#------------------------------------------------------------------------------ #$Date: 2019-11-17 11:40:44 +0200 (Sun, 17 Nov 2019) $ #$Revision: 229653 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/04/80/7048013.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_7048013 loop_ _publ_author_name 'Congrave, Daniel G.' 'Batsanov, Andrei S.' 'Bryce, Martin R.' _publ_section_title ; Highly luminescent 2-phenylpyridine-free diiridium complexes with bulky 1,2-diarylimidazole cyclometalating ligands. ; _journal_issue 46 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 16524 _journal_page_last 16533 _journal_paper_doi 10.1039/c8dt04043e _journal_volume 47 _journal_year 2018 _chemical_formula_moiety 'C86 H64 F14 Ir2 N10 O2, 6(C H2 Cl2)' _chemical_formula_sum 'C92 H76 Cl12 F14 Ir2 N10 O2' _chemical_formula_weight 2429.42 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _audit_creation_date 2017-01-09 _audit_creation_method ; Olex2 1.2-beta (compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289) ; _audit_update_record ; 2018-10-02 deposited with the CCDC. 2018-11-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 110.2650(15) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 24.2045(10) _cell_length_b 14.8901(6) _cell_length_c 27.9788(12) _cell_measurement_reflns_used 9977 _cell_measurement_temperature 120 _cell_measurement_theta_max 29.95 _cell_measurement_theta_min 2.46 _cell_volume 9459.6(7) _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_collection 'APEX3 v.2016.1-0 (Bruker, 2016)' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL 2018/3 multi-CPU (Sheldrick, 2015)' _computing_structure_solution 'ShelXS 2013/1 (Sheldrick, 2008)' _diffrn_ambient_temperature 120 _diffrn_detector_area_resol_mean 10.4 _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device '3-circle area detector diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _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 0.0520 _diffrn_reflns_av_unetI/netI 0.0372 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_number 101919 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 30.000 _diffrn_reflns_theta_max 30.000 _diffrn_reflns_theta_min 2.459 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.232 _exptl_absorpt_correction_T_max 0.9000 _exptl_absorpt_correction_T_min 0.6426 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details ; SADABS-2014/5 (Krause et al., 2015) was used for absorption correction. wR2(int) was 0.1104 before and 0.0597 after correction. The Ratio of minimum to maximum transmission is 0.7140. The \l/2 correction factor is Not present. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.706 _exptl_crystal_description trapetsoid _exptl_crystal_F_000 4792 _exptl_crystal_preparation Luminescent _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF/hexane' _exptl_crystal_size_max 0.251 _exptl_crystal_size_mid 0.072 _exptl_crystal_size_min 0.055 _refine_diff_density_max 3.041 _refine_diff_density_min -1.446 _refine_diff_density_rms 0.145 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 616 _refine_ls_number_reflns 13754 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0612 _refine_ls_R_factor_gt 0.0424 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+41.4830P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1035 _refine_ls_wR_factor_ref 0.1125 _reflns_Friedel_coverage 0.000 _reflns_number_gt 11072 _reflns_number_total 13754 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8dt04043e2.cif _cod_data_source_block meso7-16s481 _cod_depositor_comments ; The following automatic conversions were performed: '_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas Adding full bibliography for 7048013--7048014.cif. ; _cod_database_code 7048013 _shelx_shelxl_version_number 2018/3 _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. ; _shelx_estimated_absorpt_t_max 0.842 _shelx_estimated_absorpt_t_min 0.498 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups 2. Others Uiso(H32A)=Uiso(H32B)=Uiso(H32C)=FVAR(1) Uiso(H33A)=Uiso(H33B)=Uiso(H33C)=FVAR(2) Uiso(H34A)=Uiso(H34B)=Uiso(H34C)=FVAR(3) Uiso(H41A)=Uiso(H41B)=Uiso(H41C)=FVAR(4) Uiso(H42A)=Uiso(H42B)=Uiso(H42C)=FVAR(5) Uiso(H43A)=Uiso(H43B)=Uiso(H43C)=FVAR(6) Fixed Sof: Cl4A(0.75) Cl4B(0.25) H45A(0.75) H45B(0.75) H45D(0.25) H45C(0.25) 3.a Secondary CH2 refined with riding coordinates: C45(H45A,H45B), C45(H45D,H45C), C44(H44A,H44B), C46(H46A,H46B) 3.b Aromatic/amide H refined with riding coordinates: C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C14(H14), C15(H15), C18(H18), C19(H19), C28(H28), C30(H30), C37(H37), C39(H39) 3.c Idealised Me refined as rotating group: C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C41(H41A,H41B, H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C) ; _shelx_res_file ; 16srv481.res created by SHELXL-2014/7 TITL 16srv481 in C2/c #15 REM reset to C2/c #15 CELL 0.71073 24.2045 14.8901 27.9788 90 110.265 90 ZERR 4 0.001 0.0006 0.0012 0 0.0015 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H Cl F Ir N O UNIT 368 304 48 56 8 40 8 L.S. 7 PLAN 20 SIZE 0.055 0.072 0.251 TEMP -153.15 BOND fmap 2 acta 60 OMIT -3 60 REM REM REM WGHT 0.057000 41.483006 FVAR 0.03596 0.06402 0.12434 0.05861 0.06156 0.08408 0.04535 IR 5 0.938470 0.510802 0.407223 11.00000 0.01794 0.02345 = 0.01410 0.00252 0.00411 -0.00144 F1 4 0.714169 0.385046 0.339993 11.00000 0.01703 0.06311 = 0.05019 -0.00977 0.00971 -0.00257 F2 4 0.935218 0.580217 0.216443 11.00000 0.04502 0.05910 = 0.02175 0.00891 0.01909 0.01360 F3 4 1.158081 0.544337 0.492328 11.00000 0.03123 0.03226 = 0.06260 0.00153 0.01937 0.00227 F4 4 1.247582 0.661865 0.530344 11.00000 0.02292 0.05649 = 0.08570 0.02247 0.00623 -0.00531 F5 4 1.227524 0.822884 0.567292 11.00000 0.05985 0.05542 = 0.04886 0.00286 -0.00456 -0.03909 F6 4 1.118280 0.867022 0.563561 11.00000 0.09467 0.03511 = 0.06487 -0.02142 0.04129 -0.02347 F7 4 1.028781 0.750487 0.524529 11.00000 0.05131 0.03598 = 0.07242 -0.00895 0.04038 -0.00158 O 7 1.013969 0.593367 0.436902 11.00000 0.02496 0.02775 = 0.01524 0.00432 0.00362 -0.00688 N1 6 0.974642 0.473946 0.486052 11.00000 0.01950 0.01932 = 0.01620 0.00267 0.00456 -0.00278 N2 6 0.982054 0.408699 0.388498 11.00000 0.01697 0.02954 = 0.01926 0.00257 0.00484 -0.00110 N3 6 0.984059 0.278757 0.353023 11.00000 0.01720 0.04033 = 0.02671 -0.00689 0.00208 0.00314 N4 6 0.890864 0.613679 0.419724 11.00000 0.02205 0.02896 = 0.01522 0.00121 0.00439 -0.00430 N5 6 0.845620 0.742542 0.396763 11.00000 0.02959 0.02679 = 0.01627 0.00128 0.00943 0.00123 C1 1 1.040121 0.582820 0.484830 11.00000 0.01949 0.02278 = 0.01703 0.00076 0.00544 -0.00126 C2 1 0.871473 0.426092 0.375433 11.00000 0.01965 0.02433 = 0.00996 0.00277 0.00287 -0.00088 C3 1 0.812043 0.437762 0.368579 11.00000 0.02055 0.03021 = 0.02090 0.00223 0.00635 0.00269 AFIX 43 H3 2 0.799181 0.491304 0.379957 11.00000 -1.20000 AFIX 0 C4 1 0.771854 0.371295 0.345199 11.00000 0.01549 0.04498 = 0.02332 0.00600 0.00303 0.00030 C5 1 0.786047 0.292295 0.327503 11.00000 0.01968 0.03501 = 0.02281 -0.00169 0.00417 -0.00675 AFIX 43 H5 2 0.756818 0.248449 0.311984 11.00000 -1.20000 AFIX 0 C6 1 0.844748 0.278161 0.332961 11.00000 0.02356 0.02743 = 0.02204 -0.00153 0.00282 -0.00218 AFIX 43 H6 2 0.856355 0.224026 0.321138 11.00000 -1.20000 AFIX 0 C7 1 0.886605 0.344419 0.356038 11.00000 0.02009 0.02588 = 0.01567 0.00300 0.00306 0.00029 C8 1 0.949471 0.340375 0.364654 11.00000 0.01767 0.03047 = 0.01621 0.00091 0.00348 0.00131 C9 1 1.041600 0.312079 0.371338 11.00000 0.01741 0.05042 = 0.03157 -0.00177 0.00819 0.00613 AFIX 43 H9 2 1.075716 0.283739 0.368957 11.00000 -1.20000 AFIX 0 C10 1 1.039335 0.392173 0.393026 11.00000 0.01824 0.04336 = 0.01832 -0.00053 0.00229 -0.00231 AFIX 43 H10 2 1.071903 0.430614 0.408768 11.00000 -1.20000 AFIX 0 C11 