#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:05:24 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179501 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/98/4339824.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_4339824
loop_
_publ_author_name
'McGee, Kari A.'
'Mann, Kent R.'
_publ_section_title
;
 Selective low-temperature syntheses of facial and meridional
 tris-cyclometalated iridium(III) complexes.
;
_journal_issue                   19
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7800
_journal_page_last               7809
_journal_paper_doi               10.1021/ic700440c
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C44 H32 Cl2 Ir2 N4'
_chemical_formula_sum            'C44 H32 Cl2 Ir2 N4'
_chemical_formula_weight         1072.04
_chemical_name_common            04136
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.6740(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.2872(6)
_cell_length_b                   11.9810(8)
_cell_length_c                   16.7420(11)
_cell_measurement_reflns_used    3181
_cell_measurement_temperature    173(2)
_cell_volume                     1836.4(2)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens SMART Platform CCD'
_diffrn_measurement_method       'area detector, omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10061
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    7.423
_exptl_absorpt_correction_T_max  0.500000
_exptl_absorpt_correction_T_min  0.391887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.0948
_refine_diff_density_max         0.948
_refine_diff_density_min         -0.823
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         3242
_refine_ls_number_restraints     364
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0180P)²+4.5009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0526
_refine_ls_wR_factor_ref         0.0548
_reflns_number_gt                2851
_reflns_number_total             3242
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            tris_ir_cifs_revised.cif
_cod_data_source_block           04136z
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4339824
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.93320(2) 0.620240(15) 0.555000(10) 0.03695(8) Uani 1 1 d . . .
Cl1 Cl 0.83460(14) 0.48859(9) 0.44250(7) 0.0396(3) Uani 1 1 d . . .
N1 N 0.8531(10) 0.5107(8) 0.6368(7) 0.0346(14) Uani 0.497(3) 1 d PD A 1
C1 C 0.7602(9) 0.4243(7) 0.6204(5) 0.039(2) Uani 0.497(3) 1 d PD A 1
H1A H 0.7211 0.4074 0.5657 0.047 Uiso 0.497(3) 1 calc PR A 1
C2 C 0.7201(10) 0.3591(8) 0.6821(7) 0.058(3) Uani 0.497(3) 1 d PD A 1
H2A H 0.6544 0.2984 0.6697 0.069 Uiso 0.497(3) 1 calc PR A 1
C3 C 0.7768(13) 0.3840(10) 0.7603(8) 0.078(3) Uani 0.497(3) 1 d PD A 1
H3A H 0.7508 0.3405 0.8031 0.094 Uiso 0.497(3) 1 calc PR A 1
C4 C 0.8718(12) 0.4721(8) 0.7775(7) 0.071(3) Uani 0.497(3) 1 d PD A 1
H4A H 0.9112 0.4893 0.8322 0.085 Uiso 0.497(3) 1 calc PR A 1
C5 C 0.9099(9) 0.5356(7) 0.7153(5) 0.043(2) Uani 0.497(3) 1 d PD A 1
