# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1946976'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H36 Cl6 Ir N7'
_chemical_formula_weight         1043.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   16.837(3)
_cell_length_b                   17.611(3)
_cell_length_c                   14.610(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.390(2)
_cell_angle_gamma                90
_cell_volume                     4110.9(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.54

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.679
_shelx_estimated_absorpt_T_min   0.321
_shelx_estimated_absorpt_T_max   0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5210
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25545
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.274
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9473
_reflns_number_gt                8663
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+10.8851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9473
_refine_ls_number_parameters     528
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 1.32721(2) 0.45233(2) 0.71720(2) 0.01281(5) Uani 1 1 d . . . . .
N1 N 1.33084(18) 0.37838(16) 0.8278(2) 0.0149(5) Uani 1 1 d . . . . .
N2 N 1.31438(18) 0.51437(16) 0.5943(2) 0.0162(6) Uani 1 1 d . . . . .
N3 N 1.42120(19) 0.53266(16) 0.7905(2) 0.0159(6) Uani 1 1 d . . . . .
N4 N 1.3963(2) 0.58972(17) 0.8312(2) 0.0195(6) Uani 1 1 d . . . . .
N5 N 1.2634(2) 0.52775(18) 0.7874(2) 0.0198(6) Uani 1 1 d . . . . .
N6 N 1.1953(2) 0.5308(2) 0.8089(3) 0.0322(8) Uani 1 1 d . . . . .
N7 N 1.2710(3) 0.6921(2) 0.9270(3) 0.0416(10) Uani 1 1 d . . . . .
C1 C 1.3176(2) 0.5867(2) 0.8319(3) 0.0211(7) Uani 1 1 d . . . . .
C2 C 1.2910(3) 0.6450(2) 0.8844(3) 0.0279(8) Uani 1 1 d . . . . .
C12 C 1.3766(2) 0.3893(2) 0.9214(2) 0.0202(7) Uani 1 1 d . . . . .
H12 H 1.4104 0.4335 0.9381 0.024 Uiso 1 1 calc R U . . .
C13 C 1.3760(3) 0.3388(2) 0.9936(3) 0.0242(8) Uani 1 1 d . . . . .
H13 H 1.4096 0.3475 1.0584 0.029 Uiso 1 1 calc R U . . .
C14 C 1.3252(3) 0.2748(2) 0.9694(3) 0.0245(8) Uani 1 1 d . . . . .
H14 H 1.3239 0.2389 1.0173 0.029 Uiso 1 1 calc R U . . .
C15 C 1.2765(2) 0.2644(2) 0.8743(3) 0.0211(7) Uani 1 1 d . . . . .
H15 H 1.2409 0.2214 0.8570 0.025 Uiso 1 1 calc R U . . .
C16 C 1.2794(2) 0.31681(19) 0.8037(2) 0.0161(6) Uani 1 1 d . . . . .
C21 C 1.2376(2) 0.37712(19) 0.6460(2) 0.0155(6) Uani 1 1 d . . . . .
C22 C 1.1900(2) 0.3774(2) 0.5482(3) 0.0200(7) Uani 1 1 d . . . . .
H22 H 1.1959 0.4181 0.5082 0.024 Uiso 1 1 calc R U . . .
C23 C 1.1342(3) 0.3188(2) 0.5088(3) 0.0259(8) Uani 1 1 d . . . . .
H23 H 1.1015 0.3206 0.4427 0.031 Uiso 1 1 calc R U . . .
C24 C 1.1259(2) 0.2577(2) 0.5651(3) 0.0260(8) Uani 1 1 d . . . . .
H24 H 1.0879 0.2178 0.5375 0.031 Uiso 1 1 calc R U . . .
C25 C 1.1732(2) 0.2552(2) 0.6617(3) 0.0219(7) Uani 1 1 d . . . . .
H25 H 1.1677 0.2136 0.7007 0.026 Uiso 1 1 calc R U . . .
C26 C 1.2287(2) 0.31392(19) 0.7016(2) 0.0168(7) Uani 1 1 d . . . . .
C32 C 1.2644(2) 0.5758(2) 0.5668(3) 0.0222(7) Uani 1 1 d . . . . .
H32 H 1.2361 0.5947 0.6089 0.027 Uiso 1 1 calc R U . . .
C33 C 1.2528(3) 0.6123(2) 0.4799(3) 0.0274(8) Uani 1 1 d . . . . .
H33 H 1.2167 0.6550 0.4624 0.033 Uiso 1 1 calc R U . . .
C34 C 1.2949(3) 0.5852(2) 0.4186(3) 0.0278(8) Uani 1 1 d . . . . .
H34 H 1.2875 0.6088 0.3580 0.033 Uiso 1 1 calc R U . . .
C35 C 1.3475(3) 0.5236(2) 0.4469(3) 0.0235(7) Uani 1 1 d . . . . .
H35 H 1.3773 0.5051 0.4061 0.028 Uiso 1 1 calc R U . . .
C36 C 1.3572(2) 0.48828(19) 0.5353(2) 0.0174(7) Uani 1 1 d . . . . .
C41 C 1.4019(2) 0.39213(19) 0.6603(2) 0.0157(6) Uani 1 1 d . . . . .
C42 C 1.4470(2) 0.3259(2) 0.6955(2) 0.0184(7) Uani 1 1 d . . . . .
H42 H 1.4411 0.3024 0.7516 0.022 Uiso 1 1 calc R U . . .
C43 C 1.5002(2) 0.2935(2) 0.6502(3) 0.0215(7) Uani 1 1 d . . . . .
H43 H 1.5307 0.2489 0.6763 0.026 Uiso 1 1 calc R U . . .
C44 C 1.5092(2) 0.3258(2) 0.5675(3) 0.0244(8) Uani 1 1 d . . . . .
H44 H 1.5465 0.3040 0.5378 0.029 Uiso 1 1 calc R U . . .
C45 C 1.4635(2) 0.3900(2) 0.5282(3) 0.0217(7) Uani 1 1 d . . . . .
H45 H 1.4686 0.4119 0.4709 0.026 Uiso 1 1 calc R U . . .
C46 C 1.4099(2) 0.42209(19) 0.5736(2) 0.0169(7) Uani 1 1 d . . . . .
C51 C 1.5043(2) 0.5463(2) 0.7844(3) 0.0204(7) Uani 1 1 d . . . . .
C52 C 1.5703(2) 0.4982(2) 0.8340(3) 0.0268(8) Uani 1 1 d . . . . .
C53 C 1.6507(3) 0.5148(3) 0.8301(3) 0.0365(10) Uani 1 1 d . . . . .
H53 H 1.6961 0.4825 0.8624 0.044 Uiso 1 1 calc R U . . .
C54 C 1.6651(3) 0.5766(3) 0.7808(4) 0.0429(12) Uani 1 1 d . . . . .
H54 H 1.7203 0.5878 0.7809 0.051 Uiso 1 1 calc R U . . .
C55 C 1.5998(3) 0.6226(3) 0.7310(3) 0.0355(10) Uani 1 1 d . . . . .
H55 H 1.6106 0.6651 0.6967 0.043 Uiso 1 1 calc R U . . .
C56 C 1.5178(2) 0.6080(2) 0.7299(3) 0.0239(8) Uani 1 1 d . . . . .
C57 C 1.5588(3) 0.4328(3) 0.8939(3) 0.0329(9) Uani 1 1 d . . . . .
