# 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 2015

####################################################################### 
# 
# 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_p1
_database_code_depnum_ccdc_archive 'CCDC 905311'
_audit_update_record             
;
2012-10-10 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;
#TrackingRef 'P1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H24 F3 Ir N6'
_chemical_formula_weight         789.81

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.979(5)
_cell_length_b                   12.906(7)
_cell_length_c                   13.397(7)
_cell_angle_alpha                94.040(5)
_cell_angle_beta                 94.595(5)
_cell_angle_gamma                105.072(5)
_cell_volume                     1653.2(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2853
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      20.51

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    4.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5105
_exptl_absorpt_correction_T_max  0.7098
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11818
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_sigmaI/netI    0.0796
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         25.20
_reflns_number_total             5861
_reflns_number_gt                4772
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0288P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5861
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.0815
_refine_ls_wR_factor_gt          0.0781
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.500 0.500 252 64 ' '
_platon_squeeze_details          
;
;
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0786(7) 0.8030(6) 0.0850(5) 0.0433(18) Uani 1 1 d . . .
H1 H -0.1150 0.8583 0.1089 0.052 Uiso 1 1 calc R . .
C2 C -0.1590(7) 0.7263(6) 0.0164(5) 0.0505(19) Uani 1 1 d . . .
H2 H -0.2475 0.7302 -0.0075 0.061 Uiso 1 1 calc R . .
C3 C -0.1093(7) 0.6425(6) -0.0179(6) 0.055(2) Uani 1 1 d . . .
H3 H -0.1649 0.5873 -0.0632 0.066 Uiso 1 1 calc R . .
C4 C 0.0245(7) 0.6412(5) 0.0159(5) 0.0472(18) Uani 1 1 d . . .
H4 H 0.0620 0.5868 -0.0088 0.057 Uiso 1 1 calc R . .
C5 C 0.1019(6) 0.7216(5) 0.0870(5) 0.0376(16) Uani 1 1 d . . .
C6 C 0.2395(6) 0.7233(5) 0.1344(5) 0.0349(15) Uani 1 1 d . . .
C7 C 0.4230(6) 0.6906(5) 0.1845(5) 0.0331(15) Uani 1 1 d . . .
C8 C 0.5355(6) 0.6355(5) 0.1968(5) 0.0374(16) Uani 1 1 d . . .
C9 C 0.5316(7) 0.5456(6) 0.1363(5) 0.0492(19) Uani 1 1 d . . .
H9 H 0.4592 0.5197 0.0852 0.059 Uiso 1 1 calc R . .
C10 C 0.6348(8) 0.4921(6) 0.1500(5) 0.052(2) Uani 1 1 d . . .
H10 H 0.6311 0.4303 0.1085 0.062 Uiso 1 1 calc R . .
C11 C 0.7403(7) 0.5299(6) 0.2237(6) 0.0456(18) Uani 1 1 d . . .
C12 C 0.7489(8) 0.6205(6) 0.2852(6) 0.063(2) Uani 1 1 d . . .
H12 H 0.8224 0.6455 0.3355 0.076 Uiso 1 1 calc R . .
C13 C 0.6463(8) 0.6757(6) 0.2721(6) 0.061(2) Uani 1 1 d . . .
H13 H 0.6516 0.7383 0.3128 0.073 Uiso 1 1 calc R . .
C14 C 0.8496(9) 0.4730(7) 0.2450(7) 0.058(2) Uani 1 1 d . . .
C15 C 0.1274(7) 0.7733(6) 0.3936(5) 0.0488(19) Uani 1 1 d . . .
H15 H 0.1985 0.7454 0.3724 0.059 Uiso 1 1 calc R . .
C16 C 0.0632(8) 0.7340(7) 0.4752(6) 0.061(2) Uani 1 1 d . . .
H16 H 0.0899 0.6805 0.5082 0.073 Uiso 1 1 calc R . .
C17 C -0.0421(8) 0.7759(7) 0.5073(6) 0.059(2) Uani 1 1 d . . .
H17 H -0.0865 0.7517 0.5631 0.070 Uiso 1 1 calc R . .
C18 C -0.0801(8) 0.8536(6) 0.4555(5) 0.053(2) Uani 1 1 d . . .
H18 H -0.1511 0.8821 0.4760 0.063 Uiso 1 1 calc R . .
C19 C -0.0135(6) 0.8897(6) 0.3731(5) 0.0380(17) Uani 1 1 d . . .
C20 C -0.0403(6) 0.9728(5) 0.3143(5) 0.0376(16) Uani 1 1 d . . .
C21 C -0.1519(7) 1.0185(7) 0.3237(6) 0.054(2) Uani 1 1 d . . .
H21 H -0.2184 0.9917 0.3668 0.065 Uiso 1 1 calc R . .
C22 C -0.1636(8) 1.1033(7) 0.2691(6) 0.066(3) Uani 1 1 d . . .
H22 H -0.2372 1.1341 0.2763 0.079 Uiso 1 1 calc R . .
C23 C -0.0680(8) 1.1415(6) 0.2049(6) 0.058(2) Uani 1 1 d . . .
H23 H -0.0756 1.1990 0.1687 0.070 Uiso 1 1 calc R . .
C24 C 0.0397(7) 1.0955(6) 0.1935(5) 0.0464(18) Uani 1 1 d . . .
H24 H 0.1035 1.1223 0.1485 0.056 Uiso 1 1 calc R . .
C35 C 0.3523(7) 1.0394(6) 0.4307(5) 0.0424(17) Uani 1 1 d . . .
H35 H 0.2947 0.9873 0.4640 0.051 Uiso 1 1 calc R . .
C34 C 0.4507(8) 1.1225(7) 0.4865(6) 0.058(2) Uani 1 1 d . . .
H34 H 0.4618 1.1241 0.5562 0.069 Uiso 1 1 calc R . .
C33 C 0.5319(8) 1.2026(7) 0.4396(7) 0.065(2) Uani 1 1 d . . .
H33 H 0.5936 1.2615 0.4774 0.078 Uiso 1 1 calc R . .
C32 C 0.5225(7) 1.1963(6) 0.3360(7) 0.058(2) Uani 1 1 d . . .
H32 H 0.5818 1.2487 0.3039 0.069 Uiso 1 1 calc R . .
C31 C 0.4240(7) 1.1112(6) 0.2793(5) 0.0424(17) Uani 1 1 d . . .
C30 C 0.4074(7) 1.1004(6) 0.1694(5) 0.0420(17) Uani 1 1 d . . .
C29 C 0.4877(8) 1.1639(6) 0.1049(6) 0.057(2) Uani 1 1 d . . .
H29 H 0.5609 1.2225 0.1314 0.069 Uiso 1 1 calc R . .
C28 C 0.4609(9) 1.1415(7) 0.0037(7) 0.062(2) Uani 1 1 d . . .
H28 H 0.5163 1.1840 -0.0386 0.074 Uiso 1 1 calc R . .
C27 C 0.3523(8) 1.0566(7) -0.0359(6) 0.055(2) Uani 1 1 d . . .
H27 H 0.3310 1.0424 -0.1052 0.066 Uiso 1 1 calc R . .
C26 C 0.2759(7) 0.9933(6) 0.0274(5) 0.0452(18) Uani 1 1 d . . .
H26 H 0.2032 0.9347 0.0001 0.054 Uiso 1 1 calc R . .
F1 F 0.8219(6) 0.3772(5) 0.1912(5) 0.114(2) Uani 1 1 d . . .
F2 F 0.8659(7) 0.4492(6) 0.3356(4) 0.131(3) Uani 1 1 d . . .
F3 F 0.9703(5) 0.5214(5) 0.2230(5) 0.121(2) Uani 1 1 d . . .
Ir1 Ir 0.19439(3) 0.92195(2) 0.230787(19) 0.03097(10) Uani 1 1 d . . .
N1 N 0.0519(5) 0.8040(4) 0.1209(4) 0.0361(13) Uani 1 1 d . . .
N2 N 0.3034(5) 0.8033(4) 0.2033(4) 0.0310(12) Uani 1 1 d . . .
N3 N 0.4260(5) 0.7842(4) 0.2382(4) 0.0351(13) Uani 1 1 d . . .
N4 N 0.3098(5) 0.6495(4) 0.1180(4) 0.0378(13) Uani 1 1 d . . .
N5 N 0.0927(5) 0.8496(4) 0.3434(4) 0.0385(14) Uani 1 1 d . . .
C25 C 0.0575(7) 1.0097(5) 0.2470(5) 0.0387(16) Uani 1 1 d . . .
C36 C 0.3365(6) 1.0308(5) 0.3267(5) 0.0327(15) Uani 1 1 d . . .
N6 N 0.3018(5) 1.0123(4) 0.1291(4) 0.0358(13) 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
C1 C2 1.345(9) . ?
C1 N1 1.349(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(8) . ?
C4 H4 0.9300 . ?
C5 N1 1.352(7) . ?
C5 C6 1.460(8) . ?
C6 N2 1.325(7) . ?
C6 N4 1.339(7) . ?
C7 N4 1.346(7) . ?
C7 N3 1.354(7) . ?
C7 C8 1.481(8) . ?
C8 C9 1.358(8) . ?
C8 C13 1.399(9) . ?
