#------------------------------------------------------------------------------
#$Date: 2019-11-23 10:54:48 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232965 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/84/4348463.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4348463
loop_
_publ_author_name
'Benjamin, Helen'
'Zheng, Yonghao'
'Batsanov, Andrei S.'
'Fox, Mark A.'
'Al-Attar, Hameed A'
'Monkman, Andrew P.'
'Bryce, Martin R.'
_publ_section_title
;
 Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes
 as Blue Emitters for Solution-Processable Phosphorescent Organic
 Light-Emitting Diodes.
;
_journal_issue                   17
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8612
_journal_page_last               8627
_journal_paper_doi               10.1021/acs.inorgchem.6b01179
_journal_volume                  55
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C48 H40 F4 Ir N3 O6 S2, 2.75(C H2 Cl2)'
_chemical_formula_sum            'C50.75 H45 Cl5.5 F4 Ir N3 O6 S2'
_chemical_formula_weight         1320.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-10-14
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9904(8)
_cell_length_b                   28.4675(13)
_cell_length_c                   11.4762(5)
_cell_measurement_reflns_used    9025
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.21
_cell_measurement_theta_min      2.40
_cell_volume                     5550.7(4)
_computing_cell_refinement       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.30C (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS 2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            68389
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.588
_diffrn_reflns_theta_min         2.280
_diffrn_source                   'ImuS microsource'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.808
_exptl_absorpt_correction_T_max  0.4104
_exptl_absorpt_correction_T_min  0.3440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2009/1 (Bruker,2010) was used for absorption correction.
wR2(int) was 0.1183 before and 0.0787 after correction.
The Ratio of minimum to maximum transmission is 0.8382.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       trapetsoid
_exptl_crystal_F_000             2628
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.631
_refine_diff_density_min         -0.887
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details
;
 Flack x determined using 5820 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
 By conventional hole-in-one fit to all intensities, x=0.013(6).
 Hooft parameter y=0.012(3). 
;
_refine_ls_abs_structure_Flack   0.016(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     694
_refine_ls_number_reflns         16991
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0400P)²+0.6530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0915
_reflns_Friedel_coverage         0.824
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                14645
_reflns_number_total             16991
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            12.cif
_cod_data_source_block           12
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_formula_sum        'C50.75 H45 Cl5.50 F4 Ir N3 O6 S2'
_cod_database_code               4348463
_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.
;
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl6-Cl5
 3 with sigma of 0.02
 Cl6-C51 = Cl5-C51
 1.7 with sigma of 0.02
 Cl2B-C49B \\sim Cl2A-C49A
 with sigma of 0.02
 Cl1-C49B \\sim Cl1-C49A
 with sigma of 0.02
 Cl4B-C50B \\sim Cl4A-C50A \\sim Cl3-C50B \\sim Cl3-C50A
 with sigma of 0.02
 S2A-O6B \\sim S2A-O5B \\sim S2B-O6A \\sim S2B-O5A
 with sigma of 0.02
 S2B-C39B \\sim S2A-C39A
 with sigma of 0.02
 Cl6-C51 \\sim Cl5-C51
 with sigma of 0.02
 Cl8A-C53B \\sim Cl8B-C53A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uiso(C50B) = Uiso(C50A)
Uanis(S2A) = Uanis(S2B)
Uiso(C44B) = Uiso(C44A)
Uanis(C48A) = Uanis(C48B)
Uiso(C51) = Uiso(Cl6)
Uiso(C45B) = Uiso(C45A)
Uiso(C53A) = Uiso(C53B)
Uiso(Cl8B) = Uiso(Cl8A)
4. Others
 Fixed Sof: S2A(0.45) S2B(0.55) O5A(0.55) O5B(0.45) O6A(0.55) O6B(0.45)
 C39A(0.45) H39A(0.45) H39B(0.45) H39C(0.45) C39B(0.55) H39D(0.55) H39E(0.55)
 H39F(0.55) C44A(0.55) H44A(0.55) C44B(0.45) H44B(0.45) C45B(0.45) C45A(0.55)
 C48A(0.55) H48A(0.55) H48B(0.55) H48C(0.55) C48B(0.45) H48D(0.45) H48E(0.45)
 H48F(0.45) Cl2A(0.6) Cl2B(0.4) C49A(0.6) H49A(0.6) H49B(0.6) C49B(0.4)
 H49C(0.4) H49D(0.4) Cl4A(0.8) Cl4B(0.2) C50A(0.8) H50A(0.8) H50B(0.8)
 C50B(0.2) H50C(0.2) H50D(0.2) Cl5(0.5) Cl6(0.5) C51(0.5) H51A(0.5) H51B(0.5)
 Cl7(0.15) C53A(0.1) Cl8B(0.2) Cl8A(0.15) C53B(0.15)
5.a Secondary CH2 refined with riding coordinates:
 C49A(H49A,H49B), C49B(H49C,H49D), C50A(H50A,H50B), C50B(H50C,H50D), C51(H51A,
 H51B)
5.b Me refined with riding coordinates:
 C39A(H39A,H39B,H39C), C39B(H39D,H39E,H39F)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C14(H14), C16(H16), C17(H17),
 C19(H19), C25(H25), C27(H27), C28(H28), C32(H32), C34(H34), C42(H42),
 C44A(H44A), C44B(H44B)
5.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,
 H38C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48A(H48A,H48B,H48C),
 C48B(H48D,H48E,H48F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
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
Ir Ir 0.39415(2) 0.63865(2) 0.76474(2) 0.01691(6) Uani 1 1 d . . . . .
