#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/43/7104314.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_7104314
loop_
_publ_author_name
'Costa, Rubén D'
'Ortí, Enrique'
'Bolink, Henk J'
'Graber, Stefan'
'Housecroft, Catherine E'
'Neuburger, Markus'
'Schaffner, Silvia'
'Constable, Edwin C'
_publ_section_title
;
 Two are not always better than one: ligand optimisation for
 long-living light-emitting electrochemical cells.
;
_journal_issue                   15
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              2029
_journal_page_last               2031
_journal_paper_doi               10.1039/b821602a
_journal_volume                  34
_journal_year                    2009
_chemical_formula_moiety         'C44 H32 Ir N4, F6 P'
_chemical_formula_sum            'C44 H32 F6 Ir N4 P'
_chemical_formula_weight         953.95
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 95.286(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6575(6)
_cell_length_b                   8.8865(4)
_cell_length_c                   29.8329(12)
_cell_measurement_reflns_used    9306
_cell_measurement_temperature    123
_cell_measurement_theta_max      36.81
_cell_measurement_theta_min      3.08
_cell_volume                     3605.3(3)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_device_type  Area
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            207215
_diffrn_reflns_theta_full        38.790
_diffrn_reflns_theta_max         38.790
_diffrn_reflns_theta_min         2.122
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.819
_exptl_absorpt_correction_T_max  0.47
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.13
_refine_diff_density_min         -1.90
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         12996
_refine_ls_number_restraints     120
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.002519
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
0.510 -0.721 0.279 -0.330
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0293
_refine_ls_wR_factor_gt          0.0262
_refine_ls_wR_factor_ref         0.0254
_reflns_limit_h_max              23
_reflns_limit_h_min              -24
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              52
_reflns_limit_l_min              0
_reflns_number_gt                14344
_reflns_number_total             20603
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0263
_oxford_refine_ls_scale          0.19815(8)
_oxford_reflns_number_all        20589
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_cod_data_source_file            b821602a.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C44 H32 F6 Ir1 N4 P1'
_cod_database_code               7104314
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Ir1 Ir 0.164234(5) 0.462357(8) 0.387062(2) 0.0215 1.0000 Uani . . . . . . .
N1 N 0.22255(13) 0.6429(2) 0.42307(7) 0.0263 1.0000 Uani . . . . . . .
N2 N 0.09941(13) 0.2983(2) 0.34709(5) 0.0237 1.0000 Uani . . . . . . .
N3 N 0.12312(18) 0.3323(2) 0.44529(6) 0.0329 1.0000 Uani . . . . . . .
N4 N 0.30398(15) 0.3519(2) 0.41356(6) 0.0293 1.0000 Uani . . . . . . .
C1 C 0.21926(14) 0.5786(2) 0.33723(7) 0.0250 1.0000 Uani . . . . . . .
C2 C 0.21431(15) 0.5419(3) 0.29170(7) 0.0331 1.0000 Uani . . . . . . .
C3 C 0.25700(19) 0.6342(4) 0.26109(9) 0.0451 1.0000 Uani . . . . . . .
C4 C 0.30326(19) 0.7662(4) 0.27523(12) 0.0512 1.0000 Uani . . . . . . .
C5 C 0.30945(18) 0.8065(3) 0.32014(12) 0.0436 1.0000 Uani . . . . . . .
C6 C 0.26738(15) 0.7131(3) 0.35110(9) 0.0310 1.0000 Uani . . . . . . .
C7 C 0.27094(15) 0.7457(2) 0.39920(9) 0.0314 1.0000 Uani . . . . . . .
C8 C 0.31894(18) 0.8672(3) 0.42154(12) 0.0444 1.0000 Uani . . . . . . .
C9 C 0.3158(2) 0.8844(4) 0.46731(13) 0.0520 1.0000 Uani . . . . . . .
C10 C 0.2636(2) 0.7825(4) 0.49082(12) 0.0464 1.0000 Uani . . . . . . .
