# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_ib44
_database_code_depnum_ccdc_archive 'CCDC 1027525'
_audit_update_record             
;
2015-03-24 deposited with the CCDC.
2015-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ; 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H20 F4 Ir N6, F6 P'
_chemical_formula_sum            'C36 H20 F10 Ir N6 P'
_chemical_formula_weight         949.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_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                   8.5942(6)
_cell_length_b                   11.7450(8)
_cell_length_c                   18.1823(11)
_cell_angle_alpha                71.872(5)
_cell_angle_beta                 85.630(5)
_cell_angle_gamma                77.149(5)
_cell_volume                     1700.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    44967
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      26.0

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.066
_shelx_estimated_absorpt_T_min   0.581
_shelx_estimated_absorpt_T_max   0.764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.581
_exptl_absorpt_correction_T_max  0.764
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
; 
 ; 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18851
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.362
_diffrn_reflns_theta_max         25.644
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6358
_reflns_number_gt                5863
_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0390P)²+0.1646P] 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         6358
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0716
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 0.44952(2) 0.91314(2) 0.28023(2) 0.02917(6) Uani 1 1 d . . . . .
N1 N 0.3897(3) 0.9185(3) 0.16654(19) 0.0311(7) Uani 1 1 d . . . . .
C2 C 0.4676(4) 0.8194(4) 0.1449(2) 0.0295(8) Uani 1 1 d . . . . .
C3 C 0.4586(4) 0.8129(4) 0.0699(2) 0.0345(9) Uani 1 1 d . . . . .
C4 C 0.3621(5) 0.9107(4) 0.0171(2) 0.0402(10) Uani 1 1 d . . . . .
H4 H 0.3513 0.9087 -0.0341 0.048 Uiso 1 1 calc R U . . .
C5 C 0.2825(5) 1.0099(4) 0.0393(3) 0.0430(10) Uani 1 1 d . . . . .
H5 H 0.2156 1.0765 0.0038 0.052 Uiso 1 1 calc R U . . .
C6 C 0.3002(4) 1.0126(4) 0.1142(2) 0.0369(9) Uani 1 1 d . . . . .
H6 H 0.2476 1.0828 0.1286 0.044 Uiso 1 1 calc R U . . .
N11 N 0.5744(4) 0.7383(3) 0.27252(18) 0.0305(7) Uani 1 1 d . . . . .
C12 C 0.5606(4) 0.7199(4) 0.2031(2) 0.0319(8) Uani 1 1 d . . . . .
C13 C 0.6310(4) 0.6103(4) 0.1883(2) 0.0334(8) Uani 1 1 d . . . . .
C14 C 0.7135(5) 0.5155(4) 0.2482(3) 0.0390(9) Uani 1 1 d . . . . .
H14 H 0.7634 0.4396 0.2401 0.047 Uiso 1 1 calc R U . . .
C15 C 0.7224(5) 0.5325(4) 0.3191(3) 0.0409(9) Uani 1 1 d . . . . .
H15 H 0.7750 0.4677 0.3611 0.049 Uiso 1 1 calc R U . . .
C16 C 0.6531(5) 0.6460(4) 0.3283(2) 0.0361(9) Uani 1 1 d . . . . .
H16 H 0.6626 0.6581 0.3770 0.043 Uiso 1 1 calc R U . . .
C21 C 0.5475(5) 0.7040(4) 0.0519(3) 0.0396(9) Uani 1 1 d . . . . .
C22 C 0.6256(5) 0.6035(4) 0.1103(2) 0.0374(9) Uani 1 1 d . . . . .
N23 N 0.7031(5) 0.4988(4) 0.0960(2) 0.0459(9) Uani 1 1 d . . . . .
C24 C 0.7063(7) 0.4997(5) 0.0233(3) 0.0591(14) Uani 1 1 d . . . . .
H24 H 0.7589 0.4281 0.0104 0.071 Uiso 1 1 calc R U . . .
C25 C 0.6348(8) 0.6021(6) -0.0350(3) 0.0651(15) Uani 1 1 d . . . . .
H25 H 0.6451 0.5989 -0.0867 0.078 Uiso 1 1 calc R U . . .
N26 N 0.5537(6) 0.7034(4) -0.0224(2) 0.0535(10) Uani 1 1 d . . . . .
N31 N 0.2823(4) 0.8240(3) 0.3449(2) 0.0361(7) Uani 1 1 d . . . . .
C32 C 0.2885(5) 0.8013(4) 0.4231(3) 0.0393(9) Uani 1 1 d . . . . .
C33 C 0.1718(6) 0.7499(5) 0.4705(3) 0.0526(12) Uani 1 1 d . . . . .
H33 H 0.1735 0.7369 0.5247 0.063 Uiso 1 1 calc R U . . .
C34 C 0.0531(6) 0.7177(5) 0.4389(3) 0.0582(13) Uani 1 1 d . . . . .
H34 H -0.0273 0.6829 0.4712 0.070 Uiso 1 1 calc R U . . .
C35 C 0.0524(6) 0.7365(5) 0.3599(3) 0.0540(12) Uani 1 1 d . . . . .
H35 H -0.0267 0.7133 0.3372 0.065 Uiso 1 1 calc R U . . .
C36 C 0.1680(5) 0.7892(4) 0.3154(3) 0.0426(10) Uani 1 1 d . . . . .
H36 H 0.1678 0.8018 0.2612 0.051 Uiso 1 1 calc R U . . .
