# Electronic Supplementary Material (ESI) for Dalton Transactions.
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#                                CCDC 
# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
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#  as required by the journal to which it was submitted.
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data_jonmm04

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            (i-PrPNP)Ir(biphenylene)
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H43 Ir P2'
_chemical_formula_sum            'C32 H43 Ir P2'
_chemical_formula_weight         681.80

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.5407(12)
_cell_length_b                   25.531(3)
_cell_length_c                   10.8527(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.086(2)
_cell_angle_gamma                90
_cell_volume                     2920.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    3879
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      38.27

_exptl_crystal_description       block
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    4.700
_shelx_estimated_absorpt_T_min   0.315
_shelx_estimated_absorpt_T_max   0.485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2588
_exptl_absorpt_correction_T_max  0.4403
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70917
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.039
_diffrn_reflns_theta_max         38.485
_diffrn_reflns_theta_full        37.785
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             15707
_reflns_number_gt                13214
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 The data are truly monoclinic, despite a Β angle of approximately
 90 degrees, and no significant twinning was observed.

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

_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0129P)²+2.6385P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15707
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0519
_refine_ls_wR_factor_gt          0.0497
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.22533(2) 0.13772(2) 0.26641(2) 0.00993(2) Uani 1 1 d . . . . .
P1 P 0.40690(4) 0.18756(2) 0.25392(4) 0.01146(7) Uani 1 1 d . . . . .
P2 P 0.02070(4) 0.10992(2) 0.29921(4) 0.01198(7) Uani 1 1 d . . . . .
C1 C 0.30585(16) 0.06279(7) 0.27335(17) 0.0136(3) Uani 1 1 d . . . . .
C2 C 0.33970(18) 0.03335(7) 0.37693(19) 0.0190(3) Uani 1 1 d . . . . .
H2A H 0.3263 0.0478 0.4565 0.023 Uiso 1 1 calc R U . . .
C3 C 0.3926(2) -0.01660(8) 0.3671(2) 0.0257(4) Uani 1 1 d . . . . .
H3A H 0.4155 -0.0354 0.4394 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4117(2) -0.03886(8) 0.2518(3) 0.0295(5) Uani 1 1 d . . . . .
H4A H 0.4476 -0.0729 0.2451 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3781(2) -0.01117(8) 0.1461(2) 0.0248(4) Uani 1 1 d . . . . .
H5A H 0.3907 -0.0263 0.0670 0.030 Uiso 1 1 calc R U . . .
C6 C 0.32548(17) 0.03913(7) 0.15681(18) 0.0161(3) Uani 1 1 d . . . . .
C7 C 0.28812(17) 0.07239(7) 0.05301(17) 0.0161(3) Uani 1 1 d . . . . .
C8 C 0.29941(19) 0.05961(9) -0.07211(19) 0.0217(4) Uani 1 1 d . . . . .
H8A H 0.3352 0.0269 -0.0952 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2589(2) 0.09422(10) -0.16265(19) 0.0255(4) Uani 1 1 d . . . . .
H9A H 0.2673 0.0851 -0.2471 0.031 Uiso 1 1 calc R U . . .
C10 C 0.2061(2) 0.14202(9) -0.13028(18) 0.0233(4) Uani 1 1 d . . . . .
H10A H 0.1771 0.1653 -0.1926 0.028 Uiso 1 1 calc R U . . .
C11 C 0.19526(18) 0.15614(8) -0.00626(17) 0.0176(3) Uani 1 1 d . . . . .
H11A H 0.1604 0.1892 0.0155 0.021 Uiso 1 1 calc R U . . .
C12 C 0.23590(17) 0.12153(7) 0.08602(16) 0.0142(3) Uani 1 1 d . . . . .
C21 C 0.13984(16) 0.21161(6) 0.26940(15) 0.0113(3) Uani 1 1 d . . . . .
C22 C 0.21192(17) 0.25834(7) 0.25490(16) 0.0140(3) Uani 1 1 d . . . . .
C23 C 0.15843(19) 0.30768(7) 0.27659(17) 0.0169(3) Uani 1 1 d . . . . .
H23A H 0.2084 0.3384 0.2672 0.020 Uiso 1 1 calc R U . . .
C24 C 0.03187(19) 0.31171(7) 0.31199(17) 0.0177(3) Uani 1 1 d . . . . .
H24A H -0.0035 0.3451 0.3299 0.021 Uiso 1 1 calc R U . . .
C25 C -0.04254(18) 0.26707(7) 0.32113(17) 0.0160(3) Uani 1 1 d . . . . .
H25A H -0.1294 0.2700 0.3433 0.019 Uiso 1 1 calc R U . . .
C26 C 0.00972(17) 0.21766(7) 0.29778(16) 0.0127(3) Uani 1 1 d . . . . .
C27 C 0.34666(18) 0.25255(7) 0.20917(17) 0.0159(3) Uani 1 1 d . . . . .
H27A H 0.4008 0.2802 0.2455 0.019 Uiso 1 1 calc R U . . .
H27B H 0.3488 0.2563 0.1184 0.019 Uiso 1 1 calc R U . . .
C28 C -0.07571(17) 0.16983(7) 0.29350(18) 0.0160(3) Uani 1 1 d . . . . .
H28A H -0.1266 0.1703 0.2167 0.019 Uiso 1 1 calc R U . . .
H28B H -0.1348 0.1705 0.3643 0.019 Uiso 1 1 calc R U . . .
C29 C 0.52700(17) 0.17343(8) 0.13547(17) 0.0170(3) Uani 1 1 d . . . . .
H29A H 0.4796 0.1696 0.0561 0.020 Uiso 1 1 calc R U . . .
C30 C 0.5965(2) 0.12124(8) 0.1557(2) 0.0272(5) Uani 1 1 d . . . . .
H30A H 0.6441 0.1121 0.0813 0.041 Uiso 1 1 calc R U . . .
H30B H 0.5344 0.0937 0.1734 0.041 Uiso 1 1 calc R U . . .
H30C H 0.6552 0.1247 0.2254 0.041 Uiso 1 1 calc R U . . .
C31 C 0.62173(19) 0.21799(8) 0.11571(19) 0.0213(4) Uani 1 1 d . . . . .
H31A H 0.6796 0.2088 0.0486 0.032 Uiso 1 1 calc R U . . .
H31B H 0.6705 0.2236 0.1915 0.032 Uiso 1 1 calc R U . . .
H31C H 0.5758 0.2501 0.0944 0.032 Uiso 1 1 calc R U . . .
C32 C 0.49443(18) 0.19861(7) 0.39972(16) 0.0161(3) Uani 1 1 d . . . . .
H32A H 0.5769 0.2159 0.3794 0.019 Uiso 1 1 calc R U . . .
C33 C 0.4213(2) 0.23451(9) 0.48708(19) 0.0245(4) Uani 1 1 d . . . . .
H33A H 0.4701 0.2393 0.5632 0.037 Uiso 1 1 calc R U . . .
H33B H 0.3391 0.2187 0.5065 0.037 Uiso 1 1 calc R U . . .
H33C H 0.4079 0.2686 0.4476 0.037 Uiso 1 1 calc R U . . .
C34 C 0.5236(3) 0.14680(9) 0.4650(2) 0.0342(6) Uani 1 1 d . . . . .
H34A H 0.5779 0.1535 0.5367 0.051 Uiso 1 1 calc R U . . .
H34B H 0.5674 0.1232 0.4080 0.051 Uiso 1 1 calc R U . . .
H34C H 0.4441 0.1306 0.4922 0.051 Uiso 1 1 calc R U . . .
C35 C -0.06740(18) 0.06094(8) 0.20816(18) 0.0183(3) Uani 1 1 d . . . . .
H35A H -0.1572 0.0609 0.2377 0.022 Uiso 1 1 calc R U . . .
C36 C -0.0689(2) 0.07408(10) 0.0704(2) 0.0261(4) Uani 1 1 d . . . . .
H36A H -0.1265 0.0501 0.0274 0.039 Uiso 1 1 calc R U . . .
H36B H 0.0169 0.0703 0.0369 0.039 Uiso 1 1 calc R U . . .
H36C H -0.0980 0.1102 0.0589 0.039 Uiso 1 1 calc R U . . .
C37 C -0.0128(2) 0.00594(8) 0.2304(2) 0.0266(4) Uani 1 1 d . . . . .
H37A H -0.0549 -0.0192 0.1757 0.040 Uiso 1 1 calc R U . . .
H37B H -0.0271 -0.0042 0.3164 0.040 Uiso 1 1 calc R U . . .
H37C H 0.0785 0.0062 0.2135 0.040 Uiso 1 1 calc R U . . .
C38 C 0.00867(18) 0.08714(8) 0.46001(17) 0.0177(3) Uani 1 1 d . . . . .
H38A H 0.0566 0.0534 0.4660 0.021 Uiso 1 1 calc R U . . .
C39 C 0.0758(3) 0.12669(9) 0.5428(2) 0.0298(5) Uani 1 1 d . . . . .
H39A H 0.0734 0.1144 0.6283 0.045 Uiso 1 1 calc R U . . .
H39B H 0.0329 0.1607 0.5369 0.045 Uiso 1 1 calc R U . . .
H39C H 0.1642 0.1304 0.5165 0.045 Uiso 1 1 calc R U . . .
C40 C -0.1273(2) 0.07642(11) 0.5043(2) 0.0326(5) Uani 1 1 d . . . . .
H40A H -0.1251 0.0635 0.5894 0.049 Uiso 1 1 calc R U . . .
H40B H -0.1668 0.0500 0.4511 0.049 Uiso 1 1 calc R U . . .
H40C H -0.1768 0.1089 0.5008 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C12 2.0041(17) . ?
Ir1 C21 2.0909(16) . ?
Ir1 C1 2.0942(17) . ?
Ir1 P2 2.2989(5) . ?
Ir1 P1 2.3023(5) . ?
P1 C29 1.8413(19) . ?
P1 C27 1.8416(18) . ?
P1 C32 1.8521(18) . ?
P2 C28 1.8373(18) . ?
P2 C35 1.8440(19) . ?
P2 C38 1.8441(19) . ?
C1 C2 1.398(3) . ?
C1 C6 1.417(3) . ?
C2 C3 1.396(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.389(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.393(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.404(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.464(3) . ?
C7 C8 1.402(3) . ?
C7 C12 1.416(3) . ?
C8 C9 1.389(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.387(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.398(3) . ?
C10 H10A 0.9500 . ?
C11 C12 1.402(3) . ?
C11 H11A 0.9500 . ?
C21 C26 1.415(2) . ?
C21 C22 1.423(2) . ?
C22 C23 1.400(3) . ?
C22 C27 1.512(3) . ?
C23 C24 1.393(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.387(3) . ?
C24 H24A 0.9500 . ?
C25 C26 1.400(2) . ?
C25 H25A 0.9500 . ?
C26 C28 1.518(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C31 1.529(3) . ?
C29 C30 1.536(3) . ?
C29 H29A 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.528(3) . ?
C32 C34 1.532(3) . ?
C32 H32A 1.0000 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.532(3) . ?
C35 C37 1.537(3) . ?
C35 H35A 1.0000 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.525(3) . ?
C38 C40 1.537(3) . ?
C38 H38A 1.0000 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