C6 C 0.9980(9) 0.6384(7) 0.7241(5) 0.043(3) Uani 0.497(3) 1 d PD A 1
C11 C 1.0629(11) 0.6842(9) 0.7976(7) 0.083(3) Uani 0.497(3) 1 d PD A 1
H11A H 1.0543 0.6467 0.8466 0.099 Uiso 0.497(3) 1 calc PR A 1
C10 C 1.1376(11) 0.7808(8) 0.8006(7) 0.053(4) Uani 0.497(3) 1 d PD A 1
H10A H 1.1807 0.8099 0.8519 0.063 Uiso 0.497(3) 1 calc PR A 1
C9 C 1.1532(11) 0.8378(10) 0.7323(6) 0.047(3) Uani 0.497(3) 1 d PD A 1
H9A H 1.2063 0.9059 0.7355 0.056 Uiso 0.497(3) 1 calc PR A 1
C8 C 1.0893(9) 0.7942(8) 0.6571(6) 0.037(3) Uani 0.497(3) 1 d PD A 1
H8A H 1.0993 0.8331 0.6089 0.044 Uiso 0.497(3) 1 calc PR A 1
C7 C 1.0109(9) 0.6939(7) 0.6521(6) 0.031(2) Uani 0.497(3) 1 d PD A 1
N2 N 0.9703(10) 0.7353(9) 0.4764(6) 0.0298(17) Uani 0.497(3) 1 d PD A 1
C12 C 1.0940(10) 0.7413(7) 0.4455(5) 0.039(2) Uani 0.497(3) 1 d PD A 1
H12A H 1.1620 0.6816 0.4558 0.047 Uiso 0.497(3) 1 calc PR A 1
C13 C 1.1276(11) 0.8304(8) 0.3994(5) 0.052(3) Uani 0.497(3) 1 d PD A 1
H13A H 1.2166 0.8317 0.3786 0.062 Uiso 0.497(3) 1 calc PR A 1
C14 C 1.0315(13) 0.9155(11) 0.3847(7) 0.075(4) Uani 0.497(3) 1 d PD A 1
H14A H 1.0520 0.9777 0.3532 0.090 Uiso 0.497(3) 1 calc PR A 1
C15 C 0.9037(12) 0.9110(8) 0.4157(6) 0.071(3) Uani 0.497(3) 1 d PD A 1
H15A H 0.8358 0.9707 0.4055 0.085 Uiso 0.497(3) 1 calc PR A 1
C16 C 0.8724(10) 0.8208(7) 0.4619(6) 0.064(4) Uani 0.497(3) 1 d PD A 1
C17 C 0.7402(12) 0.8055(10) 0.4986(9) 0.061(5) Uani 0.497(3) 1 d PD A 1
C22 C 0.6207(13) 0.8763(10) 0.4909(8) 0.083(3) Uani 0.497(3) 1 d PD A 1
H22A H 0.6237 0.9446 0.4624 0.099 Uiso 0.497(3) 1 calc PR A 1
C21 C 0.5011(14) 0.8517(11) 0.5223(9) 0.081(3) Uani 0.497(3) 1 d PD A 1
H21A H 0.4215 0.9026 0.5156 0.097 Uiso 0.497(3) 1 calc PR A 1
C20 C 0.4921(17) 0.7569(13) 0.5626(9) 0.071(3) Uani 0.497(3) 1 d PD A 1
H20A H 0.4067 0.7403 0.5846 0.085 Uiso 0.497(3) 1 calc PR A 1
C19 C 0.6088(13) 0.6820(10) 0.5725(7) 0.051(3) Uani 0.497(3) 1 d PD A 1
H19A H 0.6022 0.6144 0.6013 0.061 Uiso 0.497(3) 1 calc PR A 1
C18 C 0.7354(14) 0.7051(11) 0.5405(8) 0.033(2) Uani 0.497(3) 1 d PD A 1
N1' N 0.8744(11) 0.5273(8) 0.6423(6) 0.0346(14) Uani 0.503(3) 1 d PD A 5
C1' C 0.9536(12) 0.4511(7) 0.6892(5) 0.052(3) Uani 0.503(3) 1 d PD A 5
H1'A H 1.0533 0.4413 0.6844 0.062 Uiso 0.503(3) 1 calc PR A 5
C2' C 0.8952(15) 0.3861(8) 0.7442(5) 0.077(4) Uani 0.503(3) 1 d PD A 5
H2'A H 0.9540 0.3327 0.7767 0.092 Uiso 0.503(3) 1 calc PR A 5
C3' C 0.7527(16) 0.3999(10) 0.7512(7) 0.078(3) Uani 0.503(3) 1 d PD A 5
H3'A H 0.7106 0.3561 0.7886 0.094 Uiso 0.503(3) 1 calc PR A 5
C4' C 0.6699(13) 0.4775(9) 0.7036(6) 0.072(4) Uani 0.503(3) 1 d PD A 5
H4'A H 0.5701 0.4875 0.7082 0.086 Uiso 0.503(3) 1 calc PR A 5
C5' C 0.7313(10) 0.5418(7) 0.6488(5) 0.043(3) Uani 0.503(3) 1 d PD A 5
C6' C 0.6613(11) 0.6360(9) 0.6011(6) 0.047(3) Uani 0.503(3) 1 d PD A 5
C11' C 0.5170(12) 0.6686(10) 0.5985(7) 0.060(3) Uani 0.503(3) 1 d PD A 5
H11B H 0.4563 0.6278 0.6284 0.072 Uiso 0.503(3) 1 calc PR A 5
C10' C 0.4617(18) 0.7579(13) 0.5538(9) 0.071(3) Uani 0.503(3) 1 d PD A 5
H10B H 0.3628 0.7791 0.5526 0.085 Uiso 0.503(3) 1 calc PR A 5
