#------------------------------------------------------------------------------
#$Date: 2022-08-27 05:54:14 +0300 (Sat, 27 Aug 2022) $
#$Revision: 277425 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/75/1567532.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_1567532
loop_
_publ_author_name
'Shevlin, Madelyn R.'
'Stumbo, Emily E.'
'McMillen, Colin D.'
'Pienkos, Jared A.'
_publ_section_title
;
 Bis[3,5-difluoro-2-(pyridin-2-yl)phenyl](4,4'-dimethoxy-2,2'-bipyridine)iridium(III)
 hexafluoridophosphate
;
_journal_coeditor_code           ZL4051
_journal_issue                   8
_journal_name_full               IUCrData
_journal_page_first              x220830
_journal_paper_doi               10.1107/S2414314622008306
_journal_volume                  7
_journal_year                    2022
_chemical_formula_iupac          '[Ir (C11 H6 F2 N)2 (C12 H12 N2 O2)] P F6'
_chemical_formula_moiety         'C34 H24 F4 Ir N4 O2 +, F6 P -'
_chemical_formula_sum            'C34 H24 F10 Ir N4 O2 P'
_chemical_formula_weight         933.74
_chemical_name_systematic
'Bis[3,5-difluoro-2-(pyridin-2-yl)phenyl](4,4'-dimethoxy-2,2'-bipyridine)iridium(III) hexafluoridophosphate'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   41.574(3)
_cell_length_b                   8.6065(7)
_cell_length_c                   18.2384(14)
_cell_measurement_reflns_used    9410
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.16
_cell_measurement_theta_min      4.01
_cell_volume                     6525.8(9)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2017)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016/6 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 2'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            51121
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.245
_diffrn_reflns_theta_min         4.965
_diffrn_source                   'Incoatec I\mS'
_exptl_absorpt_coefficient_mu    9.272
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.901
_exptl_crystal_description       column
_exptl_crystal_F_000             3632
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.909
_refine_diff_density_min         -0.608
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         6215
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0194P)²+21.8494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0677
_reflns_number_gt                5595
_reflns_number_total             6215
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl4051sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        6525.9(9)
_cod_database_code               1567532
_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   0.257
_shelx_estimated_absorpt_t_max   0.597
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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 0.60823(2) 0.58537(2) 0.48740(2) 0.01420(6) Uani d 1 . .
P P1 0.69527(2) 1.06167(12) 0.66335(5) 0.0244(2) Uani d 1 . .
F F1 0.51080(6) 0.1773(4) 0.52914(15) 0.0471(7) Uani d 1 . .
F F2 0.50104(6) 0.6651(4) 0.63715(13) 0.0475(7) Uani d 1 . .
F F3 0.53664(7) 0.9251(3) 0.29752(15) 0.0457(7) Uani d 1 . .
F F4 0.56046(7) 0.4119(3) 0.23471(13) 0.0439(7) Uani d 1 . .
F F5 0.67444(7) 0.9209(3) 0.6335(2) 0.0588(9) Uani d 1 . .
F F6 0.71604(7) 1.2005(3) 0.69438(17) 0.0487(7) Uani d 1 . .
F F7 0.70871(7) 0.9525(3) 0.72743(16) 0.0484(7) Uani d 1 . .
F F8 0.68154(6) 1.1714(4) 0.60026(14) 0.0473(7) Uani d 1 . .
F F9 0.72483(6) 1.0121(4) 0.61233(14) 0.0477(7) Uani d 1 . .
F F10 0.66573(6) 1.1117(3) 0.71486(14) 0.0392(6) Uani d 1 . .
O O1 0.68565(6) 0.4864(3) 0.77561(13) 0.0252(6) Uani d 1 . .
O O2 0.74782(6) 0.8299(3) 0.43096(14) 0.0276(6) Uani d 1 . .
N N1 0.63528(7) 0.5248(3) 0.58221(15) 0.0172(6) Uani d 1 . .
