# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
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data_2
_database_code_depnum_ccdc_archive 'CCDC 1581042'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H28 Cl Ir N3 P'
_chemical_formula_sum            'C30 H28 Cl Ir N3 P'
_chemical_formula_weight         689.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.1852(2)
_cell_length_b                   17.4738(3)
_cell_length_c                   14.3619(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.5380(10)
_cell_angle_gamma                90
_cell_volume                     2544.12(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      30.54

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.799
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    5.441
_shelx_estimated_absorpt_T_min   0.259
_shelx_estimated_absorpt_T_max   0.476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5619
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            26749
_diffrn_reflns_av_unetI/netI     0.0094
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.323
_diffrn_reflns_theta_max         25.247
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4601
_reflns_number_gt                4441
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0172P)²+3.0341P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4601
_refine_ls_number_parameters     330
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0159
_refine_ls_R_factor_gt           0.0151
_refine_ls_wR_factor_ref         0.0386
_refine_ls_wR_factor_gt          0.0382
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.21731(2) 0.02063(2) 0.16132(2) 0.01764(4) Uani 1 1 d D . . . .
H1IR H 0.109(2) 0.0630(14) 0.1025(17) 0.021 Uiso 1 1 d D U . . .
Cl1 Cl 0.38858(6) -0.06701(4) 0.24236(4) 0.02886(14) Uani 1 1 d . . . . .
P1 P 0.10753(6) 0.04909(4) 0.29058(4) 0.02057(13) Uani 1 1 d . . . . .
N1 N 0.3443(2) 0.04683(12) -0.00714(14) 0.0212(4) Uani 1 1 d . . . . .
N2 N 0.2467(2) -0.06222(12) -0.02010(14) 0.0238(4) Uani 1 1 d . . . . .
N3 N 0.08219(19) -0.07544(11) 0.14757(14) 0.0210(4) Uani 1 1 d . . . . .
C1 C 0.2716(2) -0.00299(14) 0.03737(17) 0.0207(5) Uani 1 1 d . . . . .
C2 C 0.3086(3) -0.05077(16) -0.10193(17) 0.0266(5) Uani 1 1 d . . . . .
H2 H 0.307838 -0.084877 -0.153497 0.032 Uiso 1 1 calc R U . . .
C3 C 0.3693(3) 0.01778(15) -0.09373(18) 0.0257(5) Uani 1 1 d . . . . .
H3 H 0.419259 0.041491 -0.138280 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3837(2) 0.11318(14) 0.04695(17) 0.0206(5) Uani 1 1 d . . . . .
C5 C 0.3409(2) 0.11161(14) 0.13803(16) 0.0199(5) Uani 1 1 d . . . . .
C6 C 0.3899(2) 0.17314(14) 0.19514(17) 0.0220(5) Uani 1 1 d . . . . .
C7 C 0.4659(2) 0.23089(14) 0.16022(18) 0.0246(5) Uani 1 1 d . . . . .
H7 H 0.495315 0.271777 0.200569 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5006(2) 0.23123(14) 0.06842(18) 0.0245(5) Uani 1 1 d . . . . .
C9 C 0.4599(2) 0.16995(14) 0.01133(17) 0.0240(5) Uani 1 1 d . . . . .
H9 H 0.483671 0.166942 -0.050916 0.029 Uiso 1 1 calc R U . . .
C10 C 0.3644(3) 0.17705(16) 0.29674(18) 0.0293(6) Uani 1 1 d . . . . .
H10A H 0.416366 0.218751 0.327454 0.044 Uiso 1 1 calc R U . . .
H10B H 0.389898 0.128475 0.327457 0.044 Uiso 1 1 calc R U . . .
H10C H 0.270407 0.186479 0.301342 0.044 Uiso 1 1 calc R U . . .
C11 C 0.5806(3) 0.29662(16) 0.0343(2) 0.0323(6) Uani 1 1 d . . . . .
H11A H 0.670585 0.279043 0.027582 0.048 Uiso 1 1 calc R U . . .
H11B H 0.583374 0.338679 0.079598 0.048 Uiso 1 1 calc R U . . .
H11C H 0.539759 0.314527 -0.026369 0.048 Uiso 1 1 calc R U . . .
C12 C 0.1899(3) -0.13224(15) 0.01332(19) 0.0289(6) Uani 1 1 d . . . . .
H12A H 0.260220 -0.160606 0.051264 0.035 Uiso 1 1 calc R U . . .
H12B H 0.160857 -0.164423 -0.041562 0.035 Uiso 1 1 calc R U . . .
C13 C 0.0738(2) -0.12239(14) 0.07153(17) 0.0243(5) Uani 1 1 d . . . . .
C14 C -0.0339(3) -0.16976(15) 0.05069(19) 0.0285(6) Uani 1 1 d . . . . .
H14 H -0.038102 -0.201484 -0.003235 0.034 Uiso 1 1 calc R U . . .
C15 C -0.1349(3) -0.17110(15) 0.10776(19) 0.0299(6) Uani 1 1 d . . . . .
H15 H -0.210720 -0.202037 0.092654 0.036 Uiso 1 1 calc R U . . .
C16 C -0.1237(3) -0.12672(15) 0.18698(19) 0.0282(6) Uani 1 1 d . . . . .
H16 H -0.191041 -0.127807 0.228388 0.034 Uiso 1 1 calc R U . . .
C17 C -0.0138(2) -0.08017(14) 0.20659(18) 0.0241(5) Uani 1 1 d . . . . .
C18 C 0.0068(3) -0.03795(15) 0.2979(2) 0.0325(6) Uani 1 1 d . . . . .
H18A H 0.050649 -0.072427 0.346005 0.039 Uiso 1 1 calc R U . . .
H18B H -0.080109 -0.023602 0.318048 0.039 Uiso 1 1 calc R U . . .
C19 C 0.1782(2) 0.05947(15) 0.41259(17) 0.0244(5) Uani 1 1 d . . . . .
C20 C 0.2671(3) 0.00389(18) 0.4491(2) 0.0357(6) Uani 1 1 d . . . . .
H20 H 0.282850 -0.040413 0.413480 0.043 Uiso 1 1 calc R U . . .
C21 C 0.3329(3) 0.0136(2) 0.5381(2) 0.0407(7) Uani 1 1 d . . . . .
H21 H 0.392527 -0.024585 0.563312 0.049 Uiso 1 1 calc R U . . .
C22 C 0.3122(3) 0.0781(2) 0.58973(19) 0.0388(7) Uani 1 1 d . . . . .
H22 H 0.358367 0.084610 0.649909 0.047 Uiso 1 1 calc R U . . .
C23 C 0.2250(3) 0.13285(18) 0.55425(19) 0.0348(6) Uani 1 1 d . . . . .
H23 H 0.210975 0.177385 0.589914 0.042 Uiso 1 1 calc R U . . .
C24 C 0.1568(3) 0.12358(15) 0.46628(18) 0.0277(5) Uani 1 1 d . . . . .
H24 H 0.095151 0.161349 0.442771 0.033 Uiso 1 1 calc R U . . .
C25 C -0.0130(2) 0.12671(15) 0.27635(17) 0.0243(5) Uani 1 1 d . . . . .
C26 C -0.1253(3) 0.12893(18) 0.3251(2) 0.0341(6) Uani 1 1 d . . . . .
H26 H -0.140972 0.089247 0.367857 0.041 Uiso 1 1 calc R U . . .
C27 C -0.2141(3) 0.1891(2) 0.3110(2) 0.0453(8) Uani 1 1 d . . . . .
H27 H -0.291014 0.189754 0.343468 0.054 Uiso 1 1 calc R U . . .
C28 C -0.1920(3) 0.24784(19) 0.2507(2) 0.0438(8) Uani 1 1 d . . . . .
H28 H -0.252783 0.289072 0.242328 0.053 Uiso 1 1 calc R U . . .
C29 C -0.0817(3) 0.24674(16) 0.2024(2) 0.0366(7) Uani 1 1 d . . . . .
