# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

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

data_a161017a
_database_code_depnum_ccdc_archive 'CCDC 1589484'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2016-10-17
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H23 Cl N O Rh, C H2 Cl2'
_chemical_formula_sum            'C23 H25 Cl3 N O Rh'
_chemical_formula_weight         540.70
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
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'
Rh Rh -1.1178 0.9187 '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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   26.166(5)
_cell_length_b                   10.162(2)
_cell_length_c                   8.6509(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2300.3(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8622
_cell_measurement_temperature    104.66(14)
_cell_measurement_theta_max      73.7740
_cell_measurement_theta_min      4.6490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15348
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.007
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_min         2.004
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      104.66(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     50.00 103.00   1.00    1.00    --  107.08 -95.00  90.00   53
  2  ω     29.00  56.00   1.00    1.00    --   41.49-125.00   0.00   27
  3  ω     81.00 159.00   1.00    1.00    --  107.08  45.00   0.00   78
  4  ω    117.00 173.00   1.00    1.00    --  107.08 115.00 -49.00   56
  5  ω     81.00 175.00   1.00    1.00    --  107.08  61.00  90.00   94
  6  ω    -95.00 -12.00   1.00    1.00    --  -41.49 125.00-120.00   83
  7  ω   -112.00 -49.00   1.00    1.00    --  -41.49 -57.00 120.00   63
  8  ω    -45.00 -20.00   1.00    1.00    --  -41.49 -38.00  90.00   25
  9  ω   -116.00 -90.00   1.00    1.00    --  -41.49 -38.00  90.00   26
 10  ω   -112.00 -86.00   1.00    1.00    --  -41.49 -38.00 150.00   26
 11  ω   -116.00 -25.00   1.00    1.00    --  -41.49 -38.00-180.00   91
 12  ω    -73.00 -48.00   1.00    1.00    --  -41.49 -38.00 150.00   25
 13  ω      1.00  79.00   1.00    1.00    --   41.49 -99.00  60.00   78
 14  ω     46.00 126.00   1.00    1.00    --  107.08 -30.00 150.00   80
 15  ω    121.00 170.00   1.00    1.00    --  107.08  61.00 -60.00   49
 16  ω     94.00 121.00   1.00    1.00    --  107.08-125.00-180.00   27
 17  ω     89.00 115.00   1.00    1.00    --  107.08-125.00  60.00   26
 18  ω     43.00  69.00   1.00    1.00    --  107.08-125.00  60.00   26
 19  ω     34.00  80.00   1.00    1.00    --  107.08-125.00-180.00   46
 20  ω     72.00 139.00   1.00    1.00    --  107.08 -77.00-180.00   67
 21  ω    139.00 176.00   1.00    1.00    --  107.08  30.00-150.00   37
 22  ω     43.00  69.00   1.00    1.00    --  107.08 -77.00-180.00   26
 23  ω     39.00 133.00   1.00    1.00    --  107.08 -61.00 -60.00   94
 24  ω     79.00 104.00   1.00    1.00    --  107.08 -95.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0500946000
_diffrn_orient_matrix_UB_12      0.0104565000
_diffrn_orient_matrix_UB_13      0.0927418000
_diffrn_orient_matrix_UB_21      0.0084439000
_diffrn_orient_matrix_UB_22      0.1492558000
_diffrn_orient_matrix_UB_23      0.0183356000
_diffrn_orient_matrix_UB_31      -0.0297458000
_diffrn_orient_matrix_UB_32      0.0246398000
_diffrn_orient_matrix_UB_33      -0.1508854000
_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 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.861
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3265
_reflns_number_total             3372
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.189
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -1.39(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3372
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+0.8277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0765
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 2.39(6) -1.39(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C4(H4), C11(H11), C9(H9), C12(H12), C10(H10)
3.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C21(H21A,H21B,
 H21C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Rh1 Rh 0.12682(2) 0.34471(3) 0.77554(6) 0.01044(12) Uani 1 1 d . . . . .
Cl1 Cl 0.14719(5) 0.41775(15) 1.03363(15) 0.0180(3) Uani 1 1 d . . . . .
C17 C 0.1616(2) 0.4163(7) 0.5550(7) 0.0225(14) Uani 1 1 d . . . . .
N1 N 0.06676(14) 0.4786(4) 0.7696(6) 0.0156(8) Uani 1 1 d . . . . .
C2 C 0.0796(2) 0.6060(5) 0.7860(8) 0.0220(12) Uani 1 1 d . . . . .
H2 H 0.1117 0.6265 0.8252 0.026 Uiso 1 1 calc R . . . .
C3 C 0.0469(2) 0.7076(5) 0.7466(7) 0.0219(13) Uani 1 1 d . . . . .
H3 H 0.0565 0.7948 0.7615 0.026 Uiso 1 1 calc R . . . .
O1 O -0.03683(16) 0.2822(4) 0.6410(5) 0.0254(9) Uani 1 1 d . . . . .
C8 C 0.07701(19) 0.2136(5) 0.8647(6) 0.0151(11) Uani 1 1 d . . . . .
C5 C -0.0141(2) 0.5456(6) 0.6728(6) 0.0197(12) Uani 1 1 d . . . . .
H5 H -0.0462 0.5230 0.6350 0.024 Uiso 1 1 calc R . . . .
C13 C 0.1385(2) 0.2885(6) 0.5402(7) 0.0190(12) Uani 1 1 d . . . . .
C22 C 0.1440(3) 0.5346(7) 0.4627(9) 0.0404(18) Uani 1 1 d . . . . .
H22A H 0.1075 0.5423 0.4698 0.061 Uiso 1 1 calc GR . . . .
H22B H 0.1537 0.5237 0.3564 0.061 Uiso 1 1 calc GR . . . .
H22C H 0.1596 0.6127 0.5034 0.061 Uiso 1 1 calc GR . . . .
C14 C 0.1671(2) 0.1991(6) 0.6358(7) 0.0194(12) Uani 1 1 d . . . . .
C4 C -0.0005(2) 0.6767(6) 0.6846(7) 0.0212(13) Uani 1 1 d . . . . .
H4 H -0.0227 0.7427 0.6518 0.025 Uiso 1 1 calc R . . . .
C7 C 0.0255(2) 0.2100(5) 0.8197(6) 0.0164(12) Uani 1 1 d . . . . .
C6 C 0.0016(2) 0.3076(6) 0.7155(7) 0.0193(12) Uani 1 1 d . . . . .
C11 C 0.0109(2) 0.0176(6) 0.9805(7) 0.0238(13) Uani 1 1 d . . . . .
H11 H -0.0109 -0.0464 1.0199 0.029 Uiso 1 1 calc R . . . .
C19 C 0.1612(3) 0.0524(6) 0.6409(8) 0.0319(15) Uani 1 1 d . . . . .
H19A H 0.1704 0.0209 0.7418 0.048 Uiso 1 1 calc GR . . . .
H19B H 0.1831 0.0130 0.5649 0.048 Uiso 1 1 calc GR . . . .
H19C H 0.1264 0.0295 0.6193 0.048 Uiso 1 1 calc GR . . . .
C18 C 0.0997(2) 0.2510(8) 0.4198(7) 0.0329(16) Uani 1 1 d . . . . .
H18A H 0.0869 0.1644 0.4414 0.049 Uiso 1 1 calc GR . . . .
H18B H 0.1154 0.2518 0.3196 0.049 Uiso 1 1 calc GR . . . .
H18C H 0.0719 0.3129 0.4216 0.049 Uiso 1 1 calc GR . . . .
C16 C 0.2003(2) 0.4099(6) 0.6665(7) 0.0208(12) Uani 1 1 d . . . . .
C1 C 0.0196(2) 0.4479(6) 0.7168(6) 0.0155(11) Uani 1 1 d . . . . .
C15 C 0.2029(2) 0.2746(6) 0.7199(7) 0.0213(13) Uani 1 1 d . . . . .
C9 C 0.0942(2) 0.1174(6) 0.9689(7) 0.0193(12) Uani 1 1 d . . . . .
H9 H 0.1282 0.1186 1.0010 0.023 Uiso 1 1 calc R . . . .
C12 C -0.0072(2) 0.1108(6) 0.8767(7) 0.0210(13) Uani 1 1 d . . . . .
H12 H -0.0411 0.1079 0.8445 0.025 Uiso 1 1 calc R . . . .
C10 C 0.0619(2) 0.0209(6) 1.0249(7) 0.0218(12) Uani 1 1 d . . . . .
H10 H 0.0744 -0.0423 1.0928 0.026 Uiso 1 1 calc R . . . .
C21 C 0.2337(2) 0.5194(7) 0.7239(8) 0.0331(16) Uani 1 1 d . . . . .
H21A H 0.2225 0.6011 0.6796 0.050 Uiso 1 1 calc GR . . . .
H21B H 0.2684 0.5028 0.6944 0.050 Uiso 1 1 calc GR . . . .
H21C H 0.2314 0.5244 0.8345 0.050 Uiso 1 1 calc GR . . . .
C20 C 0.2414(2) 0.2243(8) 0.8328(8) 0.0373(17) Uani 1 1 d . . . . .
H20A H 0.2431 0.2825 0.9201 0.056 Uiso 1 1 calc GR . . . .
H20B H 0.2744 0.2201 0.7841 0.056 Uiso 1 1 calc GR . . . .
H20C H 0.2317 0.1380 0.8669 0.056 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.16557(7) 0.86950(18) 0.2772(3) 0.0462(4) Uani 1 1 d . . . . .
Cl3 Cl 0.20577(11) 0.8161(2) -0.0294(3) 0.0615(7) Uani 1 1 d . . . . .
C23 C 0.1621(3) 0.7686(7) 0.1110(9) 0.0395(17) Uani 1 1 d . . . . .
H23A H 0.1688 0.6781 0.1402 0.047 Uiso 1 1 calc R . . . .
H23B H 0.1279 0.7730 0.0684 0.047 Uiso 1 1 calc R . . . .


_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
Rh1 Cl1 2.4125(15) . ?
Rh1 C17 2.235(6) . ?
Rh1 N1 2.079(4) . ?
Rh1 C8 2.017(5) . ?
Rh1 C13 2.136(6) . ?
Rh1 C14 2.182(6) . ?
Rh1 C16 2.242(6) . ?
Rh1 C15 2.168(5) . ?
C17 C13 1.438(9) . ?
C17 C22 1.515(9) . ?
C17 C16 1.401(9) . ?
N1 C2 1.345(7) . ?
N1 C1 1.352(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(8) . ?
O1 C6 1.222(7) . ?
C8 C7 1.403(8) . ?
C8 C9 1.404(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(9) . ?
C5 C1 1.382(8) . ?
C13 C14 1.440(8) . ?
C13 C18 1.504(8) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C14 C19 1.498(9) . ?
C14 C15 1.412(8) . ?
C4 H4 0.9300 . ?
C7 C6 1.479(8) . ?
C7 C12 1.411(8) . ?
C6 C1 1.502(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(9) . ?
C11 C10 1.390(8) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C16 C15 1.452(9) . ?
C16 C21 1.499(8) . ?
C15 C20 1.494(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(8) . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
Cl2 C23 1.768(8) . ?
Cl3 C23 1.735(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?

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
C17 Rh1 Cl1 126.86(18) . . ?
C17 Rh1 C16 36.5(2) . . ?
N1 Rh1 Cl1 89.35(15) . . ?
N1 Rh1 C17 94.2(2) . . ?
N1 Rh1 C13 105.0(2) . . ?
N1 Rh1 C14 142.7(2) . . ?
N1 Rh1 C16 116.4(2) . . ?
N1 Rh1 C15 154.6(2) . . ?
C8 Rh1 Cl1 89.55(16) . . ?
C8 Rh1 C17 143.5(2) . . ?
C8 Rh1 N1 87.33(19) . . ?
C8 Rh1 C13 106.3(2) . . ?
C8 Rh1 C14 94.3(2) . . ?
C8 Rh1 C16 155.5(2) . . ?
C8 Rh1 C15 117.4(2) . . ?
C13 Rh1 Cl1 158.86(14) . . ?
C13 Rh1 C17 38.3(2) . . ?
C13 Rh1 C14 38.9(2) . . ?
C13 Rh1 C16 63.6(2) . . ?
C13 Rh1 C15 64.5(2) . . ?
C14 Rh1 Cl1 127.91(16) . . ?
C14 Rh1 C17 63.4(2) . . ?
C14 Rh1 C16 63.4(2) . . ?
C16 Rh1 Cl1 96.26(16) . . ?
C15 Rh1 Cl1 95.95(16) . . ?
C15 Rh1 C17 62.9(2) . . ?
C15 Rh1 C14 37.9(2) . . ?
C15 Rh1 C16 38.4(2) . . ?
C13 C17 Rh1 67.1(3) . . ?
C13 C17 C22 122.8(6) . . ?
C22 C17 Rh1 125.8(4) . . ?
C16 C17 Rh1 72.0(3) . . ?
C16 C17 C13 108.9(5) . . ?
C16 C17 C22 128.3(7) . . ?
C2 N1 Rh1 116.0(3) . . ?
C2 N1 C1 119.1(4) . . ?
C1 N1 Rh1 123.2(4) . . ?
N1 C2 H2 118.7 . . ?
N1 C2 C3 122.5(5) . . ?
C3 C2 H2 118.7 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(5) . . ?
C4 C3 H3 120.7 . . ?
C7 C8 Rh1 122.1(4) . . ?
C7 C8 C9 117.9(5) . . ?
C9 C8 Rh1 119.9(4) . . ?
C4 C5 H5 119.8 . . ?
C1 C5 H5 119.8 . . ?
C1 C5 C4 120.5(5) . . ?
C17 C13 Rh1 74.6(3) . . ?
C17 C13 C14 107.5(5) . . ?
C17 C13 C18 125.1(6) . . ?
C14 C13 Rh1 72.3(3) . . ?
C14 C13 C18 126.1(6) . . ?
C18 C13 Rh1 129.2(4) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 C14 Rh1 68.8(3) . . ?
C13 C14 C19 126.2(5) . . ?
C19 C14 Rh1 127.5(4) . . ?
C15 C14 Rh1 70.5(3) . . ?
C15 C14 C13 107.3(5) . . ?
C15 C14 C19 126.4(6) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.5(5) . . ?
C5 C4 H4 120.8 . . ?
C8 C7 C6 123.9(5) . . ?
C8 C7 C12 120.2(5) . . ?
C12 C7 C6 115.8(5) . . ?
O1 C6 C7 121.9(5) . . ?
O1 C6 C1 117.6(5) . . ?
C7 C6 C1 119.9(5) . . ?
C12 C11 H11 120.4 . . ?
C12 C11 C10 119.3(5) . . ?
C10 C11 H11 120.4 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C16 Rh1 71.5(3) . . ?
C17 C16 C15 107.3(5) . . ?
C17 C16 C21 127.9(6) . . ?
C15 C16 Rh1 68.0(3) . . ?
C15 C16 C21 124.8(6) . . ?
C21 C16 Rh1 125.4(4) . . ?
N1 C1 C5 120.7(5) . . ?
N1 C1 C6 120.5(5) . . ?
C5 C1 C6 118.6(5) . . ?
C14 C15 Rh1 71.6(3) . . ?
C14 C15 C16 108.7(5) . . ?
C14 C15 C20 126.8(6) . . ?
C16 C15 Rh1 73.5(3) . . ?
C16 C15 C20 124.3(6) . . ?
C20 C15 Rh1 125.9(4) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 H9 119.3 . . ?
C7 C12 H12 119.7 . . ?
C11 C12 C7 120.5(5) . . ?
C11 C12 H12 119.7 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.6(5) . . ?
C9 C10 H10 119.7 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Cl2 C23 H23A 109.2 . . ?
Cl2 C23 H23B 109.2 . . ?
Cl3 C23 Cl2 112.0(4) . . ?
Cl3 C23 H23A 109.2 . . ?
Cl3 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?

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
Rh1 C17 C13 C14 -65.3(4) . . . . ?
Rh1 C17 C13 C18 127.3(6) . . . . ?
Rh1 C17 C16 C15 58.9(4) . . . . ?
Rh1 C17 C16 C21 -120.9(6) . . . . ?
Rh1 N1 C2 C3 163.4(5) . . . . ?
Rh1 N1 C1 C5 -161.0(4) . . . . ?
Rh1 N1 C1 C6 23.4(7) . . . . ?
Rh1 C8 C7 C6 -5.9(8) . . . . ?
Rh1 C8 C7 C12 175.5(4) . . . . ?
Rh1 C8 C9 C10 -175.9(4) . . . . ?
Rh1 C13 C14 C19 121.6(6) . . . . ?
Rh1 C13 C14 C15 -60.3(4) . . . . ?
Rh1 C14 C15 C16 -64.7(4) . . . . ?
Rh1 C14 C15 C20 121.6(6) . . . . ?
Rh1 C16 C15 C14 63.5(4) . . . . ?
Rh1 C16 C15 C20 -122.6(6) . . . . ?
C17 C13 C14 Rh1 66.8(4) . . . . ?
C17 C13 C14 C19 -171.5(6) . . . . ?
C17 C13 C14 C15 6.5(6) . . . . ?
C17 C16 C15 Rh1 -61.1(4) . . . . ?
C17 C16 C15 C14 2.4(6) . . . . ?
C17 C16 C15 C20 176.3(5) . . . . ?
N1 C2 C3 C4 -1.5(9) . . . . ?
C2 N1 C1 C5 3.2(8) . . . . ?
C2 N1 C1 C6 -172.4(5) . . . . ?
C2 C3 C4 C5 3.5(9) . . . . ?
O1 C6 C1 N1 -166.6(5) . . . . ?
O1 C6 C1 C5 17.7(8) . . . . ?
C8 C7 C6 O1 156.7(5) . . . . ?
C8 C7 C6 C1 -32.4(8) . . . . ?
C8 C7 C12 C11 1.5(8) . . . . ?
C8 C9 C10 C11 -0.8(9) . . . . ?
C13 C17 C16 Rh1 -57.1(4) . . . . ?
C13 C17 C16 C15 1.7(6) . . . . ?
C13 C17 C16 C21 -178.0(5) . . . . ?
C13 C14 C15 Rh1 59.2(4) . . . . ?
C13 C14 C15 C16 -5.5(6) . . . . ?
C13 C14 C15 C20 -179.2(5) . . . . ?
C22 C17 C13 Rh1 -118.9(6) . . . . ?
C22 C17 C13 C14 175.8(5) . . . . ?
C22 C17 C13 C18 8.4(9) . . . . ?
C22 C17 C16 Rh1 121.9(6) . . . . ?
C22 C17 C16 C15 -179.3(6) . . . . ?
C22 C17 C16 C21 1.0(10) . . . . ?
C4 C5 C1 N1 -1.1(8) . . . . ?
C4 C5 C1 C6 174.6(5) . . . . ?
C7 C8 C9 C10 0.7(8) . . . . ?
C7 C6 C1 N1 22.2(8) . . . . ?
C7 C6 C1 C5 -153.5(5) . . . . ?
C6 C7 C12 C11 -177.3(5) . . . . ?
C19 C14 C15 Rh1 -122.7(6) . . . . ?
C19 C14 C15 C16 172.5(6) . . . . ?
C19 C14 C15 C20 -1.2(10) . . . . ?
C18 C13 C14 Rh1 -126.0(6) . . . . ?
C18 C13 C14 C19 -4.3(9) . . . . ?
C18 C13 C14 C15 173.7(5) . . . . ?
C16 C17 C13 Rh1 60.1(4) . . . . ?
C16 C17 C13 C14 -5.1(7) . . . . ?
C16 C17 C13 C18 -172.5(5) . . . . ?
C1 N1 C2 C3 -1.9(9) . . . . ?
C1 C5 C4 C3 -2.3(8) . . . . ?
C9 C8 C7 C6 177.6(5) . . . . ?
C9 C8 C7 C12 -1.0(8) . . . . ?
C12 C7 C6 O1 -24.6(8) . . . . ?
C12 C7 C6 C1 146.3(5) . . . . ?
C12 C11 C10 C9 1.2(9) . . . . ?
C10 C11 C12 C7 -1.6(9) . . . . ?
C21 C16 C15 Rh1 118.7(5) . . . . ?
C21 C16 C15 C14 -177.8(5) . . . . ?
C21 C16 C15 C20 -3.9(9) . . . . ?

_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 3.477
_oxdiff_exptl_absorpt_empirical_full_min 0.516
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 2.39(6)
2 -1.39(6)

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

data_a170606a
_database_code_depnum_ccdc_archive 'CCDC 1589488'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H33 Cl Ir N O2, H2 O'
_chemical_formula_sum            'C37 H35 Cl Ir N O3'
_chemical_formula_weight         769.31
_chemical_melting_point          ?
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'
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'
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'

_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                   8.2945(2)
_cell_length_b                   24.4790(7)
_cell_length_c                   15.6644(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.702(3)
_cell_angle_gamma                90
_cell_volume                     3114.40(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7453
_cell_measurement_temperature    151.0(3)
_cell_measurement_theta_max      73.6540
_cell_measurement_theta_min      4.5840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.385
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15453
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.611
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      151.0(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -13.00   1.00    1.00    --  -41.49 -57.00  30.00  101
  2  ω    -33.00  66.00   1.00    1.00    --   41.49 -38.00-180.00   99
  3  ω     17.00 116.00   1.00    1.00    --   41.49  38.00  30.00   99
  4  ω      1.00  82.00   1.00    1.00    --   41.49 -99.00-120.00   81
  5  ω     35.00 136.00   1.00    3.65    --  107.08 -61.00 150.00  101
  6  ω     25.00 109.00   1.00    3.65    --  107.08 -95.00  90.00   84
  7  ω     33.00 118.00   1.00    3.65    --  107.08-119.00 -46.00   85
  8  ω     25.00 109.00   1.00    3.65    --  107.08 -95.00 150.00   84
  9  ω     54.00 178.00   1.00    3.65    --  107.08  15.00-120.00  124
 10  ω   -118.00 -77.00   1.00    1.00    --  -41.49 -77.00 -90.00   41
 11  ω   -118.00 -93.00   1.00    1.00    --  -41.49 -77.00-180.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0261505000
_diffrn_orient_matrix_UB_12      0.0622822000
_diffrn_orient_matrix_UB_13      -0.0070923000
_diffrn_orient_matrix_UB_21      -0.0290142000
_diffrn_orient_matrix_UB_22      -0.0040941000
_diffrn_orient_matrix_UB_23      -0.1001018000
_diffrn_orient_matrix_UB_31      -0.1855633000
_diffrn_orient_matrix_UB_32      -0.0081672000
_diffrn_orient_matrix_UB_33      -0.0041269000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4623
_reflns_number_total             5547
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.183
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         5547
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0723
_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, All O(H,H) groups
2.a Free rotating group:
 O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C19(H19), C20(H20), C21(H21),
 C22(H22), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C33(H33), C34(H34),
  C35(H35), C36(H36), C37(H37)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.51797(2) 0.23073(2) 0.67360(2) 0.02055(7) Uani 1 1 d . . . . .
Cl1 Cl 0.71851(14) 0.21293(5) 0.58425(7) 0.0299(2) Uani 1 1 d . . . . .
O1 O 0.5149(4) 0.31218(13) 0.6354(2) 0.0244(7) Uani 1 1 d . . . . .
O2 O 0.5125(5) 0.34496(16) 0.8448(2) 0.0403(9) Uani 1 1 d . . . . .
N1 N 0.7219(4) 0.26353(16) 0.7598(2) 0.0215(8) Uani 1 1 d . . . . .
C1 C 0.2704(5) 0.2321(2) 0.6919(3) 0.0241(9) Uani 1 1 d . . . . .
C2 C 0.3699(6) 0.2041(2) 0.7638(3) 0.0255(10) Uani 1 1 d . . . . .
C3 C 0.4437(6) 0.1572(2) 0.7292(3) 0.0289(10) Uani 1 1 d . . . . .
C4 C 0.3808(6) 0.1561(2) 0.6360(3) 0.0292(11) Uani 1 1 d . . . . .
C5 C 0.2763(6) 0.2025(2) 0.6131(3) 0.0297(11) Uani 1 1 d . . . . .
C6 C 0.1707(6) 0.2821(2) 0.6970(4) 0.0392(13) Uani 1 1 d . . . . .
H6A H 0.2048 0.2986 0.7534 0.059 Uiso 1 1 calc GR . . . .
H6B H 0.0563 0.2725 0.6882 0.059 Uiso 1 1 calc GR . . . .
H6C H 0.1869 0.3075 0.6527 0.059 Uiso 1 1 calc GR . . . .
C7 C 0.3947(6) 0.2191(2) 0.8580(3) 0.0322(11) Uani 1 1 d . . . . .
H7A H 0.5023 0.2077 0.8876 0.048 Uiso 1 1 calc GR . . . .
H7B H 0.3128 0.2013 0.8836 0.048 Uiso 1 1 calc GR . . . .
H7C H 0.3848 0.2580 0.8634 0.048 Uiso 1 1 calc GR . . . .
C8 C 0.5443(7) 0.1130(2) 0.7810(4) 0.0377(12) Uani 1 1 d . . . . .
H8A H 0.6153 0.0968 0.7467 0.057 Uiso 1 1 calc GR . . . .
H8B H 0.4724 0.0856 0.7964 0.057 Uiso 1 1 calc GR . . . .
H8C H 0.6097 0.1284 0.8330 0.057 Uiso 1 1 calc GR . . . .
C9 C 0.4175(8) 0.1141(2) 0.5743(3) 0.0415(13) Uani 1 1 d . . . . .
H9A H 0.4145 0.1305 0.5184 0.062 Uiso 1 1 calc GR . . . .
H9B H 0.3368 0.0855 0.5688 0.062 Uiso 1 1 calc GR . . . .
H9C H 0.5250 0.0991 0.5960 0.062 Uiso 1 1 calc GR . . . .
C10 C 0.1744(6) 0.2168(3) 0.5259(3) 0.0381(13) Uani 1 1 d . . . . .
H10A H 0.1845 0.2551 0.5153 0.057 Uiso 1 1 calc GR . . . .
H10B H 0.0612 0.2081 0.5248 0.057 Uiso 1 1 calc GR . . . .
H10C H 0.2121 0.1963 0.4815 0.057 Uiso 1 1 calc GR . . . .
C11 C 0.7558(5) 0.31634(19) 0.7516(3) 0.0218(9) Uani 1 1 d . . . . .
C12 C 0.8184(6) 0.2337(2) 0.8230(3) 0.0262(10) Uani 1 1 d . . . . .
H12 H 0.7953 0.1968 0.8280 0.031 Uiso 1 1 calc R . . . .
C13 C 0.9500(6) 0.2562(2) 0.8801(3) 0.0274(10) Uani 1 1 d . . . . .
H13 H 1.0138 0.2351 0.9237 0.033 Uiso 1 1 calc R . . . .
C14 C 0.9847(6) 0.3109(2) 0.8710(3) 0.0285(11) Uani 1 1 d . . . . .
H14 H 1.0718 0.3275 0.9089 0.034 Uiso 1 1 calc R . . . .
C15 C 0.8879(6) 0.3407(2) 0.8046(3) 0.0282(10) Uani 1 1 d . . . . .
H15 H 0.9125 0.3771 0.7960 0.034 Uiso 1 1 calc R . . . .
C16 C 0.6355(6) 0.34700(19) 0.6804(3) 0.0234(9) Uani 1 1 d . . . . .
C17 C 0.7222(6) 0.3791(2) 0.6194(3) 0.0272(10) Uani 1 1 d . . . . .
C18 C 0.6942(6) 0.4350(2) 0.6251(3) 0.0289(11) Uani 1 1 d . . . . .
C19 C 0.7535(7) 0.4717(2) 0.5715(3) 0.0384(13) Uani 1 1 d . . . . .
H19 H 0.7336 0.5089 0.5744 0.046 Uiso 1 1 calc R . . . .
C20 C 0.8430(8) 0.4508(3) 0.5137(3) 0.0465(16) Uani 1 1 d . . . . .
H20 H 0.8827 0.4747 0.4766 0.056 Uiso 1 1 calc R . . . .
C21 C 0.8753(7) 0.3964(3) 0.5091(3) 0.0416(14) Uani 1 1 d . . . . .
H21 H 0.9393 0.3841 0.4706 0.050 Uiso 1 1 calc R . . . .
C22 C 0.8132(6) 0.3584(2) 0.5617(3) 0.0347(12) Uani 1 1 d . . . . .
H22 H 0.8324 0.3211 0.5580 0.042 Uiso 1 1 calc R . . . .
C23 C 0.5957(6) 0.4443(2) 0.6936(3) 0.0288(10) Uani 1 1 d . . . . .
C24 C 0.5632(6) 0.4998(2) 0.7244(3) 0.0303(11) Uani 1 1 d . . . . .
C25 C 0.6033(6) 0.5129(2) 0.8121(4) 0.0350(12) Uani 1 1 d . . . . .
H25 H 0.6487 0.4864 0.8525 0.042 Uiso 1 1 calc R . . . .
C26 C 0.5763(8) 0.5652(3) 0.8399(4) 0.0474(15) Uani 1 1 d . . . . .
H26 H 0.6056 0.5741 0.8988 0.057 Uiso 1 1 calc R . . . .
C27 C 0.5052(7) 0.6044(2) 0.7796(5) 0.0514(16) Uani 1 1 d . . . . .
H27 H 0.4867 0.6394 0.7984 0.062 Uiso 1 1 calc R . . . .
C28 C 0.4627(8) 0.5918(2) 0.6937(5) 0.0512(16) Uani 1 1 d . . . . .
H28 H 0.4125 0.6180 0.6540 0.061 Uiso 1 1 calc R . . . .
C29 C 0.4943(7) 0.5394(2) 0.6648(4) 0.0423(13) Uani 1 1 d . . . . .
H29 H 0.4690 0.5312 0.6056 0.051 Uiso 1 1 calc R . . . .
C30 C 0.5610(6) 0.3955(2) 0.7251(3) 0.0265(10) Uani 1 1 d . . . . .
C31 C 0.4710(6) 0.3834(2) 0.7952(3) 0.0273(10) Uani 1 1 d . . . . .
C32 C 0.3262(6) 0.4171(2) 0.8064(3) 0.0293(10) Uani 1 1 d . . . . .
C33 C 0.2943(7) 0.4224(2) 0.8893(4) 0.0393(13) Uani 1 1 d . . . . .
H33 H 0.3618 0.4051 0.9362 0.047 Uiso 1 1 calc R . . . .
C34 C 0.1610(8) 0.4535(3) 0.9026(4) 0.0488(16) Uani 1 1 d . . . . .
H34 H 0.1396 0.4578 0.9582 0.059 Uiso 1 1 calc R . . . .
C35 C 0.0603(7) 0.4780(3) 0.8307(5) 0.0544(18) Uani 1 1 d . . . . .
H35 H -0.0288 0.4991 0.8386 0.065 Uiso 1 1 calc R . . . .
C36 C 0.0908(7) 0.4715(2) 0.7487(5) 0.0490(16) Uani 1 1 d . . . . .
H36 H 0.0211 0.4875 0.7013 0.059 Uiso 1 1 calc R . . . .
C37 C 0.2242(6) 0.4413(2) 0.7359(4) 0.0366(12) Uani 1 1 d . . . . .
H37 H 0.2454 0.4373 0.6801 0.044 Uiso 1 1 calc R . . . .
O3 O 0.3218(6) 0.3618(2) 0.4935(3) 0.0661(14) Uani 1 1 d . . . . .
H3A H 0.3814 0.3447 0.5356 0.099 Uiso 1 1 d G . . . .
H3B H 0.3765 0.3881 0.4781 0.099 Uiso 1 1 d G . . . .


_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 Cl1 2.4207(11) . ?
Ir1 O1 2.080(3) . ?
Ir1 N1 2.098(4) . ?
Ir1 C1 2.130(4) . ?
Ir1 C2 2.152(4) . ?
Ir1 C3 2.144(5) . ?
Ir1 C4 2.168(5) . ?
Ir1 C5 2.151(5) . ?
O1 C16 1.392(6) . ?
O2 C31 1.225(6) . ?
N1 C11 1.335(6) . ?
N1 C12 1.354(6) . ?
C1 C2 1.428(7) . ?
C1 C5 1.440(7) . ?
C1 C6 1.490(7) . ?
C2 C3 1.457(7) . ?
C2 C7 1.494(6) . ?
C3 C4 1.446(6) . ?
C3 C8 1.500(7) . ?
C4 C5 1.428(7) . ?
C4 C9 1.486(7) . ?
C5 C10 1.495(6) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C15 1.369(7) . ?
C11 C16 1.534(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.378(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.385(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.525(6) . ?
C16 C30 1.567(6) . ?
C17 C18 1.395(7) . ?
C17 C22 1.385(7) . ?
C18 C19 1.384(7) . ?
C18 C23 1.491(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.381(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.364(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.407(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.484(7) . ?
C23 C30 1.347(7) . ?
C24 C25 1.383(7) . ?
C24 C29 1.387(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.387(8) . ?
C26 H26 0.9300 . ?
C26 C27 1.390(9) . ?
C27 H27 0.9300 . ?
C27 C28 1.356(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.404(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.478(7) . ?
C31 C32 1.496(7) . ?
C32 C33 1.383(7) . ?
C32 C37 1.381(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.392(8) . ?
C34 H34 0.9300 . ?
C34 C35 1.394(9) . ?
C35 H35 0.9300 . ?
C35 C36 1.369(10) . ?
C36 H36 0.9300 . ?
C36 C37 1.378(8) . ?
C37 H37 0.9300 . ?
O3 H3A 0.8498 . ?
O3 H3B 0.8496 . ?

