# 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_s3715ma
_database_code_depnum_ccdc_archive 'CCDC 1427669'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H34 Cl2 F6 Ir N6 O6 P'
_chemical_formula_weight         958.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   13.8628(7)
_cell_length_b                   11.1945(6)
_cell_length_c                   22.7606(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.945(2)
_cell_angle_gamma                90.00
_cell_volume                     3519.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9956
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      72.28

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_absorpt_coefficient_mu    9.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.253915
_exptl_absorpt_correction_T_max  0.3827
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15947
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.0800
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         72.30
_reflns_number_total             6493
_reflns_number_gt                5993
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1153P)²+14.9607P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6493
_refine_ls_number_parameters     443
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1703
_refine_ls_wR_factor_gt          0.1665
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.005
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3080(5) 1.0069(6) 0.6983(3) 0.0210(12) Uani 1 1 d . . .
H1 H 0.2741 1.0779 0.6864 0.025 Uiso 1 1 calc R . .
C2 C 0.3986(4) 1.0155(6) 0.7268(3) 0.0236(13) Uani 1 1 d . . .
H2 H 0.4273 1.0917 0.7341 0.028 Uiso 1 1 calc R . .
C3 C 0.4490(5) 0.9123(7) 0.7451(3) 0.0291(14) Uani 1 1 d . . .
H3 H 0.5118 0.9169 0.7653 0.035 Uiso 1 1 calc R . .
C4 C 0.4053(5) 0.8044(6) 0.7333(3) 0.0242(13) Uani 1 1 d . . .
H4 H 0.4371 0.7327 0.7462 0.029 Uiso 1 1 calc R . .
C5 C 0.3152(4) 0.7997(6) 0.7026(3) 0.0181(11) Uani 1 1 d . . .
C6 C 0.2641(4) 0.6890(5) 0.6809(3) 0.0173(11) Uani 1 1 d . . .
C7 C 0.3030(5) 0.5756(6) 0.6899(3) 0.0221(12) Uani 1 1 d . . .
H7 H 0.3626 0.5646 0.7131 0.027 Uiso 1 1 calc R . .
C8 C 0.2537(5) 0.4793(6) 0.6644(3) 0.0236(12) Uani 1 1 d . . .
H8 H 0.2795 0.4011 0.6698 0.028 Uiso 1 1 calc R . .
C9 C 0.1286(5) 0.6057(6) 0.6250(3) 0.0232(13) Uani 1 1 d . . .
H9 H 0.0676 0.6143 0.6030 0.028 Uiso 1 1 calc R . .
C10 C 0.1748(4) 0.7059(5) 0.6494(2) 0.0165(11) Uani 1 1 d . . .
C11 C 0.1176(7) 0.3920(6) 0.6035(4) 0.0381(19) Uani 1 1 d . . .
H11A H 0.0591 0.3753 0.6233 0.057 Uiso 1 1 calc R . .
H11B H 0.1604 0.3222 0.6066 0.057 Uiso 1 1 calc R . .
H11C H 0.0997 0.4097 0.5618 0.057 Uiso 1 1 calc R . .
C12 C -0.0862(4) 0.8140(6) 0.6283(3) 0.0238(13) Uani 1 1 d . . .
H12 H -0.0849 0.8162 0.6701 0.029 Uiso 1 1 calc R . .
C13 C -0.1724(5) 0.7869(7) 0.5952(3) 0.0315(15) Uani 1 1 d . . .
H13 H -0.2283 0.7659 0.6142 0.038 Uiso 1 1 calc R . .
C14 C -0.1757(5) 0.7907(7) 0.5353(3) 0.0328(16) Uani 1 1 d . . .
H14 H -0.2348 0.7748 0.5122 0.039 Uiso 1 1 calc R . .
C15 C -0.0927(5) 0.8178(6) 0.5080(3) 0.0257(13) Uani 1 1 d . . .
H15 H -0.0942 0.8211 0.4662 0.031 Uiso 1 1 calc R . .
C16 C -0.0073(4) 0.8399(5) 0.5431(3) 0.0187(11) Uani 1 1 d . . .
C17 C 0.0854(5) 0.8702(5) 0.5213(3) 0.0205(13) Uani 1 1 d . . .
C18 C 0.1008(6) 0.8775(6) 0.4620(3) 0.0302(16) Uani 1 1 d . . .
H18 H 0.0499 0.8599 0.4326 0.036 Uiso 1 1 calc R . .
C19 C 0.1927(6) 0.9113(7) 0.4459(3) 0.0300(15) Uani 1 1 d . . .
H19 H 0.2042 0.9175 0.4055 0.036 Uiso 1 1 calc R . .
C20 C 0.2512(5) 0.9278(6) 0.5455(3) 0.0245(13) Uani 1 1 d . . .
H20 H 0.3042 0.9452 0.5735 0.029 Uiso 1 1 calc R . .
C21 C 0.1619(5) 0.8955(5) 0.5653(3) 0.0173(11) Uani 1 1 d . . .
C22 C 0.3595(6) 0.9702(9) 0.4698(4) 0.0415(19) Uani 1 1 d . . .
H22A H 0.4037 0.9018 0.4738 0.062 Uiso 1 1 calc R . .
H22B H 0.3856 1.0356 0.4951 0.062 Uiso 1 1 calc R . .
H22C H 0.3530 0.9968 0.4286 0.062 Uiso 1 1 calc R . .
C23 C 0.4703(9) 0.3510(10) 0.6007(5) 0.056(3) Uani 1 1 d . . .
H23A H 0.4505 0.4001 0.6332 0.085 Uiso 1 1 calc R . .
H23B H 0.4541 0.3923 0.5632 0.085 Uiso 1 1 calc R . .
H23C H 0.5404 0.3373 0.6061 0.085 Uiso 1 1 calc R . .
C24 C 0.2600(13) 0.573(2) 0.449(2) 0.29(3) Uani 1 1 d . . .
H24A H 0.2986 0.5141 0.4287 0.442 Uiso 1 1 calc R . .
H24B H 0.2716 0.5630 0.4913 0.442 Uiso 1 1 calc R . .
H24C H 0.2786 0.6535 0.4375 0.442 Uiso 1 1 calc R . .
Cl1 Cl 0.07138(10) 0.83821(14) 0.74600(6) 0.0216(3) Uani 1 1 d . . .
Cl2 Cl 0.08123(10) 1.08572(13) 0.65388(6) 0.0215(3) Uani 1 1 d . . .
F1 F 0.583(2) 0.6153(13) 0.5626(8) 0.268(16) Uani 1 1 d . . .
F2 F 0.5346(8) 0.7800(6) 0.5190(3) 0.106(3) Uani 1 1 d . . .
F3 F 0.4457(12) 0.8044(16) 0.5926(5) 0.208(9) Uani 1 1 d . . .
F4 F 0.4925(6) 0.6362(6) 0.6347(3) 0.071(2) Uani 1 1 d . . .
F5 F 0.5906(9) 0.7794(13) 0.6136(5) 0.160(6) Uani 1 1 d . . .
F6 F 0.4434(19) 0.631(2) 0.5407(6) 0.273(15) Uani 1 1 d . . .
Ir1 Ir 0.127267(16) 0.87452(2) 0.647424(10) 0.01456(15) Uani 1 1 d . . .
N1 N 0.2652(4) 0.8999(5) 0.6867(2) 0.0169(10) Uani 1 1 d . . .
N2 N 0.1686(4) 0.4959(5) 0.6317(2) 0.0218(11) Uani 1 1 d . . .
N3 N -0.0042(4) 0.8373(5) 0.6024(2) 0.0189(10) Uani 1 1 d . . .
N4 N 0.2633(4) 0.9346(5) 0.4877(3) 0.0292(12) Uani 1 1 d . . .
N5 N 0.4196(5) 0.2361(7) 0.6001(3) 0.0422(16) Uani 1 1 d . . .
N6 N 0.1612(10) 0.5546(13) 0.4314(8) 0.101(4) Uani 1 1 d . . .
O1 O 0.4641(8) 0.1462(8) 0.6086(4) 0.077(3) Uani 1 1 d . . .
O2 O 0.3310(5) 0.2345(8) 0.5911(3) 0.0627(19) Uani 1 1 d . . .
O3 O 0.1100(9) 0.5176(16) 0.4656(6) 0.141(6) Uani 1 1 d . . .
O4 O 0.133(2) 0.575(3) 0.3823(9) 0.259(15) Uani 1 1 d . . .
P1 P 0.51218(16) 0.7079(2) 0.57683(9) 0.0407(5) Uani 1 1 d . . .
C25 C 0.1773(5) 0.4637(10) 0.2113(6) 0.114(6) Uani 1 1 d G . .
H25A H 0.1282 0.4930 0.1804 0.137 Uiso 1 1 calc R . .
H25B H 0.1700 0.5095 0.2478 0.137 Uiso 1 1 calc R . .
O5 O 0.2724(6) 0.4828(8) 0.1927(4) 0.107(4) Uani 1 1 d G . .
C26 C 0.3430(5) 0.4362(11) 0.2360(5) 0.112(7) Uani 1 1 d G . .
H26A H 0.3405 0.4814 0.2732 0.134 Uiso 1 1 calc R . .
H26B H 0.4084 0.4466 0.2223 0.134 Uiso 1 1 calc R . .
C27 C 0.3256(6) 0.3065(10) 0.2472(6) 0.123(7) Uani 1 1 d G . .
H27A H 0.3330 0.2605 0.2107 0.148 Uiso 1 1 calc R . .
H27B H 0.3746 0.2772 0.2780 0.148 Uiso 1 1 calc R . .
O6 O 0.2312(6) 0.2872(11) 0.2656(6) 0.218(12) Uani 1 1 d G . .
C28 C 0.1603(5) 0.3338(11) 0.2223(7) 0.158(12) Uani 1 1 d G . .
H28A H 0.0950 0.3230 0.2359 0.189 Uiso 1 1 calc R . .
H28B H 0.1629 0.2889 0.1850 0.189 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.353(8) . ?
C1 C2 1.366(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.395(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.367(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(9) . ?
C4 H4 0.9500 . ?
C5 N1 1.351(8) . ?
C5 C6 1.490(8) . ?
C6 C7 1.388(9) . ?
C6 C10 1.389(8) . ?
C7 C8 1.378(10) . ?
C7 H7 0.9500 . ?
C8 N2 1.352(9) . ?
C8 H8 0.9500 . ?
C9 N2 1.352(9) . ?
C9 C10 1.384(9) . ?
C9 H9 0.9500 . ?
C10 Ir1 1.998(6) . ?
C11 N2 1.478(9) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N3 1.350(8) . ?
C12 C13 1.390(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.361(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(9) . ?
C15 H15 0.9500 . ?
C16 N3 1.348(8) . ?
C16 C17 1.456(9) . ?
C17 C18 1.387(11) . ?
C17 C21 1.423(10) . ?
C18 C19 1.407(11) . ?
C18 H18 0.9500 . ?
C19 N4 1.331(10) . ?
C19 H19 0.9500 . ?
C20 N4 1.342(9) . ?
C20 C21 1.401(9) . ?
C20 H20 0.9500 . ?
C21 Ir1 1.984(6) . ?
C22 N4 1.483(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 N5 1.465(13) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 N6 1.41(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
Cl1 Ir1 2.4696(14) . ?
Cl2 Ir1 2.4566(14) . ?
F1 P1 1.479(12) . ?
F2 P1 1.597(6) . ?
F3 P1 1.485(10) . ?
F4 P1 1.587(7) . ?
F5 P1 1.539(9) . ?
F6 P1 1.480(11) . ?
Ir1 N3 2.055(5) . ?
Ir1 N1 2.060(5) . ?
N5 O1 1.187(11) . ?
N5 O2 1.229(10) . ?
N6 O4 1.17(2) . ?
N6 O3 1.174(17) . ?
C25 O5 1.4362 . ?
C25 C28 1.4971 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
O5 C26 1.4268 . ?
C26 C27 1.4971 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 O6 1.4257 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
O6 C28 1.4286 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?

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
N1 C1 C2 121.6(6) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C1 C2 C3 120.0(6) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 118.1(6) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C3 C4 C5 120.0(6) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.7(6) . . ?
N1 C5 C6 112.5(5) . . ?
C4 C5 C6 125.7(6) . . ?
C7 C6 C10 121.2(6) . . ?
C7 C6 C5 123.0(6) . . ?
C10 C6 C5 115.8(5) . . ?
C8 C7 C6 118.8(6) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
N2 C8 C7 120.1(6) . . ?
N2 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
N2 C9 C10 121.4(6) . . ?
N2 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C6 117.3(6) . . ?
C9 C10 Ir1 128.0(5) . . ?
C6 C10 Ir1 114.7(4) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 121.5(6) . . ?
N3 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 119.3(7) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 119.8(6) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 118.7(6) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
N3 C16 C15 121.5(6) . . ?
N3 C16 C17 113.2(5) . . ?
C15 C16 C17 125.3(6) . . ?
C18 C17 C21 120.3(7) . . ?
C18 C17 C16 124.0(7) . . ?
C21 C17 C16 115.6(6) . . ?
C17 C18 C19 119.2(7) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
N4 C19 C18 119.6(6) . . ?
N4 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
N4 C20 C21 121.1(6) . . ?
N4 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C17 116.9(6) . . ?
C20 C21 Ir1 128.7(5) . . ?
C17 C21 Ir1 114.4(5) . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 H23A 109.5 . . ?
N5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N6 C24 H24A 109.5 . . ?
N6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 Ir1 C10 91.5(2) . . ?
C21 Ir1 N3 80.3(2) . . ?
C10 Ir1 N3 95.5(2) . . ?
C21 Ir1 N1 95.8(2) . . ?
C10 Ir1 N1 80.1(2) . . ?
N3 Ir1 N1 174.12(19) . . ?
C21 Ir1 Cl2 91.58(18) . . ?
C10 Ir1 Cl2 173.98(17) . . ?
N3 Ir1 Cl2 90.08(15) . . ?
N1 Ir1 Cl2 94.45(16) . . ?
C21 Ir1 Cl1 174.88(19) . . ?
C10 Ir1 Cl1 87.30(16) . . ?
N3 Ir1 Cl1 94.89(15) . . ?
N1 Ir1 Cl1 88.87(14) . . ?
Cl2 Ir1 Cl1 90.04(5) . . ?
C5 N1 C1 118.5(5) . . ?
C5 N1 Ir1 115.9(4) . . ?
C1 N1 Ir1 125.5(4) . . ?
C9 N2 C8 121.1(6) . . ?
C9 N2 C11 119.4(6) . . ?
C8 N2 C11 119.5(6) . . ?
C16 N3 C12 119.1(5) . . ?
C16 N3 Ir1 116.4(4) . . ?
C12 N3 Ir1 124.4(4) . . ?
C19 N4 C20 123.0(6) . . ?
C19 N4 C22 118.6(6) . . ?
C20 N4 C22 118.4(6) . . ?
O1 N5 O2 120.9(10) . . ?
O1 N5 C23 120.0(9) . . ?
O2 N5 C23 119.1(9) . . ?
O4 N6 O3 122(2) . . ?
O4 N6 C24 118(3) . . ?
O3 N6 C24 120(3) . . ?
F1 P1 F6 83.0(14) . . ?
F1 P1 F3 177.0(15) . . ?
F6 P1 F3 100.0(14) . . ?
F1 P1 F5 92.0(13) . . ?
F6 P1 F5 174.9(15) . . ?
F3 P1 F5 85.1(11) . . ?
F1 P1 F4 89.5(6) . . ?
F6 P1 F4 91.1(6) . . ?
F3 P1 F4 90.7(5) . . ?
F5 P1 F4 88.6(5) . . ?
F1 P1 F2 89.7(6) . . ?
F6 P1 F2 89.9(6) . . ?
F3 P1 F2 90.0(6) . . ?
F5 P1 F2 90.4(5) . . ?
F4 P1 F2 178.7(5) . . ?
O5 C25 C28 110.8 . . ?
O5 C25 H25A 109.5 . . ?
C28 C25 H25A 109.5 . . ?
O5 C25 H25B 109.5 . . ?
C28 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C26 O5 C25 109.5 . . ?
O5 C26 C27 111.1 . . ?
O5 C26 H26A 109.4 . . ?
C27 C26 H26A 109.4 . . ?
O5 C26 H26B 109.4 . . ?
C27 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
O6 C27 C26 111.3 . . ?
O6 C27 H27A 109.4 . . ?
C26 C27 H27A 109.4 . . ?
O6 C27 H27B 109.4 . . ?
C26 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
C27 O6 C28 109.6 . . ?
O6 C28 C25 111.2 . . ?
O6 C28 H28A 109.4 . . ?
C25 C28 H28A 109.4 . . ?
O6 C28 H28B 109.4 . . ?
C25 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?

_diffrn_measured_fraction_theta_max 0.936
_diffrn_reflns_theta_full        67.00
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         2.369
_refine_diff_density_min         -1.658
_refine_diff_density_rms         0.250
####################################################################### 
# 
# 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_s3558abs
_database_code_depnum_ccdc_archive 'CCDC 1427670'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;

_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H23 Cl Ir N5, 2(F6 P), C H3 N O2'
_chemical_formula_sum            'C50 H52 Cl2 F24 Ir2 N12 O4 P4'
_chemical_formula_weight         1920.22

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  -P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9237(12)
_cell_length_b                   12.9355(18)
_cell_length_c                   15.352(2)
_cell_angle_alpha                72.425(2)
_cell_angle_beta                 82.518(3)
_cell_angle_gamma                72.619(2)
_cell_volume                     1610.7(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    983
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      26.34

