# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_p21c_sq
_database_code_depnum_ccdc_archive 'CCDC 1570575'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H22 Cl Ir N5, F6 P, C4 H10 O, C3 H6 O'
_chemical_formula_sum            'C39 H38 Cl F6 Ir N5 O2 P'
_chemical_formula_weight         981.36

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.5188(7)
_cell_length_b                   8.5784(3)
_cell_length_c                   30.9458(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.578(4)
_cell_angle_gamma                90
_cell_volume                     4115.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7144
_cell_measurement_theta_min      1.8930
_cell_measurement_theta_max      25.3990

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             1944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    3.415
_shelx_estimated_absorpt_T_min   0.548
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_T_min  0.61879
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_source_current           55.0
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  
;
Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC10 goniometer and HG Saturn 724+ detector
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_reflns_number            41775
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.818
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.028
_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             7263
_reflns_number_gt                5737
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.

 The crystals were extremely thin and weakly diffracting; this was the best of
 numerous attempts.

 The structure was solved by direct methods.

 The structure consists of one Ir(III) complex cation, one hexafluorophosphate
 anion, one diethyl ether and one acetone solvent molecules.

 RIGU restraints were applied in order to achieve a chemically reasonable
 model, due to the thin crystal which diffracted less than perfectly. Two atoms
 (N4 and C2) had to be further restrained with the ISOR command. No geometric 
 restraints were used.

 All hydrogens were added in calculated positions. One H...H distance was 
 restrained with DFIX (H2A H8A).

 After all regions of electron density that could be assigned had been modelled,
 there remained a cavity of disordered electron density which could not be
 satisfactorily modelled. This was removed with the SQUEEZE function in the
 program PLATON (details given at the bottom of the CIF). The electron density
 removed corresponds to approximately three diethyl ether and two acetone
 molecules per unit cell.