1 0.916694 0.573972 0.339621 11.00000 0.01687 0.02688 = 0.01398 0.00193 0.00395 -0.00233 C12 1 0.932437 0.549254 0.297961 11.00000 0.02282 0.03215 = 0.01945 0.00286 0.00995 0.00076 AFIX 43 H12 2 0.952597 0.494405 0.298246 11.00000 -1.20000 AFIX 0 C13 1 0.918223 0.605889 0.256223 11.00000 0.02858 0.04660 = 0.01614 0.00006 0.01107 0.00121 C14 1 0.890056 0.686352 0.252653 11.00000 0.03549 0.04268 = 0.02137 0.01185 0.01186 0.00405 AFIX 43 H14 2 0.881973 0.723419 0.223385 11.00000 -1.20000 AFIX 0 C15 1 0.873748 0.711656 0.293587 11.00000 0.03290 0.03011 = 0.02030 0.00713 0.00858 0.00140 AFIX 43 H15 2 0.853741 0.766895 0.292595 11.00000 -1.20000 AFIX 0 C16 1 0.886665 0.656163 0.336196 11.00000 0.02139 0.02645 = 0.01647 0.00216 0.00519 -0.00443 C17 1 0.873261 0.674946 0.382215 11.00000 0.02428 0.02090 = 0.01780 -0.00103 0.00597 -0.00327 C18 1 0.845455 0.723412 0.445103 11.00000 0.03346 0.03631 = 0.01717 0.00031 0.01204 0.00420 AFIX 43 H18 2 0.828821 0.759165 0.464789 11.00000 -1.20000 AFIX 0 C19 1 0.873392 0.644433 0.458832 11.00000 0.03471 0.03344 = 0.01829 0.00130 0.01180 0.00145 AFIX 43 H19 2 0.880035 0.614608 0.490350 11.00000 -1.20000 AFIX 0 C20 1 1.090972 0.644019 0.508227 11.00000 0.02639 0.02706 = 0.01290 0.00286 0.00463 -0.00572 C21 1 1.147211 0.624144 0.509800 11.00000 0.02796 0.02552 = 0.02827 0.00584 0.00692 -0.00231 C22 1 1.193317 0.684246 0.528711 11.00000 0.02257 0.03897 = 0.03482 0.01433 -0.00133 -0.00683 C23 1 1.182864 0.765065 0.546658 11.00000 0.03915 0.03855 = 0.02689 0.00550 -0.00193 -0.02112 C24 1 1.128103 0.787537 0.545399 11.00000 0.05840 0.02562 = 0.02988 -0.00465 0.01830 -0.01478 C25 1 1.082058 0.727752 0.525679 11.00000 0.03804 0.02867 = 0.02855 0.00090 0.01670 -0.00551 C26 1 0.966529 0.198230 0.323071 11.00000 0.02046 0.04238 = 0.03274 -0.01366 0.00615 0.00582 C27 1 0.981072 0.115010 0.347101 11.00000 0.02563 0.04424 = 0.04107 -0.00896 0.01048 0.00506 C28 1 0.963328 0.038824 0.316695 11.00000 0.03504 0.04253 = 0.05439 -0.00983 0.01576 0.00421 AFIX 43 H28 2 0.972955 -0.018815 0.331863 11.00000 -1.20000 AFIX 0 C29 1 0.932465 0.044814 0.265666 11.00000 0.02992 0.05530 = 0.05635 -0.02792 0.00978 -0.00155 C30 1 0.919922 0.127946 0.243562 11.00000 0.02848 0.06814 = 0.03989 -0.02327 0.00579 0.00171 AFIX 43 H30 2 0.898901 0.131364 0.207963 11.00000 -1.20000 AFIX 0 C31 1 0.936435 0.207263 0.270651 11.00000 0.02420 0.05219 = 0.03408 -0.00922 0.01001 0.00557 C32 1 1.014299 0.106963 0.403298 11.00000 0.04022 0.04799 = 0.04093 -0.00315 0.00665 0.01257 AFIX 137 H32A 2 1.052673 0.136501 0.411651 11.00000 21.00000 H32B 2 1.020125 0.043361 0.412711 11.00000 21.00000 H32C 2 0.991771 0.135779 0.422188 11.00000 21.00000 AFIX 0 C33 1 0.913329 -0.039882 0.233203 11.00000 0.05401 0.06805 = 0.08294 -0.03975 0.00532 -0.00741 AFIX 137 H33A 2 0.939498 -0.049752 0.213690 11.00000 31.00000 H33B 2 0.872782 -0.032538 0.209705 11.00000 31.00000 H33C 2 0.915445 -0.091634 0.255409 11.00000 31.00000 AFIX 0 C34 1 0.921653 0.297854 0.246136 11.00000 0.03113 0.06444 = 0.02982 -0.00546 0.00763 0.00265 AFIX 137 H34A 2 0.893010 0.327688 0.258396 11.00000 41.00000 H34B 2 0.904783 0.290772 0.209062 11.00000 41.00000 H34C 2 0.957505 0.334314 0.254925 11.00000 41.00000 AFIX 0 C35 1 0.821778 0.821780 0.367531 11.00000 0.02691 0.02111 = 0.01735 0.00019 0.00614 0.00233 C36 1 0.854216 0.900742 0.378039 11.00000 0.02689 0.02767 = 0.02523 -0.00044 0.00671 -0.00220 C37 1 0.832162 0.973928 0.346592 11.00000 0.03434 0.01953 = 0.03762 -0.00018 0.01081 -0.00444 AFIX 43 H37 2 0.853665 1.028657 0.353182 11.00000 -1.20000 AFIX 0 C38 1 0.779208 0.969379 0.305502 11.00000 0.03703 0.02389 = 0.02944 0.00321 0.01060 0.00676 C39 1 0.747338 0.889828 0.297091 11.00000 0.02601 0.03111 = 0.02368 -0.00037 0.00427 0.00408 AFIX 43 H39 2 0.710666 0.886794 0.269837 11.00000 -1.20000 AFIX 0 C40 1 0.767606 0.814591 0.327430 11.00000 0.02836 0.02705 = 0.02016 -0.00296 0.00633 