#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:09:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179882 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/78/7017884.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7017884
loop_
_publ_author_name
'Liu, Xianghao'
'Lacour, Jérôme'
'Braunstein, Pierre'
_publ_section_title
;
 Chiral anion-based NMR enantiodiscrimination of a dinuclear, cationic
 Ir(I) NHC complex with a figure-of-eight loop structure.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              138
_journal_page_last               142
_journal_paper_doi               10.1039/c1dt11604e
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C52 H68 Ir2 N8, 2(F6 P), 3(C2 H3 N) '
_chemical_formula_sum            'C58 H77 F12 Ir2 N11 P2'
_chemical_formula_weight         1602.65
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.126(1)
_cell_angle_beta                 101.316(1)
_cell_angle_gamma                107.014(1)
_cell_formula_units_Z            2
_cell_length_a                   13.5384(3)
_cell_length_b                   14.6695(3)
_cell_length_c                   16.8574(4)
_cell_measurement_reflns_used    20430
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     3100.45(12)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32357
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.25
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.423
_exptl_absorpt_correction_T_max  0.565
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULscanABS in PLATON (Spek, 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1588
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         2.250
_refine_diff_density_min         -2.148
_refine_diff_density_rms         0.224
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     749
_refine_ls_number_reflns         14172
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0707P)²+3.1555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1183
_reflns_number_gt                11549
_reflns_number_total             14172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11604e.txt
_cod_data_source_block           Ir2Methyls_Liu4
_cod_database_code               7017884
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ir1 Ir 0.009878(14) 0.189491(12) 0.853106(11) 0.02308(7) Uani 1 1 d .
Ir2 Ir 0.541457(14) 0.307593(13) 0.617411(11) 0.02444(7) Uani 1 1 d .
C1 C 0.1140(4) 0.1150(3) 0.8370(3) 0.0249(10) Uani 1 1 d .
C2 C 0.2359(4) 0.0383(4) 0.8638(3) 0.0342(12) Uani 1 1 d .
H2 H 0.2873 0.0155 0.8925 0.041 Uiso 1 1 calc R
C3 C 0.1973(4) 0.0219(4) 0.7829(3) 0.0340(12) Uani 1 1 d .
H3 H 0.2165 -0.0150 0.7445 0.041 Uiso 1 1 calc R
C4 C 0.2114(5) 0.1341(4) 0.9844(3) 0.0352(12) Uani 1 1 d .
H4A H 0.1686 0.1739 0.9945 0.053 Uiso 1 1 calc R
H4B H 0.2851 0.1720 1.0011 0.053 Uiso 1 1 calc R
H4C H 0.1980 0.0815 1.0151 0.053 Uiso 1 1 calc R
C5 C 0.0578(4) 0.0674(4) 0.6851(3) 0.0340(12) Uani 1 1 d .
H5A H 0.0445 0.1287 0.6830 0.041 Uiso 1 1 calc R
H5B H -0.0102 0.0175 0.6772 0.041 Uiso 1 1 calc R
C6 C 0.1093(4) 0.0484(3) 0.6160(3) 0.0263(10) Uani 1 1 d .
C7 C 0.0894(4) -0.0452(4) 0.5764(3) 0.0298(11) Uani 1 1 d .
C8 C 0.0193(4) -0.1333(4) 0.6018(4) 0.0388(13) Uani 1 1 d .
H8A H -0.0531 -0.1334 0.5889 0.058 Uiso 1 1 calc R
H8B H 0.0421 -0.1317 0.6597 0.058 Uiso 1 1 calc R
H8C H 0.0243 -0.1906 0.5729 0.058 Uiso 1 1 calc R
C9 C 0.1373(4) -0.0571(4) 0.5123(3) 0.0312(11) Uani 1 1 d .
H9 H 0.1263 -0.1195 0.4872 0.037 Uiso 1 1 calc R
C10 C 0.2006(4) 0.0191(4) 0.4837(3) 0.0296(11) Uani 1 1 d .
C11 C 0.2463(5) 0.0011(4) 0.4119(3) 0.0372(12) Uani 1 1 d .
H11A H 0.2261 -0.0672 0.3939 0.056 Uiso 1 1 calc R
H11B H 0.3224 0.0274 0.4279 0.056 Uiso 1 1 calc R
H11C H 0.2198 0.0314 0.3681 0.056 Uiso 1 1 calc R
C12 C 0.2212(4) 0.1134(4) 0.5251(3) 0.0256(10) Uani 1 1 d .
C13 C 0.1764(4) 0.1257(4) 0.5902(3) 0.0280(11) Uani 1 1 d .
H13 H 0.1914 0.1878 0.6178 0.034 Uiso 1 1 calc R
C14 C 0.2916(4) 0.1964(4) 0.4930(3) 0.0306(11) Uani 1 1 d .
