#------------------------------------------------------------------------------
#$Date: 2019-11-19 12:13:35 +0200 (Tue, 19 Nov 2019) $
#$Revision: 231046 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/51/7235197.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7235197
loop_
_publ_author_name
'Yang-Jin Cho'
'So-Yoen Kim'
'Jin-Hyoung Kim'
'Jiwon Lee'
'Dae Won Cho'
'Seungjun Yi'
'Ho-Jin Son'
'Won-Sik Han'
'Sang Ook Kang'
_publ_section_title
;
 Probing photophysical properties of isomeric N-heterocyclic carbene
 Ir(iii) complexes and their applications to deep-blue phosphorescent
 organic light-emitting diodes
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              1651
_journal_page_last               1659
_journal_paper_doi               10.1039/C6TC04757B
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C48 H33 Ir N6 O3'
_chemical_formula_sum            'C48 H33 Ir N6 O3'
_chemical_formula_weight         934.00
_chemical_name_common            k151004
_chemical_name_systematic        m-Ir-(dbfmi)3
_chemical_properties_physical    ', Air-sensitive'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                105.045(9)
_cell_angle_beta                 101.432(9)
_cell_angle_gamma                113.389(8)
_cell_formula_units_Z            2
_cell_length_a                   13.381(6)
_cell_length_b                   13.771(7)
_cell_length_c                   15.248(7)
_cell_measurement_reflns_used    5192
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.646
_cell_measurement_theta_min      2.287
_cell_volume                     2342.2(19)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.772
_diffrn_measured_fraction_theta_max 0.802
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0886
_diffrn_reflns_Laue_measured_fraction_full 0.772
_diffrn_reflns_Laue_measured_fraction_max 0.802
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            24175
_diffrn_reflns_point_group_measured_fraction_full 0.772
_diffrn_reflns_point_group_measured_fraction_max 0.802
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.284
_diffrn_reflns_theta_min         1.470
_exptl_absorpt_coefficient_mu    2.894
_exptl_absorpt_correction_T_max  0.749
_exptl_absorpt_correction_T_min  0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldric, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             928
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.568
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         9325
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.944
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0360
_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)+(0.0478P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1070
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6593
_reflns_number_total             9325
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2017-5-1651.cif
_cod_data_source_block           shelx
_cod_database_code               7235197
_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.
;
_shelx_estimated_absorpt_t_min   0.541
_shelx_estimated_absorpt_t_max   0.749
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.79322(2) -0.00610(2) 0.18097(2) 0.03911(8) Uani 1 1 d . . . . .
O1 O 0.8631(4) 0.4281(4) 0.3324(3) 0.0563(11) Uani 1 1 d . . . . .
O2 O 0.5052(4) -0.3384(4) -0.1710(3) 0.0596(11) Uani 1 1 d . . . . .
O3 O 1.1679(3) 0.0047(4) 0.4117(3) 0.0511(10) Uani 1 1 d . . . . .
N1 N 0.8429(4) 0.2203(4) 0.1824(3) 0.0456(11) Uani 1 1 d . . . . .
N2 N 0.8468(4) 0.1362(4) 0.0454(4) 0.0470(12) Uani 1 1 d . . . . .
N3 N 0.5718(4) -0.1551(4) 0.0224(4) 0.0469(11) Uani 1 1 d . . . . .
N4 N 0.5286(4) -0.0502(5) 0.1215(4) 0.0599(14) Uani 1 1 d . . . . .
N5 N 0.9106(4) -0.0705(4) 0.3202(3) 0.0403(10) Uani 1 1 d . . . . .
N6 N 0.7300(4) -0.1699(4) 0.2988(4) 0.0476(11) Uani 1 1 d . . . . .
C1 C 0.8151(5) 0.1304(5) 0.2968(4) 0.0427(12) Uani 1 1 d . . . . .
C2 C 0.8099(5) 0.1379(5) 0.3898(5) 0.0500(14) Uani 1 1 d . . . . .
H2 H 0.8004 0.0754 0.4066 0.060 Uiso 1 1 calc R U . . .
C3 C 0.8181(5) 0.2320(6) 0.4570(5) 0.0525(15) Uani 1 1 d . . . . .
H3 H 0.8126 0.2318 0.5168 0.063 Uiso 1 1 calc R U . . .
