# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_1c
_database_code_depnum_ccdc_archive 'CCDC 1952045'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2020-02-06 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            'C46.50 H46 Cl Ir N4'
_chemical_formula_weight         888.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   18.501(3)
_cell_length_b                   9.1561(16)
_cell_length_c                   26.146(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.620(4)
_cell_angle_gamma                90
_cell_volume                     4221.3(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      26.81

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             1788
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.262
_shelx_estimated_absorpt_T_min   0.576
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5699
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(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            36622
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.155
_diffrn_reflns_theta_max         27.103
_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             9330
_reflns_number_gt                7747
_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)+(0.0474P)²+7.2873P] 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         9330
_refine_ls_number_parameters     494
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0900
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.22949(2) 0.73569(2) 0.38993(2) 0.01937(7) Uani 1 1 d . . . . .
N1 N 0.3336(2) 0.8326(4) 0.40761(15) 0.0209(8) Uani 1 1 d . . . . .
N2 N 0.1287(2) 0.6359(4) 0.38356(14) 0.0211(8) Uani 1 1 d . . . . .
N3 N 0.2628(2) 0.5995(4) 0.33121(15) 0.0220(8) Uani 1 1 d . . . . .
N4 N 0.1940(2) 0.7962(4) 0.30540(15) 0.0221(8) Uani 1 1 d . . . . .
C1 C 0.2276(2) 0.6839(5) 0.28971(18) 0.0227(10) Uani 1 1 d . . . . .
C1S C 0.6471(10) 0.796(4) 0.3246(12) 0.229(7) Uani 0.5 1 d D U P . .
H1S1 H 0.6412 0.7760 0.3603 0.275 Uiso 0.5 1 calc R U P . .
H1S2 H 0.6619 0.9006 0.3255 0.275 Uiso 0.5 1 calc R U P . .
C2 C 0.2939(5) 0.3453(7) 0.3528(4) 0.085(3) Uani 1 1 d . . . . .
H2A H 0.2874 0.3678 0.3878 0.128 Uiso 1 1 calc R U . . .
H2B H 0.3341 0.2725 0.3573 0.128 Uiso 1 1 calc R U . . .
H2C H 0.2463 0.3064 0.3288 0.128 Uiso 1 1 calc R U . . .
C3 C 0.3150(3) 0.4822(5) 0.3289(2) 0.0299(11) Uani 1 1 d . . . . .
H3 H 0.3110 0.4631 0.2904 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3963(3) 0.5197(8) 0.3589(4) 0.076(3) Uani 1 1 d . . . . .
H4A H 0.4107 0.6099 0.3442 0.113 Uiso 1 1 calc R U . . .
H4B H 0.4296 0.4400 0.3550 0.113 Uiso 1 1 calc R U . . .
H4C H 0.4015 0.5337 0.3970 0.113 Uiso 1 1 calc R U . . .
C5 C 0.1544(4) 1.0472(7) 0.2787(3) 0.069(2) Uani 1 1 d . . . . .
H5A H 0.1579 1.0699 0.3160 0.104 Uiso 1 1 calc R U . . .
H5B H 0.1143 1.1062 0.2545 0.104 Uiso 1 1 calc R U . . .
H5C H 0.2030 1.0693 0.2725 0.104 Uiso 1 1 calc R U . . .
C6 C 0.1363(3) 0.8872(6) 0.2680(2) 0.0318(12) Uani 1 1 d . . . . .
H6 H 0.1356 0.8641 0.2305 0.038 Uiso 1 1 calc R U . . .
C7 C 0.0584(3) 0.8528(10) 0.2740(3) 0.069(2) Uani 1 1 d . . . . .
H7A H 0.0475 0.7486 0.2673 0.103 Uiso 1 1 calc R U . . .
H7B H 0.0197 0.9105 0.2480 0.103 Uiso 1 1 calc R U . . .
H7C H 0.0582 0.8772 0.3104 0.103 Uiso 1 1 calc R U . . .
C11 C 0.3498(3) 0.9406(5) 0.37653(19) 0.0268(10) Uani 1 1 d . . . . .
H11 H 0.3098 0.9793 0.3477 0.032 Uiso 1 1 calc R U . . .
C12 C 0.4210(3) 0.9941(5) 0.3855(2) 0.0304(11) Uani 1 1 d . . . . .
H12 H 0.4297 1.0746 0.3652 0.036 Uiso 1 1 calc R U . . .
C13 C 0.4818(3) 0.9295(5) 0.4250(2) 0.0286(11) Uani 1 1 d . . . . .
C14 C 0.5581(3) 0.9706(7) 0.4317(2) 0.0410(14) Uani 1 1 d . . . . .
H14 H 0.5688 1.0497 0.4116 0.049 Uiso 1 1 calc R U . . .
C15 C 0.6159(3) 0.8972(8) 0.4667(2) 0.0498(16) Uani 1 1 d . . . . .
H15 H 0.6667 0.9264 0.4713 0.060 Uiso 1 1 calc R U . . .
C16 C 0.6016(3) 0.7791(7) 0.4962(2) 0.0480(16) Uani 1 1 d . . . . .
H16 H 0.6429 0.7260 0.5192 0.058 Uiso 1 1 calc R U . . .
C17 C 0.5287(3) 0.7394(6) 0.4921(2) 0.0369(13) Uani 1 1 d . . . . .
H17 H 0.5197 0.6595 0.5125 0.044 Uiso 1 1 calc R U . . .
C18 C 0.4663(3) 0.8175(6) 0.45722(19) 0.0276(11) Uani 1 1 d . . . . .
C19 C 0.3884(3) 0.7808(5) 0.45098(18) 0.0252(10) Uani 1 1 d . . . . .
C21 C 0.2808(2) 0.6485(5) 0.46216(18) 0.0228(10) Uani 1 1 d . . . . .
C22 C 0.2490(3) 0.5563(5) 0.49261(19) 0.0287(11) Uani 1 1 d . . . . .
H22 H 0.1977 0.5262 0.4781 0.034 Uiso 1 1 calc R U . . .
C23 C 0.2907(3) 0.5079(6) 0.5434(2) 0.0363(12) Uani 1 1 d . . . . .
H23 H 0.2682 0.4431 0.5626 0.044 Uiso 1 1 calc R U . . .
C24 C 0.3652(3) 0.5538(6) 0.5664(2) 0.0357(12) Uani 1 1 d . . . . .
H24 H 0.3928 0.5237 0.6017 0.043 Uiso 1 1 calc R U . . .
C25 C 0.3988(3) 0.6430(6) 0.5377(2) 0.0332(12) Uani 1 1 d . . . . .
H25 H 0.4493 0.6758 0.5536 0.040 Uiso 1 1 calc R U . . .
C26 C 0.3583(3) 0.6861(5) 0.48488(18) 0.0252(10) Uani 1 1 d . . . . .
C31 C 0.1125(3) 0.4983(5) 0.36232(18) 0.0269(10) Uani 1 1 d . . . . .
H31 H 0.1469 0.4532 0.3466 0.032 Uiso 1 1 calc R U . . .
C32 C 0.0491(3) 0.4238(6) 0.36289(19) 0.0303(11) Uani 1 1 d . . . . .
H32 H 0.0377 0.3320 0.3454 0.036 Uiso 1 1 calc R U . . .
C33 C 0.0002(3) 0.4841(5) 0.38976(18) 0.0275(11) Uani 1 1 d . . . . .
C34 C -0.0641(3) 0.4060(6) 0.3944(2) 0.0372(13) Uani 1 1 d . . . . .
H34 H -0.0775 0.3151 0.3765 0.045 Uiso 1 1 calc R U . . .
C35 C -0.1061(3) 0.4610(7) 0.4244(2) 0.0475(15) Uani 1 1 d . . . . .
H35 H -0.1494 0.4092 0.4268 0.057 Uiso 1 1 calc R U . . .
C36 C -0.0861(3) 0.5937(7) 0.4517(2) 0.0451(15) Uani 1 1 d . . . . .
H36 H -0.1146 0.6290 0.4738 0.054 Uiso 1 1 calc R U . . .
C37 C -0.0259(3) 0.6729(6) 0.4469(2) 0.0342(12) Uani 1 1 d . . . . .
H37 H -0.0130 0.7623 0.4659 0.041 Uiso 1 1 calc R U . . .
C38 C 0.0177(2) 0.6241(5) 0.41393(19) 0.0265(10) Uani 1 1 d . . . . .
C39 C 0.0817(2) 0.7019(5) 0.40694(17) 0.0227(10) Uani 1 1 d . . . . .
C41 C 0.1786(2) 0.8887(5) 0.42134(17) 0.0208(9) Uani 1 1 d . . . . .
C42 C 0.2041(3) 1.0330(5) 0.43422(18) 0.0257(10) Uani 1 1 d . . . . .
H42 H 0.2542 1.0584 0.4348 0.031 Uiso 1 1 calc R U . . .
C43 C 0.1580(3) 1.1388(5) 0.44603(19) 0.0311(11) Uani 1 1 d . . . . .
H43 H 0.1768 1.2347 0.4555 0.037 Uiso 1 1 calc R U . . .
C44 C 0.0843(3) 1.1042(6) 0.4440(2) 0.0338(12) Uani 1 1 d . . . . .
H44 H 0.0521 1.1777 0.4508 0.041 Uiso 1 1 calc R U . . .
C45 C 0.0574(3) 0.9640(6) 0.4323(2) 0.0295(11) Uani 1 1 d . . . . .
H45 H 0.0066 0.9417 0.4307 0.035 Uiso 1 1 calc R U . . .
C46 C 0.1042(2) 0.8543(5) 0.42270(17) 0.0219(10) Uani 1 1 d . . . . .
C51 C 0.2255(3) 0.6577(5) 0.23251(18) 0.0250(10) Uani 1 1 d . . . . .
C52 C 0.1737(3) 0.5597(6) 0.2000(2) 0.0342(12) Uani 1 1 d . . . . .
C53 C 0.1719(3) 0.5422(6) 0.1465(2) 0.0384(13) Uani 1 1 d . . . . .
H53 H 0.1361 0.4764 0.1244 0.046 Uiso 1 1 calc R U . . .
C54 C 0.2202(3) 0.6171(6) 0.1248(2) 0.0342(12) Uani 1 1 d . . . . .
C55 C 0.2716(3) 0.7117(6) 0.1577(2) 0.0421(14) Uani 1 1 d . . . . .
H55 H 0.3057 0.7634 0.1435 0.051 Uiso 1 1 calc R U . . .
C56 C 0.2751(3) 0.7340(6) 0.2110(2) 0.0368(13) Uani 1 1 d . . . . .
C57 C 0.1198(4) 0.4737(10) 0.2214(3) 0.077(3) Uani 1 1 d . . . . .
H57A H 0.1050 0.5325 0.2479 0.116 Uiso 1 1 calc R U . . .
H57B H 0.1447 0.3840 0.2383 0.116 Uiso 1 1 calc R U . . .
H57C H 0.0745 0.4486 0.1918 0.116 Uiso 1 1 calc R U . . .
C58 C 0.2164(4) 0.5940(8) 0.0666(2) 0.0531(17) Uani 1 1 d . . . . .
H58A H 0.2199 0.4894 0.0598 0.080 Uiso 1 1 calc R U . . .
H58B H 0.2585 0.6454 0.0591 0.080 Uiso 1 1 calc R U . . .
H58C H 0.1682 0.6322 0.0432 0.080 Uiso 1 1 calc R U . . .
C59 C 0.3320(5) 0.8417(9) 0.2446(3) 0.077(3) Uani 1 1 d . . . . .
H59A H 0.3641 0.8785 0.2237 0.115 Uiso 1 1 calc R U . . .
H59B H 0.3637 0.7929 0.2770 0.115 Uiso 1 1 calc R U . . .
H59C H 0.3050 0.9234 0.2548 0.115 Uiso 1 1 calc R U . . .
Cl1S Cl 0.5608(9) 0.7930(18) 0.2841(7) 0.322(7) Uani 0.5 1 d D U P . .
Cl2S Cl 0.7241(7) 0.7076(10) 0.3250(4) 0.217(4) Uani 0.5 1 d D U P . .


