#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/01/2210118.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_2210118
loop_
_publ_author_name
'Jones, Peter G.'
'Ammermann, Sven'
'Daniliuc, Constantin'
'du Mont, Wolf-Walther'
'Kowalsky, Wolfgang'
'Johannes, Hans-Hermann'
_publ_section_title
;mer-Bis[2-(6-fluoro-3-methylquinoxalin-2-yl-κN¹)phenyl][3-phenyl-5-(2-pyridyl-κN)-1,2,4-triazol-1-yl]iridium(III)
 dichloromethane disolvate
;
_journal_coeditor_code           BT2165
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2202
_journal_page_last               m2204
_journal_paper_doi               10.1107/S1600536806031680
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Ir (C15 H10 F N2)2 (C13 H9 N4)], 2C H2 Cl2'
_chemical_formula_moiety         'C43 H29 F2 Ir N8 , 2C H2 Cl2'
_chemical_formula_sum            'C45 H33 Cl4 F2 Ir N8'
_chemical_formula_weight         1057.79
_chemical_name_systematic
;
 mer-Bis[2-(6-fluoro-3-methylquinoxalin-2-yl-\kN¹)phenyl][3-phenyl-5-
 (2-pyridyl-\kN)-1,2,4-triazol-1-yl]iridium(III) dichloromethane disolvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 110.521(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.1184(14)
_cell_length_b                   12.5390(8)
_cell_length_c                   18.2869(12)
_cell_measurement_reflns_used    8722
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     4105.7(5)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            85935
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         1.14
_exptl_absorpt_coefficient_mu    3.567
_exptl_absorpt_correction_T_max  0.5823
_exptl_absorpt_correction_T_min  0.5225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.290
_refine_diff_density_min         -1.177
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         12496
_refine_ls_number_restraints     118
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0262
_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)+(0.0282P)²+7.1619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0607
_refine_ls_wR_factor_ref         0.0682
_reflns_number_gt                10326
_reflns_number_total             12496
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2165.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (15 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (6
times).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according
to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29 (15 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2210118
_cod_database_fobs_code          2210118
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
Ir Ir 0.242863(5) 0.425882(7) 0.449041(5) 0.01637(3) Uani d . 1 . .
C C1 0.25473(15) 0.4774(2) 0.35122(15) 0.0199(5) Uani d . 1 . .
N N1 0.35731(13) 0.41187(17) 0.47805(13) 0.0191(4) Uani d . 1 . .
F F1 0.56223(11) 0.30412(17) 0.76450(10) 0.0381(4) Uani d . 1 . .
C C2 0.20026(17) 0.5276(2) 0.28794(16) 0.0235(5) Uani d . 1 . .
H H2 0.1518 0.5391 0.2898 0.028 Uiso calc R 1 . .
N N2 0.50040(14) 0.3399(2) 0.49171(15) 0.0265(5) Uani d . 1 . .
F F2 -0.08695(13) 0.2107(2) 0.19864(15) 0.0602(7) Uani d . 1 . .
C C3 0.21576(18) 0.5606(2) 0.22301(16) 0.0266(6) Uani d . 1 . .
H H3 0.1781 0.5948 0.1811 0.032 Uiso calc R 1 . .
N N3 0.12991(13) 0.45475(17) 0.41021(13) 0.0194(4) Uani d . 1 . .
C C4 0.28585(18) 0.5440(2) 0.21870(17) 0.0281(6) Uani d . 1 . .
H H4 0.2963 0.5674 0.1742 0.034 Uiso calc R 1 . .
N N4 -0.02205(15) 0.4975(2) 0.37761(17) 0.0341(6) Uani d . 1 . .
C C5 0.34065(17) 0.4931(2) 0.27930(16) 0.0260(6) Uani d . 1 . .
H H5 0.3885 0.4809 0.2760 0.031 Uiso calc R 1 . .
N N5 0.24953(13) 0.25965(18) 0.42861(13) 0.0213(4) Uani d . 1 . .
C C6 0.32557(15) 0.4597(2) 0.34552(15) 0.0209(5) Uani d . 1 . .
N N6 0.26584(14) 0.19910(18) 0.37466(14) 0.0227(5) Uani d . 1 . .
C C7 0.38048(15) 0.4138(2) 0.41639(15) 0.0203(5) Uani d . 1 . .
N N7 0.25044(17) 0.09035(19) 0.46731(16) 0.0303(6) Uani d . 1 . .
C C8 0.45298(16) 0.3715(2) 0.42408(16) 0.0239(5) Uani d . 1 . .
N N8 0.22373(13) 0.34703(18) 0.54848(13) 0.0210(4) Uani d . 1 . .
