# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2071495'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-05-17 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            'C43 H51 Ir N10'
_chemical_formula_weight         900.13

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'

_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                   9.6392(13)
_cell_length_b                   21.201(3)
_cell_length_c                   19.632(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.5590(10)
_cell_angle_gamma                90
_cell_volume                     3944.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.42

_exptl_crystal_description       Plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.430
_shelx_estimated_absorpt_T_min   0.469
_shelx_estimated_absorpt_T_max   0.875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5477
_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            56520
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.921
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9053
_reflns_number_gt                7540
_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)+(0.0213P)²+3.3346P] 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         9053
_refine_ls_number_parameters     515
_refine_ls_number_restraints     94
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0556
_refine_ls_wR_factor_gt          0.0521
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.42536(2) 0.57146(2) 0.27785(2) 0.01353(4) Uani 1 1 d . . . . .
N1 N 0.5176(3) 0.61397(11) 0.36864(13) 0.0146(5) Uani 1 1 d . . . . .
N2 N 0.6156(3) 0.67402(12) 0.45770(14) 0.0225(6) Uani 1 1 d . . . . .
N3 N 0.5273(3) 0.62992(12) 0.47841(13) 0.0197(6) Uani 1 1 d . . . . .
N4 N 0.3379(3) 0.51885(11) 0.19323(13) 0.0170(5) Uani 1 1 d . . . . .
N5 N 0.2360(3) 0.47450(14) 0.09415(16) 0.0338(7) Uani 1 1 d . . . . .
N6 N 0.3448(3) 0.43738(13) 0.12676(15) 0.0314(7) Uani 1 1 d . . . . .
N7 N 0.2769(3) 0.65030(11) 0.27054(12) 0.0139(5) Uani 1 1 d . . . . .
N8 N 0.5327(3) 0.61979(11) 0.20376(13) 0.0158(5) Uani 1 1 d . . . . .
N9 N 0.1961(3) 0.75350(12) 0.24372(15) 0.0239(6) Uani 1 1 d . . . . .
N10 N 0.5527(3) 0.69391(13) 0.11706(14) 0.0276(7) Uani 1 1 d . . . . .
C1 C 0.0463(4) 0.74192(19) 0.2228(2) 0.0429(10) Uani 1 1 d . . . . .
H1A H 0.0149 0.7568 0.1752 0.064 Uiso 1 1 calc R U . . .
H1B H -0.0052 0.7645 0.2539 0.064 Uiso 1 1 calc R U . . .
H1C H 0.0278 0.6966 0.2251 0.064 Uiso 1 1 calc R U . . .
C2 C 0.2368(4) 0.81765(15) 0.2306(2) 0.0347(9) Uani 1 1 d . . . . .
H2A H 0.3366 0.8240 0.2509 0.052 Uiso 1 1 calc R U . . .
H2B H 0.1790 0.8473 0.2517 0.052 Uiso 1 1 calc R U . . .
H2C H 0.2223 0.8250 0.1805 0.052 Uiso 1 1 calc R U . . .
C3 C 0.2887(3) 0.70321(14) 0.23560(16) 0.0177(6) Uani 1 1 d . . . . .
C4 C 0.3820(3) 0.71266(14) 0.18989(16) 0.0206(7) Uani 1 1 d . . . . .
H4 H 0.3725 0.7523 0.1669 0.025 Uiso 1 1 calc R U . . .
C5 C 0.4874(3) 0.67363(14) 0.17218(16) 0.0191(7) Uani 1 1 d . . . . .
C6 C 0.4735(4) 0.7345(2) 0.0640(2) 0.0483(12) Uani 1 1 d . . . . .
H6A H 0.3748 0.7208 0.0538 0.073 Uiso 1 1 calc R U . . .
H6B H 0.5140 0.7319 0.0218 0.073 Uiso 1 1 calc R U . . .
H6C H 0.4784 0.7782 0.0806 0.073 Uiso 1 1 calc R U . . .
C7 C 0.7000(4) 0.70948(18) 0.1331(2) 0.0380(9) Uani 1 1 d . . . . .
H7A H 0.7109 0.7541 0.1460 0.057 Uiso 1 1 calc R U . . .
H7B H 0.7433 0.7016 0.0925 0.057 Uiso 1 1 calc R U . . .
H7C H 0.7464 0.6834 0.1719 0.057 Uiso 1 1 calc R U . . .
C11 C 0.6495(7) 0.8106(2) 0.3766(3) 0.086(2) Uani 1 1 d . U . . .
H11A H 0.5973 0.8188 0.3298 0.128 Uiso 1 1 calc R U . . .
H11B H 0.6996 0.8489 0.3951 0.128 Uiso 1 1 calc R U . . .
H11C H 0.5833 0.7980 0.4066 0.128 Uiso 1 1 calc R U . . .
C12 C 0.7532(4) 0.75883(17) 0.3742(2) 0.0393(10) Uani 1 1 d . U . . .
H12A H 0.8052 0.7508 0.4218 0.047 Uiso 1 1 calc R U . . .
H12B H 0.8224 0.7728 0.3459 0.047 Uiso 1 1 calc R U . . .
C13 C 0.6863(4) 0.69795(14) 0.34461(17) 0.0233(7) Uani 1 1 d . U . . .
H13A H 0.6209 0.7076 0.3008 0.028 Uiso 1 1 calc R U . . .
H13B H 0.7614 0.6702 0.3331 0.028 Uiso 1 1 calc R U . . .
C14 C 0.6071(3) 0.66257(13) 0.39093(16) 0.0181(6) Uani 1 1 d . U . . .
C15 C 0.5018(4) 0.63109(16) 0.54891(16) 0.0292(8) Uani 1 1 d . . . . .
H15A H 0.4009 0.6376 0.5484 0.044 Uiso 1 1 calc R U . . .
H15B H 0.5557 0.6656 0.5744 0.044 Uiso 1 1 calc R U . . .
H15C H 0.5315 0.5909 0.5716 0.044 Uiso 1 1 calc R U . . .
C16 C 0.4688(3) 0.59405(14) 0.42488(16) 0.0172(6) Uani 1 1 d . . . . .
C21 C 0.3295(3) 0.52412(13) 0.34589(16) 0.0156(6) Uani 1 1 d . . . . .
C22 C 0.2325(3) 0.47462(14) 0.33233(17) 0.0201(7) Uani 1 1 d . . . . .
H22 H 0.2068 0.4593 0.2863 0.024 Uiso 1 1 calc R U . . .
C23 C 0.1726(3) 0.44723(15) 0.38444(18) 0.0239(7) Uani 1 1 d . . . . .
H23 H 0.1067 0.4138 0.3734 0.029 Uiso 1 1 calc R U . . .
C24 C 0.2082(4) 0.46814(15) 0.45239(18) 0.0268(8) Uani 1 1 d . . . . .
H24 H 0.1653 0.4498 0.4875 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3065(4) 0.51577(15) 0.46855(17) 0.0236(7) Uani 1 1 d . . . . .
H25 H 0.3327 0.5300 0.5150 0.028 Uiso 1 1 calc R U . . .
C26 C 0.3670(3) 0.54289(14) 0.41637(16) 0.0168(6) Uani 1 1 d . . . . .
C35 C 0.3852(5) 0.3818(2) 0.0909(3) 0.0629(14) Uani 1 1 d . . . . .
H35A H 0.4845 0.3853 0.0865 0.094 Uiso 1 1 calc R U . . .
H35B H 0.3261 0.3790 0.0448 0.094 Uiso 1 1 calc R U . . .
H35C H 0.3720 0.3439 0.1176 0.094 Uiso 1 1 calc R U . . .
C36 C 0.4075(3) 0.46461(14) 0.18595(17) 0.0219(7) Uani 1 1 d . . . . .
C41 C 0.5583(3) 0.49687(13) 0.28909(16) 0.0166(6) Uani 1 1 d . . . . .
C42 C 0.6752(3) 0.48671(15) 0.34216(17) 0.0220(7) Uani 1 1 d . . . . .
H42 H 0.6970 0.5168 0.3784 0.026 Uiso 1 1 calc R U . . .
C43 C 0.7596(4) 0.43363(16) 0.34291(19) 0.0299(8) Uani 1 1 d . . . . .
H43 H 0.8379 0.4279 0.3796 0.036 Uiso 1 1 calc R U . . .
C44 C 0.7314(4) 0.38901(16) 0.2911(2) 0.0333(9) Uani 1 1 d . . . . .
H44 H 0.7913 0.3534 0.2916 0.040 Uiso 1 1 calc R U . . .
C45 C 0.6162(4) 0.39612(15) 0.2386(2) 0.0308(9) Uani 1 1 d . . . . .
H45 H 0.5956 0.3652 0.2032 0.037 Uiso 1 1 calc R U . . .
C46 C 0.5295(4) 0.44935(14) 0.23791(17) 0.0219(7) Uani 1 1 d . . . . .
C51 C 0.1979(3) 0.65286(13) 0.32554(16) 0.0165(6) Uani 1 1 d . . . . .
C52 C 0.0867(3) 0.61182(14) 0.32674(16) 0.0191(7) Uani 1 1 d . . . . .
H52 H 0.0565 0.5848 0.2883 0.023 Uiso 1 1 calc R U . . .
C53 C 0.0186(4) 0.60938(16) 0.38297(18) 0.0247(7) Uani 1 1 d . . . . .
H53 H -0.0570 0.5806 0.3829 0.030 Uiso 1 1 calc R U . . .
C54 C 0.0602(4) 0.64873(16) 0.43918(18) 0.0281(8) Uani 1 1 d . . . . .
H54 H 0.0141 0.6470 0.4780 0.034 Uiso 1 1 calc R U . . .
C55 C 0.1701(4) 0.69078(16) 0.43819(18) 0.0273(8) Uani 1 1 d . . . . .
H55 H 0.1987 0.7183 0.4763 0.033 Uiso 1 1 calc R U . . .
C56 C 0.2386(3) 0.69292(14) 0.38200(16) 0.0212(7) Uani 1 1 d . . . . .
H56 H 0.3138 0.7219 0.3820 0.025 Uiso 1 1 calc R U . . .
C61 C 0.6230(3) 0.57992(13) 0.17214(15) 0.0178(6) Uani 1 1 d . . . . .
C62 C 0.5801(4) 0.55630(15) 0.10514(17) 0.0251(8) Uani 1 1 d . . . . .
H62 H 0.4924 0.5691 0.0783 0.030 Uiso 1 1 calc R U . . .
C63 C 0.6654(4) 0.51430(17) 0.07778(19) 0.0326(9) Uani 1 1 d . . . . .
H63 H 0.6362 0.4988 0.0320 0.039 Uiso 1 1 calc R U . . .
C64 C 0.7933(4) 0.49471(16) 0.1167(2) 0.0326(9) Uani 1 1 d . . . . .
H64 H 0.8511 0.4657 0.0978 0.039 Uiso 1 1 calc R U . . .
C65 C 0.8357(4) 0.51781(15) 0.18305(18) 0.0249(7) Uani 1 1 d . . . . .
H65 H 0.9224 0.5042 0.2102 0.030 Uiso 1 1 calc R U . . .
C66 C 0.7516(3) 0.56088(13) 0.21001(17) 0.0199(7) Uani 1 1 d . . . . .
H66 H 0.7828 0.5775 0.2552 0.024 Uiso 1 1 calc R U . . .
C31 C -0.0199(7) 0.6423(3) 0.0311(3) 0.0465(18) Uani 0.720(9) 1 d D U P A 1
H31A H -0.0988 0.6361 0.0555 0.070 Uiso 0.720(9) 1 calc R U P A 1
H31B H -0.0562 0.6463 -0.0187 0.070 Uiso 0.720(9) 1 calc R U P A 1
H31C H 0.0312 0.6808 0.0481 0.070 Uiso 0.720(9) 1 calc R U P A 1
C32 C 0.0788(6) 0.5866(3) 0.0440(3) 0.0351(15) Uani 0.720(9) 1 d D U P A 1
H32A H 0.0269 0.5478 0.0264 0.042 Uiso 0.720(9) 1 calc R U P A 1
H32B H 0.1567 0.5924 0.0180 0.042 Uiso 0.720(9) 1 calc R U P A 1
C31A C 0.0655(19) 0.6766(8) 0.0520(10) 0.054(5) Uani 0.280(9) 1 d D U P A 2
H31D H -0.0326 0.6630 0.0495 0.082 Uiso 0.280(9) 1 calc R U P A 2
H31E H 0.0749 0.6979 0.0087 0.082 Uiso 0.280(9) 1 calc R U P A 2
H31F H 0.0918 0.7057 0.0909 0.082 Uiso 0.280(9) 1 calc R U P A 2
C32A C 0.1619(14) 0.6193(6) 0.0624(6) 0.031(3) Uani 0.280(9) 1 d D U P A 2
H32C H 0.1467 0.5943 0.0191 0.037 Uiso 0.280(9) 1 calc R U P A 2
H32D H 0.2612 0.6339 0.0712 0.037 Uiso 0.280(9) 1 calc R U P A 2
C33 C 0.1396(4) 0.57836(16) 0.11992(16) 0.0261(7) Uani 1 1 d D U . . .
H33A H 0.1919 0.6172 0.1369 0.031 Uiso 0.720(9) 1 calc R U P A 1
H33B H 0.0609 0.5736 0.1456 0.031 Uiso 0.720(9) 1 calc R U P A 1
H33C H 0.0416 0.5623 0.1093 0.031 Uiso 0.280(9) 1 calc R U P A 2
H33D H 0.1480 0.6046 0.1622 0.031 Uiso 0.280(9) 1 calc R U P A 2
C34 C 0.2358(4) 0.52356(15) 0.13601(16) 0.0229(7) Uani 1 1 d D 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 2.022(3) . ?
Ir1 C21 2.024(3) . ?
Ir1 N1 2.049(2) . ?
Ir1 N4 2.050(2) . ?
Ir1 N7 2.188(2) . ?
Ir1 N8 2.188(2) . ?
N1 C16 1.345(4) . ?
N1 C14 1.364(4) . ?
N2 C14 1.321(4) . ?
N2 N3 1.375(4) . ?
N3 C16 1.336(4) . ?
N3 C15 1.450(4) . ?
N4 C36 1.352(4) . ?
N4 C34 1.355(4) . ?
N5 C34 1.326(4) . ?
N5 N6 1.372(4) . ?
N6 C36 1.338(4) . ?
N6 C35 1.461(5) . ?
N7 C3 1.330(4) . ?
N7 C51 1.432(4) . ?
N8 C5 1.334(4) . ?
N8 C61 1.433(4) . ?
N9 C3 1.418(4) . ?
N9 C1 1.448(4) . ?
N9 C2 1.451(4) . ?
N10 C5 1.415(4) . ?
N10 C7 1.436(4) . ?
N10 C6 1.455(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.396(4) . ?
C4 C5 1.403(4) . ?
C4 H4 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C11 C12 1.490(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.511(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.492(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C26 1.452(4) . ?
C21 C22 1.398(4) . ?
C21 C26 1.421(4) . ?
C22 C23 1.390(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.388(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(4) . ?
C25 H25 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C46 1.446(5) . ?
C41 C42 1.404(4) . ?
C41 C46 1.414(4) . ?
C42 C43 1.387(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.379(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.378(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.403(4) . ?
C45 H45 0.9500 . ?
C51 C52 1.384(4) . ?
C51 C56 1.394(4) . ?
C52 C53 1.385(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.383(5) . ?
C53 H53 0.9500 . ?
C54 C55 1.387(5) . ?
C54 H54 0.9500 . ?
C55 C56 1.386(4) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.383(4) . ?
C61 C62 1.397(4) . ?
C62 C63 1.385(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.389(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.382(5) . ?
C64 H64 0.9500 . ?
C65 C66 1.389(4) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C31 C32 1.510(7) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.509(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C31A C32A 1.520(12) . ?
C31A H31D 0.9800 . ?
C31A H31E 0.9800 . ?
C31A H31F 0.9800 . ?
C32A C33 1.471(10) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C33 C34 1.484(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 H33C 0.9900 . ?
C33 H33D 0.9900 . ?