C9' C 0.5461(14) 0.8161(12) 0.5113(9) 0.081(3) Uani 0.503(3) 1 d PD A 5
H9'A H 0.5068 0.8785 0.4801 0.097 Uiso 0.503(3) 1 calc PR A 5
C8' C 0.6924(13) 0.7852(10) 0.5127(7) 0.044(4) Uani 0.503(3) 1 d PD A 5
H8'A H 0.7506 0.8274 0.4822 0.053 Uiso 0.503(3) 1 calc PR A 5
C7' C 0.7539(14) 0.6945(11) 0.5576(8) 0.033(2) Uani 0.503(3) 1 d PD A 5
N2' N 1.0125(9) 0.7418(9) 0.4805(6) 0.0298(17) Uani 0.503(3) 1 d PD A 5
C12' C 0.9795(9) 0.7364(7) 0.3993(5) 0.039(2) Uani 0.503(3) 1 d PD A 5
H12B H 0.9286 0.6728 0.3752 0.047 Uiso 0.503(3) 1 calc PR A 5
C13' C 1.0169(10) 0.8204(8) 0.3491(6) 0.051(3) Uani 0.503(3) 1 d PD A 5
H13B H 0.9925 0.8149 0.2918 0.062 Uiso 0.503(3) 1 calc PR A 5
C14' C 1.0900(11) 0.9110(10) 0.3852(8) 0.075(4) Uani 0.503(3) 1 d PD A 5
H14B H 1.1171 0.9698 0.3527 0.090 Uiso 0.503(3) 1 calc PR A 5
C15' C 1.1242(9) 0.9179(7) 0.4671(6) 0.048(3) Uani 0.503(3) 1 d PD A 5
H15B H 1.1751 0.9813 0.4915 0.057 Uiso 0.503(3) 1 calc PR A 5
C16' C 1.0847(8) 0.8316(6) 0.5156(5) 0.037(2) Uani 0.503(3) 1 d PD A 5
C17' C 1.1075(8) 0.8302(7) 0.6043(5) 0.039(2) Uani 0.503(3) 1 d PD A 5
C22' C 1.1812(9) 0.9135(8) 0.6535(7) 0.061(3) Uani 0.503(3) 1 d PD A 5
H22B H 1.2230 0.9747 0.6295 0.073 Uiso 0.503(3) 1 calc PR A 5
C21' C 1.1935(11) 0.9078(10) 0.7345(6) 0.065(4) Uani 0.503(3) 1 d PD A 5
H21B H 1.2439 0.9650 0.7672 0.078 Uiso 0.503(3) 1 calc PR A 5
C20' C 1.1351(10) 0.8219(9) 0.7697(8) 0.047(3) Uani 0.503(3) 1 d PD A 5
H20B H 1.1449 0.8193 0.8270 0.056 Uiso 0.503(3) 1 calc PR A 5
C19' C 1.0605(9) 0.7366(8) 0.7234(5) 0.045(3) Uani 0.503(3) 1 d PD A 5
H19B H 1.0200 0.6767 0.7495 0.054 Uiso 0.503(3) 1 calc PR A 5
C18' C 1.0450(10) 0.7389(8) 0.6393(6) 0.031(2) Uani 0.503(3) 1 d PD A 5
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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_3
C7 Ir1 C7' 88.4(5) .
C7 Ir1 N2 99.4(4) .
C7' Ir1 N2 86.6(4) .
C7 Ir1 N1' 75.0(4) .
C7' Ir1 N1' 84.0(4) .
N2 Ir1 N1' 169.1(4) .
C7 Ir1 C18 94.3(5) .
C7' Ir1 C18 8.0(7) .
N2 Ir1 C18 80.2(4) .
N1' Ir1 C18 90.8(4) .
C7 Ir1 N1 81.8(4) .
C7' Ir1 N1 82.6(4) .
N2 Ir1 N1 169.0(4) .
N1' Ir1 N1 7.0(5) .
C18 Ir1 N1 88.8(4) .
C7 Ir1 N2' 93.7(4) .
C7' Ir1 N2' 94.8(4) .
N2 Ir1 N2' 10.2(4) .
N1' Ir1 N2' 168.6(3) .
C18 Ir1 N2' 89.0(4) .
N1 Ir1 N2' 174.9(3) .
C7 Ir1 C18' 17.9(3) .
C7' Ir1 C18' 90.2(5) .
N2 Ir1 C18' 81.8(4) .
N1' Ir1 C18' 92.8(4) .
C18 Ir1 C18' 94.2(5) .
N1 Ir1 C18' 99.7(3) .
N2' Ir1 C18' 75.8(3) .
C7 Ir1 Cl1 168.8(3) .
C7' Ir1 Cl1 95.8(4) .
N2 Ir1 Cl1 91.2(3) .
N1' Ir1 Cl1 95.1(2) .
C18 Ir1 Cl1 90.9(4) .
N1 Ir1 Cl1 88.4(3) .
N2' Ir1 Cl1 96.2(2) .
C18' Ir1 Cl1 170.5(2) .
C7 Ir1 Cl1 91.4(2) 3_766
C7' Ir1 Cl1 176.1(4) 3_766
N2 Ir1 Cl1 97.3(3) 3_766
N1' Ir1 Cl1 92.2(3) 3_766
C18 Ir1 Cl1 174.1(4) 3_766
N1 Ir1 Cl1 93.5(2) 3_766
N2' Ir1 Cl1 89.1(2) 3_766
C18' Ir1 Cl1 90.8(2) 3_766
Cl1 Ir1 Cl1 83.70(4) 3_766
Ir1 Cl1 Ir1 96.30(4) 3_766
C1 N1 C5 119.6(10) .
C1 N1 Ir1 128.9(8) .
C5 N1 Ir1 111.5(7) .
N1 C1 C2 121.5(9) .
N1 C1 H1A 119.3 .
C2 C1 H1A 119.3 .
C3 C2 C1 118.8(10) .
