# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

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

data_190606b
_audit_block_doi                 10.5517/ccdc.csd.cc28q8y7
_database_code_depnum_ccdc_archive 'CCDC 2106789'
loop_
_audit_author_name
_audit_author_address
'Wang Liyan'
;School of Chemistry and Chemical Engineering, Qufu Normal University
China
;
_audit_update_record             
;
2021-09-01 deposited with the CCDC.	2021-10-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H39 Cl Ir N2 O'
_chemical_formula_weight         767.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   16.4918(14)
_cell_length_b                   10.0684(8)
_cell_length_c                   21.1210(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.031(2)
_cell_angle_gamma                90.00
_cell_volume                     3315.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5343
_cell_measurement_theta_min      2.408
_cell_measurement_theta_max      24.889

_exptl_crystal_description       crystal
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      1.620
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1532
_exptl_absorpt_coefficient_mu    4.140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2362
_exptl_absorpt_correction_T_max  0.5396
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15818
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_av_sigmaI/netI    0.0905
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5814
_reflns_number_gt                3940
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0001P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5814
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0697
_refine_ls_wR_factor_gt          0.0608
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.080549(12) 0.14415(2) 0.160468(10) 0.03956(9) Uani 1 1 d . . .
Cl1 Cl 0.08098(8) -0.09609(15) 0.16892(7) 0.0586(4) Uani 1 1 d . . .
N1 N 0.1984(2) 0.1517(4) 0.23834(19) 0.0363(11) Uani 1 1 d . . .
N2 N 0.2288(3) 0.1472(5) 0.5114(2) 0.0524(13) Uani 1 1 d . . .
O1 O 0.1504(2) 0.1171(4) 0.09546(17) 0.0635(12) Uani 1 1 d . . .
C1 C 0.2725(3) 0.1689(5) 0.2302(3) 0.0403(14) Uani 1 1 d . . .
H1 H 0.3187 0.1824 0.2690 0.048 Uiso 1 1 calc R . .
C2 C 0.2915(3) 0.1695(5) 0.1694(3) 0.0379(14) Uani 1 1 d . . .
C3 C 0.2314(3) 0.1447(5) 0.1061(3) 0.0436(14) Uani 1 1 d . . .
C4 C 0.2593(4) 0.1520(5) 0.0501(3) 0.0545(16) Uani 1 1 d . . .
H4 H 0.2200 0.1417 0.0073 0.065 Uiso 1 1 calc R . .
C5 C 0.3441(5) 0.1743(6) 0.0579(3) 0.0678(19) Uani 1 1 d . . .
H5 H 0.3618 0.1736 0.0204 0.081 Uiso 1 1 calc R . .
C6 C 0.4045(4) 0.1978(6) 0.1206(3) 0.0626(18) Uani 1 1 d . . .
H6 H 0.4615 0.2154 0.1253 0.075 Uiso 1 1 calc R . .
C7 C 0.3772(3) 0.1944(5) 0.1748(3) 0.0493(15) Uani 1 1 d . . .
H7 H 0.4169 0.2090 0.2170 0.059 Uiso 1 1 calc R . .
C8 C 0.2005(3) 0.1528(5) 0.3074(2) 0.0382(13) Uani 1 1 d . . .
C9 C 0.1722(3) 0.0452(6) 0.3341(3) 0.0435(14) Uani 1 1 d . . .
H9 H 0.1469 -0.0262 0.3070 0.052 Uiso 1 1 calc R . .
C10 C 0.1815(3) 0.0431(5) 0.4012(3) 0.0469(15) Uani 1 1 d . . .
H10 H 0.1637 -0.0307 0.4196 0.056 Uiso 1 1 calc R . .
C11 C 0.2171(3) 0.1500(6) 0.4408(2) 0.0445(15) Uani 1 1 d . . .
C12 C 0.2435(3) 0.2585(6) 0.4142(2) 0.0457(15) Uani 1 1 d . . .
H12 H 0.2667 0.3310 0.4414 0.055 Uiso 1 1 calc R . .
C13 C 0.2361(3) 0.2614(6) 0.3475(3) 0.0481(16) Uani 1 1 d . . .
