#------------------------------------------------------------------------------
#$Date: 2025-01-15 04:28:41 +0200 (Wed, 15 Jan 2025) $
#$Revision: 297318 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/33/2023347.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2023347
loop_
_publ_author_name
'Gienau, Trevor J.'
'Clay, Malachi'
'Brennessel, William W.'
'Reed, Carly R.'
_publ_section_title
;
 (2,9-Dimethyl-1,10-phenanthroline)bis[2-(pyridin-2-yl)phenyl]iridium(III)
 hexafluorophosphate and
 (2,9-dimethyl-1,10-phenanthroline)bis[5-methyl-2-(pyridin-2-yl)phenyl]iridium(III)
 hexafluorophosphate--diethyl ether--acetonitrile (1/0.61/0.78)
;
_journal_coeditor_code           ZV2036
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi               10.1107/S2056989024012039
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac
'[Ir (C14 H12 N2) (C12 H10 N)2] P F6, 0.61C4 H10 O, 0.78C2 H3 N'
_chemical_formula_moiety
'C38 H32 Ir N4 +, F6 P -, 0.61(C4 H10 O), 0.78(C2 H3 N)'
_chemical_formula_sum            'C42 H40.44 F6 Ir N4.78 O0.61 P'
_chemical_formula_weight         959.08
_chemical_name_systematic
'(2,9-Dimethyl-1,10-phenanthroline)bis[5-methyl-2-(pyridin-2-yl)phenyl]iridium(III) hexafluorophosphate--diethyl ether--acetonitrile (1/0.61/0.78)'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
Olex2 1.5-ac6-015
(compiled 2023.12.04 svn.r209d9fb2 for Rigaku Oxford Diffraction, GUI svn.r6873)
;
_cell_angle_alpha                74.8888(6)
_cell_angle_beta                 78.9993(7)
_cell_angle_gamma                88.7599(6)
_cell_formula_units_Z            2
_cell_length_a                   9.17379(7)
_cell_length_b                   13.10065(9)
_cell_length_c                   16.55352(14)
_cell_measurement_reflns_used    40596
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.6750
_cell_measurement_theta_min      2.8070
_cell_volume                     1884.53(3)
_computing_cell_refinement
;
CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)
;
_computing_data_collection
'CrysAlisPro system (CCD 43.104a 64-bit (release 22-12-2023))'
_computing_data_reduction
;
CrysAlisPro 1.171.43.104a (Rigaku OD, 2023)
;
_computing_molecular_graphics
;
Olex2 1.5-ac6-015 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 1.5-ac6-015 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2019/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            62414
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         80.263
_diffrn_reflns_theta_min         2.817
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    7.862
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2023)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_description       plate
_exptl_crystal_F_000             954
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.018
_refine_diff_density_max         1.249
_refine_diff_density_min         -1.037
_refine_ls_extinction_coef       0.00030(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     624
_refine_ls_number_reflns         8074
_refine_ls_number_restraints     441
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0259
_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)+(0.0375P)²+2.8830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0667
_reflns_number_gt                7770
_reflns_number_total             8074
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zv2036.cif
_cod_data_source_block           2
_cod_database_code               2023347
_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   0.372
_shelx_estimated_absorpt_t_max   0.871
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir1 0.56177(2) 0.31354(2) 0.30009(2) 0.01467(5) Uani d 1 . .
N N1 0.7427(3) 0.40794(19) 0.29079(15) 0.0170(5) Uani d 1 . .
N N2 0.3871(3) 0.22532(18) 0.29027(15) 0.0172(4) Uani d 1 . .
N N3 0.4473(3) 0.36887(19) 0.41150(15) 0.0166(4) Uani d 1 . .
N N4 0.6041(3) 0.18659(19) 0.41092(15) 0.0171(4) Uani d 1 . .
C C1 0.5299(3) 0.4350(2) 0.20191(18) 0.0189(5) Uani d 1 . .
C C2 0.4143(3) 0.4469(2) 0.15642(18) 0.0203(6) Uani d 1 . .
H H2 0.339988 0.392279 0.171112 0.024 Uiso calc 1 . .
C C3 0.4044(3) 0.5361(2) 0.09024(19) 0.0223(6) Uani d 1 . .
C C4 0.5159(4) 0.6153(2) 0.0673(2) 0.0247(6) Uani d 1 . .
H H4 0.510492 0.676558 0.022253 0.030 Uiso calc 1 . .
C C5 0.6338(4) 0.6052(2) 0.1094(2) 0.0238(6) Uani d 1 . .
H H5 0.709508 0.659043 0.093005 0.029 Uiso calc 1 . .
C C6 0.6418(3) 0.5157(2) 0.17634(18) 0.0197(5) Uani d 1 . .