H57A H 1.5533 0.4519 0.9546 0.049 Uiso 1 1 calc R U . . .
H57B H 1.6074 0.3990 0.9077 0.049 Uiso 1 1 calc R U . . .
H57C H 1.5081 0.4047 0.8587 0.049 Uiso 1 1 calc R U . . .
C58 C 1.4480(3) 0.6567(2) 0.6666(3) 0.0261(8) Uani 1 1 d . . . . .
H58A H 1.4707 0.7057 0.6553 0.039 Uiso 1 1 calc R U . . .
H58B H 1.4056 0.6649 0.6987 0.039 Uiso 1 1 calc R U . . .
H58C H 1.4224 0.6310 0.6048 0.039 Uiso 1 1 calc R U . . .
C61 C 1.1358(3) 0.4711(2) 0.7740(3) 0.0279(8) Uani 1 1 d . . . . .
C62 C 1.0804(3) 0.4706(2) 0.6806(3) 0.0299(9) Uani 1 1 d . . . . .
C63 C 1.0179(3) 0.4147(3) 0.6565(3) 0.0353(10) Uani 1 1 d . . . . .
H63 H 0.9804 0.4124 0.5924 0.042 Uiso 1 1 calc R U . . .
C64 C 1.0097(3) 0.3633(3) 0.7231(4) 0.0368(10) Uani 1 1 d . . . . .
H64 H 0.9669 0.3260 0.7039 0.044 Uiso 1 1 calc R U . . .
C65 C 1.0615(3) 0.3642(3) 0.8173(3) 0.0350(10) Uani 1 1 d . . . . .
H65 H 1.0552 0.3278 0.8625 0.042 Uiso 1 1 calc R U . . .
C66 C 1.1258(3) 0.4218(2) 0.8456(3) 0.0295(9) Uani 1 1 d . . . . .
C67 C 1.0819(3) 0.5320(3) 0.6086(4) 0.0374(10) Uani 1 1 d . . . . .
H67A H 1.1098 0.5773 0.6431 0.056 Uiso 1 1 calc R U . . .
H67B H 1.0244 0.5448 0.5701 0.056 Uiso 1 1 calc R U . . .
H67C H 1.1125 0.5136 0.5660 0.056 Uiso 1 1 calc R U . . .
C68 C 1.1798(3) 0.4320(3) 0.9495(3) 0.0368(10) Uani 1 1 d . . . . .
H68A H 1.2389 0.4328 0.9531 0.055 Uiso 1 1 calc R U . . .
H68B H 1.1699 0.3898 0.9884 0.055 Uiso 1 1 calc R U . . .
H68C H 1.1654 0.4800 0.9743 0.055 Uiso 1 1 calc R U . . .
Cl6S Cl 0.86190(9) 0.55540(8) -0.29676(11) 0.0523(3) Uani 1 1 d . . . . .
Cl5S Cl 0.95585(13) 0.56385(9) -0.09432(10) 0.0652(5) Uani 1 1 d . . . . .
Cl4S Cl 1.00706(10) 0.65220(10) -0.23175(12) 0.0606(4) Uani 1 1 d . . . . .
C2S C 0.9618(3) 0.5667(3) -0.2114(3) 0.0387(11) Uani 1 1 d . . . . .
H2S H 0.9981 0.5239 -0.2191 0.046 Uiso 1 1 calc R U . . .
C1S C 0.8177(3) 0.1957(3) 0.4040(4) 0.0425(8) Uani 1 1 d D U . . .
H1A H 0.8078 0.1904 0.4676 0.051 Uiso 0.548(8) 1 calc R U P A 1
H1B H 0.7788 0.1891 0.4428 0.051 Uiso 0.452(8) 1 calc R U P A 2
Cl3S Cl 0.85284(10) 0.10817(8) 0.37839(16) 0.0737(5) Uani 1 1 d D U . . .
Cl1S Cl 0.7202(3) 0.2160(3) 0.3186(2) 0.0705(13) Uani 0.548(8) 1 d D U P A 1
Cl2S Cl 0.8911(4) 0.2641(2) 0.4176(7) 0.100(2) Uani 0.548(8) 1 d D U P A 1
Cl1B Cl 0.7674(5) 0.2447(3) 0.2963(3) 0.081(2) Uani 0.452(8) 1 d D U P A 2
Cl2B Cl 0.9068(3) 0.2542(4) 0.4693(4) 0.0691(15) Uani 0.452(8) 1 d D U P A 2


_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 C41 2.014(3) . ?
Ir1 C21 2.030(3) . ?
Ir1 N2 2.054(3) . ?
Ir1 N1 2.061(3) . ?
Ir1 N3 2.141(3) . ?
Ir1 N5 2.160(3) . ?
N1 C12 1.354(4) . ?
N1 C16 1.363(4) . ?
N2 C32 1.352(5) . ?
N2 C36 1.366(4) . ?
N3 N4 1.303(4) . ?
N3 C51 1.450(5) . ?
N4 C1 1.329(5) . ?
N5 N6 1.283(5) . ?
N5 C1 1.399(5) . ?
N6 C61 1.430(6) . ?
N7 C2 1.150(5) . ?
C1 C2 1.435(5) . ?
C12 C13 1.383(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.397(5) . ?
C15 H15 0.9500 . ?
C16 C26 1.467(5) . ?
C21 C22 1.401(5) . ?
C21 C26 1.413(5) . ?
C22 C23 1.392(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.388(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.392(5) . ?
C25 H25 0.9500 . ?
C32 C33 1.379(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.391(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.396(5) . ?
C35 H35 0.9500 . ?
C36 C46 1.465(5) . ?
C41 C42 1.398(5) . ?
C41 C46 1.417(5) . ?
C42 C43 1.393(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.385(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.398(5) . ?
C45 H45 0.9500 . ?
C51 C52 1.403(6) . ?
C51 C56 1.407(5) . ?
C52 C53 1.404(6) . ?
C52 C57 1.495(6) . ?
C53 C54 1.369(8) . ?
C53 H53 0.9500 . ?
C54 C55 1.373(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.400(6) . ?
C55 H55 0.9500 . ?
C56 C58 1.511(6) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 C62 1.389(6) . ?
C61 C66 1.409(6) . ?
C62 C63 1.403(6) . ?
C62 C67 1.514(6) . ?
C63 C64 1.367(7) . ?
C63 H63 0.9500 . ?
C64 C65 1.378(7) . ?
C64 H64 0.9500 . ?
C65 C66 1.445(7) . ?
C65 H65 0.9500 . ?
C66 C68 1.514(6) . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
Cl6S C2S 1.761(5) . ?
Cl5S C2S 1.745(5) . ?
Cl4S C2S 1.754(6) . ?
C2S H2S 1.0000 . ?
C1S Cl2S 1.692(6) . ?
C1S Cl3S 1.734(5) . ?
C1S Cl1S 1.758(5) . ?
C1S Cl1B 1.760(6) . ?
C1S Cl2B 1.822(6) . ?
C1S H1A 1.0000 . ?
C1S H1B 1.0000 . ?

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
C41 Ir1 C21 84.55(13) . . ?
C41 Ir1 N2 80.01(13) . . ?
C21 Ir1 N2 92.48(13) . . ?
C41 Ir1 N1 97.07(12) . . ?
C21 Ir1 N1 79.78(13) . . ?
N2 Ir1 N1 171.99(11) . . ?
C41 Ir1 N3 95.45(12) . . ?
C21 Ir1 N3 179.20(12) . . ?