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
C12 Ir1 C21 103.06(7) . . ?
C12 Ir1 C1 79.84(7) . . ?
C21 Ir1 C1 176.63(7) . . ?
C12 Ir1 P2 98.11(5) . . ?
C21 Ir1 P2 82.63(5) . . ?
C1 Ir1 P2 95.32(5) . . ?
C12 Ir1 P1 90.52(5) . . ?
C21 Ir1 P1 81.99(5) . . ?
C1 Ir1 P1 99.79(5) . . ?
P2 Ir1 P1 163.724(16) . . ?
C29 P1 C27 103.27(9) . . ?
C29 P1 C32 106.51(9) . . ?
C27 P1 C32 105.02(9) . . ?
C29 P1 Ir1 120.35(6) . . ?
C27 P1 Ir1 103.13(6) . . ?
C32 P1 Ir1 116.55(6) . . ?
C28 P2 C35 105.57(9) . . ?
C28 P2 C38 104.81(9) . . ?
C35 P2 C38 104.95(9) . . ?
C28 P2 Ir1 104.88(6) . . ?
C35 P2 Ir1 126.75(7) . . ?
C38 P2 Ir1 108.05(6) . . ?
C2 C1 C6 116.80(16) . . ?
C2 C1 Ir1 128.54(14) . . ?
C6 C1 Ir1 114.65(13) . . ?
C3 C2 C1 122.1(2) . . ?
C3 C2 H2A 119.0 . . ?
C1 C2 H2A 119.0 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 119.82(19) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C5 C6 C1 121.48(19) . . ?
C5 C6 C7 124.94(18) . . ?
C1 C6 C7 113.57(15) . . ?
C8 C7 C12 119.01(18) . . ?
C8 C7 C6 125.95(18) . . ?
C12 C7 C6 115.05(16) . . ?
C9 C8 C7 120.71(19) . . ?
C9 C8 H8A 119.6 . . ?
C7 C8 H8A 119.6 . . ?
C10 C9 C8 120.27(18) . . ?
C10 C9 H9A 119.9 . . ?
C8 C9 H9A 119.9 . . ?
C9 C10 C11 120.3(2) . . ?
C9 C10 H10A 119.9 . . ?
C11 C10 H10A 119.9 . . ?
C10 C11 C12 119.98(19) . . ?
C10 C11 H11A 120.0 . . ?
C12 C11 H11A 120.0 . . ?
C11 C12 C7 119.73(16) . . ?
C11 C12 Ir1 123.39(14) . . ?
C7 C12 Ir1 116.87(13) . . ?
C26 C21 C22 116.78(15) . . ?
C26 C21 Ir1 121.32(12) . . ?
C22 C21 Ir1 121.63(12) . . ?
C23 C22 C21 121.35(17) . . ?
C23 C22 C27 121.44(16) . . ?
C21 C22 C27 117.14(15) . . ?
C24 C23 C22 119.94(17) . . ?
C24 C23 H23A 120.0 . . ?
C22 C23 H23A 120.0 . . ?
C25 C24 C23 120.06(17) . . ?
C25 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C24 C25 C26 120.32(17) . . ?
C24 C25 H25A 119.8 . . ?
C26 C25 H25A 119.8 . . ?
C25 C26 C21 121.32(16) . . ?
C25 C26 C28 119.80(16) . . ?
C21 C26 C28 118.74(15) . . ?
C22 C27 P1 108.97(12) . . ?
C22 C27 H27A 109.9 . . ?
P1 C27 H27A 109.9 . . ?
C22 C27 H27B 109.9 . . ?
P1 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
C26 C28 P2 109.92(12) . . ?
C26 C28 H28A 109.7 . . ?
P2 C28 H28A 109.7 . . ?
C26 C28 H28B 109.7 . . ?
P2 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
C31 C29 C30 110.75(16) . . ?
C31 C29 P1 113.70(14) . . ?
C30 C29 P1 113.47(14) . . ?
C31 C29 H29A 106.1 . . ?
C30 C29 H29A 106.1 . . ?
P1 C29 H29A 106.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C34 109.38(18) . . ?
C33 C32 P1 111.75(13) . . ?
C34 C32 P1 111.28(14) . . ?
C33 C32 H32A 108.1 . . ?
C34 C32 H32A 108.1 . . ?
P1 C32 H32A 108.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C37 110.92(18) . . ?
C36 C35 P2 112.25(14) . . ?
C37 C35 P2 110.31(14) . . ?
C36 C35 H35A 107.7 . . ?
C37 C35 H35A 107.7 . . ?
P2 C35 H35A 107.7 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C40 111.45(19) . . ?
C39 C38 P2 108.44(14) . . ?
C40 C38 P2 114.69(14) . . ?
C39 C38 H38A 107.3 . . ?
C40 C38 H38A 107.3 . . ?
P2 C38 H38A 107.3 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.2(3) . . . . ?
Ir1 C1 C2 C3 179.78(15) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 C7 179.06(19) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
Ir1 C1 C6 C5 -179.67(14) . . . . ?
C2 C1 C6 C7 -179.85(16) . . . . ?
Ir1 C1 C6 C7 1.35(19) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C1 C6 C7 C8 178.55(17) . . . . ?
C5 C6 C7 C12 179.41(18) . . . . ?
C1 C6 C7 C12 -1.7(2) . . . . ?
C12 C7 C8 C9 -0.7(3) . . . . ?
C6 C7 C8 C9 179.08(18) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 C11 1.1(3) . . . . ?
C9 C10 C11 C12 -1.1(3) . . . . ?
C10 C11 C12 C7 0.2(3) . . . . ?
C10 C11 C12 Ir1 179.85(14) . . . . ?
C8 C7 C12 C11 0.7(3) . . . . ?
C6 C7 C12 C11 -179.09(16) . . . . ?
C8 C7 C12 Ir1 -178.98(14) . . . . ?
C6 C7 C12 Ir1 1.2(2) . . . . ?
C26 C21 C22 C23 4.5(2) . . . . ?
Ir1 C21 C22 C23 -169.56(13) . . . . ?
C26 C21 C22 C27 -172.61(15) . . . . ?
Ir1 C21 C22 C27 13.3(2) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C27 C22 C23 C24 176.38(17) . . . . ?
C22 C23 C24 C25 -2.5(3) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C25 C26 C21 2.6(3) . . . . ?
C24 C25 C26 C28 -172.93(17) . . . . ?
C22 C21 C26 C25 -5.5(2) . . . . ?
Ir1 C21 C26 C25 168.61(13) . . . . ?
C22 C21 C26 C28 170.08(15) . . . . ?
Ir1 C21 C26 C28 -15.8(2) . . . . ?
C23 C22 C27 P1 155.72(14) . . . . ?
C21 C22 C27 P1 -27.16(19) . . . . ?
C29 P1 C27 C22 153.07(12) . . . . ?
C32 P1 C27 C22 -95.49(13) . . . . ?
Ir1 P1 C27 C22 27.05(13) . . . . ?
C25 C26 C28 P2 -166.29(14) . . . . ?
C21 C26 C28 P2 18.1(2) . . . . ?
C35 P2 C28 C26 -148.10(13) . . . . ?
C38 P2 C28 C26 101.38(14) . . . . ?
Ir1 P2 C28 C26 -12.31(14) . . . . ?
C27 P1 C29 C31 49.84(16) . . . . ?
C32 P1 C29 C31 -60.49(16) . . . . ?
Ir1 P1 C29 C31 163.96(11) . . . . ?
C27 P1 C29 C30 177.60(14) . . . . ?
C32 P1 C29 C30 67.27(16) . . . . ?
Ir1 P1 C29 C30 -68.28(15) . . . . ?
C29 P1 C32 C33 152.98(15) . . . . ?
C27 P1 C32 C33 43.87(16) . . . . ?
Ir1 P1 C32 C33 -69.52(15) . . . . ?
C29 P1 C32 C34 -84.41(18) . . . . ?
C27 P1 C32 C34 166.48(16) . . . . ?
Ir1 P1 C32 C34 53.09(18) . . . . ?
C28 P2 C35 C36 68.84(16) . . . . ?
C38 P2 C35 C36 179.27(14) . . . . ?
Ir1 P2 C35 C36 -53.90(17) . . . . ?
C28 P2 C35 C37 -166.91(14) . . . . ?
C38 P2 C35 C37 -56.48(16) . . . . ?
Ir1 P2 C35 C37 70.35(16) . . . . ?
C28 P2 C38 C39 -67.16(16) . . . . ?
C35 P2 C38 C39 -178.14(15) . . . . ?
Ir1 P2 C38 C39 44.28(16) . . . . ?
C28 P2 C38 C40 58.12(18) . . . . ?
C35 P2 C38 C40 -52.86(18) . . . . ?
Ir1 P2 C38 C40 169.56(15) . . . . ?