H14A H 0.3593 0.1860 0.4939 0.037 Uiso 1 1 calc R
H14B H 0.2584 0.1964 0.4365 0.037 Uiso 1 1 calc R
C15 C 0.4027(4) 0.3401(4) 0.5949(3) 0.0269(10) Uani 1 1 d .
C16 C 0.2392(4) 0.3438(4) 0.5339(4) 0.0357(12) Uani 1 1 d .
H16 H 0.1715 0.3251 0.4997 0.043 Uiso 1 1 calc R
C17 C 0.2871(4) 0.4258(4) 0.5861(4) 0.0353(12) Uani 1 1 d .
H17 H 0.2593 0.4757 0.5953 0.042 Uiso 1 1 calc R
C18 C 0.4644(5) 0.5030(4) 0.6841(4) 0.0416(14) Uani 1 1 d .
H18A H 0.5329 0.4939 0.6926 0.062 Uiso 1 1 calc R
H18B H 0.4428 0.5046 0.7350 0.062 Uiso 1 1 calc R
H18C H 0.4683 0.5628 0.6640 0.062 Uiso 1 1 calc R
C19 C 0.5011(4) 0.2139(4) 0.6969(3) 0.0252(10) Uani 1 1 d .
C20 C 0.4638(4) 0.0773(4) 0.7540(3) 0.0333(12) Uani 1 1 d .
H20 H 0.4462 0.0124 0.7596 0.040 Uiso 1 1 calc R
C21 C 0.4834(4) 0.1511(4) 0.8131(3) 0.0320(11) Uani 1 1 d .
H21 H 0.4827 0.1476 0.8678 0.038 Uiso 1 1 calc R
C22 C 0.4591(5) 0.0563(4) 0.6047(3) 0.0400(13) Uani 1 1 d .
H22A H 0.4717 0.0973 0.5640 0.060 Uiso 1 1 calc R
H22B H 0.3876 0.0129 0.5887 0.060 Uiso 1 1 calc R
H22C H 0.5078 0.0198 0.6097 0.060 Uiso 1 1 calc R
C23 C 0.5400(4) 0.3330(4) 0.8227(3) 0.0326(11) Uani 1 1 d .
H23A H 0.5226 0.3754 0.7852 0.039 Uiso 1 1 calc R
H23B H 0.6166 0.3541 0.8423 0.039 Uiso 1 1 calc R
C24 C 0.4914(4) 0.3434(3) 0.8940(3) 0.0286(10) Uani 1 1 d .
C25 C 0.5464(4) 0.3444(4) 0.9743(3) 0.0297(11) Uani 1 1 d .
C26 C 0.6509(5) 0.3254(5) 0.9936(4) 0.0425(14) Uani 1 1 d .
H26A H 0.6783 0.3369 1.0519 0.064 Uiso 1 1 calc R
H26B H 0.7003 0.3676 0.9687 0.064 Uiso 1 1 calc R
H26C H 0.6411 0.2595 0.9726 0.064 Uiso 1 1 calc R
C27 C 0.4999(4) 0.3631(4) 1.0384(3) 0.0310(11) Uani 1 1 d .
H27 H 0.5367 0.3657 1.0917 0.037 Uiso 1 1 calc R
C28 C 0.4023(4) 0.3778(3) 1.0269(3) 0.0293(11) Uani 1 1 d .
C29 C 0.3557(5) 0.3969(4) 1.0971(3) 0.0365(12) Uani 1 1 d .
H29A H 0.4045 0.3990 1.1475 0.055 Uiso 1 1 calc R
H29B H 0.2902 0.3463 1.0926 0.055 Uiso 1 1 calc R
H29C H 0.3424 0.4576 1.0964 0.055 Uiso 1 1 calc R
C30 C 0.3456(4) 0.3718(3) 0.9454(3) 0.0257(10) Uani 1 1 d .
C31 C 0.3908(4) 0.3551(3) 0.8814(3) 0.0273(10) Uani 1 1 d .
H31 H 0.3533 0.3516 0.8281 0.033 Uiso 1 1 calc R
C32 C 0.2365(4) 0.3839(4) 0.9340(3) 0.0303(11) Uani 1 1 d .
H32A H 0.1923 0.3341 0.9577 0.036 Uiso 1 1 calc R
H32B H 0.2437 0.4458 0.9644 0.036 Uiso 1 1 calc R
C33 C 0.0911(4) 0.3069(3) 0.8096(3) 0.0248(10) Uani 1 1 d .
C34 C 0.2094(4) 0.4506(4) 0.8020(3) 0.0339(12) Uani 1 1 d .