_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 1.998(4) . ?
Ir1 C21 2.005(4) . ?
Ir1 N2 2.038(4) . ?
Ir1 N1 2.043(4) . ?
Ir1 N4 2.178(4) . ?
Ir1 N3 2.205(4) . ?
N1 C19 1.357(6) . ?
N1 C11 1.369(6) . ?
N2 C39 1.346(6) . ?
N2 C31 1.373(6) . ?
N3 C1 1.331(6) . ?
N3 C3 1.458(6) . ?
N4 C1 1.329(6) . ?
N4 C6 1.469(6) . ?
C1 C51 1.504(6) . ?
C1S Cl1S 1.627(17) . ?
C1S Cl2S 1.638(17) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2 C3 1.504(8) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.511(8) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.509(8) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.528(8) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C11 C12 1.358(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.407(7) . ?
C12 H12 0.9500 . ?
C13 C18 1.411(7) . ?
C13 C14 1.420(6) . ?
C14 C15 1.357(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.397(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.370(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.429(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.440(7) . ?
C19 C26 1.465(7) . ?
C21 C22 1.406(6) . ?
C21 C26 1.419(6) . ?
C22 C23 1.392(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.377(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.414(6) . ?
C25 H25 0.9500 . ?
C31 C32 1.361(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.415(7) . ?
C32 H32 0.9500 . ?
C33 C38 1.422(7) . ?
C33 C34 1.424(7) . ?
C34 C35 1.356(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.402(8) . ?
C35 H35 0.9500 . ?
C36 C37 1.366(7) . ?
C36 H36 0.9500 . ?
C37 C38 1.418(7) . ?
C37 H37 0.9500 . ?
C38 C39 1.441(6) . ?
C39 C46 1.479(6) . ?
C41 C42 1.410(6) . ?
C41 C46 1.422(6) . ?
C42 C43 1.386(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.384(7) . ?
C43 H43 0.9500 . ?
C44 C45 1.378(7) . ?
C44 H44 0.9500 . ?
C45 C46 1.397(6) . ?
C45 H45 0.9500 . ?
C51 C52 1.397(7) . ?
C51 C56 1.400(7) . ?
C52 C53 1.397(7) . ?
C52 C57 1.505(8) . ?
C53 C54 1.380(8) . ?
C53 H53 0.9500 . ?
C54 C55 1.379(8) . ?
C54 C58 1.516(7) . ?
C55 C56 1.391(8) . ?
C55 H55 0.9500 . ?
C56 C59 1.513(8) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C41 Ir1 C21 92.28(18) . . ?
C41 Ir1 N2 79.28(17) . . ?
C21 Ir1 N2 93.39(16) . . ?
C41 Ir1 N1 97.60(16) . . ?
C21 Ir1 N1 79.32(17) . . ?
N2 Ir1 N1 172.01(14) . . ?
C41 Ir1 N4 101.77(16) . . ?
C21 Ir1 N4 165.56(17) . . ?
N2 Ir1 N4 92.50(14) . . ?
N1 Ir1 N4 95.35(14) . . ?
C41 Ir1 N3 161.49(15) . . ?
C21 Ir1 N3 106.15(16) . . ?
N2 Ir1 N3 97.54(14) . . ?
N1 Ir1 N3 87.71(14) . . ?
N4 Ir1 N3 59.95(14) . . ?
C19 N1 C11 120.4(4) . . ?
C19 N1 Ir1 116.8(3) . . ?
C11 N1 Ir1 122.7(3) . . ?
C39 N2 C31 120.3(4) . . ?
C39 N2 Ir1 117.5(3) . . ?
C31 N2 Ir1 121.8(3) . . ?
C1 N3 C3 124.1(4) . . ?
C1 N3 Ir1 93.9(3) . . ?
C3 N3 Ir1 140.7(3) . . ?
C1 N4 C6 123.2(4) . . ?
C1 N4 Ir1 95.2(3) . . ?
C6 N4 Ir1 139.0(3) . . ?
N4 C1 N3 110.9(4) . . ?
N4 C1 C51 123.9(4) . . ?
N3 C1 C51 125.3(4) . . ?
Cl1S C1S Cl2S 132(2) . . ?
Cl1S C1S H1S1 104.1 . . ?
Cl2S C1S H1S1 104.1 . . ?
Cl1S C1S H1S2 104.1 . . ?
Cl2S C1S H1S2 104.1 . . ?
H1S1 C1S H1S2 105.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N3 C3 C2 109.7(5) . . ?
N3 C3 C4 112.3(4) . . ?
C2 C3 C4 108.5(6) . . ?
N3 C3 H3 108.8 . . ?
C2 C3 H3 108.8 . . ?
C4 C3 H3 108.8 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C6 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 C5 110.6(4) . . ?
N4 C6 C7 109.4(4) . . ?
C5 C6 C7 110.2(6) . . ?
N4 C6 H6 108.9 . . ?
C5 C6 H6 108.9 . . ?
C7 C6 H6 108.9 . . ?
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 . . ?
C12 C11 N1 122.2(4) . . ?
C12 C11 H11 118.9 . . ?
N1 C11 H11 118.9 . . ?
C11 C12 C13 119.5(5) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C18 118.8(4) . . ?
C12 C13 C14 121.5(5) . . ?
C18 C13 C14 119.6(5) . . ?
C15 C14 C13 120.1(6) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 121.0(5) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 120.5(5) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.2(6) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 118.3(4) . . ?
C13 C18 C19 118.7(4) . . ?
C17 C18 C19 122.9(5) . . ?
N1 C19 C18 118.8(4) . . ?
N1 C19 C26 112.9(4) . . ?
C18 C19 C26 128.3(4) . . ?
C22 C21 C26 116.9(4) . . ?
C22 C21 Ir1 127.8(3) . . ?
C26 C21 Ir1 115.4(3) . . ?
C23 C22 C21 121.6(5) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C22 120.5(5) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C25 C24 C23 119.7(5) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.3(5) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C21 120.7(5) . . ?
C25 C26 C19 124.9(4) . . ?
C21 C26 C19 114.3(4) . . ?
C32 C31 N2 122.6(5) . . ?
C32 C31 H31 118.7 . . ?
N2 C31 H31 118.7 . . ?
C31 C32 C33 119.6(5) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C32 C33 C38 118.6(4) . . ?
C32 C33 C34 121.5(5) . . ?
C38 C33 C34 119.9(5) . . ?
C35 C34 C33 120.1(5) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 120.5(5) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C37 C36 C35 120.6(5) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 121.2(5) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C33 117.3(4) . . ?
C37 C38 C39 124.2(4) . . ?
C33 C38 C39 118.3(4) . . ?
N2 C39 C38 120.2(4) . . ?
N2 C39 C46 112.6(4) . . ?
C38 C39 C46 127.1(4) . . ?
C42 C41 C46 117.3(4) . . ?
C42 C41 Ir1 126.1(3) . . ?
C46 C41 Ir1 115.8(3) . . ?
C43 C42 C41 121.5(4) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C44 C43 C42 119.9(5) . . ?
C44 C43 H43 120.1 . . ?
C42 C43 H43 120.1 . . ?
C45 C44 C43 120.4(5) . . ?
C45 C44 H44 119.8 . . ?
C43 C44 H44 119.8 . . ?
C44 C45 C46 120.6(5) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C45 C46 C41 120.1(4) . . ?
C45 C46 C39 126.3(4) . . ?
C41 C46 C39 113.2(4) . . ?
C52 C51 C56 119.3(5) . . ?
C52 C51 C1 121.0(4) . . ?
C56 C51 C1 119.7(4) . . ?
C53 C52 C51 119.1(5) . . ?
C53 C52 C57 119.6(5) . . ?
C51 C52 C57 121.3(5) . . ?
C54 C53 C52 122.2(5) . . ?
C54 C53 H53 118.9 . . ?
C52 C53 H53 118.9 . . ?
C55 C54 C53 117.7(5) . . ?
C55 C54 C58 121.9(5) . . ?
C53 C54 C58 120.3(5) . . ?
C54 C55 C56 122.2(5) . . ?
C54 C55 H55 118.9 . . ?
C56 C55 H55 118.9 . . ?
C55 C56 C51 119.4(5) . . ?
C55 C56 C59 119.3(5) . . ?
C51 C56 C59 121.2(5) . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C54 C58 H58A 109.5 . . ?
C54 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C54 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C56 C59 H59A 109.5 . . ?
C56 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C56 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?

_refine_diff_density_max         1.586
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.132


####################################################################### 
# 
# 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_2d
_database_code_depnum_ccdc_archive 'CCDC 1952049'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2020-02-06 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            'C35 H36 Ir N5 S2'
_chemical_formula_weight         783.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   20.457(4)
_cell_length_b                   9.7209(18)
_cell_length_c                   17.889(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.435(2)
_cell_angle_gamma                90
_cell_volume                     3157.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7767
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.55