_exptl_crystal_description       rod
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             932
_exptl_absorpt_coefficient_mu    4.433
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6668
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9396
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         26.40
_reflns_number_total             6387
_reflns_number_gt                6080
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0522P)²+2.7977P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6387
_refine_ls_number_parameters     446
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.008
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.756821(18) 0.462775(13) 0.719904(11) 0.01665(7) Uani 1 1 d . . .
Cl1 Cl 0.84763(13) 0.58144(10) 0.57758(7) 0.0225(2) Uani 1 1 d . . .
N1 N 0.6188(4) 0.6114(3) 0.7378(3) 0.0190(8) Uani 1 1 d . . .
N2 N 0.2961(4) 0.5813(3) 0.6322(3) 0.0215(8) Uani 1 1 d . . .
N3 N 0.8786(4) 0.3082(3) 0.7032(3) 0.0218(8) Uani 1 1 d . . .
N4 N 0.7222(5) 0.1710(4) 0.9255(3) 0.0282(9) Uani 1 1 d . . .
N5 N 0.9570(5) 0.4541(3) 0.7844(3) 0.0237(8) Uani 1 1 d . . .
C1 C 0.6697(6) 0.6735(4) 0.7765(3) 0.0253(10) Uani 1 1 d . . .
H1 H 0.7700 0.6431 0.8025 0.030 Uiso 1 1 calc R . .
C2 C 0.5830(6) 0.7800(4) 0.7804(3) 0.0265(10) Uani 1 1 d . . .
H2 H 0.6213 0.8216 0.8096 0.032 Uiso 1 1 calc R . .
C3 C 0.4387(6) 0.8244(5) 0.7408(4) 0.0347(12) Uani 1 1 d . . .
H3 H 0.3767 0.8980 0.7414 0.042 Uiso 1 1 calc R . .
C4 C 0.3855(6) 0.7608(4) 0.7003(4) 0.0322(12) Uani 1 1 d . . .
H4 H 0.2874 0.7918 0.6717 0.039 Uiso 1 1 calc R . .
C5 C 0.4732(5) 0.6528(4) 0.7008(3) 0.0223(9) Uani 1 1 d . . .
C6 C 0.4391(5) 0.5704(4) 0.6626(3) 0.0199(9) Uani 1 1 d . . .
C7 C 0.5635(5) 0.4745(4) 0.6612(3) 0.0207(9) Uani 1 1 d . . .
C8 C 0.5395(6) 0.3943(4) 0.6237(3) 0.0215(9) Uani 1 1 d . . .
H8 H 0.6224 0.3285 0.6225 0.026 Uiso 1 1 calc R . .
C9 C 0.3978(6) 0.4103(4) 0.5889(3) 0.0242(10) Uani 1 1 d . . .
H9 H 0.3829 0.3579 0.5611 0.029 Uiso 1 1 calc R . .
C10 C 0.2774(6) 0.5040(4) 0.5952(3) 0.0239(10) Uani 1 1 d . . .
H10 H 0.1781 0.5145 0.5727 0.029 Uiso 1 1 calc R . .
C11 C 0.1536(6) 0.6725(5) 0.6406(4) 0.0360(12) Uani 1 1 d . . .
H11A H 0.1458 0.6835 0.7017 0.054 Uiso 1 1 calc R . .
H11B H 0.0607 0.6519 0.6317 0.054 Uiso 1 1 calc R . .
H11C H 0.1597 0.7425 0.5942 0.054 Uiso 1 1 calc R . .
C12 C 0.9704(6) 0.2972(4) 0.6287(3) 0.0275(10) Uani 1 1 d . . .
H12 H 0.9857 0.3632 0.5846 0.033 Uiso 1 1 calc R . .
C13 C 1.0438(7) 0.1940(5) 0.6134(4) 0.0352(12) Uani 1 1 d . . .
H13 H 1.1073 0.1884 0.5594 0.042 Uiso 1 1 calc R . .
C14 C 1.0224(8) 0.0992(5) 0.6785(4) 0.0459(15) Uani 1 1 d . . .
H14 H 1.0722 0.0267 0.6701 0.055 Uiso 1 1 calc R . .
C15 C 0.9279(8) 0.1097(5) 0.7564(4) 0.0404(14) Uani 1 1 d . . .
H15 H 0.9114 0.0443 0.8009 0.048 Uiso 1 1 calc R . .
C16 C 0.8574(6) 0.2153(4) 0.7696(3) 0.0240(10) Uani 1 1 d . . .
C17 C 0.7547(6) 0.2467(4) 0.8467(3) 0.0229(10) Uani 1 1 d . . .
C18 C 0.6890(5) 0.3626(4) 0.8351(3) 0.0205(9) Uani 1 1 d . . .
C19 C 0.5864(6) 0.3976(4) 0.9037(3) 0.0239(10) Uani 1 1 d . . .
H19 H 0.5399 0.4757 0.8972 0.029 Uiso 1 1 calc R . .
C20 C 0.5525(6) 0.3190(5) 0.9808(3) 0.0294(11) Uani 1 1 d . . .
H20 H 0.4805 0.3424 1.0270 0.035 Uiso 1 1 calc R . .
C21 C 0.6227(6) 0.2073(4) 0.9906(3) 0.0310(11) Uani 1 1 d . . .
H21 H 0.6009 0.1536 1.0448 0.037 Uiso 1 1 calc R . .
C22 C 0.7934(9) 0.0477(5) 0.9460(4) 0.0517(18) Uani 1 1 d . . .
H22A H 0.7458 0.0170 0.9091 0.077 Uiso 1 1 calc R . .
H22B H 0.7748 0.0123 1.0111 0.077 Uiso 1 1 calc R . .
H22C H 0.9068 0.0322 0.9315 0.077 Uiso 1 1 calc R . .
C23 C 1.0648(6) 0.4357(4) 0.8234(3) 0.0244(10) Uani 1 1 d . . .
C24 C 1.2058(6) 0.4113(5) 0.8731(4) 0.0331(12) Uani 1 1 d . . .
H24A H 1.2987 0.4010 0.8315 0.050 Uiso 1 1 calc R . .
H24B H 1.2141 0.3422 0.9235 0.050 Uiso 1 1 calc R . .
H24C H 1.1994 0.4742 0.8977 0.050 Uiso 1 1 calc R . .
P1 P 0.02129(17) 0.74658(12) 0.89686(10) 0.0313(3) Uani 1 1 d . . .
F1 F 0.0565(5) 0.6949(4) 1.0011(3) 0.0631(12) Uani 1 1 d . . .
F2 F 0.0843(5) 0.8508(3) 0.8937(3) 0.0648(12) Uani 1 1 d . . .
F3 F -0.0153(6) 0.8014(5) 0.7914(3) 0.0854(17) Uani 1 1 d . . .
F4 F -0.0428(5) 0.6443(4) 0.8978(4) 0.0801(16) Uani 1 1 d . . .
F5 F 0.1960(4) 0.6799(3) 0.8717(3) 0.0500(9) Uani 1 1 d . . .
F6 F -0.1538(4) 0.8124(3) 0.9209(3) 0.0536(10) Uani 1 1 d . . .
P2 P 0.39086(18) 0.12030(12) 0.79981(10) 0.0332(3) Uani 1 1 d . . .
F7 F 0.3883(5) 0.1333(4) 0.8987(3) 0.0588(11) Uani 1 1 d . . .
F8 F 0.2543(6) 0.2305(4) 0.7699(4) 0.0818(16) Uani 1 1 d . . .
F9 F 0.3955(5) 0.1053(4) 0.6996(3) 0.0630(11) Uani 1 1 d . . .
F10 F 0.5263(7) 0.0068(4) 0.8288(3) 0.0886(18) Uani 1 1 d . . .
F11 F 0.2736(7) 0.0448(5) 0.8309(3) 0.0879(17) Uani 1 1 d . . .
F12 F 0.5151(6) 0.1884(5) 0.7681(3) 0.0857(18) Uani 1 1 d . . .
O1 O 0.1816(12) 0.9576(7) 0.5286(5) 0.131(4) Uani 1 1 d . . .
O2 O 0.3095(15) 0.8324(8) 0.4655(6) 0.152(4) Uani 1 1 d . . .
N6 N 0.2507(14) 0.9426(11) 0.4618(6) 0.119(4) Uani 1 1 d . . .
C25 C 0.2479(17) 1.0324(11) 0.3779(8) 0.127(5) Uani 1 1 d . . .
H25A H 0.1980 1.1053 0.3904 0.190 Uiso 1 1 calc R . .
H25B H 0.1882 1.0231 0.3330 0.190 Uiso 1 1 calc R . .
H25C H 0.3557 1.0297 0.3536 0.190 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C18 1.994(4) . ?
Ir1 C7 1.995(5) . ?
Ir1 N1 2.026(4) . ?
Ir1 N3 2.045(4) . ?
Ir1 N5 2.112(4) . ?
Ir1 Cl1 2.4584(11) . ?
N1 C1 1.335(6) . ?
N1 C5 1.375(6) . ?
N2 C10 1.349(6) . ?
N2 C6 1.368(6) . ?
N2 C11 1.476(6) . ?
N3 C12 1.336(6) . ?
N3 C16 1.365(6) . ?
N4 C21 1.346(7) . ?
N4 C17 1.367(6) . ?
N4 C22 1.480(7) . ?
N5 C23 1.126(6) . ?
C1 C2 1.378(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.481(6) . ?
C6 C7 1.399(7) . ?
C7 C8 1.406(6) . ?
C8 C9 1.372(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.376(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.374(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.480(7) . ?
C17 C18 1.402(7) . ?
C18 C19 1.394(7) . ?
C19 C20 1.375(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.362(8) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.460(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
P1 F1 1.570(4) . ?
P1 F4 1.586(4) . ?
P1 F2 1.594(4) . ?
P1 F3 1.593(4) . ?
P1 F6 1.596(4) . ?
P1 F5 1.601(4) . ?
P2 F12 1.558(4) . ?
P2 F8 1.562(4) . ?
P2 F11 1.574(4) . ?
P2 F7 1.574(4) . ?
P2 F10 1.581(4) . ?
P2 F9 1.601(4) . ?
O1 N6 1.163(10) . ?
O2 N6 1.350(13) . ?
N6 C25 1.447(14) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C18 Ir1 C7 89.97(18) . . ?
C18 Ir1 N1 97.35(17) . . ?
C7 Ir1 N1 80.09(18) . . ?
C18 Ir1 N3 79.79(18) . . ?
C7 Ir1 N3 95.71(18) . . ?
N1 Ir1 N3 174.97(14) . . ?
C18 Ir1 N5 89.59(17) . . ?
C7 Ir1 N5 178.11(17) . . ?
N1 Ir1 N5 98.14(15) . . ?
N3 Ir1 N5 86.02(15) . . ?
C18 Ir1 Cl1 178.24(14) . . ?
C7 Ir1 Cl1 90.83(13) . . ?
N1 Ir1 Cl1 84.33(11) . . ?
N3 Ir1 Cl1 98.58(12) . . ?
N5 Ir1 Cl1 89.65(11) . . ?
C1 N1 C5 119.8(4) . . ?
C1 N1 Ir1 122.3(3) . . ?
C5 N1 Ir1 117.6(3) . . ?
C10 N2 C6 120.3(4) . . ?
C10 N2 C11 115.9(4) . . ?
C6 N2 C11 123.7(4) . . ?
C12 N3 C16 120.6(4) . . ?
C12 N3 Ir1 121.9(3) . . ?
C16 N3 Ir1 117.4(3) . . ?
C21 N4 C17 120.2(4) . . ?
C21 N4 C22 116.1(4) . . ?
C17 N4 C22 123.7(5) . . ?
C23 N5 Ir1 171.4(4) . . ?
N1 C1 C2 122.8(5) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 118.1(5) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.7(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
N1 C5 C4 119.1(4) . . ?
N1 C5 C6 111.1(4) . . ?
C4 C5 C6 129.8(4) . . ?
N2 C6 C7 119.8(4) . . ?
N2 C6 C5 124.4(4) . . ?
C7 C6 C5 115.7(4) . . ?
C6 C7 C8 118.4(4) . . ?
C6 C7 Ir1 115.1(3) . . ?
C8 C7 Ir1 126.4(4) . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 118.6(4) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
N2 C10 C9 122.0(4) . . ?
N2 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 122.6(5) . . ?
N3 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C14 C13 C12 118.0(5) . . ?
C14 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
C13 C14 C15 119.9(5) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C16 C15 C14 120.2(5) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N3 C16 C15 118.7(5) . . ?
N3 C16 C17 111.6(4) . . ?
C15 C16 C17 129.7(5) . . ?
N4 C17 C18 120.0(4) . . ?
N4 C17 C16 124.4(4) . . ?
C18 C17 C16 115.6(4) . . ?
C19 C18 C17 118.5(4) . . ?
C19 C18 Ir1 126.2(4) . . ?
C17 C18 Ir1 115.4(3) . . ?
C20 C19 C18 120.0(5) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
N4 C21 C20 121.7(5) . . ?
N4 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 C24 179.3(6) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
F1 P1 F4 91.0(3) . . ?
F1 P1 F2 90.3(3) . . ?
F4 P1 F2 178.7(3) . . ?
F1 P1 F3 178.9(3) . . ?
F4 P1 F3 89.9(3) . . ?
F2 P1 F3 88.8(3) . . ?
F1 P1 F6 91.2(2) . . ?
F4 P1 F6 88.4(2) . . ?
F2 P1 F6 91.4(2) . . ?
F3 P1 F6 88.2(2) . . ?
F1 P1 F5 89.4(2) . . ?
F4 P1 F5 90.9(2) . . ?
F2 P1 F5 89.3(2) . . ?
F3 P1 F5 91.3(2) . . ?
F6 P1 F5 179.1(2) . . ?
F12 P2 F8 91.0(3) . . ?
F12 P2 F11 176.4(3) . . ?
F8 P2 F11 92.3(3) . . ?
F12 P2 F7 89.2(3) . . ?
F8 P2 F7 92.5(3) . . ?
F11 P2 F7 92.2(2) . . ?
F12 P2 F10 90.4(3) . . ?
F8 P2 F10 178.2(3) . . ?
F11 P2 F10 86.3(3) . . ?
F7 P2 F10 88.6(2) . . ?
F12 P2 F9 90.8(3) . . ?
F8 P2 F9 88.3(3) . . ?
F11 P2 F9 87.8(3) . . ?
F7 P2 F9 179.1(3) . . ?
F10 P2 F9 90.5(2) . . ?
O1 N6 O2 113.3(10) . . ?
O1 N6 C25 122.8(13) . . ?
O2 N6 C25 123.0(10) . . ?
N6 C25 H25A 109.5 . . ?
N6 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N6 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
C18 Ir1 N1 C1 93.9(4) . . . . ?
C7 Ir1 N1 C1 -177.5(4) . . . . ?
N3 Ir1 N1 C1 148.9(15) . . . . ?
N5 Ir1 N1 C1 3.2(4) . . . . ?
Cl1 Ir1 N1 C1 -85.6(3) . . . . ?
C18 Ir1 N1 C5 -92.1(3) . . . . ?
C7 Ir1 N1 C5 -3.4(3) . . . . ?
N3 Ir1 N1 C5 -37.1(17) . . . . ?
N5 Ir1 N1 C5 177.3(3) . . . . ?
Cl1 Ir1 N1 C5 88.4(3) . . . . ?
C18 Ir1 N3 C12 179.1(4) . . . . ?
C7 Ir1 N3 C12 90.2(4) . . . . ?
N1 Ir1 N3 C12 123.5(16) . . . . ?
N5 Ir1 N3 C12 -90.6(4) . . . . ?
Cl1 Ir1 N3 C12 -1.5(4) . . . . ?
C18 Ir1 N3 C16 2.0(3) . . . . ?
C7 Ir1 N3 C16 -87.0(3) . . . . ?
N1 Ir1 N3 C16 -53.7(17) . . . . ?
N5 Ir1 N3 C16 92.3(3) . . . . ?
Cl1 Ir1 N3 C16 -178.7(3) . . . . ?
C18 Ir1 N5 C23 41(3) . . . . ?
C7 Ir1 N5 C23 118(5) . . . . ?
N1 Ir1 N5 C23 139(3) . . . . ?
N3 Ir1 N5 C23 -39(3) . . . . ?
Cl1 Ir1 N5 C23 -137(3) . . . . ?
C5 N1 C1 C2 -0.9(7) . . . . ?
Ir1 N1 C1 C2 173.0(4) . . . . ?
N1 C1 C2 C3 -1.3(8) . . . . ?
C1 C2 C3 C4 1.0(8) . . . . ?
C2 C3 C4 C5 1.5(9) . . . . ?
C1 N1 C5 C4 3.4(7) . . . . ?
Ir1 N1 C5 C4 -170.8(4) . . . . ?
C1 N1 C5 C6 -179.3(4) . . . . ?
Ir1 N1 C5 C6 6.5(5) . . . . ?
C3 C4 C5 N1 -3.7(8) . . . . ?
C3 C4 C5 C6 179.6(5) . . . . ?
C10 N2 C6 C7 -4.6(6) . . . . ?
C11 N2 C6 C7 172.8(4) . . . . ?
C10 N2 C6 C5 177.5(4) . . . . ?
C11 N2 C6 C5 -5.1(7) . . . . ?
N1 C5 C6 N2 171.0(4) . . . . ?
C4 C5 C6 N2 -12.1(8) . . . . ?
N1 C5 C6 C7 -7.0(6) . . . . ?
C4 C5 C6 C7 169.9(5) . . . . ?
N2 C6 C7 C8 3.3(6) . . . . ?
C5 C6 C7 C8 -178.6(4) . . . . ?
N2 C6 C7 Ir1 -173.6(3) . . . . ?
C5 C6 C7 Ir1 4.5(5) . . . . ?
C18 Ir1 C7 C6 96.7(3) . . . . ?
N1 Ir1 C7 C6 -0.7(3) . . . . ?
N3 Ir1 C7 C6 176.5(3) . . . . ?
N5 Ir1 C7 C6 20(5) . . . . ?
Cl1 Ir1 C7 C6 -84.8(3) . . . . ?
C18 Ir1 C7 C8 -80.0(4) . . . . ?
N1 Ir1 C7 C8 -177.4(4) . . . . ?
N3 Ir1 C7 C8 -0.2(4) . . . . ?
N5 Ir1 C7 C8 -156(5) . . . . ?
Cl1 Ir1 C7 C8 98.5(4) . . . . ?
C6 C7 C8 C9 0.4(7) . . . . ?
Ir1 C7 C8 C9 177.0(3) . . . . ?
C7 C8 C9 C10 -2.9(7) . . . . ?
C6 N2 C10 C9 2.0(7) . . . . ?
C11 N2 C10 C9 -175.5(5) . . . . ?
C8 C9 C10 N2 1.7(7) . . . . ?
C16 N3 C12 C13 2.0(8) . . . . ?
Ir1 N3 C12 C13 -175.1(4) . . . . ?
N3 C12 C13 C14 -0.9(9) . . . . ?
C12 C13 C14 C15 0.5(10) . . . . ?
C13 C14 C15 C16 -1.2(10) . . . . ?
C12 N3 C16 C15 -2.6(7) . . . . ?
Ir1 N3 C16 C15 174.6(4) . . . . ?
C12 N3 C16 C17 178.6(4) . . . . ?
Ir1 N3 C16 C17 -4.2(5) . . . . ?
C14 C15 C16 N3 2.2(9) . . . . ?
C14 C15 C16 C17 -179.3(6) . . . . ?
C21 N4 C17 C18 2.4(7) . . . . ?
C22 N4 C17 C18 -176.3(5) . . . . ?
C21 N4 C17 C16 -177.5(5) . . . . ?
C22 N4 C17 C16 3.8(8) . . . . ?
N3 C16 C17 N4 -175.2(4) . . . . ?
C15 C16 C17 N4 6.2(8) . . . . ?
N3 C16 C17 C18 4.9(6) . . . . ?
C15 C16 C17 C18 -173.7(5) . . . . ?
N4 C17 C18 C19 -2.3(7) . . . . ?
C16 C17 C18 C19 177.6(4) . . . . ?
N4 C17 C18 Ir1 176.6(3) . . . . ?
C16 C17 C18 Ir1 -3.4(5) . . . . ?
C7 Ir1 C18 C19 -84.4(4) . . . . ?
N1 Ir1 C18 C19 -4.4(4) . . . . ?
N3 Ir1 C18 C19 179.8(4) . . . . ?
N5 Ir1 C18 C19 93.7(4) . . . . ?
Cl1 Ir1 C18 C19 158(4) . . . . ?
C7 Ir1 C18 C17 96.7(4) . . . . ?
N1 Ir1 C18 C17 176.7(3) . . . . ?
N3 Ir1 C18 C17 0.9(3) . . . . ?
N5 Ir1 C18 C17 -85.1(3) . . . . ?
Cl1 Ir1 C18 C17 -21(4) . . . . ?
C17 C18 C19 C20 0.3(7) . . . . ?
Ir1 C18 C19 C20 -178.5(4) . . . . ?
C18 C19 C20 C21 1.7(8) . . . . ?
C17 N4 C21 C20 -0.4(8) . . . . ?
C22 N4 C21 C20 178.4(5) . . . . ?
C19 C20 C21 N4 -1.7(8) . . . . ?
Ir1 N5 C23 C24 80(50) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        26.41
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         1.705
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.145
####################################################################### 
# 
# 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_s3630
_database_code_depnum_ccdc_archive 'CCDC 1427671'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C32 H28 Ir N6, 1.5(C3 H6 O), 3(F6 P), 0.25(C4 H5 O)'
_chemical_formula_sum            'C37.50 H38.25 F18 Ir N6 O1.75 P3'
_chemical_formula_weight         1228.10

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.3456(19)
_cell_length_b                   13.3584(19)
_cell_length_c                   13.788(2)
_cell_angle_alpha                70.073(2)
_cell_angle_beta                 87.824(3)
_cell_angle_gamma                80.281(2)
_cell_volume                     2277.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      26.42

