# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1452036'
_audit_update_record             
;
2016-02-06 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Ir1
_chemical_name_common            1
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H22 Cl2 F4 Ir N4, F6 P, C3 H6 O'
_chemical_formula_sum            'C37 H28 Cl2 F10 Ir N4 O P'
_chemical_formula_weight         1028.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5808(4)
_cell_length_b                   13.0767(5)
_cell_length_c                   14.3976(6)
_cell_angle_alpha                93.447(3)
_cell_angle_beta                 106.228(4)
_cell_angle_gamma                97.527(3)
_cell_volume                     1886.41(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.811
_exptl_crystal_F_000             1004
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    9.338
_shelx_estimated_absorpt_T_min   0.143
_shelx_estimated_absorpt_T_max   0.300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.114
_exptl_absorpt_correction_T_max  0.204
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CrysAlisPro, Agilent Technologies'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13777
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.213
_diffrn_reflns_theta_max         67.081
_diffrn_reflns_theta_full        67.081
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             6587
_reflns_number_gt                5943
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6587
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0774
_refine_ls_wR_factor_gt          0.0731
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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_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 0.57076(2) 0.25297(2) 0.21028(2) 0.01936(7) Uani 1 1 d . . . . .
Cl1 Cl 0.38909(16) -0.23053(10) 0.41820(11) 0.0522(4) Uani 1 1 d . . . . .
Cl2 Cl 1.21537(13) 0.37141(11) 0.60205(10) 0.0481(3) Uani 1 1 d . . . . .
P1 P 0.09510(13) 0.04983(10) 0.32989(9) 0.0334(3) Uani 1 1 d . . . . .
F1 F 0.0564(3) 0.2158(3) -0.0097(2) 0.0517(8) Uani 1 1 d . . . . .
F2B F 0.3570(3) 0.0832(2) -0.1495(2) 0.0474(8) Uani 1 1 d . . . . .
F3 F 0.7580(4) 0.5204(2) -0.0098(2) 0.0551(9) Uani 1 1 d . . . . .
F4 F 0.5196(3) 0.6466(2) 0.1878(2) 0.0511(8) Uani 1 1 d . . . . .
F5 F -0.0599(3) 0.0107(3) 0.2896(3) 0.0687(11) Uani 1 1 d . . . . .
F6 F 0.0843(4) 0.0592(3) 0.4381(2) 0.0597(9) Uani 1 1 d . . . . .
F7 F 0.2510(3) 0.0902(3) 0.3710(3) 0.0612(10) Uani 1 1 d . . . . .
F8 F 0.1090(4) 0.0382(3) 0.2229(2) 0.0614(10) Uani 1 1 d . . . . .
F9 F 0.0668(4) 0.1656(3) 0.3186(3) 0.0653(10) Uani 1 1 d . . . . .
F10 F 0.1241(4) -0.0653(3) 0.3413(3) 0.0699(11) Uani 1 1 d . . . . .
N1 N 0.6543(4) 0.1758(3) 0.1206(2) 0.0213(7) Uani 1 1 d . . . . .
N2 N 0.4793(4) 0.3447(3) 0.2832(3) 0.0246(8) Uani 1 1 d . . . . .
N3 N 0.5421(4) 0.1170(3) 0.2807(2) 0.0214(8) Uani 1 1 d . . . . .
N4 N 0.7437(4) 0.2712(3) 0.3340(3) 0.0235(8) Uani 1 1 d . . . . .
O1 O 0.0497(6) 0.5502(4) 0.3067(4) 0.0924(18) Uani 1 1 d . . . . .
C1 C 0.4106(4) 0.2149(3) 0.0932(3) 0.0232(9) Uani 1 1 d . . . . .
C2 C 0.2800(4) 0.2309(3) 0.0846(3) 0.0270(10) Uani 1 1 d . . . . .
H2A H 0.2586 0.2638 0.1377 0.032 Uiso 1 1 calc R U . . .
C3 C 0.1827(5) 0.1983(4) -0.0019(4) 0.0347(11) Uani 1 1 d . . . . .
C4 C 0.2047(5) 0.1493(4) -0.0822(4) 0.0341(11) Uani 1 1 d . . . . .
H4A H 0.1353 0.1276 -0.1408 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3337(5) 0.1338(3) -0.0718(3) 0.0310(11) Uani 1 1 d . . . . .
C6 C 0.4376(4) 0.1642(3) 0.0127(3) 0.0239(9) Uani 1 1 d . . . . .
C7 C 0.5759(5) 0.1475(3) 0.0282(3) 0.0235(9) Uani 1 1 d . . . . .
C8 C 0.6311(5) 0.1094(4) -0.0413(4) 0.0344(11) Uani 1 1 d . . . . .
H8A H 0.5768 0.0909 -0.1064 0.041 Uiso 1 1 calc R U . . .
C9 C 0.7644(5) 0.0982(4) -0.0165(4) 0.0375(12) Uani 1 1 d . . . . .
H9A H 0.8025 0.0738 -0.0644 0.045 Uiso 1 1 calc R U . . .
C10 C 0.8407(5) 0.1230(4) 0.0785(4) 0.0332(11) Uani 1 1 d . . . . .
H10A H 0.9317 0.1138 0.0980 0.040 Uiso 1 1 calc R U . . .
C11 C 0.7824(5) 0.1615(3) 0.1448(3) 0.0298(10) Uani 1 1 d . . . . .
H11A H 0.8351 0.1787 0.2105 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6086(4) 0.3869(3) 0.1561(3) 0.0230(9) Uani 1 1 d . . . . .
C13 C 0.6770(5) 0.4065(3) 0.0881(3) 0.0279(10) Uani 1 1 d . . . . .
H13A H 0.7144 0.3529 0.0630 0.033 Uiso 1 1 calc R U . . .
C14 C 0.6905(5) 0.5044(4) 0.0568(4) 0.0360(11) Uani 1 1 d . . . . .
C15 C 0.6386(5) 0.5854(4) 0.0889(4) 0.0377(12) Uani 1 1 d . . . . .
H15A H 0.6483 0.6515 0.0656 0.045 Uiso 1 1 calc R U . . .
C16 C 0.5720(5) 0.5662(3) 0.1563(4) 0.0336(11) Uani 1 1 d . . . . .
C17 C 0.5546(4) 0.4705(3) 0.1922(3) 0.0250(9) Uani 1 1 d . . . . .
C18 C 0.4861(5) 0.4455(3) 0.2650(3) 0.0274(10) Uani 1 1 d . . . . .
C19 C 0.4277(5) 0.5128(4) 0.3140(4) 0.0380(12) Uani 1 1 d . . . . .
H19A H 0.4323 0.5836 0.3020 0.046 Uiso 1 1 calc R U . . .
C20 C 0.3637(6) 0.4771(4) 0.3793(4) 0.0432(13) Uani 1 1 d . . . . .
H20A H 0.3254 0.5229 0.4134 0.052 Uiso 1 1 calc R U . . .
C21 C 0.3559(6) 0.3739(4) 0.3947(4) 0.0468(14) Uani 1 1 d . . . . .
H21A H 0.3102 0.3475 0.4384 0.056 Uiso 1 1 calc R U . . .
C22 C 0.4148(5) 0.3092(4) 0.3465(4) 0.0358(11) Uani 1 1 d . . . . .
H22A H 0.4099 0.2381 0.3578 0.043 Uiso 1 1 calc R U . . .
C23 C 0.4349(4) 0.0440(3) 0.2542(3) 0.0222(9) Uani 1 1 d . . . . .
H23A H 0.3595 0.0558 0.2042 0.027 Uiso 1 1 calc R U . . .
C24 C 0.4282(5) -0.0481(3) 0.2959(3) 0.0278(10) Uani 1 1 d . . . . .
H24A H 0.3491 -0.0976 0.2759 0.033 Uiso 1 1 calc R U . . .
C25 C 0.5373(5) -0.0675(3) 0.3669(3) 0.0313(11) Uani 1 1 d . . . . .
C26 C 0.6490(5) 0.0097(3) 0.3979(3) 0.0300(10) Uani 1 1 d . . . . .
H26A H 0.7252 -0.0006 0.4479 0.036 Uiso 1 1 calc R U . . .
C27 C 0.6470(4) 0.1007(3) 0.3551(3) 0.0220(9) Uani 1 1 d . . . . .
C28 C 0.7569(4) 0.1902(3) 0.3869(3) 0.0227(9) Uani 1 1 d . . . . .
C29 C 0.8655(5) 0.1913(3) 0.4672(3) 0.0278(10) Uani 1 1 d . . . . .
H29A H 0.8726 0.1331 0.5036 0.033 Uiso 1 1 calc R U . . .
C30 C 0.9642(5) 0.2777(3) 0.4946(3) 0.0294(10) Uani 1 1 d . . . . .
C31 C 0.9507(5) 0.3593(3) 0.4385(3) 0.0306(10) Uani 1 1 d . . . . .
H31A H 1.0175 0.4188 0.4543 0.037 Uiso 1 1 calc R U . . .
C32 C 0.8410(5) 0.3547(3) 0.3601(3) 0.0302(10) Uani 1 1 d . . . . .
H32A H 0.8328 0.4121 0.3226 0.036 Uiso 1 1 calc R U . . .
C33 C 0.5446(6) -0.1697(4) 0.4092(4) 0.0482(15) Uani 1 1 d . . . . .
H33A H 0.6096 -0.1584 0.4748 0.058 Uiso 1 1 calc R U . . .
H33B H 0.5778 -0.2167 0.3681 0.058 Uiso 1 1 calc R U . . .
C34 C 1.0752(6) 0.2738(4) 0.5857(4) 0.0466(14) Uani 1 1 d . . . . .
H34A H 1.1044 0.2050 0.5839 0.056 Uiso 1 1 calc R U . . .
H34B H 1.0405 0.2812 0.6425 0.056 Uiso 1 1 calc R U . . .
C35 C 0.0919(11) 0.6287(8) 0.1737(7) 0.117(4) Uani 1 1 d . . . . .
H35A H 0.1000 0.6041 0.1102 0.176 Uiso 1 1 calc R U . . .
H35B H 0.0190 0.6697 0.1642 0.176 Uiso 1 1 calc R U . . .
H35C H 0.1754 0.6719 0.2116 0.176 Uiso 1 1 calc R U . . .
C36 C 0.0636(7) 0.5380(7) 0.2268(6) 0.071(2) Uani 1 1 d . . . . .
C37 C 0.0564(8) 0.4336(7) 0.1769(6) 0.089(3) Uani 1 1 d . . . . .
H37A H 0.0703 0.4410 0.1130 0.134 Uiso 1 1 calc R U . . .
H37B H 0.1256 0.3981 0.2160 0.134 Uiso 1 1 calc R U . . .
H37C H -0.0314 0.3931 0.1687 0.134 Uiso 1 1 calc R U . . .


