# 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_xg0912
_database_code_depnum_ccdc_archive 'CCDC 2005395'
loop_
_audit_author_name
_audit_author_address
'Zhang Hongyang'
;The Hong Kong Polytechnic University
China
;
_audit_update_record             
;
2020-05-23 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;
_audit_creation_date             2019-09-15
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2019.08.16 svn.r3652 for OlexSys, GUI svn.r5895)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Ir(ppy)2(dipyrrinato)
_chemical_formula_moiety         'C37 H27 Ir N4'
_chemical_formula_sum            'C37 H27 Ir N4'
_chemical_formula_weight         719.82
_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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.7181(15)
_cell_length_b                   9.2996(5)
_cell_length_c                   17.7227(16)
_cell_angle_alpha                90
_cell_angle_beta                 111.834(10)
_cell_angle_gamma                90
_cell_volume                     2863.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4211
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.3150
_cell_measurement_theta_min      2.5640
_shelx_estimated_absorpt_T_max   0.705
_shelx_estimated_absorpt_T_min   0.626
_exptl_absorpt_coefficient_mu    4.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0777
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13690
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.312
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  26.00   1.00    8.00    --  -11.59 -99.00-120.00   41
  2  ω      4.00  79.00   1.00    8.00    --   11.74  37.00  30.00   75
  3  ω    -54.00  53.00   1.00    8.00    --   11.74 -19.00  30.00  107
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0284471000
_diffrn_orient_matrix_UB_12      0.0124181000
_diffrn_orient_matrix_UB_13      -0.0167476000
_diffrn_orient_matrix_UB_21      0.0230185000
_diffrn_orient_matrix_UB_22      0.0360342000
_diffrn_orient_matrix_UB_23      0.0361407000
_diffrn_orient_matrix_UB_31      0.0180258000
_diffrn_orient_matrix_UB_32      -0.0660570000
_diffrn_orient_matrix_UB_33      0.0165832000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4060
_reflns_number_total             5034
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS 2018/3 (Sheldrick, 2008)'
_refine_diff_density_max         1.062
_refine_diff_density_min         -1.061
_refine_diff_density_rms         0.215
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5034
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0581
_refine_ls_restrained_S_all      1.113
_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)+(0.0580P)²+14.3945P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1371
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N4) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C27) \\sim Ueq, Uanis(C6)
\\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C29(H29), C22(H22), C2(H2), C25(H25), C19(H19), C30(H30), C23(H23), C31(H31),
 C21(H21), C3(H3), C20(H20), C17(H17), C11(H11), C37(H37), C33(H33), C10(H10),
 C36(H36), C8(H8), C9(H9), C24(H24), C35(H35), C5(H5), C14(H14), C16(H16),
 C34(H34), C4(H4), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Ir1 Ir 0.21789(2) 0.52909(4) 0.40453(2) 0.01642(15) Uani 1 1 d . . . . .
N2 N 0.2479(4) 0.5927(8) 0.5275(4) 0.0167(17) Uani 1 1 d . . . . .
N3 N 0.3213(4) 0.6350(8) 0.4095(4) 0.0175(17) Uani 1 1 d . . . . .
N1 N 0.1467(5) 0.7052(8) 0.3699(5) 0.0219(19) Uani 1 1 d . . . . .
N4 N 0.2773(5) 0.3411(8) 0.4302(5) 0.0214(18) Uani 1 1 d . U . . .
C29 C 0.4428(5) 0.7286(9) 0.4568(5) 0.018(2) Uani 1 1 d . . . . .
H29 H 0.490439 0.762588 0.491580 0.022 Uiso 1 1 calc R U . . .
C13 C 0.1192(6) 0.4374(9) 0.4024(5) 0.018(2) Uani 1 1 d . U . . .
C1 C 0.1951(5) 0.4569(10) 0.2905(5) 0.017(2) Uani 1 1 d . . . . .
C12 C 0.0560(6) 0.5338(10) 0.3808(6) 0.020(2) Uani 1 1 d . . . . .
C7 C 0.2709(6) 0.2542(11) 0.3655(6) 0.028(2) Uani 1 1 d . . . . .
C18 C 0.0715(5) 0.6815(11) 0.3619(6) 0.025(2) Uani 1 1 d . . . . .
C27 C 0.3808(5) 0.6779(9) 0.5579(5) 0.015(2) Uani 1 1 d . U . . .
C22 C 0.1696(6) 0.8352(9) 0.3537(6) 0.021(2) Uani 1 1 d . . . . .
H22 H 0.220722 0.849536 0.360394 0.025 Uiso 1 1 calc R U . . .
C26 C 0.3197(5) 0.6439(9) 0.5818(5) 0.0134(19) Uani 1 1 d . . . . .
C28 C 0.3829(5) 0.6759(9) 0.4804(5) 0.017(2) Uani 1 1 d . . . . .
C2 C 0.1544(6) 0.5247(11) 0.2165(6) 0.023(2) Uani 1 1 d . . . . .
H2 H 0.133268 0.615035 0.217083 0.027 Uiso 1 1 calc R U . . .
C25 C 0.3154(5) 0.6573(9) 0.6592(6) 0.019(2) Uani 1 1 d . . . . .
H25 H 0.354902 0.688330 0.706194 0.023 Uiso 1 1 calc R U . . .
C19 C 0.0191(6) 0.7946(11) 0.3341(6) 0.030(3) Uani 1 1 d . . . . .
H19 H -0.032137 0.780352 0.327385 0.035 Uiso 1 1 calc R U . . .
C30 C 0.4183(5) 0.7204(10) 0.3746(6) 0.022(2) Uani 1 1 d . . . . .
H30 H 0.445532 0.748095 0.342558 0.026 Uiso 1 1 calc R U . . .
C6 C 0.2241(6) 0.3190(10) 0.2864(6) 0.025(2) Uani 1 1 d . U . . .
C23 C 0.2047(5) 0.5759(10) 0.5721(6) 0.021(2) Uani 1 1 d . . . . .
H23 H 0.154580 0.540920 0.551897 0.025 Uiso 1 1 calc R U . . .
C31 C 0.3422(6) 0.6609(10) 0.3467(6) 0.023(2) Uani 1 1 d . . . . .
H31 H 0.311798 0.642966 0.292628 0.027 Uiso 1 1 calc R U . . .
C21 C 0.1177(6) 0.9476(10) 0.3273(6) 0.026(2) Uani 1 1 d . . . . .
H21 H 0.133902 1.037230 0.316713 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1444(6) 0.4621(12) 0.1419(6) 0.033(3) Uani 1 1 d . . . . .
H3 H 0.119181 0.511265 0.093554 0.040 Uiso 1 1 calc R U . . .
