# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2018

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

data_x1510003
_database_code_depnum_ccdc_archive 'CCDC 1584277'
_audit_update_record             
;
2017-11-07 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_audit_creation_date             2015-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H44 Cl Ir N O7 P'
_chemical_formula_sum            'C26 H44 Cl Ir N O7 P'
_chemical_formula_weight         741.24
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.0632(4)
_cell_length_b                   12.3425(3)
_cell_length_c                   16.2371(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.6431(13)
_cell_angle_gamma                90
_cell_volume                     2876.77(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9863
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.00
_cell_measurement_theta_min      3.08
_shelx_estimated_absorpt_T_max   0.611
_shelx_estimated_absorpt_T_min   0.287
_exptl_absorpt_coefficient_mu    10.732
_exptl_absorpt_correction_T_max  0.753301
_exptl_absorpt_correction_T_min  0.442147
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0729 before and 0.0427 after correction.
 The Ratio of minimum to maximum transmission not present.
 The λ/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.1508 before and 0.0590 after correction.
 The Ratio of minimum to maximum transmission is 0.59.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 52865 reflections, Rint = 0.0456
 (34591 with I > 3sig(I), Rint = 0.0407)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.051
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            53983
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.190
_diffrn_reflns_theta_min         3.078
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                42887
_reflns_number_total             51638
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.277
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         51638
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+0.6810P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0882
_refine_ls_wR_factor_ref         0.0936
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7005(6) 0.2995(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6)
3.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B), C19(H19A,H19B), C21(H21A,H21B), C22(H22A,
 H22B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,H27B), C28(H28A,H28B),
 C30(H30A,H30B), C31(H31A,H31B), C33(H33A,H33B), C34(H34A,H34B)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14)
3.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.19048(2) 0.67242(2) 0.38378(2) 0.01071(9) Uani 1 1 d . . . . .
H H 0.254(8) 0.667(8) 0.378(7) 0.07(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.02449(9) 0.69438(10) 0.38209(9) 0.0166(3) Uani 1 1 d . . . . .
P1 P 0.20466(9) 0.49594(11) 0.41400(9) 0.0116(3) Uani 1 1 d . . . . .
C1 C 0.2423(4) 0.7280(4) 0.4998(4) 0.0149(12) Uani 1 1 d . . . . .
O2 O 0.2761(3) 0.7539(4) 0.5690(3) 0.0259(10) Uani 1 1 d . . . . .
C3 C 0.3209(4) 0.4390(4) 0.4638(4) 0.0152(12) Uani 1 1 d . . . . .
H3 H 0.3147 0.3584 0.4607 0.018 Uiso 1 1 calc R . . . .
C4 C 0.3859(4) 0.4713(5) 0.4115(4) 0.0189(12) Uani 1 1 d . . . . .
H4A H 0.3541 0.4603 0.3498 0.028 Uiso 1 1 calc GR . . . .
H4B H 0.4422 0.4264 0.4292 0.028 Uiso 1 1 calc GR . . . .
H4C H 0.4032 0.5477 0.4221 0.028 Uiso 1 1 calc GR . . . .
C5 C 0.3619(4) 0.4693(5) 0.5591(4) 0.0230(13) Uani 1 1 d . . . . .
H5A H 0.3638 0.5484 0.5650 0.035 Uiso 1 1 calc GR . . . .
H5B H 0.4252 0.4401 0.5815 0.035 Uiso 1 1 calc GR . . . .
H5C H 0.3229 0.4389 0.5920 0.035 Uiso 1 1 calc GR . . . .
C6 C 0.1254(4) 0.4336(4) 0.4658(4) 0.0158(12) Uani 1 1 d . . . . .
H6 H 0.0615 0.4398 0.4237 0.019 Uiso 1 1 calc R . . . .
C7 C 0.1433(4) 0.3123(5) 0.4836(5) 0.0230(14) Uani 1 1 d . . . . .
H7A H 0.1441 0.2756 0.4303 0.034 Uiso 1 1 calc GR . . . .
H7B H 0.0938 0.2815 0.5040 0.034 Uiso 1 1 calc GR . . . .
H7C H 0.2036 0.3022 0.5279 0.034 Uiso 1 1 calc GR . . . .
C8 C 0.1234(4) 0.4970(5) 0.5462(4) 0.0179(12) Uani 1 1 d . . . . .
H8A H 0.1856 0.4962 0.5886 0.027 Uiso 1 1 calc GR . . . .
H8B H 0.0788 0.4633 0.5714 0.027 Uiso 1 1 calc GR . . . .
H8C H 0.1047 0.5720 0.5300 0.027 Uiso 1 1 calc GR . . . .
O9 O 0.1770(3) 0.4313(3) 0.3201(3) 0.0150(8) Uani 1 1 d . . . . .
C10 C 0.1449(4) 0.6090(5) 0.2629(4) 0.0129(11) Uani 1 1 d . . . . .
C11 C 0.1464(4) 0.4987(5) 0.2477(4) 0.0148(11) Uani 1 1 d . . . . .
C12 C 0.1200(4) 0.4556(5) 0.1653(4) 0.0183(12) Uani 1 1 d . . . . .
H12 H 0.1206 0.3797 0.1560 0.022 Uiso 1 1 calc R . . . .
C13 C 0.0923(4) 0.5283(5) 0.0961(4) 0.0202(13) Uani 1 1 d . . . . .
H13 H 0.0765 0.5012 0.0387 0.024 Uiso 1 1 calc R . . . .
C14 C 0.0873(4) 0.6393(5) 0.1094(4) 0.0193(13) Uani 1 1 d . . . . .
H14 H 0.0670 0.6871 0.0615 0.023 Uiso 1 1 calc R . . . .
C15 C 0.1122(4) 0.6796(5) 0.1933(4) 0.0165(12) Uani 1 1 d . . . . .
C16 C 0.1012(4) 0.7953(5) 0.2190(4) 0.0172(12) Uani 1 1 d . . . . .
H16A H 0.0382 0.8056 0.2247 0.021 Uiso 1 1 calc R . . . .
H16B H 0.1082 0.8451 0.1735 0.021 Uiso 1 1 calc R . . . .
N17 N 0.1737(3) 0.8219(4) 0.3039(3) 0.0145(10) Uani 1 1 d . . . . .
C18 C 0.2615(4) 0.8498(4) 0.2821(4) 0.0159(12) Uani 1 1 d . . . . .
H18A H 0.2482 0.9127 0.2424 0.019 Uiso 1 1 calc R . . . .
H18B H 0.2774 0.7880 0.2504 0.019 Uiso 1 1 calc R . . . .
C19 C 0.3464(4) 0.8766(5) 0.3584(4) 0.0175(12) Uani 1 1 d . . . . .
H19A H 0.3776 0.9421 0.3451 0.021 Uiso 1 1 calc R . . . .
H19B H 0.3268 0.8920 0.4101 0.021 Uiso 1 1 calc R . . . .
O20 O 0.4098(3) 0.7876(3) 0.3754(3) 0.0169(9) Uani 1 1 d . . . . .
C21 C 0.4743(4) 0.7915(5) 0.4599(4) 0.0190(13) Uani 1 1 d . . . . .
H21A H 0.5043 0.7196 0.4735 0.023 Uiso 1 1 calc R . . . .
H21B H 0.4394 0.8051 0.5017 0.023 Uiso 1 1 calc R . . . .
C22 C 0.5493(4) 0.8759(5) 0.4730(4) 0.0176(12) Uani 1 1 d . . . . .
H22A H 0.5214 0.9460 0.4487 0.021 Uiso 1 1 calc R . . . .
H22B H 0.5810 0.8859 0.5355 0.021 Uiso 1 1 calc R . . . .
O23 O 0.6147(3) 0.8416(3) 0.4308(3) 0.0203(9) Uani 1 1 d . . . . .
C24 C 0.6790(4) 0.9247(5) 0.4270(5) 0.0215(13) Uani 1 1 d . . . . .
