# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_20032_0m
_database_code_depnum_ccdc_archive 'CCDC 2014654'
loop_
_audit_author_name
_audit_author_address
'Josh Chen'
;University of North Carolina at Chapel Hill
United States of America
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H41 Ir N O2 P'
_chemical_formula_sum            'C25 H41 Ir N O2 P'
_chemical_formula_weight         610.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.6922(9)
_cell_length_b                   38.687(4)
_cell_length_c                   13.5664(17)
_cell_angle_alpha                90
_cell_angle_beta                 104.749(9)
_cell_angle_gamma                90
_cell_volume                     4919.3(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    27058
_cell_measurement_theta_min      2.284
_cell_measurement_theta_max      70.151

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.649
_exptl_crystal_F_000             2448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    11.276
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27058
_diffrn_reflns_av_unetI/netI     0.1177
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.284
_diffrn_reflns_theta_max         70.151
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             8891
_reflns_number_gt                7229
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8891
_refine_ls_number_parameters     555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1242
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
C1 C 0.9528(9) 0.7986(2) 0.2057(7) 0.0289(17) Uani 1 1 d . . . . .
C2 C 0.9903(9) 0.7753(2) 0.1383(7) 0.0303(17) Uani 1 1 d . . . . .
C3 C 0.8915(10) 0.7672(2) 0.0467(8) 0.037(2) Uani 1 1 d . . . . .
H3 H 0.9159 0.7515 0.0001 0.044 Uiso 1 1 calc R U . . .
C4 C 0.7573(9) 0.7824(2) 0.0242(7) 0.0329(18) Uani 1 1 d . . . . .
H4 H 0.6898 0.7772 -0.0381 0.039 Uiso 1 1 calc R U . . .
C5 C 0.7214(9) 0.8055(2) 0.0933(6) 0.0276(16) Uani 1 1 d . . . . .
C6 C 0.8180(8) 0.81423(19) 0.1864(7) 0.0267(17) Uani 1 1 d . . . . .
C7 C 0.5798(8) 0.8229(2) 0.0771(7) 0.0293(17) Uani 1 1 d . . . . .
H7A H 0.5047 0.8085 0.0327 0.035 Uiso 1 1 calc R U . . .
H7B H 0.5815 0.8455 0.0436 0.035 Uiso 1 1 calc R U . . .
C8 C 1.1676(10) 0.7391(2) 0.1030(8) 0.040(2) Uani 1 1 d . . . . .
H8A H 1.0969 0.7207 0.0807 0.061 Uiso 1 1 calc R U . . .
H8B H 1.2603 0.7288 0.1360 0.061 Uiso 1 1 calc R U . . .
H8C H 1.1762 0.7526 0.0439 0.061 Uiso 1 1 calc R U . . .
C9 C 1.1207(9) 0.8636(2) 0.4115(7) 0.0330(19) Uani 1 1 d . . . . .
H9 H 1.0861 0.8820 0.4511 0.040 Uiso 1 1 calc R U . . .
C10 C 1.1475(10) 0.8805(3) 0.3180(8) 0.042(2) Uani 1 1 d . . . . .
H10A H 1.2269 0.8968 0.3384 0.063 Uiso 1 1 calc R U . . .
H10B H 1.0615 0.8928 0.2812 0.063 Uiso 1 1 calc R U . . .
H10C H 1.1715 0.8627 0.2735 0.063 Uiso 1 1 calc R U . . .
C11 C 1.2587(9) 0.8485(3) 0.4812(9) 0.045(2) Uani 1 1 d . . . . .
H11A H 1.2875 0.8280 0.4488 0.068 Uiso 1 1 calc R U . . .
H11B H 1.2415 0.8420 0.5469 0.068 Uiso 1 1 calc R U . . .
H11C H 1.3346 0.8658 0.4920 0.068 Uiso 1 1 calc R U . . .
C12 C 0.9908(9) 0.8021(2) 0.4797(7) 0.0292(17) Uani 1 1 d . . . . .
H12 H 1.0932 0.7951 0.5034 0.035 Uiso 1 1 calc R U . . .
C13 C 0.9493(9) 0.8200(3) 0.5688(7) 0.0353(19) Uani 1 1 d . . . . .
H13A H 0.8460 0.8240 0.5510 0.053 Uiso 1 1 calc R U . . .
H13B H 0.9992 0.8422 0.5828 0.053 Uiso 1 1 calc R U . . .
H13C H 0.9761 0.8053 0.6295 0.053 Uiso 1 1 calc R U . . .
C14 C 0.9038(10) 0.7700(2) 0.4446(7) 0.0334(19) Uani 1 1 d . . . . .
H14A H 0.9256 0.7526 0.4987 0.050 Uiso 1 1 calc R U . . .
H14B H 0.9273 0.7608 0.3835 0.050 Uiso 1 1 calc R U . . .
H14C H 0.8021 0.7757 0.4287 0.050 Uiso 1 1 calc R U . . .
C15 C 0.4263(8) 0.8521(2) 0.1674(7) 0.0266(16) Uani 1 1 d . . . . .
H15A H 0.4554 0.8748 0.1456 0.032 Uiso 1 1 calc R U . . .
H15B H 0.4082 0.8554 0.2354 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2847(9) 0.8416(3) 0.0924(8) 0.039(2) Uani 1 1 d . . . . .
H16A H 0.2965 0.8417 0.0228 0.059 Uiso 1 1 calc R U . . .
H16B H 0.2101 0.8582 0.0973 0.059 Uiso 1 1 calc R U . . .
H16C H 0.2575 0.8184 0.1094 0.059 Uiso 1 1 calc R U . . .
C17 C 0.5095(9) 0.7930(2) 0.2114(8) 0.0344(19) Uani 1 1 d . . . . .
H17A H 0.5911 0.7771 0.2162 0.041 Uiso 1 1 calc R U . . .
H17B H 0.4286 0.7840 0.1574 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4683(10) 0.7919(3) 0.3108(8) 0.041(2) Uani 1 1 d . . . . .
H18A H 0.5341 0.8063 0.3610 0.062 Uiso 1 1 calc R U . . .
H18B H 0.4732 0.7680 0.3354 0.062 Uiso 1 1 calc R U . . .
H18C H 0.3708 0.8006 0.3008 0.062 Uiso 1 1 calc R U . . .
C19 C 0.6425(8) 0.87748(19) 0.3703(6) 0.0252(16) Uani 1 1 d . . . . .
H19A H 0.6022 0.8659 0.4227 0.030 Uiso 1 1 calc R U . . .
C20 C 0.7891(8) 0.8852(2) 0.3990(6) 0.0248(15) Uani 1 1 d . . . . .
H20A H 0.8418 0.8787 0.4700 0.030 Uiso 1 1 calc R U . . .
C21 C 0.8079(8) 0.9221(2) 0.3667(7) 0.0283(17) Uani 1 1 d . . . . .
H21 H 0.9040 0.9282 0.3574 0.034 Uiso 1 1 calc R U . . .
C22 C 0.7511(9) 0.9450(2) 0.4423(7) 0.0341(18) Uani 1 1 d . . . . .
H22A H 0.7974 0.9386 0.5138 0.041 Uiso 1 1 calc R U . . .
H22B H 0.7686 0.9697 0.4321 0.041 Uiso 1 1 calc R U . . .
C23 C 0.5913(10) 0.9372(2) 0.4163(7) 0.0365(19) Uani 1 1 d . . . . .
H23A H 0.5345 0.9585 0.3964 0.044 Uiso 1 1 calc R U . . .
H23B H 0.5639 0.9264 0.4747 0.044 Uiso 1 1 calc R U . . .
C24 C 0.5703(9) 0.9115(2) 0.3244(7) 0.0303(17) Uani 1 1 d . . . . .
H24 H 0.4705 0.9092 0.2810 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6795(10) 0.9260(2) 0.2711(7) 0.0345(19) Uani 1 1 d . . . . .
H25A H 0.6604 0.9503 0.2494 0.041 Uiso 1 1 calc R U . . .
H25B H 0.6894 0.9115 0.2130 0.041 Uiso 1 1 calc R U . . .
C26 C 0.7075(8) 0.6283(2) 0.2969(7) 0.0256(16) Uani 1 1 d . . . . .
C27 C 0.7633(9) 0.6613(2) 0.2923(7) 0.0311(18) Uani 1 1 d . . . . .
C28 C 0.6934(9) 0.6896(2) 0.3192(7) 0.0336(19) Uani 1 1 d . . . . .
H28 H 0.7290 0.7123 0.3153 0.040 Uiso 1 1 calc R U . . .
C29 C 0.5701(9) 0.6844(2) 0.3523(7) 0.0344(19) Uani 1 1 d . . . . .
H29 H 0.5212 0.7037 0.3703 0.041 Uiso 1 1 calc R U . . .
C30 C 0.5177(8) 0.6512(2) 0.3592(7) 0.0300(17) Uani 1 1 d . . . . .
C31 C 0.5819(8) 0.6220(2) 0.3293(7) 0.0282(17) Uani 1 1 d . . . . .
C32 C 0.3998(10) 0.6432(2) 0.4092(7) 0.037(2) Uani 1 1 d . . . . .
H32A H 0.3226 0.6605 0.3878 0.044 Uiso 1 1 calc R U . . .
H32B H 0.4368 0.6447 0.4842 0.044 Uiso 1 1 calc R U . . .
C33 C 0.9428(11) 0.6962(3) 0.2498(10) 0.050(3) Uani 1 1 d . . . . .
H33A H 0.8774 0.7084 0.1935 0.075 Uiso 1 1 calc R U . . .
H33B H 1.0367 0.6942 0.2356 0.075 Uiso 1 1 calc R U . . .
H33C H 0.9518 0.7092 0.3132 0.075 Uiso 1 1 calc R U . . .
C34 C 0.8484(9) 0.5460(2) 0.4027(7) 0.0327(18) Uani 1 1 d . . . . .
H34 H 0.9358 0.5429 0.3773 0.039 Uiso 1 1 calc R U . . .
C35 C 0.8823(10) 0.5725(3) 0.4890(8) 0.040(2) Uani 1 1 d . . . . .
H35A H 0.7945 0.5785 0.5083 0.060 Uiso 1 1 calc R U . . .
H35B H 0.9229 0.5933 0.4662 0.060 Uiso 1 1 calc R U . . .
H35C H 0.9511 0.5626 0.5480 0.060 Uiso 1 1 calc R U . . .
C36 C 0.8089(9) 0.5109(2) 0.4393(8) 0.037(2) Uani 1 1 d . . . . .
H36A H 0.8874 0.5026 0.4948 0.056 Uiso 1 1 calc R U . . .
H36B H 0.7912 0.4944 0.3827 0.056 Uiso 1 1 calc R U . . .
H36C H 0.7226 0.5133 0.4638 0.056 Uiso 1 1 calc R U . . .
C37 C 0.7185(8) 0.5394(2) 0.1828(6) 0.0257(16) Uani 1 1 d . . . . .
H37 H 0.6771 0.5159 0.1850 0.031 Uiso 1 1 calc R U . . .
C38 C 0.6288(10) 0.5584(3) 0.0893(8) 0.043(2) Uani 1 1 d . . . . .
H38A H 0.6767 0.5799 0.0791 0.064 Uiso 1 1 calc R U . . .
H38B H 0.5347 0.5637 0.0999 0.064 Uiso 1 1 calc R U . . .
H38C H 0.6173 0.5436 0.0290 0.064 Uiso 1 1 calc R U . . .
C39 C 0.8701(8) 0.5354(2) 0.1713(8) 0.035(2) Uani 1 1 d . . . . .
H39A H 0.8671 0.5259 0.1038 0.053 Uiso 1 1 calc R U . . .
H39B H 0.9235 0.5196 0.2240 0.053 Uiso 1 1 calc R U . . .
H39C H 0.9173 0.5580 0.1789 0.053 Uiso 1 1 calc R U . . .
C40 C 0.2958(10) 0.5925(2) 0.4703(8) 0.038(2) Uani 1 1 d . . . . .
H40A H 0.2314 0.6090 0.4922 0.045 Uiso 1 1 calc R U . . .
H40B H 0.2416 0.5709 0.4487 0.045 Uiso 1 1 calc R U . . .
C41 C 0.4213(11) 0.5847(3) 0.5600(8) 0.047(2) Uani 1 1 d . . . . .
H41A H 0.4664 0.5630 0.5475 0.071 Uiso 1 1 calc R U . . .
H41B H 0.3877 0.5824 0.6221 0.071 Uiso 1 1 calc R U . . .
H41C H 0.4908 0.6036 0.5686 0.071 Uiso 1 1 calc R U . . .
C42 C 0.2047(9) 0.6103(2) 0.2955(8) 0.036(2) Uani 1 1 d . . . . .
H42A H 0.1650 0.5868 0.2793 0.044 Uiso 1 1 calc R U . . .
H42B H 0.1343 0.6239 0.3210 0.044 Uiso 1 1 calc R U . . .
C43 C 0.2217(11) 0.6269(3) 0.1986(8) 0.043(2) Uani 1 1 d . . . . .
H43A H 0.2634 0.6499 0.2137 0.064 Uiso 1 1 calc R U . . .
H43B H 0.1281 0.6288 0.1498 0.064 Uiso 1 1 calc R U . . .
H43C H 0.2846 0.6126 0.1692 0.064 Uiso 1 1 calc R U . . .
C44 C 0.4746(9) 0.5194(2) 0.2911(7) 0.0288(17) Uani 1 1 d . . . . .
H44A H 0.5580 0.5041 0.3200 0.035 Uiso 1 1 calc R U . . .
C45 C 0.3876(9) 0.5283(2) 0.3571(7) 0.0323(18) Uani 1 1 d . . . . .
H45A H 0.4182 0.5184 0.4274 0.039 Uiso 1 1 calc R U . . .
C46 C 0.2360(9) 0.5195(2) 0.2981(7) 0.0321(18) Uani 1 1 d . . . . .
H46 H 0.1582 0.5302 0.3242 0.039 Uiso 1 1 calc R U . . .
C47 C 0.2327(9) 0.4791(2) 0.2891(8) 0.038(2) Uani 1 1 d . . . . .
H47A H 0.2747 0.4682 0.3560 0.046 Uiso 1 1 calc R U . . .
H47B H 0.1339 0.4706 0.2625 0.046 Uiso 1 1 calc R U . . .
C48 C 0.3217(10) 0.4719(2) 0.2150(8) 0.038(2) Uani 1 1 d . . . . .
H48A H 0.2638 0.4606 0.1527 0.045 Uiso 1 1 calc R U . . .
H48B H 0.4035 0.4567 0.2464 0.045 Uiso 1 1 calc R U . . .
C49 C 0.3746(8) 0.5082(2) 0.1897(7) 0.0266(16) Uani 1 1 d . . . . .
H49 H 0.4127 0.5098 0.1279 0.032 Uiso 1 1 calc R U . . .
C50 C 0.2394(9) 0.5299(2) 0.1886(7) 0.0352(19) Uani 1 1 d . . . . .
