# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_199CTMK10 _database_code_depnum_ccdc_archive 'CCDC 840395' #TrackingRef '2.cif' _audit_creation_date 11-06-29 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title '5190028 199ct10' _chemical_name_systematic . _chemical_melting_point > _cell_length_a 12.45280(10) _cell_length_b 16.8943(2) _cell_length_c 19.4968(2) _cell_angle_alpha 84.6300(4) _cell_angle_beta 87.2490(4) _cell_angle_gamma 89.4415(5) _cell_volume 4079.00(7) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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' 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' 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' 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' B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C100 H60 B2 F24 Ir1 N5 # Dc = 1.63 Fooo = 1796.00 Mu = 17.47 M = 2001.40 # Found Formula = C80 H80 B2 F24 Ir1 N5 # Dc = 1.45 FOOO = 1796.00 Mu = 17.37 M = 1781.34 _chemical_formula_sum 'C80 H80 B2 F24 Ir1 N5' _chemical_formula_moiety 'C48 H68 B Ir N5, C32 H12 B F24' _chemical_compound_source . _chemical_formula_weight 1781.34 _cell_measurement_reflns_used 17112 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_min 0.330 _exptl_crystal_size_mid 0.390 _exptl_crystal_size_max 0.560 _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1796 _exptl_absorpt_coefficient_mu 1.737 # Sheldrick geometric approximatio 0.51 0.56 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.51 _exptl_absorpt_correction_T_max 0.56 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 150 _diffrn_reflns_number 30117 _reflns_number_total 18572 _diffrn_reflns_av_R_equivalents 0.032 # Number of reflections without Friedels Law is 18572 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 18754 _diffrn_reflns_theta_min 5.102 _diffrn_reflns_theta_max 27.506 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.956 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -16 _reflns_limit_h_max 16 _reflns_limit_k_min -21 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 25 _oxford_diffrn_Wilson_B_factor 2.04 _oxford_diffrn_Wilson_scale 60.97 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.47 _refine_diff_density_max 2.35 # 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 18572 _refine_ls_number_restraints 972 _refine_ls_number_parameters 1172 _oxford_refine_ls_R_factor_ref 0.0631 _refine_ls_wR_factor_ref 0.1100 _refine_ls_goodness_of_fit_ref 0.9901 _refine_ls_shift/su_max 0.0321426 _refine_ls_shift/su_mean 0.0004039 # The values computed from all data _oxford_reflns_number_all 18572 _refine_ls_R_factor_all 0.0631 _refine_ls_wR_factor_all 0.1100 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 15506 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_gt 0.1028 # 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 # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.05P)^2^ +11.35P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens F57 F 0.7311(3) 0.4244(2) 0.43164(19) 0.0663 1.0000 Uani . . . . . . . F59 F 0.8278(4) 0.4131(4) 0.51715(18) 0.1154 1.0000 Uani . . . . . . . F60 F 0.8492(4) 0.5108(2) 0.4407(3) 0.1043 1.0000 Uani . . . . . . . F89 F 0.9751(3) 0.0480(3) 0.05895(18) 0.0746 1.0000 Uani . . . . . . . F90 F 1.1236(3) -0.0002(2) 0.0887(2) 0.0844 1.0000 Uani . . . . . . . F91 F 1.1134(5) 0.1200(3) 0.0456(2) 0.1147 1.0000 Uani . . . . . . . F301 F 1.2801(4) 0.3382(4) 0.3772(3) 0.0675 0.5519 Uani D . . 1 1 . . F302 F 1.2152(5) 0.2469(3) 0.4484(3) 0.0787 0.5519 Uani D . . 1 1 . . F303 F 1.2224(5) 0.3652(4) 0.4761(3) 0.0681 0.5519 Uani D . . 1 1 . . F304 F 1.2668(6) 0.3785(4) 0.3928(4) 0.0752 0.4481 Uani D . . 1 2 . . F305 F 1.2456(6) 0.2532(4) 0.4103(4) 0.0689 0.4481 Uani D . . 1 2 . . F306 F 1.2114(6) 0.3264(4) 0.4910(3) 0.0652 0.4481 Uani D . . 1 2 . . F311 F 0.5082(5) 0.2561(3) 0.3352(3) 0.0766 0.6243 Uani D . . 2 1 . . F312 F 0.6072(4) 0.1539(3) 0.3365(3) 0.0719 0.6243 Uani D . . 2 1 . . F313 F 0.4838(4) 0.1708(3) 0.2657(3) 0.0750 0.6243 Uani D . . 2 1 . . F314 F 0.4606(5) 0.2125(5) 0.2715(4) 0.0657 0.3757 Uani D . . 