# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1494896'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H23 F4 Ir N5, F6 P'
_chemical_formula_sum            'C38 H23 F10 Ir N5 P'
_chemical_formula_weight         962.78

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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      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                   18.2141(13)
_cell_length_b                   25.3583(17)
_cell_length_c                   8.7881(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.072(2)
_cell_angle_gamma                90
_cell_volume                     4036.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    10192
_cell_measurement_theta_min      2.249
_cell_measurement_theta_max      27.595

_exptl_crystal_description       needlelike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             1872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    3.426
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_T_max  0.710
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruke Smart Aepex CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28267
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.249
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             7104
_reflns_number_gt                5731
_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, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0606P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   SHELXTL
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7104
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.1033
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.73379(2) 0.94593(2) 0.46785(3) 0.01979(10) Uani 1 1 d . . . . .
P1 P 0.92070(12) 0.83385(9) 0.0020(3) 0.0464(5) Uani 1 1 d . . . . .
F1 F 0.7311(3) 1.15023(16) 0.5589(6) 0.0661(15) Uani 1 1 d . . . . .
F2 F 0.6479(3) 1.09942(17) 0.0609(5) 0.0622(14) Uani 1 1 d . . . . .
F3 F 0.4534(2) 0.90412(17) 0.3227(5) 0.0457(11) Uani 1 1 d . . . . .
F4 F 0.5089(2) 0.97264(17) 0.8122(4) 0.0414(10) Uani 1 1 d . . . . .
F5 F 0.9012(3) 0.8913(2) 0.0543(7) 0.093(2) Uani 1 1 d . . . . .
F6 F 0.8374(3) 0.8244(3) -0.0619(6) 0.0870(19) Uani 1 1 d . . . . .
F7 F 0.9381(4) 0.7769(2) -0.0491(10) 0.118(3) Uani 1 1 d . . . . .
F8 F 1.0026(3) 0.8443(2) 0.0664(8) 0.0875(19) Uani 1 1 d . . . . .
F9 F 0.9367(4) 0.8563(2) -0.1574(7) 0.100(2) Uani 1 1 d . . . . .
F10 F 0.9020(4) 0.8129(3) 0.1633(6) 0.115(3) Uani 1 1 d . . . . .
N1 N 0.7706(3) 0.9880(2) 0.6592(6) 0.0208(11) Uani 1 1 d . . . . .
N2 N 0.6838(3) 0.91235(18) 0.2727(6) 0.0211(11) Uani 1 1 d . . . . .
N3 N 0.8535(3) 0.9294(2) 0.4288(6) 0.0316(14) Uani 1 1 d . . . . .
N4 N 0.7558(3) 0.86846(19) 0.5551(6) 0.0252(13) Uani 1 1 d . . . . .
N5 N 0.8277(3) 0.7980(2) 0.5922(7) 0.0412(15) Uani 1 1 d . . . . .
H5A H 0.8663 0.7785 0.5908 0.049 Uiso 1 1 calc R U . . .
C1 C 0.7997(4) 0.9666(3) 0.7917(7) 0.0274(15) Uani 1 1 d . . . . .
H1A H 0.8083 0.9305 0.7963 0.033 Uiso 1 1 calc R U . . .
C2 C 0.8168(4) 0.9961(3) 0.9191(8) 0.0341(17) Uani 1 1 d . . . . .
H2A H 0.8374 0.9801 1.0089 0.041 Uiso 1 1 calc R U . . .
C3 C 0.8039(4) 1.0496(3) 0.9159(9) 0.0407(19) Uani 1 1 d . . . . .
H3A H 0.8140 1.0700 1.0034 0.049 Uiso 1 1 calc R U . . .
C4 C 0.7759(4) 1.0717(3) 0.7813(8) 0.0359(18) Uani 1 1 d . . . . .
H4A H 0.7676 1.1079 0.7767 0.043 Uiso 1 1 calc R U . . .
C5 C 0.7594(4) 1.0416(2) 0.6513(8) 0.0265(15) Uani 1 1 d . . . . .
C6 C 0.7297(4) 1.0594(2) 0.5001(8) 0.0298(16) Uani 1 1 d . . . . .
C7 C 0.7141(3) 1.0193(2) 0.3884(8) 0.0246(15) Uani 1 1 d . . . . .
C8 C 0.6855(4) 1.0337(3) 0.2399(8) 0.0329(16) Uani 1 1 d . . . . .
H8A H 0.6736 1.0079 0.1661 0.039 Uiso 1 1 calc R U . . .
C9 C 0.6751(5) 1.0866(3) 0.2034(9) 0.045(2) Uani 1 1 d . . . . .
C10 C 0.6914(5) 1.1255(3) 0.3072(9) 0.047(2) Uani 1 1 d . . . . .
H10A H 0.6850 1.1607 0.2794 0.057 Uiso 1 1 calc R U . . .
C11 C 0.7173(4) 1.1119(3) 0.4533(9) 0.043(2) Uani 1 1 d . . . . .
C12 C 0.7186(4) 0.8975(2) 0.1540(7) 0.0255(14) Uani 1 1 d . . . . .
H12A H 0.7699 0.8988 0.1628 0.031 Uiso 1 1 calc R U . . .
C13 C 0.6815(4) 0.8803(3) 0.0191(8) 0.0329(16) Uani 1 1 d . . . . .
H13A H 0.7073 0.8696 -0.0613 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6056(4) 0.8793(3) 0.0046(8) 0.0359(17) Uani 1 1 d . . . . .
H14A H 0.5794 0.8683 -0.0864 0.043 Uiso 1 1 calc R U . . .
C15 C 0.5689(4) 0.8946(3) 0.1257(7) 0.0322(16) Uani 1 1 d . . . . .
H15A H 0.5175 0.8942 0.1165 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6082(4) 0.9107(2) 0.2625(7) 0.0264(15) Uani 1 1 d . . . . .
C17 C 0.5776(3) 0.9279(2) 0.4030(7) 0.0235(14) Uani 1 1 d . . . . .
C18 C 0.6304(3) 0.9469(2) 0.5175(7) 0.0225(13) Uani 1 1 d . . . . .
C19 C 0.6055(3) 0.9634(2) 0.6552(7) 0.0242(14) Uani 1 1 d . . . . .
H19A H 0.6383 0.9783 0.7315 0.029 Uiso 1 1 calc R U . . .
C20 C 0.5321(4) 0.9574(3) 0.6770(8) 0.0303(16) Uani 1 1 d . . . . .
C21 C 0.4790(4) 0.9372(3) 0.5681(8) 0.0319(17) Uani 1 1 d . . . . .
H21A H 0.4298 0.9336 0.5861 0.038 Uiso 1 1 calc R U . . .
C22 C 0.5040(4) 0.9227(3) 0.4311(8) 0.0301(15) Uani 1 1 d . . . . .
C23 C 0.9031(4) 0.9613(3) 0.3658(7) 0.0277(15) Uani 1 1 d . . . . .
C24 C 0.8844(4) 1.0116(3) 0.3184(8) 0.0381(19) Uani 1 1 d . . . . .
H24A H 0.8374 1.0241 0.3307 0.046 Uiso 1 1 calc R U . . .
C25 C 0.9338(5) 1.0447(3) 0.2521(9) 0.047(2) Uani 1 1 d . . . . .
H25A H 0.9194 1.0784 0.2200 0.057 Uiso 1 1 calc R U . . .
C26 C 1.0057(4) 1.0264(3) 0.2344(9) 0.043(2) Uani 1 1 d . . . . .
H26A H 1.0389 1.0473 0.1880 0.052 Uiso 1 1 calc R U . . .
C27 C 1.0245(4) 0.9775(3) 0.2871(9) 0.044(2) Uani 1 1 d . . . . .
H27A H 1.0723 0.9655 0.2797 0.053 Uiso 1 1 calc R U . . .
C28 C 0.9743(4) 0.9438(3) 0.3534(9) 0.0419(19) Uani 1 1 d . . . . .
C29 C 0.9946(4) 0.8932(3) 0.4103(9) 0.047(2) Uani 1 1 d . . . . .
H29A H 1.0424 0.8811 0.4040 0.056 Uiso 1 1 calc R U . . .
C30 C 0.9473(4) 0.8629(3) 0.4721(10) 0.049(2) Uani 1 1 d . . . . .
H30A H 0.9614 0.8297 0.5102 0.058 Uiso 1 1 calc R U . . .
C31 C 0.8747(4) 0.8815(3) 0.4795(8) 0.0335(18) Uani 1 1 d . . . . .
C32 C 0.8204(4) 0.8498(3) 0.5412(7) 0.0309(16) Uani 1 1 d . . . . .
C33 C 0.7638(4) 0.7837(3) 0.6443(8) 0.0326(17) Uani 1 1 d . . . . .
C34 C 0.7422(5) 0.7376(3) 0.7091(8) 0.045(2) Uani 1 1 d . . . . .
H34A H 0.7740 0.7091 0.7288 0.054 Uiso 1 1 calc R U . . .