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 84.09(11) . . ?
C41 Ir1 N1 94.80(11) . . ?
C21 Ir1 N1 79.75(11) . . ?
C41 Ir1 N4 79.70(11) . . ?
C21 Ir1 N4 95.47(11) . . ?
N1 Ir1 N4 173.11(9) . . ?
C41 Ir1 N7 176.89(10) . . ?
C21 Ir1 N7 92.87(10) . . ?
N1 Ir1 N7 84.00(9) . . ?
N4 Ir1 N7 101.29(9) . . ?
C41 Ir1 N8 94.09(10) . . ?
C21 Ir1 N8 178.12(10) . . ?
N1 Ir1 N8 100.91(9) . . ?
N4 Ir1 N8 83.71(9) . . ?
N7 Ir1 N8 88.96(9) . . ?
C16 N1 C14 105.7(3) . . ?
C16 N1 Ir1 114.5(2) . . ?
C14 N1 Ir1 139.4(2) . . ?
C14 N2 N3 103.9(2) . . ?
C16 N3 N2 110.5(2) . . ?
C16 N3 C15 129.8(3) . . ?
N2 N3 C15 119.5(3) . . ?
C36 N4 C34 105.9(3) . . ?
C36 N4 Ir1 114.2(2) . . ?
C34 N4 Ir1 139.5(2) . . ?
C34 N5 N6 104.4(3) . . ?
C36 N6 N5 110.0(3) . . ?
C36 N6 C35 130.4(3) . . ?
N5 N6 C35 119.1(3) . . ?
C3 N7 C51 117.7(2) . . ?
C3 N7 Ir1 124.2(2) . . ?
C51 N7 Ir1 114.29(17) . . ?
C5 N8 C61 118.5(2) . . ?
C5 N8 Ir1 123.7(2) . . ?
C61 N8 Ir1 114.22(17) . . ?
C3 N9 C1 117.1(3) . . ?
C3 N9 C2 119.3(3) . . ?
C1 N9 C2 113.4(3) . . ?
C5 N10 C7 117.5(3) . . ?
C5 N10 C6 118.6(3) . . ?
C7 N10 C6 112.9(3) . . ?
N9 C1 H1A 109.5 . . ?
N9 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N9 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N9 C2 H2A 109.5 . . ?
N9 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N9 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N7 C3 C4 125.3(3) . . ?
N7 C3 N9 117.5(3) . . ?
C4 C3 N9 117.2(3) . . ?
C3 C4 C5 131.0(3) . . ?
C3 C4 H4 114.5 . . ?
C5 C4 H4 114.5 . . ?
N8 C5 C4 125.5(3) . . ?
N8 C5 N10 117.5(3) . . ?
C4 C5 N10 117.0(3) . . ?
N10 C6 H6A 109.5 . . ?
N10 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N10 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N10 C7 H7A 109.5 . . ?
N10 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N10 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C11 C12 C13 113.6(4) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 115.1(3) . . ?
C14 C13 H13A 108.5 . . ?
C12 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
N2 C14 N1 112.2(3) . . ?
N2 C14 C13 124.5(3) . . ?
N1 C14 C13 123.3(3) . . ?
N3 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N3 C16 N1 107.8(3) . . ?
N3 C16 C26 134.0(3) . . ?
N1 C16 C26 118.1(3) . . ?
C22 C21 C26 115.9(3) . . ?
C22 C21 Ir1 128.1(2) . . ?
C26 C21 Ir1 116.0(2) . . ?
C23 C22 C21 121.8(3) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 122.3(3) . . ?
C25 C26 C16 126.1(3) . . ?
C21 C26 C16 111.5(3) . . ?
N6 C35 H35A 109.5 . . ?
N6 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N6 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N6 C36 N4 107.8(3) . . ?
N6 C36 C46 134.1(3) . . ?
N4 C36 C46 118.1(3) . . ?
C42 C41 C46 116.4(3) . . ?
C42 C41 Ir1 127.4(2) . . ?
C46 C41 Ir1 116.2(2) . . ?
C43 C42 C41 121.4(3) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C44 C43 C42 120.8(3) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C45 C44 C43 120.0(3) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C45 C46 119.5(3) . . ?
C44 C45 H45 120.3 . . ?
C46 C45 H45 120.3 . . ?
C45 C46 C41 121.8(3) . . ?
C45 C46 C36 126.4(3) . . ?
C41 C46 C36 111.7(3) . . ?
C52 C51 C56 118.4(3) . . ?
C52 C51 N7 120.6(3) . . ?
C56 C51 N7 120.7(3) . . ?
C51 C52 C53 121.2(3) . . ?
C51 C52 H52 119.4 . . ?
C53 C52 H52 119.4 . . ?
C54 C53 C52 120.2(3) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 119.2(3) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 H54 120.4 . . ?
C56 C55 C54 120.6(3) . . ?
C56 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
C55 C56 C51 120.5(3) . . ?
C55 C56 H56 119.8 . . ?
C51 C56 H56 119.8 . . ?
C66 C61 C62 118.8(3) . . ?
C66 C61 N8 119.6(3) . . ?
C62 C61 N8 121.4(3) . . ?
C63 C62 C61 120.1(3) . . ?
C63 C62 H62 120.0 . . ?
C61 C62 H62 120.0 . . ?
C62 C63 C64 120.6(3) . . ?
C62 C63 H63 119.7 . . ?
C64 C63 H63 119.7 . . ?
C65 C64 C63 119.4(3) . . ?
C65 C64 H64 120.3 . . ?
C63 C64 H64 120.3 . . ?
C64 C65 C66 120.0(3) . . ?
C64 C65 H65 120.0 . . ?
C66 C65 H65 120.0 . . ?
C61 C66 C65 121.0(3) . . ?
C61 C66 H66 119.5 . . ?
C65 C66 H66 119.5 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C31 112.0(4) . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32B 109.2 . . ?
C31 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C32A C31A H31D 109.5 . . ?
C32A C31A H31E 109.5 . . ?
H31D C31A H31E 109.5 . . ?
C32A C31A H31F 109.5 . . ?
H31D C31A H31F 109.5 . . ?
H31E C31A H31F 109.5 . . ?
C33 C32A C31A 113.8(10) . . ?
C33 C32A H32C 108.8 . . ?
C31A C32A H32C 108.8 . . ?
C33 C32A H32D 108.8 . . ?
C31A C32A H32D 108.8 . . ?
H32C C32A H32D 107.7 . . ?
C32A C33 C34 116.9(5) . . ?
C34 C33 C32 114.5(3) . . ?
C34 C33 H33A 108.6 . . ?
C32 C33 H33A 108.6 . . ?
C34 C33 H33B 108.6 . . ?
C32 C33 H33B 108.6 . . ?
H33A C33 H33B 107.6 . . ?
C32A C33 H33C 108.1 . . ?
C34 C33 H33C 108.1 . . ?
C32A C33 H33D 108.1 . . ?
C34 C33 H33D 108.1 . . ?
H33C C33 H33D 107.3 . . ?
N5 C34 N4 111.9(3) . . ?
N5 C34 C33 123.6(3) . . ?
N4 C34 C33 124.4(3) . . ?

_refine_diff_density_max         0.995
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.101


####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2071499'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-05-17 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            'C45 H51 Ir N6'
_chemical_formula_weight         868.11

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   21.013(7)
_cell_length_b                   14.522(5)
_cell_length_c                   28.498(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8696(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7990
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      26.13

_exptl_crystal_description       Needles
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             3520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.107
_shelx_estimated_absorpt_T_min   0.418
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6110
_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            49384
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.429
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9583
_reflns_number_gt                6613
_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. 
  
 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. 
;

