# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_20141114zzq5_0m
_audit_block_doi                 10.5517/cc1j21sf
_database_code_depnum_ccdc_archive 'CCDC 1402154'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H36 Ir N7 O2 S2'
_chemical_formula_weight         903.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   9.324(5)
_cell_length_b                   12.900(7)
_cell_length_c                   18.496(10)
_cell_angle_alpha                106.650(8)
_cell_angle_beta                 94.335(8)
_cell_angle_gamma                91.856(7)
_cell_volume                     2122(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4054
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      24.31

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             900
_exptl_absorpt_coefficient_mu    3.285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4599
_exptl_absorpt_correction_T_max  0.5319
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            11715
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         25.01
_reflns_number_total             7432
_reflns_number_gt                6271
_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. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.464 0.500 541 167 ' '
_platon_squeeze_details          
;
;

_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)+(0.0310P)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         7432
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0653
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.965
_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
C1 C 0.0544(4) 0.9890(3) 0.1207(2) 0.0309(10) Uani 1 1 d . . .
C2 C -0.0480(5) 1.0520(4) 0.0966(3) 0.0413(12) Uani 1 1 d . . .
H2 H -0.0169 1.1074 0.0776 0.050 Uiso 1 1 calc R . .
C3 C -0.1907(5) 1.0345(4) 0.1002(3) 0.0488(13) Uani 1 1 d . . .
H3 H -0.2570 1.0765 0.0832 0.059 Uiso 1 1 calc R . .
C4 C -0.2370(5) 0.9522(4) 0.1300(3) 0.0443(12) Uani 1 1 d . . .
H4 H -0.3341 0.9434 0.1365 0.053 Uiso 1 1 calc R . .
C5 C -0.1421(4) 0.8848(4) 0.1495(2) 0.0341(11) Uani 1 1 d . . .
H5 H -0.1757 0.8277 0.1661 0.041 Uiso 1 1 calc R . .
C6 C 0.0057(4) 0.9007(3) 0.1449(2) 0.0271(9) Uani 1 1 d . . .
C7 C 0.2320(5) 0.8350(3) 0.1360(2) 0.0307(10) Uani 1 1 d . . .
C8 C 0.2073(5) 1.0019(3) 0.1175(3) 0.0328(10) Uani 1 1 d . . .
C9 C 0.4232(5) 1.1018(4) 0.0994(3) 0.0519(14) Uani 1 1 d . . .
H9A H 0.4516 1.0304 0.0721 0.062 Uiso 1 1 calc R . .
H9B H 0.4827 1.1261 0.1471 0.062 Uiso 1 1 calc R . .
C10 C 0.4467(5) 1.1793(4) 0.0535(3) 0.0502(14) Uani 1 1 d . . .
H10A H 0.3979 1.1493 0.0032 0.060 Uiso 1 1 calc R . .
H10B H 0.5489 1.1872 0.0482 0.060 Uiso 1 1 calc R . .
C11 C 0.3918(6) 1.2897(4) 0.0895(4) 0.0616(16) Uani 1 1 d . . .
H11A H 0.3981 1.3339 0.0552 0.074 Uiso 1 1 calc R . .
H11B H 0.4514 1.3254 0.1358 0.074 Uiso 1 1 calc R . .
C12 C 0.2359(6) 1.2790(4) 0.1072(4) 0.0667(18) Uani 1 1 d . . .
H12A H 0.2050 1.3493 0.1348 0.080 Uiso 1 1 calc R . .
H12B H 0.1740 1.2524 0.0604 0.080 Uiso 1 1 calc R . .
C13 C 0.2240(6) 1.2017(4) 0.1540(3) 0.0518(14) Uani 1 1 d . . .
H13A H 0.2825 1.2305 0.2017 0.062 Uiso 1 1 calc R . .
H13B H 0.1248 1.1944 0.1650 0.062 Uiso 1 1 calc R . .
C14 C 0.3174(4) 0.7448(3) 0.1378(2) 0.0302(10) Uani 1 1 d . . .
C15 C 0.2617(4) 0.6709(3) 0.1702(2) 0.0267(9) Uani 1 1 d . . .
C16 C 0.3581(4) 0.5857(3) 0.1657(2) 0.0312(10) Uani 1 1 d . . .
H16 H 0.3417 0.5282 0.1855 0.037 Uiso 1 1 calc R . .
C17 C 0.4764(5) 0.5980(4) 0.1294(3) 0.0395(12) Uani 1 1 d . . .
H17 H 0.5478 0.5483 0.1204 0.047 Uiso 1 1 calc R . .
C18 C 0.1398(5) 0.4872(4) 0.3577(2) 0.0348(11) Uani 1 1 d . . .
C19 C 0.2335(5) 0.4780(4) 0.4192(3) 0.0483(13) Uani 1 1 d . . .
H19 H 0.2231 0.4174 0.4365 0.058 Uiso 1 1 calc R . .
C20 C 0.3388(6) 0.5563(5) 0.4536(3) 0.0556(15) Uani 1 1 d . . .
H20 H 0.3971 0.5503 0.4951 0.067 Uiso 1 1 calc R . .
C21 C 0.3581(5) 0.6449(4) 0.4263(3) 0.0498(13) Uani 1 1 d . . .
H21 H 0.4297 0.6983 0.4501 0.060 Uiso 1 1 calc R . .
C22 C 0.2751(5) 0.6554(4) 0.3655(3) 0.0398(11) Uani 1 1 d . . .
H22 H 0.2919 0.7145 0.3474 0.048 Uiso 1 1 calc R . .
C23 C 0.1633(5) 0.5769(4) 0.3298(3) 0.0336(11) Uani 1 1 d . . .
C24 C 0.0008(4) 0.4947(3) 0.2266(2) 0.0303(10) Uani 1 1 d . . .
C25 C 0.0284(5) 0.4071(4) 0.3179(3) 0.0361(11) Uani 1 1 d . . .
C26 C -0.0465(6) 0.3505(4) 0.4266(3) 0.0489(13) Uani 1 1 d . . .
H26A H -0.1473 0.3652 0.4311 0.059 Uiso 1 1 calc R . .
H26B H 0.0108 0.4147 0.4563 0.059 Uiso 1 1 calc R . .
C27 C -0.0128(7) 0.2582(4) 0.4571(3) 0.0616(16) Uani 1 1 d . . .
H27A H -0.0396 0.2739 0.5086 0.074 Uiso 1 1 calc R . .
H27B H 0.0900 0.2482 0.4579 0.074 Uiso 1 1 calc R . .
C28 C -0.0940(8) 0.1555(5) 0.4084(4) 0.082(2) Uani 1 1 d . . .
H28A H -0.1963 0.1616 0.4138 0.098 Uiso 1 1 calc R . .
H28B H -0.0634 0.0946 0.4254 0.098 Uiso 1 1 calc R . .
C29 C -0.0675(8) 0.1352(4) 0.3254(3) 0.0708(18) Uani 1 1 d . . .
H29A H 0.0325 0.1193 0.3191 0.085 Uiso 1 1 calc R . .
H29B H -0.1269 0.0724 0.2951 0.085 Uiso 1 1 calc R . .
C30 C -0.1014(6) 0.2315(4) 0.2977(3) 0.0533(14) Uani 1 1 d . . .
H30A H -0.0776 0.2180 0.2457 0.064 Uiso 1 1 calc R . .
H30B H -0.2033 0.2437 0.2992 0.064 Uiso 1 1 calc R . .
C31 C -0.0643(5) 0.5022(4) 0.1549(2) 0.0337(10) Uani 1 1 d . . .
C32 C -0.0345(4) 0.5973(3) 0.1371(2) 0.0299(10) Uani 1 1 d . . .
C33 C -0.1101(5) 0.5889(4) 0.0648(2) 0.0360(11) Uani 1 1 d . . .
H33 H -0.1068 0.6438 0.0414 0.043 Uiso 1 1 calc R . .
C34 C -0.1863(5) 0.4936(4) 0.0342(3) 0.0432(12) Uani 1 1 d . . .
H34 H -0.2396 0.4764 -0.0127 0.052 Uiso 1 1 calc R . .
C35 C -0.2355(5) 0.7343(4) 0.2653(3) 0.0451(12) Uani 1 1 d . . .
H35 H -0.2631 0.6834 0.2190 0.054 Uiso 1 1 calc R . .
C36 C -0.3397(6) 0.7726(5) 0.3146(3) 0.0570(15) Uani 1 1 d . . .
H36 H -0.4359 0.7497 0.3002 0.068 Uiso 1 1 calc R . .
C37 C -0.3017(7) 0.8423(5) 0.3829(4) 0.0630(17) Uani 1 1 d . . .
H37 H -0.3704 0.8668 0.4168 0.076 Uiso 1 1 calc R . .
C38 C -0.1564(6) 0.8778(4) 0.4023(3) 0.0487(13) Uani 1 1 d . . .
H38 H -0.1268 0.9258 0.4495 0.058 Uiso 1 1 calc R . .
C39 C -0.0593(5) 0.8404(4) 0.3503(3) 0.0387(11) Uani 1 1 d . . .
C40 C 0.0972(5) 0.8783(4) 0.3644(3) 0.0387(11) Uani 1 1 d . . .
Ir1 Ir 0.079360(18) 0.710581(14) 0.216860(10) 0.02654(6) Uani 1 1 d . . .
N1 N 0.1005(3) 0.8276(3) 0.15887(19) 0.0272(8) Uani 1 1 d . . .
N2 N 0.2898(4) 0.9189(3) 0.1150(2) 0.0342(9) Uani 1 1 d . . .
N3 N 0.2719(4) 1.0952(3) 0.1141(2) 0.0422(10) Uani 1 1 d . . .
N4 N 0.0819(4) 0.5837(3) 0.26560(19) 0.0287(8) Uani 1 1 d . . .
N5 N -0.0289(4) 0.4062(3) 0.2499(2) 0.0367(9) Uani 1 1 d . . .
N6 N -0.0167(5) 0.3269(3) 0.3465(2) 0.0461(11) Uani 1 1 d . . .
N7 N -0.0986(4) 0.7678(3) 0.2820(2) 0.0308(8) Uani 1 1 d . . .
O1 O 0.1766(3) 0.8398(2) 0.31155(17) 0.0359(7) Uani 1 1 d . . .
O2 O 0.1397(4) 0.9446(3) 0.4259(2) 0.0661(11) Uani 1 1 d . . .
S1 S 0.48061(12) 0.71384(10) 0.10196(7) 0.0403(3) Uani 1 1 d . . .
S2 S -0.17637(13) 0.40782(10) 0.08855(7) 0.0452(3) 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
C1 C2 1.401(6) . ?
C1 C6 1.412(6) . ?
C1 C8 1.438(6) . ?
C2 C3 1.352(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.399(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.361(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(6) . ?
C5 H5 0.9300 . ?
C6 N1 1.377(5) . ?
C7 N1 1.336(5) . ?
C7 N2 1.360(5) . ?
C7 C14 1.438(6) . ?
C8 N2 1.330(5) . ?
C8 N3 1.349(5) . ?
C9 N3 1.461(5) . ?
C9 C10 1.507(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.513(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.524(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.502(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N3 1.463(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.371(5) . ?
C14 S1 1.719(4) . ?
C15 C16 1.429(6) . ?
C15 Ir1 1.980(4) . ?
C16 C17 1.363(6) . ?
C16 H16 0.9300 . ?
C17 S1 1.710(4) . ?
C17 H17 0.9300 . ?
C18 C23 1.413(6) . ?
C18 C19 1.416(6) . ?
C18 C25 1.438(6) . ?
C19 C20 1.364(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.358(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.411(6) . ?
C22 H22 0.9300 . ?
C23 N4 1.386(5) . ?
C24 N4 1.340(5) . ?
C24 N5 1.357(5) . ?
C24 C31 1.447(6) . ?
C25 N5 1.326(6) . ?
C25 N6 1.359(5) . ?
C26 N6 1.474(6) . ?
C26 C27 1.489(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.512(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.521(8) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.508(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 N6 1.465(6) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.383(6) . ?
C31 S2 1.717(5) . ?
C32 C33 1.438(6) . ?
C32 Ir1 1.967(5) . ?
C33 C34 1.350(6) . ?
C33 H33 0.9300 . ?
C34 S2 1.695(5) . ?
C34 H34 0.9300 . ?
C35 N7 1.319(6) . ?
C35 C36 1.388(7) . ?
C35 H35 0.9300 . ?
C36 C37 1.337(8) . ?
C36 H36 0.9300 . ?
C37 C38 1.401(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.368(6) . ?
C38 H38 0.9300 . ?
C39 N7 1.355(6) . ?
C39 C40 1.503(7) . ?
C40 O2 1.240(6) . ?
C40 O1 1.267(5) . ?
Ir1 N4 2.083(3) . ?
Ir1 N1 2.099(3) . ?
Ir1 N7 2.150(3) . ?
Ir1 O1 2.158(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.6(4) . . ?
C2 C1 C8 124.9(4) . . ?
C6 C1 C8 116.3(3) . . ?
C3 C2 C1 121.9(4) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 118.9(4) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 120.6(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
N1 C6 C5 120.5(4) . . ?
N1 C6 C1 120.7(4) . . ?
C5 C6 C1 118.6(4) . . ?
N1 C7 N2 126.5(4) . . ?
N1 C7 C14 113.7(3) . . ?
N2 C7 C14 119.7(4) . . ?
N2 C8 N3 117.5(4) . . ?
N2 C8 C1 120.1(4) . . ?
N3 C8 C1 122.3(4) . . ?
N3 C9 C10 110.5(4) . . ?
N3 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C9 C10 C11 112.3(4) . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 110.6(4) . . ?
C10 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C13 C12 C11 109.4(4) . . ?
C13 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N3 C13 C12 111.0(4) . . ?
N3 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
N3 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C7 117.0(4) . . ?
C15 C14 S1 114.4(3) . . ?
C7 C14 S1 128.5(3) . . ?
C14 C15 C16 109.7(4) . . ?
C14 C15 Ir1 114.5(3) . . ?
C16 C15 Ir1 135.6(3) . . ?
C17 C16 C15 112.8(4) . . ?
C17 C16 H16 123.6 . . ?
C15 C16 H16 123.6 . . ?
C16 C17 S1 113.3(3) . . ?
C16 C17 H17 123.4 . . ?
S1 C17 H17 123.4 . . ?
C23 C18 C19 118.2(4) . . ?
C23 C18 C25 117.3(4) . . ?
C19 C18 C25 124.3(4) . . ?
C20 C19 C18 121.2(4) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 119.5(5) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 121.5(5) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 120.2(4) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
N4 C23 C22 121.0(4) . . ?
N4 C23 C18 119.8(4) . . ?
C22 C23 C18 119.2(4) . . ?
N4 C24 N5 126.6(4) . . ?
N4 C24 C31 113.0(4) . . ?
N5 C24 C31 120.3(4) . . ?
N5 C25 N6 117.7(4) . . ?
N5 C25 C18 120.6(4) . . ?
N6 C25 C18 121.6(4) . . ?
N6 C26 C27 111.5(4) . . ?
N6 C26 H26A 109.3 . . ?
C27 C26 H26A 109.3 . . ?
N6 C26 H26B 109.3 . . ?
C27 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C26 C27 C28 110.1(5) . . ?
C26 C27 H27A 109.6 . . ?
C28 C27 H27A 109.6 . . ?