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 Ir1 Cl1 88.64(9) . . ?
O1 Ir1 N1 77.27(13) . . ?
O1 Ir1 C1 93.89(16) . . ?
O1 Ir1 C2 120.21(16) . . ?
O1 Ir1 C3 159.03(16) . . ?
O1 Ir1 C4 138.92(16) . . ?
O1 Ir1 C5 103.05(17) . . ?
N1 Ir1 Cl1 83.25(10) . . ?
N1 Ir1 C1 125.50(15) . . ?
N1 Ir1 C2 100.71(15) . . ?
N1 Ir1 C3 108.68(16) . . ?
N1 Ir1 C4 143.79(17) . . ?
N1 Ir1 C5 164.64(15) . . ?
C1 Ir1 Cl1 150.99(12) . . ?
C1 Ir1 C2 38.96(18) . . ?
C1 Ir1 C3 66.04(19) . . ?
C1 Ir1 C4 65.31(19) . . ?
C1 Ir1 C5 39.30(18) . . ?
C2 Ir1 Cl1 151.12(14) . . ?
C2 Ir1 C4 65.52(18) . . ?
C2 Ir1 C5 65.58(17) . . ?
C3 Ir1 Cl1 111.81(14) . . ?
C3 Ir1 C2 39.66(19) . . ?
C3 Ir1 C4 39.20(17) . . ?
C3 Ir1 C5 65.77(19) . . ?
C4 Ir1 Cl1 94.35(13) . . ?
C5 Ir1 Cl1 112.08(13) . . ?
C5 Ir1 C4 38.6(2) . . ?
C16 O1 Ir1 118.4(3) . . ?
C11 N1 Ir1 117.8(3) . . ?
C11 N1 C12 119.2(4) . . ?
C12 N1 Ir1 122.9(3) . . ?
C2 C1 Ir1 71.3(2) . . ?
C2 C1 C5 108.7(4) . . ?
C2 C1 C6 126.1(4) . . ?
C5 C1 Ir1 71.1(2) . . ?
C5 C1 C6 125.2(4) . . ?
C6 C1 Ir1 125.5(3) . . ?
C1 C2 Ir1 69.7(2) . . ?
C1 C2 C3 107.6(4) . . ?
C1 C2 C7 127.1(5) . . ?
C3 C2 Ir1 69.9(2) . . ?
C3 C2 C7 125.2(4) . . ?
C7 C2 Ir1 126.3(3) . . ?
C2 C3 Ir1 70.5(3) . . ?
C2 C3 C8 126.7(4) . . ?
C4 C3 Ir1 71.3(3) . . ?
C4 C3 C2 107.2(4) . . ?
C4 C3 C8 125.4(5) . . ?
C8 C3 Ir1 130.6(4) . . ?
C3 C4 Ir1 69.5(3) . . ?
C3 C4 C9 126.1(5) . . ?
C5 C4 Ir1 70.0(3) . . ?
C5 C4 C3 108.4(4) . . ?
C5 C4 C9 125.5(4) . . ?
C9 C4 Ir1 126.5(4) . . ?
C1 C5 Ir1 69.6(3) . . ?
C1 C5 C10 123.6(5) . . ?
C4 C5 Ir1 71.4(3) . . ?
C4 C5 C1 108.0(4) . . ?
C4 C5 C10 128.1(5) . . ?
C10 C5 Ir1 129.1(4) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C15 121.4(4) . . ?
N1 C11 C16 115.2(4) . . ?
C15 C11 C16 123.4(4) . . ?
N1 C12 H12 119.0 . . ?
N1 C12 C13 122.1(5) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 H13 120.8 . . ?
C14 C13 C12 118.3(4) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.0(4) . . ?
C15 C14 H14 120.5 . . ?
C11 C15 C14 119.8(5) . . ?
C11 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
O1 C16 C11 111.3(4) . . ?
O1 C16 C17 112.4(4) . . ?
O1 C16 C30 112.4(4) . . ?
C11 C16 C30 107.6(3) . . ?
C17 C16 C11 112.8(4) . . ?
C17 C16 C30 99.7(4) . . ?
C18 C17 C16 111.1(4) . . ?
C22 C17 C16 127.5(5) . . ?
C22 C17 C18 121.4(5) . . ?
C17 C18 C23 108.5(4) . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 C23 130.6(5) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 C18 117.6(5) . . ?
C20 C19 H19 121.2 . . ?
C19 C20 H20 118.9 . . ?
C21 C20 C19 122.2(5) . . ?
C21 C20 H20 118.9 . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.0(5) . . ?
C22 C21 H21 119.5 . . ?
C17 C22 C21 116.9(5) . . ?
C17 C22 H22 121.5 . . ?
C21 C22 H22 121.5 . . ?
C24 C23 C18 122.4(5) . . ?
C30 C23 C18 108.5(4) . . ?
C30 C23 C24 128.8(5) . . ?
C25 C24 C23 120.8(5) . . ?
C25 C24 C29 119.3(5) . . ?
C29 C24 C23 119.8(5) . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(5) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.8(6) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.5(6) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C24 C29 C28 120.0(5) . . ?
C24 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C23 C30 C16 112.0(4) . . ?
C23 C30 C31 128.8(5) . . ?
C31 C30 C16 119.1(4) . . ?
O2 C31 C30 120.3(4) . . ?
O2 C31 C32 118.6(4) . . ?
C30 C31 C32 121.1(4) . . ?
C33 C32 C31 118.2(5) . . ?
C37 C32 C31 121.3(5) . . ?
C37 C32 C33 120.5(5) . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.0(6) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 120.7 . . ?
C35 C34 C33 118.6(6) . . ?
C35 C34 H34 120.7 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.9(6) . . ?
C36 C35 H35 119.6 . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.4(6) . . ?
C37 C36 H36 119.8 . . ?
C32 C37 C36 119.5(6) . . ?
C32 C37 H37 120.2 . . ?
C36 C37 H37 120.2 . . ?
H3A O3 H3B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 O1 C16 C11 1.5(4) . . . . ?
Ir1 O1 C16 C17 129.1(3) . . . . ?
Ir1 O1 C16 C30 -119.3(3) . . . . ?
Ir1 N1 C11 C15 -179.2(3) . . . . ?
Ir1 N1 C11 C16 1.8(5) . . . . ?
Ir1 N1 C12 C13 -178.7(3) . . . . ?
Ir1 C1 C2 C3 -59.8(3) . . . . ?
Ir1 C1 C2 C7 120.8(5) . . . . ?
Ir1 C1 C5 C4 61.4(3) . . . . ?
Ir1 C1 C5 C10 -124.1(5) . . . . ?
Ir1 C2 C3 C4 -62.2(3) . . . . ?
Ir1 C2 C3 C8 126.6(5) . . . . ?
Ir1 C3 C4 C5 -59.4(3) . . . . ?
Ir1 C3 C4 C9 120.9(5) . . . . ?
Ir1 C4 C5 C1 -60.2(3) . . . . ?
Ir1 C4 C5 C10 125.5(5) . . . . ?
O1 C16 C17 C18 116.5(4) . . . . ?
O1 C16 C17 C22 -61.1(6) . . . . ?
O1 C16 C30 C23 -117.8(4) . . . . ?
O1 C16 C30 C31 64.2(5) . . . . ?
O2 C31 C32 C33 30.5(7) . . . . ?
O2 C31 C32 C37 -148.0(5) . . . . ?
N1 C11 C15 C14 -3.0(7) . . . . ?
N1 C11 C16 O1 -2.1(5) . . . . ?
N1 C11 C16 C17 -129.5(4) . . . . ?
N1 C11 C16 C30 121.5(4) . . . . ?
N1 C12 C13 C14 -1.1(7) . . . . ?
C1 C2 C3 Ir1 59.7(3) . . . . ?
C1 C2 C3 C4 -2.5(5) . . . . ?
C1 C2 C3 C8 -173.7(5) . . . . ?
C2 C1 C5 Ir1 -61.8(3) . . . . ?
C2 C1 C5 C4 -0.4(5) . . . . ?
C2 C1 C5 C10 174.1(4) . . . . ?
C2 C3 C4 Ir1 61.7(3) . . . . ?
C2 C3 C4 C5 2.3(5) . . . . ?
C2 C3 C4 C9 -177.4(5) . . . . ?
C3 C4 C5 Ir1 59.1(3) . . . . ?
C3 C4 C5 C1 -1.2(5) . . . . ?
C3 C4 C5 C10 -175.4(5) . . . . ?
C5 C1 C2 Ir1 61.7(3) . . . . ?
C5 C1 C2 C3 1.9(5) . . . . ?
C5 C1 C2 C7 -177.6(4) . . . . ?
C6 C1 C2 Ir1 -120.8(5) . . . . ?
C6 C1 C2 C3 179.4(4) . . . . ?
C6 C1 C2 C7 0.0(8) . . . . ?
C6 C1 C5 Ir1 120.6(5) . . . . ?
C6 C1 C5 C4 -178.0(4) . . . . ?
C6 C1 C5 C10 -3.5(8) . . . . ?
C7 C2 C3 Ir1 -120.8(5) . . . . ?
C7 C2 C3 C4 176.9(4) . . . . ?
C7 C2 C3 C8 5.8(8) . . . . ?
C8 C3 C4 Ir1 -127.0(5) . . . . ?
C8 C3 C4 C5 173.5(5) . . . . ?
C8 C3 C4 C9 -6.2(8) . . . . ?
C9 C4 C5 Ir1 -121.2(5) . . . . ?
C9 C4 C5 C1 178.6(5) . . . . ?
C9 C4 C5 C10 4.3(8) . . . . ?
C11 N1 C12 C13 0.9(6) . . . . ?
C11 C16 C17 C18 -116.7(4) . . . . ?
C11 C16 C17 C22 65.7(6) . . . . ?
C11 C16 C30 C23 119.3(4) . . . . ?
C11 C16 C30 C31 -58.7(5) . . . . ?
C12 N1 C11 C15 1.2(6) . . . . ?
C12 N1 C11 C16 -177.8(4) . . . . ?
C12 C13 C14 C15 -0.8(7) . . . . ?
C13 C14 C15 C11 2.8(7) . . . . ?
C15 C11 C16 O1 178.9(4) . . . . ?
C15 C11 C16 C17 51.5(6) . . . . ?
C15 C11 C16 C30 -57.5(5) . . . . ?
C16 C11 C15 C14 175.9(4) . . . . ?
C16 C17 C18 C19 -176.2(4) . . . . ?
C16 C17 C18 C23 3.2(5) . . . . ?
C16 C17 C22 C21 177.1(5) . . . . ?
C16 C30 C31 O2 33.4(7) . . . . ?
C16 C30 C31 C32 -145.5(4) . . . . ?
C17 C16 C30 C23 1.4(5) . . . . ?
C17 C16 C30 C31 -176.5(4) . . . . ?
C17 C18 C19 C20 -1.1(8) . . . . ?
C17 C18 C23 C24 171.7(4) . . . . ?
C17 C18 C23 C30 -2.2(6) . . . . ?
C18 C17 C22 C21 -0.3(7) . . . . ?
C18 C19 C20 C21 -0.8(9) . . . . ?
C18 C23 C24 C25 -125.2(5) . . . . ?
C18 C23 C24 C29 53.7(7) . . . . ?
C18 C23 C30 C16 0.3(5) . . . . ?
C18 C23 C30 C31 178.1(4) . . . . ?
C19 C18 C23 C24 -9.0(8) . . . . ?
C19 C18 C23 C30 177.1(5) . . . . ?
C19 C20 C21 C22 2.2(9) . . . . ?
C20 C21 C22 C17 -1.6(8) . . . . ?
C22 C17 C18 C19 1.6(7) . . . . ?
C22 C17 C18 C23 -179.0(4) . . . . ?
C23 C18 C19 C20 179.7(5) . . . . ?
C23 C24 C25 C26 178.4(5) . . . . ?
C23 C24 C29 C28 179.7(6) . . . . ?
C23 C30 C31 O2 -144.2(6) . . . . ?
C23 C30 C31 C32 36.9(8) . . . . ?
C24 C23 C30 C16 -173.1(5) . . . . ?
C24 C23 C30 C31 4.7(9) . . . . ?
C24 C25 C26 C27 1.4(9) . . . . ?
C25 C24 C29 C28 -1.4(9) . . . . ?
C25 C26 C27 C28 -0.2(10) . . . . ?
C26 C27 C28 C29 -1.7(10) . . . . ?
C27 C28 C29 C24 2.5(10) . . . . ?
C29 C24 C25 C26 -0.6(8) . . . . ?
C30 C16 C17 C18 -2.8(5) . . . . ?
C30 C16 C17 C22 179.6(5) . . . . ?
C30 C23 C24 C25 47.4(8) . . . . ?
C30 C23 C24 C29 -133.7(6) . . . . ?
C30 C31 C32 C33 -150.6(5) . . . . ?
C30 C31 C32 C37 31.0(7) . . . . ?
C31 C32 C33 C34 179.8(5) . . . . ?
C31 C32 C37 C36 179.2(5) . . . . ?
C32 C33 C34 C35 1.1(9) . . . . ?
C33 C32 C37 C36 0.8(8) . . . . ?
C33 C34 C35 C36 0.4(9) . . . . ?
C34 C35 C36 C37 -1.3(9) . . . . ?
C35 C36 C37 C32 0.8(9) . . . . ?
C37 C32 C33 C34 -1.7(9) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-06-06
_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 2.628
_oxdiff_exptl_absorpt_empirical_full_min 0.649
####################################################################### 
# 
# 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_a170322a
_database_code_depnum_ccdc_archive 'CCDC 1589487'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H39 Br4 Cl Ir N O, 2(C H2 Cl2)'
_chemical_formula_sum            'C52 H43 Br4 Cl5 Ir N O'
_chemical_formula_weight         1386.96
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 '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'
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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.3666(4)
_cell_length_b                   18.5319(4)
_cell_length_c                   23.8394(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.9383(18)
_cell_angle_gamma                90
_cell_volume                     10099.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8711
_cell_measurement_temperature    134.5(7)
_cell_measurement_theta_max      73.9630
_cell_measurement_theta_min      4.5320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.563
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5376
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19852
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.790
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      134.5(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     53.00 105.00   1.00    7.95    --  107.08 -95.00 150.00   52
  2  ω     84.00 132.00   1.00    7.95    --  107.08 -45.00  30.00   48
  3  ω     53.00 124.00   1.00    7.95    --  107.08 -30.00 -60.00   71
  4  ω     79.00 163.00   1.00    7.95    --  107.08  30.00-150.00   84
  5  ω    103.00 176.00   1.00    7.95    --  107.08  61.00-120.00   73
  6  ω     76.00 108.00   1.00    7.95    --  107.08 -95.00-150.00   32
  7  ω     34.00 102.00   1.00    7.95    --  107.08-125.00   0.00   68
  8  ω     40.00  65.00   1.00    7.95    --  107.08 -45.00  30.00   25
  9  ω      1.00  57.00   1.00    1.99    --   41.49 -99.00  30.00   56
 10  ω    -34.00  30.00   1.00    1.99    --  -41.49  77.00 -90.00   64
 11  ω    -69.00 -20.00   1.00    1.99    --  -41.49 -57.00  60.00   49
 12  ω   -114.00 -34.00   1.00    1.99    --  -41.49 -38.00 150.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0546982000
_diffrn_orient_matrix_UB_12      0.0073275000
_diffrn_orient_matrix_UB_13      0.0484125000
_diffrn_orient_matrix_UB_21      -0.0349223000
_diffrn_orient_matrix_UB_22      0.0469934000
_diffrn_orient_matrix_UB_23      0.0343916000
_diffrn_orient_matrix_UB_31      -0.0182581000
_diffrn_orient_matrix_UB_32      -0.0681638000
_diffrn_orient_matrix_UB_33      0.0288742000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7689
_reflns_number_total             9000
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.133
_refine_diff_density_min         -1.064
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     582
_refine_ls_number_reflns         9000
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.166
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+52.6835P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1035
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cl5) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.002
Uanis(C39) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(Br4) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C51(H51A,H51B), C52(H52A,H52B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25), C26(H26), C28(H28),
  C29(H29), C31(H31), C32(H32), C34(H34), C36(H36), C37(H37), C39(H39), C40(H40)
3.c Idealised Me refined as rotating group:
 C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C49(H49A,H49B,
 H49C), C50(H50A,H50B,H50C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.27717(2) 0.50501(2) 0.48239(2) 0.02449(8) Uani 1 1 d . . . . .
Br1 Br 0.56510(3) 0.74444(6) 0.66280(4) 0.0663(3) Uani 1 1 d . . . . .
Br2 Br 0.34012(3) 0.90326(3) 0.84974(2) 0.03235(14) Uani 1 1 d . . . . .
Br3 Br 0.45991(3) 0.36432(4) 0.86656(3) 0.04401(17) Uani 1 1 d . . . . .
Br4 Br 0.04846(4) 0.63196(7) 0.84683(3) 0.0735(3) Uani 1 1 d . U . . .
Cl1 Cl 0.21154(6) 0.55579(8) 0.40039(5) 0.0317(3) Uani 1 1 d . . . . .
O1 O 0.26484(16) 0.69362(19) 0.61719(15) 0.0257(7) Uani 1 1 d . . . . .
N1 N 0.30755(18) 0.6119(2) 0.49582(18) 0.0253(9) Uani 1 1 d . . . . .
C1 C 0.3013(2) 0.6569(3) 0.5385(2) 0.0249(10) Uani 1 1 d . . . . .
C2 C 0.3323(2) 0.6384(3) 0.4534(2) 0.0302(12) Uani 1 1 d . . . . .
H2 H 0.3369 0.6074 0.4239 0.036 Uiso 1 1 calc R . . . .
C3 C 0.3508(2) 0.7079(3) 0.4516(2) 0.0319(12) Uani 1 1 d . . . . .
H3 H 0.3681 0.7237 0.4220 0.038 Uiso 1 1 calc R . . . .
C4 C 0.3434(2) 0.7546(3) 0.4948(2) 0.0310(12) Uani 1 1 d . . . . .
H4 H 0.3551 0.8025 0.4945 0.037 Uiso 1 1 calc R . . . .
C5 C 0.3186(2) 0.7292(3) 0.5379(2) 0.0283(11) Uani 1 1 d . . . . .
H5 H 0.3132 0.7601 0.5671 0.034 Uiso 1 1 calc R . . . .
C6 C 0.2775(2) 0.6271(3) 0.5893(2) 0.0233(10) Uani 1 1 d . . . . .
C7 C 0.2220(2) 0.5829(3) 0.5721(2) 0.0224(10) Uani 1 1 d . . . . .
C8 C 0.2143(2) 0.5332(3) 0.5269(2) 0.0245(10) Uani 1 1 d . . . . .
C9 C 0.1590(2) 0.5013(3) 0.5111(2) 0.0282(11) Uani 1 1 d . . . . .
H9 H 0.1520 0.4694 0.4803 0.034 Uiso 1 1 calc R . . . .
C10 C 0.1143(2) 0.5153(3) 0.5397(2) 0.0297(12) Uani 1 1 d . . . . .
H10 H 0.0777 0.4945 0.5270 0.036 Uiso 1 1 calc R . . . .
C11 C 0.1238(2) 0.5602(3) 0.5872(2) 0.0280(11) Uani 1 1 d . . . . .
H11 H 0.0944 0.5676 0.6076 0.034 Uiso 1 1 calc R . . . .
C12 C 0.1777(2) 0.5941(3) 0.6041(2) 0.0229(10) Uani 1 1 d . . . . .
C13 C 0.1898(2) 0.6407(3) 0.6558(2) 0.0253(11) Uani 1 1 d . . . . .
C14 C 0.1525(2) 0.6364(3) 0.6993(2) 0.0292(11) Uani 1 1 d . . . . .
C15 C 0.1541(3) 0.5763(4) 0.7343(3) 0.0383(14) Uani 1 1 d . . . . .
H15 H 0.1764 0.5365 0.7284 0.046 Uiso 1 1 calc R . . . .
C16 C 0.1233(3) 0.5743(4) 0.7779(3) 0.0456(16) Uani 1 1 d . . . . .
H16 H 0.1248 0.5338 0.8012 0.055 Uiso 1 1 calc R . . . .
C17 C 0.0903(3) 0.6335(5) 0.7860(3) 0.0466(17) Uani 1 1 d . . . . .
C18 C 0.0863(3) 0.6928(5) 0.7515(3) 0.0501(18) Uani 1 1 d . . . . .
H18 H 0.0630 0.7318 0.7570 0.060 Uiso 1 1 calc R . . . .
C19 C 0.1181(3) 0.6939(4) 0.7080(3) 0.0377(13) Uani 1 1 d . . . . .
H19 H 0.1159 0.7342 0.6844 0.045 Uiso 1 1 calc R . . . .
C20 C 0.2345(2) 0.6878(3) 0.6610(2) 0.0270(11) Uani 1 1 d . . . . .
C21 C 0.2569(2) 0.7392(3) 0.7076(2) 0.0254(11) Uani 1 1 d . . . . .
C22 C 0.2590(2) 0.7236(3) 0.7650(2) 0.0297(11) Uani 1 1 d . . . . .
H22 H 0.2435 0.6804 0.7750 0.036 Uiso 1 1 calc R . . . .
C23 C 0.2838(2) 0.7718(3) 0.8075(2) 0.0306(12) Uani 1 1 d . . . . .
H23 H 0.2853 0.7612 0.8459 0.037 Uiso 1 1 calc R . . . .
C24 C 0.3065(2) 0.8362(3) 0.7918(2) 0.0269(11) Uani 1 1 d . . . . .
C25 C 0.3038(3) 0.8533(3) 0.7353(2) 0.0325(12) Uani 1 1 d . . . . .
H25 H 0.3182 0.8973 0.7254 0.039 Uiso 1 1 calc R . . . .
C26 C 0.2796(3) 0.8046(3) 0.6933(2) 0.0331(12) Uani 1 1 d . . . . .
H26 H 0.2784 0.8156 0.6550 0.040 Uiso 1 1 calc R . . . .
C27 C 0.3847(2) 0.6271(3) 0.6410(2) 0.0262(11) Uani 1 1 d . . . . .
C28 C 0.4245(3) 0.6091(4) 0.6077(3) 0.0407(14) Uani 1 1 d . . . . .
H28 H 0.4149 0.5728 0.5805 0.049 Uiso 1 1 calc R . . . .
C29 C 0.4784(3) 0.6438(4) 0.6134(3) 0.0438(15) Uani 1 1 d . . . . .
H29 H 0.5048 0.6307 0.5909 0.053 Uiso 1 1 calc R . . . .
C30 C 0.4910(3) 0.6974(4) 0.6530(3) 0.0420(15) Uani 1 1 d . . . . .
C31 C 0.4518(3) 0.7194(4) 0.6851(3) 0.0478(17) Uani 1 1 d . . . . .
H31 H 0.4609 0.7577 0.7106 0.057 Uiso 1 1 calc R . . . .
C32 C 0.3990(3) 0.6844(4) 0.6794(3) 0.0428(15) Uani 1 1 d . . . . .
H32 H 0.3724 0.6991 0.7013 0.051 Uiso 1 1 calc R . . . .
C33 C 0.3270(2) 0.5905(3) 0.6335(2) 0.0245(10) Uani 1 1 d . . . . .
C34 C 0.3145(2) 0.5365(3) 0.6653(2) 0.0271(11) Uani 1 1 d . . . . .
H34 H 0.2762 0.5199 0.6553 0.033 Uiso 1 1 calc R . . . .
C35 C 0.3516(2) 0.4984(3) 0.7141(2) 0.0298(12) Uani 1 1 d . . . . .
C36 C 0.3288(3) 0.4391(4) 0.7362(3) 0.0438(16) Uani 1 1 d . . . . .
H36 H 0.2905 0.4257 0.7202 0.053 Uiso 1 1 calc R . . . .
C37 C 0.3593(3) 0.3985(4) 0.7804(3) 0.0493(17) Uani 1 1 d . . . . .
H37 H 0.3425 0.3580 0.7935 0.059 Uiso 1 1 calc R . . . .
C38 C 0.4153(2) 0.4188(3) 0.8050(2) 0.0322(12) Uani 1 1 d . . . . .
C39 C 0.4388(3) 0.4805(5) 0.7874(3) 0.060(2) Uani 1 1 d . U . . .
H39 H 0.4759 0.4955 0.8057 0.072 Uiso 1 1 calc R . . . .
C40 C 0.4072(4) 0.5202(5) 0.7426(4) 0.062(2) Uani 1 1 d . U . . .
H40 H 0.4232 0.5622 0.7311 0.074 Uiso 1 1 calc R . . . .
C41 C 0.2861(3) 0.3929(3) 0.5099(2) 0.0319(12) Uani 1 1 d . . . . .
C42 C 0.2677(3) 0.3964(3) 0.4487(2) 0.0322(12) Uani 1 1 d . . . . .
C43 C 0.3157(3) 0.4288(3) 0.4270(2) 0.0312(12) Uani 1 1 d . . . . .
C44 C 0.3603(2) 0.4464(3) 0.4738(3) 0.0362(13) Uani 1 1 d . . . . .
C45 C 0.3417(3) 0.4270(3) 0.5259(3) 0.0347(13) Uani 1 1 d . . . . .
C46 C 0.2530(3) 0.3561(4) 0.5495(3) 0.0460(16) Uani 1 1 d . . . . .
H46A H 0.2599 0.3809 0.5857 0.069 Uiso 1 1 calc GR . . . .
H46B H 0.2659 0.3070 0.5554 0.069 Uiso 1 1 calc GR . . . .
H46C H 0.2119 0.3569 0.5329 0.069 Uiso 1 1 calc GR . . . .
C47 C 0.2139(3) 0.3639(4) 0.4130(3) 0.0404(14) Uani 1 1 d . . . . .
H47A H 0.1870 0.3518 0.4370 0.061 Uiso 1 1 calc GR . . . .
H47B H 0.2242 0.3210 0.3947 0.061 Uiso 1 1 calc GR . . . .
H47C H 0.1960 0.3979 0.3843 0.061 Uiso 1 1 calc GR . . . .
C48 C 0.3162(3) 0.4381(4) 0.3645(3) 0.0487(17) Uani 1 1 d . . . . .
H48A H 0.2790 0.4564 0.3448 0.073 Uiso 1 1 calc GR . . . .
H48B H 0.3234 0.3924 0.3484 0.073 Uiso 1 1 calc GR . . . .
H48C H 0.3464 0.4715 0.3603 0.073 Uiso 1 1 calc GR . . . .
C49 C 0.4188(3) 0.4782(4) 0.4713(4) 0.0516(18) Uani 1 1 d . . . . .
H49A H 0.4194 0.4915 0.4325 0.077 Uiso 1 1 calc GR . . . .
H49B H 0.4489 0.4433 0.4845 0.077 Uiso 1 1 calc GR . . . .
H49C H 0.4255 0.5203 0.4953 0.077 Uiso 1 1 calc GR . . . .
C50 C 0.3805(3) 0.4204(4) 0.5842(3) 0.0487(17) Uani 1 1 d . . . . .
H50A H 0.4089 0.4586 0.5896 0.073 Uiso 1 1 calc GR . . . .
H50B H 0.4002 0.3747 0.5874 0.073 Uiso 1 1 calc GR . . . .
H50C H 0.3573 0.4239 0.6130 0.073 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.49606(9) 0.94459(16) 0.58903(10) 0.0767(6) Uani 1 1 d . . . . .
Cl3 Cl 0.44793(13) 0.90997(16) 0.68781(11) 0.0873(8) Uani 1 1 d . . . . .
C51 C 0.4399(4) 0.9013(6) 0.6133(4) 0.070(2) Uani 1 1 d . . . . .
H51A H 0.4398 0.8505 0.6033 0.084 Uiso 1 1 calc R . . . .
H51B H 0.4027 0.9218 0.5944 0.084 Uiso 1 1 calc R . . . .
Cl4 Cl 0.38362(11) 0.26363(12) 0.48527(11) 0.0727(6) Uani 1 1 d . . . . .
Cl5 Cl 0.50459(12) 0.2185(2) 0.51657(14) 0.1018(8) Uani 1 1 d . U . . .
C52 C 0.4327(3) 0.1913(4) 0.4903(3) 0.0543(18) Uani 1 1 d . . . . .
H52A H 0.4222 0.1548 0.5155 0.065 Uiso 1 1 calc R . . . .
H52B H 0.4298 0.1699 0.4527 0.065 Uiso 1 1 calc R . . . .


_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 Cl1 2.4122(12) . ?
Ir1 N1 2.106(5) . ?
Ir1 C8 2.049(5) . ?
Ir1 C41 2.175(6) . ?
Ir1 C42 2.161(5) . ?
Ir1 C43 2.244(5) . ?
Ir1 C44 2.272(5) . ?
Ir1 C45 2.189(6) . ?
Br1 C30 1.908(6) . ?
Br2 C24 1.902(5) . ?
Br3 C38 1.905(5) . ?
Br4 C17 1.910(6) . ?
O1 C6 1.459(6) . ?
O1 C20 1.381(6) . ?
N1 C1 1.348(7) . ?
N1 C2 1.358(7) . ?
C1 C5 1.401(8) . ?
C1 C6 1.536(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.363(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.518(7) . ?
C6 C33 1.550(7) . ?
C7 C8 1.401(7) . ?
C7 C12 1.423(7) . ?
C8 C9 1.400(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.386(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.385(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(7) . ?
C12 C13 1.483(7) . ?
C13 C14 1.488(7) . ?
C13 C20 1.347(8) . ?
C14 C15 1.389(9) . ?
C14 C19 1.376(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(11) . ?
C17 C18 1.365(11) . ?
C18 H18 0.9300 . ?
C18 C19 1.396(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.475(8) . ?
C21 C22 1.391(7) . ?
C21 C26 1.393(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.385(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(8) . ?
C24 C25 1.374(8) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(8) . ?
C27 C32 1.396(8) . ?
C27 C33 1.488(7) . ?
C28 H28 0.9300 . ?
C28 C29 1.396(9) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(10) . ?
C30 C31 1.371(10) . ?
C31 H31 0.9300 . ?
C31 C32 1.377(9) . ?
C32 H32 0.9300 . ?
C33 C34 1.322(8) . ?
C34 H34 0.9300 . ?
C34 C35 1.480(7) . ?
C35 C36 1.373(8) . ?
C35 C40 1.394(9) . ?
C36 H36 0.9300 . ?
C36 C37 1.370(9) . ?
C37 H37 0.9300 . ?
C37 C38 1.370(9) . ?
C38 C39 1.370(9) . ?
C39 H39 0.9300 . ?
C39 C40 1.380(11) . ?
C40 H40 0.9300 . ?
C41 C42 1.435(8) . ?
C41 C45 1.424(9) . ?
C41 C46 1.502(8) . ?
C42 C43 1.458(8) . ?
C42 C47 1.492(8) . ?
C43 C44 1.398(9) . ?
C43 C48 1.504(8) . ?
C44 C45 1.446(9) . ?
C44 C49 1.501(9) . ?
C45 C50 1.499(8) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
Cl2 C51 1.736(9) . ?
Cl3 C51 1.754(9) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
Cl4 C52 1.752(8) . ?
Cl5 C52 1.740(8) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?

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
N1 Ir1 Cl1 83.92(12) . . ?
N1 Ir1 C41 147.6(2) . . ?
N1 Ir1 C42 159.7(2) . . ?
N1 Ir1 C43 121.15(19) . . ?
N1 Ir1 C44 101.3(2) . . ?
N1 Ir1 C45 111.8(2) . . ?
C8 Ir1 Cl1 85.19(14) . . ?
C8 Ir1 N1 86.39(19) . . ?
C8 Ir1 C41 96.9(2) . . ?
C8 Ir1 C42 113.6(2) . . ?
C8 Ir1 C43 151.9(2) . . ?
C8 Ir1 C44 152.5(2) . . ?
C8 Ir1 C45 114.8(2) . . ?
C41 Ir1 Cl1 128.46(16) . . ?
C41 Ir1 C43 63.4(2) . . ?
C41 Ir1 C44 62.7(2) . . ?
C41 Ir1 C45 38.1(2) . . ?
C42 Ir1 Cl1 93.63(16) . . ?
C42 Ir1 C41 38.6(2) . . ?
C42 Ir1 C43 38.6(2) . . ?
C42 Ir1 C44 62.9(2) . . ?
C42 Ir1 C45 64.4(2) . . ?
C43 Ir1 Cl1 91.94(16) . . ?
C43 Ir1 C44 36.1(2) . . ?
C44 Ir1 Cl1 121.70(16) . . ?
C45 Ir1 Cl1 154.42(16) . . ?
C45 Ir1 C43 62.8(2) . . ?
C45 Ir1 C44 37.8(2) . . ?
C20 O1 C6 117.5(4) . . ?
C1 N1 Ir1 127.7(3) . . ?
C1 N1 C2 118.0(5) . . ?
C2 N1 Ir1 114.1(4) . . ?
N1 C1 C5 120.5(5) . . ?
N1 C1 C6 119.1(5) . . ?
C5 C1 C6 120.3(5) . . ?
N1 C2 H2 118.3 . . ?
N1 C2 C3 123.5(5) . . ?
C3 C2 H2 118.3 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(5) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(5) . . ?
C5 C4 H4 120.5 . . ?
C1 C5 H5 119.8 . . ?
C4 C5 C1 120.4(5) . . ?
C4 C5 H5 119.8 . . ?
O1 C6 C1 101.3(4) . . ?
O1 C6 C7 109.7(4) . . ?
O1 C6 C33 104.7(4) . . ?
C1 C6 C33 110.7(4) . . ?
C7 C6 C1 114.1(4) . . ?
C7 C6 C33 115.0(4) . . ?
C8 C7 C6 122.0(5) . . ?
C8 C7 C12 121.1(5) . . ?
C12 C7 C6 116.9(4) . . ?
C7 C8 Ir1 125.0(4) . . ?
C9 C8 Ir1 118.3(4) . . ?
C9 C8 C7 116.6(5) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 C8 122.5(5) . . ?
C10 C9 H9 118.7 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.3(5) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.4(5) . . ?
C12 C11 H11 120.3 . . ?
C7 C12 C13 119.7(5) . . ?
C11 C12 C7 119.6(5) . . ?
C11 C12 C13 120.6(5) . . ?
C12 C13 C14 120.6(5) . . ?
C20 C13 C12 117.7(4) . . ?
C20 C13 C14 121.7(5) . . ?
C15 C14 C13 121.1(5) . . ?
C19 C14 C13 120.5(5) . . ?
C19 C14 C15 118.3(5) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(6) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.7 . . ?
C17 C16 C15 118.6(6) . . ?
C17 C16 H16 120.7 . . ?
C16 C17 Br4 119.0(5) . . ?
C18 C17 Br4 119.1(5) . . ?
C18 C17 C16 121.9(6) . . ?
C17 C18 H18 120.7 . . ?
C17 C18 C19 118.6(7) . . ?
C19 C18 H18 120.7 . . ?
C14 C19 C18 121.3(6) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
O1 C20 C21 111.2(4) . . ?
C13 C20 O1 119.4(5) . . ?
C13 C20 C21 129.4(5) . . ?
C22 C21 C20 122.8(5) . . ?
C22 C21 C26 118.9(5) . . ?
C26 C21 C20 118.2(5) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.7(5) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.9(5) . . ?
C24 C23 H23 120.6 . . ?
C23 C24 Br2 119.3(4) . . ?
C25 C24 Br2 119.3(4) . . ?
C25 C24 C23 121.4(5) . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.3(5) . . ?
C26 C25 H25 120.3 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.8(5) . . ?
C25 C26 H26 119.6 . . ?
C28 C27 C32 117.6(5) . . ?
C28 C27 C33 121.4(5) . . ?
C32 C27 C33 120.9(5) . . ?
C27 C28 H28 118.9 . . ?
C27 C28 C29 122.2(6) . . ?
C29 C28 H28 118.9 . . ?
C28 C29 H29 121.1 . . ?
C30 C29 C28 117.8(6) . . ?
C30 C29 H29 121.1 . . ?
C29 C30 Br1 118.6(5) . . ?
C29 C30 C31 122.0(6) . . ?
C31 C30 Br1 119.4(5) . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.6(6) . . ?
C32 C31 H31 120.2 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.7(6) . . ?
C31 C32 H32 119.7 . . ?
C27 C33 C6 114.3(4) . . ?
C34 C33 C6 119.8(5) . . ?
C34 C33 C27 125.4(5) . . ?
C33 C34 H34 114.8 . . ?
C33 C34 C35 130.4(5) . . ?
C35 C34 H34 114.8 . . ?
C36 C35 C34 118.2(5) . . ?
C36 C35 C40 116.2(6) . . ?
C40 C35 C34 125.5(5) . . ?
C35 C36 H36 118.2 . . ?
C37 C36 C35 123.6(6) . . ?
C37 C36 H36 118.2 . . ?
C36 C37 H37 120.8 . . ?
C38 C37 C36 118.5(6) . . ?
C38 C37 H37 120.8 . . ?
C37 C38 Br3 120.4(5) . . ?
C39 C38 Br3 119.2(5) . . ?
C39 C38 C37 120.4(6) . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.9(7) . . ?
C40 C39 H39 120.1 . . ?
C35 C40 H40 119.4 . . ?
C39 C40 C35 121.2(7) . . ?
C39 C40 H40 119.4 . . ?
C42 C41 Ir1 70.1(3) . . ?
C42 C41 C46 125.2(6) . . ?
C45 C41 Ir1 71.5(3) . . ?
C45 C41 C42 108.5(5) . . ?
C45 C41 C46 126.3(6) . . ?
C46 C41 Ir1 126.4(4) . . ?
C41 C42 Ir1 71.2(3) . . ?
C41 C42 C43 106.8(5) . . ?
C41 C42 C47 126.9(6) . . ?
C43 C42 Ir1 73.8(3) . . ?
C43 C42 C47 125.7(5) . . ?
C47 C42 Ir1 126.7(4) . . ?
C42 C43 Ir1 67.6(3) . . ?
C42 C43 C48 124.3(6) . . ?
C44 C43 Ir1 73.0(3) . . ?
C44 C43 C42 108.4(5) . . ?
C44 C43 C48 127.4(6) . . ?
C48 C43 Ir1 126.7(4) . . ?
C43 C44 Ir1 70.9(3) . . ?
C43 C44 C45 108.7(5) . . ?
C43 C44 C49 126.5(6) . . ?
C45 C44 Ir1 68.0(3) . . ?
C45 C44 C49 124.8(6) . . ?
C49 C44 Ir1 128.2(5) . . ?
C41 C45 Ir1 70.4(3) . . ?
C41 C45 C44 107.5(5) . . ?
C41 C45 C50 123.8(6) . . ?
C44 C45 Ir1 74.2(3) . . ?
C44 C45 C50 125.8(6) . . ?
C50 C45 Ir1 135.9(4) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C42 C47 H47A 109.5 . . ?
C42 C47 H47B 109.5 . . ?
C42 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C43 C48 H48A 109.5 . . ?
C43 C48 H48B 109.5 . . ?
C43 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
C44 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C45 C50 H50A 109.5 . . ?
C45 C50 H50B 109.5 . . ?
C45 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
Cl2 C51 Cl3 111.4(5) . . ?
Cl2 C51 H51A 109.3 . . ?
Cl2 C51 H51B 109.3 . . ?
Cl3 C51 H51A 109.3 . . ?
Cl3 C51 H51B 109.3 . . ?
H51A C51 H51B 108.0 . . ?
Cl4 C52 H52A 109.2 . . ?
Cl4 C52 H52B 109.2 . . ?
Cl5 C52 Cl4 111.9(5) . . ?
Cl5 C52 H52A 109.2 . . ?
Cl5 C52 H52B 109.2 . . ?
H52A C52 H52B 107.9 . . ?

