# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1855309'
_audit_update_record             
;
2018-07-12 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_date             2018-03-15T15:02:51-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C13 H19 Ir O P2'
_chemical_formula_sum            'C13 H19 Ir O P2'
_chemical_formula_weight         445.42

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5827(9)
_cell_length_b                   10.6830(7)
_cell_length_c                   20.4334(13)
_cell_angle_alpha                90
_cell_angle_beta                 96.186(3)
_cell_angle_gamma                90
_cell_volume                     2947.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      30.45
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    2.007
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    9.258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.135
_shelx_estimated_absorpt_T_max   0.458

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      -0.020734
_diffrn_orient_matrix_ub_12      0.007257
_diffrn_orient_matrix_ub_13      -0.048314
_diffrn_orient_matrix_ub_21      0.071052
_diffrn_orient_matrix_ub_22      0.005214
_diffrn_orient_matrix_ub_23      -0.008427
_diffrn_orient_matrix_ub_31      0.002388
_diffrn_orient_matrix_ub_32      -0.093179
_diffrn_orient_matrix_ub_33      -0.004242
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.019
_diffrn_reflns_number            20213
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.005
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 0.99
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_full 0.99
_diffrn_reflns_point_group_measured_fraction_max 0.99
_reflns_Friedel_coverage         0
_reflns_number_total             5344
_reflns_number_gt                4840
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²+61.8675P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5344
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1281
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         10.722
_refine_diff_density_min         -1.833
_refine_diff_density_rms         0.298

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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
C1 C 0.0532(4) -0.0021(6) 0.1395(3) 0.01438(13) Uani 1 1 d G . . . .
C2 C -0.0155(5) -0.0848(6) 0.1082(3) 0.026(2) Uani 1 1 d G . . . .
C3 C -0.1092(4) -0.0950(6) 0.1292(4) 0.038(3) Uani 1 1 d G . . . .
H3 H -0.1562 -0.1516 0.1079 0.045 Uiso 1 1 calc R U . . .
C4 C -0.1341(4) -0.0226(7) 0.1815(4) 0.034(3) Uani 1 1 d G . . . .
H4 H -0.1981 -0.0296 0.1959 0.041 Uiso 1 1 calc R U . . .
C5 C -0.0653(5) 0.0601(6) 0.2128(3) 0.033(3) Uani 1 1 d G . . . .
H5 H -0.0824 0.1097 0.2485 0.04 Uiso 1 1 calc R U . . .
C6 C 0.0283(4) 0.0704(6) 0.1917(3) 0.029(2) Uani 1 1 d G . . . .
C7 C 0.1022(8) 0.1644(10) 0.2269(5) 0.025(2) Uani 1 1 d . . . . .
H7A H 0.1323 0.1291 0.2692 0.03 Uiso 1 1 calc R U . . .
H7B H 0.0678 0.2432 0.2362 0.03 Uiso 1 1 calc R U . . .
C8 C 0.1582(7) 0.3420(9) 0.1332(5) 0.020(2) Uani 1 1 d . . . . .
H8A H 0.0951 0.3297 0.1059 0.031 Uiso 1 1 calc R U . . .
H8B H 0.2083 0.3706 0.1055 0.031 Uiso 1 1 calc R U . . .
H8C H 0.1499 0.4049 0.1671 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3094(8) 0.2374(10) 0.2234(5) 0.027(2) Uani 1 1 d . . . . .
H9A H 0.3629 0.2509 0.1956 0.041 Uiso 1 1 calc R U . . .
H9B H 0.328 0.1699 0.2548 0.041 Uiso 1 1 calc R U . . .
H9C H 0.298 0.3145 0.2474 0.041 Uiso 1 1 calc R U . . .
C10 C 0.0120(8) -0.1538(10) 0.0479(6) 0.030(2) Uani 1 1 d . . . . .
H10A H -0.0172 -0.1111 0.0074 0.036 Uiso 1 1 calc R U . . .
H10B H -0.0137 -0.2406 0.0475 0.036 Uiso 1 1 calc R U . . .
C11 C 0.1799(9) -0.3012(10) 0.0939(6) 0.034(3) Uani 1 1 d . . . . .
H11A H 0.148 -0.3715 0.0692 0.051 Uiso 1 1 calc R U . . .
H11B H 0.158 -0.2987 0.138 0.051 Uiso 1 1 calc R U . . .
H11C H 0.252 -0.3119 0.0975 0.051 Uiso 1 1 calc R U . . .
C12 C 0.1759(9) -0.1861(11) -0.0320(5) 0.030(2) Uani 1 1 d . . . . .
H12A H 0.2479 -0.1913 -0.032 0.045 Uiso 1 1 calc R U . . .
H12B H 0.1501 -0.1182 -0.0612 0.045 Uiso 1 1 calc R U . . .
H12C H 0.1457 -0.2655 -0.0476 0.045 Uiso 1 1 calc R U . . .
C13 C 0.3246(8) 0.0388(9) 0.0797(5) 0.024(2) Uani 1 1 d . . . . .
C14 C 0.2813(3) 0.0022(6) 0.3855(3) 0.01315(13) Uani 1 1 d G . . . .
C15 C 0.2103(4) -0.0614(6) 0.3440(2) 0.019(2) Uani 1 1 d G . . . .
C16 C 0.1120(4) -0.0613(6) 0.3572(3) 0.019(2) Uani 1 1 d G . . . .
H16 H 0.0635 -0.1048 0.3289 0.023 Uiso 1 1 calc R U . . .
C17 C 0.0847(3) 0.0025(6) 0.4117(3) 0.021(2) Uani 1 1 d G . . . .
H17 H 0.0175 0.0026 0.4206 0.026 Uiso 1 1 calc R U . . .
C18 C 0.1557(4) 0.0661(6) 0.4531(2) 0.022(2) Uani 1 1 d G . . . .
H18 H 0.137 0.1097 0.4903 0.026 Uiso 1 1 calc R U . . .
C19 C 0.2540(4) 0.0660(6) 0.4400(3) 0.0166(19) Uani 1 1 d G . . . .
C20 C 0.3304(7) 0.1341(9) 0.4857(5) 0.019(2) Uani 1 1 d . . . . .
H20A H 0.3563 0.0794 0.5227 0.023 Uiso 1 1 calc R U . . .
H20B H 0.3016 0.2101 0.5037 0.023 Uiso 1 1 calc R U . . .
C21 C 0.3876(7) 0.3262(9) 0.4003(5) 0.020(2) Uani 1 1 d . . . . .
H21A H 0.3828 0.3868 0.4358 0.03 Uiso 1 1 calc R U . . .
H21B H 0.3224 0.3162 0.3752 0.03 Uiso 1 1 calc R U . . .
H21C H 0.4351 0.3565 0.3711 0.03 Uiso 1 1 calc R U . . .
C22 C 0.5366(7) 0.2185(10) 0.4916(5) 0.023(2) Uani 1 1 d . . . . .
H22A H 0.5912 0.2417 0.4664 0.035 Uiso 1 1 calc R U . . .
H22B H 0.5565 0.1472 0.5201 0.035 Uiso 1 1 calc R U . . .
H22C H 0.5199 0.2897 0.5186 0.035 Uiso 1 1 calc R U . . .
C23 C 0.2399(7) -0.1309(9) 0.2849(4) 0.0182(19) Uani 1 1 d . . . . .
H23A H 0.2216 -0.082 0.2443 0.022 Uiso 1 1 calc R U . . .
H23B H 0.206 -0.213 0.2805 0.022 Uiso 1 1 calc R U . . .
C24 C 0.3897(8) -0.3111(9) 0.3313(5) 0.024(2) Uani 1 1 d . . . . .
H24A H 0.3628 -0.3712 0.2978 0.037 Uiso 1 1 calc R U . . .
H24B H 0.3541 -0.3188 0.3703 0.037 Uiso 1 1 calc R U . . .
H24C H 0.4602 -0.3283 0.3434 0.037 Uiso 1 1 calc R U . . .
C25 C 0.4158(7) -0.1659(10) 0.2171(4) 0.021(2) Uani 1 1 d . . . . .
H25A H 0.4835 -0.1989 0.221 0.032 Uiso 1 1 calc R U . . .
H25B H 0.4144 -0.0832 0.1963 0.032 Uiso 1 1 calc R U . . .
H25C H 0.3717 -0.2228 0.1902 0.032 Uiso 1 1 calc R U . . .
C26 C 0.5601(7) 0.0207(9) 0.3414(5) 0.020(2) Uani 1 1 d . . . . .
O1 O 0.3998(6) 0.0422(8) 0.0642(4) 0.0323(18) Uani 1 1 d . . . . .
O2 O 0.6386(6) 0.0226(7) 0.3265(4) 0.0308(18) Uani 1 1 d . . . . .
P1 P 0.19771(18) 0.1947(2) 0.17243(11) 0.0151(5) Uani 1 1 d . . . . .
P2 P 0.14616(19) -0.1553(2) 0.05098(12) 0.0200(5) Uani 1 1 d . . . . .
P3 P 0.42919(17) 0.1759(2) 0.43534(11) 0.0146(5) Uani 1 1 d . . . . .
P4 P 0.37487(18) -0.1526(2) 0.29838(11) 0.0146(5) Uani 1 1 d . . . . .
Ir1 Ir 0.19472(3) 0.02324(3) 0.10610(2) 0.01438(13) Uani 1 1 d . . . . .
Ir2 Ir 0.42955(2) 0.01094(3) 0.36404(2) 0.01315(13) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 C2 1.39 . ?
C1 C6 1.39 . ?
C1 Ir1 2.125(4) . ?
C2 C3 1.39 . ?
C2 C10 1.518(12) . ?
C3 C4 1.39 . ?
C3 H3 0.95 . ?
C4 C5 1.39 . ?
C4 H4 0.95 . ?
C5 C6 1.39 . ?
C5 H5 0.95 . ?
C6 C7 1.542(12) . ?
C7 P1 1.827(10) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 P1 1.820(9) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 P1 1.804(10) . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 P2 1.816(10) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 P2 1.822(11) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 P2 1.814(10) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 O1 1.103(13) . ?
C13 Ir1 1.906(10) . ?
C14 C15 1.39 . ?
C14 C19 1.39 . ?
C14 Ir2 2.108(4) . ?
C15 C16 1.39 . ?
C15 C23 1.508(10) . ?
C16 C17 1.39 . ?
C16 H16 0.95 . ?
C17 C18 1.39 . ?
C17 H17 0.95 . ?
C18 C19 1.39 . ?
C18 H18 0.95 . ?
C19 C20 1.507(10) . ?
C20 P3 1.832(9) . ?
C20 H20A 0.99 . ?
C20 H20B 0.99 . ?
C21 P3 1.823(10) . ?
C21 H21A 0.98 . ?
C21 H21B 0.98 . ?
C21 H21C 0.98 . ?
C22 P3 1.815(10) . ?
C22 H22A 0.98 . ?
C22 H22B 0.98 . ?
C22 H22C 0.98 . ?
C23 P4 1.839(9) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 P4 1.824(10) . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 P4 1.812(9) . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
C26 O2 1.140(12) . ?
C26 Ir2 1.883(10) . ?
P1 Ir1 2.276(2) . ?
P2 Ir1 2.277(3) . ?
P3 Ir2 2.286(2) . ?
P4 Ir2 2.278(2) . ?