_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 C12 1.997(4) . ?
Ir1 C1 2.011(4) . ?
Ir1 N1 2.045(3) . ?
Ir1 N2 2.049(3) . ?
Ir1 N3 2.129(3) . ?
Ir1 N4 2.142(4) . ?
Cl1 C33 1.774(6) . ?
Cl2 C34 1.777(6) . ?
P1 F5 1.582(4) . ?
P1 F10 1.585(4) . ?
P1 F8 1.589(3) . ?
P1 F9 1.590(3) . ?
P1 F7 1.593(3) . ?
P1 F6 1.592(3) . ?
F1 C3 1.360(6) . ?
F2B C5 1.362(5) . ?
F3 C14 1.356(6) . ?
F4 C16 1.362(5) . ?
N1 C11 1.343(6) . ?
N1 C7 1.356(5) . ?
N2 C22 1.352(6) . ?
N2 C18 1.356(6) . ?
N3 C23 1.332(5) . ?
N3 C27 1.359(5) . ?
N4 C28 1.342(5) . ?
N4 C32 1.354(6) . ?
O1 C36 1.202(9) . ?
C1 C2 1.398(6) . ?
C1 C6 1.416(6) . ?
C2 C3 1.378(7) . ?
C2 H2A 0.9500 . ?
C3 C4 1.380(7) . ?
C4 C5 1.374(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.388(6) . ?
C6 C7 1.466(6) . ?
C7 C8 1.389(6) . ?
C8 C9 1.385(7) . ?
C8 H8A 0.9500 . ?
C9 C10 1.375(7) . ?
C9 H9A 0.9500 . ?
C10 C11 1.378(7) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.388(6) . ?
C12 C17 1.433(6) . ?
C13 C14 1.385(6) . ?
C13 H13A 0.9500 . ?
C14 C15 1.369(7) . ?
C15 C16 1.366(7) . ?
C15 H15A 0.9500 . ?
C16 C17 1.392(6) . ?
C17 C18 1.460(6) . ?
C18 C19 1.402(7) . ?
C19 C20 1.373(8) . ?
C19 H19A 0.9500 . ?
C20 C21 1.375(8) . ?
C20 H20A 0.9500 . ?
C21 C22 1.377(7) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C24 1.380(6) . ?
C23 H23A 0.9500 . ?
C24 C25 1.375(7) . ?
C24 H24A 0.9500 . ?
C25 C26 1.398(7) . ?
C25 C33 1.503(7) . ?
C26 C27 1.372(6) . ?
C26 H26A 0.9500 . ?
C27 C28 1.488(6) . ?
C28 C29 1.381(6) . ?
C29 C30 1.388(6) . ?
C29 H29A 0.9500 . ?
C30 C31 1.375(7) . ?
C30 C34 1.506(7) . ?
C31 C32 1.366(7) . ?
C31 H31A 0.9500 . ?
C32 H32A 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.493(11) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.486(11) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?

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
C12 Ir1 C1 87.80(16) . . ?
C12 Ir1 N1 91.83(15) . . ?
C1 Ir1 N1 80.48(16) . . ?
C12 Ir1 N2 80.56(16) . . ?
C1 Ir1 N2 94.60(16) . . ?
N1 Ir1 N2 171.13(14) . . ?
C12 Ir1 N3 174.69(15) . . ?
C1 Ir1 N3 97.22(15) . . ?
N1 Ir1 N3 90.71(13) . . ?
N2 Ir1 N3 97.26(14) . . ?
C12 Ir1 N4 98.70(15) . . ?
C1 Ir1 N4 172.10(14) . . ?
N1 Ir1 N4 94.76(14) . . ?
N2 Ir1 N4 90.91(14) . . ?
N3 Ir1 N4 76.42(13) . . ?
F5 P1 F10 91.2(2) . . ?
F5 P1 F8 90.6(2) . . ?
F10 P1 F8 89.0(2) . . ?
F5 P1 F9 89.1(2) . . ?
F10 P1 F9 179.7(3) . . ?
F8 P1 F9 91.0(2) . . ?
F5 P1 F7 179.5(2) . . ?
F10 P1 F7 89.2(2) . . ?
F8 P1 F7 89.7(2) . . ?
F9 P1 F7 90.5(2) . . ?
F5 P1 F6 90.3(2) . . ?
F10 P1 F6 89.5(2) . . ?
F8 P1 F6 178.3(2) . . ?
F9 P1 F6 90.5(2) . . ?
F7 P1 F6 89.42(19) . . ?
C11 N1 C7 119.4(4) . . ?
C11 N1 Ir1 124.3(3) . . ?
C7 N1 Ir1 115.9(3) . . ?
C22 N2 C18 120.4(4) . . ?
C22 N2 Ir1 123.2(3) . . ?
C18 N2 Ir1 116.4(3) . . ?
C23 N3 C27 117.7(4) . . ?
C23 N3 Ir1 125.8(3) . . ?
C27 N3 Ir1 116.3(3) . . ?
C28 N4 C32 118.3(4) . . ?
C28 N4 Ir1 115.9(3) . . ?
C32 N4 Ir1 125.7(3) . . ?
C2 C1 C6 118.6(4) . . ?
C2 C1 Ir1 127.5(3) . . ?
C6 C1 Ir1 113.9(3) . . ?
C3 C2 C1 119.0(4) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
F1 C3 C4 117.3(4) . . ?
F1 C3 C2 118.4(5) . . ?
C4 C3 C2 124.3(5) . . ?
C5 C4 C3 115.6(4) . . ?
C5 C4 H4A 122.2 . . ?
C3 C4 H4A 122.2 . . ?
F2B C5 C4 116.5(4) . . ?
F2B C5 C6 119.7(4) . . ?
C4 C5 C6 123.8(4) . . ?
C5 C6 C1 118.7(4) . . ?
C5 C6 C7 125.9(4) . . ?
C1 C6 C7 115.4(4) . . ?
N1 C7 C8 119.5(4) . . ?
N1 C7 C6 113.7(4) . . ?
C8 C7 C6 126.8(4) . . ?
C9 C8 C7 120.7(4) . . ?
C9 C8 H8A 119.7 . . ?
C7 C8 H8A 119.7 . . ?
C10 C9 C8 118.9(4) . . ?
C10 C9 H9A 120.6 . . ?
C8 C9 H9A 120.6 . . ?
C9 C10 C11 118.5(5) . . ?
C9 C10 H10A 120.7 . . ?
C11 C10 H10A 120.7 . . ?
N1 C11 C10 122.9(4) . . ?
N1 C11 H11A 118.6 . . ?
C10 C11 H11A 118.6 . . ?
C13 C12 C17 117.9(4) . . ?
C13 C12 Ir1 128.0(3) . . ?
C17 C12 Ir1 114.1(3) . . ?
C14 C13 C12 120.0(4) . . ?
C14 C13 H13A 120.0 . . ?
C12 C13 H13A 120.0 . . ?
F3 C14 C15 118.4(4) . . ?
F3 C14 C13 118.1(5) . . ?
C15 C14 C13 123.4(5) . . ?
C16 C15 C14 116.5(4) . . ?
C16 C15 H15A 121.7 . . ?
C14 C15 H15A 121.7 . . ?
F4 C16 C15 116.5(4) . . ?
F4 C16 C17 119.8(4) . . ?
C15 C16 C17 123.7(4) . . ?
C16 C17 C12 118.3(4) . . ?
C16 C17 C18 126.3(4) . . ?
C12 C17 C18 115.3(4) . . ?
N2 C18 C19 119.2(4) . . ?
N2 C18 C17 113.5(4) . . ?
C19 C18 C17 127.3(4) . . ?
C20 C19 C18 120.5(5) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C21 C20 C19 119.0(5) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C20 C21 C22 119.7(5) . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 H21A 120.1 . . ?
N2 C22 C21 121.2(5) . . ?
N2 C22 H22A 119.4 . . ?
C21 C22 H22A 119.4 . . ?
N3 C23 C24 123.0(4) . . ?
N3 C23 H23A 118.5 . . ?
C24 C23 H23A 118.5 . . ?
C25 C24 C23 119.2(4) . . ?
C25 C24 H24A 120.4 . . ?
C23 C24 H24A 120.4 . . ?
C24 C25 C26 118.4(4) . . ?
C24 C25 C33 123.1(4) . . ?
C26 C25 C33 118.5(4) . . ?
C27 C26 C25 119.1(4) . . ?
C27 C26 H26A 120.5 . . ?
C25 C26 H26A 120.5 . . ?
N3 C27 C26 122.3(4) . . ?
N3 C27 C28 114.4(4) . . ?
C26 C27 C28 123.3(4) . . ?
N4 C28 C29 121.5(4) . . ?
N4 C28 C27 116.1(4) . . ?
C29 C28 C27 122.4(4) . . ?
C28 C29 C30 120.0(4) . . ?
C28 C29 H29A 120.0 . . ?
C30 C29 H29A 120.0 . . ?
C31 C30 C29 117.9(4) . . ?
C31 C30 C34 125.9(4) . . ?
C29 C30 C34 116.1(4) . . ?
C32 C31 C30 119.9(4) . . ?
C32 C31 H31A 120.0 . . ?
C30 C31 H31A 120.0 . . ?
N4 C32 C31 122.3(4) . . ?
N4 C32 H32A 118.8 . . ?
C31 C32 H32A 118.8 . . ?
C25 C33 Cl1 113.2(4) . . ?
C25 C33 H33A 108.9 . . ?
Cl1 C33 H33A 108.9 . . ?
C25 C33 H33B 108.9 . . ?
Cl1 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C30 C34 Cl2 113.8(4) . . ?
C30 C34 H34A 108.8 . . ?
Cl2 C34 H34A 108.8 . . ?
C30 C34 H34B 108.8 . . ?
Cl2 C34 H34B 108.8 . . ?
H34A C34 H34B 107.7 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O1 C36 C37 122.6(8) . . ?
O1 C36 C35 120.8(8) . . ?
C37 C36 C35 116.6(8) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

