# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1037261'
_audit_update_record             
;
2014-12-03 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H22 N2 O S2'
_chemical_formula_sum            'C25 H22 N2 O S2'
_chemical_formula_weight         430.57

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P2(1)2(1)2(1) '
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   7.2652(6)
_cell_length_b                   8.0985(7)
_cell_length_c                   35.690(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2099.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4324
_cell_measurement_theta_min      2.579
_cell_measurement_theta_max      27.009

_exptl_crystal_description       blocky
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Bruker Smart Aepex 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            16948
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4110
_reflns_number_gt                3860
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0777P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.10(8)
_refine_ls_number_reflns         4110
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.22995(9) 0.09920(9) 0.762950(16) 0.02337(17) Uani 1 1 d . . .
S2 S 0.58332(9) 0.61322(8) 0.833020(17) 0.02422(17) Uani 1 1 d . . .
O1 O 1.1636(3) -0.2030(2) 0.92538(5) 0.0238(4) Uani 1 1 d . . .
H1A H 1.1616 -0.1348 0.9084 0.036 Uiso 1 1 calc R . .
N1 N 1.1085(3) 0.0801(3) 0.89283(5) 0.0191(4) Uani 1 1 d . . .
N2 N 0.9241(3) 0.2589(3) 0.91990(6) 0.0189(4) Uani 1 1 d . . .
H2A H 0.8623 0.3086 0.9371 0.023 Uiso 1 1 calc R . .
C1 C 1.1453(4) -0.1301(3) 0.81899(7) 0.0300(6) Uani 1 1 d . . .
H1C H 1.1024 -0.1372 0.8444 0.045 Uiso 1 1 calc R . .
H1D H 1.2650 -0.1796 0.8172 0.045 Uiso 1 1 calc R . .
H1E H 1.0613 -0.1872 0.8028 0.045 Uiso 1 1 calc R . .
C2 C 1.1567(4) 0.0480(3) 0.80751(7) 0.0200(5) Uani 1 1 d . . .
C3 C 1.1126(3) 0.1874(3) 0.82743(7) 0.0187(5) Uani 1 1 d . . .
C4 C 1.1398(4) 0.3354(3) 0.80585(7) 0.0213(5) Uani 1 1 d . . .
H4A H 1.1152 0.4404 0.8152 0.026 Uiso 1 1 calc R . .
C5 C 1.2046(3) 0.3086(3) 0.77072(7) 0.0217(5) Uani 1 1 d . . .
C6 C 1.2589(4) 0.4333(4) 0.74195(7) 0.0290(6) Uani 1 1 d . . .
H6A H 1.2349 0.5423 0.7513 0.044 Uiso 1 1 calc R . .
H6B H 1.1890 0.4156 0.7195 0.044 Uiso 1 1 calc R . .
H6C H 1.3878 0.4223 0.7365 0.044 Uiso 1 1 calc R . .
C7 C 0.6533(4) 0.2835(3) 0.81484(7) 0.0281(6) Uani 1 1 d . . .
H7A H 0.7289 0.1917 0.8221 0.042 Uiso 1 1 calc R . .
H7B H 0.6774 0.3109 0.7891 0.042 Uiso 1 1 calc R . .
H7C H 0.5260 0.2544 0.8177 0.042 Uiso 1 1 calc R . .
C8 C 0.6964(3) 0.4286(3) 0.83908(6) 0.0197(5) Uani 1 1 d . . .
C9 C 0.8185(3) 0.4403(3) 0.86814(6) 0.0184(5) Uani 1 1 d . . .
C10 C 0.8172(3) 0.6001(3) 0.88555(7) 0.0207(5) Uani 1 1 d . . .
H10A H 0.8917 0.6274 0.9058 0.025 Uiso 1 1 calc R . .
C11 C 0.6979(4) 0.7071(3) 0.86972(7) 0.0225(6) Uani 1 1 d . . .
C12 C 0.6583(4) 0.8829(3) 0.88028(8) 0.0309(6) Uani 1 1 d . . .
H12A H 0.7341 0.9140 0.9012 0.046 Uiso 1 1 calc R . .
H12B H 0.5310 0.8936 0.8871 0.046 Uiso 1 1 calc R . .
H12C H 0.6846 0.9537 0.8594 0.046 Uiso 1 1 calc R . .
C13 C 1.0468(3) 0.1907(3) 0.86607(7) 0.0179(5) Uani 1 1 d . . .
C14 C 0.9289(3) 0.3019(3) 0.88252(7) 0.0183(5) Uani 1 1 d . . .
C15 C 1.0326(3) 0.1257(3) 0.92499(6) 0.0180(5) Uani 1 1 d . . .
C16 C 1.0540(3) 0.0333(3) 0.95997(7) 0.0175(5) Uani 1 1 d . . .
C17 C 1.1079(3) -0.1307(3) 0.95774(7) 0.0199(5) Uani 1 1 d . . .
C18 C 1.1049(4) -0.2339(3) 0.98981(7) 0.0231(6) Uani 1 1 d . . .
H18A H 1.1374 -0.3447 0.9878 0.028 Uiso 1 1 calc R . .
C19 C 1.0546(4) -0.1706(3) 1.02341(7) 0.0248(6) Uani 1 1 d . . .
H19A H 1.0455 -0.2407 1.0440 0.030 Uiso 1 1 calc R . .
C20 C 1.0156(4) -0.0011(3) 1.02810(7) 0.0200(6) Uani 1 1 d . . .
C21 C 0.9762(4) 0.0672(3) 1.06370(7) 0.0245(6) Uani 1 1 d . . .
H21A H 0.9615 -0.0027 1.0841 0.029 Uiso 1 1 calc R . .
C22 C 0.9592(4) 0.2333(4) 1.06863(7) 0.0250(6) Uani 1 1 d . . .
H22A H 0.9329 0.2762 1.0922 0.030 Uiso 1 1 calc R . .
C23 C 0.9819(4) 0.3394(3) 1.03768(7) 0.0236(6) Uani 1 1 d . . .
H23A H 0.9775 0.4531 1.0412 0.028 Uiso 1 1 calc R . .
C24 C 1.0102(3) 0.2773(3) 1.00249(7) 0.0217(6) Uani 1 1 d . . .
H24A H 1.0220 0.3494 0.9824 0.026 Uiso 1 1 calc R . .
C25 C 1.0221(3) 0.1043(3) 0.99625(6) 0.0186(5) 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
S1 C2 1.728(3) . ?
S1 C5 1.728(3) . ?
S2 C8 1.719(2) . ?
S2 C11 1.728(3) . ?
O1 C17 1.357(3) . ?
O1 H1A 0.8200 . ?
N1 C15 1.326(3) . ?
N1 C13 1.384(3) . ?
N2 C15 1.348(3) . ?
N2 C14 1.379(3) . ?
N2 H2A 0.8600 . ?
C1 C2 1.501(4) . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C2 C3 1.372(4) . ?
C3 C4 1.438(4) . ?
C3 C13 1.460(3) . ?
C4 C5 1.357(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.493(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.493(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.368(3) . ?
C9 C10 1.436(4) . ?
C9 C14 1.470(3) . ?
C10 C11 1.349(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.501(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.375(3) . ?
C15 C16 1.464(3) . ?
C16 C17 1.387(3) . ?
C16 C25 1.435(3) . ?
C17 C18 1.418(3) . ?
C18 C19 1.355(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.412(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.415(4) . ?
C20 C25 1.422(3) . ?
