# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1546382'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2018-04-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            MK402
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H49 F3 Ir N2 O2 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         732.81

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.6519(6)
_cell_length_b                   15.5746(6)
_cell_length_c                   27.2406(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6216.2(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9810
_cell_measurement_theta_min      2.4242
_cell_measurement_theta_max      33.2088
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear dark blue-violet'
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.144
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2952

_exptl_absorpt_coefficient_mu    4.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'microfucus sealed tube'
_diffrn_source_type              'INCOATEC microfocus sealed tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            270012
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         33.25
_diffrn_reflns_theta_full        33.25
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41

_refine_special_details          
;
;

_reflns_number_total             11918
_reflns_number_gt                10125
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_gt          0.0362
_refine_ls_wR_factor_ref         0.0386
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.048
_refine_ls_number_reflns         11918
_refine_ls_number_parameters     350
_refine_ls_number_restraints     12
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0124P)²+6.9349P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.725
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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'

_computing_data_collection       'Bruker Instrument Service v4.2.3'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.48971(10) 0.65846(10) 0.61474(6) 0.0153(3) Uani d . . . 1.0 . .
H H1 0.5388 0.6206 0.6076 0.018 Uiso calc U . R 1.0 . .
C C2 0.48929(11) 0.70132(11) 0.65708(6) 0.0179(3) Uani d . . . 1.0 . .
H H2 0.5375 0.6967 0.6802 0.021 Uiso calc U . R 1.0 . .
C C3 0.44193(11) 0.87728(10) 0.67768(6) 0.0147(3) Uani d . . . 1.0 . .
C C4 0.50329(12) 0.88071(12) 0.72343(7) 0.0237(3) Uani d . . . 1.0 . .
H H4A 0.5479 0.8339 0.7221 0.036 Uiso calc U . R 1.0 . .
H H4B 0.4657 0.8746 0.753 0.036 Uiso calc U . R 1.0 . .
H H4C 0.5354 0.9359 0.7244 0.036 Uiso calc U . R 1.0 . .
C C5 0.36752(12) 0.94572(10) 0.68160(6) 0.0194(3) Uani d . . . 1.0 . .
H H5A 0.3958 1.0027 0.6831 0.029 Uiso calc U . R 1.0 . .
H H5B 0.3316 0.936 0.7114 0.029 Uiso calc U . R 1.0 . .
H H5C 0.3275 0.9424 0.6528 0.029 Uiso calc U . R 1.0 . .
C C6 0.49979(12) 0.89571(12) 0.63169(6) 0.0224(3) Uani d . . . 1.0 . .
H H6A 0.4618 0.8895 0.6023 0.034 Uiso calc U . R 1.0 . .
H H6B 0.5507 0.855 0.6301 0.034 Uiso calc U . R 1.0 . .
H H6C 0.5237 0.9544 0.6334 0.034 Uiso calc U . R 1.0 . .
C C7 0.33682(11) 0.71786(10) 0.72287(6) 0.0162(3) Uani d . . . 1.0 . .
C C8 0.28689(14) 0.63832(11) 0.70323(6) 0.0247(4) Uani d . . . 1.0 . .
H H8A 0.238 0.6563 0.681 0.037 Uiso calc U . R 1.0 . .
H H8B 0.2607 0.6061 0.7307 0.037 Uiso calc U . R 1.0 . .
H H8C 0.3301 0.6017 0.6854 0.037 Uiso calc U . R 1.0 . .
C C9 0.40788(14) 0.68800(13) 0.76064(7) 0.0282(4) Uani d . . . 1.0 . .
H H9A 0.4477 0.6448 0.7457 0.042 Uiso calc U . R 1.0 . .
H H9B 0.3767 0.663 0.7891 0.042 Uiso calc U . R 1.0 . .
H H9C 0.4446 0.7372 0.7713 0.042 Uiso calc U . R 1.0 . .
C C10 0.26932(13) 0.77860(11) 0.74794(6) 0.0218(3) Uani d . . . 1.0 . .
H H10A 0.2258 0.8004 0.7236 0.033 Uiso calc U . R 1.0 . .
H H10B 0.3026 0.8268 0.7626 0.033 Uiso calc U . R 1.0 . .
H H10C 0.2363 0.7475 0.7737 0.033 Uiso calc U . R 1.0 . .
C C11 0.42881(10) 0.61780(9) 0.53804(5) 0.0124(3) Uani d . . . 1.0 . .
H H11 0.4811 0.5823 0.5347 0.015 Uiso calc U . R 1.0 . .
C C12 0.36654(10) 0.61847(9) 0.50229(5) 0.0122(3) Uani d . . . 1.0 . .
H H12 0.373 0.586 0.473 0.015 Uiso calc U . R 1.0 . .
C C13 0.17314(10) 0.60660(9) 0.51434(6) 0.0126(3) Uani d . . . 1.0 . .
C C14 0.18511(13) 0.55389(12) 0.56161(7) 0.0250(4) Uani d . . . 1.0 . .
H H14A 0.1374 0.5099 0.5634 0.037 Uiso calc U . R 1.0 . .
H H14B 0.1803 0.5919 0.5901 0.037 Uiso calc U . R 1.0 . .
H H14C 0.2452 0.5262 0.5614 0.037 Uiso calc U . R 1.0 . .
C C15 0.08025(11) 0.65061(11) 0.51533(7) 0.0216(3) Uani d . . . 1.0 . .
H H15A 0.0709 0.6819 0.4845 0.032 Uiso calc U . R 1.0 . .
H H15B 0.0779 0.6909 0.543 0.032 Uiso calc U . R 1.0 . .
H H15C 0.0322 0.6073 0.5191 0.032 Uiso calc U . R 1.0 . .
C C16 0.17621(11) 0.54539(10) 0.47036(6) 0.0195(3) Uani d . . . 1.0 . .
H H16A 0.1646 0.5777 0.4401 0.029 Uiso calc U . R 1.0 . .
H H16B 0.1295 0.5009 0.4743 0.029 Uiso calc U . R 1.0 . .
H H16C 0.2366 0.5184 0.4685 0.029 Uiso calc U . R 1.0 . .
C C17 0.26695(10) 0.76283(9) 0.46151(5) 0.0111(2) Uani d . . . 1.0 . .
C C18 0.36231(11) 0.80362(11) 0.46038(6) 0.0186(3) Uani d . . . 1.0 . .
H H18A 0.4076 0.7598 0.4518 0.028 Uiso calc U . R 1.0 . .
H H18B 0.3766 0.8275 0.4928 0.028 Uiso calc U . R 1.0 . .
H H18C 0.3636 0.8496 0.4358 0.028 Uiso calc U . R 1.0 . .
C C19 0.24861(15) 0.72025(12) 0.41191(6) 0.0240(3) Uani d . . . 1.0 . .
H H19A 0.2576 0.7623 0.3856 0.036 Uiso calc U . R 1.0 . .
H H19B 0.1857 0.6991 0.411 0.036 Uiso calc U . R 1.0 . .
H H19C 0.2908 0.6721 0.4073 0.036 Uiso calc U . R 1.0 . .
C C20 0.19714(11) 0.83376(10) 0.47090(6) 0.0177(3) Uani d . . . 1.0 . .
H H20A 0.1992 0.8754 0.444 0.027 Uiso calc U . R 1.0 . .
H H20B 0.2115 0.8627 0.5019 0.027 Uiso calc U . R 1.0 . .
H H20C 0.1359 0.8086 0.4729 0.027 Uiso calc U . R 1.0 . .
C C21 0.12408(10) 0.84201(9) 0.61894(5) 0.0125(3) Uani d . . . 1.0 . .
F F3 0.24078(8) 0.51805(8) 0.29634(4) 0.0315(3) Uani d . . D 1.0 . .
C C22 0.13657(12) 0.92009(10) 0.65300(6) 0.0183(3) Uani d . . . 1.0 . .
H H22A 0.1704 0.965 0.6356 0.027 Uiso calc U . R 1.0 . .
H H22B 0.1706 0.9027 0.6823 0.027 Uiso calc U . R 1.0 . .
H H22C 0.0766 0.9422 0.6627 0.027 Uiso calc U . R 1.0 . .
C C23 0.06760(11) 0.77247(10) 0.64520(6) 0.0186(3) Uani d . . . 1.0 . .
H H23A 0.007 0.7953 0.6531 0.028 Uiso calc U . R 1.0 . .
H H23B 0.0986 0.7554 0.6755 0.028 Uiso calc U . R 1.0 . .
H H23C 0.0612 0.7224 0.6237 0.028 Uiso calc U . R 1.0 . .
C C24 0.07248(11) 0.87416(10) 0.57339(6) 0.0163(3) Uani d . . . 1.0 . .
H H24A 0.1088 0.9184 0.5568 0.024 Uiso calc U . R 1.0 . .
H H24B 0.0137 0.8985 0.5834 0.024 Uiso calc U . R 1.0 . .
H H24C 0.0621 0.8261 0.5509 0.024 Uiso calc U . R 1.0 . .
C C25 0.35825(10) 0.53184(10) 0.35884(6) 0.0144(3) Uani d . . . 1.0 . .
N N1 0.41905(8) 0.66820(8) 0.58049(4) 0.0116(2) Uani d . . . 1.0 . .
N N2 0.21083(9) 0.80481(8) 0.60555(5) 0.0123(2) Uani d . . . 1.0 . .