H34 H 0.2673 0.5069 0.8168 0.041 Uiso 1 1 calc R
C35 C 0.1361(4) 0.4231(4) 0.7303(3) 0.0337(12) Uani 1 1 d .
H35 H 0.1339 0.4564 0.6859 0.040 Uiso 1 1 calc R
C36 C -0.0277(4) 0.2836(4) 0.6699(3) 0.0372(13) Uani 1 1 d .
H36A H -0.0721 0.2303 0.6890 0.056 Uiso 1 1 calc R
H36B H -0.0047 0.2598 0.6242 0.056 Uiso 1 1 calc R
H36C H -0.0672 0.3261 0.6531 0.056 Uiso 1 1 calc R
C37 C -0.0582(4) 0.0856(4) 0.9297(3) 0.0332(12) Uani 1 1 d .
H37 H 0.0082 0.0771 0.9427 0.040 Uiso 1 1 calc R
C38 C -0.1169(4) 0.0560(4) 0.8505(3) 0.0324(11) Uani 1 1 d .
H38 H -0.0882 0.0267 0.8138 0.039 Uiso 1 1 calc R
C39 C -0.2243(4) 0.0668(4) 0.8181(4) 0.0415(14) Uani 1 1 d .
H39A H -0.2428 0.0501 0.7589 0.050 Uiso 1 1 calc R
H39B H -0.2768 0.0213 0.8392 0.050 Uiso 1 1 calc R
C40 C -0.2299(4) 0.1668(4) 0.8403(4) 0.0445(15) Uani 1 1 d .
H40A H -0.2531 0.1701 0.8911 0.053 Uiso 1 1 calc R
H40B H -0.2826 0.1783 0.7979 0.053 Uiso 1 1 calc R
C41 C -0.1251(4) 0.2453(4) 0.8504(4) 0.0342(12) Uani 1 1 d .
H41 H -0.1088 0.2723 0.8048 0.041 Uiso 1 1 calc R
C42 C -0.0517(4) 0.2789(4) 0.9263(3) 0.0326(12) Uani 1 1 d .
H42 H 0.0095 0.3295 0.9282 0.039 Uiso 1 1 calc R
C43 C -0.0633(5) 0.2402(4) 1.0045(4) 0.0456(15) Uani 1 1 d .
H43A H -0.1155 0.2623 1.0254 0.055 Uiso 1 1 calc R
H43B H 0.0039 0.2672 1.0445 0.055 Uiso 1 1 calc R
C44 C -0.0964(5) 0.1317(4) 0.9971(4) 0.0404(13) Uani 1 1 d .
H44A H -0.1732 0.1061 0.9860 0.049 Uiso 1 1 calc R
H44B H -0.0679 0.1143 1.0489 0.049 Uiso 1 1 calc R
C45 C 0.5673(4) 0.3497(4) 0.5008(3) 0.0326(12) Uani 1 1 d .
H45 H 0.4939 0.3293 0.4813 0.039 Uiso 1 1 calc R
C46 C 0.6115(4) 0.4319(4) 0.5591(3) 0.0316(11) Uani 1 1 d .
H46 H 0.5651 0.4609 0.5762 0.038 Uiso 1 1 calc R
C47 C 0.7285(4) 0.4787(4) 0.5973(4) 0.0383(13) Uani 1 1 d .
H47A H 0.7437 0.5480 0.6091 0.046 Uiso 1 1 calc R
H47B H 0.7690 0.4662 0.5584 0.046 Uiso 1 1 calc R
C48 C 0.7644(4) 0.4415(4) 0.6767(4) 0.0386(13) Uani 1 1 d .
H48A H 0.8399 0.4505 0.6857 0.046 Uiso 1 1 calc R
H48B H 0.7537 0.4799 0.7222 0.046 Uiso 1 1 calc R
C49 C 0.7072(4) 0.3379(4) 0.6763(3) 0.0328(12) Uani 1 1 d .
H49 H 0.6862 0.3223 0.7241 0.039 Uiso 1 1 calc R
C50 C 0.6815(4) 0.2613(4) 0.6122(4) 0.0358(12) Uani 1 1 d .
H50 H 0.6427 0.2004 0.6198 0.043 Uiso 1 1 calc R
C51 C 0.7130(5) 0.2711(5) 0.5303(4) 0.0429(14) Uani 1 1 d .
H51A H 0.7256 0.2124 0.5103 0.051 Uiso 1 1 calc R
H51B H 0.7788 0.3239 0.5386 0.051 Uiso 1 1 calc R
C52 C 0.6273(5) 0.2899(5) 0.4656(3) 0.0457(15) Uani 1 1 d .
H52A H 0.6606 0.3228 0.4256 0.055 Uiso 1 1 calc R
H52B H 0.5771 0.2284 0.4372 0.055 Uiso 1 1 calc R
C53 C 0.0800(6) 0.4900(5) 0.1005(4) 0.0468(15) Uani 1 1 d .
