# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_str1852
_database_code_depnum_ccdc_archive 'CCDC 1495410'
_audit_update_record             
;
2016-07-22 deposited with the CCDC.
2016-08-05 downloaded from the CCDC.
;
_audit_creation_date             2016-07-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        MP873
_chemical_formula_moiety         'C37 H45 Cl2 Ir N2, C7'
_chemical_formula_sum            'C44 H45 Cl2 Ir N2'
_chemical_formula_weight         864.92
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C37 H45 N2 Cl2 Ir'
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4266(3)
_cell_length_b                   21.9900(7)
_cell_length_c                   16.1613(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.611(3)
_cell_angle_gamma                90
_cell_volume                     4033.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13348
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.1230
_cell_measurement_theta_min      3.4450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.474
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.998
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1736
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
9 -17 -16 0.0921
15 13 -3 0.0990
8 24 7 0.0954
-15 0 10 0.1217
-12 -19 -2 0.1473
-4 10 -20 0.0358
4 25 -13 0.0786
4 -10 20 0.0338
-12 10 -10 0.0675
-3 29 -6 0.0883
6 -26 8 0.0748
-10 16 15 0.1246

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
9.0000 -17.0000 -16.0000 -0.0075 -0.9867 -0.2266
15.0000 13.0000 -3.0000 -0.0189 -0.5124 0.8831
8.0000 24.0000 7.0000 0.0263 0.1637 0.9762
-15.0000 0.0000 10.0000 0.0316 0.8570 -0.4924
-12.0000 -19.0000 -2.0000 -0.0010 0.1880 -0.9620
-4.0000 10.0000 -20.0000 0.9505 -0.2353 -0.1995
4.0000 25.0000 -13.0000 0.8069 -0.1842 0.5699
4.0000 -10.0000 20.0000 -0.9505 0.2353 0.1995
-12.0000 10.0000 -10.0000 0.8123 0.3430 -0.4008
-3.0000 29.0000 -6.0000 0.8196 0.3264 0.4627
6.0000 -26.0000 8.0000 -0.9022 -0.3563 -0.2427
-10.0000 16.0000 15.0000 0.0462 0.9880 0.1489

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34525
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.935
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  88.20   0.70   25.00    --   11.59  37.00-180.00  146
  2  ω     34.00 100.50   0.70   25.00    --   11.59-178.00  90.00   95
  3  ω    -67.00  45.00   0.70   25.00    --   11.59 -77.00-120.00  160
  4  ω    -22.00  49.40   0.70   25.00    --   11.59  77.00 -60.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0242644000
_diffrn_orient_matrix_UB_12      0.0188759000
_diffrn_orient_matrix_UB_13      -0.0332327000
_diffrn_orient_matrix_UB_21      -0.0398094000
_diffrn_orient_matrix_UB_22      0.0125119000
_diffrn_orient_matrix_UB_23      0.0259818000
_diffrn_orient_matrix_UB_31      0.0415923000
_diffrn_orient_matrix_UB_32      0.0229773000
_diffrn_orient_matrix_UB_33      0.0131476000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7001
_reflns_number_total             8223
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.904
_refine_diff_density_min         -1.013
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         8223
_refine_ls_number_restraints     519
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0397
_refine_ls_restrained_S_all      1.349
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+17.7085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C43-C42 \\sim C41-C40 \\sim C39-C38
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C42) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C42) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C43) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C13A)=Sof(H13D)=Sof(H13E)=
 Sof(H13F)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
6.a Free rotating group:
 C44(C39,C43,C14A,C13A,C12A,C38,C42,C40,C41)
6.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C10(H10), C27(H27), C24(H24), C5(H5), C9(H9)
6.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C2(H2A,H2B,H2C), C36(H36A,H36B,H36C), C32(H32A,H32B,
 H32C), C20(H20A,H20B,H20C), C37(H37A,H37B,H37C), C33(H33A,H33B,H33C), C31(H31A,
 H31B,H31C), C13(H13A,H13B,H13C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C),
 C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C14A(H14D,H14E,H14F), C13A(H13D,H13E,
 H13F), C12A(H12D,H12E,H12F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.29225(2) 0.23591(2) 0.75709(2) 0.02405(8) Uani 1 1 d . U . . .
Cl2 Cl 0.28907(12) 0.31637(7) 0.85743(9) 0.0336(3) Uani 1 1 d . U . . .
Cl1 Cl 0.28764(12) 0.16743(7) 0.87447(9) 0.0345(3) Uani 1 1 d . U . . .
C1 C 0.1114(5) 0.2364(3) 0.7313(4) 0.0310(12) Uani 1 1 d . U . . .
N1 N 0.0418(4) 0.1873(2) 0.7137(3) 0.0249(9) Uani 1 1 d . U . . .
N2 N 0.0436(4) 0.2852(2) 0.7054(3) 0.0243(9) Uani 1 1 d . U . . .
C16 C 0.3735(5) 0.1771(3) 0.6743(4) 0.0387(13) Uani 1 1 d . U . . .
C26 C -0.2718(5) 0.3943(3) 0.5869(4) 0.0350(13) Uani 1 1 d . U . . .
C15 C 0.3151(5) 0.2261(3) 0.6286(4) 0.0382(13) Uani 1 1 d . U . . .
C17 C 0.4677(5) 0.2025(3) 0.7300(4) 0.0379(13) Uani 1 1 d . U . . .
C29 C -0.4511(5) 0.2601(3) 0.5041(4) 0.0316(12) Uani 1 1 d . U . . .
H29 H -0.5125 0.2797 0.4720 0.038 Uiso 1 1 calc R . . . .
C34 C 0.4661(5) 0.2657(3) 0.7205(4) 0.0344(12) Uani 1 1 d . U . . .
C28 C -0.3576(4) 0.2954(3) 0.5465(3) 0.0278(11) Uani 1 1 d . U . . .
C35 C 0.3696(5) 0.2818(3) 0.6588(4) 0.0365(13) Uani 1 1 d . U . . .
C10 C -0.4517(5) 0.1989(3) 0.5099(4) 0.0308(12) Uani 1 1 d . U . . .
H10 H -0.5136 0.1770 0.4817 0.037 Uiso 1 1 calc R . . . .
C27 C -0.3591(5) 0.3592(3) 0.5435(4) 0.0336(13) Uani 1 1 d . U . . .
H27 H -0.4209 0.3786 0.5114 0.040 Uiso 1 1 calc R . . . .
C21 C 0.0835(5) 0.3482(3) 0.7074(4) 0.0346(13) Uani 1 1 d . U . . .
H21A H 0.0403 0.3712 0.7441 0.052 Uiso 1 1 calc GR . . . .
H21B H 0.0705 0.3651 0.6523 0.052 Uiso 1 1 calc GR . . . .
H21C H 0.1661 0.3497 0.7269 0.052 Uiso 1 1 calc GR . . . .
C8 C -0.3585(5) 0.1668(3) 0.5589(3) 0.0277(11) Uani 1 1 d . U . . .
C6 C -0.2627(4) 0.2008(3) 0.5993(3) 0.0240(10) Uani 1 1 d . U . . .
C22 C -0.0693(4) 0.2665(2) 0.6720(3) 0.0230(10) Uani 1 1 d . U . . .
C25 C -0.2627(4) 0.2653(2) 0.5935(3) 0.0233(10) Uani 1 1 d . U . . .
C3 C -0.0700(4) 0.2042(2) 0.6779(3) 0.0239(10) Uani 1 1 d . U . . .
C2 C 0.0817(5) 0.1243(3) 0.7264(4) 0.0340(13) Uani 1 1 d . U . . .
H2A H 0.1637 0.1239 0.7474 0.051 Uiso 1 1 calc GR . . . .
H2B H 0.0703 0.1029 0.6744 0.051 Uiso 1 1 calc GR . . . .
H2C H 0.0371 0.1049 0.7658 0.051 Uiso 1 1 calc GR . . . .
C24 C -0.1769(5) 0.3642(3) 0.6314(4) 0.0324(13) Uani 1 1 d . U . . .
