#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:44:37 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179345 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/42/4324272.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_4324272
loop_
_publ_author_name
'Etienne Baranoff'
'Simona Fantacci'
'Filippo De Angelis'
'Xianxi Zhang'
'Rosario Scopelliti'
'Michael Grätzel'
'Md. Khaja Nazeeruddin'
_publ_section_title
;
 Cyclometalated Iridium(III) Complexes Based on Phenyl-Imidazole Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              451
_journal_page_last               462
_journal_paper_doi               10.1021/ic901834v
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C39 H37 Ir N4 O2'
_chemical_formula_sum            'C39 H37 Ir N4 O2'
_chemical_formula_weight         785.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.68(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.517(3)
_cell_length_b                   10.650(2)
_cell_length_c                   19.517(4)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      3
_cell_volume                     3335.8(12)
_computing_cell_refinement       'automar, marresearch, 2010'
_computing_data_collection
'mar\mx - Micro-beam system, marresearch, 2010'
_computing_data_reduction        'automar, marresearch, 2010'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  mar\mx
_diffrn_measurement_method       'π scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_source         'Genix micro-source sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_sigmaI/netI    0.0846
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10194
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    4.043
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.174
_refine_diff_density_min         -1.447
_refine_diff_density_rms         0.224
_refine_ls_extinction_coef       0.0028(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3730
_refine_ls_number_restraints     168
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0602
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0001P)²+62.5006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                3551
_reflns_number_total             3730
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901834v_si_003.cif
_cod_data_source_block           eb17
_cod_original_cell_volume        3335.6(11)
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4324272
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.2500 0.05833(3) 0.0000 0.03077(19) Uani 1 2 d S . .
O1 O 0.3154(4) 0.2025(5) -0.0421(3) 0.0419(13) Uani 1 1 d . A .
N1 N 0.1491(4) 0.0477(6) -0.0832(3) 0.0348(13) Uani 1 1 d . A .
N2 N 0.0260(5) -0.0305(9) -0.1314(4) 0.057(2) Uani 1 1 d . A .
C1A C 0.1745(7) -0.0598(11) 0.0400(7) 0.030(3) Uani 0.50 1 d PGU A 1
C2A C 0.1957(5) -0.1187(11) 0.1053(6) 0.037(3) Uani 0.50 1 d PGU A 1
H2A H 0.2502 -0.1095 0.1344 0.044 Uiso 0.50 1 calc PR A 1
C3A C 0.1370(7) -0.1910(11) 0.1281(5) 0.042(2) Uani 0.50 1 d PGU A 1
H3A H 0.1515 -0.2313 0.1728 0.050 Uiso 0.50 1 calc PR A 1
C4A C 0.0572(6) -0.2045(10) 0.0855(5) 0.039(2) Uani 0.50 1 d PGU A 1
H4A H 0.0171 -0.2539 0.1011 0.046 Uiso 0.50 1 calc PR A 1
C5A C 0.0360(6) -0.1456(10) 0.0201(5) 0.034(2) Uani 0.50 1 d PGU A 1
H5A H -0.0186 -0.1547 -0.0090 0.041 Uiso 0.50 1 calc PR A 1
C6A C 0.0946(7) -0.0732(10) -0.0026(5) 0.033(2) Uani 0.50 1 d PGU A 1
C1B C 0.1866(7) -0.0850(9) 0.0343(7) 0.027(2) Uani 0.50 1 d PGU A 2
C2B C 0.2156(5) -0.1504(10) 0.0969(6) 0.035(2) Uani 0.50 1 d PGU A 2
H2B H 0.2694 -0.1331 0.1255 0.042 Uiso 0.50 1 calc PR A 2
C3B C 0.1657(7) -0.2410(10) 0.1177(5) 0.040(2) Uani 0.50 1 d PGU A 2
H3B H 0.1855 -0.2857 0.1605 0.048 Uiso 0.50 1 calc PR A 2
C4B C 0.0869(6) -0.2663(9) 0.0758(5) 0.039(2) Uani 0.50 1 d PGU A 2
H4B H 0.0528 -0.3282 0.0900 0.047 Uiso 0.50 1 calc PR A 2
C5B C 0.0579(6) -0.2009(10) 0.0131(5) 0.037(2) Uani 0.50 1 d PGU A 2
H5B H 0.0041 -0.2182 -0.0155 0.044 Uiso 0.50 1 calc PR A 2
C6B C 0.1078(7) -0.1103(10) -0.0076(5) 0.031(2) Uani 0.50 1 d PGU A 2
C7 C 0.0869(5) -0.0270(9) -0.0729(4) 0.047(2) Uani 1 1 d . . .