C26 C27 H27B 109.6 . . ?
C28 C27 H27B 109.6 . . ?
H27A C27 H27B 108.2 . . ?
C27 C28 C29 111.1(5) . . ?
C27 C28 H28A 109.4 . . ?
C29 C28 H28A 109.4 . . ?
C27 C28 H28B 109.4 . . ?
C29 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
C30 C29 C28 111.8(5) . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
N6 C30 C29 108.7(4) . . ?
N6 C30 H30A 110.0 . . ?
C29 C30 H30A 110.0 . . ?
N6 C30 H30B 110.0 . . ?
C29 C30 H30B 110.0 . . ?
H30A C30 H30B 108.3 . . ?
C32 C31 C24 116.7(4) . . ?
C32 C31 S2 115.2(3) . . ?
C24 C31 S2 128.1(3) . . ?
C31 C32 C33 107.9(4) . . ?
C31 C32 Ir1 115.3(3) . . ?
C33 C32 Ir1 136.5(3) . . ?
C34 C33 C32 113.3(4) . . ?
C34 C33 H33 123.3 . . ?
C32 C33 H33 123.3 . . ?
C33 C34 S2 114.2(4) . . ?
C33 C34 H34 122.9 . . ?
S2 C34 H34 122.9 . . ?
N7 C35 C36 122.1(5) . . ?
N7 C35 H35 119.0 . . ?
C36 C35 H35 119.0 . . ?
C37 C36 C35 120.0(5) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 118.8(5) . . ?
C36 C37 H37 120.6 . . ?
C38 C37 H37 120.6 . . ?
C39 C38 C37 118.6(5) . . ?
C39 C38 H38 120.7 . . ?
C37 C38 H38 120.7 . . ?
N7 C39 C38 122.0(5) . . ?
N7 C39 C40 115.5(4) . . ?
C38 C39 C40 122.4(5) . . ?
O2 C40 O1 124.5(5) . . ?
O2 C40 C39 118.5(4) . . ?
O1 C40 C39 116.9(4) . . ?
C32 Ir1 C15 92.63(17) . . ?
C32 Ir1 N4 79.54(15) . . ?
C15 Ir1 N4 92.70(14) . . ?
C32 Ir1 N1 99.02(15) . . ?
C15 Ir1 N1 79.29(14) . . ?
N4 Ir1 N1 171.82(13) . . ?
C32 Ir1 N7 95.71(15) . . ?
C15 Ir1 N7 171.45(15) . . ?
N4 Ir1 N7 86.98(13) . . ?
N1 Ir1 N7 101.18(12) . . ?
C32 Ir1 O1 172.04(14) . . ?
C15 Ir1 O1 95.32(14) . . ?
N4 Ir1 O1 99.69(13) . . ?
N1 Ir1 O1 82.85(13) . . ?
N7 Ir1 O1 76.33(13) . . ?
C7 N1 C6 115.8(3) . . ?
C7 N1 Ir1 113.0(3) . . ?
C6 N1 Ir1 131.0(3) . . ?
C8 N2 C7 116.7(3) . . ?
C8 N3 C9 121.4(4) . . ?
C8 N3 C13 122.7(4) . . ?
C9 N3 C13 111.3(4) . . ?
C24 N4 C23 116.3(3) . . ?
C24 N4 Ir1 115.1(3) . . ?
C23 N4 Ir1 128.5(3) . . ?
C25 N5 C24 117.1(4) . . ?
C25 N6 C30 120.4(4) . . ?
C25 N6 C26 121.0(4) . . ?
C30 N6 C26 112.5(4) . . ?
C35 N7 C39 118.4(4) . . ?
C35 N7 Ir1 127.4(3) . . ?
C39 N7 Ir1 113.9(3) . . ?
C40 O1 Ir1 116.2(3) . . ?
C17 S1 C14 89.8(2) . . ?
C34 S2 C31 89.4(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
C6 C1 C2 C3 4.1(7) . . . . ?
C8 C1 C2 C3 179.0(5) . . . . ?
C1 C2 C3 C4 1.0(8) . . . . ?
C2 C3 C4 C5 -5.2(8) . . . . ?
C3 C4 C5 C6 4.2(8) . . . . ?
C4 C5 C6 N1 -174.8(4) . . . . ?
C4 C5 C6 C1 1.0(7) . . . . ?
C2 C1 C6 N1 170.8(4) . . . . ?
C8 C1 C6 N1 -4.6(6) . . . . ?
C2 C1 C6 C5 -5.0(6) . . . . ?
C8 C1 C6 C5 179.6(4) . . . . ?
C2 C1 C8 N2 -155.6(5) . . . . ?
C6 C1 C8 N2 19.4(6) . . . . ?
C2 C1 C8 N3 21.9(7) . . . . ?
C6 C1 C8 N3 -163.0(4) . . . . ?
N3 C9 C10 C11 53.9(6) . . . . ?
C9 C10 C11 C12 -52.2(7) . . . . ?
C10 C11 C12 C13 53.7(7) . . . . ?
C11 C12 C13 N3 -58.7(6) . . . . ?
N1 C7 C14 C15 -7.3(6) . . . . ?
N2 C7 C14 C15 170.4(4) . . . . ?
N1 C7 C14 S1 170.6(3) . . . . ?
N2 C7 C14 S1 -11.7(7) . . . . ?
C7 C14 C15 C16 178.7(4) . . . . ?
S1 C14 C15 C16 0.4(5) . . . . ?
C7 C14 C15 Ir1 -5.1(5) . . . . ?
S1 C14 C15 Ir1 176.6(2) . . . . ?
C14 C15 C16 C17 -1.6(5) . . . . ?
Ir1 C15 C16 C17 -176.7(4) . . . . ?
C15 C16 C17 S1 2.1(5) . . . . ?
C23 C18 C19 C20 3.6(7) . . . . ?
C25 C18 C19 C20 178.8(5) . . . . ?
C18 C19 C20 C21 -2.4(8) . . . . ?
C19 C20 C21 C22 -0.4(8) . . . . ?
C20 C21 C22 C23 1.8(8) . . . . ?
C21 C22 C23 N4 -176.9(4) . . . . ?
C21 C22 C23 C18 -0.4(7) . . . . ?
C19 C18 C23 N4 174.3(4) . . . . ?
C25 C18 C23 N4 -1.2(6) . . . . ?
C19 C18 C23 C22 -2.2(6) . . . . ?
C25 C18 C23 C22 -177.7(4) . . . . ?
C23 C18 C25 N5 13.3(6) . . . . ?
C19 C18 C25 N5 -162.0(4) . . . . ?
C23 C18 C25 N6 -170.1(4) . . . . ?
C19 C18 C25 N6 14.7(7) . . . . ?
N6 C26 C27 C28 -55.4(6) . . . . ?
C26 C27 C28 C29 52.9(7) . . . . ?
C27 C28 C29 C30 -54.2(8) . . . . ?
C28 C29 C30 N6 55.9(7) . . . . ?
N4 C24 C31 C32 0.1(5) . . . . ?
N5 C24 C31 C32 176.7(4) . . . . ?
N4 C24 C31 S2 -179.3(3) . . . . ?
N5 C24 C31 S2 -2.7(6) . . . . ?
C24 C31 C32 C33 -179.3(4) . . . . ?
S2 C31 C32 C33 0.1(5) . . . . ?
C24 C31 C32 Ir1 -4.7(5) . . . . ?
S2 C31 C32 Ir1 174.7(2) . . . . ?
C31 C32 C33 C34 -0.6(5) . . . . ?
Ir1 C32 C33 C34 -173.4(3) . . . . ?
C32 C33 C34 S2 0.8(5) . . . . ?
N7 C35 C36 C37 -2.8(8) . . . . ?
C35 C36 C37 C38 1.8(8) . . . . ?
C36 C37 C38 C39 0.6(8) . . . . ?
C37 C38 C39 N7 -2.1(7) . . . . ?
C37 C38 C39 C40 176.8(4) . . . . ?
N7 C39 C40 O2 -179.9(4) . . . . ?
C38 C39 C40 O2 1.1(7) . . . . ?
N7 C39 C40 O1 0.5(6) . . . . ?
C38 C39 C40 O1 -178.5(4) . . . . ?
C31 C32 Ir1 C15 97.6(3) . . . . ?
C33 C32 Ir1 C15 -89.9(4) . . . . ?
C31 C32 Ir1 N4 5.3(3) . . . . ?
C33 C32 Ir1 N4 177.8(5) . . . . ?
C31 C32 Ir1 N1 177.1(3) . . . . ?
C33 C32 Ir1 N1 -10.4(4) . . . . ?
C31 C32 Ir1 N7 -80.5(3) . . . . ?
C33 C32 Ir1 N7 91.9(4) . . . . ?
C31 C32 Ir1 O1 -79.8(11) . . . . ?
C33 C32 Ir1 O1 92.6(10) . . . . ?
C14 C15 Ir1 C32 108.8(3) . . . . ?
C16 C15 Ir1 C32 -76.3(4) . . . . ?
C14 C15 Ir1 N4 -171.6(3) . . . . ?
C16 C15 Ir1 N4 3.4(4) . . . . ?
C14 C15 Ir1 N1 10.1(3) . . . . ?
C16 C15 Ir1 N1 -175.0(5) . . . . ?
C14 C15 Ir1 N7 -83.9(10) . . . . ?
C16 C15 Ir1 N7 91.0(10) . . . . ?
C14 C15 Ir1 O1 -71.6(3) . . . . ?
C16 C15 Ir1 O1 103.4(4) . . . . ?
N2 C7 N1 C6 14.2(6) . . . . ?
C14 C7 N1 C6 -168.3(4) . . . . ?
N2 C7 N1 Ir1 -162.1(4) . . . . ?
C14 C7 N1 Ir1 15.4(5) . . . . ?
C5 C6 N1 C7 164.8(4) . . . . ?
C1 C6 N1 C7 -11.0(6) . . . . ?
C5 C6 N1 Ir1 -19.7(6) . . . . ?
C1 C6 N1 Ir1 164.5(3) . . . . ?
C32 Ir1 N1 C7 -105.3(3) . . . . ?
C15 Ir1 N1 C7 -14.3(3) . . . . ?
N4 Ir1 N1 C7 -26.1(11) . . . . ?
N7 Ir1 N1 C7 157.0(3) . . . . ?
O1 Ir1 N1 C7 82.5(3) . . . . ?
C32 Ir1 N1 C6 79.1(4) . . . . ?
C15 Ir1 N1 C6 170.1(4) . . . . ?
N4 Ir1 N1 C6 158.3(8) . . . . ?
N7 Ir1 N1 C6 -18.6(4) . . . . ?
O1 Ir1 N1 C6 -93.1(4) . . . . ?
N3 C8 N2 C7 165.0(4) . . . . ?
C1 C8 N2 C7 -17.3(6) . . . . ?
N1 C7 N2 C8 0.1(7) . . . . ?
C14 C7 N2 C8 -177.3(4) . . . . ?
N2 C8 N3 C9 6.9(7) . . . . ?
C1 C8 N3 C9 -170.7(4) . . . . ?
N2 C8 N3 C13 -146.6(5) . . . . ?
C1 C8 N3 C13 35.8(7) . . . . ?
C10 C9 N3 C8 145.6(5) . . . . ?
C10 C9 N3 C13 -58.1(6) . . . . ?
C12 C13 N3 C8 -142.4(5) . . . . ?
C12 C13 N3 C9 61.6(6) . . . . ?
N5 C24 N4 C23 12.1(6) . . . . ?
C31 C24 N4 C23 -171.5(3) . . . . ?
N5 C24 N4 Ir1 -172.0(3) . . . . ?
C31 C24 N4 Ir1 4.3(4) . . . . ?
C22 C23 N4 C24 165.9(4) . . . . ?
C18 C23 N4 C24 -10.5(6) . . . . ?
C22 C23 N4 Ir1 -9.3(6) . . . . ?
C18 C23 N4 Ir1 174.3(3) . . . . ?
C32 Ir1 N4 C24 -5.4(3) . . . . ?
C15 Ir1 N4 C24 -97.6(3) . . . . ?
N1 Ir1 N4 C24 -85.9(10) . . . . ?
N7 Ir1 N4 C24 91.0(3) . . . . ?
O1 Ir1 N4 C24 166.5(3) . . . . ?
C32 Ir1 N4 C23 169.8(4) . . . . ?
C15 Ir1 N4 C23 77.7(3) . . . . ?
N1 Ir1 N4 C23 89.3(10) . . . . ?
N7 Ir1 N4 C23 -93.8(3) . . . . ?
O1 Ir1 N4 C23 -18.2(3) . . . . ?
N6 C25 N5 C24 170.7(4) . . . . ?
C18 C25 N5 C24 -12.5(6) . . . . ?
N4 C24 N5 C25 -0.4(6) . . . . ?
C31 C24 N5 C25 -176.5(4) . . . . ?
N5 C25 N6 C30 12.6(6) . . . . ?
C18 C25 N6 C30 -164.2(4) . . . . ?
N5 C25 N6 C26 -137.7(5) . . . . ?
C18 C25 N6 C26 45.6(7) . . . . ?
C29 C30 N6 C25 148.7(5) . . . . ?
C29 C30 N6 C26 -58.7(6) . . . . ?
C27 C26 N6 C25 -147.7(5) . . . . ?
C27 C26 N6 C30 59.9(6) . . . . ?
C36 C35 N7 C39 1.3(7) . . . . ?
C36 C35 N7 Ir1 175.5(4) . . . . ?
C38 C39 N7 C35 1.2(6) . . . . ?
C40 C39 N7 C35 -177.8(4) . . . . ?
C38 C39 N7 Ir1 -173.8(3) . . . . ?
C40 C39 N7 Ir1 7.2(5) . . . . ?
C32 Ir1 N7 C35 -3.0(4) . . . . ?
C15 Ir1 N7 C35 -170.2(8) . . . . ?
N4 Ir1 N7 C35 -82.1(4) . . . . ?
N1 Ir1 N7 C35 97.4(4) . . . . ?
O1 Ir1 N7 C35 177.1(4) . . . . ?
C32 Ir1 N7 C39 171.5(3) . . . . ?
C15 Ir1 N7 C39 4.2(11) . . . . ?
N4 Ir1 N7 C39 92.3(3) . . . . ?
N1 Ir1 N7 C39 -88.1(3) . . . . ?
O1 Ir1 N7 C39 -8.4(3) . . . . ?
O2 C40 O1 Ir1 172.3(4) . . . . ?
C39 C40 O1 Ir1 -8.1(5) . . . . ?
C32 Ir1 O1 C40 8.3(11) . . . . ?
C15 Ir1 O1 C40 -169.1(3) . . . . ?
N4 Ir1 O1 C40 -75.4(3) . . . . ?
N1 Ir1 O1 C40 112.4(3) . . . . ?
N7 Ir1 O1 C40 9.1(3) . . . . ?
C16 C17 S1 C14 -1.6(4) . . . . ?
C15 C14 S1 C17 0.6(4) . . . . ?
C7 C14 S1 C17 -177.4(4) . . . . ?
C33 C34 S2 C31 -0.6(4) . . . . ?
C32 C31 S2 C34 0.2(4) . . . . ?
