# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jmh60
_database_code_depnum_ccdc_archive 'CCDC 2221011'
loop_
_audit_author_name
_audit_author_address
'Juan Herrera'
;University of Granada
Spain
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-23 downloaded from the CCDC.
;
_audit_creation_date             2019-04-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H18 Ir N9, 2(F6 P), C2 H3 N'
_chemical_formula_sum            'C30 H21 F12 Ir N10 P2'
_chemical_formula_weight         1003.71
_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'
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'
P P 0.1023 0.0942 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   13.6360(5)
_cell_length_b                   11.6774(4)
_cell_length_c                   20.3107(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.2258(12)
_cell_angle_gamma                90
_cell_volume                     3233.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.578
_cell_measurement_theta_min      2.659
_shelx_estimated_absorpt_T_max   0.423
_shelx_estimated_absorpt_T_min   0.321
_exptl_absorpt_coefficient_mu    4.341
_exptl_absorpt_correction_T_max  0.5677
_exptl_absorpt_correction_T_min  0.3402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1021 before and 0.0531 after correction. The Ratio of minimum to maximum transmission is 0.5993. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'metallic dark red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1944
_exptl_crystal_size_max          0.339
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.239
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            74808
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.652
_diffrn_reflns_theta_min         2.296
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8804
_reflns_number_total             9938
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX4 v2022.1-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.378
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         9938
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0241
_refine_ls_restrained_S_all      1.192
_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)+6.9864P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0542
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 P2-F10 \\sim P2-F10A
 with sigma of 0.02
 P2-F9 \\sim P2-F9A
 with sigma of 0.02
 P2-F11 \\sim P2-F11A
 with sigma of 0.02
 P2-F12 \\sim P2-F12A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F12) \\sim Ueq, Uanis(F11A) \\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F10A)
\\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F9A) \\sim Ueq, Uanis(F9) \\sim Ueq:
with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(F9A) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F12A) \\sim Ueq, Uanis(F12)
\\sim Ueq, Uanis(F11A) \\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F10A) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F12) \\sim Ueq, Uanis(F11A) \\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F10A)
\\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F9A) \\sim Ueq, Uanis(F9) \\sim Ueq,
Uanis(F12A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Others
 Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=1-FVAR(1)
 Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C21(H21), C23(H23), C25(H25),
  C26(H26)
5.b Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.26584(2) 0.31548(2) 0.48542(2) 0.01239(3) Uani 1 1 d . . . . .
N1 N 0.19990(16) 0.33974(18) 0.39511(11) 0.0176(4) Uani 1 1 d . . . . .
N2 N 0.38156(15) 0.35076(17) 0.43245(10) 0.0146(4) Uani 1 1 d . . . . .
N3 N 0.37338(14) 0.31390(17) 0.55820(10) 0.0143(3) Uani 1 1 d . . . . .
N4 N 0.27017(15) 0.13929(17) 0.47510(10) 0.0142(4) Uani 1 1 d . . . . .
N5 N 0.14847(14) 0.27347(17) 0.53771(10) 0.0134(3) Uani 1 1 d . . . . .
N6 N 0.21262(15) 0.47181(17) 0.51308(11) 0.0159(4) Uani 1 1 d . . . . .
N7 N 0.23111(16) 0.58259(19) 0.50193(12) 0.0212(4) Uani 1 1 d . . . . .
N8 N 0.15907(18) 0.6415(2) 0.52900(14) 0.0259(5) Uani 1 1 d . . . . .
N9 N 0.09293(17) 0.57138(19) 0.55619(12) 0.0229(4) Uani 1 1 d . . . . .
C1 C 0.1030(2) 0.3419(2) 0.38173(14) 0.0227(5) Uani 1 1 d . . . . .
H1 H 0.0586 0.3230 0.4155 0.027 Uiso 1 1 calc R . . . .
C2 C 0.0661(2) 0.3710(3) 0.31989(16) 0.0308(6) Uani 1 1 d . . . . .
H2 H -0.0027 0.3750 0.3119 0.037 Uiso 1 1 calc R . . . .
C3 C 0.1300(2) 0.3940(3) 0.27029(15) 0.0318(7) Uani 1 1 d . . . . .
H3 H 0.1057 0.4115 0.2273 0.038 Uiso 1 1 calc R . . . .
