# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_103-5253-3718_ea15
_database_code_depnum_ccdc_archive 'CCDC 1505626'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2017-11-01 downloaded from the CCDC.
;
_audit_creation_date             2016-06-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H38 Ir N4, C F3 O3 S'
_chemical_formula_sum            'C43 H38 F3 Ir N4 O3 S'
_chemical_formula_weight         940.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ir N4 C32 H32'
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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                   9.7977(2)
_cell_length_b                   32.2237(6)
_cell_length_c                   12.8805(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.070(3)
_cell_angle_gamma                90
_cell_volume                     3819.62(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16725
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.2058
_cell_measurement_theta_min      2.5232
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.611
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
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    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39877
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.528
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -96.00  -35.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2468 -178.0000    0.0000 61

#__ type_ start__ end____ width___ exp.time_
  2 omega   46.00   96.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -       21.1843  178.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega   29.00   92.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -       21.1843   38.0000  -60.0000 63

#__ type_ start__ end____ width___ exp.time_
  4 omega  -52.00   21.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -       21.1843  -19.0000    0.0000 73

#__ type_ start__ end____ width___ exp.time_
  5 omega  -35.00   -9.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2468   38.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   23.00   49.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2468   77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega    7.00   48.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2468   38.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
  8 omega  -31.00   -5.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -      -20.2468   77.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  9 omega    3.00   88.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -       21.1843   57.0000    0.0000 85

