data_as0709_0m_2
_audit_creation_date               2018-11-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2018/1'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C21 H23 Cl4 F Ir N O3'
_chemical_formula_sum              'C21 H23 Cl4 F Ir N O3'
_chemical_formula_weight           690.40
_chemical_melting_point            ?
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'
 'F' 'F' 0.0171 0.0103 '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'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/n 1'
_space_group_name_Hall             '-P 2yn'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                     10.2586(7)
_cell_length_b                     18.0776(11)
_cell_length_c                     12.3309(9)
_cell_angle_alpha                  90
_cell_angle_beta                   101.266(3)
_cell_angle_gamma                  90
_cell_volume                       2242.7(3)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      9630
_cell_measurement_temperature      100
_cell_measurement_theta_max        29.26
_cell_measurement_theta_min        2.62
_shelx_estimated_absorpt_T_max     0.211
_shelx_estimated_absorpt_T_min     0.138
_exptl_absorpt_coefficient_mu      6.463
_exptl_absorpt_correction_T_max    0.7461
_exptl_absorpt_correction_T_min    0.6654
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0793 before and 0.0556 after correction. The Ratio of minimum to maximum transmission is 0.8918. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear yellowish'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     yellowish
_exptl_crystal_density_diffrn      2.045
_exptl_crystal_density_meas        .
_exptl_crystal_density_method      ?
_exptl_crystal_description         cube
_exptl_crystal_F_000               1336
_exptl_crystal_size_max            0.506
_exptl_crystal_size_mid            0.374
_exptl_crystal_size_min            0.349
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0494
_diffrn_reflns_av_unetI/netI       0.0333
_diffrn_reflns_Laue_measured_fraction_full  1.000
_diffrn_reflns_Laue_measured_fraction_max  0.997
_diffrn_reflns_limit_h_max         13
_diffrn_reflns_limit_h_min         -14
_diffrn_reflns_limit_k_max         25
_diffrn_reflns_limit_k_min         -23
_diffrn_reflns_limit_l_max         17
_diffrn_reflns_limit_l_min         -17
_diffrn_reflns_number              134037
_diffrn_reflns_point_group_measured_fraction_full  1.000
_diffrn_reflns_point_group_measured_fraction_max  0.997
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           30.569
_diffrn_reflns_theta_min           2.253
_diffrn_ambient_temperature        100.1
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  1.000
_diffrn_measured_fraction_theta_max  0.997
_diffrn_measurement_device_type    'Bruker APEX-II CCD'
_diffrn_measurement_method         'φ and ω scans'
_diffrn_radiation_monochromator    'graphite'
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     ?
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  5717
_reflns_number_total               6863
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT V8.30C (?, 2016)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT V8.30C (?, 2016)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max           1.123
_refine_diff_density_min           -0.828
_refine_diff_density_rms           0.147
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.056
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       284
_refine_ls_number_reflns           6863
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0353
_refine_ls_R_factor_gt             0.0235
_refine_ls_restrained_S_all        1.056
_refine_ls_shift/su_max            0.006
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0154P)²+1.5877P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0387
_refine_ls_wR_factor_ref           0.0409
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C5(H5), C2(H2), C10(H10), C1(H1A), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C4(H4A,H4B), C7(H7A,H7B), C3(H3A,H3B), C12(H12A,H12B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C16(H16), C15(H15), C18(H18)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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
 Ir1 Ir 0.67588(2) 0.72896(2) 0.54444(2) 0.01122(3) Uani 1 1 d . . . . .
 Cl2 Cl 0.66859(6) 0.48271(3) 0.72028(5) 0.02132(13) Uani 1 1 d . . . . .
 Cl4 Cl 0.89204(6) 0.52337(3) 0.88909(5) 0.02402(13) Uani 1 1 d . . . . .
 Cl1 Cl 0.57018(6) 0.63363(3) 0.41773(4) 0.01896(12) Uani 1 1 d . . . . .
 Cl3 Cl 0.63048(6) 0.57573(3) 0.90178(5) 0.02261(13) Uani 1 1 d . . . . .