C C7 0.7605(3) 0.4989(2) 0.22573(18) 0.0181(5) Uani d 1 . .
C C8 0.8847(3) 0.5650(2) 0.2112(2) 0.0234(6) Uani d 1 . .
H H8 0.897416 0.627800 0.165866 0.028 Uiso calc 1 . .
C C9 0.9894(3) 0.5398(3) 0.2625(2) 0.0253(6) Uani d 1 . .
H H9 1.074258 0.584926 0.252567 0.030 Uiso calc 1 . .
C C10 0.9700(3) 0.4479(3) 0.3287(2) 0.0247(6) Uani d 1 . .
H H10 1.040461 0.429200 0.364984 0.030 Uiso calc 1 . .
C C11 0.8450(3) 0.3842(2) 0.34052(19) 0.0208(6) Uani d 1 . .
H H11 0.831069 0.321103 0.385616 0.025 Uiso calc 1 . .
C C12 0.2739(4) 0.5484(3) 0.0455(2) 0.0292(7) Uani d 1 . .
H H12A 0.216237 0.481534 0.062674 0.044 Uiso calc 1 . .
H H12B 0.309996 0.567350 -0.016366 0.044 Uiso calc 1 . .
H H12C 0.210703 0.604241 0.060979 0.044 Uiso calc 1 . .
C C13 0.6590(3) 0.2572(2) 0.20116(18) 0.0192(5) Uani d 1 . .
C C14 0.8055(3) 0.2745(2) 0.15654(19) 0.0228(6) Uani d 1 . .
H H14 0.870260 0.318147 0.172469 0.027 Uiso calc 1 . .
C C15 0.8598(4) 0.2297(3) 0.0892(2) 0.0259(6) Uani d 1 . .
C C16 0.7631(4) 0.1681(3) 0.0646(2) 0.0291(7) Uani d 1 . .
H H16 0.798347 0.137079 0.018951 0.035 Uiso calc 1 . .
C C17 0.6154(4) 0.1515(2) 0.1063(2) 0.0258(6) Uani d 1 . .
H H17 0.550003 0.110025 0.088789 0.031 Uiso calc 1 . .
C C18 0.5636(3) 0.1960(2) 0.17393(18) 0.0205(6) Uani d 1 . .
C C19 0.4123(3) 0.1793(2) 0.22387(18) 0.0194(5) Uani d 1 . .
C C20 0.2987(4) 0.1216(2) 0.2094(2) 0.0248(6) Uani d 1 . .
H H20 0.316023 0.089729 0.163159 0.030 Uiso calc 1 . .
C C21 0.1606(4) 0.1108(3) 0.2624(2) 0.0282(7) Uani d 1 . .
H H21 0.082658 0.071690 0.252696 0.034 Uiso calc 1 . .
C C22 0.1369(3) 0.1574(3) 0.3299(2) 0.0260(6) Uani d 1 . .
H H22 0.042962 0.150330 0.367156 0.031 Uiso calc 1 . .
C C23 0.2521(3) 0.2142(2) 0.34171(19) 0.0204(6) Uani d 1 . .
H H23 0.235959 0.246633 0.387628 0.024 Uiso calc 1 . .
C C24 1.0189(4) 0.2508(3) 0.0432(2) 0.0366(8) Uani d 1 . .
H H24A 1.031319 0.324148 0.008388 0.055 Uiso calc 1 . .
H H24B 1.044498 0.202773 0.006432 0.055 Uiso calc 1 . .
H H24C 1.084347 0.239071 0.084967 0.055 Uiso calc 1 . .
C C25 0.3716(3) 0.4571(2) 0.41300(19) 0.0188(5) Uani d 1 . .
C C26 0.3083(3) 0.4816(2) 0.4900(2) 0.0220(6) Uani d 1 . .
H H26 0.254593 0.544557 0.488837 0.026 Uiso calc 1 . .
C C27 0.3240(3) 0.4152(2) 0.5661(2) 0.0238(6) Uani d 1 . .
H H27 0.281885 0.431971 0.617965 0.029 Uiso calc 1 . .
C C28 0.4026(3) 0.3221(2) 0.56737(19) 0.0213(6) Uani d 1 . .
C C29 0.4199(4) 0.2492(3) 0.64506(19) 0.0257(6) Uani d 1 . .
H H29 0.378477 0.263902 0.697809 0.031 Uiso calc 1 . .
C C30 0.4945(4) 0.1593(3) 0.64478(19) 0.0252(6) Uani d 1 . .
H H30 0.505359 0.111531 0.697244 0.030 Uiso calc 1 . .
C C31 0.5569(3) 0.1356(2) 0.56666(19) 0.0211(6) Uani d 1 . .
C C32 0.6374(3) 0.0434(2) 0.5648(2) 0.0235(6) Uani d 1 . .