C54 C -0.0038(5) 0.4646(5) 0.1438(4) 0.0537(17) Uani 1 1 d .
H54A H -0.0714 0.4411 0.1051 0.080 Uiso 1 1 calc R
H54B H -0.0011 0.5206 0.1794 0.080 Uiso 1 1 calc R
H54C H 0.0052 0.4153 0.1756 0.080 Uiso 1 1 calc R
C55 C 0.5567(7) 0.2666(6) 0.2250(6) 0.085(3) Uiso 1 1 d D
C56 C 0.4574(7) 0.1807(7) 0.2082(7) 0.101(3) Uiso 1 1 d D
H56A H 0.3971 0.1994 0.1849 0.151 Uiso 1 1 calc R
H56B H 0.4483 0.1572 0.2586 0.151 Uiso 1 1 calc R
H56C H 0.4635 0.1306 0.1706 0.151 Uiso 1 1 calc R
C57 C 0.7817(8) 0.2117(7) 0.3051(6) 0.082(3) Uiso 1 1 d .
C58 C 0.8557(11) 0.2897(10) 0.2777(8) 0.132(5) Uiso 1 1 d .
H58A H 0.8165 0.3205 0.2414 0.198 Uiso 1 1 calc R
H58B H 0.8990 0.2639 0.2495 0.198 Uiso 1 1 calc R
H58C H 0.9002 0.3361 0.3243 0.198 Uiso 1 1 calc R
N1 N 0.1845(3) 0.0960(3) 0.8967(3) 0.0287(9) Uani 1 1 d .
N2 N 0.1235(3) 0.0699(3) 0.7668(2) 0.0251(8) Uani 1 1 d .
N3 N 0.3108(3) 0.2911(3) 0.5406(3) 0.0276(9) Uani 1 1 d .
N4 N 0.3866(3) 0.4228(3) 0.6240(3) 0.0302(9) Uani 1 1 d .
N5 N 0.4744(3) 0.1149(3) 0.6827(3) 0.0296(9) Uani 1 1 d .
N6 N 0.5049(3) 0.2340(3) 0.7777(2) 0.0264(9) Uani 1 1 d .
N7 N 0.1823(3) 0.3791(3) 0.8492(3) 0.0266(9) Uani 1 1 d .
N8 N 0.0646(3) 0.3360(3) 0.7356(2) 0.0269(9) Uani 1 1 d .
N9 N 0.1441(6) 0.5090(5) 0.0649(5) 0.073(2) Uani 1 1 d .
N10 N 0.6349(7) 0.3355(6) 0.2388(5) 0.097(3) Uiso 1 1 d D
N11 N 0.7159(7) 0.1520(6) 0.3295(5) 0.098(3) Uiso 1 1 d .
P1 P 0.16596(16) 0.24123(11) 0.24226(10) 0.0459(4) Uani 1 1 d .
P2 P 0.5000 0.0000 1.0000 0.0349(5) Uani 1 2 d S
P5 P 0.0000 0.5000 0.5000 0.0564(7) Uani 1 2 d S
F1 F 0.1457(6) 0.3264(4) 0.2010(3) 0.108(2) Uani 1 1 d .
F2 F 0.1916(4) 0.1995(3) 0.1608(3) 0.0797(14) Uani 1 1 d .
F3 F 0.2853(4) 0.3047(4) 0.2739(3) 0.0960(18) Uani 1 1 d .
F4 F 0.1868(6) 0.1545(3) 0.2838(3) 0.114(2) Uani 1 1 d .
F5 F 0.1423(4) 0.2819(3) 0.3251(3) 0.0725(13) Uani 1 1 d .
F6 F 0.0459(4) 0.1768(5) 0.2098(3) 0.108(2) Uani 1 1 d .
F7 F 0.4696(3) 0.0975(3) 0.9979(2) 0.0517(9) Uani 1 1 d .
F8 F 0.6101(3) 0.0524(3) 0.9789(3) 0.0622(11) Uani 1 1 d .
F9 F 0.5535(3) 0.0325(3) 1.0952(2) 0.0554(10) Uani 1 1 d .
F10 F 0.0191(4) 0.3983(4) 0.4933(4) 0.0893(17) Uani 1 1 d .
F11 F -0.0324(3) 0.4852(4) 0.5846(3) 0.0796(15) Uani 1 1 d .
F12 F -0.1211(3) 0.4509(4) 0.4501(3) 0.0721(13) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
P P 0.1023 0.0942 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C33 Ir1 C1 93.53(19) . .
C33 Ir1 C42 90.7(2) . .
C1 Ir1 C42 153.1(2) . .
C33 Ir1 C38 156.9(2) . .
