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

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

data_141123a
_database_code_depnum_ccdc_archive 'CCDC 1472276'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H40 Ir N3 O6'
_chemical_formula_weight         983.06

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'
O O 0.0492 0.0322 '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'

_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                   10.0465(6)
_cell_length_b                   30.8172(15)
_cell_length_c                   13.9390(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.719(2)
_cell_angle_gamma                90.00
_cell_volume                     4265.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2461
_cell_measurement_theta_min      4.2990
_cell_measurement_theta_max      70.3040

_exptl_crystal_description       columnar
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1968
_exptl_absorpt_coefficient_mu    6.503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3421
_exptl_absorpt_correction_T_max  0.6242
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  '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            15544
_diffrn_reflns_av_R_equivalents  0.0934
_diffrn_reflns_av_sigmaI/netI    0.1296
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         66.20
_reflns_number_total             7448
_reflns_number_gt                4440
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_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)+(0.0138P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7448
_refine_ls_number_parameters     551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0620
_refine_ls_wR_factor_ref         0.1278
_refine_ls_wR_factor_gt          0.1080
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.52524(5) 0.161586(14) 0.55258(4) 0.04480(13) Uani 1 1 d . . .
N1 N 0.6829(11) 0.4276(3) 0.5068(7) 0.074(3) Uani 1 1 d . . .
N2 N 0.4258(9) 0.1714(3) 0.4175(6) 0.053(2) Uani 1 1 d . . .
N3 N 0.6194(9) 0.1573(3) 0.6918(7) 0.063(3) Uani 1 1 d . . .
O1 O 0.5652(7) 0.2281(2) 0.5394(5) 0.0506(19) Uani 1 1 d . . .
O2 O 0.3541(7) 0.1781(2) 0.6179(5) 0.059(2) Uani 1 1 d . . .
O3 O 0.8632(9) 0.1401(3) 0.3481(7) 0.080(3) Uani 1 1 d . . .
O4 O 0.7263(9) 0.1716(3) 0.2288(6) 0.092(3) Uani 1 1 d . . .
O5 O 0.3949(9) 0.0214(3) 0.6545(7) 0.075(3) Uani 1 1 d . . .
O6 O 0.4993(10) 0.0366(3) 0.8008(6) 0.102(3) Uani 1 1 d . . .
C1 C 0.6413(13) 0.3842(4) 0.5084(9) 0.071(4) Uani 1 1 d . . .
C2 C 0.6762(12) 0.3486(3) 0.4560(8) 0.067(4) Uani 1 1 d . . .
H2 H 0.7322 0.3514 0.4091 0.080 Uiso 1 1 calc R . .
C3 C 0.6235(11) 0.3087(3) 0.4772(8) 0.060(3) Uani 1 1 d . . .
H3 H 0.6463 0.2842 0.4444 0.072 Uiso 1 1 calc R . .
C4 C 0.5371(11) 0.3043(3) 0.5466(8) 0.050(3) Uani 1 1 d . . .
C5 C 0.5007(10) 0.3403(3) 0.5948(7) 0.052(3) Uani 1 1 d . . .
H5 H 0.4409 0.3374 0.6392 0.063 Uiso 1 1 calc R . .
C6 C 0.5524(12) 0.3809(4) 0.5778(8) 0.060(3) Uani 1 1 d . . .
C7 C 0.5376(13) 0.4243(4) 0.6182(9) 0.064(3) Uani 1 1 d . . .
C8 C 0.4647(12) 0.4414(4) 0.6845(9) 0.070(4) Uani 1 1 d . . .
H8 H 0.4083 0.4240 0.7151 0.084 Uiso 1 1 calc R . .
C9 C 0.4769(13) 0.4843(4) 0.7044(9) 0.078(4) Uani 1 1 d . . .
H9 H 0.4288 0.4962 0.7499 0.093 Uiso 1 1 calc R . .
C10 C 0.5601(14) 0.5114(4) 0.6583(9) 0.080(4) Uani 1 1 d . . .
H10 H 0.5633 0.5409 0.6724 0.096 Uiso 1 1 calc R . .
C11 C 0.6366(13) 0.4952(4) 0.5931(9) 0.073(4) Uani 1 1 d . . .
H11 H 0.6957 0.5126 0.5647 0.088 Uiso 1 1 calc R . .
C12 C 0.6206(13) 0.4517(4) 0.5722(9) 0.069(4) Uani 1 1 d . . .