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
C2 C1 C6 120 . . ?
C2 C1 Ir1 121.3(3) . . ?
C6 C1 Ir1 118.6(3) . . ?
C1 C2 C3 120 . . ?
C1 C2 C10 118.0(5) . . ?
C3 C2 C10 121.8(5) . . ?
C4 C3 C2 120 . . ?
C4 C3 H3 120 . . ?
C2 C3 H3 120 . . ?
C3 C4 C5 120 . . ?
C3 C4 H4 120 . . ?
C5 C4 H4 120 . . ?
C6 C5 C4 120 . . ?
C6 C5 H5 120 . . ?
C4 C5 H5 120 . . ?
C5 C6 C1 120 . . ?
C5 C6 C7 118.6(5) . . ?
C1 C6 C7 121.4(5) . . ?
C6 C7 P1 107.5(6) . . ?
C6 C7 H7A 110.2 . . ?
P1 C7 H7A 110.2 . . ?
C6 C7 H7B 110.2 . . ?
P1 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
P1 C8 H8A 109.5 . . ?
P1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
P1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9A 109.5 . . ?
P1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
P1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 P2 108.1(6) . . ?
C2 C10 H10A 110.1 . . ?
P2 C10 H10A 110.1 . . ?
C2 C10 H10B 110.1 . . ?
P2 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
P2 C11 H11A 109.5 . . ?
P2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P2 C12 H12A 109.5 . . ?
P2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 Ir1 176.9(9) . . ?
C15 C14 C19 120 . . ?
C15 C14 Ir2 120.7(3) . . ?
C19 C14 Ir2 119.2(3) . . ?
C14 C15 C16 120 . . ?
C14 C15 C23 120.1(5) . . ?
C16 C15 C23 119.9(5) . . ?
C17 C16 C15 120 . . ?
C17 C16 H16 120 . . ?
C15 C16 H16 120 . . ?
C18 C17 C16 120 . . ?
C18 C17 H17 120 . . ?
C16 C17 H17 120 . . ?
C17 C18 C19 120 . . ?
C17 C18 H18 120 . . ?
C19 C18 H18 120 . . ?
C18 C19 C14 120 . . ?
C18 C19 C20 119.5(5) . . ?
C14 C19 C20 120.5(5) . . ?
C19 C20 P3 105.4(6) . . ?
C19 C20 H20A 110.7 . . ?
P3 C20 H20A 110.7 . . ?
C19 C20 H20B 110.7 . . ?
P3 C20 H20B 110.7 . . ?
H20A C20 H20B 108.8 . . ?
P3 C21 H21A 109.5 . . ?
P3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
P3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
P3 C22 H22A 109.5 . . ?
P3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
P3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C15 C23 P4 106.8(6) . . ?
C15 C23 H23A 110.4 . . ?
P4 C23 H23A 110.4 . . ?
C15 C23 H23B 110.4 . . ?
P4 C23 H23B 110.4 . . ?
H23A C23 H23B 108.6 . . ?
P4 C24 H24A 109.5 . . ?
P4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
P4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
P4 C25 H25A 109.5 . . ?
P4 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
P4 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C26 Ir2 177.5(8) . . ?
C9 P1 C8 103.0(5) . . ?
C9 P1 C7 107.5(5) . . ?
C8 P1 C7 103.1(5) . . ?
C9 P1 Ir1 120.5(4) . . ?
C8 P1 Ir1 116.6(3) . . ?
C7 P1 Ir1 104.6(4) . . ?
C12 P2 C10 107.0(5) . . ?
C12 P2 C11 103.0(6) . . ?
C10 P2 C11 102.9(5) . . ?
C12 P2 Ir1 122.2(4) . . ?
C10 P2 Ir1 104.2(4) . . ?
C11 P2 Ir1 115.7(4) . . ?
C22 P3 C21 102.8(5) . . ?
C22 P3 C20 107.0(5) . . ?
C21 P3 C20 102.7(5) . . ?
C22 P3 Ir2 122.7(3) . . ?
C21 P3 Ir2 116.8(3) . . ?
C20 P3 Ir2 102.9(3) . . ?
C25 P4 C24 103.4(5) . . ?
C25 P4 C23 105.8(5) . . ?
C24 P4 C23 103.9(5) . . ?
C25 P4 Ir2 119.1(4) . . ?
C24 P4 Ir2 118.6(3) . . ?
C23 P4 Ir2 104.3(3) . . ?
C13 Ir1 C1 176.7(4) . . ?
C13 Ir1 P1 98.1(3) . . ?
C1 Ir1 P1 82.53(17) . . ?
C13 Ir1 P2 99.2(3) . . ?
C1 Ir1 P2 80.12(18) . . ?
P1 Ir1 P2 162.65(9) . . ?
C26 Ir2 C14 177.7(4) . . ?
C26 Ir2 P4 98.8(3) . . ?
C14 Ir2 P4 80.23(16) . . ?
C26 Ir2 P3 100.4(3) . . ?
C14 Ir2 P3 80.45(16) . . ?
P4 Ir2 P3 160.61(9) . . ?

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1855311'
_audit_update_record             
;
2018-07-12 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_date             2018-03-02T14:38:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C30 H30 Ir1 P3'
_chemical_formula_sum            'C15 H30 Ir P3'
_chemical_formula_weight         495.5

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.1041(10)
_cell_length_b                   9.3471(5)
_cell_length_c                   18.9388(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.749(2)
_cell_angle_gamma                90
_cell_volume                     3682.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9607
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.33
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1936

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    7.499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.587
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.42
_shelx_estimated_absorpt_T_max   0.662

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      -0.034316
_diffrn_orient_matrix_ub_12      0.071569
_diffrn_orient_matrix_ub_13      -0.029041
_diffrn_orient_matrix_ub_21      0.004671
_diffrn_orient_matrix_ub_22      0.062617
_diffrn_orient_matrix_ub_23      0.037841
_diffrn_orient_matrix_ub_31      0.044136
_diffrn_orient_matrix_ub_32      0.049019
_diffrn_orient_matrix_ub_33      -0.005938
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_number            17903
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.958
_diffrn_reflns_theta_max         28.445
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_Friedel_coverage         0
_reflns_number_total             9253
_reflns_number_gt                8163
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0177P)²+9.6054P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9253
_refine_ls_number_parameters     369
_refine_ls_number_restraints     6
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0458
_refine_ls_wR_factor_gt          0.0434
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.949
_refine_diff_density_min         -1.337
_refine_diff_density_rms         0.119

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'