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
C6 C1 C2 C3 -1.0(6) . . . . ?
Ir1 C1 C2 C3 -179.4(3) . . . . ?
C1 C2 C3 F1 -179.0(4) . . . . ?
C1 C2 C3 C4 0.6(7) . . . . ?
F1 C3 C4 C5 179.5(4) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
C3 C4 C5 F2B 178.4(4) . . . . ?
C3 C4 C5 C6 0.2(7) . . . . ?
F2B C5 C6 C1 -178.8(4) . . . . ?
C4 C5 C6 C1 -0.6(7) . . . . ?
F2B C5 C6 C7 0.3(7) . . . . ?
C4 C5 C6 C7 178.6(4) . . . . ?
C2 C1 C6 C5 1.0(6) . . . . ?
Ir1 C1 C6 C5 179.6(3) . . . . ?
C2 C1 C6 C7 -178.3(4) . . . . ?
Ir1 C1 C6 C7 0.3(5) . . . . ?
C11 N1 C7 C8 -3.4(6) . . . . ?
Ir1 N1 C7 C8 170.1(3) . . . . ?
C11 N1 C7 C6 178.1(4) . . . . ?
Ir1 N1 C7 C6 -8.4(4) . . . . ?
C5 C6 C7 N1 -173.9(4) . . . . ?
C1 C6 C7 N1 5.3(5) . . . . ?
C5 C6 C7 C8 7.8(7) . . . . ?
C1 C6 C7 C8 -173.1(4) . . . . ?
N1 C7 C8 C9 1.3(7) . . . . ?
C6 C7 C8 C9 179.6(5) . . . . ?
C7 C8 C9 C10 1.6(8) . . . . ?
C8 C9 C10 C11 -2.2(8) . . . . ?
C7 N1 C11 C10 2.8(7) . . . . ?
Ir1 N1 C11 C10 -170.1(3) . . . . ?
C9 C10 C11 N1 0.1(7) . . . . ?
C17 C12 C13 C14 -0.4(7) . . . . ?
Ir1 C12 C13 C14 178.2(4) . . . . ?
C12 C13 C14 F3 -180.0(4) . . . . ?
C12 C13 C14 C15 -0.5(8) . . . . ?
F3 C14 C15 C16 -179.7(5) . . . . ?
C13 C14 C15 C16 0.9(8) . . . . ?
C14 C15 C16 F4 -179.5(4) . . . . ?
C14 C15 C16 C17 -0.4(8) . . . . ?
F4 C16 C17 C12 178.7(4) . . . . ?
C15 C16 C17 C12 -0.4(7) . . . . ?
F4 C16 C17 C18 -1.7(7) . . . . ?
C15 C16 C17 C18 179.2(5) . . . . ?
C13 C12 C17 C16 0.8(6) . . . . ?
Ir1 C12 C17 C16 -178.0(3) . . . . ?
C13 C12 C17 C18 -178.8(4) . . . . ?
Ir1 C12 C17 C18 2.4(5) . . . . ?
C22 N2 C18 C19 1.3(7) . . . . ?
Ir1 N2 C18 C19 -178.8(3) . . . . ?
C22 N2 C18 C17 -177.7(4) . . . . ?
Ir1 N2 C18 C17 2.2(5) . . . . ?
C16 C17 C18 N2 177.4(4) . . . . ?
C12 C17 C18 N2 -3.0(6) . . . . ?
C16 C17 C18 C19 -1.5(8) . . . . ?
C12 C17 C18 C19 178.1(5) . . . . ?
N2 C18 C19 C20 -0.4(7) . . . . ?
C17 C18 C19 C20 178.5(5) . . . . ?
C18 C19 C20 C21 -1.1(8) . . . . ?
C19 C20 C21 C22 1.6(9) . . . . ?
C18 N2 C22 C21 -0.8(8) . . . . ?
Ir1 N2 C22 C21 179.3(4) . . . . ?
C20 C21 C22 N2 -0.6(9) . . . . ?
C27 N3 C23 C24 -2.7(6) . . . . ?
Ir1 N3 C23 C24 172.4(3) . . . . ?
N3 C23 C24 C25 -1.4(7) . . . . ?
C23 C24 C25 C26 3.5(7) . . . . ?
C23 C24 C25 C33 -173.5(5) . . . . ?
C24 C25 C26 C27 -1.5(7) . . . . ?
C33 C25 C26 C27 175.6(5) . . . . ?
C23 N3 C27 C26 4.7(6) . . . . ?
Ir1 N3 C27 C26 -170.9(3) . . . . ?
C23 N3 C27 C28 -174.1(3) . . . . ?
Ir1 N3 C27 C28 10.4(4) . . . . ?
C25 C26 C27 N3 -2.6(7) . . . . ?
C25 C26 C27 C28 176.0(4) . . . . ?
C32 N4 C28 C29 1.1(6) . . . . ?
Ir1 N4 C28 C29 178.6(3) . . . . ?
C32 N4 C28 C27 179.9(4) . . . . ?
Ir1 N4 C28 C27 -2.6(5) . . . . ?
N3 C27 C28 N4 -5.1(5) . . . . ?
C26 C27 C28 N4 176.2(4) . . . . ?
N3 C27 C28 C29 173.7(4) . . . . ?
C26 C27 C28 C29 -5.1(7) . . . . ?
N4 C28 C29 C30 -0.2(7) . . . . ?
C27 C28 C29 C30 -178.9(4) . . . . ?
C28 C29 C30 C31 -1.1(7) . . . . ?
C28 C29 C30 C34 177.2(4) . . . . ?
C29 C30 C31 C32 1.5(7) . . . . ?
C34 C30 C31 C32 -176.6(5) . . . . ?
C28 N4 C32 C31 -0.7(7) . . . . ?
Ir1 N4 C32 C31 -177.9(3) . . . . ?
C30 C31 C32 N4 -0.7(7) . . . . ?
C24 C25 C33 Cl1 -34.5(7) . . . . ?
C26 C25 C33 Cl1 148.5(4) . . . . ?
C31 C30 C34 Cl2 -15.2(7) . . . . ?
C29 C30 C34 Cl2 166.6(4) . . . . ?

_refine_diff_density_max         0.951
_refine_diff_density_min         -2.150
_refine_diff_density_rms         0.119