_refine_diff_density_max         1.652
_refine_diff_density_min         -2.917
_refine_diff_density_rms         0.136

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1008810'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_jonmm06
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            (i-PrPNP)Ir(biphenylene)(CO)
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H43 Ir O P2'
_chemical_formula_sum            'C33 H43 Ir O P2'
_chemical_formula_weight         709.81

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'
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'

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

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

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

_cell_length_a                   13.587(8)
_cell_length_b                   15.483(9)
_cell_length_c                   13.932(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.765(11)
_cell_angle_gamma                90
_cell_volume                     2910(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(5)
_cell_measurement_reflns_used    3886
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      38.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    4.722
_shelx_estimated_absorpt_T_min   0.385
_shelx_estimated_absorpt_T_max   0.423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3478
_exptl_absorpt_correction_T_max  0.4405
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.0(5)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            108479
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.974
_diffrn_reflns_theta_max         38.768
_diffrn_reflns_theta_full        37.785
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             16157
_reflns_number_gt                13591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SIR2011 (Burla et al., 2012)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0205P)²+1.2255P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         16157
_refine_ls_number_parameters     342
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0227
_refine_ls_wR_factor_ref         0.0494
_refine_ls_wR_factor_gt          0.0466
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.50167(2) 0.23153(2) 0.69900(2) 0.01039(1) Uani 1 1 d . . . . .
P1 P 0.57311(3) 0.36670(2) 0.74080(3) 0.01255(6) Uani 1 1 d . . . . .
P2 P 0.39999(3) 0.11073(2) 0.70723(3) 0.01281(6) Uani 1 1 d . . . . .
O1 O 0.69664(9) 0.13529(8) 0.74524(9) 0.0214(2) Uani 1 1 d . . . . .
C1 C 0.52169(11) 0.23365(9) 0.55071(10) 0.0137(2) Uani 1 1 d . . . . .
C2 C 0.60467(12) 0.20633(10) 0.50746(11) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.6584 0.1799 0.5464 0.021 Uiso 1 1 calc R U . . .
C3 C 0.61032(14) 0.21698(11) 0.40907(12) 0.0215(3) Uani 1 1 d . . . . .
H3 H 0.6677 0.1984 0.3820 0.026 Uiso 1 1 calc R U . . .
C4 C 0.53187(15) 0.25485(11) 0.34991(12) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.5357 0.2624 0.2828 0.027 Uiso 1 1 calc R U . . .
C5 C 0.44819(14) 0.28141(10) 0.39038(11) 0.0199(3) Uani 1 1 d . . . . .
H5 H 0.3945 0.3069 0.3505 0.024 Uiso 1 1 calc R U . . .
C6 C 0.44218(11) 0.27103(9) 0.48904(10) 0.0148(2) Uani 1 1 d . . . . .
C7 C 0.35616(11) 0.29672(9) 0.53724(10) 0.0149(2) Uani 1 1 d . . . . .
C8 C 0.26689(12) 0.32772(10) 0.48843(12) 0.0206(3) Uani 1 1 d . . . . .
H8 H 0.2604 0.3337 0.4201 0.025 Uiso 1 1 calc R U . . .
C9 C 0.18808(13) 0.34974(11) 0.53829(13) 0.0243(3) Uani 1 1 d . . . . .
H9 H 0.1271 0.3686 0.5043 0.029 Uiso 1 1 calc R U . . .
C10 C 0.19914(12) 0.34398(11) 0.63823(13) 0.0216(3) Uani 1 1 d . . . . .
H10 H 0.1458 0.3596 0.6731 0.026 Uiso 1 1 calc R U . . .
C11 C 0.28839(11) 0.31533(10) 0.68788(11) 0.0170(2) Uani 1 1 d . . . . .
H11 H 0.2955 0.3136 0.7565 0.020 Uiso 1 1 calc R U . . .
C12 C 0.36768(10) 0.28914(9) 0.63926(10) 0.0134(2) Uani 1 1 d . . . . .
C21 C 0.46687(11) 0.24420(9) 0.84288(10) 0.0135(2) Uani 1 1 d . . . . .
C22 C 0.52107(11) 0.30217(10) 0.90714(10) 0.0156(2) Uani 1 1 d . . . . .
C23 C 0.49840(13) 0.31301(11) 1.00124(11) 0.0210(3) Uani 1 1 d . . . . .
H23 H 0.5353 0.3527 1.0433 0.025 Uiso 1 1 calc R U . . .
C24 C 0.42184(14) 0.26586(12) 1.03388(12) 0.0251(3) Uani 1 1 d . . . . .
H24 H 0.4063 0.2734 1.0981 0.030 Uiso 1 1 calc R U . . .
C25 C 0.36800(13) 0.20748(12) 0.97231(12) 0.0218(3) Uani 1 1 d . . . . .
H25 H 0.3162 0.1748 0.9948 0.026 Uiso 1 1 calc R U . . .
C26 C 0.39006(11) 0.19687(10) 0.87753(10) 0.0160(2) Uani 1 1 d . . . . .
C27 C 0.60615(11) 0.34970(10) 0.87101(10) 0.0156(2) Uani 1 1 d . . . . .
H27A H 0.6678 0.3152 0.8830 0.019 Uiso 1 1 calc R U . . .
H27B H 0.6169 0.4058 0.9046 0.019 Uiso 1 1 calc R U . . .
C28 C 0.33007(11) 0.13569(10) 0.80900(11) 0.0168(2) Uani 1 1 d . . . . .
H28A H 0.2659 0.1627 0.7847 0.020 Uiso 1 1 calc R U . . .
H28B H 0.3164 0.0818 0.8434 0.020 Uiso 1 1 calc R U . . .
C29 C 0.48753(12) 0.45973(9) 0.73804(11) 0.0167(2) Uani 1 1 d . . . . .
H29 H 0.4305 0.4402 0.7718 0.020 Uiso 1 1 calc R U . . .
C30 C 0.44248(13) 0.48869(11) 0.63649(12) 0.0218(3) Uani 1 1 d . . . . .
H30A H 0.3759 0.5120 0.6398 0.033 Uiso 1 1 calc R U . . .
H30B H 0.4384 0.4391 0.5925 0.033 Uiso 1 1 calc R U . . .
H30C H 0.4845 0.5334 0.6126 0.033 Uiso 1 1 calc R U . . .
C31 C 0.53231(15) 0.53792(11) 0.79552(13) 0.0244(3) Uani 1 1 d . . . . .
H31A H 0.4840 0.5852 0.7909 0.037 Uiso 1 1 calc R U . . .
H31B H 0.5924 0.5568 0.7689 0.037 Uiso 1 1 calc R U . . .
H31C H 0.5491 0.5216 0.8635 0.037 Uiso 1 1 calc R U . . .
C32 C 0.68865(11) 0.40619(10) 0.69779(11) 0.0171(3) Uani 1 1 d . . . . .
H32 H 0.7147 0.4543 0.7415 0.021 Uiso 1 1 calc R U . . .
C33 C 0.76750(12) 0.33483(11) 0.70504(12) 0.0209(3) Uani 1 1 d . . . . .
H33A H 0.8298 0.3584 0.6873 0.031 Uiso 1 1 calc R U . . .
H33B H 0.7451 0.2876 0.6610 0.031 Uiso 1 1 calc R U . . .
H33C H 0.7780 0.3130 0.7715 0.031 Uiso 1 1 calc R U . . .
C34 C 0.67277(14) 0.44216(12) 0.59477(13) 0.0249(3) Uani 1 1 d . . . . .
H34A H 0.7371 0.4562 0.5734 0.037 Uiso 1 1 calc R U . . .
H34B H 0.6321 0.4945 0.5936 0.037 Uiso 1 1 calc R U . . .
H34C H 0.6390 0.3988 0.5514 0.037 Uiso 1 1 calc R U . . .
C35 C 0.30126(11) 0.08627(10) 0.60747(11) 0.0158(2) Uani 1 1 d . . . . .
H35 H 0.2634 0.1411 0.5933 0.019 Uiso 1 1 calc R U . . .
C36 C 0.34198(12) 0.06033(11) 0.51389(12) 0.0212(3) Uani 1 1 d . . . . .
H36A H 0.2894 0.0654 0.4596 0.032 Uiso 1 1 calc R U . . .
H36B H 0.3655 0.0005 0.5191 0.032 Uiso 1 1 calc R U . . .
H36C H 0.3971 0.0985 0.5030 0.032 Uiso 1 1 calc R U . . .
C37 C 0.22656(13) 0.01922(12) 0.63486(13) 0.0246(3) Uani 1 1 d . . . . .
H37A H 0.1712 0.0153 0.5832 0.037 Uiso 1 1 calc R U . . .
H37B H 0.2016 0.0366 0.6952 0.037 Uiso 1 1 calc R U . . .
H37C H 0.2591 -0.0372 0.6437 0.037 Uiso 1 1 calc R U . . .
C38 C 0.45949(12) 0.00610(10) 0.74115(11) 0.0174(3) Uani 1 1 d . . . . .
H38 H 0.4053 -0.0379 0.7379 0.021 Uiso 1 1 calc R U . . .
C39 C 0.51068(13) 0.00558(12) 0.84557(12) 0.0234(3) Uani 1 1 d . . . . .
H39A H 0.5368 -0.0523 0.8617 0.035 Uiso 1 1 calc R U . . .
H39B H 0.4626 0.0213 0.8898 0.035 Uiso 1 1 calc R U . . .
H39C H 0.5653 0.0473 0.8518 0.035 Uiso 1 1 calc R U . . .
C40 C 0.53078(13) -0.02312(11) 0.67019(13) 0.0226(3) Uani 1 1 d . . . . .
H40A H 0.5531 -0.0822 0.6860 0.034 Uiso 1 1 calc R U . . .
H40B H 0.5882 0.0157 0.6750 0.034 Uiso 1 1 calc R U . . .
H40C H 0.4967 -0.0215 0.6042 0.034 Uiso 1 1 calc R U . . .
C41 C 0.62309(11) 0.17217(9) 0.73175(10) 0.0147(2) Uani 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 C41 1.8966(17) . ?
Ir1 C12 2.1086(17) . ?
Ir1 C1 2.1156(18) . ?
Ir1 C21 2.1220(18) . ?
Ir1 P2 2.3360(11) . ?
Ir1 P1 2.3512(12) . ?
P1 C27 1.8356(18) . ?
P1 C29 1.8487(17) . ?
P1 C32 1.8491(17) . ?
P2 C28 1.8383(17) . ?
P2 C38 1.8469(18) . ?
P2 C35 1.8534(17) . ?
O1 C41 1.1470(19) . ?
C1 C2 1.405(2) . ?
C1 C6 1.422(2) . ?
C2 C3 1.392(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.470(2) . ?
C7 C8 1.403(2) . ?
C7 C12 1.416(2) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(2) . ?
C11 H11 0.9500 . ?
C21 C26 1.406(2) . ?
C21 C22 1.412(2) . ?
C22 C23 1.392(2) . ?
C22 C27 1.506(2) . ?
C23 C24 1.390(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.398(2) . ?
C25 H25 0.9500 . ?
C26 C28 1.513(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C31 1.537(2) . ?
C29 C30 1.541(2) . ?
C29 H29 1.0000 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C34 1.531(2) . ?
C32 C33 1.534(2) . ?
C32 H32 1.0000 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.529(2) . ?
C35 C37 1.531(2) . ?
C35 H35 1.0000 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C40 1.532(2) . ?
C38 C39 1.537(2) . ?
C38 H38 1.0000 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