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
Ir1 N1 C1 C5 -173.1(4) . . . . ?
Ir1 N1 C1 C6 9.9(7) . . . . ?
Ir1 N1 C2 C3 175.0(5) . . . . ?
Ir1 C8 C9 C10 178.1(4) . . . . ?
Ir1 C41 C42 C43 65.7(4) . . . . ?
Ir1 C41 C42 C47 -122.3(6) . . . . ?
Ir1 C41 C45 C44 -65.5(4) . . . . ?
Ir1 C41 C45 C50 132.8(6) . . . . ?
Ir1 C42 C43 C44 62.0(4) . . . . ?
Ir1 C42 C43 C48 -120.1(6) . . . . ?
Ir1 C43 C44 C45 57.6(4) . . . . ?
Ir1 C43 C44 C49 -123.9(7) . . . . ?
Ir1 C44 C45 C41 63.0(4) . . . . ?
Ir1 C44 C45 C50 -135.8(6) . . . . ?
Br1 C30 C31 C32 -178.2(6) . . . . ?
Br2 C24 C25 C26 179.8(4) . . . . ?
Br3 C38 C39 C40 179.5(7) . . . . ?
Br4 C17 C18 C19 178.7(5) . . . . ?
O1 C6 C7 C8 154.6(4) . . . . ?
O1 C6 C7 C12 -25.5(6) . . . . ?
O1 C6 C33 C27 -71.5(5) . . . . ?
O1 C6 C33 C34 101.1(5) . . . . ?
O1 C20 C21 C22 -145.5(5) . . . . ?
O1 C20 C21 C26 31.2(7) . . . . ?
N1 C1 C5 C4 -1.5(8) . . . . ?
N1 C1 C6 O1 -167.3(4) . . . . ?
N1 C1 C6 C7 -49.6(6) . . . . ?
N1 C1 C6 C33 82.1(6) . . . . ?
N1 C2 C3 C4 -0.9(9) . . . . ?
C1 N1 C2 C3 -0.3(8) . . . . ?
C1 C6 C7 C8 41.8(7) . . . . ?
C1 C6 C7 C12 -138.3(5) . . . . ?
C1 C6 C33 C27 36.9(6) . . . . ?
C1 C6 C33 C34 -150.5(5) . . . . ?
C2 N1 C1 C5 1.5(7) . . . . ?
C2 N1 C1 C6 -175.6(5) . . . . ?
C2 C3 C4 C5 0.9(8) . . . . ?
C3 C4 C5 C1 0.3(8) . . . . ?
C5 C1 C6 O1 15.6(6) . . . . ?
C5 C1 C6 C7 133.3(5) . . . . ?
C5 C1 C6 C33 -95.0(6) . . . . ?
C6 O1 C20 C13 -40.5(7) . . . . ?
C6 O1 C20 C21 141.6(4) . . . . ?
C6 C1 C5 C4 175.5(5) . . . . ?
C6 C7 C8 Ir1 6.0(7) . . . . ?
C6 C7 C8 C9 -173.5(5) . . . . ?
C6 C7 C12 C11 174.2(5) . . . . ?
C6 C7 C12 C13 -6.9(7) . . . . ?
C6 C33 C34 C35 -172.3(5) . . . . ?
C7 C6 C33 C27 168.1(4) . . . . ?
C7 C6 C33 C34 -19.3(7) . . . . ?
C7 C8 C9 C10 -2.4(8) . . . . ?
C7 C12 C13 C14 -161.6(5) . . . . ?
C7 C12 C13 C20 19.8(7) . . . . ?
C8 C7 C12 C11 -5.9(7) . . . . ?
C8 C7 C12 C13 173.1(5) . . . . ?
C8 C9 C10 C11 -2.6(9) . . . . ?
C9 C10 C11 C12 3.4(8) . . . . ?
C10 C11 C12 C7 0.8(8) . . . . ?
C10 C11 C12 C13 -178.2(5) . . . . ?
C11 C12 C13 C14 17.3(8) . . . . ?
C11 C12 C13 C20 -161.3(5) . . . . ?
C12 C7 C8 Ir1 -173.9(4) . . . . ?
C12 C7 C8 C9 6.6(7) . . . . ?
C12 C13 C14 C15 69.8(7) . . . . ?
C12 C13 C14 C19 -114.0(6) . . . . ?
C12 C13 C20 O1 3.7(8) . . . . ?
C12 C13 C20 C21 -178.8(5) . . . . ?
C13 C14 C15 C16 174.7(6) . . . . ?
C13 C14 C19 C18 -175.0(6) . . . . ?
C13 C20 C21 C22 36.8(9) . . . . ?
C13 C20 C21 C26 -146.5(6) . . . . ?
C14 C13 C20 O1 -174.9(5) . . . . ?
C14 C13 C20 C21 2.6(9) . . . . ?
C14 C15 C16 C17 0.3(10) . . . . ?
C15 C14 C19 C18 1.3(9) . . . . ?
C15 C16 C17 Br4 -179.1(5) . . . . ?
C15 C16 C17 C18 1.5(11) . . . . ?
C16 C17 C18 C19 -1.9(11) . . . . ?
C17 C18 C19 C14 0.4(10) . . . . ?
C19 C14 C15 C16 -1.6(9) . . . . ?
C20 O1 C6 C1 171.0(4) . . . . ?
C20 O1 C6 C7 50.1(5) . . . . ?
C20 O1 C6 C33 -73.8(5) . . . . ?
C20 C13 C14 C15 -111.6(7) . . . . ?
C20 C13 C14 C19 64.6(8) . . . . ?
C20 C21 C22 C23 175.8(5) . . . . ?
C20 C21 C26 C25 -176.7(5) . . . . ?
C21 C22 C23 C24 0.3(8) . . . . ?
C22 C21 C26 C25 0.1(8) . . . . ?
C22 C23 C24 Br2 179.4(4) . . . . ?
C22 C23 C24 C25 1.1(8) . . . . ?
C23 C24 C25 C26 -1.8(9) . . . . ?
C24 C25 C26 C21 1.2(9) . . . . ?
C26 C21 C22 C23 -0.9(8) . . . . ?
C27 C28 C29 C30 -0.8(11) . . . . ?
C27 C33 C34 C35 -0.6(10) . . . . ?
C28 C27 C32 C31 -2.7(10) . . . . ?
C28 C27 C33 C6 -89.6(7) . . . . ?
C28 C27 C33 C34 98.3(7) . . . . ?
C28 C29 C30 Br1 178.8(5) . . . . ?
C28 C29 C30 C31 -2.4(11) . . . . ?
C29 C30 C31 C32 3.0(12) . . . . ?
C30 C31 C32 C27 -0.3(11) . . . . ?
C32 C27 C28 C29 3.2(10) . . . . ?
C32 C27 C33 C6 85.9(6) . . . . ?
C32 C27 C33 C34 -86.3(8) . . . . ?
C33 C6 C7 C8 -87.8(6) . . . . ?
C33 C6 C7 C12 92.2(5) . . . . ?
C33 C27 C28 C29 178.8(6) . . . . ?
C33 C27 C32 C31 -178.3(6) . . . . ?
C33 C34 C35 C36 -173.9(6) . . . . ?
C33 C34 C35 C40 10.4(11) . . . . ?
C34 C35 C36 C37 178.5(7) . . . . ?
C34 C35 C40 C39 -179.2(8) . . . . ?
C35 C36 C37 C38 1.4(12) . . . . ?
C36 C35 C40 C39 4.9(13) . . . . ?
C36 C37 C38 Br3 -179.9(6) . . . . ?
C36 C37 C38 C39 3.3(12) . . . . ?
C37 C38 C39 C40 -3.7(13) . . . . ?
C38 C39 C40 C35 -0.6(15) . . . . ?
C40 C35 C36 C37 -5.4(11) . . . . ?
C41 C42 C43 Ir1 -64.0(4) . . . . ?
C41 C42 C43 C44 -2.0(6) . . . . ?
C41 C42 C43 C48 175.9(6) . . . . ?
C42 C41 C45 Ir1 60.7(4) . . . . ?
C42 C41 C45 C44 -4.8(6) . . . . ?
C42 C41 C45 C50 -166.5(5) . . . . ?
C42 C43 C44 Ir1 -58.6(4) . . . . ?
C42 C43 C44 C45 -1.0(7) . . . . ?
C42 C43 C44 C49 177.5(6) . . . . ?
C43 C44 C45 Ir1 -59.4(4) . . . . ?
C43 C44 C45 C41 3.6(7) . . . . ?
C43 C44 C45 C50 164.8(6) . . . . ?
C45 C41 C42 Ir1 -61.5(4) . . . . ?
C45 C41 C42 C43 4.2(6) . . . . ?
C45 C41 C42 C47 176.2(6) . . . . ?
C46 C41 C42 Ir1 121.2(6) . . . . ?
C46 C41 C42 C43 -173.1(5) . . . . ?
C46 C41 C42 C47 -1.1(9) . . . . ?
C46 C41 C45 Ir1 -122.1(6) . . . . ?
C46 C41 C45 C44 172.4(6) . . . . ?
C46 C41 C45 C50 10.8(9) . . . . ?
C47 C42 C43 Ir1 123.9(6) . . . . ?
C47 C42 C43 C44 -174.1(6) . . . . ?
C47 C42 C43 C48 3.8(9) . . . . ?
C48 C43 C44 Ir1 123.6(6) . . . . ?
C48 C43 C44 C45 -178.8(6) . . . . ?
C48 C43 C44 C49 -0.3(10) . . . . ?
C49 C44 C45 Ir1 122.1(6) . . . . ?
C49 C44 C45 C41 -174.9(6) . . . . ?
C49 C44 C45 C50 -13.7(10) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-03-22
_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 2.437
_oxdiff_exptl_absorpt_empirical_full_min 0.785
####################################################################### 
# 
# 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_a161008b
_database_code_depnum_ccdc_archive 'CCDC 1589486'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-11-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Ir N O'
_chemical_formula_sum            'C36 H32 Ir N O'
_chemical_formula_weight         686.82
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   17.5282(5)
_cell_length_b                   11.5480(3)
_cell_length_c                   13.7850(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2790.31(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10398
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      28.9930
_cell_measurement_theta_min      3.8700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.815
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23163
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         3.271
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_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      0.00  84.00   1.00    2.36    --   11.08  77.00  90.00   84
  2  ω     44.00  96.00   1.00    2.36    --   11.08 178.00  90.00   52
  3  ω     -9.00  83.00   1.00    2.36    --   11.08  38.00-120.00   92
  4  ω    -19.00  16.00   1.00    2.36    --  -11.24 -99.00   0.00   35
  5  ω     36.00  61.00   1.00    2.36    --   11.08-178.00   0.00   25
  6  ω     72.00  98.00   1.00    2.36    --   11.08-178.00   0.00   26
  7  ω    -45.00  17.00   1.00    2.36    --   11.08 -38.00 -90.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0171513000
_diffrn_orient_matrix_UB_12      0.0338970000
_diffrn_orient_matrix_UB_13      0.0369606000
_diffrn_orient_matrix_UB_21      -0.0313214000
_diffrn_orient_matrix_UB_22      0.0117234000
_diffrn_orient_matrix_UB_23      -0.0310656000
_diffrn_orient_matrix_UB_31      -0.0190247000
_diffrn_orient_matrix_UB_32      -0.0498493000
_diffrn_orient_matrix_UB_33      0.0178279000
_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         0.746
_reflns_Friedel_fraction_full    0.817
_reflns_Friedel_fraction_max     0.817
_reflns_number_gt                4128
_reflns_number_total             4480
_reflns_odcompleteness_completeness 99.63
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.785
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 
;
 Flack x determined using 1642 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.038(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         4480
_refine_ls_number_restraints     115
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0233
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0130P)²+2.5775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0469
_refine_ls_wR_factor_ref         0.0490
_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. Uiso/Uaniso restraints and constraints
C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20: within 2A with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(C28) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C7) \\sim Ueq,
Uanis(C12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C22) \\sim Ueq: with sigma of 0.005 and
sigma for terminal atoms of 0.002
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25),
  C26(H26)
3.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C), C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.15294(2) 0.13965(2) 0.80034(4) 0.01045(8) Uani 1 1 d . . . . .
O1 O -0.0683(3) 0.1797(5) 0.7092(4) 0.0294(13) Uani 1 1 d . . . . .
N1 N 0.1157(3) 0.2242(5) 0.6751(4) 0.0156(13) Uani 1 1 d . . . . .
C1 C 0.0452(4) 0.2713(6) 0.6700(6) 0.0163(18) Uani 1 1 d . . . . .
C2 C 0.1629(4) 0.2391(6) 0.5988(5) 0.0175(16) Uani 1 1 d . . . . .
H2 H 0.2112 0.2060 0.6013 0.021 Uiso 1 1 calc R . . . .
C3 C 0.1428(5) 0.3014(6) 0.5173(6) 0.0230(18) Uani 1 1 d . . . . .
H3 H 0.1764 0.3088 0.4654 0.028 Uiso 1 1 calc R . . . .
C4 C 0.0718(5) 0.3523(6) 0.5145(6) 0.0266(19) Uani 1 1 d . . . . .
H4 H 0.0573 0.3973 0.4617 0.032 Uiso 1 1 calc R . . . .
C5 C 0.0226(7) 0.3356(8) 0.5911(8) 0.025(2) Uani 1 1 d . . . . .
H5 H -0.0260 0.3679 0.5895 0.029 Uiso 1 1 calc R . . . .
C6 C -0.0157(5) 0.2381(7) 0.7431(6) 0.019(2) Uani 1 1 d . U . . .
C7 C -0.0206(5) 0.2814(7) 0.8435(6) 0.017(2) Uani 1 1 d . U . . .
C8 C 0.0443(4) 0.3110(6) 0.8988(6) 0.0147(18) Uani 1 1 d . U . . .
C9 C 0.0322(6) 0.3474(7) 0.9949(8) 0.017(2) Uani 1 1 d . U . . .
H9 H 0.0740 0.3668 1.0332 0.021 Uiso 1 1 calc R . . . .
C10 C -0.0407(5) 0.3551(6) 1.0338(6) 0.0237(18) Uani 1 1 d . U . . .
H10 H -0.0471 0.3789 1.0977 0.028 Uiso 1 1 calc R . . . .
C11 C -0.1036(5) 0.3279(6) 0.9785(6) 0.0268(19) Uani 1 1 d . U . . .
H11 H -0.1524 0.3341 1.0044 0.032 Uiso 1 1 calc R . . . .
C12 C -0.0933(4) 0.2915(6) 0.8846(6) 0.0211(17) Uani 1 1 d . U . . .
H12 H -0.1358 0.2730 0.8473 0.025 Uiso 1 1 calc R . . . .
C13 C 0.1216(4) 0.2955(6) 0.8601(5) 0.0134(15) Uani 1 1 d . . . . .
C14 C 0.1725(4) 0.3843(6) 0.8561(5) 0.0128(15) Uani 1 1 d . U . . .
C15 C 0.1584(5) 0.5041(7) 0.8913(7) 0.0333(10) Uani 1 1 d . U . . .
C16 C 0.1090(5) 0.5779(7) 0.8405(6) 0.0347(10) Uani 1 1 d . U . . .
H16 H 0.0850 0.5508 0.7847 0.042 Uiso 1 1 calc R . . . .
C17 C 0.0952(5) 0.6897(7) 0.8712(7) 0.0362(10) Uani 1 1 d . U . . .
H17 H 0.0626 0.7379 0.8366 0.043 Uiso 1 1 calc R . . . .
C18 C 0.1300(5) 0.7276(7) 0.9525(7) 0.0363(10) Uani 1 1 d . U . . .
H18 H 0.1207 0.8027 0.9737 0.044 Uiso 1 1 calc R . . . .
C19 C 0.1785(5) 0.6586(7) 1.0047(7) 0.0361(10) Uani 1 1 d . U . . .
H19 H 0.2020 0.6869 1.0604 0.043 Uiso 1 1 calc R . . . .
C20 C 0.1925(5) 0.5455(7) 0.9735(7) 0.0348(10) Uani 1 1 d . U . . .
H20 H 0.2252 0.4981 1.0088 0.042 Uiso 1 1 calc R . . . .
C21 C 0.2456(3) 0.3532(5) 0.8121(10) 0.0143(18) Uani 1 1 d . U . . .
C22 C 0.2513(3) 0.2342(5) 0.7866(6) 0.0135(17) Uani 1 1 d . U . . .
C23 C 0.3211(4) 0.1980(6) 0.7484(5) 0.0188(17) Uani 1 1 d . . . . .
H23 H 0.3269 0.1210 0.7303 0.023 Uiso 1 1 calc R . . . .
C24 C 0.3825(4) 0.2739(6) 0.7365(5) 0.0176(16) Uani 1 1 d . . . . .
H24 H 0.4287 0.2462 0.7127 0.021 Uiso 1 1 calc R . . . .
C25 C 0.3753(4) 0.3896(6) 0.7598(5) 0.0211(17) Uani 1 1 d . . . . .
H25 H 0.4156 0.4405 0.7499 0.025 Uiso 1 1 calc R . . . .
C26 C 0.3065(3) 0.4291(5) 0.7986(10) 0.0202(13) Uani 1 1 d . . . . .
H26 H 0.3012 0.5067 0.8155 0.024 Uiso 1 1 calc R . . . .
C27 C 0.1859(4) -0.0472(5) 0.7776(5) 0.0121(18) Uani 1 1 d . U . . .
C28 C 0.1045(4) -0.0382(6) 0.7657(5) 0.0169(18) Uani 1 1 d . U . . .
C29 C 0.0722(5) 0.0004(6) 0.8549(6) 0.0162(17) Uani 1 1 d . . . . .
C30 C 0.1333(4) 0.0237(6) 0.9215(5) 0.0157(16) Uani 1 1 d . . . . .
C31 C 0.2031(4) -0.0083(6) 0.8746(5) 0.0126(15) Uani 1 1 d . . . . .
C32 C 0.0628(4) -0.0657(6) 0.6742(5) 0.0237(18) Uani 1 1 d . . . . .
H32A H 0.0129 -0.0315 0.6762 0.036 Uiso 1 1 calc GR . . . .
H32B H 0.0581 -0.1482 0.6675 0.036 Uiso 1 1 calc GR . . . .
H32C H 0.0906 -0.0352 0.6198 0.036 Uiso 1 1 calc GR . . . .
C33 C -0.0115(4) -0.0003(6) 0.8825(6) 0.0224(17) Uani 1 1 d . U . . .
H33A H -0.0213 0.0607 0.9281 0.034 Uiso 1 1 calc GR . . . .
H33B H -0.0242 -0.0735 0.9114 0.034 Uiso 1 1 calc GR . . . .
H33C H -0.0421 0.0113 0.8255 0.034 Uiso 1 1 calc GR . . . .
C34 C 0.1246(5) 0.0584(6) 1.0254(5) 0.0222(17) Uani 1 1 d . . . . .
H34A H 0.1697 0.0984 1.0464 0.033 Uiso 1 1 calc GR . . . .
H34B H 0.1172 -0.0094 1.0645 0.033 Uiso 1 1 calc GR . . . .
H34C H 0.0812 0.1087 1.0319 0.033 Uiso 1 1 calc GR . . . .
C35 C 0.2804(4) -0.0149(6) 0.9220(5) 0.0196(17) Uani 1 1 d . . . . .
H35A H 0.3193 -0.0006 0.8745 0.029 Uiso 1 1 calc GR . . . .
H35B H 0.2875 -0.0906 0.9494 0.029 Uiso 1 1 calc GR . . . .
H35C H 0.2837 0.0422 0.9725 0.029 Uiso 1 1 calc GR . . . .
C36 C 0.2393(5) -0.1047(6) 0.7076(6) 0.0254(18) Uani 1 1 d . . . . .
H36A H 0.2255 -0.0838 0.6425 0.038 Uiso 1 1 calc GR . . . .
H36B H 0.2360 -0.1872 0.7151 0.038 Uiso 1 1 calc GR . . . .
H36C H 0.2906 -0.0798 0.7205 0.038 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 N1 2.088(6) . ?
Ir1 C13 2.054(7) . ?
Ir1 C22 2.049(6) . ?
Ir1 C27 2.256(6) . ?
Ir1 C28 2.274(7) . ?
Ir1 C29 2.270(8) . ?
Ir1 C30 2.168(7) . ?
Ir1 C31 2.177(7) . ?
O1 C6 1.234(10) . ?
N1 C1 1.352(9) . ?
N1 C2 1.349(9) . ?
C1 C5 1.375(12) . ?
C1 C6 1.517(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(15) . ?
C5 H5 0.9300 . ?
C6 C7 1.475(10) . ?
C7 C8 1.411(12) . ?
C7 C12 1.400(12) . ?
C8 C9 1.406(14) . ?
C8 C13 1.466(10) . ?
C9 H9 0.9300 . ?
C9 C10 1.389(13) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(12) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.361(10) . ?
C14 C15 1.488(10) . ?
C14 C21 1.461(10) . ?
C15 C16 1.403(12) . ?
C15 C20 1.367(12) . ?
C16 H16 0.9300 . ?
C16 C17 1.380(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.348(12) . ?
C18 H18 0.9300 . ?
C18 C19 1.370(13) . ?
C19 H19 0.9300 . ?
C19 C20 1.397(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.422(9) . ?
C21 C26 1.395(8) . ?
C22 C23 1.396(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.398(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.395(11) . ?
C26 H26 0.9300 . ?
C27 C28 1.440(10) . ?
C27 C31 1.443(10) . ?
C27 C36 1.499(10) . ?
C28 C29 1.426(9) . ?
C28 C32 1.492(10) . ?
C29 C30 1.437(10) . ?
C29 C33 1.516(11) . ?
C30 C31 1.433(10) . ?
C30 C34 1.494(10) . ?
C31 C35 1.507(10) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

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
N1 Ir1 C27 114.4(2) . . ?
N1 Ir1 C28 97.6(2) . . ?
N1 Ir1 C29 114.2(3) . . ?
N1 Ir1 C30 151.2(3) . . ?
N1 Ir1 C31 151.9(2) . . ?
C13 Ir1 N1 80.7(2) . . ?
C13 Ir1 C27 164.2(3) . . ?
C13 Ir1 C28 140.9(3) . . ?
C13 Ir1 C29 108.7(3) . . ?
C13 Ir1 C30 100.9(3) . . ?
C13 Ir1 C31 127.4(3) . . ?
C22 Ir1 N1 86.4(3) . . ?
C22 Ir1 C13 78.2(3) . . ?
C22 Ir1 C27 106.4(2) . . ?
C22 Ir1 C28 140.9(3) . . ?
C22 Ir1 C29 158.8(3) . . ?
C22 Ir1 C30 122.2(3) . . ?
C22 Ir1 C31 97.0(3) . . ?
C27 Ir1 C28 37.1(3) . . ?
C27 Ir1 C29 61.8(3) . . ?
C28 Ir1 C29 36.6(2) . . ?
C30 Ir1 C27 63.7(2) . . ?
C30 Ir1 C28 62.9(3) . . ?
C30 Ir1 C29 37.7(3) . . ?
C30 Ir1 C31 38.5(3) . . ?
C31 Ir1 C27 37.9(3) . . ?
C31 Ir1 C28 62.7(3) . . ?
C31 Ir1 C29 62.6(3) . . ?
C1 N1 Ir1 121.1(5) . . ?
C2 N1 Ir1 120.8(5) . . ?
C2 N1 C1 118.0(6) . . ?
N1 C1 C5 121.4(9) . . ?
N1 C1 C6 120.5(7) . . ?
C5 C1 C6 117.3(8) . . ?
N1 C2 H2 118.5 . . ?
N1 C2 C3 123.0(7) . . ?
C3 C2 H2 118.5 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(7) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(8) . . ?
C5 C4 H4 120.5 . . ?
C1 C5 C4 120.1(10) . . ?
C1 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
O1 C6 C1 114.4(7) . . ?
O1 C6 C7 119.8(9) . . ?
C7 C6 C1 125.4(8) . . ?
C8 C7 C6 122.8(9) . . ?
C12 C7 C6 117.5(9) . . ?
C12 C7 C8 119.7(7) . . ?
C7 C8 C13 121.3(7) . . ?
C9 C8 C7 117.4(8) . . ?
C9 C8 C13 121.2(8) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.4(10) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(8) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.1(8) . . ?
C12 C11 H11 120.4 . . ?
C7 C12 H12 119.1 . . ?
C11 C12 C7 121.8(8) . . ?
C11 C12 H12 119.1 . . ?
C8 C13 Ir1 120.0(5) . . ?
C14 C13 Ir1 117.9(5) . . ?
C14 C13 C8 121.9(6) . . ?
C13 C14 C15 125.3(7) . . ?
C13 C14 C21 114.0(6) . . ?
C21 C14 C15 120.7(6) . . ?
C16 C15 C14 120.3(8) . . ?
C20 C15 C14 121.5(8) . . ?
C20 C15 C16 118.2(8) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.5(9) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.7(9) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 H18 119.0 . . ?
C17 C18 C19 121.9(8) . . ?
C19 C18 H18 119.0 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(9) . . ?
C20 C19 H19 120.3 . . ?
C15 C20 C19 120.3(9) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C14 113.7(5) . . ?
C26 C21 C14 124.9(7) . . ?
C26 C21 C22 121.4(7) . . ?
C21 C22 Ir1 115.6(5) . . ?
C23 C22 Ir1 127.8(5) . . ?
C23 C22 C21 116.4(6) . . ?
C22 C23 H23 118.9 . . ?
C22 C23 C24 122.1(7) . . ?
C24 C23 H23 118.9 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(7) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.5 . . ?
C24 C25 C26 119.0(7) . . ?
C26 C25 H25 120.5 . . ?
C21 C26 H26 119.7 . . ?
C25 C26 C21 120.5(7) . . ?
C25 C26 H26 119.7 . . ?
C28 C27 Ir1 72.2(4) . . ?
C28 C27 C31 106.9(6) . . ?
C28 C27 C36 125.2(6) . . ?
C31 C27 Ir1 68.1(4) . . ?
C31 C27 C36 127.1(6) . . ?
C36 C27 Ir1 132.2(5) . . ?
C27 C28 Ir1 70.8(4) . . ?
C27 C28 C32 124.5(7) . . ?
C29 C28 Ir1 71.6(4) . . ?
C29 C28 C27 108.5(6) . . ?
C29 C28 C32 127.0(7) . . ?
C32 C28 Ir1 123.6(5) . . ?
C28 C29 Ir1 71.8(5) . . ?
C28 C29 C30 108.3(6) . . ?
C28 C29 C33 126.8(7) . . ?
C30 C29 Ir1 67.3(4) . . ?
C30 C29 C33 124.2(7) . . ?
C33 C29 Ir1 133.7(5) . . ?
C29 C30 Ir1 75.0(4) . . ?
C29 C30 C34 125.9(7) . . ?
C31 C30 Ir1 71.1(4) . . ?
C31 C30 C29 107.4(6) . . ?
C31 C30 C34 126.1(7) . . ?
C34 C30 Ir1 126.1(5) . . ?
C27 C31 Ir1 74.0(4) . . ?
C27 C31 C35 125.1(7) . . ?
C30 C31 Ir1 70.4(4) . . ?
C30 C31 C27 108.7(6) . . ?
C30 C31 C35 125.8(7) . . ?
C35 C31 Ir1 127.4(5) . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C27 C36 H36A 109.5 . . ?
C27 C36 H36B 109.5 . . ?
C27 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C1 C5 174.3(7) . . . . ?
Ir1 N1 C1 C6 -16.0(9) . . . . ?
Ir1 N1 C2 C3 -175.3(5) . . . . ?
Ir1 C13 C14 C15 177.0(6) . . . . ?
Ir1 C13 C14 C21 -2.6(9) . . . . ?
Ir1 C22 C23 C24 175.2(5) . . . . ?
Ir1 C27 C28 C29 -62.0(5) . . . . ?
Ir1 C27 C28 C32 118.1(7) . . . . ?
Ir1 C27 C31 C30 62.3(5) . . . . ?
Ir1 C27 C31 C35 -124.8(7) . . . . ?
Ir1 C28 C29 C30 -57.6(5) . . . . ?
Ir1 C28 C29 C33 131.5(7) . . . . ?
Ir1 C29 C30 C31 -64.1(5) . . . . ?
Ir1 C29 C30 C34 124.0(7) . . . . ?
Ir1 C30 C31 C27 -64.6(5) . . . . ?
Ir1 C30 C31 C35 122.6(7) . . . . ?
O1 C6 C7 C8 156.7(8) . . . . ?
O1 C6 C7 C12 -22.6(10) . . . . ?
N1 C1 C5 C4 0.7(13) . . . . ?
N1 C1 C6 O1 -110.3(8) . . . . ?
N1 C1 C6 C7 77.4(10) . . . . ?
N1 C2 C3 C4 1.2(11) . . . . ?
C1 N1 C2 C3 1.0(10) . . . . ?
C1 C6 C7 C8 -31.5(11) . . . . ?
C1 C6 C7 C12 149.2(8) . . . . ?
C2 N1 C1 C5 -2.0(11) . . . . ?
C2 N1 C1 C6 167.7(7) . . . . ?
C2 C3 C4 C5 -2.5(12) . . . . ?
C3 C4 C5 C1 1.6(13) . . . . ?
C5 C1 C6 O1 59.7(11) . . . . ?
C5 C1 C6 C7 -112.5(10) . . . . ?
C6 C1 C5 C4 -169.3(8) . . . . ?
C6 C7 C8 C9 -177.9(7) . . . . ?
C6 C7 C8 C13 -2.7(11) . . . . ?
C6 C7 C12 C11 178.2(7) . . . . ?
C7 C8 C9 C10 -0.7(11) . . . . ?
C7 C8 C13 Ir1 -50.3(9) . . . . ?
C7 C8 C13 C14 124.9(8) . . . . ?
C8 C7 C12 C11 -1.1(11) . . . . ?
C8 C9 C10 C11 -0.5(12) . . . . ?
C8 C13 C14 C15 1.7(11) . . . . ?
C8 C13 C14 C21 -177.9(8) . . . . ?
C9 C8 C13 Ir1 124.6(7) . . . . ?
C9 C8 C13 C14 -60.1(10) . . . . ?
C9 C10 C11 C12 0.9(11) . . . . ?
C10 C11 C12 C7 0.0(11) . . . . ?
C12 C7 C8 C9 1.4(11) . . . . ?
C12 C7 C8 C13 176.6(7) . . . . ?
C13 C8 C9 C10 -175.8(7) . . . . ?
C13 C14 C15 C16 -71.9(11) . . . . ?
C13 C14 C15 C20 107.9(10) . . . . ?
C13 C14 C21 C22 -3.3(12) . . . . ?
C13 C14 C21 C26 179.1(10) . . . . ?
C14 C15 C16 C17 -179.6(7) . . . . ?
C14 C15 C20 C19 179.7(8) . . . . ?
C14 C21 C22 Ir1 7.6(12) . . . . ?
C14 C21 C22 C23 -177.2(8) . . . . ?
C14 C21 C26 C25 177.1(10) . . . . ?
C15 C14 C21 C22 177.1(8) . . . . ?
C15 C14 C21 C26 -0.6(16) . . . . ?
C15 C16 C17 C18 -0.4(13) . . . . ?
C16 C15 C20 C19 -0.5(13) . . . . ?
C16 C17 C18 C19 0.3(13) . . . . ?
C17 C18 C19 C20 -0.2(14) . . . . ?
C18 C19 C20 C15 0.4(13) . . . . ?
C20 C15 C16 C17 0.6(13) . . . . ?
C21 C14 C15 C16 107.7(10) . . . . ?
C21 C14 C15 C20 -72.5(11) . . . . ?
C21 C22 C23 C24 0.6(12) . . . . ?
C22 C21 C26 C25 -0.4(18) . . . . ?
C22 C23 C24 C25 -2.0(11) . . . . ?
C23 C24 C25 C26 2.1(12) . . . . ?
C24 C25 C26 C21 -1.0(16) . . . . ?
C26 C21 C22 Ir1 -174.7(9) . . . . ?
C26 C21 C22 C23 0.6(15) . . . . ?
C27 C28 C29 Ir1 61.5(5) . . . . ?
C27 C28 C29 C30 3.9(8) . . . . ?
C27 C28 C29 C33 -167.0(6) . . . . ?
C28 C27 C31 Ir1 -62.1(5) . . . . ?
C28 C27 C31 C30 0.2(8) . . . . ?
C28 C27 C31 C35 173.1(6) . . . . ?
C28 C29 C30 Ir1 60.4(5) . . . . ?
C28 C29 C30 C31 -3.8(8) . . . . ?
C28 C29 C30 C34 -175.7(7) . . . . ?
C29 C30 C31 Ir1 66.8(5) . . . . ?
C29 C30 C31 C27 2.2(8) . . . . ?
C29 C30 C31 C35 -170.6(6) . . . . ?
C31 C27 C28 Ir1 59.5(4) . . . . ?
C31 C27 C28 C29 -2.6(8) . . . . ?
C31 C27 C28 C32 177.6(7) . . . . ?
C32 C28 C29 Ir1 -118.6(8) . . . . ?
C32 C28 C29 C30 -176.2(7) . . . . ?
C32 C28 C29 C33 12.9(12) . . . . ?
C33 C29 C30 Ir1 -128.4(7) . . . . ?
C33 C29 C30 C31 167.5(6) . . . . ?
C33 C29 C30 C34 -4.4(11) . . . . ?
C34 C30 C31 Ir1 -121.4(7) . . . . ?
C34 C30 C31 C27 174.1(6) . . . . ?
C34 C30 C31 C35 1.2(11) . . . . ?
C36 C27 C28 Ir1 -129.6(7) . . . . ?
C36 C27 C28 C29 168.4(7) . . . . ?
C36 C27 C28 C32 -11.5(11) . . . . ?
C36 C27 C31 Ir1 127.2(7) . . . . ?
C36 C27 C31 C30 -170.5(7) . . . . ?
C36 C27 C31 C35 2.4(11) . . . . ?