N2 Ir1 N3 86.74(11) . . ?
N1 Ir1 N3 101.01(11) . . ?
C41 Ir1 N5 171.33(13) . . ?
C21 Ir1 N5 104.12(13) . . ?
N2 Ir1 N5 99.04(11) . . ?
N1 Ir1 N5 84.97(11) . . ?
N3 Ir1 N5 75.88(12) . . ?
C12 N1 C16 119.1(3) . . ?
C12 N1 Ir1 124.6(2) . . ?
C16 N1 Ir1 116.1(2) . . ?
C32 N2 C36 118.9(3) . . ?
C32 N2 Ir1 124.8(2) . . ?
C36 N2 Ir1 116.2(2) . . ?
N4 N3 C51 110.9(3) . . ?
N4 N3 Ir1 116.4(2) . . ?
C51 N3 Ir1 130.8(2) . . ?
N3 N4 C1 116.0(3) . . ?
N6 N5 C1 111.0(3) . . ?
N6 N5 Ir1 139.4(3) . . ?
C1 N5 Ir1 109.1(2) . . ?
N5 N6 C61 117.5(3) . . ?
N4 C1 N5 122.1(3) . . ?
N4 C1 C2 117.1(3) . . ?
N5 C1 C2 120.8(3) . . ?
N7 C2 C1 178.9(5) . . ?
N1 C12 C13 122.7(3) . . ?
N1 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C12 C13 C14 118.6(3) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C15 C14 C13 119.0(3) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
N1 C16 C15 120.1(3) . . ?
N1 C16 C26 114.1(3) . . ?
C15 C16 C26 125.7(3) . . ?
C22 C21 C26 117.3(3) . . ?
C22 C21 Ir1 127.9(3) . . ?
C26 C21 Ir1 114.6(2) . . ?
C23 C22 C21 120.9(3) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 119.8(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C21 121.6(3) . . ?
C25 C26 C16 123.3(3) . . ?
C21 C26 C16 115.0(3) . . ?
N2 C32 C33 122.8(4) . . ?
N2 C32 H32 118.6 . . ?
C33 C32 H32 118.6 . . ?
C32 C33 C34 118.7(4) . . ?
C32 C33 H33 120.7 . . ?
C34 C33 H33 120.7 . . ?
C35 C34 C33 119.1(3) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 120.3(4) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
N2 C36 C35 120.2(3) . . ?
N2 C36 C46 113.8(3) . . ?
C35 C36 C46 126.0(3) . . ?
C42 C41 C46 116.5(3) . . ?
C42 C41 Ir1 128.6(3) . . ?
C46 C41 Ir1 114.9(2) . . ?
C43 C42 C41 121.5(3) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C44 C43 C42 120.6(3) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C45 C44 C43 119.7(3) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C44 C45 C46 119.4(3) . . ?
C44 C45 H45 120.3 . . ?
C46 C45 H45 120.3 . . ?
C45 C46 C41 122.1(3) . . ?
C45 C46 C36 123.0(3) . . ?
C41 C46 C36 114.9(3) . . ?
C52 C51 C56 121.1(4) . . ?
C52 C51 N3 119.4(3) . . ?
C56 C51 N3 119.5(3) . . ?
C51 C52 C53 118.0(4) . . ?
C51 C52 C57 122.6(4) . . ?
C53 C52 C57 119.3(4) . . ?
C54 C53 C52 121.3(4) . . ?
C54 C53 H53 119.3 . . ?
C52 C53 H53 119.3 . . ?
C53 C54 C55 120.2(4) . . ?
C53 C54 H54 119.9 . . ?
C55 C54 H54 119.9 . . ?
C54 C55 C56 121.3(4) . . ?
C54 C55 H55 119.3 . . ?
C56 C55 H55 119.3 . . ?
C55 C56 C51 118.0(4) . . ?
C55 C56 C58 118.5(4) . . ?
C51 C56 C58 123.5(3) . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C61 C66 121.7(4) . . ?
C62 C61 N6 122.2(4) . . ?
C66 C61 N6 114.9(4) . . ?
C61 C62 C63 118.0(4) . . ?
C61 C62 C67 121.7(4) . . ?
C63 C62 C67 120.2(4) . . ?
C64 C63 C62 121.5(4) . . ?
C64 C63 H63 119.3 . . ?
C62 C63 H63 119.3 . . ?
C63 C64 C65 121.9(4) . . ?
C63 C64 H64 119.0 . . ?
C65 C64 H64 119.0 . . ?
C64 C65 C66 118.4(4) . . ?
C64 C65 H65 120.8 . . ?
C66 C65 H65 120.8 . . ?
C61 C66 C65 118.3(4) . . ?
C61 C66 C68 119.8(4) . . ?
C65 C66 C68 121.9(4) . . ?
C62 C67 H67A 109.5 . . ?
C62 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C62 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C66 C68 H68A 109.5 . . ?
C66 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C66 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
Cl5S C2S Cl4S 110.7(3) . . ?
Cl5S C2S Cl6S 110.7(3) . . ?
Cl4S C2S Cl6S 110.3(3) . . ?
Cl5S C2S H2S 108.4 . . ?
Cl4S C2S H2S 108.4 . . ?
Cl6S C2S H2S 108.4 . . ?
Cl2S C1S Cl3S 111.9(3) . . ?
Cl2S C1S Cl1S 115.0(4) . . ?
Cl3S C1S Cl1S 109.5(3) . . ?
Cl3S C1S Cl1B 110.1(3) . . ?
Cl3S C1S Cl2B 109.6(3) . . ?
Cl1B C1S Cl2B 106.0(4) . . ?
Cl2S C1S H1A 106.6 . . ?
Cl3S C1S H1A 106.6 . . ?
Cl1S C1S H1A 106.6 . . ?
Cl3S C1S H1B 110.3 . . ?
Cl1B C1S H1B 110.3 . . ?
Cl2B C1S H1B 110.3 . . ?

_refine_diff_density_max         2.070
_refine_diff_density_min         -1.442
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 1946978'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H34 Ir N7 S2'
_chemical_formula_weight         917.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

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                   15.0406(11)
_cell_length_b                   13.7393(10)
_cell_length_c                   18.9988(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.6130(10)
_cell_angle_gamma                90
_cell_volume                     3781.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9932
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.59

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.684
_shelx_estimated_absorpt_T_min   0.343
_shelx_estimated_absorpt_T_max   0.608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5528
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23405
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.854
_diffrn_reflns_theta_max         27.593
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8759
_reflns_number_gt                7783
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0202P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8759
_refine_ls_number_parameters     491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.0473
_refine_ls_wR_factor_gt          0.0459
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.004
_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_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 0.68033(2) 0.73211(2) 0.37145(2) 0.01023(3) Uani 1 1 d . . . . .
S1 S 0.81672(4) 0.99880(5) 0.49222(3) 0.02148(13) Uani 1 1 d . . . . .
S2 S 0.62464(4) 0.51304(4) 0.18790(3) 0.01815(12) Uani 1 1 d . . . . .
N1 N 0.70804(12) 0.86791(14) 0.41801(10) 0.0137(4) Uani 1 1 d . . . . .
N2 N 0.65700(11) 0.60372(13) 0.31164(9) 0.0119(4) Uani 1 1 d . . . . .
N3 N 0.68349(11) 0.68530(14) 0.48316(9) 0.0118(4) Uani 1 1 d . . . . .