S1 S 0.04722(9) 0.70149(6) 0.96597(14) 0.0261(3) Uani 1 1 d . . . . .
F1 F 0.1549(2) 0.75958(12) 0.8265(3) 0.0296(8) Uani 1 1 d . . . . .
F2 F 0.1291(2) 0.60715(12) 0.9796(3) 0.0252(8) Uani 1 1 d . . . . .
F3 F 0.2261(3) 0.54805(17) 0.4380(4) 0.0552(13) Uani 1 1 d . . . . .
F4 F 0.3261(3) 0.69671(17) 0.3440(3) 0.0485(12) Uani 1 1 d . . . . .
O1 O 0.5093(2) 0.61301(14) 0.7271(4) 0.0257(9) Uani 1 1 d . . . . .
O2 O 0.6330(3) 0.61170(18) 0.7951(5) 0.0409(13) Uani 1 1 d . . . . .
O3 O 0.0553(3) 0.74677(17) 1.0171(4) 0.0348(11) Uani 1 1 d . . . . .
O4 O 0.0163(3) 0.66491(18) 1.0375(5) 0.0425(13) Uani 1 1 d . . . . .
N1 N 0.4558(3) 0.64900(16) 0.9252(4) 0.0210(11) Uani 1 1 d . . . . .
N2 N 0.3534(3) 0.57826(17) 0.8377(4) 0.0192(10) Uani 1 1 d . . . . .
N3 N 0.4267(3) 0.69871(18) 0.6823(4) 0.0210(11) Uani 1 1 d . . . . .
C1 C 0.5614(4) 0.6196(2) 0.8066(6) 0.0283(14) Uani 1 1 d . . . . .
C2 C 0.5315(3) 0.6362(2) 0.9216(5) 0.0262(13) Uani 1 1 d . . . . .
C3 C 0.5783(4) 0.6362(3) 1.0211(6) 0.0366(16) Uani 1 1 d . . . . .
H3 H 0.6322 0.6275 1.0168 0.044 Uiso 1 1 calc R . . . .
C4 C 0.5447(5) 0.6491(3) 1.1269(7) 0.0408(19) Uani 1 1 d . . . . .
H4 H 0.5755 0.6493 1.1959 0.049 Uiso 1 1 calc R . . . .
C5 C 0.4666(5) 0.6616(3) 1.1307(6) 0.0364(17) Uani 1 1 d . . . . .
H5 H 0.4426 0.6699 1.2026 0.044 Uiso 1 1 calc R . . . .
C6 C 0.4230(4) 0.6618(2) 1.0282(5) 0.0268(14) Uani 1 1 d . . . . .
H6 H 0.3694 0.6711 1.0303 0.032 Uiso 1 1 calc R . . . .
C7 C 0.2893(3) 0.6611(2) 0.8174(5) 0.0179(11) Uani 1 1 d . . . . .
C8 C 0.2579(3) 0.7055(2) 0.8008(5) 0.0189(11) Uani 1 1 d . . . . .
H8 H 0.2864 0.7285 0.7582 0.023 Uiso 1 1 calc R . . . .
C9 C 0.1852(4) 0.7162(2) 0.8461(5) 0.0214(12) Uani 1 1 d . . . . .
C10 C 0.1401(3) 0.6846(2) 0.9095(5) 0.0203(12) Uani 1 1 d . . . . .
