# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

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

data_scb_010_mg1_240216_om_a
_database_code_depnum_ccdc_archive 'CCDC 1885417'
loop_
_audit_author_name
_audit_author_address
'Samantha Binding'
;Macquarie University
Australia
;
_audit_update_record             
;
2019-02-14 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;
_audit_creation_date             2019-02-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H16 Cl Ir N2 O2)'
_chemical_formula_sum            'C30 H32 Cl2 Ir2 N4 O4'
_chemical_formula_weight         967.89
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6537(15)
_cell_length_b                   12.833(2)
_cell_length_c                   15.3914(17)
_cell_angle_alpha                81.863(6)
_cell_angle_beta                 83.238(5)
_cell_angle_gamma                84.662(6)
_cell_volume                     1675.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1911
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      2.5
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.134
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue-yellow
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             920
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1359
_diffrn_reflns_av_unetI/netI     0.1332
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36616
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.030
_diffrn_reflns_theta_min         2.864
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4079
_reflns_number_total             7129
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.357
_refine_diff_density_min         -1.681
_refine_diff_density_rms         0.207
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         7129
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1147
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      0.953
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1165
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C2, O2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C9(H9), C11(H11), C19(H19), C20(H20), C24(H24), C26(H26)
3.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C21(H21A,H21B,H21C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
N1 N 0.3974(8) -0.0194(6) 0.1300(5) 0.0419(19) Uani 1 1 d . . . . .
N2 N 0.3695(8) 0.1104(6) 0.2046(5) 0.0380(18) Uani 1 1 d . . . . .
O1 O 0.9993(9) -0.0908(8) 0.2973(7) 0.117(4) Uani 1 1 d . . . . .
O2 O 0.5272(11) -0.1307(9) 0.3956(6) 0.129(4) Uani 1 1 d . U . . .
C1 C 0.8821(12) -0.0637(9) 0.2717(8) 0.071(3) Uani 1 1 d . . . . .
C2 C 0.5868(12) -0.0860(10) 0.3302(8) 0.073(4) Uani 1 1 d . U . . .
C3 C 0.4668(10) 0.0270(7) 0.1850(6) 0.040(2) Uani 1 1 d . . . . .
C4 C 0.2559(10) 0.0313(8) 0.1148(6) 0.053(3) Uani 1 1 d . . . . .
H4 H 0.185850 0.012491 0.079360 0.063 Uiso 1 1 calc R . . . .
C5 C 0.2372(10) 0.1139(8) 0.1608(7) 0.049(3) Uani 1 1 d . . . . .
H5 H 0.152090 0.163743 0.162975 0.059 Uiso 1 1 calc R . . . .
C6 C 0.4593(12) -0.1140(8) 0.0899(7) 0.066(3) Uani 1 1 d . . . . .
H6A H 0.569258 -0.125956 0.094804 0.100 Uiso 1 1 calc GR . . . .
H6B H 0.441724 -0.104050 0.028711 0.100 Uiso 1 1 calc GR . . . .
H6C H 0.407346 -0.173958 0.119887 0.100 Uiso 1 1 calc GR . . . .
C7 C 0.4035(9) 0.1876(7) 0.2586(6) 0.042(2) Uani 1 1 d . . . . .
C8 C 0.4775(10) 0.2769(7) 0.2192(6) 0.042(2) Uani 1 1 d . . . . .
C9 C 0.5171(9) 0.3458(7) 0.2731(6) 0.043(2) Uani 1 1 d . . . . .
H9 H 0.569130 0.404759 0.247975 0.051 Uiso 1 1 calc R . . . .
C10 C 0.4807(10) 0.3284(7) 0.3639(6) 0.045(2) Uani 1 1 d . . . . .
C11 C 0.4010(10) 0.2436(7) 0.4001(6) 0.046(2) Uani 1 1 d . . . . .
H11 H 0.373830 0.233908 0.460771 0.056 Uiso 1 1 calc R . . . .
C12 C 0.3572(10) 0.1688(7) 0.3489(6) 0.043(2) Uani 1 1 d . . . . .
C13 C 0.5145(11) 0.2945(8) 0.1193(6) 0.054(3) Uani 1 1 d . . . . .
H13A H 0.591861 0.240922 0.101326 0.081 Uiso 1 1 calc GR . . . .
H13B H 0.553670 0.362715 0.101609 0.081 Uiso 1 1 calc GR . . . .
H13C H 0.421341 0.290911 0.091959 0.081 Uiso 1 1 calc GR . . . .
C14 C 0.5339(11) 0.4038(8) 0.4204(7) 0.061(3) Uani 1 1 d . . . . .
H14A H 0.536054 0.369601 0.479995 0.092 Uiso 1 1 calc GR . . . .
H14B H 0.462684 0.465818 0.419695 0.092 Uiso 1 1 calc GR . . . .
H14C H 0.636571 0.423458 0.397264 0.092 Uiso 1 1 calc GR . . . .
C15 C 0.2663(12) 0.0776(8) 0.3922(7) 0.070(3) Uani 1 1 d . . . . .
H15A H 0.167551 0.103911 0.419353 0.105 Uiso 1 1 calc GR . . . .
H15B H 0.323996 0.036098 0.436266 0.105 Uiso 1 1 calc GR . . . .
H15C H 0.249304 0.034530 0.348525 0.105 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.8100(3) 0.0574(2) 0.09667(17) 0.0596(7) Uani 1 1 d . . . . .
Ir1 Ir 0.68499(4) -0.02109(3) 0.23124(2) 0.04216(14) Uani 1 1 d . . . . .
N3 N 1.0465(9) 0.6697(6) 0.1222(5) 0.051(2) Uani 1 1 d . . . . .
N4 N 1.0557(8) 0.5173(6) 0.1993(5) 0.046(2) Uani 1 1 d . . . . .
O3 O 0.3850(8) 0.6857(7) 0.2879(6) 0.101(3) Uani 1 1 d . . . . .