C4 C 0.8349(5) 0.3281(6) 0.4340(5) 0.0512(14) Uani 1 1 d . . . . .
C5 C 0.8482(5) 0.4397(6) 0.4812(5) 0.0554(16) Uani 1 1 d . . . . .
C6 C 0.8484(6) 0.5001(7) 0.5704(6) 0.0696(19) Uani 1 1 d . . . . .
H6 H 0.8369 0.4658 0.6153 0.084 Uiso 1 1 calc R U . . .
C7 C 0.8655(7) 0.6101(8) 0.5921(7) 0.087(3) Uani 1 1 d . . . . .
H7 H 0.8649 0.6496 0.6514 0.104 Uiso 1 1 calc R U . . .
C8 C 0.8838(6) 0.6628(7) 0.5260(7) 0.076(2) Uani 1 1 d . . . . .
H8 H 0.8967 0.7377 0.5421 0.091 Uiso 1 1 calc R U . . .
C9 C 0.8832(6) 0.6068(6) 0.4393(6) 0.070(2) Uani 1 1 d . . . . .
H9 H 0.8948 0.6419 0.3950 0.083 Uiso 1 1 calc R U . . .
C10 C 0.8649(5) 0.4954(6) 0.4174(5) 0.0576(16) Uani 1 1 d . . . . .
C11 C 0.8433(5) 0.3240(5) 0.3430(5) 0.0474(14) Uani 1 1 d . . . . .
C12 C 0.8355(5) 0.2310(5) 0.2767(4) 0.0419(12) Uani 1 1 d . . . . .
C13 C 0.8256(5) 0.1186(5) 0.1251(4) 0.0427(13) Uani 1 1 d . . . . .
C14 C 0.8770(6) 0.3025(6) 0.1423(5) 0.0619(17) Uani 1 1 d . . . . .
H14 H 0.8942 0.3785 0.1693 0.074 Uiso 1 1 calc R U . . .
C15 C 0.8800(6) 0.2496(6) 0.0563(5) 0.0587(17) Uani 1 1 d . . . . .
H15 H 0.9004 0.2824 0.0122 0.070 Uiso 1 1 calc R U . . .
C16 C 0.8426(6) 0.0516(6) -0.0380(5) 0.0620(17) Uani 1 1 d . . . . .
H16A H 0.8669 0.0866 -0.0821 0.093 Uiso 1 1 calc R U . . .
H16B H 0.7648 -0.0099 -0.0698 0.093 Uiso 1 1 calc R U . . .
H16C H 0.8932 0.0223 -0.0171 0.093 Uiso 1 1 calc R U . . .
C17 C 0.7587(5) -0.1434(5) 0.0574(4) 0.0401(12) Uani 1 1 d . . . . .
C18 C 0.8331(5) -0.1858(5) 0.0317(4) 0.0454(13) Uani 1 1 d . . . . .
H18 H 0.9079 -0.1532 0.0747 0.054 Uiso 1 1 calc R U . . .
C19 C 0.7993(5) -0.2749(5) -0.0559(4) 0.0490(14) Uani 1 1 d . . . . .
H19 H 0.8507 -0.3011 -0.0700 0.059 Uiso 1 1 calc R U . . .
C20 C 0.6867(5) -0.3245(5) -0.1223(4) 0.0466(13) Uani 1 1 d . . . . .
C21 C 0.6221(6) -0.4111(6) -0.2191(4) 0.0547(15) Uani 1 1 d . . . . .
C22 C 0.6446(8) -0.4819(7) -0.2859(6) 0.075(2) Uani 1 1 d . . . . .
H22 H 0.7153 -0.4823 -0.2712 0.090 Uiso 1 1 calc R U . . .
C23 C 0.5576(10) -0.5534(8) -0.3766(6) 0.095(3) Uani 1 1 d . . . . .
H23 H 0.5714 -0.6020 -0.4217 0.114 Uiso 1 1 calc R U . . .
C24 C 0.4530(9) -0.5536(8) -0.4004(6) 0.090(3) Uani 1 1 d . . . . .
H24 H 0.3982 -0.6016 -0.4614 0.108 Uiso 1 1 calc R U . . .