C3 C2 H2A 120.6 .
C1 C2 H2A 120.6 .
C2 C3 C4 120.1(12) .
C2 C3 H3A 120.0 .
C4 C3 H3A 120.0 .
C3 C4 C5 120.1(11) .
C3 C4 H4A 120.0 .
C5 C4 H4A 120.0 .
N1 C5 C4 119.9(9) .
N1 C5 C6 113.4(7) .
C4 C5 C6 126.4(8) .
C11 C6 C7 119.2(9) .
C11 C6 C5 124.7(8) .
C7 C6 C5 116.0(7) .
C10 C11 C6 121.1(11) .
C10 C11 H11A 119.4 .
C6 C11 H11A 119.4 .
C11 C10 C9 121.8(12) .
C11 C10 H10A 119.1 .
C9 C10 H10A 119.1 .
C10 C9 C8 118.7(11) .
C10 C9 H9A 120.7 .
C8 C9 H9A 120.7 .
C9 C8 C7 120.8(10) .
C9 C8 H8A 119.6 .
C7 C8 H8A 119.6 .
C6 C7 C8 118.4(9) .
C6 C7 Ir1 116.4(6) .
C8 C7 Ir1 125.1(7) .
C12 N2 C16 118.7(10) .
C12 N2 Ir1 123.5(8) .
C16 N2 Ir1 117.2(7) .
N2 C12 C13 123.0(9) .
N2 C12 H12A 118.5 .
C13 C12 H12A 118.5 .
C14 C13 C12 118.7(10) .
C14 C13 H13A 120.6 .
C12 C13 H13A 120.6 .
C13 C14 C15 119.2(11) .
C13 C14 H14A 120.4 .
C15 C14 H14A 120.4 .
C14 C15 C16 121.1(10) .
C14 C15 H15A 119.5 .
C16 C15 H15A 119.5 .
N2 C16 C15 119.2(9) .
N2 C16 C17 114.2(9) .
C15 C16 C17 126.6(9) .
C22 C17 C18 118.7(10) .
C22 C17 C16 126.6(10) .
C18 C17 C16 114.6(9) .
C21 C22 C17 122.2(11) .
C21 C22 H22A 118.9 .
C17 C22 H22A 118.9 .
C20 C21 C22 120.9(13) .
C20 C21 H21A 119.5 .
C22 C21 H21A 119.5 .
C21 C20 C19 119.7(14) .
C21 C20 H20A 120.2 .
C19 C20 H20A 120.2 .
C20 C19 C18 120.9(12) .
C20 C19 H19A 119.6 .
C18 C19 H19A 119.6 .
C17 C18 C19 117.6(11) .
C17 C18 Ir1 112.2(8) .
C19 C18 Ir1 129.9(9) .
C1' N1' C5' 119.1(10) .
C1' N1' Ir1 128.4(8) .
C5' N1' Ir1 112.3(7) .
N1' C1' C2' 122.3(10) .
N1' C1' H1'A 118.8 .
C2' C1' H1'A 118.8 .
C3' C2' C1' 119.0(11) .
C3' C2' H2'A 120.5 .
C1' C2' H2'A 120.5 .
C2' C3' C4' 119.5(12) .
C2' C3' H3'A 120.3 .
C4' C3' H3'A 120.3 .
C3' C4' C5' 120.4(11) .
C3' C4' H4'A 119.8 .
C5' C4' H4'A 119.8 .
N1' C5' C4' 119.7(9) .
N1' C5' C6' 113.8(8) .
C4' C5' C6' 126.2(9) .
C11' C6' C7' 121.0(10) .
C11' C6' C5' 124.7(9) .
C7' C6' C5' 114.3(9) .
C10' C11' C6' 120.9(12) .
C10' C11' H11B 119.6 .
C6' C11' H11B 119.6 .
C9' C10' C11' 120.2(15) .
C9' C10' H10B 119.9 .
C11' C10' H10B 119.9 .
C10' C9' C8' 120.3(13) .
C10' C9' H9'A 119.8 .
C8' C9' H9'A 119.8 .
C7' C8' C9' 121.6(12) .
C7' C8' H8'A 119.2 .
C9' C8' H8'A 119.2 .
C8' C7' C6' 116.1(11) .
C8' C7' Ir1 129.7(9) .
C6' C7' Ir1 113.2(8) .
C12' N2' C16' 119.4(10) .
C12' N2' Ir1 121.2(7) .
C16' N2' Ir1 119.1(7) .
N2' C12' C13' 122.6(9) .
N2' C12' H12B 118.7 .
C13' C12' H12B 118.7 .
C14' C13' C12' 117.6(10) .
C14' C13' H13B 121.2 .
C12' C13' H13B 121.2 .
C15' C14' C13' 120.7(11) .
C15' C14' H14B 119.7 .
C13' C14' H14B 119.7 .
C14' C15' C16' 120.1(9) .
C14' C15' H15B 120.0 .