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_F_000             1560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.394
_shelx_estimated_absorpt_T_min   0.248
_shelx_estimated_absorpt_T_max   0.668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5121
_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            9112
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.243
_diffrn_reflns_theta_max         27.101
_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             3490
_reflns_number_gt                3402
_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)+(0.0227P)²+2.6305P] 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         3490
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0162
_refine_ls_R_factor_gt           0.0157
_refine_ls_wR_factor_ref         0.0398
_refine_ls_wR_factor_gt          0.0395
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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
S1 S 0.69064(3) 0.81117(6) 0.39123(4) 0.02523(12) Uani 1 1 d . . . . .
Ir1 Ir 0.5000 0.52326(2) 0.2500 0.01104(4) Uani 1 2 d S T P . .
N1 N 0.58331(10) 0.52629(16) 0.21594(12) 0.0146(3) Uani 1 1 d . . . . .
N2 N 0.45668(9) 0.33345(17) 0.18496(10) 0.0163(3) Uani 1 1 d . . . . .
N3 N 0.5000 0.1108(3) 0.2500 0.0355(7) Uani 1 2 d S T P . .
C1 C 0.39131(11) 0.2832(2) 0.11207(13) 0.0227(4) Uani 1 1 d . . . . .
H1 H 0.3990 0.1844 0.1025 0.027 Uiso 1 1 calc R U . . .
C2 C 0.32334(13) 0.2944(4) 0.12670(16) 0.0421(7) Uani 1 1 d . . . . .
H2A H 0.3320 0.2433 0.1777 0.063 Uiso 1 1 calc R U . . .
H2B H 0.2805 0.2558 0.0782 0.063 Uiso 1 1 calc R U . . .
H2C H 0.3141 0.3914 0.1335 0.063 Uiso 1 1 calc R U . . .
C3 C 0.37980(13) 0.3661(3) 0.03492(14) 0.0309(5) Uani 1 1 d . . . . .
H3A H 0.3712 0.4628 0.0433 0.046 Uiso 1 1 calc R U . . .
H3B H 0.3371 0.3300 -0.0147 0.046 Uiso 1 1 calc R U . . .
H3C H 0.4237 0.3591 0.0265 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4612(2) 0.0412(3) 0.2856(3) 0.0581(11) Uani 1 1 d . . . . .
H4A H 0.4401 -0.0435 0.2540 0.087 Uiso 1 1 calc R U . . .
H4B H 0.4215 0.1002 0.2835 0.087 Uiso 1 1 calc R U . . .
H4C H 0.4948 0.0183 0.3444 0.087 Uiso 1 1 calc R U . . .
C5 C 0.5000 0.2560(3) 0.2500 0.0174(5) Uani 1 2 d S T P . .
C10 C 0.62771(11) 0.6951(2) 0.31972(13) 0.0176(4) Uani 1 1 d . . . . .
C12 C 0.58833(11) 0.4411(2) 0.15932(13) 0.0174(4) Uani 1 1 d . . . . .
H12 H 0.5495 0.3777 0.1299 0.021 Uiso 1 1 calc R U . . .
C13 C 0.64784(12) 0.4425(2) 0.14260(13) 0.0207(4) Uani 1 1 d . . . . .
H13 H 0.6499 0.3810 0.1025 0.025 Uiso 1 1 calc R U . . .
C14 C 0.70483(13) 0.5356(2) 0.18535(16) 0.0238(5) Uani 1 1 d . . . . .
H14 H 0.7462 0.5386 0.1746 0.029 Uiso 1 1 calc R U . . .
C15 C 0.70045(11) 0.6233(2) 0.24359(14) 0.0232(4) Uani 1 1 d . . . . .
H15 H 0.7388 0.6874 0.2733 0.028 Uiso 1 1 calc R U . . .
C16 C 0.63923(11) 0.6174(2) 0.25868(13) 0.0172(4) Uani 1 1 d . . . . .
C20 C 0.56617(10) 0.6687(2) 0.32995(12) 0.0149(4) Uani 1 1 d . . . . .
C21 C 0.56966(11) 0.7484(2) 0.40022(12) 0.0164(4) Uani 1 1 d . . . . .
C22 C 0.52014(11) 0.7531(2) 0.43485(13) 0.0181(4) Uani 1 1 d . . . . .
H22 H 0.4765 0.6992 0.4108 0.022 Uiso 1 1 calc R U . . .
C23 C 0.53491(12) 0.8360(2) 0.50359(13) 0.0211(4) Uani 1 1 d . . . . .
H23 H 0.5013 0.8381 0.5266 0.025 Uiso 1 1 calc R U . . .
C24 C 0.59861(12) 0.9170(2) 0.53988(13) 0.0244(4) Uani 1 1 d . . . . .
H24 H 0.6074 0.9740 0.5867 0.029 Uiso 1 1 calc R U . . .
C25 C 0.64880(12) 0.9149(2) 0.50831(14) 0.0251(5) Uani 1 1 d . . . . .
H25 H 0.6923 0.9690 0.5332 0.030 Uiso 1 1 calc R U . . .
C26 C 0.63385(11) 0.8311(2) 0.43888(13) 0.0206(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C26 1.740(2) . ?
S1 C10 1.746(2) . ?
Ir1 C20 2.023(2) . ?
Ir1 C20 2.023(2) 2_655 ?
Ir1 N1 2.0576(18) . ?
Ir1 N1 2.0576(18) 2_655 ?
Ir1 N2 2.1433(17) 2_655 ?
Ir1 N2 2.1433(17) . ?
Ir1 C5 2.598(3) . ?
N1 C12 1.349(3) . ?
N1 C16 1.368(3) . ?
N2 C5 1.325(2) . ?
N2 C1 1.456(3) . ?
N3 C4 1.400(3) 2_655 ?
N3 C4 1.401(3) . ?
N3 C5 1.412(4) . ?
C1 C3 1.520(3) . ?
C1 C2 1.533(3) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N2 1.325(2) 2_655 ?
C10 C20 1.377(3) . ?
C10 C16 1.434(3) . ?
C12 C13 1.381(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.399(3) . ?
C15 H15 0.9500 . ?
C20 C21 1.450(3) . ?
C21 C22 1.411(3) . ?
C21 C26 1.418(3) . ?
C22 C23 1.382(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.400(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.396(3) . ?
C25 H25 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
C26 S1 C10 89.85(10) . . ?
C20 Ir1 C20 91.33(11) . 2_655 ?
C20 Ir1 N1 79.84(7) . . ?
C20 Ir1 N1 98.99(7) 2_655 . ?
C20 Ir1 N1 99.00(7) . 2_655 ?
C20 Ir1 N1 79.84(7) 2_655 2_655 ?
N1 Ir1 N1 178.36(9) . 2_655 ?
C20 Ir1 N2 104.08(7) . 2_655 ?
C20 Ir1 N2 163.76(7) 2_655 2_655 ?
N1 Ir1 N2 88.93(6) . 2_655 ?
N1 Ir1 N2 92.48(6) 2_655 2_655 ?
C20 Ir1 N2 163.76(7) . . ?
C20 Ir1 N2 104.08(7) 2_655 . ?
N1 Ir1 N2 92.48(6) . . ?
N1 Ir1 N2 88.93(6) 2_655 . ?
N2 Ir1 N2 61.16(9) 2_655 . ?
C20 Ir1 C5 134.34(5) . . ?
C20 Ir1 C5 134.34(6) 2_655 . ?
N1 Ir1 C5 90.82(4) . . ?
N1 Ir1 C5 90.82(4) 2_655 . ?
N2 Ir1 C5 30.58(5) 2_655 . ?
N2 Ir1 C5 30.58(4) . . ?
C12 N1 C16 118.95(17) . . ?
C12 N1 Ir1 125.01(14) . . ?
C16 N1 Ir1 115.92(13) . . ?
C5 N2 C1 124.22(18) . . ?
C5 N2 Ir1 94.04(13) . . ?
C1 N2 Ir1 138.98(14) . . ?
C4 N3 C4 122.3(3) 2_655 . ?
C4 N3 C5 118.87(16) 2_655 . ?
C4 N3 C5 118.87(16) . . ?
N2 C1 C3 109.22(17) . . ?
N2 C1 C2 110.74(18) . . ?
C3 C1 C2 110.1(2) . . ?
N2 C1 H1 108.9 . . ?
C3 C1 H1 108.9 . . ?
C2 C1 H1 108.9 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 N2 110.8(2) . 2_655 ?
N2 C5 N3 124.62(12) . . ?
N2 C5 N3 124.62(12) 2_655 . ?
N2 C5 Ir1 55.38(12) . . ?
N2 C5 Ir1 55.38(12) 2_655 . ?
N3 C5 Ir1 180.0 . . ?
C20 C10 C16 118.96(18) . . ?
C20 C10 S1 115.69(15) . . ?
C16 C10 S1 125.02(15) . . ?
N1 C12 C13 122.4(2) . . ?
N1 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C12 C13 C14 119.1(2) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 119.1(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N1 C16 C15 120.75(18) . . ?
N1 C16 C10 112.22(17) . . ?
C15 C16 C10 126.97(19) . . ?
C10 C20 C21 109.44(17) . . ?
C10 C20 Ir1 113.02(14) . . ?
C21 C20 Ir1 137.38(14) . . ?
C22 C21 C26 117.27(18) . . ?
C22 C21 C20 129.76(19) . . ?
C26 C21 C20 112.96(17) . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 121.03(19) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 120.70(19) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 118.2(2) . . ?
C24 C25 H25 120.9 . . ?
C26 C25 H25 120.9 . . ?
C25 C26 C21 122.57(19) . . ?
C25 C26 S1 125.36(17) . . ?
C21 C26 S1 112.05(15) . . ?

_refine_diff_density_max         0.946
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.080





####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1952048'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2020-02-06 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 S2'
_chemical_formula_weight         992.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   11.551(3)
_cell_length_b                   13.444(4)
_cell_length_c                   15.248(4)
_cell_angle_alpha                111.457(2)
_cell_angle_beta                 101.216(2)
_cell_angle_gamma                94.278(2)
_cell_volume                     2134.0(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9540
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.44