C11 C 0.2186(2) 0.6636(3) 0.46768(9) 0.0358 1.0000 Uani . . . . . . .
C12 C 0.04100(14) 0.5709(2) 0.36323(7) 0.0232 1.0000 Uani . . . . . . .
C13 C 0.01024(17) 0.7154(3) 0.37401(9) 0.0308 1.0000 Uani . . . . . . .
C14 C -0.07502(18) 0.7778(3) 0.35226(10) 0.0379 1.0000 Uani . . . . . . .
C15 C -0.13067(19) 0.6998(3) 0.31881(10) 0.0401 1.0000 Uani . . . . . . .
C16 C -0.10158(16) 0.5571(3) 0.30703(8) 0.0338 1.0000 Uani . . . . . . .
C17 C -0.01608(15) 0.4933(3) 0.32895(7) 0.0264 1.0000 Uani . . . . . . .
C18 C 0.01674(15) 0.3408(3) 0.32057(7) 0.0256 1.0000 Uani . . . . . . .
C19 C -0.03045(17) 0.2376(3) 0.29051(7) 0.0310 1.0000 Uani . . . . . . .
C20 C 0.00326(19) 0.0906(3) 0.28923(8) 0.0355 1.0000 Uani . . . . . . .
C21 C 0.08381(18) 0.0481(3) 0.31814(8) 0.0333 1.0000 Uani . . . . . . .
C22 C 0.12952(17) 0.1540(2) 0.34636(7) 0.0275 1.0000 Uani . . . . . . .
C23 C 0.0332(2) 0.2877(3) 0.45569(8) 0.0404 1.0000 Uani . . . . . . .
C24 C 0.0225(3) 0.1987(3) 0.49355(11) 0.0584 1.0000 Uani . . . . . . .
C25 C 0.1032(4) 0.1544(4) 0.52118(11) 0.0676 1.0000 Uani . . . . . . .
C26 C 0.1943(3) 0.1971(3) 0.51043(9) 0.0552 1.0000 Uani . . . . . . .
C27 C 0.2033(3) 0.2854(3) 0.47230(8) 0.0406 1.0000 Uani . . . . . . .
C28 C 0.3005(2) 0.3206(3) 0.45807(8) 0.0393 1.0000 Uani . . . . . . .
C29 C 0.3841(3) 0.3158(5) 0.48812(11) 0.0637 1.0000 Uani . . . . . . .
C30 C 0.4737(3) 0.3382(6) 0.47205(14) 0.0788 1.0000 Uani . . . . . . .
C31 C 0.4790(2) 0.3587(5) 0.42706(13) 0.0615 1.0000 Uani . . . . . . .
C32 C 0.39317(18) 0.3637(3) 0.39777(10) 0.0369 1.0000 Uani . . . . . . .
C33 C -0.0584(2) 0.3296(3) 0.42750(9) 0.0424 1.0000 Uani . . . . . . .
C34 C -0.1047(3) 0.2218(4) 0.39934(11) 0.0611 1.0000 Uani . . . . . . .
C35 C -0.1945(3) 0.2506(6) 0.37606(12) 0.0763 1.0000 Uani . . . . . . .
C36 C -0.2392(3) 0.3869(7) 0.38131(12) 0.0786 1.0000 Uani . . . . . . .
C37 C -0.1934(3) 0.4968(6) 0.40937(11) 0.0623 1.0000 Uani . . . . . . .
C38 C -0.1032(2) 0.4666(4) 0.43242(9) 0.0457 1.0000 Uani . . . . . . .
C39 C 0.40202(17) 0.3686(3) 0.34877(10) 0.0357 1.0000 Uani . . . . . . .
C40 C 0.36025(19) 0.2548(3) 0.32131(9) 0.0372 1.0000 Uani . . . . . . .
C41 C 0.3747(3) 0.2474(5) 0.27626(11) 0.0619 1.0000 Uani . . . . . . .
C42 C 0.4318(4) 0.3560(8) 0.25817(16) 0.0918 1.0000 Uani . . . . . . .