C16' C15' H15B 120.0 .
N2' C16' C15' 119.6(8) .
N2' C16' C17' 114.2(8) .
C15' C16' C17' 126.1(8) .
C22' C17' C18' 120.2(9) .
C22' C17' C16' 124.2(9) .
C18' C17' C16' 115.5(7) .
C21' C22' C17' 120.6(10) .
C21' C22' H22B 119.7 .
C17' C22' H22B 119.7 .
C22' C21' C20' 120.6(11) .
C22' C21' H21B 119.7 .
C20' C21' H21B 119.7 .
C21' C20' C19' 121.2(11) .
C21' C20' H20B 119.4 .
C19' C20' H20B 119.4 .
C18' C19' C20' 120.3(10) .
C18' C19' H19B 119.8 .
C20' C19' H19B 119.8 .
C19' C18' C17' 117.1(10) .
C19' C18' Ir1 127.6(8) .
C17' C18' Ir1 115.3(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C7 1.883(10) .
Ir1 C7' 1.895(13) .
Ir1 N2 1.976(12) .
Ir1 N1' 1.985(12) .
Ir1 C18 2.078(13) .
Ir1 N1 2.119(12) .
Ir1 N2' 2.128(12) .
Ir1 C18' 2.145(11) .
Ir1 Cl1 2.5088(12) .
Ir1 Cl1 2.5143(12) 3_766
Cl1 Ir1 2.5143(12) 3_766
N1 C1 1.346(11) .
N1 C5 1.365(11) .
C1 C2 1.394(10) .
C1 H1A 0.9500 .
C2 C3 1.360(12) .
C2 H2A 0.9500 .
C3 C4 1.374(12) .
C3 H3A 0.9500 .
C4 C5 1.383(10) .
C4 H4A 0.9500 .
C5 C6 1.472(11) .
C6 C11 1.390(12) .
C6 C7 1.400(10) .
C11 C10 1.346(12) .
C11 H11A 0.9500 .
C10 C9 1.361(12) .
C10 H10A 0.9500 .
C9 C8 1.399(11) .
C9 H9A 0.9500 .
C8 C7 1.401(10) .
C8 H8A 0.9500 .
N2 C12 1.338(10) .
N2 C16 1.364(11) .
C12 C13 1.384(10) .
C12 H12A 0.9500 .
C13 C14 1.350(12) .
C13 H13A 0.9500 .
C14 C15 1.374(12) .
C14 H14A 0.9500 .
C15 C16 1.388(10) .
C15 H15A 0.9500 .
C16 C17 1.473(12) .
C17 C22 1.386(12) .
C17 C18 1.397(11) .
C22 C21 1.339(13) .
C22 H22A 0.9500 .
C21 C20 1.331(13) .
C21 H21A 0.9500 .
C20 C19 1.395(13) .
C20 H20A 0.9500 .
C19 C18 1.399(11) .
C19 H19A 0.9500 .
N1' C1' 1.340(11) .
N1' C5' 1.362(11) .
C1' C2' 1.385(11) .
C1' H1'A 0.9500 .
C2' C3' 1.358(12) .
C2' H2'A 0.9500 .
C3' C4' 1.373(12) .
C3' H3'A 0.9500 .
C4' C5' 1.392(10) .
C4' H4'A 0.9500 .
C5' C6' 1.469(12) .
C6' C11' 1.389(11) .
C6' C7' 1.404(11) .
C11' C10' 1.356(14) .
C11' H11B 0.9500 .
C10' C9' 1.339(13) .
C10' H10B 0.9500 .
C9' C8' 1.405(12) .
C9' H9'A 0.9500 .
C8' C7' 1.388(11) .
C8' H8'A 0.9500 .
N2' C12' 1.344(10) .
N2' C16' 1.350(11) .
C12' C13' 1.391(10) .
C12' H12B 0.9500 .
C13' C14' 1.367(12) .
C13' H13B 0.9500 .
C14' C15' 1.356(12) .
C14' H14B 0.9500 .
C15' C16' 1.402(10) .
C15' H15B 0.9500 .
C16' C17' 1.464(11) .
C17' C22' 1.398(10) .
C17' C18' 1.411(10) .
C22' C21' 1.343(12) .
C22' H22B 0.9500 .
C21' C20' 1.345(12) .
C21' H21B 0.9500 .
C20' C19' 1.394(11) .
C20' H20B 0.9500 .
C19' C18' 1.391(10) .
C19' H19B 0.9500 .
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
C7 Ir1 Cl1 Ir1 -64.7(12) . 3_766
C7' Ir1 Cl1 Ir1 -176.1(4) . 3_766
N2 Ir1 Cl1 Ir1 97.3(3) . 3_766
N1' Ir1 Cl1 Ir1 -91.6(3) . 3_766
C18 Ir1 Cl1 Ir1 177.5(3) . 3_766
N1 Ir1 Cl1 Ir1 -93.7(2) . 3_766
N2' Ir1 Cl1 Ir1 88.4(2) . 3_766
C18' Ir1 Cl1 Ir1 55.0(13) . 3_766
Cl1 Ir1 Cl1 Ir1 0.0 3_766 3_766
C7 Ir1 N1 C1 172.8(6) . .