#__ type_ start__ end____ width___ exp.time_
 10 omega    4.00   68.00   1.0000   38.0000
omega____ theta____ kappa____ phi______ frames
    -       21.1843   57.0000 -120.0000 64
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0236129000
_diffrn_orient_matrix_UB_12      0.0165209000
_diffrn_orient_matrix_UB_13      0.0260983000
_diffrn_orient_matrix_UB_21      0.0710689000
_diffrn_orient_matrix_UB_22      0.0085080000
_diffrn_orient_matrix_UB_23      0.0177762000
_diffrn_orient_matrix_UB_31      -0.0181479000
_diffrn_orient_matrix_UB_32      0.0118240000
_diffrn_orient_matrix_UB_33      -0.0493528000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7837
_reflns_number_total             8774
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.50
_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, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.794
_refine_diff_density_min         -1.985
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         8774
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.125
_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)+(0.0166P)²+6.1262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0635
_refine_ls_wR_factor_ref         0.0660
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C14(H14), C16(H16), C21(H21), C22(H22), C23(H23), C24(H24),
 C27(H27), C28(H28), C29(H29), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36),
  C39(H39), C40(H40), C41(H41), C42(H42)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C18(H18A,H18B,H18C),
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.39226(2) 0.35670(2) 0.86365(2) 0.01237(4) Uani 1 1 d . . . . .
N1 N 0.5732(3) 0.40124(9) 0.7335(2) 0.0158(6) Uani 1 1 d . . . . .
N2 N 0.1545(3) 0.42191(9) 0.8733(2) 0.0154(6) Uani 1 1 d . . . . .
N3 N 0.5487(3) 0.36937(9) 1.0143(2) 0.0166(6) Uani 1 1 d . . . . .
N4 N 0.2399(3) 0.33227(9) 0.7238(2) 0.0155(6) Uani 1 1 d . . . . .
C1 C 0.5022(4) 0.38821(11) 0.7815(3) 0.0150(7) Uani 1 1 d . . . . .
C2 C 0.6693(4) 0.41162(11) 0.6778(3) 0.0155(7) Uani 1 1 d . . . . .
C3 C 0.7703(4) 0.38177(11) 0.6734(3) 0.0176(8) Uani 1 1 d . . . . .
C4 C 0.8629(4) 0.39233(12) 0.6171(3) 0.0203(8) Uani 1 1 d . . . . .
H4 H 0.9326 0.3726 0.6124 0.024 Uiso 1 1 calc R . . . .
C5 C 0.8572(4) 0.43080(12) 0.5673(3) 0.0207(8) Uani 1 1 d . . . . .
C6 C 0.7558(4) 0.45946(12) 0.5751(3) 0.0201(8) Uani 1 1 d . . . . .
H6 H 0.7525 0.4860 0.5420 0.024 Uiso 1 1 calc R . . . .
C7 C 0.6587(4) 0.45095(11) 0.6294(3) 0.0172(7) Uani 1 1 d . . . . .
C8 C 0.5454(4) 0.48129(12) 0.6355(3) 0.0232(8) Uani 1 1 d . . . . .
H8A H 0.5690 0.5090 0.6151 0.035 Uiso 1 1 calc GR . . . .
H8B H 0.5432 0.4819 0.7110 0.035 Uiso 1 1 calc GR . . . .
H8C H 0.4501 0.4727 0.5843 0.035 Uiso 1 1 calc GR . . . .
C9 C 0.7752(5) 0.33947(12) 0.7250(3) 0.0246(9) Uani 1 1 d . . . . .
H9A H 0.8546 0.3232 0.7155 0.037 Uiso 1 1 calc GR . . . .
H9B H 0.6828 0.3251 0.6890 0.037 Uiso 1 1 calc GR . . . .
H9C H 0.7913 0.3426 0.8040 0.037 Uiso 1 1 calc GR . . . .
C10 C 0.9598(5) 0.44087(14) 0.5053(4) 0.0314(10) Uani 1 1 d . . . . .
H10A H 1.0461 0.4550 0.5551 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.9105 0.4590 0.4425 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.9892 0.4151 0.4784 0.047 Uiso 1 1 calc GR . . . .
C11 C 0.2462(4) 0.40039(11) 0.8688(3) 0.0149(7) Uani 1 1 d . . . . .
C12 C 0.0337(4) 0.44052(11) 0.8899(3) 0.0152(7) Uani 1 1 d . . . . .
C13 C -0.0146(4) 0.47938(11) 0.8439(3) 0.0170(7) Uani 1 1 d . . . . .
C14 C -0.1358(4) 0.49572(11) 0.8627(3) 0.0186(8) Uani 1 1 d . . . . .
H14 H -0.1712 0.5221 0.8327 0.022 Uiso 1 1 calc R . . . .
C15 C -0.2061(4) 0.47484(11) 0.9233(3) 0.0166(7) Uani 1 1 d . . . . .
C16 C -0.1536(4) 0.43618(11) 0.9673(3) 0.0180(8) Uani 1 1 d . . . . .
H16 H -0.2023 0.4217 1.0086 0.022 Uiso 1 1 calc R . . . .
C17 C -0.0330(4) 0.41812(11) 0.9530(3) 0.0154(7) Uani 1 1 d . . . . .
C18 C 0.0260(4) 0.37688(11) 1.0025(3) 0.0239(9) Uani 1 1 d . . . . .
H18A H 0.0286 0.3579 0.9439 0.036 Uiso 1 1 calc GR . . . .
H18B H -0.0368 0.3653 1.0404 0.036 Uiso 1 1 calc GR . . . .
H18C H 0.1245 0.3805 1.0557 0.036 Uiso 1 1 calc GR . . . .
C19 C 0.0587(4) 0.50298(12) 0.7771(3) 0.0231(8) Uani 1 1 d . . . . .
H19A H 0.1318 0.5217 0.8257 0.035 Uiso 1 1 calc GR . . . .
H19B H -0.0138 0.5192 0.7201 0.035 Uiso 1 1 calc GR . . . .
H19C H 0.1059 0.4834 0.7420 0.035 Uiso 1 1 calc GR . . . .
C20 C -0.3385(4) 0.49332(13) 0.9406(3) 0.0255(9) Uani 1 1 d . . . . .
H20A H -0.3151 0.5005 1.0188 0.038 Uiso 1 1 calc GR . . . .
H20B H -0.4180 0.4731 0.9188 0.038 Uiso 1 1 calc GR . . . .
H20C H -0.3683 0.5184 0.8954 0.038 Uiso 1 1 calc GR . . . .
C21 C 0.5392(4) 0.39956(12) 1.0838(3) 0.0218(8) Uani 1 1 d . . . . .
H21 H 0.4579 0.4177 1.0607 0.026 Uiso 1 1 calc R . . . .
C22 C 0.6420(5) 0.40528(14) 1.1867(3) 0.0290(9) Uani 1 1 d . . . . .
H22 H 0.6312 0.4266 1.2341 0.035 Uiso 1 1 calc R . . . .
C23 C 0.7619(5) 0.37922(15) 1.2198(3) 0.0332(10) Uani 1 1 d . . . . .
H23 H 0.8362 0.3830 1.2896 0.040 Uiso 1 1 calc R . . . .
C24 C 0.7717(4) 0.34769(13) 1.1499(3) 0.0263(9) Uani 1 1 d . . . . .
H24 H 0.8522 0.3292 1.1723 0.032 Uiso 1 1 calc R . . . .
C25 C 0.6645(4) 0.34290(11) 1.0470(3) 0.0173(7) Uani 1 1 d . . . . .
C26 C 0.6596(4) 0.30975(11) 0.9678(3) 0.0180(8) Uani 1 1 d . . . . .
C27 C 0.7696(4) 0.28004(12) 0.9838(3) 0.0225(8) Uani 1 1 d . . . . .
H27 H 0.8562 0.2818 1.0463 0.027 Uiso 1 1 calc R . . . .
C28 C 0.7518(4) 0.24836(12) 0.9086(3) 0.0244(9) Uani 1 1 d . . . . .
H28 H 0.8262 0.2282 0.9192 0.029 Uiso 1 1 calc R . . . .
C29 C 0.6264(4) 0.24575(11) 0.8179(3) 0.0222(8) Uani 1 1 d . . . . .
H29 H 0.6130 0.2232 0.7680 0.027 Uiso 1 1 calc R . . . .
C30 C 0.5192(4) 0.27591(11) 0.7988(3) 0.0179(8) Uani 1 1 d . . . . .
H30 H 0.4350 0.2742 0.7344 0.022 Uiso 1 1 calc R . . . .
C31 C 0.5332(4) 0.30868(10) 0.8726(3) 0.0147(7) Uani 1 1 d . . . . .
C32 C 0.2921(4) 0.31546(11) 0.9357(3) 0.0166(7) Uani 1 1 d . . . . .
C33 C 0.3173(4) 0.30882(12) 1.0476(3) 0.0210(8) Uani 1 1 d . . . . .
H33 H 0.3852 0.3258 1.1012 0.025 Uiso 1 1 calc R . . . .
C34 C 0.2440(4) 0.27757(13) 1.0818(3) 0.0271(9) Uani 1 1 d . . . . .
H34 H 0.2615 0.2738 1.1585 0.032 Uiso 1 1 calc R . . . .
C35 C 0.1465(4) 0.25207(14) 1.0061(4) 0.0305(10) Uani 1 1 d . . . . .
H35 H 0.0992 0.2304 1.0304 0.037 Uiso 1 1 calc R . . . .
C36 C 0.1181(4) 0.25828(12) 0.8944(3) 0.0261(9) Uani 1 1 d . . . . .
H36 H 0.0497 0.2411 0.8417 0.031 Uiso 1 1 calc R . . . .
C37 C 0.1900(4) 0.28979(11) 0.8590(3) 0.0172(7) Uani 1 1 d . . . . .
C38 C 0.1624(4) 0.29949(11) 0.7422(3) 0.0175(8) Uani 1 1 d . . . . .
C39 C 0.0658(4) 0.27859(12) 0.6527(3) 0.0241(9) Uani 1 1 d . . . . .
H39 H 0.0138 0.2555 0.6657 0.029 Uiso 1 1 calc R . . . .
C40 C 0.0440(4) 0.29052(13) 0.5466(3) 0.0265(9) Uani 1 1 d . . . . .
H40 H -0.0220 0.2759 0.4860 0.032 Uiso 1 1 calc R . . . .
C41 C 0.1207(4) 0.32466(13) 0.5293(3) 0.0232(9) Uani 1 1 d . . . . .
H41 H 0.1063 0.3342 0.4565 0.028 Uiso 1 1 calc R . . . .
C42 C 0.2182(4) 0.34433(12) 0.6197(3) 0.0193(8) Uani 1 1 d . . . . .
H42 H 0.2718 0.3673 0.6077 0.023 Uiso 1 1 calc R . . . .
S1A S 0.26881(12) 0.39434(3) 0.32648(9) 0.0300(2) Uani 1 1 d . . . . .
F1A F 0.4501(3) 0.33524(8) 0.3208(2) 0.0432(7) Uani 1 1 d . . . . .
F2A F 0.5526(3) 0.38958(9) 0.4092(2) 0.0397(7) Uani 1 1 d . . . . .
F3A F 0.4427(3) 0.34710(8) 0.48339(19) 0.0355(6) Uani 1 1 d . . . . .
O1A O 0.1587(4) 0.36228(10) 0.2991(3) 0.0435(9) Uani 1 1 d . . . . .
O2A O 0.2927(4) 0.41367(10) 0.2332(3) 0.0410(8) Uani 1 1 d . . . . .
O3A O 0.2677(4) 0.42178(11) 0.4147(3) 0.0540(10) Uani 1 1 d . . . . .
C1A C 0.4364(5) 0.36556(12) 0.3875(3) 0.0255(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 N3 2.059(3) . ?
Ir1 N4 2.061(3) . ?
Ir1 C1 2.023(4) . ?
Ir1 C11 2.025(4) . ?
Ir1 C31 2.051(3) . ?
Ir1 C32 2.053(4) . ?
N1 C1 1.157(4) . ?
N1 C2 1.406(4) . ?
N2 C11 1.152(4) . ?
N2 C12 1.408(4) . ?
N3 C21 1.347(5) . ?
N3 C25 1.366(5) . ?
N4 C38 1.368(4) . ?
N4 C42 1.342(4) . ?
C2 C3 1.395(5) . ?
C2 C7 1.400(5) . ?
C3 C4 1.384(5) . ?
C3 C9 1.510(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(5) . ?
C5 C6 1.386(5) . ?
C5 C10 1.518(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(5) . ?
C7 C8 1.501(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C13 1.397(5) . ?
C12 C17 1.404(5) . ?
C13 C14 1.394(5) . ?
C13 C19 1.502(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(5) . ?
C15 C16 1.392(5) . ?
C15 C20 1.512(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(5) . ?
C17 C18 1.501(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.374(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.386(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(5) . ?
C25 C26 1.466(5) . ?
C26 C27 1.404(5) . ?
C26 C31 1.412(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.377(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(6) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.396(5) . ?
C32 C33 1.392(5) . ?
C32 C37 1.408(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.393(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.399(5) . ?
C37 C38 1.468(5) . ?
C38 C39 1.389(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.364(6) . ?
C40 H40 0.9500 . ?
C40 C41 1.393(6) . ?
C41 H41 0.9500 . ?
C41 C42 1.380(5) . ?
C42 H42 0.9500 . ?
S1A O1A 1.447(3) . ?
S1A O2A 1.442(3) . ?
S1A O3A 1.443(3) . ?
S1A C1A 1.813(4) . ?
F1A C1A 1.337(4) . ?
F2A C1A 1.325(5) . ?
F3A C1A 1.353(4) . ?