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
C1 C 0.69549(15) -0.0752(3) 0.48604(18) 0.0187(6) Uani 1 1 d . . . . .
H1A H 0.7164 -0.1207 0.5349 0.028 Uiso 1 1 calc R U . . .
H1B H 0.7252 -0.0066 0.4761 0.028 Uiso 1 1 calc R U . . .
H1C H 0.6837 -0.1485 0.4467 0.028 Uiso 1 1 calc R U . . .
C2 C 0.58392(15) 0.0586(3) 0.38796(16) 0.0175(6) Uani 1 1 d . . . . .
H2A H 0.5804 -0.029 0.3583 0.026 Uiso 1 1 calc R U . . .
H2B H 0.6092 0.1297 0.372 0.026 Uiso 1 1 calc R U . . .
H2C H 0.5409 0.0968 0.3802 0.026 Uiso 1 1 calc R U . . .
C3 C 0.57341(15) -0.1242(3) 0.50333(17) 0.0154(6) Uani 1 1 d . . . . .
H3A H 0.5277 -0.1061 0.4739 0.018 Uiso 1 1 calc R U . . .
H3B H 0.5859 -0.2173 0.4876 0.018 Uiso 1 1 calc R U . . .
C4 C 0.58271(14) -0.1271(3) 0.58596(16) 0.0139(6) Uani 1 1 d . . . . .
C5 C 0.56668(15) -0.2489(3) 0.61948(17) 0.0167(6) Uani 1 1 d . . . . .
H5 H 0.5515 -0.3324 0.5903 0.02 Uiso 1 1 calc R U . . .
C6 C 0.57291(15) -0.2479(3) 0.69484(18) 0.0189(6) Uani 1 1 d . . . . .
H6 H 0.5617 -0.3301 0.7172 0.023 Uiso 1 1 calc R U . . .
C7 C 0.59563(15) -0.1264(3) 0.73707(17) 0.0174(6) Uani 1 1 d . . . . .
H7 H 0.5999 -0.1258 0.7887 0.021 Uiso 1 1 calc R U . . .
C8 C 0.61237(14) -0.0049(3) 0.70530(17) 0.0146(6) Uani 1 1 d . . . . .
C9 C 0.60613(13) -0.0020(3) 0.62807(16) 0.0128(6) Uani 1 1 d . . . . .
C10 C 0.64080(15) 0.1248(3) 0.75129(16) 0.0162(6) Uani 1 1 d . . . . .
H10A H 0.6874 0.111 0.7775 0.019 Uiso 1 1 calc R U . . .
H10B H 0.62 0.1419 0.7893 0.019 Uiso 1 1 calc R U . . .
C11 C 0.68092(16) 0.4124(4) 0.74359(17) 0.0201(7) Uani 1 1 d . . . . .
H11A H 0.6742 0.421 0.792 0.03 Uiso 1 1 calc R U . . .
H11B H 0.672 0.5045 0.7174 0.03 Uiso 1 1 calc R U . . .
H11C H 0.7256 0.3847 0.7519 0.03 Uiso 1 1 calc R U . . .
C12 C 0.54747(15) 0.3404(4) 0.68138(17) 0.0184(6) Uani 1 1 d . . . . .
H12A H 0.5155 0.2656 0.6596 0.028 Uiso 1 1 calc R U . . .
H12B H 0.5366 0.4261 0.6497 0.028 Uiso 1 1 calc R U . . .
H12C H 0.5476 0.3639 0.7319 0.028 Uiso 1 1 calc R U . . .
C13 C 0.69863(16) 0.5280(3) 0.57719(18) 0.0193(6) Uani 1 1 d . . . . .
H13A H 0.7361 0.5006 0.6202 0.029 Uiso 1 1 calc R U . . .
H13B H 0.6666 0.5736 0.5951 0.029 Uiso 1 1 calc R U . . .
H13C H 0.7119 0.5954 0.5455 0.029 Uiso 1 1 calc R U . . .
C14 C 0.60020(16) 0.4531(4) 0.44538(18) 0.0211(7) Uani 1 1 d . . . . .
H14A H 0.5684 0.4964 0.4645 0.032 Uiso 1 1 calc R U . . .
H14B H 0.5793 0.3805 0.4077 0.032 Uiso 1 1 calc R U . . .
H14C H 0.6188 0.5273 0.4224 0.032 Uiso 1 1 calc R U . . .
C15 C 0.72483(16) 0.3323(4) 0.47972(19) 0.0213(7) Uani 1 1 d . . . . .
H15A H 0.7346 0.4204 0.4577 0.032 Uiso 1 1 calc R U . . .
H15B H 0.7086 0.26 0.4404 0.032 Uiso 1 1 calc R U . . .
H15C H 0.764 0.2967 0.518 0.032 Uiso 1 1 calc R U . . .
C16 C 0.76044(16) -0.1833(4) 0.71328(18) 0.0221(7) Uani 1 1 d . . . . .
H16A H 0.7788 -0.2054 0.6741 0.033 Uiso 1 1 calc R U . . .
H16B H 0.7338 -0.0971 0.6993 0.033 Uiso 1 1 calc R U . . .
H16C H 0.734 -0.2638 0.7188 0.033 Uiso 1 1 calc R U . . .
C17 C 0.87710(17) -0.3060(3) 0.80701(19) 0.0227(7) Uani 1 1 d . . . . .
H17A H 0.8509 -0.3927 0.7922 0.034 Uiso 1 1 calc R U . . .
H17B H 0.9068 -0.3167 0.8585 0.034 Uiso 1 1 calc R U . . .
H17C H 0.9016 -0.2913 0.7731 0.034 Uiso 1 1 calc R U . . .
C18 C 0.78802(15) -0.1933(3) 0.87279(18) 0.0192(6) Uani 1 1 d . . . . .
H18A H 0.7452 -0.1475 0.8595 0.023 Uiso 1 1 calc R U . . .
H18B H 0.7827 -0.2979 0.8764 0.023 Uiso 1 1 calc R U . . .
C19 C 0.83256(15) -0.1350(3) 0.94650(17) 0.0164(6) Uani 1 1 d . . . . .
C20 C 0.83461(15) -0.1918(3) 1.01470(18) 0.0189(6) Uani 1 1 d . . . . .
H20 H 0.8092 -0.2731 1.0158 0.023 Uiso 1 1 calc R U . . .
C21 C 0.87340(16) -0.1313(4) 1.08162(18) 0.0209(7) Uani 1 1 d . . . . .
H21 H 0.874 -0.1698 1.1283 0.025 Uiso 1 1 calc R U . . .
C22 C 0.91122(15) -0.0144(4) 1.07969(18) 0.0191(6) Uani 1 1 d . . . . .
H22 H 0.938 0.0274 1.1253 0.023 Uiso 1 1 calc R U . . .
C23 C 0.91029(14) 0.0424(3) 1.01126(17) 0.0149(6) Uani 1 1 d . . . . .
C24 C 0.87108(14) -0.0167(3) 0.94264(17) 0.0143(6) Uani 1 1 d . . . . .
C25 C 0.95300(15) 0.1671(3) 1.00817(17) 0.0185(6) Uani 1 1 d . . . . .
H25A H 0.9972 0.1334 1.0158 0.022 Uiso 1 1 calc R U . . .
H25B H 0.9547 0.2377 1.0477 0.022 Uiso 1 1 calc R U . . .
C26 C 0.98240(16) 0.3606(4) 0.90704(19) 0.0220(7) Uani 1 1 d . . . . .
H26A H 0.9958 0.4282 0.949 0.033 Uiso 1 1 calc R U . . .
H26B H 0.967 0.4136 0.8597 0.033 Uiso 1 1 calc R U . . .
H26C H 1.019 0.3007 0.9079 0.033 Uiso 1 1 calc R U . . .
C27 C 0.86136(16) 0.3782(3) 0.92861(19) 0.0209(7) Uani 1 1 d . . . . .
H27A H 0.831 0.3299 0.9481 0.031 Uiso 1 1 calc R U . . .
H27B H 0.8378 0.4234 0.8804 0.031 Uiso 1 1 calc R U . . .
H27C H 0.8849 0.4515 0.9644 0.031 Uiso 1 1 calc R U . . .
C28 C 0.96662(16) 0.1737(4) 0.73247(19) 0.0254(7) Uani 1 1 d . . . . .
H28A H 0.9657 0.2109 0.6837 0.038 Uiso 1 1 calc R U . . .
H28B H 0.9905 0.0834 0.7429 0.038 Uiso 1 1 calc R U . . .
H28C H 0.9877 0.2434 0.7718 0.038 Uiso 1 1 calc R U . . .
C29 C 0.84544(18) 0.3124(4) 0.6965(2) 0.0260(7) Uani 1 1 d . . . . .
H29A H 0.8546 0.3406 0.6513 0.039 Uiso 1 1 calc R U . . .
H29B H 0.8618 0.3858 0.7353 0.039 Uiso 1 1 calc R U . . .
H29C H 0.7989 0.3024 0.6845 0.039 Uiso 1 1 calc R U . . .
C30 C 0.85450(18) 0.0365(4) 0.64533(18) 0.0274(8) Uani 1 1 d . . . . .
H30A H 0.8078 0.0259 0.631 0.041 Uiso 1 1 calc R U . . .
H30B H 0.8747 -0.0582 0.6542 0.041 Uiso 1 1 calc R U . . .
H30C H 0.8649 0.0844 0.6049 0.041 Uiso 1 1 calc R U . . .
P1 P 0.62343(4) 0.01797(8) 0.48694(4) 0.01201(14) Uani 1 1 d . . . . .
P2 P 0.62695(4) 0.27652(8) 0.68679(4) 0.01232(14) Uani 1 1 d . . . . .
P3 P 0.66386(4) 0.36942(8) 0.52285(4) 0.01358(15) Uani 1 1 d . . . . .
P4 P 0.82501(4) -0.15272(8) 0.80177(4) 0.01471(15) Uani 1 1 d . . . . .
P5 P 0.91800(4) 0.24780(8) 0.91538(4) 0.01456(15) Uani 1 1 d . . . . .
P6 P 0.88437(4) 0.14294(9) 0.73066(4) 0.01538(16) Uani 1 1 d . . . . .
Ir1 Ir 0.63293(2) 0.17925(2) 0.57940(2) 0.01018(3) Uani 1 1 d D . . . .
H1J H 0.5626(10) 0.217(3) 0.5372(16) 0.012 Uiso 1 1 d D U . . .
H1I H 0.7035(11) 0.140(3) 0.6225(16) 0.012 Uiso 1 1 d D U . . .
Ir2 Ir 0.87394(2) 0.06026(2) 0.83960(2) 0.01212(3) Uani 1 1 d D . . . .
H2I H 0.9427(11) -0.004(3) 0.8604(18) 0.015 Uiso 1 1 d D U . . .
H2J H 0.8035(11) 0.118(4) 0.8149(18) 0.015 Uiso 1 1 d D U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 P1 1.821(3) . ?
C1 H1A 0.98 . ?
C1 H1B 0.98 . ?
C1 H1C 0.98 . ?
C2 P1 1.820(3) . ?
C2 H2A 0.98 . ?
C2 H2B 0.98 . ?
C2 H2C 0.98 . ?
C3 C4 1.508(4) . ?
C3 P1 1.821(3) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 C5 1.406(4) . ?
C4 C9 1.411(4) . ?
C5 C6 1.387(4) . ?
C5 H5 0.95 . ?
C6 C7 1.382(5) . ?
C6 H6 0.95 . ?
C7 C8 1.393(4) . ?
C7 H7 0.95 . ?
C8 C9 1.422(4) . ?
C8 C10 1.501(4) . ?
C9 Ir1 2.107(3) . ?
C10 P2 1.829(3) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 P2 1.824(3) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 P2 1.825(3) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 P3 1.820(3) . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 P3 1.830(3) . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 P3 1.830(3) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 P4 1.820(3) . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 P4 1.820(3) . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?
C18 C19 1.512(4) . ?
C18 P4 1.834(3) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 C20 1.383(4) . ?
C19 C24 1.412(4) . ?
C20 C21 1.388(5) . ?
C20 H20 0.95 . ?
C21 C22 1.384(5) . ?
C21 H21 0.95 . ?
C22 C23 1.394(4) . ?
C22 H22 0.95 . ?
C23 C24 1.409(4) . ?
C23 C25 1.513(4) . ?
C24 Ir2 2.101(3) . ?
C25 P5 1.827(3) . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?
C26 P5 1.821(3) . ?
C26 H26A 0.98 . ?
C26 H26B 0.98 . ?
C26 H26C 0.98 . ?
C27 P5 1.824(3) . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 P6 1.830(3) . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
C29 P6 1.814(3) . ?
C29 H29A 0.98 . ?
C29 H29B 0.98 . ?
C29 H29C 0.98 . ?
C30 P6 1.821(3) . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
P1 Ir1 2.2660(7) . ?
P2 Ir1 2.2722(7) . ?
P3 Ir1 2.2954(8) . ?
P4 Ir2 2.2633(8) . ?
P5 Ir2 2.2664(8) . ?
P6 Ir2 2.2866(8) . ?
Ir1 H1J 1.53(2) . ?
Ir1 H1I 1.54(2) . ?
Ir2 H2I 1.56(2) . ?
Ir2 H2J 1.57(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 C1 H1A 109.5 . . ?
P1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
P1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
P1 C2 H2A 109.5 . . ?
P1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
P1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 P1 108.2(2) . . ?
C4 C3 H3A 110.1 . . ?
P1 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
P1 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C5 C4 C9 121.1(3) . . ?
C5 C4 C3 121.1(3) . . ?
C9 C4 C3 117.8(3) . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 C10 121.9(3) . . ?
C9 C8 C10 117.2(3) . . ?
C4 C9 C8 117.1(3) . . ?
C4 C9 Ir1 121.5(2) . . ?
C8 C9 Ir1 121.4(2) . . ?
C8 C10 P2 107.2(2) . . ?
C8 C10 H10A 110.3 . . ?
P2 C10 H10A 110.3 . . ?
C8 C10 H10B 110.3 . . ?
P2 C10 H10B 110.3 . . ?
H10A C10 H10B 108.5 . . ?
P2 C11 H11A 109.5 . . ?
P2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P2 C12 H12A 109.5 . . ?
P2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
P3 C13 H13A 109.5 . . ?
P3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
P3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
P3 C14 H14A 109.5 . . ?
P3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
P3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
P3 C15 H15A 109.5 . . ?
P3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
P3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P4 C16 H16A 109.5 . . ?
P4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
P4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
P4 C17 H17A 109.5 . . ?
P4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
P4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 P4 106.9(2) . . ?
C19 C18 H18A 110.3 . . ?
P4 C18 H18A 110.3 . . ?
C19 C18 H18B 110.3 . . ?
P4 C18 H18B 110.3 . . ?
H18A C18 H18B 108.6 . . ?
C20 C19 C24 121.2(3) . . ?
C20 C19 C18 122.0(3) . . ?
C24 C19 C18 116.7(3) . . ?
C19 C20 C21 120.8(3) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 119.3(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 121.3(3) . . ?
C22 C23 C25 121.1(3) . . ?
C24 C23 C25 117.6(3) . . ?
C23 C24 C19 116.9(3) . . ?
C23 C24 Ir2 121.3(2) . . ?
C19 C24 Ir2 121.6(2) . . ?
C23 C25 P5 106.8(2) . . ?
C23 C25 H25A 110.4 . . ?
P5 C25 H25A 110.4 . . ?
C23 C25 H25B 110.4 . . ?
P5 C25 H25B 110.4 . . ?
H25A C25 H25B 108.6 . . ?
P5 C26 H26A 109.5 . . ?
P5 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
P5 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
P5 C27 H27A 109.5 . . ?
P5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
P5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
P6 C28 H28A 109.5 . . ?
P6 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
P6 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
P6 C29 H29A 109.5 . . ?
P6 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
P6 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
P6 C30 H30A 109.5 . . ?
P6 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
P6 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C2 P1 C1 101.94(14) . . ?
C2 P1 C3 102.70(14) . . ?
C1 P1 C3 103.66(15) . . ?
C2 P1 Ir1 122.96(11) . . ?
C1 P1 Ir1 118.20(11) . . ?
C3 P1 Ir1 104.87(10) . . ?
C11 P2 C12 103.33(15) . . ?
C11 P2 C10 102.58(15) . . ?
C12 P2 C10 103.41(15) . . ?
C11 P2 Ir1 125.61(11) . . ?
C12 P2 Ir1 115.26(10) . . ?
C10 P2 Ir1 103.90(10) . . ?
C13 P3 C15 99.95(15) . . ?
C13 P3 C14 99.69(15) . . ?
C15 P3 C14 101.88(16) . . ?
C13 P3 Ir1 120.16(11) . . ?
C15 P3 Ir1 116.23(11) . . ?
C14 P3 Ir1 115.82(11) . . ?
C16 P4 C17 102.21(16) . . ?
C16 P4 C18 103.75(15) . . ?
C17 P4 C18 103.17(15) . . ?
C16 P4 Ir2 124.88(12) . . ?
C17 P4 Ir2 116.71(12) . . ?
C18 P4 Ir2 103.50(11) . . ?
C26 P5 C27 102.58(16) . . ?
C26 P5 C25 103.49(15) . . ?
C27 P5 C25 103.36(15) . . ?
C26 P5 Ir2 125.05(11) . . ?
C27 P5 Ir2 115.84(11) . . ?
C25 P5 Ir2 103.97(11) . . ?
C29 P6 C30 100.06(17) . . ?
C29 P6 C28 102.58(17) . . ?
C30 P6 C28 99.36(17) . . ?
C29 P6 Ir2 115.88(12) . . ?
C30 P6 Ir2 119.95(12) . . ?
C28 P6 Ir2 116.03(11) . . ?
C9 Ir1 P1 80.61(8) . . ?
C9 Ir1 P2 79.63(8) . . ?
P1 Ir1 P2 160.01(3) . . ?
C9 Ir1 P3 177.24(8) . . ?
P1 Ir1 P3 96.84(3) . . ?
P2 Ir1 P3 102.97(3) . . ?
C9 Ir1 H1J 91.7(12) . . ?
P1 Ir1 H1J 86.5(12) . . ?
P2 Ir1 H1J 91.0(12) . . ?
P3 Ir1 H1J 89.2(12) . . ?
C9 Ir1 H1I 87.7(12) . . ?
P1 Ir1 H1I 93.6(12) . . ?
P2 Ir1 H1I 88.6(12) . . ?
P3 Ir1 H1I 91.4(12) . . ?
H1J Ir1 H1I 179.3(17) . . ?
C24 Ir2 P4 80.30(9) . . ?
C24 Ir2 P5 79.52(9) . . ?
P4 Ir2 P5 159.70(3) . . ?
C24 Ir2 P6 176.17(8) . . ?
P4 Ir2 P6 101.23(3) . . ?
P5 Ir2 P6 99.05(3) . . ?
C24 Ir2 H2I 88.1(12) . . ?
P4 Ir2 H2I 93.6(13) . . ?
P5 Ir2 H2I 87.9(12) . . ?
P6 Ir2 H2I 88.3(12) . . ?
C24 Ir2 H2J 93.3(12) . . ?
P4 Ir2 H2J 83.7(13) . . ?
P5 Ir2 H2J 95.2(12) . . ?
P6 Ir2 H2J 90.4(12) . . ?
H2I Ir2 H2J 176.7(17) . . ?