H50A H 0.2541 0.5550 0.1814 0.042 Uiso 1 1 calc R U . . .
H50B H 0.1541 0.5220 0.1365 0.042 Uiso 1 1 calc R U . . .
Ir1 Ir 0.75533(3) 0.84458(2) 0.28679(3) 0.02233(11) Uani 1 1 d . . . . .
Ir2 Ir 0.50174(3) 0.57445(2) 0.33059(3) 0.02399(11) Uani 1 1 d . . . . .
N1 N 0.5494(7) 0.82765(18) 0.1787(5) 0.0262(14) Uani 1 1 d . . . . .
N2 N 0.3412(7) 0.60757(18) 0.3803(6) 0.0313(15) Uani 1 1 d . . . . .
O1 O 1.0473(6) 0.80635(15) 0.2977(5) 0.0294(12) Uani 1 1 d . . . . .
O2 O 1.1239(6) 0.76072(17) 0.1726(5) 0.0365(14) Uani 1 1 d . . . . .
O3 O 0.7808(6) 0.59968(15) 0.2738(5) 0.0325(13) Uani 1 1 d . . . . .
O4 O 0.8886(6) 0.66268(15) 0.2602(5) 0.0356(14) Uani 1 1 d . . . . .
P1 P 0.9732(2) 0.83169(5) 0.37002(16) 0.0239(4) Uani 1 1 d . . . . .
P2 P 0.7052(2) 0.56301(5) 0.29664(16) 0.0242(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.381(11) . ?
C1 C2 1.397(12) . ?
C1 C6 1.402(11) . ?
C2 O2 1.380(11) . ?
C2 C3 1.397(13) . ?
C3 C4 1.388(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(12) . ?
C5 C7 1.492(11) . ?
C6 Ir1 2.006(8) . ?
C7 N1 1.494(11) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 O2 1.405(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.507(13) . ?
C9 C11 1.543(14) . ?
C9 P1 1.863(9) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C14 1.508(11) . ?
C12 C13 1.535(12) . ?
C12 P1 1.850(9) . ?
C12 H12 1.0000 . ?
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 N1 1.499(10) . ?
C15 C16 1.539(12) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 N1 1.494(10) . ?
C17 C18 1.501(14) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.406(11) . ?
C19 C24 1.545(11) . ?
C19 Ir1 2.175(7) . ?
C19 H19A 1.0000 . ?
C20 C21 1.516(11) . ?
C20 Ir1 2.155(8) . ?
C20 H20A 1.0000 . ?
C21 C22 1.558(11) . ?
C21 C25 1.559(12) . ?
C21 H21 1.0000 . ?
C22 C23 1.528(13) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.567(12) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.531(12) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 O3 1.393(9) . ?
C26 C27 1.395(11) . ?
C26 C31 1.417(10) . ?
C27 C28 1.384(12) . ?
C27 O4 1.392(9) . ?
C28 C29 1.393(13) . ?
C28 H28 0.9500 . ?
C29 C30 1.394(12) . ?
C29 H29 0.9500 . ?
C30 C31 1.397(11) . ?
C30 C32 1.502(12) . ?
C31 Ir2 1.999(8) . ?
C32 N2 1.505(11) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 O4 1.420(11) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C36 1.527(11) . ?
C34 C35 1.527(13) . ?
C34 P2 1.847(9) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C39 1.525(9) . ?
C37 C38 1.530(12) . ?
C37 P2 1.826(8) . ?
C37 H37 1.0000 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.516(14) . ?
C40 N2 1.517(12) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.509(14) . ?
C42 N2 1.519(12) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 C45 1.419(12) . ?
C44 C49 1.531(12) . ?
C44 Ir2 2.194(8) . ?
C44 H44A 1.0000 . ?
C45 C46 1.522(13) . ?
C45 Ir2 2.178(8) . ?
C45 H45A 1.0000 . ?
C46 C50 1.546(13) . ?
C46 C47 1.568(13) . ?
C46 H46 1.0000 . ?
C47 C48 1.508(14) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.564(11) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 C50 1.553(11) . ?
C49 H49 1.0000 . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
Ir1 P1 2.184(2) . ?
Ir1 N1 2.252(7) . ?
Ir2 P2 2.1814(18) . ?
Ir2 N2 2.248(7) . ?
O1 P1 1.672(6) . ?
O3 P2 1.662(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 120.6(7) . . ?
O1 C1 C6 116.6(8) . . ?
C2 C1 C6 122.8(9) . . ?
O2 C2 C1 115.0(8) . . ?
O2 C2 C3 125.5(8) . . ?
C1 C2 C3 119.5(8) . . ?
C4 C3 C2 119.6(8) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.1(8) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 122.0(8) . . ?
C4 C5 C7 124.3(8) . . ?
C6 C5 C7 113.8(7) . . ?
C1 C6 C5 116.1(8) . . ?
C1 C6 Ir1 123.6(7) . . ?
C5 C6 Ir1 120.1(6) . . ?
C5 C7 N1 108.0(7) . . ?
C5 C7 H7A 110.1 . . ?
N1 C7 H7A 110.1 . . ?
C5 C7 H7B 110.1 . . ?
N1 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C11 111.8(8) . . ?
C10 C9 P1 108.5(7) . . ?
C11 C9 P1 114.4(6) . . ?
C10 C9 H9 107.3 . . ?
C11 C9 H9 107.3 . . ?
P1 C9 H9 107.3 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C13 112.6(7) . . ?
C14 C12 P1 109.0(6) . . ?
C13 C12 P1 111.4(6) . . ?
C14 C12 H12 107.9 . . ?
C13 C12 H12 107.9 . . ?
P1 C12 H12 107.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C16 117.0(7) . . ?
N1 C15 H15A 108.0 . . ?
C16 C15 H15A 108.0 . . ?
N1 C15 H15B 108.0 . . ?
C16 C15 H15B 108.0 . . ?
H15A C15 H15B 107.3 . . ?
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 . . ?
N1 C17 C18 116.1(8) . . ?
N1 C17 H17A 108.3 . . ?
C18 C17 H17A 108.3 . . ?
N1 C17 H17B 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 104.6(7) . . ?
C20 C19 Ir1 70.3(4) . . ?
C24 C19 Ir1 121.7(6) . . ?
C20 C19 H19A 116.6 . . ?
C24 C19 H19A 116.6 . . ?
Ir1 C19 H19A 116.6 . . ?
C19 C20 C21 107.9(7) . . ?
C19 C20 Ir1 71.8(5) . . ?
C21 C20 Ir1 119.3(6) . . ?
C19 C20 H20A 116.4 . . ?
C21 C20 H20A 116.4 . . ?
Ir1 C20 H20A 116.4 . . ?
C20 C21 C22 104.8(7) . . ?
C20 C21 C25 101.7(6) . . ?
C22 C21 C25 98.7(7) . . ?
C20 C21 H21 116.4 . . ?
C22 C21 H21 116.4 . . ?
C25 C21 H21 116.4 . . ?
C23 C22 C21 104.1(7) . . ?
C23 C22 H22A 110.9 . . ?
C21 C22 H22A 110.9 . . ?
C23 C22 H22B 110.9 . . ?
C21 C22 H22B 110.9 . . ?
H22A C22 H22B 109.0 . . ?
C22 C23 C24 103.1(7) . . ?
C22 C23 H23A 111.1 . . ?
C24 C23 H23A 111.1 . . ?
C22 C23 H23B 111.1 . . ?
C24 C23 H23B 111.1 . . ?
H23A C23 H23B 109.1 . . ?
C25 C24 C19 101.8(6) . . ?
C25 C24 C23 100.3(7) . . ?
C19 C24 C23 105.5(7) . . ?
C25 C24 H24 115.7 . . ?
C19 C24 H24 115.7 . . ?
C23 C24 H24 115.7 . . ?
C24 C25 C21 94.2(7) . . ?
C24 C25 H25A 112.9 . . ?
C21 C25 H25A 112.9 . . ?
C24 C25 H25B 112.9 . . ?
C21 C25 H25B 112.9 . . ?
H25A C25 H25B 110.3 . . ?
O3 C26 C27 119.5(7) . . ?
O3 C26 C31 117.5(7) . . ?
C27 C26 C31 122.9(7) . . ?
C28 C27 O4 125.3(8) . . ?
C28 C27 C26 119.4(7) . . ?
O4 C27 C26 115.3(7) . . ?
C27 C28 C29 119.2(7) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
C28 C29 C30 120.8(8) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C31 121.9(8) . . ?
C29 C30 C32 123.5(8) . . ?
C31 C30 C32 114.3(7) . . ?
C30 C31 C26 115.7(7) . . ?
C30 C31 Ir2 122.5(6) . . ?
C26 C31 Ir2 121.8(6) . . ?
C30 C32 N2 110.5(7) . . ?
C30 C32 H32A 109.6 . . ?
N2 C32 H32A 109.6 . . ?
C30 C32 H32B 109.6 . . ?
N2 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
O4 C33 H33A 109.5 . . ?
O4 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O4 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C36 C34 C35 111.7(8) . . ?
C36 C34 P2 111.6(6) . . ?
C35 C34 P2 109.3(6) . . ?
C36 C34 H34 108.0 . . ?
C35 C34 H34 108.0 . . ?
P2 C34 H34 108.0 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C39 C37 C38 108.9(7) . . ?
C39 C37 P2 114.5(6) . . ?
C38 C37 P2 108.3(6) . . ?
C39 C37 H37 108.3 . . ?
C38 C37 H37 108.3 . . ?
P2 C37 H37 108.3 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 N2 112.7(7) . . ?
C41 C40 H40A 109.1 . . ?
N2 C40 H40A 109.1 . . ?
C41 C40 H40B 109.1 . . ?
N2 C40 H40B 109.1 . . ?
H40A C40 H40B 107.8 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 N2 115.0(7) . . ?
C43 C42 H42A 108.5 . . ?
N2 C42 H42A 108.5 . . ?
C43 C42 H42B 108.5 . . ?
N2 C42 H42B 108.5 . . ?
H42A C42 H42B 107.5 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 C49 107.0(7) . . ?
C45 C44 Ir2 70.4(5) . . ?
C49 C44 Ir2 120.3(6) . . ?
C45 C44 H44A 116.6 . . ?
C49 C44 H44A 116.6 . . ?
Ir2 C44 H44A 116.6 . . ?
C44 C45 C46 105.3(8) . . ?
C44 C45 Ir2 71.7(5) . . ?
C46 C45 Ir2 124.0(6) . . ?
C44 C45 H45A 115.5 . . ?
C46 C45 H45A 115.5 . . ?
Ir2 C45 H45A 115.5 . . ?
C45 C46 C50 101.2(6) . . ?
C45 C46 C47 105.1(7) . . ?
C50 C46 C47 100.9(7) . . ?
C45 C46 H46 115.8 . . ?
C50 C46 H46 115.8 . . ?
C47 C46 H46 115.8 . . ?
C48 C47 C46 103.5(7) . . ?
C48 C47 H47A 111.1 . . ?
C46 C47 H47A 111.1 . . ?
C48 C47 H47B 111.1 . . ?
C46 C47 H47B 111.1 . . ?
H47A C47 H47B 109.0 . . ?
C47 C48 C49 104.7(7) . . ?
C47 C48 H48A 110.8 . . ?
C49 C48 H48A 110.8 . . ?
C47 C48 H48B 110.8 . . ?
C49 C48 H48B 110.8 . . ?
H48A C48 H48B 108.9 . . ?
C44 C49 C50 101.2(7) . . ?
C44 C49 C48 103.0(7) . . ?
C50 C49 C48 99.5(6) . . ?
C44 C49 H49 116.8 . . ?
C50 C49 H49 116.8 . . ?
C48 C49 H49 116.8 . . ?
C46 C50 C49 94.3(7) . . ?
C46 C50 H50A 112.9 . . ?
C49 C50 H50A 112.9 . . ?
C46 C50 H50B 112.9 . . ?
C49 C50 H50B 112.9 . . ?
H50A C50 H50B 110.3 . . ?
C6 Ir1 C20 152.8(3) . . ?
C6 Ir1 C19 167.3(3) . . ?
C20 Ir1 C19 37.9(3) . . ?
C6 Ir1 P1 78.3(3) . . ?
C20 Ir1 P1 81.3(2) . . ?
C19 Ir1 P1 114.4(2) . . ?
C6 Ir1 N1 76.1(3) . . ?
C20 Ir1 N1 128.5(3) . . ?
C19 Ir1 N1 91.7(3) . . ?
P1 Ir1 N1 148.25(18) . . ?
C31 Ir2 C45 166.1(3) . . ?
C31 Ir2 P2 79.1(2) . . ?
C45 Ir2 P2 113.1(2) . . ?
C31 Ir2 C44 156.0(3) . . ?
C45 Ir2 C44 37.9(3) . . ?
P2 Ir2 C44 79.0(2) . . ?
C31 Ir2 N2 77.2(3) . . ?
C45 Ir2 N2 89.9(3) . . ?
P2 Ir2 N2 155.66(19) . . ?
C44 Ir2 N2 125.3(3) . . ?
C17 N1 C7 106.8(6) . . ?
C17 N1 C15 109.7(6) . . ?
C7 N1 C15 108.8(6) . . ?
C17 N1 Ir1 108.8(5) . . ?
C7 N1 Ir1 106.7(5) . . ?
C15 N1 Ir1 115.7(5) . . ?
C32 N2 C40 108.1(7) . . ?
C32 N2 C42 109.3(7) . . ?
C40 N2 C42 105.2(6) . . ?
C32 N2 Ir2 110.9(5) . . ?
C40 N2 Ir2 112.8(5) . . ?
C42 N2 Ir2 110.4(5) . . ?
C1 O1 P1 111.9(5) . . ?
C2 O2 C8 115.8(7) . . ?
C26 O3 P2 111.2(5) . . ?
C27 O4 C33 116.1(7) . . ?
O1 P1 C12 98.2(3) . . ?
O1 P1 C9 98.9(3) . . ?
C12 P1 C9 105.1(4) . . ?
O1 P1 Ir1 109.5(2) . . ?
C12 P1 Ir1 115.8(3) . . ?
C9 P1 Ir1 124.8(3) . . ?
O3 P2 C37 98.0(3) . . ?
O3 P2 C34 99.7(4) . . ?
C37 P2 C34 106.3(4) . . ?
O3 P2 Ir2 109.4(2) . . ?
C37 P2 Ir2 122.8(3) . . ?
C34 P2 Ir2 116.6(3) . . ?