2 2 . . F315 F 0.5512(7) 0.2339(5) 0.3555(3) 0.0657 0.3757 Uani D . . 2 2 . . F316 F 0.5824(7) 0.1332(4) 0.3044(5) 0.0723 0.3757 Uani D . . 2 2 . . F321 F 0.9402(6) 0.5805(5) 0.0525(4) 0.0657 0.4105 Uani D . . 3 1 . . F322 F 1.0938(5) 0.6160(5) 0.0806(4) 0.0604 0.4105 Uani D . . 3 1 . . F323 F 0.9651(6) 0.5971(6) 0.1565(4) 0.0483 0.4105 Uani D . . 3 1 . . F324 F 1.0684(5) 0.6137(4) 0.0536(3) 0.0813 0.5895 Uani D . . 3 2 . . F325 F 0.9974(5) 0.6096(4) 0.1550(3) 0.0567 0.5895 Uani D . . 3 2 . . F326 F 0.9114(4) 0.5640(4) 0.0752(3) 0.0565 0.5895 Uani D . . 3 2 . . F331 F 1.3446(4) 0.4121(3) 0.0382(3) 0.0689 0.6225 Uani D . . 4 1 . . F332 F 1.2612(5) 0.3049(4) 0.0232(3) 0.0892 0.6225 Uani D . . 4 1 . . F333 F 1.3488(4) 0.3144(4) 0.1135(3) 0.0874 0.6225 Uani D . . 4 1 . . F334 F 1.3226(7) 0.3938(5) 0.0143(4) 0.0669 0.3775 Uani D . . 4 2 . . F335 F 1.2995(7) 0.2800(4) 0.0641(5) 0.0880 0.3775 Uani D . . 4 2 . . F336 F 1.3544(6) 0.3720(7) 0.1214(4) 0.0863 0.3775 Uani D . . 4 2 . . F341 F 1.0696(7) 0.0525(5) 0.4031(3) 0.0641 0.4192 Uani D . . 5 1 . . F342 F 1.1640(6) -0.0110(5) 0.3308(4) 0.0774 0.4192 Uani D . . 5 1 . . F343 F 1.0007(7) -0.0428(4) 0.3604(4) 0.0903 0.4192 Uani D . . 5 1 . . F344 F 1.1170(5) 0.0562(4) 0.3893(3) 0.0647 0.5808 Uani D . . 5 2 . . F345 F 1.1072(6) -0.0495(3) 0.3421(3) 0.0936 0.5808 Uani D . . 5 2 . . F346 F 0.9624(5) 0.0043(4) 0.3787(3) 0.0843 0.5808 Uani D . . 5 2 . . F351 F 0.5510(7) 0.3466(8) 0.0508(7) 0.0504 0.2659 Uani D . . 6 1 . . F352 F 0.7174(8) 0.3808(7) 0.0324(6) 0.0651 0.2659 Uani D . . 6 1 . . F353 F 0.6028(10) 0.4593(4) 0.0771(7) 0.0696 0.2659 Uani D . . 6 1 . . F354 F 0.5768(3) 0.3385(3) 0.0393(3) 0.0532 0.7341 Uani D . . 6 2 . . F355 F 0.7074(4) 0.4202(3) 0.0359(3) 0.0898 0.7341 Uani D . . 6 2 . . F356 F 0.5620(4) 0.4415(2) 0.0966(3) 0.0703 0.7341 Uani D . . 6 2 . . C2 C 0.4486(3) 0.8141(3) 0.1899(2) 0.0311 1.0000 Uani . . . . . . . C4 C 0.5311(4) 0.9367(3) 0.1219(2) 0.0335 1.0000 Uani . . . . . . . C5 C 0.6304(4) 0.9270(3) 0.0883(2) 0.0378 1.0000 Uani . . . . . . . C6 C 0.6696(5) 0.8469(3) 0.0702(3) 0.0599 1.0000 Uani . . . . . . . C7 C 0.6936(4) 0.9949(3) 0.0730(2) 0.0391 1.0000 Uani . . . . . . . C8 C 0.6602(4) 1.0685(3) 0.0907(2) 0.0377 1.0000 Uani . . . . . . . C9 C 0.5594(4) 1.0758(3) 0.1232(2) 0.0403 1.0000 Uani . . . . . . . C10 C 0.4930(4) 1.0104(3) 0.1395(2) 0.0384 1.0000 Uani . . . . . . . C11 C 0.3841(4) 1.0190(4) 0.1752(3) 0.0589 1.0000 Uani . . . . . . . C12 C 0.7315(5) 1.1409(3) 0.0758(3) 0.0485 1.0000 Uani . . . . . . . C13 C 0.3835(4) 0.8586(4) 0.0851(3) 0.0523 1.0000 Uani . . . . . . . C14 C 0.3239(5) 0.7968(4) 0.1102(3) 0.0528 1.0000 Uani . . . . . . . C16 C 0.3056(3) 0.7079(3) 0.2162(2) 0.0319 1.0000 Uani . . . . . . . C17 C 0.3043(4) 0.6316(3) 0.1936(2) 0.0393 1.0000 Uani . . . . . . . C18 C 0.3676(5) 0.6091(4) 0.1310(3) 0.0543 1.0000 Uani . . . . . . . C19 C 0.2364(4) 0.5755(3) 0.2302(3) 0.0393 1.0000 Uani . . . . . . . C20 C 0.1718(4) 0.5933(3) 0.2863(2) 0.0368 1.0000 Uani . . . . . . . C21 C 0.1762(3) 0.6693(3) 0.3075(2) 0.0328 1.0000 Uani . . . . . . . C22 C 0.2407(3) 0.7283(3) 0.2726(2) 0.0312 1.0000 Uani . . . . . . . C23 C 0.2336(4) 0.8110(3) 0.2943(3) 0.0437 1.0000 Uani . . . . . . . C24 C 0.0977(5) 0.5315(3) 0.3238(3) 0.0581 1.0000 Uani . . . . . . . C25 C 0.6223(3) 0.8425(3) 0.3569(2) 0.0282 1.0000 Uani . . . . . . . C27 C 0.8057(3) 0.8486(3) 0.3009(2) 0.0323 1.0000 Uani . . . . . . . C28 C 0.8667(4) 0.7791(3) 0.3001(3) 0.0398 1.0000 Uani . . . . . . . C29 C 0.8638(4) 0.7173(3) 0.3615(3) 0.0527 1.0000 Uani . . . . . . . C30 C 0.9320(4) 0.7696(3) 0.2419(3) 0.0447 1.0000 Uani . . . . . . . C31 C 0.9400(4) 0.8271(3) 0.1869(3) 0.0443 1.0000 Uani . . . . . . . C32 C 0.8829(4) 0.8975(3) 0.1917(3) 0.0397 1.0000 Uani . . . . . . . C33 C 0.8163(3) 0.9104(3) 0.2489(2) 0.0330 1.0000 Uani . . . . . . . C34 C 0.7607(4) 0.9897(3) 0.2542(3) 0.0386 1.0000 Uani . . . . . . . C35 C 1.0090(6) 0.8133(4) 0.1233(4) 0.0734 1.0000 Uani . . . . . . . C36 C 0.7573(4) 0.8823(3) 0.4209(2) 0.0404 1.0000 Uani . . . . . . . C37 C 0.6664(4) 0.8843(3) 0.4599(2) 0.0415 1.0000 Uani . . . . . . . C39 C 0.4727(3) 0.8565(3) 0.4448(2) 0.0308 1.0000 Uani . . . . . . . C40 C 0.4096(4) 0.9239(3) 0.4333(2) 0.0347 1.0000 Uani . . . . . . . C41 C 0.4539(4) 0.9995(3) 0.3959(3) 0.0449 1.0000 Uani . . . . . . . C42 C 0.3026(4) 0.9194(3) 0.4581(3) 0.0421 1.0000 Uani . . . . . . . C43 C 0.2601(4) 0.8508(3) 0.4923(3) 0.0461 1.0000 Uani . . . . . . . C44 C 0.3275(4) 0.7848(3) 0.5039(2) 0.0422 1.0000 Uani . . . . . . . C45 C 0.4350(4) 0.7866(3) 0.4815(2) 0.0354 1.0000 Uani . . . . . . . C46 C 0.5077(4) 0.7168(3) 0.4975(3) 0.0448 1.0000 Uani . . . . . . . C47 C 0.1429(5) 0.8466(5) 0.5174(4) 0.0793 1.0000 Uani . . . . . . . C50 C 0.6384(4) 0.5805(3) 0.2193(3) 0.0497 1.0000 Uani . . . . . . . C51 C 0.6617(5) 0.6428(4) 0.1606(3) 0.0593 1.0000 Uani . . . . . . . C52 C 0.7394(5) 0.5551(4) 0.2553(4) 0.0781 1.0000 Uani . . . . . . . C53 C 0.5192(5) 0.5411(3) 0.3264(3) 0.0510 1.0000 Uani . . . . . . . C54 C 0.4906(6) 0.4636(4) 0.2948(4) 0.0774 1.0000 Uani . . . . . . . C55 C 0.4260(5) 0.5657(3) 0.3722(3) 0.0530 1.0000 Uani . . . . . . . C58 C 0.8311(4) 0.4329(3) 0.4509(3) 0.0484 1.0000 Uani . . . . . . . C61 C 0.9135(4) 0.3868(3) 0.4118(2) 0.0340 1.0000 Uani . . . . . . . C62 C 1.0134(4) 0.3735(3) 0.4385(2) 0.0365 1.0000 Uani . . . . . . . C63 C 1.0911(4) 0.3360(3) 0.3999(2) 0.0347 1.0000 Uani . . . . . . . C64 C 1.0677(3) 0.3116(2) 0.3364(2) 0.0296 1.0000 Uani . . . . . . . C65 C 0.9662(3) 0.3221(2) 0.3086(2) 0.0260 1.0000 Uani . . . . . . . C66 C 0.8898(3) 0.3615(2) 0.3480(2) 0.0290 1.0000 Uani . . . . . . . C68 C 0.8209(3) 0.2973(2) 0.2136(2) 0.0261 1.0000 Uani . . . . . . . C69 C 0.7808(3) 0.3366(3) 0.1539(2) 0.0300 1.0000 Uani . . . . . . . C70 C 0.6719(4) 0.3372(3) 0.1411(2) 0.0354 1.0000 Uani . . . . . . . C71 C 0.5983(4) 0.2961(3) 0.1862(2) 0.0367 1.0000 Uani . . . . . . . C72 C 0.6361(3) 0.2542(3) 0.2448(2) 0.0319 1.0000 Uani . . . . . . . C73 C 0.7447(3) 0.2549(2) 0.2579(2) 0.0295 1.0000 Uani . . . . . . . C82 C 0.9870(3) 0.2010(2) 0.2283(2) 0.0268 1.0000 Uani . . . . . . . C83 C 1.0047(3) 0.1482(2) 0.2859(2) 0.0318 1.0000 Uani . . . . . . . C84 C 1.0423(4) 0.0713(3) 0.2804(2) 0.0374 1.0000 Uani . . . . . . . C85 C 1.0630(4) 0.0430(3) 0.2169(3) 0.0409 1.0000 Uani . . . . . . . C86 C 1.0439(4) 0.0930(3) 0.1589(2) 0.0362 1.0000 Uani . . . . . . . C87 C 1.0042(3) 0.1696(3) 0.1643(2) 0.0310 1.0000 Uani . . . . . . . C88 C 1.0648(5) 0.0663(3) 0.0877(3) 0.0519 1.0000 Uani . . . . . . . C96 C 1.0224(3) 0.3536(2) 0.1784(2) 0.0248 1.0000 Uani . . . . . . . C97 C 1.1215(3) 0.3319(3) 0.1483(2) 0.0303 1.0000 Uani . . . . . . . C98 C 1.1829(3) 0.3844(3) 0.1038(2) 0.0335 1.0000 Uani . . . . . . . C99 C 1.1479(3) 0.4615(3) 0.0864(2) 0.0334 1.0000 Uani . . . . . . . C100 C 1.0526(3) 0.4855(2) 0.1171(2) 0.0315 1.0000 Uani . . . . . . . C101 C 0.9925(3) 0.4330(2) 0.1627(2) 0.0279 1.0000 Uani . . . . . . . C300 C 1.2014(2) 0.3226(2) 0.42427(18) 0.0582 1.0000 Uani D . . . . . . C310 C 0.5600(3) 0.2092(2) 0.29405(16) 0.0551 1.0000 Uani D . . . . . . C320 C 1.0105(3) 0.56741(14) 0.10090(18) 0.0515 1.0000 Uani D . . . . . . C330 C 1.2820(2) 0.3557(2) 0.0726(2) 0.0726 1.0000 Uani D . . . . . . C340 C 1.0611(4) 0.0211(2) 0.34342(16) 0.0701 1.0000 Uani D . . . . . . C350 C 0.6315(2) 0.3834(2) 0.07820(14) 0.0594 1.0000 Uani D . . . . . . Ir1 Ir 0.536913(13) 0.814186(10) 0.275543(8) 0.0259 1.0000 Uani . . . . . . . N3 N 0.4590(3) 0.8694(2) 0.13339(18) 0.0364 1.0000 Uani . . . . . . . N15 N 0.3625(3) 0.7696(2) 0.17379(18) 0.0356 1.0000 Uani . . . . . . . N26 N 0.7302(3) 0.8571(2) 0.35804(18) 0.0312 1.0000 Uani . . . . . . . N38 N 0.5840(3) 0.8595(2) 0.42057(17) 0.0309 1.0000 Uani . . . . . . . N49 N 0.5516(3) 0.6072(2) 0.2709(2) 0.0369 1.0000 Uani . . . . . . . B48 B 0.5792(4) 0.6863(3) 0.3050(3) 0.0377 1.0000 Uani . . . . . . . B67 B 0.9477(4) 0.2940(3) 0.2318(2) 0.0262 1.0000 Uani . . . . . . . H61 H 0.7343 0.8529 0.0421 0.0899 1.0000 Uiso R . . . . . . H63 H 0.6834 0.8137 0.1113 0.0900 1.0000 Uiso R . . . . . . H62 H 0.6168 0.8222 0.0453 0.0899 1.0000 Uiso R . . . . . . H71 H 0.7605 0.9901 0.0504 0.0471 1.0000 Uiso R . . . . . . H91 H 