C21 C22 1.362(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.409(4) . ?
C22 H22A 0.9300 . ?
C23 C24 1.368(4) . ?
C23 H23A 0.9300 . ?
C24 C25 1.422(4) . ?
C24 H24A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C5 93.15(12) . . ?
C8 S2 C11 93.26(12) . . ?
C17 O1 H1A 109.5 . . ?
C15 N1 C13 106.4(2) . . ?
C15 N2 C14 108.5(2) . . ?
C15 N2 H2A 125.7 . . ?
C14 N2 H2A 125.7 . . ?
C2 C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
C2 C1 H1E 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
C3 C2 C1 129.5(2) . . ?
C3 C2 S1 110.57(19) . . ?
C1 C2 S1 119.92(19) . . ?
C2 C3 C4 112.1(2) . . ?
C2 C3 C13 125.5(2) . . ?
C4 C3 C13 122.4(2) . . ?
C5 C4 C3 114.1(2) . . ?
C5 C4 H4A 122.9 . . ?
C3 C4 H4A 122.9 . . ?
C4 C5 C6 128.2(2) . . ?
C4 C5 S1 110.03(19) . . ?
C6 C5 S1 121.7(2) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C7 129.0(2) . . ?
C9 C8 S2 110.21(18) . . ?
C7 C8 S2 120.78(19) . . ?
C8 C9 C10 112.7(2) . . ?
C8 C9 C14 124.5(2) . . ?
C10 C9 C14 122.7(2) . . ?
C11 C10 C9 113.7(2) . . ?
C11 C10 H10A 123.2 . . ?
C9 C10 H10A 123.2 . . ?
C10 C11 C12 128.8(3) . . ?
C10 C11 S2 110.17(19) . . ?
C12 C11 S2 121.0(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 109.3(2) . . ?
C14 C13 C3 128.3(2) . . ?
N1 C13 C3 122.3(2) . . ?
C13 C14 N2 105.3(2) . . ?
C13 C14 C9 133.6(2) . . ?
N2 C14 C9 121.1(2) . . ?
N1 C15 N2 110.4(2) . . ?
N1 C15 C16 123.5(2) . . ?
N2 C15 C16 125.9(2) . . ?
C17 C16 C25 118.7(2) . . ?
C17 C16 C15 118.1(2) . . ?
C25 C16 C15 123.2(2) . . ?
O1 C17 C16 123.1(2) . . ?
O1 C17 C18 115.9(2) . . ?
C16 C17 C18 120.9(2) . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18A 120.1 . . ?
C17 C18 H18A 120.1 . . ?
C18 C19 C20 121.8(2) . . ?
C18 C19 H19A 119.1 . . ?
C20 C19 H19A 119.1 . . ?
C19 C20 C21 121.8(2) . . ?
C19 C20 C25 118.8(2) . . ?
C21 C20 C25 119.3(2) . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H21A 119.3 . . ?
C20 C21 H21A 119.3 . . ?
C21 C22 C23 119.4(2) . . ?
C21 C22 H22A 120.3 . . ?
C23 C22 H22A 120.3 . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23A 119.6 . . ?
C22 C23 H23A 119.6 . . ?
C23 C24 C25 121.0(3) . . ?
C23 C24 H24A 119.5 . . ?
C25 C24 H24A 119.5 . . ?
C24 C25 C20 117.7(2) . . ?
C24 C25 C16 123.1(2) . . ?
C20 C25 C16 119.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1037262'
_audit_update_record             
;
2014-12-03 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H41 F4 Ir N4 O3 S2'
_chemical_formula_weight         1066.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.8322(15)
_cell_length_b                   11.8007(16)
_cell_length_c                   18.990(3)
_cell_angle_alpha                75.860(2)
_cell_angle_beta                 73.658(2)
_cell_angle_gamma                83.633(2)
_cell_volume                     2256.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5656
_cell_measurement_theta_min      2.433
_cell_measurement_theta_max      25.312

_exptl_crystal_description       blocky
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
_exptl_absorpt_coefficient_mu    3.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.515
_exptl_absorpt_correction_T_max  0.627
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex 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            12230
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7873
_reflns_number_gt                6862
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0725P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7873
_refine_ls_number_parameters     568
_refine_ls_number_restraints     704
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1054
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.747980(19) 0.814460(17) 0.727150(11) 0.03153(10) Uani 1 1 d . . .
S1 S 0.20804(18) 0.35936(18) 0.74296(13) 0.0634(5) Uani 1 1 d U . .
S2 S 0.6503(2) 0.6200(2) 0.50334(12) 0.0727(6) Uani 1 1 d U . .
F1 F 0.9939(5) 0.7486(5) 0.4569(3) 0.0943(17) Uani 1 1 d . . .
F2 F 0.7961(6) 1.1220(5) 0.4595(3) 0.0913(16) Uani 1 1 d . . .
F3 F 0.9661(5) 1.1563(5) 0.7757(3) 0.0906(16) Uani 1 1 d . . .
F4 F 1.2483(4) 0.8413(5) 0.7204(3) 0.0762(13) Uani 1 1 d . . .
O1 O 0.7237(4) 0.7437(4) 0.8477(2) 0.0390(9) Uani 1 1 d . . .
O2 O 0.2926(7) 0.5249(6) -0.0141(3) 0.091(2) Uani 1 1 d . . .
H2D H 0.2246 0.4976 0.0181 0.109 Uiso 1 1 d R . .
O3 O 0.8912(6) 0.6321(6) 0.9286(3) 0.0874(19) Uani 1 1 d . . .
H3C H 0.8509 0.6669 0.8963 0.105 Uiso 1 1 d R . .
N1 N 0.5621(4) 0.7331(4) 0.7507(3) 0.0343(10) Uani 1 1 d . . .
N2 N 0.4083(5) 0.6303(4) 0.8354(3) 0.0391(11) Uani 1 1 d . . .
H2A H 0.3545 0.6038 0.8778 0.047 Uiso 1 1 calc R . .
N4 N 0.6689(5) 0.9726(4) 0.7476(3) 0.0370(11) Uani 1 1 d . . .
N3 N 0.8382(5) 0.6657(4) 0.6969(3) 0.0382(11) Uani 1 1 d . . .
C1 C 0.7954(5) 0.8710(6) 0.6162(3) 0.0393(12) Uani 1 1 d U . .
C2 C 0.7730(6) 0.9835(6) 0.5733(4) 0.0480(14) Uani 1 1 d U . .
H46A H 0.7247 1.0395 0.5979 0.058 Uiso 1 1 calc R . .
C3 C 0.8202(7) 1.0123(7) 0.4972(4) 0.0597(17) Uani 1 1 d U . .
C4 C 0.8958(8) 0.9355(8) 0.4567(4) 0.0664(18) Uani 1 1 d U . .
H44A H 0.9293 0.9572 0.4048 0.080 Uiso 1 1 calc R . .
C5 C 0.9192(7) 0.8253(7) 0.4970(4) 0.0583(16) Uani 1 1 d U . .
C6 C 0.8713(6) 0.7891(6) 0.5753(4) 0.0473(13) Uani 1 1 d U . .
C7 C 0.8918(6) 0.6737(6) 0.6211(4) 0.0478(14) Uani 1 1 d U . .
C8 C 0.9537(7) 0.5727(7) 0.5979(5) 0.0575(16) Uani 1 1 d U . .
H40A H 0.9918 0.5762 0.5470 0.069 Uiso 1 1 calc R . .