H24A H 0.7387 0.8908 0.4274 0.026 Uiso 1 1 calc R . . . .
H24B H 0.6912 0.9704 0.4794 0.026 Uiso 1 1 calc R . . . .
C25 C 0.6450(4) 0.9956(5) 0.3482(4) 0.0213(13) Uani 1 1 d . . . . .
H25A H 0.6969 1.0416 0.3430 0.026 Uiso 1 1 calc R . . . .
H25B H 0.6242 0.9495 0.2960 0.026 Uiso 1 1 calc R . . . .
O26 O 0.5699(3) 1.0629(3) 0.3529(3) 0.0172(9) Uani 1 1 d . . . . .
C27 C 0.5355(4) 1.1231(5) 0.2756(4) 0.0231(13) Uani 1 1 d . . . . .
H27A H 0.5092 1.0730 0.2267 0.028 Uiso 1 1 calc R . . . .
H27B H 0.5874 1.1634 0.2641 0.028 Uiso 1 1 calc R . . . .
C28 C 0.4617(4) 1.2015(5) 0.2820(4) 0.0220(13) Uani 1 1 d . . . . .
H28A H 0.4832 1.2407 0.3377 0.026 Uiso 1 1 calc R . . . .
H28B H 0.4505 1.2554 0.2348 0.026 Uiso 1 1 calc R . . . .
O29 O 0.3771(3) 1.1455(3) 0.2762(3) 0.0195(9) Uani 1 1 d . . . . .
C30 C 0.3100(4) 1.2173(5) 0.2906(4) 0.0182(12) Uani 1 1 d . . . . .
H30A H 0.3071 1.2838 0.2558 0.022 Uiso 1 1 calc R . . . .
H30B H 0.3286 1.2383 0.3524 0.022 Uiso 1 1 calc R . . . .
C31 C 0.2155(4) 1.1647(5) 0.2663(4) 0.0185(12) Uani 1 1 d . . . . .
H31A H 0.1684 1.2177 0.2722 0.022 Uiso 1 1 calc R . . . .
H31B H 0.1978 1.1407 0.2053 0.022 Uiso 1 1 calc R . . . .
O32 O 0.2171(3) 1.0746(3) 0.3206(3) 0.0186(9) Uani 1 1 d . . . . .
C33 C 0.1278(4) 1.0233(5) 0.3009(4) 0.0199(13) Uani 1 1 d . . . . .
H33A H 0.1016 1.0127 0.2378 0.024 Uiso 1 1 calc R . . . .
H33B H 0.0844 1.0695 0.3206 0.024 Uiso 1 1 calc R . . . .
C34 C 0.1396(4) 0.9144(4) 0.3468(4) 0.0167(12) Uani 1 1 d . . . . .
H34A H 0.1838 0.9240 0.4055 0.020 Uiso 1 1 calc R . . . .
H34B H 0.0788 0.8935 0.3537 0.020 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 H 0.99(12) . ?
Ir1 Cl1 2.5070(13) . ?
Ir1 P1 2.2288(13) . ?
Ir1 C1 1.933(6) . ?
Ir1 C10 2.030(6) . ?
Ir1 N17 2.224(5) . ?
P1 C3 1.832(6) . ?
P1 C6 1.826(6) . ?
P1 O9 1.658(4) . ?
C1 O2 1.130(8) . ?
C3 H3 1.0000 . ?
C3 C4 1.531(8) . ?
C3 C5 1.529(8) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6 1.0000 . ?
C6 C7 1.534(7) . ?
C6 C8 1.529(8) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O9 C11 1.399(7) . ?
C10 C11 1.385(8) . ?
C10 C15 1.393(8) . ?
C11 C12 1.381(9) . ?
C12 H12 0.9500 . ?
C12 C13 1.399(9) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(9) . ?
C15 C16 1.511(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 N17 1.513(7) . ?
N17 C18 1.509(7) . ?
N17 C34 1.507(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.523(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 O20 1.427(7) . ?
O20 C21 1.422(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.504(8) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O23 1.424(7) . ?
O23 C24 1.425(7) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.506(9) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 O26 1.424(7) . ?
O26 C27 1.415(8) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.501(9) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 O29 1.427(7) . ?
O29 C30 1.416(7) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.505(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 O32 1.415(7) . ?
O32 C33 1.432(7) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.521(8) . ?
C34 H34A 0.9900 . ?
C34 H34B 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
Cl1 Ir1 H 174(6) . . ?
P1 Ir1 H 86(6) . . ?
P1 Ir1 Cl1 97.86(5) . . ?
C1 Ir1 H 90(6) . . ?
C1 Ir1 Cl1 94.53(17) . . ?
C1 Ir1 P1 98.56(17) . . ?
C1 Ir1 C10 176.0(2) . . ?
C1 Ir1 N17 102.4(2) . . ?
C10 Ir1 H 87(6) . . ?
C10 Ir1 Cl1 89.25(16) . . ?
C10 Ir1 P1 79.51(16) . . ?
C10 Ir1 N17 79.1(2) . . ?
N17 Ir1 H 87(6) . . ?
N17 Ir1 Cl1 88.13(12) . . ?
N17 Ir1 P1 157.68(14) . . ?
C3 P1 Ir1 119.14(19) . . ?
C6 P1 Ir1 118.73(19) . . ?
C6 P1 C3 107.8(3) . . ?
O9 P1 Ir1 106.69(15) . . ?
O9 P1 C3 99.3(2) . . ?
O9 P1 C6 101.8(2) . . ?
O2 C1 Ir1 175.1(5) . . ?
P1 C3 H3 107.3 . . ?
C4 C3 P1 110.0(4) . . ?
C4 C3 H3 107.3 . . ?
C5 C3 P1 113.1(4) . . ?
C5 C3 H3 107.3 . . ?
C5 C3 C4 111.6(5) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P1 C6 H6 106.3 . . ?
C7 C6 P1 113.3(4) . . ?
C7 C6 H6 106.3 . . ?
C8 C6 P1 111.2(4) . . ?
C8 C6 H6 106.3 . . ?
C8 C6 C7 112.7(5) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 O9 P1 114.4(3) . . ?
C11 C10 Ir1 122.1(4) . . ?
C11 C10 C15 119.5(5) . . ?
C15 C10 Ir1 118.4(4) . . ?
C10 C11 O9 117.0(5) . . ?
C12 C11 O9 120.6(5) . . ?
C12 C11 C10 122.3(6) . . ?
C11 C12 H12 121.3 . . ?
C11 C12 C13 117.3(6) . . ?
C13 C12 H12 121.3 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(6) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.5(6) . . ?
C15 C14 H14 120.3 . . ?
C10 C15 C16 114.1(5) . . ?
C14 C15 C10 119.6(6) . . ?
C14 C15 C16 126.1(6) . . ?
C15 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
C15 C16 N17 110.3(5) . . ?
H16A C16 H16B 108.1 . . ?
N17 C16 H16A 109.6 . . ?
N17 C16 H16B 109.6 . . ?
C16 N17 Ir1 105.9(3) . . ?
C18 N17 Ir1 112.0(3) . . ?
C18 N17 C16 106.1(5) . . ?
C34 N17 Ir1 110.7(4) . . ?
C34 N17 C16 109.4(4) . . ?
C34 N17 C18 112.4(4) . . ?
N17 C18 H18A 108.3 . . ?
N17 C18 H18B 108.3 . . ?
N17 C18 C19 116.0(5) . . ?
H18A C18 H18B 107.4 . . ?
C19 C18 H18A 108.3 . . ?
C19 C18 H18B 108.3 . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
O20 C19 C18 109.8(5) . . ?
O20 C19 H19A 109.7 . . ?
O20 C19 H19B 109.7 . . ?
C21 O20 C19 112.5(5) . . ?
O20 C21 H21A 108.5 . . ?
O20 C21 H21B 108.5 . . ?
O20 C21 C22 115.1(5) . . ?
H21A C21 H21B 107.5 . . ?
C22 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
C21 C22 H22A 109.9 . . ?