O O1 0.37625(8) 0.50651(7) 0.40095(4) 0.0173(2) Uani d . . . 1.0 . .
O O2 0.39052(10) 0.59010(9) 0.33383(5) 0.0294(3) Uani d . . . 1.0 . .
P P1 0.39182(3) 0.76800(2) 0.66735(2) 0.01183(7) Uani d . . . 1.0 . .
P P2 0.26984(2) 0.68565(2) 0.51416(2) 0.00873(6) Uani d . . . 1.0 . .
Ir Ir1 0.31216(2) 0.74316(2) 0.59216(2) 0.00842(10) Uani d . . . 1.0 . .
C C26A 0.2799(2) 0.48015(18) 0.33446(9) 0.0194(5) Uani d . P D 0.878(2) A 1
F F1A 0.21045(10) 0.46062(12) 0.36503(5) 0.0403(4) Uani d . P D 0.878(2) A 1
F F2A 0.31008(12) 0.40297(9) 0.31883(7) 0.0446(5) Uani d . P D 0.878(2) A 1
C C26B 0.2894(15) 0.4727(15) 0.3265(9) 0.0194(5) Uani d . P D 0.122(2) A 2
F F1B 0.2507(8) 0.4184(8) 0.3511(4) 0.0403(4) Uani d . P D 0.122(2) A 2
F F2B 0.3489(8) 0.4352(7) 0.2947(4) 0.0446(5) Uani d . P D 0.122(2) A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.332(2) ?
C1 N1 . 1.4020(19) ?
C1 H1 . 0.95 ?
C2 P1 . 1.7879(16) ?
C2 H2 . 0.95 ?
C3 C5 . 1.528(2) ?
C3 C4 . 1.538(2) ?
C3 C6 . 1.540(2) ?
C3 P1 . 1.8748(16) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C10 . 1.530(2) ?
C7 C8 . 1.535(2) ?
C7 C9 . 1.536(2) ?
C7 P1 . 1.8832(16) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.335(2) ?
C11 N1 . 1.4048(18) ?
C11 H11 . 0.95 ?
C12 P2 . 1.7907(15) ?
C12 H12 . 0.95 ?
C13 C15 . 1.524(2) ?
C13 C16 . 1.532(2) ?
C13 C14 . 1.537(2) ?
C13 P2 . 1.8770(15) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C20 . 1.527(2) ?
C17 C19 . 1.529(2) ?
C17 C18 . 1.535(2) ?
C17 P2 . 1.8718(14) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 N2 . 1.4437(18) ?
C21 C24 . 1.537(2) ?
C21 C23 . 1.539(2) ?
C21 C22 . 1.541(2) ?
F3 C26B . 1.296(17) ?
F3 C26A . 1.325(3) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 O2 . 1.229(2) ?
C25 O1 . 1.2412(19) ?
C25 C26A . 1.552(4) ?
C25 C26B . 1.63(4) ?
N1 Ir1 . 1.9792(12) ?
N2 Ir1 . 1.8053(12) ?
P1 Ir1 . 2.3890(4) ?
P2 Ir1 . 2.3879(4) ?
C26A F1A . 1.349(3) ?
C26A F2A . 1.350(3) ?
C26B F1B . 1.218(16) ?
C26B F2B . 1.361(16) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 N1 . . 121.23(14) ?
C2 C1 H1 . . 119.4 ?
N1 C1 H1 . . 119.4 ?
C1 C2 P1 . . 115.48(12) ?
C1 C2 H2 . . 122.3 ?
P1 C2 H2 . . 122.3 ?
C5 C3 C4 . . 109.65(13) ?
C5 C3 C6 . . 108.63(13) ?
C4 C3 C6 . . 109.33(14) ?
C5 C3 P1 . . 111.36(11) ?
C4 C3 P1 . . 112.47(11) ?
C6 C3 P1 . . 105.23(11) ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C3 C5 H5A . . 109.5 ?
C3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C6 H6A . . 109.5 ?
C3 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C3 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C10 C7 C8 . . 110.27(15) ?
C10 C7 C9 . . 109.06(14) ?
C8 C7 C9 . . 108.20(14) ?
C10 C7 P1 . . 112.26(11) ?
C8 C7 P1 . . 105.00(11) ?
C9 C7 P1 . . 111.93(12) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C7 C10 H10A . . 109.5 ?
C7 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C7 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C11 N1 . . 121.78(13) ?
C12 C11 H11 . . 119.1 ?
N1 C11 H11 . . 119.1 ?
C11 C12 P2 . . 114.45(11) ?
C11 C12 H12 . . 122.8 ?
P2 C12 H12 . . 122.8 ?
C15 C13 C16 . . 108.66(13) ?
C15 C13 C14 . . 109.10(14) ?
C16 C13 C14 . . 108.63(13) ?
C15 C13 P2 . . 112.28(10) ?
C16 C13 P2 . . 112.58(10) ?
C14 C13 P2 . . 105.46(11) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C20 C17 C19 . . 110.13(13) ?
C20 C17 C18 . . 108.27(12) ?
C19 C17 C18 . . 108.77(13) ?
C20 C17 P2 . . 110.56(10) ?
C19 C17 P2 . . 113.74(10) ?
C18 C17 P2 . . 105.10(10) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 C24 . . 111.10(12) ?
N2 C21 C23 . . 107.96(12) ?
C24 C21 C23 . . 109.88(13) ?
N2 C21 C22 . . 111.36(12) ?
C24 C21 C22 . . 106.71(12) ?
C23 C21 C22 . . 109.84(13) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
O2 C25 O1 . . 131.68(16) ?
O2 C25 C26A . . 115.49(16) ?
O1 C25 C26A . . 112.82(15) ?
O2 C25 C26B . . 110.9(4) ?
O1 C25 C26B . . 116.9(4) ?
C1 N1 C11 . . 114.34(12) ?
C1 N1 Ir1 . . 122.76(10) ?
C11 N1 Ir1 . . 122.85(10) ?
C21 N2 Ir1 . . 171.31(11) ?
C2 P1 C3 . . 103.77(8) ?
C2 P1 C7 . . 103.10(8) ?
C3 P1 C7 . . 115.06(7) ?
C2 P1 Ir1 . . 99.32(5) ?
C3 P1 Ir1 . . 117.85(5) ?
C7 P1 Ir1 . . 114.35(5) ?
C12 P2 C17 . . 104.76(7) ?
C12 P2 C13 . . 102.38(7) ?
C17 P2 C13 . . 113.97(7) ?
C12 P2 Ir1 . . 100.04(5) ?
C17 P2 Ir1 . . 116.54(5) ?
C13 P2 Ir1 . . 116.08(5) ?
N2 Ir1 N1 . . 175.55(5) ?
N2 Ir1 P2 . . 99.54(4) ?
N1 Ir1 P2 . . 80.86(4) ?
N2 Ir1 P1 . . 98.19(4) ?
N1 Ir1 P1 . . 81.18(4) ?
P2 Ir1 P1 . . 161.909(13) ?
F3 C26A F1A . . 105.0(2) ?
F3 C26A F2A . . 106.9(2) ?
F1A C26A F2A . . 103.9(2) ?
F3 C26A C25 . . 115.1(2) ?
F1A C26A C25 . . 114.3(2) ?
F2A C26A C25 . . 110.8(2) ?
F1B C26B F3 . . 118.(2) ?
F1B C26B F2B . . 110.5(18) ?
F3 C26B F2B . . 100.5(14) ?
F1B C26B C25 . . 112.6(18) ?
F3 C26B C25 . . 112.1(16) ?
F2B C26B C25 . . 101.0(15) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 P1 . . . . 1.9(2) ?
N1 C11 C12 P2 . . . . -1.81(19) ?
C2 C1 N1 C11 . . . . -179.17(15) ?
C2 C1 N1 Ir1 . . . . -1.5(2) ?
C12 C11 N1 C1 . . . . 178.76(14) ?
C12 C11 N1 Ir1 . . . . 1.1(2) ?
C1 C2 P1 C3 . . . . -123.23(14) ?
C1 C2 P1 C7 . . . . 116.46(14) ?
C1 C2 P1 Ir1 . . . . -1.39(15) ?
C5 C3 P1 C2 . . . . 173.71(11) ?
C4 C3 P1 C2 . . . . -62.75(13) ?
C6 C3 P1 C2 . . . . 56.19(12) ?
C5 C3 P1 C7 . . . . -74.44(13) ?
C4 C3 P1 C7 . . . . 49.09(14) ?
C6 C3 P1 C7 . . . . 168.04(11) ?
C5 C3 P1 Ir1 . . . . 65.17(12) ?
C4 C3 P1 Ir1 . . . . -171.30(10) ?
C6 C3 P1 Ir1 . . . . -52.35(12) ?
C10 C7 P1 C2 . . . . 162.54(12) ?
C8 C7 P1 C2 . . . . -77.65(13) ?
C9 C7 P1 C2 . . . . 39.51(14) ?
C10 C7 P1 C3 . . . . 50.29(14) ?
C8 C7 P1 C3 . . . . 170.11(11) ?
C9 C7 P1 C3 . . . . -72.73(14) ?
C10 C7 P1 Ir1 . . . . -90.74(12) ?
C8 C7 P1 Ir1 . . . . 29.08(13) ?
C9 C7 P1 Ir1 . . . . 146.23(11) ?
C11 C12 P2 C17 . . . . 122.60(12) ?
C11 C12 P2 C13 . . . . -118.20(12) ?
C11 C12 P2 Ir1 . . . . 1.54(12) ?
C20 C17 P2 C12 . . . . -170.66(11) ?
C19 C17 P2 C12 . . . . 64.83(13) ?
C18 C17 P2 C12 . . . . -54.03(11) ?
C20 C17 P2 C13 . . . . 78.25(12) ?
C19 C17 P2 C13 . . . . -46.26(14) ?
C18 C17 P2 C13 . . . . -165.13(10) ?
C20 C17 P2 Ir1 . . . . -61.20(11) ?
C19 C17 P2 Ir1 . . . . 174.29(10) ?
C18 C17 P2 Ir1 . . . . 55.42(11) ?
C15 C13 P2 C12 . . . . -170.42(12) ?
C16 C13 P2 C12 . . . . -47.41(12) ?
C14 C13 P2 C12 . . . . 70.88(12) ?
C15 C13 P2 C17 . . . . -57.89(13) ?
C16 C13 P2 C17 . . . . 65.12(12) ?
C14 C13 P2 C17 . . . . -176.59(11) ?
C15 C13 P2 Ir1 . . . . 81.75(12) ?
C16 C13 P2 Ir1 . . . . -155.23(9) ?
C14 C13 P2 Ir1 . . . . -36.94(12) ?
O2 C25 C26A F3 . . . . -17.5(3) ?
O1 C25 C26A F3 . . . . 161.88(16) ?
O2 C25 C26A F1A . . . . -139.05(19) ?
O1 C25 C26A F1A . . . . 40.3(2) ?
O2 C25 C26A F2A . . . . 104.0(2) ?
O1 C25 C26A F2A . . . . -76.7(2) ?
O2 C25 C26B F1B . . . . -174.6(9) ?
O1 C25 C26B F1B . . . . 12.6(12) ?
O2 C25 C26B F3 . . . . -38.7(9) ?
O1 C25 C26B F3 . . . . 148.6(6) ?
O2 C25 C26B F2B . . . . 67.5(9) ?
O1 C25 C26B F2B . . . . -105.2(7) ?