C9 C 0.9586(7) 0.4694(7) 0.6490(4) 0.0632(17) Uani 1 1 d DU . .
H39A H 0.9998 0.4033 0.6329 0.076 Uiso 1 1 calc R . .
C10 C 0.9026(7) 0.4634(6) 0.7243(4) 0.0616(17) Uani 1 1 d DU . .
H38A H 0.9055 0.3937 0.7597 0.074 Uiso 1 1 calc R . .
C11 C 0.8425(7) 0.5622(5) 0.7460(4) 0.0526(16) Uani 1 1 d U . .
H37A H 0.8030 0.5579 0.7968 0.063 Uiso 1 1 calc R . .
C12 C 0.9065(6) 0.8852(5) 0.7296(3) 0.0375(12) Uani 1 1 d U . .
C13 C 1.0314(6) 0.8346(6) 0.7202(3) 0.0416(13) Uani 1 1 d U . .
H35A H 1.0494 0.7622 0.7074 0.050 Uiso 1 1 calc R . .
C14 C 1.1279(6) 0.8914(6) 0.7296(4) 0.0510(15) Uani 1 1 d U . .
C15 C 1.1077(7) 0.9993(7) 0.7490(4) 0.0581(16) Uani 1 1 d U . .
H33A H 1.1734 1.0359 0.7563 0.070 Uiso 1 1 calc R . .
C16 C 0.9852(7) 1.0490(6) 0.7568(4) 0.0535(15) Uani 1 1 d U . .
C17 C 0.8829(6) 0.9973(5) 0.7481(3) 0.0412(12) Uani 1 1 d U . .
C18 C 0.7503(6) 1.0467(5) 0.7550(3) 0.0445(13) Uani 1 1 d U . .
C19 C 0.7010(7) 1.1568(6) 0.7696(4) 0.0594(16) Uani 1 1 d U . .
H29A H 0.7547 1.2060 0.7776 0.071 Uiso 1 1 calc R . .
C20 C 0.5765(8) 1.1919(7) 0.7723(5) 0.0675(19) Uani 1 1 d U . .
H28A H 0.5450 1.2654 0.7806 0.081 Uiso 1 1 calc R . .
C21 C 0.4977(7) 1.1165(6) 0.7623(4) 0.0631(17) Uani 1 1 d U . .
H27A H 0.4119 1.1388 0.7643 0.076 Uiso 1 1 calc R . .
C22 C 0.5461(6) 1.0077(6) 0.7493(4) 0.0511(15) Uani 1 1 d U . .
H26A H 0.4926 0.9581 0.7416 0.061 Uiso 1 1 calc R . .
C23 C 0.2909(7) 0.5713(7) 0.6425(5) 0.0632(19) Uani 1 1 d U . .
H1A H 0.3417 0.6366 0.6360 0.076 Uiso 1 1 calc R . .
H1B H 0.2038 0.5985 0.6432 0.076 Uiso 1 1 calc R . .
H1C H 0.3259 0.5327 0.6017 0.076 Uiso 1 1 calc R . .
C24 C 0.2929(6) 0.4866(6) 0.7158(4) 0.0533(15) Uani 1 1 d U . .
C25 C 0.3477(6) 0.4945(6) 0.7713(4) 0.0456(13) Uani 1 1 d U . .
C26 C 0.3168(6) 0.3995(6) 0.8358(4) 0.0539(15) Uani 1 1 d U . .
H4A H 0.3468 0.3922 0.8781 0.065 Uiso 1 1 calc R . .
C27 C 0.2386(6) 0.3197(6) 0.8297(4) 0.0566(16) Uani 1 1 d U . .
C28 C 0.1841(8) 0.2120(8) 0.8875(6) 0.082(2) Uani 1 1 d U . .
H6A H 0.2116 0.2055 0.9323 0.098 Uiso 1 1 calc R . .
H6B H 0.2144 0.1438 0.8675 0.098 Uiso 1 1 calc R . .
H6C H 0.0917 0.2183 0.8996 0.098 Uiso 1 1 calc R . .
C29 C 0.6362(9) 0.4596(9) 0.6348(7) 0.099(3) Uani 1 1 d U . .
H7A H 0.6147 0.4525 0.6883 0.119 Uiso 1 1 calc R . .
H7B H 0.7241 0.4330 0.6175 0.119 Uiso 1 1 calc R . .
H7C H 0.5806 0.4130 0.6232 0.119 Uiso 1 1 calc R . .
C30 C 0.6204(8) 0.5758(9) 0.5994(5) 0.077(2) Uani 1 1 d U . .
C31 C 0.5720(7) 0.6639(8) 0.6306(5) 0.0633(16) Uani 1 1 d U . .
C32 C 0.5571(8) 0.7751(9) 0.5777(5) 0.0734(19) Uani 1 1 d U . .
H10A H 0.5235 0.8445 0.5921 0.088 Uiso 1 1 calc R . .
C33 C 0.5982(10) 0.7641(10) 0.5057(5) 0.092(2) Uani 1 1 d U . .
C34 C 0.5935(11) 0.8582(12) 0.4317(6) 0.120(4) Uani 1 1 d U . .
H12A H 0.5612 0.9319 0.4441 0.145 Uiso 1 1 calc R . .
H12B H 0.5379 0.8335 0.4074 0.145 Uiso 1 1 calc R . .
H12C H 0.6786 0.8665 0.3984 0.145 Uiso 1 1 calc R . .
C35 C 0.4254(6) 0.5911(5) 0.7699(4) 0.0407(12) Uani 1 1 d U . .
C36 C 0.5212(5) 0.6549(5) 0.7164(4) 0.0414(13) Uani 1 1 d U . .
C37 C 0.4892(5) 0.7161(5) 0.8220(3) 0.0347(12) Uani 1 1 d U . .
C38 C 0.4969(5) 0.7737(5) 0.8808(3) 0.0355(11) Uani 1 1 d U . .
C39 C 0.6165(6) 0.7766(5) 0.8938(3) 0.0370(12) Uani 1 1 d U . .
C40 C 0.6212(7) 0.8166(6) 0.9573(4) 0.0497(14) Uani 1 1 d U . .
H18A H 0.7005 0.8167 0.9672 0.060 Uiso 1 1 calc R . .
C41 C 0.5132(7) 0.8552(6) 1.0048(4) 0.0529(15) Uani 1 1 d U . .
H19A H 0.5198 0.8784 1.0470 0.063 Uiso 1 1 calc R . .
C42 C 0.3910(6) 0.8598(6) 0.9898(3) 0.0471(13) Uani 1 1 d U . .
C43 C 0.2777(7) 0.9039(7) 1.0362(4) 0.0621(17) Uani 1 1 d U . .
H21A H 0.2834 0.9305 1.0773 0.075 Uiso 1 1 calc R . .
C44 C 0.1588(7) 0.9078(7) 1.0212(5) 0.0674(18) Uani 1 1 d U . .
H22A H 0.0851 0.9335 1.0533 0.081 Uiso 1 1 calc R . .
C45 C 0.1511(7) 0.8732(7) 0.9578(4) 0.0615(17) Uani 1 1 d U . .
H23A H 0.0720 0.8798 0.9466 0.074 Uiso 1 1 calc R . .
C46 C 0.2571(6) 0.8294(6) 0.9113(4) 0.0505(15) Uani 1 1 d U . .
H24A H 0.2488 0.8063 0.8694 0.061 Uiso 1 1 calc R . .