0.5358 1.1256 0.1342 0.0482 1.0000 Uiso R . . . . . . H113 H 0.3703 1.0736 0.1819 0.0878 1.0000 Uiso R . . . . . . H111 H 0.3797 0.9887 0.2188 0.0881 1.0000 Uiso R . . . . . . H112 H 0.3304 1.0008 0.1473 0.0878 1.0000 Uiso R . . . . . . H121 H 0.6892 1.1863 0.0609 0.0730 1.0000 Uiso R . . . . . . H122 H 0.7667 1.1510 0.1166 0.0728 1.0000 Uiso R . . . . . . H123 H 0.7846 1.1311 0.0404 0.0729 1.0000 Uiso R . . . . . . H131 H 0.3759 0.8895 0.0432 0.0629 1.0000 Uiso R . . . . . . H141 H 0.2667 0.7751 0.0898 0.0632 1.0000 Uiso R . . . . . . H181 H 0.3944 0.5563 0.1436 0.0811 1.0000 Uiso R . . . . . . H183 H 0.4257 0.6454 0.1198 0.0809 1.0000 Uiso R . . . . . . H182 H 0.3212 0.6107 0.0932 0.0809 1.0000 Uiso R . . . . . . H191 H 0.2343 0.5250 0.2160 0.0467 1.0000 Uiso R . . . . . . H211 H 0.1343 0.6807 0.3462 0.0390 1.0000 Uiso R . . . . . . H231 H 0.1679 0.8170 0.3211 0.0647 1.0000 Uiso R . . . . . . H233 H 0.2929 0.8211 0.3217 0.0653 1.0000 Uiso R . . . . . . H232 H 0.2351 0.8490 0.2552 0.0650 1.0000 Uiso R . . . . . . H242 H 0.0360 0.5560 0.3451 0.0876 1.0000 Uiso R . . . . . . H241 H 0.1365 0.5030 0.3598 0.0874 1.0000 Uiso R . . . . . . H243 H 0.0747 0.4945 0.2931 0.0874 1.0000 Uiso R . . . . . . H292 H 0.9022 0.6706 0.3501 0.0789 1.0000 Uiso R . . . . . . H293 H 0.8979 0.7376 0.3991 0.0792 1.0000 Uiso R . . . . . . H291 H 0.7918 0.7031 0.3763 0.0786 1.0000 Uiso R . . . . . . H301 H 0.9716 0.7233 0.2402 0.0540 1.0000 Uiso R . . . . . . H321 H 0.8897 0.9373 0.1554 0.0479 1.0000 Uiso R . . . . . . H342 H 0.8001 1.0305 0.2277 0.0586 1.0000 Uiso R . . . . . . H343 H 0.7552 1.0022 0.3008 0.0583 1.0000 Uiso R . . . . . . H341 H 0.6900 0.9877 0.2374 0.0584 1.0000 Uiso R . . . . . . H353 H 1.0338 0.8626 0.1009 0.1101 1.0000 Uiso R . . . . . . H351 H 1.0692 0.7815 0.1359 0.1101 1.0000 Uiso R . . . . . . H352 H 0.9687 0.7870 0.0918 0.1100 1.0000 Uiso R . . . . . . H361 H 0.8265 0.8950 0.4331 0.0490 1.0000 Uiso R . . . . . . H371 H 0.6581 0.8992 0.5053 0.0499 1.0000 Uiso R . . . . . . H411 H 0.3965 1.0362 0.3866 0.0668 1.0000 Uiso R . . . . . . H413 H 0.5044 1.0224 0.4240 0.0668 1.0000 Uiso R . . . . . . H412 H 0.4892 0.9888 0.3537 0.0669 1.0000 Uiso R . . . . . . H421 H 0.2578 0.9644 0.4513 0.0509 1.0000 Uiso R . . . . . . H441 H 0.2993 0.7386 0.5275 0.0509 1.0000 Uiso R . . . . . . H463 H 0.4654 0.6715 0.5154 0.0669 1.0000 Uiso R . . . . . . H461 H 0.5568 0.7301 0.5317 0.0671 1.0000 Uiso R . . . . . . H462 H 0.5467 0.7041 0.4562 0.0672 1.0000 Uiso R . . . . . . H471 H 0.1327 0.8023 0.5513 0.1190 1.0000 Uiso R . . . . . . H472 H 0.1226 0.8941 0.5375 0.1192 1.0000 Uiso R . . . . . . H473 H 0.0982 0.8401 0.4799 0.1192 1.0000 Uiso R . . . . . . H501 H 0.6092 0.5345 0.1995 0.0599 1.0000 Uiso R . . . . . . H512 H 0.5962 0.6674 0.1456 0.0888 1.0000 Uiso R . . . . . . H511 H 0.7081 0.6831 0.1742 0.0889 1.0000 Uiso R . . . . . . H513 H 0.6956 0.6187 0.1227 0.0889 1.0000 Uiso R . . . . . . H522 H 0.7239 0.5095 0.2874 0.1167 1.0000 Uiso R . . . . . . H523 H 0.7661 0.5977 0.2791 0.1169 1.0000 Uiso R . . . . . . H521 H 0.7925 0.5405 0.2214 0.1169 1.0000 Uiso R . . . . . . H531 H 0.5786 0.5303 0.3576 0.0608 1.0000 Uiso R . . . . . . H543 H 0.5542 0.4419 0.2728 0.1156 1.0000 Uiso R . . . . . . H541 H 0.4624 0.4254 0.3309 0.1159 1.0000 Uiso R . . . . . . H542 H 0.4365 0.4751 0.2610 0.1157 1.0000 Uiso R . . . . . . H551 H 0.4454 0.6112 0.3966 0.0789 1.0000 Uiso R . . . . . . H553 H 0.4068 0.5218 0.4059 0.0789 1.0000 Uiso R . . . . . . H552 H 0.3646 0.5800 0.3444 0.0791 1.0000 Uiso R . . . . . . H621 H 1.0291 0.3895 0.4812 0.0439 1.0000 Uiso R . . . . . . H641 H 1.1214 0.2868 0.3115 0.0360 1.0000 Uiso R . . . . . . H661 H 0.8212 0.3709 0.3321 0.0353 1.0000 Uiso R . . . . . . H691 H 0.8285 0.3639 0.1214 0.0352 1.0000 Uiso R . . . . . . H711 H 0.5257 0.2962 0.1775 0.0439 1.0000 Uiso R . . . . . . H731 H 0.7683 0.2260 0.2977 0.0346 1.0000 Uiso R . . . . . . H831 H 0.9919 0.1653 0.3296 0.0378 1.0000 Uiso R . . . . . . H851 H 1.0879 -0.0080 0.2131 0.0490 1.0000 Uiso R . . . . . . H871 H 0.9887 0.2014 0.1240 0.0364 1.0000 Uiso R . . . . . . H971 H 1.1464 0.2803 0.1588 0.0360 1.0000 Uiso R . . . . . . H991 H 1.1877 0.4949 0.0554 0.0397 1.0000 Uiso R . . . . . . H1011 H 0.9302 0.4521 0.1839 0.0331 1.0000 Uiso R . . . . . . H3 H 0.4938 0.7075 0.3266 0.0500 1.0000 Uiso . . . . . . . H12 H 0.6278 0.7359 0.2731 0.0500 1.0000 Uiso . . . . . . . H17 H 0.6240 0.6725 0.3567 0.0500 1.0000 Uiso . . . . . . . H19 H 0.4578 0.8671 0.2955 0.0500 1.0000 Uiso . . . . . . . H22 H 0.5808 0.8946 0.2569 0.0500 1.0000 Uiso . . . . . . . H491 H 0.4854 0.6198 0.2436 0.0443 1.0000 Uiso . . . . . . . 