H13 H 0.2546 0.3351 0.3295 0.058 Uiso 1 1 calc R . .
C14 C 0.2778(4) 0.0547(7) 0.5573(3) 0.0541(17) Uani 1 1 d . . .
C15 C 0.3243(4) -0.0514(7) 0.5485(3) 0.069(2) Uani 1 1 d . . .
H15 H 0.3269 -0.0721 0.5063 0.083 Uiso 1 1 calc R . .
C16 C 0.3672(4) -0.1270(7) 0.6033(4) 0.083(2) Uani 1 1 d . . .
H16 H 0.4001 -0.1989 0.5985 0.100 Uiso 1 1 calc R . .
C17 C 0.3615(5) -0.0960(9) 0.6672(4) 0.091(3) Uani 1 1 d . . .
H17 H 0.3899 -0.1486 0.7039 0.110 Uiso 1 1 calc R . .
C18 C 0.3154(5) 0.0091(8) 0.6750(3) 0.078(2) Uani 1 1 d . . .
H18 H 0.3128 0.0291 0.7173 0.094 Uiso 1 1 calc R . .
C19 C 0.2717(4) 0.0882(7) 0.6206(3) 0.0562(17) Uani 1 1 d . . .
C20 C 0.2182(4) 0.2031(7) 0.6125(3) 0.0564(17) Uani 1 1 d . . .
C21 C 0.1899(4) 0.2805(8) 0.6562(3) 0.074(2) Uani 1 1 d . . .
H21 H 0.2068 0.2603 0.7016 0.088 Uiso 1 1 calc R . .
C22 C 0.1371(5) 0.3861(8) 0.6312(4) 0.085(2) Uani 1 1 d . . .
H22 H 0.1172 0.4369 0.6599 0.102 Uiso 1 1 calc R . .
C23 C 0.1125(4) 0.4192(7) 0.5635(4) 0.077(2) Uani 1 1 d . . .
H23 H 0.0770 0.4920 0.5478 0.093 Uiso 1 1 calc R . .
C24 C 0.1401(4) 0.3455(7) 0.5194(3) 0.0629(18) Uani 1 1 d . . .
H24 H 0.1232 0.3670 0.4741 0.076 Uiso 1 1 calc R . .
C25 C 0.1942(4) 0.2376(7) 0.5448(3) 0.0523(16) Uani 1 1 d . . .
C26 C -0.0557(3) 0.1549(5) 0.1082(3) 0.0473(16) Uani 1 1 d . . .
C27 C -0.0384(3) 0.1734(6) 0.1784(3) 0.0494(16) Uani 1 1 d . . .
C28 C 0.0124(3) 0.2906(6) 0.1982(3) 0.0514(16) Uani 1 1 d . . .
C29 C 0.0301(4) 0.3401(6) 0.1413(3) 0.0616(19) Uani 1 1 d . . .
C30 C -0.0143(4) 0.2588(6) 0.0851(3) 0.0540(17) Uani 1 1 d . . .
C31 C -0.1086(3) 0.0454(6) 0.0671(3) 0.067(2) Uani 1 1 d . . .
H31A H -0.1679 0.0594 0.0625 0.101 Uiso 1 1 calc R . .
H31B H -0.0900 -0.0382 0.0888 0.101 Uiso 1 1 calc R . .
H31C H -0.1021 0.0448 0.0236 0.101 Uiso 1 1 calc R . .
C32 C -0.0747(4) 0.0890(7) 0.2218(3) 0.084(2) Uani 1 1 d . . .
H32A H -0.1314 0.1193 0.2176 0.127 Uiso 1 1 calc R . .
H32B H -0.0386 0.0961 0.2677 0.127 Uiso 1 1 calc R . .
H32C H -0.0771 -0.0019 0.2077 0.127 Uiso 1 1 calc R . .
C33 C 0.0375(4) 0.3539(6) 0.2669(3) 0.096(3) Uani 1 1 d . . .
H33A H -0.0057 0.4167 0.2683 0.144 Uiso 1 1 calc R . .