N N2 0.65522(6) 0.6726(3) 0.46407(15) 0.0153(5) Uani d 1 . .
N N3 0.59314(7) 0.7760(4) 0.54453(15) 0.0211(6) Uani d 1 . .
N N4 0.61822(7) 0.3919(4) 0.42744(16) 0.0207(6) Uani d 1 . .
C C1 0.62284(8) 0.4565(4) 0.64235(19) 0.0204(7) Uani d 1 . .
H H1 0.601441 0.418006 0.640197 0.024 Uiso calc 1 . .
C C2 0.63967(8) 0.4401(4) 0.70643(19) 0.0215(7) Uani d 1 . .
H H2 0.630255 0.389275 0.747379 0.026 Uiso calc 1 . .
C C3 0.67100(8) 0.4995(4) 0.71064(18) 0.0184(7) Uani d 1 . .
C C4 0.68430(8) 0.5666(4) 0.64852(19) 0.0186(7) Uani d 1 . .
H H4 0.705778 0.604258 0.649117 0.022 Uiso calc 1 . .
C C5 0.66579(8) 0.5780(4) 0.58555(18) 0.0152(6) Uani d 1 . .
C C6 0.67759(8) 0.6531(4) 0.51767(17) 0.0159(6) Uani d 1 . .
C C7 0.70924(8) 0.7019(4) 0.50924(18) 0.0189(7) Uani d 1 . .
H H7 0.724542 0.684919 0.547080 0.023 Uiso calc 1 . .
C C8 0.71818(8) 0.7759(4) 0.44450(19) 0.0205(7) Uani d 1 . .
C C9 0.69516(9) 0.7961(4) 0.38958(18) 0.0210(7) Uani d 1 . .
H H9 0.700598 0.846105 0.344825 0.025 Uiso calc 1 . .
C C10 0.66460(8) 0.7424(4) 0.40150(17) 0.0177(7) Uani d 1 . .
H H10 0.649158 0.754997 0.363565 0.021 Uiso calc 1 . .
C C11 0.71886(10) 0.5355(6) 0.7799(2) 0.0352(10) Uani d 1 . .
H H11A 0.731560 0.479276 0.743261 0.053 Uiso calc 1 . .
H H11B 0.727276 0.512989 0.828998 0.053 Uiso calc 1 . .
H H11C 0.720241 0.647362 0.770505 0.053 Uiso calc 1 . .
C C12 0.77258(9) 0.7963(5) 0.4834(2) 0.0307(9) Uani d 1 . .
H H12A 0.767154 0.844654 0.530472 0.046 Uiso calc 1 . .
H H12B 0.793125 0.837818 0.465787 0.046 Uiso calc 1 . .
H H12C 0.774373 0.683614 0.489807 0.046 Uiso calc 1 . .
C C13 0.56560(8) 0.5034(5) 0.52336(18) 0.0237(8) Uani d 1 . .
C C14 0.55276(10) 0.3574(5) 0.5117(2) 0.0300(9) Uani d 1 . .
H H14 0.564116 0.283327 0.483050 0.036 Uiso calc 1 . .
C C15 0.52304(9) 0.3197(6) 0.5421(2) 0.0332(9) Uani d 1 . .
C C16 0.50576(10) 0.4217(6) 0.5846(2) 0.0381(11) Uani d 1 . .
H H16 0.485645 0.393021 0.605269 0.046 Uiso calc 1 . .
C C17 0.51855(10) 0.5655(6) 0.5960(2) 0.0360(11) Uani d 1 . .
C C18 0.54814(9) 0.6118(5) 0.5669(2) 0.0279(9) Uani d 1 . .
C C19 0.56351(9) 0.7625(5) 0.5786(2) 0.0290(9) Uani d 1 . .
C C20 0.55180(11) 0.8876(6) 0.6201(2) 0.0403(11) Uani d 1 . .