_refine_diff_density_max         1.199
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.179

_shelxl_version_number           2013-4

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

data_19078_0ma
_database_code_depnum_ccdc_archive 'CCDC 2014657'
loop_
_audit_author_name
_audit_author_address
'Josh Chen'
;University of North Carolina at Chapel Hill
United States of America
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H66 Cl4 Ir2 N2 O4 P2'
_chemical_formula_sum            'C37 H66 Cl4 Ir2 N2 O4 P2'
_chemical_formula_weight         1191.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 '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                   11.7045(5)
_cell_length_b                   14.2405(6)
_cell_length_c                   14.5938(6)
_cell_angle_alpha                72.905(2)
_cell_angle_beta                 75.656(2)
_cell_angle_gamma                88.106(2)
_cell_volume                     2250.44(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    43101
_cell_measurement_theta_min      3.250
_cell_measurement_theta_max      66.759

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   0.5126
_exptl_transmission_factor_max   1.0000
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    14.437
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43101
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.250
_diffrn_reflns_theta_max         66.759
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             7788
_reflns_number_gt                6899
_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       ?
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+3.5007P] 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         7788
_refine_ls_number_parameters     482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_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 0.48838(2) 0.47658(2) 0.14553(2) 0.03063(11) Uani 1 1 d . . . . .
H1 H 0.434(8) 0.403(7) 0.228(7) 0.06(3) Uiso 1 1 d . . . . .
Cl1 Cl 0.44145(14) 0.39246(12) 0.02623(11) 0.0368(3) Uani 1 1 d . . . . .
N1 N 0.3120(5) 0.5512(5) 0.1718(4) 0.0374(13) Uani 1 1 d . . . . .
P1 P 0.64559(16) 0.40847(14) 0.18968(13) 0.0375(4) Uani 1 1 d . . . . .
C1 C 0.5828(6) 0.5216(6) 0.2985(5) 0.0416(16) Uani 1 1 d . . . . .
C2 C 0.5925(7) 0.5699(7) 0.3670(5) 0.0466(19) Uani 1 1 d . . . . .
C3 C 0.5145(7) 0.6426(7) 0.3799(6) 0.051(2) Uani 1 1 d . . . . .
H3 H 0.5178 0.6752 0.4274 0.061 Uiso 1 1 calc R U . . .
C4 C 0.4320(7) 0.6685(6) 0.3248(6) 0.0485(18) Uani 1 1 d . . . . .
H4 H 0.3779 0.7175 0.3360 0.058 Uiso 1 1 calc R U . . .
C5 C 0.4272(6) 0.6235(6) 0.2529(5) 0.0395(15) Uani 1 1 d . . . . .
C6 C 0.5047(6) 0.5496(5) 0.2389(5) 0.0365(14) Uani 1 1 d . . . . .
C7 C 0.3443(7) 0.6456(6) 0.1867(6) 0.0449(17) Uani 1 1 d . . . . .
H7A H 0.3827 0.6930 0.1222 0.054 Uiso 1 1 calc R U . . .
H7B H 0.2726 0.6749 0.2173 0.054 Uiso 1 1 calc R U . . .
O1 O 0.6515(5) 0.4423(5) 0.2873(4) 0.0496(13) Uani 1 1 d . . . . .
O2 O 0.6791(6) 0.5373(6) 0.4166(4) 0.0628(17) Uani 1 1 d . . . . .
C8 C 0.6838(9) 0.5805(10) 0.4930(6) 0.072(3) Uani 1 1 d . . . . .
H8A H 0.6988 0.6517 0.4642 0.108 Uiso 1 1 calc R U . . .
H8B H 0.7474 0.5521 0.5239 0.108 Uiso 1 1 calc R U . . .
H8C H 0.6083 0.5673 0.5432 0.108 Uiso 1 1 calc R U . . .
C9 C 0.6429(9) 0.2747(7) 0.2393(8) 0.067(3) Uani 1 1 d . . . . .
H9 H 0.7139 0.2585 0.2665 0.080 Uiso 1 1 calc R U . . .
C10 C 0.5344(12) 0.2353(10) 0.3267(11) 0.110(5) Uani 1 1 d . . . . .
H10A H 0.4628 0.2442 0.3023 0.165 Uiso 1 1 calc R U . . .
H10B H 0.5294 0.2715 0.3751 0.165 Uiso 1 1 calc R U . . .
H10C H 0.5423 0.1653 0.3582 0.165 Uiso 1 1 calc R U . . .
C11 C 0.6577(13) 0.2271(9) 0.1554(11) 0.095(4) Uani 1 1 d . . . . .
H11A H 0.6618 0.1557 0.1821 0.143 Uiso 1 1 calc R U . . .
H11B H 0.7306 0.2534 0.1048 0.143 Uiso 1 1 calc R U . . .
H11C H 0.5902 0.2417 0.1257 0.143 Uiso 1 1 calc R U . . .
C12 C 0.7977(7) 0.4442(7) 0.1194(6) 0.0473(18) Uani 1 1 d . . . . .
H12 H 0.8123 0.4202 0.0598 0.057 Uiso 1 1 calc R U . . .
C13 C 0.8145(8) 0.5563(7) 0.0829(7) 0.060(2) Uani 1 1 d . . . . .
H13A H 0.8104 0.5815 0.1392 0.091 Uiso 1 1 calc R U . . .
H13B H 0.7522 0.5844 0.0502 0.091 Uiso 1 1 calc R U . . .
H13C H 0.8917 0.5749 0.0357 0.091 Uiso 1 1 calc R U . . .
C14 C 0.8910(8) 0.4009(9) 0.1761(8) 0.076(3) Uani 1 1 d . . . . .
H14A H 0.9696 0.4264 0.1349 0.113 Uiso 1 1 calc R U . . .
H14B H 0.8871 0.3291 0.1921 0.113 Uiso 1 1 calc R U . . .
H14C H 0.8757 0.4196 0.2374 0.113 Uiso 1 1 calc R U . . .
C15 C 0.2318(7) 0.4900(7) 0.2676(6) 0.0483(18) Uani 1 1 d . . . . .
H15A H 0.2755 0.4760 0.3198 0.058 Uiso 1 1 calc R U . . .
H15B H 0.1639 0.5296 0.2869 0.058 Uiso 1 1 calc R U . . .
C16 C 0.1853(9) 0.3947(7) 0.2647(8) 0.064(2) Uani 1 1 d . . . . .
H16A H 0.1233 0.4073 0.2286 0.096 Uiso 1 1 calc R U . . .
H16B H 0.1525 0.3528 0.3324 0.096 Uiso 1 1 calc R U . . .
H16C H 0.2496 0.3614 0.2312 0.096 Uiso 1 1 calc R U . . .
C17 C 0.2524(7) 0.5741(7) 0.0886(5) 0.0459(18) Uani 1 1 d . . . . .
H17A H 0.2335 0.5116 0.0777 0.055 Uiso 1 1 calc R U . . .
H17B H 0.3084 0.6135 0.0275 0.055 Uiso 1 1 calc R U . . .
C18 C 0.1390(8) 0.6301(8) 0.1054(7) 0.061(2) Uani 1 1 d . . . . .
H18A H 0.0892 0.5988 0.1717 0.092 Uiso 1 1 calc R U . . .
H18B H 0.0963 0.6292 0.0557 0.092 Uiso 1 1 calc R U . . .
H18C H 0.1589 0.6983 0.0994 0.092 Uiso 1 1 calc R U . . .
Ir2 Ir -0.00774(2) 0.95313(2) 0.14689(2) 0.03451(11) Uani 1 1 d . . . . .
H2 H -0.080(6) 0.999(5) 0.217(5) 0.025(16) Uiso 1 1 d . . . . .
Cl2 Cl -0.07273(15) 1.09312(12) 0.01696(12) 0.0402(4) Uani 1 1 d . . . . .
N2 N -0.1704(5) 0.8526(5) 0.1829(4) 0.0395(13) Uani 1 1 d . . . . .
P2 P 0.14116(17) 1.01140(14) 0.18359(14) 0.0407(4) Uani 1 1 d . . . . .
C19 C 0.0943(7) 0.8421(6) 0.3109(5) 0.0446(17) Uani 1 1 d . . . . .
C20 C 0.1073(7) 0.7616(7) 0.3898(6) 0.0492(19) Uani 1 1 d . . . . .
C21 C 0.0479(8) 0.6750(7) 0.4067(6) 0.054(2) Uani 1 1 d . . . . .
H21 H 0.0577 0.6194 0.4589 0.065 Uiso 1 1 calc R U . . .
C22 C -0.0280(7) 0.6670(6) 0.3478(6) 0.0487(18) Uani 1 1 d . . . . .
H22 H -0.0703 0.6068 0.3610 0.058 Uiso 1 1 calc R U . . .
C23 C -0.0408(7) 0.7478(5) 0.2702(5) 0.0415(16) Uani 1 1 d . . . . .
C24 C 0.0222(6) 0.8362(5) 0.2508(5) 0.0402(15) Uani 1 1 d . . . . .
O3 O 0.1504(5) 0.9322(4) 0.2918(4) 0.0500(13) Uani 1 1 d . . . . .
O4 O 0.1809(6) 0.7800(5) 0.4437(4) 0.0674(18) Uani 1 1 d . . . . .
C25 C -0.1230(7) 0.7521(5) 0.2050(6) 0.0433(16) Uani 1 1 d . . . . .
H25A H -0.0802 0.7387 0.1429 0.052 Uiso 1 1 calc R U . . .
H25B H -0.1884 0.7021 0.2391 0.052 Uiso 1 1 calc R U . . .
C26 C 0.1906(11) 0.7013(10) 0.5299(7) 0.090(4) Uani 1 1 d . . . . .
H26A H 0.1117 0.6803 0.5733 0.134 Uiso 1 1 calc R U . . .
H26B H 0.2388 0.7245 0.5657 0.134 Uiso 1 1 calc R U . . .
H26C H 0.2278 0.6457 0.5092 0.134 Uiso 1 1 calc R U . . .
C27 C 0.2956(7) 1.0125(7) 0.1169(7) 0.054(2) Uani 1 1 d . . . . .
H27 H 0.3056 1.0614 0.0501 0.064 Uiso 1 1 calc R U . . .
C28 C 0.3230(9) 0.9114(9) 0.1013(9) 0.075(3) Uani 1 1 d . . . . .
H28A H 0.4064 0.9112 0.0671 0.112 Uiso 1 1 calc R U . . .
H28B H 0.2734 0.8976 0.0612 0.112 Uiso 1 1 calc R U . . .
H28C H 0.3068 0.8607 0.1657 0.112 Uiso 1 1 calc R U . . .
C29 C 0.3863(9) 1.0413(10) 0.1649(9) 0.080(3) Uani 1 1 d . . . . .
H29A H 0.3748 0.9979 0.2327 0.119 Uiso 1 1 calc R U . . .
H29B H 0.3759 1.1096 0.1661 0.119 Uiso 1 1 calc R U . . .
H29C H 0.4661 1.0350 0.1264 0.119 Uiso 1 1 calc R U . . .
C30 C 0.1258(8) 1.1270(7) 0.2174(7) 0.055(2) Uani 1 1 d . . . . .
H30 H 0.1929 1.1332 0.2467 0.066 Uiso 1 1 calc R U . . .
C31 C 0.1369(10) 1.2161(7) 0.1240(8) 0.071(3) Uani 1 1 d . . . . .
H31A H 0.0832 1.2054 0.0858 0.107 Uiso 1 1 calc R U . . .
H31B H 0.2183 1.2237 0.0833 0.107 Uiso 1 1 calc R U . . .
H31C H 0.1162 1.2758 0.1439 0.107 Uiso 1 1 calc R U . . .
C32 C 0.0128(10) 1.1281(9) 0.2939(9) 0.079(3) Uani 1 1 d . . . . .
H32A H 0.0160 1.1846 0.3189 0.119 Uiso 1 1 calc R U . . .
H32B H 0.0033 1.0672 0.3488 0.119 Uiso 1 1 calc R U . . .
H32C H -0.0541 1.1334 0.2639 0.119 Uiso 1 1 calc R U . . .
C33 C -0.2296(7) 0.8679(6) 0.1003(6) 0.0446(17) Uani 1 1 d . . . . .
H33A H -0.1716 0.8585 0.0419 0.054 Uiso 1 1 calc R U . . .
H33B H -0.2538 0.9369 0.0821 0.054 Uiso 1 1 calc R U . . .
C34 C -0.3386(7) 0.7993(7) 0.1238(7) 0.060(2) Uani 1 1 d . . . . .
H34A H -0.3202 0.7316 0.1552 0.090 Uiso 1 1 calc R U . . .
H34B H -0.3606 0.8027 0.0624 0.090 Uiso 1 1 calc R U . . .
H34C H -0.4045 0.8199 0.1690 0.090 Uiso 1 1 calc R U . . .
C35 C -0.2566(7) 0.8609(6) 0.2756(6) 0.0475(18) Uani 1 1 d . . . . .
H35A H -0.3176 0.8069 0.2980 0.057 Uiso 1 1 calc R U . . .
H35B H -0.2140 0.8518 0.3282 0.057 Uiso 1 1 calc R U . . .
C36 C -0.3167(9) 0.9569(8) 0.2638(9) 0.074(3) Uani 1 1 d . . . . .
H36A H -0.2586 1.0100 0.2515 0.111 Uiso 1 1 calc R U . . .
H36B H -0.3779 0.9536 0.3244 0.111 Uiso 1 1 calc R U . . .
H36C H -0.3530 0.9698 0.2078 0.111 Uiso 1 1 calc R U . . .
C37 C 0.778(2) 1.000(2) 0.535(2) 0.188(11) Uani 1 1 d . . . . .
H37A H 0.8344 1.0515 0.4861 0.225 Uiso 1 1 calc R U . . .
H37B H 0.7851 0.9982 0.6019 0.225 Uiso 1 1 calc R U . . .
Cl3 Cl 0.8156(12) 0.8903(9) 0.5167(8) 0.275(5) Uani 1 1 d . . . . .
Cl4 Cl 0.6366(11) 1.0306(10) 0.5258(10) 0.308(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C6 1.988(7) . ?
Ir1 P1 2.2008(17) . ?
Ir1 N1 2.289(6) . ?
Ir1 Cl1 2.5519(15) . ?
Ir1 Cl1 2.6017(16) 2_665 ?
Cl1 Ir1 2.6017(16) 2_665 ?
N1 C17 1.496(8) . ?
N1 C7 1.497(9) . ?
N1 C15 1.511(10) . ?
P1 O1 1.650(5) . ?
P1 C12 1.825(8) . ?
P1 C9 1.827(9) . ?
C1 C6 1.384(10) . ?
C1 O1 1.390(10) . ?
C1 C2 1.397(10) . ?
C2 O2 1.378(10) . ?
C2 C3 1.381(13) . ?
C3 C4 1.378(12) . ?
C4 C5 1.394(10) . ?
C5 C6 1.394(10) . ?
C5 C7 1.496(10) . ?
O2 C8 1.436(11) . ?
C9 C11 1.538(17) . ?
C9 C10 1.541(16) . ?
C12 C13 1.530(13) . ?
C12 C14 1.536(11) . ?
C15 C16 1.495(12) . ?
C17 C18 1.531(10) . ?
Ir2 C24 1.984(7) . ?
Ir2 P2 2.1982(19) . ?
Ir2 N2 2.279(6) . ?
Ir2 Cl2 2.5574(16) . ?
Ir2 Cl2 2.6091(17) 2_575 ?
Cl2 Ir2 2.6090(17) 2_575 ?
N2 C33 1.493(9) . ?
N2 C25 1.492(10) . ?
N2 C35 1.508(9) . ?
P2 O3 1.676(5) . ?
P2 C27 1.826(9) . ?
P2 C30 1.844(9) . ?
C19 C24 1.380(11) . ?
C19 O3 1.382(10) . ?
C19 C20 1.401(11) . ?
C20 C21 1.363(13) . ?
C20 O4 1.378(10) . ?
C21 C22 1.409(12) . ?
C22 C23 1.390(10) . ?
C23 C24 1.399(10) . ?
C23 C25 1.499(11) . ?
O4 C26 1.444(11) . ?
C27 C29 1.533(13) . ?
C27 C28 1.535(14) . ?
C30 C32 1.509(14) . ?
C30 C31 1.546(14) . ?
C33 C34 1.540(10) . ?
C35 C36 1.500(13) . ?
C37 Cl3 1.69(3) . ?
C37 Cl4 1.73(3) . ?

