# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rac-Ir(ppy)2(1)PF6
_database_code_depnum_ccdc_archive 'CCDC 1413248'
_audit_update_record             
;
2015-07-16 deposited with the CCDC.
2015-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H30 Ir N6 , P F6, H2 O'
_chemical_formula_sum            'C46 H32 F6 Ir N6 O P'
_chemical_formula_weight         1021.95

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'
P P 0.1023 0.0942 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.9900(3)
_cell_length_b                   15.4250(3)
_cell_length_c                   23.9686(7)
_cell_angle_alpha                104.5710(10)
_cell_angle_beta                 106.4530(10)
_cell_angle_gamma                93.4910(10)
_cell_volume                     4752.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.72

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    2.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8450
_exptl_absorpt_correction_T_max  0.8926
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 The squeeze command was used because we don't identify the solvents 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24960
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0691
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         30.10
_reflns_number_total             24960
_reflns_number_gt                17194
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.8248P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         24960
_refine_ls_number_parameters     1160
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1038
_refine_ls_wR_factor_gt          0.0964
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.066
_refine_ls_shift/su_mean         0.025

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 0.181889(11) 0.279454(11) 0.119615(7) 0.02273(5) Uani 1 1 d . . .
N1 N 0.1564(3) 0.1577(2) 0.13550(17) 0.0268(8) Uani 1 1 d . . .
C1 C 0.0708(3) 0.0991(3) 0.1077(2) 0.0306(10) Uani 1 1 d . . .
H1 H 0.0215 0.1107 0.0749 0.037 Uiso 1 1 calc R . .
C2 C 0.0523(4) 0.0223(3) 0.1253(2) 0.0404(12) Uani 1 1 d . . .
H2 H -0.0086 -0.0183 0.1050 0.049 Uiso 1 1 calc R . .
C3 C 0.1239(4) 0.0064(3) 0.1727(3) 0.0488(14) Uani 1 1 d . . .
H3 H 0.1124 -0.0451 0.1862 0.059 Uiso 1 1 calc R . .
C4 C 0.2119(4) 0.0649(4) 0.2005(3) 0.0496(14) Uani 1 1 d . . .
H4 H 0.2625 0.0529 0.2325 0.060 Uiso 1 1 calc R . .
C5 C 0.2279(3) 0.1415(3) 0.1823(2) 0.0338(11) Uani 1 1 d . . .
C6 C 0.3173(4) 0.2105(3) 0.2079(2) 0.0386(12) Uani 1 1 d . . .
C7 C 0.4036(4) 0.2036(4) 0.2524(3) 0.0622(18) Uani 1 1 d . . .
H7 H 0.4064 0.1518 0.2671 0.075 Uiso 1 1 calc R . .
C8 C 0.4835(5) 0.2704(5) 0.2749(3) 0.079(2) Uani 1 1 d . . .
H8 H 0.5415 0.2667 0.3061 0.095 Uiso 1 1 calc R . .
C9 C 0.4789(4) 0.3442(4) 0.2514(3) 0.0652(18) Uani 1 1 d . . .
H9 H 0.5355 0.3903 0.2663 0.078 Uiso 1 1 calc R . .
C10 C 0.3955(4) 0.3529(4) 0.2075(2) 0.0443(13) Uani 1 1 d . . .
H10 H 0.3950 0.4044 0.1925 0.053 Uiso 1 1 calc R . .
C11 C 0.3100(3) 0.2849(3) 0.1845(2) 0.0327(11) Uani 1 1 d . . .
N2 N 0.2144(3) 0.4094(2) 0.11811(17) 0.0280(8) Uani 1 1 d . . .
C12 C 0.2567(3) 0.4334(3) 0.0788(2) 0.0341(11) Uani 1 1 d . . .
H12 H 0.2689 0.3870 0.0482 0.041 Uiso 1 1 calc R . .
C13 C 0.2827(4) 0.5223(4) 0.0814(3) 0.0496(15) Uani 1 1 d . . .
H13 H 0.3134 0.5367 0.0536 0.059 Uiso 1 1 calc R . .
C14 C 0.2635(4) 0.5892(4) 0.1246(3) 0.0614(18) Uani 1 1 d . . .
H14 H 0.2816 0.6511 0.1279 0.074 Uiso 1 1 calc R . .
C15 C 0.2172(5) 0.5651(3) 0.1636(3) 0.0588(17) Uani 1 1 d . . .
H15 H 0.2015 0.6113 0.1928 0.071 Uiso 1 1 calc R . .
C16 C 0.1929(4) 0.4742(3) 0.1609(2) 0.0394(12) Uani 1 1 d . . .
C17 C 0.1468(3) 0.4398(3) 0.1995(2) 0.0350(11) Uani 1 1 d . . .
C18 C 0.1222(4) 0.4954(4) 0.2480(3) 0.0543(15) Uani 1 1 d . . .
H18 H 0.1339 0.5594 0.2564 0.065 Uiso 1 1 calc R . .
C19 C 0.0810(5) 0.4573(4) 0.2835(3) 0.0633(18) Uani 1 1 d . . .
H19 H 0.0651 0.4950 0.3166 0.076 Uiso 1 1 calc R . .
C20 C 0.0627(5) 0.3640(4) 0.2710(3) 0.0547(15) Uani 1 1 d . . .
H20 H 0.0335 0.3373 0.2951 0.066 Uiso 1 1 calc R . .
C21 C 0.0878(4) 0.3096(3) 0.2225(2) 0.0404(12) Uani 1 1 d . . .
H21 H 0.0740 0.2457 0.2137 0.048 Uiso 1 1 calc R . .
C22 C 0.1317(3) 0.3453(3) 0.1870(2) 0.0297(10) Uani 1 1 d . . .
C23 C -0.3955(3) 0.3413(3) 0.0015(3) 0.0386(12) Uani 1 1 d . . .
C24 C -0.4127(4) 0.3923(4) 0.0532(3) 0.0631(18) Uani 1 1 d . . .
H24 H -0.3596 0.4124 0.0905 0.076 Uiso 1 1 calc R . .
C25 C -0.5087(5) 0.4136(5) 0.0498(3) 0.074(2) Uani 1 1 d . . .
H25 H -0.5189 0.4494 0.0856 0.089 Uiso 1 1 calc R . .
N3 N -0.5862(3) 0.3874(4) 0.0004(3) 0.0595(14) Uani 1 1 d . . .
C26 C -0.5689(4) 0.3402(4) -0.0495(3) 0.0554(16) Uani 1 1 d . . .
H26 H -0.6233 0.3217 -0.0862 0.066 Uiso 1 1 calc R . .
C27 C -0.4755(4) 0.3167(4) -0.0504(3) 0.0462(13) Uani 1 1 d . . .
H27 H -0.4669 0.2832 -0.0873 0.055 Uiso 1 1 calc R . .
C28 C -0.2972(4) 0.3160(3) 0.0019(2) 0.0389(12) Uani 1 1 d . . .
C29 C -0.2182(3) 0.2961(3) 0.0009(2) 0.0350(11) Uani 1 1 d . . .
C30 C -0.1230(3) 0.2722(3) -0.0041(2) 0.0323(11) Uani 1 1 d . . .
C31 C -0.0400(3) 0.2829(3) 0.0467(2) 0.0268(10) Uani 1 1 d . . .
H31 H -0.0475 0.3072 0.0855 0.032 Uiso 1 1 calc R . .
N4 N 0.0495(2) 0.2608(2) 0.04384(16) 0.0229(8) Uani 1 1 d . . .
C32 C 0.0615(3) 0.2261(3) -0.0111(2) 0.0254(9) Uani 1 1 d . . .
C33 C -0.0174(3) 0.2141(3) -0.0645(2) 0.0319(10) Uani 1 1 d . . .
H33 H -0.0073 0.1912 -0.1027 0.038 Uiso 1 1 calc R . .
C34 C -0.1105(3) 0.2357(3) -0.0612(2) 0.0379(12) Uani 1 1 d . . .
H34 H -0.1655 0.2260 -0.0971 0.045 Uiso 1 1 calc R . .
C35 C 0.1616(3) 0.2018(3) -0.01102(19) 0.0243(9) Uani 1 1 d . . .
N5 N 0.2297(2) 0.2166(2) 0.04419(16) 0.0231(7) Uani 1 1 d . . .
C36 C 0.3226(3) 0.1933(3) 0.0481(2) 0.0283(10) Uani 1 1 d . . .
H36 H 0.3701 0.2034 0.0871 0.034 Uiso 1 1 calc R . .
C37 C 0.3510(3) 0.1552(3) -0.0024(2) 0.0315(10) Uani 1 1 d . . .
C38 C 0.2802(4) 0.1411(3) -0.0590(2) 0.0383(12) Uani 1 1 d . . .
H38 H 0.2970 0.1150 -0.0947 0.046 Uiso 1 1 calc R . .
C39 C 0.1857(3) 0.1649(3) -0.0634(2) 0.0341(11) Uani 1 1 d . . .
H39 H 0.1374 0.1560 -0.1020 0.041 Uiso 1 1 calc R . .
C40 C 0.4501(4) 0.1318(3) 0.0034(2) 0.0360(11) Uani 1 1 d . . .
C41 C 0.5322(4) 0.1139(3) 0.0061(2) 0.0364(11) Uani 1 1 d . . .
C42 C 0.6331(3) 0.0933(3) 0.0111(2) 0.0356(11) Uani 1 1 d . . .
C43 C 0.7050(4) 0.1083(4) 0.0669(3) 0.0504(14) Uani 1 1 d . . .
H43 H 0.6891 0.1315 0.1033 0.061 Uiso 1 1 calc R . .
C44 C 0.7997(4) 0.0887(4) 0.0683(3) 0.0609(17) Uani 1 1 d . . .
H44 H 0.8488 0.1008 0.1070 0.073 Uiso 1 1 calc R . .
N6 N 0.8286(3) 0.0543(3) 0.0200(2) 0.0535(13) Uani 1 1 d . . .
C45 C 0.7587(4) 0.0413(4) -0.0326(3) 0.0465(13) Uani 1 1 d . . .
H45 H 0.7772 0.0182 -0.0681 0.056 Uiso 1 1 calc R . .
C46 C 0.6608(4) 0.0584(3) -0.0402(3) 0.0402(12) Uani 1 1 d . . .
H46 H 0.6138 0.0466 -0.0795 0.048 Uiso 1 1 calc R . .
Ir2 Ir 0.258852(12) 0.701349(11) 0.483823(8) 0.02646(5) Uani 1 1 d . . .
N7 N 0.2432(3) 0.7551(2) 0.41264(17) 0.0291(8) Uani 1 1 d . . .
C47 C 0.3176(3) 0.8033(3) 0.4036(2) 0.0366(11) Uani 1 1 d . . .
H47 H 0.3823 0.8158 0.4330 0.044 Uiso 1 1 calc R . .
C48 C 0.3050(4) 0.8349(4) 0.3547(3) 0.0478(14) Uani 1 1 d . . .
H48 H 0.3598 0.8676 0.3492 0.057 Uiso 1 1 calc R . .
C49 C 0.2095(4) 0.8181(4) 0.3124(3) 0.0547(15) Uani 1 1 d . . .
H49 H 0.1978 0.8407 0.2780 0.066 Uiso 1 1 calc R . .
C50 C 0.1324(4) 0.7690(4) 0.3207(3) 0.0501(14) Uani 1 1 d . . .
H50 H 0.0669 0.7581 0.2923 0.060 Uiso 1 1 calc R . .
C51 C 0.1495(3) 0.7350(3) 0.3708(2) 0.0344(11) Uani 1 1 d . . .
C52 C 0.0772(3) 0.6760(3) 0.3829(2) 0.0333(11) Uani 1 1 d . . .
C53 C -0.0240(4) 0.6536(4) 0.3498(3) 0.0444(13) Uani 1 1 d . . .
H53 H -0.0510 0.6781 0.3170 0.053 Uiso 1 1 calc R . .
C54 C -0.0847(4) 0.5965(4) 0.3643(3) 0.0545(16) Uani 1 1 d . . .
H54 H -0.1543 0.5817 0.3420 0.065 Uiso 1 1 calc R . .
C55 C -0.0450(4) 0.5598(4) 0.4118(3) 0.0508(15) Uani 1 1 d . . .
H55 H -0.0877 0.5194 0.4214 0.061 Uiso 1 1 calc R . .
C56 C 0.0556(3) 0.5812(3) 0.4451(2) 0.0360(11) Uani 1 1 d . . .
H56 H 0.0816 0.5545 0.4770 0.043 Uiso 1 1 calc R . .
C57 C 0.1194(3) 0.6412(3) 0.4328(2) 0.0306(10) Uani 1 1 d . . .
N8 N 0.2726(3) 0.6330(3) 0.54828(18) 0.0320(9) Uani 1 1 d . . .
C58 C 0.2475(3) 0.6605(3) 0.5991(2) 0.0371(11) Uani 1 1 d . . .
H58 H 0.2192 0.7151 0.6063 0.044 Uiso 1 1 calc R . .
C59 C 0.2609(4) 0.6132(4) 0.6409(3) 0.0500(15) Uani 1 1 d . . .
H59 H 0.2403 0.6340 0.6759 0.060 Uiso 1 1 calc R . .
C60 C 0.3035(4) 0.5367(4) 0.6325(3) 0.0548(16) Uani 1 1 d . . .
H60 H 0.3151 0.5040 0.6620 0.066 Uiso 1 1 calc R . .
C61 C 0.3298(4) 0.5070(4) 0.5804(3) 0.0519(16) Uani 1 1 d . . .
H61 H 0.3591 0.4528 0.5736 0.062 Uiso 1 1 calc R . .
C62 C 0.3141(3) 0.5555(3) 0.5376(3) 0.0401(13) Uani 1 1 d . . .
C63 C 0.3378(3) 0.5311(3) 0.4811(3) 0.0404(13) Uani 1 1 d . . .
C64 C 0.3761(4) 0.4523(4) 0.4604(3) 0.0555(16) Uani 1 1 d . . .
