#------------------------------------------------------------------------------
#$Date: 2020-02-28 02:23:35 +0200 (Fri, 28 Feb 2020) $
#$Revision: 248502 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/79/4037971.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_4037971
loop_
_publ_author_name
'Tendyck, Jonas C.'
'Klöcker, Hans'
'Schürmann, Lina'
'Würthwein, Ernst-Ulrich'
'Hepp, Alexander'
'Layh, Marcus'
'Uhl, Werner'
_publ_section_title
;
 Aspects of phosphaallene chemistry - heat induced formation of
 1,2-dihydrophosphetes by intramolecular nucleophilic aromatic
 substitution and photochemical generation of tricyclic phosphiranes.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03056
_journal_year                    2020
_chemical_formula_sum            'C42 H56 Cl2 F Ir P'
_chemical_formula_weight         873.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 106.020(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.082(3)
_cell_length_b                   9.348(2)
_cell_length_c                   21.825(3)
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.260
_cell_measurement_theta_min      2.386
_cell_volume                     3938.0(12)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_av_unetI/netI     0.0959
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            69559
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.417
_diffrn_reflns_theta_min         2.385
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    3.599
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_correction_T_min  0.4626
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       stick
_exptl_crystal_F_000             1772
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.539
_refine_diff_density_min         -1.205
_refine_diff_density_rms         0.188
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         15408
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0278P)²+0.8532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0811
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10559
_reflns_number_total             15408
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b03056_si_001.cif
_cod_data_source_block           sad_a_compound_6c
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4037971
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.307
_shelx_estimated_absorpt_t_max   0.762
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.23974(4) 0.24047(8) 0.66359(4) 0.01239(15) Uani 1 1 d . . . . .
C1 C 0.18751(16) 0.0789(3) 0.66735(15) 0.0162(6) Uani 1 1 d . . . . .
C10 C 0.21497(17) -0.0227(3) 0.72234(15) 0.0203(7) Uani 1 1 d . . . . .
H10A H 0.1834 -0.1042 0.7184 0.024 Uiso 1 1 calc R U . . .
H10B H 0.2184 0.0272 0.7626 0.024 Uiso 1 1 calc R U . . .
H10C H 0.2609 -0.0570 0.7217 0.024 Uiso 1 1 calc R U . . .
C2 C 0.12949(16) 0.0449(3) 0.62231(15) 0.0191(7) Uani 1 1 d . . . . .
H2 H 0.1088 -0.0419 0.6305 0.023 Uiso 1 1 calc R U . . .
C31 C 0.09122(16) 0.1155(4) 0.56237(16) 0.0224(7) Uani 1 1 d . . . . .
C32 C 0.04967(19) 0.2352(4) 0.5613(2) 0.0320(9) Uani 1 1 d . . . . .
H32 H 0.0468 0.2769 0.6002 0.038 Uiso 1 1 calc R U . . .
C33 C 0.0124(2) 0.2937(4) 0.5035(2) 0.0430(11) Uani 1 1 d . . . . .
H33 H -0.0155 0.3757 0.5032 0.052 Uiso 1 1 calc R U . . .
C34 C 0.0156(2) 0.2345(5) 0.4469(2) 0.0498(13) Uani 1 1 d . . . . .
H34 H -0.0087 0.2775 0.4077 0.060 Uiso 1 1 calc R U . . .
C35 C 0.0541(2) 0.1123(6) 0.44706(19) 0.0498(13) Uani 1 1 d . . . . .
H35 H 0.0555 0.0693 0.4080 0.060 Uiso 1 1 calc R U . . .
C36 C 0.09078(18) 0.0527(5) 0.50455(17) 0.0336(9) Uani 1 1 d . . . . .
H36 H 0.1162 -0.0330 0.5045 0.040 Uiso 1 1 calc R U . . .
C11 C 0.18268(15) 0.3998(3) 0.64515(14) 0.0143(6) Uani 1 1 d . . . . .
C12 C 0.14296(16) 0.4827(3) 0.67008(14) 0.0166(6) Uani 1 1 d . . . . .
H12 H 0.1244 0.5637 0.6448 0.020 Uiso 1 1 calc R U . . .