;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0138P)²+207.0025P] 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         7263
_refine_ls_number_parameters     500
_refine_ls_number_restraints     505
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0928
_refine_ls_wR_factor_ref         0.2249
_refine_ls_wR_factor_gt          0.2143
_refine_ls_goodness_of_fit_ref   1.263
_refine_ls_restrained_S_all      1.226
_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 0.13345(4) 0.76350(6) 0.09043(2) 0.0242(2) Uani 1 1 d . U . . .
Cl1 Cl -0.0109(3) 0.6720(4) 0.06774(13) 0.0270(9) Uani 1 1 d . U . . .
P1 P 0.2828(3) 0.7942(5) 0.34112(15) 0.0306(10) Uani 1 1 d . U . . .
F1 F 0.1864(6) 0.7402(14) 0.3494(3) 0.044(2) Uani 1 1 d . U . . .
F2 F 0.2773(6) 0.9167(12) 0.3790(3) 0.038(2) Uani 1 1 d . U . . .
F3 F 0.2448(6) 0.9201(12) 0.3068(3) 0.040(2) Uani 1 1 d . U . . .
F4 F 0.3780(6) 0.8480(12) 0.3323(3) 0.038(2) Uani 1 1 d . U . . .
F5 F 0.3200(5) 0.6644(12) 0.3741(3) 0.036(2) Uani 1 1 d . U . . .
F6 F 0.2885(6) 0.6690(12) 0.3017(3) 0.040(2) Uani 1 1 d . U . . .
O1 O 0.2881(11) 0.2838(18) 0.4230(5) 0.066(4) Uani 1 1 d . U . . .
O2 O 0.7057(10) 0.8855(17) 0.3111(6) 0.061(4) Uani 1 1 d . U . . .
N1 N 0.1295(8) 0.7195(14) 0.1555(4) 0.025(2) Uani 1 1 d . U . . .
N2 N 0.1921(8) 0.7271(15) 0.2206(4) 0.031(3) Uani 1 1 d . U . . .
H2A H 0.2296 0.7493 0.2419 0.037 Uiso 1 1 calc DR U . . .
N3 N 0.1908(9) 0.5614(15) 0.0706(5) 0.028(3) Uani 1 1 d . U . . .
N4 N 0.1493(8) 0.8146(14) 0.0296(4) 0.019(2) Uani 1 1 d . U . . .
N5 N 0.0823(8) 0.9835(14) 0.0894(4) 0.022(2) Uani 1 1 d . U . . .
C1 C 0.2655(10) 0.8487(17) 0.1559(5) 0.026(3) Uani 1 1 d . U . . .
C2 C 0.2524(10) 0.8480(16) 0.1118(5) 0.023(3) Uani 1 1 d . U . . .
C3 C 0.3108(10) 0.9098(19) 0.0841(6) 0.031(3) Uani 1 1 d . U . . .
H3A H 0.2994 0.9084 0.0537 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3846(11) 0.972(2) 0.1012(6) 0.033(3) Uani 1 1 d . U . . .
H4A H 0.4268 1.0100 0.0825 0.040 Uiso 1 1 calc R U . . .
C5 C 0.4793(11) 1.055(2) 0.1638(6) 0.036(4) Uani 1 1 d . U . . .
H5A H 0.5207 1.0934 0.1447 0.043 Uiso 1 1 calc R U . . .
C6 C 0.4942(11) 1.068(2) 0.2075(6) 0.038(4) Uani 1 1 d . U . . .
H6A H 0.5449 1.1184 0.2189 0.046 Uiso 1 1 calc R U . . .
C7 C 0.4330(12) 1.006(2) 0.2357(7) 0.043(4) Uani 1 1 d . U . . .
H7A H 0.4422 1.0152 0.2661 0.052 Uiso 1 1 calc R U . . .
C8 C 0.3642(11) 0.938(2) 0.2194(6) 0.039(4) Uani 1 1 d . U . . .
H8A H 0.3250 0.8965 0.2391 0.047 Uiso 1 1 calc DR U . . .
C9 C 0.3430(11) 0.9190(19) 0.1749(6) 0.032(3) Uani 1 1 d . U . . .
C10 C 0.4003(11) 0.9821(19) 0.1461(6) 0.031(3) Uani 1 1 d . U . . .
C11 C 0.1998(10) 0.7693(17) 0.1794(5) 0.024(3) Uani 1 1 d . U . . .
C12 C 0.0796(10) 0.6393(17) 0.1833(5) 0.024(3) Uani 1 1 d . U . . .
C13 C -0.0011(10) 0.5635(17) 0.1760(6) 0.025(3) Uani 1 1 d . U . . .
H13A H -0.0300 0.5629 0.1483 0.030 Uiso 1 1 calc R U . . .
C14 C -0.0353(11) 0.4911(19) 0.2108(6) 0.028(3) Uani 1 1 d . U . . .
H14A H -0.0891 0.4390 0.2075 0.034 Uiso 1 1 calc R U . . .
C15 C 0.0099(11) 0.494(2) 0.2525(6) 0.030(3) Uani 1 1 d . U . . .
H15A H -0.0136 0.4364 0.2754 0.036 Uiso 1 1 calc R U . . .
C16 C 0.0838(11) 0.5731(19) 0.2605(6) 0.030(3) Uani 1 1 d . U . . .
H16A H 0.1108 0.5796 0.2886 0.036 Uiso 1 1 calc R U . . .
C17 C 0.1174(10) 0.6443(17) 0.2251(5) 0.024(3) Uani 1 1 d . U . . .
C18 C 0.2122(10) 0.4400(18) 0.0951(6) 0.030(3) Uani 1 1 d . U . . .
H18A H 0.1996 0.4395 0.1248 0.036 Uiso 1 1 calc R U . . .
C19 C 0.2532(11) 0.3135(19) 0.0772(7) 0.037(4) Uani 1 1 d . U . . .
H19A H 0.2710 0.2284 0.0951 0.044 Uiso 1 1 calc R U . . .
C20 C 0.2682(11) 0.310(2) 0.0344(7) 0.041(4) Uani 1 1 d . U . . .
H20A H 0.2935 0.2204 0.0221 0.050 Uiso 1 1 calc R U . . .
C21 C 0.2462(12) 0.438(2) 0.0085(7) 0.042(4) Uani 1 1 d . U . . .
H21A H 0.2567 0.4370 -0.0215 0.051 Uiso 1 1 calc R U . . .
C22 C 0.2090(11) 0.5649(18) 0.0272(6) 0.029(3) Uani 1 1 d . U . . .
C23 C 0.1857(10) 0.7135(19) 0.0049(5) 0.029(3) Uani 1 1 d . U . . .
C24 C 0.2008(11) 0.751(2) -0.0373(5) 0.033(3) Uani 1 1 d . U . . .
H24A H 0.2264 0.6772 -0.0556 0.040 Uiso 1 1 calc R U . . .
C25 C 0.1783(12) 0.897(2) -0.0528(6) 0.038(4) Uani 1 1 d . U . . .
H25A H 0.1877 0.9241 -0.0820 0.046 Uiso 1 1 calc R U . . .