H64 H 0.3905 0.4116 0.4846 0.067 Uiso 1 1 calc R . .
C65 C 0.3929(5) 0.4335(4) 0.4066(4) 0.0655(19) Uani 1 1 d . . .
H65 H 0.4180 0.3790 0.3926 0.079 Uiso 1 1 calc R . .
C66 C 0.3740(5) 0.4929(4) 0.3708(3) 0.070(2) Uani 1 1 d . . .
H66 H 0.3866 0.4789 0.3328 0.084 Uiso 1 1 calc R . .
C67 C 0.3368(4) 0.5725(4) 0.3904(3) 0.0488(14) Uani 1 1 d . . .
H67 H 0.3246 0.6131 0.3661 0.059 Uiso 1 1 calc R . .
C68 C 0.3172(3) 0.5932(3) 0.4463(2) 0.0368(12) Uani 1 1 d . . .
C69 C -0.2255(4) 0.9076(4) 0.4981(3) 0.0409(12) Uani 1 1 d . . .
C70 C -0.2699(4) 0.9740(4) 0.5285(3) 0.0431(13) Uani 1 1 d . . .
H70 H -0.2302 1.0216 0.5624 0.052 Uiso 1 1 calc R . .
C71 C -0.3735(4) 0.9694(4) 0.5082(3) 0.0505(15) Uani 1 1 d . . .
H71 H -0.4034 1.0153 0.5291 0.061 Uiso 1 1 calc R . .
N9 N -0.4337(3) 0.9050(4) 0.4616(3) 0.0639(15) Uani 1 1 d . . .
C72 C -0.3888(5) 0.8399(5) 0.4329(4) 0.077(2) Uani 1 1 d . . .
H72 H -0.4302 0.7925 0.3995 0.093 Uiso 1 1 calc R . .
C73 C -0.2856(4) 0.8396(4) 0.4502(3) 0.0623(17) Uani 1 1 d . . .
H73 H -0.2571 0.7927 0.4292 0.075 Uiso 1 1 calc R . .
C74 C -0.1171(4) 0.9100(4) 0.5170(2) 0.0424(12) Uani 1 1 d . . .
C75 C -0.0292(4) 0.9106(3) 0.5322(2) 0.0378(11) Uani 1 1 d . . .
C76 C 0.0772(3) 0.9054(3) 0.5477(2) 0.0341(11) Uani 1 1 d . . .
C77 C 0.1082(3) 0.8299(3) 0.5184(2) 0.0333(11) Uani 1 1 d . . .
H77 H 0.0585 0.7837 0.4886 0.040 Uiso 1 1 calc R . .
N10 N 0.2049(3) 0.8175(2) 0.52933(17) 0.0294(8) Uani 1 1 d . . .
C78 C 0.2761(3) 0.8841(3) 0.5720(2) 0.0306(10) Uani 1 1 d . . .
C79 C 0.2487(4) 0.9606(3) 0.6042(2) 0.0355(11) Uani 1 1 d . . .
H79 H 0.2989 1.0058 0.6343 0.043 Uiso 1 1 calc R . .
C80 C 0.1498(4) 0.9715(3) 0.5929(2) 0.0388(12) Uani 1 1 d . . .
H80 H 0.1305 1.0236 0.6155 0.047 Uiso 1 1 calc R . .
C81 C 0.3818(3) 0.8667(3) 0.5794(2) 0.0274(10) Uani 1 1 d . . .
N11 N 0.3945(2) 0.7882(2) 0.54377(16) 0.0260(8) Uani 1 1 d . . .
C82 C 0.4625(3) 0.9266(3) 0.6212(2) 0.0349(11) Uani 1 1 d . . .
H82 H 0.4522 0.9808 0.6468 0.042 Uiso 1 1 calc R . .
C83 C 0.5594(3) 0.9064(3) 0.6253(2) 0.0386(12) Uani 1 1 d . . .
H83 H 0.6162 0.9483 0.6522 0.046 Uiso 1 1 calc R . .
C84 C 0.5724(3) 0.8249(3) 0.5901(2) 0.0318(10) Uani 1 1 d . . .
C85 C 0.4868(3) 0.7676(3) 0.5488(2) 0.0312(10) Uani 1 1 d . . .
H85 H 0.4950 0.7121 0.5236 0.037 Uiso 1 1 calc R . .
C86 C 0.6716(4) 0.8007(3) 0.5957(2) 0.0391(12) Uani 1 1 d . . .
C87 C 0.7553(4) 0.7856(3) 0.6040(2) 0.0405(12) Uani 1 1 d . . .
C88 C 0.8581(3) 0.7716(3) 0.6139(2) 0.0376(12) Uani 1 1 d . . .
C89 C 0.8848(4) 0.6977(4) 0.5790(3) 0.0547(15) Uani 1 1 d . . .
H89 H 0.8345 0.6532 0.5483 0.066 Uiso 1 1 calc R . .
C90 C 0.9864(4) 0.6886(4) 0.5892(3) 0.0591(16) Uani 1 1 d . . .
H90 H 1.0036 0.6370 0.5647 0.071 Uiso 1 1 calc R . .
N12 N 1.0603(4) 0.7483(4) 0.6312(3) 0.0642(15) Uani 1 1 d . . .
C91 C 1.0329(4) 0.8195(4) 0.6655(3) 0.0595(17) Uani 1 1 d . . .
H91 H 1.0845 0.8622 0.6967 0.071 Uiso 1 1 calc R . .
C92 C 0.9340(4) 0.8342(4) 0.6579(3) 0.0486(14) Uani 1 1 d . . .
H92 H 0.9186 0.8866 0.6827 0.058 Uiso 1 1 calc R . .
P1 P 0.89997(17) 0.89214(13) 0.24167(8) 0.0689(5) Uani 1 1 d . . .
F1 F 0.8996(4) 0.9643(3) 0.2045(2) 0.1073(16) Uani 1 1 d . . .
F2 F 0.9978(5) 0.9480(3) 0.2927(2) 0.134(2) Uani 1 1 d . . .
F3 F 0.9023(3) 0.8180(3) 0.2766(2) 0.0974(14) Uani 1 1 d . . .
F4 F 0.8025(3) 0.8344(3) 0.18957(17) 0.0798(12) Uani 1 1 d . . .
F5 F 0.8302(5) 0.9436(4) 0.2753(2) 0.165(3) Uani 1 1 d . . .
F6 F 0.9694(3) 0.8389(3) 0.20644(17) 0.0742(11) Uani 1 1 d . . .
P2 P 0.40898(16) 0.87106(13) 0.21697(8) 0.0707(5) Uani 1 1 d D . .
F7 F 0.3791(12) 0.7837(5) 0.2242(6) 0.149(4) Uani 0.774(9) 1 d PD D 1
F8 F 0.3236(6) 0.8681(6) 0.1605(3) 0.149(4) Uani 0.774(9) 1 d PD D 1
F9 F 0.4354(6) 0.9680(6) 0.2087(6) 0.149(4) Uani 0.774(9) 1 d PD D 1
F10 F 0.5115(8) 0.8960(7) 0.2673(4) 0.149(4) Uani 0.774(9) 1 d PD D 1
F11 F 0.3558(6) 0.9265(3) 0.2605(3) 0.149(4) Uani 0.774(9) 1 d PD D 1
F12 F 0.4732(8) 0.8324(9) 0.1753(5) 0.149(4) Uani 0.774(9) 1 d PD D 1
F7A F 0.5141(14) 0.9291(19) 0.2232(11) 0.149(4) Uani 0.226(9) 1 d PD D 2
F8A F 0.4613(10) 0.8474(12) 0.2836(5) 0.149(4) Uani 0.226(9) 1 d PD D 2
F9A F 0.4499(16) 0.7726(12) 0.1834(9) 0.149(4) Uani 0.226(9) 1 d PD D 2
F10A F 0.364(2) 0.9592(14) 0.2509(10) 0.149(4) Uani 0.226(9) 1 d PD D 2
F11A F 0.3521(11) 0.8838(14) 0.1483(7) 0.149(4) Uani 0.226(9) 1 d PD D 2
F12A F 0.3028(10) 0.8005(12) 0.2066(7) 0.149(4) Uani 0.226(9) 1 d PD D 2
O1 O 0.7198(9) 0.2055(10) 0.2126(4) 0.317(8) Uani 1 1 d . . .
O2 O 0.529(2) 0.6302(6) 0.3154(9) 0.140(6) Uani 0.50 1 d P . .
O3 O 0.0000 0.5000 0.0000 0.258(9) Uani 1 2 d S . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C11 1.994(4) . ?
Ir1 C22 2.009(4) . ?
Ir1 N1 2.038(3) . ?
Ir1 N2 2.040(3) . ?
Ir1 N5 2.130(3) . ?
Ir1 N4 2.140(3) . ?
N1 C1 1.344(5) . ?
N1 C5 1.363(6) . ?
C1 C2 1.389(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.371(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.369(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.465(6) . ?
C6 C11 1.396(7) . ?
C6 C7 1.397(7) . ?
C7 C8 1.356(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.372(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.421(6) . ?
C10 H10 0.9500 . ?
N2 C12 1.355(6) . ?
N2 C16 1.356(6) . ?
C12 C13 1.378(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.366(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.447(7) . ?
C17 C22 1.401(6) . ?
C17 C18 1.404(7) . ?
C18 C19 1.373(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.398(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.376(6) . ?
C21 H21 0.9500 . ?
C23 C27 1.366(7) . ?
C23 C24 1.384(8) . ?
C23 C28 1.450(6) . ?
C24 C25 1.386(8) . ?
C24 H24 0.9500 . ?
C25 N3 1.312(8) . ?
C25 H25 0.9500 . ?
N3 C26 1.328(7) . ?
C26 C27 1.382(7) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.170(6) . ?
C29 C30 1.433(6) . ?
C30 C31 1.390(6) . ?
C30 C34 1.406(7) . ?
C31 N4 1.332(5) . ?
C31 H31 0.9500 . ?
N4 C32 1.353(5) . ?
C32 C33 1.395(6) . ?
C32 C35 1.470(6) . ?
C33 C34 1.383(6) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 N5 1.349(5) . ?
C35 C39 1.384(6) . ?
N5 C36 1.353(5) . ?
C36 C37 1.381(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.390(7) . ?
C37 C40 1.431(6) . ?
C38 C39 1.376(6) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.185(6) . ?
C41 C42 1.446(6) . ?
C42 C43 1.381(7) . ?
C42 C46 1.383(7) . ?
C43 C44 1.369(7) . ?
C43 H43 0.9500 . ?
C44 N6 1.330(7) . ?
C44 H44 0.9500 . ?
N6 C45 1.317(7) . ?
C45 C46 1.380(6) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
Ir2 C57 2.005(4) . ?
Ir2 C68 2.021(5) . ?
Ir2 N7 2.042(4) . ?
Ir2 N8 2.052(4) . ?
Ir2 N10 2.149(4) . ?
Ir2 N11 2.153(3) . ?
N7 C47 1.341(6) . ?
N7 C51 1.367(5) . ?
C47 C48 1.351(7) . ?
C47 H47 0.9500 . ?
C48 C49 1.392(7) . ?
C48 H48 0.9500 . ?
C49 C50 1.370(7) . ?
C49 H49 0.9500 . ?
C50 C51 1.393(7) . ?
C50 H50 0.9500 . ?
C51 C52 1.457(6) . ?
C52 C53 1.385(6) . ?
C52 C57 1.425(7) . ?
C53 C54 1.360(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.388(8) . ?
C54 H54 0.9500 . ?
C55 C56 1.380(6) . ?
C55 H55 0.9500 . ?
C56 C57 1.388(6) . ?
C56 H56 0.9500 . ?
N8 C58 1.337(6) . ?
N8 C62 1.359(6) . ?
C58 C59 1.359(7) . ?
C58 H58 0.9500 . ?
C59 C60 1.350(8) . ?
C59 H59 0.9500 . ?
C60 C61 1.378(8) . ?
C60 H60 0.9500 . ?
C61 C62 1.393(7) . ?
C61 H61 0.9500 . ?
C62 C63 1.448(8) . ?
C63 C64 1.392(7) . ?
C63 C68 1.412(7) . ?
C64 C65 1.341(9) . ?
C64 H64 0.9500 . ?
C65 C66 1.394(9) . ?
C65 H65 0.9500 . ?
C66 C67 1.387(8) . ?
C66 H66 0.9500 . ?
C67 C68 1.406(7) . ?
C67 H67 0.9500 . ?
C69 C73 1.366(8) . ?
C69 C70 1.388(7) . ?
C69 C74 1.450(7) . ?
C70 C71 1.383(7) . ?
C70 H70 0.9500 . ?
C71 N9 1.322(7) . ?
C71 H71 0.9500 . ?
N9 C72 1.360(8) . ?
C72 C73 1.386(8) . ?
C72 H72 0.9500 . ?
C73 H73 0.9500 . ?
C74 C75 1.178(6) . ?
C75 C76 1.442(6) . ?
C76 C77 1.363(6) . ?
C76 C80 1.392(7) . ?
C77 N10 1.339(5) . ?
C77 H77 0.9500 . ?
N10 C78 1.364(5) . ?
C78 C79 1.379(6) . ?
C78 C81 1.487(6) . ?
C79 C80 1.362(6) . ?
C79 H79 0.9500 . ?
C80 H80 0.9500 . ?
C81 N11 1.349(5) . ?
C81 C82 1.378(6) . ?
N11 C85 1.329(5) . ?
C82 C83 1.391(6) . ?
C82 H82 0.9500 . ?
C83 C84 1.381(7) . ?
C83 H83 0.9500 . ?
C84 C85 1.398(6) . ?
C84 C86 1.437(6) . ?
C85 H85 0.9500 . ?
C86 C87 1.178(6) . ?
C87 C88 1.428(6) . ?
C88 C89 1.374(7) . ?
C88 C92 1.379(7) . ?
C89 C90 1.395(7) . ?
C89 H89 0.9500 . ?
C90 N12 1.326(8) . ?
C90 H90 0.9500 . ?
N12 C91 1.342(8) . ?
C91 C92 1.386(7) . ?
C91 H91 0.9500 . ?
C92 H92 0.9500 . ?
P1 F5 1.566(5) . ?
P1 F3 1.575(4) . ?
P1 F2 1.577(5) . ?
P1 F1 1.591(4) . ?
P1 F4 1.594(4) . ?
P1 F6 1.595(4) . ?
P2 F7 1.452(7) . ?
P2 F8 1.519(6) . ?
P2 F10 1.542(8) . ?
P2 F12 1.561(8) . ?
P2 F11 1.563(6) . ?
P2 F9 1.592(8) . ?
P2 F10A 1.654(13) . ?
P2 F11A 1.679(13) . ?
P2 F7A 1.624(12) . ?
P2 F12A 1.706(10) . ?
P2 F8A 1.698(11) . ?
P2 F9A 1.742(12) . ?