0.00112 C41 1 0.911980 0.907196 0.421977 11.00000 0.03585 0.03934 = 0.03798 0.00054 -0.00296 -0.00551 AFIX 137 H41A 2 0.931246 0.964258 0.419994 11.00000 51.00000 H41B 2 0.937573 0.857263 0.420196 11.00000 51.00000 H41C 2 0.904572 0.904249 0.454228 11.00000 51.00000 AFIX 0 C42 1 0.756098 1.048889 0.270811 11.00000 0.05707 0.02821 = 0.04478 0.01138 0.00407 0.00442 AFIX 137 H42A 2 0.736250 1.090433 0.286741 11.00000 61.00000 H42B 2 0.728084 1.028062 0.238186 11.00000 61.00000 H42C 2 0.788962 1.079771 0.264994 11.00000 61.00000 AFIX 0 C43 1 0.733362 0.728895 0.317545 11.00000 0.03798 0.03233 = 0.03157 -0.00016 0.00134 -0.01124 AFIX 137 H43A 2 0.758262 0.679883 0.313253 11.00000 71.00000 H43B 2 0.698776 0.735020 0.286483 11.00000 71.00000 H43C 2 0.720588 0.715579 0.346416 11.00000 71.00000 AFIX 0 CL3 3 1.130378 0.736104 0.389430 11.00000 0.04696 0.08819 = 0.05985 -0.00907 0.01009 -0.00782 PART 1 CL4A 3 1.021140 0.816676 0.383691 10.75000 0.07266 0.05945 = 0.19137 -0.03417 0.04063 0.01009 PART 0 PART 2 CL4B 3 1.017833 0.806574 0.328913 10.25000 0.03910 0.08354 = 0.12207 0.06825 0.02444 0.01574 PART 0 C45 1 1.053509 0.724533 0.365966 11.00000 0.04679 0.03367 = 0.04326 -0.00275 0.02260 -0.00841 PART 1 AFIX 23 H45A 2 1.039351 0.719714 0.328356 10.75000 -1.20000 H45B 2 1.042205 0.668975 0.379715 10.75000 -1.20000 AFIX 23 PART 0 PART 2 H45D 2 1.043408 0.667501 0.346704 10.25000 -1.20000 H45C 2 1.039586 0.720002 0.395239 10.25000 -1.20000 AFIX 0 PART 0 CL1 3 0.645415 0.477017 0.476792 11.00000 0.07236 0.08629 = 0.05698 0.02882 0.02990 0.02495 CL2 3 0.683749 0.592535 0.411878 11.00000 0.13205 0.14715 = 0.09685 0.00475 0.05489 -0.06582 C44 1 0.652135 0.488988 0.417337 11.00000 0.08680 0.07139 = 0.06627 0.02027 0.04314 0.02628 AFIX 23 H44A 2 0.612734 0.484297 0.390587 11.00000 -1.20000 H44B 2 0.676917 0.439833 0.411987 11.00000 -1.20000 AFIX 0 CL5 3 1.162377 0.496387 0.366176 11.00000 0.05503 0.07899 = 0.07077 0.01361 0.03235 0.00804 CL6 3 1.206034 0.350659 0.437430 11.00000 0.05183 0.07816 = 0.06855 0.01313 0.02703 0.00850 C46 1 1.222532 0.455054 0.416813 11.00000 0.04335 0.06079 = 0.06749 -0.01461 0.03019 -0.00464 AFIX 23 H46A 2 1.256980 0.448817 0.405700 11.00000 -1.20000 H46B 2 1.232928 0.498262 0.445464 11.00000 -1.20000 AFIX 0 HKLF 4 REM 16srv481 in C2/c #15 REM R1 = 0.0424 for 11072 Fo > 4sig(Fo) and 0.0612 for all 13754 data REM 616 parameters refined using 0 restraints END WGHT 0.0550 46.0711 REM Highest difference peak 3.041, deepest hole -1.446, 1-sigma level 0.145 Q1 1 0.9585 0.5127 0.3918 11.00000 0.05 3.04 Q2 1 0.9113 0.5045 0.4175 11.00000 0.05 2.29 Q3 1 0.9130 0.5532 0.4116 11.00000 0.05 1.72 Q4 1 0.9361 0.5630 0.4091 11.00000 0.05 1.50 Q5 1 0.9378 0.4628 0.4108 11.00000 0.05 1.47 Q6 1 0.6800 0.6465 0.4248 11.00000 0.05 1.26 Q7 1 1.1163 0.7813 0.4108 11.00000 0.05 1.07 Q8 1 1.0969 0.8203 0.4150 11.00000 0.05 0.97 Q9 1 0.6857 1.0345 0.2806 11.00000 0.05 0.87 Q10 1 1.0203 0.8207 0.3515 11.00000 0.05 0.86 Q11 1 1.0615 0.8392 0.3972 11.00000 0.05 0.77 Q12 1 0.9987 0.7794 0.3217 11.00000 0.05 0.65 Q13 1 0.7076 0.5636 0.4342 11.00000 0.05 0.65 Q14 1 0.6986 0.5407 0.5133 11.00000 0.05 0.65 Q15 1 1.1609 0.5591 0.5202 11.00000 0.05 0.59 Q16 1 0.6687 0.9785 0.2585 11.00000 0.05 0.56 Q17 1 1.0114 0.8003 0.3050 11.00000 0.05 0.56 Q18 1 0.6833 0.5427 0.4376 11.00000 0.05 0.55 Q19 1 1.0307 0.7756 0.3305 11.00000 0.05 0.54 Q20 1 0.8991 0.5606 0.2032 11.00000 0.05 0.54 ; _shelx_res_checksum 68420 _olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems' _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ir Ir 0.93847(2) 0.51080(2) 0.40722(2) 0.01887(5) Uani 1 1 d . . . . F1 F 0.71417(11) 0.3850(2) 0.33999(12) 0.0440(7) Uani 1 1 d . . . . F2 F 0.93522(13) 0.5802(2) 0.21644(10) 0.0400(7) Uani 1 1 d . . . . F3 F 1.15808(12) 0.54434(19) 0.49233(12) 0.0412(7) Uani 1 1 d . . . . F4 F 1.24758(13) 0.6619(2) 0.53034(15) 0.0583(10) Uani 1 1 d . . . . F5 F 1.22752(15) 0.8229(2) 0.56729(13) 0.0608(10) Uani 1 1 d . . . . F6 F 1.11828(18) 0.8670(2) 0.56356(14) 0.0613(10) Uani 1 1 d . . . . F7 F 1.02878(14) 0.7505(2) 0.52453(13) 0.0483(8) Uani 1 1 d . . . . O O 1.01397(12) 0.59337(19) 0.43690(10) 0.0235(6) Uani 1 1 d . . . . N1 N 0.97464(14) 0.4739(2) 0.48605(12) 0.0188(6) Uani 1 1 d . . . . N2 N 0.98205(14) 0.4087(2) 0.38850(12) 0.0223(7) Uani 1 1 d . . . . N3 N 0.98406(15) 0.2788(3) 0.35302(14) 0.0295(8) Uani 1 1 d . . . . N4 N 0.89086(15) 0.6137(2) 0.41972(12) 0.0226(7) Uani 1 1 d . . . . N5 N 0.84562(15) 0.7425(2) 0.39676(12) 0.0238(7) Uani 1 1 d . . . . C1 C 1.04012(17) 0.5828(3) 0.48483(14) 0.0200(7) Uani 1 1 d . . . . C2 C 0.87147(16) 0.4261(3) 0.37543(13) 0.0186(7) Uani 1 1 d . . . . C3 C 0.81204(17) 0.4378(3) 0.36858(15) 0.0241(8) Uani 1 1 d . . . . H3 H 0.7992 0.4913 0.3800 0.029 Uiso 1 1 calc R . . . C4 C 0.77185(18) 0.3713(3) 0.34520(16) 0.0289(9) Uani 1 1 d . . . . C5 C 0.78605(18) 0.2923(3) 0.32750(15) 0.0267(8) Uani 1 1 d . . . . H5 H 0.7568 0.2484 0.3120 0.032 Uiso 1 1 calc R . . . C6 C 0.84475(18) 0.2782(3) 0.33296(15) 0.0257(8) Uani 1 1 d . . . . H6 H 0.8564 0.2240 0.3211 0.031 Uiso 1 1 calc R . . . C7 C 0.88661(17) 0.3444(3) 0.35604(14) 0.0214(8) Uani 1 1 d . . . . C8 C 0.94947(17) 0.3404(3) 0.36465(14) 0.0221(8) Uani 1 1 d . . . . C9 C 1.04160(19) 0.3121(3) 0.37134(18) 0.0332(10) Uani 1 1 d . . . . H9 H 1.0757 0.2837 0.3690 0.040 Uiso 1 1 calc R . . . C10 C 1.03933(18) 0.3922(3) 0.39303(15) 0.0277(9) Uani 1 1 d . . . . H10 H 1.0719 0.4306 0.4088 0.033 Uiso 1 1 calc R . . . C11 C 0.91669(16) 0.5740(3) 0.33962(14) 0.0196(7) Uani 1 1 d . . . . C12 C 0.93244(18) 0.5493(3) 0.29796(15) 0.0241(8) Uani 1 1 d . . . . H12 H 0.9526 0.4944 0.2982 0.029 Uiso 1 1 calc R . . . C13 C 0.91822(19) 0.6059(3) 0.25622(15) 0.0296(9) Uani 1 1 d . . . . C14 C 0.8901(2) 0.6864(3) 0.25265(16) 0.0327(10) Uani 1 1 d . . . . H14 H 0.8820 0.7234 0.2234 0.039 Uiso 1 1 calc R . . . C15 C 0.87375(19) 0.7117(3) 0.29359(15) 0.0279(9) Uani 1 1 d . . . . H15 H 0.8537 0.7669 0.2926 0.034 Uiso 1 1 calc R . . . C16 C 0.88666(17) 0.6562(3) 0.33620(14) 0.0218(8) Uani 1 1 d . . . . C17 C 0.87326(17) 0.6749(3) 0.38221(14) 0.0213(8) Uani 1 1 d . . . . C18 C 0.8455(2) 0.7234(3) 0.44510(15) 0.0281(9) Uani 1 1 d . . . . H18 H 0.8288 0.7592 0.4648 0.034 Uiso 1 1 calc R . . . C19 C 0.8734(2) 0.6444(3) 0.45883(16) 0.0281(9) Uani 1 1 d . . . . H19 H 0.8800 0.6146 0.4904 0.034 Uiso 1 1 calc R . . . C20 C 1.09097(18) 0.6440(3) 0.50823(14) 0.0227(8) Uani 1 1 d . . . . C21 C 1.14721(19) 0.6241(3) 0.50980(16) 0.0280(9) Uani 1 1 d . . . . C22 C 1.19332(19) 0.6842(3) 0.52871(18) 0.0351(11) Uani 1 1 d . . . . C23 C 1.1829(2) 0.7651(3) 0.54666(18) 0.0384(12) Uani 1 1 d . . . . C24 C 1.1281(2) 0.7875(3) 0.54540(18) 0.0372(11) Uani 1 1 d . . . . C25 C 1.0821(2) 0.7278(3) 0.52568(17) 0.0304(9) Uani 1 1 d . . . . C26 C 0.96653(19) 0.1982(3) 0.32307(18) 0.0327(10) Uani 1 1 d . . . . C27 C 0.9811(2) 0.1150(4) 0.34710(19) 0.0373(11) Uani 1 1 d . . . . C28 C 0.9633(2) 0.0388(4) 0.3167(2) 0.0439(12) Uani 1 1 d . . . . H28 H 0.9730 -0.0188 0.3319 0.053 Uiso 1 1 calc R . . . C29 C 0.9325(2) 0.0448(4) 0.2657(2) 0.0485(14) Uani 1 1 d . . . . C30 C 0.9199(2) 0.1279(4) 0.2436(2) 0.0471(14) Uani 1 1 d . . . . H30 H 0.8989 0.1314 0.2080 0.057 Uiso 1 1 calc R . . . C31 C 0.9364(2) 0.2073(4) 0.27065(18) 0.0368(11) Uani 1 1 d . . . . C32 C 1.0143(2) 0.1070(4) 0.4033(2) 0.0450(13) Uani 1 1 d . . . . H32A H 1.0527 0.1365 0.4117 0.064(11) Uiso 1 1 calc GR . . . H32B H 1.0201 0.0434 0.4127 0.064(11) Uiso 1 1 calc GR . . . H32C H 0.9918 0.1358 0.4222 0.064(11) Uiso 1 1 calc GR . . . C33 C 0.9133(3) -0.0399(5) 0.2332(3) 0.073(2) Uani 1 1 d . . . . H33A H 0.9395 -0.0498 0.2137 0.12(2) Uiso 1 1 calc GR . . . H33B H 0.8728 -0.0325 0.2097 0.12(2) Uiso 1 1 calc GR . . . H33C H 0.9154 -0.0916 0.2554 0.12(2) Uiso 1 1 calc GR . . . C34 C 