C20 C 0.0418(6) 0.9256(11) 0.3168(6) 0.031(3) Uani 1 1 d . . . . .
H20 H 0.006316 0.999782 0.297984 0.038 Uiso 1 1 calc R U . . .
C17 C -0.0149(6) 0.4906(11) 0.3817(6) 0.028(3) Uani 1 1 d . . . . .
H17 H -0.055040 0.556450 0.368878 0.033 Uiso 1 1 calc R U . . .
C11 C 0.3200(6) 0.2950(11) 0.5053(6) 0.028(2) Uani 1 1 d . . . . .
H11 H 0.324327 0.353529 0.549300 0.033 Uiso 1 1 calc R U . . .
C37 C 0.5200(6) 0.6390(11) 0.6453(6) 0.024(2) Uani 1 1 d . . . . .
H37 H 0.518841 0.555351 0.616148 0.029 Uiso 1 1 calc R U . . .
C33 C 0.4585(6) 0.8503(11) 0.6692(6) 0.026(2) Uani 1 1 d . . . . .
H33 H 0.415240 0.908421 0.657010 0.031 Uiso 1 1 calc R U . . .
C10 C 0.3577(6) 0.1647(12) 0.5199(7) 0.036(3) Uani 1 1 d . . . . .
H10 H 0.387135 0.137124 0.572830 0.043 Uiso 1 1 calc R U . . .
C36 C 0.5869(6) 0.6779(11) 0.7085(6) 0.030(3) Uani 1 1 d . . . . .
H36 H 0.630195 0.619262 0.722423 0.036 Uiso 1 1 calc R U . . .
C32 C 0.4542(5) 0.7243(10) 0.6249(5) 0.018(2) Uani 1 1 d . . . . .
C8 C 0.3081(6) 0.1217(11) 0.3775(7) 0.032(3) Uani 1 1 d . . . . .
H8 H 0.304052 0.064108 0.333198 0.039 Uiso 1 1 calc R U . . .
C9 C 0.3515(6) 0.0758(12) 0.4560(7) 0.036(3) Uani 1 1 d . . . . .
H9 H 0.375830 -0.013318 0.464989 0.043 Uiso 1 1 calc R U . . .
C24 C 0.2443(6) 0.6176(10) 0.6538(6) 0.024(2) Uani 1 1 d . . . . .
H24 H 0.225213 0.617585 0.695325 0.029 Uiso 1 1 calc R U . . .
C35 C 0.5897(6) 0.8022(11) 0.7505(6) 0.027(2) Uani 1 1 d . . . . .
H35 H 0.634866 0.827908 0.792978 0.033 Uiso 1 1 calc R U . . .
C5 C 0.2118(6) 0.2525(12) 0.2123(6) 0.032(3) Uani 1 1 d . . . . .
H5 H 0.230008 0.159824 0.211091 0.038 Uiso 1 1 calc R U . . .
C14 C 0.1065(6) 0.2977(10) 0.4201(6) 0.023(2) Uani 1 1 d . . . . .
H14 H 0.146376 0.231276 0.432629 0.028 Uiso 1 1 calc R U . . .
C16 C -0.0263(6) 0.3504(12) 0.4014(7) 0.037(3) Uani 1 1 d . . . . .
H16 H -0.073430 0.321592 0.402468 0.044 Uiso 1 1 calc R U . . .
C34 C 0.5259(6) 0.8896(11) 0.7304(6) 0.030(2) Uani 1 1 d . . . . .
H34 H 0.528525 0.975355 0.758250 0.035 Uiso 1 1 calc R U . . .
C4 C 0.1732(6) 0.3232(12) 0.1413(7) 0.033(3) Uani 1 1 d . . . . .
H4 H 0.165839 0.278673 0.092029 0.040 Uiso 1 1 calc R U . . .
C15 C 0.0350(6) 0.2535(11) 0.4196(6) 0.033(3) Uani 1 1 d . . . . .
H15 H 0.028008 0.158371 0.431478 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 N2 2.122(7) . ?
Ir1 N3 2.145(8) . ?
Ir1 N1 2.056(7) . ?
Ir1 N4 2.031(8) . ?
Ir1 C13 2.022(10) . ?
Ir1 C1 2.018(9) . ?
N2 C26 1.413(11) . ?
N2 C23 1.334(12) . ?
N3 C28 1.405(11) . ?
N3 C31 1.330(12) . ?
N1 C18 1.380(12) . ?
N1 C22 1.348(12) . ?
N4 C7 1.371(13) . ?
N4 C11 1.342(12) . ?
C29 H29 0.9300 . ?
C29 C28 1.423(13) . ?
C29 C30 1.357(13) . ?
C13 C12 1.419(13) . ?
C13 C14 1.378(13) . ?
C1 C2 1.399(13) . ?
C1 C6 1.405(13) . ?
C12 C18 1.468(14) . ?
C12 C17 1.391(14) . ?
C7 C6 1.477(14) . ?
C7 C8 1.392(14) . ?
C18 C19 1.398(14) . ?
C27 C26 1.397(13) . ?
C27 C28 1.387(12) . ?
C27 C32 1.507(12) . ?
C22 H22 0.9300 . ?
C22 C21 1.385(13) . ?
C26 C25 1.410(13) . ?
C2 H2 0.9300 . ?
C2 C3 1.392(15) . ?
C25 H25 0.9300 . ?
C25 C24 1.350(13) . ?
C19 H19 0.9300 . ?
C19 C20 1.362(14) . ?
C30 H30 0.9300 . ?
C30 C31 1.434(13) . ?
C6 C5 1.392(14) . ?
C23 H23 0.9300 . ?
C23 C24 1.413(13) . ?
C31 H31 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.376(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.401(15) . ?
C20 H20 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.386(14) . ?
C11 H11 0.9300 . ?
C11 C10 1.377(14) . ?
C37 H37 0.9300 . ?
C37 C36 1.382(13) . ?
C37 C32 1.395(13) . ?
C33 H33 0.9300 . ?
C33 C32 1.396(13) . ?
C33 C34 1.372(14) . ?
C10 H10 0.9300 . ?
C10 C9 1.372(16) . ?
C36 H36 0.9300 . ?
C36 C35 1.366(14) . ?
C8 H8 0.9300 . ?
C8 C9 1.392(15) . ?
C9 H9 0.9300 . ?
C24 H24 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.377(14) . ?
C5 H5 0.9300 . ?
C5 C4 1.363(15) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(14) . ?
C16 H16 0.9300 . ?
C16 C15 1.398(15) . ?
C34 H34 0.9300 . ?
C4 H4 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ir1 N3 86.6(3) . . ?
N1 Ir1 N2 88.8(3) . . ?
N1 Ir1 N3 97.0(3) . . ?