C21 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
O23 C22 C21 109.0(5) . . ?
O23 C22 H22A 109.9 . . ?
O23 C22 H22B 109.9 . . ?
C22 O23 C24 112.7(5) . . ?
O23 C24 H24A 108.9 . . ?
O23 C24 H24B 108.9 . . ?
O23 C24 C25 113.2(5) . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 H24A 108.9 . . ?
C25 C24 H24B 108.9 . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
O26 C25 C24 111.4(5) . . ?
O26 C25 H25A 109.4 . . ?
O26 C25 H25B 109.4 . . ?
C27 O26 C25 110.0(5) . . ?
O26 C27 H27A 109.5 . . ?
O26 C27 H27B 109.5 . . ?
O26 C27 C28 110.9(5) . . ?
H27A C27 H27B 108.1 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C27 C28 H28A 109.6 . . ?
C27 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
O29 C28 C27 110.4(5) . . ?
O29 C28 H28A 109.6 . . ?
O29 C28 H28B 109.6 . . ?
C30 O29 C28 110.8(5) . . ?
O29 C30 H30A 109.5 . . ?
O29 C30 H30B 109.5 . . ?
O29 C30 C31 110.7(5) . . ?
H30A C30 H30B 108.1 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
C30 C31 H31A 109.7 . . ?
C30 C31 H31B 109.7 . . ?
H31A C31 H31B 108.2 . . ?
O32 C31 C30 109.8(5) . . ?
O32 C31 H31A 109.7 . . ?
O32 C31 H31B 109.7 . . ?
C31 O32 C33 111.8(4) . . ?
O32 C33 H33A 110.0 . . ?
O32 C33 H33B 110.0 . . ?
O32 C33 C34 108.6(5) . . ?
H33A C33 H33B 108.4 . . ?
C34 C33 H33A 110.0 . . ?
C34 C33 H33B 110.0 . . ?
N17 C34 C33 116.7(5) . . ?
N17 C34 H34A 108.1 . . ?
N17 C34 H34B 108.1 . . ?
C33 C34 H34A 108.1 . . ?
C33 C34 H34B 108.1 . . ?
H34A C34 H34B 107.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 P1 C3 C4 -51.7(5) . . . . ?
Ir1 P1 C3 C5 73.8(5) . . . . ?
Ir1 P1 C6 C7 -179.5(4) . . . . ?
Ir1 P1 C6 C8 -51.3(5) . . . . ?
Ir1 P1 O9 C11 -4.2(4) . . . . ?
Ir1 C10 C11 O9 2.9(7) . . . . ?
Ir1 C10 C11 C12 -176.6(4) . . . . ?
Ir1 C10 C15 C14 175.0(4) . . . . ?
Ir1 C10 C15 C16 -9.0(7) . . . . ?
Ir1 N17 C18 C19 -63.2(5) . . . . ?
Ir1 N17 C34 C33 178.1(4) . . . . ?
P1 O9 C11 C10 1.3(6) . . . . ?
P1 O9 C11 C12 -179.2(4) . . . . ?
C3 P1 C6 C7 -40.1(5) . . . . ?
C3 P1 C6 C8 88.2(4) . . . . ?
C3 P1 O9 C11 -128.5(4) . . . . ?
C6 P1 C3 C4 169.0(4) . . . . ?
C6 P1 C3 C5 -65.5(5) . . . . ?
C6 P1 O9 C11 120.9(4) . . . . ?
O9 P1 C3 C4 63.4(4) . . . . ?
O9 P1 C3 C5 -171.1(4) . . . . ?
O9 P1 C6 C7 63.8(5) . . . . ?
O9 P1 C6 C8 -167.9(4) . . . . ?
O9 C11 C12 C13 -178.5(5) . . . . ?
C10 C11 C12 C13 0.9(9) . . . . ?
C10 C15 C16 N17 32.0(7) . . . . ?
C11 C10 C15 C14 -4.2(8) . . . . ?
C11 C10 C15 C16 171.8(5) . . . . ?
C11 C12 C13 C14 -2.9(9) . . . . ?
C12 C13 C14 C15 1.3(9) . . . . ?
C13 C14 C15 C10 2.3(9) . . . . ?
C13 C14 C15 C16 -173.2(5) . . . . ?
C14 C15 C16 N17 -152.4(5) . . . . ?
C15 C10 C11 O9 -177.9(5) . . . . ?
C15 C10 C11 C12 2.6(9) . . . . ?
C15 C16 N17 Ir1 -36.9(5) . . . . ?
C15 C16 N17 C18 82.2(5) . . . . ?
C15 C16 N17 C34 -156.3(5) . . . . ?
C16 N17 C18 C19 -178.3(4) . . . . ?
C16 N17 C34 C33 -65.5(6) . . . . ?
N17 C18 C19 O20 104.5(6) . . . . ?
C18 N17 C34 C33 52.1(6) . . . . ?
C18 C19 O20 C21 -161.1(5) . . . . ?
C19 O20 C21 C22 -73.4(6) . . . . ?
O20 C21 C22 O23 -73.6(6) . . . . ?
C21 C22 O23 C24 169.8(5) . . . . ?
C22 O23 C24 C25 -88.4(6) . . . . ?
O23 C24 C25 O26 70.3(7) . . . . ?
C24 C25 O26 C27 -176.1(5) . . . . ?
C25 O26 C27 C28 -175.2(5) . . . . ?
O26 C27 C28 O29 -74.0(7) . . . . ?
C27 C28 O29 C30 174.3(5) . . . . ?
C28 O29 C30 C31 168.1(5) . . . . ?
O29 C30 C31 O32 63.9(7) . . . . ?
C30 C31 O32 C33 178.7(5) . . . . ?
C31 O32 C33 C34 167.4(5) . . . . ?
O32 C33 C34 N17 -80.9(6) . . . . ?
C34 N17 C18 C19 62.2(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7005(6)
2 0.2995(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_x1509008
_database_code_depnum_ccdc_archive 'CCDC 1584278'
_audit_update_record             
;
2017-11-07 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_audit_creation_date             2015-09-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H43 Ir N O7 P'
_chemical_formula_sum            'C26 H43 Ir N O7 P'
_chemical_formula_weight         704.78
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   7.7588(6)
_cell_length_b                   15.5942(12)
_cell_length_c                   24.1160(19)
_cell_angle_alpha                89.185(4)
_cell_angle_beta                 82.743(4)
_cell_angle_gamma                89.582(5)
_cell_volume                     2894.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9808
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.11
_cell_measurement_theta_min      3.40
_shelx_estimated_absorpt_T_max   0.459
_shelx_estimated_absorpt_T_min   0.246
_exptl_absorpt_coefficient_mu    9.806
_exptl_absorpt_correction_T_max  0.5425
_exptl_absorpt_correction_T_min  0.2436
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0708 before and 0.0564 after correction.
The Ratio of minimum to maximum transmission is 0.4490.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            114739
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.274
_diffrn_reflns_theta_min         1.847
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9754
_reflns_number_total             11097
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     657
_refine_ls_number_reflns         11097
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0246
_refine_ls_restrained_S_all      1.068
_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)+(0.0200P)²+3.4326P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0511
_refine_ls_wR_factor_ref         0.0526
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6), C37(H37), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B), C21(H21A,H21B), C23(H23A,H23B), C24(H24A,
 H24B), C26(H26A,H26B), C27(H27A,H27B), C29(H29A,H29B), C30(H30A,H30B),
 C32(H32A,H32B), C33(H33A,H33B), C35(H35A,H35B), C36(H36A,H36B), C52(H52A,H52B),
  C54(H54A,H54B), C55(H55A,H55B), C57(H57A,H57B), C58(H58A,H58B), C60(H60A,
 H60B), C61(H61A,H61B), C63(H63A,H63B), C64(H64A,H64B), C66(H66A,H66B),
 C67(H67A,H67B), C69(H69A,H69B), C70(H70A,H70B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C15(H15), C47(H47), C48(H48), C49(H49)
2.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C38(H38A,
 H38B,H38C), C39(H39A,H39B,H39C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.25054(2) 1.02584(2) 0.72131(2) 0.01214(4) Uani 1 1 d . . . . .
