# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_bww18169
_database_code_depnum_ccdc_archive 'CCDC 1836142'
_audit_update_record             
;
2018-11-22 deposited with the CCDC.
2019-02-04 downloaded from the CCDC.
;
_audit_creation_date             2018-04-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C46 H32 Ir N5 O2 P S2'
_chemical_formula_sum            'C46 H32 Ir N5 O2 P S2'
_chemical_formula_weight         974.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.412(2)
_cell_length_b                   16.497(3)
_cell_length_c                   20.917(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.85(3)
_cell_angle_gamma                90
_cell_volume                     3901.2(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13125
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.5778
_shelx_estimated_absorpt_T_max   0.578
_shelx_estimated_absorpt_T_min   0.517
_exptl_absorpt_coefficient_mu    3.618
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27635
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         2.321
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8506
_reflns_number_total             8899
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         8899
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²+6.5239P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0701
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 P1-H1
 1.970661 with sigma of 0.02
 Ir1-H1
 2.851195 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25),
  C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.43690(2) 0.08691(2) 0.73460(2) 0.01753(5) Uani 1 1 d D . . . .
S1 S 0.21273(10) 0.07421(7) 0.89423(5) 0.0401(3) Uani 1 1 d . . . . .
S2 S 0.74869(8) 0.13424(6) 0.63108(5) 0.0305(2) Uani 1 1 d . . . . .
P1 P 0.19475(8) -0.00005(5) 0.66629(4) 0.01960(17) Uani 1 1 d D . . . .
O1 O 0.3224(2) -0.01491(14) 0.69404(11) 0.0210(5) Uani 1 1 d D . . . .
H1 H 0.328(2) -0.0649(7) 0.7049(17) 0.031 Uiso 1 1 d DR . . . .
O2 O 0.2169(2) 0.19655(14) 0.57589(11) 0.0234(5) Uani 1 1 d . . . . .
N1 N 0.3146(3) 0.10905(17) 0.79550(14) 0.0220(6) Uani 1 1 d . . . . .
N2 N 0.5721(2) 0.07313(17) 0.67952(13) 0.0199(5) Uani 1 1 d . . . . .
N3 N 0.1614(3) 0.08717(17) 0.63344(14) 0.0238(6) Uani 1 1 d . . . . .
N4 N 0.3528(2) 0.15160(17) 0.65261(13) 0.0198(6) Uani 1 1 d . . . . .
N5 N 0.4028(3) 0.21472(17) 0.62084(14) 0.0233(6) Uani 1 1 d . . . . .
C1 C 0.1551(4) 0.1535(2) 0.8455(2) 0.0339(9) Uani 1 1 d . . . . .
C2 C 0.0572(4) 0.2034(3) 0.8508(2) 0.0423(11) Uani 1 1 d . . . . .
H2 H 0.0099 0.1952 0.8843 0.051 Uiso 1 1 calc R . . . .
C3 C 0.0316(4) 0.2640(3) 0.8067(2) 0.0456(12) Uani 1 1 d . . . . .
H3 H -0.0352 0.2975 0.8095 0.055 Uiso 1 1 calc R . . . .
C4 C 0.1000(4) 0.2783(3) 0.7578(2) 0.0397(10) Uani 1 1 d . . . . .
H4 H 0.0807 0.3220 0.7287 0.048 Uiso 1 1 calc R . . . .
C5 C 0.1966(3) 0.2290(2) 0.75136(19) 0.0299(8) Uani 1 1 d . . . . .
H5 H 0.2439 0.2385 0.7181 0.036 Uiso 1 1 calc R . . . .
C6 C 0.2223(3) 0.1655(2) 0.79479(18) 0.0269(8) Uani 1 1 d . . . . .
C7 C 0.3226(3) 0.0603(2) 0.84569(18) 0.0275(8) Uani 1 1 d . . . . .
C8 C 0.4214(3) 0.0052(2) 0.85589(18) 0.0289(8) Uani 1 1 d . . . . .
C9 C 0.4455(4) -0.0476(3) 0.9080(2) 0.0417(10) Uani 1 1 d . . . . .
H9 H 0.3932 -0.0508 0.9396 0.050 Uiso 1 1 calc R . . . .
C10 C 0.5450(5) -0.0949(3) 0.9136(2) 0.0464(11) Uani 1 1 d . . . . .
H10 H 0.5623 -0.1304 0.9494 0.056 Uiso 1 1 calc R . . . .
C11 C 0.6204(4) -0.0908(2) 0.8671(2) 0.0380(10) Uani 1 1 d . . . . .
H11 H 0.6882 -0.1248 0.8706 0.046 Uiso 1 1 calc R . . . .
C12 C 0.5977(3) -0.0373(2) 0.81501(18) 0.0271(7) Uani 1 1 d . . . . .
H12 H 0.6512 -0.0348 0.7840 0.033 Uiso 1 1 calc R . . . .
C13 C 0.4979(3) 0.0124(2) 0.80776(16) 0.0227(7) Uani 1 1 d . . . . .
C14 C 0.5897(3) 0.0222(2) 0.62842(16) 0.0233(7) Uani 1 1 d . . . . .
C15 C 0.5245(4) -0.0469(2) 0.60915(19) 0.0302(8) Uani 1 1 d . . . . .
H15 H 0.4616 -0.0642 0.6313 0.036 Uiso 1 1 calc R . . . .
C16 C 0.5540(4) -0.0896(2) 0.5567(2) 0.0408(10) Uani 1 1 d . . . . .
H16 H 0.5101 -0.1367 0.5424 0.049 Uiso 1 1 calc R . . . .
C17 C 0.6467(4) -0.0649(3) 0.5248(2) 0.0441(11) Uani 1 1 d . . . . .
H17 H 0.6651 -0.0956 0.4890 0.053 Uiso 1 1 calc R . . . .
C18 C 0.7129(4) 0.0031(3) 0.5436(2) 0.0383(10) Uani 1 1 d . . . . .
H18 H 0.7760 0.0198 0.5213 0.046 Uiso 1 1 calc R . . . .
C19 C 0.6842(3) 0.0464(2) 0.59642(17) 0.0283(8) Uani 1 1 d . . . . .
C20 C 0.6492(3) 0.1332(2) 0.68644(16) 0.0240(7) Uani 1 1 d . . . . .
C21 C 0.6418(3) 0.1913(2) 0.73733(17) 0.0247(7) Uani 1 1 d . . . . .
C22 C 0.7225(3) 0.2533(2) 0.75487(19) 0.0320(8) Uani 1 1 d . . . . .
H22 H 0.7878 0.2609 0.7318 0.038 Uiso 1 1 calc R . . . .
C23 C 0.7076(3) 0.3033(2) 0.8056(2) 0.0345(9) Uani 1 1 d . . . . .
H23 H 0.7629 0.3454 0.8182 0.041 Uiso 1 1 calc R . . . .
C24 C 0.6107(4) 0.2918(2) 0.8381(2) 0.0339(9) Uani 1 1 d . . . . .
H24 H 0.5999 0.3266 0.8730 0.041 Uiso 1 1 calc R . . . .
C25 C 0.5292(3) 0.2304(2) 0.82076(17) 0.0267(7) Uani 1 1 d . . . . .
H25 H 0.4637 0.2241 0.8439 0.032 Uiso 1 1 calc R . . . .
C26 C 0.5421(3) 0.1780(2) 0.76975(16) 0.0219(7) Uani 1 1 d . . . . .
C27 C 0.0938(3) -0.0161(2) 0.72380(16) 0.0222(7) Uani 1 1 d . . . . .
C28 C 0.1043(4) -0.0875(2) 0.75946(18) 0.0283(8) Uani 1 1 d . . . . .
H28 H 0.1673 -0.1239 0.7553 0.034 Uiso 1 1 calc R . . . .
C29 C 0.0238(4) -0.1058(2) 0.80074(19) 0.0334(9) Uani 1 1 d . . . . .
H29 H 0.0308 -0.1548 0.8248 0.040 Uiso 1 1 calc R . . . .
C30 C -0.0676(3) -0.0522(2) 0.80690(19) 0.0312(8) Uani 1 1 d . . . . .
H30 H -0.1231 -0.0647 0.8354 0.037 Uiso 1 1 calc R . . . .
C31 C -0.0786(4) 0.0188(3) 0.7723(2) 0.0352(9) Uani 1 1 d . . . . .
H31 H -0.1410 0.0554 0.7772 0.042 Uiso 1 1 calc R . . . .
C32 C 0.0015(3) 0.0370(2) 0.73019(19) 0.0297(8) Uani 1 1 d . . . . .
H32 H -0.0066 0.0857 0.7057 0.036 Uiso 1 1 calc R . . . .
