# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_compound_6a
_database_code_depnum_ccdc_archive 'CCDC 1472599'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H46 Ir O2 P3'
_chemical_formula_sum            'C28 H46 Ir O2 P3'
_chemical_formula_weight         699.76

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.8054(14)
_cell_length_b                   12.7662(14)
_cell_length_c                   20.774(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.821(2)
_cell_angle_gamma                90
_cell_volume                     3283.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9965
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.06

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_F_000             1408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    4.233
_shelx_estimated_absorpt_T_min   0.485
_shelx_estimated_absorpt_T_max   0.702
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.5783
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67001
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.645
_diffrn_reflns_theta_max         26.173
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6565
_reflns_number_gt                5939
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0251P)²+1.3232P] 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         6565
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_ref         0.0485
_refine_ls_wR_factor_gt          0.0463
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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 0.73716(2) 0.64594(2) 0.69451(2) 0.01842(4) Uani 1 1 d . . . . .
H1 H 0.709(2) 0.503(2) 0.5706(16) 0.048(9) Uiso 1 1 d . . . . .
O1 O 0.85461(15) 0.70069(14) 0.84441(9) 0.0279(4) Uani 1 1 d . . . . .
C1 C 0.73897(19) 0.77940(19) 0.74873(12) 0.0190(5) Uani 1 1 d . . . . .
P1 P 0.85293(5) 0.60042(5) 0.79301(3) 0.02078(14) Uani 1 1 d . . . . .
P2 P 0.63187(6) 0.75277(5) 0.61742(3) 0.02172(14) Uani 1 1 d . . . . .
H2 H 0.825(2) 0.448(2) 0.6374(14) 0.036(8) Uiso 1 1 d . . . . .
O2 O 0.62412(16) 0.86603(13) 0.65564(9) 0.0257(4) Uani 1 1 d . . . . .
C2 C 0.7954(2) 0.7872(2) 0.81498(13) 0.0218(5) Uani 1 1 d . . . . .
P3 P 0.73506(6) 0.49817(5) 0.63421(4) 0.02623(16) Uani 1 1 d . . . . .
C3 C 0.7954(2) 0.8759(2) 0.85367(14) 0.0263(6) Uani 1 1 d . . . . .
H3 H 0.8352 0.8778 0.8990 0.032 Uiso 1 1 calc R U . . .
C5 C 0.6785(2) 0.95960(19) 0.75816(13) 0.0241(6) Uani 1 1 d . . . . .
H5 H 0.6382 1.0188 0.7380 0.029 Uiso 1 1 calc R U . . .
C4 C 0.7357(2) 0.9614(2) 0.82427(13) 0.0265(6) Uani 1 1 d . . . . .
H4 H 0.7341 1.0226 0.8500 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6816(2) 0.86900(19) 0.72209(12) 0.0199(5) Uani 1 1 d . . . . .
C9 C 1.0739(2) 0.5884(3) 0.86525(17) 0.0455(8) Uani 1 1 d . . . . .
H9A H 1.1490 0.5987 0.8635 0.068 Uiso 1 1 calc R U . . .
H9B H 1.0663 0.5191 0.8839 0.068 Uiso 1 1 calc R U . . .
H9C H 1.0542 0.6425 0.8934 0.068 Uiso 1 1 calc R U . . .
C8 C 1.0231(3) 0.6999(3) 0.7652(2) 0.0632(12) Uani 1 1 d . . . . .
H8A H 1.0988 0.7016 0.7634 0.095 Uiso 1 1 calc R U . . .
H8B H 1.0093 0.7578 0.7929 0.095 Uiso 1 1 calc R U . . .
H8C H 0.9761 0.7070 0.7200 0.095 Uiso 1 1 calc R U . . .
C28 C 0.5655(2) 0.3902(2) 0.66789(13) 0.0262(6) Uani 1 1 d . . . . .
H28 H 0.5417 0.4573 0.6780 0.031 Uiso 1 1 calc R U . . .
C27 C 0.5070(2) 0.3018(2) 0.67585(13) 0.0296(6) Uani 1 1 d . . . . .
H27 H 0.4427 0.3085 0.6903 0.035 Uiso 1 1 calc R U . . .
C26 C 0.5426(2) 0.2041(2) 0.66266(14) 0.0301(6) Uani 1 1 d . . . . .
H26 H 0.5033 0.1434 0.6687 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6352(2) 0.1945(2) 0.64074(14) 0.0296(6) Uani 1 1 d . . . . .
H25 H 0.6597 0.1271 0.6318 0.036 Uiso 1 1 calc R U . . .
C24 C 0.6924(2) 0.2825(2) 0.63180(13) 0.0251(6) Uani 1 1 d . . . . .
H24 H 0.7556 0.2754 0.6163 0.030 Uiso 1 1 calc R U . . .
C23 C 0.6582(2) 0.3816(2) 0.64534(12) 0.0215(5) Uani 1 1 d . . . . .
C7 C 0.9996(2) 0.5959(2) 0.79505(15) 0.0321(7) Uani 1 1 d . . . . .
C10 C 1.0220(3) 0.5061(3) 0.7526(2) 0.0659(12) Uani 1 1 d . . . . .
H10A H 0.9784 0.5149 0.7067 0.099 Uiso 1 1 calc R U . . .
H10B H 1.0032 0.4397 0.7704 0.099 Uiso 1 1 calc R U . . .
H10C H 1.0988 0.5058 0.7532 0.099 Uiso 1 1 calc R U . . .
C11 C 0.8142(2) 0.4964(2) 0.84591(13) 0.0254(6) Uani 1 1 d . . . . .
C12 C 0.8731(2) 0.5007(2) 0.91999(14) 0.0357(7) Uani 1 1 d . . . . .
H12A H 0.9465 0.4730 0.9264 0.054 Uiso 1 1 calc R U . . .
H12B H 0.8338 0.4583 0.9454 0.054 Uiso 1 1 calc R U . . .
H12C H 0.8767 0.5734 0.9355 0.054 Uiso 1 1 calc R U . . .
C13 C 0.8269(3) 0.3874(2) 0.81836(16) 0.0423(8) Uani 1 1 d . . . . .
H13A H 0.7909 0.3854 0.7707 0.063 Uiso 1 1 calc R U . . .
H13B H 0.7942 0.3352 0.8418 0.063 Uiso 1 1 calc R U . . .
H13C H 0.9039 0.3717 0.8250 0.063 Uiso 1 1 calc R U . . .
C14 C 0.6937(2) 0.5170(3) 0.83969(15) 0.0409(8) Uani 1 1 d . . . . .
H14A H 0.6538 0.5140 0.7927 0.061 Uiso 1 1 calc R U . . .
H14B H 0.6849 0.5866 0.8576 0.061 Uiso 1 1 calc R U . . .
H14C H 0.6656 0.4638 0.8648 0.061 Uiso 1 1 calc R U . . .
C15 C 0.4843(2) 0.7246(2) 0.58745(14) 0.0294(6) Uani 1 1 d . . . . .
C16 C 0.4455(2) 0.7125(3) 0.65120(15) 0.0372(7) Uani 1 1 d . . . . .
H16A H 0.3690 0.6927 0.6394 0.056 Uiso 1 1 calc R U . . .
H16B H 0.4547 0.7791 0.6754 0.056 Uiso 1 1 calc R U . . .
H16C H 0.4881 0.6580 0.6794 0.056 Uiso 1 1 calc R U . . .
C17 C 0.4652(3) 0.6212(2) 0.54871(17) 0.0412(8) Uani 1 1 d . . . . .
H17A H 0.3883 0.6032 0.5384 0.062 Uiso 1 1 calc R U . . .
H17B H 0.5076 0.5655 0.5757 0.062 Uiso 1 1 calc R U . . .
H17C H 0.4874 0.6288 0.5072 0.062 Uiso 1 1 calc R U . . .
C18 C 0.4193(3) 0.8121(3) 0.54537(15) 0.0405(7) Uani 1 1 d . . . . .
H18A H 0.4355 0.8140 0.5017 0.061 Uiso 1 1 calc R U . . .
H18B H 0.4387 0.8794 0.5679 0.061 Uiso 1 1 calc R U . . .
H18C H 0.3420 0.7991 0.5394 0.061 Uiso 1 1 calc R U . . .
C19 C 0.6901(2) 0.8027(2) 0.54916(14) 0.0320(7) Uani 1 1 d . . . . .
C20 C 0.6780(3) 0.7231(3) 0.49370(16) 0.0500(9) Uani 1 1 d . . . . .
H20A H 0.6017 0.7168 0.4699 0.075 Uiso 1 1 calc R U . . .
H20B H 0.7049 0.6550 0.5126 0.075 Uiso 1 1 calc R U . . .
H20C H 0.7197 0.7460 0.4627 0.075 Uiso 1 1 calc R U . . .
C21 C 0.6437(3) 0.9077(3) 0.51999(18) 0.0572(11) Uani 1 1 d . . . . .
H21A H 0.6875 0.9356 0.4916 0.086 Uiso 1 1 calc R U . . .
H21B H 0.6445 0.9571 0.5562 0.086 Uiso 1 1 calc R U . . .
H21C H 0.5692 0.8977 0.4934 0.086 Uiso 1 1 calc R U . . .
C22 C 0.8109(3) 0.8167(4) 0.58246(18) 0.0625(11) Uani 1 1 d . . . . .
H22A H 0.8473 0.8443 0.5499 0.094 Uiso 1 1 calc R U . . .
H22B H 0.8425 0.7489 0.5990 0.094 Uiso 1 1 calc R U . . .
H22C H 0.8201 0.8658 0.6197 0.094 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.039(2) . ?
Ir1 P3 2.2608(7) . ?
Ir1 P2 2.2666(7) . ?
Ir1 P1 2.2740(7) . ?
O1 C2 1.390(3) . ?
O1 P1 1.6635(19) . ?
C1 C2 1.385(3) . ?
C1 C6 1.395(3) . ?
P1 C7 1.869(3) . ?
P1 C11 1.870(3) . ?
P2 O2 1.6647(18) . ?
P2 C15 1.867(3) . ?
P2 C19 1.874(3) . ?
O2 C6 1.389(3) . ?
C2 C3 1.388(4) . ?
P3 C23 1.831(3) . ?
P3 H1 1.28(3) . ?
P3 H2 1.30(3) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9500 . ?
C5 C4 1.382(4) . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C9 C7 1.527(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 C7 1.527(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C28 C27 1.387(4) . ?
C28 C23 1.388(4) . ?
C28 H28 0.9500 . ?
C27 C26 1.379(4) . ?
C27 H27 0.9500 . ?
C26 C25 1.381(4) . ?
C26 H26 0.9500 . ?
C25 C24 1.379(4) . ?
C25 H25 0.9500 . ?
C24 C23 1.391(4) . ?
C24 H24 0.9500 . ?
C7 C10 1.518(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.529(4) . ?
C11 C12 1.532(4) . ?
C11 C14 1.538(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.528(4) . ?
C15 C17 1.533(4) . ?
C15 C16 1.537(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.514(4) . ?
C19 C21 1.527(4) . ?
C19 C22 1.536(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C1 Ir1 P3 179.88(8) . . ?
C1 Ir1 P2 78.94(7) . . ?
P3 Ir1 P2 100.95(3) . . ?
C1 Ir1 P1 78.69(7) . . ?
P3 Ir1 P1 101.42(3) . . ?
P2 Ir1 P1 157.31(2) . . ?
C2 O1 P1 114.41(16) . . ?
C2 C1 C6 115.0(2) . . ?
C2 C1 Ir1 122.59(18) . . ?
C6 C1 Ir1 122.37(19) . . ?
O1 P1 C7 99.28(12) . . ?
O1 P1 C11 97.53(11) . . ?
C7 P1 C11 112.41(13) . . ?
O1 P1 Ir1 106.22(7) . . ?
C7 P1 Ir1 116.64(10) . . ?
C11 P1 Ir1 120.02(9) . . ?
O2 P2 C15 98.50(11) . . ?
O2 P2 C19 98.58(12) . . ?
C15 P2 C19 112.18(13) . . ?
O2 P2 Ir1 106.44(7) . . ?
C15 P2 Ir1 119.21(9) . . ?
C19 P2 Ir1 117.35(10) . . ?
C6 O2 P2 114.62(15) . . ?
C1 C2 C3 123.9(2) . . ?
C1 C2 O1 117.8(2) . . ?
C3 C2 O1 118.3(2) . . ?
C23 P3 Ir1 122.60(9) . . ?
C23 P3 H1 99.5(14) . . ?
Ir1 P3 H1 119.7(14) . . ?
C23 P3 H2 95.4(12) . . ?
Ir1 P3 H2 119.5(12) . . ?
H1 P3 H2 93.9(18) . . ?
C4 C3 C2 118.0(3) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C4 C5 C6 118.1(2) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C5 C6 O2 118.7(2) . . ?
C5 C6 C1 123.7(2) . . ?
O2 C6 C1 117.6(2) . . ?
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 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 . . ?
C27 C28 C23 120.7(3) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C26 C27 C28 119.7(3) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C24 C25 C26 120.1(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C28 C23 C24 118.7(2) . . ?
C28 C23 P3 120.9(2) . . ?
C24 C23 P3 120.5(2) . . ?
C10 C7 C9 110.1(3) . . ?
C10 C7 C8 109.5(3) . . ?
C9 C7 C8 107.7(3) . . ?
C10 C7 P1 110.4(2) . . ?
C9 C7 P1 113.6(2) . . ?
C8 C7 P1 105.4(2) . . ?
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 . . ?
C13 C11 C12 109.6(2) . . ?
C13 C11 C14 109.0(3) . . ?
C12 C11 C14 107.7(2) . . ?
C13 C11 P1 110.89(19) . . ?
C12 C11 P1 115.37(19) . . ?
C14 C11 P1 103.91(18) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C17 109.8(2) . . ?
C18 C15 C16 108.5(2) . . ?
C17 C15 C16 108.8(3) . . ?
C18 C15 P2 114.0(2) . . ?
C17 C15 P2 110.7(2) . . ?
C16 C15 P2 104.76(19) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C21 109.5(3) . . ?
C20 C19 C22 108.4(3) . . ?
C21 C19 C22 108.8(3) . . ?
C20 C19 P2 111.4(2) . . ?
C21 C19 P2 114.1(2) . . ?
C22 C19 P2 104.4(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
C2 O1 P1 C7 116.43(19) . . . . ?
C2 O1 P1 C11 -129.28(19) . . . . ?
C2 O1 P1 Ir1 -4.94(18) . . . . ?
C15 P2 O2 C6 124.46(18) . . . . ?
C19 P2 O2 C6 -121.42(19) . . . . ?
Ir1 P2 O2 C6 0.51(18) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
Ir1 C1 C2 C3 -177.9(2) . . . . ?
C6 C1 C2 O1 -179.7(2) . . . . ?
Ir1 C1 C2 O1 1.5(3) . . . . ?
P1 O1 C2 C1 2.7(3) . . . . ?
P1 O1 C2 C3 -177.8(2) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
O1 C2 C3 C4 -179.6(2) . . . . ?
C6 C5 C4 C3 0.6(4) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C4 C5 C6 O2 179.8(2) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
P2 O2 C6 C5 -179.05(19) . . . . ?
P2 O2 C6 C1 0.6(3) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
Ir1 C1 C6 C5 177.9(2) . . . . ?
C2 C1 C6 O2 179.5(2) . . . . ?
Ir1 C1 C6 O2 -1.7(3) . . . . ?
C23 C28 C27 C26 1.4(4) . . . . ?
C28 C27 C26 C25 -0.9(4) . . . . ?
C27 C26 C25 C24 -0.2(4) . . . . ?
C26 C25 C24 C23 0.7(4) . . . . ?
C27 C28 C23 C24 -0.9(4) . . . . ?
C27 C28 C23 P3 179.6(2) . . . . ?
C25 C24 C23 C28 -0.1(4) . . . . ?
C25 C24 C23 P3 179.4(2) . . . . ?
Ir1 P3 C23 C28 28.0(3) . . . . ?
Ir1 P3 C23 C24 -151.52(18) . . . . ?
O1 P1 C7 C10 178.2(3) . . . . ?
C11 P1 C7 C10 76.0(3) . . . . ?
Ir1 P1 C7 C10 -68.3(3) . . . . ?
O1 P1 C7 C9 54.0(2) . . . . ?
C11 P1 C7 C9 -48.2(3) . . . . ?
Ir1 P1 C7 C9 167.48(19) . . . . ?
O1 P1 C7 C8 -63.7(3) . . . . ?
C11 P1 C7 C8 -165.8(2) . . . . ?
Ir1 P1 C7 C8 49.8(3) . . . . ?
O1 P1 C11 C13 -168.8(2) . . . . ?
C7 P1 C11 C13 -65.5(2) . . . . ?
Ir1 P1 C11 C13 77.5(2) . . . . ?
O1 P1 C11 C12 -43.4(2) . . . . ?
C7 P1 C11 C12 59.9(2) . . . . ?
Ir1 P1 C11 C12 -157.13(17) . . . . ?
O1 P1 C11 C14 74.23(19) . . . . ?
C7 P1 C11 C14 177.55(19) . . . . ?
Ir1 P1 C11 C14 -39.5(2) . . . . ?
O2 P2 C15 C18 55.4(2) . . . . ?
C19 P2 C15 C18 -47.5(2) . . . . ?
Ir1 P2 C15 C18 169.69(17) . . . . ?
O2 P2 C15 C17 179.8(2) . . . . ?
C19 P2 C15 C17 76.9(2) . . . . ?
Ir1 P2 C15 C17 -65.9(2) . . . . ?
O2 P2 C15 C16 -63.0(2) . . . . ?
C19 P2 C15 C16 -165.98(19) . . . . ?
Ir1 P2 C15 C16 51.2(2) . . . . ?
O2 P2 C19 C20 -163.9(2) . . . . ?
C15 P2 C19 C20 -61.0(3) . . . . ?
Ir1 P2 C19 C20 82.5(2) . . . . ?
O2 P2 C19 C21 -39.3(3) . . . . ?
C15 P2 C19 C21 63.6(3) . . . . ?
Ir1 P2 C19 C21 -152.8(2) . . . . ?
O2 P2 C19 C22 79.4(2) . . . . ?
C15 P2 C19 C22 -177.8(2) . . . . ?
Ir1 P2 C19 C22 -34.2(3) . . . . ?