C41 C 0.5229(5) 0.8914(4) 0.3863(3) 0.0381(9) Uani 1 1 d . . . . .
C42 C 0.4269(5) 0.8350(4) 0.4473(3) 0.0409(9) Uani 1 1 d . . . . .
C43 C 0.4717(6) 0.8132(5) 0.5229(3) 0.0485(11) Uani 1 1 d . . . . .
C44 C 0.6055(6) 0.8437(5) 0.5417(3) 0.0520(12) Uani 1 1 d . . . . .
H44 H 0.6344 0.8268 0.5941 0.062 Uiso 1 1 calc R U . . .
C45 C 0.6956(5) 0.9000(5) 0.4812(3) 0.0474(11) Uani 1 1 d . . . . .
C46 C 0.6591(5) 0.9245(4) 0.4047(3) 0.0399(9) Uani 1 1 d . . . . .
H46 H 0.7251 0.9634 0.3648 0.048 Uiso 1 1 calc R U . . .
F43 F 0.3824(4) 0.7583(4) 0.58294(17) 0.0707(9) Uani 1 1 d . . . . .
F45 F 0.8260(3) 0.9339(3) 0.49800(18) 0.0631(8) Uani 1 1 d . . . . .
N51 N 0.6129(4) 1.0157(3) 0.22638(19) 0.0321(7) Uani 1 1 d . . . . .
C52 C 0.5737(5) 1.1362(4) 0.2208(2) 0.0372(9) Uani 1 1 d . . . . .
C53 C 0.6812(5) 1.2116(4) 0.1881(3) 0.0439(10) Uani 1 1 d . . . . .
H53 H 0.6542 1.2960 0.1847 0.053 Uiso 1 1 calc R U . . .
C54 C 0.8278(5) 1.1630(5) 0.1605(3) 0.0497(11) Uani 1 1 d . . . . .
H54 H 0.9017 1.2137 0.1379 0.060 Uiso 1 1 calc R U . . .
C55 C 0.8646(5) 1.0403(5) 0.1662(3) 0.0444(10) Uani 1 1 d . . . . .
H55 H 0.9638 1.0053 0.1472 0.053 Uiso 1 1 calc R U . . .
C56 C 0.7564(5) 0.9697(4) 0.1996(2) 0.0376(9) Uani 1 1 d . . . . .
H56 H 0.7831 0.8848 0.2042 0.045 Uiso 1 1 calc R U . . .
C61 C 0.3267(5) 1.0806(4) 0.2789(2) 0.0349(9) Uani 1 1 d . . . . .
C62 C 0.4114(5) 1.1736(4) 0.2498(2) 0.0363(9) Uani 1 1 d . . . . .
C63 C 0.3388(6) 1.2932(4) 0.2491(3) 0.0432(10) Uani 1 1 d . . . . .
C64 C 0.1836(6) 1.3250(5) 0.2735(3) 0.0492(11) Uani 1 1 d . . . . .
H64 H 0.1352 1.4069 0.2714 0.059 Uiso 1 1 calc R U . . .
C65 C 0.1038(5) 1.2309(5) 0.3008(3) 0.0472(11) Uani 1 1 d . . . . .
C66 C 0.1683(5) 1.1100(4) 0.3051(3) 0.0414(10) Uani 1 1 d . . . . .
H66 H 0.1076 1.0485 0.3252 0.050 Uiso 1 1 calc R U . . .
F63 F 0.4204(4) 1.3846(3) 0.22379(18) 0.0563(7) Uani 1 1 d . . . . .
F65 F -0.0490(3) 1.2574(3) 0.32733(19) 0.0636(8) Uani 1 1 d . . . . .
P1 P 0.05716(13) 0.69077(11) 0.12278(7) 0.0415(3) Uani 1 1 d . . . . .
F1 F 0.2387(4) 0.6229(3) 0.1351(3) 0.0856(12) Uani 1 1 d . . . . .
F2 F 0.0966(3) 0.8083(3) 0.13762(18) 0.0554(7) Uani 1 1 d . . . . .
F3 F -0.1260(3) 0.7603(3) 0.11002(19) 0.0597(8) Uani 1 1 d . . . . .
F4 F 0.0186(4) 0.6380(4) 0.21283(18) 0.0701(9) Uani 1 1 d . . . . .
F5 F 0.0159(4) 0.5735(3) 0.1095(2) 0.0755(10) Uani 1 1 d . . . . .
F6 F 0.0917(4) 0.7465(3) 0.03328(19) 0.0739(10) 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 C41 1.997(4) . ?
Ir1 C61 2.008(4) . ?
Ir1 N31 2.047(3) . ?
Ir1 N51 2.047(3) . ?
Ir1 N11 2.136(3) . ?
Ir1 N1 2.146(3) . ?
N1 C6 1.341(5) . ?
N1 C2 1.363(5) . ?
C2 C3 1.398(5) . ?
C2 C12 1.438(5) . ?
C3 C4 1.393(6) . ?
C3 C21 1.454(6) . ?
C4 C5 1.374(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(6) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
N11 C16 1.325(5) . ?
N11 C12 1.363(5) . ?
C12 C13 1.392(6) . ?
C13 C14 1.393(6) . ?
C13 C22 1.451(6) . ?
C14 C15 1.375(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 N26 1.351(6) . ?
C21 C22 1.396(7) . ?
C22 N23 1.354(6) . ?
N23 C24 1.316(6) . ?
C24 C25 1.388(8) . ?
C24 H24 0.9500 . ?
C25 N26 1.314(7) . ?
C25 H25 0.9500 . ?
N31 C36 1.348(5) . ?
N31 C32 1.365(5) . ?
C32 C33 1.388(6) . ?
C32 C42 1.470(6) . ?
C33 C34 1.382(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.365(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C46 1.406(6) . ?
C41 C42 1.413(6) . ?
C42 C43 1.387(6) . ?
C43 F43 1.361(6) . ?
C43 C44 1.374(7) . ?
C44 C45 1.376(7) . ?
C44 H44 0.9500 . ?
C45 F45 1.354(5) . ?
C45 C46 1.376(6) . ?
C46 H46 0.9500 . ?
N51 C56 1.351(5) . ?
N51 C52 1.354(6) . ?
C52 C53 1.394(6) . ?
C52 C62 1.475(6) . ?
C53 C54 1.388(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.378(7) . ?
C54 H54 0.9500 . ?
C55 C56 1.366(6) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.392(6) . ?
C61 C66 1.413(6) . ?
C62 C63 1.402(6) . ?
C63 F63 1.354(5) . ?
C63 C64 1.380(7) . ?
C64 C65 1.372(7) . ?
C64 H64 0.9500 . ?
C65 F65 1.367(5) . ?
C65 C66 1.385(7) . ?
C66 H66 0.9500 . ?
P1 F1 1.584(3) . ?
P1 F6 1.586(3) . ?
P1 F5 1.586(3) . ?
P1 F2 1.596(3) . ?
P1 F4 1.597(3) . ?
P1 F3 1.601(3) . ?

