# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1421913'
_audit_update_record             
;
2015-09-02 deposited with the CCDC.
2016-04-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_1                   
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.950 Note
RESPONSE: only 95% sphere collected
;

#see the bottom part of the file for the full list of the applied restraints. 

#end of refcif 
_cell_length_a                   18.1495(15)
_cell_length_b                   22.5027(19)
_cell_length_c                   23.189(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9470.7(8)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -1.4442 7.9887 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C75 H70 Cl14 F12 Ir2 N8 O8 P2 S4 
# Dc =      1.76 Fooo =   4936.00 Mu =     34.03 M =   1255.20
# Found Formula = C75 H70 Cl14 F12 Ir2 N8 O8 P2 S4 
# Dc =      1.76 FOOO =   4936.00 Mu =     34.03 M =   1255.20

_chemical_formula_sum            'C75 H70 Cl14 F12 Ir2 N8 O8 P2 S4'
_chemical_formula_moiety         '2(C34 H28 Ir N4 O4 S2), 2(F6 P), 7(C H2 Cl2)'
_chemical_compound_source        ?
_chemical_formula_weight         2510.39


_cell_measurement_reflns_used    9975
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30
_cell_measurement_temperature    123

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_size_min          0.150
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.500

_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             4935.999
_exptl_absorpt_coefficient_mu    3.403

# Sheldrick geometric approximatio 0.51 0.60 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.60
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            72763
_reflns_number_total             14677
_diffrn_reflns_av_R_equivalents  0.045
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 14677 
# Theoretical number of reflections is about 31521 


_diffrn_reflns_theta_min         2.084
_diffrn_reflns_theta_max         31.499
_diffrn_measured_fraction_theta_max 0.931

_diffrn_reflns_theta_full        25.199
_diffrn_measured_fraction_theta_full 0.950


_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              0
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              33
_reflns_limit_l_min              0
_reflns_limit_l_max              34

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -4.55
_refine_diff_density_max         5.27


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         14611
_refine_ls_number_restraints     1068
_refine_ls_number_parameters     661
_oxford_refine_ls_R_factor_ref   0.0863
_refine_ls_wR_factor_ref         0.1526
_refine_ls_goodness_of_fit_ref   1.0026
_refine_ls_shift/su_max          0.0169725
_refine_ls_shift/su_mean         0.0004863


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        14661
_refine_ls_R_factor_all          0.0871
_refine_ls_wR_factor_all         0.1539

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9841
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_gt          0.1260