H24 H -0.1174 0.3872 0.6604 0.039 Uiso 1 1 calc R . . . .
C4 C -0.1695(4) 0.1680(2) 0.6462(3) 0.0251(11) Uani 1 1 d . U . . .
C7 C -0.2749(5) 0.0725(3) 0.6166(4) 0.0336(13) Uani 1 1 d . U . . .
C30 C -0.2814(6) 0.4638(3) 0.5851(5) 0.0520(17) Uani 1 1 d . U . . .
C23 C -0.1684(4) 0.3010(2) 0.6338(3) 0.0243(10) Uani 1 1 d . U . . .
C5 C -0.1801(5) 0.1052(3) 0.6556(4) 0.0323(13) Uani 1 1 d . U . . .
H5 H -0.1216 0.0845 0.6892 0.039 Uiso 1 1 calc R . . . .
C9 C -0.3616(5) 0.1038(3) 0.5674(4) 0.0328(12) Uani 1 1 d . U . . .
H9 H -0.4237 0.0822 0.5390 0.039 Uiso 1 1 calc R . . . .
C36 C 0.3460(7) 0.3439(4) 0.6231(5) 0.063(2) Uani 1 1 d . U . . .
H36A H 0.2654 0.3465 0.5990 0.094 Uiso 1 1 calc GR . . . .
H36B H 0.3969 0.3514 0.5809 0.094 Uiso 1 1 calc GR . . . .
H36C H 0.3606 0.3737 0.6664 0.094 Uiso 1 1 calc GR . . . .
C11 C -0.2811(6) 0.0032(3) 0.6299(5) 0.0479(16) Uani 1 1 d . U . . .
C32 C -0.2915(9) 0.4858(4) 0.4948(6) 0.082(3) Uani 1 1 d . U . . .
H32A H -0.2227 0.4735 0.4701 0.123 Uiso 1 1 calc GR . . . .
H32B H -0.2977 0.5293 0.4935 0.123 Uiso 1 1 calc GR . . . .
H32C H -0.3603 0.4683 0.4642 0.123 Uiso 1 1 calc GR . . . .
C20 C 0.5544(6) 0.1661(4) 0.7867(5) 0.060(2) Uani 1 1 d . U . . .
H20A H 0.5943 0.1924 0.8282 0.089 Uiso 1 1 calc GR . . . .
H20B H 0.6108 0.1478 0.7548 0.089 Uiso 1 1 calc GR . . . .
H20C H 0.5134 0.1349 0.8133 0.089 Uiso 1 1 calc GR . . . .
C37 C 0.5485(6) 0.3104(4) 0.7658(5) 0.057(2) Uani 1 1 d . U . . .
H37A H 0.5043 0.3438 0.7844 0.086 Uiso 1 1 calc GR . . . .
H37B H 0.6025 0.3252 0.7291 0.086 Uiso 1 1 calc GR . . . .
H37C H 0.5918 0.2909 0.8129 0.086 Uiso 1 1 calc GR . . . .
C33 C -0.1739(7) 0.4944(3) 0.6322(7) 0.070(3) Uani 1 1 d . U . . .
H33A H -0.1686 0.4836 0.6900 0.106 Uiso 1 1 calc GR . . . .
H33B H -0.1813 0.5377 0.6265 0.106 Uiso 1 1 calc GR . . . .
H33C H -0.1041 0.4811 0.6096 0.106 Uiso 1 1 calc GR . . . .
C31 C -0.3889(8) 0.4828(4) 0.6259(7) 0.082(3) Uani 1 1 d . U . . .
H31A H -0.4590 0.4717 0.5906 0.124 Uiso 1 1 calc GR . . . .
H31B H -0.3877 0.5260 0.6342 0.124 Uiso 1 1 calc GR . . . .
H31C H -0.3880 0.4627 0.6787 0.124 Uiso 1 1 calc GR . . . .
C13 C -0.3852(12) -0.0260(5) 0.5811(10) 0.071(4) Uani 0.659(11) 1 d . U P A 1
H13A H -0.4560 -0.0133 0.6028 0.106 Uiso 0.659(11) 1 calc GR . P A 1
H13B H -0.3780 -0.0695 0.5854 0.106 Uiso 0.659(11) 1 calc GR . P A 1
H13C H -0.3885 -0.0142 0.5237 0.106 Uiso 0.659(11) 1 calc GR . P A 1
C18 C 0.2181(7) 0.2214(5) 0.5586(5) 0.062(2) Uani 1 1 d . U . . .
H18A H 0.1722 0.1856 0.5659 0.093 Uiso 1 1 calc GR . . . .
H18B H 0.2512 0.2188 0.5068 0.093 Uiso 1 1 calc GR . . . .
H18C H 0.1687 0.2567 0.5583 0.093 Uiso 1 1 calc GR . . . .
C19 C 0.3549(8) 0.1107(4) 0.6592(6) 0.067(2) Uani 1 1 d . U . . .
H19A H 0.3556 0.0900 0.7115 0.101 Uiso 1 1 calc GR . . . .
H19B H 0.4168 0.0950 0.6298 0.101 Uiso 1 1 calc GR . . . .
H19C H 0.2803 0.1043 0.6265 0.101 Uiso 1 1 calc GR . . . .
C12 C -0.2861(14) -0.0097(6) 0.7212(9) 0.075(4) Uani 0.659(11) 1 d . U P A 1
H12A H -0.2105 -0.0015 0.7516 0.112 Uiso 0.659(11) 1 calc GR . P A 1
H12B H -0.3062 -0.0516 0.7282 0.112 Uiso 0.659(11) 1 calc GR . P A 1
H12C H -0.3445 0.0158 0.7417 0.112 Uiso 0.659(11) 1 calc GR . P A 1
C14 C -0.1677(11) -0.0262(5) 0.6068(11) 0.071(4) Uani 0.659(11) 1 d . U P A 1
H14A H -0.1573 -0.0161 0.5504 0.107 Uiso 0.659(11) 1 calc GR . P A 1
H14B H -0.1730 -0.0696 0.6123 0.107 Uiso 0.659(11) 1 calc GR . P A 1
H14C H -0.1017 -0.0114 0.6434 0.107 Uiso 0.659(11) 1 calc GR . P A 1
C44 C 0.0227(5) 0.3929(3) 0.4760(4) 0.065(2) Uani 1 1 d . U . . .
C39 C -0.1460(6) 0.1164(3) 0.4022(3) 0.177(7) Uani 1 1 d DG U . . .
C43 C -0.0332(4) 0.3347(2) 0.4353(3) 0.141(4) Uani 1 1 d DG U . . .
C14A C -0.2814(9) -0.0275(3) 0.5435(6) 0.066(6) Uani 0.341(11) 1 d G U P A 2
H14D H -0.3461 -0.0121 0.5062 0.099 Uiso 0.341(11) 1 calc GR . P A 2
H14E H -0.2896 -0.0707 0.5493 0.099 Uiso 0.341(11) 1 calc GR . P A 2
H14F H -0.2087 -0.0187 0.5215 0.099 Uiso 0.341(11) 1 calc GR . P A 2
C13A C -0.4033(12) -0.0138(4) 0.6566(7) 0.065(6) Uani 0.341(11) 1 d G U P A 2
H13D H -0.4108 0.0032 0.7104 0.098 Uiso 0.341(11) 1 calc GR . P A 2
H13E H -0.4102 -0.0573 0.6591 0.098 Uiso 0.341(11) 1 calc GR . P A 2
H13F H -0.4645 0.0020 0.6167 0.098 Uiso 0.341(11) 1 calc GR . P A 2
C12A C -0.1846(12) -0.0218(3) 0.6877(5) 0.070(6) Uani 0.341(11) 1 d G U P A 2
H12D H -0.1118 -0.0178 0.6639 0.104 Uiso 0.341(11) 1 calc GR . P A 2
H12E H -0.1995 -0.0640 0.6976 0.104 Uiso 0.341(11) 1 calc GR . P A 2
H12F H -0.1793 0.0001 0.7394 0.104 Uiso 0.341(11) 1 calc GR . P A 2
C38 C -0.2016(7) 0.0738(3) 0.3624(4) 0.103(4) Uani 1 1 d DG U . . .
