# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1518546'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Ir(dfCF3)2acac
_chemical_name_common            k130801
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H21 F10 Ir N2 O2'
_chemical_formula_sum            'C31 H21 F10 Ir N2 O2'
_chemical_formula_weight         835.70

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

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

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

_cell_length_a                   21.2811(13)
_cell_length_b                   7.9273(5)
_cell_length_c                   17.6973(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2985.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8705
_cell_measurement_theta_min      2.234
_cell_measurement_theta_max      28.306

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_F_000             1616
_exptl_transmission_factor_min   0.384
_exptl_transmission_factor_max   0.575
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.567
_shelx_estimated_absorpt_T_min   0.395
_shelx_estimated_absorpt_T_max   0.610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldric, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38254
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         28.311
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3719
_reflns_number_gt                2850
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+8.4277P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00094(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3719
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0743
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.2500 0.7500 0.00981(2) 0.03094(9) Uani 1 2 d S T P . .
F1 F 0.45241(14) 0.7696(4) -0.1569(2) 0.0691(9) Uani 1 1 d . . . . .
F2 F 0.32160(17) 0.3054(5) -0.2008(2) 0.0974(14) Uani 1 1 d . . . . .
F3 F 0.49214(18) 0.4842(8) -0.2190(4) 0.161(3) Uani 1 1 d . . . . .
F4 F 0.4364(3) 0.5772(10) -0.2987(3) 0.184(3) Uani 1 1 d . . . . .
F5 F 0.4250(3) 0.3352(8) -0.2667(4) 0.191(4) Uani 1 1 d . . . . .
O1 O 0.30289(14) 0.6266(4) 0.09534(16) 0.0468(7) Uani 1 1 d . . . . .
N1 N 0.31797(16) 0.9301(4) 0.00508(18) 0.0380(7) Uani 1 1 d . . . . .
C1 C 0.30364(16) 0.6502(4) -0.06924(19) 0.0304(7) Uani 1 1 d . . . . .
C2 C 0.35890(17) 0.7432(4) -0.0862(2) 0.0347(7) Uani 1 1 d . . . . .
C3 C 0.39949(18) 0.6828(6) -0.1404(2) 0.0435(9) Uani 1 1 d . . . . .
C4 C 0.3893(2) 0.5355(6) -0.1814(3) 0.0502(10) Uani 1 1 d . . . . .
C5 C 0.3347(2) 0.4488(6) -0.1630(3) 0.0535(11) Uani 1 1 d . . . . .
C6 C 0.29332(19) 0.5011(5) -0.1095(2) 0.0436(9) Uani 1 1 d . . . . .
H6 H 0.2577 0.4369 -0.0995 0.052 Uiso 1 1 calc R U . . .
C7 C 0.4351(3) 0.4753(9) -0.2406(4) 0.0761(18) Uani 1 1 d . . . . .
C8 C 0.36603(18) 0.9029(5) -0.0445(2) 0.0365(8) Uani 1 1 d . . . . .
C9 C 0.3169(2) 1.0742(5) 0.0451(3) 0.0518(11) Uani 1 1 d . . . . .
H9 H 0.2840 1.0919 0.0788 0.062 Uiso 1 1 calc R U . . .
C10 C 0.3618(3) 1.1952(6) 0.0383(3) 0.0634(14) Uani 1 1 d . . . . .
H10 H 0.3591 1.2936 0.0667 0.076 Uiso 1 1 calc R U . . .
C11 C 0.4114(3) 1.1718(6) -0.0106(3) 0.0575(13) Uani 1 1 d . . . . .
C12 C 0.4132(2) 1.0233(5) -0.0522(3) 0.0500(10) Uani 1 1 d . . . . .
H12 H 0.4462 1.0041 -0.0855 0.060 Uiso 1 1 calc R U . . .
C13 C 0.4630(3) 1.3033(9) -0.0192(4) 0.088(2) Uani 1 1 d . . . . .
H13A H 0.4456 1.4045 -0.0404 0.131 Uiso 1 1 calc R U . . .
H13B H 0.4951 1.2605 -0.0521 0.131 Uiso 1 1 calc R U . . .
H13C H 0.4808 1.3277 0.0294 0.131 Uiso 1 1 calc R U . . .
C14 C 0.2946(2) 0.6470(5) 0.1661(2) 0.0497(10) Uani 1 1 d . . . . .
C15 C 0.2500 0.7500 0.2005(4) 0.0590(18) Uani 1 2 d S T P . .
H15 H 0.2500 0.7500 0.2531 0.071 Uiso 1 2 calc R U P . .
C16 C 0.3383(3) 0.5460(8) 0.2152(3) 0.0806(18) Uani 1 1 d . . . . .
H16A H 0.3342 0.4284 0.2033 0.121 Uiso 1 1 calc R U . . .
H16B H 0.3278 0.5638 0.2674 0.121 Uiso 1 1 calc R U . . .
H16C H 0.3808 0.5813 0.2063 0.121 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.971(3) 2_565 ?
Ir1 C1 1.971(3) . ?
Ir1 N1 2.034(3) 2_565 ?
Ir1 N1 2.034(3) . ?
Ir1 O1 2.125(3) 2_565 ?
Ir1 O1 2.125(3) . ?
F1 C3 1.352(5) . ?
F2 C5 1.348(5) . ?
F3 C7 1.274(8) . ?
F4 C7 1.309(9) . ?
F5 C7 1.223(8) . ?
O1 C14 1.276(5) . ?
N1 C9 1.344(5) . ?
N1 C8 1.365(5) . ?
C1 C6 1.398(5) . ?
C1 C2 1.420(5) . ?
C2 C3 1.377(6) . ?
C2 C8 1.473(5) . ?
C3 C4 1.392(6) . ?
C4 C5 1.390(6) . ?
C4 C7 1.508(7) . ?
C5 C6 1.357(6) . ?
C8 C12 1.392(5) . ?
C9 C10 1.360(7) . ?
C10 C11 1.376(8) . ?
C11 C12 1.390(7) . ?
C11 C13 1.522(7) . ?
C14 C15 1.392(6) . ?
C14 C16 1.504(7) . ?
C15 C14 1.392(6) 2_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ir1 C1 89.6(2) 2_565 . ?
C1 Ir1 N1 80.83(14) 2_565 2_565 ?
C1 Ir1 N1 95.79(13) . 2_565 ?
C1 Ir1 N1 95.79(13) 2_565 . ?
C1 Ir1 N1 80.83(14) . . ?
N1 Ir1 N1 175.28(17) 2_565 . ?
C1 Ir1 O1 90.80(13) 2_565 2_565 ?
C1 Ir1 O1 175.59(13) . 2_565 ?
N1 Ir1 O1 88.61(12) 2_565 2_565 ?
N1 Ir1 O1 94.76(13) . 2_565 ?
C1 Ir1 O1 175.59(13) 2_565 . ?
C1 Ir1 O1 90.80(13) . . ?
N1 Ir1 O1 94.76(13) 2_565 . ?
N1 Ir1 O1 88.61(12) . . ?
O1 Ir1 O1 89.15(16) 2_565 . ?
C14 O1 Ir1 124.6(3) . . ?
C9 N1 C8 119.1(4) . . ?
C9 N1 Ir1 124.2(3) . . ?
C8 N1 Ir1 116.7(2) . . ?
C6 C1 C2 117.5(3) . . ?
C6 C1 Ir1 127.6(3) . . ?
C2 C1 Ir1 114.9(3) . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 C8 125.7(4) . . ?
C1 C2 C8 115.2(3) . . ?
F1 C3 C2 119.7(4) . . ?
F1 C3 C4 116.4(4) . . ?
C2 C3 C4 123.9(4) . . ?
C5 C4 C3 115.0(4) . . ?
C5 C4 C7 123.2(4) . . ?
C3 C4 C7 121.8(4) . . ?
F2 C5 C6 118.0(4) . . ?
F2 C5 C4 118.3(4) . . ?
C6 C5 C4 123.7(4) . . ?
C5 C6 C1 120.8(4) . . ?
F5 C7 F3 109.4(7) . . ?
F5 C7 F4 105.5(7) . . ?
F3 C7 F4 100.4(7) . . ?
F5 C7 C4 115.9(5) . . ?
F3 C7 C4 113.0(6) . . ?
F4 C7 C4 111.4(6) . . ?
N1 C8 C12 119.7(4) . . ?
N1 C8 C2 112.4(3) . . ?
C12 C8 C2 127.9(4) . . ?
N1 C9 C10 122.7(5) . . ?
C9 C10 C11 120.0(5) . . ?
C10 C11 C12 118.0(4) . . ?
C10 C11 C13 121.6(5) . . ?
C12 C11 C13 120.4(6) . . ?
C11 C12 C8 120.6(5) . . ?
O1 C14 C15 126.8(5) . . ?
O1 C14 C16 114.4(5) . . ?
C15 C14 C16 118.8(5) . . ?
C14 C15 C14 128.1(6) 2_565 . ?