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.92 5.04 1.49 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ir1 Ir 0.574473(11) 0.258022(9) 0.243588(8) 0.0233 1.0000 Uani . . . . . .
N1 N 0.4815(3) 0.2222(2) 0.2878(2) 0.0277 1.0000 Uani . . . . . .
N2 N 0.4843(2) 0.3008(2) 0.2015(2) 0.0257 1.0000 Uani . . . . . .
C1 C 0.4841(4) 0.1823(3) 0.3300(3) 0.0355 1.0000 Uani . . . . . .
H11 H 0.5300 0.1707 0.3439 0.0431 1.0000 Uiso R . . . . .
C2 C 0.4216(4) 0.1586(3) 0.3551(3) 0.0422 1.0000 Uani . . . . . .
H21 H 0.4253 0.1315 0.3851 0.0501 1.0000 Uiso R . . . . .
C3 C 0.3529(4) 0.1778(3) 0.3349(3) 0.0418 1.0000 Uani . . . . . .
H31 H 0.3092 0.1617 0.3497 0.0502 1.0000 Uiso R . . . . .
C4 C 0.3499(3) 0.2193(3) 0.2922(3) 0.0343 1.0000 Uani . . . . . .
H41 H 0.3054 0.2326 0.2794 0.0409 1.0000 Uiso R . . . . .
C5 C 0.4152(3) 0.2409(2) 0.2685(2) 0.0266 1.0000 Uani . . . . . .
C6 C 0.4172(3) 0.2854(2) 0.2215(2) 0.0269 1.0000 Uani . . . . . .
C7 C 0.3531(3) 0.3116(3) 0.1989(3) 0.0364 1.0000 Uani . . . . . .
H71 H 0.3068 0.3012 0.2133 0.0441 1.0000 Uiso R . . . . .
C8 C 0.3598(4) 0.3528(3) 0.1557(3) 0.0416 1.0000 Uani . . . . . .
H81 H 0.3181 0.3708 0.1406 0.0501 1.0000 Uiso R . . . . .
C9 C 0.4284(4) 0.3679(3) 0.1352(3) 0.0388 1.0000 Uani . . . . . .
H91 H 0.4337 0.3953 0.1056 0.0468 1.0000 Uiso R . . . . .
C10 C 0.4894(3) 0.3409(3) 0.1598(3) 0.0313 1.0000 Uani . . . . . .
H101 H 0.5355 0.3517 0.1462 0.0373 1.0000 Uiso R . . . . .
N3 N 0.5853(2) 0.31939(19) 0.3080(2) 0.0233 1.0000 Uani . . . . . .
S1 S 0.79316(8) 0.07814(7) 0.29974(8) 0.0345 1.0000 Uani . . . . . .
O1 O 0.7837(3) 0.0663(2) 0.2394(2) 0.0415 1.0000 Uani . . . . . .
O2 O 0.8671(3) 0.0835(2) 0.3217(3) 0.0518 1.0000 Uani . . . . . .
C11 C 0.5467(3) 0.3699(3) 0.3115(3) 0.0301 1.0000 Uani . . . . . .
H111 H 0.5104 0.3769 0.2842 0.0362 1.0000 Uiso R . . . . .
C12 C 0.5587(4) 0.4127(3) 0.3548(3) 0.0356 1.0000 Uani . . . . . .
H121 H 0.5309 0.4476 0.3567 0.0418 1.0000 Uiso R . . . . .
C13 C 0.6129(4) 0.4008(3) 0.3960(3) 0.0382 1.0000 Uani . . . . . .
H131 H 0.6237 0.4286 0.4247 0.0451 1.0000 Uiso R . . . . .
C14 C 0.6506(3) 0.3479(3) 0.3931(3) 0.0326 1.0000 Uani . . . . . .
H141 H 0.6858 0.3397 0.4208 0.0392 1.0000 Uiso R . . . . .
C15 C 0.6378(3) 0.3070(2) 0.3495(2) 0.0249 1.0000 Uani . . . . . .
C16 C 0.6754(3) 0.2504(2) 0.3407(3) 0.0274 1.0000 Uani . . . . . .
C17 C 0.6543(3) 0.2178(2) 0.2908(2) 0.0253 1.0000 Uani . . . . . .
C18 C 0.6898(3) 0.1641(2) 0.2796(2) 0.0274 1.0000 Uani . . . . . .
H181 H 0.6760 0.1415 0.2477 0.0328 1.0000 Uiso R . . . . .
C19 C 0.7461(3) 0.1440(2) 0.3162(3) 0.0283 1.0000 Uani . . . . . .
C20 C 0.7658(3) 0.1761(3) 0.3662(3) 0.0341 1.0000 Uani . . . . . .
H201 H 0.8020 0.1621 0.3909 0.0412 1.0000 Uiso R . . . . .
C21 C 0.7297(3) 0.2291(2) 0.3779(3) 0.0309 1.0000 Uani . . . . . .
H211 H 0.7421 0.2508 0.4105 0.0369 1.0000 Uiso R . . . . .
C22 C 0.7492(4) 0.0224(3) 0.3395(3) 0.0449 1.0000 Uani . . . . . .
H221 H 0.7718 -0.0152 0.3306 0.0670 1.0000 Uiso R . . . . .
H222 H 0.6984 0.0210 0.3296 0.0671 1.0000 Uiso R . . . . .
H223 H 0.7542 0.0306 0.3798 0.0668 1.0000 Uiso R . . . . .
N4 N 0.5746(3) 0.1961(2) 0.17840(19) 0.0253 1.0000 Uani . . . . . .
S2 S 0.81165(9) 0.41915(7) 0.18087(8) 0.0344 1.0000 Uani . . . . . .
O3 O 0.8017(3) 0.4341(2) 0.2406(2) 0.0432 1.0000 Uani . . . . . .
O4 O 0.8853(3) 0.4043(2) 0.1612(3) 0.0568 1.0000 Uani . . . . . .
C23 C 0.5291(3) 0.1497(3) 0.1754(3) 0.0327 1.0000 Uani . . . . . .
H231 H 0.4937 0.1455 0.2039 0.0389 1.0000 Uiso R . . . . .
C24 C 0.5323(4) 0.1076(3) 0.1314(3) 0.0399 1.0000 Uani . . . . . .
H241 H 0.5003 0.0757 0.1309 0.0483 1.0000 Uiso R . . . . .
C25 C 0.5848(4) 0.1145(3) 0.0894(3) 0.0419 1.0000 Uani . . . . . .
H251 H 0.5892 0.0864 0.0597 0.0500 1.0000 Uiso R . . . . .
C26 C 0.6318(4) 0.1637(3) 0.0909(3) 0.0352 1.0000 Uani . . . . . .
H261 H 0.6661 0.1698 0.0616 0.0421 1.0000 Uiso R . . . . .
C27 C 0.6255(3) 0.2043(2) 0.1359(2) 0.0255 1.0000 Uani . . . . . .
C28 C 0.6710(3) 0.2576(2) 0.1437(2) 0.0260 1.0000 Uani . . . . . .
C29 C 0.6557(3) 0.2914(2) 0.1945(2) 0.0230 1.0000 Uani . . . . . .
C30 C 0.6985(3) 0.3418(3) 0.2037(3) 0.0275 1.0000 Uani . . . . . .
H301 H 0.6899 0.3653 0.2365 0.0331 1.0000 Uiso R . . . . .
C31 C 0.7545(3) 0.3576(2) 0.1651(3) 0.0281 1.0000 Uani . . . . . .
C32 C 0.7681(4) 0.3242(3) 0.1150(3) 0.0335 1.0000 Uani . . . . . .
H321 H 0.8052 0.3354 0.0897 0.0400 1.0000 Uiso R . . . . .
C33 C 0.7258(4) 0.2743(3) 0.1043(3) 0.0341 1.0000 Uani . . . . . .
H331 H 0.7335 0.2519 0.0710 0.0409 1.0000 Uiso R . . . . .
C34 C 0.7788(5) 0.4778(3) 0.1380(3) 0.0439 1.0000 Uani . . . . . .
H341 H 0.7285 0.4856 0.1479 0.0649 1.0000 Uiso R . . . . .
H342 H 0.7812 0.4664 0.0984 0.0647 1.0000 Uiso R . . . . .
H343 H 0.8079 0.5128 0.1450 0.0651 1.0000 Uiso R . . . . .
P1 P 0.79899(10) 0.42222(7) 0.50727(7) 0.0320 1.0000 Uani . . . . . .
F10 F 0.7111(2) 0.4282(2) 0.50639(19) 0.0460 1.0000 Uani . . . . . .
F11 F 0.8063(3) 0.4915(2) 0.5193(2) 0.0604 1.0000 Uani . . . . . .
F12 F 0.8012(3) 0.4352(2) 0.43983(18) 0.0595 1.0000 Uani . . . . . .
F13 F 0.7906(3) 0.35250(19) 0.4947(3) 0.0635 1.0000 Uani . . . . . .
F14 F 0.7957(3) 0.4101(3) 0.5746(2) 0.0679 1.0000 Uani . . . . . .
F15 F 0.8868(3) 0.4143(2) 0.5073(2) 0.0566 1.0000 Uani . . . . . .
C41 C 0.5543(4) 0.5121(6) 0.2153(3) 0.0692 0.774(3) Uani D U P 1 1 .
Cl1 Cl 0.45985(19) 0.50241(17) 0.23221(15) 0.0610 0.774(3) Uani D U P 1 1 .
Cl2 Cl 0.5720(2) 0.48756(18) 0.14415(19) 0.0832 0.774(3) Uani D U P 1 1 .
C141 C 0.5453(14) 0.5310(9) 0.188(2) 0.0779 0.226(3) Uani D U P 1 2 .
Cl101 Cl 0.4569(7) 0.5299(6) 0.2209(7) 0.0807 0.226(3) Uani D U P 1 2 .
Cl102 Cl 0.5886(7) 0.4609(5) 0.1965(8) 0.0924 0.226(3) Uani D U P 1 2 .
C42 C 0.5662(7) 0.4263(5) -0.0078(3) 0.0795 0.862(3) Uani D U P 2 1 .
Cl3 Cl 0.5880(3) 0.4201(2) -0.08129(15) 0.1126 0.862(3) Uani D U P 2 1 .
Cl4 Cl 0.6154(2) 0.37289(17) 0.03230(17) 0.0923 0.862(3) Uani D U P 2 1 .
C142 C 0.570(4) 0.431(3) -0.0151(10) 0.0910 0.138(3) Uani D U P 2 2 .
Cl103 Cl 0.6225(16) 0.3772(14) -0.0521(9) 0.1112 0.138(3) Uani D U P 2 2 .
Cl104 Cl 0.5767(15) 0.4191(12) 0.0600(9) 0.0976 0.138(3) Uani D U P 2 2 .
C43 C 0.4286(5) 0.0849(3) -0.0160(5) 0.0545 0.5000 Uani D U . . . .
Cl5 Cl 0.4785(3) 0.01825(19) -0.0042(3) 0.0738 0.5000 Uani D U . . . .
Cl6 Cl 0.3409(3) 0.0786(2) 0.0124(2) 0.0721 0.5000 Uani D U . . . .
C44 C 0.4442(11) 0.2708(7) -0.0036(7) 0.0889 0.569(3) Uani D U P 3 1 .
Cl7 Cl 0.5153(4) 0.2344(3) -0.0418(3) 0.1004 0.569(3) Uani D U P 3 1 .
Cl8 Cl 0.4216(5) 0.2303(4) 0.0591(3) 0.0934 0.569(3) Uani D U P 3 1 .
C144 C 0.4217(16) 0.1815(8) -0.0014(6) 0.1004 0.431(3) Uani D U P 3 2 .
Cl107 Cl 0.4609(7) 0.2142(5) -0.0642(4) 0.1250 0.431(3) Uani D U P 3 2 .
Cl108 Cl 0.4374(10) 0.2279(9) 0.0593(4) 0.1254 0.431(3) Uani D U P 3 2 .
H411 H 0.5674 0.5537 0.2194 0.0821 0.774(3) Uiso R . P 1 1 .
H412 H 0.5828 0.4883 0.2420 0.0822 0.774(3) Uiso R . P 1 1 .
H1411 H 0.5751 0.5607 0.2079 0.0930 0.226(3) Uiso R . P 1 2 .
H1412 H 0.5409 0.5412 0.1479 0.0930 0.226(3) Uiso R . P 1 2 .
H421 H 0.5813 0.4656 0.0053 0.0950 0.862(3) Uiso R . P 2 1 .
H422 H 0.5136 0.4211 -0.0023 0.0949 0.862(3) Uiso R . P 2 1 .
H1421 H 0.5875 0.4699 -0.0245 0.1090 0.138(3) Uiso R . P 2 2 .
H1422 H 0.5184 0.4269 -0.0268 0.1090 0.138(3) Uiso R . P 2 2 .
H431 H 0.4532 0.1177 0.0020 0.0651 0.5000 Uiso R . . . . .
H432 H 0.4253 0.0929 -0.0567 0.0649 0.5000 Uiso R . . . . .
H441 H 0.4606 0.3098 0.0074 0.1082 0.569(3) Uiso R . P 3 1 .
H442 H 0.4013 0.2737 -0.0279 0.1080 0.569(3) Uiso R . P 3 1 .
H4311 H 0.4440 0.1430 0.0049 0.1201 0.431(3) Uiso R . P 3 2 .
H1441 H 0.3696 0.1761 -0.0066 0.1199 0.431(3) Uiso R . P 3 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.037711(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 . N1 . 2.133(5) yes
Ir1 . N2 . 2.134(4) yes
Ir1 . N3 . 2.044(5) yes
Ir1 . C17 . 2.029(5) yes
Ir1 . N4 . 2.057(5) yes
Ir1 . C29 . 2.009(5) yes
N1 . C1 . 1.328(8) yes
N1 . C5 . 1.352(7) yes
N2 . C6 . 1.349(7) yes
N2 . C10 . 1.327(7) yes
C1 . H11 . 0.930 no
C1 . C2 . 1.381(8) yes
C2 . H21 . 0.928 no
C2 . C3 . 1.400(10) yes
C3 . H31 . 0.936 no
C3 . C4 . 1.363(9) yes
C4 . H41 . 0.912 no
C4 . C5 . 1.394(8) yes
C5 . C6 . 1.481(8) yes
C6 . C7 . 1.405(8) yes
C7 . H71 . 0.934 no
C7 . C8 . 1.370(10) yes
C8 . H81 . 0.929 no
C8 . C9 . 1.375(10) yes
C9 . H91 . 0.927 no
C9 . C10 . 1.386(8) yes
C10 . H101 . 0.927 no
N3 . C11 . 1.337(7) yes
N3 . C15 . 1.382(7) yes
S1 . O1 . 1.435(5) yes
S1 . O2 . 1.440(5) yes
S1 . C19 . 1.754(5) yes
S1 . C22 . 1.748(7) yes
C11 . H111 . 0.928 no
C11 . C12 . 1.409(8) yes
C12 . H121 . 0.935 no
C12 . C13 . 1.396(9) yes
C13 . H131 . 0.935 no
C13 . C14 . 1.375(9) yes
C14 . H141 . 0.924 no
C14 . C15 . 1.387(8) yes
C15 . C16 . 1.461(8) yes
C16 . C17 . 1.423(8) yes
C16 . C21 . 1.393(8) yes
C17 . C18 . 1.393(7) yes
C18 . H181 . 0.931 no
C18 . C19 . 1.403(8) yes
C19 . C20 . 1.412(9) yes
C20 . H201 . 0.927 no
C20 . C21 . 1.388(8) yes
C21 . H211 . 0.928 no
C22 . H221 . 0.962 no
C22 . H222 . 0.950 no
C22 . H223 . 0.957 no
N4 . C23 . 1.332(7) yes
N4 . C27 . 1.363(7) yes
S2 . O3 . 1.437(6) yes
S2 . O4 . 1.451(6) yes
S2 . C31 . 1.768(6) yes
S2 . C34 . 1.757(7) yes
C23 . H231 . 0.926 no
C23 . C24 . 1.393(8) yes
C24 . H241 . 0.923 no
C24 . C25 . 1.372(10) yes
C25 . H251 . 0.938 no
C25 . C26 . 1.399(9) yes
C26 . H261 . 0.932 no
C26 . C27 . 1.391(8) yes
C27 . C28 . 1.469(7) yes
C28 . C29 . 1.429(7) yes
C28 . C33 . 1.401(8) yes
C29 . C30 . 1.392(7) yes
C30 . H301 . 0.938 no
C30 . C31 . 1.401(8) yes
C31 . C32 . 1.405(8) yes
C32 . H321 . 0.929 no
C32 . C33 . 1.382(8) yes
C33 . H331 . 0.932 no
C34 . H341 . 0.958 no
C34 . H342 . 0.956 no
C34 . H343 . 0.961 no
P1 . F10 . 1.600(5) yes
P1 . F11 . 1.589(5) yes
P1 . F12 . 1.591(4) yes
P1 . F13 . 1.603(5) yes
P1 . F14 . 1.585(5) yes
P1 . F15 . 1.604(5) yes
C41 . Cl1 . 1.771(7) yes
C41 . Cl2 . 1.770(7) yes
C41 . H411 . 0.971 no
C41 . H412 . 0.968 no
Cl2 . Cl104 . 2.49(2) yes
C141 . Cl101 . 1.774(9) yes
C141 . Cl102 . 1.773(9) yes
C141 . H1411 . 0.971 no
C141 . H1412 . 0.970 no
C42 . Cl3 . 1.755(6) yes
C42 . Cl4 . 1.763(7) yes
C42 . H421 . 0.973 no
C42 . H422 . 0.969 no
C142 . Cl103 . 1.761(10) yes
C142 . Cl104 . 1.763(10) yes
C142 . H1421 . 0.970 no
C142 . H1422 . 0.970 no
C43 . Cl5 . 1.773(8) yes
C43 . Cl6 . 1.730(8) yes
C43 . H431 . 0.958 no
C43 . H432 . 0.963 no
Cl5 . Cl5 2_655 1.149(10) yes
C44 . Cl7 . 1.766(7) yes
C44 . Cl8 . 1.765(7) yes
C44 . H441 . 0.962 no
C44 . H442 . 0.964 no
C144 . Cl107 . 1.778(9) yes
C144 . Cl108 . 1.775(9) yes
C144 . H4311 . 0.968 no
C144 . H1441 . 0.962 no
H431 . H4311 . 0.597 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Ir1 . N2 . 77.53(19) yes
N1 . Ir1 . N3 . 88.84(18) yes
N2 . Ir1 . N3 . 95.91(17) yes
N1 . Ir1 . C17 . 97.8(2) yes
N2 . Ir1 . C17 . 174.4(2) yes
N3 . Ir1 . C17 . 80.70(19) yes
N1 . Ir1 . N4 . 95.64(18) yes
N2 . Ir1 . N4 . 88.33(18) yes
N3 . Ir1 . N4 . 174.41(18) yes
C17 . Ir1 . N4 . 95.3(2) yes
N1 . Ir1 . C29 . 174.1(2) yes
N2 . Ir1 . C29 . 97.76(19) yes
N3 . Ir1 . C29 . 95.26(19) yes
C17 . Ir1 . C29 . 87.1(2) yes
N4 . Ir1 . C29 . 80.53(19) yes
Ir1 . N1 . C1 . 125.6(4) yes
Ir1 . N1 . C5 . 115.2(4) yes
C1 . N1 . C5 . 119.1(5) yes
Ir1 . N2 . C6 . 114.9(4) yes
Ir1 . N2 . C10 . 126.0(4) yes
C6 . N2 . C10 . 119.2(5) yes
N1 . C1 . H11 . 118.4 no
N1 . C1 . C2 . 122.8(6) yes
H11 . C1 . C2 . 118.7 no
C1 . C2 . H21 . 120.6 no
C1 . C2 . C3 . 118.2(6) yes
H21 . C2 . C3 . 121.2 no
C2 . C3 . H31 . 120.9 no
C2 . C3 . C4 . 119.3(6) yes
H31 . C3 . C4 . 119.9 no
C3 . C4 . H41 . 119.9 no
C3 . C4 . C5 . 119.5(6) yes
H41 . C4 . C5 . 120.6 no
C4 . C5 . N1 . 121.2(5) yes
C4 . C5 . C6 . 123.1(5) yes
N1 . C5 . C6 . 115.7(5) yes
C5 . C6 . N2 . 116.6(5) yes
C5 . C6 . C7 . 122.6(5) yes
N2 . C6 . C7 . 120.8(5) yes
C6 . C7 . H71 . 120.4 no
C6 . C7 . C8 . 118.9(6) yes
H71 . C7 . C8 . 120.8 no
C7 . C8 . H81 . 120.0 no
C7 . C8 . C9 . 120.1(6) yes
H81 . C8 . C9 . 119.9 no
C8 . C9 . H91 . 121.0 no
C8 . C9 . C10 . 118.2(6) yes
H91 . C9 . C10 . 120.8 no
C9 . C10 . N2 . 122.9(6) yes
C9 . C10 . H101 . 117.8 no
N2 . C10 . H101 . 119.3 no
Ir1 . N3 . C11 . 124.6(4) yes
Ir1 . N3 . C15 . 116.0(3) yes
C11 . N3 . C15 . 119.4(5) yes
O1 . S1 . O2 . 118.2(3) yes
O1 . S1 . C19 . 108.1(3) yes
O2 . S1 . C19 . 107.8(3) yes
O1 . S1 . C22 . 109.1(3) yes
O2 . S1 . C22 . 107.4(4) yes
C19 . S1 . C22 . 105.6(3) yes
N3 . C11 . H111 . 118.4 no
N3 . C11 . C12 . 122.9(5) yes
H111 . C11 . C12 . 118.7 no
C11 . C12 . H121 . 121.7 no
C11 . C12 . C13 . 117.8(5) yes
H121 . C12 . C13 . 120.5 no
C12 . C13 . H131 . 120.5 no
C12 . C13 . C14 . 118.9(6) yes
H131 . C13 . C14 . 120.6 no
C13 . C14 . H141 . 118.9 no
C13 . C14 . C15 . 121.7(6) yes
H141 . C14 . C15 . 119.4 no
C14 . C15 . N3 . 119.3(5) yes
C14 . C15 . C16 . 127.0(5) yes
N3 . C15 . C16 . 113.7(5) yes
C15 . C16 . C17 . 115.9(5) yes
C15 . C16 . C21 . 123.0(5) yes
C17 . C16 . C21 . 121.1(5) yes
C16 . C17 . Ir1 . 113.7(4) yes
C16 . C17 . C18 . 118.3(5) yes
Ir1 . C17 . C18 . 128.0(4) yes
C17 . C18 . H181 . 119.8 no
C17 . C18 . C19 . 120.2(5) yes
H181 . C18 . C19 . 120.0 no
S1 . C19 . C18 . 119.7(5) yes
S1 . C19 . C20 . 119.2(4) yes
C18 . C19 . C20 . 121.1(5) yes
C19 . C20 . H201 . 120.8 no
C19 . C20 . C21 . 118.7(5) yes
H201 . C20 . C21 . 120.5 no
C16 . C21 . C20 . 120.5(6) yes
C16 . C21 . H211 . 119.7 no
C20 . C21 . H211 . 119.7 no
S1 . C22 . H221 . 108.9 no
S1 . C22 . H222 . 109.9 no
H221 . C22 . H222 . 109.4 no
S1 . C22 . H223 . 109.5 no
H221 . C22 . H223 . 109.7 no
H222 . C22 . H223 . 109.5 no
Ir1 . N4 . C23 . 124.6(4) yes
Ir1 . N4 . C27 . 116.1(3) yes
C23 . N4 . C27 . 119.3(5) yes
O3 . S2 . O4 . 118.2(4) yes
O3 . S2 . C31 . 108.0(3) yes
O4 . S2 . C31 . 107.1(3) yes
O3 . S2 . C34 . 109.1(3) yes
O4 . S2 . C34 . 107.9(4) yes
C31 . S2 . C34 . 105.8(3) yes
N4 . C23 . H231 . 118.2 no
N4 . C23 . C24 . 123.0(6) yes
H231 . C23 . C24 . 118.8 no
C23 . C24 . H241 . 120.9 no
C23 . C24 . C25 . 118.2(6) yes
H241 . C24 . C25 . 120.9 no
C24 . C25 . H251 . 120.3 no
C24 . C25 . C26 . 119.7(6) yes
H251 . C25 . C26 . 120.0 no
C25 . C26 . H261 . 120.3 no
C25 . C26 . C27 . 119.2(6) yes
H261 . C26 . C27 . 120.5 no
C26 . C27 . N4 . 120.6(5) yes
C26 . C27 . C28 . 125.6(5) yes
N4 . C27 . C28 . 113.8(5) yes
C27 . C28 . C29 . 115.2(5) yes
C27 . C28 . C33 . 122.6(5) yes
C29 . C28 . C33 . 122.2(5) yes
C28 . C29 . Ir1 . 114.3(4) yes
C28 . C29 . C30 . 116.9(5) yes
Ir1 . C29 . C30 . 128.8(4) yes
C29 . C30 . H301 . 119.4 no
C29 . C30 . C31 . 120.9(5) yes
H301 . C30 . C31 . 119.7 no
S2 . C31 . C30 . 119.5(4) yes
S2 . C31 . C32 . 119.2(4) yes
C30 . C31 . C32 . 121.3(5) yes
C31 . C32 . H321 . 120.3 no
C31 . C32 . C33 . 119.1(5) yes
H321 . C32 . C33 . 120.6 no
C28 . C33 . C32 . 119.6(6) yes
C28 . C33 . H331 . 120.0 no
C32 . C33 . H331 . 120.4 no
S2 . C34 . H341 . 109.0 no
S2 . C34 . H342 . 109.0 no
H341 . C34 . H342 . 108.9 no
S2 . C34 . H343 . 109.5 no
H341 . C34 . H343 . 109.5 no
H342 . C34 . H343 . 111.0 no
F10 . P1 . F11 . 90.2(3) yes
F10 . P1 . F12 . 89.8(3) yes
F11 . P1 . F12 . 89.5(3) yes
F10 . P1 . F13 . 89.1(3) yes
F11 . P1 . F13 . 179.2(3) yes
F12 . P1 . F13 . 90.1(3) yes
F10 . P1 . F14 . 89.4(3) yes
F11 . P1 . F14 . 89.9(3) yes
F12 . P1 . F14 . 179.0(3) yes
F13 . P1 . F14 . 90.4(3) yes
F10 . P1 . F15 . 178.3(3) yes
F11 . P1 . F15 . 91.5(3) yes
F12 . P1 . F15 . 89.8(3) yes
F13 . P1 . F15 . 89.2(3) yes
F14 . P1 . F15 . 91.0(3) yes
Cl1 . C41 . Cl2 . 110.09(10) yes
Cl1 . C41 . H411 . 109.6 no
Cl2 . C41 . H411 . 110.4 no
Cl1 . C41 . H412 . 107.9 no
Cl2 . C41 . H412 . 109.1 no
H411 . C41 . H412 . 109.8 no
C41 . Cl2 . Cl104 . 158.6(7) yes
Cl101 . C141 . Cl102 . 110.06(10) yes
Cl101 . C141 . H1411 . 108.4 no
Cl102 . C141 . H1411 . 108.5 no
Cl101 . C141 . H1412 . 109.9 no
Cl102 . C141 . H1412 . 110.4 no
H1411 . C141 . H1412 . 109.5 no
Cl3 . C42 . Cl4 . 110.06(10) yes
Cl3 . C42 . H421 . 108.1 no
Cl4 . C42 . H421 . 108.2 no
Cl3 . C42 . H422 . 109.8 no
Cl4 . C42 . H422 . 110.3 no
H421 . C42 . H422 . 110.3 no
Cl103 . C142 . Cl104 . 110.03(10) yes
Cl103 . C142 . H1421 . 109.2 no
Cl104 . C142 . H1421 . 109.3 no
Cl103 . C142 . H1422 . 109.2 no
Cl104 . C142 . H1422 . 109.6 no
H1421 . C142 . H1422 . 109.6 no
C142 . Cl104 . Cl2 . 133.0(20) yes
Cl5 . C43 . Cl6 . 109.97(10) yes
Cl5 . C43 . H431 . 110.3 no
Cl6 . C43 . H431 . 108.9 no
Cl5 . C43 . H432 . 110.0 no
Cl6 . C43 . H432 . 109.3 no
H431 . C43 . H432 . 108.3 no
C43 . Cl5 . Cl5 2_655 167.7(7) yes
Cl7 . C44 . Cl8 . 110.08(10) yes
Cl7 . C44 . H441 . 109.3 no
Cl8 . C44 . H441 . 109.0 no
Cl7 . C44 . H442 . 109.2 no
Cl8 . C44 . H442 . 109.2 no
H441 . C44 . H442 . 110.1 no
Cl107 . C144 . Cl108 . 110.02(10) yes
Cl107 . C144 . H4311 . 109.0 no
Cl108 . C144 . H4311 . 109.9 no
Cl107 . C144 . H1441 . 110.1 no
Cl108 . C144 . H1441 . 109.3 no
H4311 . C144 . H1441 . 108.5 no
C43 . H431 . H4311 . 130.8 no
H431 . H4311 . C144 . 162.6 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C43 . H431 . C144 . 121.4(10) 0.958 1.549 2.205(12) yes
C43 . H432 . O4 4_455 164.08(19) 0.963 2.531 3.466(12) yes
C144 . H4311 . C43 . 133.6(13) 0.968 1.422 2.205(12) yes