P2 P 0.38104(9) 1.11412(5) 0.65768(3) 0.01381(16) Uani 1 1 d . . . . .
C3 C 0.2966(4) 1.2238(2) 0.65700(13) 0.0181(7) Uani 1 1 d . . . . .
H3 H 0.3446 1.2521 0.6209 0.022 Uiso 1 1 calc R . . . .
C4 C 0.0976(4) 1.2214(2) 0.66006(15) 0.0282(8) Uani 1 1 d . . . . .
H4A H 0.0652 1.1879 0.6289 0.042 Uiso 1 1 calc GR . . . .
H4B H 0.0525 1.2801 0.6576 0.042 Uiso 1 1 calc GR . . . .
H4C H 0.0484 1.1949 0.6956 0.042 Uiso 1 1 calc GR . . . .
C5 C 0.3539(4) 1.2747(2) 0.70488(14) 0.0238(7) Uani 1 1 d . . . . .
H5A H 0.3099 1.2470 0.7406 0.036 Uiso 1 1 calc GR . . . .
H5B H 0.3075 1.3332 0.7038 0.036 Uiso 1 1 calc GR . . . .
H5C H 0.4811 1.2765 0.7010 0.036 Uiso 1 1 calc GR . . . .
C6 C 0.6187(4) 1.1226(2) 0.64207(12) 0.0158(6) Uani 1 1 d . . . . .
H6 H 0.6644 1.1423 0.6767 0.019 Uiso 1 1 calc R . . . .
C7 C 0.6929(4) 1.0332(2) 0.62878(14) 0.0232(7) Uani 1 1 d . . . . .
H7A H 0.6527 0.9936 0.6595 0.035 Uiso 1 1 calc GR . . . .
H7B H 0.8201 1.0354 0.6240 0.035 Uiso 1 1 calc GR . . . .
H7C H 0.6534 1.0131 0.5942 0.035 Uiso 1 1 calc GR . . . .
C8 C 0.6778(4) 1.1868(2) 0.59508(14) 0.0228(7) Uani 1 1 d . . . . .
H8A H 0.6230 1.1730 0.5619 0.034 Uiso 1 1 calc GR . . . .
H8B H 0.8044 1.1836 0.5860 0.034 Uiso 1 1 calc GR . . . .
H8C H 0.6439 1.2449 0.6072 0.034 Uiso 1 1 calc GR . . . .
C9 C 0.2960(4) 1.0794(2) 0.78708(13) 0.0169(7) Uani 1 1 d . . . . .
O10 O 0.3205(3) 1.11312(15) 0.82735(9) 0.0273(5) Uani 1 1 d . . . . .
O11 O 0.3358(3) 1.08176(13) 0.59560(8) 0.0180(5) Uani 1 1 d . . . . .
C12 C 0.2446(4) 1.0048(2) 0.59795(13) 0.0178(7) Uani 1 1 d . . . . .
C13 C 0.2049(4) 0.9670(2) 0.54963(13) 0.0212(7) Uani 1 1 d . . . . .
H13 H 0.2386 0.9925 0.5139 0.025 Uiso 1 1 calc R . . . .
C14 C 0.1133(4) 0.8899(2) 0.55542(13) 0.0235(7) Uani 1 1 d . . . . .
H14 H 0.0857 0.8623 0.5228 0.028 Uiso 1 1 calc R . . . .
C15 C 0.0616(4) 0.8523(2) 0.60721(13) 0.0200(7) Uani 1 1 d . . . . .
H15 H -0.0017 0.8001 0.6100 0.024 Uiso 1 1 calc R . . . .
C16 C 0.1037(4) 0.89202(19) 0.65535(13) 0.0150(6) Uani 1 1 d . . . . .
C17 C 0.1959(4) 0.96850(19) 0.65074(12) 0.0136(6) Uani 1 1 d . . . . .
C18 C 0.0651(4) 0.85627(19) 0.71397(12) 0.0156(6) Uani 1 1 d . . . . .
H18A H 0.1553 0.8137 0.7210 0.019 Uiso 1 1 calc R . . . .
H18B H -0.0487 0.8270 0.7184 0.019 Uiso 1 1 calc R . . . .
N19 N 0.0618(3) 0.92843(15) 0.75570(10) 0.0127(5) Uani 1 1 d . . . . .
C20 C 0.0832(4) 0.8939(2) 0.81268(12) 0.0143(6) Uani 1 1 d . . . . .
H20A H -0.0044 0.8485 0.8226 0.017 Uiso 1 1 calc R . . . .
H20B H 0.0582 0.9406 0.8399 0.017 Uiso 1 1 calc R . . . .
C21 C 0.2607(4) 0.85710(19) 0.81876(13) 0.0174(7) Uani 1 1 d . . . . .
H21A H 0.3506 0.8894 0.7944 0.021 Uiso 1 1 calc R . . . .
H21B H 0.2845 0.8626 0.8579 0.021 Uiso 1 1 calc R . . . .
O22 O 0.2674(3) 0.76861(13) 0.80356(9) 0.0183(5) Uani 1 1 d . . . . .
C23 C 0.4121(4) 0.7231(2) 0.82209(13) 0.0189(7) Uani 1 1 d . . . . .
H23A H 0.5081 0.7638 0.8245 0.023 Uiso 1 1 calc R . . . .
H23B H 0.4541 0.6794 0.7941 0.023 Uiso 1 1 calc R . . . .
C24 C 0.3654(4) 0.6800(2) 0.87794(13) 0.0198(7) Uani 1 1 d . . . . .
H24A H 0.2634 0.6425 0.8769 0.024 Uiso 1 1 calc R . . . .
H24B H 0.4637 0.6440 0.8872 0.024 Uiso 1 1 calc R . . . .
O25 O 0.3265(3) 0.74396(14) 0.91903(9) 0.0226(5) Uani 1 1 d . . . . .
C26 C 0.2730(4) 0.7083(2) 0.97312(14) 0.0270(8) Uani 1 1 d . . . . .
H26A H 0.3745 0.6843 0.9893 0.032 Uiso 1 1 calc R . . . .
H26B H 0.1886 0.6616 0.9707 0.032 Uiso 1 1 calc R . . . .
C27 C 0.1910(4) 0.7786(2) 1.00888(14) 0.0293(8) Uani 1 1 d . . . . .
H27A H 0.1751 0.7597 1.0486 0.035 Uiso 1 1 calc R . . . .
H27B H 0.2671 0.8296 1.0053 0.035 Uiso 1 1 calc R . . . .
O28 O 0.0276(3) 0.79986(15) 0.99161(9) 0.0259(5) Uani 1 1 d . . . . .
C29 C -0.0563(5) 0.8686(2) 1.02166(15) 0.0312(8) Uani 1 1 d . . . . .
H29A H 0.0141 0.9213 1.0148 0.037 Uiso 1 1 calc R . . . .
H29B H -0.0693 0.8553 1.0622 0.037 Uiso 1 1 calc R . . . .
C30 C -0.2307(5) 0.8826(3) 1.00311(14) 0.0322(9) Uani 1 1 d . . . . .
H30A H -0.2929 0.8273 1.0039 0.039 Uiso 1 1 calc R . . . .
H30B H -0.2999 0.9220 1.0291 0.039 Uiso 1 1 calc R . . . .
O31 O -0.2138(3) 0.91782(15) 0.94834(10) 0.0282(6) Uani 1 1 d . . . . .
C32 C -0.3786(4) 0.9277(3) 0.92934(15) 0.0324(9) Uani 1 1 d . . . . .
H32A H -0.4531 0.9659 0.9548 0.039 Uiso 1 1 calc R . . . .
H32B H -0.4361 0.8713 0.9293 0.039 Uiso 1 1 calc R . . . .