C24 C31 S2 C34 179.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.843
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.097
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_audit_block_doi                 10.5517/cc1j21tg
_database_code_depnum_ccdc_archive 'CCDC 1402155'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H36 Ir N7 O2 S2'
_chemical_formula_weight         1071.22

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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                   14.908(3)
_cell_length_b                   14.425(3)
_cell_length_c                   23.345(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.332(4)
_cell_angle_gamma                90.00
_cell_volume                     5005.8(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7773
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      24.81

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2136
_exptl_absorpt_coefficient_mu    2.798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5299
_exptl_absorpt_correction_T_max  0.5781
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            27285
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         25.01
_reflns_number_total             8827
_reflns_number_gt                6894
_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. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.144 -0.107 0.714 140 33 ' '
2 0.856 0.107 0.286 140 33 ' '
3 0.726 0.178 0.938 79 13 ' '
4 0.890 0.104 0.580 12 0 ' '
5 0.775 0.183 0.594 7 0 ' '
6 0.226 0.322 0.438 79 13 ' '
7 0.356 0.393 0.786 140 33 ' '
8 0.286 0.325 0.092 9 0 ' '
9 0.402 0.404 0.079 11 0 ' '
10 0.644 0.607 0.214 140 32 ' '
11 0.774 0.678 0.562 79 13 ' '
12 0.609 0.604 0.920 12 0 ' '
13 0.725 0.683 0.906 7 0 ' '
14 0.274 0.822 0.062 80 13 ' '
15 0.214 0.825 0.408 9 0 ' '
16 0.097 0.904 0.421 10 0 ' '
_platon_squeeze_details          
;
;

_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)+(0.0371P)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         8827
_refine_ls_number_parameters     595
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0722
_refine_ls_wR_factor_gt          0.0691
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.003
_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 0.5374(4) 0.2076(3) 0.54349(18) 0.0556(13) Uani 1 1 d . . .
C2 C 0.5856(4) 0.2383(3) 0.5927(2) 0.0744(16) Uani 1 1 d . . .
H2 H 0.6474 0.2294 0.5979 0.089 Uiso 1 1 calc R . .
C3 C 0.5395(6) 0.2829(4) 0.6343(2) 0.091(2) Uani 1 1 d . . .
H3 H 0.5706 0.3041 0.6678 0.109 Uiso 1 1 calc R . .
C4 C 0.4499(6) 0.2954(4) 0.6263(3) 0.098(2) Uani 1 1 d . . .
H4 H 0.4200 0.3259 0.6544 0.117 Uiso 1 1 calc R . .
C5 C 0.4018(5) 0.2645(4) 0.5780(3) 0.0883(18) Uani 1 1 d . . .
H5 H 0.3399 0.2734 0.5730 0.106 Uiso 1 1 calc R . .
C6 C 0.4467(4) 0.2201(4) 0.5370(2) 0.0689(14) Uani 1 1 d . . .
H6 H 0.4147 0.1980 0.5041 0.083 Uiso 1 1 calc R . .
C7 C 0.6066(3) 0.0220(3) 0.55681(19) 0.0582(12) Uani 1 1 d . . .
H7 H 0.5526 0.0332 0.5730 0.070 Uiso 1 1 calc R . .
C8 C 0.6589(4) -0.0525(3) 0.5751(2) 0.0684(15) Uani 1 1 d . . .
H8 H 0.6410 -0.0902 0.6045 0.082 Uiso 1 1 calc R . .
C9 C 0.7362(4) -0.0712(4) 0.5505(3) 0.0857(18) Uani 1 1 d . . .
H9 H 0.7711 -0.1220 0.5625 0.103 Uiso 1 1 calc R . .
C10 C 0.7625(4) -0.0147(5) 0.5081(3) 0.101(2) Uani 1 1 d . . .
H10 H 0.8157 -0.0272 0.4911 0.121 Uiso 1 1 calc R . .
C11 C 0.7116(4) 0.0596(4) 0.4902(2) 0.0829(18) Uani 1 1 d . . .
H11 H 0.7299 0.0973 0.4609 0.100 Uiso 1 1 calc R . .
C12 C 0.6335(3) 0.0790(3) 0.51532(18) 0.0536(12) Uani 1 1 d . . .
C13 C 0.5615(3) 0.1816(3) 0.44169(17) 0.0463(11) Uani 1 1 d . . .
C14 C 0.5364(3) 0.1246(3) 0.35037(16) 0.0397(10) Uani 1 1 d . . .
C15 C 0.5152(3) 0.2821(3) 0.36220(16) 0.0383(9) Uani 1 1 d . . .
C16 C 0.5434(3) 0.2738(3) 0.42081(16) 0.0404(10) Uani 1 1 d . . .
C17 C 0.5570(3) 0.3541(3) 0.45346(17) 0.0500(11) Uani 1 1 d . . .
H17 H 0.5750 0.3491 0.4924 0.060 Uiso 1 1 calc R . .
C18 C 0.5447(3) 0.4390(3) 0.42983(18) 0.0532(12) Uani 1 1 d . . .
H18 H 0.5552 0.4919 0.4521 0.064 Uiso 1 1 calc R . .
C19 C 0.5163(3) 0.4468(3) 0.37188(18) 0.0508(11) Uani 1 1 d . . .
H19 H 0.5074 0.5053 0.3557 0.061 Uiso 1 1 calc R . .
C20 C 0.5013(3) 0.3707(3) 0.33876(17) 0.0446(10) Uani 1 1 d . . .
H20 H 0.4818 0.3773 0.3002 0.054 Uiso 1 1 calc R . .
C21 C 0.5379(3) 0.0513(3) 0.30952(17) 0.0434(10) Uani 1 1 d . . .
C22 C 0.5123(3) 0.0700(3) 0.25342(16) 0.0408(9) Uani 1 1 d . . .
C23 C 0.5218(3) -0.0111(3) 0.21960(19) 0.0525(11) Uani 1 1 d . . .
H23 H 0.5084 -0.0133 0.1801 0.063 Uiso 1 1 calc R . .
C24 C 0.5520(3) -0.0840(3) 0.25106(19) 0.0616(13) Uani 1 1 d . . .
H24 H 0.5613 -0.1421 0.2353 0.074 Uiso 1 1 calc R . .
C25 C 0.2939(4) 0.1169(5) -0.1054(2) 0.0845(18) Uani 1 1 d . . .
H25 H 0.2735 0.1762 -0.1151 0.101 Uiso 1 1 calc R . .
C26 C 0.2650(5) 0.0404(7) -0.1383(2) 0.109(3) Uani 1 1 d . . .
H26 H 0.2253 0.0496 -0.1705 0.131 Uiso 1 1 calc R . .
C27 C 0.2927(5) -0.0456(6) -0.1251(3) 0.113(3) Uani 1 1 d U . .
H27 H 0.2713 -0.0952 -0.1477 0.135 Uiso 1 1 calc R . .
C28 C 0.3513(5) -0.0610(5) -0.0795(3) 0.110(2) Uani 1 1 d U . .
H28 H 0.3705 -0.1209 -0.0702 0.132 Uiso 1 1 calc R . .
C29 C 0.3827(4) 0.0140(6) -0.0463(2) 0.097(2) Uani 1 1 d . . .
H29 H 0.4246 0.0038 -0.0154 0.116 Uiso 1 1 calc R . .
C30 C 0.3536(4) 0.1026(5) -0.0580(2) 0.0744(16) Uani 1 1 d . . .
C31 C 0.4947(6) 0.2133(7) -0.0904(3) 0.157(4) Uani 1 1 d U . .
H31 H 0.5011 0.1512 -0.0998 0.189 Uiso 1 1 calc R . .
C32 C 0.5440(8) 0.2876(9) -0.1173(4) 0.186(4) Uani 1 1 d U . .
H32 H 0.5868 0.2733 -0.1429 0.224 Uiso 1 1 calc R . .
C33 C 0.5262(7) 0.3800(9) -0.1040(4) 0.163(4) Uani 1 1 d U . .
H33 H 0.5513 0.4257 -0.1260 0.195 Uiso 1 1 calc R . .
C34 C 0.4762(6) 0.4075(7) -0.0626(4) 0.141(3) Uani 1 1 d U . .
H34 H 0.4718 0.4693 -0.0518 0.169 Uiso 1 1 calc R . .
C35 C 0.4303(5) 0.3357(6) -0.0363(3) 0.104(2) Uani 1 1 d U . .
H35 H 0.3926 0.3519 -0.0079 0.125 Uiso 1 1 calc R . .
C36 C 0.4376(4) 0.2435(6) -0.0496(2) 0.093(2) Uani 1 1 d U . .
C37 C 0.3940(3) 0.1721(3) 0.03643(17) 0.0531(12) Uani 1 1 d . . .
C38 C 0.4720(3) 0.2157(3) 0.11971(16) 0.0409(10) Uani 1 1 d . . .
C39 C 0.3477(3) 0.1236(3) 0.12827(16) 0.0439(10) Uani 1 1 d . . .
C40 C 0.3298(3) 0.1234(3) 0.06827(16) 0.0515(12) Uani 1 1 d . . .
C41 C 0.2512(3) 0.0798(4) 0.04426(19) 0.0704(15) Uani 1 1 d . . .
H41 H 0.2363 0.0837 0.0049 0.085 Uiso 1 1 calc R . .
C42 C 0.1976(4) 0.0326(5) 0.0775(2) 0.092(2) Uani 1 1 d . . .
H42 H 0.1454 0.0049 0.0612 0.111 Uiso 1 1 calc R . .
C43 C 0.2201(3) 0.0247(4) 0.1371(2) 0.0824(18) Uani 1 1 d . . .
H43 H 0.1857 -0.0126 0.1595 0.099 Uiso 1 1 calc R . .
C44 C 0.2914(3) 0.0714(3) 0.16145(18) 0.0587(13) Uani 1 1 d . . .
H44 H 0.3036 0.0691 0.2011 0.070 Uiso 1 1 calc R . .
C45 C 0.5472(3) 0.2592(3) 0.14988(17) 0.0443(10) Uani 1 1 d . . .
C46 C 0.5564(3) 0.2516(3) 0.20834(16) 0.0432(10) Uani 1 1 d . . .
C47 C 0.6382(3) 0.2941(3) 0.2295(2) 0.0591(13) Uani 1 1 d . . .
H47 H 0.6577 0.2963 0.2683 0.071 Uiso 1 1 calc R . .
C48 C 0.6845(4) 0.3308(4) 0.1880(2) 0.0776(16) Uani 1 1 d . . .
H48 H 0.7394 0.3609 0.1953 0.093 Uiso 1 1 calc R . .
C49 C 0.3701(3) 0.3860(3) 0.20480(18) 0.0530(11) Uani 1 1 d . . .
H49 H 0.4261 0.3999 0.1920 0.064 Uiso 1 1 calc R . .
C50 C 0.3007(4) 0.4487(3) 0.1938(2) 0.0658(14) Uani 1 1 d . . .
H50 H 0.3103 0.5038 0.1745 0.079 Uiso 1 1 calc R . .
C51 C 0.2189(4) 0.4285(3) 0.2117(2) 0.0630(13) Uani 1 1 d . . .
H51 H 0.1709 0.4691 0.2045 0.076 Uiso 1 1 calc R . .
C52 C 0.2079(3) 0.3476(3) 0.24061(19) 0.0579(12) Uani 1 1 d . . .
H52 H 0.1521 0.3322 0.2533 0.069 Uiso 1 1 calc R . .
C53 C 0.2799(3) 0.2888(3) 0.25076(17) 0.0435(10) Uani 1 1 d . . .
C54 C 0.2708(3) 0.1968(3) 0.28165(18) 0.0476(11) Uani 1 1 d . . .
Ir1 Ir 0.453920(10) 0.192914(10) 0.242136(6) 0.03483(6) Uani 1 1 d . . .
N1 N 0.4180(2) 0.1718(2) 0.15496(13) 0.0376(8) Uani 1 1 d . . .
N2 N 0.4621(2) 0.2152(2) 0.06224(13) 0.0476(9) Uani 1 1 d . . .
N7 N 0.3603(2) 0.3075(2) 0.23262(13) 0.0393(8) Uani 1 1 d . . .
N3 N 0.3866(3) 0.1769(3) -0.02255(15) 0.0687(12) Uani 1 1 d . . .
N4 N 0.5062(2) 0.2053(2) 0.32711(13) 0.0376(8) Uani 1 1 d . . .
N5 N 0.5627(2) 0.1107(2) 0.40609(14) 0.0469(9) Uani 1 1 d . . .
N6 N 0.5832(3) 0.1617(3) 0.49912(14) 0.0527(10) Uani 1 1 d . . .
O1 O 0.33856(19) 0.14354(18) 0.28198(10) 0.0404(6) Uani 1 1 d . . .
O2 O 0.2006(3) 0.1804(2) 0.30262(18) 0.0838(12) Uani 1 1 d . . .
S1 S 0.57219(9) -0.06101(7) 0.32265(5) 0.0592(3) Uani 1 1 d . . .
S2 S 0.63361(9) 0.31707(9) 0.12043(6) 0.0676(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
C1 C6 1.362(7) . ?
C1 C2 1.381(6) . ?
C1 N6 1.444(6) . ?
C2 C3 1.388(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.348(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.367(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.354(6) . ?
C7 C8 1.376(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.353(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.363(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.360(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.372(7) . ?
C11 H11 0.9300 . ?
C12 N6 1.443(5) . ?
C13 N5 1.319(5) . ?
C13 N6 1.385(5) . ?
C13 C16 1.436(5) . ?
C14 N5 1.345(5) . ?
C14 N4 1.347(5) . ?
C14 C21 1.424(5) . ?
C15 N4 1.379(4) . ?
C15 C20 1.400(5) . ?
C15 C16 1.406(5) . ?
C16 C17 1.393(5) . ?
C17 C18 1.351(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.352(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.363(5) . ?
C21 S1 1.720(4) . ?
C22 C23 1.424(5) . ?
C22 Ir1 1.984(4) . ?
C23 C24 1.341(6) . ?
C23 H23 0.9300 . ?
C24 S1 1.708(4) . ?
C24 H24 0.9300 . ?
C25 C30 1.381(7) . ?
C25 C26 1.394(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.336(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.345(9) . ?
C27 H27 0.9300 . ?
C28 C29 1.392(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.370(8) . ?
C29 H29 0.9300 . ?
C30 N3 1.419(6) . ?
C31 C36 1.394(9) . ?
C31 C32 1.466(12) . ?
C31 H31 0.9300 . ?
C32 C33 1.399(13) . ?
C32 H32 0.9300 . ?
C33 C34 1.325(12) . ?
C33 H33 0.9300 . ?
C34 C35 1.408(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.373(9) . ?
C35 H35 0.9300 . ?
C36 N3 1.405(7) . ?
C37 N2 1.299(5) . ?
C37 N3 1.375(5) . ?
C37 C40 1.439(6) . ?
C38 N2 1.339(5) . ?
C38 N1 1.351(5) . ?
C38 C45 1.423(5) . ?
C39 N1 1.368(5) . ?
C39 C44 1.403(6) . ?
C39 C40 1.406(5) . ?
C40 C41 1.408(6) . ?
C41 C42 1.340(7) . ?
C41 H41 0.9300 . ?
C42 C43 1.412(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.348(6) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C45 C46 1.366(5) . ?
C45 S2 1.722(4) . ?
C46 C47 1.420(6) . ?
C46 Ir1 1.963(4) . ?
C47 C48 1.340(7) . ?
C47 H47 0.9300 . ?
C48 S2 1.709(5) . ?
C48 H48 0.9300 . ?