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
N3 Ir1 N4 168.84(12) . . ?
C1 Ir1 N3 92.03(13) . . ?
C1 Ir1 N4 95.19(13) . . ?
C1 Ir1 C11 100.19(14) . . ?
C1 Ir1 C31 86.51(13) . . ?
C1 Ir1 C32 169.79(13) . . ?
C11 Ir1 N3 97.90(13) . . ?
C11 Ir1 N4 89.21(13) . . ?
C11 Ir1 C31 173.09(13) . . ?
C11 Ir1 C32 88.99(13) . . ?
C31 Ir1 N3 80.06(13) . . ?
C31 Ir1 N4 91.88(13) . . ?
C31 Ir1 C32 84.46(13) . . ?
C32 Ir1 N3 91.10(13) . . ?
C32 Ir1 N4 80.37(13) . . ?
C1 N1 C2 171.9(4) . . ?
C11 N2 C12 167.3(4) . . ?
C21 N3 Ir1 124.8(3) . . ?
C21 N3 C25 119.0(3) . . ?
C25 N3 Ir1 116.0(2) . . ?
C38 N4 Ir1 115.0(2) . . ?
C42 N4 Ir1 125.6(3) . . ?
C42 N4 C38 119.3(3) . . ?
N1 C1 Ir1 171.0(3) . . ?
C3 C2 N1 117.7(3) . . ?
C3 C2 C7 123.5(3) . . ?
C7 C2 N1 118.8(3) . . ?
C2 C3 C9 121.3(3) . . ?
C4 C3 C2 117.0(3) . . ?
C4 C3 C9 121.7(3) . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.1(4) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C10 120.3(4) . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 C10 121.1(4) . . ?
C5 C6 H6 118.7 . . ?
C5 C6 C7 122.5(3) . . ?
C7 C6 H6 118.7 . . ?
C2 C7 C8 120.7(3) . . ?
C6 C7 C2 116.3(3) . . ?
C6 C7 C8 123.0(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 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 . . ?
N2 C11 Ir1 172.9(3) . . ?
C13 C12 N2 119.8(3) . . ?
C13 C12 C17 123.4(3) . . ?
C17 C12 N2 116.8(3) . . ?
C12 C13 C19 122.6(3) . . ?
C14 C13 C12 116.7(3) . . ?
C14 C13 C19 120.7(3) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 C13 122.3(3) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 C16 118.7(3) . . ?
C14 C15 C20 120.8(3) . . ?
C16 C15 C20 120.6(3) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.3(3) . . ?
C17 C16 H16 118.8 . . ?
C12 C17 C18 120.9(3) . . ?
C16 C17 C12 116.6(3) . . ?
C16 C17 C18 122.4(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 . . ?
N3 C21 H21 118.6 . . ?
N3 C21 C22 122.9(4) . . ?
C22 C21 H21 118.6 . . ?
C21 C22 H22 120.7 . . ?
C21 C22 C23 118.6(4) . . ?
C23 C22 H22 120.7 . . ?
C22 C23 H23 120.5 . . ?
C24 C23 C22 119.0(4) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.3(4) . . ?
C25 C24 H24 119.9 . . ?
N3 C25 C24 120.1(3) . . ?
N3 C25 C26 114.5(3) . . ?
C24 C25 C26 125.4(4) . . ?
C27 C26 C25 123.7(4) . . ?
C27 C26 C31 120.7(3) . . ?
C31 C26 C25 115.6(3) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.8(4) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.5(4) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 119.4 . . ?
C29 C30 C31 121.1(4) . . ?
C31 C30 H30 119.4 . . ?
C26 C31 Ir1 113.8(2) . . ?
C30 C31 Ir1 128.7(3) . . ?
C30 C31 C26 117.5(3) . . ?
C33 C32 Ir1 128.7(3) . . ?
C33 C32 C37 117.8(3) . . ?
C37 C32 Ir1 113.4(2) . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.7(4) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 120.9(4) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 120.2 . . ?
C34 C35 C36 119.6(4) . . ?
C36 C35 H35 120.2 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.0(4) . . ?
C37 C36 H36 120.0 . . ?
C32 C37 C38 115.5(3) . . ?
C36 C37 C32 120.9(3) . . ?
C36 C37 C38 123.6(3) . . ?
N4 C38 C37 115.1(3) . . ?
N4 C38 C39 119.4(3) . . ?
C39 C38 C37 125.5(3) . . ?
C38 C39 H39 119.2 . . ?
C40 C39 C38 121.5(4) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 H40 120.8 . . ?
C39 C40 C41 118.4(4) . . ?
C41 C40 H40 120.8 . . ?
C40 C41 H41 120.6 . . ?
C42 C41 C40 118.8(4) . . ?
C42 C41 H41 120.6 . . ?
N4 C42 C41 122.5(4) . . ?
N4 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
O1A S1A C1A 103.23(19) . . ?
O2A S1A O1A 115.2(2) . . ?
O2A S1A O3A 116.0(2) . . ?
O2A S1A C1A 101.54(19) . . ?
O3A S1A O1A 115.0(2) . . ?
O3A S1A C1A 102.9(2) . . ?
F1A C1A S1A 111.8(3) . . ?
F1A C1A F3A 106.4(3) . . ?
F2A C1A S1A 112.2(3) . . ?
F2A C1A F1A 107.1(3) . . ?
F2A C1A F3A 107.3(3) . . ?
F3A C1A S1A 111.8(3) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 1456395223.25
_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_km857
_database_code_depnum_ccdc_archive 'CCDC 1508596'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2017-11-01 downloaded from the CCDC.
;
_audit_creation_date             2015-01-27
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C31 H25 Cl Ir N3, C H2 Cl2'
_chemical_formula_sum            'C32 H27 Cl3 Ir N3'
_chemical_formula_weight         752.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ir1 N3 Cl1 C15 h20'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.7446(4)
_cell_length_b                   8.57762(18)
_cell_length_c                   21.5557(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.277(3)
_cell_angle_gamma                90.00
_cell_volume                     2864.94(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13222
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.9890
_cell_measurement_theta_min      2.8840
_exptl_absorpt_coefficient_mu    11.802
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            37122
_diffrn_reflns_theta_full        72.48
_diffrn_reflns_theta_max         72.48
_diffrn_reflns_theta_min         2.87
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 10.3829
_diffrn_measured_fraction_theta_full 0.9907
_diffrn_measured_fraction_theta_max 0.9907
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -40.00   30.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -120.0000 70

#__ type_ start__ end____ width___ exp.time_
  2 omega  -36.00   25.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000  120.0000 61

#__ type_ start__ end____ width___ exp.time_
  3 omega -130.00  -88.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787 -178.0000    0.0000 42

#__ type_ start__ end____ width___ exp.time_
  4 omega  -41.00   30.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -180.0000 71

#__ type_ start__ end____ width___ exp.time_
  5 omega  105.00  130.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       40.3787  178.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega   88.00  169.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
  7 omega   29.00   54.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   59.00   89.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -60.0000 30

#__ type_ start__ end____ width___ exp.time_
  9 omega  113.00  146.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
 10 omega   73.00  103.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  150.0000 30

#__ type_ start__ end____ width___ exp.time_
 11 omega   54.00  135.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000  120.0000 81

#__ type_ start__ end____ width___ exp.time_
 12 omega   35.00   61.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   96.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -180.0000 58