C33 C -0.3555(5) 0.9656(2) 0.87117(14) 0.0285(8) Uani 1 1 d . . . . .
H33A H -0.4667 0.9906 0.8623 0.034 Uiso 1 1 calc R . . . .
H33B H -0.2678 1.0118 0.8684 0.034 Uiso 1 1 calc R . . . .
O34 O -0.3000(3) 0.89958(14) 0.83299(9) 0.0201(5) Uani 1 1 d . . . . .
C35 C -0.2750(4) 0.9284(2) 0.77598(13) 0.0195(7) Uani 1 1 d . . . . .
H35A H -0.3740 0.9659 0.7694 0.023 Uiso 1 1 calc R . . . .
H35B H -0.2776 0.8778 0.7517 0.023 Uiso 1 1 calc R . . . .
C36 C -0.1074(4) 0.9770(2) 0.75814(13) 0.0168(7) Uani 1 1 d . . . . .
H36A H -0.1147 1.0022 0.7206 0.020 Uiso 1 1 calc R . . . .
H36B H -0.1027 1.0252 0.7841 0.020 Uiso 1 1 calc R . . . .
Ir2 Ir 0.78111(2) 0.47770(2) 0.77913(2) 0.01241(4) Uani 1 1 d . . . . .
P3 P 0.66946(9) 0.37803(5) 0.83803(3) 0.01337(16) Uani 1 1 d . . . . .
C37 C 0.7705(4) 0.2714(2) 0.83517(13) 0.0177(7) Uani 1 1 d . . . . .
H37 H 0.7260 0.2392 0.8701 0.021 Uiso 1 1 calc R . . . .
C38 C 0.7234(4) 0.2213(2) 0.78536(14) 0.0214(7) Uani 1 1 d . . . . .
H38A H 0.5981 0.2107 0.7901 0.032 Uiso 1 1 calc GR . . . .
H38B H 0.7862 0.1665 0.7831 0.032 Uiso 1 1 calc GR . . . .
H38C H 0.7558 0.2546 0.7509 0.032 Uiso 1 1 calc GR . . . .
C39 C 0.9680(4) 0.2806(2) 0.83312(15) 0.0263(8) Uani 1 1 d . . . . .
H39A H 1.0144 0.3109 0.7986 0.039 Uiso 1 1 calc GR . . . .
H39B H 1.0216 0.2235 0.8339 0.039 Uiso 1 1 calc GR . . . .
H39C H 0.9941 0.3131 0.8655 0.039 Uiso 1 1 calc GR . . . .
C40 C 0.4336(4) 0.3595(2) 0.85155(13) 0.0178(7) Uani 1 1 d . . . . .
H40 H 0.3945 0.3364 0.8168 0.021 Uiso 1 1 calc R . . . .
C41 C 0.3842(4) 0.2948(2) 0.89914(13) 0.0194(7) Uani 1 1 d . . . . .
H41A H 0.4332 0.2384 0.8884 0.029 Uiso 1 1 calc GR . . . .
H41B H 0.2574 0.2907 0.9066 0.029 Uiso 1 1 calc GR . . . .
H41C H 0.4303 0.3138 0.9329 0.029 Uiso 1 1 calc GR . . . .
C42 C 0.3441(4) 0.4461(2) 0.86368(14) 0.0241(7) Uani 1 1 d . . . . .
H42A H 0.3738 0.4678 0.8992 0.036 Uiso 1 1 calc GR . . . .
H42B H 0.2179 0.4390 0.8661 0.036 Uiso 1 1 calc GR . . . .
H42C H 0.3831 0.4869 0.8335 0.036 Uiso 1 1 calc GR . . . .
C43 C 0.7601(4) 0.4245(2) 0.71065(13) 0.0171(7) Uani 1 1 d . . . . .
O44 O 0.7438(3) 0.39218(15) 0.66936(9) 0.0292(6) Uani 1 1 d . . . . .
O45 O 0.7053(3) 0.40713(13) 0.90183(8) 0.0175(5) Uani 1 1 d . . . . .
C46 C 0.7573(4) 0.4926(2) 0.90413(13) 0.0167(7) Uani 1 1 d . . . . .
C47 C 0.7691(4) 0.5319(2) 0.95466(13) 0.0224(7) Uani 1 1 d . . . . .
H47 H 0.7428 0.5017 0.9892 0.027 Uiso 1 1 calc R . . . .
C48 C 0.8213(4) 0.6176(2) 0.95292(14) 0.0236(7) Uani 1 1 d . . . . .
H48 H 0.8314 0.6457 0.9870 0.028 Uiso 1 1 calc R . . . .
C49 C 0.8587(4) 0.6632(2) 0.90288(13) 0.0195(7) Uani 1 1 d . . . . .
H49 H 0.8939 0.7214 0.9028 0.023 Uiso 1 1 calc R . . . .
C50 C 0.8436(4) 0.62181(19) 0.85285(12) 0.0147(6) Uani 1 1 d . . . . .
C51 C 0.7945(4) 0.53555(19) 0.85337(12) 0.0145(6) Uani 1 1 d . . . . .
C52 C 0.8724(4) 0.66281(19) 0.79551(12) 0.0148(6) Uani 1 1 d . . . . .
H52A H 0.9641 0.7069 0.7943 0.018 Uiso 1 1 calc R . . . .
H52B H 0.7640 0.6912 0.7870 0.018 Uiso 1 1 calc R . . . .
N53 N 0.9265(3) 0.59471(15) 0.75260(10) 0.0120(5) Uani 1 1 d . . . . .
C54 C 0.9050(4) 0.62739(19) 0.69482(12) 0.0145(6) Uani 1 1 d . . . . .
H54A H 0.9529 0.5840 0.6674 0.017 Uiso 1 1 calc R . . . .
H54B H 0.9746 0.6802 0.6873 0.017 Uiso 1 1 calc R . . . .
C55 C 0.7190(4) 0.64701(19) 0.68565(13) 0.0182(7) Uani 1 1 d . . . . .
H55A H 0.7034 0.6357 0.6463 0.022 Uiso 1 1 calc R . . . .
H55B H 0.6391 0.6092 0.7100 0.022 Uiso 1 1 calc R . . . .
O56 O 0.6781(3) 0.73481(13) 0.69815(9) 0.0190(5) Uani 1 1 d . . . . .
C57 C 0.5254(4) 0.7643(2) 0.67568(14) 0.0208(7) Uani 1 1 d . . . . .
H57A H 0.4649 0.8074 0.7010 0.025 Uiso 1 1 calc R . . . .
H57B H 0.4457 0.7154 0.6739 0.025 Uiso 1 1 calc R . . . .
C58 C 0.5669(4) 0.8036(2) 0.61813(14) 0.0241(7) Uani 1 1 d . . . . .
H58A H 0.4607 0.8293 0.6059 0.029 Uiso 1 1 calc R . . . .
H58B H 0.6542 0.8495 0.6187 0.029 Uiso 1 1 calc R . . . .
O59 O 0.6333(3) 0.73816(15) 0.58047(9) 0.0239(5) Uani 1 1 d . . . . .
C60 C 0.6855(4) 0.7711(3) 0.52586(15) 0.0334(9) Uani 1 1 d . . . . .
H60A H 0.7606 0.8218 0.5277 0.040 Uiso 1 1 calc R . . . .
H60B H 0.5822 0.7890 0.5082 0.040 Uiso 1 1 calc R . . . .
C61 C 0.7831(5) 0.7023(3) 0.49218(15) 0.0355(10) Uani 1 1 d . . . . .
H61A H 0.7169 0.6481 0.4965 0.043 Uiso 1 1 calc R . . . .
H61B H 0.7984 0.7189 0.4521 0.043 Uiso 1 1 calc R . . . .
O62 O 0.9477(3) 0.69049(15) 0.51102(9) 0.0264(5) Uani 1 1 d . . . . .
C63 C 1.0518(5) 0.6309(2) 0.47748(14) 0.0292(8) Uani 1 1 d . . . . .
