0242(12) Uani 1 1 d . . . . .
H38a H 0.605928 -0.044176 0.113110 0.036 Uiso 1 1 calc GR . . . .
H38b H 0.657736 0.004549 0.043864 0.036 Uiso 1 1 calc GR . . . .
H38c H 0.569250 0.043395 0.111300 0.036 Uiso 1 1 calc GR . . . .
Ir1' Ir 0.25089(2) 0.47225(2) 0.77306(2) 0.01642(5) Uani 1 1 d . . . . .
P1' P 0.07848(13) 0.49695(7) 0.71564(7) 0.0158(3) Uani 1 1 d . . . . .
P2' P 0.40846(13) 0.47770(8) 0.67343(8) 0.0206(3) Uani 1 1 d . . . . .
C1' C 0.2212(5) 0.4498(3) 0.8929(3) 0.0220(11) Uani 1 1 d . . . . .
C2' C 0.3525(5) 0.4267(3) 0.8619(3) 0.0244(12) Uani 1 1 d . . . . .
C3' C 0.3509(5) 0.3663(3) 0.8165(3) 0.0233(12) Uani 1 1 d . . . . .
C4' C 0.2210(5) 0.3540(3) 0.8169(3) 0.0207(11) Uani 1 1 d . . . . .
C5' C 0.1413(5) 0.4054(3) 0.8649(3) 0.0189(11) Uani 1 1 d . . . . .
C6' C 0.1784(6) 0.4987(3) 0.9544(3) 0.0285(13) Uani 1 1 d . . . . .
H6'a H 0.242157 0.533943 0.954580 0.043 Uiso 1 1 calc GR . . . .
H6'b H 0.169517 0.468622 0.998552 0.043 Uiso 1 1 calc GR . . . .
H6'c H 0.095408 0.525813 0.950563 0.043 Uiso 1 1 calc GR . . . .
C7' C 0.4700(6) 0.4450(3) 0.8884(3) 0.0327(14) Uani 1 1 d . . . . .
H7'a H 0.539629 0.451804 0.848018 0.049 Uiso 1 1 calc GR . . . .
H7'b H 0.496978 0.404345 0.919525 0.049 Uiso 1 1 calc GR . . . .
H7'c H 0.449585 0.490580 0.915017 0.049 Uiso 1 1 calc GR . . . .
C8' C 0.4644(6) 0.3151(3) 0.7863(4) 0.0342(14) Uani 1 1 d . . . . .
H8'a H 0.450577 0.295901 0.741860 0.051 Uiso 1 1 calc GR . . . .
H8'b H 0.475795 0.273930 0.820144 0.051 Uiso 1 1 calc GR . . . .
H8'c H 0.541471 0.341971 0.776951 0.051 Uiso 1 1 calc GR . . . .
C9' C 0.1774(6) 0.2870(3) 0.7905(3) 0.0283(13) Uani 1 1 d . . . . .
H9'a H 0.089771 0.298328 0.781394 0.042 Uiso 1 1 calc GR . . . .
H9'b H 0.178595 0.246654 0.826251 0.042 Uiso 1 1 calc GR . . . .
H9'c H 0.235063 0.272011 0.746437 0.042 Uiso 1 1 calc GR . . . .
C10' C 0.0006(6) 0.3990(3) 0.8928(3) 0.0262(12) Uani 1 1 d . . . . .
H10d H -0.040449 0.446654 0.911053 0.039 Uiso 1 1 calc GR . . . .
H10e H -0.008944 0.361118 0.931163 0.039 Uiso 1 1 calc GR . . . .
H10f H -0.040386 0.385016 0.854472 0.039 Uiso 1 1 calc GR . . . .
C11' C 0.2700(5) 0.5917(3) 0.7743(3) 0.0172(7) Uani 1 1 d . . . . .
H11c H 0.351899 0.601159 0.742612 0.021 Uiso 1 1 calc R . . . .