C4 C 0.2306(2) 0.3914(3) 0.28345(14) 0.0263(6) Uani 1 1 d . . . . .
H4 H 0.2757 0.4067 0.2496 0.032 Uiso 1 1 calc R . . . .
C5 C 0.26392(19) 0.3662(2) 0.34660(13) 0.0189(5) Uani 1 1 d . . . . .
C6 C 0.36835(18) 0.3697(2) 0.36749(12) 0.0163(4) Uani 1 1 d . . . . .
C7 C 0.4493(2) 0.3915(2) 0.32876(13) 0.0215(5) Uani 1 1 d . . . . .
H7 H 0.4414 0.4058 0.2829 0.026 Uiso 1 1 calc R . . . .
C8 C 0.5419(2) 0.3918(2) 0.35878(14) 0.0223(5) Uani 1 1 d . . . . .
H8 H 0.5980 0.4063 0.3330 0.027 Uiso 1 1 calc R . . . .
C9 C 0.55372(19) 0.3713(2) 0.42589(14) 0.0197(5) Uani 1 1 d . . . . .
H9 H 0.6172 0.3709 0.4461 0.024 Uiso 1 1 calc R . . . .
C10 C 0.47091(17) 0.3514(2) 0.46283(12) 0.0151(4) Uani 1 1 d . . . . .
C11 C 0.46596(17) 0.33094(19) 0.53440(12) 0.0146(4) Uani 1 1 d . . . . .
C12 C 0.54715(18) 0.3330(2) 0.57683(13) 0.0184(4) Uani 1 1 d . . . . .
H12 H 0.6112 0.3422 0.5601 0.022 Uiso 1 1 calc R . . . .
C13 C 0.53350(19) 0.3213(2) 0.64403(13) 0.0213(5) Uani 1 1 d . . . . .
H13 H 0.5885 0.3217 0.6736 0.026 Uiso 1 1 calc R . . . .
C14 C 0.4399(2) 0.3089(2) 0.66795(13) 0.0213(5) Uani 1 1 d . . . . .
H14 H 0.4295 0.3039 0.7140 0.026 Uiso 1 1 calc R . . . .
C15 C 0.36117(19) 0.3040(2) 0.62337(12) 0.0184(4) Uani 1 1 d . . . . .
H15 H 0.2969 0.2932 0.6395 0.022 Uiso 1 1 calc R . . . .
C16 C 0.32791(18) 0.0717(2) 0.44092(13) 0.0186(4) Uani 1 1 d . . . . .
H16 H 0.3795 0.1053 0.4169 0.022 Uiso 1 1 calc R . . . .
C17 C 0.3160(2) -0.0477(2) 0.43873(13) 0.0221(5) Uani 1 1 d . . . . .
H17 H 0.3581 -0.0929 0.4126 0.027 Uiso 1 1 calc R . . . .
C18 C 0.2437(2) -0.0993(2) 0.47413(13) 0.0207(5) Uani 1 1 d . . . . .
H18 H 0.2361 -0.1802 0.4734 0.025 Uiso 1 1 calc R . . . .
C19 C 0.18072(18) -0.0302(2) 0.51179(12) 0.0161(4) Uani 1 1 d . . . . .
C20 C 0.19595(17) 0.0880(2) 0.50985(11) 0.0135(4) Uani 1 1 d . . . . .
C21 C 0.10226(19) -0.0731(2) 0.55141(12) 0.0176(4) Uani 1 1 d . . . . .
H21 H 0.0933 -0.1535 0.5549 0.021 Uiso 1 1 calc R . . . .
C22 C 0.13081(16) 0.16049(19) 0.54405(11) 0.0128(4) Uani 1 1 d . . . . .
C23 C 0.04041(18) -0.0020(2) 0.58400(12) 0.0183(5) Uani 1 1 d . . . . .
H23 H -0.0104 -0.0334 0.6097 0.022 Uiso 1 1 calc R . . . .
C24 C 0.05170(17) 0.1203(2) 0.57977(11) 0.0149(4) Uani 1 1 d . . . . .
C25 C -0.01028(18) 0.2044(2) 0.60723(12) 0.0190(5) Uani 1 1 d . . . . .
H25 H -0.0653 0.1811 0.6318 0.023 Uiso 1 1 calc R . . . .