O4 O 0.8126(9) 0.6780(8) 0.3969(6) 0.103(3) Uani 1 1 d . . . . .
C16 C 0.5119(12) 0.6661(8) 0.2646(7) 0.062(3) Uani 1 1 d . . . . .
C17 C 0.7787(11) 0.6599(9) 0.3337(8) 0.063(3) Uani 1 1 d . . . . .
C18 C 0.9602(10) 0.6040(7) 0.1797(6) 0.042(2) Uani 1 1 d . . . . .
C19 C 1.1940(11) 0.6223(9) 0.1043(7) 0.059(3) Uani 1 1 d . . . . .
H19 H 1.274078 0.652220 0.066067 0.070 Uiso 1 1 calc R . . . .
C20 C 1.2033(11) 0.5252(9) 0.1514(7) 0.060(3) Uani 1 1 d . . . . .
H20 H 1.288215 0.475137 0.151918 0.072 Uiso 1 1 calc R . . . .
C21 C 0.9914(13) 0.7745(8) 0.0841(7) 0.073(3) Uani 1 1 d . . . . .
H21A H 0.949789 0.770316 0.029703 0.109 Uiso 1 1 calc GR . . . .
H21B H 1.076627 0.819107 0.072943 0.109 Uiso 1 1 calc GR . . . .
H21C H 0.911290 0.803571 0.124506 0.109 Uiso 1 1 calc GR . . . .
C22 C 1.0089(9) 0.4249(8) 0.2592(6) 0.042(2) Uani 1 1 d . . . . .
C23 C 0.9417(10) 0.3465(8) 0.2249(7) 0.048(3) Uani 1 1 d . . . . .
C24 C 0.8892(11) 0.2619(8) 0.2826(8) 0.057(3) Uani 1 1 d . . . . .
H24 H 0.841926 0.210042 0.260992 0.068 Uiso 1 1 calc R . . . .
C25 C 0.9050(11) 0.2522(8) 0.3719(9) 0.060(3) Uani 1 1 d . . . . .
C26 C 0.9782(11) 0.3279(9) 0.4021(7) 0.058(3) Uani 1 1 d . . . . .
H26 H 0.991633 0.320556 0.461840 0.069 Uiso 1 1 calc R . . . .
C27 C 1.0335(10) 0.4155(7) 0.3474(7) 0.044(2) Uani 1 1 d . . . . .
C28 C 0.9232(12) 0.3547(8) 0.1290(8) 0.069(3) Uani 1 1 d . . . . .
H28A H 0.853776 0.415186 0.112531 0.103 Uiso 1 1 calc GR . . . .
H28B H 0.880917 0.292094 0.117419 0.103 Uiso 1 1 calc GR . . . .
H28C H 1.023152 0.362058 0.095240 0.103 Uiso 1 1 calc GR . . . .
C29 C 0.8388(12) 0.1604(8) 0.4378(8) 0.082(4) Uani 1 1 d . . . . .
H29A H 0.738046 0.147540 0.423150 0.123 Uiso 1 1 calc GR . . . .
H29B H 0.829108 0.178903 0.496574 0.123 Uiso 1 1 calc GR . . . .
H29C H 0.908138 0.097875 0.434475 0.123 Uiso 1 1 calc GR . . . .
C30 C 1.1213(11) 0.4966(8) 0.3817(7) 0.062(3) Uani 1 1 d . . . . .
H30A H 1.225926 0.496337 0.352950 0.093 Uiso 1 1 calc GR . . . .
H30B H 1.124160 0.478846 0.444274 0.093 Uiso 1 1 calc GR . . . .
H30C H 1.068907 0.565516 0.369527 0.093 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.6583(3) 0.6078(2) 0.0881(2) 0.0751(8) Uani 1 1 d . . . . .
Ir2 Ir 0.72595(4) 0.63528(3) 0.22672(2) 0.04433(14) 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
N1 C3 1.328(10) . ?
N1 C4 1.361(10) . ?
N1 C6 1.468(11) . ?
N2 C3 1.345(10) . ?
N2 C5 1.389(10) . ?
N2 C7 1.451(11) . ?
O1 C1 1.139(11) . ?
O2 C2 1.174(12) . ?
C1 Ir1 1.890(11) . ?
C2 Ir1 1.789(12) . ?
C3 Ir1 2.104(8) . ?
C4 C5 1.344(12) . ?
C7 C8 1.393(12) . ?
C7 C12 1.393(12) . ?
C8 C9 1.385(12) . ?
C8 C13 1.523(12) . ?
C9 C10 1.386(12) . ?
C10 C11 1.359(12) . ?
C10 C14 1.524(12) . ?
C11 C12 1.428(12) . ?
C12 C15 1.503(12) . ?
Cl1 Ir1 2.358(2) . ?
N3 C18 1.341(10) . ?
N3 C19 1.376(11) . ?
N3 C21 1.451(11) . ?
N4 C18 1.344(10) . ?
N4 C20 1.403(11) . ?
N4 C22 1.453(11) . ?
O3 C16 1.131(10) . ?
O4 C17 1.109(12) . ?
C16 Ir2 1.898(10) . ?
C17 Ir2 1.836(13) . ?
C18 Ir2 2.093(9) . ?
C19 C20 1.349(13) . ?
C22 C23 1.400(13) . ?
C22 C27 1.385(12) . ?
C23 C24 1.378(13) . ?
C23 C28 1.492(13) . ?
C24 C25 1.385(14) . ?
C25 C26 1.370(14) . ?
C25 C29 1.547(13) . ?
C26 C27 1.392(13) . ?
C27 C30 1.528(13) . ?
Cl2 Ir2 2.359(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 N1 C4 111.3(8) . . ?
C3 N1 C6 126.2(8) . . ?
C4 N1 C6 122.5(8) . . ?
C3 N2 C5 109.3(7) . . ?
C3 N2 C7 124.7(7) . . ?
C5 N2 C7 125.9(7) . . ?