_refine_diff_density_max         0.770
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.083

_shelxl_version_number           2014/6


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

data_compound_6b
_database_code_depnum_ccdc_archive 'CCDC 1472600'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H48 Ir O2 P3'
_chemical_formula_sum            'C29 H48 Ir O2 P3'
_chemical_formula_weight         713.78

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2215(11)
_cell_length_b                   11.8640(13)
_cell_length_c                   16.0253(18)
_cell_angle_alpha                103.712(2)
_cell_angle_beta                 100.633(2)
_cell_angle_gamma                93.622(2)
_cell_volume                     1843.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      26.07

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.770
_shelx_estimated_absorpt_T_min   0.602
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.5616
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38408
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.778
_diffrn_reflns_theta_max         26.102
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7343
_reflns_number_gt                6843
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0320P)²] 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         7343
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0541
_refine_ls_wR_factor_gt          0.0524
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.004
_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 0.77153(2) 0.42793(2) 0.72702(2) 0.02277(5) Uani 1 1 d . . . . .
H1 H 0.940(3) 0.676(3) 0.779(2) 0.047(9) Uiso 1 1 d . . . . .
C1 C 0.6630(3) 0.2852(2) 0.74072(17) 0.0234(6) Uani 1 1 d . . . . .
O1 O 0.54094(19) 0.40657(16) 0.83190(13) 0.0323(5) Uani 1 1 d . . . . .
P1 P 0.64568(7) 0.51350(6) 0.82269(5) 0.02756(16) Uani 1 1 d . . . . .
P2 P 0.86538(7) 0.28056(6) 0.64861(5) 0.02293(15) Uani 1 1 d . . . . .
H2 H 0.999(3) 0.582(3) 0.684(2) 0.042(9) Uiso 1 1 d . . . . .
C2 C 0.6817(3) 0.1714(2) 0.69990(17) 0.0249(6) Uani 1 1 d . . . . .
O2 O 0.77862(17) 0.15728(15) 0.64873(12) 0.0255(4) Uani 1 1 d . . . . .
P3 P 0.88686(8) 0.58723(6) 0.70898(5) 0.02909(16) Uani 1 1 d . . . . .
C3 C 0.6088(3) 0.0742(2) 0.70735(19) 0.0294(6) Uani 1 1 d . . . . .
H3 H 0.6246 -0.0019 0.6786 0.035 Uiso 1 1 calc R U . . .
C9 C 0.4048(3) 0.6185(3) 0.8439(2) 0.0471(9) Uani 1 1 d . . . . .
H9A H 0.3309 0.6534 0.8149 0.071 Uiso 1 1 calc R U . . .
H9B H 0.4390 0.6671 0.9037 0.071 Uiso 1 1 calc R U . . .
H9C H 0.3726 0.5400 0.8463 0.071 Uiso 1 1 calc R U . . .
C8 C 0.4529(3) 0.5548(3) 0.6954(2) 0.0467(8) Uani 1 1 d . . . . .
H8A H 0.5212 0.5531 0.6597 0.070 Uiso 1 1 calc R U . . .
H8B H 0.3824 0.6006 0.6757 0.070 Uiso 1 1 calc R U . . .
H8C H 0.4138 0.4748 0.6891 0.070 Uiso 1 1 calc R U . . .
C7 C 0.5174(3) 0.6108(3) 0.7922(2) 0.0357(7) Uani 1 1 d . . . . .
C6 C 0.5637(3) 0.2952(2) 0.79032(19) 0.0285(6) Uani 1 1 d . . . . .
C5 C 0.4875(3) 0.2002(3) 0.7995(2) 0.0333(7) Uani 1 1 d . . . . .
H5 H 0.4204 0.2104 0.8337 0.040 Uiso 1 1 calc R U . . .
C4 C 0.5116(3) 0.0899(3) 0.7578(2) 0.0352(7) Uani 1 1 d . . . . .
H4 H 0.4607 0.0235 0.7637 0.042 Uiso 1 1 calc R U . . .
C10 C 0.5877(4) 0.7330(3) 0.8016(3) 0.0490(9) Uani 1 1 d . . . . .
H10A H 0.6624 0.7259 0.7709 0.074 Uiso 1 1 calc R U . . .
H10B H 0.6218 0.7711 0.8639 0.074 Uiso 1 1 calc R U . . .
H10C H 0.5237 0.7798 0.7760 0.074 Uiso 1 1 calc R U . . .
C11 C 0.7373(3) 0.5690(3) 0.9395(2) 0.0370(7) Uani 1 1 d . . . . .
C12 C 0.6526(4) 0.6280(3) 1.0032(2) 0.0508(9) Uani 1 1 d . . . . .
H12A H 0.6294 0.7018 0.9904 0.076 Uiso 1 1 calc R U . . .
H12B H 0.7038 0.6433 1.0636 0.076 Uiso 1 1 calc R U . . .
H12C H 0.5704 0.5765 0.9965 0.076 Uiso 1 1 calc R U . . .
C13 C 0.8591(3) 0.6550(3) 0.9442(2) 0.0458(8) Uani 1 1 d . . . . .
H13A H 0.9180 0.6155 0.9077 0.069 Uiso 1 1 calc R U . . .
H13B H 0.9083 0.6825 1.0052 0.069 Uiso 1 1 calc R U . . .
H13C H 0.8286 0.7216 0.9229 0.069 Uiso 1 1 calc R U . . .
C14 C 0.7871(4) 0.4628(3) 0.9684(2) 0.0514(9) Uani 1 1 d . . . . .
H14A H 0.7103 0.4103 0.9702 0.077 Uiso 1 1 calc R U . . .
H14B H 0.8452 0.4884 1.0268 0.077 Uiso 1 1 calc R U . . .
H14C H 0.8377 0.4215 0.9265 0.077 Uiso 1 1 calc R U . . .
C15 C 1.0361(3) 0.2539(3) 0.70197(19) 0.0308(6) Uani 1 1 d . . . . .
C16 C 1.0357(12) 0.2752(18) 0.8004(7) 0.061(4) Uani 0.62(3) 1 d . . P A 1
H16A H 0.9623 0.2243 0.8084 0.092 Uiso 0.62(3) 1 calc R U P A 1
H16B H 1.0234 0.3570 0.8243 0.092 Uiso 0.62(3) 1 calc R U P A 1
H16C H 1.1212 0.2579 0.8312 0.092 Uiso 0.62(3) 1 calc R U P A 1
C17 C 1.1470(9) 0.3427(11) 0.6911(12) 0.056(3) Uani 0.62(3) 1 d . . P A 1
H17A H 1.1520 0.3282 0.6291 0.084 Uiso 0.62(3) 1 calc R U P A 1
H17B H 1.2336 0.3333 0.7255 0.084 Uiso 0.62(3) 1 calc R U P A 1
H17C H 1.1251 0.4224 0.7120 0.084 Uiso 0.62(3) 1 calc R U P A 1
C116 C 1.0148(14) 0.2181(15) 0.7848(11) 0.033(3) Uani 0.38(3) 1 d . . P A 2
H11A H 0.9618 0.1414 0.7680 0.049 Uiso 0.38(3) 1 calc R U P A 2
H11B H 0.9670 0.2759 0.8182 0.049 Uiso 0.38(3) 1 calc R U P A 2
H11C H 1.1018 0.2140 0.8211 0.049 Uiso 0.38(3) 1 calc R U P A 2
C117 C 1.1258(14) 0.3676(13) 0.7281(11) 0.034(3) Uani 0.38(3) 1 d . . P A 2
H11D H 1.1315 0.3951 0.6757 0.051 Uiso 0.38(3) 1 calc R U P A 2
H11E H 1.2154 0.3558 0.7566 0.051 Uiso 0.38(3) 1 calc R U P A 2
H11F H 1.0887 0.4259 0.7690 0.051 Uiso 0.38(3) 1 calc R U P A 2
C18 C 1.0821(4) 0.1400(4) 0.6603(3) 0.0833(16) Uani 1 1 d . . . . .
H18A H 1.0973 0.1414 0.6020 0.125 Uiso 1 1 calc R U . . .
H18B H 1.0133 0.0759 0.6549 0.125 Uiso 1 1 calc R U . . .
H18C H 1.1656 0.1286 0.6970 0.125 Uiso 1 1 calc R U . . .
C19 C 0.8474(3) 0.2573(2) 0.52732(18) 0.0279(6) Uani 1 1 d . . . . .
C20 C 0.9260(4) 0.3586(3) 0.5071(2) 0.0459(8) Uani 1 1 d . . . . .
H20A H 0.9093 0.3493 0.4435 0.069 Uiso 1 1 calc R U . . .
H20B H 1.0219 0.3586 0.5294 0.069 Uiso 1 1 calc R U . . .
H20C H 0.8970 0.4327 0.5355 0.069 Uiso 1 1 calc R U . . .
C21 C 0.8871(3) 0.1409(3) 0.4802(2) 0.0410(8) Uani 1 1 d . . . . .
H21A H 0.8518 0.1259 0.4170 0.062 Uiso 1 1 calc R U . . .
H21B H 0.8499 0.0781 0.5022 0.062 Uiso 1 1 calc R U . . .
H21C H 0.9849 0.1439 0.4913 0.062 Uiso 1 1 calc R U . . .
C22 C 0.6973(3) 0.2590(3) 0.4914(2) 0.0426(8) Uani 1 1 d . . . . .
H22A H 0.6833 0.2603 0.4295 0.064 Uiso 1 1 calc R U . . .
H22B H 0.6662 0.3287 0.5250 0.064 Uiso 1 1 calc R U . . .
H22C H 0.6467 0.1890 0.4968 0.064 Uiso 1 1 calc R U . . .
C23 C 0.8106(3) 0.6715(2) 0.63515(18) 0.0267(6) Uani 1 1 d . . . . .
C24 C 0.7091(3) 0.6185(2) 0.5635(2) 0.0328(7) Uani 1 1 d . . . . .
H24 H 0.6796 0.5378 0.5528 0.039 Uiso 1 1 calc R U . . .
C25 C 0.6504(3) 0.6823(3) 0.5073(2) 0.0341(7) Uani 1 1 d . . . . .
H25 H 0.5819 0.6443 0.4581 0.041 Uiso 1 1 calc R U . . .
C26 C 0.6895(3) 0.8001(3) 0.5214(2) 0.0318(6) Uani 1 1 d . . . . .
C27 C 0.7905(3) 0.8525(2) 0.5930(2) 0.0325(7) Uani 1 1 d . . . . .
H27 H 0.8190 0.9333 0.6039 0.039 Uiso 1 1 calc R U . . .
C28 C 0.8509(3) 0.7899(2) 0.64916(19) 0.0304(6) Uani 1 1 d . . . . .
H28 H 0.9204 0.8280 0.6977 0.036 Uiso 1 1 calc R U . . .
C29 C 0.6244(3) 0.8689(3) 0.4609(2) 0.0448(8) Uani 1 1 d . . . . .
H29A H 0.6920 0.9009 0.4340 0.067 Uiso 1 1 calc R U . . .
H29B H 0.5844 0.9330 0.4944 0.067 Uiso 1 1 calc R U . . .
H29C H 0.5546 0.8178 0.4149 0.067 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.044(3) . ?
Ir1 P3 2.2690(7) . ?
Ir1 P2 2.2740(7) . ?
Ir1 P1 2.2784(7) . ?
C1 C6 1.394(4) . ?
C1 C2 1.396(4) . ?
O1 C6 1.386(3) . ?
O1 P1 1.6592(19) . ?
P1 C11 1.873(3) . ?
P1 C7 1.874(3) . ?
P2 O2 1.6625(18) . ?
P2 C19 1.870(3) . ?
P2 C15 1.877(3) . ?
C2 C3 1.374(4) . ?
C2 O2 1.392(3) . ?
P3 C23 1.824(3) . ?
P3 H1 1.35(3) . ?
P3 H2 1.28(3) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C9 C7 1.533(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 C7 1.537(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 C10 1.538(4) . ?
C6 C5 1.382(4) . ?
C5 C4 1.381(4) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.527(5) . ?
C11 C12 1.532(4) . ?
C11 C13 1.537(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C18 1.504(5) . ?
C15 C117 1.506(14) . ?
C15 C116 1.533(15) . ?
C15 C16 1.538(10) . ?
C15 C17 1.560(10) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C116 H11A 0.9800 . ?
C116 H11B 0.9800 . ?
C116 H11C 0.9800 . ?
C117 H11D 0.9800 . ?
C117 H11E 0.9800 . ?
C117 H11F 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.527(4) . ?
C19 C20 1.534(4) . ?
C19 C22 1.539(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.388(4) . ?
C23 C28 1.391(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(4) . ?
C26 C29 1.501(4) . ?
C27 C28 1.382(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C1 Ir1 P3 178.33(8) . . ?
C1 Ir1 P2 78.94(8) . . ?
P3 Ir1 P2 101.48(3) . . ?
C1 Ir1 P1 78.77(8) . . ?
P3 Ir1 P1 100.95(3) . . ?
P2 Ir1 P1 157.05(3) . . ?
C6 C1 C2 115.6(2) . . ?
C6 C1 Ir1 122.1(2) . . ?
C2 C1 Ir1 122.25(19) . . ?
C6 O1 P1 114.83(16) . . ?
O1 P1 C11 100.35(12) . . ?
O1 P1 C7 97.53(12) . . ?
C11 P1 C7 111.65(14) . . ?
O1 P1 Ir1 106.04(7) . . ?
C11 P1 Ir1 115.20(10) . . ?
C7 P1 Ir1 121.66(10) . . ?
O2 P2 C19 98.54(11) . . ?
O2 P2 C15 99.31(12) . . ?
C19 P2 C15 111.83(13) . . ?
O2 P2 Ir1 106.19(7) . . ?
C19 P2 Ir1 120.49(9) . . ?
C15 P2 Ir1 116.09(10) . . ?
C3 C2 O2 119.2(2) . . ?
C3 C2 C1 123.2(2) . . ?
O2 C2 C1 117.6(2) . . ?
C2 O2 P2 114.84(16) . . ?
C23 P3 Ir1 121.23(9) . . ?
C23 P3 H1 98.8(14) . . ?
Ir1 P3 H1 119.6(14) . . ?
C23 P3 H2 97.2(14) . . ?
Ir1 P3 H2 122.0(14) . . ?
H1 P3 H2 91.6(19) . . ?
C2 C3 C4 118.4(3) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
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 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 . . ?
C9 C7 C8 107.2(3) . . ?
C9 C7 C10 110.7(3) . . ?
C8 C7 C10 109.8(3) . . ?
C9 C7 P1 114.3(2) . . ?
C8 C7 P1 105.3(2) . . ?
C10 C7 P1 109.3(2) . . ?
C5 C6 O1 119.0(2) . . ?
C5 C6 C1 123.2(3) . . ?
O1 C6 C1 117.8(2) . . ?
C4 C5 C6 118.2(3) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
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 . . ?
C14 C11 C12 108.3(3) . . ?
C14 C11 C13 108.7(3) . . ?
C12 C11 C13 109.0(3) . . ?
C14 C11 P1 106.2(2) . . ?
C12 C11 P1 114.9(2) . . ?
C13 C11 P1 109.5(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C15 C117 122.3(7) . . ?
C18 C15 C116 95.1(7) . . ?
C117 C15 C116 109.3(6) . . ?
C18 C15 C16 115.5(7) . . ?
C18 C15 C17 100.9(7) . . ?
C16 C15 C17 108.1(5) . . ?
C18 C15 P2 115.2(2) . . ?
C117 C15 P2 108.1(6) . . ?
C116 C15 P2 104.6(5) . . ?
C16 C15 P2 106.0(4) . . ?
C17 C15 P2 111.1(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C116 H11A 109.5 . . ?
C15 C116 H11B 109.5 . . ?
H11A C116 H11B 109.5 . . ?
C15 C116 H11C 109.5 . . ?
H11A C116 H11C 109.5 . . ?
H11B C116 H11C 109.5 . . ?
C15 C117 H11D 109.5 . . ?
C15 C117 H11E 109.5 . . ?
H11D C117 H11E 109.5 . . ?
C15 C117 H11F 109.5 . . ?
H11D C117 H11F 109.5 . . ?
H11E C117 H11F 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C20 110.1(2) . . ?
C21 C19 C22 107.5(2) . . ?
C20 C19 C22 108.5(3) . . ?
C21 C19 P2 114.8(2) . . ?
C20 C19 P2 110.2(2) . . ?
C22 C19 P2 105.55(19) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 118.3(3) . . ?
C24 C23 P3 120.3(2) . . ?
C28 C23 P3 121.4(2) . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 121.3(3) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 117.8(3) . . ?
C25 C26 C29 121.1(3) . . ?
C27 C26 C29 121.1(3) . . ?
C28 C27 C26 121.6(3) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C23 120.5(3) . . ?
C27 C28 H28 119.8 . . ?
C23 C28 H28 119.8 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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 O1 P1 C11 -113.1(2) . . . . ?
C6 O1 P1 C7 133.1(2) . . . . ?
C6 O1 P1 Ir1 7.1(2) . . . . ?
C6 C1 C2 C3 -0.3(4) . . . . ?
Ir1 C1 C2 C3 -179.2(2) . . . . ?
C6 C1 C2 O2 179.2(2) . . . . ?
Ir1 C1 C2 O2 0.2(3) . . . . ?
C3 C2 O2 P2 -177.1(2) . . . . ?
C1 C2 O2 P2 3.4(3) . . . . ?
C19 P2 O2 C2 -130.20(19) . . . . ?
C15 P2 O2 C2 115.88(19) . . . . ?
Ir1 P2 O2 C2 -4.89(18) . . . . ?
O2 C2 C3 C4 -179.3(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
O1 P1 C7 C9 41.1(2) . . . . ?
C11 P1 C7 C9 -63.2(3) . . . . ?
Ir1 P1 C7 C9 155.3(2) . . . . ?
O1 P1 C7 C8 -76.3(2) . . . . ?
C11 P1 C7 C8 179.4(2) . . . . ?
Ir1 P1 C7 C8 37.9(2) . . . . ?
O1 P1 C7 C10 165.9(2) . . . . ?
C11 P1 C7 C10 61.5(3) . . . . ?
Ir1 P1 C7 C10 -80.0(2) . . . . ?
P1 O1 C6 C5 175.5(2) . . . . ?
P1 O1 C6 C1 -4.7(3) . . . . ?
C2 C1 C6 C5 0.0(4) . . . . ?
Ir1 C1 C6 C5 179.0(2) . . . . ?
C2 C1 C6 O1 -179.8(2) . . . . ?
Ir1 C1 C6 O1 -0.8(4) . . . . ?
O1 C6 C5 C4 -179.9(3) . . . . ?
C1 C6 C5 C4 0.3(5) . . . . ?
C6 C5 C4 C3 -0.4(5) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
O1 P1 C11 C14 52.2(2) . . . . ?
C7 P1 C11 C14 154.7(2) . . . . ?
Ir1 P1 C11 C14 -61.1(2) . . . . ?
O1 P1 C11 C12 -67.5(3) . . . . ?
C7 P1 C11 C12 35.0(3) . . . . ?
Ir1 P1 C11 C12 179.2(2) . . . . ?
O1 P1 C11 C13 169.4(2) . . . . ?
C7 P1 C11 C13 -88.1(2) . . . . ?
Ir1 P1 C11 C13 56.1(3) . . . . ?
O2 P2 C15 C18 52.6(3) . . . . ?
C19 P2 C15 C18 -50.6(3) . . . . ?
Ir1 P2 C15 C18 165.8(3) . . . . ?
O2 P2 C15 C117 -166.7(8) . . . . ?
C19 P2 C15 C117 90.1(8) . . . . ?
Ir1 P2 C15 C117 -53.5(8) . . . . ?
O2 P2 C15 C116 -50.3(7) . . . . ?
C19 P2 C15 C116 -153.5(7) . . . . ?
Ir1 P2 C15 C116 62.9(7) . . . . ?
O2 P2 C15 C16 -76.4(9) . . . . ?
C19 P2 C15 C16 -179.6(9) . . . . ?
Ir1 P2 C15 C16 36.8(9) . . . . ?
O2 P2 C15 C17 166.4(8) . . . . ?
C19 P2 C15 C17 63.3(8) . . . . ?
Ir1 P2 C15 C17 -80.3(8) . . . . ?
O2 P2 C19 C21 -52.3(2) . . . . ?
C15 P2 C19 C21 51.3(2) . . . . ?
Ir1 P2 C19 C21 -166.88(18) . . . . ?
O2 P2 C19 C20 -177.3(2) . . . . ?
C15 P2 C19 C20 -73.6(2) . . . . ?
Ir1 P2 C19 C20 68.2(2) . . . . ?
O2 P2 C19 C22 65.8(2) . . . . ?
C15 P2 C19 C22 169.49(19) . . . . ?
Ir1 P2 C19 C22 -48.7(2) . . . . ?
Ir1 P3 C23 C24 -27.2(3) . . . . ?
Ir1 P3 C23 C28 152.13(19) . . . . ?
C28 C23 C24 C25 0.4(4) . . . . ?
P3 C23 C24 C25 179.8(2) . . . . ?
C23 C24 C25 C26 -0.9(4) . . . . ?
C24 C25 C26 C27 0.7(4) . . . . ?
C24 C25 C26 C29 -179.3(3) . . . . ?
C25 C26 C27 C28 -0.1(4) . . . . ?
C29 C26 C27 C28 179.9(3) . . . . ?
C26 C27 C28 C23 -0.4(4) . . . . ?
C24 C23 C28 C27 0.2(4) . . . . ?
P3 C23 C28 C27 -179.1(2) . . . . ?