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 F57 0.0518(19) 0.082(2) 0.069(2) -0.0361(19) 0.0120(16) 0.0035(17) F59 0.116(4) 0.199(5) 0.0318(19) -0.029(3) 0.010(2) 0.060(4) F60 0.093(3) 0.054(2) 0.170(5) -0.059(3) 0.049(3) -0.012(2) F89 0.077(2) 0.102(3) 0.051(2) -0.038(2) -0.0014(18) -0.002(2) F90 0.094(3) 0.085(3) 0.080(3) -0.048(2) 0.006(2) 0.034(2) F91 0.184(5) 0.082(3) 0.077(3) -0.042(2) 0.088(3) -0.059(3) F301 0.039(3) 0.110(5) 0.054(3) -0.009(3) -0.010(2) 0.016(3) F302 0.079(4) 0.071(3) 0.084(4) 0.019(3) -0.037(4) 0.012(3) F303 0.067(4) 0.079(4) 0.064(4) -0.022(3) -0.034(3) 0.002(3) F304 0.049(4) 0.084(5) 0.088(5) 0.018(4) -0.015(4) -0.003(4) F305 0.064(4) 0.081(4) 0.066(4) -0.020(4) -0.030(4) 0.020(3) F306 0.062(4) 0.094(5) 0.040(3) 0.005(4) -0.029(3) 0.000(4) F311 0.085(4) 0.079(4) 0.060(3) 0.002(3) 0.040(3) 0.001(3) F312 0.055(3) 0.079(4) 0.075(4) 0.031(3) -0.001(3) -0.026(3) F313 0.078(4) 0.095(4) 0.053(3) -0.010(3) 0.007(3) -0.060(3) F314 0.044(3) 0.087(5) 0.062(4) 0.014(4) 0.006(3) -0.024(4) F315 0.067(5) 0.099(5) 0.031(3) -0.003(4) 0.006(4) -0.031(4) F316 0.070(5) 0.063(4) 0.078(5) 0.011(4) 0.025(4) -0.020(4) F321 0.092(5) 0.041(4) 0.059(4) 0.023(4) -0.017(4) 0.003(4) F322 0.065(4) 0.035(4) 0.075(5) 0.024(4) 0.008(4) 0.001(3) F323 0.047(4) 0.024(4) 0.071(4) -0.001(3) 0.023(3) -0.012(3) F324 0.087(4) 0.054(3) 0.089(4) 0.041(3) 0.038(3) 0.019(3) F325 0.060(4) 0.032(3) 0.081(4) -0.015(3) -0.005(3) -0.003(3) F326 0.067(3) 0.040(3) 0.057(3) 0.028(3) -0.010(3) 0.009(2) F331 0.044(3) 0.072(3) 0.084(4) 0.011(3) 0.031(3) -0.001(3) F332 0.076(4) 0.089(4) 0.100(4) -0.017(3) 0.034(3) 0.032(3) F333 0.053(3) 0.106(4) 0.091(4) 0.037(3) 0.027(3) 0.053(3) F334 0.050(4) 0.091(5) 0.055(4) 0.006(4) 0.019(4) 0.016(4) F335 0.059(5) 0.072(4) 0.124(6) 0.015(5) 0.039(4) 0.029(4) F336 0.053(4) 0.104(5) 0.098(5) -0.002(5) 0.018(3) 0.048(4) F341 0.098(5) 0.048(4) 0.045(4) 0.002(3) 0.001(4) 0.028(4) F342 0.117(5) 0.043(4) 0.068(4) 0.021(4) -0.019(4) 0.022(4) F343 0.123(5) 0.050(4) 0.094(5) 0.037(4) -0.049(5) -0.013(4) F344 0.093(4) 0.057(3) 0.044(3) 0.004(3) -0.023(3) 0.009(3) F345 0.181(6) 0.027(3) 0.070(4) 0.005(3) -0.006(4) 0.041(3) F346 0.127(4) 0.049(3) 0.071(4) 0.032(3) -0.016(3) -0.006(3) F351 0.031(5) 0.077(5) 0.041(5) 0.003(5) -0.004(4) -0.003(4) F352 0.047(4) 0.087(6) 0.052(5) 0.051(5) -0.013(4) -0.013(5) F353 0.070(6) 0.072(5) 0.061(5) 0.033(5) -0.013(5) -0.014(5) F354 0.045(2) 0.086(3) 0.030(2) -0.012(2) -0.007(2) 0.011(2) F355 0.064(3) 0.112(4) 0.081(3) 0.074(3) -0.028(2) -0.029(3) F356 0.091(4) 0.053(3) 0.066(3) 0.015(2) -0.028(3) 0.009(2) C2 0.035(2) 0.034(2) 0.024(2) -0.0053(17) 0.0045(17) -0.0103(18) C4 0.039(2) 0.038(2) 0.023(2) 0.0038(18) -0.0046(18) -0.0124(19) C5 0.051(3) 0.036(2) 0.026(2) -0.0042(19) 0.007(2) -0.010(2) C6 0.071(4) 0.049(3) 0.059(4) -0.018(3) 0.031(3) -0.021(3) C7 0.046(3) 0.042(3) 0.028(2) -0.002(2) 0.007(2) -0.016(2) C8 0.047(3) 0.035(2) 0.030(2) 0.0040(19) -0.007(2) -0.011(2) C9 0.048(3) 0.033(2) 0.040(3) 0.000(2) -0.009(2) 0.000(2) C10 0.038(2) 0.041(3) 0.035(2) 0.003(2) -0.0053(19) -0.002(2) C11 0.042(3) 0.062(4) 0.071(4) 0.002(3) 0.003(3) 0.003(3) C12 0.058(3) 0.042(3) 0.045(3) 0.002(2) -0.010(2) -0.021(2) C13 0.059(3) 0.068(4) 0.029(2) 0.010(2) -0.014(2) -0.030(3) C14 0.056(3) 0.069(4) 0.034(3) 0.005(2) -0.017(2) -0.029(3) C16 0.033(2) 0.037(2) 0.026(2) 0.0003(18) -0.0021(17) -0.0107(18) C17 0.041(3) 0.046(3) 0.033(2) -0.014(2) -0.004(2) -0.008(2) C18 0.062(3) 0.064(4) 0.039(3) -0.020(3) 0.004(2) -0.017(3) C19 0.047(3) 0.029(2) 0.044(3) -0.013(2) -0.005(2) -0.007(2) C20 