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
C41 Ir1 C12 170.43(6) . . ?
C41 Ir1 C1 91.96(6) . . ?
C12 Ir1 C1 79.18(6) . . ?
C41 Ir1 C21 95.85(6) . . ?
C12 Ir1 C21 93.19(6) . . ?
C1 Ir1 C21 171.72(6) . . ?
C41 Ir1 P2 95.91(6) . . ?
C12 Ir1 P2 82.53(6) . . ?
C1 Ir1 P2 101.84(4) . . ?
C21 Ir1 P2 80.14(4) . . ?
C41 Ir1 P1 92.85(6) . . ?
C12 Ir1 P1 91.90(5) . . ?
C1 Ir1 P1 97.54(4) . . ?
C21 Ir1 P1 79.35(4) . . ?
P2 Ir1 P1 158.399(18) . . ?
C27 P1 C29 102.26(7) . . ?
C27 P1 C32 104.45(7) . . ?
C29 P1 C32 106.95(8) . . ?
C27 P1 Ir1 99.38(5) . . ?
C29 P1 Ir1 116.62(7) . . ?
C32 P1 Ir1 123.75(5) . . ?
C28 P2 C38 103.74(8) . . ?
C28 P2 C35 103.13(8) . . ?
C38 P2 C35 105.60(7) . . ?
C28 P2 Ir1 103.41(6) . . ?
C38 P2 Ir1 118.12(6) . . ?
C35 P2 Ir1 120.45(5) . . ?
C2 C1 C6 117.04(14) . . ?
C2 C1 Ir1 128.04(11) . . ?
C6 C1 Ir1 114.86(11) . . ?
C3 C2 C1 121.81(16) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 120.26(16) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.25(15) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.74(16) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.90(15) . . ?
C5 C6 C7 124.10(14) . . ?
C1 C6 C7 115.00(13) . . ?
C8 C7 C12 120.10(14) . . ?
C8 C7 C6 124.02(14) . . ?
C12 C7 C6 115.87(13) . . ?
C9 C8 C7 121.06(15) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 119.28(15) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 120.23(15) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C12 121.74(15) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C7 117.50(13) . . ?
C11 C12 Ir1 127.59(11) . . ?
C7 C12 Ir1 114.79(10) . . ?
C26 C21 C22 117.79(13) . . ?
C26 C21 Ir1 122.21(10) . . ?
C22 C21 Ir1 120.00(11) . . ?
C23 C22 C21 121.14(14) . . ?
C23 C22 C27 121.31(14) . . ?
C21 C22 C27 117.53(13) . . ?
C24 C23 C22 120.13(15) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 119.88(15) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 120.17(15) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C21 120.90(14) . . ?
C25 C26 C28 120.67(14) . . ?
C21 C26 C28 118.42(13) . . ?
C22 C27 P1 107.00(10) . . ?
C22 C27 H27A 110.3 . . ?
P1 C27 H27A 110.3 . . ?
C22 C27 H27B 110.3 . . ?
P1 C27 H27B 110.3 . . ?
H27A C27 H27B 108.6 . . ?
C26 C28 P2 109.23(11) . . ?
C26 C28 H28A 109.8 . . ?
P2 C28 H28A 109.8 . . ?
C26 C28 H28B 109.8 . . ?
P2 C28 H28B 109.8 . . ?
H28A C28 H28B 108.3 . . ?
C31 C29 C30 109.84(13) . . ?
C31 C29 P1 113.17(12) . . ?
C30 C29 P1 115.26(11) . . ?
C31 C29 H29 105.9 . . ?
C30 C29 H29 105.9 . . ?
P1 C29 H29 105.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C34 C32 C33 110.12(13) . . ?
C34 C32 P1 113.13(11) . . ?
C33 C32 P1 110.70(11) . . ?
C34 C32 H32 107.6 . . ?
C33 C32 H32 107.6 . . ?
P1 C32 H32 107.6 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C37 110.58(13) . . ?
C36 C35 P2 112.99(11) . . ?
C37 C35 P2 113.21(11) . . ?
C36 C35 H35 106.5 . . ?
C37 C35 H35 106.5 . . ?
P2 C35 H35 106.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C40 C38 C39 111.06(14) . . ?
C40 C38 P2 112.64(11) . . ?
C39 C38 P2 112.48(11) . . ?
C40 C38 H38 106.7 . . ?
C39 C38 H38 106.7 . . ?
P2 C38 H38 106.7 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O1 C41 Ir1 175.54(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.5(2) . . . . ?
Ir1 C1 C2 C3 -175.54(12) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C4 C5 C6 C7 -179.50(14) . . . . ?
C2 C1 C6 C5 -1.3(2) . . . . ?
Ir1 C1 C6 C5 176.05(11) . . . . ?
C2 C1 C6 C7 178.64(13) . . . . ?
Ir1 C1 C6 C7 -3.97(16) . . . . ?
C5 C6 C7 C8 5.8(2) . . . . ?
C1 C6 C7 C8 -174.21(14) . . . . ?
C5 C6 C7 C12 -173.85(14) . . . . ?
C1 C6 C7 C12 6.18(19) . . . . ?
C12 C7 C8 C9 -1.3(2) . . . . ?
C6 C7 C8 C9 179.11(15) . . . . ?
C7 C8 C9 C10 2.4(3) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C9 C10 C11 C12 -2.0(3) . . . . ?
C10 C11 C12 C7 3.1(2) . . . . ?
C10 C11 C12 Ir1 -172.77(12) . . . . ?
C8 C7 C12 C11 -1.4(2) . . . . ?
C6 C7 C12 C11 178.22(13) . . . . ?
C8 C7 C12 Ir1 174.97(11) . . . . ?
C6 C7 C12 Ir1 -5.41(16) . . . . ?
C26 C21 C22 C23 -0.9(2) . . . . ?
Ir1 C21 C22 C23 178.66(12) . . . . ?
C26 C21 C22 C27 177.33(13) . . . . ?
Ir1 C21 C22 C27 -3.16(18) . . . . ?
C21 C22 C23 C24 0.6(3) . . . . ?
C27 C22 C23 C24 -177.54(16) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 -0.7(3) . . . . ?
C24 C25 C26 C21 0.4(3) . . . . ?
C24 C25 C26 C28 -178.10(16) . . . . ?
C22 C21 C26 C25 0.4(2) . . . . ?
Ir1 C21 C26 C25 -179.12(12) . . . . ?
C22 C21 C26 C28 178.90(14) . . . . ?
Ir1 C21 C26 C28 -0.61(19) . . . . ?
C23 C22 C27 P1 -149.80(13) . . . . ?
C21 C22 C27 P1 32.01(16) . . . . ?
C29 P1 C27 C22 78.90(12) . . . . ?
C32 P1 C27 C22 -169.75(10) . . . . ?
Ir1 P1 C27 C22 -41.15(10) . . . . ?
C25 C26 C28 P2 -162.17(13) . . . . ?
C21 C26 C28 P2 19.31(17) . . . . ?
C38 P2 C28 C26 97.67(12) . . . . ?
C35 P2 C28 C26 -152.37(11) . . . . ?
Ir1 P2 C28 C26 -26.18(11) . . . . ?
C27 P1 C29 C31 54.53(13) . . . . ?
C32 P1 C29 C31 -54.92(14) . . . . ?
Ir1 P1 C29 C31 161.72(10) . . . . ?
C27 P1 C29 C30 -177.87(11) . . . . ?
C32 P1 C29 C30 72.67(13) . . . . ?
Ir1 P1 C29 C30 -70.69(12) . . . . ?
C27 P1 C32 C34 -168.19(12) . . . . ?
C29 P1 C32 C34 -60.27(13) . . . . ?
Ir1 P1 C32 C34 79.82(13) . . . . ?
C27 P1 C32 C33 67.67(12) . . . . ?
C29 P1 C32 C33 175.59(11) . . . . ?
Ir1 P1 C32 C33 -44.32(13) . . . . ?
C28 P2 C35 C36 -178.18(11) . . . . ?
C38 P2 C35 C36 -69.62(12) . . . . ?
Ir1 P2 C35 C36 67.41(12) . . . . ?
C28 P2 C35 C37 -51.51(13) . . . . ?
C38 P2 C35 C37 57.06(13) . . . . ?
Ir1 P2 C35 C37 -165.92(10) . . . . ?
C28 P2 C38 C40 -174.29(12) . . . . ?
C35 P2 C38 C40 77.59(13) . . . . ?
Ir1 P2 C38 C40 -60.63(13) . . . . ?
C28 P2 C38 C39 -47.84(13) . . . . ?
C35 P2 C38 C39 -155.97(12) . . . . ?
Ir1 P2 C38 C39 65.82(13) . . . . ?