C13 C 0.12213(16) 0.4711(3) 0.73132(14) 0.0184(7) Uani 1 1 d . . . . .
C131 C 0.1745(2) 0.5526(4) 0.78473(16) 0.0327(9) Uani 1 1 d . . . . .
H13A H 0.1591 0.5507 0.8236 0.039 Uiso 1 1 calc R U . . .
H13B H 0.1777 0.6520 0.7715 0.039 Uiso 1 1 calc R U . . .
H13C H 0.2201 0.5070 0.7930 0.039 Uiso 1 1 calc R U . . .
C132 C 0.0511(2) 0.5407(5) 0.72092(19) 0.0451(12) Uani 1 1 d . . . . .
H13D H 0.0175 0.4923 0.6859 0.054 Uiso 1 1 calc R U . . .
H13E H 0.0539 0.6419 0.7103 0.054 Uiso 1 1 calc R U . . .
H13F H 0.0362 0.5325 0.7600 0.054 Uiso 1 1 calc R U . . .
C133 C 0.11886(19) 0.3164(4) 0.75231(17) 0.0276(8) Uani 1 1 d . . . . .
H13G H 0.0848 0.2638 0.7192 0.033 Uiso 1 1 calc R U . . .
H13H H 0.1052 0.3140 0.7921 0.033 Uiso 1 1 calc R U . . .
H13I H 0.1645 0.2718 0.7592 0.033 Uiso 1 1 calc R U . . .
C41 C 0.23317(15) 0.2808(3) 0.58043(13) 0.0121(5) Uani 1 1 d . . . . .
C42 C 0.19709(15) 0.4080(3) 0.58250(14) 0.0138(6) Uani 1 1 d . . . . .
C43 C 0.18137(15) 0.5042(3) 0.53249(14) 0.0146(6) Uani 1 1 d . . . . .
H43 H 0.1573 0.5905 0.5350 0.018 Uiso 1 1 calc R U . . .
C44 C 0.20198(15) 0.4704(3) 0.47847(14) 0.0150(6) Uani 1 1 d . . . . .
C441 C 0.18670(16) 0.5681(3) 0.41988(14) 0.0176(6) Uani 1 1 d . . . . .
C442 C 0.25482(17) 0.6131(3) 0.40673(15) 0.0223(7) Uani 1 1 d . . . . .
H44A H 0.2838 0.6634 0.4440 0.027 Uiso 1 1 calc R U . . .
H44B H 0.2449 0.6767 0.3696 0.027 Uiso 1 1 calc R U . . .
H44C H 0.2793 0.5280 0.3982 0.027 Uiso 1 1 calc R U . . .
C443 C 0.14305(18) 0.4844(4) 0.36246(15) 0.0276(8) Uani 1 1 d . . . . .
H44D H 0.1699 0.4029 0.3539 0.033 Uiso 1 1 calc R U . . .
H44E H 0.1305 0.5470 0.3250 0.033 Uiso 1 1 calc R U . . .
H44F H 0.1008 0.4495 0.3717 0.033 Uiso 1 1 calc R U . . .
C444 C 0.1469(2) 0.7019(4) 0.42878(17) 0.0306(9) Uani 1 1 d . . . . .
H44G H 0.1026 0.6741 0.4360 0.037 Uiso 1 1 calc R U . . .
H44H H 0.1383 0.7616 0.3905 0.037 Uiso 1 1 calc R U . . .
H44I H 0.1743 0.7561 0.4656 0.037 Uiso 1 1 calc R U . . .
C45 C 0.23756(15) 0.3414(3) 0.47694(14) 0.0146(6) Uani 1 1 d . . . . .
H45 H 0.2514 0.3206 0.4396 0.018 Uiso 1 1 calc R U . . .
C46 C 0.25396(16) 0.2414(3) 0.52683(14) 0.0136(6) Uani 1 1 d . . . . .
C461 C 0.29067(16) 0.1015(3) 0.51803(14) 0.0170(6) Uani 1 1 d . . . . .
C462 C 0.28840(19) -0.0083(3) 0.56922(16) 0.0252(8) Uani 1 1 d . . . . .
