# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 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_20190316ZH_zhangzhibing_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1958720'
loop_
_audit_author_name
_audit_author_address
'Dejin Zhang'
;Nanjing Univerisity
China
;
_audit_update_record             
;
2019-10-11 deposited with the CCDC.	2020-07-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H47 Cl Ir N'
_chemical_formula_weight         649.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -5.7005 5.2682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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                   10.1037(6)
_cell_length_b                   11.6662(7)
_cell_length_c                   23.6230(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.789(2)
_cell_angle_gamma                90
_cell_volume                     2758.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      53.94

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    6.882
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16260
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.286
_diffrn_reflns_theta_max         52.995
_diffrn_reflns_theta_full        52.995
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             4734
_reflns_number_gt                4440
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0507P)²+14.3398P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4734
_refine_ls_number_parameters     306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1211
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1191(8) 0.2371(8) 0.4757(3) 0.043(2) Uani 1 1 d . . . . .
H1A H 0.133514 0.309071 0.497046 0.065 Uiso 1 1 calc R U . . .
H1B H 0.023033 0.222907 0.466418 0.065 Uiso 1 1 calc R U . . .
H1C H 0.159324 0.242668 0.440282 0.065 Uiso 1 1 calc R U . . .
C2 C 0.1664(8) 0.0251(7) 0.4779(3) 0.0409(19) Uani 1 1 d . . . . .
H2A H 0.218274 0.028348 0.445799 0.061 Uiso 1 1 calc R U . . .
H2B H 0.071770 0.013626 0.463426 0.061 Uiso 1 1 calc R U . . .
H2C H 0.198284 -0.038627 0.503151 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1834(7) 0.1391(6) 0.5118(3) 0.0275(15) Uani 1 1 d . . . . .
H3 H 0.136650 0.131382 0.546269 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3307(6) 0.1599(6) 0.5318(3) 0.0233(14) Uani 1 1 d . . . . .
C5 C 0.4129(7) 0.1792(6) 0.4893(3) 0.0282(15) Uani 1 1 d . . . . .
H5 H 0.374148 0.179007 0.450299 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5481(7) 0.1984(6) 0.5025(3) 0.0283(15) Uani 1 1 d . . . . .
H6 H 0.601018 0.213347 0.472978 0.034 Uiso 1 1 calc R U . . .
C7 C 0.6063(7) 0.1959(6) 0.5587(3) 0.0253(14) Uani 1 1 d . . . . .
H7 H 0.699543 0.209315 0.567655 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5307(6) 0.1741(5) 0.6030(3) 0.0201(13) Uani 1 1 d . . . . .
C9 C 0.3921(6) 0.1579(5) 0.5883(2) 0.0159(12) Uani 1 1 d . . . . .
C10 C 0.6046(6) 0.1698(6) 0.6631(3) 0.0225(13) Uani 1 1 d . . . . .
H10 H 0.540254 0.144435 0.689191 0.027 Uiso 1 1 calc R U . . .
C11 C 0.6605(7) 0.2873(6) 0.6838(3) 0.0305(15) Uani 1 1 d . . . . .
H11A H 0.728395 0.311639 0.660331 0.046 Uiso 1 1 calc R U . . .
H11B H 0.700880 0.281636 0.723804 0.046 Uiso 1 1 calc R U . . .
H11C H 0.587899 0.343640 0.680383 0.046 Uiso 1 1 calc R U . . .
C12 C 0.7196(6) 0.0831(6) 0.6679(3) 0.0287(15) Uani 1 1 d . . . . .
H12A H 0.686753 0.009912 0.651102 0.043 Uiso 1 1 calc R U . . .
H12B H 0.754772 0.071676 0.708225 0.043 Uiso 1 1 calc R U . . .
H12C H 0.790705 0.112255 0.647412 0.043 Uiso 1 1 calc R U . . .
C13 C 0.2909(6) 0.0262(5) 0.6609(3) 0.0202(13) Uani 1 1 d . . . . .
C14 C 0.4012(7) -0.0606(6) 0.6548(3) 0.0304(15) Uani 1 1 d . . . . .