C8 C 0.1249(5) 0.0919(7) -0.1520(4) 0.0367(15) Uani 1 1 d . . .
C9 C 0.0479(6) 0.0416(8) -0.1822(4) 0.0413(17) Uani 1 1 d . A .
C10 C 0.1781(6) 0.1739(10) -0.1834(4) 0.057(2) Uani 1 1 d . A .
H10A H 0.1572 0.1751 -0.2347 0.085 Uiso 1 1 calc R . .
H10B H 0.2354 0.1420 -0.1715 0.085 Uiso 1 1 calc R . .
H10C H 0.1771 0.2592 -0.1648 0.085 Uiso 1 1 calc R . .
C11A C -0.0043(7) 0.0695(12) -0.2539(4) 0.029(5) Uani 0.50 1 d PG A 1
C12A C 0.0179(6) 0.0146(11) -0.3115(5) 0.039(3) Uani 0.50 1 d PG A 1
H12A H 0.0679 -0.0329 -0.3048 0.046 Uiso 0.50 1 calc PR A 1
C13A C -0.0330(7) 0.0291(12) -0.3787(4) 0.047(4) Uani 0.50 1 d PG A 1
H13A H -0.0178 -0.0084 -0.4180 0.056 Uiso 0.50 1 calc PR A 1
C14A C -0.1061(6) 0.0985(14) -0.3885(4) 0.042(9) Uani 0.50 1 d PG A 1
H14A H -0.1409 0.1085 -0.4344 0.050 Uiso 0.50 1 calc PR A 1
C15A C -0.1283(6) 0.1534(12) -0.3309(6) 0.062(5) Uani 0.50 1 d PG A 1
H15A H -0.1783 0.2009 -0.3376 0.074 Uiso 0.50 1 calc PR A 1
C16A C -0.0774(8) 0.1389(12) -0.2637(5) 0.050(4) Uani 0.50 1 d PG A 1
H16A H -0.0926 0.1764 -0.2243 0.061 Uiso 0.50 1 calc PR A 1
C11B C -0.0070(4) 0.0506(6) -0.2555(3) 0.048(9) Uani 0.50 1 d PG A 2
C12B C -0.0355(4) -0.0512(6) -0.2991(3) 0.041(3) Uani 0.50 1 d PG A 2
H12B H -0.0206 -0.1342 -0.2831 0.049 Uiso 0.50 1 calc PR A 2
C13B C -0.0860(5) -0.0317(8) -0.3661(3) 0.049(4) Uani 0.50 1 d PG A 2
H13B H -0.1056 -0.1012 -0.3959 0.059 Uiso 0.50 1 calc PR A 2
C14B C -0.1079(5) 0.0897(9) -0.3895(3) 0.077(18) Uani 0.50 1 d PG A 2
H14B H -0.1424 0.1031 -0.4353 0.093 Uiso 0.50 1 calc PR A 2
C15B C -0.0793(5) 0.1915(8) -0.3459(4) 0.049(4) Uani 0.50 1 d PG A 2
H15B H -0.0943 0.2745 -0.3619 0.059 Uiso 0.50 1 calc PR A 2
C16B C -0.0289(4) 0.1719(6) -0.2789(3) 0.041(3) Uani 0.50 1 d PG A 2
H16B H -0.0093 0.2415 -0.2491 0.049 Uiso 0.50 1 calc PR A 2
C17 C -0.0526(5) -0.1063(9) -0.1398(3) 0.071(3) Uani 1 1 d G . .
H17A H -0.0384 -0.1925 -0.1238 0.106 Uiso 1 1 calc R A .
H17B H -0.0825 -0.1072 -0.1895 0.106 Uiso 1 1 calc R . .