C26 C 0.1417(10) 1.004(2) -0.0251(5) 0.028(3) Uani 1 1 d . U . . .
H26A H 0.1282 1.1062 -0.0349 0.034 Uiso 1 1 calc R U . . .
C27 C 0.1251(10) 0.9602(17) 0.0163(5) 0.023(3) Uani 1 1 d . U . . .
C28 C 0.0843(10) 1.0494(17) 0.0503(5) 0.022(3) Uani 1 1 d . U . . .
C29 C 0.0488(10) 1.1982(17) 0.0435(6) 0.027(3) Uani 1 1 d . U . . .
H29A H 0.0511 1.2478 0.0162 0.032 Uiso 1 1 calc R U . . .
C30 C 0.0104(11) 1.271(2) 0.0774(6) 0.033(3) Uani 1 1 d . U . . .
H30A H -0.0156 1.3704 0.0732 0.040 Uiso 1 1 calc R U . . .
C31 C 0.0096(10) 1.2023(18) 0.1159(6) 0.028(3) Uani 1 1 d . U . . .
H31A H -0.0156 1.2542 0.1393 0.034 Uiso 1 1 calc R U . . .
C32 C 0.0455(11) 1.0552(19) 0.1221(6) 0.029(3) Uani 1 1 d . U . . .
H32A H 0.0438 1.0057 0.1495 0.035 Uiso 1 1 calc R U . . .
C33 C 0.2049(15) 0.286(3) 0.3582(8) 0.062(5) Uani 1 1 d . U . . .
H33A H 0.2045 0.2030 0.3364 0.093 Uiso 1 1 calc R U . . .
H33B H 0.1993 0.3874 0.3438 0.093 Uiso 1 1 calc R U . . .
H33C H 0.1565 0.2710 0.3771 0.093 Uiso 1 1 calc R U . . .
C34 C 0.2853(15) 0.281(2) 0.3839(8) 0.051(4) Uani 1 1 d . U . . .
C35 C 0.3653(15) 0.274(3) 0.3595(8) 0.064(6) Uani 1 1 d . U . . .
H35C H 0.3815 0.3792 0.3508 0.096 Uiso 1 1 calc R U . . .
H35A H 0.3554 0.2088 0.3337 0.096 Uiso 1 1 calc R U . . .
H35B H 0.4118 0.2285 0.3779 0.096 Uiso 1 1 calc R U . . .
C36 C 0.5856(17) 1.006(3) 0.3451(9) 0.077(7) Uani 1 1 d . U . . .
H36A H 0.5735 0.9105 0.3612 0.116 Uiso 1 1 calc R U . . .
H36B H 0.5319 1.0639 0.3394 0.116 Uiso 1 1 calc R U . . .
H36C H 0.6265 1.0706 0.3621 0.116 Uiso 1 1 calc R U . . .
C37 C 0.6235(15) 0.964(3) 0.3031(9) 0.065(6) Uani 1 1 d . U . . .
H37A H 0.5834 0.8947 0.2864 0.078 Uiso 1 1 calc R U . . .
H37B H 0.6321 1.0596 0.2859 0.078 Uiso 1 1 calc R U . . .
C38 C 0.7363(16) 0.818(3) 0.2748(9) 0.072(6) Uani 1 1 d . U . . .
H38B H 0.7475 0.8986 0.2530 0.086 Uiso 1 1 calc R U . . .
H38A H 0.6927 0.7444 0.2621 0.086 Uiso 1 1 calc R U . . .
C39 C 0.8184(16) 0.731(3) 0.2866(10) 0.081(7) Uani 1 1 d . U . . .
H39B H 0.8661 0.8053 0.2902 0.121 Uiso 1 1 calc R U . . .
H39C H 0.8307 0.6570 0.2635 0.121 Uiso 1 1 calc R U . . .
H39A H 0.8119 0.6741 0.3137 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 N4 1.959(12) . ?
Ir1 N5 2.047(12) . ?
Ir1 N1 2.052(13) . ?
Ir1 N3 2.055(13) . ?
Ir1 C2 2.065(16) . ?
Ir1 Cl1 2.447(4) . ?
P1 F2 1.578(11) . ?
P1 F4 1.584(11) . ?
P1 F1 1.597(10) . ?
P1 F5 1.602(11) . ?
P1 F3 1.608(11) . ?
P1 F6 1.630(11) . ?
O1 C34 1.21(3) . ?
O2 C38 1.37(3) . ?
O2 C37 1.45(3) . ?
N1 C11 1.360(19) . ?
N1 C12 1.37(2) . ?
N2 C11 1.34(2) . ?
N2 C17 1.37(2) . ?
N2 H2A 0.8800 . ?
N3 C18 1.32(2) . ?
N3 C22 1.38(2) . ?
N4 C23 1.30(2) . ?
N4 C27 1.362(19) . ?
N5 C32 1.33(2) . ?
N5 C28 1.34(2) . ?
C1 C2 1.37(2) . ?
C1 C9 1.45(2) . ?
C1 C11 1.45(2) . ?
C2 C3 1.38(2) . ?
C3 C4 1.35(2) . ?
C3 H3A 0.9500 . ?
C4 C10 1.40(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.37(3) . ?
C5 C10 1.46(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.42(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.30(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.41(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.40(2) . ?
C12 C17 1.39(2) . ?
C12 C13 1.42(2) . ?
C13 C14 1.37(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.44(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.35(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.38(2) . ?
C16 H16A 0.9500 . ?
C18 C19 1.39(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.35(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.39(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.37(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.49(2) . ?
C23 C24 1.38(2) . ?
C24 C25 1.38(3) . ?
C24 H24A 0.9500 . ?
C25 C26 1.39(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.37(2) . ?
C26 H26A 0.9500 . ?
C27 C28 1.47(2) . ?
C28 C29 1.40(2) . ?
C29 C30 1.38(2) . ?
C29 H29A 0.9500 . ?
C30 C31 1.33(2) . ?
C30 H30A 0.9500 . ?
C31 C32 1.39(2) . ?
C31 H31A 0.9500 . ?
C32 H32A 0.9500 . ?
C33 C34 1.45(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.48(3) . ?
C35 H35C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 C37 1.49(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.51(3) . ?
C38 H38B 0.9900 . ?
C38 H38A 0.9900 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C39 H39A 0.9800 . ?