C33 C 0.1527(3) -0.0744(2) 0.60444(17) 0.0241(7) Uani 1 1 d . . . . .
C34 C 0.0461(4) -0.0648(2) 0.56424(19) 0.0325(8) Uani 1 1 d . . . . .
H34 H -0.0040 -0.0205 0.5710 0.039 Uiso 1 1 calc R . . . .
C35 C 0.0120(4) -0.1189(3) 0.5144(2) 0.0419(10) Uani 1 1 d . . . . .
H35 H -0.0606 -0.1111 0.4870 0.050 Uiso 1 1 calc R . . . .
C36 C 0.0824(4) -0.1833(3) 0.5047(2) 0.0393(10) Uani 1 1 d . . . . .
H36 H 0.0590 -0.2201 0.4705 0.047 Uiso 1 1 calc R . . . .
C37 C 0.1880(4) -0.1951(3) 0.5448(2) 0.0423(10) Uani 1 1 d . . . . .
H37 H 0.2369 -0.2401 0.5382 0.051 Uiso 1 1 calc R . . . .
C38 C 0.2219(4) -0.1410(2) 0.59447(19) 0.0311(8) Uani 1 1 d . . . . .
H38 H 0.2940 -0.1497 0.6222 0.037 Uiso 1 1 calc R . . . .
C39 C 0.2435(3) 0.13937(19) 0.62386(15) 0.0196(6) Uani 1 1 d . . . . .
C40 C 0.3204(3) 0.2390(2) 0.57669(16) 0.0232(7) Uani 1 1 d . . . . .
C41 C 0.3247(4) 0.3032(2) 0.52899(17) 0.0287(8) Uani 1 1 d . . . . .
C42 C 0.2246(4) 0.3233(2) 0.48627(18) 0.0394(10) Uani 1 1 d . . . . .
H42 H 0.1522 0.2952 0.4871 0.047 Uiso 1 1 calc R . . . .
C43 C 0.2328(6) 0.3858(3) 0.4421(2) 0.0556(14) Uani 1 1 d . . . . .
H43 H 0.1653 0.4007 0.4128 0.067 Uiso 1 1 calc R . . . .
C44 C 0.3382(6) 0.4258(3) 0.4410(2) 0.0577(15) Uani 1 1 d . . . . .
H44 H 0.3425 0.4689 0.4113 0.069 Uiso 1 1 calc R . . . .
C45 C 0.4371(6) 0.4044(3) 0.4821(3) 0.0576(15) Uani 1 1 d . . . . .
H45 H 0.5095 0.4319 0.4799 0.069 Uiso 1 1 calc R . . . .
C46 C 0.4327(4) 0.3431(3) 0.5271(2) 0.0421(10) Uani 1 1 d . . . . .
H46 H 0.5011 0.3285 0.5559 0.051 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 O1 2.224(2) . ?
Ir1 N1 2.047(3) . ?
Ir1 N2 2.060(3) . ?
Ir1 N4 2.133(3) . ?
Ir1 C13 2.011(3) . ?
Ir1 C26 2.000(3) . ?
S1 C1 1.732(5) . ?
S1 C7 1.733(4) . ?
S2 C19 1.739(4) . ?
S2 C20 1.729(3) . ?
P1 O1 1.512(2) . ?
P1 N3 1.617(3) . ?
P1 C27 1.795(3) . ?
P1 C33 1.800(4) . ?
O1 H1 0.855(9) . ?
O2 C39 1.381(4) . ?
O2 C40 1.372(4) . ?
N1 C6 1.405(4) . ?
N1 C7 1.315(5) . ?
N2 C14 1.395(4) . ?
N2 C20 1.320(4) . ?
N3 C39 1.309(4) . ?
N4 N5 1.398(4) . ?
N4 C39 1.324(4) . ?
N5 C40 1.288(5) . ?
C1 C2 1.404(6) . ?
C1 C6 1.406(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.365(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(5) . ?
C7 C8 1.443(5) . ?
C8 C9 1.393(5) . ?
C8 C13 1.425(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.369(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.387(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.398(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.395(5) . ?
C14 C15 1.391(5) . ?
C14 C19 1.402(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.379(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.392(5) . ?
C20 C21 1.444(5) . ?
C21 C22 1.391(5) . ?
C21 C26 1.419(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.373(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.389(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.397(5) . ?
C27 C28 1.390(5) . ?
C27 C32 1.390(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.377(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.373(6) . ?
C31 H31 0.9500 . ?
C31 C32 1.386(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.390(5) . ?
C33 C38 1.386(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(6) . ?
C35 H35 0.9500 . ?
C35 C36 1.364(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(6) . ?
C37 H37 0.9500 . ?
C37 C38 1.384(6) . ?
C38 H38 0.9500 . ?
C40 C41 1.460(5) . ?
C41 C42 1.392(6) . ?
C41 C46 1.403(6) . ?
C42 H42 0.9500 . ?
C42 C43 1.395(6) . ?
C43 H43 0.9500 . ?
C43 C44 1.376(8) . ?
C44 H44 0.9500 . ?
C44 C45 1.368(8) . ?
C45 H45 0.9500 . ?
C45 C46 1.386(6) . ?
C46 H46 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ir1 O1 87.54(10) . . ?
N1 Ir1 N2 173.73(11) . . ?
N1 Ir1 N4 98.11(11) . . ?
N2 Ir1 O1 98.58(10) . . ?
N2 Ir1 N4 83.94(11) . . ?
N4 Ir1 O1 83.96(10) . . ?
C13 Ir1 O1 87.33(12) . . ?
C13 Ir1 N1 80.22(13) . . ?
C13 Ir1 N2 98.64(13) . . ?
C13 Ir1 N4 171.20(12) . . ?
C26 Ir1 O1 178.82(12) . . ?
C26 Ir1 N1 93.64(13) . . ?
C26 Ir1 N2 80.24(13) . . ?
C26 Ir1 N4 95.81(12) . . ?
C26 Ir1 C13 92.92(14) . . ?
C1 S1 C7 90.12(18) . . ?
C20 S2 C19 89.50(17) . . ?
O1 P1 N3 117.77(14) . . ?
O1 P1 C27 113.04(15) . . ?
O1 P1 C33 108.28(16) . . ?
N3 P1 C27 106.28(16) . . ?
N3 P1 C33 106.06(16) . . ?
C27 P1 C33 104.40(16) . . ?
Ir1 O1 H1 127.2(15) . . ?
P1 O1 Ir1 120.59(13) . . ?
P1 O1 H1 107.3(14) . . ?
C40 O2 C39 103.6(3) . . ?
C6 N1 Ir1 133.3(2) . . ?
C7 N1 Ir1 114.2(2) . . ?
C7 N1 C6 112.5(3) . . ?
C14 N2 Ir1 133.8(2) . . ?
C20 N2 Ir1 113.3(2) . . ?
C20 N2 C14 111.8(3) . . ?
C39 N3 P1 121.2(2) . . ?
N5 N4 Ir1 125.9(2) . . ?
C39 N4 Ir1 125.5(2) . . ?
C39 N4 N5 108.5(3) . . ?
C40 N5 N4 105.5(3) . . ?
C2 C1 S1 129.7(3) . . ?
C2 C1 C6 119.9(4) . . ?
C6 C1 S1 110.4(3) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.2(4) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.3(4) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.8 . . ?
C6 C5 C4 118.4(4) . . ?
C6 C5 H5 120.8 . . ?
N1 C6 C1 112.6(3) . . ?
C5 C6 N1 126.7(3) . . ?
C5 C6 C1 120.7(3) . . ?
N1 C7 S1 114.2(3) . . ?
N1 C7 C8 118.1(3) . . ?
C8 C7 S1 127.6(3) . . ?
C9 C8 C7 125.2(3) . . ?
C9 C8 C13 122.1(4) . . ?
C13 C8 C7 112.6(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.7(4) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0(4) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.7(4) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(4) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 Ir1 114.0(3) . . ?
C12 C13 Ir1 129.4(3) . . ?
C12 C13 C8 116.3(3) . . ?
N2 C14 C19 113.3(3) . . ?
C15 C14 N2 126.0(3) . . ?
C15 C14 C19 120.7(3) . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 118.0(4) . . ?
C16 C15 H15 121.0 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.1(4) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.7(4) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 121.2 . . ?
C17 C18 C19 117.6(4) . . ?
C19 C18 H18 121.2 . . ?
C14 C19 S2 110.3(3) . . ?
C18 C19 S2 128.8(3) . . ?
C18 C19 C14 120.9(4) . . ?
N2 C20 S2 115.0(3) . . ?
N2 C20 C21 118.3(3) . . ?
C21 C20 S2 126.7(3) . . ?