C35 C 0.6688(5) 0.7367(3) 0.7432(8) 0.043(2) Uani 1 1 d . . . . .
H35A H 0.6513 0.7068 0.7888 0.052 Uiso 1 1 calc R U . . .
C36 C 0.6212(4) 0.7790(3) 0.7112(8) 0.0410(19) Uani 1 1 d . . . . .
H36A H 0.5724 0.7759 0.7318 0.049 Uiso 1 1 calc R U . . .
C37 C 0.6436(4) 0.8244(3) 0.6512(8) 0.0397(18) Uani 1 1 d . . . . .
H37A H 0.6115 0.8528 0.6336 0.048 Uiso 1 1 calc R U . . .
C38 C 0.7158(4) 0.8275(2) 0.6167(7) 0.0293(16) 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 C18 1.978(6) . ?
Ir1 C7 2.005(6) . ?
Ir1 N1 2.043(5) . ?
Ir1 N2 2.041(5) . ?
Ir1 N4 2.131(5) . ?
Ir1 N3 2.281(6) . ?
P1 F7 1.555(6) . ?
P1 F8 1.560(5) . ?
P1 F9 1.568(6) . ?
P1 F6 1.580(5) . ?
P1 F10 1.584(6) . ?
P1 F5 1.579(6) . ?
F1 C11 1.349(8) . ?
F2 C9 1.337(8) . ?
F3 C22 1.339(7) . ?
F4 C20 1.359(8) . ?
N1 C1 1.341(8) . ?
N1 C5 1.376(8) . ?
N2 C12 1.330(8) . ?
N2 C16 1.372(8) . ?
N3 C31 1.338(9) . ?
N3 C23 1.372(8) . ?
N4 C32 1.287(8) . ?
N4 C38 1.410(8) . ?
N5 C33 1.345(9) . ?
N5 C32 1.390(8) . ?
N5 H5A 0.8600 . ?
C1 C2 1.354(9) . ?
C1 H1A 0.9300 . ?
C2 C3 1.378(9) . ?
C2 H2A 0.9300 . ?
C3 C4 1.358(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.381(10) . ?
C4 H4A 0.9300 . ?
C5 C6 1.453(10) . ?
C6 C11 1.406(9) . ?
C6 C7 1.421(9) . ?
C7 C8 1.402(9) . ?
C8 C9 1.387(10) . ?
C8 H8A 0.9300 . ?
C9 C10 1.355(11) . ?
C10 C11 1.364(10) . ?
C10 H10A 0.9300 . ?
C12 C13 1.371(9) . ?
C12 H12A 0.9300 . ?
C13 C14 1.375(9) . ?
C13 H13A 0.9300 . ?
C14 C15 1.372(9) . ?
C14 H14A 0.9300 . ?
C15 C16 1.394(9) . ?
C15 H15A 0.9300 . ?
C16 C17 1.473(9) . ?
C17 C22 1.395(9) . ?
C17 C18 1.402(9) . ?
C18 C19 1.400(9) . ?
C19 C20 1.377(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.386(10) . ?
C21 C22 1.381(9) . ?
C21 H21A 0.9300 . ?
C23 C28 1.386(10) . ?
C23 C24 1.373(10) . ?
C24 C25 1.402(10) . ?
C24 H24A 0.9300 . ?
C25 C26 1.412(11) . ?
C25 H25A 0.9300 . ?
C26 C27 1.356(10) . ?
C26 H26A 0.9300 . ?
C27 C28 1.422(11) . ?
C27 H27A 0.9300 . ?
C28 C29 1.412(11) . ?
C29 C30 1.316(11) . ?
C29 H29A 0.9300 . ?
C30 C31 1.411(10) . ?
C30 H30A 0.9300 . ?
C31 C32 1.425(10) . ?
C33 C34 1.376(9) . ?
C33 C38 1.419(9) . ?
C34 C35 1.402(11) . ?
C34 H34A 0.9300 . ?
C35 C36 1.388(10) . ?
C35 H35A 0.9300 . ?
C36 C37 1.347(10) . ?
C36 H36A 0.9300 . ?
C37 C38 1.382(10) . ?
C37 H37A 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
C18 Ir1 C7 85.7(2) . . ?
C18 Ir1 N1 92.8(2) . . ?
C7 Ir1 N1 80.4(2) . . ?
C18 Ir1 N2 80.8(2) . . ?
C7 Ir1 N2 92.7(2) . . ?
N1 Ir1 N2 171.00(19) . . ?
C18 Ir1 N4 94.5(2) . . ?
C7 Ir1 N4 179.1(2) . . ?
N1 Ir1 N4 98.73(19) . . ?
N2 Ir1 N4 88.17(19) . . ?
C18 Ir1 N3 169.4(2) . . ?
C7 Ir1 N3 104.9(2) . . ?
N1 Ir1 N3 89.07(19) . . ?
N2 Ir1 N3 98.4(2) . . ?
N4 Ir1 N3 74.9(2) . . ?
F7 P1 F8 92.6(3) . . ?
F7 P1 F9 90.9(4) . . ?
F8 P1 F9 90.1(4) . . ?
F7 P1 F6 88.6(4) . . ?
F8 P1 F6 178.8(3) . . ?
F9 P1 F6 90.0(3) . . ?
F7 P1 F10 90.9(4) . . ?
F8 P1 F10 91.1(4) . . ?
F9 P1 F10 177.8(5) . . ?
F6 P1 F10 88.7(3) . . ?
F7 P1 F5 178.7(4) . . ?
F8 P1 F5 88.5(3) . . ?
F9 P1 F5 89.7(4) . . ?
F6 P1 F5 90.3(3) . . ?
F10 P1 F5 88.5(4) . . ?
C1 N1 C5 119.0(5) . . ?
C1 N1 Ir1 124.7(4) . . ?
C5 N1 Ir1 116.1(4) . . ?
C12 N2 C16 119.9(5) . . ?
C12 N2 Ir1 124.8(4) . . ?
C16 N2 Ir1 115.0(4) . . ?
C31 N3 C23 119.4(6) . . ?
C31 N3 Ir1 111.3(5) . . ?
C23 N3 Ir1 129.2(5) . . ?
C32 N4 C38 106.3(5) . . ?
C32 N4 Ir1 116.4(4) . . ?
C38 N4 Ir1 137.1(4) . . ?
C33 N5 C32 107.9(6) . . ?
C33 N5 H5A 126.0 . . ?
C32 N5 H5A 126.0 . . ?
N1 C1 C2 122.1(6) . . ?
N1 C1 H1A 119.0 . . ?
C2 C1 H1A 119.0 . . ?
C1 C2 C3 120.1(7) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 H2A 119.9 . . ?
C4 C3 C2 118.2(7) . . ?
C4 C3 H3A 120.9 . . ?
C2 C3 H3A 120.9 . . ?
C3 C4 C5 121.4(7) . . ?
C3 C4 H4A 119.3 . . ?
C5 C4 H4A 119.3 . . ?
N1 C5 C4 119.2(6) . . ?
N1 C5 C6 113.0(5) . . ?
C4 C5 C6 127.8(6) . . ?
C11 C6 C7 117.5(6) . . ?
C11 C6 C5 126.5(6) . . ?
C7 C6 C5 116.0(6) . . ?
C8 C7 C6 118.9(6) . . ?
C8 C7 Ir1 127.0(5) . . ?
C6 C7 Ir1 114.1(5) . . ?
C9 C8 C7 119.7(7) . . ?
C9 C8 H8A 120.1 . . ?
C7 C8 H8A 120.1 . . ?
F2 C9 C10 119.1(7) . . ?
F2 C9 C8 118.7(7) . . ?
C10 C9 C8 122.2(7) . . ?
C11 C10 C9 118.6(7) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
F1 C11 C10 119.2(6) . . ?
F1 C11 C6 118.0(6) . . ?
C10 C11 C6 122.9(7) . . ?
N2 C12 C13 122.4(6) . . ?
N2 C12 H12A 118.8 . . ?
C13 C12 H12A 118.8 . . ?
C12 C13 C14 119.0(6) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C15 C14 C13 119.4(6) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
C14 C15 C16 120.3(7) . . ?
C14 C15 H15A 119.9 . . ?
C16 C15 H15A 119.9 . . ?
N2 C16 C15 119.0(6) . . ?
N2 C16 C17 113.7(5) . . ?
C15 C16 C17 127.2(6) . . ?
C22 C17 C18 120.3(6) . . ?
C22 C17 C16 125.2(6) . . ?
C18 C17 C16 114.4(6) . . ?
C17 C18 C19 117.6(6) . . ?
C17 C18 Ir1 115.7(5) . . ?
C19 C18 Ir1 126.7(5) . . ?
C20 C19 C18 119.7(6) . . ?
C20 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
F4 C20 C19 119.2(6) . . ?
F4 C20 C21 116.7(6) . . ?
C19 C20 C21 124.1(6) . . ?
C22 C21 C20 115.4(6) . . ?
C22 C21 H21A 122.3 . . ?
C20 C21 H21A 122.3 . . ?
F3 C22 C21 116.6(6) . . ?
F3 C22 C17 120.6(6) . . ?
C21 C22 C17 122.8(6) . . ?
N3 C23 C28 120.2(7) . . ?
N3 C23 C24 121.2(7) . . ?
C28 C23 C24 118.6(6) . . ?
C23 C24 C25 122.1(7) . . ?
C23 C24 H24A 118.9 . . ?
C25 C24 H24A 118.9 . . ?
C24 C25 C26 119.6(7) . . ?
C24 C25 H25A 120.2 . . ?
C26 C25 H25A 120.2 . . ?
C27 C26 C25 117.8(7) . . ?
C27 C26 H26A 121.1 . . ?
C25 C26 H26A 121.1 . . ?
C26 C27 C28 122.6(7) . . ?
C26 C27 H27A 118.7 . . ?
C28 C27 H27A 118.7 . . ?
C23 C28 C29 118.5(7) . . ?
C23 C28 C27 119.2(7) . . ?
C29 C28 C27 122.3(7) . . ?
C30 C29 C28 121.2(8) . . ?
C30 C29 H29A 119.4 . . ?
C28 C29 H29A 119.4 . . ?
C29 C30 C31 118.8(8) . . ?
C29 C30 H30A 120.6 . . ?
C31 C30 H30A 120.6 . . ?
N3 C31 C32 116.8(6) . . ?
N3 C31 C30 121.8(7) . . ?
C32 C31 C30 121.3(7) . . ?
N4 C32 N5 112.0(6) . . ?
N4 C32 C31 120.5(6) . . ?
N5 C32 C31 127.5(7) . . ?
N5 C33 C34 131.7(7) . . ?
N5 C33 C38 105.7(6) . . ?
C34 C33 C38 122.5(7) . . ?
C33 C34 C35 115.0(7) . . ?
C33 C34 H34A 122.5 . . ?
C35 C34 H34A 122.5 . . ?
C34 C35 C36 122.3(7) . . ?
C34 C35 H35A 118.9 . . ?
C36 C35 H35A 118.9 . . ?
C37 C36 C35 122.1(8) . . ?
C37 C36 H36A 118.9 . . ?
C35 C36 H36A 118.9 . . ?
C36 C37 C38 117.9(7) . . ?
C36 C37 H37A 121.1 . . ?
C38 C37 H37A 121.1 . . ?
C37 C38 N4 131.9(6) . . ?
C37 C38 C33 120.2(6) . . ?
N4 C38 C33 108.0(6) . . ?