C42 C -0.1381(4) 0.3183(3) 0.3824(3) 0.074(2) Uani 1 1 d DG U . . .
C40 C -0.0353(5) 0.1531(2) 0.4224(4) 0.110(4) Uani 1 1 d DG U . . .
C41 C -0.0937(4) 0.2369(2) 0.4094(3) 0.181(6) Uani 1 1 d DG 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 Cl2 2.4031(14) . ?
Ir1 Cl1 2.4274(14) . ?
Ir1 C1 2.060(5) . ?
Ir1 C16 2.147(6) . ?
Ir1 C15 2.134(6) . ?
Ir1 C17 2.226(6) . ?
Ir1 C34 2.236(6) . ?
Ir1 C35 2.155(6) . ?
C1 N1 1.351(7) . ?
C1 N2 1.361(7) . ?
N1 C3 1.389(6) . ?
N1 C2 1.466(7) . ?
N2 C21 1.457(7) . ?
N2 C22 1.402(6) . ?
C16 C15 1.427(10) . ?
C16 C17 1.435(9) . ?
C16 C19 1.492(10) . ?
C26 C27 1.385(9) . ?
C26 C24 1.396(8) . ?
C26 C30 1.534(9) . ?
C15 C35 1.435(9) . ?
C15 C18 1.492(9) . ?
C17 C34 1.398(9) . ?
C17 C20 1.500(9) . ?
C29 C28 1.429(8) . ?
C29 C10 1.351(9) . ?
C34 C35 1.443(9) . ?
C34 C37 1.493(9) . ?
C28 C27 1.405(8) . ?
C28 C25 1.414(7) . ?
C35 C36 1.496(10) . ?
C10 C8 1.436(8) . ?
C8 C6 1.420(7) . ?
C8 C9 1.393(8) . ?
C6 C25 1.422(8) . ?
C6 C4 1.430(7) . ?
C22 C3 1.374(7) . ?
C22 C23 1.441(7) . ?
C25 C23 1.428(7) . ?
C3 C4 1.434(7) . ?
C24 C23 1.395(8) . ?
C4 C5 1.396(8) . ?
C7 C5 1.389(8) . ?
C7 C9 1.381(8) . ?
C7 C11 1.540(9) . ?
C30 C32 1.529(12) . ?
C30 C33 1.524(10) . ?
C30 C31 1.518(12) . ?
C11 C13 1.495(13) . ?
C11 C12 1.510(16) . ?
C11 C14 1.533(14) . ?
C11 C14A 1.550(12) . ?
C11 C13A 1.554(12) . ?
C11 C12A 1.469(13) . ?
C44 C43 1.5419 . ?
C39 C38 1.2653 . ?
C39 C40 1.5052 . ?
C43 C42 1.4371 . ?
C42 C41 1.8983 . ?
C40 C41 1.9618 . ?

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
Cl2 Ir1 Cl1 85.76(5) . . ?
C1 Ir1 Cl2 92.29(17) . . ?
C1 Ir1 Cl1 92.86(18) . . ?
C1 Ir1 C16 111.9(2) . . ?
C1 Ir1 C15 92.0(2) . . ?
C1 Ir1 C17 150.1(2) . . ?
C1 Ir1 C34 147.8(2) . . ?
C1 Ir1 C35 109.6(2) . . ?
C16 Ir1 Cl2 154.84(17) . . ?
C16 Ir1 Cl1 99.41(19) . . ?
C16 Ir1 C17 38.3(2) . . ?
C16 Ir1 C34 63.3(2) . . ?
C16 Ir1 C35 65.1(3) . . ?
C15 Ir1 Cl2 138.1(2) . . ?
C15 Ir1 Cl1 135.5(2) . . ?
C15 Ir1 C16 38.9(3) . . ?
C15 Ir1 C17 64.0(2) . . ?
C15 Ir1 C34 63.9(2) . . ?
C15 Ir1 C35 39.1(3) . . ?
C17 Ir1 Cl2 117.35(17) . . ?
C17 Ir1 Cl1 92.86(18) . . ?
C17 Ir1 C34 36.5(2) . . ?
C34 Ir1 Cl2 92.61(17) . . ?
C34 Ir1 Cl1 119.24(17) . . ?
C35 Ir1 Cl2 101.06(18) . . ?
C35 Ir1 Cl1 156.05(17) . . ?
C35 Ir1 C17 63.5(2) . . ?
C35 Ir1 C34 38.3(2) . . ?
N1 C1 Ir1 126.2(4) . . ?
N1 C1 N2 105.3(4) . . ?
N2 C1 Ir1 126.0(4) . . ?
C1 N1 C3 111.5(4) . . ?
C1 N1 C2 124.0(4) . . ?
C3 N1 C2 124.5(4) . . ?
C1 N2 C21 125.2(4) . . ?
C1 N2 C22 110.7(4) . . ?
C22 N2 C21 124.0(4) . . ?
C15 C16 Ir1 70.0(3) . . ?
C15 C16 C17 107.7(6) . . ?
C15 C16 C19 127.2(7) . . ?
C17 C16 Ir1 73.8(4) . . ?
C17 C16 C19 124.4(7) . . ?
C19 C16 Ir1 128.9(5) . . ?
C27 C26 C24 117.9(5) . . ?
C27 C26 C30 120.0(5) . . ?
C24 C26 C30 122.0(6) . . ?
C16 C15 Ir1 71.0(4) . . ?
C16 C15 C35 108.0(6) . . ?
C16 C15 C18 127.0(7) . . ?
C35 C15 Ir1 71.2(3) . . ?
C35 C15 C18 124.9(7) . . ?
C18 C15 Ir1 125.5(5) . . ?
C16 C17 Ir1 67.9(3) . . ?
C16 C17 C20 124.8(7) . . ?
C34 C17 Ir1 72.1(3) . . ?
C34 C17 C16 108.5(6) . . ?
C34 C17 C20 126.6(6) . . ?
C20 C17 Ir1 127.0(5) . . ?
C10 C29 C28 121.1(5) . . ?
C17 C34 Ir1 71.4(3) . . ?
C17 C34 C35 108.6(5) . . ?
C17 C34 C37 126.9(6) . . ?
C35 C34 Ir1 67.8(3) . . ?
C35 C34 C37 124.5(6) . . ?
C37 C34 Ir1 126.4(5) . . ?
C27 C28 C29 121.3(5) . . ?
C27 C28 C25 119.4(5) . . ?
C25 C28 C29 119.2(5) . . ?
C15 C35 Ir1 69.7(3) . . ?
C15 C35 C34 107.1(6) . . ?
C15 C35 C36 126.6(6) . . ?
C34 C35 Ir1 73.9(3) . . ?
C34 C35 C36 125.5(7) . . ?
C36 C35 Ir1 129.9(5) . . ?
C29 C10 C8 121.2(5) . . ?
C26 C27 C28 122.2(5) . . ?
C6 C8 C10 118.6(5) . . ?
C9 C8 C10 121.1(5) . . ?
C9 C8 C6 120.3(5) . . ?
C8 C6 C25 120.0(5) . . ?
C8 C6 C4 117.8(5) . . ?
C25 C6 C4 122.2(5) . . ?
N2 C22 C23 130.8(5) . . ?
C3 C22 N2 106.1(4) . . ?
C3 C22 C23 123.0(5) . . ?
C28 C25 C6 119.8(5) . . ?
C28 C25 C23 118.7(5) . . ?
C6 C25 C23 121.6(5) . . ?
N1 C3 C4 130.9(5) . . ?
C22 C3 N1 106.4(4) . . ?
C22 C3 C4 122.6(5) . . ?
C23 C24 C26 122.3(5) . . ?
C6 C4 C3 114.9(5) . . ?
C5 C4 C6 119.2(5) . . ?
C5 C4 C3 125.8(5) . . ?