_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 1.644
_oxdiff_exptl_absorpt_empirical_full_min 0.785
####################################################################### 
# 
# 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_a170414a
_database_code_depnum_ccdc_archive 'CCDC 1589489'
_audit_update_record             
;
2017-12-06 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H38 Ir N O2'
_chemical_formula_sum            'C38 H38 Ir N O2'
_chemical_formula_weight         732.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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/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                   10.6814(5)
_cell_length_b                   15.2053(7)
_cell_length_c                   18.9380(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.078(4)
_cell_angle_gamma                90
_cell_volume                     3018.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6047
_cell_measurement_temperature    143.2(3)
_cell_measurement_theta_max      28.9290
_cell_measurement_theta_min      3.5870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.459
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13794
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         3.462
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      143.2(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_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      4.00  51.00   1.00   21.88    --   11.08 -99.00 120.00   47
  2  ω      7.00  73.00   1.00   21.88    --   11.08  38.00 -90.00   66
  3  ω    -18.00  17.00   1.00   21.88    --  -11.24 -99.00 -90.00   35
  4  ω    -63.00  -6.00   1.00   21.88    --   11.08 -38.00  90.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0312467000
_diffrn_orient_matrix_UB_12      -0.0413330000
_diffrn_orient_matrix_UB_13      0.0045755000
_diffrn_orient_matrix_UB_21      -0.0598388000
_diffrn_orient_matrix_UB_22      -0.0215862000
_diffrn_orient_matrix_UB_23      -0.0089545000
_diffrn_orient_matrix_UB_31      0.0049093000
_diffrn_orient_matrix_UB_32      0.0000991000
_diffrn_orient_matrix_UB_33      -0.0368258000
_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                4415
_reflns_number_total             5309
_reflns_odcompleteness_completeness 99.70
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.464
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         5309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0306
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0222P)²+0.6223P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0576
_refine_ls_wR_factor_ref         0.0616
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C30(H30), C12(H12), C19(H19), C33(H33), C34(H34), C29(H29),
 C15(H15), C37(H37), C20(H20), C21(H21), C13(H13), C22(H22), C36(H36), C14(H14)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C),
 C7(H7A,H7B,H7C), C31(H31A,H31B,H31C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.68486(2) 0.37189(2) 0.82195(2) 0.01656(7) Uani 1 1 d . . . . .
N1 N 0.7180(3) 0.4990(2) 0.78582(17) 0.0188(8) Uani 1 1 d . . . . .
C23 C 0.5148(4) 0.3886(3) 0.7480(2) 0.0177(10) Uani 1 1 d . . . . .
C1 C 0.7733(4) 0.2610(3) 0.8884(2) 0.0233(11) Uani 1 1 d . . . . .
C5 C 0.6448(4) 0.2732(3) 0.8984(2) 0.0197(10) Uani 1 1 d . . . . .
C24 C 0.5156(4) 0.3634(3) 0.6789(2) 0.0182(10) Uani 1 1 d . . . . .
C26 C 0.7323(4) 0.3240(3) 0.7302(2) 0.0176(10) Uani 1 1 d . . . . .
C4 C 0.6382(4) 0.3563(3) 0.9338(2) 0.0222(11) Uani 1 1 d . . . . .
O1 O 1.0014(3) 0.2364(2) 0.66093(16) 0.0330(8) Uani 1 1 d . . . . .
C25 C 0.6359(4) 0.3250(3) 0.6673(2) 0.0184(10) Uani 1 1 d . . . . .
C2 C 0.8437(5) 0.3388(3) 0.9135(2) 0.0267(11) Uani 1 1 d . . . . .
O2 O 0.1161(3) 0.4307(2) 0.44034(16) 0.0379(9) Uani 1 1 d . . . . .
C18 C 0.4017(4) 0.4333(3) 0.7664(2) 0.0172(10) Uani 1 1 d . . . . .
C3 C 0.7592(5) 0.3958(3) 0.9412(2) 0.0267(11) Uani 1 1 d . . . . .
C11 C 0.6400(4) 0.5677(3) 0.7932(2) 0.0216(10) Uani 1 1 d . . . . .
C32 C 0.4120(4) 0.3811(3) 0.6150(2) 0.0191(10) Uani 1 1 d . . . . .
C27 C 0.8528(4) 0.2950(3) 0.7234(2) 0.0211(10) Uani 1 1 d . . . . .
H27 H 0.9188 0.2962 0.7633 0.025 Uiso 1 1 calc R . . . .
C28 C 0.8769(4) 0.2642(3) 0.6581(2) 0.0247(11) Uani 1 1 d . . . . .
C30 C 0.6621(4) 0.2956(3) 0.6023(2) 0.0230(11) Uani 1 1 d . . . . .
H30 H 0.5981 0.2971 0.5614 0.028 Uiso 1 1 calc R . . . .
C12 C 0.8166(4) 0.5136(3) 0.7524(2) 0.0251(11) Uani 1 1 d . . . . .
H12 H 0.8714 0.4672 0.7482 0.030 Uiso 1 1 calc R . . . .
C19 C 0.2799(4) 0.3971(3) 0.7452(2) 0.0237(11) Uani 1 1 d . . . . .
H19 H 0.2712 0.3442 0.7201 0.028 Uiso 1 1 calc R . . . .
C17 C 0.4120(4) 0.5130(3) 0.8053(2) 0.0200(10) Uani 1 1 d . . . . .
C33 C 0.3442(4) 0.3148(3) 0.5742(2) 0.0268(11) Uani 1 1 d . . . . .
H33 H 0.3635 0.2565 0.5867 0.032 Uiso 1 1 calc R . . . .
C9 C 0.5245(5) 0.3853(3) 0.9645(3) 0.0360(13) Uani 1 1 d . . . . .
H9A H 0.5409 0.4422 0.9861 0.054 Uiso 1 1 calc GR . . . .
H9B H 0.5097 0.3438 1.0002 0.054 Uiso 1 1 calc GR . . . .
H9C H 0.4506 0.3882 0.9266 0.054 Uiso 1 1 calc GR . . . .
C16 C 0.5380(4) 0.5559(3) 0.8372(2) 0.0228(11) Uani 1 1 d . . . . .
H16A H 0.5189 0.6138 0.8540 0.027 Uiso 1 1 calc R . . . .
H16B H 0.5754 0.5221 0.8795 0.027 Uiso 1 1 calc R . . . .
C6 C 0.8257(5) 0.1774(3) 0.8638(3) 0.0387(14) Uani 1 1 d . . . . .
H6A H 0.7614 0.1492 0.8287 0.058 Uiso 1 1 calc GR . . . .
H6B H 0.8508 0.1390 0.9043 0.058 Uiso 1 1 calc GR . . . .
H6C H 0.8985 0.1905 0.8428 0.058 Uiso 1 1 calc GR . . . .
C34 C 0.2490(5) 0.3325(3) 0.5154(2) 0.0321(12) Uani 1 1 d . . . . .
H34 H 0.2065 0.2866 0.4885 0.038 Uiso 1 1 calc R . . . .
C29 C 0.7823(4) 0.2640(3) 0.5971(2) 0.0257(11) Uani 1 1 d . . . . .
H29 H 0.7985 0.2432 0.5536 0.031 Uiso 1 1 calc R . . . .
C15 C 0.6595(5) 0.6489(3) 0.7653(2) 0.0280(11) Uani 1 1 d . . . . .
H15 H 0.6046 0.6951 0.7700 0.034 Uiso 1 1 calc R . . . .
C37 C 0.3825(5) 0.4660(3) 0.5925(2) 0.0320(12) Uani 1 1 d . . . . .
H37 H 0.4288 0.5118 0.6175 0.038 Uiso 1 1 calc R . . . .
C8 C 0.7992(6) 0.4822(4) 0.9768(3) 0.0411(14) Uani 1 1 d . . . . .
H8A H 0.8355 0.5186 0.9445 0.062 Uiso 1 1 calc GR . . . .
H8B H 0.8615 0.4722 1.0198 0.062 Uiso 1 1 calc GR . . . .
H8C H 0.7262 0.5111 0.9888 0.062 Uiso 1 1 calc GR . . . .
C10 C 0.5416(5) 0.2062(3) 0.8867(2) 0.0355(13) Uani 1 1 d . . . . .
H10A H 0.4603 0.2350 0.8746 0.053 Uiso 1 1 calc GR . . . .
H10B H 0.5451 0.1725 0.9299 0.053 Uiso 1 1 calc GR . . . .
H10C H 0.5527 0.1678 0.8482 0.053 Uiso 1 1 calc GR . . . .
C20 C 0.1723(4) 0.4373(3) 0.7602(2) 0.0284(12) Uani 1 1 d . . . . .
H20 H 0.0927 0.4114 0.7457 0.034 Uiso 1 1 calc R . . . .
C35 C 0.2171(5) 0.4189(4) 0.4968(2) 0.0290(12) Uani 1 1 d . . . . .
C7 C 0.9845(5) 0.3543(4) 0.9141(3) 0.0438(15) Uani 1 1 d . . . . .
H7A H 1.0146 0.3115 0.8841 0.066 Uiso 1 1 calc GR . . . .
H7B H 1.0318 0.3491 0.9625 0.066 Uiso 1 1 calc GR . . . .
H7C H 0.9959 0.4123 0.8962 0.066 Uiso 1 1 calc GR . . . .
C21 C 0.1832(4) 0.5158(3) 0.7967(2) 0.0284(12) Uani 1 1 d . . . . .
H21 H 0.1107 0.5432 0.8067 0.034 Uiso 1 1 calc R . . . .
C13 C 0.8400(5) 0.5942(3) 0.7240(2) 0.0277(11) Uani 1 1 d . . . . .
H13 H 0.9089 0.6014 0.7011 0.033 Uiso 1 1 calc R . . . .
C22 C 0.3018(4) 0.5541(3) 0.8187(2) 0.0244(11) Uani 1 1 d . . . . .
H22 H 0.3082 0.6078 0.8427 0.029 Uiso 1 1 calc R . . . .
C36 C 0.2867(5) 0.4862(3) 0.5341(2) 0.0353(13) Uani 1 1 d . . . . .
H36 H 0.2698 0.5444 0.5204 0.042 Uiso 1 1 calc R . . . .
C14 C 0.7613(5) 0.6625(3) 0.7299(2) 0.0318(12) Uani 1 1 d . . . . .
H14 H 0.7746 0.7173 0.7108 0.038 Uiso 1 1 calc R . . . .
C31 C 1.0311(5) 0.2027(4) 0.5973(3) 0.0417(14) Uani 1 1 d . . . . .
H31A H 1.0129 0.2462 0.5600 0.063 Uiso 1 1 calc GR . . . .
H31B H 0.9808 0.1511 0.5831 0.063 Uiso 1 1 calc GR . . . .
H31C H 1.1200 0.1877 0.6052 0.063 Uiso 1 1 calc GR . . . .
C38 C 0.0812(5) 0.5189(4) 0.4199(3) 0.0448(15) Uani 1 1 d . . . . .
H38A H 0.0095 0.5186 0.3806 0.067 Uiso 1 1 calc GR . . . .
H38B H 0.1518 0.5480 0.4052 0.067 Uiso 1 1 calc GR . . . .
H38C H 0.0589 0.5496 0.4600 0.067 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 N1 2.103(4) . ?
Ir1 C23 2.085(4) . ?
Ir1 C1 2.205(4) . ?
Ir1 C5 2.184(4) . ?
Ir1 C26 2.035(4) . ?
Ir1 C4 2.279(4) . ?
Ir1 C2 2.238(4) . ?
Ir1 C3 2.274(4) . ?
N1 C11 1.360(6) . ?
N1 C12 1.348(5) . ?
C23 C24 1.364(5) . ?
C23 C18 1.485(6) . ?
C1 C5 1.433(6) . ?
C1 C2 1.433(7) . ?
C1 C6 1.498(6) . ?
C5 C4 1.438(6) . ?
C5 C10 1.486(6) . ?
C24 C25 1.466(6) . ?
C24 C32 1.499(6) . ?
C26 C25 1.418(6) . ?
C26 C27 1.390(6) . ?
C4 C3 1.407(7) . ?
C4 C9 1.509(6) . ?
O1 C28 1.386(5) . ?
O1 C31 1.401(5) . ?
C25 C30 1.387(6) . ?
C2 C3 1.423(7) . ?
C2 C7 1.520(7) . ?
O2 C35 1.377(5) . ?
O2 C38 1.426(6) . ?
C18 C19 1.399(6) . ?
C18 C17 1.411(6) . ?
C3 C8 1.500(7) . ?
C11 C16 1.505(6) . ?
C11 C15 1.374(6) . ?
C32 C33 1.386(6) . ?
C32 C37 1.377(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.391(6) . ?
C28 C29 1.381(6) . ?
C30 H30 0.9300 . ?
C30 C29 1.392(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(6) . ?
C17 C16 1.513(6) . ?
C17 C22 1.399(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.382(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C34 H34 0.9300 . ?
C34 C35 1.386(7) . ?
C29 H29 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.398(6) . ?
C37 H37 0.9300 . ?
C37 C36 1.389(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.373(7) . ?
C35 C36 1.377(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.384(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.355(7) . ?
C22 H22 0.9300 . ?
C36 H36 0.9300 . ?
C14 H14 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

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
N1 Ir1 C1 143.92(16) . . ?
N1 Ir1 C5 156.05(15) . . ?
N1 Ir1 C4 118.58(15) . . ?
N1 Ir1 C2 107.99(16) . . ?
N1 Ir1 C3 97.32(15) . . ?
C23 Ir1 N1 81.31(15) . . ?
C23 Ir1 C1 134.32(17) . . ?
C23 Ir1 C5 105.82(16) . . ?
C23 Ir1 C4 108.61(16) . . ?
C23 Ir1 C2 168.75(16) . . ?
C23 Ir1 C3 137.75(17) . . ?
C1 Ir1 C4 62.38(16) . . ?
C1 Ir1 C2 37.64(17) . . ?
C1 Ir1 C3 61.74(17) . . ?
C5 Ir1 C1 38.12(16) . . ?
C5 Ir1 C4 37.52(16) . . ?
C5 Ir1 C2 63.12(17) . . ?
C5 Ir1 C3 61.79(16) . . ?
C26 Ir1 N1 88.06(15) . . ?
C26 Ir1 C23 78.34(17) . . ?
C26 Ir1 C1 93.65(16) . . ?
C26 Ir1 C5 115.63(17) . . ?
C26 Ir1 C4 152.94(17) . . ?
C26 Ir1 C2 107.74(17) . . ?
C26 Ir1 C3 143.89(18) . . ?
C2 Ir1 C4 61.66(16) . . ?
C2 Ir1 C3 36.75(17) . . ?
C3 Ir1 C4 36.00(16) . . ?
C11 N1 Ir1 121.9(3) . . ?
C12 N1 Ir1 120.0(3) . . ?
C12 N1 C11 118.1(4) . . ?
C24 C23 Ir1 116.4(3) . . ?
C24 C23 C18 120.6(4) . . ?
C18 C23 Ir1 122.7(3) . . ?
C5 C1 Ir1 70.1(2) . . ?
C5 C1 C2 107.7(4) . . ?
C5 C1 C6 125.1(5) . . ?
C2 C1 Ir1 72.5(3) . . ?
C2 C1 C6 126.8(4) . . ?
C6 C1 Ir1 128.1(3) . . ?
C1 C5 Ir1 71.7(2) . . ?
C1 C5 C4 108.0(4) . . ?
C1 C5 C10 126.4(4) . . ?
C4 C5 Ir1 74.8(2) . . ?
C4 C5 C10 124.8(4) . . ?
C10 C5 Ir1 127.4(3) . . ?
C23 C24 C25 115.0(4) . . ?
C23 C24 C32 125.8(4) . . ?
C25 C24 C32 118.8(3) . . ?
C25 C26 Ir1 117.0(3) . . ?
C27 C26 Ir1 125.5(3) . . ?
C27 C26 C25 117.4(4) . . ?
C5 C4 Ir1 67.6(2) . . ?
C5 C4 C9 123.4(4) . . ?
C3 C4 Ir1 71.8(2) . . ?
C3 C4 C5 107.2(4) . . ?
C3 C4 C9 128.9(4) . . ?
C9 C4 Ir1 131.5(3) . . ?
C28 O1 C31 116.9(4) . . ?
C26 C25 C24 113.2(3) . . ?
C30 C25 C24 126.4(4) . . ?
C30 C25 C26 120.3(4) . . ?
C1 C2 Ir1 69.9(2) . . ?
C1 C2 C7 125.9(5) . . ?
C3 C2 Ir1 73.0(3) . . ?
C3 C2 C1 107.2(4) . . ?
C3 C2 C7 126.8(5) . . ?
C7 C2 Ir1 124.9(3) . . ?
C35 O2 C38 117.2(4) . . ?
C19 C18 C23 120.4(4) . . ?
C19 C18 C17 117.6(4) . . ?
C17 C18 C23 122.0(4) . . ?
C4 C3 Ir1 72.2(2) . . ?
C4 C3 C2 109.8(4) . . ?
C4 C3 C8 126.6(5) . . ?
C2 C3 Ir1 70.2(2) . . ?
C2 C3 C8 123.6(5) . . ?
C8 C3 Ir1 126.9(3) . . ?
N1 C11 C16 119.2(4) . . ?
N1 C11 C15 120.6(4) . . ?
C15 C11 C16 120.0(4) . . ?
C33 C32 C24 123.0(4) . . ?
C37 C32 C24 120.5(4) . . ?
C37 C32 C33 116.4(4) . . ?
C26 C27 H27 119.2 . . ?
C26 C27 C28 121.5(4) . . ?
C28 C27 H27 119.2 . . ?
O1 C28 C27 114.1(4) . . ?
C29 C28 O1 125.0(4) . . ?
C29 C28 C27 120.9(4) . . ?
C25 C30 H30 119.3 . . ?
C25 C30 C29 121.4(4) . . ?
C29 C30 H30 119.3 . . ?
N1 C12 H12 118.4 . . ?
N1 C12 C13 123.1(4) . . ?
C13 C12 H12 118.4 . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.1(4) . . ?
C20 C19 H19 118.9 . . ?
C18 C17 C16 123.6(4) . . ?
C22 C17 C18 119.6(4) . . ?
C22 C17 C16 116.8(4) . . ?
C32 C33 H33 118.9 . . ?
C34 C33 C32 122.1(5) . . ?
C34 C33 H33 118.9 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C16 C17 120.9(3) . . ?
C11 C16 H16A 107.1 . . ?
C11 C16 H16B 107.1 . . ?
C17 C16 H16A 107.1 . . ?
C17 C16 H16B 107.1 . . ?
H16A C16 H16B 106.8 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C33 C34 H34 120.1 . . ?
C33 C34 C35 119.8(4) . . ?
C35 C34 H34 120.1 . . ?
C28 C29 C30 118.5(4) . . ?
C28 C29 H29 120.8 . . ?
C30 C29 H29 120.8 . . ?
C11 C15 H15 119.8 . . ?
C11 C15 C14 120.5(5) . . ?
C14 C15 H15 119.8 . . ?
C32 C37 H37 118.6 . . ?
C32 C37 C36 122.9(5) . . ?
C36 C37 H37 118.6 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(5) . . ?
C21 C20 H20 120.1 . . ?
O2 C35 C34 116.0(4) . . ?
C36 C35 O2 124.6(5) . . ?
C36 C35 C34 119.4(4) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.1(4) . . ?
C22 C21 H21 120.0 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(4) . . ?
C14 C13 H13 120.4 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
C37 C36 H36 120.4 . . ?
C35 C36 C37 119.2(5) . . ?
C35 C36 H36 120.4 . . ?
C15 C14 H14 120.7 . . ?
C13 C14 C15 118.5(5) . . ?
C13 C14 H14 120.7 . . ?
O1 C31 H31A 109.5 . . ?
O1 C31 H31B 109.5 . . ?
O1 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O2 C38 H38A 109.5 . . ?
O2 C38 H38B 109.5 . . ?
O2 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C11 C16 8.6(5) . . . . ?
Ir1 N1 C11 C15 -176.1(3) . . . . ?
Ir1 N1 C12 C13 176.5(3) . . . . ?
Ir1 C23 C24 C25 2.0(5) . . . . ?
Ir1 C23 C24 C32 -170.5(3) . . . . ?
Ir1 C23 C18 C19 -135.1(3) . . . . ?
Ir1 C23 C18 C17 45.1(5) . . . . ?
Ir1 C1 C5 C4 -66.6(3) . . . . ?
Ir1 C1 C5 C10 123.4(4) . . . . ?
Ir1 C1 C2 C3 64.0(3) . . . . ?
Ir1 C1 C2 C7 -119.2(4) . . . . ?
Ir1 C5 C4 C3 -61.3(3) . . . . ?
Ir1 C5 C4 C9 126.0(4) . . . . ?
Ir1 C26 C25 C24 1.4(5) . . . . ?
Ir1 C26 C25 C30 178.3(3) . . . . ?
Ir1 C26 C27 C28 -179.2(3) . . . . ?
Ir1 C4 C3 C2 -60.5(3) . . . . ?
Ir1 C4 C3 C8 123.2(5) . . . . ?
Ir1 C2 C3 C4 61.7(3) . . . . ?
Ir1 C2 C3 C8 -121.9(4) . . . . ?
N1 C11 C16 C17 -81.7(5) . . . . ?
N1 C11 C15 C14 -1.1(7) . . . . ?
N1 C12 C13 C14 0.3(7) . . . . ?
C23 C24 C25 C26 -2.2(6) . . . . ?
C23 C24 C25 C30 -178.9(4) . . . . ?
C23 C24 C32 C33 -118.2(5) . . . . ?
C23 C24 C32 C37 64.0(6) . . . . ?
C23 C18 C19 C20 -178.9(4) . . . . ?
C23 C18 C17 C16 -5.5(6) . . . . ?
C23 C18 C17 C22 177.5(4) . . . . ?
C1 C5 C4 Ir1 64.6(3) . . . . ?
C1 C5 C4 C3 3.3(5) . . . . ?
C1 C5 C4 C9 -169.5(4) . . . . ?
C1 C2 C3 Ir1 -61.9(3) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C1 C2 C3 C8 176.2(4) . . . . ?
C5 C1 C2 Ir1 -61.7(3) . . . . ?
C5 C1 C2 C3 2.3(5) . . . . ?
C5 C1 C2 C7 179.1(4) . . . . ?
C5 C4 C3 Ir1 58.6(3) . . . . ?
C5 C4 C3 C2 -1.9(5) . . . . ?
C5 C4 C3 C8 -178.2(4) . . . . ?
C24 C23 C18 C19 51.0(6) . . . . ?
C24 C23 C18 C17 -128.8(4) . . . . ?
C24 C25 C30 C29 177.0(4) . . . . ?
C24 C32 C33 C34 -180.0(4) . . . . ?
C24 C32 C37 C36 -179.4(4) . . . . ?
C26 C25 C30 C29 0.5(7) . . . . ?
C26 C27 C28 O1 -179.0(4) . . . . ?
C26 C27 C28 C29 2.0(7) . . . . ?
O1 C28 C29 C30 -178.7(4) . . . . ?
C25 C24 C32 C33 69.4(6) . . . . ?
C25 C24 C32 C37 -108.3(5) . . . . ?
C25 C26 C27 C28 -2.9(7) . . . . ?
C25 C30 C29 C28 -1.5(7) . . . . ?
C2 C1 C5 Ir1 63.1(3) . . . . ?
C2 C1 C5 C4 -3.5(5) . . . . ?
C2 C1 C5 C10 -173.4(4) . . . . ?
O2 C35 C36 C37 176.7(4) . . . . ?
C18 C23 C24 C25 176.3(4) . . . . ?
C18 C23 C24 C32 3.7(7) . . . . ?
C18 C19 C20 C21 0.5(7) . . . . ?
C18 C17 C16 C11 48.0(6) . . . . ?
C18 C17 C22 C21 2.6(6) . . . . ?
C11 N1 C12 C13 -1.6(6) . . . . ?
C11 C15 C14 C13 -0.2(7) . . . . ?
C32 C24 C25 C26 170.9(4) . . . . ?
C32 C24 C25 C30 -5.7(7) . . . . ?
C32 C33 C34 C35 -1.3(7) . . . . ?
C32 C37 C36 C35 0.2(8) . . . . ?
C27 C26 C25 C24 -175.3(4) . . . . ?
C27 C26 C25 C30 1.6(6) . . . . ?
C27 C28 C29 C30 0.2(7) . . . . ?
C12 N1 C11 C16 -173.4(4) . . . . ?
C12 N1 C11 C15 2.0(6) . . . . ?
C12 C13 C14 C15 0.6(7) . . . . ?
C19 C18 C17 C16 174.6(4) . . . . ?
C19 C18 C17 C22 -2.4(6) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C33 C32 C37 C36 2.8(7) . . . . ?
C33 C34 C35 O2 -176.1(4) . . . . ?
C33 C34 C35 C36 4.4(7) . . . . ?
C9 C4 C3 Ir1 -129.2(5) . . . . ?
C9 C4 C3 C2 170.4(4) . . . . ?
C9 C4 C3 C8 -6.0(8) . . . . ?
C16 C11 C15 C14 174.2(4) . . . . ?
C16 C17 C22 C21 -174.7(4) . . . . ?
C6 C1 C5 Ir1 -123.2(4) . . . . ?
C6 C1 C5 C4 170.2(4) . . . . ?
C6 C1 C5 C10 0.2(7) . . . . ?
C6 C1 C2 Ir1 124.8(4) . . . . ?
C6 C1 C2 C3 -171.2(4) . . . . ?
C6 C1 C2 C7 5.6(7) . . . . ?
C34 C35 C36 C37 -3.8(8) . . . . ?
C15 C11 C16 C17 102.9(5) . . . . ?
C37 C32 C33 C34 -2.2(7) . . . . ?
C10 C5 C4 Ir1 -125.3(4) . . . . ?
C10 C5 C4 C3 173.4(4) . . . . ?
C10 C5 C4 C9 0.7(7) . . . . ?
C20 C21 C22 C17 -1.1(7) . . . . ?
C7 C2 C3 Ir1 121.3(5) . . . . ?
C7 C2 C3 C4 -177.1(4) . . . . ?
C7 C2 C3 C8 -0.6(7) . . . . ?
C22 C17 C16 C11 -134.9(4) . . . . ?
C31 O1 C28 C27 178.5(4) . . . . ?
C31 O1 C28 C29 -2.5(7) . . . . ?
C38 O2 C35 C34 -179.9(4) . . . . ?
C38 O2 C35 C36 -0.5(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-04-14
_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 1.160
_oxdiff_exptl_absorpt_empirical_full_min 0.879
####################################################################### 
# 
# 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_170413c
_database_code_depnum_ccdc_archive 'CCDC 1589490'
_audit_update_record             
;
2018-01-26 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2017-11-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H35 Ir N O, C32 H12 B F24'
_chemical_formula_sum            'C69 H47 B F24 Ir N O'
_chemical_formula_weight         1565.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.5879(15)
_cell_length_b                   15.7035(16)
_cell_length_c                   17.2298(17)
_cell_angle_alpha                107.147(2)
_cell_angle_beta                 105.890(2)
_cell_angle_gamma                109.408(2)
_cell_volume                     3240.5(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7268
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.79
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.670
_shelx_estimated_absorpt_T_min   0.646
_exptl_absorpt_coefficient_mu    2.174
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0523 before and 0.0258 after correction. The Ratio of minimum to maximum transmission is 0.8664. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19099
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         1.548
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11263
_reflns_number_total             13261
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.755
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     884
_refine_ls_number_reflns         13261
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.053
_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)+(0.0526P)²+0.2852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0935
_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
 F22-F23 = F22-F24 = F23-F24 = F22'-F23' = F22'-F24' = F23'-F24'
 2.12 with sigma of 0.01
 C69-F22 = C69-F23 = C69-F24 = C69-F22' = C69-F23' = C69-F24'
 1.36 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F24) = Uanis(F24')
Uanis(F23) = Uanis(F23')
Uanis(F22) = Uanis(F22')
4. Others
 Sof(F22')=Sof(F23')=Sof(F24')=1-FVAR(1)
 Sof(F22)=Sof(F23)=Sof(F24)=FVAR(1)
5.a Riding coordinates:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,
 H10B,H10C)
5.b Ternary CH refined with riding coordinates:
 C16(H16)
5.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C18(H18), C19(H19), C20(H20),
 C21(H21), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C33(H33),
  C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C42(H42), C44(H44),
 C47(H47), C49(H49), C51(H51), C55(H55), C57(H57), C59(H59), C63(H63), C65(H65),
  C67(H67)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.36203(2) 0.21055(2) 0.22841(2) 0.04321(6) Uani 1 1 d . . . . .
N1 N 0.3554(3) 0.2751(3) 0.1385(2) 0.0547(8) Uani 1 1 d . . . . .
O1 O 0.4006(3) -0.0058(2) 0.1633(2) 0.0688(8) Uani 1 1 d . . . . .
B1 B 0.0002(3) 0.2691(3) 0.7337(3) 0.0388(8) Uani 1 1 d . . . . .
F1 F 0.0179(3) -0.1121(2) 0.7575(2) 0.0874(9) Uani 1 1 d . . . . .
F2 F 0.1567(2) 0.0123(3) 0.7844(3) 0.1218(14) Uani 1 1 d . . . . .
F3 F 0.0694(3) 0.0274(3) 0.8632(2) 0.1020(11) Uani 1 1 d . . . . .
F4 F -0.1905(4) -0.1756(3) 0.4539(2) 0.1417(17) Uani 1 1 d . . . . .
F5 F -0.2850(3) -0.1037(3) 0.4569(2) 0.1343(16) Uani 1 1 d . . . . .
F6 F -0.1604(4) -0.0524(3) 0.4233(2) 0.157(2) Uani 1 1 d . . . . .
F7 F 0.3497(3) 0.2203(3) 0.7934(5) 0.207(3) Uani 1 1 d . . . . .
F8 F 0.4013(4) 0.3039(4) 0.7295(3) 0.1514(18) Uani 1 1 d . . . . .
F9 F 0.4814(3) 0.3617(3) 0.8622(3) 0.1401(17) Uani 1 1 d . . . . .
F10 F 0.4202(3) 0.6588(2) 0.9223(4) 0.172(2) Uani 1 1 d . . . . .
F11 F 0.2661(3) 0.6450(2) 0.8934(3) 0.1318(15) Uani 1 1 d . . . . .
F12 F 0.3422(4) 0.6327(3) 1.0044(2) 0.1293(14) Uani 1 1 d . . . . .
F13 F 0.0467(2) 0.2809(3) 0.43870(19) 0.0863(9) Uani 1 1 d . . . . .
F14 F -0.0751(4) 0.3125(4) 0.3744(2) 0.1380(18) Uani 1 1 d . . . . .
F15 F -0.1118(4) 0.1759(3) 0.3832(2) 0.1463(19) Uani 1 1 d . . . . .
F16 F -0.1866(4) 0.5106(3) 0.5664(2) 0.1291(15) Uani 1 1 d . . . . .
F17 F -0.0699(3) 0.5777(2) 0.6974(2) 0.1101(12) Uani 1 1 d . . . . .
F18 F -0.2208(3) 0.4662(3) 0.6623(3) 0.1324(15) Uani 1 1 d . . . . .
F19 F -0.3873(3) 0.1666(4) 0.7048(2) 0.149(2) Uani 1 1 d . . . . .
F20 F -0.3879(2) 0.2105(3) 0.8309(2) 0.1165(13) Uani 1 1 d . . . . .
F21 F -0.3488(3) 0.3140(4) 0.7787(4) 0.173(3) Uani 1 1 d . . . . .
C1 C 0.2146(3) 0.0635(3) 0.1899(3) 0.0532(10) Uani 1 1 d . . . . .
C2 C 0.1824(3) 0.1347(3) 0.1777(3) 0.0548(10) Uani 1 1 d . . . . .
C3 C 0.2307(3) 0.2209(3) 0.2612(3) 0.0570(10) Uani 1 1 d . . . . .
C4 C 0.2939(3) 0.2005(3) 0.3257(3) 0.0533(10) Uani 1 1 d . . . . .
C5 C 0.2858(3) 0.1038(3) 0.2827(3) 0.0531(10) Uani 1 1 d . . . . .
C6 C 0.1701(4) -0.0427(3) 0.1232(3) 0.0726(13) Uani 1 1 d . . . . .
H6A H 0.1067 -0.0833 0.1264 0.109 Uiso 1 1 d R . . . .
H6B H 0.2220 -0.0671 0.1362 0.109 Uiso 1 1 d R . . . .
H6C H 0.1530 -0.0455 0.0643 0.109 Uiso 1 1 d R . . . .
C7 C 0.1067(4) 0.1247(4) 0.0923(4) 0.0781(14) Uani 1 1 d . . . . .
H7A H 0.1127 0.0829 0.0425 0.117 Uiso 1 1 d R . . . .
H7B H 0.1244 0.1895 0.0929 0.117 Uiso 1 1 d R . . . .
H7C H 0.0349 0.0955 0.0872 0.117 Uiso 1 1 d R . . . .
C8 C 0.2049(4) 0.3076(4) 0.2791(4) 0.0813(15) Uani 1 1 d . . . . .
H8A H 0.1369 0.2882 0.2825 0.122 Uiso 1 1 d R . . . .
H8B H 0.2025 0.3286 0.2319 0.122 Uiso 1 1 d R . . . .
H8C H 0.2590 0.3617 0.3346 0.122 Uiso 1 1 d R . . . .
C9 C 0.3463(4) 0.2647(4) 0.4248(3) 0.0819(15) Uani 1 1 d . . . . .
H9A H 0.3867 0.2375 0.4545 0.123 Uiso 1 1 d R . . . .
H9B H 0.2924 0.2662 0.4462 0.123 Uiso 1 1 d R . . . .
H9C H 0.3931 0.3312 0.4368 0.123 Uiso 1 1 d R . . . .
C10 C 0.3247(4) 0.0452(4) 0.3245(3) 0.0673(12) Uani 1 1 d . . . . .
H10A H 0.3846 0.0899 0.3808 0.101 Uiso 1 1 d R . . . .
H10B H 0.3462 0.0057 0.2861 0.101 Uiso 1 1 d R . . . .
H10C H 0.2687 0.0021 0.3339 0.101 Uiso 1 1 d R . . . .
C11 C 0.3070(4) 0.2477(4) 0.0506(3) 0.0686(13) Uani 1 1 d . . . . .
H11 H 0.2804 0.1820 0.0100 0.082 Uiso 1 1 calc R . . . .
C12 C 0.2975(4) 0.3186(6) 0.0217(4) 0.0851(17) Uani 1 1 d . . . . .
H12 H 0.2655 0.3010 -0.0390 0.102 Uiso 1 1 calc R . . . .
C13 C 0.3344(4) 0.4140(6) 0.0813(5) 0.097(2) Uani 1 1 d . . . . .
H13 H 0.3257 0.4609 0.0613 0.117 Uiso 1 1 calc R . . . .
C14 C 0.3854(4) 0.4417(4) 0.1721(4) 0.0794(15) Uani 1 1 d . . . . .
H14 H 0.4106 0.5067 0.2137 0.095 Uiso 1 1 calc R . . . .
C15 C 0.3972(3) 0.3702(3) 0.1986(3) 0.0564(10) Uani 1 1 d . . . . .
C16 C 0.4500(3) 0.3684(3) 0.2858(3) 0.0522(9) Uani 1 1 d . . . . .
H16 H 0.4339 0.4030 0.3337 0.063 Uiso 1 1 calc R . . . .
C17 C 0.5675(3) 0.4016(3) 0.3105(3) 0.0560(10) Uani 1 1 d . . . . .
C18 C 0.6397(4) 0.4999(4) 0.3361(3) 0.0750(14) Uani 1 1 d . . . . .
H18 H 0.6162 0.5488 0.3427 0.090 Uiso 1 1 calc R . . . .
C19 C 0.7438(4) 0.5252(4) 0.3516(3) 0.0834(16) Uani 1 1 d . . . . .
H19 H 0.7911 0.5911 0.3692 0.100 Uiso 1 1 calc R . . . .
C20 C 0.7786(4) 0.4543(5) 0.3414(3) 0.0810(16) Uani 1 1 d . . . . .
H20 H 0.8495 0.4718 0.3507 0.097 Uiso 1 1 calc R . . . .
C21 C 0.7100(3) 0.3560(4) 0.3174(3) 0.0666(12) Uani 1 1 d . . . . .
H21 H 0.7349 0.3081 0.3118 0.080 Uiso 1 1 calc R . . . .
C22 C 0.6032(3) 0.3299(3) 0.3017(2) 0.0548(10) Uani 1 1 d . . . . .
C23 C 0.5271(3) 0.2239(3) 0.2757(3) 0.0496(9) Uani 1 1 d . . . . .
C24 C 0.5611(3) 0.1892(3) 0.3467(3) 0.0563(10) Uani 1 1 d . . . . .
C25 C 0.5825(4) 0.2478(4) 0.4340(3) 0.0698(13) Uani 1 1 d . . . . .
H25 H 0.5725 0.3049 0.4463 0.084 Uiso 1 1 calc R . . . .
C26 C 0.6184(4) 0.2224(5) 0.5028(4) 0.0917(18) Uani 1 1 d . . . . .
H26 H 0.6316 0.2620 0.5605 0.110 Uiso 1 1 calc R . . . .
C27 C 0.6346(5) 0.1391(6) 0.4858(5) 0.106(2) Uani 1 1 d . . . . .
H27 H 0.6556 0.1202 0.5314 0.127 Uiso 1 1 calc R . . . .
C28 C 0.6200(5) 0.0847(6) 0.4032(5) 0.105(2) Uani 1 1 d . . . . .
H28 H 0.6357 0.0307 0.3929 0.126 Uiso 1 1 calc R . . . .
C29 C 0.5817(4) 0.1076(4) 0.3322(3) 0.0772(14) Uani 1 1 d . . . . .
H29 H 0.5701 0.0677 0.2751 0.093 Uiso 1 1 calc R . . . .
C30 C 0.4699(3) 0.1629(3) 0.1815(3) 0.0490(9) Uani 1 1 d . . . . .
H30 H 0.4637 0.1983 0.1471 0.059 Uiso 1 1 calc R . . . .
C31 C 0.4187(3) 0.0528(3) 0.1295(3) 0.0519(9) Uani 1 1 d . . . . .
C32 C 0.3848(3) 0.0144(3) 0.0310(3) 0.0540(10) Uani 1 1 d . . . . .
C33 C 0.4190(4) 0.0703(4) -0.0133(3) 0.0616(11) Uani 1 1 d . . . . .
H33 H 0.4667 0.1376 0.0191 0.074 Uiso 1 1 calc R . . . .
C34 C 0.3828(4) 0.0269(5) -0.1061(3) 0.0793(15) Uani 1 1 d . . . . .
H34 H 0.4066 0.0649 -0.1353 0.095 Uiso 1 1 calc R . . . .
C35 C 0.3120(5) -0.0720(5) -0.1533(3) 0.0857(17) Uani 1 1 d . . . . .
H35 H 0.2867 -0.1007 -0.2151 0.103 Uiso 1 1 calc R . . . .
C36 C 0.2779(5) -0.1293(4) -0.1115(4) 0.0909(17) Uani 1 1 d . . . . .
H36 H 0.2303 -0.1966 -0.1445 0.109 Uiso 1 1 calc R . . . .
C37 C 0.3144(4) -0.0869(4) -0.0200(3) 0.0786(14) Uani 1 1 d . . . . .
H37 H 0.2918 -0.1264 0.0084 0.094 Uiso 1 1 calc R . . . .
C38 C -0.0318(3) 0.1499(3) 0.6915(2) 0.0396(8) Uani 1 1 d . . . . .
C39 C 0.0120(3) 0.1115(3) 0.7474(2) 0.0418(8) Uani 1 1 d . . . . .
H39 H 0.0534 0.1537 0.8076 0.050 Uiso 1 1 calc R . . . .
C40 C -0.0033(3) 0.0144(3) 0.7176(3) 0.0466(8) Uani 1 1 d . . . . .
C41 C 0.0591(4) -0.0152(4) 0.7797(3) 0.0659(12) Uani 1 1 d . . . . .
C42 C -0.0678(3) -0.0528(3) 0.6287(3) 0.0524(9) Uani 1 1 d . . . . .
H42 H -0.0779 -0.1185 0.6077 0.063 Uiso 1 1 calc R . . . .
C43 C -0.1160(3) -0.0181(3) 0.5734(3) 0.0497(9) Uani 1 1 d . . . . .
C44 C -0.0996(3) 0.0805(3) 0.6040(2) 0.0436(8) Uani 1 1 d . . . . .
H44 H -0.1350 0.1006 0.5649 0.052 Uiso 1 1 calc R . . . .
C45 C -0.1867(4) -0.0869(4) 0.4769(3) 0.0676(12) Uani 1 1 d . . . . .
C46 C 0.1310(3) 0.3355(3) 0.7830(2) 0.0395(8) Uani 1 1 d . . . . .
C47 C 0.2031(3) 0.2965(3) 0.7732(2) 0.0443(8) Uani 1 1 d . . . . .
H47 H 0.1764 0.2287 0.7384 0.053 Uiso 1 1 calc R . . . .
C48 C 0.3129(3) 0.3555(3) 0.8136(3) 0.0513(9) Uani 1 1 d . . . . .
C49 C 0.3547(3) 0.4570(3) 0.8630(3) 0.0545(10) Uani 1 1 d . . . . .
H49 H 0.4281 0.4969 0.8907 0.065 Uiso 1 1 calc R . . . .
C50 C 0.2857(3) 0.4982(3) 0.8706(2) 0.0484(9) Uani 1 1 d . . . . .
C51 C 0.1770(3) 0.4385(3) 0.8324(2) 0.0454(8) Uani 1 1 d . . . . .
H51 H 0.1326 0.4681 0.8400 0.054 Uiso 1 1 calc R . . . .
C52 C 0.3843(4) 0.3093(4) 0.8034(4) 0.0789(15) Uani 1 1 d . . . . .
C53 C 0.3298(4) 0.6079(4) 0.9212(3) 0.0698(13) Uani 1 1 d . . . . .
C54 C -0.0387(3) 0.3085(3) 0.6586(2) 0.0405(8) Uani 1 1 d . . . . .
C55 C -0.0773(3) 0.3792(3) 0.6722(2) 0.0470(9) Uani 1 1 d . . . . .
H55 H -0.0835 0.4034 0.7257 0.056 Uiso 1 1 calc R . . . .
C56 C -0.1066(3) 0.4151(3) 0.6104(3) 0.0508(9) Uani 1 1 d . . . . .
C57 C -0.0979(3) 0.3820(3) 0.5301(3) 0.0539(10) Uani 1 1 d . . . . .
H57 H -0.1184 0.4052 0.4878 0.065 Uiso 1 1 calc R . . . .
C58 C -0.0577(3) 0.3134(3) 0.5149(2) 0.0467(9) Uani 1 1 d . . . . .
C59 C -0.0270(3) 0.2795(3) 0.5780(2) 0.0440(8) Uani 1 1 d . . . . .
H59 H 0.0027 0.2356 0.5668 0.053 Uiso 1 1 calc R . . . .
C60 C -0.0489(4) 0.2724(4) 0.4290(3) 0.0665(12) Uani 1 1 d . . . . .
C61 C -0.1463(5) 0.4907(4) 0.6324(3) 0.0709(13) Uani 1 1 d . . . . .
C62 C -0.0556(3) 0.2848(3) 0.8037(2) 0.0412(8) Uani 1 1 d . . . . .
C63 C -0.0041(3) 0.3208(3) 0.8954(2) 0.0461(8) Uani 1 1 d . . . . .
H63 H 0.0689 0.3408 0.9209 0.055 Uiso 1 1 calc R . . . .
C64 C -0.0579(3) 0.3278(3) 0.9506(3) 0.0532(10) Uani 1 1 d . . . . .
C65 C -0.1653(4) 0.3007(3) 0.9166(3) 0.0596(11) Uani 1 1 d . . . . .
H65 H -0.2008 0.3067 0.9538 0.071 Uiso 1 1 calc R . . . .
C66 C -0.2190(3) 0.2643(3) 0.8254(3) 0.0527(10) Uani 1 1 d . . . . .
C67 C -0.1657(3) 0.2553(3) 0.7709(2) 0.0462(9) Uani 1 1 d . . . . .
H67 H -0.2045 0.2286 0.7096 0.055 Uiso 1 1 calc R . . . .
C68 C -0.3352(4) 0.2386(5) 0.7852(4) 0.0739(14) Uani 1 1 d . . . . .
C69 C 0.0014(4) 0.3658(4) 1.0483(3) 0.0778(15) Uani 1 1 d D . . . .
F22 F -0.0041(8) 0.4452(6) 1.0974(6) 0.122(3) Uani 0.527(4) 1 d D . P A 1
F23 F 0.1006(6) 0.3791(9) 1.0765(5) 0.128(3) Uani 0.527(4) 1 d D . P A 1
F24 F -0.0441(7) 0.2971(6) 1.0782(4) 0.126(2) Uani 0.527(4) 1 d D . P A 1
F22' F -0.0504(8) 0.3862(9) 1.0971(7) 0.122(3) Uani 0.473(4) 1 d D . P A 2
F23' F 0.0434(9) 0.3106(8) 1.0715(6) 0.128(3) Uani 0.473(4) 1 d D . P A 2
F24' F 0.0909(8) 0.4554(6) 1.0811(4) 0.126(2) Uani 0.473(4) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 N1 2.084(3) . ?
Ir1 C1 2.327(4) . ?
Ir1 C2 2.260(4) . ?
Ir1 C3 2.182(4) . ?
Ir1 C4 2.188(4) . ?
Ir1 C5 2.276(4) . ?
Ir1 C16 2.125(4) . ?
Ir1 C23 2.235(4) . ?
Ir1 C30 2.193(4) . ?
N1 C11 1.343(5) . ?
N1 C15 1.347(6) . ?
O1 C31 1.223(5) . ?
B1 C38 1.637(5) . ?
B1 C46 1.648(5) . ?
B1 C54 1.638(5) . ?
B1 C62 1.636(5) . ?
F1 C41 1.321(5) . ?
F2 C41 1.316(5) . ?
F3 C41 1.337(6) . ?
F4 C45 1.308(6) . ?
F5 C45 1.292(6) . ?
F6 C45 1.281(6) . ?
F7 C52 1.258(6) . ?
F8 C52 1.345(7) . ?
F9 C52 1.288(6) . ?
F10 C53 1.287(6) . ?
F11 C53 1.309(6) . ?
F12 C53 1.313(6) . ?
F13 C60 1.313(5) . ?
F14 C60 1.317(6) . ?
F15 C60 1.318(6) . ?
F16 C61 1.305(5) . ?
F17 C61 1.328(6) . ?
F18 C61 1.318(6) . ?
F19 C68 1.306(6) . ?
F20 C68 1.310(6) . ?
F21 C68 1.294(7) . ?
C1 C2 1.396(6) . ?
C1 C5 1.446(6) . ?
C1 C6 1.505(6) . ?
C2 C3 1.437(6) . ?
C2 C7 1.505(6) . ?
C3 C4 1.426(6) . ?
C3 C8 1.498(6) . ?
C4 C5 1.428(6) . ?
C4 C9 1.508(6) . ?
C5 C10 1.485(6) . ?
C6 H6A 0.9602 . ?
C6 H6B 0.9601 . ?
C6 H6C 0.9599 . ?
C7 H7A 0.9599 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9599 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9601 . ?
C9 H9C 0.9599 . ?
C10 H10A 0.9601 . ?
C10 H10B 0.9599 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.357(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.393(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(6) . ?
C15 C16 1.502(6) . ?
C16 H16 0.9800 . ?
C16 C17 1.506(6) . ?
C17 C18 1.396(6) . ?
C17 C22 1.377(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.360(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.356(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.388(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.395(6) . ?
C22 C23 1.505(6) . ?
C23 C24 1.509(5) . ?
C23 C30 1.435(5) . ?
C24 C25 1.393(6) . ?
C24 C29 1.381(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.384(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.367(9) . ?
C27 H27 0.9300 . ?
C27 C28 1.340(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.398(7) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C30 C31 1.488(6) . ?
C31 C32 1.493(6) . ?
C32 C33 1.383(6) . ?
C32 C37 1.397(6) . ?
C33 H33 0.9300 . ?
C33 C34 1.399(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.367(8) . ?
C35 H35 0.9300 . ?
C35 C36 1.363(8) . ?
C36 H36 0.9300 . ?
C36 C37 1.378(7) . ?
C37 H37 0.9300 . ?
C38 C39 1.401(5) . ?
C38 C44 1.391(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.374(5) . ?
C40 C41 1.494(6) . ?
C40 C42 1.394(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.377(6) . ?
C43 C44 1.391(5) . ?
C43 C45 1.502(6) . ?
C44 H44 0.9300 . ?
C46 C47 1.406(5) . ?
C46 C51 1.394(5) . ?
C47 H47 0.9300 . ?
C47 C48 1.390(5) . ?
C48 C49 1.381(6) . ?
C48 C52 1.473(6) . ?
C49 H49 0.9300 . ?
C49 C50 1.380(6) . ?
C50 C51 1.379(5) . ?
C50 C53 1.487(6) . ?
C51 H51 0.9300 . ?
C54 C55 1.392(5) . ?
C54 C59 1.405(5) . ?
C55 H55 0.9300 . ?
C55 C56 1.380(5) . ?
C56 C57 1.384(6) . ?
C56 C61 1.483(6) . ?
C57 H57 0.9300 . ?
C57 C58 1.382(5) . ?
C58 C59 1.378(5) . ?
C58 C60 1.489(6) . ?
C59 H59 0.9300 . ?
C62 C63 1.386(5) . ?
C62 C67 1.402(5) . ?
C63 H63 0.9300 . ?
C63 C64 1.392(5) . ?
C64 C65 1.373(6) . ?
C64 C69 1.485(6) . ?
C65 H65 0.9300 . ?
C65 C66 1.381(6) . ?
C66 C67 1.379(5) . ?
C66 C68 1.501(6) . ?
C67 H67 0.9300 . ?
C69 F22 1.327(7) . ?
C69 F23 1.314(7) . ?
C69 F24 1.382(6) . ?
C69 F22' 1.317(7) . ?
C69 F23' 1.308(7) . ?
C69 F24' 1.382(7) . ?