####################################################################### 
# 
# 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_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1546385'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2018-04-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            MK461
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H55 Ir N2 O2 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         741.91

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2846(10)
_cell_length_b                   14.9634(13)
_cell_length_c                   19.8058(17)
_cell_angle_alpha                90
_cell_angle_beta                 92.013(3)
_cell_angle_gamma                90
_cell_volume                     3342.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9832
_cell_measurement_theta_min      2.2614
_cell_measurement_theta_max      26.9722
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.032
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1512

_exptl_absorpt_coefficient_mu    4.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfucus sealed tube'
_diffrn_source_type              'INCOATEC microfocus sealed tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            88414
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_full        28.39
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;
;

_reflns_number_total             8344
_reflns_number_gt                6304
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0712
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.081
_refine_ls_number_reflns         8344
_refine_ls_number_parameters     371
_refine_ls_number_restraints     54
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0090P)²+15.6366P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.247
_refine_diff_density_min         -1.731
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker Instrument Service v4.2.3'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.4367(4) 0.7227(4) 0.2676(3) 0.0262(12) Uani d . . . 1.0 . .
H H1A 0.4028 0.7197 0.2231 0.031 Uiso calc U . R 1.0 . .
C C2 0.3826(4) 0.7732(4) 0.3137(3) 0.0304(12) Uani d . . . 1.0 . .
H H2 0.3096 0.8031 0.3041 0.036 Uiso calc U . R 1.0 . .
C C3 0.5608(6) 0.8735(4) 0.3927(3) 0.0292(16) Uani d . P D 0.816(5) A 1
C C5 0.5182(7) 0.9564(5) 0.3551(4) 0.0429(19) Uani d . P . 0.816(5) A 1
H H5A 0.5854 0.9965 0.3484 0.064 Uiso calc U P R 0.816(5) A 1
H H5B 0.4586 0.9871 0.3814 0.064 Uiso calc U P R 0.816(5) A 1
H H5C 0.483 0.9391 0.311 0.064 Uiso calc U P R 0.816(5) A 1
C C6 0.6513(5) 0.8168(4) 0.3527(3) 0.0261(13) Uani d . P D 0.816(5) A 1
H H6A 0.7338 0.832 0.367 0.031 Uiso calc U P R 0.816(5) A 1
H H6B 0.6409 0.8274 0.3035 0.031 Uiso calc U P R 0.816(5) A 1
C C13 0.9176(5) 0.6733(4) 0.3277(3) 0.0160(12) Uani d . P D 0.816(5) A 1
C C14 0.9023(6) 0.7538(4) 0.2782(3) 0.0220(13) Uani d . P D 0.816(5) A 1
H H14A 0.899 0.7318 0.2316 0.033 Uiso calc U P R 0.816(5) A 1
H H14B 0.9696 0.7947 0.2846 0.033 Uiso calc U P R 0.816(5) A 1
H H14C 0.8285 0.7855 0.2874 0.033 Uiso calc U P R 0.816(5) A 1
C C15 1.0251(5) 0.6214(4) 0.3070(3) 0.0228(13) Uani d . P D 0.816(5) A 1
H H15A 1.0093 0.5945 0.2625 0.034 Uiso calc U P R 0.816(5) A 1
H H15B 1.0426 0.5742 0.3402 0.034 Uiso calc U P R 0.816(5) A 1
H H15C 1.0932 0.6618 0.3049 0.034 Uiso calc U P R 0.816(5) A 1
C C6A 0.576(2) 0.9335(18) 0.3286(11) 0.0220(13) Uani d . P D 0.184(5) A 2
H H6D 0.5133 0.9333 0.2933 0.033 Uiso calc U P R 0.184(5) A 2
H H6E 0.6389 0.8917 0.3163 0.033 Uiso calc U P R 0.184(5) A 2
H H6F 0.6096 0.9938 0.333 0.033 Uiso calc U P R 0.184(5) A 2
C C5A 0.429(2) 0.9764(16) 0.4095(14) 0.0228(13) Uani d . P D 0.184(5) A 2
H H5D 0.3636 0.9699 0.3757 0.034 Uiso calc U P R 0.184(5) A 2
H H5E 0.4641 1.0359 0.4056 0.034 Uiso calc U P R 0.184(5) A 2
H H5F 0.3979 0.969 0.4548 0.034 Uiso calc U P R 0.184(5) A 2
C C3A 0.5240(15) 0.9043(11) 0.3974(8) 0.0160(12) Uani d . P D 0.184(5) A 2
C C15A 0.927(3) 0.712(2) 0.271(2) 0.0429(19) Uani d . P . 0.184(5) A 2
H H15D 0.9888 0.667 0.2649 0.064 Uiso calc U P R 0.184(5) A 2
H H15E 0.9629 0.7717 0.2717 0.064 Uiso calc U P R 0.184(5) A 2
H H15F 0.869 0.7085 0.2326 0.064 Uiso calc U P R 0.184(5) A 2
C C14A 0.752(2) 0.7536(17) 0.3312(15) 0.0261(13) Uani d . P D 0.184(5) A 2
H H14D 0.7268 0.7701 0.2845 0.031 Uiso calc U P R 0.184(5) A 2
H H14E 0.7679 0.8095 0.3566 0.031 Uiso calc U P R 0.184(5) A 2
C C13A 0.8718(19) 0.6971(15) 0.3290(17) 0.0292(16) Uani d . P D 0.184(5) A 2
C C4 0.6151(5) 0.9001(4) 0.4595(3) 0.0391(14) Uani d . . D 1.0 . .
H H4A 0.6519 0.8477 0.4814 0.059 Uiso calc U P R 0.816(5) A 1
H H4B 0.5536 0.9241 0.4881 0.059 Uiso calc U P R 0.816(5) A 1
H H4C 0.6757 0.9459 0.4527 0.059 Uiso calc U P R 0.816(5) A 1
H H4D 0.6946 0.9148 0.4444 0.059 Uiso calc U P R 0.184(5) A 2
H H4E 0.6155 0.8397 0.4787 0.059 Uiso calc U P R 0.184(5) A 2
H H4F 0.5919 0.9431 0.4939 0.059 Uiso calc U P R 0.184(5) A 2
C C7 0.3429(4) 0.7777(4) 0.4575(3) 0.0288(12) Uani d . . . 1.0 . .
C C8 0.2723(5) 0.6911(4) 0.4478(3) 0.0485(17) Uani d . . . 1.0 . .
H H8A 0.2388 0.6884 0.4015 0.073 Uiso calc U . R 1.0 . .
H H8B 0.2079 0.6896 0.4797 0.073 Uiso calc U . R 1.0 . .
H H8C 0.3248 0.6398 0.456 0.073 Uiso calc U . R 1.0 . .
C C9 0.3978(5) 0.7777(4) 0.5288(3) 0.0367(14) Uani d . . . 1.0 . .
H H9A 0.4592 0.7315 0.5326 0.055 Uiso calc U . R 1.0 . .
H H9B 0.3363 0.7654 0.5613 0.055 Uiso calc U . R 1.0 . .
H H9C 0.4333 0.8363 0.5386 0.055 Uiso calc U . R 1.0 . .
C C10 0.2589(6) 0.8577(5) 0.4486(3) 0.057(2) Uani d . . . 1.0 . .
H H10A 0.2173 0.8541 0.4044 0.085 Uiso calc U P R 0.816(5) A 1
H H10B 0.3047 0.9133 0.4514 0.085 Uiso calc U P R 0.816(5) A 1
H H10C 0.2009 0.857 0.4843 0.085 Uiso calc U P R 0.816(5) A 1
H H10D 0.231 0.8617 0.4012 0.085 Uiso calc U P R 0.184(5) A 2
H H10E 0.3011 0.9128 0.4614 0.085 Uiso calc U P R 0.184(5) A 2
H H10F 0.1908 0.8499 0.4774 0.085 Uiso calc U P R 0.184(5) A 2
H H1 0.583(5) 0.519(4) 0.554(3) 0.036(18) Uiso d . . . 1.0 . .
C C11 0.6011(4) 0.6395(3) 0.2314(3) 0.0243(11) Uani d . . . 1.0 . .
H H11 0.5656 0.6377 0.1872 0.029 Uiso calc U . R 1.0 . .
C C12 0.7102(5) 0.6068(4) 0.2411(3) 0.0286(12) Uani d . . . 1.0 . .
H H12 0.7542 0.5836 0.205 0.034 Uiso calc U . R 1.0 . .
C C16 0.9368(4) 0.7087(4) 0.3995(2) 0.0277(12) Uani d . . D 1.0 . .
H H16A 0.9464 0.6585 0.4309 0.041 Uiso calc U P R 0.816(5) A 1
H H16B 0.8681 0.7446 0.4118 0.041 Uiso calc U P R 0.816(5) A 1
H H16C 1.0083 0.746 0.4019 0.041 Uiso calc U P R 0.816(5) A 1
H H16D 0.8781 0.7127 0.4347 0.041 Uiso calc U P R 0.184(5) A 2
H H16E 0.9844 0.7635 0.3995 0.041 Uiso calc U P R 0.184(5) A 2