N4 N 0.60728(12) 0.67880(14) 0.50133(9) 0.0146(4) Uani 1 1 d . . . . .
N5 N 0.44510(12) 0.67516(15) 0.43878(10) 0.0164(4) Uani 1 1 d . . . . .
N6 N 0.40303(12) 0.69425(15) 0.36974(10) 0.0157(4) Uani 1 1 d . . . . .
N7 N 0.45849(12) 0.72053(14) 0.32604(10) 0.0153(4) Uani 1 1 d . . . . .
C1 C 0.53410(14) 0.68996(17) 0.44003(11) 0.0137(4) Uani 1 1 d . . . . .
C2 C 0.54449(15) 0.71894(16) 0.37122(12) 0.0124(4) Uani 1 1 d . . . . .
C11 C 0.65079(15) 0.94596(17) 0.42444(12) 0.0155(5) Uani 1 1 d . . . . .
C12 C 0.55528(15) 0.95187(18) 0.39452(13) 0.0200(5) Uani 1 1 d . . . . .
H12 H 0.5218 0.8999 0.3665 0.024 Uiso 1 1 calc R U . . .
C13 C 0.51108(17) 1.03575(19) 0.40708(14) 0.0245(6) Uani 1 1 d . . . . .
H13 H 0.4462 1.0413 0.3869 0.029 Uiso 1 1 calc R U . . .
C14 C 0.55889(18) 1.11232(19) 0.44847(14) 0.0272(6) Uani 1 1 d . . . . .
H14 H 0.5260 1.1681 0.4571 0.033 Uiso 1 1 calc R U . . .
C15 C 0.65349(18) 1.10846(18) 0.47719(13) 0.0245(6) Uani 1 1 d . . . . .
H15 H 0.6865 1.1611 0.5046 0.029 Uiso 1 1 calc R U . . .
C16 C 0.69862(16) 1.02453(18) 0.46447(12) 0.0195(5) Uani 1 1 d . . . . .
C20 C 0.79629(15) 0.88697(17) 0.44847(11) 0.0146(5) Uani 1 1 d . . . . .
C21 C 0.82375(15) 0.73866(17) 0.39361(12) 0.0141(5) Uani 1 1 d . . . . .
C22 C 0.88679(15) 0.67521(18) 0.37504(12) 0.0182(5) Uani 1 1 d . . . . .
H22 H 0.8639 0.6221 0.3433 0.022 Uiso 1 1 calc R U . . .
C23 C 0.98164(16) 0.6875(2) 0.40150(13) 0.0234(6) Uani 1 1 d . . . . .
H23 H 1.0221 0.6417 0.3889 0.028 Uiso 1 1 calc R U . . .
C24 C 1.01824(17) 0.7662(2) 0.44632(15) 0.0261(6) Uani 1 1 d . . . . .
H24 H 1.0832 0.7736 0.4645 0.031 Uiso 1 1 calc R U . . .
C25 C 0.95954(15) 0.83286(19) 0.46394(13) 0.0223(5) Uani 1 1 d . . . . .
H25 H 0.9833 0.8877 0.4934 0.027 Uiso 1 1 calc R U . . .
C26 C 0.86411(15) 0.81857(18) 0.43770(12) 0.0163(5) Uani 1 1 d . . . . .
C31 C 0.62856(14) 0.50994(16) 0.32474(12) 0.0133(4) Uani 1 1 d . . . . .
C32 C 0.61630(14) 0.47326(18) 0.39002(12) 0.0162(5) Uani 1 1 d . . . . .
H32 H 0.6258 0.5136 0.4320 0.019 Uiso 1 1 calc R U . . .
C33 C 0.58997(16) 0.37694(18) 0.39243(13) 0.0211(5) Uani 1 1 d . . . . .
H33 H 0.5813 0.3514 0.4366 0.025 Uiso 1 1 calc R U . . .
C34 C 0.57605(16) 0.31695(18) 0.33140(13) 0.0220(5) Uani 1 1 d . . . . .
H34 H 0.5600 0.2506 0.3350 0.026 Uiso 1 1 calc R U . . .
C35 C 0.58513(15) 0.35237(18) 0.26570(13) 0.0205(5) Uani 1 1 d . . . . .
H35 H 0.5748 0.3118 0.2238 0.025 Uiso 1 1 calc R U . . .
C36 C 0.60990(14) 0.44915(17) 0.26295(11) 0.0149(5) Uani 1 1 d . . . . .
C40 C 0.65548(14) 0.61522(17) 0.24204(12) 0.0146(5) Uani 1 1 d . . . . .
C41 C 0.67194(14) 0.78380(17) 0.27052(12) 0.0129(5) Uani 1 1 d . . . . .
C42 C 0.67096(14) 0.87984(18) 0.24705(12) 0.0167(5) Uani 1 1 d . . . . .
H42 H 0.6713 0.9313 0.2805 0.020 Uiso 1 1 calc R U . . .
C43 C 0.66949(15) 0.90142(18) 0.17484(12) 0.0198(5) Uani 1 1 d . . . . .
H43 H 0.6688 0.9676 0.1602 0.024 Uiso 1 1 calc R U . . .
C44 C 0.66899(16) 0.82856(19) 0.12390(13) 0.0221(5) Uani 1 1 d . . . . .
H44 H 0.6698 0.8447 0.0754 0.026 Uiso 1 1 calc R U . . .
C45 C 0.66736(17) 0.73267(18) 0.14463(13) 0.0199(5) Uani 1 1 d . . . . .
H45 H 0.6657 0.6819 0.1103 0.024 Uiso 1 1 calc R U . . .
C46 C 0.66826(14) 0.71077(17) 0.21667(12) 0.0143(5) Uani 1 1 d . . . . .
C51 C 0.76458(14) 0.68814(17) 0.54480(11) 0.0135(4) Uani 1 1 d . . . . .
C52 C 0.83588(14) 0.62095(17) 0.54719(12) 0.0149(5) Uani 1 1 d . . . . .
C53 C 0.91695(15) 0.62971(19) 0.60375(12) 0.0201(5) Uani 1 1 d . . . . .
H53 H 0.9661 0.5852 0.6064 0.024 Uiso 1 1 calc R U . . .
C54 C 0.92685(16) 0.7019(2) 0.65580(13) 0.0236(6) Uani 1 1 d . . . . .
H54 H 0.9827 0.7071 0.6937 0.028 Uiso 1 1 calc R U . . .
C55 C 0.85516(17) 0.76704(19) 0.65285(14) 0.0220(5) Uani 1 1 d . . . . .
H55 H 0.8627 0.8167 0.6888 0.026 Uiso 1 1 calc R U . . .
C56 C 0.77257(16) 0.76058(17) 0.59810(12) 0.0150(5) Uani 1 1 d . . . . .
C57 C 0.82496(15) 0.53606(17) 0.49598(12) 0.0178(5) Uani 1 1 d . . . . .
H57A H 0.8859 0.5139 0.4934 0.027 Uiso 1 1 calc R U . . .
H57B H 0.7884 0.5558 0.4472 0.027 Uiso 1 1 calc R U . . .
H57C H 0.7934 0.4829 0.5139 0.027 Uiso 1 1 calc R U . . .
C58 C 0.69699(16) 0.83157(18) 0.59958(13) 0.0211(5) Uani 1 1 d . . . . .
H58A H 0.6543 0.8018 0.6242 0.032 Uiso 1 1 calc R U . . .
H58B H 0.6634 0.8489 0.5494 0.032 Uiso 1 1 calc R U . . .