_refine_diff_density_max         1.794
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.132

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 1008811'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_biphenco_R3

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H51 Ir O P2, 0.167(C5 H12)'
_chemical_formula_sum            'C37.83 H53 Ir O P2'
_chemical_formula_weight         777.94

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'
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'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   29.294(7)
_cell_length_b                   29.294(7)
_cell_length_c                   21.131(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     15703(9)
_cell_formula_units_Z            18
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8635
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      32.47

_exptl_crystal_description       lathe
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             7110
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    3.946
_shelx_estimated_absorpt_T_min   0.276
_shelx_estimated_absorpt_T_max   0.718
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5832
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Bruker SAINE (SADABS)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49815
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.254
_diffrn_reflns_theta_max         32.561
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12685
_reflns_number_gt                10277
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+200.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12685
_refine_ls_number_parameters     410
_refine_ls_number_restraints     562
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1295
_refine_ls_wR_factor_gt          0.1219
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1A Ir 0.22169(3) 0.15546(2) 0.32265(3) 0.01407(10) Uani 0.706(2) 1 d D . P A
1
H1A H 0.2607(4) 0.1570(2) 0.2701(5) 0.021 Uiso 0.706(2) 1 d D U P A 1
O1A O 0.1387(2) 0.1463(2) 0.4167(3) 0.0366(12) Uani 0.706(2) 1 d D U P A 1
C37A C 0.1694(2) 0.1506(3) 0.3869(2) 0.0258(12) Uani 0.706(2) 1 d D U P A 1
Ir1B Ir 0.23203(5) 0.15804(5) 0.31051(6) 0.01407(10) Uani 0.294(2) 1 d D . P A
2
H1B H 0.1921(4) 0.1557(2) 0.3654(5) 0.021 Uiso 0.294(2) 1 d D U P A 2
O1B O 0.2998(4) 0.1667(4) 0.1978(4) 0.021(2) Uani 0.294(2) 1 d D U P A 2
C37B C 0.2787(4) 0.1624(5) 0.2390(4) 0.020(2) Uani 0.294(2) 1 d D U P A 2
P1 P 0.25670(4) 0.24585(4) 0.30026(5) 0.01727(19) Uani 1 1 d D . . . .
P2 P 0.17624(5) 0.06447(4) 0.31082(5) 0.0206(2) Uani 1 1 d D . . . .
C1 C 0.17059(18) 0.14933(18) 0.2481(2) 0.0219(8) Uani 1 1 d D U . . .
C2 C 0.1808(2) 0.19230(19) 0.2103(2) 0.0252(8) Uani 1 1 d . U . . .
C3 C 0.1453(2) 0.1872(2) 0.1624(2) 0.0315(10) Uani 1 1 d . U . . .
H3 H 0.1525 0.2167 0.1367 0.038 Uiso 1 1 calc R U . . .
C4 C 0.0996(2) 0.1391(2) 0.1525(3) 0.0370(11) Uani 1 1 d . U . . .
H4 H 0.0756 0.1358 0.1201 0.044 Uiso 1 1 calc R U . . .
C5 C 0.0890(2) 0.0962(2) 0.1896(3) 0.0337(10) Uani 1 1 d . U . . .
H5 H 0.0579 0.0633 0.1827 0.040 Uiso 1 1 calc R U . . .
C6 C 0.12428(19) 0.1013(2) 0.2375(2) 0.0268(9) Uani 1 1 d . U . . .
C7 C 0.2314(2) 0.24356(19) 0.2200(2) 0.0253(8) Uani 1 1 d . U . . .
H7A H 0.2250 0.2734 0.2139 0.030 Uiso 1 1 calc R U . . .
H7B H 0.2579 0.2468 0.1884 0.030 Uiso 1 1 calc R U . . .
C8 C 0.1132(2) 0.0545(2) 0.2781(3) 0.0325(10) Uani 1 1 d . U . . .
H8A H 0.0961 0.0219 0.2524 0.039 Uiso 1 1 calc R U . . .
H8B H 0.0891 0.0508 0.3130 0.039 Uiso 1 1 calc R U . . .
C9 C 0.32947(19) 0.2926(2) 0.2938(3) 0.0348(11) Uani 1 1 d . U . . .
C10 C 0.3535(2) 0.3097(3) 0.3601(3) 0.0500(15) Uani 1 1 d . U . . .
H10A H 0.3436 0.2783 0.3861 0.075 Uiso 1 1 calc R U . . .
H10B H 0.3403 0.3311 0.3799 0.075 Uiso 1 1 calc R U . . .
H10C H 0.3920 0.3304 0.3567 0.075 Uiso 1 1 calc R U . . .
C11 C 0.3431(3) 0.3416(3) 0.2528(4) 0.0543(17) Uani 1 1 d . U . . .
H11A H 0.3245 0.3591 0.2693 0.082 Uiso 1 1 calc R U . . .
H11B H 0.3322 0.3306 0.2090 0.082 Uiso 1 1 calc R U . . .
H11C H 0.3812 0.3661 0.2542 0.082 Uiso 1 1 calc R U . . .
C12 C 0.3541(3) 0.2632(3) 0.2621(4) 0.0552(17) Uani 1 1 d . U . . .
H12A H 0.3923 0.2867 0.2584 0.083 Uiso 1 1 calc R U . . .
H12B H 0.3389 0.2516 0.2199 0.083 Uiso 1 1 calc R U . . .
H12C H 0.3470 0.2324 0.2877 0.083 Uiso 1 1 calc R U . . .
C13 C 0.2253(2) 0.27607(19) 0.3500(2) 0.0263(9) Uani 1 1 d . U . . .
C14 C 0.2323(3) 0.2689(3) 0.4205(2) 0.0417(13) Uani 1 1 d . U . . .
H14A H 0.2691 0.2924 0.4327 0.063 Uiso 1 1 calc R U . . .
H14B H 0.2230 0.2322 0.4284 0.063 Uiso 1 1 calc R U . . .
H14C H 0.2093 0.2773 0.4455 0.063 Uiso 1 1 calc R U . . .
C15 C 0.2478(3) 0.3352(2) 0.3368(3) 0.0428(13) Uani 1 1 d . U . . .
H15A H 0.2279 0.3480 0.3611 0.064 Uiso 1 1 calc R U . . .
H15B H 0.2448 0.3405 0.2916 0.064 Uiso 1 1 calc R U . . .
H15C H 0.2849 0.3548 0.3494 0.064 Uiso 1 1 calc R U . . .
C16 C 0.1666(2) 0.2487(2) 0.3326(2) 0.0326(11) Uani 1 1 d . U . . .
H16A H 0.1476 0.2573 0.3643 0.049 Uiso 1 1 calc R U . . .
H16B H 0.1521 0.2105 0.3316 0.049 Uiso 1 1 calc R U . . .
H16C H 0.1625 0.2609 0.2909 0.049 Uiso 1 1 calc R U . . .
C17 C 0.2002(2) 0.0349(2) 0.2498(2) 0.0315(10) Uani 1 1 d . U . . .
C18 C 0.2586(3) 0.0528(3) 0.2627(3) 0.0444(14) Uani 1 1 d . U . . .
H18A H 0.2614 0.0362 0.3017 0.067 Uiso 1 1 calc R U . . .
H18B H 0.2786 0.0912 0.2674 0.067 Uiso 1 1 calc R U . . .
H18C H 0.2729 0.0423 0.2272 0.067 Uiso 1 1 calc R U . . .
C19 C 0.1686(3) -0.0248(2) 0.2431(4) 0.0578(18) Uani 1 1 d . U . . .
H19A H 0.1811 -0.0356 0.2062 0.087 Uiso 1 1 calc R U . . .
H19B H 0.1312 -0.0360 0.2376 0.087 Uiso 1 1 calc R U . . .
H19C H 0.1730 -0.0412 0.2813 0.087 Uiso 1 1 calc R U . . .
C20 C 0.1980(3) 0.0587(3) 0.1847(3) 0.0442(14) Uani 1 1 d . U . . .
H20A H 0.2174 0.0507 0.1531 0.066 Uiso 1 1 calc R U . . .
H20B H 0.2139 0.0970 0.1887 0.066 Uiso 1 1 calc R U . . .
H20C H 0.1611 0.0434 0.1713 0.066 Uiso 1 1 calc R U . . .
C21 C 0.1565(3) 0.0216(3) 0.3836(3) 0.0503(15) Uani 1 1 d . U . . .
C22 C 0.2011(3) 0.0142(3) 0.4069(4) 0.067(2) Uani 1 1 d . U . . .
H22A H 0.2346 0.0471 0.4013 0.101 Uiso 1 1 calc R U . . .
H22B H 0.2018 -0.0140 0.3826 0.101 Uiso 1 1 calc R U . . .
H22C H 0.1959 0.0047 0.4518 0.101 Uiso 1 1 calc R U . . .
C23 C 0.1063(3) -0.0319(3) 0.3731(4) 0.076(3) Uani 1 1 d . U . . .
H23A H 0.0763 -0.0265 0.3662 0.114 Uiso 1 1 calc R U . . .
H23B H 0.0997 -0.0543 0.4104 0.114 Uiso 1 1 calc R U . . .
H23C H 0.1110 -0.0492 0.3359 0.114 Uiso 1 1 calc R U . . .
C24 C 0.1428(3) 0.0479(4) 0.4357(3) 0.072(2) Uani 1 1 d . U . . .
H24A H 0.1173 0.0576 0.4198 0.108 Uiso 1 1 calc R U . . .
H24B H 0.1748 0.0797 0.4496 0.108 Uiso 1 1 calc R U . . .
H24C H 0.1274 0.0236 0.4714 0.108 Uiso 1 1 calc R U . . .
C25 C 0.28002(17) 0.16273(16) 0.3901(2) 0.0201(7) Uani 1 1 d D U . . .
C26 C 0.32748(17) 0.16319(17) 0.3840(2) 0.0210(7) Uani 1 1 d . U . . .
C27 C 0.36904(18) 0.16345(18) 0.3387(2) 0.0234(8) Uani 1 1 d . U . . .
C28 C 0.3851(2) 0.1644(2) 0.2783(2) 0.0304(9) Uani 1 1 d . U . . .
H28 H 0.3641 0.1621 0.2429 0.036 Uiso 1 1 calc R U . . .
C29 C 0.4354(2) 0.1690(2) 0.2712(3) 0.0359(11) Uani 1 1 d . U . . .
H29 H 0.4484 0.1700 0.2298 0.043 Uiso 1 1 calc R U . . .
C30 C 0.4660(2) 0.1720(2) 0.3221(3) 0.0354(11) Uani 1 1 d . U . . .
H30 H 0.4991 0.1743 0.3149 0.042 Uiso 1 1 calc R U . . .
C31 C 0.4495(2) 0.1719(2) 0.3850(3) 0.0325(10) Uani 1 1 d . U . . .
H31 H 0.4706 0.1747 0.4205 0.039 Uiso 1 1 calc R U . . .
C32 C 0.40077(19) 0.16734(18) 0.3910(2) 0.0255(8) Uani 1 1 d . U . . .
C33 C 0.36067(17) 0.16705(17) 0.4352(2) 0.0224(8) Uani 1 1 d . U . . .
C34 C 0.34931(19) 0.17098(18) 0.4969(2) 0.0263(9) Uani 1 1 d . U . . .
H34 H 0.3715 0.1733 0.5310 0.032 Uiso 1 1 calc R U . . .
C35 C 0.30184(19) 0.17134(18) 0.5058(2) 0.0251(8) Uani 1 1 d . U . . .
H35 H 0.2915 0.1743 0.5475 0.030 Uiso 1 1 calc R U . . .
C36 C 0.27007(19) 0.16759(18) 0.4557(2) 0.0241(8) Uani 1 1 d . U . . .
H36 H 0.2387 0.1683 0.4654 0.029 Uiso 1 1 calc R U . . .
C41A C 0.6108 0.2508 0.3626 0.100 Uiso 0.1667 1 d D U P . .
H41A H 0.6135 0.2215 0.3444 0.150 Uiso 0.1667 1 calc R U P . .
H41B H 0.5736 0.2404 0.3671 0.150 Uiso 0.1667 1 calc R U P . .
H41C H 0.6278 0.2597 0.4043 0.150 Uiso 0.1667 1 calc R U P . .
C42A C 0.6386 0.2994 0.3184 0.200 Uiso 0.1667 1 d D U P . .
H42A H 0.6762 0.3099 0.3133 0.240 Uiso 0.1667 1 calc R U P . .
H42B H 0.6218 0.2906 0.2761 0.240 Uiso 0.1667 1 calc R U P . .
C43A C 0.6339 0.3454 0.3479 0.200 Uiso 0.1667 1 d D U P . .
H43A H 0.6179 0.3587 0.3170 0.240 Uiso 0.1667 1 calc R U P . .
H43B H 0.6110 0.3328 0.3858 0.240 Uiso 0.1667 1 calc R U P . .
C44A C 0.6898 0.3900 0.3664 0.200 Uiso 0.1667 1 d D U P . .
H44A H 0.6893 0.4025 0.4098 0.240 Uiso 0.1667 1 calc R U P . .
H44B H 0.7013 0.4202 0.3370 0.240 Uiso 0.1667 1 calc R U P . .
C45A C 0.7284 0.3683 0.3630 0.200 Uiso 0.1667 1 d D U P . .
H45A H 0.7639 0.3962 0.3746 0.300 Uiso 0.1667 1 calc R U P . .
H45B H 0.7289 0.3563 0.3198 0.300 Uiso 0.1667 1 calc R U P . .
H45C H 0.7168 0.3387 0.3924 0.300 Uiso 0.1667 1 calc R U P . .