C9 C10 1.389(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.349(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.362(9) . ?
C11 C14 1.485(9) . ?
C12 C13 1.398(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 F3 1.272(9) . ?
C14 F2 1.281(9) . ?
C14 F1 1.337(9) . ?
C15 N5 1.332(8) . ?
C15 C16 1.373(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.373(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(9) . ?
C18 H18 0.9300 . ?
C19 N5 1.368(7) . ?
C19 C20 1.441(9) . ?
C20 C25 1.397(8) . ?
C20 C21 1.398(9) . ?
C21 C22 1.383(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.356(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.403(9) . ?
C24 H24 0.9300 . ?
C35 C34 1.377(9) . ?
C35 C36 1.382(8) . ?
C35 H35 0.9300 . ?
C34 C33 1.363(10) . ?
C34 H34 0.9300 . ?
C33 C32 1.379(10) . ?
C33 H33 0.9300 . ?
C32 C31 1.397(9) . ?
C32 H32 0.9300 . ?
C31 C36 1.398(9) . ?
C31 C30 1.461(9) . ?
C30 N6 1.376(8) . ?
C30 C29 1.390(9) . ?
C29 C28 1.355(10) . ?
C29 H29 0.9300 . ?
C28 C27 1.366(10) . ?
C28 H28 0.9300 . ?
C27 C26 1.359(9) . ?
C27 H27 0.9300 . ?
C26 N6 1.359(8) . ?
C26 H26 0.9300 . ?
Ir1 C25 2.003(6) . ?
Ir1 C36 2.013(6) . ?
Ir1 N5 2.032(5) . ?
Ir1 N6 2.042(5) . ?
Ir1 N2 2.124(5) . ?
Ir1 N1 2.175(5) . ?
N2 N3 1.363(6) . ?

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
C2 C1 N1 123.5(6) . . ?
C2 C1 H1 118.3 . . ?
N1 C1 H1 118.3 . . ?
C1 C2 C3 119.3(7) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 119.0(7) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 119.0(6) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.6(6) . . ?
N1 C5 C6 114.6(6) . . ?
C4 C5 C6 123.7(6) . . ?
N2 C6 N4 114.4(6) . . ?
N2 C6 C5 118.7(5) . . ?
N4 C6 C5 126.8(6) . . ?
N4 C7 N3 115.6(5) . . ?
N4 C7 C8 121.3(6) . . ?
N3 C7 C8 123.2(6) . . ?
C9 C8 C13 119.5(6) . . ?
C9 C8 C7 120.7(6) . . ?
C13 C8 C7 119.8(6) . . ?
C8 C9 C10 120.6(7) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 119.8(7) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 121.4(7) . . ?
C10 C11 C14 122.2(7) . . ?
C12 C11 C14 116.4(7) . . ?
C11 C12 C13 119.5(7) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C8 119.2(7) . . ?
C12 C13 H13 120.4 . . ?
C8 C13 H13 120.4 . . ?
F3 C14 F2 106.3(8) . . ?
F3 C14 F1 103.3(7) . . ?
F2 C14 F1 102.9(7) . . ?
F3 C14 C11 114.9(7) . . ?
F2 C14 C11 115.8(7) . . ?
F1 C14 C11 112.3(7) . . ?
N5 C15 C16 123.1(7) . . ?
N5 C15 H15 118.5 . . ?
C16 C15 H15 118.5 . . ?
C15 C16 C17 118.6(7) . . ?
C15 C16 H16 120.7 . . ?
C17 C16 H16 120.7 . . ?
C18 C17 C16 118.9(7) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 120.4(7) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
N5 C19 C18 120.2(7) . . ?
N5 C19 C20 113.9(5) . . ?
C18 C19 C20 125.8(6) . . ?
C25 C20 C21 120.4(7) . . ?
C25 C20 C19 115.2(5) . . ?
C21 C20 C19 124.4(6) . . ?
C22 C21 C20 120.3(7) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.1(7) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.0(8) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 122.6(7) . . ?
C23 C24 H24 118.7 . . ?
C25 C24 H24 118.7 . . ?
C34 C35 C36 122.1(7) . . ?
C34 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C33 C34 C35 120.0(7) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C33 C32 120.0(8) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C32 C31 119.9(7) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C31 C36 120.5(7) . . ?
C32 C31 C30 122.8(7) . . ?
C36 C31 C30 116.7(6) . . ?
N6 C30 C29 118.9(7) . . ?
N6 C30 C31 113.0(6) . . ?
C29 C30 C31 128.0(7) . . ?
C28 C29 C30 120.8(8) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C29 C28 C27 120.0(8) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C26 C27 C28 119.0(7) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C27 C26 N6 122.5(7) . . ?
C27 C26 H26 118.8 . . ?
N6 C26 H26 118.8 . . ?
C25 Ir1 C36 89.9(2) . . ?
C25 Ir1 N5 80.1(2) . . ?
C36 Ir1 N5 93.2(2) . . ?
C25 Ir1 N6 95.9(2) . . ?
C36 Ir1 N6 80.8(2) . . ?
N5 Ir1 N6 172.8(2) . . ?
C25 Ir1 N2 168.5(2) . . ?
C36 Ir1 N2 100.9(2) . . ?
N5 Ir1 N2 95.2(2) . . ?
N6 Ir1 N2 89.85(19) . . ?
C25 Ir1 N1 92.9(2) . . ?
C36 Ir1 N1 176.2(2) . . ?
N5 Ir1 N1 89.8(2) . . ?
N6 Ir1 N1 96.4(2) . . ?
N2 Ir1 N1 76.48(19) . . ?
C1 N1 C5 117.5(6) . . ?
C1 N1 Ir1 127.8(4) . . ?
C5 N1 Ir1 114.7(4) . . ?
C6 N2 N3 107.3(5) . . ?
C6 N2 Ir1 115.3(4) . . ?
N3 N2 Ir1 137.4(4) . . ?
C7 N3 N2 102.7(5) . . ?
C6 N4 C7 100.0(5) . . ?
C15 N5 C19 118.8(6) . . ?
C15 N5 Ir1 125.4(4) . . ?
C19 N5 Ir1 115.6(4) . . ?
C20 C25 C24 116.7(6) . . ?
C20 C25 Ir1 114.5(5) . . ?
C24 C25 Ir1 128.6(5) . . ?
C35 C36 C31 117.3(6) . . ?
C35 C36 Ir1 128.9(5) . . ?
C31 C36 Ir1 113.6(5) . . ?
C26 N6 C30 118.7(6) . . ?
C26 N6 Ir1 125.6(5) . . ?
C30 N6 Ir1 115.7(4) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.8(11) . . . . ?
C1 C2 C3 C4 -2.6(11) . . . . ?
C2 C3 C4 C5 3.1(11) . . . . ?
C3 C4 C5 N1 -2.9(10) . . . . ?
C3 C4 C5 C6 174.5(6) . . . . ?
N1 C5 C6 N2 -1.0(9) . . . . ?
C4 C5 C6 N2 -178.6(6) . . . . ?
N1 C5 C6 N4 177.0(6) . . . . ?
C4 C5 C6 N4 -0.6(11) . . . . ?
N4 C7 C8 C9 4.4(10) . . . . ?
N3 C7 C8 C9 -175.6(6) . . . . ?
N4 C7 C8 C13 -174.9(6) . . . . ?
N3 C7 C8 C13 5.1(10) . . . . ?
C13 C8 C9 C10 1.4(11) . . . . ?
C7 C8 C9 C10 -177.9(6) . . . . ?
C8 C9 C10 C11 -0.3(11) . . . . ?
C9 C10 C11 C12 -0.4(11) . . . . ?
C9 C10 C11 C14 176.9(7) . . . . ?
C10 C11 C12 C13 0.1(12) . . . . ?
C14 C11 C12 C13 -177.4(7) . . . . ?
C11 C12 C13 C8 1.0(12) . . . . ?
C9 C8 C13 C12 -1.8(11) . . . . ?
C7 C8 C13 C12 177.6(7) . . . . ?
C10 C11 C14 F3 110.9(9) . . . . ?
C12 C11 C14 F3 -71.6(10) . . . . ?
C10 C11 C14 F2 -124.5(9) . . . . ?
C12 C11 C14 F2 52.9(11) . . . . ?
C10 C11 C14 F1 -6.8(11) . . . . ?
C12 C11 C14 F1 170.7(7) . . . . ?
N5 C15 C16 C17 -0.3(11) . . . . ?
C15 C16 C17 C18 1.1(11) . . . . ?
C16 C17 C18 C19 -0.4(11) . . . . ?
C17 C18 C19 N5 -1.1(10) . . . . ?
C17 C18 C19 C20 -178.0(7) . . . . ?
N5 C19 C20 C25 -8.7(8) . . . . ?
C18 C19 C20 C25 168.3(6) . . . . ?
N5 C19 C20 C21 173.4(6) . . . . ?
C18 C19 C20 C21 -9.5(11) . . . . ?
C25 C20 C21 C22 -2.4(10) . . . . ?
C19 C20 C21 C22 175.4(7) . . . . ?
C20 C21 C22 C23 1.0(12) . . . . ?
C21 C22 C23 C24 0.6(12) . . . . ?
C22 C23 C24 C25 -0.8(11) . . . . ?