H17C H -0.0880 -0.0687 -0.1115 0.106 Uiso 1 1 calc R . .
C18 C 0.3028(5) 0.3178(6) -0.0354(3) 0.060(3) Uani 1 1 d G . .
C19 C 0.2500(6) 0.3738(7) 0.0000(3) 0.069(5) Uani 1 2 d SG . .
H19 H 0.2500 0.4630 0.0000 0.083 Uiso 1 2 calc SR . .
C20 C 0.3573(5) 0.4029(8) -0.0724(4) 0.101(6) Uani 1 1 d G A .
H20A H 0.4153 0.4018 -0.0449 0.152 Uiso 1 1 calc R . .
H20B H 0.3361 0.4891 -0.0756 0.152 Uiso 1 1 calc R . .
H20C H 0.3547 0.3707 -0.1200 0.152 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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
N1 Ir1 N1 173.6(3) 2 .
N1 Ir1 C1B 80.4(4) 2 2
N1 Ir1 C1B 94.8(4) . 2
N1 Ir1 C1B 94.8(4) 2 .
N1 Ir1 C1B 80.4(4) . .
C1B Ir1 C1B 83.8(7) 2 .
N1 Ir1 C1A 79.2(4) 2 2
N1 Ir1 C1A 96.9(4) . 2
C1B Ir1 C1A 10.3(5) 2 2
C1B Ir1 C1A 94.0(5) . 2
N1 Ir1 C1A 96.9(4) 2 .
N1 Ir1 C1A 79.2(4) . .
C1B Ir1 C1A 94.1(5) 2 .
C1B Ir1 C1A 10.3(5) . .
C1A Ir1 C1A 104.3(7) 2 .
N1 Ir1 O1 87.3(2) 2 .
N1 Ir1 O1 97.2(2) . .
C1B Ir1 O1 93.8(4) 2 .
C1B Ir1 O1 176.4(4) . .
C1A Ir1 O1 83.5(4) 2 .
C1A Ir1 O1 171.7(4) . .
N1 Ir1 O1 97.2(2) 2 2
N1 Ir1 O1 87.3(2) . 2
C1B Ir1 O1 176.4(4) 2 2
C1B Ir1 O1 93.8(4) . 2
C1A Ir1 O1 171.7(4) 2 2
C1A Ir1 O1 83.5(4) . 2
O1 Ir1 O1 88.8(3) . 2
C18 O1 Ir1 123.1(5) . .
C7 N1 C8 106.8(6) . .
C7 N1 Ir1 114.9(5) . .
C8 N1 Ir1 138.2(6) . .
C7 N2 C9 109.2(7) . .
C7 N2 C17 124.5(7) . .
C9 N2 C17 126.3(7) . .
C2A C1A C6A 120.0 . .
C2A C1A Ir1 125.6(6) . .
C6A C1A Ir1 114.3(6) . .
C1A C2A C3A 120.0 . .
C1A C2A H2A 120.0 . .
C3A C2A H2A 120.0 . .
C4A C3A C2A 120.0 . .
C4A C3A H3A 120.0 . .
C2A C3A H3A 120.0 . .
C3A C4A C5A 120.0 . .
C3A C4A H4A 120.0 . .
C5A C4A H4A 120.0 . .
C4A C5A C6A 120.0 . .
C4A C5A H5A 120.0 . .
C6A C5A H5A 120.0 . .
C5A C6A C1A 120.0 . .
C5A C6A C7 125.8(8) . .
C1A C6A C7 113.2(8) . .
C2B C1B C6B 120.0 . .
C2B C1B Ir1 124.3(6) . .
C6B C1B Ir1 115.6(6) . .
C3B C2B C1B 120.0 . .
C3B C2B H2B 120.0 . .
C1B C2B H2B 120.0 . .
C2B C3B C4B 120.0 . .
C2B C3B H3B 120.0 . .
C4B C3B H3B 120.0 . .
C3B C4B C5B 120.0 . .
C3B C4B H4B 120.0 . .
C5B C4B H4B 120.0 . .
C6B C5B C4B 120.0 . .
C6B C5B H5B 120.0 . .
C4B C5B H5B 120.0 . .
C5B C6B C1B 120.0 . .
C5B C6B C7 128.0(8) . .