H33B H 0.0914 0.3988 0.2759 0.144 Uiso 1 1 calc R . .
H33C H 0.0426 0.2864 0.3001 0.144 Uiso 1 1 calc R . .
C34 C 0.0812(4) 0.4639(7) 0.1392(4) 0.111(3) Uani 1 1 d . . .
H34A H 0.1157 0.4876 0.1839 0.167 Uiso 1 1 calc R . .
H34B H 0.0427 0.5355 0.1197 0.167 Uiso 1 1 calc R . .
H34C H 0.1177 0.4472 0.1127 0.167 Uiso 1 1 calc R . .
C35 C -0.0131(4) 0.2774(7) 0.0155(3) 0.090(2) Uani 1 1 d . . .
H35A H -0.0280 0.1953 -0.0087 0.135 Uiso 1 1 calc R . .
H35B H 0.0433 0.3039 0.0167 0.135 Uiso 1 1 calc R . .
H35C H -0.0537 0.3447 -0.0065 0.135 Uiso 1 1 calc R . .
C36 C 0.0296(5) 0.9436(8) 0.5131(5) 0.111(3) Uani 1 1 d . . .
H36A H 0.0056 0.8655 0.4869 0.133 Uiso 1 1 calc R . .
H36B H 0.0834 0.9632 0.5057 0.133 Uiso 1 1 calc R . .
C37 C 0.0488(6) 0.9099(11) 0.5847(5) 0.131(3) Uani 1 1 d . . .
H37A H -0.0047 0.8874 0.5919 0.158 Uiso 1 1 calc R . .
H37B H 0.0712 0.9888 0.6110 0.158 Uiso 1 1 calc R . .
C38 C 0.1109(6) 0.7986(9) 0.6113(5) 0.146(4) Uani 1 1 d . . .
H38A H 0.0815 0.7152 0.6001 0.220 Uiso 1 1 calc R . .
H38B H 0.1351 0.8063 0.6591 0.220 Uiso 1 1 calc R . .
H38C H 0.1558 0.8031 0.5917 0.220 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir O1 2.078(4) . ?
Ir N1 2.098(4) . ?
Ir C29 2.129(6) . ?
Ir C27 2.136(6) . ?
Ir C28 2.158(6) . ?
Ir C26 2.159(5) . ?
Ir C30 2.166(5) . ?
Ir Cl1 2.4252(15) . ?
N1 C1 1.300(6) . ?
N1 C8 1.447(6) . ?
N2 C25 1.385(7) . ?
N2 C14 1.397(7) . ?
N2 C11 1.439(6) . ?
O1 C3 1.310(6) . ?
C1 C2 1.418(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.402(6) . ?
C2 C7 1.403(7) . ?
C3 C4 1.404(7) . ?
C4 C5 1.373(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.358(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.373(7) . ?
C8 C13 1.391(6) . ?
C9 C10 1.373(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.373(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.363(7) . ?
C12 C13 1.374(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.363(8) . ?
C14 C19 1.414(8) . ?
C15 C16 1.373(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.418(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.343(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.430(9) . ?
C20 C25 1.398(7) . ?
C20 C21 1.398(8) . ?
C21 C22 1.368(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.393(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.378(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.397(8) . ?
C24 H24 0.9300 . ?
C26 C30 1.420(7) . ?
C26 C27 1.429(7) . ?
C26 C31 1.495(7) . ?
C27 C28 1.429(7) . ?
C27 C32 1.509(8) . ?
C28 C29 1.417(8) . ?
C28 C33 1.513(7) . ?
C29 C30 1.431(7) . ?
C29 C34 1.514(8) . ?
C30 C35 1.489(8) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.479(11) . ?
C36 C36 1.483(14) 3_576 ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.498(11) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ir N1 87.20(15) . . ?
O1 Ir C29 105.2(2) . . ?
N1 Ir C29 108.69(18) . . ?
O1 Ir C27 150.98(18) . . ?
N1 Ir C27 121.68(19) . . ?
C29 Ir C27 65.2(2) . . ?
O1 Ir C28 143.2(2) . . ?
N1 Ir C28 98.41(18) . . ?