_refine_diff_density_max         2.258
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.114



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1518170'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Ir(dfCF3)2bor
_chemical_name_common            k161103
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H26 B F10 Ir N10'
_chemical_formula_sum            'C38 H26 B F10 Ir N10'
_chemical_formula_weight         1015.70

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'
B B 0.0013 0.0007 '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'

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

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

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

_cell_length_a                   10.044(4)
_cell_length_b                   13.686(5)
_cell_length_c                   17.345(7)
_cell_angle_alpha                107.895(6)
_cell_angle_beta                 96.247(7)
_cell_angle_gamma                107.337(6)
_cell_volume                     2112.5(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8262
_cell_measurement_theta_min      2.265
_cell_measurement_theta_max      28.270

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   0.298
_exptl_transmission_factor_max   0.558
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    3.245
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldric, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17375
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.265
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.656
_diffrn_measured_fraction_theta_full 0.601
_diffrn_reflns_Laue_measured_fraction_max 0.656
_diffrn_reflns_Laue_measured_fraction_full 0.601
_diffrn_reflns_point_group_measured_fraction_max 0.656
_diffrn_reflns_point_group_measured_fraction_full 0.601
_reflns_number_total             6943
_reflns_number_gt                5949
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ', SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0566P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6943
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.89431(2) 0.55977(2) 0.26878(2) 0.03701(8) Uani 1 1 d . . . . .
F1 F 0.7997(6) 0.8767(4) 0.1733(3) 0.0749(14) Uani 1 1 d . . . . .
F2 F 0.7247(10) 0.5408(5) -0.0335(3) 0.126(3) Uani 1 1 d . . . . .
F3 F 0.5651(17) 0.6681(11) -0.0443(8) 0.233(8) Uani 1 1 d . . . . .
F5 F 0.6779(17) 0.8286(8) 0.0237(5) 0.229(7) Uani 1 1 d . . . . .
F6 F 1.4059(4) 0.6604(4) 0.1831(3) 0.0667(11) Uani 1 1 d . . . . .
F7 F 1.3494(4) 0.9109(4) 0.4219(3) 0.0670(10) Uani 1 1 d . . . . .
F8 F 1.5850(7) 0.9470(8) 0.3852(6) 0.152(4) Uani 1 1 d . . . . .
F9 F 1.5557(9) 0.8961(10) 0.2574(6) 0.168(4) Uani 1 1 d . . . . .
F10 F 1.6260(6) 0.8096(6) 0.3172(6) 0.127(3) Uani 1 1 d . . . . .
N1 N 0.8726(6) 0.4402(4) 0.1578(3) 0.0455(11) Uani 1 1 d . . . . .
N2 N 0.9269(5) 0.6888(4) 0.3764(3) 0.0379(9) Uani 1 1 d . . . . .
N3 N 0.9478(5) 0.4731(4) 0.3435(3) 0.0429(10) Uani 1 1 d . . . . .
N4 N 0.8544(5) 0.3954(4) 0.3649(3) 0.0480(11) Uani 1 1 d . . . . .
N5 N 0.6729(5) 0.4852(4) 0.2666(3) 0.0420(10) Uani 1 1 d . . . . .
N6 N 0.6236(5) 0.4203(4) 0.3099(3) 0.0450(10) Uani 1 1 d . . . . .
N7 N 0.6212(6) 0.2929(5) 0.3877(4) 0.0602(15) Uani 1 1 d . . . . .
N8 N 0.5526(10) 0.1872(8) 0.3775(7) 0.094(3) Uani 1 1 d . . . . .
N9 N 0.6655(7) 0.2459(5) 0.2447(4) 0.0559(13) Uani 1 1 d . . . . .
N10 N 0.7348(9) 0.1721(6) 0.2371(5) 0.0759(19) Uani 1 1 d . . . . .
C1 C 0.9021(8) 0.3477(6) 0.1488(4) 0.0586(17) Uani 1 1 d . . . . .
H1 H 0.9385 0.3373 0.1961 0.070 Uiso 1 1 calc R U . . .
C2 C 0.8810(12) 0.2700(7) 0.0742(5) 0.078(3) Uani 1 1 d . . . . .
H2 H 0.8978 0.2059 0.0714 0.094 Uiso 1 1 calc R U . . .
C3 C 0.8348(12) 0.2842(8) 0.0018(6) 0.081(3) Uani 1 1 d . . . . .
C4 C 0.8059(11) 0.3781(7) 0.0090(5) 0.073(2) Uani 1 1 d . . . . .
H4 H 0.7730 0.3894 -0.0386 0.088 Uiso 1 1 calc R U . . .
C5 C 0.8252(8) 0.4569(6) 0.0869(4) 0.0565(16) Uani 1 1 d . . . . .
C6 C 0.8100(8) 0.5658(5) 0.1064(4) 0.0533(15) Uani 1 1 d . . . . .
C7 C 0.8444(6) 0.6323(5) 0.1909(3) 0.0406(11) Uani 1 1 d . . . . .
C8 C 0.8419(6) 0.7376(5) 0.2119(4) 0.0432(12) Uani 1 1 d . . . . .
H8 H 0.8694 0.7845 0.2671 0.052 Uiso 1 1 calc R U . . .
C9 C 0.7981(8) 0.7727(6) 0.1497(4) 0.0562(16) Uani 1 1 d . . . . .
C10 C 0.7578(10) 0.7097(7) 0.0679(5) 0.071(2) Uani 1 1 d . . . . .
C11 C 0.7670(11) 0.6047(7) 0.0470(4) 0.073(2) Uani 1 1 d . . . . .
C12 C 0.812(2) 0.1989(10) -0.0825(7) 0.129(6) Uani 1 1 d . . . . .
H12A H 0.8371 0.1391 -0.0762 0.194 Uiso 1 1 calc R U . . .
H12B H 0.7129 0.1724 -0.1103 0.194 Uiso 1 1 calc R U . . .
H12C H 0.8703 0.2309 -0.1148 0.194 Uiso 1 1 calc R U . . .
C13 C 0.7001(18) 0.7457(13) 0.0020(7) 0.125(5) Uani 1 1 d . . . . .
C14 C 0.8311(6) 0.7001(6) 0.4231(4) 0.0465(12) Uani 1 1 d . . . . .
H14 H 0.7396 0.6476 0.4047 0.056 Uiso 1 1 calc R U . . .