C1B C6B C7 112.0(8) . .
N2 C7 N1 109.6(7) . .
N2 C7 C6A 133.5(9) . .
N1 C7 C6A 116.5(8) . .
N2 C7 C6B 132.5(9) . .
N1 C7 C6B 115.9(8) . .
C9 C8 N1 107.9(7) . .
C9 C8 C10 129.4(7) . .
N1 C8 C10 122.7(7) . .
N2 C9 C8 106.5(7) . .
N2 C9 C11A 126.8(9) . .
C8 C9 C11A 126.5(9) . .
N2 C9 C11B 121.4(7) . .
C8 C9 C11B 132.0(7) . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C12A C11A C16A 120.0 . .
C12A C11A C9 118.1(7) . .
C16A C11A C9 121.7(7) . .
C13A C12A C11A 120.0 . .
C13A C12A H12A 120.0 . .
C11A C12A H12A 120.0 . .
C14A C13A C12A 120.0 . .
C14A C13A H13A 120.0 . .
C12A C13A H13A 120.0 . .
C13A C14A C15A 120.0 . .
C13A C14A H14A 120.0 . .
C15A C14A H14A 120.0 . .
C14A C15A C16A 120.0 . .
C14A C15A H15A 120.0 . .
C16A C15A H15A 120.0 . .
C15A C16A C11A 120.0 . .
C15A C16A H16A 120.0 . .
C11A C16A H16A 120.0 . .
C12B C11B C16B 120.0 . .
C12B C11B C9 125.0(4) . .
C16B C11B C9 115.0(4) . .
C11B C12B C13B 120.0 . .
C11B C12B H12B 120.0 . .
C13B C12B H12B 120.0 . .
C14B C13B C12B 120.0 . .
C14B C13B H13B 120.0 . .
C12B C13B H13B 120.0 . .
C15B C14B C13B 120.0 . .
C15B C14B H14B 120.0 . .
C13B C14B H14B 120.0 . .
C14B C15B C16B 120.0 . .
C14B C15B H15B 120.0 . .
C16B C15B H15B 120.0 . .
C15B C16B C11B 120.0 . .
C15B C16B H16B 120.0 . .
C11B C16B H16B 120.0 . .
N2 C17 H17A 109.5 . .
N2 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
N2 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
O1 C18 C19 128.3(4) . .
O1 C18 C20 112.8(4) . .
C19 C18 C20 118.9(6) . .
C18 C19 C18 128.3(3) 2 .
C18 C19 H19 115.8 2 .
C18 C19 H19 115.8 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 N1 2.036(6) 2
Ir1 N1 2.036(6) .
Ir1 C1B 2.050(8) 2
Ir1 C1B 2.050(8) .
Ir1 C1A 2.051(8) 2
Ir1 C1A 2.051(8) .
Ir1 O1 2.149(5) .
Ir1 O1 2.149(5) 2
O1 C18 1.258(10) .
N1 C7 1.351(10) .
N1 C8 1.390(9) .
N2 C7 1.332(10) .
N2 C9 1.369(11) .
N2 C17 1.504(9) .
C1A C2A 1.3900 .
C1A C6A 1.3900 .
C2A C3A 1.3900 .
C2A H2A 0.9500 .
C3A C4A 1.3900 .
C3A H3A 0.9500 .
C4A C5A 1.3900 .
C4A H4A 0.9500 .
C5A C6A 1.3900 .
C5A H5A 0.9500 .
C6A C7 1.433(11) .
C1B C2B 1.3900 .
C1B C6B 1.3900 .
C2B C3B 1.3900 .
C2B H2B 0.9500 .
C3B C4B 1.3900 .
C3B H3B 0.9500 .
C4B C5B 1.3900 .
C4B H4B 0.9500 .
C5B C6B 1.3900 .
C5B H5B 0.9500 .
C6B C7 1.523(11) .
C8 C9 1.378(11) .
C8 C10 1.471(12) .
C9 C11A 1.490(10) .
C9 C11B 1.505(9) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11A C12A 1.3900 .
C11A C16A 1.3900 .
C12A C13A 1.3900 .
C12A H12A 0.9500 .
C13A C14A 1.3900 .