C22 C21 C20 125.4(3) . . ?
C22 C21 C26 122.2(3) . . ?
C26 C21 C20 112.4(3) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.9(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.1(4) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.4(4) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C21 C26 Ir1 114.9(2) . . ?
C25 C26 Ir1 128.7(3) . . ?
C25 C26 C21 116.4(3) . . ?
C28 C27 P1 117.9(3) . . ?
C32 C27 P1 122.4(3) . . ?
C32 C27 C28 119.5(3) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.4(4) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.5(4) . . ?
C30 C29 H29 120.2 . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.7(4) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 119.9(4) . . ?
C32 C31 H31 120.0 . . ?
C27 C32 H32 120.0 . . ?
C31 C32 C27 119.9(4) . . ?
C31 C32 H32 120.0 . . ?
C34 C33 P1 118.9(3) . . ?
C38 C33 P1 123.2(3) . . ?
C38 C33 C34 118.0(3) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 120.9(4) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(4) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.1(4) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 120.2 . . ?
C38 C37 C36 119.6(4) . . ?
C38 C37 H37 120.2 . . ?
C33 C38 H38 119.4 . . ?
C37 C38 C33 121.2(4) . . ?
C37 C38 H38 119.4 . . ?
N3 C39 O2 118.0(3) . . ?
N3 C39 N4 132.9(3) . . ?
N4 C39 O2 109.1(3) . . ?
O2 C40 C41 118.1(3) . . ?
N5 C40 O2 113.2(3) . . ?
N5 C40 C41 128.8(3) . . ?
C42 C41 C40 120.7(4) . . ?
C42 C41 C46 121.1(4) . . ?
C46 C41 C40 118.1(4) . . ?
C41 C42 H42 120.7 . . ?
C41 C42 C43 118.6(5) . . ?
C43 C42 H42 120.7 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120.3(5) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 119.6 . . ?
C45 C44 C43 120.9(4) . . ?
C45 C44 H44 119.6 . . ?
C44 C45 H45 119.6 . . ?
C44 C45 C46 120.8(5) . . ?
C46 C45 H45 119.6 . . ?
C41 C46 H46 120.8 . . ?
C45 C46 C41 118.4(5) . . ?
C45 C46 H46 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C6 C1 175.5(3) . . . . ?
Ir1 N1 C6 C5 -6.0(6) . . . . ?
Ir1 N1 C7 S1 -175.65(17) . . . . ?
Ir1 N1 C7 C8 6.9(4) . . . . ?
Ir1 N2 C14 C15 -14.1(5) . . . . ?
Ir1 N2 C14 C19 166.7(3) . . . . ?
Ir1 N2 C20 S2 -168.84(16) . . . . ?
Ir1 N2 C20 C21 10.0(4) . . . . ?
Ir1 N4 N5 C40 -176.7(2) . . . . ?
Ir1 N4 C39 O2 175.37(19) . . . . ?
Ir1 N4 C39 N3 -2.9(5) . . . . ?
S1 C1 C2 C3 178.1(3) . . . . ?
S1 C1 C6 N1 2.2(4) . . . . ?
S1 C1 C6 C5 -176.4(3) . . . . ?
S1 C7 C8 C9 0.0(6) . . . . ?
S1 C7 C8 C13 -177.1(3) . . . . ?
S2 C20 C21 C22 -7.6(6) . . . . ?
S2 C20 C21 C26 173.5(3) . . . . ?
P1 N3 C39 O2 155.9(2) . . . . ?
P1 N3 C39 N4 -26.0(5) . . . . ?
P1 C27 C28 C29 -175.1(3) . . . . ?
P1 C27 C32 C31 175.6(3) . . . . ?
P1 C33 C34 C35 177.7(3) . . . . ?
P1 C33 C38 C37 -177.7(3) . . . . ?
O1 P1 N3 C39 8.3(3) . . . . ?
O1 P1 C27 C28 -48.9(3) . . . . ?
O1 P1 C27 C32 135.9(3) . . . . ?
O1 P1 C33 C34 -169.0(3) . . . . ?
O1 P1 C33 C38 10.6(3) . . . . ?
O2 C40 C41 C42 3.3(5) . . . . ?
O2 C40 C41 C46 -176.0(3) . . . . ?
N1 C7 C8 C9 177.0(4) . . . . ?
N1 C7 C8 C13 -0.1(5) . . . . ?
N2 C14 C15 C16 179.3(4) . . . . ?
N2 C14 C19 S2 -0.7(4) . . . . ?
N2 C14 C19 C18 -179.0(3) . . . . ?
N2 C20 C21 C22 173.6(4) . . . . ?
N2 C20 C21 C26 -5.2(5) . . . . ?
N3 P1 O1 Ir1 30.7(2) . . . . ?
N3 P1 C27 C28 -179.6(3) . . . . ?
N3 P1 C27 C32 5.2(3) . . . . ?
N3 P1 C33 C34 -41.8(3) . . . . ?
N3 P1 C33 C38 137.8(3) . . . . ?
N4 N5 C40 O2 -0.1(4) . . . . ?
N4 N5 C40 C41 -179.4(3) . . . . ?
N5 N4 C39 O2 -3.7(3) . . . . ?
N5 N4 C39 N3 178.0(4) . . . . ?
N5 C40 C41 C42 -177.4(4) . . . . ?
N5 C40 C41 C46 3.3(6) . . . . ?
C1 S1 C7 N1 -2.2(3) . . . . ?
C1 S1 C7 C8 174.9(4) . . . . ?
C1 C2 C3 C4 -1.0(6) . . . . ?
C2 C1 C6 N1 -178.2(3) . . . . ?
C2 C1 C6 C5 3.2(6) . . . . ?
C2 C3 C4 C5 1.7(7) . . . . ?
C3 C4 C5 C6 0.1(6) . . . . ?
C4 C5 C6 N1 179.1(3) . . . . ?
C4 C5 C6 C1 -2.5(5) . . . . ?
C6 N1 C7 S1 3.9(4) . . . . ?
C6 N1 C7 C8 -173.5(3) . . . . ?
C6 C1 C2 C3 -1.4(6) . . . . ?
C7 S1 C1 C2 -179.6(4) . . . . ?
C7 S1 C1 C6 -0.1(3) . . . . ?
C7 N1 C6 C1 -3.9(4) . . . . ?
C7 N1 C6 C5 174.6(4) . . . . ?
C7 C8 C9 C10 -177.4(4) . . . . ?
C7 C8 C13 Ir1 -6.9(4) . . . . ?
C7 C8 C13 C12 178.3(3) . . . . ?
C8 C9 C10 C11 -0.8(7) . . . . ?
C9 C8 C13 Ir1 175.9(3) . . . . ?
C9 C8 C13 C12 1.1(5) . . . . ?
C9 C10 C11 C12 1.6(7) . . . . ?
C10 C11 C12 C13 -1.1(6) . . . . ?
C11 C12 C13 Ir1 -174.2(3) . . . . ?
C11 C12 C13 C8 -0.3(5) . . . . ?
C13 C8 C9 C10 -0.6(7) . . . . ?
C14 N2 C20 S2 0.8(4) . . . . ?
C14 N2 C20 C21 179.7(3) . . . . ?
C14 C15 C16 C17 0.8(7) . . . . ?
C15 C14 C19 S2 -179.9(3) . . . . ?
C15 C14 C19 C18 1.8(6) . . . . ?
C15 C16 C17 C18 -0.2(7) . . . . ?
C16 C17 C18 C19 0.4(7) . . . . ?
C17 C18 C19 S2 -179.2(4) . . . . ?
C17 C18 C19 C14 -1.2(6) . . . . ?
C19 S2 C20 N2 -1.0(3) . . . . ?
C19 S2 C20 C21 -179.8(3) . . . . ?
C19 C14 C15 C16 -1.5(6) . . . . ?
C20 S2 C19 C14 0.9(3) . . . . ?
C20 S2 C19 C18 179.1(4) . . . . ?
C20 N2 C14 C15 179.1(4) . . . . ?
C20 N2 C14 C19 -0.1(4) . . . . ?
C20 C21 C22 C23 -178.0(4) . . . . ?
C20 C21 C26 Ir1 -2.4(4) . . . . ?
C20 C21 C26 C25 178.7(3) . . . . ?
C21 C22 C23 C24 -0.8(6) . . . . ?
C22 C21 C26 Ir1 178.7(3) . . . . ?
C22 C21 C26 C25 -0.2(5) . . . . ?
C22 C23 C24 C25 0.4(6) . . . . ?
C23 C24 C25 C26 0.1(6) . . . . ?
C24 C25 C26 Ir1 -178.9(3) . . . . ?