H29 H -0.066238 0.287201 0.160621 0.044 Uiso 1 1 calc R U . . .
C30 C 0.0076(3) 0.18594(14) 0.21487(18) 0.0266(5) Uani 1 1 d . . . . .
H30 H 0.083184 0.185136 0.180952 0.032 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.958(2) . ?
Ir1 C5 2.075(2) . ?
Ir1 N3 2.168(2) . ?
Ir1 P1 2.3119(6) . ?
Ir1 Cl1 2.5201(6) . ?
Ir1 H1IR 1.515(16) . ?
P1 C25 1.828(3) . ?
P1 C19 1.838(3) . ?
P1 C18 1.843(3) . ?
N1 C1 1.344(3) . ?
N1 C3 1.389(3) . ?
N1 C4 1.431(3) . ?
N2 C1 1.333(3) . ?
N2 C2 1.400(3) . ?
N2 C12 1.455(3) . ?
N3 C17 1.357(3) . ?
N3 C13 1.362(3) . ?
C2 C3 1.348(4) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C9 1.387(3) . ?
C4 C5 1.418(3) . ?
C5 C6 1.414(3) . ?
C6 C7 1.394(3) . ?
C6 C10 1.508(3) . ?
C7 C8 1.398(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(4) . ?
C8 C11 1.512(3) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.522(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.384(4) . ?
C14 C15 1.376(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.373(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.391(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.502(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.389(4) . ?
C19 C20 1.395(4) . ?
C20 C21 1.396(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.376(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.370(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.390(4) . ?
C25 C26 1.398(4) . ?
C26 C27 1.389(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.375(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.376(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.399(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 C5 77.65(10) . . ?
C1 Ir1 N3 89.22(9) . . ?
C5 Ir1 N3 165.56(9) . . ?
C1 Ir1 P1 167.46(7) . . ?
C5 Ir1 P1 108.22(7) . . ?
N3 Ir1 P1 83.55(6) . . ?
C1 Ir1 Cl1 92.77(7) . . ?
C5 Ir1 Cl1 97.83(6) . . ?
N3 Ir1 Cl1 88.66(5) . . ?
P1 Ir1 Cl1 97.28(2) . . ?
C1 Ir1 H1IR 81.3(10) . . ?
C5 Ir1 H1IR 87.5(10) . . ?
N3 Ir1 H1IR 84.6(10) . . ?
P1 Ir1 H1IR 87.8(10) . . ?
Cl1 Ir1 H1IR 171.1(10) . . ?
C25 P1 C19 103.33(11) . . ?
C25 P1 C18 104.31(13) . . ?
C19 P1 C18 101.30(13) . . ?
C25 P1 Ir1 116.21(8) . . ?
C19 P1 Ir1 127.70(8) . . ?
C18 P1 Ir1 100.55(9) . . ?
C1 N1 C3 110.2(2) . . ?
C1 N1 C4 113.9(2) . . ?
C3 N1 C4 135.7(2) . . ?
C1 N2 C2 109.6(2) . . ?
C1 N2 C12 120.4(2) . . ?
C2 N2 C12 128.5(2) . . ?
C17 N3 C13 118.1(2) . . ?
C17 N3 Ir1 118.66(16) . . ?
C13 N3 Ir1 121.97(16) . . ?
N2 C1 N1 106.8(2) . . ?
N2 C1 Ir1 132.33(19) . . ?
N1 C1 Ir1 120.84(18) . . ?
C3 C2 N2 107.1(2) . . ?
C3 C2 H2 126.5 . . ?
N2 C2 H2 126.5 . . ?
C2 C3 N1 106.3(2) . . ?
C2 C3 H3 126.9 . . ?
N1 C3 H3 126.9 . . ?
C9 C4 C5 125.9(2) . . ?
C9 C4 N1 121.1(2) . . ?
C5 C4 N1 112.9(2) . . ?
C6 C5 C4 113.4(2) . . ?
C6 C5 Ir1 132.43(18) . . ?
C4 C5 Ir1 114.13(17) . . ?
C7 C6 C5 121.3(2) . . ?
C7 C6 C10 117.9(2) . . ?
C5 C6 C10 120.8(2) . . ?
C6 C7 C8 122.8(2) . . ?
C6 C7 H7 118.6 . . ?
C8 C7 H7 118.6 . . ?
C9 C8 C7 117.8(2) . . ?
C9 C8 C11 122.1(2) . . ?
C7 C8 C11 120.1(2) . . ?
C4 C9 C8 118.7(2) . . ?
C4 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 116.2(2) . . ?
N2 C12 H12A 108.2 . . ?
C13 C12 H12A 108.2 . . ?
N2 C12 H12B 108.2 . . ?
C13 C12 H12B 108.2 . . ?
H12A C12 H12B 107.4 . . ?
N3 C13 C14 121.4(2) . . ?
N3 C13 C12 121.1(2) . . ?
C14 C13 C12 117.1(2) . . ?
C15 C14 C13 120.3(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 118.5(2) . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C15 C16 C17 120.0(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
N3 C17 C16 121.6(2) . . ?
N3 C17 C18 117.9(2) . . ?
C16 C17 C18 120.4(2) . . ?
C17 C18 P1 112.79(18) . . ?
C17 C18 H18A 109.0 . . ?
P1 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
P1 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C24 C19 C20 118.9(2) . . ?
C24 C19 P1 122.7(2) . . ?
C20 C19 P1 118.0(2) . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C23 120.4(3) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C30 C25 C26 118.6(2) . . ?
C30 C25 P1 118.85(19) . . ?
C26 C25 P1 122.5(2) . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C26 120.9(3) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 119.9(3) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C28 C29 C30 119.9(3) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C25 C30 C29 120.7(3) . . ?
C25 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?

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
C2 N2 C1 N1 1.8(3) . . . . ?
C12 N2 C1 N1 169.1(2) . . . . ?
C2 N2 C1 Ir1 179.32(19) . . . . ?
C12 N2 C1 Ir1 -13.4(4) . . . . ?
C3 N1 C1 N2 -1.6(3) . . . . ?
C4 N1 C1 N2 -177.90(19) . . . . ?
C3 N1 C1 Ir1 -179.49(16) . . . . ?
C4 N1 C1 Ir1 4.2(3) . . . . ?
C1 N2 C2 C3 -1.3(3) . . . . ?
C12 N2 C2 C3 -167.3(2) . . . . ?
N2 C2 C3 N1 0.3(3) . . . . ?
C1 N1 C3 C2 0.8(3) . . . . ?
C4 N1 C3 C2 175.9(2) . . . . ?
C1 N1 C4 C9 179.7(2) . . . . ?
C3 N1 C4 C9 4.7(4) . . . . ?
C1 N1 C4 C5 1.8(3) . . . . ?
C3 N1 C4 C5 -173.2(2) . . . . ?
C9 C4 C5 C6 -3.5(3) . . . . ?
N1 C4 C5 C6 174.27(19) . . . . ?
C9 C4 C5 Ir1 175.82(19) . . . . ?
N1 C4 C5 Ir1 -6.4(2) . . . . ?
C4 C5 C6 C7 3.7(3) . . . . ?
Ir1 C5 C6 C7 -175.48(18) . . . . ?
C4 C5 C6 C10 -174.6(2) . . . . ?
Ir1 C5 C6 C10 6.2(4) . . . . ?
C5 C6 C7 C8 -1.3(4) . . . . ?
C10 C6 C7 C8 177.1(2) . . . . ?
C6 C7 C8 C9 -1.8(4) . . . . ?
C6 C7 C8 C11 178.6(2) . . . . ?
C5 C4 C9 C8 0.7(4) . . . . ?
N1 C4 C9 C8 -176.9(2) . . . . ?
C7 C8 C9 C4 2.1(3) . . . . ?
C11 C8 C9 C4 -178.3(2) . . . . ?
