#------------------------------------------------------------------------------ #$Date: 2018-01-23 05:16:25 +0200 (Tue, 23 Jan 2018) $ #$Revision: 205481 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/04/53/7045342.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_7045342 loop_ _publ_author_name 'Congrave, Daniel G.' 'Hsu, Yu-Ting' 'Batsanov, Andrei S.' 'Beeby, Andrew' 'Bryce, Martin R.' _publ_section_title ; Sky-blue emitting bridged diiridium complexes: beneficial effects of intramolecular \p--\p stacking ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/C7DT04201A _journal_year 2018 _chemical_formula_moiety 'C58 H32 F10 Ir2 N6 O2' _chemical_formula_sum 'C58 H32 F10 Ir2 N6 O2' _chemical_formula_weight 1419.29 _space_group_crystal_system tetragonal _space_group_IT_number 88 _space_group_name_Hall '-I 4ad' _space_group_name_H-M_alt 'I 41/a' _symmetry_space_group_name_Hall '-I 4ad' _symmetry_space_group_name_H-M 'I 41/a :2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-02-27 _audit_creation_method ; Olex2 1.2-beta (compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320) ; _audit_update_record ; 2017-09-22 deposited with the CCDC. 2017-12-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 32.9387(17) _cell_length_b 32.9387(17) _cell_length_c 8.6913(4) _cell_measurement_reflns_used 9781 _cell_measurement_temperature 120 _cell_measurement_theta_max 30.03 _cell_measurement_theta_min 2.42 _cell_volume 9429.7(8) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_collection 'APEX3 v.2016.1-0 (Bruker, 2016)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL 2014/7 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 1.000 _diffrn_measured_fraction_theta_max 0.996 _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 0.0854 _diffrn_reflns_av_unetI/netI 0.0401 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_h_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 95915 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.157 _diffrn_reflns_theta_min 2.424 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\mS microsource' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 5.734 _exptl_absorpt_correction_T_max 0.8964 _exptl_absorpt_correction_T_min 0.3838 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details ; SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1254 before and 0.0596 after correction. The Ratio of minimum to maximum transmission is 0.7343. The \l/2 correction factor is Not present. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.999 _exptl_crystal_description needle _exptl_crystal_F_000 5456 _exptl_crystal_preparation Luminescent _exptl_crystal_size_max 0.396 _exptl_crystal_size_mid 0.046 _exptl_crystal_size_min 0.024 _refine_diff_density_max 1.365 _refine_diff_density_min -1.261 _refine_diff_density_rms 0.141 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 352 _refine_ls_number_reflns 6943 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.174 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0328 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0130P)^2^+26.3000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.0556 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5270 _reflns_number_total 6943 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7dt04201a2.cif _cod_data_source_block 9_16srv182 _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 ; _cod_original_cell_volume 9429.7(11) _cod_database_code 7045342 _shelx_shelxl_version_number 2014/7 _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 0.875 _shelx_estimated_absorpt_t_min 0.210 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23) ; _shelx_res_file ; 16srv182.res created by SHELXL-2014/7 TITL 16srv182 in I41/a #88 REM reset to I41/a #88 CELL 0.71073 32.9387 32.9387 8.6913 90 90 90 ZERR 8 0.0017 0.0017 0.0004 0 0 0 LATT 2 SYMM 0.75-Y,0.25+X,0.25+Z SYMM -X,0.5-Y,+Z SYMM 0.25+Y,0.25-X,0.25+Z SFAC C H F Ir N O UNIT 464 256 80 16 48 16 L.S. 7 PLAN 10 SIZE 0.024 0.046 0.396 TEMP -153.15 BOND fmap 2 acta NOHKL REM REM REM WGHT 0.013000 26.299999 FVAR 0.02591 IR 4 0.481739 0.566501 0.131938 11.00000 0.01023 0.00929 = 0.01730 0.00087 -0.00022 0.00018 F1 3 0.608254 0.532264 -0.075476 11.00000 0.01899 0.01821 = 0.03344 0.00241 0.00393 -0.00218 F2 3 0.685459 0.506295 -0.045865 11.00000 0.01751 0.03740 = 0.07336 -0.00072 0.01553 -0.00395 F3 3 0.703615 0.447335 0.158753 11.00000 0.01763 0.03891 = 0.08335 -0.00678 -0.01152 0.01294 F4 3 0.644015 0.413173 0.331299 11.00000 0.04061 0.02879 = 0.04314 0.00382 -0.01617 0.01789 F5 3 0.566480 0.439125 0.300819 11.00000 0.02872 0.02010 = 0.02602 0.00553 -0.00036 0.00084 O 6 0.537515 0.535496 0.189438 11.00000 0.01125 0.01093 = 0.02083 -0.00158 -0.00270 0.00189 N1 5 0.481442 0.511354 -0.004567 11.00000 0.00736 0.00857 = 0.01993 0.00005 0.00169 0.00163 N2 5 0.445006 0.537199 0.283807 11.00000 0.01263 0.01245 = 0.01819 -0.00112 0.00053 -0.00196 N3 5 0.516498 0.599176 -0.018043 11.00000 0.00826 0.01016 = 0.02298 0.00301 -0.00093 -0.00061 C1 1 0.543813 0.504563 0.103752 11.00000 0.01302 0.00927 = 0.01632 0.00475 0.00103 -0.00064 C2 1 0.429293 0.594006 0.083464 11.00000 0.01487 0.00992 = 0.02027 -0.00669 -0.00226 0.00174 C3 1 0.421556 0.624287 -0.024747 11.00000 0.01826 0.01308 = 0.02376 -0.00075 -0.00110 -0.00053 AFIX 43 H3 2 0.442943 0.633444 -0.089349 11.00000 -1.20000 AFIX 0 C4 1 0.383102 0.641362 -0.039967 11.00000 