C5 C7 C11 119.6(5) . . ?
C9 C7 C5 118.2(5) . . ?
C9 C7 C11 122.1(5) . . ?
C32 C30 C26 109.2(7) . . ?
C33 C30 C26 112.3(5) . . ?
C33 C30 C32 107.7(7) . . ?
C31 C30 C26 109.0(6) . . ?
C31 C30 C32 110.6(7) . . ?
C31 C30 C33 108.0(8) . . ?
C25 C23 C22 114.9(5) . . ?
C24 C23 C22 125.8(5) . . ?
C24 C23 C25 119.3(5) . . ?
C7 C5 C4 122.4(5) . . ?
C7 C9 C8 121.9(5) . . ?
C7 C11 C14A 107.5(6) . . ?
C7 C11 C13A 109.5(6) . . ?
C13 C11 C7 113.5(7) . . ?
C13 C11 C12 108.5(10) . . ?
C13 C11 C14 109.5(9) . . ?
C12 C11 C7 109.2(7) . . ?
C12 C11 C14 106.6(10) . . ?
C14 C11 C7 109.3(7) . . ?
C14A C11 C13A 103.6(7) . . ?
C12A C11 C7 114.6(6) . . ?
C12A C11 C14A 109.5(8) . . ?
C12A C11 C13A 111.5(6) . . ?
C38 C39 C40 150.2 . . ?
C42 C43 C44 137.6 . . ?
C43 C42 C41 85.2 . . ?
C39 C40 C41 102.4 . . ?
C42 C41 C40 171.4 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.843

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and chloroform'
####################################################################### 
# 
# 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_str1859
_database_code_depnum_ccdc_archive 'CCDC 1495411'
_audit_update_record             
;
2016-07-22 deposited with the CCDC.
2016-08-05 downloaded from the CCDC.
;
_audit_creation_date             2016-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H32 Ir N2 O3, 3(C H Cl3)'
_chemical_formula_sum            'C29 H35 Cl9 Ir N2 O3'
_chemical_formula_weight         970.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         C52H64N4O6Ir2
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.2410(5)
_cell_length_b                   21.8290(9)
_cell_length_c                   13.3907(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.986(4)
_cell_angle_gamma                90
_cell_volume                     3720.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14129
_cell_measurement_temperature    200.0(4)
_cell_measurement_theta_max      28.8990
_cell_measurement_theta_min      4.2050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.267
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1908
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-18 -5 4 0.0705
-3 8 -16 0.1274
2 -31 0 0.0189
15 7 -14 0.0469
15 -3 7 0.1195
-16 -6 12 0.1244
-19 -2 4 0.0751
-16 -6 13 0.1343
0 31 -1 0.0410
-1 -31 -1 0.0117
5 -25 8 0.0938

_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.07
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-18.0057 -5.0118 3.9947 -0.2051 -0.8358 0.4682
-2.9969 8.0036 -15.9902 0.0686 0.3046 0.9243
1.9982 -31.0198 -0.0008 -0.9787 0.0201 -0.2667
15.0071 7.0115 -13.9889 0.1468 0.9751 0.1342
15.0022 -2.9947 6.9977 0.0533 0.4180 -0.9252
-16.0069 -6.0114 11.9900 -0.1413 -0.9621 0.0053
-19.0058 -2.0103 3.9947 -0.1144 -0.8701 0.5248
-16.0071 -6.0114 12.9894 -0.1306 -0.9877 -0.0423
0.0025 31.0207 -0.9983 0.9778 0.0860 0.2376
-1.0024 -31.0212 -1.0006 -1.0042 -0.0750 -0.1043
4.9978 -25.0142 7.9949 -0.6867 -0.0525 -0.7249

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            38292
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.153
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.0(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  31.60   0.60   30.00    --  -10.50 -99.00  60.00   86
  2  ω    -86.00 -37.40   0.60   30.00    --  -10.50 153.00 -66.59   81
  3  ω    -20.00  31.60   0.60   30.00    --  -10.50 -99.00-120.00   86
  4  ω    -35.00  92.80   0.60   30.00    --   11.52  19.00  30.00  213
  5  ω    -44.00  68.80   0.60   30.00    --  -10.50  77.00-120.00  188
  6  ω    -15.00  14.40   0.60   30.00    --   11.52  37.00-120.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0049047000
_diffrn_orient_matrix_UB_12      0.0318660000
_diffrn_orient_matrix_UB_13      0.0107375000
_diffrn_orient_matrix_UB_21      0.0401948000
_diffrn_orient_matrix_UB_22      0.0019434000
_diffrn_orient_matrix_UB_23      -0.0256078000
_diffrn_orient_matrix_UB_31      -0.0382612000
_diffrn_orient_matrix_UB_32      0.0061329000
_diffrn_orient_matrix_UB_33      -0.0475658000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6689
_reflns_number_total             7581
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.423
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         7581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0380P)²+11.7980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0899
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C32(H85), C31(H123), C30(H125)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H77), C6(H90)
2.c Idealised Me refined as rotating group:
 C27(H8A,H8B,H8C), C24(H26A,H26B,H26C), C17(H59A,H59B,H59C), C3(H92A,H92B,
 H92C), C16(H97A,H97B,H97C), C2(H10A,H10B,H10C), C15(H12A,H12B,H12C), C23(H13A,
 H13B,H13C), C25(H13D,H13E,H13F), C26(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.30297(2) 0.31066(2) 0.33922(2) 0.03013(7) Uani 1 1 d . . . . .
Cl2 Cl 0.3493(3) 0.18791(16) -0.0931(3) 0.1720(18) Uani 1 1 d . . . . .
Cl4 Cl 0.35970(16) 0.59713(9) 0.12029(13) 0.0782(5) Uani 1 1 d . . . . .
Cl3 Cl 0.47915(16) 0.28319(13) 0.0178(2) 0.1042(7) Uani 1 1 d . . . . .
Cl1 Cl 0.26705(18) 0.31150(13) -0.0928(2) 0.1082(8) Uani 1 1 d . . . . .
Cl5 Cl 0.4530(2) 0.56259(10) 0.32963(15) 0.0967(7) Uani 1 1 d . . . . .
Cl8 Cl -0.0365(2) 0.62970(15) 0.2770(3) 0.1368(12) Uani 1 1 d . . . . .
Cl7 Cl 0.1358(2) 0.57239(16) 0.2305(3) 0.1512(14) Uani 1 1 d . . . . .
Cl6 Cl 0.53561(17) 0.66493(11) 0.24685(17) 0.0899(6) Uani 1 1 d . . . . .
Cl9 Cl 0.0739(3) 0.53844(16) 0.4120(3) 0.1579(14) Uani 1 1 d . . . . .
C1 C 0.2097(3) 0.3670(2) 0.2323(3) 0.0316(9) Uani 1 1 d . . . . .
N2 N 0.1058(3) 0.37892(17) 0.2197(3) 0.0280(8) Uani 1 1 d . . . . .
O3 O 0.3372(2) 0.26764(16) 0.2110(2) 0.0387(7) Uani 1 1 d . . . . .
N1 N 0.2370(3) 0.40112(17) 0.1590(3) 0.0297(8) Uani 1 1 d . . . . .
C27 C 0.3456(7) 0.4461(3) 0.4439(6) 0.089(3) Uani 1 1 d . . . . .
H8A H 0.3861 0.4618 0.3982 0.134 Uiso 1 1 calc GR . . . .
H8B H 0.3692 0.4663 0.5118 0.134 Uiso 1 1 calc GR . . . .
H8C H 0.2708 0.4546 0.4131 0.134 Uiso 1 1 calc GR . . . .
O1 O 0.2330(3) 0.19206(17) 0.1267(3) 0.0518(10) Uani 1 1 d . . . . .
C20 C 0.4353(4) 0.2810(3) 0.4699(4) 0.0441(12) Uani 1 1 d . . . . .
C24 C 0.2952(6) 0.2228(4) 0.5380(5) 0.079(2) Uani 1 1 d . . . . .