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
C41 Ir1 C61 87.90(16) . . ?
C41 Ir1 N31 80.32(16) . . ?
C61 Ir1 N31 94.45(16) . . ?
C41 Ir1 N51 93.67(15) . . ?
C61 Ir1 N51 80.06(15) . . ?
N31 Ir1 N51 172.06(12) . . ?
C41 Ir1 N11 96.57(15) . . ?
C61 Ir1 N11 175.52(13) . . ?
N31 Ir1 N11 86.65(13) . . ?
N51 Ir1 N11 99.27(13) . . ?
C41 Ir1 N1 173.70(14) . . ?
C61 Ir1 N1 98.29(14) . . ?
N31 Ir1 N1 100.26(13) . . ?
N51 Ir1 N1 86.29(12) . . ?
N11 Ir1 N1 77.24(12) . . ?
C6 N1 C2 118.8(3) . . ?
C6 N1 Ir1 126.8(3) . . ?
C2 N1 Ir1 114.0(2) . . ?
N1 C2 C3 122.3(4) . . ?
N1 C2 C12 116.9(3) . . ?
C3 C2 C12 120.7(4) . . ?
C4 C3 C2 117.8(4) . . ?
C4 C3 C21 123.8(4) . . ?
C2 C3 C21 118.4(4) . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 119.8(4) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
N1 C6 C5 121.6(4) . . ?
N1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C16 N11 C12 118.0(4) . . ?
C16 N11 Ir1 127.3(3) . . ?
C12 N11 Ir1 114.5(3) . . ?
N11 C12 C13 122.4(4) . . ?
N11 C12 C2 116.8(3) . . ?
C13 C12 C2 120.7(4) . . ?
C12 C13 C14 118.0(4) . . ?
C12 C13 C22 118.7(4) . . ?
C14 C13 C22 123.2(4) . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 118.8(4) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
N11 C16 C15 123.2(4) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
N26 C21 C22 121.2(4) . . ?
N26 C21 C3 118.5(4) . . ?
C22 C21 C3 120.4(4) . . ?
N23 C22 C21 121.8(4) . . ?
N23 C22 C13 117.8(4) . . ?
C21 C22 C13 120.4(4) . . ?
C24 N23 C22 116.0(5) . . ?
N23 C24 C25 121.8(5) . . ?
N23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
N26 C25 C24 123.5(5) . . ?
N26 C25 H25 118.2 . . ?
C24 C25 H25 118.2 . . ?
C25 N26 C21 115.6(5) . . ?
C36 N31 C32 119.2(4) . . ?
C36 N31 Ir1 124.6(3) . . ?
C32 N31 Ir1 116.3(3) . . ?
N31 C32 C33 119.8(4) . . ?
N31 C32 C42 113.0(4) . . ?
C33 C32 C42 127.1(4) . . ?
C34 C33 C32 120.0(5) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 119.4(4) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C36 C35 C34 118.5(5) . . ?
C36 C35 H35 120.8 . . ?
C34 C35 H35 120.8 . . ?
N31 C36 C35 123.0(4) . . ?
N31 C36 H36 118.5 . . ?
C35 C36 H36 118.5 . . ?
C46 C41 C42 118.7(4) . . ?
C46 C41 Ir1 126.4(3) . . ?
C42 C41 Ir1 114.9(3) . . ?
C43 C42 C41 118.7(4) . . ?
C43 C42 C32 126.1(4) . . ?
C41 C42 C32 115.2(4) . . ?
F43 C43 C44 116.7(4) . . ?
F43 C43 C42 120.1(4) . . ?
C44 C43 C42 123.2(5) . . ?
C43 C44 C45 116.8(4) . . ?
C43 C44 H44 121.6 . . ?
C45 C44 H44 121.6 . . ?
F45 C45 C44 118.1(4) . . ?
F45 C45 C46 118.5(4) . . ?
C44 C45 C46 123.4(4) . . ?
C45 C46 C41 119.2(4) . . ?
C45 C46 H46 120.4 . . ?
C41 C46 H46 120.4 . . ?
C56 N51 C52 119.4(3) . . ?
C56 N51 Ir1 124.3(3) . . ?
C52 N51 Ir1 116.3(2) . . ?
N51 C52 C53 120.0(4) . . ?
N51 C52 C62 113.0(4) . . ?
C53 C52 C62 126.9(4) . . ?
C54 C53 C52 119.9(4) . . ?
C54 C53 H53 120.1 . . ?
C52 C53 H53 120.1 . . ?
C55 C54 C53 119.0(4) . . ?
C55 C54 H54 120.5 . . ?
C53 C54 H54 120.5 . . ?
C56 C55 C54 119.0(4) . . ?
C56 C55 H55 120.5 . . ?
C54 C55 H55 120.5 . . ?
N51 C56 C55 122.6(4) . . ?
N51 C56 H56 118.7 . . ?
C55 C56 H56 118.7 . . ?
C62 C61 C66 119.0(4) . . ?
C62 C61 Ir1 114.6(3) . . ?
C66 C61 Ir1 126.4(3) . . ?
C61 C62 C63 119.2(4) . . ?
C61 C62 C52 115.7(4) . . ?
C63 C62 C52 125.1(4) . . ?
F63 C63 C64 116.5(4) . . ?
F63 C63 C62 120.5(4) . . ?
C64 C63 C62 123.0(4) . . ?
C65 C64 C63 115.9(4) . . ?
C65 C64 H64 122.1 . . ?
C63 C64 H64 122.1 . . ?
F65 C65 C64 118.0(4) . . ?
F65 C65 C66 117.4(4) . . ?
C64 C65 C66 124.6(4) . . ?
C65 C66 C61 118.2(4) . . ?
C65 C66 H66 120.9 . . ?
C61 C66 H66 120.9 . . ?
F1 P1 F6 89.7(2) . . ?
F1 P1 F5 89.9(2) . . ?
F6 P1 F5 91.61(19) . . ?
F1 P1 F2 90.57(19) . . ?
F6 P1 F2 89.41(17) . . ?
F5 P1 F2 178.88(18) . . ?
F1 P1 F4 91.7(2) . . ?
F6 P1 F4 178.4(2) . . ?
F5 P1 F4 89.2(2) . . ?
F2 P1 F4 89.73(18) . . ?
F1 P1 F3 179.6(2) . . ?
F6 P1 F3 90.02(19) . . ?
F5 P1 F3 90.45(18) . . ?
F2 P1 F3 89.09(16) . . ?
F4 P1 F3 88.61(18) . . ?