_refine_diff_density_max         0.963
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.089

_shelxl_version_number           2014/6


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

data_compound_6c
_database_code_depnum_ccdc_archive 'CCDC 1472601'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H52 Ir O2 P3'
_chemical_formula_sum            'C31 H52 Ir O2 P3'
_chemical_formula_weight         741.83

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   10.5197(11)
_cell_length_b                   20.993(2)
_cell_length_c                   30.334(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.463(2)
_cell_angle_gamma                90
_cell_volume                     6607.8(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9964
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      24.63

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_F_000             3008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.211
_shelx_estimated_absorpt_T_min   0.632
_shelx_estimated_absorpt_T_max   0.729
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.6556
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            63757
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.940
_diffrn_reflns_theta_max         26.159
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6601
_reflns_number_gt                5882
_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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0236P)²+22.0114P] 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         6601
_refine_ls_number_parameters     378
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0700
_refine_ls_wR_factor_gt          0.0676
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_restrained_S_all      1.211
_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 0.53357(2) 0.42286(2) 0.62458(2) 0.02704(6) Uani 1 1 d . . . . .
H1 H 0.262(4) 0.367(2) 0.5807(15) 0.041(13) Uiso 1 1 d . . . . .
C1 C 0.6547(4) 0.4877(2) 0.66044(14) 0.0306(9) Uani 1 1 d . . . . .
O1 O 0.4904(3) 0.56723(13) 0.64903(11) 0.0400(8) Uani 1 1 d . . . . .
P1 P 0.40175(12) 0.50844(5) 0.62442(4) 0.0303(2) Uani 1 1 d . . . . .
P2 P 0.71673(11) 0.36416(5) 0.64491(4) 0.0311(2) Uani 1 1 d . . . . .
H2 H 0.388(4) 0.377(2) 0.5371(15) 0.038(12) Uiso 1 1 d . . . . .
C2 C 0.6148(5) 0.5499(2) 0.66712(15) 0.0358(10) Uani 1 1 d . . . . .
O2 O 0.8253(3) 0.41280(15) 0.67261(10) 0.0402(8) Uani 1 1 d . . . . .
P3 P 0.39264(12) 0.36147(5) 0.57698(4) 0.0339(3) Uani 1 1 d . . . . .
C3 C 0.6951(5) 0.5950(2) 0.69076(16) 0.0418(12) Uani 1 1 d . . . . .
H3 H 0.6642 0.6366 0.6954 0.050 Uiso 1 1 calc R U . . .
C8 C 0.3542(6) 0.4903(3) 0.70834(18) 0.0614(16) Uani 1 1 d . . . . .
H8A H 0.4069 0.4522 0.7066 0.092 Uiso 1 1 calc R U . . .
H8B H 0.2944 0.4827 0.7294 0.092 Uiso 1 1 calc R U . . .
H8C H 0.4102 0.5264 0.7187 0.092 Uiso 1 1 calc R U . . .
C7 C 0.2775(4) 0.5052(2) 0.66196(15) 0.0344(10) Uani 1 1 d . . . . .
C6 C 0.7809(5) 0.4743(2) 0.67784(14) 0.0364(11) Uani 1 1 d . . . . .
C5 C 0.8657(5) 0.5182(2) 0.70094(15) 0.0427(12) Uani 1 1 d . . . . .
H5 H 0.9527 0.5071 0.7119 0.051 Uiso 1 1 calc R U . . .
C4 C 0.8198(5) 0.5784(2) 0.70740(16) 0.0470(13) Uani 1 1 d . . . . .
H4 H 0.8756 0.6089 0.7237 0.056 Uiso 1 1 calc R U . . .
C9 C 0.2068(6) 0.5676(2) 0.66569(19) 0.0505(14) Uani 1 1 d . . . . .
H9A H 0.2695 0.6022 0.6724 0.076 Uiso 1 1 calc R U . . .
H9B H 0.1552 0.5644 0.6897 0.076 Uiso 1 1 calc R U . . .
H9C H 0.1500 0.5765 0.6374 0.076 Uiso 1 1 calc R U . . .
C10 C 0.1838(6) 0.4512(3) 0.6490(3) 0.077(2) Uani 1 1 d . . . . .
H10A H 0.1361 0.4587 0.6189 0.115 Uiso 1 1 calc R U . . .
H10B H 0.1231 0.4490 0.6703 0.115 Uiso 1 1 calc R U . . .
H10C H 0.2312 0.4110 0.6495 0.115 Uiso 1 1 calc R U . . .
C11 C 0.3401(6) 0.5499(2) 0.57034(16) 0.0527(15) Uani 1 1 d . . . . .
C12 C 0.3047(6) 0.6203(2) 0.57568(18) 0.0575(15) Uani 1 1 d . . . . .
H12A H 0.2884 0.6407 0.5462 0.086 Uiso 1 1 calc R U . . .
H12B H 0.3760 0.6420 0.5947 0.086 Uiso 1 1 calc R U . . .
H12C H 0.2270 0.6229 0.5895 0.086 Uiso 1 1 calc R U . . .
C13 C 0.2084(14) 0.5151(6) 0.5484(4) 0.063(3) Uani 0.69(2) 1 d . U P A 1
H13A H 0.1791 0.5323 0.5184 0.094 Uiso 0.69(2) 1 calc R U P A 1
H13B H 0.1423 0.5225 0.5671 0.094 Uiso 0.69(2) 1 calc R U P A 1
H13C H 0.2237 0.4692 0.5463 0.094 Uiso 0.69(2) 1 calc R U P A 1
C14 C 0.4337(15) 0.5426(6) 0.5404(4) 0.061(3) Uani 0.69(2) 1 d . U P A 1
H14A H 0.4481 0.4972 0.5356 0.092 Uiso 0.69(2) 1 calc R U P A 1
H14B H 0.5151 0.5627 0.5537 0.092 Uiso 0.69(2) 1 calc R U P A 1
H14C H 0.4009 0.5630 0.5117 0.092 Uiso 0.69(2) 1 calc R U P A 1
C53 C 0.272(3) 0.5164(13) 0.5376(8) 0.065(4) Uani 0.31(2) 1 d . U P A 2
H53A H 0.1850 0.5091 0.5444 0.097 Uiso 0.31(2) 1 calc R U P A 2
H53B H 0.3139 0.4753 0.5347 0.097 Uiso 0.31(2) 1 calc R U P A 2
H53C H 0.2657 0.5400 0.5094 0.097 Uiso 0.31(2) 1 calc R U P A 2
C54 C 0.490(3) 0.5614(15) 0.5538(9) 0.059(5) Uani 0.31(2) 1 d . U P A 2
H54A H 0.5342 0.5203 0.5535 0.088 Uiso 0.31(2) 1 calc R U P A 2
H54B H 0.5422 0.5902 0.5748 0.088 Uiso 0.31(2) 1 calc R U P A 2
H54C H 0.4775 0.5800 0.5238 0.088 Uiso 0.31(2) 1 calc R U P A 2
C15 C 0.8109(4) 0.3389(2) 0.60080(15) 0.0365(11) Uani 1 1 d . . . . .
C16 C 0.8342(6) 0.4004(3) 0.5765(2) 0.0624(16) Uani 1 1 d . . . . .
H16A H 0.8773 0.3906 0.5511 0.094 Uiso 1 1 calc R U . . .
H16B H 0.8888 0.4290 0.5971 0.094 Uiso 1 1 calc R U . . .
H16C H 0.7515 0.4213 0.5658 0.094 Uiso 1 1 calc R U . . .
C17 C 0.7319(5) 0.2939(3) 0.56839(19) 0.0623(17) Uani 1 1 d . . . . .
H17A H 0.6475 0.3130 0.5576 0.093 Uiso 1 1 calc R U . . .
H17B H 0.7201 0.2536 0.5835 0.093 Uiso 1 1 calc R U . . .
H17C H 0.7767 0.2859 0.5431 0.093 Uiso 1 1 calc R U . . .
C18 C 0.9416(5) 0.3109(3) 0.61858(18) 0.0557(15) Uani 1 1 d . . . . .
H18A H 0.9930 0.3086 0.5944 0.084 Uiso 1 1 calc R U . . .
H18B H 0.9309 0.2680 0.6302 0.084 Uiso 1 1 calc R U . . .
H18C H 0.9859 0.3379 0.6427 0.084 Uiso 1 1 calc R U . . .
C19 C 0.7188(5) 0.3022(2) 0.68901(15) 0.0415(11) Uani 1 1 d . . . . .
C20 C 0.8512(6) 0.2864(4) 0.7145(2) 0.089(2) Uani 1 1 d . . . . .
H20A H 0.9002 0.2629 0.6950 0.133 Uiso 1 1 calc R U . . .
H20B H 0.8422 0.2602 0.7406 0.133 Uiso 1 1 calc R U . . .
H20C H 0.8967 0.3259 0.7245 0.133 Uiso 1 1 calc R U . . .
C21 C 0.6392(8) 0.3300(3) 0.7222(2) 0.085(2) Uani 1 1 d . . . . .
H21A H 0.5536 0.3418 0.7063 0.127 Uiso 1 1 calc R U . . .
H21B H 0.6825 0.3678 0.7364 0.127 Uiso 1 1 calc R U . . .
H21C H 0.6303 0.2981 0.7451 0.127 Uiso 1 1 calc R U . . .
C22 C 0.6544(6) 0.2418(3) 0.6693(2) 0.0660(17) Uani 1 1 d . . . . .
H22A H 0.5734 0.2526 0.6498 0.099 Uiso 1 1 calc R U . . .
H22B H 0.6364 0.2139 0.6934 0.099 Uiso 1 1 calc R U . . .
H22C H 0.7116 0.2198 0.6518 0.099 Uiso 1 1 calc R U . . .
C23 C 0.3831(4) 0.27454(19) 0.57070(14) 0.0276(9) Uani 1 1 d . . . . .
C24 C 0.3434(4) 0.2394(2) 0.60499(15) 0.0363(10) Uani 1 1 d . . . . .
C25 C 0.3371(5) 0.1736(2) 0.60230(17) 0.0447(12) Uani 1 1 d . . . . .
H25 H 0.3104 0.1502 0.6260 0.054 Uiso 1 1 calc R U . . .
C26 C 0.3687(5) 0.1414(2) 0.56616(18) 0.0457(13) Uani 1 1 d . . . . .
C27 C 0.4051(4) 0.1765(2) 0.53209(17) 0.0424(12) Uani 1 1 d . . . . .
H27 H 0.4265 0.1547 0.5069 0.051 Uiso 1 1 calc R U . . .
C28 C 0.4120(4) 0.2428(2) 0.53284(14) 0.0310(9) Uani 1 1 d . . . . .
C29 C 0.3028(5) 0.2714(3) 0.64515(17) 0.0540(14) Uani 1 1 d . . . . .
H29A H 0.2146 0.2875 0.6371 0.081 Uiso 1 1 calc R U . . .
H29B H 0.3612 0.3069 0.6548 0.081 Uiso 1 1 calc R U . . .
H29C H 0.3064 0.2405 0.6695 0.081 Uiso 1 1 calc R U . . .
C30 C 0.3594(7) 0.0696(3) 0.5641(2) 0.075(2) Uani 1 1 d . . . . .
H30A H 0.2711 0.0572 0.5515 0.112 Uiso 1 1 calc R U . . .
H30B H 0.3821 0.0520 0.5943 0.112 Uiso 1 1 calc R U . . .
H30C H 0.4190 0.0532 0.5452 0.112 Uiso 1 1 calc R U . . .
C31 C 0.4452(5) 0.2761(3) 0.49223(16) 0.0458(12) Uani 1 1 d . . . . .
H31A H 0.4817 0.2453 0.4735 0.069 Uiso 1 1 calc R U . . .
H31B H 0.5084 0.3097 0.5017 0.069 Uiso 1 1 calc R U . . .
H31C H 0.3671 0.2949 0.4751 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.051(4) . ?
Ir1 P1 2.2690(11) . ?
Ir1 P2 2.2848(12) . ?
Ir1 P3 2.2892(12) . ?
C1 C6 1.374(6) . ?
C1 C2 1.397(6) . ?
O1 C2 1.381(6) . ?
O1 P1 1.650(3) . ?
P1 C7 1.870(4) . ?
P1 C11 1.876(5) . ?
P2 O2 1.654(3) . ?
P2 C19 1.863(5) . ?
P2 C15 1.868(5) . ?
C2 C3 1.387(7) . ?
O2 C6 1.390(5) . ?
P3 C23 1.836(4) . ?
P3 H1 1.41(4) . ?
P3 H2 1.24(4) . ?
C3 C4 1.372(8) . ?
C3 H3 0.9500 . ?
C8 C7 1.534(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 C10 1.511(7) . ?
C7 C9 1.520(6) . ?
C6 C5 1.390(6) . ?
C5 C4 1.377(7) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C53 1.33(3) . ?
C11 C14 1.453(13) . ?
C11 C12 1.539(7) . ?
C11 C13 1.610(14) . ?
C11 C54 1.75(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C15 C17 1.510(7) . ?
C15 C18 1.511(6) . ?
C15 C16 1.527(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C22 1.515(7) . ?
C19 C20 1.515(7) . ?
C19 C21 1.526(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.394(6) . ?
C23 C28 1.403(6) . ?
C24 C25 1.384(7) . ?
C24 C29 1.513(7) . ?
C25 C26 1.375(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.374(7) . ?
C26 C30 1.510(7) . ?
C27 C28 1.394(6) . ?
C27 H27 0.9500 . ?
C28 C31 1.506(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 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
C1 Ir1 P1 78.58(13) . . ?
C1 Ir1 P2 77.98(13) . . ?
P1 Ir1 P2 156.29(4) . . ?
C1 Ir1 P3 171.88(12) . . ?
P1 Ir1 P3 96.44(4) . . ?
P2 Ir1 P3 107.25(4) . . ?
C6 C1 C2 115.5(4) . . ?
C6 C1 Ir1 123.0(3) . . ?
C2 C1 Ir1 121.5(3) . . ?
C2 O1 P1 114.3(3) . . ?
O1 P1 C7 98.72(19) . . ?
O1 P1 C11 97.9(2) . . ?
C7 P1 C11 111.9(2) . . ?
O1 P1 Ir1 106.94(13) . . ?
C7 P1 Ir1 117.24(14) . . ?
C11 P1 Ir1 119.48(16) . . ?
O2 P2 C19 98.1(2) . . ?
O2 P2 C15 97.82(19) . . ?
C19 P2 C15 111.8(2) . . ?
O2 P2 Ir1 106.57(12) . . ?
C19 P2 Ir1 118.68(17) . . ?
C15 P2 Ir1 118.88(15) . . ?
O1 C2 C3 118.9(4) . . ?
O1 C2 C1 118.4(4) . . ?
C3 C2 C1 122.7(5) . . ?
C6 O2 P2 114.5(3) . . ?
C23 P3 Ir1 130.08(14) . . ?
C23 P3 H1 93.4(18) . . ?
Ir1 P3 H1 116.1(18) . . ?
C23 P3 H2 99(2) . . ?
Ir1 P3 H2 113(2) . . ?
H1 P3 H2 100(3) . . ?
C4 C3 C2 118.8(5) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
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 . . ?
C10 C7 C9 111.0(4) . . ?
C10 C7 C8 107.9(5) . . ?
C9 C7 C8 107.3(4) . . ?
C10 C7 P1 111.2(3) . . ?
C9 C7 P1 114.4(3) . . ?
C8 C7 P1 104.6(3) . . ?
C1 C6 C5 123.8(5) . . ?
C1 C6 O2 117.9(4) . . ?
C5 C6 O2 118.3(4) . . ?
C4 C5 C6 118.0(5) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
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 . . ?
C53 C11 C12 118.4(13) . . ?
C14 C11 C12 111.5(6) . . ?
C14 C11 C13 108.6(7) . . ?
C12 C11 C13 105.8(6) . . ?
C53 C11 C54 105.2(14) . . ?
C12 C11 C54 98.2(11) . . ?
C53 C11 P1 118.4(12) . . ?
C14 C11 P1 109.0(6) . . ?
C12 C11 P1 114.1(3) . . ?
C13 C11 P1 107.5(5) . . ?
C54 C11 P1 96.7(10) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C53 H53A 109.5 . . ?
C11 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C11 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C11 C54 H54A 109.5 . . ?
C11 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C11 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C17 C15 C18 111.1(4) . . ?
C17 C15 C16 109.3(5) . . ?
C18 C15 C16 107.0(4) . . ?
C17 C15 P2 110.1(3) . . ?
C18 C15 P2 114.4(3) . . ?
C16 C15 P2 104.5(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C22 C19 C20 109.4(5) . . ?
C22 C19 C21 108.8(5) . . ?
C20 C19 C21 107.8(5) . . ?
C22 C19 P2 110.4(3) . . ?
C20 C19 P2 114.9(4) . . ?
C21 C19 P2 105.3(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 119.4(4) . . ?
C24 C23 P3 117.8(3) . . ?
C28 C23 P3 122.8(3) . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 C29 118.2(4) . . ?
C23 C24 C29 121.7(4) . . ?
C26 C25 C24 121.5(5) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C27 C26 C25 118.0(4) . . ?
C27 C26 C30 121.9(5) . . ?
C25 C26 C30 120.1(5) . . ?
C26 C27 C28 123.0(4) . . ?
C26 C27 H27 118.5 . . ?
C28 C27 H27 118.5 . . ?
C27 C28 C23 118.0(4) . . ?
C27 C28 C31 117.9(4) . . ?
C23 C28 C31 124.1(4) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
C2 O1 P1 C7 116.1(3) . . . . ?
C2 O1 P1 C11 -130.1(3) . . . . ?
C2 O1 P1 Ir1 -5.9(3) . . . . ?
P1 O1 C2 C3 -176.4(3) . . . . ?
P1 O1 C2 C1 4.2(5) . . . . ?
C6 C1 C2 O1 177.6(4) . . . . ?
Ir1 C1 C2 O1 0.2(6) . . . . ?
C6 C1 C2 C3 -1.8(6) . . . . ?
Ir1 C1 C2 C3 -179.2(3) . . . . ?
C19 P2 O2 C6 -121.6(3) . . . . ?
C15 P2 O2 C6 124.9(3) . . . . ?
Ir1 P2 O2 C6 1.6(3) . . . . ?
O1 C2 C3 C4 -177.8(4) . . . . ?
C1 C2 C3 C4 1.6(7) . . . . ?
O1 P1 C7 C10 -176.5(4) . . . . ?
C11 P1 C7 C10 81.3(5) . . . . ?
Ir1 P1 C7 C10 -62.3(4) . . . . ?
O1 P1 C7 C9 56.7(4) . . . . ?
C11 P1 C7 C9 -45.5(4) . . . . ?
Ir1 P1 C7 C9 171.0(3) . . . . ?
O1 P1 C7 C8 -60.4(4) . . . . ?
C11 P1 C7 C8 -162.6(4) . . . . ?
Ir1 P1 C7 C8 53.9(4) . . . . ?
C2 C1 C6 C5 0.4(7) . . . . ?
Ir1 C1 C6 C5 177.8(3) . . . . ?
C2 C1 C6 O2 179.2(4) . . . . ?
Ir1 C1 C6 O2 -3.4(6) . . . . ?
P2 O2 C6 C1 0.8(5) . . . . ?
P2 O2 C6 C5 179.7(3) . . . . ?
C1 C6 C5 C4 1.2(7) . . . . ?
O2 C6 C5 C4 -177.7(4) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C6 C5 C4 C3 -1.4(7) . . . . ?
O1 P1 C11 C53 173.5(17) . . . . ?
C7 P1 C11 C53 -83.8(17) . . . . ?
Ir1 P1 C11 C53 58.9(18) . . . . ?
O1 P1 C11 C14 85.4(7) . . . . ?
C7 P1 C11 C14 -171.8(7) . . . . ?
Ir1 P1 C11 C14 -29.2(8) . . . . ?
O1 P1 C11 C12 -40.0(5) . . . . ?
C7 P1 C11 C12 62.8(5) . . . . ?
Ir1 P1 C11 C12 -154.6(4) . . . . ?
O1 P1 C11 C13 -157.0(6) . . . . ?
C7 P1 C11 C13 -54.2(6) . . . . ?
Ir1 P1 C11 C13 88.4(6) . . . . ?
O1 P1 C11 C54 62.2(11) . . . . ?
C7 P1 C11 C54 164.9(11) . . . . ?
Ir1 P1 C11 C54 -52.4(11) . . . . ?
O2 P2 C15 C17 -178.4(4) . . . . ?
C19 P2 C15 C17 79.7(4) . . . . ?
Ir1 P2 C15 C17 -64.5(4) . . . . ?
O2 P2 C15 C18 55.6(4) . . . . ?
C19 P2 C15 C18 -46.3(4) . . . . ?
Ir1 P2 C15 C18 169.5(3) . . . . ?
O2 P2 C15 C16 -61.1(4) . . . . ?
C19 P2 C15 C16 -163.0(3) . . . . ?
Ir1 P2 C15 C16 52.8(4) . . . . ?
O2 P2 C19 C22 -164.8(4) . . . . ?
C15 P2 C19 C22 -63.0(4) . . . . ?
Ir1 P2 C19 C22 81.3(4) . . . . ?
O2 P2 C19 C20 -40.5(5) . . . . ?
C15 P2 C19 C20 61.3(5) . . . . ?
Ir1 P2 C19 C20 -154.4(4) . . . . ?
O2 P2 C19 C21 77.9(4) . . . . ?
C15 P2 C19 C21 179.8(4) . . . . ?
Ir1 P2 C19 C21 -36.0(5) . . . . ?
Ir1 P3 C23 C24 70.1(4) . . . . ?
Ir1 P3 C23 C28 -110.9(3) . . . . ?
C28 C23 C24 C25 2.3(6) . . . . ?
P3 C23 C24 C25 -178.7(3) . . . . ?
C28 C23 C24 C29 -176.0(4) . . . . ?
P3 C23 C24 C29 3.0(6) . . . . ?
C23 C24 C25 C26 -0.4(7) . . . . ?
C29 C24 C25 C26 178.0(4) . . . . ?
C24 C25 C26 C27 -1.0(7) . . . . ?
C24 C25 C26 C30 -179.3(5) . . . . ?
C25 C26 C27 C28 0.4(7) . . . . ?
C30 C26 C27 C28 178.7(5) . . . . ?
C26 C27 C28 C23 1.5(7) . . . . ?
C26 C27 C28 C31 -176.3(4) . . . . ?
C24 C23 C28 C27 -2.8(6) . . . . ?
P3 C23 C28 C27 178.2(3) . . . . ?
C24 C23 C28 C31 174.8(4) . . . . ?
P3 C23 C28 C31 -4.2(6) . . . . ?

_refine_diff_density_max         1.370
_refine_diff_density_min         -1.178
_refine_diff_density_rms         0.098

_shelxl_version_number           2014/6

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

data_compound_7a
_database_code_depnum_ccdc_archive 'CCDC 1472602'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H48 Ir O2 P3'
_chemical_formula_sum            'C28 H48 Ir O2 P3'
_chemical_formula_weight         701.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.8121(12)
_cell_length_b                   12.7747(12)
_cell_length_c                   20.771(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.5730(10)
_cell_angle_gamma                90
_cell_volume                     3290.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.05