H11d H 0.200096 0.617772 0.752461 0.021 Uiso 1 1 calc R . . . .
C12' C 0.2680(6) 0.6280(3) 0.8424(3) 0.0251(12) Uani 1 1 d . . . . .
C13' C 0.1591(6) 0.6687(3) 0.8785(4) 0.0332(14) Uani 1 1 d . . . . .
H13' H 0.082033 0.672797 0.859879 0.040 Uiso 1 1 calc R . . . .
C14' C 0.1608(7) 0.7034(3) 0.9412(4) 0.0425(18) Uani 1 1 d . . . . .
H14' H 0.085438 0.731045 0.964704 0.051 Uiso 1 1 calc R . . . .
C15' C 0.2704(9) 0.6979(4) 0.9690(3) 0.048(2) Uani 1 1 d . . . . .
H15' H 0.270353 0.719653 1.012994 0.058 Uiso 1 1 calc R . . . .
C16' C 0.3810(7) 0.6608(4) 0.9332(3) 0.0384(16) Uani 1 1 d . . . . .
H16' H 0.458317 0.658560 0.951487 0.046 Uiso 1 1 calc R . . . .
C17' C 0.3796(6) 0.6267(3) 0.8703(3) 0.0268(12) Uani 1 1 d . . . . .
H17' H 0.456883 0.601840 0.845757 0.032 Uiso 1 1 calc R . . . .
C18' C -0.0608(5) 0.5521(3) 0.7649(3) 0.0189(11) Uani 1 1 d . . . . .
C19' C -0.0620(6) 0.5717(3) 0.8332(3) 0.0221(11) Uani 1 1 d . . . . .
H19' H 0.009292 0.555854 0.855296 0.027 Uiso 1 1 calc R . . . .
C20' C -0.1672(6) 0.6148(3) 0.8705(3) 0.0287(13) Uani 1 1 d . . . . .
H20' H -0.166525 0.629340 0.917257 0.034 Uiso 1 1 calc R . . . .
C21' C -0.2720(6) 0.6362(3) 0.8389(3) 0.0326(14) Uani 1 1 d . . . . .
H21' H -0.344664 0.664286 0.864504 0.039 Uiso 1 1 calc R . . . .
C22' C -0.2718(6) 0.6168(3) 0.7704(3) 0.0296(13) Uani 1 1 d . . . . .
H22' H -0.344040 0.631956 0.748901 0.036 Uiso 1 1 calc R . . . .
C23' C -0.1666(5) 0.5755(3) 0.7328(3) 0.0234(12) Uani 1 1 d . . . . .
H23' H -0.166226 0.563036 0.685280 0.028 Uiso 1 1 calc R . . . .
C24' C 0.0111(5) 0.4129(3) 0.6967(3) 0.0184(11) Uani 1 1 d . . . . .
C25' C -0.1145(5) 0.3976(3) 0.7256(3) 0.0238(12) Uani 1 1 d . . . . .
H25' H -0.170058 0.432895 0.754446 0.029 Uiso 1 1 calc R . . . .
C26' C -0.1590(6) 0.3311(3) 0.7125(3) 0.0304(14) Uani 1 1 d . . . . .
H26' H -0.243765 0.320769 0.733566 0.036 Uiso 1 1 calc R . . . .
C27' C -0.0813(6) 0.2804(3) 0.6694(3) 0.0277(13) Uani 1 1 d . . . . .
H27' H -0.112648 0.235493 0.660083 0.033 Uiso 1 1 calc R . . . .
C28' C 0.0426(6) 0.2948(3) 0.6398(3) 0.0284(13) Uani 1 1 d . . . . .
H28' H 0.096616 0.260166 0.609501 0.034 Uiso 1 1 calc R . . . .
C29' C 0.0880(5) 0.3602(3) 0.6544(3) 0.0228(11) Uani 1 1 d . . . . .
H29' H 0.174201 0.369033 0.634917 0.027 Uiso 1 1 calc R . . . .
