#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/58/2205822.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2205822
loop_
_publ_author_name
'DeRosa, Maria C.'
'Enright, Gary D. '
'Evans, Christopher E. B. '
'Crutchley, Robert J. '
_publ_section_title
;The photodecomposition product
 μ-oxalato-1κ²O,O':2κ²O'',O'''-bis{bis[2-(2-pyridyl)phenyl-κ²C,N]iridium(III)}--acetone
 (1/1.974)
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m967
_journal_page_last               m969
_journal_paper_doi               10.1107/S1600536805008809
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Ir (C2 O4) (C11 H8 N)4] , 1.974C3 H6 O'
_chemical_formula_moiety         'C46 H32 Ir2 N4 O4 , 1.974C3 H6 O1'
_chemical_formula_sum            'C51.92 H43.85 Ir2 N4 O5.97'
_chemical_formula_weight         1203.79
_chemical_name_systematic
;
μ-oxalato-1κ²O,O':2κ²O'',O'''tetrakis(phenylpyridine-κ²C,N)\-
diiridium(III) acetone 1.974 solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                103.3830(10)
_cell_angle_beta                 99.0030(10)
_cell_angle_gamma                98.2030(10)
_cell_formula_units_Z            2
_cell_length_a                   9.9708(5)
_cell_length_b                   13.0403(7)
_cell_length_c                   19.3556(10)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.59
_cell_measurement_theta_min      1.72
_cell_volume                     2375.9(2)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30150
_diffrn_reflns_theta_full        29.59
_diffrn_reflns_theta_max         29.59
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.648
_exptl_absorpt_correction_T_max  0.568
_exptl_absorpt_correction_T_min  0.430
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             1170
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.370
_refine_diff_density_min         -1.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     602
_refine_ls_number_reflns         13184
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0397
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0520P)²+0.9043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                9639
_reflns_number_total             13184
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wm6056.cif
_cod_data_source_block           II
_cod_database_code               2205822
_cod_database_fobs_code          2205822
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ir1 0.333434(7) 0.133535(5) 0.446300(4) 0.02833(2) Uani d . 1 . . Ir
Ir1' 0.362785(7) 0.627249(6) 0.095088(4) 0.03433(2) Uani d . 1 . . Ir
O1 0.51118(12) 0.05688(10) 0.42742(7) 0.0325(3) Uani d . 1 . . O