C26 C 0.00795(17) 0.3195(2) 0.59882(13) 0.0185(4) Uani 1 1 d . . . . .
H26 H -0.0346 0.3753 0.6168 0.022 Uiso 1 1 calc R . . . .
C27 C 0.09020(17) 0.3533(2) 0.56328(12) 0.0152(4) Uani 1 1 d . . . . .
C28 C 0.12737(17) 0.4671(2) 0.54676(13) 0.0172(4) Uani 1 1 d . . . . .
P1 P 0.40787(5) -0.04804(6) 0.64380(3) 0.02040(13) Uani 1 1 d . . . . .
F1 F 0.47633(14) 0.05153(15) 0.67424(9) 0.0321(4) Uani 1 1 d . . . . .
F2 F 0.33924(14) -0.14693(16) 0.61392(10) 0.0328(4) Uani 1 1 d . . . . .
F3 F 0.44180(16) -0.0142(2) 0.57171(9) 0.0406(5) Uani 1 1 d . . . . .
F4 F 0.31742(14) 0.04052(16) 0.63784(10) 0.0349(4) Uani 1 1 d . . . . .
F5 F 0.49747(13) -0.13591(16) 0.65136(9) 0.0298(4) Uani 1 1 d . . . . .
F6 F 0.37409(13) -0.08079(16) 0.71683(8) 0.0277(4) Uani 1 1 d . . . . .
P2 P 0.17915(6) 0.04597(7) 0.26183(4) 0.02746(15) Uani 1 1 d D . . . .
F7 F 0.16400(17) 0.1021(2) 0.33218(11) 0.0487(6) Uani 1 1 d . . . . .
F8 F 0.1926(3) -0.0101(2) 0.19118(11) 0.0712(9) Uani 1 1 d . . . . .
F9 F 0.0824(4) 0.1135(5) 0.2400(2) 0.0702(18) Uani 0.606(6) 1 d D U P A 1
F9A F 0.0679(6) 0.0266(11) 0.2504(5) 0.092(3) Uani 0.394(6) 1 d D U P A 2
F10 F 0.1095(4) -0.0606(3) 0.2801(2) 0.0474(12) Uani 0.606(6) 1 d D U P A 1
F10A F 0.1853(8) -0.0667(6) 0.3025(3) 0.069(3) Uani 0.394(6) 1 d D U P A 2
F11 F 0.2702(3) -0.0282(5) 0.2861(2) 0.0628(17) Uani 0.606(6) 1 d D U P A 1
F11A F 0.2925(5) 0.0658(10) 0.2711(4) 0.077(3) Uani 0.394(6) 1 d D U P A 2
F12 F 0.2470(5) 0.1494(4) 0.2459(3) 0.083(2) Uani 0.606(6) 1 d D U P A 1
F12A F 0.1731(6) 0.1630(5) 0.2185(3) 0.0454(17) Uani 0.394(6) 1 d D U P A 2
N1S N 0.2240(2) 0.6703(3) 0.34169(17) 0.0457(8) Uani 1 1 d . . . . .
C1S C 0.1596(3) 0.6924(3) 0.22089(19) 0.0421(8) Uani 1 1 d . . . . .
H1SA H 0.1903 0.6344 0.1932 0.063 Uiso 1 1 calc GR . . . .
H1SB H 0.1757 0.7689 0.2045 0.063 Uiso 1 1 calc GR . . . .
H1SC H 0.0883 0.6819 0.2195 0.063 Uiso 1 1 calc GR . . . .
C2S C 0.1959(2) 0.6804(3) 0.28828(19) 0.0361(7) Uani 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 N1 2.045(2) . ?
Ir1 N2 1.972(2) . ?
Ir1 N3 2.060(2) . ?
Ir1 N4 2.069(2) . ?
Ir1 N5 2.0007(19) . ?
Ir1 N6 2.047(2) . ?
N1 C1 1.344(3) . ?
N1 C5 1.366(3) . ?
N2 C6 1.346(3) . ?
N2 C10 1.354(3) . ?
N3 C11 1.376(3) . ?
N3 C15 1.343(3) . ?
N4 C16 1.322(3) . ?
N4 C20 1.382(3) . ?
N5 C22 1.348(3) . ?
N5 C27 1.337(3) . ?
N6 N7 1.338(3) . ?
N6 C28 1.362(3) . ?