C1 Ir1 C38 91.8(2) . .
C42 Ir1 C38 94.6(2) . .
C33 Ir1 C37 165.7(2) . .
C1 Ir1 C37 89.6(2) . .
C42 Ir1 C37 80.4(2) . .
C38 Ir1 C37 36.4(2) . .
C33 Ir1 C41 91.3(2) . .
C1 Ir1 C41 168.1(2) . .
C42 Ir1 C41 37.4(2) . .
C38 Ir1 C41 79.7(2) . .
C37 Ir1 C41 88.4(2) . .
C19 Ir2 C15 96.4(2) . .
C19 Ir2 C49 89.3(2) . .
C15 Ir2 C49 153.1(2) . .
C19 Ir2 C45 156.1(2) . .
C15 Ir2 C45 89.0(2) . .
C49 Ir2 C45 96.4(2) . .
C19 Ir2 C46 165.9(2) . .
C15 Ir2 C46 88.2(2) . .
C49 Ir2 C46 80.8(2) . .
C45 Ir2 C46 36.8(2) . .
C19 Ir2 C50 90.1(2) . .
C15 Ir2 C50 167.3(2) . .
C49 Ir2 C50 37.3(2) . .
C45 Ir2 C50 80.8(2) . .
C46 Ir2 C50 88.1(2) . .
N2 C1 N1 104.7(4) . .
N2 C1 Ir1 128.7(3) . .
N1 C1 Ir1 126.5(4) . .
C3 C2 N1 106.7(4) . .
C3 C2 H2 126.7 . .
N1 C2 H2 126.7 . .
C2 C3 N2 107.2(5) . .
C2 C3 H3 126.4 . .
N2 C3 H3 126.4 . .
N1 C4 H4A 109.5 . .
N1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
N1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N2 C5 C6 113.0(4) . .
N2 C5 H5A 109.0 . .
C6 C5 H5A 109.0 . .
N2 C5 H5B 109.0 . .
C6 C5 H5B 109.0 . .
H5A C5 H5B 107.8 . .
C13 C6 C7 119.1(5) . .
C13 C6 C5 119.5(5) . .
C7 C6 C5 121.4(5) . .
C9 C7 C6 118.2(5) . .
C9 C7 C8 119.3(5) . .
C6 C7 C8 122.4(5) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 C7 123.4(5) . .
C10 C9 H9 118.3 . .
C7 C9 H9 118.3 . .
C9 C10 C12 117.7(5) . .
C9 C10 C11 120.4(5) . .
C12 C10 C11 121.8(5) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 C10 119.3(5) . .
C13 C12 C14 123.7(5) . .
C10 C12 C14 117.0(5) . .
C12 C13 C6 122.1(5) . .
C12 C13 H13 118.9 . .
C6 C13 H13 118.9 . .
N3 C14 C12 113.3(4) . .
N3 C14 H14A 108.9 . .
C12 C14 H14A 108.9 . .
N3 C14 H14B 108.9 . .
C12 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
N3 C15 N4 103.9(4) . .
N3 C15 Ir2 128.3(4) . .
N4 C15 Ir2 127.3(4) . .
C17 C16 N3 106.5(5) . .
C17 C16 H16 126.8 . .
N3 C16 H16 126.8 . .
C16 C17 N4 106.9(5) . .
C16 C17 H17 126.6 . .
N4 C17 H17 126.6 . .
N4 C18 H18A 109.5 . .
N4 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N4 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N6 C19 N5 103.6(4) . .
N6 C19 Ir2 128.6(4) . .
N5 C19 Ir2 127.5(4) . .
C21 C20 N5 107.3(5) . .
C21 C20 H20 126.4 . .
N5 C20 H20 126.4 . .
C20 C21 N6 107.0(5) . .
C20 C21 H21 126.5 . .
N6 C21 H21 126.5 . .
N5 C22 H22A 109.5 . .
N5 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
N5 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
N6 C23 C24 114.1(4) . .
N6 C23 H23A 108.7 . .
C24 C23 H23A 108.7 . .
N6 C23 H23B 108.7 . .
C24 C23 H23B 108.7 . .
H23A C23 H23B 107.6 . .
C31 C24 C25 119.2(5) . .
C31 C24 C23 119.7(4) . .
C25 C24 C23 121.1(5) . .
C27 C25 C24 117.7(5) . .
C27 C25 C26 119.1(5) . .
C24 C25 C26 123.2(5) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C28 C27 C25 123.6(5) . .
C28 C27 H27 118.2 . .
C25 C27 H27 118.2 . .
C27 C28 C30 117.9(5) . .
C27 C28 C29 121.7(5) . .
C30 C28 C29 120.4(5) . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C31 C30 C28 119.5(5) . .