O2 0.37124(12) 0.05975(10) 0.53663(7) 0.0329(4) Uani d . 1 . . O
O1' 0.34793(13) 0.46263(11) 0.03022(7) 0.0375(4) Uani d . 1 . . O
O2' 0.54098(14) 0.63805(11) 0.04149(7) 0.0397(4) Uani d . 1 . . O
N1 0.18998(15) 0.00040(12) 0.39304(8) 0.0331(4) Uani d . 1 . . N
N2 0.47597(15) 0.27106(12) 0.49302(9) 0.0340(4) Uani d . 1 . . N
N1' 0.49092(16) 0.60726(14) 0.18067(9) 0.0399(5) Uani d . 1 . . N
N2' 0.22824(18) 0.65759(13) 0.01539(9) 0.0421(5) Uani d . 1 . . N
C1 0.2177(2) -0.08684(16) 0.34887(11) 0.0400(6) Uani d . 1 . . C
H1 0.3102 -0.0881 0.3428 0.048 Uiso calc R 1 . . H
C2 0.1173(2) -0.17347(18) 0.31264(14) 0.0551(8) Uani d . 1 . . C
H2 0.1391 -0.2338 0.2813 0.066 Uiso calc R 1 . . H
C3 -0.0151(2) -0.1718(2) 0.32232(15) 0.0611(8) Uani d . 1 . . C
H3 -0.0863 -0.2318 0.2982 0.073 Uiso calc R 1 . . H
C4 -0.0458(2) -0.08301(18) 0.36708(14) 0.0526(7) Uani d . 1 . . C
H4 -0.1379 -0.0819 0.3739 0.063 Uiso calc R 1 . . H
C5 0.05789(19) 0.00445(15) 0.40197(11) 0.0363(5) Uani d . 1 . . C
C6 0.04163(19) 0.10710(15) 0.44648(11) 0.0349(5) Uani d . 1 . . C
C7 -0.0838(2) 0.13056(18) 0.46267(12) 0.0453(6) Uani d . 1 . . C
H7 -0.1647 0.0765 0.4465 0.054 Uiso calc R 1 . . H
C8 -0.0914(2) 0.23063(19) 0.50161(13) 0.0531(7) Uani d . 1 . . C
H8 -0.1772 0.2464 0.5122 0.064 Uiso calc R 1 . . H
C9 0.0276(2) 0.30909(18) 0.52551(13) 0.0521(7) Uani d . 1 . . C
H9 0.0225 0.3787 0.5525 0.062 Uiso calc R 1 . . H
C10 0.1528(2) 0.28741(16) 0.51061(11) 0.0383(6) Uani d . 1 . . C
H10 0.2326 0.3424 0.5276 0.046 Uiso calc R 1 . . H
C11 0.16490(18) 0.18546(14) 0.47069(10) 0.0309(5) Uani d . 1 . . C
C12 0.55132(19) 0.29571(17) 0.56057(11) 0.0401(6) Uani d . 1 . . C
H12 0.5320 0.2502 0.5911 0.048 Uiso calc R 1 . . H
C13 0.6552(2) 0.38425(18) 0.58715(13) 0.0491(7) Uani d . 1 . . C
H13 0.7049 0.4008 0.6356 0.059 Uiso calc R 1 . . H
C14 0.6861(2) 0.44829(19) 0.54261(15) 0.0576(8) Uani d . 1 . . C
H14 0.7586 0.5092 0.5594 0.069 Uiso calc R 1 . . H
C15 0.6101(2) 0.42279(18) 0.47308(14) 0.0520(7) Uani d . 1 . . C
H15 0.6314 0.4658 0.4414 0.062 Uiso calc R 1 . . H
C16 0.5021(2) 0.33424(15) 0.44888(11) 0.0380(6) Uani d . 1 . . C
C17 0.4120(2) 0.29878(15) 0.37732(11) 0.0386(5) Uani d . 1 . . C
C18 0.4151(3) 0.35527(18) 0.32429(13) 0.0527(7) Uani d . 1 . . C
H18 0.4777 0.4214 0.3342 0.063 Uiso calc R 1 . . H
C19 0.3283(3) 0.31591(18) 0.25800(13) 0.0538(7) Uani d . 1 . . C
H19 0.3291 0.3553 0.2224 0.065 Uiso calc R 1 . . H
C20 0.2397(3) 0.21851(18) 0.24332(13) 0.0522(7) Uani d . 1 . . C
H20 0.1816 0.1900 0.1969 0.063 Uiso calc R 1 . . H
C21 0.2348(2) 0.16169(17) 0.29592(11) 0.0433(6) Uani d . 1 . . C
H21 0.1719 0.0956 0.2852 0.052 Uiso calc R 1 . . H