C36 C35 C34 C33 3.1(10) . . . . ?
C35 C34 C33 C32 -4.7(11) . . . . ?
C34 C33 C32 C31 3.9(11) . . . . ?
C33 C32 C31 C36 -1.4(10) . . . . ?
C33 C32 C31 C30 179.3(6) . . . . ?
C32 C31 C30 N6 -178.4(6) . . . . ?
C36 C31 C30 N6 2.3(8) . . . . ?
C32 C31 C30 C29 4.8(10) . . . . ?
C36 C31 C30 C29 -174.5(6) . . . . ?
N6 C30 C29 C28 1.7(10) . . . . ?
C31 C30 C29 C28 178.3(7) . . . . ?
C30 C29 C28 C27 1.0(11) . . . . ?
C29 C28 C27 C26 -2.4(11) . . . . ?
C28 C27 C26 N6 1.2(10) . . . . ?
C2 C1 N1 C5 -1.5(10) . . . . ?
C2 C1 N1 Ir1 179.8(5) . . . . ?
C4 C5 N1 C1 2.0(9) . . . . ?
C6 C5 N1 C1 -175.6(6) . . . . ?
C4 C5 N1 Ir1 -179.1(5) . . . . ?
C6 C5 N1 Ir1 3.3(7) . . . . ?
C25 Ir1 N1 C1 0.1(6) . . . . ?
C36 Ir1 N1 C1 -137(3) . . . . ?
N5 Ir1 N1 C1 80.1(6) . . . . ?
N6 Ir1 N1 C1 -96.2(5) . . . . ?
N2 Ir1 N1 C1 175.5(6) . . . . ?
C25 Ir1 N1 C5 -178.7(5) . . . . ?
C36 Ir1 N1 C5 44(4) . . . . ?
N5 Ir1 N1 C5 -98.7(4) . . . . ?
N6 Ir1 N1 C5 85.0(4) . . . . ?
N2 Ir1 N1 C5 -3.3(4) . . . . ?
N4 C6 N2 N3 -0.4(7) . . . . ?
C5 C6 N2 N3 177.8(5) . . . . ?
N4 C6 N2 Ir1 179.9(4) . . . . ?
C5 C6 N2 Ir1 -1.9(7) . . . . ?
C25 Ir1 N2 C6 26.1(14) . . . . ?
C36 Ir1 N2 C6 -174.4(4) . . . . ?
N5 Ir1 N2 C6 91.3(4) . . . . ?
N6 Ir1 N2 C6 -93.9(4) . . . . ?
N1 Ir1 N2 C6 2.7(4) . . . . ?
C25 Ir1 N2 N3 -153.5(11) . . . . ?
C36 Ir1 N2 N3 6.0(6) . . . . ?
N5 Ir1 N2 N3 -88.3(6) . . . . ?
N6 Ir1 N2 N3 86.6(6) . . . . ?
N1 Ir1 N2 N3 -176.8(6) . . . . ?
N4 C7 N3 N2 0.7(7) . . . . ?
C8 C7 N3 N2 -179.3(5) . . . . ?
C6 N2 N3 C7 -0.2(6) . . . . ?
Ir1 N2 N3 C7 179.4(4) . . . . ?
N2 C6 N4 C7 0.8(7) . . . . ?
C5 C6 N4 C7 -177.2(6) . . . . ?
N3 C7 N4 C6 -0.9(7) . . . . ?
C8 C7 N4 C6 179.1(6) . . . . ?
C16 C15 N5 C19 -1.2(10) . . . . ?
C16 C15 N5 Ir1 173.8(5) . . . . ?
C18 C19 N5 C15 1.9(9) . . . . ?
C20 C19 N5 C15 179.1(6) . . . . ?
C18 C19 N5 Ir1 -173.6(5) . . . . ?
C20 C19 N5 Ir1 3.6(7) . . . . ?
C25 Ir1 N5 C15 -173.9(6) . . . . ?
C36 Ir1 N5 C15 -84.6(6) . . . . ?
N6 Ir1 N5 C15 -117.6(16) . . . . ?
N2 Ir1 N5 C15 16.7(6) . . . . ?
N1 Ir1 N5 C15 93.1(6) . . . . ?
C25 Ir1 N5 C19 1.2(4) . . . . ?
C36 Ir1 N5 C19 90.6(5) . . . . ?
N6 Ir1 N5 C19 57.5(18) . . . . ?
N2 Ir1 N5 C19 -168.2(4) . . . . ?
N1 Ir1 N5 C19 -91.8(4) . . . . ?
C21 C20 C25 C24 2.1(9) . . . . ?
C19 C20 C25 C24 -175.9(6) . . . . ?
C21 C20 C25 Ir1 -172.3(5) . . . . ?
C19 C20 C25 Ir1 9.8(7) . . . . ?
C23 C24 C25 C20 -0.5(10) . . . . ?
C23 C24 C25 Ir1 172.9(5) . . . . ?
C36 Ir1 C25 C20 -99.2(5) . . . . ?
N5 Ir1 C25 C20 -6.0(5) . . . . ?
N6 Ir1 C25 C20 -179.9(5) . . . . ?
N2 Ir1 C25 C20 60.6(14) . . . . ?
N1 Ir1 C25 C20 83.3(5) . . . . ?
C36 Ir1 C25 C24 87.2(6) . . . . ?
N5 Ir1 C25 C24 -179.5(6) . . . . ?
N6 Ir1 C25 C24 6.5(6) . . . . ?
N2 Ir1 C25 C24 -112.9(12) . . . . ?
N1 Ir1 C25 C24 -90.2(6) . . . . ?
C34 C35 C36 C31 -0.7(9) . . . . ?
C34 C35 C36 Ir1 -176.3(5) . . . . ?
C32 C31 C36 C35 -0.1(9) . . . . ?
C30 C31 C36 C35 179.2(5) . . . . ?
C32 C31 C36 Ir1 176.1(5) . . . . ?
C30 C31 C36 Ir1 -4.5(7) . . . . ?
C25 Ir1 C36 C35 83.6(6) . . . . ?
N5 Ir1 C36 C35 3.6(6) . . . . ?
N6 Ir1 C36 C35 179.6(6) . . . . ?
N2 Ir1 C36 C35 -92.4(6) . . . . ?
N1 Ir1 C36 C35 -139(3) . . . . ?
C25 Ir1 C36 C31 -92.1(5) . . . . ?
N5 Ir1 C36 C31 -172.2(4) . . . . ?
N6 Ir1 C36 C31 3.8(4) . . . . ?
N2 Ir1 C36 C31 91.9(4) . . . . ?
N1 Ir1 C36 C31 45(4) . . . . ?
C27 C26 N6 C30 1.4(9) . . . . ?
C27 C26 N6 Ir1 -179.7(5) . . . . ?
C29 C30 N6 C26 -2.8(8) . . . . ?
C31 C30 N6 C26 180.0(5) . . . . ?
C29 C30 N6 Ir1 178.2(5) . . . . ?
C31 C30 N6 Ir1 1.0(6) . . . . ?
C25 Ir1 N6 C26 -92.7(5) . . . . ?
C36 Ir1 N6 C26 178.4(5) . . . . ?
N5 Ir1 N6 C26 -148.1(15) . . . . ?
N2 Ir1 N6 C26 77.3(5) . . . . ?
N1 Ir1 N6 C26 0.9(5) . . . . ?
C25 Ir1 N6 C30 86.3(4) . . . . ?
C36 Ir1 N6 C30 -2.7(4) . . . . ?
N5 Ir1 N6 C30 30.8(18) . . . . ?
N2 Ir1 N6 C30 -103.8(4) . . . . ?
N1 Ir1 N6 C30 179.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.132


####################################################################### 
# 
# 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_p-1
_database_code_depnum_ccdc_archive 'CCDC 905312'
_audit_update_record             
;
2012-10-10 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;
#TrackingRef '(ppz)2Ir(tfmptz).cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H20 F3 Ir N6'
_chemical_formula_weight         713.72

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.008 0.500 0.000 325 71 ' '
_platon_squeeze_details          
;
;

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.307(7)
_cell_length_b                   12.792(9)
_cell_length_c                   13.798(10)
_cell_angle_alpha                96.684(7)
_cell_angle_beta                 98.707(7)
_cell_angle_gamma                109.386(6)
_cell_volume                     1507.1(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3261
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      22.24

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    4.476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4258
_exptl_absorpt_correction_T_max  0.4834
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10862
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0725
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5526
_reflns_number_gt                4421
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0399P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5526
_refine_ls_number_parameters     361
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0856
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.78187(3) 0.17746(2) 0.273569(18) 0.03473(11) Uani 1 1 d . . .
C1 C 0.4307(8) 0.1503(7) 0.2376(5) 0.050(2) Uani 1 1 d . . .
H1 H 0.4442 0.1564 0.3065 0.060 Uiso 1 1 calc R . .
C2 C 0.2866(9) 0.1371(7) 0.1835(6) 0.059(2) Uani 1 1 d . . .
H2 H 0.2046 0.1344 0.2153 0.071 Uiso 1 1 calc R . .
C3 C 0.2661(9) 0.1278(8) 0.0815(6) 0.061(2) Uani 1 1 d . . .
H3 H 0.1697 0.1176 0.0431 0.073 Uiso 1 1 calc R . .