C C9 0.47778(19) 0.3522(3) 0.35597(18) 0.0338(7) Uani d . 1 . .
H H9A 0.4944 0.4196 0.3403 0.041 Uiso calc R 1 . .
H H9B 0.4360 0.3235 0.3122 0.041 Uiso calc R 1 . .
H H9C 0.5191 0.3010 0.3709 0.041 Uiso calc R 1 . .
C C10 0.48029(15) 0.3502(2) 0.55609(16) 0.0224(5) Uani d . 1 . .
C C11 0.53283(17) 0.3215(2) 0.62936(17) 0.0272(6) Uani d . 1 . .
H H11 0.5809 0.2960 0.6337 0.033 Uiso calc R 1 . .
C C12 0.51300(17) 0.3312(2) 0.69364(17) 0.0275(6) Uani d . 1 . .
C C13 0.44384(16) 0.3708(2) 0.69040(16) 0.0256(6) Uani d . 1 . .
H H13 0.4328 0.3793 0.7369 0.031 Uiso calc R 1 . .
C C14 0.39160(16) 0.3976(2) 0.61896(16) 0.0234(5) Uani d . 1 . .
H H14 0.3442 0.4242 0.6160 0.028 Uiso calc R 1 . .
C C15 0.40858(15) 0.3855(2) 0.55027(15) 0.0197(5) Uani d . 1 . .
C C16 0.24122(15) 0.5747(2) 0.48677(14) 0.0197(5) Uani d . 1 . .
C C17 0.30343(16) 0.6409(2) 0.52041(16) 0.0247(5) Uani d . 1 . .
H H17 0.3517 0.6156 0.5252 0.030 Uiso calc R 1 . .
C C18 0.29602(18) 0.7425(2) 0.54676(19) 0.0318(7) Uani d . 1 . .
H H18 0.3390 0.7855 0.5700 0.038 Uiso calc R 1 . .
C C19 0.22578(19) 0.7814(3) 0.53918(19) 0.0334(7) Uani d . 1 . .
H H19 0.2209 0.8511 0.5571 0.040 Uiso calc R 1 . .
C C20 0.16310(18) 0.7193(2) 0.50583(18) 0.0297(6) Uani d . 1 . .
H H20 0.1152 0.7467 0.5003 0.036 Uiso calc R 1 . .
C C21 0.17006(15) 0.6153(2) 0.47991(15) 0.0210(5) Uani d . 1 . .
C C22 0.10840(15) 0.5437(2) 0.43841(15) 0.0204(5) Uani d . 1 . .
C C23 0.02988(16) 0.5605(2) 0.42347(18) 0.0263(6) Uani d . 1 . .
C C24 0.00087(19) 0.6496(3) 0.4601(2) 0.0370(7) Uani d . 1 . .
H H24A 0.0025 0.7167 0.4333 0.044 Uiso calc R 1 . .
H H24B 0.0320 0.6558 0.5154 0.044 Uiso calc R 1 . .
H H24C -0.0508 0.6342 0.4555 0.044 Uiso calc R 1 . .
C C25 -0.00028(17) 0.4142(2) 0.34233(18) 0.0297(6) Uani d . 1 . .
C C26 -0.05647(19) 0.3509(3) 0.2890(2) 0.0413(8) Uani d . 1 . .
H H26 -0.1079 0.3641 0.2792 0.050 Uiso calc R 1 . .
C C27 -0.0344(2) 0.2707(3) 0.2522(2) 0.0407(8) Uani d . 1 . .
C C28 0.03977(19) 0.2475(3) 0.2642(2) 0.0352(7) Uani d . 1 . .
H H28 0.0524 0.1911 0.2363 0.042 Uiso calc R 1 . .
C C29 0.09489(17) 0.3076(2) 0.31705(17) 0.0264(6) Uani d . 1 . .
H H29 0.1459 0.2925 0.3260 0.032 Uiso calc R 1 . .
C C30 0.07581(16) 0.3910(2) 0.35780(16) 0.0229(5) Uani d . 1 . .
C C31 0.20764(16) 0.3950(2) 0.60660(16) 0.0247(5) Uani d . 1 . .
H H31 0.2037 0.4705 0.6062 0.030 Uiso calc R 1 . .
C C32 0.19666(18) 0.3386(3) 0.66694(18) 0.0310(6) Uani d . 1 . .
H H32 0.1851 0.3750 0.7069 0.037 Uiso calc R 1 . .
C C33 0.2027(2) 0.2286(3) 0.6682(2) 0.0398(8) Uani d . 1 . .
H H33 0.1972 0.1884 0.7098 0.048 Uiso calc R 1 . .