####################################################################### 
# 
# 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_CE140_123K
_database_code_depnum_ccdc_archive 'CCDC 1421914'
_audit_update_record             
;
2015-09-02 deposited with the CCDC.
2016-04-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT220_CE140_123K          
;
PROBLEM: Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        6.2 Ratio
RESPONSE: this C atom is methyl group, such vibrational mode is not unexpected
;
_vrf_PLAT417_CE140_123K          
;
PROBLEM: Short Inter D-H..H-D       H15    ..  H40     ..       2.03 Ang.
RESPONSE: H40 is part of a not fully occupied water molecule and has been placed geometrically
;
_vrf_PLAT420_CE140_123K          
;
PROBLEM: D-H Without Acceptor       *O4     -  *H40    ..     Please Check
RESPONSE: H40 is part of a not fully occupied water molecule and has been placed geometrically
;

# Added during the CSD deposition process: Wednesday 2nd of September 2015 09:13:01 AM
# end Validation Reply Form

_audit_creation_date             2014-05-05
_audit_creation_method           CRYSTALS_ver_14.52

_oxford_structure_analysis_title 'ce140_123ka in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?
_chemical_compound_source        'C. Ertl'
#end of refcif 
_cell_length_a                   20.6753(13)
_cell_length_b                   20.9141(13)
_cell_length_c                   18.3265(12)
_cell_angle_alpha                90
_cell_angle_beta                 104.473(2)
_cell_angle_gamma                90
_cell_volume                     7673.0(5)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -4.7710 6.5667 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C50 H62.50 F7.50 Ir1.25 N25 O15 P1.25 S2.50 
# Dc =      1.52 Fooo =   3980.00 Mu =     58.61 M =   1755.35
# Found Formula = C68 H67 F12 Ir2 N8 O13.50 P2 S4 
# Dc =      1.74 FOOO =   3980.00 Mu =     88.65 M =   2014.95

_chemical_formula_sum            'C68 H67 F12 Ir2 N8 O13.50 P2 S4'
_chemical_formula_moiety         'C68 H67 F12 Ir2 N8 O13.50 P2 S4'
_chemical_formula_weight         2014.95


_cell_measurement_reflns_used    9681
_cell_measurement_theta_min      3
_cell_measurement_theta_max      68
_cell_measurement_temperature    123

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.070
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_max          0.120

_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3980
_exptl_absorpt_coefficient_mu    8.865

# Sheldrick geometric approximatio 0.45 0.54 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.39
_exptl_absorpt_correction_T_max  0.54
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            105992
_reflns_number_total             13988
_diffrn_reflns_av_R_equivalents  0.041
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 13988 
# Theoretical number of reflections is about 28115 


_diffrn_reflns_theta_min         3.266
_diffrn_reflns_theta_max         68.264
_diffrn_measured_fraction_theta_max 0.995

_diffrn_reflns_theta_full        68.264
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_reflns_limit_h_min              -24
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              25
_reflns_limit_l_min              0
_reflns_limit_l_max              21

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -2.02
_refine_diff_density_max         3.30


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         13925
_refine_ls_number_restraints     1056
_refine_ls_number_parameters     959
_oxford_refine_ls_R_factor_ref   0.0458
_refine_ls_wR_factor_ref         0.1143
_refine_ls_goodness_of_fit_ref   0.9557
_refine_ls_shift/su_max          0.0030701
_refine_ls_shift/su_mean         0.0000842


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        13926
_refine_ls_R_factor_all          0.0458
_refine_ls_wR_factor_all         0.1143

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                12732
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_gt          0.1120