C4 C 0.3899(9) 0.1339(7) 0.0378(5) 0.057(2) Uani 1 1 d . . .
H4 H 0.3791 0.1299 -0.0308 0.069 Uiso 1 1 calc R . .
C5 C 0.5292(8) 0.1459(6) 0.0945(5) 0.0426(18) Uani 1 1 d . . .
C6 C 0.6715(8) 0.1549(6) 0.0567(5) 0.0395(17) Uani 1 1 d . . .
C7 C 0.8435(9) 0.1708(7) -0.0237(5) 0.0450(19) Uani 1 1 d . . .
C8 C 0.9255(13) 0.1839(12) -0.1064(7) 0.089(3) Uani 1 1 d U . .
C9 C 0.6101(9) -0.0726(7) 0.2293(5) 0.0460(19) Uani 1 1 d . . .
H9 H 0.5277 -0.0548 0.1980 0.055 Uiso 1 1 calc R . .
C10 C 0.5891(10) -0.1844(7) 0.2300(6) 0.056(2) Uani 1 1 d . . .
H10 H 0.4955 -0.2409 0.1983 0.067 Uiso 1 1 calc R . .
C11 C 0.7096(12) -0.2105(8) 0.2787(7) 0.072(3) Uani 1 1 d . . .
H11 H 0.6989 -0.2850 0.2812 0.086 Uiso 1 1 calc R . .
C12 C 0.8491(11) -0.1224(8) 0.3244(6) 0.060(2) Uani 1 1 d . . .
H12 H 0.9308 -0.1382 0.3592 0.072 Uiso 1 1 calc R . .
C13 C 0.8653(8) -0.0136(7) 0.3181(5) 0.0404(18) Uani 1 1 d . . .
C14 C 1.0033(8) 0.0825(7) 0.3590(5) 0.0406(18) Uani 1 1 d . . .
C15 C 1.1424(10) 0.0811(8) 0.4127(5) 0.061(2) Uani 1 1 d . . .
H15 H 1.1478 0.0126 0.4256 0.073 Uiso 1 1 calc R . .
C16 C 1.2726(9) 0.1779(9) 0.4474(6) 0.064(3) Uani 1 1 d . . .
H16 H 1.3633 0.1748 0.4838 0.077 Uiso 1 1 calc R . .
C17 C 1.2644(9) 0.2772(8) 0.4271(5) 0.061(2) Uani 1 1 d . . .
H17 H 1.3518 0.3425 0.4480 0.073 Uiso 1 1 calc R . .
C18 C 1.1283(9) 0.2828(7) 0.3760(5) 0.051(2) Uani 1 1 d . . .
H18 H 1.1249 0.3522 0.3644 0.061 Uiso 1 1 calc R . .
C19 C 0.9950(8) 0.1856(6) 0.3413(4) 0.0380(17) Uani 1 1 d . . .
C20 C 0.7353(7) 0.2031(6) 0.4101(5) 0.0383(17) Uani 1 1 d . . .
C21 C 0.6900(8) 0.1272(7) 0.4733(5) 0.049(2) Uani 1 1 d . . .
H21 H 0.6765 0.0520 0.4531 0.058 Uiso 1 1 calc R . .
C22 C 0.6643(9) 0.1614(9) 0.5664(6) 0.066(3) Uani 1 1 d . . .
H22 H 0.6342 0.1086 0.6073 0.079 Uiso 1 1 calc R . .
C23 C 0.6822(11) 0.2712(11) 0.5995(7) 0.080(3) Uani 1 1 d . . .
H23 H 0.6639 0.2927 0.6618 0.096 Uiso 1 1 calc R . .
C24 C 0.7270(10) 0.3477(9) 0.5398(7) 0.072(3) Uani 1 1 d . . .
H24 H 0.7382 0.4222 0.5610 0.086 Uiso 1 1 calc R . .
C25 C 0.7568(9) 0.3161(7) 0.4465(5) 0.049(2) Uani 1 1 d . . .
C26 C 0.8120(9) 0.3957(7) 0.3811(6) 0.051(2) Uani 1 1 d . . .
C27 C 0.8492(11) 0.5119(9) 0.3985(8) 0.079(3) Uani 1 1 d . . .
H27 H 0.8352 0.5461 0.4578 0.094 Uiso 1 1 calc R . .
C28 C 0.9050(13) 0.5767(9) 0.3325(11) 0.094(4) Uani 1 1 d . . .
H28 H 0.9308 0.6543 0.3465 0.113 Uiso 1 1 calc R . .
C29 C 0.9227(13) 0.5261(10) 0.2448(10) 0.091(3) Uani 1 1 d . . .
H29 H 0.9602 0.5687 0.1978 0.109 Uiso 1 1 calc R . .
C30 C 0.8848(10) 0.4126(8) 0.2272(7) 0.064(2) Uani 1 1 d . . .
H30 H 0.8965 0.3791 0.1668 0.077 Uiso 1 1 calc R . .
F1 F 0.8441(8) 0.1717(7) -0.1916(4) 0.139(3) Uani 1 1 d U . .
F2 F 0.9940(8) 0.1057(6) -0.1206(4) 0.112(2) Uani 1 1 d U . .
F3 F 1.0496(9) 0.2730(7) -0.0911(5) 0.142(3) Uani 1 1 d U . .
N1 N 0.5508(6) 0.1547(5) 0.1951(4) 0.0355(13) Uani 1 1 d . . .
N2 N 0.8013(6) 0.1639(5) 0.1215(4) 0.0390(14) Uani 1 1 d . . .
N3 N 0.9150(7) 0.1745(5) 0.0677(4) 0.0443(15) Uani 1 1 d . . .
N4 N 0.6924(7) 0.1578(5) -0.0369(4) 0.0462(16) Uani 1 1 d . . .
N5 N 0.7438(6) 0.0114(5) 0.2716(4) 0.0371(14) Uani 1 1 d . . .
N6 N 0.8317(7) 0.3466(5) 0.2916(4) 0.0440(15) 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 C19 2.024(7) . ?
Ir1 C20 2.011(7) . ?
Ir1 N6 2.033(6) . ?
Ir1 N5 2.031(6) . ?
Ir1 N2 2.126(5) . ?
Ir1 N1 2.165(5) . ?
C1 N1 1.327(8) . ?
C1 C2 1.379(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.377(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.358(8) . ?
C5 C6 1.470(9) . ?
C6 N4 1.337(8) . ?
C6 N2 1.352(8) . ?
C7 N3 1.322(8) . ?
C7 N4 1.341(9) . ?
C7 C8 1.461(11) . ?
C8 F1 1.261(10) . ?
C8 F3 1.294(13) . ?
C8 F2 1.364(12) . ?
C9 N5 1.338(9) . ?
C9 C10 1.379(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(11) . ?
C10 H10 0.9300 . ?
C11 C12 1.403(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.364(10) . ?
C12 H12 0.9300 . ?
C13 N5 1.363(8) . ?
C13 C14 1.432(10) . ?
C14 C19 1.394(10) . ?
C14 C15 1.397(9) . ?
C15 C16 1.386(12) . ?
C15 H15 0.9300 . ?
C16 C17 1.355(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.381(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.404(10) . ?
C18 H18 0.9300 . ?
C20 C21 1.385(10) . ?
C20 C25 1.410(10) . ?
C21 C22 1.390(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.371(13) . ?
C22 H22 0.9300 . ?
C23 C24 1.353(13) . ?
C23 H23 0.9300 . ?
C24 C25 1.399(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.457(11) . ?
C26 C27 1.391(12) . ?
C26 N6 1.385(9) . ?
C27 C28 1.349(14) . ?
C27 H27 0.9300 . ?
C28 C29 1.363(15) . ?
C28 H28 0.9300 . ?
C29 C30 1.357(13) . ?
C29 H29 0.9300 . ?
C30 N6 1.333(10) . ?
C30 H30 0.9300 . ?
N2 N3 1.362(7) . ?

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
C19 Ir1 C20 87.6(2) . . ?
C19 Ir1 N6 96.2(3) . . ?
C20 Ir1 N6 81.0(3) . . ?
C19 Ir1 N5 79.5(3) . . ?
C20 Ir1 N5 94.2(3) . . ?
N6 Ir1 N5 173.7(2) . . ?
C19 Ir1 N2 101.6(2) . . ?
C20 Ir1 N2 169.7(2) . . ?
N6 Ir1 N2 93.2(2) . . ?
N5 Ir1 N2 92.1(2) . . ?
C19 Ir1 N1 175.2(2) . . ?
C20 Ir1 N1 94.8(2) . . ?
N6 Ir1 N1 88.3(2) . . ?
N5 Ir1 N1 96.2(2) . . ?
N2 Ir1 N1 76.4(2) . . ?
N1 C1 C2 122.4(6) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 119.0(7) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 118.7(7) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C3 120.0(7) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
N1 C5 C4 121.8(6) . . ?
N1 C5 C6 112.9(6) . . ?
C4 C5 C6 125.2(6) . . ?
N4 C6 N2 113.2(6) . . ?
N4 C6 C5 127.8(6) . . ?
N2 C6 C5 118.9(6) . . ?
N3 C7 N4 116.9(6) . . ?