H46A H 0.2401 -0.0297 0.5672 0.030 Uiso 1 1 calc R U . . .
H46B H 0.3120 0.0305 0.6113 0.030 Uiso 1 1 calc R U . . .
H46C H 0.3117 -0.0962 0.5620 0.030 Uiso 1 1 calc R U . . .
C463 C 0.36614(17) 0.1327(4) 0.52072(18) 0.0304(8) Uani 1 1 d . . . . .
H46D H 0.3879 0.0455 0.5104 0.037 Uiso 1 1 calc R U . . .
H46E H 0.3910 0.1648 0.5637 0.037 Uiso 1 1 calc R U . . .
H46F H 0.3679 0.2077 0.4898 0.037 Uiso 1 1 calc R U . . .
C464 C 0.25536(18) 0.0369(3) 0.45261(15) 0.0216(7) Uani 1 1 d . . . . .
H46G H 0.2602 0.1026 0.4191 0.026 Uiso 1 1 calc R U . . .
H46H H 0.2061 0.0217 0.4488 0.026 Uiso 1 1 calc R U . . .
H46I H 0.2772 -0.0548 0.4481 0.026 Uiso 1 1 calc R U . . .
Ir1 Ir 0.34727(2) 0.29072(2) 0.73497(2) 0.01252(3) Uani 1 1 d . . . . .
C51 C 0.38824(16) 0.4511(3) 0.68020(15) 0.0162(6) Uani 1 1 d . . . . .
C511 C 0.37215(17) 0.4866(3) 0.61089(15) 0.0225(7) Uani 1 1 d . . . . .
H51A H 0.4009 0.5673 0.6050 0.027 Uiso 1 1 calc R U . . .
H51B H 0.3231 0.5124 0.5948 0.027 Uiso 1 1 calc R U . . .
H51C H 0.3819 0.4033 0.5875 0.027 Uiso 1 1 calc R U . . .
C52 C 0.44333(15) 0.3620(3) 0.71469(14) 0.0160(6) Uani 1 1 d . . . . .
C521 C 0.49060(17) 0.2749(3) 0.68763(17) 0.0222(7) Uani 1 1 d . . . . .
H52A H 0.4708 0.2658 0.6414 0.027 Uiso 1 1 calc R U . . .
H52B H 0.4962 0.1797 0.7071 0.027 Uiso 1 1 calc R U . . .
H52C H 0.5359 0.3220 0.6965 0.027 Uiso 1 1 calc R U . . .
C53 C 0.45049(16) 0.3779(4) 0.78169(15) 0.0194(7) Uani 1 1 d . . . . .
C531 C 0.50489(18) 0.3074(4) 0.83315(17) 0.0318(9) Uani 1 1 d . . . . .
H53A H 0.5495 0.3543 0.8372 0.038 Uiso 1 1 calc R U . . .
H53B H 0.5082 0.2063 0.8226 0.038 Uiso 1 1 calc R U . . .
H53C H 0.4928 0.3153 0.8736 0.038 Uiso 1 1 calc R U . . .
C54 C 0.40009(17) 0.4784(3) 0.78848(16) 0.0220(7) Uani 1 1 d . . . . .
C541 C 0.3907(2) 0.5332(4) 0.85018(17) 0.0364(10) Uani 1 1 d . . . . .
H54A H 0.3963 0.4541 0.8807 0.044 Uiso 1 1 calc R U . . .
H54B H 0.3443 0.5742 0.8427 0.044 Uiso 1 1 calc R U . . .
H54C H 0.4255 0.6070 0.8675 0.044 Uiso 1 1 calc R U . . .
C55 C 0.35978(16) 0.5235(3) 0.72617(16) 0.0196(7) Uani 1 1 d . . . . .
C551 C 0.31127(19) 0.6465(4) 0.7113(2) 0.0323(9) Uani 1 1 d . . . . .
H55A H 0.2881 0.6572 0.7451 0.039 Uiso 1 1 calc R U . . .
H55B H 0.2765 0.6295 0.6705 0.039 Uiso 1 1 calc R U . . .