H58C H 0.7240 0.8904 0.6261 0.032 Uiso 1 1 calc R U . . .
C61 C 0.30524(14) 0.68104(19) 0.33968(12) 0.0172(5) Uani 1 1 d . . . . .
C62 C 0.26975(15) 0.58696(19) 0.33565(12) 0.0207(5) Uani 1 1 d . . . . .
C63 C 0.17464(15) 0.5764(2) 0.30490(13) 0.0252(6) Uani 1 1 d . . . . .
H63 H 0.1473 0.5137 0.3020 0.030 Uiso 1 1 calc R U . . .
C64 C 0.12009(16) 0.6567(2) 0.27865(14) 0.0287(6) Uani 1 1 d . . . . .
H64 H 0.0557 0.6483 0.2575 0.034 Uiso 1 1 calc R U . . .
C65 C 0.15776(17) 0.7486(2) 0.28277(14) 0.0268(6) Uani 1 1 d . . . . .
H65 H 0.1191 0.8026 0.2643 0.032 Uiso 1 1 calc R U . . .
C66 C 0.25164(17) 0.76328(19) 0.31368(14) 0.0217(5) Uani 1 1 d . . . . .
C67 C 0.33059(17) 0.5003(2) 0.36217(14) 0.0296(6) Uani 1 1 d . . . . .
H67A H 0.3828 0.5012 0.3405 0.044 Uiso 1 1 calc R U . . .
H67B H 0.2949 0.4404 0.3478 0.044 Uiso 1 1 calc R U . . .
H67C H 0.3537 0.5028 0.4155 0.044 Uiso 1 1 calc R U . . .
C68 C 0.29382(18) 0.8635(2) 0.31755(15) 0.0300(6) Uani 1 1 d . . . . .
H68A H 0.3289 0.8689 0.2811 0.045 Uiso 1 1 calc R U . . .
H68B H 0.3352 0.8741 0.3664 0.045 Uiso 1 1 calc R U . . .
H68C H 0.2447 0.9126 0.3077 0.045 Uiso 1 1 calc R U . . .


_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 C41 2.017(2) . ?
Ir1 C2 2.050(2) . ?
Ir1 N1 2.0590(19) . ?
Ir1 N2 2.0763(18) . ?
Ir1 C21 2.086(2) . ?
Ir1 N3 2.2058(17) . ?
S1 C20 1.735(2) . ?
S1 C16 1.748(2) . ?
S2 C40 1.728(2) . ?
S2 C36 1.739(2) . ?
N1 C20 1.324(3) . ?
N1 C11 1.401(3) . ?
N2 C40 1.326(3) . ?
N2 C31 1.401(3) . ?
N3 N4 1.286(2) . ?
N3 C51 1.446(3) . ?
N4 C1 1.379(3) . ?
N5 N6 1.320(2) . ?
N5 C1 1.348(3) . ?
N6 N7 1.374(2) . ?
N6 C61 1.439(3) . ?
N7 C2 1.346(3) . ?
C1 C2 1.415(3) . ?
C11 C12 1.398(3) . ?
C11 C16 1.402(3) . ?
C12 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(3) . ?
C15 H15 0.9500 . ?
C20 C26 1.441(3) . ?
C21 C22 1.401(3) . ?
C21 C26 1.415(3) . ?
C22 C23 1.389(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.394(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.375(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.401(3) . ?
C25 H25 0.9500 . ?
C31 C32 1.396(3) . ?
C31 C36 1.406(3) . ?
C32 C33 1.386(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(3) . ?
C35 H35 0.9500 . ?
C40 C46 1.429(3) . ?
C41 C42 1.392(3) . ?
C41 C46 1.423(3) . ?
C42 C43 1.398(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.391(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.377(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.398(3) . ?
C45 H45 0.9500 . ?
C51 C56 1.402(3) . ?
C51 C52 1.406(3) . ?
C52 C53 1.397(3) . ?
C52 C57 1.499(3) . ?
C53 C54 1.380(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.391(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.392(3) . ?
C55 H55 0.9500 . ?
C56 C58 1.504(3) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 C62 1.393(4) . ?
C61 C66 1.399(3) . ?
C62 C63 1.400(3) . ?
C62 C67 1.503(3) . ?
C63 C64 1.386(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.377(4) . ?
C64 H64 0.9500 . ?
C65 C66 1.390(3) . ?
C65 H65 0.9500 . ?
C66 C68 1.510(4) . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C41 Ir1 C2 102.81(8) . . ?
C41 Ir1 N1 92.46(8) . . ?
C2 Ir1 N1 99.63(8) . . ?
C41 Ir1 N2 79.68(8) . . ?
C2 Ir1 N2 84.39(8) . . ?
N1 Ir1 N2 171.84(7) . . ?
C41 Ir1 C21 88.48(8) . . ?
C2 Ir1 C21 168.62(8) . . ?
N1 Ir1 C21 78.19(8) . . ?
N2 Ir1 C21 99.23(8) . . ?
C41 Ir1 N3 175.66(8) . . ?
C2 Ir1 N3 74.91(7) . . ?
N1 Ir1 N3 84.34(7) . . ?
N2 Ir1 N3 103.62(7) . . ?
C21 Ir1 N3 93.73(7) . . ?
C20 S1 C16 90.01(11) . . ?
C40 S2 C36 89.71(11) . . ?
C20 N1 C11 112.22(19) . . ?
C20 N1 Ir1 115.49(15) . . ?
C11 N1 Ir1 132.30(14) . . ?
C40 N2 C31 111.27(18) . . ?
C40 N2 Ir1 113.55(15) . . ?
C31 N2 Ir1 134.34(14) . . ?
N4 N3 C51 113.75(17) . . ?
N4 N3 Ir1 119.24(13) . . ?
C51 N3 Ir1 124.50(13) . . ?
N3 N4 C1 109.40(17) . . ?
N6 N5 C1 101.28(17) . . ?
N5 N6 N7 116.48(17) . . ?
N5 N6 C61 122.33(18) . . ?
N7 N6 C61 121.01(17) . . ?
C2 N7 N6 104.23(17) . . ?
N5 C1 N4 124.14(19) . . ?
N5 C1 C2 112.48(19) . . ?
N4 C1 C2 123.37(19) . . ?
N7 C2 C1 105.52(19) . . ?
N7 C2 Ir1 141.80(17) . . ?
C1 C2 Ir1 112.38(15) . . ?
C12 C11 N1 126.7(2) . . ?
C12 C11 C16 119.8(2) . . ?
N1 C11 C16 113.50(19) . . ?
C13 C12 C11 117.9(2) . . ?
C13 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C12 C13 C14 121.9(2) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 117.5(2) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C15 C16 C11 121.9(2) . . ?
C15 C16 S1 128.2(2) . . ?
C11 C16 S1 109.83(18) . . ?
N1 C20 C26 118.3(2) . . ?
N1 C20 S1 114.34(17) . . ?
C26 C20 S1 127.21(16) . . ?
C22 C21 C26 114.8(2) . . ?
C22 C21 Ir1 130.95(17) . . ?
C26 C21 Ir1 114.13(16) . . ?
C23 C22 C21 122.1(2) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C22 C23 C24 120.9(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 118.9(2) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
C25 C26 C21 123.7(2) . . ?
C25 C26 C20 123.7(2) . . ?
C21 C26 C20 112.50(19) . . ?
C32 C31 N2 127.5(2) . . ?