0.9217(2) 0.2979(4) 0.24614(19) 0.0426(12) Uani 1 1 d . . . . H34A H 0.8930 0.3277 0.2584 0.059(11) Uiso 1 1 calc GR . . . H34B H 0.9048 0.2908 0.2091 0.059(11) Uiso 1 1 calc GR . . . H34C H 0.9575 0.3343 0.2549 0.059(11) Uiso 1 1 calc GR . . . C35 C 0.82178(18) 0.8218(3) 0.36753(14) 0.0222(8) Uani 1 1 d . . . . C36 C 0.85422(19) 0.9007(3) 0.37804(16) 0.0272(9) Uani 1 1 d . . . . C37 C 0.8322(2) 0.9739(3) 0.34659(18) 0.0309(9) Uani 1 1 d . . . . H37 H 0.8537 1.0287 0.3532 0.037 Uiso 1 1 calc R . . . C38 C 0.7792(2) 0.9694(3) 0.30550(17) 0.0304(9) Uani 1 1 d . . . . C39 C 0.74734(19) 0.8898(3) 0.29709(16) 0.0281(9) Uani 1 1 d . . . . H39 H 0.7107 0.8868 0.2698 0.034 Uiso 1 1 calc R . . . C40 C 0.76761(19) 0.8146(3) 0.32743(15) 0.0257(8) Uani 1 1 d . . . . C41 C 0.9120(2) 0.9072(4) 0.4220(2) 0.0419(12) Uani 1 1 d . . . . H41A H 0.9312 0.9643 0.4200 0.062(11) Uiso 1 1 calc GR . . . H41B H 0.9376 0.8573 0.4202 0.062(11) Uiso 1 1 calc GR . . . H41C H 0.9046 0.9042 0.4542 0.062(11) Uiso 1 1 calc GR . . . C42 C 0.7561(3) 1.0489(3) 0.2708(2) 0.0469(13) Uani 1 1 d . . . . H42A H 0.7363 1.0904 0.2867 0.084(14) Uiso 1 1 calc GR . . . H42B H 0.7281 1.0281 0.2382 0.084(14) Uiso 1 1 calc GR . . . H42C H 0.7890 1.0798 0.2650 0.084(14) Uiso 1 1 calc GR . . . C43 C 0.7334(2) 0.7289(3) 0.31754(18) 0.0368(11) Uani 1 1 d . . . . H43A H 0.7583 0.6799 0.3133 0.045(9) Uiso 1 1 calc GR . . . H43B H 0.6988 0.7350 0.2865 0.045(9) Uiso 1 1 calc GR . . . H43C H 0.7206 0.7156 0.3464 0.045(9) Uiso 1 1 calc GR . . . Cl3 Cl 1.13038(7) 0.73610(14) 0.38943(7) 0.0672(5) Uani 1 1 d . . . . Cl4A Cl 1.02114(14) 0.8167(2) 0.38369(18) 0.1092(13) Uani 0.75 1 d . P A 1 Cl4B Cl 1.0178(3) 0.8066(6) 0.3289(4) 0.082(3) Uani 0.25 1 d . P A 2 C45 C 1.0535(2) 0.7245(3) 0.3660(2) 0.0394(11) Uani 1 1 d . . . . H45A H 1.0394 0.7197 0.3284 0.047 Uiso 0.75 1 calc R P A 1 H45B H 1.0422 0.6690 0.3797 0.047 Uiso 0.75 1 calc R P A 1 H45D H 1.0434 0.6675 0.3467 0.047 Uiso 0.25 1 calc R P A 2 H45C H 1.0396 0.7200 0.3952 0.047 Uiso 0.25 1 calc R P A 2 Cl1 Cl 0.64542(9) 0.47702(14) 0.47679(7) 0.0699(5) Uani 1 1 d . . . . Cl2 Cl 0.68375(13) 0.5925(2) 0.41188(10) 0.1213(11) Uani 1 1 d . . . . C44 C 0.6521(4) 0.4890(5) 0.4173(3) 0.070(2) Uani 1 1 d . . . . H44A H 0.6127 0.4843 0.3906 0.085 Uiso 1 1 calc R . . . H44B H 0.6769 0.4398 0.4120 0.085 Uiso 1 1 calc R . . . Cl5 Cl 1.16238(8) 0.49639(12) 0.36618(8) 0.0655(5) Uani 1 1 d . . . . Cl6 Cl 1.20603(7) 0.35066(13) 0.43743(7) 0.0646(4) Uani 1 1 d . . . . C46 C 1.2225(3) 0.4551(5) 0.4168(3) 0.0543(15) Uani 1 1 d . . . . H46A H 1.2570 0.4488 0.4057 0.065 Uiso 1 1 calc R . . . H46B H 1.2329 0.4983 0.4455 0.065 Uiso 1 1 calc R . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.01794(8) 0.02345(8) 0.01410(7) 0.00252(5) 0.00411(5) -0.00144(5) F1 0.0170(13) 0.063(2) 0.0502(18) -0.0098(15) 0.0097(12) -0.0026(12) F2 0.0450(16) 0.0591(19) 0.0218(13) 0.0089(12) 0.0191(12) 0.0136(14) F3 0.0312(14) 0.0323(15) 0.063(2) 0.0015(13) 0.0194(14) 0.0023(11) F4 0.0229(14) 0.056(2) 0.086(3) 0.0225(18) 0.0062(15) -0.0053(13) F5 0.060(2) 0.055(2) 0.0489(19) 0.0029(15) -0.0046(16) -0.0391(17) F6 0.095(3) 0.0351(17) 0.065(2) -0.0214(15) 0.041(2) -0.0235(17) F7 0.0513(19) 0.0360(16) 0.072(2) -0.0090(15) 0.0404(17) -0.0016(14) O 0.0250(14) 0.0277(15) 0.0152(13) 0.0043(10) 0.0036(11) -0.0069(11) N1 0.0195(16) 0.0193(16) 0.0162(14) 0.0027(11) 0.0046(12) -0.0028(12) N2 0.0170(15) 0.0295(18) 0.0193(16) 0.0026(13) 0.0048(12) -0.0011(13) N3 0.0172(16) 0.040(2) 0.0267(18) -0.0069(15) 0.0021(14) 0.0031(14) N4 0.0221(16) 0.0290(18) 0.0152(15) 0.0012(12) 0.0044(13) -0.0043(13) N5 0.0296(18) 0.0268(18) 0.0163(15) 0.0013(12) 0.0094(13) 0.0012(14) C1 0.0195(18) 0.0228(19) 0.0170(17) 0.0008(13) 0.0054(14) -0.0013(14) C2 0.0197(18) 0.0243(18) 0.0100(15) 0.0028(13) 0.0029(13) -0.0009(14) C3 0.0206(19) 0.030(2) 0.0209(19) 0.0022(15) 0.0064(15) 0.0027(15) C4 0.0155(18) 0.045(3) 0.023(2) 