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1452037'
_audit_update_record             
;
2016-02-06 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 F4 Ir N4 O2, F6 P, C H2 Cl2'
_chemical_formula_sum            'C35 H26 Cl2 F10 Ir N4 O2 P'
_chemical_formula_weight         1018.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   9.39650(10)
_cell_length_b                   39.4086(6)
_cell_length_c                   9.8195(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.761(2)
_cell_angle_gamma                90
_cell_volume                     3516.18(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.924
_exptl_crystal_F_000             1984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    4.089
_shelx_estimated_absorpt_T_min   0.467
_shelx_estimated_absorpt_T_max   0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.423
_exptl_absorpt_correction_T_max  0.638
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CrysAlisPro, Agilent Technologies'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38075
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -53
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.468
_diffrn_reflns_theta_max         29.464
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8750
_reflns_number_gt                7905
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0071P)²+4.2133P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8750
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0476
_refine_ls_wR_factor_gt          0.0459
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.002
_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_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 0.51759(2) 0.10890(2) 0.67464(2) 0.01125(3) Uani 1 1 d . . . . .
Cl1 Cl 0.03654(10) 0.10830(2) -0.04960(10) 0.0405(2) Uani 1 1 d . . . . .
Cl2 Cl 0.32666(10) 0.08469(3) 0.10349(10) 0.0446(2) Uani 1 1 d . . . . .
P1 P 0.77351(9) 0.19097(2) 0.21629(9) 0.02317(18) Uani 1 1 d . . . . .
F1 F 0.5956(2) 0.01888(4) 0.28312(19) 0.0310(4) Uani 1 1 d . . . . .
F2 F 0.7866(2) -0.00983(4) 0.7554(2) 0.0295(4) Uani 1 1 d . . . . .
F3 F 0.12239(19) 0.02320(4) 0.8102(2) 0.0290(4) Uani 1 1 d . . . . .
F4 F -0.03337(18) 0.08695(5) 0.3993(2) 0.0311(4) Uani 1 1 d . . . . .
F5 F 0.9291(2) 0.20825(6) 0.2955(2) 0.0450(6) Uani 1 1 d . . . . .
F6 F 0.62087(19) 0.17393(5) 0.1390(2) 0.0306(4) Uani 1 1 d . . . . .
F7 F 0.7355(2) 0.22351(5) 0.1179(2) 0.0444(6) Uani 1 1 d . . . . .
F8 F 0.6993(2) 0.20838(6) 0.3280(2) 0.0486(6) Uani 1 1 d . . . . .
F9 F 0.8143(2) 0.15887(5) 0.3170(2) 0.0433(5) Uani 1 1 d . . . . .
F10 F 0.8500(2) 0.17371(6) 0.1073(2) 0.0451(5) Uani 1 1 d . . . . .
N1 N 0.6281(2) 0.08630(6) 0.8584(2) 0.0135(5) Uani 1 1 d . . . . .
N2 N 0.3988(2) 0.12900(6) 0.4868(2) 0.0139(5) Uani 1 1 d . . . . .
N3 N 0.4594(2) 0.15340(5) 0.7706(2) 0.0126(5) Uani 1 1 d . . . . .
N4 N 0.6998(2) 0.14143(5) 0.6859(2) 0.0126(5) Uani 1 1 d . . . . .
O1 O 0.2928(3) 0.23904(6) 1.0634(3) 0.0392(6) Uani 1 1 d . . . . .
H1A H 0.2368 0.2559 1.0652 0.047 Uiso 1 1 d R U . . .
O2 O 1.1121(2) 0.20652(5) 0.5709(2) 0.0264(5) Uani 1 1 d . . . . .
H2B H 1.0673 0.2060 0.4841 0.032 Uiso 1 1 d R U . . .
C1 C 0.5906(3) 0.06689(6) 0.5968(3) 0.0129(5) Uani 1 1 d . . . . .
C2 C 0.5699(3) 0.05826(7) 0.4558(3) 0.0179(6) Uani 1 1 d . . . . .
H2A H 0.5222 0.0732 0.3854 0.022 Uiso 1 1 calc R U . . .
C3 C 0.6210(3) 0.02734(7) 0.4210(3) 0.0202(6) Uani 1 1 d . . . . .
C4 C 0.6933(3) 0.00419(7) 0.5197(3) 0.0193(6) Uani 1 1 d . . . . .
H4A H 0.7262 -0.0165 0.4935 0.023 Uiso 1 1 calc R U . . .
C5 C 0.7144(3) 0.01313(7) 0.6582(3) 0.0184(6) Uani 1 1 d . . . . .
C6 C 0.6665(3) 0.04387(7) 0.7016(3) 0.0150(6) Uani 1 1 d . . . . .
C7 C 0.6886(3) 0.05513(7) 0.8479(3) 0.0162(6) Uani 1 1 d . . . . .
C8 C 0.7633(3) 0.03811(8) 0.9695(3) 0.0227(7) Uani 1 1 d . . . . .
H8A H 0.8028 0.0167 0.9629 0.027 Uiso 1 1 calc R U . . .
C9 C 0.7787(3) 0.05296(8) 1.0996(3) 0.0252(7) Uani 1 1 d . . . . .
H9A H 0.8279 0.0416 1.1810 0.030 Uiso 1 1 calc R U . . .
C10 C 0.7206(3) 0.08478(8) 1.1085(3) 0.0231(7) Uani 1 1 d . . . . .
H10A H 0.7318 0.0953 1.1953 0.028 Uiso 1 1 calc R U . . .
C11 C 0.6460(3) 0.10054(7) 0.9866(3) 0.0171(6) Uani 1 1 d . . . . .
H11A H 0.6060 0.1219 0.9926 0.021 Uiso 1 1 calc R U . . .
C12 C 0.3256(3) 0.08432(6) 0.6562(3) 0.0114(5) Uani 1 1 d . . . . .
C13 C 0.2934(3) 0.05991(7) 0.7475(3) 0.0163(6) Uani 1 1 d . . . . .
H13A H 0.3653 0.0528 0.8261 0.020 Uiso 1 1 calc R U . . .
C14 C 0.1540(3) 0.04665(7) 0.7192(3) 0.0194(6) Uani 1 1 d . . . . .
C15 C 0.0422(3) 0.05492(7) 0.6032(3) 0.0201(6) Uani 1 1 d . . . . .
H15A H -0.0503 0.0449 0.5860 0.024 Uiso 1 1 calc R U . . .
C16 C 0.0760(3) 0.07879(7) 0.5147(3) 0.0187(6) Uani 1 1 d . . . . .
C17 C 0.2129(3) 0.09436(7) 0.5373(3) 0.0142(6) Uani 1 1 d . . . . .
C18 C 0.2527(3) 0.12071(7) 0.4476(3) 0.0150(6) Uani 1 1 d . . . . .
C19 C 0.1592(3) 0.13746(7) 0.3354(3) 0.0208(6) Uani 1 1 d . . . . .
H19A H 0.0594 0.1323 0.3105 0.025 Uiso 1 1 calc R U . . .
C20 C 0.2132(3) 0.16175(8) 0.2605(3) 0.0234(7) Uani 1 1 d . . . . .
H20A H 0.1501 0.1734 0.1869 0.028 Uiso 1 1 calc R U . . .
C21 C 0.3620(3) 0.16852(7) 0.2965(3) 0.0214(6) Uani 1 1 d . . . . .
H21A H 0.4017 0.1841 0.2451 0.026 Uiso 1 1 calc R U . . .
C22 C 0.4505(3) 0.15190(7) 0.4096(3) 0.0184(6) Uani 1 1 d . . . . .
H22A H 0.5508 0.1567 0.4340 0.022 Uiso 1 1 calc R U . . .
C23 C 0.3437(3) 0.15619(7) 0.8261(3) 0.0157(6) Uani 1 1 d . . . . .
H23A H 0.2808 0.1377 0.8205 0.019 Uiso 1 1 calc R U . . .
C24 C 0.3142(3) 0.18539(7) 0.8911(3) 0.0178(6) Uani 1 1 d . . . . .
H24A H 0.2346 0.1863 0.9310 0.021 Uiso 1 1 calc R U . . .
C25 C 0.4049(3) 0.21346(7) 0.8963(3) 0.0167(6) Uani 1 1 d . . . . .
C26 C 0.5230(3) 0.21085(7) 0.8364(3) 0.0159(6) Uani 1 1 d . . . . .
H26A H 0.5838 0.2295 0.8363 0.019 Uiso 1 1 calc R U . . .
C27 C 0.5507(3) 0.18060(6) 0.7769(3) 0.0127(5) Uani 1 1 d . . . . .
C28 C 0.3784(3) 0.24567(8) 0.9680(4) 0.0265(7) Uani 1 1 d . . . . .
H28A H 0.4718 0.2555 1.0179 0.032 Uiso 1 1 calc R U . . .
H28B H 0.3279 0.2619 0.8981 0.032 Uiso 1 1 calc R U . . .
C29 C 0.8200(3) 0.13344(7) 0.6434(3) 0.0160(6) Uani 1 1 d . . . . .
H29A H 0.8332 0.1110 0.6197 0.019 Uiso 1 1 calc R U . . .
C30 C 0.9252(3) 0.15711(7) 0.6333(3) 0.0183(6) Uani 1 1 d . . . . .
H30A H 1.0081 0.1505 0.6045 0.022 Uiso 1 1 calc R U . . .
C31 C 0.9063(3) 0.19065(7) 0.6663(3) 0.0162(6) Uani 1 1 d . . . . .
C32 C 0.7847(3) 0.19879(7) 0.7161(3) 0.0164(6) Uani 1 1 d . . . . .
H32A H 0.7714 0.2209 0.7432 0.020 Uiso 1 1 calc R U . . .
C33 C 0.6836(3) 0.17407(7) 0.7254(3) 0.0138(5) Uani 1 1 d . . . . .
C34 C 1.0099(3) 0.21822(8) 0.6454(4) 0.0237(7) Uani 1 1 d . . . . .
H34A H 0.9531 0.2368 0.5936 0.028 Uiso 1 1 calc R U . . .
H34B H 1.0634 0.2268 0.7366 0.028 Uiso 1 1 calc R U . . .
C35 C 0.1351(4) 0.07798(9) 0.0691(4) 0.0351(8) Uani 1 1 d . . . . .
H35A H 0.1116 0.0555 0.0301 0.042 Uiso 1 1 calc R U . . .
H35B H 0.1055 0.0792 0.1567 0.042 Uiso 1 1 calc R U . . .


_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 C12 2.015(3) . ?
Ir1 C1 2.015(3) . ?
Ir1 N1 2.043(2) . ?
Ir1 N2 2.056(2) . ?
Ir1 N4 2.119(2) . ?
Ir1 N3 2.127(2) . ?
Cl1 C35 1.759(4) . ?
Cl2 C35 1.764(3) . ?
P1 F10 1.586(2) . ?
P1 F7 1.590(2) . ?
P1 F6 1.5905(19) . ?
P1 F9 1.591(2) . ?
P1 F8 1.597(2) . ?
P1 F5 1.621(2) . ?
F1 C3 1.355(3) . ?
F2 C5 1.364(3) . ?
F3 C14 1.369(3) . ?
F4 C16 1.360(3) . ?
N1 C11 1.349(4) . ?
N1 C7 1.368(3) . ?
N2 C22 1.347(3) . ?
N2 C18 1.368(3) . ?
N3 C23 1.339(3) . ?
N3 C27 1.364(3) . ?
N4 C29 1.337(3) . ?
N4 C33 1.363(3) . ?
O1 C28 1.406(4) . ?
O1 H1A 0.8499 . ?
O2 C34 1.424(3) . ?
O2 H2B 0.8500 . ?
C1 C2 1.390(4) . ?
C1 C6 1.420(4) . ?
C2 C3 1.384(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.378(4) . ?
C4 C5 1.370(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.396(4) . ?
C6 C7 1.467(4) . ?
C7 C8 1.393(4) . ?
C8 C9 1.379(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.379(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.372(4) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.400(4) . ?
C12 C17 1.418(4) . ?
C13 C14 1.371(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.377(4) . ?
C15 C16 1.372(4) . ?
C15 H15A 0.9300 . ?
C16 C17 1.391(4) . ?
C17 C18 1.471(4) . ?
C18 C19 1.388(4) . ?
C19 C20 1.380(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.378(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.372(4) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.378(4) . ?
C23 H23A 0.9300 . ?
C24 C25 1.389(4) . ?
C24 H24A 0.9300 . ?
C25 C26 1.386(4) . ?
C25 C28 1.503(4) . ?
C26 C27 1.381(4) . ?
C26 H26A 0.9300 . ?
C27 C33 1.484(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.381(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.383(4) . ?
C30 H30A 0.9300 . ?
C31 C32 1.390(4) . ?
C31 C34 1.507(4) . ?
C32 C33 1.380(4) . ?
C32 H32A 0.9300 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?