N3 C7 C8 121.9(7) . . ?
N4 C7 C8 121.2(7) . . ?
F1 C8 F3 110.3(10) . . ?
F1 C8 F2 102.3(9) . . ?
F3 C8 F2 97.8(8) . . ?
F1 C8 C7 116.6(9) . . ?
F3 C8 C7 115.1(10) . . ?
F2 C8 C7 112.5(9) . . ?
N5 C9 C10 122.9(7) . . ?
N5 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C11 C10 C9 118.5(8) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C12 118.6(8) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
C13 C12 C11 120.3(8) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 N5 120.4(7) . . ?
C12 C13 C14 125.2(7) . . ?
N5 C13 C14 114.4(7) . . ?
C19 C14 C15 118.5(7) . . ?
C19 C14 C13 115.4(6) . . ?
C15 C14 C13 126.1(7) . . ?
C16 C15 C14 122.5(8) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C15 118.4(8) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C16 C17 C18 121.0(8) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C19 121.2(8) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C14 118.3(6) . . ?
C18 C19 Ir1 127.2(6) . . ?
C14 C19 Ir1 114.4(5) . . ?
C21 C20 C25 116.4(6) . . ?
C21 C20 Ir1 129.5(6) . . ?
C25 C20 Ir1 114.1(5) . . ?
C20 C21 C22 121.1(8) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C23 C22 C21 121.7(9) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C22 118.8(8) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 120.8(9) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C20 121.2(8) . . ?
C24 C25 C26 123.2(8) . . ?
C20 C25 C26 115.6(6) . . ?
C27 C26 N6 117.7(8) . . ?
C27 C26 C25 128.5(8) . . ?
N6 C26 C25 113.8(7) . . ?
C28 C27 C26 122.4(10) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
C27 C28 C29 118.7(11) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C30 C29 C28 119.0(11) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
N6 C30 C29 123.7(9) . . ?
N6 C30 H30 118.2 . . ?
C29 C30 H30 118.2 . . ?
C1 N1 C5 118.1(6) . . ?
C1 N1 Ir1 125.2(4) . . ?
C5 N1 Ir1 116.7(4) . . ?
C6 N2 N3 106.5(5) . . ?
C6 N2 Ir1 114.9(4) . . ?
N3 N2 Ir1 138.1(4) . . ?
C7 N3 N2 103.4(5) . . ?
C6 N4 C7 100.0(5) . . ?
C9 N5 C13 119.2(7) . . ?
C9 N5 Ir1 124.8(5) . . ?
C13 N5 Ir1 116.1(5) . . ?
C30 N6 C26 118.6(7) . . ?
C30 N6 Ir1 126.0(6) . . ?
C26 N6 Ir1 115.4(5) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.1(13) . . . . ?
C1 C2 C3 C4 -1.0(13) . . . . ?
C2 C3 C4 C5 1.7(13) . . . . ?
C3 C4 C5 N1 -1.6(13) . . . . ?
C3 C4 C5 C6 -179.2(8) . . . . ?
N1 C5 C6 N4 -174.7(7) . . . . ?
C4 C5 C6 N4 3.1(13) . . . . ?
N1 C5 C6 N2 3.7(10) . . . . ?
C4 C5 C6 N2 -178.5(7) . . . . ?
N3 C7 C8 F1 175.6(10) . . . . ?
N4 C7 C8 F1 -6.5(16) . . . . ?
N3 C7 C8 F3 -53.0(14) . . . . ?
N4 C7 C8 F3 124.9(10) . . . . ?
N3 C7 C8 F2 57.8(14) . . . . ?
N4 C7 C8 F2 -124.2(9) . . . . ?
N5 C9 C10 C11 1.8(11) . . . . ?
C9 C10 C11 C12 -0.7(12) . . . . ?
C10 C11 C12 C13 -1.7(12) . . . . ?
C11 C12 C13 N5 3.2(11) . . . . ?
C11 C12 C13 C14 -177.9(7) . . . . ?
C12 C13 C14 C19 178.3(7) . . . . ?
N5 C13 C14 C19 -2.7(8) . . . . ?
C12 C13 C14 C15 -0.9(11) . . . . ?
N5 C13 C14 C15 178.0(6) . . . . ?
C19 C14 C15 C16 -1.0(11) . . . . ?
C13 C14 C15 C16 178.2(7) . . . . ?
C14 C15 C16 C17 -0.9(12) . . . . ?
C15 C16 C17 C18 2.1(12) . . . . ?
C16 C17 C18 C19 -1.5(11) . . . . ?
C17 C18 C19 C14 -0.5(10) . . . . ?
C17 C18 C19 Ir1 175.5(5) . . . . ?
C15 C14 C19 C18 1.7(9) . . . . ?
C13 C14 C19 C18 -177.6(6) . . . . ?
C15 C14 C19 Ir1 -174.8(5) . . . . ?
C13 C14 C19 Ir1 5.9(7) . . . . ?
C20 Ir1 C19 C18 -86.6(6) . . . . ?
N6 Ir1 C19 C18 -5.9(6) . . . . ?
N5 Ir1 C19 C18 178.7(6) . . . . ?
N2 Ir1 C19 C18 88.7(6) . . . . ?
N1 Ir1 C19 C18 153(3) . . . . ?
C20 Ir1 C19 C14 89.5(5) . . . . ?
N6 Ir1 C19 C14 170.2(5) . . . . ?
N5 Ir1 C19 C14 -5.2(4) . . . . ?
N2 Ir1 C19 C14 -95.2(5) . . . . ?
N1 Ir1 C19 C14 -31(3) . . . . ?
C19 Ir1 C20 C21 -80.7(7) . . . . ?
N6 Ir1 C20 C21 -177.3(7) . . . . ?
N5 Ir1 C20 C21 -1.4(6) . . . . ?
N2 Ir1 C20 C21 126.2(14) . . . . ?
N1 Ir1 C20 C21 95.2(6) . . . . ?
C19 Ir1 C20 C25 97.3(5) . . . . ?
N6 Ir1 C20 C25 0.7(5) . . . . ?
N5 Ir1 C20 C25 176.6(5) . . . . ?
N2 Ir1 C20 C25 -55.8(17) . . . . ?
N1 Ir1 C20 C25 -86.8(5) . . . . ?
C25 C20 C21 C22 1.4(10) . . . . ?
Ir1 C20 C21 C22 179.4(5) . . . . ?
C20 C21 C22 C23 0.1(12) . . . . ?
C21 C22 C23 C24 -0.4(13) . . . . ?
C22 C23 C24 C25 -0.9(14) . . . . ?
C23 C24 C25 C20 2.5(12) . . . . ?
C23 C24 C25 C26 -177.1(8) . . . . ?
C21 C20 C25 C24 -2.7(10) . . . . ?
Ir1 C20 C25 C24 179.0(6) . . . . ?
C21 C20 C25 C26 177.0(6) . . . . ?
Ir1 C20 C25 C26 -1.3(8) . . . . ?
C24 C25 C26 C27 2.4(13) . . . . ?
C20 C25 C26 C27 -177.2(7) . . . . ?
C24 C25 C26 N6 -179.1(7) . . . . ?
C20 C25 C26 N6 1.3(9) . . . . ?
N6 C26 C27 C28 -1.0(13) . . . . ?
C25 C26 C27 C28 177.5(9) . . . . ?
C26 C27 C28 C29 1.2(16) . . . . ?
C27 C28 C29 C30 -0.4(16) . . . . ?
C28 C29 C30 N6 -0.6(15) . . . . ?
C2 C1 N1 C5 0.1(11) . . . . ?
C2 C1 N1 Ir1 179.2(6) . . . . ?
C4 C5 N1 C1 0.6(11) . . . . ?
C6 C5 N1 C1 178.5(7) . . . . ?
C4 C5 N1 Ir1 -178.5(6) . . . . ?
C6 C5 N1 Ir1 -0.6(8) . . . . ?
C19 Ir1 N1 C1 114(3) . . . . ?
C20 Ir1 N1 C1 -5.9(6) . . . . ?
N6 Ir1 N1 C1 -86.8(6) . . . . ?
N5 Ir1 N1 C1 88.8(6) . . . . ?
N2 Ir1 N1 C1 179.5(6) . . . . ?
C19 Ir1 N1 C5 -67(3) . . . . ?
C20 Ir1 N1 C5 173.2(5) . . . . ?
N6 Ir1 N1 C5 92.3(5) . . . . ?
N5 Ir1 N1 C5 -92.1(5) . . . . ?
N2 Ir1 N1 C5 -1.4(5) . . . . ?
N4 C6 N2 N3 0.6(8) . . . . ?
C5 C6 N2 N3 -178.0(6) . . . . ?
N4 C6 N2 Ir1 173.7(5) . . . . ?
C5 C6 N2 Ir1 -4.9(8) . . . . ?
C19 Ir1 N2 C6 178.9(5) . . . . ?
C20 Ir1 N2 C6 -28.5(17) . . . . ?
N6 Ir1 N2 C6 -84.1(5) . . . . ?
N5 Ir1 N2 C6 99.2(5) . . . . ?
N1 Ir1 N2 C6 3.3(5) . . . . ?
C19 Ir1 N2 N3 -11.0(7) . . . . ?
C20 Ir1 N2 N3 141.6(13) . . . . ?