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 5.44 8.13 3.86 1.05 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ir1 Ir 0.373390(9) 0.309820(8) 0.260339(10) 0.0182 1.0000 Uani . U . . . .
Ir2 Ir 0.830261(9) 0.308530(9) 0.951703(10) 0.0212 1.0000 Uani . U . . . .
S1 S 0.12143(7) 0.43019(10) 0.00732(9) 0.0584 1.0000 Uani . U . . . .
S2 S 0.45391(6) 0.60843(5) 0.34934(7) 0.0288 1.0000 Uani . U . . . .
S3 S 0.89997(7) 0.48719(8) 0.68635(8) 0.0454 1.0000 Uani . U . . . .
S4 S 0.66438(6) 0.13727(5) 0.66662(6) 0.0269 1.0000 Uani . U . . . .
N2 N 0.46195(18) 0.26966(19) 0.3311(2) 0.0247 1.0000 Uani . U . . . .
N9 N 0.3539(2) 0.20950(18) 0.2532(2) 0.0275 1.0000 Uani . U . . . .
N14 N 0.40212(19) 0.30360(16) 0.1616(2) 0.0221 1.0000 Uani . U . . . .
C21 C 0.2901(2) 0.3422(2) 0.1892(2) 0.0234 1.0000 Uani . U . . . .
N29 N 0.33796(18) 0.32615(18) 0.3533(2) 0.0228 1.0000 Uani . U . . . .
C32 C 0.3996(2) 0.4019(2) 0.2788(2) 0.0203 1.0000 Uani . U . . . .
N46 N 0.89038(19) 0.2307(2) 0.9505(2) 0.0286 1.0000 Uani . U . . . .
C53 C 0.7733(2) 0.2612(2) 0.8642(2) 0.0234 1.0000 Uani . U . . . .
N62 N 0.88983(19) 0.3495(2) 1.0541(2) 0.0298 1.0000 Uani . U . . . .
N67 N 0.79754(19) 0.25866(19) 1.0376(2) 0.0264 1.0000 Uani . U . . . .
N73 N 0.76681(17) 0.38455(18) 0.9418(2) 0.0233 1.0000 Uani . U . . . .
C80 C 0.8598(2) 0.3595(2) 0.8733(2) 0.0264 1.0000 Uani . U . . . .
O1 O 0.7981(3) 0.5166(2) 0.1663(3) 0.0677 1.0000 Uani . . . . . .
O2 O 0.2355(3) 0.1462(3) 0.3734(3) 0.0804 1.0000 Uani . . . . . .
O3 O 0.1092(3) 0.4905(3) 0.6919(4) 0.0834 1.0000 Uani . . . . . .
C9 C 0.8610(5) 0.4483(6) 0.6016(4) 0.1157 1.0000 Uani . U . . . .
C13 C 0.0806(5) 0.3668(6) -0.0440(6) 0.1246 1.0000 Uani . U . . . .
O27 O 0.1528(3) 0.4700(4) -0.0390(3) 0.1011 1.0000 Uani . U . . . .
O28 O 0.0770(2) 0.4628(3) 0.0418(3) 0.0680 1.0000 Uani . U . . . .
O38 O 0.4068(2) 0.63419(19) 0.3869(3) 0.0543 1.0000 Uani . U . . . .
O39 O 0.4647(2) 0.64312(18) 0.2861(2) 0.0491 1.0000 Uani . U . . . .
C40 C 0.5311(3) 0.5997(3) 0.4160(4) 0.0617 1.0000 Uani . U . . . .
O59 O 0.70858(19) 0.08571(18) 0.6576(2) 0.0401 1.0000 Uani . U . . . .
O60 O 0.63986(18) 0.17845(17) 0.60317(19) 0.0345 1.0000 Uani . U . . . .
C61 C 0.5961(2) 0.1036(2) 0.6938(3) 0.0342 1.0000 Uani . U . . . .
O86 O 0.8697(3) 0.5478(3) 0.6899(4) 0.0963 1.0000 Uani . U . . . .
O87 O 0.9697(2) 0.4871(3) 0.6911(3) 0.0605 1.0000 Uani . U . . . .
C1 C 0.9575(3) 0.3978(4) 1.1923(4) 0.0616 1.0000 Uani . U . . . .
C3 C 0.5130(3) 0.3037(3) 0.3730(3) 0.0346 1.0000 Uani . U . . . .
C4 C 0.5679(3) 0.2747(3) 0.4218(3) 0.0430 1.0000 Uani . U . . . .
C5 C 0.5711(3) 0.2091(3) 0.4249(3) 0.0453 1.0000 Uani . U . . . .
C6 C 0.5192(3) 0.1738(3) 0.3818(3) 0.0379 1.0000 Uani . U . . . .
C7 C 0.4630(3) 0.2049(2) 0.3364(3) 0.0300 1.0000 Uani . U . . . .
C8 C 0.4029(3) 0.1721(2) 0.2943(3) 0.0305 1.0000 Uani . U . . . .
C10 C 0.2976(3) 0.1826(2) 0.2128(3) 0.0359 1.0000 Uani . U . . . .
C11 C 0.2857(3) 0.1173(3) 0.2137(4) 0.0492 1.0000 Uani . U . . . .
C12 C 0.3350(4) 0.0795(3) 0.2578(4) 0.0550 1.0000 Uani . U . . . .
C85 C 0.3939(3) 0.1060(3) 0.2980(3) 0.0438 1.0000 Uani . . . . . .
C15 C 0.4604(2) 0.2788(2) 0.1550(3) 0.0267 1.0000 Uani . U . . . .
C16 C 0.4791(3) 0.2793(2) 0.0875(3) 0.0323 1.0000 Uani . U . . . .
C17 C 0.4356(3) 0.3066(3) 0.0256(3) 0.0374 1.0000 Uani . U . . . .
C18 C 0.3750(3) 0.3303(3) 0.0311(3) 0.0337 1.0000 Uani . U . . . .
C19 C 0.3584(2) 0.3276(2) 0.0998(2) 0.0249 1.0000 Uani . U . . . .
C20 C 0.2949(2) 0.3490(2) 0.1138(2) 0.0255 1.0000 Uani . U . . . .
C22 C 0.2297(2) 0.3615(2) 0.2048(3) 0.0289 1.0000 Uani . U . . . .
C23 C 0.1773(2) 0.3864(3) 0.1496(3) 0.0360 1.0000 Uani . U . . . .
C24 C 0.1852(3) 0.3928(3) 0.0766(3) 0.0385 1.0000 Uani . U . . . .
C25 C 0.2423(2) 0.3739(2) 0.0572(3) 0.0329 1.0000 Uani . U . . . .
C30 C 0.3444(2) 0.3868(2) 0.3805(2) 0.0247 1.0000 Uani . U . . . .
C31 C 0.3800(2) 0.4302(2) 0.3404(2) 0.0243 1.0000 Uani . U . . . .
C33 C 0.4352(2) 0.4405(2) 0.2396(2) 0.0239 1.0000 Uani . U . . . .
C34 C 0.4510(2) 0.5033(2) 0.2606(3) 0.0253 1.0000 Uani . U . . . .
C35 C 0.4309(2) 0.5292(2) 0.3211(3) 0.0260 1.0000 Uani . U . . . .
C36 C 0.3954(2) 0.4932(2) 0.3610(3) 0.0283 1.0000 Uani . U . . . .
C41 C 0.3180(3) 0.4038(2) 0.4401(3) 0.0361 1.0000 Uani . U . . . .
C42 C 0.2852(3) 0.3585(3) 0.4732(3) 0.0411 1.0000 Uani . U . . . .
C43 C 0.2795(3) 0.2970(2) 0.4450(3) 0.0362 1.0000 Uani . U . . . .
C44 C 0.3062(2) 0.2821(2) 0.3856(3) 0.0283 1.0000 Uani . U . . . .
C47 C 0.9494(3) 0.2198(3) 0.9993(3) 0.0443 1.0000 Uani . U . . . .
C48 C 0.9851(3) 0.1637(4) 0.9981(4) 0.0611 1.0000 Uani . U . . . .
C49 C 0.9605(3) 0.1191(3) 0.9435(4) 0.0592 1.0000 Uani . U . . . .
C50 C 0.8995(3) 0.1292(3) 0.8934(3) 0.0424 1.0000 Uani . U . . . .
C51 C 0.8652(2) 0.1857(2) 0.8965(3) 0.0293 1.0000 Uani . U . . . .
C52 C 0.7999(2) 0.2024(2) 0.8475(2) 0.0241 1.0000 Uani . U . . . .
C54 C 0.7100(2) 0.2792(2) 0.8185(2) 0.0228 1.0000 Uani . U . . . .
C55 C 0.6769(2) 0.2413(2) 0.7583(2) 0.0246 1.0000 Uani . U . . . .
C56 C 0.7059(2) 0.1841(2) 0.7440(3) 0.0247 1.0000 Uani . U . . . .
C57 C 0.7668(2) 0.1640(2) 0.7877(2) 0.0237 1.0000 Uani . U . . . .
C63 C 0.9318(2) 0.3987(3) 1.0582(3) 0.0373 1.0000 Uani . U . . . .
C64 C 0.9672(3) 0.4241(3) 1.1260(3) 0.0495 1.0000 Uani . U . . . .
C65 C 0.8803(3) 0.3231(3) 1.1185(3) 0.0338 1.0000 Uani . U . . . .
C66 C 0.8324(2) 0.2705(2) 1.1099(3) 0.0305 1.0000 Uani . U . . . .
C68 C 0.7505(2) 0.2126(2) 1.0248(3) 0.0309 1.0000 Uani . U . . . .
C69 C 0.7354(3) 0.1779(3) 1.0834(3) 0.0379 1.0000 Uani . U . . . .
C70 C 0.7719(3) 0.1887(3) 1.1562(3) 0.0438 1.0000 Uani . U . . . .
C71 C 0.8208(3) 0.2352(3) 1.1690(3) 0.0404 1.0000 Uani . U . . . .
C72 C 0.9141(3) 0.3476(3) 1.1880(3) 0.0508 1.0000 Uani . U . . . .
C74 C 0.7244(2) 0.3933(2) 0.9857(3) 0.0267 1.0000 Uani . U . . . .
C75 C 0.6788(2) 0.4426(2) 0.9740(3) 0.0303 1.0000 Uani . U . . . .
C76 C 0.6763(2) 0.4833(2) 0.9145(3) 0.0342 1.0000 Uani . U . . . .
C77 C 0.7204(2) 0.4758(2) 0.8697(3) 0.0320 1.0000 Uani . U . . . .
C78 C 0.7669(2) 0.4269(2) 0.8850(3) 0.0274 1.0000 Uani . U . . . .
C79 C 0.8196(2) 0.4136(2) 0.8463(3) 0.0295 1.0000 Uani . U . . . .
C81 C 0.9126(2) 0.3469(3) 0.8390(3) 0.0331 1.0000 Uani . U . . . .
C82 C 0.9249(2) 0.3859(3) 0.7829(3) 0.0362 1.0000 Uani . U . . . .
C83 C 0.8842(3) 0.4384(3) 0.7579(3) 0.0369 1.0000 Uani . U . . . .
C84 C 0.8307(2) 0.4528(3) 0.7888(3) 0.0334 1.0000 Uani . U . . . .
P10 P 0.92248(17) 0.78065(16) 0.7767(2) 0.0801(9) 0.5000 Uiso G U . . . .
P88 P 0.5000 0.5000 0.0000 0.0239 1.0000 Uani S U . . . .
P92 P 0.31414(11) 0.54689(7) 0.59016(9) 0.0567 1.0000 Uani . U . . . .
F14 F 0.9562(3) 0.7543(3) 0.7110(3) 0.0902(15) 0.5000 Uiso G U . . . .
F17 F 0.8888(3) 0.8070(3) 0.8425(3) 0.0955(15) 0.5000 Uiso G U . . . .
F18 F 0.9117(3) 0.8504(2) 0.7374(3) 0.0922(15) 0.5000 Uiso G U . . . .
F19 F 0.9955(2) 0.8018(3) 0.8277(3) 0.0902(15) 0.5000 Uiso G U . . . .
F20 F 0.8494(2) 0.7595(3) 0.7257(3) 0.0892(15) 0.5000 Uiso G U . . . .
F33 F 0.9332(3) 0.7109(2) 0.8160(3) 0.0935(15) 0.5000 Uiso G U . . . .
F89 F 0.48379(14) 0.50020(14) 0.08124(15) 0.0355 1.0000 Uani . U . . . .
F90 F 0.46948(14) 0.57048(13) -0.01555(16) 0.0348 1.0000 Uani . U . . . .
F91 F 0.42810(14) 0.47011(14) -0.03664(17) 0.0374 1.0000 Uani . U . . . .
F93 F 0.28487(19) 0.54248(15) 0.66201(17) 0.0477 1.0000 Uani . U . . . .
F94 F 0.2885(5) 0.4760(2) 0.5691(3) 0.1494 1.0000 Uani . U . . . .
F95 F 0.3831(3) 0.5201(3) 0.6384(4) 0.1208 1.0000 Uani . U . . . .
F96 F 0.33931(19) 0.61736(16) 0.6105(2) 0.0523 1.0000 Uani . U . . . .
F97 F 0.3419(4) 0.5505(2) 0.5166(3) 0.1128 1.0000 Uani . U . . . .
F98 F 0.2442(3) 0.5753(3) 0.5443(2) 0.1000 1.0000 Uani . U . . . .
O15 O 0.1625(7) 0.3160(6) 0.5504(8) 0.196(5) 1.0000 Uiso . . . . . .
O16 O 0.1395(5) 0.4499(5) 0.5611(6) 0.152(3) 1.0000 Uiso . . . . . .
O4 O 0.1068(9) 0.3370(9) 0.3938(10) 0.129(5) 0.5000 Uiso . . . . . .
H11 H 0.9806 0.4146 1.2398 0.0739 1.0000 Uiso R . . . . .
H31 H 0.5118 0.3490 0.3692 0.0416 1.0000 Uiso R . . . . .
H41 H 0.6024 0.2999 0.4524 0.0516 1.0000 Uiso R . . . . .
H51 H 0.6087 0.1883 0.4565 0.0543 1.0000 Uiso R . . . . .
H61 H 0.5213 0.1284 0.3826 0.0454 1.0000 Uiso R . . . . .
H101 H 0.2643 0.2092 0.1823 0.0430 1.0000 Uiso R . . . . .
H111 H 0.2451 0.0993 0.1850 0.0591 1.0000 Uiso R . . . . .
H121 H 0.3281 0.0348 0.2604 0.0661 1.0000 Uiso R . . . . .
H131 H 0.1096 0.3442 -0.0676 0.1522 1.0000 Uiso R . . . . .
H132 H 0.0431 0.3819 -0.0812 0.1522 1.0000 Uiso R . . . . .
H133 H 0.0660 0.3391 -0.0103 0.1522 1.0000 Uiso R . . . . .
H151 H 0.4897 0.2603 0.1982 0.0321 1.0000 Uiso R . . . . .
H161 H 0.5205 0.2615 0.0840 0.0388 1.0000 Uiso R . . . . .
H171 H 0.4477 0.3090 -0.0211 0.0449 1.0000 Uiso R . . . . .
H181 H 0.3447 0.3483 -0.0117 0.0404 1.0000 Uiso R . . . . .
H221 H 0.2247 0.3573 0.2547 0.0347 1.0000 Uiso R . . . . .
H231 H 0.1368 0.3988 0.1612 0.0431 1.0000 Uiso R . . . . .
H251 H 0.2461 0.3775 0.0068 0.0396 1.0000 Uiso R . . . . .
H331 H 0.4487 0.4232 0.1978 0.0287 1.0000 Uiso R . . . . .