0.02709 0.00991 = 0.03121 -0.00347 -0.00743 0.00373 AFIX 43 H4 2 0.378545 0.661579 -0.115985 11.00000 -1.20000 AFIX 0 C5 1 0.351519 0.629333 0.053813 11.00000 0.01668 0.01832 = 0.03784 -0.00605 -0.00601 0.00500 AFIX 43 H5 2 0.325534 0.641576 0.043951 11.00000 -1.20000 AFIX 0 C6 1 0.358000 0.599295 0.162330 11.00000 0.01528 0.02140 = 0.03640 -0.00664 0.00306 -0.00042 AFIX 43 H6 2 0.336325 0.590761 0.226778 11.00000 -1.20000 AFIX 0 C7 1 0.396055 0.581551 0.177506 11.00000 0.01623 0.01318 = 0.02191 -0.00487 0.00106 0.00037 C8 1 0.405073 0.548676 0.283560 11.00000 0.01503 0.01455 = 0.02327 -0.00615 0.00193 -0.00328 C9 1 0.377447 0.527543 0.375591 11.00000 0.01994 0.02920 = 0.02273 -0.00770 0.00434 -0.00590 AFIX 43 H9 2 0.349643 0.535207 0.376167 11.00000 -1.20000 AFIX 0 C10 1 0.390396 0.495647 0.465441 11.00000 0.02419 0.02484 = 0.02303 0.00139 0.00510 -0.01071 AFIX 43 H10 2 0.371477 0.480808 0.525805 11.00000 -1.20000 AFIX 0 C11 1 0.431305 0.485269 0.467366 11.00000 0.03111 0.01938 = 0.01997 -0.00069 -0.00146 -0.00880 AFIX 43 H11 2 0.440905 0.463933 0.531283 11.00000 -1.20000 AFIX 0 C12 1 0.457523 0.506578 0.374718 11.00000 0.02233 0.01773 = 0.01361 0.00018 -0.00273 -0.00340 AFIX 43 H12 2 0.485470 0.499453 0.374811 11.00000 -1.20000 AFIX 0 C13 1 0.493165 0.615394 0.262609 11.00000 0.00947 0.01153 = 0.02257 -0.00353 -0.00511 0.00358 C14 1 0.484074 0.621386 0.416220 11.00000 0.01505 0.01877 = 0.02458 0.00141 -0.00266 0.00418 AFIX 43 H14 2 0.470289 0.600692 0.471604 11.00000 -1.20000 AFIX 0 C15 1 0.494815 0.657440 0.491881 11.00000 0.01918 0.02444 = 0.02338 -0.00315 -0.00649 0.00515 AFIX 43 H15 2 0.488809 0.660645 0.598098 11.00000 -1.20000 AFIX 0 C16 1 0.514042 0.688262 0.412966 11.00000 0.01775 0.01872 = 0.02971 -0.00791 -0.00821 0.00626 AFIX 43 H16 2 0.520388 0.712984 0.463865 11.00000 -1.20000 AFIX 0 C17 1 0.524040 0.683166 0.260226 11.00000 0.01382 0.01229 = 0.03500 -0.00277 -0.00253 0.00051 AFIX 43 H17 2 0.537219 0.704372 0.205510 11.00000 -1.20000 AFIX 0 C18 1 0.514733 0.646742 0.186236 11.00000 0.00966 0.01261 = 0.02459 -0.00267 -0.00309 0.00172 C19 1 0.528993 0.636440 0.031916 11.00000 0.00987 0.01218 = 0.02509 0.00285 -0.00292 0.00041 C20 1 0.555343 0.659535 -0.057501 11.00000 0.01958 0.01046 = 0.02846 0.00392 -0.00110 -0.00250 AFIX 43 H20 2 0.563856 0.685557 -0.023144 11.00000 -1.20000 AFIX 0 C21 1 0.569041 0.644527 -0.196032 11.00000 0.02326 0.01858 = 0.02524 0.00655 0.00330 -0.00411 AFIX 43 H21 2 0.587303 0.659971 -0.257117 11.00000 -1.20000 AFIX 0 C22 1 0.556035 0.606876 -0.245445 11.00000 0.02453 0.01691 = 0.02383 -0.00016 0.00425 -0.00043 AFIX 43 H22 2 0.565196 0.596021 -0.340577 11.00000 -1.20000 AFIX 0 C23 1 0.529625 0.585468 -0.154390 11.00000 