N4 Ir1 N2 95.5(3) . . ?
N4 Ir1 N3 88.6(3) . . ?
N4 Ir1 N1 173.2(3) . . ?
C13 Ir1 N2 91.6(3) . . ?
C13 Ir1 N3 177.3(3) . . ?
C13 Ir1 N1 81.1(3) . . ?
C13 Ir1 N4 93.5(3) . . ?
C1 Ir1 N2 175.8(3) . . ?
C1 Ir1 N3 92.6(3) . . ?
C1 Ir1 N1 95.4(3) . . ?
C1 Ir1 N4 80.3(3) . . ?
C1 Ir1 C13 89.4(4) . . ?
C26 N2 Ir1 128.0(6) . . ?
C23 N2 Ir1 126.1(6) . . ?
C23 N2 C26 105.5(7) . . ?
C28 N3 Ir1 126.0(6) . . ?
C31 N3 Ir1 126.2(6) . . ?
C31 N3 C28 107.5(8) . . ?
C18 N1 Ir1 115.3(6) . . ?
C22 N1 Ir1 123.8(7) . . ?
C22 N1 C18 120.9(8) . . ?
C7 N4 Ir1 116.7(6) . . ?
C11 N4 Ir1 124.9(7) . . ?
C11 N4 C7 118.4(9) . . ?
C28 C29 H29 126.1 . . ?
C30 C29 H29 126.1 . . ?
C30 C29 C28 107.9(8) . . ?
C12 C13 Ir1 113.8(6) . . ?
C14 C13 Ir1 128.9(7) . . ?
C14 C13 C12 117.3(9) . . ?
C2 C1 Ir1 128.9(7) . . ?
C2 C1 C6 116.6(8) . . ?
C6 C1 Ir1 114.4(7) . . ?
C13 C12 C18 115.9(9) . . ?
C17 C12 C13 121.2(9) . . ?
C17 C12 C18 122.9(9) . . ?
N4 C7 C6 113.0(9) . . ?
N4 C7 C8 120.7(10) . . ?
C8 C7 C6 126.4(10) . . ?
N1 C18 C12 114.0(8) . . ?
N1 C18 C19 118.2(9) . . ?
C19 C18 C12 127.8(9) . . ?
C26 C27 C32 115.7(8) . . ?
C28 C27 C26 128.7(8) . . ?
C28 C27 C32 115.6(8) . . ?
N1 C22 H22 119.6 . . ?
N1 C22 C21 120.7(9) . . ?
C21 C22 H22 119.6 . . ?
C27 C26 N2 123.2(8) . . ?
C27 C26 C25 128.8(8) . . ?
C25 C26 N2 108.0(8) . . ?
N3 C28 C29 107.7(8) . . ?
C27 C28 N3 125.0(9) . . ?
C27 C28 C29 126.9(8) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.4(10) . . ?
C3 C2 H2 118.8 . . ?
C26 C25 H25 125.7 . . ?
C24 C25 C26 108.5(8) . . ?
C24 C25 H25 125.7 . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.0(10) . . ?
C20 C19 H19 119.5 . . ?
C29 C30 H30 126.6 . . ?
C29 C30 C31 106.7(9) . . ?
C31 C30 H30 126.6 . . ?
C1 C6 C7 115.3(9) . . ?
C5 C6 C1 121.6(9) . . ?
C5 C6 C7 123.1(10) . . ?
N2 C23 H23 124.0 . . ?
N2 C23 C24 111.9(9) . . ?
C24 C23 H23 124.0 . . ?
N3 C31 C30 110.1(8) . . ?
N3 C31 H31 124.9 . . ?
C30 C31 H31 124.9 . . ?
C22 C21 H21 120.3 . . ?
C20 C21 C22 119.5(9) . . ?
C20 C21 H21 120.3 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(10) . . ?
C4 C3 H3 120.8 . . ?
C19 C20 C21 119.7(10) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.7(9) . . ?
C16 C17 H17 119.6 . . ?
N4 C11 H11 118.6 . . ?
N4 C11 C10 122.8(10) . . ?
C10 C11 H11 118.6 . . ?
C36 C37 H37 119.7 . . ?
C36 C37 C32 120.6(9) . . ?
C32 C37 H37 119.7 . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C34 C33 C32 120.8(10) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 C11 119.7(11) . . ?
C9 C10 H10 120.2 . . ?
C37 C36 H36 119.9 . . ?
C35 C36 C37 120.1(10) . . ?
C35 C36 H36 119.9 . . ?
C37 C32 C27 120.0(8) . . ?
C37 C32 C33 118.1(9) . . ?
C33 C32 C27 121.9(9) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.8(10) . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 118.6(10) . . ?
C10 C9 H9 120.7 . . ?
C8 C9 H9 120.7 . . ?
C25 C24 C23 106.0(9) . . ?
C25 C24 H24 127.0 . . ?
C23 C24 H24 127.0 . . ?
C36 C35 H35 119.8 . . ?
C36 C35 C34 120.3(9) . . ?
C34 C35 H35 119.8 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.1(11) . . ?
C4 C5 H5 120.0 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.5(9) . . ?
C15 C14 H14 119.3 . . ?
C17 C16 H16 120.8 . . ?
C17 C16 C15 118.3(10) . . ?
C15 C16 H16 120.8 . . ?
C33 C34 C35 120.1(10) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(10) . . ?
C5 C4 H4 119.6 . . ?
C14 C15 C16 120.9(10) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.465
_oxdiff_exptl_absorpt_empirical_full_min 0.780
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_xg1112
_database_code_depnum_ccdc_archive 'CCDC 2005397'
loop_
_audit_author_name
_audit_author_address
'Zhang Hongyang'
;The Hong Kong Polytechnic University
China
;
_audit_update_record             
;
2020-05-23 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;
_audit_creation_date             2019-12-14
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Ir(piq)2(acac)
_chemical_formula_moiety         'C35 H27 Ir N2 O2'
_chemical_formula_sum            'C35 H27 Ir N2 O2'
_chemical_formula_weight         699.78
_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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.6958(6)
_cell_length_b                   18.4049(12)
_cell_length_c                   14.5378(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.254(6)
_cell_angle_gamma                90
_cell_volume                     2747.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4466
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.6580
_cell_measurement_theta_min      2.9450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.895
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79299
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12179
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.983
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00  11.00   1.00    5.00    --  -11.59 -37.00 -60.00   81
  2  ω    -51.00  16.00   1.00    5.00    --  -11.59 -57.00-150.00   67
  3  ω    -82.00 -54.00   1.00    5.00    --  -11.59 -57.00-150.00   28
  4  ω    -15.00  11.00   1.00    5.00    --  -11.59 -99.00 150.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0467640000
_diffrn_orient_matrix_UB_12      0.0142981000
_diffrn_orient_matrix_UB_13      0.0214003000
_diffrn_orient_matrix_UB_21      -0.0025996000
_diffrn_orient_matrix_UB_22      -0.0339481000
_diffrn_orient_matrix_UB_23      0.0224744000
_diffrn_orient_matrix_UB_31      0.0507994000
_diffrn_orient_matrix_UB_32      0.0113728000
_diffrn_orient_matrix_UB_33      0.0402134000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3925
_reflns_number_total             4829
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.248
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         4829
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0830
_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.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C17(H17), C8(H8), C30(H30), C29(H29), C15(H15), C14(H14), C27(H27),
 C7(H7), C20(H20), C18(H18), C13(H13), C2(H2), C24(H24), C19(H19), C4(H4),
 C25(H25), C3(H3), C5(H5), C26(H26)
2.b Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   mixed
_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
Ir1 Ir 0.31211(2) 0.27432(2) 0.48054(2) 0.03003(10) Uani 1 1 d . . . . .