H55C H 0.3371 0.7340 0.7084 0.039 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38646(4) 0.04740(8) 0.73802(4) 0.02243(17) Uani 1 1 d . . . . .
Cl2 Cl 0.30328(4) 0.23258(8) 0.82360(4) 0.01950(16) Uani 1 1 d . . . . .
C101 C 0.50306(19) 0.3543(4) 0.49413(18) 0.0274(8) Uani 1 1 d . . . . .
C102 C 0.45522(18) 0.4305(4) 0.44827(17) 0.0284(8) Uani 1 1 d . . . . .
H102 H 0.4248 0.3832 0.4130 0.034 Uiso 1 1 calc R U . . .
C103 C 0.45256(18) 0.5770(4) 0.45472(17) 0.0264(8) Uani 1 1 d . . . . .
H101 H 0.5055 0.2515 0.4904 0.032 Uiso 0.5 1 d . U P . .
H103 H 0.4192 0.6321 0.4230 0.032 Uiso 0.5 1 d . U P . .
F1 F 0.5065(2) 0.2116(4) 0.4899(2) 0.0352(10) Uani 0.5 1 d . . P . .
F2 F 0.4091(2) 0.6546(5) 0.4121(2) 0.0333(10) Uani 0.5 1 d . . P . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
C41 P1 C1 109.03(14) . . ?
C41 P1 C11 75.36(13) . . ?
C1 P1 C11 109.93(14) . . ?
C41 P1 Ir1 114.97(10) . . ?
C1 P1 Ir1 124.39(10) . . ?
C11 P1 Ir1 112.68(10) . . ?
C2 C1 C10 119.2(3) . . ?
C2 C1 P1 123.3(2) . . ?
C10 C1 P1 117.4(2) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C2 C31 132.7(3) . . ?
C1 C2 H2 113.6 . . ?
C31 C2 H2 113.6 . . ?
C36 C31 C32 118.1(3) . . ?
C36 C31 C2 119.1(3) . . ?
C32 C31 C2 122.5(3) . . ?
C33 C32 C31 120.1(4) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.8(4) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.8(4) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 119.6(4) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C35 C36 C31 121.4(4) . . ?
C35 C36 H36 119.3 . . ?
C31 C36 H36 119.3 . . ?
C12 C11 C42 129.8(3) . . ?
C12 C11 P1 141.5(2) . . ?
C42 C11 P1 88.62(19) . . ?
C11 C12 C13 131.5(3) . . ?
C11 C12 H12 114.2 . . ?
C13 C12 H12 114.2 . . ?
C12 C13 C133 112.3(3) . . ?
C12 C13 C132 108.3(3) . . ?
C133 C13 C132 109.4(3) . . ?
C12 C13 C131 109.7(3) . . ?
C133 C13 C131 108.6(3) . . ?
C132 C13 C131 108.5(3) . . ?
C13 C131 H13A 109.5 . . ?
C13 C131 H13B 109.5 . . ?
H13A C131 H13B 109.5 . . ?
C13 C131 H13C 109.5 . . ?
H13A C131 H13C 109.5 . . ?
H13B C131 H13C 109.5 . . ?
C13 C132 H13D 109.5 . . ?
C13 C132 H13E 109.5 . . ?
H13D C132 H13E 109.5 . . ?
C13 C132 H13F 109.5 . . ?
H13D C132 H13F 109.5 . . ?
H13E C132 H13F 109.5 . . ?
C13 C133 H13G 109.5 . . ?
C13 C133 H13H 109.5 . . ?
H13G C133 H13H 109.5 . . ?
C13 C133 H13I 109.5 . . ?
H13G C133 H13I 109.5 . . ?
H13H C133 H13I 109.5 . . ?
C46 C41 C42 121.9(3) . . ?
C46 C41 P1 145.5(2) . . ?
C42 C41 P1 92.26(19) . . ?
C43 C42 C41 122.3(3) . . ?
C43 C42 C11 134.9(3) . . ?
C41 C42 C11 102.8(2) . . ?
C42 C43 C44 117.7(3) . . ?
C42 C43 H43 121.1 . . ?
C44 C43 H43 121.1 . . ?
C43 C44 C45 119.2(3) . . ?