H H20 0.531358 0.880956 0.643223 0.048 Uiso calc 1 . .
C C21 0.57016(12) 1.0204(6) 0.6272(2) 0.0426(11) Uani d 1 . .
H H21 0.562063 1.106271 0.654293 0.051 Uiso calc 1 . .
C C22 0.60004(11) 1.0293(6) 0.5955(2) 0.0374(10) Uani d 1 . .
H H22 0.613287 1.118091 0.602228 0.045 Uiso calc 1 . .
C C23 0.61029(9) 0.9055(5) 0.5534(2) 0.0273(8) Uani d 1 . .
H H23 0.630572 0.912941 0.529681 0.033 Uiso calc 1 . .
C C24 0.58468(8) 0.6421(5) 0.39470(18) 0.0222(7) Uani d 1 . .
C C25 0.56931(9) 0.7793(5) 0.3780(2) 0.0285(8) Uani d 1 . .
H H25 0.570615 0.865422 0.410381 0.034 Uiso calc 1 . .
C C26 0.55177(9) 0.7906(6) 0.3128(2) 0.0336(9) Uani d 1 . .
C C27 0.54847(9) 0.6700(6) 0.2651(2) 0.0340(10) Uani d 1 . .
H H27 0.535858 0.679906 0.221947 0.041 Uiso calc 1 . .
C C28 0.56399(10) 0.5335(6) 0.2816(2) 0.0328(9) Uani d 1 . .
C C29 0.58303(9) 0.5150(5) 0.34384(19) 0.0273(8) Uani d 1 . .
C C30 0.60312(10) 0.3802(5) 0.3612(2) 0.0269(8) Uani d 1 . .
C C31 0.60924(11) 0.2514(6) 0.3162(2) 0.0384(10) Uani d 1 . .
H H31 0.598464 0.241717 0.270467 0.046 Uiso calc 1 . .
C C32 0.63070(13) 0.1393(5) 0.3378(3) 0.0428(11) Uani d 1 . .
H H32 0.634963 0.052331 0.307227 0.051 Uiso calc 1 . .
C C33 0.64615(12) 0.1545(5) 0.4052(3) 0.0405(10) Uani d 1 . .
H H33 0.661350 0.079018 0.420865 0.049 Uiso calc 1 . .
C C34 0.63901(9) 0.2812(5) 0.4489(2) 0.0294(8) Uani d 1 . .
H H34 0.649092 0.290304 0.495433 0.035 Uiso calc 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'
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'
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'
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
C24 Ir1 C13 . . 86.02(13) ?
C24 Ir1 N4 . . 81.16(14) ?
C13 Ir1 N4 . . 93.90(15) ?
C24 Ir1 N3 . . 94.85(14) ?
C13 Ir1 N3 . . 81.09(15) ?
N4 Ir1 N3 . . 173.84(12) ?
C24 Ir1 N1 . . 177.11(12) ?
C13 Ir1 N1 . . 96.57(12) ?
N4 Ir1 N1 . . 97.36(12) ?
N3 Ir1 N1 . . 86.83(11) ?
C24 Ir1 N2 . . 101.08(12) ?
C13 Ir1 N2 . . 172.49(12) ?
N4 Ir1 N2 . . 89.64(11) ?
N3 Ir1 N2 . . 95.76(11) ?
N1 Ir1 N2 . . 76.39(10) ?
F6 P1 F5 . . 179.0(2) ?
F6 P1 F8 . . 90.37(17) ?
F5 P1 F8 . . 90.54(18) ?
F6 P1 F9 . . 89.44(17) ?
F5 P1 F9 . . 90.93(17) ?
F8 P1 F9 . . 90.75(14) ?
F6 P1 F7 . . 89.52(17) ?
F5 P1 F7 . . 89.57(18) ?
F8 P1 F7 . . 179.25(17) ?
F9 P1 F7 . . 89.99(15) ?