C43 C 0.4735(3) 0.4696(7) 0.2845(2) 0.0936 1.0000 Uani . . . . . . .
C44 C 0.4602(2) 0.4766(4) 0.33041(16) 0.0623 1.0000 Uani . . . . . . .
P1 P 0.39462(6) 0.05859(11) 0.61434(3) 0.0482 1.0000 Uani D U . . . . .
F1 F 0.4830(3) 0.1209(7) 0.64426(17) 0.0828 0.6500 Uani D U . . . . .
F2 F 0.2986(3) 0.0011(4) 0.58143(10) 0.0643 0.6500 Uani D U . . . . .
F3 F 0.3605(4) 0.2302(4) 0.59893(13) 0.0798 0.6500 Uani D U . . . . .
F4 F 0.4162(3) -0.1060(5) 0.62732(15) 0.0879 0.6500 Uani D U . . . . .
F5 F 0.3234(2) 0.0704(4) 0.65318(10) 0.0596 0.6500 Uani D U . . . . .
F6 F 0.4519(4) 0.0514(7) 0.57082(14) 0.1081 0.6500 Uani D U . . . . .
F11 F 0.4355(5) 0.1658(8) 0.5786(2) 0.0810 0.3500 Uani D U . . . . .
F12 F 0.3742(4) -0.0537(7) 0.65395(17) 0.0652 0.3500 Uani D U . . . . .
F13 F 0.2957(4) 0.1301(8) 0.6136(2) 0.0842 0.3500 Uani D U . . . . .
F14 F 0.5058(3) -0.0251(7) 0.6170(2) 0.0734 0.3500 Uani D U . . . . .
F15 F 0.3613(4) -0.0600(8) 0.57800(19) 0.0838 0.3500 Uani D U . . . . .
F16 F 0.4440(6) 0.1711(9) 0.6529(3) 0.1055 0.3500 Uani D U . . . . .
H21 H 0.1827 0.4537 0.2816 0.0412 1.0000 Uiso R . . . . . .
H31 H 0.2540 0.6064 0.2309 0.0557 1.0000 Uiso R . . . . . .
H41 H 0.3308 0.8314 0.2544 0.0614 1.0000 Uiso R . . . . . .
H51 H 0.3409 0.8951 0.3296 0.0530 1.0000 Uiso R . . . . . .
H81 H 0.3541 0.9355 0.4053 0.0549 1.0000 Uiso R . . . . . .
H91 H 0.3491 0.9636 0.4819 0.0636 1.0000 Uiso R . . . . . .
H101 H 0.2584 0.7923 0.5217 0.0559 1.0000 Uiso R . . . . . .
H111 H 0.1844 0.5929 0.4828 0.0433 1.0000 Uiso R . . . . . .
H131 H 0.0464 0.7700 0.3958 0.0386 1.0000 Uiso R . . . . . .
H141 H -0.0954 0.8733 0.3601 0.0473 1.0000 Uiso R . . . . . .
H151 H -0.1890 0.7425 0.3046 0.0499 1.0000 Uiso R . . . . . .
H161 H -0.1386 0.5031 0.2848 0.0434 1.0000 Uiso R . . . . . .
H191 H -0.0832 0.2654 0.2715 0.0394 1.0000 Uiso R . . . . . .
H201 H -0.0290 0.0208 0.2694 0.0438 1.0000 Uiso R . . . . . .
H211 H 0.1069 -0.0484 0.3187 0.0406 1.0000 Uiso R . . . . . .
H221 H 0.1815 0.1241 0.3663 0.0334 1.0000 Uiso R . . . . . .
H241 H -0.0398 0.1672 0.5006 0.0708 1.0000 Uiso R . . . . . .
H251 H 0.0962 0.0971 0.5465 0.0868 1.0000 Uiso R . . . . . .
H261 H 0.2502 0.1677 0.5282 0.0648 1.0000 Uiso R . . . . . .