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
N4 Ir1 N5 81.0(5) . . ?
N4 Ir1 N1 174.0(5) . . ?
N5 Ir1 N1 99.0(5) . . ?
N4 Ir1 N3 80.0(5) . . ?
N5 Ir1 N3 161.0(5) . . ?
N1 Ir1 N3 99.8(5) . . ?
N4 Ir1 C2 94.6(6) . . ?
N5 Ir1 C2 91.2(5) . . ?
N1 Ir1 C2 79.4(6) . . ?
N3 Ir1 C2 89.9(5) . . ?
N4 Ir1 Cl1 87.1(4) . . ?
N5 Ir1 Cl1 86.7(4) . . ?
N1 Ir1 Cl1 98.9(4) . . ?
N3 Ir1 Cl1 92.7(4) . . ?
C2 Ir1 Cl1 177.1(4) . . ?
F2 P1 F4 90.9(6) . . ?
F2 P1 F1 89.5(6) . . ?
F4 P1 F1 179.3(6) . . ?
F2 P1 F5 91.1(6) . . ?
F4 P1 F5 90.0(5) . . ?
F1 P1 F5 90.6(5) . . ?
F2 P1 F3 90.7(6) . . ?
F4 P1 F3 90.4(6) . . ?
F1 P1 F3 89.1(6) . . ?
F5 P1 F3 178.1(7) . . ?
F2 P1 F6 179.5(6) . . ?
F4 P1 F6 88.8(6) . . ?
F1 P1 F6 90.7(6) . . ?
F5 P1 F6 89.3(6) . . ?
F3 P1 F6 88.8(6) . . ?
C38 O2 C37 113.1(19) . . ?
C11 N1 C12 106.2(13) . . ?
C11 N1 Ir1 114.6(10) . . ?
C12 N1 Ir1 138.8(11) . . ?
C11 N2 C17 110.4(13) . . ?
C11 N2 H2A 124.8 . . ?
C17 N2 H2A 124.8 . . ?
C18 N3 C22 121.1(14) . . ?
C18 N3 Ir1 126.4(12) . . ?
C22 N3 Ir1 112.4(10) . . ?
C23 N4 C27 123.7(14) . . ?
C23 N4 Ir1 119.4(11) . . ?
C27 N4 Ir1 116.7(10) . . ?
C32 N5 C28 121.3(14) . . ?
C32 N5 Ir1 126.3(11) . . ?
C28 N5 Ir1 112.3(10) . . ?
C2 C1 C9 119.3(15) . . ?
C2 C1 C11 114.9(14) . . ?
C9 C1 C11 125.7(15) . . ?
C1 C2 C3 123.0(16) . . ?
C1 C2 Ir1 114.3(11) . . ?
C3 C2 Ir1 122.5(13) . . ?
C4 C3 C2 118.4(17) . . ?
C4 C3 H3A 120.8 . . ?
C2 C3 H3A 120.8 . . ?
C3 C4 C10 121.3(17) . . ?
C3 C4 H4A 119.4 . . ?
C10 C4 H4A 119.4 . . ?
C6 C5 C10 120.6(17) . . ?
C6 C5 H5A 119.7 . . ?
C10 C5 H5A 119.7 . . ?
C5 C6 C7 119.2(17) . . ?
C5 C6 H6A 120.4 . . ?
C7 C6 H6A 120.4 . . ?
C8 C7 C6 119(2) . . ?
C8 C7 H7A 120.3 . . ?
C6 C7 H7A 120.3 . . ?
C7 C8 C9 125.6(17) . . ?
C7 C8 H8A 117.2 . . ?
C9 C8 H8A 117.2 . . ?
C10 C9 C8 116.9(16) . . ?
C10 C9 C1 116.4(16) . . ?
C8 C9 C1 126.7(15) . . ?
C9 C10 C4 121.4(16) . . ?
C9 C10 C5 118.3(17) . . ?
C4 C10 C5 120.2(16) . . ?
N2 C11 N1 109.2(13) . . ?
N2 C11 C1 134.6(15) . . ?
N1 C11 C1 116.2(14) . . ?
N1 C12 C17 109.9(14) . . ?
N1 C12 C13 130.4(15) . . ?
C17 C12 C13 119.6(15) . . ?
C14 C13 C12 116.8(16) . . ?
C14 C13 H13A 121.6 . . ?
C12 C13 H13A 121.6 . . ?
C13 C14 C15 120.5(16) . . ?
C13 C14 H14A 119.8 . . ?
C15 C14 H14A 119.8 . . ?
C16 C15 C14 123.3(18) . . ?
C16 C15 H15A 118.3 . . ?
C14 C15 H15A 118.3 . . ?
C15 C16 C17 115.2(17) . . ?
C15 C16 H16A 122.4 . . ?
C17 C16 H16A 122.4 . . ?
N2 C17 C16 131.4(16) . . ?
N2 C17 C12 104.2(14) . . ?
C16 C17 C12 124.4(15) . . ?
N3 C18 C19 119.7(18) . . ?
N3 C18 H18A 120.2 . . ?
C19 C18 H18A 120.2 . . ?
C20 C19 C18 120.7(18) . . ?
C20 C19 H19A 119.6 . . ?
C18 C19 H19A 119.6 . . ?
C19 C20 C21 119.8(17) . . ?
C19 C20 H20A 120.1 . . ?
C21 C20 H20A 120.1 . . ?
C22 C21 C20 118.6(19) . . ?
C22 C21 H21A 120.7 . . ?
C20 C21 H21A 120.7 . . ?
C21 C22 N3 120.0(17) . . ?
C21 C22 C23 125.7(17) . . ?
N3 C22 C23 114.3(14) . . ?
N4 C23 C24 119.9(16) . . ?
N4 C23 C22 113.7(15) . . ?
C24 C23 C22 126.4(15) . . ?
C23 C24 C25 119.5(17) . . ?
C23 C24 H24A 120.3 . . ?
C25 C24 H24A 120.3 . . ?
C24 C25 C26 119.1(17) . . ?
C24 C25 H25A 120.4 . . ?
C26 C25 H25A 120.4 . . ?
C27 C26 C25 119.7(16) . . ?
C27 C26 H26A 120.2 . . ?
C25 C26 H26A 120.2 . . ?
N4 C27 C26 118.1(15) . . ?
N4 C27 C28 112.6(14) . . ?
C26 C27 C28 129.3(15) . . ?
N5 C28 C29 119.7(15) . . ?
N5 C28 C27 117.2(14) . . ?
C29 C28 C27 123.1(15) . . ?
C30 C29 C28 118.6(16) . . ?
C30 C29 H29A 120.7 . . ?
C28 C29 H29A 120.7 . . ?
C31 C30 C29 120.2(16) . . ?
C31 C30 H30A 119.9 . . ?
C29 C30 H30A 119.9 . . ?
C30 C31 C32 120.4(17) . . ?
C30 C31 H31A 119.8 . . ?
C32 C31 H31A 119.8 . . ?
N5 C32 C31 119.8(16) . . ?
N5 C32 H32A 120.1 . . ?
C31 C32 H32A 120.1 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O1 C34 C33 123(2) . . ?
O1 C34 C35 121(2) . . ?
C33 C34 C35 116(2) . . ?