C29 Ir C28 38.6(2) . . ?
C27 Ir C28 38.9(2) . . ?
O1 Ir C26 112.16(19) . . ?
N1 Ir C26 160.5(2) . . ?
C29 Ir C26 65.1(2) . . ?
C27 Ir C26 38.9(2) . . ?
C28 Ir C26 64.8(2) . . ?
O1 Ir C30 90.4(2) . . ?
N1 Ir C30 145.0(2) . . ?
C29 Ir C30 38.9(2) . . ?
C27 Ir C30 64.7(2) . . ?
C28 Ir C30 64.5(2) . . ?
C26 Ir C30 38.34(19) . . ?
O1 Ir Cl1 85.94(12) . . ?
N1 Ir Cl1 89.93(11) . . ?
C29 Ir Cl1 158.46(17) . . ?
C27 Ir Cl1 96.05(16) . . ?
C28 Ir Cl1 130.08(19) . . ?
C26 Ir Cl1 93.73(15) . . ?
C30 Ir Cl1 124.75(17) . . ?
C1 N1 C8 114.7(4) . . ?
C1 N1 Ir 124.8(3) . . ?
C8 N1 Ir 120.1(3) . . ?
C25 N2 C14 109.0(5) . . ?
C25 N2 C11 125.2(5) . . ?
C14 N2 C11 125.8(5) . . ?
C3 O1 Ir 127.8(3) . . ?
N1 C1 C2 128.0(5) . . ?
N1 C1 H1 116.0 . . ?
C2 C1 H1 116.0 . . ?
C3 C2 C7 119.3(5) . . ?
C3 C2 C1 124.4(5) . . ?
C7 C2 C1 116.2(5) . . ?
O1 C3 C2 124.5(5) . . ?
O1 C3 C4 117.5(5) . . ?
C2 C3 C4 118.0(5) . . ?
C5 C4 C3 120.5(6) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 121.8(6) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 117.8(6) . . ?
C7 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
C6 C7 C2 122.5(6) . . ?
C6 C7 H7 118.8 . . ?
C2 C7 H7 118.8 . . ?
C9 C8 C13 120.1(5) . . ?
C9 C8 N1 120.6(5) . . ?
C13 C8 N1 119.2(5) . . ?
C8 C9 C10 119.9(5) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C11 C10 C9 119.9(5) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.5(5) . . ?
C12 C11 N2 119.3(5) . . ?
C10 C11 N2 120.2(5) . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 119.2(5) . . ?
C12 C13 H13 120.4 . . ?
C8 C13 H13 120.4 . . ?
C15 C14 N2 130.6(6) . . ?
C15 C14 C19 122.2(6) . . ?
N2 C14 C19 107.1(6) . . ?
C14 C15 C16 118.5(7) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C15 C16 C17 120.3(7) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 120.4(7) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.8(7) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C14 117.8(7) . . ?
C18 C19 C20 134.1(6) . . ?
C14 C19 C20 108.1(5) . . ?
C25 C20 C21 119.5(7) . . ?
C25 C20 C19 106.4(6) . . ?
C21 C20 C19 134.1(6) . . ?
C22 C21 C20 119.1(7) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C21 C22 C23 121.2(7) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 121.0(7) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 118.0(6) . . ?
C23 C24 H24 121.0 . . ?
C25 C24 H24 121.0 . . ?
N2 C25 C24 129.3(6) . . ?
N2 C25 C20 109.4(6) . . ?
C24 C25 C20 121.2(6) . . ?
C30 C26 C27 107.7(5) . . ?
C30 C26 C31 126.8(6) . . ?
C27 C26 C31 125.4(6) . . ?
C30 C26 Ir 71.1(3) . . ?
C27 C26 Ir 69.7(3) . . ?
C31 C26 Ir 125.0(4) . . ?
C28 C27 C26 108.1(5) . . ?
C28 C27 C32 126.8(6) . . ?
C26 C27 C32 124.9(6) . . ?
C28 C27 Ir 71.4(3) . . ?
C26 C27 Ir 71.4(3) . . ?