H14A H 0.411350 -0.069005 0.614330 0.046 Uiso 1 1 calc R U . . .
H14B H 0.377620 -0.134773 0.670083 0.046 Uiso 1 1 calc R U . . .
H14C H 0.485523 -0.033558 0.676032 0.046 Uiso 1 1 calc R U . . .
C15 C 0.1570(7) -0.0197(6) 0.6324(3) 0.0308(15) Uani 1 1 d . . . . .
H15A H 0.088320 0.039436 0.633137 0.046 Uiso 1 1 calc R U . . .
H15B H 0.132436 -0.087622 0.653088 0.046 Uiso 1 1 calc R U . . .
H15C H 0.164063 -0.040386 0.592748 0.046 Uiso 1 1 calc R U . . .
C16 C 0.2605(5) 0.2292(5) 0.6620(2) 0.0167(12) Uani 1 1 d . . . . .
C17 C 0.2382(6) 0.1871(5) 0.7221(3) 0.0185(12) Uani 1 1 d . . . . .
C18 C 0.2831(7) 0.0601(5) 0.7232(3) 0.0242(14) Uani 1 1 d . . . . .
H18A H 0.371406 0.051191 0.746652 0.029 Uiso 1 1 calc R U . . .
H18B H 0.217725 0.011148 0.739565 0.029 Uiso 1 1 calc R U . . .
C19 C 0.3347(6) 0.2559(6) 0.7657(3) 0.0233(14) Uani 1 1 d . . . . .
H19A H 0.425908 0.250558 0.754926 0.028 Uiso 1 1 calc R U . . .
H19B H 0.308019 0.337589 0.763414 0.028 Uiso 1 1 calc R U . . .
C20 C 0.3384(7) 0.2153(7) 0.8273(3) 0.0356(17) Uani 1 1 d . . . . .
H20A H 0.251772 0.229967 0.840150 0.053 Uiso 1 1 calc R U . . .
H20B H 0.408421 0.256818 0.851868 0.053 Uiso 1 1 calc R U . . .
H20C H 0.357522 0.132887 0.829468 0.053 Uiso 1 1 calc R U . . .
C21 C 0.0942(6) 0.1986(6) 0.7366(3) 0.0242(14) Uani 1 1 d . . . . .
H21A H 0.032193 0.167324 0.704190 0.029 Uiso 1 1 calc R U . . .
H21B H 0.085984 0.150163 0.770315 0.029 Uiso 1 1 calc R U . . .
C22 C 0.0485(7) 0.3197(7) 0.7490(3) 0.0338(17) Uani 1 1 d . . . . .
H22A H 0.094152 0.345044 0.786087 0.051 Uiso 1 1 calc R U . . .
H22B H -0.048261 0.319808 0.749690 0.051 Uiso 1 1 calc R U . . .
H22C H 0.070227 0.371857 0.719041 0.051 Uiso 1 1 calc R U . . .
C23 C 0.0827(7) 0.5389(6) 0.6223(3) 0.0284(15) Uani 1 1 d . . . . .
H23A H -0.009764 0.510383 0.623531 0.034 Uiso 1 1 d R U . . .
C24 C 0.1566(8) 0.6243(6) 0.6630(4) 0.0372(18) Uani 1 1 d . . . . .
H24A H 0.128245 0.614486 0.701204 0.045 Uiso 1 1 calc R U . . .
H24B H 0.131667 0.702811 0.649640 0.045 Uiso 1 1 calc R U . . .
C25 C 0.3077(8) 0.6118(6) 0.6683(4) 0.0330(17) Uani 1 1 d . . . . .
H25A H 0.341837 0.660935 0.639356 0.040 Uiso 1 1 calc R U . . .
H25B H 0.347821 0.639002 0.706512 0.040 Uiso 1 1 calc R U . . .
C26 C 0.3515(6) 0.4889(5) 0.6603(3) 0.0211(13) Uani 1 1 d . . . . .
H26A H 0.406313 0.459254 0.697230 0.025 Uiso 1 1 d R U . . .