C24 C25 C26 C21 -0.2(5) . . . . ?
C26 C21 C22 C23 0.8(6) . . . . ?
C27 P1 O1 Ir1 -93.91(18) . . . . ?
C27 P1 N3 C39 136.3(3) . . . . ?
C27 P1 C33 C34 70.3(3) . . . . ?
C27 P1 C33 C38 -110.1(3) . . . . ?
C27 C28 C29 C30 -0.5(6) . . . . ?
C28 C27 C32 C31 0.5(6) . . . . ?
C28 C29 C30 C31 0.1(6) . . . . ?
C29 C30 C31 C32 0.6(6) . . . . ?
C30 C31 C32 C27 -0.9(6) . . . . ?
C32 C27 C28 C29 0.2(6) . . . . ?
C33 P1 O1 Ir1 150.93(15) . . . . ?
C33 P1 N3 C39 -113.0(3) . . . . ?
C33 P1 C27 C28 68.5(3) . . . . ?
C33 P1 C27 C32 -106.6(3) . . . . ?
C33 C34 C35 C36 0.8(6) . . . . ?
C34 C33 C38 C37 1.9(6) . . . . ?
C34 C35 C36 C37 0.3(7) . . . . ?
C35 C36 C37 C38 -0.3(7) . . . . ?
C36 C37 C38 C33 -0.8(6) . . . . ?
C38 C33 C34 C35 -1.9(6) . . . . ?
C39 O2 C40 N5 -2.0(4) . . . . ?
C39 O2 C40 C41 177.4(3) . . . . ?
C39 N4 N5 C40 2.4(4) . . . . ?
C40 O2 C39 N3 -177.9(3) . . . . ?
C40 O2 C39 N4 3.5(3) . . . . ?
C40 C41 C42 C43 179.2(4) . . . . ?
C40 C41 C46 C45 -179.6(4) . . . . ?
C41 C42 C43 C44 0.4(7) . . . . ?
C42 C41 C46 C45 1.0(6) . . . . ?
C42 C43 C44 C45 1.1(8) . . . . ?
C43 C44 C45 C46 -1.6(8) . . . . ?
C44 C45 C46 C41 0.5(7) . . . . ?
C46 C41 C42 C43 -1.5(6) . . . . ?

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

data_bww19004_sqd
_database_code_depnum_ccdc_archive 'CCDC 1889387'
_audit_update_record             
;
2019-01-16 deposited with the CCDC.
2019-02-04 downloaded from the CCDC.
;
_audit_creation_date             2019-01-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H35 Ir N5 O2 P S2'
_chemical_formula_sum            'C54 H35 Ir N5 O2 P S2'
_chemical_formula_weight         1073.16
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.717(3)
_cell_length_b                   16.311(3)
_cell_length_c                   22.752(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.71(3)
_cell_angle_gamma                90
_cell_volume                     5090.0(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17432
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4855
_cell_measurement_theta_min      1.2484
_shelx_estimated_absorpt_T_max   0.680
_shelx_estimated_absorpt_T_min   0.567
_exptl_absorpt_coefficient_mu    2.780
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            36886
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.546
_diffrn_reflns_theta_min         1.940
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10816
_reflns_number_total             11614
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.257
_refine_diff_density_min         -2.106
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         11614
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+11.6896P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0980
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C27(H27), C29(H29),
  C30(H30), C31(H31), C32(H32), C34(H34), C38(H38), C39(H39), C40(H40),
 C41(H41), C42(H42), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C50(H50),
  C51(H51), C52(H52), C53(H53), C54(H54)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.28334(2) 0.26635(2) 0.35054(2) 0.02176(6) Uani 1 1 d . . . . .
S1 S 0.32700(8) 0.25818(7) 0.54658(4) 0.0285(2) Uani 1 1 d . . . . .
S2 S 0.40464(10) 0.23590(8) 0.16945(5) 0.0365(3) Uani 1 1 d . . . . .
P6 P 0.08465(8) 0.20795(7) 0.28141(5) 0.0267(2) Uani 1 1 d . . . . .
O1 O 0.0244(2) 0.41312(18) 0.35128(13) 0.0304(7) Uani 1 1 d . . . . .
O2 O 0.1703(2) 0.17885(17) 0.31856(12) 0.0261(6) Uani 1 1 d . . . . .
N1 N 0.2694(3) 0.2431(2) 0.43910(14) 0.0242(7) Uani 1 1 d . . . . .
N2 N 0.3212(2) 0.2842(2) 0.26405(14) 0.0221(7) Uani 1 1 d . . . . .
N3 N 0.1693(3) 0.4206(2) 0.39544(15) 0.0275(8) Uani 1 1 d . . . . .
N4 N 0.1667(2) 0.3526(2) 0.35788(14) 0.0237(7) Uani 1 1 d . . . . .
N5 N 0.0399(3) 0.2969(2) 0.29441(17) 0.0340(8) Uani 1 1 d . . . . .
C1 C 0.2289(3) 0.1939(3) 0.53182(18) 0.0288(9) Uani 1 1 d . . . . .
C2 C 0.1744(4) 0.1478(3) 0.5707(2) 0.0407(12) Uani 1 1 d . . . . .
H2 H 0.188317 0.148829 0.611747 0.049 Uiso 1 1 calc R . . . .
C3 C 0.0995(4) 0.1005(4) 0.5482(2) 0.0521(15) Uani 1 1 d . . . . .
H3 H 0.061147 0.068622 0.574075 0.063 Uiso 1 1 calc R . . . .
C4 C 0.0791(4) 0.0986(3) 0.4879(2) 0.0504(14) Uani 1 1 d . . . . .
H4 H 0.027476 0.064960 0.473548 0.061 Uiso 1 1 calc R . . . .
C5 C 0.1322(4) 0.1445(3) 0.4487(2) 0.0361(11) Uani 1 1 d . . . . .
H5 H 0.117567 0.143070 0.407758 0.043 Uiso 1 1 calc R . . . .
C6 C 0.2077(3) 0.1930(2) 0.47069(17) 0.0252(8) Uani 1 1 d . . . . .
C7 C 0.3352(3) 0.2796(3) 0.47229(17) 0.0256(8) Uani 1 1 d . . . . .
C8 C 0.4049(3) 0.3328(2) 0.44443(17) 0.0238(8) Uani 1 1 d . . . . .
C9 C 0.3864(3) 0.3419(2) 0.38291(16) 0.0216(8) Uani 1 1 d . . . . .
C10 C 0.4416(3) 0.3988(3) 0.35382(18) 0.0264(8) Uani 1 1 d . . . . .
H10 H 0.428730 0.408672 0.313313 0.032 Uiso 1 1 calc R . . . .
C11 C 0.5170(3) 0.4431(3) 0.38243(18) 0.0272(9) Uani 1 1 d . . . . .
C12 C 0.5741(3) 0.5021(3) 0.3528(2) 0.0345(10) Uani 1 1 d . . . . .
H12 H 0.558772 0.515588 0.313141 0.041 Uiso 1 1 calc R . . . .
C13 C 0.6514(3) 0.5400(3) 0.3806(2) 0.0362(10) Uani 1 1 d . . . . .
H13 H 0.689013 0.578995 0.359743 0.043 Uiso 1 1 calc R . . . .
C14 C 0.6754(3) 0.5218(3) 0.4394(2) 0.0348(10) Uani 1 1 d . . . . .
H14 H 0.730070 0.547431 0.457637 0.042 Uiso 1 1 calc R . . . .
C15 C 0.6207(3) 0.4677(3) 0.4701(2) 0.0324(10) Uani 1 1 d . . . . .
H15 H 0.635774 0.457211 0.510304 0.039 Uiso 1 1 calc R . . . .
C16 C 0.5405(3) 0.4265(3) 0.44233(18) 0.0271(9) Uani 1 1 d . . . . .
C17 C 0.4800(3) 0.3722(3) 0.47375(17) 0.0260(8) Uani 1 1 d . . . . .
H17 H 0.490947 0.362910 0.514525 0.031 Uiso 1 1 calc R . . . .
C18 C 0.3415(3) 0.3279(3) 0.16741(18) 0.0313(9) Uani 1 1 d . . . . .
C19 C 0.3280(4) 0.3810(3) 0.1200(2) 0.0419(12) Uani 1 1 d . . . . .
H19 H 0.353746 0.368630 0.082429 0.050 Uiso 1 1 calc R . . . .
C20 C 0.2765(4) 0.4518(3) 0.1293(2) 0.0457(13) Uani 1 1 d . . . . .
H20 H 0.265539 0.488504 0.097458 0.055 Uiso 1 1 calc R . . . .