C1 N2 C12 C13 45.7(3) . . . . ?
C2 N2 C12 C13 -149.7(2) . . . . ?
C17 N3 C13 C14 4.7(3) . . . . ?
Ir1 N3 C13 C14 -162.41(19) . . . . ?
C17 N3 C13 C12 -167.5(2) . . . . ?
Ir1 N3 C13 C12 25.4(3) . . . . ?
N2 C12 C13 N3 -52.7(3) . . . . ?
N2 C12 C13 C14 134.8(2) . . . . ?
N3 C13 C14 C15 -0.9(4) . . . . ?
C12 C13 C14 C15 171.6(2) . . . . ?
C13 C14 C15 C16 -2.4(4) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C13 N3 C17 C16 -5.2(3) . . . . ?
Ir1 N3 C17 C16 162.26(19) . . . . ?
C13 N3 C17 C18 170.3(2) . . . . ?
Ir1 N3 C17 C18 -22.2(3) . . . . ?
C15 C16 C17 N3 2.1(4) . . . . ?
C15 C16 C17 C18 -173.4(2) . . . . ?
N3 C17 C18 P1 30.1(3) . . . . ?
C16 C17 C18 P1 -154.3(2) . . . . ?
C25 P1 C18 C17 98.7(2) . . . . ?
C19 P1 C18 C17 -154.2(2) . . . . ?
Ir1 P1 C18 C17 -22.0(2) . . . . ?
C25 P1 C19 C24 -11.9(2) . . . . ?
C18 P1 C19 C24 -119.8(2) . . . . ?
Ir1 P1 C19 C24 127.23(19) . . . . ?
C25 P1 C19 C20 174.5(2) . . . . ?
C18 P1 C19 C20 66.6(2) . . . . ?
Ir1 P1 C19 C20 -46.3(3) . . . . ?
C24 C19 C20 C21 -0.2(4) . . . . ?
P1 C19 C20 C21 173.6(2) . . . . ?
C19 C20 C21 C22 -0.9(5) . . . . ?
C20 C21 C22 C23 0.9(5) . . . . ?
C21 C22 C23 C24 0.2(4) . . . . ?
C20 C19 C24 C23 1.3(4) . . . . ?
P1 C19 C24 C23 -172.2(2) . . . . ?
C22 C23 C24 C19 -1.3(4) . . . . ?
C19 P1 C25 C30 114.4(2) . . . . ?
C18 P1 C25 C30 -140.1(2) . . . . ?
Ir1 P1 C25 C30 -30.4(2) . . . . ?
C19 P1 C25 C26 -65.5(2) . . . . ?
C18 P1 C25 C26 40.0(2) . . . . ?
Ir1 P1 C25 C26 149.69(19) . . . . ?
C30 C25 C26 C27 0.5(4) . . . . ?
P1 C25 C26 C27 -179.6(2) . . . . ?
C25 C26 C27 C28 -1.2(4) . . . . ?
C26 C27 C28 C29 0.9(5) . . . . ?
C27 C28 C29 C30 0.0(4) . . . . ?
C26 C25 C30 C29 0.4(4) . . . . ?
P1 C25 C30 C29 -179.5(2) . . . . ?
C28 C29 C30 C25 -0.6(4) . . . . ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1581043'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H31 Ir N3 P'
_chemical_formula_sum            'C30 H31 Ir N3 P'
_chemical_formula_weight         656.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.6983(4)
_cell_length_b                   20.8545(7)
_cell_length_c                   12.7013(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.5510(10)
_cell_angle_gamma                90
_cell_volume                     2546.60(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9073
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      30.50

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.330
_shelx_estimated_absorpt_T_min   0.415
_shelx_estimated_absorpt_T_max   0.618
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.5257
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
; 
program SADABS, Bruker (2001). 
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-Nonius X8kappa APEX II CCD area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            40654
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.491
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4607
_reflns_number_gt                4329
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0207P)²+2.4789P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4607
_refine_ls_number_parameters     326
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0155
_refine_ls_wR_factor_ref         0.0393
_refine_ls_wR_factor_gt          0.0386
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.01523(2) 0.14630(2) 0.97668(2) 0.01807(4) Uani 1 1 d D . . . .
P1 P 0.10395(6) 0.21957(3) 0.86676(5) 0.02101(13) Uani 1 1 d . . . . .
N1 N -0.0279(2) 0.07056(10) 1.15641(16) 0.0237(4) Uani 1 1 d . . . . .
N2 N -0.2238(2) 0.07398(9) 1.04633(16) 0.0230(4) Uani 1 1 d . . . . .
N3 N -0.1745(2) 0.16704(10) 0.87519(16) 0.0208(4) Uani 1 1 d . . . . .
C1 C -0.0901(2) 0.09415(11) 1.06391(19) 0.0212(5) Uani 1 1 d . . . . .
C2 C -0.2410(3) 0.01951(12) 1.1180(2) 0.0274(5) Uani 1 1 d . . . . .
H2A H -0.234791 -0.021971 1.081066 0.033 Uiso 1 1 calc R U . . .
H2B H -0.331463 0.021887 1.146060 0.033 Uiso 1 1 calc R U . . .
C3 C -0.1195(3) 0.02782(12) 1.2072(2) 0.0279(6) Uani 1 1 d . . . . .
H3A H -0.150180 0.047871 1.270846 0.034 Uiso 1 1 calc R U . . .
H3B H -0.073735 -0.013638 1.227261 0.034 Uiso 1 1 calc R U . . .
C4 C 0.1166(3) 0.07936(11) 1.17505(19) 0.0227(5) Uani 1 1 d . . . . .
C5 C 0.1706(3) 0.11425(11) 1.09259(19) 0.0217(5) Uani 1 1 d . . . . .
C6 C 0.3160(3) 0.11811(11) 1.10499(19) 0.0232(5) Uani 1 1 d . . . . .
C7 C 0.3977(3) 0.09049(12) 1.1931(2) 0.0270(6) Uani 1 1 d . . . . .
H7 H 0.496048 0.093622 1.197852 0.032 Uiso 1 1 calc R U . . .
C8 C 0.3409(3) 0.05890(12) 1.2732(2) 0.0291(6) Uani 1 1 d . . . . .
C9 C 0.1968(3) 0.05326(12) 1.2635(2) 0.0272(5) Uani 1 1 d . . . . .
H9 H 0.153751 0.031869 1.316679 0.033 Uiso 1 1 calc R U . . .
C10 C 0.3907(3) 0.15232(13) 1.0245(2) 0.0317(6) Uani 1 1 d . . . . .
H10A H 0.381156 0.198754 1.032908 0.048 Uiso 1 1 calc R U . . .
H10B H 0.349911 0.139754 0.952756 0.048 Uiso 1 1 calc R U . . .
H10C H 0.489397 0.140675 1.035492 0.048 Uiso 1 1 calc R U . . .
C11 C 0.4330(3) 0.03015(15) 1.3673(2) 0.0421(7) Uani 1 1 d . . . . .
H11A H 0.466311 -0.012014 1.347739 0.063 Uiso 1 1 calc R U . . .
H11B H 0.379484 0.025454 1.427182 0.063 Uiso 1 1 calc R U . . .
H11C H 0.512692 0.058445 1.387878 0.063 Uiso 1 1 calc R U . . .
C12 C -0.2808(3) 0.06713(12) 0.9341(2) 0.0265(5) Uani 1 1 d . . . . .
H12A H -0.375543 0.048742 0.929727 0.032 Uiso 1 1 calc R U . . .
H12B H -0.222561 0.036335 0.900290 0.032 Uiso 1 1 calc R U . . .
C13 C -0.2884(3) 0.12895(12) 0.87232(19) 0.0233(5) Uani 1 1 d . . . . .
C14 C -0.4114(3) 0.14402(13) 0.8086(2) 0.0292(6) Uani 1 1 d . . . . .
H14 H -0.489913 0.116698 0.807657 0.035 Uiso 1 1 calc R U . . .