_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)+(0.0408P)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         9583
_refine_ls_number_parameters     474
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0882
_refine_ls_wR_factor_gt          0.0714
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.40270(2) 0.72243(2) 0.35395(2) 0.02107(6) Uani 1 1 d . . . . .
N1 N 0.54884(15) 0.6851(2) 0.33145(13) 0.0271(8) Uani 1 1 d . . . . .
N2 N 0.50330(15) 0.5978(2) 0.38412(13) 0.0242(8) Uani 1 1 d . . . . .
N3 N 0.26677(15) 0.8152(2) 0.36606(12) 0.0243(8) Uani 1 1 d . . . . .
N4 N 0.27024(15) 0.6788(2) 0.33391(13) 0.0252(8) Uani 1 1 d . . . . .
N5 N 0.40986(14) 0.8154(2) 0.29398(13) 0.0248(8) Uani 1 1 d . . . . .
N6 N 0.43178(15) 0.8331(2) 0.40149(13) 0.0272(8) Uani 1 1 d . . . . .
C1 C 0.4409(2) 0.9621(3) 0.25451(18) 0.0405(12) Uani 1 1 d . . . . .
H1A H 0.4523 0.9251 0.2270 0.061 Uiso 1 1 calc R U . . .
H1B H 0.4743 1.0079 0.2603 0.061 Uiso 1 1 calc R U . . .
H1C H 0.4004 0.9935 0.2488 0.061 Uiso 1 1 calc R U . . .
C2 C 0.43452(19) 0.8995(3) 0.29713(17) 0.0296(10) Uani 1 1 d . . . . .
C3 C 0.4593(2) 0.9373(3) 0.33866(18) 0.0360(12) Uani 1 1 d . . . . .
H3 H 0.4827 0.9924 0.3337 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4567(2) 0.9106(3) 0.38622(18) 0.0331(11) Uani 1 1 d . . . . .
C5 C 0.4839(3) 0.9838(3) 0.4197(2) 0.0552(16) Uani 1 1 d . . . . .
H5A H 0.4491 1.0205 0.4327 0.083 Uiso 1 1 calc R U . . .
H5B H 0.5131 1.0241 0.4024 0.083 Uiso 1 1 calc R U . . .
H5C H 0.5071 0.9534 0.4452 0.083 Uiso 1 1 calc R U . . .
C11 C 0.49297(18) 0.6712(3) 0.35463(15) 0.0235(9) Uani 1 1 d . . . . .
C12 C 0.5627(2) 0.7571(3) 0.29749(19) 0.0399(12) Uani 1 1 d . . . . .
H12A H 0.5255 0.7972 0.2941 0.060 Uiso 1 1 calc R U . . .
H12B H 0.5729 0.7291 0.2671 0.060 Uiso 1 1 calc R U . . .
H12C H 0.5991 0.7934 0.3084 0.060 Uiso 1 1 calc R U . . .
C13 C 0.59445(18) 0.6209(3) 0.34599(16) 0.0281(10) Uani 1 1 d . . . . .
C14 C 0.6571(2) 0.6105(3) 0.33226(19) 0.0400(12) Uani 1 1 d . . . . .
H14 H 0.6755 0.6486 0.3088 0.048 Uiso 1 1 calc R U . . .
C15 C 0.6921(2) 0.5414(3) 0.3544(2) 0.0471(14) Uani 1 1 d . . . . .
H15 H 0.7355 0.5324 0.3461 0.057 Uiso 1 1 calc R U . . .
C16 C 0.6643(2) 0.4858(3) 0.3882(2) 0.0461(14) Uani 1 1 d . . . . .
H16 H 0.6894 0.4392 0.4026 0.055 Uiso 1 1 calc R U . . .
C17 C 0.6015(2) 0.4956(3) 0.40200(18) 0.0368(11) Uani 1 1 d . . . . .
H17 H 0.5831 0.4568 0.4252 0.044 Uiso 1 1 calc R U . . .
C18 C 0.56624(19) 0.5655(3) 0.38018(16) 0.0275(10) Uani 1 1 d . . . . .
C21 C 0.39606(19) 0.6246(2) 0.40580(15) 0.0241(9) Uani 1 1 d . . . . .
C22 C 0.34363(19) 0.6005(3) 0.43287(16) 0.0283(10) Uani 1 1 d . . . . .
H22 H 0.3050 0.6335 0.4288 0.034 Uiso 1 1 calc R U . . .
C23 C 0.3457(2) 0.5293(3) 0.46592(16) 0.0331(11) Uani 1 1 d . . . . .
H23 H 0.3091 0.5157 0.4843 0.040 Uiso 1 1 calc R U . . .
C24 C 0.4007(2) 0.4789(3) 0.47181(16) 0.0327(11) Uani 1 1 d . . . . .
H24 H 0.4020 0.4302 0.4941 0.039 Uiso 1 1 calc R U . . .
C25 C 0.4541(2) 0.4993(3) 0.44527(16) 0.0306(10) Uani 1 1 d . . . . .
H25 H 0.4922 0.4650 0.4490 0.037 Uiso 1 1 calc R U . . .
C26 C 0.45078(19) 0.5708(3) 0.41305(16) 0.0248(9) Uani 1 1 d . . . . .
C31 C 0.30737(19) 0.7478(3) 0.35300(16) 0.0255(9) Uani 1 1 d . . . . .
C32 C 0.2846(2) 0.9043(3) 0.38570(18) 0.0376(12) Uani 1 1 d . . . . .
H32A H 0.3309 0.9120 0.3837 0.056 Uiso 1 1 calc R U . . .
H32B H 0.2713 0.9073 0.4186 0.056 Uiso 1 1 calc R U . . .
H32C H 0.2636 0.9535 0.3680 0.056 Uiso 1 1 calc R U . . .
C33 C 0.2040(2) 0.7897(3) 0.35738(16) 0.0289(10) Uani 1 1 d . . . . .
C34 C 0.1474(2) 0.8354(3) 0.36682(17) 0.0369(11) Uani 1 1 d . . . . .
H34 H 0.1469 0.8954 0.3801 0.044 Uiso 1 1 calc R U . . .
C35 C 0.0920(2) 0.7894(4) 0.35591(19) 0.0448(14) Uani 1 1 d . . . . .
H35 H 0.0523 0.8191 0.3613 0.054 Uiso 1 1 calc R U . . .
C36 C 0.0923(2) 0.7008(3) 0.3373(2) 0.0398(12) Uani 1 1 d . . . . .
H36 H 0.0530 0.6707 0.3314 0.048 Uiso 1 1 calc R U . . .
C37 C 0.14933(19) 0.6553(3) 0.32707(17) 0.0351(11) Uani 1 1 d . . . . .
H37 H 0.1498 0.5952 0.3139 0.042 Uiso 1 1 calc R U . . .
C38 C 0.2051(2) 0.7021(3) 0.33707(16) 0.0280(10) Uani 1 1 d . . . . .
C41 C 0.37041(18) 0.6139(3) 0.31523(15) 0.0247(9) Uani 1 1 d . . . . .
C42 C 0.40575(19) 0.5453(3) 0.29281(16) 0.0287(10) Uani 1 1 d . . . . .
H42 H 0.4508 0.5458 0.2959 0.034 Uiso 1 1 calc R U . . .
C43 C 0.3776(2) 0.4766(3) 0.26621(18) 0.0369(12) Uani 1 1 d . . . . .
H43 H 0.4034 0.4318 0.2510 0.044 Uiso 1 1 calc R U . . .
C44 C 0.3123(2) 0.4727(3) 0.26166(18) 0.0395(12) Uani 1 1 d . . . . .
H44 H 0.2932 0.4257 0.2433 0.047 Uiso 1 1 calc R U . . .
C45 C 0.2747(2) 0.5380(3) 0.28406(17) 0.0337(11) Uani 1 1 d . . . . .
H45 H 0.2297 0.5363 0.2810 0.040 Uiso 1 1 calc R U . . .
C46 C 0.30366(18) 0.6057(3) 0.31095(15) 0.0259(9) Uani 1 1 d . . . . .
C51 C 0.3794(2) 0.7802(3) 0.25074(16) 0.0311(10) Uani 1 1 d . . . . .
H51 H 0.3548 0.7255 0.2618 0.037 Uiso 1 1 calc R U . . .
C52 C 0.3292(2) 0.8406(4) 0.22730(19) 0.0505(14) Uani 1 1 d . . . . .
H52A H 0.3009 0.8678 0.2514 0.061 Uiso 1 1 calc R U . . .
H52B H 0.3500 0.8914 0.2099 0.061 Uiso 1 1 calc R U . . .
C53 C 0.2906(3) 0.7818(4) 0.1938(2) 0.0616(16) Uani 1 1 d . . . . .
H53A H 0.2578 0.8205 0.1785 0.074 Uiso 1 1 calc R U . . .
H53B H 0.2685 0.7329 0.2117 0.074 Uiso 1 1 calc R U . . .
C54 C 0.3324(3) 0.7376(4) 0.15620(18) 0.0496(14) Uani 1 1 d . . . . .
H54A H 0.3501 0.7862 0.1356 0.060 Uiso 1 1 calc R U . . .
H54B H 0.3062 0.6960 0.1366 0.060 Uiso 1 1 calc R U . . .
C55 C 0.3868(3) 0.6829(4) 0.17839(19) 0.0500(14) Uani 1 1 d . . . . .
H55A H 0.4160 0.6615 0.1534 0.060 Uiso 1 1 calc R U . . .
H55B H 0.3693 0.6279 0.1943 0.060 Uiso 1 1 calc R U . . .
C56 C 0.4245(2) 0.7405(3) 0.21413(17) 0.0369(11) Uani 1 1 d . . . . .
H56A H 0.4568 0.7013 0.2297 0.044 Uiso 1 1 calc R U . . .
H56B H 0.4470 0.7911 0.1978 0.044 Uiso 1 1 calc R U . . .
C61 C 0.4298(2) 0.8094(3) 0.45213(17) 0.0386(11) Uani 1 1 d . . . . .
H61 H 0.4015 0.7541 0.4530 0.046 Uiso 1 1 calc R U . . .
C62 C 0.4926(2) 0.7729(3) 0.47108(18) 0.0409(12) Uani 1 1 d . . . . .
H62A H 0.5117 0.7299 0.4480 0.049 Uiso 1 1 calc R U . . .
H62B H 0.5226 0.8247 0.4757 0.049 Uiso 1 1 calc R U . . .
C63 C 0.4826(3) 0.7231(3) 0.5175(2) 0.0589(16) Uani 1 1 d . . . . .
H63A H 0.4576 0.6665 0.5117 0.071 Uiso 1 1 calc R U . . .
H63B H 0.5245 0.7045 0.5302 0.071 Uiso 1 1 calc R U . . .
C64 C 0.4494(3) 0.7797(4) 0.5527(2) 0.0599(16) Uani 1 1 d . . . . .
H64A H 0.4779 0.8299 0.5631 0.072 Uiso 1 1 calc R U . . .
H64B H 0.4393 0.7411 0.5803 0.072 Uiso 1 1 calc R U . . .
C65 C 0.3877(3) 0.8215(4) 0.5335(2) 0.0653(17) Uani 1 1 d . . . . .
H65A H 0.3695 0.8638 0.5572 0.078 Uiso 1 1 calc R U . . .
H65B H 0.3565 0.7717 0.5278 0.078 Uiso 1 1 calc R U . . .
C66 C 0.3990(3) 0.8746(4) 0.4875(2) 0.0575(15) Uani 1 1 d . . . . .
H66A H 0.3581 0.8978 0.4750 0.069 Uiso 1 1 calc R U . . .
H66B H 0.4273 0.9279 0.4934 0.069 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 C31 2.037(4) . ?
Ir1 C11 2.037(4) . ?
Ir1 C41 2.040(4) . ?
Ir1 C21 2.054(4) . ?
Ir1 N5 2.183(4) . ?
Ir1 N6 2.189(3) . ?
N1 C11 1.362(5) . ?
N1 C13 1.400(5) . ?
N1 C12 1.454(5) . ?
N2 C11 1.375(5) . ?
N2 C18 1.408(5) . ?
N2 C26 1.432(5) . ?
N3 C31 1.351(5) . ?
N3 C33 1.393(5) . ?
N3 C32 1.459(5) . ?
N4 C31 1.381(5) . ?
N4 C38 1.413(5) . ?
N4 C46 1.431(5) . ?
N5 C2 1.330(5) . ?
N5 C51 1.479(6) . ?
N6 C4 1.315(5) . ?
N6 C61 1.484(6) . ?
C1 C2 1.523(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.404(6) . ?
C3 C4 1.411(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.538(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.382(6) . ?
C13 C18 1.396(6) . ?
C14 C15 1.394(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.401(6) . ?
C17 H17 0.9500 . ?
C21 C22 1.390(5) . ?
C21 C26 1.405(5) . ?
C22 C23 1.399(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.379(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(6) . ?
C25 H25 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.388(6) . ?
C33 C38 1.398(5) . ?
C34 C35 1.379(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.392(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.400(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.384(6) . ?
C37 H37 0.9500 . ?
C41 C42 1.397(5) . ?
C41 C46 1.413(5) . ?
C42 C43 1.386(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.379(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.390(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.387(6) . ?
C45 H45 0.9500 . ?
C51 C56 1.523(6) . ?
C51 C52 1.526(6) . ?
C51 H51 1.0000 . ?
C52 C53 1.517(7) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 C54 1.526(7) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 C55 1.530(7) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 C56 1.538(7) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C61 C62 1.521(7) . ?
C61 C66 1.528(7) . ?
C61 H61 1.0000 . ?
C62 C63 1.521(7) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 C64 1.472(7) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C64 C65 1.532(8) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C65 C66 1.539(8) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?

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
C31 Ir1 C11 169.02(15) . . ?
C31 Ir1 C41 78.78(16) . . ?
C11 Ir1 C41 91.88(15) . . ?
C31 Ir1 C21 93.89(16) . . ?
C11 Ir1 C21 78.70(16) . . ?
C41 Ir1 C21 80.34(16) . . ?
C31 Ir1 N5 86.88(14) . . ?
C11 Ir1 N5 99.72(14) . . ?
C41 Ir1 N5 94.42(15) . . ?
C21 Ir1 N5 174.43(14) . . ?
C31 Ir1 N6 98.63(15) . . ?
C11 Ir1 N6 90.12(14) . . ?
C41 Ir1 N6 174.16(15) . . ?
C21 Ir1 N6 94.69(15) . . ?
N5 Ir1 N6 90.64(14) . . ?
C11 N1 C13 110.4(3) . . ?
C11 N1 C12 127.0(3) . . ?
C13 N1 C12 122.6(3) . . ?
C11 N2 C18 111.0(3) . . ?
C11 N2 C26 116.2(3) . . ?
C18 N2 C26 132.8(3) . . ?
C31 N3 C33 110.9(3) . . ?
C31 N3 C32 125.9(3) . . ?
C33 N3 C32 123.2(3) . . ?
C31 N4 C38 110.4(3) . . ?
C31 N4 C46 116.2(3) . . ?
C38 N4 C46 133.0(3) . . ?
C2 N5 C51 122.8(4) . . ?
C2 N5 Ir1 122.8(3) . . ?
C51 N5 Ir1 114.2(2) . . ?
C4 N6 C61 122.1(4) . . ?
C4 N6 Ir1 122.3(3) . . ?
C61 N6 Ir1 115.0(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N5 C2 C3 124.1(4) . . ?
N5 C2 C1 121.9(4) . . ?
C3 C2 C1 114.0(4) . . ?
C2 C3 C4 133.5(4) . . ?
C2 C3 H3 113.3 . . ?
C4 C3 H3 113.3 . . ?
N6 C4 C3 124.6(4) . . ?
N6 C4 C5 122.3(4) . . ?
C3 C4 C5 113.0(4) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C11 N2 106.0(3) . . ?
N1 C11 Ir1 138.1(3) . . ?
N2 C11 Ir1 115.8(3) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 122.6(4) . . ?
C14 C13 N1 129.9(4) . . ?
C18 C13 N1 107.5(3) . . ?
C13 C14 C15 117.0(5) . . ?
C13 C14 H14 121.5 . . ?
C15 C14 H14 121.5 . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 122.6(4) . . ?
C17 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C16 C17 C18 116.9(5) . . ?
C16 C17 H17 121.5 . . ?
C18 C17 H17 121.5 . . ?
C13 C18 C17 120.2(4) . . ?
C13 C18 N2 105.2(4) . . ?
C17 C18 N2 134.6(4) . . ?
C22 C21 C26 115.3(4) . . ?
C22 C21 Ir1 128.9(3) . . ?
C26 C21 Ir1 115.8(3) . . ?
C21 C22 C23 122.4(4) . . ?
C21 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 118.8(4) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C21 123.6(4) . . ?
C25 C26 N2 123.2(4) . . ?
C21 C26 N2 113.2(4) . . ?
N3 C31 N4 106.1(3) . . ?
N3 C31 Ir1 138.5(3) . . ?
N4 C31 Ir1 115.4(3) . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N3 130.5(4) . . ?
C34 C33 C38 122.0(4) . . ?
N3 C33 C38 107.4(3) . . ?
C35 C34 C33 116.6(4) . . ?
C35 C34 H34 121.7 . . ?
C33 C34 H34 121.7 . . ?
C34 C35 C36 122.0(4) . . ?
C34 C35 H35 119.0 . . ?
C36 C35 H35 119.0 . . ?
C35 C36 C37 121.3(4) . . ?
C35 C36 H36 119.3 . . ?
C37 C36 H36 119.3 . . ?
C38 C37 C36 116.8(4) . . ?
C38 C37 H37 121.6 . . ?
C36 C37 H37 121.6 . . ?
C37 C38 C33 121.2(4) . . ?
C37 C38 N4 133.6(4) . . ?
C33 C38 N4 105.1(3) . . ?
C42 C41 C46 115.4(4) . . ?
C42 C41 Ir1 128.4(3) . . ?
C46 C41 Ir1 116.2(3) . . ?
C43 C42 C41 122.5(4) . . ?
C43 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
C44 C43 C42 120.3(4) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C45 119.7(4) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C46 C45 C44 119.1(4) . . ?
C46 C45 H45 120.4 . . ?
C44 C45 H45 120.4 . . ?
C45 C46 C41 122.9(4) . . ?
C45 C46 N4 124.3(4) . . ?
C41 C46 N4 112.6(3) . . ?
N5 C51 C56 115.6(4) . . ?
N5 C51 C52 117.8(4) . . ?
C56 C51 C52 110.4(4) . . ?
N5 C51 H51 103.7 . . ?
C56 C51 H51 103.7 . . ?
C52 C51 H51 103.7 . . ?
C53 C52 C51 108.8(4) . . ?
C53 C52 H52A 109.9 . . ?
C51 C52 H52A 109.9 . . ?
C53 C52 H52B 109.9 . . ?
C51 C52 H52B 109.9 . . ?
H52A C52 H52B 108.3 . . ?
C52 C53 C54 111.8(4) . . ?
C52 C53 H53A 109.3 . . ?
C54 C53 H53A 109.3 . . ?
C52 C53 H53B 109.3 . . ?
C54 C53 H53B 109.3 . . ?
H53A C53 H53B 107.9 . . ?
C53 C54 C55 111.0(4) . . ?
C53 C54 H54A 109.4 . . ?
C55 C54 H54A 109.4 . . ?
C53 C54 H54B 109.4 . . ?
C55 C54 H54B 109.4 . . ?
H54A C54 H54B 108.0 . . ?
C54 C55 C56 112.1(4) . . ?
C54 C55 H55A 109.2 . . ?
C56 C55 H55A 109.2 . . ?
C54 C55 H55B 109.2 . . ?
C56 C55 H55B 109.2 . . ?
H55A C55 H55B 107.9 . . ?
C51 C56 C55 109.8(4) . . ?
C51 C56 H56A 109.7 . . ?
C55 C56 H56A 109.7 . . ?
C51 C56 H56B 109.7 . . ?
C55 C56 H56B 109.7 . . ?
H56A C56 H56B 108.2 . . ?
N6 C61 C62 113.7(4) . . ?
N6 C61 C66 120.6(4) . . ?
C62 C61 C66 110.5(4) . . ?
N6 C61 H61 103.2 . . ?
C62 C61 H61 103.2 . . ?
C66 C61 H61 103.2 . . ?
C63 C62 C61 110.7(4) . . ?
C63 C62 H62A 109.5 . . ?
C61 C62 H62A 109.5 . . ?
C63 C62 H62B 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 108.1 . . ?
C64 C63 C62 113.2(4) . . ?
C64 C63 H63A 108.9 . . ?
C62 C63 H63A 108.9 . . ?
C64 C63 H63B 108.9 . . ?
C62 C63 H63B 108.9 . . ?
H63A C63 H63B 107.8 . . ?
C63 C64 C65 112.3(5) . . ?
C63 C64 H64A 109.1 . . ?
C65 C64 H64A 109.1 . . ?
C63 C64 H64B 109.1 . . ?
C65 C64 H64B 109.1 . . ?
H64A C64 H64B 107.9 . . ?
C64 C65 C66 111.8(5) . . ?
C64 C65 H65A 109.3 . . ?
C66 C65 H65A 109.3 . . ?
C64 C65 H65B 109.3 . . ?
C66 C65 H65B 109.3 . . ?
H65A C65 H65B 107.9 . . ?
C61 C66 C65 108.5(4) . . ?
C61 C66 H66A 110.0 . . ?
C65 C66 H66A 110.0 . . ?
C61 C66 H66B 110.0 . . ?
C65 C66 H66B 110.0 . . ?
H66A C66 H66B 108.4 . . ?