 O2 O 0.32860(16) 0.66615(9) 0.57953(13) 0.0205(4) Uani 1 1 d . . . . .
 O1 O 0.83112(16) 0.67457(9) 0.81270(13) 0.0203(4) Uani 1 1 d . . . . .
 N1 N 0.69835(19) 0.63841(10) 0.64992(16) 0.0140(4) Uani 1 1 d . . . . .
 F1 F 0.18632(17) 0.39540(9) 0.84666(13) 0.0400(4) Uani 1 1 d . . . . .
 O3 O 0.13815(18) 0.63404(11) 0.46748(16) 0.0337(5) Uani 1 1 d . . . . .
 C6 C 0.8890(2) 0.74263(13) 0.5902(2) 0.0169(5) Uani 1 1 d . . . . .
 H6 H 0.930445 0.715511 0.658968 0.020 Uiso 1 1 calc R . . . .
 C5 C 0.8591(2) 0.69749(13) 0.49576(19) 0.0162(5) Uani 1 1 d . . . . .
 H5 H 0.883453 0.644327 0.510177 0.019 Uiso 1 1 calc R . . . .
 C2 C 0.6553(2) 0.78998(12) 0.38407(19) 0.0167(5) Uani 1 1 d . . . . .
 H2 H 0.561321 0.798284 0.345308 0.020 Uiso 1 1 calc R . . . .
 C9 C 0.6610(2) 0.79953(13) 0.68307(19) 0.0176(5) Uani 1 1 d . . . . .
 H9A H 0.716867 0.785681 0.755040 0.021 Uiso 1 1 calc R . . . .
 H9B H 0.659599 0.853452 0.668831 0.021 Uiso 1 1 calc R . . . .
 C13 C 0.2206(2) 0.62322(14) 0.5498(2) 0.0216(5) Uani 1 1 d . . . . .
 C10 C 0.5369(2) 0.76203(13) 0.65338(19) 0.0176(5) Uani 1 1 d . . . . .
 H10 H 0.510448 0.725030 0.705380 0.021 Uiso 1 1 calc R . . . .
 C4 C 0.8722(2) 0.72401(13) 0.3816(2) 0.0190(5) Uani 1 1 d . . . . .
 H4A H 0.902928 0.682399 0.340790 0.023 Uiso 1 1 calc R . . . .
 H4B H 0.940472 0.763361 0.389361 0.023 Uiso 1 1 calc R . . . .
 C20 C 0.7614(2) 0.62980(12) 0.75272(18) 0.0142(5) Uani 1 1 d . . . . .
 C14 C 0.2139(2) 0.56365(13) 0.6311(2) 0.0212(5) Uani 1 1 d . . . . .
 C21 C 0.7396(2) 0.55477(12) 0.80991(18) 0.0148(5) Uani 1 1 d . . . . .
 C19 C 0.3236(2) 0.54313(13) 0.7091(2) 0.0223(5) Uani 1 1 d . . . . .
 H19 H 0.405516 0.568340 0.712410 0.027 Uiso 1 1 calc R . . . .
 C7 C 0.9316(2) 0.82266(13) 0.5882(2) 0.0198(5) Uani 1 1 d . . . . .
 H7A H 1.024022 0.824645 0.575866 0.024 Uiso 1 1 calc R . . . .
 H7B H 0.930615 0.845215 0.661235 0.024 Uiso 1 1 calc R . . . .
 C1 C 0.7003(2) 0.83940(12) 0.46939(19) 0.0173(5) Uani 1 1 d . . . . .
 H1A H 0.632075 0.876544 0.481020 0.021 Uiso 1 1 calc R . . . .
 C3 C 0.7415(3) 0.75405(14) 0.3141(2) 0.0210(5) Uani 1 1 d . . . . .
 H3A H 0.761876 0.790610 0.260018 0.025 Uiso 1 1 calc R . . . .
 H3B H 0.691681 0.712868 0.272127 0.025 Uiso 1 1 calc R . . . .
 C12 C 0.3382(2) 0.72680(13) 0.5059(2) 0.0201(5) Uani 1 1 d . . . . .