_refine_diff_density_max         1.148
_refine_diff_density_min         -1.695
_refine_diff_density_rms         0.132
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
1 0.277 0.750 0.022 463.5 35.2
2 0.723 0.250 0.027 463.5 35.1
_platon_squeeze_details          
;
;

_shelxl_version_number           2014/6

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1494897'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H25 F4 Ir N5, F6 P, H2 O'
_chemical_formula_sum            'C39 H27 F10 Ir N5 O P'
_chemical_formula_weight         994.82

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
O O 0.0106 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                   8.7354(8)
_cell_length_b                   25.433(2)
_cell_length_c                   17.5961(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.296(3)
_cell_angle_gamma                90
_cell_volume                     3909.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8364
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      24.33

_exptl_crystal_description       needlelike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             1944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    3.543
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_T_max  0.654
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruke Smart Aepex CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30542
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.315
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7676
_reflns_number_gt                5610
_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, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0963P)²+31.3454P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   SHELXTL
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7676
_refine_ls_number_parameters     491
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1817
_refine_ls_wR_factor_gt          0.1696
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.038
_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 0.09714(4) 0.35788(2) 0.84868(2) 0.03358(15) Uani 1 1 d . . . . .
P1 P 0.3904(5) 0.68952(16) 0.7087(3) 0.0794(11) Uani 1 1 d . U . . .
F1 F 0.1703(10) 0.4391(4) 1.1211(4) 0.085(3) Uani 1 1 d . . . . .
F2 F -0.3046(9) 0.4721(3) 1.0115(5) 0.079(2) Uani 1 1 d . . . . .
F3 F -0.0049(11) 0.5289(4) 0.6896(6) 0.098(3) Uani 1 1 d . U . . .
F4 F 0.4788(10) 0.5211(3) 0.8020(6) 0.091(3) Uani 1 1 d . . . . .
F5 F 0.3230(16) 0.6438(4) 0.6625(7) 0.122(3) Uani 1 1 d . U . . .
F6 F 0.3263(14) 0.7274(5) 0.6472(7) 0.125(3) Uani 1 1 d . U . . .
F7 F 0.4558(15) 0.7390(5) 0.7541(7) 0.136(3) Uani 1 1 d . U . . .
F8 F 0.4487(16) 0.6546(5) 0.7723(8) 0.143(4) Uani 1 1 d . U . . .
F9 F 0.5416(15) 0.6884(8) 0.6692(10) 0.203(7) Uani 1 1 d . . . . .
F10 F 0.2358(16) 0.6974(9) 0.7451(9) 0.223(9) Uani 1 1 d . . . . .
O1W O 0.767(5) 0.0307(19) 0.986(3) 0.44(2) Uani 1 1 d . U . . .
N1 N 0.2798(9) 0.3514(3) 0.9225(4) 0.0350(18) Uani 1 1 d . . . . .
N2 N -0.0873(9) 0.3772(3) 0.7808(5) 0.0394(19) Uani 1 1 d . . . . .
N4 N 0.1754(10) 0.3060(4) 0.7588(5) 0.042(2) Uani 1 1 d . . . . .
N5 N 0.1828(16) 0.2281(6) 0.7036(7) 0.093(4) Uani 1 1 d D U . . .
C1 C 0.4074(12) 0.3238(4) 0.9069(6) 0.046(3) Uani 1 1 d . . . . .
H1A H 0.4105 0.3036 0.8630 0.056 Uiso 1 1 calc R U . . .
C2 C 0.5337(13) 0.3247(5) 0.9543(7) 0.056(3) Uani 1 1 d . . . . .
H2A H 0.6195 0.3045 0.9435 0.068 Uiso 1 1 calc R U . . .
C3 C 0.5297(14) 0.3563(5) 1.0181(8) 0.061(3) Uani 1 1 d . . . . .
H3A H 0.6151 0.3589 1.0496 0.073 Uiso 1 1 calc R U . . .
C4 C 0.3998(13) 0.3835(5) 1.0345(7) 0.053(3) Uani 1 1 d . . . . .
H4A H 0.3959 0.4040 1.0783 0.063 Uiso 1 1 calc R U . . .
C5 C 0.2711(12) 0.3810(4) 0.9860(6) 0.039(2) Uani 1 1 d . . . . .
C6 C 0.1241(12) 0.4069(4) 0.9960(6) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.0185(12) 0.4012(4) 0.9362(6) 0.039(2) Uani 1 1 d . . . . .
C8 C -0.1239(13) 0.4238(4) 0.9419(7) 0.049(3) Uani 1 1 d . . . . .
H8A H -0.1944 0.4212 0.9022 0.059 Uiso 1 1 calc R U . . .
C9 C -0.1600(14) 0.4504(4) 1.0078(7) 0.054(3) Uani 1 1 d . . . . .
C10 C -0.0615(15) 0.4552(5) 1.0684(7) 0.059(3) Uani 1 1 d . . . . .
H10A H -0.0898 0.4728 1.1125 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0745(14) 0.4337(5) 1.0614(6) 0.051(3) Uani 1 1 d . . . . .
C12 C -0.2100(12) 0.3457(4) 0.7728(7) 0.045(3) Uani 1 1 d . . . . .
H12A H -0.2077 0.3121 0.7938 0.054 Uiso 1 1 calc R U . . .
C13 C -0.3386(15) 0.3621(5) 0.7343(8) 0.060(3) Uani 1 1 d . . . . .
H13A H -0.4230 0.3401 0.7290 0.072 Uiso 1 1 calc R U . . .
C14 C -0.3399(15) 0.4121(6) 0.7038(8) 0.068(4) Uani 1 1 d . . . . .
H14A H -0.4268 0.4245 0.6788 0.082 Uiso 1 1 calc R U . . .
C15 C -0.2119(16) 0.4436(5) 0.7104(8) 0.070(4) Uani 1 1 d . . . . .
H15A H -0.2104 0.4767 0.6882 0.084 Uiso 1 1 calc R U . . .
C16 C -0.0844(12) 0.4252(4) 0.7509(6) 0.047(3) Uani 1 1 d . . . . .
C17 C 0.0579(13) 0.4534(4) 0.7618(6) 0.048(3) Uani 1 1 d . . . . .
C18 C 0.1680(12) 0.4275(4) 0.8086(6) 0.041(2) Uani 1 1 d . . . . .
C19 C 0.3125(14) 0.4503(4) 0.8215(6) 0.050(3) Uani 1 1 d . . . . .
H19A H 0.3853 0.4332 0.8512 0.060 Uiso 1 1 calc R U . . .
C20 C 0.3446(16) 0.4985(5) 0.7892(8) 0.060(3) Uani 1 1 d . . . . .
C21 C 0.2390(18) 0.5254(6) 0.7456(9) 0.080(4) Uani 1 1 d . . . . .
H21A H 0.2617 0.5582 0.7254 0.096 Uiso 1 1 calc R U . . .
C22 C 0.0982(18) 0.5021(5) 0.7328(8) 0.068(4) Uani 1 1 d . . . . .
C23 C -0.0904(10) 0.1855(3) 1.0380(4) 0.088(3) Uani 1 1 d G U . . .
H23A H -0.0904 0.1496 1.0482 0.106 Uiso 1 1 calc R U . . .
C24 C -0.1506(10) 0.2205(3) 1.0906(3) 0.103(6) Uani 1 1 d G U . . .
H24A H -0.1909 0.2081 1.1360 0.124 Uiso 1 1 calc R U . . .
C25 C -0.1506(9) 0.2742(3) 1.0755(3) 0.069(3) Uani 1 1 d G U . . .
H25A H -0.1909 0.2976 1.1107 0.083 Uiso 1 1 calc R U . . .
C26 C -0.0904(8) 0.2928(2) 1.0076(3) 0.062(2) Uani 1 1 d G U . . .
H26A H -0.0904 0.3287 0.9975 0.074 Uiso 1 1 calc R U . . .
C27 C -0.0302(5) 0.25781(19) 0.9550(3) 0.063(2) Uani 1 1 d G U . . .
C28 C -0.0302(7) 0.20417(19) 0.9702(3) 0.080(2) Uani 1 1 d G U . . .
C29 C 0.0300(10) 0.1692(2) 0.9175(4) 0.097(4) Uani 1 1 d G U . . .
H29A H 0.0300 0.1333 0.9277 0.117 Uiso 1 1 calc R U . . .
C30 C 0.0902(9) 0.1878(3) 0.8497(4) 0.096(5) Uani 1 1 d G U . . .
H30A H 0.1305 0.1644 0.8145 0.115 Uiso 1 1 calc R U . . .
C31 C 0.0902(7) 0.2414(3) 0.8345(3) 0.064(3) Uani 1 1 d G U . . .
N3 N 0.0300(7) 0.2764(2) 0.8872(3) 0.041(2) Uani 1 1 d G . . . .
C32 C 0.1449(14) 0.2555(5) 0.7681(8) 0.056(3) Uani 1 1 d . U . . .
C33 C 0.2484(16) 0.2675(6) 0.6451(9) 0.076(4) Uani 1 1 d . U . . .
C34 C 0.3078(19) 0.2666(7) 0.5746(10) 0.086(5) Uani 1 1 d . U . . .
H34A H 0.3183 0.2351 0.5484 0.103 Uiso 1 1 calc R U . . .
C35 C 0.3506(18) 0.3114(6) 0.5438(10) 0.082(4) Uani 1 1 d . U . . .