_refine_diff_density_max         1.084
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.106






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

data_4
_database_code_depnum_ccdc_archive 'CCDC 2071497'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-05-17 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            'C50 H51 Ir N6'
_chemical_formula_weight         928.16

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   20.975(3)
_cell_length_b                   14.266(2)
_cell_length_c                   27.118(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8114(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_F_000             3760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    3.335
_shelx_estimated_absorpt_T_min   0.455
_shelx_estimated_absorpt_T_max   0.671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6021
_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            49198
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.788
_diffrn_reflns_theta_max         27.560
_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             9366
_reflns_number_gt                7535
_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)+(0.0248P)²+13.2479P] 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         9366
_refine_ls_number_parameters     540
_refine_ls_number_restraints     171
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0696
_refine_ls_wR_factor_gt          0.0651
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.40441(2) 0.73531(2) 0.35709(2) 0.01216(4) Uani 1 1 d . . . . .
N1 N 0.26963(12) 0.83401(19) 0.37077(10) 0.0159(6) Uani 1 1 d . . . . .
N2 N 0.27137(12) 0.69688(19) 0.33507(10) 0.0146(5) Uani 1 1 d . . . . .
N3 N 0.55069(12) 0.69771(19) 0.33445(10) 0.0161(5) Uani 1 1 d . . . . .
N4 N 0.50316(12) 0.60306(18) 0.38545(10) 0.0151(5) Uani 1 1 d . . . . .
N5 N 0.43705(13) 0.84421(18) 0.40628(10) 0.0155(6) Uani 1 1 d . . . . .
N6 N 0.41329(12) 0.83356(19) 0.29707(10) 0.0158(6) Uani 1 1 d . . . . .
C1 C 0.4778(2) 0.9968(3) 0.43258(14) 0.0326(9) Uani 1 1 d . . . . .
H1A H 0.4447 1.0031 0.4579 0.049 Uiso 1 1 calc R U . . .
H1B H 0.4860 1.0582 0.4176 0.049 Uiso 1 1 calc R U . . .
H1C H 0.5171 0.9732 0.4477 0.049 Uiso 1 1 calc R U . . .
C2 C 0.45559(16) 0.9287(2) 0.39310(12) 0.0195(7) Uani 1 1 d . . . . .
C3 C 0.45423(16) 0.9639(2) 0.34451(13) 0.0215(7) Uani 1 1 d . . . . .
H3 H 0.4707 1.0254 0.3407 0.026 Uiso 1 1 calc R U . . .
C4 C 0.43224(15) 0.9218(2) 0.30103(12) 0.0171(7) Uani 1 1 d . . . . .
C5 C 0.43364(17) 0.9823(2) 0.25483(13) 0.0223(7) Uani 1 1 d . . . . .
H5A H 0.4590 0.9510 0.2293 0.034 Uiso 1 1 calc R U . . .
H5B H 0.4528 1.0432 0.2626 0.034 Uiso 1 1 calc R U . . .
H5C H 0.3900 0.9917 0.2428 0.034 Uiso 1 1 calc R U . . .
C11 C 0.30951(15) 0.7644(2) 0.35639(11) 0.0153(6) Uani 1 1 d . . . . .
C12 C 0.28820(17) 0.9238(2) 0.39187(13) 0.0228(7) Uani 1 1 d . . . . .
H12A H 0.3348 0.9296 0.3912 0.034 Uiso 1 1 calc R U . . .
H12B H 0.2732 0.9276 0.4260 0.034 Uiso 1 1 calc R U . . .
H12C H 0.2692 0.9747 0.3726 0.034 Uiso 1 1 calc R U . . .
C13 C 0.20627(15) 0.8111(2) 0.35992(12) 0.0172(7) Uani 1 1 d . . . . .
C14 C 0.15085(16) 0.8613(3) 0.36823(12) 0.0217(7) Uani 1 1 d . . . . .
H14 H 0.1515 0.9223 0.3823 0.026 Uiso 1 1 calc R U . . .
C15 C 0.09420(16) 0.8178(3) 0.35490(13) 0.0259(8) Uani 1 1 d . . . . .
H15 H 0.0549 0.8498 0.3596 0.031 Uiso 1 1 calc R U . . .
C16 C 0.09403(16) 0.7278(3) 0.33474(14) 0.0252(8) Uani 1 1 d . . . . .
H16 H 0.0543 0.6993 0.3271 0.030 Uiso 1 1 calc R U . . .
C17 C 0.14979(16) 0.6785(2) 0.32550(13) 0.0223(7) Uani 1 1 d . . . . .
H17 H 0.1491 0.6175 0.3116 0.027 Uiso 1 1 calc R U . . .
C18 C 0.20694(15) 0.7230(2) 0.33764(12) 0.0171(7) Uani 1 1 d . . . . .
C21 C 0.37043(15) 0.6299(2) 0.31389(11) 0.0146(6) Uani 1 1 d . . . . .
C22 C 0.40517(16) 0.5614(2) 0.28895(12) 0.0192(7) Uani 1 1 d . . . . .
H22 H 0.4503 0.5610 0.2921 0.023 Uiso 1 1 calc R U . . .
C23 C 0.37629(17) 0.4935(2) 0.25955(13) 0.0227(7) Uani 1 1 d . . . . .
H23 H 0.4016 0.4486 0.2426 0.027 Uiso 1 1 calc R U . . .
C24 C 0.31051(17) 0.4916(2) 0.25507(13) 0.0240(8) Uani 1 1 d . . . . .
H24 H 0.2907 0.4457 0.2348 0.029 Uiso 1 1 calc R U . . .
C25 C 0.27334(16) 0.5572(2) 0.28039(12) 0.0198(7) Uani 1 1 d . . . . .
H25 H 0.2282 0.5564 0.2778 0.024 Uiso 1 1 calc R U . . .
C26 C 0.30386(15) 0.6234(2) 0.30940(12) 0.0166(7) Uani 1 1 d . . . . .
C31 C 0.49393(15) 0.6819(2) 0.35719(12) 0.0154(6) Uani 1 1 d . . . . .
C32 C 0.56617(17) 0.7776(2) 0.30328(14) 0.0241(8) Uani 1 1 d . . . . .
H32A H 0.5311 0.8229 0.3043 0.036 Uiso 1 1 calc R U . . .
H32B H 0.5726 0.7562 0.2693 0.036 Uiso 1 1 calc R U . . .
H32C H 0.6053 0.8074 0.3153 0.036 Uiso 1 1 calc R U . . .
C33 C 0.59499(15) 0.6293(2) 0.34719(12) 0.0174(7) Uani 1 1 d . . . . .
C34 C 0.65762(16) 0.6172(3) 0.33189(13) 0.0230(7) Uani 1 1 d . . . . .
H34 H 0.6775 0.6602 0.3100 0.028 Uiso 1 1 calc R U . . .
C35 C 0.68971(17) 0.5399(3) 0.34997(14) 0.0274(8) Uani 1 1 d . . . . .
H35 H 0.7327 0.5294 0.3404 0.033 Uiso 1 1 calc R U . . .
C36 C 0.65998(18) 0.4769(3) 0.38196(14) 0.0284(8) Uani 1 1 d . . . . .
H36 H 0.6834 0.4243 0.3935 0.034 Uiso 1 1 calc R U . . .
C37 C 0.59692(16) 0.4887(2) 0.39758(13) 0.0230(7) Uani 1 1 d . . . . .
H37 H 0.5769 0.4455 0.4193 0.028 Uiso 1 1 calc R U . . .
C38 C 0.56484(15) 0.5676(2) 0.37941(12) 0.0167(7) Uani 1 1 d . . . . .
C41 C 0.39696(15) 0.6344(2) 0.41022(12) 0.0159(6) Uani 1 1 d . . . . .
C42 C 0.34454(16) 0.6115(2) 0.43957(12) 0.0185(7) Uani 1 1 d . . . . .
H42 H 0.3068 0.6478 0.4367 0.022 Uiso 1 1 calc R U . . .
C43 C 0.34564(16) 0.5371(2) 0.47290(12) 0.0212(7) Uani 1 1 d . . . . .
H43 H 0.3093 0.5243 0.4927 0.025 Uiso 1 1 calc R U . . .
C44 C 0.39971(16) 0.4817(2) 0.47726(12) 0.0210(7) Uani 1 1 d . . . . .
H44 H 0.4005 0.4311 0.5000 0.025 Uiso 1 1 calc R U . . .
C45 C 0.45278(16) 0.5007(2) 0.44824(12) 0.0187(7) Uani 1 1 d . . . . .
H45 H 0.4900 0.4630 0.4507 0.022 Uiso 1 1 calc R U . . .
C46 C 0.45039(15) 0.5756(2) 0.41565(11) 0.0149(6) Uani 1 1 d . . . . .
C51 C 0.44556(16) 0.8152(2) 0.45636(12) 0.0184(7) Uani 1 1 d . . . . .
C52 C 0.39476(18) 0.8120(3) 0.48880(13) 0.0286(8) Uani 1 1 d . . . . .
H52 H 0.3538 0.8322 0.4782 0.034 Uiso 1 1 calc R U . . .
C53 C 0.4029(2) 0.7796(3) 0.53662(14) 0.0351(10) Uani 1 1 d . . . . .
H53 H 0.3676 0.7777 0.5585 0.042 Uiso 1 1 calc R U . . .
C54 C 0.4620(2) 0.7500(2) 0.55261(14) 0.0299(9) Uani 1 1 d . . . . .
H54 H 0.4675 0.7283 0.5855 0.036 Uiso 1 1 calc R U . . .
C55 C 0.5131(2) 0.7521(2) 0.52063(14) 0.0290(9) Uani 1 1 d . . . . .
H55 H 0.5539 0.7315 0.5314 0.035 Uiso 1 1 calc R U . . .
C56 C 0.50504(17) 0.7845(2) 0.47255(13) 0.0248(8) Uani 1 1 d . . . . .
H56 H 0.5404 0.7857 0.4506 0.030 Uiso 1 1 calc R U . . .
C61 C 0.38532(15) 0.8030(2) 0.25168(12) 0.0172(7) Uani 1 1 d . . . . .
C62 C 0.32215(16) 0.8245(2) 0.24109(12) 0.0201(7) Uani 1 1 d . . . . .
H62 H 0.2988 0.8643 0.2626 0.024 Uiso 1 1 calc R U . . .
C63 C 0.29313(18) 0.7881(3) 0.19936(13) 0.0252(8) Uani 1 1 d . . . . .
H63 H 0.2500 0.8034 0.1923 0.030 Uiso 1 1 calc R U . . .
C64 C 0.32649(19) 0.7300(3) 0.16801(13) 0.0283(8) Uani 1 1 d . . . . .
H64 H 0.3063 0.7046 0.1396 0.034 Uiso 1 1 calc R U . . .
C65 C 0.38954(19) 0.7086(3) 0.17799(13) 0.0307(9) Uani 1 1 d . . . . .
H65 H 0.4128 0.6690 0.1563 0.037 Uiso 1 1 calc R U . . .
C66 C 0.41897(18) 0.7450(3) 0.21980(13) 0.0248(8) Uani 1 1 d . . . . .
H66 H 0.4623 0.7302 0.2266 0.030 Uiso 1 1 calc R U . . .
C1S C 0.7113(5) 0.6897(6) 0.4609(4) 0.081(3) Uani 0.678(4) 1 d D U P A 1
H1S1 H 0.7309 0.6576 0.4890 0.121 Uiso 0.678(4) 1 calc R U P A 1
H1S2 H 0.6678 0.6665 0.4562 0.121 Uiso 0.678(4) 1 calc R U P A 1
H1S3 H 0.7364 0.6775 0.4311 0.121 Uiso 0.678(4) 1 calc R U P A 1
C5S C 0.6421(3) 0.9713(7) 0.3923(3) 0.070(2) Uani 0.678(4) 1 d D U P A 1
H5S1 H 0.6318 1.0381 0.3948 0.106 Uiso 0.678(4) 1 calc R U P A 1
H5S2 H 0.6735 0.9618 0.3659 0.106 Uiso 0.678(4) 1 calc R U P A 1
H5S3 H 0.6033 0.9358 0.3847 0.106 Uiso 0.678(4) 1 calc R U P A 1
C3S C 0.6820(4) 0.8399(7) 0.4311(5) 0.105(4) Uani 0.678(4) 1 d D U P A 1
H3S1 H 0.6415 0.8089 0.4219 0.126 Uiso 0.678(4) 1 calc R U P A 1
H3S2 H 0.7107 0.8348 0.4023 0.126 Uiso 0.678(4) 1 calc R U P A 1
C4S C 0.6682(4) 0.9392(7) 0.4383(4) 0.084(2) Uani 0.678(4) 1 d D U P A 1
H4S1 H 0.6371 0.9480 0.4653 0.101 Uiso 0.678(4) 1 calc R U P A 1
H4S2 H 0.7076 0.9741 0.4465 0.101 Uiso 0.678(4) 1 calc R U P A 1
C2S C 0.7097(5) 0.7867(7) 0.4700(5) 0.107(3) Uani 0.678(4) 1 d D U P A 1
H2S1 H 0.7538 0.8091 0.4756 0.128 Uiso 0.678(4) 1 calc R U P A 1
H2S2 H 0.6852 0.7981 0.5006 0.128 Uiso 0.678(4) 1 calc R U P A 1
C1A C 0.6901(11) 0.7388(16) 0.4422(7) 0.081(3) Uani 0.322(4) 1 d D U P A 2
H1A1 H 0.7082 0.7071 0.4133 0.121 Uiso 0.322(4) 1 calc R U P A 2
H1A2 H 0.6444 0.7245 0.4444 0.121 Uiso 0.322(4) 1 calc R U P A 2
H1A3 H 0.6959 0.8066 0.4388 0.121 Uiso 0.322(4) 1 calc R U P A 2
C2A C 0.7209(11) 0.7074(17) 0.4849(8) 0.107(3) Uani 0.322(4) 1 d D U P A 2
H2A1 H 0.7154 0.6389 0.4886 0.128 Uiso 0.322(4) 1 calc R U P A 2
H2A2 H 0.7671 0.7213 0.4830 0.128 Uiso 0.322(4) 1 calc R U P A 2
C4A C 0.6751(8) 0.8422(14) 0.5260(7) 0.084(2) Uani 0.322(4) 1 d D U P A 2
H4A1 H 0.7024 0.8756 0.5500 0.101 Uiso 0.322(4) 1 calc R U P A 2
H4A2 H 0.6310 0.8422 0.5390 0.101 Uiso 0.322(4) 1 calc R U P A 2
C3A C 0.6960(9) 0.7502(13) 0.5218(7) 0.091(4) Uani 0.322(4) 1 d D U P A 2
H3A1 H 0.7273 0.7425 0.5489 0.109 Uiso 0.322(4) 1 calc R U P A 2
H3A2 H 0.6587 0.7116 0.5311 0.109 Uiso 0.322(4) 1 calc R U P A 2
C5A C 0.6761(7) 0.8904(13) 0.4812(7) 0.070(2) Uani 0.322(4) 1 d D U P A 2
H5A1 H 0.6609 0.9546 0.4863 0.106 Uiso 0.322(4) 1 calc R U P A 2