0.038(2) 0.033(2) 0.039(2) 0.001(2) -0.005(2) -0.0086(19) C21 0.029(2) 0.037(2) 0.031(2) -0.0009(19) 0.0007(17) -0.0049(18) C22 0.032(2) 0.029(2) 0.033(2) -0.0018(18) -0.0005(18) -0.0043(17) C23 0.040(3) 0.032(2) 0.058(3) -0.007(2) 0.007(2) -0.003(2) C24 0.066(4) 0.046(3) 0.059(4) 0.005(3) 0.007(3) -0.026(3) C25 0.031(2) 0.032(2) 0.0211(19) -0.0041(17) 0.0027(16) -0.0009(17) C27 0.023(2) 0.040(2) 0.033(2) -0.0052(19) 0.0012(17) 0.0004(17) C28 0.031(2) 0.041(3) 0.048(3) -0.004(2) -0.004(2) 0.0021(19) C29 0.041(3) 0.053(3) 0.060(3) 0.014(3) -0.004(2) 0.010(2) C30 0.032(2) 0.039(3) 0.063(3) -0.009(2) 0.002(2) 0.008(2) C31 0.039(3) 0.047(3) 0.046(3) -0.006(2) 0.012(2) -0.001(2) C32 0.036(2) 0.042(3) 0.039(3) 0.002(2) 0.003(2) -0.003(2) C33 0.025(2) 0.034(2) 0.039(2) -0.0047(19) 0.0001(18) -0.0029(17) C34 0.038(2) 0.033(2) 0.044(3) 0.000(2) -0.001(2) -0.0027(19) C35 0.075(4) 0.073(4) 0.069(4) -0.008(3) 0.035(4) 0.009(3) C36 0.037(2) 0.057(3) 0.029(2) -0.010(2) -0.0088(19) -0.003(2) C37 0.043(3) 0.051(3) 0.032(2) -0.010(2) -0.005(2) -0.003(2) C39 0.033(2) 0.036(2) 0.023(2) -0.0061(18) 0.0010(17) -0.0007(18) C40 0.043(2) 0.039(2) 0.023(2) -0.0075(18) -0.0006(18) -0.001(2) C41 0.059(3) 0.036(3) 0.040(3) -0.009(2) 0.008(2) -0.002(2) C42 0.042(3) 0.045(3) 0.039(3) -0.006(2) 0.001(2) 0.009(2) C43 0.040(3) 0.054(3) 0.042(3) 0.004(2) 0.011(2) 0.002(2) C44 0.044(3) 0.046(3) 0.035(2) 0.005(2) 0.008(2) -0.005(2) C45 0.043(3) 0.040(3) 0.023(2) -0.0032(18) 0.0017(18) 0.004(2) C46 0.054(3) 0.042(3) 0.037(3) 0.003(2) 0.008(2) 0.007(2) C47 0.044(3) 0.095(5) 0.091(5) 0.019(4) 0.025(3) 0.010(3) C50 0.057(3) 0.039(3) 0.053(3) -0.015(2) 0.015(3) 0.005(2) C51 0.072(4) 0.061(4) 0.045(3) -0.014(3) 0.017(3) -0.006(3) C52 0.060(4) 0.083(5) 0.087(5) -0.003(4) 0.026(4) 0.035(3) C53 0.058(3) 0.033(3) 0.061(3) -0.002(2) 0.008(3) -0.004(2) C54 0.096(5) 0.039(3) 0.097(5) -0.018(3) 0.030(4) -0.014(3) C55 0.055(3) 0.052(3) 0.050(3) 0.001(3) 0.006(3) -0.006(3) C58 0.055(3) 0.053(3) 0.039(3) -0.020(2) 0.007(2) -0.005(2) C61 0.048(3) 0.026(2) 0.027(2) -0.0033(17) 0.0065(19) -0.0070(19) C62 0.051(3) 0.036(2) 0.023(2) -0.0011(18) -0.0045(19) -0.011(2) C63 0.046(3) 0.029(2) 0.029(2) 0.0031(18) -0.0104(19) -0.0024(19) C64 0.036(2) 0.023(2) 0.030(2) -0.0024(17) -0.0052(18) 0.0004(17) C65 0.035(2) 0.0178(18) 0.024(2) 0.0027(15) -0.0005(16) -0.0026(16) C66 0.036(2) 0.025(2) 0.026(2) -0.0016(16) 0.0005(17) -0.0038(17) C68 0.030(2) 0.025(2) 0.0235(19) -0.0053(16) 0.0013(16) 0.0001(16) C69 0.030(2) 0.035(2) 0.025(2) -0.0015(17) -0.0016(16) -0.0046(17) C70 0.032(2) 0.043(3) 0.032(2) 0.0004(19) -0.0061(18) -0.0035(19) C71 0.029(2) 0.045(3) 0.036(2) -0.003(2) -0.0009(18) -0.0025(19) C72 0.034(2) 0.035(2) 0.028(2) -0.0077(18) 0.0046(17) -0.0052(18) C73 0.035(2) 0.029(2) 0.025(2) -0.0006(17) -0.0014(17) -0.0018(17) C82 0.0229(19) 0.030(2) 0.028(2) -0.0054(17) 0.0016(16) -0.0030(16) C83 0.037(2) 0.028(2) 0.031(2) -0.0038(18) -0.0024(18) 0.0002(18) C84 0.045(3) 0.027(2) 0.041(3) -0.0055(19) -0.005(2) 0.0031(19) C85 0.040(3) 0.027(2) 0.058(3) -0.015(2) -0.002(2) 0.0034(19) C86 0.035(2) 0.035(2) 0.041(3) -0.016(2) 0.0073(19) -0.0057(19) C87 0.030(2) 0.032(2) 0.032(2) -0.0041(18) 0.0010(17) -0.0057(17) C88 0.055(3) 0.046(3) 0.055(3) -0.021(3) 0.024(3) -0.009(2) C96 0.0264(19) 0.028(2) 0.0207(19) -0.0038(16) -0.0043(15) -0.0009(16) C97 0.027(2) 0.027(2) 0.036(2) -0.0015(18) -0.0013(17) 0.0008(16) C98 0.029(2) 0.036(2) 0.035(2) -0.0027(19) 0.0010(18) 0.0008(18) C99 0.034(2) 0.035(2) 0.030(2) -0.0003(18) 0.0032(18) -0.0091(18) C100 0.037(2) 0.027(2) 0.031(2) -0.0043(17) -0.0028(18) -0.0030(17) C101 0.027(2) 0.029(2) 0.028(2) -0.0045(17) 0.0007(16) 0.0002(16) C300 0.055(2) 0.070(2) 0.051(2) -0.003(2) -0.0244(19) 0.004(2) C310 0.050(2) 0.070(2) 0.043(2) -0.0001(19) 0.0078(18) -0.022(2) C320 0.059(2) 0.0317(19) 0.060(2) 0.0103(17) 0.0088(18) 0.0022(18) C330 0.048(2) 0.078(3) 0.084(3) 0.011(2) 0.026(2) 0.019(2) C340 0.113(3) 0.035(2) 0.061(2) 0.0080(19) -0.021(2) 0.012(2) C350 0.047(2) 0.077(3) 0.051(2) 0.020(2) -0.0160(18) -0.0110(19) Ir1 0.02829(9) 0.02714(10) 