C15 C 0.8618(7) 0.7865(6) 0.4978(4) 0.0540(15) Uani 1 1 d . . . . .
H15 H 0.7911 0.7913 0.5277 0.065 Uiso 1 1 calc R U . . .
C16 C 0.9970(8) 0.8652(7) 0.5278(4) 0.0597(16) Uani 1 1 d . . . . .
C17 C 1.0977(7) 0.8547(6) 0.4796(4) 0.0535(14) Uani 1 1 d . . . . .
H17 H 1.1896 0.9066 0.4977 0.064 Uiso 1 1 calc R U . . .
C18 C 1.0618(6) 0.7668(5) 0.4042(3) 0.0394(10) Uani 1 1 d . . . . .
C19 C 1.1566(6) 0.7432(5) 0.3466(4) 0.0422(11) Uani 1 1 d . . . . .
C20 C 1.0997(5) 0.6450(4) 0.2789(3) 0.0359(10) Uani 1 1 d . . . . .
C21 C 1.1871(6) 0.6190(5) 0.2240(4) 0.0460(13) Uani 1 1 d . . . . .
H21 H 1.1518 0.5541 0.1781 0.055 Uiso 1 1 calc R U . . .
C22 C 1.3243(6) 0.6890(6) 0.2377(4) 0.0491(13) Uani 1 1 d . . . . .
C23 C 1.3833(6) 0.7860(5) 0.3037(4) 0.0488(13) Uani 1 1 d . . . . .
C24 C 1.2967(7) 0.8144(5) 0.3584(4) 0.0487(13) Uani 1 1 d . . . . .
C25 C 1.0366(12) 0.9571(11) 0.6096(6) 0.099(4) Uani 1 1 d . . . . .
H25A H 1.1346 1.0029 0.6193 0.149 Uiso 1 1 calc R U . . .
H25B H 0.9763 0.9998 0.6089 0.149 Uiso 1 1 calc R U . . .
H25C H 1.0243 0.9278 0.6530 0.149 Uiso 1 1 calc R U . . .
C26 C 1.5357(8) 0.8596(7) 0.3168(6) 0.0666(18) Uani 1 1 d . . . . .
C27 C 0.9323(8) 0.3616(7) 0.4131(5) 0.066(2) Uani 1 1 d . . . . .
H27 H 0.8941 0.3080 0.4351 0.079 Uiso 1 1 calc R U . . .
C28 C 1.0743(7) 0.4171(7) 0.4248(5) 0.066(2) Uani 1 1 d . . . . .
H28 H 1.1507 0.4089 0.4542 0.079 Uiso 1 1 calc R U . . .
C29 C 1.0787(7) 0.4889(6) 0.3828(4) 0.0550(16) Uani 1 1 d . . . . .
H29 H 1.1620 0.5413 0.3820 0.066 Uiso 1 1 calc R U . . .
C30 C 0.4868(7) 0.4127(6) 0.3133(5) 0.0579(16) Uani 1 1 d . . . . .
H30 H 0.4288 0.3717 0.3389 0.069 Uiso 1 1 calc R U . . .
C31 C 0.4486(7) 0.4736(7) 0.2740(6) 0.0645(19) Uani 1 1 d . . . . .
H31 H 0.3610 0.4835 0.2674 0.077 Uiso 1 1 calc R U . . .
C32 C 0.5664(6) 0.5187(6) 0.2452(4) 0.0522(14) Uani 1 1 d . . . . .
H32 H 0.5712 0.5653 0.2154 0.063 Uiso 1 1 calc R U . . .
C33 C 0.5103(11) 0.1924(10) 0.4526(7) 0.095(3) Uani 1 1 d . . . . .
H33 H 0.4621 0.1333 0.4669 0.114 Uiso 1 1 calc R U . . .
C34 C 0.5519(10) 0.2968(11) 0.4991(7) 0.087(3) Uani 1 1 d . . . . .
H34 H 0.5346 0.3218 0.5519 0.104 Uiso 1 1 calc R U . . .
C35 C 0.6198(8) 0.3618(6) 0.4636(4) 0.0576(15) Uani 1 1 d . . . . .
H35 H 0.6586 0.4380 0.4852 0.069 Uiso 1 1 calc R U . . .
C36 C 0.6701(14) 0.0945(8) 0.1645(8) 0.097(3) Uani 1 1 d . . . . .
H36 H 0.6921 0.0312 0.1440 0.117 Uiso 1 1 calc R U . . .
C37 C 0.5662(14) 0.1173(10) 0.1221(7) 0.103(3) Uani 1 1 d . . . . .
H37 H 0.5108 0.0760 0.0688 0.123 Uiso 1 1 calc R U . . .
C38 C 0.5616(10) 0.2106(8) 0.1734(5) 0.075(2) Uani 1 1 d . . . . .
H38 H 0.4993 0.2458 0.1630 0.090 Uiso 1 1 calc R U . . .
B1 B 0.6950(7) 0.3407(6) 0.3265(4) 0.0454(14) Uani 1 1 d . . . . .
F4 F 0.7459(17) 0.7241(12) -0.0641(6) 0.196(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C20 2.002(5) . ?
Ir1 C7 2.008(4) . ?
Ir1 N1 2.047(5) . ?
Ir1 N2 2.051(5) . ?
Ir1 N3 2.133(4) . ?
Ir1 N5 2.143(5) . ?
F1 C9 1.350(7) . ?
F2 C11 1.339(9) . ?
F3 C13 1.41(2) . ?
F5 C13 1.177(15) . ?
F6 C22 1.363(7) . ?
F7 C24 1.342(8) . ?
F8 C26 1.316(12) . ?
F9 C26 1.286(11) . ?
F10 C26 1.289(10) . ?
N1 C1 1.351(7) . ?
N1 C5 1.380(7) . ?
N2 C14 1.337(7) . ?
N2 C18 1.374(7) . ?
N3 C29 1.336(7) . ?
N3 N4 1.369(7) . ?
N4 C27 1.355(7) . ?
N4 B1 1.521(8) . ?
N5 C32 1.343(6) . ?
N5 N6 1.351(7) . ?
N6 C30 1.357(8) . ?
N6 B1 1.548(7) . ?
N7 N8 1.350(11) . ?
N7 C35 1.369(10) . ?
N7 B1 1.553(8) . ?
N8 C33 1.402(15) . ?
N9 N10 1.371(8) . ?
N9 C38 1.379(9) . ?
N9 B1 1.528(10) . ?
N10 C36 1.314(13) . ?
C1 C2 1.345(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.381(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(10) . ?
C3 C12 1.507(12) . ?
C4 C5 1.396(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.482(8) . ?
C6 C11 1.382(8) . ?
C6 C7 1.407(8) . ?
C7 C8 1.383(7) . ?
C8 C9 1.388(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.355(10) . ?
C10 C11 1.403(10) . ?
C10 C13 1.504(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 F4 1.264(17) . ?
C14 C15 1.388(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.393(9) . ?
C16 C25 1.495(12) . ?
C17 C18 1.401(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.483(7) . ?
C19 C20 1.392(8) . ?
C19 C24 1.403(9) . ?
C20 C21 1.402(7) . ?
C21 C22 1.369(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.368(10) . ?
C23 C24 1.401(8) . ?
C23 C26 1.508(10) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C27 C28 1.360(11) . ?
C27 H27 0.9300 . ?
C28 C29 1.386(9) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 C31 1.338(9) . ?
C30 H30 0.9300 . ?
C31 C32 1.384(10) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.315(16) . ?
C33 H33 0.9300 . ?
C34 C35 1.304(12) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 C37 1.376(16) . ?
C36 H36 0.9300 . ?
C37 C38 1.331(15) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?