F6 P1 F10 . . 90.31(15) ?
F5 P1 F10 . . 89.32(16) ?
F8 P1 F10 . . 89.40(14) ?
F9 P1 F10 . . 179.71(17) ?
F7 P1 F10 . . 89.86(15) ?
C3 O1 C11 . . 117.3(3) ?
C8 O2 C12 . . 117.8(3) ?
C1 N1 C5 . . 118.1(3) ?
C1 N1 Ir1 . . 124.4(2) ?
C5 N1 Ir1 . . 116.8(2) ?
C10 N2 C6 . . 117.8(3) ?
C10 N2 Ir1 . . 126.2(2) ?
C6 N2 Ir1 . . 116.0(2) ?
C23 N3 C19 . . 119.4(3) ?
C23 N3 Ir1 . . 124.7(2) ?
C19 N3 Ir1 . . 115.8(3) ?
C34 N4 C30 . . 120.1(3) ?
C34 N4 Ir1 . . 123.7(3) ?
C30 N4 Ir1 . . 116.2(3) ?
N1 C1 C2 . . 122.9(3) ?
N1 C1 H1 . . 118.5 ?
C2 C1 H1 . . 118.5 ?
C1 C2 C3 . . 119.0(3) ?
C1 C2 H2 . . 120.5 ?
C3 C2 H2 . . 120.5 ?
O1 C3 C4 . . 125.3(3) ?
O1 C3 C2 . . 116.2(3) ?
C4 C3 C2 . . 118.5(3) ?
C5 C4 C3 . . 119.0(3) ?
C5 C4 H4 . . 120.5 ?
C3 C4 H4 . . 120.5 ?
N1 C5 C4 . . 122.4(3) ?
N1 C5 C6 . . 114.9(3) ?
C4 C5 C6 . . 122.7(3) ?
N2 C6 C7 . . 122.1(3) ?
N2 C6 C5 . . 115.4(3) ?
C7 C6 C5 . . 122.6(3) ?
C6 C7 C8 . . 119.0(3) ?
C6 C7 H7 . . 120.5 ?
C8 C7 H7 . . 120.5 ?
O2 C8 C7 . . 124.1(3) ?
O2 C8 C9 . . 117.0(3) ?
C7 C8 C9 . . 118.9(3) ?
C10 C9 C8 . . 118.7(3) ?
C10 C9 H9 . . 120.7 ?
C8 C9 H9 . . 120.7 ?
N2 C10 C9 . . 123.6(3) ?
N2 C10 H10 . . 118.2 ?
C9 C10 H10 . . 118.2 ?
O1 C11 H11A . . 109.5 ?
O1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
O1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O2 C12 H12A . . 109.5 ?
O2 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
O2 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C14 C13 C18 . . 119.0(3) ?
C14 C13 Ir1 . . 127.4(3) ?
C18 C13 Ir1 . . 113.6(3) ?
C13 C14 C15 . . 119.6(4) ?
C13 C14 H14 . . 120.2 ?
C15 C14 H14 . . 120.2 ?
F1 C15 C16 . . 118.9(4) ?
F1 C15 C14 . . 118.5(4) ?
C16 C15 C14 . . 122.6(4) ?
C17 C16 C15 . . 117.5(4) ?
C17 C16 H16 . . 121.2 ?
C15 C16 H16 . . 121.2 ?
F2 C17 C16 . . 116.8(4) ?
F2 C17 C18 . . 120.3(4) ?
C16 C17 C18 . . 123.0(4) ?
C17 C18 C13 . . 118.3(4) ?
C17 C18 C19 . . 125.6(4) ?
C13 C18 C19 . . 116.1(3) ?
N3 C19 C20 . . 119.1(4) ?
N3 C19 C18 . . 113.4(3) ?
C20 C19 C18 . . 127.5(4) ?
C21 C20 C19 . . 119.6(4) ?
C21 C20 H20 . . 120.2 ?