C34 C35 H35C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
H35C C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35C C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O2 C37 C36 110(2) . . ?
O2 C37 H37A 109.7 . . ?
C36 C37 H37A 109.7 . . ?
O2 C37 H37B 109.7 . . ?
C36 C37 H37B 109.7 . . ?
H37A C37 H37B 108.2 . . ?
O2 C38 C39 109(2) . . ?
O2 C38 H38B 109.8 . . ?
C39 C38 H38B 109.8 . . ?
O2 C38 H38A 109.8 . . ?
C39 C38 H38A 109.8 . . ?
H38B C38 H38A 108.2 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C39 H39A 109.5 . . ?
H39B C39 H39A 109.5 . . ?
H39C C39 H39A 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
C9 C1 C2 C3 1(2) . . . . ?
C11 C1 C2 C3 -176.0(15) . . . . ?
C9 C1 C2 Ir1 -174.1(11) . . . . ?
C11 C1 C2 Ir1 8.9(17) . . . . ?
C1 C2 C3 C4 1(2) . . . . ?
Ir1 C2 C3 C4 175.5(12) . . . . ?
C2 C3 C4 C10 -3(3) . . . . ?
C10 C5 C6 C7 2(3) . . . . ?
C5 C6 C7 C8 0(3) . . . . ?
C6 C7 C8 C9 -1(3) . . . . ?
C7 C8 C9 C10 -1(3) . . . . ?
C7 C8 C9 C1 -177.3(19) . . . . ?
C2 C1 C9 C10 0(2) . . . . ?
C11 C1 C9 C10 176.5(15) . . . . ?
C2 C1 C9 C8 176.1(17) . . . . ?
C11 C1 C9 C8 -7(3) . . . . ?
C8 C9 C10 C4 -179.0(16) . . . . ?
C1 C9 C10 C4 -2(2) . . . . ?
C8 C9 C10 C5 3(2) . . . . ?
C1 C9 C10 C5 179.7(15) . . . . ?
C3 C4 C10 C9 4(3) . . . . ?
C3 C4 C10 C5 -177.9(16) . . . . ?
C6 C5 C10 C9 -4(3) . . . . ?
C6 C5 C10 C4 178.5(17) . . . . ?
C17 N2 C11 N1 1.6(18) . . . . ?
C17 N2 C11 C1 -176.1(16) . . . . ?
C12 N1 C11 N2 -2.4(17) . . . . ?
Ir1 N1 C11 N2 -176.7(10) . . . . ?
C12 N1 C11 C1 175.9(13) . . . . ?
Ir1 N1 C11 C1 1.5(17) . . . . ?
C2 C1 C11 N2 170.7(16) . . . . ?
C9 C1 C11 N2 -6(3) . . . . ?
C2 C1 C11 N1 -7(2) . . . . ?
C9 C1 C11 N1 176.3(15) . . . . ?
C11 N1 C12 C17 2.2(17) . . . . ?
Ir1 N1 C12 C17 174.4(12) . . . . ?
C11 N1 C12 C13 179.5(15) . . . . ?
Ir1 N1 C12 C13 -8(3) . . . . ?
N1 C12 C13 C14 179.6(15) . . . . ?
C17 C12 C13 C14 -3(2) . . . . ?
C12 C13 C14 C15 0(2) . . . . ?
C13 C14 C15 C16 4(3) . . . . ?
C14 C15 C16 C17 -4(3) . . . . ?
C11 N2 C17 C16 177.5(16) . . . . ?
C11 N2 C17 C12 -0.2(17) . . . . ?
C15 C16 C17 N2 -176.6(16) . . . . ?
C15 C16 C17 C12 1(2) . . . . ?
N1 C12 C17 N2 -1.3(17) . . . . ?
C13 C12 C17 N2 -178.8(13) . . . . ?
N1 C12 C17 C16 -179.2(14) . . . . ?
C13 C12 C17 C16 3(2) . . . . ?
C22 N3 C18 C19 0(2) . . . . ?
Ir1 N3 C18 C19 -178.0(11) . . . . ?
N3 C18 C19 C20 -3(3) . . . . ?
C18 C19 C20 C21 3(3) . . . . ?
C19 C20 C21 C22 0(3) . . . . ?
C20 C21 C22 N3 -3(3) . . . . ?
C20 C21 C22 C23 176.7(16) . . . . ?
C18 N3 C22 C21 3(2) . . . . ?
Ir1 N3 C22 C21 -178.9(13) . . . . ?
C18 N3 C22 C23 -176.4(14) . . . . ?
Ir1 N3 C22 C23 1.6(17) . . . . ?
C27 N4 C23 C24 -1(2) . . . . ?
Ir1 N4 C23 C24 -177.0(12) . . . . ?
C27 N4 C23 C22 177.8(13) . . . . ?
Ir1 N4 C23 C22 1.7(18) . . . . ?
C21 C22 C23 N4 178.4(16) . . . . ?
N3 C22 C23 N4 -2(2) . . . . ?
C21 C22 C23 C24 -3(3) . . . . ?
N3 C22 C23 C24 176.4(15) . . . . ?
N4 C23 C24 C25 1(2) . . . . ?
C22 C23 C24 C25 -177.4(16) . . . . ?
C23 C24 C25 C26 1(3) . . . . ?
C24 C25 C26 C27 -3(3) . . . . ?
C23 N4 C27 C26 -1(2) . . . . ?
Ir1 N4 C27 C26 175.0(11) . . . . ?
C23 N4 C27 C28 179.1(14) . . . . ?
Ir1 N4 C27 C28 -4.7(16) . . . . ?
C25 C26 C27 N4 3(2) . . . . ?
C25 C26 C27 C28 -177.4(16) . . . . ?
C32 N5 C28 C29 1(2) . . . . ?
Ir1 N5 C28 C29 177.6(11) . . . . ?
C32 N5 C28 C27 -179.1(14) . . . . ?
Ir1 N5 C28 C27 -2.9(16) . . . . ?
N4 C27 C28 N5 5.0(19) . . . . ?
C26 C27 C28 N5 -174.6(15) . . . . ?
N4 C27 C28 C29 -175.5(13) . . . . ?
C26 C27 C28 C29 5(2) . . . . ?
N5 C28 C29 C30 -2(2) . . . . ?
C27 C28 C29 C30 178.7(14) . . . . ?
C28 C29 C30 C31 2(2) . . . . ?
C29 C30 C31 C32 -2(2) . . . . ?
C28 N5 C32 C31 -1(2) . . . . ?
Ir1 N5 C32 C31 -176.7(11) . . . . ?
C30 C31 C32 N5 1(2) . . . . ?
C38 O2 C37 C36 168(2) . . . . ?
C37 O2 C38 C39 -176.5(19) . . . . ?