C13 C 0.7877(13) 0.4432(4) 0.4527(9) 0.080(4) Uani 1 1 d . . .
H13A H 0.7969 0.4230 0.4008 0.096 Uiso 1 1 calc R . .
H13B H 0.7609 0.4711 0.4236 0.096 Uiso 1 1 calc R . .
C14 C 0.9170(15) 0.4478(5) 0.5151(11) 0.106(5) Uani 1 1 d . . .
H14A H 0.9831 0.4515 0.4718 0.127 Uiso 1 1 calc R . .
H14B H 0.9130 0.4753 0.5485 0.127 Uiso 1 1 calc R . .
C15 C 0.9733(16) 0.4181(5) 0.5860(12) 0.120(6) Uani 1 1 d . . .
H15A H 0.9784 0.3902 0.5544 0.144 Uiso 1 1 calc R . .
H15B H 0.9105 0.4148 0.6320 0.144 Uiso 1 1 calc R . .
C16 C 1.1072(17) 0.4271(6) 0.6422(13) 0.183(10) Uani 1 1 d . . .
H16A H 1.1394 0.4545 0.6225 0.274 Uiso 1 1 calc R . .
H16B H 1.1689 0.4046 0.6306 0.274 Uiso 1 1 calc R . .
H16C H 1.1004 0.4281 0.7102 0.274 Uiso 1 1 calc R . .
C17 C 0.4933(11) 0.2595(3) 0.5660(8) 0.050(3) Uani 1 1 d . . .
C18 C 0.3785(11) 0.2538(4) 0.6126(8) 0.062(3) Uani 1 1 d . . .
H18 H 0.3383 0.2792 0.6300 0.074 Uiso 1 1 calc R . .
C19 C 0.3179(12) 0.2155(4) 0.6360(9) 0.061(3) Uani 1 1 d . . .
C20 C 0.1949(12) 0.2186(4) 0.6866(9) 0.080(4) Uani 1 1 d . . .
H20A H 0.1922 0.2469 0.7163 0.096 Uiso 1 1 calc R . .
H20B H 0.2010 0.1969 0.7375 0.096 Uiso 1 1 calc R . .
C21 C 0.0662(14) 0.2115(5) 0.6153(11) 0.096(5) Uani 1 1 d . . .
H21A H 0.0719 0.1835 0.5844 0.115 Uiso 1 1 calc R . .
H21B H -0.0089 0.2103 0.6516 0.115 Uiso 1 1 calc R . .
C22 C 0.0384(17) 0.2431(6) 0.5428(13) 0.112(6) Uani 1 1 d . . .
H22 H 0.0804 0.2689 0.5644 0.134 Uiso 1 1 calc R . .
C23 C -0.0262(19) 0.2485(7) 0.4555(15) 0.200(11) Uani 1 1 d . . .
H23A H -0.0739 0.2256 0.4234 0.240 Uiso 1 1 calc R . .
H23B H -0.0248 0.2754 0.4252 0.240 Uiso 1 1 calc R . .
C24 C 0.7420(12) 0.1594(4) 0.3124(9) 0.064(3) Uani 1 1 d . . .
C25 C 0.6425(11) 0.1603(4) 0.3800(8) 0.056(3) Uani 1 1 d . . .
C26 C 0.6737(11) 0.1480(3) 0.4760(8) 0.056(3) Uani 1 1 d . . .
C27 C 0.8065(12) 0.1279(3) 0.5062(9) 0.060(3) Uani 1 1 d . . .
C28 C 0.8925(13) 0.1246(4) 0.4365(11) 0.068(4) Uani 1 1 d . . .
C29 C 1.0176(13) 0.1039(4) 0.4589(11) 0.082(4) Uani 1 1 d . . .
H29 H 1.0734 0.1003 0.4121 0.098 Uiso 1 1 calc R . .
C30 C 1.0551(14) 0.0893(4) 0.5514(11) 0.089(5) Uani 1 1 d . . .
H30 H 1.1398 0.0768 0.5674 0.107 Uiso 1 1 calc R . .
C31 C 0.9747(14) 0.0921(4) 0.6217(11) 0.085(4) Uani 1 1 d . . .
H31 H 1.0037 0.0815 0.6839 0.102 Uiso 1 1 calc R . .
C32 C 0.8467(12) 0.1113(4) 0.5980(9) 0.070(4) Uani 1 1 d . . .
