#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:27:26 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179920 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/15/7021584.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_7021584
loop_
_publ_author_name
'Gildea, Louise F.'
'Batsanov, Andrei S.'
'Williams, J. A. Gareth'
_publ_section_title
;
 Bright orange/red-emitting rhodium(iii) and iridium(iii) complexes:
 tridentate NCN-cyclometallating ligands lead to high luminescence
 efficiencies.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10388
_journal_page_last               10393
_journal_paper_doi               10.1039/c3dt51211h
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C35 H23 Cl Ir N3, 1.67(C H4 O), 0.67(H2 O)'
_chemical_formula_sum            'C36.67 H31 Cl Ir N3 O2.33'
_chemical_formula_weight         778.63
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           8
_space_group_name_Hall           'I -2y'
_space_group_name_H-M_alt        'I 1 m 1'
_symmetry_space_group_name_Hall  'I -2y'
_symmetry_space_group_name_H-M   'I 1 m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-05-04
_audit_creation_method
;
  Olex2 1.2-alpha
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.476(13)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   10.6873(11)
_cell_length_b                   32.019(4)
_cell_length_c                   14.1789(19)
_cell_measurement_reflns_used    5305
_cell_measurement_temperature    120
_cell_measurement_theta_max      24.948
_cell_measurement_theta_min      2.497
_cell_volume                     4697.9(10)
_computing_cell_refinement       'SAINT v7.46A (Bruker, 2008)'
_computing_data_collection       'SMART v5.630 (Bruker, 2003)'
_computing_data_reduction        'SAINT v7.46A (Bruker, 2008)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL-2013/2, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122
;
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1000 area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.1076
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13063
_diffrn_reflns_point_group_measured_fraction_full 0.921
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         1.614
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    4.388
_exptl_absorpt_correction_T_max  0.4285
_exptl_absorpt_correction_T_min  0.2916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
R(int) was 0.1031 before and 0.0732 after correction.
The Ratio of minimum to maximum transmission is 0.6805.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2308
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.268
_refine_diff_density_min         -1.245
_refine_diff_density_rms         0.168
_refine_ls_abs_structure_details
;
 Flack x determined using 2363 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61), Hooft y=0.022(13).
;
_refine_ls_abs_structure_Flack   0.032(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         7756
_refine_ls_number_restraints     381
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0326P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1080
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_full    0.842
_reflns_Friedel_fraction_max     0.842
_reflns_number_gt                6214
_reflns_number_total             7756
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c3dt51211h.txt
_cod_data_source_block           2b
_cod_database_code               7021584
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C4-H4 = C6-H6 = C9-H9 = C18-H18
 0.96 with sigma of 0.02
3. Others
 Fixed Sof: O3(0.5) C62(0.5) H62A(0.5) H62B(0.5) H62C(0.5)
4.a Riding coordinates:
 C5(H5), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C32(H32),
  C33(H33), C34(H34), C35(H35), C38(H38), C42(H42), C43(H43), C44(H44),
 C45(H45), C47(H47), C48(H48), C50(H50), C51(H51), C52(H52), C53(H53), C56(H56),
  C57(H57), C58(H58), C59(H59), C60(H60A,H60B,H60C), O2(H2), C61(H61A,H61B,
 H61C), C62(H62A,H62B,H62C)
4.b Aromatic/amide H refined with riding coordinates:
 C39(H39)
;
_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.
;
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z'
'x+1/2, y+1/2, z+1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Ir1 Ir 0.40808(6) 0.80159(2) 0.13800(5) 0.02662(19) Uani 1 1 d . . .
Cl1 Cl 0.1857(7) 0.80618(16) 0.1569(5) 0.0393(17) Uani 1 1 d . . .
N1 N 0.3511(13) 0.8326(4) 0.0085(10) 0.026(3) Uani 1 1 d . U .
N2 N 0.4467(16) 0.7527(5) 0.2358(13) 0.035(4) Uani 1 1 d . . .
N3 N 0.4700(16) 0.8547(5) 0.2350(11) 0.037(4) Uani 1 1 d . U .
C1 C 0.344(2) 0.7626(6) -0.0521(13) 0.030(5) Uani 1 1 d . . .
C2 C 0.3736(19) 0.7548(6) 0.0478(14) 0.028(4) Uani 1 1 d . U .
C3 C 0.389(2) 0.7146(6) 0.0904(16) 0.036(5) Uani 1 1 d . U .
C4 C 0.388(2) 0.6808(6) 0.0250(15) 0.040(5) Uani 1 1 d D U .