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1207
_exptl_absorpt_coefficient_mu    3.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13319
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         26.43
_reflns_number_total             9112
_reflns_number_gt                8651
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0513P)²+4.0141P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9112
_refine_ls_number_parameters     793
_refine_ls_number_restraints     208
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0831
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.008
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.788132(10) 0.257120(10) 0.148710(10) 0.01852(6) Uani 1 1 d . . .
N1 N 0.7229(2) 0.2062(2) 0.0461(2) 0.0206(6) Uani 1 1 d . . .
N2 N 0.6337(3) -0.0082(3) 0.2596(3) 0.0370(9) Uani 1 1 d . . .
N3 N 0.8437(3) 0.3075(3) 0.2572(2) 0.0264(7) Uani 1 1 d . . .
N4 N 0.6057(3) 0.4927(3) 0.2461(2) 0.0267(7) Uani 1 1 d . . .
N5 N 0.9231(2) 0.1590(3) 0.1236(3) 0.0306(8) Uani 1 1 d . . .
N6 N 0.8639(2) 0.3686(2) 0.0337(3) 0.0235(6) Uani 1 1 d . . .
C1 C 0.7245(3) 0.2545(3) -0.0552(3) 0.0264(8) Uani 1 1 d . . .
H1 H 0.7505 0.3204 -0.0811 0.032 Uiso 1 1 calc R . .
C2 C 0.6905(3) 0.2138(4) -0.1249(4) 0.0350(9) Uani 1 1 d . . .
H2 H 0.6919 0.2512 -0.1971 0.042 Uiso 1 1 calc R . .
C3 C 0.6546(3) 0.1180(5) -0.0870(4) 0.0449(13) Uani 1 1 d . . .
H3 H 0.6328 0.0864 -0.1330 0.054 Uiso 1 1 calc R . .
C4 C 0.6501(3) 0.0675(4) 0.0182(4) 0.0421(12) Uani 1 1 d . . .
H4 H 0.6247 0.0012 0.0443 0.051 Uiso 1 1 calc R . .
C5 C 0.6822(3) 0.1123(3) 0.0865(3) 0.0255(8) Uani 1 1 d . . .
C6 C 0.6791(3) 0.0768(3) 0.2001(3) 0.0272(8) Uani 1 1 d . . .
C7 C 0.7232(3) 0.1381(3) 0.2465(3) 0.0308(9) Uani 1 1 d . . .
C8 C 0.7145(5) 0.1117(4) 0.3523(4) 0.0539(15) Uani 1 1 d . . .
H8 H 0.7395 0.1542 0.3860 0.065 Uiso 1 1 calc R . .
C9 C 0.6700(7) 0.0247(4) 0.4095(4) 0.075(2) Uani 1 1 d . . .
H9 H 0.6664 0.0061 0.4823 0.089 Uiso 1 1 calc R . .
C10 C 0.6314(4) -0.0341(4) 0.3619(4) 0.0512(14) Uani 1 1 d . . .
H10 H 0.6021 -0.0949 0.4020 0.061 Uiso 1 1 calc R . .
C11 C 0.5870(5) -0.0777(5) 0.2179(5) 0.0680(18) Uani 1 1 d U . .
H11A H 0.5625 -0.1347 0.2748 0.102 Uiso 1 1 calc R . .
H11B H 0.6377 -0.1105 0.1794 0.102 Uiso 1 1 calc R . .
H11C H 0.5299 -0.0343 0.1716 0.102 Uiso 1 1 calc R . .
C12 C 0.9352(4) 0.2652(4) 0.3021(4) 0.0389(10) Uani 1 1 d . . .
H12 H 0.9755 0.2086 0.2841 0.047 Uiso 1 1 calc R . .
C13 C 0.9736(4) 0.3010(4) 0.3744(4) 0.0422(11) Uani 1 1 d . . .
H13 H 1.0379 0.2677 0.4072 0.051 Uiso 1 1 calc R . .
C14 C 0.9177(4) 0.3844(5) 0.3972(4) 0.0455(12) Uani 1 1 d . . .
H14 H 0.9432 0.4115 0.4450 0.055 Uiso 1 1 calc R . .
C15 C 0.8230(3) 0.4295(4) 0.3502(4) 0.0411(11) Uani 1 1 d . . .
H15 H 0.7839 0.4885 0.3655 0.049 Uiso 1 1 calc R . .
C16 C 0.7845(3) 0.3897(3) 0.2811(3) 0.0248(8) Uani 1 1 d . . .
C17 C 0.6833(3) 0.4186(3) 0.2304(3) 0.0232(7) Uani 1 1 d . . .
C18 C 0.6671(3) 0.3598(3) 0.1668(3) 0.0215(7) Uani 1 1 d . . .
C19 C 0.5694(3) 0.3743(3) 0.1264(3) 0.0262(8) Uani 1 1 d . . .
H19 H 0.5563 0.3352 0.0835 0.031 Uiso 1 1 calc R . .
C20 C 0.4916(3) 0.4454(3) 0.1485(3) 0.0315(9) Uani 1 1 d . . .
H20 H 0.4244 0.4531 0.1235 0.038 Uiso 1 1 calc R . .
C21 C 0.5126(3) 0.5044(3) 0.2066(3) 0.0306(9) Uani 1 1 d . . .
H21 H 0.4597 0.5553 0.2193 0.037 Uiso 1 1 calc R . .
C22 C 0.6175(4) 0.5651(4) 0.3050(4) 0.0434(11) Uani 1 1 d . . .
H22A H 0.6291 0.5223 0.3783 0.065 Uiso 1 1 calc R . .
H22B H 0.5556 0.6188 0.2966 0.065 Uiso 1 1 calc R . .
H22C H 0.6756 0.6020 0.2790 0.065 Uiso 1 1 calc R . .
C23 C 0.9484(4) 0.0518(4) 0.1736(5) 0.0496(14) Uani 1 1 d . . .
H23 H 0.9084 0.0174 0.2296 0.059 Uiso 1 1 calc R . .
C24 C 1.0309(4) -0.0092(5) 0.1455(7) 0.076(2) Uani 1 1 d . . .
H24 H 1.0469 -0.0848 0.1811 0.092 Uiso 1 1 calc R . .
C25 C 1.0892(5) 0.0407(6) 0.0656(8) 0.083(3) Uani 1 1 d . . .
H25 H 1.1461 -0.0003 0.0453 0.100 Uiso 1 1 calc R . .
C26 C 1.0653(4) 0.1512(5) 0.0140(6) 0.0598(16) Uani 1 1 d . . .
H26 H 1.1050 0.1870 -0.0416 0.072 Uiso 1 1 calc R . .
C27 C 0.9815(3) 0.2074(4) 0.0464(4) 0.0360(10) Uani 1 1 d . . .
C28 C 0.9496(3) 0.3243(3) -0.0036(3) 0.0299(9) Uani 1 1 d . . .
C29 C 1.0012(3) 0.3879(4) -0.0851(4) 0.0403(11) Uani 1 1 d . . .
H29 H 1.0610 0.3564 -0.1106 0.048 Uiso 1 1 calc R . .
C30 C 0.9648(4) 0.4968(5) -0.1285(4) 0.0461(12) Uani 1 1 d . . .
H30 H 0.9988 0.5407 -0.1846 0.055 Uiso 1 1 calc R . .
C31 C 0.8789(4) 0.5415(4) -0.0899(3) 0.0377(10) Uani 1 1 d . . .
H31 H 0.8533 0.6166 -0.1184 0.045 Uiso 1 1 calc R . .
C32 C 0.8303(3) 0.4750(3) -0.0084(3) 0.0268(8) Uani 1 1 d . . .
H32 H 0.7712 0.5060 0.0184 0.032 Uiso 1 1 calc R . .
P1 P 0.59134(11) 0.26061(12) 0.55246(11) 0.0461(3) Uani 1 1 d . . .
F1 F 0.5783(8) 0.3148(6) 0.4340(7) 0.091(3) Uani 0.819(11) 1 d P A 1
F2 F 0.6129(7) 0.3700(5) 0.5622(7) 0.120(3) Uani 0.819(11) 1 d P A 1
F3 F 0.6078(4) 0.2042(6) 0.6738(3) 0.091(2) Uani 0.819(11) 1 d P A 1
F4 F 0.5726(5) 0.1493(4) 0.5439(5) 0.0546(14) Uani 0.819(11) 1 d P A 1
F1B F 0.557(2) 0.271(3) 0.430(2) 0.067(9) Uani 0.181(11) 1 d P A 2
F2B F 0.5452(18) 0.3964(14) 0.4977(19) 0.073(8) Uani 0.181(11) 1 d P A 2
F3B F 0.609(2) 0.304(3) 0.637(2) 0.082(8) Uani 0.181(11) 1 d PU A 2
F4B F 0.610(2) 0.148(2) 0.584(2) 0.073(8) Uani 0.181(11) 1 d P A 2
F5 F 0.4727(3) 0.2824(3) 0.5729(3) 0.0674(9) Uani 1 1 d . A .
F6 F 0.7088(3) 0.2307(5) 0.5340(4) 0.1012(16) Uani 1 1 d . A .
P2 P 0.64242(10) 0.74961(10) 0.00142(11) 0.0418(3) Uani 1 1 d . . .
F7 F 0.7271(3) 0.6710(3) 0.0866(3) 0.0736(11) Uani 1 1 d . B .
F8 F 0.5589(3) 0.8249(4) -0.0815(3) 0.0945(15) Uani 1 1 d . B .
F9 F 0.5723(4) 0.7522(5) 0.0966(4) 0.0485(15) Uani 0.608(8) 1 d P B 1
F10 F 0.6105(4) 0.6339(4) 0.0118(4) 0.0425(15) Uani 0.608(8) 1 d P B 1
F11 F 0.7258(6) 0.7320(4) -0.0817(5) 0.0593(19) Uani 0.608(8) 1 d P B 1
F12 F 0.6839(6) 0.8518(5) -0.0012(8) 0.088(3) Uani 0.608(8) 1 d P B 1
F9B F 0.5424(7) 0.6939(8) 0.0347(6) 0.059(3) Uani 0.392(8) 1 d P B 2
F10B F 0.6637(9) 0.7042(8) -0.0898(7) 0.056(3) Uani 0.392(8) 1 d P B 2
F11B F 0.7215(9) 0.8291(12) -0.0426(9) 0.083(4) Uani 0.392(8) 1 d P B 2
F12B F 0.6030(7) 0.8128(8) 0.0805(7) 0.057(3) Uani 0.392(8) 1 d P B 2
P3 P 0.13160(10) 0.25225(11) 0.66945(15) 0.0553(4) Uani 1 1 d . . .
F13 F 0.1715(3) 0.1506(3) 0.7683(5) 0.115(2) Uani 1 1 d . C .
F14 F 0.0918(3) 0.3541(4) 0.5707(3) 0.0844(12) Uani 1 1 d . C .
F15 F 0.0200(5) 0.2379(6) 0.7322(9) 0.073(3) Uani 0.507(12) 1 d P C 1
F16 F 0.1282(8) 0.1538(7) 0.6414(9) 0.089(4) Uani 0.507(12) 1 d P C 1
F17 F 0.2439(12) 0.2554(10) 0.6462(14) 0.054(3) Uani 0.507(12) 1 d P C 1
F18 F 0.1401(9) 0.3350(8) 0.7375(8) 0.060(3) Uani 0.507(12) 1 d P C 1
F15B F 0.0233(5) 0.2257(6) 0.6503(9) 0.066(3) Uani 0.493(12) 1 d P C 2
F16B F 0.1706(7) 0.2010(9) 0.5709(8) 0.077(4) Uani 0.493(12) 1 d P C 2
F17B F 0.2414(10) 0.2892(11) 0.6528(13) 0.046(3) Uani 0.493(12) 1 d P C 2
F18B F 0.0955(8) 0.3168(10) 0.7322(8) 0.065(3) Uani 0.493(12) 1 d P C 2
O1S O -0.2724(2) 0.4700(3) 0.7683(2) 0.0409(7) Uani 1 1 d D . .
C1S C -0.2494(4) 0.4930(5) 0.6802(4) 0.0528(14) Uani 1 1 d D . .
C2S C -0.1598(6) 0.4271(8) 0.6485(7) 0.098(3) Uani 1 1 d D . .
H2S1 H -0.1279 0.3695 0.7097 0.146 Uiso 1 1 calc R . .
H2S2 H -0.1104 0.4737 0.6142 0.146 Uiso 1 1 calc R . .
H2S3 H -0.1829 0.3951 0.6008 0.146 Uiso 1 1 calc R . .
C3S C -0.3104(7) 0.5755(8) 0.5975(6) 0.105(3) Uani 1 1 d D . .
H3S1 H -0.3181 0.6447 0.6093 0.157 Uiso 1 1 calc R . .
H3S2 H -0.3775 0.5558 0.5953 0.157 Uiso 1 1 calc R . .
H3S3 H -0.2768 0.5821 0.5316 0.157 Uiso 1 1 calc R . .
O2S O -0.1393(9) 0.8075(10) 0.7477(11) 0.048(3) Uani 0.25 1 d PDU D 1
C4S C -0.2221(12) 0.8462(13) 0.7131(14) 0.036(3) Uani 0.25 1 d PDU D 1
C5S C -0.2810(13) 0.9454(13) 0.7248(18) 0.031(3) Uani 0.25 1 d PDU D 1
H5S1 H -0.2360 0.9819 0.7507 0.047 Uiso 0.25 1 calc PR D 1
H5S2 H -0.3357 0.9264 0.7737 0.047 Uiso 0.25 1 calc PR D 1
H5S3 H -0.3103 0.9936 0.6577 0.047 Uiso 0.25 1 calc PR D 1
C6S C -0.2792(17) 0.7820(16) 0.6761(15) 0.051(3) Uani 0.25 1 d PDU D 1
H6S1 H -0.2338 0.7173 0.6732 0.076 Uiso 0.25 1 calc PR D 1
H6S2 H -0.3075 0.8249 0.6070 0.076 Uiso 0.25 1 calc PR D 1
H6S3 H -0.3347 0.7606 0.7233 0.076 Uiso 0.25 1 calc PR D 1
O2T O -0.1990(11) 0.7833(11) 0.6907(11) 0.051(3) Uani 0.25 1 d PDU E 2
C4T C -0.2683(11) 0.8455(12) 0.7024(14) 0.029(3) Uani 0.25 1 d PDU E 2
C5T C -0.2402(17) 0.9378(16) 0.7241(19) 0.040(4) Uani 0.25 1 d PDU E 2
H5T1 H -0.1663 0.9269 0.7338 0.060 Uiso 0.25 1 calc PR E 2
H5T2 H -0.2736 0.9436 0.7870 0.060 Uiso 0.25 1 calc PR E 2
H5T3 H -0.2621 1.0042 0.6660 0.060 Uiso 0.25 1 calc PR E 2
C6T C -0.3746(12) 0.8419(17) 0.6836(14) 0.043(4) Uani 0.25 1 d PDU E 2
H6T1 H -0.3788 0.7757 0.6692 0.065 Uiso 0.25 1 calc PR E 2
H6T2 H -0.4019 0.9049 0.6242 0.065 Uiso 0.25 1 calc PR E 2
H6T3 H -0.4142 0.8427 0.7447 0.065 Uiso 0.25 1 calc PR E 2
C7S C -0.0829(12) 0.9540(13) 0.5985(12) 0.030(3) Uiso 0.107(8) 1 d PDU F -3
C8S C -0.010(3) 1.014(2) 0.531(3) 0.038(5) Uiso 0.107(8) 1 d PDU F -3
O3S O 0.0410(12) 0.9667(13) 0.4617(13) 0.042(3) Uiso 0.107(8) 1 d PDU F -3
C9S C 0.0826(17) 1.0363(18) 0.3741(15) 0.057(5) Uiso 0.107(8) 1 d PDU F -3
C10S C 0.192(2) 1.016(4) 0.357(4) 0.064(11) Uiso 0.107(8) 1 d PDU F -3
C7T C -0.157(2) 1.011(2) 0.6499(18) 0.029(6) Uiso 0.143(8) 1 d PDU F -4
C8T C -0.0829(12) 0.9540(13) 0.5985(12) 0.030(3) Uiso 0.143(8) 1 d PDU F -4
O3T O -0.0500(13) 1.0053(17) 0.5022(13) 0.034(4) Uiso 0.143(8) 1 d PDU F -4
C9T C 0.0410(12) 0.9667(13) 0.4617(13) 0.042(3) Uiso 0.143(8) 1 d PDU F -4
C10T C 0.0826(17) 1.0363(18) 0.3741(15) 0.057(5) Uiso 0.143(8) 1 d PDU F -4


_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 2.002(4) . ?
Ir1 C7 2.003(4) . ?
Ir1 N1 2.043(3) . ?
Ir1 N3 2.044(3) . ?
Ir1 N6 2.128(3) . ?
Ir1 N5 2.133(3) . ?
N1 C1 1.325(5) . ?
N1 C5 1.382(5) . ?
N2 C10 1.333(7) . ?
N2 C6 1.374(5) . ?
N2 C11 1.473(7) . ?
N3 C12 1.334(6) . ?
N3 C16 1.368(5) . ?
N4 C21 1.339(6) . ?
N4 C17 1.371(5) . ?
N4 C22 1.489(5) . ?
N5 C27 1.340(6) . ?
N5 C23 1.349(6) . ?
N6 C32 1.343(5) . ?
N6 C28 1.363(5) . ?
C1 C2 1.377(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.370(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.476(6) . ?
C6 C7 1.404(6) . ?
C7 C8 1.385(6) . ?
C8 C9 1.378(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.351(9) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.390(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.355(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.475(5) . ?
C17 C18 1.405(5) . ?
C18 C19 1.394(5) . ?
C19 C20 1.384(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.366(6) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.380(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.369(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(10) . ?
C25 H25 0.9500 . ?
C26 C27 1.386(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.470(6) . ?
C28 C29 1.395(6) . ?
C29 C30 1.378(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.376(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.389(6) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
P1 F4B 1.40(3) . ?
P1 F3B 1.51(3) . ?
P1 F1 1.547(9) . ?
P1 F6 1.584(4) . ?
P1 F2 1.586(5) . ?
P1 F3 1.590(5) . ?
P1 F4 1.592(5) . ?
P1 F5 1.593(4) . ?
P1 F2B 1.722(19) . ?
P1 F1B 1.72(3) . ?
P2 F12 1.547(6) . ?
P2 F10B 1.570(8) . ?
P2 F8 1.579(4) . ?
P2 F11B 1.581(9) . ?
P2 F9 1.589(5) . ?
P2 F9B 1.612(7) . ?
P2 F11 1.614(5) . ?
P2 F12B 1.615(7) . ?
P2 F7 1.618(4) . ?
P2 F10 1.630(4) . ?
P3 F18B 1.435(9) . ?
P3 F16 1.500(7) . ?
P3 F17 1.525(17) . ?
P3 F13 1.591(5) . ?
P3 F14 1.592(5) . ?
P3 F15B 1.597(6) . ?
P3 F17B 1.608(13) . ?
P3 F18 1.695(9) . ?
P3 F15 1.699(8) . ?
P3 F16B 1.745(8) . ?
O1S C1S 1.189(6) . ?
C1S C3S 1.445(8) . ?
C1S C2S 1.505(8) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
C3S H3S1 0.9800 . ?
C3S H3S2 0.9800 . ?
C3S H3S3 0.9800 . ?
O2S C4S 1.182(15) . ?
C4S C6S 1.457(17) . ?
C4S C5S 1.477(15) . ?
C5S H5S1 0.9800 . ?
C5S H5S2 0.9800 . ?
C5S H5S3 0.9800 . ?
C6S H6S1 0.9800 . ?
C6S H6S2 0.9800 . ?
C6S H6S3 0.9800 . ?
O2T C4T 1.180(15) . ?
C4T C6T 1.463(16) . ?
C4T C5T 1.471(15) . ?
C5T H5T1 0.9800 . ?
C5T H5T2 0.9800 . ?
C5T H5T3 0.9800 . ?
C6T H6T1 0.9800 . ?
C6T H6T2 0.9800 . ?
C6T H6T3 0.9800 . ?
C7S C8S 1.465(14) . ?
C8S O3S 1.412(13) . ?
O3S C9S 1.410(10) . ?
C9S C10S 1.466(14) . ?

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 87.25(16) . . ?
C18 Ir1 N1 97.55(13) . . ?
C7 Ir1 N1 79.88(15) . . ?
C18 Ir1 N3 79.32(14) . . ?
C7 Ir1 N3 97.12(15) . . ?
N1 Ir1 N3 175.81(12) . . ?
C18 Ir1 N6 99.01(13) . . ?
C7 Ir1 N6 172.11(13) . . ?
N1 Ir1 N6 94.46(12) . . ?
N3 Ir1 N6 88.81(12) . . ?
C18 Ir1 N5 175.29(13) . . ?
C7 Ir1 N5 97.34(15) . . ?
N1 Ir1 N5 84.36(12) . . ?
N3 Ir1 N5 98.97(14) . . ?
N6 Ir1 N5 76.51(13) . . ?
C1 N1 C5 119.9(3) . . ?
C1 N1 Ir1 123.1(3) . . ?
C5 N1 Ir1 116.8(3) . . ?
C10 N2 C6 120.7(4) . . ?
C10 N2 C11 115.4(4) . . ?
C6 N2 C11 124.0(4) . . ?
C12 N3 C16 120.0(3) . . ?
C12 N3 Ir1 122.4(3) . . ?
C16 N3 Ir1 117.6(3) . . ?
C21 N4 C17 120.3(3) . . ?
C21 N4 C22 115.6(3) . . ?
C17 N4 C22 124.0(4) . . ?
C27 N5 C23 118.8(4) . . ?
C27 N5 Ir1 116.2(3) . . ?
C23 N5 Ir1 124.7(3) . . ?
C32 N6 C28 118.9(3) . . ?
C32 N6 Ir1 125.4(3) . . ?
C28 N6 Ir1 115.5(3) . . ?
N1 C1 C2 123.3(4) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 118.0(4) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
N1 C5 C4 118.1(4) . . ?
N1 C5 C6 111.5(3) . . ?
C4 C5 C6 130.4(4) . . ?
N2 C6 C7 120.3(4) . . ?
N2 C6 C5 123.8(4) . . ?
C7 C6 C5 115.9(3) . . ?
C8 C7 C6 117.1(4) . . ?
C8 C7 Ir1 127.9(3) . . ?
C6 C7 Ir1 115.0(3) . . ?
C9 C8 C7 120.8(5) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C10 C9 C8 120.0(5) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
N2 C10 C9 121.1(4) . . ?
N2 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 122.3(4) . . ?
N3 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C14 C13 C12 118.8(4) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 119.4(4) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 120.8(4) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
N3 C16 C15 118.7(4) . . ?
N3 C16 C17 111.7(3) . . ?
C15 C16 C17 129.6(4) . . ?
N4 C17 C18 120.0(3) . . ?
N4 C17 C16 124.5(3) . . ?
C18 C17 C16 115.4(3) . . ?
C19 C18 C17 118.1(3) . . ?
C19 C18 Ir1 126.4(3) . . ?
C17 C18 Ir1 115.4(3) . . ?
C20 C19 C18 120.2(4) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 119.2(4) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
N4 C21 C20 121.9(4) . . ?
N4 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 C24 121.8(6) . . ?
N5 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 119.0(6) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 120.1(5) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 117.7(6) . . ?
C25 C26 H26 121.1 . . ?
C27 C26 H26 121.1 . . ?
N5 C27 C26 122.5(5) . . ?
N5 C27 C28 115.6(4) . . ?
C26 C27 C28 121.9(5) . . ?
N6 C28 C29 120.8(4) . . ?
N6 C28 C27 115.7(4) . . ?
C29 C28 C27 123.5(4) . . ?
C30 C29 C28 119.6(4) . . ?
C30 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C31 C30 C29 119.5(4) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C30 C31 C32 118.9(4) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
N6 C32 C31 122.3(4) . . ?
N6 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
F4B P1 F3B 113.6(17) . . ?
F4B P1 F1 112.9(12) . . ?
F3B P1 F1 132.1(13) . . ?
F4B P1 F6 75.2(13) . . ?
F3B P1 F6 93.7(10) . . ?
F1 P1 F6 87.1(4) . . ?
F4B P1 F2 150.4(14) . . ?
F3B P1 F2 41.8(12) . . ?
F1 P1 F2 90.4(5) . . ?
F6 P1 F2 88.6(4) . . ?
F4B P1 F3 66.8(13) . . ?
F3B P1 F3 48.0(12) . . ?
F1 P1 F3 178.5(4) . . ?
F6 P1 F3 91.4(3) . . ?
F2 P1 F3 89.5(4) . . ?
F4B P1 F4 28.2(12) . . ?
F3B P1 F4 137.6(13) . . ?
F1 P1 F4 90.3(3) . . ?
F6 P1 F4 90.1(3) . . ?
F2 P1 F4 178.5(4) . . ?
F3 P1 F4 89.7(3) . . ?
F4B P1 F5 101.0(13) . . ?
F3B P1 F5 88.3(10) . . ?
F1 P1 F5 94.0(4) . . ?
F6 P1 F5 176.1(3) . . ?
F2 P1 F5 95.0(3) . . ?
F3 P1 F5 87.5(2) . . ?
F4 P1 F5 86.3(3) . . ?
F4B P1 F2B 166.7(14) . . ?
F3B P1 F2B 77.1(13) . . ?
F1 P1 F2B 59.0(9) . . ?
F6 P1 F2B 113.1(8) . . ?
F2 P1 F2B 42.8(7) . . ?
F3 P1 F2B 121.7(9) . . ?
F4 P1 F2B 138.6(7) . . ?
F5 P1 F2B 70.5(8) . . ?
F4B P1 F1B 91.7(16) . . ?
F3B P1 F1B 154.7(17) . . ?
F1 P1 F1B 24.5(12) . . ?
F6 P1 F1B 93.4(10) . . ?
F2 P1 F1B 114.2(13) . . ?
F3 P1 F1B 155.9(13) . . ?
F4 P1 F1B 66.7(12) . . ?
F5 P1 F1B 86.2(11) . . ?
F2B P1 F1B 77.7(13) . . ?
F12 P2 F10B 120.2(5) . . ?
F12 P2 F8 88.4(4) . . ?
F10B P2 F8 77.9(4) . . ?
F12 P2 F11B 31.4(4) . . ?
F10B P2 F11B 90.5(6) . . ?
F8 P2 F11B 91.8(6) . . ?
F12 P2 F9 92.1(4) . . ?
F10B P2 F9 145.9(5) . . ?
F8 P2 F9 93.8(2) . . ?
F11B P2 F9 123.0(5) . . ?
F12 P2 F9B 140.1(5) . . ?
F10B P2 F9B 92.5(6) . . ?
F8 P2 F9B 76.1(4) . . ?
F11B P2 F9B 166.5(7) . . ?
F9 P2 F9B 53.5(4) . . ?
F12 P2 F11 89.7(4) . . ?
F10B P2 F11 36.1(4) . . ?
F8 P2 F11 95.3(3) . . ?
F11B P2 F11 58.3(5) . . ?
F9 P2 F11 170.8(3) . . ?
F9B P2 F11 127.7(4) . . ?
F12 P2 F12B 58.6(4) . . ?
F10B P2 F12B 168.8(5) . . ?
F8 P2 F12B 90.9(4) . . ?
F11B P2 F12B 89.8(6) . . ?
F9 P2 F12B 33.5(3) . . ?
F9B P2 F12B 84.7(5) . . ?
F11 P2 F12B 147.6(4) . . ?
F12 P2 F7 92.4(4) . . ?
F10B P2 F7 101.8(3) . . ?
F8 P2 F7 179.2(3) . . ?
F11B P2 F7 89.0(5) . . ?
F9 P2 F7 86.0(2) . . ?
F9B P2 F7 103.2(4) . . ?
F11 P2 F7 84.9(3) . . ?
F12B P2 F7 89.4(4) . . ?
F12 P2 F10 173.4(4) . . ?
F10B P2 F10 60.5(5) . . ?
F8 P2 F10 98.1(3) . . ?
F11B P2 F10 146.2(6) . . ?
F9 P2 F10 88.7(3) . . ?
F9B P2 F10 43.9(4) . . ?
F11 P2 F10 88.5(3) . . ?
F12B P2 F10 122.1(4) . . ?
F7 P2 F10 81.1(2) . . ?
F18B P3 F16 148.8(6) . . ?
F18B P3 F17 110.8(6) . . ?
F16 P3 F17 95.4(6) . . ?
F18B P3 F13 91.7(5) . . ?
F16 P3 F13 73.4(5) . . ?
F17 P3 F13 85.2(6) . . ?
F18B P3 F14 88.2(5) . . ?
F16 P3 F14 106.8(5) . . ?
F17 P3 F14 94.7(6) . . ?
F13 P3 F14 179.8(3) . . ?
F18B P3 F15B 96.1(5) . . ?
F16 P3 F15B 61.4(5) . . ?
F17 P3 F15B 152.4(7) . . ?
F13 P3 F15B 100.6(3) . . ?
F14 P3 F15B 79.5(3) . . ?
F18B P3 F17B 94.4(7) . . ?
F16 P3 F17B 112.9(6) . . ?
F17 P3 F17B 17.6(7) . . ?
F13 P3 F17B 92.0(6) . . ?
F14 P3 F17B 88.0(6) . . ?
F15B P3 F17B 163.3(7) . . ?
F18B P3 F18 23.9(4) . . ?
F16 P3 F18 162.6(7) . . ?
F17 P3 F18 86.9(6) . . ?
F13 P3 F18 89.7(5) . . ?
F14 P3 F18 90.2(4) . . ?
F15B P3 F18 119.8(5) . . ?
F17B P3 F18 70.6(6) . . ?
F18B P3 F15 59.7(5) . . ?
F16 P3 F15 90.6(5) . . ?
F17 P3 F15 162.8(8) . . ?
F13 P3 F15 81.0(3) . . ?
F14 P3 F15 99.0(3) . . ?
F15B P3 F15 42.3(4) . . ?
F17B P3 F15 152.6(7) . . ?
F18 P3 F15 82.7(4) . . ?
F18B P3 F16B 167.3(6) . . ?
F16 P3 F16B 40.6(4) . . ?
F17 P3 F16B 68.2(6) . . ?
F13 P3 F16B 100.7(4) . . ?
F14 P3 F16B 79.4(4) . . ?
F15B P3 F16B 84.2(5) . . ?
F17B P3 F16B 82.7(6) . . ?
F18 P3 F16B 151.8(5) . . ?
F15 P3 F16B 124.6(5) . . ?
O1S C1S C3S 123.1(6) . . ?
O1S C1S C2S 120.3(6) . . ?
C3S C1S C2S 116.3(6) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
C1S C3S H3S1 109.5 . . ?
C1S C3S H3S2 109.5 . . ?
H3S1 C3S H3S2 109.5 . . ?
C1S C3S H3S3 109.5 . . ?
H3S1 C3S H3S3 109.5 . . ?
H3S2 C3S H3S3 109.5 . . ?
O2S C4S C6S 118.5(15) . . ?
O2S C4S C5S 124.2(16) . . ?
C6S C4S C5S 116.0(15) . . ?
C4S C5S H5S1 109.5 . . ?
C4S C5S H5S2 109.5 . . ?
H5S1 C5S H5S2 109.5 . . ?
C4S C5S H5S3 109.5 . . ?
H5S1 C5S H5S3 109.5 . . ?
H5S2 C5S H5S3 109.5 . . ?
C4S C6S H6S1 109.5 . . ?
C4S C6S H6S2 109.5 . . ?
H6S1 C6S H6S2 109.5 . . ?
C4S C6S H6S3 109.5 . . ?
H6S1 C6S H6S3 109.5 . . ?
H6S2 C6S H6S3 109.5 . . ?
O2T C4T C6T 123.9(15) . . ?
O2T C4T C5T 114.9(16) . . ?
C6T C4T C5T 120.7(15) . . ?
C4T C5T H5T1 109.5 . . ?
C4T C5T H5T2 109.5 . . ?
H5T1 C5T H5T2 109.5 . . ?
C4T C5T H5T3 109.5 . . ?
H5T1 C5T H5T3 109.5 . . ?
H5T2 C5T H5T3 109.5 . . ?
C4T C6T H6T1 109.5 . . ?
C4T C6T H6T2 109.5 . . ?
H6T1 C6T H6T2 109.5 . . ?
C4T C6T H6T3 109.5 . . ?
H6T1 C6T H6T3 109.5 . . ?
H6T2 C6T H6T3 109.5 . . ?
O3S C8S C7S 116.1(14) . . ?
C9S O3S C8S 116.6(14) . . ?
O3S C9S C10S 119.3(16) . . ?