O1 C1 Ir1 178.5(12) . . ?
O2 C2 Ir1 177.6(10) . . ?
N1 C3 N2 106.0(7) . . ?
N1 C3 Ir1 126.6(7) . . ?
N2 C3 Ir1 127.5(6) . . ?
C5 C4 N1 106.7(8) . . ?
C4 C5 N2 106.7(8) . . ?
C8 C7 N2 119.7(8) . . ?
C8 C7 C12 122.9(9) . . ?
C12 C7 N2 117.4(9) . . ?
C7 C8 C13 119.2(9) . . ?
C9 C8 C7 118.4(8) . . ?
C9 C8 C13 122.4(9) . . ?
C8 C9 C10 121.2(9) . . ?
C9 C10 C14 119.0(9) . . ?
C11 C10 C9 119.1(9) . . ?
C11 C10 C14 121.9(9) . . ?
C10 C11 C12 122.8(9) . . ?
C7 C12 C11 115.4(8) . . ?
C7 C12 C15 124.0(9) . . ?
C11 C12 C15 120.6(9) . . ?
C1 Ir1 C3 179.4(4) . . ?
C1 Ir1 Cl1 89.7(4) . . ?
C2 Ir1 C1 91.4(5) . . ?
C2 Ir1 C3 89.2(4) . . ?
C2 Ir1 Cl1 176.9(4) . . ?
C3 Ir1 Cl1 89.7(2) . . ?
C18 N3 C19 109.9(8) . . ?
C18 N3 C21 124.8(8) . . ?
C19 N3 C21 125.3(9) . . ?
C18 N4 C20 111.4(8) . . ?
C18 N4 C22 124.1(7) . . ?
C20 N4 C22 124.4(8) . . ?
O3 C16 Ir2 178.9(11) . . ?
O4 C17 Ir2 177.6(12) . . ?
N3 C18 N4 105.6(8) . . ?
N3 C18 Ir2 125.6(7) . . ?
N4 C18 Ir2 128.8(6) . . ?
C20 C19 N3 108.9(9) . . ?
C19 C20 N4 104.1(9) . . ?
C23 C22 N4 118.2(9) . . ?
C27 C22 N4 119.9(9) . . ?
C27 C22 C23 121.8(9) . . ?
C22 C23 C28 121.4(9) . . ?
C24 C23 C22 118.2(10) . . ?
C24 C23 C28 120.3(10) . . ?
C23 C24 C25 121.6(10) . . ?
C24 C25 C29 121.9(11) . . ?
C26 C25 C24 118.4(10) . . ?
C26 C25 C29 119.7(12) . . ?
C25 C26 C27 122.9(10) . . ?
C22 C27 C26 117.0(9) . . ?
C22 C27 C30 121.0(9) . . ?
C26 C27 C30 122.0(9) . . ?
C16 Ir2 C18 177.6(4) . . ?
C16 Ir2 Cl2 89.8(3) . . ?
C17 Ir2 C16 90.1(5) . . ?
C17 Ir2 C18 91.8(4) . . ?
C17 Ir2 Cl2 178.7(4) . . ?
C18 Ir2 Cl2 88.2(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mbp_cs_16_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1885418'
loop_
_audit_author_name
_audit_author_address
'Matthew B. Peterson'
;University of New South Wales
Australia
;
_audit_update_record             
;
2018-12-17 deposited with the CCDC.	2019-02-27 downloaded from the CCDC.
;
_audit_creation_date             2016-08-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H22 Cl Ir N2'
_chemical_formula_sum            'C18 H22 Cl Ir N2'
_chemical_formula_weight         494.02
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9491(3)
_cell_length_b                   13.1008(4)
_cell_length_c                   13.1664(4)
_cell_angle_alpha                86.1730(10)
_cell_angle_beta                 69.3320(10)
_cell_angle_gamma                76.0420(10)
_cell_volume                     1714.54(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    171(2)
_cell_measurement_theta_max      27.067
_cell_measurement_theta_min      2.877
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.941
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1530 before and 0.0369 after correction.
The Ratio of minimum to maximum transmission is 0.6569.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             952
_exptl_crystal_preparation       
'Crystal grown from a saturated solution of Ir(I) complex in dichloromethane and layered with pentane.'

_exptl_crystal_recrystallization_method 'Room temperature, in air.'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27293
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.110
_diffrn_reflns_theta_min         3.205
_diffrn_ambient_temperature      171.34
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec I\mS microfocus X-ray source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6783
_reflns_number_total             7486
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
Note - a number reflections missing below theta(min) due to beamstop 
position (as per CheckCif Alert Level B).

 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'APEX3 (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         7486
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0167
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0144P)²+1.6358P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0379
_refine_ls_wR_factor_ref         0.0392
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C006(H006), C00E(H00E), C00F(H00H), C00H(H00J), C00I(H00I), C00Q(H00Q),
 C00R(H00V), C00Y(H00Y)
2.b Secondary CH2 refined with riding coordinates:
 C00M(H00O,H00P), C00V(H00D,H00F), C012(H01G,H01H), C013(H01A,H01B), C014(H01I,
 H01J), C016(H01N,H01O), C017(H01C,H01D), C018(H01E,H01F)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00G), C00J(H00K), C00K(H00L), C00L(H00M), C00N(H00N), C00O(H00R),
 C00P(H00T), C00S(H00S), C00T(H00X), C00U(H00U), C00W(H00W), C00Z(H00Z),
 C010(H010), C011(H011)
2.d Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00C), C015(H01K,H01L,H01M)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ir01 Ir 0.34470(2) 0.38567(2) 0.80641(2) 0.01390(3) Uani 1 1 d . . . . .
Ir02 Ir 0.75675(2) 0.79797(2) 0.59538(2) 0.01516(3) Uani 1 1 d . . . . .
Cl03 Cl 0.34615(7) 0.56659(5) 0.77427(6) 0.02222(14) Uani 1 1 d . . . . .