H H16F 0.9887 0.6573 0.4085 0.041 Uiso calc U P R 0.184(5) A 2
C C17 0.7998(4) 0.4874(3) 0.3450(2) 0.0216(10) Uani d . . . 1.0 . .
C C18 0.6793(5) 0.4400(4) 0.3426(3) 0.0322(13) Uani d . . . 1.0 . .
H H18A 0.6409 0.4482 0.2979 0.048 Uiso calc U . R 1.0 . .
H H18B 0.629 0.4654 0.3771 0.048 Uiso calc U . R 1.0 . .
H H18C 0.6909 0.376 0.3513 0.048 Uiso calc U . R 1.0 . .
C C19 0.8551(4) 0.4786(3) 0.4167(2) 0.0246(11) Uani d . . . 1.0 . .
H H19A 0.865 0.4152 0.428 0.037 Uiso calc U . R 1.0 . .
H H19B 0.803 0.5068 0.449 0.037 Uiso calc U . R 1.0 . .
H H19C 0.9326 0.5081 0.4188 0.037 Uiso calc U . R 1.0 . .
C C20 0.8772(5) 0.4421(4) 0.2933(3) 0.0333(13) Uani d . . . 1.0 . .
H H20A 0.8456 0.4552 0.2477 0.05 Uiso calc U . R 1.0 . .
H H20B 0.8771 0.3774 0.3008 0.05 Uiso calc U . R 1.0 . .
H H20C 0.9585 0.4648 0.2984 0.05 Uiso calc U . R 1.0 . .
C C21 0.6184(4) 0.6037(3) 0.4911(2) 0.0153(9) Uani d . . . 1.0 . .
C C22 0.6946(4) 0.5926(3) 0.6115(2) 0.0195(10) Uani d . . . 1.0 . .
C C23 0.6739(5) 0.5240(4) 0.6661(2) 0.0289(12) Uani d . . . 1.0 . .
H H23A 0.5897 0.5233 0.6766 0.043 Uiso calc U . R 1.0 . .
H H23B 0.7214 0.5395 0.7068 0.043 Uiso calc U . R 1.0 . .
H H23C 0.6973 0.4648 0.6502 0.043 Uiso calc U . R 1.0 . .
C C24 0.6543(5) 0.6843(4) 0.6345(3) 0.0325(12) Uani d . . . 1.0 . .
H H24A 0.6648 0.7278 0.5982 0.049 Uiso calc U . R 1.0 . .
H H24B 0.7017 0.7025 0.6746 0.049 Uiso calc U . R 1.0 . .
H H24C 0.5704 0.6818 0.6456 0.049 Uiso calc U . R 1.0 . .
C C25 0.8250(4) 0.5942(4) 0.5953(3) 0.0264(11) Uani d . . . 1.0 . .
H H25A 0.8497 0.5345 0.5811 0.04 Uiso calc U . R 1.0 . .
H H25B 0.872 0.6122 0.6356 0.04 Uiso calc U . R 1.0 . .
H H25C 0.8376 0.637 0.5588 0.04 Uiso calc U . R 1.0 . .
C C26 1.0188(5) 0.5071(2) 0.1032(3) 0.073(2) Uani d U . G 1.0 . .
H H26 1.0094 0.444 0.1027 0.088 Uiso calc U . R 1.0 . .
C C27 0.9340(4) 0.5612(3) 0.0711(3) 0.072(2) Uani d U . G 1.0 . .
H H27 0.8667 0.5351 0.0487 0.087 Uiso calc U . R 1.0 . .
C C28 0.9477(4) 0.6535(3) 0.0717(2) 0.0587(18) Uani d U . G 1.0 . .
H H28 0.8897 0.6905 0.0498 0.07 Uiso calc U . R 1.0 . .
C C29 1.0462(5) 0.6917(3) 0.1044(2) 0.0638(19) Uani d U . G 1.0 . .
H H29 1.0556 0.7548 0.1049 0.077 Uiso calc U . R 1.0 . .
C C30 1.1310(4) 0.6376(4) 0.1365(2) 0.071(2) Uani d U . G 1.0 . .
H H30 1.1983 0.6638 0.1589 0.085 Uiso calc U . R 1.0 . .
C C31 1.1173(4) 0.5453(4) 0.1359(2) 0.073(2) Uani d U . G 1.0 . .
H H31 1.1753 0.5084 0.1578 0.088 Uiso calc U . R 1.0 . .
N N1 0.5387(3) 0.6755(3) 0.28219(19) 0.0202(8) Uani d . . . 1.0 . .
N N2 0.6242(3) 0.5642(3) 0.55153(19) 0.0154(8) Uani d . . . 1.0 . .
O O1 0.6781(3) 0.6749(2) 0.47836(15) 0.0160(6) Uani d . . . 1.0 . .
O O2 0.5524(3) 0.5713(2) 0.44359(15) 0.0175(7) Uani d . . . 1.0 . .
P P1 0.45814(12) 0.77953(9) 0.39338(7) 0.0255(3) Uani d . . D 1.0 . .
P P2 0.76840(11) 0.60910(9) 0.32554(6) 0.0213(3) Uani d . . D 1.0 . .
Ir Ir1 0.61247(2) 0.68365(2) 0.37649(2) 0.01502(5) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.347(7) ?
C1 N1 . 1.372(6) ?
C1 H1A . 0.95 ?
C2 P1 . 1.771(5) ?
C2 H2 . 0.95 ?
C3 C4 . 1.492(9) ?
C3 C5 . 1.517(9) ?
C3 C6 . 1.565(9) ?
C3 P1 . 1.821(7) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 Ir1 . 2.098(6) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C13 C15 . 1.509(7) ?
C13 C16 . 1.526(7) ?
C13 C14 . 1.559(7) ?
C13 P2 . 1.938(6) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C6A C3A . 1.566(15) ?
C6A H6D . 0.98 ?
C6A H6E . 0.98 ?
C6A H6F . 0.98 ?
C5A C3A . 1.548(15) ?
C5A H5D . 0.98 ?
C5A H5E . 0.98 ?
C5A H5F . 0.98 ?
C3A C4 . 1.577(14) ?
C3A P1 . 2.010(17) ?
C15A C13A . 1.35(5) ?
C15A H15D . 0.98 ?
C15A H15E . 0.98 ?
C15A H15F . 0.98 ?
C14A C13A . 1.60(2) ?
C14A Ir1 . 2.12(3) ?
C14A H14D . 0.99 ?
C14A H14E . 0.99 ?
C13A C16 . 1.56(3) ?
C13A P2 . 1.759(18) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C4 H4D . 0.98 ?
C4 H4E . 0.98 ?
C4 H4F . 0.98 ?
C7 C9 . 1.523(8) ?
C7 C8 . 1.530(8) ?
C7 C10 . 1.534(7) ?
C7 P1 . 1.849(5) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C10 H10D . 0.98 ?
C10 H10E . 0.98 ?
C10 H10F . 0.98 ?
C11 C12 . 1.333(7) ?
C11 N1 . 1.360(6) ?
C11 H11 . 0.95 ?
C12 P2 . 1.776(5) ?
C12 H12 . 0.95 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C16 H16D . 0.98 ?
C16 H16E . 0.98 ?
C16 H16F . 0.98 ?
C17 C20 . 1.527(7) ?
C17 C18 . 1.533(7) ?
C17 C19 . 1.536(7) ?
C17 P2 . 1.893(5) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 O2 . 1.275(5) ?
C21 O1 . 1.290(5) ?
C21 N2 . 1.334(6) ?
C21 Ir1 . 2.565(5) ?
C22 N2 . 1.468(6) ?
C22 C23 . 1.516(7) ?
C22 C25 . 1.518(6) ?
C22 C24 . 1.521(7) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 C27 . 1.39 ?
C26 C31 . 1.39 ?
C26 H26 . 0.95 ?
C27 C28 . 1.39 ?
C27 H27 . 0.95 ?
C28 C29 . 1.39 ?
C28 H28 . 0.95 ?
C29 C30 . 1.39 ?
C29 H29 . 0.95 ?
C30 C31 . 1.39 ?
C30 H30 . 0.95 ?
C31 H31 . 0.95 ?
N1 Ir1 . 2.022(4) ?
N2 H1 . 0.81(6) ?
O1 Ir1 . 2.129(3) ?
O2 Ir1 . 2.262(3) ?
P1 Ir1 . 2.2902(13) ?
P2 Ir1 . 2.3416(13) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 N1 . . 122.9(5) ?
C2 C1 H1A . . 118.5 ?
N1 C1 H1A . . 118.5 ?
C1 C2 P1 . . 114.7(4) ?
C1 C2 H2 . . 122.6 ?
P1 C2 H2 . . 122.6 ?
C4 C3 C5 . . 109.3(6) ?
C4 C3 C6 . . 109.8(5) ?
C5 C3 C6 . . 113.3(6) ?
C4 C3 P1 . . 116.2(4) ?
C5 C3 P1 . . 116.4(5) ?
C6 C3 P1 . . 90.7(4) ?
C3 C5 H5A . . 109.5 ?
C3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C6 Ir1 . . 104.8(4) ?
C3 C6 H6A . . 110.8 ?
Ir1 C6 H6A . . 110.8 ?
C3 C6 H6B . . 110.8 ?
Ir1 C6 H6B . . 110.8 ?
H6A C6 H6B . . 108.9 ?
C15 C13 C16 . . 110.1(5) ?
C15 C13 C14 . . 107.4(5) ?
C16 C13 C14 . . 109.0(5) ?
C15 C13 P2 . . 116.4(4) ?
C16 C13 P2 . . 106.7(3) ?
C14 C13 P2 . . 107.0(4) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C3A C6A H6D . . 109.5 ?
C3A C6A H6E . . 109.5 ?
H6D C6A H6E . . 109.5 ?
C3A C6A H6F . . 109.5 ?
H6D C6A H6F . . 109.5 ?
H6E C6A H6F . . 109.5 ?
C3A C5A H5D . . 109.5 ?
C3A C5A H5E . . 109.5 ?
H5D C5A H5E . . 109.5 ?
C3A C5A H5F . . 109.5 ?
H5D C5A H5F . . 109.5 ?
H5E C5A H5F . . 109.5 ?
C5A C3A C6A . . 103.0(17) ?
C5A C3A C4 . . 110.2(15) ?
C6A C3A C4 . . 115.7(15) ?
C5A C3A P1 . . 113.3(14) ?
C6A C3A P1 . . 112.1(14) ?
C4 C3A P1 . . 102.9(8) ?
C13A C15A H15D . . 109.5 ?
C13A C15A H15E . . 109.5 ?
H15D C15A H15E . . 109.5 ?
C13A C15A H15F . . 109.5 ?
H15D C15A H15F . . 109.5 ?
H15E C15A H15F . . 109.5 ?
C13A C14A Ir1 . . 113.1(15) ?
C13A C14A H14D . . 109.0 ?
Ir1 C14A H14D . . 109.0 ?
C13A C14A H14E . . 109.0 ?
Ir1 C14A H14E . . 109.0 ?
H14D C14A H14E . . 107.8 ?
C15A C13A C16 . . 122.(2) ?
C15A C13A C14A . . 110.(3) ?
C16 C13A C14A . . 107.(2) ?
C15A C13A P2 . . 115.(3) ?
C16 C13A P2 . . 114.1(17) ?