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
C12 Ir1 C1 87.40(10) . . ?
C12 Ir1 N1 96.42(10) . . ?
C1 Ir1 N1 80.30(10) . . ?
C12 Ir1 N2 80.53(10) . . ?
C1 Ir1 N2 97.80(10) . . ?
N1 Ir1 N2 176.51(9) . . ?
C12 Ir1 N4 171.32(9) . . ?
C1 Ir1 N4 99.69(9) . . ?
N1 Ir1 N4 89.74(8) . . ?
N2 Ir1 N4 93.47(9) . . ?
C12 Ir1 N3 96.36(9) . . ?
C1 Ir1 N3 174.79(10) . . ?
N1 Ir1 N3 95.66(9) . . ?
N2 Ir1 N3 86.41(9) . . ?
N4 Ir1 N3 76.90(8) . . ?
F10 P1 F7 90.35(13) . . ?
F10 P1 F6 90.30(11) . . ?
F7 P1 F6 90.87(11) . . ?
F10 P1 F9 89.97(12) . . ?
F7 P1 F9 178.74(12) . . ?
F6 P1 F9 90.35(11) . . ?
F10 P1 F8 179.00(13) . . ?
F7 P1 F8 90.05(13) . . ?
F6 P1 F8 90.61(11) . . ?
F9 P1 F8 89.62(12) . . ?
F10 P1 F5 89.74(12) . . ?
F7 P1 F5 89.31(11) . . ?
F6 P1 F5 179.82(14) . . ?
F9 P1 F5 89.48(12) . . ?
F8 P1 F5 89.35(12) . . ?
C11 N1 C7 119.3(2) . . ?
C11 N1 Ir1 123.85(18) . . ?
C7 N1 Ir1 116.88(19) . . ?
C22 N2 C18 118.8(2) . . ?
C22 N2 Ir1 124.90(19) . . ?
C18 N2 Ir1 115.94(18) . . ?
C23 N3 C27 118.9(2) . . ?
C23 N3 Ir1 125.08(18) . . ?
C27 N3 Ir1 116.00(17) . . ?
C29 N4 C33 118.4(2) . . ?
C29 N4 Ir1 125.20(18) . . ?
C33 N4 Ir1 115.99(17) . . ?
C28 O1 H1A 109.3 . . ?
C34 O2 H2B 107.3 . . ?
C2 C1 C6 118.8(2) . . ?
C2 C1 Ir1 127.2(2) . . ?
C6 C1 Ir1 114.0(2) . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
F1 C3 C4 118.0(3) . . ?
F1 C3 C2 118.7(3) . . ?
C4 C3 C2 123.3(3) . . ?
C5 C4 C3 116.7(3) . . ?
C5 C4 H4A 121.7 . . ?
C3 C4 H4A 121.7 . . ?
F2 C5 C4 116.4(2) . . ?
F2 C5 C6 120.2(3) . . ?
C4 C5 C6 123.4(3) . . ?
C5 C6 C1 118.3(3) . . ?
C5 C6 C7 125.8(3) . . ?
C1 C6 C7 115.9(2) . . ?
N1 C7 C8 119.7(3) . . ?
N1 C7 C6 112.8(2) . . ?
C8 C7 C6 127.5(3) . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H8A 120.0 . . ?
C7 C8 H8A 120.0 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9A 120.2 . . ?
C8 C9 H9A 120.2 . . ?
C11 C10 C9 118.6(3) . . ?
C11 C10 H10A 120.7 . . ?
C9 C10 H10A 120.7 . . ?
N1 C11 C10 122.7(3) . . ?
N1 C11 H11A 118.7 . . ?
C10 C11 H11A 118.7 . . ?
C13 C12 C17 118.8(2) . . ?
C13 C12 Ir1 127.4(2) . . ?
C17 C12 Ir1 113.80(19) . . ?
C14 C13 C12 118.9(3) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
F3 C14 C13 118.6(3) . . ?
F3 C14 C15 116.9(3) . . ?
C13 C14 C15 124.4(3) . . ?
C16 C15 C14 115.8(3) . . ?
C16 C15 H15A 122.1 . . ?
C14 C15 H15A 122.1 . . ?
F4 C16 C15 116.3(2) . . ?
F4 C16 C17 120.0(3) . . ?
C15 C16 C17 123.7(3) . . ?
C16 C17 C12 118.3(3) . . ?
C16 C17 C18 125.6(3) . . ?
C12 C17 C18 116.1(2) . . ?
N2 C18 C19 119.8(3) . . ?
N2 C18 C17 113.0(2) . . ?
C19 C18 C17 127.2(3) . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C21 C20 C19 118.9(3) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C22 C21 C20 118.8(3) . . ?
C22 C21 H21A 120.6 . . ?
C20 C21 H21A 120.6 . . ?
N2 C22 C21 123.0(3) . . ?
N2 C22 H22A 118.5 . . ?
C21 C22 H22A 118.5 . . ?
N3 C23 C24 122.5(3) . . ?
N3 C23 H23A 118.8 . . ?
C24 C23 H23A 118.8 . . ?
C23 C24 C25 119.2(3) . . ?
C23 C24 H24A 120.4 . . ?
C25 C24 H24A 120.4 . . ?
C26 C25 C24 118.4(3) . . ?
C26 C25 C28 120.5(3) . . ?
C24 C25 C28 121.1(3) . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
N3 C27 C26 120.9(2) . . ?
N3 C27 C33 115.0(2) . . ?
C26 C27 C33 124.0(2) . . ?
O1 C28 C25 110.3(2) . . ?
O1 C28 H28A 109.6 . . ?
C25 C28 H28A 109.6 . . ?
O1 C28 H28B 109.6 . . ?
C25 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
N4 C29 C30 122.7(3) . . ?
N4 C29 H29A 118.6 . . ?
C30 C29 H29A 118.6 . . ?
C29 C30 C31 119.4(3) . . ?
C29 C30 H30A 120.3 . . ?
C31 C30 H30A 120.3 . . ?
C30 C31 C32 118.0(2) . . ?
C30 C31 C34 122.1(3) . . ?
C32 C31 C34 119.9(3) . . ?
C33 C32 C31 120.1(3) . . ?
C33 C32 H32A 119.9 . . ?
C31 C32 H32A 119.9 . . ?
N4 C33 C32 121.2(2) . . ?
N4 C33 C27 115.2(2) . . ?
C32 C33 C27 123.6(2) . . ?
O2 C34 C31 112.4(2) . . ?
O2 C34 H34A 109.1 . . ?
C31 C34 H34A 109.1 . . ?
O2 C34 H34B 109.1 . . ?
C31 C34 H34B 109.1 . . ?
H34A C34 H34B 107.9 . . ?
Cl1 C35 Cl2 111.37(19) . . ?
Cl1 C35 H35A 109.4 . . ?
Cl2 C35 H35A 109.4 . . ?
Cl1 C35 H35B 109.4 . . ?
Cl2 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?