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
C18 Ir1 N1 C1 89.8(3) . . . . ?
C7 Ir1 N1 C1 175.6(3) . . . . ?
N3 Ir1 N1 C1 131.2(15) . . . . ?
N6 Ir1 N1 C1 -9.9(3) . . . . ?
N5 Ir1 N1 C1 -85.9(3) . . . . ?
C18 Ir1 N1 C5 -94.9(3) . . . . ?
C7 Ir1 N1 C5 -9.1(3) . . . . ?
N3 Ir1 N1 C5 -53.4(16) . . . . ?
N6 Ir1 N1 C5 165.4(3) . . . . ?
N5 Ir1 N1 C5 89.4(3) . . . . ?
C18 Ir1 N3 C12 174.4(4) . . . . ?
C7 Ir1 N3 C12 88.6(4) . . . . ?
N1 Ir1 N3 C12 132.5(15) . . . . ?
N6 Ir1 N3 C12 -86.2(3) . . . . ?
N5 Ir1 N3 C12 -10.0(4) . . . . ?
C18 Ir1 N3 C16 -7.3(3) . . . . ?
C7 Ir1 N3 C16 -93.2(3) . . . . ?
N1 Ir1 N3 C16 -49.3(16) . . . . ?
N6 Ir1 N3 C16 92.1(3) . . . . ?
N5 Ir1 N3 C16 168.2(3) . . . . ?
C18 Ir1 N5 C27 -24.4(18) . . . . ?
C7 Ir1 N5 C27 168.8(3) . . . . ?
N1 Ir1 N5 C27 89.8(3) . . . . ?
N3 Ir1 N5 C27 -92.8(3) . . . . ?
N6 Ir1 N5 C27 -6.2(3) . . . . ?
C18 Ir1 N5 C23 161.3(15) . . . . ?
C7 Ir1 N5 C23 -5.6(4) . . . . ?
N1 Ir1 N5 C23 -84.6(4) . . . . ?
N3 Ir1 N5 C23 92.8(4) . . . . ?
N6 Ir1 N5 C23 179.4(4) . . . . ?
C18 Ir1 N6 C32 -0.7(3) . . . . ?
C7 Ir1 N6 C32 141.5(11) . . . . ?
N1 Ir1 N6 C32 97.7(3) . . . . ?
N3 Ir1 N6 C32 -79.7(3) . . . . ?
N5 Ir1 N6 C32 -179.2(3) . . . . ?
C18 Ir1 N6 C28 -175.8(3) . . . . ?
C7 Ir1 N6 C28 -33.6(12) . . . . ?
N1 Ir1 N6 C28 -77.4(3) . . . . ?
N3 Ir1 N6 C28 105.2(3) . . . . ?
N5 Ir1 N6 C28 5.7(3) . . . . ?
C5 N1 C1 C2 -2.4(6) . . . . ?
Ir1 N1 C1 C2 172.8(3) . . . . ?
N1 C1 C2 C3 -0.9(6) . . . . ?
C1 C2 C3 C4 2.3(6) . . . . ?
C2 C3 C4 C5 -0.4(7) . . . . ?
C1 N1 C5 C4 4.2(5) . . . . ?
Ir1 N1 C5 C4 -171.3(3) . . . . ?
C1 N1 C5 C6 -174.9(3) . . . . ?
Ir1 N1 C5 C6 9.6(4) . . . . ?
C3 C4 C5 N1 -2.8(6) . . . . ?
C3 C4 C5 C6 176.1(4) . . . . ?
C10 N2 C6 C7 -0.4(6) . . . . ?
C11 N2 C6 C7 -179.1(5) . . . . ?
C10 N2 C6 C5 -178.2(4) . . . . ?
C11 N2 C6 C5 3.2(7) . . . . ?
N1 C5 C6 N2 173.6(3) . . . . ?
C4 C5 C6 N2 -5.4(7) . . . . ?
N1 C5 C6 C7 -4.2(5) . . . . ?
C4 C5 C6 C7 176.8(4) . . . . ?
N2 C6 C7 C8 -2.8(6) . . . . ?
C5 C6 C7 C8 175.2(4) . . . . ?
N2 C6 C7 Ir1 179.0(3) . . . . ?
C5 C6 C7 Ir1 -3.1(5) . . . . ?
C18 Ir1 C7 C8 -73.5(5) . . . . ?
N1 Ir1 C7 C8 -171.7(5) . . . . ?
N3 Ir1 C7 C8 5.3(5) . . . . ?
N6 Ir1 C7 C8 143.7(10) . . . . ?
N5 Ir1 C7 C8 105.4(5) . . . . ?
C18 Ir1 C7 C6 104.5(3) . . . . ?
N1 Ir1 C7 C6 6.3(3) . . . . ?
N3 Ir1 C7 C6 -176.6(3) . . . . ?
N6 Ir1 C7 C6 -38.2(13) . . . . ?
N5 Ir1 C7 C6 -76.6(3) . . . . ?
C6 C7 C8 C9 4.0(8) . . . . ?
Ir1 C7 C8 C9 -178.0(5) . . . . ?
C7 C8 C9 C10 -2.0(11) . . . . ?
C6 N2 C10 C9 2.6(8) . . . . ?
C11 N2 C10 C9 -178.7(6) . . . . ?
C8 C9 C10 N2 -1.3(10) . . . . ?
C16 N3 C12 C13 0.5(7) . . . . ?
Ir1 N3 C12 C13 178.7(4) . . . . ?
N3 C12 C13 C14 -2.4(7) . . . . ?
C12 C13 C14 C15 1.7(8) . . . . ?
C13 C14 C15 C16 0.7(8) . . . . ?
C12 N3 C16 C15 1.9(6) . . . . ?
Ir1 N3 C16 C15 -176.4(3) . . . . ?
C12 N3 C16 C17 -175.0(4) . . . . ?
Ir1 N3 C16 C17 6.7(4) . . . . ?
C14 C15 C16 N3 -2.5(7) . . . . ?
C14 C15 C16 C17 173.8(4) . . . . ?
C21 N4 C17 C18 4.3(5) . . . . ?
C22 N4 C17 C18 -174.9(4) . . . . ?
C21 N4 C17 C16 -171.9(3) . . . . ?
C22 N4 C17 C16 9.0(6) . . . . ?
N3 C16 C17 N4 175.1(3) . . . . ?
C15 C16 C17 N4 -1.4(6) . . . . ?
N3 C16 C17 C18 -1.2(5) . . . . ?
C15 C16 C17 C18 -177.8(4) . . . . ?
N4 C17 C18 C19 -3.9(5) . . . . ?
C16 C17 C18 C19 172.6(3) . . . . ?
N4 C17 C18 Ir1 178.7(3) . . . . ?
C16 C17 C18 Ir1 -4.8(4) . . . . ?
C7 Ir1 C18 C19 -73.0(4) . . . . ?
N1 Ir1 C18 C19 6.4(4) . . . . ?
N3 Ir1 C18 C19 -170.8(4) . . . . ?
N6 Ir1 C18 C19 102.1(3) . . . . ?
N5 Ir1 C18 C19 120.0(16) . . . . ?
C7 Ir1 C18 C17 104.1(3) . . . . ?
N1 Ir1 C18 C17 -176.5(3) . . . . ?
N3 Ir1 C18 C17 6.3(3) . . . . ?
N6 Ir1 C18 C17 -80.7(3) . . . . ?
N5 Ir1 C18 C17 -62.9(17) . . . . ?
C17 C18 C19 C20 0.4(6) . . . . ?
Ir1 C18 C19 C20 177.5(3) . . . . ?
C18 C19 C20 C21 2.8(6) . . . . ?
C17 N4 C21 C20 -1.0(6) . . . . ?
C22 N4 C21 C20 178.2(4) . . . . ?
C19 C20 C21 N4 -2.5(6) . . . . ?
C27 N5 C23 C24 -1.8(7) . . . . ?
Ir1 N5 C23 C24 172.4(4) . . . . ?
N5 C23 C24 C25 0.8(10) . . . . ?
C23 C24 C25 C26 0.1(11) . . . . ?
C24 C25 C26 C27 0.0(10) . . . . ?
C23 N5 C27 C26 1.9(7) . . . . ?
Ir1 N5 C27 C26 -172.8(4) . . . . ?
C23 N5 C27 C28 -179.5(4) . . . . ?
Ir1 N5 C27 C28 5.8(5) . . . . ?
C25 C26 C27 N5 -1.0(8) . . . . ?
C25 C26 C27 C28 -179.5(5) . . . . ?
C32 N6 C28 C29 -0.8(6) . . . . ?
Ir1 N6 C28 C29 174.7(3) . . . . ?
C32 N6 C28 C27 -180.0(3) . . . . ?
Ir1 N6 C28 C27 -4.5(4) . . . . ?
N5 C27 C28 N6 -0.8(5) . . . . ?
C26 C27 C28 N6 177.8(4) . . . . ?
N5 C27 C28 C29 180.0(4) . . . . ?
C26 C27 C28 C29 -1.4(7) . . . . ?
N6 C28 C29 C30 -0.2(6) . . . . ?
C27 C28 C29 C30 179.0(4) . . . . ?
C28 C29 C30 C31 0.9(7) . . . . ?
C29 C30 C31 C32 -0.7(7) . . . . ?
C28 N6 C32 C31 1.0(6) . . . . ?
Ir1 N6 C32 C31 -174.0(3) . . . . ?
C30 C31 C32 N6 -0.3(6) . . . . ?
C7S C8S O3S C9S 159(3) . . . . ?
C8S O3S C9S C10S 122(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.754
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.121
####################################################################### 
# 
# 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_s3627
_database_code_depnum_ccdc_archive 'CCDC 1427672'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H44 Ir N6, 3(F6 P), 4(C2 H3 N)'
_chemical_formula_sum            'C48 H56 F18 Ir N10 P3'
_chemical_formula_weight         1400.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  -P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.2738(19)
_cell_length_b                   12.369(2)
_cell_length_c                   19.218(3)
_cell_angle_alpha                98.396(3)
_cell_angle_beta                 101.854(3)
_cell_angle_gamma                97.282(2)
_cell_volume                     2787.3(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    937
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      26.44

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1396
_exptl_absorpt_coefficient_mu    2.586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7245
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16345
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         26.44
_reflns_number_total             11170
_reflns_number_gt                10511
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0448P)²+3.4512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11170
_refine_ls_number_parameters     844
_refine_ls_number_restraints     285
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_ref         0.0780
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.010
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.254910(10) 0.279731(10) 0.232364(7) 0.01190(5) Uani 1 1 d . . .
N1 N 0.3652(2) 0.1744(2) 0.21351(16) 0.0143(6) Uani 1 1 d . . .
N2 N 0.4905(2) 0.2161(2) 0.40738(16) 0.0189(6) Uani 1 1 d . . .
N3 N 0.1420(2) 0.3773(2) 0.25860(16) 0.0155(6) Uani 1 1 d . . .
N4 N -0.0447(2) 0.1335(2) 0.27733(16) 0.0169(6) Uani 1 1 d . . .
N5 N 0.3539(2) 0.4050(2) 0.19646(16) 0.0146(6) Uani 1 1 d . . .
N6 N 0.1699(2) 0.2706(2) 0.12376(16) 0.0145(6) Uani 1 1 d . . .
C1 C 0.3649(3) 0.1244(3) 0.14684(19) 0.0173(7) Uani 1 1 d . . .
H1 H 0.3090 0.1355 0.1075 0.021 Uiso 1 1 calc R . .
C2 C 0.4428(3) 0.0574(3) 0.1329(2) 0.0187(7) Uani 1 1 d . . .
H2 H 0.4405 0.0225 0.0851 0.022 Uiso 1 1 calc R . .
C3 C 0.5237(3) 0.0428(3) 0.1903(2) 0.0214(8) Uani 1 1 d . . .
H3 H 0.5792 -0.0016 0.1823 0.026 Uiso 1 1 calc R . .
C4 C 0.5244(3) 0.0929(3) 0.2601(2) 0.0198(7) Uani 1 1 d . . .
H4 H 0.5800 0.0823 0.2998 0.024 Uiso 1 1 calc R . .
C5 C 0.4428(3) 0.1593(3) 0.27174(19) 0.0153(7) Uani 1 1 d . . .
C6 C 0.4291(3) 0.2218(3) 0.33999(19) 0.0154(7) Uani 1 1 d . . .
C7 C 0.3458(3) 0.2915(3) 0.33262(18) 0.0148(7) Uani 1 1 d . . .
C8 C 0.3350(3) 0.3577(3) 0.3958(2) 0.0188(7) Uani 1 1 d . . .
H8 H 0.2797 0.4051 0.3928 0.023 Uiso 1 1 calc R . .
C9 C 0.4032(3) 0.3556(3) 0.4622(2) 0.0221(8) Uani 1 1 d . . .
H9 H 0.3975 0.4033 0.5044 0.027 Uiso 1 1 calc R . .
C10 C 0.4796(3) 0.2829(3) 0.4662(2) 0.0224(8) Uani 1 1 d . . .
H10 H 0.5258 0.2800 0.5119 0.027 Uiso 1 1 calc R . .
C11 C 0.5705(3) 0.1372(4) 0.4205(2) 0.0273(9) Uani 1 1 d . . .
H11A H 0.6392 0.1619 0.4048 0.041 Uiso 1 1 calc R . .
H11B H 0.5355 0.0634 0.3931 0.041 Uiso 1 1 calc R . .
H11C H 0.5897 0.1341 0.4721 0.041 Uiso 1 1 calc R . .
C12 C 0.1619(3) 0.4881(3) 0.26637(19) 0.0181(7) Uani 1 1 d . . .
H12 H 0.2345 0.5232 0.2646 0.022 Uiso 1 1 calc R . .
C13 C 0.0814(3) 0.5530(3) 0.2768(2) 0.0248(8) Uani 1 1 d . . .
H13 H 0.0990 0.6315 0.2852 0.030 Uiso 1 1 calc R . .
C14 C -0.0253(4) 0.5007(3) 0.2748(3) 0.0307(9) Uani 1 1 d . . .
H14 H -0.0844 0.5427 0.2777 0.037 Uiso 1 1 calc R . .
C15 C -0.0462(3) 0.3865(3) 0.2684(2) 0.0280(9) Uani 1 1 d . . .
H15 H -0.1197 0.3503 0.2673 0.034 Uiso 1 1 calc R . .
C16 C 0.0397(3) 0.3245(3) 0.26350(19) 0.0171(7) Uani 1 1 d . . .
C17 C 0.0412(3) 0.2045(3) 0.26429(18) 0.0147(7) Uani 1 1 d . . .
C18 C 0.1406(3) 0.1670(3) 0.25422(18) 0.0154(7) Uani 1 1 d . . .
C19 C 0.1498(3) 0.0564(3) 0.25923(19) 0.0178(7) Uani 1 1 d . . .
H19 H 0.2170 0.0292 0.2535 0.021 Uiso 1 1 calc R . .
C20 C 0.0623(3) -0.0131(3) 0.2723(2) 0.0200(7) Uani 1 1 d . . .
H20 H 0.0686 -0.0881 0.2755 0.024 Uiso 1 1 calc R . .
C21 C -0.0339(3) 0.0274(3) 0.2807(2) 0.0204(7) Uani 1 1 d . . .
H21 H -0.0946 -0.0208 0.2892 0.024 Uiso 1 1 calc R . .
C22 C -0.1518(3) 0.1667(3) 0.2900(2) 0.0245(8) Uani 1 1 d . . .
H22A H -0.1972 0.1046 0.3027 0.037 Uiso 1 1 calc R . .
H22B H -0.1938 0.1872 0.2460 0.037 Uiso 1 1 calc R . .
H22C H -0.1353 0.2301 0.3297 0.037 Uiso 1 1 calc R . .
C23 C 0.4503(3) 0.4674(3) 0.2357(2) 0.0185(7) Uani 1 1 d . . .
H23 H 0.4818 0.4515 0.2818 0.022 Uiso 1 1 calc R . .
C24 C 0.5055(3) 0.5539(3) 0.2118(2) 0.0202(7) Uani 1 1 d . . .
H24 H 0.5741 0.5955 0.2412 0.024 Uiso 1 1 calc R . .
C25 C 0.4617(3) 0.5806(3) 0.1451(2) 0.0183(7) Uani 1 1 d . . .
C26 C 0.3636(3) 0.5130(3) 0.10377(19) 0.0158(7) Uani 1 1 d . . .
H26 H 0.3319 0.5268 0.0571 0.019 Uiso 1 1 calc R . .
C27 C 0.3112(3) 0.4261(3) 0.12920(19) 0.0145(7) Uani 1 1 d . . .
C28 C 0.2073(3) 0.3502(3) 0.08819(18) 0.0137(6) Uani 1 1 d . . .
C29 C 0.1522(3) 0.3560(3) 0.01866(19) 0.0152(7) Uani 1 1 d . . .
H29 H 0.1804 0.4119 -0.0051 0.018 Uiso 1 1 calc R . .
C30 C 0.0552(3) 0.2803(3) -0.01699(19) 0.0161(7) Uani 1 1 d . . .
C31 C 0.0210(3) 0.1981(3) 0.01980(19) 0.0174(7) Uani 1 1 d . . .
H31 H -0.0426 0.1431 -0.0029 0.021 Uiso 1 1 calc R . .
C32 C 0.0786(3) 0.1959(3) 0.0887(2) 0.0167(7) Uani 1 1 d . . .
H32 H 0.0528 0.1393 0.1127 0.020 Uiso 1 1 calc R . .
C33 C 0.5159(3) 0.6801(3) 0.1178(2) 0.0214(8) Uani 1 1 d . . .
C34 C 0.6191(4) 0.7453(3) 0.1739(2) 0.0298(9) Uani 1 1 d . . .
H34A H 0.5962 0.7736 0.2181 0.045 Uiso 1 1 calc R . .
H34B H 0.6524 0.8074 0.1546 0.045 Uiso 1 1 calc R . .
H34C H 0.6749 0.6965 0.1850 0.045 Uiso 1 1 calc R . .
C35 C 0.5538(3) 0.6393(3) 0.0485(2) 0.0260(8) Uani 1 1 d . . .
H35A H 0.5899 0.7027 0.0317 0.039 Uiso 1 1 calc R . .
H35B H 0.4880 0.6008 0.0111 0.039 Uiso 1 1 calc R . .
H35C H 0.6077 0.5883 0.0585 0.039 Uiso 1 1 calc R . .
C36 C 0.4281(3) 0.7566(3) 0.1014(2) 0.0261(8) Uani 1 1 d . . .
H36A H 0.4048 0.7835 0.1458 0.039 Uiso 1 1 calc R . .
H36B H 0.3622 0.7153 0.0651 0.039 Uiso 1 1 calc R . .
H36C H 0.4612 0.8196 0.0829 0.039 Uiso 1 1 calc R . .
C37 C -0.0076(3) 0.2880(3) -0.09215(19) 0.0172(7) Uani 1 1 d . . .
C38 C -0.1088(3) 0.1942(3) -0.1213(2) 0.0234(8) Uani 1 1 d . . .
H38A H -0.0825 0.1226 -0.1224 0.035 Uiso 1 1 calc R . .
H38B H -0.1464 0.2010 -0.1703 0.035 Uiso 1 1 calc R . .
H38C H -0.1621 0.1992 -0.0899 0.035 Uiso 1 1 calc R . .
C39 C -0.0528(3) 0.3990(3) -0.0885(2) 0.0244(8) Uani 1 1 d . . .
H39A H -0.1015 0.4030 -0.0540 0.037 Uiso 1 1 calc R . .
H39B H -0.0962 0.4042 -0.1365 0.037 Uiso 1 1 calc R . .
H39C H 0.0107 0.4604 -0.0728 0.037 Uiso 1 1 calc R . .
C40 C 0.0739(3) 0.2824(3) -0.1433(2) 0.0210(7) Uani 1 1 d . . .
H40A H 0.1335 0.3473 -0.1282 0.032 Uiso 1 1 calc R . .
H40B H 0.0323 0.2813 -0.1927 0.032 Uiso 1 1 calc R . .
H40C H 0.1077 0.2149 -0.1413 0.032 Uiso 1 1 calc R . .
P2 P 0.73187(9) 0.44004(9) 0.39511(6) 0.0254(2) Uani 1 1 d . . .
F7 F 0.8562(2) 0.4102(2) 0.40072(14) 0.0358(6) Uani 1 1 d . . .
F8 F 0.7171(2) 0.3765(2) 0.45996(14) 0.0407(6) Uani 1 1 d . . .
F9 F 0.6817(2) 0.3272(2) 0.33797(14) 0.0376(6) Uani 1 1 d . . .
F10 F 0.60729(19) 0.4679(2) 0.38906(13) 0.0339(6) Uani 1 1 d . . .
F11 F 0.7450(2) 0.5017(2) 0.32875(14) 0.0371(6) Uani 1 1 d . . .
F12 F 0.7817(2) 0.5518(2) 0.45120(15) 0.0389(6) Uani 1 1 d . . .
P3 P 0.77209(8) 0.00934(8) 0.07199(5) 0.01939(19) Uani 1 1 d D . .
F13 F 0.64394(19) 0.0318(2) 0.05730(13) 0.0330(5) Uani 1 1 d D . .
F14 F 0.78127(19) 0.03628(19) -0.00563(12) 0.0284(5) Uani 1 1 d D . .
F15 F 0.81514(19) 0.13742(17) 0.10725(13) 0.0265(5) Uani 1 1 d D . .
F16 F 0.89985(18) -0.01241(18) 0.08722(13) 0.0281(5) Uani 1 1 d D . .
F17 F 0.76226(19) -0.01686(19) 0.15009(12) 0.0287(5) Uani 1 1 d D . .
F18 F 0.7289(2) -0.11845(18) 0.03702(14) 0.0327(5) Uani 1 1 d D . .
P1 P 0.36624(13) 0.80585(11) 0.33963(7) 0.0467(3) Uani 0.772(4) 1 d PDU A 1
F1 F 0.2900(5) 0.7317(4) 0.2660(2) 0.0712(14) Uani 0.772(4) 1 d PDU A 1
F2 F 0.2821(4) 0.7823(4) 0.3873(3) 0.0692(14) Uani 0.772(4) 1 d PDU A 1
F3 F 0.4145(4) 0.6917(3) 0.3545(2) 0.0528(11) Uani 0.772(4) 1 d PDU A 1
F4 F 0.4598(4) 0.8684(4) 0.4107(2) 0.0456(11) Uani 0.772(4) 1 d PDU A 1
F5 F 0.4652(4) 0.8251(4) 0.2946(2) 0.0550(11) Uani 0.772(4) 1 d PDU A 1
F6 F 0.3313(4) 0.9152(4) 0.3226(3) 0.0746(15) Uani 0.772(4) 1 d PDU A 1
P1T P 0.36624(13) 0.80585(11) 0.33963(7) 0.0467(3) Uani 0.228(4) 1 d PDU A 2
F1T F 0.2200(9) 0.8033(9) 0.3052(8) 0.059(3) Uani 0.228(4) 1 d PDU A 2
F2T F 0.3347(13) 0.9234(11) 0.3907(9) 0.082(4) Uani 0.228(4) 1 d PDU A 2
F3T F 0.3762(15) 0.8914(12) 0.2858(8) 0.070(4) Uani 0.228(4) 1 d PDU A 2
F4T F 0.4775(11) 0.8416(17) 0.3885(10) 0.075(4) Uani 0.228(4) 1 d PDU A 2
F5T F 0.3484(17) 0.7043(11) 0.2886(10) 0.087(4) Uani 0.228(4) 1 d PDU A 2
F6T F 0.3134(14) 0.7389(16) 0.3948(9) 0.077(4) Uani 0.228(4) 1 d PDU A 2
N1S N 0.7581(4) 0.4326(3) 0.0759(2) 0.0443(10) Uani 1 1 d . . .
C1S C 0.7053(4) 0.3787(3) 0.1037(2) 0.0324(9) Uani 1 1 d . . .
C2S C 0.6356(4) 0.3085(4) 0.1380(3) 0.0398(11) Uani 1 1 d . . .
H2S1 H 0.5558 0.3113 0.1187 0.060 Uiso 1 1 calc R . .
H2S2 H 0.6548 0.3351 0.1903 0.060 Uiso 1 1 calc R . .
H2S3 H 0.6492 0.2320 0.1280 0.060 Uiso 1 1 calc R . .
N2S N 0.2738(5) 0.0379(5) 0.6404(4) 0.0298(15) Uani 0.573(5) 1 d P B 1
C3S C 0.2851(6) 0.1261(6) 0.6299(4) 0.0244(15) Uani 0.573(5) 1 d P B 1
C4S C 0.2965(4) 0.2436(4) 0.6170(3) 0.0400(11) Uani 0.573(5) 1 d P B 1
H4S1 H 0.2550 0.2455 0.5680 0.060 Uiso 0.573(5) 1 calc PR B 1
H4S2 H 0.3764 0.2731 0.6225 0.060 Uiso 0.573(5) 1 calc PR B 1
H4S3 H 0.2657 0.2889 0.6522 0.060 Uiso 0.573(5) 1 calc PR B 1
N2T N 0.1130(11) 0.2240(8) 0.6742(6) 0.050(3) Uani 0.427(5) 1 d P B 2
C3T C 0.1907(10) 0.2358(9) 0.6490(6) 0.040(3) Uani 0.427(5) 1 d P B 2
C4T C 0.2965(4) 0.2436(4) 0.6170(3) 0.0400(11) Uani 0.427(5) 1 d P B 2
H4T1 H 0.3331 0.1787 0.6236 0.060 Uiso 0.427(5) 1 calc PR B 2
H4T2 H 0.3492 0.3110 0.6419 0.060 Uiso 0.427(5) 1 calc PR B 2
H4T3 H 0.2744 0.2462 0.5654 0.060 Uiso 0.427(5) 1 calc PR B 2
N3S N 0.0326(7) 0.2084(6) 0.6433(5) 0.0430(19) Uani 0.573(5) 1 d P B 3
C5S C -0.0008(6) 0.2528(7) 0.5993(5) 0.0353(19) Uani 0.573(5) 1 d P B 3
C6S C -0.0420(5) 0.3236(6) 0.5424(3) 0.0608(16) Uani 0.573(5) 1 d P B 3
H6S1 H -0.1093 0.3523 0.5521 0.091 Uiso 0.573(5) 1 calc PR B 3
H6S2 H -0.0605 0.2780 0.4941 0.091 Uiso 0.573(5) 1 calc PR B 3
H6S3 H 0.0177 0.3857 0.5449 0.091 Uiso 0.573(5) 1 calc PR B 3
N3T N 0.0462(11) 0.2244(11) 0.4458(6) 0.059(3) Uani 0.427(5) 1 d P B 4
C5T C 0.0075(11) 0.2756(12) 0.4874(7) 0.050(3) Uani 0.427(5) 1 d P B 4
C6T C -0.0420(5) 0.3236(6) 0.5424(3) 0.0608(16) Uani 0.427(5) 1 d P B 4
H6T1 H -0.1242 0.3029 0.5276 0.091 Uiso 0.427(5) 1 calc PR B 4
H6T2 H -0.0219 0.4045 0.5504 0.091 Uiso 0.427(5) 1 calc PR B 4
H6T3 H -0.0141 0.2968 0.5872 0.091 Uiso 0.427(5) 1 calc PR B 4
N4S N 0.1061(11) 0.1725(11) 0.4385(5) 0.080(3) Uani 0.573(5) 1 d P B 5
C7S C 0.1158(12) 0.0878(11) 0.4484(6) 0.072(4) Uani 0.573(5) 1 d P B 5
C8S C 0.1096(13) -0.0249(11) 0.4582(7) 0.082(3) Uani 0.573(5) 1 d P B 5
H8S1 H 0.1101 -0.0289 0.5088 0.123 Uiso 0.573(5) 1 calc PR B 5
H8S2 H 0.1745 -0.0546 0.4454 0.123 Uiso 0.573(5) 1 calc PR B 5
H8S3 H 0.0398 -0.0686 0.4272 0.123 Uiso 0.573(5) 1 calc PR B 5
N4T N 0.1969(11) -0.0286(10) 0.5787(7) 0.062(4) Uani 0.427(5) 1 d P B 6
C7T C 0.2056(11) -0.0077(10) 0.5236(8) 0.049(3) Uani 0.427(5) 1 d P B 6
C8T C 0.2292(18) 0.0246(15) 0.4551(9) 0.082(3) Uani 0.427(5) 1 d P B 6
H8T1 H 0.1965 0.0910 0.4465 0.123 Uiso 0.427(5) 1 calc PR B 6
H8T2 H 0.1955 -0.0361 0.4146 0.123 Uiso 0.427(5) 1 calc PR B 6
H8T3 H 0.3109 0.0399 0.4597 0.123 Uiso 0.427(5) 1 calc PR B 6