C31 C30 C32 123.6(4) . .
C28 C30 C32 117.0(5) . .
C30 C31 C24 122.1(5) . .
C30 C31 H31 119.0 . .
C24 C31 H31 119.0 . .
N7 C32 C30 115.0(4) . .
N7 C32 H32A 108.5 . .
C30 C32 H32A 108.5 . .
N7 C32 H32B 108.5 . .
C30 C32 H32B 108.5 . .
H32A C32 H32B 107.5 . .
N8 C33 N7 103.1(4) . .
N8 C33 Ir1 128.5(4) . .
N7 C33 Ir1 128.3(3) . .
C35 C34 N7 106.8(5) . .
C35 C34 H34 126.6 . .
N7 C34 H34 126.6 . .
C34 C35 N8 106.7(5) . .
C34 C35 H35 126.6 . .
N8 C35 H35 126.6 . .
N8 C36 H36A 109.5 . .
N8 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
N8 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C38 C37 C44 123.2(5) . .
C38 C37 Ir1 71.2(3) . .
C44 C37 Ir1 112.5(4) . .
C38 C37 H37 118.4 . .
C44 C37 H37 118.4 . .
Ir1 C37 H37 86.3 . .
C37 C38 C39 125.5(5) . .
C37 C38 Ir1 72.3(3) . .
C39 C38 Ir1 110.6(4) . .
C37 C38 H38 117.3 . .
C39 C38 H38 117.3 . .
Ir1 C38 H38 87.0 . .
C40 C39 C38 114.2(4) . .
C40 C39 H39A 108.7 . .
C38 C39 H39A 108.7 . .
C40 C39 H39B 108.7 . .
C38 C39 H39B 108.7 . .
H39A C39 H39B 107.6 . .
C39 C40 C41 113.3(5) . .
C39 C40 H40A 108.9 . .
C41 C40 H40A 108.9 . .
C39 C40 H40B 108.9 . .
C41 C40 H40B 108.9 . .
H40A C40 H40B 107.7 . .
C42 C41 C40 122.1(6) . .
C42 C41 Ir1 69.7(3) . .
C40 C41 Ir1 113.2(4) . .
C42 C41 H41 118.9 . .
C40 C41 H41 118.9 . .
Ir1 C41 H41 87.1 . .
C41 C42 C43 125.7(5) . .
C41 C42 Ir1 72.8(3) . .
C43 C42 Ir1 109.8(4) . .
C41 C42 H42 117.2 . .
C43 C42 H42 117.2 . .
Ir1 C42 H42 87.3 . .
C42 C43 C44 115.0(5) . .
C42 C43 H43A 108.5 . .
C44 C43 H43A 108.5 . .
C42 C43 H43B 108.5 . .
C44 C43 H43B 108.5 . .
H43A C43 H43B 107.5 . .
C43 C44 C37 112.6(5) . .
C43 C44 H44A 109.1 . .
C37 C44 H44A 109.1 . .
C43 C44 H44B 109.1 . .
C37 C44 H44B 109.1 . .
H44A C44 H44B 107.8 . .
C46 C45 C52 126.1(5) . .
C46 C45 Ir2 72.8(3) . .
C52 C45 Ir2 109.2(4) . .
C46 C45 H45 116.9 . .
C52 C45 H45 116.9 . .
Ir2 C45 H45 87.9 . .
C45 C46 C47 125.7(5) . .
C45 C46 Ir2 70.4(3) . .
C47 C46 Ir2 111.6(3) . .
C45 C46 H46 117.2 . .
C47 C46 H46 117.2 . .
Ir2 C46 H46 88.0 . .
C46 C47 C48 112.4(5) . .
C46 C47 H47A 109.1 . .
C48 C47 H47A 109.1 . .
C46 C47 H47B 109.1 . .
C48 C47 H47B 109.1 . .
H47A C47 H47B 107.9 . .
C49 C48 C47 113.9(4) . .
C49 C48 H48A 108.8 . .
C47 C48 H48A 108.8 . .
C49 C48 H48B 108.8 . .
C47 C48 H48B 108.8 . .
H48A C48 H48B 107.7 . .
C50 C49 C48 127.2(5) . .
C50 C49 Ir2 73.0(3) . .
C48 C49 Ir2 108.7(3) . .
C50 C49 H49 116.4 . .
C48 C49 H49 116.4 . .
Ir2 C49 H49 88.2 . .
C49 C50 C51 124.4(6) . .
C49 C50 Ir2 69.7(3) . .
C51 C50 Ir2 112.2(3) . .
C49 C50 H50 117.8 . .
C51 C50 H50 117.8 . .
Ir2 C50 H50 88.1 . .
C50 C51 C52 112.3(5) . .
C50 C51 H51A 109.1 . .