C25 C 0.4272(7) -0.4837(7) -0.3356(6) 0.074(2) Uani 1 1 d . . . . .
H25 H 0.3568 -0.4829 -0.3512 0.089 Uiso 1 1 calc R U . . .
C26 C 0.5136(6) -0.4147(6) -0.2455(5) 0.0619(17) Uani 1 1 d . . . . .
C27 C 0.6107(5) -0.2836(5) -0.0962(4) 0.0473(13) Uani 1 1 d . . . . .
C28 C 0.6439(5) -0.1980(5) -0.0090(4) 0.0438(13) Uani 1 1 d . . . . .
C29 C 0.6174(5) -0.0708(5) 0.1119(4) 0.0449(13) Uani 1 1 d . . . . .
C30 C 0.4546(6) -0.1872(7) -0.0248(6) 0.0680(19) Uani 1 1 d . . . . .
H30 H 0.4055 -0.2423 -0.0856 0.082 Uiso 1 1 calc R U . . .
C31 C 0.4312(6) -0.1193(8) 0.0391(6) 0.079(2) Uani 1 1 d . . . . .
H31 H 0.3607 -0.1186 0.0297 0.095 Uiso 1 1 calc R U . . .
C32 C 0.5327(7) 0.0333(8) 0.2074(6) 0.081(2) Uani 1 1 d . . . . .
H32A H 0.4557 0.0120 0.2089 0.122 Uiso 1 1 calc R U . . .
H32B H 0.5657 0.1078 0.2044 0.122 Uiso 1 1 calc R U . . .
H32C H 0.5795 0.0345 0.2646 0.122 Uiso 1 1 calc R U . . .
C33 C 0.9703(4) 0.0482(4) 0.2330(4) 0.0373(11) Uani 1 1 d . . . . .
C34 C 1.0583(5) 0.1207(5) 0.2066(4) 0.0422(12) Uani 1 1 d . . . . .
H34 H 1.0373 0.1479 0.1601 0.051 Uiso 1 1 calc R U . . .
C35 C 1.1746(5) 0.1529(5) 0.2472(4) 0.0459(13) Uani 1 1 d . . . . .
H35 H 1.2302 0.2011 0.2285 0.055 Uiso 1 1 calc R U . . .
C36 C 1.2063(5) 0.1116(5) 0.3164(4) 0.0418(12) Uani 1 1 d . . . . .
C37 C 1.3150(5) 0.1272(5) 0.3740(4) 0.0445(13) Uani 1 1 d . . . . .
C38 C 1.4306(5) 0.1880(6) 0.3826(5) 0.0566(16) Uani 1 1 d . . . . .
H38 H 1.4509 0.2317 0.3454 0.068 Uiso 1 1 calc R U . . .
C39 C 1.5142(6) 0.1822(7) 0.4471(6) 0.0678(19) Uani 1 1 d . . . . .
H39 H 1.5918 0.2235 0.4544 0.081 Uiso 1 1 calc R U . . .
C40 C 1.4837(7) 0.1153(8) 0.5009(6) 0.076(2) Uani 1 1 d . . . . .
H40 H 1.5413 0.1101 0.5419 0.091 Uiso 1 1 calc R U . . .
C41 C 1.3706(6) 0.0560(7) 0.4955(5) 0.0659(19) Uani 1 1 d . . . . .
H41 H 1.3509 0.0144 0.5343 0.079 Uiso 1 1 calc R U . . .
C42 C 1.2884(5) 0.0617(6) 0.4297(5) 0.0522(15) Uani 1 1 d . . . . .
C43 C 1.1201(5) 0.0380(5) 0.3416(4) 0.0409(12) Uani 1 1 d . . . . .
C44 C 1.0040(4) 0.0051(5) 0.3003(4) 0.0379(11) Uani 1 1 d . . . . .
C45 C 0.8008(5) -0.0961(5) 0.2673(4) 0.0422(12) Uani 1 1 d . . . . .
C46 C 0.9056(5) -0.1311(6) 0.3806(5) 0.0512(15) Uani 1 1 d . . . . .
H46 H 0.9677 -0.1305 0.4214 0.061 Uiso 1 1 calc R U . . .
C47 C 0.7943(6) -0.1901(6) 0.3683(5) 0.0588(17) Uani 1 1 d . . . . .