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C7 1.993(3) . ?
Ir1 C18 2.002(3) . ?
Ir1 N3 2.041(3) . ?
Ir1 N1 2.042(3) . ?
Ir1 N6 2.113(3) . ?
Ir1 N5 2.129(3) . ?
N1 C1 1.338(4) . ?
N1 C5 1.365(4) . ?
N2 C10 1.341(5) . ?
N2 C6 1.374(5) . ?
N2 C11 1.481(5) . ?
N3 C12 1.342(4) . ?
N3 C16 1.368(4) . ?
N4 C21 1.345(5) . ?
N4 C17 1.372(4) . ?
N4 C22 1.481(4) . ?
N5 C23 1.340(5) . ?
N5 C27 1.367(4) . ?
N6 C32 1.345(4) . ?
N6 C28 1.363(4) . ?
C1 C2 1.383(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.374(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.475(5) . ?
C6 C7 1.417(5) . ?
C7 C8 1.401(5) . ?
C8 C9 1.382(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.377(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.489(5) . ?
C17 C18 1.399(5) . ?
C18 C19 1.402(5) . ?
C19 C20 1.376(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.369(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.379(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(5) . ?
C25 C33 1.534(5) . ?
C26 C27 1.384(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.482(5) . ?
C28 C29 1.385(5) . ?
C29 C30 1.399(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.390(5) . ?
C30 C37 1.514(5) . ?
C31 C32 1.373(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C34 1.531(5) . ?
C33 C36 1.537(5) . ?
C33 C35 1.538(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.537(5) . ?
C37 C40 1.539(5) . ?
C37 C39 1.543(5) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
P2 F12 1.590(3) . ?
P2 F10 1.595(2) . ?
P2 F8 1.595(3) . ?
P2 F7 1.601(2) . ?
P2 F11 1.603(3) . ?
P2 F9 1.610(3) . ?
P3 F14 1.598(2) . ?
P3 F16 1.600(2) . ?
P3 F18 1.601(2) . ?
P3 F15 1.605(2) . ?
P3 F17 1.606(2) . ?
P3 F13 1.607(2) . ?
P1 F6 1.530(4) . ?
P1 F2 1.544(5) . ?
P1 F1 1.606(5) . ?
P1 F4 1.614(4) . ?
P1 F3 1.639(4) . ?
P1 F5 1.644(4) . ?
N1S C1S 1.135(6) . ?
C1S C2S 1.459(6) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
N2S C3S 1.134(9) . ?
C3S C4S 1.505(8) . ?
C4S H4S1 0.9800 . ?
C4S H4S2 0.9800 . ?
C4S H4S3 0.9800 . ?
N2T C3T 1.157(16) . ?
N3S C5S 1.112(10) . ?
C5S C6S 1.544(10) . ?
C6S H6S1 0.9800 . ?
C6S H6S2 0.9800 . ?
C6S H6S3 0.9800 . ?
N3T C5T 1.162(18) . ?
N4S C7S 1.108(16) . ?
C7S C8S 1.428(18) . ?
C8S H8S1 0.9800 . ?
C8S H8S2 0.9800 . ?
C8S H8S3 0.9800 . ?
N4T C7T 1.149(17) . ?
C7T C8T 1.50(2) . ?
C8T H8T1 0.9800 . ?
C8T H8T2 0.9800 . ?
C8T H8T3 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
C7 Ir1 C18 88.48(14) . . ?
C7 Ir1 N3 96.53(13) . . ?
C18 Ir1 N3 79.62(13) . . ?
C7 Ir1 N1 80.04(13) . . ?
C18 Ir1 N1 96.18(12) . . ?
N3 Ir1 N1 174.70(10) . . ?
C7 Ir1 N6 175.72(11) . . ?
C18 Ir1 N6 95.29(12) . . ?
N3 Ir1 N6 86.18(11) . . ?
N1 Ir1 N6 97.48(11) . . ?
C7 Ir1 N5 99.95(12) . . ?
C18 Ir1 N5 170.59(12) . . ?
N3 Ir1 N5 95.15(11) . . ?
N1 Ir1 N5 89.44(11) . . ?
N6 Ir1 N5 76.45(11) . . ?
C1 N1 C5 120.5(3) . . ?
C1 N1 Ir1 122.1(2) . . ?
C5 N1 Ir1 117.4(2) . . ?
C10 N2 C6 120.8(3) . . ?
C10 N2 C11 115.7(3) . . ?
C6 N2 C11 123.5(3) . . ?
C12 N3 C16 120.1(3) . . ?
C12 N3 Ir1 122.8(2) . . ?
C16 N3 Ir1 117.0(2) . . ?
C21 N4 C17 120.3(3) . . ?
C21 N4 C22 115.9(3) . . ?
C17 N4 C22 123.8(3) . . ?
C23 N5 C27 118.3(3) . . ?
C23 N5 Ir1 125.3(2) . . ?
C27 N5 Ir1 116.3(2) . . ?
C32 N6 C28 118.0(3) . . ?
C32 N6 Ir1 124.8(2) . . ?
C28 N6 Ir1 117.1(2) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.1(3) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 118.8(3) . . ?
N1 C5 C6 112.1(3) . . ?
C4 C5 C6 129.1(3) . . ?
N2 C6 C7 120.1(3) . . ?
N2 C6 C5 124.6(3) . . ?
C7 C6 C5 115.3(3) . . ?
C8 C7 C6 117.1(3) . . ?
C8 C7 Ir1 127.8(3) . . ?
C6 C7 Ir1 115.0(2) . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
N2 C10 C9 121.7(3) . . ?
N2 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 122.7(3) . . ?
N3 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C14 C13 C12 118.0(3) . . ?
C14 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
C13 C14 C15 119.7(4) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.4(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
N3 C16 C15 118.6(3) . . ?
N3 C16 C17 111.2(3) . . ?
C15 C16 C17 130.1(3) . . ?
N4 C17 C18 120.2(3) . . ?
N4 C17 C16 124.3(3) . . ?
C18 C17 C16 115.5(3) . . ?
C17 C18 C19 118.0(3) . . ?
C17 C18 Ir1 115.0(2) . . ?
C19 C18 Ir1 127.0(3) . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C21 C20 C19 119.1(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N4 C21 C20 121.8(3) . . ?
N4 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 C24 122.6(3) . . ?
N5 C23 H23 118.7 . . ?
C24 C23 H23 118.7 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 116.4(3) . . ?
C24 C25 C33 122.7(3) . . ?
C26 C25 C33 120.9(3) . . ?
C27 C26 C25 121.4(3) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
N5 C27 C26 120.7(3) . . ?
N5 C27 C28 114.8(3) . . ?
C26 C27 C28 124.5(3) . . ?
N6 C28 C29 121.4(3) . . ?
N6 C28 C27 114.7(3) . . ?
C29 C28 C27 123.9(3) . . ?
C28 C29 C30 120.6(3) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 116.6(3) . . ?
C31 C30 C37 122.3(3) . . ?
C29 C30 C37 121.0(3) . . ?
C32 C31 C30 120.5(3) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
N6 C32 C31 122.8(3) . . ?
N6 C32 H32 118.6 . . ?
C31 C32 H32 118.6 . . ?
C34 C33 C25 111.5(3) . . ?
C34 C33 C36 109.3(3) . . ?
C25 C33 C36 108.7(3) . . ?
C34 C33 C35 108.3(3) . . ?
C25 C33 C35 109.5(3) . . ?
C36 C33 C35 109.5(3) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C30 C37 C38 111.8(3) . . ?
C30 C37 C40 109.1(3) . . ?
C38 C37 C40 109.3(3) . . ?
C30 C37 C39 108.3(3) . . ?
C38 C37 C39 107.9(3) . . ?
C40 C37 C39 110.3(3) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
F12 P2 F10 90.47(14) . . ?
F12 P2 F8 90.11(16) . . ?
F10 P2 F8 89.36(14) . . ?
F12 P2 F7 90.33(14) . . ?
F10 P2 F7 179.16(16) . . ?
F8 P2 F7 90.37(14) . . ?
F12 P2 F11 91.07(16) . . ?
F10 P2 F11 90.31(14) . . ?
F8 P2 F11 178.77(17) . . ?
F7 P2 F11 89.95(14) . . ?
F12 P2 F9 179.67(17) . . ?
F10 P2 F9 89.63(14) . . ?
F8 P2 F9 90.20(15) . . ?
F7 P2 F9 89.58(14) . . ?
F11 P2 F9 88.61(15) . . ?
F14 P3 F16 90.25(13) . . ?
F14 P3 F18 89.94(13) . . ?
F16 P3 F18 90.38(13) . . ?
F14 P3 F15 90.23(12) . . ?
F16 P3 F15 89.72(12) . . ?
F18 P3 F15 179.80(15) . . ?
F14 P3 F17 179.50(14) . . ?
F16 P3 F17 90.13(13) . . ?
F18 P3 F17 90.38(13) . . ?
F15 P3 F17 89.45(13) . . ?
F14 P3 F13 90.06(13) . . ?
F16 P3 F13 179.56(16) . . ?
F18 P3 F13 89.94(14) . . ?
F15 P3 F13 89.96(13) . . ?
F17 P3 F13 89.56(13) . . ?
F6 P1 F2 96.6(3) . . ?
F6 P1 F1 95.1(3) . . ?
F2 P1 F1 96.5(3) . . ?
F6 P1 F4 91.9(3) . . ?
F2 P1 F4 89.8(3) . . ?
F1 P1 F4 170.0(3) . . ?
F6 P1 F3 174.3(3) . . ?
F2 P1 F3 88.9(2) . . ?
F1 P1 F3 85.4(2) . . ?
F4 P1 F3 86.9(2) . . ?
F6 P1 F5 88.2(3) . . ?
F2 P1 F5 174.0(3) . . ?
F1 P1 F5 86.5(3) . . ?
F4 P1 F5 86.6(2) . . ?
F3 P1 F5 86.1(2) . . ?
N1S C1S C2S 178.7(5) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 109.5 . . ?
N2S C3S C4S 178.0(7) . . ?
C3S C4S H4S1 109.5 . . ?
C3S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C3S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 109.5 . . ?
N3S C5S C6S 175.1(10) . . ?
C5S C6S H6S1 109.5 . . ?
C5S C6S H6S2 109.5 . . ?
H6S1 C6S H6S2 109.5 . . ?
C5S C6S H6S3 109.5 . . ?
H6S1 C6S H6S3 109.5 . . ?
H6S2 C6S H6S3 109.5 . . ?
N4S C7S C8S 171.1(17) . . ?
C7S C8S H8S1 109.5 . . ?
C7S C8S H8S2 109.5 . . ?
H8S1 C8S H8S2 109.5 . . ?
C7S C8S H8S3 109.5 . . ?
H8S1 C8S H8S3 109.5 . . ?
H8S2 C8S H8S3 109.5 . . ?
N4T C7T C8T 174.2(16) . . ?
C7T C8T H8T1 109.5 . . ?
C7T C8T H8T2 109.5 . . ?
H8T1 C8T H8T2 109.5 . . ?
C7T C8T H8T3 109.5 . . ?
H8T1 C8T H8T3 109.5 . . ?
H8T2 C8T H8T3 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
C7 Ir1 N1 C1 -177.0(3) . . . . ?
C18 Ir1 N1 C1 95.7(3) . . . . ?
N3 Ir1 N1 C1 133.0(12) . . . . ?
N6 Ir1 N1 C1 -0.5(3) . . . . ?
N5 Ir1 N1 C1 -76.8(3) . . . . ?
C7 Ir1 N1 C5 0.8(2) . . . . ?
C18 Ir1 N1 C5 -86.6(2) . . . . ?
N3 Ir1 N1 C5 -49.2(13) . . . . ?
N6 Ir1 N1 C5 177.2(2) . . . . ?
N5 Ir1 N1 C5 101.0(2) . . . . ?
C7 Ir1 N3 C12 84.7(3) . . . . ?
C18 Ir1 N3 C12 171.9(3) . . . . ?
N1 Ir1 N3 C12 134.1(11) . . . . ?
N6 Ir1 N3 C12 -92.0(3) . . . . ?
N5 Ir1 N3 C12 -16.0(3) . . . . ?
C7 Ir1 N3 C16 -99.6(3) . . . . ?
C18 Ir1 N3 C16 -12.3(3) . . . . ?
N1 Ir1 N3 C16 -50.2(13) . . . . ?
N6 Ir1 N3 C16 83.8(3) . . . . ?
N5 Ir1 N3 C16 159.8(3) . . . . ?
C7 Ir1 N5 C23 0.9(3) . . . . ?
C18 Ir1 N5 C23 154.3(7) . . . . ?
N3 Ir1 N5 C23 98.5(3) . . . . ?
N1 Ir1 N5 C23 -78.9(3) . . . . ?
N6 Ir1 N5 C23 -176.7(3) . . . . ?
C7 Ir1 N5 C27 -175.5(2) . . . . ?
C18 Ir1 N5 C27 -22.1(8) . . . . ?
N3 Ir1 N5 C27 -77.9(2) . . . . ?
N1 Ir1 N5 C27 104.7(2) . . . . ?
N6 Ir1 N5 C27 6.9(2) . . . . ?
C7 Ir1 N6 C32 143.6(15) . . . . ?
C18 Ir1 N6 C32 -7.9(3) . . . . ?
N3 Ir1 N6 C32 -87.1(3) . . . . ?
N1 Ir1 N6 C32 89.1(3) . . . . ?
N5 Ir1 N6 C32 176.7(3) . . . . ?
C7 Ir1 N6 C28 -40.1(16) . . . . ?
C18 Ir1 N6 C28 168.5(2) . . . . ?
N3 Ir1 N6 C28 89.3(2) . . . . ?
N1 Ir1 N6 C28 -94.6(2) . . . . ?
N5 Ir1 N6 C28 -6.9(2) . . . . ?
C5 N1 C1 C2 -1.1(5) . . . . ?
Ir1 N1 C1 C2 176.6(3) . . . . ?
N1 C1 C2 C3 -0.4(5) . . . . ?
C1 C2 C3 C4 1.2(5) . . . . ?
C2 C3 C4 C5 -0.5(5) . . . . ?
C1 N1 C5 C4 1.8(5) . . . . ?
Ir1 N1 C5 C4 -176.0(2) . . . . ?
C1 N1 C5 C6 179.7(3) . . . . ?
Ir1 N1 C5 C6 1.9(4) . . . . ?
C3 C4 C5 N1 -1.0(5) . . . . ?
C3 C4 C5 C6 -178.5(3) . . . . ?
C10 N2 C6 C7 -5.8(5) . . . . ?
C11 N2 C6 C7 173.5(3) . . . . ?
C10 N2 C6 C5 174.1(3) . . . . ?
C11 N2 C6 C5 -6.6(5) . . . . ?
N1 C5 C6 N2 175.4(3) . . . . ?
C4 C5 C6 N2 -7.0(6) . . . . ?
N1 C5 C6 C7 -4.8(4) . . . . ?
C4 C5 C6 C7 172.9(3) . . . . ?
N2 C6 C7 C8 3.9(5) . . . . ?
C5 C6 C7 C8 -176.0(3) . . . . ?
N2 C6 C7 Ir1 -174.6(2) . . . . ?
C5 C6 C7 Ir1 5.5(4) . . . . ?
C18 Ir1 C7 C8 -85.2(3) . . . . ?
N3 Ir1 C7 C8 -5.8(3) . . . . ?
N1 Ir1 C7 C8 178.3(3) . . . . ?
N6 Ir1 C7 C8 123.3(15) . . . . ?
N5 Ir1 C7 C8 90.6(3) . . . . ?
C18 Ir1 C7 C6 93.2(3) . . . . ?
N3 Ir1 C7 C6 172.5(2) . . . . ?
N1 Ir1 C7 C6 -3.4(2) . . . . ?
N6 Ir1 C7 C6 -58.4(16) . . . . ?
N5 Ir1 C7 C6 -91.1(2) . . . . ?
C6 C7 C8 C9 0.4(5) . . . . ?
Ir1 C7 C8 C9 178.7(3) . . . . ?
C7 C8 C9 C10 -2.9(5) . . . . ?
C6 N2 C10 C9 3.3(5) . . . . ?
C11 N2 C10 C9 -176.1(3) . . . . ?
C8 C9 C10 N2 1.1(6) . . . . ?
C16 N3 C12 C13 -2.4(5) . . . . ?
Ir1 N3 C12 C13 173.2(3) . . . . ?
N3 C12 C13 C14 -4.0(6) . . . . ?
C12 C13 C14 C15 5.3(6) . . . . ?
C13 C14 C15 C16 -0.5(7) . . . . ?
C12 N3 C16 C15 7.2(5) . . . . ?
Ir1 N3 C16 C15 -168.7(3) . . . . ?
C12 N3 C16 C17 -171.5(3) . . . . ?
Ir1 N3 C16 C17 12.6(4) . . . . ?
C14 C15 C16 N3 -5.8(6) . . . . ?
C14 C15 C16 C17 172.6(4) . . . . ?
C21 N4 C17 C18 0.2(5) . . . . ?
C22 N4 C17 C18 178.8(3) . . . . ?
C21 N4 C17 C16 -176.5(3) . . . . ?
C22 N4 C17 C16 2.1(5) . . . . ?
N3 C16 C17 N4 172.0(3) . . . . ?
C15 C16 C17 N4 -6.5(6) . . . . ?
N3 C16 C17 C18 -4.9(4) . . . . ?
C15 C16 C17 C18 176.6(4) . . . . ?
N4 C17 C18 C19 -1.1(5) . . . . ?
C16 C17 C18 C19 175.8(3) . . . . ?
N4 C17 C18 Ir1 178.0(2) . . . . ?
C16 C17 C18 Ir1 -5.0(4) . . . . ?
C7 Ir1 C18 C17 105.9(3) . . . . ?
N3 Ir1 C18 C17 9.0(3) . . . . ?
N1 Ir1 C18 C17 -174.3(3) . . . . ?
N6 Ir1 C18 C17 -76.1(3) . . . . ?
N5 Ir1 C18 C17 -47.9(9) . . . . ?
C7 Ir1 C18 C19 -75.1(3) . . . . ?
N3 Ir1 C18 C19 -172.0(3) . . . . ?
N1 Ir1 C18 C19 4.7(3) . . . . ?
N6 Ir1 C18 C19 102.9(3) . . . . ?
N5 Ir1 C18 C19 131.2(7) . . . . ?
C17 C18 C19 C20 1.2(5) . . . . ?
Ir1 C18 C19 C20 -177.8(3) . . . . ?
C18 C19 C20 C21 -0.2(6) . . . . ?
C17 N4 C21 C20 0.8(5) . . . . ?
C22 N4 C21 C20 -177.9(4) . . . . ?
C19 C20 C21 N4 -0.8(6) . . . . ?
C27 N5 C23 C24 2.2(5) . . . . ?
Ir1 N5 C23 C24 -174.1(3) . . . . ?
N5 C23 C24 C25 0.6(6) . . . . ?
C23 C24 C25 C26 -2.6(5) . . . . ?
C23 C24 C25 C33 176.3(3) . . . . ?
C24 C25 C26 C27 1.9(5) . . . . ?
C33 C25 C26 C27 -177.1(3) . . . . ?
C23 N5 C27 C26 -2.9(5) . . . . ?
Ir1 N5 C27 C26 173.8(2) . . . . ?
C23 N5 C27 C28 177.4(3) . . . . ?
Ir1 N5 C27 C28 -6.0(4) . . . . ?
C25 C26 C27 N5 0.8(5) . . . . ?
C25 C26 C27 C28 -179.5(3) . . . . ?
C32 N6 C28 C29 1.3(5) . . . . ?
Ir1 N6 C28 C29 -175.3(2) . . . . ?
C32 N6 C28 C27 -177.4(3) . . . . ?
Ir1 N6 C28 C27 6.0(4) . . . . ?
N5 C27 C28 N6 0.0(4) . . . . ?
C26 C27 C28 N6 -179.7(3) . . . . ?
N5 C27 C28 C29 -178.6(3) . . . . ?
C26 C27 C28 C29 1.6(5) . . . . ?
N6 C28 C29 C30 0.5(5) . . . . ?
C27 C28 C29 C30 179.1(3) . . . . ?
C28 C29 C30 C31 -2.4(5) . . . . ?
C28 C29 C30 C37 178.2(3) . . . . ?
C29 C30 C31 C32 2.4(5) . . . . ?
C37 C30 C31 C32 -178.2(3) . . . . ?
C28 N6 C32 C31 -1.3(5) . . . . ?
Ir1 N6 C32 C31 175.0(3) . . . . ?
C30 C31 C32 N6 -0.7(5) . . . . ?
C24 C25 C33 C34 -1.8(5) . . . . ?
C26 C25 C33 C34 177.1(3) . . . . ?
C24 C25 C33 C36 -122.3(4) . . . . ?
C26 C25 C33 C36 56.6(4) . . . . ?
C24 C25 C33 C35 118.1(4) . . . . ?
C26 C25 C33 C35 -63.0(4) . . . . ?
C31 C30 C37 C38 -1.2(5) . . . . ?
C29 C30 C37 C38 178.1(3) . . . . ?
C31 C30 C37 C40 -122.3(3) . . . . ?
C29 C30 C37 C40 57.1(4) . . . . ?
C31 C30 C37 C39 117.6(4) . . . . ?
C29 C30 C37 C39 -63.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        26.44
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         1.726
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.112
####################################################################### 
# 
# 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_s3652a
_database_code_depnum_ccdc_archive 'CCDC 1427673'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;
_audit_creation_date             2015-09-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 Ir N6, 3(F6 P), C4 H10 O, C2 H3 N'
_chemical_formula_sum            'C38 H41 F18 Ir N7 O P3'
_chemical_formula_weight         1238.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.2122(7)
_cell_length_b                   21.6961(12)
_cell_length_c                   17.2606(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.7760(10)
_cell_angle_gamma                90
_cell_volume                     4477.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6573
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.124
_cell_measurement_theta_min      2.231
_shelx_estimated_absorpt_T_max   0.566
_shelx_estimated_absorpt_T_min   0.360
_exptl_absorpt_coefficient_mu    3.207
_exptl_absorpt_correction_T_max  0.5664
_exptl_absorpt_correction_T_min  0.453936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.838
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2440
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25575
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.358
_diffrn_reflns_theta_min         1.877
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7424
_reflns_number_total             9101
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.354
_refine_diff_density_min         -0.728
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         9101
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+9.1204P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0902
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 F1, F2, F3, F4, F5, F6, F7, F8, F9, F10, F11, F12, F13, F14, F15, F16, F17, F18
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.0001
3. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim F6 \\sim F7 \\sim F8 \\sim F9
\\sim F10 \\sim F11 \\sim F12 \\sim F13 \\sim F14 \\sim F15 \\sim F16 \\sim F17
\\sim F18: within 1.7A with sigma of 0.001 and sigma for terminal atoms of
0.0001
4. Same fragment restrains
{P2, F7, F8, F9, F10, F11, F12} sigma for 1-2: 0.02, 1-3: 0.04
{P3, F13, F14, F15, F16, F17, F18} sigma for 1-2: 0.02, 1-3: 0.04
as
{P1, F1, F2, F3, F4, F5, F6}
5.a Secondary CH2 refined with riding coordinates:
 C2S(H2SA,H2SB), C3S(H3SA,H3SB)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C25(H25),
  C26(H26), C29(H29), C30(H30), C31(H31), C32(H32)
5.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C), C1S(H1SA,H1SB,H1SC), C4S(H4SA,H4SB,
 H4SC), C5S(H5SA,H5SB,H5SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.24715(2) 0.24520(2) 0.62865(2) 0.01779(6) Uani 1 1 d . . . . .
N1 N 0.2922(3) 0.23828(17) 0.7495(2) 0.0223(8) Uani 1 1 d . . . . .
N2 N 0.4891(3) 0.10793(17) 0.5956(2) 0.0251(9) Uani 1 1 d . . . . .
N3 N 0.2001(3) 0.24249(17) 0.5077(2) 0.0226(8) Uani 1 1 d . . . . .
N4 N 0.0165(3) 0.0992(2) 0.6543(3) 0.0361(11) Uani 1 1 d . . . . .
N5 N 0.3612(3) 0.32000(17) 0.6378(2) 0.0212(8) Uani 1 1 d . . . . .
N6 N 0.1413(3) 0.32404(17) 0.6265(2) 0.0224(8) Uani 1 1 d . . . . .
C1 C 0.2542(4) 0.2751(2) 0.8008(3) 0.0269(10) Uani 1 1 d . . . . .
H1 H 0.2038 0.3075 0.7808 0.032 Uiso 1 1 calc R . . . .
C2 C 0.2863(4) 0.2673(2) 0.8820(3) 0.0304(11) Uani 1 1 d . . . . .
H2 H 0.2601 0.2946 0.9173 0.036 Uiso 1 1 calc R . . . .
C3 C 0.3572(4) 0.2192(2) 0.9108(3) 0.0315(11) Uani 1 1 d . . . . .
H3 H 0.3773 0.2118 0.9662 0.038 Uiso 1 1 calc R . . . .
C4 C 0.3986(4) 0.1820(2) 0.8587(3) 0.0304(11) Uani 1 1 d . . . . .
H4 H 0.4490 0.1494 0.8779 0.036 Uiso 1 1 calc R . . . .
C5 C 0.3659(4) 0.1925(2) 0.7781(3) 0.0231(10) Uani 1 1 d . . . . .
C6 C 0.4077(4) 0.1590(2) 0.7162(3) 0.0234(10) Uani 1 1 d . . . . .
C7 C 0.4912(4) 0.1146(2) 0.7319(3) 0.0282(11) Uani 1 1 d . . . . .
H7 H 0.5200 0.1016 0.7847 0.034 Uiso 1 1 calc R . . . .
C8 C 0.5311(4) 0.0900(2) 0.6705(3) 0.0298(11) Uani 1 1 d . . . . .
H8 H 0.5890 0.0600 0.6805 0.036 Uiso 1 1 calc R . . . .
C9 C 0.4061(4) 0.1501(2) 0.5787(3) 0.0213(9) Uani 1 1 d . . . . .
H9 H 0.3771 0.1608 0.5251 0.026 Uiso 1 1 calc R . . . .
C10 C 0.3625(4) 0.1778(2) 0.6380(3) 0.0226(10) Uani 1 1 d . . . . .
C11 C 0.5357(4) 0.0814(2) 0.5308(3) 0.0342(12) Uani 1 1 d . . . . .
H11A H 0.6037 0.1039 0.5261 0.051 Uiso 1 1 calc GR . . . .
H11B H 0.4805 0.0847 0.4811 0.051 Uiso 1 1 calc GR . . . .
H11C H 0.5540 0.0379 0.5421 0.051 Uiso 1 1 calc GR . . . .
C12 C 0.2376(4) 0.2811(2) 0.4578(3) 0.0284(11) Uani 1 1 d . . . . .
H12 H 0.2894 0.3124 0.4793 0.034 Uiso 1 1 calc R . . . .
C13 C 0.2036(5) 0.2768(3) 0.3769(3) 0.0344(12) Uani 1 1 d . . . . .
H13 H 0.2308 0.3049 0.3431 0.041 Uiso 1 1 calc R . . . .
C14 C 0.1290(5) 0.2307(3) 0.3459(3) 0.0395(13) Uani 1 1 d . . . . .
H14 H 0.1060 0.2261 0.2902 0.047 Uiso 1 1 calc R . . . .
C15 C 0.0888(4) 0.1921(2) 0.3955(3) 0.0322(11) Uani 1 1 d . . . . .
H15 H 0.0365 0.1609 0.3746 0.039 Uiso 1 1 calc R . . . .
C16 C 0.1244(4) 0.1983(2) 0.4769(3) 0.0233(10) Uani 1 1 d . . . . .
C17 C 0.0852(4) 0.1619(2) 0.5370(3) 0.0224(10) Uani 1 1 d . . . . .
C18 C 0.0059(4) 0.1154(2) 0.5186(3) 0.0315(12) Uani 1 1 d . . . . .
H18 H -0.0248 0.1052 0.4651 0.038 Uiso 1 1 calc R . . . .
C19 C -0.0272(4) 0.0848(2) 0.5792(3) 0.0371(13) Uani 1 1 d . . . . .
H19 H -0.0816 0.0530 0.5678 0.044 Uiso 1 1 calc R . . . .
C20 C 0.0938(4) 0.1442(2) 0.6728(3) 0.0316(12) Uani 1 1 d . . . . .
H20 H 0.1230 0.1532 0.7269 0.038 Uiso 1 1 calc R . . . .
C21 C 0.1318(4) 0.1777(2) 0.6153(3) 0.0242(10) Uani 1 1 d . . . . .
C22 C -0.0224(5) 0.0658(3) 0.7180(4) 0.059(2) Uani 1 1 d . . . . .
H22A H -0.0538 0.0259 0.6979 0.088 Uiso 1 1 calc GR . . . .
H22B H -0.0799 0.0902 0.7360 0.088 Uiso 1 1 calc GR . . . .
H22C H 0.0408 0.0591 0.7623 0.088 Uiso 1 1 calc GR . . . .
C23 C 0.4725(4) 0.3143(2) 0.6466(3) 0.0243(10) Uani 1 1 d . . . . .
H23 H 0.5030 0.2750 0.6392 0.029 Uiso 1 1 calc R . . . .
C24 C 0.5436(4) 0.3631(2) 0.6658(3) 0.0316(11) Uani 1 1 d . . . . .
H24 H 0.6221 0.3577 0.6718 0.038 Uiso 1 1 calc R . . . .
C25 C 0.4999(4) 0.4202(3) 0.6762(3) 0.0373(13) Uani 1 1 d . . . . .
H25 H 0.5479 0.4546 0.6905 0.045 Uiso 1 1 calc R . . . .
C26 C 0.3853(4) 0.4270(2) 0.6658(3) 0.0356(12) Uani 1 1 d . . . . .
H26 H 0.3537 0.4661 0.6728 0.043 Uiso 1 1 calc R . . . .
C27 C 0.3172(4) 0.3764(2) 0.6449(3) 0.0241(10) Uani 1 1 d . . . . .
C28 C 0.1949(4) 0.3793(2) 0.6314(3) 0.0252(10) Uani 1 1 d . . . . .
C29 C 0.1354(4) 0.4342(2) 0.6224(3) 0.0358(12) Uani 1 1 d . . . . .
H29 H 0.1733 0.4726 0.6244 0.043 Uiso 1 1 calc R . . . .
C30 C 0.0193(5) 0.4322(3) 0.6104(3) 0.0417(14) Uani 1 1 d . . . . .
H30 H -0.0231 0.4692 0.6037 0.050 Uiso 1 1 calc R . . . .
C31 C -0.0328(5) 0.3767(3) 0.6084(3) 0.0372(13) Uani 1 1 d . . . . .
H31 H -0.1120 0.3748 0.6012 0.045 Uiso 1 1 calc R . . . .
C32 C 0.0298(4) 0.3229(2) 0.6167(3) 0.0296(11) Uani 1 1 d . . . . .
H32 H -0.0074 0.2843 0.6154 0.035 Uiso 1 1 calc R . . . .
P1 P 0.26005(10) 0.28690(7) 0.13130(7) 0.0285(3) Uani 1 1 d D . . . .
F1 F 0.2641(3) 0.21374(15) 0.13328(18) 0.0456(8) Uani 1 1 d D U . . .
F2 F 0.2555(2) 0.36076(14) 0.12931(17) 0.0403(7) Uani 1 1 d D U . . .
F3 F 0.3645(2) 0.28933(16) 0.20311(17) 0.0448(8) Uani 1 1 d D U . . .
F4 F 0.1545(2) 0.28446(16) 0.05935(17) 0.0439(8) Uani 1 1 d D U . . .
F5 F 0.3422(2) 0.28767(15) 0.07033(17) 0.0419(8) Uani 1 1 d D U . . .
F6 F 0.1766(3) 0.28692(17) 0.19149(18) 0.0494(9) Uani 1 1 d D U . . .
P2 P 0.74399(12) 0.03352(7) 0.37300(8) 0.0361(3) Uani 1 1 d D . . . .
F7 F 0.8075(5) -0.0086(3) 0.4406(3) 0.123(2) Uani 1 1 d D U . . .
F8 F 0.7499(3) 0.08773(16) 0.4359(2) 0.0531(9) Uani 1 1 d D U . . .
F9 F 0.7383(4) -0.0191(2) 0.3096(3) 0.0855(14) Uani 1 1 d D U . . .
F10 F 0.6805(4) 0.0773(2) 0.3062(2) 0.0800(13) Uani 1 1 d D U . . .
F11 F 0.6276(3) 0.01386(19) 0.3918(2) 0.0681(12) Uani 1 1 d D U . . .
F12 F 0.8604(3) 0.0544(3) 0.3549(3) 0.117(2) Uani 1 1 d D U . . .
P3 P -0.27083(15) 0.54014(8) 0.59885(10) 0.0506(4) Uani 1 1 d D . . . .
F13 F -0.3151(3) 0.5743(2) 0.5199(2) 0.0797(14) Uani 1 1 d D U . . .
F14 F -0.1532(3) 0.5729(2) 0.6048(3) 0.0855(15) Uani 1 1 d D U . . .
F15 F -0.2298(4) 0.4864(2) 0.5520(4) 0.144(3) Uani 1 1 d D U . . .
F16 F -0.3900(4) 0.5103(2) 0.5925(4) 0.121(2) Uani 1 1 d D U . . .
F17 F -0.3097(5) 0.5977(3) 0.6417(4) 0.145(3) Uani 1 1 d D U . . .
F18 F -0.2202(9) 0.5084(4) 0.6775(4) 0.267(6) Uani 1 1 d D U . . .
C1S C 0.4856(5) 0.2339(4) 0.3777(4) 0.060(2) Uani 1 1 d . . . . .
H1SA H 0.4203 0.2608 0.3742 0.090 Uiso 1 1 calc GR . . . .
H1SB H 0.5426 0.2548 0.3548 0.090 Uiso 1 1 calc GR . . . .
H1SC H 0.5164 0.2243 0.4334 0.090 Uiso 1 1 calc GR . . . .
C2S C 0.4514(7) 0.1757(3) 0.3335(4) 0.076(3) Uani 1 1 d . . . . .
H2SA H 0.4169 0.1855 0.2778 0.091 Uiso 1 1 calc R . . . .
H2SB H 0.5182 0.1498 0.3335 0.091 Uiso 1 1 calc R . . . .
O1S O 0.3725(3) 0.14203(19) 0.3694(2) 0.0482(10) Uani 1 1 d . . . . .
C3S C 0.3386(7) 0.0862(3) 0.3285(5) 0.083(3) Uani 1 1 d . . . . .
H3SA H 0.4047 0.0597 0.3290 0.099 Uiso 1 1 calc R . . . .
H3SB H 0.3036 0.0953 0.2728 0.099 Uiso 1 1 calc R . . . .
C4S C 0.2571(6) 0.0536(4) 0.3676(6) 0.090(3) Uani 1 1 d . . . . .
H4SA H 0.2914 0.0458 0.4231 0.136 Uiso 1 1 calc GR . . . .
H4SB H 0.2360 0.0143 0.3406 0.136 Uiso 1 1 calc GR . . . .
H4SC H 0.1903 0.0792 0.3647 0.136 Uiso 1 1 calc GR . . . .
C5S C 0.9039(5) -0.1209(3) 1.0210(3) 0.0497(15) Uani 1 1 d . . . . .
H5SA H 0.9042 -0.0872 0.9832 0.075 Uiso 1 1 calc GR . . . .
H5SB H 0.8654 -0.1567 0.9934 0.075 Uiso 1 1 calc GR . . . .
H5SC H 0.9811 -0.1321 1.0450 0.075 Uiso 1 1 calc GR . . . .
C6S C 0.8465(5) -0.1012(3) 1.0820(4) 0.0443(14) Uani 1 1 d . . . . .
N1S N 0.8023(5) -0.0853(3) 1.1302(3) 0.0640(17) 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 N1 2.052(4) . ?
Ir1 N3 2.049(4) . ?
Ir1 N5 2.124(4) . ?
Ir1 N6 2.140(4) . ?
Ir1 C10 2.014(4) . ?
Ir1 C21 2.011(5) . ?
N1 C1 1.344(6) . ?
N1 C5 1.364(6) . ?
N2 C8 1.347(6) . ?
N2 C9 1.352(6) . ?
N2 C11 1.472(6) . ?
N3 C12 1.346(6) . ?
N3 C16 1.363(6) . ?
N4 C19 1.334(7) . ?
N4 C20 1.352(6) . ?
N4 C22 1.473(7) . ?
N5 C23 1.342(6) . ?
N5 C27 1.353(6) . ?
N6 C28 1.360(6) . ?
N6 C32 1.337(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.388(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(6) . ?
C5 C6 1.467(6) . ?
C6 C7 1.389(6) . ?
C6 C10 1.411(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.364(7) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.384(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C13 1.376(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.386(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.360(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(6) . ?
C16 C17 1.459(6) . ?
C17 C18 1.390(6) . ?
C17 C21 1.397(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.368(7) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.385(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23 0.9500 . ?
C23 C24 1.365(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(7) . ?
C27 C28 1.464(7) . ?
C28 C29 1.388(7) . ?
C29 H29 0.9500 . ?
C29 C30 1.391(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.359(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.386(7) . ?
C32 H32 0.9500 . ?
P1 F1 1.588(4) . ?
P1 F2 1.603(3) . ?
P1 F3 1.588(3) . ?
P1 F4 1.598(3) . ?
P1 F5 1.595(3) . ?
P1 F6 1.597(3) . ?
P2 F7 1.559(4) . ?
P2 F8 1.592(3) . ?
P2 F9 1.573(4) . ?
P2 F10 1.571(4) . ?
P2 F11 1.580(4) . ?
P2 F12 1.582(4) . ?
P3 F13 1.548(4) . ?
P3 F14 1.587(4) . ?
P3 F15 1.559(5) . ?
P3 F16 1.576(5) . ?
P3 F17 1.574(5) . ?
P3 F18 1.535(5) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C1S C2S 1.490(10) . ?
C2S H2SA 0.9900 . ?
C2S H2SB 0.9900 . ?
C2S O1S 1.446(8) . ?
O1S C3S 1.419(8) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C3S C4S 1.490(12) . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
C5S H5SA 0.9800 . ?
C5S H5SB 0.9800 . ?
C5S H5SC 0.9800 . ?
C5S C6S 1.444(8) . ?
C6S N1S 1.134(7) . ?