N7 N8 1.328(3) . ?
N8 N9 1.346(3) . ?
N9 C28 1.321(3) . ?
C1 C2 1.385(4) . ?
C2 C3 1.372(5) . ?
C3 C4 1.393(4) . ?
C4 C5 1.383(4) . ?
C5 C6 1.478(4) . ?
C6 C7 1.392(3) . ?
C7 C8 1.391(4) . ?
C8 C9 1.390(4) . ?
C9 C10 1.389(3) . ?
C10 C11 1.476(3) . ?
C11 C12 1.388(3) . ?
C12 C13 1.388(4) . ?
C13 C14 1.383(4) . ?
C14 C15 1.390(4) . ?
C16 C17 1.405(4) . ?
C17 C18 1.372(4) . ?
C18 C19 1.415(3) . ?
C19 C20 1.396(3) . ?
C19 C21 1.442(3) . ?
C20 C22 1.419(3) . ?
C21 C23 1.365(4) . ?
C22 C24 1.394(3) . ?
C23 C24 1.439(3) . ?
C24 C25 1.418(3) . ?
C25 C26 1.378(4) . ?
C26 C27 1.403(3) . ?
C27 C28 1.464(3) . ?
P1 F1 1.6065(19) . ?
P1 F2 1.5980(19) . ?
P1 F3 1.595(2) . ?
P1 F4 1.6121(19) . ?
P1 F5 1.6004(19) . ?
P1 F6 1.6087(17) . ?
P2 F7 1.589(2) . ?
P2 F8 1.591(2) . ?
P2 F9 1.592(4) . ?
P2 F9A 1.546(7) . ?
P2 F10 1.614(4) . ?
P2 F10A 1.556(6) . ?
P2 F11 1.584(4) . ?
P2 F11A 1.571(6) . ?
P2 F12 1.560(4) . ?
P2 F12A 1.627(6) . ?
N1S C2S 1.149(5) . ?
C1S C2S 1.452(5) . ?

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 N3 159.63(8) . . ?
N1 Ir1 N4 93.43(8) . . ?
N1 Ir1 N6 88.33(8) . . ?
N2 Ir1 N1 79.83(8) . . ?
N2 Ir1 N3 80.09(8) . . ?
N2 Ir1 N4 97.33(8) . . ?
N2 Ir1 N5 177.76(8) . . ?
N2 Ir1 N6 104.82(8) . . ?
N3 Ir1 N4 92.43(8) . . ?
N5 Ir1 N1 99.71(8) . . ?
N5 Ir1 N3 100.49(8) . . ?
N5 Ir1 N4 80.49(8) . . ?
N5 Ir1 N6 77.33(8) . . ?
N6 Ir1 N3 93.56(8) . . ?
N6 Ir1 N4 157.73(8) . . ?
C1 N1 Ir1 126.56(19) . . ?
C1 N1 C5 119.4(2) . . ?
C5 N1 Ir1 113.75(16) . . ?
C6 N2 Ir1 118.50(17) . . ?
C6 N2 C10 123.1(2) . . ?
C10 N2 Ir1 118.36(16) . . ?
C11 N3 Ir1 113.01(16) . . ?
C15 N3 Ir1 127.37(17) . . ?
C15 N3 C11 119.5(2) . . ?
C16 N4 Ir1 131.70(17) . . ?
C16 N4 C20 117.4(2) . . ?
C20 N4 Ir1 110.85(15) . . ?
C22 N5 Ir1 115.93(15) . . ?
C27 N5 Ir1 121.62(16) . . ?
C27 N5 C22 122.4(2) . . ?
N7 N6 Ir1 138.27(17) . . ?
N7 N6 C28 106.9(2) . . ?
C28 N6 Ir1 114.38(15) . . ?
N8 N7 N6 106.7(2) . . ?
N7 N8 N9 111.3(2) . . ?
C28 N9 N8 105.0(2) . . ?
N1 C1 C2 121.6(3) . . ?
C3 C2 C1 119.4(3) . . ?
C2 C3 C4 119.5(3) . . ?
C5 C4 C3 119.0(3) . . ?
N1 C5 C4 121.0(2) . . ?
N1 C5 C6 115.2(2) . . ?
C4 C5 C6 123.8(2) . . ?
N2 C6 C5 112.6(2) . . ?