O1 O 0.4150(3) 0.1958(2) 0.4179(3) 0.0412(10) Uani 1 1 d . . . . .
O2 O 0.2131(3) 0.1826(3) 0.5223(3) 0.0417(10) Uani 1 1 d . . . . .
N2 N 0.4675(4) 0.2734(3) 0.5998(3) 0.0332(12) Uani 1 1 d . . . . .
N1 N 0.1566(4) 0.2868(3) 0.3633(3) 0.0338(12) Uani 1 1 d . . . . .
C11 C 0.2068(4) 0.3427(3) 0.5320(3) 0.0281(13) Uani 1 1 d . . . . .
C16 C 0.4159(5) 0.3546(3) 0.4491(4) 0.0353(14) Uani 1 1 d . . . . .
C9 C 0.0601(5) 0.3320(3) 0.3698(3) 0.0312(13) Uani 1 1 d . . . . .
C22 C 0.5614(5) 0.3229(3) 0.6054(4) 0.0353(14) Uani 1 1 d . . . . .
C10 C 0.0806(5) 0.3603(3) 0.4682(4) 0.0306(13) Uani 1 1 d . . . . .
C21 C 0.5409(5) 0.3658(3) 0.5168(4) 0.0335(13) Uani 1 1 d . . . . .
C35 C 0.4911(6) 0.0853(4) 0.3738(4) 0.0548(18) Uani 1 1 d . . . . .
H35A H 0.450005 0.082991 0.306083 0.082 Uiso 1 1 calc R U . . .
H35B H 0.503000 0.037011 0.399692 0.082 Uiso 1 1 calc R U . . .
H35C H 0.574196 0.108760 0.385225 0.082 Uiso 1 1 calc R U . . .
C12 C 0.2355(5) 0.3716(3) 0.6245(4) 0.0341(14) Uani 1 1 d . . . . .
H12 H 0.317309 0.362805 0.666373 0.041 Uiso 1 1 calc R U . . .
C23 C 0.6652(5) 0.3285(4) 0.6936(4) 0.0419(15) Uani 1 1 d . . . . .
C17 C 0.3846(5) 0.3980(4) 0.3669(4) 0.0433(16) Uani 1 1 d . . . . .
H17 H 0.303074 0.393041 0.322977 0.052 Uiso 1 1 calc R U . . .
C8 C 0.1535(6) 0.2533(4) 0.2787(4) 0.0487(17) Uani 1 1 d . . . . .
H8 H 0.222945 0.223828 0.275787 0.058 Uiso 1 1 calc R U . . .
C1 C -0.0445(5) 0.3474(3) 0.2862(4) 0.0354(14) Uani 1 1 d . . . . .
C34 C 0.4065(5) 0.1279(4) 0.4213(4) 0.0412(15) Uani 1 1 d . . . . .
C30 C 0.4698(6) 0.2277(3) 0.6750(4) 0.0439(16) Uani 1 1 d . . . . .
H30 H 0.400947 0.195560 0.669521 0.053 Uiso 1 1 calc R U . . .
C6 C -0.0503(6) 0.3092(4) 0.2011(4) 0.0463(16) Uani 1 1 d . . . . .
C28 C 0.6706(6) 0.2781(3) 0.7687(4) 0.0428(16) Uani 1 1 d . . . . .
C29 C 0.5680(6) 0.2279(4) 0.7563(5) 0.0509(18) Uani 1 1 d . . . . .
H29 H 0.568190 0.194735 0.804608 0.061 Uiso 1 1 calc R U . . .
C15 C -0.0087(5) 0.3985(4) 0.5038(4) 0.0447(16) Uani 1 1 d . . . . .
H15 H -0.092402 0.406498 0.464315 0.054 Uiso 1 1 calc R U . . .
C14 C 0.0250(6) 0.4244(4) 0.5964(4) 0.0500(17) Uani 1 1 d . . . . .
H14 H -0.035565 0.450114 0.618518 0.060 Uiso 1 1 calc R U . . .
C27 C 0.7749(6) 0.2804(4) 0.8536(5) 0.059(2) Uani 1 1 d . . . . .
H27 H 0.778457 0.246065 0.901221 0.070 Uiso 1 1 calc R U . . .
C7 C 0.0530(6) 0.2617(4) 0.1994(4) 0.0546(19) Uani 1 1 d . . . . .
H7 H 0.051544 0.236429 0.143690 0.066 Uiso 1 1 calc R U . . .
C20 C 0.6281(6) 0.4140(4) 0.4945(5) 0.0514(18) Uani 1 1 d . . . . .
H20 H 0.711170 0.418701 0.536361 0.062 Uiso 1 1 calc R U . . .
C18 C 0.4714(6) 0.4483(4) 0.3491(5) 0.0545(18) Uani 1 1 d . . . . .
H18 H 0.446863 0.477600 0.294830 0.065 Uiso 1 1 calc R U . . .
C13 C 0.1482(5) 0.4124(4) 0.6564(4) 0.0448(16) Uani 1 1 d . . . . .
H13 H 0.172099 0.431701 0.717935 0.054 Uiso 1 1 calc R U . . .
C32 C 0.2349(6) 0.1175(4) 0.5099(4) 0.0450(16) Uani 1 1 d . . . . .
C2 C -0.1422(6) 0.3996(4) 0.2806(5) 0.060(2) Uani 1 1 d . . . . .
H2 H -0.138191 0.428697 0.333596 0.072 Uiso 1 1 calc R U . . .
C24 C 0.7605(6) 0.3848(5) 0.7142(5) 0.066(2) Uani 1 1 d . . . . .
H24 H 0.755627 0.422504 0.670630 0.080 Uiso 1 1 calc R U . . .