0.01919 0.01136 = 0.02349 0.00116 -0.00217 -0.00070 AFIX 43 H23 2 0.520232 0.559820 -0.189486 11.00000 -1.20000 AFIX 0 C24 1 0.585502 0.486764 0.114590 11.00000 0.01108 0.01210 = 0.02392 -0.00334 -0.00455 0.00086 C25 1 0.616391 0.503423 0.026879 11.00000 0.01842 0.01147 = 0.02649 -0.00233 -0.00299 -0.00068 C26 1 0.656104 0.490572 0.041844 11.00000 0.01436 0.02164 = 0.04429 -0.00679 0.00413 -0.00026 C27 1 0.665032 0.460564 0.145123 11.00000 0.01684 0.02414 = 0.05390 -0.01276 -0.00671 0.00538 C28 1 0.635062 0.443099 0.232515 11.00000 0.02649 0.01492 = 0.03134 -0.00340 -0.01432 0.01014 C29 1 0.595452 0.456352 0.216321 11.00000 0.01605 0.01287 = 0.02247 -0.00321 -0.00269 -0.00080 HKLF 4 REM 16srv182 in I41/a #88 REM R1 = 0.0328 for 5270 Fo > 4sig(Fo) and 0.0566 for all 6943 data REM 352 parameters refined using 0 restraints END WGHT 0.0131 53.5945 REM Highest difference peak 1.365, deepest hole -1.261, 1-sigma level 0.141 Q1 1 0.4814 0.5736 0.2295 11.00000 0.05 1.36 Q2 1 0.4825 0.5568 0.0345 11.00000 0.05 1.09 Q3 1 0.4616 0.5706 0.2033 11.00000 0.05 0.92 Q4 1 0.4810 0.5918 0.0630 11.00000 0.05 0.82 Q5 1 0.4863 0.5400 0.0822 11.00000 0.05 0.78 Q6 1 0.4612 0.5512 0.1311 11.00000 0.05 0.68 Q7 1 0.3578 0.6298 -0.0288 11.00000 0.05 0.62 Q8 1 0.4784 0.5822 0.6352 11.00000 0.05 0.59 Q9 1 0.3604 0.6144 -0.1185 11.00000 0.05 0.58 Q10 1 0.5000 0.7500 0.1250 10.25000 0.05 0.57 ; _shelx_res_checksum 40391 _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' '-y+3/4, x+1/4, z+1/4' '-x, -y+1/2, z' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1/2, -y+1, z+1/2' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x, y-1/2, -z' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x+1/2, y, -z+1/2' '-y+1/4, x+1/4, -z+1/4' 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 Ir Ir 0.48174(2) 0.56650(2) 0.13194(2) 0.01227(4) Uani 1 1 d . F1 F 0.60825(6) 0.53226(6) -0.0755(3) 0.0235(5) Uani 1 1 d . F2 F 0.68546(7) 0.50629(8) -0.0459(3) 0.0428(7) Uani 1 1 d . F3 F 0.70362(7) 0.44734(8) 0.1588(3) 0.0466(7) Uani 1 1 d . F4 F 0.64401(7) 0.41317(7) 0.3313(3) 0.0375(6) Uani 1 1 d . F5 F 0.56648(7) 0.43912(6) 0.3008(3) 0.0249(5) Uani 1 1 d . O O 0.53751(7) 0.53550(7) 0.1894(3) 0.0143(5) Uani 1 1 d . N1 N 0.48144(8) 0.51135(8) -0.0046(3) 0.0120(6) Uani 1 1 d . N2 N 0.51650(8) 0.59918(8) -0.0180(3) 0.0138(6) Uani 1 1 d . N3 N 0.44501(8) 0.53720(8) 0.2838(3) 0.0144(6) Uani 1 1 d . C1 C 0.54381(10) 0.50456(9) 0.1038(4) 0.0129(7) Uani 1 1 d . C2 C 0.49317(10) 0.61539(10) 0.2626(4) 0.0145(7) Uani 1 1 d . C3 C 0.48407(11) 0.62139(11) 0.4162(4) 0.0195(8) Uani 1 1 d . H0aa H 0.4703 0.6007 0.4716 0.023 Uiso 1 1 calc R C4 C 0.49481(11) 0.65744(11) 0.4919(5) 0.0223(8) Uani 1 1 d . H3 H 