C11 C 0.1715(3) 0.6395(2) 0.9229(4) 0.0184(10) Uani 1 1 d . . . . .
C12 C 0.2452(3) 0.62742(19) 0.8791(5) 0.0171(12) Uani 1 1 d . . . . .
C13 C 0.2812(3) 0.5805(2) 0.8898(5) 0.0185(11) Uani 1 1 d . . . . .
C14 C 0.2512(3) 0.5406(2) 0.9449(5) 0.0202(12) Uani 1 1 d . . . . .
H14 H 0.2014 0.5421 0.9826 0.024 Uiso 1 1 calc R . . . .
C15 C 0.2925(4) 0.4990(2) 0.9453(5) 0.0237(13) Uani 1 1 d . . . . .
C16 C 0.3644(4) 0.4979(2) 0.8891(6) 0.0315(15) Uani 1 1 d . . . . .
H16 H 0.3938 0.4695 0.8863 0.038 Uiso 1 1 calc R . . . .
C17 C 0.3934(4) 0.5379(2) 0.8370(5) 0.0279(13) Uani 1 1 d . . . . .
H17 H 0.4433 0.5368 0.7995 0.033 Uiso 1 1 calc R . . . .
C18 C 0.3459(3) 0.6268(2) 0.6084(5) 0.0226(13) Uani 1 1 d . . . . .
C19 C 0.3028(4) 0.5880(2) 0.5746(6) 0.0277(14) Uani 1 1 d . . . . .
H19 H 0.2965 0.5622 0.6262 0.033 Uiso 1 1 calc R . . . .
C20 C 0.2687(4) 0.5869(3) 0.4652(6) 0.0374(17) Uani 1 1 d . . . . .
C21 C 0.2728(4) 0.6227(3) 0.3875(6) 0.042(2) Uani 1 1 d . . . . .
C22 C 0.3182(4) 0.6608(3) 0.4213(6) 0.0359(17) Uani 1 1 d . . . . .
C23 C 0.3557(4) 0.6645(2) 0.5283(5) 0.0256(14) Uani 1 1 d . . . . .
C24 C 0.4040(4) 0.7038(2) 0.5679(5) 0.0244(13) Uani 1 1 d . . . . .
C25 C 0.4269(4) 0.7435(3) 0.5060(6) 0.0301(15) Uani 1 1 d . . . . .
H25 H 0.4098 0.7470 0.4276 0.036 Uiso 1 1 calc R . . . .
C26 C 0.4735(4) 0.7779(2) 0.5547(6) 0.0276(14) Uani 1 1 d . . . . .
C27 C 0.4958(4) 0.7719(2) 0.6731(6) 0.0292(14) Uani 1 1 d . . . . .
H27 H 0.5273 0.7949 0.7110 0.035 Uiso 1 1 calc R . . . .
C28 C 0.4715(3) 0.73270(19) 0.7318(6) 0.0226(11) Uani 1 1 d . . . . .
H28 H 0.4867 0.7291 0.8109 0.027 Uiso 1 1 calc R . . . .
C29 C -0.0110(4) 0.7073(3) 0.8398(7) 0.0427(19) Uani 1 1 d . . . . .
H29A H -0.0645 0.7166 0.8619 0.064 Uiso 1 1 calc GR . . . .
H29B H -0.0127 0.6772 0.7984 0.064 Uiso 1 1 calc GR . . . .
H29C H 0.0118 0.7314 0.7889 0.064 Uiso 1 1 calc GR . . . .
C30 C 0.2579(4) 0.4570(2) 1.0027(6) 0.0248(13) Uani 1 1 d . . . . .
C31 C 0.2803(4) 0.4473(2) 1.1194(6) 0.0293(14) Uani 1 1 d . . . . .
C32 C 0.2487(4) 0.4074(2) 1.1727(6) 0.0325(15) Uani 1 1 d . . . . .
H32 H 0.2619 0.4008 1.2515 0.039 Uiso 1 1 calc R . . . .
C33 C 0.1986(4) 0.3775(2) 1.1136(6) 0.0323(15) Uani 1 1 d . . . . .
C34 C 0.1787(4) 0.3873(2) 1.0000(6) 0.0308(15) Uani 1 1 d . . . . .
H34 H 0.1440 0.3668 0.9597 0.037 Uiso 1 1 calc R . . . .
C35 C 0.2084(4) 0.4268(2) 0.9427(6) 0.0269(14) Uani 1 1 d . . . . .
C36 C 0.3362(5) 0.4788(3) 1.1837(7) 0.045(2) Uani 1 1 d . . . . .