H H32 0.649516 -0.005589 0.616406 0.028 Uiso calc 1 . .
C C33 0.6974(3) 0.0250(2) 0.4888(2) 0.0214(6) Uani d 1 . .
H H33 0.752492 -0.036908 0.487234 0.026 Uiso calc 1 . .
C C34 0.6789(3) 0.0972(2) 0.41185(19) 0.0184(5) Uani d 1 . .
C C35 0.5433(3) 0.2058(2) 0.48826(18) 0.0176(5) Uani d 1 . .
C C36 0.4628(3) 0.3015(2) 0.48812(17) 0.0168(5) Uani d 1 . .
C C37 0.3491(4) 0.5336(2) 0.3321(2) 0.0254(6) Uani d 1 . .
H H37A 0.445488 0.563933 0.298570 0.038 Uiso calc 1 . .
H H37B 0.285437 0.590249 0.345523 0.038 Uiso calc 1 . .
H H37C 0.301724 0.496575 0.299036 0.038 Uiso calc 1 . .
C C38 0.7485(4) 0.0714(2) 0.3307(2) 0.0256(6) Uani d 1 . .
H H38A 0.671213 0.064410 0.298840 0.038 Uiso calc 1 . .
H H38B 0.800504 0.004744 0.343638 0.038 Uiso calc 1 . .
H H38C 0.819484 0.128252 0.296338 0.038 Uiso calc 1 . .
P P1' 0.9795(7) 0.2268(5) 0.5818(4) 0.0217(17) Uani d 0.355(6) A 2
F F1' 0.9384(13) 0.1109(6) 0.6391(7) 0.073(3) Uani d 0.355(6) A 2
F F2' 1.0224(12) 0.3426(7) 0.5227(7) 0.075(3) Uani d 0.355(6) A 2
F F3' 0.8153(6) 0.2633(7) 0.6055(8) 0.071(3) Uani d 0.355(6) A 2
F F4' 1.0268(9) 0.2623(7) 0.6577(4) 0.050(2) Uani d 0.355(6) A 2
F F5' 1.1447(7) 0.1957(8) 0.5518(7) 0.065(3) Uani d 0.355(6) A 2
F F6' 0.9316(9) 0.1941(8) 0.5040(4) 0.051(2) Uani d 0.355(6) A 2
C C39 1.0653(17) 0.0694(15) 0.8577(14) 0.083(4) Uani d 0.610(7) B 1
H H39A 1.065509 0.021290 0.821140 0.125 Uiso calc 0.610(7) B 1
H H39B 1.044449 0.028852 0.917608 0.125 Uiso calc 0.610(7) B 1
H H39C 1.162689 0.105539 0.844568 0.125 Uiso calc 0.610(7) B 1
C C40 0.9449(9) 0.1517(6) 0.8415(5) 0.0510(19) Uani d 0.610(7) B 1
H H40A 0.952585 0.204385 0.873883 0.061 Uiso calc 0.610(7) B 1
H H40B 0.963505 0.189339 0.780110 0.061 Uiso calc 0.610(7) B 1
O O1 0.7975(7) 0.1062(4) 0.8654(3) 0.0537(16) Uani d 0.610(7) B 1
C C41 0.6940(18) 0.1884(13) 0.8387(14) 0.072(3) Uani d 0.610(7) B 1
H H41A 0.711661 0.214101 0.775799 0.087 Uiso calc 0.610(7) B 1
H H41B 0.704928 0.248940 0.862746 0.087 Uiso calc 0.610(7) B 1
C C42 0.5369(11) 0.1352(9) 0.8739(7) 0.056(2) Uani d 0.610(7) B 1
H H42A 0.530344 0.072823 0.852377 0.083 Uiso calc 0.610(7) B 1
H H42B 0.461848 0.185540 0.855091 0.083 Uiso calc 0.610(7) B 1
H H42C 0.519384 0.113749 0.936317 0.083 Uiso calc 0.610(7) B 1
N N5' 0.8946(17) 0.0117(13) 0.9021(11) 0.096(5) Uani d 0.390(7) B 2
N N6' 0.693(3) 0.205(2) 0.831(3) 0.105(6) Uani d 0.390(7) B 2
C C39' 1.0100(19) 0.0516(19) 0.8725(15) 0.055(4) Uani d 0.390(7) B 2
C C40' 1.1573(18) 0.1031(13) 0.8375(15) 0.103(7) Uani d 0.390(7) B 2
H H40C 1.150402 0.164271 0.789652 0.154 Uiso calc 0.390(7) B 2