C43 C44 C441 122.3(3) . . ?
C45 C44 C441 118.5(3) . . ?
C444 C441 C443 108.8(3) . . ?
C444 C441 C442 109.0(3) . . ?
C443 C441 C442 109.0(3) . . ?
C444 C441 C44 112.0(3) . . ?
C443 C441 C44 108.4(3) . . ?
C442 C441 C44 109.7(3) . . ?
C441 C442 H44A 109.5 . . ?
C441 C442 H44B 109.5 . . ?
H44A C442 H44B 109.5 . . ?
C441 C442 H44C 109.5 . . ?
H44A C442 H44C 109.5 . . ?
H44B C442 H44C 109.5 . . ?
C441 C443 H44D 109.5 . . ?
C441 C443 H44E 109.5 . . ?
H44D C443 H44E 109.5 . . ?
C441 C443 H44F 109.5 . . ?
H44D C443 H44F 109.5 . . ?
H44E C443 H44F 109.5 . . ?
C441 C444 H44G 109.5 . . ?
C441 C444 H44H 109.5 . . ?
H44G C444 H44H 109.5 . . ?
C441 C444 H44I 109.5 . . ?
H44G C444 H44I 109.5 . . ?
H44H C444 H44I 109.5 . . ?
C46 C45 C44 124.4(3) . . ?
C46 C45 H45 117.8 . . ?
C44 C45 H45 117.8 . . ?
C41 C46 C45 114.5(3) . . ?
C41 C46 C461 126.4(3) . . ?
C45 C46 C461 119.1(3) . . ?
C462 C461 C463 109.2(3) . . ?
C462 C461 C464 108.5(3) . . ?
C463 C461 C464 108.1(3) . . ?
C462 C461 C46 111.6(2) . . ?
C463 C461 C46 109.7(3) . . ?
C464 C461 C46 109.7(3) . . ?
C461 C462 H46A 109.5 . . ?
C461 C462 H46B 109.5 . . ?
H46A C462 H46B 109.5 . . ?
C461 C462 H46C 109.5 . . ?
H46A C462 H46C 109.5 . . ?
H46B C462 H46C 109.5 . . ?
C461 C463 H46D 109.5 . . ?
C461 C463 H46E 109.5 . . ?
H46D C463 H46E 109.5 . . ?
C461 C463 H46F 109.5 . . ?
H46D C463 H46F 109.5 . . ?
H46E C463 H46F 109.5 . . ?
C461 C464 H46G 109.5 . . ?
C461 C464 H46H 109.5 . . ?
H46G C464 H46H 109.5 . . ?
C461 C464 H46I 109.5 . . ?
H46G C464 H46I 109.5 . . ?
H46H C464 H46I 109.5 . . ?
C52 Ir1 C53 38.15(11) . . ?
C52 Ir1 C55 63.63(11) . . ?
C53 Ir1 C55 63.85(12) . . ?
C52 Ir1 C54 62.99(12) . . ?
C53 Ir1 C54 37.54(12) . . ?
C55 Ir1 C54 38.09(12) . . ?
C52 Ir1 C51 37.64(11) . . ?
C53 Ir1 C51 63.64(11) . . ?
C55 Ir1 C51 38.36(11) . . ?
C54 Ir1 C51 63.36(12) . . ?
C52 Ir1 P1 128.90(8) . . ?
C53 Ir1 P1 164.54(9) . . ?
C55 Ir1 P1 104.30(9) . . ?
C54 Ir1 P1 137.12(9) . . ?
C51 Ir1 P1 100.90(8) . . ?
C52 Ir1 Cl2 140.31(8) . . ?
C53 Ir1 Cl2 102.69(8) . . ?
C55 Ir1 Cl2 111.71(9) . . ?
C54 Ir1 Cl2 89.06(9) . . ?
C51 Ir1 Cl2 149.67(8) . . ?
P1 Ir1 Cl2 90.79(3) . . ?
C52 Ir1 Cl1 89.64(8) . . ?
C53 Ir1 Cl1 94.49(9) . . ?
C55 Ir1 Cl1 153.21(9) . . ?