C15 C -0.4202(3) 0.19858(14) 0.7465(2) 0.0323(6) Uani 1 1 d . . . . .
H15 H -0.504030 0.209041 0.702413 0.039 Uiso 1 1 calc R U . . .
C16 C -0.3051(3) 0.23754(13) 0.7496(2) 0.0293(6) Uani 1 1 d . . . . .
H16 H -0.308456 0.275430 0.707807 0.035 Uiso 1 1 calc R U . . .
C17 C -0.1838(3) 0.22075(12) 0.81460(19) 0.0235(5) Uani 1 1 d . . . . .
C18 C -0.0585(3) 0.26356(12) 0.8224(2) 0.0266(5) Uani 1 1 d . . . . .
H18A H -0.069297 0.298689 0.873132 0.032 Uiso 1 1 calc R U . . .
H18B H -0.052273 0.283043 0.752128 0.032 Uiso 1 1 calc R U . . .
C19 C 0.2186(3) 0.28702(12) 0.9130(2) 0.0253(5) Uani 1 1 d . . . . .
C20 C 0.1866(3) 0.32209(14) 0.9994(2) 0.0357(6) Uani 1 1 d . . . . .
H20 H 0.105093 0.312025 1.030169 0.043 Uiso 1 1 calc R U . . .
C21 C 0.2725(4) 0.37194(15) 1.0415(3) 0.0456(8) Uani 1 1 d . . . . .
H21 H 0.249235 0.395878 1.100298 0.055 Uiso 1 1 calc R U . . .
C22 C 0.3912(3) 0.38633(15) 0.9975(3) 0.0446(8) Uani 1 1 d . . . . .
H22 H 0.450083 0.420136 1.026272 0.053 Uiso 1 1 calc R U . . .
C23 C 0.4247(3) 0.35201(14) 0.9121(3) 0.0412(7) Uani 1 1 d . . . . .
H23 H 0.506780 0.362107 0.882047 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3387(3) 0.30249(13) 0.8695(2) 0.0329(6) Uani 1 1 d . . . . .
H24 H 0.362226 0.279034 0.810285 0.039 Uiso 1 1 calc R U . . .
C25 C 0.1653(3) 0.19621(12) 0.74212(19) 0.0245(5) Uani 1 1 d . . . . .
C26 C 0.2081(3) 0.13290(13) 0.7296(2) 0.0259(5) Uani 1 1 d . . . . .
H26 H 0.206550 0.103260 0.786275 0.031 Uiso 1 1 calc R U . . .
C27 C 0.2530(3) 0.11284(14) 0.6355(2) 0.0331(6) Uani 1 1 d . . . . .
H27 H 0.282408 0.069796 0.628239 0.040 Uiso 1 1 calc R U . . .
C28 C 0.2548(3) 0.15555(15) 0.5525(2) 0.0379(7) Uani 1 1 d . . . . .
H28 H 0.284646 0.141739 0.487879 0.045 Uiso 1 1 calc R U . . .
C29 C 0.2132(3) 0.21834(15) 0.5634(2) 0.0378(7) Uani 1 1 d . . . . .
H29 H 0.214682 0.247630 0.506242 0.045 Uiso 1 1 calc R U . . .
C30 C 0.1694(3) 0.23865(14) 0.6574(2) 0.0317(6) Uani 1 1 d . . . . .
H30 H 0.141793 0.281982 0.664356 0.038 Uiso 1 1 calc R U . . .
H1IR H -0.019(3) 0.2105(11) 1.039(2) 0.044(9) Uiso 1 1 d D . . . .
H2IR H 0.044(4) 0.0840(12) 0.908(3) 0.062(11) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.937(2) . ?
Ir1 C5 2.074(2) . ?
Ir1 N3 2.147(2) . ?
Ir1 P1 2.3108(6) . ?
Ir1 H1IR 1.612(18) . ?
Ir1 H2IR 1.610(18) . ?
P1 C25 1.829(3) . ?
P1 C19 1.841(3) . ?
P1 C18 1.846(3) . ?
N1 C1 1.341(3) . ?
N1 C4 1.403(3) . ?
N1 C3 1.466(3) . ?
N2 C1 1.354(3) . ?
N2 C12 1.467(3) . ?
N2 C2 1.479(3) . ?
N3 C17 1.355(3) . ?
N3 C13 1.358(3) . ?
C2 C3 1.533(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.391(3) . ?
C4 C5 1.430(3) . ?
C5 C6 1.401(4) . ?
C6 C7 1.406(4) . ?
C6 C10 1.507(4) . ?
C7 C8 1.386(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(4) . ?
C8 C11 1.519(4) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.506(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.386(4) . ?
C14 C15 1.381(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.501(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.387(4) . ?
C19 C24 1.391(4) . ?
C20 C21 1.394(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.374(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.392(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.398(4) . ?
C25 C26 1.399(4) . ?
C26 C27 1.389(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.382(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.385(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 C5 78.55(10) . . ?
C1 Ir1 N3 88.97(9) . . ?
C5 Ir1 N3 167.51(9) . . ?
C1 Ir1 P1 169.48(7) . . ?
C5 Ir1 P1 110.39(7) . . ?
N3 Ir1 P1 82.06(6) . . ?
C1 Ir1 H1IR 91.6(11) . . ?
C5 Ir1 H1IR 95.6(11) . . ?
N3 Ir1 H1IR 84.9(10) . . ?
P1 Ir1 H1IR 82.2(11) . . ?
C1 Ir1 H2IR 90.0(13) . . ?
C5 Ir1 H2IR 87.9(13) . . ?
N3 Ir1 H2IR 91.9(13) . . ?
P1 Ir1 H2IR 95.7(13) . . ?
H1IR Ir1 H2IR 176.4(16) . . ?
C25 P1 C19 103.20(12) . . ?
C25 P1 C18 103.29(12) . . ?
C19 P1 C18 99.96(12) . . ?
C25 P1 Ir1 122.42(8) . . ?
C19 P1 Ir1 124.72(8) . . ?
C18 P1 Ir1 98.19(8) . . ?
C1 N1 C4 115.1(2) . . ?
C1 N1 C3 112.3(2) . . ?
C4 N1 C3 130.9(2) . . ?
C1 N2 C12 114.9(2) . . ?
C1 N2 C2 108.7(2) . . ?
C12 N2 C2 117.7(2) . . ?
C17 N3 C13 118.3(2) . . ?
C17 N3 Ir1 119.71(16) . . ?
C13 N3 Ir1 121.91(16) . . ?
N1 C1 N2 109.9(2) . . ?
N1 C1 Ir1 119.81(18) . . ?
N2 C1 Ir1 130.23(18) . . ?
N2 C2 C3 103.3(2) . . ?
N2 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
N2 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
N1 C3 C2 101.26(19) . . ?
N1 C3 H3A 111.5 . . ?
C2 C3 H3A 111.5 . . ?
N1 C3 H3B 111.5 . . ?
C2 C3 H3B 111.5 . . ?
H3A C3 H3B 109.3 . . ?
C9 C4 N1 121.7(2) . . ?
C9 C4 C5 124.8(2) . . ?
N1 C4 C5 113.4(2) . . ?
C6 C5 C4 114.0(2) . . ?
C6 C5 Ir1 133.49(18) . . ?
C4 C5 Ir1 112.45(17) . . ?
C5 C6 C7 121.3(2) . . ?
C5 C6 C10 121.1(2) . . ?
C7 C6 C10 117.6(2) . . ?
C8 C7 C6 122.8(2) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 117.9(2) . . ?
C7 C8 C11 121.1(3) . . ?
C9 C8 C11 121.0(3) . . ?
C4 C9 C8 119.1(2) . . ?
C4 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 114.2(2) . . ?
N2 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
N2 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
N3 C13 C14 121.2(2) . . ?
N3 C13 C12 120.2(2) . . ?
C14 C13 C12 118.5(2) . . ?