H341 H 0.4754 0.5286 0.2337 0.0303 1.0000 Uiso R . . . . .
H361 H 0.3817 0.5115 0.4022 0.0340 1.0000 Uiso R . . . . .
H401 H 0.5248 0.5767 0.4584 0.0741 1.0000 Uiso R . . . . .
H402 H 0.5490 0.6407 0.4317 0.0741 1.0000 Uiso R . . . . .
H403 H 0.5612 0.5769 0.3940 0.0741 1.0000 Uiso R . . . . .
H91 H 0.8141 0.4474 0.5962 0.1387 1.0000 Uiso R . . . . .
H92 H 0.8703 0.4709 0.5604 0.1387 1.0000 Uiso R . . . . .
H93 H 0.8774 0.4059 0.6024 0.1387 1.0000 Uiso R . . . . .
H611 H 0.6120 0.0762 0.7359 0.0411 1.0000 Uiso R . . . . .
H612 H 0.5698 0.1367 0.7072 0.0411 1.0000 Uiso R . . . . .
H613 H 0.5697 0.0796 0.6531 0.0411 1.0000 Uiso R . . . . .
H411 H 0.3224 0.4465 0.4584 0.0434 1.0000 Uiso R . . . . .
H421 H 0.2670 0.3696 0.5143 0.0494 1.0000 Uiso R . . . . .
H431 H 0.2574 0.2651 0.4667 0.0433 1.0000 Uiso R . . . . .
H441 H 0.3021 0.2397 0.3666 0.0340 1.0000 Uiso R . . . . .
H471 H 0.9674 0.2514 1.0359 0.0531 1.0000 Uiso R . . . . .
H481 H 1.0260 0.1565 1.0346 0.0733 1.0000 Uiso R . . . . .
H491 H 0.9852 0.0813 0.9403 0.0707 1.0000 Uiso R . . . . .
H501 H 0.8810 0.0977 0.8568 0.0509 1.0000 Uiso R . . . . .
H541 H 0.6899 0.3177 0.8291 0.0273 1.0000 Uiso R . . . . .
H551 H 0.6350 0.2543 0.7273 0.0296 1.0000 Uiso R . . . . .
H571 H 0.7858 0.1248 0.7772 0.0284 1.0000 Uiso R . . . . .
H631 H 0.9375 0.4169 1.0128 0.0447 1.0000 Uiso R . . . . .
H641 H 0.9974 0.4585 1.1274 0.0594 1.0000 Uiso R . . . . .
H681 H 0.7269 0.2034 0.9744 0.0370 1.0000 Uiso R . . . . .
H691 H 0.7004 0.1472 1.0733 0.0455 1.0000 Uiso R . . . . .
H701 H 0.7635 0.1646 1.1968 0.0526 1.0000 Uiso R . . . . .
H711 H 0.8467 0.2429 1.2188 0.0485 1.0000 Uiso R . . . . .
H721 H 0.9072 0.3293 1.2329 0.0610 1.0000 Uiso R . . . . .
H741 H 0.7259 0.3645 1.0262 0.0320 1.0000 Uiso R . . . . .
H751 H 0.6497 0.4483 1.0063 0.0362 1.0000 Uiso R . . . . .
H761 H 0.6441 0.5167 0.9042 0.0410 1.0000 Uiso R . . . . .
H771 H 0.7189 0.5040 0.8286 0.0383 1.0000 Uiso R . . . . .
H811 H 0.9404 0.3108 0.8549 0.0397 1.0000 Uiso R . . . . .
H821 H 0.9612 0.3767 0.7614 0.0435 1.0000 Uiso R . . . . .
H841 H 0.8025 0.4883 0.7712 0.0400 1.0000 Uiso R . . . . .
H851 H 0.4280 0.0799 0.3278 0.0525 1.0000 Uiso R . . . . .
H300 H 0.0906 0.4582 0.7119 0.1000 1.0000 Uiso R . . . . .
H301 H 0.1469 0.5032 0.7251 0.1000 1.0000 Uiso R . . . . .
H1 H 0.7776 0.4951 0.1242 0.0812 1.0000 Uiso R . . . . .
H2 H 0.8411 0.5233 0.1664 0.0812 1.0000 Uiso R . . . . .
H150 H 0.1552 0.3582 0.5538 0.2357 1.0000 Uiso R . . . . .
H15 H 0.1448 0.3227 0.5009 0.2357 1.0000 Uiso R . . . . .
H160 H 0.1296 0.4632 0.6038 0.1819 1.0000 Uiso R . . . . .
H16 H 0.1828 0.4575 0.5634 0.1819 1.0000 Uiso R . . . . .
H40 H 0.1306 0.3017 0.3900 0.1542 0.5000 Uiso R . . . . .
H4 H 0.1374 0.3674 0.3931 0.1542 0.5000 Uiso R . . . . .
H20 H 0.2249 0.1052 0.3609 0.0963 1.0000 Uiso R . . . . .
H21 H 0.2095 0.1750 0.3431 0.0963 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.041120(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 . N2 . 2.134(4) yes
Ir1 . N9 . 2.134(4) yes
Ir1 . N14 . 2.045(4) yes
Ir1 . C21 . 2.000(4) yes
Ir1 . N29 . 2.045(4) yes
Ir1 . C32 . 2.006(4) yes
Ir2 . N46 . 2.052(4) yes
Ir2 . C53 . 1.999(4) yes
Ir2 . N62 . 2.149(4) yes
Ir2 . N67 . 2.135(4) yes
Ir2 . N73 . 2.040(4) yes
Ir2 . C80 . 2.003(5) yes
S1 . C13 . 1.719(10) yes
S1 . O27 . 1.454(6) yes
S1 . O28 . 1.415(5) yes
S1 . C24 . 1.768(5) yes
S2 . O38 . 1.431(4) yes
S2 . O39 . 1.431(4) yes
S2 . C40 . 1.761(6) yes
S2 . C35 . 1.766(5) yes
S3 . C9 . 1.760(7) yes
S3 . O86 . 1.422(6) yes
S3 . O87 . 1.423(5) yes
S3 . C83 . 1.755(5) yes
S4 . O59 . 1.449(4) yes
S4 . O60 . 1.434(4) yes
S4 . C61 . 1.757(5) yes
S4 . C56 . 1.761(4) yes
N2 . C3 . 1.344(7) yes
N2 . C7 . 1.357(6) yes
N9 . C8 . 1.351(6) yes
N9 . C10 . 1.339(7) yes
N14 . C15 . 1.344(6) yes
N14 . C19 . 1.357(6) yes
C21 . C20 . 1.418(6) yes
C21 . C22 . 1.408(6) yes
N29 . C30 . 1.356(6) yes
N29 . C44 . 1.350(6) yes
C32 . C31 . 1.420(6) yes
C32 . C33 . 1.406(6) yes
N46 . C47 . 1.339(6) yes
N46 . C51 . 1.370(6) yes
C53 . C52 . 1.410(6) yes
C53 . C54 . 1.416(6) yes
N62 . C63 . 1.334(7) yes
N62 . C65 . 1.360(7) yes
N67 . C66 . 1.363(6) yes
N67 . C68 . 1.348(6) yes
N73 . C74 . 1.342(6) yes
N73 . C78 . 1.369(6) yes
C80 . C79 . 1.416(7) yes
C80 . C81 . 1.416(7) yes
O1 . H1 . 0.900 no
O1 . H2 . 0.900 no
O2 . H20 . 0.900 no
O2 . H21 . 0.900 no
O3 . H300 . 0.900 no
O3 . H301 . 0.900 no
C9 . H91 . 0.950 no
C9 . H92 . 0.950 no
C9 . H93 . 0.950 no
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C13 . H133 . 0.950 no
C40 . H401 . 0.950 no
C40 . H402 . 0.950 no
C40 . H403 . 0.950 no
C61 . H611 . 0.950 no
C61 . H612 . 0.950 no
C61 . H613 . 0.950 no
C1 . C64 . 1.392(10) yes
C1 . C72 . 1.372(10) yes
C1 . H11 . 0.950 no
C3 . C4 . 1.396(7) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.375(9) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.378(9) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.408(7) yes
C6 . H61 . 0.950 no
C7 . C8 . 1.460(8) yes
C8 . C85 . 1.398(7) yes
C10 . C11 . 1.388(7) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.381(10) yes
C11 . H111 . 0.950 no
C12 . C85 . 1.373(9) yes
C12 . H121 . 0.950 no
C85 . H851 . 0.950 no
C15 . C16 . 1.386(7) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.384(8) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.376(8) yes
C17 . H171 . 0.950 no
C18 . C19 . 1.386(6) yes
C18 . H181 . 0.950 no
C19 . C20 . 1.468(6) yes
C20 . C25 . 1.402(6) yes
C22 . C23 . 1.386(7) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.394(8) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.374(7) yes
C25 . H251 . 0.950 no
C30 . C31 . 1.476(6) yes
C30 . C41 . 1.383(6) yes
C31 . C36 . 1.385(6) yes
C33 . C34 . 1.384(6) yes
C33 . H331 . 0.950 no
C34 . C35 . 1.387(7) yes
C34 . H341 . 0.950 no
C35 . C36 . 1.381(7) yes
C36 . H361 . 0.950 no
C41 . C42 . 1.391(7) yes
C41 . H411 . 0.950 no
C42 . C43 . 1.379(7) yes
C42 . H421 . 0.950 no
C43 . C44 . 1.374(7) yes
C43 . H431 . 0.950 no
C44 . H441 . 0.950 no
C47 . C48 . 1.388(9) yes
C47 . H471 . 0.950 no
C48 . C49 . 1.370(9) yes
C48 . H481 . 0.950 no
C49 . C50 . 1.379(8) yes
C49 . H491 . 0.950 no
C50 . C51 . 1.386(7) yes
C50 . H501 . 0.950 no
C51 . C52 . 1.465(6) yes
C52 . C57 . 1.393(6) yes
C54 . C55 . 1.390(6) yes
C54 . H541 . 0.950 no
C55 . C56 . 1.392(6) yes
C55 . H551 . 0.950 no
C56 . C57 . 1.377(6) yes
C57 . H571 . 0.950 no
C63 . C64 . 1.381(7) yes
C63 . H631 . 0.950 no
C64 . H641 . 0.950 no
C65 . C66 . 1.463(8) yes
C65 . C72 . 1.389(7) yes
C66 . C71 . 1.381(7) yes
C68 . C69 . 1.395(7) yes
C68 . H681 . 0.950 no
C69 . C70 . 1.377(9) yes
C69 . H691 . 0.950 no
C70 . C71 . 1.379(9) yes
C70 . H701 . 0.950 no
C71 . H711 . 0.950 no
C72 . H721 . 0.950 no
C74 . C75 . 1.377(7) yes
C74 . H741 . 0.950 no
C75 . C76 . 1.375(7) yes
C75 . H751 . 0.950 no
C76 . C77 . 1.382(7) yes
C76 . H761 . 0.950 no
C77 . C78 . 1.382(7) yes
C77 . H771 . 0.950 no
C78 . C79 . 1.468(7) yes
C79 . C84 . 1.399(7) yes
C81 . C82 . 1.383(7) yes
C81 . H811 . 0.950 no
C82 . C83 . 1.389(8) yes
C82 . H821 . 0.950 no
C83 . C84 . 1.397(7) yes
C84 . H841 . 0.950 no
P10 . F14 . 1.63115(7) yes
P10 . F17 . 1.63114(7) yes
P10 . F18 . 1.61733(8) yes
P10 . F19 . 1.62589(8) yes
P10 . F20 . 1.62587(8) yes
P10 . F33 . 1.61733(8) yes
P88 . F89 2_665 1.606(3) yes
P88 . F90 2_665 1.601(3) yes
P88 . F91 2_665 1.598(3) yes
P88 . F89 . 1.606(3) yes
P88 . F90 . 1.601(3) yes
P88 . F91 . 1.598(3) yes
P92 . F93 . 1.583(3) yes
P92 . F94 . 1.590(4) yes
P92 . F95 . 1.581(6) yes
P92 . F96 . 1.576(4) yes
P92 . F97 . 1.594(4) yes
P92 . F98 . 1.595(6) yes
O15 . H150 . 0.900 no
O15 . H15 . 0.900 no
O16 . H160 . 0.900 no
O16 . H16 . 0.900 no
O4 . H40 . 0.900 no
O4 . H4 . 0.900 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 . Ir1 . N9 . 76.72(16) yes
N2 . Ir1 . N14 . 96.79(14) yes
N9 . Ir1 . N14 . 88.57(14) yes
N2 . Ir1 . C21 . 175.99(16) yes
N9 . Ir1 . C21 . 100.05(17) yes
N14 . Ir1 . C21 . 80.67(16) yes
N2 . Ir1 . N29 . 89.47(14) yes
N9 . Ir1 . N29 . 96.56(15) yes
N14 . Ir1 . N29 . 172.70(14) yes
C21 . Ir1 . N29 . 93.28(17) yes
N2 . Ir1 . C32 . 96.93(16) yes
N9 . Ir1 . C32 . 173.13(16) yes
N14 . Ir1 . C32 . 94.85(15) yes
C21 . Ir1 . C32 . 86.41(17) yes
N29 . Ir1 . C32 . 80.61(16) yes
N46 . Ir2 . C53 . 80.52(17) yes
N46 . Ir2 . N62 . 96.29(15) yes
C53 . Ir2 . N62 . 172.94(17) yes
N46 . Ir2 . N67 . 85.69(15) yes
C53 . Ir2 . N67 . 96.77(16) yes
N62 . Ir2 . N67 . 76.64(15) yes
N46 . Ir2 . N73 . 174.38(14) yes
C53 . Ir2 . N73 . 94.48(16) yes
N62 . Ir2 . N73 . 88.96(15) yes
N67 . Ir2 . N73 . 97.51(14) yes
N46 . Ir2 . C80 . 96.94(18) yes
C53 . Ir2 . C80 . 84.97(17) yes
N62 . Ir2 . C80 . 101.72(17) yes
N67 . Ir2 . C80 . 177.07(17) yes
N73 . Ir2 . C80 . 79.98(17) yes
C13 . S1 . O27 . 110.6(6) yes
C13 . S1 . O28 . 109.3(5) yes
O27 . S1 . O28 . 114.8(4) yes
C13 . S1 . C24 . 103.2(4) yes
O27 . S1 . C24 . 108.1(3) yes
O28 . S1 . C24 . 110.1(3) yes
O38 . S2 . O39 . 117.5(3) yes
O38 . S2 . C40 . 108.3(3) yes
O39 . S2 . C40 . 108.5(3) yes
O38 . S2 . C35 . 109.2(2) yes
O39 . S2 . C35 . 108.9(2) yes