C49 N7 1.320(5) . ?
C49 C50 1.383(6) . ?
C49 H49 0.9300 . ?
C50 C51 1.351(7) . ?
C50 H50 0.9300 . ?
C51 C52 1.365(6) . ?
C51 H51 0.9300 . ?
C52 C53 1.375(6) . ?
C52 H52 0.9300 . ?
C53 N7 1.329(5) . ?
C53 C54 1.521(5) . ?
C54 O2 1.212(5) . ?
C54 O1 1.269(5) . ?
Ir1 N4 2.084(3) . ?
Ir1 N1 2.087(3) . ?
Ir1 O1 2.138(3) . ?
Ir1 N7 2.163(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.0(5) . . ?
C6 C1 N6 120.0(4) . . ?
C2 C1 N6 120.0(5) . . ?
C1 C2 C3 118.5(6) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 120.2(6) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 121.6(6) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 118.5(7) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 121.3(6) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C12 C7 C8 120.4(5) . . ?
C12 C7 H7 119.8 . . ?
C8 C7 H7 119.8 . . ?
C9 C8 C7 120.2(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 119.4(5) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C11 C10 C9 120.6(6) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 120.1(5) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 119.2(4) . . ?
C7 C12 N6 120.9(4) . . ?
C11 C12 N6 119.9(4) . . ?
N5 C13 N6 115.8(4) . . ?
N5 C13 C16 121.1(3) . . ?
N6 C13 C16 123.0(4) . . ?
N5 C14 N4 125.6(3) . . ?
N5 C14 C21 121.2(3) . . ?
N4 C14 C21 113.1(3) . . ?
N4 C15 C20 119.8(3) . . ?
N4 C15 C16 121.2(3) . . ?
C20 C15 C16 118.9(3) . . ?
C17 C16 C15 118.9(4) . . ?
C17 C16 C13 124.7(4) . . ?
C15 C16 C13 116.4(3) . . ?
C18 C17 C16 121.4(4) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 119.5(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 121.0(4) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C15 120.3(4) . . ?
C19 C20 H20 119.8 . . ?
C15 C20 H20 119.8 . . ?
C22 C21 C14 118.7(3) . . ?
C22 C21 S1 114.5(3) . . ?
C14 C21 S1 126.8(3) . . ?
C21 C22 C23 109.8(4) . . ?
C21 C22 Ir1 113.1(3) . . ?
C23 C22 Ir1 136.2(3) . . ?
C24 C23 C22 112.6(4) . . ?
C24 C23 H23 123.7 . . ?
C22 C23 H23 123.7 . . ?
C23 C24 S1 114.2(3) . . ?
C23 C24 H24 122.9 . . ?
S1 C24 H24 122.9 . . ?
C30 C25 C26 118.5(7) . . ?
C30 C25 H25 120.8 . . ?
C26 C25 H25 120.8 . . ?
C27 C26 C25 122.0(6) . . ?
C27 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C26 C27 C28 120.5(7) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C29 119.0(7) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C30 C29 C28 121.7(6) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C29 C30 C25 118.3(6) . . ?
C29 C30 N3 119.8(5) . . ?
C25 C30 N3 121.9(6) . . ?
C36 C31 C32 114.6(9) . . ?
C36 C31 H31 122.7 . . ?
C32 C31 H31 122.7 . . ?
C33 C32 C31 119.5(9) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C34 C33 C32 125.0(10) . . ?
C34 C33 H33 117.5 . . ?
C32 C33 H33 117.5 . . ?
C33 C34 C35 114.7(10) . . ?
C33 C34 H34 122.7 . . ?
C35 C34 H34 122.7 . . ?
C36 C35 C34 124.4(8) . . ?
C36 C35 H35 117.8 . . ?
C34 C35 H35 117.8 . . ?
C35 C36 C31 121.4(7) . . ?
C35 C36 N3 120.4(6) . . ?
C31 C36 N3 118.3(8) . . ?
N2 C37 N3 116.2(4) . . ?
N2 C37 C40 121.4(4) . . ?
N3 C37 C40 122.4(4) . . ?
N2 C38 N1 125.6(4) . . ?
N2 C38 C45 121.4(4) . . ?
N1 C38 C45 112.8(3) . . ?
N1 C39 C44 119.4(3) . . ?
N1 C39 C40 122.4(4) . . ?
C44 C39 C40 118.2(4) . . ?
C39 C40 C41 119.2(4) . . ?
C39 C40 C37 115.4(4) . . ?
C41 C40 C37 125.4(4) . . ?
C42 C41 C40 120.7(4) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C41 C42 C43 120.3(5) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C44 C43 C42 119.8(5) . . ?
C44 C43 H43 120.1 . . ?
C42 C43 H43 120.1 . . ?
C43 C44 C39 121.4(4) . . ?
C43 C44 H44 119.3 . . ?
C39 C44 H44 119.3 . . ?
C46 C45 C38 118.4(4) . . ?
C46 C45 S2 114.6(3) . . ?
C38 C45 S2 127.0(3) . . ?
C45 C46 C47 109.4(4) . . ?
C45 C46 Ir1 114.4(3) . . ?
C47 C46 Ir1 136.1(3) . . ?
C48 C47 C46 113.3(4) . . ?
C48 C47 H47 123.4 . . ?
C46 C47 H47 123.4 . . ?
C47 C48 S2 113.8(4) . . ?
C47 C48 H48 123.1 . . ?
S2 C48 H48 123.1 . . ?
N7 C49 C50 123.0(4) . . ?
N7 C49 H49 118.5 . . ?
C50 C49 H49 118.5 . . ?
C51 C50 C49 118.8(4) . . ?
C51 C50 H50 120.6 . . ?
C49 C50 H50 120.6 . . ?
C50 C51 C52 118.8(5) . . ?
C50 C51 H51 120.6 . . ?
C52 C51 H51 120.6 . . ?
C51 C52 C53 119.5(5) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
N7 C53 C52 122.1(4) . . ?
N7 C53 C54 116.3(4) . . ?
C52 C53 C54 121.5(4) . . ?
O2 C54 O1 126.3(4) . . ?
O2 C54 C53 118.2(4) . . ?
O1 C54 C53 115.5(4) . . ?
C46 Ir1 C22 95.28(16) . . ?
C46 Ir1 N4 95.70(14) . . ?
C22 Ir1 N4 79.70(13) . . ?
C46 Ir1 N1 79.68(14) . . ?
C22 Ir1 N1 94.40(13) . . ?
N4 Ir1 N1 172.21(12) . . ?
C46 Ir1 O1 173.83(13) . . ?
C22 Ir1 O1 90.22(14) . . ?
N4 Ir1 O1 82.51(11) . . ?
N1 Ir1 O1 102.73(11) . . ?
C46 Ir1 N7 98.31(14) . . ?
C22 Ir1 N7 165.79(15) . . ?
N4 Ir1 N7 102.98(12) . . ?
N1 Ir1 N7 83.99(12) . . ?
O1 Ir1 N7 76.44(11) . . ?
C38 N1 C39 115.6(3) . . ?
C38 N1 Ir1 113.9(3) . . ?
C39 N1 Ir1 130.5(3) . . ?
C37 N2 C38 119.4(4) . . ?
C49 N7 C53 117.8(4) . . ?
C49 N7 Ir1 127.8(3) . . ?
C53 N7 Ir1 113.7(2) . . ?
C37 N3 C36 118.7(4) . . ?
C37 N3 C30 123.0(4) . . ?
C36 N3 C30 115.4(4) . . ?
C14 N4 C15 116.1(3) . . ?
C14 N4 Ir1 113.5(2) . . ?
C15 N4 Ir1 130.3(2) . . ?
C13 N5 C14 118.5(3) . . ?
C13 N6 C12 120.2(4) . . ?
C13 N6 C1 120.7(4) . . ?
C12 N6 C1 117.1(3) . . ?
C54 O1 Ir1 117.5(2) . . ?
C24 S1 C21 88.9(2) . . ?
C48 S2 C45 88.9(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
C6 C1 C2 C3 -1.0(7) . . . . ?
N6 C1 C2 C3 179.6(4) . . . . ?
C1 C2 C3 C4 0.0(8) . . . . ?
C2 C3 C4 C5 0.6(10) . . . . ?
C3 C4 C5 C6 -0.2(9) . . . . ?
C2 C1 C6 C5 1.4(8) . . . . ?
N6 C1 C6 C5 -179.1(5) . . . . ?
C4 C5 C6 C1 -0.8(9) . . . . ?
C12 C7 C8 C9 -2.1(7) . . . . ?
C7 C8 C9 C10 0.9(9) . . . . ?
C8 C9 C10 C11 -0.2(10) . . . . ?
C9 C10 C11 C12 0.6(10) . . . . ?
C8 C7 C12 C11 2.5(7) . . . . ?
C8 C7 C12 N6 -174.8(4) . . . . ?
C10 C11 C12 C7 -1.8(8) . . . . ?
C10 C11 C12 N6 175.5(5) . . . . ?
N4 C15 C16 C17 175.8(4) . . . . ?
C20 C15 C16 C17 -0.4(6) . . . . ?
N4 C15 C16 C13 -0.3(6) . . . . ?
C20 C15 C16 C13 -176.5(4) . . . . ?
N5 C13 C16 C17 -167.4(4) . . . . ?
N6 C13 C16 C17 9.2(7) . . . . ?
N5 C13 C16 C15 8.4(6) . . . . ?
N6 C13 C16 C15 -175.0(4) . . . . ?
C15 C16 C17 C18 -0.7(7) . . . . ?
C13 C16 C17 C18 175.0(5) . . . . ?
C16 C17 C18 C19 1.2(7) . . . . ?
C17 C18 C19 C20 -0.5(7) . . . . ?
C18 C19 C20 C15 -0.6(7) . . . . ?
N4 C15 C20 C19 -175.2(4) . . . . ?
C16 C15 C20 C19 1.0(6) . . . . ?
N5 C14 C21 C22 -178.6(4) . . . . ?
N4 C14 C21 C22 1.8(6) . . . . ?
N5 C14 C21 S1 -0.5(6) . . . . ?
N4 C14 C21 S1 179.9(3) . . . . ?
C14 C21 C22 C23 177.9(4) . . . . ?
S1 C21 C22 C23 -0.4(5) . . . . ?
C14 C21 C22 Ir1 -11.6(5) . . . . ?
S1 C21 C22 Ir1 170.1(2) . . . . ?
C21 C22 C23 C24 0.6(6) . . . . ?
Ir1 C22 C23 C24 -166.8(4) . . . . ?
C22 C23 C24 S1 -0.5(6) . . . . ?
C30 C25 C26 C27 0.6(10) . . . . ?
C25 C26 C27 C28 -1.1(12) . . . . ?
C26 C27 C28 C29 -0.1(12) . . . . ?
C27 C28 C29 C30 1.9(10) . . . . ?
C28 C29 C30 C25 -2.4(9) . . . . ?
C28 C29 C30 N3 179.2(5) . . . . ?
C26 C25 C30 C29 1.2(8) . . . . ?
C26 C25 C30 N3 179.6(5) . . . . ?
C36 C31 C32 C33 -4.7(16) . . . . ?
C31 C32 C33 C34 9.8(19) . . . . ?
C32 C33 C34 C35 -8.3(16) . . . . ?
C33 C34 C35 C36 2.4(11) . . . . ?
C34 C35 C36 C31 1.9(11) . . . . ?
C34 C35 C36 N3 -177.6(6) . . . . ?
C32 C31 C36 C35 -0.6(12) . . . . ?
C32 C31 C36 N3 178.9(7) . . . . ?
N1 C39 C40 C41 -173.7(4) . . . . ?
C44 C39 C40 C41 6.8(7) . . . . ?
N1 C39 C40 C37 4.2(6) . . . . ?
C44 C39 C40 C37 -175.3(4) . . . . ?
N2 C37 C40 C39 -2.0(7) . . . . ?
N3 C37 C40 C39 178.9(4) . . . . ?
N2 C37 C40 C41 175.8(5) . . . . ?
N3 C37 C40 C41 -3.3(8) . . . . ?
C39 C40 C41 C42 -5.3(8) . . . . ?
C37 C40 C41 C42 177.0(5) . . . . ?
C40 C41 C42 C43 -1.0(10) . . . . ?
C41 C42 C43 C44 5.7(10) . . . . ?
C42 C43 C44 C39 -4.0(9) . . . . ?
N1 C39 C44 C43 178.3(5) . . . . ?
C40 C39 C44 C43 -2.2(7) . . . . ?
N2 C38 C45 C46 -175.6(4) . . . . ?
N1 C38 C45 C46 0.5(6) . . . . ?
N2 C38 C45 S2 0.7(6) . . . . ?
N1 C38 C45 S2 176.8(3) . . . . ?
C38 C45 C46 C47 176.0(4) . . . . ?
S2 C45 C46 C47 -0.7(5) . . . . ?
C38 C45 C46 Ir1 -7.1(5) . . . . ?
S2 C45 C46 Ir1 176.2(2) . . . . ?
C45 C46 C47 C48 0.5(6) . . . . ?
Ir1 C46 C47 C48 -175.4(4) . . . . ?
C46 C47 C48 S2 0.0(6) . . . . ?
N7 C49 C50 C51 -0.8(7) . . . . ?
C49 C50 C51 C52 0.8(7) . . . . ?
C50 C51 C52 C53 0.0(7) . . . . ?
C51 C52 C53 N7 -1.0(7) . . . . ?
C51 C52 C53 C54 -178.7(4) . . . . ?
N7 C53 C54 O2 174.5(4) . . . . ?
C52 C53 C54 O2 -7.6(6) . . . . ?
N7 C53 C54 O1 -6.5(5) . . . . ?
C52 C53 C54 O1 171.4(4) . . . . ?
C45 C46 Ir1 C22 101.2(3) . . . . ?
C47 C46 Ir1 C22 -83.1(5) . . . . ?
C45 C46 Ir1 N4 -178.7(3) . . . . ?
C47 C46 Ir1 N4 -2.9(5) . . . . ?
C45 C46 Ir1 N1 7.7(3) . . . . ?
C47 C46 Ir1 N1 -176.6(5) . . . . ?
C45 C46 Ir1 O1 -105.9(11) . . . . ?
C47 C46 Ir1 O1 69.9(13) . . . . ?
C45 C46 Ir1 N7 -74.6(3) . . . . ?
C47 C46 Ir1 N7 101.1(5) . . . . ?
C21 C22 Ir1 C46 106.8(3) . . . . ?
C23 C22 Ir1 C46 -86.1(5) . . . . ?
C21 C22 Ir1 N4 12.0(3) . . . . ?
C23 C22 Ir1 N4 179.1(5) . . . . ?
C21 C22 Ir1 N1 -173.1(3) . . . . ?
C23 C22 Ir1 N1 -6.1(5) . . . . ?
C21 C22 Ir1 O1 -70.4(3) . . . . ?
C23 C22 Ir1 O1 96.7(5) . . . . ?
C21 C22 Ir1 N7 -90.3(6) . . . . ?
C23 C22 Ir1 N7 76.8(7) . . . . ?
N2 C38 N1 C39 -0.1(6) . . . . ?
C45 C38 N1 C39 -176.0(4) . . . . ?
N2 C38 N1 Ir1 -178.2(3) . . . . ?
C45 C38 N1 Ir1 5.9(4) . . . . ?
C44 C39 N1 C38 176.2(4) . . . . ?