H26A H 0.2199 0.2212 0.5027 0.118 Uiso 1 1 calc GR . . . .
H26B H 0.3056 0.2257 0.6132 0.118 Uiso 1 1 calc GR . . . .
H26C H 0.3293 0.1857 0.5220 0.118 Uiso 1 1 calc GR . . . .
C8 C 0.1405(3) 0.47498(19) 0.0136(3) 0.0250(8) Uani 1 1 d . . . . .
C29 C 0.2572(4) 0.2308(2) 0.1959(4) 0.0389(11) Uani 1 1 d . . . . .
C4 C 0.0687(3) 0.42126(19) 0.1401(3) 0.0253(8) Uani 1 1 d . . . . .
C19 C 0.3430(4) 0.2783(3) 0.5010(4) 0.0466(13) Uani 1 1 d . . . . .
C5 C 0.1506(3) 0.43430(19) 0.1001(3) 0.0249(8) Uani 1 1 d . . . . .
C17 C 0.2441(5) 0.5164(4) -0.2918(5) 0.0696(19) Uani 1 1 d . . . . .
H59A H 0.2271 0.4726 -0.2987 0.104 Uiso 1 1 calc GR . . . .
H59B H 0.2949 0.5261 -0.3305 0.104 Uiso 1 1 calc GR . . . .
H59C H 0.1799 0.5404 -0.3196 0.104 Uiso 1 1 calc GR . . . .
C12 C 0.0424(3) 0.50590(18) -0.0225(3) 0.0226(8) Uani 1 1 d . . . . .
C7 C 0.0312(3) 0.54844(19) -0.1057(3) 0.0250(8) Uani 1 1 d . . . . .
C13 C 0.2066(3) 0.5237(2) -0.1198(3) 0.0282(9) Uani 1 1 d . . . . .
C14 C 0.2909(3) 0.5321(2) -0.1777(4) 0.0365(11) Uani 1 1 d . . . . .
C9 C 0.2193(3) 0.4841(2) -0.0369(3) 0.0286(9) Uani 1 1 d . . . . .
H77 H 0.2836 0.4623 -0.0132 0.034 Uiso 1 1 calc R . . . .
C18 C 0.2965(4) 0.3376(3) 0.4921(4) 0.0492(13) Uani 1 1 d . . . . .
C32 C 0.4221(5) 0.6242(3) 0.2448(5) 0.0551(14) Uani 1 1 d . . . . .
H85 H 0.3727 0.6519 0.2679 0.066 Uiso 1 1 calc R . . . .
C6 C 0.1133(3) 0.5562(2) -0.1520(3) 0.0284(9) Uani 1 1 d . . . . .
H90 H 0.1048 0.5848 -0.2073 0.034 Uiso 1 1 calc R . . . .
C3 C 0.0446(4) 0.3466(2) 0.2784(4) 0.0384(11) Uani 1 1 d . . . . .
H92A H 0.0854 0.3119 0.3152 0.058 Uiso 1 1 calc GR . . . .
H92B H -0.0208 0.3316 0.2308 0.058 Uiso 1 1 calc GR . . . .
H92C H 0.0281 0.3746 0.3289 0.058 Uiso 1 1 calc GR . . . .
C16 C 0.3261(5) 0.5994(3) -0.1702(5) 0.0688(19) Uani 1 1 d . . . . .
H97A H 0.3794 0.6049 -0.2077 0.103 Uiso 1 1 calc GR . . . .
H97B H 0.3558 0.6105 -0.0971 0.103 Uiso 1 1 calc GR . . . .
H97C H 0.2655 0.6256 -0.2011 0.103 Uiso 1 1 calc GR . . . .
C21 C 0.4476(4) 0.3436(3) 0.4405(4) 0.0467(13) Uani 1 1 d . . . . .
C2 C 0.3460(3) 0.4058(2) 0.1532(4) 0.0398(11) Uani 1 1 d . . . . .
H10A H 0.3924 0.3833 0.2112 0.060 Uiso 1 1 calc GR . . . .
H10B H 0.3671 0.4490 0.1572 0.060 Uiso 1 1 calc GR . . . .
H10C H 0.3512 0.3884 0.0874 0.060 Uiso 1 1 calc GR . . . .
O2 O 0.2027(2) 0.24029(15) 0.2643(2) 0.0382(7) Uani 1 1 d . . . . .
C22 C 0.3622(5) 0.3777(3) 0.4574(4) 0.0486(13) Uani 1 1 d . . . . .
C15 C 0.3864(5) 0.4936(4) -0.1321(6) 0.086(3) Uani 1 1 d . . . . .
H12A H 0.3681 0.4502 -0.1434 0.129 Uiso 1 1 calc GR . . . .
H12B H 0.4122 0.5017 -0.0574 0.129 Uiso 1 1 calc GR . . . .
H12C H 0.4412 0.5039 -0.1657 0.129 Uiso 1 1 calc GR . . . .
C31 C 0.0864(5) 0.5981(4) 0.3293(6) 0.0735(19) Uani 1 1 d . . . . .
H123 H 0.1344 0.6301 0.3702 0.088 Uiso 1 1 calc R . . . .
C30 C 0.3515(6) 0.2549(3) -0.0238(6) 0.0720(19) Uani 1 1 d . . . . .
H125 H 0.3285 0.2448 0.0394 0.086 Uiso 1 1 calc R . . . .
C23 C 0.2042(5) 0.3561(5) 0.5323(5) 0.089(3) Uani 1 1 d . . . . .
H13A H 0.1683 0.3913 0.4927 0.133 Uiso 1 1 calc GR . . . .
H13B H 0.2297 0.3671 0.6060 0.133 Uiso 1 1 calc GR . . . .
H13C H 0.1549 0.3217 0.5243 0.133 Uiso 1 1 calc GR . . . .
C25 C 0.5080(5) 0.2287(4) 0.4690(6) 0.082(2) Uani 1 1 d . . . . .
H13D H 0.4692 0.1901 0.4631 0.123 Uiso 1 1 calc GR . . . .
H13E H 0.5652 0.2289 0.5336 0.123 Uiso 1 1 calc GR . . . .
H13F H 0.5373 0.2330 0.4096 0.123 Uiso 1 1 calc GR . . . .
C26 C 0.5416(5) 0.3671(4) 0.4103(5) 0.083(3) Uani 1 1 d . . . . .
H1A H 0.5582 0.3390 0.3599 0.125 Uiso 1 1 calc GR . . . .
H1B H 0.6017 0.3697 0.4722 0.125 Uiso 1 1 calc GR . . . .
H1C H 0.5261 0.4078 0.3791 0.125 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 2.028(4) . ?
Ir1 O3 2.113(3) . ?
Ir1 C20 2.205(5) . ?
Ir1 C29 2.540(5) . ?
Ir1 C19 2.200(5) . ?
Ir1 C18 2.154(5) . ?
Ir1 C21 2.143(5) . ?
Ir1 O2 2.096(3) . ?
Ir1 C22 2.140(5) . ?
Cl2 C30 1.728(7) . ?
Cl4 C32 1.747(6) . ?
Cl3 C30 1.740(7) . ?
Cl1 C30 1.749(8) . ?
Cl5 C32 1.735(6) . ?
Cl8 C31 1.728(8) . ?
Cl7 C31 1.723(8) . ?
Cl6 C32 1.741(7) . ?
Cl9 C31 1.747(8) . ?
C1 N2 1.364(5) . ?
C1 N1 1.358(6) . ?
N2 C4 1.394(5) . ?
N2 C3 1.458(5) . ?
O3 C29 1.301(6) . ?
N1 C5 1.400(5) . ?
N1 C2 1.470(5) . ?
C27 C22 1.512(8) . ?
O1 C29 1.230(6) . ?
C20 C19 1.397(8) . ?
C20 C21 1.444(8) . ?
C20 C25 1.494(8) . ?
C24 C19 1.511(8) . ?
C8 C5 1.436(6) . ?
C8 C12 1.425(5) . ?
C8 C9 1.406(6) . ?
C29 O2 1.328(6) . ?
C4 C5 1.365(6) . ?