C27 C 0.3732(6) 0.4432(5) 0.6067(3) 0.0218(13) Uani 1 1 d . . . . .
H27A H 0.434393 0.376200 0.600759 0.026 Uiso 1 1 d R U . . .
C28 C 0.3541(8) 0.5093(6) 0.5508(3) 0.0362(17) Uani 1 1 d . . . . .
H28A H 0.358993 0.455163 0.518840 0.043 Uiso 1 1 calc R U . . .
H28B H 0.427886 0.565150 0.550834 0.043 Uiso 1 1 calc R U . . .
C29 C 0.2209(7) 0.5731(6) 0.5408(3) 0.0343(17) Uani 1 1 d . . . . .
H29A H 0.233656 0.651740 0.556284 0.041 Uiso 1 1 calc R U . . .
H29B H 0.191759 0.579293 0.499149 0.041 Uiso 1 1 calc R U . . .
C30 C 0.1130(7) 0.5142(6) 0.5684(3) 0.0281(15) Uani 1 1 d . . . . .
H30A H 0.031201 0.475486 0.547812 0.034 Uiso 1 1 d R U . . .
Cl1 Cl -0.01580(15) 0.28061(14) 0.60239(7) 0.0263(3) Uani 1 1 d . . . . .
Ir1 Ir 0.19265(2) 0.37745(2) 0.62743(2) 0.01757(13) Uani 1 1 d . . . . .
N1 N 0.3147(5) 0.1430(4) 0.6358(2) 0.0186(11) 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
C1 C3 1.519(10) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.549(10) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.518(9) . ?
C3 H3 1.0000 . ?
C4 C9 1.394(8) . ?
C4 C5 1.407(9) . ?
C5 C6 1.378(10) . ?
C5 H5 0.9500 . ?
C6 C7 1.379(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.399(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.409(8) . ?
C8 C10 1.513(8) . ?
C9 N1 1.461(7) . ?
C10 C12 1.532(9) . ?
C10 C11 1.538(9) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N1 1.519(7) . ?
C13 C14 1.527(9) . ?
C13 C15 1.525(9) . ?
C13 C18 1.536(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 N1 1.337(8) . ?
C16 C17 1.545(8) . ?
C16 Ir1 1.995(6) . ?
C17 C19 1.544(8) . ?
C17 C21 1.545(8) . ?
C17 C18 1.549(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.527(9) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.527(10) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C30 1.380(10) . ?
C23 C24 1.510(10) . ?
C23 Ir1 2.181(6) . ?
C23 H23A 0.9962 . ?
C24 C25 1.522(11) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.519(9) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.418(9) . ?
C26 Ir1 2.129(6) . ?
C26 H26A 1.0278 . ?
C27 C28 1.519(9) . ?
C27 Ir1 2.097(6) . ?
C27 H27A 1.0180 . ?
C28 C29 1.528(10) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.510(9) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 Ir1 2.199(6) . ?
C30 H30A 1.0067 . ?
Cl1 Ir1 2.3925(15) . ?

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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 . . ?
C4 C3 C1 112.4(6) . . ?
C4 C3 C2 109.5(6) . . ?
C1 C3 C2 110.3(6) . . ?
C4 C3 H3 108.2 . . ?
C1 C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C9 C4 C5 117.3(6) . . ?
C9 C4 C3 125.9(6) . . ?
C5 C4 C3 116.8(6) . . ?
C6 C5 C4 121.8(6) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 119.7(6) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C6 C7 C8 121.3(6) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 117.8(6) . . ?
C7 C8 C10 117.2(5) . . ?
C9 C8 C10 125.0(5) . . ?
C4 C9 C8 122.1(6) . . ?
C4 C9 N1 121.4(5) . . ?
C8 C9 N1 116.5(5) . . ?
C8 C10 C12 111.4(5) . . ?
C8 C10 C11 112.5(5) . . ?
C12 C10 C11 108.8(5) . . ?
C8 C10 H10 108.0 . . ?
C12 C10 H10 108.0 . . ?