C30' C 0.0978(5) 0.5496(3) 0.6304(3) 0.0187(11) Uani 1 1 d . . . . .
C31' C 0.0994(5) 0.6263(3) 0.6308(3) 0.0227(11) Uani 1 1 d . . . . .
H31' H 0.082550 0.650554 0.674680 0.027 Uiso 1 1 calc R . . . .
C32' C 0.1252(6) 0.6673(3) 0.5683(3) 0.0285(13) Uani 1 1 d . . . . .
H32' H 0.127792 0.719305 0.569623 0.034 Uiso 1 1 calc R . . . .
C33' C 0.1474(6) 0.6335(4) 0.5037(3) 0.0344(15) Uani 1 1 d . . . . .
H33' H 0.167028 0.661903 0.460836 0.041 Uiso 1 1 calc R . . . .
C34' C 0.1407(6) 0.5579(4) 0.5019(3) 0.0326(14) Uani 1 1 d . . . . .
H34' H 0.152239 0.534728 0.457638 0.039 Uiso 1 1 calc R . . . .
C35' C 0.1170(5) 0.5153(3) 0.5652(3) 0.0259(12) Uani 1 1 d . . . . .
H35' H 0.114009 0.463407 0.563788 0.031 Uiso 1 1 calc R . . . .
C36' C 0.4344(6) 0.3997(3) 0.6151(3) 0.0311(14) Uani 1 1 d . . . . .
H36d H 0.429486 0.353527 0.643640 0.047 Uiso 1 1 calc GR . . . .
H36e H 0.519469 0.399689 0.584730 0.047 Uiso 1 1 calc GR . . . .
H36f H 0.368291 0.403969 0.585463 0.047 Uiso 1 1 calc GR . . . .
C37' C 0.4100(5) 0.5532(3) 0.6082(3) 0.0284(13) Uani 1 1 d . . . . .
H37d H 0.337966 0.551791 0.583362 0.043 Uiso 1 1 calc GR . . . .
H37e H 0.491062 0.548302 0.574022 0.043 Uiso 1 1 calc GR . . . .
H37f H 0.401893 0.600297 0.632024 0.043 Uiso 1 1 calc GR . . . .
C38' C 0.5650(6) 0.4817(4) 0.6960(4) 0.0354(15) Uani 1 1 d . . . . .
H38d H 0.562873 0.524621 0.725295 0.053 Uiso 1 1 calc GR . . . .
H38e H 0.629049 0.486360 0.652536 0.053 Uiso 1 1 calc GR . . . .
H38f H 0.587819 0.436424 0.722579 0.053 Uiso 1 1 calc GR . . . .
S1 S 1.3179(9) 0.2320(5) -0.0330(5) 0.0318(13) Uani 0.5 1 d D U P A 1
S1* S 1.2903(10) 0.2293(6) -0.0236(6) 0.0479(19) Uani 0.5 1 d D U P A 2
F1 F 1.4402(12) 0.1166(6) 0.0224(8) 0.057(3) Uani 0.5 1 d D U P A 1
F1* F 1.4762(10) 0.1450(8) 0.0132(8) 0.064(4) Uani 0.5 1 d D U P A 2
F2 F 1.3427(4) 0.1942(2) 0.09970(18) 0.0455(10) Uani 1 1 d D U . . .
F3 F 1.2320(11) 0.1245(7) 0.0485(8) 0.063(3) Uani 0.5 1 d D U P A 1
F3* F 1.2933(12) 0.1043(6) 0.0479(8) 0.055(3) Uani 0.5 1 d D U P A 2
O1 O 1.3227(5) 0.1882(2) -0.0909(2) 0.0409(11) Uani 1 1 d D U . . .