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
N1 Ir1 C1 117.53(14) . . ?
N1 Ir1 C2 92.12(14) . . ?
N1 Ir1 C3 99.71(15) . . ?
N1 Ir1 C4 136.03(15) . . ?
N1 Ir1 C5 152.63(15) . . ?
N1 Ir1 C16 64.44(15) . . ?
N1 Ir1 C23 104.83(13) . . ?
N1 Ir1 C30 85.80(14) . . ?
C2 Ir1 C1 35.41(14) . . ?
C2 Ir1 C5 60.96(15) . . ?
C3 Ir1 C1 61.60(15) . . ?
C3 Ir1 C2 37.70(15) . . ?
C3 Ir1 C4 38.09(16) . . ?
C3 Ir1 C5 62.72(16) . . ?
C3 Ir1 C23 147.95(16) . . ?
C3 Ir1 C30 166.73(15) . . ?
C4 Ir1 C1 61.47(15) . . ?
C4 Ir1 C2 62.16(16) . . ?
C4 Ir1 C5 37.24(15) . . ?
C4 Ir1 C23 111.76(15) . . ?
C4 Ir1 C30 138.16(16) . . ?
C5 Ir1 C1 36.61(15) . . ?
C16 Ir1 C1 153.18(16) . . ?
C16 Ir1 C2 121.55(15) . . ?
C16 Ir1 C3 91.58(16) . . ?
C16 Ir1 C4 97.71(16) . . ?
C16 Ir1 C5 132.24(15) . . ?
C16 Ir1 C23 80.95(15) . . ?
C16 Ir1 C30 101.69(16) . . ?
C23 Ir1 C1 121.15(15) . . ?
C23 Ir1 C2 156.55(16) . . ?
C23 Ir1 C5 99.85(15) . . ?
C30 Ir1 C1 105.14(15) . . ?
C30 Ir1 C2 130.71(15) . . ?
C30 Ir1 C5 107.42(15) . . ?
C30 Ir1 C23 37.80(14) . . ?
C11 N1 Ir1 139.2(3) . . ?
C11 N1 C15 121.7(4) . . ?
C15 N1 Ir1 97.2(3) . . ?
C38 B1 C46 110.3(3) . . ?
C38 B1 C54 113.5(3) . . ?
C54 B1 C46 104.6(3) . . ?
C62 B1 C38 105.5(3) . . ?
C62 B1 C46 112.2(3) . . ?
C62 B1 C54 110.9(3) . . ?
C2 C1 Ir1 69.7(2) . . ?
C2 C1 C5 108.1(4) . . ?
C2 C1 C6 126.3(4) . . ?
C5 C1 Ir1 69.8(2) . . ?
C5 C1 C6 124.9(4) . . ?
C6 C1 Ir1 133.6(3) . . ?
C1 C2 Ir1 74.9(2) . . ?
C1 C2 C3 109.4(4) . . ?
C1 C2 C7 126.9(4) . . ?
C3 C2 Ir1 68.2(2) . . ?
C3 C2 C7 123.7(4) . . ?
C7 C2 Ir1 124.3(3) . . ?
C2 C3 Ir1 74.1(2) . . ?
C2 C3 C8 125.8(4) . . ?
C4 C3 Ir1 71.2(2) . . ?
C4 C3 C2 106.7(4) . . ?
C4 C3 C8 126.8(4) . . ?
C8 C3 Ir1 127.3(3) . . ?
C3 C4 Ir1 70.7(2) . . ?
C3 C4 C5 108.9(4) . . ?
C3 C4 C9 124.6(4) . . ?
C5 C4 Ir1 74.7(2) . . ?
C5 C4 C9 126.0(4) . . ?
C9 C4 Ir1 127.5(3) . . ?
C1 C5 Ir1 73.6(2) . . ?
C1 C5 C10 124.1(4) . . ?
C4 C5 Ir1 68.0(2) . . ?
C4 C5 C1 107.0(4) . . ?
C4 C5 C10 128.1(4) . . ?
C10 C5 Ir1 131.7(3) . . ?
C1 C6 H6A 109.4 . . ?
C1 C6 H6B 109.6 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.6 . . ?
C2 C7 H7B 109.3 . . ?
C2 C7 H7C 109.6 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.7 . . ?
C3 C8 H8C 109.2 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.6 . . ?
C4 C9 H9B 109.3 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.4 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 H11 120.5 . . ?
N1 C11 C12 118.9(5) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(5) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 121.0 . . ?
C15 C14 C13 118.0(6) . . ?
C15 C14 H14 121.0 . . ?
N1 C15 C14 120.6(4) . . ?
N1 C15 C16 103.8(3) . . ?
C14 C15 C16 135.6(5) . . ?
Ir1 C16 H16 113.7 . . ?
C15 C16 Ir1 90.8(2) . . ?
C15 C16 H16 113.7 . . ?
C15 C16 C17 110.9(3) . . ?
C17 C16 Ir1 112.1(3) . . ?
C17 C16 H16 113.7 . . ?
C18 C17 C16 123.0(4) . . ?
C22 C17 C16 117.8(4) . . ?
C22 C17 C18 119.1(4) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.0(5) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.9(5) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 120.9(5) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.2(5) . . ?
C22 C21 H21 120.4 . . ?
C17 C22 C21 119.8(4) . . ?
C17 C22 C23 119.9(4) . . ?
C21 C22 C23 120.3(4) . . ?
C22 C23 Ir1 107.4(3) . . ?
C22 C23 C24 111.8(3) . . ?
C24 C23 Ir1 118.7(3) . . ?
C30 C23 Ir1 69.5(2) . . ?
C30 C23 C22 115.0(3) . . ?
C30 C23 C24 126.5(4) . . ?
C25 C24 C23 118.4(4) . . ?
C29 C24 C23 123.9(4) . . ?
C29 C24 C25 117.4(4) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.2(5) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(6) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(5) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.2(6) . . ?
C29 C28 H28 119.4 . . ?
C24 C29 C28 120.2(5) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
Ir1 C30 H30 85.7 . . ?
C23 C30 Ir1 72.7(2) . . ?
C23 C30 H30 114.5 . . ?
C23 C30 C31 130.9(4) . . ?
C31 C30 Ir1 111.1(3) . . ?
C31 C30 H30 114.5 . . ?
O1 C31 C30 123.2(4) . . ?
O1 C31 C32 119.8(4) . . ?
C30 C31 C32 116.9(4) . . ?
C33 C32 C31 125.4(4) . . ?
C33 C32 C37 117.7(4) . . ?
C37 C32 C31 116.9(4) . . ?
C32 C33 H33 119.5 . . ?
C32 C33 C34 120.9(5) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 H34 120.4 . . ?
C35 C34 C33 119.2(5) . . ?
C35 C34 H34 120.4 . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.3(5) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.6(5) . . ?
C37 C36 H36 120.2 . . ?
C32 C37 H37 119.3 . . ?
C36 C37 C32 121.3(5) . . ?
C36 C37 H37 119.3 . . ?
C39 C38 B1 118.2(3) . . ?
C44 C38 B1 126.6(3) . . ?
C44 C38 C39 115.1(3) . . ?
C38 C39 H39 118.4 . . ?
C40 C39 C38 123.1(3) . . ?
C40 C39 H39 118.4 . . ?
C39 C40 C41 118.7(4) . . ?
C39 C40 C42 120.7(3) . . ?
C42 C40 C41 120.3(4) . . ?
F1 C41 F3 105.7(4) . . ?
F1 C41 C40 114.5(4) . . ?
F2 C41 F1 106.3(4) . . ?
F2 C41 F3 105.9(4) . . ?
F2 C41 C40 111.1(4) . . ?
F3 C41 C40 112.7(4) . . ?
C40 C42 H42 121.4 . . ?
C43 C42 C40 117.3(4) . . ?
C43 C42 H42 121.4 . . ?
C42 C43 C44 121.7(4) . . ?
C42 C43 C45 119.8(4) . . ?
C44 C43 C45 118.5(4) . . ?
C38 C44 H44 119.0 . . ?
C43 C44 C38 122.0(3) . . ?
C43 C44 H44 119.0 . . ?
F4 C45 C43 113.3(4) . . ?
F5 C45 F4 104.3(5) . . ?
F5 C45 C43 112.5(4) . . ?
F6 C45 F4 107.8(5) . . ?
F6 C45 F5 104.9(5) . . ?
F6 C45 C43 113.4(4) . . ?
C47 C46 B1 124.0(3) . . ?
C51 C46 B1 120.5(3) . . ?
C51 C46 C47 115.3(3) . . ?
C46 C47 H47 118.8 . . ?
C48 C47 C46 122.4(4) . . ?
C48 C47 H47 118.8 . . ?
C47 C48 C52 119.7(4) . . ?
C49 C48 C47 120.0(4) . . ?
C49 C48 C52 120.3(4) . . ?
C48 C49 H49 120.6 . . ?
C50 C49 C48 118.9(4) . . ?
C50 C49 H49 120.6 . . ?
C49 C50 C53 119.3(4) . . ?
C51 C50 C49 120.5(4) . . ?
C51 C50 C53 120.2(4) . . ?
C46 C51 H51 118.6 . . ?
C50 C51 C46 122.8(3) . . ?
C50 C51 H51 118.6 . . ?
F7 C52 F8 103.0(6) . . ?
F7 C52 F9 110.9(5) . . ?
F7 C52 C48 115.5(4) . . ?
F8 C52 C48 111.6(5) . . ?
F9 C52 F8 99.2(5) . . ?
F9 C52 C48 114.8(5) . . ?
F10 C53 F11 106.9(5) . . ?
F10 C53 F12 107.2(5) . . ?
F10 C53 C50 114.2(4) . . ?
F11 C53 F12 101.6(5) . . ?
F11 C53 C50 114.1(4) . . ?
F12 C53 C50 111.9(5) . . ?
C55 C54 B1 123.1(3) . . ?
C55 C54 C59 114.6(3) . . ?
C59 C54 B1 122.0(3) . . ?
C54 C55 H55 118.4 . . ?
C56 C55 C54 123.3(4) . . ?
C56 C55 H55 118.4 . . ?
C55 C56 C57 120.5(4) . . ?
C55 C56 C61 118.5(4) . . ?
C57 C56 C61 121.0(4) . . ?
C56 C57 H57 121.0 . . ?
C58 C57 C56 117.9(3) . . ?
C58 C57 H57 121.0 . . ?
C57 C58 C60 120.8(4) . . ?
C59 C58 C57 120.9(3) . . ?
C59 C58 C60 118.3(4) . . ?
C54 C59 H59 118.7 . . ?
C58 C59 C54 122.7(3) . . ?
C58 C59 H59 118.7 . . ?
F13 C60 F14 106.7(4) . . ?
F13 C60 F15 104.0(5) . . ?
F13 C60 C58 113.7(4) . . ?
F14 C60 F15 105.1(5) . . ?
F14 C60 C58 114.2(4) . . ?
F15 C60 C58 112.1(4) . . ?
F16 C61 F17 105.7(4) . . ?
F16 C61 F18 105.6(5) . . ?
F16 C61 C56 114.9(4) . . ?
F17 C61 C56 112.1(4) . . ?
F18 C61 F17 104.1(5) . . ?
F18 C61 C56 113.5(4) . . ?
C63 C62 B1 125.3(3) . . ?
C63 C62 C67 115.1(3) . . ?
C67 C62 B1 119.5(3) . . ?
C62 C63 H63 118.9 . . ?
C62 C63 C64 122.1(3) . . ?
C64 C63 H63 118.9 . . ?
C63 C64 C69 119.7(4) . . ?
C65 C64 C63 121.3(4) . . ?
C65 C64 C69 119.0(4) . . ?
C64 C65 H65 121.1 . . ?
C64 C65 C66 117.9(3) . . ?
C66 C65 H65 121.1 . . ?
C65 C66 C68 120.0(4) . . ?
C67 C66 C65 120.6(4) . . ?
C67 C66 C68 119.3(4) . . ?
C62 C67 H67 118.5 . . ?
C66 C67 C62 123.0(4) . . ?
C66 C67 H67 118.5 . . ?
F19 C68 F20 105.3(5) . . ?
F19 C68 C66 113.5(4) . . ?
F20 C68 C66 114.2(4) . . ?
F21 C68 F19 105.8(5) . . ?
F21 C68 F20 105.5(5) . . ?
F21 C68 C66 111.7(5) . . ?
F22 C69 C64 114.7(6) . . ?
F22 C69 F24 101.4(5) . . ?
F23 C69 C64 116.8(5) . . ?
F23 C69 F22 109.9(6) . . ?
F23 C69 F24 101.5(5) . . ?
F24 C69 C64 110.5(5) . . ?
F22' C69 C64 115.8(6) . . ?
F22' C69 F24' 103.7(6) . . ?
F23' C69 C64 114.3(6) . . ?
F23' C69 F22' 109.2(6) . . ?
F23' C69 F24' 101.6(6) . . ?
F24' C69 C64 110.7(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C11 C12 158.5(4) . . . . ?
Ir1 N1 C15 C14 -162.9(4) . . . . ?
Ir1 N1 C15 C16 17.3(3) . . . . ?
Ir1 C1 C2 C3 -59.9(3) . . . . ?
Ir1 C1 C2 C7 121.8(5) . . . . ?
Ir1 C1 C5 C4 60.2(3) . . . . ?
Ir1 C1 C5 C10 -129.6(4) . . . . ?
Ir1 C2 C3 C4 -64.2(3) . . . . ?
Ir1 C2 C3 C8 124.8(4) . . . . ?
Ir1 C3 C4 C5 -65.5(3) . . . . ?
Ir1 C3 C4 C9 122.9(4) . . . . ?
Ir1 C4 C5 C1 -63.8(3) . . . . ?
Ir1 C4 C5 C10 126.5(4) . . . . ?
Ir1 C16 C17 C18 169.7(3) . . . . ?
Ir1 C16 C17 C22 -6.2(5) . . . . ?
Ir1 C23 C24 C25 -73.8(4) . . . . ?
Ir1 C23 C24 C29 112.3(4) . . . . ?
Ir1 C23 C30 C31 -103.2(4) . . . . ?
Ir1 C30 C31 O1 -70.1(4) . . . . ?
Ir1 C30 C31 C32 107.2(3) . . . . ?
N1 C11 C12 C13 -1.4(8) . . . . ?
N1 C15 C16 Ir1 -16.9(3) . . . . ?
N1 C15 C16 C17 97.2(4) . . . . ?
O1 C31 C32 C33 -165.8(4) . . . . ?
O1 C31 C32 C37 12.8(6) . . . . ?
B1 C38 C39 C40 -175.2(3) . . . . ?
B1 C38 C44 C43 175.6(3) . . . . ?
B1 C46 C47 C48 177.9(3) . . . . ?
B1 C46 C51 C50 -176.1(3) . . . . ?
B1 C54 C55 C56 177.7(4) . . . . ?
B1 C54 C59 C58 -178.8(3) . . . . ?
B1 C62 C63 C64 -176.9(4) . . . . ?
B1 C62 C67 C66 178.7(4) . . . . ?
C1 C2 C3 Ir1 64.0(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C1 C2 C3 C8 -171.1(4) . . . . ?
C2 C1 C5 Ir1 -59.4(3) . . . . ?
C2 C1 C5 C4 0.8(4) . . . . ?
C2 C1 C5 C10 171.0(4) . . . . ?
C2 C3 C4 Ir1 66.1(3) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C2 C3 C4 C9 -171.0(4) . . . . ?
C3 C4 C5 Ir1 62.9(3) . . . . ?
C3 C4 C5 C1 -0.9(4) . . . . ?
C3 C4 C5 C10 -170.6(4) . . . . ?
C5 C1 C2 Ir1 59.4(3) . . . . ?
C5 C1 C2 C3 -0.4(5) . . . . ?
C5 C1 C2 C7 -178.7(4) . . . . ?
C6 C1 C2 Ir1 -129.9(4) . . . . ?
C6 C1 C2 C3 170.3(4) . . . . ?
C6 C1 C2 C7 -8.1(7) . . . . ?
C6 C1 C5 Ir1 129.8(4) . . . . ?
C6 C1 C5 C4 -170.1(4) . . . . ?
C6 C1 C5 C10 0.2(6) . . . . ?
C7 C2 C3 Ir1 -117.6(4) . . . . ?
C7 C2 C3 C4 178.3(4) . . . . ?
C7 C2 C3 C8 7.3(7) . . . . ?
C8 C3 C4 Ir1 -123.0(4) . . . . ?
C8 C3 C4 C5 171.5(4) . . . . ?
C8 C3 C4 C9 -0.1(7) . . . . ?
C9 C4 C5 Ir1 -125.6(4) . . . . ?
C9 C4 C5 C1 170.6(4) . . . . ?
C9 C4 C5 C10 0.9(7) . . . . ?
C11 N1 C15 C14 4.3(6) . . . . ?
C11 N1 C15 C16 -175.5(4) . . . . ?
C11 C12 C13 C14 2.0(9) . . . . ?
C12 C13 C14 C15 0.4(8) . . . . ?
C13 C14 C15 N1 -3.5(7) . . . . ?
C13 C14 C15 C16 176.2(5) . . . . ?
C14 C15 C16 Ir1 163.4(5) . . . . ?
C14 C15 C16 C17 -82.5(6) . . . . ?
C15 N1 C11 C12 -1.8(6) . . . . ?
C15 C16 C17 C18 69.8(5) . . . . ?
C15 C16 C17 C22 -106.0(4) . . . . ?
C16 C17 C18 C19 -175.2(4) . . . . ?
C16 C17 C22 C21 175.2(4) . . . . ?
C16 C17 C22 C23 -5.1(5) . . . . ?
C17 C18 C19 C20 0.6(8) . . . . ?
C17 C22 C23 Ir1 12.8(4) . . . . ?
C17 C22 C23 C24 -119.0(4) . . . . ?
C17 C22 C23 C30 87.8(5) . . . . ?
C18 C17 C22 C21 -0.8(6) . . . . ?
C18 C17 C22 C23 178.9(4) . . . . ?
C18 C19 C20 C21 -1.6(8) . . . . ?
C19 C20 C21 C22 1.4(7) . . . . ?
C20 C21 C22 C17 -0.2(6) . . . . ?
C20 C21 C22 C23 -179.9(4) . . . . ?
C21 C22 C23 Ir1 -167.5(3) . . . . ?
C21 C22 C23 C24 60.7(5) . . . . ?
C21 C22 C23 C30 -92.5(4) . . . . ?
C22 C17 C18 C19 0.6(7) . . . . ?
C22 C23 C24 C25 52.1(5) . . . . ?
C22 C23 C24 C29 -121.8(5) . . . . ?
C22 C23 C30 Ir1 -100.3(3) . . . . ?
C22 C23 C30 C31 156.5(4) . . . . ?
C23 C24 C25 C26 -177.2(4) . . . . ?
C23 C24 C29 C28 175.6(5) . . . . ?
C23 C30 C31 O1 14.9(7) . . . . ?
C23 C30 C31 C32 -167.8(4) . . . . ?
C24 C23 C30 Ir1 111.1(4) . . . . ?
C24 C23 C30 C31 7.9(7) . . . . ?
C24 C25 C26 C27 0.7(8) . . . . ?
C25 C24 C29 C28 1.6(7) . . . . ?
C25 C26 C27 C28 2.9(10) . . . . ?
C26 C27 C28 C29 -4.2(11) . . . . ?
C27 C28 C29 C24 2.0(10) . . . . ?
C29 C24 C25 C26 -2.9(7) . . . . ?
C30 C23 C24 C25 -158.5(4) . . . . ?
C30 C23 C24 C29 27.6(6) . . . . ?
C30 C31 C32 C33 16.7(6) . . . . ?
C30 C31 C32 C37 -164.7(4) . . . . ?
C31 C32 C33 C34 179.6(4) . . . . ?
C31 C32 C37 C36 179.6(5) . . . . ?
C32 C33 C34 C35 0.5(7) . . . . ?
C33 C32 C37 C36 -1.7(7) . . . . ?
C33 C34 C35 C36 -1.3(8) . . . . ?
C34 C35 C36 C37 0.6(9) . . . . ?
C35 C36 C37 C32 0.9(8) . . . . ?
C37 C32 C33 C34 1.0(6) . . . . ?
C38 B1 C46 C47 12.6(5) . . . . ?
C38 B1 C46 C51 -172.8(3) . . . . ?
C38 B1 C54 C55 142.1(3) . . . . ?
C38 B1 C54 C59 -43.5(5) . . . . ?
C38 B1 C62 C63 99.9(4) . . . . ?
C38 B1 C62 C67 -76.3(4) . . . . ?
C38 C39 C40 C41 171.5(4) . . . . ?
C38 C39 C40 C42 -2.3(6) . . . . ?
C39 C38 C44 C43 -4.5(5) . . . . ?
C39 C40 C41 F1 160.0(4) . . . . ?
C39 C40 C41 F2 -79.5(5) . . . . ?
C39 C40 C41 F3 39.3(6) . . . . ?
C39 C40 C42 C43 -0.9(6) . . . . ?
C40 C42 C43 C44 1.3(6) . . . . ?
C40 C42 C43 C45 -179.9(4) . . . . ?
C41 C40 C42 C43 -174.6(4) . . . . ?
C42 C40 C41 F1 -26.1(6) . . . . ?
C42 C40 C41 F2 94.4(5) . . . . ?
C42 C40 C41 F3 -146.9(4) . . . . ?
C42 C43 C44 C38 1.6(6) . . . . ?
C42 C43 C45 F4 -3.4(7) . . . . ?
C42 C43 C45 F5 114.6(5) . . . . ?
C42 C43 C45 F6 -126.7(5) . . . . ?
C44 C38 C39 C40 4.9(5) . . . . ?
C44 C43 C45 F4 175.5(4) . . . . ?
C44 C43 C45 F5 -66.5(6) . . . . ?
C44 C43 C45 F6 52.2(6) . . . . ?
C45 C43 C44 C38 -177.3(4) . . . . ?
C46 B1 C38 C39 53.0(4) . . . . ?
C46 B1 C38 C44 -127.1(3) . . . . ?
C46 B1 C54 C55 -97.7(4) . . . . ?
C46 B1 C54 C59 76.7(4) . . . . ?
C46 B1 C62 C63 -20.2(5) . . . . ?
C46 B1 C62 C67 163.6(3) . . . . ?
C46 C47 C48 C49 -2.2(6) . . . . ?
C46 C47 C48 C52 177.7(4) . . . . ?
C47 C46 C51 C50 -1.1(5) . . . . ?
C47 C48 C49 C50 -0.7(6) . . . . ?
C47 C48 C52 F7 -29.6(8) . . . . ?
C47 C48 C52 F8 87.6(6) . . . . ?
C47 C48 C52 F9 -160.5(5) . . . . ?
C48 C49 C50 C51 2.6(6) . . . . ?
C48 C49 C50 C53 -178.0(4) . . . . ?
C49 C48 C52 F7 150.4(6) . . . . ?
C49 C48 C52 F8 -92.4(6) . . . . ?
C49 C48 C52 F9 19.5(8) . . . . ?
C49 C50 C51 C46 -1.7(6) . . . . ?
C49 C50 C53 F10 27.3(7) . . . . ?
C49 C50 C53 F11 150.7(5) . . . . ?
C49 C50 C53 F12 -94.7(5) . . . . ?
C51 C46 C47 C48 3.0(5) . . . . ?
C51 C50 C53 F10 -153.3(5) . . . . ?
C51 C50 C53 F11 -29.9(6) . . . . ?
C51 C50 C53 F12 84.7(5) . . . . ?
C52 C48 C49 C50 179.4(4) . . . . ?
C53 C50 C51 C46 178.9(4) . . . . ?
C54 B1 C38 C39 169.9(3) . . . . ?
C54 B1 C38 C44 -10.2(5) . . . . ?
C54 B1 C46 C47 -109.7(4) . . . . ?
C54 B1 C46 C51 64.9(4) . . . . ?
C54 B1 C62 C63 -136.8(4) . . . . ?
C54 B1 C62 C67 47.0(4) . . . . ?
C54 C55 C56 C57 -0.6(6) . . . . ?
C54 C55 C56 C61 -179.8(4) . . . . ?
C55 C54 C59 C58 -4.0(5) . . . . ?
C55 C56 C57 C58 -0.8(6) . . . . ?
C55 C56 C61 F16 -170.7(5) . . . . ?
C55 C56 C61 F17 68.6(6) . . . . ?
C55 C56 C61 F18 -49.1(6) . . . . ?
C56 C57 C58 C59 -0.3(6) . . . . ?
C56 C57 C58 C60 178.3(4) . . . . ?
C57 C56 C61 F16 10.1(7) . . . . ?
C57 C56 C61 F17 -110.6(5) . . . . ?
C57 C56 C61 F18 131.7(5) . . . . ?
C57 C58 C59 C54 2.9(6) . . . . ?
C57 C58 C60 F13 127.4(5) . . . . ?
C57 C58 C60 F14 4.5(7) . . . . ?
C57 C58 C60 F15 -115.0(5) . . . . ?
C59 C54 C55 C56 2.9(5) . . . . ?
C59 C58 C60 F13 -54.1(6) . . . . ?
C59 C58 C60 F14 -176.9(4) . . . . ?
C59 C58 C60 F15 63.6(6) . . . . ?
C60 C58 C59 C54 -175.7(4) . . . . ?
C61 C56 C57 C58 178.3(4) . . . . ?
C62 B1 C38 C39 -68.4(4) . . . . ?
C62 B1 C38 C44 111.5(4) . . . . ?
C62 B1 C46 C47 129.9(3) . . . . ?
C62 B1 C46 C51 -55.4(4) . . . . ?
C62 B1 C54 C55 23.5(5) . . . . ?
C62 B1 C54 C59 -162.1(3) . . . . ?
C62 C63 C64 C65 -1.1(6) . . . . ?
C62 C63 C64 C69 179.3(4) . . . . ?
C63 C62 C67 C66 2.1(6) . . . . ?
C63 C64 C65 C66 1.2(7) . . . . ?
C63 C64 C69 F22 122.3(6) . . . . ?
C63 C64 C69 F23 -8.5(9) . . . . ?
C63 C64 C69 F24 -123.8(7) . . . . ?
C63 C64 C69 F22' 168.9(7) . . . . ?
C63 C64 C69 F23' -62.9(8) . . . . ?
C63 C64 C69 F24' 51.2(8) . . . . ?
C64 C65 C66 C67 0.3(7) . . . . ?
C64 C65 C66 C68 -176.8(4) . . . . ?
C65 C64 C69 F22 -57.4(8) . . . . ?
C65 C64 C69 F23 171.8(7) . . . . ?
C65 C64 C69 F24 56.5(7) . . . . ?
C65 C64 C69 F22' -10.8(9) . . . . ?
C65 C64 C69 F23' 117.5(7) . . . . ?
C65 C64 C69 F24' -128.5(7) . . . . ?
C65 C66 C67 C62 -2.0(7) . . . . ?
C65 C66 C68 F19 -149.9(5) . . . . ?
C65 C66 C68 F20 -29.1(7) . . . . ?
C65 C66 C68 F21 90.6(6) . . . . ?
C67 C62 C63 C64 -0.6(5) . . . . ?
C67 C66 C68 F19 33.0(7) . . . . ?
C67 C66 C68 F20 153.8(5) . . . . ?
C67 C66 C68 F21 -86.5(6) . . . . ?
C68 C66 C67 C62 175.0(4) . . . . ?
C69 C64 C65 C66 -179.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_a160711a_sq
_database_code_depnum_ccdc_archive 'CCDC 1589485'
_audit_update_record             
;
2018-01-26 deposited with the CCDC.
2018-02-07 downloaded from the CCDC.
;
_audit_creation_date             2018-01-18
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H27 F Ir N O'
_chemical_formula_sum            'C30 H27 F Ir N O'
_chemical_formula_weight         628.72
_chemical_melting_point          ?
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'
F F 0.0727 0.0534 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.1460(4)
_cell_length_b                   14.8634(4)
_cell_length_c                   27.0887(9)
_cell_angle_alpha                82.995(2)
_cell_angle_beta                 79.253(3)
_cell_angle_gamma                89.665(2)
_cell_volume                     5160.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    14250
_cell_measurement_temperature    157.39(15)
_cell_measurement_theta_max      74.0320
_cell_measurement_theta_min      4.0850
_shelx_estimated_absorpt_T_max   0.234
_shelx_estimated_absorpt_T_min   0.184
_exptl_absorpt_coefficient_mu    10.245
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2464
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0947
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            54928
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.517
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      157.39(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_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   -115.00 -16.00   1.00    2.41    --  -40.99 -38.00 150.00   99
  2  ω    -66.00  33.00   1.00    2.41    --  -40.99  38.00 -30.00   99
  3  ω    -69.00  32.00   1.00    2.41    --  -40.99  57.00  90.00  101
  4  ω     23.00  97.00   1.00    2.41    --   40.99-125.00 -30.00   74
  5  ω      8.00 117.00   1.00    2.41    --   40.99  77.00-180.00  109
  6  ω      1.00  82.00   1.00    2.41    --   40.99 -99.00  60.00   81
  7  ω    101.00 178.00   1.00    9.64    --  107.08 103.00-138.00   77
  8  ω     25.00 109.00   1.00    9.64    --  107.08 -95.00-150.00   84
  9  ω     31.00 135.00   1.00    9.64    --  107.08 -30.00 150.00  104
 10  ω     34.00 121.00   1.00    9.64    --  107.08-125.00 150.00   87
 11  ω     35.00 136.00   1.00    9.64    --  107.08 -61.00-120.00  101
 12  ω     81.00 178.00   1.00    9.64    --  107.08  45.00 -30.00   97
 13  ω     25.00 109.00   1.00    9.64    --  107.08 -95.00 -60.00   84
 14  ω     94.00 178.00   1.00    9.64    --  107.08 125.00-120.00   84
 15  ω     54.00 178.00   1.00    9.64    --  107.08  15.00  90.00  124
 16  ω     34.00 133.00   1.00    9.64    --  107.08 -45.00 -60.00   99
 17  ω     94.00 178.00   1.00    9.64    --  107.08 125.00 -90.00   84
 18  ω     25.00 109.00   1.00    9.64    --  107.08 -95.00 -30.00   84
 19  ω     31.00 140.00   1.00    9.64    --  107.08 -77.00 -60.00  109
 20  ω      8.00 117.00   1.00    2.41    --   40.99  77.00 -30.00  109
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0439205000
_diffrn_orient_matrix_UB_12      0.0143878000
_diffrn_orient_matrix_UB_13      0.0552491000
_diffrn_orient_matrix_UB_21      -0.1106442000
_diffrn_orient_matrix_UB_22      -0.0148980000
_diffrn_orient_matrix_UB_23      -0.0090012000
_diffrn_orient_matrix_UB_31      0.0078193000
_diffrn_orient_matrix_UB_32      -0.1023692000
_diffrn_orient_matrix_UB_33      0.0163966000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                13852
_reflns_number_total             18391
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         7.070
_refine_diff_density_min         -2.630
_refine_diff_density_rms         0.278
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1245
_refine_ls_number_reflns         18391
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0836
_refine_ls_restrained_S_all      1.045
_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)+(0.0808P)²+142.1131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1982
_refine_ls_wR_factor_ref         0.2121
_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. Rigid bond restraints
 C101, C102
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C102, C103
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
Uanis(C17) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C55) \\sim Ueq,
Uanis(C54) \\sim Ueq, Uanis(C80) \\sim Ueq, Uanis(C101) \\sim Ueq, Uanis(C115)
\\sim Ueq, Uanis(C113) \\sim Ueq, Uanis(C112) \\sim Ueq: with sigma of 0.005
and sigma for terminal atoms of 0.002
Uanis(C25) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.002
Uanis(C12) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C104) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.005
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C17(H17), C19(H19), C20(H20), C63(H63), C64(H64), C65(H65), C66(H66),
  C69(H69), C70(H70), C71(H71), C72(H72), C75(H75), C77(H77), C78(H78),
 C80(H80), C33(H33), C34(H34), C35(H35), C36(H36), C40(H40), C41(H41), C42(H42),
  C43(H43), C44(H44), C47(H47), C49(H49), C50(H50), C93(H93), C94(H94),
 C95(H95), C96(H96), C100(H100), C101(H101), C102(H102), C103(H103), C105(H105),
  C108(H108), C110(H110), C111(H111)
4.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C87(H87A,H87B,H87C), C88(H88A,H88B,H88C), C89(H89A,
 H89B,H89C), C90(H90A,H90B,H90C), C91(H91A,H91B,H91C), C56(H56A,H56B,H56C),