C15 C14 C13 120.3(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C16 C15 C14 118.7(2) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 119.2(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
N3 C17 C16 122.3(2) . . ?
N3 C17 C18 117.4(2) . . ?
C16 C17 C18 120.3(2) . . ?
C17 C18 P1 112.08(17) . . ?
C17 C18 H18A 109.2 . . ?
P1 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
P1 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C24 118.6(2) . . ?
C20 C19 P1 117.8(2) . . ?
C24 C19 P1 123.5(2) . . ?
C19 C20 C21 120.8(3) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 119.7(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.1(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C19 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
C30 C25 C26 118.1(2) . . ?
C30 C25 P1 122.9(2) . . ?
C26 C25 P1 118.98(19) . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C28 C27 C26 120.0(3) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 120.1(3) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C25 120.9(3) . . ?
C29 C30 H30 119.6 . . ?
C25 C30 H30 119.6 . . ?

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
C4 N1 C1 N2 169.98(19) . . . . ?
C3 N1 C1 N2 3.1(3) . . . . ?
C4 N1 C1 Ir1 -8.2(3) . . . . ?
C3 N1 C1 Ir1 -175.04(16) . . . . ?
C12 N2 C1 N1 -150.3(2) . . . . ?
C2 N2 C1 N1 -16.0(3) . . . . ?
C12 N2 C1 Ir1 27.6(3) . . . . ?
C2 N2 C1 Ir1 161.90(18) . . . . ?
C1 N2 C2 C3 21.6(3) . . . . ?
C12 N2 C2 C3 154.4(2) . . . . ?
C1 N1 C3 C2 10.3(3) . . . . ?
C4 N1 C3 C2 -154.0(2) . . . . ?
N2 C2 C3 N1 -18.2(2) . . . . ?
C1 N1 C4 C9 -175.0(2) . . . . ?
C3 N1 C4 C9 -11.1(4) . . . . ?
C1 N1 C4 C5 2.1(3) . . . . ?
C3 N1 C4 C5 166.0(2) . . . . ?
C9 C4 C5 C6 2.8(4) . . . . ?
N1 C4 C5 C6 -174.2(2) . . . . ?
C9 C4 C5 Ir1 -178.93(19) . . . . ?
N1 C4 C5 Ir1 4.1(3) . . . . ?
C4 C5 C6 C7 -1.2(3) . . . . ?
Ir1 C5 C6 C7 -178.97(18) . . . . ?
C4 C5 C6 C10 179.1(2) . . . . ?
Ir1 C5 C6 C10 1.3(4) . . . . ?
C5 C6 C7 C8 -1.0(4) . . . . ?
C10 C6 C7 C8 178.8(2) . . . . ?
C6 C7 C8 C9 1.7(4) . . . . ?
C6 C7 C8 C11 -179.6(2) . . . . ?
N1 C4 C9 C8 174.5(2) . . . . ?
C5 C4 C9 C8 -2.2(4) . . . . ?
C7 C8 C9 C4 -0.1(4) . . . . ?
C11 C8 C9 C4 -178.9(2) . . . . ?
C1 N2 C12 C13 -63.3(3) . . . . ?
C2 N2 C12 C13 166.7(2) . . . . ?
C17 N3 C13 C14 0.5(3) . . . . ?
Ir1 N3 C13 C14 178.13(18) . . . . ?
C17 N3 C13 C12 177.0(2) . . . . ?
Ir1 N3 C13 C12 -5.4(3) . . . . ?
N2 C12 C13 N3 51.5(3) . . . . ?
N2 C12 C13 C14 -131.9(2) . . . . ?
N3 C13 C14 C15 -0.1(4) . . . . ?
C12 C13 C14 C15 -176.6(2) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C13 N3 C17 C16 -0.5(3) . . . . ?
Ir1 N3 C17 C16 -178.25(18) . . . . ?
C13 N3 C17 C18 177.5(2) . . . . ?
Ir1 N3 C17 C18 -0.2(3) . . . . ?
C15 C16 C17 N3 0.2(4) . . . . ?
C15 C16 C17 C18 -177.8(2) . . . . ?
N3 C17 C18 P1 24.6(3) . . . . ?
C16 C17 C18 P1 -157.3(2) . . . . ?
C25 P1 C18 C17 93.21(19) . . . . ?
C19 P1 C18 C17 -160.54(18) . . . . ?
Ir1 P1 C18 C17 -32.98(19) . . . . ?
C25 P1 C19 C20 171.0(2) . . . . ?
C18 P1 C19 C20 64.7(2) . . . . ?
Ir1 P1 C19 C20 -42.6(2) . . . . ?
C25 P1 C19 C24 -12.3(2) . . . . ?
C18 P1 C19 C24 -118.7(2) . . . . ?
Ir1 P1 C19 C24 134.0(2) . . . . ?
C24 C19 C20 C21 0.2(4) . . . . ?
P1 C19 C20 C21 177.1(2) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C20 C21 C22 C23 0.3(5) . . . . ?
C21 C22 C23 C24 0.1(5) . . . . ?
C22 C23 C24 C19 -0.3(4) . . . . ?
C20 C19 C24 C23 0.1(4) . . . . ?
P1 C19 C24 C23 -176.5(2) . . . . ?
C19 P1 C25 C30 -57.5(2) . . . . ?
C18 P1 C25 C30 46.3(2) . . . . ?
Ir1 P1 C25 C30 155.14(19) . . . . ?
C19 P1 C25 C26 123.5(2) . . . . ?
C18 P1 C25 C26 -132.7(2) . . . . ?
Ir1 P1 C25 C26 -23.8(2) . . . . ?
C30 C25 C26 C27 -0.2(4) . . . . ?
P1 C25 C26 C27 178.8(2) . . . . ?
C25 C26 C27 C28 -0.4(4) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C27 C28 C29 C30 -0.1(5) . . . . ?
C28 C29 C30 C25 -0.6(4) . . . . ?
C26 C25 C30 C29 0.7(4) . . . . ?
P1 C25 C30 C29 -178.3(2) . . . . ?

_refine_diff_density_max         1.113
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1830214'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 Ir N3 P'
_chemical_formula_sum            'C30 H27 Ir N3 P'
_chemical_formula_weight         652.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.4319(6)
_cell_length_b                   14.5003(6)
_cell_length_c                   14.6477(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.232(2)
_cell_angle_gamma                90
_cell_volume                     2461.25(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    8875
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      30.43

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    5.514
_shelx_estimated_absorpt_T_min   0.492
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.6499
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            19107
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.250
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4439
_reflns_number_gt                3912
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0252P)²+2.7416P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4439
_refine_ls_number_parameters     352
_refine_ls_number_restraints     337
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0533
_refine_ls_wR_factor_gt          0.0510
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.42585(2) 1.01801(2) 0.33582(2) 0.02650(6) Uani 1 1 d D . . . .
H1IR H 0.310(2) 1.076(2) 0.275(2) 0.032 Uiso 1 1 d D U . . .
P1 P 0.34883(8) 0.90372(7) 0.22164(7) 0.0320(2) Uani 1 1 d . . . . .
N1 N 0.4960(3) 1.2005(2) 0.4089(2) 0.0321(7) Uani 1 1 d . . . . .
N2 N 0.4388(3) 1.1299(2) 0.5130(2) 0.0284(7) Uani 1 1 d . . . . .
N3 N 0.3281(2) 0.9533(2) 0.4141(2) 0.0286(6) Uani 1 1 d . . . . .
C1 C 0.4533(3) 1.1201(2) 0.4279(2) 0.0265(7) Uani 1 1 d . . . . .
C2 C 0.4735(4) 1.2178(3) 0.5486(3) 0.0384(9) Uani 1 1 d . . . . .
H2 H 0.471359 1.242828 0.607876 0.046 Uiso 1 1 d R U . . .
C3 C 0.5102(4) 1.2617(3) 0.4843(3) 0.0428(10) Uani 1 1 d . . . . .