H47 H 0.7645 -0.2371 0.4008 0.071 Uiso 1 1 calc R U . . .
C48 C 0.6038(5) -0.2225(7) 0.2622(6) 0.0675(19) Uani 1 1 d . . . . .
H48A H 0.5725 -0.2656 0.2994 0.101 Uiso 1 1 calc R U . . .
H48B H 0.5751 -0.2723 0.1958 0.101 Uiso 1 1 calc R U . . .
H48C H 0.5808 -0.1640 0.2675 0.101 Uiso 1 1 calc R U . . .
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'
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
C45 Ir1 C13 164.2(2) . .
C45 Ir1 C29 104.2(2) . .
C13 Ir1 C29 89.1(2) . .
C45 Ir1 C33 78.4(2) . .
C13 Ir1 C33 89.5(2) . .
C29 Ir1 C33 172.5(2) . .
C45 Ir1 C1 91.2(2) . .
C13 Ir1 C1 78.5(2) . .
C29 Ir1 C1 97.4(2) . .
C33 Ir1 C1 89.5(2) . .
C45 Ir1 C17 91.8(2) . .
C13 Ir1 C17 99.3(2) . .
C29 Ir1 C17 78.1(2) . .
C33 Ir1 C17 94.9(2) . .
C1 Ir1 C17 175.09(19) . .
C10 O1 C11 105.1(5) . .
C26 O2 C27 106.5(5) . .
C43 O3 C42 104.5(4) . .
C13 N1 C14 112.5(5) . .
C13 N1 C12 117.1(4) . .
C14 N1 C12 130.1(5) . .
C13 N2 C15 110.5(5) . .
C13 N2 C16 125.6(5) . .
C15 N2 C16 123.9(5) . .
C29 N3 C28 117.8(5) . .
C29 N3 C30 112.4(5) . .
C28 N3 C30 129.8(5) . .
C29 N4 C31 110.6(6) . .
C29 N4 C32 125.4(6) . .
C31 N4 C32 124.0(5) . .
C45 N5 C46 110.8(5) . .
C45 N5 C44 116.5(4) . .
C46 N5 C44 132.6(4) . .
C45 N6 C47 110.3(5) . .
C45 N6 C48 124.3(5) . .
C47 N6 C48 125.4(5) . .
C2 C1 C12 115.4(5) . .
C2 C1 Ir1 130.6(4) . .
C12 C1 Ir1 114.0(4) . .
C3 C2 C1 124.1(5) . .
C3 C2 H2 117.9 . .
C1 C2 H2 117.9 . .
C2 C3 C4 119.0(6) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C3 C4 C11 118.1(6) . .
C3 C4 C5 136.6(6) . .
C11 C4 C5 105.3(5) . .
C10 C5 C6 117.0(6) . .
C10 C5 C4 106.8(6) . .
C6 C5 C4 136.2(7) . .
C7 C6 C5 120.1(8) . .
C7 C6 H6 119.9 . .
C5 C6 H6 119.9 . .
C6 C7 C8 120.6(8) . .
C6 C7 H7 119.7 . .
C8 C7 H7 119.7 . .
C9 C8 C7 120.8(7) . .
C9 C8 H8 119.6 . .
C7 C8 H8 119.6 . .
C8 C9 C10 118.4(8) . .
C8 C9 H9 120.8 . .
C10 C9 H9 120.8 . .
O1 C10 C5 111.9(6) . .
O1 C10 C9 125.0(7) . .
C5 C10 C9 123.0(7) . .
C12 C11 C4 122.8(5) . .
C12 C11 O1 126.2(5) . .
C4 C11 O1 110.9(5) . .
C11 C12 C1 120.5(5) . .
C11 C12 N1 126.1(5) . .
C1 C12 N1 113.4(5) . .
N1 C13 N2 104.0(5) . .
N1 C13 Ir1 117.0(4) . .
N2 C13 Ir1 138.7(4) . .
C15 C14 N1 105.7(6) . .
C15 C14 H14 127.2 . .
N1 C14 H14 127.2 . .
C14 C15 N2 107.3(6) . .
C14 C15 H15 126.3 . .
N2 C15 H15 126.3 . .
N2 C16 H16A 109.5 . .