H35A H 0.3899 0.3104 0.4948 0.098 Uiso 1 1 calc R U . . .
C36 C 0.3406(19) 0.3615(6) 0.5808(10) 0.083(4) Uani 1 1 d . U . . .
H36A H 0.3732 0.3920 0.5567 0.100 Uiso 1 1 calc R U . . .
C37 C 0.2798(16) 0.3631(5) 0.6546(8) 0.063(3) Uani 1 1 d . . . . .
H37A H 0.2704 0.3945 0.6812 0.076 Uiso 1 1 calc R U . . .
C38 C 0.2334(13) 0.3142(5) 0.6870(6) 0.048(3) Uani 1 1 d . . . . .
C39 C 0.168(2) 0.1759(7) 0.6784(12) 0.119(6) Uani 1 1 d D U . . .
H39A H 0.0824 0.1597 0.7035 0.143 Uiso 1 1 calc R U . . .
H39B H 0.2595 0.1568 0.6900 0.143 Uiso 1 1 calc R U . . .
H39C H 0.1503 0.1756 0.6245 0.143 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 C18 2.006(10) . ?
Ir1 C7 2.018(9) . ?
Ir1 N1 2.058(8) . ?
Ir1 N2 2.060(9) . ?
Ir1 N4 2.174(8) . ?
Ir1 N3 2.258(5) . ?
P1 F9 1.495(13) . ?
P1 F10 1.511(14) . ?
P1 F8 1.514(12) . ?
P1 F5 1.535(11) . ?
P1 F6 1.552(11) . ?
P1 F7 1.595(12) . ?
F1 C11 1.347(14) . ?
F2 C9 1.380(13) . ?
F3 C22 1.359(15) . ?
F4 C20 1.324(15) . ?
N1 C1 1.346(13) . ?
N1 C5 1.350(13) . ?
N2 C16 1.331(14) . ?
N2 C12 1.345(14) . ?
N4 C32 1.322(14) . ?
N4 C38 1.379(13) . ?
N5 C32 1.371(17) . ?
N5 C39 1.407(15) . ?
N5 C33 1.55(2) . ?
C1 C2 1.379(16) . ?
C1 H1A 0.9300 . ?
C2 C3 1.380(17) . ?
C2 H2A 0.9300 . ?
C3 C4 1.362(17) . ?
C3 H3A 0.9300 . ?
C4 C5 1.410(15) . ?
C4 H4A 0.9300 . ?
C5 C6 1.454(14) . ?
C6 C7 1.403(15) . ?
C6 C11 1.408(14) . ?
C7 C8 1.374(15) . ?
C8 C9 1.380(15) . ?
C8 H8A 0.9300 . ?
C9 C10 1.372(18) . ?
C10 C11 1.314(17) . ?
C10 H10A 0.9300 . ?
C12 C13 1.375(17) . ?
C12 H12A 0.9300 . ?
C13 C14 1.380(18) . ?
C13 H13A 0.9300 . ?
C14 C15 1.380(19) . ?
C14 H14A 0.9300 . ?
C15 C16 1.399(17) . ?
C15 H15A 0.9300 . ?
C16 C17 1.447(15) . ?
C17 C22 1.385(16) . ?
C17 C18 1.425(15) . ?
C18 C19 1.406(15) . ?
C19 C20 1.380(16) . ?
C19 H19A 0.9300 . ?
C20 C21 1.38(2) . ?
C21 C22 1.38(2) . ?
C21 H21A 0.9300 . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C23 H23A 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24A 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25A 0.9300 . ?
C26 C27 1.3900 . ?
C26 H26A 0.9300 . ?
C27 C28 1.3900 . ?
C27 N3 1.3900 . ?
C28 C29 1.3900 . ?
C29 C30 1.3900 . ?
C29 H29A 0.9300 . ?
C30 C31 1.3900 . ?
C30 H30A 0.9300 . ?
C31 C32 1.315(14) . ?
C31 N3 1.3900 . ?
C33 C34 1.35(2) . ?
C33 C38 1.405(17) . ?
C34 C35 1.32(2) . ?
C34 H34A 0.9300 . ?
C35 C36 1.43(2) . ?
C35 H35A 0.9300 . ?
C36 C37 1.41(2) . ?
C36 H36A 0.9300 . ?
C37 C38 1.426(17) . ?
C37 H37A 0.9300 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 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
C18 Ir1 C7 83.8(4) . . ?
C18 Ir1 N1 93.0(4) . . ?
C7 Ir1 N1 80.1(4) . . ?
C18 Ir1 N2 80.1(4) . . ?
C7 Ir1 N2 92.5(4) . . ?
N1 Ir1 N2 170.5(3) . . ?
C18 Ir1 N4 100.5(4) . . ?
C7 Ir1 N4 175.7(4) . . ?
N1 Ir1 N4 99.5(3) . . ?
N2 Ir1 N4 88.3(3) . . ?
C18 Ir1 N3 175.5(3) . . ?
C7 Ir1 N3 100.5(3) . . ?
N1 Ir1 N3 86.5(3) . . ?
N2 Ir1 N3 100.9(3) . . ?
N4 Ir1 N3 75.2(3) . . ?
F9 P1 F10 173.0(12) . . ?
F9 P1 F8 92.2(10) . . ?
F10 P1 F8 93.6(10) . . ?
F9 P1 F5 94.4(9) . . ?
F10 P1 F5 89.1(9) . . ?
F8 P1 F5 94.2(7) . . ?
F9 P1 F6 90.3(9) . . ?
F10 P1 F6 83.8(9) . . ?
F8 P1 F6 176.6(8) . . ?
F5 P1 F6 88.0(7) . . ?
F9 P1 F7 86.1(9) . . ?
F10 P1 F7 90.1(9) . . ?
F8 P1 F7 88.6(8) . . ?
F5 P1 F7 177.2(8) . . ?
F6 P1 F7 89.2(7) . . ?
C1 N1 C5 120.6(9) . . ?
C1 N1 Ir1 123.6(7) . . ?
C5 N1 Ir1 115.5(7) . . ?
C16 N2 C12 121.5(10) . . ?
C16 N2 Ir1 115.6(7) . . ?
C12 N2 Ir1 122.6(7) . . ?
C32 N4 C38 109.7(10) . . ?
C32 N4 Ir1 115.8(8) . . ?
C38 N4 Ir1 133.8(8) . . ?
C32 N5 C39 135.8(16) . . ?
C32 N5 C33 108.3(12) . . ?
C39 N5 C33 115.8(13) . . ?
N1 C1 C2 122.0(10) . . ?
N1 C1 H1A 119.0 . . ?
C2 C1 H1A 119.0 . . ?
C1 C2 C3 118.5(11) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 C2 119.5(12) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C3 C4 C5 120.7(11) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
N1 C5 C4 118.6(10) . . ?
N1 C5 C6 114.0(9) . . ?
C4 C5 C6 127.4(10) . . ?
C7 C6 C11 117.3(10) . . ?
C7 C6 C5 116.1(9) . . ?
C11 C6 C5 126.5(10) . . ?
C8 C7 C6 119.7(9) . . ?
C8 C7 Ir1 126.5(8) . . ?
C6 C7 Ir1 113.8(7) . . ?
C7 C8 C9 118.4(11) . . ?
C7 C8 H8A 120.8 . . ?
C9 C8 H8A 120.8 . . ?
C10 C9 C8 123.5(11) . . ?
C10 C9 F2 119.8(10) . . ?
C8 C9 F2 116.7(12) . . ?
C11 C10 C9 117.0(11) . . ?
C11 C10 H10A 121.5 . . ?
C9 C10 H10A 121.5 . . ?
C10 C11 F1 116.3(10) . . ?
C10 C11 C6 124.1(12) . . ?
F1 C11 C6 119.6(11) . . ?
N2 C12 C13 121.3(11) . . ?
N2 C12 H12A 119.4 . . ?
C13 C12 H12A 119.4 . . ?
C12 C13 C14 118.5(12) . . ?
C12 C13 H13A 120.7 . . ?
C14 C13 H13A 120.7 . . ?
C13 C14 C15 119.7(12) . . ?
C13 C14 H14A 120.1 . . ?
C15 C14 H14A 120.1 . . ?
C14 C15 C16 119.5(12) . . ?
C14 C15 H15A 120.2 . . ?
C16 C15 H15A 120.2 . . ?
N2 C16 C15 119.4(11) . . ?
N2 C16 C17 114.9(10) . . ?
C15 C16 C17 125.7(11) . . ?
C22 C17 C18 117.0(11) . . ?
C22 C17 C16 127.9(12) . . ?
C18 C17 C16 115.1(10) . . ?
C19 C18 C17 120.3(10) . . ?
C19 C18 Ir1 125.9(9) . . ?
C17 C18 Ir1 113.7(7) . . ?
C20 C19 C18 119.0(12) . . ?
C20 C19 H19A 120.5 . . ?
C18 C19 H19A 120.5 . . ?
F4 C20 C19 119.8(13) . . ?
F4 C20 C21 118.1(11) . . ?
C19 C20 C21 122.1(12) . . ?
C22 C21 C20 118.1(12) . . ?
C22 C21 H21A 120.9 . . ?
C20 C21 H21A 120.9 . . ?
F3 C22 C21 117.6(12) . . ?
F3 C22 C17 119.0(13) . . ?
C21 C22 C17 123.4(13) . . ?
C24 C23 C28 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C28 C23 H23A 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25A 120.0 . . ?
C24 C25 H25A 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 N3 120.0 . . ?
C28 C27 N3 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 C23 120.0 . . ?
C27 C28 C23 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29A 120.0 . . ?
C28 C29 H29A 120.0 . . ?
C29 C30 C31 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C31 C30 H30A 120.0 . . ?
C32 C31 C30 116.0(7) . . ?
C32 C31 N3 124.0(7) . . ?
C30 C31 N3 120.0 . . ?
C31 N3 C27 120.0 . . ?
C31 N3 Ir1 106.7(3) . . ?
C27 N3 Ir1 132.1(3) . . ?
C31 C32 N4 116.6(10) . . ?
C31 C32 N5 133.5(12) . . ?
N4 C32 N5 109.9(12) . . ?
C34 C33 C38 122.4(16) . . ?
C34 C33 N5 138.3(15) . . ?
C38 C33 N5 99.3(11) . . ?
C35 C34 C33 118.4(17) . . ?
C35 C34 H34A 120.8 . . ?
C33 C34 H34A 120.8 . . ?
C34 C35 C36 124.3(16) . . ?
C34 C35 H35A 117.8 . . ?
C36 C35 H35A 117.8 . . ?
C37 C36 C35 117.9(15) . . ?
C37 C36 H36A 121.0 . . ?
C35 C36 H36A 121.0 . . ?
C36 C37 C38 117.0(12) . . ?
C36 C37 H37A 121.5 . . ?
C38 C37 H37A 121.5 . . ?
N4 C38 C33 112.8(12) . . ?
N4 C38 C37 127.2(11) . . ?
C33 C38 C37 119.9(12) . . ?
N5 C39 H39A 109.5 . . ?
N5 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N5 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_refine_diff_density_max         1.687
_refine_diff_density_min         -1.363
_refine_diff_density_rms         0.181