N2 C6 C7 119.5(2) . . ?
C7 C6 C5 127.9(2) . . ?
C8 C7 C6 118.5(2) . . ?
C9 C8 C7 121.0(2) . . ?
C10 C9 C8 118.7(2) . . ?
N2 C10 C9 119.3(2) . . ?
N2 C10 C11 112.9(2) . . ?
C9 C10 C11 127.9(2) . . ?
N3 C11 C10 115.5(2) . . ?
N3 C11 C12 120.7(2) . . ?
C12 C11 C10 123.8(2) . . ?
C13 C12 C11 119.1(2) . . ?
C14 C13 C12 120.0(2) . . ?
C13 C14 C15 118.7(2) . . ?
N3 C15 C14 121.9(2) . . ?
N4 C16 C17 122.6(2) . . ?
C18 C17 C16 120.2(2) . . ?
C17 C18 C19 118.9(2) . . ?
C18 C19 C21 124.7(2) . . ?
C20 C19 C18 117.1(2) . . ?
C20 C19 C21 118.2(2) . . ?
N4 C20 C19 123.6(2) . . ?
N4 C20 C22 117.7(2) . . ?
C19 C20 C22 118.7(2) . . ?
C23 C21 C19 122.2(2) . . ?
N5 C22 C20 115.0(2) . . ?
N5 C22 C24 121.4(2) . . ?
C24 C22 C20 123.6(2) . . ?
C21 C23 C24 120.4(2) . . ?
C22 C24 C23 116.7(2) . . ?
C22 C24 C25 116.5(2) . . ?
C25 C24 C23 126.8(2) . . ?
C26 C25 C24 121.1(2) . . ?
C25 C26 C27 119.1(2) . . ?
N5 C27 C26 119.5(2) . . ?
N5 C27 C28 109.4(2) . . ?
C26 C27 C28 131.1(2) . . ?
N6 C28 C27 117.1(2) . . ?
N9 C28 N6 110.2(2) . . ?
N9 C28 C27 132.7(2) . . ?
F1 P1 F4 90.11(11) . . ?
F1 P1 F6 89.59(10) . . ?
F2 P1 F1 179.61(12) . . ?
F2 P1 F4 89.67(11) . . ?
F2 P1 F5 90.73(10) . . ?
F2 P1 F6 90.08(10) . . ?
F3 P1 F1 89.78(11) . . ?
F3 P1 F2 90.55(11) . . ?
F3 P1 F4 90.49(11) . . ?
F3 P1 F5 90.65(11) . . ?
F3 P1 F6 179.33(12) . . ?
F5 P1 F1 89.48(10) . . ?
F5 P1 F4 178.79(11) . . ?
F5 P1 F6 89.55(10) . . ?
F6 P1 F4 89.31(10) . . ?
F7 P2 F8 179.17(17) . . ?
F7 P2 F9 85.6(2) . . ?
F7 P2 F10 91.32(17) . . ?
F7 P2 F12A 97.7(2) . . ?
F8 P2 F9 93.7(2) . . ?
F8 P2 F10 88.27(18) . . ?
F8 P2 F12A 82.1(2) . . ?
F9 P2 F10 87.5(3) . . ?
F9A P2 F7 92.8(4) . . ?
F9A P2 F8 86.4(4) . . ?
F9A P2 F10A 89.8(6) . . ?
F9A P2 F11A 178.3(5) . . ?
F9A P2 F12A 90.2(5) . . ?
F10A P2 F7 82.9(3) . . ?
F10A P2 F8 97.2(3) . . ?
F10A P2 F11A 91.1(5) . . ?
F10A P2 F12A 179.3(3) . . ?
F11 P2 F7 93.50(19) . . ?
F11 P2 F8 87.2(2) . . ?
F11 P2 F9 175.6(3) . . ?
F11 P2 F10 88.2(3) . . ?
F11A P2 F7 88.8(4) . . ?
F11A P2 F8 92.1(4) . . ?
F11A P2 F12A 88.8(4) . . ?
F12 P2 F7 87.5(2) . . ?
F12 P2 F8 92.9(2) . . ?
F12 P2 F9 92.9(4) . . ?
F12 P2 F10 178.7(3) . . ?
F12 P2 F11 91.4(4) . . ?