H4 H 0.399(19) 0.6520(19) 0.044(12) 0.048 Uiso 1 1 d D U .
C5 C 0.366(3) 0.6887(7) -0.0718(16) 0.057(7) Uani 1 1 d . U .
H5 H 0.3640 0.6657 -0.1156 0.068 Uiso 1 1 d R U .
C6 C 0.345(3) 0.7288(6) -0.1107(16) 0.051(6) Uani 1 1 d D U .
H6 H 0.36(2) 0.738(6) -0.171(8) 0.061 Uiso 1 1 d D U .
C7 C 0.3278(17) 0.8085(5) -0.0726(13) 0.026(4) Uani 1 1 d . U .
C8 C 0.2860(19) 0.8281(6) -0.1672(13) 0.029(4) Uani 1 1 d . U .
C9 C 0.255(2) 0.8059(7) -0.2561(15) 0.044(5) Uani 1 1 d D U .
H9 H 0.228(18) 0.778(2) -0.249(13) 0.053 Uiso 1 1 d D U .
C10 C 0.214(2) 0.8261(7) -0.3450(15) 0.048(6) Uani 1 1 d . U .
H10 H 0.1947 0.8101 -0.4042 0.058 Uiso 1 1 d R U .
C11 C 0.205(2) 0.8707(7) -0.3485(15) 0.048(6) Uani 1 1 d . U .
H11 H 0.1791 0.8853 -0.4094 0.057 Uiso 1 1 d R U .
C12 C 0.2334(19) 0.8922(6) -0.2622(13) 0.036(4) Uani 1 1 d . U .
H12 H 0.2249 0.9221 -0.2623 0.043 Uiso 1 1 d R U .
C13 C 0.2727(17) 0.8716(5) -0.1724(13) 0.026(4) Uani 1 1 d . U .
C14 C 0.3009(18) 0.8946(5) -0.0863(13) 0.030(4) Uani 1 1 d . U .
H14 H 0.2872 0.9243 -0.0888 0.035 Uiso 1 1 d R U .
C15 C 0.3394(18) 0.8753(5) 0.0011(13) 0.032(4) Uani 1 1 d . U .
H15 H 0.3620 0.8920 0.0590 0.038 Uiso 1 1 d R U .
C16 C 0.421(2) 0.7143(6) 0.1955(14) 0.029(5) Uani 1 1 d . . .
C17 C 0.426(2) 0.6793(6) 0.2597(14) 0.029(5) Uani 1 1 d . . .
C18 C 0.379(2) 0.6391(6) 0.2245(15) 0.039(5) Uani 1 1 d D . .
H18 H 0.336(16) 0.632(6) 0.159(5) 0.047 Uiso 1 1 d D U .
C19 C 0.394(2) 0.6049(7) 0.2871(17) 0.044(6) Uani 1 1 d . . .
H19 H 0.3649 0.5779 0.2608 0.053 Uiso 1 1 d R U .
C20 C 0.450(2) 0.6088(7) 0.3838(17) 0.042(6) Uani 1 1 d . . .
H20 H 0.4656 0.5846 0.4251 0.051 Uiso 1 1 d R U .
C21 C 0.494(2) 0.6485(6) 0.4212(16) 0.045(5) Uani 1 1 d . . .
H21 H 0.5247 0.6512 0.4905 0.053 Uiso 1 1 d R U .
C22 C 0.4782(19) 0.6840(7) 0.3620(14) 0.033(5) Uani 1 1 d . . .
C23 C 0.514(2) 0.7248(6) 0.3976(14) 0.037(5) Uani 1 1 d . . .
H23 H 0.5581 0.7285 0.4650 0.045 Uiso 1 1 d R U .
C24 C 0.489(2) 0.7580(7) 0.3337(16) 0.038(6) Uani 1 1 d . . .
H24 H 0.5000 0.7856 0.3609 0.046 Uiso 1 1 d R U .
C25 C 0.596(2) 0.8054(6) 0.1301(15) 0.026(4) Uani 1 1 d . U .
C26 C 0.657(2) 0.7816(6) 0.0777(14) 0.037(4) Uani 1 1 d . U .
H26 H 0.6097 0.7593 0.0395 0.045 Uiso 1 1 d R U .
C27 C 0.785(2) 0.7889(7) 0.0788(16) 0.047(5) Uani 1 1 d . U .
H27 H 0.8282 0.7712 0.0423 0.056 Uiso 1 1 d R U .