O2 O 1.4307(13) 0.2704(7) -0.0346(8) 0.063(3) Uani 0.5 1 d D U P A 1
O2* O 1.3595(15) 0.2947(6) -0.0210(7) 0.058(3) Uani 0.5 1 d D U P A 2
O3 O 1.1966(13) 0.2748(7) -0.0114(7) 0.061(3) Uani 0.5 1 d D U P A 1
O3* O 1.1592(12) 0.2419(8) 0.0100(8) 0.067(3) Uani 0.5 1 d D U P A 2
C39 C 1.3451(5) 0.1643(3) 0.0362(3) 0.0238(7) Uani 1 1 d D U . . .
S1' S 0.42234(15) 0.25350(9) 0.40534(8) 0.0324(3) Uani 1 1 d . . . . .
F1' F 0.1784(4) 0.3024(2) 0.4316(3) 0.0573(13) Uani 1 1 d . . . . .
F2' F 0.2752(5) 0.3045(3) 0.5192(2) 0.0730(15) Uani 1 1 d . . . . .
F3' F 0.3040(4) 0.3856(2) 0.4367(3) 0.0672(15) Uani 1 1 d . . . . .
O1' O 0.4292(6) 0.2755(4) 0.3331(3) 0.077(2) Uani 1 1 d . . . . .
O2' O 0.3838(5) 0.1819(3) 0.4261(4) 0.0630(17) Uani 1 1 d . . . . .
O3' O 0.5284(4) 0.2714(2) 0.4355(3) 0.0371(11) Uani 1 1 d . . . . .
C39' C 0.2883(6) 0.3155(3) 0.4481(3) 0.0238(7) Uani 1 1 d . . . . .


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 P1 2.3006(12) . ?
Ir1 P2 2.2972(13) . ?
Ir1 C1 2.299(5) . ?
Ir1 C2 2.264(5) . ?
Ir1 C3 2.298(5) . ?
Ir1 C4 2.313(5) . ?
Ir1 C5 2.302(5) . ?
Ir1 C11 2.219(5) . ?
P1 C18 1.829(5) . ?
P1 C24 1.832(5) . ?
P1 C30 1.853(5) . ?
P2 C36 1.827(5) . ?
P2 C37 1.829(5) . ?
P2 C38 1.816(6) . ?
C1 C2 1.451(7) . ?
C1 C5 1.425(7) . ?
C1 C6 1.492(7) . ?
C2 C3 1.444(7) . ?
C2 C7 1.499(7) . ?
C3 C4 1.418(7) . ?
C3 C8 1.493(7) . ?
C4 C5 1.453(7) . ?
C4 C9 1.488(7) . ?
C5 C10 1.501(7) . ?
C11 C12 1.470(7) . ?
C12 C13 1.401(7) . ?
C12 C17 1.396(7) . ?
C13 C14 1.381(7) . ?
C14 C15 1.392(8) . ?
C15 C16 1.372(8) . ?
C16 C17 1.393(8) . ?
C18 C19 1.394(7) . ?
C18 C23 1.404(7) . ?
C19 C20 1.397(7) . ?
C20 C21 1.383(8) . ?
C21 C22 1.381(8) . ?
C22 C23 1.381(8) . ?
C24 C25 1.393(7) . ?
C24 C29 1.394(7) . ?
C25 C26 1.390(7) . ?
C26 C27 1.380(9) . ?
C27 C28 1.378(9) . ?
C28 C29 1.398(7) . ?
C30 C31 1.398(7) . ?
C30 C35 1.388(7) . ?
C31 C32 1.389(7) . ?
C32 C33 1.384(8) . ?
C33 C34 1.383(8) . ?
C34 C35 1.402(7) . ?
Ir1' P1' 2.3083(13) . ?
Ir1' P2' 2.2999(14) . ?
Ir1' C1' 2.285(5) . ?
Ir1' C2' 2.267(5) . ?
Ir1' C3' 2.301(5) . ?
Ir1' C4' 2.299(5) . ?
Ir1' C5' 2.291(5) . ?
Ir1' C11' 2.205(5) . ?