0.4888 0.6606 0.5981 0.027 Uiso 1 1 calc R C5 C 0.51404(11) 0.68826(11) 0.4130(4) 0.0221(8) Uani 1 1 d . H4 H 0.5204 0.7130 0.4639 0.026 Uiso 1 1 calc R C6 C 0.52404(11) 0.68317(11) 0.2602(5) 0.0204(8) Uani 1 1 d . H5 H 0.5372 0.7044 0.2055 0.024 Uiso 1 1 calc R C7 C 0.51473(10) 0.64674(10) 0.1862(4) 0.0156(7) Uani 1 1 d . C8 C 0.52899(10) 0.63644(10) 0.0319(4) 0.0157(7) Uani 1 1 d . C9 C 0.55534(11) 0.65953(11) -0.0575(4) 0.0195(8) Uani 1 1 d . H9 H 0.5639 0.6856 -0.0231 0.023 Uiso 1 1 calc R C10 C 0.56904(12) 0.64453(11) -0.1960(4) 0.0224(8) Uani 1 1 d . H10 H 0.5873 0.6600 -0.2571 0.027 Uiso 1 1 calc R C11 C 0.55604(11) 0.60688(11) -0.2454(4) 0.0218(8) Uani 1 1 d . H11 H 0.5652 0.5960 -0.3406 0.026 Uiso 1 1 calc R C12 C 0.52962(11) 0.58547(10) -0.1544(4) 0.0180(8) Uani 1 1 d . H12 H 0.5202 0.5598 -0.1895 0.022 Uiso 1 1 calc R C13 C 0.42929(10) 0.59401(10) 0.0835(4) 0.0150(7) Uani 1 1 d . C14 C 0.42156(11) 0.62429(10) -0.0247(4) 0.0184(8) Uani 1 1 d . H14 H 0.4429 0.6334 -0.0893 0.022 Uiso 1 1 calc R C15 C 0.38310(12) 0.64136(11) -0.0400(5) 0.0227(8) Uani 1 1 d . H15 H 0.3785 0.6616 -0.1160 0.027 Uiso 1 1 calc R C16 C 0.35152(11) 0.62933(11) 0.0538(5) 0.0243(9) Uani 1 1 d . H16 H 0.3255 0.6416 0.0440 0.029 Uiso 1 1 calc R C17 C 0.35800(11) 0.59930(11) 0.1623(5) 0.0244(9) Uani 1 1 d . H17 H 0.3363 0.5908 0.2268 0.029 Uiso 1 1 calc R C18 C 0.39606(11) 0.58155(10) 0.1775(4) 0.0171(7) Uani 1 1 d . C19 C 0.40507(11) 0.54868(10) 0.2836(4) 0.0176(7) Uani 1 1 d . C20 C 0.37745(11) 0.52754(11) 0.3756(4) 0.0240(8) Uani 1 1 d . H20 H 0.3496 0.5352 0.3762 0.029 Uiso 1 1 calc R C21 C 0.39040(12) 0.49565(12) 0.4654(4) 0.0240(9) Uani 1 1 d . H21 H 0.3715 0.4808 0.5258 0.029 Uiso 1 1 calc R C22 C 0.43131(12) 0.48527(11) 0.4674(4) 0.0235(9) Uani 1 1 d . H22 H 0.4409 0.4639 0.5313 0.028 Uiso 1 1 calc R C23 C 0.45752(11) 0.50658(10) 0.3747(4) 0.0179(7) Uani 1 1 d . H23 H 0.4855 0.4995 0.3748 0.021 Uiso 1 1 calc R C24 C 0.58550(10) 0.48676(10) 0.1146(4) 0.0157(7) Uani 1 1 d . C25 C 0.61639(11) 0.50342(10) 0.0269(4) 0.0188(8) Uani 1 1 d . C26 C 0.65610(11) 0.49057(12) 0.0418(5) 0.0268(9) Uani 1 1 d . C27 C 0.66503(12) 0.46056(12) 0.1451(5) 0.0316(10) Uani 1 1 d . C28 C 0.63506(12) 0.44310(11) 0.2325(5) 0.0242(9) Uani 1 1 d . C29 C 0.59545(11) 0.45635(10) 0.2163(4) 0.0171(7) Uani 1 1 d . 