C21 C 0.2396(4) 0.4710(3) 0.1848(2) 0.0419(12) Uani 1 1 d . . . . .
H21 H 0.206232 0.521418 0.190192 0.050 Uiso 1 1 calc R . . . .
C22 C 0.2510(3) 0.4180(3) 0.2317(2) 0.0312(9) Uani 1 1 d . . . . .
H22 H 0.224953 0.430848 0.269079 0.037 Uiso 1 1 calc R . . . .
C23 C 0.3018(3) 0.3450(3) 0.22271(17) 0.0247(8) Uani 1 1 d . . . . .
C24 C 0.3760(3) 0.2250(3) 0.24255(18) 0.0271(9) Uani 1 1 d . . . . .
C25 C 0.4106(3) 0.1617(3) 0.28228(19) 0.0286(9) Uani 1 1 d . . . . .
C26 C 0.3798(3) 0.1758(3) 0.34092(18) 0.0282(9) Uani 1 1 d . . . . .
C27 C 0.4133(4) 0.1207(3) 0.3837(2) 0.0371(11) Uani 1 1 d . . . . .
H27 H 0.395314 0.128497 0.423459 0.044 Uiso 1 1 calc R . . . .
C28 C 0.4729(4) 0.0542(3) 0.3691(2) 0.0404(11) Uani 1 1 d . . . . .
C29 C 0.5045(5) -0.0032(4) 0.4123(3) 0.0603(17) Uani 1 1 d . . . . .
H29 H 0.485029 0.004063 0.451916 0.072 Uiso 1 1 calc R . . . .
C30 C 0.5612(5) -0.0675(4) 0.3986(3) 0.071(2) Uani 1 1 d . . . . .
H30 H 0.580596 -0.105244 0.428257 0.085 Uiso 1 1 calc R . . . .
C31 C 0.5918(4) -0.0790(3) 0.3408(3) 0.0616(18) Uani 1 1 d . . . . .
H31 H 0.633642 -0.123525 0.331789 0.074 Uiso 1 1 calc R . . . .
C32 C 0.5622(4) -0.0268(3) 0.2969(3) 0.0500(14) Uani 1 1 d . . . . .
H32 H 0.581425 -0.036430 0.257557 0.060 Uiso 1 1 calc R . . . .
C33 C 0.5024(4) 0.0420(3) 0.3103(2) 0.0392(11) Uani 1 1 d . . . . .
C34 C 0.4687(4) 0.0972(3) 0.2667(2) 0.0381(11) Uani 1 1 d . . . . .
H34 H 0.486288 0.089527 0.226837 0.046 Uiso 1 1 calc R . . . .
C35 C 0.0795(3) 0.3484(3) 0.33220(18) 0.0269(9) Uani 1 1 d . . . . .
C36 C 0.0846(3) 0.4537(3) 0.39019(18) 0.0278(9) Uani 1 1 d . . . . .
C37 C 0.0484(3) 0.5274(3) 0.4194(2) 0.0317(10) Uani 1 1 d . . . . .
C38 C -0.0419(3) 0.5595(3) 0.4054(2) 0.0377(11) Uani 1 1 d . . . . .
H38 H -0.082043 0.533458 0.376600 0.045 Uiso 1 1 calc R . . . .
C39 C -0.0740(4) 0.6296(3) 0.4333(3) 0.0506(14) Uani 1 1 d . . . . .
H39 H -0.136118 0.651991 0.423693 0.061 Uiso 1 1 calc R . . . .
C40 C -0.0149(4) 0.6674(3) 0.4757(3) 0.0507(15) Uani 1 1 d . . . . .
H40 H -0.036698 0.715760 0.494790 0.061 Uiso 1 1 calc R . . . .
C41 C 0.0749(4) 0.6348(3) 0.4900(2) 0.0475(13) Uani 1 1 d . . . . .
H41 H 0.114736 0.660494 0.519112 0.057 Uiso 1 1 calc R . . . .
C42 C 0.1073(4) 0.5649(3) 0.4621(2) 0.0364(10) Uani 1 1 d . . . . .
H42 H 0.169296 0.542379 0.471958 0.044 Uiso 1 1 calc R . . . .
C43 C 0.1131(3) 0.2024(3) 0.20455(18) 0.0279(9) Uani 1 1 d . . . . .
C44 C 0.0932(4) 0.2655(3) 0.1654(2) 0.0374(11) Uani 1 1 d . . . . .
H44 H 0.062491 0.314157 0.178699 0.045 Uiso 1 1 calc R . . . .
C45 C 0.1183(4) 0.2576(3) 0.1065(2) 0.0445(13) Uani 1 1 d . . . . .
H45 H 0.104508 0.300728 0.079581 0.053 Uiso 1 1 calc R . . . .
C46 C 0.1630(4) 0.1871(3) 0.0874(2) 0.0444(12) Uani 1 1 d . . . . .
H46 H 0.181200 0.182092 0.047422 0.053 Uiso 1 1 calc R . . . .
C47 C 0.1816(4) 0.1236(3) 0.1260(2) 0.0418(12) Uani 1 1 d . . . . .
H47 H 0.211167 0.074700 0.112243 0.050 Uiso 1 1 calc R . . . .
C48 C 0.1575(3) 0.1306(3) 0.18443(19) 0.0351(10) Uani 1 1 d . . . . .
H48 H 0.171060 0.086967 0.210919 0.042 Uiso 1 1 calc R . . . .
C49 C -0.0131(3) 0.1345(3) 0.29000(18) 0.0295(9) Uani 1 1 d . . . . .
C50 C -0.1081(4) 0.1549(3) 0.2746(2) 0.0438(12) Uani 1 1 d . . . . .
H50 H -0.122698 0.208760 0.261223 0.053 Uiso 1 1 calc R . . . .
C51 C -0.1820(4) 0.0971(4) 0.2785(3) 0.0554(16) Uani 1 1 d . . . . .
H51 H -0.247195 0.111769 0.268650 0.066 Uiso 1 1 calc R . . . .
C52 C -0.1606(4) 0.0181(4) 0.2968(2) 0.0510(15) Uani 1 1 d . . . . .
H52 H -0.211232 -0.021459 0.299587 0.061 Uiso 1 1 calc R . . . .
C53 C -0.0650(4) -0.0035(3) 0.3112(2) 0.0458(13) Uani 1 1 d . . . . .
H53 H -0.050092 -0.057928 0.323129 0.055 Uiso 1 1 calc R . . . .
C54 C 0.0085(4) 0.0551(3) 0.30806(19) 0.0359(10) Uani 1 1 d . . . . .
H54 H 0.073706 0.040726 0.318274 0.043 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 O2 2.223(3) . ?
Ir1 N1 2.062(3) . ?
Ir1 N2 2.062(3) . ?
Ir1 N4 2.138(3) . ?
Ir1 C9 2.008(4) . ?
Ir1 C26 1.997(4) . ?
S1 C1 1.735(5) . ?
S1 C7 1.731(4) . ?
S2 C18 1.733(5) . ?
S2 C24 1.723(4) . ?
P6 O2 1.515(3) . ?
P6 N5 1.604(4) . ?
P6 C43 1.799(4) . ?
P6 C49 1.811(4) . ?
O1 C35 1.372(5) . ?
O1 C36 1.374(5) . ?
N1 C6 1.384(5) . ?
N1 C7 1.312(5) . ?
N2 C23 1.391(5) . ?
N2 C24 1.320(5) . ?
N3 N4 1.401(4) . ?
N3 C36 1.285(5) . ?
N4 C35 1.327(5) . ?
N5 C35 1.315(5) . ?
C1 C2 1.387(6) . ?
C1 C6 1.417(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.379(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(6) . ?
C7 C8 1.444(6) . ?
C8 C9 1.427(5) . ?
C8 C17 1.379(6) . ?
C9 C10 1.373(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.414(6) . ?
C11 C12 1.416(6) . ?
C11 C16 1.423(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.374(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.405(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.358(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.430(6) . ?
C16 C17 1.414(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(6) . ?
C18 C23 1.405(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.371(8) . ?
C20 H20 0.9500 . ?
C20 C21 1.401(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(6) . ?
C22 H22 0.9500 . ?
C22 C23 1.396(6) . ?
C24 C25 1.449(6) . ?
C25 C26 1.423(6) . ?
C25 C34 1.369(6) . ?
C26 C27 1.398(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.400(7) . ?
C28 C29 1.421(7) . ?
C28 C33 1.416(7) . ?
C29 H29 0.9500 . ?
C29 C30 1.345(8) . ?
C30 H30 0.9500 . ?
C30 C31 1.398(9) . ?
C31 H31 0.9500 . ?
C31 C32 1.369(8) . ?
C32 H32 0.9500 . ?