C19 C20 H20 . . 120.2 ?
C22 C21 C20 . . 120.4(4) ?
C22 C21 H21 . . 119.8 ?
C20 C21 H21 . . 119.8 ?
C21 C22 C23 . . 118.1(5) ?
C21 C22 H22 . . 120.9 ?
C23 C22 H22 . . 120.9 ?
N3 C23 C22 . . 123.2(4) ?
N3 C23 H23 . . 118.4 ?
C22 C23 H23 . . 118.4 ?
C25 C24 C29 . . 119.2(3) ?
C25 C24 Ir1 . . 128.3(3) ?
C29 C24 Ir1 . . 112.4(3) ?
C24 C25 C26 . . 119.4(4) ?
C24 C25 H25 . . 120.3 ?
C26 C25 H25 . . 120.3 ?
F3 C26 C27 . . 118.4(4) ?
F3 C26 C25 . . 118.7(4) ?
C27 C26 C25 . . 122.9(4) ?
C26 C27 C28 . . 117.7(4) ?
C26 C27 H27 . . 121.1 ?
C28 C27 H27 . . 121.1 ?
F4 C28 C27 . . 118.0(4) ?
F4 C28 C29 . . 119.1(4) ?
C27 C28 C29 . . 122.9(4) ?
C28 C29 C24 . . 117.8(4) ?
C28 C29 C30 . . 126.2(4) ?
C24 C29 C30 . . 115.9(3) ?
N4 C30 C31 . . 119.5(4) ?
N4 C30 C29 . . 113.3(3) ?
C31 C30 C29 . . 127.1(4) ?
C32 C31 C30 . . 120.4(4) ?
C32 C31 H31 . . 119.8 ?
C30 C31 H31 . . 119.8 ?
C31 C32 C33 . . 119.2(4) ?
C31 C32 H32 . . 120.4 ?
C33 C32 H32 . . 120.4 ?
C34 C33 C32 . . 118.9(4) ?
C34 C33 H33 . . 120.5 ?
C32 C33 H33 . . 120.5 ?
N4 C34 C33 . . 121.9(4) ?
N4 C34 H34 . . 119.0 ?
C33 C34 H34 . . 119.0 ?
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 C24 . 2.014(3) ?
Ir1 C13 . 2.017(3) ?
Ir1 N4 . 2.035(3) ?
Ir1 N3 . 2.042(3) ?
Ir1 N1 . 2.128(3) ?
Ir1 N2 . 2.136(3) ?
P1 F6 . 1.579(3) ?
P1 F5 . 1.585(3) ?
P1 F8 . 1.594(3) ?
P1 F9 . 1.599(3) ?
P1 F7 . 1.601(3) ?
P1 F10 . 1.605(3) ?
F1 C15 . 1.347(5) ?
F2 C17 . 1.352(5) ?
F3 C26 . 1.347(5) ?
F4 C28 . 1.360(5) ?
O1 C3 . 1.337(4) ?
O1 C11 . 1.446(5) ?
O2 C8 . 1.340(4) ?
O2 C12 . 1.435(5) ?
N1 C1 . 1.347(4) ?
N1 C5 . 1.350(4) ?
N2 C10 . 1.347(4) ?
N2 C6 . 1.360(4) ?
N3 C23 . 1.333(5) ?
N3 C19 . 1.385(5) ?
N4 C34 . 1.344(5) ?
N4 C30 . 1.366(5) ?
C1 C2 . 1.369(5) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.401(5) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.387(5) ?
C4 C5 . 1.386(5) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.481(4) ?
C6 C7 . 1.389(5) ?
C7 C8 . 1.392(5) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.396(5) ?
C9 C10 . 1.370(5) ?
C9 H9 . 0.9500 ?
C10 H10 . 0.9500 ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 H12A . 0.9800 ?
C12 H12B . 0.9800 ?
C12 H12C . 0.9800 ?