#__ type_ start__ end____ width___ exp.time_
 14 omega   35.00   74.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -150.0000 39

#__ type_ start__ end____ width___ exp.time_
 15 omega   57.00   90.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 16 omega   50.00   94.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  150.0000 44

#__ type_ start__ end____ width___ exp.time_
 17 omega   86.00  131.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 18 omega   39.00   86.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 47

#__ type_ start__ end____ width___ exp.time_
 19 omega  122.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
 20 omega  116.00  144.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  120.0000 28

#__ type_ start__ end____ width___ exp.time_
 21 omega   90.00  115.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 22 omega   85.00  111.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   37.00   83.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 24 omega   84.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000   30.0000 30

#__ type_ start__ end____ width___ exp.time_
 25 omega   99.00  126.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
 26 omega   83.00  134.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000 -180.0000 51

#__ type_ start__ end____ width___ exp.time_
 27 omega   89.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 28 omega  132.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -180.0000 45

#__ type_ start__ end____ width___ exp.time_
 29 omega   83.00  115.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  120.0000 32

#__ type_ start__ end____ width___ exp.time_
 30 omega   35.00   60.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
 31 omega   66.00   92.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   54.00   82.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
 33 omega   90.00  115.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 34 omega   60.00  104.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
 35 omega  112.00  146.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  150.0000 34

#__ type_ start__ end____ width___ exp.time_
 36 omega   82.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 37 omega   57.00   82.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 38 omega  -60.00  -14.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -77.0000  120.0000 46

#__ type_ start__ end____ width___ exp.time_
 39 omega  -51.00  -25.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -38.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 40 omega  -81.00  -33.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -38.0000  -90.0000 48

#__ type_ start__ end____ width___ exp.time_
 41 omega  -51.00  -25.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 42 omega  -70.00   -6.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -26.0000  150.7207 64

#__ type_ start__ end____ width___ exp.time_
 43 omega  -65.00   -8.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -77.0000 -180.0000 57

#__ type_ start__ end____ width___ exp.time_
 44 omega  -54.00  -24.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -77.0000   90.0000 30

#__ type_ start__ end____ width___ exp.time_
 45 omega  -79.00  -54.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000  120.0000 25

#__ type_ start__ end____ width___ exp.time_
 46 omega  -51.00  -26.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 47 omega  -43.00  -14.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
 48 omega  -37.00  -11.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   57.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 49 omega  -71.00  -11.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000  -60.0000 60

#__ type_ start__ end____ width___ exp.time_
 50 omega  -52.00  -26.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -77.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 51 omega  -57.00  -18.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000 -150.0000 39

#__ type_ start__ end____ width___ exp.time_
 52 omega   80.00  106.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   72.0000  147.4109 26

#__ type_ start__ end____ width___ exp.time_
 53 omega  140.00  165.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   66.0000 -100.0253 25

#__ type_ start__ end____ width___ exp.time_
 54 omega  142.00  168.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   51.0000 -158.4443 26

#__ type_ start__ end____ width___ exp.time_
 55 omega   82.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   66.0000 -100.0253 26

#__ type_ start__ end____ width___ exp.time_
 56 omega   81.00  107.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   68.0000 -147.2346 26

#__ type_ start__ end____ width___ exp.time_
 57 omega   84.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   51.0000 -158.4443 25

#__ type_ start__ end____ width___ exp.time_
 58 omega   82.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   63.0000 -146.8273 26

#__ type_ start__ end____ width___ exp.time_
 59 omega   83.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 60 omega   79.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -150.0000 29

#__ type_ start__ end____ width___ exp.time_
 61 omega   79.00  104.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 62 omega   83.00  134.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -150.0000 51

#__ type_ start__ end____ width___ exp.time_
 63 omega   83.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 64 omega  123.00  149.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 65 omega   78.00  104.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -15.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 66 omega   79.00  104.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
 67 omega   83.00  110.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  -90.0000 27