N2 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
N2 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 C28 116.8(5) . .
C18 C17 Ir1 129.3(4) . .
C28 C17 Ir1 114.0(4) . .
C19 C18 C17 122.9(5) . .
C19 C18 H18 118.6 . .
C17 C18 H18 118.6 . .
C18 C19 C20 119.4(5) . .
C18 C19 H19 120.3 . .
C20 C19 H19 120.3 . .
C19 C20 C27 118.0(5) . .
C19 C20 C21 136.2(5) . .
C27 C20 C21 105.7(5) . .
C22 C21 C26 118.2(7) . .
C22 C21 C20 135.6(7) . .
C26 C21 C20 106.1(5) . .
C21 C22 C23 118.2(8) . .
C21 C22 H22 120.9 . .
C23 C22 H22 120.9 . .
C24 C23 C22 122.0(8) . .
C24 C23 H23 119.0 . .
C22 C23 H23 119.0 . .
C23 C24 C25 121.5(8) . .
C23 C24 H24 119.2 . .
C25 C24 H24 119.2 . .
C24 C25 C26 115.8(8) . .
C24 C25 H25 122.1 . .
C26 C25 H25 122.1 . .
O2 C26 C25 124.8(7) . .
O2 C26 C21 111.0(6) . .
C25 C26 C21 124.2(7) . .
C28 C27 O2 127.3(5) . .
C28 C27 C20 122.0(5) . .
O2 C27 C20 110.6(5) . .
C27 C28 N3 124.9(5) . .
C27 C28 C17 120.8(5) . .
N3 C28 C17 114.3(5) . .
N4 C29 N3 103.9(5) . .
N4 C29 Ir1 140.4(5) . .
N3 C29 Ir1 115.3(4) . .
C31 C30 N3 103.6(6) . .
C31 C30 H30 128.2 . .
N3 C30 H30 128.2 . .
C30 C31 N4 109.5(5) . .
C30 C31 H31 125.3 . .
N4 C31 H31 125.3 . .
N4 C32 H32A 109.5 . .
N4 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
N4 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C44 C33 C34 117.2(5) . .
C44 C33 Ir1 115.0(4) . .
C34 C33 Ir1 127.7(4) . .
C35 C34 C33 122.9(5) . .
C35 C34 H34 118.5 . .
C33 C34 H34 118.5 . .
C34 C35 C36 118.6(5) . .
C34 C35 H35 120.7 . .
C36 C35 H35 120.7 . .
C35 C36 C43 119.1(5) . .
C35 C36 C37 134.4(5) . .
C43 C36 C37 106.5(5) . .
C42 C37 C38 118.6(5) . .
C42 C37 C36 106.3(5) . .
C38 C37 C36 135.0(6) . .
C39 C38 C37 118.9(6) . .
C39 C38 H38 120.6 . .
C37 C38 H38 120.6 . .
C38 C39 C40 120.5(6) . .
C38 C39 H39 119.7 . .
C40 C39 H39 119.7 . .
C41 C40 C39 122.0(6) . .
C41 C40 H40 119.0 . .
C39 C40 H40 119.0 . .
C42 C41 C40 116.4(7) . .
C42 C41 H41 121.8 . .
C40 C41 H41 121.8 . .
C41 C42 C37 123.4(6) . .
C41 C42 O3 124.9(6) . .
C37 C42 O3 111.6(5) . .
C44 C43 C36 122.1(5) . .
C44 C43 O3 126.7(5) . .
C36 C43 O3 111.1(5) . .
C43 C44 C33 119.9(5) . .
C43 C44 N5 126.1(4) . .
C33 C44 N5 114.0(4) . .
N6 C45 N5 104.2(4) . .
N6 C45 Ir1 139.8(4) . .
N5 C45 Ir1 115.7(4) . .
C47 C46 N5 106.1(5) . .
C47 C46 H46 126.9 . .
N5 C46 H46 126.9 . .
C46 C47 N6 108.6(5) . .
C46 C47 H47 125.7 . .
N6 C47 H47 125.7 . .
N6 C48 H48A 109.5 . .
N6 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
N6 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C45 2.042(5) .
Ir1 C13 2.043(5) .
Ir1 C29 2.075(5) .
Ir1 C33 2.084(5) .