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 0.01023(7) 0.00929(7) 0.01730(7) 0.00087(5) -0.00022(5) 0.00018(5) F1 0.0190(11) 0.0182(11) 0.0334(13) 0.0024(9) 0.0039(9) -0.0022(9) F2 0.0175(13) 0.0374(15) 0.073(2) -0.0007(14) 0.0155(13) -0.0040(11) F3 0.0176(12) 0.0389(15) 0.083(2) -0.0068(14) -0.0115(13) 0.0129(11) F4 0.0406(15) 0.0288(14) 0.0431(16) 0.0038(11) -0.0162(12) 0.0179(11) F5 0.0287(13) 0.0201(12) 0.0260(12) 0.0055(9) -0.0004(10) 0.0008(9) O 0.0113(12) 0.0109(12) 0.0208(13) -0.0016(10) -0.0027(10) 0.0019(9) N1 0.0074(14) 0.0086(13) 0.0199(15) 0.0001(11) 0.0017(11) 0.0016(10) N2 0.0083(14) 0.0102(14) 0.0230(16) 0.0030(12) -0.0009(11) -0.0006(11) N3 0.0126(14) 0.0125(14) 0.0182(16) -0.0011(12) 0.0005(12) -0.0020(11) C1 0.0130(16) 0.0093(15) 0.0163(18) 0.0047(13) 0.0010(13) -0.0006(12) C2 0.0095(16) 0.0115(16) 0.0226(19) -0.0035(14) -0.0051(14) 0.0036(13) C3 0.0151(17) 0.0188(18) 0.025(2) 0.0014(15) -0.0027(14) 0.0042(14) C4 0.019(2) 0.024(2) 0.023(2) -0.0031(16) -0.0065(15) 0.0052(15) C5 0.0177(19) 0.0187(19) 0.030(2) -0.0079(15) -0.0082(15) 0.0063(14) C6 0.0138(18) 0.0123(18) 0.035(2) -0.0028(16) -0.0025(16) 0.0005(14) C7 0.0097(16) 0.0126(17) 0.0246(19) -0.0027(14) -0.0031(14) 0.0017(13) C8 0.0099(16) 0.0122(17) 0.025(2) 0.0029(14) -0.0029(14) 0.0004(13) C9 0.0196(19) 0.0105(17) 0.028(2) 0.0039(15) -0.0011(16) -0.0025(14) C10 0.023(2) 0.0186(19) 0.025(2) 0.0065(16) 0.0033(16) -0.0041(15) C11 0.025(2) 0.0169(19) 0.024(2) -0.0002(15) 0.0043(16) -0.0004(15) C12 0.0192(18) 0.0114(16) 0.023(2) 0.0012(14) -0.0022(15) -0.0007(13) C13 0.0149(17) 0.0099(16) 0.0203(19) -0.0067(13) -0.0023(13) 0.0017(13) C14 0.0183(19) 0.0131(17) 0.024(2) -0.0008(14) -0.0011(15) -0.0005(14) C15 0.027(2) 0.0099(17) 0.031(2) -0.0035(15) -0.0074(17) 0.0037(15) C16 0.0167(19) 0.0183(19) 0.038(2) -0.0061(17) -0.0060(17) 0.0050(15) C17 0.0153(18) 0.021(2) 0.036(2) -0.0066(17) 0.0031(16) -0.0004(15) C18 0.0162(18) 0.0132(17) 0.0219(19) -0.0049(14) 0.0011(14) 0.0004(13) C19 0.0150(18) 0.0145(18) 0.023(2) -0.0062(14) 0.0019(15) -0.0033(14) C20 0.0199(18) 0.029(2) 0.023(2) -0.0077(18) 0.0043(17) -0.0059(15) C21 0.024(2) 0.025(2) 0.023(2) 0.0014(16) 0.0051(16) -0.0107(16) C22 0.031(2) 0.019(2) 0.020(2) -0.0007(15) -0.0015(16) -0.0088(16) C23 0.0223(18) 0.0177(17) 0.0136(17) 0.0002(15) -0.0027(16) -0.0034(13) C24 0.0111(15) 0.0121(16) 0.0239(19) -0.0033(15) -0.0045(15) 0.0009(12) C25 0.0184(19) 0.0115(17) 0.026(2) -0.0023(15) -0.0030(15) -0.0007(14) C26 0.0144(19) 0.022(2) 0.044(3) -0.0068(18) 0.0041(17) -0.0003(15) C27 0.0168(19) 0.024(2) 0.054(3) -0.013(2) -0.007(2) 0.0054(16) C28 0.026(2) 0.0149(19) 0.031(2) -0.0034(16) -0.0143(17) 0.0101(15) C29 0.0161(18) 0.0129(17) 0.022(2) -0.0032(14) -0.0027(15) -0.0008(14) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 -1.00 0.00 0.0120 1.00 1.00 0.00 0.0080 -1.00 1.00 0.00 0.0210 1.00 -1.00 0.00 0.0020 0.00 0.00 1.00 0.1980 0.00 0.00 -1.00 0.1260 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 74.61(9) . . N2 Ir O 85.41(10) . . N2 Ir N1 95.44(11) . . N3 Ir O 97.55(10) . . N3 Ir N1 87.42(11) . . N3 Ir N2 