C4 C7 1.437(5) 3_565 ?
C19 C18 1.423(8) . ?
C17 C14 1.521(7) . ?
C12 C12 1.438(7) 3_565 ?
C12 C7 1.426(6) . ?
C7 C4 1.437(5) 3_565 ?
C7 C6 1.403(6) . ?
C13 C14 1.535(6) . ?
C13 C9 1.379(6) . ?
C13 C6 1.387(6) . ?
C14 C16 1.536(8) . ?
C14 C15 1.499(7) . ?
C18 C22 1.401(8) . ?
C18 C23 1.520(8) . ?
C21 C22 1.423(8) . ?
C21 C26 1.501(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 O3 85.48(16) . . ?
C1 Ir1 C20 159.2(2) . . ?
C1 Ir1 C29 84.89(17) . . ?
C1 Ir1 C19 145.5(2) . . ?
C1 Ir1 C18 109.2(2) . . ?
C1 Ir1 C21 120.5(2) . . ?
C1 Ir1 O2 85.65(16) . . ?
C1 Ir1 C22 97.8(2) . . ?
O3 Ir1 C20 102.29(16) . . ?
O3 Ir1 C29 30.76(14) . . ?
O3 Ir1 C19 127.61(18) . . ?
O3 Ir1 C18 165.28(18) . . ?
O3 Ir1 C21 108.02(18) . . ?
O3 Ir1 C22 142.02(19) . . ?
C20 Ir1 C29 111.69(17) . . ?
C19 Ir1 C20 37.0(2) . . ?
C19 Ir1 C29 117.79(18) . . ?
C18 Ir1 C20 63.7(2) . . ?
C18 Ir1 C29 147.3(2) . . ?
C18 Ir1 C19 38.1(2) . . ?
C21 Ir1 C20 38.8(2) . . ?
C21 Ir1 C29 133.97(19) . . ?
C21 Ir1 C19 63.47(19) . . ?
C21 Ir1 C18 64.5(2) . . ?
O2 Ir1 O3 62.25(13) . . ?
O2 Ir1 C20 115.11(17) . . ?
O2 Ir1 C29 31.49(14) . . ?
O2 Ir1 C19 100.68(17) . . ?
O2 Ir1 C18 117.98(19) . . ?
O2 Ir1 C21 152.42(19) . . ?
O2 Ir1 C22 155.51(19) . . ?
C22 Ir1 C20 64.2(2) . . ?
C22 Ir1 C29 172.4(2) . . ?
C22 Ir1 C19 63.3(2) . . ?
C22 Ir1 C18 38.1(2) . . ?
C22 Ir1 C21 38.8(2) . . ?
N2 C1 Ir1 126.9(3) . . ?
N1 C1 Ir1 127.6(3) . . ?
N1 C1 N2 105.4(3) . . ?
C1 N2 C4 110.6(3) . . ?
C1 N2 C3 122.2(4) . . ?
C4 N2 C3 127.0(3) . . ?
C29 O3 Ir1 93.1(3) . . ?
C1 N1 C5 110.6(3) . . ?
C1 N1 C2 122.5(4) . . ?
C5 N1 C2 126.6(4) . . ?
C19 C20 Ir1 71.3(3) . . ?
C19 C20 C21 107.1(5) . . ?
C19 C20 C25 126.1(6) . . ?
C21 C20 Ir1 68.3(3) . . ?
C21 C20 C25 126.8(6) . . ?
C25 C20 Ir1 126.2(4) . . ?
C12 C8 C5 116.1(3) . . ?
C9 C8 C5 124.0(4) . . ?
C9 C8 C12 119.8(4) . . ?
O3 C29 Ir1 56.2(2) . . ?
O3 C29 O2 111.7(4) . . ?
O1 C29 Ir1 178.7(4) . . ?
O1 C29 O3 125.0(5) . . ?
O1 C29 O2 123.3(5) . . ?
O2 C29 Ir1 55.5(2) . . ?
N2 C4 C7 130.5(4) . 3_565 ?
C5 C4 N2 106.7(3) . . ?
C5 C4 C7 122.6(4) . 3_565 ?
C20 C19 Ir1 71.7(3) . . ?
C20 C19 C24 127.6(6) . . ?
C20 C19 C18 109.4(5) . . ?
C24 C19 Ir1 124.8(4) . . ?
C18 C19 Ir1 69.2(3) . . ?
C18 C19 C24 123.1(6) . . ?
N1 C5 C8 130.9(4) . . ?
C4 C5 N1 106.6(3) . . ?
C4 C5 C8 122.5(4) . . ?
C8 C12 C12 121.1(4) . 3_565 ?
C8 C12 C7 117.6(3) . . ?
C7 C12 C12 121.3(4) . 3_565 ?
C12 C7 C4 116.0(3) . 3_565 ?
C6 C7 C4 124.1(4) . 3_565 ?
C6 C7 C12 119.8(4) . . ?
C9 C13 C14 122.4(4) . . ?
C9 C13 C6 118.1(4) . . ?
C6 C13 C14 119.4(4) . . ?
C17 C14 C13 109.2(4) . . ?
C17 C14 C16 108.2(5) . . ?
C13 C14 C16 109.3(4) . . ?
C15 C14 C17 110.4(5) . . ?
C15 C14 C13 112.1(4) . . ?
C15 C14 C16 107.6(5) . . ?
C13 C9 C8 122.3(4) . . ?
C19 C18 Ir1 72.7(3) . . ?
C19 C18 C23 125.7(6) . . ?
C22 C18 Ir1 70.4(3) . . ?
C22 C18 C19 107.6(5) . . ?
C22 C18 C23 125.8(6) . . ?
C23 C18 Ir1 131.0(4) . . ?
Cl5 C32 Cl4 109.1(3) . . ?
Cl5 C32 Cl6 109.8(3) . . ?
Cl6 C32 Cl4 111.5(3) . . ?
C13 C6 C7 122.2(4) . . ?
C20 C21 Ir1 73.0(3) . . ?
C20 C21 C26 124.1(6) . . ?
C22 C21 Ir1 70.5(3) . . ?
C22 C21 C20 107.4(5) . . ?
C22 C21 C26 128.2(6) . . ?
C26 C21 Ir1 127.3(4) . . ?
C29 O2 Ir1 93.0(3) . . ?
C27 C22 Ir1 125.1(4) . . ?
C18 C22 Ir1 71.5(3) . . ?
C18 C22 C27 125.0(6) . . ?
C18 C22 C21 108.6(5) . . ?
C21 C22 Ir1 70.7(3) . . ?
C21 C22 C27 126.4(6) . . ?
Cl8 C31 Cl9 108.1(4) . . ?
Cl7 C31 Cl8 109.5(4) . . ?
Cl7 C31 Cl9 111.5(5) . . ?
Cl2 C30 Cl3 110.1(4) . . ?
Cl2 C30 Cl1 113.6(5) . . ?
Cl3 C30 Cl1 110.0(4) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.822

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and chloroform'
####################################################################### 
# 
# 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_str1854
_database_code_depnum_ccdc_archive 'CCDC 1495845'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-08-05 downloaded from the CCDC.