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
C6 N1 C2 C3 0.7(5) . . . . ?
Ir1 N1 C2 C3 -172.4(3) . . . . ?
C6 N1 C2 C12 -179.2(3) . . . . ?
Ir1 N1 C2 C12 7.7(4) . . . . ?
N1 C2 C3 C4 -2.0(5) . . . . ?
C12 C2 C3 C4 177.9(3) . . . . ?
N1 C2 C3 C21 179.2(3) . . . . ?
C12 C2 C3 C21 -0.9(5) . . . . ?
C2 C3 C4 C5 1.3(6) . . . . ?
C21 C3 C4 C5 -180.0(4) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C2 N1 C6 C5 1.4(6) . . . . ?
Ir1 N1 C6 C5 173.5(3) . . . . ?
C4 C5 C6 N1 -2.1(6) . . . . ?
C16 N11 C12 C13 -2.6(5) . . . . ?
Ir1 N11 C12 C13 -178.5(3) . . . . ?
C16 N11 C12 C2 176.8(3) . . . . ?
Ir1 N11 C12 C2 0.9(4) . . . . ?
N1 C2 C12 N11 -5.8(5) . . . . ?
C3 C2 C12 N11 174.3(3) . . . . ?
N1 C2 C12 C13 173.6(3) . . . . ?
C3 C2 C12 C13 -6.3(5) . . . . ?
N11 C12 C13 C14 2.3(6) . . . . ?
C2 C12 C13 C14 -177.1(3) . . . . ?
N11 C12 C13 C22 -173.1(3) . . . . ?
C2 C12 C13 C22 7.5(5) . . . . ?
C12 C13 C14 C15 0.2(6) . . . . ?
C22 C13 C14 C15 175.4(4) . . . . ?
C13 C14 C15 C16 -2.3(6) . . . . ?
C12 N11 C16 C15 0.4(6) . . . . ?
Ir1 N11 C16 C15 175.7(3) . . . . ?
C14 C15 C16 N11 2.0(6) . . . . ?
C4 C3 C21 N26 8.7(6) . . . . ?
C2 C3 C21 N26 -172.6(4) . . . . ?
C4 C3 C21 C22 -172.0(4) . . . . ?
C2 C3 C21 C22 6.8(6) . . . . ?
N26 C21 C22 N23 -3.8(6) . . . . ?
C3 C21 C22 N23 176.9(4) . . . . ?
N26 C21 C22 C13 173.8(4) . . . . ?
C3 C21 C22 C13 -5.5(6) . . . . ?
C12 C13 C22 N23 176.0(3) . . . . ?
C14 C13 C22 N23 0.9(6) . . . . ?
C12 C13 C22 C21 -1.6(6) . . . . ?
C14 C13 C22 C21 -176.7(4) . . . . ?
C21 C22 N23 C24 2.9(6) . . . . ?
C13 C22 N23 C24 -174.7(4) . . . . ?
C22 N23 C24 C25 0.2(7) . . . . ?
N23 C24 C25 N26 -2.9(9) . . . . ?
C24 C25 N26 C21 2.0(9) . . . . ?
C22 C21 N26 C25 1.2(7) . . . . ?
C3 C21 N26 C25 -179.5(4) . . . . ?
C36 N31 C32 C33 -4.0(6) . . . . ?
Ir1 N31 C32 C33 175.0(4) . . . . ?
C36 N31 C32 C42 175.2(4) . . . . ?
Ir1 N31 C32 C42 -5.8(5) . . . . ?
N31 C32 C33 C34 2.4(7) . . . . ?
C42 C32 C33 C34 -176.7(5) . . . . ?
C32 C33 C34 C35 0.3(8) . . . . ?
C33 C34 C35 C36 -1.4(8) . . . . ?
C32 N31 C36 C35 2.9(7) . . . . ?
Ir1 N31 C36 C35 -175.9(4) . . . . ?
C34 C35 C36 N31 -0.2(8) . . . . ?
C46 C41 C42 C43 -0.8(6) . . . . ?
Ir1 C41 C42 C43 178.2(3) . . . . ?
C46 C41 C42 C32 -179.0(4) . . . . ?
Ir1 C41 C42 C32 0.0(5) . . . . ?
N31 C32 C42 C43 -174.2(4) . . . . ?
C33 C32 C42 C43 4.9(8) . . . . ?
N31 C32 C42 C41 3.8(5) . . . . ?
C33 C32 C42 C41 -177.1(4) . . . . ?
C41 C42 C43 F43 -179.5(4) . . . . ?
C32 C42 C43 F43 -1.6(7) . . . . ?
C41 C42 C43 C44 0.0(7) . . . . ?
C32 C42 C43 C44 178.0(5) . . . . ?
F43 C43 C44 C45 -179.6(4) . . . . ?
C42 C43 C44 C45 0.9(7) . . . . ?
C43 C44 C45 F45 178.4(4) . . . . ?
C43 C44 C45 C46 -0.9(7) . . . . ?
F45 C45 C46 C41 -179.2(4) . . . . ?
C44 C45 C46 C41 0.2(7) . . . . ?
C42 C41 C46 C45 0.7(6) . . . . ?
Ir1 C41 C46 C45 -178.2(3) . . . . ?
C56 N51 C52 C53 -0.4(6) . . . . ?
Ir1 N51 C52 C53 177.1(3) . . . . ?
C56 N51 C52 C62 177.8(3) . . . . ?
Ir1 N51 C52 C62 -4.7(4) . . . . ?
N51 C52 C53 C54 0.7(6) . . . . ?
C62 C52 C53 C54 -177.2(4) . . . . ?
C52 C53 C54 C55 -0.2(7) . . . . ?
C53 C54 C55 C56 -0.6(7) . . . . ?
C52 N51 C56 C55 -0.5(6) . . . . ?
Ir1 N51 C56 C55 -177.8(3) . . . . ?
C54 C55 C56 N51 1.0(7) . . . . ?
C66 C61 C62 C63 1.7(6) . . . . ?
Ir1 C61 C62 C63 -177.5(3) . . . . ?
C66 C61 C62 C52 -177.7(4) . . . . ?
Ir1 C61 C62 C52 3.1(5) . . . . ?
N51 C52 C62 C61 1.1(5) . . . . ?
C53 C52 C62 C61 179.1(4) . . . . ?
N51 C52 C62 C63 -178.3(4) . . . . ?
C53 C52 C62 C63 -0.3(7) . . . . ?
C61 C62 C63 F63 177.5(4) . . . . ?
C52 C62 C63 F63 -3.1(6) . . . . ?
C61 C62 C63 C64 -2.5(7) . . . . ?
C52 C62 C63 C64 176.8(4) . . . . ?
F63 C63 C64 C65 -178.4(4) . . . . ?
C62 C63 C64 C65 1.6(7) . . . . ?
C63 C64 C65 F65 178.5(4) . . . . ?
C63 C64 C65 C66 0.0(7) . . . . ?
F65 C65 C66 C61 -179.2(4) . . . . ?
C64 C65 C66 C61 -0.8(7) . . . . ?
C62 C61 C66 C65 -0.1(6) . . . . ?
Ir1 C61 C66 C65 179.0(3) . . . . ?