C32 C33 1.424(6) . ?
C33 C34 1.413(7) . ?
C34 H34 0.9500 . ?
C36 C37 1.463(6) . ?
C37 C38 1.380(7) . ?
C37 C42 1.397(6) . ?
C38 H38 0.9500 . ?
C38 C39 1.383(6) . ?
C39 H39 0.9500 . ?
C39 C40 1.396(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.377(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(6) . ?
C43 C48 1.399(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.393(7) . ?
C45 H45 0.9500 . ?
C45 C46 1.376(8) . ?
C46 H46 0.9500 . ?
C46 C47 1.379(7) . ?
C47 H47 0.9500 . ?
C47 C48 1.378(6) . ?
C48 H48 0.9500 . ?
C49 C50 1.386(7) . ?
C49 C54 1.390(6) . ?
C50 H50 0.9500 . ?
C50 C51 1.388(7) . ?
C51 H51 0.9500 . ?
C51 C52 1.385(9) . ?
C52 H52 0.9500 . ?
C52 C53 1.393(8) . ?
C53 H53 0.9500 . ?
C53 C54 1.392(7) . ?
C54 H54 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ir1 O2 97.42(12) . . ?
N1 Ir1 N2 170.46(14) . . ?
N1 Ir1 N4 88.05(13) . . ?
N2 Ir1 O2 87.78(12) . . ?
N2 Ir1 N4 100.34(13) . . ?
N4 Ir1 O2 85.90(12) . . ?
C9 Ir1 O2 177.19(13) . . ?
C9 Ir1 N1 80.08(15) . . ?
C9 Ir1 N2 94.52(14) . . ?
C9 Ir1 N4 95.26(15) . . ?
C26 Ir1 O2 87.10(14) . . ?
C26 Ir1 N1 92.33(16) . . ?
C26 Ir1 N2 79.89(15) . . ?
C26 Ir1 N4 172.98(15) . . ?
C26 Ir1 C9 91.71(16) . . ?
C7 S1 C1 89.6(2) . . ?
C24 S2 C18 89.7(2) . . ?
O2 P6 N5 118.45(18) . . ?
O2 P6 C43 110.51(19) . . ?
O2 P6 C49 107.61(19) . . ?
N5 P6 C43 108.3(2) . . ?
N5 P6 C49 107.0(2) . . ?
C43 P6 C49 103.97(19) . . ?
C35 O1 C36 104.2(3) . . ?
P6 O2 Ir1 120.95(16) . . ?
C6 N1 Ir1 132.9(3) . . ?
C7 N1 Ir1 114.1(3) . . ?
C7 N1 C6 112.9(3) . . ?
C23 N2 Ir1 134.2(3) . . ?
C24 N2 Ir1 113.7(3) . . ?
C24 N2 C23 112.1(3) . . ?
C36 N3 N4 105.1(3) . . ?
N3 N4 Ir1 123.8(3) . . ?
C35 N4 Ir1 127.1(3) . . ?
C35 N4 N3 108.9(3) . . ?
C35 N5 P6 122.9(3) . . ?
C2 C1 S1 128.8(4) . . ?
C2 C1 C6 121.0(4) . . ?
C6 C1 S1 110.2(3) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.0(4) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(5) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.4(5) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.2(4) . . ?
C6 C5 H5 120.9 . . ?
N1 C6 C1 112.6(4) . . ?
N1 C6 C5 127.3(4) . . ?
C5 C6 C1 120.1(4) . . ?
N1 C7 S1 114.7(3) . . ?
N1 C7 C8 118.3(4) . . ?
C8 C7 S1 126.9(3) . . ?
C9 C8 C7 112.5(4) . . ?
C17 C8 C7 124.2(4) . . ?
C17 C8 C9 123.3(4) . . ?
C8 C9 Ir1 114.3(3) . . ?
C10 C9 Ir1 128.9(3) . . ?
C10 C9 C8 116.8(4) . . ?
C9 C10 H10 119.1 . . ?
C9 C10 C11 121.9(4) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C12 122.3(4) . . ?
C10 C11 C16 119.9(4) . . ?
C12 C11 C16 117.7(4) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.9(4) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.3(4) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 119.9(4) . . ?
C17 C16 C11 118.5(4) . . ?
C17 C16 C15 121.6(4) . . ?
C8 C17 C16 119.1(4) . . ?
C8 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C19 C18 S2 128.3(4) . . ?
C19 C18 C23 121.4(4) . . ?
C23 C18 S2 110.3(3) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 C18 117.9(5) . . ?
C20 C19 H19 121.1 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.3(4) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(5) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.9 . . ?
C21 C22 C23 118.2(4) . . ?
C23 C22 H22 120.9 . . ?
N2 C23 C18 113.0(4) . . ?
N2 C23 C22 126.9(4) . . ?
C22 C23 C18 120.0(4) . . ?
N2 C24 S2 114.9(3) . . ?
N2 C24 C25 118.3(4) . . ?
C25 C24 S2 126.8(3) . . ?
C26 C25 C24 111.8(4) . . ?
C34 C25 C24 125.0(4) . . ?
C34 C25 C26 123.2(4) . . ?
C25 C26 Ir1 115.3(3) . . ?
C27 C26 Ir1 127.8(3) . . ?
C27 C26 C25 116.7(4) . . ?
C26 C27 H27 119.3 . . ?
C26 C27 C28 121.4(5) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C29 121.3(5) . . ?
C27 C28 C33 120.5(4) . . ?
C33 C28 C29 118.2(5) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 C28 121.6(6) . . ?
C30 C29 H29 119.2 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.3(6) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 119.6 . . ?
C32 C31 C30 120.8(6) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.0(6) . . ?
C33 C32 H32 120.0 . . ?
C28 C33 C32 119.0(5) . . ?
C34 C33 C28 118.6(4) . . ?
C34 C33 C32 122.3(5) . . ?
C25 C34 C33 119.6(5) . . ?
C25 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
N4 C35 O1 108.6(3) . . ?
N5 C35 O1 118.3(4) . . ?
N5 C35 N4 133.1(4) . . ?
O1 C36 C37 119.0(4) . . ?
N3 C36 O1 113.2(4) . . ?
N3 C36 C37 127.9(4) . . ?
C38 C37 C36 121.0(4) . . ?
C38 C37 C42 120.3(4) . . ?
C42 C37 C36 118.7(4) . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.8(5) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.8(5) . . ?
C40 C39 H39 120.1 . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.2(5) . . ?
C41 C40 H40 119.9 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.1(5) . . ?
C42 C41 H41 119.9 . . ?
C37 C42 H42 120.2 . . ?
C41 C42 C37 119.7(5) . . ?
C41 C42 H42 120.2 . . ?
C44 C43 P6 122.9(4) . . ?
C44 C43 C48 119.6(4) . . ?
C48 C43 P6 117.5(3) . . ?
C43 C44 H44 120.0 . . ?
C43 C44 C45 120.0(5) . . ?
C45 C44 H44 120.0 . . ?
C44 C45 H45 120.1 . . ?
C46 C45 C44 119.8(5) . . ?
C46 C45 H45 120.1 . . ?
C45 C46 H46 119.8 . . ?
C45 C46 C47 120.4(5) . . ?
C47 C46 H46 119.8 . . ?
C46 C47 H47 119.8 . . ?
C48 C47 C46 120.5(5) . . ?
C48 C47 H47 119.8 . . ?
C43 C48 H48 120.1 . . ?
C47 C48 C43 119.7(5) . . ?
C47 C48 H48 120.1 . . ?
C50 C49 P6 120.6(4) . . ?
C50 C49 C54 119.7(4) . . ?
C54 C49 P6 119.5(4) . . ?
C49 C50 H50 119.8 . . ?
C49 C50 C51 120.4(5) . . ?
C51 C50 H50 119.8 . . ?
C50 C51 H51 120.0 . . ?
C52 C51 C50 120.0(6) . . ?
C52 C51 H51 120.0 . . ?
C51 C52 H52 120.0 . . ?
C51 C52 C53 120.0(5) . . ?
C53 C52 H52 120.0 . . ?
C52 C53 H53 120.1 . . ?
C54 C53 C52 119.7(5) . . ?
C54 C53 H53 120.1 . . ?
C49 C54 C53 120.1(5) . . ?
C49 C54 H54 119.9 . . ?
C53 C54 H54 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C6 C1 176.9(3) . . . . ?
Ir1 N1 C6 C5 -2.6(7) . . . . ?
Ir1 N1 C7 S1 -178.03(18) . . . . ?
Ir1 N1 C7 C8 2.5(5) . . . . ?
Ir1 N2 C23 C18 -177.5(3) . . . . ?
Ir1 N2 C23 C22 3.9(7) . . . . ?