#__ type_ start__ end____ width___ exp.time_
 68 omega   84.00  110.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -180.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0080618000
_diffrn_orient_matrix_UB_12      -0.1782357000
_diffrn_orient_matrix_UB_13      0.0094406000
_diffrn_orient_matrix_UB_21      -0.0900877000
_diffrn_orient_matrix_UB_22      -0.0057535000
_diffrn_orient_matrix_UB_23      0.0036052000
_diffrn_orient_matrix_UB_31      -0.0413225000
_diffrn_orient_matrix_UB_32      -0.0223638000
_diffrn_orient_matrix_UB_33      -0.0765492000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4867
_reflns_number_total             5634
_reflns_odcompleteness_completeness 93.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.95
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         2.312
_refine_diff_density_min         -1.420
_refine_diff_density_rms         0.175
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5634
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0601P)²+8.2494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1114
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.881692(14) 0.41206(3) 0.613652(11) 0.01661(10) Uani 1 1 d . . .
Cl1 Cl 0.84072(8) 0.26826(16) 0.50583(6) 0.0222(3) Uani 1 1 d . . .
Cl2 Cl 0.60598(11) 0.13387(19) 0.46284(9) 0.0371(3) Uani 1 1 d . . .
Cl3 Cl 0.57229(13) 0.3308(3) 0.34455(9) 0.0487(5) Uani 1 1 d . . .
N2 N 0.8906(3) 0.6077(5) 0.5619(2) 0.0186(9) Uani 1 1 d . . .
C15 C 0.7584(3) 0.4958(6) 0.5859(3) 0.0185(10) Uani 1 1 d . . .
C21 C 0.9106(3) 0.5196(7) 0.7033(3) 0.0187(10) Uani 1 1 d . . .
N3 N 0.8548(3) 0.2336(5) 0.6664(2) 0.0174(9) Uani 1 1 d . . .
C1 C 1.0030(4) 0.3378(7) 0.6384(3) 0.0207(11) Uani 1 1 d . . .
N1 N 1.0718(3) 0.2918(6) 0.6522(2) 0.0225(10) Uani 1 1 d . . .
C22 C 0.9437(4) 0.6697(7) 0.7218(3) 0.0243(12) Uani 1 1 d . . .
H22 H 0.9544 0.7329 0.6907 0.029 Uiso 1 1 calc R . .
C26 C 0.8961(4) 0.4261(7) 0.7520(3) 0.0200(11) Uani 1 1 d . . .
C19 C 0.6083(4) 0.5054(7) 0.5755(3) 0.0239(12) Uani 1 1 d . . .
H19 H 0.5630 0.4605 0.5841 0.029 Uiso 1 1 calc R . .
C23 C 0.9606(4) 0.7251(7) 0.7859(3) 0.0278(12) Uani 1 1 d . . .
H23 H 0.9816 0.8259 0.7971 0.033 Uiso 1 1 calc R . .
C28 C 0.8377(4) 0.1610(7) 0.7670(3) 0.0232(11) Uani 1 1 d . . .
H28 H 0.8416 0.1854 0.8101 0.028 Uiso 1 1 calc R . .
C10 C 0.9601(4) 0.6485(7) 0.5487(3) 0.0224(11) Uani 1 1 d . . .
H10 H 1.0084 0.5843 0.5639 0.027 Uiso 1 1 calc R . .
C32 C 0.6238(4) 0.3166(8) 0.4321(3) 0.0326(13) Uani 1 1 d . . .
H32A H 0.6026 0.3988 0.4528 0.039 Uiso 1 1 calc R . .
H32B H 0.6853 0.3321 0.4447 0.039 Uiso 1 1 calc R . .
C29 C 0.8071(4) 0.0166(7) 0.7398(3) 0.0260(12) Uani 1 1 d . . .
H29 H 0.7902 -0.0563 0.7644 0.031 Uiso 1 1 calc R . .
C24 C 0.9466(4) 0.6319(8) 0.8341(3) 0.0274(12) Uani 1 1 d . . .
H24 H 0.9589 0.6698 0.8771 0.033 Uiso 1 1 calc R . .
C25 C 0.9141(4) 0.4824(7) 0.8169(3) 0.0245(12) Uani 1 1 d . . .
H25 H 0.9042 0.4197 0.8485 0.029 Uiso 1 1 calc R . .
C16 C 0.7436(4) 0.6373(6) 0.5500(3) 0.0190(10) Uani 1 1 d . . .
C14 C 0.8175(4) 0.6991(7) 0.5370(3) 0.0204(11) Uani 1 1 d . . .
C27 C 0.8627(3) 0.2692(7) 0.7303(3) 0.0203(11) Uani 1 1 d . . .
C30 C 0.8016(4) -0.0185(7) 0.6753(3) 0.0236(11) Uani 1 1 d . . .
H30 H 0.7807 -0.1143 0.6556 0.028 Uiso 1 1 calc R . .
C12 C 0.8911(4) 0.8773(7) 0.4911(3) 0.0246(12) Uani 1 1 d . . .
H12 H 0.8917 0.9686 0.4680 0.030 Uiso 1 1 calc R . .
C18 C 0.5958(4) 0.6464(7) 0.5409(3) 0.0265(12) Uani 1 1 d . . .
H18 H 0.5427 0.6968 0.5270 0.032 Uiso 1 1 calc R . .
C2 C 1.1521(4) 0.2221(7) 0.6636(3) 0.0201(11) Uani 1 1 d . . .
C9 C 1.0859(5) -0.0334(8) 0.6783(3) 0.0343(14) Uani 1 1 d . . .
H9A H 1.0725 0.0007 0.7156 0.051 Uiso 1 1 calc R . .
H9B H 1.1015 -0.1418 0.6837 0.051 Uiso 1 1 calc R . .
H9C H 1.0365 -0.0193 0.6375 0.051 Uiso 1 1 calc R . .
C31 C 0.8282(4) 0.0934(6) 0.6419(3) 0.0246(13) Uani 1 1 d . . .
H31 H 0.8274 0.0692 0.5996 0.030 Uiso 1 1 calc R . .
C17 C 0.6638(4) 0.7106(7) 0.5275(3) 0.0235(11) Uani 1 1 d . . .
H17 H 0.6558 0.8029 0.5033 0.028 Uiso 1 1 calc R . .
C11 C 0.9629(4) 0.7806(7) 0.5138(3) 0.0254(12) Uani 1 1 d . . .
H11 H 1.0120 0.8050 0.5055 0.030 Uiso 1 1 calc R . .
C3 C 1.1598(4) 0.0601(8) 0.6753(3) 0.0267(12) Uani 1 1 d . . .
C5 C 1.3058(5) 0.0815(9) 0.6786(3) 0.0362(16) Uani 1 1 d . . .
H5 H 1.3579 0.0338 0.6839 0.043 Uiso 1 1 calc R . .
C13 C 0.8188(4) 0.8361(7) 0.5033(3) 0.0225(11) Uani 1 1 d . . .
H13 H 0.7706 0.9007 0.4889 0.027 Uiso 1 1 calc R . .
C6 C 1.2965(4) 0.2404(9) 0.6683(3) 0.0345(15) Uani 1 1 d . . .
H6 H 1.3425 0.2988 0.6668 0.041 Uiso 1 1 calc R . .
C7 C 1.2191(4) 0.3146(8) 0.6600(3) 0.0271(13) Uani 1 1 d . . .
C4 C 1.2380(4) -0.0075(9) 0.6812(3) 0.0344(14) Uani 1 1 d . . .
H4 H 1.2449 -0.1148 0.6870 0.041 Uiso 1 1 calc R . .
C8 C 1.2066(4) 0.4861(9) 0.6457(4) 0.0351(15) Uani 1 1 d . . .
H8A H 1.1769 0.5020 0.5984 0.053 Uiso 1 1 calc R . .
H8B H 1.2618 0.5367 0.6604 0.053 Uiso 1 1 calc R . .
H8C H 1.1731 0.5293 0.6691 0.053 Uiso 1 1 calc R . .
C20 C 0.6883(4) 0.4312(7) 0.5974(3) 0.0208(11) Uani 1 1 d . . .
H20 H 0.6954 0.3369 0.6201 0.025 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 2.4869(13) . ?
Ir1 N2 2.051(5) . ?
Ir1 C15 2.049(5) . ?
Ir1 C21 2.027(5) . ?
Ir1 N3 2.056(4) . ?
Ir1 C1 1.999(6) . ?
Cl2 C32 1.771(7) . ?
Cl3 C32 1.756(7) . ?
N2 C10 1.345(7) . ?
N2 C14 1.379(7) . ?
C15 C16 1.410(8) . ?
C15 C20 1.402(7) . ?
C21 C22 1.398(8) . ?
C21 C26 1.414(8) . ?
N3 C27 1.367(7) . ?
N3 C31 1.321(7) . ?
C1 N1 1.146(8) . ?
N1 C2 1.406(7) . ?
C22 C23 1.386(8) . ?
C26 C25 1.401(8) . ?
C26 C27 1.465(8) . ?
C19 C18 1.395(9) . ?
C19 C20 1.394(8) . ?
C23 C24 1.399(9) . ?
C28 C29 1.383(9) . ?
C28 C27 1.383(8) . ?
C10 C11 1.371(8) . ?
C29 C30 1.391(8) . ?
C24 C25 1.387(9) . ?
C16 C14 1.469(7) . ?
C16 C17 1.386(8) . ?
C14 C13 1.386(8) . ?
C30 C31 1.372(8) . ?
C12 C11 1.388(9) . ?
C12 C13 1.378(8) . ?
C18 C17 1.391(8) . ?
C2 C3 1.409(9) . ?
C2 C7 1.400(8) . ?
C9 C3 1.496(9) . ?
C3 C4 1.393(9) . ?
C5 C6 1.381(11) . ?
C5 C4 1.385(11) . ?
C6 C7 1.393(9) . ?
C7 C8 1.502(10) . ?