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1855310'
_audit_update_record             
;
2018-07-12 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_date             2018-03-27T13:11:36-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C13 H21 Ir O P2'
_chemical_formula_sum            'C13 H21 Ir O P2'
_chemical_formula_weight         447.44

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_Int_Tables_number      61
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   10.0756(12)
_cell_length_b                   12.0992(17)
_cell_length_c                   25.280(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3081.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4322
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      25.27
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.929
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    8.856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.596
_exptl_absorpt_correction_T_max  0.746
_shelx_estimated_absorpt_T_min   0.35
_shelx_estimated_absorpt_T_max   0.666

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      -0.011157
_diffrn_orient_matrix_ub_12      0.072137
_diffrn_orient_matrix_ub_13      -0.018787
_diffrn_orient_matrix_ub_21      -0.003279
_diffrn_orient_matrix_ub_22      0.039211
_diffrn_orient_matrix_ub_23      0.034797
_diffrn_orient_matrix_ub_31      0.098566
_diffrn_orient_matrix_ub_32      0.00947
_diffrn_orient_matrix_ub_33      -0.000969
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_number            5174
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.611
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_reflns_Friedel_coverage         0
_reflns_number_total             2772
_reflns_number_gt                1795
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.34A integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+35.4080P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2772
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0721
_refine_ls_wR_factor_gt          0.0571
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.754
_refine_diff_density_min         -1.129
_refine_diff_density_rms         0.205

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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
C1 C 1.0077(8) 0.1716(6) 0.5847(3) 0.0148(17) Uani 1 1 d . . . . .
C2 C 1.0834(8) 0.1446(7) 0.5403(4) 0.0189(14) Uani 1 1 d . . . . .
C3 C 1.0961(8) 0.2141(7) 0.4975(4) 0.023(2) Uani 1 1 d . . . . .
H3 H 1.1491 0.1937 0.4679 0.028 Uiso 1 1 calc R U . . .
C4 C 1.0293(9) 0.3150(8) 0.4985(4) 0.029(2) Uani 1 1 d . . . . .
H4 H 1.035 0.3631 0.4688 0.034 Uiso 1 1 calc R U . . .
C5 C 0.9543(8) 0.3463(7) 0.5423(3) 0.0189(14) Uani 1 1 d . . . . .
H5 H 0.9096 0.4154 0.5427 0.023 Uiso 1 1 calc R U . . .
C6 C 0.9455(8) 0.2762(8) 0.5851(3) 0.022(2) Uani 1 1 d . . . . .
C7 C 0.8711(8) 0.3119(7) 0.6341(3) 0.019(2) Uani 1 1 d . . . . .
H7A H 0.7907 0.354 0.6241 0.023 Uiso 1 1 calc R U . . .
H7B H 0.928 0.3599 0.6563 0.023 Uiso 1 1 calc R U . . .
C8 C 0.8025(9) 0.2271(8) 0.7385(4) 0.032(2) Uani 1 1 d . . . . .
H8A H 0.7427 0.2908 0.7403 0.049 Uiso 1 1 calc R U . . .
H8B H 0.8886 0.2468 0.7538 0.049 Uiso 1 1 calc R U . . .
H8C H 0.7641 0.1653 0.7583 0.049 Uiso 1 1 calc R U . . .
C9 C 0.6585(8) 0.1530(8) 0.6491(4) 0.035(3) Uani 1 1 d . . . . .
H9A H 0.6267 0.0882 0.6686 0.053 Uiso 1 1 calc R U . . .
H9B H 0.6595 0.1366 0.6112 0.053 Uiso 1 1 calc R U . . .
H9C H 0.5993 0.2157 0.6558 0.053 Uiso 1 1 calc R U . . .
C10 C 1.1512(8) 0.0324(7) 0.5399(4) 0.025(2) Uani 1 1 d . . . . .
H10A H 1.2396 0.0382 0.523 0.03 Uiso 1 1 calc R U . . .
H10B H 1.0974 -0.0213 0.5195 0.03 Uiso 1 1 calc R U . . .
C11 C 1.3328(8) 0.0293(7) 0.6286(4) 0.024(2) Uani 1 1 d . . . . .
H11A H 1.3474 0.0086 0.6657 0.036 Uiso 1 1 calc R U . . .
H11B H 1.3406 0.1096 0.6249 0.036 Uiso 1 1 calc R U . . .
H11C H 1.3993 -0.007 0.6063 0.036 Uiso 1 1 calc R U . . .
C12 C 1.1833(9) -0.1629(8) 0.6062(4) 0.031(2) Uani 1 1 d . . . . .
H12A H 1.2557 -0.1834 0.5822 0.046 Uiso 1 1 calc R U . . .
H12B H 1.0999 -0.1948 0.5933 0.046 Uiso 1 1 calc R U . . .
H12C H 1.2022 -0.1911 0.6417 0.046 Uiso 1 1 calc R U . . .
C13 C 0.9775(8) -0.0242(7) 0.7106(4) 0.025(2) Uani 1 1 d . . . . .
O1 O 0.9637(6) -0.0766(6) 0.7491(3) 0.0382(17) Uani 1 1 d . . . . .
P1 P 0.8248(2) 0.1873(2) 0.67078(10) 0.0210(5) Uani 1 1 d . . . . .
P2 P 1.1686(2) -0.01399(19) 0.60844(10) 0.0193(5) Uani 1 1 d . . . . .
Ir1 Ir 0.99198(3) 0.06597(2) 0.65045(2) 0.01500(10) Uani 1 1 d . . . . .
H1I H 1.084(7) 0.146(6) 0.685(3) 0.018 Uiso 1 1 d . U . . .
H1J H 0.880(7) -0.008(6) 0.612(3) 0.018 Uiso 1 1 d . U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 C2 1.396(11) . ?
C1 C6 1.413(11) . ?
C1 Ir1 2.103(8) . ?
C2 C3 1.376(12) . ?
C2 C10 1.520(12) . ?
C3 C4 1.395(12) . ?
C3 H3 0.95 . ?
C4 C5 1.394(12) . ?
C4 H4 0.95 . ?
C5 C6 1.378(12) . ?
C5 H5 0.95 . ?
C6 C7 1.510(11) . ?
C7 P1 1.831(8) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 P1 1.791(10) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 P1 1.811(9) . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 P2 1.831(9) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 P2 1.808(8) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 P2 1.808(9) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 O1 1.170(11) . ?
C13 Ir1 1.878(10) . ?
P1 Ir1 2.293(2) . ?
P2 Ir1 2.287(2) . ?
Ir1 H1I 1.60(8) . ?
Ir1 H1J 1.73(8) . ?