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_F_000             1004
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    3.270
_shelx_estimated_absorpt_T_min   0.520
_shelx_estimated_absorpt_T_max   0.606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5859
_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            37861
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.478
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9724
_reflns_number_gt                9188
_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)+(0.0262P)²+1.3208P] 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         9724
_refine_ls_number_parameters     538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0213
_refine_ls_R_factor_gt           0.0185
_refine_ls_wR_factor_ref         0.0547
_refine_ls_wR_factor_gt          0.0471
_refine_ls_goodness_of_fit_ref   1.220
_refine_ls_restrained_S_all      1.220
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.69666(2) 0.65579(2) 0.80963(2) 0.01071(3) Uani 1 1 d . . . . .
S1 S 0.77756(5) 0.96751(4) 0.76844(4) 0.01807(11) Uani 1 1 d . . . . .
S2 S 0.36929(5) 0.74631(5) 0.92209(4) 0.01717(11) Uani 1 1 d . . . . .
N1 N 0.85935(16) 0.75271(14) 0.88774(13) 0.0115(3) Uani 1 1 d . . . . .
N2 N 0.53420(17) 0.56278(14) 0.72754(13) 0.0122(3) Uani 1 1 d . . . . .
N3 N 0.71905(17) 0.53333(15) 0.86953(13) 0.0132(4) Uani 1 1 d . . . . .
N4 N 0.79994(17) 0.56654(15) 0.70889(13) 0.0133(4) Uani 1 1 d . . . . .
N5 N 0.6608(2) 0.35039(16) 0.83580(15) 0.0232(4) Uani 1 1 d . . . . .
N6 N 0.85449(19) 0.40628(16) 0.60779(15) 0.0210(4) Uani 1 1 d . . . . .
C1 C 0.6869(3) 0.2407(2) 0.8005(2) 0.0342(7) Uani 1 1 d . . . . .
H1A H 0.6286 0.1968 0.7396 0.051 Uiso 1 1 calc R U . . .
H1B H 0.6822 0.2095 0.8488 0.051 Uiso 1 1 calc R U . . .
H1C H 0.7675 0.2417 0.7891 0.051 Uiso 1 1 calc R U . . .
C2 C 0.5683(2) 0.3707(2) 0.8898(2) 0.0271(6) Uani 1 1 d . . . . .
H2A H 0.6037 0.3873 0.9584 0.041 Uiso 1 1 calc R U . . .
H2B H 0.5067 0.3063 0.8639 0.041 Uiso 1 1 calc R U . . .
H2C H 0.5321 0.4322 0.8835 0.041 Uiso 1 1 calc R U . . .
C3 C 0.7091(2) 0.42846(18) 0.80858(16) 0.0155(4) Uani 1 1 d . . . . .
C4 C 0.7425(2) 0.39482(18) 0.72060(17) 0.0170(4) Uani 1 1 d . . . . .
H4 H 0.7233 0.3195 0.6815 0.020 Uiso 1 1 calc R U . . .
C5 C 0.8017(2) 0.45986(18) 0.68281(16) 0.0149(4) Uani 1 1 d . . . . .
C6 C 0.9004(2) 0.3068(2) 0.5999(2) 0.0278(6) Uani 1 1 d . . . . .
H6A H 0.9194 0.3029 0.6640 0.042 Uiso 1 1 calc R U . . .
H6B H 0.9729 0.3053 0.5754 0.042 Uiso 1 1 calc R U . . .
H6C H 0.8399 0.2448 0.5551 0.042 Uiso 1 1 calc R U . . .
C7 C 0.8442(3) 0.4332(2) 0.52268(18) 0.0257(5) Uani 1 1 d . . . . .
H7A H 0.7831 0.4799 0.5217 0.038 Uiso 1 1 calc R U . . .
H7B H 0.8214 0.3666 0.4639 0.038 Uiso 1 1 calc R U . . .
H7C H 0.9213 0.4713 0.5251 0.038 Uiso 1 1 calc R U . . .
C12 C 0.9471(2) 0.72666(18) 0.94360(16) 0.0153(4) Uani 1 1 d . . . . .
H12 H 0.9300 0.6649 0.9580 0.018 Uiso 1 1 calc R U . . .
C13 C 1.0610(2) 0.78594(19) 0.98085(17) 0.0192(5) Uani 1 1 d . . . . .
H13 H 1.1202 0.7658 1.0211 0.023 Uiso 1 1 calc R U . . .
C14 C 1.0882(2) 0.87533(19) 0.95891(17) 0.0187(5) Uani 1 1 d . . . . .
H14 H 1.1664 0.9163 0.9826 0.022 Uiso 1 1 calc R U . . .
C15 C 0.9986(2) 0.90341(18) 0.90161(16) 0.0165(4) Uani 1 1 d . . . . .
H15 H 1.0150 0.9641 0.8856 0.020 Uiso 1 1 calc R U . . .
C16 C 0.8844(2) 0.84239(17) 0.86760(16) 0.0131(4) Uani 1 1 d . . . . .
C20 C 0.68464(19) 0.77812(17) 0.76281(15) 0.0118(4) Uani 1 1 d . . . . .
C21 C 0.5980(2) 0.80518(17) 0.69565(16) 0.0145(4) Uani 1 1 d . . . . .
C22 C 0.4875(2) 0.74649(19) 0.63498(17) 0.0194(5) Uani 1 1 d . . . . .
H22 H 0.4590 0.6788 0.6359 0.023 Uiso 1 1 calc R U . . .
C23 C 0.4192(2) 0.7864(2) 0.57356(19) 0.0257(5) Uani 1 1 d . . . . .
H23 H 0.3448 0.7455 0.5323 0.031 Uiso 1 1 calc R U . . .
C24 C 0.4594(3) 0.8866(2) 0.5721(2) 0.0294(6) Uani 1 1 d . . . . .
H24 H 0.4114 0.9137 0.5306 0.035 Uiso 1 1 calc R U . . .
C25 C 0.5681(2) 0.9465(2) 0.63034(19) 0.0245(5) Uani 1 1 d . . . . .
H25 H 0.5953 1.0144 0.6292 0.029 Uiso 1 1 calc R U . . .
C26 C 0.6374(2) 0.90553(18) 0.69102(17) 0.0184(5) Uani 1 1 d . . . . .
C27 C 0.7828(2) 0.85856(17) 0.80542(16) 0.0138(4) Uani 1 1 d . . . . .
C32 C 0.5157(2) 0.48140(18) 0.63926(16) 0.0170(4) Uani 1 1 d . . . . .
H32 H 0.5815 0.4665 0.6102 0.020 Uiso 1 1 calc R U . . .
C33 C 0.4052(2) 0.41915(19) 0.58979(18) 0.0223(5) Uani 1 1 d . . . . .
H33 H 0.3954 0.3626 0.5279 0.027 Uiso 1 1 calc R U . . .
C34 C 0.3081(2) 0.4405(2) 0.63203(19) 0.0231(5) Uani 1 1 d . . . . .
H34 H 0.2315 0.3977 0.6000 0.028 Uiso 1 1 calc R U . . .
C35 C 0.3251(2) 0.52462(19) 0.72097(18) 0.0194(5) Uani 1 1 d . . . . .
H35 H 0.2596 0.5407 0.7502 0.023 Uiso 1 1 calc R U . . .
C36 C 0.4383(2) 0.58630(17) 0.76827(16) 0.0141(4) Uani 1 1 d . . . . .
C40 C 0.58757(19) 0.73063(17) 0.89319(16) 0.0121(4) Uani 1 1 d . . . . .
C41 C 0.5982(2) 0.82733(17) 0.97942(16) 0.0131(4) Uani 1 1 d . . . . .
C42 C 0.7011(2) 0.90029(18) 1.04104(17) 0.0171(4) Uani 1 1 d . . . . .
H42 H 0.7771 0.8894 1.0274 0.021 Uiso 1 1 calc R U . . .
C43 C 0.6921(2) 0.98825(19) 1.12170(18) 0.0212(5) Uani 1 1 d . . . . .
H43 H 0.7621 1.0372 1.1629 0.025 Uiso 1 1 calc R U . . .
C44 C 0.5804(2) 1.00572(19) 1.14303(18) 0.0225(5) Uani 1 1 d . . . . .
H44 H 0.5755 1.0668 1.1981 0.027 Uiso 1 1 calc R U . . .
C45 C 0.4778(2) 0.93498(19) 1.08472(18) 0.0197(5) Uani 1 1 d . . . . .
H45 H 0.4024 0.9463 1.0995 0.024 Uiso 1 1 calc R U . . .
C46 C 0.4867(2) 0.84608(18) 1.00335(16) 0.0154(4) Uani 1 1 d . . . . .
C47 C 0.47020(19) 0.68051(18) 0.85723(16) 0.0142(4) Uani 1 1 d . . . . .
C51 C 0.7568(2) 0.55441(17) 0.97014(16) 0.0139(4) Uani 1 1 d . . . . .
C52 C 0.7108(2) 0.6291(2) 1.04008(18) 0.0215(5) Uani 1 1 d . . . . .
H52 H 0.6481 0.6639 1.0204 0.026 Uiso 1 1 calc R U . . .
C53 C 0.7555(3) 0.6532(2) 1.13845(18) 0.0269(6) Uani 1 1 d . . . . .
H53 H 0.7233 0.7047 1.1849 0.032 Uiso 1 1 calc R U . . .
C54 C 0.8464(2) 0.6033(2) 1.16952(18) 0.0247(5) Uani 1 1 d . . . . .
H54 H 0.8767 0.6204 1.2368 0.030 Uiso 1 1 calc R U . . .
C55 C 0.8921(2) 0.5281(2) 1.10097(19) 0.0241(5) Uani 1 1 d . . . . .
H55 H 0.9540 0.4930 1.1213 0.029 Uiso 1 1 calc R U . . .
C56 C 0.8483(2) 0.5035(2) 1.00265(18) 0.0203(5) Uani 1 1 d . . . . .
H56 H 0.8806 0.4515 0.9566 0.024 Uiso 1 1 calc R U . . .
C61 C 0.8888(2) 0.62919(17) 0.68864(15) 0.0135(4) Uani 1 1 d . . . . .
C62 C 1.0113(2) 0.63509(18) 0.72706(16) 0.0171(4) Uani 1 1 d . . . . .
H62 H 1.0362 0.5910 0.7614 0.020 Uiso 1 1 calc R U . . .
C63 C 1.0964(2) 0.70487(19) 0.71518(17) 0.0188(5) Uani 1 1 d . . . . .
H63 H 1.1788 0.7084 0.7419 0.023 Uiso 1 1 calc R U . . .
C64 C 1.0618(2) 0.76939(19) 0.66455(17) 0.0196(5) Uani 1 1 d . . . . .
H64 H 1.1201 0.8179 0.6576 0.024 Uiso 1 1 calc R U . . .
C65 C 0.9409(2) 0.76231(19) 0.62406(17) 0.0185(5) Uani 1 1 d . . . . .
H65 H 0.9168 0.8048 0.5879 0.022 Uiso 1 1 calc R U . . .
C66 C 0.8560(2) 0.69351(18) 0.63633(16) 0.0159(4) Uani 1 1 d . . . . .
H66 H 0.7738 0.6898 0.6088 0.019 Uiso 1 1 calc R U . . .
C1S C 0.9682(4) 0.9297(3) 0.3117(3) 0.0606(11) Uani 1 1 d . . . . .
H1S1 H 1.0398 0.9427 0.3634 0.091 Uiso 1 1 calc R U . . .
H1S2 H 0.9765 0.9821 0.2815 0.091 Uiso 1 1 calc R U . . .
H1S3 H 0.9586 0.8562 0.2626 0.091 Uiso 1 1 calc R U . . .
C2S C 0.8609(4) 0.9424(3) 0.3536(3) 0.0483(8) Uani 1 1 d . . . . .
H2S1 H 0.7885 0.9258 0.3004 0.058 Uiso 1 1 calc R U . . .
H2S2 H 0.8676 1.0187 0.3983 0.058 Uiso 1 1 calc R U . . .
C3S C 0.8461(3) 0.8693(3) 0.4083(2) 0.0392(7) Uani 1 1 d . . . . .
H3S1 H 0.8437 0.7934 0.3643 0.047 Uiso 1 1 calc R U . . .
H3S2 H 0.9169 0.8884 0.4631 0.047 Uiso 1 1 calc R U . . .
C4S C 0.7345(3) 0.8767(3) 0.4475(3) 0.0443(8) Uani 1 1 d . . . . .