H63A H 1.0692 0.6515 0.4382 0.035 Uiso 1 1 calc R . . . .
H63B H 0.9927 0.5747 0.4788 0.035 Uiso 1 1 calc R . . . .
C64 C 1.2238(5) 0.6211(2) 0.49891(15) 0.0310(8) Uani 1 1 d . . . . .
H64A H 1.3093 0.5958 0.4696 0.037 Uiso 1 1 calc R . . . .
H64B H 1.2667 0.6782 0.5082 0.037 Uiso 1 1 calc R . . . .
O65 O 1.2070(3) 0.56760(15) 0.54720(10) 0.0304(6) Uani 1 1 d . . . . .
C66 C 1.3680(4) 0.5561(3) 0.56861(15) 0.0316(9) Uani 1 1 d . . . . .
H66A H 1.4173 0.6126 0.5760 0.038 Uiso 1 1 calc R . . . .
H66B H 1.4514 0.5260 0.5409 0.038 Uiso 1 1 calc R . . . .
C67 C 1.3382(5) 0.5040(2) 0.62205(14) 0.0285(8) Uani 1 1 d . . . . .
H67A H 1.2619 0.4547 0.6174 0.034 Uiso 1 1 calc R . . . .
H67B H 1.4501 0.4818 0.6321 0.034 Uiso 1 1 calc R . . . .
O68 O 1.2588(3) 0.55837(14) 0.66431(9) 0.0201(5) Uani 1 1 d . . . . .
C69 C 1.2065(4) 0.5153(2) 0.71570(13) 0.0184(7) Uani 1 1 d . . . . .
H69A H 1.3092 0.4905 0.7307 0.022 Uiso 1 1 calc R . . . .
H69B H 1.1265 0.4680 0.7099 0.022 Uiso 1 1 calc R . . . .
C70 C 1.1163(4) 0.57880(19) 0.75641(13) 0.0152(6) Uani 1 1 d . . . . .
H70A H 1.1282 0.5583 0.7948 0.018 Uiso 1 1 calc R . . . .
H70B H 1.1778 0.6342 0.7507 0.018 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 P2 2.2007(8) . ?
Ir1 C9 1.877(3) . ?
Ir1 C17 2.026(3) . ?
Ir1 N19 2.198(2) . ?
P2 C3 1.827(3) . ?
P2 C6 1.840(3) . ?
P2 O11 1.666(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.537(4) . ?
C3 C5 1.524(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6 1.0000 . ?
C6 C7 1.527(4) . ?
C6 C8 1.530(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O10 1.148(4) . ?
O11 C12 1.395(4) . ?
C12 C13 1.383(4) . ?
C12 C17 1.394(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.398(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.399(4) . ?
C16 C17 1.391(4) . ?
C16 C18 1.507(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 N19 1.518(4) . ?
N19 C20 1.497(4) . ?
N19 C36 1.505(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.511(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 O22 1.432(4) . ?
O22 C23 1.439(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.501(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 O25 1.420(4) . ?
O25 C26 1.425(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.493(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 O28 1.419(4) . ?
O28 C29 1.411(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.492(5) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 O31 1.414(4) . ?
O31 C32 1.418(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.505(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 O34 1.420(4) . ?
O34 C35 1.430(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.521(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
Ir2 P3 2.1976(8) . ?
Ir2 C43 1.884(3) . ?
Ir2 C51 2.031(3) . ?
Ir2 N53 2.197(2) . ?
P3 C37 1.832(3) . ?
P3 C40 1.842(3) . ?
P3 O45 1.668(2) . ?
C37 H37 1.0000 . ?
C37 C38 1.526(4) . ?
C37 C39 1.534(4) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40 1.0000 . ?
C40 C41 1.531(4) . ?
C40 C42 1.529(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 O44 1.144(4) . ?
O45 C46 1.399(4) . ?
C46 C47 1.385(4) . ?
C46 C51 1.386(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.399(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.391(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.395(4) . ?
C50 C51 1.400(4) . ?
C50 C52 1.507(4) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C52 N53 1.513(4) . ?
N53 C54 1.505(4) . ?
N53 C70 1.506(3) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.516(4) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 O56 1.431(4) . ?
O56 C57 1.434(3) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.507(4) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 O59 1.426(4) . ?
O59 C60 1.418(4) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.498(5) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 O62 1.419(4) . ?
O62 C63 1.420(4) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.497(5) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 O65 1.416(4) . ?
O65 C66 1.420(4) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C67 1.507(5) . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C67 O68 1.412(4) . ?
O68 C69 1.416(4) . ?
C69 H69A 0.9900 . ?
C69 H69B 0.9900 . ?
C69 C70 1.510(4) . ?
C70 H70A 0.9900 . ?
C70 H70B 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
C9 Ir1 P2 100.73(10) . . ?
C9 Ir1 C17 178.77(12) . . ?
C9 Ir1 N19 100.69(11) . . ?
C17 Ir1 P2 79.78(9) . . ?
C17 Ir1 N19 78.62(11) . . ?
N19 Ir1 P2 156.44(6) . . ?
C3 P2 Ir1 116.74(11) . . ?
C3 P2 C6 106.17(14) . . ?
C6 P2 Ir1 123.40(10) . . ?
O11 P2 Ir1 107.43(8) . . ?
O11 P2 C3 99.88(13) . . ?
O11 P2 C6 99.17(12) . . ?
P2 C3 H3 108.4 . . ?
C4 C3 P2 109.3(2) . . ?
C4 C3 H3 108.4 . . ?
C5 C3 P2 110.6(2) . . ?
C5 C3 H3 108.4 . . ?
C5 C3 C4 111.5(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P2 C6 H6 107.8 . . ?
C7 C6 P2 108.4(2) . . ?
C7 C6 H6 107.8 . . ?
C7 C6 C8 111.4(3) . . ?
C8 C6 P2 113.5(2) . . ?
C8 C6 H6 107.8 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O10 C9 Ir1 178.5(3) . . ?
C12 O11 P2 113.63(18) . . ?
C13 C12 O11 120.7(3) . . ?
C13 C12 C17 122.2(3) . . ?
C17 C12 O11 117.1(3) . . ?
C12 C13 H13 121.3 . . ?
C12 C13 C14 117.3(3) . . ?
C14 C13 H13 121.3 . . ?
C13 C14 H14 118.9 . . ?
C15 C14 C13 122.1(3) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C18 125.1(3) . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 C18 115.0(3) . . ?
C12 C17 Ir1 121.7(2) . . ?
C16 C17 Ir1 118.9(2) . . ?
C16 C17 C12 119.3(3) . . ?
C16 C18 H18A 109.7 . . ?
C16 C18 H18B 109.7 . . ?
C16 C18 N19 109.7(2) . . ?
H18A C18 H18B 108.2 . . ?
N19 C18 H18A 109.7 . . ?
N19 C18 H18B 109.7 . . ?
C18 N19 Ir1 108.27(17) . . ?
C20 N19 Ir1 116.05(17) . . ?
C20 N19 C18 110.7(2) . . ?
C20 N19 C36 109.5(2) . . ?
C36 N19 Ir1 102.00(17) . . ?
C36 N19 C18 109.9(2) . . ?
N19 C20 H20A 108.5 . . ?
N19 C20 H20B 108.5 . . ?
N19 C20 C21 115.2(2) . . ?
H20A C20 H20B 107.5 . . ?
C21 C20 H20A 108.5 . . ?
C21 C20 H20B 108.5 . . ?
C20 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
O22 C21 C20 109.8(2) . . ?
O22 C21 H21A 109.7 . . ?
O22 C21 H21B 109.7 . . ?
C21 O22 C23 113.1(2) . . ?
O22 C23 H23A 109.1 . . ?
O22 C23 H23B 109.1 . . ?
O22 C23 C24 112.3(3) . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
O25 C24 C23 108.7(3) . . ?
O25 C24 H24A 109.9 . . ?
O25 C24 H24B 109.9 . . ?
C24 O25 C26 112.4(2) . . ?