C32 C31 C36 118.9(2) . . ?
N2 C31 C36 113.57(19) . . ?
C33 C32 C31 118.8(2) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
C32 C33 C34 121.2(2) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
C35 C34 C33 121.0(2) . . ?
C35 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
C34 C35 C36 117.7(2) . . ?
C34 C35 H35 121.1 . . ?
C36 C35 H35 121.1 . . ?
C35 C36 C31 122.3(2) . . ?
C35 C36 S2 127.61(18) . . ?
C31 C36 S2 110.12(17) . . ?
N2 C40 C46 118.6(2) . . ?
N2 C40 S2 115.25(17) . . ?
C46 C40 S2 125.75(17) . . ?
C42 C41 C46 116.3(2) . . ?
C42 C41 Ir1 129.14(17) . . ?
C46 C41 Ir1 114.55(16) . . ?
C41 C42 C43 120.8(2) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C44 C43 C42 121.7(2) . . ?
C44 C43 H43 119.1 . . ?
C42 C43 H43 119.1 . . ?
C45 C44 C43 119.1(2) . . ?
C45 C44 H44 120.4 . . ?
C43 C44 H44 120.4 . . ?
C44 C45 C46 119.3(2) . . ?
C44 C45 H45 120.3 . . ?
C46 C45 H45 120.3 . . ?
C45 C46 C41 122.7(2) . . ?
C45 C46 C40 124.1(2) . . ?
C41 C46 C40 112.8(2) . . ?
C56 C51 C52 121.76(19) . . ?
C56 C51 N3 119.6(2) . . ?
C52 C51 N3 118.55(19) . . ?
C53 C52 C51 117.9(2) . . ?
C53 C52 C57 119.1(2) . . ?
C51 C52 C57 122.70(19) . . ?
C54 C53 C52 121.1(2) . . ?
C54 C53 H53 119.4 . . ?
C52 C53 H53 119.4 . . ?
C53 C54 C55 120.0(2) . . ?
C53 C54 H54 120.0 . . ?
C55 C54 H54 120.0 . . ?
C54 C55 C56 121.0(2) . . ?
C54 C55 H55 119.5 . . ?
C56 C55 H55 119.5 . . ?
C55 C56 C51 118.1(2) . . ?
C55 C56 C58 118.1(2) . . ?
C51 C56 C58 123.8(2) . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C61 C66 123.7(2) . . ?
C62 C61 N6 118.3(2) . . ?
C66 C61 N6 117.9(2) . . ?
C61 C62 C63 116.9(2) . . ?
C61 C62 C67 121.8(2) . . ?
C63 C62 C67 121.3(2) . . ?
C64 C63 C62 120.5(2) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C65 C64 C63 121.0(2) . . ?
C65 C64 H64 119.5 . . ?
C63 C64 H64 119.5 . . ?
C64 C65 C66 120.8(3) . . ?
C64 C65 H65 119.6 . . ?
C66 C65 H65 119.6 . . ?
C65 C66 C61 117.1(2) . . ?
C65 C66 C68 121.2(2) . . ?
C61 C66 C68 121.7(2) . . ?
C62 C67 H67A 109.5 . . ?
C62 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C62 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C66 C68 H68A 109.5 . . ?
C66 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C66 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?

_refine_diff_density_max         0.674
_refine_diff_density_min         -0.827
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1946977'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-11-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H30 F4 Ir N7'
_chemical_formula_weight         876.91

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.724(4)
_cell_length_b                   12.386(5)
_cell_length_c                   15.409(6)
_cell_angle_alpha                83.506(4)
_cell_angle_beta                 86.618(4)
_cell_angle_gamma                67.247(3)
_cell_volume                     1700.2(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.40

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    3.990
_shelx_estimated_absorpt_T_min   0.461
_shelx_estimated_absorpt_T_max   0.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4155
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22822
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.330
_diffrn_reflns_theta_max         27.426
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7662
_reflns_number_gt                6820
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+11.0790P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7662
_refine_ls_number_parameters     473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.0886
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.002
_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_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 0.68844(2) 0.57724(2) 0.73347(2) 0.01783(6) Uani 1 1 d . . . . .
F1 F 0.8252(4) 0.8774(3) 0.9174(2) 0.0394(8) Uani 1 1 d . . . . .
F2 F 0.3680(4) 1.0239(3) 0.7754(2) 0.0386(8) Uani 1 1 d . . . . .
F3 F 0.8554(4) 0.7453(3) 0.4229(2) 0.0369(8) Uani 1 1 d . . . . .
F4 F 1.2350(3) 0.4955(3) 0.6096(2) 0.0334(7) Uani 1 1 d . . . . .
N1 N 0.5019(4) 0.6942(3) 0.6693(3) 0.0174(8) Uani 1 1 d . . . . .
N2 N 0.8912(4) 0.4655(3) 0.7869(3) 0.0176(8) Uani 1 1 d . . . . .
N3 N 0.5808(5) 0.2823(4) 0.7656(3) 0.0229(9) Uani 1 1 d . . . . .
N4 N 0.7324(5) 0.3300(4) 0.6607(3) 0.0215(9) Uani 1 1 d . . . . .
N5 N 0.6747(5) 0.2493(4) 0.6976(3) 0.0213(9) Uani 1 1 d . . . . .
N6 N 0.5324(4) 0.5502(3) 0.8340(3) 0.0175(8) Uani 1 1 d . . . . .
N7 N 0.4957(5) 0.4610(4) 0.8344(3) 0.0214(9) Uani 1 1 d . . . . .
C1 C 0.5775(5) 0.3896(4) 0.7715(3) 0.0203(10) Uani 1 1 d . . . . .
C2 C 0.6698(5) 0.4236(4) 0.7074(3) 0.0191(10) Uani 1 1 d . . . . .
C12 C 0.4385(6) 0.6636(5) 0.6056(3) 0.0259(11) Uani 1 1 d . . . . .
H12 H 0.4764 0.5839 0.5930 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3200(6) 0.7448(5) 0.5584(4) 0.0315(13) Uani 1 1 d . . . . .
H13 H 0.2768 0.7216 0.5138 0.038 Uiso 1 1 calc R U . . .
C14 C 0.2657(6) 0.8605(6) 0.5772(4) 0.0341(13) Uani 1 1 d . . . . .
H14 H 0.1847 0.9180 0.5452 0.041 Uiso 1 1 calc R U . . .
C15 C 0.3292(6) 0.8929(5) 0.6429(4) 0.0296(12) Uani 1 1 d . . . . .
H15 H 0.2911 0.9722 0.6566 0.036 Uiso 1 1 calc R U . . .
C16 C 0.4501(5) 0.8078(4) 0.6889(3) 0.0209(10) Uani 1 1 d . . . . .
C21 C 0.6731(5) 0.7326(4) 0.7784(3) 0.0177(9) Uani 1 1 d . . . . .
C22 C 0.7701(5) 0.7523(4) 0.8324(3) 0.0212(10) Uani 1 1 d . . . . .
H22 H 0.8638 0.6915 0.8469 0.025 Uiso 1 1 calc R U . . .
C23 C 0.7297(6) 0.8593(5) 0.8643(3) 0.0269(11) Uani 1 1 d . . . . .
C24 C 0.5955(6) 0.9523(5) 0.8469(4) 0.0305(12) Uani 1 1 d . . . . .
H24 H 0.5694 1.0249 0.8712 0.037 Uiso 1 1 calc R U . . .