H36A H 0.3884 0.4770 1.1476 0.067 Uiso 1 1 calc GR . . . .
H36B H 0.3396 0.4688 1.2652 0.067 Uiso 1 1 calc GR . . . .
H36C H 0.3170 0.5113 1.1801 0.067 Uiso 1 1 calc GR . . . .
C37 C 0.1659(5) 0.3345(3) 1.1745(7) 0.045(2) Uani 1 1 d . . . . .
H37A H 0.1135 0.3417 1.2057 0.067 Uiso 1 1 calc GR . . . .
H37B H 0.2010 0.3255 1.2385 0.067 Uiso 1 1 calc GR . . . .
H37C H 0.1619 0.3086 1.1188 0.067 Uiso 1 1 calc GR . . . .
C38 C 0.1868(5) 0.4365(3) 0.8179(6) 0.0394(17) Uani 1 1 d . . . . .
H38A H 0.1617 0.4675 0.8124 0.059 Uiso 1 1 calc GR . . . .
H38B H 0.1501 0.4124 0.7904 0.059 Uiso 1 1 calc GR . . . .
H38C H 0.2344 0.4361 0.7698 0.059 Uiso 1 1 calc GR . . . .
C40 C 0.5023(4) 0.8198(3) 0.4895(6) 0.0330(16) Uani 1 1 d . . . . .
C41 C 0.5806(4) 0.8205(2) 0.4489(5) 0.0245(13) Uani 1 1 d . . . . .
C42 C 0.6066(4) 0.8598(2) 0.3880(5) 0.0300(13) Uani 1 1 d . . . . .
H42 H 0.6591 0.8602 0.3596 0.036 Uiso 1 1 calc R . . . .
C43 C 0.5594(5) 0.8979(3) 0.3672(6) 0.0385(18) Uani 1 1 d . . . . .
C46 C 0.6343(4) 0.7797(2) 0.4694(6) 0.0315(15) Uani 1 1 d . . . . .
H46A H 0.6838 0.7847 0.4274 0.047 Uiso 1 1 calc GR . . . .
H46B H 0.6092 0.7509 0.4413 0.047 Uiso 1 1 calc GR . . . .
H46C H 0.6451 0.7769 0.5530 0.047 Uiso 1 1 calc GR . . . .
C47 C 0.5894(6) 0.9406(3) 0.3053(7) 0.050(2) Uani 1 1 d . . . . .
H47A H 0.5775 0.9686 0.3517 0.075 Uiso 1 1 calc GR . . . .
H47B H 0.5637 0.9432 0.2291 0.075 Uiso 1 1 calc GR . . . .
H47C H 0.6464 0.9380 0.2946 0.075 Uiso 1 1 calc GR . . . .
S2A S 0.2309(3) 0.61017(15) 0.2464(4) 0.0290(6) Uani 0.45 1 d D . . A 1
O5A O 0.2809(7) 0.6304(5) 0.1624(10) 0.037(3) Uiso 0.45 1 d D . . A 1
O6A O 0.2040(7) 0.5630(4) 0.2302(11) 0.049(3) Uani 0.45 1 d D . . A 1
C39A C 0.1497(10) 0.6454(6) 0.2592(18) 0.054(5) Uiso 0.45 1 d D . . A 1
H39A H 0.1138 0.6321 0.3174 0.081 Uiso 0.45 1 calc R . . A 1
H39B H 0.1661 0.6769 0.2838 0.081 Uiso 0.45 1 calc R . . A 1
H39C H 0.1228 0.6474 0.1838 0.081 Uiso 0.45 1 calc R . . A 1
C44A C 0.4896(8) 0.9006(5) 0.4182(12) 0.029(2) Uiso 0.55 1 d . . . B 1
H44A H 0.4600 0.9288 0.4118 0.035 Uiso 0.55 1 calc R . . B 1
C45A C 0.4582(7) 0.8627(5) 0.4815(10) 0.027(2) Uiso 0.55 1 d . . . B 1
C48A C 0.3762(9) 0.8650(6) 0.5309(13) 0.041(3) Uani 0.55 1 d . . . B 1
H48A H 0.3577 0.8332 0.5485 0.062 Uiso 0.55 1 calc GR . . B 1
H48B H 0.3409 0.8796 0.4738 0.062 Uiso 0.55 1 calc GR . . B 1
H48C H 0.3766 0.8838 0.6025 0.062 Uiso 0.55 1 calc GR . . B 1
S2B S 0.2165(2) 0.63209(12) 0.2553(3) 0.0290(6) Uani 0.55 1 d D . . A 2
O5B O 0.1896(6) 0.6795(3) 0.2432(10) 0.058(3) Uani 0.55 1 d D . . A 2
O6B O 0.2641(7) 0.6112(4) 0.1674(10) 0.054(3) Uiso 0.55 1 d D . . A 2