C52 C51 H51A 109.1 . .
C50 C51 H51B 109.1 . .
C52 C51 H51B 109.1 . .
H51A C51 H51B 107.9 . .
C45 C52 C51 113.6(5) . .
C45 C52 H52A 108.8 . .
C51 C52 H52A 108.8 . .
C45 C52 H52B 108.8 . .
C51 C52 H52B 108.8 . .
H52A C52 H52B 107.7 . .
N9 C53 C54 178.4(8) . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
N10 C55 C56 179.2(12) . .
C55 C56 H56A 109.5 . .
C55 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C55 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
N11 C57 C58 174.7(12) . .
C57 C58 H58A 109.5 . .
C57 C58 H58B 109.5 . .
H58A C58 H58B 109.5 . .
C57 C58 H58C 109.5 . .
H58A C58 H58C 109.5 . .
H58B C58 H58C 109.5 . .
C1 N1 C2 110.7(4) . .
C1 N1 C4 126.9(4) . .
C2 N1 C4 122.3(4) . .
C1 N2 C3 110.7(4) . .
C1 N2 C5 123.9(4) . .
C3 N2 C5 125.3(4) . .
C15 N3 C16 111.3(4) . .
C15 N3 C14 123.4(4) . .
C16 N3 C14 125.2(4) . .
C15 N4 C17 111.3(4) . .
C15 N4 C18 126.0(4) . .
C17 N4 C18 122.6(5) . .
C19 N5 C20 110.6(4) . .
C19 N5 C22 125.9(5) . .
C20 N5 C22 123.5(4) . .
C19 N6 C21 111.5(4) . .
C19 N6 C23 123.2(4) . .
C21 N6 C23 125.0(4) . .
C33 N7 C34 111.6(4) . .
C33 N7 C32 123.4(4) . .
C34 N7 C32 124.7(4) . .
C33 N8 C35 111.7(4) . .
C33 N8 C36 125.2(4) . .
C35 N8 C36 123.1(4) . .
F1 P1 F3 88.1(4) . .
F1 P1 F4 179.7(4) . .
F3 P1 F4 91.9(4) . .
F1 P1 F6 92.0(4) . .
F3 P1 F6 179.6(4) . .
F4 P1 F6 88.0(4) . .
F1 P1 F2 89.8(3) . .
F3 P1 F2 90.1(3) . .
F4 P1 F2 89.9(3) . .
F6 P1 F2 89.5(3) . .
F1 P1 F5 91.4(3) . .
F3 P1 F5 89.2(3) . .
F4 P1 F5 88.9(3) . .
F6 P1 F5 91.2(3) . .
F2 P1 F5 178.6(3) . .
F8 P2 F8 180.000(1) . 2_657
F8 P2 F9 89.8(2) . 2_657
F8 P2 F9 90.2(2) 2_657 2_657
F8 P2 F9 90.2(2) . .
F8 P2 F9 89.8(2) 2_657 .
F9 P2 F9 180.000(2) 2_657 .
F8 P2 F7 89.9(2) . 2_657
F8 P2 F7 90.1(2) 2_657 2_657
F9 P2 F7 89.72(19) 2_657 2_657
F9 P2 F7 90.28(19) . 2_657
F8 P2 F7 90.1(2) . .
F8 P2 F7 89.9(2) 2_657 .
F9 P2 F7 90.28(19) 2_657 .
F9 P2 F7 89.72(19) . .
F7 P2 F7 180.000(2) 2_657 .
F10 P5 F10 180.000(1) 2_566 .
F10 P5 F11 89.5(3) 2_566 .
F10 P5 F11 90.5(3) . .
F10 P5 F11 90.5(3) 2_566 2_566
F10 P5 F11 89.5(3) . 2_566
F11 P5 F11 180.000(1) . 2_566
F10 P5 F12 90.6(3) 2_566 2_566
F10 P5 F12 89.4(3) . 2_566
F11 P5 F12 88.7(2) . 2_566
F11 P5 F12 91.3(2) 2_566 2_566
F10 P5 F12 89.4(3) 2_566 .
F10 P5 F12 90.6(3) . .
F11 P5 F12 91.3(2) . .
F11 P5 F12 88.7(2) 2_566 .
F12 P5 F12 180.00(18) 2_566 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir1 C33 2.036(5) .
Ir1 C1 2.062(5) .
Ir1 C42 2.165(5) .
Ir1 C38 2.185(5) .
Ir1 C37 2.198(5) .
Ir1 C41 2.205(5) .
Ir2 C19 2.040(5) .
Ir2 C15 2.043(5) .
Ir2 C49 2.164(5) .
Ir2 C45 2.175(5) .
Ir2 C46 2.206(5) .
Ir2 C50 2.207(5) .
C1 N2 1.350(6) .