_refine_diff_density_max         4.612
_refine_diff_density_min         -3.573
_refine_diff_density_rms         0.257



####################################################################### 
# 
# 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 1570576'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H22 Cl Ir N5, F6 P'
_chemical_formula_sum            'C32 H22 Cl F6 Ir N5 P'
_chemical_formula_weight         849.16

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.8432(12)
_cell_length_b                   16.3316(9)
_cell_length_c                   16.2218(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6051.8(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6622
_cell_measurement_theta_min      2.511
_cell_measurement_theta_max      24.736

_exptl_crystal_description       needlelike
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.864
_exptl_crystal_F_000             3296
_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    4.624
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.439
_exptl_absorpt_correction_T_max  0.574
_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            32375
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.533
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             5335
_reflns_number_gt                3988
_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)+(0.0460P)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         5335
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.76116(2) 0.98040(2) 0.89699(2) 0.03263(9) Uani 1 1 d . . . . .
Cl1 Cl 0.80712(6) 0.86916(8) 0.81739(8) 0.0500(3) Uani 1 1 d . . . . .
P1 P 0.47811(7) 0.66242(11) 0.81594(11) 0.0619(4) Uani 1 1 d . . . . .
F1 F 0.4556(3) 0.5869(4) 0.8629(3) 0.162(3) Uani 1 1 d . . . . .
F2 F 0.4167(2) 0.6978(5) 0.8331(5) 0.189(3) Uani 1 1 d . . . . .
F3 F 0.4511(3) 0.6300(4) 0.7363(3) 0.162(3) Uani 1 1 d . . . . .
F4 F 0.4925(2) 0.7448(3) 0.7720(5) 0.157(3) Uani 1 1 d . . . . .
F5 F 0.5378(3) 0.6350(5) 0.7974(5) 0.221(4) Uani 1 1 d . . . . .
F6 F 0.5019(3) 0.6966(4) 0.8992(3) 0.148(2) Uani 1 1 d . . . . .
N1 N 0.76808(16) 0.9195(2) 1.0080(2) 0.0346(10) Uani 1 1 d . . . . .
N2 N 0.74346(19) 0.8794(3) 1.1333(3) 0.0431(11) Uani 1 1 d . . . . .
H2A H 0.7236 0.8738 1.1780 0.052 Uiso 1 1 calc R U . . .
N3 N 0.83819(19) 1.0453(3) 0.8968(2) 0.0398(10) Uani 1 1 d . . . . .
N4 N 0.75234(18) 1.0401(3) 0.7929(2) 0.0349(10) Uani 1 1 d . . . . .
N5 N 0.68209(17) 0.9341(3) 0.8596(2) 0.0385(10) Uani 1 1 d . . . . .
C1 C 0.6743(2) 0.9745(3) 1.0668(3) 0.0421(13) Uani 1 1 d . . . . .
C2 C 0.6300(3) 0.9552(4) 1.1210(3) 0.0542(15) Uani 1 1 d . . . . .
H2B H 0.6328 0.9073 1.1517 0.065 Uiso 1 1 calc R U . . .
C3 C 0.5811(3) 1.0056(4) 1.1312(4) 0.0663(19) Uani 1 1 d . . . . .
H3A H 0.5504 0.9895 1.1652 0.080 Uiso 1 1 calc R U . . .
C4 C 0.5789(3) 1.0786(4) 1.0906(4) 0.0669(19) Uani 1 1 d . . . . .
H4A H 0.5470 1.1131 1.0986 0.080 Uiso 1 1 calc R U . . .
C5 C 0.6246(3) 1.1815(4) 1.0015(4) 0.0730(19) Uani 1 1 d . . . . .
H5A H 0.5940 1.2174 1.0124 0.088 Uiso 1 1 calc R U . . .
C6 C 0.6684(3) 1.2050(4) 0.9526(4) 0.0726(19) Uani 1 1 d . . . . .
H6A H 0.6705 1.2590 0.9348 0.087 Uiso 1 1 calc R U . . .
C7 C 0.7115(3) 1.1484(3) 0.9277(3) 0.0531(15) Uani 1 1 d . . . . .
H7A H 0.7398 1.1654 0.8903 0.064 Uiso 1 1 calc R U . . .
C8 C 0.7135(2) 1.0695(3) 0.9564(3) 0.0392(12) Uani 1 1 d . . . . .
C9 C 0.6711(2) 1.0482(3) 1.0180(3) 0.0416(12) Uani 1 1 d . . . . .
C10 C 0.6243(2) 1.1028(3) 1.0367(3) 0.0492(14) Uani 1 1 d . . . . .
C11 C 0.7275(2) 0.9251(3) 1.0678(3) 0.0386(13) Uani 1 1 d . . . . .
C12 C 0.8124(2) 0.8673(3) 1.0382(3) 0.0365(12) Uani 1 1 d . . . . .
C13 C 0.8653(2) 0.8423(3) 1.0043(3) 0.0496(14) Uani 1 1 d . . . . .