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
C2 C1 C6 117.3(7) . . ?
C2 C1 Ir1 122.3(6) . . ?
C6 C1 Ir1 120.3(6) . . ?
C3 C2 C1 122.7(8) . . ?
C3 C2 C10 119.9(8) . . ?
C1 C2 C10 117.4(8) . . ?
C2 C3 C4 118.4(8) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 120.9(8) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C6 C5 C4 119.5(8) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C1 121.1(8) . . ?
C5 C6 C7 120.0(8) . . ?
C1 C6 C7 118.8(8) . . ?
C6 C7 P1 107.9(6) . . ?
C6 C7 H7A 110.1 . . ?
P1 C7 H7A 110.1 . . ?
C6 C7 H7B 110.1 . . ?
P1 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
P1 C8 H8A 109.5 . . ?
P1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
P1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9A 109.5 . . ?
P1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
P1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 P2 108.1(6) . . ?
C2 C10 H10A 110.1 . . ?
P2 C10 H10A 110.1 . . ?
C2 C10 H10B 110.1 . . ?
P2 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
P2 C11 H11A 109.5 . . ?
P2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
P2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
P2 C12 H12A 109.5 . . ?
P2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 Ir1 176.4(8) . . ?
C8 P1 C9 103.6(5) . . ?
C8 P1 C7 107.1(4) . . ?
C9 P1 C7 105.7(4) . . ?
C8 P1 Ir1 118.6(3) . . ?
C9 P1 Ir1 117.7(3) . . ?
C7 P1 Ir1 103.1(3) . . ?
C12 P2 C11 102.9(4) . . ?
C12 P2 C10 106.4(4) . . ?
C11 P2 C10 105.4(4) . . ?
C12 P2 Ir1 120.0(3) . . ?
C11 P2 Ir1 117.3(3) . . ?
C10 P2 Ir1 103.6(3) . . ?
C13 Ir1 C1 178.1(3) . . ?
C13 Ir1 P2 101.0(3) . . ?
C1 Ir1 P2 80.3(2) . . ?
C13 Ir1 P1 97.7(3) . . ?
C1 Ir1 P1 81.0(2) . . ?
P2 Ir1 P1 161.20(9) . . ?
C13 Ir1 H1I 88(3) . . ?
C1 Ir1 H1I 91(3) . . ?
P2 Ir1 H1I 93(3) . . ?
P1 Ir1 H1I 85(3) . . ?
C13 Ir1 H1J 96(3) . . ?
C1 Ir1 H1J 85(3) . . ?
P2 Ir1 H1J 91(2) . . ?
P1 Ir1 H1J 89(2) . . ?
H1I Ir1 H1J 173(4) . . ?