C C34 0.2171(2) 0.1780(3) 0.6074(2) 0.0393(8) Uani d . 1 . .
H H34 0.2203 0.1025 0.6062 0.047 Uiso calc R 1 . .
C C35 0.22677(17) 0.2390(2) 0.54845(16) 0.0254(6) Uani d . 1 . .
C C36 0.24164(17) 0.1930(2) 0.48243(17) 0.0252(6) Uani d . 1 . .
C C37 0.26550(17) 0.0988(2) 0.40041(17) 0.0247(5) Uani d . 1 . .
C C38 0.27939(17) 0.0057(2) 0.35805(17) 0.0254(6) Uani d . 1 . .
C C39 0.3177(2) 0.0177(2) 0.3063(2) 0.0337(7) Uani d . 1 . .
H H39 0.3371 0.0855 0.3000 0.040 Uiso calc R 1 . .
C C40 0.3274(2) -0.0696(3) 0.2640(2) 0.0374(7) Uani d . 1 . .
H H40 0.3532 -0.0611 0.2284 0.045 Uiso calc R 1 . .
C C41 0.30002(19) -0.1688(2) 0.2733(2) 0.0335(7) Uani d . 1 . .
H H41 0.3061 -0.2279 0.2436 0.040 Uiso calc R 1 . .
C C42 0.2637(2) -0.1813(2) 0.3263(2) 0.0359(7) Uani d . 1 . .
H H42 0.2459 -0.2497 0.3338 0.043 Uiso calc R 1 . .
C C43 0.25304(19) -0.0950(2) 0.36846(18) 0.0327(7) Uani d . 1 . .
H H43 0.2278 -0.1042 0.4045 0.039 Uiso calc R 1 . .
C C44 0.44092(19) 0.4616(2) 0.06499(18) 0.108(4) Uani d PRDU 0.686(5) A 1
H H44A 0.4783 0.4141 0.0558 0.130 Uiso calc PR 0.686(5) A 1
H H44B 0.3933 0.4516 0.0210 0.130 Uiso calc PR 0.686(5) A 1
Cl Cl1 0.46900(14) 0.58917(16) 0.06311(16) 0.0800(9) Uani d PDU 0.686(5) A 1
Cl Cl2 0.4283(2) 0.4213(2) 0.14871(17) 0.0973(11) Uani d PDU 0.686(5) A 1
C C44' 0.443(2) 0.525(2) 0.0592(19) 0.141(9) Uiso d PDU 0.314(5) . 2
H H44C 0.3912 0.5426 0.0251 0.169 Uiso calc PR 0.314(5) A 2
H H44D 0.4708 0.5917 0.0796 0.169 Uiso calc PR 0.314(5) A 2
Cl Cl1' 0.4879(17) 0.4460(18) 0.0124(17) 0.389(13) Uiso d PDU 0.314(5) . 2
Cl Cl2' 0.4451(15) 0.4380(18) 0.1331(14) 0.313(10) Uiso d PDU 0.314(5) A 2
C C45 0.0655(5) 0.0275(8) 0.4259(8) 0.093(4) Uani d PDU 0.647(6) B 1
H H45A 0.0895 -0.0180 0.4723 0.112 Uiso calc PR 0.647(6) B 1
H H45B 0.1034 0.0443 0.4020 0.112 Uiso calc PR 0.647(6) B 1
Cl Cl3 0.03510(18) 0.14200(16) 0.45394(16) 0.0856(11) Uani d PDU 0.647(6) B 1
Cl Cl4 -0.0081(3) -0.0414(3) 0.35923(19) 0.1223(15) Uani d PDU 0.647(6) B 1
C C45' 0.0637(17) 0.023(3) 0.4586(14) 0.138(9) Uiso d PDU 0.353(6) B 2
H H45C 0.0660 -0.0227 0.5034 0.165 Uiso calc PR 0.353(6) B 2
H H45D 0.1108 0.0640 0.4710 0.165 Uiso calc PR 0.353(6) B 2
Cl Cl3' -0.0127(16) 0.1048(19) 0.4315(15) 0.384(12) Uiso d PDU 0.353(6) B 2
Cl Cl4' 0.0430(7) -0.0496(8) 0.3718(6) 0.147(3) Uiso d PDU 0.353(6) B 2
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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
C1 Ir C16 . 91.61(10) y
C1 Ir N3 . 93.98(10) y
C16 Ir N3 . 79.20(10) y
C1 Ir N1 . 79.30(10) y
C16 Ir N1 . 97.71(10) y
N3 Ir N1 . 172.59(8) y
C1 Ir N5 . 97.31(9) y
C16 Ir N5 . 170.46(9) y
N3 Ir N5 . 103.42(9) y
N1 Ir N5 . 80.73(9) y
C1 Ir N8 . 171.73(9) y
C16 Ir N8 . 96.12(9) y
N3 Ir N8 . 84.62(9) y
N1 Ir N8 . 102.48(9) y
N5 Ir N8 . 75.16(9) y
C2 C1 C6 . 117.6(2) ?