C32 C27 Ir 126.8(4) . . ?
C29 C28 C27 107.8(5) . . ?
C29 C28 C33 126.7(6) . . ?
C27 C28 C33 125.4(6) . . ?
C29 C28 Ir 69.6(4) . . ?
C27 C28 Ir 69.7(3) . . ?
C33 C28 Ir 129.0(4) . . ?
C28 C29 C30 108.2(6) . . ?
C28 C29 C34 125.8(6) . . ?
C30 C29 C34 125.9(7) . . ?
C28 C29 Ir 71.8(3) . . ?
C30 C29 Ir 72.0(3) . . ?
C34 C29 Ir 125.6(4) . . ?
C26 C30 C29 108.0(5) . . ?
C26 C30 C35 126.5(6) . . ?
C29 C30 C35 125.4(6) . . ?
C26 C30 Ir 70.6(3) . . ?
C29 C30 Ir 69.1(3) . . ?
C35 C30 Ir 123.6(4) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C27 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C28 C33 H33A 109.5 . . ?
C28 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C28 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C30 C35 H35A 109.5 . . ?
C30 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C30 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C36 117.0(11) . 3_576 ?
C37 C36 H36A 108.1 . . ?
C36 C36 H36A 108.1 3_576 . ?
C37 C36 H36B 108.1 . . ?
C36 C36 H36B 108.1 3_576 . ?
H36A C36 H36B 107.3 . . ?
C36 C37 C38 116.5(8) . . ?
C36 C37 H37A 108.2 . . ?
C38 C37 H37A 108.2 . . ?
C36 C37 H37B 108.2 . . ?
C38 C37 H37B 108.2 . . ?
H37A C37 H37B 107.3 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Ir N1 C1 15.5(4) . . . . ?
C29 Ir N1 C1 -89.6(5) . . . . ?
C27 Ir N1 C1 -161.5(4) . . . . ?
C28 Ir N1 C1 -128.0(4) . . . . ?
C26 Ir N1 C1 -157.5(5) . . . . ?
C30 Ir N1 C1 -71.2(6) . . . . ?
Cl1 Ir N1 C1 101.4(4) . . . . ?
O1 Ir N1 C8 -171.7(4) . . . . ?
C29 Ir N1 C8 83.2(4) . . . . ?
C27 Ir N1 C8 11.3(4) . . . . ?
C28 Ir N1 C8 44.8(4) . . . . ?
C26 Ir N1 C8 15.3(7) . . . . ?
C30 Ir N1 C8 101.6(5) . . . . ?
Cl1 Ir N1 C8 -85.7(3) . . . . ?
N1 Ir O1 C3 -19.4(5) . . . . ?
C29 Ir O1 C3 89.2(5) . . . . ?
C27 Ir O1 C3 155.3(5) . . . . ?
C28 Ir O1 C3 80.9(5) . . . . ?
C26 Ir O1 C3 158.1(4) . . . . ?
C30 Ir O1 C3 125.6(5) . . . . ?
Cl1 Ir O1 C3 -109.6(4) . . . . ?
C8 N1 C1 C2 178.4(5) . . . . ?
Ir N1 C1 C2 -8.5(7) . . . . ?
N1 C1 C2 C3 -3.1(9) . . . . ?
N1 C1 C2 C7 178.2(5) . . . . ?
Ir O1 C3 C2 15.6(8) . . . . ?
Ir O1 C3 C4 -163.3(4) . . . . ?
C7 C2 C3 O1 178.2(5) . . . . ?
C1 C2 C3 O1 -0.5(8) . . . . ?
C7 C2 C3 C4 -2.9(7) . . . . ?
C1 C2 C3 C4 178.4(5) . . . . ?
O1 C3 C4 C5 -176.9(5) . . . . ?
C2 C3 C4 C5 4.1(8) . . . . ?
C3 C4 C5 C6 -3.7(9) . . . . ?
C4 C5 C6 C7 1.9(9) . . . . ?
C5 C6 C7 C2 -0.6(9) . . . . ?
C3 C2 C7 C6 1.2(8) . . . . ?
C1 C2 C7 C6 180.0(5) . . . . ?