P1' C18' 1.834(5) . ?
P1' C24' 1.834(5) . ?
P1' C30' 1.841(5) . ?
P2' C36' 1.819(6) . ?
P2' C37' 1.809(6) . ?
P2' C38' 1.808(6) . ?
C1' C2' 1.440(8) . ?
C1' C5' 1.423(7) . ?
C1' C6' 1.488(8) . ?
C2' C3' 1.440(8) . ?
C2' C7' 1.508(8) . ?
C3' C4' 1.422(8) . ?
C3' C8' 1.490(8) . ?
C4' C5' 1.440(7) . ?
C4' C9' 1.491(7) . ?
C5' C10' 1.507(8) . ?
C11' C12' 1.489(7) . ?
C12' C13' 1.394(8) . ?
C12' C17' 1.390(8) . ?
C13' C14' 1.392(9) . ?
C14' C15' 1.364(11) . ?
C15' C16' 1.376(11) . ?
C16' C17' 1.389(8) . ?
C18' C19' 1.376(7) . ?
C18' C23' 1.402(8) . ?
C19' C20' 1.399(8) . ?
C20' C21' 1.380(9) . ?
C21' C22' 1.379(9) . ?
C22' C23' 1.385(8) . ?
C24' C25' 1.397(7) . ?
C24' C29' 1.383(8) . ?
C25' C26' 1.395(8) . ?
C26' C27' 1.372(9) . ?
C27' C28' 1.380(9) . ?
C28' C29' 1.389(7) . ?
C30' C31' 1.398(7) . ?
C30' C35' 1.398(8) . ?
C31' C32' 1.377(8) . ?
C32' C33' 1.382(9) . ?
C33' C34' 1.387(9) . ?
C34' C35' 1.402(8) . ?
S1 O1 1.391(10) . ?
S1 O2 1.443(11) . ?
S1 O3 1.438(12) . ?
S1 C39 1.808(12) . ?
S1* O1 1.491(11) . ?
S1* O2* 1.470(12) . ?
S1* O3* 1.423(13) . ?
S1* C39 1.740(13) . ?
F1 C39 1.261(11) . ?
F1* C39 1.397(10) . ?
F2 C39 1.355(6) . ?
F3 C39 1.444(10) . ?
F3* C39 1.264(10) . ?
S1' O1' 1.416(5) . ?
S1' O2' 1.420(5) . ?
S1' O3' 1.434(5) . ?
S1' C39' 1.818(6) . ?
F1' C39' 1.315(7) . ?
F2' C39' 1.352(7) . ?
F3' C39' 1.305(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
P1 Ir1 C4 100.19(13) . . ?
P1 Ir1 C5 95.63(13) . . ?
P2 Ir1 P1 96.85(5) . . ?
P2 Ir1 C1 139.90(13) . . ?
P2 Ir1 C3 92.66(13) . . ?
P2 Ir1 C4 115.44(12) . . ?
P2 Ir1 C5 151.45(13) . . ?
C1 Ir1 P1 123.24(13) . . ?
C1 Ir1 C4 60.91(17) . . ?
C1 Ir1 C5 36.08(17) . . ?
C2 Ir1 P1 156.77(12) . . ?
C2 Ir1 P2 103.72(13) . . ?
C2 Ir1 C1 37.08(18) . . ?
C2 Ir1 C3 36.90(17) . . ?
C2 Ir1 C4 61.24(17) . . ?
C2 Ir1 C5 61.16(17) . . ?
C3 Ir1 P1 132.61(13) . . ?
C3 Ir1 C1 60.92(18) . . ?
C3 Ir1 C4 35.83(17) . . ?
C3 Ir1 C5 60.38(17) . . ?
C5 Ir1 C4 36.71(17) . . ?
C11 Ir1 P1 88.24(14) . . ?
C11 Ir1 P2 85.05(13) . . ?
C11 Ir1 C1 95.94(18) . . ?