Cl04 Cl 0.90021(7) 0.75622(6) 0.41242(6) 0.02612(15) Uani 1 1 d . . . . .
N005 N 0.8974(2) 0.58067(18) 0.64302(19) 0.0208(5) Uani 1 1 d . . . . .
C006 C 0.6686(3) 0.8708(2) 0.7498(2) 0.0218(6) Uani 1 1 d . . . . .
H006 H 0.7253 0.8519 0.7966 0.026 Uiso 1 1 calc R . . . .
C007 C 0.5181(3) 0.3470(2) 0.6776(2) 0.0165(5) Uani 1 1 d . . . . .
N008 N 0.5341(2) 0.34685(18) 0.57073(17) 0.0187(5) Uani 1 1 d . . . . .
C009 C 1.0176(3) 0.7921(2) 0.6966(2) 0.0181(5) Uani 1 1 d . . . . .
N00A N 0.6457(2) 0.31433(18) 0.67880(17) 0.0177(5) Uani 1 1 d . . . . .
N00B N 0.9888(2) 0.69499(17) 0.67859(18) 0.0166(5) Uani 1 1 d . . . . .
C00C C 1.0035(3) 0.8764(2) 0.6292(2) 0.0211(6) Uani 1 1 d . . . . .
H00G H 0.9750 0.8705 0.5700 0.025 Uiso 1 1 calc R . . . .
C00D C 0.8881(3) 0.6856(2) 0.6427(2) 0.0183(6) Uani 1 1 d . . . . .
C00E C 0.3010(3) 0.2381(2) 0.8044(2) 0.0239(6) Uani 1 1 d . . . . .
H00E H 0.3467 0.1999 0.7328 0.029 Uiso 1 1 calc R . . . .
C00F C 0.6011(3) 0.7923(2) 0.7437(2) 0.0222(6) Uani 1 1 d . . . . .
H00H H 0.6194 0.7284 0.7868 0.027 Uiso 1 1 calc R . . . .
C00G C 0.4239(3) 0.3803(2) 0.5285(2) 0.0250(6) Uani 1 1 d . . . . .
H00A H 0.3799 0.3223 0.5336 0.037 Uiso 1 1 calc GR . . . .
H00B H 0.4594 0.4000 0.4525 0.037 Uiso 1 1 calc GR . . . .
H00C H 0.3586 0.4409 0.5713 0.037 Uiso 1 1 calc GR . . . .
C00H C 0.6701(3) 0.9520(2) 0.5480(2) 0.0212(6) Uani 1 1 d . . . . .
H00J H 0.7218 0.9716 0.4732 0.025 Uiso 1 1 calc R . . . .
C00I C 0.3853(3) 0.2334(2) 0.8655(2) 0.0244(6) Uani 1 1 d . . . . .
H00I H 0.4794 0.1924 0.8287 0.029 Uiso 1 1 calc R . . . .
C00J C 1.0757(3) 0.9776(3) 0.7332(3) 0.0312(7) Uani 1 1 d . . . . .
H00K H 1.0951 1.0414 0.7461 0.037 Uiso 1 1 calc R . . . .
C00K C 1.0629(3) 0.7991(2) 0.7814(2) 0.0239(6) Uani 1 1 d . . . . .
H00L H 1.0741 0.7407 0.8268 0.029 Uiso 1 1 calc R . . . .
C00L C 1.0012(3) 0.5258(2) 0.6767(2) 0.0252(6) Uani 1 1 d . . . . .
H00M H 1.0271 0.4517 0.6828 0.030 Uiso 1 1 calc R . . . .
C00M C 0.6066(3) 0.9875(2) 0.7494(2) 0.0287(7) Uani 1 1 d . . . . .
H00O H 0.6359 1.0255 0.7957 0.034 Uiso 1 1 calc R . . . .
H00P H 0.5076 0.9994 0.7810 0.034 Uiso 1 1 calc R . . . .
C00N C 0.6206(3) 0.3820(2) 0.8549(2) 0.0231(6) Uani 1 1 d . . . . .
H00N H 0.5630 0.4450 0.8433 0.028 Uiso 1 1 calc R . . . .
C00O C 1.0313(3) 0.9695(2) 0.6486(3) 0.0261(6) Uani 1 1 d . . . . .
H00R H 1.0198 1.0281 0.6035 0.031 Uiso 1 1 calc R . . . .
C00P C 1.0916(3) 0.8927(3) 0.7989(3) 0.0326(7) Uani 1 1 d . . . . .
H00T H 1.1226 0.8982 0.8568 0.039 Uiso 1 1 calc R . . . .
C00Q C 0.1346(3) 0.4240(2) 0.9118(2) 0.0211(6) Uani 1 1 d . . . . .
H00Q H 0.0850 0.4971 0.9037 0.025 Uiso 1 1 calc R . . . .
C00R C 0.5865(3) 0.8873(2) 0.5503(2) 0.0221(6) Uani 1 1 d . . . . .
H00V H 0.5892 0.8682 0.4771 0.026 Uiso 1 1 calc R . . . .
C00S C 0.7939(3) 0.2002(3) 0.8860(3) 0.0338(8) Uani 1 1 d . . . . .
H00S H 0.8543 0.1384 0.8964 0.041 Uiso 1 1 calc R . . . .
C00T C 1.0576(3) 0.5969(2) 0.6989(2) 0.0233(6) Uani 1 1 d . . . . .
H00X H 1.1313 0.5829 0.7240 0.028 Uiso 1 1 calc R . . . .
C00U C 0.7330(3) 0.2776(3) 0.9669(3) 0.0323(7) Uani 1 1 d . . . . .
H00U H 0.7505 0.2682 1.0331 0.039 Uiso 1 1 calc R . . . .
C00V C 0.3394(4) 0.2304(3) 0.9876(3) 0.0424(9) Uani 1 1 d . . . . .
H00D H 0.3000 0.1687 1.0118 0.051 Uiso 1 1 calc R . . . .