C7' Ir1 N1 C1 83.4(6) . .
N2 Ir1 N1 C1 75(2) . .
N1' Ir1 N1 C1 -176(4) . .
C18 Ir1 N1 C1 78.3(6) . .
N2' Ir1 N1 C1 143(4) . .
C18' Ir1 N1 C1 172.3(5) . .
Cl1 Ir1 N1 C1 -12.7(5) . .
Cl1 Ir1 N1 C1 -96.3(5) 3_766 .
C7 Ir1 N1 C5 -8.2(4) . .
C7' Ir1 N1 C5 -97.6(6) . .
N2 Ir1 N1 C5 -105.5(18) . .
N1' Ir1 N1 C5 3(3) . .
C18 Ir1 N1 C5 -102.7(5) . .
N2' Ir1 N1 C5 -38(4) . .
C18' Ir1 N1 C5 -8.6(4) . .
Cl1 Ir1 N1 C5 166.4(4) . .
Cl1 Ir1 N1 C5 82.8(4) 3_766 .
C5 N1 C1 C2 0.00(9) . .
Ir1 N1 C1 C2 179.0(7) . .
N1 C1 C2 C3 -0.02(12) . .
C1 C2 C3 C4 0.02(14) . .
C2 C3 C4 C5 0.00(15) . .
C1 N1 C5 C4 0.02(14) . .
Ir1 N1 C5 C4 -179.2(6) . .
C1 N1 C5 C6 -174.4(7) . .
Ir1 N1 C5 C6 6.5(6) . .
C3 C4 C5 N1 -0.02(17) . .
C3 C4 C5 C6 173.6(8) . .
N1 C5 C6 C11 177.4(5) . .
C4 C5 C6 C11 3.4(10) . .
N1 C5 C6 C7 -0.3(7) . .
C4 C5 C6 C7 -174.3(5) . .
C7 C6 C11 C10 0.00(8) . .
C5 C6 C11 C10 -177.6(8) . .
C6 C11 C10 C9 0.00(13) . .
C11 C10 C9 C8 0.00(14) . .
C10 C9 C8 C7 0.00(14) . .
C11 C6 C7 C8 0.00(13) . .
C5 C6 C7 C8 177.8(7) . .
C11 C6 C7 Ir1 175.1(6) . .
C5 C6 C7 Ir1 -7.0(6) . .
C9 C8 C7 C6 0.01(16) . .
C9 C8 C7 Ir1 -174.7(6) . .
C7' Ir1 C7 C6 90.9(5) . .
N2 Ir1 C7 C6 177.1(4) . .
N1' Ir1 C7 C6 6.7(4) . .
C18 Ir1 C7 C6 96.3(5) . .
N1 Ir1 C7 C6 8.1(4) . .
N2' Ir1 C7 C6 -174.4(4) . .
C18' Ir1 C7 C6 -173.3(14) . .
Cl1 Ir1 C7 C6 -21.2(15) . .
Cl1 Ir1 C7 C6 -85.2(4) 3_766 .
C7' Ir1 C7 C8 -94.4(6) . .
N2 Ir1 C7 C8 -8.1(6) . .
N1' Ir1 C7 C8 -178.6(6) . .
C18 Ir1 C7 C8 -88.9(6) . .
N1 Ir1 C7 C8 -177.1(5) . .
N2' Ir1 C7 C8 0.4(5) . .
C18' Ir1 C7 C8 1.5(10) . .
Cl1 Ir1 C7 C8 153.5(10) . .
Cl1 Ir1 C7 C8 89.6(5) 3_766 .
C7 Ir1 N2 C12 89.2(6) . .
C7' Ir1 N2 C12 176.9(7) . .
N1' Ir1 N2 C12 147.1(18) . .
C18 Ir1 N2 C12 -178.1(7) . .
N1 Ir1 N2 C12 -175.2(16) . .
N2' Ir1 N2 C12 33(2) . .
C18' Ir1 N2 C12 86.2(5) . .
Cl1 Ir1 N2 C12 -87.3(5) . .
Cl1 Ir1 N2 C12 -3.5(5) 3_766 .
C7 Ir1 N2 C16 -81.8(5) . .
C7' Ir1 N2 C16 6.0(6) . .
N1' Ir1 N2 C16 -24(2) . .
C18 Ir1 N2 C16 11.0(6) . .
N1 Ir1 N2 C16 14(2) . .
N2' Ir1 N2 C16 -138(3) . .
C18' Ir1 N2 C16 -84.8(5) . .
Cl1 Ir1 N2 C16 101.7(4) . .
Cl1 Ir1 N2 C16 -174.5(4) 3_766 .