H32 H 0.7892 0.1128 0.6442 0.084 Uiso 1 1 calc R . .
C33 C 0.5045(12) 0.1735(3) 0.3462(9) 0.059(3) Uani 1 1 d . . .
C34 C 0.4473(13) 0.1843(4) 0.2510(9) 0.070(4) Uani 1 1 d . . .
H34 H 0.5008 0.1864 0.2023 0.084 Uiso 1 1 calc R . .
C35 C 0.3106(14) 0.1919(4) 0.2308(10) 0.077(4) Uani 1 1 d . . .
H35 H 0.2717 0.1994 0.1682 0.092 Uiso 1 1 calc R . .
C36 C 0.2335(13) 0.1885(4) 0.3013(9) 0.073(4) Uani 1 1 d . . .
H36 H 0.1411 0.1932 0.2877 0.087 Uiso 1 1 calc R . .
C37 C 0.2935(12) 0.1778(3) 0.3947(9) 0.062(3) Uani 1 1 d . . .
H37 H 0.2396 0.1751 0.4431 0.075 Uiso 1 1 calc R . .
C38 C 0.4738(14) 0.0490(4) 0.7162(10) 0.072(4) Uani 1 1 d . . .
C39 C 0.5147(12) 0.0895(4) 0.6786(9) 0.062(3) Uani 1 1 d . . .
C40 C 0.4856(10) 0.1001(3) 0.5806(8) 0.050(3) Uani 1 1 d . . .
C41 C 0.4165(11) 0.0671(3) 0.5153(9) 0.054(3) Uani 1 1 d . . .
C42 C 0.3733(12) 0.0290(4) 0.5576(10) 0.061(3) Uani 1 1 d . . .
C43 C 0.3013(12) -0.0028(4) 0.4998(9) 0.072(4) Uani 1 1 d . . .
H43 H 0.2699 -0.0272 0.5283 0.086 Uiso 1 1 calc R . .
C44 C 0.2770(13) 0.0022(4) 0.4009(10) 0.076(4) Uani 1 1 d . . .
H44 H 0.2297 -0.0191 0.3626 0.092 Uiso 1 1 calc R . .
C45 C 0.3219(12) 0.0383(4) 0.3581(9) 0.070(4) Uani 1 1 d . . .
H45 H 0.3067 0.0412 0.2909 0.084 Uiso 1 1 calc R . .
C46 C 0.3899(11) 0.0705(3) 0.4148(8) 0.058(3) Uani 1 1 d . . .
H46 H 0.4186 0.0950 0.3849 0.069 Uiso 1 1 calc R . .
C47 C 0.5911(13) 0.1206(4) 0.7402(10) 0.072(4) Uani 1 1 d . . .
C48 C 0.6457(13) 0.1161(4) 0.8384(10) 0.084(4) Uani 1 1 d . . .
H48 H 0.6302 0.0912 0.8725 0.100 Uiso 1 1 calc R . .
C49 C 0.7223(15) 0.1493(5) 0.8830(10) 0.097(5) Uani 1 1 d . . .
H49 H 0.7551 0.1474 0.9490 0.116 Uiso 1 1 calc R . .
C50 C 0.7507(15) 0.1846(5) 0.8322(10) 0.098(5) Uani 1 1 d . . .
H50 H 0.8061 0.2063 0.8624 0.118 Uiso 1 1 calc R . .
C51 C 0.6984(12) 0.1882(4) 0.7373(9) 0.076(4) Uani 1 1 d . . .
H51 H 0.7177 0.2127 0.7029 0.091 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 C40 1.989(10) . ?
Ir1 C26 2.006(11) . ?
Ir1 N2 2.016(9) . ?
Ir1 N3 2.030(9) . ?
Ir1 O1 2.104(6) . ?
Ir1 O2 2.126(7) . ?
N1 C12 1.394(14) . ?
N1 C1 1.403(13) . ?
N1 C13 1.465(13) . ?
N2 C37 1.333(12) . ?
N2 C33 1.362(12) . ?
N3 C51 1.337(13) . ?
N3 C47 1.367(14) . ?
O1 C17 1.293(11) . ?
O2 C19 1.246(12) . ?
O3 C28 1.313(14) . ?
O3 C24 1.378(13) . ?
O4 C24 1.213(13) . ?
O5 C42 1.355(13) . ?