C11 C10 H10 108.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 113.7(5) . . ?
N1 C13 C15 108.7(5) . . ?
C14 C13 C15 109.9(5) . . ?
N1 C13 C18 100.1(5) . . ?
C14 C13 C18 113.2(5) . . ?
C15 C13 C18 110.8(5) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C17 107.8(5) . . ?
N1 C16 Ir1 127.0(4) . . ?
C17 C16 Ir1 124.6(4) . . ?
C16 C17 C19 106.8(5) . . ?
C16 C17 C21 115.7(5) . . ?
C19 C17 C21 109.6(5) . . ?
C16 C17 C18 104.0(5) . . ?
C19 C17 C18 109.2(5) . . ?
C21 C17 C18 111.2(5) . . ?
C13 C18 C17 106.4(5) . . ?
C13 C18 H18A 110.4 . . ?
C17 C18 H18A 110.4 . . ?
C13 C18 H18B 110.4 . . ?
C17 C18 H18B 110.4 . . ?
H18A C18 H18B 108.6 . . ?
C20 C19 C17 114.0(5) . . ?
C20 C19 H19A 108.8 . . ?
C17 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C17 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C17 116.2(5) . . ?
C22 C21 H21A 108.2 . . ?
C17 C21 H21A 108.2 . . ?
C22 C21 H21B 108.2 . . ?
C17 C21 H21B 108.2 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C30 C23 C24 125.0(7) . . ?
C30 C23 Ir1 72.3(4) . . ?
C24 C23 Ir1 109.3(4) . . ?
C30 C23 H23A 106.5 . . ?
C24 C23 H23A 125.9 . . ?
Ir1 C23 H23A 100.5 . . ?
C23 C24 C25 113.1(6) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 C24 112.7(6) . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C27 C26 C25 123.3(6) . . ?
C27 C26 Ir1 69.2(3) . . ?
C25 C26 Ir1 113.8(5) . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 110.2 . . ?
Ir1 C26 H26A 113.4 . . ?
C26 C27 C28 124.7(6) . . ?
C26 C27 Ir1 71.6(3) . . ?
C28 C27 Ir1 112.1(4) . . ?
C26 C27 H27A 125.7 . . ?
C28 C27 H27A 106.1 . . ?
Ir1 C27 H27A 108.4 . . ?
C27 C28 C29 112.8(6) . . ?
C27 C28 H28A 109.0 . . ?
C29 C28 H28A 109.0 . . ?
C27 C28 H28B 109.0 . . ?
C29 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C30 C29 C28 112.6(6) . . ?
C30 C29 H29A 109.1 . . ?
C28 C29 H29A 109.1 . . ?
C30 C29 H29B 109.1 . . ?
C28 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C23 C30 C29 124.5(7) . . ?
C23 C30 Ir1 71.0(4) . . ?
C29 C30 Ir1 112.3(4) . . ?
C23 C30 H30A 105.6 . . ?
C29 C30 H30A 126.1 . . ?
Ir1 C30 H30A 100.8 . . ?
C16 Ir1 C27 98.7(2) . . ?
C16 Ir1 C26 100.4(2) . . ?
C27 Ir1 C26 39.2(2) . . ?
C16 Ir1 C23 156.3(2) . . ?
C27 Ir1 C23 97.1(3) . . ?
C26 Ir1 C23 81.1(2) . . ?
C16 Ir1 C30 164.8(3) . . ?
C27 Ir1 C30 80.9(3) . . ?
C26 Ir1 C30 88.9(2) . . ?
C23 Ir1 C30 36.7(3) . . ?
C16 Ir1 Cl1 86.21(17) . . ?
C27 Ir1 Cl1 151.59(18) . . ?
C26 Ir1 Cl1 166.76(17) . . ?
C23 Ir1 Cl1 88.25(19) . . ?
C30 Ir1 Cl1 87.21(18) . . ?
C16 N1 C9 124.2(5) . . ?
C16 N1 C13 113.4(5) . . ?
C9 N1 C13 122.4(5) . . ?