C39B C 0.1301(7) 0.5996(5) 0.2762(11) 0.043(3) Uani 0.55 1 d D . . A 2
H39D H 0.0981 0.6145 0.3369 0.064 Uiso 0.55 1 calc R . . A 2
H39E H 0.1002 0.5986 0.2032 0.064 Uiso 0.55 1 calc R . . A 2
H39F H 0.1436 0.5676 0.3001 0.064 Uiso 0.55 1 calc R . . A 2
C44B C 0.4744(10) 0.8911(6) 0.3944(15) 0.029(2) Uiso 0.45 1 d . . . B 2
H44B H 0.4380 0.9147 0.3719 0.035 Uiso 0.45 1 calc R . . B 2
C45B C 0.4468(9) 0.8517(6) 0.4510(14) 0.027(2) Uiso 0.45 1 d . . . B 2
C48B C 0.3589(12) 0.8492(8) 0.4846(18) 0.041(3) Uani 0.45 1 d . . . B 2
H48D H 0.3454 0.8169 0.5062 0.062 Uiso 0.45 1 calc GR . . B 2
H48E H 0.3267 0.8590 0.4182 0.062 Uiso 0.45 1 calc GR . . B 2
H48F H 0.3490 0.8701 0.5508 0.062 Uiso 0.45 1 calc GR . . B 2
Cl3 Cl 0.6973(2) 0.55708(11) 0.5043(3) 0.0836(9) Uani 1 1 d D . . . .
Cl4A Cl 0.6511(3) 0.65005(14) 0.4273(3) 0.0814(12) Uani 0.8 1 d D . . E 1
C50A C 0.6493(10) 0.6104(4) 0.5396(13) 0.089(5) Uiso 0.8 1 d D . . E 1
H50A H 0.5939 0.6037 0.5605 0.107 Uiso 0.8 1 calc R . . E 1
H50B H 0.6751 0.6245 0.6086 0.107 Uiso 0.8 1 calc R . . E 1
Cl4B Cl 0.5833(13) 0.6470(7) 0.4346(17) 0.102(6) Uiso 0.2 1 d D . . F 2
C50B C 0.616(3) 0.5956(16) 0.501(5) 0.089(5) Uiso 0.2 1 d D . . F 2
H50C H 0.5724 0.5738 0.4854 0.107 Uiso 0.2 1 calc R . . F 2
H50D H 0.6107 0.6036 0.5850 0.107 Uiso 0.2 1 calc R . . F 2
Cl7 Cl 0.0000 0.5000 1.005(2) 0.136(8) Uani 0.3 2 d S T P . .
Cl8A Cl -0.035(3) 0.5252(14) 1.303(4) 0.176(9) Uiso 0.15 1 d D . . . .
Cl8B Cl -0.0451(19) 0.5349(11) 1.213(3) 0.176(9) Uiso 0.2 1 d D . . . .
C53A C 0.0000 0.5000 1.071(8) 0.067(13) Uiso 0.2 2 d DS T P . .
C53B C 0.0000 0.5000 1.140(5) 0.067(13) Uiso 0.3 2 d DS T P . .
Cl1 Cl 0.78156(13) 0.74210(9) 0.9166(2) 0.0616(6) Uani 1 1 d D . . . .
Cl2A Cl 0.7859(3) 0.69044(13) 0.7061(3) 0.0662(12) Uani 0.6 1 d D . . C 1
C49A C 0.7262(9) 0.7131(6) 0.8174(13) 0.047(4) Uiso 0.6 1 d D . . C 1
H49A H 0.6868 0.7348 0.7836 0.057 Uiso 0.6 1 calc R . . C 1
H49B H 0.6976 0.6871 0.8561 0.057 Uiso 0.6 1 calc R . . C 1
Cl2B Cl 0.6861(5) 0.7133(2) 0.7092(5) 0.078(2) Uani 0.4 1 d D . . D 2
C49B C 0.7113(12) 0.7064(7) 0.8560(17) 0.039(5) Uiso 0.4 1 d D . . D 2
H49C H 0.6626 0.7102 0.9023 0.047 Uiso 0.4 1 calc R . . D 2
H49D H 0.7290 0.6735 0.8666 0.047 Uiso 0.4 1 calc R . . D 2
Cl5 Cl 0.4709(4) 0.5625(3) 0.3633(5) 0.090(2) Uani 0.5 1 d D . . G -1
Cl6 Cl 0.5298(8) 0.4794(4) 0.5179(9) 0.154(4) Uiso 0.5 1 d D . . G -1
C51 C 0.477(2) 0.5202(11) 0.449(3) 0.154(4) Uiso 0.5 1 d D . . G -1
H51A H 0.4363 0.4995 0.4135 0.185 Uiso 0.5 1 calc R . . G -1
H51B H 0.4496 0.5342 0.5169 0.185 Uiso 0.5 1 calc R . . G -1
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O1 Ir N1 76.82(18) . .