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
C6 Ir1 P1 80.3(2) . . ?
C6 Ir1 N1 76.9(2) . . ?
P1 Ir1 N1 153.65(15) . . ?
C6 Ir1 Cl1 172.6(2) . . ?
P1 Ir1 Cl1 106.95(6) . . ?
N1 Ir1 Cl1 95.75(14) . . ?
C6 Ir1 Cl1 102.7(2) . 2_665 ?
P1 Ir1 Cl1 108.00(6) . 2_665 ?
N1 Ir1 Cl1 89.85(16) . 2_665 ?
Cl1 Ir1 Cl1 76.70(6) . 2_665 ?
Ir1 Cl1 Ir1 103.31(6) . 2_665 ?
C17 N1 C7 109.0(6) . . ?
C17 N1 C15 111.5(6) . . ?
C7 N1 C15 108.0(6) . . ?
C17 N1 Ir1 115.7(4) . . ?
C7 N1 Ir1 103.4(4) . . ?
C15 N1 Ir1 108.7(5) . . ?
O1 P1 C12 97.3(3) . . ?
O1 P1 C9 101.3(4) . . ?
C12 P1 C9 105.2(4) . . ?
O1 P1 Ir1 105.2(2) . . ?
C12 P1 Ir1 125.0(3) . . ?
C9 P1 Ir1 118.2(3) . . ?
C6 C1 O1 116.7(6) . . ?
C6 C1 C2 122.1(8) . . ?
O1 C1 C2 121.1(7) . . ?
O2 C2 C3 126.9(7) . . ?
O2 C2 C1 115.3(8) . . ?
C3 C2 C1 117.8(7) . . ?
C4 C3 C2 121.0(7) . . ?
C3 C4 C5 120.7(8) . . ?
C6 C5 C4 119.2(7) . . ?
C6 C5 C7 114.3(6) . . ?
C4 C5 C7 126.4(7) . . ?
C1 C6 C5 118.9(6) . . ?
C1 C6 Ir1 121.3(6) . . ?
C5 C6 Ir1 119.4(5) . . ?
C5 C7 N1 108.1(6) . . ?
C1 O1 P1 113.8(4) . . ?
C2 O2 C8 115.9(8) . . ?
C11 C9 C10 114.7(11) . . ?
C11 C9 P1 110.2(7) . . ?
C10 C9 P1 111.7(8) . . ?
C13 C12 C14 109.3(8) . . ?
C13 C12 P1 110.1(6) . . ?
C14 C12 P1 114.5(6) . . ?
C16 C15 N1 115.4(7) . . ?
N1 C17 C18 114.6(6) . . ?
C24 Ir2 P2 79.9(2) . . ?
C24 Ir2 N2 76.8(3) . . ?
P2 Ir2 N2 153.50(16) . . ?
C24 Ir2 Cl2 172.5(2) . . ?
P2 Ir2 Cl2 107.19(6) . . ?
N2 Ir2 Cl2 95.80(16) . . ?
C24 Ir2 Cl2 103.8(2) . 2_575 ?
P2 Ir2 Cl2 108.21(6) . 2_575 ?
N2 Ir2 Cl2 89.56(15) . 2_575 ?
Cl2 Ir2 Cl2 76.51(6) . 2_575 ?
Ir2 Cl2 Ir2 103.49(6) . 2_575 ?
C33 N2 C25 109.5(6) . . ?
C33 N2 C35 110.9(6) . . ?
C25 N2 C35 108.0(6) . . ?
C33 N2 Ir2 114.5(4) . . ?
C25 N2 Ir2 103.4(4) . . ?
C35 N2 Ir2 110.1(5) . . ?
O3 P2 C27 97.8(4) . . ?
O3 P2 C30 100.1(4) . . ?
C27 P2 C30 105.2(4) . . ?
O3 P2 Ir2 104.8(2) . . ?
C27 P2 Ir2 124.6(3) . . ?
C30 P2 Ir2 119.2(3) . . ?
C24 C19 O3 117.0(7) . . ?
C24 C19 C20 121.7(8) . . ?
O3 C19 C20 121.3(7) . . ?
C21 C20 O4 126.5(7) . . ?
C21 C20 C19 118.9(8) . . ?
O4 C20 C19 114.6(8) . . ?
C20 C21 C22 120.7(7) . . ?
C23 C22 C21 119.7(8) . . ?
C22 C23 C24 119.8(7) . . ?
C22 C23 C25 125.8(7) . . ?
C24 C23 C25 114.3(6) . . ?
C19 C24 C23 119.0(7) . . ?
C19 C24 Ir2 121.8(6) . . ?
C23 C24 Ir2 118.9(6) . . ?
C19 O3 P2 112.8(5) . . ?
C20 O4 C26 116.6(9) . . ?
N2 C25 C23 107.8(6) . . ?
C29 C27 C28 109.4(8) . . ?
C29 C27 P2 115.7(7) . . ?
C28 C27 P2 109.3(6) . . ?
C32 C30 C31 111.0(9) . . ?
C32 C30 P2 112.7(7) . . ?
C31 C30 P2 110.4(6) . . ?
N2 C33 C34 114.7(6) . . ?
C36 C35 N2 114.4(7) . . ?
Cl3 C37 Cl4 113.5(18) . . ?

_refine_diff_density_max         2.924
_refine_diff_density_min         -1.260
_refine_diff_density_rms         0.239

_shelxl_version_number           2013-4

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

data_18016
_database_code_depnum_ccdc_archive 'CCDC 2014656'
loop_
_audit_author_name
_audit_author_address
'Josh Chen'
;University of North Carolina at Chapel Hill
United States of America
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_audit_creation_date             2019-01-31
_audit_creation_method           CRYSTALS_ver_14.61_build_6236

_oxford_structure_analysis_title '18016a_0m in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?
_cell_length_a                   13.6475(5)
_cell_length_b                   8.7890(3)
_cell_length_c                   19.5773(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.5079(12)
_cell_angle_gamma                90
_cell_volume                     2316.00(14)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -4.7710 6.5667 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H36 Cl1 Ir1 N1 O4 P1 
# Dc =      1.76 Fooo =   1216.00 Mu =    130.80 M =    613.16
# Found Formula = C20 H36 Cl1 Ir1 N1 O4 P1 
# Dc =      1.76 FOOO =   1216.00 Mu =    130.80 M =    613.16

_chemical_formula_sum            'C20 H36 Cl1 Ir1 N1 O4 P1'
_chemical_formula_moiety         'C20 H36 Cl1 Ir1 N1 O4 P1'
_chemical_compound_source        ?
_chemical_formula_weight         613.16


_cell_measurement_reflns_used    9902
_cell_measurement_theta_min      3
_cell_measurement_theta_max      72
_cell_measurement_temperature    150

_exptl_crystal_description       'block fragment'
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_max          0.150

_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    13.080

# Sheldrick geometric approximatio 0.27 0.27 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.27
_exptl_absorpt_correction_T_max  0.27
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            41196
_reflns_number_total             4457
_diffrn_reflns_av_R_equivalents  0.026
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4457 
# Theoretical number of reflections is about 9169 


_diffrn_reflns_theta_min         3.283
_diffrn_reflns_theta_max         72.394
_diffrn_measured_fraction_theta_max 0.972

_diffrn_reflns_theta_full        26.062
_diffrn_measured_fraction_theta_full 0.992


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.10
_refine_diff_density_max         0.67


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         4441
_refine_ls_number_restraints     0
_refine_ls_number_parameters     256
_oxford_refine_ls_R_factor_ref   0.0214
_refine_ls_wR_factor_ref         0.0557
_refine_ls_goodness_of_fit_ref   1.1849
_refine_ls_shift/su_max          0.0041712
_refine_ls_shift/su_mean         0.0000574


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4441
_refine_ls_R_factor_all          0.0214
_refine_ls_wR_factor_all         0.0557

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4441
_refine_ls_R_factor_gt           0.0214
_refine_ls_wR_factor_gt          0.0557