_refine_diff_density_max         0.744
_refine_diff_density_min         -1.332
_refine_diff_density_rms         0.193

####################################################################### 
# 
# 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_20191119LI_HXB_ZDJ_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1969354'
loop_
_audit_author_name
_audit_author_address
'Dejin Zhang'
;Nanjing Univerisity
China
;
_audit_update_record             
;
2019-12-02 deposited with the CCDC.	2020-07-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H35 Cl I0 Ir N O2'
_chemical_formula_weight         597.18

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.4294(3)
_cell_length_b                   15.2306(4)
_cell_length_c                   16.4958(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.9040(10)
_cell_angle_gamma                90
_cell_volume                     2360.38(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9891
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      28.28

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    5.789
_shelx_estimated_absorpt_T_min   0.543
_shelx_estimated_absorpt_T_max   0.624
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23267
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.547
_diffrn_reflns_theta_max         28.293
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5835
_reflns_number_gt                5173
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0239P)²+1.7835P] 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         5835
_refine_ls_number_parameters     270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0490
_refine_ls_wR_factor_gt          0.0469
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_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
C1 C 0.0210(3) 0.62621(19) 0.4758(2) 0.0450(7) Uani 1 1 d . . . . .
H1A H -0.040993 0.663190 0.441593 0.068 Uiso 1 1 calc R U . . .
H1B H -0.010791 0.624796 0.529551 0.068 Uiso 1 1 calc R U . . .
H1C H 0.019694 0.567834 0.453812 0.068 Uiso 1 1 calc R U . . .
C2 C 0.2234(4) 0.6591(2) 0.39374(19) 0.0485(8) Uani 1 1 d . . . . .
H2A H 0.321817 0.675561 0.395312 0.073 Uiso 1 1 calc R U . . .
H2B H 0.167265 0.698796 0.359064 0.073 Uiso 1 1 calc R U . . .
H2C H 0.211791 0.600407 0.372909 0.073 Uiso 1 1 calc R U . . .
C3 C 0.1742(3) 0.66291(17) 0.47984(17) 0.0326(6) Uani 1 1 d . . . . .
H3 H 0.172930 0.724354 0.497403 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2762(2) 0.61174(15) 0.53885(16) 0.0254(5) Uani 1 1 d . . . . .
C5 C 0.2882(3) 0.52191(16) 0.52441(17) 0.0320(5) Uani 1 1 d . . . . .
H5 H 0.232909 0.497048 0.480948 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3787(3) 0.46890(16) 0.57218(19) 0.0355(6) Uani 1 1 d . . . . .
H6 H 0.382321 0.408851 0.562320 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4641(3) 0.50606(16) 0.63490(18) 0.0330(6) Uani 1 1 d . . . . .
H7 H 0.526580 0.470244 0.666582 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4602(2) 0.59566(15) 0.65260(16) 0.0259(5) Uani 1 1 d . . . . .
C9 C 0.3624(2) 0.64793(14) 0.60444(15) 0.0224(4) Uani 1 1 d . . . . .
C10 C 0.5677(3) 0.62941(17) 0.71909(17) 0.0320(5) Uani 1 1 d . . . . .
H10 H 0.553126 0.692656 0.725437 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5530(4) 0.5845(2) 0.80148(19) 0.0512(8) Uani 1 1 d . . . . .
H11A H 0.455665 0.587508 0.814283 0.077 Uiso 1 1 calc R U . . .
H11B H 0.612663 0.613793 0.843112 0.077 Uiso 1 1 calc R U . . .
H11C H 0.581356 0.524124 0.798462 0.077 Uiso 1 1 calc R U . . .
C12 C 0.7190(3) 0.6142(2) 0.6947(2) 0.0475(8) Uani 1 1 d . . . . .
H12A H 0.737381 0.552328 0.692470 0.071 Uiso 1 1 calc R U . . .
H12B H 0.786216 0.641066 0.734165 0.071 Uiso 1 1 calc R U . . .
H12C H 0.728197 0.639818 0.642233 0.071 Uiso 1 1 calc R U . . .