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    4.224
_shelx_estimated_absorpt_T_min   0.485
_shelx_estimated_absorpt_T_max   0.485
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.5076
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            75363
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.889
_diffrn_reflns_theta_max         26.141
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6554
_reflns_number_gt                6052
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0218P)²+1.5239P] 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         6554
_refine_ls_number_parameters     335
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0161
_refine_ls_wR_factor_ref         0.0404
_refine_ls_wR_factor_gt          0.0397
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.26379(2) 0.14587(2) 0.30555(2) 0.01974(3) Uani 1 1 d D . . . .
H1 H 0.291(2) 0.002(2) 0.4277(12) 0.041(7) Uiso 1 1 d . . . . .
C1 C 0.26163(16) 0.28009(15) 0.25175(10) 0.0198(4) Uani 1 1 d . . . . .
P1 P 0.14770(4) 0.10105(4) 0.20703(3) 0.02205(11) Uani 1 1 d . . . . .
P2 P 0.36920(5) 0.25276(4) 0.38275(3) 0.02326(11) Uani 1 1 d . . . . .
H2 H 0.1776(19) -0.0499(19) 0.3652(12) 0.037(7) Uiso 1 1 d . . . . .
P3 P 0.26587(5) -0.00273(4) 0.36538(3) 0.02802(13) Uani 1 1 d . . . . .
O1 O 0.14772(12) 0.20071(11) 0.15591(7) 0.0297(3) Uani 1 1 d . . . . .
O2 O 0.37673(13) 0.36544(11) 0.34459(7) 0.0273(3) Uani 1 1 d . . . . .
C2 C 0.20593(17) 0.28768(16) 0.18549(10) 0.0234(4) Uani 1 1 d . . . . .
C3 C 0.20611(18) 0.37606(17) 0.14693(11) 0.0273(5) Uani 1 1 d . . . . .
H3 H 0.1667 0.3777 0.1016 0.033 Uiso 1 1 calc R U . . .
C4 C 0.26530(18) 0.46209(16) 0.17614(11) 0.0276(5) Uani 1 1 d . . . . .
H4 H 0.2666 0.5235 0.1505 0.033 Uiso 1 1 calc R U . . .
C5 C 0.32248(18) 0.45966(16) 0.24219(11) 0.0262(5) Uani 1 1 d . . . . .
H5 H 0.3632 0.5186 0.2622 0.031 Uiso 1 1 calc R U . . .
C6 C 0.31900(17) 0.36917(15) 0.27839(10) 0.0216(4) Uani 1 1 d . . . . .
C7 C 0.00141(18) 0.09825(19) 0.20544(13) 0.0353(5) Uani 1 1 d . . . . .
C8 C -0.0229(2) 0.2045(3) 0.23231(19) 0.0678(10) Uani 1 1 d . . . . .
H8A H -0.0092 0.2602 0.2030 0.102 Uiso 1 1 calc R U . . .
H8B H 0.0236 0.2146 0.2772 0.102 Uiso 1 1 calc R U . . .
H8C H -0.0986 0.2068 0.2339 0.102 Uiso 1 1 calc R U . . .
C28 C 0.43559(18) -0.11106(18) 0.33179(11) 0.0284(5) Uani 1 1 d . . . . .
H28 H 0.4599 -0.0441 0.3218 0.034 Uiso 1 1 calc R U . . .
C27 C 0.49315(18) -0.19945(19) 0.32381(11) 0.0311(5) Uani 1 1 d . . . . .
H27 H 0.5573 -0.1930 0.3091 0.037 Uiso 1 1 calc R U . . .
C9 C -0.0726(2) 0.0869(2) 0.13587(15) 0.0516(7) Uani 1 1 d . . . . .
H9A H -0.0519 0.1379 0.1061 0.077 Uiso 1 1 calc R U . . .
H9B H -0.1473 0.0994 0.1374 0.077 Uiso 1 1 calc R U . . .
H9C H -0.0660 0.0159 0.1193 0.077 Uiso 1 1 calc R U . . .
C10 C -0.0210(2) 0.0127(3) 0.25047(19) 0.0730(11) Uani 1 1 d . . . . .
H10A H -0.0976 0.0135 0.2502 0.110 Uiso 1 1 calc R U . . .
H10B H 0.0227 0.0244 0.2959 0.110 Uiso 1 1 calc R U . . .
H10C H -0.0025 -0.0554 0.2346 0.110 Uiso 1 1 calc R U . . .
H102 H 0.351(3) 0.120(4) 0.281(3) 0.15(2) Uiso 1 1 d D . . . .
H101 H 0.178(3) 0.160(4) 0.333(3) 0.17(2) Uiso 1 1 d D . . . .
C11 C 0.18432(18) -0.00397(17) 0.15400(11) 0.0276(5) Uani 1 1 d . . . . .
C14 C 0.3049(2) 0.0136(2) 0.15967(13) 0.0434(6) Uani 1 1 d . . . . .
H14A H 0.3304 -0.0382 0.1324 0.065 Uiso 1 1 calc R U . . .
H14B H 0.3453 0.0060 0.2062 0.065 Uiso 1 1 calc R U . . .
H14C H 0.3157 0.0842 0.1440 0.065 Uiso 1 1 calc R U . . .
C13 C 0.1687(3) -0.11228(19) 0.18128(13) 0.0454(7) Uani 1 1 d . . . . .
H13A H 0.0915 -0.1260 0.1748 0.068 Uiso 1 1 calc R U . . .
H13B H 0.2045 -0.1149 0.2289 0.068 Uiso 1 1 calc R U . . .
H13C H 0.2000 -0.1654 0.1577 0.068 Uiso 1 1 calc R U . . .
C12 C 0.1255(2) 0.0019(2) 0.08001(12) 0.0388(6) Uani 1 1 d . . . . .
H01A H 0.1246 0.0746 0.0647 0.058 Uiso 1 1 calc R U . . .
H01B H 0.0512 -0.0230 0.0737 0.058 Uiso 1 1 calc R U . . .
H01C H 0.1629 -0.0420 0.0543 0.058 Uiso 1 1 calc R U . . .
C15 C 0.51651(18) 0.22407(18) 0.41242(11) 0.0311(5) Uani 1 1 d . . . . .
C16 C 0.5565(2) 0.2136(2) 0.34912(13) 0.0405(6) Uani 1 1 d . . . . .
H16A H 0.5149 0.1593 0.3205 0.061 Uiso 1 1 calc R U . . .
H16B H 0.6330 0.1943 0.3611 0.061 Uiso 1 1 calc R U . . .
H16C H 0.5473 0.2805 0.3253 0.061 Uiso 1 1 calc R U . . .
C17 C 0.5348(2) 0.1206(2) 0.45038(14) 0.0452(7) Uani 1 1 d . . . . .
H17A H 0.4936 0.0650 0.4227 0.068 Uiso 1 1 calc R U . . .
H17B H 0.5108 0.1272 0.4914 0.068 Uiso 1 1 calc R U . . .
H17C H 0.6117 0.1030 0.4614 0.068 Uiso 1 1 calc R U . . .
C18 C 0.5812(2) 0.3111(2) 0.45503(13) 0.0438(6) Uani 1 1 d . . . . .
H18A H 0.6585 0.2983 0.4608 0.066 Uiso 1 1 calc R U . . .
H18B H 0.5649 0.3121 0.4987 0.066 Uiso 1 1 calc R U . . .
H18C H 0.5619 0.3787 0.4330 0.066 Uiso 1 1 calc R U . . .
C19 C 0.3117(2) 0.30265(19) 0.45130(11) 0.0350(5) Uani 1 1 d . . . . .
C20 C 0.3600(3) 0.4059(2) 0.48157(17) 0.0687(10) Uani 1 1 d . . . . .
H20A H 0.3561 0.4575 0.4461 0.103 Uiso 1 1 calc R U . . .
H20B H 0.4355 0.3951 0.5055 0.103 Uiso 1 1 calc R U . . .
H20C H 0.3195 0.4316 0.5126 0.103 Uiso 1 1 calc R U . . .
C21 C 0.3210(3) 0.2226(2) 0.50602(13) 0.0562(8) Uani 1 1 d . . . . .
H21A H 0.2887 0.1564 0.4869 0.084 Uiso 1 1 calc R U . . .
H21B H 0.2830 0.2480 0.5384 0.084 Uiso 1 1 calc R U . . .
H21C H 0.3972 0.2114 0.5282 0.084 Uiso 1 1 calc R U . . .
C22 C 0.1914(3) 0.3199(4) 0.41887(17) 0.0810(12) Uani 1 1 d . . . . .
H22A H 0.1834 0.3680 0.3812 0.122 Uiso 1 1 calc R U . . .
H22B H 0.1566 0.3500 0.4516 0.122 Uiso 1 1 calc R U . . .
H22C H 0.1574 0.2528 0.4031 0.122 Uiso 1 1 calc R U . . .
C23 C 0.34262(17) -0.11912(16) 0.35423(10) 0.0238(4) Uani 1 1 d . . . . .
C24 C 0.30809(17) -0.21789(17) 0.36829(11) 0.0266(5) Uani 1 1 d . . . . .
H24 H 0.2451 -0.2246 0.3842 0.032 Uiso 1 1 calc R U . . .
C25 C 0.36517(19) -0.30634(17) 0.35917(12) 0.0317(5) Uani 1 1 d . . . . .
H25 H 0.3405 -0.3736 0.3681 0.038 Uiso 1 1 calc R U . . .
C26 C 0.45765(18) -0.29705(18) 0.33718(11) 0.0312(5) Uani 1 1 d . . . . .
H26 H 0.4969 -0.3578 0.3312 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.0430(19) . ?
Ir1 P3 2.2653(6) . ?
Ir1 P2 2.2736(6) . ?
Ir1 P1 2.2796(6) . ?
Ir1 H102 1.381(19) . ?
Ir1 H101 1.368(19) . ?
C1 C2 1.385(3) . ?
C1 C6 1.392(3) . ?
P1 O1 1.6578(15) . ?
P1 C7 1.867(2) . ?
P1 C11 1.869(2) . ?
P2 O2 1.6578(15) . ?
P2 C15 1.868(2) . ?
P2 C19 1.872(2) . ?
P3 C23 1.829(2) . ?
P3 H1 1.25(2) . ?
P3 H2 1.28(2) . ?
O1 C2 1.392(2) . ?
O2 C6 1.389(3) . ?
C2 C3 1.385(3) . ?
C3 C4 1.385(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C7 C10 1.513(4) . ?
C7 C9 1.523(4) . ?
C7 C8 1.529(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C28 C27 1.381(3) . ?
C28 C23 1.388(3) . ?
C28 H28 0.9500 . ?
C27 C26 1.379(3) . ?
C27 H27 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C13 1.527(3) . ?
C11 C12 1.534(3) . ?
C11 C14 1.535(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12 H01A 0.9800 . ?
C12 H01B 0.9800 . ?
C12 H01C 0.9800 . ?
C15 C17 1.527(3) . ?
C15 C18 1.529(3) . ?
C15 C16 1.533(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.511(4) . ?
C19 C20 1.524(4) . ?
C19 C22 1.534(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.392(3) . ?
C24 C25 1.385(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 P3 179.84(6) . . ?
C1 Ir1 P2 78.80(6) . . ?
P3 Ir1 P2 101.16(2) . . ?
C1 Ir1 P1 78.68(6) . . ?
P3 Ir1 P1 101.36(2) . . ?
P2 Ir1 P1 157.158(19) . . ?
C1 Ir1 H102 84(2) . . ?
P3 Ir1 H102 96(2) . . ?
P2 Ir1 H102 91(2) . . ?
P1 Ir1 H102 91(2) . . ?
C1 Ir1 H101 102(2) . . ?
P3 Ir1 H101 78(2) . . ?
P2 Ir1 H101 91(2) . . ?
P1 Ir1 H101 90(3) . . ?
H102 Ir1 H101 173(3) . . ?
C2 C1 C6 115.24(18) . . ?
C2 C1 Ir1 122.34(15) . . ?
C6 C1 Ir1 122.38(15) . . ?
O1 P1 C7 99.51(10) . . ?
O1 P1 C11 97.66(9) . . ?
C7 P1 C11 112.07(11) . . ?
O1 P1 Ir1 106.07(6) . . ?
C7 P1 Ir1 116.49(8) . . ?
C11 P1 Ir1 120.37(7) . . ?
O2 P2 C15 98.77(9) . . ?
O2 P2 C19 98.60(10) . . ?
C15 P2 C19 111.98(11) . . ?
O2 P2 Ir1 106.26(6) . . ?
C15 P2 Ir1 119.10(8) . . ?
C19 P2 Ir1 117.59(8) . . ?
C23 P3 Ir1 122.97(7) . . ?
C23 P3 H1 99.4(11) . . ?
Ir1 P3 H1 119.4(12) . . ?
C23 P3 H2 96.9(11) . . ?
Ir1 P3 H2 120.3(11) . . ?
H1 P3 H2 91.4(15) . . ?
C2 O1 P1 114.63(13) . . ?
C6 O2 P2 115.00(12) . . ?
C3 C2 C1 123.81(19) . . ?
C3 C2 O1 118.31(19) . . ?
C1 C2 O1 117.88(18) . . ?
C2 C3 C4 118.3(2) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C5 C4 C3 120.75(19) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 118.39(19) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C5 C6 O2 118.95(18) . . ?
C5 C6 C1 123.5(2) . . ?
O2 C6 C1 117.53(17) . . ?
C10 C7 C9 110.4(2) . . ?
C10 C7 C8 109.2(3) . . ?
C9 C7 C8 107.2(2) . . ?
C10 C7 P1 110.41(18) . . ?
C9 C7 P1 113.64(18) . . ?
C8 C7 P1 105.79(17) . . ?
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 . . ?
C27 C28 C23 120.6(2) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C26 C27 C28 120.1(2) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
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 . . ?
C13 C11 C12 109.8(2) . . ?
C13 C11 C14 109.1(2) . . ?
C12 C11 C14 107.52(19) . . ?
C13 C11 P1 110.84(16) . . ?
C12 C11 P1 114.98(16) . . ?
C14 C11 P1 104.27(15) . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C12 H01A 109.5 . . ?
C11 C12 H01B 109.5 . . ?
H01A C12 H01B 109.5 . . ?
C11 C12 H01C 109.5 . . ?
H01A C12 H01C 109.5 . . ?
H01B C12 H01C 109.5 . . ?
C17 C15 C18 109.9(2) . . ?
C17 C15 C16 109.0(2) . . ?
C18 C15 C16 108.1(2) . . ?
C17 C15 P2 110.55(17) . . ?
C18 C15 P2 113.83(18) . . ?
C16 C15 P2 105.22(16) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C20 109.2(2) . . ?
C21 C19 C22 107.9(3) . . ?
C20 C19 C22 108.4(3) . . ?
C21 C19 P2 111.70(18) . . ?
C20 C19 P2 114.30(18) . . ?
C22 C19 P2 105.01(17) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 118.9(2) . . ?
C28 C23 P3 121.09(16) . . ?
C24 C23 P3 120.06(16) . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.0(2) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 P1 O1 C2 114.95(15) . . . . ?
C11 P1 O1 C2 -131.03(15) . . . . ?
Ir1 P1 O1 C2 -6.31(15) . . . . ?
C15 P2 O2 C6 124.79(15) . . . . ?
C19 P2 O2 C6 -121.23(16) . . . . ?
Ir1 P2 O2 C6 0.91(15) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
Ir1 C1 C2 C3 -177.46(17) . . . . ?
C6 C1 C2 O1 179.48(17) . . . . ?
Ir1 C1 C2 O1 1.6(3) . . . . ?
P1 O1 C2 C3 -177.20(16) . . . . ?
P1 O1 C2 C1 3.7(2) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
O1 C2 C3 C4 -179.10(19) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 O2 179.50(19) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
P2 O2 C6 C5 -178.69(15) . . . . ?
P2 O2 C6 C1 0.4(2) . . . . ?
C2 C1 C6 C5 -0.7(3) . . . . ?
Ir1 C1 C6 C5 177.23(16) . . . . ?
C2 C1 C6 O2 -179.67(17) . . . . ?
Ir1 C1 C6 O2 -1.8(3) . . . . ?
O1 P1 C7 C10 -179.0(2) . . . . ?
C11 P1 C7 C10 78.7(2) . . . . ?
Ir1 P1 C7 C10 -65.6(2) . . . . ?
O1 P1 C7 C9 56.4(2) . . . . ?
C11 P1 C7 C9 -46.0(2) . . . . ?
Ir1 P1 C7 C9 169.77(16) . . . . ?
O1 P1 C7 C8 -61.0(2) . . . . ?
C11 P1 C7 C8 -163.3(2) . . . . ?
Ir1 P1 C7 C8 52.4(2) . . . . ?
C23 C28 C27 C26 1.0(3) . . . . ?
O1 P1 C11 C13 -168.33(18) . . . . ?
C7 P1 C11 C13 -64.8(2) . . . . ?
Ir1 P1 C11 C13 77.94(19) . . . . ?
O1 P1 C11 C12 -43.06(18) . . . . ?
C7 P1 C11 C12 60.5(2) . . . . ?
Ir1 P1 C11 C12 -156.80(14) . . . . ?
O1 P1 C11 C14 74.40(16) . . . . ?
C7 P1 C11 C14 177.97(16) . . . . ?
Ir1 P1 C11 C14 -39.33(18) . . . . ?
O2 P2 C15 C17 -179.67(17) . . . . ?
C19 P2 C15 C17 77.3(2) . . . . ?
Ir1 P2 C15 C17 -65.46(19) . . . . ?
O2 P2 C15 C18 56.07(18) . . . . ?
C19 P2 C15 C18 -47.0(2) . . . . ?
Ir1 P2 C15 C18 170.28(14) . . . . ?
O2 P2 C15 C16 -62.07(17) . . . . ?
C19 P2 C15 C16 -165.10(16) . . . . ?
Ir1 P2 C15 C16 52.13(18) . . . . ?
O2 P2 C19 C21 -165.4(2) . . . . ?
C15 P2 C19 C21 -62.2(2) . . . . ?
Ir1 P2 C19 C21 81.1(2) . . . . ?
O2 P2 C19 C20 -40.8(2) . . . . ?
C15 P2 C19 C20 62.3(3) . . . . ?
Ir1 P2 C19 C20 -154.3(2) . . . . ?
O2 P2 C19 C22 77.9(2) . . . . ?
C15 P2 C19 C22 -179.0(2) . . . . ?
Ir1 P2 C19 C22 -35.6(2) . . . . ?
C27 C28 C23 C24 -0.3(3) . . . . ?
C27 C28 C23 P3 179.74(17) . . . . ?
Ir1 P3 C23 C28 27.9(2) . . . . ?
Ir1 P3 C23 C24 -152.06(14) . . . . ?
C28 C23 C24 C25 -0.8(3) . . . . ?
P3 C23 C24 C25 179.21(17) . . . . ?
C23 C24 C25 C26 1.1(3) . . . . ?
C24 C25 C26 C27 -0.4(3) . . . . ?
C28 C27 C26 C25 -0.6(3) . . . . ?