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
C20 Ir1 C7 87.3(2) . . ?
C20 Ir1 N1 95.6(2) . . ?
C7 Ir1 N1 80.6(2) . . ?
C20 Ir1 N2 80.6(2) . . ?
C7 Ir1 N2 96.3(2) . . ?
N1 Ir1 N2 175.19(19) . . ?
C20 Ir1 N3 92.78(17) . . ?
C7 Ir1 N3 175.7(2) . . ?
N1 Ir1 N3 95.14(18) . . ?
N2 Ir1 N3 87.98(18) . . ?
C20 Ir1 N5 173.66(19) . . ?
C7 Ir1 N5 91.10(19) . . ?
N1 Ir1 N5 90.2(2) . . ?
N2 Ir1 N5 93.55(19) . . ?
N3 Ir1 N5 89.33(16) . . ?
C1 N1 C5 117.9(6) . . ?
C1 N1 Ir1 125.4(4) . . ?
C5 N1 Ir1 116.7(4) . . ?
C14 N2 C18 118.0(5) . . ?
C14 N2 Ir1 125.7(4) . . ?
C18 N2 Ir1 116.2(3) . . ?
C29 N3 N4 106.5(4) . . ?
C29 N3 Ir1 126.6(4) . . ?
N4 N3 Ir1 126.8(3) . . ?
C27 N4 N3 107.8(5) . . ?
C27 N4 B1 125.9(5) . . ?
N3 N4 B1 125.1(4) . . ?
C32 N5 N6 106.4(5) . . ?
C32 N5 Ir1 126.1(4) . . ?
N6 N5 Ir1 124.6(3) . . ?
N5 N6 C30 108.9(4) . . ?
N5 N6 B1 123.2(5) . . ?
C30 N6 B1 125.2(5) . . ?
N8 N7 C35 111.1(7) . . ?
N8 N7 B1 128.9(8) . . ?
C35 N7 B1 120.0(6) . . ?
N7 N8 C33 104.2(10) . . ?
N10 N9 C38 109.0(7) . . ?
N10 N9 B1 121.0(5) . . ?
C38 N9 B1 129.5(6) . . ?
C36 N10 N9 104.9(7) . . ?
C2 C1 N1 122.8(6) . . ?
C2 C1 H1 118.6 . . ?
N1 C1 H1 118.6 . . ?
C1 C2 C3 120.9(6) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 117.5(8) . . ?
C4 C3 C12 120.5(8) . . ?
C2 C3 C12 122.0(7) . . ?
C3 C4 C5 120.9(7) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
N1 C5 C4 119.8(5) . . ?
N1 C5 C6 111.7(6) . . ?
C4 C5 C6 128.3(5) . . ?
C11 C6 C7 119.5(5) . . ?
C11 C6 C5 124.0(6) . . ?
C7 C6 C5 116.6(5) . . ?
C8 C7 C6 118.7(4) . . ?
C8 C7 Ir1 127.2(4) . . ?
C6 C7 Ir1 114.1(4) . . ?
C7 C8 C9 119.4(6) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
F1 C9 C10 119.1(5) . . ?
F1 C9 C8 117.1(6) . . ?
C10 C9 C8 123.8(6) . . ?
C9 C10 C11 116.3(5) . . ?
C9 C10 C13 123.2(8) . . ?
C11 C10 C13 120.5(8) . . ?
F2 C11 C6 120.8(6) . . ?
F2 C11 C10 116.9(5) . . ?
C6 C11 C10 122.2(6) . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F5 C13 F4 116.3(13) . . ?
F5 C13 F3 103.2(13) . . ?
F4 C13 F3 88.1(12) . . ?
F5 C13 C10 117.7(11) . . ?
F4 C13 C10 116.0(11) . . ?
F3 C13 C10 110.0(12) . . ?
N2 C14 C15 123.1(6) . . ?
N2 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
C16 C15 C14 120.2(6) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 117.3(7) . . ?
C15 C16 C25 122.1(7) . . ?
C17 C16 C25 120.6(8) . . ?
C16 C17 C18 120.6(7) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
N2 C18 C17 120.7(5) . . ?
N2 C18 C19 112.0(5) . . ?
C17 C18 C19 127.2(5) . . ?
C20 C19 C24 120.7(5) . . ?
C20 C19 C18 116.4(5) . . ?
C24 C19 C18 122.9(6) . . ?
C19 C20 C21 118.0(5) . . ?
C19 C20 Ir1 114.6(4) . . ?
C21 C20 Ir1 127.3(4) . . ?
C22 C21 C20 120.1(6) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
F6 C22 C23 118.5(6) . . ?
F6 C22 C21 118.3(6) . . ?
C23 C22 C21 123.2(5) . . ?
C22 C23 C24 117.5(6) . . ?
C22 C23 C26 121.2(6) . . ?
C24 C23 C26 121.3(7) . . ?
F7 C24 C23 119.0(6) . . ?
F7 C24 C19 120.5(5) . . ?
C23 C24 C19 120.4(6) . . ?
C16 C25 H25A 109.5 . . ?
C16 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C16 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
F9 C26 F10 103.2(9) . . ?
F9 C26 F8 105.2(9) . . ?
F10 C26 F8 105.5(8) . . ?
F9 C26 C23 112.4(8) . . ?
F10 C26 C23 113.1(7) . . ?
F8 C26 C23 116.3(6) . . ?
N4 C27 C28 110.3(6) . . ?
N4 C27 H27 124.9 . . ?
C28 C27 H27 124.9 . . ?
C27 C28 C29 104.0(5) . . ?
C27 C28 H28 128.0 . . ?
C29 C28 H28 128.0 . . ?
N3 C29 C28 111.2(6) . . ?
N3 C29 H29 124.4 . . ?
C28 C29 H29 124.4 . . ?
C31 C30 N6 109.0(6) . . ?
C31 C30 H30 125.5 . . ?
N6 C30 H30 125.5 . . ?
C30 C31 C32 105.8(5) . . ?
C30 C31 H31 127.1 . . ?
C32 C31 H31 127.1 . . ?
N5 C32 C31 109.8(5) . . ?
N5 C32 H32 125.1 . . ?
C31 C32 H32 125.1 . . ?
C34 C33 N8 106.9(8) . . ?
C34 C33 H33 126.6 . . ?
N8 C33 H33 126.6 . . ?
C35 C34 C33 113.3(10) . . ?
C35 C34 H34 123.4 . . ?
C33 C34 H34 123.4 . . ?
C34 C35 N7 104.6(8) . . ?
C34 C35 H35 127.7 . . ?
N7 C35 H35 127.7 . . ?
N10 C36 C37 112.4(9) . . ?
N10 C36 H36 123.8 . . ?
C37 C36 H36 123.8 . . ?
C38 C37 C36 105.7(9) . . ?
C38 C37 H37 127.2 . . ?
C36 C37 H37 127.2 . . ?
C37 C38 N9 107.9(8) . . ?
C37 C38 H38 126.0 . . ?
N9 C38 H38 126.0 . . ?
N4 B1 N9 111.3(5) . . ?
N4 B1 N6 113.5(5) . . ?
N9 B1 N6 108.0(4) . . ?
N4 B1 N7 108.1(4) . . ?
N9 B1 N7 107.8(5) . . ?
N6 B1 N7 107.9(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
C29 N3 N4 C27 -3.4(8) . . . . ?
Ir1 N3 N4 C27 -179.7(5) . . . . ?
C29 N3 N4 B1 -171.8(6) . . . . ?
Ir1 N3 N4 B1 11.9(9) . . . . ?
C32 N5 N6 C30 1.2(7) . . . . ?
Ir1 N5 N6 C30 163.0(5) . . . . ?