_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
Ir1A C37A 1.9983(11) . ?
Ir1A C1 2.119(4) . ?
Ir1A C25 2.153(4) . ?
Ir1A P2 2.3220(13) . ?
Ir1A P1 2.3604(12) . ?
Ir1A H1A 1.578(9) . ?
O1A C37A 1.053(5) . ?
Ir1B C37B 1.9994(11) . ?
Ir1B C1 2.142(4) . ?
Ir1B C25 2.152(4) . ?
Ir1B P1 2.3081(17) . ?
Ir1B P2 2.3885(17) . ?
Ir1B H1B 1.623(9) . ?
O1B C37B 1.039(7) . ?
P1 C7 1.839(5) . ?
P1 C9 1.876(5) . ?
P1 C13 1.885(4) . ?
P2 C8 1.854(5) . ?
P2 C17 1.875(5) . ?
P2 C21 1.885(6) . ?
C1 C2 1.391(6) . ?
C1 C6 1.400(7) . ?
C2 C3 1.404(7) . ?
C2 C7 1.506(7) . ?
C3 C4 1.392(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(7) . ?
C5 H5 0.9500 . ?
C6 C8 1.507(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C12 1.527(9) . ?
C9 C10 1.536(9) . ?
C9 C11 1.549(8) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.532(7) . ?
C13 C16 1.535(7) . ?
C13 C15 1.540(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.522(8) . ?
C17 C18 1.542(8) . ?
C17 C20 1.558(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C24 1.508(11) . ?
C21 C22 1.511(11) . ?
C21 C23 1.538(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.390(6) . ?
C25 C36 1.438(6) . ?
C26 C33 1.421(6) . ?
C26 C27 1.546(6) . ?
C27 C28 1.355(7) . ?
C27 C32 1.413(6) . ?
C28 C29 1.418(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.373(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.412(8) . ?
C30 H30 0.9500 . ?
C31 C32 1.372(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.498(7) . ?
C33 C34 1.364(7) . ?
C34 C35 1.409(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.376(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41A C42A 1.5514(3) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
C42A C43A 1.5505(3) . ?
C42A H42A 0.9900 . ?
C42A H42B 0.9900 . ?
C43A C44A 1.5499(3) . ?
C43A H43A 0.9900 . ?
C43A H43B 0.9900 . ?
C44A C45A 1.5533(4) . ?
C44A H44A 0.9900 . ?
C44A H44B 0.9900 . ?
C45A H45A 0.9800 . ?
C45A H45B 0.9800 . ?
C45A H45C 0.9800 . ?