0.0060(17) 0.0030(15) 0.0003(17) C5 0.0197(19) 0.035(2) 0.023(2) -0.0017(16) 0.0042(15) -0.0067(16) C6 0.024(2) 0.027(2) 0.0220(19) -0.0015(15) 0.0028(16) -0.0022(15) C7 0.0201(18) 0.026(2) 0.0157(17) 0.0030(14) 0.0031(14) 0.0003(14) C8 0.0177(18) 0.030(2) 0.0162(17) 0.0009(14) 0.0035(14) 0.0013(15) C9 0.017(2) 0.050(3) 0.032(2) -0.002(2) 0.0082(17) 0.0061(18) C10 0.0182(19) 0.043(3) 0.0183(19) -0.0005(16) 0.0023(15) -0.0023(17) C11 0.0169(17) 0.0269(19) 0.0140(16) 0.0019(13) 0.0040(13) -0.0023(14) C12 0.0228(19) 0.032(2) 0.0194(18) 0.0029(15) 0.0100(15) 0.0008(16) C13 0.029(2) 0.047(3) 0.0161(19) 0.0001(17) 0.0111(16) 0.0012(19) C14 0.035(2) 0.043(3) 0.021(2) 0.0118(18) 0.0119(18) 0.004(2) C15 0.033(2) 0.030(2) 0.0203(19) 0.0071(16) 0.0086(17) 0.0014(17) C16 0.0214(19) 0.026(2) 0.0165(17) 0.0022(14) 0.0052(15) -0.0044(15) C17 0.0243(19) 0.0209(19) 0.0178(18) -0.0010(13) 0.0060(15) -0.0033(14) C18 0.033(2) 0.036(2) 0.0172(19) 0.0003(16) 0.0120(17) 0.0042(18) C19 0.035(2) 0.033(2) 0.0183(19) 0.0013(16) 0.0118(17) 0.0014(18) C20 0.026(2) 0.027(2) 0.0129(17) 0.0029(14) 0.0046(15) -0.0057(15) C21 0.028(2) 0.026(2) 0.028(2) 0.0058(16) 0.0069(17) -0.0023(16) C22 0.023(2) 0.039(3) 0.035(2) 0.0143(19) -0.0013(18) -0.0068(18) C23 0.039(3) 0.039(3) 0.027(2) 0.0055(19) -0.0019(19) -0.021(2) C24 0.058(3) 0.026(2) 0.030(2) -0.0047(17) 0.018(2) -0.015(2) C25 0.038(2) 0.029(2) 0.029(2) 0.0009(17) 0.0167(19) -0.0055(18) C26 0.020(2) 0.042(3) 0.033(2) -0.0137(19) 0.0061(17) 0.0058(18) C27 0.026(2) 0.044(3) 0.041(3) -0.009(2) 0.010(2) 0.0051(19) C28 0.035(3) 0.043(3) 0.054(3) -0.010(2) 0.016(2) 0.004(2) C29 0.030(3) 0.055(3) 0.056(3) -0.028(3) 0.010(2) -0.002(2) C30 0.028(3) 0.068(4) 0.040(3) -0.023(3) 0.006(2) 0.002(2) C31 0.024(2) 0.052(3) 0.034(2) -0.009(2) 0.0100(19) 0.006(2) C32 0.040(3) 0.048(3) 0.041(3) -0.003(2) 0.007(2) 0.013(2) C33 0.054(4) 0.068(5) 0.083(5) -0.040(4) 0.005(4) -0.007(3) C34 0.031(3) 0.064(4) 0.030(2) -0.005(2) 0.008(2) 0.003(2) C35 0.027(2) 0.0211(19) 0.0174(18) 0.0002(14) 0.0061(15) 0.0023(15) C36 0.027(2) 0.028(2) 0.025(2) -0.0004(16) 0.0067(17) -0.0022(16) C37 0.034(2) 0.020(2) 0.038(2) -0.0002(17) 0.0108(19) -0.0044(17) C38 0.037(2) 0.024(2) 0.029(2) 0.0032(16) 0.0106(19) 0.0068(17) C39 0.026(2) 0.031(2) 0.024(2) -0.0004(16) 0.0043(17) 0.0041(17) C40 0.028(2) 0.027(2) 0.0202(19) -0.0030(15) 0.0063(16) 0.0011(16) C41 0.036(3) 0.039(3) 0.038(3) 0.001(2) -0.003(2) -0.006(2) C42 0.057(3) 0.028(3) 0.045(3) 0.011(2) 0.004(3) 0.004(2) C43 0.038(3) 0.032(2) 0.032(2) -0.0002(18) 0.001(2) -0.0112(19) Cl3 0.0470(9) 0.0882(13) 0.0598(10) -0.0091(9) 0.0101(7) -0.0078(8) Cl4A 0.0727(18) 0.0595(16) 0.191(4) -0.034(2) 0.041(2) 0.0101(13) Cl4B 0.039(3) 0.084(5) 0.122(7) 0.068(5) 0.024(4) 0.016(3) C45 0.047(3) 0.034(3) 0.043(3) -0.003(2) 0.023(2) -0.008(2) Cl1 0.0724(11) 0.0863(13) 0.0570(10) 0.0288(9) 0.0299(9) 0.0249(9) Cl2 0.132(2) 0.147(3) 0.0968(18) 0.0047(16) 0.0549(16) -0.066(2) C44 0.087(6) 0.071(5) 0.066(5) 0.020(4) 0.043(4) 0.026(4) Cl5 0.0550(9) 0.0790(12) 0.0708(11) 0.0136(8) 0.0323(9) 0.0080(8) Cl6 0.0518(9) 0.0782(11) 0.0686(11) 0.0131(9) 0.0270(8) 0.0085(8) C46 0.043(3) 0.061(4) 0.067(4) -0.015(3) 0.030(3) -0.005(3) 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' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1.00 0.00 1.00 0.0100 1.00 0.00 -1.00 0.0270 -1.00 0.00 0.00 0.0220 0.00 -1.00 1.00 0.0920 -2.00 1.00 -3.00 0.0280 -1.00 2.00 3.00 0.0700 0.00 0.00 1.00 0.0180 0.00 0.00 -1.00 0.0350 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 O Ir N1 75.87(11) . . N2 Ir O 94.66(12) . . N2 Ir N1 90.59(13) . . N4 Ir O 87.61(12) . . N4 Ir N1 94.03(13) . . N4 Ir N2 175.24(12) . . C2 Ir O 174.30(13) . . C2 Ir N1 105.96(13) . . C2 Ir N2 79.99(14) . . C2 Ir N4 97.58(15) . . C2 Ir C11 88.21(15) . . C11 Ir O 90.38(13) . . C11 Ir N1 165.35(14) . . C11 Ir N2 95.64(14) . . C11 Ir N4 80.14(14) . . C1 O Ir 112.7(2) . . N1 N1 Ir 112.9(3) 5_766 . C1 N1 Ir 134.8(3) 5_766 . C1 N1 N1 112.2(4) 5_766 5_766 C8 N2 Ir 115.9(3) . . C8 N2 C10 108.5(4) . . C10 N2 Ir 135.5(3) . . C8 N3 C9 106.9(4) . . C8 N3 C26 128.4(4) . . C9 N3 C26 124.3(4) . . C17 N4 Ir 115.2(3) . . C17 N4 C19 107.0(3) . . C19 N4 Ir 137.6(3) . . C17 N5 C18 108.1(3) . . C17 N5 C35 125.8(3) . . C18 N5 C35 126.1(3) . . O C1 N1 126.2(3) . 