C14A C13A P2 . . 80.6(13) ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C3A C4 H4D . . 109.5 ?
C3A C4 H4E . . 109.5 ?
H4D C4 H4E . . 109.5 ?
C3A C4 H4F . . 109.5 ?
H4D C4 H4F . . 109.5 ?
H4E C4 H4F . . 109.5 ?
C9 C7 C8 . . 108.0(5) ?
C9 C7 C10 . . 109.6(5) ?
C8 C7 C10 . . 109.3(5) ?
C9 C7 P1 . . 111.3(4) ?
C8 C7 P1 . . 107.6(4) ?
C10 C7 P1 . . 110.9(4) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C7 C10 H10A . . 109.5 ?
C7 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C7 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C7 C10 H10D . . 109.5 ?
C7 C10 H10E . . 109.5 ?
H10D C10 H10E . . 109.5 ?
C7 C10 H10F . . 109.5 ?
H10D C10 H10F . . 109.5 ?
H10E C10 H10F . . 109.5 ?
C12 C11 N1 . . 122.6(5) ?
C12 C11 H11 . . 118.7 ?
N1 C11 H11 . . 118.7 ?
C11 C12 P2 . . 116.0(4) ?
C11 C12 H12 . . 122.0 ?
P2 C12 H12 . . 122.0 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C13A C16 H16D . . 109.5 ?
C13A C16 H16E . . 109.5 ?
H16D C16 H16E . . 109.5 ?
C13A C16 H16F . . 109.5 ?
H16D C16 H16F . . 109.5 ?
H16E C16 H16F . . 109.5 ?
C20 C17 C18 . . 107.6(4) ?
C20 C17 C19 . . 111.0(4) ?
C18 C17 C19 . . 108.7(4) ?
C20 C17 P2 . . 113.4(4) ?
C18 C17 P2 . . 106.2(3) ?
C19 C17 P2 . . 109.8(3) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O2 C21 O1 . . 117.7(4) ?
O2 C21 N2 . . 120.1(4) ?
O1 C21 N2 . . 122.1(4) ?
O2 C21 Ir1 . . 61.8(2) ?
O1 C21 Ir1 . . 55.9(2) ?
N2 C21 Ir1 . . 178.0(3) ?
N2 C22 C23 . . 106.8(4) ?
N2 C22 C25 . . 109.6(4) ?
C23 C22 C25 . . 109.6(4) ?
N2 C22 C24 . . 110.2(4) ?
C23 C22 C24 . . 110.0(4) ?
C25 C22 C24 . . 110.6(4) ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C22 C24 H24A . . 109.5 ?
C22 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C22 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C22 C25 H25A . . 109.5 ?
C22 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C22 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C27 C26 C31 . . 120.0 ?
C27 C26 H26 . . 120.0 ?
C31 C26 H26 . . 120.0 ?
C26 C27 C28 . . 120.0 ?
C26 C27 H27 . . 120.0 ?
C28 C27 H27 . . 120.0 ?
C29 C28 C27 . . 120.0 ?
C29 C28 H28 . . 120.0 ?
C27 C28 H28 . . 120.0 ?
C28 C29 C30 . . 120.0 ?
C28 C29 H29 . . 120.0 ?
C30 C29 H29 . . 120.0 ?
C31 C30 C29 . . 120.0 ?
C31 C30 H30 . . 120.0 ?
C29 C30 H30 . . 120.0 ?
C30 C31 C26 . . 120.0 ?
C30 C31 H31 . . 120.0 ?
C26 C31 H31 . . 120.0 ?
C11 N1 C1 . . 120.1(4) ?
C11 N1 Ir1 . . 120.0(3) ?
C1 N1 Ir1 . . 118.6(3) ?
C21 N2 C22 . . 127.2(4) ?
C21 N2 H1 . . 114.(4) ?
C22 N2 H1 . . 119.(4) ?
C21 O1 Ir1 . . 94.0(3) ?
C21 O2 Ir1 . . 88.4(3) ?
C2 P1 C3 . . 108.7(3) ?
C2 P1 C7 . . 106.4(3) ?
C3 P1 C7 . . 118.6(3) ?
C2 P1 C3A . . 104.5(5) ?
C7 P1 C3A . . 104.8(6) ?
C2 P1 Ir1 . . 100.43(18) ?
C3 P1 Ir1 . . 89.7(2) ?
C7 P1 Ir1 . . 130.39(17) ?
C3A P1 Ir1 . . 107.8(5) ?
C13A P2 C12 . . 105.9(11) ?
C13A P2 C17 . . 126.4(9) ?
C12 P2 C17 . . 103.5(2) ?
C12 P2 C13 . . 108.8(2) ?
C17 P2 C13 . . 108.4(2) ?
C13A P2 Ir1 . . 97.7(9) ?
C12 P2 Ir1 . . 99.02(18) ?
C17 P2 Ir1 . . 120.58(16) ?
C13 P2 Ir1 . . 114.82(17) ?
N1 Ir1 C6 . . 86.1(2) ?
N1 Ir1 C14A . . 85.8(8) ?
N1 Ir1 O1 . . 171.99(13) ?
C6 Ir1 O1 . . 101.72(19) ?
C14A Ir1 O1 . . 101.1(8) ?
N1 Ir1 O2 . . 112.08(13) ?
C6 Ir1 O2 . . 155.18(19) ?
C14A Ir1 O2 . . 149.2(6) ?
O1 Ir1 O2 . . 59.93(11) ?
N1 Ir1 P1 . . 83.22(12) ?
C6 Ir1 P1 . . 66.65(16) ?
C14A Ir1 P1 . . 109.5(7) ?
O1 Ir1 P1 . . 98.11(9) ?
O2 Ir1 P1 . . 97.75(9) ?
N1 Ir1 P2 . . 82.22(12) ?
C6 Ir1 P2 . . 100.93(17) ?
C14A Ir1 P2 . . 58.1(7) ?
O1 Ir1 P2 . . 97.89(9) ?
O2 Ir1 P2 . . 98.29(9) ?
P1 Ir1 P2 . . 161.49(5) ?
N1 Ir1 C21 . . 141.89(15) ?
C6 Ir1 C21 . . 130.0(2) ?
C14A Ir1 C21 . . 127.5(7) ?
O1 Ir1 C21 . . 30.12(12) ?
O2 Ir1 C21 . . 29.81(12) ?
P1 Ir1 C21 . . 99.15(10) ?
P2 Ir1 C21 . . 99.36(10) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 P1 . . . . 3.6(7) ?
C4 C3 C6 Ir1 . . . . 93.2(5) ?
C5 C3 C6 Ir1 . . . . -144.3(5) ?
P1 C3 C6 Ir1 . . . . -25.1(4) ?
Ir1 C14A C13A C15A . . . . 142.(2) ?
Ir1 C14A C13A C16 . . . . -83.2(18) ?
Ir1 C14A C13A P2 . . . . 29.2(19) ?
N1 C11 C12 P2 . . . . 2.2(7) ?
C31 C26 C27 C28 . . . . 0 ?
C26 C27 C28 C29 . . . . 0 ?
C27 C28 C29 C30 . . . . 0 ?
C28 C29 C30 C31 . . . . 0 ?
C29 C30 C31 C26 . . . . 0 ?
C27 C26 C31 C30 . . . . 0 ?
C12 C11 N1 C1 . . . . 168.1(5) ?
C12 C11 N1 Ir1 . . . . 1.5(7) ?
C2 C1 N1 C11 . . . . -167.7(5) ?
C2 C1 N1 Ir1 . . . . -1.0(7) ?
O2 C21 N2 C22 . . . . -179.7(4) ?
O1 C21 N2 C22 . . . . 0.4(7) ?
C23 C22 N2 C21 . . . . -178.1(4) ?
C25 C22 N2 C21 . . . . -59.4(6) ?
C24 C22 N2 C21 . . . . 62.5(6) ?
O2 C21 O1 Ir1 . . . . 0.0(4) ?
N2 C21 O1 Ir1 . . . . 180.0(4) ?
O1 C21 O2 Ir1 . . . . 0.0(4) ?
N2 C21 O2 Ir1 . . . . -179.9(4) ?
C1 C2 P1 C3 . . . . 89.3(5) ?
C1 C2 P1 C7 . . . . -141.8(4) ?
C1 C2 P1 C3A . . . . 107.7(7) ?
C1 C2 P1 Ir1 . . . . -4.0(5) ?
C4 C3 P1 C2 . . . . 168.6(5) ?
C5 C3 P1 C2 . . . . 37.7(6) ?
C6 C3 P1 C2 . . . . -78.9(4) ?
C4 C3 P1 C7 . . . . 46.9(6) ?
C5 C3 P1 C7 . . . . -84.0(6) ?
C6 C3 P1 C7 . . . . 159.4(3) ?
C4 C3 P1 Ir1 . . . . -90.5(5) ?
C5 C3 P1 Ir1 . . . . 138.6(5) ?
C6 C3 P1 Ir1 . . . . 22.0(3) ?
C9 C7 P1 C2 . . . . 176.9(4) ?
C8 C7 P1 C2 . . . . 58.7(4) ?
C10 C7 P1 C2 . . . . -60.7(5) ?
C9 C7 P1 C3 . . . . -60.2(5) ?
C8 C7 P1 C3 . . . . -178.4(4) ?
C10 C7 P1 C3 . . . . 62.1(6) ?
C9 C7 P1 C3A . . . . -72.7(6) ?
C8 C7 P1 C3A . . . . 169.1(5) ?
C10 C7 P1 C3A . . . . 49.6(6) ?
C9 C7 P1 Ir1 . . . . 57.0(5) ?
C8 C7 P1 Ir1 . . . . -61.2(5) ?
C10 C7 P1 Ir1 . . . . 179.3(4) ?
C15A C13A P2 C12 . . . . -31.(3) ?
C16 C13A P2 C12 . . . . -178.3(12) ?
C14A C13A P2 C12 . . . . 77.5(16) ?
C15A C13A P2 C17 . . . . 90.(3) ?
C16 C13A P2 C17 . . . . -57.(2) ?
C14A C13A P2 C17 . . . . -161.7(12) ?
C15A C13A P2 Ir1 . . . . -132.(2) ?
C16 C13A P2 Ir1 . . . . 80.0(14) ?
C14A C13A P2 Ir1 . . . . -24.2(16) ?
C11 C12 P2 C13A . . . . -104.7(10) ?
C11 C12 P2 C17 . . . . 120.7(4) ?
C11 C12 P2 C13 . . . . -124.1(4) ?
C11 C12 P2 Ir1 . . . . -3.9(4) ?
C20 C17 P2 C13A . . . . -68.4(14) ?
C18 C17 P2 C13A . . . . 173.7(14) ?
C19 C17 P2 C13A . . . . 56.4(14) ?
C20 C17 P2 C12 . . . . 53.4(4) ?
C18 C17 P2 C12 . . . . -64.5(4) ?
C19 C17 P2 C12 . . . . 178.2(3) ?
C20 C17 P2 C13 . . . . -62.1(4) ?
C18 C17 P2 C13 . . . . -180.0(3) ?
C19 C17 P2 C13 . . . . 62.7(4) ?
C20 C17 P2 Ir1 . . . . 162.6(3) ?
C18 C17 P2 Ir1 . . . . 44.7(4) ?
C19 C17 P2 Ir1 . . . . -72.6(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_I_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1546383'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2018-04-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            MK352
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H49 Ir N2 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         619.79