C1 N1 1.353(6) .
C2 C3 1.333(8) .
C2 N1 1.386(7) .
C2 H2 0.9300 .
C3 N2 1.381(6) .
C3 H3 0.9300 .
C4 N1 1.467(6) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 N2 1.477(6) .
C5 C6 1.515(7) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C13 1.394(7) .
C6 C7 1.398(7) .
C7 C9 1.388(8) .
C7 C8 1.514(8) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 C10 1.384(8) .
C9 H9 0.9300 .
C10 C12 1.415(7) .
C10 C11 1.500(7) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.377(7) .
C12 C14 1.526(7) .
C13 H13 0.9300 .
C14 N3 1.465(6) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 N3 1.348(6) .
C15 N4 1.360(6) .
C16 C17 1.332(8) .
C16 N3 1.400(7) .
C16 H16 0.9300 .
C17 N4 1.388(6) .
C17 H17 0.9300 .
C18 N4 1.472(7) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 N6 1.355(6) .
C19 N5 1.376(6) .
C20 C21 1.331(8) .
C20 N5 1.382(7) .
C20 H20 0.9300 .
C21 N6 1.382(6) .
C21 H21 0.9300 .
C22 N5 1.449(7) .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
C23 N6 1.473(6) .
C23 C24 1.496(7) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 C31 1.399(7) .
C24 C25 1.407(7) .
C25 C27 1.398(8) .
C25 C26 1.501(7) .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 C28 1.379(7) .
C27 H27 0.9300 .
C28 C30 1.418(7) .
C28 C29 1.488(8) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 C31 1.378(7) .
C30 C32 1.517(7) .
C31 H31 0.9300 .
C32 N7 1.458(6) .
C32 H32A 0.9700 .
C32 H32B 0.9700 .
C33 N8 1.370(6) .
C33 N7 1.370(6) .
C34 C35 1.348(8) .
C34 N7 1.381(7) .
C34 H34 0.9300 .
C35 N8 1.382(7) .
C35 H35 0.9300 .
C36 N8 1.457(7) .
C36 H36A 0.9600 .
C36 H36B 0.9600 .
C36 H36C 0.9600 .
C37 C38 1.370(8) .
C37 C44 1.522(8) .
C37 H37 0.9300 .
C38 C39 1.509(8) .
C38 H38 0.9300 .
C39 C40 1.508(8) .
C39 H39A 0.9700 .
C39 H39B 0.9700 .
C40 C41 1.510(8) .
C40 H40A 0.9700 .
C40 H40B 0.9700 .
C41 C42 1.403(8) .
C41 H41 0.9300 .
C42 C43 1.500(9) .
C42 H42 0.9300 .
C43 C44 1.508(8) .
C43 H43A 0.9700 .
C43 H43B 0.9700 .
C44 H44A 0.9700 .
C44 H44B 0.9700 .
C45 C46 1.383(8) .
C45 C52 1.516(9) .
C45 H45 0.9300 .
C46 C47 1.510(7) .
C46 H46 0.9300 .
C47 C48 1.535(8) .
C47 H47A 0.9700 .
C47 H47B 0.9700 .
C48 C49 1.489(8) .
C48 H48A 0.9700 .
C48 H48B 0.9700 .
C49 C50 1.399(8) .
C49 H49 0.9300 .
C50 C51 1.529(8) .
C50 H50 0.9300 .
C51 C52 1.535(8) .
C51 H51A 0.9700 .
C51 H51B 0.9700 .
C52 H52A 0.9700 .
C52 H52B 0.9700 .
C53 N9 1.134(9) .
C53 C54 1.443(10) .
C54 H54A 0.9600 .
C54 H54B 0.9600 .
C54 H54C 0.9600 .
C55 N10 1.196(7) .
C55 C56 1.507(8) .
C56 H56A 0.9600 .
C56 H56B 0.9600 .
C56 H56C 0.9600 .
C57 N11 1.216(12) .
C57 C58 1.461(16) .
C58 H58A 0.9600 .
C58 H58B 0.9600 .
C58 H58C 0.9600 .
P1 F1 1.549(5) .
P1 F3 1.567(5) .
P1 F4 1.575(5) .
P1 F6 1.580(5) .
P1 F2 1.594(4) .
P1 F5 1.597(4) .
P2 F8 1.589(4) .
P2 F8 1.589(4) 2_657
P2 F9 1.592(4) 2_657
P2 F9 1.592(4) .
P2 F7 1.602(3) 2_657
P2 F7 1.602(3) .
P5 F10 1.585(5) 2_566
P5 F10 1.585(5) .
P5 F11 1.587(4) .
P5 F11 1.587(4) 2_566
P5 F12 1.604(4) 2_566
P5 F12 1.604(4) .