 H12A H 0.257896 0.758245 0.498559 0.024 Uiso 1 1 calc R . . . .
 H12B H 0.343565 0.707551 0.431790 0.024 Uiso 1 1 calc R . . . .
 C8 C 0.8425(2) 0.86798(13) 0.4987(2) 0.0210(5) Uani 1 1 d . . . . .
 H8A H 0.840963 0.919856 0.524177 0.025 Uiso 1 1 calc R . . . .
 H8B H 0.881285 0.867769 0.431240 0.025 Uiso 1 1 calc R . . . .
 C11 C 0.4586(2) 0.77154(13) 0.5503(2) 0.0182(5) Uani 1 1 d . . . . .
 H11 H 0.446426 0.824944 0.529643 0.022 Uiso 1 1 calc R . . . .
 C16 C 0.0841(3) 0.47078(14) 0.7001(2) 0.0306(6) Uani 1 1 d . . . . .
 H16 H 0.002372 0.445567 0.697720 0.037 Uiso 1 1 calc R . . . .
 C17 C 0.1950(3) 0.45181(14) 0.7759(2) 0.0278(6) Uani 1 1 d . . . . .
 C15 C 0.0940(3) 0.52759(15) 0.6271(2) 0.0289(6) Uani 1 1 d . . . . .
 H15 H 0.018241 0.541934 0.573931 0.035 Uiso 1 1 calc R . . . .
 C18 C 0.3152(3) 0.48614(14) 0.7824(2) 0.0269(6) Uani 1 1 d . . . . .
 H18 H 0.390631 0.471303 0.835599 0.032 Uiso 1 1 calc R . . . .
 H1 H 0.656(3) 0.6022(16) 0.624(2) 0.034(8) Uiso 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 Ir1 Cl1 2.4341(5) . ?
 Ir1 N1 2.0754(18) . ?
 Ir1 C6 2.163(2) . ?
 Ir1 C5 2.159(2) . ?
 Ir1 C2 2.238(2) . ?
 Ir1 C9 2.162(2) . ?
 Ir1 C10 2.223(2) . ?
 Ir1 C1 2.235(2) . ?
 Ir1 C11 2.372(2) . ?
 Cl2 C21 1.770(2) . ?
 Cl4 C21 1.768(2) . ?
 Cl3 C21 1.782(2) . ?
 O2 C13 1.344(3) . ?
 O2 C12 1.439(3) . ?
 O1 C20 1.228(3) . ?
 N1 C20 1.315(3) . ?
 N1 H1 0.82(3) . ?
 F1 C17 1.356(3) . ?
 O3 C13 1.203(3) . ?
 C6 H6 1.0000 . ?
 C6 C5 1.405(3) . ?
 C6 C7 1.513(3) . ?
 C5 H5 1.0000 . ?
 C5 C4 1.518(3) . ?
 C2 H2 1.0000 . ?
 C2 C1 1.389(3) . ?
 C2 C3 1.499(3) . ?
 C9 H9A 0.9900 . ?
 C9 H9B 0.9900 . ?
 C9 C10 1.426(3) . ?
 C13 C14 1.482(3) . ?
 C10 H10 1.0000 . ?
 C10 C11 1.375(3) . ?
 C4 H4A 0.9900 . ?
 C4 H4B 0.9900 . ?
 C4 C3 1.532(3) . ?
 C20 C21 1.565(3) . ?
 C14 C19 1.380(3) . ?
 C14 C15 1.384(4) . ?
 C19 H19 0.9500 . ?
 C19 C18 1.385(4) . ?
 C7 H7A 0.9900 . ?
 C7 H7B 0.9900 . ?
 C7 C8 1.527(3) . ?
 C1 H1A 1.0000 . ?
 C1 C8 1.523(3) . ?
 C3 H3A 0.9900 . ?
 C3 H3B 0.9900 . ?
 C12 H12A 0.9900 . ?
 C12 H12B 0.9900 . ?
 C12 C11 1.489(3) . ?
 C8 H8A 0.9900 . ?