C13A H13A 0.9500 .
C14A C15A 1.3900 .
C14A H14A 0.9500 .
C15A C16A 1.3900 .
C15A H15A 0.9500 .
C16A H16A 0.9500 .
C11B C12B 1.3900 .
C11B C16B 1.3900 .
C12B C13B 1.3900 .
C12B H12B 0.9500 .
C13B C14B 1.3900 .
C13B H13B 0.9500 .
C14B C15B 1.3900 .
C14B H14B 0.9500 .
C15B C16B 1.3900 .
C15B H15B 0.9500 .
C16B H16B 0.9500 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C19 1.371(11) .
C18 C20 1.5701 .
C19 C18 1.370(16) 2
C19 H19 0.9500 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
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_4
N1 Ir1 O1 C18 -98.3(5) 2 .
N1 Ir1 O1 C18 86.1(5) . .
C1B Ir1 O1 C18 -178.6(6) 2 .
C1A Ir1 O1 C18 -177.7(6) 2 .
O1 Ir1 O1 C18 -1.0(4) 2 .
C1B Ir1 N1 C7 92.5(7) 2 .
C1B Ir1 N1 C7 9.7(7) . .
C1A Ir1 N1 C7 102.6(7) 2 .
C1A Ir1 N1 C7 -0.7(7) . .
O1 Ir1 N1 C7 -173.1(6) . .
O1 Ir1 N1 C7 -84.6(6) 2 .
C1B Ir1 N1 C8 -83.6(9) 2 .
C1B Ir1 N1 C8 -166.5(9) . .
C1A Ir1 N1 C8 -73.5(9) 2 .
C1A Ir1 N1 C8 -176.9(9) . .
O1 Ir1 N1 C8 10.8(8) . .
O1 Ir1 N1 C8 99.2(8) 2 .
N1 Ir1 C1A C2A 1.0(7) 2 .
N1 Ir1 C1A C2A 176.0(7) . .
C1B Ir1 C1A C2A 81.8(8) 2 .
C1B Ir1 C1A C2A 80(4) . .
C1A Ir1 C1A C2A 81.5(7) 2 .
O1 Ir1 C1A C2A -95.5(7) 2 .
N1 Ir1 C1A C6A 177.4(5) 2 .
N1 Ir1 C1A C6A -7.6(5) . .
C1B Ir1 C1A C6A -101.7(6) 2 .
C1B Ir1 C1A C6A -104(4) . .
C1A Ir1 C1A C6A -102.0(7) 2 .
O1 Ir1 C1A C6A 80.9(5) 2 .
C6A C1A C2A C3A 0.0 . .
Ir1 C1A C2A C3A 176.3(9) . .
C1A C2A C3A C4A 0.0 . .
C2A C3A C4A C5A 0.0 . .
C3A C4A C5A C6A 0.0 . .
C4A C5A C6A C1A 0.0 . .
C4A C5A C6A C7 167.7(11) . .
C2A C1A C6A C5A 0.0 . .
Ir1 C1A C6A C5A -176.7(8) . .
C2A C1A C6A C7 -169.1(10) . .
Ir1 C1A C6A C7 14.2(8) . .
N1 Ir1 C1B C2B 1.7(7) 2 .
N1 Ir1 C1B C2B 177.5(7) . .
C1B Ir1 C1B C2B 81.5(7) 2 .
C1A Ir1 C1B C2B 81.2(8) 2 .
C1A Ir1 C1B C2B -100(4) . .
O1 Ir1 C1B C2B -95.9(6) 2 .
N1 Ir1 C1B C6B 177.9(5) 2 .
N1 Ir1 C1B C6B -6.3(5) . .
C1B Ir1 C1B C6B -102.3(7) 2 .
C1A Ir1 C1B C6B -102.6(6) 2 .
C1A Ir1 C1B C6B 76(4) . .
O1 Ir1 C1B C6B 80.3(5) 2 .
C6B C1B C2B C3B 0.0 . .
Ir1 C1B C2B C3B 176.0(8) . .
C1B C2B C3B C4B 0.0 . .
C2B C3B C4B C5B 0.0 . .
C3B C4B C5B C6B 0.0 . .
C4B C5B C6B C1B 0.0 . .