N1S C2S C1S 179.4(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_jt4f2_new
_database_code_depnum_ccdc_archive 'CCDC 2221012'
loop_
_audit_author_name
_audit_author_address
'Juan Herrera'
;University of Granada
Spain
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-01-23 downloaded from the CCDC.
;
_audit_creation_date             2019-12-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H14 Ir N12, F6 P, 4(C2 H3 N)'
_chemical_formula_sum            'C34 H26 F6 Ir N16 P'
_chemical_formula_weight         995.88
_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'
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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.841(3)
_cell_length_b                   12.3097(19)
_cell_length_c                   18.522(4)
_cell_angle_alpha                90
_cell_angle_beta                 120.168(3)
_cell_angle_gamma                90
_cell_volume                     3713.9(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9430
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.396
_cell_measurement_theta_min      2.544
_shelx_estimated_absorpt_T_max   0.615
_shelx_estimated_absorpt_T_min   0.398
_exptl_absorpt_coefficient_mu    3.720
_exptl_absorpt_correction_T_max  0.5192
_exptl_absorpt_correction_T_min  0.4624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0598 before and 0.0513 after correction. The Ratio of minimum to maximum transmission is 0.8906. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.304
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.145
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            55479
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.422
_diffrn_reflns_theta_min         2.501
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker VENTURE'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4458
_reflns_number_total             4647
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX4 v2022.1-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.606
_refine_diff_density_min         -1.005
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4647
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0164
_refine_ls_R_factor_gt           0.0151
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0195P)²+4.1173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0386
_refine_ls_wR_factor_ref         0.0390
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C10(H10), C11(H11), C6(H6), C2(H2), C8(H8), C3(H3)
2.b Idealised Me refined as rotating group:
 C1S(H1Sa,H1Sb,H1Sc), C3S(H3Sa,H3Sb,H3Sc)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_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 0.0000 0.02404(2) 0.7500 0.00944(3) Uani 1 2 d S T P . .
P2 P 0.2500 -0.2500 1.0000 0.02495(15) Uani 1 2 d S T P . .
F4 F 0.15190(8) -0.26140(12) 0.94811(8) 0.0344(3) Uani 1 1 d . . . . .
F5 F 0.25420(8) -0.29117(11) 0.91991(7) 0.0318(3) Uani 1 1 d . . . . .
F6 F 0.24210(8) -0.12691(11) 0.96816(8) 0.0334(3) Uani 1 1 d . . . . .
N2 N -0.07487(9) 0.02788(11) 0.62665(9) 0.0117(3) Uani 1 1 d . . . . .
N3 N 0.08122(9) 0.14274(11) 0.76338(8) 0.0140(3) Uani 1 1 d . . . . .
N1 N -0.05455(8) -0.09485(11) 0.78599(8) 0.0123(3) Uani 1 1 d . . . . .
N4 N -0.09251(10) 0.21425(12) 0.78428(9) 0.0195(3) Uani 1 1 d . . . . .
C7 C -0.05646(10) -0.03928(13) 0.58123(10) 0.0125(3) Uani 1 1 d . . . . .
C9 C -0.10185(11) -0.03934(14) 0.49396(10) 0.0153(3) Uani 1 1 d . . . . .
C1 C 0.12035(10) -0.15668(15) 0.75893(11) 0.0173(3) Uani 1 1 d . . . . .
H1 H 0.1495 -0.1501 0.8180 0.021 Uiso 1 1 calc R . . . .
N6 N -0.18639(10) 0.24553(14) 0.65288(10) 0.0245(3) Uani 1 1 d . . . . .
C10 C -0.16648(11) 0.03674(15) 0.45620(11) 0.0186(3) Uani 1 1 d . . . . .
H10 H -0.1986 0.0402 0.3970 0.022 Uiso 1 1 calc R . . . .
C13 C -0.13931(10) 0.16390(14) 0.65627(10) 0.0162(3) Uani 1 1 d . . . . .
N5 N -0.15584(11) 0.27516(14) 0.73391(10) 0.0266(4) Uani 1 1 d . . . . .
C11 C -0.18382(11) 0.10631(15) 0.50400(11) 0.0189(3) Uani 1 1 d . . . . .
H11 H -0.2271 0.1577 0.4781 0.023 Uiso 1 1 calc R . . . .