_refine_diff_density_max         0.950
_refine_diff_density_min         -1.338
_refine_diff_density_rms         0.097

_shelxl_version_number           2013-3


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ib49
_database_code_depnum_ccdc_archive 'CCDC 1044762'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
; 
 ; 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H20 F4 Ir N6 , F6 P, 2(H2 O)'
_chemical_formula_sum            'C36 H24 F10 Ir N6 O2 P'
_chemical_formula_weight         985.78

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'
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'
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                   9.4779(7)
_cell_length_b                   12.0740(10)
_cell_length_c                   15.5883(11)
_cell_angle_alpha                92.099(6)
_cell_angle_beta                 92.269(6)
_cell_angle_gamma                97.083(7)
_cell_volume                     1767.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    21712
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      26.07

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.920
_shelx_estimated_absorpt_T_min   0.630
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.602
_exptl_absorpt_correction_T_max  0.771
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'

_exptl_special_details           
; 
 ; 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17064
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.324
_diffrn_reflns_theta_max         25.632
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6597
_reflns_number_gt                5422
_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  SHELXL97

_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)+(0.0277P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6597
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0700
_refine_ls_wR_factor_gt          0.0664
_refine_ls_goodness_of_fit_ref   0.947
_refine_ls_restrained_S_all      0.947
_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 0.55935(2) 0.70931(2) 0.77270(2) 0.03052(7) Uani 1 1 d . . . . .
N1 N 0.3649(5) 0.7388(4) 0.7070(3) 0.0370(11) Uani 1 1 d . . . . .
C2 C 0.3820(5) 0.7732(4) 0.6263(3) 0.0345(12) Uani 1 1 d . . . . .
C3 C 0.2652(6) 0.7782(5) 0.5698(4) 0.0441(14) Uani 1 1 d . . . . .
N4 N 0.1323(5) 0.7461(5) 0.5925(4) 0.0573(15) Uani 1 1 d . . . . .
C5 C 0.1188(6) 0.7128(6) 0.6716(5) 0.0621(19) Uani 1 1 d . . . . .
H5 H 0.0258 0.6890 0.6897 0.074 Uiso 1 1 calc R U . . .
C6 C 0.2345(6) 0.7106(5) 0.7309(4) 0.0458(14) Uani 1 1 d . . . . .
H6 H 0.2182 0.6889 0.7880 0.055 Uiso 1 1 calc R U . . .
N11 N 0.6319(4) 0.7867(4) 0.6579(3) 0.0328(10) Uani 1 1 d . . . . .
C12 C 0.5249(5) 0.8040(4) 0.6008(3) 0.0336(12) Uani 1 1 d . . . . .
C13 C 0.5506(6) 0.8490(4) 0.5211(3) 0.0363(12) Uani 1 1 d . . . . .
C14 C 0.6924(6) 0.8809(5) 0.5018(4) 0.0422(13) Uani 1 1 d . . . . .
H14 H 0.7145 0.9129 0.4484 0.051 Uiso 1 1 calc R U . . .
C15 C 0.7990(6) 0.8658(5) 0.5603(4) 0.0462(15) Uani 1 1 d . . . . .
H15 H 0.8956 0.8877 0.5481 0.055 Uiso 1 1 calc R U . . .
C16 C 0.7650(6) 0.8180(5) 0.6379(4) 0.0409(13) Uani 1 1 d . . . . .
H16 H 0.8399 0.8075 0.6779 0.049 Uiso 1 1 calc R U . . .
C21 C 0.2907(6) 0.8196(5) 0.4843(4) 0.0466(15) Uani 1 1 d . . . . .
C22 C 0.4285(6) 0.8567(5) 0.4614(4) 0.0418(14) Uani 1 1 d . . . . .
C23 C 0.4440(7) 0.8964(5) 0.3786(4) 0.0504(15) Uani 1 1 d . . . . .
H23 H 0.5357 0.9241 0.3603 0.060 Uiso 1 1 calc R U . . .
C24 C 0.3282(9) 0.8954(6) 0.3248(4) 0.067(2) Uani 1 1 d . . . . .
H24 H 0.3380 0.9209 0.2681 0.081 Uiso 1 1 calc R U . . .
C25 C 0.1964(9) 0.8569(7) 0.3532(5) 0.077(2) Uani 1 1 d . . . . .
H25 H 0.1162 0.8577 0.3148 0.092 Uiso 1 1 calc R U . . .
N26 N 0.1741(6) 0.8188(5) 0.4307(4) 0.0671(16) Uani 1 1 d . . . . .
N31 N 0.6159(5) 0.8549(4) 0.8418(3) 0.0350(10) Uani 1 1 d . . . . .
C32 C 0.7401(6) 0.8624(5) 0.8921(4) 0.0417(14) Uani 1 1 d . . . . .
C33 C 0.7784(7) 0.9553(6) 0.9468(4) 0.0548(17) Uani 1 1 d . . . . .
H33 H 0.8632 0.9602 0.9822 0.066 Uiso 1 1 calc R U . . .
C34 C 0.6938(7) 1.0411(6) 0.9504(5) 0.0625(19) Uani 1 1 d . . . . .
H34 H 0.7199 1.1047 0.9879 0.075 Uiso 1 1 calc R U . . .
C35 C 0.5721(7) 1.0328(5) 0.8990(4) 0.0504(15) Uani 1 1 d . . . . .
H35 H 0.5136 1.0912 0.8999 0.060 Uiso 1 1 calc R U . . .
C36 C 0.5355(6) 0.9400(5) 0.8463(4) 0.0426(13) Uani 1 1 d . . . . .
H36 H 0.4502 0.9349 0.8115 0.051 Uiso 1 1 calc R U . . .