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1855313'
_audit_update_record             
;
2018-07-12 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;
_audit_creation_date             2018-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H45 Ir O P2, C2.5 H6'
_chemical_formula_sum            'C27.50 H51 Ir O P2'
_chemical_formula_weight         651.82
_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 0.0033 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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.3793(6)
_cell_length_b                   14.3928(8)
_cell_length_c                   32.473(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.108(4)
_cell_angle_gamma                90
_cell_volume                     5784.7(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.36
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.744
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1158 before and 0.0444 after correction. The Ratio of minimum to maximum transmission is 0.6197. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2648
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            24968
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.417
_diffrn_reflns_theta_min         1.548
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5596
_reflns_number_total             7236
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.006
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         7236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0217
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+12.9473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0376
_refine_ls_wR_factor_ref         0.0420
_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. Others
 Fixed Sof: H28A(0.5) H28B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C28(H28A,H28B), C29(H29A,H29B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C5(H5)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C16(H16A,H16B,H16C), C21(H21A,H21B,H21C), C17(H17A,H17B,
 H17C), C13(H13A,H13B,H13C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C12(H12A,
 H12B,H12C), C19(H19A,H19B,H19C), C25(H25A,H25B,H25C), C15(H15A,H15B,H15C),
 C20(H20A,H20B,H20C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.54590(2) 0.25244(2) 0.14753(2) 0.00967(3) Uani 1 1 d . . . . .
P1 P 0.39365(5) 0.34558(4) 0.15004(2) 0.00937(12) Uani 1 1 d . . . . .
P2 P 0.70694(5) 0.18613(4) 0.12731(2) 0.01150(13) Uani 1 1 d . . . . .
C7 C 0.5085(2) 0.16665(19) 0.18881(9) 0.0184(6) Uani 1 1 d . . . . .
C14 C 0.2572(2) 0.28738(17) 0.14771(8) 0.0126(5) Uani 1 1 d . . . . .
C10 C 0.3965(2) 0.43817(17) 0.19107(8) 0.0122(5) Uani 1 1 d . . . . .
C8 C 0.3984(2) 0.40859(17) 0.10104(8) 0.0115(5) Uani 1 1 d . . . . .
H8A H 0.3530 0.3762 0.0801 0.014 Uiso 1 1 calc R . . . .
H8B H 0.3692 0.4721 0.1046 0.014 Uiso 1 1 calc R . . . .
C1 C 0.5891(2) 0.35027(17) 0.10276(8) 0.0109(5) Uani 1 1 d . . . . .
C18 C 0.6908(2) 0.09802(18) 0.08454(8) 0.0153(5) Uani 1 1 d . . . . .
C11 C 0.2932(2) 0.49698(18) 0.19390(9) 0.0170(6) Uani 1 1 d . . . . .
H11A H 0.2735 0.5211 0.1665 0.026 Uiso 1 1 calc GR . . . .
H11B H 0.3061 0.5490 0.2128 0.026 Uiso 1 1 calc GR . . . .
H11C H 0.2343 0.4584 0.2041 0.026 Uiso 1 1 calc GR . . . .
C2 C 0.5135(2) 0.41403(17) 0.08658(8) 0.0112(5) Uani 1 1 d . . . . .
C6 C 0.6940(2) 0.35213(17) 0.08673(8) 0.0123(5) Uani 1 1 d . . . . .
C4 C 0.6450(2) 0.47759(17) 0.04061(8) 0.0146(5) Uani 1 1 d . . . . .
H4 H 0.6640 0.5209 0.0199 0.017 Uiso 1 1 calc R . . . .
C16 C 0.1695(2) 0.35187(18) 0.12978(9) 0.0168(6) Uani 1 1 d . . . . .
H16A H 0.1649 0.4080 0.1467 0.025 Uiso 1 1 calc GR . . . .
H16B H 0.0997 0.3196 0.1296 0.025 Uiso 1 1 calc GR . . . .
H16C H 0.1878 0.3691 0.1016 0.025 Uiso 1 1 calc GR . . . .
C3 C 0.5415(2) 0.47734(17) 0.05630(8) 0.0133(5) Uani 1 1 d . . . . .
H3 H 0.4894 0.5207 0.0463 0.016 Uiso 1 1 calc R . . . .
C9 C 0.7769(2) 0.28498(18) 0.10407(9) 0.0153(6) Uani 1 1 d . . . . .
H9A H 0.8227 0.3165 0.1251 0.018 Uiso 1 1 calc R . . . .
H9B H 0.8240 0.2628 0.0818 0.018 Uiso 1 1 calc R . . . .
C21 C 0.7969(2) 0.05093(19) 0.07195(9) 0.0210(6) Uani 1 1 d . . . . .
H21A H 0.8506 0.0986 0.0656 0.032 Uiso 1 1 calc GR . . . .
H21B H 0.7835 0.0122 0.0475 0.032 Uiso 1 1 calc GR . . . .
H21C H 0.8240 0.0120 0.0946 0.032 Uiso 1 1 calc GR . . . .
C5 C 0.7205(2) 0.41401(18) 0.05551(8) 0.0142(5) Uani 1 1 d . . . . .
H5 H 0.7908 0.4127 0.0443 0.017 Uiso 1 1 calc R . . . .
C17 C 0.2632(2) 0.20247(18) 0.11931(9) 0.0188(6) Uani 1 1 d . . . . .
H17A H 0.2912 0.2214 0.0926 0.028 Uiso 1 1 calc GR . . . .
H17B H 0.1909 0.1759 0.1154 0.028 Uiso 1 1 calc GR . . . .
H17C H 0.3114 0.1559 0.1318 0.028 Uiso 1 1 calc GR . . . .
C13 C 0.4896(2) 0.50363(18) 0.18052(9) 0.0169(6) Uani 1 1 d . . . . .
H13A H 0.5552 0.4672 0.1761 0.025 Uiso 1 1 calc GR . . . .
H13B H 0.5022 0.5472 0.2033 0.025 Uiso 1 1 calc GR . . . .
H13C H 0.4709 0.5384 0.1554 0.025 Uiso 1 1 calc GR . . . .
O1 O 0.48599(17) 0.11605(15) 0.21451(7) 0.0325(5) Uani 1 1 d . . . . .
C23 C 0.8002(3) 0.2085(2) 0.20491(9) 0.0283(7) Uani 1 1 d . . . . .
H23A H 0.8129 0.2723 0.1956 0.042 Uiso 1 1 calc GR . . . .
H23B H 0.8558 0.1911 0.2254 0.042 Uiso 1 1 calc GR . . . .
H23C H 0.7288 0.2046 0.2174 0.042 Uiso 1 1 calc GR . . . .
C24 C 0.9227(2) 0.1402(2) 0.15343(9) 0.0235(6) Uani 1 1 d . . . . .
H24A H 0.9285 0.0978 0.1300 0.035 Uiso 1 1 calc GR . . . .
H24B H 0.9702 0.1189 0.1760 0.035 Uiso 1 1 calc GR . . . .
H24C H 0.9442 0.2029 0.1450 0.035 Uiso 1 1 calc GR . . . .
C12 C 0.4216(2) 0.39407(19) 0.23319(8) 0.0182(6) Uani 1 1 d . . . . .
H12A H 0.3622 0.3527 0.2407 0.027 Uiso 1 1 calc GR . . . .
H12B H 0.4297 0.4430 0.2540 0.027 Uiso 1 1 calc GR . . . .
H12C H 0.4888 0.3583 0.2318 0.027 Uiso 1 1 calc GR . . . .
C19 C 0.6448(2) 0.14919(19) 0.04636(8) 0.0204(6) Uani 1 1 d . . . . .
H19A H 0.5794 0.1831 0.0538 0.031 Uiso 1 1 calc GR . . . .
H19B H 0.6270 0.1039 0.0247 0.031 Uiso 1 1 calc GR . . . .
H19C H 0.6988 0.1930 0.0363 0.031 Uiso 1 1 calc GR . . . .
C22 C 0.8048(2) 0.14211(19) 0.16801(8) 0.0177(6) Uani 1 1 d . . . . .
C25 C 0.7723(2) 0.0453(2) 0.18300(10) 0.0253(7) Uani 1 1 d . . . . .
H25A H 0.6963 0.0459 0.1908 0.038 Uiso 1 1 calc GR . . . .
H25B H 0.8175 0.0279 0.2069 0.038 Uiso 1 1 calc GR . . . .
H25C H 0.7824 0.0000 0.1608 0.038 Uiso 1 1 calc GR . . . .
C15 C 0.2250(2) 0.2531(2) 0.19036(8) 0.0211(6) Uani 1 1 d . . . . .
H15A H 0.2840 0.2163 0.2025 0.032 Uiso 1 1 calc GR . . . .
H15B H 0.1599 0.2146 0.1878 0.032 Uiso 1 1 calc GR . . . .
H15C H 0.2104 0.3066 0.2081 0.032 Uiso 1 1 calc GR . . . .
C20 C 0.6089(2) 0.02358(18) 0.09681(9) 0.0198(6) Uani 1 1 d . . . . .
H20A H 0.6355 -0.0090 0.1215 0.030 Uiso 1 1 calc GR . . . .
H20B H 0.5992 -0.0209 0.0742 0.030 Uiso 1 1 calc GR . . . .
H20C H 0.5395 0.0531 0.1026 0.030 Uiso 1 1 calc GR . . . .
C28 C 0.2500 0.2616(3) 0.0000 0.0267(10) Uani 1 2 d S T P . .
H28A H 0.2635 0.3022 0.0242 0.032 Uiso 0.5 1 calc R . . . .
H28B H 0.2365 0.3022 -0.0242 0.032 Uiso 0.5 1 calc R . . . .
C30 C 0.0512(3) 0.2625(2) 0.01853(10) 0.0346(8) Uani 1 1 d . . . . .
H30A H 0.0331 0.3042 -0.0044 0.052 Uiso 1 1 calc GR . . . .
H30B H 0.0683 0.2992 0.0432 0.052 Uiso 1 1 calc GR . . . .
H30C H -0.0104 0.2218 0.0239 0.052 Uiso 1 1 calc GR . . . .
C29 C 0.1490(3) 0.2035(2) 0.00749(11) 0.0323(8) Uani 1 1 d . . . . .
H29A H 0.1314 0.1671 -0.0176 0.039 Uiso 1 1 calc R . . . .
H29B H 0.1643 0.1591 0.0301 0.039 Uiso 1 1 calc R . . . .
H H 0.609(2) 0.312(2) 0.1804(10) 0.032(9) Uiso 1 1 d . . . . .
HA H 0.488(3) 0.201(2) 0.1088(11) 0.047(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 P1 2.3156(6) . ?
Ir1 P2 2.3166(7) . ?
Ir1 C7 1.887(3) . ?
Ir1 C1 2.100(2) . ?
P1 C14 1.885(3) . ?
P1 C10 1.884(3) . ?
P1 C8 1.833(3) . ?
P2 C18 1.889(3) . ?
P2 C9 1.836(3) . ?
P2 C22 1.885(3) . ?
C7 O1 1.146(3) . ?
C14 C16 1.535(3) . ?
C14 C17 1.534(4) . ?
C14 C15 1.530(4) . ?
C10 C11 1.537(3) . ?
C10 C13 1.533(3) . ?
C10 C12 1.534(4) . ?
C8 C2 1.512(3) . ?
C1 C2 1.405(3) . ?
C1 C6 1.410(3) . ?
C18 C21 1.540(4) . ?
C18 C19 1.541(4) . ?
C18 C20 1.533(4) . ?
C2 C3 1.389(3) . ?
C6 C9 1.510(3) . ?
C6 C5 1.393(4) . ?
C4 C3 1.388(4) . ?
C4 C5 1.388(4) . ?
C23 C22 1.535(4) . ?
C24 C22 1.543(4) . ?
C22 C25 1.533(4) . ?
C28 C29 1.528(4) . ?
C28 C29 1.528(4) 2 ?
C30 C29 1.526(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Ir1 P2 162.55(2) . . ?
C7 Ir1 P1 98.21(8) . . ?
C7 Ir1 P2 98.97(8) . . ?
C7 Ir1 C1 178.51(11) . . ?
C1 Ir1 P1 81.62(7) . . ?
C1 Ir1 P2 81.27(7) . . ?
C14 P1 Ir1 118.06(8) . . ?
C10 P1 Ir1 115.49(8) . . ?
C10 P1 C14 110.30(12) . . ?
C8 P1 Ir1 102.48(8) . . ?
C8 P1 C14 103.21(11) . . ?
C8 P1 C10 105.27(12) . . ?
C18 P2 Ir1 113.92(9) . . ?
C9 P2 Ir1 102.28(8) . . ?
C9 P2 C18 105.19(13) . . ?
C9 P2 C22 104.30(12) . . ?
C22 P2 Ir1 118.99(9) . . ?
C22 P2 C18 110.33(12) . . ?
O1 C7 Ir1 178.5(3) . . ?
C16 C14 P1 111.92(17) . . ?
C17 C14 P1 108.93(18) . . ?
C17 C14 C16 107.2(2) . . ?
C15 C14 P1 110.84(17) . . ?
C15 C14 C16 110.1(2) . . ?
C15 C14 C17 107.7(2) . . ?
C11 C10 P1 115.31(18) . . ?
C13 C10 P1 106.29(17) . . ?
C13 C10 C11 107.7(2) . . ?
C13 C10 C12 108.3(2) . . ?
C12 C10 P1 109.78(17) . . ?
C12 C10 C11 109.2(2) . . ?
C2 C8 P1 109.96(17) . . ?
C2 C1 Ir1 121.37(18) . . ?
C2 C1 C6 117.5(2) . . ?
C6 C1 Ir1 121.13(18) . . ?
C21 C18 P2 114.32(19) . . ?
C21 C18 C19 107.5(2) . . ?
C19 C18 P2 107.64(18) . . ?
C20 C18 P2 109.83(19) . . ?
C20 C18 C21 109.5(2) . . ?
C20 C18 C19 107.9(2) . . ?
C1 C2 C8 118.3(2) . . ?
C3 C2 C8 120.2(2) . . ?
C3 C2 C1 121.4(2) . . ?
C1 C6 C9 118.3(2) . . ?
C5 C6 C1 120.8(2) . . ?
C5 C6 C9 120.9(2) . . ?
C3 C4 C5 119.4(2) . . ?
C4 C3 C2 120.4(2) . . ?
C6 C9 P2 109.08(18) . . ?
C4 C5 C6 120.6(2) . . ?
C23 C22 P2 107.75(18) . . ?
C23 C22 C24 107.5(2) . . ?
C24 C22 P2 112.93(19) . . ?
C25 C22 P2 111.06(19) . . ?
C25 C22 C23 107.7(3) . . ?
C25 C22 C24 109.7(2) . . ?
C29 C28 C29 113.6(4) . 2 ?
C30 C29 C28 112.8(3) . . ?