C1 N1 C8 C9 -121.3(5) . . . . ?
Ir N1 C8 C9 65.2(6) . . . . ?
C1 N1 C8 C13 55.0(6) . . . . ?
Ir N1 C8 C13 -118.6(4) . . . . ?
C13 C8 C9 C10 -1.9(8) . . . . ?
N1 C8 C9 C10 174.3(5) . . . . ?
C8 C9 C10 C11 1.6(8) . . . . ?
C9 C10 C11 C12 -0.1(8) . . . . ?
C9 C10 C11 N2 -178.5(5) . . . . ?
C25 N2 C11 C12 59.8(8) . . . . ?
C14 N2 C11 C12 -119.2(6) . . . . ?
C25 N2 C11 C10 -121.7(6) . . . . ?
C14 N2 C11 C10 59.3(7) . . . . ?
C10 C11 C12 C13 -1.0(9) . . . . ?
N2 C11 C12 C13 177.4(5) . . . . ?
C11 C12 C13 C8 0.7(8) . . . . ?
C9 C8 C13 C12 0.8(8) . . . . ?
N1 C8 C13 C12 -175.5(5) . . . . ?
C25 N2 C14 C15 -179.5(7) . . . . ?
C11 N2 C14 C15 -0.3(10) . . . . ?
C25 N2 C14 C19 1.0(6) . . . . ?
C11 N2 C14 C19 -179.9(5) . . . . ?
N2 C14 C15 C16 179.8(6) . . . . ?
C19 C14 C15 C16 -0.7(10) . . . . ?
C14 C15 C16 C17 1.1(10) . . . . ?
C15 C16 C17 C18 -1.2(12) . . . . ?
C16 C17 C18 C19 0.8(12) . . . . ?
C17 C18 C19 C14 -0.3(10) . . . . ?
C17 C18 C19 C20 179.6(7) . . . . ?
C15 C14 C19 C18 0.2(9) . . . . ?
N2 C14 C19 C18 179.8(5) . . . . ?
C15 C14 C19 C20 -179.7(6) . . . . ?
N2 C14 C19 C20 -0.1(6) . . . . ?
C18 C19 C20 C25 179.3(7) . . . . ?
C14 C19 C20 C25 -0.8(7) . . . . ?
C18 C19 C20 C21 0.5(13) . . . . ?
C14 C19 C20 C21 -179.6(7) . . . . ?
C25 C20 C21 C22 1.9(10) . . . . ?
C19 C20 C21 C22 -179.4(7) . . . . ?
C20 C21 C22 C23 -1.2(11) . . . . ?
C21 C22 C23 C24 0.6(11) . . . . ?
C22 C23 C24 C25 -0.7(10) . . . . ?
C14 N2 C25 C24 -178.8(6) . . . . ?
C11 N2 C25 C24 2.1(10) . . . . ?
C14 N2 C25 C20 -1.5(6) . . . . ?
C11 N2 C25 C20 179.3(5) . . . . ?
C23 C24 C25 N2 178.4(6) . . . . ?
C23 C24 C25 C20 1.4(9) . . . . ?
C21 C20 C25 N2 -179.6(5) . . . . ?
C19 C20 C25 N2 1.4(7) . . . . ?
C21 C20 C25 C24 -2.1(9) . . . . ?
C19 C20 C25 C24 178.9(5) . . . . ?
O1 Ir C26 C30 -59.8(4) . . . . ?
N1 Ir C26 C30 112.7(6) . . . . ?
C29 Ir C26 C30 37.2(4) . . . . ?
C27 Ir C26 C30 118.0(5) . . . . ?
C28 Ir C26 C30 80.0(4) . . . . ?
Cl1 Ir C26 C30 -147.0(3) . . . . ?
O1 Ir C26 C27 -177.9(3) . . . . ?
N1 Ir C26 C27 -5.4(7) . . . . ?
C29 Ir C26 C27 -80.8(4) . . . . ?
C28 Ir C26 C27 -38.0(3) . . . . ?
C30 Ir C26 C27 -118.0(5) . . . . ?