Ir1 C1 2.092(6) .
Ir1 C17 2.110(6) .
O1 C10 1.373(8) .
O1 C11 1.409(7) .
O2 C26 1.390(8) .
O2 C27 1.390(7) .
O3 C43 1.407(6) .
O3 C42 1.414(7) .
N1 C13 1.344(7) .
N1 C14 1.388(8) .
N1 C12 1.434(7) .
N2 C13 1.360(7) .
N2 C15 1.396(8) .
N2 C16 1.460(8) .
N3 C29 1.366(8) .
N3 C28 1.414(6) .
N3 C30 1.418(7) .
N4 C29 1.353(7) .
N4 C31 1.388(9) .
N4 C32 1.476(9) .
N5 C45 1.380(7) .
N5 C46 1.389(7) .
N5 C44 1.420(7) .
N6 C45 1.352(7) .
N6 C47 1.387(8) .
N6 C48 1.461(8) .
C1 C2 1.411(8) .
C1 C12 1.430(8) .
C2 C3 1.377(9) .
C2 H2 0.9300 .
C3 C4 1.401(9) .
C3 H3 0.9300 .
C4 C11 1.403(9) .
C4 C5 1.438(9) .
C5 C10 1.386(10) .
C5 C6 1.397(9) .
C6 C7 1.375(12) .
C6 H6 0.9300 .
C7 C8 1.392(13) .
C7 H7 0.9300 .
C8 C9 1.343(11) .
C8 H8 0.9300 .
C9 C10 1.389(9) .
C9 H9 0.9300 .
C11 C12 1.361(8) .
C14 C15 1.341(10) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C18 1.408(7) .
C17 C28 1.421(8) .
C18 C19 1.401(9) .
C18 H18 0.9300 .
C19 C20 1.407(8) .
C19 H19 0.9300 .
C20 C27 1.418(8) .
C20 C21 1.452(9) .
C21 C22 1.385(10) .
C21 C26 1.405(10) .
C22 C23 1.407(12) .
C22 H22 0.9300 .
C23 C24 1.374(13) .
C23 H23 0.9300 .
C24 C25 1.388(12) .
C24 H24 0.9300 .
C25 C26 1.395(10) .
C25 H25 0.9300 .
C27 C28 1.375(8) .
C30 C31 1.342(11) .
C30 H30 0.9300 .
C31 H31 0.9300 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C33 C44 1.399(7) .
C33 C34 1.417(7) .
C34 C35 1.388(8) .
C34 H34 0.9300 .
C35 C36 1.393(7) .
C35 H35 0.9300 .
C36 C43 1.398(8) .
C36 C37 1.443(8) .
C37 C42 1.387(8) .
C37 C38 1.395(8) .
C38 C39 1.380(9) .
C38 H38 0.9300 .
C39 C40 1.384(11) .
C39 H39 0.9300 .
C40 C41 1.378(11) .
C40 H40 0.9300 .
C41 C42 1.377(8) .
C41 H41 0.9300 .
C43 C44 1.386(7) .
C46 C47 1.327(9) .
C46 H46 0.9300 .
C47 H47 0.9300 .
C48 H48A 0.9600 .
C48 H48B 0.9600 .
C48 H48C 0.9600 .
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
C12 C1 C2 C3 2.9(8) . . . .
Ir1 C1 C2 C3 -175.2(5) . . . .
C1 C2 C3 C4 -1.3(9) . . . .
C2 C3 C4 C11 -0.4(9) . . . .
C2 C3 C4 C5 -179.6(7) . . . .
C3 C4 C5 C10 178.6(7) . . . .
C11 C4 C5 C10 -0.7(7) . . . .
C3 C4 C5 C6 -1.2(13) . . . .
C11 C4 C5 C6 179.5(7) . . . .
C10 C5 C6 C7 -0.5(10) . . . .
C4 C5 C6 C7 179.2(7) . . . .
C5 C6 C7 C8 -0.6(12) . . . .
C6 C7 C8 C9 1.1(12) . . . .
C7 C8 C9 C10 -0.6(11) . . . .
C11 O1 C10 C5 0.5(7) . . . .
C11 O1 C10 C9 179.3(6) . . . .
C6 C5 C10 O1 179.9(5) . . . .