C2 C1 Ir . 126.9(2) ?
C6 C1 Ir . 115.49(19) ?
C7 N1 C15 . 118.2(2) ?
C7 N1 Ir . 114.31(18) ?
C15 N1 Ir . 126.70(18) ?
C3 C2 C1 . 121.4(3) ?
C8 N2 C10 . 118.2(2) ?
C2 C3 C4 . 120.4(3) ?
C22 N3 C30 . 119.0(2) ?
C22 N3 Ir . 115.90(18) ?
C30 N3 Ir . 125.09(19) ?
C5 C4 C3 . 119.9(3) ?
C23 N4 C25 . 118.3(3) ?
C4 C5 C6 . 120.1(3) ?
C36 N5 N6 . 107.3(2) ?
C36 N5 Ir . 116.93(19) ?
N6 N5 Ir . 135.59(17) ?
C5 C6 C1 . 120.6(3) ?
C5 C6 C7 . 125.3(3) ?
C1 C6 C7 . 113.8(2) ?
C37 N6 N5 . 103.7(2) ?
N1 C7 C8 . 119.8(2) ?
N1 C7 C6 . 113.7(2) ?
C8 C7 C6 . 126.5(2) ?
C36 N7 C37 . 101.2(2) ?
N2 C8 C7 . 121.7(3) ?
N2 C8 C9 . 114.8(3) ?
C7 C8 C9 . 123.4(3) ?
C31 N8 C35 . 117.9(2) ?
C31 N8 Ir . 126.80(19) ?
C35 N8 Ir . 115.29(18) ?
N2 C10 C15 . 121.7(3) ?
N2 C10 C11 . 118.2(3) ?
C15 C10 C11 . 120.1(3) ?
C12 C11 C10 . 118.4(3) ?
F1 C12 C11 . 119.6(3) ?
F1 C12 C13 . 117.5(3) ?
C11 C12 C13 . 122.8(3) ?
C14 C13 C12 . 119.2(3) ?
C13 C14 C15 . 120.1(3) ?
N1 C15 C10 . 119.6(2) ?
N1 C15 C14 . 121.2(2) ?
C10 C15 C14 . 119.2(2) ?
C17 C16 C21 . 117.8(2) ?
C17 C16 Ir . 126.3(2) ?
C21 C16 Ir . 115.91(19) ?
C18 C17 C16 . 121.5(3) ?
C17 C18 C19 . 120.0(3) ?
C20 C19 C18 . 120.4(3) ?
C19 C20 C21 . 120.1(3) ?
C20 C21 C16 . 120.2(3) ?
C20 C21 C22 . 126.0(3) ?
C16 C21 C22 . 113.6(2) ?
N3 C22 C23 . 118.9(2) ?
N3 C22 C21 . 114.0(2) ?
C23 C22 C21 . 127.1(2) ?
N4 C23 C22 . 122.3(3) ?
N4 C23 C24 . 114.6(3) ?
C22 C23 C24 . 123.0(3) ?
N4 C25 C30 . 121.7(3) ?
N4 C25 C26 . 118.1(3) ?
C30 C25 C26 . 120.1(3) ?
C27 C26 C25 . 117.8(3) ?
C26 C27 F2 . 119.3(3) ?
C26 C27 C28 . 123.7(3) ?
F2 C27 C28 . 117.0(3) ?
C29 C28 C27 . 119.0(3) ?
C28 C29 C30 . 120.2(3) ?
N3 C30 C29 . 121.7(3) ?
N3 C30 C25 . 119.0(3) ?
C29 C30 C25 . 119.2(3) ?
N8 C31 C32 . 122.7(3) ?
C33 C32 C31 . 119.0(3) ?
C32 C33 C34 . 118.8(3) ?
C35 C34 C33 . 119.2(3) ?
N8 C35 C34 . 122.2(3) ?
N8 C35 C36 . 114.7(2) ?
C34 C35 C36 . 123.0(3) ?
N7 C36 N5 . 113.2(3) ?
N7 C36 C35 . 128.9(3) ?
N5 C36 C35 . 117.9(3) ?
N6 C37 N7 . 114.7(2) ?
N6 C37 C38 . 122.2(3) ?
N7 C37 C38 . 123.1(2) ?
C39 C38 C43 . 119.4(3) ?