N2 Ir O1 96.13(17) . .
N2 Ir N1 85.93(18) . .
N3 Ir O1 86.78(18) . .
N3 Ir N1 98.72(19) . .
N3 Ir N2 175.0(2) . .
C7 Ir O1 173.9(2) . .
C7 Ir N1 97.6(2) . .
C7 Ir N2 80.8(2) . .
C7 Ir N3 96.6(2) . .
C7 Ir C18 87.7(2) . .
C18 Ir O1 97.9(2) . .
C18 Ir N1 174.7(2) . .
C18 Ir N2 95.0(2) . .
C18 Ir N3 80.6(2) . .
O3 S1 O4 117.4(3) . .
O3 S1 C10 108.1(3) . .
O3 S1 C29 108.0(4) . .
O4 S1 C10 109.9(3) . .
O4 S1 C29 109.6(4) . .
C29 S1 C10 103.0(3) . .
C1 O1 Ir 116.0(4) . .
C2 N1 Ir 114.0(4) . .
C2 N1 C6 119.6(5) . .
C6 N1 Ir 125.9(4) . .
C13 N2 Ir 116.6(4) . .
C17 N2 Ir 123.4(4) . .
C17 N2 C13 120.0(5) . .
C24 N3 Ir 117.2(4) . .
C28 N3 Ir 124.0(4) . .
C28 N3 C24 118.8(5) . .
O1 C1 C2 116.0(5) . .
O2 C1 O1 124.9(7) . .
O2 C1 C2 119.0(6) . .
N1 C2 C1 116.2(5) . .
N1 C2 C3 121.7(6) . .
C3 C2 C1 122.0(6) . .
C4 C3 C2 118.8(7) . .
C5 C4 C3 119.5(6) . .
C4 C5 C6 119.2(7) . .
N1 C6 C5 121.2(7) . .
C8 C7 Ir 126.7(4) . .
C8 C7 C12 119.0(5) . .
C12 C7 Ir 114.3(4) . .
C9 C8 C7 119.8(5) . .
F1 C9 C8 118.7(5) . .
F1 C9 C10 117.9(5) . .
C8 C9 C10 123.4(5) . .
C9 C10 S1 120.4(5) . .
C9 C10 C11 116.3(5) . .
C11 C10 S1 123.3(5) . .
F2 C11 C10 118.7(5) . .
F2 C11 C12 119.3(5) . .
C12 C11 C10 122.1(5) . .
C7 C12 C13 116.0(5) . .
C11 C12 C7 119.5(5) . .
C11 C12 C13 124.6(5) . .
N2 C13 C12 112.2(5) . .
N2 C13 C14 119.3(5) . .
C14 C13 C12 128.5(5) . .
C15 C14 C13 120.9(6) . .
C14 C15 C16 118.0(6) . .
C14 C15 C30 119.4(6) . .
C16 C15 C30 122.6(6) . .
C17 C16 C15 120.0(6) . .
N2 C17 C16 121.7(6) . .
C19 C18 Ir 127.2(5) . .
C19 C18 C23 118.9(6) . .
C23 C18 Ir 113.8(4) . .
C18 C19 C20 119.7(7) . .
F3 C20 C19 116.8(7) . .
C21 C20 F3 119.2(6) . .
C21 C20 C19 124.0(7) . .
C20 C21 C22 115.6(6) . .
C20 C21 S2A 114.9(6) . .
C20 C21 S2B 129.4(6) . .
C22 C21 S2A 128.7(6) . .
C22 C21 S2B 114.3(6) . .
F4 C22 C21 117.4(6) . .
F4 C22 C23 118.3(7) . .
C21 C22 C23 124.2(7) . .