C40 C39 N1 C38 -3.2(6) . . . . ?
C44 C39 N1 Ir1 -6.1(6) . . . . ?
C40 C39 N1 Ir1 174.5(3) . . . . ?
C46 Ir1 N1 C38 -7.6(3) . . . . ?
C22 Ir1 N1 C38 -102.2(3) . . . . ?
N4 Ir1 N1 C38 -61.7(9) . . . . ?
O1 Ir1 N1 C38 166.6(3) . . . . ?
N7 Ir1 N1 C38 92.0(3) . . . . ?
C46 Ir1 N1 C39 174.7(4) . . . . ?
C22 Ir1 N1 C39 80.1(4) . . . . ?
N4 Ir1 N1 C39 120.5(8) . . . . ?
O1 Ir1 N1 C39 -11.1(4) . . . . ?
N7 Ir1 N1 C39 -85.7(4) . . . . ?
N3 C37 N2 C38 178.1(4) . . . . ?
C40 C37 N2 C38 -1.0(7) . . . . ?
N1 C38 N2 C37 2.2(6) . . . . ?
C45 C38 N2 C37 177.8(4) . . . . ?
C50 C49 N7 C53 -0.1(6) . . . . ?
C50 C49 N7 Ir1 169.8(3) . . . . ?
C52 C53 N7 C49 1.0(6) . . . . ?
C54 C53 N7 C49 178.9(3) . . . . ?
C52 C53 N7 Ir1 -170.3(3) . . . . ?
C54 C53 N7 Ir1 7.6(4) . . . . ?
C46 Ir1 N7 C49 8.0(4) . . . . ?
C22 Ir1 N7 C49 -154.8(5) . . . . ?
N4 Ir1 N7 C49 105.8(3) . . . . ?
N1 Ir1 N7 C49 -70.6(3) . . . . ?
O1 Ir1 N7 C49 -175.3(3) . . . . ?
C46 Ir1 N7 C53 178.3(3) . . . . ?
C22 Ir1 N7 C53 15.5(7) . . . . ?
N4 Ir1 N7 C53 -83.9(3) . . . . ?
N1 Ir1 N7 C53 99.6(3) . . . . ?
O1 Ir1 N7 C53 -5.0(3) . . . . ?
N2 C37 N3 C36 -14.8(7) . . . . ?
C40 C37 N3 C36 164.3(6) . . . . ?
N2 C37 N3 C30 144.9(5) . . . . ?
C40 C37 N3 C30 -35.9(7) . . . . ?
C35 C36 N3 C37 -56.4(8) . . . . ?
C31 C36 N3 C37 124.1(7) . . . . ?
C35 C36 N3 C30 142.4(6) . . . . ?
C31 C36 N3 C30 -37.1(9) . . . . ?
C29 C30 N3 C37 -44.7(7) . . . . ?
C25 C30 N3 C37 136.9(5) . . . . ?
C29 C30 N3 C36 115.6(6) . . . . ?
C25 C30 N3 C36 -62.7(7) . . . . ?
N5 C14 N4 C15 9.5(6) . . . . ?
C21 C14 N4 C15 -170.9(4) . . . . ?
N5 C14 N4 Ir1 -171.1(3) . . . . ?
C21 C14 N4 Ir1 8.5(4) . . . . ?
C20 C15 N4 C14 168.2(4) . . . . ?
C16 C15 N4 C14 -7.9(6) . . . . ?
C20 C15 N4 Ir1 -11.1(6) . . . . ?
C16 C15 N4 Ir1 172.8(3) . . . . ?
C46 Ir1 N4 C14 -105.8(3) . . . . ?
C22 Ir1 N4 C14 -11.5(3) . . . . ?
N1 Ir1 N4 C14 -52.6(10) . . . . ?
O1 Ir1 N4 C14 80.1(3) . . . . ?
N7 Ir1 N4 C14 154.3(3) . . . . ?
C46 Ir1 N4 C15 73.5(4) . . . . ?
C22 Ir1 N4 C15 167.8(4) . . . . ?
N1 Ir1 N4 C15 126.7(8) . . . . ?
O1 Ir1 N4 C15 -100.6(4) . . . . ?
N7 Ir1 N4 C15 -26.4(4) . . . . ?
N6 C13 N5 C14 175.6(4) . . . . ?
C16 C13 N5 C14 -7.6(6) . . . . ?
N4 C14 N5 C13 -1.7(6) . . . . ?
C21 C14 N5 C13 178.7(4) . . . . ?
N5 C13 N6 C12 20.9(6) . . . . ?
C16 C13 N6 C12 -155.8(4) . . . . ?
N5 C13 N6 C1 -142.7(4) . . . . ?
C16 C13 N6 C1 40.5(6) . . . . ?
C7 C12 N6 C13 -132.4(5) . . . . ?
C11 C12 N6 C13 50.3(6) . . . . ?
C7 C12 N6 C1 31.8(6) . . . . ?
C11 C12 N6 C1 -145.4(5) . . . . ?
C6 C1 N6 C13 42.7(6) . . . . ?
C2 C1 N6 C13 -137.8(5) . . . . ?
C6 C1 N6 C12 -121.5(5) . . . . ?
C2 C1 N6 C12 58.0(6) . . . . ?
O2 C54 O1 Ir1 -179.2(4) . . . . ?
C53 C54 O1 Ir1 1.9(5) . . . . ?
C46 Ir1 O1 C54 33.4(12) . . . . ?
C22 Ir1 O1 C54 -173.6(3) . . . . ?
N4 Ir1 O1 C54 106.8(3) . . . . ?
N1 Ir1 O1 C54 -79.0(3) . . . . ?
N7 Ir1 O1 C54 1.5(3) . . . . ?
C23 C24 S1 C21 0.2(4) . . . . ?
C22 C21 S1 C24 0.1(4) . . . . ?
C14 C21 S1 C24 -178.0(4) . . . . ?
C47 C48 S2 C45 -0.3(5) . . . . ?
C46 C45 S2 C48 0.6(4) . . . . ?
C38 C45 S2 C48 -175.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.526
_refine_diff_density_rms         0.075
####################################################################### 
# 
# 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_2014111zzq7_0m
_audit_block_doi                 10.5517/cc1j21vh
_database_code_depnum_ccdc_archive 'CCDC 1402156'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H34 Ir N5 O4 S2'
_chemical_formula_weight         977.10

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

loop_
_symmetry_equiv_pos_as_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                   27.554(13)
_cell_length_b                   17.381(8)
_cell_length_c                   23.473(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 122.764(7)
_cell_angle_gamma                90.00
_cell_volume                     9453(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7779
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      26.45

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3888
_exptl_absorpt_coefficient_mu    2.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5023
_exptl_absorpt_correction_T_max  0.5623
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            25823
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.46
_diffrn_reflns_theta_max         25.01
_reflns_number_total             8342
_reflns_number_gt                6649
_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. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.081 0.250 515 139 ' '
2 0.500 -0.082 0.750 515 142 ' '
3 0.000 0.046 0.250 26 0 ' '
4 0.000 0.418 0.750 515 142 ' '
5 0.500 0.454 0.750 26 -1 ' '
6 0.000 0.581 0.250 515 139 ' '
7 0.500 0.546 0.250 26 0 ' '
8 0.000 0.954 0.750 26 -1 ' '
_platon_squeeze_details          
;
;

_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)+(0.0317P)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         8342
_refine_ls_number_parameters     515
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0636
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.140
_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
C1 C 0.3298(2) 0.6469(4) 0.0578(3) 0.0788(17) Uani 1 1 d . . .
C2 C 0.3202(2) 0.7256(5) 0.0409(4) 0.106(2) Uani 1 1 d U . .
H2 H 0.3033 0.7420 -0.0037 0.128 Uiso 1 1 calc R . .
C3 C 0.3358(3) 0.7743(4) 0.0899(5) 0.113(2) Uani 1 1 d U . .
H3 H 0.3286 0.8261 0.0783 0.135 Uiso 1 1 calc R . .
C4 C 0.3621(2) 0.7562(4) 0.1578(4) 0.105 Uani 1 1 d U . .
H4 H 0.3720 0.7944 0.1900 0.126 Uiso 1 1 calc R . .
C5 C 0.3735(2) 0.6790(3) 0.1768(3) 0.076 Uani 1 1 d . . .
C6 C 0.35620(18) 0.6267(3) 0.1245(3) 0.0578(12) Uani 1 1 d . . .
C7 C 0.4032(3) 0.6537(4) 0.2487(3) 0.117(2) Uani 1 1 d . . .
H7A H 0.3806 0.6147 0.2528 0.175 Uiso 1 1 calc R . .
H7B H 0.4077 0.6969 0.2767 0.175 Uiso 1 1 calc R . .
H7C H 0.4405 0.6333 0.2631 0.175 Uiso 1 1 calc R . .
C8 C 0.3118(2) 0.5889(5) 0.0043(3) 0.122(3) Uani 1 1 d . . .
H8A H 0.3419 0.5515 0.0188 0.183 Uiso 1 1 calc R . .
H8B H 0.3045 0.6136 -0.0363 0.183 Uiso 1 1 calc R . .
H8C H 0.2773 0.5638 -0.0047 0.183 Uiso 1 1 calc R . .
C9 C 0.32829(16) 0.5030(2) 0.13940(19) 0.0470(10) Uani 1 1 d . . .
C10 C 0.34650(15) 0.4292(2) 0.1683(2) 0.0464(10) Uani 1 1 d . . .
C11 C 0.30338(16) 0.3806(2) 0.16283(19) 0.0421(9) Uani 1 1 d . . .
C12 C 0.31915(17) 0.3053(3) 0.1888(2) 0.0547(11) Uani 1 1 d . . .
H12 H 0.2912 0.2715 0.1846 0.066 Uiso 1 1 calc R . .
C13 C 0.37478(18) 0.2820(3) 0.2199(2) 0.0684(14) Uani 1 1 d . . .
H13 H 0.3846 0.2320 0.2365 0.082 Uiso 1 1 calc R . .
C14 C 0.4171(2) 0.3316(3) 0.2272(3) 0.0792(16) Uani 1 1 d . . .
H14 H 0.4553 0.3155 0.2502 0.095 Uiso 1 1 calc R . .
C15 C 0.40315(17) 0.4031(3) 0.2012(2) 0.0689(14) Uani 1 1 d . . .
H15 H 0.4318 0.4354 0.2053 0.083 Uiso 1 1 calc R . .
C16 C 0.23639(15) 0.4770(2) 0.10505(19) 0.0421(9) Uani 1 1 d . . .
C17 C 0.17693(15) 0.4982(2) 0.06853(19) 0.0429(9) Uani 1 1 d . . .
C18 C 0.13879(15) 0.4465(2) 0.0669(2) 0.0450(9) Uani 1 1 d . . .
C19 C 0.08185(17) 0.4777(3) 0.0279(2) 0.0588(12) Uani 1 1 d . . .
H19 H 0.0493 0.4516 0.0199 0.071 Uiso 1 1 calc R . .
C20 C 0.08012(17) 0.5481(3) 0.0040(3) 0.0702(14) Uani 1 1 d . . .
H20 H 0.0461 0.5759 -0.0220 0.084 Uiso 1 1 calc R . .
C21 C -0.0585(2) 0.0464(4) 0.0065(3) 0.0822(16) Uani 1 1 d . . .
C22 C -0.0809(3) -0.0123(4) -0.0423(4) 0.106(2) Uani 1 1 d U . .
H22 H -0.0761 -0.0638 -0.0294 0.127 Uiso 1 1 calc R . .
C23 C -0.1100(3) 0.0079(5) -0.1088(4) 0.115(2) Uani 1 1 d U . .
H23 H -0.1248 -0.0311 -0.1410 0.138 Uiso 1 1 calc R . .
C24 C -0.1185(3) 0.0819(5) -0.1309(4) 0.108(2) Uani 1 1 d U . .
H24 H -0.1388 0.0930 -0.1769 0.129 Uiso 1 1 calc R . .
C25 C -0.0961(2) 0.1414(3) -0.0827(3) 0.0792(17) Uani 1 1 d . . .
C26 C -0.06681(19) 0.1207(3) -0.0161(3) 0.0600(12) Uani 1 1 d . . .
C27 C -0.1041(3) 0.2243(4) -0.1048(3) 0.116(2) Uani 1 1 d . . .
H27A H -0.1182 0.2531 -0.0818 0.174 Uiso 1 1 calc R . .
H27B H -0.1314 0.2273 -0.1529 0.174 Uiso 1 1 calc R . .
H27C H -0.0678 0.2452 -0.0939 0.174 Uiso 1 1 calc R . .
C28 C -0.0291(3) 0.0278(4) 0.0791(4) 0.120(2) Uani 1 1 d . . .
H28A H 0.0003 0.0654 0.1052 0.181 Uiso 1 1 calc R . .
H28B H -0.0117 -0.0223 0.0873 0.181 Uiso 1 1 calc R . .
H28C H -0.0566 0.0280 0.0921 0.181 Uiso 1 1 calc R . .
C29 C -0.00167(15) 0.2209(2) 0.0508(2) 0.0459(10) Uani 1 1 d . . .
C30 C 0.01169(15) 0.2797(2) 0.09873(19) 0.0417(9) Uani 1 1 d . . .
C31 C 0.06168(15) 0.3221(2) 0.12021(19) 0.0401(9) Uani 1 1 d . . .
C32 C 0.07520(17) 0.3835(3) 0.1651(2) 0.0523(11) Uani 1 1 d . . .
H32 H 0.1082 0.4128 0.1797 0.063 Uiso 1 1 calc R . .
C33 C 0.03981(19) 0.4002(3) 0.1872(2) 0.0648(13) Uani 1 1 d . . .
H33 H 0.0484 0.4415 0.2164 0.078 Uiso 1 1 calc R . .
C34 C -0.0098(2) 0.3553(3) 0.1664(2) 0.0693(14) Uani 1 1 d . . .
H34 H -0.0332 0.3666 0.1827 0.083 Uiso 1 1 calc R . .
C35 C -0.02338(17) 0.2967(3) 0.1235(2) 0.0548(11) Uani 1 1 d . . .
H35 H -0.0560 0.2671 0.1100 0.066 Uiso 1 1 calc R . .
C36 C 0.07641(15) 0.2504(2) 0.04697(19) 0.0398(9) Uani 1 1 d . . .
C37 C 0.10971(15) 0.2430(2) 0.01806(19) 0.0413(9) Uani 1 1 d . . .
C38 C 0.15706(15) 0.2906(2) 0.04232(18) 0.0370(8) Uani 1 1 d . . .
C39 C 0.18273(17) 0.2788(2) 0.0052(2) 0.0533(11) Uani 1 1 d . . .
H39 H 0.2154 0.3052 0.0138 0.064 Uiso 1 1 calc R . .
C40 C 0.15541(19) 0.2254(3) -0.0443(2) 0.0692(14) Uani 1 1 d . . .
H40 H 0.1674 0.2117 -0.0731 0.083 Uiso 1 1 calc R . .
C41 C 0.2126(2) 0.1860(4) 0.1814(3) 0.0895(19) Uani 1 1 d . . .
H41 H 0.1984 0.1725 0.1367 0.107 Uiso 1 1 calc R . .
C42 C 0.2331(3) 0.1278(4) 0.2284(4) 0.133(3) Uani 1 1 d U . .