C41 C 0.7495(6) 0.6818(5) 0.8227(3) 0.0392(13) Uani 1 1 d . . . . .
C42 C 0.8152(6) 0.7644(5) 0.8805(3) 0.0404(13) Uani 1 1 d . . . . .
C43 C 0.9442(6) 0.7489(6) 0.9216(4) 0.0487(15) Uani 1 1 d . . . . .
C44 C 1.0115(6) 0.6561(6) 0.9061(4) 0.0507(16) Uani 1 1 d . . . . .
H44 H 1.0984 0.6462 0.9356 0.061 Uiso 1 1 calc R U . . .
C45 C 0.9478(6) 0.5793(6) 0.8466(4) 0.0483(15) Uani 1 1 d . . . . .
C46 C 0.8184(6) 0.5862(5) 0.8039(4) 0.0423(14) Uani 1 1 d . . . . .
H46 H 0.7773 0.5292 0.7636 0.051 Uiso 1 1 calc R U . . .
F43 F 1.0079(4) 0.8264(4) 0.9799(2) 0.0669(11) Uani 1 1 d . . . . .
F45 F 1.0139(4) 0.4881(4) 0.8274(3) 0.0684(11) Uani 1 1 d . . . . .
N51 N 0.5035(5) 0.5518(4) 0.7206(3) 0.0357(11) Uani 1 1 d . . . . .
C52 C 0.4199(6) 0.4796(5) 0.7696(4) 0.0394(13) Uani 1 1 d . . . . .
C53 C 0.3659(7) 0.3745(5) 0.7357(4) 0.0495(15) Uani 1 1 d . . . . .
H53 H 0.3069 0.3247 0.7688 0.059 Uiso 1 1 calc R U . . .
C54 C 0.3985(8) 0.3427(6) 0.6538(5) 0.0637(19) Uani 1 1 d . . . . .
H54 H 0.3598 0.2715 0.6295 0.076 Uiso 1 1 calc R U . . .
C55 C 0.4867(8) 0.4138(6) 0.6073(4) 0.0608(19) Uani 1 1 d . . . . .
H55 H 0.5123 0.3912 0.5516 0.073 Uiso 1 1 calc R U . . .
C56 C 0.5373(6) 0.5168(5) 0.6413(4) 0.0454(14) Uani 1 1 d . . . . .
H56 H 0.5981 0.5658 0.6086 0.054 Uiso 1 1 calc R U . . .
C61 C 0.4645(5) 0.6366(5) 0.8726(3) 0.0342(12) Uani 1 1 d . . . . .
C62 C 0.4009(5) 0.5270(5) 0.8546(3) 0.0342(12) Uani 1 1 d . . . . .
C63 C 0.3265(6) 0.4707(5) 0.9194(4) 0.0392(13) Uani 1 1 d . . . . .
C64 C 0.3139(6) 0.5182(5) 0.9999(4) 0.0426(14) Uani 1 1 d . . . . .
H64 H 0.2629 0.4788 1.0429 0.051 Uiso 1 1 calc R U . . .
C65 C 0.3786(6) 0.6247(5) 1.0143(4) 0.0425(14) Uani 1 1 d . . . . .
C66 C 0.4527(6) 0.6863(5) 0.9547(3) 0.0373(13) Uani 1 1 d . . . . .
H66 H 0.4950 0.7606 0.9684 0.045 Uiso 1 1 calc R U . . .
F63 F 0.2648(4) 0.3647(3) 0.9047(2) 0.0547(9) Uani 1 1 d . . . . .
F65 F 0.3694(4) 0.6733(3) 1.0942(2) 0.0578(10) Uani 1 1 d . . . . .
P1 P 0.15807(18) 1.03721(15) 0.76221(12) 0.0541(4) Uani 1 1 d . . . . .
F1 F 0.0601(7) 1.0967(5) 0.8211(4) 0.120(2) Uani 1 1 d . . . . .
F2 F 0.1490(5) 1.1323(4) 0.6956(3) 0.0848(13) Uani 1 1 d . . . . .
F3 F 0.1752(5) 0.9434(4) 0.8278(3) 0.0971(16) Uani 1 1 d . . . . .
F4 F 0.2604(5) 0.9776(4) 0.7015(3) 0.0828(13) Uani 1 1 d . . . . .
F5 F 0.2954(5) 1.1078(4) 0.8057(4) 0.113(2) Uani 1 1 d . . . . .
F6 F 0.0250(5) 0.9658(4) 0.7181(4) 0.1076(19) Uani 1 1 d . . . . .
O1W O -0.0412(9) 0.6304(9) 0.4104(6) 0.161(4) Uani 1 1 d . . . . .
H1WA H 0.0093 0.6870 0.4327 0.242 Uiso 1 1 d R U . . .
H1WB H -0.0844 0.6025 0.4521 0.242 Uiso 1 1 d R U . . .
O2W O -0.1773(12) 0.5236(12) 0.5443(10) 0.241(7) 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 C41 2.005(6) . ?
Ir1 C61 2.006(6) . ?
Ir1 N31 2.030(5) . ?
Ir1 N51 2.040(5) . ?
Ir1 N1 2.147(4) . ?
Ir1 N11 2.148(4) . ?
N1 C6 1.313(7) . ?
N1 C2 1.349(7) . ?
C2 C3 1.396(7) . ?
C2 C12 1.435(7) . ?
C3 N4 1.336(8) . ?
C3 C21 1.460(8) . ?
N4 C5 1.317(9) . ?
C5 C6 1.410(8) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
N11 C16 1.324(7) . ?
N11 C12 1.363(6) . ?
C12 C13 1.392(7) . ?
C13 C14 1.400(8) . ?
C13 C22 1.470(7) . ?
C14 C15 1.368(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 N26 1.357(7) . ?
C21 C22 1.392(9) . ?
C22 C23 1.400(8) . ?
C23 C24 1.354(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(11) . ?
C24 H24 0.9500 . ?
C25 N26 1.325(10) . ?
C25 H25 0.9500 . ?
N31 C36 1.354(7) . ?
N31 C32 1.380(7) . ?
C32 C33 1.387(8) . ?
C32 C42 1.463(8) . ?
C33 C34 1.387(9) . ?
C33 H33 0.9500 . ?
C34 C35 1.369(9) . ?
C34 H34 0.9500 . ?
C35 C36 1.365(8) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C41 C42 1.389(8) . ?
C41 C46 1.422(8) . ?
C42 C43 1.394(8) . ?
C43 F43 1.350(7) . ?
C43 C44 1.375(9) . ?
C44 C45 1.356(9) . ?
C44 H44 0.9500 . ?
C45 F45 1.362(7) . ?
C45 C46 1.384(8) . ?
C46 H46 0.9500 . ?
N51 C56 1.356(7) . ?
N51 C52 1.377(7) . ?
C52 C53 1.386(8) . ?
C52 C62 1.450(8) . ?
C53 C54 1.378(9) . ?
C53 H53 0.9500 . ?
C54 C55 1.371(10) . ?
C54 H54 0.9500 . ?
C55 C56 1.357(9) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C62 1.399(8) . ?
C61 C66 1.407(8) . ?
C62 C63 1.402(8) . ?
C63 F63 1.347(7) . ?
C63 C64 1.376(8) . ?
C64 C65 1.363(9) . ?
C64 H64 0.9500 . ?
C65 F65 1.368(6) . ?
C65 C66 1.373(8) . ?
C66 H66 0.9500 . ?
P1 F1 1.551(5) . ?
P1 F6 1.558(5) . ?
P1 F3 1.573(5) . ?
P1 F5 1.580(5) . ?
P1 F2 1.583(5) . ?
P1 F4 1.596(4) . ?
O1W H1WA 0.8400 . ?
O1W H1WB 0.8399 . ?