C22 0.32132(18) 0.20062(14) 0.36423(10) 0.0327(5) Uani d . 1 . . C
C23 0.46067(17) 0.00014(14) 0.53137(9) 0.0286(5) Uani d . 1 . . C
C1' 0.5299(2) 0.51368(18) 0.18534(11) 0.0447(6) Uani d . 1 . . C
H1' 0.4928 0.4514 0.1467 0.054 Uiso calc R 1 . . H
C2' 0.6216(2) 0.5048(2) 0.24422(12) 0.0498(7) Uani d . 1 . . C
H2' 0.6479 0.4381 0.2459 0.060 Uiso calc R 1 . . H
C3' 0.6733(2) 0.5945(2) 0.29992(12) 0.0523(7) Uani d . 1 . . C
H3' 0.7367 0.5904 0.3409 0.063 Uiso calc R 1 . . H
C4' 0.6340(2) 0.69079(19) 0.29705(12) 0.0457(6) Uani d . 1 . . C
H4' 0.6691 0.7526 0.3363 0.055 Uiso calc R 1 . . H
C5' 0.54292(19) 0.69752(18) 0.23668(11) 0.0414(6) Uani d . 1 . . C
C6' 0.4934(2) 0.79181(17) 0.22350(11) 0.0404(6) Uani d . 1 . . C
C7' 0.5351(2) 0.89533(19) 0.27230(12) 0.0504(7) Uani d . 1 . . C
H7' 0.5974 0.9052 0.3168 0.060 Uiso calc R 1 . . H
C8' 0.4855(3) 0.98123(19) 0.25546(13) 0.0562(8) Uani d . 1 . . C
H8' 0.5125 1.0504 0.2884 0.067 Uiso calc R 1 . . H
C9' 0.3980(3) 0.9669(2) 0.19161(14) 0.0609(8) Uani d . 1 . . C
H9' 0.3645 1.0270 0.1804 0.073 Uiso calc R 1 . . H
C10' 0.3549(2) 0.86603(18) 0.14134(13) 0.0498(7) Uani d . 1 . . C
H10' 0.2929 0.8584 0.0971 0.060 Uiso calc R 1 . . H
C11' 0.4039(2) 0.77698(16) 0.15697(11) 0.0390(6) Uani d . 1 . . C
C12' 0.2659(3) 0.69184(19) -0.04096(13) 0.0574(8) Uani d . 1 . . C
H12' 0.3603 0.7006 -0.0452 0.069 Uiso calc R 1 . . H
C13' 0.1701(3) 0.7143(2) -0.09224(15) 0.0719(10) Uani d . 1 . . C
H13' 0.1973 0.7384 -0.1316 0.086 Uiso calc R 1 . . H
C14' 0.0341(3) 0.7008(2) -0.08495(16) 0.0737(10) Uani d . 1 . . C
H14' -0.0336 0.7155 -0.1198 0.088 Uiso calc R 1 . . H
C15' -0.0043(3) 0.6672(2) -0.02925(15) 0.0643(9) Uani d . 1 . . C
H15' -0.0989 0.6571 -0.0254 0.077 Uiso calc R 1 . . H
C16' 0.0945(2) 0.64706(17) 0.02308(13) 0.0491(7) Uani d . 1 . . C
C17' 0.0713(2) 0.61467(18) 0.08750(13) 0.0485(7) Uani d . 1 . . C
C18' -0.0598(2) 0.5979(2) 0.10718(15) 0.0626(9) Uani d . 1 . . C
H18' -0.1393 0.6079 0.0773 0.075 Uiso calc R 1 . . H
C19' -0.0714(2) 0.5674(2) 0.16910(15) 0.0666(9) Uani d . 1 . . C
H19' -0.1591 0.5577 0.1825 0.080 Uiso calc R 1 . . H
C20' 0.0423(2) 0.5505(2) 0.21236(13) 0.0599(8) Uani d . 1 . . C
H20' 0.0320 0.5266 0.2544 0.072 Uiso calc R 1 . . H
C21' 0.1729(2) 0.56836(19) 0.19464(12) 0.0509(7) Uani d . 1 . . C
H21' 0.2511 0.5581 0.2255 0.061 Uiso calc R 1 . . H
C22' 0.1901(2) 0.60126(16) 0.13201(11) 0.0400(6) Uani d . 1 . . C
C23' 0.55548(18) 0.54999(15) 0.00349(10) 0.0328(5) Uani d . 1 . . C
O101 0.8231(3) 0.42152(18) 0.35311(15) 0.1089(10) Uani d . 1 . . O
C101 0.9857(3) 0.3143(3) 0.3262(2) 0.1011(14) Uani d . 1 . . C