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
C37A Ir1A C1 90.9(2) . . ?
C37A Ir1A C25 95.7(2) . . ?
C1 Ir1A C25 173.41(17) . . ?
C37A Ir1A P2 90.7(2) . . ?
C1 Ir1A P2 81.21(12) . . ?
C25 Ir1A P2 98.98(11) . . ?
C37A Ir1A P1 96.0(2) . . ?
C1 Ir1A P1 80.69(13) . . ?
C25 Ir1A P1 98.26(11) . . ?
P2 Ir1A P1 160.79(5) . . ?
C37A Ir1A H1A 177.2(4) . . ?
C1 Ir1A H1A 87.1(5) . . ?
C25 Ir1A H1A 86.3(5) . . ?
P2 Ir1A H1A 87.1(2) . . ?
P1 Ir1A H1A 85.7(2) . . ?
O1A C37A Ir1A 173.6(7) . . ?
C37B Ir1B C1 92.8(4) . . ?
C37B Ir1B C25 100.5(4) . . ?
C1 Ir1B C25 166.52(18) . . ?
C37B Ir1B P1 92.0(4) . . ?
C1 Ir1B P1 81.44(13) . . ?
C25 Ir1B P1 99.89(12) . . ?
C37B Ir1B P2 97.4(4) . . ?
C1 Ir1B P2 79.22(13) . . ?
C25 Ir1B P2 96.97(12) . . ?
P1 Ir1B P2 158.84(7) . . ?
C37B Ir1B H1B 176.2(6) . . ?
C1 Ir1B H1B 83.7(4) . . ?
C25 Ir1B H1B 83.0(4) . . ?
P1 Ir1B H1B 86.1(2) . . ?
P2 Ir1B H1B 83.4(2) . . ?
O1B C37B Ir1B 171.3(13) . . ?
C7 P1 C9 104.5(2) . . ?
C7 P1 C13 104.5(2) . . ?
C9 P1 C13 110.0(3) . . ?
C7 P1 Ir1B 98.62(16) . . ?
C9 P1 Ir1B 115.36(18) . . ?
C13 P1 Ir1B 121.11(17) . . ?
C7 P1 Ir1A 101.70(16) . . ?
C9 P1 Ir1A 122.06(17) . . ?
C13 P1 Ir1A 112.00(17) . . ?
C8 P2 C17 104.2(2) . . ?
C8 P2 C21 104.5(3) . . ?
C17 P2 C21 108.4(3) . . ?
C8 P2 Ir1A 100.05(17) . . ?
C17 P2 Ir1A 118.17(19) . . ?
C21 P2 Ir1A 119.1(2) . . ?
C8 P2 Ir1B 103.60(18) . . ?
C17 P2 Ir1B 109.20(19) . . ?
C21 P2 Ir1B 124.9(2) . . ?
C2 C1 C6 118.7(4) . . ?
C2 C1 Ir1A 121.8(3) . . ?
C6 C1 Ir1A 119.5(3) . . ?
C2 C1 Ir1B 117.2(3) . . ?
C6 C1 Ir1B 123.5(3) . . ?
C1 C2 C3 120.3(5) . . ?
C1 C2 C7 118.9(4) . . ?
C3 C2 C7 120.7(4) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 119.8(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 121.0(5) . . ?
C1 C6 C8 118.9(4) . . ?
C5 C6 C8 120.2(5) . . ?
C2 C7 P1 109.9(3) . . ?
C2 C7 H7A 109.7 . . ?
P1 C7 H7A 109.7 . . ?
C2 C7 H7B 109.7 . . ?
P1 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C6 C8 P2 109.0(3) . . ?
C6 C8 H8A 109.9 . . ?
P2 C8 H8A 109.9 . . ?
C6 C8 H8B 109.9 . . ?
P2 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C12 C9 C10 108.3(5) . . ?
C12 C9 C11 107.6(5) . . ?
C10 C9 C11 110.2(5) . . ?
C12 C9 P1 107.8(4) . . ?
C10 C9 P1 109.9(4) . . ?
C11 C9 P1 112.9(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C16 110.7(5) . . ?
C14 C13 C15 108.6(4) . . ?
C16 C13 C15 106.4(4) . . ?
C14 C13 P1 110.3(3) . . ?
C16 C13 P1 107.7(3) . . ?
C15 C13 P1 113.1(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 . . ?
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 110.0(5) . . ?
C19 C17 C20 107.1(5) . . ?
C18 C17 C20 107.0(5) . . ?
C19 C17 P2 116.1(5) . . ?
C18 C17 P2 109.2(3) . . ?
C20 C17 P2 106.9(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 . . ?
C24 C21 C22 107.9(6) . . ?
C24 C21 C23 105.3(7) . . ?
C22 C21 C23 110.8(7) . . ?
C24 C21 P2 109.0(5) . . ?
C22 C21 P2 111.2(5) . . ?
C23 C21 P2 112.3(5) . . ?
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 . . ?
C26 C25 C36 109.9(4) . . ?
C26 C25 Ir1B 123.1(3) . . ?
C36 C25 Ir1B 127.0(3) . . ?
C26 C25 Ir1A 132.9(3) . . ?
C36 C25 Ir1A 117.3(3) . . ?
C25 C26 C33 124.8(4) . . ?
C25 C26 C27 147.0(4) . . ?
C33 C26 C27 88.1(3) . . ?
C28 C27 C32 121.8(4) . . ?
C28 C27 C26 148.0(4) . . ?
C32 C27 C26 90.0(4) . . ?
C27 C28 C29 115.8(5) . . ?
C27 C28 H28 122.1 . . ?
C29 C28 H28 122.1 . . ?
C30 C29 C28 122.4(5) . . ?
C30 C29 H29 118.8 . . ?
C28 C29 H29 118.8 . . ?
C29 C30 C31 121.7(5) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 H30 119.1 . . ?
C32 C31 C30 115.2(5) . . ?
C32 C31 H31 122.4 . . ?
C30 C31 H31 122.4 . . ?
C31 C32 C27 123.1(5) . . ?
C31 C32 C33 146.5(5) . . ?
C27 C32 C33 90.3(4) . . ?
C34 C33 C26 123.3(4) . . ?
C34 C33 C32 145.0(4) . . ?
C26 C33 C32 91.6(4) . . ?
C33 C34 C35 114.3(4) . . ?
C33 C34 H34 122.9 . . ?
C35 C34 H34 122.9 . . ?
C36 C35 C34 121.9(4) . . ?
C36 C35 H35 119.1 . . ?
C34 C35 H35 119.1 . . ?
C35 C36 C25 125.9(4) . . ?
C35 C36 H36 117.1 . . ?
C25 C36 H36 117.1 . . ?
C42A C41A H41A 109.5 . . ?
C42A C41A H41B 109.5 . . ?
H41A C41A H41B 109.5 . . ?
C42A C41A H41C 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
C43A C42A C41A 108.757(16) . . ?
C43A C42A H42A 109.9 . . ?
C41A C42A H42A 109.9 . . ?
C43A C42A H42B 109.9 . . ?
C41A C42A H42B 109.9 . . ?
H42A C42A H42B 108.3 . . ?
C44A C43A C42A 108.664(2) . . ?
C44A C43A H43A 110.0 . . ?
C42A C43A H43A 110.0 . . ?
C44A C43A H43B 110.0 . . ?
C42A C43A H43B 110.0 . . ?
H43A C43A H43B 108.3 . . ?
C43A C44A C45A 108.700(1) . . ?