C47 C 0.3806(6) 0.8190(5) 0.9269(3) 0.0399(12) Uani 1 1 d U . .
C48 C 0.3445(13) 0.5519(10) 0.0422(7) 0.120(4) Uani 1 1 d U . .
H48A H 0.4267 0.5858 0.0182 0.144 Uiso 1 1 calc R . .
H48B H 0.3546 0.4814 0.0785 0.144 Uiso 1 1 calc R . .
H48C H 0.2865 0.6063 0.0670 0.144 Uiso 1 1 calc R . .
C49 C 1.0165(9) 0.6023(11) 0.8963(6) 0.107(4) Uani 1 1 d U . .
H49A H 1.0575 0.5633 0.9350 0.128 Uiso 1 1 calc R . .
H49B H 1.0610 0.6718 0.8677 0.128 Uiso 1 1 calc R . .
H49C H 1.0189 0.5511 0.8636 0.128 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.983(6) . ?
Ir1 C12 2.007(6) . ?
Ir1 N3 2.041(5) . ?
Ir1 N4 2.045(5) . ?
Ir1 O1 2.186(4) . ?
Ir1 N1 2.211(4) . ?
S1 C27 1.713(8) . ?
S1 C24 1.740(7) . ?
S2 C30 1.715(10) . ?
S2 C33 1.738(11) . ?
F1 C5 1.371(8) . ?
F2 C3 1.354(9) . ?
F3 C16 1.377(8) . ?
F4 C14 1.354(7) . ?
O1 C39 1.327(7) . ?
O2 C48 1.451(12) . ?
O2 H2D 0.8500 . ?
O3 C49 1.369(11) . ?
O3 H3C 0.8500 . ?
N1 C37 1.339(7) . ?
N1 C36 1.421(7) . ?
N2 C37 1.344(7) . ?
N2 C35 1.388(7) . ?
N2 H2A 0.8600 . ?
N4 C22 1.342(8) . ?
N4 C18 1.364(8) . ?
N3 C11 1.348(8) . ?
N3 C7 1.375(8) . ?
C1 C2 1.413(9) . ?
C1 C6 1.428(9) . ?
C2 C3 1.360(9) . ?
C2 H46A 0.9300 . ?
C3 C4 1.380(11) . ?
C4 C5 1.376(11) . ?
C4 H44A 0.9300 . ?
C5 C6 1.403(9) . ?
C6 C7 1.457(10) . ?
C7 C8 1.406(9) . ?
C8 C9 1.367(11) . ?
C8 H40A 0.9300 . ?
C9 C10 1.374(8) . ?
C9 H39A 0.9300 . ?
C10 C11 1.367(9) . ?
C10 H38A 0.9300 . ?
C11 H37A 0.9300 . ?
C12 C13 1.398(8) . ?
C12 C17 1.429(8) . ?
C13 C14 1.376(9) . ?
C13 H35A 0.9300 . ?
C14 C15 1.388(10) . ?
C15 C16 1.373(10) . ?
C15 H33A 0.9300 . ?
C16 C17 1.390(9) . ?
C17 C18 1.472(9) . ?
C18 C19 1.411(9) . ?
C19 C20 1.357(11) . ?
C19 H29A 0.9300 . ?
C20 C21 1.378(12) . ?
C20 H28A 0.9300 . ?
C21 C22 1.385(9) . ?
C21 H27A 0.9300 . ?
C22 H26A 0.9300 . ?
C23 C24 1.506(11) . ?
C23 H1A 0.9600 . ?
C23 H1B 0.9600 . ?
C23 H1C 0.9600 . ?
C24 C25 1.371(9) . ?
C25 C26 1.433(10) . ?
C25 C35 1.482(8) . ?
C26 C27 1.380(9) . ?
C26 H4A 0.9300 . ?
C27 C28 1.513(11) . ?
C28 H6A 0.9600 . ?
C28 H6B 0.9600 . ?
C28 H6C 0.9600 . ?
C29 C30 1.387(13) . ?
C29 H7A 0.9600 . ?
C29 H7B 0.9600 . ?
C29 H7C 0.9600 . ?
C30 C31 1.309(11) . ?
C31 C32 1.468(12) . ?
C31 C36 1.547(10) . ?
C32 C33 1.347(12) . ?
C32 H10A 0.9300 . ?
C33 C34 1.574(14) . ?
C34 H12A 0.9600 . ?
C34 H12B 0.9600 . ?
C34 H12C 0.9600 . ?
C35 C36 1.372(9) . ?
C37 C38 1.467(8) . ?
C38 C39 1.390(8) . ?
C38 C47 1.449(8) . ?
C39 C40 1.413(9) . ?
C40 C41 1.371(10) . ?
C40 H18A 0.9300 . ?
C41 C42 1.423(10) . ?
C41 H19A 0.9300 . ?
C42 C43 1.424(9) . ?
C42 C47 1.429(8) . ?
C43 C44 1.388(11) . ?
C43 H21A 0.9300 . ?
C44 C45 1.388(11) . ?
C44 H22A 0.9300 . ?
C45 C46 1.374(10) . ?
C45 H23A 0.9300 . ?
C46 C47 1.435(9) . ?
C46 H24A 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?

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
C1 Ir1 C12 88.8(2) . . ?
C1 Ir1 N3 80.6(2) . . ?
C12 Ir1 N3 96.5(2) . . ?
C1 Ir1 N4 94.3(2) . . ?
C12 Ir1 N4 80.8(2) . . ?
N3 Ir1 N4 174.27(18) . . ?
C1 Ir1 O1 172.03(18) . . ?
C12 Ir1 O1 85.63(18) . . ?
N3 Ir1 O1 94.35(18) . . ?
N4 Ir1 O1 90.47(17) . . ?
C1 Ir1 N1 103.1(2) . . ?
C12 Ir1 N1 167.74(19) . . ?
N3 Ir1 N1 88.22(18) . . ?
N4 Ir1 N1 95.48(18) . . ?
O1 Ir1 N1 82.71(16) . . ?
C27 S1 C24 93.8(3) . . ?
C30 S2 C33 93.7(5) . . ?
C39 O1 Ir1 116.8(3) . . ?
C48 O2 H2D 93.2 . . ?
C49 O3 H3C 112.7 . . ?
C37 N1 C36 106.9(5) . . ?
C37 N1 Ir1 116.3(4) . . ?
C36 N1 Ir1 132.1(4) . . ?
C37 N2 C35 109.1(5) . . ?
C37 N2 H2A 125.4 . . ?
C35 N2 H2A 125.4 . . ?
C22 N4 C18 120.1(5) . . ?
C22 N4 Ir1 123.4(4) . . ?
C18 N4 Ir1 116.4(4) . . ?
C11 N3 C7 119.9(5) . . ?
C11 N3 Ir1 123.8(4) . . ?
C7 N3 Ir1 116.2(4) . . ?
C2 C1 C6 116.5(6) . . ?
C2 C1 Ir1 128.5(5) . . ?
C6 C1 Ir1 114.8(5) . . ?
C3 C2 C1 121.9(7) . . ?
C3 C2 H46A 119.1 . . ?
C1 C2 H46A 119.1 . . ?
F2 C3 C2 119.0(7) . . ?
F2 C3 C4 118.3(7) . . ?
C2 C3 C4 122.7(7) . . ?
C5 C4 C3 116.6(7) . . ?
C5 C4 H44A 121.7 . . ?
C3 C4 H44A 121.7 . . ?
F1 C5 C4 116.8(7) . . ?