H4S1 H 0.7376 0.8355 0.4898 0.053 Uiso 1 1 calc R U . . .
H4S2 H 0.7340 0.9533 0.4879 0.053 Uiso 1 1 calc R U . . .
C5S C 0.6217(3) 0.8346(3) 0.3707(2) 0.0424(8) Uani 1 1 d . . . . .
H5S1 H 0.6137 0.8797 0.3326 0.064 Uiso 1 1 calc R U . . .
H5S2 H 0.5538 0.8363 0.4007 0.064 Uiso 1 1 calc R U . . .
H5S3 H 0.6233 0.7599 0.3281 0.064 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 C20 2.022(2) . ?
Ir1 C40 2.025(2) . ?
Ir1 N2 2.0598(19) . ?
Ir1 N1 2.0680(19) . ?
Ir1 N3 2.1640(18) . ?
Ir1 N4 2.1910(18) . ?
S1 C26 1.745(3) . ?
S1 C27 1.753(2) . ?
S2 C46 1.742(2) . ?
S2 C47 1.755(2) . ?
N1 C12 1.346(3) . ?
N1 C16 1.373(3) . ?
N2 C32 1.353(3) . ?
N2 C36 1.375(3) . ?
N3 C3 1.357(3) . ?
N3 C51 1.424(3) . ?
N4 C5 1.344(3) . ?
N4 C61 1.429(3) . ?
N5 C3 1.381(3) . ?
N5 C1 1.450(3) . ?
N5 C2 1.455(4) . ?
N6 C5 1.390(3) . ?
N6 C6 1.448(3) . ?
N6 C7 1.456(3) . ?
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 1.391(3) . ?
C4 C5 1.413(3) . ?
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 C13 1.382(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(3) . ?
C15 H15 0.9500 . ?
C16 C27 1.442(3) . ?
C20 C27 1.376(3) . ?
C20 C21 1.453(3) . ?
C21 C22 1.402(3) . ?
C21 C26 1.422(3) . ?
C22 C23 1.390(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.402(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(3) . ?
C25 H25 0.9500 . ?
C32 C33 1.379(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.397(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.378(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.397(3) . ?
C35 H35 0.9500 . ?
C36 C47 1.435(3) . ?
C40 C47 1.377(3) . ?
C40 C41 1.448(3) . ?
C41 C42 1.405(3) . ?
C41 C46 1.421(3) . ?
C42 C43 1.388(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.407(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.379(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.401(3) . ?
C45 H45 0.9500 . ?
C51 C52 1.395(3) . ?
C51 C56 1.408(3) . ?
C52 C53 1.393(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.386(4) . ?
C53 H53 0.9500 . ?
C54 C55 1.384(4) . ?
C54 H54 0.9500 . ?
C55 C56 1.389(3) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
C61 C66 1.401(3) . ?
C61 C62 1.407(3) . ?
C62 C63 1.391(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.389(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.394(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.384(3) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C1S C2S 1.494(6) . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 0.9800 . ?
C2S C3S 1.525(4) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3S C4S 1.518(5) . ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C4S C5S 1.483(5) . ?
C4S H4S1 0.9900 . ?
C4S H4S2 0.9900 . ?
C5S H5S1 0.9800 . ?
C5S H5S2 0.9800 . ?
C5S H5S3 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
C20 Ir1 C40 83.82(8) . . ?
C20 Ir1 N2 97.63(8) . . ?
C40 Ir1 N2 79.82(8) . . ?
C20 Ir1 N1 79.92(8) . . ?
C40 Ir1 N1 100.70(8) . . ?
N2 Ir1 N1 177.40(7) . . ?
C20 Ir1 N3 175.68(8) . . ?
C40 Ir1 N3 95.26(8) . . ?
N2 Ir1 N3 86.35(7) . . ?
N1 Ir1 N3 96.13(7) . . ?
C20 Ir1 N4 96.04(8) . . ?
C40 Ir1 N4 174.76(8) . . ?
N2 Ir1 N4 95.01(7) . . ?
N1 Ir1 N4 84.41(7) . . ?
N3 Ir1 N4 85.26(7) . . ?
C26 S1 C27 89.73(11) . . ?
C46 S2 C47 89.84(11) . . ?
C12 N1 C16 118.34(19) . . ?
C12 N1 Ir1 125.44(15) . . ?
C16 N1 Ir1 115.40(14) . . ?
C32 N2 C36 118.6(2) . . ?
C32 N2 Ir1 125.57(16) . . ?
C36 N2 Ir1 115.82(15) . . ?
C3 N3 C51 115.33(18) . . ?
C3 N3 Ir1 119.25(15) . . ?
C51 N3 Ir1 125.06(14) . . ?
C5 N4 C61 118.44(18) . . ?
C5 N4 Ir1 123.00(15) . . ?
C61 N4 Ir1 116.99(13) . . ?
C3 N5 C1 121.7(2) . . ?
C3 N5 C2 120.8(2) . . ?
C1 N5 C2 116.9(2) . . ?
C5 N6 C6 121.6(2) . . ?
C5 N6 C7 121.8(2) . . ?
C6 N6 C7 115.4(2) . . ?
N5 C1 H1A 109.5 . . ?
N5 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N5 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N5 C2 H2A 109.5 . . ?
N5 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N5 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N3 C3 N5 117.2(2) . . ?
N3 C3 C4 124.6(2) . . ?
N5 C3 C4 118.2(2) . . ?
C3 C4 C5 127.4(2) . . ?
C3 C4 H4 116.3 . . ?
C5 C4 H4 116.3 . . ?
N4 C5 N6 119.3(2) . . ?
N4 C5 C4 123.9(2) . . ?
N6 C5 C4 116.5(2) . . ?
N6 C6 H6A 109.5 . . ?
N6 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N6 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N6 C7 H7A 109.5 . . ?
N6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C12 C13 122.8(2) . . ?
N1 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 118.5(2) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
N1 C16 C15 121.1(2) . . ?
N1 C16 C27 111.98(19) . . ?
C15 C16 C27 126.9(2) . . ?
C27 C20 C21 110.05(19) . . ?
C27 C20 Ir1 113.19(16) . . ?
C21 C20 Ir1 136.75(17) . . ?
C22 C21 C26 117.6(2) . . ?
C22 C21 C20 129.9(2) . . ?
C26 C21 C20 112.4(2) . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.4(2) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 120.7(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 118.8(2) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C26 C21 121.9(2) . . ?
C25 C26 S1 125.82(19) . . ?
C21 C26 S1 112.31(17) . . ?
C20 C27 C16 118.75(19) . . ?
C20 C27 S1 115.46(17) . . ?
C16 C27 S1 125.47(17) . . ?
N2 C32 C33 122.7(2) . . ?
N2 C32 H32 118.7 . . ?
C33 C32 H32 118.7 . . ?
C32 C33 C34 119.0(2) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
C35 C34 C33 118.9(2) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 120.2(2) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
N2 C36 C35 120.5(2) . . ?
N2 C36 C47 111.83(19) . . ?
C35 C36 C47 127.6(2) . . ?
C47 C40 C41 109.99(19) . . ?
C47 C40 Ir1 112.96(16) . . ?
C41 C40 Ir1 136.96(17) . . ?
C42 C41 C46 117.9(2) . . ?
C42 C41 C40 129.3(2) . . ?
C46 C41 C40 112.8(2) . . ?
C43 C42 C41 120.2(2) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 120.7(2) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 H43 119.7 . . ?
C45 C44 C43 120.6(2) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C44 C45 C46 118.8(2) . . ?
C44 C45 H45 120.6 . . ?
C46 C45 H45 120.6 . . ?
C45 C46 C41 121.8(2) . . ?
C45 C46 S2 126.07(18) . . ?
C41 C46 S2 112.14(17) . . ?
C40 C47 C36 119.2(2) . . ?
C40 C47 S2 115.23(17) . . ?
C36 C47 S2 125.35(17) . . ?
C52 C51 C56 117.6(2) . . ?
C52 C51 N3 122.3(2) . . ?
C56 C51 N3 120.0(2) . . ?
C53 C52 C51 120.8(2) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C54 C53 C52 121.0(2) . . ?
C54 C53 H53 119.5 . . ?
C52 C53 H53 119.5 . . ?
C55 C54 C53 118.9(2) . . ?
C55 C54 H54 120.6 . . ?
C53 C54 H54 120.6 . . ?
C54 C55 C56 120.6(2) . . ?
C54 C55 H55 119.7 . . ?
C56 C55 H55 119.7 . . ?
C55 C56 C51 121.0(2) . . ?
C55 C56 H56 119.5 . . ?
C51 C56 H56 119.5 . . ?
C66 C61 C62 117.9(2) . . ?
C66 C61 N4 120.7(2) . . ?
C62 C61 N4 121.1(2) . . ?
C63 C62 C61 120.6(2) . . ?
C63 C62 H62 119.7 . . ?
C61 C62 H62 119.7 . . ?
C64 C63 C62 120.5(2) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C65 119.4(2) . . ?
C63 C64 H64 120.3 . . ?
C65 C64 H64 120.3 . . ?
C66 C65 C64 120.2(2) . . ?
C66 C65 H65 119.9 . . ?
C64 C65 H65 119.9 . . ?
C65 C66 C61 121.3(2) . . ?
C65 C66 H66 119.4 . . ?
C61 C66 H66 119.4 . . ?
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 . . ?
C1S C2S C3S 113.0(3) . . ?
C1S C2S H2S1 109.0 . . ?
C3S C2S H2S1 109.0 . . ?
C1S C2S H2S2 109.0 . . ?
C3S C2S H2S2 109.0 . . ?
H2S1 C2S H2S2 107.8 . . ?
C4S C3S C2S 114.0(3) . . ?
C4S C3S H3S1 108.7 . . ?
C2S C3S H3S1 108.7 . . ?
C4S C3S H3S2 108.7 . . ?
C2S C3S H3S2 108.7 . . ?
H3S1 C3S H3S2 107.6 . . ?
C5S C4S C3S 113.6(3) . . ?
C5S C4S H4S1 108.8 . . ?
C3S C4S H4S1 108.8 . . ?
C5S C4S H4S2 108.8 . . ?
C3S C4S H4S2 108.8 . . ?
H4S1 C4S H4S2 107.7 . . ?
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 . . ?