C16 N2 C12 C13 -0.01(9) . .
Ir1 N2 C12 C13 -170.8(7) . .
N2 C12 C13 C14 0.00(13) . .
C12 C13 C14 C15 -0.01(14) . .
C13 C14 C15 C16 0.02(15) . .
C12 N2 C16 C15 0.02(14) . .
Ir1 N2 C16 C15 171.4(6) . .
C12 N2 C16 C17 180.0(10) . .
Ir1 N2 C16 C17 -8.6(9) . .
C14 C15 C16 N2 -0.03(18) . .
C14 C15 C16 C17 -180.0(11) . .
N2 C16 C17 C22 -177.1(8) . .
C15 C16 C17 C22 2.9(16) . .
N2 C16 C17 C18 -1.4(10) . .
C15 C16 C17 C18 178.5(6) . .
C18 C17 C22 C21 0.00(9) . .
C16 C17 C22 C21 175.5(14) . .
C17 C22 C21 C20 0.00(13) . .
C22 C21 C20 C19 0.00(14) . .
C21 C20 C19 C18 -0.01(15) . .
C22 C17 C18 C19 0.00(13) . .
C16 C17 C18 C19 -176.0(13) . .
C22 C17 C18 Ir1 -174.0(10) . .
C16 C17 C18 Ir1 10.0(8) . .
C20 C19 C18 C17 0.01(17) . .
C20 C19 C18 Ir1 172.8(12) . .
C7 Ir1 C18 C17 87.6(5) . .
C7' Ir1 C18 C17 130(5) . .
N2 Ir1 C18 C17 -11.2(5) . .
N1' Ir1 C18 C17 162.6(5) . .
N1 Ir1 C18 C17 169.3(5) . .
N2' Ir1 C18 C17 -6.0(5) . .
C18' Ir1 C18 C17 69.7(5) . .
Cl1 Ir1 C18 C17 -102.3(5) . .
Cl1 Ir1 C18 C17 -77(3) 3_766 .
C7 Ir1 C18 C19 -85.5(10) . .
C7' Ir1 C18 C19 -43(5) . .
N2 Ir1 C18 C19 175.7(11) . .
N1' Ir1 C18 C19 -10.5(10) . .
N1 Ir1 C18 C19 -3.7(10) . .
N2' Ir1 C18 C19 -179.1(10) . .
C18' Ir1 C18 C19 -103.4(10) . .
Cl1 Ir1 C18 C19 84.7(10) . .
Cl1 Ir1 C18 C19 109(3) 3_766 .
C7 Ir1 N1' C1' -81.1(5) . .
C7' Ir1 N1' C1' -171.0(6) . .
N2 Ir1 N1' C1' -141.0(18) . .
C18 Ir1 N1' C1' -175.3(6) . .
N1 Ir1 N1' C1' 111(4) . .
N2' Ir1 N1' C1' -86.5(18) . .
C18' Ir1 N1' C1' -81.0(5) . .
Cl1 Ir1 N1' C1' 93.7(5) . .
Cl1 Ir1 N1' C1' 9.9(5) 3_766 .
C7 Ir1 N1' C5' 103.5(5) . .
C7' Ir1 N1' C5' 13.5(6) . .
N2 Ir1 N1' C5' 43(2) . .
C18 Ir1 N1' C5' 9.2(6) . .
N1 Ir1 N1' C5' -65(4) . .
N2' Ir1 N1' C5' 98.0(17) . .
C18' Ir1 N1' C5' 103.5(4) . .
Cl1 Ir1 N1' C5' -81.8(4) . .
Cl1 Ir1 N1' C5' -165.6(4) 3_766 .
C5' N1' C1' C2' 0.00(9) . .
Ir1 N1' C1' C2' -175.2(7) . .
N1' C1' C2' C3' 0.02(13) . .
C1' C2' C3' C4' -0.02(14) . .
C2' C3' C4' C5' 0.00(15) . .
C1' N1' C5' C4' -0.02(14) . .
Ir1 N1' C5' C4' 175.9(6) . .
C1' N1' C5' C6' 173.5(7) . .
Ir1 N1' C5' C6' -10.6(7) . .
C3' C4' C5' N1' 0.02(17) . .
C3' C4' C5' C6' -172.6(8) . .
N1' C5' C6' C11' -179.1(7) . .
C4' C5' C6' C11' -6.1(12) . .
N1' C5' C6' C7' -0.1(7) . .
C4' C5' C6' C7' 172.9(6) . .
C7' C6' C11' C10' 0.00(9) . .
C5' C6' C11' C10' 178.9(10) . .
C6' C11' C10' C9' -0.01(13) . .
C11' C10' C9' C8' 0.01(14) . .
C10' C9' C8' C7' -0.01(15) . .
C9' C8' C7' C6' 0.01(16) . .
C9' C8' C7' Ir1 167.5(11) . .
C11' C6' C7' C8' -0.01(13) . .
C5' C6' C7' C8' -179.0(9) . .