F1 C5 C6 119.7(7) . . ?
C4 C5 C6 123.6(7) . . ?
C5 C6 C1 118.7(6) . . ?
C5 C6 C7 126.2(6) . . ?
C1 C6 C7 115.1(6) . . ?
N3 C7 C8 118.0(6) . . ?
N3 C7 C6 113.1(5) . . ?
C8 C7 C6 128.9(7) . . ?
C9 C8 C7 120.9(7) . . ?
C9 C8 H40A 119.6 . . ?
C7 C8 H40A 119.6 . . ?
C8 C9 C10 120.0(6) . . ?
C8 C9 H39A 120.0 . . ?
C10 C9 H39A 120.0 . . ?
C11 C10 C9 118.5(7) . . ?
C11 C10 H38A 120.8 . . ?
C9 C10 H38A 120.8 . . ?
N3 C11 C10 122.8(7) . . ?
N3 C11 H37A 118.6 . . ?
C10 C11 H37A 118.6 . . ?
C13 C12 C17 118.3(6) . . ?
C13 C12 Ir1 127.7(4) . . ?
C17 C12 Ir1 113.9(4) . . ?
C14 C13 C12 120.4(6) . . ?
C14 C13 H35A 119.8 . . ?
C12 C13 H35A 119.8 . . ?
F4 C14 C13 119.7(6) . . ?
F4 C14 C15 117.5(6) . . ?
C13 C14 C15 122.8(6) . . ?
C16 C15 C14 116.3(6) . . ?
C16 C15 H33A 121.9 . . ?
C14 C15 H33A 121.9 . . ?
C15 C16 F3 115.9(6) . . ?
C15 C16 C17 124.3(6) . . ?
F3 C16 C17 119.8(6) . . ?
C16 C17 C12 118.0(6) . . ?
C16 C17 C18 126.8(6) . . ?
C12 C17 C18 115.3(5) . . ?
N4 C18 C19 119.0(6) . . ?
N4 C18 C17 113.4(5) . . ?
C19 C18 C17 127.6(6) . . ?
C20 C19 C18 120.9(7) . . ?
C20 C19 H29A 119.5 . . ?
C18 C19 H29A 119.5 . . ?
C19 C20 C21 118.7(7) . . ?
C19 C20 H28A 120.7 . . ?
C21 C20 H28A 120.7 . . ?
C20 C21 C22 120.1(7) . . ?
C20 C21 H27A 119.9 . . ?
C22 C21 H27A 119.9 . . ?
N4 C22 C21 121.1(7) . . ?
N4 C22 H26A 119.5 . . ?
C21 C22 H26A 119.5 . . ?
C24 C23 H1A 109.5 . . ?
C24 C23 H1B 109.5 . . ?
H1A C23 H1B 109.5 . . ?
C24 C23 H1C 109.5 . . ?
H1A C23 H1C 109.5 . . ?
H1B C23 H1C 109.5 . . ?
C25 C24 C23 130.2(6) . . ?
C25 C24 S1 109.9(5) . . ?
C23 C24 S1 119.8(5) . . ?
C24 C25 C26 112.6(6) . . ?
C24 C25 C35 126.2(6) . . ?
C26 C25 C35 121.1(6) . . ?
C27 C26 C25 114.0(7) . . ?
C27 C26 H4A 123.0 . . ?
C25 C26 H4A 123.0 . . ?
C26 C27 C28 128.2(7) . . ?
C26 C27 S1 109.6(6) . . ?
C28 C27 S1 122.3(5) . . ?
C27 C28 H6A 109.5 . . ?
C27 C28 H6B 109.5 . . ?
H6A C28 H6B 109.5 . . ?
C27 C28 H6C 109.5 . . ?
H6A C28 H6C 109.5 . . ?
H6B C28 H6C 109.5 . . ?
C30 C29 H7A 109.5 . . ?
C30 C29 H7B 109.5 . . ?
H7A C29 H7B 109.5 . . ?
C30 C29 H7C 109.5 . . ?
H7A C29 H7C 109.5 . . ?
H7B C29 H7C 109.5 . . ?
C31 C30 C29 127.9(10) . . ?
C31 C30 S2 110.0(8) . . ?
C29 C30 S2 121.9(8) . . ?
C30 C31 C32 115.0(8) . . ?
C30 C31 C36 124.7(9) . . ?
C32 C31 C36 120.0(7) . . ?
C33 C32 C31 111.6(9) . . ?
C33 C32 H10A 124.2 . . ?
C31 C32 H10A 124.2 . . ?
C32 C33 C34 128.8(11) . . ?
C32 C33 S2 109.6(8) . . ?
C34 C33 S2 121.4(8) . . ?
C33 C34 H12A 109.5 . . ?
C33 C34 H12B 109.5 . . ?
H12A C34 H12B 109.5 . . ?
C33 C34 H12C 109.5 . . ?
H12A C34 H12C 109.5 . . ?
H12B C34 H12C 109.5 . . ?
C36 C35 N2 106.5(5) . . ?
C36 C35 C25 134.5(6) . . ?
N2 C35 C25 119.0(5) . . ?
C35 C36 N1 107.6(5) . . ?
C35 C36 C31 131.5(5) . . ?
N1 C36 C31 120.4(5) . . ?
N1 C37 N2 109.8(5) . . ?
N1 C37 C38 127.7(5) . . ?
N2 C37 C38 122.4(5) . . ?
C39 C38 C47 121.6(5) . . ?
C39 C38 C37 118.3(5) . . ?
C47 C38 C37 120.0(5) . . ?
O1 C39 C38 121.1(5) . . ?
O1 C39 C40 120.6(5) . . ?
C38 C39 C40 118.2(6) . . ?
C41 C40 C39 122.5(6) . . ?
C41 C40 H18A 118.8 . . ?
C39 C40 H18A 118.8 . . ?
C40 C41 C42 120.1(6) . . ?
C40 C41 H19A 120.0 . . ?
C42 C41 H19A 120.0 . . ?
C41 C42 C43 121.7(6) . . ?
C41 C42 C47 119.7(6) . . ?
C43 C42 C47 118.6(6) . . ?
C44 C43 C42 121.3(7) . . ?
C44 C43 H21A 119.3 . . ?
C42 C43 H21A 119.3 . . ?
C43 C44 C45 119.4(7) . . ?
C43 C44 H22A 120.3 . . ?
C45 C44 H22A 120.3 . . ?
C46 C45 C44 121.7(7) . . ?
C46 C45 H23A 119.1 . . ?
C44 C45 H23A 119.1 . . ?
C45 C46 C47 120.4(7) . . ?
C45 C46 H24A 119.8 . . ?
C47 C46 H24A 119.8 . . ?
C42 C47 C46 118.4(6) . . ?
C42 C47 C38 117.7(5) . . ?
C46 C47 C38 123.9(6) . . ?
O2 C48 H48A 109.5 . . ?
O2 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
O2 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O3 C49 H49A 109.5 . . ?
O3 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
O3 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.608
_refine_diff_density_min         -1.294
_refine_diff_density_rms         0.137
####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 1037263'
_audit_update_record             
;
2014-12-03 deposited with the CCDC.