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
C41 Ir1 C61 89.9(2) . . ?
C41 Ir1 N31 79.8(2) . . ?
C61 Ir1 N31 92.2(2) . . ?
C41 Ir1 N51 96.1(2) . . ?
C61 Ir1 N51 80.2(2) . . ?
N31 Ir1 N51 171.38(19) . . ?
C41 Ir1 N1 174.4(2) . . ?
C61 Ir1 N1 95.16(19) . . ?
N31 Ir1 N1 102.40(17) . . ?
N51 Ir1 N1 82.39(17) . . ?
C41 Ir1 N11 97.84(19) . . ?
C61 Ir1 N11 172.12(18) . . ?
N31 Ir1 N11 90.51(18) . . ?
N51 Ir1 N11 97.60(18) . . ?
N1 Ir1 N11 77.02(16) . . ?
C6 N1 C2 117.8(5) . . ?
C6 N1 Ir1 127.4(4) . . ?
C2 N1 Ir1 113.9(3) . . ?
N1 C2 C3 121.2(5) . . ?
N1 C2 C12 117.4(4) . . ?
C3 C2 C12 121.4(5) . . ?
N4 C3 C2 121.5(5) . . ?
N4 C3 C21 120.0(5) . . ?
C2 C3 C21 118.5(5) . . ?
C5 N4 C3 115.9(5) . . ?
N4 C5 C6 123.8(6) . . ?
N4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
N1 C6 C5 119.7(6) . . ?
N1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C16 N11 C12 118.5(5) . . ?
C16 N11 Ir1 127.6(4) . . ?
C12 N11 Ir1 113.9(3) . . ?
N11 C12 C13 122.4(5) . . ?
N11 C12 C2 116.9(5) . . ?
C13 C12 C2 120.7(4) . . ?
C12 C13 C14 117.6(5) . . ?
C12 C13 C22 118.4(5) . . ?
C14 C13 C22 123.9(5) . . ?
C15 C14 C13 119.5(5) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 119.6(5) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N11 C16 C15 122.3(5) . . ?
N11 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
N26 C21 C22 123.6(6) . . ?
N26 C21 C3 116.2(6) . . ?
C22 C21 C3 120.2(5) . . ?
C21 C22 C23 116.8(5) . . ?
C21 C22 C13 120.6(5) . . ?
C23 C22 C13 122.6(6) . . ?
C24 C23 C22 119.9(7) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 119.1(6) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
N26 C25 C24 124.1(6) . . ?
N26 C25 H25 117.9 . . ?
C24 C25 H25 117.9 . . ?
C25 N26 C21 116.5(6) . . ?
C36 N31 C32 118.8(5) . . ?
C36 N31 Ir1 124.5(4) . . ?
C32 N31 Ir1 116.5(4) . . ?
N31 C32 C33 119.6(5) . . ?
N31 C32 C42 112.6(5) . . ?
C33 C32 C42 127.8(5) . . ?
C32 C33 C34 120.4(6) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C35 C34 C33 119.0(6) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C36 C35 C34 119.6(6) . . ?
C36 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
N31 C36 C35 122.6(5) . . ?
N31 C36 H36 118.7 . . ?
C35 C36 H36 118.7 . . ?
C42 C41 C46 119.3(5) . . ?
C42 C41 Ir1 115.4(4) . . ?
C46 C41 Ir1 125.2(4) . . ?
C41 C42 C43 119.0(5) . . ?
C41 C42 C32 115.4(5) . . ?
C43 C42 C32 125.6(5) . . ?
F43 C43 C44 117.1(5) . . ?
F43 C43 C42 120.1(6) . . ?
C44 C43 C42 122.9(6) . . ?
C45 C44 C43 116.7(5) . . ?
C45 C44 H44 121.7 . . ?
C43 C44 H44 121.7 . . ?
C44 C45 F45 118.3(5) . . ?
C44 C45 C46 124.6(6) . . ?
F45 C45 C46 117.0(6) . . ?
C45 C46 C41 117.4(6) . . ?
C45 C46 H46 121.3 . . ?
C41 C46 H46 121.3 . . ?
C56 N51 C52 119.3(5) . . ?
C56 N51 Ir1 124.6(4) . . ?
C52 N51 Ir1 116.0(4) . . ?
N51 C52 C53 119.7(5) . . ?
N51 C52 C62 112.5(5) . . ?
C53 C52 C62 127.8(6) . . ?
C54 C53 C52 119.6(6) . . ?
C54 C53 H53 120.2 . . ?
C52 C53 H53 120.2 . . ?
C55 C54 C53 119.9(6) . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C56 C55 C54 119.6(6) . . ?
C56 C55 H55 120.2 . . ?
C54 C55 H55 120.2 . . ?
N51 C56 C55 121.8(6) . . ?
N51 C56 H56 119.1 . . ?
C55 C56 H56 119.1 . . ?
C62 C61 C66 119.3(5) . . ?
C62 C61 Ir1 114.2(4) . . ?
C66 C61 Ir1 126.5(4) . . ?
C61 C62 C63 118.4(5) . . ?
C61 C62 C52 116.6(5) . . ?
C63 C62 C52 125.0(5) . . ?
F63 C63 C64 116.8(5) . . ?
F63 C63 C62 120.2(5) . . ?
C64 C63 C62 123.0(6) . . ?
C65 C64 C63 116.3(6) . . ?
C65 C64 H64 121.9 . . ?
C63 C64 H64 121.9 . . ?
C64 C65 F65 117.4(5) . . ?
C64 C65 C66 124.7(5) . . ?
F65 C65 C66 117.9(6) . . ?
C65 C66 C61 118.4(5) . . ?
C65 C66 H66 120.8 . . ?
C61 C66 H66 120.8 . . ?
F1 P1 F6 90.0(4) . . ?
F1 P1 F3 93.0(3) . . ?
F6 P1 F3 90.7(3) . . ?
F1 P1 F5 91.4(4) . . ?
F6 P1 F5 178.6(3) . . ?
F3 P1 F5 89.0(3) . . ?
F1 P1 F2 89.0(3) . . ?
F6 P1 F2 91.3(3) . . ?
F3 P1 F2 177.2(3) . . ?
F5 P1 F2 89.0(3) . . ?
F1 P1 F4 179.2(4) . . ?
F6 P1 F4 90.7(3) . . ?
F3 P1 F4 87.5(3) . . ?
F5 P1 F4 87.9(3) . . ?
F2 P1 F4 90.5(3) . . ?
H1WA O1W H1WB 103.5 . . ?