C43A C44A H44A 109.9 . . ?
C45A C44A H44A 109.9 . . ?
C43A C44A H44B 109.9 . . ?
C45A C44A H44B 109.9 . . ?
H44A C44A H44B 108.3 . . ?
C44A C45A H45A 109.5 . . ?
C44A C45A H45B 109.5 . . ?
H45A C45A H45B 109.5 . . ?
C44A C45A H45C 109.5 . . ?
H45A C45A H45C 109.5 . . ?
H45B C45A H45C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.3(7) . . . . ?
Ir1A C1 C2 C3 -178.1(3) . . . . ?
Ir1B C1 C2 C3 171.5(3) . . . . ?
C6 C1 C2 C7 -178.1(4) . . . . ?
Ir1A C1 C2 C7 4.1(6) . . . . ?
Ir1B C1 C2 C7 -6.3(5) . . . . ?
C1 C2 C3 C4 0.0(7) . . . . ?
C7 C2 C3 C4 177.7(4) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C3 C4 C5 C6 0.3(8) . . . . ?
C2 C1 C6 C5 0.6(7) . . . . ?
Ir1A C1 C6 C5 178.5(4) . . . . ?
Ir1B C1 C6 C5 -170.7(4) . . . . ?
C2 C1 C6 C8 179.5(4) . . . . ?
Ir1A C1 C6 C8 -2.5(6) . . . . ?
Ir1B C1 C6 C8 8.3(6) . . . . ?
C4 C5 C6 C1 -0.6(7) . . . . ?
C4 C5 C6 C8 -179.6(5) . . . . ?
C1 C2 C7 P1 -22.5(5) . . . . ?
C3 C2 C7 P1 159.7(4) . . . . ?
C9 P1 C7 C2 155.0(3) . . . . ?
C13 P1 C7 C2 -89.5(3) . . . . ?
Ir1B P1 C7 C2 35.9(3) . . . . ?
Ir1A P1 C7 C2 27.2(3) . . . . ?
C1 C6 C8 P2 -22.9(5) . . . . ?
C5 C6 C8 P2 156.0(4) . . . . ?
C17 P2 C8 C6 -89.3(4) . . . . ?
C21 P2 C8 C6 157.0(4) . . . . ?
Ir1A P2 C8 C6 33.3(3) . . . . ?
Ir1B P2 C8 C6 24.9(4) . . . . ?
C7 P1 C9 C12 -77.1(4) . . . . ?
C13 P1 C9 C12 171.3(4) . . . . ?
Ir1B P1 C9 C12 30.0(5) . . . . ?
Ir1A P1 C9 C12 37.1(5) . . . . ?
C7 P1 C9 C10 165.0(4) . . . . ?
C13 P1 C9 C10 53.4(4) . . . . ?
Ir1B P1 C9 C10 -87.9(4) . . . . ?
Ir1A P1 C9 C10 -80.8(4) . . . . ?
C7 P1 C9 C11 41.6(5) . . . . ?
C13 P1 C9 C11 -70.0(5) . . . . ?
Ir1B P1 C9 C11 148.7(4) . . . . ?
Ir1A P1 C9 C11 155.7(4) . . . . ?
C7 P1 C13 C14 166.8(4) . . . . ?
C9 P1 C13 C14 -81.6(4) . . . . ?
Ir1B P1 C13 C14 57.1(4) . . . . ?
Ir1A P1 C13 C14 57.5(4) . . . . ?
C7 P1 C13 C16 45.9(4) . . . . ?
C9 P1 C13 C16 157.5(3) . . . . ?
Ir1B P1 C13 C16 -63.7(4) . . . . ?
Ir1A P1 C13 C16 -63.3(4) . . . . ?
C7 P1 C13 C15 -71.3(4) . . . . ?
C9 P1 C13 C15 40.3(4) . . . . ?
Ir1B P1 C13 C15 179.1(3) . . . . ?
Ir1A P1 C13 C15 179.5(3) . . . . ?
C8 P2 C17 C19 -69.2(4) . . . . ?
C21 P2 C17 C19 41.7(5) . . . . ?
Ir1A P2 C17 C19 -179.0(3) . . . . ?
Ir1B P2 C17 C19 -179.3(4) . . . . ?
C8 P2 C17 C18 165.7(4) . . . . ?
C21 P2 C17 C18 -83.4(5) . . . . ?
Ir1A P2 C17 C18 55.9(4) . . . . ?
Ir1B P2 C17 C18 55.6(4) . . . . ?
C8 P2 C17 C20 50.3(4) . . . . ?
C21 P2 C17 C20 161.1(4) . . . . ?
Ir1A P2 C17 C20 -59.6(4) . . . . ?
Ir1B P2 C17 C20 -59.9(4) . . . . ?
C8 P2 C21 C24 -75.6(5) . . . . ?
C17 P2 C21 C24 173.8(5) . . . . ?
Ir1A P2 C21 C24 34.9(6) . . . . ?
Ir1B P2 C21 C24 42.9(6) . . . . ?
C8 P2 C21 C22 165.6(5) . . . . ?
C17 P2 C21 C22 55.0(6) . . . . ?
Ir1A P2 C21 C22 -83.9(6) . . . . ?
Ir1B P2 C21 C22 -75.9(6) . . . . ?
C8 P2 C21 C23 40.8(7) . . . . ?
C17 P2 C21 C23 -69.9(7) . . . . ?
Ir1A P2 C21 C23 151.3(6) . . . . ?
Ir1B P2 C21 C23 159.3(6) . . . . ?
C36 C25 C26 C33 0.9(6) . . . . ?
Ir1B C25 C26 C33 179.0(3) . . . . ?
Ir1A C25 C26 C33 -178.2(3) . . . . ?
C36 C25 C26 C27 -174.9(6) . . . . ?
Ir1B C25 C26 C27 3.2(9) . . . . ?
Ir1A C25 C26 C27 6.0(10) . . . . ?
C25 C26 C27 C28 2.0(13) . . . . ?
C33 C26 C27 C28 -174.5(8) . . . . ?
C25 C26 C27 C32 176.5(7) . . . . ?
C33 C26 C27 C32 -0.1(4) . . . . ?
C32 C27 C28 C29 0.6(7) . . . . ?
C26 C27 C28 C29 174.1(7) . . . . ?
C27 C28 C29 C30 0.3(8) . . . . ?
C28 C29 C30 C31 -1.4(9) . . . . ?
C29 C30 C31 C32 1.4(8) . . . . ?
C30 C31 C32 C27 -0.5(7) . . . . ?
C30 C31 C32 C33 -175.3(7) . . . . ?
C28 C27 C32 C31 -0.5(7) . . . . ?
C26 C27 C32 C31 -177.1(5) . . . . ?
C28 C27 C32 C33 176.6(5) . . . . ?
C26 C27 C32 C33 0.1(3) . . . . ?
C25 C26 C33 C34 -0.3(7) . . . . ?
C27 C26 C33 C34 177.5(4) . . . . ?
C25 C26 C33 C32 -177.7(4) . . . . ?
C27 C26 C33 C32 0.1(3) . . . . ?
C31 C32 C33 C34 -0.6(13) . . . . ?
C27 C32 C33 C34 -176.3(7) . . . . ?
C31 C32 C33 C26 175.6(8) . . . . ?
C27 C32 C33 C26 -0.1(4) . . . . ?
C26 C33 C34 C35 -0.5(7) . . . . ?
C32 C33 C34 C35 175.0(6) . . . . ?
C33 C34 C35 C36 0.5(7) . . . . ?
C34 C35 C36 C25 0.3(7) . . . . ?
C26 C25 C36 C35 -1.0(6) . . . . ?
Ir1B C25 C36 C35 -178.9(4) . . . . ?
Ir1A C25 C36 C35 178.3(4) . . . . ?
C41A C42A C43A C44A 114.204(12) . . . . ?
C42A C43A C44A C45A -12.571(4) . . . . ?

_refine_diff_density_max         2.598
_refine_diff_density_min         -1.850
_refine_diff_density_rms         0.152

_shelxl_version_number           2013-4


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
_database_code_depnum_ccdc_archive 'CCDC 1012557'