C11 Ir1 C2 104.01(19) . . ?
C11 Ir1 C3 138.92(19) . . ?
C11 Ir1 C4 156.33(18) . . ?
C11 Ir1 C5 120.96(18) . . ?
C18 P1 Ir1 114.87(17) . . ?
C18 P1 C24 103.2(2) . . ?
C18 P1 C30 98.4(2) . . ?
C24 P1 Ir1 112.54(16) . . ?
C24 P1 C30 102.3(2) . . ?
C30 P1 Ir1 122.90(16) . . ?
C36 P2 Ir1 116.60(19) . . ?
C36 P2 C37 99.4(3) . . ?
C37 P2 Ir1 122.54(18) . . ?
C38 P2 Ir1 112.29(18) . . ?
C38 P2 C36 103.5(3) . . ?
C38 P2 C37 99.6(3) . . ?
C2 C1 Ir1 70.2(3) . . ?
C2 C1 C6 124.9(5) . . ?
C5 C1 Ir1 72.1(3) . . ?
C5 C1 C2 107.7(4) . . ?
C5 C1 C6 125.8(5) . . ?
C6 C1 Ir1 134.2(4) . . ?
C1 C2 Ir1 72.8(3) . . ?
C1 C2 C7 125.3(4) . . ?
C3 C2 Ir1 72.8(3) . . ?
C3 C2 C1 107.2(4) . . ?
C3 C2 C7 125.1(5) . . ?
C7 C2 Ir1 133.8(3) . . ?
C2 C3 Ir1 70.3(3) . . ?
C2 C3 C8 124.8(5) . . ?
C4 C3 Ir1 72.7(3) . . ?
C4 C3 C2 109.1(4) . . ?
C4 C3 C8 124.9(5) . . ?
C8 C3 Ir1 132.9(3) . . ?
C3 C4 Ir1 71.5(3) . . ?
C3 C4 C5 107.3(4) . . ?
C3 C4 C9 125.7(4) . . ?
C5 C4 Ir1 71.2(3) . . ?
C5 C4 C9 125.2(4) . . ?
C9 C4 Ir1 134.7(3) . . ?
C1 C5 Ir1 71.9(3) . . ?
C1 C5 C4 108.6(4) . . ?
C1 C5 C10 125.9(4) . . ?
C4 C5 Ir1 72.1(3) . . ?
C4 C5 C10 123.8(4) . . ?
C10 C5 Ir1 133.7(3) . . ?
C12 C11 Ir1 120.2(4) . . ?
C13 C12 C11 122.0(5) . . ?
C17 C12 C11 121.2(5) . . ?
C17 C12 C13 116.7(5) . . ?
C14 C13 C12 122.2(5) . . ?
C13 C14 C15 119.6(5) . . ?
C16 C15 C14 119.7(5) . . ?
C15 C16 C17 120.3(5) . . ?
C16 C17 C12 121.5(5) . . ?
C19 C18 P1 121.1(4) . . ?
C19 C18 C23 118.6(5) . . ?
C23 C18 P1 120.3(4) . . ?
C18 C19 C20 120.7(5) . . ?
C21 C20 C19 119.5(5) . . ?
C22 C21 C20 120.4(5) . . ?
C21 C22 C23 120.3(5) . . ?
C22 C23 C18 120.4(5) . . ?
C25 C24 P1 122.8(4) . . ?
C25 C24 C29 119.3(5) . . ?
C29 C24 P1 117.9(4) . . ?
C26 C25 C24 120.1(5) . . ?
C27 C26 C25 120.5(5) . . ?
C28 C27 C26 119.9(5) . . ?
C27 C28 C29 120.3(5) . . ?
C24 C29 C28 119.9(5) . . ?
C31 C30 P1 118.7(4) . . ?
C35 C30 P1 122.7(4) . . ?
C35 C30 C31 118.6(4) . . ?
C32 C31 C30 120.7(5) . . ?