H H40D 1.226436 0.052786 0.817689 0.154 Uiso calc 0.390(7) B 2
H H40E 1.193331 0.126654 0.881952 0.154 Uiso calc 0.390(7) B 2
C C41' 0.600(3) 0.144(2) 0.8690(18) 0.086(5) Uani d 0.390(7) B 2
C C42' 0.447(3) 0.1071(19) 0.9099(18) 0.129(7) Uani d 0.390(7) B 2
H H42D 0.379334 0.136728 0.870853 0.193 Uiso calc 0.390(7) B 2
H H42E 0.417843 0.129945 0.962383 0.193 Uiso calc 0.390(7) B 2
H H42F 0.440850 0.029678 0.923506 0.193 Uiso calc 0.390(7) B 2
P P1 0.9720(4) 0.2211(3) 0.5773(2) 0.0221(9) Uani d 0.645(6) A 1
F F1 0.8599(5) 0.1457(3) 0.6530(2) 0.0385(10) Uani d 0.645(6) A 1
F F2 1.0832(4) 0.2965(4) 0.4991(2) 0.0412(10) Uani d 0.645(6) A 1
F F3 0.8362(4) 0.2690(3) 0.5333(3) 0.0475(12) Uani d 0.645(6) A 1
F F4 0.9609(5) 0.3118(3) 0.6251(3) 0.0410(10) Uani d 0.645(6) A 1
F F5 1.1101(5) 0.1733(3) 0.6173(4) 0.0562(15) Uani d 0.645(6) A 1
F F6 0.9824(5) 0.1322(4) 0.5268(3) 0.0537(13) Uani d 0.645(6) A 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ir1 N2 . . 171.61(9) y
N1 Ir1 N3 . . 89.41(9) y
N1 Ir1 N4 . . 96.50(9) y
N2 Ir1 N3 . . 97.19(9) y
N2 Ir1 N4 . . 90.07(9) y
N4 Ir1 N3 . . 76.79(9) y
C1 Ir1 N1 . . 80.42(11) y
C1 Ir1 N2 . . 93.13(11) y
C1 Ir1 N3 . . 101.51(10) y
C1 Ir1 N4 . . 176.54(10) y
C13 Ir1 N1 . . 93.12(11) y
C13 Ir1 N2 . . 80.39(11) y
C13 Ir1 N3 . . 177.26(10) y
C13 Ir1 N4 . . 101.85(10) y
C13 Ir1 C1 . . 79.97(11) y
C7 N1 Ir1 . . 115.65(19) ?
C11 N1 Ir1 . . 124.8(2) ?
C11 N1 C7 . . 119.5(2) ?
C19 N2 Ir1 . . 115.46(19) ?
C23 N2 Ir1 . . 124.8(2) ?
C23 N2 C19 . . 119.7(2) ?
C25 N3 Ir1 . . 129.3(2) ?
C25 N3 C36 . . 117.9(2) ?
C36 N3 Ir1 . . 112.78(18) ?
C34 N4 Ir1 . . 129.1(2) ?
C34 N4 C35 . . 117.8(2) ?
C35 N4 Ir1 . . 113.05(18) ?
C2 C1 Ir1 . . 128.0(2) ?
C2 C1 C6 . . 117.5(3) ?
C6 C1 Ir1 . . 114.4(2) ?
C1 C2 H2 . . 118.9 ?
C3 C2 C1 . . 122.2(3) ?
C3 C2 H2 . . 118.9 ?
C2 C3 C4 . . 118.8(3) ?
C2 C3 C12 . . 120.6(3) ?
C4 C3 C12 . . 120.6(3) ?
C3 C4 H4 . . 119.7 ?
C5 C4 C3 . . 120.6(3) ?
C5 C4 H4 . . 119.7 ?
C4 C5 H5 . . 120.0 ?
C4 C5 C6 . . 120.0(3) ?
C6 C5 H5 . . 120.0 ?
C1 C6 C7 . . 115.2(3) ?
C5 C6 C1 . . 120.8(3) ?
C5 C6 C7 . . 124.0(3) ?
N1 C7 C6 . . 114.2(2) ?
N1 C7 C8 . . 119.9(3) ?
C8 C7 C6 . . 126.0(3) ?
C7 C8 H8 . . 119.9 ?
C9 C8 C7 . . 120.3(3) ?
C9 C8 H8 . . 119.9 ?
C8 C9 H9 . . 120.2 ?
C8 C9 C10 . . 119.5(3) ?
C10 C9 H9 . . 120.2 ?
C9 C10 H10 . . 120.9 ?
C11 C10 C9 . . 118.2(3) ?
C11 C10 H10 . . 120.9 ?
N1 C11 C10 . . 122.7(3) ?
N1 C11 H11 . . 118.7 ?
C10 C11 H11 . . 118.7 ?
C3 C12 H12A . . 109.5 ?
C3 C12 H12B . . 109.5 ?
C3 C12 H12C . . 109.5 ?
H12A C12 H12B . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 Ir1 . . 127.8(2) ?