_refine_diff_density_max         0.797
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.067

_shelxl_version_number           2014/6


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

data_compound_7b
_database_code_depnum_ccdc_archive 'CCDC 1472603'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H50 Ir O2 P3'
_chemical_formula_sum            'C29 H50 Ir O2 P3'
_chemical_formula_weight         715.80

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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2300(9)
_cell_length_b                   11.9105(10)
_cell_length_c                   15.9818(14)
_cell_angle_alpha                103.7350(10)
_cell_angle_beta                 100.9570(10)
_cell_angle_gamma                93.7140(10)
_cell_volume                     1844.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      26.07

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.768
_shelx_estimated_absorpt_T_min   0.584
_shelx_estimated_absorpt_T_max   0.805
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.6186
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43200
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.342
_diffrn_reflns_theta_max         26.150
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7352
_reflns_number_gt                6968
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_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)+(0.0309P)²+0.5385P] 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         7352
_refine_ls_number_parameters     345
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0187
_refine_ls_wR_factor_ref         0.0482
_refine_ls_wR_factor_gt          0.0474
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.070
_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 0.72807(2) 0.57276(2) 0.27290(2) 0.02379(4) Uani 1 1 d D . . . .
H1 H 0.500(3) 0.419(3) 0.316(2) 0.050(9) Uiso 1 1 d . . . . .
C1 C 0.8361(2) 0.71559(19) 0.25836(15) 0.0238(4) Uani 1 1 d . . . . .
O1 O 0.72272(15) 0.84253(13) 0.35234(10) 0.0273(3) Uani 1 1 d . . . . .
P1 P 0.63519(6) 0.72013(5) 0.35216(4) 0.02427(12) Uani 1 1 d . . . . .
P2 P 0.85331(6) 0.48721(5) 0.17646(4) 0.02786(13) Uani 1 1 d . . . . .
H2 H 0.552(3) 0.330(3) 0.223(2) 0.056(9) Uiso 1 1 d . . . . .
C2 C 0.8180(2) 0.8286(2) 0.29982(15) 0.0263(5) Uani 1 1 d . . . . .
O2 O 0.95711(17) 0.59445(14) 0.16717(11) 0.0332(4) Uani 1 1 d . . . . .
P3 P 0.61327(6) 0.41329(5) 0.29124(4) 0.03041(13) Uani 1 1 d . . . . .
C3 C 0.8906(2) 0.9261(2) 0.29247(17) 0.0321(5) Uani 1 1 d . . . . .
H3 H 0.8749 1.0019 0.3213 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4111(4) 0.8536(3) 0.3466(3) 0.0728(12) Uani 1 1 d . . . . .
H9A H 0.4810 0.9200 0.3638 0.109 Uiso 1 1 calc R U . . .
H9B H 0.3852 0.8391 0.3994 0.109 Uiso 1 1 calc R U . . .
H9C H 0.3328 0.8708 0.3078 0.109 Uiso 1 1 calc R U . . .
C8 C 0.4777(4) 0.7662(4) 0.2095(2) 0.0798(13) Uani 1 1 d . . . . .
H8A H 0.5009 0.6951 0.1728 0.120 Uiso 1 1 calc R U . . .
H8B H 0.5482 0.8302 0.2183 0.120 Uiso 1 1 calc R U . . .
H8C H 0.3924 0.7859 0.1800 0.120 Uiso 1 1 calc R U . . .
C7 C 0.4644(2) 0.7468(2) 0.29831(17) 0.0326(5) Uani 1 1 d . . . . .
C6 C 0.9342(2) 0.7056(2) 0.20874(16) 0.0292(5) Uani 1 1 d . . . . .
C5 C 1.0102(3) 0.8002(2) 0.19919(17) 0.0353(6) Uani 1 1 d . . . . .
H5 H 1.0763 0.7898 0.1644 0.042 Uiso 1 1 calc R U . . .
C4 C 0.9874(3) 0.9106(2) 0.24172(18) 0.0376(6) Uani 1 1 d . . . . .
H4 H 1.0387 0.9767 0.2361 0.045 Uiso 1 1 calc R U . . .
C10 C 0.3643(3) 0.6408(3) 0.2835(3) 0.0838(14) Uani 1 1 d . . . . .
H10A H 0.2780 0.6525 0.2498 0.126 Uiso 1 1 calc R U . . .
H10B H 0.3529 0.6294 0.3406 0.126 Uiso 1 1 calc R U . . .
H10C H 0.3973 0.5720 0.2506 0.126 Uiso 1 1 calc R U . . .
H102 H 0.629(3) 0.570(4) 0.202(2) 0.097(15) Uiso 1 1 d D . . . .
H101 H 0.814(3) 0.561(4) 0.340(2) 0.090(14) Uiso 1 1 d D . . . .
C11 C 0.6533(2) 0.7429(2) 0.47408(15) 0.0303(5) Uani 1 1 d . . . . .
C12 C 0.6169(3) 0.8603(2) 0.52197(18) 0.0431(6) Uani 1 1 d . . . . .
H12A H 0.6549 0.9222 0.4998 0.065 Uiso 1 1 calc R U . . .
H12B H 0.6534 0.8750 0.5854 0.065 Uiso 1 1 calc R U . . .
H12C H 0.5192 0.8587 0.5114 0.065 Uiso 1 1 calc R U . . .
C13 C 0.5710(3) 0.6433(3) 0.49316(19) 0.0481(7) Uani 1 1 d . . . . .
H13A H 0.4757 0.6446 0.4693 0.072 Uiso 1 1 calc R U . . .
H13B H 0.5858 0.6529 0.5570 0.072 Uiso 1 1 calc R U . . .
H13C H 0.5990 0.5688 0.4654 0.072 Uiso 1 1 calc R U . . .
C14 C 0.8024(3) 0.7394(3) 0.51124(18) 0.0439(7) Uani 1 1 d . . . . .
H14A H 0.8314 0.6675 0.4796 0.066 Uiso 1 1 calc R U . . .
H14B H 0.8159 0.7419 0.5741 0.066 Uiso 1 1 calc R U . . .
H14C H 0.8552 0.8066 0.5038 0.066 Uiso 1 1 calc R U . . .
C15 C 0.9817(3) 0.3903(2) 0.20686(18) 0.0352(6) Uani 1 1 d . . . . .
C16 C 0.9123(3) 0.2687(2) 0.1983(2) 0.0491(7) Uani 1 1 d . . . . .
H16A H 0.8759 0.2306 0.1359 0.074 Uiso 1 1 calc R U . . .
H16B H 0.8393 0.2757 0.2304 0.074 Uiso 1 1 calc R U . . .
H16C H 0.9775 0.2222 0.2231 0.074 Uiso 1 1 calc R U . . .
C17 C 1.0487(3) 0.4458(3) 0.30427(19) 0.0460(7) Uani 1 1 d . . . . .
H17A H 1.1238 0.4036 0.3221 0.069 Uiso 1 1 calc R U . . .
H17B H 0.9830 0.4418 0.3412 0.069 Uiso 1 1 calc R U . . .
H17C H 1.0817 0.5273 0.3115 0.069 Uiso 1 1 calc R U . . .
C18 C 1.0934(3) 0.3822(3) 0.1543(2) 0.0464(7) Uani 1 1 d . . . . .
H18A H 1.0591 0.3311 0.0951 0.070 Uiso 1 1 calc R U . . .
H18B H 1.1690 0.3503 0.1846 0.070 Uiso 1 1 calc R U . . .
H18C H 1.1233 0.4599 0.1498 0.070 Uiso 1 1 calc R U . . .
C19 C 0.7606(3) 0.4308(2) 0.05891(17) 0.0379(6) Uani 1 1 d . . . . .
C20 C 0.6391(3) 0.3454(3) 0.05443(18) 0.0456(7) Uani 1 1 d . . . . .
H20A H 0.5908 0.3157 -0.0070 0.068 Uiso 1 1 calc R U . . .
H20B H 0.5792 0.3855 0.0896 0.068 Uiso 1 1 calc R U . . .
H20C H 0.6695 0.2804 0.0778 0.068 Uiso 1 1 calc R U . . .
C21 C 0.8446(3) 0.3715(3) -0.00472(19) 0.0492(7) Uani 1 1 d . . . . .
H21A H 0.7931 0.3558 -0.0654 0.074 Uiso 1 1 calc R U . . .
H21B H 0.8676 0.2980 0.0085 0.074 Uiso 1 1 calc R U . . .
H21C H 0.9270 0.4226 0.0020 0.074 Uiso 1 1 calc R U . . .
C22 C 0.7115(3) 0.5365(3) 0.02861(19) 0.0497(7) Uani 1 1 d . . . . .
H22A H 0.7888 0.5887 0.0272 0.075 Uiso 1 1 calc R U . . .
H22B H 0.6604 0.5781 0.0697 0.075 Uiso 1 1 calc R U . . .
H22C H 0.6541 0.5104 -0.0305 0.075 Uiso 1 1 calc R U . . .
C23 C 0.6896(2) 0.3285(2) 0.36468(15) 0.0285(5) Uani 1 1 d . . . . .
C24 C 0.7923(3) 0.3808(2) 0.43729(17) 0.0337(5) Uani 1 1 d . . . . .
H24 H 0.8221 0.4613 0.4488 0.040 Uiso 1 1 calc R U . . .
C25 C 0.8511(3) 0.3163(2) 0.49253(17) 0.0367(6) Uani 1 1 d . . . . .
H25 H 0.9205 0.3536 0.5418 0.044 Uiso 1 1 calc R U . . .
C26 C 0.8112(2) 0.1987(2) 0.47779(17) 0.0337(5) Uani 1 1 d . . . . .
C27 C 0.7092(3) 0.1473(2) 0.40563(18) 0.0354(6) Uani 1 1 d . . . . .
H27 H 0.6800 0.0667 0.3942 0.042 Uiso 1 1 calc R U . . .
C28 C 0.6489(2) 0.2103(2) 0.34986(17) 0.0322(5) Uani 1 1 d . . . . .
H28 H 0.5791 0.1727 0.3009 0.039 Uiso 1 1 calc R U . . .
C29 C 0.8778(3) 0.1297(3) 0.5376(2) 0.0481(7) Uani 1 1 d . . . . .
H29A H 0.9231 0.0700 0.5043 0.072 Uiso 1 1 calc R U . . .
H29B H 0.8100 0.0923 0.5612 0.072 Uiso 1 1 calc R U . . .
H29C H 0.9436 0.1816 0.5863 0.072 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.052(2) . ?
Ir1 P3 2.2757(6) . ?
Ir1 P1 2.2817(6) . ?
Ir1 P2 2.2867(6) . ?
Ir1 H102 1.361(18) . ?
Ir1 H101 1.288(18) . ?
C1 C6 1.387(3) . ?
C1 C2 1.392(3) . ?
O1 C2 1.396(3) . ?
O1 P1 1.6599(16) . ?
P1 C11 1.873(2) . ?
P1 C7 1.877(2) . ?
P2 O2 1.6599(17) . ?
P2 C15 1.874(3) . ?
P2 C19 1.876(3) . ?
C2 C3 1.379(3) . ?
O2 C6 1.390(3) . ?
P3 C23 1.823(2) . ?
P3 H1 1.29(3) . ?
P3 H2 1.30(3) . ?
C3 C4 1.389(3) . ?
C3 H3 0.9500 . ?
C9 C7 1.515(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 C7 1.521(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 C10 1.515(4) . ?
C6 C5 1.382(3) . ?
C5 C4 1.386(4) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.532(3) . ?
C11 C13 1.532(3) . ?
C11 C14 1.535(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.535(4) . ?
C15 C18 1.537(4) . ?
C15 C17 1.542(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.530(4) . ?
C19 C22 1.534(4) . ?
C19 C20 1.534(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C28 1.392(3) . ?
C23 C24 1.396(3) . ?
C24 C25 1.382(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(4) . ?
C26 C29 1.501(4) . ?
C27 C28 1.381(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C1 Ir1 P3 178.48(6) . . ?
C1 Ir1 P1 78.94(6) . . ?
P3 Ir1 P1 101.61(2) . . ?
C1 Ir1 P2 78.71(6) . . ?
P3 Ir1 P2 100.86(2) . . ?
P1 Ir1 P2 157.05(2) . . ?
C1 Ir1 H102 93.2(19) . . ?
P3 Ir1 H102 88(2) . . ?
P1 Ir1 H102 88.1(19) . . ?
P2 Ir1 H102 88(2) . . ?
C1 Ir1 H101 95.0(19) . . ?
P3 Ir1 H101 83.6(19) . . ?
P1 Ir1 H101 95.2(19) . . ?
P2 Ir1 H101 91.9(19) . . ?
H102 Ir1 H101 172(2) . . ?
C6 C1 C2 115.8(2) . . ?
C6 C1 Ir1 122.13(17) . . ?
C2 C1 Ir1 122.00(16) . . ?
C2 O1 P1 114.98(14) . . ?
O1 P1 C11 98.74(10) . . ?
O1 P1 C7 99.47(10) . . ?
C11 P1 C7 111.74(11) . . ?
O1 P1 Ir1 106.01(6) . . ?
C11 P1 Ir1 120.61(8) . . ?
C7 P1 Ir1 115.94(8) . . ?
O2 P2 C15 97.96(10) . . ?
O2 P2 C19 100.41(11) . . ?
C15 P2 C19 111.29(12) . . ?
O2 P2 Ir1 105.76(6) . . ?
C15 P2 Ir1 121.72(9) . . ?
C19 P2 Ir1 115.35(9) . . ?
C3 C2 C1 123.3(2) . . ?
C3 C2 O1 118.9(2) . . ?
C1 C2 O1 117.76(19) . . ?
C6 O2 P2 115.06(14) . . ?
C23 P3 Ir1 121.75(8) . . ?
C23 P3 H1 97.9(13) . . ?
Ir1 P3 H1 121.2(14) . . ?
C23 P3 H2 100.7(14) . . ?
Ir1 P3 H2 120.5(14) . . ?
H1 P3 H2 87.6(19) . . ?
C2 C3 C4 118.2(2) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
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 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 . . ?
C9 C7 C10 109.4(3) . . ?
C9 C7 C8 106.6(3) . . ?
C10 C7 C8 109.0(3) . . ?
C9 C7 P1 115.31(19) . . ?
C10 C7 P1 110.2(2) . . ?
C8 C7 P1 106.00(18) . . ?
C5 C6 C1 123.4(2) . . ?
C5 C6 O2 118.8(2) . . ?
C1 C6 O2 117.9(2) . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C4 C3 121.1(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
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 C13 110.1(2) . . ?
C12 C11 C14 106.8(2) . . ?
C13 C11 C14 108.9(2) . . ?
C12 C11 P1 114.84(18) . . ?
C13 C11 P1 109.86(17) . . ?
C14 C11 P1 106.11(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C18 110.6(2) . . ?
C16 C15 C17 109.2(2) . . ?
C18 C15 C17 107.0(2) . . ?
C16 C15 P2 109.77(19) . . ?
C18 C15 P2 114.3(2) . . ?
C17 C15 P2 105.80(17) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C22 107.8(2) . . ?
C21 C19 C20 109.0(2) . . ?
C22 C19 C20 109.1(2) . . ?
C21 C19 P2 114.9(2) . . ?
C22 C19 P2 106.41(19) . . ?
C20 C19 P2 109.45(18) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 118.1(2) . . ?
C28 C23 P3 121.50(19) . . ?
C24 C23 P3 120.41(18) . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 121.6(2) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C27 117.7(2) . . ?
C25 C26 C29 120.9(3) . . ?
C27 C26 C29 121.4(2) . . ?
C28 C27 C26 121.6(2) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C23 120.6(2) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
C2 O1 P1 C11 131.33(16) . . . . ?
C2 O1 P1 C7 -114.74(16) . . . . ?
C2 O1 P1 Ir1 5.87(16) . . . . ?
C6 C1 C2 C3 0.7(4) . . . . ?
Ir1 C1 C2 C3 178.89(19) . . . . ?
C6 C1 C2 O1 -178.3(2) . . . . ?
Ir1 C1 C2 O1 -0.1(3) . . . . ?
P1 O1 C2 C3 176.74(18) . . . . ?
P1 O1 C2 C1 -4.2(3) . . . . ?
C15 P2 O2 C6 -133.39(18) . . . . ?
C19 P2 O2 C6 113.12(18) . . . . ?
Ir1 P2 O2 C6 -7.16(18) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
O1 C2 C3 C4 178.4(2) . . . . ?
O1 P1 C7 C9 -59.9(3) . . . . ?
C11 P1 C7 C9 43.5(3) . . . . ?
Ir1 P1 C7 C9 -173.0(2) . . . . ?
O1 P1 C7 C10 175.7(3) . . . . ?
C11 P1 C7 C10 -80.9(3) . . . . ?
Ir1 P1 C7 C10 62.6(3) . . . . ?
O1 P1 C7 C8 57.8(2) . . . . ?
C11 P1 C7 C8 161.2(2) . . . . ?
Ir1 P1 C7 C8 -55.3(3) . . . . ?
C2 C1 C6 C5 -0.5(4) . . . . ?
Ir1 C1 C6 C5 -178.7(2) . . . . ?
C2 C1 C6 O2 179.1(2) . . . . ?
Ir1 C1 C6 O2 0.9(3) . . . . ?
P2 O2 C6 C5 -175.64(19) . . . . ?
P2 O2 C6 C1 4.7(3) . . . . ?
C1 C6 C5 C4 0.3(4) . . . . ?
O2 C6 C5 C4 -179.4(2) . . . . ?
C6 C5 C4 C3 -0.1(4) . . . . ?
C2 C3 C4 C5 0.3(4) . . . . ?
O1 P1 C11 C12 51.3(2) . . . . ?
C7 P1 C11 C12 -52.7(2) . . . . ?
Ir1 P1 C11 C12 165.80(16) . . . . ?
O1 P1 C11 C13 175.93(19) . . . . ?
C7 P1 C11 C13 72.0(2) . . . . ?
Ir1 P1 C11 C13 -69.5(2) . . . . ?
O1 P1 C11 C14 -66.50(18) . . . . ?
C7 P1 C11 C14 -170.41(17) . . . . ?
Ir1 P1 C11 C14 48.0(2) . . . . ?
O2 P2 C15 C16 -166.35(19) . . . . ?
C19 P2 C15 C16 -61.8(2) . . . . ?
Ir1 P2 C15 C16 79.5(2) . . . . ?
O2 P2 C15 C18 -41.5(2) . . . . ?
C19 P2 C15 C18 63.0(2) . . . . ?
Ir1 P2 C15 C18 -155.63(16) . . . . ?
O2 P2 C15 C17 75.96(18) . . . . ?
C19 P2 C15 C17 -179.54(18) . . . . ?
Ir1 P2 C15 C17 -38.2(2) . . . . ?
O2 P2 C19 C21 68.1(2) . . . . ?
C15 P2 C19 C21 -34.8(2) . . . . ?
Ir1 P2 C19 C21 -178.79(18) . . . . ?
O2 P2 C19 C22 -51.13(19) . . . . ?
C15 P2 C19 C22 -153.99(18) . . . . ?
Ir1 P2 C19 C22 62.0(2) . . . . ?
O2 P2 C19 C20 -168.91(19) . . . . ?
C15 P2 C19 C20 88.2(2) . . . . ?
Ir1 P2 C19 C20 -55.8(2) . . . . ?
Ir1 P3 C23 C28 -151.78(16) . . . . ?
Ir1 P3 C23 C24 27.5(2) . . . . ?
C28 C23 C24 C25 -0.1(3) . . . . ?
P3 C23 C24 C25 -179.40(19) . . . . ?
C23 C24 C25 C26 0.4(4) . . . . ?
C24 C25 C26 C27 -0.3(4) . . . . ?
C24 C25 C26 C29 178.9(2) . . . . ?
C25 C26 C27 C28 0.1(4) . . . . ?
C29 C26 C27 C28 -179.2(2) . . . . ?
C26 C27 C28 C23 0.1(4) . . . . ?
C24 C23 C28 C27 -0.1(3) . . . . ?
P3 C23 C28 C27 179.14(18) . . . . ?