H00F H 0.4190 0.2201 1.0098 0.051 Uiso 1 1 calc R . . . .
C00W C 0.6474(3) 0.3679(3) 0.9512(2) 0.0298(7) Uani 1 1 d . . . . .
H00W H 0.6063 0.4211 1.0065 0.036 Uiso 1 1 calc R . . . .
C00X C 0.6794(3) 0.3025(2) 0.7759(2) 0.0181(6) Uani 1 1 d . . . . .
C00Y C 0.2151(3) 0.4178(3) 0.9745(2) 0.0263(7) Uani 1 1 d . . . . .
H00Y H 0.2124 0.4869 1.0043 0.032 Uiso 1 1 calc R . . . .
C00Z C 0.7670(3) 0.2126(2) 0.7904(2) 0.0259(6) Uani 1 1 d . . . . .
H00Z H 0.8086 0.1595 0.7351 0.031 Uiso 1 1 calc R . . . .
C010 C 0.6682(3) 0.3134(2) 0.5068(2) 0.0226(6) Uani 1 1 d . . . . .
H010 H 0.7036 0.3065 0.4299 0.027 Uiso 1 1 calc R . . . .
C011 C 0.7383(3) 0.2925(2) 0.5740(2) 0.0214(6) Uani 1 1 d . . . . .
H011 H 0.8328 0.2677 0.5541 0.026 Uiso 1 1 calc R . . . .
C012 C 0.6458(3) 1.0322(2) 0.6349(3) 0.0283(7) Uani 1 1 d . . . . .
H01G H 0.5733 1.0930 0.6317 0.034 Uiso 1 1 calc R . . . .
H01H H 0.7282 1.0579 0.6198 0.034 Uiso 1 1 calc R . . . .
C013 C 0.1531(3) 0.2381(3) 0.8558(3) 0.0408(9) Uani 1 1 d . . . . .
H01A H 0.1225 0.2179 0.7994 0.049 Uiso 1 1 calc R . . . .
H01B H 0.1430 0.1836 0.9120 0.049 Uiso 1 1 calc R . . . .
C014 C 0.4643(3) 0.8162(3) 0.7335(3) 0.0311(7) Uani 1 1 d . . . . .
H01I H 0.3963 0.8481 0.8026 0.037 Uiso 1 1 calc R . . . .
H01J H 0.4438 0.7495 0.7211 0.037 Uiso 1 1 calc R . . . .
C015 C 0.8106(3) 0.5305(2) 0.6116(3) 0.0299(7) Uani 1 1 d . . . . .
H01K H 0.7205 0.5460 0.6668 0.045 Uiso 1 1 calc GR . . . .
H01L H 0.8473 0.4542 0.6052 0.045 Uiso 1 1 calc GR . . . .
H01M H 0.8057 0.5575 0.5415 0.045 Uiso 1 1 calc GR . . . .
C016 C 0.4531(3) 0.8912(3) 0.6406(3) 0.0295(7) Uani 1 1 d . . . . .
H01N H 0.3903 0.8729 0.6100 0.035 Uiso 1 1 calc R . . . .
H01O H 0.4147 0.9640 0.6704 0.035 Uiso 1 1 calc R . . . .
C017 C 0.0641(3) 0.3397(3) 0.9062(3) 0.0468(10) Uani 1 1 d . . . . .
H01C H 0.0075 0.3264 0.9809 0.056 Uiso 1 1 calc R . . . .
H01D H 0.0035 0.3670 0.8648 0.056 Uiso 1 1 calc R . . . .
C018 C 0.2408(4) 0.3245(4) 1.0443(3) 0.0625(14) Uani 1 1 d . . . . .
H01E H 0.2713 0.3469 1.0998 0.075 Uiso 1 1 calc R . . . .
H01F H 0.1545 0.3047 1.0831 0.075 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
Ir01 Cl03 2.3826(7) . ?
Ir01 C007 2.028(3) . ?
Ir01 C00E 2.104(3) . ?
Ir01 C00I 2.095(3) . ?
Ir01 C00Q 2.180(3) . ?
Ir01 C00Y 2.170(3) . ?
Ir02 Cl04 2.3791(7) . ?
Ir02 C006 2.099(3) . ?
Ir02 C00D 2.029(3) . ?
Ir02 C00F 2.101(3) . ?
Ir02 C00H 2.165(3) . ?
Ir02 C00R 2.198(3) . ?
N005 C00D 1.353(3) . ?
N005 C00L 1.387(4) . ?
N005 C015 1.456(4) . ?
C006 H006 1.0000 . ?
C006 C00F 1.425(4) . ?
C006 C00M 1.516(4) . ?
C007 N008 1.356(3) . ?
C007 N00A 1.365(3) . ?
N008 C00G 1.464(3) . ?
N008 C010 1.387(3) . ?
C009 N00B 1.436(3) . ?
C009 C00C 1.384(4) . ?
C009 C00K 1.388(4) . ?
N00A C00X 1.440(3) . ?
N00A C011 1.392(3) . ?
N00B C00D 1.376(3) . ?
N00B C00T 1.386(3) . ?
C00C H00G 0.9500 . ?
C00C C00O 1.386(4) . ?
C00E H00E 1.0000 . ?
C00E C00I 1.411(4) . ?
C00E C013 1.519(4) . ?
C00F H00H 1.0000 . ?
C00F C014 1.507(4) . ?
C00G H00A 0.9800 . ?
C00G H00B 0.9800 . ?
C00G H00C 0.9800 . ?
C00H H00J 1.0000 . ?
C00H C00R 1.381(4) . ?
C00H C012 1.514(4) . ?
C00I H00I 1.0000 . ?
C00I C00V 1.507(4) . ?
C00J H00K 0.9500 . ?
C00J C00O 1.383(4) . ?
C00J C00P 1.378(5) . ?
C00K H00L 0.9500 . ?
C00K C00P 1.390(4) . ?
C00L H00M 0.9500 . ?
C00L C00T 1.333(4) . ?