_refine_diff_density_max         1.670
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.133


####################################################################### 
# 
# 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_1d
_database_code_depnum_ccdc_archive 'CCDC 1952046'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2020-02-06 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            'C39 H40 Ir N5'
_chemical_formula_weight         770.96

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                   15.929(3)
_cell_length_b                   10.934(2)
_cell_length_c                   19.318(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.740(2)
_cell_angle_gamma                90
_cell_volume                     3204.6(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_F_000             1544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    4.203
_shelx_estimated_absorpt_T_min   0.278
_shelx_estimated_absorpt_T_max   0.502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5422
_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            19757
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.342
_diffrn_reflns_theta_max         27.568
_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             7396
_reflns_number_gt                6784
_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)+(0.0170P)²+2.1759P] 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         7396
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0227
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0477
_refine_ls_wR_factor_gt          0.0454
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.73947(2) 0.29847(2) 0.40231(2) 0.01454(3) Uani 1 1 d . . . . .
N1 N 0.73633(12) 0.13035(16) 0.35714(10) 0.0162(4) Uani 1 1 d . . . . .
N2 N 0.75498(12) 0.46793(16) 0.44740(10) 0.0171(4) Uani 1 1 d . . . . .
N3 N 0.60185(13) 0.32604(18) 0.34174(11) 0.0199(4) Uani 1 1 d . . . . .
N4 N 0.63781(13) 0.25763(18) 0.45347(10) 0.0192(4) Uani 1 1 d . . . . .
N5 N 0.48080(13) 0.28484(18) 0.38742(12) 0.0226(4) Uani 1 1 d . . . . .
C1 C 0.5763(2) 0.4512(3) 0.23396(17) 0.0493(8) Uani 1 1 d . . . . .
H1A H 0.5671 0.5231 0.2610 0.074 Uiso 1 1 calc R U . . .
H1B H 0.5409 0.4591 0.1829 0.074 Uiso 1 1 calc R U . . .
H1C H 0.6388 0.4450 0.2373 0.074 Uiso 1 1 calc R U . . .
C2 C 0.54848(16) 0.3370(2) 0.26594(13) 0.0259(5) Uani 1 1 d . . . . .
H2 H 0.4850 0.3445 0.2633 0.031 Uiso 1 1 calc R U . . .
C3 C 0.5600(3) 0.2264(3) 0.22236(17) 0.0528(9) Uani 1 1 d . . . . .
H3A H 0.6222 0.2186 0.2250 0.079 Uiso 1 1 calc R U . . .
H3B H 0.5241 0.2365 0.1716 0.079 Uiso 1 1 calc R U . . .
H3C H 0.5413 0.1527 0.2424 0.079 Uiso 1 1 calc R U . . .
C4 C 0.57197(15) 0.28898(19) 0.39534(13) 0.0195(5) Uani 1 1 d . . . . .
C5 C 0.44618(18) 0.1831(2) 0.41872(16) 0.0312(6) Uani 1 1 d . . . . .
H5A H 0.4831 0.1107 0.4205 0.047 Uiso 1 1 calc R U . . .
H5B H 0.3857 0.1654 0.3887 0.047 Uiso 1 1 calc R U . . .
H5C H 0.4464 0.2044 0.4680 0.047 Uiso 1 1 calc R U . . .
C6 C 0.43846(16) 0.4020(2) 0.39088(16) 0.0315(6) Uani 1 1 d . . . . .
H6A H 0.4536 0.4289 0.4416 0.047 Uiso 1 1 calc R U . . .
H6B H 0.3744 0.3929 0.3709 0.047 Uiso 1 1 calc R U . . .
H6C H 0.4590 0.4629 0.3625 0.047 Uiso 1 1 calc R U . . .
C7 C 0.6644(2) 0.1228(2) 0.55831(16) 0.0381(7) Uani 1 1 d . . . . .
H7A H 0.6246 0.0601 0.5298 0.057 Uiso 1 1 calc R U . . .
H7B H 0.6645 0.1185 0.6090 0.057 Uiso 1 1 calc R U . . .
H7C H 0.7241 0.1086 0.5559 0.057 Uiso 1 1 calc R U . . .
C8 C 0.63287(16) 0.2488(2) 0.52750(13) 0.0217(5) Uani 1 1 d . . . . .
H8 H 0.5702 0.2601 0.5266 0.026 Uiso 1 1 calc R U . . .
C9 C 0.68954(17) 0.3473(2) 0.57552(13) 0.0252(5) Uani 1 1 d . . . . .
H9A H 0.7513 0.3357 0.5776 0.038 Uiso 1 1 calc R U . . .
H9B H 0.6843 0.3415 0.6246 0.038 Uiso 1 1 calc R U . . .
H9C H 0.6695 0.4282 0.5552 0.038 Uiso 1 1 calc R U . . .
C11 C 0.68641(15) 0.0382(2) 0.37254(13) 0.0205(5) Uani 1 1 d . . . . .
H11 H 0.6542 0.0536 0.4057 0.025 Uiso 1 1 calc R U . . .
C12 C 0.68144(16) -0.0741(2) 0.34199(13) 0.0229(5) Uani 1 1 d . . . . .
H12 H 0.6428 -0.1340 0.3510 0.027 Uiso 1 1 calc R U . . .
C13 C 0.73373(15) -0.1021(2) 0.29679(12) 0.0207(5) Uani 1 1 d . . . . .
C14 C 0.73282(18) -0.2205(2) 0.26614(14) 0.0269(6) Uani 1 1 d . . . . .
H14 H 0.6938 -0.2811 0.2738 0.032 Uiso 1 1 calc R U . . .
C15 C 0.78697(18) -0.2478(2) 0.22613(14) 0.0304(6) Uani 1 1 d . . . . .
H15 H 0.7838 -0.3258 0.2038 0.036 Uiso 1 1 calc R U . . .
C16 C 0.84810(19) -0.1600(2) 0.21774(14) 0.0310(6) Uani 1 1 d . . . . .
H16 H 0.8884 -0.1810 0.1922 0.037 Uiso 1 1 calc R U . . .
C17 C 0.85003(17) -0.0446(2) 0.24609(14) 0.0266(5) Uani 1 1 d . . . . .
H17 H 0.8923 0.0127 0.2405 0.032 Uiso 1 1 calc R U . . .
C18 C 0.78987(15) -0.0096(2) 0.28363(12) 0.0198(5) Uani 1 1 d . . . . .
C19 C 0.78333(14) 0.1124(2) 0.31046(12) 0.0180(4) Uani 1 1 d . . . . .
C21 C 0.80820(14) 0.3301(2) 0.33321(12) 0.0165(4) Uani 1 1 d . . . . .
C22 C 0.84258(15) 0.4425(2) 0.31876(13) 0.0201(5) Uani 1 1 d . . . . .
H22 H 0.8363 0.5128 0.3457 0.024 Uiso 1 1 calc R U . . .
C23 C 0.88537(15) 0.4538(2) 0.26643(13) 0.0233(5) Uani 1 1 d . . . . .
H23 H 0.9093 0.5306 0.2591 0.028 Uiso 1 1 calc R U . . .
C24 C 0.89350(16) 0.3537(2) 0.22454(13) 0.0239(5) Uani 1 1 d . . . . .
H24 H 0.9214 0.3621 0.1878 0.029 Uiso 1 1 calc R U . . .
C25 C 0.86033(16) 0.2414(2) 0.23707(13) 0.0219(5) Uani 1 1 d . . . . .
H25 H 0.8641 0.1734 0.2075 0.026 Uiso 1 1 calc R U . . .
C26 C 0.82144(15) 0.2264(2) 0.29245(12) 0.0172(4) Uani 1 1 d . . . . .
C31 C 0.68839(15) 0.5524(2) 0.42964(13) 0.0205(5) Uani 1 1 d . . . . .
H31 H 0.6344 0.5319 0.3941 0.025 Uiso 1 1 calc R U . . .
C32 C 0.69697(16) 0.6641(2) 0.46099(13) 0.0230(5) Uani 1 1 d . . . . .
H32 H 0.6474 0.7170 0.4515 0.028 Uiso 1 1 calc R U . . .
C33 C 0.77967(17) 0.7026(2) 0.50797(13) 0.0211(5) Uani 1 1 d . . . . .
C34 C 0.79277(18) 0.8230(2) 0.53641(14) 0.0253(5) Uani 1 1 d . . . . .
H34 H 0.7442 0.8775 0.5276 0.030 Uiso 1 1 calc R U . . .
C35 C 0.87496(18) 0.8609(2) 0.57639(14) 0.0275(6) Uani 1 1 d . . . . .
H35 H 0.8833 0.9407 0.5967 0.033 Uiso 1 1 calc R U . . .
C36 C 0.94704(18) 0.7816(2) 0.58730(14) 0.0258(5) Uani 1 1 d . . . . .
H36 H 1.0045 0.8098 0.6130 0.031 Uiso 1 1 calc R U . . .
C37 C 0.93597(16) 0.6636(2) 0.56137(13) 0.0218(5) Uani 1 1 d . . . . .
H37 H 0.9858 0.6117 0.5691 0.026 Uiso 1 1 calc R U . . .
C38 C 0.85104(15) 0.6187(2) 0.52333(12) 0.0181(4) Uani 1 1 d . . . . .
C39 C 0.83337(14) 0.4949(2) 0.49715(12) 0.0167(4) Uani 1 1 d . . . . .
C41 C 0.85491(15) 0.27749(19) 0.47983(12) 0.0166(4) Uani 1 1 d . . . . .
C42 C 0.90280(16) 0.1688(2) 0.50105(13) 0.0200(5) Uani 1 1 d . . . . .
H42 H 0.8816 0.0955 0.4752 0.024 Uiso 1 1 calc R U . . .
C43 C 0.98010(16) 0.1656(2) 0.55864(14) 0.0235(5) Uani 1 1 d . . . . .
H43 H 1.0122 0.0913 0.5707 0.028 Uiso 1 1 calc R U . . .
C44 C 1.01072(16) 0.2705(2) 0.59879(14) 0.0247(5) Uani 1 1 d . . . . .
H44 H 1.0629 0.2676 0.6390 0.030 Uiso 1 1 calc R U . . .
C45 C 0.96512(15) 0.3794(2) 0.58019(13) 0.0223(5) Uani 1 1 d . . . . .
H45 H 0.9854 0.4505 0.6086 0.027 Uiso 1 1 calc R U . . .
C46 C 0.88908(14) 0.3859(2) 0.51967(12) 0.0168(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C21 1.998(2) . ?
Ir1 C41 2.000(2) . ?
Ir1 N1 2.0289(18) . ?
Ir1 N2 2.0302(18) . ?
Ir1 N3 2.1685(19) . ?
Ir1 N4 2.1848(19) . ?
N1 C19 1.350(3) . ?
N1 C11 1.371(3) . ?
N2 C39 1.356(3) . ?
N2 C31 1.369(3) . ?
N3 C4 1.328(3) . ?
N3 C2 1.457(3) . ?
N4 C4 1.327(3) . ?
N4 C8 1.459(3) . ?
N5 C4 1.414(3) . ?
N5 C5 1.453(3) . ?
N5 C6 1.459(3) . ?
C1 C2 1.518(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.517(4) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.525(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.525(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.354(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.412(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.422(3) . ?
C13 C18 1.423(3) . ?
C14 C15 1.355(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.411(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.372(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.419(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.447(3) . ?
C19 C26 1.474(3) . ?
C21 C22 1.408(3) . ?
C21 C26 1.432(3) . ?
C22 C23 1.386(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.400(3) . ?
C25 H25 0.9500 . ?
C31 C32 1.351(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.417(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.417(3) . ?
C33 C38 1.420(3) . ?
C34 C35 1.366(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.402(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.376(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.416(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.443(3) . ?
C39 C46 1.471(3) . ?
C41 C42 1.404(3) . ?
C41 C46 1.427(3) . ?
C42 C43 1.386(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.387(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.384(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.406(3) . ?
C45 H45 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
C21 Ir1 C41 87.37(9) . . ?
C21 Ir1 N1 79.41(8) . . ?
C41 Ir1 N1 96.58(8) . . ?
C21 Ir1 N2 96.25(8) . . ?
C41 Ir1 N2 79.60(8) . . ?
N1 Ir1 N2 174.41(7) . . ?
C21 Ir1 N3 106.56(8) . . ?
C41 Ir1 N3 165.42(8) . . ?
N1 Ir1 N3 90.32(7) . . ?
N2 Ir1 N3 94.33(7) . . ?
C21 Ir1 N4 165.99(8) . . ?
C41 Ir1 N4 106.08(8) . . ?
N1 Ir1 N4 94.86(7) . . ?
N2 Ir1 N4 90.15(7) . . ?
N3 Ir1 N4 60.38(7) . . ?
C19 N1 C11 120.95(19) . . ?
C19 N1 Ir1 118.21(15) . . ?
C11 N1 Ir1 120.83(15) . . ?
C39 N2 C31 120.42(19) . . ?
C39 N2 Ir1 117.93(14) . . ?
C31 N2 Ir1 121.65(15) . . ?
C4 N3 C2 124.8(2) . . ?
C4 N3 Ir1 94.61(14) . . ?
C2 N3 Ir1 137.57(16) . . ?
C4 N4 C8 125.6(2) . . ?
C4 N4 Ir1 93.90(15) . . ?
C8 N4 Ir1 136.51(15) . . ?
C4 N5 C5 119.1(2) . . ?
C4 N5 C6 116.16(19) . . ?
C5 N5 C6 114.5(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 . . ?
N3 C2 C3 111.1(2) . . ?
N3 C2 C1 108.9(2) . . ?
C3 C2 C1 109.3(3) . . ?
N3 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C1 C2 H2 109.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C4 N3 111.1(2) . . ?
N4 C4 N5 127.2(2) . . ?
N3 C4 N5 121.7(2) . . ?
N5 C5 H5A 109.5 . . ?
N5 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N5 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N5 C6 H6A 109.5 . . ?
N5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C8 C7 109.4(2) . . ?
N4 C8 C9 110.55(19) . . ?
C7 C8 C9 109.7(2) . . ?
N4 C8 H8 109.0 . . ?
C7 C8 H8 109.0 . . ?
C9 C8 H8 109.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C11 N1 122.2(2) . . ?
C12 C11 H11 118.9 . . ?
N1 C11 H11 118.9 . . ?
C11 C12 C13 120.0(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 121.5(2) . . ?
C12 C13 C18 118.5(2) . . ?
C14 C13 C18 120.0(2) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.8(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 121.0(2) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C13 117.3(2) . . ?
C17 C18 C19 124.4(2) . . ?
C13 C18 C19 118.3(2) . . ?
N1 C19 C18 119.2(2) . . ?
N1 C19 C26 112.77(19) . . ?
C18 C19 C26 128.0(2) . . ?
C22 C21 C26 116.8(2) . . ?
C22 C21 Ir1 127.52(17) . . ?
C26 C21 Ir1 115.64(16) . . ?
C23 C22 C21 122.0(2) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 119.2(2) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C26 121.2(2) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C21 120.1(2) . . ?
C25 C26 C19 126.1(2) . . ?
C21 C26 C19 113.5(2) . . ?
C32 C31 N2 122.2(2) . . ?
C32 C31 H31 118.9 . . ?
N2 C31 H31 118.9 . . ?
C31 C32 C33 120.2(2) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C34 121.5(2) . . ?
C32 C33 C38 118.1(2) . . ?
C34 C33 C38 120.3(2) . . ?
C35 C34 C33 120.2(2) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 119.8(2) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C37 C36 C35 121.1(2) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C36 C37 C38 120.7(2) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C37 C38 C33 117.5(2) . . ?
C37 C38 C39 124.1(2) . . ?
C33 C38 C39 118.3(2) . . ?
N2 C39 C38 119.48(19) . . ?
N2 C39 C46 112.03(19) . . ?
C38 C39 C46 128.4(2) . . ?
C42 C41 C46 117.5(2) . . ?
C42 C41 Ir1 127.56(17) . . ?
C46 C41 Ir1 114.91(15) . . ?
C43 C42 C41 121.8(2) . . ?
C43 C42 H42 119.1 . . ?
C41 C42 H42 119.1 . . ?
C42 C43 C44 120.2(2) . . ?
C42 C43 H43 119.9 . . ?
C44 C43 H43 119.9 . . ?
C45 C44 C43 119.9(2) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C45 C46 120.7(2) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C45 C46 C41 119.8(2) . . ?
C45 C46 C39 125.2(2) . . ?
C41 C46 C39 114.65(19) . . ?