C32 N5 N6 B1 163.5(6) . . . . ?
Ir1 N5 N6 B1 -34.8(8) . . . . ?
C35 N7 N8 C33 -1.5(9) . . . . ?
B1 N7 N8 C33 178.9(7) . . . . ?
C38 N9 N10 C36 -1.8(10) . . . . ?
B1 N9 N10 C36 171.1(8) . . . . ?
C5 N1 C1 C2 -3.1(12) . . . . ?
Ir1 N1 C1 C2 177.6(7) . . . . ?
N1 C1 C2 C3 3.6(15) . . . . ?
C1 C2 C3 C4 -2.5(17) . . . . ?
C1 C2 C3 C12 179.5(12) . . . . ?
C2 C3 C4 C5 1.1(17) . . . . ?
C12 C3 C4 C5 179.2(11) . . . . ?
C1 N1 C5 C4 1.5(11) . . . . ?
Ir1 N1 C5 C4 -179.1(7) . . . . ?
C1 N1 C5 C6 -174.9(6) . . . . ?
Ir1 N1 C5 C6 4.5(8) . . . . ?
C3 C4 C5 N1 -0.7(14) . . . . ?
C3 C4 C5 C6 175.1(10) . . . . ?
N1 C5 C6 C11 178.7(8) . . . . ?
C4 C5 C6 C11 2.7(14) . . . . ?
N1 C5 C6 C7 -0.2(10) . . . . ?
C4 C5 C6 C7 -176.3(8) . . . . ?
C11 C6 C7 C8 -3.7(11) . . . . ?
C5 C6 C7 C8 175.3(6) . . . . ?
C11 C6 C7 Ir1 176.9(7) . . . . ?
C5 C6 C7 Ir1 -4.1(8) . . . . ?
C6 C7 C8 C9 3.6(9) . . . . ?
Ir1 C7 C8 C9 -177.0(5) . . . . ?
C7 C8 C9 F1 -179.0(6) . . . . ?
C7 C8 C9 C10 -0.7(11) . . . . ?
F1 C9 C10 C11 176.1(8) . . . . ?
C8 C9 C10 C11 -2.2(13) . . . . ?
F1 C9 C10 C13 -6.4(15) . . . . ?
C8 C9 C10 C13 175.2(11) . . . . ?
C7 C6 C11 F2 -175.6(9) . . . . ?
C5 C6 C11 F2 5.5(15) . . . . ?
C7 C6 C11 C10 0.8(14) . . . . ?
C5 C6 C11 C10 -178.1(9) . . . . ?
C9 C10 C11 F2 178.6(9) . . . . ?
C13 C10 C11 F2 1.1(17) . . . . ?
C9 C10 C11 C6 2.1(15) . . . . ?
C13 C10 C11 C6 -175.4(11) . . . . ?
C9 C10 C13 F5 -7(2) . . . . ?
C11 C10 C13 F5 170.7(16) . . . . ?
C9 C10 C13 F4 137.7(15) . . . . ?
C11 C10 C13 F4 -45(2) . . . . ?
C9 C10 C13 F3 -124.4(13) . . . . ?
C11 C10 C13 F3 53.0(17) . . . . ?
C18 N2 C14 C15 0.1(7) . . . . ?
Ir1 N2 C14 C15 176.4(4) . . . . ?
N2 C14 C15 C16 -1.0(9) . . . . ?
C14 C15 C16 C17 1.1(10) . . . . ?
C14 C15 C16 C25 -177.5(8) . . . . ?
C15 C16 C17 C18 -0.5(10) . . . . ?
C25 C16 C17 C18 178.1(8) . . . . ?
C14 N2 C18 C17 0.6(7) . . . . ?
Ir1 N2 C18 C17 -176.1(4) . . . . ?
C14 N2 C18 C19 179.5(4) . . . . ?
Ir1 N2 C18 C19 2.8(5) . . . . ?
C16 C17 C18 N2 -0.4(9) . . . . ?
C16 C17 C18 C19 -179.1(6) . . . . ?
N2 C18 C19 C20 -4.5(6) . . . . ?
C17 C18 C19 C20 174.3(5) . . . . ?
N2 C18 C19 C24 175.8(4) . . . . ?
C17 C18 C19 C24 -5.4(8) . . . . ?
C24 C19 C20 C21 0.8(7) . . . . ?
C18 C19 C20 C21 -178.9(4) . . . . ?
C24 C19 C20 Ir1 -176.1(4) . . . . ?
C18 C19 C20 Ir1 4.2(5) . . . . ?
C19 C20 C21 C22 0.3(7) . . . . ?
Ir1 C20 C21 C22 176.8(4) . . . . ?
C20 C21 C22 F6 179.7(4) . . . . ?
C20 C21 C22 C23 -0.2(8) . . . . ?
F6 C22 C23 C24 179.2(5) . . . . ?
C21 C22 C23 C24 -1.0(8) . . . . ?
F6 C22 C23 C26 -0.7(8) . . . . ?
C21 C22 C23 C26 179.1(5) . . . . ?
C22 C23 C24 F7 -177.4(5) . . . . ?
C26 C23 C24 F7 2.5(8) . . . . ?
C22 C23 C24 C19 2.1(8) . . . . ?
C26 C23 C24 C19 -178.1(6) . . . . ?
C20 C19 C24 F7 177.4(5) . . . . ?
C18 C19 C24 F7 -2.9(8) . . . . ?
C20 C19 C24 C23 -2.1(8) . . . . ?
C18 C19 C24 C23 177.6(5) . . . . ?
C22 C23 C26 F9 63.3(11) . . . . ?
C24 C23 C26 F9 -116.6(9) . . . . ?
C22 C23 C26 F10 -53.1(10) . . . . ?
C24 C23 C26 F10 127.1(8) . . . . ?
C22 C23 C26 F8 -175.4(8) . . . . ?
C24 C23 C26 F8 4.8(11) . . . . ?
N3 N4 C27 C28 1.1(9) . . . . ?
B1 N4 C27 C28 169.5(7) . . . . ?
N4 C27 C28 C29 1.5(10) . . . . ?
N4 N3 C29 C28 4.5(8) . . . . ?
Ir1 N3 C29 C28 -179.2(5) . . . . ?
C27 C28 C29 N3 -3.7(9) . . . . ?
N5 N6 C30 C31 -1.1(9) . . . . ?
B1 N6 C30 C31 -162.9(6) . . . . ?
N6 C30 C31 C32 0.5(9) . . . . ?
N6 N5 C32 C31 -0.9(8) . . . . ?
Ir1 N5 C32 C31 -162.3(5) . . . . ?
C30 C31 C32 N5 0.2(9) . . . . ?
N7 N8 C33 C34 1.6(11) . . . . ?
N8 C33 C34 C35 -1.2(13) . . . . ?
C33 C34 C35 N7 0.3(11) . . . . ?
N8 N7 C35 C34 0.8(9) . . . . ?
B1 N7 C35 C34 -179.6(6) . . . . ?
N9 N10 C36 C37 3.3(13) . . . . ?
N10 C36 C37 C38 -3.6(16) . . . . ?
C36 C37 C38 N9 2.3(14) . . . . ?
N10 N9 C38 C37 -0.4(12) . . . . ?
B1 N9 C38 C37 -172.5(9) . . . . ?
C27 N4 B1 N9 -84.0(8) . . . . ?
N3 N4 B1 N9 82.4(7) . . . . ?
C27 N4 B1 N6 153.9(7) . . . . ?
N3 N4 B1 N6 -39.7(8) . . . . ?
C27 N4 B1 N7 34.2(9) . . . . ?
N3 N4 B1 N7 -159.4(6) . . . . ?
N10 N9 B1 N4 43.9(8) . . . . ?
C38 N9 B1 N4 -144.8(8) . . . . ?
N10 N9 B1 N6 169.2(6) . . . . ?
C38 N9 B1 N6 -19.6(10) . . . . ?
N10 N9 B1 N7 -74.5(8) . . . . ?
C38 N9 B1 N7 96.8(8) . . . . ?
N5 N6 B1 N4 52.6(8) . . . . ?
C30 N6 B1 N4 -148.0(7) . . . . ?
N5 N6 B1 N9 -71.3(7) . . . . ?
C30 N6 B1 N9 88.0(8) . . . . ?
N5 N6 B1 N7 172.4(5) . . . . ?
C30 N6 B1 N7 -28.2(9) . . . . ?
N8 N7 B1 N4 -115.0(8) . . . . ?
C35 N7 B1 N4 65.5(7) . . . . ?
N8 N7 B1 N9 5.5(9) . . . . ?
C35 N7 B1 N9 -174.1(5) . . . . ?
N8 N7 B1 N6 121.9(7) . . . . ?
C35 N7 B1 N6 -57.7(7) . . . . ?