C28 C 0.848(2) 0.8240(7) 0.1303(15) 0.051(5) Uani 1 1 d . U .
H28 H 0.9370 0.8292 0.1306 0.061 Uiso 1 1 d R U .
C29 C 0.791(2) 0.8491(7) 0.1818(15) 0.049(5) Uani 1 1 d . U .
H29 H 0.8352 0.8727 0.2167 0.059 Uiso 1 1 d R U .
C30 C 0.6616(18) 0.8409(6) 0.1845(12) 0.034(4) Uani 1 1 d . U .
C31 C 0.5931(19) 0.8659(5) 0.2409(12) 0.034(4) Uani 1 1 d . U .
C32 C 0.645(3) 0.8985(7) 0.3045(15) 0.058(6) Uani 1 1 d . U .
H32 H 0.7351 0.9055 0.3163 0.070 Uiso 1 1 d R U .
C33 C 0.568(3) 0.9205(7) 0.3522(18) 0.065(6) Uani 1 1 d . U .
H33 H 0.6032 0.9432 0.3949 0.078 Uiso 1 1 d R U .
C34 C 0.444(3) 0.9097(7) 0.3427(16) 0.055(5) Uani 1 1 d . U .
H34 H 0.3881 0.9257 0.3725 0.066 Uiso 1 1 d R U .
C35 C 0.401(2) 0.8753(6) 0.2829(14) 0.043(5) Uani 1 1 d . U .
H35 H 0.3136 0.8666 0.2787 0.052 Uiso 1 1 d R U .
Ir2 Ir 0.09205(9) 0.5000 0.36159(7) 0.0240(3) Uani 1 2 d S T P
Cl2 Cl 0.3199(8) 0.5000 0.3548(6) 0.0308(19) Uani 1 2 d S T P
N4 N 0.0817(14) 0.5628(4) 0.3365(10) 0.027(3) Uani 1 1 d . U .
N5 N 0.142(2) 0.5000 0.5171(14) 0.029(4) Uani 1 2 d S TU P
C36 C 0.030(3) 0.5000 0.2202(18) 0.033(6) Uani 1 2 d S TU P
C37 C -0.0089(18) 0.5394(5) 0.1745(13) 0.024(4) Uani 1 1 d . U .
C38 C -0.088(2) 0.5374(6) 0.0787(13) 0.038(5) Uani 1 1 d . U .
H38 H -0.1149 0.5627 0.0431 0.045 Uiso 1 1 d R U .
C39 C -0.129(3) 0.5000 0.034(2) 0.055(9) Uani 1 2 d S TU P
H39 H -0.1876 0.5000 -0.0290 0.066 Uiso 1 2 calc R U P
C40 C 0.040(2) 0.5750(6) 0.2415(14) 0.035(4) Uani 1 1 d . U .
C41 C 0.049(2) 0.6164(6) 0.2128(16) 0.039(5) Uani 1 1 d . U .
C42 C 0.035(2) 0.6296(7) 0.1151(18) 0.053(6) Uani 1 1 d . U .
H42 H 0.0178 0.6086 0.0650 0.063 Uiso 1 1 d R U .
C43 C 0.047(2) 0.6708(7) 0.0905(19) 0.056(6) Uani 1 1 d . U .
H43 H 0.0299 0.6798 0.0238 0.068 Uiso 1 1 d R U .
C44 C 0.073(3) 0.6990(9) 0.163(2) 0.068(6) Uani 1 1 d . U .
H44 H 0.0858 0.7276 0.1467 0.082 Uiso 1 1 d R U .
C45 C 0.093(2) 0.6903(6) 0.2585(19) 0.056(6) Uani 1 1 d . U .
H45 H 0.1131 0.7118 0.3070 0.068 Uiso 1 1 d R U .
C46 C 0.087(2) 0.6471(6) 0.2856(16) 0.041(4) Uani 1 1 d . U .
C47 C 0.1206(18) 0.6346(5) 0.3843(14) 0.039(4) Uani 1 1 d . U .
H47 H 0.1405 0.6549 0.4358 0.047 Uiso 1 1 d R U .
C48 C 0.121(2) 0.5933(6) 0.4059(14) 0.039(5) Uani 1 1 d . U .
H48 H 0.1549 0.5845 0.4721 0.047 Uiso 1 1 d R U .