H10A 1.0502 0.3831 0.3424 0.152 Uiso calc R 1 . . H
H10B 0.9886 0.2799 0.2758 0.152 Uiso calc R 1 . . H
H10C 1.0121 0.2677 0.3570 0.152 Uiso calc R 1 . . H
C102 0.8491(3) 0.3319(2) 0.33088(17) 0.0722(10) Uani d . 1 . . C
C103 0.7381(4) 0.2374(3) 0.3079(2) 0.0985(15) Uani d . 1 . . C
H10D 0.6495 0.2598 0.3125 0.148 Uiso calc R 1 . . H
H10E 0.7554 0.1886 0.3385 0.148 Uiso calc R 1 . . H
H10F 0.7352 0.2006 0.2573 0.148 Uiso calc R 1 . . H
C01A 0.8697(4) 0.9800(3) 0.1364(4) 0.0963(19) Uani d PD 0.209(3) A 1 C
C02A 0.9601(5) 0.8988(4) 0.1349(9) 0.151(3) Uani d PD 0.209(3) A 1 C
H02A 1.0570 0.9351 0.1500 0.227 Uiso calc PR 0.209(3) A 1 H
H02B 0.9450 0.8524 0.0856 0.227 Uiso calc PR 0.209(3) A 1 H
H02C 0.9378 0.8553 0.1681 0.227 Uiso calc PR 0.209(3) A 1 H
C03A 0.7407(5) 0.9498(9) 0.0808(4) 0.151(3) Uani d PD 0.209(3) A 1 C
H03A 0.6884 1.0083 0.0873 0.227 Uiso calc PR 0.209(3) A 1 H
H03B 0.6848 0.8847 0.0858 0.227 Uiso calc PR 0.209(3) A 1 H
H03C 0.7636 0.9364 0.0325 0.227 Uiso calc PR 0.209(3) A 1 H
O01A 0.9169(10) 1.0734(3) 0.1688(6) 0.132(2) Uani d PD 0.209(3) A 1 O
C01B 0.8867(3) 0.9744(2) 0.1379(3) 0.0963(19) Uani d PD 0.531(3) B 2 C
C02B 1.0089(4) 0.9277(4) 0.1224(5) 0.151(3) Uani d PD 0.531(3) B 2 C
H02D 1.0727 0.9790 0.1076 0.227 Uiso calc PR 0.531(3) B 2 H
H02E 0.9794 0.8614 0.0834 0.227 Uiso calc PR 0.531(3) B 2 H
H02F 1.0555 0.9117 0.1661 0.227 Uiso calc PR 0.531(3) B 2 H
C03B 0.7675(4) 0.8970(4) 0.1427(4) 0.151(3) Uani d PD 0.531(3) B 2 C
H03D 0.6953 0.9356 0.1581 0.227 Uiso calc PR 0.531(3) B 2 H
H03E 0.7969 0.8577 0.1781 0.227 Uiso calc PR 0.531(3) B 2 H
H03F 0.7311 0.8463 0.0952 0.227 Uiso calc PR 0.531(3) B 2 H
O01B 0.8909(5) 1.0701(2) 0.1533(3) 0.132(2) Uani d PD 0.531(3) B 2 O
C02C 0.3017(17) 0.1852(14) 0.0611(9) 0.105(5) Uiso d P 0.234(3) C -3 C
H02G 0.2904 0.2531 0.0922 0.158 Uiso calc PR 0.234(3) C -3 H
H02H 0.2404 0.1256 0.0697 0.158 Uiso calc PR 0.234(3) C -3 H
H02I 0.2782 0.1862 0.0102 0.158 Uiso calc PR 0.234(3) C -3 H
O01C 0.5292(12) 0.2218(9) 0.1318(6) 0.114(4) Uiso d P 0.234(3) C -3 O
C01C 0.4361(18) 0.1723(14) 0.0770(9) 0.105(5) Uiso d P 0.234(3) C -3 C
C03C 0.520(3) 0.075(2) 0.0452(15) 0.207(13) Uiso d P 0.234(3) C -3 C
H03G 0.6172 0.0946 0.0697 0.311 Uiso calc PR 0.234(3) C -3 H
H03H 0.5138 0.0654 -0.0070 0.311 Uiso calc PR 0.234(3) C -3 H
H03I 0.4779 0.0079 0.0542 0.311 Uiso calc PR 0.234(3) C -3 H
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C22 Ir1 C11 . . 89.83(8) ?
C22 Ir1 N1 . . 95.20(7) ?
C11 Ir1 N1 . . 80.72(7) ?
C22 Ir1 N2 . . 80.59(7) ?
C11 Ir1 N2 . . 99.37(7) ?
N1 Ir1 N2 . . 175.79(7) y
C22 Ir1 O2 . . 173.61(6) ?
C11 Ir1 O2 . . 96.13(7) ?
N1 Ir1 O2 . . 88.05(6) ?