C13 C14 . 1.382(6) ?
C13 C18 . 1.424(6) ?
C14 C15 . 1.393(6) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.373(7) ?
C16 C17 . 1.364(7) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.398(5) ?
C18 C19 . 1.461(6) ?
C19 C20 . 1.404(6) ?
C20 C21 . 1.381(7) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.373(7) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.380(6) ?
C22 H22 . 0.9500 ?
C23 H23 . 0.9500 ?
C24 C25 . 1.377(6) ?
C24 C29 . 1.435(6) ?
C25 C26 . 1.397(5) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.361(7) ?
C27 C28 . 1.374(7) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.393(5) ?
C29 C30 . 1.464(6) ?
C30 C31 . 1.403(6) ?
C31 C32 . 1.372(7) ?
C31 H31 . 0.9500 ?
C32 C33 . 1.393(7) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.383(6) ?
C33 H33 . 0.9500 ?
C34 H34 . 0.9500 ?
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
C11 H11A F7 8_755 0.98 2.51 3.240(6) 131.1
C11 H11B O2 2_665 0.98 2.52 3.294(5) 135.6
C20 H20 F2 . 0.95 2.25 2.866(6) 122.0
C31 H31 F4 . 0.95 2.25 2.869(6) 121.9
C34 H34 F8 1_545 0.95 2.55 3.412(5) 150.3
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
C5 N1 C1 C2 . . . . 0.5(5) ?
Ir1 N1 C1 C2 . . . . -169.9(3) ?
N1 C1 C2 C3 . . . . 1.4(6) ?
C11 O1 C3 C4 . . . . -5.0(5) ?
C11 O1 C3 C2 . . . . 175.2(3) ?
C1 C2 C3 O1 . . . . 177.0(3) ?
C1 C2 C3 C4 . . . . -2.9(5) ?
O1 C3 C4 C5 . . . . -177.4(3) ?
C2 C3 C4 C5 . . . . 2.5(5) ?
C1 N1 C5 C4 . . . . -1.0(5) ?
Ir1 N1 C5 C4 . . . . 170.2(3) ?
C1 N1 C5 C6 . . . . -179.3(3) ?
Ir1 N1 C5 C6 . . . . -8.1(4) ?
C3 C4 C5 N1 . . . . -0.6(5) ?
C3 C4 C5 C6 . . . . 177.6(3) ?
C10 N2 C6 C7 . . . . -0.4(5) ?
Ir1 N2 C6 C7 . . . . 178.8(3) ?
C10 N2 C6 C5 . . . . 179.1(3) ?
Ir1 N2 C6 C5 . . . . -1.7(4) ?
N1 C5 C6 N2 . . . . 6.4(4) ?
C4 C5 C6 N2 . . . . -171.9(3) ?
N1 C5 C6 C7 . . . . -174.1(3) ?
C4 C5 C6 C7 . . . . 7.6(5) ?
N2 C6 C7 C8 . . . . 1.4(5) ?
C5 C6 C7 C8 . . . . -178.1(3) ?
C12 O2 C8 C7 . . . . 6.2(5) ?
C12 O2 C8 C9 . . . . -173.8(3) ?
C6 C7 C8 O2 . . . . 178.8(3) ?
C6 C7 C8 C9 . . . . -1.2(5) ?
O2 C8 C9 C10 . . . . -180.0(3) ?
C7 C8 C9 C10 . . . . 0.1(5) ?
C6 N2 C10 C9 . . . . -0.9(5) ?
Ir1 N2 C10 C9 . . . . -180.0(3) ?
C8 C9 C10 N2 . . . . 1.0(5) ?
C18 C13 C14 C15 . . . . 0.4(5) ?
Ir1 C13 C14 C15 . . . . 178.7(3) ?
C13 C14 C15 F1 . . . . 179.1(3) ?
C13 C14 C15 C16 . . . . -0.7(6) ?