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
N2 Ir1 Cl1 87.08(13) . . ?
N2 Ir1 N3 170.41(17) . . ?
C15 Ir1 Cl1 90.61(16) . . ?
C15 Ir1 N2 80.1(2) . . ?
C15 Ir1 N3 90.85(19) . . ?
C21 Ir1 Cl1 176.42(15) . . ?
C21 Ir1 N2 96.1(2) . . ?
C21 Ir1 C15 88.2(2) . . ?
C21 Ir1 N3 80.5(2) . . ?
N3 Ir1 Cl1 96.14(13) . . ?
C1 Ir1 Cl1 89.09(17) . . ?
C1 Ir1 N2 97.5(2) . . ?
C1 Ir1 C15 177.5(2) . . ?
C1 Ir1 C21 92.2(2) . . ?
C1 Ir1 N3 91.62(19) . . ?
C10 N2 Ir1 125.1(4) . . ?
C10 N2 C14 118.7(5) . . ?
C14 N2 Ir1 116.1(4) . . ?
C16 C15 Ir1 114.2(4) . . ?
C20 C15 Ir1 128.9(4) . . ?
C20 C15 C16 116.9(5) . . ?
C22 C21 Ir1 128.0(4) . . ?
C22 C21 C26 118.2(5) . . ?
C26 C21 Ir1 113.8(4) . . ?
C27 N3 Ir1 115.7(4) . . ?
C31 N3 Ir1 124.6(4) . . ?
C31 N3 C27 119.7(5) . . ?
N1 C1 Ir1 178.4(5) . . ?
C1 N1 C2 173.5(6) . . ?
C23 C22 C21 120.6(6) . . ?
C21 C26 C27 115.8(5) . . ?
C25 C26 C21 120.9(5) . . ?
C25 C26 C27 123.2(5) . . ?
C20 C19 C18 120.5(5) . . ?
C22 C23 C24 121.1(6) . . ?
C27 C28 C29 120.2(5) . . ?
N2 C10 C11 123.0(5) . . ?
Cl3 C32 Cl2 112.3(4) . . ?
C28 C29 C30 119.4(5) . . ?
C25 C24 C23 119.4(5) . . ?
C24 C25 C26 119.9(5) . . ?
C15 C16 C14 115.4(5) . . ?
C17 C16 C15 121.9(5) . . ?
C17 C16 C14 122.6(5) . . ?
N2 C14 C16 114.1(5) . . ?
N2 C14 C13 119.9(5) . . ?
C13 C14 C16 126.0(5) . . ?
N3 C27 C26 114.0(5) . . ?
N3 C27 C28 119.5(5) . . ?
C28 C27 C26 126.5(5) . . ?
C31 C30 C29 117.5(6) . . ?
C13 C12 C11 119.0(5) . . ?
C17 C18 C19 119.0(5) . . ?
N1 C2 C3 117.9(5) . . ?
C7 C2 N1 118.9(5) . . ?
C7 C2 C3 123.2(5) . . ?
N3 C31 C30 123.7(5) . . ?
C16 C17 C18 120.2(6) . . ?
C10 C11 C12 118.8(5) . . ?
C2 C3 C9 121.0(6) . . ?
C4 C3 C2 116.5(6) . . ?
C4 C3 C9 122.5(6) . . ?
C6 C5 C4 120.4(6) . . ?
C12 C13 C14 120.5(5) . . ?
C5 C6 C7 120.9(6) . . ?
C2 C7 C8 121.0(5) . . ?
C6 C7 C2 117.4(6) . . ?
C6 C7 C8 121.6(6) . . ?
C5 C4 C3 121.5(7) . . ?
C19 C20 C15 121.4(5) . . ?

####################################################################### 
# 
# 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_km_859
_database_code_depnum_ccdc_archive 'CCDC 1505628'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2017-11-01 downloaded from the CCDC.
;
_audit_creation_date             2016-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H27 Cl Ir N3, C H2 Cl2'
_chemical_formula_sum            'C33 H29 Cl3 Ir N3'
_chemical_formula_weight         766.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C33 H29 Cl3 Ir N3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   17.0427(6)
_cell_length_b                   8.6872(3)
_cell_length_c                   21.3383(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.838(4)
_cell_angle_gamma                90
_cell_volume                     2971.72(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5599
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.9090
_cell_measurement_theta_min      4.0490
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.391
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13389
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.995
_diffrn_reflns_theta_min         2.885
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3829
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -113.00  -17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000  -30.0000 96

#__ type_ start__ end____ width___ exp.time_
  2 omega  -86.00  -11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  -57.0000  150.0000 75

#__ type_ start__ end____ width___ exp.time_
  3 omega -122.00  -36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787 -178.0000    0.0000 86

#__ type_ start__ end____ width___ exp.time_
  4 omega  113.00  139.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -69.0000  -35.1379 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   30.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -150.0000 65

#__ type_ start__ end____ width___ exp.time_
  6 omega   38.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   45.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 40

#__ type_ start__ end____ width___ exp.time_
  9 omega   54.00   79.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   98.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000   90.0000 73

#__ type_ start__ end____ width___ exp.time_
 11 omega   30.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000  -30.0000 46

#__ type_ start__ end____ width___ exp.time_
 12 omega   79.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000  -30.0000 29

#__ type_ start__ end____ width___ exp.time_
 13 omega   52.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
 14 omega  112.00  154.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000 -180.0000 42

#__ type_ start__ end____ width___ exp.time_
 15 omega   98.00  147.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
 16 omega   48.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   90.0000 43