_refine_diff_density_max         1.230
_refine_diff_density_min         -0.803
_refine_diff_density_rms         0.118


# SQUEEZE RESULTS (Version = 201115)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.000 0.000 0.000 302 101 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?


####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1518551'
_audit_update_record             
;
2017-01-03 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Ir(dfCF3)2pic
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H18 F10 Ir N3 O2'
_chemical_formula_sum            'C32 H18 F10 Ir N3 O2'
_chemical_formula_weight         858.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4440 7.9890 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.3776(7)
_cell_length_b                   11.0464(6)
_cell_length_c                   25.9094(12)
_cell_angle_alpha                90
_cell_angle_beta                 111.236(2)
_cell_angle_gamma                90
_cell_volume                     3302.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5535
_cell_measurement_theta_min      2.480
_cell_measurement_theta_max      28.242

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_F_000             1656
_exptl_transmission_factor_min   0.505
_exptl_transmission_factor_max   0.585
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    4.133
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Sheldric, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26011
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8209
_reflns_number_gt                6672
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ', SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0561P)²+1.6164P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8209
_refine_ls_number_parameters     423
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0774
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_restrained_S_all      0.928
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.29635(2) -0.27056(2) -0.10350(2) 0.03419(5) Uani 1 1 d . . . . .
F1 F 0.0457(2) -0.5418(2) -0.27864(10) 0.0638(6) Uani 1 1 d . . . . .
F2 F -0.0737(3) -0.4425(3) -0.37037(11) 0.0923(10) Uani 1 1 d . . . . .
F3 F -0.1179(3) -0.2617(3) -0.36345(14) 0.0880(10) Uani 1 1 d . . . . .
F4 F 0.0224(3) -0.2974(4) -0.38846(12) 0.1123(14) Uani 1 1 d . . . . .
F5 F 0.0696(2) -0.1232(2) -0.30571(9) 0.0556(6) Uani 1 1 d . . . . .
F6 F 0.6748(3) -0.2835(3) -0.15936(16) 0.0859(9) Uani 1 1 d . . . . .
F7 F 0.8222(5) -0.4531(5) -0.1182(5) 0.280(6) Uani 1 1 d . . . . .
F8 F 0.7236(6) -0.5776(10) -0.1627(3) 0.269(5) Uani 1 1 d . . . . .
F9 F 0.7892(4) -0.5968(5) -0.0824(2) 0.170(3) Uani 1 1 d . . . . .
F10 F 0.5880(3) -0.6290(2) -0.07754(14) 0.0811(9) Uani 1 1 d . . . . .
O1 O 0.3868(2) -0.2019(2) -0.02188(10) 0.0438(6) Uani 1 1 d . . . . .
O2 O 0.3628(3) -0.1004(3) 0.04729(12) 0.0667(8) Uani 1 1 d . . . . .
N1 N 0.3027(2) -0.1073(2) -0.13863(11) 0.0369(6) Uani 1 1 d . . . . .
N2 N 0.2945(2) -0.4404(2) -0.07186(11) 0.0360(6) Uani 1 1 d . . . . .
N3 N 0.1594(3) -0.2062(3) -0.07859(13) 0.0400(6) Uani 1 1 d . . . . .
C1 C 0.3703(3) -0.0141(3) -0.11190(15) 0.0450(8) Uani 1 1 d . . . . .
H1 H 0.4210 -0.0252 -0.0756 0.054 Uiso 1 1 calc R U . . .
C2 C 0.3667(4) 0.0958(4) -0.13635(17) 0.0528(9) Uani 1 1 d . . . . .
H2 H 0.4152 0.1577 -0.1167 0.063 Uiso 1 1 calc R U . . .
C3 C 0.2914(4) 0.1167(3) -0.19042(17) 0.0525(9) Uani 1 1 d . . . . .
C4 C 0.2244(3) 0.0189(3) -0.21878(15) 0.0474(8) Uani 1 1 d . . . . .
H4 H 0.1746 0.0281 -0.2553 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2320(3) -0.0925(3) -0.19234(14) 0.0381(7) Uani 1 1 d . . . . .
C6 C 0.1734(3) -0.2064(3) -0.21737(14) 0.0366(7) Uani 1 1 d . . . . .
C7 C 0.2007(3) -0.3090(3) -0.18132(14) 0.0369(7) Uani 1 1 d . . . . .
C8 C 0.1538(3) -0.4204(3) -0.20431(14) 0.0421(8) Uani 1 1 d . . . . .
H8 H 0.1701 -0.4891 -0.1821 0.051 Uiso 1 1 calc R U . . .
C9 C 0.0843(3) -0.4301(3) -0.25910(15) 0.0445(8) Uani 1 1 d . . . . .
C10 C 0.0526(3) -0.3312(3) -0.29469(14) 0.0434(8) Uani 1 1 d . . . . .
C11 C 0.1000(3) -0.2212(3) -0.27171(15) 0.0419(8) Uani 1 1 d . . . . .
C12 C -0.0260(4) -0.3361(5) -0.35431(17) 0.0640(12) Uani 1 1 d . . . . .
C14 C 0.2142(3) -0.4814(3) -0.05243(16) 0.0471(8) Uani 1 1 d . . . . .
H14 H 0.1539 -0.4300 -0.0535 0.056 Uiso 1 1 calc R U . . .
C15 C 0.2173(3) -0.5954(3) -0.03114(16) 0.0487(8) Uani 1 1 d . . . . .
H15 H 0.1582 -0.6208 -0.0194 0.058 Uiso 1 1 calc R U . . .
C16 C 0.3077(3) -0.6730(3) -0.02697(14) 0.0436(8) Uani 1 1 d . . . . .
C17 C 0.3913(3) -0.6297(3) -0.04632(13) 0.0400(7) Uani 1 1 d . . . . .
H17 H 0.4540 -0.6789 -0.0438 0.048 Uiso 1 1 calc R U . . .
C18 C 0.3842(3) -0.5153(3) -0.06936(13) 0.0356(7) Uani 1 1 d . . . . .
C19 C 0.4637(3) -0.4594(3) -0.09304(13) 0.0372(7) Uani 1 1 d . . . . .
C20 C 0.4360(3) -0.3405(3) -0.11389(13) 0.0371(7) Uani 1 1 d . . . . .
C21 C 0.5089(4) -0.2843(3) -0.13667(17) 0.0487(9) Uani 1 1 d . . . . .
H21 H 0.4919 -0.2067 -0.1513 0.058 Uiso 1 1 calc R U . . .