_shelxl_version_number           2014/6

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1494898'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H39 F10 Ir N5 P'
_chemical_formula_sum            'C46 H39 F10 Ir N5 P'
_chemical_formula_weight         1074.99

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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      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                   8.966(6)
_cell_length_b                   15.704(10)
_cell_length_c                   16.479(11)
_cell_angle_alpha                86.703(12)
_cell_angle_beta                 75.961(11)
_cell_angle_gamma                79.617(10)
_cell_volume                     2214(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1360
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.63

_exptl_crystal_description       needlelike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    3.132
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_T_max  0.754
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruke Smart Aepex CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10708
_diffrn_reflns_av_unetI/netI     0.2108
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.820
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.955
_reflns_number_total             7636
_reflns_number_gt                3836
_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, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7636
_refine_ls_number_parameters     612
_refine_ls_number_restraints     783
_refine_ls_R_factor_all          0.1833
_refine_ls_R_factor_gt           0.0892
_refine_ls_wR_factor_ref         0.1867
_refine_ls_wR_factor_gt          0.1672
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.021
_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 0.85206(7) 0.77596(4) 0.68495(4) 0.0508(2) Uani 1 1 d . . . . .
C1 C 0.5861(12) 0.7193(6) 0.6305(6) 0.070(4) Uani 1 1 d G . . . .
H1A H 0.5629 0.6931 0.6830 0.084 Uiso 1 1 calc R U . . .
C2 C 0.4915(10) 0.7175(7) 0.5753(9) 0.078(5) Uani 1 1 d G . . . .
H2A H 0.4051 0.6899 0.5910 0.093 Uiso 1 1 calc R U . . .
C3 C 0.5261(15) 0.7568(8) 0.4969(8) 0.107(7) Uani 1 1 d G . . . .
H3A H 0.4628 0.7555 0.4600 0.128 Uiso 1 1 calc R U . . .
C4 C 0.6553(17) 0.7979(7) 0.4735(5) 0.111(7) Uani 1 1 d G . . . .
H4A H 0.6784 0.8242 0.4210 0.133 Uiso 1 1 calc R U . . .
C5 C 0.7499(11) 0.7998(6) 0.5287(6) 0.069(4) Uani 1 1 d G . . . .
N1 N 0.7153(11) 0.7605(6) 0.6072(6) 0.056(3) Uani 1 1 d G . . . .
P1 P 0.3937(7) 0.4999(4) 0.7788(4) 0.1103(17) Uani 1 1 d D U . . .
C6 C 0.8917(12) 0.8363(6) 0.5142(7) 0.071(5) Uani 1 1 d G U . . .
C7 C 0.9597(13) 0.8341(6) 0.5818(5) 0.061(4) Uani 1 1 d G U . . .
C8 C 1.0940(14) 0.8695(7) 0.5739(7) 0.076(5) Uani 1 1 d G . . . .
H8A H 1.1394 0.8681 0.6191 0.092 Uiso 1 1 calc R U . . .
C9 C 1.1603(12) 0.9070(7) 0.4984(9) 0.099(6) Uani 1 1 d G U . . .
C10 C 1.0923(16) 0.9092(7) 0.4307(6) 0.103(7) Uani 1 1 d G U . . .
H10A H 1.1366 0.9343 0.3802 0.124 Uiso 1 1 calc R U . . .
C11 C 0.9580(16) 0.8738(7) 0.4387(6) 0.105(7) Uani 1 1 d G . . . .
N4 N 0.7424(12) 0.7085(8) 0.7937(6) 0.063(3) Uani 1 1 d D . . . .
C12 C 1.1208(12) 0.7521(5) 0.7722(7) 0.080(5) Uani 1 1 d G . . . .
H12A H 1.1432 0.6946 0.7556 0.096 Uiso 1 1 calc R U . . .
C13 C 1.2187(11) 0.7838(9) 0.8124(8) 0.116(7) Uani 1 1 d G . . . .
H13A H 1.3066 0.7476 0.8226 0.139 Uiso 1 1 calc R U . . .
C14 C 1.1851(14) 0.8696(10) 0.8372(8) 0.146(10) Uani 1 1 d G . . . .
H14A H 1.2506 0.8908 0.8640 0.175 Uiso 1 1 calc R U . . .
C15 C 1.0537(16) 0.9237(7) 0.8219(9) 0.144(10) Uani 1 1 d G . . . .
H15A H 1.0313 0.9811 0.8386 0.173 Uiso 1 1 calc R U . . .
C16 C 0.9558(12) 0.8920(6) 0.7818(7) 0.089(5) Uani 1 1 d G . . . .
N2 N 0.9894(11) 0.8062(6) 0.7570(5) 0.064(3) Uani 1 1 d G . . . .
N5 N 0.724(3) 0.5944(9) 0.8828(12) 0.185(6) Uani 1 1 d D U . . .
C17 C 0.8118(10) 0.9404(7) 0.7629(6) 0.069(4) Uani 1 1 d G . . . .
C18 C 0.7422(11) 0.8975(5) 0.7146(6) 0.060(4) Uani 1 1 d G . . . .
C19 C 0.6051(11) 0.9379(7) 0.6937(6) 0.072(5) Uani 1 1 d G . . . .
H19A H 0.5585 0.9092 0.6614 0.087 Uiso 1 1 calc R U . . .
C20 C 0.5377(11) 1.0212(7) 0.7210(7) 0.087(6) Uani 1 1 d G . . . .
C21 C 0.6074(15) 1.0642(5) 0.7693(7) 0.096(6) Uani 1 1 d G . . . .
H21A H 0.5623 1.1199 0.7876 0.116 Uiso 1 1 calc R U . . .
C22 C 0.7444(15) 1.0237(7) 0.7903(6) 0.086(5) Uani 1 1 d G . . . .
F1 F 0.8962(16) 0.8813(8) 0.3720(6) 0.151(5) Uani 1 1 d . . . . .
F2 F 1.2887(13) 0.9412(7) 0.4907(8) 0.141(5) Uani 1 1 d . . . . .
F3 F 0.8076(13) 1.0674(7) 0.8368(8) 0.135(4) Uani 1 1 d . . . . .
F4 F 0.4127(14) 1.0610(7) 0.7000(7) 0.131(4) Uani 1 1 d . . . . .
F5 F 0.474(3) 0.5752(14) 0.7383(16) 0.163(6) Uani 0.579(12) 1 d D U P A 1
F6 F 0.540(2) 0.4303(13) 0.7804(14) 0.147(5) Uani 0.579(12) 1 d D U P A 1
F7 F 0.301(2) 0.4291(12) 0.8248(14) 0.143(5) Uani 0.579(12) 1 d D U P A 1
F8 F 0.2284(19) 0.5421(16) 0.7698(16) 0.152(6) Uani 0.579(12) 1 d D U P A 1
F9 F 0.419(3) 0.4550(16) 0.6939(11) 0.145(5) Uani 0.579(12) 1 d D U P A 1
F10 F 0.391(3) 0.5264(17) 0.8693(9) 0.141(5) Uani 0.579(12) 1 d D U P A 1
F5' F 0.363(3) 0.5444(19) 0.6967(12) 0.126(6) Uani 0.421(12) 1 d D U P A 2
F6' F 0.5686(17) 0.497(2) 0.7386(15) 0.121(6) Uani 0.421(12) 1 d D U P A 2
F7' F 0.409(4) 0.461(2) 0.8638(12) 0.142(6) Uani 0.421(12) 1 d D U P A 2
F8' F 0.222(2) 0.537(2) 0.8213(18) 0.135(6) Uani 0.421(12) 1 d D U P A 2
F9' F 0.354(4) 0.4199(14) 0.747(2) 0.146(6) Uani 0.421(12) 1 d D U P A 2
F10' F 0.402(4) 0.5901(12) 0.810(2) 0.140(6) Uani 0.421(12) 1 d D U P A 2
C23 C 1.2015(11) 0.4625(5) 0.5255(5) 0.094(6) Uani 1 1 d G U . . .
H23A H 1.2199 0.4025 0.5228 0.112 Uiso 1 1 calc R U . . .
C24 C 1.2808(10) 0.5110(6) 0.4617(5) 0.089(5) Uani 1 1 d G . . . .
H24A H 1.3522 0.4834 0.4162 0.107 Uiso 1 1 calc R U . . .
C25 C 1.2533(10) 0.6008(6) 0.4658(5) 0.092(6) Uani 1 1 d G . . . .
H25A H 1.3063 0.6333 0.4231 0.110 Uiso 1 1 calc R U . . .
C26 C 1.1465(10) 0.6422(5) 0.5338(5) 0.085(5) Uani 1 1 d G U . . .
H26A H 1.1281 0.7023 0.5365 0.102 Uiso 1 1 calc R U . . .
C27 C 1.0672(7) 0.5937(4) 0.5976(4) 0.079(5) Uani 1 1 d G U . . .
C28 C 1.0947(8) 0.5039(4) 0.5935(5) 0.088(5) Uani 1 1 d G U . . .
C29 C 1.0154(12) 0.4554(4) 0.6573(6) 0.129(8) Uani 1 1 d G U . . .
H29A H 1.0338 0.3953 0.6546 0.155 Uiso 1 1 calc R U . . .
C30 C 0.9086(11) 0.4967(6) 0.7253(5) 0.143(9) Uani 1 1 d G U . . .
H30A H 0.8556 0.4643 0.7680 0.171 Uiso 1 1 calc DR U . . .
C31 C 0.8811(10) 0.5865(6) 0.7294(5) 0.095(6) Uani 1 1 d G U . . .
N3 N 0.9604(9) 0.6350(5) 0.6656(5) 0.073(4) Uani 1 1 d G . . . .
C32 C 0.789(2) 0.6214(10) 0.8010(10) 0.117(6) Uani 1 1 d D U . . .
C33 C 0.6323(13) 0.6656(6) 0.9254(7) 0.111(5) Uani 1 1 d DG U . . .