C4B C5B C6B C7 -178.4(11) . .
C2B C1B C6B C5B 0.0 . .
Ir1 C1B C6B C5B -176.4(8) . .
C2B C1B C6B C7 178.6(10) . .
Ir1 C1B C6B C7 2.3(8) . .
C9 N2 C7 N1 0.8(12) . .
C17 N2 C7 N1 178.8(9) . .
C9 N2 C7 C6A 172.9(11) . .
C17 N2 C7 C6A -9(2) . .
C9 N2 C7 C6B -162.4(11) . .
C17 N2 C7 C6B 15.6(19) . .
C8 N1 C7 N2 -0.3(11) . .
Ir1 N1 C7 N2 -177.6(7) . .
C8 N1 C7 C6A -173.9(9) . .
Ir1 N1 C7 C6A 8.8(11) . .
C8 N1 C7 C6B 166.0(8) . .
Ir1 N1 C7 C6B -11.3(11) . .
C5A C6A C7 N2 4.8(18) . .
C1A C6A C7 N2 173.2(11) . .
C5A C6A C7 N1 176.4(8) . .
C1A C6A C7 N1 -15.2(12) . .
C5A C6A C7 C6B -91(3) . .
C1A C6A C7 C6B 78(3) . .
C5B C6B C7 N2 -13.2(17) . .
C1B C6B C7 N2 168.3(10) . .
C5B C6B C7 N1 -175.6(7) . .
C1B C6B C7 N1 5.9(11) . .
C5B C6B C7 C6A 88(3) . .
C1B C6B C7 C6A -90(3) . .
C7 N1 C8 C9 -0.3(9) . .
Ir1 N1 C8 C9 176.0(6) . .
C7 N1 C8 C10 -178.3(9) . .
Ir1 N1 C8 C10 -1.9(13) . .
C7 N2 C9 C8 -1.0(11) . .
C17 N2 C9 C8 -178.9(10) . .
C7 N2 C9 C11A -176.1(9) . .
C17 N2 C9 C11A 6.0(16) . .
C7 N2 C9 C11B 176.9(8) . .
C17 N2 C9 C11B -1.0(14) . .
N1 C8 C9 N2 0.8(10) . .
C10 C8 C9 N2 178.5(10) . .
N1 C8 C9 C11A 175.9(8) . .
C10 C8 C9 C11A -6.4(16) . .
N1 C8 C9 C11B -176.8(8) . .
C10 C8 C9 C11B 1.0(16) . .
N2 C9 C11A C12A -109.3(11) . .
C8 C9 C11A C12A 76.6(12) . .
C11B C9 C11A C12A -60(4) . .
N2 C9 C11A C16A 65.1(13) . .
C8 C9 C11A C16A -109.1(10) . .
C11B C9 C11A C16A 115(4) . .
C16A C11A C12A C13A 0.0 . .
C9 C11A C12A C13A 174.4(12) . .
C11A C12A C13A C14A 0.0 . .
C12A C13A C14A C15A 0.0 . .
C13A C14A C15A C16A 0.0 . .
C14A C15A C16A C11A 0.0 . .
C12A C11A C16A C15A 0.0 . .
C9 C11A C16A C15A -174.2(12) . .
N2 C9 C11B C12B -54.8(10) . .
C8 C9 C11B C12B 122.5(8) . .
C11A C9 C11B C12B 171(4) . .
N2 C9 C11B C16B 125.3(8) . .
C8 C9 C11B C16B -57.5(10) . .
C11A C9 C11B C16B -9(4) . .
C16B C11B C12B C13B 0.0 . .
C9 C11B C12B C13B -180.0(5) . .
C11B C12B C13B C14B 0.0 . .
C12B C13B C14B C15B 0.0 . .
C13B C14B C15B C16B 0.0 . .
C14B C15B C16B C11B 0.0 . .
C12B C11B C16B C15B 0.0 . .
C9 C11B C16B C15B 180.0(5) . .
Ir1 O1 C18 C19 2.3(6) . .
Ir1 O1 C18 C20 -178.7(3) . .
O1 C18 C19 C18 -1.4(8) . 2
C20 C18 C19 C18 179.7(8) . 2