C49 C -0.078(3) 0.5000 0.391(2) 0.035(6) Uani 1 2 d S TU P
C50 C -0.205(3) 0.5000 0.3213(19) 0.035(5) Uani 1 2 d S TU P
H50 H -0.2072 0.5000 0.2532 0.042 Uiso 1 2 d R U P
C51 C -0.321(3) 0.5000 0.3492(19) 0.034(5) Uani 1 2 d S TU P
H51 H -0.4020 0.5000 0.3005 0.040 Uiso 1 2 d R U P
C52 C -0.321(3) 0.5000 0.4449(19) 0.036(5) Uani 1 2 d S TU P
H52 H -0.3987 0.5000 0.4667 0.043 Uiso 1 2 d R U P
C53 C -0.201(3) 0.5000 0.516(2) 0.038(5) Uani 1 2 d S TU P
H53 H -0.1949 0.5000 0.5848 0.045 Uiso 1 2 d R U P
C54 C -0.082(3) 0.5000 0.4880(17) 0.026(4) Uani 1 2 d S TU P
C55 C 0.042(2) 0.5000 0.5600(16) 0.025(4) Uani 1 2 d S TU P
C56 C 0.058(3) 0.5000 0.6591(17) 0.037(6) Uani 1 2 d S TU P
H56 H -0.0151 0.5000 0.6865 0.044 Uiso 1 2 d R U P
C57 C 0.180(3) 0.5000 0.719(2) 0.043(6) Uani 1 2 d S TU P
H57 H 0.1927 0.5000 0.7881 0.052 Uiso 1 2 d R U P
C58 C 0.286(3) 0.5000 0.6765(18) 0.044(7) Uani 1 2 d S TU P
H58 H 0.3724 0.5000 0.7168 0.053 Uiso 1 2 d R U P
C59 C 0.263(3) 0.5000 0.5760(17) 0.033(6) Uani 1 2 d S TU P
H59 H 0.3367 0.5000 0.5492 0.040 Uiso 1 2 d R U P
O1 O 0.134(3) 0.9587(7) 0.2292(17) 0.125(9) Uani 1 1 d . . .
C60 C 0.085(3) 0.9331(8) 0.1438(19) 0.085(10) Uani 1 1 d . . .
H60A H 0.0536 0.9510 0.0867 0.128 Uiso 1 1 d R U .
H60B H 0.0131 0.9159 0.1539 0.128 Uiso 1 1 d R U .
H60C H 0.1537 0.9149 0.1334 0.128 Uiso 1 1 d R U .
O2 O 0.123(2) 0.8393(7) 0.3412(18) 0.114(7) Uani 1 1 d . . .
H2 H 0.1141 0.8332 0.2824 0.170 Uiso 1 1 d R U .
C61 C 0.205(5) 0.8067(12) 0.404(2) 0.150(18) Uani 1 1 d . . .
H61A H 0.2786 0.7997 0.3777 0.225 Uiso 1 1 d R U .
H61B H 0.1533 0.7815 0.4060 0.225 Uiso 1 1 d R U .
H61C H 0.2365 0.8177 0.4705 0.225 Uiso 1 1 d R U .
O3 O -0.092(5) 0.9571(10) 0.456(3) 0.099(14) Uani 0.5 1 d . . P
C62 C -0.124(7) 0.950(2) 0.543(4) 0.10(2) Uiso 0.5 1 d . . P
H62A H -0.1922 0.9696 0.5465 0.147 Uiso 0.5 1 d R U P
H62B H -0.0491 0.9541 0.5981 0.147 Uiso 0.5 1 d R U P
H62C H -0.1563 0.9211 0.5450 0.147 Uiso 0.5 1 d R U P
O4 O 0.108(4) 0.9225(8) 0.3923(17) 0.212(19) Uani 1 1 d . . .
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'
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_1
_geom_angle_site_symmetry_3
N1 Ir1 Cl1 89.4(4) . .
N1 Ir1 N2 159.7(6) . .
N1 Ir1 N3 99.4(6) . .
N2 Ir1 Cl1 90.5(5) . .
N2 Ir1 N3 100.9(7) . .
N3 Ir1 Cl1 91.9(5) . .
C2 Ir1 Cl1 95.1(6) . .
C2 Ir1 N1 79.6(7) . .
C2 Ir1 N2 80.2(6) . .
C2 Ir1 N3 172.9(8) . .
C2 Ir1 C25 92.1(8) . .
C25 Ir1 Cl1 172.5(6) . .
C25 Ir1 N1 89.9(7) . .
C25 Ir1 N2 92.7(7) . .
C25 Ir1 N3 80.8(7) . .
C7 N1 Ir1 115.8(11) . .