C13 C 0.2268(2) 0.76367(15) 0.68323(15) 0.0243(5) Uani 1 1 d . . . . .
C14 C 0.0845(2) 0.72056(17) 0.65888(18) 0.0326(6) Uani 1 1 d . . . . .
H14A H 0.018041 0.735587 0.697615 0.049 Uiso 1 1 calc R U . . .
H14B H 0.096318 0.657976 0.657745 0.049 Uiso 1 1 calc R U . . .
H14C H 0.049028 0.740814 0.605872 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2768(3) 0.73569(19) 0.76939(17) 0.0362(6) Uani 1 1 d . . . . .
H15A H 0.367246 0.762311 0.785204 0.054 Uiso 1 1 calc R U . . .
H15B H 0.286210 0.672955 0.771498 0.054 Uiso 1 1 calc R U . . .
H15C H 0.208578 0.754141 0.805887 0.054 Uiso 1 1 calc R U . . .
C16 C 0.2201(2) 0.86324(15) 0.67281(18) 0.0299(5) Uani 1 1 d . . . . .
H16A H 0.140733 0.879379 0.634399 0.036 Uiso 1 1 calc R U . . .
H16B H 0.207822 0.891413 0.724476 0.036 Uiso 1 1 calc R U . . .
C17 C 0.3605(2) 0.89171(14) 0.64110(15) 0.0228(4) Uani 1 1 d . . . . .
C18 C 0.4698(2) 0.92552(16) 0.70938(16) 0.0280(5) Uani 1 1 d . . . . .
H18A H 0.497356 0.876833 0.745242 0.034 Uiso 1 1 calc R U . . .
H18B H 0.554340 0.944813 0.684788 0.034 Uiso 1 1 calc R U . . .
C19 C 0.4186(3) 1.0003(2) 0.7604(2) 0.0462(8) Uani 1 1 d . . . . .
H19A H 0.394647 1.049891 0.726045 0.069 Uiso 1 1 calc R U . . .
H19B H 0.492697 1.016350 0.801223 0.069 Uiso 1 1 calc R U . . .
H19C H 0.336087 0.981751 0.786121 0.069 Uiso 1 1 calc R U . . .
C20 C 0.3411(3) 0.96277(16) 0.57467(17) 0.0337(6) Uani 1 1 d . . . . .
H20A H 0.313630 1.016953 0.599987 0.040 Uiso 1 1 calc R U . . .
H20B H 0.432578 0.972874 0.553556 0.040 Uiso 1 1 calc R U . . .
C21 C 0.2330(4) 0.9435(2) 0.5034(2) 0.0495(8) Uani 1 1 d . . . . .
H21A H 0.249049 0.885674 0.483038 0.074 Uiso 1 1 calc R U . . .
H21B H 0.242919 0.985833 0.461120 0.074 Uiso 1 1 calc R U . . .
H21C H 0.138744 0.946975 0.521024 0.074 Uiso 1 1 calc R U . . .
C22 C 0.7182(3) 0.81967(17) 0.6474(2) 0.0350(6) Uani 1 1 d . . . . .
C23 C 0.7763(3) 0.82053(17) 0.49442(19) 0.0357(6) Uani 1 1 d . . . . .
Cl1 Cl 0.48499(10) 0.80787(6) 0.41781(5) 0.0551(2) Uani 1 1 d . . . . .
Ir1 Ir 0.60630(2) 0.80939(2) 0.54747(2) 0.02671(4) Uani 1 1 d . . . . .
N1 N 0.34141(18) 0.74040(12) 0.62596(12) 0.0205(4) Uani 1 1 d . . . . .
C24 C 0.4191(2) 0.80696(14) 0.60644(14) 0.0212(4) Uani 1 1 d . . . . .
O1 O 0.7854(2) 0.82960(17) 0.70206(17) 0.0571(6) Uani 1 1 d . . . . .
O2 O 0.8776(2) 0.83014(16) 0.46419(15) 0.0519(6) 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
C1 C3 1.545(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.532(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.523(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.395(3) . ?