;
_audit_creation_date             2016-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        SI538K3
_chemical_formula_moiety         'C38 H45 Ir N2 O3, 2(C H Cl3)'
_chemical_formula_sum            'C40 H47 Cl6 Ir N2 O3'
_chemical_formula_weight         1008.69
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H45 N2 O3 Ir'
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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   14.3211(6)
_cell_length_b                   24.2943(9)
_cell_length_c                   12.1511(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4227.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7803
_cell_measurement_temperature    160.3(9)
_cell_measurement_theta_max      28.9410
_cell_measurement_theta_min      2.9430
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.576
_exptl_absorpt_correction_T_max  0.876
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2016
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 14 16 0.1009
10 28 4 0.1424
20 4 -1 0.0981
9 8 -15 0.1244
-19 -1 -7 0.1031
6 33 0 0.1485
1 -25 -12 0.1461
-2 -33 4 0.0816
-8 17 13 0.0975
16 -5 11 0.1025
-2 -10 16 0.1038

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and chloroform'
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.268
_exptl_crystal_size_min          0.219
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0001 13.9999 16.0007 -0.0643 0.7205 -0.7179
10.0006 27.9950 4.0004 -0.0667 0.9589 0.2029
19.9998 3.9920 -1.0003 -0.7374 0.4341 0.5162
9.0004 7.9957 -15.0004 0.0013 0.0028 1.0110
-18.9996 -0.9928 -6.9999 0.8740 -0.5319 -0.0688
6.0009 32.9963 0.0004 0.2351 0.9145 0.3511
0.9994 -24.9997 -12.0007 -0.2027 -0.8767 0.4639
-2.0011 -32.9977 3.9996 -0.4644 -0.7479 -0.4661
-7.9996 17.0028 13.0008 0.3542 0.5789 -0.7214
15.9994 -5.0057 11.0000 -0.9061 0.4259 -0.2397
-2.0006 -9.9983 16.0003 -0.3313 0.0979 -0.9214

_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18282
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.966
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.3(9)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  55.90   0.70    8.00    --  -10.50  57.00   0.00  117
  2  ω     28.00  53.90   0.70    8.00    --   11.52 -99.00 120.00   37
  3  ω    -20.00   8.00   0.70    8.00    --   11.52 -99.00 120.00   40
  4  ω     -3.00  49.50   0.70    8.00    --   11.52 -99.00  30.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0406016000
_diffrn_orient_matrix_UB_12      0.0145088000
_diffrn_orient_matrix_UB_13      -0.0167144000
_diffrn_orient_matrix_UB_21      0.0180076000
_diffrn_orient_matrix_UB_22      0.0244401000
_diffrn_orient_matrix_UB_23      0.0236439000
_diffrn_orient_matrix_UB_31      0.0219455000
_diffrn_orient_matrix_UB_32      0.0066513000
_diffrn_orient_matrix_UB_33      -0.0506845000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3926
_reflns_number_total             4410
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.388
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.763
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      0.763
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0640P)²+20.8870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0855
_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H) groups, All C(H,H,H) groups
2. Others
 Fixed Sof: H25C(0.5) H25B(0.5) H25A(0.5)
3.a Ternary CH refined with riding coordinates:
 C22(H138)
3.b Aromatic/amide H refined with riding coordinates:
 C10(H45), C9(H58), C5(H61)
3.c Idealised Me refined as rotating group:
 C13(H7A,H7B,H7C), C2(H43A,H43B,H43C), C14(H11A,H11B,H11C), C20(H12A,H12B,
 H12C), C12(H15A,H15B,H15C), C19(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.20840(2) 0.7500 0.93130(2) 0.02165(8) Uani 1 2 d S T P . .
Cl1 Cl 0.07432(13) 0.61530(10) 0.4502(2) 0.1082(8) Uani 1 1 d . . . . .
Cl3 Cl 0.00345(14) 0.58466(8) 0.66310(13) 0.0852(5) Uani 1 1 d . . . . .
O2 O 0.33266(19) 0.70537(11) 0.9529(2) 0.0288(6) Uani 1 1 d . . . . .
N1 N 0.2583(2) 0.70543(11) 0.7042(2) 0.0217(6) Uani 1 1 d . . . . .
C1 C 0.2435(4) 0.7500 0.7688(4) 0.0233(10) Uani 1 2 d S T P . .
O1 O 0.4705(3) 0.7500 0.9688(4) 0.0417(10) Uani 1 2 d S T P . .
C21 C 0.3857(4) 0.7500 0.9597(4) 0.0332(13) Uani 1 2 d S T P . .
C13 C 0.2670(4) 0.5239(2) 0.3089(4) 0.0556(13) Uani 1 1 d . . . . .
H7A H 0.2052 0.5382 0.3290 0.083 Uiso 1 1 calc GR . . . .
H7B H 0.2643 0.4837 0.3039 0.083 Uiso 1 1 calc GR . . . .
H7C H 0.2857 0.5392 0.2377 0.083 Uiso 1 1 calc GR . . . .
C7 C 0.3421(3) 0.60359(15) 0.4046(3) 0.0271(8) Uani 1 1 d . . . . .
C18 C 0.0141(4) 0.7500 0.7973(5) 0.0408(14) Uani 1 2 d S T P . .
H25C H -0.0537 0.7467 0.8062 0.061 Uiso 0.5 1 calc GR . . A -1
H25B H 0.0373 0.7188 0.7540 0.061 Uiso 0.5 1 calc GR . . A -1
H25A H 0.0286 0.7845 0.7590 0.061 Uiso 0.5 1 calc GR . . A -1
C16 C 0.0865(3) 0.79740(16) 0.9702(3) 0.0293(8) Uani 1 1 d . . . . .
C6 C 0.3482(2) 0.72054(15) 0.4145(3) 0.0223(7) Uani 1 1 d . . . . .
C2 C 0.2531(3) 0.64893(15) 0.7448(3) 0.0313(8) Uani 1 1 d . . . . .
H43A H 0.2381 0.6493 0.8236 0.047 Uiso 1 1 calc GR . . . .
H43B H 0.3133 0.6306 0.7335 0.047 Uiso 1 1 calc GR . . . .
H43C H 0.2042 0.6290 0.7048 0.047 Uiso 1 1 calc GR . . . .
C10 C 0.4184(3) 0.72245(16) 0.2293(3) 0.0309(8) Uani 1 1 d . . . . .
H45 H 0.4432 0.7034 0.1676 0.037 Uiso 1 1 calc R . . . .
C8 C 0.3819(3) 0.69141(16) 0.3206(3) 0.0269(7) Uani 1 1 d . . . . .
C9 C 0.3787(3) 0.63414(16) 0.3180(3) 0.0287(8) Uani 1 1 d . . . . .
H58 H 0.4022 0.6154 0.2552 0.034 Uiso 1 1 calc R . . . .
C5 C 0.3098(3) 0.63198(15) 0.4971(3) 0.0265(8) Uani 1 1 d . . . . .
H61 H 0.2851 0.6115 0.5570 0.032 Uiso 1 1 calc R . . . .
C11 C 0.3386(3) 0.54070(16) 0.3974(3) 0.0347(9) Uani 1 1 d . . . . .
C3 C 0.2841(2) 0.72161(15) 0.5982(3) 0.0219(7) Uani 1 1 d . . . . .
C17 C 0.1241(3) 0.7787(2) 1.0748(3) 0.0363(10) Uani 1 1 d . . . . .
C14 C 0.3115(4) 0.51451(18) 0.5077(4) 0.0446(11) Uani 1 1 d . . . . .
H11A H 0.2481 0.5259 0.5277 0.067 Uiso 1 1 calc GR . . . .
H11B H 0.3553 0.5265 0.5648 0.067 Uiso 1 1 calc GR . . . .
H11C H 0.3138 0.4743 0.5011 0.067 Uiso 1 1 calc GR . . . .
C20 C 0.1596(4) 0.8165(3) 1.1634(4) 0.0595(15) Uani 1 1 d . . . . .
H12A H 0.1068 0.8350 1.1988 0.089 Uiso 1 1 calc GR . . . .
H12B H 0.2012 0.8440 1.1308 0.089 Uiso 1 1 calc GR . . . .
H12C H 0.1940 0.7950 1.2184 0.089 Uiso 1 1 calc GR . . . .
C22 C -0.0245(3) 0.6110(2) 0.5325(4) 0.0442(10) Uani 1 1 d . . . . .
H138 H -0.0514 0.6487 0.5415 0.053 Uiso 1 1 calc R . . . .
C4 C 0.3126(2) 0.68945(15) 0.5046(3) 0.0230(7) Uani 1 1 d . . . . .
C15 C 0.0600(4) 0.7500 0.9084(4) 0.0271(11) Uani 1 2 d S T P . .
C12 C 0.4357(4) 0.51920(19) 0.3644(4) 0.0514(12) Uani 1 1 d . . . . .