C22 C 0.6057(3) -0.3430(4) -0.13756(18) 0.0550(10) Uani 1 1 d . . . . .
C23 C 0.6367(3) -0.4585(4) -0.11722(17) 0.0550(10) Uani 1 1 d . . . . .
C24 C 0.5618(3) -0.5146(3) -0.09593(16) 0.0482(9) Uani 1 1 d . . . . .
C25 C 0.7426(5) -0.5208(6) -0.1186(3) 0.0860(18) Uani 1 1 d . . . . .
C27 C 0.0440(3) -0.2168(3) -0.1073(2) 0.0523(9) Uani 1 1 d . . . . .
H27 H 0.0182 -0.2424 -0.1440 0.063 Uiso 1 1 calc R U . . .
C28 C -0.0358(4) -0.1903(5) -0.0832(2) 0.0686(12) Uani 1 1 d . . . . .
H28 H -0.1146 -0.1994 -0.1033 0.082 Uiso 1 1 calc R U . . .
C29 C 0.0016(4) -0.1507(5) -0.0297(2) 0.0781(15) Uani 1 1 d . . . . .
H29 H -0.0514 -0.1343 -0.0128 0.094 Uiso 1 1 calc R U . . .
C30 C 0.1189(4) -0.1352(4) -0.0008(2) 0.0645(11) Uani 1 1 d . . . . .
H30 H 0.1457 -0.1059 0.0353 0.077 Uiso 1 1 calc R U . . .
C31 C 0.1952(3) -0.1639(3) -0.02665(15) 0.0447(8) Uani 1 1 d . . . . .
C32 C 0.3253(3) -0.1531(3) 0.00287(15) 0.0447(8) Uani 1 1 d . . . . .
C13 C 0.2808(5) 0.2386(5) -0.2178(3) 0.0750(14) Uiso 1 1 d . . . . .
H13A H 0.2247 0.2342 -0.2548 0.113 Uiso 1 1 calc R U . . .
H13B H 0.2565 0.2975 -0.1970 0.113 Uiso 1 1 calc R U . . .
H13C H 0.3546 0.2618 -0.2190 0.113 Uiso 1 1 calc R U . . .
C26 C 0.3146(4) -0.7993(4) -0.00438(18) 0.0549(10) Uiso 1 1 d . . . . .
H26A H 0.3836 -0.8380 -0.0050 0.082 Uiso 1 1 calc R U . . .
H26B H 0.3168 -0.7959 0.0330 0.082 Uiso 1 1 calc R U . . .
H26C H 0.2479 -0.8446 -0.0267 0.082 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C7 1.979(3) . ?
Ir1 C20 1.998(3) . ?
Ir1 N1 2.034(3) . ?
Ir1 N2 2.051(3) . ?
Ir1 O1 2.141(2) . ?
Ir1 N3 2.142(3) . ?
F1 C9 1.354(4) . ?
F2 C12 1.314(5) . ?
F3 C12 1.352(6) . ?
F4 C12 1.307(6) . ?
F5 C11 1.359(4) . ?
F6 C22 1.353(5) . ?
F7 C25 1.234(8) . ?
F8 C25 1.249(9) . ?
F9 C25 1.235(7) . ?
F10 C24 1.349(4) . ?
O1 C32 1.279(4) . ?
O2 C32 1.222(4) . ?
N1 C1 1.350(4) . ?
N1 C5 1.359(4) . ?
N2 C14 1.345(4) . ?
N2 C18 1.368(4) . ?
N3 C31 1.339(5) . ?
N3 C27 1.355(5) . ?
C1 C2 1.363(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.392(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(5) . ?
C3 C13 1.505(6) . ?
C4 C5 1.395(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.480(5) . ?
C6 C11 1.381(5) . ?
C6 C7 1.429(5) . ?
C7 C8 1.398(5) . ?
C8 C9 1.372(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(5) . ?
C10 C11 1.387(5) . ?
C10 C12 1.499(5) . ?
C14 C15 1.370(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(5) . ?
C16 C26 1.503(6) . ?
C17 C18 1.387(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.471(5) . ?
C19 C24 1.384(5) . ?
C19 C20 1.414(5) . ?
C20 C21 1.391(5) . ?
C21 C22 1.370(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(6) . ?
C23 C24 1.385(5) . ?
C23 C25 1.492(6) . ?
C27 C28 1.378(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.364(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.382(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.378(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.516(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
C7 Ir1 C20 90.42(13) . . ?
C7 Ir1 N1 80.79(13) . . ?
C20 Ir1 N1 96.15(12) . . ?
C7 Ir1 N2 97.00(13) . . ?
C20 Ir1 N2 80.54(12) . . ?
N1 Ir1 N2 176.05(10) . . ?
C7 Ir1 O1 171.01(12) . . ?
C20 Ir1 O1 95.84(11) . . ?
N1 Ir1 O1 92.10(10) . . ?
N2 Ir1 O1 90.40(10) . . ?
C7 Ir1 N3 97.54(12) . . ?
C20 Ir1 N3 170.54(12) . . ?
N1 Ir1 N3 90.19(11) . . ?
N2 Ir1 N3 93.36(10) . . ?
O1 Ir1 N3 76.86(11) . . ?
C32 O1 Ir1 116.8(2) . . ?
C1 N1 C5 118.9(3) . . ?
C1 N1 Ir1 124.4(2) . . ?
C5 N1 Ir1 116.8(2) . . ?
C14 N2 C18 118.4(3) . . ?
C14 N2 Ir1 125.1(2) . . ?
C18 N2 Ir1 116.5(2) . . ?
C31 N3 C27 118.8(3) . . ?
C31 N3 Ir1 114.1(2) . . ?
C27 N3 Ir1 126.7(3) . . ?
N1 C1 C2 122.1(3) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 120.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C2 C3 C4 117.0(3) . . ?
C2 C3 C13 122.3(4) . . ?
C4 C3 C13 120.7(4) . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
N1 C5 C4 120.9(3) . . ?
N1 C5 C6 112.2(3) . . ?
C4 C5 C6 126.8(3) . . ?
C11 C6 C7 119.0(3) . . ?
C11 C6 C5 125.7(3) . . ?
C7 C6 C5 115.2(3) . . ?
C8 C7 C6 117.1(3) . . ?
C8 C7 Ir1 128.7(3) . . ?
C6 C7 Ir1 114.1(2) . . ?
C9 C8 C7 121.2(3) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
F1 C9 C8 117.5(3) . . ?
F1 C9 C10 119.4(3) . . ?
C8 C9 C10 123.0(3) . . ?
C11 C10 C9 115.4(3) . . ?
C11 C10 C12 119.3(4) . . ?
C9 C10 C12 125.2(4) . . ?
F5 C11 C6 119.5(3) . . ?
F5 C11 C10 116.4(3) . . ?
C6 C11 C10 124.1(3) . . ?
F4 C12 F2 110.0(4) . . ?
F4 C12 F3 104.2(4) . . ?
F2 C12 F3 103.6(4) . . ?
F4 C12 C10 113.6(4) . . ?
F2 C12 C10 114.1(4) . . ?
F3 C12 C10 110.4(4) . . ?
N2 C14 C15 122.9(3) . . ?
N2 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C17 116.5(3) . . ?
C15 C16 C26 122.4(3) . . ?
C17 C16 C26 121.0(3) . . ?
C18 C17 C16 122.0(3) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
N2 C18 C17 119.7(3) . . ?
N2 C18 C19 112.4(3) . . ?
C17 C18 C19 127.9(3) . . ?
C24 C19 C20 119.0(3) . . ?
C24 C19 C18 124.7(3) . . ?
C20 C19 C18 116.3(3) . . ?
C21 C20 C19 118.1(3) . . ?