C18 C23 C24 116.3(5) . .
C22 C23 C18 117.4(6) . .
C22 C23 C24 126.3(6) . .
N3 C24 C23 111.9(5) . .
N3 C24 C25 119.7(6) . .
C25 C24 C23 128.3(6) . .
C26 C25 C24 122.0(6) . .
C25 C26 C27 117.2(6) . .
C25 C26 C40 123.6(6) . .
C27 C26 C40 119.1(6) . .
C28 C27 C26 119.1(6) . .
N3 C28 C27 123.1(6) . .
C31 C30 C15 117.9(6) . .
C35 C30 C15 121.3(6) . .
C35 C30 C31 120.7(6) . .
C30 C31 C36 121.1(6) . .
C32 C31 C30 117.9(6) . .
C32 C31 C36 121.0(6) . .
C33 C32 C31 121.5(6) . .
C32 C33 C37 119.8(7) . .
C34 C33 C32 119.4(6) . .
C34 C33 C37 120.8(7) . .
C33 C34 C35 121.5(7) . .
C30 C35 C34 119.0(6) . .
C30 C35 C38 120.5(6) . .
C34 C35 C38 120.6(6) . .
C41 C40 C26 119.1(6) . .
C41 C40 C45A 117.5(7) . .
C45A C40 C26 122.7(8) . .
C45B C40 C26 117.5(9) . .
C45B C40 C41 122.1(9) . .
C40 C41 C46 120.9(6) . .
C42 C41 C40 118.4(6) . .
C42 C41 C46 120.7(6) . .
C43 C42 C41 122.6(7) . .
C42 C43 C47 121.8(7) . .
C42 C43 C44B 115.3(9) . .
C44A C43 C42 119.6(9) . .
C44A C43 C47 117.8(9) . .
C44B C43 C47 122.3(10) . .
O5A S2A C21 107.2(6) . .
O5A S2A O6A 119.1(8) . .
O5A S2A C39A 107.8(9) . .
O6A S2A C21 115.3(6) . .
O6A S2A C39A 107.8(9) . .
C39A S2A C21 97.1(8) . .
C43 C44A C45A 121.5(12) . .
C40 C45A C48A 119.8(12) . .
C44A C45A C40 119.2(11) . .
C44A C45A C48A 120.7(13) . .
O5B S2B C21 112.9(5) . .
O5B S2B C39B 104.1(7) . .
O6B S2B C21 103.4(6) . .
O6B S2B O5B 120.4(8) . .
O6B S2B C39B 110.6(7) . .
C39B S2B C21 104.5(5) . .
C45B C44B C43 122.3(15) . .
C40 C45B C48B 123.4(14) . .
C44B C45B C40 116.9(14) . .
C44B C45B C48B 118.9(16) . .
Cl4A C50A Cl3 112.6(9) . .
Cl4B C50B Cl3 141(3) . .
C53A Cl7 C53B 0.00(5) . .
Cl8A Cl8A Cl8B 25.4(10) 2_565 2_565
Cl8A Cl8A C53B 63.5(13) 2_565 .
Cl8B Cl8A Cl8A 107(3) . 2_565
Cl8B Cl8A Cl8B 82(3) . 2_565
Cl8B Cl8A C53B 44(3) . .
C53B Cl8A Cl8B 38.1(12) . 2_565
Cl8A Cl8B Cl8A 47(3) . 2_565
Cl8A Cl8B C53A 125(4) . .
Cl8A Cl8B C53B 106(4) . .
C53A Cl8B Cl8A 78(2) . 2_565
C53B Cl8B Cl8A 59(2) . 2_565
C53B Cl8B C53A 18.8(15) . .
Cl7 C53A Cl8B 142.3(19) . .
Cl7 C53A Cl8B 142.3(19) . 2_565
Cl7 C53A C53B 180.00(7) . .
Cl8B C53A Cl8B 75(4) 2_565 .
C53B C53A Cl8B 37.7(19) . 2_565
C53B C53A Cl8B 37.7(19) . .
Cl7 C53B Cl8A 153.5(13) . 2_565
Cl7 C53B Cl8A 153.5(13) . .
Cl8A C53B Cl8A 53(3) . 2_565
Cl8B C53B Cl7 124(2) 2_565 .
Cl8B C53B Cl7 124(2) . .
Cl8B C53B Cl8A 30(2) 2_565 2_565
Cl8B C53B Cl8A 30(2) . .