O5 C38 1.374(14) . ?
O6 C38 1.229(13) . ?
C1 C2 1.393(14) . ?
C1 C6 1.416(14) . ?
C2 C3 1.387(13) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(13) . ?
C4 C17 1.486(12) . ?
C5 C6 1.391(13) . ?
C5 H5 0.9300 . ?
C6 C7 1.465(14) . ?
C7 C8 1.370(14) . ?
C7 C12 1.408(15) . ?
C8 C9 1.353(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.404(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.371(15) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(14) . ?
C11 H11 0.9300 . ?
C13 C14 1.456(15) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.403(16) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.478(17) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.418(12) . ?
C18 C19 1.389(13) . ?
C18 H18 0.9300 . ?
C19 C20 1.516(13) . ?
C20 C21 1.522(16) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.402(18) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.299(19) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9300 . ?
C23 H23B 0.9300 . ?
C24 C25 1.474(13) . ?
C25 C26 1.380(14) . ?
C25 C33 1.453(14) . ?
C26 C27 1.473(14) . ?
C27 C32 1.379(15) . ?
C27 C28 1.398(15) . ?
C28 C29 1.402(15) . ?
C29 C30 1.364(16) . ?
C29 H29 0.9300 . ?
C30 C31 1.364(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.409(15) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.404(14) . ?
C34 C35 1.379(15) . ?
C34 H34 0.9300 . ?
C35 C36 1.345(14) . ?
C35 H35 0.9300 . ?
C36 C37 1.388(14) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.437(15) . ?
C39 C40 1.391(14) . ?
C39 C47 1.430(15) . ?
C40 C41 1.466(13) . ?
C41 C46 1.390(14) . ?
C41 C42 1.412(14) . ?
C42 C43 1.398(14) . ?
C43 C44 1.371(15) . ?
C43 H43 0.9300 . ?
C44 C45 1.371(14) . ?
C44 H44 0.9300 . ?
C45 C46 1.381(13) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C48 1.402(16) . ?
C48 C49 1.369(16) . ?
C48 H48 0.9300 . ?
C49 C50 1.353(17) . ?
C49 H49 0.9300 . ?
C50 C51 1.352(15) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 Ir1 C26 95.3(4) . . ?
C40 Ir1 N2 103.9(4) . . ?
C26 Ir1 N2 80.7(4) . . ?
C40 Ir1 N3 80.1(4) . . ?
C26 Ir1 N3 102.6(4) . . ?
N2 Ir1 N3 174.7(4) . . ?
C40 Ir1 O1 173.5(4) . . ?
C26 Ir1 O1 89.5(3) . . ?
N2 Ir1 O1 81.2(3) . . ?
N3 Ir1 O1 94.6(3) . . ?
C40 Ir1 O2 86.8(3) . . ?
C26 Ir1 O2 173.3(4) . . ?
N2 Ir1 O2 92.6(3) . . ?
N3 Ir1 O2 84.0(3) . . ?
O1 Ir1 O2 88.9(2) . . ?
C12 N1 C1 109.3(11) . . ?
C12 N1 C13 126.2(11) . . ?
C1 N1 C13 124.1(11) . . ?
C37 N2 C33 119.1(11) . . ?
C37 N2 Ir1 125.4(8) . . ?
C33 N2 Ir1 115.4(8) . . ?
C51 N3 C47 120.5(11) . . ?
C51 N3 Ir1 124.3(9) . . ?
C47 N3 Ir1 115.1(9) . . ?
C17 O1 Ir1 125.5(6) . . ?
C19 O2 Ir1 126.0(7) . . ?
C28 O3 C24 123.8(11) . . ?
C42 O5 C38 120.4(10) . . ?
C2 C1 N1 130.1(12) . . ?
C2 C1 C6 122.4(11) . . ?
N1 C1 C6 107.5(11) . . ?
C3 C2 C1 116.9(11) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 C4 122.0(10) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 119.8(10) . . ?
C5 C4 C17 123.5(10) . . ?
C3 C4 C17 116.6(9) . . ?
C4 C5 C6 120.7(11) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 118.1(11) . . ?
C5 C6 C7 133.9(12) . . ?
C1 C6 C7 107.9(11) . . ?
C8 C7 C12 119.4(12) . . ?
C8 C7 C6 134.9(12) . . ?
C12 C7 C6 105.7(11) . . ?