 C57(H57A,H57B,H57C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C60(H60A,H60B,
 H60C), C117(H11A,H11B,H11C), C118(H11D,H11E,H11F), C119(H11G,H11H,H11I),
 C120(H12A,H12B,H12C), C121(H12D,H12E,H12F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.49425(4) 0.71604(4) 0.60508(2) 0.01721(14) Uani 1 1 d . . . . .
F1 F 0.0878(7) 0.6781(7) 0.5913(4) 0.038(2) Uani 1 1 d . . . . .
O1 O 0.7872(8) 0.6783(8) 0.5345(4) 0.032(2) Uani 1 1 d . . . . .
N1 N 0.5358(9) 0.6600(8) 0.5382(4) 0.021(2) Uani 1 1 d . . . . .
C1 C 0.6305(11) 0.6200(9) 0.5270(5) 0.021(3) Uani 1 1 d . . . . .
C2 C 0.4733(12) 0.6592(10) 0.5047(6) 0.026(3) Uani 1 1 d . . . . .
H2 H 0.4106 0.6891 0.5105 0.032 Uiso 1 1 calc R . . . .
C3 C 0.4977(12) 0.6155(11) 0.4611(6) 0.030(3) Uani 1 1 d . . . . .
H3 H 0.4503 0.6141 0.4397 0.036 Uiso 1 1 calc R . . . .
C4 C 0.5907(13) 0.5753(11) 0.4502(6) 0.033(4) Uani 1 1 d . . . . .
H4 H 0.6094 0.5472 0.4211 0.039 Uiso 1 1 calc R . . . .
C5 C 0.6576(13) 0.5777(11) 0.4849(6) 0.032(4) Uani 1 1 d . . . . .
H5 H 0.7215 0.5498 0.4789 0.039 Uiso 1 1 calc R . . . .
C6 C 0.7121(10) 0.6328(9) 0.5587(5) 0.020(3) Uani 1 1 d . . . . .
C7 C 0.7142(12) 0.5894(10) 0.6095(6) 0.028(3) Uani 1 1 d . . . . .
C8 C 0.6247(10) 0.5618(9) 0.6464(5) 0.020(3) Uani 1 1 d . U . . .
C9 C 0.6400(13) 0.5218(10) 0.6942(7) 0.030(3) Uani 1 1 d . . . . .
H9 H 0.5828 0.5080 0.7200 0.036 Uiso 1 1 calc R . . . .
C10 C 0.7382(13) 0.5024(11) 0.7038(7) 0.033(4) Uani 1 1 d . . . . .
H10 H 0.7460 0.4745 0.7355 0.040 Uiso 1 1 calc R . . . .
C11 C 0.8258(12) 0.5246(12) 0.6661(7) 0.034(4) Uani 1 1 d . . . . .
H11 H 0.8917 0.5108 0.6723 0.041 Uiso 1 1 calc R . . . .
C12 C 0.8126(12) 0.5671(10) 0.6198(6) 0.026(3) Uani 1 1 d . U . . .
H12 H 0.8705 0.5816 0.5946 0.031 Uiso 1 1 calc R . . . .
C13 C 0.5209(10) 0.5890(9) 0.6394(5) 0.018(3) Uani 1 1 d . U . . .
C14 C 0.4364(13) 0.5328(12) 0.6584(6) 0.034(4) Uani 1 1 d . . . . .
H14 H 0.4397 0.4769 0.6775 0.041 Uiso 1 1 calc R . . . .
C15 C 0.3407(11) 0.5704(9) 0.6452(6) 0.023(3) Uani 1 1 d . . . . .
C16 C 0.3488(11) 0.6538(9) 0.6149(6) 0.023(3) Uani 1 1 d . . . . .
C17 C 0.2656(9) 0.6959(9) 0.5975(5) 0.018(3) Uani 1 1 d . U . . .
H17 H 0.2698 0.7539 0.5799 0.021 Uiso 1 1 calc R . . . .
C18 C 0.1713(12) 0.6412(9) 0.6093(6) 0.025(3) Uani 1 1 d . . . . .
C19 C 0.1587(11) 0.5612(11) 0.6402(6) 0.032(4) Uani 1 1 d . . . . .
H19 H 0.0941 0.5325 0.6493 0.038 Uiso 1 1 calc R . . . .
C20 C 0.2433(11) 0.5232(9) 0.6582(6) 0.026(3) Uani 1 1 d . . . . .
H20 H 0.2368 0.4675 0.6784 0.031 Uiso 1 1 calc R . . . .
C22 C 0.4351(11) 0.8283(9) 0.6463(5) 0.021(3) Uani 1 1 d . U . . .
C23 C 0.4671(11) 0.8633(10) 0.5943(6) 0.024(3) Uani 1 1 d . . . . .
C24 C 0.5764(12) 0.8521(9) 0.5822(6) 0.024(3) Uani 1 1 d . . . . .
C25 C 0.6135(11) 0.8090(9) 0.6267(5) 0.019(3) Uani 1 1 d . U . . .
C26 C 0.5204(11) 0.7919(10) 0.6659(6) 0.026(3) Uani 1 1 d . . . . .
C27 C 0.3258(11) 0.8296(10) 0.6769(6) 0.027(3) Uani 1 1 d . . . . .
H27A H 0.2767 0.8244 0.6552 0.041 Uiso 1 1 calc GR . . . .
H27B H 0.3155 0.8856 0.6914 0.041 Uiso 1 1 calc GR . . . .
H27C H 0.3160 0.7798 0.7035 0.041 Uiso 1 1 calc GR . . . .
C28 C 0.4076(13) 0.9183(10) 0.5598(6) 0.031(3) Uani 1 1 d . . . . .
H28A H 0.4254 0.9004 0.5264 0.046 Uiso 1 1 calc GR . . . .
H28B H 0.4245 0.9814 0.5585 0.046 Uiso 1 1 calc GR . . . .
H28C H 0.3348 0.9085 0.5722 0.046 Uiso 1 1 calc GR . . . .
C29 C 0.6454(12) 0.8822(9) 0.5326(6) 0.028(3) Uani 1 1 d . . . . .
H29A H 0.7043 0.8435 0.5281 0.042 Uiso 1 1 calc GR . . . .
H29B H 0.6685 0.9436 0.5321 0.042 Uiso 1 1 calc GR . . . .
H29C H 0.6079 0.8791 0.5056 0.042 Uiso 1 1 calc GR . . . .
C30 C 0.7220(12) 0.7957(11) 0.6321(6) 0.030(3) Uani 1 1 d . . . . .
H30A H 0.7280 0.7385 0.6520 0.045 Uiso 1 1 calc GR . . . .
H30B H 0.7439 0.8437 0.6487 0.045 Uiso 1 1 calc GR . . . .
H30C H 0.7649 0.7962 0.5993 0.045 Uiso 1 1 calc GR . . . .
C31 C 0.5226(13) 0.7522(12) 0.7189(6) 0.035(4) Uani 1 1 d . . . . .
H31A H 0.4588 0.7199 0.7331 0.052 Uiso 1 1 calc GR . . . .
H31B H 0.5312 0.7999 0.7388 0.052 Uiso 1 1 calc GR . . . .
H31C H 0.5793 0.7112 0.7191 0.052 Uiso 1 1 calc GR . . . .
Ir3 Ir 0.76719(5) 0.66041(4) 0.14248(2) 0.02526(16) Uani 1 1 d . . . . .
F3 F 1.1453(9) 0.6061(10) 0.1954(5) 0.068(4) Uani 1 1 d . . . . .
O3 O 0.4732(10) 0.7402(11) 0.1759(5) 0.056(4) Uani 1 1 d . . . . .
N3 N 0.6988(10) 0.6927(8) 0.2131(5) 0.027(3) Uani 1 1 d . . . . .
C62 C 0.5953(13) 0.6979(11) 0.2252(6) 0.032(4) Uani 1 1 d . . . . .
C63 C 0.7520(13) 0.7139(10) 0.2479(6) 0.029(3) Uani 1 1 d . . . . .
H63 H 0.8239 0.7123 0.2402 0.035 Uiso 1 1 calc R . . . .
C64 C 0.7050(13) 0.7385(11) 0.2956(6) 0.034(4) Uani 1 1 d . . . . .
H64 H 0.7448 0.7531 0.3186 0.041 Uiso 1 1 calc R . . . .
C65 C 0.5997(16) 0.7400(13) 0.3070(7) 0.044(4) Uani 1 1 d . . . . .
H65 H 0.5662 0.7522 0.3388 0.053 Uiso 1 1 calc R . . . .
C66 C 0.5430(13) 0.7233(12) 0.2707(7) 0.037(4) Uani 1 1 d . . . . .
H66 H 0.4714 0.7290 0.2767 0.044 Uiso 1 1 calc R . . . .
C67 C 0.5257(11) 0.6790(12) 0.1886(6) 0.032(4) Uani 1 1 d . . . . .
C68 C 0.5087(13) 0.5860(15) 0.1753(6) 0.043(5) Uani 1 1 d . . . . .
C69 C 0.4084(14) 0.5644(17) 0.1721(7) 0.053(5) Uani 1 1 d . . . . .
H69 H 0.3582 0.6086 0.1756 0.063 Uiso 1 1 calc R . . . .
C70 C 0.3807(18) 0.479(2) 0.1640(9) 0.078(9) Uani 1 1 d . . . . .
H70 H 0.3129 0.4665 0.1614 0.093 Uiso 1 1 calc R . . . .
C71 C 0.4517(19) 0.4163(16) 0.1598(8) 0.059(6) Uani 1 1 d . . . . .
H71 H 0.4313 0.3590 0.1546 0.070 Uiso 1 1 calc R . . . .
C72 C 0.5588(17) 0.4301(14) 0.1628(8) 0.049(5) Uani 1 1 d . . . . .
H72 H 0.6067 0.3839 0.1592 0.059 Uiso 1 1 calc R . . . .
C73 C 0.5871(14) 0.5182(13) 0.1716(7) 0.041(4) Uani 1 1 d . . . . .
C74 C 0.6953(13) 0.5373(10) 0.1739(6) 0.029(3) Uani 1 1 d . . . . .
C75 C 0.7458(14) 0.4810(12) 0.2005(6) 0.036(4) Uani 1 1 d . . . . .
H75 H 0.7165 0.4265 0.2177 0.043 Uiso 1 1 calc R . . . .
C76 C 0.8533(15) 0.5090(13) 0.2018(6) 0.040(4) Uani 1 1 d . . . . .
C77 C 0.9244(17) 0.4568(14) 0.2248(8) 0.050(5) Uani 1 1 d . . . . .
H77 H 0.9051 0.3995 0.2418 0.060 Uiso 1 1 calc R . . . .
C78 C 1.0249(16) 0.4905(15) 0.2223(7) 0.052(6) Uani 1 1 d . . . . .
H78 H 1.0736 0.4562 0.2367 0.062 Uiso 1 1 calc R . . . .
C79 C 1.0479(15) 0.5740(13) 0.1983(7) 0.041(4) Uani 1 1 d . . . . .
C80 C 0.9770(13) 0.6278(12) 0.1733(7) 0.036(4) Uani 1 1 d . U . . .
H80 H 0.9981 0.6842 0.1555 0.043 Uiso 1 1 calc R . . . .
C81 C 0.8809(12) 0.5971(11) 0.1753(6) 0.028(3) Uani 1 1 d . . . . .
C82 C 0.8657(13) 0.6877(11) 0.0687(5) 0.030(3) Uani 1 1 d . . . . .
C83 C 0.7705(14) 0.6560(10) 0.0633(5) 0.030(4) Uani 1 1 d . . . . .
C84 C 0.6915(13) 0.7208(13) 0.0777(6) 0.038(4) Uani 1 1 d . . . . .
C85 C 0.7410(15) 0.7920(12) 0.0931(6) 0.039(4) Uani 1 1 d . . . . .
C86 C 0.8539(14) 0.7714(12) 0.0874(6) 0.037(4) Uani 1 1 d . . . . .
C87 C 0.9701(15) 0.6475(15) 0.0509(7) 0.050(5) Uani 1 1 d . . . . .
H87A H 1.0219 0.6759 0.0648 0.075 Uiso 1 1 calc GR . . . .
H87B H 0.9871 0.6574 0.0146 0.075 Uiso 1 1 calc GR . . . .
H87C H 0.9675 0.5836 0.0621 0.075 Uiso 1 1 calc GR . . . .
C88 C 0.7488(19) 0.5689(13) 0.0398(7) 0.051(5) Uani 1 1 d . . . . .
H88A H 0.7995 0.5242 0.0459 0.076 Uiso 1 1 calc GR . . . .
H88B H 0.7527 0.5838 0.0040 0.076 Uiso 1 1 calc GR . . . .
H88C H 0.6809 0.5453 0.0551 0.076 Uiso 1 1 calc GR . . . .
C89 C 0.5830(15) 0.7206(16) 0.0670(7) 0.049(5) Uani 1 1 d . . . . .
H89A H 0.5561 0.6596 0.0724 0.074 Uiso 1 1 calc GR . . . .
H89B H 0.5840 0.7456 0.0325 0.074 Uiso 1 1 calc GR . . . .
H89C H 0.5397 0.7566 0.0892 0.074 Uiso 1 1 calc GR . . . .
C90 C 0.6937(19) 0.8765(17) 0.1116(8) 0.063(6) Uani 1 1 d . . . . .
H90A H 0.6216 0.8654 0.1255 0.095 Uiso 1 1 calc GR . . . .
H90B H 0.7010 0.9244 0.0839 0.095 Uiso 1 1 calc GR . . . .
H90C H 0.7283 0.8940 0.1373 0.095 Uiso 1 1 calc GR . . . .
C91 C 0.9318(18) 0.8411(16) 0.0949(8) 0.057(6) Uani 1 1 d . . . . .
H91A H 0.9033 0.8716 0.1235 0.086 Uiso 1 1 calc GR . . . .
H91B H 0.9473 0.8845 0.0651 0.086 Uiso 1 1 calc GR . . . .
H91C H 0.9941 0.8112 0.1009 0.086 Uiso 1 1 calc GR . . . .
Ir2 Ir 1.07424(4) 0.78388(4) 0.39476(2) 0.01740(15) Uani 1 1 d . . . . .
F2 F 0.6549(6) 0.8211(7) 0.4103(4) 0.037(2) Uani 1 1 d . . . . .
O2 O 1.3132(8) 0.8217(8) 0.4648(4) 0.033(2) Uani 1 1 d . . . . .
N2 N 1.0647(8) 0.8394(7) 0.4619(4) 0.018(2) Uani 1 1 d . U . . .
C32 C 1.1494(11) 0.8785(12) 0.4727(6) 0.031(4) Uani 1 1 d . . . . .
C33 C 0.9756(11) 0.8404(10) 0.4962(6) 0.024(3) Uani 1 1 d . . . . .
H33 H 0.9176 0.8112 0.4902 0.029 Uiso 1 1 calc R . . . .
C34 C 0.9659(11) 0.8820(12) 0.5396(6) 0.032(4) Uani 1 1 d . . . . .
H34 H 0.9030 0.8807 0.5621 0.038 Uiso 1 1 calc R . . . .
C35 C 1.0520(12) 0.9259(11) 0.5490(6) 0.032(3) Uani 1 1 d . . . . .
H35 H 1.0469 0.9576 0.5769 0.038 Uiso 1 1 calc R . . . .
C36 C 1.1449(11) 0.9216(10) 0.5164(6) 0.027(3) Uani 1 1 d . . . . .
H36 H 1.2045 0.9470 0.5232 0.032 Uiso 1 1 calc R . . . .
C37 C 1.2552(10) 0.8687(9) 0.4421(6) 0.023(3) Uani 1 1 d . . . . .
C38 C 1.2950(11) 0.9125(9) 0.3904(6) 0.022(3) Uani 1 1 d . . . . .
C39 C 1.2360(10) 0.9374(9) 0.3529(5) 0.019(3) Uani 1 1 d . . . . .
C40 C 1.2865(12) 0.9798(10) 0.3055(6) 0.029(3) Uani 1 1 d . . . . .
H40 H 1.2481 0.9947 0.2802 0.035 Uiso 1 1 calc R . . . .
C41 C 1.3934(13) 1.0007(11) 0.2951(7) 0.035(4) Uani 1 1 d . . . . .
H41 H 1.4254 1.0295 0.2637 0.042 Uiso 1 1 calc R . . . .
C42 C 1.4500(13) 0.9767(11) 0.3335(7) 0.036(4) Uani 1 1 d . . . . .
H42 H 1.5205 0.9906 0.3275 0.043 Uiso 1 1 calc R . . . .
C43 C 1.4048(11) 0.9339(9) 0.3793(6) 0.027(3) Uani 1 1 d . . . . .
H43 H 1.4447 0.9181 0.4039 0.032 Uiso 1 1 calc R . . . .
C44 C 1.0546(11) 0.9661(10) 0.3426(5) 0.024(3) Uani 1 1 d . . . . .
H44 H 1.0729 1.0222 0.3240 0.029 Uiso 1 1 calc R . . . .
C45 C 0.9475(10) 0.9306(9) 0.3553(5) 0.019(3) Uani 1 1 d . U . . .
C46 C 0.9376(10) 0.8449(9) 0.3860(5) 0.019(3) Uani 1 1 d . . . . .
C47 C 0.8359(11) 0.8079(10) 0.4032(5) 0.023(3) Uani 1 1 d . . . . .
H47 H 0.8252 0.7511 0.4222 0.028 Uiso 1 1 calc R . . . .
C48 C 0.7537(11) 0.8583(10) 0.3912(6) 0.025(3) Uani 1 1 d . . . . .
C49 C 0.7618(13) 0.9395(11) 0.3604(7) 0.033(4) Uani 1 1 d . . . . .
H49 H 0.7041 0.9687 0.3513 0.039 Uiso 1 1 calc R . . . .
C50 C 0.8625(13) 0.9759(11) 0.3435(6) 0.032(4) Uani 1 1 d . . . . .
H50 H 0.8716 1.0320 0.3238 0.038 Uiso 1 1 calc R . . . .
C51 C 1.1514(12) 0.7081(9) 0.3345(6) 0.026(3) Uani 1 1 d . . . . .
C52 C 1.0479(11) 0.6711(9) 0.3533(5) 0.019(3) Uani 1 1 d . U . . .
C53 C 1.0398(11) 0.6327(10) 0.4046(6) 0.028(3) Uani 1 1 d . . . . .
C54 C 1.1410(10) 0.6492(8) 0.4171(5) 0.016(3) Uani 1 1 d . U . . .
C55 C 1.2083(11) 0.6910(9) 0.3743(5) 0.022(3) Uani 1 1 d . U . . .
C56 C 1.1916(14) 0.7489(12) 0.2816(6) 0.036(4) Uani 1 1 d . . . . .
H56A H 1.1346 0.7677 0.2655 0.053 Uiso 1 1 calc GR . . . .
H56B H 1.2311 0.7048 0.2634 0.053 Uiso 1 1 calc GR . . . .
H56C H 1.2350 0.8005 0.2819 0.053 Uiso 1 1 calc GR . . . .
C57 C 0.9635(13) 0.6706(11) 0.3220(7) 0.037(4) Uani 1 1 d . . . . .
H57A H 0.8978 0.6576 0.3441 0.055 Uiso 1 1 calc GR . . . .
H57B H 0.9777 0.6249 0.2995 0.055 Uiso 1 1 calc GR . . . .
H57C H 0.9616 0.7289 0.3025 0.055 Uiso 1 1 calc GR . . . .
C58 C 0.9519(14) 0.5819(12) 0.4377(8) 0.042(4) Uani 1 1 d . . . . .
H58A H 0.9475 0.5953 0.4718 0.063 Uiso 1 1 calc GR . . . .
H58B H 0.9621 0.5181 0.4366 0.063 Uiso 1 1 calc GR . . . .
H58C H 0.8890 0.5991 0.4262 0.063 Uiso 1 1 calc GR . . . .
C59 C 1.1683(13) 0.6163(11) 0.4681(7) 0.032(4) Uani 1 1 d . . . . .
H59A H 1.2266 0.6507 0.4728 0.049 Uiso 1 1 calc GR . . . .
H59B H 1.1854 0.5533 0.4694 0.049 Uiso 1 1 calc GR . . . .
H59C H 1.1102 0.6241 0.4944 0.049 Uiso 1 1 calc GR . . . .
C60 C 1.3236(12) 0.7035(11) 0.3692(7) 0.032(3) Uani 1 1 d . . . . .
H60A H 1.3438 0.7635 0.3529 0.048 Uiso 1 1 calc GR . . . .
H60B H 1.3587 0.6596 0.3492 0.048 Uiso 1 1 calc GR . . . .
H60C H 1.3417 0.6955 0.4021 0.048 Uiso 1 1 calc GR . . . .
C61 C 1.1242(10) 0.9094(8) 0.3607(5) 0.014(2) Uani 1 1 d . . . . .
Ir4 Ir 0.00798(5) 0.15847(4) 0.14123(2) 0.02366(16) Uani 1 1 d . . . . .
F4 F -0.4107(8) 0.1009(11) 0.1980(5) 0.069(4) Uani 1 1 d . . . . .
O4 O 0.2745(10) 0.2481(11) 0.1721(5) 0.056(4) Uani 1 1 d . . . . .
N4 N 0.0233(9) 0.1946(8) 0.2114(5) 0.024(3) Uani 1 1 d . . . . .
C92 C 0.1144(12) 0.2012(12) 0.2226(6) 0.033(4) Uani 1 1 d . . . . .
C93 C -0.0592(11) 0.2131(10) 0.2474(6) 0.024(3) Uani 1 1 d . . . . .
H93 H -0.1253 0.2095 0.2401 0.029 Uiso 1 1 calc R . . . .
C94 C -0.0500(14) 0.2365(11) 0.2933(7) 0.036(4) Uani 1 1 d . . . . .
H94 H -0.1084 0.2469 0.3170 0.044 Uiso 1 1 calc R . . . .
C95 C 0.0484(14) 0.2446(13) 0.3042(6) 0.039(4) Uani 1 1 d . . . . .
H95 H 0.0573 0.2609 0.3352 0.047 Uiso 1 1 calc R . . . .
C96 C 0.1319(14) 0.2280(13) 0.2683(7) 0.041(4) Uani 1 1 d . . . . .
H96 H 0.1989 0.2343 0.2740 0.049 Uiso 1 1 calc R . . . .
C97 C 0.2159(12) 0.1852(12) 0.1850(6) 0.033(4) Uani 1 1 d . . . . .
C98 C 0.2431(13) 0.0918(13) 0.1740(6) 0.037(4) Uani 1 1 d . . . . .
C99 C 0.1729(14) 0.0211(14) 0.1711(6) 0.041(4) Uani 1 1 d . . . . .
C100 C 0.2105(18) -0.0651(15) 0.1640(8) 0.054(5) Uani 1 1 d . . . . .
H100 H 0.1653 -0.1121 0.1624 0.064 Uiso 1 1 calc R . . . .
C101 C 0.318(2) -0.0807(18) 0.1593(9) 0.066(6) Uani 1 1 d . U . . .
H101 H 0.3431 -0.1383 0.1545 0.079 Uiso 1 1 calc R . . . .
C102 C 0.3879(17) -0.0110(18) 0.1619(9) 0.061(5) Uani 1 1 d . U . . .
H102 H 0.4585 -0.0216 0.1586 0.073 Uiso 1 1 calc R . . . .
C103 C 0.3502(14) 0.0709(17) 0.1693(8) 0.053(5) Uani 1 1 d . U . . .
H103 H 0.3963 0.1169 0.1714 0.064 Uiso 1 1 calc R . . . .
C104 C 0.0634(12) 0.0412(10) 0.1735(6) 0.025(3) Uani 1 1 d . U . . .
C105 C -0.0108(14) -0.0203(11) 0.2003(6) 0.035(4) Uani 1 1 d . . . . .
H105 H 0.0073 -0.0755 0.2162 0.042 Uiso 1 1 calc R . . . .
C106 C -0.1173(13) 0.0048(12) 0.2028(6) 0.036(4) Uani 1 1 d . . . . .
C107 C -0.1311(13) 0.0937(11) 0.1760(6) 0.031(4) Uani 1 1 d . . . . .
C108 C -0.2261(14) 0.1222(13) 0.1756(7) 0.043(4) Uani 1 1 d . . . . .
H108 H -0.2363 0.1790 0.1588 0.051 Uiso 1 1 calc R . . . .
C109 C -0.3115(14) 0.0684(16) 0.1999(7) 0.046(5) Uani 1 1 d . . . . .
C110 C -0.3011(16) -0.0160(17) 0.2257(7) 0.057(6) Uani 1 1 d . . . . .
H110 H -0.3591 -0.0509 0.2418 0.068 Uiso 1 1 calc R . . . .
C111 C -0.2050(16) -0.0468(13) 0.2271(7) 0.046(5) Uani 1 1 d . . . . .
H111 H -0.1968 -0.1034 0.2446 0.055 Uiso 1 1 calc R . . . .
C112 C 0.0668(12) 0.1515(10) 0.0618(5) 0.026(3) Uani 1 1 d . U . . .
C113 C 0.1298(13) 0.2190(11) 0.0755(6) 0.031(3) Uani 1 1 d . U . . .
C114 C 0.0633(14) 0.2880(11) 0.0910(6) 0.034(4) Uani 1 1 d . . . . .
C115 C -0.0413(14) 0.2663(13) 0.0843(7) 0.039(4) Uani 1 1 d . U . . .
C116 C -0.0336(12) 0.1763(10) 0.0672(5) 0.027(3) Uani 1 1 d . . . . .
C117 C 0.1124(14) 0.0660(12) 0.0404(7) 0.040(4) Uani 1 1 d . . . . .
H11A H 0.1562 0.0370 0.0620 0.060 Uiso 1 1 calc GR . . . .
H11B H 0.1523 0.0823 0.0071 0.060 Uiso 1 1 calc GR . . . .
H11C H 0.0572 0.0251 0.0388 0.060 Uiso 1 1 calc GR . . . .
C118 C 0.2465(14) 0.2209(13) 0.0639(6) 0.041(4) Uani 1 1 d . . . . .
H11D H 0.2718 0.2728 0.0761 0.061 Uiso 1 1 calc GR . . . .
H11E H 0.2701 0.2244 0.0280 0.061 Uiso 1 1 calc GR . . . .
H11F H 0.2718 0.1667 0.0803 0.061 Uiso 1 1 calc GR . . . .
C119 C 0.0940(19) 0.3747(14) 0.1077(7) 0.055(5) Uani 1 1 d . . . . .
H11G H 0.0377 0.3950 0.1315 0.082 Uiso 1 1 calc GR . . . .
H11H H 0.1106 0.4199 0.0788 0.082 Uiso 1 1 calc GR . . . .
H11I H 0.1534 0.3647 0.1234 0.082 Uiso 1 1 calc GR . . . .
C120 C -0.1311(17) 0.3266(16) 0.0903(8) 0.059(6) Uani 1 1 d . . . . .
H12A H -0.1912 0.2951 0.0854 0.088 Uiso 1 1 calc GR . . . .
H12B H -0.1173 0.3794 0.0658 0.088 Uiso 1 1 calc GR . . . .
H12C H -0.1432 0.3446 0.1238 0.088 Uiso 1 1 calc GR . . . .
C121 C -0.1229(14) 0.1323(14) 0.0509(7) 0.045(4) Uani 1 1 d . . . . .
H12D H -0.1263 0.0689 0.0632 0.067 Uiso 1 1 calc GR . . . .
H12E H -0.1129 0.1399 0.0146 0.067 Uiso 1 1 calc GR . . . .
H12F H -0.1864 0.1602 0.0645 0.067 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 N1 2.066(12) . ?
Ir1 C13 2.059(13) . ?
Ir1 C16 2.087(13) . ?
Ir1 C22 2.180(13) . ?
Ir1 C23 2.209(15) . ?
Ir1 C24 2.260(13) . ?
Ir1 C25 2.296(13) . ?
Ir1 C26 2.183(15) . ?
F1 C18 1.366(17) . ?
O1 C6 1.234(17) . ?
N1 C1 1.374(19) . ?
N1 C2 1.335(18) . ?
C1 C5 1.36(2) . ?
C1 C6 1.519(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.40(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.36(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.40(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.45(2) . ?
C7 C8 1.42(2) . ?
C7 C12 1.40(2) . ?
C8 C9 1.41(2) . ?
C8 C13 1.459(19) . ?
C9 H9 0.9300 . ?
C9 C10 1.39(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.40(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.38(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.38(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.46(2) . ?
C15 C16 1.39(2) . ?
C15 C20 1.428(19) . ?
C16 C17 1.387(19) . ?
C17 H17 0.9300 . ?
C17 C18 1.450(19) . ?
C18 C19 1.36(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.39(2) . ?
C20 H20 0.9300 . ?
C22 C23 1.43(2) . ?
C22 C26 1.41(2) . ?
C22 C27 1.520(19) . ?
C23 C24 1.43(2) . ?
C23 C28 1.50(2) . ?
C24 C25 1.459(19) . ?
C24 C29 1.49(2) . ?
C25 C26 1.46(2) . ?
C25 C30 1.47(2) . ?
C26 C31 1.49(2) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
Ir3 N3 2.068(13) . ?
Ir3 C74 2.076(14) . ?
Ir3 C81 2.047(14) . ?
Ir3 C82 2.164(14) . ?
Ir3 C83 2.145(13) . ?
Ir3 C84 2.266(15) . ?
Ir3 C85 2.293(16) . ?
Ir3 C86 2.243(15) . ?
F3 C79 1.35(2) . ?
O3 C67 1.19(2) . ?
N3 C62 1.34(2) . ?
N3 C63 1.34(2) . ?
C62 C66 1.39(2) . ?
C62 C67 1.52(2) . ?
C63 H63 0.9300 . ?
C63 C64 1.42(2) . ?
C64 H64 0.9300 . ?
C64 C65 1.36(3) . ?
C65 H65 0.9300 . ?
C65 C66 1.38(3) . ?
C66 H66 0.9300 . ?
C67 C68 1.50(3) . ?
C68 C69 1.38(2) . ?
C68 C73 1.44(3) . ?
C69 H69 0.9300 . ?
C69 C70 1.37(4) . ?
C70 H70 0.9300 . ?
C70 C71 1.32(4) . ?
C71 H71 0.9300 . ?
C71 C72 1.44(3) . ?
C72 H72 0.9300 . ?
C72 C73 1.42(3) . ?
C73 C74 1.47(2) . ?
C74 C75 1.30(2) . ?
C75 H75 0.9300 . ?
C75 C76 1.48(3) . ?
C76 C77 1.40(3) . ?
C76 C81 1.43(3) . ?
C77 H77 0.9300 . ?
C77 C78 1.40(3) . ?
C78 H78 0.9300 . ?
C78 C79 1.34(3) . ?
C79 C80 1.44(2) . ?
C80 H80 0.9300 . ?
C80 C81 1.33(2) . ?
C82 C83 1.38(2) . ?
C82 C86 1.40(2) . ?
C82 C87 1.51(2) . ?
C83 C84 1.44(2) . ?
C83 C88 1.56(2) . ?
C84 C85 1.39(3) . ?
C84 C89 1.51(2) . ?
C85 C86 1.50(3) . ?
C85 C90 1.50(3) . ?
C86 C91 1.52(3) . ?
C87 H87A 0.9600 . ?
C87 H87B 0.9600 . ?
C87 H87C 0.9600 . ?
C88 H88A 0.9600 . ?
C88 H88B 0.9600 . ?
C88 H88C 0.9600 . ?
C89 H89A 0.9600 . ?
C89 H89B 0.9600 . ?
C89 H89C 0.9600 . ?
C90 H90A 0.9600 . ?
C90 H90B 0.9600 . ?
C90 H90C 0.9600 . ?
C91 H91A 0.9600 . ?
C91 H91B 0.9600 . ?
C91 H91C 0.9600 . ?
Ir2 N2 2.071(11) . ?
Ir2 C46 2.048(13) . ?
Ir2 C51 2.186(15) . ?
Ir2 C52 2.192(13) . ?
Ir2 C53 2.268(15) . ?
Ir2 C54 2.242(12) . ?
Ir2 C55 2.261(15) . ?
Ir2 C61 2.033(12) . ?
F2 C48 1.395(17) . ?
O2 C37 1.230(17) . ?
N2 C32 1.354(18) . ?
N2 C33 1.354(18) . ?
C32 C36 1.40(2) . ?
C32 C37 1.50(2) . ?
C33 H33 0.9300 . ?
C33 C34 1.38(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.39(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.37(2) . ?
C36 H36 0.9300 . ?
C37 C38 1.47(2) . ?
C38 C39 1.40(2) . ?
C38 C43 1.447(19) . ?
C39 C40 1.41(2) . ?
C39 C61 1.499(17) . ?
C40 H40 0.9300 . ?
C40 C41 1.41(2) . ?
C41 H41 0.9300 . ?
C41 C42 1.40(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.35(2) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C44 C45 1.47(2) . ?
C44 C61 1.36(2) . ?
C45 C46 1.43(2) . ?
C45 C50 1.37(2) . ?
C46 C47 1.421(19) . ?
C47 H47 0.9300 . ?
C47 C48 1.38(2) . ?
C48 C49 1.37(2) . ?
C49 H49 0.9300 . ?
C49 C50 1.41(2) . ?
C50 H50 0.9300 . ?
C51 C52 1.45(2) . ?
C51 C55 1.42(2) . ?
C51 C56 1.48(2) . ?
C52 C53 1.42(2) . ?
C52 C57 1.52(2) . ?
C53 C54 1.462(19) . ?
C53 C58 1.47(2) . ?
C54 C55 1.400(19) . ?
C54 C59 1.51(2) . ?
C55 C60 1.51(2) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
Ir4 N4 2.082(12) . ?
Ir4 C104 2.045(14) . ?
Ir4 C107 2.077(15) . ?
Ir4 C112 2.162(15) . ?
Ir4 C113 2.259(16) . ?
Ir4 C114 2.257(15) . ?
Ir4 C115 2.263(17) . ?
Ir4 C116 2.160(14) . ?
F4 C109 1.40(2) . ?
O4 C97 1.19(2) . ?
N4 C92 1.30(2) . ?
N4 C93 1.37(2) . ?
C92 C96 1.40(2) . ?
C92 C97 1.56(2) . ?
C93 H93 0.9300 . ?
C93 C94 1.36(2) . ?
C94 H94 0.9300 . ?
C94 C95 1.39(3) . ?
C95 H95 0.9300 . ?
C95 C96 1.37(3) . ?
C96 H96 0.9300 . ?
C97 C98 1.48(3) . ?
C98 C99 1.42(3) . ?
C98 C103 1.43(3) . ?
C99 C100 1.39(3) . ?
C99 C104 1.46(2) . ?
C100 H100 0.9300 . ?
C100 C101 1.42(3) . ?
C101 H101 0.9300 . ?
C101 C102 1.40(4) . ?
C102 H102 0.9300 . ?
C102 C103 1.34(3) . ?
C103 H103 0.9300 . ?
C104 C105 1.38(2) . ?
C105 H105 0.9300 . ?
C105 C106 1.44(3) . ?
C106 C107 1.45(3) . ?
C106 C111 1.40(2) . ?
C107 C108 1.32(3) . ?
C108 H108 0.9300 . ?
C108 C109 1.39(3) . ?
C109 C110 1.38(3) . ?
C110 H110 0.9300 . ?
C110 C111 1.35(3) . ?
C111 H111 0.9300 . ?
C112 C113 1.43(2) . ?
C112 C116 1.35(2) . ?
C112 C117 1.53(2) . ?
C113 C114 1.40(3) . ?
C113 C118 1.51(2) . ?
C114 C115 1.46(2) . ?
C114 C119 1.50(2) . ?
C115 C116 1.47(3) . ?
C115 C120 1.47(3) . ?
C116 C121 1.51(2) . ?
C117 H11A 0.9600 . ?
C117 H11B 0.9600 . ?
C117 H11C 0.9600 . ?
C118 H11D 0.9600 . ?
C118 H11E 0.9600 . ?
C118 H11F 0.9600 . ?
C119 H11G 0.9600 . ?
C119 H11H 0.9600 . ?
C119 H11I 0.9600 . ?
C120 H12A 0.9600 . ?
C120 H12B 0.9600 . ?
C120 H12C 0.9600 . ?
C121 H12D 0.9600 . ?
C121 H12E 0.9600 . ?
C121 H12F 0.9600 . ?