C25 C 0.5022(6) 0.9331(4) 0.7925(4) 0.0260(11) Uani 1 1 d . . . . .
C26 C 0.5384(5) 0.8278(4) 0.7551(3) 0.0206(10) Uani 1 1 d . . . . .
C32 C 0.9045(6) 0.3903(4) 0.8591(3) 0.0239(11) Uani 1 1 d . . . . .
H32 H 0.8168 0.3926 0.8909 0.029 Uiso 1 1 calc R U . . .
C33 C 1.0410(7) 0.3100(5) 0.8884(4) 0.0311(12) Uani 1 1 d . . . . .
H33 H 1.0480 0.2595 0.9406 0.037 Uiso 1 1 calc R U . . .
C34 C 1.1679(6) 0.3047(5) 0.8400(4) 0.0320(13) Uani 1 1 d . . . . .
H34 H 1.2630 0.2494 0.8585 0.038 Uiso 1 1 calc R U . . .
C35 C 1.1559(6) 0.3794(5) 0.7653(4) 0.0286(12) Uani 1 1 d . . . . .
H35 H 1.2430 0.3767 0.7327 0.034 Uiso 1 1 calc R U . . .
C36 C 1.0149(5) 0.4600(4) 0.7370(3) 0.0213(10) Uani 1 1 d . . . . .
C41 C 0.8283(5) 0.5981(4) 0.6376(3) 0.0163(9) Uani 1 1 d . . . . .
C42 C 0.7873(6) 0.6692(4) 0.5582(3) 0.0207(10) Uani 1 1 d . . . . .
H42 H 0.6850 0.7114 0.5448 0.025 Uiso 1 1 calc R U . . .
C43 C 0.8969(6) 0.6770(5) 0.5003(3) 0.0247(11) Uani 1 1 d . . . . .
C44 C 1.0481(6) 0.6209(5) 0.5156(3) 0.0252(11) Uani 1 1 d . . . . .
H44 H 1.1212 0.6289 0.4746 0.030 Uiso 1 1 calc R U . . .
C45 C 1.0856(6) 0.5530(5) 0.5937(4) 0.0242(11) Uani 1 1 d . . . . .
C46 C 0.9815(5) 0.5384(4) 0.6558(3) 0.0200(10) Uani 1 1 d . . . . .
C51 C 0.4380(6) 0.6379(4) 0.8895(3) 0.0212(10) Uani 1 1 d . . . . .
C52 C 0.5039(6) 0.6653(5) 0.9573(3) 0.0261(11) Uani 1 1 d . . . . .
C53 C 0.4139(7) 0.7582(5) 1.0047(4) 0.0371(14) Uani 1 1 d . . . . .
H53 H 0.4556 0.7786 1.0515 0.044 Uiso 1 1 calc R U . . .
C54 C 0.2651(8) 0.8210(5) 0.9846(4) 0.0429(16) Uani 1 1 d . . . . .
H54 H 0.2067 0.8860 1.0157 0.052 Uiso 1 1 calc R U . . .
C55 C 0.2023(7) 0.7887(5) 0.9194(4) 0.0379(14) Uani 1 1 d . . . . .
H55 H 0.0995 0.8308 0.9073 0.045 Uiso 1 1 calc R U . . .
C56 C 0.2855(6) 0.6960(5) 0.8703(4) 0.0276(11) Uani 1 1 d . . . . .
C57 C 0.6618(6) 0.5932(5) 0.9835(3) 0.0287(12) Uani 1 1 d . . . . .
H57A H 0.6902 0.6306 1.0282 0.043 Uiso 1 1 calc R U . . .
H57B H 0.7281 0.5878 0.9324 0.043 Uiso 1 1 calc R U . . .
H57C H 0.6701 0.5140 1.0070 0.043 Uiso 1 1 calc R U . . .
C58 C 0.2098(6) 0.6602(5) 0.8029(4) 0.0310(12) Uani 1 1 d . . . . .
H58A H 0.2044 0.5840 0.8233 0.047 Uiso 1 1 calc R U . . .
H58B H 0.2669 0.6536 0.7478 0.047 Uiso 1 1 calc R U . . .
H58C H 0.1087 0.7195 0.7936 0.047 Uiso 1 1 calc R U . . .
C61 C 0.7381(6) 0.1291(4) 0.6777(3) 0.0236(11) Uani 1 1 d . . . . .
C62 C 0.6519(6) 0.0850(5) 0.6347(3) 0.0253(11) Uani 1 1 d . . . . .
C63 C 0.7175(7) -0.0330(5) 0.6177(4) 0.0334(13) Uani 1 1 d . . . . .
H63 H 0.6629 -0.0659 0.5876 0.040 Uiso 1 1 calc R U . . .
C64 C 0.8613(7) -0.1022(5) 0.6441(4) 0.0330(13) Uani 1 1 d . . . . .
H64 H 0.9047 -0.1821 0.6321 0.040 Uiso 1 1 calc R U . . .
C65 C 0.9419(6) -0.0555(5) 0.6880(4) 0.0311(12) Uani 1 1 d . . . . .
H65 H 1.0401 -0.1043 0.7062 0.037 Uiso 1 1 calc R U . . .
C66 C 0.8829(6) 0.0604(5) 0.7058(4) 0.0267(11) Uani 1 1 d . . . . .
C67 C 0.4930(6) 0.1586(5) 0.6107(4) 0.0343(13) Uani 1 1 d . . . . .
H67A H 0.4281 0.1610 0.6622 0.051 Uiso 1 1 calc R U . . .
H67B H 0.4632 0.1243 0.5645 0.051 Uiso 1 1 calc R U . . .
H67C H 0.4842 0.2387 0.5898 0.051 Uiso 1 1 calc R U . . .
C68 C 0.9702(7) 0.1118(5) 0.7557(4) 0.0377(14) Uani 1 1 d . . . . .
H68A H 1.0592 0.0481 0.7805 0.057 Uiso 1 1 calc R U . . .
H68B H 0.9073 0.1539 0.8028 0.057 Uiso 1 1 calc R U . . .
H68C H 1.0002 0.1665 0.7157 0.057 Uiso 1 1 calc R U . . .


_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 C41 2.012(5) . ?
Ir1 N1 2.055(4) . ?
Ir1 C2 2.065(5) . ?
Ir1 C21 2.067(5) . ?
Ir1 N2 2.075(4) . ?
Ir1 N6 2.193(4) . ?
F1 C23 1.368(6) . ?
F2 C25 1.370(6) . ?
F3 C43 1.366(6) . ?
F4 C45 1.371(6) . ?
N1 C12 1.350(6) . ?
N1 C16 1.362(6) . ?
N2 C32 1.345(6) . ?
N2 C36 1.372(6) . ?
N3 C1 1.331(6) . ?
N3 N5 1.339(6) . ?
N4 C2 1.350(6) . ?
N4 N5 1.380(6) . ?
N5 C61 1.436(6) . ?
N6 N7 1.285(6) . ?
N6 C51 1.449(6) . ?
N7 C1 1.382(6) . ?
C1 C2 1.432(7) . ?
C12 C13 1.381(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.402(7) . ?
C15 H15 0.9500 . ?
C16 C26 1.471(7) . ?
C21 C22 1.399(7) . ?
C21 C26 1.414(7) . ?
C22 C23 1.369(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(8) . ?
C24 C25 1.373(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.396(7) . ?
C32 C33 1.380(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.386(8) . ?
C33 H33 0.9500 . ?