C9 C8 C7 118.2(13) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C8 C9 C10 122.0(13) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C11 C10 C9 121.3(13) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 115.8(13) . . ?
C10 C11 H11 122.1 . . ?
C12 C11 H11 122.1 . . ?
C11 C12 N1 127.3(13) . . ?
C11 C12 C7 123.1(12) . . ?
N1 C12 C7 109.6(11) . . ?
C14 C13 N1 111.7(12) . . ?
C14 C13 H13A 109.3 . . ?
N1 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
N1 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 125.8(14) . . ?
C15 C14 H14A 105.9 . . ?
C13 C14 H14A 105.9 . . ?
C15 C14 H14B 105.9 . . ?
C13 C14 H14B 105.9 . . ?
H14A C14 H14B 106.2 . . ?
C14 C15 C16 119.2(15) . . ?
C14 C15 H15A 107.5 . . ?
C16 C15 H15A 107.5 . . ?
C14 C15 H15B 107.5 . . ?
C16 C15 H15B 107.5 . . ?
H15A C15 H15B 107.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C17 C18 124.6(9) . . ?
O1 C17 C4 116.6(10) . . ?
C18 C17 C4 118.8(10) . . ?
C19 C18 C17 128.9(11) . . ?
C19 C18 H18 115.5 . . ?
C17 C18 H18 115.5 . . ?
O2 C19 C18 125.9(11) . . ?
O2 C19 C20 115.8(10) . . ?
C18 C19 C20 118.3(11) . . ?
C19 C20 C21 111.1(11) . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20B 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C22 C21 C20 115.3(14) . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C23 C22 C21 141(2) . . ?
C23 C22 H22 109.3 . . ?
C21 C22 H22 109.3 . . ?
C22 C23 H23A 120.0 . . ?
C22 C23 H23B 120.0 . . ?
H23A C23 H23B 120.0 . . ?
O4 C24 O3 117.4(12) . . ?
O4 C24 C25 127.4(13) . . ?
O3 C24 C25 115.1(11) . . ?
C26 C25 C33 117.2(10) . . ?
C26 C25 C24 122.5(11) . . ?
C33 C25 C24 120.3(11) . . ?
C25 C26 C27 117.1(11) . . ?
C25 C26 Ir1 112.3(8) . . ?
C27 C26 Ir1 130.5(9) . . ?
C32 C27 C28 119.5(12) . . ?
C32 C27 C26 123.1(11) . . ?
C28 C27 C26 117.3(12) . . ?
O3 C28 C27 123.5(12) . . ?
O3 C28 C29 116.1(13) . . ?
C27 C28 C29 120.4(14) . . ?
C30 C29 C28 118.1(14) . . ?
C30 C29 H29 121.0 . . ?
C28 C29 H29 121.0 . . ?
C29 C30 C31 123.4(14) . . ?
C29 C30 H30 118.3 . . ?
C31 C30 H30 118.3 . . ?
C30 C31 C32 118.5(14) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C27 C32 C31 120.1(13) . . ?
C27 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
N2 C33 C34 120.1(11) . . ?
N2 C33 C25 112.4(11) . . ?
C34 C33 C25 127.3(12) . . ?
C35 C34 C33 119.0(12) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C36 C35 C34 120.2(13) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 C37 119.2(13) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
N2 C37 C36 122.3(12) . . ?
N2 C37 H37 118.9 . . ?
C36 C37 H37 118.9 . . ?
O6 C38 O5 115.1(12) . . ?
O6 C38 C39 126.1(14) . . ?
O5 C38 C39 118.7(12) . . ?
C40 C39 C47 116.6(11) . . ?
C40 C39 C38 122.1(12) . . ?
C47 C39 C38 121.4(12) . . ?
C39 C40 C41 117.2(10) . . ?
C39 C40 Ir1 113.4(8) . . ?
C41 C40 Ir1 128.9(8) . . ?
C46 C41 C42 117.2(11) . . ?
C46 C41 C40 125.2(10) . . ?
C42 C41 C40 117.6(11) . . ?
O5 C42 C43 116.4(11) . . ?
O5 C42 C41 123.2(11) . . ?
C43 C42 C41 120.4(12) . . ?
C44 C43 C42 120.0(12) . . ?
C44 C43 H43 120.0 . . ?
C42 C43 H43 120.0 . . ?
C43 C44 C45 120.5(13) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C44 C45 C46 120.0(13) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C45 C46 C41 121.8(11) . . ?