C34 C 0.5388(14) 0.6784(7) 1.0059(6) 0.095(6) Uani 1 1 d G . . . .
H34A H 0.5316 0.6322 1.0437 0.114 Uiso 1 1 calc R U . . .
C35 C 0.4559(12) 0.7603(8) 1.0298(5) 0.092(6) Uani 1 1 d G U . . .
H35A H 0.3934 0.7689 1.0836 0.111 Uiso 1 1 calc R U . . .
C36 C 0.4666(12) 0.8294(6) 0.9732(7) 0.090(5) Uani 1 1 d G U . . .
H36A H 0.4112 0.8841 0.9892 0.108 Uiso 1 1 calc R U . . .
C37 C 0.5602(12) 0.8165(6) 0.8928(6) 0.083(5) Uani 1 1 d G . . . .
H37A H 0.5673 0.8628 0.8549 0.099 Uiso 1 1 calc R U . . .
C38 C 0.6430(11) 0.7347(7) 0.8689(5) 0.067(4) Uani 1 1 d DG . . . .
C39 C 0.707(5) 0.510(2) 0.924(3) 0.191(6) Uani 0.644(13) 1 d D U P B 1
H39A H 0.6973 0.4672 0.8861 0.229 Uiso 0.644(13) 1 calc R U P B 1
H39B H 0.6187 0.5142 0.9726 0.229 Uiso 0.644(13) 1 calc R U P B 1
C40 C 0.861(5) 0.490(3) 0.949(3) 0.192(6) Uani 0.644(13) 1 d D U P B 1
H40A H 0.8611 0.5270 0.9942 0.231 Uiso 0.644(13) 1 calc R U P B 1
H40B H 0.9460 0.4989 0.9018 0.231 Uiso 0.644(13) 1 calc R U P B 1
C41 C 0.880(5) 0.395(3) 0.977(3) 0.194(6) Uani 0.644(13) 1 d D U P B 1
H41A H 0.8794 0.3982 1.0362 0.233 Uiso 0.644(13) 1 calc R U P B 1
H41B H 0.7816 0.3790 0.9764 0.233 Uiso 0.644(13) 1 calc R U P B 1
C42 C 0.997(6) 0.315(3) 0.949(3) 0.196(6) Uani 0.644(13) 1 d D U P B 1
H42A H 1.0915 0.3297 0.9592 0.235 Uiso 0.644(13) 1 calc R U P B 1
H42B H 1.0119 0.3203 0.8884 0.235 Uiso 0.644(13) 1 calc R U P B 1
C43 C 1.025(6) 0.217(3) 0.961(2) 0.197(6) Uani 0.644(13) 1 d D U P B 1
H43A H 0.9286 0.1943 0.9751 0.236 Uiso 0.644(13) 1 calc R U P B 1
H43B H 1.0850 0.1990 1.0024 0.236 Uiso 0.644(13) 1 calc R U P B 1
C44 C 1.118(6) 0.195(3) 0.874(2) 0.198(6) Uani 0.644(13) 1 d D U P B 1
H44A H 1.0563 0.1900 0.8338 0.237 Uiso 0.644(13) 1 calc R U P B 1
H44B H 1.1995 0.2290 0.8514 0.237 Uiso 0.644(13) 1 calc R U P B 1
C45 C 1.166(6) 0.113(3) 0.918(3) 0.197(6) Uani 0.644(13) 1 d D U P B 1
H45A H 1.0655 0.0950 0.9334 0.236 Uiso 0.644(13) 1 calc R U P B 1
H45B H 1.2209 0.0798 0.8686 0.236 Uiso 0.644(13) 1 calc R U P B 1
C46 C 1.238(5) 0.058(3) 0.979(2) 0.195(7) Uani 0.644(13) 1 d D U P B 1
H46A H 1.2274 -0.0008 0.9739 0.293 Uiso 0.644(13) 1 calc R U P B 1
H46B H 1.3472 0.0620 0.9682 0.293 Uiso 0.644(13) 1 calc R U P B 1
H46C H 1.1875 0.0777 1.0347 0.293 Uiso 0.644(13) 1 calc R U P B 1
C39' C 0.806(8) 0.508(3) 0.905(5) 0.193(6) Uani 0.356(13) 1 d D U P B 2
H39C H 0.7352 0.4739 0.8922 0.232 Uiso 0.356(13) 1 calc R U P B 2
H39D H 0.7729 0.5142 0.9652 0.232 Uiso 0.356(13) 1 calc R U P B 2
C40' C 0.944(6) 0.435(3) 0.903(4) 0.193(6) Uani 0.356(13) 1 d D U P B 2
H40C H 0.9660 0.4327 0.9578 0.232 Uiso 0.356(13) 1 calc R U P B 2
H40D H 1.0328 0.4534 0.8640 0.232 Uiso 0.356(13) 1 calc DR U P B 2
C41' C 0.942(10) 0.343(4) 0.881(5) 0.195(6) Uani 0.356(13) 1 d D U P B 2
H41C H 1.0122 0.3103 0.9125 0.234 Uiso 0.356(13) 1 calc R U P B 2
H41D H 0.8390 0.3349 0.9119 0.234 Uiso 0.356(13) 1 calc R U P B 2
C42' C 0.968(10) 0.283(5) 0.807(4) 0.195(6) Uani 0.356(13) 1 d D U P B 2
H42C H 1.0668 0.2781 0.7660 0.235 Uiso 0.356(13) 1 calc R U P B 2
H42D H 0.8787 0.2777 0.7858 0.235 Uiso 0.356(13) 1 calc R U P B 2
C43' C 0.970(9) 0.251(6) 0.896(4) 0.196(6) Uani 0.356(13) 1 d D U P B 2
H43C H 0.9228 0.1993 0.9026 0.236 Uiso 0.356(13) 1 calc R U P B 2
H43D H 0.8962 0.2940 0.9317 0.236 Uiso 0.356(13) 1 calc R U P B 2
C44' C 1.109(9) 0.229(5) 0.936(6) 0.196(6) Uani 0.356(13) 1 d D U P B 2
H44C H 1.1923 0.2501 0.8959 0.236 Uiso 0.356(13) 1 calc R U P B 2
H44D H 1.0814 0.2676 0.9829 0.236 Uiso 0.356(13) 1 calc R U P B 2
C45' C 1.189(9) 0.146(5) 0.969(5) 0.197(6) Uani 0.356(13) 1 d D U P B 2
H45C H 1.2767 0.1172 0.9277 0.237 Uiso 0.356(13) 1 calc R U P B 2
H45D H 1.2228 0.1556 1.0194 0.237 Uiso 0.356(13) 1 calc R U P B 2
C46' C 1.051(9) 0.101(5) 0.987(5) 0.197(7) Uani 0.356(13) 1 d D U P B 2
H46D H 1.0786 0.0443 1.0100 0.296 Uiso 0.356(13) 1 calc R U P B 2
H46E H 0.9664 0.1336 1.0267 0.296 Uiso 0.356(13) 1 calc R U P B 2
H46F H 1.0196 0.0958 0.9362 0.296 Uiso 0.356(13) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C7 2.000(9) . ?
Ir1 C18 2.012(7) . ?
Ir1 N1 2.028(7) . ?
Ir1 N2 2.033(8) . ?
Ir1 N4 2.145(10) . ?
Ir1 N3 2.258(6) . ?
C1 C2 1.3900 . ?
C1 N1 1.3900 . ?
C1 H1A 0.9300 . ?
C2 C3 1.3900 . ?
C2 H2A 0.9300 . ?
C3 C4 1.3900 . ?
C3 H3A 0.9300 . ?
C4 C5 1.3900 . ?
C4 H4A 0.9300 . ?
C5 N1 1.3900 . ?
C5 C6 1.450(13) . ?
P1 F7' 1.518(12) . ?
P1 F9' 1.519(13) . ?
P1 F5 1.531(12) . ?
P1 F6' 1.541(12) . ?
P1 F8' 1.545(12) . ?
P1 F6 1.551(12) . ?
P1 F5' 1.549(12) . ?
P1 F8 1.549(12) . ?
P1 F7 1.557(12) . ?
P1 F10' 1.556(12) . ?
P1 F9 1.553(11) . ?
P1 F10 1.563(11) . ?
C6 C7 1.3900 . ?
C6 C11 1.3900 . ?
C7 C8 1.3900 . ?
C8 C9 1.3900 . ?
C8 H8A 0.9300 . ?
C9 F2 1.332(14) . ?
C9 C10 1.3900 . ?
C10 C11 1.3900 . ?
C10 H10A 0.9300 . ?
C11 F1 1.336(13) . ?
N4 C32 1.363(13) . ?
N4 C38 1.374(10) . ?
C12 C13 1.3900 . ?
C12 N2 1.3900 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13A 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14A 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15A 0.9300 . ?
C16 N2 1.3900 . ?
C16 C17 1.468(12) . ?
N5 C33 1.377(14) . ?
N5 C32 1.406(15) . ?
N5 C39 1.478(15) . ?
N5 C39' 1.488(16) . ?
C17 C18 1.3900 . ?
C17 C22 1.3900 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C19 H19A 0.9300 . ?
C20 F4 1.295(12) . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
C21 H21A 0.9300 . ?
C22 F3 1.338(12) . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C23 H23A 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24A 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25A 0.9300 . ?
C26 C27 1.3900 . ?
C26 H26A 0.9300 . ?
C27 C28 1.3900 . ?
C27 N3 1.3900 . ?
C28 C29 1.3900 . ?
C29 C30 1.3900 . ?
C29 H29A 0.9300 . ?
C30 C31 1.3900 . ?
C30 H30A 0.9300 . ?
C31 C32 1.347(15) . ?
C31 N3 1.3900 . ?
C33 C34 1.3900 . ?
C33 C38 1.3900 . ?
C34 C35 1.3900 . ?
C34 H34A 0.9300 . ?
C35 C36 1.3900 . ?
C35 H35A 0.9300 . ?
C36 C37 1.3900 . ?
C36 H36A 0.9300 . ?
C37 C38 1.3900 . ?
C37 H37A 0.9300 . ?
C39 C40 1.514(13) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.523(13) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 C42 1.506(13) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 C43 1.516(13) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.499(15) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.491(15) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.481(15) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C39' C40' 1.524(13) . ?
C39' H39C 0.9700 . ?
C39' H39D 0.9700 . ?
C40' C41' 1.522(13) . ?
C40' H40C 0.9700 . ?
C40' H40D 0.9700 . ?
C41' C42' 1.520(13) . ?
C41' H41C 0.9700 . ?
C41' H41D 0.9700 . ?
C42' C43' 1.517(13) . ?
C42' H42C 0.9700 . ?
C42' H42D 0.9700 . ?