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
_geom_angle_publ_flag
C11 Ir1 C22 85.89(18) . . ?
C11 Ir1 N1 80.20(17) . . ?
C22 Ir1 N1 92.74(17) . . ?
C11 Ir1 N2 93.65(17) . . ?
C22 Ir1 N2 80.23(17) . . ?
N1 Ir1 N2 171.03(14) . . ?
C11 Ir1 N5 97.43(16) . . ?
C22 Ir1 N5 175.44(15) . . ?
N1 Ir1 N5 90.91(13) . . ?
N2 Ir1 N5 96.39(14) . . ?
C11 Ir1 N4 173.49(16) . . ?
C22 Ir1 N4 100.11(15) . . ?
N1 Ir1 N4 96.88(13) . . ?
N2 Ir1 N4 89.89(13) . . ?
N5 Ir1 N4 76.73(13) . . ?
C1 N1 C5 119.4(4) . . ?
C1 N1 Ir1 124.4(3) . . ?
C5 N1 Ir1 115.8(3) . . ?
N1 C1 C2 122.0(4) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.4(5) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 119.8(4) . . ?
N1 C5 C6 113.5(4) . . ?
C4 C5 C6 126.7(4) . . ?
C11 C6 C7 121.8(5) . . ?
C11 C6 C5 114.8(4) . . ?
C7 C6 C5 123.4(5) . . ?
C8 C7 C6 120.5(6) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 118.7(5) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C10 C9 C8 122.3(5) . . ?
C10 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
C9 C10 C11 119.9(5) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C6 C11 C10 116.7(4) . . ?
C6 C11 Ir1 115.3(3) . . ?
C10 C11 Ir1 127.9(4) . . ?
C12 N2 C16 119.9(4) . . ?
C12 N2 Ir1 124.6(3) . . ?
C16 N2 Ir1 115.6(3) . . ?
N2 C12 C13 122.8(5) . . ?
N2 C12 H12 118.6 . . ?
C13 C12 H12 118.6 . . ?
C14 C13 C12 118.8(5) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 118.7(5) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C14 C15 C16 121.7(5) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
N2 C16 C15 118.1(5) . . ?
N2 C16 C17 114.5(4) . . ?
C15 C16 C17 127.4(5) . . ?
C22 C17 C18 121.1(5) . . ?
C22 C17 C16 115.4(4) . . ?
C18 C17 C16 123.5(5) . . ?
C19 C18 C17 119.9(5) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 120.2(5) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C21 119.1(5) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C22 C21 C20 122.4(5) . . ?
C22 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C21 C22 C17 117.3(4) . . ?
C21 C22 Ir1 128.4(4) . . ?
C17 C22 Ir1 114.3(3) . . ?
C27 C23 C24 116.7(5) . . ?
C27 C23 C28 121.4(5) . . ?
C24 C23 C28 121.8(5) . . ?
C23 C24 C25 119.0(6) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
N3 C25 C24 124.2(6) . . ?
N3 C25 H25 117.9 . . ?
C24 C25 H25 117.9 . . ?
C25 N3 C26 116.7(5) . . ?
N3 C26 C27 123.0(6) . . ?
N3 C26 H26 118.5 . . ?
C27 C26 H26 118.5 . . ?
C23 C27 C26 120.4(6) . . ?
C23 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C23 178.2(6) . . ?
C28 C29 C30 176.5(6) . . ?
C31 C30 C34 117.4(4) . . ?
C31 C30 C29 121.8(5) . . ?
C34 C30 C29 120.8(4) . . ?
N4 C31 C30 123.6(4) . . ?
N4 C31 H31 118.2 . . ?
C30 C31 H31 118.2 . . ?
C31 N4 C32 119.0(4) . . ?
C31 N4 Ir1 125.8(3) . . ?
C32 N4 Ir1 115.2(3) . . ?
N4 C32 C33 121.2(4) . . ?
N4 C32 C35 116.3(4) . . ?
C33 C32 C35 122.4(4) . . ?
C34 C33 C32 119.4(4) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C33 C34 C30 119.4(4) . . ?
C33 C34 H34 120.3 . . ?
C30 C34 H34 120.3 . . ?
N5 C35 C39 121.2(4) . . ?
N5 C35 C32 115.5(4) . . ?
C39 C35 C32 123.4(4) . . ?
C35 N5 C36 119.0(4) . . ?
C35 N5 Ir1 116.1(3) . . ?
C36 N5 Ir1 124.9(3) . . ?
N5 C36 C37 122.7(4) . . ?
N5 C36 H36 118.7 . . ?
C37 C36 H36 118.7 . . ?
C36 C37 C38 117.6(4) . . ?
C36 C37 C40 121.2(4) . . ?
C38 C37 C40 121.2(4) . . ?
C39 C38 C37 120.1(4) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 120.0 . . ?
C38 C39 C35 119.4(4) . . ?
C38 C39 H39 120.3 . . ?
C35 C39 H39 120.3 . . ?
C41 C40 C37 177.1(5) . . ?
C40 C41 C42 178.4(6) . . ?
C43 C42 C46 118.0(4) . . ?
C43 C42 C41 121.3(5) . . ?
C46 C42 C41 120.7(5) . . ?
C44 C43 C42 118.3(5) . . ?
C44 C43 H43 120.9 . . ?
C42 C43 H43 120.9 . . ?
N6 C44 C43 125.3(6) . . ?
N6 C44 H44 117.3 . . ?
C43 C44 H44 117.3 . . ?
C45 N6 C44 115.0(5) . . ?
N6 C45 C46 125.3(5) . . ?
N6 C45 H45 117.4 . . ?
C46 C45 H45 117.4 . . ?
C45 C46 C42 118.1(5) . . ?
C45 C46 H46 121.0 . . ?
C42 C46 H46 121.0 . . ?
C57 Ir2 C68 90.48(17) . . ?
C57 Ir2 N7 80.61(17) . . ?
C68 Ir2 N7 93.93(19) . . ?
C57 Ir2 N8 96.18(17) . . ?
C68 Ir2 N8 80.27(19) . . ?
N7 Ir2 N8 173.39(15) . . ?
C57 Ir2 N10 92.76(16) . . ?
C68 Ir2 N10 176.11(16) . . ?
N7 Ir2 N10 88.73(14) . . ?
N8 Ir2 N10 97.23(15) . . ?
C57 Ir2 N11 168.92(15) . . ?
C68 Ir2 N11 100.52(15) . . ?
N7 Ir2 N11 97.21(14) . . ?
N8 Ir2 N11 87.03(14) . . ?
N10 Ir2 N11 76.29(13) . . ?
C47 N7 C51 119.9(4) . . ?
C47 N7 Ir2 125.0(3) . . ?
C51 N7 Ir2 115.1(3) . . ?
N7 C47 C48 123.2(5) . . ?
N7 C47 H47 118.4 . . ?
C48 C47 H47 118.4 . . ?
C47 C48 C49 118.1(5) . . ?
C47 C48 H48 120.9 . . ?
C49 C48 H48 120.9 . . ?
C50 C49 C48 119.6(5) . . ?
C50 C49 H49 120.2 . . ?
C48 C49 H49 120.2 . . ?
C49 C50 C51 120.3(5) . . ?
C49 C50 H50 119.9 . . ?
C51 C50 H50 119.9 . . ?
N7 C51 C50 118.8(4) . . ?
N7 C51 C52 114.9(4) . . ?
C50 C51 C52 126.2(4) . . ?
C53 C52 C57 121.2(4) . . ?
C53 C52 C51 124.8(5) . . ?
C57 C52 C51 114.0(4) . . ?
C54 C53 C52 119.9(5) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C53 C54 C55 120.1(5) . . ?
C53 C54 H54 120.0 . . ?
C55 C54 H54 120.0 . . ?
C56 C55 C54 120.8(5) . . ?
C56 C55 H55 119.6 . . ?
C54 C55 H55 119.6 . . ?
C55 C56 C57 120.9(5) . . ?
C55 C56 H56 119.6 . . ?
C57 C56 H56 119.6 . . ?
C56 C57 C52 117.1(4) . . ?
C56 C57 Ir2 128.1(4) . . ?
C52 C57 Ir2 114.1(3) . . ?
C58 N8 C62 119.5(4) . . ?
C58 N8 Ir2 125.3(3) . . ?
C62 N8 Ir2 115.1(4) . . ?
N8 C58 C59 122.5(5) . . ?
N8 C58 H58 118.7 . . ?
C59 C58 H58 118.7 . . ?
C60 C59 C58 119.8(6) . . ?
C60 C59 H59 120.1 . . ?
C58 C59 H59 120.1 . . ?
C59 C60 C61 118.6(6) . . ?
C59 C60 H60 120.7 . . ?
C61 C60 H60 120.7 . . ?
C60 C61 C62 120.7(6) . . ?
C60 C61 H61 119.6 . . ?
C62 C61 H61 119.6 . . ?
N8 C62 C61 118.7(5) . . ?
N8 C62 C63 115.3(4) . . ?
C61 C62 C63 126.0(5) . . ?
C64 C63 C68 120.8(6) . . ?
C64 C63 C62 124.2(5) . . ?
C68 C63 C62 114.9(4) . . ?
C65 C64 C63 120.3(6) . . ?
C65 C64 H64 119.8 . . ?
C63 C64 H64 119.8 . . ?
C64 C65 C66 120.8(6) . . ?
C64 C65 H65 119.6 . . ?
C66 C65 H65 119.6 . . ?
C67 C66 C65 120.2(6) . . ?
C67 C66 H66 119.9 . . ?
C65 C66 H66 119.9 . . ?
C66 C67 C68 120.1(6) . . ?
C66 C67 H67 119.9 . . ?
C68 C67 H67 119.9 . . ?
C67 C68 C63 117.7(5) . . ?
C67 C68 Ir2 128.0(4) . . ?
C63 C68 Ir2 114.3(4) . . ?
C73 C69 C70 118.9(5) . . ?
C73 C69 C74 120.4(5) . . ?
C70 C69 C74 120.7(5) . . ?
C71 C70 C69 118.4(5) . . ?
C71 C70 H70 120.8 . . ?
C69 C70 H70 120.8 . . ?
N9 C71 C70 124.2(6) . . ?
N9 C71 H71 117.9 . . ?
C70 C71 H71 117.9 . . ?
C71 N9 C72 116.5(5) . . ?
N9 C72 C73 123.0(6) . . ?
N9 C72 H72 118.5 . . ?
C73 C72 H72 118.5 . . ?
C69 C73 C72 119.0(6) . . ?
C69 C73 H73 120.5 . . ?
C72 C73 H73 120.5 . . ?
C75 C74 C69 179.1(6) . . ?
C74 C75 C76 176.0(6) . . ?
C77 C76 C80 118.2(4) . . ?
C77 C76 C75 118.2(5) . . ?
C80 C76 C75 123.5(4) . . ?
N10 C77 C76 123.4(4) . . ?
N10 C77 H77 118.3 . . ?
C76 C77 H77 118.3 . . ?
C77 N10 C78 118.2(4) . . ?
C77 N10 Ir2 125.3(3) . . ?
C78 N10 Ir2 116.5(3) . . ?
N10 C78 C79 120.7(4) . . ?
N10 C78 C81 114.7(4) . . ?
C79 C78 C81 124.5(4) . . ?
C80 C79 C78 120.2(5) . . ?
C80 C79 H79 119.9 . . ?
C78 C79 H79 119.9 . . ?
C79 C80 C76 119.2(4) . . ?
C79 C80 H80 120.4 . . ?
C76 C80 H80 120.4 . . ?
N11 C81 C82 121.6(4) . . ?
N11 C81 C78 116.4(4) . . ?
C82 C81 C78 122.0(4) . . ?
C85 N11 C81 119.6(4) . . ?
C85 N11 Ir2 124.3(3) . . ?
C81 N11 Ir2 116.0(3) . . ?
C81 C82 C83 119.0(4) . . ?
C81 C82 H82 120.5 . . ?
C83 C82 H82 120.5 . . ?
C84 C83 C82 119.5(4) . . ?
C84 C83 H83 120.3 . . ?
C82 C83 H83 120.3 . . ?
C83 C84 C85 118.2(4) . . ?
C83 C84 C86 120.5(4) . . ?
C85 C84 C86 121.3(4) . . ?
N11 C85 C84 122.1(4) . . ?
N11 C85 H85 118.9 . . ?
C84 C85 H85 118.9 . . ?
C87 C86 C84 175.4(6) . . ?
C86 C87 C88 177.2(5) . . ?
C89 C88 C92 118.0(5) . . ?
C89 C88 C87 121.6(5) . . ?
C92 C88 C87 120.4(5) . . ?
C88 C89 C90 119.4(5) . . ?
C88 C89 H89 120.3 . . ?
C90 C89 H89 120.3 . . ?
N12 C90 C89 123.3(6) . . ?
N12 C90 H90 118.3 . . ?
C89 C90 H90 118.3 . . ?
C90 N12 C91 116.6(5) . . ?
N12 C91 C92 123.8(6) . . ?
N12 C91 H91 118.1 . . ?
C92 C91 H91 118.1 . . ?
C88 C92 C91 118.9(6) . . ?
C88 C92 H92 120.6 . . ?
C91 C92 H92 120.6 . . ?
F5 P1 F3 91.1(3) . . ?
F5 P1 F2 91.7(3) . . ?
F3 P1 F2 89.8(3) . . ?
F5 P1 F1 91.3(3) . . ?
F3 P1 F1 177.6(3) . . ?
F2 P1 F1 90.7(3) . . ?
F5 P1 F4 89.4(3) . . ?
F3 P1 F4 90.0(2) . . ?
F2 P1 F4 178.8(3) . . ?
F1 P1 F4 89.5(2) . . ?
F5 P1 F6 179.0(3) . . ?
F3 P1 F6 89.1(2) . . ?
F2 P1 F6 89.2(3) . . ?
F1 P1 F6 88.5(2) . . ?
F4 P1 F6 89.6(2) . . ?
F7 P2 F8 98.6(7) . . ?
F7 P2 F10 98.2(8) . . ?
F8 P2 F10 162.0(7) . . ?
F7 P2 F12 94.1(6) . . ?
F8 P2 F12 88.6(5) . . ?
F10 P2 F12 83.8(6) . . ?
F7 P2 F11 95.7(5) . . ?
F8 P2 F11 93.2(4) . . ?
F10 P2 F11 91.6(5) . . ?
F12 P2 F11 169.7(6) . . ?
F7 P2 F9 176.7(7) . . ?
F8 P2 F9 79.3(5) . . ?
F10 P2 F9 84.2(6) . . ?
F12 P2 F9 88.4(7) . . ?
F11 P2 F9 82.0(4) . . ?
F7 P2 F10A 117.3(11) . . ?
F8 P2 F10A 85.7(9) . . ?
F10 P2 F10A 92.3(10) . . ?
F12 P2 F10A 148.6(10) . . ?
F11 P2 F10A 22.1(10) . . ?
F9 P2 F10A 60.2(11) . . ?
F7 P2 F11A 114.2(8) . . ?
F8 P2 F11A 21.9(5) . . ?
F10 P2 F11A 140.9(7) . . ?
F12 P2 F11A 73.0(8) . . ?
F11 P2 F11A 105.8(7) . . ?
F9 P2 F11A 64.5(8) . . ?
F10A P2 F11A 91.8(9) . . ?
F7 P2 F7A 136.0(11) . . ?
F8 P2 F7A 114.2(10) . . ?
F10 P2 F7A 48.1(9) . . ?
F12 P2 F7A 60.0(10) . . ?
F11 P2 F7A 110.3(12) . . ?
F9 P2 F7A 47.3(11) . . ?
F10A P2 F7A 94.6(10) . . ?
F11A P2 F7A 92.8(8) . . ?
F7 P2 F12A 39.9(7) . . ?
F8 P2 F12A 66.1(7) . . ?
F10 P2 F12A 131.9(8) . . ?
F12 P2 F12A 114.3(7) . . ?
F11 P2 F12A 75.5(7) . . ?
F9 P2 F12A 137.0(8) . . ?
F10A P2 F12A 91.4(10) . . ?
F11A P2 F12A 86.9(7) . . ?
F7A P2 F12A 174.0(11) . . ?
F7 P2 F8A 60.3(7) . . ?
F8 P2 F8A 154.5(6) . . ?
F10 P2 F8A 43.3(6) . . ?
F12 P2 F8A 105.9(7) . . ?
F11 P2 F8A 76.3(6) . . ?
F9 P2 F8A 121.1(7) . . ?
F10A P2 F8A 91.7(8) . . ?
F11A P2 F8A 174.4(8) . . ?
F7A P2 F8A 91.3(8) . . ?
F12A P2 F8A 88.7(7) . . ?
F7 P2 F9A 57.8(8) . . ?
F8 P2 F9A 94.6(8) . . ?
F10 P2 F9A 88.8(8) . . ?
F12 P2 F9A 36.2(7) . . ?
F11 P2 F9A 153.2(8) . . ?
F9 P2 F9A 124.6(9) . . ?
F10A P2 F9A 175.1(11) . . ?
F11A P2 F9A 90.3(8) . . ?
F7A P2 F9A 89.7(10) . . ?
F12A P2 F9A 84.4(7) . . ?
F8A P2 F9A 85.9(8) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        29.10
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.085
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.123