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.02P)² + 7.19P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ir1 Ir 0.700597(9) 0.580644(13) 0.632764(6) 0.0095 1.0000 Uani . . . . . .
Cl1 Cl 0.68465(6) 0.44260(8) 0.73949(4) 0.0170 1.0000 Uani . . . . . .
P1 P 0.82422(6) 0.47362(9) 0.59201(4) 0.0123 1.0000 Uani . . . . . .
O1 O 0.82601(18) 0.5546(3) 0.51514(12) 0.0180 1.0000 Uani . . . . . .
O2 O 0.84260(18) 0.7423(3) 0.40836(12) 0.0221 1.0000 Uani . . . . . .
O3 O 0.64179(19) 0.9886(3) 0.76143(13) 0.0225 1.0000 Uani . . . . . .
O4 O 0.56439(17) 0.4353(2) 0.58442(12) 0.0168 1.0000 Uani . . . . . .
N1 N 0.57651(19) 0.7389(3) 0.64115(14) 0.0144 1.0000 Uani . . . . . .
C1 C 0.7676(2) 0.6848(4) 0.50463(16) 0.0145 1.0000 Uani . . . . . .
C2 C 0.7760(2) 0.7833(4) 0.45004(17) 0.0164 1.0000 Uani . . . . . .
C3 C 0.7173(3) 0.9146(4) 0.44265(18) 0.0187 1.0000 Uani . . . . . .
C4 C 0.6561(2) 0.9486(4) 0.49119(17) 0.0167 1.0000 Uani . . . . . .
C5 C 0.6508(2) 0.8520(4) 0.54671(16) 0.0146 1.0000 Uani . . . . . .
C6 C 0.7050(2) 0.7158(3) 0.55229(16) 0.0132 1.0000 Uani . . . . . .
C7 C 0.6003(2) 0.8859(4) 0.60769(17) 0.0158 1.0000 Uani . . . . . .
C8 C 0.8665(3) 0.8555(5) 0.36141(19) 0.0260 1.0000 Uani . . . . . .
C9 C 0.8198(2) 0.2743(4) 0.56388(18) 0.0187 1.0000 Uani . . . . . .
C10 C 0.8933(3) 0.2363(4) 0.5153(2) 0.0273 1.0000 Uani . . . . . .
C11 C 0.8277(3) 0.1634(4) 0.6246(2) 0.0261 1.0000 Uani . . . . . .
C12 C 0.9515(2) 0.5115(4) 0.63645(17) 0.0191 1.0000 Uani . . . . . .
C13 C 0.9768(3) 0.6813(5) 0.6324(2) 0.0291 1.0000 Uani . . . . . .
C14 C 0.9647(3) 0.4601(5) 0.71224(19) 0.0270 1.0000 Uani . . . . . .
C15 C 0.7284(3) 1.0461(5) 0.8036(2) 0.0313 1.0000 Uani . . . . . .
C16 C 0.6391(3) 0.8259(4) 0.76329(18) 0.0206 1.0000 Uani . . . . . .
C17 C 0.5520(2) 0.7684(4) 0.71161(18) 0.0187 1.0000 Uani . . . . . .
C18 C 0.4872(2) 0.6735(4) 0.59587(18) 0.0178 1.0000 Uani . . . . . .
C19 C 0.4787(2) 0.5049(4) 0.60584(19) 0.0200 1.0000 Uani . . . . . .
C20 C 0.5627(3) 0.2739(4) 0.59855(19) 0.0220 1.0000 Uani . . . . . .
H1 H 0.766(4) 0.686(6) 0.663(3) 0.0500 1.0000 Uiso . . . . . .
H31 H 0.7189 0.9816 0.4048 0.0218 1.0000 Uiso R . . . . .
H41 H 0.6172 1.0388 0.4859 0.0164 1.0000 Uiso R . . . . .
H71 H 0.6429 0.9459 0.6404 0.0174 1.0000 Uiso R . . . . .
H72 H 0.5403 0.9398 0.5925 0.0174 1.0000 Uiso R . . . . .
H81 H 0.9133 0.8145 0.3355 0.0307 1.0000 Uiso R . . . . .
H82 H 0.8944 0.9419 0.3866 0.0307 1.0000 Uiso R . . . . .
H83 H 0.8081 0.8847 0.3308 0.0307 1.0000 Uiso R . . . . .
H91 H 0.7555 0.2598 0.5375 0.0214 1.0000 Uiso R . . . . .
H101 H 0.8869 0.1322 0.5023 0.0310 1.0000 Uiso R . . . . .
H102 H 0.9590 0.2551 0.5385 0.0310 1.0000 Uiso R . . . . .
H103 H 0.8801 0.2982 0.4750 0.0310 1.0000 Uiso R . . . . .
H111 H 0.8250 0.0616 0.6081 0.0321 1.0000 Uiso R . . . . .
H112 H 0.8888 0.1795 0.6549 0.0321 1.0000 Uiso R . . . . .
H113 H 0.7740 0.1809 0.6489 0.0321 1.0000 Uiso R . . . . .
H121 H 0.9963 0.4559 0.6137 0.0218 1.0000 Uiso R . . . . .
H131 H 1.0429 0.6987 0.6552 0.0331 1.0000 Uiso R . . . . .
H132 H 0.9319 0.7385 0.6545 0.0331 1.0000 Uiso R . . . . .
H133 H 0.9709 0.7119 0.5853 0.0331 1.0000 Uiso R . . . . .
H141 H 1.0306 0.4804 0.7347 0.0308 1.0000 Uiso R . . . . .
H142 H 0.9190 0.5130 0.7353 0.0308 1.0000 Uiso R . . . . .
H143 H 0.9521 0.3539 0.7135 0.0308 1.0000 Uiso R . . . . .
H151 H 0.7277 1.1541 0.8012 0.0390 1.0000 Uiso R . . . . .
H152 H 0.7285 1.0150 0.8501 0.0390 1.0000 Uiso R . . . . .
H153 H 0.7863 1.0085 0.7883 0.0390 1.0000 Uiso R . . . . .
H161 H 0.6330 0.7929 0.8086 0.0232 1.0000 Uiso R . . . . .
H162 H 0.6987 0.7863 0.7511 0.0232 1.0000 Uiso R . . . . .
H171 H 0.5017 0.8444 0.7069 0.0202 1.0000 Uiso R . . . . .
H172 H 0.5274 0.6777 0.7291 0.0202 1.0000 Uiso R . . . . .
H181 H 0.4294 0.7215 0.6069 0.0193 1.0000 Uiso R . . . . .
H182 H 0.4925 0.6941 0.5490 0.0193 1.0000 Uiso R . . . . .
H191 H 0.4768 0.4824 0.6531 0.0228 1.0000 Uiso R . . . . .
H192 H 0.4202 0.4673 0.5778 0.0228 1.0000 Uiso R . . . . .
H201 H 0.5025 0.2312 0.5751 0.0287 1.0000 Uiso R . . . . .
H202 H 0.5670 0.2591 0.6470 0.0287 1.0000 Uiso R . . . . .
H203 H 0.6175 0.2256 0.5832 0.0287 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.095817(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 . Cl1 . 2.4567(7) yes
Ir1 . P1 . 2.1937(8) yes
Ir1 . O4 . 2.324(2) yes
Ir1 . N1 . 2.218(3) yes
Ir1 . C6 . 1.982(3) yes
Ir1 . H1 . 1.35(5) no
P1 . O1 . 1.669(2) yes
P1 . C9 . 1.834(3) yes
P1 . C12 . 1.840(3) yes
O1 . C1 . 1.391(4) yes
O2 . C2 . 1.366(4) yes
O2 . C8 . 1.428(4) yes
O3 . C15 . 1.418(5) yes
O3 . C16 . 1.431(4) yes
O4 . C19 . 1.442(4) yes
O4 . C20 . 1.446(4) yes
N1 . C7 . 1.508(4) yes
N1 . C17 . 1.495(4) yes
N1 . C18 . 1.498(4) yes
C1 . C2 . 1.395(4) yes
C1 . C6 . 1.392(4) yes
C2 . C3 . 1.399(5) yes
C3 . C4 . 1.397(5) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.391(4) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.402(4) yes
C5 . C7 . 1.504(4) yes
C7 . H71 . 0.950 no
C7 . H72 . 0.950 no
C8 . H81 . 0.950 no
C8 . H82 . 0.950 no
C8 . H83 . 0.950 no
C9 . C10 . 1.530(5) yes
C9 . C11 . 1.528(5) yes
C9 . H91 . 0.950 no
C10 . H101 . 0.950 no
C10 . H102 . 0.950 no
C10 . H103 . 0.950 no
C11 . H111 . 0.950 no
C11 . H112 . 0.950 no
C11 . H113 . 0.950 no
C12 . C13 . 1.536(5) yes
C12 . C14 . 1.533(5) yes
C12 . H121 . 0.950 no
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C13 . H133 . 0.950 no
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C14 . H143 . 0.950 no
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C15 . H153 . 0.950 no
C16 . C17 . 1.515(5) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
C17 . H171 . 0.950 no
C17 . H172 . 0.950 no
C18 . C19 . 1.501(5) yes
C18 . H181 . 0.950 no
C18 . H182 . 0.950 no
C19 . H191 . 0.950 no
C19 . H192 . 0.950 no
C20 . H201 . 0.950 no
C20 . H202 . 0.950 no
C20 . H203 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 . Ir1 . P1 . 106.20(3) yes
Cl1 . Ir1 . O4 . 84.13(6) yes
P1 . Ir1 . O4 . 103.16(6) yes
Cl1 . Ir1 . N1 . 94.05(7) yes
P1 . Ir1 . N1 . 159.74(7) yes
O4 . Ir1 . N1 . 78.80(9) yes
Cl1 . Ir1 . C6 . 172.16(9) yes
P1 . Ir1 . C6 . 80.90(9) yes
O4 . Ir1 . C6 . 97.63(10) yes
N1 . Ir1 . C6 . 78.86(11) yes
Cl1 . Ir1 . H1 . 96(2) no
P1 . Ir1 . H1 . 88(2) no
O4 . Ir1 . H1 . 168(2) no
N1 . Ir1 . H1 . 90(2) no
C6 . Ir1 . H1 . 80(2) no
Ir1 . P1 . O1 . 105.77(9) yes
Ir1 . P1 . C9 . 121.97(11) yes
O1 . P1 . C9 . 98.13(14) yes
Ir1 . P1 . C12 . 118.23(11) yes
O1 . P1 . C12 . 101.29(14) yes
C9 . P1 . C12 . 107.26(15) yes
P1 . O1 . C1 . 113.0(2) yes
C2 . O2 . C8 . 116.5(3) yes
C15 . O3 . C16 . 111.3(3) yes
Ir1 . O4 . C19 . 106.30(18) yes
Ir1 . O4 . C20 . 119.9(2) yes
C19 . O4 . C20 . 108.8(2) yes
Ir1 . N1 . C7 . 106.44(18) yes
Ir1 . N1 . C17 . 117.9(2) yes
C7 . N1 . C17 . 110.4(2) yes
Ir1 . N1 . C18 . 105.80(18) yes
C7 . N1 . C18 . 106.5(2) yes
C17 . N1 . C18 . 109.1(2) yes
O1 . C1 . C2 . 120.4(3) yes
O1 . C1 . C6 . 117.5(3) yes
C2 . C1 . C6 . 122.0(3) yes
C1 . C2 . O2 . 116.2(3) yes
C1 . C2 . C3 . 118.2(3) yes
O2 . C2 . C3 . 125.6(3) yes
C2 . C3 . C4 . 120.2(3) yes
C2 . C3 . H31 . 120.3 no
C4 . C3 . H31 . 119.5 no
C3 . C4 . C5 . 121.0(3) yes
C3 . C4 . H41 . 119.4 no
C5 . C4 . H41 . 119.6 no
C4 . C5 . C6 . 119.2(3) yes
C4 . C5 . C7 . 126.1(3) yes
C6 . C5 . C7 . 114.3(3) yes
C5 . C6 . C1 . 119.2(3) yes
C5 . C6 . Ir1 . 119.3(2) yes
C1 . C6 . Ir1 . 121.2(2) yes
N1 . C7 . C5 . 109.6(2) yes
N1 . C7 . H71 . 109.6 no
C5 . C7 . H71 . 109.6 no
N1 . C7 . H72 . 109.0 no
C5 . C7 . H72 . 109.6 no
H71 . C7 . H72 . 109.5 no
O2 . C8 . H81 . 109.0 no
O2 . C8 . H82 . 109.7 no
H81 . C8 . H82 . 109.5 no
O2 . C8 . H83 . 109.7 no
H81 . C8 . H83 . 109.5 no
H82 . C8 . H83 . 109.5 no
P1 . C9 . C10 . 113.7(2) yes
P1 . C9 . C11 . 112.4(2) yes
C10 . C9 . C11 . 112.1(3) yes
P1 . C9 . H91 . 105.8 no
C10 . C9 . H91 . 105.9 no
C11 . C9 . H91 . 106.2 no
C9 . C10 . H101 . 109.6 no
C9 . C10 . H102 . 109.1 no
H101 . C10 . H102 . 109.5 no
C9 . C10 . H103 . 109.6 no
H101 . C10 . H103 . 109.5 no
H102 . C10 . H103 . 109.5 no
C9 . C11 . H111 . 110.0 no
C9 . C11 . H112 . 109.4 no
H111 . C11 . H112 . 109.5 no
C9 . C11 . H113 . 109.0 no
H111 . C11 . H113 . 109.5 no
H112 . C11 . H113 . 109.5 no
P1 . C12 . C13 . 110.7(2) yes
P1 . C12 . C14 . 110.8(2) yes
C13 . C12 . C14 . 110.2(3) yes
P1 . C12 . H121 . 108.4 no
C13 . C12 . H121 . 107.9 no
C14 . C12 . H121 . 108.7 no
C12 . C13 . H131 . 109.6 no
C12 . C13 . H132 . 108.8 no
H131 . C13 . H132 . 109.5 no
C12 . C13 . H133 . 110.0 no
H131 . C13 . H133 . 109.5 no
H132 . C13 . H133 . 109.5 no
C12 . C14 . H141 . 110.0 no
C12 . C14 . H142 . 109.5 no
H141 . C14 . H142 . 109.5 no
C12 . C14 . H143 . 108.8 no
H141 . C14 . H143 . 109.5 no
H142 . C14 . H143 . 109.5 no
O3 . C15 . H151 . 109.1 no
O3 . C15 . H152 . 109.0 no
H151 . C15 . H152 . 109.5 no
O3 . C15 . H153 . 110.4 no
H151 . C15 . H153 . 109.5 no
H152 . C15 . H153 . 109.5 no
O3 . C16 . C17 . 109.7(3) yes
O3 . C16 . H161 . 109.6 no
C17 . C16 . H161 . 109.9 no
O3 . C16 . H162 . 109.5 no
C17 . C16 . H162 . 108.7 no
H161 . C16 . H162 . 109.5 no
C16 . C17 . N1 . 113.8(3) yes
C16 . C17 . H171 . 107.8 no
N1 . C17 . H171 . 107.4 no
C16 . C17 . H172 . 108.9 no
N1 . C17 . H172 . 109.5 no
H171 . C17 . H172 . 109.5 no
N1 . C18 . C19 . 112.0(3) yes
N1 . C18 . H181 . 108.7 no
C19 . C18 . H181 . 108.9 no
N1 . C18 . H182 . 108.3 no
C19 . C18 . H182 . 109.5 no
H181 . C18 . H182 . 109.5 no
C18 . C19 . O4 . 107.3(3) yes
C18 . C19 . H191 . 110.3 no
O4 . C19 . H191 . 110.4 no
C18 . C19 . H192 . 110.1 no
O4 . C19 . H192 . 109.2 no
H191 . C19 . H192 . 109.5 no
O4 . C20 . H201 . 109.6 no
O4 . C20 . H202 . 109.0 no
H201 . C20 . H202 . 109.5 no
O4 . C20 . H203 . 109.9 no
H201 . C20 . H203 . 109.5 no
H202 . C20 . H203 . 109.5 no