C33 C 0.3226(6) 0.0874(4) 0.4654(5) 0.0500(19) Uani 1 1 d . . . . .
C19 C 0.5948(7) 0.4549(4) 0.4122(5) 0.062(2) Uani 1 1 d . . . . .
H19 H 0.654795 0.486942 0.398931 0.075 Uiso 1 1 calc R U . . .
C4 C -0.2516(7) 0.3661(5) 0.1190(5) 0.069(2) Uani 1 1 d . . . . .
H4 H -0.323165 0.370499 0.065446 0.083 Uiso 1 1 calc R U . . .
C25 C 0.8596(6) 0.3837(5) 0.7981(6) 0.082(3) Uani 1 1 d . . . . .
H25 H 0.922700 0.419884 0.808722 0.098 Uiso 1 1 calc R U . . .
C3 C -0.2431(7) 0.4088(5) 0.1994(5) 0.075(2) Uani 1 1 d . . . . .
H3 H -0.306262 0.443811 0.197963 0.090 Uiso 1 1 calc R U . . .
C31 C 0.1590(6) 0.0632(4) 0.5524(6) 0.074(2) Uani 1 1 d . . . . .
H31A H 0.199123 0.058841 0.620049 0.111 Uiso 1 1 calc R U . . .
H31B H 0.159096 0.016667 0.522486 0.111 Uiso 1 1 calc R U . . .
H31C H 0.070923 0.079734 0.541406 0.111 Uiso 1 1 calc R U . . .
C5 C -0.1564(6) 0.3183(5) 0.1184(4) 0.063(2) Uani 1 1 d . . . . .
H5 H -0.160387 0.291397 0.063495 0.076 Uiso 1 1 calc R U . . .
C26 C 0.8695(7) 0.3310(5) 0.8672(5) 0.074(3) Uani 1 1 d . . . . .
H26 H 0.939772 0.330398 0.922008 0.088 Uiso 1 1 calc R U . . .
H33 H 0.330(6) 0.042(4) 0.455(4) 0.06(2) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 O1 2.166(4) . ?
Ir1 O2 2.167(4) . ?
Ir1 N2 2.038(4) . ?
Ir1 N1 2.034(4) . ?
Ir1 C11 1.971(5) . ?
Ir1 C16 1.978(6) . ?
O1 C34 1.255(7) . ?
O2 C32 1.244(8) . ?
N2 C22 1.342(7) . ?
N2 C30 1.375(7) . ?
N1 C9 1.349(7) . ?
N1 C8 1.368(7) . ?
C11 C10 1.444(6) . ?
C11 C12 1.397(7) . ?
C16 C21 1.436(7) . ?
C16 C17 1.397(8) . ?
C9 C10 1.480(7) . ?
C9 C1 1.431(7) . ?
C22 C21 1.473(8) . ?
C22 C23 1.446(7) . ?
C10 C15 1.396(7) . ?
C21 C20 1.391(8) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C35 C34 1.503(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.375(8) . ?
C23 C28 1.422(9) . ?
C23 C24 1.425(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(8) . ?
C8 H8 0.9300 . ?
C8 C7 1.347(8) . ?
C1 C6 1.409(8) . ?
C1 C2 1.404(8) . ?
C34 C33 1.447(9) . ?
C30 H30 0.9300 . ?
C30 C29 1.344(8) . ?
C6 C7 1.415(9) . ?
C6 C5 1.413(8) . ?
C28 C29 1.406(8) . ?
C28 C27 1.414(8) . ?
C29 H29 0.9300 . ?
C15 H15 0.9300 . ?
C15 C14 1.377(8) . ?
C14 H14 0.9300 . ?
C14 C13 1.379(8) . ?
C27 H27 0.9300 . ?
C27 C26 1.348(10) . ?
C7 H7 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.373(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(9) . ?
C13 H13 0.9300 . ?
C32 C33 1.396(9) . ?
C32 C31 1.524(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(9) . ?
C24 H24 0.9300 . ?
C24 C25 1.375(9) . ?
C33 H33 0.86(7) . ?
C19 H19 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.390(10) . ?
C4 C5 1.347(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(11) . ?
C3 H3 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C5 H5 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ir1 O2 86.76(17) . . ?
N2 Ir1 O1 87.86(16) . . ?
N2 Ir1 O2 95.82(16) . . ?
N1 Ir1 O1 96.63(16) . . ?
N1 Ir1 O2 88.48(16) . . ?
N1 Ir1 N2 173.97(19) . . ?
C11 Ir1 O1 175.91(17) . . ?
C11 Ir1 O2 90.87(19) . . ?
C11 Ir1 N2 95.71(19) . . ?
C11 Ir1 N1 79.96(19) . . ?
C11 Ir1 C16 91.6(2) . . ?
C16 Ir1 O1 91.0(2) . . ?
C16 Ir1 O2 175.32(18) . . ?
C16 Ir1 N2 80.0(2) . . ?
C16 Ir1 N1 95.9(2) . . ?
C34 O1 Ir1 126.7(4) . . ?
C32 O2 Ir1 125.7(4) . . ?
C22 N2 Ir1 117.7(4) . . ?
C22 N2 C30 121.4(5) . . ?
C30 N2 Ir1 120.7(4) . . ?
C9 N1 Ir1 118.2(3) . . ?
C9 N1 C8 120.9(5) . . ?
C8 N1 Ir1 120.7(4) . . ?
C10 C11 Ir1 115.5(4) . . ?
C12 C11 Ir1 127.8(4) . . ?
C12 C11 C10 116.5(5) . . ?
C21 C16 Ir1 115.0(4) . . ?
C17 C16 Ir1 127.5(4) . . ?
C17 C16 C21 117.3(5) . . ?
N1 C9 C10 112.0(4) . . ?
N1 C9 C1 119.6(5) . . ?
C1 C9 C10 128.3(5) . . ?
N2 C22 C21 112.6(5) . . ?
N2 C22 C23 118.6(5) . . ?
C23 C22 C21 128.8(5) . . ?
C11 C10 C9 113.6(5) . . ?
C15 C10 C11 119.2(5) . . ?
C15 C10 C9 127.1(5) . . ?
C16 C21 C22 114.0(5) . . ?
C20 C21 C16 119.2(5) . . ?
C20 C21 C22 126.9(5) . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
C11 C12 H12 118.5 . . ?
C13 C12 C11 123.0(5) . . ?
C13 C12 H12 118.5 . . ?
C28 C23 C22 119.3(5) . . ?
C28 C23 C24 116.2(5) . . ?
C24 C23 C22 124.4(6) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 C16 121.9(6) . . ?
C18 C17 H17 119.0 . . ?
N1 C8 H8 119.0 . . ?