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
N1 Ir1 N5 86.81(14) . . ?
N1 Ir1 N6 96.40(14) . . ?
N3 Ir1 N1 174.13(14) . . ?
N3 Ir1 N5 98.10(14) . . ?
N3 Ir1 N6 87.86(14) . . ?
N5 Ir1 N6 77.02(14) . . ?
C10 Ir1 N1 80.08(17) . . ?
C10 Ir1 N3 96.12(16) . . ?
C10 Ir1 N5 96.39(16) . . ?
C10 Ir1 N6 172.76(16) . . ?
C21 Ir1 N1 95.72(17) . . ?
C21 Ir1 N3 79.53(17) . . ?
C21 Ir1 N5 176.30(15) . . ?
C21 Ir1 N6 99.97(16) . . ?
C21 Ir1 C10 86.72(18) . . ?
C1 N1 Ir1 124.7(3) . . ?
C1 N1 C5 119.1(4) . . ?
C5 N1 Ir1 116.2(3) . . ?
C8 N2 C9 121.6(4) . . ?
C8 N2 C11 119.0(4) . . ?
C9 N2 C11 119.3(4) . . ?
C12 N3 Ir1 124.9(3) . . ?
C12 N3 C16 118.7(4) . . ?
C16 N3 Ir1 116.4(3) . . ?
C19 N4 C20 121.4(5) . . ?
C19 N4 C22 118.9(5) . . ?
C20 N4 C22 119.7(5) . . ?
C23 N5 Ir1 124.9(3) . . ?
C23 N5 C27 119.0(4) . . ?
C27 N5 Ir1 115.6(3) . . ?
C28 N6 Ir1 114.9(3) . . ?
C32 N6 Ir1 125.7(3) . . ?
C32 N6 C28 119.3(4) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 121.9(5) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.3(5) . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 121.1(4) . . ?
N1 C5 C6 113.5(4) . . ?
C4 C5 C6 125.4(4) . . ?
C7 C6 C5 123.4(4) . . ?
C7 C6 C10 121.1(4) . . ?
C10 C6 C5 115.4(4) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.0(4) . . ?
C8 C7 H7 120.5 . . ?
N2 C8 C7 120.4(4) . . ?
N2 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
N2 C9 H9 119.4 . . ?
N2 C9 C10 121.3(4) . . ?
C10 C9 H9 119.4 . . ?
C6 C10 Ir1 114.6(3) . . ?
C9 C10 Ir1 128.7(3) . . ?
C9 C10 C6 116.6(4) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 H12 118.8 . . ?
N3 C12 C13 122.4(5) . . ?
C13 C12 H12 118.8 . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.6(5) . . ?
C14 C13 H13 120.7 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0(5) . . ?
C16 C15 H15 120.0 . . ?
N3 C16 C15 120.6(4) . . ?
N3 C16 C17 113.4(4) . . ?
C15 C16 C17 125.9(4) . . ?
C18 C17 C16 123.0(4) . . ?
C18 C17 C21 121.8(4) . . ?
C21 C17 C16 115.3(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 C17 118.6(5) . . ?
C19 C18 H18 120.7 . . ?
N4 C19 C18 120.4(5) . . ?
N4 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
N4 C20 H20 119.0 . . ?
N4 C20 C21 122.1(5) . . ?
C21 C20 H20 119.0 . . ?
C17 C21 Ir1 115.3(3) . . ?
C20 C21 Ir1 129.0(4) . . ?
C20 C21 C17 115.7(4) . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N5 C23 H23 118.8 . . ?
N5 C23 C24 122.4(5) . . ?
C24 C23 H23 118.8 . . ?
C23 C24 H24 120.5 . . ?
C23 C24 C25 119.0(5) . . ?
C25 C24 H24 120.5 . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.3(5) . . ?
C26 C25 H25 120.4 . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.3(5) . . ?
C27 C26 H26 120.3 . . ?
N5 C27 C26 120.9(4) . . ?
N5 C27 C28 115.8(4) . . ?
C26 C27 C28 123.3(4) . . ?
N6 C28 C27 115.8(4) . . ?
N6 C28 C29 120.9(4) . . ?
C29 C28 C27 123.2(4) . . ?
C28 C29 H29 120.5 . . ?
C28 C29 C30 119.0(5) . . ?
C30 C29 H29 120.5 . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.3(5) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.8(5) . . ?
C32 C31 H31 120.1 . . ?
N6 C32 C31 121.5(5) . . ?
N6 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
F1 P1 F2 179.82(19) . . ?
F1 P1 F4 90.02(18) . . ?
F1 P1 F5 90.20(18) . . ?
F1 P1 F6 90.43(19) . . ?
F3 P1 F1 89.98(18) . . ?
F3 P1 F2 90.12(17) . . ?
F3 P1 F4 179.72(19) . . ?
F3 P1 F5 90.06(17) . . ?
F3 P1 F6 90.58(18) . . ?
F4 P1 F2 89.88(17) . . ?
F5 P1 F2 89.94(17) . . ?
F5 P1 F4 90.22(17) . . ?
F5 P1 F6 179.1(2) . . ?
F6 P1 F2 89.43(18) . . ?
F6 P1 F4 89.15(18) . . ?
F7 P2 F8 88.7(3) . . ?
F7 P2 F9 92.3(3) . . ?
F7 P2 F10 178.7(3) . . ?
F7 P2 F11 91.1(3) . . ?
F7 P2 F12 89.2(3) . . ?
F9 P2 F8 178.9(3) . . ?
F9 P2 F11 91.9(2) . . ?
F9 P2 F12 89.2(2) . . ?
F10 P2 F8 90.0(2) . . ?
F10 P2 F9 89.0(3) . . ?
F10 P2 F11 89.1(2) . . ?
F10 P2 F12 90.6(3) . . ?
F11 P2 F8 88.70(19) . . ?
F11 P2 F12 178.9(3) . . ?
F12 P2 F8 90.3(2) . . ?
F13 P3 F14 89.5(2) . . ?
F13 P3 F15 89.6(3) . . ?
F13 P3 F16 89.1(3) . . ?
F13 P3 F17 87.1(3) . . ?
F15 P3 F14 89.2(3) . . ?
F15 P3 F16 92.7(3) . . ?
F15 P3 F17 175.8(4) . . ?
F16 P3 F14 177.6(3) . . ?
F17 P3 F14 88.3(3) . . ?
F17 P3 F16 89.8(3) . . ?
F18 P3 F13 176.5(4) . . ?
F18 P3 F14 87.0(4) . . ?
F18 P3 F15 90.5(5) . . ?
F18 P3 F16 94.4(4) . . ?
F18 P3 F17 92.6(5) . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
C1S C2S H2SA 109.6 . . ?
C1S C2S H2SB 109.6 . . ?
H2SA C2S H2SB 108.1 . . ?
O1S C2S C1S 110.5(5) . . ?
O1S C2S H2SA 109.6 . . ?
O1S C2S H2SB 109.6 . . ?
C3S O1S C2S 111.7(6) . . ?
O1S C3S H3SA 109.8 . . ?
O1S C3S H3SB 109.8 . . ?
O1S C3S C4S 109.6(7) . . ?
H3SA C3S H3SB 108.2 . . ?
C4S C3S H3SA 109.8 . . ?
C4S C3S H3SB 109.8 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
H5SA C5S H5SB 109.5 . . ?
H5SA C5S H5SC 109.5 . . ?
H5SB C5S H5SC 109.5 . . ?
C6S C5S H5SA 109.5 . . ?
C6S C5S H5SB 109.5 . . ?
C6S C5S H5SC 109.5 . . ?
N1S C6S C5S 179.2(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C1 C2 178.8(4) . . . . ?
Ir1 N1 C5 C4 -177.3(3) . . . . ?
Ir1 N1 C5 C6 4.9(5) . . . . ?
Ir1 N3 C12 C13 179.5(4) . . . . ?
Ir1 N3 C16 C15 -178.9(3) . . . . ?
Ir1 N3 C16 C17 2.9(5) . . . . ?
Ir1 N5 C23 C24 -168.4(3) . . . . ?
Ir1 N5 C27 C26 168.0(4) . . . . ?
Ir1 N5 C27 C28 -10.3(5) . . . . ?
Ir1 N6 C28 C27 -5.6(5) . . . . ?
Ir1 N6 C28 C29 173.2(4) . . . . ?
Ir1 N6 C32 C31 -173.6(4) . . . . ?
N1 C1 C2 C3 -1.7(8) . . . . ?
N1 C5 C6 C7 173.7(4) . . . . ?
N1 C5 C6 C10 -2.2(6) . . . . ?
N2 C9 C10 Ir1 175.6(3) . . . . ?
N2 C9 C10 C6 -1.1(6) . . . . ?
N3 C12 C13 C14 -0.7(8) . . . . ?
N3 C16 C17 C18 178.4(4) . . . . ?
N3 C16 C17 C21 -0.6(6) . . . . ?
N4 C20 C21 Ir1 -178.9(4) . . . . ?
N4 C20 C21 C17 0.0(7) . . . . ?
N5 C23 C24 C25 -0.2(7) . . . . ?
N5 C27 C28 N6 10.5(6) . . . . ?
N5 C27 C28 C29 -168.2(4) . . . . ?
N6 C28 C29 C30 1.8(8) . . . . ?
C1 N1 C5 C4 2.5(7) . . . . ?
C1 N1 C5 C6 -175.3(4) . . . . ?
C1 C2 C3 C4 3.1(8) . . . . ?
C2 C3 C4 C5 -1.7(8) . . . . ?
C3 C4 C5 N1 -1.1(7) . . . . ?
C3 C4 C5 C6 176.4(4) . . . . ?
C4 C5 C6 C7 -4.0(7) . . . . ?
C4 C5 C6 C10 -179.9(4) . . . . ?
C5 N1 C1 C2 -1.1(7) . . . . ?
C5 C6 C7 C8 -174.3(4) . . . . ?
C5 C6 C10 Ir1 -1.5(5) . . . . ?
C5 C6 C10 C9 175.6(4) . . . . ?
C6 C7 C8 N2 -0.9(7) . . . . ?
C7 C6 C10 Ir1 -177.5(3) . . . . ?
C7 C6 C10 C9 -0.4(6) . . . . ?
C8 N2 C9 C10 1.7(7) . . . . ?
C9 N2 C8 C7 -0.6(7) . . . . ?
C10 C6 C7 C8 1.4(7) . . . . ?
C11 N2 C8 C7 178.8(4) . . . . ?
C11 N2 C9 C10 -177.7(4) . . . . ?
C12 N3 C16 C15 1.7(6) . . . . ?
C12 N3 C16 C17 -176.5(4) . . . . ?
C12 C13 C14 C15 1.8(8) . . . . ?
C13 C14 C15 C16 -1.2(8) . . . . ?
C14 C15 C16 N3 -0.6(7) . . . . ?
C14 C15 C16 C17 177.4(5) . . . . ?
C15 C16 C17 C18 0.3(7) . . . . ?
C15 C16 C17 C21 -178.6(4) . . . . ?
C16 N3 C12 C13 -1.1(7) . . . . ?
C16 C17 C18 C19 -178.7(4) . . . . ?
C16 C17 C21 Ir1 -2.1(5) . . . . ?
C16 C17 C21 C20 178.9(4) . . . . ?
C17 C18 C19 N4 -0.3(7) . . . . ?
C18 C17 C21 Ir1 178.9(3) . . . . ?
C18 C17 C21 C20 -0.1(7) . . . . ?
C19 N4 C20 C21 0.0(8) . . . . ?
C20 N4 C19 C18 0.2(8) . . . . ?
C21 C17 C18 C19 0.2(7) . . . . ?
C22 N4 C19 C18 179.1(5) . . . . ?
C22 N4 C20 C21 -178.9(5) . . . . ?
C23 N5 C27 C26 -4.1(6) . . . . ?
C23 N5 C27 C28 177.7(4) . . . . ?
C23 C24 C25 C26 -1.1(8) . . . . ?
C24 C25 C26 C27 -0.1(8) . . . . ?
C25 C26 C27 N5 2.8(7) . . . . ?
C25 C26 C27 C28 -179.1(5) . . . . ?
C26 C27 C28 N6 -167.7(4) . . . . ?
C26 C27 C28 C29 13.6(7) . . . . ?
C27 N5 C23 C24 2.9(7) . . . . ?
C27 C28 C29 C30 -179.5(5) . . . . ?
C28 N6 C32 C31 2.5(7) . . . . ?
C28 C29 C30 C31 0.5(8) . . . . ?
C29 C30 C31 C32 -1.2(8) . . . . ?
C30 C31 C32 N6 -0.2(8) . . . . ?
C32 N6 C28 C27 178.0(4) . . . . ?
C32 N6 C28 C29 -3.3(7) . . . . ?
C1S C2S O1S C3S -179.9(5) . . . . ?
C2S O1S C3S C4S -179.7(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_s3690ma
_database_code_depnum_ccdc_archive 'CCDC 1427674'
_audit_update_record             
;
2015-09-25 deposited with the CCDC.
2015-10-16 downloaded from the CCDC.
;
_audit_creation_date             2015-09-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H26 F6 Ir N6, 2(C4 H8 O2), 3(F6 P)'
_chemical_formula_sum            'C42 H42 F24 Ir N6 O4 P3'
_chemical_formula_weight         1435.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.2871(4)
_cell_length_b                   19.2131(5)
_cell_length_c                   37.1997(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.4620(10)
_cell_angle_gamma                90
_cell_volume                     10192.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.596
_shelx_estimated_absorpt_T_min   0.341
_exptl_absorpt_coefficient_mu    7.225
_exptl_absorpt_correction_T_max  0.5966
_exptl_absorpt_correction_T_min  0.333706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.871
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             5648
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            34713
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        66.592
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         3.860
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8413
_reflns_number_total             8853
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.508
_refine_diff_density_min         -1.105
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         8853
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0365P)²+96.7014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.0958
_refine_special_details          
; 
The structure was solved by direct methods. 
The non-hydrogen atoms were refined anisotropically. H atoms were included in 
calculated positions with C-H lengths of 0.95(CH), 0.99(CH₂) & 
0.98(CH₃)Å; Uĩso(H) values were fixed at 1.2Ueq(C) except for CH₃ 
where it was 1.5Ueq(C).
The displacement parameters of one of the 1,4-dioxane molecule were refined
by using RIGU and DELU commands.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-C4AA
 1.43 with sigma of 0.02
 O1-C5
 1.43 with sigma of 0.02
3. Rigid bond restraints
 C5, O1, C4AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Rigid body (RIGU) restrains
 C5, O1, C4AA
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C4AA(H4AA,
 H4AB), C5(H5A,H5B), C39(H39A,H39B), C40(H40A,H40B)
5.b Aromatic/amide H refined with riding coordinates:
 C0AA(H0AA), C1AA(H1AA), C3AA(H3AA), C7(H7), C9(H9), C10(H10), C13(H13),
 C14(H14), C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25),
  C26(H26), C27(H27), C31(H31), C32(H32), C33(H33)
5.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C0AA C -0.1251(3) 0.4387(2) 0.62599(12) 0.0155(9) Uani 1 1 d . . . . .
H0AA H -0.1615 0.3984 0.6201 0.019 Uiso 1 1 calc R . . . .
C1AA C -0.1094(3) 0.5527(2) 0.65163(11) 0.0134(9) Uani 1 1 d . . . . .
H1AA H -0.1345 0.5908 0.6641 0.016 Uiso 1 1 calc R . . . .
C2AA C -0.0182(3) 0.5541(2) 0.64139(11) 0.0106(8) Uani 1 1 d . . . . .
C3 C -0.1635(3) 0.4945(2) 0.64332(12) 0.0117(9) Uani 1 1 d . . . . .
C3AA C -0.0329(3) 0.4429(2) 0.61741(12) 0.0155(9) Uani 1 1 d . . . . .
H3AA H -0.0057 0.4042 0.6061 0.019 Uiso 1 1 calc R . . . .
C6 C 0.0435(3) 0.6152(2) 0.64694(11) 0.0124(8) Uani 1 1 d . . . . .
C7 C 0.0140(3) 0.6776(2) 0.66025(12) 0.0164(9) Uani 1 1 d . . . . .
H7 H -0.0485 0.6827 0.6673 0.020 Uiso 1 1 calc R . . . .
C8 C 0.0758(3) 0.7333(2) 0.66334(12) 0.0177(9) Uani 1 1 d . . . . .
C9 C 0.1656(3) 0.7245(2) 0.65305(12) 0.0186(10) Uani 1 1 d . . . . .
H9 H 0.2088 0.7621 0.6546 0.022 Uiso 1 1 calc R . . . .
C10 C 0.1926(3) 0.6608(2) 0.64046(12) 0.0153(9) Uani 1 1 d . . . . .
H10 H 0.2553 0.6548 0.6339 0.018 Uiso 1 1 calc R . . . .
C11 C -0.2638(3) 0.4918(2) 0.65360(13) 0.0172(10) Uani 1 1 d . . . . .
C12 C 0.0410(4) 0.8010(3) 0.67769(15) 0.0277(11) Uani 1 1 d . . . . .
C13 C 0.2031(4) 0.4899(2) 0.69570(12) 0.0201(10) Uani 1 1 d . . . . .
H13 H 0.1887 0.5381 0.6964 0.024 Uiso 1 1 calc R . . . .
C14 C 0.2367(5) 0.4575(3) 0.72683(13) 0.0349(14) Uani 1 1 d . . . . .
H14 H 0.2452 0.4827 0.7487 0.042 Uiso 1 1 calc R . . . .
C15 C 0.2579(5) 0.3872(3) 0.72553(14) 0.0350(14) Uani 1 1 d . . . . .
H15 H 0.2827 0.3638 0.7465 0.042 Uiso 1 1 calc R . . . .
C16 C 0.2425(4) 0.3515(2) 0.69353(12) 0.0231(11) Uani 1 1 d . . . . .
H16 H 0.2560 0.3031 0.6926 0.028 Uiso 1 1 calc R . . . .
C17 C 0.2076(3) 0.3855(2) 0.66291(11) 0.0117(8) Uani 1 1 d . . . . .
C18 C 0.1946(3) 0.3589(2) 0.62572(11) 0.0108(8) Uani 1 1 d . . . . .
C19 C 0.1831(3) 0.4087(2) 0.59836(11) 0.0113(8) Uani 1 1 d . . . . .
C20 C 0.1831(3) 0.3870(2) 0.56266(11) 0.0134(9) Uani 1 1 d . . . . .
H20 H 0.1774 0.4202 0.5437 0.016 Uiso 1 1 calc R . . . .
C21 C 0.1913(3) 0.3172(2) 0.55483(12) 0.0176(9) Uani 1 1 d . . . . .
H21 H 0.1945 0.3022 0.5306 0.021 Uiso 1 1 calc R . . . .
C22 C 0.1947(3) 0.2694(2) 0.58242(12) 0.0146(9) Uani 1 1 d . . . . .
H22 H 0.1966 0.2212 0.5769 0.017 Uiso 1 1 calc R . . . .
C23 C 0.1880(4) 0.2331(2) 0.64386(13) 0.0250(11) Uani 1 1 d . . . . .
H23A H 0.1614 0.1914 0.6319 0.037 Uiso 1 1 calc GR . . . .
H23B H 0.1472 0.2481 0.6626 0.037 Uiso 1 1 calc GR . . . .
H23C H 0.2505 0.2223 0.6548 0.037 Uiso 1 1 calc GR . . . .
C24 C 0.0790(3) 0.5680(2) 0.54831(11) 0.0139(9) Uani 1 1 d . . . . .
H24 H 0.0219 0.5573 0.5589 0.017 Uiso 1 1 calc R . . . .
C25 C 0.0759(3) 0.6002(2) 0.51510(12) 0.0187(9) Uani 1 1 d . . . . .
H25 H 0.0175 0.6112 0.5029 0.022 Uiso 1 1 calc R . . . .
C26 C 0.1589(3) 0.6161(2) 0.50004(12) 0.0206(10) Uani 1 1 d . . . . .
H26 H 0.1585 0.6388 0.4774 0.025 Uiso 1 1 calc R . . . .
C27 C 0.2430(3) 0.5985(2) 0.51822(12) 0.0178(9) Uani 1 1 d . . . . .
H27 H 0.3005 0.6098 0.5081 0.021 Uiso 1 1 calc R . . . .
C28 C 0.2439(3) 0.5647(2) 0.55118(11) 0.0098(8) Uani 1 1 d . . . . .
C29 C 0.3256(3) 0.5432(2) 0.57523(11) 0.0111(8) Uani 1 1 d . . . . .
C30 C 0.3033(3) 0.5200(2) 0.60966(11) 0.0121(8) Uani 1 1 d . . . . .