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
C6 C1 C2 C3 1.2(4) . . . . ?
Ir1 C1 C2 C3 -176.4(2) . . . . ?
C1 C2 C3 F1 177.8(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
F1 C3 C4 C5 -178.5(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 F2 -179.7(2) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
F2 C5 C6 C1 -179.4(2) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
F2 C5 C6 C7 1.2(4) . . . . ?
C4 C5 C6 C7 -178.6(3) . . . . ?
C2 C1 C6 C5 -1.4(4) . . . . ?
Ir1 C1 C6 C5 176.6(2) . . . . ?
C2 C1 C6 C7 178.0(2) . . . . ?
Ir1 C1 C6 C7 -4.0(3) . . . . ?
C11 N1 C7 C8 2.1(4) . . . . ?
Ir1 N1 C7 C8 -178.9(2) . . . . ?
C11 N1 C7 C6 -176.9(2) . . . . ?
Ir1 N1 C7 C6 2.0(3) . . . . ?
C5 C6 C7 N1 -179.3(2) . . . . ?
C1 C6 C7 N1 1.3(3) . . . . ?
C5 C6 C7 C8 1.7(5) . . . . ?
C1 C6 C7 C8 -177.6(3) . . . . ?
N1 C7 C8 C9 -1.3(4) . . . . ?
C6 C7 C8 C9 177.6(3) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C8 C9 C10 C11 1.3(5) . . . . ?
C7 N1 C11 C10 -1.2(4) . . . . ?
Ir1 N1 C11 C10 179.9(2) . . . . ?
C9 C10 C11 N1 -0.6(4) . . . . ?
C17 C12 C13 C14 -0.2(4) . . . . ?
Ir1 C12 C13 C14 178.2(2) . . . . ?
C12 C13 C14 F3 -178.9(2) . . . . ?
C12 C13 C14 C15 2.1(4) . . . . ?
F3 C14 C15 C16 179.1(2) . . . . ?
C13 C14 C15 C16 -1.8(4) . . . . ?
C14 C15 C16 F4 179.5(2) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
F4 C16 C17 C12 -177.9(2) . . . . ?
C15 C16 C17 C12 2.0(4) . . . . ?
F4 C16 C17 C18 2.0(4) . . . . ?
C15 C16 C17 C18 -178.2(3) . . . . ?
C13 C12 C17 C16 -1.6(4) . . . . ?
Ir1 C12 C17 C16 179.8(2) . . . . ?
C13 C12 C17 C18 178.5(2) . . . . ?
Ir1 C12 C17 C18 -0.1(3) . . . . ?
C22 N2 C18 C19 -4.1(4) . . . . ?
Ir1 N2 C18 C19 169.3(2) . . . . ?
C22 N2 C18 C17 177.4(2) . . . . ?
Ir1 N2 C18 C17 -9.1(3) . . . . ?
C16 C17 C18 N2 -173.8(3) . . . . ?
C12 C17 C18 N2 6.1(3) . . . . ?
C16 C17 C18 C19 7.9(5) . . . . ?
C12 C17 C18 C19 -172.2(3) . . . . ?
N2 C18 C19 C20 1.9(4) . . . . ?
C17 C18 C19 C20 -179.9(3) . . . . ?
C18 C19 C20 C21 1.6(5) . . . . ?
C19 C20 C21 C22 -2.8(4) . . . . ?
C18 N2 C22 C21 3.0(4) . . . . ?
Ir1 N2 C22 C21 -169.8(2) . . . . ?
C20 C21 C22 N2 0.5(5) . . . . ?
C27 N3 C23 C24 -0.9(4) . . . . ?
Ir1 N3 C23 C24 177.8(2) . . . . ?
N3 C23 C24 C25 1.9(4) . . . . ?
C23 C24 C25 C26 -0.5(4) . . . . ?
C23 C24 C25 C28 -179.1(3) . . . . ?
C24 C25 C26 C27 -1.7(4) . . . . ?
C28 C25 C26 C27 176.8(3) . . . . ?
C23 N3 C27 C26 -1.5(4) . . . . ?
Ir1 N3 C27 C26 179.7(2) . . . . ?
C23 N3 C27 C33 174.3(2) . . . . ?
Ir1 N3 C27 C33 -4.5(3) . . . . ?
C25 C26 C27 N3 2.8(4) . . . . ?
C25 C26 C27 C33 -172.5(3) . . . . ?
C26 C25 C28 O1 -157.9(3) . . . . ?
C24 C25 C28 O1 20.6(4) . . . . ?
C33 N4 C29 C30 -2.4(4) . . . . ?
Ir1 N4 C29 C30 170.0(2) . . . . ?
N4 C29 C30 C31 -0.9(4) . . . . ?
C29 C30 C31 C32 3.5(4) . . . . ?
C29 C30 C31 C34 -174.5(3) . . . . ?
C30 C31 C32 C33 -2.9(4) . . . . ?
C34 C31 C32 C33 175.1(3) . . . . ?
C29 N4 C33 C32 2.9(4) . . . . ?
Ir1 N4 C33 C32 -170.1(2) . . . . ?
C29 N4 C33 C27 -177.6(2) . . . . ?
Ir1 N4 C33 C27 9.4(3) . . . . ?
C31 C32 C33 N4 -0.3(4) . . . . ?
C31 C32 C33 C27 -179.8(3) . . . . ?
N3 C27 C33 N4 -3.2(3) . . . . ?
C26 C27 C33 N4 172.4(3) . . . . ?
N3 C27 C33 C32 176.3(3) . . . . ?
C26 C27 C33 C32 -8.1(4) . . . . ?
C30 C31 C34 O2 8.5(4) . . . . ?
C32 C31 C34 O2 -169.5(3) . . . . ?

_refine_diff_density_max         0.932
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.103

####################################################################### 
# 
# 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_A
_database_code_depnum_ccdc_archive 'CCDC 1452038'
_audit_update_record             
;
2016-02-06 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C34 H27.50 Ir N4 O2), F6 P'
_chemical_formula_sum            'C34 H27.50 F3 Ir N4 O2 P0.50'
_chemical_formula_weight         788.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   39.1832(11)
_cell_length_b                   9.6185(2)
_cell_length_c                   19.2745(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.894(2)
_cell_angle_gamma                90
_cell_volume                     6830.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    10321
_cell_measurement_theta_min      3.9640
_cell_measurement_theta_max      73.3520

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_F_000             3096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    8.223
_shelx_estimated_absorpt_T_min   0.277
_shelx_estimated_absorpt_T_max   0.392
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.234
_exptl_absorpt_correction_T_max  0.316
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CrysAlisPro, Agilent Technologies'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22259
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.647
_diffrn_reflns_theta_max         73.857
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6811
_reflns_number_gt                5635
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0478P)²+31.5391P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6811
_refine_ls_number_parameters     403
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.0953
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.060
_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_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 0.14762(2) 0.49644(2) 0.18995(2) 0.04632(8) Uani 1 1 d . . . . .
P1 P 0.0000 0.3534(6) 0.2500 0.1404(15) Uani 1 2 d S T P . .
F1 F 0.04189(19) 0.3482(11) 0.2900(5) 0.220(4) Uani 1 1 d . . . . .
F2 F -0.0034(3) 0.4604(13) 0.3054(6) 0.277(6) Uani 1 1 d . U . . .
F3 F 0.0038(3) 0.2333(12) 0.1987(4) 0.235(4) Uani 1 1 d . . . . .
N1 N 0.12302(10) 0.3073(4) 0.1604(2) 0.0555(9) Uani 1 1 d . . . . .
N2 N 0.17772(9) 0.6740(4) 0.2203(2) 0.0506(8) Uani 1 1 d . . . . .
N3 N 0.09963(10) 0.5886(5) 0.1140(2) 0.0544(9) Uani 1 1 d . . . . .
N4 N 0.11772(10) 0.5601(5) 0.2589(2) 0.0532(9) Uani 1 1 d . . . . .
O1 O -0.01346(17) 0.8692(8) 0.0112(4) 0.131(2) Uani 1 1 d . U . . .
H1A H -0.0046 0.9437 0.0037 0.197 Uiso 0.5 1 calc R U P . .
O2 O 0.0331(3) 0.8026(10) 0.3573(5) 0.184(3) Uani 1 1 d . U . . .
H2B H 0.0225 0.8369 0.3852 0.221 Uiso 1 1 d R U . . .
C1 C 0.17060(12) 0.4361(5) 0.1156(2) 0.0518(10) Uani 1 1 d . . . . .
C2 C 0.19408(14) 0.5128(6) 0.0895(3) 0.0606(13) Uani 1 1 d . . . . .
H2A H 0.2015 0.6019 0.1088 0.073 Uiso 1 1 calc R U . . .
C3 C 0.20662(16) 0.4589(8) 0.0352(3) 0.0750(16) Uani 1 1 d . . . . .
H3A H 0.2216 0.5134 0.0170 0.090 Uiso 1 1 calc R U . . .
C4 C 0.19706(15) 0.3253(8) 0.0079(3) 0.0768(16) Uani 1 1 d . . . . .
H4A H 0.2066 0.2872 -0.0266 0.092 Uiso 1 1 calc R U . . .
C5 C 0.17352(15) 0.2495(7) 0.0321(3) 0.0710(14) Uani 1 1 d . . . . .
H5A H 0.1664 0.1600 0.0131 0.085 Uiso 1 1 calc R U . . .
C6 C 0.16007(12) 0.3055(6) 0.0852(2) 0.0575(11) Uani 1 1 d . . . . .
C7 C 0.13310(13) 0.2342(6) 0.1100(3) 0.0613(12) Uani 1 1 d . . . . .
C8 C 0.11761(16) 0.1057(7) 0.0859(3) 0.0767(16) Uani 1 1 d . . . . .
H8A H 0.1244 0.0550 0.0509 0.092 Uiso 1 1 calc R U . . .
C9 C 0.09202(17) 0.0523(7) 0.1138(4) 0.0822(18) Uani 1 1 d . . . . .
H9A H 0.0814 -0.0347 0.0975 0.099 Uiso 1 1 calc R U . . .
C10 C 0.08222(16) 0.1251(7) 0.1648(4) 0.0792(16) Uani 1 1 d . . . . .
H10A H 0.0652 0.0890 0.1845 0.095 Uiso 1 1 calc R U . . .
C11 C 0.09808(14) 0.2533(6) 0.1865(3) 0.0667(13) Uani 1 1 d . . . . .
H11A H 0.0912 0.3051 0.2210 0.080 Uiso 1 1 calc R U . . .
C12 C 0.19038(12) 0.4194(5) 0.2726(2) 0.0536(10) Uani 1 1 d . . . . .
C13 C 0.19599(14) 0.2859(6) 0.3003(3) 0.0635(12) Uani 1 1 d . . . . .
H13A H 0.1799 0.2151 0.2758 0.076 Uiso 1 1 calc R U . . .
C14 C 0.22485(15) 0.2536(7) 0.3636(3) 0.0723(15) Uani 1 1 d . . . . .
H14A H 0.2280 0.1618 0.3814 0.087 Uiso 1 1 calc R U . . .
C15 C 0.24898(15) 0.3557(7) 0.4006(3) 0.0726(15) Uani 1 1 d . . . . .
H15A H 0.2684 0.3334 0.4436 0.087 Uiso 1 1 calc R U . . .
C16 C 0.24463(14) 0.4882(6) 0.3748(3) 0.0632(13) Uani 1 1 d . . . . .
H16A H 0.2611 0.5573 0.4003 0.076 Uiso 1 1 calc R U . . .
C17 C 0.21583(13) 0.5234(5) 0.3106(3) 0.0542(11) Uani 1 1 d . . . . .
C18 C 0.20910(11) 0.6626(5) 0.2795(3) 0.0526(10) Uani 1 1 d . . . . .
C19 C 0.23154(13) 0.7774(6) 0.3024(3) 0.0632(12) Uani 1 1 d . . . . .
H19A H 0.2534 0.7687 0.3422 0.076 Uiso 1 1 calc R U . . .
C20 C 0.22235(15) 0.9024(6) 0.2681(3) 0.0691(13) Uani 1 1 d . . . . .
H20A H 0.2375 0.9801 0.2847 0.083 Uiso 1 1 calc R U . . .
C21 C 0.19055(16) 0.9140(6) 0.2084(3) 0.0724(14) Uani 1 1 d . . . . .
H21A H 0.1836 0.9990 0.1834 0.087 Uiso 1 1 calc R U . . .
C22 C 0.16943(13) 0.7971(6) 0.1870(3) 0.0638(12) Uani 1 1 d . . . . .
H22A H 0.1478 0.8043 0.1463 0.077 Uiso 1 1 calc R U . . .
C23 C 0.09139(15) 0.5953(7) 0.0412(3) 0.0737(16) Uani 1 1 d . . . . .
H23A H 0.1085 0.5634 0.0206 0.088 Uiso 1 1 calc R U . . .
C24 C 0.05888(15) 0.6469(7) -0.0055(3) 0.0813(18) Uani 1 1 d . . . . .
H24A H 0.0537 0.6477 -0.0569 0.098 Uiso 1 1 calc R U . . .
C25 C 0.03417(15) 0.6975(8) 0.0249(4) 0.0824(18) Uani 1 1 d . . . . .
C26 C 0.04255(14) 0.6923(7) 0.0999(3) 0.0767(16) Uani 1 1 d . . . . .
H26A H 0.0260 0.7260 0.1215 0.092 Uiso 1 1 calc R U . . .
C27 C 0.07537(12) 0.6374(5) 0.1439(3) 0.0567(11) Uani 1 1 d . . . . .
C28 C -0.00177(19) 0.7582(11) -0.0255(5) 0.122(3) Uani 1 1 d . . . . .
H28A H 0.0012 0.7935 -0.0708 0.147 Uiso 1 1 calc R U . . .
H28B H -0.0203 0.6851 -0.0392 0.147 Uiso 1 1 calc R U . . .
C29 C 0.12890(14) 0.5463(7) 0.3326(3) 0.0673(13) Uani 1 1 d . . . . .
H29A H 0.1507 0.4988 0.3565 0.081 Uiso 1 1 calc R U . . .
C30 C 0.10964(16) 0.5989(8) 0.3742(3) 0.0821(18) Uani 1 1 d . . . . .
H30A H 0.1184 0.5868 0.4257 0.099 Uiso 1 1 calc R U . . .
C31 C 0.07746(19) 0.6696(9) 0.3411(4) 0.097(2) Uani 1 1 d . U . . .
C32 C 0.06599(15) 0.6847(8) 0.2646(3) 0.0818(18) Uani 1 1 d . . . . .
H32A H 0.0445 0.7337 0.2399 0.098 Uiso 1 1 calc R U . . .
C33 C 0.08627(12) 0.6275(6) 0.2247(3) 0.0600(12) Uani 1 1 d . . . . .
C34 C 0.0609(3) 0.7263(13) 0.4052(7) 0.160(4) Uani 1 1 d . U . . .
H34A H 0.0521 0.6505 0.4286 0.192 Uiso 1 1 calc R U . . .
H34B H 0.0782 0.7840 0.4428 0.192 Uiso 1 1 calc R U . . .