H15A H 0.4349 0.4789 0.3626 0.077 Uiso 1 1 calc GR . . . .
H15B H 0.4821 0.5317 0.4182 0.077 Uiso 1 1 calc GR . . . .
H15C H 0.4521 0.5333 0.2913 0.077 Uiso 1 1 calc GR . . . .
C19 C 0.0656(4) 0.8565(2) 0.9421(4) 0.0492(12) Uani 1 1 d . . . . .
H16A H 0.1191 0.8796 0.9623 0.074 Uiso 1 1 calc GR . . . .
H16B H 0.0103 0.8687 0.9829 0.074 Uiso 1 1 calc GR . . . .
H16C H 0.0538 0.8598 0.8629 0.074 Uiso 1 1 calc GR . . . .
Cl2 Cl -0.10826(14) 0.56863(8) 0.47305(14) 0.0862(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 O2 2.100(3) 8_575 ?
Ir1 O2 2.100(3) . ?
Ir1 C1 2.038(5) . ?
Ir1 C21 2.562(6) . ?
Ir1 C16 2.144(4) . ?
Ir1 C16 2.144(4) 8_575 ?
Ir1 C17 2.232(4) . ?
Ir1 C17 2.232(4) 8_575 ?
Ir1 C15 2.144(5) . ?
Cl1 C22 1.736(5) . ?
Cl3 C22 1.758(5) . ?
O2 C21 1.326(4) . ?
N1 C1 1.354(4) . ?
N1 C2 1.460(4) . ?
N1 C3 1.397(4) . ?
C1 N1 1.354(4) 8_575 ?
O1 C21 1.220(7) . ?
C21 O2 1.326(4) 8_575 ?
C13 C11 1.541(7) . ?
C7 C9 1.390(5) . ?
C7 C5 1.397(5) . ?
C7 C11 1.531(5) . ?
C18 C15 1.502(8) . ?
C16 C17 1.454(6) . ?
C16 C15 1.427(5) . ?
C16 C19 1.506(6) . ?
C6 C6 1.432(7) 8_575 ?
C6 C8 1.427(5) . ?
C6 C4 1.424(5) . ?
C10 C10 1.339(8) 8_575 ?
C10 C8 1.439(5) . ?
C8 C9 1.392(5) . ?
C5 C4 1.400(5) . ?
C11 C14 1.534(6) . ?
C11 C12 1.539(6) . ?
C3 C3 1.379(7) 8_575 ?
C3 C4 1.439(5) . ?
C17 C17 1.392(10) 8_575 ?
C17 C20 1.503(6) . ?
C22 Cl2 1.738(5) . ?
C15 C16 1.427(5) 8_575 ?

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
O2 Ir1 O2 62.16(16) 8_575 . ?
O2 Ir1 C21 31.09(8) 8_575 . ?
O2 Ir1 C21 31.08(8) . . ?
O2 Ir1 C16 112.65(13) 8_575 . ?
O2 Ir1 C16 160.00(14) . . ?
O2 Ir1 C16 112.65(14) . 8_575 ?
O2 Ir1 C16 160.00(14) 8_575 8_575 ?
O2 Ir1 C17 101.52(14) . 8_575 ?
O2 Ir1 C17 101.52(14) 8_575 . ?
O2 Ir1 C17 121.45(13) . . ?
O2 Ir1 C17 121.45(13) 8_575 8_575 ?
O2 Ir1 C15 148.91(8) 8_575 . ?
O2 Ir1 C15 148.91(8) . . ?
C1 Ir1 O2 84.94(14) . 8_575 ?
C1 Ir1 O2 84.94(14) . . ?
C1 Ir1 C21 83.47(19) . . ?
C1 Ir1 C16 114.49(16) . 8_575 ?
C1 Ir1 C16 114.49(16) . . ?
C1 Ir1 C17 152.94(16) . . ?
C1 Ir1 C17 152.94(16) . 8_575 ?
C1 Ir1 C15 96.8(2) . . ?
C16 Ir1 C21 140.98(12) 8_575 . ?
C16 Ir1 C21 140.98(13) . . ?
C16 Ir1 C16 65.0(2) 8_575 . ?
C16 Ir1 C17 63.58(16) . 8_575 ?
C16 Ir1 C17 38.74(16) 8_575 8_575 ?
C16 Ir1 C17 38.74(16) . . ?
C16 Ir1 C17 63.59(16) 8_575 . ?
C16 Ir1 C15 38.86(13) 8_575 . ?
C16 Ir1 C15 38.86(13) . . ?
C17 Ir1 C21 115.49(16) . . ?
C17 Ir1 C21 115.49(16) 8_575 . ?
C17 Ir1 C17 36.3(3) . 8_575 ?
C15 Ir1 C21 179.71(18) . . ?
C15 Ir1 C17 64.24(17) . . ?
C15 Ir1 C17 64.23(17) . 8_575 ?
C21 O2 Ir1 94.1(3) . . ?
C1 N1 C2 123.2(3) . . ?
C1 N1 C3 110.5(3) . . ?
C3 N1 C2 126.1(3) . . ?
N1 C1 Ir1 126.9(2) 8_575 . ?
N1 C1 Ir1 126.9(2) . . ?
N1 C1 N1 106.2(4) 8_575 . ?
O2 C21 Ir1 54.9(2) 8_575 . ?
O2 C21 Ir1 54.9(2) . . ?
O2 C21 O2 109.7(5) . 8_575 ?
O1 C21 Ir1 177.4(4) . . ?
O1 C21 O2 125.2(2) . 8_575 ?
O1 C21 O2 125.2(2) . . ?
C9 C7 C5 118.0(3) . . ?
C9 C7 C11 120.1(3) . . ?
C5 C7 C11 121.8(4) . . ?
C17 C16 Ir1 73.9(2) . . ?
C17 C16 C19 124.8(4) . . ?
C15 C16 Ir1 70.6(3) . . ?
C15 C16 C17 107.8(4) . . ?
C15 C16 C19 126.7(4) . . ?
C19 C16 Ir1 128.6(3) . . ?
C8 C6 C6 119.7(2) . 8_575 ?
C4 C6 C6 122.0(2) . 8_575 ?
C4 C6 C8 118.2(3) . . ?
C10 C10 C8 121.6(2) 8_575 . ?
C6 C8 C10 118.6(3) . . ?
C9 C8 C6 120.1(3) . . ?
C9 C8 C10 121.2(3) . . ?
C7 C9 C8 121.9(3) . . ?
C7 C5 C4 122.4(4) . . ?
C7 C11 C13 109.0(4) . . ?
C7 C11 C14 111.9(3) . . ?
C7 C11 C12 108.9(4) . . ?
C14 C11 C13 109.3(4) . . ?
C14 C11 C12 108.4(4) . . ?
C12 C11 C13 109.3(4) . . ?
N1 C3 C4 130.6(3) . . ?
C3 C3 N1 106.35(19) 8_575 . ?
C3 C3 C4 122.9(2) 8_575 . ?
C16 C17 Ir1 67.3(2) . . ?
C16 C17 C20 124.1(5) . . ?
C17 C17 Ir1 71.83(13) 8_575 . ?
C17 C17 C16 108.3(2) 8_575 . ?
C17 C17 C20 127.6(3) 8_575 . ?
C20 C17 Ir1 124.5(3) . . ?
Cl1 C22 Cl3 110.9(3) . . ?
Cl1 C22 Cl2 111.0(3) . . ?
Cl2 C22 Cl3 108.4(3) . . ?
C6 C4 C3 114.9(3) . . ?
C5 C4 C6 119.3(3) . . ?
C5 C4 C3 125.8(3) . . ?
C18 C15 Ir1 123.4(4) . . ?
C16 C15 Ir1 70.6(3) . . ?
C16 C15 Ir1 70.6(3) 8_575 . ?
C16 C15 C18 126.2(2) 8_575 . ?
C16 C15 C18 126.2(2) . . ?
C16 C15 C16 107.7(5) . 8_575 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.152
_oxdiff_exptl_absorpt_empirical_full_min 0.893