F1 C15 C16 C17 . . . . -179.1(3) ?
C14 C15 C16 C17 . . . . 0.7(6) ?
C15 C16 C17 F2 . . . . 179.2(3) ?
C15 C16 C17 C18 . . . . -0.4(6) ?
F2 C17 C18 C13 . . . . -179.5(3) ?
C16 C17 C18 C13 . . . . 0.1(6) ?
F2 C17 C18 C19 . . . . 2.1(6) ?
C16 C17 C18 C19 . . . . -178.3(4) ?
C14 C13 C18 C17 . . . . -0.1(5) ?
Ir1 C13 C18 C17 . . . . -178.6(3) ?
C14 C13 C18 C19 . . . . 178.4(3) ?
Ir1 C13 C18 C19 . . . . -0.1(4) ?
C23 N3 C19 C20 . . . . 1.8(5) ?
Ir1 N3 C19 C20 . . . . 178.8(3) ?
C23 N3 C19 C18 . . . . -177.3(3) ?
Ir1 N3 C19 C18 . . . . -0.3(4) ?
C17 C18 C19 N3 . . . . 178.7(3) ?
C13 C18 C19 N3 . . . . 0.3(5) ?
C17 C18 C19 C20 . . . . -0.3(6) ?
C13 C18 C19 C20 . . . . -178.7(4) ?
N3 C19 C20 C21 . . . . -1.1(6) ?
C18 C19 C20 C21 . . . . 177.9(4) ?
C19 C20 C21 C22 . . . . -1.6(7) ?
C20 C21 C22 C23 . . . . 3.3(7) ?
C19 N3 C23 C22 . . . . 0.0(6) ?
Ir1 N3 C23 C22 . . . . -176.6(3) ?
C21 C22 C23 N3 . . . . -2.6(7) ?
C29 C24 C25 C26 . . . . 1.6(5) ?
Ir1 C24 C25 C26 . . . . -174.2(3) ?
C24 C25 C26 F3 . . . . 179.4(3) ?
C24 C25 C26 C27 . . . . 1.5(6) ?
F3 C26 C27 C28 . . . . -179.9(3) ?
C25 C26 C27 C28 . . . . -1.9(6) ?
C26 C27 C28 F4 . . . . 179.2(3) ?
C26 C27 C28 C29 . . . . -0.9(6) ?
F4 C28 C29 C24 . . . . -176.2(3) ?
C27 C28 C29 C24 . . . . 3.9(6) ?
F4 C28 C29 C30 . . . . 7.2(6) ?
C27 C28 C29 C30 . . . . -172.8(4) ?
C25 C24 C29 C28 . . . . -4.2(5) ?
Ir1 C24 C29 C28 . . . . 172.3(3) ?
C25 C24 C29 C30 . . . . 172.8(3) ?
Ir1 C24 C29 C30 . . . . -10.7(4) ?
C34 N4 C30 C31 . . . . 0.6(5) ?
Ir1 N4 C30 C31 . . . . 178.9(3) ?
C34 N4 C30 C29 . . . . -176.0(3) ?
Ir1 N4 C30 C29 . . . . 2.3(4) ?
C28 C29 C30 N4 . . . . -177.7(4) ?
C24 C29 C30 N4 . . . . 5.6(5) ?
C28 C29 C30 C31 . . . . 6.0(7) ?
C24 C29 C30 C31 . . . . -170.7(4) ?
N4 C30 C31 C32 . . . . -1.3(6) ?
C29 C30 C31 C32 . . . . 174.9(4) ?
C30 C31 C32 C33 . . . . 0.4(7) ?
C31 C32 C33 C34 . . . . 1.0(7) ?
C30 N4 C34 C33 . . . . 0.9(6) ?
Ir1 N4 C34 C33 . . . . -177.3(3) ?
C32 C33 C34 N4 . . . . -1.7(7) ?

_cod_database_fobs_code 1567532