N2 Ir1 O2 . . 96.11(6) y
C22 Ir1 O1 . . 98.03(7) y
C11 Ir1 O1 . . 171.29(7) y
N1 Ir1 O1 . . 94.75(5) y
N2 Ir1 O1 . . 85.70(5) y
O2 Ir1 O1 . . 76.18(5) y
C22' Ir1' C11' . . 89.48(8) y
C22' Ir1' N1' . . 96.51(8) y
C11' Ir1' N1' . . 80.88(8) y
C22' Ir1' N2' . . 80.65(8) y
C11' Ir1' N2' . . 94.79(8) y
N1' Ir1' N2' . . 174.88(7) y
C22' Ir1' O1' . . 96.80(7) ?
C11' Ir1' O1' . . 172.17(7) ?
N1' Ir1' O1' . . 93.72(6) ?
N2' Ir1' O1' . . 90.86(6) ?
C22' Ir1' O2' . . 172.30(6) ?
C11' Ir1' O2' . . 97.62(7) ?
N1' Ir1' O2' . . 87.60(6) ?
N2' Ir1' O2' . . 95.72(7) ?
O1' Ir1' O2' . . 76.38(5) ?
C23 O1 Ir1 2_656 . 113.75(12) ?
C23 O2 Ir1 . . 113.94(12) ?
C23' O1' Ir1' 2_665 . 114.11(11) ?
C23' O2' Ir1' . . 114.06(12) ?
C1 N1 C5 . . 119.93(15) ?
C1 N1 Ir1 . . 124.16(13) ?
C5 N1 Ir1 . . 115.87(12) ?
C12 N2 C16 . . 119.68(16) ?
C12 N2 Ir1 . . 124.68(15) ?
C16 N2 Ir1 . . 115.34(12) ?
C1' N1' C5' . . 119.14(18) ?
C1' N1' Ir1' . . 124.78(12) ?
C5' N1' Ir1' . . 116.06(15) ?
C12' N2' C16' . . 120.0(2) ?
C12' N2' Ir1' . . 124.05(16) ?
C16' N2' Ir1' . . 115.86(16) ?
N1 C1 C2 . . 122.2(2) ?
N1 C1 H1 . . 118.9 ?
C2 C1 H1 . . 118.9 ?
C1 C2 C3 . . 118.6(2) ?
C1 C2 H2 . . 120.7 ?
C3 C2 H2 . . 120.7 ?
C2 C3 C4 . . 120.1(2) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C3 C4 C5 . . 119.9(2) ?
C3 C4 H4 . . 120.1 ?
C5 C4 H4 . . 120.1 ?
N1 C5 C4 . . 119.25(18) ?
N1 C5 C6 . . 113.85(15) ?
C4 C5 C6 . . 126.84(19) ?
C7 C6 C11 . . 121.19(17) ?
C7 C6 C5 . . 124.29(16) ?
C11 C6 C5 . . 114.47(17) ?
C8 C7 C6 . . 120.62(18) ?
C8 C7 H7 . . 119.7 ?
C6 C7 H7 . . 119.7 ?
C7 C8 C9 . . 119.3(2) ?
C7 C8 H8 . . 120.3 ?
C9 C8 H8 . . 120.3 ?
C10 C9 C8 . . 121.0(2) ?
C10 C9 H9 . . 119.5 ?
C8 C9 H9 . . 119.5 ?
C9 C10 C11 . . 121.36(17) ?
C9 C10 H10 . . 119.3 ?
C11 C10 H10 . . 119.3 ?
C10 C11 C6 . . 116.48(17) ?
C10 C11 Ir1 . . 128.71(13) ?
C6 C11 Ir1 . . 114.76(13) ?
N2 C12 C13 . . 122.5(2) ?
N2 C12 H12 . . 118.8 ?
C13 C12 H12 . . 118.8 ?
C14 C13 C12 . . 118.9(2) ?
C14 C13 H13 . . 120.5 ?
C12 C13 H13 . . 120.5 ?
C13 C14 C15 . . 118.8(2) ?
C13 C14 H14 . . 120.6 ?
C15 C14 H14 . . 120.6 ?
C14 C15 C16 . . 120.5(2) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
N2 C16 C15 . . 119.52(19) ?
N2 C16 C17 . . 114.02(16) ?
C15 C16 C17 . . 126.4(2) ?