C11' C6' C7' Ir1 -169.6(9) . .
C5' C6' C7' Ir1 11.4(7) . .
C7 Ir1 C7' C8' 103.6(8) . .
N2 Ir1 C7' C8' 4.1(8) . .
N1' Ir1 C7' C8' 178.7(9) . .
C18 Ir1 C7' C8' -34(5) . .
N1 Ir1 C7' C8' -174.4(9) . .
N2' Ir1 C7' C8' 10.0(8) . .
C18' Ir1 C7' C8' 85.9(8) . .
Cl1 Ir1 C7' C8' -86.7(8) . .
Cl1 Ir1 C7' C8' -169(5) 3_766 .
C7 Ir1 C7' C6' -88.5(6) . .
N2 Ir1 C7' C6' 171.9(6) . .
N1' Ir1 C7' C6' -13.5(6) . .
C18 Ir1 C7' C6' 134(5) . .
N1 Ir1 C7' C6' -6.6(6) . .
N2' Ir1 C7' C6' 177.9(6) . .
C18' Ir1 C7' C6' -106.3(6) . .
Cl1 Ir1 C7' C6' 81.1(5) . .
Cl1 Ir1 C7' C6' -1(7) 3_766 .
C7 Ir1 N2' C12' -175.3(5) . .
C7' Ir1 N2' C12' -86.7(6) . .
N2 Ir1 N2' C12' -51(2) . .
N1' Ir1 N2' C12' -170.0(16) . .
C18 Ir1 N2' C12' -81.1(6) . .
N1 Ir1 N2' C12' -146(4) . .
C18' Ir1 N2' C12' -175.7(5) . .
Cl1 Ir1 N2' C12' 9.7(4) . .
Cl1 Ir1 N2' C12' 93.3(4) 3_766 .
C7 Ir1 N2' C16' -2.0(5) . .
C7' Ir1 N2' C16' 86.7(6) . .
N2 Ir1 N2' C16' 122(3) . .
N1' Ir1 N2' C16' 3.3(19) . .
C18 Ir1 N2' C16' 92.2(6) . .
N1 Ir1 N2' C16' 28(4) . .
C18' Ir1 N2' C16' -2.4(4) . .
Cl1 Ir1 N2' C16' -177.0(4) . .
Cl1 Ir1 N2' C16' -93.4(4) 3_766 .
C16' N2' C12' C13' 0.00(9) . .
Ir1 N2' C12' C13' 173.3(6) . .
N2' C12' C13' C14' 0.01(12) . .
C12' C13' C14' C15' -0.02(14) . .
C13' C14' C15' C16' 0.01(15) . .
C12' N2' C16' C15' -0.01(14) . .
Ir1 N2' C16' C15' -173.4(6) . .
C12' N2' C16' C17' 177.0(6) . .
Ir1 N2' C16' C17' 3.6(6) . .
C14' C15' C16' N2' 0.01(17) . .
C14' C15' C16' C17' -176.7(7) . .
N2' C16' C17' C22' 179.1(5) . .
C15' C16' C17' C22' -4.1(9) . .
N2' C16' C17' C18' -3.0(6) . .
C15' C16' C17' C18' 173.8(5) . .
C18' C17' C22' C21' -0.01(9) . .
C16' C17' C22' C21' 177.8(7) . .
C17' C22' C21' C20' 0.00(12) . .
C22' C21' C20' C19' 0.00(14) . .
C21' C20' C19' C18' 0.01(15) . .
C20' C19' C18' C17' -0.02(16) . .
C20' C19' C18' Ir1 -179.0(6) . .
C22' C17' C18' C19' 0.02(13) . .
C16' C17' C18' C19' -178.0(6) . .
C22' C17' C18' Ir1 179.1(5) . .
C16' C17' C18' Ir1 1.1(6) . .
C7 Ir1 C18' C19' 0.7(10) . .
C7' Ir1 C18' C19' 84.6(6) . .
N2 Ir1 C18' C19' 171.1(5) . .
N1' Ir1 C18' C19' 0.6(5) . .
C18 Ir1 C18' C19' 91.6(6) . .
N1 Ir1 C18' C19' 2.1(5) . .
N2' Ir1 C18' C19' 179.5(5) . .
Cl1 Ir1 C18' C19' -146.1(11) . .
Cl1 Ir1 C18' C19' -91.6(4) 3_766 .
C7 Ir1 C18' C17' -178.3(14) . .
C7' Ir1 C18' C17' -94.3(5) . .
N2 Ir1 C18' C17' -7.8(4) . .
N1' Ir1 C18' C17' -178.3(4) . .
C18 Ir1 C18' C17' -87.3(5) . .
N1 Ir1 C18' C17' -176.9(4) . .
N2' Ir1 C18' C17' 0.6(4) . .
Cl1 Ir1 C18' C17' 34.9(15) . .
Cl1 Ir1 C18' C17' 89.5(3) 3_766 .