C21 C20 Ir1 127.6(3) . . ?
C19 C20 Ir1 114.2(2) . . ?
C22 C21 C20 120.1(4) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
F6 C22 C21 117.8(4) . . ?
F6 C22 C23 118.6(4) . . ?
C21 C22 C23 123.6(4) . . ?
C22 C23 C24 115.6(3) . . ?
C22 C23 C25 122.8(4) . . ?
C24 C23 C25 121.6(4) . . ?
F10 C24 C19 119.8(3) . . ?
F10 C24 C23 116.7(3) . . ?
C19 C24 C23 123.5(3) . . ?
F7 C25 F9 104.7(7) . . ?
F7 C25 F8 101.4(7) . . ?
F9 C25 F8 103.6(7) . . ?
F7 C25 C23 115.2(6) . . ?
F9 C25 C23 117.9(4) . . ?
F8 C25 C23 112.1(6) . . ?
N3 C27 C28 121.2(4) . . ?
N3 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C29 C28 C27 119.5(4) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 119.6(4) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C31 C30 C29 118.6(4) . . ?
C31 C30 H30 120.7 . . ?
C29 C30 H30 120.7 . . ?
N3 C31 C30 122.1(4) . . ?
N3 C31 C32 116.1(3) . . ?
C30 C31 C32 121.8(4) . . ?
O2 C32 O1 125.6(4) . . ?
O2 C32 C31 119.0(4) . . ?
O1 C32 C31 115.5(3) . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C16 C26 H26A 109.5 . . ?
C16 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C16 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
C5 N1 C1 C2 2.6(5) . . . . ?
Ir1 N1 C1 C2 -176.3(3) . . . . ?
N1 C1 C2 C3 0.6(6) . . . . ?
C1 C2 C3 C4 -2.8(6) . . . . ?
C1 C2 C3 C13 176.9(4) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C13 C3 C4 C5 -177.8(4) . . . . ?
C1 N1 C5 C4 -3.5(5) . . . . ?
Ir1 N1 C5 C4 175.5(3) . . . . ?
C1 N1 C5 C6 173.9(3) . . . . ?
Ir1 N1 C5 C6 -7.2(4) . . . . ?
C3 C4 C5 N1 1.2(6) . . . . ?
C3 C4 C5 C6 -175.7(4) . . . . ?
N1 C5 C6 C11 -177.4(3) . . . . ?
C4 C5 C6 C11 -0.3(6) . . . . ?
N1 C5 C6 C7 0.2(4) . . . . ?
C4 C5 C6 C7 177.3(3) . . . . ?
C11 C6 C7 C8 2.3(5) . . . . ?
C5 C6 C7 C8 -175.5(3) . . . . ?
C11 C6 C7 Ir1 -175.3(3) . . . . ?
C5 C6 C7 Ir1 7.0(4) . . . . ?
C6 C7 C8 C9 -0.3(5) . . . . ?
Ir1 C7 C8 C9 176.9(3) . . . . ?
C7 C8 C9 F1 177.7(3) . . . . ?
C7 C8 C9 C10 -2.2(6) . . . . ?
F1 C9 C10 C11 -177.4(3) . . . . ?
C8 C9 C10 C11 2.6(6) . . . . ?
F1 C9 C10 C12 2.1(6) . . . . ?
C8 C9 C10 C12 -178.0(4) . . . . ?
C7 C6 C11 F5 177.2(3) . . . . ?
C5 C6 C11 F5 -5.3(6) . . . . ?
C7 C6 C11 C10 -1.9(6) . . . . ?
C5 C6 C11 C10 175.5(3) . . . . ?
C9 C10 C11 F5 -179.6(3) . . . . ?
C12 C10 C11 F5 0.9(6) . . . . ?
C9 C10 C11 C6 -0.4(6) . . . . ?
C12 C10 C11 C6 -179.9(4) . . . . ?
C11 C10 C12 F4 58.4(6) . . . . ?
C9 C10 C12 F4 -121.1(5) . . . . ?
C11 C10 C12 F2 -174.5(4) . . . . ?
C9 C10 C12 F2 6.1(7) . . . . ?
C11 C10 C12 F3 -58.2(5) . . . . ?
C9 C10 C12 F3 122.3(4) . . . . ?
C18 N2 C14 C15 -1.2(5) . . . . ?
Ir1 N2 C14 C15 -179.3(3) . . . . ?
N2 C14 C15 C16 2.4(6) . . . . ?
C14 C15 C16 C17 -1.3(6) . . . . ?
C14 C15 C16 C26 -179.5(4) . . . . ?
C15 C16 C17 C18 -0.8(5) . . . . ?
C26 C16 C17 C18 177.4(3) . . . . ?
C14 N2 C18 C17 -1.0(5) . . . . ?
Ir1 N2 C18 C17 177.3(2) . . . . ?
C14 N2 C18 C19 178.9(3) . . . . ?
Ir1 N2 C18 C19 -2.8(3) . . . . ?
C16 C17 C18 N2 2.0(5) . . . . ?
C16 C17 C18 C19 -177.8(3) . . . . ?
N2 C18 C19 C24 180.0(3) . . . . ?
C17 C18 C19 C24 -0.2(5) . . . . ?
N2 C18 C19 C20 0.2(4) . . . . ?
C17 C18 C19 C20 -180.0(3) . . . . ?
C24 C19 C20 C21 0.2(5) . . . . ?
C18 C19 C20 C21 -180.0(3) . . . . ?
C24 C19 C20 Ir1 -177.3(3) . . . . ?
C18 C19 C20 Ir1 2.6(4) . . . . ?
C19 C20 C21 C22 -1.2(6) . . . . ?
Ir1 C20 C21 C22 175.8(3) . . . . ?
C20 C21 C22 F6 -178.9(4) . . . . ?
C20 C21 C22 C23 0.7(7) . . . . ?
F6 C22 C23 C24 -179.5(4) . . . . ?
C21 C22 C23 C24 0.9(7) . . . . ?
F6 C22 C23 C25 -0.4(7) . . . . ?
C21 C22 C23 C25 -180.0(5) . . . . ?
C20 C19 C24 F10 -178.3(3) . . . . ?
C18 C19 C24 F10 1.9(6) . . . . ?
C20 C19 C24 C23 1.5(6) . . . . ?
C18 C19 C24 C23 -178.3(4) . . . . ?
C22 C23 C24 F10 177.8(4) . . . . ?
C25 C23 C24 F10 -1.3(7) . . . . ?
C22 C23 C24 C19 -2.0(6) . . . . ?
C25 C23 C24 C19 178.9(5) . . . . ?
C22 C23 C25 F7 27.0(10) . . . . ?
C24 C23 C25 F7 -154.0(8) . . . . ?
C22 C23 C25 F9 151.6(7) . . . . ?
C24 C23 C25 F9 -29.4(10) . . . . ?
C22 C23 C25 F8 -88.3(9) . . . . ?
C24 C23 C25 F8 90.8(8) . . . . ?
C31 N3 C27 C28 -3.0(6) . . . . ?
Ir1 N3 C27 C28 168.9(3) . . . . ?
N3 C27 C28 C29 1.1(7) . . . . ?
C27 C28 C29 C30 1.4(8) . . . . ?
C28 C29 C30 C31 -2.0(8) . . . . ?
C27 N3 C31 C30 2.4(5) . . . . ?
Ir1 N3 C31 C30 -170.4(3) . . . . ?
C27 N3 C31 C32 -179.4(3) . . . . ?
Ir1 N3 C31 C32 7.8(4) . . . . ?
C29 C30 C31 N3 0.0(7) . . . . ?
C29 C30 C31 C32 -178.1(4) . . . . ?
Ir1 O1 C32 O2 -173.4(3) . . . . ?
Ir1 O1 C32 C31 6.8(4) . . . . ?
N3 C31 C32 O2 170.3(4) . . . . ?
C30 C31 C32 O2 -11.5(6) . . . . ?
N3 C31 C32 O1 -9.9(5) . . . . ?
C30 C31 C32 O1 168.3(4) . . . . ?

_refine_diff_density_max         1.363
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.102


# SQUEEZE RESULTS (Version = 201115)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.000 0.000 0.500 20 0 ' '
2 0.500 -0.070 0.250 247 84 ' '
3 0.500 -0.115 0.750 248 84 ' '
4 0.000 0.500 0.000 20 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

_exptl_crystal_recrystallization_method 'Vapour deposition'