5_766 O C1 C20 114.8(3) . . N1 C1 C20 119.0(3) 5_766 . C3 C2 Ir 128.3(3) . . C3 C2 C7 116.2(4) . . C7 C2 Ir 115.4(3) . . C4 C3 C2 119.9(4) . . F1 C4 C3 117.9(4) . . C5 C4 F1 117.8(4) . . C5 C4 C3 124.3(4) . . C4 C5 C6 117.8(4) . . C5 C6 C7 119.5(4) . . C2 C7 C8 111.2(3) . . C6 C7 C2 122.3(4) . . C6 C7 C8 126.4(4) . . N2 C8 N3 109.4(3) . . N2 C8 C7 117.3(4) . . N3 C8 C7 133.2(4) . . C10 C9 N3 106.8(4) . . C9 C10 N2 108.4(4) . . C12 C11 Ir 127.1(3) . . C12 C11 C16 117.1(3) . . C16 C11 Ir 115.5(3) . . C13 C12 C11 119.0(4) . . F2 C13 C12 117.3(4) . . C14 C13 F2 118.0(4) . . C14 C13 C12 124.6(4) . . C13 C14 C15 117.1(4) . . C14 C15 C16 120.1(4) . . C11 C16 C17 111.9(3) . . C15 C16 C11 122.0(4) . . C15 C16 C17 126.0(4) . . N4 C17 N5 109.1(3) . . N4 C17 C16 116.8(4) . . N5 C17 C16 134.0(4) . . C19 C18 N5 106.7(4) . . C18 C19 N4 109.0(4) . . C21 C20 C1 122.6(4) . . C21 C20 C25 117.1(4) . . C25 C20 C1 120.1(4) . . F3 C21 C20 119.6(4) . . F3 C21 C22 118.5(4) . . C20 C21 C22 122.0(4) . . F4 C22 C21 120.2(5) . . F4 C22 C23 120.8(4) . . C23 C22 C21 119.0(5) . . F5 C23 C22 120.0(5) . . F5 C23 C24 119.1(5) . . C24 C23 C22 120.9(4) . . F6 C24 C23 120.5(4) . . F6 C24 C25 119.7(5) . . C23 C24 C25 119.8(5) . . F7 C25 C20 119.5(4) . . F7 C25 C24 119.3(4) . . C20 C25 C24 121.2(4) . . C27 C26 N3 119.0(4) . . C27 C26 C31 122.9(4) . . C31 C26 N3 118.1(4) . . C26 C27 C32 122.0(4) . . C28 C27 C26 117.1(5) . . C28 C27 C32 120.9(5) . . C29 C28 C27 121.8(6) . . C28 C29 C30 119.1(5) . . C28 C29 C33 120.7(7) . . C30 C29 C33 120.2(6) . . C29 C30 C31 123.1(5) . . C26 C31 C34 121.4(5) . . C30 C31 C26 116.0(5) . . C30 C31 C34 122.6(5) . . C36 C35 N5 119.3(4) . . C36 C35 C40 122.5(4) . . C40 C35 N5 118.2(4) . . C35 C36 C41 121.5(4) . . C37 C36 C35 117.8(4) . . C37 C36 C41 120.7(4) . . C36 C37 C38 121.8(4) . . C37 C38 C42 121.4(4) . . C39 C38 C37 118.6(4) . . C39 C38 C42 120.0(4) . . C38 C39 C40 121.8(4) . . C35 C40 C43 121.2(4) . . C39 C40 C35 117.5(4) . . C39 C40 C43 121.3(4) . . Cl4A C45 Cl3 109.9(3) . . Cl4B C45 Cl3 114.9(4) . . Cl1 C44 Cl2 111.3(5) . . Cl6 C46 Cl5 110.9(3) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Ir O 2.119(3) . Ir N1 2.143(3) . Ir N2 2.020(3) . Ir N4 2.019(4) . Ir C2 2.003(4) . Ir C11 2.012(4) . F1 C4 1.368(5) . F2 C13 1.368(5) . F3 C21 1.345(5) . F4 C22 1.340(6) . F5 C23 1.346(5) . F6 C24 1.341(6) . F7 C25 1.323(5) . O C1 1.279(4) . N1 N1 1.433(6) 5_766 N1 C1 1.307(5) 5_766 N2 C8 1.318(5) . N2 C10 1.370(5) . N3 C8 1.355(5) . N3 C9 1.398(6) . N3 C26 1.440(6) . N4 C17 1.344(5) . N4 C19 1.381(5) . N5 C17 1.347(5) . N5 C18 1.384(5) . N5 C35 1.438(5) . C1 N1 1.307(5) 5_766 C1 C20 1.489(5) . C2 C3 1.395(5) . C2 C7 1.430(5) . C3 C4 1.383(6) . C4 C5 1.366(6) . C5 C6 1.391(6) . C6 C7 1.401(5) . C7 C8 1.457(5) . C9 C10 1.348(7) . C11 C12 1.395(5) . C11 C16 1.410(6) . C12 C13 1.384(6) . C13 C14 1.365(7) . C14 C15 1.387(6) . C15 C16 1.394(5) . C16 C17 1.460(5) . C18 C19 1.345(6) . C20 C21 1.379(6) . C20 C25 1.383(6) . C21 C22 1.385(6) . C22 C23 1.361(8) . C23 C24 1.356(8) . C24 C25 1.383(6) . C26 C27 1.396(7) . C26 C31 1.400(7) . C27 C28 1.394(7) . C27 C32 1.502(7) . C28 C29 1.366(8) . C29 C30 1.370(9) . C29 C33 1.529(8) . C30 C31 1.385(7) . C31 C34 1.499(8) . C35 C36 1.388(6) . C35 C40 1.404(6) . C36 C37 1.386(6) . C36 C41 1.512(6) . C37 C38 1.396(7) . C38 C39 1.388(6) . C38 C42 1.510(6) . C39 C40 1.388(6) . C40 C43 1.494(6) . Cl3 C45 1.754(6) . Cl4A C45 1.735(6) . Cl4B C45 1.641(8) . Cl1 C44 1.736(7) . Cl2 C44 1.751(8) . Cl5 C46 1.754(7) . Cl6 C46 1.752(7) .