_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 C1 2.019(5) . ?
Ir1 C12 2.020(4) . ?
Ir1 N2 2.044(4) . ?
Ir1 N1 2.047(4) . ?
Ir1 N4 2.138(4) . ?
Ir1 N3 2.143(4) . ?
P1 F2 1.521(9) . ?
P1 F2 1.521(9) 2 ?
P1 F1 1.559(7) 2 ?
P1 F1 1.559(7) . ?
P1 F3 1.561(9) 2 ?
P1 F3 1.561(9) . ?
N1 C11 1.346(6) . ?
N1 C7 1.362(7) . ?
N2 C22 1.334(7) . ?
N2 C18 1.368(6) . ?
N3 C23 1.331(6) . ?
N3 C27 1.351(6) . ?
N4 C29 1.344(6) . ?
N4 C33 1.349(6) . ?
O1 C28 1.438(11) . ?
O1 H1A 0.8300 . ?
O2 C34 1.375(12) . ?
O2 H2B 0.8504 . ?
C1 C6 1.388(7) . ?
C1 C2 1.400(7) . ?
C2 C3 1.399(8) . ?
C2 H2A 0.9400 . ?
C3 C4 1.391(9) . ?
C3 H3A 0.9400 . ?
C4 C5 1.376(9) . ?
C4 H4A 0.9400 . ?
C5 C6 1.409(7) . ?
C5 H5A 0.9400 . ?
C6 C7 1.469(7) . ?
C7 C8 1.386(8) . ?
C8 C9 1.388(9) . ?
C8 H8A 0.9400 . ?
C9 C10 1.364(9) . ?
C9 H9A 0.9400 . ?
C10 C11 1.380(8) . ?
C10 H10A 0.9400 . ?
C11 H11A 0.9400 . ?
C12 C13 1.379(7) . ?
C12 C17 1.426(7) . ?
C13 C14 1.387(7) . ?
C13 H13A 0.9400 . ?
C14 C15 1.381(9) . ?
C14 H14A 0.9400 . ?
C15 C16 1.358(8) . ?
C15 H15A 0.9400 . ?
C16 C17 1.403(7) . ?
C16 H16A 0.9400 . ?
C17 C18 1.454(7) . ?
C18 C19 1.387(7) . ?
C19 C20 1.360(8) . ?
C19 H19A 0.9400 . ?
C20 C21 1.383(8) . ?
C20 H20A 0.9400 . ?
C21 C22 1.374(8) . ?
C21 H21A 0.9400 . ?
C22 H22A 0.9400 . ?
C23 C24 1.378(7) . ?
C23 H23A 0.9400 . ?
C24 C25 1.380(9) . ?
C24 H24A 0.9400 . ?
C25 C26 1.369(8) . ?
C25 C28 1.529(8) . ?
C26 C27 1.382(7) . ?
C26 H26A 0.9400 . ?
C27 C33 1.472(7) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 C30 1.371(8) . ?
C29 H29A 0.9400 . ?
C30 C31 1.383(10) . ?
C30 H30A 0.9400 . ?
C31 C32 1.395(9) . ?
C31 C34 1.671(11) . ?
C32 C33 1.393(7) . ?
C32 H32A 0.9400 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?