H3 H 0.540360 1.322465 0.489891 0.051 Uiso 1 1 d R U . . .
C4 C 0.5255(3) 1.1998(3) 0.3233(3) 0.0318(8) Uani 1 1 d . . . . .
C5 C 0.5064(3) 1.1139(3) 0.2751(3) 0.0324(8) Uani 1 1 d . . . . .
C6 C 0.5418(4) 1.1126(3) 0.1941(3) 0.0482(11) Uani 1 1 d . . . . .
C7 C 0.5840(4) 1.1923(3) 0.1645(3) 0.0474(11) Uani 1 1 d . . . . .
H7 H 0.604423 1.188676 0.108080 0.057 Uiso 1 1 d R U . . .
C8 C 0.5973(3) 1.2754(3) 0.2122(3) 0.0408(10) Uani 1 1 d . . . . .
C9 C 0.5683(3) 1.2785(3) 0.2947(3) 0.0395(9) Uani 1 1 d . . . . .
H9 H 0.577265 1.333929 0.331304 0.047 Uiso 1 1 d R U . . .
C10 C 0.5434(8) 1.0262(4) 0.1394(5) 0.107(3) Uani 1 1 d . U . . .
H10A H 0.601193 1.031673 0.108669 0.160 Uiso 1 1 calc R U . . .
H10B H 0.467128 1.016235 0.088775 0.160 Uiso 1 1 calc R U . . .
H10C H 0.562832 0.973894 0.184879 0.160 Uiso 1 1 calc R U . . .
C11 C 0.6391(5) 1.3599(4) 0.1744(4) 0.0627(14) Uani 1 1 d . U . . .
H11A H 0.676529 1.340943 0.128895 0.094 Uiso 1 1 calc R U . . .
H11B H 0.694512 1.393465 0.229453 0.094 Uiso 1 1 calc R U . . .
H11C H 0.573290 1.399930 0.140244 0.094 Uiso 1 1 calc R U . . .
C12 C 0.4123(3) 1.0527(3) 0.5656(2) 0.0307(8) Uani 1 1 d . . . . .
H12 H 0.374448 1.079583 0.609242 0.037 Uiso 1 1 calc R U . . .
C13 C 0.3313(3) 0.9819(3) 0.5038(3) 0.0303(8) Uani 1 1 d . . . . .
C14 C 0.2615(3) 0.9375(3) 0.5472(3) 0.0436(10) Uani 1 1 d . . . . .
H14 H 0.261972 0.958345 0.608863 0.052 Uiso 1 1 d R U . . .
C15 C 0.1937(4) 0.8653(4) 0.5024(3) 0.0517(12) Uani 1 1 d . . . . .
H15 H 0.149927 0.833584 0.533891 0.062 Uiso 1 1 d R U . . .
C16 C 0.1894(3) 0.8381(3) 0.4116(3) 0.0476(11) Uani 1 1 d . . . . .
H16 H 0.141480 0.788188 0.378922 0.057 Uiso 1 1 d R U . . .
C17 C 0.2543(3) 0.8837(3) 0.3686(3) 0.0363(9) Uani 1 1 d . . . . .
C18 C 0.2391(4) 0.8604(4) 0.2658(4) 0.0693(15) Uani 1 1 d . U . . .
H18A H 0.163264 0.884474 0.222402 0.083 Uiso 1 1 calc R U . . .
H18B H 0.236399 0.792401 0.259193 0.083 Uiso 1 1 calc R U . . .
C19 C 0.4149(3) 0.7975(3) 0.1987(3) 0.0351(8) Uani 1 1 d . U . . .
C20 C 0.3543(4) 0.7152(3) 0.1712(4) 0.0564(10) Uani 1 1 d . U . . .
H20 H 0.275543 0.712925 0.164860 0.068 Uiso 1 1 d R U . . .
C21 C 0.4062(4) 0.6365(4) 0.1536(4) 0.0657(11) Uani 1 1 d . U . . .
H21 H 0.363415 0.580835 0.135641 0.079 Uiso 1 1 d R U . . .
C22 C 0.5179(4) 0.6382(3) 0.1622(3) 0.0559(10) Uani 1 1 d . U . . .
H22 H 0.552510 0.584583 0.147583 0.067 Uiso 1 1 d R U . . .
C23 C 0.5810(4) 0.7173(3) 0.1903(3) 0.0470(9) Uani 1 1 d . U . . .
H23 H 0.660083 0.717927 0.197695 0.056 Uiso 1 1 d R U . . .
C24 C 0.5294(3) 0.7964(3) 0.2088(3) 0.0392(8) Uani 1 1 d . U . . .
H24 H 0.574184 0.850849 0.229117 0.047 Uiso 1 1 d R U . . .
C25A C 0.2343(4) 0.9312(4) 0.1013(3) 0.0352(12) Uani 0.507(4) 1 d G U P A 1
C26A C 0.1351(4) 0.9782(4) 0.0967(3) 0.0397(14) Uani 0.507(4) 1 d G U P A 1
H26A H 0.124723 0.996334 0.155301 0.048 Uiso 0.507(4) 1 d R U P A 1
C27A C 0.0510(4) 0.9988(4) 0.0063(4) 0.0451(15) Uani 0.507(4) 1 d G U P A 1
H27A H -0.016861 1.030941 0.003151 0.054 Uiso 0.507(4) 1 d R U P A 1
C28A C 0.0661(4) 0.9723(4) -0.0794(3) 0.0472(13) Uani 0.507(4) 1 d G U P A 1
H28A H 0.008643 0.986332 -0.141206 0.057 Uiso 0.507(4) 1 d R U P A 1
C29A C 0.1654(5) 0.9252(4) -0.0748(3) 0.0437(12) Uani 0.507(4) 1 d G U P A 1
H29A H 0.175731 0.907118 -0.133414 0.052 Uiso 0.507(4) 1 d R U P A 1
C30A C 0.2495(4) 0.9047(4) 0.0156(4) 0.0382(12) Uani 0.507(4) 1 d G U P A 1
H30A H 0.317316 0.872511 0.018733 0.046 Uiso 0.507(4) 1 d R U P A 1
C25B C 0.2883(5) 0.9409(3) 0.0900(3) 0.0350(13) Uani 0.493(4) 1 d G U P A 2
C26B C 0.2828(5) 1.0342(3) 0.0669(3) 0.0388(14) Uani 0.493(4) 1 d G U P A 2
H26B H 0.312485 1.078700 0.117374 0.047 Uiso 0.493(4) 1 d R U P A 2
C27B C 0.2340(5) 1.0623(3) -0.0302(4) 0.0437(15) Uani 0.493(4) 1 d G U P A 2
H27B H 0.230248 1.126068 -0.046067 0.052 Uiso 0.493(4) 1 d R U P A 2
C28B C 0.1906(5) 0.9972(4) -0.1041(3) 0.0456(14) Uani 0.493(4) 1 d G U P A 2
H28B H 0.157230 1.016422 -0.170502 0.055 Uiso 0.493(4) 1 d R U P A 2
C29B C 0.1961(5) 0.9039(3) -0.0810(3) 0.0445(13) Uani 0.493(4) 1 d G U P A 2
H29B H 0.166451 0.859412 -0.131500 0.053 Uiso 0.493(4) 1 d R U P A 2
C30B C 0.2449(5) 0.8758(3) 0.0161(4) 0.0391(13) Uani 0.493(4) 1 d G U P A 2
H30B H 0.248689 0.812041 0.031940 0.047 Uiso 0.493(4) 1 d R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.947(3) . ?
Ir1 C5 2.091(4) . ?
Ir1 N3 2.163(3) . ?
Ir1 C12 2.253(4) 3_676 ?
Ir1 P1 2.3023(9) . ?
Ir1 H1IR 1.624(18) . ?
P1 C18 1.820(5) . ?
P1 C19 1.834(4) . ?
P1 C25A 1.864(4) . ?
P1 C25B 1.877(4) . ?