C45 C46 H46 119.1 . . ?
C41 C46 H46 119.1 . . ?
N3 C47 C48 118.9(13) . . ?
N3 C47 C39 112.9(12) . . ?
C48 C47 C39 128.0(13) . . ?
C49 C48 C47 118.7(14) . . ?
C49 C48 H48 120.7 . . ?
C47 C48 H48 120.7 . . ?
C50 C49 C48 120.7(15) . . ?
C50 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C51 C50 C49 119.8(15) . . ?
C51 C50 H50 120.1 . . ?
C49 C50 H50 120.1 . . ?
N3 C51 C50 121.4(13) . . ?
N3 C51 H51 119.3 . . ?
C50 C51 H51 119.3 . . ?

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
C40 Ir1 N2 C37 77.4(9) . . . . ?
C26 Ir1 N2 C37 170.6(9) . . . . ?
N3 Ir1 N2 C37 -61(4) . . . . ?
O1 Ir1 N2 C37 -98.5(9) . . . . ?
O2 Ir1 N2 C37 -10.0(9) . . . . ?
C40 Ir1 N2 C33 -105.9(7) . . . . ?
C26 Ir1 N2 C33 -12.7(7) . . . . ?
N3 Ir1 N2 C33 116(4) . . . . ?
O1 Ir1 N2 C33 78.2(7) . . . . ?
O2 Ir1 N2 C33 166.7(7) . . . . ?
C40 Ir1 N3 C51 172.0(11) . . . . ?
C26 Ir1 N3 C51 78.7(10) . . . . ?
N2 Ir1 N3 C51 -49(5) . . . . ?
O1 Ir1 N3 C51 -11.7(10) . . . . ?
O2 Ir1 N3 C51 -100.2(10) . . . . ?
C40 Ir1 N3 C47 -11.4(9) . . . . ?
C26 Ir1 N3 C47 -104.7(9) . . . . ?
N2 Ir1 N3 C47 128(4) . . . . ?
O1 Ir1 N3 C47 164.9(9) . . . . ?
O2 Ir1 N3 C47 76.4(9) . . . . ?
C40 Ir1 O1 C17 -50(3) . . . . ?
C26 Ir1 O1 C17 172.4(9) . . . . ?
N2 Ir1 O1 C17 91.8(9) . . . . ?
N3 Ir1 O1 C17 -84.9(9) . . . . ?
O2 Ir1 O1 C17 -1.0(8) . . . . ?
C40 Ir1 O2 C19 173.0(10) . . . . ?
C26 Ir1 O2 C19 -78(3) . . . . ?
N2 Ir1 O2 C19 -83.2(10) . . . . ?
N3 Ir1 O2 C19 92.7(10) . . . . ?
O1 Ir1 O2 C19 -2.1(10) . . . . ?
C12 N1 C1 C2 180.0(14) . . . . ?
C13 N1 C1 C2 -7(2) . . . . ?
C12 N1 C1 C6 -1.0(15) . . . . ?
C13 N1 C1 C6 172.4(11) . . . . ?
N1 C1 C2 C3 176.7(12) . . . . ?
C6 C1 C2 C3 -2(2) . . . . ?
C1 C2 C3 C4 1.2(19) . . . . ?
C2 C3 C4 C5 1.0(19) . . . . ?
C2 C3 C4 C17 -177.0(11) . . . . ?
C3 C4 C5 C6 -2.2(18) . . . . ?
C17 C4 C5 C6 175.6(11) . . . . ?
C4 C5 C6 C1 1.1(18) . . . . ?
C4 C5 C6 C7 -177.8(13) . . . . ?
C2 C1 C6 C5 1(2) . . . . ?
N1 C1 C6 C5 -178.0(10) . . . . ?
C2 C1 C6 C7 -179.6(12) . . . . ?
N1 C1 C6 C7 1.2(15) . . . . ?
C5 C6 C7 C8 -3(3) . . . . ?
C1 C6 C7 C8 178.2(14) . . . . ?
C5 C6 C7 C12 178.0(13) . . . . ?
C1 C6 C7 C12 -1.0(15) . . . . ?
C12 C7 C8 C9 -1(2) . . . . ?
C6 C7 C8 C9 180.0(13) . . . . ?
C7 C8 C9 C10 1(2) . . . . ?
C8 C9 C10 C11 -2(2) . . . . ?