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
Cl1 Ir1 P1 O1 173.65(10) . . . . no
Cl1 Ir1 P1 C9 63.20(14) . . . . no
Cl1 Ir1 P1 C12 -73.84(13) . . . . no
O4 Ir1 P1 O1 86.03(11) . . . . no
O4 Ir1 P1 C9 -24.42(15) . . . . no
O4 Ir1 P1 C12 -161.46(14) . . . . no
N1 Ir1 P1 O1 -7.3(2) . . . . no
N1 Ir1 P1 C9 -117.7(2) . . . . no
N1 Ir1 P1 C12 105.3(2) . . . . no
C6 Ir1 P1 O1 -9.75(13) . . . . no
C6 Ir1 P1 C9 -120.20(16) . . . . no
C6 Ir1 P1 C12 102.76(15) . . . . no
Cl1 Ir1 O4 C19 77.96(18) . . . . no
Cl1 Ir1 O4 C20 -45.7(2) . . . . no
P1 Ir1 O4 C19 -176.73(18) . . . . no
P1 Ir1 O4 C20 59.6(2) . . . . no
N1 Ir1 O4 C19 -17.37(19) . . . . no
N1 Ir1 O4 C20 -141.0(2) . . . . no
C6 Ir1 O4 C19 -94.4(2) . . . . no
C6 Ir1 O4 C20 142.0(2) . . . . no
Cl1 Ir1 N1 C7 149.97(18) . . . . no
Cl1 Ir1 N1 C17 25.4(2) . . . . no
Cl1 Ir1 N1 C18 -96.99(19) . . . . no
P1 Ir1 N1 C7 -29.2(3) . . . . no
P1 Ir1 N1 C17 -153.76(18) . . . . no
P1 Ir1 N1 C18 83.9(3) . . . . no
O4 Ir1 N1 C7 -126.8(2) . . . . no
O4 Ir1 N1 C17 108.6(2) . . . . no
O4 Ir1 N1 C18 -13.80(19) . . . . no
C6 Ir1 N1 C7 -26.64(19) . . . . no
C6 Ir1 N1 C17 -151.3(2) . . . . no
C6 Ir1 N1 C18 86.4(2) . . . . no
P1 Ir1 C6 C1 6.2(2) . . . . no
P1 Ir1 C6 C5 -168.1(2) . . . . no
O4 Ir1 C6 C1 -96.0(2) . . . . no
O4 Ir1 C6 C5 89.8(2) . . . . no
N1 Ir1 C6 C1 -172.9(3) . . . . no
N1 Ir1 C6 C5 12.8(2) . . . . no
Ir1 P1 O1 C1 13.3(2) . . . . no
C9 P1 O1 C1 139.9(2) . . . . no
C12 P1 O1 C1 -110.6(2) . . . . no
Ir1 P1 C9 C10 160.0(2) . . . . no
Ir1 P1 C9 C11 -71.3(3) . . . . no
O1 P1 C9 C10 45.6(3) . . . . no
O1 P1 C9 C11 174.3(2) . . . . no
C12 P1 C9 C10 -58.9(3) . . . . no
C12 P1 C9 C11 69.8(3) . . . . no
Ir1 P1 C12 C13 -63.2(3) . . . . no
Ir1 P1 C12 C14 59.4(3) . . . . no
O1 P1 C12 C13 51.8(3) . . . . no
O1 P1 C12 C14 174.4(3) . . . . no
C9 P1 C12 C13 154.1(2) . . . . no
C9 P1 C12 C14 -83.4(3) . . . . no
P1 O1 C1 C2 167.0(2) . . . . no
P1 O1 C1 C6 -10.0(4) . . . . no
C8 O2 C2 C1 -167.8(3) . . . . no
C8 O2 C2 C3 11.6(5) . . . . no
C15 O3 C16 C17 -173.6(3) . . . . no
Ir1 O4 C19 C18 45.1(3) . . . . no
C20 O4 C19 C18 175.5(3) . . . . no
Ir1 N1 C7 C5 35.7(3) . . . . no
C17 N1 C7 C5 164.8(2) . . . . no
C18 N1 C7 C5 -76.8(3) . . . . no
Ir1 N1 C17 C16 55.8(3) . . . . no
C7 N1 C17 C16 -66.8(3) . . . . no
C18 N1 C17 C16 176.5(3) . . . . no
Ir1 N1 C18 C19 44.7(3) . . . . no
C7 N1 C18 C19 157.7(3) . . . . no
C17 N1 C18 C19 -83.1(3) . . . . no
O1 C1 C2 O2 1.0(4) . . . . no
O1 C1 C2 C3 -178.5(3) . . . . no
C6 C1 C2 O2 177.8(3) . . . . no
C6 C1 C2 C3 -1.7(5) . . . . no
O1 C1 C6 Ir1 0.7(4) . . . . no
O1 C1 C6 C5 175.0(3) . . . . no
C2 C1 C6 Ir1 -176.1(2) . . . . no
C2 C1 C6 C5 -1.9(5) . . . . no
O2 C2 C3 C4 -176.2(3) . . . . no
C1 C2 C3 C4 3.3(5) . . . . no
C2 C3 C4 C5 -1.2(5) . . . . no
C3 C4 C5 C6 -2.4(5) . . . . no
C3 C4 C5 C7 170.4(3) . . . . no
C4 C5 C6 Ir1 178.3(2) . . . . no
C4 C5 C6 C1 4.0(4) . . . . no
C7 C5 C6 Ir1 4.7(4) . . . . no
C7 C5 C6 C1 -169.7(3) . . . . no
C4 C5 C7 N1 158.5(3) . . . . no
C6 C5 C7 N1 -28.4(3) . . . . no
O3 C16 C17 N1 90.2(3) . . . . no
N1 C18 C19 O4 -63.4(3) . . . . no


loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C7 . H71 . O3 . 130 0.95 2.40 3.103(5) yes
C19 . H191 . O3 4_646 140 0.95 2.51 3.300(5) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
####################################################################### 
# 
# 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_x1801001
_database_code_depnum_ccdc_archive 'CCDC 2014655'
loop_
_audit_author_name
_audit_author_address
'Josh Chen'
;University of North Carolina at Chapel Hill
United States of America
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H52 Cl Ir N O7 P'
_chemical_formula_sum            'C32 H52 Cl Ir N O7 P'
_chemical_formula_weight         821.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   21.5143(8)
_cell_length_b                   11.8302(4)
_cell_length_c                   26.8208(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6826.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    73715
_cell_measurement_theta_min      4.110
_cell_measurement_theta_max      72.615