0.02244(9) -0.00420(6) 0.00237(6) -0.00218(6) N3 0.041(2) 0.042(2) 0.0258(18) 0.0013(16) -0.0024(16) -0.0175(17) N15 0.040(2) 0.042(2) 0.0240(18) -0.0008(16) -0.0010(15) -0.0171(17) N26 0.0306(18) 0.037(2) 0.0269(18) -0.0050(15) -0.0010(14) -0.0016(15) N38 0.0323(18) 0.038(2) 0.0225(17) -0.0068(15) 0.0003(14) -0.0037(15) N49 0.041(2) 0.030(2) 0.040(2) -0.0074(17) 0.0004(17) 0.0062(16) B48 0.035(3) 0.039(3) 0.039(3) -0.005(2) 0.005(2) -0.004(2) B67 0.030(2) 0.026(2) 0.023(2) -0.0031(18) -0.0004(18) -0.0023(18) _refine_ls_extinction_coef 110(20) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.13822(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 F57 . C58 . 1.330(6) yes F59 . C58 . 1.303(6) yes F60 . C58 . 1.332(7) yes F89 . C88 . 1.327(7) yes F90 . C88 . 1.334(7) yes F91 . C88 . 1.299(6) yes F301 . C300 . 1.322(5) yes F302 . C300 . 1.334(5) yes F303 . C300 . 1.331(5) yes F304 . C300 . 1.339(5) yes F305 . C300 . 1.336(5) yes F306 . C300 . 1.320(5) yes F311 . C310 . 1.323(5) yes F312 . C310 . 1.340(5) yes F313 . C310 . 1.325(5) yes F314 . C310 . 1.332(5) yes F315 . C310 . 1.304(5) yes F316 . C310 . 1.310(5) yes F321 . C320 . 1.320(5) yes F322 . C320 . 1.350(5) yes F323 . C320 . 1.335(5) yes F324 . C320 . 1.339(5) yes F325 . C320 . 1.329(5) yes F326 . C320 . 1.358(5) yes F331 . C330 . 1.345(5) yes F332 . C330 . 1.384(5) yes F333 . C330 . 1.328(5) yes F334 . C330 . 1.331(6) yes F335 . C330 . 1.320(5) yes F336 . C330 . 1.390(6) yes F341 . C340 . 1.332(5) yes F342 . C340 . 1.406(5) yes F343 . C340 . 1.329(5) yes F344 . C340 . 1.343(5) yes F345 . C340 . 1.320(5) yes F346 . C340 . 1.398(5) yes F351 . C350 . 1.343(6) yes F352 . C350 . 1.363(6) yes F353 . C350 . 1.327(6) yes F354 . C350 . 1.336(5) yes F355 . C350 . 1.341(4) yes F356 . C350 . 1.364(5) yes C2 . Ir1 . 2.043(4) yes C2 . N3 . 1.378(6) yes C2 . N15 . 1.381(5) yes C4 . C5 . 1.386(6) yes C4 . C10 . 1.396(7) yes C4 . N3 . 1.450(5) yes C5 . C6 . 1.501(7) yes C5 . C7 . 1.399(6) yes C6 . H61 . 0.953 no C6 . H63 . 0.956 no C6 . H62 . 0.957 no C7 . C8 . 1.375(7) yes C7 . H71 . 0.930 no C8 . C9 . 1.389(7) yes C8 . C12 . 1.517(6) yes C9 . C10 . 1.391(7) yes C9 . H91 . 0.928 no C10 . C11 . 1.506(7) yes C11 . H113 . 0.955 no C11 . H111 . 0.951 no C11 . H112 . 0.953 no C12 . H121 . 0.957 no C12 . H122 . 0.957 no C12 . H123 . 0.958 no C13 . C14 . 1.329(7) yes C13 . N3 . 1.387(6) yes C13 . H131 . 0.935 no C14 . N15 . 1.388(6) yes C14 . H141 . 0.927 no C16 . C17 . 1.401(6) yes C16 . C22 . 1.400(6) yes C16 . N15 . 1.439(5) yes C17 . C18 . 1.498(7) yes C17 . C19 . 1.398(7) yes C18 . H181 . 0.964 no C18 . H183 . 0.957 no C18 . H182 . 0.957 no C19 . C20 . 1.380(7) yes C19 . H191 . 0.922 no C20 . C21 . 1.388(6) yes C20 . C24 . 1.512(6) yes C21 . C22 . 1.392(6) yes C21 . H211 . 0.932 no C22 . C23 . 1.499(6) yes C23 . H231 . 0.960 no C23 . H233 . 0.956 no C23 . H232 . 0.950 no C24 . H242 . 0.963 no C24 . H241 . 0.961 no C24 . H243 . 0.960 no C25 . Ir1 . 2.046(4) yes C25 . N26 . 1.370(5) yes C25 . N38 . 1.364(5) yes C27 . C28 . 1.393(6) yes C27 . C33 . 1.387(6) yes C27 . N26 . 1.440(5) yes C28 . C29 . 1.512(7) yes C28 . C30 . 1.385(7) yes C29 . H292 . 0.957 no C29 . H293 . 0.957 no C29 . H291 . 0.955 no C30 . C31 . 1.380(7) yes C30 . H301 . 0.922 no C31 . C32 . 1.387(7) yes C31 . C35 . 1.508(7) yes C32 . C33 . 1.389(6) yes C32 . H321 . 0.931 no C33 . C34 . 1.512(6) yes C34 . H342 . 0.948 no C34 . H343 . 0.951 no C34 . H341 . 0.956 no C35 . H353 . 0.951 no C35 . H351 . 0.946 no C35 . H352 . 0.954 no C36 . C37 . 1.335(7) yes C36 . N26 . 1.393(5) yes C36 . H361 . 0.936 no C37 . N38 . 1.400(6) yes C37 . H371 . 0.943 no C39 . C40 . 1.384(6) yes C39 . C45 . 1.395(6) yes C39 . N38 . 1.443(5) yes C40 . C41 . 1.506(7) yes C40 . C42 . 1.395(7) yes C41 . H411 . 0.955 no C41 . H413 . 0.961 no C41 . H412 . 0.947 no C42 . C43 . 1.380(7) yes C42 . H421 . 0.941 no C43 . C44 . 1.396(7) yes C43 . C47 . 1.518(7) yes C44 . C45 . 1.388(7) yes C44 . H441 . 0.931 no C45 . C46 . 1.498(7) yes C46 . H463 . 0.963 no C46 . H461 . 0.968 no C46 . H462 . 0.962 no C47 . H471 . 0.957 no C47 . H472 . 0.952 no C47 . H473 . 