C4 C5 C10 O1 0.1(7) . . . .
C6 C5 C10 C9 1.1(10) . . . .
C4 C5 C10 C9 -178.7(6) . . . .
C8 C9 C10 O1 -179.3(6) . . . .
C8 C9 C10 C5 -0.6(11) . . . .
C3 C4 C11 C12 0.2(9) . . . .
C5 C4 C11 C12 179.7(5) . . . .
C3 C4 C11 O1 -178.4(5) . . . .
C5 C4 C11 O1 1.0(7) . . . .
C10 O1 C11 C12 -179.5(5) . . . .
C10 O1 C11 C4 -1.0(6) . . . .
C4 C11 C12 C1 1.5(9) . . . .
O1 C11 C12 C1 180.0(5) . . . .
C4 C11 C12 N1 179.8(5) . . . .
O1 C11 C12 N1 -1.8(9) . . . .
C2 C1 C12 C11 -3.0(8) . . . .
Ir1 C1 C12 C11 175.4(4) . . . .
C2 C1 C12 N1 178.5(4) . . . .
Ir1 C1 C12 N1 -3.1(6) . . . .
C13 N1 C12 C11 -175.9(5) . . . .
C14 N1 C12 C11 11.5(10) . . . .
C13 N1 C12 C1 2.5(7) . . . .
C14 N1 C12 C1 -170.1(6) . . . .
C14 N1 C13 N2 -1.4(6) . . . .
C12 N1 C13 N2 -175.3(4) . . . .
C14 N1 C13 Ir1 173.2(4) . . . .
C12 N1 C13 Ir1 -0.7(6) . . . .
C15 N2 C13 N1 1.7(6) . . . .
C16 N2 C13 N1 178.3(5) . . . .
C15 N2 C13 Ir1 -171.0(5) . . . .
C16 N2 C13 Ir1 5.6(9) . . . .
C13 N1 C14 C15 0.6(7) . . . .
C12 N1 C14 C15 173.5(5) . . . .
N1 C14 C15 N2 0.5(7) . . . .
C13 N2 C15 C14 -1.4(7) . . . .
C16 N2 C15 C14 -178.1(6) . . . .
C28 C17 C18 C19 2.0(8) . . . .
Ir1 C17 C18 C19 -176.7(4) . . . .
C17 C18 C19 C20 0.7(8) . . . .
C18 C19 C20 C27 -1.7(8) . . . .
C18 C19 C20 C21 176.3(6) . . . .
C19 C20 C21 C22 0.9(13) . . . .
C27 C20 C21 C22 179.1(7) . . . .
C19 C20 C21 C26 -176.9(7) . . . .
C27 C20 C21 C26 1.3(6) . . . .
C26 C21 C22 C23 0.2(10) . . . .
C20 C21 C22 C23 -177.4(7) . . . .
C21 C22 C23 C24 0.7(13) . . . .
C22 C23 C24 C25 -0.6(15) . . . .
C23 C24 C25 C26 -0.4(13) . . . .
C27 O2 C26 C25 -177.4(7) . . . .
C27 O2 C26 C21 1.0(7) . . . .
C24 C25 C26 O2 179.5(7) . . . .
C24 C25 C26 C21 1.4(11) . . . .
C22 C21 C26 O2 -179.7(6) . . . .
C20 C21 C26 O2 -1.4(7) . . . .
C22 C21 C26 C25 -1.3(10) . . . .
C20 C21 C26 C25 176.9(6) . . . .
C26 O2 C27 C28 177.5(6) . . . .
C26 O2 C27 C20 -0.1(6) . . . .
C19 C20 C27 C28 0.0(8) . . . .
C21 C20 C27 C28 -178.5(5) . . . .
C19 C20 C27 O2 177.8(5) . . . .
C21 C20 C27 O2 -0.7(6) . . . .
O2 C27 C28 N3 4.1(9) . . . .
C20 C27 C28 N3 -178.5(5) . . . .
O2 C27 C28 C17 -174.6(5) . . . .
C20 C27 C28 C17 2.8(8) . . . .
C29 N3 C28 C27 179.1(5) . . . .
C30 N3 C28 C27 0.0(10) . . . .
C29 N3 C28 C17 -2.1(7) . . . .