#__ type_ start__ end____ width___ exp.time_
 17 omega   98.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega  133.00  163.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  120.0000 30
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0254020000
_diffrn_orient_matrix_UB_12      0.1438931000
_diffrn_orient_matrix_UB_13      0.0306896000
_diffrn_orient_matrix_UB_21      -0.0309596000
_diffrn_orient_matrix_UB_22      0.0769335000
_diffrn_orient_matrix_UB_23      -0.0691420000
_diffrn_orient_matrix_UB_31      -0.0873849000
_diffrn_orient_matrix_UB_32      -0.0692157000
_diffrn_orient_matrix_UB_33      -0.0130757000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4499
_reflns_number_total             5467
_reflns_odcompleteness_completeness 89.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.95
_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, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.194
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         5467
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0346P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0839
_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:
 C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C17(H17), C18(H18),
 C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29),
  C30(H30), C31(H31)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.37654(2) 0.08006(3) 0.61111(2) 0.01450(7) Uani 1 1 d . . . . .
Cl1 Cl 0.34209(7) 0.22178(15) 0.50348(5) 0.0192(3) Uani 1 1 d . . . . .
N1 N 0.5620(3) 0.1985(6) 0.6480(2) 0.0228(10) Uani 1 1 d . . . . .
N2 N 0.3863(3) -0.1151(5) 0.56029(19) 0.0178(9) Uani 1 1 d . . . . .
N3 N 0.3508(2) 0.2596(5) 0.66349(19) 0.0169(9) Uani 1 1 d . . . . .
C1 C 0.4940(3) 0.1510(6) 0.6338(2) 0.0150(10) Uani 1 1 d . . . . .
C2 C 0.6375(3) 0.2758(7) 0.6618(2) 0.0180(11) Uani 1 1 d . . . . .
C3 C 0.6390(3) 0.4339(7) 0.6758(2) 0.0202(11) Uani 1 1 d . . . . .
C4 C 0.7139(4) 0.5116(7) 0.6858(2) 0.0236(12) Uani 1 1 d . . . . .
H4 H 0.7165 0.6168 0.6943 0.028 Uiso 1 1 calc R . . . .
C5 C 0.7846(3) 0.4359(7) 0.6834(2) 0.0225(12) Uani 1 1 d . . . . .
C6 C 0.7802(3) 0.2795(7) 0.6702(2) 0.0211(12) Uani 1 1 d . . . . .
H6 H 0.8278 0.2290 0.6689 0.025 Uiso 1 1 calc R . . . .
C7 C 0.7068(3) 0.1943(7) 0.6587(2) 0.0212(12) Uani 1 1 d . . . . .
C8 C 0.7015(4) 0.0279(7) 0.6413(3) 0.0282(13) Uani 1 1 d . . . . .
H8A H 0.6716 0.0156 0.5946 0.042 Uiso 1 1 calc GR . . . .
H8B H 0.6728 -0.0260 0.6664 0.042 Uiso 1 1 calc GR . . . .
H8C H 0.7568 -0.0133 0.6518 0.042 Uiso 1 1 calc GR . . . .
C9 C 0.8648(4) 0.5238(8) 0.6954(3) 0.0312(14) Uani 1 1 d . . . . .
H9A H 0.9057 0.4895 0.7363 0.047 Uiso 1 1 calc GR . . . .
H9B H 0.8547 0.6318 0.6984 0.047 Uiso 1 1 calc GR . . . .
H9C H 0.8850 0.5059 0.6592 0.047 Uiso 1 1 calc GR . . . .
C10 C 0.5623(3) 0.5155(8) 0.6787(3) 0.0297(14) Uani 1 1 d . . . . .
H10A H 0.5747 0.6226 0.6882 0.044 Uiso 1 1 calc GR . . . .
H10B H 0.5451 0.4706 0.7130 0.044 Uiso 1 1 calc GR . . . .
H10C H 0.5182 0.5054 0.6365 0.044 Uiso 1 1 calc GR . . . .
C11 C 0.4554(3) -0.1592(7) 0.5475(2) 0.0209(12) Uani 1 1 d . . . . .
H11 H 0.5028 -0.0978 0.5629 0.025 Uiso 1 1 calc R . . . .
C12 C 0.4587(3) -0.2906(6) 0.5128(2) 0.0196(11) Uani 1 1 d . . . . .
H12 H 0.5070 -0.3164 0.5041 0.023 Uiso 1 1 calc R . . . .
C13 C 0.3886(3) -0.3845(6) 0.4907(2) 0.0211(12) Uani 1 1 d . . . . .
H13 H 0.3899 -0.4756 0.4682 0.025 Uiso 1 1 calc R . . . .
C14 C 0.3176(3) -0.3409(7) 0.5025(2) 0.0226(12) Uani 1 1 d . . . . .
H14 H 0.2704 -0.4030 0.4879 0.027 Uiso 1 1 calc R . . . .
C15 C 0.3153(3) -0.2037(6) 0.5364(2) 0.0175(11) Uani 1 1 d . . . . .
C16 C 0.2424(3) -0.1401(6) 0.5493(2) 0.0196(11) Uani 1 1 d . . . . .
C17 C 0.1638(3) -0.2111(7) 0.5266(2) 0.0226(12) Uani 1 1 d . . . . .
H17 H 0.1561 -0.3034 0.5032 0.027 Uiso 1 1 calc R . . . .
C18 C 0.0982(3) -0.1412(7) 0.5396(2) 0.0235(12) Uani 1 1 d . . . . .
H18 H 0.0457 -0.1867 0.5247 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1098(3) -0.0043(7) 0.5747(2) 0.0213(12) Uani 1 1 d . . . . .
H19 H 0.0653 0.0408 0.5837 0.026 Uiso 1 1 calc R . . . .
C20 C 0.1883(3) 0.0668(6) 0.5966(2) 0.0185(11) Uani 1 1 d . . . . .
H20 H 0.1949 0.1599 0.6194 0.022 Uiso 1 1 calc R . . . .
C21 C 0.2564(3) 0.0005(6) 0.5850(2) 0.0142(10) Uani 1 1 d . . . . .
C22 C 0.3202(3) 0.3972(6) 0.6360(2) 0.0200(11) Uani 1 1 d . . . . .
H22 H 0.3144 0.4163 0.5918 0.024 Uiso 1 1 calc R . . . .
C23 C 0.2977(3) 0.5095(7) 0.6724(3) 0.0231(12) Uani 1 1 d . . . . .
H23 H 0.2770 0.6037 0.6530 0.028 Uiso 1 1 calc R . . . .
C24 C 0.3063(3) 0.4794(7) 0.7383(3) 0.0239(12) Uani 1 1 d . . . . .
H24 H 0.2914 0.5539 0.7634 0.029 Uiso 1 1 calc R . . . .
C25 C 0.3367(3) 0.3407(7) 0.7663(3) 0.0222(12) Uani 1 1 d . . . . .
H25 H 0.3415 0.3201 0.8102 0.027 Uiso 1 1 calc R . . . .
C26 C 0.3604(3) 0.2294(6) 0.7287(2) 0.0177(11) Uani 1 1 d . . . . .
C27 C 0.3916(3) 0.0759(7) 0.7506(2) 0.0186(11) Uani 1 1 d . . . . .
C28 C 0.4104(3) 0.0237(7) 0.8160(3) 0.0231(12) Uani 1 1 d . . . . .
H28 H 0.4040 0.0894 0.8484 0.028 Uiso 1 1 calc R . . . .
C29 C 0.4385(4) -0.1249(7) 0.8329(2) 0.0275(14) Uani 1 1 d . . . . .
H29 H 0.4513 -0.1591 0.8766 0.033 Uiso 1 1 calc R . . . .
C30 C 0.4473(3) -0.2225(7) 0.7845(3) 0.0270(13) Uani 1 1 d . . . . .
H30 H 0.4654 -0.3230 0.7957 0.032 Uiso 1 1 calc R . . . .
C31 C 0.4294(3) -0.1716(7) 0.7193(3) 0.0229(12) Uani 1 1 d . . . . .
H31 H 0.4355 -0.2386 0.6872 0.028 Uiso 1 1 calc R . . . .
C32 C 0.4027(3) -0.0224(6) 0.7016(2) 0.0186(11) Uani 1 1 d . . . . .
Cl2 Cl 0.10531(9) 0.35599(18) 0.46809(7) 0.0326(3) Uani 1 1 d . . . . .
Cl3 Cl 0.05449(9) 0.12971(18) 0.35946(7) 0.0325(3) Uani 1 1 d . . . . .
C33 C 0.1343(4) 0.1909(8) 0.4330(3) 0.0339(15) Uani 1 1 d . . . . .
H33A H 0.1471 0.1081 0.4654 0.041 Uiso 1 1 calc R . . . .
H33B H 0.1844 0.2132 0.4227 0.041 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 2.4939(11) . ?
Ir1 N2 2.050(4) . ?
Ir1 N3 2.051(5) . ?
Ir1 C1 1.991(5) . ?
Ir1 C21 2.050(5) . ?
Ir1 C32 2.034(5) . ?
N1 C1 1.168(7) . ?
N1 C2 1.392(7) . ?
N2 C11 1.352(7) . ?
N2 C15 1.378(6) . ?
N3 C22 1.356(7) . ?
N3 C26 1.369(6) . ?
C2 C3 1.404(8) . ?
C2 C7 1.397(8) . ?
C3 C4 1.394(8) . ?
C3 C10 1.507(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(8) . ?
C5 C6 1.384(8) . ?
C5 C9 1.510(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.403(7) . ?