_exptl_crystal_description       rock
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_F_000             3328
_exptl_transmission_factor_min   0.6090
_exptl_transmission_factor_max   0.7536
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.141
_exptl_absorpt_coefficient_mu    9.110
_shelx_estimated_absorpt_T_min   0.206
_shelx_estimated_absorpt_T_max   0.360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            73715
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.110
_diffrn_reflns_theta_max         72.615
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             6616
_reflns_number_gt                6570
_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       ?
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0166P)²+16.7075P] 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         6616
_refine_ls_number_parameters     398
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0543
_refine_ls_wR_factor_gt          0.0542
_refine_ls_goodness_of_fit_ref   1.246
_refine_ls_restrained_S_all      1.246
_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 0.41002(2) 0.34675(2) 0.58667(2) 0.00556(4) Uani 1 1 d . . . . .
H1 H 0.3949(19) 0.384(4) 0.5365(16) 0.037(11) Uiso 1 1 d . . . . .
Cl1 Cl 0.36415(3) 0.15829(5) 0.57657(3) 0.01197(13) Uani 1 1 d . . . . .
P1 P 0.32913(3) 0.45104(5) 0.60571(2) 0.00656(12) Uani 1 1 d . . . . .
N1 N 0.50613(10) 0.29666(18) 0.56697(8) 0.0079(4) Uani 1 1 d . . . . .
C1 C 0.42171(12) 0.5861(2) 0.61281(10) 0.0084(5) Uani 1 1 d . . . . .
C2 C 0.45194(13) 0.6896(2) 0.62036(11) 0.0115(5) Uani 1 1 d . . . . .
C3 C 0.51437(13) 0.6976(2) 0.60732(11) 0.0121(5) Uani 1 1 d . . . . .
H3 H 0.5361 0.7662 0.6131 0.015 Uiso 1 1 calc R U . . .
C4 C 0.54566(12) 0.6057(2) 0.58581(10) 0.0119(5) Uani 1 1 d . . . . .
H4 H 0.5880 0.6130 0.5764 0.014 Uiso 1 1 calc R U . . .
C5 C 0.51456(12) 0.5037(2) 0.57826(10) 0.0087(5) Uani 1 1 d . . . . .
C6 C 0.45259(12) 0.4936(2) 0.59372(10) 0.0077(5) Uani 1 1 d . . . . .
C7 C 0.53917(12) 0.4025(2) 0.55011(10) 0.0105(5) Uani 1 1 d . . . . .
H7A H 0.5327 0.4135 0.5139 0.013 Uiso 1 1 calc R U . . .
H7B H 0.5844 0.3947 0.5561 0.013 Uiso 1 1 calc R U . . .
O1 O 0.35906(8) 0.57394(15) 0.62498(7) 0.0100(4) Uani 1 1 d . . . . .
O2 O 0.41721(9) 0.77447(16) 0.64075(8) 0.0162(4) Uani 1 1 d . . . . .
C8 C 0.44684(15) 0.8814(2) 0.64799(12) 0.0193(6) Uani 1 1 d . . . . .
H8A H 0.4822 0.8723 0.6707 0.029 Uiso 1 1 calc R U . . .
H8B H 0.4170 0.9349 0.6624 0.029 Uiso 1 1 calc R U . . .
H8C H 0.4616 0.9102 0.6159 0.029 Uiso 1 1 calc R U . . .
C9 C 0.27677(12) 0.4943(2) 0.55497(10) 0.0110(5) Uani 1 1 d . . . . .
H9 H 0.2376 0.5242 0.5702 0.013 Uiso 1 1 calc R U . . .
C10 C 0.30578(14) 0.5882(3) 0.52343(12) 0.0197(6) Uani 1 1 d . . . . .
H10A H 0.3444 0.5606 0.5083 0.030 Uiso 1 1 calc R U . . .
H10B H 0.3149 0.6536 0.5446 0.030 Uiso 1 1 calc R U . . .
H10C H 0.2767 0.6105 0.4971 0.030 Uiso 1 1 calc R U . . .
C11 C 0.25988(15) 0.3929(3) 0.52176(12) 0.0213(7) Uani 1 1 d . . . . .
H11A H 0.2253 0.4136 0.4998 0.032 Uiso 1 1 calc R U . . .
H11B H 0.2476 0.3289 0.5428 0.032 Uiso 1 1 calc R U . . .
H11C H 0.2960 0.3717 0.5015 0.032 Uiso 1 1 calc R U . . .
C12 C 0.27708(12) 0.4197(2) 0.65819(10) 0.0104(5) Uani 1 1 d . . . . .
H12 H 0.3036 0.3916 0.6862 0.013 Uiso 1 1 calc R U . . .
C13 C 0.23253(14) 0.3236(3) 0.64411(13) 0.0210(7) Uani 1 1 d . . . . .
H13A H 0.2093 0.2996 0.6737 0.032 Uiso 1 1 calc R U . . .
H13B H 0.2564 0.2596 0.6310 0.032 Uiso 1 1 calc R U . . .
H13C H 0.2034 0.3502 0.6186 0.032 Uiso 1 1 calc R U . . .
C14 C 0.24167(13) 0.5227(2) 0.67763(11) 0.0148(6) Uani 1 1 d . . . . .
H14A H 0.2151 0.5529 0.6511 0.022 Uiso 1 1 calc R U . . .
H14B H 0.2713 0.5809 0.6881 0.022 Uiso 1 1 calc R U . . .
H14C H 0.2159 0.5004 0.7061 0.022 Uiso 1 1 calc R U . . .
C15 C 0.53722(12) 0.2553(2) 0.61365(10) 0.0091(5) Uani 1 1 d . . . . .
H15A H 0.5543 0.3208 0.6321 0.011 Uiso 1 1 calc R U . . .
H15B H 0.5723 0.2054 0.6045 0.011 Uiso 1 1 calc R U . . .
C16 C 0.49342(12) 0.1917(2) 0.64703(10) 0.0099(5) Uani 1 1 d . . . . .
H16A H 0.4733 0.1290 0.6287 0.012 Uiso 1 1 calc R U . . .
H16B H 0.5158 0.1601 0.6761 0.012 Uiso 1 1 calc R U . . .
O3 O 0.44761(8) 0.27402(15) 0.66294(7) 0.0087(4) Uani 1 1 d . . . . .
C17 C 0.40462(12) 0.2321(2) 0.70002(11) 0.0119(5) Uani 1 1 d . . . . .
H17A H 0.3783 0.1730 0.6846 0.014 Uiso 1 1 calc R U . . .
H17B H 0.3770 0.2947 0.7104 0.014 Uiso 1 1 calc R U . . .
C18 C 0.43543(13) 0.1831(2) 0.74602(11) 0.0117(5) Uani 1 1 d . . . . .
H18A H 0.4762 0.2198 0.7516 0.014 Uiso 1 1 calc R U . . .
H18B H 0.4091 0.1966 0.7757 0.014 Uiso 1 1 calc R U . . .
O4 O 0.44365(9) 0.06456(16) 0.73846(7) 0.0131(4) Uani 1 1 d . . . . .
C19 C 0.47959(14) 0.0111(2) 0.77633(11) 0.0150(6) Uani 1 1 d . . . . .
H19A H 0.4698 -0.0706 0.7767 0.018 Uiso 1 1 calc R U . . .
H19B H 0.4677 0.0428 0.8091 0.018 Uiso 1 1 calc R U . . .
C20 C 0.54870(14) 0.0262(2) 0.76903(11) 0.0157(6) Uani 1 1 d . . . . .
H20A H 0.5591 0.1077 0.7675 0.019 Uiso 1 1 calc R U . . .
H20B H 0.5716 -0.0077 0.7974 0.019 Uiso 1 1 calc R U . . .
O5 O 0.56611(9) -0.02789(17) 0.72375(8) 0.0148(4) Uani 1 1 d . . . . .
C21 C 0.62827(13) -0.0013(3) 0.70977(12) 0.0178(6) Uani 1 1 d . . . . .
H21A H 0.6572 -0.0240 0.7367 0.021 Uiso 1 1 calc R U . . .
H21B H 0.6324 0.0812 0.7046 0.021 Uiso 1 1 calc R U . . .
C22 C 0.64441(13) -0.0626(3) 0.66274(12) 0.0178(6) Uani 1 1 d . . . . .
H22A H 0.6894 -0.0543 0.6557 0.021 Uiso 1 1 calc R U . . .
H22B H 0.6351 -0.1441 0.6665 0.021 Uiso 1 1 calc R U . . .
O6 O 0.60936(9) -0.01714(18) 0.62277(8) 0.0165(4) Uani 1 1 d . . . . .
C23 C 0.63162(14) -0.0554(3) 0.57583(11) 0.0168(6) Uani 1 1 d . . . . .
H23A H 0.6274 -0.1386 0.5735 0.020 Uiso 1 1 calc R U . . .
H23B H 0.6761 -0.0358 0.5720 0.020 Uiso 1 1 calc R U . . .
C24 C 0.59421(13) 0.0004(2) 0.53566(11) 0.0140(6) Uani 1 1 d . . . . .
H24A H 0.6039 -0.0342 0.5030 0.017 Uiso 1 1 calc R U . . .
H24B H 0.5493 -0.0099 0.5423 0.017 Uiso 1 1 calc R U . . .
O7 O 0.60908(9) 0.11765(16) 0.53485(7) 0.0115(4) Uani 1 1 d . . . . .
C25 C 0.56871(13) 0.1799(2) 0.50304(11) 0.0120(5) Uani 1 1 d . . . . .
H25A H 0.5610 0.1350 0.4725 0.014 Uiso 1 1 calc R U . . .
H25B H 0.5899 0.2506 0.4929 0.014 Uiso 1 1 calc R U . . .
C26 C 0.50621(12) 0.2100(2) 0.52660(10) 0.0107(5) Uani 1 1 d . . . . .
H26A H 0.4783 0.2367 0.4997 0.013 Uiso 1 1 calc R U . . .
H26B H 0.4879 0.1398 0.5403 0.013 Uiso 1 1 calc R U . . .
C27 C 0.7563(3) 0.2223(4) 0.71363(17) 0.0545(14) Uani 1 1 d . . . . .
H27 H 0.7690 0.2174 0.7475 0.065 Uiso 1 1 calc R U . . .
C28 C 0.7135(2) 0.3021(4) 0.69993(18) 0.0524(13) Uani 1 1 d . . . . .