C00M H00O 0.9900 . ?
C00M H00P 0.9900 . ?
C00M C012 1.531(4) . ?
C00N H00N 0.9500 . ?
C00N C00W 1.390(4) . ?
C00N C00X 1.389(4) . ?
C00O H00R 0.9500 . ?
C00P H00T 0.9500 . ?
C00Q H00Q 1.0000 . ?
C00Q C00Y 1.390(4) . ?
C00Q C017 1.511(4) . ?
C00R H00V 1.0000 . ?
C00R C016 1.516(4) . ?
C00S H00S 0.9500 . ?
C00S C00U 1.387(4) . ?
C00S C00Z 1.381(4) . ?
C00T H00X 0.9500 . ?
C00U H00U 0.9500 . ?
C00U C00W 1.375(5) . ?
C00V H00D 0.9900 . ?
C00V H00F 0.9900 . ?
C00V C018 1.467(5) . ?
C00W H00W 0.9500 . ?
C00X C00Z 1.378(4) . ?
C00Y H00Y 1.0000 . ?
C00Y C018 1.512(5) . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C010 C011 1.339(4) . ?
C011 H011 0.9500 . ?
C012 H01G 0.9900 . ?
C012 H01H 0.9900 . ?
C013 H01A 0.9900 . ?
C013 H01B 0.9900 . ?
C013 C017 1.482(5) . ?
C014 H01I 0.9900 . ?
C014 H01J 0.9900 . ?
C014 C016 1.536(4) . ?
C015 H01K 0.9800 . ?
C015 H01L 0.9800 . ?
C015 H01M 0.9800 . ?
C016 H01N 0.9900 . ?
C016 H01O 0.9900 . ?
C017 H01C 0.9900 . ?
C017 H01D 0.9900 . ?
C018 H01E 0.9900 . ?
C018 H01F 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C007 Ir01 Cl03 89.02(8) . . ?
C007 Ir01 C00E 92.99(11) . . ?
C007 Ir01 C00I 89.68(11) . . ?
C007 Ir01 C00Q 164.51(11) . . ?
C007 Ir01 C00Y 158.12(11) . . ?
C00E Ir01 Cl03 160.88(8) . . ?
C00E Ir01 C00Q 81.01(11) . . ?
C00E Ir01 C00Y 92.84(12) . . ?
C00I Ir01 Cl03 159.83(8) . . ?
C00I Ir01 C00E 39.28(11) . . ?
C00I Ir01 C00Q 94.46(11) . . ?
C00I Ir01 C00Y 81.61(12) . . ?
C00Q Ir01 Cl03 92.11(8) . . ?
C00Y Ir01 Cl03 92.31(9) . . ?
C00Y Ir01 C00Q 37.27(10) . . ?
C006 Ir02 Cl04 161.19(8) . . ?
C006 Ir02 C00F 39.66(11) . . ?
C006 Ir02 C00H 81.78(11) . . ?
C006 Ir02 C00R 90.11(11) . . ?
C00D Ir02 Cl04 88.19(8) . . ?
C00D Ir02 C006 92.57(11) . . ?
C00D Ir02 C00F 91.68(11) . . ?
C00D Ir02 C00H 157.86(11) . . ?
C00D Ir02 C00R 165.19(11) . . ?
C00F Ir02 Cl04 159.15(8) . . ?
C00F Ir02 C00H 97.25(11) . . ?
C00F Ir02 C00R 81.15(11) . . ?
C00H Ir02 Cl04 90.48(8) . . ?
C00H Ir02 C00R 36.90(11) . . ?
C00R Ir02 Cl04 93.93(8) . . ?
C00D N005 C00L 111.5(2) . . ?
C00D N005 C015 124.8(2) . . ?
C00L N005 C015 123.7(2) . . ?
Ir02 C006 H006 114.2 . . ?
C00F C006 Ir02 70.26(15) . . ?
C00F C006 H006 114.2 . . ?
C00F C006 C00M 122.4(3) . . ?
C00M C006 Ir02 114.32(19) . . ?
C00M C006 H006 114.2 . . ?
N008 C007 Ir01 128.11(19) . . ?
N008 C007 N00A 104.0(2) . . ?
N00A C007 Ir01 127.88(19) . . ?
C007 N008 C00G 124.1(2) . . ?
C007 N008 C010 111.3(2) . . ?
C010 N008 C00G 124.6(2) . . ?
C00C C009 N00B 120.6(2) . . ?
C00C C009 C00K 120.6(3) . . ?
C00K C009 N00B 118.7(3) . . ?
C007 N00A C00X 124.3(2) . . ?
C007 N00A C011 111.0(2) . . ?
C011 N00A C00X 124.7(2) . . ?
C00D N00B C009 125.6(2) . . ?
C00D N00B C00T 110.6(2) . . ?
C00T N00B C009 123.7(2) . . ?
C009 C00C H00G 120.2 . . ?
C009 C00C C00O 119.5(3) . . ?
C00O C00C H00G 120.2 . . ?
N005 C00D Ir02 126.3(2) . . ?
N005 C00D N00B 103.8(2) . . ?
N00B C00D Ir02 129.9(2) . . ?
Ir01 C00E H00E 114.0 . . ?
C00I C00E Ir01 70.02(16) . . ?
C00I C00E H00E 114.0 . . ?
C00I C00E C013 123.1(3) . . ?
C013 C00E Ir01 114.5(2) . . ?
C013 C00E H00E 114.0 . . ?
Ir02 C00F H00H 114.0 . . ?
C006 C00F Ir02 70.08(15) . . ?
C006 C00F H00H 114.0 . . ?
C006 C00F C014 123.9(3) . . ?
C014 C00F Ir02 113.34(19) . . ?
C014 C00F H00H 114.0 . . ?
N008 C00G H00A 109.5 . . ?
N008 C00G H00B 109.5 . . ?
N008 C00G H00C 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00C 109.5 . . ?
H00B C00G H00C 109.5 . . ?