_refine_diff_density_max         1.200
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.078

_shelxl_version_number           2014/6


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

data_compound_7c
_database_code_depnum_ccdc_archive 'CCDC 1472604'
_audit_update_record             
;
2016-04-06 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H54 Ir O2 P3, C5 H12'
_chemical_formula_sum            'C36 H66 Ir O2 P3'
_chemical_formula_weight         815.99

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9010(13)
_cell_length_b                   12.6860(15)
_cell_length_c                   15.2272(17)
_cell_angle_alpha                78.1840(10)
_cell_angle_beta                 72.9730(10)
_cell_angle_gamma                73.4180(10)
_cell_volume                     1912.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    168(2)
_cell_measurement_reflns_used    9871
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.21

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.644
_shelx_estimated_absorpt_T_min   0.611
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.5678
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Sadabs 2014/3 (Bruker 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      168(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40878
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.690
_diffrn_reflns_theta_max         26.221
_diffrn_reflns_theta_full        26.000
_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             7704
_reflns_number_gt                7383
_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 ver. 2014.1 (Bruker AXS)'
_computing_cell_refinement       'Saint-NT v. 7.23'
_computing_data_reduction        'Saint-NT v. 7.23'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0207P)²+0.9085P] 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         7704
_refine_ls_number_parameters     460
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.0189
_refine_ls_R_factor_gt           0.0176
_refine_ls_wR_factor_ref         0.0418
_refine_ls_wR_factor_gt          0.0412
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.075
_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 0.79167(2) 0.35964(2) 0.25466(2) 0.01525(3) Uani 1 1 d . . . . .
H1 H 0.716(2) 0.488(2) 0.0764(17) 0.030(7) Uiso 1 1 d . . . . .
C1 C 0.9309(2) 0.28977(18) 0.33059(14) 0.0186(4) Uani 1 1 d . . . . .
O1 O 0.95800(16) 0.46861(13) 0.33387(11) 0.0251(4) Uani 1 1 d . . . . .
P1 P 0.83321(6) 0.51440(5) 0.28453(4) 0.01722(11) Uani 1 1 d . . . . .
P2 P 0.80074(6) 0.17254(5) 0.26990(4) 0.01912(12) Uani 1 1 d . . . . .
H2 H 0.581(3) 0.551(2) 0.1800(18) 0.033(7) Uiso 1 1 d . . . . .
C2 C 0.9912(2) 0.35444(19) 0.35950(15) 0.0215(5) Uani 1 1 d . . . . .
O2 O 0.92370(17) 0.10819(13) 0.31895(12) 0.0272(4) Uani 1 1 d . . . . .
P3 P 0.65593(6) 0.45338(5) 0.15733(4) 0.02010(12) Uani 1 1 d . . . . .
C3 C 1.0847(2) 0.3110(2) 0.41091(16) 0.0279(5) Uani 1 1 d . . . . .
H3 H 1.1215 0.3583 0.4312 0.033 Uiso 1 1 calc R U . . .
C8 C 0.6977(3) 0.5053(2) 0.46749(17) 0.0375(6) Uani 1 1 d . . . . .
H8A H 0.6840 0.4376 0.4542 0.056 Uiso 1 1 calc R U . . .
H8B H 0.6229 0.5367 0.5165 0.056 Uiso 1 1 calc R U . . .
H8C H 0.7794 0.4873 0.4879 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7082(2) 0.5906(2) 0.37900(16) 0.0255(5) Uani 1 1 d . . . . .
C6 C 0.9751(2) 0.17670(19) 0.35173(16) 0.0231(5) Uani 1 1 d . . . . .
C5 C 1.0689(2) 0.1280(2) 0.40244(17) 0.0302(6) Uani 1 1 d . . . . .
H5 H 1.0953 0.0497 0.4165 0.036 Uiso 1 1 calc R U . . .
C4 C 1.1227(2) 0.1969(2) 0.43189(17) 0.0310(6) Uani 1 1 d . . . . .
H4 H 1.1866 0.1654 0.4670 0.037 Uiso 1 1 calc R U . . .
C9 C 0.7483(3) 0.6874(2) 0.40004(18) 0.0337(6) Uani 1 1 d . . . . .
H9A H 0.7464 0.7471 0.3479 0.051 Uiso 1 1 calc R U . . .
H9B H 0.8378 0.6618 0.4095 0.051 Uiso 1 1 calc R U . . .
H9C H 0.6863 0.7151 0.4562 0.051 Uiso 1 1 calc R U . . .
C10 C 0.5722(2) 0.6311(2) 0.35733(19) 0.0346(6) Uani 1 1 d . . . . .
H10A H 0.5776 0.6845 0.3006 0.052 Uiso 1 1 calc R U . . .
H10B H 0.5077 0.6670 0.4090 0.052 Uiso 1 1 calc R U . . .
H10C H 0.5446 0.5677 0.3485 0.052 Uiso 1 1 calc R U . . .
C11 C 0.9038(2) 0.61620(18) 0.18807(15) 0.0209(5) Uani 1 1 d . . . . .
C12 C 0.9995(2) 0.6660(2) 0.21412(17) 0.0288(5) Uani 1 1 d . . . . .
H12A H 1.0354 0.7165 0.1612 0.043 Uiso 1 1 calc R U . . .
H12B H 1.0719 0.6062 0.2308 0.043 Uiso 1 1 calc R U . . .
H12C H 0.9520 0.7070 0.2670 0.043 Uiso 1 1 calc R U . . .
C13 C 0.7932(2) 0.7091(2) 0.15730(17) 0.0287(5) Uani 1 1 d . . . . .
H13A H 0.8316 0.7557 0.1023 0.043 Uiso 1 1 calc R U . . .
H13B H 0.7458 0.7544 0.2075 0.043 Uiso 1 1 calc R U . . .
H13C H 0.7315 0.6764 0.1425 0.043 Uiso 1 1 calc R U . . .
C14 C 0.9841(2) 0.5535(2) 0.10527(16) 0.0282(5) Uani 1 1 d . . . . .
H14A H 0.9258 0.5228 0.0847 0.042 Uiso 1 1 calc R U . . .
H14B H 1.0546 0.4930 0.1238 0.042 Uiso 1 1 calc R U . . .
H14C H 1.0231 0.6046 0.0544 0.042 Uiso 1 1 calc R U . . .
C15 C 0.6634(3) 0.1194(2) 0.35977(17) 0.0283(5) Uani 1 1 d . . . . .
C16 C 0.5303(3) 0.1787(2) 0.3388(2) 0.0399(7) Uani 1 1 d . . . . .
H16A H 0.5287 0.1614 0.2793 0.060 Uiso 1 1 calc R U . . .
H16B H 0.5171 0.2590 0.3356 0.060 Uiso 1 1 calc R U . . .
H16C H 0.4595 0.1538 0.3880 0.060 Uiso 1 1 calc R U . . .
C17 C 0.6824(3) -0.0064(2) 0.3707(2) 0.0394(7) Uani 1 1 d . . . . .
H17A H 0.6744 -0.0272 0.3145 0.059 Uiso 1 1 calc R U . . .
H17B H 0.6147 -0.0291 0.4240 0.059 Uiso 1 1 calc R U . . .
H17C H 0.7702 -0.0434 0.3807 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6656(3) 0.1481(2) 0.45278(18) 0.0395(7) Uani 1 1 d . . . . .
H18A H 0.7469 0.1041 0.4700 0.059 Uiso 1 1 calc R U . . .
H18B H 0.5889 0.1313 0.5009 0.059 Uiso 1 1 calc R U . . .
H18C H 0.6622 0.2273 0.4466 0.059 Uiso 1 1 calc R U . . .
C19 C 0.8576(2) 0.09419(19) 0.16688(17) 0.0256(5) Uani 1 1 d . . . . .
C20 C 0.9583(3) 0.1497(2) 0.09307(18) 0.0360(6) Uani 1 1 d . . . . .
H20A H 0.9877 0.1128 0.0373 0.054 Uiso 1 1 calc R U . . .
H20B H 1.0345 0.1434 0.1172 0.054 Uiso 1 1 calc R U . . .
H20C H 0.9170 0.2282 0.0776 0.054 Uiso 1 1 calc R U . . .
C21 C 0.7406(3) 0.1011(2) 0.12805(19) 0.0351(6) Uani 1 1 d . . . . .
H21A H 0.6904 0.1785 0.1205 0.053 Uiso 1 1 calc R U . . .
H21B H 0.6832 0.0559 0.1710 0.053 Uiso 1 1 calc R U . . .
H21C H 0.7734 0.0735 0.0678 0.053 Uiso 1 1 calc R U . . .
C22 C 0.9287(3) -0.0281(2) 0.1880(2) 0.0389(7) Uani 1 1 d . . . . .
H22A H 0.9644 -0.0617 0.1304 0.058 Uiso 1 1 calc R U . . .
H22B H 0.8659 -0.0681 0.2315 0.058 Uiso 1 1 calc R U . . .
H22C H 1.0011 -0.0324 0.2155 0.058 Uiso 1 1 calc R U . . .
C23 C 0.5299(2) 0.40410(18) 0.13109(15) 0.0197(4) Uani 1 1 d . . . . .
C24 C 0.5544(2) 0.35906(19) 0.04870(15) 0.0213(5) Uani 1 1 d . . . . .
C25 C 0.4585(2) 0.31426(19) 0.03664(16) 0.0242(5) Uani 1 1 d . . . . .
H25 H 0.4745 0.2839 -0.0189 0.029 Uiso 1 1 calc R U . . .
C26 C 0.3406(2) 0.3125(2) 0.10295(17) 0.0253(5) Uani 1 1 d . . . . .
C27 C 0.3161(2) 0.3612(2) 0.18155(16) 0.0257(5) Uani 1 1 d . . . . .
H27 H 0.2345 0.3626 0.2267 0.031 Uiso 1 1 calc R U . . .
C28 C 0.4076(2) 0.40831(19) 0.19645(15) 0.0235(5) Uani 1 1 d . . . . .
C29 C 0.6800(2) 0.3577(2) -0.02669(17) 0.0294(5) Uani 1 1 d . . . . .
H29A H 0.6824 0.3145 -0.0739 0.044 Uiso 1 1 calc R U . . .
H29B H 0.7562 0.3238 -0.0002 0.044 Uiso 1 1 calc R U . . .
H29C H 0.6830 0.4339 -0.0550 0.044 Uiso 1 1 calc R U . . .
C30 C 0.2401(3) 0.2595(2) 0.0905(2) 0.0371(6) Uani 1 1 d . . . . .
H30A H 0.1766 0.3156 0.0608 0.056 Uiso 1 1 calc R U . . .
H30B H 0.1932 0.2283 0.1512 0.056 Uiso 1 1 calc R U . . .
H30C H 0.2852 0.2002 0.0515 0.056 Uiso 1 1 calc R U . . .
C31 C 0.3711(3) 0.4658(2) 0.28119(17) 0.0321(6) Uani 1 1 d . . . . .
H31A H 0.3548 0.5463 0.2627 0.048 Uiso 1 1 calc R U . . .
H31B H 0.4437 0.4410 0.3120 0.048 Uiso 1 1 calc R U . . .
H31C H 0.2910 0.4475 0.3239 0.048 Uiso 1 1 calc R U . . .
H101 H 0.678(3) 0.368(3) 0.327(2) 0.056(10) Uiso 1 1 d . . . . .
H102 H 0.902(3) 0.352(3) 0.174(2) 0.059(10) Uiso 1 1 d . . . . .
C1_1 C 1.2464(7) -0.1482(6) 0.3119(5) 0.0694(13) Uani 0.638(5) 1 d . U P A 1
H1A_1 H 1.1730 -0.0806 0.3161 0.083 Uiso 0.638(5) 1 calc R U P A 1
H1B_1 H 1.3157 -0.1355 0.3356 0.083 Uiso 0.638(5) 1 calc R U P A 1
C2_1 C 1.4448(10) -0.0307(9) 0.1738(7) 0.102(2) Uani 0.638(5) 1 d . U P A 1
H2A_1 H 1.4783 0.0261 0.1262 0.153 Uiso 0.638(5) 1 calc R U P A 1
H2B_1 H 1.5182 -0.0946 0.1820 0.153 Uiso 0.638(5) 1 calc R U P A 1
H2C_1 H 1.4030 0.0000 0.2325 0.153 Uiso 0.638(5) 1 calc R U P A 1