C30 N3 C28 C17 178.9(6) . . . .
C18 C17 C28 C27 -3.7(8) . . . .
Ir1 C17 C28 C27 175.2(4) . . . .
C18 C17 C28 N3 177.4(5) . . . .
Ir1 C17 C28 N3 -3.6(6) . . . .
C31 N4 C29 N3 -0.9(7) . . . .
C32 N4 C29 N3 178.8(7) . . . .
C31 N4 C29 Ir1 171.1(6) . . . .
C32 N4 C29 Ir1 -9.2(11) . . . .
C28 N3 C29 N4 -178.8(5) . . . .
C30 N3 C29 N4 0.5(7) . . . .
C28 N3 C29 Ir1 6.9(6) . . . .
C30 N3 C29 Ir1 -173.9(4) . . . .
C29 N3 C30 C31 0.1(8) . . . .
C28 N3 C30 C31 179.2(6) . . . .
N3 C30 C31 N4 -0.6(9) . . . .
C29 N4 C31 C30 1.0(10) . . . .
C32 N4 C31 C30 -178.7(7) . . . .
C44 C33 C34 C35 -2.4(8) . . . .
Ir1 C33 C34 C35 179.0(4) . . . .
C33 C34 C35 C36 0.5(9) . . . .
C34 C35 C36 C43 0.9(8) . . . .
C34 C35 C36 C37 -178.7(6) . . . .
C35 C36 C37 C42 -179.7(6) . . . .
C43 C36 C37 C42 0.6(6) . . . .
C35 C36 C37 C38 -1.1(12) . . . .
C43 C36 C37 C38 179.3(7) . . . .
C42 C37 C38 C39 -1.0(9) . . . .
C36 C37 C38 C39 -179.6(7) . . . .
C37 C38 C39 C40 1.3(11) . . . .
C38 C39 C40 C41 -2.7(12) . . . .
C39 C40 C41 C42 3.5(12) . . . .
C40 C41 C42 C37 -3.3(11) . . . .
C40 C41 C42 O3 178.4(7) . . . .
C38 C37 C42 C41 2.1(10) . . . .
C36 C37 C42 C41 -179.0(6) . . . .
C38 C37 C42 O3 -179.3(5) . . . .
C36 C37 C42 O3 -0.4(7) . . . .
C43 O3 C42 C41 178.6(6) . . . .
C43 O3 C42 C37 0.1(7) . . . .
C35 C36 C43 C44 -0.4(8) . . . .
C37 C36 C43 C44 179.4(5) . . . .
C35 C36 C43 O3 179.7(5) . . . .
C37 C36 C43 O3 -0.6(6) . . . .
C42 O3 C43 C44 -179.6(6) . . . .
C42 O3 C43 C36 0.3(6) . . . .
C36 C43 C44 C33 -1.7(8) . . . .
O3 C43 C44 C33 178.3(5) . . . .
C36 C43 C44 N5 178.9(5) . . . .
O3 C43 C44 N5 -1.1(9) . . . .
C34 C33 C44 C43 2.9(8) . . . .
Ir1 C33 C44 C43 -178.3(4) . . . .
C34 C33 C44 N5 -177.6(5) . . . .
Ir1 C33 C44 N5 1.1(6) . . . .
C45 N5 C44 C43 -176.9(5) . . . .
C46 N5 C44 C43 -0.9(10) . . . .
C45 N5 C44 C33 3.7(7) . . . .
C46 N5 C44 C33 179.7(6) . . . .
C47 N6 C45 N5 -0.7(7) . . . .
C48 N6 C45 N5 -179.2(6) . . . .
C47 N6 C45 Ir1 -172.7(5) . . . .
C48 N6 C45 Ir1 8.8(10) . . . .
C46 N5 C45 N6 1.9(6) . . . .
C44 N5 C45 N6 178.8(4) . . . .
C46 N5 C45 Ir1 176.2(4) . . . .
C44 N5 C45 Ir1 -6.9(6) . . . .
C45 N5 C46 C47 -2.5(7) . . . .
C44 N5 C46 C47 -178.7(6) . . . .
N5 C46 C47 N6 2.0(8) . . . .
C45 N6 C47 C46 -0.8(8) . . . .
C48 N6 C47 C46 177.6(6) . . . .