Ir1 N2 C24 S2 177.4(2) . . . . ?
Ir1 N2 C24 C25 -6.4(5) . . . . ?
Ir1 N4 C35 O1 176.2(2) . . . . ?
Ir1 N4 C35 N5 -3.9(7) . . . . ?
Ir1 C9 C10 C11 -175.0(3) . . . . ?
Ir1 C26 C27 C28 172.6(4) . . . . ?
S1 C1 C2 C3 -179.6(4) . . . . ?
S1 C1 C6 N1 -0.3(5) . . . . ?
S1 C1 C6 C5 179.2(4) . . . . ?
S1 C7 C8 C9 -175.4(3) . . . . ?
S1 C7 C8 C17 3.4(6) . . . . ?
S2 C18 C19 C20 -178.7(4) . . . . ?
S2 C18 C23 N2 -1.2(5) . . . . ?
S2 C18 C23 C22 177.5(3) . . . . ?
S2 C24 C25 C26 174.4(3) . . . . ?
S2 C24 C25 C34 -3.4(7) . . . . ?
P6 N5 C35 O1 -163.9(3) . . . . ?
P6 N5 C35 N4 16.3(7) . . . . ?
P6 C43 C44 C45 179.2(4) . . . . ?
P6 C43 C48 C47 -179.4(4) . . . . ?
P6 C49 C50 C51 176.8(4) . . . . ?
P6 C49 C54 C53 -175.9(3) . . . . ?
O1 C36 C37 C38 -4.6(6) . . . . ?
O1 C36 C37 C42 175.3(4) . . . . ?
O2 P6 N5 C35 6.2(5) . . . . ?
O2 P6 C43 C44 -134.0(4) . . . . ?
O2 P6 C43 C48 45.8(4) . . . . ?
O2 P6 C49 C50 162.6(3) . . . . ?
O2 P6 C49 C54 -22.3(4) . . . . ?
N1 C7 C8 C9 4.0(5) . . . . ?
N1 C7 C8 C17 -177.3(4) . . . . ?
N2 C24 C25 C26 -1.4(6) . . . . ?
N2 C24 C25 C34 -179.2(4) . . . . ?
N3 N4 C35 O1 0.9(4) . . . . ?
N3 N4 C35 N5 -179.2(5) . . . . ?
N3 C36 C37 C38 174.3(4) . . . . ?
N3 C36 C37 C42 -5.7(7) . . . . ?
N4 N3 C36 O1 -0.3(5) . . . . ?
N4 N3 C36 C37 -179.4(4) . . . . ?
N5 P6 O2 Ir1 -34.8(3) . . . . ?
N5 P6 C43 C44 -2.8(5) . . . . ?
N5 P6 C43 C48 177.1(3) . . . . ?
N5 P6 C49 C50 34.2(4) . . . . ?
N5 P6 C49 C54 -150.6(3) . . . . ?
C1 S1 C7 N1 1.0(4) . . . . ?
C1 S1 C7 C8 -179.6(4) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
C2 C1 C6 N1 179.6(4) . . . . ?
C2 C1 C6 C5 -0.9(7) . . . . ?
C2 C3 C4 C5 -0.7(10) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C4 C5 C6 N1 179.9(5) . . . . ?
C4 C5 C6 C1 0.5(7) . . . . ?
C6 N1 C7 S1 -1.4(5) . . . . ?
C6 N1 C7 C8 179.2(4) . . . . ?
C6 C1 C2 C3 0.6(8) . . . . ?
C7 S1 C1 C2 179.8(5) . . . . ?
C7 S1 C1 C6 -0.4(3) . . . . ?
C7 N1 C6 C1 1.1(5) . . . . ?
C7 N1 C6 C5 -178.4(4) . . . . ?
C7 C8 C9 Ir1 -8.7(4) . . . . ?
C7 C8 C9 C10 172.5(4) . . . . ?
C7 C8 C17 C16 -176.5(4) . . . . ?
C8 C9 C10 C11 3.6(6) . . . . ?
C9 C8 C17 C16 2.1(6) . . . . ?
C9 C10 C11 C12 -179.8(4) . . . . ?
C9 C10 C11 C16 2.9(6) . . . . ?
C10 C11 C12 C13 -175.4(4) . . . . ?
C10 C11 C16 C15 176.1(4) . . . . ?
C10 C11 C16 C17 -7.1(6) . . . . ?
C11 C12 C13 C14 -0.5(8) . . . . ?
C11 C16 C17 C8 4.6(6) . . . . ?
C12 C11 C16 C15 -1.2(6) . . . . ?
C12 C11 C16 C17 175.6(4) . . . . ?
C12 C13 C14 C15 -1.7(8) . . . . ?
C13 C14 C15 C16 2.4(7) . . . . ?
C14 C15 C16 C11 -0.9(7) . . . . ?
C14 C15 C16 C17 -177.6(4) . . . . ?
C15 C16 C17 C8 -178.7(4) . . . . ?
C16 C11 C12 C13 2.0(7) . . . . ?
C17 C8 C9 Ir1 172.5(3) . . . . ?
C17 C8 C9 C10 -6.2(6) . . . . ?
C18 S2 C24 N2 1.6(4) . . . . ?
C18 S2 C24 C25 -174.3(4) . . . . ?
C18 C19 C20 C21 1.0(8) . . . . ?
C19 C18 C23 N2 178.7(4) . . . . ?
C19 C18 C23 C22 -2.6(7) . . . . ?
C19 C20 C21 C22 -2.3(8) . . . . ?
C20 C21 C22 C23 1.1(7) . . . . ?
C21 C22 C23 N2 179.8(4) . . . . ?
C21 C22 C23 C18 1.3(7) . . . . ?
C23 N2 C24 S2 -2.5(5) . . . . ?
C23 N2 C24 C25 173.7(4) . . . . ?
C23 C18 C19 C20 1.4(7) . . . . ?
C24 S2 C18 C19 179.9(5) . . . . ?
C24 S2 C18 C23 -0.1(3) . . . . ?
C24 N2 C23 C18 2.4(5) . . . . ?
C24 N2 C23 C22 -176.2(4) . . . . ?
C24 C25 C26 Ir1 8.8(5) . . . . ?
C24 C25 C26 C27 -176.7(4) . . . . ?
C24 C25 C34 C33 176.2(4) . . . . ?
C25 C26 C27 C28 -1.1(7) . . . . ?
C26 C25 C34 C33 -1.4(7) . . . . ?
C26 C27 C28 C29 -178.1(5) . . . . ?
C26 C27 C28 C33 1.3(8) . . . . ?
C27 C28 C29 C30 179.6(6) . . . . ?
C27 C28 C33 C32 -179.3(5) . . . . ?
C27 C28 C33 C34 -1.5(7) . . . . ?
C28 C29 C30 C31 0.8(11) . . . . ?
C28 C33 C34 C25 1.5(7) . . . . ?
C29 C28 C33 C32 0.1(8) . . . . ?
C29 C28 C33 C34 177.9(5) . . . . ?
C29 C30 C31 C32 -2.1(11) . . . . ?
C30 C31 C32 C33 2.4(9) . . . . ?
C31 C32 C33 C28 -1.4(8) . . . . ?
C31 C32 C33 C34 -179.1(5) . . . . ?
C32 C33 C34 C25 179.3(5) . . . . ?
C33 C28 C29 C30 0.2(9) . . . . ?
C34 C25 C26 Ir1 -173.4(4) . . . . ?
C34 C25 C26 C27 1.1(7) . . . . ?
C35 O1 C36 N3 0.9(5) . . . . ?
C35 O1 C36 C37 180.0(4) . . . . ?
C36 O1 C35 N4 -1.1(4) . . . . ?
C36 O1 C35 N5 179.0(4) . . . . ?
C36 N3 N4 Ir1 -175.9(3) . . . . ?
C36 N3 N4 C35 -0.4(4) . . . . ?
C36 C37 C38 C39 -179.4(4) . . . . ?
C36 C37 C42 C41 179.5(4) . . . . ?
C37 C38 C39 C40 -0.2(8) . . . . ?
C38 C37 C42 C41 -0.5(7) . . . . ?
C38 C39 C40 C41 -0.4(8) . . . . ?
C39 C40 C41 C42 0.5(8) . . . . ?
C40 C41 C42 C37 0.0(8) . . . . ?
C42 C37 C38 C39 0.6(7) . . . . ?
C43 P6 O2 Ir1 90.8(2) . . . . ?
C43 P6 N5 C35 -120.5(4) . . . . ?
C43 P6 C49 C50 -80.2(4) . . . . ?
C43 P6 C49 C54 95.0(4) . . . . ?