C14 C13 C18 . . 117.8(3) ?
C18 C13 Ir1 . . 114.4(2) ?
C13 C14 H14 . . 119.0 ?
C13 C14 C15 . . 122.1(3) ?
C15 C14 H14 . . 119.0 ?
C14 C15 C24 . . 120.0(3) ?
C16 C15 C14 . . 118.7(3) ?
C16 C15 C24 . . 121.3(3) ?
C15 C16 H16 . . 119.7 ?
C17 C16 C15 . . 120.6(3) ?
C17 C16 H16 . . 119.7 ?
C16 C17 H17 . . 120.1 ?
C16 C17 C18 . . 119.8(3) ?
C18 C17 H17 . . 120.1 ?
C13 C18 C19 . . 115.3(3) ?
C17 C18 C13 . . 120.9(3) ?
C17 C18 C19 . . 123.7(3) ?
N2 C19 C18 . . 114.3(3) ?
N2 C19 C20 . . 119.9(3) ?
C20 C19 C18 . . 125.8(3) ?
C19 C20 H20 . . 120.1 ?
C21 C20 C19 . . 119.9(3) ?
C21 C20 H20 . . 120.1 ?
C20 C21 H21 . . 120.2 ?
C20 C21 C22 . . 119.5(3) ?
C22 C21 H21 . . 120.2 ?
C21 C22 H22 . . 120.6 ?
C23 C22 C21 . . 118.7(3) ?
C23 C22 H22 . . 120.6 ?
N2 C23 C22 . . 122.2(3) ?
N2 C23 H23 . . 118.9 ?
C22 C23 H23 . . 118.9 ?
C15 C24 H24A . . 109.5 ?
C15 C24 H24B . . 109.5 ?
C15 C24 H24C . . 109.5 ?
H24A C24 H24B . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
N3 C25 C26 . . 122.0(3) ?
N3 C25 C37 . . 120.8(3) ?
C26 C25 C37 . . 117.2(3) ?
C25 C26 H26 . . 119.9 ?
C27 C26 C25 . . 120.3(3) ?
C27 C26 H26 . . 119.9 ?
C26 C27 H27 . . 120.2 ?
C26 C27 C28 . . 119.6(3) ?
C28 C27 H27 . . 120.2 ?
C27 C28 C29 . . 121.8(3) ?
C27 C28 C36 . . 117.6(3) ?
C36 C28 C29 . . 120.6(3) ?
C28 C29 H29 . . 119.6 ?
C30 C29 C28 . . 120.8(3) ?
C30 C29 H29 . . 119.6 ?
C29 C30 H30 . . 119.8 ?
C29 C30 C31 . . 120.5(3) ?
C31 C30 H30 . . 119.8 ?
C32 C31 C30 . . 121.5(3) ?
C32 C31 C35 . . 117.9(3) ?
C35 C31 C30 . . 120.6(3) ?
C31 C32 H32 . . 120.3 ?
C33 C32 C31 . . 119.5(3) ?
C33 C32 H32 . . 120.3 ?
C32 C33 H33 . . 119.7 ?
C32 C33 C34 . . 120.5(3) ?
C34 C33 H33 . . 119.7 ?
N4 C34 C33 . . 121.8(3) ?
N4 C34 C38 . . 120.8(3) ?
C33 C34 C38 . . 117.3(3) ?
N4 C35 C31 . . 122.5(3) ?
N4 C35 C36 . . 118.4(2) ?
C31 C35 C36 . . 119.2(3) ?
N3 C36 C28 . . 122.7(3) ?
N3 C36 C35 . . 119.0(2) ?
C28 C36 C35 . . 118.3(3) ?
C25 C37 H37A . . 109.5 ?
C25 C37 H37B . . 109.5 ?
C25 C37 H37C . . 109.5 ?
H37A C37 H37B . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38B . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
F1' P1' F2' . . 179.0(8) ?
F1' P1' F3' . . 91.8(6) ?
F1' P1' F4' . . 92.1(6) ?
F1' P1' F5' . . 91.4(6) ?
F1' P1' F6' . . 89.3(6) ?
F2' P1' F6' . . 89.9(6) ?
F3' P1' F2' . . 88.9(6) ?
F3' P1' F4' . . 91.7(5) ?
F3' P1' F5' . . 176.1(7) ?
F3' P1' F6' . . 87.9(5) ?
F4' P1' F2' . . 88.7(6) ?
F4' P1' F6' . . 178.6(6) ?
F5' P1' F2' . . 87.8(6) ?
F5' P1' F4' . . 90.4(5) ?
F5' P1' F6' . . 90.0(5) ?
H39A C39 H39B . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C40 C39 H39A . . 109.5 ?
C40 C39 H39B . . 109.5 ?
C40 C39 H39C . . 109.5 ?