Ir02 C00H H00J 113.8 . . ?
C00R C00H Ir02 72.84(16) . . ?
C00R C00H H00J 113.8 . . ?
C00R C00H C012 125.9(3) . . ?
C012 C00H Ir02 109.13(18) . . ?
C012 C00H H00J 113.8 . . ?
Ir01 C00I H00I 113.7 . . ?
C00E C00I Ir01 70.70(17) . . ?
C00E C00I H00I 113.7 . . ?
C00E C00I C00V 124.4(3) . . ?
C00V C00I Ir01 113.1(2) . . ?
C00V C00I H00I 113.7 . . ?
C00O C00J H00K 120.1 . . ?
C00P C00J H00K 120.1 . . ?
C00P C00J C00O 119.7(3) . . ?
C009 C00K H00L 120.5 . . ?
C009 C00K C00P 119.0(3) . . ?
C00P C00K H00L 120.5 . . ?
N005 C00L H00M 126.5 . . ?
C00T C00L N005 106.9(2) . . ?
C00T C00L H00M 126.5 . . ?
C006 C00M H00O 109.1 . . ?
C006 C00M H00P 109.1 . . ?
C006 C00M C012 112.3(2) . . ?
H00O C00M H00P 107.9 . . ?
C012 C00M H00O 109.1 . . ?
C012 C00M H00P 109.1 . . ?
C00W C00N H00N 120.5 . . ?
C00X C00N H00N 120.5 . . ?
C00X C00N C00W 119.0(3) . . ?
C00C C00O H00R 119.8 . . ?
C00J C00O C00C 120.3(3) . . ?
C00J C00O H00R 119.8 . . ?
C00J C00P C00K 120.7(3) . . ?
C00J C00P H00T 119.6 . . ?
C00K C00P H00T 119.6 . . ?
Ir01 C00Q H00Q 114.1 . . ?
C00Y C00Q Ir01 70.98(15) . . ?
C00Y C00Q H00Q 114.1 . . ?
C00Y C00Q C017 124.2(3) . . ?
C017 C00Q Ir01 111.67(19) . . ?
C017 C00Q H00Q 114.1 . . ?
Ir02 C00R H00V 114.4 . . ?
C00H C00R Ir02 70.26(15) . . ?
C00H C00R H00V 114.4 . . ?
C00H C00R C016 123.3(3) . . ?
C016 C00R Ir02 112.14(19) . . ?
C016 C00R H00V 114.4 . . ?
C00U C00S H00S 119.9 . . ?
C00Z C00S H00S 119.9 . . ?
C00Z C00S C00U 120.3(3) . . ?
N00B C00T H00X 126.4 . . ?
C00L C00T N00B 107.2(2) . . ?
C00L C00T H00X 126.4 . . ?
C00S C00U H00U 120.0 . . ?
C00W C00U C00S 119.9(3) . . ?
C00W C00U H00U 120.0 . . ?
C00I C00V H00D 108.5 . . ?
C00I C00V H00F 108.5 . . ?
H00D C00V H00F 107.5 . . ?
C018 C00V C00I 115.2(3) . . ?
C018 C00V H00D 108.5 . . ?
C018 C00V H00F 108.5 . . ?
C00N C00W H00W 119.8 . . ?
C00U C00W C00N 120.4(3) . . ?
C00U C00W H00W 119.8 . . ?
C00N C00X N00A 119.0(2) . . ?
C00Z C00X N00A 120.1(2) . . ?
C00Z C00X C00N 120.9(3) . . ?
Ir01 C00Y H00Y 114.6 . . ?
C00Q C00Y Ir01 71.75(15) . . ?
C00Q C00Y H00Y 114.6 . . ?
C00Q C00Y C018 122.7(3) . . ?
C018 C00Y Ir01 110.9(2) . . ?
C018 C00Y H00Y 114.6 . . ?
C00S C00Z H00Z 120.3 . . ?
C00X C00Z C00S 119.5(3) . . ?
C00X C00Z H00Z 120.3 . . ?
N008 C010 H010 126.5 . . ?
C011 C010 N008 107.0(2) . . ?
C011 C010 H010 126.5 . . ?
N00A C011 H011 126.7 . . ?
C010 C011 N00A 106.6(2) . . ?
C010 C011 H011 126.7 . . ?
C00H C012 C00M 112.8(2) . . ?
C00H C012 H01G 109.0 . . ?
C00H C012 H01H 109.0 . . ?
C00M C012 H01G 109.0 . . ?
C00M C012 H01H 109.0 . . ?
H01G C012 H01H 107.8 . . ?
C00E C013 H01A 108.5 . . ?
C00E C013 H01B 108.5 . . ?
H01A C013 H01B 107.5 . . ?
C017 C013 C00E 115.1(3) . . ?
C017 C013 H01A 108.5 . . ?
C017 C013 H01B 108.5 . . ?
C00F C014 H01I 109.0 . . ?
C00F C014 H01J 109.0 . . ?
C00F C014 C016 113.1(2) . . ?
H01I C014 H01J 107.8 . . ?
C016 C014 H01I 109.0 . . ?
C016 C014 H01J 109.0 . . ?
N005 C015 H01K 109.5 . . ?
N005 C015 H01L 109.5 . . ?
N005 C015 H01M 109.5 . . ?
H01K C015 H01L 109.5 . . ?
H01K C015 H01M 109.5 . . ?
H01L C015 H01M 109.5 . . ?
C00R C016 C014 113.3(2) . . ?
C00R C016 H01N 108.9 . . ?
C00R C016 H01O 108.9 . . ?
C014 C016 H01N 108.9 . . ?
C014 C016 H01O 108.9 . . ?
H01N C016 H01O 107.7 . . ?
C00Q C017 H01C 108.4 . . ?
C00Q C017 H01D 108.4 . . ?
C013 C017 C00Q 115.5(3) . . ?
C013 C017 H01C 108.4 . . ?
C013 C017 H01D 108.4 . . ?