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.028 0.141 0.602 22 1 ' '
2 0.234 0.451 0.818 294 12 ' '
3 -0.234 0.551 0.183 295 12 ' '
4 -0.017 0.864 0.401 21 1 ' '
5 0.208 0.014 0.342 7 0 ' '
6 0.396 0.930 0.802 68 3 ' '
7 0.603 0.070 0.198 67 3 ' '
8 0.792 0.986 0.658 7 0 ' '
_platon_squeeze_details          
; 
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_delta-Ir(ppy)2(1)Cl
_database_code_depnum_ccdc_archive 'CCDC 1413249'
_audit_update_record             
;
2015-07-16 deposited with the CCDC.
2015-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H30 Ir N6,2(C7 H8),H2 O,Cl'
_chemical_formula_sum            'C60 H48 Cl Ir N6 O'
_chemical_formula_weight         1096.69

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-x, -y, z'

_cell_length_a                   32.5454(6)
_cell_length_b                   12.2814(2)
_cell_length_c                   13.9420(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5572.66(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9703
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      24.32

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2208
_exptl_absorpt_coefficient_mu    2.487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8452
_exptl_absorpt_correction_T_max  0.8651
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 Because we didn't identify the solvents we used the squezze 
command. We didn't put the hydrogens on the the water 
molecule but we included them in the formula
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15818
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         30.15
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             15815
_reflns_number_gt                14466
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.829
_reflns_Friedel_fraction_max     0.962
_reflns_Friedel_fraction_full    0.989

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 6162 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.003(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         15815
_refine_ls_number_parameters     617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0569
_refine_ls_wR_factor_gt          0.0566
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0071(3) 0.9577(8) 0.8438(4) 0.154(3) Uani 1 1 d . . . . .
Ir1 Ir 0.14212(2) 0.53204(2) 0.46309(2) 0.02442(5) Uani 1 1 d . . . . .
N1 N 0.04089(14) 0.5892(5) 1.1828(3) 0.0553(13) Uani 1 1 d . . . . .
C1 C 0.05247(15) 0.6147(4) 0.9858(3) 0.0375(12) Uani 1 1 d . . . . .
C2 C 0.06640(15) 0.5243(5) 1.0335(4) 0.0537(13) Uani 1 1 d . . . . .
H2 H 0.0803 0.4682 0.9997 0.064 Uiso 1 1 calc R U . . .
C3 C 0.06003(17) 0.5155(5) 1.1314(4) 0.0596(17) Uani 1 1 d . . . . .
H3 H 0.0701 0.4525 1.1631 0.072 Uiso 1 1 calc R U . . .
C4 C 0.02652(16) 0.6770(5) 1.1354(4) 0.0521(15) Uani 1 1 d . . . . .
H4 H 0.0121 0.7309 1.1708 0.063 Uiso 1 1 calc R U . . .
C5 C 0.03174(14) 0.6924(4) 1.0383(4) 0.0453(12) Uani 1 1 d . . . . .
H5 H 0.0212 0.7558 1.0079 0.054 Uiso 1 1 calc R U . . .
C6 C 0.05972(15) 0.6312(4) 0.8861(4) 0.0416(13) Uani 1 1 d . . . . .
C7 C 0.06557(16) 0.6481(4) 0.8031(4) 0.0413(13) Uani 1 1 d . . . . .
C8 C 0.07254(15) 0.6747(4) 0.7035(3) 0.0359(12) Uani 1 1 d . . . . .
C9 C 0.09831(14) 0.6103(4) 0.6483(3) 0.0330(11) Uani 1 1 d . . . . .
H9 H 0.1113 0.5492 0.6771 0.040 Uiso 1 1 calc R U . . .
N2 N 0.10553(11) 0.6317(3) 0.5555(2) 0.0278(9) Uani 1 1 d . . . . .
C10 C 0.08711(14) 0.7190(4) 0.5146(3) 0.0268(11) Uani 1 1 d . . . . .
C11 C 0.06188(14) 0.7883(4) 0.5659(3) 0.0357(12) Uani 1 1 d . . . . .
H11 H 0.0501 0.8506 0.5363 0.043 Uiso 1 1 calc R U . . .
C12 C 0.05423(15) 0.7650(4) 0.6602(3) 0.0383(12) Uani 1 1 d . . . . .
H12 H 0.0364 0.8105 0.6964 0.046 Uiso 1 1 calc R U . . .
C13 C 0.09689(14) 0.7369(4) 0.4115(3) 0.0272(11) Uani 1 1 d . . . . .
N3 N 0.12202(11) 0.6620(3) 0.3707(3) 0.0276(9) Uani 1 1 d . . . . .
C14 C 0.13331(13) 0.6761(4) 0.2786(3) 0.0293(11) Uani 1 1 d . . . . .
H14 H 0.1512 0.6241 0.2503 0.035 Uiso 1 1 calc R U . . .
C15 C 0.12016(14) 0.7624(4) 0.2233(3) 0.0305(11) Uani 1 1 d . . . . .
C16 C 0.09342(15) 0.8363(4) 0.2663(3) 0.0370(12) Uani 1 1 d . . . . .
H16 H 0.0830 0.8959 0.2303 0.044 Uiso 1 1 calc R U . . .
C17 C 0.08196(15) 0.8235(4) 0.3613(3) 0.0333(11) Uani 1 1 d . . . . .
H17 H 0.0640 0.8743 0.3909 0.040 Uiso 1 1 calc R U . . .
C18 C 0.13168(14) 0.7724(4) 0.1241(3) 0.0365(13) Uani 1 1 d . . . . .
C19 C 0.13865(15) 0.7838(3) 0.0420(4) 0.0397(11) Uani 1 1 d . . . . .
C20 C 0.14631(17) 0.7953(4) -0.0596(3) 0.0388(12) Uani 1 1 d . . . . .
C21 C 0.12599(16) 0.8720(4) -0.1145(4) 0.0473(14) Uani 1 1 d . . . . .
H21 H 0.1064 0.9194 -0.0860 0.057 Uiso 1 1 calc R U . . .
C22 C 0.13451(18) 0.8789(5) -0.2110(4) 0.0542(16) Uani 1 1 d . . . . .
H22 H 0.1207 0.9328 -0.2477 0.065 Uiso 1 1 calc R U . . .
N4 N 0.16109(15) 0.8138(5) -0.2559(3) 0.0610(15) Uani 1 1 d . . . . .
C23 C 0.18024(19) 0.7407(6) -0.2035(4) 0.0641(18) Uani 1 1 d . . . . .
H23 H 0.1991 0.6932 -0.2343 0.077 Uiso 1 1 calc R U . . .
C24 C 0.17409(16) 0.7296(5) -0.1047(4) 0.0492(14) Uani 1 1 d . . . . .
H24 H 0.1891 0.6768 -0.0693 0.059 Uiso 1 1 calc R U . . .
N5 N 0.19739(11) 0.6103(3) 0.4819(2) 0.0263(8) Uani 1 1 d . . . . .
C25 C 0.20501(15) 0.6814(4) 0.5504(3) 0.0351(11) Uani 1 1 d . . . . .
H25 H 0.1833 0.7027 0.5918 0.042 Uiso 1 1 calc R U . . .
C26 C 0.24330(16) 0.7261(4) 0.5640(3) 0.0436(14) Uani 1 1 d . . . . .
H26 H 0.2480 0.7772 0.6139 0.052 Uiso 1 1 calc R U . . .
C27 C 0.27483(16) 0.6946(4) 0.5034(4) 0.0474(15) Uani 1 1 d . . . . .
H27 H 0.3017 0.7234 0.5115 0.057 Uiso 1 1 calc R U . . .
C28 C 0.26690(16) 0.6219(4) 0.4318(4) 0.0431(13) Uani 1 1 d . . . . .
H28 H 0.2882 0.6005 0.3891 0.052 Uiso 1 1 calc R U . . .
C29 C 0.22776(15) 0.5793(4) 0.4213(3) 0.0303(11) Uani 1 1 d . . . . .
C30 C 0.21549(14) 0.4980(3) 0.3500(3) 0.0318(12) Uani 1 1 d . . . . .
C31 C 0.24087(15) 0.4633(5) 0.2743(3) 0.0427(12) Uani 1 1 d . . . . .
H31 H 0.2677 0.4927 0.2673 0.051 Uiso 1 1 calc R U . . .
C32 C 0.22660(18) 0.3865(5) 0.2103(4) 0.0500(15) Uani 1 1 d . . . . .
H32 H 0.2432 0.3650 0.1575 0.060 Uiso 1 1 calc R U . . .
C33 C 0.1884(2) 0.3411(5) 0.2228(4) 0.0525(16) Uani 1 1 d . . . . .
H33 H 0.1794 0.2859 0.1800 0.063 Uiso 1 1 calc R U . . .
C34 C 0.16240(16) 0.3749(4) 0.2980(3) 0.0398(13) Uani 1 1 d . . . . .
H34 H 0.1359 0.3432 0.3049 0.048 Uiso 1 1 calc R U . . .
C35 C 0.17546(13) 0.4551(4) 0.3624(3) 0.0272(10) Uani 1 1 d . . . . .
N6 N 0.09149(10) 0.4345(3) 0.4464(2) 0.0272(9) Uani 1 1 d . . . . .
C36 C 0.06199(13) 0.4511(4) 0.3798(3) 0.0348(12) Uani 1 1 d . . . . .
H36 H 0.0637 0.5136 0.3399 0.042 Uiso 1 1 calc R U . . .
C37 C 0.03005(15) 0.3814(4) 0.3679(3) 0.0404(13) Uani 1 1 d . . . . .
H37 H 0.0102 0.3937 0.3191 0.049 Uiso 1 1 calc R U . . .
C38 C 0.02681(15) 0.2907(4) 0.4290(4) 0.0434(14) Uani 1 1 d . . . . .
H38 H 0.0044 0.2415 0.4231 0.052 Uiso 1 1 calc R U . . .
C39 C 0.05686(15) 0.2742(4) 0.4980(3) 0.0384(12) Uani 1 1 d . . . . .
H39 H 0.0549 0.2137 0.5401 0.046 Uiso 1 1 calc R U . . .
C40 C 0.09029(14) 0.3469(4) 0.5058(3) 0.0288(11) Uani 1 1 d . . . . .
C41 C 0.12389(14) 0.3374(4) 0.5726(3) 0.0283(11) Uani 1 1 d . . . . .
C42 C 0.12608(15) 0.2574(4) 0.6440(3) 0.0371(12) Uani 1 1 d . . . . .
H42 H 0.1052 0.2039 0.6498 0.045 Uiso 1 1 calc R U . . .
C43 C 0.15909(15) 0.2579(4) 0.7057(3) 0.0402(13) Uani 1 1 d . . . . .
H43 H 0.1610 0.2045 0.7548 0.048 Uiso 1 1 calc R U . . .
C44 C 0.18913(16) 0.3349(4) 0.6968(3) 0.0384(13) Uani 1 1 d . . . . .
H44 H 0.2118 0.3339 0.7398 0.046 Uiso 1 1 calc R U . . .
C45 C 0.18739(15) 0.4130(4) 0.6275(3) 0.0352(11) Uani 1 1 d . . . . .
H45 H 0.2088 0.4654 0.6229 0.042 Uiso 1 1 calc R U . . .
C46 C 0.15442(12) 0.4171(3) 0.5630(3) 0.0237(10) Uani 1 1 d . . . . .
C47 C 0.18149(19) 0.9922(5) 0.3253(5) 0.0641(18) Uani 1 1 d . . . . .
C48 C 0.18748(18) 0.9297(5) 0.4050(5) 0.0623(17) Uani 1 1 d . . . . .
H48 H 0.2087 0.8766 0.4048 0.075 Uiso 1 1 calc R U . . .
C49 C 0.1638(2) 0.9414(5) 0.4848(5) 0.078(2) Uani 1 1 d . . . . .
H49 H 0.1691 0.8986 0.5402 0.094 Uiso 1 1 calc R U . . .
C50 C 0.1315(2) 1.0172(6) 0.4845(6) 0.095(3) Uani 1 1 d . . . . .
H50 H 0.1144 1.0265 0.5390 0.114 Uiso 1 1 calc R U . . .
C51 C 0.1256(2) 1.0779(6) 0.4022(8) 0.101(3) Uani 1 1 d . . . . .
H51 H 0.1038 1.1292 0.4001 0.121 Uiso 1 1 calc R U . . .
C52 C 0.1503(2) 1.0659(5) 0.3234(6) 0.083(2) Uani 1 1 d . . . . .
H52 H 0.1457 1.1088 0.2678 0.100 Uiso 1 1 calc R U . . .
C53 C 0.2073(2) 0.9794(8) 0.2395(5) 0.105(3) Uani 1 1 d . . . . .
H53A H 0.1955 0.9237 0.1976 0.158 Uiso 1 1 calc R U . . .
H53B H 0.2351 0.9573 0.2588 0.158 Uiso 1 1 calc R U . . .
H53C H 0.2087 1.0488 0.2050 0.158 Uiso 1 1 calc R U . . .
C54 C 0.1989(3) 0.3040(4) 0.9566(4) 0.088(2) Uani 1 1 d G . . . .
C55 C 0.16655(17) 0.2344(6) 0.9784(3) 0.117(3) Uani 1 1 d G . . . .
H55 H 0.1405 0.2634 0.9958 0.141 Uiso 1 1 calc R U . . .
C56 C 0.1722(2) 0.1223(6) 0.9748(4) 0.135(4) Uani 1 1 d G . . . .
H56 H 0.1501 0.0747 0.9897 0.163 Uiso 1 1 calc R U . . .
C57 C 0.2103(3) 0.0798(4) 0.9493(4) 0.127(4) Uani 1 1 d G . . . .
H57 H 0.2142 0.0032 0.9469 0.152 Uiso 1 1 calc R U . . .
C58 C 0.24266(19) 0.1494(7) 0.9275(4) 0.100(3) Uani 1 1 d G . . . .
H58 H 0.2687 0.1203 0.9101 0.120 Uiso 1 1 calc R U . . .
C59 C 0.2370(2) 0.2615(6) 0.9312(3) 0.100(3) Uani 1 1 d G . . . .
H59 H 0.2591 0.3090 0.9162 0.120 Uiso 1 1 calc R U . . .
C60 C 0.1900(3) 0.4283(7) 0.9566(6) 0.151(4) Uani 1 1 d . . . . .
H60A H 0.1782 0.4494 1.0185 0.227 Uiso 1 1 calc R U . . .
H60B H 0.1705 0.4456 0.9052 0.227 Uiso 1 1 calc R U . . .
H60C H 0.2157 0.4683 0.9462 0.227 Uiso 1 1 calc R U . . .
Cl1 Cl 0.0000 0.0000 0.4848(2) 0.0924(10) Uani 1 2 d S T P . .
Cl2 Cl 0.94829(14) 0.9413(4) 0.6742(4) 0.1294(18) Uani 0.5 1 d . . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 O1 1.138(14) 4_575 ?
Ir1 C35 2.011(4) . ?
Ir1 C46 2.023(4) . ?
Ir1 N6 2.050(3) . ?
Ir1 N5 2.057(3) . ?
Ir1 N2 2.139(3) . ?
Ir1 N3 2.153(4) . ?
N1 C3 1.311(7) . ?
N1 C4 1.349(7) . ?
C1 C2 1.371(7) . ?
C1 C5 1.380(7) . ?
C1 C6 1.424(7) . ?
C2 C3 1.384(7) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.378(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.192(7) . ?
C7 C8 1.445(7) . ?
C8 C9 1.385(6) . ?
C8 C12 1.396(7) . ?
C9 N2 1.341(5) . ?
C9 H9 0.9500 . ?
N2 C10 1.354(5) . ?
C10 C11 1.382(6) . ?
C10 C13 1.488(5) . ?
C11 C12 1.369(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N3 1.356(5) . ?
C13 C17 1.364(6) . ?
N3 C14 1.347(5) . ?
C14 C15 1.379(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(6) . ?
C15 C18 1.438(6) . ?
C16 C17 1.384(6) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.175(6) . ?
C19 C20 1.445(6) . ?
C20 C24 1.365(7) . ?
C20 C21 1.383(7) . ?
C21 C22 1.376(7) . ?
C21 H21 0.9500 . ?
C22 N4 1.333(7) . ?
C22 H22 0.9500 . ?
N4 C23 1.314(7) . ?
C23 C24 1.399(7) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
N5 C25 1.317(5) . ?
N5 C29 1.355(5) . ?
C25 C26 1.375(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.364(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.385(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.464(6) . ?
C30 C31 1.406(6) . ?
C30 C35 1.416(6) . ?
C31 C32 1.380(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.372(8) . ?
C32 H32 0.9500 . ?
C33 C34 1.411(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.398(6) . ?
C34 H34 0.9500 . ?
N6 C36 1.351(5) . ?
N6 C40 1.359(5) . ?
C36 C37 1.357(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.407(7) . ?
C37 H37 0.9500 . ?
C38 C39 1.386(6) . ?
C38 H38 0.9500 . ?
C39 C40 1.412(6) . ?
C39 H39 0.9500 . ?
C40 C41 1.440(6) . ?
C41 C42 1.401(6) . ?
C41 C46 1.401(6) . ?
C42 C43 1.376(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.366(7) . ?
C43 H43 0.9500 . ?
C44 C45 1.363(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.401(6) . ?
C45 H45 0.9500 . ?
C47 C52 1.359(8) . ?
C47 C48 1.365(8) . ?
C47 C53 1.471(8) . ?
C48 C49 1.360(8) . ?
C48 H48 0.9500 . ?
C49 C50 1.405(10) . ?
C49 H49 0.9500 . ?
C50 C51 1.382(11) . ?
C50 H50 0.9500 . ?
C51 C52 1.369(11) . ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C55 1.3900 . ?
C54 C59 1.3900 . ?
C54 C60 1.555(9) . ?
C55 C56 1.3900 . ?
C55 H55 0.9500 . ?
C56 C57 1.3900 . ?
C56 H56 0.9500 . ?
C57 C58 1.3900 . ?
C57 H57 0.9500 . ?
C58 C59 1.3900 . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?