C39 C40 H40A . . 108.9 ?
C39 C40 H40B . . 108.9 ?
H40A C40 H40B . . 107.7 ?
O1 C40 C39 . . 113.2(9) ?
O1 C40 H40A . . 108.9 ?
O1 C40 H40B . . 108.9 ?
C40 O1 C41 . . 108.8(7) ?
O1 C41 H41A . . 110.7 ?
O1 C41 H41B . . 110.7 ?
O1 C41 C42 . . 105.4(11) ?
H41A C41 H41B . . 108.8 ?
C42 C41 H41A . . 110.7 ?
C42 C41 H41B . . 110.7 ?
C41 C42 H42A . . 109.5 ?
C41 C42 H42B . . 109.5 ?
C41 C42 H42C . . 109.5 ?
H42A C42 H42B . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
N5' C39' C40' . . 178(2) ?
C39' C40' H40C . . 109.5 ?
C39' C40' H40D . . 109.5 ?
C39' C40' H40E . . 109.5 ?
H40C C40' H40D . . 109.5 ?
H40C C40' H40E . . 109.5 ?
H40D C40' H40E . . 109.5 ?
N6' C41' C42' . . 156(3) ?
C41' C42' H42D . . 109.5 ?
C41' C42' H42E . . 109.5 ?
C41' C42' H42F . . 109.5 ?
H42D C42' H42E . . 109.5 ?
H42D C42' H42F . . 109.5 ?
H42E C42' H42F . . 109.5 ?
F1 P1 F2 . . 178.5(3) ?
F1 P1 F3 . . 90.0(3) ?
F1 P1 F6 . . 88.8(3) ?
F3 P1 F2 . . 89.0(3) ?
F4 P1 F1 . . 92.2(3) ?
F4 P1 F2 . . 88.9(3) ?
F4 P1 F3 . . 90.2(3) ?
F4 P1 F5 . . 91.4(3) ?
F4 P1 F6 . . 178.4(4) ?
F5 P1 F1 . . 91.6(3) ?
F5 P1 F2 . . 89.4(3) ?
F5 P1 F3 . . 177.7(4) ?
F5 P1 F6 . . 89.8(3) ?
F6 P1 F2 . . 90.1(3) ?
F6 P1 F3 . . 88.6(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 N1 . 2.050(2) y
Ir1 N2 . 2.051(2) y
Ir1 N3 . 2.226(2) y
Ir1 N4 . 2.222(2) y
Ir1 C1 . 2.018(3) y
Ir1 C13 . 2.017(3) y
N1 C7 . 1.371(4) ?
N1 C11 . 1.343(4) ?
N2 C19 . 1.366(4) ?
N2 C23 . 1.349(4) ?
N3 C25 . 1.339(4) ?
N3 C36 . 1.374(4) ?
N4 C34 . 1.343(4) ?
N4 C35 . 1.380(4) ?
C1 C2 . 1.397(4) ?
C1 C6 . 1.414(4) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.393(4) ?
C3 C4 . 1.400(5) ?
C3 C12 . 1.509(4) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.382(5) ?
C5 H5 . 0.9500 ?
C5 C6 . 1.399(4) ?
C6 C7 . 1.462(4) ?
C7 C8 . 1.392(4) ?
C8 H8 . 0.9500 ?
C8 C9 . 1.380(5) ?
C9 H9 . 0.9500 ?
C9 C10 . 1.389(4) ?
C10 H10 . 0.9500 ?
C10 C11 . 1.386(4) ?
C11 H11 . 0.9500 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C14 . 1.396(4) ?
C13 C18 . 1.408(4) ?
C14 H14 . 0.9500 ?
C14 C15 . 1.396(4) ?
C15 C16 . 1.395(5) ?
C15 C24 . 1.507(5) ?
C16 H16 . 0.9500 ?
C16 C17 . 1.392(5) ?
C17 H17 . 0.9500 ?
C17 C18 . 1.394(4) ?
C18 C19 . 1.462(4) ?
C19 C20 . 1.393(4) ?
C20 H20 . 0.9500 ?
C20 C21 . 1.383(5) ?
C21 H21 . 0.9500 ?
C21 C22 . 1.387(5) ?
C22 H22 . 0.9500 ?
C22 C23 . 1.378(4) ?
C23 H23 . 0.9500 ?
C24 H24A . 0.9800 ?
C24 H24B . 0.9800 ?
C24 H24C . 0.9800 ?
C25 C26 . 1.409(4) ?
C25 C37 . 1.496(4) ?
C26 H26 . 0.9500 ?
C26 C27 . 1.362(5) ?
C27 H27 . 0.9500 ?
C27 C28 . 1.401(4) ?
C28 C29 . 1.422(4) ?
C28 C36 . 1.414(4) ?