C39 C38 C37 . 120.3(3) ?
C43 C38 C37 . 120.2(3) ?
C40 C39 C38 . 119.8(3) ?
C41 C40 C39 . 120.6(3) ?
C40 C41 C42 . 119.5(3) ?
C43 C42 C41 . 120.6(3) ?
C42 C43 C38 . 120.0(3) ?
Cl1 C44 Cl2 . 116.3(2) ?
Cl1' C44' Cl2' . 98.3(15) ?
Cl3 C45 Cl4 . 110.7(5) ?
Cl3' C45' Cl4' . 98.7(13) ?
C3 C2 H2 . 119.3 ?
C1 C2 H2 . 119.3 ?
C2 C3 H3 . 119.8 ?
C4 C3 H3 . 119.8 ?
C5 C4 H4 . 120.0 ?
C3 C4 H4 . 120.0 ?
C4 C5 H5 . 120.0 ?
C6 C5 H5 . 120.0 ?
C8 C9 H9A . 109.5 ?
C8 C9 H9B . 109.5 ?
H9A C9 H9B . 109.5 ?
C8 C9 H9C . 109.5 ?
H9A C9 H9C . 109.5 ?
H9B C9 H9C . 109.5 ?
C12 C11 H11 . 120.8 ?
C10 C11 H11 . 120.8 ?
C14 C13 H13 . 120.4 ?
C12 C13 H13 . 120.4 ?
C13 C14 H14 . 120.0 ?
C15 C14 H14 . 120.0 ?
C18 C17 H17 . 119.3 ?
C16 C17 H17 . 119.3 ?
C17 C18 H18 . 120.0 ?
C19 C18 H18 . 120.0 ?
C20 C19 H19 . 119.8 ?
C18 C19 H19 . 119.8 ?
C19 C20 H20 . 120.0 ?
C21 C20 H20 . 120.0 ?
C23 C24 H24A . 109.5 ?
C23 C24 H24B . 109.5 ?
H24A C24 H24B . 109.5 ?
C23 C24 H24C . 109.5 ?
H24A C24 H24C . 109.5 ?
H24B C24 H24C . 109.5 ?
C27 C26 H26 . 121.1 ?
C25 C26 H26 . 121.1 ?
C29 C28 H28 . 120.5 ?
C27 C28 H28 . 120.5 ?
C28 C29 H29 . 119.9 ?
C30 C29 H29 . 119.9 ?
N8 C31 H31 . 118.6 ?
C32 C31 H31 . 118.6 ?
C33 C32 H32 . 120.5 ?
C31 C32 H32 . 120.5 ?
C32 C33 H33 . 120.6 ?
C34 C33 H33 . 120.6 ?
C35 C34 H34 . 120.4 ?
C33 C34 H34 . 120.4 ?
C40 C39 H39 . 120.1 ?
C38 C39 H39 . 120.1 ?
C41 C40 H40 . 119.7 ?
C39 C40 H40 . 119.7 ?
C40 C41 H41 . 120.2 ?
C42 C41 H41 . 120.2 ?
C43 C42 H42 . 119.7 ?
C41 C42 H42 . 119.7 ?
C42 C43 H43 . 120.0 ?
C38 C43 H43 . 120.0 ?
Cl1 C44 H44A . 108.2 ?
Cl2 C44 H44A . 108.2 ?
Cl1 C44 H44B . 108.2 ?
Cl2 C44 H44B . 108.2 ?
H44A C44 H44B . 107.4 ?
Cl1' C44' H44C . 112.1 ?
Cl2' C44' H44C . 112.1 ?
Cl1' C44' H44C 3_665 105.5 ?
Cl1' C44' H44D . 112.1 ?
Cl2' C44' H44D . 112.1 ?
Cl1' C44' H44D 3_665 74.2 ?
H44C C44' H44D . 109.7 ?
Cl3 C45 H45A . 109.5 ?
Cl4 C45 H45A . 109.5 ?
Cl3 C45 H45B . 109.5 ?
Cl4 C45 H45B . 109.5 ?
H45A C45 H45B . 108.1 ?
Cl3' C45' H45C . 112.0 ?
Cl4' C45' H45C . 112.0 ?
Cl3' C45' H45D . 112.0 ?
Cl4' C45' H45D . 112.0 ?
H45C C45' H45D . 109.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ir C1 1.988(3) y
Ir C16 1.993(3) y
Ir N3 2.055(2) y
Ir N1 2.070(2) y
Ir N5 2.129(2) y
Ir N8 2.210(2) y
C1 C2 1.405(4) ?
C1 C6 1.412(4) ?
N1 C7 1.348(3) ?