H28 H 0.6960 0.3515 0.7241 0.063 Uiso 1 1 calc R U . . .
C29 C 0.6960(2) 0.3099(5) 0.64978(19) 0.0515(12) Uani 1 1 d . . . . .
H29 H 0.6668 0.3655 0.6395 0.062 Uiso 1 1 calc R U . . .
C30 C 0.7211(2) 0.2367(5) 0.61535(17) 0.0525(13) Uani 1 1 d . . . . .
H30 H 0.7093 0.2417 0.5813 0.063 Uiso 1 1 calc R U . . .
C31 C 0.7632(2) 0.1567(4) 0.63026(19) 0.0528(13) Uani 1 1 d . . . . .
H31 H 0.7801 0.1059 0.6065 0.063 Uiso 1 1 calc R U . . .
C32 C 0.7812(2) 0.1493(4) 0.6793(2) 0.0528(13) Uani 1 1 d . . . . .
H32 H 0.8106 0.0940 0.6894 0.063 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 C6 1.973(3) . ?
Ir1 P1 2.1935(6) . ?
Ir1 N1 2.215(2) . ?
Ir1 O3 2.3618(18) . ?
Ir1 Cl1 2.4531(6) . ?
Ir1 H1 1.45(4) . ?
P1 O1 1.6720(19) . ?
P1 C12 1.836(3) . ?
P1 C9 1.839(3) . ?
N1 C26 1.491(3) . ?
N1 C15 1.501(3) . ?
N1 C7 1.509(3) . ?
C1 C6 1.379(4) . ?
C1 O1 1.394(3) . ?
C1 C2 1.401(4) . ?
C2 O2 1.365(3) . ?
C2 C3 1.391(4) . ?
C3 C4 1.402(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(4) . ?
C5 C7 1.511(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
O2 C8 1.430(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.529(4) . ?
C9 C11 1.538(4) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C14 1.529(4) . ?
C12 C13 1.535(4) . ?
C12 H12 1.0000 . ?
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 1.502(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 O3 1.450(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
O3 C17 1.446(3) . ?
C17 C18 1.516(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 O4 1.428(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
O4 C19 1.424(3) . ?
C19 C20 1.510(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 O5 1.423(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O5 C21 1.424(3) . ?
C21 C22 1.495(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 O6 1.417(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O6 C23 1.421(4) . ?
C23 C24 1.498(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 O7 1.424(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O7 C25 1.423(3) . ?
C25 C26 1.528(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.369(8) . ?
C27 C32 1.370(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.400(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.376(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.370(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.375(7) . ?
C31 H31 0.9500 . ?
C32 H32 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
C6 Ir1 P1 81.41(8) . . ?
C6 Ir1 N1 79.93(10) . . ?
P1 Ir1 N1 161.20(6) . . ?
C6 Ir1 O3 94.52(9) . . ?
P1 Ir1 O3 105.96(5) . . ?
N1 Ir1 O3 77.85(7) . . ?
C6 Ir1 Cl1 176.01(8) . . ?
P1 Ir1 Cl1 102.58(2) . . ?
N1 Ir1 Cl1 96.09(6) . . ?
O3 Ir1 Cl1 84.39(5) . . ?
C6 Ir1 H1 85.7(17) . . ?
P1 Ir1 H1 82.4(17) . . ?
N1 Ir1 H1 93.9(17) . . ?
O3 Ir1 H1 171.6(17) . . ?
Cl1 Ir1 H1 94.8(17) . . ?
O1 P1 C12 99.98(11) . . ?
O1 P1 C9 102.85(11) . . ?
C12 P1 C9 104.47(12) . . ?
O1 P1 Ir1 104.81(7) . . ?
C12 P1 Ir1 123.28(9) . . ?
C9 P1 Ir1 118.04(9) . . ?
C26 N1 C15 112.4(2) . . ?
C26 N1 C7 110.6(2) . . ?
C15 N1 C7 108.1(2) . . ?
C26 N1 Ir1 110.99(15) . . ?
C15 N1 Ir1 107.70(15) . . ?
C7 N1 Ir1 106.81(15) . . ?
C6 C1 O1 118.1(2) . . ?
C6 C1 C2 121.6(2) . . ?
O1 C1 C2 120.4(2) . . ?
O2 C2 C3 125.4(2) . . ?
O2 C2 C1 116.5(2) . . ?
C3 C2 C1 118.1(3) . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 C7 126.2(2) . . ?
C6 C5 C7 114.4(2) . . ?
C1 C6 C5 120.0(2) . . ?
C1 C6 Ir1 120.72(19) . . ?
C5 C6 Ir1 119.2(2) . . ?
N1 C7 C5 110.0(2) . . ?
N1 C7 H7A 109.7 . . ?
C5 C7 H7A 109.7 . . ?
N1 C7 H7B 109.7 . . ?
C5 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C1 O1 P1 112.95(16) . . ?
C2 O2 C8 117.4(2) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C11 110.0(2) . . ?
C10 C9 P1 111.20(19) . . ?
C11 C9 P1 110.88(19) . . ?
C10 C9 H9 108.2 . . ?
C11 C9 H9 108.2 . . ?
P1 C9 H9 108.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C13 111.3(2) . . ?
C14 C12 P1 113.86(19) . . ?
C13 C12 P1 110.0(2) . . ?
C14 C12 H12 107.1 . . ?
C13 C12 H12 107.1 . . ?
P1 C12 H12 107.1 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C16 112.4(2) . . ?
N1 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
N1 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
O3 C16 C15 105.4(2) . . ?
O3 C16 H16A 110.7 . . ?
C15 C16 H16A 110.7 . . ?
O3 C16 H16B 110.7 . . ?
C15 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?
C17 O3 C16 114.01(19) . . ?
C17 O3 Ir1 120.11(15) . . ?
C16 O3 Ir1 102.86(15) . . ?
O3 C17 C18 114.3(2) . . ?
O3 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
O3 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
O4 C18 C17 108.3(2) . . ?
O4 C18 H18A 110.0 . . ?
C17 C18 H18A 110.0 . . ?
O4 C18 H18B 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C19 O4 C18 113.7(2) . . ?
O4 C19 C20 112.9(2) . . ?
O4 C19 H19A 109.0 . . ?
C20 C19 H19A 109.0 . . ?
O4 C19 H19B 109.0 . . ?
C20 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
O5 C20 C19 108.5(2) . . ?
O5 C20 H20A 110.0 . . ?
C19 C20 H20A 110.0 . . ?
O5 C20 H20B 110.0 . . ?
C19 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
C20 O5 C21 111.9(2) . . ?
O5 C21 C22 109.5(2) . . ?
O5 C21 H21A 109.8 . . ?
C22 C21 H21A 109.8 . . ?
O5 C21 H21B 109.8 . . ?
C22 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
O6 C22 C21 109.3(2) . . ?
O6 C22 H22A 109.8 . . ?
C21 C22 H22A 109.8 . . ?
O6 C22 H22B 109.8 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
C22 O6 C23 111.7(2) . . ?
O6 C23 C24 108.4(2) . . ?
O6 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
O6 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
O7 C24 C23 108.6(2) . . ?
O7 C24 H24A 110.0 . . ?
C23 C24 H24A 110.0 . . ?
O7 C24 H24B 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.3 . . ?
C25 O7 C24 112.1(2) . . ?
O7 C25 C26 114.2(2) . . ?
O7 C25 H25A 108.7 . . ?
C26 C25 H25A 108.7 . . ?
O7 C25 H25B 108.7 . . ?
C26 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
N1 C26 C25 117.5(2) . . ?
N1 C26 H26A 107.9 . . ?
C25 C26 H26A 107.9 . . ?
N1 C26 H26B 107.9 . . ?
C25 C26 H26B 107.9 . . ?
H26A C26 H26B 107.2 . . ?
C28 C27 C32 121.1(5) . . ?
C28 C27 H27 119.4 . . ?
C32 C27 H27 119.4 . . ?
C27 C28 C29 119.0(5) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C30 C29 C28 119.8(5) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C31 C30 C29 119.9(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C30 C31 C32 120.7(5) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C27 C32 C31 119.5(5) . . ?
C27 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?

_refine_diff_density_max         0.776
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-4