O25 C26 H26A 110.2 . . ?
O25 C26 H26B 110.2 . . ?
O25 C26 C27 107.6(3) . . ?
H26A C26 H26B 108.5 . . ?
C27 C26 H26A 110.2 . . ?
C27 C26 H26B 110.2 . . ?
C26 C27 H27A 109.9 . . ?
C26 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
O28 C27 C26 109.1(3) . . ?
O28 C27 H27A 109.9 . . ?
O28 C27 H27B 109.9 . . ?
C29 O28 C27 113.0(3) . . ?
O28 C29 H29A 109.9 . . ?
O28 C29 H29B 109.9 . . ?
O28 C29 C30 109.0(3) . . ?
H29A C29 H29B 108.3 . . ?
C30 C29 H29A 109.9 . . ?
C30 C29 H29B 109.9 . . ?
C29 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
O31 C30 C29 110.5(3) . . ?
O31 C30 H30A 109.6 . . ?
O31 C30 H30B 109.6 . . ?
C30 O31 C32 110.9(3) . . ?
O31 C32 H32A 109.8 . . ?
O31 C32 H32B 109.8 . . ?
O31 C32 C33 109.4(3) . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 H32A 109.8 . . ?
C33 C32 H32B 109.8 . . ?
C32 C33 H33A 110.0 . . ?
C32 C33 H33B 110.0 . . ?
H33A C33 H33B 108.4 . . ?
O34 C33 C32 108.4(3) . . ?
O34 C33 H33A 110.0 . . ?
O34 C33 H33B 110.0 . . ?
C33 O34 C35 113.3(2) . . ?
O34 C35 H35A 108.4 . . ?
O34 C35 H35B 108.4 . . ?
O34 C35 C36 115.5(2) . . ?
H35A C35 H35B 107.5 . . ?
C36 C35 H35A 108.4 . . ?
C36 C35 H35B 108.4 . . ?
N19 C36 C35 118.2(3) . . ?
N19 C36 H36A 107.8 . . ?
N19 C36 H36B 107.8 . . ?
C35 C36 H36A 107.8 . . ?
C35 C36 H36B 107.8 . . ?
H36A C36 H36B 107.1 . . ?
C43 Ir2 P3 100.27(9) . . ?
C43 Ir2 C51 177.99(12) . . ?
C43 Ir2 N53 102.64(11) . . ?
C51 Ir2 P3 79.08(9) . . ?
C51 Ir2 N53 78.21(11) . . ?
N53 Ir2 P3 156.37(6) . . ?
C37 P3 Ir2 118.57(11) . . ?
C37 P3 C40 105.73(14) . . ?
C40 P3 Ir2 121.98(10) . . ?
O45 P3 Ir2 107.30(8) . . ?
O45 P3 C37 99.99(13) . . ?
O45 P3 C40 99.25(12) . . ?
P3 C37 H37 108.3 . . ?
C38 C37 P3 111.1(2) . . ?
C38 C37 H37 108.3 . . ?
C38 C37 C39 111.4(3) . . ?
C39 C37 P3 109.4(2) . . ?
C39 C37 H37 108.3 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
P3 C40 H40 108.2 . . ?
C41 C40 P3 112.8(2) . . ?
C41 C40 H40 108.2 . . ?
C42 C40 P3 107.9(2) . . ?
C42 C40 H40 108.2 . . ?
C42 C40 C41 111.5(3) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O44 C43 Ir2 178.6(3) . . ?
C46 O45 P3 113.13(18) . . ?
C47 C46 O45 121.4(3) . . ?
C47 C46 C51 122.2(3) . . ?
C51 C46 O45 116.4(3) . . ?
C46 C47 H47 121.3 . . ?
C46 C47 C48 117.4(3) . . ?
C48 C47 H47 121.3 . . ?
C47 C48 H48 118.9 . . ?
C49 C48 C47 122.2(3) . . ?
C49 C48 H48 118.9 . . ?
C48 C49 H49 120.6 . . ?
C48 C49 C50 118.8(3) . . ?
C50 C49 H49 120.6 . . ?
C49 C50 C51 120.2(3) . . ?
C49 C50 C52 125.4(3) . . ?
C51 C50 C52 114.5(3) . . ?
C46 C51 Ir2 122.3(2) . . ?
C46 C51 C50 119.2(3) . . ?
C50 C51 Ir2 118.4(2) . . ?
C50 C52 H52A 109.8 . . ?
C50 C52 H52B 109.8 . . ?
C50 C52 N53 109.3(2) . . ?
H52A C52 H52B 108.3 . . ?
N53 C52 H52A 109.8 . . ?
N53 C52 H52B 109.8 . . ?
C52 N53 Ir2 107.59(16) . . ?
C54 N53 Ir2 115.24(17) . . ?
C54 N53 C52 110.4(2) . . ?
C54 N53 C70 109.3(2) . . ?
C70 N53 Ir2 108.80(17) . . ?
C70 N53 C52 105.0(2) . . ?
N53 C54 H54A 108.6 . . ?
N53 C54 H54B 108.6 . . ?
N53 C54 C55 114.6(2) . . ?
H54A C54 H54B 107.6 . . ?
C55 C54 H54A 108.6 . . ?
C55 C54 H54B 108.6 . . ?
C54 C55 H55A 109.6 . . ?
C54 C55 H55B 109.6 . . ?
H55A C55 H55B 108.2 . . ?
O56 C55 C54 110.1(2) . . ?
O56 C55 H55A 109.6 . . ?
O56 C55 H55B 109.6 . . ?
C55 O56 C57 112.8(2) . . ?
O56 C57 H57A 109.1 . . ?
O56 C57 H57B 109.1 . . ?
O56 C57 C58 112.3(3) . . ?
H57A C57 H57B 107.9 . . ?
C58 C57 H57A 109.1 . . ?
C58 C57 H57B 109.1 . . ?
C57 C58 H58A 110.0 . . ?
C57 C58 H58B 110.0 . . ?
H58A C58 H58B 108.4 . . ?
O59 C58 C57 108.6(3) . . ?
O59 C58 H58A 110.0 . . ?
O59 C58 H58B 110.0 . . ?
C60 O59 C58 112.0(3) . . ?
O59 C60 H60A 110.0 . . ?
O59 C60 H60B 110.0 . . ?
O59 C60 C61 108.4(3) . . ?
H60A C60 H60B 108.4 . . ?
C61 C60 H60A 110.0 . . ?
C61 C60 H60B 110.0 . . ?
C60 C61 H61A 109.9 . . ?
C60 C61 H61B 109.9 . . ?
H61A C61 H61B 108.3 . . ?
O62 C61 C60 109.0(3) . . ?
O62 C61 H61A 109.9 . . ?
O62 C61 H61B 109.9 . . ?
C61 O62 C63 111.5(3) . . ?
O62 C63 H63A 109.8 . . ?
O62 C63 H63B 109.8 . . ?
O62 C63 C64 109.3(3) . . ?
H63A C63 H63B 108.3 . . ?
C64 C63 H63A 109.8 . . ?
C64 C63 H63B 109.8 . . ?
C63 C64 H64A 109.7 . . ?
C63 C64 H64B 109.7 . . ?
H64A C64 H64B 108.2 . . ?
O65 C64 C63 110.0(3) . . ?
O65 C64 H64A 109.7 . . ?
O65 C64 H64B 109.7 . . ?
C64 O65 C66 111.8(3) . . ?
O65 C66 H66A 109.9 . . ?
O65 C66 H66B 109.9 . . ?
O65 C66 C67 108.9(3) . . ?
H66A C66 H66B 108.3 . . ?
C67 C66 H66A 109.9 . . ?
C67 C66 H66B 109.9 . . ?
C66 C67 H67A 110.2 . . ?
C66 C67 H67B 110.2 . . ?
H67A C67 H67B 108.5 . . ?
O68 C67 C66 107.6(3) . . ?
O68 C67 H67A 110.2 . . ?
O68 C67 H67B 110.2 . . ?