N1 C15 1.381(3) ?
F1 C12 1.351(3) ?
C2 C3 1.384(4) ?
N2 C8 1.312(4) ?
N2 C10 1.367(4) ?
F2 C27 1.357(4) ?
C3 C4 1.385(5) ?
N3 C22 1.352(3) ?
N3 C30 1.390(3) ?
C4 C5 1.385(4) ?
N4 C23 1.316(4) ?
N4 C25 1.366(4) ?
C5 C6 1.404(4) ?
N5 C36 1.340(3) ?
N5 N6 1.365(3) ?
C6 C7 1.469(4) ?
N6 C37 1.344(3) ?
C7 C8 1.445(4) ?
N7 C36 1.339(4) ?
N7 C37 1.356(4) ?
C8 C9 1.499(4) ?
N8 C31 1.347(4) ?
N8 C35 1.356(4) ?
C10 C15 1.409(4) ?
C10 C11 1.411(4) ?
C11 C12 1.361(4) ?
C12 C13 1.394(4) ?
C13 C14 1.379(4) ?
C14 C15 1.411(4) ?
C16 C17 1.403(4) ?
C16 C21 1.416(4) ?
C17 C18 1.387(4) ?
C18 C19 1.389(5) ?
C19 C20 1.379(4) ?
C20 C21 1.410(4) ?
C21 C22 1.464(4) ?
C22 C23 1.444(4) ?
C23 C24 1.505(4) ?
C25 C30 1.411(4) ?
C25 C26 1.415(4) ?
C26 C27 1.356(5) ?
C27 C28 1.388(5) ?
C28 C29 1.378(4) ?
C29 C30 1.405(4) ?
C31 C32 1.387(4) ?
C32 C33 1.384(5) ?
C33 C34 1.388(5) ?
C34 C35 1.386(4) ?
C35 C36 1.453(4) ?
C37 C38 1.476(4) ?
C38 C39 1.392(4) ?
C38 C43 1.397(4) ?
C39 C40 1.391(4) ?
C40 C41 1.383(5) ?
C41 C42 1.385(5) ?
C42 C43 1.384(4) ?
C44 Cl1 1.691(3) ?
C44 Cl2 1.708(4) ?
C44' Cl1' 1.724(15) ?
C44' Cl2' 1.728(15) ?
C45 Cl3 1.695(8) ?
C45 Cl4 1.735(9) ?
C45' Cl3' 1.707(15) ?
C45' Cl4' 1.753(15) ?
C2 H2 0.9500 ?
C3 H3 0.9500 ?
C4 H4 0.9500 ?
C5 H5 0.9500 ?
C9 H9A 0.9800 ?
C9 H9B 0.9800 ?
C9 H9C 0.9800 ?
C11 H11 0.9500 ?
C13 H13 0.9500 ?
C14 H14 0.9500 ?
C17 H17 0.9500 ?
C18 H18 0.9500 ?
C19 H19 0.9500 ?
C20 H20 0.9500 ?
C24 H24A 0.9800 ?
C24 H24B 0.9800 ?
C24 H24C 0.9800 ?
C26 H26 0.9500 ?
C28 H28 0.9500 ?
C29 H29 0.9500 ?
C31 H31 0.9500 ?
C32 H32 0.9500 ?
C33 H33 0.9500 ?
C34 H34 0.9500 ?
C39 H39 0.9500 ?
C40 H40 0.9500 ?
C41 H41 0.9500 ?
C42 H42 0.9500 ?
C43 H43 0.9500 ?
C44 H44A 0.9900 ?
C44 H44B 0.9900 ?
C44' H44C 0.9900 ?
C44' H44D 0.9900 ?
C45 H45A 0.9900 ?
C45 H45B 0.9900 ?
C45' H45C 0.9900 ?