C7 C8 N1 122.0(6) . . ?
C7 C8 H8 119.0 . . ?
C6 C1 C9 118.6(5) . . ?
C2 C1 C9 125.3(5) . . ?
C2 C1 C6 116.1(5) . . ?
O1 C34 C35 116.2(6) . . ?
O1 C34 C33 126.3(6) . . ?
C33 C34 C35 117.5(6) . . ?
N2 C30 H30 118.9 . . ?
C29 C30 N2 122.2(6) . . ?
C29 C30 H30 118.9 . . ?
C1 C6 C7 118.8(5) . . ?
C1 C6 C5 121.1(6) . . ?
C5 C6 C7 120.2(6) . . ?
C29 C28 C23 117.9(5) . . ?
C29 C28 C27 121.9(6) . . ?
C27 C28 C23 120.2(6) . . ?
C30 C29 C28 120.3(6) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.1(5) . . ?
C14 C15 H15 119.4 . . ?
C15 C14 H14 119.8 . . ?
C15 C14 C13 120.3(6) . . ?
C13 C14 H14 119.8 . . ?
C28 C27 H27 119.2 . . ?
C26 C27 C28 121.7(7) . . ?
C26 C27 H27 119.2 . . ?
C8 C7 C6 119.7(6) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C21 C20 H20 119.1 . . ?
C19 C20 C21 121.8(6) . . ?
C19 C20 H20 119.1 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.9(6) . . ?
C19 C18 H18 120.1 . . ?
C12 C13 C14 119.5(5) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
O2 C32 C33 128.9(6) . . ?
O2 C32 C31 115.6(6) . . ?
C33 C32 C31 115.5(7) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 C1 122.0(6) . . ?
C3 C2 H2 119.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(7) . . ?
C25 C24 H24 119.9 . . ?
C34 C33 H33 110(5) . . ?
C32 C33 C34 125.5(7) . . ?
C32 C33 H33 125(5) . . ?
C20 C19 C18 119.7(6) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.2(6) . . ?
C24 C25 H25 118.6 . . ?
C24 C25 C26 122.7(7) . . ?
C26 C25 H25 118.6 . . ?
C2 C3 C4 120.3(7) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.0(7) . . ?
C4 C5 H5 120.0 . . ?
C27 C26 C25 118.5(6) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?

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
Ir1 O1 C34 C35 -178.6(3) . . . . ?
Ir1 O1 C34 C33 2.2(8) . . . . ?
Ir1 O2 C32 C33 -1.9(9) . . . . ?
Ir1 O2 C32 C31 175.6(4) . . . . ?
Ir1 N2 C22 C21 -6.1(6) . . . . ?
Ir1 N2 C22 C23 173.3(4) . . . . ?
Ir1 N2 C30 C29 -177.1(5) . . . . ?
Ir1 N1 C9 C10 -5.4(6) . . . . ?
Ir1 N1 C9 C1 174.0(4) . . . . ?
Ir1 N1 C8 C7 -178.7(5) . . . . ?
Ir1 C11 C10 C9 -8.3(6) . . . . ?
Ir1 C11 C10 C15 169.5(4) . . . . ?
Ir1 C11 C12 C13 -172.2(4) . . . . ?
Ir1 C16 C21 C22 -9.1(6) . . . . ?
Ir1 C16 C21 C20 171.2(4) . . . . ?
Ir1 C16 C17 C18 -173.8(5) . . . . ?
O1 C34 C33 C32 1.3(9) . . . . ?
O2 C32 C33 C34 -1.5(10) . . . . ?
N2 C22 C21 C16 9.7(7) . . . . ?
N2 C22 C21 C20 -170.6(6) . . . . ?
N2 C22 C23 C28 4.8(8) . . . . ?
N2 C22 C23 C24 -171.0(6) . . . . ?
N2 C30 C29 C28 2.9(10) . . . . ?
N1 C9 C10 C11 8.6(7) . . . . ?
N1 C9 C10 C15 -168.9(5) . . . . ?
N1 C9 C1 C6 6.2(8) . . . . ?
N1 C9 C1 C2 -172.1(6) . . . . ?
N1 C8 C7 C6 3.1(11) . . . . ?
C11 C10 C15 C14 5.1(9) . . . . ?
C11 C12 C13 C14 1.8(9) . . . . ?
C16 C21 C20 C19 4.4(10) . . . . ?
C16 C17 C18 C19 2.1(10) . . . . ?
C9 N1 C8 C7 -2.3(10) . . . . ?
C9 C10 C15 C14 -177.4(6) . . . . ?
C9 C1 C6 C7 -5.3(9) . . . . ?
C9 C1 C6 C5 175.4(6) . . . . ?
C9 C1 C2 C3 -176.6(7) . . . . ?
C22 N2 C30 C29 -2.9(9) . . . . ?
C22 C21 C20 C19 -175.3(6) . . . . ?
C22 C23 C28 C29 -4.8(9) . . . . ?
C22 C23 C28 C27 176.8(5) . . . . ?
C22 C23 C24 C25 -176.7(6) . . . . ?
C10 C11 C12 C13 2.5(8) . . . . ?
C10 C9 C1 C6 -174.6(6) . . . . ?
C10 C9 C1 C2 7.1(10) . . . . ?
C10 C15 C14 C13 -0.7(10) . . . . ?
C21 C16 C17 C18 2.1(9) . . . . ?
C21 C22 C23 C28 -175.9(6) . . . . ?
C21 C22 C23 C24 8.3(10) . . . . ?
C21 C20 C19 C18 -0.2(11) . . . . ?
C35 C34 C33 C32 -177.9(6) . . . . ?
C12 C11 C10 C9 176.3(5) . . . . ?
C12 C11 C10 C15 -5.9(8) . . . . ?
C23 C22 C21 C16 -169.6(5) . . . . ?
C23 C22 C21 C20 10.1(10) . . . . ?
C23 C28 C29 C30 1.0(10) . . . . ?
C23 C28 C27 C26 1.9(10) . . . . ?
C23 C24 C25 C26 -2.6(12) . . . . ?
C17 C16 C21 C22 174.5(5) . . . . ?
C17 C16 C21 C20 -5.3(8) . . . . ?
C17 C18 C19 C20 -3.1(10) . . . . ?
C8 N1 C9 C10 178.2(5) . . . . ?
C8 N1 C9 C1 -2.5(8) . . . . ?
C1 C9 C10 C11 -170.6(5) . . . . ?
C1 C9 C10 C15 11.8(10) . . . . ?
C1 C6 C7 C8 0.8(10) . . . . ?
C1 C6 C5 C4 2.4(11) . . . . ?
C1 C2 C3 C4 -0.1(13) . . . . ?