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.0958(6)
_cell_length_b                   15.4511(8)
_cell_length_c                   16.0856(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.560(2)
_cell_angle_gamma                90
_cell_volume                     2711.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9504
_cell_measurement_theta_min      2.7867
_cell_measurement_theta_max      27.1640
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear light orange-brown'
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1256

_exptl_absorpt_coefficient_mu    5.056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfucus sealed tube'
_diffrn_source_type              'INCOATEC microfocus sealed tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            77516
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         27.18
_diffrn_reflns_theta_full        27.18
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             6022
_reflns_number_gt                5261
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0175
_refine_ls_wR_factor_gt          0.0340
_refine_ls_wR_factor_ref         0.0374
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.192
_refine_ls_number_reflns         6022
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0050P)²+4.6591P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.407
_refine_diff_density_min         -0.968
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker Instrument Service v4.2.3'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3636(2) 0.90562(15) 0.56482(15) 0.0136(5) Uani d . . . 1 . .
H H1 0.4102 0.9545 0.5539 0.016 Uiso calc U . R 1 . .
C C2 0.2419(2) 0.90591(15) 0.53719(15) 0.0138(5) Uani d . . . 1 . .
H H2 0.2001 0.9536 0.5078 0.017 Uiso calc U . R 1 . .
C C3 0.0502(2) 0.84812(16) 0.62504(15) 0.0137(5) Uani d . . . 1 . .
C C4 -0.0545(2) 0.90294(18) 0.57595(17) 0.0204(6) Uani d . . . 1 . .
H H4A -0.0201 0.9517 0.549 0.031 Uiso calc U . R 1 . .
H H4B -0.1054 0.925 0.615 0.031 Uiso calc U . R 1 . .
H H4C -0.1046 0.8672 0.5325 0.031 Uiso calc U . R 1 . .
C C5 -0.0035(2) 0.77158(17) 0.66597(16) 0.0185(5) Uani d . . . 1 . .
H H5A -0.0538 0.7365 0.622 0.028 Uiso calc U . R 1 . .
H H5B -0.0544 0.793 0.7053 0.028 Uiso calc U . R 1 . .
H H5C 0.0632 0.7361 0.6968 0.028 Uiso calc U . R 1 . .
C C6 0.1244(2) 0.90405(17) 0.69566(16) 0.0189(5) Uani d . . . 1 . .
H H6A 0.1957 0.8713 0.7243 0.028 Uiso calc U . R 1 . .
H H6B 0.0726 0.9196 0.7366 0.028 Uiso calc U . R 1 . .
H H6C 0.152 0.9568 0.671 0.028 Uiso calc U . R 1 . .
C C7 0.0887(2) 0.77214(17) 0.45119(15) 0.0152(5) Uani d . . . 1 . .
C C8 0.1935(3) 0.73123(19) 0.41373(16) 0.0221(6) Uani d . . . 1 . .
H H8A 0.162 0.7121 0.3557 0.033 Uiso calc U . R 1 . .
H H8B 0.2267 0.6815 0.4482 0.033 Uiso calc U . R 1 . .
H H8C 0.2584 0.7741 0.4134 0.033 Uiso calc U . R 1 . .
C C9 0.0345(3) 0.84669(17) 0.39266(16) 0.0201(5) Uani d . . . 1 . .
H H9A -0.0012 0.8235 0.3369 0.03 Uiso calc U . R 1 . .
H H9B 0.0995 0.888 0.3869 0.03 Uiso calc U . R 1 . .
H H9C -0.0293 0.8761 0.4169 0.03 Uiso calc U . R 1 . .
C C10 -0.0100(3) 0.70397(17) 0.45439(17) 0.0217(6) Uani d . . . 1 . .
H H10A -0.0401 0.6817 0.3973 0.033 Uiso calc U . R 1 . .
H H10B -0.0781 0.7301 0.4766 0.033 Uiso calc U . R 1 . .
H H10C 0.0248 0.6563 0.4913 0.033 Uiso calc U . R 1 . .
C C11 0.5474(2) 0.84304(16) 0.63518(17) 0.0176(5) Uani d . . . 1 . .
H H11 0.5891 0.8931 0.621 0.021 Uiso calc U . R 1 . .
C C12 0.6113(2) 0.78055(17) 0.68054(18) 0.0219(6) Uani d . . . 1 . .
H H12 0.6973 0.7846 0.6998 0.026 Uiso calc U . R 1 . .
C C13 0.6043(2) 0.59613(16) 0.65903(17) 0.0168(5) Uani d . . . 1 . .
C C14 0.5621(3) 0.6035(2) 0.56273(18) 0.0275(6) Uani d . . . 1 . .
H H14A 0.5888 0.6591 0.5432 0.041 Uiso calc U . R 1 . .
H H14B 0.4725 0.5996 0.5489 0.041 Uiso calc U . R 1 . .
H H14C 0.5981 0.5563 0.5347 0.041 Uiso calc U . R 1 . .
C C15 0.7444(2) 0.60250(19) 0.6781(2) 0.0265(6) Uani d . . . 1 . .
H H15A 0.7794 0.5545 0.6505 0.04 Uiso calc U . R 1 . .
H H15B 0.7735 0.5995 0.7393 0.04 Uiso calc U . R 1 . .
H H15C 0.7699 0.6576 0.6565 0.04 Uiso calc U . R 1 . .
C C16 0.5662(3) 0.50796(17) 0.6883(2) 0.0248(6) Uani d . . . 1 . .
H H16A 0.4765 0.5038 0.6773 0.037 Uiso calc U . R 1 . .
H H16B 0.5973 0.5014 0.749 0.037 Uiso calc U . R 1 . .
H H16C 0.6002 0.4622 0.6573 0.037 Uiso calc U . R 1 . .
C C17 0.5455(2) 0.68623(19) 0.82141(16) 0.0208(6) Uani d . . . 1 . .
C C18 0.6773(3) 0.6678(2) 0.86605(19) 0.0336(7) Uani d . . . 1 . .
H H18A 0.699 0.608 0.8548 0.05 Uiso calc U . R 1 . .
H H18B 0.6837 0.6761 0.9271 0.05 Uiso calc U . R 1 . .
H H18C 0.7335 0.7076 0.8448 0.05 Uiso calc U . R 1 . .
C C19 0.4583(3) 0.6203(2) 0.84946(18) 0.0266(6) Uani d . . . 1 . .
H H19A 0.3741 0.6327 0.8212 0.04 Uiso calc U . R 1 . .
H H19B 0.4638 0.6239 0.9109 0.04 Uiso calc U . R 1 . .
H H19C 0.4811 0.5619 0.8343 0.04 Uiso calc U . R 1 . .
C C20 0.5074(3) 0.7768(2) 0.84666(19) 0.0291(6) Uani d . . . 1 . .
H H20A 0.5678 0.8195 0.8356 0.044 Uiso calc U . R 1 . .
H H20B 0.5032 0.7773 0.907 0.044 Uiso calc U . R 1 . .
H H20C 0.4267 0.7913 0.8135 0.044 Uiso calc U . R 1 . .
C C21 0.1863(2) 0.54745(16) 0.64944(16) 0.0163(5) Uani d . . . 1 . .
C C22 0.0466(3) 0.5521(2) 0.64580(19) 0.0265(6) Uani d . . . 1 . .
H H22A 0.0096 0.5895 0.5988 0.04 Uiso calc U . R 1 . .
H H22B 0.03 0.5758 0.6991 0.04 Uiso calc U . R 1 . .
H H22C 0.0115 0.4939 0.6372 0.04 Uiso calc U . R 1 . .
C C23 0.2349(3) 0.4899(2) 0.7263(2) 0.0322(7) Uani d . . . 1 . .
H H23A 0.1953 0.4331 0.7186 0.048 Uiso calc U . R 1 . .
H H23B 0.2167 0.5171 0.7776 0.048 Uiso calc U . R 1 . .
H H23C 0.3238 0.4829 0.7316 0.048 Uiso calc U . R 1 . .
C C24 0.2131(3) 0.50531(18) 0.56881(19) 0.0254(6) Uani d . . . 1 . .