C4 C9 1.409(3) . ?
C5 C6 1.374(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.397(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.411(3) . ?
C8 C10 1.518(3) . ?
C9 N1 1.470(3) . ?
C10 C12 1.532(4) . ?
C10 C11 1.538(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.517(3) . ?
C13 C15 1.520(4) . ?
C13 C16 1.527(3) . ?
C13 N1 1.537(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.528(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C24 1.533(3) . ?
C17 C20 1.540(3) . ?
C17 C18 1.548(3) . ?
C18 C19 1.519(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.517(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O1 1.068(4) . ?
C22 Ir1 1.886(3) . ?
C23 O2 1.124(3) . ?
C23 Ir1 1.898(3) . ?
Cl1 Ir1 2.3378(9) . ?
Ir1 C24 2.088(2) . ?
N1 C24 1.307(3) . ?

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
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 . . ?
C4 C3 C2 110.4(2) . . ?
C4 C3 C1 112.3(2) . . ?
C2 C3 C1 107.6(2) . . ?
C4 C3 H3 108.8 . . ?
C2 C3 H3 108.8 . . ?
C1 C3 H3 108.8 . . ?
C5 C4 C9 117.7(2) . . ?
C5 C4 C3 116.7(2) . . ?
C9 C4 C3 125.6(2) . . ?
C6 C5 C4 122.3(2) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C5 C6 C7 119.0(2) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C6 C7 C8 122.3(2) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C9 117.5(2) . . ?
C7 C8 C10 117.0(2) . . ?
C9 C8 C10 125.4(2) . . ?
C8 C9 C4 121.2(2) . . ?
C8 C9 N1 120.0(2) . . ?
C4 C9 N1 118.67(19) . . ?
C8 C10 C12 109.8(2) . . ?
C8 C10 C11 112.5(2) . . ?
C12 C10 C11 108.7(2) . . ?
C8 C10 H10 108.6 . . ?
C12 C10 H10 108.6 . . ?
C11 C10 H10 108.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C15 108.9(2) . . ?
C14 C13 C16 111.91(19) . . ?
C15 C13 C16 113.0(2) . . ?
C14 C13 N1 113.0(2) . . ?
C15 C13 N1 109.38(18) . . ?
C16 C13 N1 100.62(17) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C13 106.98(18) . . ?
C17 C16 H16A 110.3 . . ?
C13 C16 H16A 110.3 . . ?
C17 C16 H16B 110.3 . . ?
C13 C16 H16B 110.3 . . ?
H16A C16 H16B 108.6 . . ?
C16 C17 C24 103.82(18) . . ?
C16 C17 C20 112.90(19) . . ?
C24 C17 C20 110.6(2) . . ?
C16 C17 C18 112.8(2) . . ?
C24 C17 C18 108.21(18) . . ?
C20 C17 C18 108.38(19) . . ?
C19 C18 C17 115.4(2) . . ?
C19 C18 H18A 108.4 . . ?
C17 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
C17 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C17 116.6(2) . . ?
C21 C20 H20A 108.2 . . ?
C17 C20 H20A 108.2 . . ?
C21 C20 H20B 108.2 . . ?
C17 C20 H20B 108.2 . . ?
H20A C20 H20B 107.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 Ir1 175.7(3) . . ?
O2 C23 Ir1 177.4(3) . . ?
C22 Ir1 C23 87.94(12) . . ?
C22 Ir1 C24 91.52(10) . . ?
C23 Ir1 C24 175.88(10) . . ?
C22 Ir1 Cl1 173.60(8) . . ?
C23 Ir1 Cl1 86.87(10) . . ?
C24 Ir1 Cl1 93.38(7) . . ?
C24 N1 C9 126.44(19) . . ?
C24 N1 C13 114.26(18) . . ?
C9 N1 C13 119.06(17) . . ?
N1 C24 C17 109.5(2) . . ?
N1 C24 Ir1 129.98(16) . . ?
C17 C24 Ir1 120.30(15) . . ?

_refine_diff_density_max         0.858
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.078