2015-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H41 Ir N4 O2 S2'
_chemical_formula_weight         962.17

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           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   11.8712(6)
_cell_length_b                   12.7429(6)
_cell_length_c                   15.5387(8)
_cell_angle_alpha                98.5550(10)
_cell_angle_beta                 102.6780(10)
_cell_angle_gamma                111.6450(10)
_cell_volume                     2062.05(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2363
_cell_measurement_theta_min      2.514
_cell_measurement_theta_max      22.469

_exptl_crystal_description       blocky
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964
_exptl_absorpt_coefficient_mu    3.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_T_max  0.602
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_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  'Bruker Smart Aepex 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            14085
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0918
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         27.47
_reflns_number_total             9347
_reflns_number_gt                6996
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0220P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9347
_refine_ls_number_parameters     515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.0813
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.49429(2) 0.26524(2) 0.241762(13) 0.03136(7) Uani 1 1 d . . .
S1 S 0.17390(17) 0.72238(17) 0.14589(13) 0.0706(6) Uani 1 1 d . . .
S2 S 0.13422(16) 0.26801(17) -0.05250(11) 0.0715(6) Uani 1 1 d . . .
O1 O 0.5531(3) 0.3361(3) 0.3891(2) 0.0426(10) Uani 1 1 d . . .
O2 O 0.4840(4) 0.2450(4) 0.5233(2) 0.0668(13) Uani 1 1 d . . .
H2E H 0.5063 0.2749 0.4810 0.080 Uiso 1 1 d R . .
N1 N 0.4754(4) 0.4304(4) 0.2435(3) 0.0322(10) Uani 1 1 d . . .
N2 N 0.4751(4) 0.5911(4) 0.3189(3) 0.0358(11) Uani 1 1 d . . .
H2A H 0.4955 0.6522 0.3615 0.043 Uiso 1 1 calc R . .
N3 N 0.3102(4) 0.1867(4) 0.2402(3) 0.0393(12) Uani 1 1 d . . .
N4 N 0.6766(4) 0.3343(4) 0.2391(3) 0.0355(11) Uani 1 1 d . . .
C1 C 0.4181(5) 0.1718(5) 0.1125(3) 0.0386(14) Uani 1 1 d . . .
C2 C 0.4794(6) 0.1605(5) 0.0466(3) 0.0474(16) Uani 1 1 d . . .
H2B H 0.5651 0.2083 0.0592 0.057 Uiso 1 1 calc R . .
C3 C 0.4148(7) 0.0796(7) -0.0368(4) 0.066(2) Uani 1 1 d . . .
H3A H 0.4570 0.0744 -0.0800 0.079 Uiso 1 1 calc R . .
C4 C 0.2878(8) 0.0064(7) -0.0562(4) 0.084(3) Uani 1 1 d . . .
H4A H 0.2456 -0.0489 -0.1120 0.100 Uiso 1 1 calc R . .
C5 C 0.2238(6) 0.0145(6) 0.0057(4) 0.070(2) Uani 1 1 d . . .
H5A H 0.1381 -0.0341 -0.0081 0.084 Uiso 1 1 calc R . .
C6 C 0.2877(5) 0.0961(5) 0.0899(4) 0.0447(15) Uani 1 1 d . . .
C7 C 0.2286(5) 0.1063(5) 0.1606(4) 0.0470(15) Uani 1 1 d . . .
C8 C 0.1033(6) 0.0469(6) 0.1564(5) 0.071(2) Uani 1 1 d . . .
H8A H 0.0477 -0.0080 0.1027 0.086 Uiso 1 1 calc R . .
C9 C 0.0579(7) 0.0652(7) 0.2275(6) 0.085(2) Uani 1 1 d . . .
H9A H -0.0269 0.0232 0.2232 0.102 Uiso 1 1 calc R . .
C10 C 0.1408(7) 0.1475(7) 0.3063(5) 0.077(2) Uani 1 1 d . . .
H10A H 0.1128 0.1623 0.3563 0.093 Uiso 1 1 calc R . .
C11 C 0.2652(5) 0.2076(6) 0.3102(4) 0.0500(16) Uani 1 1 d . . .
H11A H 0.3202 0.2647 0.3630 0.060 Uiso 1 1 calc R . .
C12 C 0.5393(5) 0.1320(5) 0.2618(3) 0.0364(13) Uani 1 1 d . . .
C13 C 0.4643(6) 0.0224(5) 0.2654(4) 0.0465(15) Uani 1 1 d . . .
H13A H 0.3781 0.0020 0.2564 0.056 Uiso 1 1 calc R . .
C14 C 0.5113(6) -0.0591(5) 0.2819(4) 0.0546(17) Uani 1 1 d . . .
H14A H 0.4572 -0.1331 0.2830 0.066 Uiso 1 1 calc R . .
C15 C 0.6388(7) -0.0299(6) 0.2968(4) 0.0583(19) Uani 1 1 d . . .
H15A H 0.6712 -0.0838 0.3102 0.070 Uiso 1 1 calc R . .
C16 C 0.7188(6) 0.0770(6) 0.2921(4) 0.0497(17) Uani 1 1 d . . .
H16A H 0.8046 0.0954 0.3011 0.060 Uiso 1 1 calc R . .
C17 C 0.6697(5) 0.1586(5) 0.2738(3) 0.0353(13) Uani 1 1 d . . .
C18 C 0.7448(5) 0.2706(5) 0.2611(3) 0.0378(14) Uani 1 1 d . . .
C19 C 0.8725(6) 0.3160(6) 0.2656(4) 0.0544(17) Uani 1 1 d . . .
H19A H 0.9203 0.2743 0.2814 0.065 Uiso 1 1 calc R . .
C20 C 0.9284(6) 0.4210(7) 0.2472(4) 0.0628(19) Uani 1 1 d . . .
H20A H 1.0144 0.4514 0.2520 0.075 Uiso 1 1 calc R . .
C21 C 0.8587(6) 0.4815(6) 0.2219(4) 0.0625(19) Uani 1 1 d . . .
H21A H 0.8951 0.5522 0.2074 0.075 Uiso 1 1 calc R . .
C22 C 0.7331(6) 0.4350(5) 0.2184(4) 0.0479(15) Uani 1 1 d . . .
H22A H 0.6848 0.4757 0.2008 0.057 Uiso 1 1 calc R . .
C23 C 0.2899(7) 0.6172(7) 0.0496(4) 0.082(2) Uani 1 1 d . . .
H23A H 0.3400 0.5728 0.0545 0.123 Uiso 1 1 calc R . .
H23B H 0.3359 0.6891 0.0360 0.123 Uiso 1 1 calc R . .
H23C H 0.2115 0.5732 0.0017 0.123 Uiso 1 1 calc R . .
C24 C 0.2628(5) 0.6427(5) 0.1367(4) 0.0505(16) Uani 1 1 d . . .
C25 C 0.2996(5) 0.6164(5) 0.2174(3) 0.0368(13) Uani 1 1 d . . .
C26 C 0.2540(5) 0.6639(5) 0.2847(4) 0.0502(16) Uani 1 1 d . . .
H26A H 0.2693 0.6547 0.3438 0.060 Uiso 1 1 calc R . .
C27 C 0.1866(6) 0.7236(6) 0.2541(5) 0.066(2) Uani 1 1 d . . .
C28 C 0.1307(7) 0.7875(7) 0.3109(5) 0.101(3) Uani 1 1 d . . .
H28A H 0.1483 0.7770 0.3715 0.152 Uiso 1 1 calc R . .
H28B H 0.0405 0.7566 0.2835 0.152 Uiso 1 1 calc R . .
H28C H 0.1680 0.8692 0.3134 0.152 Uiso 1 1 calc R . .
C29 C 0.0820(6) 0.3256(7) 0.1099(5) 0.081(2) Uani 1 1 d . . .