H13A H 0.8764 0.8578 0.9514 0.060 Uiso 1 1 calc R U . . .
C14 C 0.9005(3) 0.7936(4) 1.0526(4) 0.0560(15) Uani 1 1 d . . . . .
H14A H 0.9364 0.7761 1.0320 0.067 Uiso 1 1 calc R U . . .
C15 C 0.8835(3) 0.7697(4) 1.1319(4) 0.0609(17) Uani 1 1 d . . . . .
H15A H 0.9084 0.7365 1.1625 0.073 Uiso 1 1 calc R U . . .
C16 C 0.8312(3) 0.7936(3) 1.1659(3) 0.0529(15) Uani 1 1 d . . . . .
H16A H 0.8200 0.7775 1.2185 0.063 Uiso 1 1 calc R U . . .
C17 C 0.7962(2) 0.8433(3) 1.1172(3) 0.0426(13) Uani 1 1 d . . . . .
C18 C 0.8810(2) 1.0457(4) 0.9529(3) 0.0512(14) Uani 1 1 d . . . . .
H18A H 0.8763 1.0153 1.0010 0.061 Uiso 1 1 calc R U . . .
C19 C 0.9320(3) 1.0896(4) 0.9421(4) 0.0704(19) Uani 1 1 d . . . . .
H19A H 0.9611 1.0884 0.9822 0.084 Uiso 1 1 calc R U . . .
C20 C 0.9397(3) 1.1351(4) 0.8716(4) 0.0688(19) Uani 1 1 d . . . . .
H20A H 0.9740 1.1648 0.8635 0.083 Uiso 1 1 calc R U . . .
C21 C 0.8964(3) 1.1360(4) 0.8138(4) 0.0589(16) Uani 1 1 d . . . . .
H21A H 0.9011 1.1665 0.7658 0.071 Uiso 1 1 calc R U . . .
C22 C 0.8450(2) 1.0913(3) 0.8264(3) 0.0446(13) Uani 1 1 d . . . . .
C23 C 0.7957(2) 1.0910(3) 0.7698(3) 0.0437(13) Uani 1 1 d . . . . .
C24 C 0.7883(3) 1.1377(3) 0.6996(3) 0.0526(15) Uani 1 1 d . . . . .
H24A H 0.8178 1.1727 0.6817 0.063 Uiso 1 1 calc R U . . .
C25 C 0.7366(3) 1.1316(4) 0.6566(4) 0.0629(19) Uani 1 1 d . . . . .
H25A H 0.7312 1.1631 0.6095 0.075 Uiso 1 1 calc R U . . .
C26 C 0.6923(3) 1.0794(3) 0.6823(3) 0.0527(15) Uani 1 1 d . . . . .
H26A H 0.6575 1.0756 0.6529 0.063 Uiso 1 1 calc R U . . .
C27 C 0.7012(2) 1.0331(3) 0.7527(3) 0.0420(13) Uani 1 1 d . . . . .
C28 C 0.6610(2) 0.9735(3) 0.7917(3) 0.0388(12) Uani 1 1 d . . . . .
C29 C 0.6067(3) 0.9547(4) 0.7609(4) 0.0543(15) Uani 1 1 d . . . . .
H29A H 0.5925 0.9819 0.7146 0.065 Uiso 1 1 calc R U . . .
C30 C 0.5733(3) 0.8955(4) 0.7987(4) 0.0608(17) Uani 1 1 d . . . . .
H30A H 0.5356 0.8842 0.7800 0.073 Uiso 1 1 calc R U . . .
C31 C 0.5964(3) 0.8534(4) 0.8643(4) 0.0590(16) Uani 1 1 d . . . . .
H31A H 0.5756 0.8106 0.8884 0.071 Uiso 1 1 calc R U . . .
C32 C 0.6505(2) 0.8749(3) 0.8940(3) 0.0482(14) Uani 1 1 d . . . . .
H32A H 0.6654 0.8473 0.9396 0.058 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 N4 1.960(4) . ?
Ir1 N5 2.050(4) . ?
Ir1 N3 2.054(4) . ?
Ir1 C8 2.058(5) . ?
Ir1 N1 2.063(4) . ?
Ir1 Cl1 2.4638(13) . ?
P1 F5 1.466(6) . ?
P1 F3 1.527(5) . ?
P1 F2 1.541(6) . ?
P1 F1 1.537(5) . ?
P1 F6 1.559(4) . ?
P1 F4 1.558(5) . ?
N1 C11 1.346(6) . ?
N1 C12 1.411(6) . ?
N2 C11 1.348(7) . ?
N2 C17 1.366(7) . ?
N2 H2A 0.8600 . ?
N3 C18 1.337(7) . ?
N3 C22 1.377(6) . ?
N4 C23 1.346(6) . ?
N4 C27 1.343(7) . ?
N5 C32 1.330(6) . ?
N5 C28 1.363(6) . ?
C1 C2 1.377(7) . ?
C1 C9 1.442(7) . ?
C1 C11 1.458(7) . ?
C2 C3 1.398(9) . ?
C2 H2B 0.9300 . ?
C3 C4 1.363(9) . ?
C3 H3A 0.9300 . ?
C4 C10 1.413(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.333(8) . ?
C5 C10 1.407(8) . ?
C5 H5A 0.9300 . ?
C6 C7 1.409(8) . ?
C6 H6A 0.9300 . ?
C7 C8 1.371(7) . ?
C7 H7A 0.9300 . ?
C8 C9 1.435(7) . ?
C9 C10 1.423(7) . ?
C12 C17 1.390(6) . ?
C12 C13 1.390(7) . ?
C13 C14 1.376(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.399(8) . ?
C14 H14A 0.9300 . ?
C15 C16 1.372(8) . ?
C15 H15A 0.9300 . ?
C16 C17 1.386(7) . ?
C16 H16A 0.9300 . ?
C18 C19 1.379(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.363(8) . ?
C20 H20A 0.9300 . ?
C21 C22 1.398(7) . ?
C21 H21A 0.9300 . ?
C22 C23 1.453(7) . ?
C23 C24 1.380(7) . ?
C24 C25 1.376(8) . ?
C24 H24A 0.9300 . ?
C25 C26 1.387(8) . ?
C25 H25A 0.9300 . ?
C26 C27 1.384(7) . ?
C26 H26A 0.9300 . ?
C27 C28 1.481(7) . ?
C28 C29 1.373(7) . ?
C29 C30 1.376(8) . ?
C29 H29A 0.9300 . ?
C30 C31 1.374(8) . ?
C30 H30A 0.9300 . ?
C31 C32 1.371(8) . ?
C31 H31A 0.9300 . ?