C33 C32 C31 120.3(5) . . ?
C34 C33 C32 119.6(5) . . ?
C33 C34 C35 120.2(5) . . ?
C30 C35 C34 120.5(5) . . ?
P2' Ir1' P1' 96.49(5) . . ?
P2' Ir1' C3' 92.72(15) . . ?
C1' Ir1' P1' 121.23(15) . . ?
C1' Ir1' P2' 142.25(15) . . ?
C1' Ir1' C3' 60.9(2) . . ?
C1' Ir1' C4' 61.09(19) . . ?
C1' Ir1' C5' 36.22(18) . . ?
C2' Ir1' P1' 155.55(15) . . ?
C2' Ir1' P2' 105.89(15) . . ?
C2' Ir1' C1' 36.9(2) . . ?
C2' Ir1' C3' 36.8(2) . . ?
C2' Ir1' C4' 61.22(19) . . ?
C2' Ir1' C5' 60.90(19) . . ?
C3' Ir1' P1' 134.33(14) . . ?
C4' Ir1' P1' 100.93(14) . . ?
C4' Ir1' P2' 113.80(14) . . ?
C4' Ir1' C3' 36.00(19) . . ?
C5' Ir1' P1' 94.72(14) . . ?
C5' Ir1' P2' 150.10(14) . . ?
C5' Ir1' C3' 60.23(19) . . ?
C5' Ir1' C4' 36.57(18) . . ?
C11' Ir1' P1' 89.96(14) . . ?
C11' Ir1' P2' 83.13(14) . . ?
C11' Ir1' C1' 97.20(18) . . ?
C11' Ir1' C2' 102.18(19) . . ?
C11' Ir1' C3' 135.61(19) . . ?
C11' Ir1' C4' 158.28(18) . . ?
C11' Ir1' C5' 124.56(19) . . ?
C18' P1' Ir1' 115.45(18) . . ?
C18' P1' C24' 103.3(2) . . ?
C18' P1' C30' 99.5(2) . . ?
C24' P1' Ir1' 112.76(17) . . ?
C24' P1' C30' 103.7(2) . . ?
C30' P1' Ir1' 119.91(17) . . ?
C36' P2' Ir1' 117.1(2) . . ?
C37' P2' Ir1' 122.8(2) . . ?
C37' P2' C36' 99.8(3) . . ?
C38' P2' Ir1' 111.6(2) . . ?
C38' P2' C36' 102.9(3) . . ?
C38' P2' C37' 99.6(3) . . ?
C2' C1' Ir1' 70.8(3) . . ?
C2' C1' C6' 125.9(5) . . ?
C5' C1' Ir1' 72.1(3) . . ?
C5' C1' C2' 107.6(5) . . ?
C5' C1' C6' 125.3(5) . . ?
C6' C1' Ir1' 132.6(4) . . ?
C1' C2' Ir1' 72.3(3) . . ?
C1' C2' C7' 125.8(5) . . ?
C3' C2' Ir1' 72.9(3) . . ?
C3' C2' C1' 107.5(5) . . ?
C3' C2' C7' 124.2(5) . . ?
C7' C2' Ir1' 134.4(4) . . ?
C2' C3' Ir1' 70.3(3) . . ?
C2' C3' C8' 125.7(5) . . ?
C4' C3' Ir1' 71.9(3) . . ?
C4' C3' C2' 108.7(5) . . ?
C4' C3' C8' 124.6(5) . . ?
C8' C3' Ir1' 133.1(4) . . ?
C3' C4' Ir1' 72.1(3) . . ?
C3' C4' C5' 107.2(5) . . ?
C3' C4' C9' 125.5(5) . . ?
C5' C4' Ir1' 71.4(3) . . ?
C5' C4' C9' 125.0(5) . . ?
C9' C4' Ir1' 135.4(4) . . ?
C1' C5' Ir1' 71.7(3) . . ?