Cl8B C53B Cl8A 83(3) . 2_565
Cl8B C53B Cl8A 83(3) 2_565 .
Cl8B C53B Cl8B 113(5) 2_565 .
C53A C53B Cl7 0.00(6) . .
C53A C53B Cl8A 153.5(13) . 2_565
C53A C53B Cl8A 153.5(13) . .
C53A C53B Cl8B 124(2) . .
C53A C53B Cl8B 124(2) . 2_565
Cl1 C49A Cl2A 110.3(8) . .
Cl1 C49B Cl2B 119.6(12) . .
Cl5 C51 Cl6 151(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ir O1 2.133(4) .
Ir N1 2.139(5) .
Ir N2 2.034(5) .
Ir N3 2.031(5) .
Ir C7 1.986(6) .
Ir C18 2.001(6) .
S1 O3 1.423(5) .
S1 O4 1.426(5) .
S1 C10 1.773(6) .
S1 C29 1.761(7) .
F1 C9 1.356(6) .
F2 C11 1.339(6) .
F3 C20 1.359(8) .
F4 C22 1.360(8) .
O1 C1 1.285(8) .
O2 C1 1.243(7) .
N1 C2 1.337(8) .
N1 C6 1.357(8) .
N2 C13 1.365(7) .
N2 C17 1.335(7) .
N3 C24 1.376(8) .
N3 C28 1.355(7) .
C1 C2 1.493(9) .
C2 C3 1.391(9) .
C3 C4 1.391(11) .
C4 C5 1.375(11) .
C5 C6 1.389(9) .
C7 C8 1.387(8) .
C7 C12 1.408(8) .
C8 C9 1.374(8) .
C9 C10 1.389(9) .
C10 C11 1.397(8) .
C11 C12 1.392(8) .
C12 C13 1.475(8) .
C13 C14 1.397(8) .
C14 C15 1.377(9) .
C15 C16 1.381(9) .
C15 C30 1.486(9) .
C16 C17 1.379(9) .
C18 C19 1.380(9) .
C18 C23 1.423(9) .
C19 C20 1.382(9) .
C20 C21 1.355(11) .
C21 C22 1.386(10) .
C22 C23 1.387(9) .
C23 C24 1.461(9) .
C24 C25 1.390(9) .
C25 C26 1.377(10) .
C26 C27 1.421(9) .
C26 C40 1.493(9) .
C27 C28 1.369(8) .
C30 C31 1.420(9) .
C30 C35 1.386(9) .
C31 C32 1.396(9) .
C31 C36 1.500(10) .
C32 C33 1.383(10) .
C33 C34 1.375(10) .
C33 C37 1.514(9) .
C34 C35 1.396(9) .
C35 C38 1.504(9) .
C40 C41 1.410(9) .
C40 C45A 1.434(15) .
C40 C45B 1.381(17) .
C41 C42 1.391(9) .
C41 C46 1.494(9) .
C42 C43 1.369(10) .
C43 C47 1.498(9) .
C43 C44A 1.325(16) .
C43 C44B 1.490(19) .
S2A C21 1.805(8) .
S2A O5A 1.408(11) .
S2A O6A 1.430(10) .
S2A C39A 1.712(16) .
C44A C45A 1.407(19) .
C45A C48A 1.506(19) .
S2B C21 1.813(8) .
S2B O5B 1.432(9) .
S2B O6B 1.423(11) .
S2B C39B 1.751(12) .
C44B C45B 1.38(2) .
C45B C48B 1.54(3) .
Cl3 C50A 1.770(13) .
Cl3 C50B 1.76(2) .
Cl4A C50A 1.714(13) .
Cl4B C50B 1.74(2) .
Cl7 C53A 0.76(8) .
Cl7 C53B 1.55(6) .
Cl8A Cl8A 1.86(8) 2_565
Cl8A Cl8B 2.42(4) 2_565
Cl8A C53B 2.09(6) .
Cl8B Cl8A 2.42(4) 2_565
Cl8B Cl8A 1.09(4) .
Cl8B C53B 1.51(4) .
C53A Cl8B 2.05(6) 2_565
C53A Cl8B 2.05(6) .
C53A C53B 0.79(6) .
C53B Cl8A 2.09(6) 2_565
C53B Cl8B 1.51(4) 2_565
Cl1 C49A 1.692(12) .
Cl1 C49B 1.716(16) .
Cl2A C49A 1.755(15) .
Cl2B C49B 1.749(19) .
Cl5 C51 1.557(15) .
Cl6 C51 1.671(15) .