C40 . S2 . C35 . 103.7(3) yes
C9 . S3 . O86 . 110.0(6) yes
C9 . S3 . O87 . 106.7(5) yes
O86 . S3 . O87 . 116.7(4) yes
C9 . S3 . C83 . 105.2(3) yes
O86 . S3 . C83 . 108.5(3) yes
O87 . S3 . C83 . 109.2(3) yes
O59 . S4 . O60 . 117.4(2) yes
O59 . S4 . C61 . 107.9(2) yes
O60 . S4 . C61 . 109.0(2) yes
O59 . S4 . C56 . 108.1(2) yes
O60 . S4 . C56 . 108.7(2) yes
C61 . S4 . C56 . 105.0(2) yes
Ir1 . N2 . C3 . 124.8(3) yes
Ir1 . N2 . C7 . 115.6(3) yes
C3 . N2 . C7 . 119.4(4) yes
Ir1 . N9 . C8 . 115.6(3) yes
Ir1 . N9 . C10 . 124.9(3) yes
C8 . N9 . C10 . 119.5(4) yes
Ir1 . N14 . C15 . 124.6(3) yes
Ir1 . N14 . C19 . 115.8(3) yes
C15 . N14 . C19 . 119.6(4) yes
Ir1 . C21 . C20 . 114.2(3) yes
Ir1 . C21 . C22 . 128.9(3) yes
C20 . C21 . C22 . 116.8(4) yes
Ir1 . N29 . C30 . 116.1(3) yes
Ir1 . N29 . C44 . 124.5(3) yes
C30 . N29 . C44 . 119.4(4) yes
Ir1 . C32 . C31 . 114.6(3) yes
Ir1 . C32 . C33 . 128.3(3) yes
C31 . C32 . C33 . 117.1(4) yes
Ir2 . N46 . C47 . 125.5(4) yes
Ir2 . N46 . C51 . 115.5(3) yes
C47 . N46 . C51 . 118.9(4) yes
Ir2 . C53 . C52 . 115.0(3) yes
Ir2 . C53 . C54 . 127.9(3) yes
C52 . C53 . C54 . 117.1(4) yes
Ir2 . N62 . C63 . 125.4(3) yes
Ir2 . N62 . C65 . 114.8(3) yes
C63 . N62 . C65 . 119.7(4) yes
Ir2 . N67 . C66 . 116.1(3) yes
Ir2 . N67 . C68 . 124.7(3) yes
C66 . N67 . C68 . 118.8(4) yes
Ir2 . N73 . C74 . 123.7(3) yes
Ir2 . N73 . C78 . 116.7(3) yes
C74 . N73 . C78 . 119.6(4) yes
Ir2 . C80 . C79 . 114.7(3) yes
Ir2 . C80 . C81 . 128.9(4) yes
C79 . C80 . C81 . 116.3(4) yes
H1 . O1 . H2 . 109.5 no
H20 . O2 . H21 . 114.3 no
H300 . O3 . H301 . 109.5 no
S3 . C9 . H91 . 109.4 no
S3 . C9 . H92 . 109.5 no
H91 . C9 . H92 . 109.5 no
S3 . C9 . H93 . 109.5 no
H91 . C9 . H93 . 109.5 no
H92 . C9 . H93 . 109.5 no
S1 . C13 . H131 . 110.7 no
S1 . C13 . H132 . 109.8 no
H131 . C13 . H132 . 109.5 no
S1 . C13 . H133 . 107.9 no
H131 . C13 . H133 . 109.5 no
H132 . C13 . H133 . 109.5 no
S2 . C40 . H401 . 109.5 no
S2 . C40 . H402 . 109.5 no
H401 . C40 . H402 . 109.5 no
S2 . C40 . H403 . 109.5 no
H401 . C40 . H403 . 109.5 no
H402 . C40 . H403 . 109.5 no
S4 . C61 . H611 . 109.5 no
S4 . C61 . H612 . 109.5 no
H611 . C61 . H612 . 109.5 no
S4 . C61 . H613 . 109.5 no
H611 . C61 . H613 . 109.5 no
H612 . C61 . H613 . 109.5 no
C64 . C1 . C72 . 119.2(5) yes
C64 . C1 . H11 . 120.4 no
C72 . C1 . H11 . 120.4 no
N2 . C3 . C4 . 122.1(5) yes
N2 . C3 . H31 . 118.9 no
C4 . C3 . H31 . 118.9 no
C3 . C4 . C5 . 118.9(6) yes
C3 . C4 . H41 . 120.5 no
C5 . C4 . H41 . 120.5 no
C4 . C5 . C6 . 119.3(5) yes
C4 . C5 . H51 . 120.4 no
C6 . C5 . H51 . 120.4 no
C5 . C6 . C7 . 120.0(5) yes
C5 . C6 . H61 . 120.0 no
C7 . C6 . H61 . 120.0 no
C6 . C7 . N2 . 120.0(5) yes
C6 . C7 . C8 . 124.1(5) yes
N2 . C7 . C8 . 115.8(4) yes
C7 . C8 . N9 . 116.3(4) yes
C7 . C8 . C85 . 123.1(5) yes
N9 . C8 . C85 . 120.6(5) yes
N9 . C10 . C11 . 122.6(5) yes
N9 . C10 . H101 . 118.7 no
C11 . C10 . H101 . 118.7 no
C10 . C11 . C12 . 117.6(6) yes
C10 . C11 . H111 . 121.2 no
C12 . C11 . H111 . 121.2 no
C11 . C12 . C85 . 120.6(5) yes
C11 . C12 . H121 . 119.7 no
C85 . C12 . H121 . 119.7 no
C8 . C85 . C12 . 119.0(6) yes
C8 . C85 . H851 . 120.5 no
C12 . C85 . H851 . 120.5 no
N14 . C15 . C16 . 122.2(4) yes
N14 . C15 . H151 . 118.9 no
C16 . C15 . H151 . 118.9 no
C15 . C16 . C17 . 117.8(5) yes
C15 . C16 . H161 . 121.1 no
C17 . C16 . H161 . 121.1 no
C16 . C17 . C18 . 120.3(5) yes
C16 . C17 . H171 . 119.8 no
C18 . C17 . H171 . 119.8 no
C17 . C18 . C19 . 119.3(5) yes
C17 . C18 . H181 . 120.4 no
C19 . C18 . H181 . 120.3 no
C18 . C19 . N14 . 120.6(4) yes
C18 . C19 . C20 . 125.6(4) yes
N14 . C19 . C20 . 113.9(4) yes
C19 . C20 . C21 . 115.1(4) yes
C19 . C20 . C25 . 123.0(4) yes
C21 . C20 . C25 . 121.9(4) yes
C21 . C22 . C23 . 122.1(4) yes
C21 . C22 . H221 . 119.0 no
C23 . C22 . H221 . 119.0 no
C22 . C23 . C24 . 118.6(5) yes
C22 . C23 . H231 . 120.7 no
C24 . C23 . H231 . 120.7 no
S1 . C24 . C23 . 119.1(4) yes
S1 . C24 . C25 . 118.5(4) yes
C23 . C24 . C25 . 122.4(5) yes
C20 . C25 . C24 . 118.3(5) yes
C20 . C25 . H251 . 120.9 no
C24 . C25 . H251 . 120.9 no
N29 . C30 . C31 . 114.1(4) yes
N29 . C30 . C41 . 120.6(4) yes
C31 . C30 . C41 . 125.3(4) yes
C30 . C31 . C32 . 114.5(4) yes
C30 . C31 . C36 . 124.0(4) yes
C32 . C31 . C36 . 121.5(4) yes
C32 . C33 . C34 . 121.3(4) yes
C32 . C33 . H331 . 119.3 no
C34 . C33 . H331 . 119.4 no
C33 . C34 . C35 . 119.7(4) yes
C33 . C34 . H341 . 120.1 no
C35 . C34 . H341 . 120.1 no
S2 . C35 . C34 . 119.2(3) yes
S2 . C35 . C36 . 119.7(4) yes
C34 . C35 . C36 . 121.0(4) yes
C31 . C36 . C35 . 119.3(4) yes
C31 . C36 . H361 . 120.4 no
C35 . C36 . H361 . 120.4 no
C30 . C41 . C42 . 120.1(5) yes
C30 . C41 . H411 . 120.0 no
C42 . C41 . H411 . 120.0 no
C41 . C42 . C43 . 118.4(5) yes
C41 . C42 . H421 . 120.8 no
C43 . C42 . H421 . 120.8 no
C42 . C43 . C44 . 119.7(5) yes
C42 . C43 . H431 . 120.2 no
C44 . C43 . H431 . 120.2 no
C43 . C44 . N29 . 121.9(4) yes
C43 . C44 . H441 . 119.1 no
N29 . C44 . H441 . 119.1 no
N46 . C47 . C48 . 122.2(5) yes
N46 . C47 . H471 . 118.9 no
C48 . C47 . H471 . 118.9 no
C47 . C48 . C49 . 118.9(5) yes
C47 . C48 . H481 . 120.5 no
C49 . C48 . H481 . 120.5 no
C48 . C49 . C50 . 119.5(6) yes
C48 . C49 . H491 . 120.3 no
C50 . C49 . H491 . 120.2 no
C49 . C50 . C51 . 119.7(5) yes
C49 . C50 . H501 . 120.2 no
C51 . C50 . H501 . 120.1 no
C50 . C51 . N46 . 120.6(4) yes
C50 . C51 . C52 . 125.5(4) yes
N46 . C51 . C52 . 113.9(4) yes
C51 . C52 . C53 . 115.1(4) yes
C51 . C52 . C57 . 122.7(4) yes
C53 . C52 . C57 . 122.1(4) yes
C53 . C54 . C55 . 121.1(4) yes
C53 . C54 . H541 . 119.5 no
C55 . C54 . H541 . 119.4 no
C54 . C55 . C56 . 119.3(4) yes
C54 . C55 . H551 . 120.4 no
C56 . C55 . H551 . 120.4 no
S4 . C56 . C55 . 118.9(3) yes
S4 . C56 . C57 . 119.3(3) yes
C55 . C56 . C57 . 121.8(4) yes
C52 . C57 . C56 . 118.6(4) yes
C52 . C57 . H571 . 120.7 no
C56 . C57 . H571 . 120.7 no
N62 . C63 . C64 . 122.6(5) yes
N62 . C63 . H631 . 118.7 no
C64 . C63 . H631 . 118.7 no
C1 . C64 . C63 . 118.2(6) yes
C1 . C64 . H641 . 120.9 no
C63 . C64 . H641 . 120.9 no
N62 . C65 . C66 . 116.9(4) yes
N62 . C65 . C72 . 119.9(5) yes
C66 . C65 . C72 . 123.2(5) yes
C65 . C66 . N67 . 114.9(4) yes
C65 . C66 . C71 . 124.3(5) yes
N67 . C66 . C71 . 120.8(5) yes
N67 . C68 . C69 . 121.9(5) yes
N67 . C68 . H681 . 119.1 no
C69 . C68 . H681 . 119.1 no
C68 . C69 . C70 . 119.1(5) yes
C68 . C69 . H691 . 120.4 no
C70 . C69 . H691 . 120.5 no
C69 . C70 . C71 . 118.8(5) yes
C69 . C70 . H701 . 120.6 no
C71 . C70 . H701 . 120.6 no
C66 . C71 . C70 . 120.5(5) yes
C66 . C71 . H711 . 119.8 no
C70 . C71 . H711 . 119.8 no
C65 . C72 . C1 . 120.4(6) yes
C65 . C72 . H721 . 119.8 no
C1 . C72 . H721 . 119.8 no
N73 . C74 . C75 . 122.2(4) yes
N73 . C74 . H741 . 118.9 no
C75 . C74 . H741 . 118.9 no
C74 . C75 . C76 . 118.4(4) yes
C74 . C75 . H751 . 120.8 no
C76 . C75 . H751 . 120.8 no
C75 . C76 . C77 . 120.1(5) yes
C75 . C76 . H761 . 120.0 no
C77 . C76 . H761 . 119.9 no
C76 . C77 . C78 . 119.5(5) yes
C76 . C77 . H771 . 120.3 no
C78 . C77 . H771 . 120.3 no
C77 . C78 . N73 . 120.0(4) yes
C77 . C78 . C79 . 127.2(4) yes
N73 . C78 . C79 . 112.7(4) yes
C78 . C79 . C80 . 115.1(4) yes
C78 . C79 . C84 . 122.2(5) yes
C80 . C79 . C84 . 122.6(4) yes
C80 . C81 . C82 . 121.7(5) yes
C80 . C81 . H811 . 119.1 no
C82 . C81 . H811 . 119.1 no
C81 . C82 . C83 . 120.2(5) yes
C81 . C82 . H821 . 119.9 no
C83 . C82 . H821 . 119.9 no
S3 . C83 . C82 . 119.8(4) yes
S3 . C83 . C84 . 119.4(4) yes
C82 . C83 . C84 . 120.8(5) yes
C79 . C84 . C83 . 118.3(5) yes
C79 . C84 . H841 . 120.8 no
C83 . C84 . H841 . 120.9 no
F14 . P10 . F17 . 179.993 yes
F14 . P10 . F18 . 90.713(6) yes
F17 . P10 . F18 . 89.287(6) yes
F14 . P10 . F19 . 90.553(3) yes
F17 . P10 . F19 . 89.447(3) yes
F18 . P10 . F19 . 90.898(6) yes
F14 . P10 . F20 . 89.447(3) yes
F17 . P10 . F20 . 90.553(3) yes
F18 . P10 . F20 . 89.100(6) yes
F19 . P10 . F20 . 179.993 yes
F14 . P10 . F33 . 89.286(6) yes
F17 . P10 . F33 . 90.714(6) yes
F18 . P10 . F33 . 179.993 yes
F19 . P10 . F33 . 89.101 yes
F20 . P10 . F33 . 90.900 yes
F89 2_665 P88 . F90 2_665 89.90(14) yes
F89 2_665 P88 . F91 2_665 90.16(15) yes
F90 2_665 P88 . F91 2_665 90.08(15) yes
F89 2_665 P88 . F89 . 179.993 yes
F90 2_665 P88 . F89 . 90.10(14) yes
F91 2_665 P88 . F89 . 89.84(15) yes
F89 2_665 P88 . F90 . 90.10(14) yes
F90 2_665 P88 . F90 . 179.993 yes
F91 2_665 P88 . F90 . 89.92(15) yes
F89 . P88 . F90 . 89.90(14) yes
F89 2_665 P88 . F91 . 89.84(15) yes
F90 2_665 P88 . F91 . 89.92(15) yes
F91 2_665 P88 . F91 . 179.993 yes
F89 . P88 . F91 . 90.16(15) yes
F90 . P88 . F91 . 90.08(15) yes
F93 . P92 . F94 . 88.5(2) yes
F93 . P92 . F95 . 89.6(2) yes
F94 . P92 . F95 . 90.3(4) yes
F93 . P92 . F96 . 91.70(19) yes
F94 . P92 . F96 . 179.6(3) yes
F95 . P92 . F96 . 90.0(3) yes
F93 . P92 . F97 . 178.6(3) yes
F94 . P92 . F97 . 90.5(2) yes
F95 . P92 . F97 . 91.4(3) yes
F96 . P92 . F97 . 89.3(2) yes
F93 . P92 . F98 . 88.6(2) yes
F94 . P92 . F98 . 91.0(4) yes
F95 . P92 . F98 . 177.8(3) yes
F96 . P92 . F98 . 88.7(3) yes
F97 . P92 . F98 . 90.4(3) yes
H150 . O15 . H15 . 83.4 no
H160 . O16 . H16 . 110.0 no
H40 . O4 . H4 . 100.2 no