C29 H29 . 0.9500 ?
C29 C30 . 1.349(5) ?
C30 H30 . 0.9500 ?
C30 C31 . 1.420(4) ?
C31 C32 . 1.406(4) ?
C31 C35 . 1.407(4) ?
C32 H32 . 0.9500 ?
C32 C33 . 1.353(5) ?
C33 H33 . 0.9500 ?
C33 C34 . 1.412(4) ?
C34 C38 . 1.492(4) ?
C35 C36 . 1.441(4) ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
P1' F1' . 1.576(6) ?
P1' F2' . 1.587(6) ?
P1' F3' . 1.579(6) ?
P1' F4' . 1.583(6) ?
P1' F5' . 1.581(6) ?
P1' F6' . 1.595(6) ?
C39 H39A . 0.9800 ?
C39 H39B . 0.9800 ?
C39 H39C . 0.9800 ?
C39 C40 . 1.538(17) ?
C40 H40A . 0.9900 ?
C40 H40B . 0.9900 ?
C40 O1 . 1.431(10) ?
O1 C41 . 1.457(18) ?
C41 H41A . 0.9900 ?
C41 H41B . 0.9900 ?
C41 C42 . 1.553(17) ?
C42 H42A . 0.9800 ?
C42 H42B . 0.9800 ?
C42 H42C . 0.9800 ?
N5' C39' . 1.152(9) ?
N6' C41' . 1.154(10) ?
C39' C40' . 1.468(9) ?
C40' H40C . 0.9800 ?
C40' H40D . 0.9800 ?
C40' H40E . 0.9800 ?
C41' C42' . 1.471(10) ?
C42' H42D . 0.9800 ?
C42' H42E . 0.9800 ?
C42' H42F . 0.9800 ?
P1 F1 . 1.585(4) ?
P1 F2 . 1.600(4) ?
P1 F3 . 1.597(4) ?
P1 F4 . 1.582(4) ?
P1 F5 . 1.583(4) ?
P1 F6 . 1.593(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H10 F2' . 0.95 2.54 3.270(9) 134.3 yes
C10 H10 F2 . 0.95 2.53 3.329(5) 141.9 yes
C11 H11 F6' . 0.95 2.53 3.373(9) 148.5 yes
C11 H11 F3 . 0.95 2.37 3.140(5) 137.9 yes
C22 H22 F6' 1_455 0.95 2.51 3.272(8) 137.8 yes
C23 H23 F2 1_455 0.95 2.32 3.194(5) 152.1 yes
C26 H26 F3 2_666 0.95 2.52 3.455(5) 167.6 yes
C33 H33 F5' 2_756 0.95 2.45 3.372(8) 162.8 yes
C37 H37B F3' 2_666 0.98 2.37 3.330(7) 164.7 yes
C38 H38B F5 2_756 0.98 2.42 3.393(5) 170.9 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ir1 N1 C7 C6 . . . . 3.0(3) ?
Ir1 N1 C7 C8 . . . . -176.3(2) ?
Ir1 N1 C11 C10 . . . . 176.3(2) ?
Ir1 N2 C19 C18 . . . . 3.4(3) ?
Ir1 N2 C19 C20 . . . . -177.2(2) ?
Ir1 N2 C23 C22 . . . . 177.2(2) ?
Ir1 N3 C25 C26 . . . . -178.4(2) ?
Ir1 N3 C25 C37 . . . . 2.4(4) ?
Ir1 N3 C36 C28 . . . . 178.3(2) ?
Ir1 N3 C36 C35 . . . . -1.8(3) ?
Ir1 N4 C34 C33 . . . . 179.0(2) ?
Ir1 N4 C34 C38 . . . . 0.2(4) ?
Ir1 N4 C35 C31 . . . . -180.0(2) ?
Ir1 N4 C35 C36 . . . . 0.2(3) ?
Ir1 C1 C2 C3 . . . . 179.1(2) ?
Ir1 C1 C6 C5 . . . . -179.6(2) ?
Ir1 C1 C6 C7 . . . . -0.9(3) ?
Ir1 C13 C14 C15 . . . . 179.4(2) ?
Ir1 C13 C18 C17 . . . . -179.8(2) ?
Ir1 C13 C18 C19 . . . . -2.7(3) ?
N1 C7 C8 C9 . . . . -0.5(4) ?
N2 C19 C20 C21 . . . . -0.1(5) ?
N3 C25 C26 C27 . . . . 0.5(4) ?
N4 C35 C36 N3 . . . . 1.1(4) ?
N4 C35 C36 C28 . . . . -179.0(2) ?
C1 C2 C3 C4 . . . . 1.6(4) ?
C1 C2 C3 C12 . . . . -177.0(3) ?
C1 C6 C7 N1 . . . . -1.4(4) ?