C7 N1 C15 120.6(14) . .
C15 N1 Ir1 123.7(12) . .
C16 N2 Ir1 114.8(13) . .
C16 N2 C24 121.7(18) . .
C24 N2 Ir1 123.5(14) . .
C31 N3 Ir1 112.6(13) . .
C35 N3 Ir1 127.0(15) . .
C35 N3 C31 120.4(19) . .
C2 C1 C7 111.0(15) . .
C6 C1 C2 116.2(17) . .
C6 C1 C7 132.6(18) . .
C1 C2 Ir1 119.1(13) . .
C1 C2 C3 124.8(17) . .
C3 C2 Ir1 116.0(14) . .
C2 C3 C4 116(2) . .
C2 C3 C16 115(2) . .
C4 C3 C16 129(2) . .
C5 C4 C3 119(2) . .
C4 C5 C6 123(2) . .
C1 C6 C5 121(2) . .
N1 C7 C1 114.0(15) . .
N1 C7 C8 119.2(15) . .
C8 C7 C1 126.8(15) . .
C9 C8 C7 123.9(17) . .
C13 C8 C7 118.9(16) . .
C13 C8 C9 117.1(17) . .
C10 C9 C8 122(2) . .
C9 C10 C11 120.0(19) . .
C12 C11 C10 118.2(19) . .
C11 C12 C13 121.6(19) . .
C8 C13 C12 121.2(17) . .
C14 C13 C8 118.9(16) . .
C14 C13 C12 119.8(17) . .
C15 C14 C13 120.7(17) . .
C14 C15 N1 121.7(17) . .
N2 C16 C3 113.6(19) . .
N2 C16 C17 117.9(18) . .
C17 C16 C3 128(2) . .
C18 C17 C16 121.9(19) . .
C18 C17 C22 117.7(18) . .
C22 C17 C16 120.4(18) . .
C19 C18 C17 121(2) . .
C20 C19 C18 121(2) . .
C19 C20 C21 119(2) . .
C22 C21 C20 122(2) . .
C21 C22 C17 118.9(19) . .
C21 C22 C23 123.7(19) . .
C23 C22 C17 117.4(18) . .
C24 C23 C22 119.0(18) . .
N2 C24 C23 122.4(19) . .
C26 C25 Ir1 128.0(17) . .
C26 C25 C30 120(2) . .
C30 C25 Ir1 111.7(15) . .
C25 C26 C27 121(2) . .
C26 C27 C28 119(2) . .
C29 C28 C27 122(2) . .
C28 C29 C30 119(2) . .
C25 C30 C31 118.7(18) . .
C29 C30 C25 118.4(19) . .
C29 C30 C31 122.8(18) . .
N3 C31 C30 116.0(16) . .
N3 C31 C32 117.6(19) . .
C32 C31 C30 126(2) . .
C33 C32 C31 120(2) . .
C34 C33 C32 121(2) . .
C33 C34 C35 115(2) . .
N3 C35 C34 125(2) . .
N4 Ir2 Cl2 90.2(4) 2_565 .
N4 Ir2 Cl2 90.2(4) . .
N4 Ir2 N4 160.5(8) . 2_565
N4 Ir2 N5 99.7(4) 2_565 .
N4 Ir2 N5 99.7(4) . .
N5 Ir2 Cl2 92.5(6) . .
C36 Ir2 Cl2 92.7(9) . .
C36 Ir2 N4 80.3(4) . 2_565
C36 Ir2 N4 80.3(4) . .
C36 Ir2 N5 174.8(11) . .
C36 Ir2 C49 97.0(12) . .
C49 Ir2 Cl2 170.3(9) . .
C49 Ir2 N4 91.4(5) . .
C49 Ir2 N4 91.4(5) . 2_565
C49 Ir2 N5 77.7(10) . .
C40 N4 Ir2 116.3(11) . .
C40 N4 C48 118.0(15) . .
C48 N4 Ir2 125.5(12) . .
C55 N5 Ir2 116.0(16) . .
C59 N5 Ir2 126.5(19) . .
C59 N5 C55 117(2) . .
C37 C36 Ir2 116.8(12) . .
C37 C36 Ir2 116.8(12) 2_565 .
C37 C36 C37 124(2) 2_565 .
C36 C37 C40 111.7(16) . .
C38 C37 C36 115.5(17) . .
C38 C37 C40 132.7(16) . .
C39 C38 C37 122.1(19) . .
C38 C39 C38 121(3) 2_565 .
N4 C40 C37 112.8(15) . .