C18 C17 C22 . . 121.21(18) ?
C18 C17 C16 . . 123.91(18) ?
C22 C17 C16 . . 114.87(19) ?
C19 C18 C17 . . 120.4(2) ?
C19 C18 H18 . . 119.8 ?
C17 C18 H18 . . 119.8 ?
C18 C19 C20 . . 119.5(2) ?
C18 C19 H19 . . 120.3 ?
C20 C19 H19 . . 120.3 ?
C19 C20 C21 . . 120.7(2) ?
C19 C20 H20 . . 119.7 ?
C21 C20 H20 . . 119.7 ?
C20 C21 C22 . . 120.94(19) ?
C20 C21 H21 . . 119.5 ?
C22 C21 H21 . . 119.5 ?
C21 C22 C17 . . 117.2(2) ?
C21 C22 Ir1 . . 127.91(15) ?
C17 C22 Ir1 . . 114.84(13) ?
O1 C23 O2 2_656 . 124.74(18) ?
O1 C23 C23 2_656 2_656 118.6(2) ?
O2 C23 C23 . 2_656 116.7(2) ?
N1' C1' C2' . . 122.61(19) ?
N1' C1' H1' . . 118.7 ?
C2' C1' H1' . . 118.7 ?
C3' C2' C1' . . 118.3(2) ?
C3' C2' H2' . . 120.8 ?
C1' C2' H2' . . 120.8 ?
C2' C3' C4' . . 120.4(2) ?
C2' C3' H3' . . 119.8 ?
C4' C3' H3' . . 119.8 ?
C3' C4' C5' . . 120.03(19) ?
C3' C4' H4' . . 120.0 ?
C5' C4' H4' . . 120.0 ?
N1' C5' C4' . . 119.6(2) ?
N1' C5' C6' . . 112.81(17) ?
C4' C5' C6' . . 127.63(18) ?
C11' C6' C7' . . 120.3(2) ?
C11' C6' C5' . . 116.10(17) ?
C7' C6' C5' . . 123.55(19) ?
C8' C7' C6' . . 120.2(2) ?
C8' C7' H7' . . 119.9 ?
C6' C7' H7' . . 119.9 ?
C9' C8' C7' . . 119.6(2) ?
C9' C8' H8' . . 120.2 ?
C7' C8' H8' . . 120.2 ?
C8' C9' C10' . . 122.2(3) ?
C8' C9' H9' . . 118.9 ?
C10' C9' H9' . . 118.9 ?
C11' C10' C9' . . 119.5(2) ?
C11' C10' H10' . . 120.2 ?
C9' C10' H10' . . 120.2 ?
C10' C11' C6' . . 118.21(18) ?
C10' C11' Ir1' . . 127.65(15) ?
C6' C11' Ir1' . . 114.14(16) ?
N2' C12' C13' . . 121.3(3) ?
N2' C12' H12' . . 119.3 ?
C13' C12' H12' . . 119.3 ?
C14' C13' C12' . . 118.2(3) ?
C14' C13' H13' . . 120.9 ?
C12' C13' H13' . . 120.9 ?
C15' C14' C13' . . 120.9(3) ?
C15' C14' H14' . . 119.5 ?
C13' C14' H14' . . 119.5 ?
C14' C15' C16' . . 120.1(3) ?
C14' C15' H15' . . 120.0 ?
C16' C15' H15' . . 120.0 ?
N2' C16' C15' . . 119.3(2) ?
N2' C16' C17' . . 113.7(2) ?
C15' C16' C17' . . 127.0(2) ?
C22' C17' C18' . . 120.4(2) ?
C22' C17' C16' . . 115.4(2) ?
C18' C17' C16' . . 124.2(2) ?
C19' C18' C17' . . 119.9(2) ?
C19' C18' H18' . . 120.0 ?
C17' C18' H18' . . 120.0 ?
C18' C19' C20' . . 120.8(2) ?
C18' C19' H19' . . 119.6 ?
C20' C19' H19' . . 119.6 ?
C19' C20' C21' . . 120.2(3) ?
C19' C20' H20' . . 119.9 ?
C21' C20' H20' . . 119.9 ?
C20' C21' C22' . . 120.9(2) ?