H42 H 0.2357 0.0768 0.2182 0.160 Uiso 1 1 calc R . .
C43 C 0.2496(4) 0.1529(6) 0.2923(5) 0.149(4) Uani 1 1 d U . .
H43 H 0.2630 0.1159 0.3262 0.179 Uiso 1 1 calc R . .
C44 C 0.2480(3) 0.2258(6) 0.3097(4) 0.133(3) Uani 1 1 d U . .
H44 H 0.2595 0.2388 0.3537 0.160 Uiso 1 1 calc R . .
C45 C 0.2276(2) 0.2834(5) 0.2571(3) 0.094(2) Uani 1 1 d U . .
C46 C 0.2227(2) 0.3676(5) 0.2674(3) 0.097(2) Uani 1 1 d U . .
Ir1 Ir 0.174727(6) 0.352534(9) 0.121905(7) 0.03743(6) Uani 1 1 d . . .
N1 N 0.09606(12) 0.30502(17) 0.09568(14) 0.0370(7) Uani 1 1 d . . .
N2 N 0.02858(13) 0.20676(19) 0.02433(16) 0.0481(8) Uani 1 1 d . . .
N3 N 0.24736(11) 0.40603(17) 0.13198(15) 0.0370(7) Uani 1 1 d . . .
N4 N 0.27564(13) 0.52715(18) 0.10842(16) 0.0449(8) Uani 1 1 d . . .
N5 N 0.21126(13) 0.2601(3) 0.19470(19) 0.0649(11) Uani 1 1 d . . .
O1 O 0.36944(11) 0.54891(17) 0.14391(15) 0.0592(8) Uani 1 1 d . . .
O2 O -0.04914(12) 0.17953(19) 0.03136(16) 0.0629(8) Uani 1 1 d . . .
O3 O 0.20115(13) 0.4100(2) 0.21543(18) 0.0775(11) Uani 1 1 d . . .
O4 O 0.2393(2) 0.3901(4) 0.3253(2) 0.170(2) Uani 1 1 d U . .
S1 S 0.09733(5) 0.18567(8) -0.04856(6) 0.0645(3) Uani 1 1 d . . .
S2 S 0.14590(5) 0.58273(6) 0.02540(6) 0.0611(3) 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
C1 C6 1.367(7) . ?
C1 C2 1.409(8) . ?
C1 C8 1.472(8) . ?
C2 C3 1.301(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(7) . ?
C5 C7 1.490(8) . ?
C6 O1 1.410(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N4 1.291(4) . ?
C9 O1 1.343(4) . ?
C9 C10 1.411(5) . ?
C10 C15 1.391(5) . ?
C10 C11 1.405(5) . ?
C11 N3 1.375(4) . ?
C11 C12 1.409(6) . ?
C12 C13 1.355(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.344(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 N3 1.343(5) . ?
C16 N4 1.358(4) . ?
C16 C17 1.426(5) . ?
C17 C18 1.366(5) . ?
C17 S2 1.726(4) . ?
C18 C19 1.427(5) . ?
C18 Ir1 1.983(4) . ?
C19 C20 1.337(6) . ?
C19 H19 0.9300 . ?
C20 S2 1.707(4) . ?
C20 H20 0.9300 . ?
C21 C26 1.368(7) . ?
C21 C22 1.403(8) . ?
C21 C28 1.473(8) . ?
C22 C23 1.360(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.359(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.405(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.362(7) . ?
C25 C27 1.506(8) . ?
C26 O2 1.392(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 N2 1.305(5) . ?
C29 O2 1.338(4) . ?
C29 C30 1.412(5) . ?
C30 C31 1.394(5) . ?
C30 C35 1.402(5) . ?
C31 N1 1.381(4) . ?
C31 C32 1.402(6) . ?
C32 C33 1.361(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.413(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.336(6) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 N1 1.353(5) . ?
C36 N2 1.356(4) . ?
C36 C37 1.412(5) . ?
C37 C38 1.381(5) . ?
C37 S1 1.726(4) . ?
C38 C39 1.403(5) . ?
C38 Ir1 1.975(4) . ?
C39 C40 1.354(6) . ?
C39 H39 0.9300 . ?
C40 S1 1.695(4) . ?
C40 H40 0.9300 . ?
C41 N5 1.331(7) . ?
C41 C42 1.373(8) . ?
C41 H41 0.9300 . ?
C42 C43 1.382(12) . ?
C42 H42 0.9300 . ?
C43 C44 1.340(11) . ?
C43 H43 0.9300 . ?
C44 C45 1.444(9) . ?
C44 H44 0.9300 . ?
C45 N5 1.342(7) . ?
C45 C46 1.503(9) . ?
C46 O4 1.240(7) . ?
C46 O3 1.264(7) . ?
Ir1 N1 2.077(3) . ?
Ir1 N3 2.101(3) . ?
Ir1 O3 2.149(3) . ?
Ir1 N5 2.157(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
C6 C1 C2 118.3(6) . . ?
C6 C1 C8 121.8(6) . . ?
C2 C1 C8 119.9(6) . . ?
C3 C2 C1 117.4(7) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 125.9(7) . . ?
C2 C3 H3 117.0 . . ?
C4 C3 H3 117.0 . . ?
C3 C4 C5 118.3(7) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 116.0(6) . . ?
C6 C5 C7 121.6(5) . . ?
C4 C5 C7 122.4(6) . . ?
C1 C6 C5 124.0(5) . . ?
C1 C6 O1 120.1(5) . . ?
C5 C6 O1 115.9(4) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C8 H8A 109.5 . . ?
C1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N4 C9 O1 119.7(4) . . ?
N4 C9 C10 124.4(3) . . ?
O1 C9 C10 115.9(3) . . ?
C15 C10 C11 119.6(4) . . ?
C15 C10 C9 124.4(4) . . ?
C11 C10 C9 116.1(3) . . ?
N3 C11 C10 120.5(4) . . ?
N3 C11 C12 121.4(3) . . ?
C10 C11 C12 118.1(3) . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.7(5) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 120.9(4) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N3 C16 N4 126.3(3) . . ?
N3 C16 C17 114.4(3) . . ?
N4 C16 C17 119.3(4) . . ?
C18 C17 C16 117.6(4) . . ?
C18 C17 S2 114.4(3) . . ?
C16 C17 S2 128.0(3) . . ?
C17 C18 C19 109.3(4) . . ?
C17 C18 Ir1 114.7(3) . . ?
C19 C18 Ir1 135.9(3) . . ?
C20 C19 C18 113.2(4) . . ?
C20 C19 H19 123.4 . . ?
C18 C19 H19 123.4 . . ?
C19 C20 S2 114.1(3) . . ?
C19 C20 H20 123.0 . . ?
S2 C20 H20 123.0 . . ?
C26 C21 C22 117.5(6) . . ?
C26 C21 C28 121.9(6) . . ?
C22 C21 C28 120.5(6) . . ?
C23 C22 C21 118.3(7) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C24 C23 C22 123.7(7) . . ?
C24 C23 H23 118.1 . . ?
C22 C23 H23 118.1 . . ?
C23 C24 C25 118.7(7) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C26 C25 C24 117.3(6) . . ?
C26 C25 C27 122.2(5) . . ?
C24 C25 C27 120.5(7) . . ?
C25 C26 C21 124.5(5) . . ?
C25 C26 O2 117.3(5) . . ?
C21 C26 O2 118.0(5) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C28 H28A 109.5 . . ?
C21 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C21 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 C29 O2 119.6(4) . . ?
N2 C29 C30 123.9(3) . . ?
O2 C29 C30 116.5(3) . . ?
C31 C30 C35 120.4(4) . . ?
C31 C30 C29 116.8(3) . . ?
C35 C30 C29 122.8(4) . . ?
N1 C31 C30 120.1(4) . . ?
N1 C31 C32 120.9(3) . . ?
C30 C31 C32 118.9(3) . . ?
C33 C32 C31 119.7(4) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 120.7(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C35 C34 C33 120.3(4) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C30 120.0(4) . . ?
C34 C35 H35 120.0 . . ?
C30 C35 H35 120.0 . . ?
N1 C36 N2 125.7(3) . . ?
N1 C36 C37 113.8(3) . . ?
N2 C36 C37 120.5(4) . . ?
C38 C37 C36 117.5(3) . . ?
C38 C37 S1 113.5(3) . . ?
C36 C37 S1 128.8(3) . . ?
C37 C38 C39 109.7(3) . . ?
C37 C38 Ir1 114.2(3) . . ?
C39 C38 Ir1 135.9(3) . . ?
C40 C39 C38 113.6(4) . . ?
C40 C39 H39 123.2 . . ?
C38 C39 H39 123.2 . . ?
C39 C40 S1 113.5(3) . . ?
C39 C40 H40 123.2 . . ?
S1 C40 H40 123.2 . . ?
N5 C41 C42 125.2(7) . . ?
N5 C41 H41 117.4 . . ?
C42 C41 H41 117.4 . . ?
C41 C42 C43 112.9(8) . . ?
C41 C42 H42 123.5 . . ?
C43 C42 H42 123.5 . . ?
C44 C43 C42 125.7(9) . . ?
C44 C43 H43 117.1 . . ?
C42 C43 H43 117.1 . . ?
C43 C44 C45 117.2(9) . . ?
C43 C44 H44 121.4 . . ?
C45 C44 H44 121.4 . . ?
N5 C45 C44 118.0(8) . . ?
N5 C45 C46 117.6(5) . . ?
C44 C45 C46 124.4(7) . . ?
O4 C46 O3 125.3(8) . . ?
O4 C46 C45 118.1(8) . . ?
O3 C46 C45 116.6(5) . . ?
C38 Ir1 C18 92.97(15) . . ?
C38 Ir1 N1 79.61(13) . . ?
C18 Ir1 N1 93.52(13) . . ?
C38 Ir1 N3 94.56(13) . . ?
C18 Ir1 N3 79.52(13) . . ?
N1 Ir1 N3 170.75(11) . . ?
C38 Ir1 O3 173.44(15) . . ?
C18 Ir1 O3 93.24(16) . . ?
N1 Ir1 O3 102.10(11) . . ?
N3 Ir1 O3 84.49(12) . . ?
C38 Ir1 N5 96.55(17) . . ?
C18 Ir1 N5 169.73(16) . . ?
N1 Ir1 N5 84.46(12) . . ?
N3 Ir1 N5 103.46(12) . . ?
O3 Ir1 N5 77.40(17) . . ?
C36 N1 C31 116.9(3) . . ?
C36 N1 Ir1 113.9(2) . . ?
C31 N1 Ir1 129.2(3) . . ?
C29 N2 C36 116.3(3) . . ?
C16 N3 C11 116.4(3) . . ?
C16 N3 Ir1 113.3(2) . . ?
C11 N3 Ir1 130.3(3) . . ?
C9 N4 C16 116.2(3) . . ?
C41 N5 C45 120.9(5) . . ?
C41 N5 Ir1 126.5(4) . . ?
C45 N5 Ir1 112.2(4) . . ?
C9 O1 C6 119.0(3) . . ?
C29 O2 C26 121.5(3) . . ?
C46 O3 Ir1 116.0(4) . . ?
C40 S1 C37 89.7(2) . . ?
C20 S2 C17 89.0(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
C6 C1 C2 C3 -1.7(8) . . . . ?
C8 C1 C2 C3 178.5(5) . . . . ?
C1 C2 C3 C4 1.3(10) . . . . ?
C2 C3 C4 C5 0.1(9) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
C3 C4 C5 C7 178.2(5) . . . . ?
C2 C1 C6 C5 0.9(7) . . . . ?
C8 C1 C6 C5 -179.3(4) . . . . ?
C2 C1 C6 O1 -176.6(4) . . . . ?
C8 C1 C6 O1 3.2(6) . . . . ?
C4 C5 C6 C1 0.4(7) . . . . ?
C7 C5 C6 C1 -178.7(5) . . . . ?
C4 C5 C6 O1 178.0(4) . . . . ?
C7 C5 C6 O1 -1.1(6) . . . . ?
N4 C9 C10 C15 179.5(4) . . . . ?
O1 C9 C10 C15 1.2(6) . . . . ?
N4 C9 C10 C11 -0.9(6) . . . . ?
O1 C9 C10 C11 -179.1(3) . . . . ?
C15 C10 C11 N3 178.4(4) . . . . ?
C9 C10 C11 N3 -1.3(5) . . . . ?
C15 C10 C11 C12 -2.6(6) . . . . ?
C9 C10 C11 C12 177.7(4) . . . . ?
N3 C11 C12 C13 -179.0(4) . . . . ?
C10 C11 C12 C13 2.0(6) . . . . ?
C11 C12 C13 C14 0.6(7) . . . . ?
C12 C13 C14 C15 -2.6(8) . . . . ?
C13 C14 C15 C10 1.9(8) . . . . ?
C11 C10 C15 C14 0.7(7) . . . . ?
C9 C10 C15 C14 -179.6(5) . . . . ?
N3 C16 C17 C18 2.2(5) . . . . ?
N4 C16 C17 C18 -179.3(3) . . . . ?
N3 C16 C17 S2 -178.2(3) . . . . ?
N4 C16 C17 S2 0.3(6) . . . . ?
C16 C17 C18 C19 -179.6(4) . . . . ?
S2 C17 C18 C19 0.7(4) . . . . ?
C16 C17 C18 Ir1 4.0(5) . . . . ?
S2 C17 C18 Ir1 -175.68(19) . . . . ?
C17 C18 C19 C20 -0.7(6) . . . . ?
Ir1 C18 C19 C20 174.6(4) . . . . ?
C18 C19 C20 S2 0.4(6) . . . . ?
C26 C21 C22 C23 -0.6(8) . . . . ?
C28 C21 C22 C23 177.1(6) . . . . ?
C21 C22 C23 C24 0.0(10) . . . . ?
C22 C23 C24 C25 0.3(10) . . . . ?
C23 C24 C25 C26 0.1(8) . . . . ?
C23 C24 C25 C27 179.4(6) . . . . ?
C24 C25 C26 C21 -0.8(8) . . . . ?
C27 C25 C26 C21 179.9(5) . . . . ?
C24 C25 C26 O2 -174.3(4) . . . . ?
C27 C25 C26 O2 6.4(7) . . . . ?
C22 C21 C26 C25 1.0(8) . . . . ?
C28 C21 C26 C25 -176.6(5) . . . . ?
C22 C21 C26 O2 174.5(4) . . . . ?
C28 C21 C26 O2 -3.1(7) . . . . ?
N2 C29 C30 C31 -2.7(6) . . . . ?
O2 C29 C30 C31 178.8(3) . . . . ?
N2 C29 C30 C35 176.2(4) . . . . ?
O2 C29 C30 C35 -2.3(6) . . . . ?
C35 C30 C31 N1 179.9(4) . . . . ?
C29 C30 C31 N1 -1.1(5) . . . . ?
C35 C30 C31 C32 -2.1(6) . . . . ?
C29 C30 C31 C32 176.8(4) . . . . ?
N1 C31 C32 C33 178.5(4) . . . . ?
C30 C31 C32 C33 0.5(6) . . . . ?
C31 C32 C33 C34 1.2(7) . . . . ?
C32 C33 C34 C35 -1.4(7) . . . . ?
C33 C34 C35 C30 -0.2(7) . . . . ?
C31 C30 C35 C34 2.0(6) . . . . ?
C29 C30 C35 C34 -176.9(4) . . . . ?