_refine_diff_density_max         0.938
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.084


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

data_2a
_database_code_depnum_ccdc_archive 'CCDC 1952047'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2020-02-06 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            'C48 H43 Cl2 Ir N4 S2'
_chemical_formula_weight         1003.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   12.461(4)
_cell_length_b                   19.090(6)
_cell_length_c                   17.319(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.902(4)
_cell_angle_gamma                90
_cell_volume                     4118(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.57

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             2008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    3.514
_shelx_estimated_absorpt_T_min   0.390
_shelx_estimated_absorpt_T_max   0.555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6270
_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            25770
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.588
_diffrn_reflns_theta_max         27.569
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9507
_reflns_number_gt                8749
_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)+(0.0328P)²+12.1077P] 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         9507
_refine_ls_number_parameters     520
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0729
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.64625(2) 0.69203(2) 0.63073(2) 0.00909(4) Uani 1 1 d . . . . .
S1 S 0.97955(7) 0.69680(4) 0.53502(5) 0.01778(17) Uani 1 1 d . . . . .
S2 S 0.61844(7) 0.92815(4) 0.63017(5) 0.01651(16) Uani 1 1 d . . . . .
N1 N 0.6663(2) 0.64611(13) 0.52480(15) 0.0126(5) Uani 1 1 d . . . . .
N2 N 0.6349(2) 0.74169(13) 0.73542(15) 0.0112(5) Uani 1 1 d . . . . .
N3 N 0.4719(2) 0.67940(14) 0.63510(16) 0.0137(5) Uani 1 1 d . . . . .
N4 N 0.6694(2) 0.58719(13) 0.67826(15) 0.0123(5) Uani 1 1 d . . . . .
C1 C 0.3029(3) 0.61916(19) 0.6638(2) 0.0247(8) Uani 1 1 d . . . . .
H1A H 0.2766 0.6436 0.7092 0.037 Uiso 1 1 calc R U . . .
H1B H 0.2805 0.5700 0.6651 0.037 Uiso 1 1 calc R U . . .
H1C H 0.2732 0.6414 0.6168 0.037 Uiso 1 1 calc R U . . .
C1S C 0.4194(5) 0.6021(4) 0.9831(4) 0.0722(19) Uani 1 1 d . . . . .
H1S1 H 0.3693 0.5675 1.0046 0.087 Uiso 1 1 calc R U . . .
H1S2 H 0.3883 0.6493 0.9900 0.087 Uiso 1 1 calc R U . . .
C2 C 0.4256(3) 0.62312(17) 0.6643(2) 0.0165(6) Uani 1 1 d . . . . .
C3 C 0.4795(3) 0.56465(17) 0.6960(2) 0.0173(6) Uani 1 1 d . . . . .
H3 H 0.4333 0.5303 0.7166 0.021 Uiso 1 1 calc R U . . .
C4 C 0.5897(3) 0.54749(16) 0.70303(18) 0.0146(6) Uani 1 1 d . . . . .
C5 C 0.6162(3) 0.47811(17) 0.7422(2) 0.0197(7) Uani 1 1 d . . . . .
H5A H 0.6368 0.4438 0.7032 0.030 Uiso 1 1 calc R U . . .
H5B H 0.5531 0.4610 0.7687 0.030 Uiso 1 1 calc R U . . .
H5C H 0.6758 0.4847 0.7798 0.030 Uiso 1 1 calc R U . . .
C12 C 0.5893(3) 0.61222(16) 0.48318(18) 0.0150(6) Uani 1 1 d . . . . .
H12 H 0.5200 0.6081 0.5040 0.018 Uiso 1 1 calc R U . . .
C13 C 0.6066(3) 0.58328(17) 0.4118(2) 0.0196(7) Uani 1 1 d . . . . .
H13 H 0.5499 0.5607 0.3834 0.023 Uiso 1 1 calc R U . . .
C14 C 0.7089(3) 0.58782(18) 0.38198(19) 0.0210(7) Uani 1 1 d . . . . .
H14 H 0.7227 0.5686 0.3327 0.025 Uiso 1 1 calc R U . . .
C15 C 0.7903(3) 0.62039(17) 0.42461(19) 0.0181(7) Uani 1 1 d . . . . .
H15 H 0.8606 0.6231 0.4051 0.022 Uiso 1 1 calc R U . . .
C16 C 0.7684(3) 0.64947(16) 0.49689(18) 0.0133(6) Uani 1 1 d . . . . .
C21 C 0.8063(2) 0.70736(16) 0.61883(18) 0.0117(6) Uani 1 1 d . . . . .
C22 C 0.8936(2) 0.73975(16) 0.66309(18) 0.0124(6) Uani 1 1 d . . . . .
C23 C 0.8938(3) 0.77176(16) 0.73623(19) 0.0153(6) Uani 1 1 d . . . . .
H23 H 0.8287 0.7761 0.7628 0.018 Uiso 1 1 calc R U . . .
C24 C 0.9888(3) 0.79703(17) 0.7698(2) 0.0183(7) Uani 1 1 d . . . . .
H24 H 0.9883 0.8176 0.8198 0.022 Uiso 1 1 calc R U . . .
C25 C 1.0853(3) 0.79258(19) 0.7308(2) 0.0213(7) Uani 1 1 d . . . . .
H25 H 1.1495 0.8103 0.7546 0.026 Uiso 1 1 calc R U . . .
C26 C 1.0884(3) 0.76280(18) 0.6586(2) 0.0198(7) Uani 1 1 d . . . . .
H26 H 1.1537 0.7603 0.6320 0.024 Uiso 1 1 calc R U . . .
C27 C 0.9930(3) 0.73637(16) 0.6252(2) 0.0154(6) Uani 1 1 d . . . . .
C28 C 0.8423(3) 0.68350(16) 0.54934(19) 0.0136(6) Uani 1 1 d . . . . .
C32 C 0.6340(2) 0.70980(17) 0.80479(19) 0.0137(6) Uani 1 1 d . . . . .
H32 H 0.6321 0.6601 0.8064 0.016 Uiso 1 1 calc R U . . .
C33 C 0.6356(3) 0.74628(18) 0.87359(19) 0.0171(6) Uani 1 1 d . . . . .
H33 H 0.6361 0.7221 0.9215 0.021 Uiso 1 1 calc R U . . .
C34 C 0.6364(3) 0.81941(18) 0.8714(2) 0.0183(7) Uani 1 1 d . . . . .
H34 H 0.6401 0.8457 0.9180 0.022 Uiso 1 1 calc R U . . .
C35 C 0.6319(3) 0.85303(17) 0.80053(19) 0.0164(6) Uani 1 1 d . . . . .
H35 H 0.6297 0.9027 0.7980 0.020 Uiso 1 1 calc R U . . .
C36 C 0.6307(2) 0.81345(16) 0.73281(19) 0.0130(6) Uani 1 1 d . . . . .
C41 C 0.6346(2) 0.79347(16) 0.59464(18) 0.0119(6) Uani 1 1 d . . . . .
C42 C 0.6354(2) 0.83213(17) 0.52254(19) 0.0137(6) Uani 1 1 d . . . . .
C43 C 0.6439(3) 0.80783(16) 0.4459(2) 0.0167(7) Uani 1 1 d . . . . .
H43 H 0.6522 0.7592 0.4363 0.020 Uiso 1 1 calc R U . . .
C44 C 0.6401(3) 0.85427(19) 0.3850(2) 0.0219(7) Uani 1 1 d . . . . .
H44 H 0.6459 0.8372 0.3338 0.026 Uiso 1 1 calc R U . . .
C45 C 0.6277(3) 0.92672(19) 0.3976(2) 0.0228(7) Uani 1 1 d . . . . .
H45 H 0.6243 0.9579 0.3549 0.027 Uiso 1 1 calc R U . . .
C46 C 0.6206(3) 0.95249(18) 0.4713(2) 0.0207(7) Uani 1 1 d . . . . .
H46 H 0.6128 1.0013 0.4800 0.025 Uiso 1 1 calc R U . . .
C47 C 0.6250(3) 0.90544(17) 0.53333(19) 0.0161(6) Uani 1 1 d . . . . .
C48 C 0.6291(2) 0.83982(16) 0.65542(19) 0.0130(6) Uani 1 1 d . . . . .
C51 C 0.4085(2) 0.74270(17) 0.6265(2) 0.0156(6) Uani 1 1 d . . . . .
C52 C 0.3816(3) 0.77017(18) 0.5531(2) 0.0182(7) Uani 1 1 d . . . . .
C53 C 0.3350(3) 0.83654(19) 0.5468(2) 0.0236(7) Uani 1 1 d . . . . .
H53 H 0.3170 0.8550 0.4971 0.028 Uiso 1 1 calc R U . . .
C54 C 0.3145(3) 0.87584(18) 0.6120(2) 0.0255(8) Uani 1 1 d . . . . .
H54 H 0.2862 0.9219 0.6072 0.031 Uiso 1 1 calc R U . . .
C55 C 0.3358(3) 0.84718(18) 0.6835(2) 0.0222(7) Uani 1 1 d . . . . .
H55 H 0.3207 0.8740 0.7281 0.027 Uiso 1 1 calc R U . . .
C56 C 0.3788(2) 0.77998(17) 0.6933(2) 0.0174(7) Uani 1 1 d . . . . .
C57 C 0.4007(3) 0.72923(19) 0.4806(2) 0.0233(7) Uani 1 1 d . . . . .
H57A H 0.3704 0.7548 0.4359 0.035 Uiso 1 1 calc R U . . .
H57B H 0.3660 0.6833 0.4839 0.035 Uiso 1 1 calc R U . . .
H57C H 0.4780 0.7229 0.4747 0.035 Uiso 1 1 calc R U . . .
C58 C 0.3874(3) 0.75066(19) 0.7738(2) 0.0219(7) Uani 1 1 d . . . . .
H58A H 0.4270 0.7836 0.8076 0.033 Uiso 1 1 calc R U . . .
H58B H 0.4257 0.7058 0.7731 0.033 Uiso 1 1 calc R U . . .
H58C H 0.3153 0.7435 0.7933 0.033 Uiso 1 1 calc R U . . .
C61 C 0.7734(2) 0.55549(15) 0.66838(18) 0.0127(6) Uani 1 1 d . . . . .
C62 C 0.8609(3) 0.57212(17) 0.7190(2) 0.0163(6) Uani 1 1 d . . . . .
C63 C 0.9651(3) 0.55375(18) 0.6985(2) 0.0205(7) Uani 1 1 d . . . . .
H63 H 1.0242 0.5656 0.7321 0.025 Uiso 1 1 calc R U . . .
C64 C 0.9835(3) 0.51882(18) 0.6305(2) 0.0222(7) Uani 1 1 d . . . . .
H64 H 1.0548 0.5103 0.6150 0.027 Uiso 1 1 calc R U . . .
C65 C 0.8964(3) 0.49630(17) 0.5850(2) 0.0191(7) Uani 1 1 d . . . . .
H65 H 0.9086 0.4696 0.5399 0.023 Uiso 1 1 calc R U . . .
C66 C 0.7904(3) 0.51209(16) 0.60424(19) 0.0155(6) Uani 1 1 d . . . . .