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
_geom_angle_publ_flag
C35 Ir1 C46 92.61(15) . . ?
C35 Ir1 N6 94.57(16) . . ?
C46 Ir1 N6 80.19(15) . . ?
C35 Ir1 N5 80.62(16) . . ?
C46 Ir1 N5 93.73(15) . . ?
N6 Ir1 N5 172.12(14) . . ?
C35 Ir1 N2 171.90(15) . . ?
C46 Ir1 N2 95.46(14) . . ?
N6 Ir1 N2 87.44(14) . . ?
N5 Ir1 N2 98.19(14) . . ?
C35 Ir1 N3 95.45(15) . . ?
C46 Ir1 N3 171.65(14) . . ?
N6 Ir1 N3 96.95(13) . . ?
N5 Ir1 N3 89.75(13) . . ?
N2 Ir1 N3 76.51(13) . . ?
C3 N1 C4 116.7(4) . . ?
C2 C1 C5 117.7(4) . . ?
C2 C1 C6 122.3(5) . . ?
C5 C1 C6 120.1(5) . . ?
C1 C2 C3 119.5(5) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
N1 C3 C2 123.8(5) . . ?
N1 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
N1 C4 C5 123.3(5) . . ?
N1 C4 H4 118.4 . . ?
C5 C4 H4 118.4 . . ?
C4 C5 C1 119.1(5) . . ?
C4 C5 H5 120.4 . . ?
C1 C5 H5 120.4 . . ?
C7 C6 C1 178.1(6) . . ?
C6 C7 C8 177.0(6) . . ?
C9 C8 C12 118.2(4) . . ?
C9 C8 C7 120.0(5) . . ?
C12 C8 C7 121.8(4) . . ?
N2 C9 C8 122.0(4) . . ?
N2 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 N2 C10 118.9(4) . . ?
C9 N2 Ir1 124.5(3) . . ?
C10 N2 Ir1 116.5(3) . . ?
N2 C10 C11 122.2(4) . . ?
N2 C10 C13 115.4(4) . . ?
C11 C10 C13 122.4(4) . . ?
C12 C11 C10 118.5(5) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C11 C12 C8 120.2(5) . . ?
C11 C12 H12 119.9 . . ?
C8 C12 H12 119.9 . . ?
N3 C13 C17 121.9(4) . . ?
N3 C13 C10 115.7(4) . . ?
C17 C13 C10 122.4(4) . . ?
C14 N3 C13 118.5(4) . . ?
C14 N3 Ir1 125.7(3) . . ?
C13 N3 Ir1 115.8(3) . . ?
N3 C14 C15 123.2(4) . . ?
N3 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
C14 C15 C16 117.0(4) . . ?
C14 C15 C18 121.5(4) . . ?
C16 C15 C18 121.5(4) . . ?
C17 C16 C15 120.4(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C13 C17 C16 119.0(4) . . ?
C13 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C15 175.6(5) . . ?
C18 C19 C20 178.3(6) . . ?
C24 C20 C21 117.7(4) . . ?
C24 C20 C19 120.5(5) . . ?
C21 C20 C19 121.8(5) . . ?
C22 C21 C20 119.1(5) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.5 . . ?
N4 C22 C21 123.6(5) . . ?
N4 C22 H22 118.2 . . ?
C21 C22 H22 118.2 . . ?
C23 N4 C22 117.2(5) . . ?
N4 C23 C24 123.1(6) . . ?
N4 C23 H23 118.5 . . ?
C24 C23 H23 118.5 . . ?
C20 C24 C23 119.4(5) . . ?
C20 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C25 N5 C29 120.1(4) . . ?
C25 N5 Ir1 124.5(3) . . ?
C29 N5 Ir1 115.3(3) . . ?
N5 C25 C26 122.3(5) . . ?
N5 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C25 C26 C27 118.4(5) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C28 C27 C26 119.3(5) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 119.9(5) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
N5 C29 C28 119.9(4) . . ?
N5 C29 C30 114.6(4) . . ?
C28 C29 C30 125.5(4) . . ?
C31 C30 C35 121.3(4) . . ?
C31 C30 C29 123.8(5) . . ?
C35 C30 C29 115.0(4) . . ?
C32 C31 C30 119.7(5) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C33 C32 C31 120.0(5) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 121.3(5) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
C35 C34 C33 120.1(5) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C30 117.6(4) . . ?
C34 C35 Ir1 128.0(4) . . ?
C30 C35 Ir1 114.0(3) . . ?
C36 N6 C40 121.2(4) . . ?
C36 N6 Ir1 124.1(3) . . ?
C40 N6 Ir1 114.6(3) . . ?
N6 C36 C37 122.3(4) . . ?
N6 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C36 C37 C38 118.9(4) . . ?
C36 C37 H37 120.6 . . ?
C38 C37 H37 120.6 . . ?
C39 C38 C37 118.9(5) . . ?
C39 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C38 C39 C40 120.4(5) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
N6 C40 C39 118.4(4) . . ?
N6 C40 C41 115.8(4) . . ?
C39 C40 C41 125.8(4) . . ?
C42 C41 C46 121.4(4) . . ?
C42 C41 C40 123.7(4) . . ?
C46 C41 C40 114.9(4) . . ?
C43 C42 C41 118.8(5) . . ?
C43 C42 H42 120.6 . . ?
C41 C42 H42 120.6 . . ?
C44 C43 C42 120.3(5) . . ?
C44 C43 H43 119.8 . . ?
C42 C43 H43 119.8 . . ?
C45 C44 C43 121.5(5) . . ?
C45 C44 H44 119.3 . . ?
C43 C44 H44 119.3 . . ?
C44 C45 C46 120.8(5) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C45 C46 C41 117.2(4) . . ?
C45 C46 Ir1 128.2(3) . . ?
C41 C46 Ir1 114.4(3) . . ?
C52 C47 C48 119.8(7) . . ?
C52 C47 C53 118.8(7) . . ?
C48 C47 C53 121.4(7) . . ?
C49 C48 C47 121.7(6) . . ?
C49 C48 H48 119.1 . . ?
C47 C48 H48 119.1 . . ?
C48 C49 C50 119.4(7) . . ?
C48 C49 H49 120.3 . . ?
C50 C49 H49 120.3 . . ?
C51 C50 C49 117.7(7) . . ?
C51 C50 H50 121.2 . . ?
C49 C50 H50 121.2 . . ?
C52 C51 C50 121.8(7) . . ?
C52 C51 H51 119.1 . . ?
C50 C51 H51 119.1 . . ?
C47 C52 C51 119.6(8) . . ?
C47 C52 H52 120.2 . . ?
C51 C52 H52 120.2 . . ?
C47 C53 H53A 109.5 . . ?
C47 C53 H53B 109.4 . . ?
H53A C53 H53B 109.5 . . ?
C47 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C55 C54 C59 120.0 . . ?
C55 C54 C60 117.6(7) . . ?
C59 C54 C60 122.4(7) . . ?
C54 C55 C56 120.0 . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C55 C56 C57 120.0 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 H56 120.0 . . ?
C58 C57 C56 120.0 . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C57 C58 C59 120.0 . . ?
C57 C58 H58 120.0 . . ?
C59 C58 H58 120.0 . . ?
C58 C59 C54 120.0 . . ?
C58 C59 H59 120.0 . . ?
C54 C59 H59 120.0 . . ?
C54 C60 H60A 109.5 . . ?
C54 C60 H60B 109.4 . . ?
H60A C60 H60B 109.5 . . ?
C54 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?

_refine_diff_density_max         1.262
_refine_diff_density_min         -1.326
_refine_diff_density_rms         0.091

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.010 -0.034 430 65 ' '
2 0.500 -0.031 0.034 430 65 ' '
3 0.280 0.217 0.750 7 0 ' '
4 0.780 0.283 0.250 7 0 ' '
5 0.220 0.717 0.250 7 0 ' '
6 0.720 0.783 0.750 7 0 ' '
_platon_squeeze_details          
; 
;



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lambda-Ir(ppy)2(1)Cl
_database_code_depnum_ccdc_archive 'CCDC 1413250'
_audit_update_record             
;
2015-07-16 deposited with the CCDC.
2015-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2008
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H30 Ir N6,2(C7 H8),H2 O'
_chemical_formula_sum            'C60 H48 Cl Ir N6 O'
_chemical_formula_weight         1096.69

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   32.7712(7)
_cell_length_b                   12.3271(4)
_cell_length_c                   13.9638(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5641.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    15000
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      27.05

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             2208
_exptl_transmission_factor_min   0.867
_exptl_transmission_factor_max   0.887
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.457
_shelx_estimated_absorpt_T_min   0.867
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.867
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15562
_diffrn_reflns_av_unetI/netI     0.0737
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       29
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       19
_diffrn_reflns_limit_k_max       -29
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       -19
_diffrn_reflns_theta_min         1.916
_diffrn_reflns_theta_max         30.063
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             15257
_reflns_number_gt                13322
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.812
_reflns_Friedel_fraction_max     0.913
_reflns_Friedel_fraction_full    0.968

_reflns_special_details          
;
Because we didn't identify the solvents we used the squezze 
command
 