C45' H45D 0.9900 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C2 H2 F2 2 0.95 2.53 3.225(4) 130.2
C44 H44B N7 4_565 0.99 2.61 3.510(5) 151.0
C45 H45B N7 . 0.99 2.70 3.437(10) 131.1
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C16 Ir C1 C2 . . -71.9(2)
N3 Ir C1 C2 . . 7.4(2)
N1 Ir C1 C2 . . -169.5(2)
N5 Ir C1 C2 . . 111.5(2)
C16 Ir C1 C6 . . 108.9(2)
N3 Ir C1 C6 . . -171.82(19)
N1 Ir C1 C6 . . 11.36(19)
N5 Ir C1 C6 . . -67.7(2)
C1 Ir N1 C7 . . -17.01(18)
C16 Ir N1 C7 . . -107.20(18)
N5 Ir N1 C7 . . 82.32(18)
N8 Ir N1 C7 . . 154.74(17)
C1 Ir N1 C15 . . 173.3(2)
C16 Ir N1 C15 . . 83.1(2)
N5 Ir N1 C15 . . -87.4(2)
N8 Ir N1 C15 . . -14.9(2)
C6 C1 C2 C3 . . -1.3(4)
Ir C1 C2 C3 . . 179.5(2)
C1 C2 C3 C4 . . 0.5(4)
C1 Ir N3 C22 . . -102.3(2)
C16 Ir N3 C22 . . -11.39(19)
N5 Ir N3 C22 . . 159.23(18)
N8 Ir N3 C22 . . 85.91(19)
C1 Ir N3 C30 . . 77.1(2)
C16 Ir N3 C30 . . 168.0(2)
N5 Ir N3 C30 . . -21.3(2)
N8 Ir N3 C30 . . -94.7(2)
C2 C3 C4 C5 . . 0.6(4)
C3 C4 C5 C6 . . -0.9(4)
C1 Ir N5 C36 . . -178.2(2)
N3 Ir N5 C36 . . -82.3(2)
N1 Ir N5 C36 . . 104.0(2)
N8 Ir N5 C36 . . -1.6(2)
C1 Ir N5 N6 . . 7.8(3)
N3 Ir N5 N6 . . 103.7(3)
N1 Ir N5 N6 . . -70.1(3)
N8 Ir N5 N6 . . -175.7(3)
C4 C5 C6 C1 . . 0.0(4)
C4 C5 C6 C7 . . -174.2(3)
C2 C1 C6 C5 . . 1.1(4)
Ir C1 C6 C5 . . -179.7(2)
C2 C1 C6 C7 . . 175.9(2)
Ir C1 C6 C7 . . -4.8(3)
C36 N5 N6 C37 . . 0.8(3)
Ir N5 N6 C37 . . 175.2(2)
C15 N1 C7 C8 . . 10.5(4)
Ir N1 C7 C8 . . -160.08(19)
C15 N1 C7 C6 . . -170.4(2)
Ir N1 C7 C6 . . 19.0(3)
C5 C6 C7 N1 . . 165.0(3)
C1 C6 C7 N1 . . -9.6(3)
C5 C6 C7 C8 . . -16.0(4)
C1 C6 C7 C8 . . 169.4(3)
C10 N2 C8 C7 . . -1.5(4)
C10 N2 C8 C9 . . -177.0(3)
N1 C7 C8 N2 . . -6.5(4)
C6 C7 C8 N2 . . 174.5(3)
N1 C7 C8 C9 . . 168.6(3)
C6 C7 C8 C9 . . -10.3(4)
C16 Ir N8 C31 . . 7.0(2)
N3 Ir N8 C31 . . -71.5(2)
N1 Ir N8 C31 . . 106.3(2)
N5 Ir N8 C31 . . -177.0(2)
C16 Ir N8 C35 . . -175.0(2)
N3 Ir N8 C35 . . 106.5(2)
N1 Ir N8 C35 . . -75.7(2)
N5 Ir N8 C35 . . 1.1(2)
C8 N2 C10 C15 . . 5.1(4)
C8 N2 C10 C11 . . -176.7(3)
N2 C10 C11 C12 . . -179.7(3)
C15 C10 C11 C12 . . -1.5(4)
C10 C11 C12 F1 . . 179.9(3)
C10 C11 C12 C13 . . -1.7(5)
F1 C12 C13 C14 . . -178.9(3)
C11 C12 C13 C14 . . 2.7(5)
C12 C13 C14 C15 . . -0.4(4)
C7 N1 C15 C10 . . -7.0(4)
Ir N1 C15 C10 . . 162.30(19)
C7 N1 C15 C14 . . 170.2(2)
Ir N1 C15 C14 . . -20.5(4)
N2 C10 C15 N1 . . -0.9(4)
C11 C10 C15 N1 . . -179.1(3)
N2 C10 C15 C14 . . -178.2(3)
C11 C10 C15 C14 . . 3.7(4)
C13 C14 C15 N1 . . -179.9(3)
C13 C14 C15 C10 . . -2.7(4)
C1 Ir C16 C17 . . -78.5(2)