C1' C5' C4' 109.0(5) . . ?
C1' C5' C10' 126.0(5) . . ?
C4' C5' Ir1' 72.0(3) . . ?
C4' C5' C10' 123.5(5) . . ?
C10' C5' Ir1' 133.5(4) . . ?
C12' C11' Ir1' 120.5(3) . . ?
C13' C12' C11' 122.8(5) . . ?
C17' C12' C11' 120.3(5) . . ?
C17' C12' C13' 116.7(5) . . ?
C14' C13' C12' 121.6(6) . . ?
C15' C14' C13' 120.1(6) . . ?
C14' C15' C16' 119.8(6) . . ?
C15' C16' C17' 120.0(6) . . ?
C16' C17' C12' 121.6(6) . . ?
C19' C18' P1' 120.4(4) . . ?
C19' C18' C23' 119.3(5) . . ?
C23' C18' P1' 120.2(4) . . ?
C18' C19' C20' 120.6(5) . . ?
C21' C20' C19' 119.5(6) . . ?
C22' C21' C20' 120.3(6) . . ?
C21' C22' C23' 120.3(6) . . ?
C22' C23' C18' 119.9(5) . . ?
C25' C24' P1' 122.8(4) . . ?
C29' C24' P1' 119.5(4) . . ?
C29' C24' C25' 117.7(5) . . ?
C26' C25' C24' 120.5(5) . . ?
C27' C26' C25' 120.6(5) . . ?
C26' C27' C28' 119.7(5) . . ?
C27' C28' C29' 119.7(6) . . ?
C24' C29' C28' 121.8(5) . . ?
C31' C30' P1' 118.8(4) . . ?
C31' C30' C35' 118.7(5) . . ?
C35' C30' P1' 122.5(4) . . ?
C32' C31' C30' 120.9(5) . . ?
C31' C32' C33' 120.6(6) . . ?
C32' C33' C34' 119.6(6) . . ?
C33' C34' C35' 120.3(6) . . ?
C30' C35' C34' 119.8(6) . . ?
O1 S1 O2 114.8(8) . . ?
O1 S1 O3 114.3(9) . . ?
O1 S1 C39 102.5(5) . . ?
O2 S1 C39 97.4(8) . . ?
O3 S1 O2 115.8(10) . . ?
O3 S1 C39 109.5(7) . . ?
O1 S1* C39 101.6(6) . . ?
O2* S1* O1 116.3(9) . . ?
O2* S1* C39 106.0(8) . . ?
O3* S1* O1 119.0(10) . . ?
O3* S1* O2* 111.3(11) . . ?
O3* S1* C39 99.7(8) . . ?
F1 C39 S1 117.5(7) . . ?
F1 C39 F2 110.1(9) . . ?
F1 C39 F3 106.5(9) . . ?
F1* C39 S1* 109.0(7) . . ?
F2 C39 S1 113.7(5) . . ?
F2 C39 S1* 111.6(5) . . ?
F2 C39 F1* 102.1(9) . . ?
F2 C39 F3 103.5(7) . . ?
F3 C39 S1 104.1(7) . . ?
F3* C39 S1* 118.7(8) . . ?
F3* C39 F1* 106.3(9) . . ?
F3* C39 F2 107.7(8) . . ?
O1' S1' O2' 117.2(4) . . ?
O1' S1' O3' 114.5(4) . . ?
O1' S1' C39' 101.7(3) . . ?
O2' S1' O3' 113.5(3) . . ?
O2' S1' C39' 103.7(3) . . ?
O3' S1' C39' 103.8(3) . . ?
F1' C39' S1' 112.5(4) . . ?
F1' C39' F2' 106.4(5) . . ?
F2' C39' S1' 108.8(4) . . ?
F3' C39' S1' 114.3(4) . . ?
F3' C39' F1' 109.2(5) . . ?
F3' C39' F2' 105.0(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: tetrahydrofuran, toluene'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