C67 O68 C69 113.6(2) . . ?
O68 C69 H69A 110.0 . . ?
O68 C69 H69B 110.0 . . ?
O68 C69 C70 108.6(2) . . ?
H69A C69 H69B 108.3 . . ?
C70 C69 H69A 110.0 . . ?
C70 C69 H69B 110.0 . . ?
N53 C70 C69 116.2(2) . . ?
N53 C70 H70A 108.2 . . ?
N53 C70 H70B 108.2 . . ?
C69 C70 H70A 108.2 . . ?
C69 C70 H70B 108.2 . . ?
H70A C70 H70B 107.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 P2 C3 C4 -47.3(2) . . . . ?
Ir1 P2 C3 C5 75.9(2) . . . . ?
Ir1 P2 C6 C7 54.1(2) . . . . ?
Ir1 P2 C6 C8 178.46(18) . . . . ?
Ir1 P2 O11 C12 -5.9(2) . . . . ?
Ir1 N19 C20 C21 -55.0(3) . . . . ?
Ir1 N19 C36 C35 175.3(2) . . . . ?
P2 O11 C12 C13 -176.7(2) . . . . ?
P2 O11 C12 C17 3.4(3) . . . . ?
C3 P2 C6 C7 -167.1(2) . . . . ?
C3 P2 C6 C8 -42.7(3) . . . . ?
C3 P2 O11 C12 -128.1(2) . . . . ?
C6 P2 C3 C4 170.7(2) . . . . ?
C6 P2 C3 C5 -66.1(2) . . . . ?
C6 P2 O11 C12 123.6(2) . . . . ?
O11 P2 C3 C4 68.1(2) . . . . ?
O11 P2 C3 C5 -168.8(2) . . . . ?
O11 P2 C6 C7 -63.9(2) . . . . ?
O11 P2 C6 C8 60.4(2) . . . . ?
O11 C12 C13 C14 179.9(3) . . . . ?
O11 C12 C17 Ir1 1.2(4) . . . . ?
O11 C12 C17 C16 179.6(3) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C13 C12 C17 Ir1 -178.7(2) . . . . ?
C13 C12 C17 C16 -0.3(5) . . . . ?
C13 C14 C15 C16 -0.7(5) . . . . ?
C14 C15 C16 C17 0.2(5) . . . . ?
C14 C15 C16 C18 -176.4(3) . . . . ?
C15 C16 C17 Ir1 178.7(2) . . . . ?
C15 C16 C17 C12 0.3(4) . . . . ?
C15 C16 C18 N19 -157.6(3) . . . . ?
C16 C18 N19 Ir1 -32.8(3) . . . . ?
C16 C18 N19 C20 -161.1(2) . . . . ?
C16 C18 N19 C36 77.8(3) . . . . ?
C17 C12 C13 C14 -0.2(5) . . . . ?
C17 C16 C18 N19 25.6(3) . . . . ?
C18 C16 C17 Ir1 -4.4(4) . . . . ?
C18 C16 C17 C12 177.2(3) . . . . ?
C18 N19 C20 C21 68.9(3) . . . . ?
C18 N19 C36 C35 60.6(3) . . . . ?
N19 C20 C21 O22 -87.3(3) . . . . ?
C20 N19 C36 C35 -61.2(3) . . . . ?
C20 C21 O22 C23 -164.3(2) . . . . ?
C21 O22 C23 C24 93.2(3) . . . . ?
O22 C23 C24 O25 -66.1(3) . . . . ?
C23 C24 O25 C26 177.3(2) . . . . ?
C24 O25 C26 C27 -165.0(3) . . . . ?
O25 C26 C27 O28 71.6(3) . . . . ?
C26 C27 O28 C29 -177.4(3) . . . . ?
C27 O28 C29 C30 -176.5(3) . . . . ?
O28 C29 C30 O31 -71.0(4) . . . . ?
C29 C30 O31 C32 177.4(3) . . . . ?
C30 O31 C32 C33 179.8(3) . . . . ?
O31 C32 C33 O34 78.4(4) . . . . ?
C32 C33 O34 C35 179.6(3) . . . . ?
C33 O34 C35 C36 77.8(3) . . . . ?
O34 C35 C36 N19 67.6(4) . . . . ?
C36 N19 C20 C21 -169.8(2) . . . . ?
Ir2 P3 C37 C38 -75.9(2) . . . . ?
Ir2 P3 C37 C39 47.5(2) . . . . ?
Ir2 P3 C40 C41 -172.92(17) . . . . ?
Ir2 P3 C40 C42 -49.3(2) . . . . ?
Ir2 P3 O45 C46 13.8(2) . . . . ?
Ir2 N53 C54 C55 57.8(3) . . . . ?
Ir2 N53 C70 C69 67.6(3) . . . . ?
P3 O45 C46 C47 170.7(2) . . . . ?
P3 O45 C46 C51 -8.8(3) . . . . ?
C37 P3 C40 C41 47.5(3) . . . . ?
C37 P3 C40 C42 171.0(2) . . . . ?
C37 P3 O45 C46 138.1(2) . . . . ?
C40 P3 C37 C38 65.3(2) . . . . ?
C40 P3 C37 C39 -171.3(2) . . . . ?
C40 P3 O45 C46 -114.0(2) . . . . ?
O45 P3 C37 C38 168.0(2) . . . . ?
O45 P3 C37 C39 -68.6(2) . . . . ?
O45 P3 C40 C41 -55.7(2) . . . . ?
O45 P3 C40 C42 67.8(2) . . . . ?
O45 C46 C47 C48 -179.7(3) . . . . ?
O45 C46 C51 Ir2 -1.5(4) . . . . ?
O45 C46 C51 C50 178.6(3) . . . . ?
C46 C47 C48 C49 0.6(5) . . . . ?
C47 C46 C51 Ir2 179.0(2) . . . . ?
C47 C46 C51 C50 -0.9(5) . . . . ?
C47 C48 C49 C50 0.0(5) . . . . ?
C48 C49 C50 C51 -1.1(4) . . . . ?
C48 C49 C50 C52 177.5(3) . . . . ?
C49 C50 C51 Ir2 -178.3(2) . . . . ?
C49 C50 C51 C46 1.5(4) . . . . ?
C49 C50 C52 N53 153.9(3) . . . . ?
C50 C52 N53 Ir2 36.7(2) . . . . ?
C50 C52 N53 C54 163.3(2) . . . . ?
C50 C52 N53 C70 -79.0(3) . . . . ?
C51 C46 C47 C48 -0.2(5) . . . . ?
C51 C50 C52 N53 -27.4(3) . . . . ?
C52 C50 C51 Ir2 2.9(3) . . . . ?
C52 C50 C51 C46 -177.2(3) . . . . ?
C52 N53 C54 C55 -64.3(3) . . . . ?
C52 N53 C70 C69 -177.5(2) . . . . ?
N53 C54 C55 O56 91.4(3) . . . . ?
C54 N53 C70 C69 -59.0(3) . . . . ?
C54 C55 O56 C57 163.2(2) . . . . ?
C55 O56 C57 C58 -91.4(3) . . . . ?
O56 C57 C58 O59 66.3(3) . . . . ?
C57 C58 O59 C60 -176.4(2) . . . . ?
C58 O59 C60 C61 169.5(3) . . . . ?
O59 C60 C61 O62 -71.9(4) . . . . ?
C60 C61 O62 C63 -175.1(3) . . . . ?
C61 O62 C63 C64 179.7(3) . . . . ?
O62 C63 C64 O65 77.8(4) . . . . ?
C63 C64 O65 C66 179.5(3) . . . . ?
C64 O65 C66 C67 175.9(3) . . . . ?
O65 C66 C67 O68 -75.3(3) . . . . ?
C66 C67 O68 C69 173.7(3) . . . . ?
C67 O68 C69 C70 -177.3(2) . . . . ?
O68 C69 C70 N53 83.8(3) . . . . ?
C70 N53 C54 C55 -179.3(2) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