C2S C 0.29866(15) -0.01538(17) 0.81644(16) 0.0298(4) Uani 1 1 d . . . . .
C5 C 0.01301(10) -0.10671(13) 0.62817(10) 0.0128(3) Uani 1 1 d . . . . .
N1S N 0.24803(15) 0.03022(16) 0.76106(16) 0.0408(5) Uani 1 1 d . . . . .
C12 C -0.13633(10) 0.09981(14) 0.59148(10) 0.0152(3) Uani 1 1 d . . . . .
C4 C 0.03656(10) -0.17913(14) 0.58578(11) 0.0166(3) Uani 1 1 d . . . . .
C6 C -0.01126(11) -0.18139(14) 0.49585(11) 0.0191(3) Uani 1 1 d . . . . .
H6 H 0.0035 -0.2310 0.4663 0.023 Uiso 1 1 calc R . . . .
C2 C 0.14775(12) -0.23159(16) 0.72081(12) 0.0231(4) Uani 1 1 d . . . . .
H2 H 0.1948 -0.2749 0.7545 0.028 Uiso 1 1 calc R . . . .
C8 C -0.07681(11) -0.11471(15) 0.45190(11) 0.0186(3) Uani 1 1 d . . . . .
H8 H -0.1064 -0.1181 0.3926 0.022 Uiso 1 1 calc R . . . .
C3 C 0.10715(12) -0.24280(15) 0.63544(12) 0.0220(4) Uani 1 1 d . . . . .
H3 H 0.1263 -0.2928 0.6100 0.026 Uiso 1 1 calc R . . . .
C1S C 0.36341(16) -0.0739(2) 0.88756(15) 0.0407(5) Uani 1 1 d . . . . .
H1SA H 0.3750 -0.0376 0.9394 0.061 Uiso 1 1 calc GR . . . .
H1SB H 0.4132 -0.0748 0.8833 0.061 Uiso 1 1 calc GR . . . .
H1SC H 0.3455 -0.1486 0.8877 0.061 Uiso 1 1 calc GR . . . .
C4S C 0.40313(18) 0.0574(3) 1.1002(2) 0.0535(8) Uani 1 1 d . . . . .
C3S C 0.3905(2) -0.0076(3) 1.1585(2) 0.0542(7) Uani 1 1 d . . . . .
H3SA H 0.3341 -0.0354 1.1303 0.081 Uiso 1 1 calc GR . . . .
H3SB H 0.3998 0.0375 1.2061 0.081 Uiso 1 1 calc GR . . . .
H3SC H 0.4291 -0.0687 1.1784 0.081 Uiso 1 1 calc GR . . . .
N2S N 0.4112(2) 0.1091(3) 1.0538(2) 0.0828(11) Uani 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 N2 1.9933(15) . ?
Ir1 N2 1.9933(15) 2_556 ?
Ir1 N3 2.0388(14) 2_556 ?
Ir1 N3 2.0388(14) . ?
Ir1 N1 2.0812(13) 2_556 ?
Ir1 N1 2.0812(13) . ?
P2 F4 1.6044(13) 7_547 ?
P2 F4 1.6045(13) . ?
P2 F5 1.6068(12) 7_547 ?
P2 F5 1.6068(12) . ?
P2 F6 1.6055(13) . ?
P2 F6 1.6055(13) 7_547 ?
N2 C7 1.343(2) . ?
N2 C12 1.338(2) . ?
N3 N4 1.3372(19) 2_556 ?
N3 C13 1.358(2) 2_556 ?
N1 C1 1.331(2) 2_556 ?
N1 C5 1.382(2) 2_556 ?
N4 N3 1.3372(19) 2_556 ?
N4 N5 1.318(2) . ?
C7 C9 1.398(2) . ?
C7 C5 1.419(2) . ?
C9 C10 1.412(3) . ?
C9 C8 1.435(2) . ?
C1 N1 1.331(2) 2_556 ?
C1 C2 1.408(2) . ?
N6 C13 1.321(2) . ?
N6 N5 1.360(2) . ?
C10 C11 1.384(3) . ?
C13 N3 1.358(2) 2_556 ?
C13 C12 1.461(2) . ?
C11 C12 1.405(2) . ?
C2S N1S 1.137(3) . ?
C2S C1S 1.459(3) . ?
C5 N1 1.382(2) 2_556 ?