 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 5383 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.008(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         15257
_refine_ls_number_parameters     617
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0685
_refine_ls_wR_factor_gt          0.0659
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9918(3) 0.0517(9) 0.1610(4) 0.140(4) Uani 1 1 d . . . . .
Ir1 Ir 0.85801(2) 0.46836(2) 0.53614(2) 0.02276(5) Uani 1 1 d . . . . .
N1 N 0.95940(16) 0.4116(5) -0.1838(3) 0.0526(14) Uani 1 1 d . . . . .
C1 C 0.94615(17) 0.3854(5) 0.0124(3) 0.0355(13) Uani 1 1 d . . . . .
C2 C 0.93238(19) 0.4749(6) -0.0357(4) 0.0533(15) Uani 1 1 d . . . . .
H2 H 0.9183 0.5307 -0.0023 0.064 Uiso 1 1 calc R U . . .
C3 C 0.9392(2) 0.4837(7) -0.1338(4) 0.0590(19) Uani 1 1 d . . . . .
H3 H 0.9287 0.5453 -0.1663 0.071 Uiso 1 1 calc R U . . .
C4 C 0.97339(18) 0.3247(6) -0.1371(4) 0.0490(17) Uani 1 1 d . . . . .
H4 H 0.9883 0.2719 -0.1723 0.059 Uiso 1 1 calc R U . . .
C5 C 0.96735(17) 0.3073(5) -0.0394(5) 0.0455(14) Uani 1 1 d . . . . .
H5 H 0.9775 0.2437 -0.0091 0.055 Uiso 1 1 calc R U . . .
C6 C 0.93866(16) 0.3690(5) 0.1125(4) 0.0374(13) Uani 1 1 d . . . . .
C7 C 0.93205(17) 0.3520(5) 0.1948(4) 0.0366(13) Uani 1 1 d . . . . .
C8 C 0.92583(17) 0.3256(5) 0.2945(3) 0.0327(12) Uani 1 1 d . . . . .
C9 C 0.90071(16) 0.3895(4) 0.3501(3) 0.0291(11) Uani 1 1 d . . . . .
H9 H 0.8878 0.4504 0.3214 0.035 Uiso 1 1 calc R U . . .
N2 N 0.89375(13) 0.3691(3) 0.4431(3) 0.0255(9) Uani 1 1 d . . . . .
C10 C 0.91200(16) 0.2814(4) 0.4835(3) 0.0259(11) Uani 1 1 d . . . . .
C11 C 0.93680(17) 0.2132(5) 0.4319(4) 0.0360(13) Uani 1 1 d . . . . .
H11 H 0.9489 0.1520 0.4620 0.043 Uiso 1 1 calc R U . . .
C12 C 0.94402(17) 0.2337(5) 0.3370(4) 0.0349(13) Uani 1 1 d . . . . .
H12 H 0.9610 0.1868 0.3005 0.042 Uiso 1 1 calc R U . . .
C13 C 0.90270(16) 0.2638(4) 0.5867(3) 0.0263(11) Uani 1 1 d . . . . .
N3 N 0.87785(12) 0.3387(4) 0.6273(3) 0.0262(9) Uani 1 1 d . . . . .
C14 C 0.86692(15) 0.3238(4) 0.7194(3) 0.0291(12) Uani 1 1 d . . . . .
H14 H 0.8492 0.3757 0.7478 0.035 Uiso 1 1 calc R U . . .
C15 C 0.87981(17) 0.2380(5) 0.7751(3) 0.0315(12) Uani 1 1 d . . . . .
C16 C 0.90649(17) 0.1646(5) 0.7315(3) 0.0358(13) Uani 1 1 d . . . . .
H16 H 0.9169 0.1054 0.7675 0.043 Uiso 1 1 calc R U . . .
C17 C 0.91788(17) 0.1769(5) 0.6371(3) 0.0330(12) Uani 1 1 d . . . . .
H17 H 0.9358 0.1265 0.6075 0.040 Uiso 1 1 calc R U . . .
C18 C 0.86843(17) 0.2283(5) 0.8737(4) 0.0379(14) Uani 1 1 d . . . . .
C19 C 0.86128(18) 0.2158(4) 0.9563(4) 0.0403(12) Uani 1 1 d . . . . .
C20 C 0.85339(19) 0.2040(5) 1.0573(3) 0.0400(14) Uani 1 1 d . . . . .
C21 C 0.8733(2) 0.1283(6) 1.1130(4) 0.0512(17) Uani 1 1 d . . . . .
H21 H 0.8930 0.0813 1.0851 0.061 Uiso 1 1 calc R U . . .
C22 C 0.8645(2) 0.1210(6) 1.2090(4) 0.059(2) Uani 1 1 d . . . . .
H22 H 0.8779 0.0665 1.2454 0.071 Uiso 1 1 calc R U . . .
N4 N 0.83819(18) 0.1865(6) 1.2542(4) 0.0616(18) Uani 1 1 d . . . . .
C23 C 0.8195(2) 0.2583(8) 1.2010(5) 0.066(2) Uani 1 1 d . . . . .
H23 H 0.8007 0.3055 1.2316 0.080 Uiso 1 1 calc R U . . .
C24 C 0.82533(19) 0.2706(6) 1.1022(4) 0.0518(17) Uani 1 1 d . . . . .
H24 H 0.8104 0.3232 1.0670 0.062 Uiso 1 1 calc R U . . .
N5 N 0.80289(13) 0.3912(4) 0.5181(3) 0.0275(9) Uani 1 1 d . . . . .
C25 C 0.79475(17) 0.3200(5) 0.4494(4) 0.0338(12) Uani 1 1 d . . . . .
H25 H 0.8161 0.2979 0.4077 0.041 Uiso 1 1 calc R U . . .
C26 C 0.75647(18) 0.2772(5) 0.4365(4) 0.0420(15) Uani 1 1 d . . . . .
H26 H 0.7514 0.2270 0.3862 0.050 Uiso 1 1 calc R U . . .
C27 C 0.72574(19) 0.3077(6) 0.4970(4) 0.0475(16) Uani 1 1 d . . . . .
H27 H 0.6990 0.2790 0.4894 0.057 Uiso 1 1 calc R U . . .
C28 C 0.73399(17) 0.3800(5) 0.5683(4) 0.0411(14) Uani 1 1 d . . . . .
H28 H 0.7129 0.4012 0.6112 0.049 Uiso 1 1 calc R U . . .
C29 C 0.77294(16) 0.4227(4) 0.5788(4) 0.0299(12) Uani 1 1 d . . . . .
C30 C 0.78550(16) 0.5047(4) 0.6495(3) 0.0289(12) Uani 1 1 d . . . . .
C31 C 0.76017(17) 0.5386(6) 0.7250(3) 0.0419(14) Uani 1 1 d . . . . .
H31 H 0.7336 0.5088 0.7327 0.050 Uiso 1 1 calc R U . . .
C32 C 0.77481(19) 0.6166(6) 0.7879(4) 0.0462(16) Uani 1 1 d . . . . .
H32 H 0.7582 0.6399 0.8397 0.055 Uiso 1 1 calc R U . . .
C33 C 0.8128(2) 0.6602(5) 0.7762(4) 0.0475(17) Uani 1 1 d . . . . .
H33 H 0.8221 0.7146 0.8192 0.057 Uiso 1 1 calc R U . . .
C34 C 0.83846(19) 0.6256(5) 0.7009(4) 0.0383(13) Uani 1 1 d . . . . .
H34 H 0.8649 0.6562 0.6939 0.046 Uiso 1 1 calc R U . . .
C35 C 0.82510(15) 0.5464(4) 0.6365(3) 0.0256(11) Uani 1 1 d . . . . .
N6 N 0.90840(12) 0.5650(3) 0.5521(3) 0.0269(9) Uani 1 1 d . . . . .
C36 C 0.93837(15) 0.5480(5) 0.6179(3) 0.0328(12) Uani 1 1 d . . . . .
H36 H 0.9370 0.4853 0.6574 0.039 Uiso 1 1 calc R U . . .
C37 C 0.97033(16) 0.6180(5) 0.6292(4) 0.0360(13) Uani 1 1 d . . . . .
H37 H 0.9904 0.6056 0.6770 0.043 Uiso 1 1 calc R U . . .
C38 C 0.97283(18) 0.7078(5) 0.5692(4) 0.0423(15) Uani 1 1 d . . . . .
H38 H 0.9951 0.7568 0.5751 0.051 Uiso 1 1 calc R U . . .
C39 C 0.94279(17) 0.7260(5) 0.5005(4) 0.0359(13) Uani 1 1 d . . . . .
H39 H 0.9444 0.7871 0.4592 0.043 Uiso 1 1 calc R U . . .
C40 C 0.91018(16) 0.6529(4) 0.4931(3) 0.0269(11) Uani 1 1 d . . . . .
C41 C 0.87631(16) 0.6628(4) 0.4273(3) 0.0274(11) Uani 1 1 d . . . . .
C42 C 0.87357(18) 0.7435(5) 0.3567(4) 0.0352(13) Uani 1 1 d . . . . .
H42 H 0.8943 0.7972 0.3514 0.042 Uiso 1 1 calc R U . . .
C43 C 0.84056(18) 0.7445(5) 0.2949(4) 0.0388(14) Uani 1 1 d . . . . .
H43 H 0.8386 0.7981 0.2462 0.047 Uiso 1 1 calc R U . . .
C44 C 0.81061(18) 0.6668(5) 0.3049(4) 0.0369(14) Uani 1 1 d . . . . .
H44 H 0.7879 0.6684 0.2627 0.044 Uiso 1 1 calc R U . . .
C45 C 0.81247(16) 0.5870(5) 0.3739(3) 0.0330(12) Uani 1 1 d . . . . .
H45 H 0.7913 0.5347 0.3787 0.040 Uiso 1 1 calc R U . . .
C46 C 0.84574(14) 0.5831(4) 0.4372(3) 0.0236(11) Uani 1 1 d . . . . .
C47 C 0.8184(2) 0.0097(7) 0.6716(6) 0.064(2) Uani 1 1 d . . . . .
C48 C 0.8123(2) 0.0718(7) 0.5926(5) 0.062(2) Uani 1 1 d . . . . .
H48 H 0.7909 0.1237 0.5930 0.075 Uiso 1 1 calc R U . . .
C49 C 0.8365(3) 0.0618(7) 0.5109(6) 0.076(3) Uani 1 1 d . . . . .
H49 H 0.8316 0.1060 0.4563 0.091 Uiso 1 1 calc R U . . .
C50 C 0.8679(3) -0.0143(7) 0.5109(7) 0.093(3) Uani 1 1 d . . . . .
H50 H 0.8847 -0.0243 0.4561 0.111 Uiso 1 1 calc R U . . .
C51 C 0.8741(3) -0.0755(8) 0.5939(9) 0.101(3) Uani 1 1 d . . . . .
H51 H 0.8960 -0.1259 0.5958 0.121 Uiso 1 1 calc R U . . .
C52 C 0.8496(3) -0.0649(7) 0.6721(8) 0.082(3) Uani 1 1 d . . . . .
H52 H 0.8541 -0.1091 0.7269 0.099 Uiso 1 1 calc R U . . .
C53 C 0.7932(3) 0.0209(9) 0.7577(5) 0.096(3) Uani 1 1 d . . . . .
H53A H 0.8037 0.0805 0.7971 0.145 Uiso 1 1 calc R U . . .
H53B H 0.7941 -0.0467 0.7945 0.145 Uiso 1 1 calc R U . . .
H53C H 0.7650 0.0364 0.7391 0.145 Uiso 1 1 calc R U . . .
C54 C 0.7988(3) 0.6978(4) 0.0459(4) 0.086(3) Uani 1 1 d G . . . .
C55 C 0.8308(2) 0.7664(7) 0.0215(4) 0.115(4) Uani 1 1 d G . . . .
H55 H 0.8564 0.7370 0.0029 0.138 Uiso 1 1 calc R U . . .
C56 C 0.8254(2) 0.8782(7) 0.0243(4) 0.124(4) Uani 1 1 d G . . . .
H56 H 0.8473 0.9252 0.0077 0.149 Uiso 1 1 calc R U . . .
C57 C 0.7880(3) 0.9213(4) 0.0516(4) 0.114(4) Uani 1 1 d G . . . .
H57 H 0.7842 0.9977 0.0535 0.137 Uiso 1 1 calc R U . . .
C58 C 0.7560(2) 0.8526(7) 0.0760(4) 0.091(3) Uani 1 1 d G . . . .
H58 H 0.7304 0.8821 0.0946 0.109 Uiso 1 1 calc R U . . .
C59 C 0.7614(2) 0.7409(7) 0.0731(4) 0.096(3) Uani 1 1 d G . . . .
H59 H 0.7395 0.6939 0.0898 0.116 Uiso 1 1 calc R U . . .
C60 C 0.8080(4) 0.5755(9) 0.0433(8) 0.149(5) Uani 1 1 d . . . . .
H60A H 0.8150 0.5539 -0.0222 0.224 Uiso 1 1 calc R U . . .
H60B H 0.7839 0.5351 0.0645 0.224 Uiso 1 1 calc R U . . .
H60C H 0.8310 0.5594 0.0861 0.224 Uiso 1 1 calc R U . . .
Cl1 Cl 0.0000 0.0000 0.5089(2) 0.0725(9) Uani 1 2 d S T P . .
Cl2 Cl 0.05239(17) 0.0608(5) 0.3258(5) 0.127(2) Uani 0.5 1 d . . P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 O1 1.382(17) 2_755 ?
Ir1 C35 2.013(5) . ?
Ir1 C46 2.017(5) . ?
Ir1 N6 2.049(4) . ?
Ir1 N5 2.057(4) . ?
Ir1 N2 2.134(4) . ?
Ir1 N3 2.145(4) . ?
N1 C3 1.309(9) . ?
N1 C4 1.335(9) . ?
C1 C2 1.368(9) . ?
C1 C5 1.391(8) . ?
C1 C6 1.434(7) . ?
C2 C3 1.393(8) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C4 C5 1.395(8) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.188(7) . ?
C7 C8 1.444(7) . ?
C8 C9 1.379(7) . ?
C8 C12 1.411(8) . ?
C9 N2 1.342(6) . ?
C9 H9 0.9500 . ?
N2 C10 1.358(6) . ?
C10 C11 1.373(7) . ?
C10 C13 1.490(6) . ?
C11 C12 1.370(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N3 1.355(6) . ?
C13 C17 1.375(7) . ?
N3 C14 1.347(6) . ?
C14 C15 1.380(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.398(7) . ?
C15 C18 1.431(7) . ?
C16 C17 1.378(7) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.187(7) . ?
C19 C20 1.441(7) . ?
C20 C24 1.383(9) . ?
C20 C21 1.379(8) . ?
C21 C22 1.375(8) . ?
C21 H21 0.9500 . ?
C22 N4 1.339(9) . ?
C22 H22 0.9500 . ?
N4 C23 1.307(10) . ?
C23 C24 1.402(8) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
N5 C25 1.328(6) . ?
N5 C29 1.353(6) . ?
C25 C26 1.373(8) . ?
C25 H25 0.9500 . ?
C26 C27 1.367(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.363(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(8) . ?
C28 H28 0.9500 . ?
C29 C30 1.473(7) . ?
C30 C31 1.404(7) . ?
C30 C35 1.407(7) . ?
C31 C32 1.388(9) . ?
C31 H31 0.9500 . ?
C32 C33 1.367(9) . ?
C32 H32 0.9500 . ?
C33 C34 1.412(8) . ?
C33 H33 0.9500 . ?
C34 C35 1.397(7) . ?
C34 H34 0.9500 . ?
N6 C36 1.362(6) . ?
N6 C40 1.363(6) . ?
C36 C37 1.366(7) . ?
C36 H36 0.9500 . ?
C37 C38 1.390(8) . ?
C37 H37 0.9500 . ?
C38 C39 1.393(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.401(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.446(7) . ?
C41 C46 1.410(7) . ?
C41 C42 1.404(7) . ?
C42 C43 1.384(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.378(8) . ?
C43 H43 0.9500 . ?
C44 C45 1.379(7) . ?
C44 H44 0.9500 . ?
C45 C46 1.405(6) . ?
C45 H45 0.9500 . ?
C47 C48 1.358(10) . ?
C47 C52 1.375(10) . ?
C47 C53 1.465(10) . ?
C48 C49 1.393(10) . ?
C48 H48 0.9500 . ?
C49 C50 1.394(13) . ?
C49 H49 0.9500 . ?
C50 C51 1.397(14) . ?
C50 H50 0.9500 . ?
C51 C52 1.362(13) . ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C55 1.3900 . ?
C54 C59 1.3900 . ?
C54 C60 1.538(12) . ?
C55 C56 1.3900 . ?
C55 H55 0.9500 . ?
C56 C57 1.3900 . ?
C56 H56 0.9500 . ?
C57 C58 1.3900 . ?
C57 H57 0.9500 . ?
C58 C59 1.3900 . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?

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
_geom_angle_publ_flag
C35 Ir1 C46 91.99(17) . . ?
C35 Ir1 N6 94.48(19) . . ?
C46 Ir1 N6 80.05(17) . . ?
C35 Ir1 N5 80.53(19) . . ?
C46 Ir1 N5 93.76(18) . . ?
N6 Ir1 N5 171.97(17) . . ?
C35 Ir1 N2 172.54(17) . . ?
C46 Ir1 N2 95.44(16) . . ?
N6 Ir1 N2 87.56(16) . . ?
N5 Ir1 N2 98.19(16) . . ?
C35 Ir1 N3 96.04(17) . . ?
C46 Ir1 N3 171.70(17) . . ?
N6 Ir1 N3 97.17(16) . . ?
N5 Ir1 N3 89.65(16) . . ?
N2 Ir1 N3 76.57(14) . . ?
C3 N1 C4 117.3(5) . . ?
C2 C1 C5 117.9(5) . . ?
C2 C1 C6 122.4(6) . . ?
C5 C1 C6 119.7(6) . . ?
C1 C2 C3 119.5(6) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
N1 C3 C2 123.6(7) . . ?
N1 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
N1 C4 C5 123.5(6) . . ?
N1 C4 H4 118.2 . . ?
C5 C4 H4 118.2 . . ?
C1 C5 C4 118.2(6) . . ?
C1 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C7 C6 C1 177.8(7) . . ?
C6 C7 C8 176.4(7) . . ?
C9 C8 C12 118.3(5) . . ?
C9 C8 C7 119.9(5) . . ?
C12 C8 C7 121.8(5) . . ?
N2 C9 C8 122.6(5) . . ?
N2 C9 H9 118.7 . . ?
C8 C9 H9 118.7 . . ?
C9 N2 C10 118.4(4) . . ?
C9 N2 Ir1 125.1(4) . . ?
C10 N2 Ir1 116.5(3) . . ?
N2 C10 C11 122.1(4) . . ?
N2 C10 C13 115.3(5) . . ?
C11 C10 C13 122.6(5) . . ?
C12 C11 C10 119.8(5) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C8 118.8(5) . . ?
C11 C12 H12 120.6 . . ?
C8 C12 H12 120.6 . . ?
N3 C13 C17 122.3(4) . . ?
N3 C13 C10 115.4(5) . . ?
C17 C13 C10 122.3(5) . . ?
C14 N3 C13 117.8(4) . . ?
C14 N3 Ir1 126.0(3) . . ?
C13 N3 Ir1 116.2(3) . . ?
N3 C14 C15 124.1(5) . . ?
N3 C14 H14 117.9 . . ?
C15 C14 H14 117.9 . . ?
C14 C15 C16 116.2(4) . . ?
C14 C15 C18 121.8(5) . . ?
C16 C15 C18 121.8(5) . . ?
C17 C16 C15 121.0(5) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C13 C17 C16 118.5(5) . . ?
C13 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C19 C18 C15 175.5(7) . . ?
C18 C19 C20 178.0(7) . . ?
C24 C20 C21 117.4(5) . . ?
C24 C20 C19 120.2(6) . . ?
C21 C20 C19 122.4(6) . . ?
C22 C21 C20 119.7(7) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
N4 C22 C21 123.7(7) . . ?
N4 C22 H22 118.2 . . ?
C21 C22 H22 118.2 . . ?
C23 N4 C22 116.3(6) . . ?
N4 C23 C24 124.7(8) . . ?
N4 C23 H23 117.7 . . ?
C24 C23 H23 117.7 . . ?
C20 C24 C23 118.2(7) . . ?
C20 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C25 N5 C29 119.7(5) . . ?
C25 N5 Ir1 124.8(4) . . ?
C29 N5 Ir1 115.3(3) . . ?
N5 C25 C26 122.2(5) . . ?
N5 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C27 C26 C25 119.1(6) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C28 C27 C26 119.0(6) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C27 C28 C29 120.4(6) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
N5 C29 C28 119.5(5) . . ?
N5 C29 C30 114.5(5) . . ?
C28 C29 C30 126.0(5) . . ?
C31 C30 C35 122.3(5) . . ?
C31 C30 C29 122.8(5) . . ?
C35 C30 C29 114.9(4) . . ?
C32 C31 C30 118.4(6) . . ?
C32 C31 H31 120.8 . . ?
C30 C31 H31 120.8 . . ?
C33 C32 C31 120.8(5) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C32 C33 C34 120.8(6) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C35 C34 C33 120.3(6) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C30 117.4(5) . . ?
C34 C35 Ir1 127.9(4) . . ?
C30 C35 Ir1 114.2(4) . . ?
C36 N6 C40 120.0(4) . . ?
C36 N6 Ir1 124.4(3) . . ?
C40 N6 Ir1 115.6(3) . . ?
N6 C36 C37 122.2(5) . . ?
N6 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C36 C37 C38 118.6(5) . . ?
C36 C37 H37 120.7 . . ?
C38 C37 H37 120.7 . . ?
C37 C38 C39 120.1(6) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C38 C39 C40 119.1(5) . . ?
C38 C39 H39 120.5 . . ?
C40 C39 H39 120.5 . . ?
N6 C40 C39 120.0(5) . . ?
N6 C40 C41 114.7(5) . . ?
C39 C40 C41 125.3(5) . . ?
C46 C41 C42 121.2(5) . . ?
C46 C41 C40 115.1(4) . . ?
C42 C41 C40 123.7(5) . . ?
C43 C42 C41 119.6(5) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C44 C43 C42 119.2(5) . . ?
C44 C43 H43 120.4 . . ?
C42 C43 H43 120.4 . . ?
C43 C44 C45 122.4(5) . . ?
C43 C44 H44 118.8 . . ?
C45 C44 H44 118.8 . . ?
C44 C45 C46 119.9(5) . . ?
C44 C45 H45 120.0 . . ?
C46 C45 H45 120.0 . . ?
C41 C46 C45 117.8(5) . . ?
C41 C46 Ir1 114.5(3) . . ?
C45 C46 Ir1 127.5(4) . . ?
C48 C47 C52 119.3(8) . . ?
C48 C47 C53 122.1(8) . . ?
C52 C47 C53 118.6(9) . . ?
C47 C48 C49 122.2(8) . . ?
C47 C48 H48 118.9 . . ?
C49 C48 H48 118.9 . . ?
C48 C49 C50 118.6(8) . . ?
C48 C49 H49 120.7 . . ?
C50 C49 H49 120.7 . . ?
C49 C50 C51 118.1(8) . . ?
C49 C50 H50 120.9 . . ?
C51 C50 H50 120.9 . . ?
C52 C51 C50 121.8(9) . . ?
C52 C51 H51 119.1 . . ?
C50 C51 H51 119.1 . . ?
C51 C52 C47 119.9(9) . . ?
C51 C52 H52 120.0 . . ?
C47 C52 H52 120.0 . . ?
C47 C53 H53A 109.5 . . ?
C47 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C47 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C55 C54 C59 120.0 . . ?
C55 C54 C60 116.4(8) . . ?
C59 C54 C60 123.6(8) . . ?
C56 C55 C54 120.0 . . ?
C56 C55 H55 120.0 . . ?
C54 C55 H55 120.0 . . ?
C55 C56 C57 120.0 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 H56 120.0 . . ?
C58 C57 C56 120.0 . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C57 C58 C59 120.0 . . ?
C57 C58 H58 120.0 . . ?
C59 C58 H58 120.0 . . ?
C58 C59 C54 120.0 . . ?
C58 C59 H59 120.0 . . ?
C54 C59 H59 120.0 . . ?
C54 C60 H60A 109.5 . . ?
C54 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C54 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?