N1 C36 C37 C38 0.2(5) . . . . ?
N2 C36 C37 C38 178.4(3) . . . . ?
N1 C36 C37 S1 -175.3(3) . . . . ?
N2 C36 C37 S1 2.8(6) . . . . ?
C36 C37 C38 C39 -176.4(3) . . . . ?
S1 C37 C38 C39 -0.1(4) . . . . ?
C36 C37 C38 Ir1 7.1(4) . . . . ?
S1 C37 C38 Ir1 -176.69(18) . . . . ?
C37 C38 C39 C40 0.4(5) . . . . ?
Ir1 C38 C39 C40 175.9(3) . . . . ?
C38 C39 C40 S1 -0.5(5) . . . . ?
N5 C41 C42 C43 4.0(9) . . . . ?
C41 C42 C43 C44 -1.7(13) . . . . ?
C42 C43 C44 C45 -0.4(14) . . . . ?
C43 C44 C45 N5 0.6(9) . . . . ?
C43 C44 C45 C46 179.8(7) . . . . ?
N5 C45 C46 O4 -177.9(4) . . . . ?
C44 C45 C46 O4 2.9(8) . . . . ?
N5 C45 C46 O3 2.9(7) . . . . ?
C44 C45 C46 O3 -176.3(5) . . . . ?
C37 C38 Ir1 C18 -101.2(3) . . . . ?
C39 C38 Ir1 C18 83.5(4) . . . . ?
C37 C38 Ir1 N1 -8.1(3) . . . . ?
C39 C38 Ir1 N1 176.5(4) . . . . ?
C37 C38 Ir1 N3 179.1(3) . . . . ?
C39 C38 Ir1 N3 3.8(4) . . . . ?
C37 C38 Ir1 O3 97.6(11) . . . . ?
C39 C38 Ir1 O3 -77.7(13) . . . . ?
C37 C38 Ir1 N5 75.0(3) . . . . ?
C39 C38 Ir1 N5 -100.4(4) . . . . ?
C17 C18 Ir1 C38 -99.8(3) . . . . ?
C19 C18 Ir1 C38 85.1(4) . . . . ?
C17 C18 Ir1 N1 -179.6(3) . . . . ?
C19 C18 Ir1 N1 5.3(4) . . . . ?
C17 C18 Ir1 N3 -5.7(3) . . . . ?
C19 C18 Ir1 N3 179.2(5) . . . . ?
C17 C18 Ir1 O3 78.0(3) . . . . ?
C19 C18 Ir1 O3 -97.1(4) . . . . ?
C17 C18 Ir1 N5 102.1(8) . . . . ?
C19 C18 Ir1 N5 -73.0(9) . . . . ?
N2 C36 N1 C31 -5.9(5) . . . . ?
C37 C36 N1 C31 172.2(3) . . . . ?
N2 C36 N1 Ir1 174.9(3) . . . . ?
C37 C36 N1 Ir1 -7.1(4) . . . . ?
C30 C31 N1 C36 5.0(5) . . . . ?
C32 C31 N1 C36 -172.9(4) . . . . ?
C30 C31 N1 Ir1 -175.9(3) . . . . ?
C32 C31 N1 Ir1 6.2(5) . . . . ?
C38 Ir1 N1 C36 8.5(2) . . . . ?
C18 Ir1 N1 C36 100.9(3) . . . . ?
N3 Ir1 N1 C36 60.0(8) . . . . ?
O3 Ir1 N1 C36 -165.1(3) . . . . ?
N5 Ir1 N1 C36 -89.2(3) . . . . ?
C38 Ir1 N1 C31 -170.6(3) . . . . ?
C18 Ir1 N1 C31 -78.2(3) . . . . ?
N3 Ir1 N1 C31 -119.1(7) . . . . ?
O3 Ir1 N1 C31 15.8(3) . . . . ?
N5 Ir1 N1 C31 91.7(3) . . . . ?
O2 C29 N2 C36 -179.4(3) . . . . ?
C30 C29 N2 C36 2.3(6) . . . . ?
N1 C36 N2 C29 2.2(6) . . . . ?
C37 C36 N2 C29 -175.7(4) . . . . ?
N4 C16 N3 C11 -3.6(5) . . . . ?
C17 C16 N3 C11 174.8(3) . . . . ?
N4 C16 N3 Ir1 174.8(3) . . . . ?
C17 C16 N3 Ir1 -6.8(4) . . . . ?
C10 C11 N3 C16 3.3(5) . . . . ?
C12 C11 N3 C16 -175.7(4) . . . . ?
C10 C11 N3 Ir1 -174.7(3) . . . . ?
C12 C11 N3 Ir1 6.3(5) . . . . ?
C38 Ir1 N3 C16 99.2(3) . . . . ?
C18 Ir1 N3 C16 7.0(3) . . . . ?
N1 Ir1 N3 C16 48.6(8) . . . . ?
O3 Ir1 N3 C16 -87.3(3) . . . . ?
N5 Ir1 N3 C16 -163.0(3) . . . . ?
C38 Ir1 N3 C11 -82.7(3) . . . . ?
C18 Ir1 N3 C11 -174.9(3) . . . . ?
N1 Ir1 N3 C11 -133.3(7) . . . . ?
O3 Ir1 N3 C11 90.8(3) . . . . ?
N5 Ir1 N3 C11 15.1(3) . . . . ?
O1 C9 N4 C16 179.0(3) . . . . ?
C10 C9 N4 C16 0.8(6) . . . . ?
N3 C16 N4 C9 1.6(6) . . . . ?
C17 C16 N4 C9 -176.7(3) . . . . ?
C42 C41 N5 C45 -4.1(8) . . . . ?
C42 C41 N5 Ir1 -176.0(4) . . . . ?
C44 C45 N5 C41 1.6(7) . . . . ?
C46 C45 N5 C41 -177.7(4) . . . . ?
C44 C45 N5 Ir1 174.5(4) . . . . ?
C46 C45 N5 Ir1 -4.7(5) . . . . ?
C38 Ir1 N5 C41 -6.3(4) . . . . ?
C18 Ir1 N5 C41 151.6(7) . . . . ?
N1 Ir1 N5 C41 72.5(4) . . . . ?
N3 Ir1 N5 C41 -102.6(4) . . . . ?
O3 Ir1 N5 C41 176.3(4) . . . . ?
C38 Ir1 N5 C45 -178.8(3) . . . . ?
C18 Ir1 N5 C45 -20.9(9) . . . . ?
N1 Ir1 N5 C45 -100.0(3) . . . . ?
N3 Ir1 N5 C45 84.9(3) . . . . ?
O3 Ir1 N5 C45 3.8(3) . . . . ?
N4 C9 O1 C6 10.2(6) . . . . ?
C10 C9 O1 C6 -171.5(4) . . . . ?
C1 C6 O1 C9 -83.7(5) . . . . ?
C5 C6 O1 C9 98.6(4) . . . . ?
N2 C29 O2 C26 0.8(6) . . . . ?
C30 C29 O2 C26 179.3(4) . . . . ?
C25 C26 O2 C29 -80.4(5) . . . . ?
C21 C26 O2 C29 105.6(5) . . . . ?
O4 C46 O3 Ir1 -178.5(4) . . . . ?
C45 C46 O3 Ir1 0.7(6) . . . . ?
C38 Ir1 O3 C46 -25.5(13) . . . . ?
C18 Ir1 O3 C46 173.3(3) . . . . ?
N1 Ir1 O3 C46 79.0(3) . . . . ?
N3 Ir1 O3 C46 -107.5(3) . . . . ?
N5 Ir1 O3 C46 -2.4(3) . . . . ?
C39 C40 S1 C37 0.3(4) . . . . ?
C38 C37 S1 C40 -0.1(3) . . . . ?
C36 C37 S1 C40 175.6(4) . . . . ?
C19 C20 S2 C17 0.0(4) . . . . ?
C18 C17 S2 C20 -0.4(3) . . . . ?
C16 C17 S2 C20 180.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.605
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.067
####################################################################### 
# 
# 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_20141128zzq8_0m
_database_code_depnum_ccdc_archive 'CCDC 1402157'
_audit_update_record             
;
2015-11-12 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            Ir1
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H18 Ir N5 O2 S2'
_chemical_formula_weight         736.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   11.3735(11)
_cell_length_b                   12.2222(11)
_cell_length_c                   21.987(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.3850(10)
_cell_angle_gamma                90.00
_cell_volume                     3051.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6117
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1432
_exptl_absorpt_coefficient_mu    4.547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3844
_exptl_absorpt_correction_T_max  0.4345
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            16314
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         25.01
_reflns_number_total             5383
_reflns_number_gt                4171
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.500 296 42 ' '
2 0.500 0.500 0.000 296 43 ' '
_platon_squeeze_details          
;
;

_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)+(0.0301P)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         5383
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_ref         0.0595
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
C1 C 0.8601(4) 0.9540(4) 0.07355(18) 0.0457(11) Uani 1 1 d . . .
C2 C 0.8706(4) 1.0967(4) 0.00618(19) 0.0472(11) Uani 1 1 d . . .
C3 C 0.8557(4) 1.1383(5) -0.0534(2) 0.0629(14) Uani 1 1 d . . .
H3 H 0.8291 1.0928 -0.0852 0.075 Uiso 1 1 calc R . .
C4 C 0.8798(5) 1.2436(6) -0.0644(2) 0.0750(16) Uani 1 1 d . . .
H4 H 0.8702 1.2698 -0.1041 0.090 Uiso 1 1 calc R . .
C5 C 0.9190(5) 1.3153(5) -0.0177(2) 0.0754(16) Uani 1 1 d . . .
H5 H 0.9347 1.3880 -0.0266 0.090 Uiso 1 1 calc R . .
C6 C 0.9340(4) 1.2784(4) 0.0408(2) 0.0620(13) Uani 1 1 d . . .
H6 H 0.9584 1.3259 0.0721 0.074 Uiso 1 1 calc R . .
C7 C 0.9123(4) 1.1672(4) 0.05332(18) 0.0463(11) Uani 1 1 d . . .
C8 C 0.9250(3) 1.1224(4) 0.11202(18) 0.0448(11) Uani 1 1 d . . .
H8 H 0.9509 1.1673 0.1442 0.054 Uiso 1 1 calc R . .
C9 C 0.8392(4) 0.8453(4) 0.09187(19) 0.0456(11) Uani 1 1 d . . .
C10 C 0.8069(4) 0.6511(4) 0.1055(2) 0.0632(14) Uani 1 1 d . . .
H10 H 0.7907 0.5767 0.1029 0.076 Uiso 1 1 calc R . .
C11 C 0.8473(4) 0.7020(4) 0.1578(2) 0.0530(12) Uani 1 1 d . . .
H11 H 0.8613 0.6652 0.1946 0.064 Uiso 1 1 calc R . .
C12 C 0.9035(4) 0.7537(3) 0.39442(18) 0.0427(10) Uani 1 1 d . . .
C13 C 0.8973(4) 0.7088(4) 0.4538(2) 0.0600(13) Uani 1 1 d . . .
H13 H 0.8316 0.7214 0.4761 0.072 Uiso 1 1 calc R . .
C14 C 0.9876(5) 0.6478(4) 0.4777(2) 0.0660(14) Uani 1 1 d . . .
H14 H 0.9832 0.6191 0.5166 0.079 Uiso 1 1 calc R . .
C15 C 1.0865(5) 0.6269(4) 0.4457(2) 0.0665(14) Uani 1 1 d . . .
H15 H 1.1456 0.5818 0.4627 0.080 Uiso 1 1 calc R . .
C16 C 1.0976(4) 0.6713(4) 0.3902(2) 0.0564(12) Uani 1 1 d . . .
H16 H 1.1651 0.6581 0.3695 0.068 Uiso 1 1 calc R . .
C17 C 1.0065(4) 0.7384(3) 0.36335(18) 0.0395(10) Uani 1 1 d . . .
C18 C 1.0117(4) 0.7914(3) 0.30766(18) 0.0418(10) Uani 1 1 d . . .
H18 H 1.0795 0.7847 0.2863 0.050 Uiso 1 1 calc R . .
C19 C 0.8204(3) 0.8546(3) 0.31537(17) 0.0381(10) Uani 1 1 d . . .
C20 C 0.7291(3) 0.9106(3) 0.28099(18) 0.0376(10) Uani 1 1 d . . .
C21 C 0.7536(3) 0.9551(3) 0.22601(17) 0.0378(10) Uani 1 1 d . . .
C22 C 0.6497(3) 1.0021(3) 0.19734(19) 0.0417(10) Uani 1 1 d . . .
H22 H 0.6478 1.0367 0.1596 0.050 Uiso 1 1 calc R . .
C23 C 0.5534(4) 0.9908(4) 0.2311(2) 0.0484(11) Uani 1 1 d . . .
H23 H 0.4790 1.0170 0.2188 0.058 Uiso 1 1 calc R . .
C24 C 0.9331(4) 1.1462(4) 0.2883(2) 0.0508(11) Uani 1 1 d . . .
H24 H 0.8525 1.1368 0.2912 0.061 Uiso 1 1 calc R . .
C25 C 0.9877(5) 1.2317(4) 0.3179(2) 0.0728(15) Uani 1 1 d . . .
H25 H 0.9451 1.2794 0.3412 0.087 Uiso 1 1 calc R . .
C26 C 1.1076(6) 1.2467(4) 0.3130(3) 0.0799(17) Uani 1 1 d . . .
H26 H 1.1463 1.3058 0.3318 0.096 Uiso 1 1 calc R . .
C27 C 1.1669(5) 1.1739(5) 0.2804(2) 0.0699(15) Uani 1 1 d . . .
H27 H 1.2476 1.1821 0.2773 0.084 Uiso 1 1 calc R . .
C28 C 1.1088(4) 1.0872(4) 0.25167(19) 0.0461(11) Uani 1 1 d . . .
C29 C 1.1702(4) 1.0010(4) 0.2155(2) 0.0517(12) Uani 1 1 d . . .
C30 C 0.8658(3) 0.8143(4) 0.15149(18) 0.0441(10) Uani 1 1 d . . .
Ir1 Ir 0.920140(13) 0.938985(14) 0.205018(6) 0.03702(7) Uani 1 1 d . . .
N1 N 0.9016(3) 1.0194(3) 0.12323(14) 0.0397(8) Uani 1 1 d . . .
N2 N 0.8446(3) 0.9906(3) 0.01805(15) 0.0497(9) Uani 1 1 d . . .
N3 N 0.9238(3) 0.8508(3) 0.28407(13) 0.0354(8) Uani 1 1 d . . .
N4 N 0.8095(3) 0.8116(3) 0.36925(15) 0.0456(9) Uani 1 1 d . . .
N5 N 0.9924(3) 1.0750(3) 0.25488(14) 0.0414(8) Uani 1 1 d . . .
O1 O 1.1061(2) 0.9228(3) 0.19520(12) 0.0511(8) Uani 1 1 d . . .
O2 O 1.2758(3) 1.0107(4) 0.20880(18) 0.0893(12) Uani 1 1 d . . .
S1 S 0.58383(9) 0.92396(9) 0.29802(5) 0.0469(3) Uani 1 1 d . . .
S2 S 0.78956(12) 0.73871(11) 0.04580(5) 0.0632(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
C1 N2 1.302(5) . ?
C1 N1 1.412(5) . ?
C1 C9 1.413(6) . ?