H5A2 H 0.7198 0.8919 0.4684 0.106 Uiso 0.322(4) 1 calc R U P A 2
H5A3 H 0.6484 0.8585 0.4575 0.106 Uiso 0.322(4) 1 calc R 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 C31 2.026(3) . ?
Ir1 C11 2.034(3) . ?
Ir1 C21 2.035(3) . ?
Ir1 C41 2.042(3) . ?
Ir1 N6 2.156(3) . ?
Ir1 N5 2.159(3) . ?
N1 C11 1.355(4) . ?
N1 C13 1.400(4) . ?
N1 C12 1.456(4) . ?
N2 C11 1.379(4) . ?
N2 C18 1.403(4) . ?
N2 C26 1.431(4) . ?
N3 C31 1.360(4) . ?
N3 C33 1.391(4) . ?
N3 C32 1.455(4) . ?
N4 C31 1.375(4) . ?
N4 C38 1.399(4) . ?
N4 C46 1.432(4) . ?
N5 C2 1.316(4) . ?
N5 C51 1.431(4) . ?
N6 C4 1.325(4) . ?
N6 C61 1.432(4) . ?
C1 C2 1.519(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.410(5) . ?
C3 C4 1.401(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.522(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(4) . ?
C13 C18 1.395(5) . ?
C14 C15 1.389(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(5) . ?
C17 H17 0.9500 . ?
C21 C22 1.394(4) . ?
C21 C26 1.405(4) . ?
C22 C23 1.393(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(4) . ?
C25 H25 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.389(4) . ?
C33 C38 1.393(5) . ?
C34 C35 1.383(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.395(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.399(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.401(5) . ?
C37 H37 0.9500 . ?
C41 C42 1.396(4) . ?
C41 C46 1.408(4) . ?
C42 C43 1.394(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.390(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.388(4) . ?
C45 H45 0.9500 . ?
C51 C52 1.383(5) . ?
C51 C56 1.393(5) . ?
C52 C53 1.387(5) . ?
C52 H52 0.9500 . ?
C53 C54 1.379(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.379(6) . ?
C54 H54 0.9500 . ?
C55 C56 1.394(5) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.389(5) . ?
C61 C62 1.390(5) . ?
C62 C63 1.386(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.379(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.384(5) . ?
C64 H64 0.9500 . ?
C65 C66 1.392(5) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C1S C2S 1.406(10) . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 0.9800 . ?
C5S C4S 1.438(9) . ?
C5S H5S1 0.9800 . ?
C5S H5S2 0.9800 . ?
C5S H5S3 0.9800 . ?
C3S C2S 1.424(11) . ?
C3S C4S 1.459(11) . ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C4S H4S1 0.9900 . ?
C4S H4S2 0.9900 . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C1A C2A 1.401(14) . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?
C2A C3A 1.283(14) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C4A C3A 1.388(13) . ?
C4A C5A 1.396(13) . ?
C4A H4A1 0.9900 . ?
C4A H4A2 0.9900 . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C5A H5A1 0.9800 . ?
C5A H5A2 0.9800 . ?
C5A H5A3 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
C31 Ir1 C11 169.68(12) . . ?
C31 Ir1 C21 92.71(12) . . ?
C11 Ir1 C21 78.62(13) . . ?
C31 Ir1 C41 78.75(13) . . ?
C11 Ir1 C41 94.34(12) . . ?
C21 Ir1 C41 81.85(12) . . ?
C31 Ir1 N6 99.52(11) . . ?
C11 Ir1 N6 86.83(11) . . ?
C21 Ir1 N6 94.37(11) . . ?
C41 Ir1 N6 175.73(11) . . ?
C31 Ir1 N5 88.63(11) . . ?
C11 Ir1 N5 99.74(11) . . ?
C21 Ir1 N5 176.72(11) . . ?
C41 Ir1 N5 95.48(11) . . ?
N6 Ir1 N5 88.36(10) . . ?
C11 N1 C13 110.8(3) . . ?
C11 N1 C12 126.3(3) . . ?
C13 N1 C12 122.8(3) . . ?
C11 N2 C18 110.6(3) . . ?
C11 N2 C26 116.1(3) . . ?
C18 N2 C26 132.6(3) . . ?
C31 N3 C33 110.8(3) . . ?
C31 N3 C32 126.1(3) . . ?
C33 N3 C32 123.0(3) . . ?
C31 N4 C38 111.2(3) . . ?
C31 N4 C46 115.7(3) . . ?
C38 N4 C46 133.1(3) . . ?
C2 N5 C51 119.1(3) . . ?
C2 N5 Ir1 125.8(2) . . ?
C51 N5 Ir1 114.7(2) . . ?
C4 N6 C61 118.8(3) . . ?
C4 N6 Ir1 125.6(2) . . ?
C61 N6 Ir1 114.6(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N5 C2 C3 125.0(3) . . ?
N5 C2 C1 119.0(3) . . ?
C3 C2 C1 115.9(3) . . ?
C4 C3 C2 129.8(3) . . ?
C4 C3 H3 115.1 . . ?
C2 C3 H3 115.1 . . ?
N6 C4 C3 125.0(3) . . ?
N6 C4 C5 118.6(3) . . ?
C3 C4 C5 116.3(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C11 N2 105.9(3) . . ?
N1 C11 Ir1 138.7(2) . . ?
N2 C11 Ir1 115.4(2) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 123.1(3) . . ?
C14 C13 N1 130.0(3) . . ?
C18 C13 N1 107.0(3) . . ?
C13 C14 C15 116.4(3) . . ?
C13 C14 H14 121.8 . . ?
C15 C14 H14 121.8 . . ?
C14 C15 C16 121.0(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 122.3(3) . . ?
C17 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C16 C17 C18 116.8(3) . . ?
C16 C17 H17 121.6 . . ?
C18 C17 H17 121.6 . . ?
C13 C18 C17 120.2(3) . . ?
C13 C18 N2 105.7(3) . . ?
C17 C18 N2 134.0(3) . . ?
C22 C21 C26 115.6(3) . . ?
C22 C21 Ir1 127.9(2) . . ?
C26 C21 Ir1 116.5(2) . . ?
C23 C22 C21 122.5(3) . . ?
C23 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C24 C23 C22 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 118.5(3) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C25 C26 C21 123.6(3) . . ?
C25 C26 N2 123.7(3) . . ?
C21 C26 N2 112.5(3) . . ?
N3 C31 N4 105.4(3) . . ?
N3 C31 Ir1 138.4(2) . . ?
N4 C31 Ir1 116.0(2) . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N3 130.2(3) . . ?
C34 C33 C38 122.6(3) . . ?
N3 C33 C38 107.2(3) . . ?
C35 C34 C33 117.0(3) . . ?
C35 C34 H34 121.5 . . ?
C33 C34 H34 121.5 . . ?
C34 C35 C36 121.1(3) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C35 C36 C37 122.3(3) . . ?
C35 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C36 C37 C38 116.3(3) . . ?
C36 C37 H37 121.8 . . ?
C38 C37 H37 121.8 . . ?
C33 C38 N4 105.3(3) . . ?
C33 C38 C37 120.7(3) . . ?
N4 C38 C37 133.9(3) . . ?
C42 C41 C46 115.3(3) . . ?
C42 C41 Ir1 128.9(2) . . ?
C46 C41 Ir1 115.7(2) . . ?
C43 C42 C41 122.3(3) . . ?
C43 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
C44 C43 C42 120.1(3) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 119.7(3) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C46 C45 C44 118.8(3) . . ?
C46 C45 H45 120.6 . . ?
C44 C45 H45 120.6 . . ?
C45 C46 C41 123.7(3) . . ?
C45 C46 N4 123.2(3) . . ?
C41 C46 N4 113.1(3) . . ?
C52 C51 C56 118.6(3) . . ?
C52 C51 N5 121.1(3) . . ?
C56 C51 N5 120.1(3) . . ?
C51 C52 C53 120.7(4) . . ?
C51 C52 H52 119.7 . . ?
C53 C52 H52 119.7 . . ?
C54 C53 C52 120.5(4) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C55 119.6(4) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C56 120.1(4) . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C51 C56 C55 120.5(4) . . ?
C51 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?
C66 C61 C62 119.2(3) . . ?
C66 C61 N6 120.5(3) . . ?
C62 C61 N6 120.1(3) . . ?
C63 C62 C61 120.3(3) . . ?
C63 C62 H62 119.8 . . ?
C61 C62 H62 119.8 . . ?
C64 C63 C62 120.4(3) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C65 119.8(3) . . ?
C63 C64 H64 120.1 . . ?
C65 C64 H64 120.1 . . ?
C64 C65 C66 120.1(4) . . ?
C64 C65 H65 120.0 . . ?
C66 C65 H65 120.0 . . ?
C61 C66 C65 120.3(3) . . ?
C61 C66 H66 119.9 . . ?
C65 C66 H66 119.9 . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C4S C5S H5S1 109.5 . . ?
C4S C5S H5S2 109.5 . . ?
H5S1 C5S H5S2 109.5 . . ?
C4S C5S H5S3 109.5 . . ?
H5S1 C5S H5S3 109.5 . . ?
H5S2 C5S H5S3 109.5 . . ?
C2S C3S C4S 120.0(11) . . ?
C2S C3S H3S1 107.3 . . ?
C4S C3S H3S1 107.3 . . ?
C2S C3S H3S2 107.3 . . ?
C4S C3S H3S2 107.3 . . ?
H3S1 C3S H3S2 106.9 . . ?
C5S C4S C3S 105.6(9) . . ?
C5S C4S H4S1 110.6 . . ?
C3S C4S H4S1 110.6 . . ?
C5S C4S H4S2 110.6 . . ?
C3S C4S H4S2 110.6 . . ?
H4S1 C4S H4S2 108.8 . . ?
C1S C2S C3S 113.9(11) . . ?
C1S C2S H2S1 108.8 . . ?
C3S C2S H2S1 108.8 . . ?
C1S C2S H2S2 108.8 . . ?
C3S C2S H2S2 108.8 . . ?
H2S1 C2S H2S2 107.7 . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C3A C2A C1A 107.8(16) . . ?
C3A C2A H2A1 110.1 . . ?
C1A C2A H2A1 110.1 . . ?
C3A C2A H2A2 110.1 . . ?
C1A C2A H2A2 110.1 . . ?
H2A1 C2A H2A2 108.5 . . ?
C3A C4A C5A 112.9(14) . . ?
C3A C4A H4A1 109.0 . . ?
C5A C4A H4A1 109.0 . . ?
C3A C4A H4A2 109.0 . . ?
C5A C4A H4A2 109.0 . . ?
H4A1 C4A H4A2 107.8 . . ?
C2A C3A C4A 129.9(17) . . ?
C2A C3A H3A1 104.8 . . ?
C4A C3A H3A1 104.8 . . ?
C2A C3A H3A2 104.8 . . ?
C4A C3A H3A2 104.8 . . ?
H3A1 C3A H3A2 105.8 . . ?
C4A C5A H5A1 109.5 . . ?
C4A C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
C4A C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?

_refine_diff_density_max         1.236
_refine_diff_density_min         -0.939
_refine_diff_density_rms         0.105


####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2071496'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-05-17 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            'C47 H43 Ir N6 O2'
_chemical_formula_weight         916.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.266(3)
_cell_length_b                   13.6816(14)
_cell_length_c                   21.192(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.712(2)
_cell_angle_gamma                90
_cell_volume                     8484.7(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9916
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      27.49

_exptl_crystal_description       Needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             3680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    3.192
_shelx_estimated_absorpt_T_min   0.385
_shelx_estimated_absorpt_T_max   0.784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5440
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            26017
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.392
_diffrn_reflns_theta_max         27.527
_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             9725
_reflns_number_gt                8159
_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. 
  