N3 Ir C16 C17 . . -172.2(2)
N1 Ir C16 C17 . . 0.9(2)
N8 Ir C16 C17 . . 104.5(2)
C1 Ir C16 C21 . . 102.9(2)
N3 Ir C16 C21 . . 9.12(19)
N1 Ir C16 C21 . . -177.71(19)
N8 Ir C16 C21 . . -74.2(2)
C21 C16 C17 C18 . . 0.5(4)
Ir C16 C17 C18 . . -178.1(2)
C16 C17 C18 C19 . . -0.9(5)
C17 C18 C19 C20 . . 0.3(5)
C18 C19 C20 C21 . . 0.7(5)
C19 C20 C21 C16 . . -1.1(4)
C19 C20 C21 C22 . . -175.2(3)
C17 C16 C21 C20 . . 0.5(4)
Ir C16 C21 C20 . . 179.2(2)
C17 C16 C21 C22 . . 175.3(2)
Ir C16 C21 C22 . . -6.0(3)
C30 N3 C22 C23 . . 10.0(4)
Ir N3 C22 C23 . . -170.5(2)
C30 N3 C22 C21 . . -168.2(2)
Ir N3 C22 C21 . . 11.3(3)
C20 C21 C22 N3 . . 170.8(3)
C16 C21 C22 N3 . . -3.6(3)
C20 C21 C22 C23 . . -7.2(5)
C16 C21 C22 C23 . . 178.4(3)
C25 N4 C23 C22 . . -0.9(5)
C25 N4 C23 C24 . . -179.7(3)
N3 C22 C23 N4 . . -6.2(4)
C21 C22 C23 N4 . . 171.7(3)
N3 C22 C23 C24 . . 172.4(3)
C21 C22 C23 C24 . . -9.7(5)
C23 N4 C25 C30 . . 4.1(5)
C23 N4 C25 C26 . . -175.8(3)
N4 C25 C26 C27 . . 177.8(3)
C30 C25 C26 C27 . . -2.1(5)
C25 C26 C27 F2 . . -177.7(3)
C25 C26 C27 C28 . . 0.1(6)
C26 C27 C28 C29 . . 1.0(6)
F2 C27 C28 C29 . . 178.9(3)
C27 C28 C29 C30 . . -0.2(5)
C22 N3 C30 C29 . . 169.7(3)
Ir N3 C30 C29 . . -9.7(4)
C22 N3 C30 C25 . . -7.1(4)
Ir N3 C30 C25 . . 173.5(2)
C28 C29 C30 N3 . . -178.5(3)
C28 C29 C30 C25 . . -1.7(4)
N4 C25 C30 N3 . . -0.1(5)
C26 C25 C30 N3 . . 179.7(3)
N4 C25 C30 C29 . . -177.0(3)
C26 C25 C30 C29 . . 2.8(5)
C35 N8 C31 C32 . . 2.2(4)
Ir N8 C31 C32 . . -179.9(2)
N8 C31 C32 C33 . . 0.3(5)
C31 C32 C33 C34 . . -2.2(6)
C32 C33 C34 C35 . . 1.6(6)
C31 N8 C35 C34 . . -2.8(5)
Ir N8 C35 C34 . . 179.0(3)
C31 N8 C35 C36 . . 177.8(3)
Ir N8 C35 C36 . . -0.4(3)
C33 C34 C35 N8 . . 0.9(6)
C33 C34 C35 C36 . . -179.7(3)
C37 N7 C36 N5 . . 0.8(4)
C37 N7 C36 C35 . . -177.7(3)
N6 N5 C36 N7 . . -1.1(4)
Ir N5 C36 N7 . . -176.7(2)
N6 N5 C36 C35 . . 177.7(3)
Ir N5 C36 C35 . . 2.0(4)
N8 C35 C36 N7 . . 177.5(3)
C34 C35 C36 N7 . . -1.9(6)
N8 C35 C36 N5 . . -1.0(4)
C34 C35 C36 N5 . . 179.6(3)
N5 N6 C37 N7 . . -0.3(3)
N5 N6 C37 C38 . . 178.9(3)
C36 N7 C37 N6 . . -0.3(4)
C36 N7 C37 C38 . . -179.5(3)
N6 C37 C38 C39 . . 22.1(5)
N7 C37 C38 C39 . . -158.8(3)
N6 C37 C38 C43 . . -156.7(3)
N7 C37 C38 C43 . . 22.3(5)
C43 C38 C39 C40 . . 1.8(5)
C37 C38 C39 C40 . . -177.0(3)
C38 C39 C40 C41 . . -0.6(6)
C39 C40 C41 C42 . . -1.1(5)
C40 C41 C42 C43 . . 1.6(5)
C41 C42 C43 C38 . . -0.3(5)
C39 C38 C43 C42 . . -1.4(5)
C37 C38 C43 C42 . . 177.5(3)
Cl2' C44' Cl1' Cl1' . 3_665 -152(3)
Cl2' C44' Cl1' C44' . 3_665 -152(3)
Cl1' C44' Cl1' C44' 3_665 3_665 0.0000(10)