H01C C017 H01D 107.5 . . ?
C00V C018 C00Y 116.3(3) . . ?
C00V C018 H01E 108.2 . . ?
C00V C018 H01F 108.2 . . ?
C00Y C018 H01E 108.2 . . ?
C00Y C018 H01F 108.2 . . ?
H01E C018 H01F 107.4 . . ?

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
Ir01 C007 N008 C00G 2.7(4) . . . . ?
Ir01 C007 N008 C010 -178.7(2) . . . . ?
Ir01 C007 N00A C00X -0.6(4) . . . . ?
Ir01 C007 N00A C011 178.4(2) . . . . ?
Ir01 C00E C00I C00V 105.3(3) . . . . ?
Ir01 C00E C013 C017 -4.2(4) . . . . ?
Ir01 C00I C00V C018 17.9(4) . . . . ?
Ir01 C00Q C00Y C018 -103.6(3) . . . . ?
Ir01 C00Q C017 C013 15.0(4) . . . . ?
Ir01 C00Y C018 C00V -3.1(5) . . . . ?
Ir02 C006 C00F C014 -105.3(3) . . . . ?
Ir02 C006 C00M C012 -11.5(3) . . . . ?
Ir02 C00F C014 C016 -29.6(3) . . . . ?
Ir02 C00H C00R C016 104.1(3) . . . . ?
Ir02 C00H C012 C00M -34.0(3) . . . . ?
Ir02 C00R C016 C014 -10.6(3) . . . . ?
N005 C00L C00T N00B -0.1(3) . . . . ?
C006 C00F C014 C016 51.3(4) . . . . ?
C006 C00M C012 C00H 30.4(4) . . . . ?
C007 N008 C010 C011 -0.3(3) . . . . ?
C007 N00A C00X C00N -46.1(4) . . . . ?
C007 N00A C00X C00Z 132.8(3) . . . . ?
C007 N00A C011 C010 1.0(3) . . . . ?
N008 C007 N00A C00X 179.8(2) . . . . ?
N008 C007 N00A C011 -1.2(3) . . . . ?
N008 C010 C011 N00A -0.4(3) . . . . ?
C009 N00B C00D Ir02 4.0(4) . . . . ?
C009 N00B C00D N005 -177.5(2) . . . . ?
C009 N00B C00T C00L 177.8(2) . . . . ?
C009 C00C C00O C00J 1.4(4) . . . . ?
C009 C00K C00P C00J -0.1(4) . . . . ?
N00A C007 N008 C00G -177.7(2) . . . . ?
N00A C007 N008 C010 0.9(3) . . . . ?
N00A C00X C00Z C00S -177.2(3) . . . . ?
N00B C009 C00C C00O 179.7(2) . . . . ?
N00B C009 C00K C00P 179.7(2) . . . . ?
C00C C009 N00B C00D -36.3(4) . . . . ?
C00C C009 N00B C00T 145.9(3) . . . . ?
C00C C009 C00K C00P 1.2(4) . . . . ?
C00D N005 C00L C00T 0.5(3) . . . . ?
C00D N00B C00T C00L -0.3(3) . . . . ?
C00E C00I C00V C018 -63.9(5) . . . . ?
C00E C013 C017 C00Q -7.4(5) . . . . ?
C00F C006 C00M C012 -92.8(3) . . . . ?
C00F C014 C016 C00R 26.0(4) . . . . ?
C00G N008 C010 C011 178.3(3) . . . . ?
C00H C00R C016 C014 -90.8(3) . . . . ?
C00I C00E C013 C017 77.1(4) . . . . ?
C00I C00V C018 C00Y -9.4(6) . . . . ?
C00K C009 N00B C00D 145.2(3) . . . . ?
C00K C009 N00B C00T -32.6(4) . . . . ?
C00K C009 C00C C00O -1.9(4) . . . . ?
C00L N005 C00D Ir02 177.9(2) . . . . ?
C00L N005 C00D N00B -0.7(3) . . . . ?
C00M C006 C00F Ir02 106.9(3) . . . . ?
C00M C006 C00F C014 1.6(4) . . . . ?
C00N C00X C00Z C00S 1.7(5) . . . . ?
C00O C00J C00P C00K -0.4(5) . . . . ?
C00P C00J C00O C00C -0.3(4) . . . . ?
C00Q C00Y C018 C00V 78.0(5) . . . . ?
C00R C00H C012 C00M 48.2(4) . . . . ?
C00S C00U C00W C00N 0.4(5) . . . . ?
C00T N00B C00D Ir02 -177.9(2) . . . . ?
C00T N00B C00D N005 0.6(3) . . . . ?
C00U C00S C00Z C00X 0.1(5) . . . . ?
C00W C00N C00X N00A 176.4(3) . . . . ?
C00W C00N C00X C00Z -2.4(4) . . . . ?
C00X N00A C011 C010 -179.9(3) . . . . ?
C00X C00N C00W C00U 1.4(5) . . . . ?
C00Y C00Q C017 C013 -66.1(4) . . . . ?
C00Z C00S C00U C00W -1.2(5) . . . . ?
C011 N00A C00X C00N 134.9(3) . . . . ?
C011 N00A C00X C00Z -46.2(4) . . . . ?
C012 C00H C00R Ir02 -101.5(3) . . . . ?
C012 C00H C00R C016 2.6(4) . . . . ?
C013 C00E C00I Ir01 -106.9(3) . . . . ?
C013 C00E C00I C00V -1.5(5) . . . . ?
C015 N005 C00D Ir02 -1.8(4) . . . . ?
C015 N005 C00D N00B 179.7(3) . . . . ?
C015 N005 C00L C00T -179.8(3) . . . . ?
C017 C00Q C00Y Ir01 103.8(3) . . . . ?
C017 C00Q C00Y C018 0.2(4) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2015-05-01
_olex2_date_sample_submission    2015-04-27
_olex2_submission_special_instructions 'No special instructions were received'