Cl1 Ir C26 C27 95.0(3) . . . . ?
O1 Ir C26 C31 62.4(6) . . . . ?
N1 Ir C26 C31 -125.1(6) . . . . ?
C29 Ir C26 C31 159.5(6) . . . . ?
C27 Ir C26 C31 -119.7(7) . . . . ?
C28 Ir C26 C31 -157.7(6) . . . . ?
C30 Ir C26 C31 122.3(7) . . . . ?
Cl1 Ir C26 C31 -24.7(5) . . . . ?
C30 C26 C27 C28 1.1(6) . . . . ?
C31 C26 C27 C28 -178.5(5) . . . . ?
Ir C26 C27 C28 62.3(4) . . . . ?
C30 C26 C27 C32 176.3(5) . . . . ?
C31 C26 C27 C32 -3.3(9) . . . . ?
Ir C26 C27 C32 -122.4(6) . . . . ?
C30 C26 C27 Ir -61.3(4) . . . . ?
C31 C26 C27 Ir 119.2(5) . . . . ?
O1 Ir C27 C28 -113.3(5) . . . . ?
N1 Ir C27 C28 60.5(4) . . . . ?
C29 Ir C27 C28 -36.9(3) . . . . ?
C26 Ir C27 C28 -117.3(5) . . . . ?
C30 Ir C27 C28 -80.1(4) . . . . ?
Cl1 Ir C27 C28 154.2(3) . . . . ?
O1 Ir C27 C26 4.1(6) . . . . ?
N1 Ir C27 C26 177.9(3) . . . . ?
C29 Ir C27 C26 80.4(3) . . . . ?
C28 Ir C27 C26 117.3(5) . . . . ?
C30 Ir C27 C26 37.3(3) . . . . ?
Cl1 Ir C27 C26 -88.4(3) . . . . ?
O1 Ir C27 C32 124.3(5) . . . . ?
N1 Ir C27 C32 -61.9(6) . . . . ?
C29 Ir C27 C32 -159.4(6) . . . . ?
C28 Ir C27 C32 -122.5(7) . . . . ?
C26 Ir C27 C32 120.2(7) . . . . ?
C30 Ir C27 C32 157.5(6) . . . . ?
Cl1 Ir C27 C32 31.7(6) . . . . ?
C26 C27 C28 C29 -3.0(6) . . . . ?
C32 C27 C28 C29 -178.1(5) . . . . ?
Ir C27 C28 C29 59.4(4) . . . . ?
C26 C27 C28 C33 173.5(5) . . . . ?
C32 C27 C28 C33 -1.6(9) . . . . ?
Ir C27 C28 C33 -124.1(5) . . . . ?
C26 C27 C28 Ir -62.4(4) . . . . ?
C32 C27 C28 Ir 122.5(6) . . . . ?
O1 Ir C28 C29 12.9(5) . . . . ?
N1 Ir C28 C29 109.5(3) . . . . ?
C27 Ir C28 C29 -119.0(5) . . . . ?
C26 Ir C28 C29 -81.0(4) . . . . ?
C30 Ir C28 C29 -38.4(3) . . . . ?
Cl1 Ir C28 C29 -153.4(3) . . . . ?
O1 Ir C28 C27 131.9(4) . . . . ?
N1 Ir C28 C27 -131.5(3) . . . . ?
C29 Ir C28 C27 119.0(5) . . . . ?
C26 Ir C28 C27 38.0(3) . . . . ?
C30 Ir C28 C27 80.6(3) . . . . ?
Cl1 Ir C28 C27 -34.4(4) . . . . ?
O1 Ir C28 C33 -108.5(6) . . . . ?
N1 Ir C28 C33 -11.8(7) . . . . ?
C29 Ir C28 C33 -121.3(8) . . . . ?
C27 Ir C28 C33 119.7(8) . . . . ?
C26 Ir C28 C33 157.7(7) . . . . ?
C30 Ir C28 C33 -159.7(7) . . . . ?
Cl1 Ir C28 C33 85.2(6) . . . . ?
C27 C28 C29 C30 3.7(6) . . . . ?