H29A H 0.1234 0.3639 0.1734 0.121 Uiso 1 1 calc R . .
H29B H 0.0275 0.2456 0.1033 0.121 Uiso 1 1 calc R . .
H29C H 0.0325 0.3641 0.0835 0.121 Uiso 1 1 calc R . .
C30 C 0.1795(5) 0.3304(6) 0.0623(4) 0.0523(17) Uani 1 1 d . . .
C31 C 0.3068(5) 0.3831(5) 0.0964(3) 0.0419(15) Uani 1 1 d . . .
C32 C 0.3679(6) 0.3707(5) 0.0281(3) 0.0440(15) Uani 1 1 d . . .
H32A H 0.4557 0.4009 0.0408 0.053 Uiso 1 1 calc R . .
C33 C 0.2893(6) 0.3129(6) -0.0544(4) 0.0578(19) Uani 1 1 d . . .
C34 C 0.3211(7) 0.2850(7) -0.1418(4) 0.085(3) Uani 1 1 d . . .
H34A H 0.4116 0.3164 -0.1295 0.128 Uiso 1 1 calc R . .
H34B H 0.2861 0.3191 -0.1857 0.128 Uiso 1 1 calc R . .
H34C H 0.2857 0.2020 -0.1656 0.128 Uiso 1 1 calc R . .
C35 C 0.3778(5) 0.5520(5) 0.2375(3) 0.0328(13) Uani 1 1 d . . .
C36 C 0.3790(5) 0.4527(5) 0.1910(3) 0.0360(13) Uani 1 1 d . . .
C37 C 0.5322(5) 0.5170(5) 0.3198(3) 0.0323(12) Uani 1 1 d . . .
C38 C 0.6489(5) 0.5354(5) 0.3894(3) 0.0366(13) Uani 1 1 d . . .
C39 C 0.6517(5) 0.4390(5) 0.4190(3) 0.0377(14) Uani 1 1 d . . .
C40 C 0.7643(6) 0.4486(6) 0.4819(3) 0.0514(17) Uani 1 1 d . . .
H40A H 0.7652 0.3846 0.5036 0.062 Uiso 1 1 calc R . .
C41 C 0.8693(6) 0.5492(6) 0.5101(4) 0.0554(18) Uani 1 1 d . . .
H41A H 0.9417 0.5534 0.5512 0.066 Uiso 1 1 calc R . .
C42 C 0.8729(5) 0.6482(6) 0.4794(4) 0.0461(15) Uani 1 1 d . . .
C43 C 0.9863(6) 0.7522(6) 0.5042(4) 0.0591(19) Uani 1 1 d . . .
H43A H 1.0598 0.7554 0.5432 0.071 Uiso 1 1 calc R . .
C44 C 0.9902(6) 0.8462(6) 0.4729(4) 0.064(2) Uani 1 1 d . . .
H44A H 1.0650 0.9139 0.4914 0.077 Uiso 1 1 calc R . .
C45 C 0.8817(6) 0.8411(6) 0.4131(4) 0.0586(17) Uani 1 1 d . . .
H45A H 0.8848 0.9053 0.3904 0.070 Uiso 1 1 calc R . .
C46 C 0.7708(6) 0.7435(5) 0.3871(4) 0.0464(15) Uani 1 1 d . . .
H46A H 0.6997 0.7433 0.3473 0.056 Uiso 1 1 calc R . .
C47 C 0.7596(5) 0.6430(5) 0.4181(3) 0.0368(13) Uani 1 1 d . . .
C48 C 0.4444(11) 0.1269(7) 0.4974(5) 0.140(5) Uani 1 1 d . . .
H48A H 0.4194 0.0936 0.5454 0.169 Uiso 1 1 d R . .
H48B H 0.3736 0.0941 0.4429 0.169 Uiso 1 1 d R . .
H48C H 0.5131 0.1100 0.4862 0.169 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C1 1.991(5) . ?
Ir1 C12 2.004(5) . ?
Ir1 N4 2.026(4) . ?
Ir1 N3 2.033(4) . ?
Ir1 O1 2.182(3) . ?
Ir1 N1 2.194(4) . ?
S1 C27 1.652(8) . ?
S1 C24 1.726(6) . ?
S2 C30 1.716(6) . ?
S2 C33 1.723(7) . ?
O1 C39 1.324(6) . ?
O2 C48 1.366(8) . ?
O2 H2E 0.8500 . ?
N1 C37 1.338(6) . ?
N1 C36 1.398(6) . ?
N2 C37 1.350(6) . ?
N2 C35 1.390(6) . ?
N2 H2A 0.8600 . ?
N3 C11 1.348(6) . ?
N3 C7 1.372(6) . ?
N4 C22 1.335(7) . ?
N4 C18 1.370(6) . ?
C1 C2 1.400(7) . ?
C1 C6 1.417(8) . ?
C2 C3 1.384(7) . ?
C2 H2B 0.9300 . ?
C3 C4 1.384(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.364(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.395(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.442(8) . ?
C7 C8 1.379(8) . ?
C8 C9 1.358(9) . ?
C8 H8A 0.9300 . ?
C9 C10 1.377(9) . ?
C9 H9A 0.9300 . ?
C10 C11 1.372(8) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.370(8) . ?
C12 C17 1.419(7) . ?
C13 C14 1.377(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.375(8) . ?
C14 H14A 0.9300 . ?
C15 C16 1.367(9) . ?
C15 H15A 0.9300 . ?
C16 C17 1.401(7) . ?
C16 H16A 0.9300 . ?
C17 C18 1.447(8) . ?
C18 C19 1.390(8) . ?
C19 C20 1.361(9) . ?
C19 H19A 0.9300 . ?
C20 C21 1.362(8) . ?
C20 H20A 0.9300 . ?
C21 C22 1.371(8) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.476(8) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.367(7) . ?
C25 C26 1.433(7) . ?
C25 C35 1.464(7) . ?
C26 C27 1.355(8) . ?
C26 H26A 0.9300 . ?
C27 C28 1.524(8) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.492(8) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.345(7) . ?
C31 C32 1.432(7) . ?
C31 C36 1.476(7) . ?
C32 C33 1.320(7) . ?
C32 H32A 0.9300 . ?
C33 C34 1.515(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.367(7) . ?
C37 C38 1.473(6) . ?
C38 C39 1.383(7) . ?
C38 C47 1.428(7) . ?
C39 C40 1.424(7) . ?
C40 C41 1.343(8) . ?
C40 H40A 0.9300 . ?
C41 C42 1.403(8) . ?
C41 H41A 0.9300 . ?
C42 C43 1.421(9) . ?
C42 C47 1.441(7) . ?
C43 C44 1.347(9) . ?
C43 H43A 0.9300 . ?
C44 C45 1.386(8) . ?
C44 H44A 0.9300 . ?
C45 C46 1.361(8) . ?
C45 H45A 0.9300 . ?
C46 C47 1.405(7) . ?
C46 H46A 0.9300 . ?
C48 H48A 0.9603 . ?
C48 H48B 0.9599 . ?
C48 H48C 0.9599 . ?

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
C1 Ir1 C12 83.9(2) . . ?
C1 Ir1 N4 96.8(2) . . ?
C12 Ir1 N4 81.0(2) . . ?
C1 Ir1 N3 80.7(2) . . ?
C12 Ir1 N3 96.4(2) . . ?
N4 Ir1 N3 176.59(18) . . ?