H H24A 0.1769 0.5403 0.5198 0.038 Uiso calc U . R 1 . .
H H24B 0.1776 0.447 0.5631 0.038 Uiso calc U . R 1 . .
H H24C 0.302 0.5016 0.5719 0.038 Uiso calc U . R 1 . .
N N1 0.42294(18) 0.83684(13) 0.60844(13) 0.0133(4) Uani d . . . 1 . .
N N2 0.2402(2) 0.63228(15) 0.66044(15) 0.0233(5) Uani d . . . 1 . .
P P1 0.16462(5) 0.81002(4) 0.55983(4) 0.01040(12) Uani d . . . 1 . .
P P2 0.52496(5) 0.68880(4) 0.70265(4) 0.01238(12) Uani d . . . 1 . .
Ir Ir1 0.32746(2) 0.72891(2) 0.63444(2) 0.00965(3) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.342(3) ?
C1 N1 . 1.373(3) ?
C1 H1 . 0.95 ?
C2 P1 . 1.782(2) ?
C2 H2 . 0.95 ?
C3 C5 . 1.527(3) ?
C3 C4 . 1.534(3) ?
C3 C6 . 1.540(3) ?
C3 P1 . 1.883(2) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C10 . 1.527(4) ?
C7 C9 . 1.539(3) ?
C7 C8 . 1.540(4) ?
C7 P1 . 1.889(2) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.333(4) ?
C11 N1 . 1.373(3) ?
C11 H11 . 0.95 ?
C12 P2 . 1.783(3) ?
C12 H12 . 0.95 ?
C13 C16 . 1.526(4) ?
C13 C15 . 1.531(4) ?
C13 C14 . 1.538(4) ?
C13 P2 . 1.883(3) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C19 . 1.530(4) ?
C17 C18 . 1.533(4) ?
C17 C20 . 1.538(4) ?
C17 P2 . 1.882(3) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 N2 . 1.438(3) ?
C21 C24 . 1.528(4) ?
C21 C23 . 1.537(4) ?
C21 C22 . 1.542(4) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
N1 Ir1 . 2.059(2) ?
N2 Ir1 . 1.868(2) ?
P1 Ir1 . 2.3411(6) ?
P2 Ir1 . 2.3471(6) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 N1 . . 122.0(2) ?
C2 C1 H1 . . 119.0 ?
N1 C1 H1 . . 119.0 ?
C1 C2 P1 . . 114.97(18) ?
C1 C2 H2 . . 122.5 ?
P1 C2 H2 . . 122.5 ?
C5 C3 C4 . . 109.4(2) ?
C5 C3 C6 . . 108.3(2) ?
C4 C3 C6 . . 108.8(2) ?
C5 C3 P1 . . 110.75(17) ?
C4 C3 P1 . . 114.20(17) ?
C6 C3 P1 . . 105.21(17) ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C3 C5 H5A . . 109.5 ?
C3 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C3 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C3 C6 H6A . . 109.5 ?
C3 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C3 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C10 C7 C9 . . 109.5(2) ?
C10 C7 C8 . . 109.1(2) ?
C9 C7 C8 . . 107.8(2) ?
C10 C7 P1 . . 112.55(17) ?
C9 C7 P1 . . 113.10(18) ?
C8 C7 P1 . . 104.40(16) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C7 C10 H10A . . 109.5 ?
C7 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C7 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C11 N1 . . 121.7(2) ?
C12 C11 H11 . . 119.2 ?
N1 C11 H11 . . 119.2 ?
C11 C12 P2 . . 115.7(2) ?
C11 C12 H12 . . 122.2 ?
P2 C12 H12 . . 122.2 ?
C16 C13 C15 . . 108.9(2) ?
C16 C13 C14 . . 109.0(2) ?
C15 C13 C14 . . 107.9(2) ?
C16 C13 P2 . . 112.86(18) ?
C15 C13 P2 . . 113.81(19) ?
C14 C13 P2 . . 104.03(18) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 H15A . . 109.5 ?
C13 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C13 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C19 C17 C18 . . 109.8(2) ?
C19 C17 C20 . . 108.0(2) ?
C18 C17 C20 . . 109.3(2) ?
C19 C17 P2 . . 110.35(19) ?
C18 C17 P2 . . 114.0(2) ?
C20 C17 P2 . . 105.12(19) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 C24 . . 110.6(2) ?
N2 C21 C23 . . 110.5(2) ?
C24 C21 C23 . . 110.0(2) ?
N2 C21 C22 . . 110.8(2) ?
C24 C21 C22 . . 109.8(2) ?
C23 C21 C22 . . 105.1(2) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C11 N1 C1 . . 117.8(2) ?
C11 N1 Ir1 . . 121.22(16) ?
C1 N1 Ir1 . . 120.96(16) ?
C21 N2 Ir1 . . 157.20(19) ?
C2 P1 C3 . . 104.63(11) ?
C2 P1 C7 . . 102.60(11) ?
C3 P1 C7 . . 112.36(11) ?
C2 P1 Ir1 . . 101.23(8) ?
C3 P1 Ir1 . . 114.69(8) ?
C7 P1 Ir1 . . 118.67(8) ?
C12 P2 C17 . . 104.45(13) ?
C12 P2 C13 . . 103.00(12) ?
C17 P2 C13 . . 112.59(12) ?
C12 P2 Ir1 . . 100.76(9) ?
C17 P2 Ir1 . . 114.16(9) ?
C13 P2 Ir1 . . 119.15(9) ?
N2 Ir1 N1 . . 178.61(9) ?
N2 Ir1 P1 . . 99.20(8) ?
N1 Ir1 P1 . . 80.78(6) ?
N2 Ir1 P2 . . 99.32(8) ?
N1 Ir1 P2 . . 80.67(6) ?
P1 Ir1 P2 . . 161.39(2) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 P1 . . . . -1.0(3) ?
N1 C11 C12 P2 . . . . 0.7(4) ?
C12 C11 N1 C1 . . . . 177.5(2) ?
C12 C11 N1 Ir1 . . . . -1.5(3) ?
C2 C1 N1 C11 . . . . -179.1(2) ?
C2 C1 N1 Ir1 . . . . -0.1(3) ?
C24 C21 N2 Ir1 . . . . 1.2(6) ?
C23 C21 N2 Ir1 . . . . 123.2(5) ?
C22 C21 N2 Ir1 . . . . -120.8(5) ?
C1 C2 P1 C3 . . . . 120.9(2) ?
C1 C2 P1 C7 . . . . -121.7(2) ?
C1 C2 P1 Ir1 . . . . 1.4(2) ?
C5 C3 P1 C2 . . . . -167.34(17) ?
C4 C3 P1 C2 . . . . 68.7(2) ?
C6 C3 P1 C2 . . . . -50.49(19) ?
C5 C3 P1 C7 . . . . 82.10(19) ?
C4 C3 P1 C7 . . . . -41.9(2) ?
C6 C3 P1 C7 . . . . -161.05(16) ?
C5 C3 P1 Ir1 . . . . -57.37(18) ?
C4 C3 P1 Ir1 . . . . 178.67(16) ?
C6 C3 P1 Ir1 . . . . 59.48(17) ?
C10 C7 P1 C2 . . . . -165.16(19) ?
C9 C7 P1 C2 . . . . -40.4(2) ?
C8 C7 P1 C2 . . . . 76.61(19) ?
C10 C7 P1 C3 . . . . -53.3(2) ?
C9 C7 P1 C3 . . . . 71.5(2) ?
C8 C7 P1 C3 . . . . -171.56(17) ?
C10 C7 P1 Ir1 . . . . 84.37(19) ?
C9 C7 P1 Ir1 . . . . -150.83(15) ?
C8 C7 P1 Ir1 . . . . -33.9(2) ?
C11 C12 P2 C17 . . . . -118.5(2) ?
C11 C12 P2 C13 . . . . 123.7(2) ?
C11 C12 P2 Ir1 . . . . 0.2(2) ?
C19 C17 P2 C12 . . . . 170.02(19) ?
C18 C17 P2 C12 . . . . -65.8(2) ?
C20 C17 P2 C12 . . . . 53.8(2) ?
C19 C17 P2 C13 . . . . -78.9(2) ?
C18 C17 P2 C13 . . . . 45.2(3) ?
C20 C17 P2 C13 . . . . 164.87(18) ?
C19 C17 P2 Ir1 . . . . 60.9(2) ?
C18 C17 P2 Ir1 . . . . -174.90(19) ?
C20 C17 P2 Ir1 . . . . -55.2(2) ?
C16 C13 P2 C12 . . . . 166.6(2) ?
C15 C13 P2 C12 . . . . 41.8(2) ?
C14 C13 P2 C12 . . . . -75.4(2) ?
C16 C13 P2 C17 . . . . 54.7(2) ?
C15 C13 P2 C17 . . . . -70.2(2) ?
C14 C13 P2 C17 . . . . 172.67(18) ?
C16 C13 P2 Ir1 . . . . -83.0(2) ?
C15 C13 P2 Ir1 . . . . 152.13(17) ?
C14 C13 P2 Ir1 . . . . 35.0(2) ?
C21 N2 Ir1 P1 . . . . 91.9(5) ?
C21 N2 Ir1 P2 . . . . -89.9(5) ?