C2 N2 1.359(6) . ?
C2 C3 1.405(6) . ?
C2 C7 1.408(6) . ?
C3 C4 1.340(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.402(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.411(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.402(5) . ?
C8 N1 1.313(5) . ?
C8 H8 0.9300 . ?
C9 C30 1.380(5) . ?
C9 S2 1.724(4) . ?
C10 C11 1.363(6) . ?
C10 S2 1.697(5) . ?
C10 H10 0.9300 . ?
C11 C30 1.397(6) . ?
C11 H11 0.9300 . ?
C12 N4 1.372(5) . ?
C12 C17 1.403(5) . ?
C12 C13 1.422(6) . ?
C13 C14 1.349(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.349(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.423(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(5) . ?
C18 N3 1.316(5) . ?
C18 H18 0.9300 . ?
C19 N4 1.309(5) . ?
C19 N3 1.398(5) . ?
C19 C20 1.422(5) . ?
C20 C21 1.369(5) . ?
C20 S1 1.724(4) . ?
C21 C22 1.426(5) . ?
C21 Ir1 1.986(4) . ?
C22 C23 1.366(5) . ?
C22 H22 0.9300 . ?
C23 S1 1.701(4) . ?
C23 H23 0.9300 . ?
C24 N5 1.346(5) . ?
C24 C25 1.361(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.348(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.383(6) . ?
C27 H27 0.9300 . ?
C28 N5 1.337(5) . ?
C28 C29 1.515(6) . ?
C29 O2 1.224(5) . ?
C29 O1 1.267(5) . ?
C30 Ir1 2.001(4) . ?
Ir1 N3 2.044(3) . ?
Ir1 N1 2.049(3) . ?
Ir1 N5 2.129(3) . ?
Ir1 O1 2.147(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 123.5(4) . . ?
N2 C1 C9 125.1(4) . . ?
N1 C1 C9 111.5(4) . . ?
N2 C2 C3 120.6(4) . . ?
N2 C2 C7 120.7(4) . . ?
C3 C2 C7 118.8(5) . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.8(5) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 119.3(5) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C2 116.8(4) . . ?
C8 C7 C6 123.1(4) . . ?
C2 C7 C6 120.0(4) . . ?
N1 C8 C7 122.4(4) . . ?
N1 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C30 C9 C1 119.8(4) . . ?
C30 C9 S2 113.4(3) . . ?
C1 C9 S2 126.7(3) . . ?
C11 C10 S2 112.5(4) . . ?
C11 C10 H10 123.7 . . ?
S2 C10 H10 123.7 . . ?
C10 C11 C30 114.1(4) . . ?
C10 C11 H11 122.9 . . ?
C30 C11 H11 122.9 . . ?
N4 C12 C17 121.7(4) . . ?
N4 C12 C13 119.3(4) . . ?
C17 C12 C13 119.0(4) . . ?
C14 C13 C12 119.5(5) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 121.8(5) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C16 C15 C14 120.5(5) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.2(5) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C12 116.6(4) . . ?
C18 C17 C16 124.5(4) . . ?
C12 C17 C16 118.9(4) . . ?
N3 C18 C17 122.2(4) . . ?
N3 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
N4 C19 N3 124.0(4) . . ?
N4 C19 C20 124.7(4) . . ?
N3 C19 C20 111.3(3) . . ?
C21 C20 C19 118.7(4) . . ?
C21 C20 S1 113.7(3) . . ?
C19 C20 S1 127.5(3) . . ?
C20 C21 C22 110.1(4) . . ?
C20 C21 Ir1 114.3(3) . . ?
C22 C21 Ir1 135.5(3) . . ?
C23 C22 C21 112.9(4) . . ?
C23 C22 H22 123.6 . . ?
C21 C22 H22 123.6 . . ?
C22 C23 S1 112.9(3) . . ?
C22 C23 H23 123.5 . . ?
S1 C23 H23 123.5 . . ?
N5 C24 C25 121.9(5) . . ?
N5 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C26 119.2(5) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 118.7(5) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C26 C27 C28 120.5(5) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
N5 C28 C27 120.6(4) . . ?
N5 C28 C29 116.0(4) . . ?
C27 C28 C29 123.4(4) . . ?
O2 C29 O1 125.4(5) . . ?
O2 C29 C28 118.8(5) . . ?
O1 C29 C28 115.8(4) . . ?
C9 C30 C11 109.8(4) . . ?
C9 C30 Ir1 113.1(3) . . ?
C11 C30 Ir1 137.1(3) . . ?
C21 Ir1 C30 86.91(16) . . ?
C21 Ir1 N3 80.00(14) . . ?
C30 Ir1 N3 95.09(15) . . ?
C21 Ir1 N1 96.10(14) . . ?
C30 Ir1 N1 80.60(15) . . ?
N3 Ir1 N1 174.39(12) . . ?
C21 Ir1 N5 98.50(14) . . ?
C30 Ir1 N5 173.63(14) . . ?
N3 Ir1 N5 89.20(12) . . ?
N1 Ir1 N5 95.40(13) . . ?
C21 Ir1 O1 172.33(13) . . ?
C30 Ir1 O1 98.20(14) . . ?
N3 Ir1 O1 93.79(11) . . ?
N1 Ir1 O1 90.40(12) . . ?
N5 Ir1 O1 76.77(12) . . ?
C8 N1 C1 117.4(4) . . ?
C8 N1 Ir1 127.8(3) . . ?
C1 N1 Ir1 114.8(3) . . ?
C1 N2 C2 119.3(4) . . ?
C18 N3 C19 117.8(3) . . ?
C18 N3 Ir1 127.1(3) . . ?
C19 N3 Ir1 115.2(2) . . ?
C19 N4 C12 117.3(4) . . ?
C28 N5 C24 119.1(4) . . ?
C28 N5 Ir1 114.4(3) . . ?
C24 N5 Ir1 126.5(3) . . ?
C29 O1 Ir1 116.4(3) . . ?
C23 S1 C20 90.4(2) . . ?
C10 S2 C9 90.2(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
N2 C2 C3 C4 178.9(4) . . . . ?
C7 C2 C3 C4 -0.7(7) . . . . ?
C2 C3 C4 C5 -0.6(8) . . . . ?
C3 C4 C5 C6 0.3(8) . . . . ?
C4 C5 C6 C7 1.4(7) . . . . ?
N2 C2 C7 C8 -0.1(6) . . . . ?
C3 C2 C7 C8 179.5(4) . . . . ?
N2 C2 C7 C6 -177.2(4) . . . . ?
C3 C2 C7 C6 2.4(6) . . . . ?
C5 C6 C7 C8 -179.7(4) . . . . ?
C5 C6 C7 C2 -2.7(7) . . . . ?
C2 C7 C8 N1 1.2(6) . . . . ?
C6 C7 C8 N1 178.2(4) . . . . ?
N2 C1 C9 C30 176.1(4) . . . . ?
N1 C1 C9 C30 -3.4(5) . . . . ?
N2 C1 C9 S2 0.1(6) . . . . ?
N1 C1 C9 S2 -179.4(3) . . . . ?
S2 C10 C11 C30 0.0(5) . . . . ?
N4 C12 C13 C14 177.2(4) . . . . ?
C17 C12 C13 C14 -3.5(7) . . . . ?
C12 C13 C14 C15 -0.4(7) . . . . ?
C13 C14 C15 C16 2.9(8) . . . . ?
C14 C15 C16 C17 -1.4(7) . . . . ?
N4 C12 C17 C18 4.4(6) . . . . ?
C13 C12 C17 C18 -174.9(4) . . . . ?
N4 C12 C17 C16 -175.8(4) . . . . ?
C13 C12 C17 C16 4.9(6) . . . . ?
C15 C16 C17 C18 177.3(4) . . . . ?
C15 C16 C17 C12 -2.5(6) . . . . ?
C12 C17 C18 N3 -1.7(6) . . . . ?
C16 C17 C18 N3 178.5(4) . . . . ?
N4 C19 C20 C21 177.7(4) . . . . ?
N3 C19 C20 C21 -2.6(5) . . . . ?
N4 C19 C20 S1 -6.3(6) . . . . ?
N3 C19 C20 S1 173.4(3) . . . . ?
C19 C20 C21 C22 176.9(4) . . . . ?
S1 C20 C21 C22 0.3(4) . . . . ?
C19 C20 C21 Ir1 -2.8(5) . . . . ?
S1 C20 C21 Ir1 -179.31(19) . . . . ?
C20 C21 C22 C23 -0.2(5) . . . . ?
Ir1 C21 C22 C23 179.3(3) . . . . ?
C21 C22 C23 S1 0.0(5) . . . . ?
N5 C24 C25 C26 0.8(7) . . . . ?
C24 C25 C26 C27 -2.0(8) . . . . ?
C25 C26 C27 C28 1.1(8) . . . . ?
C26 C27 C28 N5 1.1(7) . . . . ?
C26 C27 C28 C29 -178.6(5) . . . . ?
N5 C28 C29 O2 176.9(4) . . . . ?
C27 C28 C29 O2 -3.4(7) . . . . ?
N5 C28 C29 O1 -4.2(6) . . . . ?
C27 C28 C29 O1 175.6(4) . . . . ?
C1 C9 C30 C11 -175.0(4) . . . . ?
S2 C9 C30 C11 1.5(5) . . . . ?
C1 C9 C30 Ir1 4.7(5) . . . . ?
S2 C9 C30 Ir1 -178.8(2) . . . . ?
C10 C11 C30 C9 -0.9(6) . . . . ?
C10 C11 C30 Ir1 179.4(4) . . . . ?
C20 C21 Ir1 C30 100.6(3) . . . . ?
C22 C21 Ir1 C30 -78.9(4) . . . . ?
C20 C21 Ir1 N3 4.9(3) . . . . ?
C22 C21 Ir1 N3 -174.7(4) . . . . ?
C20 C21 Ir1 N1 -179.2(3) . . . . ?
C22 C21 Ir1 N1 1.3(4) . . . . ?
C20 C21 Ir1 N5 -82.8(3) . . . . ?
C22 C21 Ir1 N5 97.7(4) . . . . ?
C20 C21 Ir1 O1 -31.4(12) . . . . ?
C22 C21 Ir1 O1 149.0(9) . . . . ?
C9 C30 Ir1 C21 93.5(3) . . . . ?
C11 C30 Ir1 C21 -86.8(5) . . . . ?
C9 C30 Ir1 N3 173.2(3) . . . . ?
C11 C30 Ir1 N3 -7.2(5) . . . . ?
C9 C30 Ir1 N1 -3.2(3) . . . . ?
C11 C30 Ir1 N1 176.5(5) . . . . ?
C9 C30 Ir1 N5 -54.7(14) . . . . ?
C11 C30 Ir1 N5 125.0(12) . . . . ?
C9 C30 Ir1 O1 -92.2(3) . . . . ?
C11 C30 Ir1 O1 87.4(5) . . . . ?
C7 C8 N1 C1 -1.2(6) . . . . ?
C7 C8 N1 Ir1 177.8(3) . . . . ?
N2 C1 N1 C8 0.1(6) . . . . ?
C9 C1 N1 C8 179.6(3) . . . . ?
N2 C1 N1 Ir1 -179.0(3) . . . . ?
C9 C1 N1 Ir1 0.5(4) . . . . ?
C21 Ir1 N1 C8 96.6(3) . . . . ?
C30 Ir1 N1 C8 -177.6(4) . . . . ?
N3 Ir1 N1 C8 142.4(11) . . . . ?
N5 Ir1 N1 C8 -2.6(3) . . . . ?
O1 Ir1 N1 C8 -79.3(3) . . . . ?
C21 Ir1 N1 C1 -84.4(3) . . . . ?
C30 Ir1 N1 C1 1.5(3) . . . . ?
N3 Ir1 N1 C1 -38.6(14) . . . . ?
N5 Ir1 N1 C1 176.4(3) . . . . ?
O1 Ir1 N1 C1 99.7(3) . . . . ?
N1 C1 N2 C2 0.9(6) . . . . ?
C9 C1 N2 C2 -178.5(4) . . . . ?
C3 C2 N2 C1 179.4(4) . . . . ?
C7 C2 N2 C1 -0.9(6) . . . . ?
C17 C18 N3 C19 -3.5(6) . . . . ?
C17 C18 N3 Ir1 177.0(3) . . . . ?
N4 C19 N3 C18 6.7(6) . . . . ?
C20 C19 N3 C18 -172.9(3) . . . . ?
N4 C19 N3 Ir1 -173.7(3) . . . . ?
C20 C19 N3 Ir1 6.6(4) . . . . ?
C21 Ir1 N3 C18 173.0(3) . . . . ?
C30 Ir1 N3 C18 87.1(3) . . . . ?
N1 Ir1 N3 C18 126.7(12) . . . . ?
N5 Ir1 N3 C18 -88.2(3) . . . . ?
O1 Ir1 N3 C18 -11.5(3) . . . . ?
C21 Ir1 N3 C19 -6.5(3) . . . . ?
C30 Ir1 N3 C19 -92.4(3) . . . . ?
N1 Ir1 N3 C19 -52.8(13) . . . . ?
N5 Ir1 N3 C19 92.3(3) . . . . ?
O1 Ir1 N3 C19 169.0(3) . . . . ?
N3 C19 N4 C12 -4.1(6) . . . . ?
C20 C19 N4 C12 175.5(4) . . . . ?
C17 C12 N4 C19 -1.6(6) . . . . ?
C13 C12 N4 C19 177.7(4) . . . . ?
C27 C28 N5 C24 -2.3(6) . . . . ?
C29 C28 N5 C24 177.5(4) . . . . ?
C27 C28 N5 Ir1 178.1(3) . . . . ?
C29 C28 N5 Ir1 -2.1(4) . . . . ?
C25 C24 N5 C28 1.3(6) . . . . ?
C25 C24 N5 Ir1 -179.1(3) . . . . ?
C21 Ir1 N5 C28 178.5(3) . . . . ?
C30 Ir1 N5 C28 -33.6(14) . . . . ?
N3 Ir1 N5 C28 98.8(3) . . . . ?
N1 Ir1 N5 C28 -84.4(3) . . . . ?
O1 Ir1 N5 C28 4.7(3) . . . . ?
C21 Ir1 N5 C24 -1.0(4) . . . . ?
C30 Ir1 N5 C24 146.8(12) . . . . ?
N3 Ir1 N5 C24 -80.8(3) . . . . ?
N1 Ir1 N5 C24 96.0(3) . . . . ?
O1 Ir1 N5 C24 -174.9(3) . . . . ?
O2 C29 O1 Ir1 -172.8(4) . . . . ?
C28 C29 O1 Ir1 8.3(5) . . . . ?
C21 Ir1 O1 C29 -59.8(12) . . . . ?
C30 Ir1 O1 C29 168.7(3) . . . . ?
N3 Ir1 O1 C29 -95.6(3) . . . . ?
N1 Ir1 O1 C29 88.1(3) . . . . ?
N5 Ir1 O1 C29 -7.3(3) . . . . ?
C22 C23 S1 C20 0.2(4) . . . . ?
C21 C20 S1 C23 -0.3(3) . . . . ?
C19 C20 S1 C23 -176.5(4) . . . . ?
C11 C10 S2 C9 0.7(4) . . . . ?
C30 C9 S2 C10 -1.3(3) . . . . ?
C1 C9 S2 C10 175.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.811
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.081
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_preparation       Luminescent