C31 C 0.3768(3) 0.5059(2) 0.63495(13) 0.0189(10) Uani 1 1 d . . . . .
H31 H 0.3636 0.4909 0.6585 0.023 Uiso 1 1 calc R . . . .
C32 C 0.4678(3) 0.5134(3) 0.62620(15) 0.0250(11) Uani 1 1 d . . . . .
H32 H 0.5176 0.5061 0.6439 0.030 Uiso 1 1 calc R . . . .
C33 C 0.4868(3) 0.5317(2) 0.59174(13) 0.0195(10) Uani 1 1 d . . . . .
H33 H 0.5501 0.5343 0.5854 0.023 Uiso 1 1 calc R . . . .
C34 C 0.4473(3) 0.5629(3) 0.53045(12) 0.0203(10) Uani 1 1 d . . . . .
H34A H 0.5139 0.5513 0.5293 0.030 Uiso 1 1 calc GR . . . .
H34B H 0.4382 0.6127 0.5258 0.030 Uiso 1 1 calc GR . . . .
H34C H 0.4103 0.5359 0.5123 0.030 Uiso 1 1 calc GR . . . .
N0AA N 0.1953(3) 0.28966(18) 0.61698(9) 0.0129(7) Uani 1 1 d . . . . .
N1 N 0.0196(3) 0.49935(17) 0.62446(10) 0.0123(8) Uani 1 1 d . . . . .
N2 N 0.1330(2) 0.60661(18) 0.63720(9) 0.0105(7) Uani 1 1 d . . . . .
N3 N 0.1899(2) 0.45550(18) 0.66419(9) 0.0109(7) Uani 1 1 d . . . . .
N5 N 0.1605(2) 0.55129(18) 0.56619(9) 0.0118(7) Uani 1 1 d . . . . .
N6 N 0.4167(2) 0.54603(18) 0.56663(10) 0.0127(7) Uani 1 1 d . . . . .
F1 F -0.30384(18) 0.55447(15) 0.65348(8) 0.0277(6) Uani 1 1 d . . . . .
F2 F -0.31614(18) 0.45189(16) 0.63067(8) 0.0266(6) Uani 1 1 d . . . . .
F3 F -0.27060(19) 0.46437(15) 0.68636(7) 0.0246(6) Uani 1 1 d . . . . .
F4 F -0.0264(3) 0.82781(19) 0.65579(11) 0.0618(12) Uani 1 1 d . . . . .
F5 F 0.1088(3) 0.84835(17) 0.68135(13) 0.0605(13) Uani 1 1 d . . . . .
F6 F 0.0057(3) 0.79442(15) 0.70909(9) 0.0389(8) Uani 1 1 d . . . . .
Ir1 Ir 0.16600(2) 0.50672(2) 0.61624(2) 0.00767(7) Uani 1 1 d . . . . .
C35 C -0.0505(4) 0.8470(4) 0.55120(18) 0.0425(15) Uani 1 1 d . . . . .
H35A H -0.1028 0.8676 0.5361 0.051 Uiso 1 1 calc R . . . .
H35B H -0.0662 0.8504 0.5767 0.051 Uiso 1 1 calc R . . . .
C36 C -0.0392(5) 0.7723(4) 0.5413(2) 0.0507(18) Uani 1 1 d . . . . .
H36A H -0.0978 0.7469 0.5456 0.061 Uiso 1 1 calc R . . . .
H36B H -0.0282 0.7688 0.5154 0.061 Uiso 1 1 calc R . . . .
C37 C 0.1198(4) 0.7782(3) 0.55544(16) 0.0369(13) Uani 1 1 d . . . . .
H37A H 0.1322 0.7751 0.5296 0.044 Uiso 1 1 calc R . . . .
H37B H 0.1736 0.7573 0.5695 0.044 Uiso 1 1 calc R . . . .
C38 C 0.1103(4) 0.8529(3) 0.56582(14) 0.0344(13) Uani 1 1 d . . . . .
H38A H 0.1006 0.8561 0.5919 0.041 Uiso 1 1 calc R . . . .
H38B H 0.1689 0.8780 0.5612 0.041 Uiso 1 1 calc R . . . .
O0AA O 0.0340(3) 0.8848(2) 0.54608(10) 0.0360(9) Uani 1 1 d . . . . .
O2 O 0.0371(3) 0.7407(2) 0.56185(13) 0.0448(11) Uani 1 1 d . . . . .
C4AA C -0.0140(8) 0.4733(8) 0.7307(3) 0.132(4) Uani 1 1 d D U . . .
H4AA H -0.0830 0.4782 0.7274 0.158 Uiso 1 1 calc R . . . .
H4AB H 0.0149 0.5136 0.7191 0.158 Uiso 1 1 calc R . . . .
C5 C -0.0214(15) 0.3468(9) 0.7286(6) 0.261(13) Uani 1 1 d D U . . .
H5A H 0.0001 0.3052 0.7157 0.313 Uiso 1 1 calc R . . . .
H5B H -0.0908 0.3473 0.7273 0.313 Uiso 1 1 calc R . . . .
O1 O 0.0146(7) 0.4093(7) 0.7132(3) 0.194(5) Uani 1 1 d D U . . .
C39 C 0.4999(7) 0.5834(6) 0.7301(3) 0.099(4) Uani 1 1 d . . . . .
H39A H 0.4680 0.6258 0.7204 0.119 Uiso 1 1 calc R . . . .
H39B H 0.5653 0.5840 0.7226 0.119 Uiso 1 1 calc R . . . .
C40 C 0.4987(7) 0.4683(5) 0.7285(3) 0.086(3) Uani 1 1 d . . . . .
H40A H 0.5633 0.4672 0.7204 0.103 Uiso 1 1 calc R . . . .
H40B H 0.4651 0.4265 0.7190 0.103 Uiso 1 1 calc R . . . .
O3 O 0.4548(4) 0.5256(4) 0.71630(15) 0.0761(17) Uani 1 1 d . . . . .
F7 F -0.2331(2) 0.65520(15) 0.52814(8) 0.0325(7) Uani 1 1 d . . . . .
F8 F -0.1567(3) 0.6018(2) 0.57495(8) 0.0500(10) Uani 1 1 d . . . . .
F9 F -0.2295(3) 0.50053(16) 0.55889(10) 0.0450(9) Uani 1 1 d . . . . .
F10 F -0.3048(2) 0.55486(16) 0.51188(9) 0.0343(7) Uani 1 1 d . . . . .
F11 F -0.3138(2) 0.59669(16) 0.56882(9) 0.0388(8) Uani 1 1 d . . . . .
F12 F -0.1475(2) 0.55877(19) 0.51864(8) 0.0366(8) Uani 1 1 d . . . . .
P1 P -0.23082(8) 0.57769(6) 0.54365(3) 0.0164(2) Uani 1 1 d . . . . .
F13 F 0.1219(2) 0.63842(18) 0.73584(9) 0.0433(8) Uani 1 1 d . . . . .
F14 F 0.1985(3) 0.74115(16) 0.73648(9) 0.0420(8) Uani 1 1 d . . . . .
F15 F 0.3105(2) 0.69715(19) 0.77423(9) 0.0392(8) Uani 1 1 d . . . . .
F16 F 0.2332(3) 0.59439(17) 0.77449(9) 0.0482(10) Uani 1 1 d . . . . .
F17 F 0.1606(2) 0.69312(16) 0.78926(8) 0.0307(7) Uani 1 1 d . . . . .
F18 F 0.2720(3) 0.64183(18) 0.72165(8) 0.0411(8) Uani 1 1 d . . . . .
P2 P 0.21605(9) 0.66737(6) 0.75514(3) 0.0214(3) Uani 1 1 d . . . . .
F19 F 0.4551(3) 0.80701(17) 0.56466(10) 0.0525(11) Uani 1 1 d . . . . .
F20 F 0.5129(2) 0.69949(15) 0.57677(9) 0.0314(7) Uani 1 1 d . . . . .
F21 F 0.3967(3) 0.67954(19) 0.61301(16) 0.0836(18) Uani 1 1 d . . . . .
F22 F 0.3363(2) 0.7860(2) 0.60073(18) 0.092(2) Uani 1 1 d . . . . .
F23 F 0.4863(2) 0.77539(16) 0.62152(9) 0.0353(7) Uani 1 1 d . . . . .
F24 F 0.3638(3) 0.7118(2) 0.55549(17) 0.094(2) Uani 1 1 d . . . . .
P3 P 0.42522(9) 0.74313(7) 0.58837(5) 0.0357(4) 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
C0AA H0AA 0.9500 . ?
C0AA C3 1.382(6) . ?
C0AA C3AA 1.376(6) . ?
C1AA H1AA 0.9500 . ?
C1AA C2AA 1.379(6) . ?
C1AA C3 1.383(6) . ?
C2AA C6 1.476(6) . ?
C2AA N1 1.355(5) . ?
C3 C11 1.505(6) . ?
C3AA H3AA 0.9500 . ?
C3AA N1 1.337(6) . ?
C6 C7 1.374(6) . ?
C6 N2 1.361(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(6) . ?
C8 C9 1.371(7) . ?
C8 C12 1.503(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.374(6) . ?
C10 H10 0.9500 . ?
C10 N2 1.346(6) . ?
C11 F1 1.334(6) . ?
C11 F2 1.340(5) . ?
C11 F3 1.336(5) . ?
C12 F4 1.328(7) . ?
C12 F5 1.329(6) . ?
C12 F6 1.306(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(7) . ?
C13 N3 1.348(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.385(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(6) . ?
C17 C18 1.476(6) . ?
C17 N3 1.370(5) . ?
C18 C19 1.399(6) . ?
C18 N0AA 1.370(6) . ?
C19 C20 1.392(6) . ?
C19 Ir1 2.016(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.375(6) . ?
C22 H22 0.9500 . ?
C22 N0AA 1.343(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 N0AA 1.485(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(6) . ?
C24 N5 1.344(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.376(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(6) . ?
C28 C29 1.485(6) . ?
C28 N5 1.371(5) . ?
C29 C30 1.410(6) . ?
C29 N6 1.361(6) . ?
C30 C31 1.394(7) . ?
C30 Ir1 2.007(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.367(7) . ?
C32 H32 0.9500 . ?
C32 C33 1.372(7) . ?
C33 H33 0.9500 . ?
C33 N6 1.356(6) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C34 N6 1.476(5) . ?
N1 Ir1 2.136(4) . ?
N2 Ir1 2.135(3) . ?
N3 Ir1 2.048(3) . ?
N5 Ir1 2.046(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.492(9) . ?
C35 O0AA 1.431(7) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 O2 1.428(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.493(8) . ?
C37 O2 1.416(7) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 O0AA 1.416(7) . ?
C4AA C4AA 1.47(2) 2_556 ?
C4AA H4AA 0.9900 . ?
C4AA H4AB 0.9900 . ?
C4AA O1 1.459(13) . ?
C5 C5 1.67(5) 2_556 ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 O1 1.438(15) . ?
C39 C39 1.48(2) 2_656 ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 O3 1.368(11) . ?
C40 C40 1.60(2) 2_656 ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 O3 1.334(11) . ?
F7 P1 1.597(3) . ?
F8 P1 1.594(3) . ?
F9 P1 1.587(3) . ?
F10 P1 1.599(3) . ?
F11 P1 1.597(3) . ?
F12 P1 1.596(3) . ?
F13 P2 1.586(3) . ?
F14 P2 1.591(3) . ?
F15 P2 1.593(3) . ?
F16 P2 1.588(3) . ?
F17 P2 1.614(3) . ?
F18 P2 1.597(3) . ?
F19 P3 1.585(4) . ?
F20 P3 1.589(3) . ?
F21 P3 1.595(5) . ?
F22 P3 1.605(4) . ?
F23 P3 1.592(3) . ?
F24 P3 1.581(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C0AA H0AA 120.8 . . ?
C3AA C0AA H0AA 120.8 . . ?
C3AA C0AA C3 118.4(4) . . ?
C2AA C1AA H1AA 120.7 . . ?
C2AA C1AA C3 118.6(4) . . ?
C3 C1AA H1AA 120.7 . . ?
C1AA C2AA C6 122.9(4) . . ?
N1 C2AA C1AA 121.5(4) . . ?
N1 C2AA C6 115.5(4) . . ?
C0AA C3 C1AA 119.9(4) . . ?
C0AA C3 C11 120.1(4) . . ?
C1AA C3 C11 120.0(4) . . ?
C0AA C3AA H3AA 118.8 . . ?
N1 C3AA C0AA 122.4(4) . . ?
N1 C3AA H3AA 118.8 . . ?
C7 C6 C2AA 123.4(4) . . ?
N2 C6 C2AA 115.4(4) . . ?
N2 C6 C7 121.1(4) . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.6(4) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C12 118.3(4) . . ?
C9 C8 C7 119.0(4) . . ?
C9 C8 C12 122.7(4) . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.4(4) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.0 . . ?
N2 C10 C9 122.1(4) . . ?
N2 C10 H10 119.0 . . ?
F1 C11 C3 112.4(4) . . ?
F1 C11 F2 106.9(4) . . ?
F1 C11 F3 107.7(4) . . ?
F2 C11 C3 111.2(4) . . ?
F3 C11 C3 111.6(4) . . ?
F3 C11 F2 106.7(4) . . ?
F4 C12 C8 111.2(4) . . ?
F4 C12 F5 107.1(5) . . ?
F5 C12 C8 112.0(4) . . ?
F6 C12 C8 112.8(4) . . ?
F6 C12 F4 106.3(5) . . ?
F6 C12 F5 107.0(4) . . ?
C14 C13 H13 118.9 . . ?
N3 C13 H13 118.9 . . ?
N3 C13 C14 122.2(4) . . ?
C13 C14 H14 120.7 . . ?
C13 C14 C15 118.5(5) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(5) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(4) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C18 128.9(4) . . ?
N3 C17 C16 119.7(4) . . ?
N3 C17 C18 111.0(4) . . ?
C19 C18 C17 116.6(4) . . ?
N0AA C18 C17 123.8(4) . . ?
N0AA C18 C19 119.6(4) . . ?
C18 C19 Ir1 114.2(3) . . ?
C20 C19 C18 118.8(4) . . ?
C20 C19 Ir1 127.0(3) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.4 . . ?
N0AA C22 C21 121.3(4) . . ?
N0AA C22 H22 119.4 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N0AA C23 H23A 109.5 . . ?
N0AA C23 H23B 109.5 . . ?
N0AA C23 H23C 109.5 . . ?
C25 C24 H24 119.0 . . ?
N5 C24 H24 119.0 . . ?
N5 C24 C25 122.1(4) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 C24 118.8(4) . . ?
C26 C25 H25 120.6 . . ?
C25 C26 H26 120.3 . . ?
C25 C26 C27 119.4(4) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.5(4) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C29 128.9(4) . . ?
N5 C28 C27 119.1(4) . . ?
N5 C28 C29 111.9(3) . . ?
C30 C29 C28 115.0(4) . . ?
N6 C29 C28 125.1(4) . . ?
N6 C29 C30 119.9(4) . . ?
C29 C30 Ir1 115.3(3) . . ?
C31 C30 C29 118.2(4) . . ?
C31 C30 Ir1 126.5(3) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.5(4) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 120.2 . . ?
C31 C32 C33 119.7(5) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 119.5 . . ?
N6 C33 C32 121.0(4) . . ?
N6 C33 H33 119.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N6 C34 H34A 109.5 . . ?
N6 C34 H34B 109.5 . . ?
N6 C34 H34C 109.5 . . ?
C18 N0AA C23 123.3(4) . . ?
C22 N0AA C18 120.6(4) . . ?
C22 N0AA C23 115.8(4) . . ?
C2AA N1 Ir1 115.9(3) . . ?
C3AA N1 C2AA 119.1(4) . . ?
C3AA N1 Ir1 124.7(3) . . ?
C6 N2 Ir1 116.0(3) . . ?
C10 N2 C6 118.8(4) . . ?
C10 N2 Ir1 125.2(3) . . ?
C13 N3 C17 119.6(4) . . ?
C13 N3 Ir1 121.9(3) . . ?
C17 N3 Ir1 117.6(3) . . ?
C24 N5 C28 120.1(4) . . ?
C24 N5 Ir1 122.3(3) . . ?
C28 N5 Ir1 117.5(3) . . ?
C29 N6 C34 124.3(4) . . ?
C33 N6 C29 120.5(4) . . ?
C33 N6 C34 115.2(4) . . ?
C19 Ir1 N1 97.15(14) . . ?
C19 Ir1 N2 173.52(14) . . ?
C19 Ir1 N3 79.72(15) . . ?
C19 Ir1 N5 95.13(15) . . ?
C30 Ir1 C19 86.57(16) . . ?
C30 Ir1 N1 176.28(15) . . ?
C30 Ir1 N2 99.70(15) . . ?
C30 Ir1 N3 93.14(16) . . ?
C30 Ir1 N5 79.64(16) . . ?
N2 Ir1 N1 76.58(13) . . ?
N3 Ir1 N1 87.50(14) . . ?
N3 Ir1 N2 98.20(13) . . ?
N5 Ir1 N1 100.00(14) . . ?
N5 Ir1 N2 87.64(13) . . ?
N5 Ir1 N3 171.43(14) . . ?
H35A C35 H35B 108.1 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
O0AA C35 H35A 109.5 . . ?
O0AA C35 H35B 109.5 . . ?
O0AA C35 C36 110.5(5) . . ?
C35 C36 H36A 109.3 . . ?
C35 C36 H36B 109.3 . . ?
H36A C36 H36B 108.0 . . ?
O2 C36 C35 111.5(5) . . ?
O2 C36 H36A 109.3 . . ?
O2 C36 H36B 109.3 . . ?
H37A C37 H37B 108.1 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
O2 C37 H37A 109.5 . . ?
O2 C37 H37B 109.5 . . ?
O2 C37 C38 110.8(5) . . ?
C37 C38 H38A 109.4 . . ?
C37 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
O0AA C38 C37 111.1(4) . . ?
O0AA C38 H38A 109.4 . . ?
O0AA C38 H38B 109.4 . . ?
C38 O0AA C35 109.9(4) . . ?
C37 O2 C36 108.2(5) . . ?
C4AA C4AA H4AA 109.3 2_556 . ?
C4AA C4AA H4AB 109.3 2_556 . ?
H4AA C4AA H4AB 108.0 . . ?
O1 C4AA C4AA 111.6(8) . 2_556 ?
O1 C4AA H4AA 109.3 . . ?
O1 C4AA H4AB 109.3 . . ?
C5 C5 H5A 110.7 2_556 . ?
C5 C5 H5B 110.7 2_556 . ?
H5A C5 H5B 108.8 . . ?
O1 C5 C5 105.0(15) . 2_556 ?
O1 C5 H5A 110.7 . . ?
O1 C5 H5B 110.7 . . ?
C5 O1 C4AA 114.2(11) . . ?
C39 C39 H39A 109.6 2_656 . ?
C39 C39 H39B 109.6 2_656 . ?
H39A C39 H39B 108.1 . . ?
O3 C39 C39 110.3(8) . 2_656 ?
O3 C39 H39A 109.6 . . ?
O3 C39 H39B 109.6 . . ?
C40 C40 H40A 109.9 2_656 . ?
C40 C40 H40B 109.9 2_656 . ?
H40A C40 H40B 108.3 . . ?
O3 C40 C40 108.9(6) . 2_656 ?
O3 C40 H40A 109.9 . . ?
O3 C40 H40B 109.9 . . ?
C40 O3 C39 110.0(7) . . ?
F7 P1 F10 89.46(17) . . ?
F7 P1 F11 89.94(18) . . ?
F8 P1 F7 89.52(19) . . ?
F8 P1 F10 178.9(2) . . ?
F8 P1 F11 89.4(2) . . ?
F8 P1 F12 90.34(19) . . ?
F9 P1 F7 179.4(2) . . ?
F9 P1 F8 91.0(2) . . ?
F9 P1 F10 90.0(2) . . ?
F9 P1 F11 89.8(2) . . ?
F9 P1 F12 90.1(2) . . ?
F11 P1 F10 90.86(19) . . ?
F12 P1 F7 90.08(18) . . ?
F12 P1 F10 89.39(18) . . ?
F12 P1 F11 179.7(2) . . ?
F13 P2 F14 90.5(2) . . ?
F13 P2 F15 179.4(2) . . ?
F13 P2 F16 89.9(2) . . ?
F13 P2 F17 91.17(18) . . ?
F13 P2 F18 89.41(19) . . ?
F14 P2 F15 88.9(2) . . ?
F14 P2 F17 89.90(18) . . ?
F14 P2 F18 90.4(2) . . ?
F15 P2 F17 88.97(16) . . ?
F15 P2 F18 90.45(18) . . ?
F16 P2 F14 178.91(19) . . ?
F16 P2 F15 90.7(2) . . ?
F16 P2 F17 89.08(19) . . ?
F16 P2 F18 90.6(2) . . ?
F18 P2 F17 179.4(2) . . ?
F19 P3 F20 90.8(2) . . ?
F19 P3 F21 178.6(3) . . ?
F19 P3 F22 90.4(3) . . ?
F19 P3 F23 88.63(18) . . ?
F20 P3 F21 89.1(2) . . ?
F20 P3 F22 178.8(3) . . ?
F20 P3 F23 90.67(18) . . ?
F21 P3 F22 89.7(3) . . ?
F23 P3 F21 90.0(3) . . ?
F23 P3 F22 89.1(2) . . ?
F24 P3 F19 91.1(3) . . ?
F24 P3 F20 89.9(2) . . ?
F24 P3 F21 90.2(3) . . ?
F24 P3 F22 90.3(2) . . ?
F24 P3 F23 179.4(2) . . ?