_refine_diff_density_max         0.870
_refine_diff_density_min         -0.972
_refine_diff_density_rms         0.081

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.013 1.031 441 88 ' '
2 0.500 -0.033 0.968 441 88 ' '
_platon_squeeze_details          
;
;



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rac-Ir(ppy)2(1)Cu(BF4)2
_database_code_depnum_ccdc_archive 'CCDC 1413251'
_audit_update_record             
;
2015-07-16 deposited with the CCDC.
2015-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C92 H60 B2 Cu F8 Ir2 N12,2(F6 P),4(C H Cl3),CH3OH'
_chemical_formula_sum            'C97 H68 B2 Cl12 Cu F20 Ir2 N12 O P2'
_chemical_formula_weight         2754.53

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.6718(17)
_cell_length_b                   33.6481(16)
_cell_length_c                   13.8979(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.2790(10)
_cell_angle_gamma                90.00
_cell_volume                     14770.2(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8016
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      23.19

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             5396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.242
_shelx_estimated_absorpt_T_min   0.877
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8772
_exptl_absorpt_correction_T_max  0.8961
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
  Because we didn't identify the solvents we used the squeeze command
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20368
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_sigmaI/netI    0.1004
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.98
_diffrn_reflns_theta_max         29.80
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             20368
_reflns_number_gt                10500
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1026P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         20368
_refine_ls_number_parameters     690
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0737
_refine_ls_wR_factor_ref         0.2082
_refine_ls_wR_factor_gt          0.1925
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.22908(2) 0.09106(2) 0.15531(2) 0.04815(11) Uani 1 1 d . . . . .
Cu1 Cu 0.0000 0.37702(3) -0.2500 0.0479(3) Uani 1 2 d S T P . .
C11 C 0.2422(2) 0.03529(18) 0.1221(7) 0.058(2) Uani 1 1 d . . . . .
C1 C 0.2643(3) 0.0253(3) 0.0631(8) 0.083(3) Uani 1 1 d . . . . .
H1 H 0.2768 0.0460 0.0370 0.100 Uiso 1 1 calc R U . . .
C2 C 0.2705(4) -0.0140(3) 0.0366(11) 0.121(5) Uani 1 1 d . . . . .
H2 H 0.2859 -0.0203 -0.0072 0.146 Uiso 1 1 calc R U . . .
C3 C 0.2517(4) -0.0437(3) 0.0813(15) 0.148(7) Uani 1 1 d . . . . .
H3 H 0.2554 -0.0709 0.0689 0.178 Uiso 1 1 calc R U . . .
C4 C 0.2300(4) -0.0343(3) 0.1376(12) 0.124(6) Uani 1 1 d . . . . .
H4 H 0.2162 -0.0544 0.1622 0.148 Uiso 1 1 calc R U . . .
C5 C 0.2265(3) 0.0044(2) 0.1621(8) 0.084(3) Uani 1 1 d . . . . .
C6 C 0.2023(2) 0.01876(15) 0.2319(5) 0.096(4) Uani 1 1 d G . . . .
C7 C 0.1841(3) -0.00520(16) 0.2868(7) 0.140(6) Uani 1 1 d G . . . .
H7 H 0.1858 -0.0333 0.2830 0.168 Uiso 1 1 calc R U . . .
C8 C 0.1634(3) 0.0120(3) 0.3473(6) 0.139(6) Uani 1 1 d G . . . .
H8 H 0.1510 -0.0044 0.3849 0.167 Uiso 1 1 calc R U . . .
C9 C 0.1609(3) 0.0531(3) 0.3529(6) 0.158(7) Uani 1 1 d G . . . .
H9 H 0.1467 0.0648 0.3943 0.190 Uiso 1 1 calc R U . . .
C10 C 0.1791(2) 0.07704(18) 0.2980(5) 0.109(4) Uani 1 1 d G . . . .
H10 H 0.1774 0.1051 0.3018 0.131 Uiso 1 1 calc R U . . .
N1 N 0.19976(19) 0.05988(14) 0.2374(5) 0.072(2) Uani 1 1 d G . . . .
N2 N 0.2597(2) 0.11718(17) 0.0686(5) 0.0539(15) Uani 1 1 d . . . . .
C12 C 0.3000(3) 0.1306(2) 0.1004(8) 0.068(2) Uani 1 1 d . . . . .
H12 H 0.3169 0.1265 0.1702 0.082 Uiso 1 1 calc R U . . .
C13 C 0.3177(4) 0.1491(3) 0.0413(8) 0.090(3) Uani 1 1 d . . . . .
H13 H 0.3462 0.1582 0.0678 0.108 Uiso 1 1 calc R U . . .
C14 C 0.2945(3) 0.1543(3) -0.0547(9) 0.081(3) Uani 1 1 d . . . . .
H14 H 0.3070 0.1672 -0.0981 0.098 Uiso 1 1 calc R U . . .
C15 C 0.2539(4) 0.1425(3) -0.0957(8) 0.092(4) Uani 1 1 d . . . . .
H15 H 0.2379 0.1472 -0.1659 0.111 Uiso 1 1 calc R U . . .
C16 C 0.2357(3) 0.1229(2) -0.0306(7) 0.069(2) Uani 1 1 d . . . . .
C17 C 0.19220(18) 0.10784(16) -0.0579(5) 0.072(3) Uani 1 1 d G . . . .
C18 C 0.1620(3) 0.1097(2) -0.1560(4) 0.107(4) Uani 1 1 d G . . . .
H18 H 0.1689 0.1216 -0.2102 0.129 Uiso 1 1 calc R U . . .
C19 C 0.1218(2) 0.0942(2) -0.1747(5) 0.134(7) Uani 1 1 d G . . . .
H19 H 0.1012 0.0955 -0.2417 0.161 Uiso 1 1 calc R U . . .
C20 C 0.11172(17) 0.07680(19) -0.0954(6) 0.125(5) Uani 1 1 d G . . . .
H20 H 0.0842 0.0662 -0.1081 0.150 Uiso 1 1 calc R U . . .
C21 C 0.1419(2) 0.07493(17) 0.0027(5) 0.090(3) Uani 1 1 d G . . . .
H21 H 0.1350 0.0630 0.0569 0.108 Uiso 1 1 calc R U . . .
C22 C 0.18212(18) 0.09045(15) 0.0214(4) 0.058(2) Uani 1 1 d G . . . .
N3 N 0.03671(16) 0.33566(13) -0.1560(4) 0.0438(14) Uani 1 1 d . . . . .
C23 C 0.0551(2) 0.30700(16) -0.1911(5) 0.0448(16) Uani 1 1 d . . . . .
H23 H 0.0487 0.3048 -0.2631 0.054 Uiso 1 1 calc R U . . .
C24 C 0.0833(2) 0.28026(18) -0.1275(6) 0.057(2) Uani 1 1 d . . . . .
H24 H 0.0955 0.2599 -0.1555 0.069 Uiso 1 1 calc R U . . .
C25 C 0.0935(2) 0.28360(17) -0.0216(6) 0.0494(18) Uani 1 1 d . . . . .
C26 C 0.0734(2) 0.31342(18) 0.0142(6) 0.061(2) Uani 1 1 d . . . . .
H26 H 0.0792 0.3166 0.0857 0.073 Uiso 1 1 calc R U . . .
C27 C 0.0455(2) 0.33775(18) -0.0541(5) 0.0506(19) Uani 1 1 d . . . . .
H27 H 0.0314 0.3573 -0.0286 0.061 Uiso 1 1 calc R U . . .
C28 C 0.1238(2) 0.2573(2) 0.0478(6) 0.0560(19) Uani 1 1 d . . . . .
C29 C 0.1500(2) 0.2369(2) 0.1060(6) 0.059(2) Uani 1 1 d . . . . .
C30 C 0.1819(2) 0.21203(19) 0.1735(6) 0.0519(18) Uani 1 1 d . . . . .
C31 C 0.1870(2) 0.17329(17) 0.1409(5) 0.0434(16) Uani 1 1 d . . . . .
H31 H 0.1685 0.1641 0.0762 0.052 Uiso 1 1 calc R U . . .
N4 N 0.21725(17) 0.14931(13) 0.1994(4) 0.0443(13) Uani 1 1 d . . . . .
C32 C 0.2443(2) 0.16235(18) 0.2923(5) 0.0436(15) Uani 1 1 d . . . . .
C33 C 0.2401(2) 0.20021(19) 0.3264(5) 0.056(2) Uani 1 1 d . . . . .
H33 H 0.2588 0.2089 0.3913 0.067 Uiso 1 1 calc R U . . .
C34 C 0.2090(2) 0.2254(2) 0.2672(5) 0.057(2) Uani 1 1 d . . . . .
H34 H 0.2062 0.2515 0.2903 0.068 Uiso 1 1 calc R U . . .
C35 C 0.2776(2) 0.13342(19) 0.3476(5) 0.0453(17) Uani 1 1 d . . . . .
N5 N 0.27826(17) 0.09981(15) 0.2983(5) 0.0462(14) Uani 1 1 d . . . . .
C36 C 0.3078(2) 0.07231(18) 0.3462(6) 0.0500(18) Uani 1 1 d . . . . .
H36 H 0.3092 0.0485 0.3109 0.060 Uiso 1 1 calc R U . . .
C37 C 0.3358(2) 0.0777(2) 0.4444(6) 0.055(2) Uani 1 1 d . . . . .
C38 C 0.3356(2) 0.1122(2) 0.4923(6) 0.0568(19) Uani 1 1 d . . . . .
H38 H 0.3559 0.1170 0.5584 0.068 Uiso 1 1 calc R U . . .
C39 C 0.3053(2) 0.1411(2) 0.4440(6) 0.0555(19) Uani 1 1 d . . . . .
H39 H 0.3040 0.1654 0.4775 0.067 Uiso 1 1 calc R U . . .
C40 C 0.3656(3) 0.0455(2) 0.4912(6) 0.065(2) Uani 1 1 d . . . . .
C41 C 0.3874(2) 0.0186(2) 0.5270(6) 0.059(2) Uani 1 1 d . . . . .
C42 C 0.4132(2) -0.01529(19) 0.5723(6) 0.0524(18) Uani 1 1 d . . . . .
C43 C 0.4546(2) -0.01762(18) 0.5774(6) 0.061(2) Uani 1 1 d . . . . .
H43 H 0.4665 0.0027 0.5486 0.073 Uiso 1 1 calc R U . . .
C44 C 0.4783(2) -0.04969(19) 0.6246(7) 0.061(2) Uani 1 1 d . . . . .
H44 H 0.5073 -0.0504 0.6302 0.074 Uiso 1 1 calc R U . . .
N6 N 0.46303(17) -0.08011(14) 0.6634(5) 0.0542(17) Uani 1 1 d . . . . .
C45 C 0.4223(2) -0.07880(19) 0.6561(6) 0.059(2) Uani 1 1 d . . . . .
H45 H 0.4109 -0.1001 0.6830 0.071 Uiso 1 1 calc R U . . .
C46 C 0.3962(2) -0.04645(19) 0.6092(6) 0.0557(19) Uani 1 1 d . . . . .
H46 H 0.3672 -0.0462 0.6031 0.067 Uiso 1 1 calc R U . . .
P1 P 0.23435(13) 0.16805(9) 0.6062(3) 0.1051(10) Uani 1 1 d . . . . .
F1 F 0.2478(3) 0.1903(2) 0.7133(6) 0.154(3) Uani 1 1 d . . . . .
F2 F 0.2081(3) 0.1378(3) 0.6470(7) 0.165(3) Uani 1 1 d . . . . .
F3 F 0.1963(4) 0.1968(4) 0.5718(9) 0.261(7) Uani 1 1 d . . . . .
F4 F 0.2204(3) 0.14602(19) 0.5044(5) 0.125(2) Uani 1 1 d . . . . .
F5 F 0.2597(3) 0.20099(19) 0.5681(5) 0.138(3) Uani 1 1 d . . . . .
F6 F 0.2741(3) 0.1406(2) 0.6473(6) 0.143(3) Uani 1 1 d . . . . .
B1 B 0.0728(5) 0.3798(7) -0.3964(15) 0.139(8) Uani 1 1 d . . . . .
F7 F 0.04102(14) 0.37457(13) -0.3588(4) 0.0731(13) Uani 1 1 d . . . . .
F8 F 0.0709(3) 0.4259(3) -0.3982(10) 0.202(5) Uani 1 1 d . . . . .
F9 F 0.0724(3) 0.3730(3) -0.4815(6) 0.157(3) Uani 1 1 d . . . . .
F10 F 0.11176(18) 0.3727(2) -0.3166(5) 0.113(2) Uani 1 1 d . . . . .
C47 C 0.3978(6) 0.2084(6) 0.6160(15) 0.20(2) Uani 0.5 1 d D . P . .
H47 H 0.4066 0.1907 0.5691 0.241 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.3624(3) 0.2443(3) 0.5618(7) 0.167(3) Uani 0.5 1 d D . P . .
Cl2 Cl 0.3731(3) 0.1868(3) 0.6908(5) 0.179(4) Uani 0.5 1 d D . P . .
Cl3 Cl 0.4370(4) 0.2313(5) 0.7134(13) 0.319(8) Uiso 0.5 1 d D . P . .
C48 C 0.1813(4) 0.2436(3) 0.7641(13) 0.172(8) Uani 1 1 d D . . . .
H48 H 0.1954 0.2327 0.7171 0.206 Uiso 1 1 calc R U . . .
Cl4 Cl 0.15331(12) 0.28628(10) 0.7101(3) 0.1267(11) Uani 1 1 d D . . . .
Cl5 Cl 0.2209(2) 0.25729(16) 0.8831(4) 0.214(3) Uani 1 1 d D . . . .
Cl6 Cl 0.1509(2) 0.20742(12) 0.7896(7) 0.292(5) Uani 1 1 d D . . . .
C49 C 0.1654(4) 0.4348(4) 0.2130(10) 0.070(5) Uani 0.5 1 d D . P . .
H49 H 0.1850 0.4248 0.2805 0.085 Uiso 0.5 1 calc R U P . .
Cl7 Cl 0.12950(17) 0.39710(14) 0.1491(4) 0.0932(17) Uani 0.5 1 d D . P . .
Cl8 Cl 0.19501(13) 0.44938(11) 0.1343(3) 0.0602(10) Uani 0.5 1 d D . P . .
Cl9 Cl 0.1370(2) 0.47550(17) 0.2320(4) 0.111(2) Uani 0.5 1 d D . P . .
C50 C 0.5244(5) 0.9198(4) 0.1034(11) 0.054(4) Uani 0.5 1 d . . P . .
H50A H 0.5022 0.9354 0.0529 0.080 Uiso 0.5 1 calc R U P . .
H50B H 0.5160 0.8918 0.0978 0.080 Uiso 0.5 1 calc R U P . .
H50C H 0.5510 0.9226 0.0904 0.080 Uiso 0.5 1 calc R U P . .
O1 O 0.5301(5) 0.9345(6) 0.2086(16) 0.136(6) Uani 0.5 1 d . . P . .
H1A H 0.5124 0.9234 0.2300 0.204 Uiso 0.5 1 calc R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C22 1.981(5) . ?
Ir1 C11 2.018(6) . ?
Ir1 N2 2.038(7) . ?
Ir1 N1 2.039(5) . ?
Ir1 N5 2.120(6) . ?
Ir1 N4 2.132(5) . ?
Cu1 N6 2.010(5) 4 ?
Cu1 N6 2.010(5) 3_454 ?
Cu1 N3 2.013(4) 2_554 ?
Cu1 N3 2.013(4) . ?
Cu1 F7 2.377(5) 2_554 ?
Cu1 F7 2.377(5) . ?
C11 C1 1.328(12) . ?
C11 C5 1.368(11) . ?
C1 C2 1.406(12) . ?
C1 H1 0.9500 . ?
C2 C3 1.43(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.28(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.360(13) . ?
C4 H4 0.9500 . ?
C5 C6 1.546(12) . ?
C6 C7 1.3900 . ?
C6 N1 1.3900 . ?
C7 C8 1.3900 . ?
C7 H7 0.9500 . ?
C8 C9 1.3900 . ?
C8 H8 0.9500 . ?
C9 C10 1.3900 . ?
C9 H9 0.9500 . ?
C10 N1 1.3900 . ?
C10 H10 0.9500 . ?
N2 C16 1.349(10) . ?
N2 C12 1.351(10) . ?
C12 C13 1.325(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.302(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.347(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.418(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.470(11) . ?
C17 C18 1.3900 . ?
C17 C22 1.3900 . ?
C18 C19 1.3900 . ?
C18 H18 0.9500 . ?
C19 C20 1.3900 . ?
C19 H19 0.9500 . ?
C20 C21 1.3900 . ?
C20 H20 0.9500 . ?
C21 C22 1.3900 . ?
C21 H21 0.9500 . ?
N3 C23 1.328(8) . ?
N3 C27 1.345(9) . ?
C23 C24 1.382(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.395(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.395(9) . ?
C25 C28 1.440(8) . ?
C26 C27 1.355(9) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.186(9) . ?
C29 C30 1.428(8) . ?
C30 C34 1.380(10) . ?
C30 C31 1.410(9) . ?
C31 N4 1.333(7) . ?
C31 H31 0.9500 . ?
N4 C32 1.368(8) . ?
C32 C33 1.384(8) . ?
C32 C35 1.484(8) . ?
C33 C34 1.377(8) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 N5 1.327(8) . ?
C35 C39 1.365(10) . ?
N5 C36 1.352(7) . ?
C36 C37 1.376(11) . ?
C36 H36 0.9500 . ?
C37 C38 1.339(11) . ?
C37 C40 1.466(8) . ?
C38 C39 1.401(9) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.162(8) . ?
C41 C42 1.441(8) . ?
C42 C43 1.372(10) . ?
C42 C46 1.376(10) . ?
C43 C44 1.368(8) . ?
C43 H43 0.9500 . ?
C44 N6 1.340(9) . ?
C44 H44 0.9500 . ?
N6 C45 1.339(9) . ?
N6 Cu1 2.010(5) 3_546 ?
C45 C46 1.409(8) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
P1 F4 1.520(7) . ?
P1 F3 1.543(9) . ?
P1 F6 1.562(8) . ?
P1 F2 1.576(8) . ?
P1 F1 1.586(8) . ?
P1 F5 1.598(7) . ?
B1 F9 1.200(19) . ?
B1 F7 1.355(14) . ?
B1 F10 1.414(17) . ?
B1 F8 1.55(2) . ?
C47 Cl1 1.680(17) . ?
C47 Cl2 1.703(18) . ?
C47 Cl3 1.711(16) . ?
C47 H47 1.0000 . ?
C48 Cl6 1.707(12) . ?
C48 Cl4 1.739(12) . ?
C48 Cl5 1.787(13) . ?
C48 H48 1.0000 . ?
C49 Cl9 1.742(14) . ?
C49 Cl7 1.767(11) . ?
C49 Cl8 1.784(12) . ?
C49 H49 1.0000 . ?
C50 O1 1.49(2) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
O1 H1A 0.8400 . ?