 C8 H8B 0.9900 . ?
 C11 H11 1.0000 . ?
 C16 H16 0.9500 . ?
 C16 C17 1.367(4) . ?
 C16 C15 1.383(4) . ?
 C17 C18 1.369(4) . ?
 C15 H15 0.9500 . ?
 C18 H18 0.9500 . ?

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
 N1 Ir1 Cl1 79.91(6) . . ?
 N1 Ir1 C6 86.78(8) . . ?
 N1 Ir1 C5 88.29(8) . . ?
 N1 Ir1 C2 157.26(8) . . ?
 N1 Ir1 C9 89.21(8) . . ?
 N1 Ir1 C10 80.75(8) . . ?
 N1 Ir1 C1 163.01(8) . . ?
 N1 Ir1 C11 103.12(8) . . ?
 C6 Ir1 Cl1 123.30(6) . . ?
 C6 Ir1 C2 95.17(9) . . ?
 C6 Ir1 C10 123.15(9) . . ?
 C6 Ir1 C1 79.44(9) . . ?
 C6 Ir1 C11 149.65(8) . . ?
 C5 Ir1 Cl1 86.44(6) . . ?
 C5 Ir1 C6 37.96(9) . . ?
 C5 Ir1 C2 79.70(9) . . ?
 C5 Ir1 C9 125.12(9) . . ?
 C5 Ir1 C10 159.24(9) . . ?
 C5 Ir1 C1 86.92(9) . . ?
 C5 Ir1 C11 165.56(8) . . ?
 C2 Ir1 Cl1 80.12(6) . . ?
 C2 Ir1 C11 86.55(8) . . ?
 C9 Ir1 Cl1 146.49(7) . . ?
 C9 Ir1 C6 87.16(9) . . ?
 C9 Ir1 C2 113.50(9) . . ?
 C9 Ir1 C10 37.91(9) . . ?
 C9 Ir1 C1 80.28(9) . . ?
 C9 Ir1 C11 64.70(8) . . ?
 C10 Ir1 Cl1 108.68(6) . . ?
 C10 Ir1 C2 116.13(9) . . ?
 C10 Ir1 C1 98.45(9) . . ?
 C10 Ir1 C11 34.64(8) . . ?
 C1 Ir1 Cl1 116.01(6) . . ?
 C1 Ir1 C2 36.17(8) . . ?
 C1 Ir1 C11 84.52(8) . . ?
 C11 Ir1 Cl1 86.90(6) . . ?
 C13 O2 C12 114.96(18) . . ?
 Ir1 N1 H1 114(2) . . ?
 C20 N1 Ir1 132.15(16) . . ?
 C20 N1 H1 114(2) . . ?
 Ir1 C6 H6 113.9 . . ?
 C5 C6 Ir1 70.87(13) . . ?
 C5 C6 H6 113.9 . . ?
 C5 C6 C7 124.0(2) . . ?
 C7 C6 Ir1 112.68(15) . . ?
 C7 C6 H6 113.9 . . ?
 Ir1 C5 H5 113.9 . . ?
 C6 C5 Ir1 71.17(13) . . ?
 C6 C5 H5 113.9 . . ?
 C6 C5 C4 122.7(2) . . ?
 C4 C5 Ir1 114.45(15) . . ?
 C4 C5 H5 113.9 . . ?
 Ir1 C2 H2 114.3 . . ?
 C1 C2 Ir1 71.79(13) . . ?
 C1 C2 H2 114.3 . . ?
 C1 C2 C3 124.7(2) . . ?
 C3 C2 Ir1 109.30(15) . . ?
 C3 C2 H2 114.3 . . ?
 Ir1 C9 H9A 116.2 . . ?
 Ir1 C9 H9B 116.2 . . ?
 H9A C9 H9B 113.2 . . ?
 C10 C9 Ir1 73.37(13) . . ?
 C10 C9 H9A 116.2 . . ?
 C10 C9 H9B 116.2 . . ?
 O2 C13 C14 112.3(2) . . ?
 O3 C13 O2 122.9(2) . . ?