C1 C6 C7 C8 . . . . 177.9(3) ?
C2 C1 C6 C5 . . . . 1.8(4) ?
C2 C1 C6 C7 . . . . -179.6(2) ?
C2 C3 C4 C5 . . . . 0.0(5) ?
C3 C4 C5 C6 . . . . -0.6(5) ?
C4 C5 C6 C1 . . . . -0.3(4) ?
C4 C5 C6 C7 . . . . -178.8(3) ?
C5 C6 C7 N1 . . . . 177.2(3) ?
C5 C6 C7 C8 . . . . -3.5(5) ?
C6 C1 C2 C3 . . . . -2.4(4) ?
C6 C7 C8 C9 . . . . -179.7(3) ?
C7 N1 C11 C10 . . . . -0.4(4) ?
C7 C8 C9 C10 . . . . 0.0(5) ?
C8 C9 C10 C11 . . . . 0.3(5) ?
C9 C10 C11 N1 . . . . -0.1(5) ?
C11 N1 C7 C6 . . . . 180.0(2) ?
C11 N1 C7 C8 . . . . 0.7(4) ?
C12 C3 C4 C5 . . . . 178.6(3) ?
C13 C14 C15 C16 . . . . 1.7(5) ?
C13 C14 C15 C24 . . . . -179.9(3) ?
C13 C18 C19 N2 . . . . -0.5(4) ?
C13 C18 C19 C20 . . . . -179.8(3) ?
C14 C13 C18 C17 . . . . 2.0(4) ?
C14 C13 C18 C19 . . . . 179.1(3) ?
C14 C15 C16 C17 . . . . 0.0(5) ?
C15 C16 C17 C18 . . . . -0.6(5) ?
C16 C17 C18 C13 . . . . -0.4(5) ?
C16 C17 C18 C19 . . . . -177.3(3) ?
C17 C18 C19 N2 . . . . 176.5(3) ?
C17 C18 C19 C20 . . . . -2.8(5) ?
C18 C13 C14 C15 . . . . -2.7(4) ?
C18 C19 C20 C21 . . . . 179.1(3) ?
C19 N2 C23 C22 . . . . 0.1(4) ?
C19 C20 C21 C22 . . . . -0.2(5) ?
C20 C21 C22 C23 . . . . 0.5(5) ?
C21 C22 C23 N2 . . . . -0.4(5) ?
C23 N2 C19 C18 . . . . -179.1(2) ?
C23 N2 C19 C20 . . . . 0.2(4) ?
C24 C15 C16 C17 . . . . -178.4(3) ?
C25 N3 C36 C28 . . . . -0.2(4) ?
C25 N3 C36 C35 . . . . 179.8(2) ?
C25 C26 C27 C28 . . . . -0.4(4) ?
C26 C27 C28 C29 . . . . -178.8(3) ?
C26 C27 C28 C36 . . . . 0.0(4) ?
C27 C28 C29 C30 . . . . 179.2(3) ?
C27 C28 C36 N3 . . . . 0.2(4) ?
C27 C28 C36 C35 . . . . -179.7(3) ?
C28 C29 C30 C31 . . . . -0.2(5) ?
C29 C28 C36 N3 . . . . 179.1(3) ?
C29 C28 C36 C35 . . . . -0.8(4) ?
C29 C30 C31 C32 . . . . 178.8(3) ?
C29 C30 C31 C35 . . . . 0.6(5) ?
C30 C31 C32 C33 . . . . -178.7(3) ?
C30 C31 C35 N4 . . . . 179.0(3) ?
C30 C31 C35 C36 . . . . -1.1(4) ?
C31 C32 C33 C34 . . . . -0.4(4) ?
C31 C35 C36 N3 . . . . -178.8(2) ?
C31 C35 C36 C28 . . . . 1.2(4) ?
C32 C31 C35 N4 . . . . 0.8(4) ?
C32 C31 C35 C36 . . . . -179.4(3) ?
C32 C33 C34 N4 . . . . 1.1(4) ?
C32 C33 C34 C38 . . . . 180.0(3) ?
C34 N4 C35 C31 . . . . -0.2(4) ?
C34 N4 C35 C36 . . . . 180.0(2) ?
C35 N4 C34 C33 . . . . -0.8(4) ?
C35 N4 C34 C38 . . . . -179.6(3) ?
C35 C31 C32 C33 . . . . -0.4(4) ?
C36 N3 C25 C26 . . . . -0.2(4) ?
C36 N3 C25 C37 . . . . -179.4(3) ?
C36 C28 C29 C30 . . . . 0.3(5) ?
C37 C25 C26 C27 . . . . 179.8(3) ?
C39 C40 O1 C41 . . . . -173.7(13) ?
C40 O1 C41 C42 . . . . -175.2(10) ?