 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. 
;

_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)+(0.0451P)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         9725
_refine_ls_number_parameters     535
_refine_ls_number_restraints     103
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0766
_refine_ls_wR_factor_gt          0.0686
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.34559(2) 0.33514(2) 0.72848(2) 0.02468(5) Uani 1 1 d . . . . .
N1 N 0.42186(8) 0.26273(18) 0.63550(12) 0.0317(6) Uani 1 1 d . . . . .
N2 N 0.35083(8) 0.23382(17) 0.60886(11) 0.0278(5) Uani 1 1 d . . . . .
N3 N 0.27406(8) 0.45098(16) 0.81091(11) 0.0267(5) Uani 1 1 d . . . . .
N4 N 0.28984(8) 0.30119(17) 0.83836(11) 0.0250(5) Uani 1 1 d . . . . .
N5 N 0.35763(8) 0.47337(17) 0.67970(12) 0.0304(5) Uani 1 1 d D U . . .
N6 N 0.40254(8) 0.37320(18) 0.79290(13) 0.0308(5) Uani 1 1 d . . . . .
O2 O 0.45185(8) 0.47362(15) 0.84448(12) 0.0438(6) Uani 1 1 d . . . . .
O1 O 0.3897(4) 0.6125(5) 0.6510(5) 0.047(2) Uani 0.512(9) 1 d D U P A 1
C1 C 0.3619(6) 0.7505(9) 0.7101(5) 0.041(2) Uani 0.512(9) 1 d D U P A 1
H1A H 0.3439 0.8067 0.6990 0.061 Uiso 0.512(9) 1 calc R U P A 1
H1B H 0.3464 0.7133 0.7417 0.061 Uiso 0.512(9) 1 calc R U P A 1
H1C H 0.3911 0.7712 0.7263 0.061 Uiso 0.512(9) 1 calc R U P A 1
C2 C 0.3687(2) 0.6882(5) 0.6527(3) 0.0371(19) Uani 0.512(9) 1 d D U P A 1
H2A H 0.3382 0.6730 0.6368 0.045 Uiso 0.512(9) 1 calc R U P A 1
H2B H 0.3825 0.7304 0.6215 0.045 Uiso 0.512(9) 1 calc R U P A 1
O1A O 0.4035(3) 0.6182(6) 0.6640(5) 0.038(2) Uani 0.488(9) 1 d D U P A 2
C1A C 0.3710(8) 0.7616(15) 0.7148(10) 0.100(8) Uani 0.488(9) 1 d D U P A 2
H1A1 H 0.3762 0.8308 0.7134 0.150 Uiso 0.488(9) 1 calc R U P A 2
H1A2 H 0.3401 0.7478 0.7020 0.150 Uiso 0.488(9) 1 calc R U P A 2
H1A3 H 0.3761 0.7383 0.7570 0.150 Uiso 0.488(9) 1 calc R U P A 2
C2A C 0.4038(3) 0.7105(5) 0.6703(4) 0.049(2) Uani 0.488(9) 1 d D U P A 2
H2A1 H 0.3987 0.7382 0.6287 0.059 Uiso 0.488(9) 1 calc R U P A 2
H2A2 H 0.4345 0.7288 0.6834 0.059 Uiso 0.488(9) 1 calc R U P A 2
C3 C 0.38873(11) 0.5381(2) 0.69738(16) 0.0355(7) Uani 1 1 d D U . . .
C4 C 0.41619(12) 0.5361(2) 0.75134(16) 0.0416(8) Uani 1 1 d . . . . .
H4 H 0.4332 0.5923 0.7594 0.050 Uiso 1 1 calc R U . . .
C5 C 0.42154(10) 0.4607(2) 0.79490(16) 0.0350(7) Uani 1 1 d . . . . .
C6 C 0.47028(14) 0.5688(3) 0.85869(18) 0.0540(10) Uani 1 1 d . . . . .
H6A H 0.4461 0.6171 0.8597 0.065 Uiso 1 1 calc R U . . .
H6B H 0.4921 0.5880 0.8270 0.065 Uiso 1 1 calc R U . . .
C7 C 0.49332(15) 0.5607(3) 0.9224(2) 0.0704(13) Uani 1 1 d . . . . .
H7A H 0.5062 0.6228 0.9339 0.106 Uiso 1 1 calc R U . . .
H7B H 0.4713 0.5415 0.9532 0.106 Uiso 1 1 calc R U . . .
H7C H 0.5172 0.5126 0.9206 0.106 Uiso 1 1 calc R U . . .
C11 C 0.37817(9) 0.2739(2) 0.65549(14) 0.0283(6) Uani 1 1 d . . . . .
C12 C 0.46194(10) 0.2987(3) 0.66894(17) 0.0409(8) Uani 1 1 d . . . . .
H12A H 0.4526 0.3385 0.7038 0.061 Uiso 1 1 calc R U . . .
H12B H 0.4801 0.3371 0.6408 0.061 Uiso 1 1 calc R U . . .
H12C H 0.4796 0.2444 0.6843 0.061 Uiso 1 1 calc R U . . .
C13 C 0.42265(10) 0.2172(2) 0.57664(16) 0.0376(7) Uani 1 1 d . . . . .
C14 C 0.45886(12) 0.1922(3) 0.53836(18) 0.0519(9) Uani 1 1 d . . . . .
H14 H 0.4889 0.2055 0.5504 0.062 Uiso 1 1 calc R U . . .
C15 C 0.44871(14) 0.1471(3) 0.4820(2) 0.0638(12) Uani 1 1 d . . . . .
H15 H 0.4723 0.1302 0.4550 0.077 Uiso 1 1 calc R U . . .
C16 C 0.40380(13) 0.1262(3) 0.46460(18) 0.0539(10) Uani 1 1 d . . . . .
H16 H 0.3982 0.0945 0.4265 0.065 Uiso 1 1 calc R U . . .
C17 C 0.36736(13) 0.1509(2) 0.50196(17) 0.0409(8) Uani 1 1 d . . . . .
H17 H 0.3374 0.1369 0.4897 0.049 Uiso 1 1 calc R U . . .
C18 C 0.37727(10) 0.1977(2) 0.55896(15) 0.0336(7) Uani 1 1 d . . . . .
C21 C 0.29210(9) 0.2965(2) 0.67199(14) 0.0261(6) Uani 1 1 d . . . . .
C22 C 0.24540(10) 0.3119(2) 0.68215(15) 0.0281(6) Uani 1 1 d . . . . .
H22 H 0.2364 0.3439 0.7186 0.034 Uiso 1 1 calc R U . . .
C23 C 0.21214(10) 0.2807(2) 0.63910(15) 0.0308(7) Uani 1 1 d . . . . .
H23 H 0.1815 0.2938 0.6467 0.037 Uiso 1 1 calc R U . . .
C24 C 0.22403(10) 0.2310(2) 0.58575(15) 0.0316(7) Uani 1 1 d . . . . .
H24 H 0.2016 0.2095 0.5576 0.038 Uiso 1 1 calc R U . . .
C25 C 0.27026(10) 0.2125(2) 0.57380(15) 0.0315(7) Uani 1 1 d . . . . .
H25 H 0.2789 0.1785 0.5379 0.038 Uiso 1 1 calc R U . . .
C26 C 0.30276(9) 0.2462(2) 0.61686(14) 0.0278(6) Uani 1 1 d . . . . .
C31 C 0.30202(9) 0.3744(2) 0.79777(14) 0.0261(6) Uani 1 1 d . . . . .
C32 C 0.27446(11) 0.5453(2) 0.77875(16) 0.0344(7) Uani 1 1 d . . . . .
H32A H 0.3000 0.5480 0.7507 0.052 Uiso 1 1 calc R U . . .
H32B H 0.2771 0.5967 0.8094 0.052 Uiso 1 1 calc R U . . .
H32C H 0.2466 0.5532 0.7550 0.052 Uiso 1 1 calc R U . . .
C33 C 0.24305(9) 0.4253(2) 0.85707(14) 0.0282(6) Uani 1 1 d . . . . .
C34 C 0.20681(11) 0.4767(2) 0.88173(16) 0.0364(7) Uani 1 1 d . . . . .
H34 H 0.1996 0.5394 0.8678 0.044 Uiso 1 1 calc R U . . .
C35 C 0.18166(11) 0.4309(2) 0.92811(16) 0.0426(8) Uani 1 1 d . . . . .
H35 H 0.1574 0.4640 0.9463 0.051 Uiso 1 1 calc R U . . .
C36 C 0.19194(13) 0.3364(2) 0.94812(17) 0.0422(8) Uani 1 1 d . . . . .
H36 H 0.1744 0.3075 0.9793 0.051 Uiso 1 1 calc R U . . .
C37 C 0.22802(11) 0.2846(2) 0.92229(15) 0.0348(7) Uani 1 1 d . . . . .
H37 H 0.2349 0.2215 0.9357 0.042 Uiso 1 1 calc R U . . .
C38 C 0.25327(10) 0.32964(19) 0.87614(15) 0.0280(6) Uani 1 1 d . . . . .
C41 C 0.33542(9) 0.2050(2) 0.77186(14) 0.0259(6) Uani 1 1 d . . . . .
C42 C 0.35213(10) 0.1126(2) 0.75542(15) 0.0304(6) Uani 1 1 d . . . . .
H42 H 0.3682 0.1058 0.7181 0.036 Uiso 1 1 calc R U . . .
C43 C 0.34541(10) 0.0305(2) 0.79328(16) 0.0345(7) Uani 1 1 d . . . . .
H43 H 0.3565 -0.0300 0.7806 0.041 Uiso 1 1 calc R U . . .
C44 C 0.32257(10) 0.0387(2) 0.84904(16) 0.0341(7) Uani 1 1 d . . . . .
H44 H 0.3193 -0.0156 0.8750 0.041 Uiso 1 1 calc R U . . .
C45 C 0.30421(10) 0.1283(2) 0.86680(15) 0.0304(6) Uani 1 1 d . . . . .
H45 H 0.2887 0.1348 0.9046 0.036 Uiso 1 1 calc R U . . .
C46 C 0.30962(9) 0.2076(2) 0.82681(14) 0.0257(6) Uani 1 1 d . . . . .
C51 C 0.34208(10) 0.4779(2) 0.61510(15) 0.0329(7) Uani 1 1 d . . . . .
C52 C 0.37210(12) 0.4585(2) 0.56617(16) 0.0401(8) Uani 1 1 d . . . . .
H52 H 0.4027 0.4456 0.5754 0.048 Uiso 1 1 calc R U . . .
C53 C 0.35701(13) 0.4584(3) 0.50417(17) 0.0469(9) Uani 1 1 d . . . . .
H53 H 0.3774 0.4445 0.4720 0.056 Uiso 1 1 calc R U . . .
C54 C 0.31215(13) 0.4786(2) 0.48975(17) 0.0456(9) Uani 1 1 d . . . . .
H54 H 0.3022 0.4803 0.4479 0.055 Uiso 1 1 calc R U . . .
C55 C 0.28184(12) 0.4965(2) 0.53837(17) 0.0401(8) Uani 1 1 d . . . . .
H55 H 0.2513 0.5091 0.5289 0.048 Uiso 1 1 calc R U . . .
C56 C 0.29647(10) 0.4958(2) 0.60085(16) 0.0336(7) Uani 1 1 d . . . . .
H56 H 0.2758 0.5074 0.6330 0.040 Uiso 1 1 calc R U . . .
C61 C 0.40809(10) 0.3123(2) 0.84798(16) 0.0340(7) Uani 1 1 d . . . . .
C62 C 0.39339(12) 0.3447(3) 0.90626(18) 0.0438(8) Uani 1 1 d . . . . .
H62 H 0.3808 0.4069 0.9100 0.053 Uiso 1 1 calc R U . . .
C63 C 0.39722(13) 0.2857(3) 0.95858(19) 0.0557(10) Uani 1 1 d . . . . .
H63 H 0.3882 0.3092 0.9977 0.067 Uiso 1 1 calc R U . . .
C64 C 0.41407(13) 0.1926(3) 0.9538(2) 0.0587(11) Uani 1 1 d . . . . .
H64 H 0.4163 0.1529 0.9894 0.070 Uiso 1 1 calc R U . . .
C65 C 0.42772(12) 0.1580(3) 0.8956(2) 0.0502(11) Uani 1 1 d . . . . .