N6 Ir1 N2 N3 86.0(7) . . . . ?
N5 Ir1 N2 N3 -90.7(7) . . . . ?
N1 Ir1 N2 N3 173.4(7) . . . . ?
N4 C7 N3 N2 -0.5(9) . . . . ?
C8 C7 N3 N2 177.5(9) . . . . ?
C6 N2 N3 C7 -0.1(7) . . . . ?
Ir1 N2 N3 C7 -170.7(6) . . . . ?
N2 C6 N4 C7 -0.8(8) . . . . ?
C5 C6 N4 C7 177.7(7) . . . . ?
N3 C7 N4 C6 0.8(9) . . . . ?
C8 C7 N4 C6 -177.2(9) . . . . ?
C10 C9 N5 C13 -0.4(10) . . . . ?
C10 C9 N5 Ir1 -179.7(5) . . . . ?
C12 C13 N5 C9 -2.2(9) . . . . ?
C14 C13 N5 C9 178.8(6) . . . . ?
C12 C13 N5 Ir1 177.3(5) . . . . ?
C14 C13 N5 Ir1 -1.7(7) . . . . ?
C19 Ir1 N5 C9 -176.8(5) . . . . ?
C20 Ir1 N5 C9 96.4(5) . . . . ?
N6 Ir1 N5 C9 136.6(19) . . . . ?
N2 Ir1 N5 C9 -75.5(5) . . . . ?
N1 Ir1 N5 C9 1.1(5) . . . . ?
C19 Ir1 N5 C13 3.8(4) . . . . ?
C20 Ir1 N5 C13 -83.0(5) . . . . ?
N6 Ir1 N5 C13 -43(2) . . . . ?
N2 Ir1 N5 C13 105.1(4) . . . . ?
N1 Ir1 N5 C13 -178.3(4) . . . . ?
C29 C30 N6 C26 0.8(12) . . . . ?
C29 C30 N6 Ir1 -177.0(7) . . . . ?
C27 C26 N6 C30 -0.1(10) . . . . ?
C25 C26 N6 C30 -178.7(7) . . . . ?
C27 C26 N6 Ir1 178.0(6) . . . . ?
C25 C26 N6 Ir1 -0.7(8) . . . . ?
C19 Ir1 N6 C30 91.3(6) . . . . ?
C20 Ir1 N6 C30 177.9(7) . . . . ?
N5 Ir1 N6 C30 137.2(19) . . . . ?
N2 Ir1 N6 C30 -10.7(6) . . . . ?
N1 Ir1 N6 C30 -87.0(6) . . . . ?
C19 Ir1 N6 C26 -86.6(5) . . . . ?
C20 Ir1 N6 C26 0.0(5) . . . . ?
N5 Ir1 N6 C26 -41(2) . . . . ?
N2 Ir1 N6 C26 171.4(5) . . . . ?
N1 Ir1 N6 C26 95.1(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.432
_refine_diff_density_min         -1.223
_refine_diff_density_rms         0.139


####################################################################### 
# 
# 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_pbca
_database_code_depnum_ccdc_archive 'CCDC 905314'
_audit_update_record             
;
2012-10-10 deposited with the CCDC.
2015-04-13 downloaded from the CCDC.
;
#TrackingRef 'Pbca.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H24 F Ir N6'
_chemical_formula_weight         739.80

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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.113 0.253 0.238 112 22 ' '
2 -0.113 0.247 0.738 112 22 ' '
3 0.113 0.753 0.262 112 22 ' '
4 0.113 0.747 0.762 112 22 ' '
5 0.387 0.247 0.762 111 22 ' '
6 0.387 0.253 0.262 111 22 ' '
7 0.613 0.747 0.738 111 22 ' '
8 0.613 0.753 0.238 111 22 ' '
_platon_squeeze_details          
;
;
_cell_length_a                   13.163(7)
_cell_length_b                   20.032(11)
_cell_length_c                   23.737(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6259(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4335
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      20.48

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2896
_exptl_absorpt_coefficient_mu    4.306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4375
_exptl_absorpt_correction_T_max  0.4951
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35723
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_av_sigmaI/netI    0.0770
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         25.20
_reflns_number_total             5632
_reflns_number_gt                3721
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5632
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0791
_refine_ls_wR_factor_gt          0.0713
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0912(5) 0.5011(3) 0.0991(3) 0.0500(19) Uani 1 1 d . . .
H1 H 0.1050 0.5264 0.0672 0.060 Uiso 1 1 calc R . .
C2 C 0.0377(5) 0.5298(4) 0.1419(3) 0.059(2) Uani 1 1 d . . .
H2 H 0.0168 0.5741 0.1393 0.071 Uiso 1 1 calc R . .
C3 C 0.0151(5) 0.4928(4) 0.1890(3) 0.066(2) Uani 1 1 d . . .
H3 H -0.0215 0.5118 0.2185 0.079 Uiso 1 1 calc R . .
C4 C 0.0468(5) 0.4276(4) 0.1922(3) 0.063(2) Uani 1 1 d . . .
H4 H 0.0308 0.4016 0.2235 0.075 Uiso 1 1 calc R . .
C5 C 0.1026(5) 0.4011(3) 0.1486(3) 0.0416(17) Uani 1 1 d . . .
C6 C 0.1418(4) 0.3336(3) 0.1481(3) 0.0397(16) Uani 1 1 d . . .
C7 C 0.1831(5) 0.2348(3) 0.1647(3) 0.0383(16) Uani 1 1 d . . .
C8 C 0.1965(4) 0.1698(3) 0.1940(3) 0.0426(17) Uani 1 1 d . . .
C9 C 0.2013(6) 0.1684(4) 0.2520(3) 0.076(3) Uani 1 1 d . . .
H9 H 0.1940 0.2077 0.2724 0.091 Uiso 1 1 calc R . .
C10 C 0.2168(7) 0.1088(4) 0.2801(3) 0.085(3) Uani 1 1 d . . .
H10 H 0.2194 0.1074 0.3192 0.103 Uiso 1 1 calc R . .
C11 C 0.2281(6) 0.0532(4) 0.2495(4) 0.065(2) Uani 1 1 d . . .
C12 C 0.2242(6) 0.0522(3) 0.1929(4) 0.064(2) Uani 1 1 d . . .
H12 H 0.2310 0.0123 0.1732 0.077 Uiso 1 1 calc R . .
C13 C 0.2099(5) 0.1112(3) 0.1649(3) 0.0554(19) Uani 1 1 d . . .
H13 H 0.2092 0.1115 0.1257 0.066 Uiso 1 1 calc R . .
C14 C 0.2414(4) 0.4691(3) -0.0061(3) 0.0405(17) Uani 1 1 d . . .
C15 C 0.1877(5) 0.4915(3) -0.0535(3) 0.053(2) Uani 1 1 d . . .
H15 H 0.1388 0.4638 -0.0694 0.064 Uiso 1 1 calc R . .
C16 C 0.2053(6) 0.5531(4) -0.0771(3) 0.065(2) Uani 1 1 d . . .
H16 H 0.1679 0.5665 -0.1083 0.078 Uiso 1 1 calc R . .
C17 C 0.2776(7) 0.5952(4) -0.0549(4) 0.074(3) Uani 1 1 d . . .
H17 H 0.2879 0.6373 -0.0705 0.089 Uiso 1 1 calc R . .
C18 C 0.3342(5) 0.5746(3) -0.0098(3) 0.057(2) Uani 1 1 d . . .
H18 H 0.3833 0.6029 0.0051 0.069 Uiso 1 1 calc R . .
C19 C 0.3197(5) 0.5126(3) 0.0138(3) 0.0414(17) Uani 1 1 d . . .
C20 C 0.3782(5) 0.4862(3) 0.0603(3) 0.0418(17) Uani 1 1 d . . .
C21 C 0.4646(6) 0.5143(4) 0.0825(3) 0.059(2) Uani 1 1 d . . .
H21 H 0.4870 0.5554 0.0691 0.071 Uiso 1 1 calc R . .
C22 C 0.5186(6) 0.4822(4) 0.1244(4) 0.074(3) Uani 1 1 d . . .
H22 H 0.5767 0.5015 0.1396 0.089 Uiso 1 1 calc R . .
C23 C 0.4854(6) 0.4216(4) 0.1433(3) 0.065(2) Uani 1 1 d . . .
H23 H 0.5208 0.3988 0.1711 0.078 Uiso 1 1 calc R . .
C24 C 0.3996(5) 0.3954(3) 0.1206(3) 0.0508(18) Uani 1 1 d . . .
H24 H 0.3767 0.3544 0.1340 0.061 Uiso 1 1 calc R . .
C25 C 0.3033(5) 0.3353(3) -0.0166(3) 0.0367(16) Uani 1 1 d . . .
C26 C 0.4085(5) 0.3285(3) -0.0197(3) 0.0456(18) Uani 1 1 d . . .
H26 H 0.4490 0.3479 0.0079 0.055 Uiso 1 1 calc R . .
C27 C 0.4537(6) 0.2936(3) -0.0631(3) 0.056(2) Uani 1 1 d . . .
H27 H 0.5241 0.2902 -0.0644 0.068 Uiso 1 1 calc R . .