C43' C44' 1.53(2) . ?
C43' H43C 0.9700 . ?
C43' H43D 0.9700 . ?
C44' C45' 1.50(2) . ?
C44' H44C 0.9700 . ?
C44' H44D 0.9700 . ?
C45' C46' 1.50(2) . ?
C45' H45C 0.9700 . ?
C45' H45D 0.9700 . ?
C46' H46D 0.9600 . ?
C46' H46E 0.9600 . ?
C46' H46F 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 C18 83.0(4) . . ?
C7 Ir1 N1 80.2(5) . . ?
C18 Ir1 N1 93.5(4) . . ?
C7 Ir1 N2 94.6(4) . . ?
C18 Ir1 N2 81.3(4) . . ?
N1 Ir1 N2 173.1(4) . . ?
C7 Ir1 N4 177.6(4) . . ?
C18 Ir1 N4 99.4(4) . . ?
N1 Ir1 N4 99.7(4) . . ?
N2 Ir1 N4 85.7(4) . . ?
C7 Ir1 N3 103.4(3) . . ?
C18 Ir1 N3 173.6(4) . . ?
N1 Ir1 N3 88.0(3) . . ?
N2 Ir1 N3 97.7(3) . . ?
N4 Ir1 N3 74.3(4) . . ?
C2 C1 N1 120.0 . . ?
C2 C1 H1A 120.0 . . ?
N1 C1 H1A 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
N1 C5 C4 120.0 . . ?
N1 C5 C6 112.2(9) . . ?
C4 C5 C6 127.7(9) . . ?
C5 N1 C1 120.0 . . ?
C5 N1 Ir1 116.1(7) . . ?
C1 N1 Ir1 123.8(7) . . ?
F7' P1 F9' 96(2) . . ?
F7' P1 F6' 98.1(16) . . ?
F9' P1 F6' 104.6(18) . . ?
F7' P1 F8' 86.8(17) . . ?
F9' P1 F8' 94.2(19) . . ?
F6' P1 F8' 159.9(18) . . ?
F5 P1 F6 99.5(14) . . ?
F7' P1 F5' 174.2(17) . . ?
F9' P1 F5' 85.7(18) . . ?
F6' P1 F5' 86.8(15) . . ?
F8' P1 F5' 87.5(15) . . ?
F5 P1 F8 95.7(15) . . ?
F6 P1 F8 160.6(15) . . ?
F5 P1 F7 175.1(15) . . ?
F6 P1 F7 84.4(13) . . ?
F8 P1 F7 81.1(14) . . ?
F7' P1 F10' 88.9(17) . . ?
F9' P1 F10' 169.1(18) . . ?
F6' P1 F10' 84.3(16) . . ?
F8' P1 F10' 76.3(17) . . ?
F5' P1 F10' 88.7(17) . . ?
F5 P1 F9 93.1(14) . . ?
F6 P1 F9 78.9(12) . . ?
F8 P1 F9 88.3(13) . . ?
F7 P1 F9 90.5(12) . . ?
F5 P1 F10 92.9(13) . . ?
F6 P1 F10 89.2(13) . . ?
F8 P1 F10 102.0(13) . . ?
F7 P1 F10 84.2(13) . . ?
F9 P1 F10 167.4(14) . . ?
C7 C6 C11 120.0 . . ?
C7 C6 C5 116.2(9) . . ?
C11 C6 C5 123.8(9) . . ?
C8 C7 C6 120.0 . . ?
C8 C7 Ir1 125.1(7) . . ?
C6 C7 Ir1 114.9(7) . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
F2 C9 C8 120.1(12) . . ?
F2 C9 C10 119.9(12) . . ?
C8 C9 C10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C9 C10 H10A 120.0 . . ?
C11 C10 H10A 120.0 . . ?
F1 C11 C10 116.5(11) . . ?
F1 C11 C6 123.5(11) . . ?
C10 C11 C6 120.0 . . ?
C32 N4 C38 106.4(9) . . ?
C32 N4 Ir1 119.1(9) . . ?
C38 N4 Ir1 133.9(8) . . ?
C13 C12 N2 120.0 . . ?
C13 C12 H12A 120.0 . . ?
N2 C12 H12A 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C16 C15 H15A 120.0 . . ?
N2 C16 C15 120.0 . . ?
N2 C16 C17 113.6(8) . . ?
C15 C16 C17 126.4(8) . . ?
C16 N2 C12 120.0 . . ?
C16 N2 Ir1 114.4(6) . . ?
C12 N2 Ir1 125.0(6) . . ?
C33 N5 C32 108.0(10) . . ?
C33 N5 C39 116(2) . . ?
C32 N5 C39 135(2) . . ?
C33 N5 C39' 137(4) . . ?
C32 N5 C39' 112(3) . . ?
C18 C17 C22 120.0 . . ?
C18 C17 C16 115.8(8) . . ?
C22 C17 C16 124.2(8) . . ?
C17 C18 C19 120.0 . . ?
C17 C18 Ir1 114.2(6) . . ?
C19 C18 Ir1 125.8(6) . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C20 C19 H19A 120.0 . . ?
F4 C20 C21 119.1(10) . . ?
F4 C20 C19 120.9(10) . . ?
C21 C20 C19 120.0 . . ?
C20 C21 C22 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
F3 C22 C21 118.0(10) . . ?
F3 C22 C17 122.0(10) . . ?
C21 C22 C17 120.0 . . ?
C24 C23 C28 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C28 C23 H23A 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25A 120.0 . . ?
C26 C25 H25A 120.0 . . ?
C27 C26 C25 120.0 . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 N3 120.0 . . ?
C28 C27 N3 120.0 . . ?
C29 C28 C27 120.0 . . ?
C29 C28 C23 120.0 . . ?
C27 C28 C23 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29A 120.0 . . ?
C30 C29 H29A 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30A 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C32 C31 C30 116.5(10) . . ?
C32 C31 N3 123.2(10) . . ?
C30 C31 N3 120.0 . . ?
C31 N3 C27 120.0 . . ?
C31 N3 Ir1 108.4(4) . . ?
C27 N3 Ir1 130.7(4) . . ?
C31 C32 N4 112.4(14) . . ?
C31 C32 N5 138.7(14) . . ?
N4 C32 N5 108.9(10) . . ?
N5 C33 C34 134.1(8) . . ?
N5 C33 C38 105.9(8) . . ?
C34 C33 C38 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H34A 120.0 . . ?
C33 C34 H34A 120.0 . . ?
C36 C35 C34 120.0 . . ?
C36 C35 H35A 120.0 . . ?
C34 C35 H35A 120.0 . . ?
C35 C36 C37 120.0 . . ?
C35 C36 H36A 120.0 . . ?
C37 C36 H36A 120.0 . . ?
C36 C37 C38 120.0 . . ?
C36 C37 H37A 120.0 . . ?
C38 C37 H37A 120.0 . . ?
N4 C38 C37 129.3(8) . . ?
N4 C38 C33 110.7(8) . . ?
C37 C38 C33 120.0 . . ?
N5 C39 C40 98(3) . . ?
N5 C39 H39A 112.1 . . ?
C40 C39 H39A 112.1 . . ?
N5 C39 H39B 112.1 . . ?
C40 C39 H39B 112.1 . . ?
H39A C39 H39B 109.7 . . ?
C39 C40 C41 106(3) . . ?
C39 C40 H40A 110.5 . . ?
C41 C40 H40A 110.5 . . ?
C39 C40 H40B 110.5 . . ?
C41 C40 H40B 110.5 . . ?
H40A C40 H40B 108.7 . . ?
C42 C41 C40 135(4) . . ?
C42 C41 H41A 103.5 . . ?
C40 C41 H41A 103.5 . . ?
C42 C41 H41B 103.5 . . ?
C40 C41 H41B 103.5 . . ?
H41A C41 H41B 105.3 . . ?
C41 C42 C43 142(4) . . ?
C41 C42 H42A 101.5 . . ?
C43 C42 H42A 101.5 . . ?
C41 C42 H42B 101.5 . . ?
C43 C42 H42B 101.5 . . ?
H42A C42 H42B 104.6 . . ?
C42 C43 C44 97(3) . . ?
C42 C43 H43A 112.3 . . ?
C44 C43 H43A 112.3 . . ?
C42 C43 H43B 112.3 . . ?
C44 C43 H43B 112.3 . . ?
H43A C43 H43B 109.9 . . ?
C45 C44 C43 80(3) . . ?
C45 C44 H44A 115.2 . . ?
C43 C44 H44A 115.2 . . ?
C45 C44 H44B 115.2 . . ?
C43 C44 H44B 115.2 . . ?
H44A C44 H44B 112.2 . . ?
C46 C45 C44 156(5) . . ?
C46 C45 H45A 97.3 . . ?
C44 C45 H45A 97.3 . . ?
C46 C45 H45B 97.3 . . ?
C44 C45 H45B 97.3 . . ?
H45A C45 H45B 103.6 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
N5 C39' C40' 156(6) . . ?
N5 C39' H39C 97.3 . . ?
C40' C39' H39C 97.3 . . ?
N5 C39' H39D 97.3 . . ?
C40' C39' H39D 97.3 . . ?
H39C C39' H39D 103.6 . . ?
C39' C40' C41' 123(6) . . ?
C39' C40' H40C 106.6 . . ?
C41' C40' H40C 106.6 . . ?
C39' C40' H40D 106.6 . . ?
C41' C40' H40D 106.6 . . ?
H40C C40' H40D 106.6 . . ?
C42' C41' C40' 143(7) . . ?
C42' C41' H41C 101.2 . . ?
C40' C41' H41C 101.2 . . ?
C42' C41' H41D 101.2 . . ?
C40' C41' H41D 101.2 . . ?
H41C C41' H41D 104.5 . . ?
C41' C42' C43' 56(4) . . ?
C41' C42' H42C 118.1 . . ?
C43' C42' H42C 118.1 . . ?
C41' C42' H42D 118.1 . . ?
C43' C42' H42D 118.1 . . ?
H42C C42' H42D 115.3 . . ?
C42' C43' C44' 129(8) . . ?
C42' C43' H43C 105.1 . . ?
C44' C43' H43C 105.1 . . ?
C42' C43' H43D 105.1 . . ?
C44' C43' H43D 105.1 . . ?
H43C C43' H43D 105.9 . . ?
C45' C44' C43' 134(8) . . ?
C45' C44' H44C 103.6 . . ?
C43' C44' H44C 103.6 . . ?
C45' C44' H44D 103.6 . . ?
C43' C44' H44D 103.6 . . ?
H44C C44' H44D 105.3 . . ?
C46' C45' C44' 96(7) . . ?
C46' C45' H45C 112.6 . . ?
C44' C45' H45C 112.6 . . ?
C46' C45' H45D 112.6 . . ?
C44' C45' H45D 112.6 . . ?
H45C C45' H45D 110.1 . . ?
C45' C46' H46D 109.5 . . ?
C45' C46' H46E 109.5 . . ?
H46D C46' H46E 109.5 . . ?
C45' C46' H46F 109.5 . . ?
H46D C46' H46F 109.5 . . ?
H46E C46' H46F 109.5 . . ?