H65 H 0.4387 0.0945 0.8919 0.060 Uiso 1 1 calc R U . . .
C66 C 0.42499(10) 0.2185(2) 0.84222(18) 0.0373(8) Uani 1 1 d . . . . .
H66 H 0.4345 0.1956 0.8032 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 C11 2.010(3) . ?
Ir1 C41 2.028(3) . ?
Ir1 C21 2.029(3) . ?
Ir1 C31 2.029(3) . ?
Ir1 N5 2.186(2) . ?
Ir1 N6 2.204(2) . ?
N1 C11 1.360(4) . ?
N1 C13 1.394(4) . ?
N1 C12 1.449(4) . ?
N2 C11 1.378(4) . ?
N2 C18 1.408(4) . ?
N2 C26 1.429(3) . ?
N3 C31 1.361(3) . ?
N3 C33 1.388(4) . ?
N3 C32 1.460(4) . ?
N4 C31 1.370(4) . ?
N4 C38 1.400(4) . ?
N4 C46 1.428(4) . ?
N5 C3 1.321(4) . ?
N5 C51 1.439(4) . ?
N6 C5 1.320(4) . ?
N6 C61 1.441(4) . ?
O2 C5 1.378(4) . ?
O2 C6 1.440(4) . ?
O1 C2 1.205(10) . ?
O1 C3 1.415(9) . ?
C1 C2 1.501(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O1A C2A 1.270(9) . ?
O1A C3 1.377(9) . ?
C1A C2A 1.522(13) . ?
C1A H1A1 0.9600 . ?
C1A H1A2 0.9600 . ?
C1A H1A3 0.9600 . ?
C2A H2A1 0.9700 . ?
C2A H2A2 0.9700 . ?
C3 C4 1.390(5) . ?
C4 C5 1.392(5) . ?
C4 H4 0.9300 . ?
C6 C7 1.505(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.386(5) . ?
C13 C18 1.401(4) . ?
C14 C15 1.374(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.390(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(5) . ?
C17 H17 0.9300 . ?
C21 C26 1.395(4) . ?
C21 C22 1.402(4) . ?
C22 C23 1.393(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.368(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.403(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.389(4) . ?
C25 H25 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.381(4) . ?
C33 C38 1.401(4) . ?
C34 C35 1.385(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.392(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.390(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.378(4) . ?
C37 H37 0.9300 . ?
C41 C46 1.396(4) . ?
C41 C42 1.400(4) . ?
C42 C43 1.396(4) . ?
C42 H42 0.9300 . ?
C43 C44 1.369(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.392(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.387(4) . ?
C45 H45 0.9300 . ?
C51 C56 1.387(4) . ?
C51 C52 1.393(5) . ?
C52 C53 1.381(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.372(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.390(5) . ?
C54 H54 0.9300 . ?
C55 C56 1.387(5) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
C61 C66 1.382(4) . ?
C61 C62 1.386(5) . ?
C62 C63 1.375(5) . ?
C62 H62 0.9300 . ?
C63 C64 1.370(6) . ?
C63 H63 0.9300 . ?
C64 C65 1.385(6) . ?
C64 H64 0.9300 . ?
C65 C66 1.403(5) . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 Ir1 C41 93.25(11) . . ?
C11 Ir1 C21 78.89(12) . . ?
C41 Ir1 C21 85.54(11) . . ?
C11 Ir1 C31 167.32(11) . . ?
C41 Ir1 C31 78.88(11) . . ?
C21 Ir1 C31 90.50(11) . . ?
C11 Ir1 N5 85.17(10) . . ?
C41 Ir1 N5 178.41(11) . . ?
C21 Ir1 N5 94.25(10) . . ?
C31 Ir1 N5 102.69(10) . . ?
C11 Ir1 N6 102.29(10) . . ?
C41 Ir1 N6 92.34(10) . . ?
C21 Ir1 N6 177.64(10) . . ?
C31 Ir1 N6 88.07(10) . . ?
N5 Ir1 N6 87.91(9) . . ?
C11 N1 C13 110.8(2) . . ?
C11 N1 C12 124.6(3) . . ?
C13 N1 C12 124.5(3) . . ?
C11 N2 C18 111.0(2) . . ?
C11 N2 C26 115.6(2) . . ?
C18 N2 C26 133.0(2) . . ?
C31 N3 C33 110.5(2) . . ?
C31 N3 C32 125.2(2) . . ?
C33 N3 C32 124.2(2) . . ?
C31 N4 C38 111.3(2) . . ?
C31 N4 C46 116.0(2) . . ?
C38 N4 C46 131.5(2) . . ?
C3 N5 C51 116.7(3) . . ?
C3 N5 Ir1 124.1(2) . . ?
C51 N5 Ir1 115.87(18) . . ?
C5 N6 C61 117.0(3) . . ?
C5 N6 Ir1 123.3(2) . . ?
C61 N6 Ir1 116.23(18) . . ?
C5 O2 C6 120.8(3) . . ?
C2 O1 C3 125.6(10) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 125.7(8) . . ?
O1 C2 H2A 105.9 . . ?
C1 C2 H2A 105.9 . . ?
O1 C2 H2B 105.9 . . ?
C1 C2 H2B 105.9 . . ?
H2A C2 H2B 106.2 . . ?
C2A O1A C3 137.6(10) . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
O1A C2A C1A 121.3(11) . . ?
O1A C2A H2A1 107.0 . . ?
C1A C2A H2A1 107.0 . . ?
O1A C2A H2A2 107.0 . . ?
C1A C2A H2A2 107.0 . . ?
H2A1 C2A H2A2 106.7 . . ?
N5 C3 O1A 127.4(5) . . ?
N5 C3 C4 127.5(3) . . ?
O1A C3 C4 104.9(5) . . ?
N5 C3 O1 107.8(4) . . ?
C4 C3 O1 124.7(5) . . ?
C3 C4 C5 128.3(3) . . ?
C3 C4 H4 115.9 . . ?
C5 C4 H4 115.9 . . ?
N6 C5 O2 114.1(3) . . ?
N6 C5 C4 127.4(3) . . ?
O2 C5 C4 118.5(3) . . ?
O2 C6 C7 106.5(3) . . ?
O2 C6 H6A 110.4 . . ?
C7 C6 H6A 110.4 . . ?
O2 C6 H6B 110.4 . . ?
C7 C6 H6B 110.4 . . ?
H6A C6 H6B 108.6 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C11 N2 105.7(3) . . ?
N1 C11 Ir1 138.0(2) . . ?
N2 C11 Ir1 116.17(19) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 130.9(3) . . ?
C14 C13 C18 121.7(3) . . ?
N1 C13 C18 107.4(3) . . ?
C15 C14 C13 117.5(3) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C14 C15 C16 121.1(4) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 122.2(4) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C16 C17 C18 117.1(3) . . ?
C16 C17 H17 121.4 . . ?
C18 C17 H17 121.4 . . ?
C17 C18 C13 120.4(3) . . ?
C17 C18 N2 134.6(3) . . ?
C13 C18 N2 105.1(3) . . ?
C26 C21 C22 115.6(3) . . ?
C26 C21 Ir1 116.3(2) . . ?
C22 C21 Ir1 128.1(2) . . ?
C23 C22 C21 121.8(3) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.6(3) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C26 C25 C24 118.4(3) . . ?
C26 C25 H25 120.8 . . ?
C24 C25 H25 120.8 . . ?
C25 C26 C21 123.8(3) . . ?
C25 C26 N2 123.4(3) . . ?
C21 C26 N2 112.9(2) . . ?
N3 C31 N4 105.8(2) . . ?
N3 C31 Ir1 137.5(2) . . ?
N4 C31 Ir1 115.58(19) . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N3 130.5(3) . . ?
C34 C33 C38 121.9(3) . . ?
N3 C33 C38 107.5(2) . . ?
C33 C34 C35 117.1(3) . . ?
C33 C34 H34 121.4 . . ?
C35 C34 H34 121.4 . . ?
C34 C35 C36 121.4(3) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C37 C36 C35 121.1(3) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C38 C37 C36 117.9(3) . . ?
C38 C37 H37 121.1 . . ?
C36 C37 H37 121.1 . . ?
C37 C38 N4 134.6(3) . . ?
C37 C38 C33 120.5(3) . . ?
N4 C38 C33 104.9(2) . . ?
C46 C41 C42 115.1(3) . . ?
C46 C41 Ir1 116.1(2) . . ?
C42 C41 Ir1 128.8(2) . . ?
C43 C42 C41 122.1(3) . . ?
C43 C42 H42 119.0 . . ?
C41 C42 H42 119.0 . . ?
C44 C43 C42 120.2(3) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 H43 119.9 . . ?
C43 C44 C45 120.0(3) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C46 C45 C44 118.4(3) . . ?
C46 C45 H45 120.8 . . ?
C44 C45 H45 120.8 . . ?
C45 C46 C41 123.8(3) . . ?
C45 C46 N4 123.2(3) . . ?
C41 C46 N4 113.0(2) . . ?
C56 C51 C52 119.1(3) . . ?
C56 C51 N5 120.5(3) . . ?
C52 C51 N5 120.3(3) . . ?
C53 C52 C51 120.8(3) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C54 C53 C52 120.4(3) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C55 119.2(3) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 H54 120.4 . . ?
C56 C55 C54 121.0(3) . . ?
C56 C55 H55 119.5 . . ?
C54 C55 H55 119.5 . . ?
C55 C56 C51 119.6(3) . . ?
C55 C56 H56 120.2 . . ?
C51 C56 H56 120.2 . . ?
C66 C61 C62 119.4(3) . . ?
C66 C61 N6 120.1(3) . . ?
C62 C61 N6 120.3(3) . . ?
C63 C62 C61 120.5(4) . . ?
C63 C62 H62 119.7 . . ?
C61 C62 H62 119.7 . . ?
C64 C63 C62 120.8(4) . . ?
C64 C63 H63 119.6 . . ?
C62 C63 H63 119.6 . . ?
C63 C64 C65 119.4(4) . . ?
C63 C64 H64 120.3 . . ?
C65 C64 H64 120.3 . . ?
C64 C65 C66 120.1(4) . . ?
C64 C65 H65 119.9 . . ?
C66 C65 H65 119.9 . . ?
C61 C66 C65 119.6(4) . . ?
C61 C66 H66 120.2 . . ?
C65 C66 H66 120.2 . . ?