C54 Ir1 Cl1 129.15(10) . . ?
C51 Ir1 Cl1 119.27(8) . . ?
P1 Ir1 Cl1 93.65(3) . . ?
Cl2 Ir1 Cl1 87.35(3) . . ?
C52 C51 C55 107.7(3) . . ?
C52 C51 C511 125.8(3) . . ?
C55 C51 C511 125.5(3) . . ?
C52 C51 Ir1 70.62(17) . . ?
C55 C51 Ir1 70.51(17) . . ?
C511 C51 Ir1 133.5(2) . . ?
C51 C511 H51A 109.5 . . ?
C51 C511 H51B 109.5 . . ?
H51A C511 H51B 109.5 . . ?
C51 C511 H51C 109.5 . . ?
H51A C511 H51C 109.5 . . ?
H51B C511 H51C 109.5 . . ?
C51 C52 C53 108.8(3) . . ?
C51 C52 C521 126.7(3) . . ?
C53 C52 C521 124.3(3) . . ?
C51 C52 Ir1 71.74(17) . . ?
C53 C52 Ir1 70.93(17) . . ?
C521 C52 Ir1 127.2(2) . . ?
C52 C521 H52A 109.5 . . ?
C52 C521 H52B 109.5 . . ?
H52A C521 H52B 109.5 . . ?
C52 C521 H52C 109.5 . . ?
H52A C521 H52C 109.5 . . ?
H52B C521 H52C 109.5 . . ?
C54 C53 C52 107.5(3) . . ?
C54 C53 C531 127.7(3) . . ?
C52 C53 C531 124.7(3) . . ?
C54 C53 Ir1 71.67(18) . . ?
C52 C53 Ir1 70.92(17) . . ?
C531 C53 Ir1 126.0(2) . . ?
C53 C531 H53A 109.5 . . ?
C53 C531 H53B 109.5 . . ?
H53A C531 H53B 109.5 . . ?
C53 C531 H53C 109.5 . . ?
H53A C531 H53C 109.5 . . ?
H53B C531 H53C 109.5 . . ?
C53 C54 C55 109.1(3) . . ?
C53 C54 C541 126.1(3) . . ?
C55 C54 C541 124.8(3) . . ?
C53 C54 Ir1 70.79(18) . . ?
C55 C54 Ir1 70.76(18) . . ?
C541 C54 Ir1 125.8(2) . . ?
C54 C541 H54A 109.5 . . ?
C54 C541 H54B 109.5 . . ?
H54A C541 H54B 109.5 . . ?
C54 C541 H54C 109.5 . . ?
H54A C541 H54C 109.5 . . ?
H54B C541 H54C 109.5 . . ?
C54 C55 C51 106.9(3) . . ?
C54 C55 C551 126.7(3) . . ?
C51 C55 C551 124.7(3) . . ?
C54 C55 Ir1 71.15(18) . . ?
C51 C55 Ir1 71.13(17) . . ?
C551 C55 Ir1 134.4(2) . . ?
C55 C551 H55A 109.5 . . ?
C55 C551 H55B 109.5 . . ?
H55A C551 H55B 109.5 . . ?
C55 C551 H55C 109.5 . . ?
H55A C551 H55C 109.5 . . ?
H55B C551 H55C 109.5 . . ?
F1 C101 C102 120.3(4) . . ?
F1 C101 C103 119.0(4) . 3_666 ?
C102 C101 C103 120.8(3) . 3_666 ?
F1 C101 H101 0.9 . . ?
C102 C101 H101 119.6 . . ?
C103 C101 H101 119.7 3_666 . ?
C103 C102 C101 118.6(3) . . ?
C103 C102 H102 120.7 . . ?
C101 C102 H102 120.7 . . ?
F2 C103 C102 121.1(4) . . ?
F2 C103 C101 118.2(4) . 3_666 ?
C102 C103 C101 120.7(3) . 3_666 ?
F2 C103 H103 1.9 . . ?
C102 C103 H103 119.6 . . ?
C101 C103 H103 119.7 3_666 . ?
C101 F1 H101 2.3 . . ?
C103 F2 H103 5.3 . . ?
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
P1 C41 1.823(3) . ?