_refine_diff_density_max         1.261
_refine_diff_density_min         -1.599
_refine_diff_density_rms         0.160

_shelxl_version_number           2014/6

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1494899'
_audit_update_record             
;
2016-07-20 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H22 F4 Ir N5'
_chemical_formula_sum            'C38 H22 F4 Ir N5'
_chemical_formula_weight         816.80

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

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

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

_cell_length_a                   14.8815(9)
_cell_length_b                   18.3870(11)
_cell_length_c                   22.3395(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6112.7(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    16957
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.52

_exptl_crystal_description       needlelike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_F_000             3184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    4.431
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.399
_exptl_absorpt_correction_T_max  0.514
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruke Smart Aepex CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51407
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.396
_diffrn_reflns_theta_max         27.565
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7052
_reflns_number_gt                4978
_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, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7052
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0692
_refine_ls_wR_factor_gt          0.0600
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.87848(2) 0.19603(2) 0.62504(2) 0.02674(5) Uani 1 1 d . . . . .
F1 F 1.10280(16) 0.06070(15) 0.76967(13) 0.0721(8) Uani 1 1 d . . . . .
F2 F 0.80193(15) 0.01686(12) 0.81119(10) 0.0585(6) Uani 1 1 d . . . . .
F3 F 0.66541(17) 0.35267(14) 0.76016(12) 0.0778(8) Uani 1 1 d . . . . .
F4 F 0.96963(16) 0.39701(11) 0.79042(10) 0.0611(7) Uani 1 1 d . . . . .
N1 N 1.01557(19) 0.19941(13) 0.62784(12) 0.0306(6) Uani 1 1 d . . . . .
N2 N 0.74133(19) 0.19700(13) 0.62914(11) 0.0290(6) Uani 1 1 d . . . . .
N3 N 0.88238(17) 0.12294(16) 0.54434(13) 0.0316(7) Uani 1 1 d . . . . .
N4 N 0.87528(19) 0.28505(18) 0.45132(14) 0.0433(8) Uani 1 1 d . . . . .
N5 N 0.86953(18) 0.26803(17) 0.55240(13) 0.0340(7) Uani 1 1 d . . . . .
C1 C 1.0660(2) 0.2401(2) 0.59095(18) 0.0424(9) Uani 1 1 d . . . . .
H1A H 1.0375 0.2674 0.5615 0.051 Uiso 1 1 calc R U . . .
C2 C 1.1578(3) 0.2430(2) 0.5949(2) 0.0533(11) Uani 1 1 d . . . . .
H2A H 1.1909 0.2721 0.5689 0.064 Uiso 1 1 calc R U . . .
C3 C 1.2002(3) 0.2019(2) 0.63830(19) 0.0551(12) Uani 1 1 d . . . . .
H3A H 1.2624 0.2027 0.6419 0.066 Uiso 1 1 calc R U . . .
C4 C 1.1494(3) 0.1600(2) 0.67596(18) 0.0504(10) Uani 1 1 d . . . . .
H4B H 1.1776 0.1322 0.7052 0.060 Uiso 1 1 calc R U . . .
C5 C 1.0568(2) 0.15857(18) 0.67105(16) 0.0347(8) Uani 1 1 d . . . . .
C6 C 0.9936(2) 0.11793(18) 0.70867(15) 0.0338(8) Uani 1 1 d . . . . .
C7 C 0.9009(2) 0.12807(17) 0.69446(14) 0.0286(7) Uani 1 1 d . . . . .
C8 C 0.8376(2) 0.09254(18) 0.73023(15) 0.0341(8) Uani 1 1 d . . . . .
H8A H 0.7765 0.0981 0.7225 0.041 Uiso 1 1 calc R U . . .
C9 C 0.8652(3) 0.0501(2) 0.77613(18) 0.0421(9) Uani 1 1 d . . . . .
C10 C 0.9537(3) 0.0381(2) 0.79101(17) 0.0464(10) Uani 1 1 d . . . . .
H10A H 0.9705 0.0084 0.8228 0.056 Uiso 1 1 calc R U . . .
C11 C 1.0148(2) 0.0727(2) 0.75589(17) 0.0437(9) Uani 1 1 d . . . . .
C12 C 0.6870(2) 0.15840(19) 0.59277(17) 0.0404(9) Uani 1 1 d . . . . .
H12A H 0.7129 0.1260 0.5659 0.049 Uiso 1 1 calc R U . . .
C13 C 0.5954(3) 0.1648(2) 0.5937(2) 0.0476(10) Uani 1 1 d . . . . .
H13A H 0.5601 0.1381 0.5674 0.057 Uiso 1 1 calc R U . . .
C14 C 0.5565(3) 0.2114(2) 0.63426(18) 0.0503(11) Uani 1 1 d . . . . .
H14A H 0.4944 0.2163 0.6362 0.060 Uiso 1 1 calc R U . . .
C15 C 0.6113(2) 0.2507(2) 0.67190(18) 0.0407(10) Uani 1 1 d . . . . .
H15A H 0.5858 0.2818 0.7000 0.049 Uiso 1 1 calc R U . . .
C16 C 0.7031(2) 0.24448(17) 0.66852(16) 0.0318(8) Uani 1 1 d . . . . .
C17 C 0.7703(2) 0.28517(18) 0.70328(15) 0.0346(8) Uani 1 1 d . . . . .
C18 C 0.8613(2) 0.27049(18) 0.68905(14) 0.0292(7) Uani 1 1 d . . . . .
C19 C 0.9278(2) 0.30933(17) 0.71973(16) 0.0367(9) Uani 1 1 d . . . . .
H19A H 0.9881 0.3004 0.7117 0.044 Uiso 1 1 calc R U . . .
C20 C 0.9044(3) 0.3602(2) 0.76127(18) 0.0447(10) Uani 1 1 d . . . . .
C21 C 0.8165(3) 0.3759(2) 0.77534(17) 0.0503(11) Uani 1 1 d . . . . .
H21A H 0.8018 0.4112 0.8035 0.060 Uiso 1 1 calc R U . . .
C22 C 0.7524(2) 0.3375(2) 0.74623(17) 0.0444(9) Uani 1 1 d . . . . .
C23 C 0.8834(2) 0.04704(19) 0.54187(17) 0.0348(8) Uani 1 1 d . . . . .
C24 C 0.8834(3) 0.0055(2) 0.59335(18) 0.0469(10) Uani 1 1 d . . . . .
H24A H 0.8848 0.0284 0.6305 0.056 Uiso 1 1 calc R U . . .
C25 C 0.8813(3) -0.0685(2) 0.5906(2) 0.0584(12) Uani 1 1 d . . . . .
H25A H 0.8812 -0.0952 0.6260 0.070 Uiso 1 1 calc R U . . .
C26 C 0.8794(3) -0.1051(2) 0.5360(2) 0.0583(12) Uani 1 1 d . . . . .
H26A H 0.8775 -0.1556 0.5347 0.070 Uiso 1 1 calc R U . . .
C27 C 0.8803(3) -0.0656(2) 0.4848(2) 0.0601(13) Uani 1 1 d . . . . .
H27A H 0.8801 -0.0896 0.4481 0.072 Uiso 1 1 calc R U . . .
C28 C 0.8815(2) 0.0106(2) 0.48567(18) 0.0445(10) Uani 1 1 d . . . . .
C29 C 0.8808(3) 0.0527(2) 0.43284(18) 0.0581(13) Uani 1 1 d . . . . .
H29A H 0.8814 0.0300 0.3956 0.070 Uiso 1 1 calc R U . . .
C30 C 0.8791(3) 0.1262(2) 0.43642(18) 0.0534(12) Uani 1 1 d . . . . .
H30A H 0.8779 0.1542 0.4017 0.064 Uiso 1 1 calc R U . . .
C31 C 0.8793(2) 0.1599(2) 0.49282(16) 0.0346(8) Uani 1 1 d . . . . .
C32 C 0.8744(2) 0.2378(2) 0.49734(16) 0.0357(8) Uani 1 1 d . . . . .
C33 C 0.8714(2) 0.3511(2) 0.47909(19) 0.0436(10) Uani 1 1 d . . . . .
C34 C 0.8706(3) 0.4211(3) 0.4542(2) 0.0600(13) Uani 1 1 d . . . . .
H34A H 0.8706 0.4280 0.4130 0.072 Uiso 1 1 calc R U . . .
C35 C 0.8699(3) 0.4798(2) 0.4934(3) 0.0750(16) Uani 1 1 d . . . . .
H35A H 0.8708 0.5269 0.4781 0.090 Uiso 1 1 calc R U . . .
C36 C 0.8677(3) 0.4694(2) 0.5558(2) 0.0664(14) Uani 1 1 d . . . . .
H36A H 0.8671 0.5097 0.5809 0.080 Uiso 1 1 calc R U . . .
C37 C 0.8666(3) 0.4019(2) 0.5802(2) 0.0537(11) Uani 1 1 d . . . . .
H37A H 0.8649 0.3955 0.6215 0.064 Uiso 1 1 calc R U . . .
C38 C 0.8680(2) 0.34226(19) 0.54145(18) 0.0373(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 C18 1.996(3) . ?
Ir1 C7 2.019(3) . ?
Ir1 N1 2.042(3) . ?
Ir1 N2 2.043(3) . ?
Ir1 N5 2.098(3) . ?
Ir1 N3 2.250(3) . ?
F1 C11 1.363(4) . ?
F2 C9 1.369(4) . ?
F3 C22 1.360(4) . ?
F4 C20 1.351(4) . ?
N1 C1 1.342(4) . ?
N1 C5 1.369(4) . ?
N2 C12 1.348(4) . ?
N2 C16 1.364(4) . ?
N3 C31 1.337(5) . ?
N3 C23 1.397(4) . ?
N4 C32 1.345(4) . ?
N4 C33 1.365(5) . ?
N5 C32 1.351(4) . ?
N5 C38 1.387(5) . ?
C1 C2 1.370(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.382(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.368(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.383(5) . ?
C4 H4B 0.9300 . ?
C5 C6 1.467(5) . ?
C6 C11 1.380(5) . ?
C6 C7 1.427(4) . ?
C7 C8 1.398(5) . ?
C8 C9 1.352(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.376(5) . ?
C10 C11 1.360(5) . ?
C10 H10A 0.9300 . ?
C12 C13 1.367(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.374(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.376(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.374(4) . ?
C15 H15A 0.9300 . ?
C16 C17 1.470(5) . ?
C17 C22 1.385(4) . ?
C17 C18 1.417(4) . ?
C18 C19 1.399(5) . ?
C19 C20 1.362(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.376(5) . ?
C21 C22 1.353(5) . ?
C21 H21A 0.9300 . ?
C23 C24 1.380(5) . ?
C23 C28 1.423(5) . ?
C24 C25 1.363(5) . ?
C24 H24A 0.9300 . ?
C25 C26 1.393(6) . ?
C25 H25A 0.9300 . ?
C26 C27 1.356(6) . ?
C26 H26A 0.9300 . ?
C27 C28 1.401(5) . ?
C27 H27A 0.9300 . ?
C28 C29 1.411(6) . ?
C29 C30 1.353(6) . ?
C29 H29A 0.9300 . ?
C30 C31 1.404(5) . ?
C30 H30A 0.9300 . ?
C31 C32 1.439(5) . ?
C33 C38 1.403(5) . ?
C33 C34 1.402(5) . ?
C34 C35 1.390(7) . ?
C34 H34A 0.9300 . ?
C35 C36 1.409(7) . ?
C35 H35A 0.9300 . ?
C36 C37 1.354(5) . ?
C36 H36A 0.9300 . ?
C37 C38 1.397(5) . ?
C37 H37A 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
C18 Ir1 C7 84.01(13) . . ?
C18 Ir1 N1 94.89(11) . . ?
C7 Ir1 N1 80.21(12) . . ?
C18 Ir1 N2 80.44(12) . . ?
C7 Ir1 N2 97.84(12) . . ?
N1 Ir1 N2 175.13(10) . . ?
C18 Ir1 N5 96.50(13) . . ?
C7 Ir1 N5 174.10(12) . . ?
N1 Ir1 N5 93.89(10) . . ?
N2 Ir1 N5 88.04(10) . . ?
C18 Ir1 N3 170.83(11) . . ?
C7 Ir1 N3 103.97(12) . . ?
N1 Ir1 N3 90.97(9) . . ?
N2 Ir1 N3 93.84(10) . . ?
N5 Ir1 N3 76.04(12) . . ?
C1 N1 C5 119.2(3) . . ?
C1 N1 Ir1 123.8(2) . . ?
C5 N1 Ir1 117.0(2) . . ?
C12 N2 C16 118.4(3) . . ?
C12 N2 Ir1 124.6(2) . . ?
C16 N2 Ir1 116.8(2) . . ?
C31 N3 C23 118.3(3) . . ?
C31 N3 Ir1 112.7(2) . . ?
C23 N3 Ir1 129.0(3) . . ?
C32 N4 C33 103.1(3) . . ?
C32 N5 C38 104.1(3) . . ?
C32 N5 Ir1 116.2(2) . . ?
C38 N5 Ir1 139.3(2) . . ?
N1 C1 C2 122.7(4) . . ?
N1 C1 H1A 118.6 . . ?
C2 C1 H1A 118.6 . . ?
C1 C2 C3 118.6(4) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 H2A 120.7 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4B 119.6 . . ?
C5 C4 H4B 119.6 . . ?
N1 C5 C4 119.5(3) . . ?
N1 C5 C6 113.3(3) . . ?
C4 C5 C6 127.2(3) . . ?
C11 C6 C7 118.0(3) . . ?
C11 C6 C5 126.7(3) . . ?
C7 C6 C5 115.2(3) . . ?
C8 C7 C6 117.6(3) . . ?
C8 C7 Ir1 128.1(3) . . ?
C6 C7 Ir1 114.3(2) . . ?
C9 C8 C7 119.8(3) . . ?
C9 C8 H8A 120.1 . . ?
C7 C8 H8A 120.1 . . ?
C8 C9 F2 118.8(4) . . ?
C8 C9 C10 124.6(4) . . ?
F2 C9 C10 116.6(4) . . ?
C11 C10 C9 115.2(4) . . ?
C11 C10 H10A 122.4 . . ?
C9 C10 H10A 122.4 . . ?
C10 C11 F1 115.9(3) . . ?
C10 C11 C6 124.8(3) . . ?
F1 C11 C6 119.3(3) . . ?
N2 C12 C13 122.9(3) . . ?
N2 C12 H12A 118.6 . . ?
C13 C12 H12A 118.6 . . ?
C12 C13 C14 119.0(4) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C15 C14 C13 118.7(4) . . ?
C15 C14 H14A 120.7 . . ?
C13 C14 H14A 120.7 . . ?
C16 C15 C14 120.8(4) . . ?
C16 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
N2 C16 C15 120.2(3) . . ?
N2 C16 C17 112.6(3) . . ?
C15 C16 C17 127.2(3) . . ?
C22 C17 C18 118.1(3) . . ?
C22 C17 C16 126.1(3) . . ?
C18 C17 C16 115.7(3) . . ?
C19 C18 C17 118.0(3) . . ?
C19 C18 Ir1 127.6(2) . . ?
C17 C18 Ir1 114.4(2) . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19A 119.9 . . ?
C18 C19 H19A 119.9 . . ?
F4 C20 C19 119.3(4) . . ?
F4 C20 C21 117.9(3) . . ?
C19 C20 C21 122.9(4) . . ?
C22 C21 C20 116.8(3) . . ?
C22 C21 H21A 121.6 . . ?
C20 C21 H21A 121.6 . . ?
C21 C22 F3 117.0(3) . . ?
C21 C22 C17 124.1(4) . . ?
F3 C22 C17 119.0(3) . . ?
C24 C23 N3 121.3(3) . . ?
C24 C23 C28 118.3(3) . . ?
N3 C23 C28 120.3(4) . . ?
C25 C24 C23 121.0(4) . . ?
C25 C24 H24A 119.5 . . ?
C23 C24 H24A 119.5 . . ?
C24 C25 C26 121.4(5) . . ?
C24 C25 H25A 119.3 . . ?
C26 C25 H25A 119.3 . . ?
C27 C26 C25 118.8(4) . . ?
C27 C26 H26A 120.6 . . ?
C25 C26 H26A 120.6 . . ?
C26 C27 C28 121.5(4) . . ?
C26 C27 H27A 119.2 . . ?
C28 C27 H27A 119.2 . . ?
C27 C28 C29 122.4(4) . . ?
C27 C28 C23 118.9(4) . . ?
C29 C28 C23 118.7(4) . . ?
C30 C29 C28 119.9(4) . . ?
C30 C29 H29A 120.1 . . ?
C28 C29 H29A 120.1 . . ?
C29 C30 C31 119.6(4) . . ?
C29 C30 H30A 120.2 . . ?
C31 C30 H30A 120.2 . . ?
N3 C31 C30 123.2(3) . . ?
N3 C31 C32 116.6(3) . . ?
C30 C31 C32 120.2(4) . . ?
N4 C32 N5 115.5(3) . . ?
N4 C32 C31 126.1(3) . . ?
N5 C32 C31 118.4(3) . . ?
N4 C33 C38 110.5(3) . . ?
N4 C33 C34 129.6(4) . . ?
C38 C33 C34 120.0(4) . . ?
C35 C34 C33 117.7(4) . . ?
C35 C34 H34A 121.2 . . ?
C33 C34 H34A 121.2 . . ?
C34 C35 C36 121.1(4) . . ?
C34 C35 H35A 119.4 . . ?
C36 C35 H35A 119.4 . . ?
C37 C36 C35 121.5(5) . . ?
C37 C36 H36A 119.2 . . ?
C35 C36 H36A 119.2 . . ?
C36 C37 C38 118.1(4) . . ?
C36 C37 H37A 121.0 . . ?
C38 C37 H37A 121.0 . . ?
N5 C38 C37 131.6(4) . . ?
N5 C38 C33 106.8(3) . . ?
C37 C38 C33 121.6(4) . . ?

_refine_diff_density_max         0.587
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.086

_shelxl_version_number           2014/6