C3_1 C 1.3388(8) -0.0691(6) 0.1426(6) 0.0864(15) Uani 0.638(5) 1 d . U P A 1
H3A_1 H 1.2596 -0.0073 0.1407 0.104 Uiso 0.638(5) 1 calc R U P A 1
H3B_1 H 1.3768 -0.0925 0.0801 0.104 Uiso 0.638(5) 1 calc R U P A 1
C4_1 C 1.3014(7) -0.1666(6) 0.2138(5) 0.0758(13) Uani 0.638(5) 1 d . U P A 1
H4A_1 H 1.2361 -0.1915 0.1946 0.091 Uiso 0.638(5) 1 calc R U P A 1
H4B_1 H 1.3815 -0.2286 0.2102 0.091 Uiso 0.638(5) 1 calc R U P A 1
C5_1 C 1.1941(7) -0.2484(7) 0.3744(6) 0.0683(17) Uani 0.638(5) 1 d . U P A 1
H5A_1 H 1.1316 -0.2660 0.3479 0.102 Uiso 0.638(5) 1 calc R U P A 1
H5B_1 H 1.1494 -0.2289 0.4369 0.102 Uiso 0.638(5) 1 calc R U P A 1
H5C_1 H 1.2685 -0.3131 0.3775 0.102 Uiso 0.638(5) 1 calc R U P A 1
C11_1 C 1.2309(12) -0.2083(10) 0.2816(9) 0.0706(16) Uani 0.362(5) 1 d . U P A 2
H11A_1 H 1.1822 -0.1988 0.2338 0.085 Uiso 0.362(5) 1 calc R U P A 2
H11B_1 H 1.2966 -0.2806 0.2781 0.085 Uiso 0.362(5) 1 calc R U P A 2
C12_1 C 1.4757(18) -0.0432(15) 0.1216(13) 0.095(3) Uani 0.362(5) 1 d . U P A 2
H12A_1 H 1.4659 0.0205 0.1524 0.143 Uiso 0.362(5) 1 calc R U P A 2
H12B_1 H 1.4518 -0.0168 0.0623 0.143 Uiso 0.362(5) 1 calc R U P A 2
H12C_1 H 1.5676 -0.0867 0.1107 0.143 Uiso 0.362(5) 1 calc R U P A 2
C13_1 C 1.3982(15) -0.1051(12) 0.1741(11) 0.0857(19) Uani 0.362(5) 1 d . U P A
2
H13A_1 H 1.4619 -0.1782 0.1779 0.103 Uiso 0.362(5) 1 calc R U P A 2
H13B_1 H 1.3489 -0.1100 0.1304 0.103 Uiso 0.362(5) 1 calc R U P A 2
C14_1 C 1.3039(13) -0.1163(11) 0.2594(10) 0.0728(16) Uani 0.362(5) 1 d . U P A
2
H14A_1 H 1.2364 -0.0450 0.2637 0.087 Uiso 0.362(5) 1 calc R U P A 2
H14B_1 H 1.3492 -0.1259 0.3092 0.087 Uiso 0.362(5) 1 calc R U P A 2
C15_1 C 1.1447(15) -0.2108(12) 0.3658(11) 0.072(3) Uani 0.362(5) 1 d . U P A 2
H15A_1 H 1.1867 -0.2033 0.4122 0.108 Uiso 0.362(5) 1 calc R U P A 2
H15B_1 H 1.1184 -0.2814 0.3818 0.108 Uiso 0.362(5) 1 calc R U P A 2
H15C_1 H 1.0663 -0.1494 0.3645 0.108 Uiso 0.362(5) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.065(2) . ?
Ir1 P1 2.2935(6) . ?
Ir1 P2 2.3133(6) . ?
Ir1 P3 2.3148(6) . ?
Ir1 H101 1.39(3) . ?
Ir1 H102 1.45(3) . ?
C1 C6 1.379(3) . ?
C1 C2 1.388(3) . ?
O1 C2 1.390(3) . ?
O1 P1 1.6496(16) . ?
P1 C7 1.879(2) . ?
P1 C11 1.883(2) . ?
P2 O2 1.6531(17) . ?
P2 C19 1.884(2) . ?
P2 C15 1.888(2) . ?
C2 C3 1.387(3) . ?
O2 C6 1.392(3) . ?
P3 C23 1.831(2) . ?
P3 H1 1.27(3) . ?
P3 H2 1.32(3) . ?
C3 C4 1.384(4) . ?
C3 H3 0.9500 . ?
C8 C7 1.544(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 C9 1.533(3) . ?
C7 C10 1.534(4) . ?
C6 C5 1.389(3) . ?
C5 C4 1.384(4) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.535(3) . ?
C11 C13 1.535(3) . ?
C11 C12 1.537(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.524(4) . ?
C15 C17 1.529(3) . ?
C15 C18 1.541(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C21 1.529(3) . ?
C19 C20 1.536(4) . ?
C19 C22 1.538(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C28 1.405(3) . ?
C23 C24 1.408(3) . ?
C24 C25 1.394(3) . ?
C24 C29 1.506(3) . ?
C25 C26 1.385(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(3) . ?
C26 C30 1.511(3) . ?
C27 C28 1.389(3) . ?
C27 H27 0.9500 . ?
C28 C31 1.508(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C1_1 C4_1 1.478(11) . ?
C1_1 C5_1 1.565(11) . ?
C1_1 H1A_1 0.9900 . ?
C1_1 H1B_1 0.9900 . ?
C2_1 C3_1 1.593(13) . ?
C2_1 H2A_1 0.9800 . ?
C2_1 H2B_1 0.9800 . ?
C2_1 H2C_1 0.9800 . ?
C3_1 C4_1 1.533(10) . ?
C3_1 H3A_1 0.9900 . ?
C3_1 H3B_1 0.9900 . ?
C4_1 H4A_1 0.9900 . ?
C4_1 H4B_1 0.9900 . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
C11_1 C15_1 1.350(19) . ?
C11_1 C14_1 1.524(18) . ?
C11_1 H11A_1 0.9900 . ?
C11_1 H11B_1 0.9900 . ?
C12_1 C13_1 1.30(2) . ?
C12_1 H12A_1 0.9800 . ?
C12_1 H12B_1 0.9800 . ?
C12_1 H12C_1 0.9800 . ?
C13_1 C14_1 1.411(18) . ?
C13_1 H13A_1 0.9900 . ?
C13_1 H13B_1 0.9900 . ?
C14_1 H14A_1 0.9900 . ?
C14_1 H14B_1 0.9900 . ?
C15_1 H15A_1 0.9800 . ?
C15_1 H15B_1 0.9800 . ?
C15_1 H15C_1 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
C1 Ir1 P1 78.48(6) . . ?
C1 Ir1 P2 77.89(6) . . ?
P1 Ir1 P2 155.94(2) . . ?
C1 Ir1 P3 171.88(6) . . ?
P1 Ir1 P3 96.10(2) . . ?
P2 Ir1 P3 107.87(2) . . ?
C1 Ir1 H101 99.0(13) . . ?
P1 Ir1 H101 91.9(13) . . ?
P2 Ir1 H101 87.4(13) . . ?
P3 Ir1 H101 87.2(13) . . ?
C1 Ir1 H102 86.0(13) . . ?
P1 Ir1 H102 90.7(13) . . ?
P2 Ir1 H102 92.1(13) . . ?
P3 Ir1 H102 88.1(13) . . ?
H101 Ir1 H102 174.8(16) . . ?
C6 C1 C2 115.5(2) . . ?
C6 C1 Ir1 122.77(16) . . ?
C2 C1 Ir1 121.61(16) . . ?
C2 O1 P1 115.05(14) . . ?
O1 P1 C7 98.95(10) . . ?
O1 P1 C11 98.79(9) . . ?
C7 P1 C11 109.88(10) . . ?
O1 P1 Ir1 105.85(6) . . ?
C7 P1 Ir1 117.27(8) . . ?
C11 P1 Ir1 121.42(7) . . ?
O2 P2 C19 97.83(10) . . ?
O2 P2 C15 98.57(10) . . ?
C19 P2 C15 110.13(11) . . ?
O2 P2 Ir1 105.52(6) . . ?
C19 P2 Ir1 122.16(8) . . ?
C15 P2 Ir1 117.33(8) . . ?
C3 C2 C1 123.5(2) . . ?
C3 C2 O1 118.4(2) . . ?
C1 C2 O1 118.07(19) . . ?
C6 O2 P2 115.33(14) . . ?
C23 P3 Ir1 126.85(7) . . ?
C23 P3 H1 100.8(11) . . ?
Ir1 P3 H1 114.8(11) . . ?
C23 P3 H2 97.5(11) . . ?
Ir1 P3 H2 114.7(11) . . ?
H1 P3 H2 97.0(16) . . ?
C4 C3 C2 118.2(2) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
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 . . ?
C9 C7 C10 110.1(2) . . ?
C9 C7 C8 107.1(2) . . ?
C10 C7 C8 108.4(2) . . ?
C9 C7 P1 114.11(17) . . ?
C10 C7 P1 110.86(16) . . ?
C8 C7 P1 105.98(17) . . ?
C1 C6 C5 123.7(2) . . ?
C1 C6 O2 117.66(19) . . ?
C5 C6 O2 118.6(2) . . ?
C4 C5 C6 118.1(2) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
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 . . ?
C14 C11 C13 108.22(19) . . ?
C14 C11 C12 106.76(19) . . ?
C13 C11 C12 110.19(19) . . ?
C14 C11 P1 107.95(15) . . ?
C13 C11 P1 110.88(16) . . ?
C12 C11 P1 112.64(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C17 110.3(2) . . ?
C16 C15 C18 109.1(2) . . ?
C17 C15 C18 107.1(2) . . ?
C16 C15 P2 110.31(17) . . ?
C17 C15 P2 114.02(18) . . ?
C18 C15 P2 105.81(17) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C21 C19 C20 109.3(2) . . ?
C21 C19 C22 109.7(2) . . ?
C20 C19 C22 106.7(2) . . ?
C21 C19 P2 110.27(17) . . ?
C20 C19 P2 107.11(16) . . ?
C22 C19 P2 113.56(17) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 119.6(2) . . ?
C28 C23 P3 118.84(17) . . ?
C24 C23 P3 121.55(17) . . ?
C25 C24 C23 118.6(2) . . ?
C25 C24 C29 118.9(2) . . ?
C23 C24 C29 122.5(2) . . ?
C26 C25 C24 122.2(2) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C27 C26 C25 118.2(2) . . ?
C27 C26 C30 120.2(2) . . ?
C25 C26 C30 121.6(2) . . ?
C26 C27 C28 121.8(2) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
C27 C28 C23 119.4(2) . . ?
C27 C28 C31 118.9(2) . . ?
C23 C28 C31 121.7(2) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C4_1 C1_1 C5_1 112.5(6) . . ?
C4_1 C1_1 H1A_1 109.1 . . ?
C5_1 C1_1 H1A_1 109.1 . . ?
C4_1 C1_1 H1B_1 109.1 . . ?
C5_1 C1_1 H1B_1 109.1 . . ?
H1A_1 C1_1 H1B_1 107.8 . . ?
C3_1 C2_1 H2A_1 109.5 . . ?
C3_1 C2_1 H2B_1 109.5 . . ?
H2A_1 C2_1 H2B_1 109.5 . . ?
C3_1 C2_1 H2C_1 109.5 . . ?
H2A_1 C2_1 H2C_1 109.5 . . ?
H2B_1 C2_1 H2C_1 109.5 . . ?
C4_1 C3_1 C2_1 107.3(7) . . ?
C4_1 C3_1 H3A_1 110.3 . . ?
C2_1 C3_1 H3A_1 110.3 . . ?
C4_1 C3_1 H3B_1 110.3 . . ?
C2_1 C3_1 H3B_1 110.3 . . ?
H3A_1 C3_1 H3B_1 108.5 . . ?
C1_1 C4_1 C3_1 118.0(7) . . ?
C1_1 C4_1 H4A_1 107.8 . . ?
C3_1 C4_1 H4A_1 107.8 . . ?
C1_1 C4_1 H4B_1 107.8 . . ?
C3_1 C4_1 H4B_1 107.8 . . ?
H4A_1 C4_1 H4B_1 107.1 . . ?
C1_1 C5_1 H5A_1 109.5 . . ?
C1_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
C1_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
C15_1 C11_1 C14_1 114.0(13) . . ?
C15_1 C11_1 H11A_1 108.7 . . ?
C14_1 C11_1 H11A_1 108.7 . . ?
C15_1 C11_1 H11B_1 108.7 . . ?
C14_1 C11_1 H11B_1 108.7 . . ?
H11A_1 C11_1 H11B_1 107.6 . . ?
C13_1 C12_1 H12A_1 109.5 . . ?
C13_1 C12_1 H12B_1 109.5 . . ?
H12A_1 C12_1 H12B_1 109.5 . . ?
C13_1 C12_1 H12C_1 109.5 . . ?
H12A_1 C12_1 H12C_1 109.5 . . ?
H12B_1 C12_1 H12C_1 109.5 . . ?
C12_1 C13_1 C14_1 144.1(16) . . ?
C12_1 C13_1 H13A_1 100.9 . . ?
C14_1 C13_1 H13A_1 100.9 . . ?
C12_1 C13_1 H13B_1 100.9 . . ?
C14_1 C13_1 H13B_1 100.9 . . ?
H13A_1 C13_1 H13B_1 104.4 . . ?
C13_1 C14_1 C11_1 120.0(13) . . ?
C13_1 C14_1 H14A_1 107.3 . . ?
C11_1 C14_1 H14A_1 107.3 . . ?
C13_1 C14_1 H14B_1 107.3 . . ?
C11_1 C14_1 H14B_1 107.3 . . ?
H14A_1 C14_1 H14B_1 106.9 . . ?
C11_1 C15_1 H15A_1 109.5 . . ?
C11_1 C15_1 H15B_1 109.5 . . ?
H15A_1 C15_1 H15B_1 109.5 . . ?
C11_1 C15_1 H15C_1 109.5 . . ?
H15A_1 C15_1 H15C_1 109.5 . . ?
H15B_1 C15_1 H15C_1 109.5 . . ?