N1 C1 1.352(5) . ?
N1 C3 1.377(5) . ?
N1 C4 1.428(5) . ?
N2 C1 1.330(4) . ?
N2 C2 1.386(5) . ?
N2 C12 1.463(5) . ?
N3 C13 1.364(5) . ?
N3 C17 1.365(5) . ?
C2 C3 1.346(6) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C9 1.386(5) . ?
C4 C5 1.409(5) . ?
C5 C6 1.408(5) . ?
C6 C7 1.401(6) . ?
C6 C10 1.490(7) . ?
C7 C8 1.373(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(6) . ?
C8 C11 1.512(6) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.492(5) . ?
C12 H12 1.0000 . ?
C13 C14 1.405(5) . ?
C14 C15 1.355(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.361(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.487(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.376(5) . ?
C19 C20 1.391(6) . ?
C20 C21 1.380(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.348(7) . ?
C21 H21 0.9500 . ?
C22 C23 1.366(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(6) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25A C26A 1.3900 . ?
C25A C30A 1.3900 . ?
C26A C27A 1.3900 . ?
C26A H26A 0.9500 . ?
C27A C27A 1.213(9) 3_575 ?
C27A C28A 1.3900 . ?
C27A H27A 0.9500 . ?
C27A H27A 0.585(11) 3_575 ?
C28A C29A 1.3900 . ?
C28A H28A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A H29A 0.9500 . ?
C30A H30A 0.9500 . ?
C25B C26B 1.3900 . ?
C25B C30B 1.3900 . ?
C26B C27B 1.3900 . ?
C26B H26B 0.9500 . ?
C27B C28B 1.3900 . ?
C27B H27B 0.9500 . ?
C28B C29B 1.3900 . ?
C28B H28B 0.9500 . ?
C29B C30B 1.3900 . ?
C29B H29B 0.9500 . ?
C30B H30B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 C5 78.35(15) . . ?
C1 Ir1 N3 87.37(13) . . ?
C5 Ir1 N3 164.00(13) . . ?
C1 Ir1 C12 90.57(14) . 3_676 ?
C5 Ir1 C12 96.94(14) . 3_676 ?
N3 Ir1 C12 90.32(12) . 3_676 ?
C1 Ir1 P1 166.57(11) . . ?
C5 Ir1 P1 107.88(10) . . ?
N3 Ir1 P1 84.67(8) . . ?
C12 Ir1 P1 100.25(10) 3_676 . ?
C1 Ir1 H1IR 83.5(12) . . ?
C5 Ir1 H1IR 83.4(13) . . ?
N3 Ir1 H1IR 87.9(12) . . ?
C12 Ir1 H1IR 173.9(12) 3_676 . ?
P1 Ir1 H1IR 85.4(13) . . ?
C18 P1 C19 102.6(2) . . ?
C18 P1 C25A 89.7(3) . . ?
C19 P1 C25A 104.2(2) . . ?
C18 P1 C25B 113.0(3) . . ?
C19 P1 C25B 95.3(2) . . ?
C18 P1 Ir1 99.12(15) . . ?
C19 P1 Ir1 129.94(12) . . ?
C25A P1 Ir1 120.50(17) . . ?
C25B P1 Ir1 116.48(17) . . ?
C1 N1 C3 109.7(3) . . ?
C1 N1 C4 114.8(3) . . ?
C3 N1 C4 135.2(3) . . ?
C1 N2 C2 108.8(3) . . ?
C1 N2 C12 123.0(3) . . ?
C2 N2 C12 127.2(3) . . ?
C13 N3 C17 118.4(3) . . ?
C13 N3 Ir1 123.5(2) . . ?
C17 N3 Ir1 118.0(2) . . ?
N2 C1 N1 107.3(3) . . ?
N2 C1 Ir1 132.9(3) . . ?
N1 C1 Ir1 119.8(2) . . ?
C3 C2 N2 108.0(3) . . ?
C3 C2 H2 126.0 . . ?
N2 C2 H2 126.0 . . ?
C2 C3 N1 106.3(3) . . ?
C2 C3 H3 127.0 . . ?
N1 C3 H3 126.8 . . ?
C9 C4 C5 126.2(4) . . ?
C9 C4 N1 120.6(3) . . ?
C5 C4 N1 113.3(3) . . ?
C6 C5 C4 112.8(3) . . ?
C6 C5 Ir1 133.9(3) . . ?
C4 C5 Ir1 113.3(3) . . ?
C7 C6 C5 121.0(4) . . ?
C7 C6 C10 116.6(4) . . ?
C5 C6 C10 122.2(4) . . ?
C8 C7 C6 123.8(4) . . ?
C8 C7 H7 118.1 . . ?
C6 C7 H7 118.1 . . ?
C7 C8 C9 116.9(4) . . ?
C7 C8 C11 121.2(4) . . ?
C9 C8 C11 121.8(4) . . ?
C8 C9 C4 119.2(4) . . ?
C8 C9 H9 120.5 . . ?
C4 C9 H9 120.3 . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 115.9(3) . . ?
N2 C12 Ir1 111.5(2) . 3_676 ?
C13 C12 Ir1 109.0(2) . 3_676 ?
N2 C12 H12 106.6 . . ?
C13 C12 H12 106.6 . . ?
Ir1 C12 H12 106.6 3_676 . ?
N3 C13 C14 119.3(3) . . ?
N3 C13 C12 124.9(3) . . ?
C14 C13 C12 115.6(3) . . ?
C15 C14 C13 120.8(4) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 119.5(4) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 119.3(4) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 N3 122.6(4) . . ?
C16 C17 C18 118.7(4) . . ?
N3 C17 C18 118.6(4) . . ?
C17 C18 P1 116.4(3) . . ?
C17 C18 H18A 108.2 . . ?
P1 C18 H18A 108.2 . . ?
C17 C18 H18B 108.2 . . ?
P1 C18 H18B 108.2 . . ?
H18A C18 H18B 107.3 . . ?
C24 C19 C20 116.9(4) . . ?
C24 C19 P1 120.3(3) . . ?
C20 C19 P1 122.8(3) . . ?
C21 C20 C19 121.5(4) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 120.2(5) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.2(5) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 119.8(4) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.2 . . ?
C19 C24 C23 121.4(4) . . ?
C19 C24 H24 119.3 . . ?
C23 C24 H24 119.2 . . ?
C26A C25A C30A 120.0 . . ?
C26A C25A P1 120.8(3) . . ?
C30A C25A P1 119.2(3) . . ?
C25A C26A C27A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C27A C27A C28A 110.3(7) 3_575 . ?
C27A C27A C26A 122.4(8) 3_575 . ?
C28A C27A C26A 120.0 . . ?
C27A C27A H27A 28.2 3_575 . ?
C28A C27A H27A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C27A C27A H27A 50.0(6) 3_575 3_575 ?
C28A C27A H27A 84.6(11) . 3_575 ?
C26A C27A H27A 107.4(11) . 3_575 ?
H27A C27A H27A 78.2 . 3_575 ?
C27A C28A C29A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A H27A 23.6(5) . 3_575 ?
C29A C28A H27A 124.0(4) . 3_575 ?
H28A C28A H27A 110.9 . 3_575 ?
C30A C29A C28A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C30A C25A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C25A C30A H30A 120.0 . . ?
C26B C25B C30B 120.0 . . ?
C26B C25B P1 119.8(3) . . ?
C30B C25B P1 120.2(3) . . ?
C27B C26B C25B 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C25B C26B H26B 120.0 . . ?
C26B C27B C28B 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C28B C27B H27B 120.0 . . ?
C27B C28B C29B 120.0 . . ?
C27B C28B H28B 120.0 . . ?
C29B C28B H28B 120.0 . . ?
C30B C29B C28B 120.0 . . ?
C30B C29B H29B 120.0 . . ?
C28B C29B H29B 120.0 . . ?
C29B C30B C25B 120.0 . . ?
C29B C30B H30B 120.0 . . ?