C33 C28 C29 C30 -172.7(5) . . . . ?
Ir C28 C29 C30 63.2(4) . . . . ?
C27 C28 C29 C34 179.3(5) . . . . ?
C33 C28 C29 C34 2.9(10) . . . . ?
Ir C28 C29 C34 -121.2(6) . . . . ?
C27 C28 C29 Ir -59.5(4) . . . . ?
C33 C28 C29 Ir 124.1(6) . . . . ?
O1 Ir C29 C28 -172.1(3) . . . . ?
N1 Ir C29 C28 -79.8(4) . . . . ?
C27 Ir C29 C28 37.2(3) . . . . ?
C26 Ir C29 C28 80.2(4) . . . . ?
C30 Ir C29 C28 116.9(5) . . . . ?
Cl1 Ir C29 C28 68.7(6) . . . . ?
O1 Ir C29 C30 71.1(4) . . . . ?
N1 Ir C29 C30 163.3(4) . . . . ?
C27 Ir C29 C30 -79.7(4) . . . . ?
C28 Ir C29 C30 -116.9(5) . . . . ?
C26 Ir C29 C30 -36.7(4) . . . . ?
Cl1 Ir C29 C30 -48.2(8) . . . . ?
O1 Ir C29 C34 -50.6(6) . . . . ?
N1 Ir C29 C34 41.6(7) . . . . ?
C27 Ir C29 C34 158.6(7) . . . . ?
C28 Ir C29 C34 121.4(7) . . . . ?
C26 Ir C29 C34 -158.4(7) . . . . ?
C30 Ir C29 C34 -121.7(8) . . . . ?
Cl1 Ir C29 C34 -169.8(4) . . . . ?
C27 C26 C30 C29 1.2(6) . . . . ?
C31 C26 C30 C29 -179.3(5) . . . . ?
Ir C26 C30 C29 -59.2(4) . . . . ?
C27 C26 C30 C35 178.3(5) . . . . ?
C31 C26 C30 C35 -2.1(9) . . . . ?
Ir C26 C30 C35 118.0(6) . . . . ?
C27 C26 C30 Ir 60.4(3) . . . . ?
C31 C26 C30 Ir -120.1(5) . . . . ?
C28 C29 C30 C26 -3.0(7) . . . . ?
C34 C29 C30 C26 -178.6(6) . . . . ?
Ir C29 C30 C26 60.1(4) . . . . ?
C28 C29 C30 C35 179.8(6) . . . . ?
C34 C29 C30 C35 4.2(10) . . . . ?
Ir C29 C30 C35 -117.1(6) . . . . ?
C28 C29 C30 Ir -63.1(4) . . . . ?
C34 C29 C30 Ir 121.3(6) . . . . ?
O1 Ir C30 C26 126.8(3) . . . . ?
N1 Ir C30 C26 -147.5(3) . . . . ?
C29 Ir C30 C26 -119.1(5) . . . . ?
C27 Ir C30 C26 -37.8(3) . . . . ?
C28 Ir C30 C26 -81.0(4) . . . . ?
Cl1 Ir C30 C26 41.5(4) . . . . ?
O1 Ir C30 C29 -114.1(4) . . . . ?
N1 Ir C30 C29 -28.4(6) . . . . ?
C27 Ir C30 C29 81.3(4) . . . . ?
C28 Ir C30 C29 38.1(4) . . . . ?
C26 Ir C30 C29 119.1(5) . . . . ?
Cl1 Ir C30 C29 160.6(3) . . . . ?
O1 Ir C30 C35 5.3(5) . . . . ?
N1 Ir C30 C35 91.0(6) . . . . ?
C29 Ir C30 C35 119.4(7) . . . . ?
C27 Ir C30 C35 -159.3(6) . . . . ?
C28 Ir C30 C35 157.5(6) . . . . ?
C26 Ir C30 C35 -121.5(7) . . . . ?
Cl1 Ir C30 C35 -80.0(6) . . . . ?
C36 C36 C37 C38 -178.1(10) 3_576 . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.112
_refine_diff_density_min         -0.939
_refine_diff_density_rms         0.121