C67 C 0.8443(3) 0.60726(18) 0.7956(2) 0.0193(7) Uani 1 1 d . . . . .
H67A H 0.9126 0.6089 0.8253 0.029 Uiso 1 1 calc R U . . .
H67B H 0.7916 0.5807 0.8245 0.029 Uiso 1 1 calc R U . . .
H67C H 0.8178 0.6550 0.7869 0.029 Uiso 1 1 calc R U . . .
C68 C 0.7000(3) 0.47819(17) 0.5579(2) 0.0195(7) Uani 1 1 d . . . . .
H68A H 0.6920 0.4294 0.5744 0.029 Uiso 1 1 calc R U . . .
H68B H 0.7162 0.4794 0.5029 0.029 Uiso 1 1 calc R U . . .
H68C H 0.6331 0.5037 0.5661 0.029 Uiso 1 1 calc R U . . .
Cl1S Cl 0.5441(2) 0.59705(10) 1.03374(14) 0.1030(8) Uani 1 1 d . . . . .
Cl2S Cl 0.43353(15) 0.58577(10) 0.88482(11) 0.0758(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C21 2.033(3) . ?
Ir1 C41 2.038(3) . ?
Ir1 N2 2.055(3) . ?
Ir1 N1 2.056(3) . ?
Ir1 N4 2.179(3) . ?
Ir1 N3 2.190(3) . ?
S1 C27 1.738(3) . ?
S1 C28 1.755(3) . ?
S2 C47 1.737(3) . ?
S2 C48 1.746(3) . ?
N1 C12 1.347(4) . ?
N1 C16 1.377(4) . ?
N2 C32 1.347(4) . ?
N2 C36 1.371(4) . ?
N3 C2 1.327(4) . ?
N3 C51 1.449(4) . ?
N4 C4 1.331(4) . ?
N4 C61 1.446(4) . ?
C1 C2 1.531(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1S Cl2S 1.746(7) . ?
C1S Cl1S 1.761(7) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2 C3 1.405(5) . ?
C3 C4 1.413(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.519(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C12 C13 1.378(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(4) . ?
C15 H15 0.9500 . ?
C16 C28 1.428(5) . ?
C21 C28 1.376(4) . ?
C21 C22 1.448(4) . ?
C22 C23 1.406(4) . ?
C22 C27 1.422(4) . ?
C23 C24 1.387(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.401(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.377(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.398(5) . ?
C26 H26 0.9500 . ?
C32 C33 1.380(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.396(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.385(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.395(4) . ?
C35 H35 0.9500 . ?
C36 C48 1.431(5) . ?
C41 C48 1.379(4) . ?
C41 C42 1.451(4) . ?
C42 C43 1.414(5) . ?
C42 C47 1.418(4) . ?
C43 C44 1.377(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.409(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.373(5) . ?
C45 H45 0.9500 . ?
C46 C47 1.400(5) . ?
C46 H46 0.9500 . ?
C51 C52 1.406(5) . ?
C51 C56 1.418(5) . ?
C52 C53 1.397(5) . ?
C52 C57 1.505(5) . ?
C53 C54 1.386(6) . ?
C53 H53 0.9500 . ?
C54 C55 1.372(6) . ?
C54 H54 0.9500 . ?
C55 C56 1.399(5) . ?
C55 H55 0.9500 . ?
C56 C58 1.503(5) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C61 C66 1.408(4) . ?
C61 C62 1.412(5) . ?
C62 C63 1.402(5) . ?
C62 C67 1.507(5) . ?
C63 C64 1.380(5) . ?
C63 H63 0.9500 . ?
C64 C65 1.388(5) . ?
C64 H64 0.9500 . ?
C65 C66 1.405(5) . ?
C65 H65 0.9500 . ?
C66 C68 1.508(5) . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 Ir1 C41 83.83(12) . . ?
C21 Ir1 N2 96.86(11) . . ?
C41 Ir1 N2 79.98(12) . . ?
C21 Ir1 N1 79.75(12) . . ?
C41 Ir1 N1 98.10(12) . . ?
N2 Ir1 N1 176.30(10) . . ?
C21 Ir1 N4 93.02(11) . . ?
C41 Ir1 N4 174.43(11) . . ?
N2 Ir1 N4 95.88(10) . . ?
N1 Ir1 N4 85.81(10) . . ?
C21 Ir1 N3 175.68(11) . . ?
C41 Ir1 N3 93.11(11) . . ?
N2 Ir1 N3 85.58(10) . . ?
N1 Ir1 N3 97.71(10) . . ?
N4 Ir1 N3 90.27(10) . . ?
C27 S1 C28 90.07(15) . . ?
C47 S2 C48 89.73(15) . . ?
C12 N1 C16 119.0(3) . . ?
C12 N1 Ir1 125.2(2) . . ?
C16 N1 Ir1 115.8(2) . . ?
C32 N2 C36 118.6(3) . . ?
C32 N2 Ir1 125.5(2) . . ?
C36 N2 Ir1 115.8(2) . . ?
C2 N3 C51 118.2(3) . . ?
C2 N3 Ir1 123.1(2) . . ?
C51 N3 Ir1 116.28(19) . . ?
C4 N4 C61 118.7(3) . . ?
C4 N4 Ir1 123.6(2) . . ?
C61 N4 Ir1 116.58(19) . . ?
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 . . ?
Cl2S C1S Cl1S 111.1(4) . . ?
Cl2S C1S H1S1 109.4 . . ?
Cl1S C1S H1S1 109.4 . . ?
Cl2S C1S H1S2 109.4 . . ?
Cl1S C1S H1S2 109.4 . . ?
H1S1 C1S H1S2 108.0 . . ?
N3 C2 C3 125.8(3) . . ?
N3 C2 C1 118.9(3) . . ?
C3 C2 C1 115.3(3) . . ?
C2 C3 C4 131.9(3) . . ?
C2 C3 H3 114.0 . . ?
C4 C3 H3 114.0 . . ?
N4 C4 C3 125.0(3) . . ?
N4 C4 C5 119.1(3) . . ?
C3 C4 C5 115.9(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 C12 C13 122.9(3) . . ?
N1 C12 H12 118.5 . . ?
C13 C12 H12 118.5 . . ?
C12 C13 C14 118.6(3) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.5(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
N1 C16 C15 120.2(3) . . ?
N1 C16 C28 112.4(3) . . ?
C15 C16 C28 127.4(3) . . ?
C28 C21 C22 110.1(3) . . ?
C28 C21 Ir1 113.0(2) . . ?
C22 C21 Ir1 136.9(2) . . ?
C23 C22 C27 117.4(3) . . ?
C23 C22 C21 129.9(3) . . ?
C27 C22 C21 112.7(3) . . ?
C24 C23 C22 120.3(3) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.7(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C26 C25 C24 120.9(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 118.4(3) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C26 C27 C22 122.3(3) . . ?
C26 C27 S1 125.7(3) . . ?
C22 C27 S1 112.0(2) . . ?
C21 C28 C16 119.1(3) . . ?
C21 C28 S1 115.0(2) . . ?
C16 C28 S1 125.9(2) . . ?
N2 C32 C33 122.8(3) . . ?
N2 C32 H32 118.6 . . ?
C33 C32 H32 118.6 . . ?
C32 C33 C34 118.8(3) . . ?
C32 C33 H33 120.6 . . ?
C34 C33 H33 120.6 . . ?
C35 C34 C33 119.1(3) . . ?
C35 C34 H34 120.4 . . ?
C33 C34 H34 120.4 . . ?
C34 C35 C36 119.6(3) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
N2 C36 C35 120.9(3) . . ?
N2 C36 C48 112.4(3) . . ?
C35 C36 C48 126.6(3) . . ?
C48 C41 C42 109.4(3) . . ?
C48 C41 Ir1 112.4(2) . . ?
C42 C41 Ir1 138.1(2) . . ?
C43 C42 C47 117.2(3) . . ?
C43 C42 C41 130.1(3) . . ?
C47 C42 C41 112.7(3) . . ?
C44 C43 C42 120.4(3) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C43 C44 C45 120.9(3) . . ?
C43 C44 H44 119.5 . . ?
C45 C44 H44 119.5 . . ?
C46 C45 C44 120.4(3) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C45 C46 C47 118.8(3) . . ?
C45 C46 H46 120.6 . . ?
C47 C46 H46 120.6 . . ?
C46 C47 C42 122.2(3) . . ?
C46 C47 S2 125.4(3) . . ?
C42 C47 S2 112.4(2) . . ?
C41 C48 C36 119.3(3) . . ?
C41 C48 S2 115.7(3) . . ?
C36 C48 S2 125.0(2) . . ?
C52 C51 C56 119.4(3) . . ?
C52 C51 N3 121.1(3) . . ?
C56 C51 N3 119.4(3) . . ?
C53 C52 C51 119.6(3) . . ?
C53 C52 C57 118.9(3) . . ?
C51 C52 C57 121.5(3) . . ?
C54 C53 C52 121.0(4) . . ?
C54 C53 H53 119.5 . . ?
C52 C53 H53 119.5 . . ?
C55 C54 C53 119.0(3) . . ?
C55 C54 H54 120.5 . . ?
C53 C54 H54 120.5 . . ?
C54 C55 C56 122.5(3) . . ?
C54 C55 H55 118.8 . . ?
C56 C55 H55 118.8 . . ?
C55 C56 C51 118.1(3) . . ?
C55 C56 C58 118.0(3) . . ?
C51 C56 C58 123.9(3) . . ?
C52 C57 H57A 109.5 . . ?
C52 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C52 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C66 C61 C62 119.3(3) . . ?
C66 C61 N4 119.9(3) . . ?
C62 C61 N4 120.6(3) . . ?
C63 C62 C61 119.2(3) . . ?
C63 C62 C67 119.3(3) . . ?
C61 C62 C67 121.4(3) . . ?
C64 C63 C62 121.3(3) . . ?
C64 C63 H63 119.4 . . ?
C62 C63 H63 119.4 . . ?
C63 C64 C65 119.0(3) . . ?
C63 C64 H64 120.5 . . ?
C65 C64 H64 120.5 . . ?
C64 C65 C66 121.5(3) . . ?
C64 C65 H65 119.2 . . ?
C66 C65 H65 119.2 . . ?
C65 C66 C61 118.7(3) . . ?
C65 C66 C68 118.2(3) . . ?
C61 C66 C68 122.9(3) . . ?
C62 C67 H67A 109.5 . . ?
C62 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C62 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C66 C68 H68A 109.5 . . ?
C66 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C66 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?

_refine_diff_density_max         0.988
_refine_diff_density_min         -1.844
_refine_diff_density_rms         0.116