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
C1 Ir1 C12 90.23(17) . . ?
C1 Ir1 N2 95.16(17) . . ?
C12 Ir1 N2 80.68(18) . . ?
C1 Ir1 N1 80.15(18) . . ?
C12 Ir1 N1 94.53(18) . . ?
N2 Ir1 N1 173.33(14) . . ?
C1 Ir1 N4 173.69(15) . . ?
C12 Ir1 N4 95.61(16) . . ?
N2 Ir1 N4 88.16(15) . . ?
N1 Ir1 N4 96.97(16) . . ?
C1 Ir1 N3 97.69(16) . . ?
C12 Ir1 N3 172.05(16) . . ?
N2 Ir1 N3 97.85(15) . . ?
N1 Ir1 N3 87.53(15) . . ?
N4 Ir1 N3 76.51(15) . . ?
F2 P1 F2 94.8(11) . 2 ?
F2 P1 F1 92.2(6) . 2 ?
F2 P1 F1 90.2(6) 2 2 ?
F2 P1 F1 90.2(6) . . ?
F2 P1 F1 92.2(6) 2 . ?
F1 P1 F1 176.4(9) 2 . ?
F2 P1 F3 90.3(6) . 2 ?
F2 P1 F3 174.8(8) 2 2 ?
F1 P1 F3 88.7(5) 2 2 ?
F1 P1 F3 88.6(5) . 2 ?
F2 P1 F3 174.8(8) . . ?
F2 P1 F3 90.3(6) 2 . ?
F1 P1 F3 88.6(5) 2 . ?
F1 P1 F3 88.7(5) . . ?
F3 P1 F3 84.6(8) 2 . ?
C11 N1 C7 119.4(5) . . ?
C11 N1 Ir1 124.9(4) . . ?
C7 N1 Ir1 115.7(3) . . ?
C22 N2 C18 118.4(4) . . ?
C22 N2 Ir1 125.6(3) . . ?
C18 N2 Ir1 116.1(3) . . ?
C23 N3 C27 118.6(4) . . ?
C23 N3 Ir1 125.6(3) . . ?
C27 N3 Ir1 115.7(3) . . ?
C29 N4 C33 118.6(4) . . ?
C29 N4 Ir1 125.3(3) . . ?
C33 N4 Ir1 115.9(3) . . ?
C28 O1 H1A 109.5 . . ?
C34 O2 H2B 103.2 . . ?
C6 C1 C2 117.5(5) . . ?
C6 C1 Ir1 114.8(4) . . ?
C2 C1 Ir1 127.6(4) . . ?
C3 C2 C1 121.0(5) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 H2A 119.5 . . ?
C4 C3 C2 120.5(6) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
C4 C5 C6 120.2(6) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C1 C6 C5 121.5(5) . . ?
C1 C6 C7 115.4(4) . . ?
C5 C6 C7 123.1(5) . . ?
N1 C7 C8 120.0(5) . . ?
N1 C7 C6 114.0(5) . . ?
C8 C7 C6 126.1(5) . . ?
C7 C8 C9 119.5(6) . . ?
C7 C8 H8A 120.3 . . ?
C9 C8 H8A 120.3 . . ?
C10 C9 C8 120.5(6) . . ?
C10 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C9 C10 C11 118.0(6) . . ?
C9 C10 H10A 121.0 . . ?
C11 C10 H10A 121.0 . . ?
N1 C11 C10 122.7(6) . . ?
N1 C11 H11A 118.6 . . ?
C10 C11 H11A 118.6 . . ?
C13 C12 C17 117.6(4) . . ?
C13 C12 Ir1 128.9(4) . . ?
C17 C12 Ir1 113.2(4) . . ?
C12 C13 C14 121.6(5) . . ?
C12 C13 H13A 119.2 . . ?
C14 C13 H13A 119.2 . . ?
C15 C14 C13 120.3(6) . . ?
C15 C14 H14A 119.8 . . ?
C13 C14 H14A 119.8 . . ?
C16 C15 C14 120.0(5) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C16 C17 120.8(5) . . ?
C15 C16 H16A 119.6 . . ?
C17 C16 H16A 119.6 . . ?
C16 C17 C12 119.7(5) . . ?
C16 C17 C18 124.4(5) . . ?
C12 C17 C18 115.9(4) . . ?
N2 C18 C19 119.7(5) . . ?
N2 C18 C17 113.8(4) . . ?
C19 C18 C17 126.5(4) . . ?
C20 C19 C18 121.0(5) . . ?
C20 C19 H19A 119.5 . . ?
C18 C19 H19A 119.5 . . ?
C19 C20 C21 119.4(5) . . ?
C19 C20 H20A 120.3 . . ?
C21 C20 H20A 120.3 . . ?
C22 C21 C20 117.6(6) . . ?
C22 C21 H21A 121.2 . . ?
C20 C21 H21A 121.2 . . ?
N2 C22 C21 124.0(5) . . ?
N2 C22 H22A 118.0 . . ?
C21 C22 H22A 118.0 . . ?
N3 C23 C24 123.0(5) . . ?
N3 C23 H23A 118.5 . . ?
C24 C23 H23A 118.5 . . ?
C23 C24 C25 118.4(5) . . ?
C23 C24 H24A 120.8 . . ?
C25 C24 H24A 120.8 . . ?
C26 C25 C24 119.0(5) . . ?
C26 C25 C28 121.5(6) . . ?
C24 C25 C28 119.5(6) . . ?
C25 C26 C27 120.0(5) . . ?
C25 C26 H26A 120.0 . . ?
C27 C26 H26A 120.0 . . ?
N3 C27 C26 121.0(5) . . ?
N3 C27 C33 115.8(4) . . ?
C26 C27 C33 123.2(5) . . ?
O1 C28 C25 110.5(7) . . ?
O1 C28 H28A 109.6 . . ?
C25 C28 H28A 109.6 . . ?
O1 C28 H28B 109.6 . . ?
C25 C28 H28B 109.6 . . ?
H28A C28 H28B 108.1 . . ?
N4 C29 C30 122.4(5) . . ?
N4 C29 H29A 118.8 . . ?
C30 C29 H29A 118.8 . . ?
C29 C30 C31 120.6(6) . . ?
C29 C30 H30A 119.7 . . ?
C31 C30 H30A 119.7 . . ?
C30 C31 C32 117.0(6) . . ?
C30 C31 C34 110.0(7) . . ?
C32 C31 C34 132.9(8) . . ?
C33 C32 C31 120.2(6) . . ?
C33 C32 H32A 119.9 . . ?
C31 C32 H32A 119.9 . . ?
N4 C33 C32 121.2(5) . . ?
N4 C33 C27 115.8(4) . . ?
C32 C33 C27 123.0(5) . . ?
O2 C34 C31 95.5(9) . . ?
O2 C34 H34A 112.6 . . ?
C31 C34 H34A 112.6 . . ?
O2 C34 H34B 112.6 . . ?
C31 C34 H34B 112.6 . . ?
H34A C34 H34B 110.1 . . ?

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
C6 C1 C2 C3 -0.5(7) . . . . ?
Ir1 C1 C2 C3 -177.1(4) . . . . ?
C1 C2 C3 C4 -2.5(8) . . . . ?
C2 C3 C4 C5 3.5(9) . . . . ?
C3 C4 C5 C6 -1.6(8) . . . . ?
C2 C1 C6 C5 2.4(7) . . . . ?
Ir1 C1 C6 C5 179.4(4) . . . . ?
C2 C1 C6 C7 -175.1(4) . . . . ?
Ir1 C1 C6 C7 2.0(5) . . . . ?
C4 C5 C6 C1 -1.4(8) . . . . ?
C4 C5 C6 C7 175.9(5) . . . . ?
C11 N1 C7 C8 0.2(7) . . . . ?
Ir1 N1 C7 C8 -179.2(4) . . . . ?
C11 N1 C7 C6 179.2(4) . . . . ?
Ir1 N1 C7 C6 -0.3(5) . . . . ?
C1 C6 C7 N1 -1.1(6) . . . . ?
C5 C6 C7 N1 -178.5(4) . . . . ?
C1 C6 C7 C8 177.8(5) . . . . ?
C5 C6 C7 C8 0.3(8) . . . . ?
N1 C7 C8 C9 -0.3(8) . . . . ?
C6 C7 C8 C9 -179.2(5) . . . . ?
C7 C8 C9 C10 -0.3(9) . . . . ?
C8 C9 C10 C11 1.0(9) . . . . ?
C7 N1 C11 C10 0.6(8) . . . . ?
Ir1 N1 C11 C10 179.9(4) . . . . ?
C9 C10 C11 N1 -1.1(9) . . . . ?
C17 C12 C13 C14 1.3(8) . . . . ?
Ir1 C12 C13 C14 -171.8(4) . . . . ?
C12 C13 C14 C15 -0.2(9) . . . . ?
C13 C14 C15 C16 -0.4(9) . . . . ?
C14 C15 C16 C17 -0.2(9) . . . . ?
C15 C16 C17 C12 1.2(8) . . . . ?
C15 C16 C17 C18 179.7(5) . . . . ?
C13 C12 C17 C16 -1.8(7) . . . . ?
Ir1 C12 C17 C16 172.3(4) . . . . ?
C13 C12 C17 C18 179.7(4) . . . . ?
Ir1 C12 C17 C18 -6.2(5) . . . . ?
C22 N2 C18 C19 -1.0(7) . . . . ?
Ir1 N2 C18 C19 178.3(3) . . . . ?
C22 N2 C18 C17 -178.8(4) . . . . ?
Ir1 N2 C18 C17 0.5(5) . . . . ?
C16 C17 C18 N2 -174.7(5) . . . . ?
C12 C17 C18 N2 3.7(6) . . . . ?
C16 C17 C18 C19 7.6(8) . . . . ?
C12 C17 C18 C19 -173.9(5) . . . . ?
N2 C18 C19 C20 1.7(7) . . . . ?
C17 C18 C19 C20 179.2(5) . . . . ?
C18 C19 C20 C21 -1.5(8) . . . . ?
C19 C20 C21 C22 0.5(9) . . . . ?
C18 N2 C22 C21 0.0(8) . . . . ?
Ir1 N2 C22 C21 -179.2(4) . . . . ?
C20 C21 C22 N2 0.2(9) . . . . ?
C27 N3 C23 C24 -1.5(10) . . . . ?
Ir1 N3 C23 C24 175.2(5) . . . . ?
N3 C23 C24 C25 1.8(11) . . . . ?
C23 C24 C25 C26 -1.1(11) . . . . ?
C23 C24 C25 C28 178.7(7) . . . . ?
C24 C25 C26 C27 0.2(11) . . . . ?
C28 C25 C26 C27 -179.6(7) . . . . ?
C23 N3 C27 C26 0.5(8) . . . . ?
Ir1 N3 C27 C26 -176.5(4) . . . . ?
C23 N3 C27 C33 -179.7(5) . . . . ?
Ir1 N3 C27 C33 3.3(6) . . . . ?
C25 C26 C27 N3 0.2(9) . . . . ?
C25 C26 C27 C33 -179.7(6) . . . . ?
C26 C25 C28 O1 32.7(11) . . . . ?
C24 C25 C28 O1 -147.1(8) . . . . ?
C33 N4 C29 C30 -0.4(9) . . . . ?
Ir1 N4 C29 C30 174.9(5) . . . . ?
N4 C29 C30 C31 -0.1(11) . . . . ?
C29 C30 C31 C32 -0.3(11) . . . . ?
C29 C30 C31 C34 -178.0(7) . . . . ?
C30 C31 C32 C33 1.3(11) . . . . ?
C34 C31 C32 C33 178.3(8) . . . . ?
C29 N4 C33 C32 1.4(8) . . . . ?
Ir1 N4 C33 C32 -174.3(5) . . . . ?
C29 N4 C33 C27 -179.2(5) . . . . ?
Ir1 N4 C33 C27 5.0(6) . . . . ?
C31 C32 C33 N4 -1.9(10) . . . . ?
C31 C32 C33 C27 178.8(6) . . . . ?
N3 C27 C33 N4 -5.6(7) . . . . ?
C26 C27 C33 N4 174.3(5) . . . . ?
N3 C27 C33 C32 173.8(5) . . . . ?
C26 C27 C33 C32 -6.4(9) . . . . ?
C30 C31 C34 O2 173.0(8) . . . . ?
C32 C31 C34 O2 -4.2(13) . . . . ?

_refine_diff_density_max         1.009
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.091

# SQUEEZE RESULTS (Version =  30715)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
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 0.131 0.070 0.396 150 55 ' '
2 0.131 -0.071 0.896 149 55 ' '
3 0.869 0.070 0.104 150 54 ' '
4 0.869 -0.071 0.604 149 54 ' '
5 0.369 0.429 0.604 149 54 ' '
6 0.631 0.429 0.896 149 55 ' '
7 0.369 0.570 0.104 150 54 ' '
8 0.631 0.570 0.396 150 55 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?