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
C2 O1 P1 C7 111.32(16) . . . . ?
C2 O1 P1 C11 -136.80(16) . . . . ?
C2 O1 P1 Ir1 -10.48(16) . . . . ?
C6 C1 C2 C3 -3.6(3) . . . . ?
Ir1 C1 C2 C3 179.70(18) . . . . ?
C6 C1 C2 O1 175.10(19) . . . . ?
Ir1 C1 C2 O1 -1.6(3) . . . . ?
P1 O1 C2 C3 -172.63(17) . . . . ?
P1 O1 C2 C1 8.6(3) . . . . ?
C19 P2 O2 C6 136.36(17) . . . . ?
C15 P2 O2 C6 -111.80(17) . . . . ?
Ir1 P2 O2 C6 9.78(17) . . . . ?
C1 C2 C3 C4 2.1(4) . . . . ?
O1 C2 C3 C4 -176.5(2) . . . . ?
O1 P1 C7 C9 62.2(2) . . . . ?
C11 P1 C7 C9 -40.6(2) . . . . ?
Ir1 P1 C7 C9 175.34(15) . . . . ?
O1 P1 C7 C10 -172.72(17) . . . . ?
C11 P1 C7 C10 84.48(19) . . . . ?
Ir1 P1 C7 C10 -59.63(19) . . . . ?
O1 P1 C7 C8 -55.29(18) . . . . ?
C11 P1 C7 C8 -158.09(16) . . . . ?
Ir1 P1 C7 C8 57.80(18) . . . . ?
C2 C1 C6 C5 3.1(3) . . . . ?
Ir1 C1 C6 C5 179.81(18) . . . . ?
C2 C1 C6 O2 -175.92(19) . . . . ?
Ir1 C1 C6 O2 0.8(3) . . . . ?
P2 O2 C6 C1 -7.6(3) . . . . ?
P2 O2 C6 C5 173.26(18) . . . . ?
C1 C6 C5 C4 -1.3(4) . . . . ?
O2 C6 C5 C4 177.8(2) . . . . ?
C6 C5 C4 C3 -0.4(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
O1 P1 C11 C14 87.87(16) . . . . ?
C7 P1 C11 C14 -169.22(16) . . . . ?
Ir1 P1 C11 C14 -26.86(18) . . . . ?
O1 P1 C11 C13 -153.75(16) . . . . ?
C7 P1 C11 C13 -50.84(19) . . . . ?
Ir1 P1 C11 C13 91.52(16) . . . . ?
O1 P1 C11 C12 -29.74(18) . . . . ?
C7 P1 C11 C12 73.16(19) . . . . ?
Ir1 P1 C11 C12 -144.47(14) . . . . ?
O2 P2 C15 C16 172.31(18) . . . . ?
C19 P2 C15 C16 -86.0(2) . . . . ?
Ir1 P2 C15 C16 59.8(2) . . . . ?
O2 P2 C15 C17 -63.0(2) . . . . ?
C19 P2 C15 C17 38.7(2) . . . . ?
Ir1 P2 C15 C17 -175.46(16) . . . . ?
O2 P2 C15 C18 54.47(18) . . . . ?
C19 P2 C15 C18 156.12(17) . . . . ?
Ir1 P2 C15 C18 -58.02(19) . . . . ?
O2 P2 C19 C21 157.51(17) . . . . ?
C15 P2 C19 C21 55.4(2) . . . . ?
Ir1 P2 C19 C21 -88.56(18) . . . . ?
O2 P2 C19 C20 -83.61(18) . . . . ?
C15 P2 C19 C20 174.23(17) . . . . ?
Ir1 P2 C19 C20 30.3(2) . . . . ?
O2 P2 C19 C22 34.0(2) . . . . ?
C15 P2 C19 C22 -68.2(2) . . . . ?
Ir1 P2 C19 C22 147.91(16) . . . . ?
Ir1 P3 C23 C28 77.80(19) . . . . ?
Ir1 P3 C23 C24 -100.09(18) . . . . ?
C28 C23 C24 C25 -3.4(3) . . . . ?
P3 C23 C24 C25 174.49(17) . . . . ?
C28 C23 C24 C29 176.5(2) . . . . ?
P3 C23 C24 C29 -5.6(3) . . . . ?
C23 C24 C25 C26 -0.1(3) . . . . ?
C29 C24 C25 C26 179.9(2) . . . . ?
C24 C25 C26 C27 2.8(4) . . . . ?
C24 C25 C26 C30 -177.5(2) . . . . ?
C25 C26 C27 C28 -1.9(4) . . . . ?
C30 C26 C27 C28 178.4(2) . . . . ?
C26 C27 C28 C23 -1.6(4) . . . . ?
C26 C27 C28 C31 176.6(2) . . . . ?
C24 C23 C28 C27 4.2(3) . . . . ?
P3 C23 C28 C27 -173.69(17) . . . . ?
C24 C23 C28 C31 -173.8(2) . . . . ?
P3 C23 C28 C31 8.2(3) . . . . ?
C5_1 C1_1 C4_1 C3_1 171.8(6) . . . . ?
C2_1 C3_1 C4_1 C1_1 58.2(9) . . . . ?
C12_1 C13_1 C14_1 C11_1 174(2) . . . . ?
C15_1 C11_1 C14_1 C13_1 179.2(12) . . . . ?

_refine_diff_density_max         0.531
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.070

_shelxl_version_number           2014/6