H291 H 0.3788 0.2987 0.5188 0.0759 1.0000 Uiso R . . . . . .
H301 H 0.5311 0.3375 0.4916 0.0928 1.0000 Uiso R . . . . . .
H311 H 0.5372 0.3693 0.4151 0.0712 1.0000 Uiso R . . . . . .
H341 H -0.0746 0.1296 0.3963 0.0786 1.0000 Uiso R . . . . . .
H351 H -0.2263 0.1765 0.3572 0.0957 1.0000 Uiso R . . . . . .
H361 H -0.2995 0.4043 0.3658 0.0946 1.0000 Uiso R . . . . . .
H371 H -0.2220 0.5905 0.4128 0.0781 1.0000 Uiso R . . . . . .
H381 H -0.0724 0.5391 0.4508 0.0573 1.0000 Uiso R . . . . . .
H401 H 0.3228 0.1812 0.3333 0.0457 1.0000 Uiso R . . . . . .
H411 H 0.3473 0.1691 0.2579 0.0742 1.0000 Uiso R . . . . . .
H421 H 0.4416 0.3520 0.2282 0.1198 1.0000 Uiso R . . . . . .
H431 H 0.5119 0.5433 0.2722 0.1114 1.0000 Uiso R . . . . . .
H441 H 0.4878 0.5510 0.3488 0.0769 1.0000 Uiso R . . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -1.4442 7.9887 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Ir1 . N2 . 174.32(7) yes
N1 . Ir1 . N3 . 96.44(7) yes
N2 . Ir1 . N3 . 87.56(7) yes
N1 . Ir1 . N4 . 83.10(7) yes
N2 . Ir1 . N4 . 101.82(7) yes
N3 . Ir1 . N4 . 76.18(8) yes
N1 . Ir1 . C1 . 80.32(9) yes
N2 . Ir1 . C1 . 96.15(8) yes
N3 . Ir1 . C1 . 172.84(8) yes
N4 . Ir1 . C1 . 97.03(8) yes
N1 . Ir1 . C12 . 94.71(8) yes
N2 . Ir1 . C12 . 80.31(8) yes
N3 . Ir1 . C12 . 105.34(8) yes
N4 . Ir1 . C12 . 177.49(7) yes
C1 . Ir1 . C12 . 81.37(7) yes
Ir1 . N1 . C7 . 115.69(16) yes
Ir1 . N1 . C11 . 125.06(16) yes
C7 . N1 . C11 . 119.2(2) yes
Ir1 . N2 . C18 . 115.56(14) yes
Ir1 . N2 . C22 . 125.08(15) yes
C18 . N2 . C22 . 119.31(19) yes
Ir1 . N3 . C23 . 129.58(19) yes
Ir1 . N3 . C27 . 112.16(18) yes
C23 . N3 . C27 . 118.1(2) yes
Ir1 . N4 . C28 . 109.30(17) yes
Ir1 . N4 . C32 . 127.85(16) yes
C28 . N4 . C32 . 118.0(2) yes
Ir1 . C1 . C2 . 127.75(18) yes
Ir1 . C1 . C6 . 114.52(16) yes
C2 . C1 . C6 . 117.7(2) yes
C1 . C2 . C3 . 121.0(3) yes
C1 . C2 . H21 . 119.6 no
C3 . C2 . H21 . 119.4 no
C2 . C3 . C4 . 120.5(3) yes
C2 . C3 . H31 . 119.5 no
C4 . C3 . H31 . 120.0 no
C3 . C4 . C5 . 120.1(2) yes
C3 . C4 . H41 . 121.1 no
C5 . C4 . H41 . 118.8 no
C4 . C5 . C6 . 119.5(3) yes
C4 . C5 . H51 . 120.1 no
C6 . C5 . H51 . 120.4 no
C1 . C6 . C5 . 121.1(3) yes
C1 . C6 . C7 . 115.44(19) yes
C5 . C6 . C7 . 123.4(2) yes