C32 H32A 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
N4 Ir1 N5 80.70(17) . . ?
N4 Ir1 N3 80.22(17) . . ?
N5 Ir1 N3 160.87(16) . . ?
N4 Ir1 C8 89.81(17) . . ?
N5 Ir1 C8 86.15(18) . . ?
N3 Ir1 C8 95.14(18) . . ?
N4 Ir1 N1 178.13(16) . . ?
N5 Ir1 N1 98.52(15) . . ?
N3 Ir1 N1 100.60(15) . . ?
C8 Ir1 N1 88.44(17) . . ?
N4 Ir1 Cl1 87.68(12) . . ?
N5 Ir1 Cl1 87.04(12) . . ?
N3 Ir1 Cl1 90.83(12) . . ?
C8 Ir1 Cl1 173.04(15) . . ?
N1 Ir1 Cl1 93.98(11) . . ?
F5 P1 F3 95.5(4) . . ?
F5 P1 F2 175.7(5) . . ?
F3 P1 F2 85.1(4) . . ?
F5 P1 F1 99.6(5) . . ?
F3 P1 F1 90.3(3) . . ?
F2 P1 F1 84.7(4) . . ?
F5 P1 F6 87.9(4) . . ?
F3 P1 F6 176.6(4) . . ?
F2 P1 F6 91.5(4) . . ?
F1 P1 F6 88.5(3) . . ?
F5 P1 F4 88.5(4) . . ?
F3 P1 F4 89.9(3) . . ?
F2 P1 F4 87.2(4) . . ?
F1 P1 F4 171.8(4) . . ?
F6 P1 F4 90.8(3) . . ?
C11 N1 C12 106.5(4) . . ?
C11 N1 Ir1 123.0(3) . . ?
C12 N1 Ir1 130.5(3) . . ?
C11 N2 C17 109.1(4) . . ?
C11 N2 H2A 125.4 . . ?
C17 N2 H2A 125.4 . . ?
C18 N3 C22 118.7(5) . . ?
C18 N3 Ir1 129.0(4) . . ?
C22 N3 Ir1 112.3(3) . . ?
C23 N4 C27 123.8(5) . . ?
C23 N4 Ir1 118.2(4) . . ?
C27 N4 Ir1 117.8(3) . . ?
C32 N5 C28 119.4(4) . . ?
C32 N5 Ir1 128.5(4) . . ?
C28 N5 Ir1 112.1(3) . . ?
C2 C1 C9 120.2(5) . . ?
C2 C1 C11 118.5(5) . . ?
C9 C1 C11 120.7(5) . . ?
C1 C2 C3 121.9(6) . . ?
C1 C2 H2B 119.1 . . ?
C3 C2 H2B 119.1 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C10 121.1(6) . . ?
C3 C4 H4A 119.4 . . ?
C10 C4 H4A 119.4 . . ?
C6 C5 C10 120.5(6) . . ?
C6 C5 H5A 119.8 . . ?
C10 C5 H5A 119.8 . . ?
C5 C6 C7 120.4(6) . . ?
C5 C6 H6A 119.8 . . ?
C7 C6 H6A 119.8 . . ?
C8 C7 C6 122.8(5) . . ?
C8 C7 H7A 118.6 . . ?
C6 C7 H7A 118.6 . . ?
C7 C8 C9 116.3(5) . . ?
C7 C8 Ir1 121.6(4) . . ?
C9 C8 Ir1 120.8(4) . . ?
C10 C9 C8 120.2(5) . . ?
C10 C9 C1 116.4(5) . . ?
C8 C9 C1 123.4(5) . . ?
C4 C10 C5 120.6(5) . . ?
C4 C10 C9 120.5(5) . . ?
C5 C10 C9 118.9(5) . . ?
N1 C11 N2 110.1(4) . . ?
N1 C11 C1 127.1(5) . . ?
N2 C11 C1 122.7(5) . . ?
C17 C12 C13 120.9(5) . . ?
C17 C12 N1 107.5(4) . . ?
C13 C12 N1 131.5(4) . . ?
C14 C13 C12 116.9(5) . . ?
C14 C13 H13A 121.6 . . ?
C12 C13 H13A 121.6 . . ?
C13 C14 C15 121.5(6) . . ?
C13 C14 H14A 119.2 . . ?
C15 C14 H14A 119.2 . . ?
C16 C15 C14 122.1(6) . . ?
C16 C15 H15A 119.0 . . ?
C14 C15 H15A 119.0 . . ?
C15 C16 C17 116.1(5) . . ?
C15 C16 H16A 121.9 . . ?
C17 C16 H16A 121.9 . . ?
N2 C17 C16 130.8(5) . . ?
N2 C17 C12 106.8(5) . . ?
C16 C17 C12 122.4(5) . . ?
N3 C18 C19 122.3(6) . . ?
N3 C18 H18A 118.9 . . ?
C19 C18 H18A 118.9 . . ?
C20 C19 C18 119.7(6) . . ?
C20 C19 H19A 120.1 . . ?
C18 C19 H19A 120.1 . . ?
C21 C20 C19 119.0(6) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C20 C21 C22 120.3(6) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
N3 C22 C21 120.1(5) . . ?
N3 C22 C23 115.8(5) . . ?
C21 C22 C23 124.1(5) . . ?
N4 C23 C24 118.8(5) . . ?
N4 C23 C22 113.3(5) . . ?
C24 C23 C22 127.9(5) . . ?
C23 C24 C25 118.9(6) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.6 . . ?
C24 C25 C26 121.3(5) . . ?
C24 C25 H25A 119.4 . . ?
C26 C25 H25A 119.4 . . ?
C27 C26 C25 118.4(5) . . ?
C27 C26 H26A 120.8 . . ?
C25 C26 H26A 120.8 . . ?
N4 C27 C26 118.9(5) . . ?
N4 C27 C28 112.8(4) . . ?
C26 C27 C28 128.3(5) . . ?
N5 C28 C29 120.5(5) . . ?
N5 C28 C27 115.9(4) . . ?
C29 C28 C27 123.5(5) . . ?
C28 C29 C30 119.7(5) . . ?
C28 C29 H29A 120.1 . . ?
C30 C29 H29A 120.1 . . ?
C29 C30 C31 119.0(6) . . ?
C29 C30 H30A 120.5 . . ?
C31 C30 H30A 120.5 . . ?
C32 C31 C30 119.4(6) . . ?
C32 C31 H31A 120.3 . . ?
C30 C31 H31A 120.3 . . ?
N5 C32 C31 121.9(5) . . ?
N5 C32 H32A 119.1 . . ?
C31 C32 H32A 119.1 . . ?

_refine_diff_density_max         1.196
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.101

_shelxl_version_number           2014/6