C1 Ir1 O1 168.5(2) . . ?
C12 Ir1 O1 89.56(16) . . ?
N4 Ir1 O1 91.47(15) . . ?
N3 Ir1 O1 90.70(15) . . ?
C1 Ir1 N1 106.13(18) . . ?
C12 Ir1 N1 169.05(16) . . ?
N4 Ir1 N1 93.17(17) . . ?
N3 Ir1 N1 89.75(17) . . ?
O1 Ir1 N1 81.29(14) . . ?
C27 S1 C24 93.6(3) . . ?
C30 S2 C33 92.4(3) . . ?
C39 O1 Ir1 113.9(3) . . ?
C48 O2 H2E 109.5 . . ?
C37 N1 C36 106.4(4) . . ?
C37 N1 Ir1 119.6(3) . . ?
C36 N1 Ir1 129.8(3) . . ?
C37 N2 C35 108.4(4) . . ?
C37 N2 H2A 125.8 . . ?
C35 N2 H2A 125.8 . . ?
C11 N3 C7 119.4(5) . . ?
C11 N3 Ir1 125.1(4) . . ?
C7 N3 Ir1 115.6(4) . . ?
C22 N4 C18 119.1(5) . . ?
C22 N4 Ir1 125.2(4) . . ?
C18 N4 Ir1 115.7(4) . . ?
C2 C1 C6 116.9(5) . . ?
C2 C1 Ir1 128.5(4) . . ?
C6 C1 Ir1 114.1(4) . . ?
C3 C2 C1 121.2(6) . . ?
C3 C2 H2B 119.4 . . ?
C1 C2 H2B 119.4 . . ?
C2 C3 C4 120.3(6) . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 H3A 119.9 . . ?
C5 C4 C3 120.6(6) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C4 C5 C6 119.7(7) . . ?
C4 C5 H5A 120.2 . . ?
C6 C5 H5A 120.2 . . ?
C5 C6 C1 121.3(6) . . ?
C5 C6 C7 123.0(6) . . ?
C1 C6 C7 115.6(5) . . ?
N3 C7 C8 118.3(6) . . ?
N3 C7 C6 113.7(5) . . ?
C8 C7 C6 128.0(6) . . ?
C9 C8 C7 122.7(6) . . ?
C9 C8 H8A 118.7 . . ?
C7 C8 H8A 118.7 . . ?
C8 C9 C10 118.1(7) . . ?
C8 C9 H9A 120.9 . . ?
C10 C9 H9A 120.9 . . ?
C11 C10 C9 119.2(7) . . ?
C11 C10 H10A 120.4 . . ?
C9 C10 H10A 120.4 . . ?
N3 C11 C10 122.2(6) . . ?
N3 C11 H11A 118.9 . . ?
C10 C11 H11A 118.9 . . ?
C13 C12 C17 116.9(5) . . ?
C13 C12 Ir1 130.0(4) . . ?
C17 C12 Ir1 113.1(4) . . ?
C14 C13 C12 122.7(6) . . ?
C14 C13 H13A 118.6 . . ?
C12 C13 H13A 118.6 . . ?
C13 C14 C15 119.4(6) . . ?
C13 C14 H14A 120.3 . . ?
C15 C14 H14A 120.3 . . ?
C16 C15 C14 121.0(6) . . ?
C16 C15 H15A 119.5 . . ?
C14 C15 H15A 119.5 . . ?
C15 C16 C17 119.1(6) . . ?
C15 C16 H16A 120.4 . . ?
C17 C16 H16A 120.4 . . ?
C16 C17 C12 120.8(5) . . ?
C16 C17 C18 123.1(5) . . ?
C12 C17 C18 116.0(5) . . ?
N4 C18 C19 118.7(6) . . ?
N4 C18 C17 113.5(5) . . ?
C19 C18 C17 127.7(6) . . ?
C20 C19 C18 120.7(6) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C21 C20 C19 120.2(6) . . ?
C21 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
C20 C21 C22 117.9(7) . . ?
C20 C21 H21A 121.0 . . ?
C22 C21 H21A 121.0 . . ?
N4 C22 C21 123.3(6) . . ?
N4 C22 H22A 118.3 . . ?
C21 C22 H22A 118.3 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C23 130.9(5) . . ?
C25 C24 S1 110.4(5) . . ?
C23 C24 S1 118.7(5) . . ?
C24 C25 C26 110.8(5) . . ?
C24 C25 C35 126.9(5) . . ?
C26 C25 C35 122.3(5) . . ?
C27 C26 C25 113.7(6) . . ?
C27 C26 H26A 123.2 . . ?
C25 C26 H26A 123.2 . . ?
C26 C27 C28 125.6(7) . . ?
C26 C27 S1 111.6(5) . . ?
C28 C27 S1 122.8(6) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C29 128.8(5) . . ?
C31 C30 S2 110.8(5) . . ?
C29 C30 S2 120.4(4) . . ?
C30 C31 C32 112.0(5) . . ?
C30 C31 C36 125.7(5) . . ?
C32 C31 C36 122.2(5) . . ?
C33 C32 C31 114.5(6) . . ?
C33 C32 H32A 122.8 . . ?
C31 C32 H32A 122.8 . . ?
C32 C33 C34 128.4(6) . . ?
C32 C33 S2 110.2(5) . . ?
C34 C33 S2 121.3(5) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 N2 105.9(4) . . ?
C36 C35 C25 133.6(4) . . ?
N2 C35 C25 120.5(4) . . ?
C35 C36 N1 109.1(4) . . ?
C35 C36 C31 129.1(5) . . ?
N1 C36 C31 121.4(4) . . ?
N1 C37 N2 110.2(4) . . ?
N1 C37 C38 124.4(4) . . ?
N2 C37 C38 125.1(4) . . ?
C39 C38 C47 120.6(5) . . ?
C39 C38 C37 116.7(5) . . ?
C47 C38 C37 122.4(5) . . ?
O1 C39 C38 122.0(5) . . ?
O1 C39 C40 118.3(5) . . ?
C38 C39 C40 119.7(6) . . ?
C41 C40 C39 120.6(6) . . ?
C41 C40 H40A 119.7 . . ?
C39 C40 H40A 119.7 . . ?
C40 C41 C42 122.0(5) . . ?
C40 C41 H41A 119.0 . . ?
C42 C41 H41A 119.0 . . ?
C41 C42 C43 122.1(6) . . ?
C41 C42 C47 119.1(6) . . ?
C43 C42 C47 118.8(6) . . ?
C44 C43 C42 121.9(6) . . ?
C44 C43 H43A 119.0 . . ?
C42 C43 H43A 119.0 . . ?
C43 C44 C45 119.4(7) . . ?
C43 C44 H44A 120.3 . . ?
C45 C44 H44A 120.3 . . ?
C46 C45 C44 121.0(7) . . ?
C46 C45 H45A 119.5 . . ?
C44 C45 H45A 119.5 . . ?
C45 C46 C47 122.6(6) . . ?
C45 C46 H46A 118.7 . . ?
C47 C46 H46A 118.7 . . ?
C46 C47 C38 125.6(5) . . ?
C46 C47 C42 116.3(5) . . ?
C38 C47 C42 118.0(5) . . ?
O2 C48 H48A 109.3 . . ?
O2 C48 H48B 110.1 . . ?
H48A C48 H48B 109.5 . . ?
O2 C48 H48C 109.1 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.073
_refine_diff_density_min         -1.266
_refine_diff_density_rms         0.135