C6 . C7 . N1 . 113.9(2) yes
C6 . C7 . C8 . 126.4(2) yes
N1 . C7 . C8 . 119.7(3) yes
C7 . C8 . C9 . 120.1(3) yes
C7 . C8 . H81 . 119.5 no
C9 . C8 . H81 . 120.4 no
C8 . C9 . C10 . 119.7(3) yes
C8 . C9 . H91 . 119.3 no
C10 . C9 . H91 . 121.0 no
C9 . C10 . C11 . 118.4(3) yes
C9 . C10 . H101 . 121.9 no
C11 . C10 . H101 . 119.7 no
C10 . C11 . N1 . 122.9(3) yes
C10 . C11 . H111 . 119.9 no
N1 . C11 . H111 . 117.2 no
Ir1 . C12 . C13 . 128.20(17) yes
Ir1 . C12 . C17 . 114.29(14) yes
C13 . C12 . C17 . 117.3(2) yes
C12 . C13 . C14 . 120.9(2) yes
C12 . C13 . H131 . 119.7 no
C14 . C13 . H131 . 119.4 no
C13 . C14 . C15 . 121.1(2) yes
C13 . C14 . H141 . 120.1 no
C15 . C14 . H141 . 118.8 no
C14 . C15 . C16 . 119.4(2) yes
C14 . C15 . H151 . 120.4 no
C16 . C15 . H151 . 120.2 no
C15 . C16 . C17 . 119.8(2) yes
C15 . C16 . H161 . 120.3 no
C17 . C16 . H161 . 119.9 no
C12 . C17 . C16 . 121.5(2) yes
C12 . C17 . C18 . 114.94(19) yes
C16 . C17 . C18 . 123.5(2) yes
C17 . C18 . N2 . 114.06(18) yes
C17 . C18 . C19 . 126.1(2) yes
N2 . C18 . C19 . 119.7(2) yes
C18 . C19 . C20 . 120.1(2) yes
C18 . C19 . H191 . 120.9 no
C20 . C19 . H191 . 119.0 no
C19 . C20 . C21 . 119.1(2) yes
C19 . C20 . H201 . 120.2 no
C21 . C20 . H201 . 120.7 no
C20 . C21 . C22 . 119.0(2) yes
C20 . C21 . H211 . 121.3 no
C22 . C21 . H211 . 119.7 no
C21 . C22 . N2 . 122.7(2) yes
C21 . C22 . H221 . 118.5 no
N2 . C22 . H221 . 118.8 no
N3 . C23 . C24 . 121.0(3) yes
N3 . C23 . C33 . 122.0(2) yes
C24 . C23 . C33 . 116.9(3) yes
C23 . C24 . C25 . 120.7(3) yes
C23 . C24 . H241 . 120.9 no
C25 . C24 . H241 . 118.4 no
C24 . C25 . C26 . 118.5(3) yes
C24 . C25 . H251 . 120.8 no
C26 . C25 . H251 . 120.7 no
C25 . C26 . C27 . 119.9(4) yes
C25 . C26 . H261 . 120.6 no
C27 . C26 . H261 . 119.6 no
C26 . C27 . N3 . 121.8(3) yes
C26 . C27 . C28 . 120.5(3) yes
N3 . C27 . C28 . 117.6(2) yes
C27 . C28 . N4 . 116.1(2) yes
C27 . C28 . C29 . 121.4(3) yes
N4 . C28 . C29 . 122.4(3) yes
C28 . C29 . C30 . 118.6(3) yes
C28 . C29 . H291 . 120.2 no
C30 . C29 . H291 . 121.2 no
C29 . C30 . C31 . 119.6(3) yes
C29 . C30 . H301 . 120.4 no
C31 . C30 . H301 . 120.0 no
C30 . C31 . C32 . 120.2(4) yes
C30 . C31 . H311 . 122.0 no
C32 . C31 . H311 . 117.8 no
C31 . C32 . N4 . 120.7(3) yes