N4 C40 C41 121.8(18) . .
C41 C40 C37 125.3(17) . .
C40 C41 C42 125(2) . .
C40 C41 C46 118.4(19) . .
C46 C41 C42 116.8(19) . .
C43 C42 C41 122(2) . .
C44 C43 C42 118(2) . .
C43 C44 C45 125(3) . .
C44 C45 C46 117(2) . .
C41 C46 C45 120(2) . .
C41 C46 C47 118.9(17) . .
C47 C46 C45 121.3(19) . .
C48 C47 C46 119.0(18) . .
C47 C48 N4 123.2(18) . .
C50 C49 Ir2 127(2) . .
C54 C49 Ir2 118(2) . .
C54 C49 C50 114(3) . .
C51 C50 C49 123(3) . .
C52 C51 C50 120(3) . .
C51 C52 C53 120(3) . .
C52 C53 C54 121(2) . .
C49 C54 C53 122(3) . .
C49 C54 C55 116(3) . .
C53 C54 C55 121(2) . .
N5 C55 C54 112(2) . .
N5 C55 C56 123(2) . .
C56 C55 C54 126(2) . .
C57 C56 C55 120(3) . .
C56 C57 C58 119(3) . .
C59 C58 C57 119(3) . .
N5 C59 C58 122(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 Cl1 2.462(7) .
Ir1 N1 2.043(13) .
Ir1 N2 2.064(17) .
Ir1 N3 2.183(16) .
Ir1 C2 1.945(17) .
Ir1 C25 2.04(2) .
N1 C7 1.36(2) .
N1 C15 1.37(2) .
N2 C16 1.36(2) .
N2 C24 1.36(3) .
N3 C31 1.35(2) .
N3 C35 1.30(3) .
C1 C2 1.40(2) .
C1 C6 1.36(3) .
C1 C7 1.50(2) .
C2 C3 1.41(3) .
C3 C4 1.42(3) .
C3 C16 1.44(2) .
C4 C5 1.36(3) .
C5 C6 1.39(3) .
C7 C8 1.45(2) .
C8 C9 1.41(3) .
C8 C13 1.40(2) .
C9 C10 1.39(3) .
C10 C11 1.43(3) .
C11 C12 1.37(3) .
C12 C13 1.40(2) .
C13 C14 1.39(2) .
C14 C15 1.35(2) .
C16 C17 1.44(3) .
C17 C18 1.43(3) .
C17 C22 1.43(3) .
C18 C19 1.39(3) .
C19 C20 1.36(3) .
C20 C21 1.41(3) .
C21 C22 1.40(3) .
C22 C23 1.42(3) .
C23 C24 1.38(3) .
C25 C26 1.34(3) .
C25 C30 1.45(3) .
C26 C27 1.39(3) .
C27 C28 1.41(3) .
C28 C29 1.33(3) .
C29 C30 1.42(3) .
C30 C31 1.45(3) .
C31 C32 1.40(3) .
C32 C33 1.38(3) .
C33 C34 1.35(3) .
C34 C35 1.40(3) .
Ir2 Cl2 2.461(9) .
Ir2 N4 2.041(13) 2_565
Ir2 N4 2.040(13) .
Ir2 N5 2.13(2) .
Ir2 C36 1.95(3) .
Ir2 C49 1.96(4) .
N4 C40 1.37(2) .
N4 C48 1.38(2) .
N5 C55 1.36(3) .
N5 C59 1.35(3) .
C36 C37 1.43(2) .
C36 C37 1.43(2) 2_565
C37 C38 1.41(2) .
C37 C40 1.49(3) .
C38 C39 1.38(2) .
C39 C38 1.38(2) 2_565
C40 C41 1.40(3) .
C41 C42 1.42(3) .
C41 C46 1.41(3) .
C42 C43 1.38(3) .
C43 C44 1.34(3) .
C44 C45 1.35(3) .
C45 C46 1.44(3) .
C46 C47 1.41(3) .
C47 C48 1.36(2) .
C49 C50 1.46(4) .
C49 C54 1.39(4) .
C50 C51 1.40(4) .
C51 C52 1.35(3) .
C52 C53 1.42(4) .
C53 C54 1.42(4) .
C54 C55 1.46(3) .
C55 C56 1.37(3) .
C56 C57 1.36(4) .
C57 C58 1.40(4) .
C58 C59 1.38(3) .
O1 C60 1.45(3) .
O2 C61 1.51(4) .
O3 C62 1.39(6) .