####################################################################### 
# 
# 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_CE334
_database_code_depnum_ccdc_archive 'CCDC 1421915'
_audit_update_record             
;
2015-09-02 deposited with the CCDC.
2016-04-27 downloaded from the CCDC.
;
_audit_creation_date             2014-10-14
_audit_creation_method           CRYSTALS_ver_14.61

_oxford_structure_analysis_title 'ce334_0m in Cc'
_chemical_name_systematic        ?
_chemical_melting_point          ?
_chemical_compound_source        C.Ertl
#end of refcif 
_cell_length_a                   15.6899(16)
_cell_length_b                   28.163(3)
_cell_length_c                   8.4211(9)
_cell_angle_alpha                90
_cell_angle_beta                 115.797(3)
_cell_angle_gamma                90
_cell_volume                     3350.3(4)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -4.7710 6.5667 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C68 H56 F12 Ir2 N8 O8 P2 S4 
# Dc =      3.80 Fooo =   1880.00 Mu =    201.04 M =    957.93
# Found Formula = C34 H28 F6 Ir1 N4 O4 P1 S2 
# Dc =      1.90 FOOO =   1880.00 Mu =    100.52 M =    478.97

_chemical_formula_sum            'C34 H28 F6 Ir1 N4 O4 P1 S2'
_chemical_formula_moiety         'C34 H28 F6 Ir1 N4 O4 P1 S2'
_chemical_formula_weight         957.93


_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      4
_cell_measurement_theta_max      68
_cell_measurement_temperature    123

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_max          0.130

_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1880
_exptl_absorpt_coefficient_mu    10.052

# Sheldrick geometric approximatio 0.60 0.60 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_T_max  0.60
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            18964
_reflns_number_total             3003
_diffrn_reflns_av_R_equivalents  0.029
# Number of reflections without Friedels Law is 5277 
# Number of reflections with Friedels Law is 3003 
# Theoretical number of reflections is about 3064 


_diffrn_reflns_theta_min         3.500
_diffrn_reflns_theta_max         68.190
_diffrn_measured_fraction_theta_max 0.981

_diffrn_reflns_theta_full        68.190
_diffrn_measured_fraction_theta_full 0.981


_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              -18
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              33
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.69
_refine_diff_density_max         0.97