C31 . C32 . C39 . 118.6(3) yes
N4 . C32 . C39 . 120.4(2) yes
C23 . C33 . C34 . 118.8(3) yes
C23 . C33 . C38 . 121.3(2) yes
C34 . C33 . C38 . 119.5(3) yes
C33 . C34 . C35 . 120.8(4) yes
C33 . C34 . H341 . 119.2 no
C35 . C34 . H341 . 119.9 no
C34 . C35 . C36 . 119.5(3) yes
C34 . C35 . H351 . 120.6 no
C36 . C35 . H351 . 119.9 no
C35 . C36 . C37 . 120.4(4) yes
C35 . C36 . H361 . 118.6 no
C37 . C36 . H361 . 121.0 no
C36 . C37 . C38 . 119.5(4) yes
C36 . C37 . H371 . 121.6 no
C38 . C37 . H371 . 118.9 no
C37 . C38 . C33 . 120.3(3) yes
C37 . C38 . H381 . 119.8 no
C33 . C38 . H381 . 119.9 no
C32 . C39 . C40 . 119.7(2) yes
C32 . C39 . C44 . 120.8(3) yes
C40 . C39 . C44 . 119.2(3) yes
C39 . C40 . C41 . 121.5(3) yes
C39 . C40 . H401 . 120.0 no
C41 . C40 . H401 . 118.5 no
C40 . C41 . C42 . 119.0(4) yes
C40 . C41 . H411 . 121.2 no
C42 . C41 . H411 . 119.8 no
C41 . C42 . C43 . 120.7(4) yes
C41 . C42 . H421 . 119.5 no
C43 . C42 . H421 . 119.9 no
C42 . C43 . C44 . 120.6(4) yes
C42 . C43 . H431 . 120.6 no
C44 . C43 . H431 . 118.8 no
C43 . C44 . C39 . 119.1(4) yes
C43 . C44 . H441 . 122.3 no
C39 . C44 . H441 . 118.6 no
F1 . P1 . F2 . 177.0(3) yes
F1 . P1 . F3 . 90.9(3) yes
F2 . P1 . F3 . 86.07(18) yes
F1 . P1 . F4 . 94.3(3) yes
F2 . P1 . F4 . 88.8(2) yes
F3 . P1 . F4 . 174.5(2) yes
F1 . P1 . F5 . 93.1(2) yes
F2 . P1 . F5 . 87.01(18) yes
F3 . P1 . F5 . 88.0(2) yes
F4 . P1 . F5 . 89.7(2) yes
F1 . P1 . F6 . 94.0(2) yes
F2 . P1 . F6 . 85.7(2) yes
F3 . P1 . F6 . 87.5(3) yes
F4 . P1 . F6 . 94.1(3) yes
F5 . P1 . F6 . 171.7(2) yes
F11 . P1 . F12 . 169.3(3) yes
F11 . P1 . F13 . 96.3(3) yes
F12 . P1 . F13 . 93.3(3) yes
F11 . P1 . F14 . 85.7(3) yes
F12 . P1 . F14 . 84.7(3) yes
F13 . P1 . F14 . 177.9(3) yes
F11 . P1 . F15 . 92.2(4) yes
F12 . P1 . F15 . 91.9(3) yes
F13 . P1 . F15 . 94.1(3) yes
F14 . P1 . F15 . 86.5(3) yes
F11 . P1 . F16 . 87.5(4) yes
F12 . P1 . F16 . 87.1(3) yes
F13 . P1 . F16 . 93.7(4) yes
F14 . P1 . F16 . 85.7(3) yes
F15 . P1 . F16 . 172.1(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 . N1 . 2.0504(18) yes
Ir1 . N2 . 2.0341(17) yes
Ir1 . N3 . 2.2017(18) yes
Ir1 . N4 . 2.2254(19) yes
Ir1 . C1 . 2.0120(19) yes
Ir1 . C12 . 2.012(2) yes
N1 . C7 . 1.366(3) yes
N1 . C11 . 1.350(3) yes