C20' C21' H21' . . 119.5 ?
C22' C21' H21' . . 119.5 ?
C21' C22' C17' . . 117.6(2) ?
C21' C22' Ir1' . . 127.87(16) ?
C17' C22' Ir1' . . 114.45(17) ?
O2' C23' O1' . 2_665 124.65(17) ?
O2' C23' C23' . 2_665 117.6(2) ?
O1' C23' C23' 2_665 2_665 117.7(2) ?
C102 C101 H10A . . 109.5 ?
C102 C101 H10B . . 109.5 ?
H10A C101 H10B . . 109.5 ?
C102 C101 H10C . . 109.5 ?
H10A C101 H10C . . 109.5 ?
H10B C101 H10C . . 109.5 ?
O101 C102 C101 . . 122.7(3) ?
O101 C102 C103 . . 120.3(3) ?
C101 C102 C103 . . 117.1(3) ?
C102 C103 H10D . . 109.5 ?
C102 C103 H10E . . 109.5 ?
H10D C103 H10E . . 109.5 ?
C102 C103 H10F . . 109.5 ?
H10D C103 H10F . . 109.5 ?
H10E C103 H10F . . 109.5 ?
O01A C01A C03A . . 121.5(7) ?
O01A C01A C02A . . 119.6(6) ?
C03A C01A C02A . . 116.3(6) ?
C01A C02A H02A . . 109.5 ?
C01A C02A H02B . . 109.5 ?
H02A C02A H02B . . 109.5 ?
C01A C02A H02C . . 109.5 ?
H02A C02A H02C . . 109.5 ?
H02B C02A H02C . . 109.5 ?
C01A C03A H03A . . 109.5 ?
C01A C03A H03B . . 109.5 ?
H03A C03A H03B . . 109.5 ?
C01A C03A H03C . . 109.5 ?
H03A C03A H03C . . 109.5 ?
H03B C03A H03C . . 109.5 ?
O01B C01B C03B . . 122.9(5) ?
O01B C01B C02B . . 121.7(4) ?
C03B C01B C02B . . 114.9(4) ?
C01B C02B H02D . . 109.5 ?
C01B C02B H02E . . 109.5 ?
H02D C02B H02E . . 109.5 ?
C01B C02B H02F . . 109.5 ?
H02D C02B H02F . . 109.5 ?
H02E C02B H02F . . 109.5 ?
C01B C03B H03D . . 109.5 ?
C01B C03B H03E . . 109.5 ?
H03D C03B H03E . . 109.5 ?
C01B C03B H03F . . 109.5 ?
H03D C03B H03F . . 109.5 ?
H03E C03B H03F . . 109.5 ?
C01C C02C H02G . . 109.5 ?
C01C C02C H02H . . 109.5 ?
H02G C02C H02H . . 109.5 ?
C01C C02C H02I . . 109.5 ?
H02G C02C H02I . . 109.5 ?
H02H C02C H02I . . 109.5 ?
O01C C01C C02C . . 128.7(17) ?
O01C C01C C03C . . 96.8(15) ?
C02C C01C C03C . . 133.0(15) ?
C01C C03C H03G . . 109.5 ?
C01C C03C H03H . . 109.5 ?
H03G C03C H03H . . 109.5 ?
C01C C03C H03I . . 109.5 ?
H03G C03C H03I . . 109.5 ?
H03H C03C H03I . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 C22 . 1.979(2) y
Ir1 C11 . 1.9824(19) y
Ir1 N1 . 2.0308(13) y
Ir1 N2 . 2.0429(14) y
Ir1 O2 . 2.1911(14) y
Ir1 O1 . 2.1938(13) y
Ir1' C22' . 1.980(2) y
Ir1' C11' . 1.9876(19) y
Ir1' N1' . 2.0191(17) y
Ir1' N2' . 2.0303(18) y
Ir1' O1' . 2.1931(13) y
Ir1' O2' . 2.1969(15) y
O1 C23 2_656 1.238(2) y
O2 C23 . 1.265(2) ?
O1' C23' 2_665 1.254(2) ?
O2' C23' . 1.253(2) ?
N1 C1 . 1.347(2) ?
N1 C5 . 1.362(3) ?