####################################################################### 
# 
# 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_I_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1546384'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2018-04-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            'MK 460'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H49 Ir N2 O2 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         663.80

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.9728(3)
_cell_length_b                   21.7175(9)
_cell_length_c                   8.7383(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.5590(10)
_cell_angle_gamma                90
_cell_volume                     1386.92(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2993
_cell_measurement_theta_min      1.8438
_cell_measurement_theta_max      28.2665
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.083
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.038
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672

_exptl_absorpt_coefficient_mu    4.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'microfucus sealed tube'
_diffrn_source_type              'INCOATEC microfocus sealed tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer optics'

_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            38483
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_full        28.36
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
;

_reflns_number_total             3557
_reflns_number_gt                3263
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_gt          0.0369
_refine_ls_wR_factor_ref         0.0380
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_refine_ls_number_reflns         3557
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0123P)²+1.2253P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.621
_refine_diff_density_min         -1.775
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker Instrument Service v4.2.3'
_computing_cell_refinement       'APEX2 v2014.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.1182(3) 0.69555(11) 0.0679(3) 0.0115(5) Uani d . . . 1 . .
H H1 -0.2442 0.6971 -0.0045 0.014 Uiso calc U . R 1 . .
C C2 -0.0394(3) 0.64085(11) 0.1190(3) 0.0132(5) Uani d . . . 1 . .
H H2 -0.1061 0.6034 0.0869 0.016 Uiso calc U . R 1 . .
C C3 0.3101(3) 0.60991(12) 0.1135(3) 0.0141(5) Uani d . . . 1 . .
C C4 0.1973(4) 0.55806(13) -0.0021(3) 0.0222(6) Uani d . . . 1 . .
H H4A 0.0765 0.5739 -0.0747 0.033 Uiso calc U . R 1 . .
H H4B 0.1831 0.5241 0.0656 0.033 Uiso calc U . R 1 . .
H H4C 0.2607 0.5432 -0.0707 0.033 Uiso calc U . R 1 . .
C C5 0.5044(3) 0.58676(13) 0.2151(3) 0.0194(6) Uani d . . . 1 . .
H H5A 0.5652 0.5778 0.1398 0.029 Uiso calc U . R 1 . .
H H5B 0.499 0.5492 0.2751 0.029 Uiso calc U . R 1 . .
H H5C 0.5734 0.6185 0.2954 0.029 Uiso calc U . R 1 . .
C C6 0.3159(4) 0.66401(12) 0.0029(3) 0.0183(5) Uani d . . . 1 . .
H H6A 0.3612 0.6496 -0.0799 0.027 Uiso calc U . R 1 . .
H H6B 0.3977 0.696 0.0724 0.027 Uiso calc U . R 1 . .
H H6C 0.1925 0.681 -0.0544 0.027 Uiso calc U . R 1 . .
C C7 0.2205(3) 0.58910(11) 0.4277(3) 0.0127(5) Uani d . . . 1 . .
C C8 0.4120(3) 0.59198(12) 0.5679(3) 0.0174(5) Uani d . . . 1 . .
H H8A 0.5019 0.5767 0.5265 0.026 Uiso calc U . R 1 . .
H H8B 0.4158 0.5664 0.6616 0.026 Uiso calc U . R 1 . .
H H8C 0.4411 0.6347 0.6055 0.026 Uiso calc U . R 1 . .
C C9 0.0831(3) 0.61300(12) 0.4969(3) 0.0159(5) Uani d . . . 1 . .
H H9A -0.0413 0.6096 0.4106 0.024 Uiso calc U . R 1 . .
H H9B 0.1099 0.6562 0.5299 0.024 Uiso calc U . R 1 . .
H H9C 0.0933 0.5884 0.5943 0.024 Uiso calc U . R 1 . .
C C10 0.1717(4) 0.52231(12) 0.3703(3) 0.0196(6) Uani d . . . 1 . .
H H10A 0.0496 0.521 0.2796 0.029 Uiso calc U . R 1 . .
H H10B 0.1728 0.4973 0.4641 0.029 Uiso calc U . R 1 . .
H H10C 0.2616 0.506 0.3305 0.029 Uiso calc U . R 1 . .
C C11 0.4338(4) 0.75 0.6034(4) 0.0097(6) Uani d T P S 1 . .
C C12 0.6995(4) 0.75 0.5274(4) 0.0114(7) Uani d T P S 1 . .
C C13 0.7320(5) 0.75 0.3666(4) 0.0136(7) Uani d T P S 1 . .
H H13A 0.6831 0.7119 0.3045 0.02 Uiso calc U P R 0.5 A -1
H H13B 0.8636 0.7526 0.3941 0.02 Uiso calc U P R 0.5 A -1
H H13C 0.6701 0.7855 0.298 0.02 Uiso calc U P R 0.5 A -1
C C14 0.7902(3) 0.80756(13) 0.6295(3) 0.0182(5) Uani d . . . 1 . .
H H14A 0.9231 0.8049 0.6648 0.027 Uiso calc U . R 1 . .
H H14B 0.7611 0.81 0.7282 0.027 Uiso calc U . R 1 . .
H H14C 0.7442 0.8444 0.5606 0.027 Uiso calc U . R 1 . .
N N1 -0.0214(4) 0.75 0.1175(3) 0.0097(6) Uani d T P S 1 . .
N N2 0.5012(4) 0.75 0.4869(3) 0.0095(6) Uani d T P S 1 . .
O O1 0.2477(3) 0.75 0.5211(3) 0.0093(5) Uani d T P S 1 . .
O O2 0.5064(3) 0.75 0.7578(3) 0.0132(5) Uani d T P S 1 . .
P P1 0.19854(8) 0.64214(3) 0.25116(7) 0.00945(12) Uani d . . . 1 . .
Ir Ir1 0.24019(2) 0.75 0.28800(2) 0.00634(4) Uani d T P S 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.335(3) ?
C1 N1 . 1.384(3) ?
C2 P1 . 1.784(2) ?
C3 C5 . 1.530(3) ?
C3 C6 . 1.534(3) ?
C3 C4 . 1.540(3) ?
C3 P1 . 1.893(2) ?
C7 C8 . 1.530(3) ?
C7 C10 . 1.533(3) ?
C7 C9 . 1.537(3) ?
C7 P1 . 1.877(2) ?
C11 O2 . 1.237(4) ?
C11 N2 . 1.327(4) ?
C11 O1 . 1.366(4) ?
C11 Ir1 . 2.565(3) ?
C12 N2 . 1.476(4) ?
C12 C13 . 1.527(4) ?
C12 C14 4_575 1.538(3) ?
C12 C14 . 1.538(3) ?
N1 C1 4_575 1.384(3) ?
N1 Ir1 . 2.021(3) ?
N2 Ir1 . 2.112(3) ?
O1 Ir1 . 2.013(2) ?
P1 Ir1 . 2.3698(6) ?
Ir1 P1 4_575 2.3698(6) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 N1 . . 121.8(2) ?
C1 C2 P1 . . 116.06(18) ?
C5 C3 C6 . . 109.8(2) ?
C5 C3 C4 . . 109.3(2) ?
C6 C3 C4 . . 107.7(2) ?
C5 C3 P1 . . 112.13(17) ?
C6 C3 P1 . . 104.91(17) ?
C4 C3 P1 . . 112.83(17) ?
C8 C7 C10 . . 110.0(2) ?
C8 C7 C9 . . 108.1(2) ?
C10 C7 C9 . . 108.7(2) ?
C8 C7 P1 . . 111.62(17) ?
C10 C7 P1 . . 112.54(17) ?
C9 C7 P1 . . 105.60(16) ?
O2 C11 N2 . . 132.8(3) ?
O2 C11 O1 . . 120.7(3) ?
N2 C11 O1 . . 106.5(3) ?
O2 C11 Ir1 . . 171.9(2) ?
N2 C11 Ir1 . . 55.27(16) ?
O1 C11 Ir1 . . 51.20(14) ?
N2 C12 C13 . . 109.8(3) ?
N2 C12 C14 . 4_575 110.44(18) ?
C13 C12 C14 . 4_575 108.69(18) ?
N2 C12 C14 . . 110.44(18) ?
C13 C12 C14 . . 108.69(18) ?
C14 C12 C14 4_575 . 108.7(3) ?
C1 N1 C1 4_575 . 117.4(3) ?
C1 N1 Ir1 4_575 . 120.86(14) ?
C1 N1 Ir1 . . 120.86(14) ?
C11 N2 C12 . . 122.7(3) ?
C11 N2 Ir1 . . 93.65(19) ?
C12 N2 Ir1 . . 143.7(2) ?
C11 O1 Ir1 . . 96.88(18) ?
C2 P1 C7 . . 104.37(11) ?
C2 P1 C3 . . 103.36(11) ?
C7 P1 C3 . . 112.48(11) ?
C2 P1 Ir1 . . 99.12(8) ?
C7 P1 Ir1 . . 122.21(8) ?
C3 P1 Ir1 . . 112.08(8) ?
O1 Ir1 N1 . . 110.51(10) ?
O1 Ir1 N2 . . 63.01(10) ?
N1 Ir1 N2 . . 173.52(11) ?
O1 Ir1 P1 . . 94.781(17) ?
N1 Ir1 P1 . . 81.524(15) ?
N2 Ir1 P1 . . 98.643(14) ?
O1 Ir1 P1 . 4_575 94.780(17) ?
N1 Ir1 P1 . 4_575 81.524(15) ?
N2 Ir1 P1 . 4_575 98.643(14) ?
P1 Ir1 P1 . 4_575 162.60(3) ?
O1 Ir1 C11 . . 31.92(9) ?
N1 Ir1 C11 . . 142.43(11) ?
N2 Ir1 C11 . . 31.09(10) ?
P1 Ir1 C11 . . 97.901(15) ?
P1 Ir1 C11 4_575 . 97.900(15) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C2 P1 . . . . -1.2(3) ?
C2 C1 N1 C1 . . . 4_575 -175.33(17) ?
C2 C1 N1 Ir1 . . . . -5.8(4) ?
O2 C11 N2 C12 . . . . 0.000(2) ?
O1 C11 N2 C12 . . . . 180.0000(10) ?
Ir1 C11 N2 C12 . . . . 180.0000(10) ?
O2 C11 N2 Ir1 . . . . 180.0000(10) ?
O1 C11 N2 Ir1 . . . . 0.0000(10) ?
C13 C12 N2 C11 . . . . 180.0000(10) ?
C14 C12 N2 C11 4_575 . . . 60.14(19) ?
C14 C12 N2 C11 . . . . -60.14(19) ?
C13 C12 N2 Ir1 . . . . 0.0000(10) ?
C14 C12 N2 Ir1 4_575 . . . -119.86(19) ?
C14 C12 N2 Ir1 . . . . 119.86(19) ?
O2 C11 O1 Ir1 . . . . 180.0000(10) ?
N2 C11 O1 Ir1 . . . . 0.0000(10) ?
C1 C2 P1 C7 . . . . 132.6(2) ?
C1 C2 P1 C3 . . . . -109.6(2) ?
C1 C2 P1 Ir1 . . . . 5.8(2) ?
C8 C7 P1 C2 . . . . -171.35(17) ?
C10 C7 P1 C2 . . . . 64.4(2) ?
C9 C7 P1 C2 . . . . -54.08(18) ?
C8 C7 P1 C3 . . . . 77.29(19) ?
C10 C7 P1 C3 . . . . -47.0(2) ?
C9 C7 P1 C3 . . . . -165.44(16) ?
C8 C7 P1 Ir1 . . . . -60.57(19) ?
C10 C7 P1 Ir1 . . . . 175.16(14) ?
C9 C7 P1 Ir1 . . . . 56.70(18) ?
C5 C3 P1 C2 . . . . -160.87(18) ?
C6 C3 P1 C2 . . . . 80.01(18) ?
C4 C3 P1 C2 . . . . -36.9(2) ?
C5 C3 P1 C7 . . . . -48.9(2) ?
C6 C3 P1 C7 . . . . -168.00(16) ?
C4 C3 P1 C7 . . . . 75.0(2) ?
C5 C3 P1 Ir1 . . . . 93.33(18) ?
C6 C3 P1 Ir1 . . . . -25.78(18) ?
C4 C3 P1 Ir1 . . . . -142.73(17) ?