C7 C8 1.488(8) . ?
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 H11 0.9300 . ?
C11 C12 1.372(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.402(7) . ?
C15 C16 1.468(8) . ?
C16 C17 1.403(7) . ?
C16 C21 1.416(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.381(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.401(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.393(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.379(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.367(8) . ?
C25 H25 0.9300 . ?
C25 C26 1.401(8) . ?
C26 C27 1.452(8) . ?
C27 C28 1.398(7) . ?
C27 C32 1.411(7) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(8) . ?
C29 H29 0.9300 . ?
C29 C30 1.383(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.392(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(8) . ?
Cl2 C33 1.764(6) . ?
Cl3 C33 1.774(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 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
N2 Ir1 Cl1 87.55(12) . . ?
N2 Ir1 N3 171.17(17) . . ?
N2 Ir1 C21 80.2(2) . . ?
N3 Ir1 Cl1 95.71(12) . . ?
C1 Ir1 Cl1 88.54(14) . . ?
C1 Ir1 N2 97.4(2) . . ?
C1 Ir1 N3 90.87(19) . . ?
C1 Ir1 C21 177.6(2) . . ?
C1 Ir1 C32 91.5(2) . . ?
C21 Ir1 Cl1 90.86(13) . . ?
C21 Ir1 N3 91.49(19) . . ?
C32 Ir1 Cl1 176.12(16) . . ?
C32 Ir1 N2 96.29(19) . . ?
C32 Ir1 N3 80.41(19) . . ?
C32 Ir1 C21 89.3(2) . . ?
C1 N1 C2 171.7(6) . . ?
C11 N2 Ir1 125.1(4) . . ?
C11 N2 C15 118.9(5) . . ?
C15 N2 Ir1 116.0(4) . . ?
C22 N3 Ir1 123.8(3) . . ?
C22 N3 C26 120.3(5) . . ?
C26 N3 Ir1 115.7(4) . . ?
N1 C1 Ir1 177.1(5) . . ?
N1 C2 C3 117.8(5) . . ?
N1 C2 C7 118.8(5) . . ?
C7 C2 C3 123.4(5) . . ?
C2 C3 C10 121.0(5) . . ?
C4 C3 C2 117.2(5) . . ?
C4 C3 C10 121.8(6) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.7(6) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C9 120.1(6) . . ?
C6 C5 C4 119.0(5) . . ?
C6 C5 C9 121.0(5) . . ?
C5 C6 H6 118.8 . . ?
C5 C6 C7 122.5(5) . . ?
C7 C6 H6 118.8 . . ?
C2 C7 C6 116.3(5) . . ?
C2 C7 C8 121.6(5) . . ?
C6 C7 C8 122.0(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
C3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 H11 118.6 . . ?
N2 C11 C12 122.8(5) . . ?
C12 C11 H11 118.6 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.0(5) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 120.5 . . ?
C14 C13 C12 119.1(5) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.7(5) . . ?
C15 C14 H14 119.6 . . ?
N2 C15 C14 119.4(5) . . ?
N2 C15 C16 114.4(5) . . ?
C14 C15 C16 126.2(5) . . ?
C17 C16 C15 122.6(5) . . ?
C17 C16 C21 122.2(5) . . ?
C21 C16 C15 115.2(5) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.7(5) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(5) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(5) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.1(5) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 Ir1 114.0(4) . . ?
C20 C21 Ir1 128.9(4) . . ?
C20 C21 C16 117.0(5) . . ?
N3 C22 H22 119.3 . . ?
N3 C22 C23 121.4(5) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.8(5) . . ?
C24 C23 H23 120.6 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(6) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.9(5) . . ?
C26 C25 H25 120.1 . . ?
N3 C26 C25 119.4(5) . . ?
N3 C26 C27 114.0(5) . . ?
C25 C26 C27 126.5(5) . . ?
C28 C27 C26 123.6(5) . . ?
C28 C27 C32 120.0(5) . . ?
C32 C27 C26 116.3(5) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.4(5) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.6(5) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.7 . . ?
C29 C30 C31 120.6(5) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 119.7 . . ?
C32 C31 C30 120.7(5) . . ?
C32 C31 H31 119.7 . . ?
C27 C32 Ir1 113.4(4) . . ?
C31 C32 Ir1 127.9(4) . . ?
C31 C32 C27 118.7(5) . . ?
Cl2 C33 Cl3 112.2(3) . . ?
Cl2 C33 H33A 109.2 . . ?
Cl2 C33 H33B 109.2 . . ?
Cl3 C33 H33A 109.2 . . ?
Cl3 C33 H33B 109.2 . . ?
H33A C33 H33B 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 N2 C11 C12 -179.5(4) . . . . ?
Ir1 N2 C15 C14 -178.5(4) . . . . ?
Ir1 N2 C15 C16 2.2(5) . . . . ?
Ir1 N3 C22 C23 174.6(4) . . . . ?
Ir1 N3 C26 C25 -174.0(4) . . . . ?
Ir1 N3 C26 C27 3.0(6) . . . . ?
N1 C2 C3 C4 -176.4(4) . . . . ?
N1 C2 C3 C10 2.5(7) . . . . ?
N1 C2 C7 C6 177.3(4) . . . . ?
N1 C2 C7 C8 -0.2(7) . . . . ?
N2 C11 C12 C13 -1.2(8) . . . . ?
N2 C15 C16 C17 177.6(4) . . . . ?
N2 C15 C16 C21 -1.0(6) . . . . ?
N3 C22 C23 C24 -0.3(8) . . . . ?
N3 C26 C27 C28 176.4(5) . . . . ?
N3 C26 C27 C32 -3.7(7) . . . . ?
C2 C3 C4 C5 -1.3(7) . . . . ?
C3 C2 C7 C6 -0.3(7) . . . . ?
C3 C2 C7 C8 -177.7(5) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C3 C4 C5 C9 -179.2(5) . . . . ?
C4 C5 C6 C7 0.3(7) . . . . ?
C5 C6 C7 C2 -0.5(7) . . . . ?
C5 C6 C7 C8 177.0(5) . . . . ?
C7 C2 C3 C4 1.2(7) . . . . ?
C7 C2 C3 C10 -179.9(5) . . . . ?
C9 C5 C6 C7 -179.9(5) . . . . ?
C10 C3 C4 C5 179.8(5) . . . . ?
C11 N2 C15 C14 3.2(7) . . . . ?
C11 N2 C15 C16 -176.1(4) . . . . ?
C11 C12 C13 C14 1.9(7) . . . . ?
C12 C13 C14 C15 0.0(7) . . . . ?
C13 C14 C15 N2 -2.6(7) . . . . ?
C13 C14 C15 C16 176.7(5) . . . . ?
C14 C15 C16 C17 -1.8(8) . . . . ?
C14 C15 C16 C21 179.7(5) . . . . ?
C15 N2 C11 C12 -1.4(7) . . . . ?
C15 C16 C17 C18 -178.5(5) . . . . ?
C15 C16 C21 Ir1 -0.7(5) . . . . ?
C15 C16 C21 C20 178.3(4) . . . . ?
C16 C17 C18 C19 -0.3(8) . . . . ?
C17 C16 C21 Ir1 -179.2(4) . . . . ?
C17 C16 C21 C20 -0.2(7) . . . . ?
C17 C18 C19 C20 1.0(8) . . . . ?
C18 C19 C20 C21 -1.3(8) . . . . ?
C19 C20 C21 Ir1 179.7(4) . . . . ?
C19 C20 C21 C16 0.9(7) . . . . ?
C21 C16 C17 C18 0.0(8) . . . . ?
C22 N3 C26 C25 1.4(7) . . . . ?
C22 N3 C26 C27 178.4(4) . . . . ?
C22 C23 C24 C25 -0.1(9) . . . . ?
C23 C24 C25 C26 1.1(9) . . . . ?
C24 C25 C26 N3 -1.8(8) . . . . ?
C24 C25 C26 C27 -178.3(5) . . . . ?
C25 C26 C27 C28 -6.9(9) . . . . ?
C25 C26 C27 C32 173.0(5) . . . . ?
C26 N3 C22 C23 -0.4(8) . . . . ?
C26 C27 C28 C29 178.9(5) . . . . ?
C26 C27 C32 Ir1 2.6(6) . . . . ?
C26 C27 C32 C31 -177.7(5) . . . . ?
C27 C28 C29 C30 -0.5(9) . . . . ?
C28 C27 C32 Ir1 -177.4(4) . . . . ?
C28 C27 C32 C31 2.2(8) . . . . ?
C28 C29 C30 C31 1.0(9) . . . . ?
C29 C30 C31 C32 0.2(9) . . . . ?
C30 C31 C32 Ir1 177.8(4) . . . . ?
C30 C31 C32 C27 -1.8(8) . . . . ?
C32 C27 C28 C29 -1.1(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