N2 C12 . 1.344(2) ?
N2 C16 . 1.346(3) ?
N1' C1' . 1.350(3) ?
N1' C5' . 1.374(2) ?
N2' C12' . 1.355(3) ?
N2' C16' . 1.356(3) ?
C1 C2 . 1.364(3) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.365(4) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.379(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.383(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.460(3) ?
C6 C7 . 1.394(3) ?
C6 C11 . 1.419(2) ?
C7 C8 . 1.367(3) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.390(3) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.378(3) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.407(3) ?
C10 H10 . 0.9500 ?
C12 C13 . 1.374(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.370(4) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.377(3) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.396(3) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.461(3) ?
C17 C18 . 1.397(3) ?
C17 C22 . 1.403(3) ?
C18 C19 . 1.371(3) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.381(3) ?
C19 H19 . 0.9500 ?
C20 C21 . 1.394(4) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.399(3) ?
C21 H21 . 0.9500 ?
C23 O1 2_656 1.238(2) ?
C23 C23 2_656 1.545(4) ?
C1' C2' . 1.383(3) ?
C1' H1' . 0.9500 ?
C2' C3' . 1.366(3) ?
C2' H2' . 0.9500 ?
C3' C4' . 1.378(4) ?
C3' H3' . 0.9500 ?
C4' C5' . 1.392(3) ?
C4' H4' . 0.9500 ?
C5' C6' . 1.449(3) ?
C6' C11' . 1.403(3) ?
C6' C7' . 1.419(3) ?
C7' C8' . 1.372(4) ?
C7' H7' . 0.9500 ?
C8' C9' . 1.354(3) ?
C8' H8' . 0.9500 ?
C9' C10' . 1.406(3) ?
C9' H9' . 0.9500 ?
C10' C11' . 1.399(3) ?
C10' H10' . 0.9500 ?
C12' C13' . 1.379(4) ?
C12' H12' . 0.9500 ?
C13' C14' . 1.376(5) ?
C13' H13' . 0.9500 ?
C14' C15' . 1.342(5) ?
C14' H14' . 0.9500 ?
C15' C16' . 1.397(4) ?
C15' H15' . 0.9500 ?
C16' C17' . 1.447(4) ?
C17' C22' . 1.409(3) ?
C17' C18' . 1.419(3) ?
C18' C19' . 1.364(4) ?
C18' H18' . 0.9500 ?
C19' C20' . 1.376(4) ?
C19' H19' . 0.9500 ?
C20' C21' . 1.400(3) ?
C20' H20' . 0.9500 ?
C21' C22' . 1.403(3) ?
C21' H21' . 0.9500 ?
C23' O1' 2_665 1.254(2) ?
C23' C23' 2_665 1.550(4) ?
O101 C102 . 1.227(4) ?
C101 C102 . 1.426(5) ?
C101 H10A . 0.9800 ?
C101 H10B . 0.9800 ?
C101 H10C . 0.9800 ?
C102 C103 . 1.464(4) ?
C103 H10D . 0.9800 ?
C103 H10E . 0.9800 ?
C103 H10F . 0.9800 ?
C01A O01A . 1.219(5) ?
C01A C03A . 1.481(6) ?
C01A C02A . 1.483(6) ?
C02A H02A . 0.9800 ?
C02A H02B . 0.9800 ?
C02A H02C . 0.9800 ?
C03A H03A . 0.9800 ?
C03A H03B . 0.9800 ?
C03A H03C . 0.9800 ?
C01B O01B . 1.207(4) ?
C01B C03B . 1.475(5) ?
C01B C02B . 1.479(5) ?
C02B H02D . 0.9800 ?
C02B H02E . 0.9800 ?
C02B H02F . 0.9800 ?
C03B H03D . 0.9800 ?
C03B H03E . 0.9800 ?
C03B H03F . 0.9800 ?
C02C C01C . 1.37(2) ?
C02C H02G . 0.9800 ?
C02C H02H . 0.9800 ?
C02C H02I . 0.9800 ?
O01C C01C . 1.268(18) ?
C01C C03C . 1.67(3) ?
C03C H03G . 0.9800 ?
C03C H03H . 0.9800 ?
C03C H03I . 0.9800 ?