C30 N2 C22 C21 179.6(5) . . . . ?
C30 N2 C22 C23 -1.1(8) . . . . ?
C6 C1 C2 C3 5.0(10) . . . . ?
C28 C23 C24 C25 7.4(10) . . . . ?
C28 C27 C26 C25 3.2(12) . . . . ?
C29 C28 C27 C26 -176.5(7) . . . . ?
C15 C14 C13 C12 -2.8(10) . . . . ?
C27 C28 C29 C30 179.4(6) . . . . ?
C7 C6 C5 C4 -176.9(7) . . . . ?
C2 C1 C6 C7 173.2(6) . . . . ?
C2 C1 C6 C5 -6.1(10) . . . . ?
C24 C23 C28 C29 171.4(6) . . . . ?
C24 C23 C28 C27 -7.1(9) . . . . ?
C24 C25 C26 C27 -2.9(13) . . . . ?
C3 C4 C5 C6 2.8(12) . . . . ?
C31 C32 C33 C34 -179.0(6) . . . . ?
C5 C6 C7 C8 -179.9(7) . . . . ?
C5 C4 C3 C2 -4.0(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.204
_oxdiff_exptl_absorpt_empirical_full_min 0.881
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_exp_1923
_database_code_depnum_ccdc_archive 'CCDC 2005396'
loop_
_audit_author_name
_audit_author_address
'Zhang Hongyang'
;The Hong Kong Polytechnic University
China
;
_audit_update_record             
;
2020-05-23 deposited with the CCDC.	2021-06-28 downloaded from the CCDC.
;
_audit_creation_date             2019-09-08
_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        Ir(piq)2(dipyrrinato)
_chemical_formula_moiety         'C45 H31 Ir N4'
_chemical_formula_sum            'C45 H31 Ir N4'
_chemical_formula_weight         819.94
_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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.9080(8)
_cell_length_b                   25.4347(14)
_cell_length_c                   10.7746(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.152(5)
_cell_angle_gamma                90
_cell_volume                     3903.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2863
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      25.9560
_cell_measurement_theta_min      2.5500
_shelx_estimated_absorpt_T_max   0.724
_shelx_estimated_absorpt_T_min   0.662
_exptl_absorpt_coefficient_mu    3.455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69146
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8694
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.220
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  36.00   1.00    7.50    --  -11.59  77.00   0.00   25
  2  ω    -43.00  65.00   1.00    7.50    --  -11.59  77.00-120.00  108
  3  ω      3.00  70.00   1.00    7.50    --   11.74  77.00 150.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0257150000
_diffrn_orient_matrix_UB_12      0.0236807000
_diffrn_orient_matrix_UB_13      -0.0182397000
_diffrn_orient_matrix_UB_21      0.0352708000
_diffrn_orient_matrix_UB_22      0.0139346000
_diffrn_orient_matrix_UB_23      0.0472553000
_diffrn_orient_matrix_UB_31      0.0239711000
_diffrn_orient_matrix_UB_32      0.0048097000
_diffrn_orient_matrix_UB_33      -0.0467078000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2820
_reflns_number_total             3444
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.562
_refine_diff_density_min         -1.206
_refine_diff_density_rms         0.158
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_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          0.0875
_refine_ls_wR_factor_ref         0.0927
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C12(H12), C7(H7), C6(H6), C16(H16), C17(H17), C15(H15), C5(H5),
 C18(H18), C14(H14), C8(H8), C22(H22), C9(H9), C13(H13), C23(H23), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Ir1 Ir 0.500000 0.24653(2) 0.750000 0.01365(13) Uani 1 2 d S T P . .
N2 N 0.5540(3) 0.30741(18) 0.8889(4) 0.0150(11) Uani 1 1 d . . . . .
C10 C 0.5257(4) 0.1759(2) 0.5510(5) 0.0155(14) Uani 1 1 d . . . . .
N1 N 0.6172(3) 0.24037(18) 0.6884(4) 0.0159(11) Uani 1 1 d . . . . .
C19 C 0.5476(4) 0.3620(2) 0.8674(5) 0.0122(13) Uani 1 1 d . . . . .
C11 C 0.4564(4) 0.1910(2) 0.6122(5) 0.0150(13) Uani 1 1 d . . . . .
C21 C 0.500000 0.4446(3) 0.750000 0.023(2) Uani 1 2 d S T P . .
C4 C 0.7747(5) 0.2620(2) 0.7047(5) 0.0232(15) Uani 1 1 d . . . . .
H4 H 0.824325 0.285551 0.732635 0.028 Uiso 1 1 calc R . . . .
C20 C 0.500000 0.3859(3) 0.750000 0.017(2) Uani 1 2 d S T P . .
C12 C 0.3682(4) 0.1684(2) 0.5657(5) 0.0163(14) Uani 1 1 d . . . . .
H12 H 0.323461 0.175907 0.607763 0.020 Uiso 1 1 calc R . . . .
C7 C 0.8789(5) 0.1590(3) 0.5482(6) 0.0303(17) Uani 1 1 d . . . . .
H7 H 0.934829 0.151297 0.530494 0.036 Uiso 1 1 calc R . . . .
C1 C 0.6189(4) 0.1998(2) 0.6088(5) 0.0144(14) Uani 1 1 d . . . . .
C6 C 0.8699(5) 0.2041(2) 0.6091(6) 0.0221(15) Uani 1 1 d . . . . .
H6 H 0.921076 0.226629 0.636667 0.027 Uiso 1 1 calc R . . . .
C16 C 0.6031(4) 0.3019(2) 1.0113(5) 0.0193(15) Uani 1 1 d . . . . .
H16 H 0.619485 0.269342 1.050979 0.023 Uiso 1 1 calc R . . . .
C17 C 0.6283(4) 0.3498(2) 1.0759(5) 0.0192(15) Uani 1 1 d . . . . .
H17 H 0.661505 0.354710 1.162806 0.023 Uiso 1 1 calc R . . . .
C3 C 0.7846(5) 0.2177(2) 0.6317(5) 0.0199(14) Uani 1 1 d . . . . .
C15 C 0.4992(5) 0.1445(2) 0.4389(6) 0.0200(15) Uani 1 1 d . . . . .
H15 H 0.542526 0.137505 0.394120 0.024 Uiso 1 1 calc R . . . .
C5 C 0.6942(4) 0.2710(2) 0.7351(5) 0.0173(14) Uani 1 1 d . . . . .
H5 H 0.691726 0.298934 0.789583 0.021 Uiso 1 1 calc R . . . .
C2 C 0.7051(4) 0.1840(2) 0.5880(5) 0.0160(14) Uani 1 1 d . . . . .
C18 C 0.5943(4) 0.3875(2) 0.9858(5) 0.0159(14) Uani 1 1 d . . . . .