176.36(11) . . C2 Ir O 95.10(11) . . C2 Ir N1 169.25(11) . . C2 Ir N2 80.39(13) . . C2 Ir N3 97.19(13) . . C13 Ir O 178.20(12) . . C13 Ir N1 105.12(12) . . C13 Ir N2 96.39(13) . . C13 Ir N3 80.65(13) . . C13 Ir C2 85.27(13) . . C1 O Ir 112.3(2) . . N1 N1 Ir 113.7(3) 9_665 . C1 N1 Ir 134.3(2) 9_665 . C1 N1 N1 111.7(3) 9_665 9_665 C8 N2 Ir 116.1(2) . . C12 N2 Ir 124.6(2) . . C12 N2 C8 119.1(3) . . C19 N3 Ir 116.1(2) . . C23 N3 Ir 123.7(2) . . C23 N3 C19 120.2(3) . . O C1 N1 126.9(3) . 9_665 O C1 C24 115.1(3) . . N1 C1 C24 117.9(3) 9_665 . C3 C2 Ir 128.4(3) . . C3 C2 C7 117.2(3) . . C7 C2 Ir 114.4(3) . . C2 C3 C4 121.3(4) . . C5 C4 C3 120.4(4) . . C6 C5 C4 119.9(4) . . C5 C6 C7 119.8(4) . . C2 C7 C8 114.9(3) . . C6 C7 C2 121.4(3) . . C6 C7 C8 123.5(3) . . N2 C8 C7 113.8(3) . . N2 C8 C9 120.1(3) . . C9 C8 C7 125.9(3) . . C10 C9 C8 119.8(3) . . C9 C10 C11 119.5(3) . . C12 C11 C10 118.6(4) . . N2 C12 C11 122.8(3) . . C14 C13 Ir 128.7(3) . . C14 C13 C18 116.9(3) . . C18 C13 Ir 114.4(2) . . C15 C14 C13 121.3(3) . . C16 C15 C14 120.9(4) . . C15 C16 C17 119.5(3) . . C16 C17 C18 120.3(4) . . C13 C18 C19 114.9(3) . . C17 C18 C13 121.1(3) . . C17 C18 C19 123.9(3) . . N3 C19 C18 113.8(3) . . N3 C19 C20 119.2(3) . . C20 C19 C18 127.0(3) . . C21 C20 C19 120.2(4) . . C20 C21 C22 119.7(3) . . C23 C22 C21 118.5(4) . . N3 C23 C22 122.3(3) . . C25 C24 C1 119.0(3) . . C29 C24 C1 123.0(3) . . C29 C24 C25 117.9(3) . . F1 C25 C24 120.2(3) . . F1 C25 C26 118.2(3) . . C26 C25 C24 121.5(4) . . F2 C26 C25 120.9(4) . . F2 C26 C27 120.0(4) . . C27 C26 C25 119.2(4) . . F3 C27 C26 119.6(4) . . F3 C27 C28 119.6(4) . . C26 C27 C28 120.8(3) . . F4 C28 C27 120.3(3) . . F4 C28 C29 120.3(4) . . C27 C28 C29 119.3(4) . . F5 C29 C24 119.6(3) . . F5 C29 C28 119.1(3) . . C24 C29 C28 121.3(3) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Ir O 2.161(2) . Ir N1 2.170(3) . Ir N2 2.042(3) . Ir N3 2.034(3) . Ir C2 2.006(3) . Ir C13 1.996(3) . F1 C25 1.329(4) . F2 C26 1.336(5) . F3 C27 1.349(4) . F4 C28 1.340(4) . F5 C29 1.331(4) . O C1 1.279(4) . N1 N1 1.435(5) 9_665 N1 C1 1.308(4) 9_665 N2 C8 1.365(4) . N2 C12 1.340(4) . N3 C19 1.369(4) . N3 C23 1.346(4) . C1 N1 1.308(4) 9_665 C1 C24 1.496(4) . C2 C3 1.382(5) . C2 C7 1.418(5) . C3 C4 1.403(5) . C4 C5 1.379(5) . C5 C6 1.378(5) . C6 C7 1.395(5) . C7 C8 1.461(5) . C8 C9 1.391(5) . C9 C10 1.378(5) . C10 C11 1.381(5) . C11 C12 1.371(5) . C13 C14 1.394(5) . C13 C18 1.427(5) . C14 C15 1.392(5) . C15 C16 1.380(5) . C16 C17 1.383(5) . C17 C18 1.389(5) . C18 C19 1.453(5) . C19 C20 1.397(5) . C20 C21 1.377(5) . C21 C22 1.390(5) . C22 C23 1.374(5) . C24 C25 1.385(5) . C24 C29 1.376(5) . C25 C26 1.381(5) . C26 C27 1.367(6) . C27 C28 1.372(6) . C28 C29 1.383(5) .