C28 C 0.3969(7) 0.2643(4) -0.1039(3) 0.064(2) Uani 1 1 d . . .
H28 H 0.4286 0.2418 -0.1333 0.077 Uiso 1 1 calc R . .
C29 C 0.2924(7) 0.2677(3) -0.1017(3) 0.059(2) Uani 1 1 d . . .
H29 H 0.2534 0.2467 -0.1291 0.071 Uiso 1 1 calc R . .
C30 C 0.2454(5) 0.3029(3) -0.0582(3) 0.0394(17) Uani 1 1 d . . .
C31 C 0.1372(5) 0.3110(3) -0.0525(3) 0.0420(18) Uani 1 1 d . . .
C32 C 0.0636(6) 0.2835(3) -0.0882(3) 0.058(2) Uani 1 1 d . . .
H32 H 0.0834 0.2576 -0.1188 0.070 Uiso 1 1 calc R . .
C33 C -0.0382(6) 0.2945(4) -0.0781(3) 0.062(2) Uani 1 1 d . . .
H33 H -0.0869 0.2760 -0.1017 0.074 Uiso 1 1 calc R . .
C34 C -0.0676(5) 0.3334(4) -0.0327(3) 0.058(2) Uani 1 1 d . . .
H34 H -0.1358 0.3413 -0.0251 0.070 Uiso 1 1 calc R . .
C35 C 0.0071(5) 0.3598(3) 0.0008(3) 0.0476(19) Uani 1 1 d . . .
H35 H -0.0117 0.3864 0.0312 0.057 Uiso 1 1 calc R . .
F1 F 0.2444(4) -0.0054(2) 0.2775(2) 0.0994(17) Uani 1 1 d . . .
Ir1 Ir 0.221032(18) 0.386672(12) 0.039974(10) 0.03546(9) Uani 1 1 d . . .
N1 N 0.1248(3) 0.4377(2) 0.1012(2) 0.0352(12) Uani 1 1 d . . .
N2 N 0.1932(3) 0.3125(2) 0.1026(2) 0.0345(13) Uani 1 1 d . . .
N3 N 0.2208(4) 0.2472(2) 0.1129(2) 0.0405(13) Uani 1 1 d . . .
N4 N 0.1331(4) 0.2870(3) 0.1879(2) 0.0453(14) Uani 1 1 d . . .
N5 N 0.3462(4) 0.4257(3) 0.0798(2) 0.0420(13) Uani 1 1 d . . .
N6 N 0.1070(4) 0.3489(3) -0.0085(2) 0.0387(13) 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
C1 N1 1.346(7) . ?
C1 C2 1.363(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(9) . ?
C4 H4 0.9300 . ?
C5 N1 1.375(7) . ?
C5 C6 1.448(8) . ?
C6 N4 1.332(7) . ?
C6 N2 1.342(7) . ?
C7 N3 1.348(7) . ?
C7 N4 1.353(7) . ?
C7 C8 1.486(8) . ?
C8 C13 1.374(9) . ?
C8 C9 1.378(9) . ?
C9 C10 1.382(10) . ?
C9 H9 0.9300 . ?
C10 C11 1.337(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.344(10) . ?
C11 F1 1.366(7) . ?
C12 C13 1.368(9) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.402(9) . ?
C14 C19 1.430(8) . ?
C14 Ir1 1.999(6) . ?
C15 C16 1.376(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.375(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.369(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.376(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.446(9) . ?
C20 N5 1.364(7) . ?
C20 C21 1.373(9) . ?
C21 C22 1.383(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.365(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.356(9) . ?
C23 H23 0.9300 . ?
C24 N5 1.342(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.394(7) . ?
C25 C30 1.407(8) . ?
C25 Ir1 2.009(6) . ?
C26 C27 1.378(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.357(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.379(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.394(9) . ?
C29 H29 0.9300 . ?
C30 C31 1.440(9) . ?
C31 N6 1.351(7) . ?
C31 C32 1.400(9) . ?
C32 C33 1.379(9) . ?
C32 H32 0.9300 . ?
C33 C34 1.385(10) . ?
C33 H33 0.9300 . ?
C34 C35 1.371(9) . ?
C34 H34 0.9300 . ?
C35 N6 1.351(7) . ?
C35 H35 0.9300 . ?
Ir1 N6 2.038(5) . ?
Ir1 N5 2.054(5) . ?
Ir1 N2 2.133(5) . ?
Ir1 N1 2.182(5) . ?
N2 N3 1.380(6) . ?

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 C1 C2 122.7(7) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 119.4(7) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 119.5(7) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.1(7) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 121.7(6) . . ?
N1 C5 C6 114.6(6) . . ?
C4 C5 C6 123.8(6) . . ?
N4 C6 N2 113.1(5) . . ?
N4 C6 C5 128.2(6) . . ?
N2 C6 C5 118.7(6) . . ?
N3 C7 N4 114.0(6) . . ?
N3 C7 C8 123.0(6) . . ?
N4 C7 C8 123.0(6) . . ?
C13 C8 C9 118.5(6) . . ?
C13 C8 C7 121.9(6) . . ?
C9 C8 C7 119.4(6) . . ?
C8 C9 C10 120.4(7) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 118.3(8) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C10 C11 C12 123.4(7) . . ?
C10 C11 F1 118.0(8) . . ?
C12 C11 F1 118.6(8) . . ?
C11 C12 C13 118.6(7) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C8 120.8(7) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C15 C14 C19 115.8(6) . . ?
C15 C14 Ir1 129.4(5) . . ?
C19 C14 Ir1 114.7(5) . . ?
C16 C15 C14 121.9(7) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C17 C16 C15 120.7(7) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 119.4(7) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 121.0(7) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C14 121.0(7) . . ?
C18 C19 C20 124.5(6) . . ?
C14 C19 C20 114.5(6) . . ?
N5 C20 C21 119.4(7) . . ?
N5 C20 C19 114.7(6) . . ?
C21 C20 C19 125.7(6) . . ?
C20 C21 C22 120.7(7) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 119.0(7) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C24 C23 C22 118.8(8) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
N5 C24 C23 123.2(7) . . ?
N5 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C26 C25 C30 117.1(6) . . ?
C26 C25 Ir1 128.5(5) . . ?
C30 C25 Ir1 114.4(5) . . ?
C27 C26 C25 121.2(7) . . ?
C27 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C28 C27 C26 121.0(7) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C29 120.1(7) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 119.8(7) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C29 C30 C25 120.8(6) . . ?
C29 C30 C31 124.5(6) . . ?
C25 C30 C31 114.7(6) . . ?
N6 C31 C32 119.1(7) . . ?
N6 C31 C30 115.3(6) . . ?
C32 C31 C30 125.6(7) . . ?
C33 C32 C31 120.2(7) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 119.8(7) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 117.9(7) . . ?
C35 C34 H34 121.0 . . ?
C33 C34 H34 121.0 . . ?
N6 C35 C34 122.7(7) . . ?
N6 C35 H35 118.6 . . ?
C34 C35 H35 118.6 . . ?
C14 Ir1 C25 89.2(2) . . ?
C14 Ir1 N6 95.5(2) . . ?
C25 Ir1 N6 80.2(2) . . ?
C14 Ir1 N5 80.2(2) . . ?
C25 Ir1 N5 94.0(2) . . ?
N6 Ir1 N5 172.9(2) . . ?
C14 Ir1 N2 168.4(2) . . ?
C25 Ir1 N2 101.6(2) . . ?
N6 Ir1 N2 90.50(19) . . ?
N5 Ir1 N2 94.7(2) . . ?
C14 Ir1 N1 93.2(2) . . ?
C25 Ir1 N1 176.6(2) . . ?
N6 Ir1 N1 97.0(2) . . ?
N5 Ir1 N1 88.89(19) . . ?
N2 Ir1 N1 76.25(19) . . ?
C1 N1 C5 117.6(5) . . ?
C1 N1 Ir1 127.5(4) . . ?
C5 N1 Ir1 114.8(4) . . ?
C6 N2 N3 106.8(5) . . ?
C6 N2 Ir1 115.4(4) . . ?
N3 N2 Ir1 137.6(4) . . ?
C7 N3 N2 103.9(5) . . ?
C6 N4 C7 102.2(5) . . ?
C24 N5 C20 119.0(6) . . ?
C24 N5 Ir1 125.4(5) . . ?
C20 N5 Ir1 115.5(4) . . ?
C35 N6 C31 120.3(6) . . ?
C35 N6 Ir1 124.3(5) . . ?
C31 N6 Ir1 115.4(4) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -1.2(11) . . . . ?
C1 C2 C3 C4 0.1(12) . . . . ?
C2 C3 C4 C5 1.4(12) . . . . ?
C3 C4 C5 N1 -1.9(11) . . . . ?
C3 C4 C5 C6 178.5(7) . . . . ?
N1 C5 C6 N4 179.5(6) . . . . ?
C4 C5 C6 N4 -0.9(11) . . . . ?
N1 C5 C6 N2 -1.2(8) . . . . ?
C4 C5 C6 N2 178.4(6) . . . . ?
N3 C7 C8 C13 -26.8(9) . . . . ?
N4 C7 C8 C13 154.0(6) . . . . ?
N3 C7 C8 C9 149.6(7) . . . . ?
N4 C7 C8 C9 -29.6(10) . . . . ?