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
N1 Ir1 C16 88.6(5) . . ?
N1 Ir1 C22 150.9(5) . . ?
N1 Ir1 C23 113.9(5) . . ?
N1 Ir1 C24 99.6(5) . . ?
N1 Ir1 C25 117.5(5) . . ?
N1 Ir1 C26 155.2(5) . . ?
C13 Ir1 N1 85.0(5) . . ?
C13 Ir1 C16 78.4(6) . . ?
C13 Ir1 C22 123.9(5) . . ?
C13 Ir1 C23 160.5(5) . . ?
C13 Ir1 C24 138.9(5) . . ?
C13 Ir1 C25 104.7(5) . . ?
C13 Ir1 C26 97.2(5) . . ?
C16 Ir1 C22 93.6(5) . . ?
C16 Ir1 C23 105.8(5) . . ?
C16 Ir1 C24 142.0(6) . . ?
C16 Ir1 C25 153.7(5) . . ?
C16 Ir1 C26 116.0(6) . . ?
C22 Ir1 C23 37.9(5) . . ?
C22 Ir1 C24 62.1(5) . . ?
C22 Ir1 C25 62.7(5) . . ?
C22 Ir1 C26 37.6(5) . . ?
C23 Ir1 C24 37.2(5) . . ?
C23 Ir1 C25 63.1(5) . . ?
C24 Ir1 C25 37.4(5) . . ?
C26 Ir1 C23 63.7(5) . . ?
C26 Ir1 C24 62.9(5) . . ?
C26 Ir1 C25 38.0(5) . . ?
C1 N1 Ir1 120.2(9) . . ?
C2 N1 Ir1 122.7(10) . . ?
C2 N1 C1 117.1(13) . . ?
N1 C1 C6 119.5(12) . . ?
C5 C1 N1 121.6(13) . . ?
C5 C1 C6 118.5(13) . . ?
N1 C2 H2 118.5 . . ?
N1 C2 C3 123.0(14) . . ?
C3 C2 H2 118.5 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(14) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 121.4 . . ?
C3 C4 C5 117.2(15) . . ?
C5 C4 H4 121.4 . . ?
C1 C5 C4 121.1(15) . . ?
C1 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
O1 C6 C1 112.3(12) . . ?
O1 C6 C7 120.2(13) . . ?
C7 C6 C1 127.0(12) . . ?
C8 C7 C6 124.4(13) . . ?
C12 C7 C6 115.7(13) . . ?
C12 C7 C8 119.6(14) . . ?
C7 C8 C13 122.0(13) . . ?
C9 C8 C7 117.4(14) . . ?
C9 C8 C13 119.5(13) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.5(16) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.5(15) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.8(14) . . ?
C12 C11 H11 120.6 . . ?
C7 C12 H12 119.1 . . ?
C11 C12 C7 121.9(15) . . ?
C11 C12 H12 119.1 . . ?
C8 C13 Ir1 121.3(9) . . ?
C14 C13 Ir1 117.4(11) . . ?
C14 C13 C8 121.2(13) . . ?
C13 C14 H14 123.7 . . ?
C13 C14 C15 112.7(15) . . ?
C15 C14 H14 123.7 . . ?
C16 C15 C14 116.9(13) . . ?
C16 C15 C20 119.4(14) . . ?
C20 C15 C14 123.5(14) . . ?
C15 C16 Ir1 113.3(11) . . ?
C17 C16 Ir1 123.0(10) . . ?
C17 C16 C15 123.4(13) . . ?
C16 C17 H17 123.1 . . ?
C16 C17 C18 113.8(12) . . ?
C18 C17 H17 123.1 . . ?
F1 C18 C17 116.2(12) . . ?
C19 C18 F1 119.0(13) . . ?
C19 C18 C17 124.5(13) . . ?
C18 C19 H19 120.4 . . ?
C18 C19 C20 119.2(13) . . ?
C20 C19 H19 120.4 . . ?
C15 C20 H20 120.4 . . ?
C19 C20 C15 119.2(14) . . ?
C19 C20 H20 120.4 . . ?
C23 C22 Ir1 72.1(8) . . ?
C23 C22 C27 126.0(13) . . ?
C26 C22 Ir1 71.3(8) . . ?
C26 C22 C23 109.8(12) . . ?
C26 C22 C27 124.2(13) . . ?
C27 C22 Ir1 123.2(9) . . ?
C22 C23 Ir1 69.9(8) . . ?
C22 C23 C28 129.2(14) . . ?
C24 C23 Ir1 73.4(8) . . ?
C24 C23 C22 106.9(12) . . ?
C24 C23 C28 122.9(13) . . ?
C28 C23 Ir1 130.7(10) . . ?
C23 C24 Ir1 69.5(8) . . ?
C23 C24 C25 109.6(12) . . ?
C23 C24 C29 126.6(13) . . ?
C25 C24 Ir1 72.7(7) . . ?
C25 C24 C29 123.8(14) . . ?
C29 C24 Ir1 126.2(10) . . ?
C24 C25 Ir1 70.0(7) . . ?
C24 C25 C26 105.0(12) . . ?
C24 C25 C30 126.9(13) . . ?
C26 C25 Ir1 66.8(8) . . ?
C26 C25 C30 127.8(13) . . ?
C30 C25 Ir1 132.2(10) . . ?
C22 C26 Ir1 71.1(8) . . ?
C22 C26 C25 108.6(12) . . ?
C22 C26 C31 127.6(14) . . ?
C25 C26 Ir1 75.2(8) . . ?
C25 C26 C31 123.4(13) . . ?
C31 C26 Ir1 125.5(11) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C23 C28 H28A 109.5 . . ?
C23 C28 H28B 109.5 . . ?
C23 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 Ir3 C74 79.9(5) . . ?
N3 Ir3 C82 153.9(6) . . ?
N3 Ir3 C83 152.6(6) . . ?
N3 Ir3 C84 115.2(6) . . ?
N3 Ir3 C85 100.2(6) . . ?
N3 Ir3 C86 117.4(6) . . ?
C74 Ir3 C82 126.0(6) . . ?
C74 Ir3 C83 101.5(6) . . ?
C74 Ir3 C84 109.3(7) . . ?
C74 Ir3 C85 141.4(7) . . ?
C74 Ir3 C86 162.5(6) . . ?
C81 Ir3 N3 88.2(5) . . ?
C81 Ir3 C74 78.6(7) . . ?
C81 Ir3 C82 93.8(6) . . ?
C81 Ir3 C83 119.1(6) . . ?
C81 Ir3 C84 156.0(6) . . ?
C81 Ir3 C85 139.9(7) . . ?
C81 Ir3 C86 103.1(7) . . ?
C82 Ir3 C84 62.9(6) . . ?
C82 Ir3 C85 62.4(6) . . ?
C82 Ir3 C86 36.9(7) . . ?
C83 Ir3 C82 37.3(7) . . ?
C83 Ir3 C84 38.1(7) . . ?
C83 Ir3 C85 61.5(6) . . ?
C83 Ir3 C86 62.1(6) . . ?
C84 Ir3 C85 35.6(7) . . ?
C86 Ir3 C84 62.5(6) . . ?
C86 Ir3 C85 38.5(7) . . ?
C62 N3 Ir3 119.8(11) . . ?
C63 N3 Ir3 123.8(11) . . ?
C63 N3 C62 116.2(14) . . ?
N3 C62 C66 123.8(15) . . ?
N3 C62 C67 121.8(15) . . ?
C66 C62 C67 114.4(15) . . ?
N3 C63 H63 118.1 . . ?
N3 C63 C64 123.7(15) . . ?
C64 C63 H63 118.1 . . ?
C63 C64 H64 121.0 . . ?
C65 C64 C63 118.0(15) . . ?
C65 C64 H64 121.0 . . ?
C64 C65 H65 120.3 . . ?
C64 C65 C66 119.4(17) . . ?
C66 C65 H65 120.3 . . ?
C62 C66 H66 120.7 . . ?
C65 C66 C62 118.6(16) . . ?
C65 C66 H66 120.7 . . ?
O3 C67 C62 116.2(17) . . ?
O3 C67 C68 120.0(16) . . ?
C68 C67 C62 123.1(14) . . ?
C69 C68 C67 115.9(19) . . ?
C69 C68 C73 120(2) . . ?
C73 C68 C67 123.5(15) . . ?
C68 C69 H69 119.1 . . ?
C70 C69 C68 122(2) . . ?
C70 C69 H69 119.1 . . ?
C69 C70 H70 120.5 . . ?
C71 C70 C69 119(2) . . ?
C71 C70 H70 120.5 . . ?
C70 C71 H71 117.7 . . ?
C70 C71 C72 125(2) . . ?
C72 C71 H71 117.7 . . ?
C71 C72 H72 121.8 . . ?
C73 C72 C71 116(2) . . ?
C73 C72 H72 121.8 . . ?
C68 C73 C74 122.9(16) . . ?
C72 C73 C68 118.1(17) . . ?
C72 C73 C74 119.0(18) . . ?
C73 C74 Ir3 121.6(12) . . ?
C75 C74 Ir3 117.6(13) . . ?
C75 C74 C73 120.4(15) . . ?
C74 C75 H75 122.1 . . ?
C74 C75 C76 115.7(16) . . ?
C76 C75 H75 122.1 . . ?
C77 C76 C75 125.8(18) . . ?
C77 C76 C81 121.1(18) . . ?
C81 C76 C75 113.1(15) . . ?
C76 C77 H77 119.9 . . ?
C76 C77 C78 120(2) . . ?
C78 C77 H77 119.9 . . ?
C77 C78 H78 121.3 . . ?
C79 C78 C77 117.4(17) . . ?
C79 C78 H78 121.3 . . ?
F3 C79 C80 119.2(17) . . ?
C78 C79 F3 117.4(16) . . ?
C78 C79 C80 123.3(18) . . ?
C79 C80 H80 119.9 . . ?
C81 C80 C79 120.2(17) . . ?
C81 C80 H80 119.9 . . ?
C76 C81 Ir3 114.9(12) . . ?
C80 C81 Ir3 127.3(13) . . ?
C80 C81 C76 117.7(15) . . ?
C83 C82 Ir3 70.6(8) . . ?
C83 C82 C86 109.4(15) . . ?
C83 C82 C87 126.9(16) . . ?
C86 C82 Ir3 74.6(9) . . ?
C86 C82 C87 123.2(17) . . ?
C87 C82 Ir3 127.4(12) . . ?
C82 C83 Ir3 72.1(8) . . ?
C82 C83 C84 110.1(14) . . ?
C82 C83 C88 126.7(16) . . ?
C84 C83 Ir3 75.5(9) . . ?
C84 C83 C88 122.9(17) . . ?
C88 C83 Ir3 124.4(11) . . ?
C83 C84 Ir3 66.4(8) . . ?
C83 C84 C89 125.9(18) . . ?
C85 C84 Ir3 73.3(10) . . ?
C85 C84 C83 106.4(15) . . ?
C85 C84 C89 126.4(18) . . ?
C89 C84 Ir3 134.8(12) . . ?
C84 C85 Ir3 71.1(9) . . ?
C84 C85 C86 108.0(16) . . ?
C84 C85 C90 127.8(19) . . ?
C86 C85 Ir3 68.9(9) . . ?
C86 C85 C90 124.1(19) . . ?
C90 C85 Ir3 126.2(12) . . ?
C82 C86 Ir3 68.5(9) . . ?
C82 C86 C85 106.0(15) . . ?
C82 C86 C91 132.2(19) . . ?
C85 C86 Ir3 72.6(9) . . ?
C85 C86 C91 121.2(18) . . ?
C91 C86 Ir3 130.3(12) . . ?
C82 C87 H87A 109.5 . . ?
C82 C87 H87B 109.5 . . ?
C82 C87 H87C 109.5 . . ?
H87A C87 H87B 109.5 . . ?
H87A C87 H87C 109.5 . . ?
H87B C87 H87C 109.5 . . ?
C83 C88 H88A 109.5 . . ?
C83 C88 H88B 109.5 . . ?
C83 C88 H88C 109.5 . . ?
H88A C88 H88B 109.5 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 109.5 . . ?
C84 C89 H89A 109.5 . . ?
C84 C89 H89B 109.5 . . ?
C84 C89 H89C 109.5 . . ?
H89A C89 H89B 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
C85 C90 H90A 109.5 . . ?
C85 C90 H90B 109.5 . . ?
C85 C90 H90C 109.5 . . ?
H90A C90 H90B 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
C86 C91 H91A 109.5 . . ?
C86 C91 H91B 109.5 . . ?
C86 C91 H91C 109.5 . . ?
H91A C91 H91B 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
N2 Ir2 C51 153.5(5) . . ?
N2 Ir2 C52 150.8(5) . . ?
N2 Ir2 C53 114.5(5) . . ?
N2 Ir2 C54 99.3(5) . . ?
N2 Ir2 C55 116.8(5) . . ?
C46 Ir2 N2 88.6(5) . . ?
C46 Ir2 C51 117.7(6) . . ?
C46 Ir2 C52 93.8(5) . . ?
C46 Ir2 C53 105.5(5) . . ?
C46 Ir2 C54 142.2(5) . . ?
C46 Ir2 C55 154.4(5) . . ?
C51 Ir2 C52 38.6(5) . . ?
C51 Ir2 C53 63.4(5) . . ?
C51 Ir2 C54 62.0(5) . . ?
C51 Ir2 C55 37.2(5) . . ?
C52 Ir2 C53 37.2(5) . . ?
C52 Ir2 C54 62.2(5) . . ?
C52 Ir2 C55 62.6(5) . . ?
C54 Ir2 C53 37.8(5) . . ?
C54 Ir2 C55 36.2(5) . . ?
C55 Ir2 C53 62.4(5) . . ?
C61 Ir2 N2 85.3(5) . . ?
C61 Ir2 C46 78.4(5) . . ?
C61 Ir2 C51 97.0(5) . . ?
C61 Ir2 C52 123.7(5) . . ?
C61 Ir2 C53 159.7(5) . . ?
C61 Ir2 C54 138.8(5) . . ?
C61 Ir2 C55 105.6(5) . . ?
C32 N2 Ir2 120.1(10) . . ?
C33 N2 Ir2 122.9(9) . . ?
C33 N2 C32 117.0(13) . . ?
N2 C32 C36 121.9(14) . . ?
N2 C32 C37 121.6(14) . . ?
C36 C32 C37 116.1(13) . . ?
N2 C33 H33 118.1 . . ?
N2 C33 C34 123.8(14) . . ?
C34 C33 H33 118.1 . . ?
C33 C34 H34 120.7 . . ?
C33 C34 C35 118.6(14) . . ?
C35 C34 H34 120.7 . . ?
C34 C35 H35 120.6 . . ?
C36 C35 C34 118.8(15) . . ?
C36 C35 H35 120.6 . . ?
C32 C36 H36 120.2 . . ?
C35 C36 C32 119.6(14) . . ?
C35 C36 H36 120.2 . . ?
O2 C37 C32 113.9(14) . . ?
O2 C37 C38 119.4(13) . . ?
C38 C37 C32 126.6(12) . . ?
C39 C38 C37 126.0(12) . . ?
C39 C38 C43 118.8(13) . . ?
C43 C38 C37 115.1(13) . . ?
C38 C39 C40 118.6(13) . . ?
C38 C39 C61 120.9(12) . . ?
C40 C39 C61 120.1(13) . . ?
C39 C40 H40 118.9 . . ?
C39 C40 C41 122.2(15) . . ?
C41 C40 H40 118.9 . . ?
C40 C41 H41 121.0 . . ?
C42 C41 C40 117.9(15) . . ?
C42 C41 H41 121.0 . . ?
C41 C42 H42 119.1 . . ?
C43 C42 C41 121.7(15) . . ?
C43 C42 H42 119.1 . . ?
C38 C43 H43 119.7 . . ?
C42 C43 C38 120.7(15) . . ?
C42 C43 H43 119.7 . . ?
C45 C44 H44 123.1 . . ?
C61 C44 H44 123.1 . . ?
C61 C44 C45 113.9(12) . . ?
C46 C45 C44 113.0(12) . . ?
C50 C45 C44 125.4(14) . . ?
C50 C45 C46 121.3(13) . . ?
C45 C46 Ir2 115.3(9) . . ?
C47 C46 Ir2 127.2(10) . . ?
C47 C46 C45 117.2(12) . . ?
C46 C47 H47 120.8 . . ?
C48 C47 C46 118.4(13) . . ?
C48 C47 H47 120.8 . . ?
C47 C48 F2 116.6(13) . . ?
C49 C48 F2 118.1(13) . . ?
C49 C48 C47 125.2(14) . . ?
C48 C49 H49 122.0 . . ?
C48 C49 C50 116.1(14) . . ?
C50 C49 H49 122.0 . . ?
C45 C50 C49 121.6(15) . . ?
C45 C50 H50 119.2 . . ?
C49 C50 H50 119.2 . . ?
C52 C51 Ir2 70.9(8) . . ?
C52 C51 C56 125.2(14) . . ?
C55 C51 Ir2 74.2(9) . . ?
C55 C51 C52 107.5(12) . . ?
C55 C51 C56 127.1(14) . . ?
C56 C51 Ir2 124.4(11) . . ?
C51 C52 Ir2 70.5(8) . . ?
C51 C52 C57 124.8(13) . . ?
C53 C52 Ir2 74.3(8) . . ?
C53 C52 C51 109.3(12) . . ?
C53 C52 C57 125.9(13) . . ?
C57 C52 Ir2 123.3(10) . . ?
C52 C53 Ir2 68.5(8) . . ?
C52 C53 C54 105.1(12) . . ?
C52 C53 C58 128.3(14) . . ?
C54 C53 Ir2 70.1(8) . . ?
C54 C53 C58 126.5(15) . . ?
C58 C53 Ir2 128.4(12) . . ?
C53 C54 Ir2 72.0(8) . . ?
C53 C54 C59 123.1(13) . . ?
C55 C54 Ir2 72.6(8) . . ?
C55 C54 C53 110.0(12) . . ?
C55 C54 C59 126.6(13) . . ?
C59 C54 Ir2 126.5(10) . . ?
C51 C55 Ir2 68.6(9) . . ?
C51 C55 C60 125.7(13) . . ?
C54 C55 Ir2 71.2(8) . . ?
C54 C55 C51 107.9(12) . . ?
C54 C55 C60 125.9(13) . . ?
C60 C55 Ir2 132.2(10) . . ?
C51 C56 H56A 109.5 . . ?
C51 C56 H56B 109.5 . . ?
C51 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C53 C58 H58A 109.5 . . ?
C53 C58 H58B 109.5 . . ?
C53 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C54 C59 H59A 109.5 . . ?
C54 C59 H59B 109.5 . . ?
C54 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C55 C60 H60A 109.5 . . ?
C55 C60 H60B 109.5 . . ?
C55 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C39 C61 Ir2 121.2(9) . . ?
C44 C61 Ir2 118.3(10) . . ?
C44 C61 C39 120.4(12) . . ?
N4 Ir4 C112 151.6(5) . . ?
N4 Ir4 C113 114.9(5) . . ?
N4 Ir4 C114 100.2(5) . . ?
N4 Ir4 C115 118.0(6) . . ?
N4 Ir4 C116 156.3(6) . . ?
C104 Ir4 N4 79.0(5) . . ?
C104 Ir4 C107 80.4(6) . . ?
C104 Ir4 C112 101.3(6) . . ?
C104 Ir4 C113 108.6(6) . . ?
C104 Ir4 C114 141.0(6) . . ?
C104 Ir4 C115 162.5(7) . . ?
C104 Ir4 C116 124.6(6) . . ?
C107 Ir4 N4 88.3(5) . . ?
C107 Ir4 C112 119.9(6) . . ?
C107 Ir4 C113 156.0(6) . . ?
C107 Ir4 C114 138.6(7) . . ?
C107 Ir4 C115 102.9(7) . . ?
C107 Ir4 C116 93.7(6) . . ?
C112 Ir4 C113 37.6(6) . . ?
C112 Ir4 C114 61.6(6) . . ?
C112 Ir4 C115 62.0(6) . . ?
C113 Ir4 C115 62.0(6) . . ?
C114 Ir4 C113 36.0(6) . . ?
C114 Ir4 C115 37.8(6) . . ?
C116 Ir4 C112 36.5(6) . . ?
C116 Ir4 C113 62.7(6) . . ?
C116 Ir4 C114 63.4(6) . . ?
C116 Ir4 C115 38.6(6) . . ?
C92 N4 Ir4 120.1(11) . . ?
C92 N4 C93 116.6(13) . . ?
C93 N4 Ir4 123.3(9) . . ?
N4 C92 C96 123.8(16) . . ?
N4 C92 C97 122.7(14) . . ?
C96 C92 C97 113.4(14) . . ?
N4 C93 H93 118.2 . . ?
C94 C93 N4 123.7(14) . . ?
C94 C93 H93 118.2 . . ?
C93 C94 H94 120.7 . . ?
C93 C94 C95 118.7(16) . . ?
C95 C94 H94 120.7 . . ?
C94 C95 H95 120.7 . . ?
C96 C95 C94 118.5(16) . . ?
C96 C95 H95 120.7 . . ?
C92 C96 H96 120.7 . . ?
C95 C96 C92 118.6(16) . . ?
C95 C96 H96 120.7 . . ?
O4 C97 C92 116.6(17) . . ?
O4 C97 C98 123.0(17) . . ?
C98 C97 C92 119.5(13) . . ?
C99 C98 C97 126.6(16) . . ?
C99 C98 C103 117.9(19) . . ?
C103 C98 C97 115.4(17) . . ?
C98 C99 C104 119.2(17) . . ?
C100 C99 C98 119.4(18) . . ?
C100 C99 C104 121.3(19) . . ?
C99 C100 H100 120.2 . . ?
C99 C100 C101 120(2) . . ?
C101 C100 H100 120.2 . . ?
C100 C101 H101 119.3 . . ?
C102 C101 C100 121(2) . . ?
C102 C101 H101 119.3 . . ?
C101 C102 H102 120.9 . . ?
C103 C102 C101 118(2) . . ?
C103 C102 H102 120.9 . . ?
C98 C103 H103 118.2 . . ?
C102 C103 C98 124(2) . . ?
C102 C103 H103 118.2 . . ?
C99 C104 Ir4 124.9(12) . . ?
C105 C104 Ir4 115.5(12) . . ?
C105 C104 C99 119.6(15) . . ?
C104 C105 H105 121.5 . . ?
C104 C105 C106 117.1(15) . . ?
C106 C105 H105 121.5 . . ?
C105 C106 C107 114.0(13) . . ?
C111 C106 C105 127.1(18) . . ?
C111 C106 C107 118.9(18) . . ?
C106 C107 Ir4 113.1(12) . . ?
C108 C107 Ir4 128.5(13) . . ?
C108 C107 C106 118.5(15) . . ?
C107 C108 H108 119.5 . . ?
C107 C108 C109 121.0(18) . . ?
C109 C108 H108 119.5 . . ?
C108 C109 F4 119(2) . . ?
C110 C109 F4 119.0(18) . . ?
C110 C109 C108 122.0(18) . . ?
C109 C110 H110 120.8 . . ?
C111 C110 C109 118.5(17) . . ?
C111 C110 H110 120.8 . . ?
C106 C111 H111 119.4 . . ?
C110 C111 C106 121(2) . . ?
C110 C111 H111 119.4 . . ?
C113 C112 Ir4 74.9(9) . . ?
C113 C112 C117 122.3(15) . . ?
C116 C112 Ir4 71.6(9) . . ?
C116 C112 C113 111.4(14) . . ?
C116 C112 C117 126.1(15) . . ?
C117 C112 Ir4 124.0(11) . . ?
C112 C113 Ir4 67.5(8) . . ?
C112 C113 C118 124.2(16) . . ?
C114 C113 Ir4 71.9(9) . . ?
C114 C113 C112 106.4(14) . . ?
C114 C113 C118 128.1(16) . . ?
C118 C113 Ir4 134.9(11) . . ?
C113 C114 Ir4 72.1(9) . . ?
C113 C114 C115 109.1(15) . . ?
C113 C114 C119 126.2(17) . . ?
C115 C114 Ir4 71.4(9) . . ?
C115 C114 C119 124.5(18) . . ?
C119 C114 Ir4 126.8(12) . . ?
C114 C115 Ir4 70.9(9) . . ?
C114 C115 C116 104.9(15) . . ?
C114 C115 C120 126.1(19) . . ?
C116 C115 Ir4 66.9(8) . . ?
C116 C115 C120 128.9(18) . . ?
C120 C115 Ir4 129.4(13) . . ?
C112 C116 Ir4 71.8(9) . . ?
C112 C116 C115 108.0(14) . . ?
C112 C116 C121 129.2(16) . . ?
C115 C116 Ir4 74.5(9) . . ?
C115 C116 C121 122.0(16) . . ?
C121 C116 Ir4 127.5(11) . . ?
C112 C117 H11A 109.5 . . ?
C112 C117 H11B 109.5 . . ?
C112 C117 H11C 109.5 . . ?
H11A C117 H11B 109.5 . . ?
H11A C117 H11C 109.5 . . ?
H11B C117 H11C 109.5 . . ?
C113 C118 H11D 109.5 . . ?
C113 C118 H11E 109.5 . . ?
C113 C118 H11F 109.5 . . ?
H11D C118 H11E 109.5 . . ?
H11D C118 H11F 109.5 . . ?
H11E C118 H11F 109.5 . . ?
C114 C119 H11G 109.5 . . ?
C114 C119 H11H 109.5 . . ?
C114 C119 H11I 109.5 . . ?
H11G C119 H11H 109.5 . . ?
H11G C119 H11I 109.5 . . ?
H11H C119 H11I 109.5 . . ?
C115 C120 H12A 109.5 . . ?
C115 C120 H12B 109.5 . . ?
C115 C120 H12C 109.5 . . ?
H12A C120 H12B 109.5 . . ?
H12A C120 H12C 109.5 . . ?
H12B C120 H12C 109.5 . . ?
C116 C121 H12D 109.5 . . ?
C116 C121 H12E 109.5 . . ?
C116 C121 H12F 109.5 . . ?
H12D C121 H12E 109.5 . . ?
H12D C121 H12F 109.5 . . ?
H12E C121 H12F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C1 C5 175.9(11) . . . . ?
Ir1 N1 C1 C6 -11.7(15) . . . . ?
Ir1 N1 C2 C3 -175.1(12) . . . . ?
Ir1 C13 C14 C15 6.9(18) . . . . ?
Ir1 C16 C17 C18 -178.8(10) . . . . ?
Ir1 C22 C23 C24 -64.6(10) . . . . ?
Ir1 C22 C23 C28 126.8(16) . . . . ?
Ir1 C22 C26 C25 66.4(10) . . . . ?
Ir1 C22 C26 C31 -120.7(16) . . . . ?
Ir1 C23 C24 C25 -61.9(10) . . . . ?
Ir1 C23 C24 C29 120.5(14) . . . . ?
Ir1 C24 C25 C26 -57.9(9) . . . . ?
Ir1 C24 C25 C30 128.3(14) . . . . ?
Ir1 C25 C26 C22 -63.7(10) . . . . ?
Ir1 C25 C26 C31 123.0(15) . . . . ?
F1 C18 C19 C20 179.5(13) . . . . ?
O1 C6 C7 C8 158.3(14) . . . . ?
O1 C6 C7 C12 -28(2) . . . . ?
N1 C1 C5 C4 2(2) . . . . ?
N1 C1 C6 O1 -112.6(14) . . . . ?
N1 C1 C6 C7 75.3(18) . . . . ?
N1 C2 C3 C4 -3(2) . . . . ?
C1 N1 C2 C3 4(2) . . . . ?
C1 C6 C7 C8 -30(2) . . . . ?
C1 C6 C7 C12 144.0(14) . . . . ?
C2 N1 C1 C5 -3.0(19) . . . . ?
C2 N1 C1 C6 169.4(12) . . . . ?
C2 C3 C4 C5 2(2) . . . . ?
C3 C4 C5 C1 -1(2) . . . . ?
C5 C1 C6 O1 60.1(17) . . . . ?
C5 C1 C6 C7 -112.0(17) . . . . ?
C6 C1 C5 C4 -170.8(14) . . . . ?
C6 C7 C8 C9 -179.1(14) . . . . ?
C6 C7 C8 C13 -11(2) . . . . ?
C6 C7 C12 C11 -179.1(14) . . . . ?
C7 C8 C9 C10 -6(2) . . . . ?
C7 C8 C13 Ir1 -37.1(18) . . . . ?
C7 C8 C13 C14 147.0(15) . . . . ?
C8 C7 C12 C11 -5(2) . . . . ?
C8 C9 C10 C11 2(2) . . . . ?
C8 C13 C14 C15 -177.1(13) . . . . ?
C9 C8 C13 Ir1 130.8(12) . . . . ?
C9 C8 C13 C14 -45(2) . . . . ?
C9 C10 C11 C12 1(2) . . . . ?
C10 C11 C12 C7 1(2) . . . . ?
C12 C7 C8 C9 7(2) . . . . ?
C12 C7 C8 C13 175.1(13) . . . . ?
C13 C8 C9 C10 -174.1(14) . . . . ?
C13 C14 C15 C16 2(2) . . . . ?
C13 C14 C15 C20 176.7(14) . . . . ?
C14 C15 C16 Ir1 -9.6(17) . . . . ?
C14 C15 C16 C17 177.1(14) . . . . ?
C14 C15 C20 C19 -174.5(14) . . . . ?
C15 C16 C17 C18 -6(2) . . . . ?
C16 C15 C20 C19 0(2) . . . . ?
C16 C17 C18 F1 -177.7(12) . . . . ?
C16 C17 C18 C19 9(2) . . . . ?
C17 C18 C19 C20 -7(2) . . . . ?
C18 C19 C20 C15 2(2) . . . . ?
C20 C15 C16 Ir1 175.5(11) . . . . ?
C20 C15 C16 C17 2(2) . . . . ?
C22 C23 C24 Ir1 62.3(9) . . . . ?
C22 C23 C24 C25 0.4(16) . . . . ?
C22 C23 C24 C29 -177.2(13) . . . . ?
C23 C22 C26 Ir1 -62.3(10) . . . . ?
C23 C22 C26 C25 4.1(16) . . . . ?
C23 C22 C26 C31 177.0(15) . . . . ?
C23 C24 C25 Ir1 59.9(10) . . . . ?
C23 C24 C25 C26 2.0(16) . . . . ?
C23 C24 C25 C30 -171.8(14) . . . . ?
C24 C25 C26 Ir1 60.0(9) . . . . ?
C24 C25 C26 C22 -3.7(16) . . . . ?
C24 C25 C26 C31 -177.0(14) . . . . ?
C26 C22 C23 Ir1 61.8(10) . . . . ?
C26 C22 C23 C24 -2.8(16) . . . . ?
C26 C22 C23 C28 -171.5(15) . . . . ?
C27 C22 C23 Ir1 -118.5(14) . . . . ?
C27 C22 C23 C24 177.0(13) . . . . ?
C27 C22 C23 C28 8(2) . . . . ?
C27 C22 C26 Ir1 118.0(13) . . . . ?
C27 C22 C26 C25 -175.7(13) . . . . ?
C27 C22 C26 C31 -3(2) . . . . ?
C28 C23 C24 Ir1 -128.2(15) . . . . ?
C28 C23 C24 C25 169.9(13) . . . . ?
C28 C23 C24 C29 -8(2) . . . . ?
C29 C24 C25 Ir1 -122.4(14) . . . . ?
C29 C24 C25 C26 179.7(13) . . . . ?
C29 C24 C25 C30 6(2) . . . . ?
C30 C25 C26 Ir1 -126.3(14) . . . . ?
C30 C25 C26 C22 170.0(14) . . . . ?
C30 C25 C26 C31 -3(2) . . . . ?
Ir3 N3 C62 C66 -176.8(13) . . . . ?
Ir3 N3 C62 C67 1(2) . . . . ?
Ir3 N3 C63 C64 178.1(12) . . . . ?
Ir3 C74 C75 C76 -5(2) . . . . ?
Ir3 C82 C83 C84 66.5(10) . . . . ?
Ir3 C82 C83 C88 -120.0(15) . . . . ?
Ir3 C82 C86 C85 -63.4(10) . . . . ?
Ir3 C82 C86 C91 125.5(19) . . . . ?
Ir3 C83 C84 C85 62.9(11) . . . . ?
Ir3 C83 C84 C89 -129.3(15) . . . . ?
Ir3 C84 C85 C86 59.3(11) . . . . ?
Ir3 C84 C85 C90 -121.6(17) . . . . ?
Ir3 C85 C86 C82 60.6(10) . . . . ?
Ir3 C85 C86 C91 -127.0(16) . . . . ?
F3 C79 C80 C81 179.5(16) . . . . ?
O3 C67 C68 C69 -31(2) . . . . ?
O3 C67 C68 C73 156.1(17) . . . . ?
N3 C62 C66 C65 -3(3) . . . . ?
N3 C62 C67 O3 -119.0(18) . . . . ?
N3 C62 C67 C68 71(2) . . . . ?
N3 C63 C64 C65 0(3) . . . . ?
C62 N3 C63 C64 2(2) . . . . ?
C62 C67 C68 C69 138.7(17) . . . . ?
C62 C67 C68 C73 -34(2) . . . . ?
C63 N3 C62 C66 0(2) . . . . ?
C63 N3 C62 C67 177.9(14) . . . . ?
C63 C64 C65 C66 -4(3) . . . . ?
C64 C65 C66 C62 5(3) . . . . ?
C66 C62 C67 O3 59(2) . . . . ?
C66 C62 C67 C68 -111.0(18) . . . . ?
C67 C62 C66 C65 178.6(16) . . . . ?
C67 C68 C69 C70 -175.0(19) . . . . ?
C67 C68 C73 C72 174.8(16) . . . . ?
C67 C68 C73 C74 -8(2) . . . . ?
C68 C69 C70 C71 1(3) . . . . ?
C68 C73 C74 Ir3 -36(2) . . . . ?
C68 C73 C74 C75 136.7(17) . . . . ?
C69 C68 C73 C72 2(2) . . . . ?
C69 C68 C73 C74 179.0(16) . . . . ?
C69 C70 C71 C72 -1(4) . . . . ?
C70 C71 C72 C73 1(3) . . . . ?
C71 C72 C73 C68 -2(3) . . . . ?
C71 C72 C73 C74 -178.6(16) . . . . ?
C72 C73 C74 Ir3 140.9(14) . . . . ?
C72 C73 C74 C75 -47(2) . . . . ?
C73 C68 C69 C70 -2(3) . . . . ?
C73 C74 C75 C76 -177.5(15) . . . . ?
C74 C75 C76 C77 -175.1(18) . . . . ?
C74 C75 C76 C81 3(2) . . . . ?
C75 C76 C77 C78 178.5(17) . . . . ?
C75 C76 C81 Ir3 -0.5(18) . . . . ?
C75 C76 C81 C80 -178.5(15) . . . . ?
C76 C77 C78 C79 1(3) . . . . ?
C77 C76 C81 Ir3 178.0(14) . . . . ?
C77 C76 C81 C80 0(2) . . . . ?
C77 C78 C79 F3 -179.2(16) . . . . ?
C77 C78 C79 C80 -3(3) . . . . ?
C78 C79 C80 C81 4(3) . . . . ?
C79 C80 C81 Ir3 -179.5(13) . . . . ?
C79 C80 C81 C76 -2(2) . . . . ?
C81 C76 C77 C78 0(3) . . . . ?
C82 C83 C84 Ir3 -64.3(10) . . . . ?
C82 C83 C84 C85 -1.5(17) . . . . ?
C82 C83 C84 C89 166.3(15) . . . . ?
C83 C82 C86 Ir3 62.5(10) . . . . ?
C83 C82 C86 C85 -0.9(17) . . . . ?
C83 C82 C86 C91 -172.1(17) . . . . ?
C83 C84 C85 Ir3 -58.4(9) . . . . ?
C83 C84 C85 C86 0.9(16) . . . . ?
C83 C84 C85 C90 180.0(15) . . . . ?
C84 C85 C86 Ir3 -60.7(11) . . . . ?
C84 C85 C86 C82 0.0(17) . . . . ?
C84 C85 C86 C91 172.3(15) . . . . ?
C86 C82 C83 Ir3 -65.1(11) . . . . ?
C86 C82 C83 C84 1.5(17) . . . . ?
C86 C82 C83 C88 175.0(15) . . . . ?
C87 C82 C83 Ir3 122.8(16) . . . . ?
C87 C82 C83 C84 -170.7(15) . . . . ?
C87 C82 C83 C88 3(3) . . . . ?
C87 C82 C86 Ir3 -125.0(15) . . . . ?
C87 C82 C86 C85 171.6(15) . . . . ?
C87 C82 C86 C91 0(3) . . . . ?
C88 C83 C84 Ir3 121.9(15) . . . . ?
C88 C83 C84 C85 -175.2(14) . . . . ?
C88 C83 C84 C89 -7(2) . . . . ?
C89 C84 C85 Ir3 133.9(16) . . . . ?
C89 C84 C85 C86 -166.9(15) . . . . ?
C89 C84 C85 C90 12(3) . . . . ?
C90 C85 C86 Ir3 120.2(16) . . . . ?
C90 C85 C86 C82 -179.2(15) . . . . ?
C90 C85 C86 C91 -7(2) . . . . ?
Ir2 N2 C32 C36 176.2(12) . . . . ?
Ir2 N2 C32 C37 -11.1(19) . . . . ?
Ir2 N2 C33 C34 -175.7(12) . . . . ?
Ir2 C46 C47 C48 -176.7(11) . . . . ?
Ir2 C51 C52 C53 -64.7(10) . . . . ?
Ir2 C51 C52 C57 117.5(14) . . . . ?
Ir2 C51 C55 C54 60.5(10) . . . . ?
Ir2 C51 C55 C60 -127.4(15) . . . . ?
Ir2 C52 C53 C54 -61.0(9) . . . . ?
Ir2 C52 C53 C58 122.7(17) . . . . ?
Ir2 C53 C54 C55 -63.1(10) . . . . ?
Ir2 C53 C54 C59 122.3(13) . . . . ?
Ir2 C54 C55 C51 -58.9(10) . . . . ?
Ir2 C54 C55 C60 129.0(15) . . . . ?
F2 C48 C49 C50 177.9(13) . . . . ?
O2 C37 C38 C39 153.8(14) . . . . ?
O2 C37 C38 C43 -28.7(19) . . . . ?
N2 C32 C36 C35 -1(2) . . . . ?
N2 C32 C37 O2 -110.6(16) . . . . ?
N2 C32 C37 C38 73(2) . . . . ?
N2 C33 C34 C35 0(2) . . . . ?
C32 N2 C33 C34 3(2) . . . . ?
C32 C37 C38 C39 -30(2) . . . . ?
C32 C37 C38 C43 147.9(14) . . . . ?
C33 N2 C32 C36 -3(2) . . . . ?
C33 N2 C32 C37 170.1(13) . . . . ?
C33 C34 C35 C36 -4(2) . . . . ?
C34 C35 C36 C32 4(2) . . . . ?
C36 C32 C37 O2 62.5(19) . . . . ?
C36 C32 C37 C38 -114.3(16) . . . . ?
C37 C32 C36 C35 -174.1(14) . . . . ?
C37 C38 C39 C40 179.2(14) . . . . ?
C37 C38 C39 C61 -8(2) . . . . ?
C37 C38 C43 C42 -178.0(14) . . . . ?
C38 C39 C40 C41 -2(2) . . . . ?
C38 C39 C61 Ir2 -39.9(17) . . . . ?
C38 C39 C61 C44 143.5(14) . . . . ?
C39 C38 C43 C42 0(2) . . . . ?
C39 C40 C41 C42 1(2) . . . . ?
C40 C39 C61 Ir2 132.6(12) . . . . ?
C40 C39 C61 C44 -44(2) . . . . ?
C40 C41 C42 C43 1(2) . . . . ?
C41 C42 C43 C38 -1(2) . . . . ?
C43 C38 C39 C40 2(2) . . . . ?
C43 C38 C39 C61 174.4(12) . . . . ?
C44 C45 C46 Ir2 -9.6(16) . . . . ?
C44 C45 C46 C47 175.6(13) . . . . ?
C44 C45 C50 C49 -175.1(14) . . . . ?
C45 C44 C61 Ir2 5.9(17) . . . . ?
C45 C44 C61 C39 -177.4(12) . . . . ?
C45 C46 C47 C48 -3(2) . . . . ?
C46 C45 C50 C49 -1(2) . . . . ?
C46 C47 C48 F2 -177.9(12) . . . . ?
C46 C47 C48 C49 5(2) . . . . ?
C47 C48 C49 C50 -5(2) . . . . ?
C48 C49 C50 C45 3(2) . . . . ?
C50 C45 C46 Ir2 175.5(11) . . . . ?
C50 C45 C46 C47 1(2) . . . . ?
C51 C52 C53 Ir2 62.3(10) . . . . ?
C51 C52 C53 C54 1.3(16) . . . . ?
C51 C52 C53 C58 -175.0(16) . . . . ?
C52 C51 C55 Ir2 -63.5(10) . . . . ?
C52 C51 C55 C54 -3.0(16) . . . . ?
C52 C51 C55 C60 169.1(14) . . . . ?
C52 C53 C54 Ir2 59.9(10) . . . . ?
C52 C53 C54 C55 -3.2(16) . . . . ?
C52 C53 C54 C59 -177.8(13) . . . . ?
C53 C54 C55 Ir2 62.7(10) . . . . ?
C53 C54 C55 C51 3.9(16) . . . . ?
C53 C54 C55 C60 -168.2(14) . . . . ?
C55 C51 C52 Ir2 65.7(10) . . . . ?
C55 C51 C52 C53 1.0(16) . . . . ?
C55 C51 C52 C57 -176.7(14) . . . . ?
C56 C51 C52 Ir2 -119.2(15) . . . . ?
C56 C51 C52 C53 176.1(15) . . . . ?
C56 C51 C52 C57 -2(2) . . . . ?
C56 C51 C55 Ir2 121.5(16) . . . . ?
C56 C51 C55 C54 -178.0(15) . . . . ?
C56 C51 C55 C60 -6(3) . . . . ?
C57 C52 C53 Ir2 -120.0(15) . . . . ?
C57 C52 C53 C54 179.0(13) . . . . ?
C57 C52 C53 C58 3(3) . . . . ?
C58 C53 C54 Ir2 -123.7(16) . . . . ?
C58 C53 C54 C55 173.2(15) . . . . ?
C58 C53 C54 C59 -1(2) . . . . ?
C59 C54 C55 Ir2 -122.9(14) . . . . ?
C59 C54 C55 C51 178.2(14) . . . . ?
C59 C54 C55 C60 6(2) . . . . ?
C61 C39 C40 C41 -174.8(14) . . . . ?
C61 C44 C45 C46 2.5(18) . . . . ?
C61 C44 C45 C50 177.1(14) . . . . ?
Ir4 N4 C92 C96 177.8(13) . . . . ?
Ir4 N4 C92 C97 1(2) . . . . ?
Ir4 N4 C93 C94 179.8(12) . . . . ?
Ir4 C104 C105 C106 0(2) . . . . ?
Ir4 C107 C108 C109 177.9(13) . . . . ?
Ir4 C112 C113 C114 -61.8(11) . . . . ?
Ir4 C112 C113 C118 130.0(15) . . . . ?
Ir4 C112 C116 C115 66.3(10) . . . . ?
Ir4 C112 C116 C121 -124.0(16) . . . . ?
Ir4 C113 C114 C115 -62.1(11) . . . . ?
Ir4 C113 C114 C119 122.9(17) . . . . ?
Ir4 C114 C115 C116 -58.5(10) . . . . ?
Ir4 C114 C115 C120 125.4(18) . . . . ?
Ir4 C115 C116 C112 -64.5(10) . . . . ?
Ir4 C115 C116 C121 124.9(14) . . . . ?
F4 C109 C110 C111 179.9(16) . . . . ?
O4 C97 C98 C99 -156.0(17) . . . . ?
O4 C97 C98 C103 28(2) . . . . ?
N4 C92 C96 C95 3(3) . . . . ?
N4 C92 C97 O4 117.6(18) . . . . ?
N4 C92 C97 C98 -73(2) . . . . ?
N4 C93 C94 C95 2(2) . . . . ?
C92 N4 C93 C94 -1(2) . . . . ?
C92 C97 C98 C99 35(2) . . . . ?
C92 C97 C98 C103 -140.8(15) . . . . ?
C93 N4 C92 C96 -2(2) . . . . ?
C93 N4 C92 C97 -178.0(14) . . . . ?
C93 C94 C95 C96 0(3) . . . . ?
C94 C95 C96 C92 -2(3) . . . . ?
C96 C92 C97 O4 -59(2) . . . . ?
C96 C92 C97 C98 110.7(17) . . . . ?
C97 C92 C96 C95 179.6(16) . . . . ?
C97 C98 C99 C100 -175.3(16) . . . . ?
C97 C98 C99 C104 7(2) . . . . ?
C97 C98 C103 C102 176.6(19) . . . . ?
C98 C99 C100 C101 -1(3) . . . . ?
C98 C99 C104 Ir4 38(2) . . . . ?
C98 C99 C104 C105 -140.4(16) . . . . ?
C99 C98 C103 C102 0(3) . . . . ?
C99 C100 C101 C102 0(3) . . . . ?
C99 C104 C105 C106 177.9(15) . . . . ?
C100 C99 C104 Ir4 -140.0(15) . . . . ?
C100 C99 C104 C105 42(2) . . . . ?
C100 C101 C102 C103 0(4) . . . . ?
C101 C102 C103 C98 -1(3) . . . . ?
C103 C98 C99 C100 0(2) . . . . ?
C103 C98 C99 C104 -177.2(15) . . . . ?
C104 C99 C100 C101 176.8(18) . . . . ?
C104 C105 C106 C107 0(2) . . . . ?
C104 C105 C106 C111 179.1(17) . . . . ?
C105 C106 C107 Ir4 0.6(18) . . . . ?
C105 C106 C107 C108 179.1(16) . . . . ?
C105 C106 C111 C110 -178.6(17) . . . . ?
C106 C107 C108 C109 0(3) . . . . ?
C107 C106 C111 C110 1(3) . . . . ?
C107 C108 C109 F4 -179.4(16) . . . . ?
C107 C108 C109 C110 1(3) . . . . ?
C108 C109 C110 C111 0(3) . . . . ?
C109 C110 C111 C106 0(3) . . . . ?
C111 C106 C107 Ir4 -178.8(12) . . . . ?
C111 C106 C107 C108 0(2) . . . . ?
C112 C113 C114 Ir4 58.9(10) . . . . ?
C112 C113 C114 C115 -3.2(17) . . . . ?
C112 C113 C114 C119 -178.2(16) . . . . ?
C113 C112 C116 Ir4 -64.8(11) . . . . ?
C113 C112 C116 C115 1.5(17) . . . . ?
C113 C112 C116 C121 171.1(15) . . . . ?
C113 C114 C115 Ir4 62.6(11) . . . . ?
C113 C114 C115 C116 4.0(17) . . . . ?
C113 C114 C115 C120 -172.1(16) . . . . ?
C114 C115 C116 Ir4 61.2(11) . . . . ?
C114 C115 C116 C112 -3.3(17) . . . . ?
C114 C115 C116 C121 -173.9(14) . . . . ?
C116 C112 C113 Ir4 62.8(11) . . . . ?
C116 C112 C113 C114 1.1(17) . . . . ?
C116 C112 C113 C118 -167.2(14) . . . . ?
C117 C112 C113 Ir4 -120.9(14) . . . . ?
C117 C112 C113 C114 177.3(14) . . . . ?
C117 C112 C113 C118 9(2) . . . . ?
C117 C112 C116 Ir4 119.1(15) . . . . ?
C117 C112 C116 C115 -174.6(15) . . . . ?
C117 C112 C116 C121 -5(3) . . . . ?
C118 C113 C114 Ir4 -133.4(16) . . . . ?
C118 C113 C114 C115 164.4(15) . . . . ?
C118 C113 C114 C119 -11(3) . . . . ?
C119 C114 C115 Ir4 -122.3(16) . . . . ?
C119 C114 C115 C116 179.2(15) . . . . ?
C119 C114 C115 C120 3(3) . . . . ?
C120 C115 C116 Ir4 -122.9(18) . . . . ?
C120 C115 C116 C112 172.6(17) . . . . ?
C120 C115 C116 C121 2(3) . . . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
1 0 0 3.423
0 1 0 2.996
1 1 0 4.590
1 -1 1 4.717
-1 0 1 4.082
0 0 1 1.673
0 1 1 3.247
2 7 1 22.507
2 -1 2 7.779
0 0 2 3.347
1 0 2 4.317
2 3 2 11.246
1 0 3 5.527
1 0 4 6.937
2 1 4 8.934