C9 C10 C11 C12 3(2) . . . . ?
C10 C11 C12 N1 178.0(13) . . . . ?
C10 C11 C12 C7 -4(2) . . . . ?
C1 N1 C12 C11 178.9(13) . . . . ?
C13 N1 C12 C11 6(2) . . . . ?
C1 N1 C12 C7 0.3(16) . . . . ?
C13 N1 C12 C7 -172.9(12) . . . . ?
C8 C7 C12 C11 2(2) . . . . ?
C6 C7 C12 C11 -178.2(12) . . . . ?
C8 C7 C12 N1 -179.0(11) . . . . ?
C6 C7 C12 N1 0.4(15) . . . . ?
C12 N1 C13 C14 73.6(17) . . . . ?
C1 N1 C13 C14 -98.7(16) . . . . ?
N1 C13 C14 C15 43(2) . . . . ?
C13 C14 C15 C16 178.8(17) . . . . ?
Ir1 O1 C17 C18 3.0(16) . . . . ?
Ir1 O1 C17 C4 -177.8(7) . . . . ?
C5 C4 C17 O1 -159.1(10) . . . . ?
C3 C4 C17 O1 18.7(16) . . . . ?
C5 C4 C17 C18 20.1(17) . . . . ?
C3 C4 C17 C18 -162.0(10) . . . . ?
O1 C17 C18 C19 -2(2) . . . . ?
C4 C17 C18 C19 178.4(12) . . . . ?
Ir1 O2 C19 C18 3.3(19) . . . . ?
Ir1 O2 C19 C20 -177.7(7) . . . . ?
C17 C18 C19 O2 -1(2) . . . . ?
C17 C18 C19 C20 179.9(11) . . . . ?
O2 C19 C20 C21 -78.0(15) . . . . ?
C18 C19 C20 C21 101.1(14) . . . . ?
C19 C20 C21 C22 -64.8(17) . . . . ?
C20 C21 C22 C23 155(3) . . . . ?
C28 O3 C24 O4 -178.6(11) . . . . ?
C28 O3 C24 C25 -2.2(17) . . . . ?
O4 C24 C25 C26 -175.8(13) . . . . ?
O3 C24 C25 C26 8.2(17) . . . . ?
O4 C24 C25 C33 6(2) . . . . ?
O3 C24 C25 C33 -170.4(10) . . . . ?
C33 C25 C26 C27 170.3(9) . . . . ?
C24 C25 C26 C27 -8.3(16) . . . . ?
C33 C25 C26 Ir1 -10.3(13) . . . . ?
C24 C25 C26 Ir1 171.2(8) . . . . ?
C40 Ir1 C26 C25 115.4(8) . . . . ?
N2 Ir1 C26 C25 12.1(8) . . . . ?
N3 Ir1 C26 C25 -163.6(8) . . . . ?
O1 Ir1 C26 C25 -69.1(8) . . . . ?
O2 Ir1 C26 C25 7(3) . . . . ?
C40 Ir1 C26 C27 -65.2(10) . . . . ?
N2 Ir1 C26 C27 -168.5(10) . . . . ?
N3 Ir1 C26 C27 15.7(11) . . . . ?
O1 Ir1 C26 C27 110.3(10) . . . . ?
O2 Ir1 C26 C27 -173(2) . . . . ?
C25 C26 C27 C32 -175.2(11) . . . . ?
Ir1 C26 C27 C32 5.4(17) . . . . ?
C25 C26 C27 C28 2.7(16) . . . . ?
Ir1 C26 C27 C28 -176.7(8) . . . . ?
C24 O3 C28 C27 -3.3(19) . . . . ?
C24 O3 C28 C29 176.6(10) . . . . ?
C32 C27 C28 O3 -178.9(11) . . . . ?
C26 C27 C28 O3 3.1(18) . . . . ?
C32 C27 C28 C29 1.2(18) . . . . ?
C26 C27 C28 C29 -176.8(11) . . . . ?
O3 C28 C29 C30 176.7(12) . . . . ?
C27 C28 C29 C30 -3(2) . . . . ?
C28 C29 C30 C31 3(2) . . . . ?
C29 C30 C31 C32 0(2) . . . . ?
C28 C27 C32 C31 1.4(18) . . . . ?
C26 C27 C32 C31 179.3(10) . . . . ?
C30 C31 C32 C27 -2(2) . . . . ?