H18 H 0.600402 0.423579 0.999202 0.019 Uiso 1 1 calc R . . . .
C14 C 0.4095(5) 0.1237(2) 0.3941(6) 0.0271(16) Uani 1 1 d . . . . .
H14 H 0.393369 0.102168 0.321084 0.032 Uiso 1 1 calc R . . . .
C8 C 0.8032(5) 0.1238(3) 0.5117(6) 0.0296(17) Uani 1 1 d . . . . .
H8 H 0.810416 0.091833 0.473871 0.035 Uiso 1 1 calc R . . . .
C22 C 0.5811(6) 0.4725(2) 0.7546(6) 0.0339(19) Uani 1 1 d . . . . .
H22 H 0.635802 0.454434 0.756769 0.041 Uiso 1 1 calc R . . . .
C9 C 0.7194(5) 0.1358(2) 0.5310(6) 0.0232(15) Uani 1 1 d . . . . .
H9 H 0.670316 0.111807 0.506200 0.028 Uiso 1 1 calc R . . . .
C13 C 0.3437(5) 0.1350(2) 0.4585(6) 0.0238(16) Uani 1 1 d . . . . .
H13 H 0.283912 0.120470 0.430358 0.029 Uiso 1 1 calc R . . . .
C23 C 0.5811(7) 0.5284(3) 0.7559(6) 0.053(3) Uani 1 1 d . . . . .
H23 H 0.636275 0.546408 0.760846 0.064 Uiso 1 1 calc R . . . .
C24 C 0.500000 0.5565(4) 0.750000 0.057(4) Uani 1 2 d S T P . .
H24 H 0.500001 0.593045 0.749998 0.069 Uiso 1 2 calc RS T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 N2 2.139(4) . ?
Ir1 N2 2.139(4) 2_656 ?
Ir1 N1 2.049(5) . ?
Ir1 N1 2.049(5) 2_656 ?
Ir1 C11 2.013(5) 2_656 ?
Ir1 C11 2.012(5) . ?
N2 C19 1.407(6) . ?
N2 C16 1.314(7) . ?
C10 C11 1.432(8) . ?
C10 C1 1.476(8) . ?
C10 C15 1.404(8) . ?
N1 C1 1.347(7) . ?
N1 C5 1.356(8) . ?
C19 C20 1.394(6) . ?
C19 C18 1.416(7) . ?
C11 C12 1.387(8) . ?
C21 C20 1.491(11) . ?
C21 C22 1.390(8) . ?
C21 C22 1.390(8) 2_656 ?
C4 C3 1.407(8) . ?
C4 C5 1.352(8) . ?
C12 C13 1.393(8) . ?
C7 C6 1.347(9) . ?
C7 C8 1.403(10) . ?
C1 C2 1.426(8) . ?
C6 C3 1.408(9) . ?
C16 C17 1.399(8) . ?
C17 C18 1.351(8) . ?
C3 C2 1.424(9) . ?
C15 C14 1.386(9) . ?
C2 C9 1.415(8) . ?
C14 C13 1.388(9) . ?
C8 C9 1.361(9) . ?
C22 C23 1.421(9) . ?
C23 C24 1.390(9) . ?

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
N2 Ir1 N2 87.2(2) 2_656 . ?
N1 Ir1 N2 95.77(19) 2_656 2_656 ?
N1 Ir1 N2 95.77(19) . . ?
N1 Ir1 N2 90.58(18) 2_656 . ?
N1 Ir1 N2 90.58(18) . 2_656 ?
N1 Ir1 N1 171.2(3) . 2_656 ?
C11 Ir1 N2 91.1(2) . 2_656 ?
C11 Ir1 N2 175.5(2) . . ?
C11 Ir1 N2 175.5(2) 2_656 2_656 ?
C11 Ir1 N2 91.1(2) 2_656 . ?
C11 Ir1 N1 80.1(2) 2_656 2_656 ?
C11 Ir1 N1 93.7(2) 2_656 . ?
C11 Ir1 N1 93.7(2) . 2_656 ?
C11 Ir1 N1 80.1(2) . . ?
C11 Ir1 C11 90.9(3) . 2_656 ?
C19 N2 Ir1 127.4(3) . . ?
C16 N2 Ir1 127.4(4) . . ?
C16 N2 C19 105.2(5) . . ?
C11 C10 C1 114.3(5) . . ?
C15 C10 C11 119.4(6) . . ?
C15 C10 C1 126.1(6) . . ?
C1 N1 Ir1 116.3(4) . . ?
C1 N1 C5 120.1(5) . . ?
C5 N1 Ir1 123.1(4) . . ?
N2 C19 C18 108.1(5) . . ?
C20 C19 N2 124.8(5) . . ?
C20 C19 C18 127.0(5) . . ?
C10 C11 Ir1 114.1(4) . . ?
C12 C11 Ir1 128.5(5) . . ?
C12 C11 C10 117.2(5) . . ?
C22 C21 C20 120.7(4) 2_656 . ?
C22 C21 C20 120.7(4) . . ?
C22 C21 C22 118.6(9) 2_656 . ?
C5 C4 C3 121.1(6) . . ?
C19 C20 C19 128.4(7) . 2_656 ?
C19 C20 C21 115.8(4) . . ?
C19 C20 C21 115.8(4) 2_656 . ?
C11 C12 C13 122.8(6) . . ?
C6 C7 C8 119.5(7) . . ?
N1 C1 C10 113.1(5) . . ?
N1 C1 C2 120.2(5) . . ?
C2 C1 C10 126.7(5) . . ?
C7 C6 C3 121.2(6) . . ?
N2 C16 C17 113.2(5) . . ?
C18 C17 C16 105.8(5) . . ?
C4 C3 C2 116.9(6) . . ?
C6 C3 C4 122.9(6) . . ?
C6 C3 C2 120.0(6) . . ?
C14 C15 C10 120.9(6) . . ?
C4 C5 N1 121.9(6) . . ?
C3 C2 C1 118.6(5) . . ?
C9 C2 C1 124.7(6) . . ?
C9 C2 C3 116.6(6) . . ?
C17 C18 C19 107.7(5) . . ?
C15 C14 C13 119.9(6) . . ?
C9 C8 C7 120.8(6) . . ?
C21 C22 C23 120.6(8) . . ?
C8 C9 C2 121.6(6) . . ?
C14 C13 C12 119.4(6) . . ?
C24 C23 C22 121.1(9) . . ?
C23 C24 C23 118.0(10) 2_656 . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.527 452.1 100.7 ?
2 0.500 0.000 -0.258 452.1 100.7 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.728
_oxdiff_exptl_absorpt_empirical_full_min 0.659
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