C25B C30B H30B 120.0 . . ?

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
C2 N2 C1 N1 -0.4(4) . . . . ?
C12 N2 C1 N1 -169.5(3) . . . . ?
C2 N2 C1 Ir1 179.5(3) . . . . ?
C12 N2 C1 Ir1 10.4(5) . . . . ?
C3 N1 C1 N2 1.0(4) . . . . ?
C4 N1 C1 N2 175.3(3) . . . . ?
C3 N1 C1 Ir1 -178.9(3) . . . . ?
C4 N1 C1 Ir1 -4.6(4) . . . . ?
C1 N2 C2 C3 -0.3(4) . . . . ?
C12 N2 C2 C3 168.2(4) . . . . ?
N2 C2 C3 N1 0.9(5) . . . . ?
C1 N1 C3 C2 -1.2(5) . . . . ?
C4 N1 C3 C2 -173.8(4) . . . . ?
C1 N1 C4 C9 178.9(3) . . . . ?
C3 N1 C4 C9 -8.8(6) . . . . ?
C1 N1 C4 C5 -1.0(4) . . . . ?
C3 N1 C4 C5 171.3(4) . . . . ?
C9 C4 C5 C6 3.4(6) . . . . ?
N1 C4 C5 C6 -176.7(3) . . . . ?
C9 C4 C5 Ir1 -174.3(3) . . . . ?
N1 C4 C5 Ir1 5.6(4) . . . . ?
C4 C5 C6 C7 -3.8(6) . . . . ?
Ir1 C5 C6 C7 173.3(3) . . . . ?
C4 C5 C6 C10 172.4(6) . . . . ?
Ir1 C5 C6 C10 -10.6(8) . . . . ?
C5 C6 C7 C8 1.9(7) . . . . ?
C10 C6 C7 C8 -174.4(6) . . . . ?
C6 C7 C8 C9 0.9(7) . . . . ?
C6 C7 C8 C11 -177.6(5) . . . . ?
C7 C8 C9 C4 -1.4(6) . . . . ?
C11 C8 C9 C4 177.1(4) . . . . ?
C5 C4 C9 C8 -0.8(6) . . . . ?
N1 C4 C9 C8 179.3(3) . . . . ?
C1 N2 C12 C13 -38.5(5) . . . . ?
C2 N2 C12 C13 154.5(4) . . . . ?
C1 N2 C12 Ir1 87.0(3) . . . 3_676 ?
C2 N2 C12 Ir1 -80.0(4) . . . 3_676 ?
C17 N3 C13 C14 1.8(5) . . . . ?
Ir1 N3 C13 C14 177.7(3) . . . . ?
C17 N3 C13 C12 175.9(3) . . . . ?
Ir1 N3 C13 C12 -8.2(5) . . . . ?
N2 C12 C13 N3 36.8(5) . . . . ?
Ir1 C12 C13 N3 -90.0(4) 3_676 . . . ?
N2 C12 C13 C14 -148.9(3) . . . . ?
Ir1 C12 C13 C14 84.3(4) 3_676 . . . ?
N3 C13 C14 C15 1.8(6) . . . . ?
C12 C13 C14 C15 -172.8(4) . . . . ?
C13 C14 C15 C16 -3.0(7) . . . . ?
C14 C15 C16 C17 0.7(7) . . . . ?
C15 C16 C17 N3 3.0(6) . . . . ?
C15 C16 C17 C18 -173.3(5) . . . . ?
C13 N3 C17 C16 -4.2(6) . . . . ?
Ir1 N3 C17 C16 179.6(3) . . . . ?
C13 N3 C17 C18 172.1(4) . . . . ?
Ir1 N3 C17 C18 -4.0(5) . . . . ?
C16 C17 C18 P1 -166.7(4) . . . . ?
N3 C17 C18 P1 16.8(6) . . . . ?
C19 P1 C18 C17 115.6(4) . . . . ?
C25A P1 C18 C17 -139.8(5) . . . . ?
C25B P1 C18 C17 -142.9(4) . . . . ?
Ir1 P1 C18 C17 -19.0(5) . . . . ?
C18 P1 C19 C24 -149.5(3) . . . . ?
C25A P1 C19 C24 117.5(4) . . . . ?
C25B P1 C19 C24 95.5(4) . . . . ?
Ir1 P1 C19 C24 -36.0(4) . . . . ?
C18 P1 C19 C20 30.1(4) . . . . ?
C25A P1 C19 C20 -62.8(4) . . . . ?
C25B P1 C19 C20 -84.9(4) . . . . ?
Ir1 P1 C19 C20 143.7(3) . . . . ?
C24 C19 C20 C21 -0.9(7) . . . . ?
P1 C19 C20 C21 179.5(4) . . . . ?
C19 C20 C21 C22 -0.4(8) . . . . ?
C20 C21 C22 C23 1.3(8) . . . . ?
C21 C22 C23 C24 -0.8(7) . . . . ?
C20 C19 C24 C23 1.4(6) . . . . ?
P1 C19 C24 C23 -179.0(3) . . . . ?
C22 C23 C24 C19 -0.6(7) . . . . ?
C18 P1 C25A C26A 47.8(3) . . . . ?
C19 P1 C25A C26A 150.8(3) . . . . ?
Ir1 P1 C25A C26A -52.7(3) . . . . ?
C18 P1 C25A C30A -132.7(3) . . . . ?
C19 P1 C25A C30A -29.8(3) . . . . ?
Ir1 P1 C25A C30A 126.8(3) . . . . ?
C30A C25A C26A C27A 0.0 . . . . ?
P1 C25A C26A C27A 179.5(4) . . . . ?
C25A C26A C27A C27A 147.1(10) . . . 3_575 ?
C25A C26A C27A C28A 0.0 . . . . ?
C27A C27A C28A C29A -150.7(9) 3_575 . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C27A C28A C29A C30A 0.0 . . . . ?
C28A C29A C30A C25A 0.0 . . . . ?
C26A C25A C30A C29A 0.0 . . . . ?
P1 C25A C30A C29A -179.5(4) . . . . ?
C18 P1 C25B C26B 108.4(3) . . . . ?
C19 P1 C25B C26B -145.5(3) . . . . ?
Ir1 P1 C25B C26B -5.4(4) . . . . ?
C18 P1 C25B C30B -69.1(4) . . . . ?
C19 P1 C25B C30B 37.0(3) . . . . ?
Ir1 P1 C25B C30B 177.1(2) . . . . ?
C30B C25B C26B C27B 0.0 . . . . ?
P1 C25B C26B C27B -177.5(4) . . . . ?
C25B C26B C27B C28B 0.0 . . . . ?
C26B C27B C28B C29B 0.0 . . . . ?
C27B C28B C29B C30B 0.0 . . . . ?
C28B C29B C30B C25B 0.0 . . . . ?
C26B C25B C30B C29B 0.0 . . . . ?
P1 C25B C30B C29B 177.5(4) . . . . ?

_refine_diff_density_max         0.965
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.085


#==============================================================================0
# start Validation Reply Form


_vrf_PLAT410_3                   
;
PROBLEM:
Alert level B
PLAT410_ALERT_2_B Short Intra H...H Contact  H18A     ..H26A          1.87 Ang. 
RESPONSE:
Contact of a hydrogen belonging to a methylene group with the hydrogen of a 
disordered and modeled (non-real) part of a phenyl group.
;

_vrf_PLAT412_3                   
;
PROBLEM:
Alert level C
PLAT412_ALERT_2_C Short Intra XH3 .. XHn     H10C     ..H24           1.89 Ang. 
RESPONSE:
Please see our response to Alert _vrf_PLAT410 
;

_vrf_PLAT413_3                   
;
PROBLEM:
Alert level C
PLAT413_ALERT_2_C Short Inter XH3 .. XHn     H11B     ..H28B          2.14 Ang.   
RESPONSE:
Please see our response to Alert _vrf_PLAT410 
;