P1 C1 1.854(3) . ?
P1 C11 1.854(3) . ?
P1 Ir1 2.3354(9) . ?
C1 C2 1.339(4) . ?
C1 C10 1.510(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C2 C31 1.477(4) . ?
C2 H2 0.9500 . ?
C31 C36 1.390(5) . ?
C31 C32 1.392(5) . ?
C32 C33 1.388(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(5) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C11 C12 1.332(4) . ?
C11 C42 1.476(4) . ?
C12 C13 1.511(4) . ?
C12 H12 0.9500 . ?
C13 C133 1.524(4) . ?
C13 C132 1.527(5) . ?
C13 C131 1.539(5) . ?
C131 H13A 0.9800 . ?
C131 H13B 0.9800 . ?
C131 H13C 0.9800 . ?
C132 H13D 0.9800 . ?
C132 H13E 0.9800 . ?
C132 H13F 0.9800 . ?
C133 H13G 0.9800 . ?
C133 H13H 0.9800 . ?
C133 H13I 0.9800 . ?
C41 C46 1.396(4) . ?
C41 C42 1.400(4) . ?
C42 C43 1.381(4) . ?
C43 C44 1.390(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.406(4) . ?
C44 C441 1.532(4) . ?
C441 C444 1.525(4) . ?
C441 C443 1.532(4) . ?
C441 C442 1.532(4) . ?
C442 H44A 0.9800 . ?
C442 H44B 0.9800 . ?
C442 H44C 0.9800 . ?
C443 H44D 0.9800 . ?
C443 H44E 0.9800 . ?
C443 H44F 0.9800 . ?
C444 H44G 0.9800 . ?
C444 H44H 0.9800 . ?
C444 H44I 0.9800 . ?
C45 C46 1.403(4) . ?
C45 H45 0.9500 . ?
C46 C461 1.539(4) . ?
C461 C462 1.527(4) . ?
C461 C463 1.529(4) . ?
C461 C464 1.532(4) . ?
C462 H46A 0.9800 . ?
C462 H46B 0.9800 . ?
C462 H46C 0.9800 . ?
C463 H46D 0.9800 . ?
C463 H46E 0.9800 . ?
C463 H46F 0.9800 . ?
C464 H46G 0.9800 . ?
C464 H46H 0.9800 . ?
C464 H46I 0.9800 . ?
Ir1 C52 2.198(3) . ?
Ir1 C53 2.198(3) . ?
Ir1 C55 2.205(3) . ?
Ir1 C54 2.210(3) . ?
Ir1 C51 2.213(3) . ?
Ir1 Cl2 2.4001(8) . ?
Ir1 Cl1 2.4017(9) . ?
C51 C52 1.423(4) . ?
C51 C55 1.451(4) . ?
C51 C511 1.494(4) . ?
C511 H51A 0.9800 . ?
C511 H51B 0.9800 . ?
C511 H51C 0.9800 . ?
C52 C53 1.437(4) . ?
C52 C521 1.491(4) . ?
C521 H52A 0.9800 . ?
C521 H52B 0.9800 . ?
C521 H52C 0.9800 . ?
C53 C54 1.419(5) . ?
C53 C531 1.487(4) . ?
C531 H53A 0.9800 . ?
C531 H53B 0.9800 . ?
C531 H53C 0.9800 . ?
C54 C55 1.440(4) . ?
C54 C541 1.500(4) . ?
C541 H54A 0.9800 . ?
C541 H54B 0.9800 . ?
C541 H54C 0.9800 . ?
C55 C551 1.484(5) . ?
C551 H55A 0.9800 . ?
C551 H55B 0.9800 . ?
C551 H55C 0.9800 . ?
C101 F1 1.339(5) . ?
C101 C102 1.379(5) . ?
C101 C103 1.380(5) 3_666 ?
C101 H101 0.9666 . ?
C102 C103 1.379(5) . ?
C102 H102 0.9500 . ?
C103 F2 1.305(5) . ?
C103 C101 1.380(5) 3_666 ?
C103 H103 0.9683 . ?
F1 H101 0.3734 . ?
F2 H103 0.3392 . ?