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
C0AA C3 C11 F1 -149.7(4) . . . . ?
C0AA C3 C11 F2 -29.9(6) . . . . ?
C0AA C3 C11 F3 89.1(5) . . . . ?
C0AA C3AA N1 C2AA 1.5(6) . . . . ?
C0AA C3AA N1 Ir1 174.4(3) . . . . ?
C1AA C2AA C6 C7 -5.0(6) . . . . ?
C1AA C2AA C6 N2 176.4(4) . . . . ?
C1AA C2AA N1 C3AA 0.3(6) . . . . ?
C1AA C2AA N1 Ir1 -173.2(3) . . . . ?
C1AA C3 C11 F1 31.1(6) . . . . ?
C1AA C3 C11 F2 151.0(4) . . . . ?
C1AA C3 C11 F3 -90.0(5) . . . . ?
C2AA C1AA C3 C0AA 1.8(6) . . . . ?
C2AA C1AA C3 C11 -179.1(4) . . . . ?
C2AA C6 C7 C8 -177.6(4) . . . . ?
C2AA C6 N2 C10 178.0(4) . . . . ?
C2AA C6 N2 Ir1 -0.3(4) . . . . ?
C3 C0AA C3AA N1 -1.6(7) . . . . ?
C3 C1AA C2AA C6 176.1(4) . . . . ?
C3 C1AA C2AA N1 -1.9(6) . . . . ?
C3AA C0AA C3 C1AA -0.1(6) . . . . ?
C3AA C0AA C3 C11 -179.2(4) . . . . ?
C6 C2AA N1 C3AA -177.9(4) . . . . ?
C6 C2AA N1 Ir1 8.6(5) . . . . ?
C6 C7 C8 C9 -0.1(7) . . . . ?
C6 C7 C8 C12 179.5(4) . . . . ?
C7 C6 N2 C10 -0.7(6) . . . . ?
C7 C6 N2 Ir1 -179.0(3) . . . . ?
C7 C8 C9 C10 -1.0(7) . . . . ?
C7 C8 C12 F4 -64.1(6) . . . . ?
C7 C8 C12 F5 176.1(5) . . . . ?
C7 C8 C12 F6 55.2(6) . . . . ?
C8 C9 C10 N2 1.3(7) . . . . ?
C9 C8 C12 F4 115.5(5) . . . . ?
C9 C8 C12 F5 -4.3(7) . . . . ?
C9 C8 C12 F6 -125.2(5) . . . . ?
C9 C10 N2 C6 -0.5(6) . . . . ?
C9 C10 N2 Ir1 177.7(3) . . . . ?
C12 C8 C9 C10 179.4(4) . . . . ?
C13 C14 C15 C16 -1.7(10) . . . . ?
C14 C13 N3 C17 2.0(8) . . . . ?
C14 C13 N3 Ir1 -167.2(4) . . . . ?
C14 C15 C16 C17 0.9(9) . . . . ?
C15 C16 C17 C18 173.7(5) . . . . ?
C15 C16 C17 N3 1.3(8) . . . . ?
C16 C17 C18 C19 -162.5(5) . . . . ?
C16 C17 C18 N0AA 16.0(7) . . . . ?
C16 C17 N3 C13 -2.7(7) . . . . ?
C16 C17 N3 Ir1 166.9(4) . . . . ?
C17 C18 C19 C20 171.6(4) . . . . ?
C17 C18 C19 Ir1 -9.4(5) . . . . ?
C17 C18 N0AA C22 -171.7(4) . . . . ?
C17 C18 N0AA C23 14.1(6) . . . . ?
C18 C17 N3 C13 -176.4(4) . . . . ?
C18 C17 N3 Ir1 -6.8(4) . . . . ?
C18 C19 C20 C21 2.0(6) . . . . ?
C19 C18 N0AA C22 6.8(6) . . . . ?
C19 C18 N0AA C23 -167.4(4) . . . . ?
C19 C20 C21 C22 3.2(6) . . . . ?
C20 C21 C22 N0AA -3.7(7) . . . . ?
C21 C22 N0AA C18 -1.4(6) . . . . ?
C21 C22 N0AA C23 173.2(4) . . . . ?
C24 C25 C26 C27 0.9(7) . . . . ?
C25 C24 N5 C28 -1.5(6) . . . . ?
C25 C24 N5 Ir1 177.8(3) . . . . ?
C25 C26 C27 C28 0.6(7) . . . . ?
C26 C27 C28 C29 -178.2(4) . . . . ?
C26 C27 C28 N5 -2.6(6) . . . . ?
C27 C28 C29 C30 169.9(4) . . . . ?
C27 C28 C29 N6 -8.4(7) . . . . ?
C27 C28 N5 C24 3.0(6) . . . . ?
C27 C28 N5 Ir1 -176.3(3) . . . . ?
C28 C29 C30 C31 -173.5(4) . . . . ?
C28 C29 C30 Ir1 9.3(5) . . . . ?
C28 C29 N6 C33 173.4(4) . . . . ?
C28 C29 N6 C34 -7.9(6) . . . . ?
C29 C28 N5 C24 179.4(4) . . . . ?
C29 C28 N5 Ir1 0.1(4) . . . . ?
C29 C30 C31 C32 -0.9(7) . . . . ?
C30 C29 N6 C33 -4.8(6) . . . . ?
C30 C29 N6 C34 173.9(4) . . . . ?
C30 C31 C32 C33 -3.3(8) . . . . ?
C31 C32 C33 N6 3.6(8) . . . . ?
C32 C33 N6 C29 0.5(7) . . . . ?
C32 C33 N6 C34 -178.3(4) . . . . ?
N0AA C18 C19 C20 -7.0(6) . . . . ?
N0AA C18 C19 Ir1 172.1(3) . . . . ?
N1 C2AA C6 C7 173.1(4) . . . . ?
N1 C2AA C6 N2 -5.5(5) . . . . ?
N2 C6 C7 C8 1.0(7) . . . . ?
N3 C13 C14 C15 0.3(9) . . . . ?
N3 C17 C18 C19 10.4(5) . . . . ?
N3 C17 C18 N0AA -171.1(4) . . . . ?
N5 C24 C25 C26 -0.5(7) . . . . ?
N5 C28 C29 C30 -6.0(5) . . . . ?
N5 C28 C29 N6 175.7(4) . . . . ?
N6 C29 C30 C31 5.0(6) . . . . ?
N6 C29 C30 Ir1 -172.3(3) . . . . ?
Ir1 C19 C20 C21 -176.9(3) . . . . ?
Ir1 C30 C31 C32 176.0(4) . . . . ?
C35 C36 O2 C37 -58.7(7) . . . . ?
C36 C35 O0AA C38 -55.5(6) . . . . ?
C37 C38 O0AA C35 56.4(6) . . . . ?
C38 C37 O2 C36 58.9(6) . . . . ?
O0AA C35 C36 O2 57.7(7) . . . . ?
O2 C37 C38 O0AA -59.3(6) . . . . ?
C4AA C4AA O1 C5 57.5(18) 2_556 . . . ?
C5 C5 O1 C4AA -60(2) 2_556 . . . ?
C39 C39 O3 C40 -60.7(12) 2_656 . . . ?
C40 C40 O3 C39 58.3(11) 2_656 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