C5 C4 1.400(2) . ?
C4 C6 1.442(2) . ?
C4 C3 1.414(2) . ?
C6 C8 1.361(3) . ?
C2 C3 1.374(3) . ?
C4S C3S 1.455(5) . ?
C4S N2S 1.140(5) . ?

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
N2 Ir1 N2 177.28(8) . 2_556 ?
N2 Ir1 N3 100.25(5) . . ?
N2 Ir1 N3 77.77(6) 2_556 . ?
N2 Ir1 N3 100.25(5) 2_556 2_556 ?
N2 Ir1 N3 77.77(6) . 2_556 ?
N2 Ir1 N1 80.12(6) . 2_556 ?
N2 Ir1 N1 80.12(6) 2_556 . ?
N2 Ir1 N1 101.83(5) . . ?
N2 Ir1 N1 101.83(5) 2_556 2_556 ?
N3 Ir1 N3 88.44(8) . 2_556 ?
N3 Ir1 N1 94.68(5) 2_556 . ?
N3 Ir1 N1 157.87(5) . . ?
N3 Ir1 N1 157.87(5) 2_556 2_556 ?
N3 Ir1 N1 94.68(5) . 2_556 ?
N1 Ir1 N1 90.63(7) 2_556 . ?
F4 P2 F4 180.0 7_547 . ?
F4 P2 F5 89.76(7) 7_547 7_547 ?
F4 P2 F5 90.24(6) . 7_547 ?
F4 P2 F5 90.24(6) 7_547 . ?
F4 P2 F5 89.76(7) . . ?
F4 P2 F6 89.79(7) 7_547 7_547 ?
F4 P2 F6 89.79(7) . . ?
F4 P2 F6 90.21(7) . 7_547 ?
F4 P2 F6 90.22(7) 7_547 . ?
F5 P2 F5 180.00(9) . 7_547 ?
F6 P2 F5 89.83(7) . . ?
F6 P2 F5 90.17(7) 7_547 . ?
F6 P2 F5 90.17(7) . 7_547 ?
F6 P2 F5 89.83(7) 7_547 7_547 ?
F6 P2 F6 180.0 . 7_547 ?
C7 N2 Ir1 116.52(11) . . ?
C12 N2 Ir1 120.96(11) . . ?
C12 N2 C7 122.34(15) . . ?
N4 N3 Ir1 138.61(11) 2_556 . ?
N4 N3 C13 106.81(14) 2_556 2_556 ?
C13 N3 Ir1 114.40(11) 2_556 . ?
C1 N1 Ir1 131.04(11) 2_556 . ?
C1 N1 C5 118.02(14) 2_556 2_556 ?
C5 N1 Ir1 110.94(10) 2_556 . ?
N5 N4 N3 107.15(14) . 2_556 ?
N2 C7 C9 121.60(16) . . ?
N2 C7 C5 115.16(14) . . ?
C9 C7 C5 123.22(15) . . ?
C7 C9 C10 116.52(16) . . ?
C7 C9 C8 116.81(16) . . ?
C10 C9 C8 126.64(16) . . ?
N1 C1 C2 121.48(16) 2_556 . ?
C13 N6 N5 104.47(15) . . ?
C11 C10 C9 121.04(16) . . ?
N3 C13 C12 117.02(15) 2_556 . ?
N6 C13 N3 110.51(15) . 2_556 ?
N6 C13 C12 132.38(16) . . ?
N4 N5 N6 111.05(15) . . ?
C10 C11 C12 118.97(16) . . ?
N1S C2S C1S 179.8(3) . . ?
N1 C5 C7 117.23(14) 2_556 . ?
N1 C5 C4 123.82(15) 2_556 . ?
C4 C5 C7 118.93(15) . . ?
N2 C12 C13 109.79(14) . . ?
N2 C12 C11 119.51(16) . . ?
C11 C12 C13 130.65(16) . . ?
C5 C4 C6 118.05(16) . . ?
C5 C4 C3 116.60(16) . . ?
C3 C4 C6 125.33(16) . . ?
C8 C6 C4 122.13(15) . . ?
C3 C2 C1 120.69(17) . . ?
C6 C8 C9 120.83(15) . . ?
C2 C3 C4 119.38(16) . . ?
N2S C4S C3S 178.4(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