C43 C44 C45 C46 -0.2(8) . . . . ?
C44 C43 C48 C47 0.4(7) . . . . ?
C44 C45 C46 C47 1.2(8) . . . . ?
C45 C46 C47 C48 -1.4(8) . . . . ?
C46 C47 C48 C43 0.6(8) . . . . ?
C48 C43 C44 C45 -0.6(7) . . . . ?
C49 P6 O2 Ir1 -156.28(18) . . . . ?
C49 P6 N5 C35 127.9(4) . . . . ?
C49 P6 C43 C44 110.8(4) . . . . ?
C49 P6 C43 C48 -69.4(4) . . . . ?
C49 C50 C51 C52 -1.3(8) . . . . ?
C50 C49 C54 C53 -0.7(7) . . . . ?
C50 C51 C52 C53 -0.1(8) . . . . ?
C51 C52 C53 C54 1.1(7) . . . . ?
C52 C53 C54 C49 -0.7(7) . . . . ?
C54 C49 C50 C51 1.7(7) . . . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
2 0 0 2.970
0 2 0 2.497
1 4 0 5.216
-1 0 1 1.724
1 0 1 1.743
-5 1 1 7.591
-3 1 1 4.706
-1 1 1 2.129
0 1 1 1.536
1 1 1 2.144
2 1 1 3.355
0 0 2 1.790
-2 1 2 3.669
-1 1 2 2.628
0 1 2 2.183
1 1 2 2.653
-3 2 2 5.400
3 2 2 5.437
2 4 2 6.101
-5 4 3 9.355
5 5 3 10.140

_platon_squeeze_details          
;
TITL bww19004 in P2(1)/n
CELL   13.7170   16.3110   22.7520     90.00     90.71     90.00
SPGR P21/n
# Solvent Accessible Volume =      1043
# Electrons Found in S.A.V. =       323
# Note: Atoms in Void are Labelled as Cxxx and Qxxx for all Others
C101 0.654 0.641 0.057 !      11.37 eA-3
C102 0.641 0.204 0.442 !      10.85 eA-3
C103 0.726 0.846 0.173 !       6.87 eA-3
C104 0.711 0.310 0.282 !       5.73 eA-3
C105 0.738 0.313 0.230 !       5.66 eA-3
C106 0.621 0.266 0.293 !       4.63 eA-3
C107 0.329 0.735 0.769 !       3.21 eA-3
C108 0.725 0.110 0.436 !       2.87 eA-3
C109 0.761 0.077 0.458 !       2.50 eA-3
C110 0.752 0.658 0.048 !       2.12 eA-3
C111 0.303 0.299 0.963 !       1.95 eA-3
Q112 0.185 0.734 0.157 !       1.81 eA-3
Q113 0.296 0.813 0.151 !       1.63 eA-3
C114 0.703 0.060 0.497 !       1.40 eA-3
Q115 0.181 0.266 0.336 !       1.37 eA-3
Q116 0.275 0.750 0.102 !       1.23 eA-3
Q117 0.115 0.779 0.141 !       1.22 eA-3
Q118 0.316 0.309 0.304 !       1.12 eA-3
C119 0.748 0.731 0.046 !       1.05 eA-3
C120 0.719 0.282 0.428 !       1.03 eA-3
Q121 0.157 0.845 0.145 !       0.99 eA-3
Q122 0.812 0.237 0.787 !       0.96 eA-3
Q123 0.280 0.343 0.351 !       0.92 eA-3
Q124 0.291 0.702 0.153 !       0.90 eA-3
Q125 0.264 0.203 0.392 !       0.90 eA-3
Q126 0.187 0.749 0.097 !       0.88 eA-3
C127 0.230 0.221 0.839 !       0.87 eA-3
Q128 0.124 0.235 0.327 !       0.86 eA-3
Q129 0.979 0.248 0.928 !       0.81 eA-3
Q130 0.794 0.097 0.857 !       0.80 eA-3
Q131 0.077 0.762 0.749 !       0.80 eA-3
Q132 0.653 0.299 0.447 !       0.80 eA-3
Q133 0.415 0.843 0.160 !       0.79 eA-3
Q134 0.549 0.248 0.243 !       0.79 eA-3
Q135 0.895 0.683 0.101 !       0.79 eA-3
Q136 0.719 0.813 0.658 !       0.78 eA-3
Q137 0.316 0.213 0.304 !       0.77 eA-3
Q138 0.326 0.184 0.546 !       0.76 eA-3
Q139 0.355 0.249 0.018 !       0.74 eA-3
Q140 0.315 0.844 0.204 !       0.74 eA-3
Q141 0.146 0.706 0.140 !       0.74 eA-3
Q142 0.296 0.220 0.258 !       0.72 eA-3
Q143 0.423 0.843 0.567 !       0.72 eA-3
Q144 0.447 0.721 0.693 !       0.72 eA-3
Q145 0.256 0.263 0.329 !       0.71 eA-3
C146 0.797 0.346 0.388 !       0.71 eA-3
Q147 0.920 0.394 0.764 !       0.71 eA-3
Q148 0.543 0.746 0.050 !       0.71 eA-3
Q149 0.953 0.612 0.648 !       0.70 eA-3
Q150 0.367 0.750 0.124 !       0.68 eA-3
Q151 0.437 0.313 0.359 !       0.68 eA-3
C152 0.224 0.186 0.891 !       0.67 eA-3
Q153 0.941 0.715 0.027 !       0.67 eA-3
C154 0.719 0.254 0.380 !       0.67 eA-3
Q155 0.671 0.955 0.102 !       0.67 eA-3
Q156 0.368 0.363 0.400 !       0.65 eA-3
Q157 0.973 0.058 0.820 !       0.65 eA-3
Q158 0.749 0.211 0.795 !       0.65 eA-3
Q159 0.514 0.815 0.631 !       0.64 eA-3
Q160 0.769 0.467 0.832 !       0.63 eA-3
Q161 0.866 0.689 0.670 !       0.63 eA-3
Q162 0.948 0.251 0.850 !       0.63 eA-3
Q163 0.464 0.924 0.380 !       0.63 eA-3
Q164 0.198 0.311 0.113 !       0.63 eA-3
Q165 0.552 0.313 0.783 !       0.63 eA-3
Q166 0.249 0.730 0.204 !       0.63 eA-3
C167 0.664 0.233 0.364 !       0.63 eA-3
Q168 0.074 0.829 0.169 !       0.62 eA-3
Q169 0.390 0.873 0.614 !       0.62 eA-3
Q170 0.483 0.093 0.248 !       0.62 eA-3
Q171 0.893 0.175 0.915 !       0.62 eA-3
Q172 0.375 0.157 0.325 !       0.62 eA-3
Q173 0.794 0.252 0.719 !       0.62 eA-3
Q174 0.218 0.685 0.127 !       0.61 eA-3
Q175 0.061 0.437 0.560 !       0.61 eA-3
Q176 0.407 0.187 0.258 !       0.61 eA-3
Q177 0.076 0.890 0.531 !       0.61 eA-3
Q178 0.156 0.436 0.200 !       0.60 eA-3
Q179 0.302 0.293 0.247 !       0.60 eA-3
Q180 0.889 0.281 0.047 !       0.60 eA-3
Q181 0.033 0.701 0.095 !       0.60 eA-3
Q182 0.964 0.106 0.274 !       0.60 eA-3
Q183 0.456 0.845 0.536 !       0.60 eA-3
Q184 0.693 0.394 0.288 !       0.60 eA-3
Q185 0.691 0.736 0.618 !       0.60 eA-3
Q186 0.464 0.387 0.773 !       0.60 eA-3
Q187 0.946 0.437 0.732 !       0.59 eA-3
Q188 0.120 0.254 0.975 !       0.59 eA-3
Q189 0.920 0.516 0.592 !       0.59 eA-3
Q190 0.714 0.313-0.005 !       0.59 eA-3
Q191 0.690 0.889 0.232 !       0.59 eA-3
Q192 0.992 0.780 0.811 !       0.59 eA-3
Q193 0.408 0.983 0.579 !       0.59 eA-3
Q194 0.097 0.298 0.261 !       0.59 eA-3
Q195 0.187 0.530 0.313 !       0.58 eA-3
Q196 0.315 0.094 0.903 !       0.58 eA-3
Q197 0.968 0.159 0.494 !       0.58 eA-3
Q198 0.546 0.436 0.420 !       0.58 eA-3
Q199 0.641 0.311 0.495 !       0.58 eA-3
;
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 0.222 0.279 0.868 261 81 ' '
2 0.278 0.779 0.632 261 81 ' '
3 0.722 0.221 0.368 261 81 ' '
4 0.778 0.721 0.132 261 81 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