N2 . C18 . 1.371(3) yes
N2 . C22 . 1.347(3) yes
N3 . C23 . 1.354(4) yes
N3 . C27 . 1.364(4) yes
N4 . C28 . 1.362(3) yes
N4 . C32 . 1.350(3) yes
C1 . C2 . 1.393(3) yes
C1 . C6 . 1.408(3) yes
C2 . C3 . 1.395(3) yes
C2 . H21 . 0.931 no
C3 . C4 . 1.379(5) yes
C3 . H31 . 0.931 no
C4 . C5 . 1.382(5) yes
C4 . H41 . 0.952 no
C5 . C6 . 1.403(3) yes
C5 . H51 . 0.929 no
C6 . C7 . 1.460(4) yes
C7 . C8 . 1.400(4) yes
C8 . C9 . 1.378(5) yes
C8 . H81 . 0.936 no
C9 . C10 . 1.383(5) yes
C9 . H91 . 0.925 no
C10 . C11 . 1.376(4) yes
C10 . H101 . 0.936 no
C11 . H111 . 0.925 no
C12 . C13 . 1.398(3) yes
C12 . C17 . 1.408(3) yes
C13 . C14 . 1.395(4) yes
C13 . H131 . 0.918 no
C14 . C15 . 1.384(4) yes
C14 . H141 . 0.930 no
C15 . C16 . 1.384(4) yes
C15 . H151 . 0.947 no
C16 . C17 . 1.404(3) yes
C16 . H161 . 0.930 no
C17 . C18 . 1.456(3) yes
C18 . C19 . 1.398(3) yes
C19 . C20 . 1.387(4) yes
C19 . H191 . 0.908 no
C20 . C21 . 1.386(4) yes
C20 . H201 . 0.938 no
C21 . C22 . 1.374(3) yes
C21 . H211 . 0.913 no
C22 . H221 . 0.923 no
C23 . C24 . 1.398(4) yes
C23 . C33 . 1.488(5) yes
C24 . C25 . 1.372(6) yes
C24 . H241 . 0.937 no
C25 . C26 . 1.366(6) yes
C25 . H251 . 0.924 no
C26 . C27 . 1.397(4) yes
C26 . H261 . 0.925 no
C27 . C28 . 1.464(5) yes
C28 . C29 . 1.386(4) yes
C29 . C30 . 1.369(7) yes
C29 . H291 . 0.938 no
C30 . C31 . 1.363(6) yes
C30 . H301 . 0.933 no
C31 . C32 . 1.397(4) yes
C31 . H311 . 0.907 no
C32 . C39 . 1.478(4) yes
C33 . C34 . 1.387(4) yes
C33 . C38 . 1.376(5) yes
C34 . C35 . 1.377(7) yes
C34 . H341 . 0.925 no
C35 . C36 . 1.372(8) yes
C35 . H351 . 0.945 no
C36 . C37 . 1.396(6) yes
C36 . H361 . 0.921 no
C37 . C38 . 1.381(5) yes
C37 . H371 . 0.929 no
C38 . H381 . 0.923 no
C39 . C40 . 1.390(4) yes
C39 . C44 . 1.390(4) yes
C40 . C41 . 1.378(4) yes
C40 . H401 . 0.922 no
C41 . C42 . 1.382(7) yes
C41 . H411 . 0.942 no
C42 . C43 . 1.371(8) yes
C42 . H421 . 0.916 no
C43 . C44 . 1.398(7) yes
C43 . H431 . 0.935 no
C44 . H441 . 0.918 no
P1 . F1 . 1.537(4) yes
P1 . F2 . 1.645(3) yes
P1 . F3 . 1.647(4) yes
P1 . F4 . 1.534(4) yes
P1 . F5 . 1.583(3) yes
P1 . F6 . 1.578(3) yes
P1 . F11 . 1.570(5) yes
P1 . F12 . 1.591(4) yes
P1 . F13 . 1.492(5) yes
P1 . F14 . 1.686(5) yes
P1 . F15 . 1.550(5) yes
P1 . F16 . 1.624(6) yes