_olex2_exptl_crystal_mounting_method loop
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_iprpcpirco_0m
_database_code_depnum_ccdc_archive 'CCDC 1855312'
_audit_update_record             
;
2018-07-12 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;
_audit_creation_date             2017-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C21 H35 Ir O P2)'
_chemical_formula_sum            'C42 H70 Ir2 O2 P4'
_chemical_formula_weight         1115.26
_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 0.0033 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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2062(7)
_cell_length_b                   14.0106(8)
_cell_length_c                   28.6995(18)
_cell_angle_alpha                90
_cell_angle_beta                 98.215(3)
_cell_angle_gamma                90
_cell_volume                     4459.7(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9843
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.311
_cell_measurement_theta_min      2.525
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.138
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            79985
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.356
_diffrn_reflns_theta_min         1.434
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8585
_reflns_number_total             11064
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         2.739
_refine_diff_density_min         -1.972
_refine_diff_density_rms         0.173
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         11064
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0751
_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:
 C40(H40), C37(H37), C33(H33), C30(H30), C13(H13), C16(H16), C10(H10), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C35(H35A,H35B), C8(H8A,H8B), C8BA(H8BA,H8BB)
2.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C23(H23), C25(H25), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C39(H39A,H39B,H39C), C38(H38A,H38B,H38C), C32(H32A,H32B,
 H32C), C31(H31A,H31B,H31C), C18(H18A,H18B,H18C), C11(H11A,H11B,H11C), C17(H17A,
 H17B,H17C), C34(H34A,H34B,H34C), C20(H20A,H20B,H20C), C41(H41A,H41B,H41C),
 C9(H9A,H9B,H9C), C15(H15A,H15B,H15C), C12(H12A,H12B,H12C), C29(H29A,H29B,H29C),
  C14(H14A,H14B,H14C)
;
_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 -0.74500(2) 1.10131(2) 0.36458(2) 0.01202(5) Uani 1 1 d . . . . .
Ir2 Ir -0.25645(2) 1.10951(2) 0.14200(2) 0.01111(5) Uani 1 1 d . . . . .
P3 P -0.42725(10) 1.02208(8) 0.14617(3) 0.0111(2) Uani 1 1 d . . . . .
P4 P -0.07939(10) 1.16485(8) 0.12214(4) 0.0122(2) Uani 1 1 d . . . . .
P1 P -0.91948(10) 1.04382(8) 0.38532(4) 0.0125(2) Uani 1 1 d . . . . .
P2 P -0.57459(10) 1.18893(8) 0.36086(4) 0.0128(2) Uani 1 1 d . . . . .
C21 C -0.2236(4) 0.9974(3) 0.09718(13) 0.0105(8) Uani 1 1 d . . . . .
C28 C -0.0484(4) 1.0902(3) 0.07240(14) 0.0151(9) Uani 1 1 d . . . . .
H28A H -0.0622 1.1276 0.0429 0.018 Uiso 1 1 calc R . . . .
H28B H 0.0369 1.0692 0.0775 0.018 Uiso 1 1 calc R . . . .
C26 C -0.2965(4) 0.9161(3) 0.09197(13) 0.0112(8) Uani 1 1 d . . . . .
C35 C -0.3929(4) 0.9040(3) 0.12347(14) 0.0134(9) Uani 1 1 d . . . . .
H35A H -0.3639 0.8606 0.1499 0.016 Uiso 1 1 calc R . . . .
H35B H -0.4664 0.8759 0.1054 0.016 Uiso 1 1 calc R . . . .
C40 C -0.4844(4) 0.9976(3) 0.20209(13) 0.0156(9) Uani 1 1 d . . . . .
H40 H -0.5175 1.0589 0.2127 0.019 Uiso 1 1 calc R . . . .
C37 C -0.5608(4) 1.0623(3) 0.10640(13) 0.0145(9) Uani 1 1 d . . . . .
H37 H -0.6230 1.0107 0.1043 0.017 Uiso 1 1 calc R . . . .
O2 O -0.3029(3) 1.2764(3) 0.20286(12) 0.0415(10) Uani 1 1 d . . . . .
C24 C -0.1912(4) 0.8544(3) 0.03087(14) 0.0150(9) Uani 1 1 d . . . . .
H24 H -0.1813 0.8069 0.0081 0.018 Uiso 1 1 calc R . . . .
C22 C -0.1304(4) 1.0041(3) 0.06844(13) 0.0113(9) Uani 1 1 d . . . . .
C27 C -0.2861(4) 1.2112(3) 0.17978(15) 0.0195(10) Uani 1 1 d . . . . .
C23 C -0.1161(4) 0.9331(3) 0.03566(13) 0.0134(9) Uani 1 1 d . . . . .
H23 H -0.0541 0.9389 0.0164 0.016 Uiso 1 1 calc R . . . .
C33 C -0.0722(4) 1.2895(3) 0.10120(14) 0.0164(9) Uani 1 1 d . . . . .
H33 H -0.0874 1.3324 0.1276 0.020 Uiso 1 1 calc R . . . .
C36 C -0.5277(4) 1.0793(3) 0.05701(14) 0.0224(10) Uani 1 1 d . . . . .
H36A H -0.4674 1.1303 0.0583 0.034 Uiso 1 1 calc GR . . . .
H36B H -0.6000 1.0980 0.0356 0.034 Uiso 1 1 calc GR . . . .
H36C H -0.4946 1.0205 0.0455 0.034 Uiso 1 1 calc GR . . . .
C39 C -0.5871(4) 0.9252(3) 0.19659(15) 0.0243(11) Uani 1 1 d . . . . .
H39A H -0.6538 0.9491 0.1738 0.036 Uiso 1 1 calc GR . . . .
H39B H -0.6152 0.9155 0.2271 0.036 Uiso 1 1 calc GR . . . .
H39C H -0.5584 0.8644 0.1854 0.036 Uiso 1 1 calc GR . . . .
C38 C -0.6151(4) 1.1538(3) 0.12515(15) 0.0232(11) Uani 1 1 d . . . . .
H38A H -0.6473 1.1391 0.1543 0.035 Uiso 1 1 calc GR . . . .
H38B H -0.6802 1.1777 0.1016 0.035 Uiso 1 1 calc GR . . . .
H38C H -0.5522 1.2026 0.1314 0.035 Uiso 1 1 calc GR . . . .
C32 C 0.0510(4) 1.3166(3) 0.08752(15) 0.0232(10) Uani 1 1 d . . . . .
H32A H 0.1134 1.3090 0.1149 0.035 Uiso 1 1 calc GR . . . .
H32B H 0.0490 1.3832 0.0769 0.035 Uiso 1 1 calc GR . . . .
H32C H 0.0691 1.2749 0.0620 0.035 Uiso 1 1 calc GR . . . .
C25 C -0.2808(4) 0.8446(3) 0.05910(13) 0.0136(9) Uani 1 1 d . . . . .
H25 H -0.3314 0.7898 0.0562 0.016 Uiso 1 1 calc R . . . .
C30 C 0.0541(4) 1.1529(3) 0.16741(14) 0.0173(10) Uani 1 1 d . . . . .
H30 H 0.1270 1.1730 0.1535 0.021 Uiso 1 1 calc R . . . .
C31 C 0.0417(4) 1.2176(3) 0.20916(15) 0.0275(12) Uani 1 1 d . . . . .
H31A H 0.0376 1.2843 0.1988 0.041 Uiso 1 1 calc GR . . . .
H31B H 0.1115 1.2089 0.2335 0.041 Uiso 1 1 calc GR . . . .
H31C H -0.0321 1.2012 0.2220 0.041 Uiso 1 1 calc GR . . . .
C1 C -0.7810(4) 1.2134(3) 0.40847(13) 0.0116(9) Uani 1 1 d . . . . .
C8 C -0.9565(4) 1.1219(3) 0.43293(15) 0.0184(10) Uani 1 1 d . . . . .
H8A H -1.0419 1.1422 0.4262 0.022 Uiso 1 1 calc R . . . .
H8B H -0.9452 1.0867 0.4631 0.022 Uiso 1 1 calc R . . . .
C2 C -0.8749(4) 1.2088(3) 0.43659(13) 0.0115(9) Uani 1 1 d . . . . .
C3 C -0.8918(4) 1.2805(3) 0.46825(13) 0.0150(9) Uani 1 1 d . . . . .
H3 H -0.9554 1.2755 0.4867 0.018 Uiso 1 1 calc R . . . .
C13 C -1.0533(4) 1.0449(3) 0.34008(14) 0.0192(10) Uani 1 1 d . . . . .
H13 H -1.1239 1.0209 0.3544 0.023 Uiso 1 1 calc R . . . .
C6 C -0.7082(4) 1.2972(3) 0.41326(13) 0.0125(9) Uani 1 1 d . . . . .
C4 C -0.8160(4) 1.3602(3) 0.47325(13) 0.0152(9) Uani 1 1 d . . . . .
H4 H -0.8267 1.4085 0.4955 0.018 Uiso 1 1 calc R . . . .
C8BA C -0.6106(4) 1.3074(3) 0.38235(14) 0.0156(9) Uani 1 1 d . . . . .
H8BA H -0.5378 1.3362 0.4006 0.019 Uiso 1 1 calc R . . . .
H8BB H -0.6386 1.3498 0.3554 0.019 Uiso 1 1 calc R . . . .
C16 C -0.4416(4) 1.1490(3) 0.40165(14) 0.0163(9) Uani 1 1 d . . . . .
H16 H -0.3812 1.2020 0.4046 0.020 Uiso 1 1 calc R . . . .
C5 C -0.7252(4) 1.3678(3) 0.44544(14) 0.0154(9) Uani 1 1 d . . . . .
H5 H -0.6739 1.4221 0.4485 0.018 Uiso 1 1 calc R . . . .
C10 C -0.9142(4) 0.9218(3) 0.40969(15) 0.0199(10) Uani 1 1 d . . . . .
H10 H -0.8896 0.8784 0.3851 0.024 Uiso 1 1 calc R . . . .
C7 C -0.7122(4) 0.9994(3) 0.32695(14) 0.0186(10) Uani 1 1 d . . . . .
C19 C -0.5152(4) 1.2122(3) 0.30523(14) 0.0175(10) Uani 1 1 d . . . . .
H19 H -0.4832 1.1502 0.2950 0.021 Uiso 1 1 calc R . . . .
C18 C -0.4101(4) 1.2828(3) 0.31095(15) 0.0244(11) Uani 1 1 d . . . . .
H18A H -0.4378 1.3447 0.3211 0.037 Uiso 1 1 calc GR . . . .
H18B H -0.3798 1.2903 0.2808 0.037 Uiso 1 1 calc GR . . . .
H18C H -0.3454 1.2587 0.3346 0.037 Uiso 1 1 calc GR . . . .
C11 C -1.0362(4) 0.8850(3) 0.42134(16) 0.0258(11) Uani 1 1 d . . . . .
H11A H -1.0687 0.9306 0.4422 0.039 Uiso 1 1 calc GR . . . .
H11B H -1.0247 0.8229 0.4370 0.039 Uiso 1 1 calc GR . . . .
H11C H -1.0928 0.8783 0.3922 0.039 Uiso 1 1 calc GR . . . .
O1 O -0.6945(3) 0.9341(2) 0.30422(11) 0.0367(9) Uani 1 1 d . . . . .
C17 C -0.4761(4) 1.1303(3) 0.45069(14) 0.0251(11) Uani 1 1 d . . . . .
H17A H -0.5145 1.1873 0.4616 0.038 Uiso 1 1 calc GR . . . .
H17B H -0.4035 1.1151 0.4727 0.038 Uiso 1 1 calc GR . . . .
H17C H -0.5324 1.0765 0.4491 0.038 Uiso 1 1 calc GR . . . .
C34 C -0.1728(4) 1.3069(3) 0.06016(15) 0.0244(11) Uani 1 1 d . . . . .
H34A H -0.1563 1.2702 0.0327 0.037 Uiso 1 1 calc GR . . . .
H34B H -0.1765 1.3750 0.0524 0.037 Uiso 1 1 calc GR . . . .
H34C H -0.2500 1.2865 0.0691 0.037 Uiso 1 1 calc GR . . . .
C20 C -0.6147(4) 1.2432(4) 0.26660(14) 0.0296(12) Uani 1 1 d . . . . .
H20A H -0.6783 1.1946 0.2626 0.044 Uiso 1 1 calc GR . . . .
H20B H -0.5814 1.2507 0.2370 0.044 Uiso 1 1 calc GR . . . .
H20C H -0.6484 1.3041 0.2753 0.044 Uiso 1 1 calc GR . . . .
C41 C -0.3818(4) 0.9671(4) 0.24038(14) 0.0295(12) Uani 1 1 d . . . . .
H41A H -0.3480 0.9063 0.2315 0.044 Uiso 1 1 calc GR . . . .
H41B H -0.4131 0.9594 0.2703 0.044 Uiso 1 1 calc GR . . . .
H41C H -0.3187 1.0160 0.2438 0.044 Uiso 1 1 calc GR . . . .
C9 C -0.8180(4) 0.9142(4) 0.45236(17) 0.0340(13) Uani 1 1 d . . . . .
H9A H -0.7427 0.9423 0.4450 0.051 Uiso 1 1 calc GR . . . .
H9B H -0.8046 0.8469 0.4608 0.051 Uiso 1 1 calc GR . . . .
H9C H -0.8444 0.9486 0.4788 0.051 Uiso 1 1 calc GR . . . .
C15 C -0.3828(4) 1.0619(3) 0.38299(16) 0.0266(11) Uani 1 1 d . . . . .
H15A H -0.4419 1.0100 0.3776 0.040 Uiso 1 1 calc GR . . . .
H15B H -0.3145 1.0414 0.4060 0.040 Uiso 1 1 calc GR . . . .
H15C H -0.3541 1.0781 0.3533 0.040 Uiso 1 1 calc GR . . . .
C12 C -1.0336(5) 0.9794(4) 0.29963(15) 0.0349(13) Uani 1 1 d . . . . .
H12A H -0.9602 0.9986 0.2872 0.052 Uiso 1 1 calc GR . . . .
H12B H -1.1028 0.9839 0.2747 0.052 Uiso 1 1 calc GR . . . .
H12C H -1.0250 0.9134 0.3110 0.052 Uiso 1 1 calc GR . . . .
C29 C 0.0694(5) 1.0482(4) 0.18268(16) 0.0311(12) Uani 1 1 d . . . . .
H29A H -0.0020 1.0272 0.1960 0.047 Uiso 1 1 calc GR . . . .
H29B H 0.1410 1.0418 0.2065 0.047 Uiso 1 1 calc GR . . . .
H29C H 0.0791 1.0086 0.1553 0.047 Uiso 1 1 calc GR . . . .
C14 C -1.0793(5) 1.1483(4) 0.32298(18) 0.0389(14) Uani 1 1 d . . . . .
H14A H -1.0991 1.1873 0.3492 0.058 Uiso 1 1 calc GR . . . .
H14B H -1.1474 1.1486 0.2974 0.058 Uiso 1 1 calc GR . . . .
H14C H -1.0079 1.1746 0.3115 0.058 Uiso 1 1 calc GR . . . .