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         3003
_refine_ls_number_restraints     0
_refine_ls_number_parameters     236
_oxford_refine_ls_R_factor_ref   0.0223
_refine_ls_wR_factor_ref         0.0486
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0006055
_refine_ls_shift/su_mean         0.0000233


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3003
_refine_ls_R_factor_all          0.0223
_refine_ls_wR_factor_all         0.0486

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2996
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_gt          0.0486

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 8.53 14.0 8.70 3.93 1.07 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ir1 Ir 0.5000 0.360938(5) 0.2500 0.0124 1.0000 Uani S T . . . .
P1 P 0.5000 0.20379(4) 0.7500 0.0258 1.0000 Uani S T . . . .
F1 F 0.42836(16) 0.16421(8) 0.6339(3) 0.0549 1.0000 Uani . . . . . .
F2 F 0.54768(16) 0.20401(11) 0.6183(3) 0.0664 1.0000 Uani . . . . . .
F3 F 0.57178(19) 0.24403(8) 0.8660(3) 0.0621 1.0000 Uani . . . . . .
S1 S 0.13097(4) 0.43592(2) -0.03665(8) 0.0226 1.0000 Uani . . . . . .
O1 O 0.10808(15) 0.47915(10) -0.1361(3) 0.0502 1.0000 Uani . . . . . .
O2 O 0.11904(15) 0.39196(9) -0.1295(3) 0.0463 1.0000 Uani . . . . . .
N1 N 0.40399(14) 0.36493(7) -0.0077(3) 0.0168 1.0000 Uani . . . . . .
N2 N 0.41796(15) 0.30123(7) 0.2618(3) 0.0193 1.0000 Uani . . . . . .
C1 C 0.41484(18) 0.34203(10) -0.1384(3) 0.0224 1.0000 Uani . . . . . .
C2 C 0.3550(2) 0.34968(11) -0.3130(4) 0.0273 1.0000 Uani . . . . . .
C3 C 0.2837(2) 0.38312(11) -0.3551(4) 0.0268 1.0000 Uani . . . . . .
C4 C 0.27108(18) 0.40580(10) -0.2219(4) 0.0241 1.0000 Uani . . . . . .
C5 C 0.32957(17) 0.39483(9) -0.0458(3) 0.0184 1.0000 Uani . . . . . .
C6 C 0.32725(17) 0.41619(9) 0.1132(3) 0.0183 1.0000 Uani . . . . . .
C7 C 0.41345(17) 0.41108(8) 0.2671(3) 0.0182 1.0000 Uani . . . . . .
C8 C 0.42660(19) 0.43745(9) 0.4163(4) 0.0231 1.0000 Uani . . . . . .
C9 C 0.3548(2) 0.46555(10) 0.4202(4) 0.0263 1.0000 Uani . . . . . .
C10 C 0.26568(18) 0.46494(9) 0.2780(4) 0.0240 1.0000 Uani . . . . . .
C11 C 0.25110(17) 0.44004(9) 0.1260(3) 0.0202 1.0000 Uani . . . . . .
C12 C 0.0602(2) 0.43220(11) 0.0780(4) 0.0300 1.0000 Uani . . . . . .
C13 C 0.33127(18) 0.30356(10) 0.2572(3) 0.0243 1.0000 Uani . . . . . .
C14 C 0.2758(2) 0.26376(11) 0.2376(4) 0.0323 1.0000 Uani . . . . . .
C15 C 0.3111(2) 0.22023(12) 0.2200(4) 0.0357 1.0000 Uani . . . . . .
C16 C 0.3994(2) 0.21706(10) 0.2236(4) 0.0305 1.0000 Uani . . . . . .
C17 C 0.45269(19) 0.25812(9) 0.2469(3) 0.0225 1.0000 Uani . . . . . .
H11 H 0.4653 0.3200 -0.1089 0.0269 1.0000 Uiso R . . . . .
H21 H 0.3625 0.3324 -0.4030 0.0328 1.0000 Uiso R . . . . .
H31 H 0.2439 0.3904 -0.4750 0.0322 1.0000 Uiso R . . . . .
H41 H 0.2226 0.4289 -0.2498 0.0289 1.0000 Uiso R . . . . .
H81 H 0.4859 0.4362 0.5173 0.0277 1.0000 Uiso R . . . . .
H91 H 0.3665 0.4851 0.5195 0.0316 1.0000 Uiso R . . . . .
H101 H 0.2147 0.4816 0.2848 0.0288 1.0000 Uiso R . . . . .
H131 H 0.3072 0.3337 0.2677 0.0292 1.0000 Uiso R . . . . .
H141 H 0.2151 0.2663 0.2364 0.0387 1.0000 Uiso R . . . . .
H151 H 0.2743 0.1924 0.2053 0.0428 1.0000 Uiso R . . . . .
H161 H 0.4237 0.1872 0.2104 0.0366 1.0000 Uiso R . . . . .
H121 H -0.0045 0.4299 -0.0042 0.0361 1.0000 Uiso R . . . . .
H122 H 0.0694 0.4598 0.1485 0.0361 1.0000 Uiso R . . . . .
H123 H 0.0776 0.4049 0.1514 0.0361 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.063108(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 . N2 6_655 2.146(2) yes
Ir1 . N1 6_655 2.036(2) yes
Ir1 . C7 6_655 2.007(2) yes
Ir1 . N1 . 2.036(2) yes
Ir1 . N2 . 2.146(2) yes
Ir1 . C7 . 2.007(2) yes
P1 . F3 6_656 1.597(2) yes
P1 . F2 6_656 1.585(2) yes
P1 . F1 6_656 1.583(2) yes
P1 . F1 . 1.583(2) yes
P1 . F2 . 1.585(2) yes
P1 . F3 . 1.597(2) yes
S1 . O1 . 1.432(2) yes
S1 . O2 . 1.433(2) yes
S1 . C11 . 1.788(3) yes
S1 . C12 . 1.763(3) yes
N1 . C1 . 1.349(3) yes
N1 . C5 . 1.360(3) yes
N2 . C13 . 1.345(3) yes
N2 . C17 . 1.359(3) yes
C1 . C2 . 1.374(4) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.385(4) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.379(4) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.397(4) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.482(4) yes
C6 . C7 . 1.415(3) yes
C6 . C11 . 1.415(4) yes
C7 . C8 . 1.396(4) yes
C8 . C9 . 1.389(4) yes
C8 . H81 . 0.950 no
C9 . C10 . 1.390(4) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.388(4) yes
C10 . H101 . 0.950 no
C12 . H121 . 0.950 no
C12 . H122 . 0.950 no
C12 . H123 . 0.950 no
C13 . C14 . 1.385(4) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.380(5) yes
C14 . H141 . 0.950 no
C15 . C16 . 1.375(5) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.390(4) yes
C16 . H161 . 0.950 no
C17 . C17 6_655 1.463(5) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 6_655 Ir1 . N1 6_655 84.96(8) yes
N2 6_655 Ir1 . C7 6_655 96.31(9) yes
N1 6_655 Ir1 . C7 6_655 80.08(9) yes
N2 6_655 Ir1 . N1 . 100.04(8) yes
N1 6_655 Ir1 . N1 . 173.67(11) yes
C7 6_655 Ir1 . N1 . 95.43(9) yes
N2 6_655 Ir1 . N2 . 76.83(11) yes
N1 6_655 Ir1 . N2 . 100.04(8) yes
C7 6_655 Ir1 . N2 . 173.07(9) yes
N1 . Ir1 . N2 . 84.96(8) yes
N2 6_655 Ir1 . C7 . 173.07(9) yes
N1 6_655 Ir1 . C7 . 95.43(9) yes
C7 6_655 Ir1 . C7 . 90.57(14) yes
N1 . Ir1 . C7 . 80.08(9) yes
N2 . Ir1 . C7 . 96.31(9) yes
F3 6_656 P1 . F2 6_656 90.18(14) yes
F3 6_656 P1 . F1 6_656 179.54(13) yes
F2 6_656 P1 . F1 6_656 89.74(13) yes
F3 6_656 P1 . F1 . 89.99(12) yes
F2 6_656 P1 . F1 . 90.59(14) yes
F1 6_656 P1 . F1 . 90.46(17) yes
F3 6_656 P1 . F2 . 89.49(14) yes
F2 6_656 P1 . F2 . 179.5(2) yes
F1 6_656 P1 . F2 . 90.59(14) yes
F1 . P1 . F2 . 89.74(13) yes
F3 6_656 P1 . F3 . 89.56(19) yes
F2 6_656 P1 . F3 . 89.49(14) yes
F1 6_656 P1 . F3 . 89.99(12) yes
F1 . P1 . F3 . 179.54(13) yes
F2 . P1 . F3 . 90.18(14) yes
O1 . S1 . O2 . 118.38(18) yes
O1 . S1 . C11 . 107.78(13) yes
O2 . S1 . C11 . 108.56(13) yes
O1 . S1 . C12 . 108.26(15) yes
O2 . S1 . C12 . 106.49(15) yes
C11 . S1 . C12 . 106.84(14) yes
Ir1 . N1 . C1 . 123.08(17) yes
Ir1 . N1 . C5 . 116.51(17) yes
C1 . N1 . C5 . 120.3(2) yes
Ir1 . N2 . C13 . 125.43(18) yes
Ir1 . N2 . C17 . 115.03(17) yes
C13 . N2 . C17 . 118.8(2) yes
N1 . C1 . C2 . 121.9(3) yes
N1 . C1 . H11 . 119.1 no
C2 . C1 . H11 . 119.1 no
C1 . C2 . C3 . 118.7(3) yes
C1 . C2 . H21 . 120.6 no
C3 . C2 . H21 . 120.6 no
C2 . C3 . C4 . 119.5(3) yes
C2 . C3 . H31 . 120.2 no
C4 . C3 . H31 . 120.2 no
C3 . C4 . C5 . 120.0(3) yes
C3 . C4 . H41 . 120.0 no
C5 . C4 . H41 . 120.0 no
C4 . C5 . N1 . 119.2(2) yes
C4 . C5 . C6 . 127.3(2) yes
N1 . C5 . C6 . 113.2(2) yes
C5 . C6 . C7 . 113.3(2) yes
C5 . C6 . C11 . 127.9(2) yes
C7 . C6 . C11 . 118.7(2) yes
C6 . C7 . Ir1 . 114.38(18) yes
C6 . C7 . C8 . 118.6(2) yes
Ir1 . C7 . C8 . 126.82(19) yes
C7 . C8 . C9 . 121.4(2) yes
C7 . C8 . H81 . 119.3 no
C9 . C8 . H81 . 119.3 no
C8 . C9 . C10 . 119.7(2) yes
C8 . C9 . H91 . 120.2 no
C10 . C9 . H91 . 120.2 no
C9 . C10 . C11 . 120.1(2) yes
C9 . C10 . H101 . 120.0 no
C11 . C10 . H101 . 120.0 no
S1 . C11 . C6 . 123.7(2) yes
S1 . C11 . C10 . 115.8(2) yes
C6 . C11 . C10 . 120.3(2) yes
S1 . C12 . H121 . 109.5 no
S1 . C12 . H122 . 109.5 no
H121 . C12 . H122 . 109.5 no
S1 . C12 . H123 . 109.5 no
H121 . C12 . H123 . 109.5 no
H122 . C12 . H123 . 109.5 no
N2 . C13 . C14 . 122.7(3) yes
N2 . C13 . H131 . 118.7 no
C14 . C13 . H131 . 118.7 no
C13 . C14 . C15 . 118.0(3) yes
C13 . C14 . H141 . 121.0 no
C15 . C14 . H141 . 121.0 no
C14 . C15 . C16 . 120.2(3) yes
C14 . C15 . H151 . 119.9 no
C16 . C15 . H151 . 119.9 no
C15 . C16 . C17 . 119.1(3) yes
C15 . C16 . H161 . 120.4 no
C17 . C16 . H161 . 120.4 no
C17 6_655 C17 . C16 . 122.93(18) yes
C17 6_655 C17 . N2 . 116.00(14) yes
C16 . C17 . N2 . 121.1(3) yes