C37 N2 C33 C34 3.0(16) . . . . ?
Ir1 N2 C33 C34 -173.9(8) . . . . ?
C37 N2 C33 C25 -172.6(9) . . . . ?
Ir1 N2 C33 C25 10.5(12) . . . . ?
C26 C25 C33 N2 0.0(15) . . . . ?
C24 C25 C33 N2 178.6(9) . . . . ?
C26 C25 C33 C34 -175.2(11) . . . . ?
C24 C25 C33 C34 3.4(19) . . . . ?
N2 C33 C34 C35 -1.3(18) . . . . ?
C25 C33 C34 C35 173.5(11) . . . . ?
C33 C34 C35 C36 -1(2) . . . . ?
C34 C35 C36 C37 1(2) . . . . ?
C33 N2 C37 C36 -2.8(17) . . . . ?
Ir1 N2 C37 C36 173.7(8) . . . . ?
C35 C36 C37 N2 0.9(19) . . . . ?
C42 O5 C38 O6 -172.2(12) . . . . ?
C42 O5 C38 C39 9.8(18) . . . . ?
O6 C38 C39 C40 177.4(13) . . . . ?
O5 C38 C39 C40 -4.9(19) . . . . ?
O6 C38 C39 C47 -1(2) . . . . ?
O5 C38 C39 C47 176.8(11) . . . . ?
C47 C39 C40 C41 175.4(10) . . . . ?
C38 C39 C40 C41 -2.9(17) . . . . ?
C47 C39 C40 Ir1 -11.8(14) . . . . ?
C38 C39 C40 Ir1 169.9(10) . . . . ?
C26 Ir1 C40 C39 114.2(9) . . . . ?
N2 Ir1 C40 C39 -164.2(8) . . . . ?
N3 Ir1 C40 C39 12.2(8) . . . . ?
O1 Ir1 C40 C39 -23(4) . . . . ?
O2 Ir1 C40 C39 -72.2(8) . . . . ?
C26 Ir1 C40 C41 -74.1(10) . . . . ?
N2 Ir1 C40 C41 7.6(10) . . . . ?
N3 Ir1 C40 C41 -176.0(10) . . . . ?
O1 Ir1 C40 C41 149(3) . . . . ?
O2 Ir1 C40 C41 99.5(9) . . . . ?
C39 C40 C41 C46 -174.1(11) . . . . ?
Ir1 C40 C41 C46 14.4(16) . . . . ?
C39 C40 C41 C42 5.9(15) . . . . ?
Ir1 C40 C41 C42 -165.6(8) . . . . ?
C38 O5 C42 C43 174.8(11) . . . . ?
C38 O5 C42 C41 -6.9(18) . . . . ?
C46 C41 C42 O5 178.8(10) . . . . ?
C40 C41 C42 O5 -1.2(17) . . . . ?
C46 C41 C42 C43 -3.0(17) . . . . ?
C40 C41 C42 C43 177.0(10) . . . . ?
O5 C42 C43 C44 -179.0(11) . . . . ?
C41 C42 C43 C44 2.7(19) . . . . ?
C42 C43 C44 C45 -1(2) . . . . ?
C43 C44 C45 C46 -1(2) . . . . ?
C44 C45 C46 C41 1.0(19) . . . . ?
C42 C41 C46 C45 1.2(17) . . . . ?
C40 C41 C46 C45 -178.8(10) . . . . ?
C51 N3 C47 C48 0.4(19) . . . . ?
Ir1 N3 C47 C48 -176.4(10) . . . . ?
C51 N3 C47 C39 -175.1(11) . . . . ?
Ir1 N3 C47 C39 8.2(14) . . . . ?
C40 C39 C47 N3 2.3(17) . . . . ?
C38 C39 C47 N3 -179.3(11) . . . . ?
C40 C39 C47 C48 -172.6(13) . . . . ?
C38 C39 C47 C48 6(2) . . . . ?
N3 C47 C48 C49 2(2) . . . . ?
C39 C47 C48 C49 176.5(13) . . . . ?
C47 C48 C49 C50 -3(2) . . . . ?
C48 C49 C50 C51 3(3) . . . . ?
C47 N3 C51 C50 -1(2) . . . . ?
Ir1 N3 C51 C50 175.4(10) . . . . ?
C49 C50 C51 N3 -1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        66.20
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.161
_refine_diff_density_min         -0.894
_refine_diff_density_rms         0.134