_platon_squeeze_details          
;
TITL A160711a  P -1         R = 0.09
CELL   13.1460   14.8634   27.0887     83.00     79.25     89.67
SPGR P-1
# Solvent Accessible Volume =     556.7
# Electrons Found in S.A.V. =     160.4
# Note: Atoms in Void as Cxxx and Qxxx all others
Q101 0.091 0.795 0.360 !       8.21 eA-3
Q102 0.060 0.768 0.433 !       8.15 eA-3
Q103 0.521 0.296 0.359 !       7.93 eA-3
Q104 0.490 0.270 0.432 !       7.55 eA-3
Q105 0.237 0.160 0.141 !       6.27 eA-3
Q106 0.998 0.659 0.143 !       5.76 eA-3
Q107 0.784 0.665 0.111 !       5.60 eA-3
Q108 0.752 0.639 0.182 !       5.54 eA-3
Q109 0.990 0.136 0.183 !       5.26 eA-3
Q110 0.020 0.176 0.103 !       5.23 eA-3
Q111 0.498 0.341 0.395 !       3.58 eA-3
C112 0.560 0.167 0.069 !       3.55 eA-3
C113 0.262 0.593 0.043 !       3.22 eA-3
C114 0.235 0.747 0.088 !       3.20 eA-3
Q115 0.298 0.774 0.398 !       3.06 eA-3
C116 0.577 0.126 0.058 !       3.01 eA-3
C117 0.583 0.101 0.014 !       3.00 eA-3
Q118 0.296 0.276 0.401 !       2.88 eA-3
Q119 0.515 0.158 0.140 !       2.87 eA-3
Q120 0.066 0.843 0.395 !       2.85 eA-3
C121 0.501 0.011 0.024 !       2.64 eA-3
Q122 0.519 0.237 0.386 !       2.54 eA-3
Q123 0.548 0.685 0.137 !       2.51 eA-3
C124 0.392 0.609 0.009 !       2.48 eA-3
Q125 0.247 0.677 0.131 !       2.44 eA-3
C126 0.448 0.515 0.024 !       2.27 eA-3
Q127 1.000 0.222 0.137 !       2.24 eA-3
Q128 0.083 0.734 0.386 !       2.20 eA-3
C129 0.619 0.296 0.071 !       2.17 eA-3
Q130 0.762 0.252 0.394 !       2.17 eA-3
C131 0.381 0.795 0.055 !       2.15 eA-3
Q132 0.578 0.622 0.147 !       2.12 eA-3
Q133 0.816 0.627 0.151 !       2.08 eA-3
Q134 0.076 0.138 0.140 !       2.05 eA-3
Q135 0.752 0.723 0.141 !       2.04 eA-3
C136 0.608 0.375 0.034 !       2.04 eA-3
Q137 0.532 0.301 0.313 !       2.01 eA-3
Q138 0.147 0.782 0.390 !       1.91 eA-3
Q139 0.017 0.094 0.144 !       1.87 eA-3
Q140 0.390 0.110 0.048 !       1.85 eA-3
Q141 0.581 0.888 0.342 !       1.84 eA-3
C142 0.640 0.314 0.029 !       1.83 eA-3
C143 0.292 0.710 0.062 !       1.82 eA-3
C144 0.408 0.107 0.009 !       1.81 eA-3
Q145 0.487 0.340 0.441 !       1.76 eA-3
Q146 0.057 0.094 0.169 !       1.74 eA-3
Q147 0.280 0.392 0.345 !       1.74 eA-3
Q148 0.519 0.374 0.317 !       1.74 eA-3
C149 0.238 0.629 0.071 !       1.73 eA-3
Q150 0.982 0.155 0.215 !       1.73 eA-3
Q151 0.360 0.046 0.208 !       1.73 eA-3
Q152 0.060 0.845 0.433 !       1.73 eA-3
Q153 0.094 0.778 0.323 !       1.72 eA-3
Q154 0.481 0.269 0.471 !       1.71 eA-3
Q155 0.112 0.656 0.393 !       1.68 eA-3
Q156 0.909 0.280 0.114 !       1.67 eA-3
Q157 0.566 0.628 0.101 !       1.66 eA-3
Q158 0.014 0.734 0.197 !       1.66 eA-3
C159 0.256 0.671 0.096 !       1.66 eA-3
Q160 0.720 0.276 0.399 !       1.64 eA-3
C161 0.332 0.921 0.022 !       1.64 eA-3
C162 0.608 0.436 0.040 !       1.62 eA-3
C163 0.532 0.951 0.017 !       1.62 eA-3
Q164 0.329 0.391 0.336 !       1.61 eA-3
Q165 0.111 0.968 0.439 !       1.61 eA-3
Q166 0.937 0.153 0.148 !       1.61 eA-3
C167 0.574 0.192 0.030 !       1.61 eA-3
Q168 0.113 0.826 0.308 !       1.61 eA-3
Q169 0.799 0.686 0.047 !       1.61 eA-3
Q170 0.329 0.343 0.058 !       1.60 eA-3
Q171 0.091 0.719 0.358 !       1.60 eA-3
C172 0.424 0.823 0.009 !       1.59 eA-3
Q173 0.440 0.672 0.468 !       1.59 eA-3
Q174 0.876 0.496 0.374 !       1.59 eA-3
Q175 0.404 0.623 0.105 !       1.59 eA-3
Q176 0.855 0.171 0.474 !       1.58 eA-3
Q177 0.687 0.921 0.298 !       1.58 eA-3
Q178 1.006 0.406 0.500 !       1.56 eA-3
Q179 0.904 0.606 0.132 !       1.56 eA-3
Q180 0.669 0.659 0.337 !       1.56 eA-3
Q181 0.641 0.058 0.360 !       1.55 eA-3
Q182 0.859 0.456 0.089 !       1.54 eA-3
Q183 0.355 0.859 0.096 !       1.53 eA-3
C184 0.518 0.434-0.001 !       1.52 eA-3
Q185 0.558 0.154 0.384 !       1.51 eA-3
Q186 0.137 0.565 0.160 !       1.51 eA-3
Q187 0.876 0.767 0.046 !       1.51 eA-3
Q188 0.703 0.301 0.382 !       1.50 eA-3
Q189 0.627 0.609 0.039 !       1.50 eA-3
Q190 0.720 0.294 0.427 !       1.50 eA-3
Q191 0.638 0.686 0.142 !       1.49 eA-3
Q192 0.956 0.233 0.070 !       1.49 eA-3
C193 0.655 0.171 0.075 !       1.48 eA-3
C194 0.422 0.045 0.044 !       1.47 eA-3
Q195 0.281 0.389 0.311 !       1.47 eA-3
Q196 0.294 0.408 0.294 !       1.46 eA-3
C197 0.580 0.281 0.107 !       1.46 eA-3
C198 0.531 0.252 0.070 !       1.46 eA-3
C199 0.467 0.980 0.046 !       1.45 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.817 0.000 537 161 ' '

_platon_squeeze_void_probe_radius 1.20

_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 2.124
_oxdiff_exptl_absorpt_empirical_full_min 0.578