_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 P1 2.2712(11) . ?
Ir1 P2 2.2855(11) . ?
Ir1 C1 2.089(4) . ?
Ir1 C7 1.859(4) . ?
Ir2 P3 2.2899(11) . ?
Ir2 P4 2.2774(11) . ?
Ir2 C21 2.096(4) . ?
Ir2 C27 1.849(4) . ?
P3 C35 1.839(4) . ?
P3 C40 1.843(4) . ?
P3 C37 1.837(4) . ?
P4 C28 1.843(4) . ?
P4 C33 1.852(4) . ?
P4 C30 1.844(4) . ?
P1 C8 1.843(4) . ?
P1 C13 1.838(4) . ?
P1 C10 1.845(4) . ?
P2 C8BA 1.836(4) . ?
P2 C16 1.846(4) . ?
P2 C19 1.844(4) . ?
C21 C26 1.398(5) . ?
C21 C22 1.423(5) . ?
C28 C22 1.511(5) . ?
C26 C35 1.514(5) . ?
C26 C25 1.404(5) . ?
C40 C39 1.526(6) . ?
C40 C41 1.533(6) . ?
C37 C36 1.534(5) . ?
C37 C38 1.548(6) . ?
O2 C27 1.159(5) . ?
C24 C23 1.382(6) . ?
C24 C25 1.384(6) . ?
C22 C23 1.394(5) . ?
C33 C32 1.536(6) . ?
C33 C34 1.529(6) . ?
C30 C31 1.525(6) . ?
C30 C29 1.534(6) . ?
C1 C2 1.416(5) . ?
C1 C6 1.425(5) . ?
C8 C2 1.518(5) . ?
C2 C3 1.385(5) . ?
C3 C4 1.397(6) . ?
C13 C12 1.520(6) . ?
C13 C14 1.544(7) . ?
C6 C8BA 1.510(5) . ?
C6 C5 1.384(5) . ?
C4 C5 1.385(6) . ?
C16 C17 1.535(5) . ?
C16 C15 1.520(6) . ?
C10 C11 1.542(6) . ?
C10 C9 1.515(6) . ?
C7 O1 1.157(5) . ?
C19 C18 1.529(6) . ?
C19 C20 1.519(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
P1 Ir1 P2 163.55(4) . . ?
C1 Ir1 P1 82.01(12) . . ?
C1 Ir1 P2 81.88(12) . . ?
C7 Ir1 P1 97.41(13) . . ?
C7 Ir1 P2 98.60(13) . . ?
C7 Ir1 C1 178.45(17) . . ?
P4 Ir2 P3 163.72(4) . . ?
C21 Ir2 P3 81.54(11) . . ?
C21 Ir2 P4 82.28(11) . . ?
C27 Ir2 P3 99.22(14) . . ?
C27 Ir2 P4 96.90(14) . . ?
C27 Ir2 C21 178.03(16) . . ?
C35 P3 Ir2 104.12(14) . . ?
C35 P3 C40 104.90(19) . . ?
C40 P3 Ir2 122.83(14) . . ?
C37 P3 Ir2 114.60(14) . . ?
C37 P3 C35 104.43(19) . . ?
C37 P3 C40 104.16(19) . . ?
C28 P4 Ir2 105.55(14) . . ?
C28 P4 C33 105.20(18) . . ?
C28 P4 C30 105.7(2) . . ?
C33 P4 Ir2 118.82(14) . . ?
C30 P4 Ir2 116.17(14) . . ?
C30 P4 C33 104.2(2) . . ?
C8 P1 Ir1 106.09(14) . . ?
C8 P1 C10 105.5(2) . . ?
C13 P1 Ir1 117.25(14) . . ?
C13 P1 C8 105.8(2) . . ?
C13 P1 C10 104.7(2) . . ?
C10 P1 Ir1 116.46(15) . . ?
C8BA P2 Ir1 104.16(14) . . ?
C8BA P2 C16 104.94(19) . . ?
C8BA P2 C19 104.78(19) . . ?
C16 P2 Ir1 114.32(14) . . ?
C19 P2 Ir1 122.85(14) . . ?
C19 P2 C16 104.12(19) . . ?
C26 C21 Ir2 121.7(3) . . ?
C26 C21 C22 117.2(4) . . ?
C22 C21 Ir2 120.9(3) . . ?
C22 C28 P4 109.3(3) . . ?
C21 C26 C35 118.9(3) . . ?
C21 C26 C25 121.8(4) . . ?
C25 C26 C35 119.3(4) . . ?
C26 C35 P3 108.3(3) . . ?
C39 C40 P3 112.6(3) . . ?
C39 C40 C41 111.5(4) . . ?
C41 C40 P3 111.0(3) . . ?
C36 C37 P3 109.8(3) . . ?
C36 C37 C38 110.6(3) . . ?
C38 C37 P3 111.3(3) . . ?
C23 C24 C25 120.3(4) . . ?
C21 C22 C28 119.9(3) . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 C28 119.5(4) . . ?
O2 C27 Ir2 178.3(4) . . ?
C24 C23 C22 120.6(4) . . ?
C32 C33 P4 113.5(3) . . ?
C34 C33 P4 109.8(3) . . ?
C34 C33 C32 110.7(4) . . ?
C24 C25 C26 119.5(4) . . ?
C31 C30 P4 110.1(3) . . ?
C31 C30 C29 111.3(4) . . ?
C29 C30 P4 109.6(3) . . ?
C2 C1 Ir1 122.2(3) . . ?
C2 C1 C6 116.3(3) . . ?
C6 C1 Ir1 121.4(3) . . ?
C2 C8 P1 109.3(3) . . ?
C1 C2 C8 119.1(3) . . ?
C3 C2 C1 121.5(4) . . ?
C3 C2 C8 119.3(4) . . ?
C2 C3 C4 120.6(4) . . ?
C12 C13 P1 110.0(3) . . ?
C12 C13 C14 111.4(4) . . ?
C14 C13 P1 109.3(3) . . ?
C1 C6 C8BA 118.3(4) . . ?
C5 C6 C1 121.5(4) . . ?
C5 C6 C8BA 120.3(4) . . ?
C5 C4 C3 119.3(4) . . ?
C6 C8BA P2 108.9(3) . . ?
C17 C16 P2 110.3(3) . . ?
C15 C16 P2 111.8(3) . . ?
C15 C16 C17 111.4(4) . . ?
C6 C5 C4 120.7(4) . . ?
C11 C10 P1 114.2(3) . . ?
C9 C10 P1 110.6(3) . . ?
C9 C10 C11 110.6(4) . . ?
O1 C7 Ir1 177.7(4) . . ?
C18 C19 P2 112.9(3) . . ?
C20 C19 P2 111.4(3) . . ?
C20 C19 C18 111.5(4) . . ?

_olex2_exptl_crystal_mounting_method loop
_olex2_submission_special_instructions 'No special instructions were received'