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
C6 N1 C2 C3 -0.4(8) . . . . ?
Ir1 N1 C2 C3 169.2(4) . . . . ?
C6 N1 C2 C12 179.8(5) . . . . ?
Ir1 N1 C2 C12 -10.6(6) . . . . ?
N1 C2 C3 N4 -2.0(9) . . . . ?
C12 C2 C3 N4 177.8(5) . . . . ?
N1 C2 C3 C21 178.0(5) . . . . ?
C12 C2 C3 C21 -2.2(8) . . . . ?
C2 C3 N4 C5 1.9(9) . . . . ?
C21 C3 N4 C5 -178.2(6) . . . . ?
C3 N4 C5 C6 0.4(11) . . . . ?
C2 N1 C6 C5 2.5(9) . . . . ?
Ir1 N1 C6 C5 -165.4(5) . . . . ?
N4 C5 C6 N1 -2.7(11) . . . . ?
C16 N11 C12 C13 2.7(8) . . . . ?
Ir1 N11 C12 C13 -177.3(4) . . . . ?
C16 N11 C12 C2 -177.5(5) . . . . ?
Ir1 N11 C12 C2 2.5(6) . . . . ?
N1 C2 C12 N11 5.5(7) . . . . ?
C3 C2 C12 N11 -174.3(5) . . . . ?
N1 C2 C12 C13 -174.7(5) . . . . ?
C3 C2 C12 C13 5.5(8) . . . . ?
N11 C12 C13 C14 -2.5(8) . . . . ?
C2 C12 C13 C14 177.7(5) . . . . ?
N11 C12 C13 C22 175.5(5) . . . . ?
C2 C12 C13 C22 -4.2(8) . . . . ?
C12 C13 C14 C15 0.9(8) . . . . ?
C22 C13 C14 C15 -177.1(5) . . . . ?
C13 C14 C15 C16 0.5(9) . . . . ?
C12 N11 C16 C15 -1.2(8) . . . . ?
Ir1 N11 C16 C15 178.8(4) . . . . ?
C14 C15 C16 N11 -0.4(9) . . . . ?
N4 C3 C21 N26 -2.4(9) . . . . ?
C2 C3 C21 N26 177.6(6) . . . . ?
N4 C3 C21 C22 177.8(6) . . . . ?
C2 C3 C21 C22 -2.3(9) . . . . ?
N26 C21 C22 C23 0.9(9) . . . . ?
C3 C21 C22 C23 -179.2(5) . . . . ?
N26 C21 C22 C13 -176.4(6) . . . . ?
C3 C21 C22 C13 3.4(9) . . . . ?
C12 C13 C22 C21 -0.2(8) . . . . ?
C14 C13 C22 C21 177.7(6) . . . . ?
C12 C13 C22 C23 -177.3(5) . . . . ?
C14 C13 C22 C23 0.6(9) . . . . ?
C21 C22 C23 C24 -1.2(9) . . . . ?
C13 C22 C23 C24 176.1(6) . . . . ?
C22 C23 C24 C25 1.2(11) . . . . ?
C23 C24 C25 N26 -0.8(13) . . . . ?
C24 C25 N26 C21 0.5(12) . . . . ?
C22 C21 N26 C25 -0.6(10) . . . . ?
C3 C21 N26 C25 179.6(7) . . . . ?
C36 N31 C32 C33 1.1(8) . . . . ?
Ir1 N31 C32 C33 -174.1(5) . . . . ?
C36 N31 C32 C42 179.8(5) . . . . ?
Ir1 N31 C32 C42 4.6(6) . . . . ?
N31 C32 C33 C34 -0.9(10) . . . . ?
C42 C32 C33 C34 -179.5(6) . . . . ?
C32 C33 C34 C35 -0.1(11) . . . . ?
C33 C34 C35 C36 0.9(11) . . . . ?
C32 N31 C36 C35 -0.2(9) . . . . ?
Ir1 N31 C36 C35 174.6(5) . . . . ?
C34 C35 C36 N31 -0.8(10) . . . . ?
C46 C41 C42 C43 -2.9(8) . . . . ?
Ir1 C41 C42 C43 176.6(4) . . . . ?
C46 C41 C42 C32 176.7(5) . . . . ?
Ir1 C41 C42 C32 -3.7(7) . . . . ?
N31 C32 C42 C41 -0.6(7) . . . . ?
C33 C32 C42 C41 178.1(6) . . . . ?
N31 C32 C42 C43 179.0(6) . . . . ?
C33 C32 C42 C43 -2.4(10) . . . . ?
C41 C42 C43 F43 -178.0(5) . . . . ?
C32 C42 C43 F43 2.4(9) . . . . ?
C41 C42 C43 C44 1.5(9) . . . . ?
C32 C42 C43 C44 -178.1(6) . . . . ?
F43 C43 C44 C45 -179.1(6) . . . . ?
C42 C43 C44 C45 1.3(10) . . . . ?
C43 C44 C45 F45 177.8(5) . . . . ?
C43 C44 C45 C46 -2.9(10) . . . . ?
C44 C45 C46 C41 1.4(9) . . . . ?
F45 C45 C46 C41 -179.2(5) . . . . ?
C42 C41 C46 C45 1.6(8) . . . . ?
Ir1 C41 C46 C45 -178.0(4) . . . . ?
C56 N51 C52 C53 -3.2(7) . . . . ?
Ir1 N51 C52 C53 173.8(4) . . . . ?
C56 N51 C52 C62 176.3(4) . . . . ?
Ir1 N51 C52 C62 -6.6(5) . . . . ?
N51 C52 C53 C54 1.1(9) . . . . ?
C62 C52 C53 C54 -178.3(6) . . . . ?
C52 C53 C54 C55 1.7(11) . . . . ?
C53 C54 C55 C56 -2.4(11) . . . . ?
C52 N51 C56 C55 2.6(8) . . . . ?
Ir1 N51 C56 C55 -174.2(5) . . . . ?
C54 C55 C56 N51 0.2(10) . . . . ?
C66 C61 C62 C63 0.4(7) . . . . ?
Ir1 C61 C62 C63 -177.3(4) . . . . ?
C66 C61 C62 C52 -178.5(4) . . . . ?
Ir1 C61 C62 C52 3.8(6) . . . . ?
N51 C52 C62 C61 1.9(6) . . . . ?
C53 C52 C62 C61 -178.7(5) . . . . ?
N51 C52 C62 C63 -177.0(5) . . . . ?
C53 C52 C62 C63 2.5(9) . . . . ?
C61 C62 C63 F63 -179.5(4) . . . . ?
C52 C62 C63 F63 -0.7(8) . . . . ?
C61 C62 C63 C64 -0.3(8) . . . . ?
C52 C62 C63 C64 178.5(5) . . . . ?
F63 C63 C64 C65 179.0(5) . . . . ?
C62 C63 C64 C65 -0.1(8) . . . . ?
C63 C64 C65 F65 -179.1(5) . . . . ?
C63 C64 C65 C66 0.6(8) . . . . ?
C64 C65 C66 C61 -0.5(8) . . . . ?
F65 C65 C66 C61 179.1(4) . . . . ?
C62 C61 C66 C65 0.0(7) . . . . ?
Ir1 C61 C66 C65 177.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA N26 0.84 2.09 2.861(11) 152.6 .
O1W H1WB O2W 0.84 1.93 2.771(15) 174.0 .

_refine_diff_density_max         1.306
_refine_diff_density_min         -1.244
_refine_diff_density_rms         0.103

_shelxl_version_number           2014-1


_exptl_crystal_recrystallization_method 'diffusion Dichloromethane/Ether'