C13 C8 C9 C10 -1.5(12) . . . . ?
C7 C8 C9 C10 -178.0(7) . . . . ?
C8 C9 C10 C11 0.7(13) . . . . ?
C9 C10 C11 C12 -0.6(14) . . . . ?
C9 C10 C11 F1 179.4(7) . . . . ?
C10 C11 C12 C13 1.3(13) . . . . ?
F1 C11 C12 C13 -178.7(6) . . . . ?
C11 C12 C13 C8 -2.1(11) . . . . ?
C9 C8 C13 C12 2.2(11) . . . . ?
C7 C8 C13 C12 178.6(6) . . . . ?
C19 C14 C15 C16 -3.8(10) . . . . ?
Ir1 C14 C15 C16 173.4(5) . . . . ?
C14 C15 C16 C17 0.5(11) . . . . ?
C15 C16 C17 C18 1.7(12) . . . . ?
C16 C17 C18 C19 -0.3(12) . . . . ?
C17 C18 C19 C14 -3.3(11) . . . . ?
C17 C18 C19 C20 178.1(7) . . . . ?
C15 C14 C19 C18 5.2(9) . . . . ?
Ir1 C14 C19 C18 -172.4(5) . . . . ?
C15 C14 C19 C20 -176.1(6) . . . . ?
Ir1 C14 C19 C20 6.3(7) . . . . ?
C18 C19 C20 N5 175.4(6) . . . . ?
C14 C19 C20 N5 -3.3(8) . . . . ?
C18 C19 C20 C21 -9.6(11) . . . . ?
C14 C19 C20 C21 171.7(6) . . . . ?
N5 C20 C21 C22 -0.5(10) . . . . ?
C19 C20 C21 C22 -175.3(7) . . . . ?
C20 C21 C22 C23 0.6(12) . . . . ?
C21 C22 C23 C24 -0.8(12) . . . . ?
C22 C23 C24 N5 0.9(12) . . . . ?
C30 C25 C26 C27 2.4(9) . . . . ?
Ir1 C25 C26 C27 -177.0(5) . . . . ?
C25 C26 C27 C28 -0.5(10) . . . . ?
C26 C27 C28 C29 -1.5(11) . . . . ?
C27 C28 C29 C30 1.6(11) . . . . ?
C28 C29 C30 C25 0.3(10) . . . . ?
C28 C29 C30 C31 178.5(6) . . . . ?
C26 C25 C30 C29 -2.3(9) . . . . ?
Ir1 C25 C30 C29 177.2(5) . . . . ?
C26 C25 C30 C31 179.4(5) . . . . ?
Ir1 C25 C30 C31 -1.1(7) . . . . ?
C29 C30 C31 N6 -177.7(6) . . . . ?
C25 C30 C31 N6 0.6(8) . . . . ?
C29 C30 C31 C32 2.2(10) . . . . ?
C25 C30 C31 C32 -179.6(6) . . . . ?
N6 C31 C32 C33 -0.6(10) . . . . ?
C30 C31 C32 C33 179.6(6) . . . . ?
C31 C32 C33 C34 0.4(11) . . . . ?
C32 C33 C34 C35 0.2(11) . . . . ?
C33 C34 C35 N6 -0.6(10) . . . . ?
C15 C14 Ir1 C25 83.2(6) . . . . ?
C19 C14 Ir1 C25 -99.5(5) . . . . ?
C15 C14 Ir1 N6 3.2(6) . . . . ?
C19 C14 Ir1 N6 -179.6(5) . . . . ?
C15 C14 Ir1 N5 177.5(6) . . . . ?
C19 C14 Ir1 N5 -5.3(4) . . . . ?
C15 C14 Ir1 N2 -117.9(11) . . . . ?
C19 C14 Ir1 N2 59.3(12) . . . . ?
C15 C14 Ir1 N1 -94.2(6) . . . . ?
C19 C14 Ir1 N1 83.0(5) . . . . ?
C26 C25 Ir1 C14 84.6(6) . . . . ?
C30 C25 Ir1 C14 -94.8(5) . . . . ?
C26 C25 Ir1 N6 -179.6(6) . . . . ?
C30 C25 Ir1 N6 1.0(4) . . . . ?
C26 C25 Ir1 N5 4.5(6) . . . . ?
C30 C25 Ir1 N5 -174.9(4) . . . . ?
C26 C25 Ir1 N2 -91.1(6) . . . . ?
C30 C25 Ir1 N2 89.5(5) . . . . ?
C26 C25 Ir1 N1 -143(3) . . . . ?
C30 C25 Ir1 N1 38(4) . . . . ?
C2 C1 N1 C5 0.7(9) . . . . ?
C2 C1 N1 Ir1 -174.7(5) . . . . ?
C4 C5 N1 C1 0.9(9) . . . . ?
C6 C5 N1 C1 -179.5(5) . . . . ?
C4 C5 N1 Ir1 176.9(5) . . . . ?
C6 C5 N1 Ir1 -3.5(7) . . . . ?
C14 Ir1 N1 C1 5.1(5) . . . . ?
C25 Ir1 N1 C1 -127(4) . . . . ?
N6 Ir1 N1 C1 -90.9(5) . . . . ?
N5 Ir1 N1 C1 85.2(5) . . . . ?
N2 Ir1 N1 C1 -179.7(5) . . . . ?
C14 Ir1 N1 C5 -170.5(4) . . . . ?
C25 Ir1 N1 C5 57(4) . . . . ?
N6 Ir1 N1 C5 93.6(4) . . . . ?
N5 Ir1 N1 C5 -90.3(4) . . . . ?
N2 Ir1 N1 C5 4.8(4) . . . . ?
N4 C6 N2 N3 -0.1(7) . . . . ?
C5 C6 N2 N3 -179.5(5) . . . . ?
N4 C6 N2 Ir1 -175.1(4) . . . . ?
C5 C6 N2 Ir1 5.5(7) . . . . ?
C14 Ir1 N2 C6 19.0(12) . . . . ?
C25 Ir1 N2 C6 177.4(4) . . . . ?
N6 Ir1 N2 C6 -102.5(4) . . . . ?
N5 Ir1 N2 C6 82.3(4) . . . . ?
N1 Ir1 N2 C6 -5.4(4) . . . . ?
C14 Ir1 N2 N3 -153.9(10) . . . . ?
C25 Ir1 N2 N3 4.5(6) . . . . ?
N6 Ir1 N2 N3 84.6(5) . . . . ?
N5 Ir1 N2 N3 -90.6(5) . . . . ?
N1 Ir1 N2 N3 -178.3(6) . . . . ?
N4 C7 N3 N2 0.4(7) . . . . ?
C8 C7 N3 N2 -178.8(5) . . . . ?
C6 N2 N3 C7 -0.2(6) . . . . ?
Ir1 N2 N3 C7 173.1(4) . . . . ?
N2 C6 N4 C7 0.4(7) . . . . ?
C5 C6 N4 C7 179.7(6) . . . . ?
N3 C7 N4 C6 -0.5(7) . . . . ?
C8 C7 N4 C6 178.8(6) . . . . ?
C23 C24 N5 C20 -0.8(10) . . . . ?
C23 C24 N5 Ir1 176.0(5) . . . . ?
C21 C20 N5 C24 0.6(9) . . . . ?
C19 C20 N5 C24 176.0(5) . . . . ?
C21 C20 N5 Ir1 -176.5(5) . . . . ?
C19 C20 N5 Ir1 -1.2(7) . . . . ?
C14 Ir1 N5 C24 -173.3(6) . . . . ?
C25 Ir1 N5 C24 -84.8(5) . . . . ?
N6 Ir1 N5 C24 -120.0(16) . . . . ?
N2 Ir1 N5 C24 17.2(5) . . . . ?
N1 Ir1 N5 C24 93.3(5) . . . . ?
C14 Ir1 N5 C20 3.6(4) . . . . ?
C25 Ir1 N5 C20 92.0(4) . . . . ?
N6 Ir1 N5 C20 56.9(18) . . . . ?
N2 Ir1 N5 C20 -165.9(4) . . . . ?
N1 Ir1 N5 C20 -89.8(4) . . . . ?
C34 C35 N6 C31 0.5(9) . . . . ?
C34 C35 N6 Ir1 -179.8(5) . . . . ?
C32 C31 N6 C35 0.1(9) . . . . ?
C30 C31 N6 C35 -180.0(5) . . . . ?
C32 C31 N6 Ir1 -179.6(5) . . . . ?
C30 C31 N6 Ir1 0.3(7) . . . . ?
C14 Ir1 N6 C35 -92.3(5) . . . . ?
C25 Ir1 N6 C35 179.6(5) . . . . ?
N5 Ir1 N6 C35 -144.8(15) . . . . ?
N2 Ir1 N6 C35 77.8(5) . . . . ?
N1 Ir1 N6 C35 1.6(5) . . . . ?
C14 Ir1 N6 C31 87.5(5) . . . . ?
C25 Ir1 N6 C31 -0.7(4) . . . . ?
N5 Ir1 N6 C31 34.9(18) . . . . ?
N2 Ir1 N6 C31 -102.4(4) . . . . ?
N1 Ir1 N6 C31 -178.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.20
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.685
_refine_diff_density_rms         0.104