C34 C35 1.373(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.408(7) . ?
C35 H35 0.9500 . ?
C36 C46 1.463(7) . ?
C41 C42 1.405(7) . ?
C41 C46 1.412(7) . ?
C42 C43 1.375(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.383(8) . ?
C44 C45 1.369(8) . ?
C44 H44 0.9500 . ?
C45 C46 1.400(7) . ?
C51 C52 1.394(7) . ?
C51 C56 1.408(7) . ?
C52 C53 1.400(8) . ?
C52 C57 1.500(8) . ?
C53 C54 1.387(9) . ?
C53 H53 0.9500 . ?
C54 C55 1.377(10) . ?
C54 H54 0.9500 . ?
C55 C56 1.397(8) . ?
C55 H55 0.9500 . ?
C56 C58 1.505(8) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 C62 1.393(7) . ?
C61 C66 1.399(7) . ?
C62 C63 1.399(8) . ?
C62 C67 1.502(8) . ?
C63 C64 1.385(8) . ?
C63 H63 0.9500 . ?
C64 C65 1.380(8) . ?
C64 H64 0.9500 . ?
C65 C66 1.378(8) . ?
C65 H65 0.9500 . ?
C66 C68 1.524(8) . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C41 Ir1 N1 93.36(17) . . ?
C41 Ir1 C2 102.14(18) . . ?
N1 Ir1 C2 98.09(17) . . ?
C41 Ir1 C21 89.52(18) . . ?
N1 Ir1 C21 79.52(17) . . ?
C2 Ir1 C21 168.25(18) . . ?
C41 Ir1 N2 79.99(18) . . ?
N1 Ir1 N2 173.28(16) . . ?
C2 Ir1 N2 84.35(17) . . ?
C21 Ir1 N2 99.34(17) . . ?
C41 Ir1 N6 177.33(16) . . ?
N1 Ir1 N6 85.75(15) . . ?
C2 Ir1 N6 75.53(17) . . ?
C21 Ir1 N6 92.79(17) . . ?
N2 Ir1 N6 100.94(15) . . ?
C12 N1 C16 120.4(4) . . ?
C12 N1 Ir1 122.3(4) . . ?
C16 N1 Ir1 117.1(3) . . ?
C32 N2 C36 120.2(4) . . ?
C32 N2 Ir1 123.8(3) . . ?
C36 N2 Ir1 115.3(3) . . ?
C1 N3 N5 101.3(4) . . ?
C2 N4 N5 104.8(4) . . ?
N3 N5 N4 115.8(4) . . ?
N3 N5 C61 121.5(4) . . ?
N4 N5 C61 121.1(4) . . ?
N7 N6 C51 113.7(4) . . ?
N7 N6 Ir1 119.5(3) . . ?
C51 N6 Ir1 125.2(3) . . ?
N6 N7 C1 110.1(4) . . ?
N3 C1 N7 123.6(4) . . ?
N3 C1 C2 113.4(4) . . ?
N7 C1 C2 122.9(4) . . ?
N4 C2 C1 104.6(4) . . ?
N4 C2 Ir1 142.7(4) . . ?
C1 C2 Ir1 111.3(3) . . ?
N1 C12 C13 121.9(5) . . ?
N1 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C14 118.6(5) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C13 C14 C15 120.0(5) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C16 119.5(5) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N1 C16 C15 119.5(5) . . ?
N1 C16 C26 113.5(4) . . ?
C15 C16 C26 126.9(5) . . ?
C22 C21 C26 117.8(4) . . ?
C22 C21 Ir1 129.1(4) . . ?
C26 C21 Ir1 112.9(3) . . ?
C23 C22 C21 119.9(5) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
F1 C23 C22 119.4(5) . . ?
F1 C23 C24 116.7(5) . . ?
C22 C23 C24 123.9(5) . . ?
C25 C24 C23 115.9(5) . . ?
C25 C24 H24 122.1 . . ?
C23 C24 H24 122.1 . . ?
F2 C25 C24 116.6(5) . . ?
F2 C25 C26 120.1(5) . . ?
C24 C25 C26 123.3(5) . . ?
C25 C26 C21 119.0(5) . . ?
C25 C26 C16 125.1(5) . . ?
C21 C26 C16 115.8(4) . . ?
N2 C32 C33 122.2(5) . . ?
N2 C32 H32 118.9 . . ?
C33 C32 H32 118.9 . . ?
C32 C33 C34 118.5(5) . . ?
C32 C33 H33 120.7 . . ?
C34 C33 H33 120.7 . . ?
C35 C34 C33 119.9(5) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 120.1(5) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
N2 C36 C35 118.9(5) . . ?
N2 C36 C46 114.0(4) . . ?
C35 C36 C46 127.0(5) . . ?
C42 C41 C46 118.6(4) . . ?
C42 C41 Ir1 126.2(3) . . ?
C46 C41 Ir1 115.1(3) . . ?
C43 C42 C41 119.2(5) . . ?
C43 C42 H42 120.4 . . ?
C41 C42 H42 120.4 . . ?
F3 C43 C42 118.5(5) . . ?
F3 C43 C44 117.3(5) . . ?
C42 C43 C44 124.1(5) . . ?
C45 C44 C43 115.7(5) . . ?
C45 C44 H44 122.1 . . ?
C43 C44 H44 122.1 . . ?
C44 C45 F4 116.5(5) . . ?
C44 C45 C46 124.0(5) . . ?
F4 C45 C46 119.5(5) . . ?
C45 C46 C41 118.3(5) . . ?
C45 C46 C36 126.3(5) . . ?
C41 C46 C36 115.2(4) . . ?
C52 C51 C56 122.7(5) . . ?
C52 C51 N6 118.3(4) . . ?
C56 C51 N6 118.9(5) . . ?
C51 C52 C53 117.5(5) . . ?
C51 C52 C57 121.8(5) . . ?
C53 C52 C57 120.5(5) . . ?
C54 C53 C52 121.2(6) . . ?
C54 C53 H53 119.4 . . ?
C52 C53 H53 119.4 . . ?
C55 C54 C53 119.7(5) . . ?
C55 C54 H54 120.1 . . ?
C53 C54 H54 120.1 . . ?
C54 C55 C56 121.9(6) . . ?
C54 C55 H55 119.1 . . ?
C56 C55 H55 119.1 . . ?
C55 C56 C51 116.9(5) . . ?
C55 C56 C58 119.8(5) . . ?
C51 C56 C58 123.3(5) . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C61 C66 123.1(5) . . ?
C62 C61 N5 119.1(5) . . ?
C66 C61 N5 117.8(5) . . ?
C61 C62 C63 117.2(5) . . ?
C61 C62 C67 121.9(5) . . ?
C63 C62 C67 120.9(5) . . ?
C64 C63 C62 120.6(5) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
C65 C64 C63 120.3(5) . . ?
C65 C64 H64 119.8 . . ?
C63 C64 H64 119.8 . . ?
C66 C65 C64 121.3(5) . . ?
C66 C65 H65 119.3 . . ?
C64 C65 H65 119.3 . . ?
C65 C66 C61 117.4(5) . . ?
C65 C66 C68 121.6(5) . . ?
C61 C66 C68 121.0(5) . . ?
C62 C67 H67A 109.5 . . ?
C62 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C62 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C66 C68 H68A 109.5 . . ?
C66 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C66 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?

_refine_diff_density_max         3.269
_refine_diff_density_min         -2.967
_refine_diff_density_rms         0.172