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
_geom_angle_publ_flag
C22 Ir1 C11 86.7(3) . . ?
C22 Ir1 N2 81.5(3) . . ?
C11 Ir1 N2 94.0(3) . . ?
C22 Ir1 N1 97.9(3) . . ?
C11 Ir1 N1 80.6(3) . . ?
N2 Ir1 N1 174.6(2) . . ?
C22 Ir1 N5 172.57(19) . . ?
C11 Ir1 N5 100.4(3) . . ?
N2 Ir1 N5 95.9(2) . . ?
N1 Ir1 N5 85.4(2) . . ?
C22 Ir1 N4 96.4(2) . . ?
C11 Ir1 N4 176.7(3) . . ?
N2 Ir1 N4 87.5(2) . . ?
N1 Ir1 N4 97.9(2) . . ?
N5 Ir1 N4 76.5(2) . . ?
N6 Cu1 N6 88.3(3) 4 3_454 ?
N6 Cu1 N3 176.7(3) 4 2_554 ?
N6 Cu1 N3 89.6(2) 3_454 2_554 ?
N6 Cu1 N3 89.6(2) 4 . ?
N6 Cu1 N3 176.7(3) 3_454 . ?
N3 Cu1 N3 92.5(3) 2_554 . ?
N6 Cu1 F7 91.1(2) 4 2_554 ?
N6 Cu1 F7 91.7(2) 3_454 2_554 ?
N3 Cu1 F7 91.6(2) 2_554 2_554 ?
N3 Cu1 F7 85.7(2) . 2_554 ?
N6 Cu1 F7 91.7(2) 4 . ?
N6 Cu1 F7 91.1(2) 3_454 . ?
N3 Cu1 F7 85.7(2) 2_554 . ?
N3 Cu1 F7 91.6(2) . . ?
F7 Cu1 F7 176.0(2) 2_554 . ?
C1 C11 C5 115.8(8) . . ?
C1 C11 Ir1 126.3(6) . . ?
C5 C11 Ir1 117.9(7) . . ?
C11 C1 C2 124.5(10) . . ?
C11 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C1 C2 C3 114.4(11) . . ?
C1 C2 H2 122.8 . . ?
C3 C2 H2 122.8 . . ?
C4 C3 C2 121.6(10) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 120.3(12) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C11 123.1(12) . . ?
C4 C5 C6 124.4(10) . . ?
C11 C5 C6 112.3(7) . . ?
C7 C6 N1 120.0 . . ?
C7 C6 C5 126.3(5) . . ?
N1 C6 C5 113.7(5) . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 N1 120.0 . . ?
C9 C10 H10 120.0 . . ?
N1 C10 H10 120.0 . . ?
C10 N1 C6 120.0 . . ?
C10 N1 Ir1 124.5(4) . . ?
C6 N1 Ir1 115.5(4) . . ?
C16 N2 C12 117.7(8) . . ?
C16 N2 Ir1 114.8(5) . . ?
C12 N2 Ir1 127.5(6) . . ?
C13 C12 N2 124.8(9) . . ?
C13 C12 H12 117.6 . . ?
N2 C12 H12 117.6 . . ?
C14 C13 C12 117.3(11) . . ?
C14 C13 H13 121.4 . . ?
C12 C13 H13 121.4 . . ?
C13 C14 C15 123.7(11) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C14 C15 C16 117.8(10) . . ?
C14 C15 H15 121.1 . . ?
C16 C15 H15 121.1 . . ?
N2 C16 C15 118.7(9) . . ?
N2 C16 C17 113.9(7) . . ?
C15 C16 C17 127.4(9) . . ?
C18 C17 C22 120.0 . . ?
C18 C17 C16 124.2(6) . . ?
C22 C17 C16 115.8(6) . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 120.0 . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C17 120.0 . . ?
C21 C22 Ir1 126.0(4) . . ?
C17 C22 Ir1 114.0(4) . . ?
C23 N3 C27 117.7(5) . . ?
C23 N3 Cu1 121.6(5) . . ?
C27 N3 Cu1 120.6(4) . . ?
N3 C23 C24 122.8(7) . . ?
N3 C23 H23 118.6 . . ?
C24 C23 H23 118.6 . . ?
C23 C24 C25 119.1(6) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C26 C25 C24 117.6(6) . . ?
C26 C25 C28 121.4(7) . . ?
C24 C25 C28 121.0(6) . . ?
C27 C26 C25 119.2(7) . . ?
C27 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
N3 C27 C26 123.5(6) . . ?
N3 C27 H27 118.2 . . ?
C26 C27 H27 118.2 . . ?
C29 C28 C25 177.4(9) . . ?
C28 C29 C30 178.3(9) . . ?
C34 C30 C31 119.4(5) . . ?
C34 C30 C29 121.9(6) . . ?
C31 C30 C29 118.6(7) . . ?
N4 C31 C30 121.1(6) . . ?
N4 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 N4 C32 119.9(5) . . ?
C31 N4 Ir1 124.1(5) . . ?
C32 N4 Ir1 115.9(4) . . ?
N4 C32 C33 120.4(5) . . ?
N4 C32 C35 114.5(5) . . ?
C33 C32 C35 125.1(6) . . ?
C34 C33 C32 120.6(6) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C33 C34 C30 118.7(6) . . ?
C33 C34 H34 120.7 . . ?
C30 C34 H34 120.7 . . ?
N5 C35 C39 122.7(5) . . ?
N5 C35 C32 115.9(6) . . ?
C39 C35 C32 121.5(6) . . ?
C35 N5 C36 118.0(6) . . ?
C35 N5 Ir1 117.1(4) . . ?
C36 N5 Ir1 124.6(5) . . ?
N5 C36 C37 122.2(6) . . ?
N5 C36 H36 118.9 . . ?
C37 C36 H36 118.9 . . ?
C38 C37 C36 119.1(6) . . ?
C38 C37 C40 122.7(7) . . ?
C36 C37 C40 118.1(7) . . ?
C37 C38 C39 119.4(7) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
C35 C39 C38 118.4(7) . . ?
C35 C39 H39 120.8 . . ?
C38 C39 H39 120.8 . . ?
C41 C40 C37 176.2(9) . . ?
C40 C41 C42 178.1(9) . . ?
C43 C42 C46 118.9(6) . . ?
C43 C42 C41 121.1(6) . . ?
C46 C42 C41 120.0(7) . . ?
C44 C43 C42 119.0(7) . . ?
C44 C43 H43 120.5 . . ?
C42 C43 H43 120.5 . . ?
N6 C44 C43 123.5(7) . . ?
N6 C44 H44 118.2 . . ?
C43 C44 H44 118.2 . . ?
C45 N6 C44 118.1(5) . . ?
C45 N6 Cu1 118.3(5) . 3_546 ?
C44 N6 Cu1 123.0(5) . 3_546 ?
N6 C45 C46 121.2(7) . . ?
N6 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C42 C46 C45 119.2(7) . . ?
C42 C46 H46 120.4 . . ?
C45 C46 H46 120.4 . . ?
F4 P1 F3 93.6(6) . . ?
F4 P1 F6 90.0(4) . . ?
F3 P1 F6 176.3(6) . . ?
F4 P1 F2 89.4(5) . . ?
F3 P1 F2 90.5(7) . . ?
F6 P1 F2 90.1(5) . . ?
F4 P1 F1 178.2(5) . . ?
F3 P1 F1 86.0(6) . . ?
F6 P1 F1 90.4(5) . . ?
F2 P1 F1 88.9(5) . . ?
F4 P1 F5 93.3(4) . . ?
F3 P1 F5 86.8(7) . . ?
F6 P1 F5 92.5(5) . . ?
F2 P1 F5 176.2(5) . . ?
F1 P1 F5 88.4(4) . . ?
F9 B1 F7 128.0(17) . . ?
F9 B1 F10 115.6(15) . . ?
F7 B1 F10 108.5(12) . . ?
F9 B1 F8 100.8(13) . . ?
F7 B1 F8 95.8(15) . . ?
F10 B1 F8 101.6(14) . . ?
B1 F7 Cu1 162.1(10) . . ?
Cl1 C47 Cl2 99.3(12) . . ?
Cl1 C47 Cl3 105.3(12) . . ?
Cl2 C47 Cl3 96.6(11) . . ?
Cl1 C47 H47 117.4 . . ?
Cl2 C47 H47 117.4 . . ?
Cl3 C47 H47 117.4 . . ?
Cl6 C48 Cl4 113.8(7) . . ?
Cl6 C48 Cl5 107.5(10) . . ?
Cl4 C48 Cl5 107.8(6) . . ?
Cl6 C48 H48 109.2 . . ?
Cl4 C48 H48 109.2 . . ?
Cl5 C48 H48 109.2 . . ?
Cl9 C49 Cl7 108.9(7) . . ?
Cl9 C49 Cl8 109.3(7) . . ?
Cl7 C49 Cl8 108.6(7) . . ?
Cl9 C49 H49 110.0 . . ?
Cl7 C49 H49 110.0 . . ?
Cl8 C49 H49 110.0 . . ?
O1 C50 H50A 109.5 . . ?
O1 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
O1 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C50 O1 H1A 109.5 . . ?

_refine_diff_density_max         3.634
_refine_diff_density_min         -1.904
_refine_diff_density_rms         0.147

_shelxl_version_number           2014-3



loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.006 2123 233 ' '
2 0.500 0.500 0.621 2123 233 ' '
_platon_squeeze_details          
; 
;