 O3 C13 C14 124.8(2) . . ?
 Ir1 C10 H10 119.6 . . ?
 C9 C10 Ir1 68.72(13) . . ?
 C9 C10 H10 119.6 . . ?
 C11 C10 Ir1 78.61(14) . . ?
 C11 C10 C9 120.6(2) . . ?
 C11 C10 H10 119.6 . . ?
 C5 C4 H4A 109.0 . . ?
 C5 C4 H4B 109.0 . . ?
 C5 C4 C3 112.91(19) . . ?
 H4A C4 H4B 107.8 . . ?
 C3 C4 H4A 109.0 . . ?
 C3 C4 H4B 109.0 . . ?
 O1 C20 N1 128.4(2) . . ?
 O1 C20 C21 114.69(19) . . ?
 N1 C20 C21 116.77(19) . . ?
 C19 C14 C13 121.8(2) . . ?
 C19 C14 C15 119.7(2) . . ?
 C15 C14 C13 118.5(2) . . ?
 Cl2 C21 Cl3 108.70(12) . . ?
 Cl4 C21 Cl2 108.67(12) . . ?
 Cl4 C21 Cl3 108.36(12) . . ?
 C20 C21 Cl2 115.72(15) . . ?
 C20 C21 Cl4 109.77(15) . . ?
 C20 C21 Cl3 105.37(15) . . ?
 C14 C19 H19 119.7 . . ?
 C14 C19 C18 120.6(2) . . ?
 C18 C19 H19 119.7 . . ?
 C6 C7 H7A 109.0 . . ?
 C6 C7 H7B 109.0 . . ?
 C6 C7 C8 112.98(19) . . ?
 H7A C7 H7B 107.8 . . ?
 C8 C7 H7A 109.0 . . ?
 C8 C7 H7B 109.0 . . ?
 Ir1 C1 H1A 113.7 . . ?
 C2 C1 Ir1 72.04(13) . . ?
 C2 C1 H1A 113.7 . . ?
 C2 C1 C8 124.0(2) . . ?
 C8 C1 Ir1 112.60(15) . . ?
 C8 C1 H1A 113.7 . . ?
 C2 C3 C4 113.2(2) . . ?
 C2 C3 H3A 108.9 . . ?
 C2 C3 H3B 108.9 . . ?
 C4 C3 H3A 108.9 . . ?
 C4 C3 H3B 108.9 . . ?
 H3A C3 H3B 107.8 . . ?
 O2 C12 H12A 109.7 . . ?
 O2 C12 H12B 109.7 . . ?
 O2 C12 C11 109.66(19) . . ?
 H12A C12 H12B 108.2 . . ?
 C11 C12 H12A 109.7 . . ?
 C11 C12 H12B 109.7 . . ?
 C7 C8 H8A 108.9 . . ?
 C7 C8 H8B 108.9 . . ?
 C1 C8 C7 113.58(19) . . ?
 C1 C8 H8A 108.9 . . ?
 C1 C8 H8B 108.9 . . ?
 H8A C8 H8B 107.7 . . ?
 Ir1 C11 H11 112.2 . . ?
 C10 C11 Ir1 66.75(13) . . ?
 C10 C11 C12 124.3(2) . . ?
 C10 C11 H11 112.2 . . ?
 C12 C11 Ir1 122.01(16) . . ?
 C12 C11 H11 112.2 . . ?
 C17 C16 H16 120.8 . . ?
 C17 C16 C15 118.3(2) . . ?
 C15 C16 H16 120.8 . . ?
 F1 C17 C16 118.5(2) . . ?
 F1 C17 C18 118.4(2) . . ?
 C16 C17 C18 123.1(2) . . ?
 C14 C15 H15 119.9 . . ?
 C16 C15 C14 120.3(3) . . ?
 C16 C15 H15 119.9 . . ?
 C19 C18 H18 121.0 . . ?
 C17 C18 C19 118.0(2) . . ?
 C17 C18 H18 121.0 . . ?

_olex2_submission_special_instructions  'No special instructions were received'