_refine_diff_density_max         1.526
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.174



####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2071498'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-05-17 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            'C47 H45 Ir N8'
_chemical_formula_weight         914.11

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'

_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                   15.6120(13)
_cell_length_b                   13.5250(12)
_cell_length_c                   21.1367(18)
_cell_angle_alpha                90
_cell_angle_beta                 104.2980(10)
_cell_angle_gamma                90
_cell_volume                     4324.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9912
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             1840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    3.128
_shelx_estimated_absorpt_T_min   0.425
_shelx_estimated_absorpt_T_max   0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5298
_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            61087
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.346
_diffrn_reflns_theta_max         27.548
_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             9953
_reflns_number_gt                8113
_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. 
  
 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. 
;

_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)+(0.0330P)²+1.5002P] 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         9953
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.171
_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 0.30955(2) 0.43793(2) 0.69734(2) 0.01860(4) Uani 1 1 d . . . . .
N1 N 0.15027(16) 0.38818(17) 0.57468(11) 0.0242(5) Uani 1 1 d . . . . .
N2 N 0.28202(16) 0.33937(17) 0.57120(12) 0.0241(5) Uani 1 1 d . . . . .
N3 N 0.46150(16) 0.54152(16) 0.80293(12) 0.0226(5) Uani 1 1 d . . . . .
N4 N 0.41404(16) 0.39881(17) 0.82906(11) 0.0228(5) Uani 1 1 d . . . . .
N5 N 0.28993(16) 0.58771(17) 0.65582(12) 0.0232(5) Uani 1 1 d . . . . .
N6 N 0.20745(15) 0.48721(17) 0.74561(11) 0.0213(5) Uani 1 1 d . . . . .
N7 N 0.2778(2) 0.75950(19) 0.66782(15) 0.0401(7) Uani 1 1 d . . . . .
N8 N 0.20995(17) 0.57918(18) 0.84021(12) 0.0264(5) Uani 1 1 d . . . . .
C1 C 0.3372(3) 0.7902(2) 0.6285(2) 0.0454(9) Uani 1 1 d . . . . .
H1A H 0.3811 0.7383 0.6290 0.068 Uiso 1 1 calc R U . . .
H1B H 0.3673 0.8513 0.6465 0.068 Uiso 1 1 calc R U . . .
H1C H 0.3033 0.8018 0.5835 0.068 Uiso 1 1 calc R U . . .
C2 C 0.2298(3) 0.8399(3) 0.6888(2) 0.0712(15) Uani 1 1 d . . . . .
H2A H 0.1777 0.8135 0.7011 0.107 Uiso 1 1 calc R U . . .
H2B H 0.2110 0.8872 0.6529 0.107 Uiso 1 1 calc R U . . .
H2C H 0.2682 0.8732 0.7264 0.107 Uiso 1 1 calc R U . . .
C3 C 0.2777(2) 0.6656(2) 0.69164(15) 0.0285(7) Uani 1 1 d . . . . .
C4 C 0.2626(2) 0.6554(2) 0.75518(16) 0.0297(7) Uani 1 1 d . . . . .
H4 H 0.2788 0.7100 0.7839 0.036 Uiso 1 1 calc R U . . .
C5 C 0.22669(19) 0.5739(2) 0.77934(14) 0.0227(6) Uani 1 1 d . . . . .
C6 C 0.2084(3) 0.6727(2) 0.87364(16) 0.0405(8) Uani 1 1 d . . . . .
H6A H 0.2691 0.6955 0.8918 0.061 Uiso 1 1 calc R U . . .
H6B H 0.1786 0.6639 0.9090 0.061 Uiso 1 1 calc R U . . .
H6C H 0.1763 0.7219 0.8426 0.061 Uiso 1 1 calc R U . . .
C7 C 0.2019(2) 0.4902(2) 0.87702(15) 0.0326(7) Uani 1 1 d . . . . .
H7A H 0.1397 0.4704 0.8680 0.049 Uiso 1 1 calc R U . . .
H7B H 0.2241 0.5034 0.9238 0.049 Uiso 1 1 calc R U . . .
H7C H 0.2366 0.4369 0.8641 0.049 Uiso 1 1 calc R U . . .
C11 C 0.23537(19) 0.38598(19) 0.61051(13) 0.0219(6) Uani 1 1 d . . . . .
C12 C 0.0781(2) 0.4419(2) 0.59112(14) 0.0265(6) Uani 1 1 d . . . . .
H12A H 0.0405 0.3955 0.6075 0.040 Uiso 1 1 calc R U . . .
H12B H 0.0431 0.4752 0.5521 0.040 Uiso 1 1 calc R U . . .
H12C H 0.1022 0.4911 0.6248 0.040 Uiso 1 1 calc R U . . .
C13 C 0.1421(2) 0.3443(2) 0.51341(14) 0.0274(7) Uani 1 1 d . . . . .
C14 C 0.0684(2) 0.3323(2) 0.46195(15) 0.0354(8) Uani 1 1 d . . . . .
H14 H 0.0114 0.3523 0.4654 0.042 Uiso 1 1 calc R U . . .
C15 C 0.0809(3) 0.2901(3) 0.40514(17) 0.0437(9) Uani 1 1 d . . . . .
H15 H 0.0320 0.2810 0.3686 0.052 Uiso 1 1 calc R U . . .
C16 C 0.1649(3) 0.2611(3) 0.40157(17) 0.0465(9) Uani 1 1 d . . . . .
H16 H 0.1721 0.2330 0.3620 0.056 Uiso 1 1 calc R U . . .
C17 C 0.2384(3) 0.2714(2) 0.45314(16) 0.0375(8) Uani 1 1 d . . . . .
H17 H 0.2952 0.2504 0.4498 0.045 Uiso 1 1 calc R U . . .
C18 C 0.2258(2) 0.3141(2) 0.51050(14) 0.0273(6) Uani 1 1 d . . . . .
C21 C 0.4054(2) 0.39145(19) 0.65398(14) 0.0231(6) Uani 1 1 d . . . . .
C22 C 0.4975(2) 0.4000(2) 0.67671(16) 0.0276(6) Uani 1 1 d . . . . .
H22 H 0.5212 0.4311 0.7176 0.033 Uiso 1 1 calc R U . . .
C23 C 0.5553(2) 0.3643(2) 0.64101(17) 0.0340(7) Uani 1 1 d . . . . .
H23 H 0.6173 0.3725 0.6575 0.041 Uiso 1 1 calc R U . . .
C24 C 0.5231(2) 0.3173(2) 0.58190(17) 0.0372(8) Uani 1 1 d . . . . .
H24 H 0.5626 0.2929 0.5579 0.045 Uiso 1 1 calc R U . . .
C25 C 0.4324(2) 0.3060(2) 0.55776(16) 0.0340(7) Uani 1 1 d . . . . .
H25 H 0.4094 0.2737 0.5172 0.041 Uiso 1 1 calc R U . . .
C26 C 0.3758(2) 0.3427(2) 0.59366(14) 0.0257(6) Uani 1 1 d . . . . .
C31 C 0.40048(18) 0.4704(2) 0.78037(13) 0.0202(6) Uani 1 1 d . . . . .
C32 C 0.4770(2) 0.6292(2) 0.76693(15) 0.0279(6) Uani 1 1 d . . . . .
H32A H 0.4479 0.6210 0.7205 0.042 Uiso 1 1 calc R U . . .
H32B H 0.5407 0.6380 0.7722 0.042 Uiso 1 1 calc R U . . .
H32C H 0.4528 0.6875 0.7840 0.042 Uiso 1 1 calc R U . . .
C33 C 0.51316(19) 0.5175(2) 0.86462(14) 0.0245(6) Uani 1 1 d . . . . .
C34 C 0.5837(2) 0.5676(2) 0.90438(16) 0.0321(7) Uani 1 1 d . . . . .
H34 H 0.6048 0.6280 0.8910 0.039 Uiso 1 1 calc R U . . .
C35 C 0.6219(2) 0.5257(3) 0.96455(16) 0.0389(8) Uani 1 1 d . . . . .
H35 H 0.6707 0.5578 0.9930 0.047 Uiso 1 1 calc R U . . .
C36 C 0.5901(2) 0.4373(2) 0.98412(15) 0.0372(8) Uani 1 1 d . . . . .
H36 H 0.6168 0.4111 1.0261 0.045 Uiso 1 1 calc R U . . .
C37 C 0.5205(2) 0.3868(2) 0.94364(15) 0.0319(7) Uani 1 1 d . . . . .
H37 H 0.4994 0.3264 0.9571 0.038 Uiso 1 1 calc R U . . .
C38 C 0.4823(2) 0.4276(2) 0.88246(14) 0.0247(6) Uani 1 1 d . . . . .
C41 C 0.32255(19) 0.3053(2) 0.74363(14) 0.0228(6) Uani 1 1 d . . . . .
C42 C 0.2870(2) 0.2131(2) 0.71995(16) 0.0292(7) Uani 1 1 d . . . . .
H42 H 0.2541 0.2079 0.6758 0.035 Uiso 1 1 calc R U . . .
C43 C 0.2988(2) 0.1288(2) 0.75945(17) 0.0360(8) Uani 1 1 d . . . . .
H43 H 0.2725 0.0681 0.7422 0.043 Uiso 1 1 calc R U . . .
C44 C 0.3483(2) 0.1329(2) 0.82325(17) 0.0381(8) Uani 1 1 d . . . . .
H44 H 0.3555 0.0755 0.8499 0.046 Uiso 1 1 calc R U . . .
C45 C 0.3875(2) 0.2215(2) 0.84839(15) 0.0316(7) Uani 1 1 d . . . . .
H45 H 0.4231 0.2249 0.8919 0.038 Uiso 1 1 calc R U . . .
C46 C 0.37372(19) 0.3053(2) 0.80864(14) 0.0236(6) Uani 1 1 d . . . . .
C51 C 0.2717(2) 0.5976(2) 0.58624(15) 0.0309(7) Uani 1 1 d . . . . .
C52 C 0.1901(3) 0.6332(3) 0.55030(19) 0.0532(11) Uani 1 1 d . . . . .
H52 H 0.1484 0.6581 0.5723 0.064 Uiso 1 1 calc R U . . .
C53 C 0.1699(3) 0.6322(4) 0.4828(2) 0.0787(18) Uani 1 1 d . . . . .
H53 H 0.1144 0.6567 0.4587 0.094 Uiso 1 1 calc R U . . .
C54 C 0.2295(5) 0.5958(4) 0.4502(2) 0.086(2) Uani 1 1 d . . . . .
H54 H 0.2143 0.5933 0.4039 0.103 Uiso 1 1 calc R U . . .
C55 C 0.3109(4) 0.5633(3) 0.4847(2) 0.0648(15) Uani 1 1 d . . . . .
H55 H 0.3524 0.5394 0.4622 0.078 Uiso 1 1 calc R U . . .
C56 C 0.3327(3) 0.5652(2) 0.55279(17) 0.0406(9) Uani 1 1 d . . . . .
H56 H 0.3897 0.5443 0.5765 0.049 Uiso 1 1 calc R U . . .
C61 C 0.12318(19) 0.4481(2) 0.74200(13) 0.0235(6) Uani 1 1 d . . . . .
C62 C 0.0504(2) 0.5113(3) 0.73898(15) 0.0350(8) Uani 1 1 d . . . . .
H62 H 0.0602 0.5806 0.7432 0.042 Uiso 1 1 calc R U . . .
C63 C -0.0343(2) 0.4758(3) 0.73014(18) 0.0490(10) Uani 1 1 d . . . . .
H63 H -0.0820 0.5202 0.7282 0.059 Uiso 1 1 calc R U . . .
C64 C -0.0498(2) 0.3749(4) 0.72402(18) 0.0521(11) Uani 1 1 d . . . . .
H64 H -0.1081 0.3498 0.7179 0.063 Uiso 1 1 calc R U . . .
C65 C 0.0203(2) 0.3110(3) 0.72691(15) 0.0428(9) Uani 1 1 d . . . . .
H65 H 0.0096 0.2419 0.7226 0.051 Uiso 1 1 calc R U . . .
C66 C 0.1065(2) 0.3468(2) 0.73613(14) 0.0294(7) Uani 1 1 d . . . . .
H66 H 0.1540 0.3019 0.7384 0.035 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 C31 2.014(3) . ?
Ir1 C41 2.029(3) . ?
Ir1 C21 2.038(3) . ?
Ir1 C11 2.038(3) . ?
Ir1 N6 2.197(2) . ?
Ir1 N5 2.199(2) . ?
N1 C11 1.357(4) . ?
N1 C13 1.401(4) . ?
N1 C12 1.453(4) . ?
N2 C11 1.385(3) . ?
N2 C18 1.406(4) . ?
N2 C26 1.425(4) . ?
N3 C31 1.355(4) . ?
N3 C33 1.392(4) . ?
N3 C32 1.462(4) . ?
N4 C31 1.390(4) . ?
N4 C38 1.403(4) . ?
N4 C46 1.431(4) . ?
N5 C3 1.338(4) . ?
N5 C51 1.433(4) . ?
N6 C5 1.367(3) . ?
N6 C61 1.403(4) . ?
N7 C3 1.367(4) . ?
N7 C1 1.450(4) . ?
N7 C2 1.450(4) . ?
N8 C5 1.377(4) . ?
N8 C6 1.453(4) . ?
N8 C7 1.455(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.426(4) . ?
C4 C5 1.390(4) . ?
C4 H4 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(4) . ?
C13 C18 1.385(4) . ?
C14 C15 1.386(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.400(4) . ?
C17 H17 0.9500 . ?
C21 C22 1.403(4) . ?
C21 C26 1.408(4) . ?
C22 C23 1.398(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.389(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(4) . ?
C25 H25 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.385(4) . ?
C33 C38 1.393(4) . ?
C34 C35 1.386(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.396(5) . ?
C35 H35 0.9500 . ?
C36 C37 1.386(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.397(4) . ?
C37 H37 0.9500 . ?
C41 C42 1.406(4) . ?
C41 C46 1.409(4) . ?
C42 C43 1.397(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.380(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.390(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.395(4) . ?
C45 H45 0.9500 . ?
C51 C56 1.389(5) . ?
C51 C52 1.398(5) . ?
C52 C53 1.382(6) . ?
C52 H52 0.9500 . ?
C53 C54 1.380(8) . ?
C53 H53 0.9500 . ?
C54 C55 1.371(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.396(5) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.394(4) . ?
C61 C62 1.410(4) . ?
C62 C63 1.376(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.387(6) . ?
C63 H63 0.9500 . ?
C64 C65 1.383(6) . ?
C64 H64 0.9500 . ?
C65 C66 1.399(4) . ?
C65 H65 0.9500 . ?
C66 H66 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
C31 Ir1 C41 78.90(11) . . ?
C31 Ir1 C21 91.22(11) . . ?
C41 Ir1 C21 86.96(10) . . ?
C31 Ir1 C11 168.88(11) . . ?
C41 Ir1 C11 95.53(11) . . ?
C21 Ir1 C11 78.80(12) . . ?
C31 Ir1 N6 88.01(10) . . ?
C41 Ir1 N6 92.40(9) . . ?
C21 Ir1 N6 179.08(10) . . ?
C11 Ir1 N6 101.93(10) . . ?
C31 Ir1 N5 98.38(10) . . ?
C41 Ir1 N5 173.87(9) . . ?
C21 Ir1 N5 98.63(10) . . ?
C11 Ir1 N5 88.06(10) . . ?
N6 Ir1 N5 81.97(8) . . ?
C11 N1 C13 111.1(2) . . ?
C11 N1 C12 126.0(2) . . ?
C13 N1 C12 122.2(2) . . ?
C11 N2 C18 110.8(2) . . ?
C11 N2 C26 115.8(2) . . ?
C18 N2 C26 132.1(2) . . ?
C31 N3 C33 111.0(2) . . ?
C31 N3 C32 125.8(2) . . ?
C33 N3 C32 123.0(2) . . ?
C31 N4 C38 110.4(2) . . ?
C31 N4 C46 114.6(2) . . ?
C38 N4 C46 132.7(2) . . ?
C3 N5 C51 119.2(2) . . ?
C3 N5 Ir1 121.63(18) . . ?
C51 N5 Ir1 117.90(19) . . ?
C5 N6 C61 115.7(2) . . ?
C5 N6 Ir1 114.29(18) . . ?
C61 N6 Ir1 129.69(18) . . ?
C3 N7 C1 122.5(3) . . ?
C3 N7 C2 122.4(3) . . ?
C1 N7 C2 114.3(3) . . ?
C5 N8 C6 122.0(2) . . ?
C5 N8 C7 121.2(2) . . ?
C6 N8 C7 116.5(2) . . ?
N7 C1 H1A 109.5 . . ?
N7 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N7 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N7 C2 H2A 109.5 . . ?
N7 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N7 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N5 C3 N7 120.6(3) . . ?
N5 C3 C4 122.5(3) . . ?
N7 C3 C4 116.9(3) . . ?
C5 C4 C3 126.7(3) . . ?
C5 C4 H4 116.7 . . ?
C3 C4 H4 116.7 . . ?
N6 C5 N8 117.6(2) . . ?
N6 C5 C4 123.1(3) . . ?
N8 C5 C4 119.3(3) . . ?
N8 C6 H6A 109.5 . . ?
N8 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N8 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N8 C7 H7A 109.5 . . ?
N8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C11 N2 105.2(2) . . ?
N1 C11 Ir1 139.0(2) . . ?
N2 C11 Ir1 115.5(2) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 122.7(3) . . ?
C14 C13 N1 130.1(3) . . ?
C18 C13 N1 107.1(3) . . ?
C13 C14 C15 117.5(3) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 122.7(3) . . ?
C17 C16 H16 118.6 . . ?
C15 C16 H16 118.6 . . ?
C16 C17 C18 117.2(3) . . ?
C16 C17 H17 121.4 . . ?
C18 C17 H17 121.4 . . ?
C13 C18 C17 119.8(3) . . ?
C13 C18 N2 105.7(2) . . ?
C17 C18 N2 134.5(3) . . ?
C22 C21 C26 115.3(3) . . ?
C22 C21 Ir1 128.6(2) . . ?
C26 C21 Ir1 116.0(2) . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.6(3) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C21 123.4(3) . . ?
C25 C26 N2 123.1(3) . . ?
C21 C26 N2 113.4(2) . . ?
N3 C31 N4 105.6(2) . . ?
N3 C31 Ir1 138.1(2) . . ?
N4 C31 Ir1 116.0(2) . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N3 130.1(3) . . ?
C34 C33 C38 122.6(3) . . ?
N3 C33 C38 107.3(3) . . ?
C33 C34 C35 117.1(3) . . ?
C33 C34 H34 121.5 . . ?
C35 C34 H34 121.5 . . ?
C34 C35 C36 121.2(3) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 H35 119.4 . . ?
C37 C36 C35 121.4(3) . . ?
C37 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
C36 C37 C38 117.8(3) . . ?
C36 C37 H37 121.1 . . ?
C38 C37 H37 121.1 . . ?
C33 C38 C37 119.9(3) . . ?
C33 C38 N4 105.6(2) . . ?
C37 C38 N4 134.5(3) . . ?
C42 C41 C46 115.2(3) . . ?
C42 C41 Ir1 129.0(2) . . ?
C46 C41 Ir1 115.8(2) . . ?
C43 C42 C41 121.9(3) . . ?
C43 C42 H42 119.0 . . ?
C41 C42 H42 119.0 . . ?
C44 C43 C42 120.7(3) . . ?
C44 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C43 C44 C45 119.7(3) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C44 C45 C46 118.8(3) . . ?
C44 C45 H45 120.6 . . ?
C46 C45 H45 120.6 . . ?
C45 C46 C41 123.6(3) . . ?
C45 C46 N4 123.0(3) . . ?
C41 C46 N4 113.3(2) . . ?
C56 C51 C52 118.6(3) . . ?
C56 C51 N5 120.4(3) . . ?
C52 C51 N5 120.9(3) . . ?
C53 C52 C51 120.2(4) . . ?
C53 C52 H52 119.9 . . ?
C51 C52 H52 119.9 . . ?
C54 C53 C52 120.6(5) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C55 C54 C53 120.0(4) . . ?
C55 C54 H54 120.0 . . ?
C53 C54 H54 120.0 . . ?
C54 C55 C56 120.0(5) . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C51 C56 C55 120.5(4) . . ?
C51 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?
C66 C61 N6 121.8(3) . . ?
C66 C61 C62 117.5(3) . . ?
N6 C61 C62 120.5(3) . . ?
C63 C62 C61 122.0(4) . . ?
C63 C62 H62 119.0 . . ?
C61 C62 H62 119.0 . . ?
C62 C63 C64 119.8(4) . . ?
C62 C63 H63 120.1 . . ?
C64 C63 H63 120.1 . . ?
C65 C64 C63 119.4(3) . . ?
C65 C64 H64 120.3 . . ?
C63 C64 H64 120.3 . . ?
C64 C65 C66 121.0(4) . . ?
C64 C65 H65 119.5 . . ?
C66 C65 H65 119.5 . . ?
C61 C66 C65 120.3(3) . . ?
C61 C66 H66 119.9 . . ?
C65 C66 H66 119.9 . . ?

_refine_diff_density_max         1.088
_refine_diff_density_min         -1.254
_refine_diff_density_rms         0.161