0.956 no C50 . C51 . 1.501(8) yes C50 . C52 . 1.508(9) yes C50 . N49 . 1.535(6) yes C50 . H501 . 0.981 no C51 . H512 . 0.958 no C51 . H511 . 0.961 no C51 . H513 . 0.956 no C52 . H522 . 0.961 no C52 . H523 . 0.962 no C52 . H521 . 0.959 no C53 . C54 . 1.549(8) yes C53 . C55 . 1.508(8) yes C53 . N49 . 1.523(6) yes C53 . H531 . 0.986 no C54 . H543 . 0.968 no C54 . H541 . 0.966 no C54 . H542 . 0.969 no C55 . H551 . 0.979 no C55 . H553 . 0.969 no C55 . H552 . 0.974 no C58 . C61 . 1.504(7) yes C61 . C62 . 1.380(7) yes C61 . C66 . 1.397(6) yes C62 . C63 . 1.382(7) yes C62 . H621 . 0.929 no C63 . C64 . 1.387(6) yes C63 . C300 . 1.483(5) yes C64 . C65 . 1.402(6) yes C64 . H641 . 0.927 no C65 . C66 . 1.397(6) yes C65 . B67 . 1.640(6) yes C66 . H661 . 0.931 no C68 . C69 . 1.396(6) yes C68 . C73 . 1.406(6) yes C68 . B67 . 1.634(6) yes C69 . C70 . 1.391(6) yes C69 . H691 . 0.938 no C70 . C71 . 1.384(6) yes C70 . C350 . 1.495(5) yes C71 . C72 . 1.386(6) yes C71 . H711 . 0.928 no C72 . C73 . 1.389(6) yes C72 . C310 . 1.479(5) yes C73 . H731 . 0.935 no C82 . C83 . 1.392(6) yes C82 . C87 . 1.405(6) yes C82 . B67 . 1.647(6) yes C83 . C84 . 1.389(6) yes C83 . H831 . 0.932 no C84 . C85 . 1.381(7) yes C84 . C340 . 1.454(5) yes C85 . C86 . 1.376(7) yes C85 . H851 . 0.921 no C86 . C87 . 1.393(6) yes C86 . C88 . 1.508(7) yes C87 . H871 . 0.936 no C96 . C97 . 1.401(6) yes C96 . C101 . 1.397(6) yes C96 . B67 . 1.641(6) yes C97 . C98 . 1.389(6) yes C97 . H971 . 0.931 no C98 . C99 . 1.386(6) yes C98 . C330 . 1.450(5) yes C99 . C100 . 1.378(6) yes C99 . H991 . 0.918 no C100 . C101 . 1.393(6) yes C100 . C320 . 1.486(5) yes C101 . H1011 . 0.931 no Ir1 . B48 . 2.247(6) yes Ir1 . H3 . 2.039 no Ir1 . H12 . 1.735 no Ir1 . H19 . 1.391 no Ir1 . H22 . 1.477 no N49 . B48 . 1.595(6) yes N49 . H491 . 1.013 no B48 . H3 . 1.190 no B48 . H12 . 1.153 no B48 . H17 . 1.180 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 Ir1 . C2 . N3 . 124.4(3) yes Ir1 . C2 . N15 . 133.3(3) yes N3 . C2 . N15 . 102.1(3) yes C5 . C4 . C10 . 122.7(4) yes C5 . C4 . N3 . 119.1(4) yes C10 . C4 . N3 . 117.9(4) yes C4 . C5 . C6 . 121.6(4) yes C4 . C5 . C7 . 117.2(4) yes C6 . C5 . C7 . 121.2(4) yes C5 . C6 . H61 . 109.6 no C5 . C6 . H63 . 109.9 no H61 . C6 . H63 . 109.1 no C5 . C6 . H62 . 110.2 no H61 . C6 . H62 . 108.9 no H63 . C6 . H62 . 109.1 no C5 . C7 . C8 . 122.1(4) yes C5 . C7 . H71 . 118.9 no C8 . C7 . H71 . 119.1 no C7 . C8 . C9 . 118.9(4) yes C7 . C8 . C12 . 121.2(5) yes C9 . C8 . C12 . 119.8(5) yes C8 . C9 . C10 . 121.4(5) yes C8 . C9 . H91 . 119.2 no C10 . C9 . H91 . 119.3 no C4 . C10 . C9 . 117.6(4) yes C4 . C10 . C11 . 121.4(4) yes C9 . C10 . C11 . 120.9(5) yes C10 . C11 . H113 . 110.1 no C10 . C11 . H111 . 111.3 no H113 . C11 . H111 . 108.8 no C10 . C11 . H112 . 109.3 no H113 . C11 . H112 . 108.9 no H111 . C11 . H112 . 108.4 no C8 . C12 . H121 . 110.0 no C8 . C12 . H122 . 109.6 no H121 . C12 . H122 . 109.4 no C8 . C12 . H123 . 109.2 no H121 . C12 . H123 . 109.5 no H122 . C12 . H123 . 109.1 no C14 . C13 . N3 . 106.8(4) yes C14 . C13 . H131 . 127.0 no N3 . C13 . H131 . 126.2 no C13 . C14 . N15 . 107.4(4) yes C13 . C14 . H141 . 127.3 no N15 . C14 . H141 . 125.3 no C17 . C16 . C22 . 121.9(4) yes C17 . C16 . N15 . 118.3(4) yes C22 . C16 . N15 . 119.1(4) yes C16 . C17 . C18 . 123.3(4) yes C16 . C17 . C19 . 117.5(4) yes C18 . C17 . C19 . 119.2(4) yes C17 . C18 . H181 . 105.2 no C17 . C18 . H183 . 110.2 no H181 . C18 . H183 . 110.8 no C17 . C18 . H182 . 108.9 no H181 . C18 . H182 . 112.2 no H183 . C18 . H182 . 109.5 no C17 . C19 . C20 . 122.3(4) yes C17 . C19 . H191 . 118.7 no C20 . C19 . H191 . 119.0 no C19 . C20 . C21 . 118.5(4) yes C19 . C20 . C24 . 120.9(4) yes C21 . C20 . C24 . 120.6(5) yes C20 . C21 . C22 . 122.0(4) yes C20 . C21 . H211 . 118.4 no C22 . C21 . H211 . 119.5 no C16 . C22 . C21 . 117.8(4) yes C16 . C22 . C23 . 123.0(4) yes C21 . C22 . C23 . 119.1(4) yes C22 . C23 . H231 . 109.4 no C22 . C23 . H233 . 110.3 no H231 . C23 . H233 . 109.0 no C22 . C23 . H232 . 110.6 no H231 . C23 . H232 . 109.1 no H233 . C23 . H232 . 108.4 no C20 . C24 . H242 . 111.3 no C20 . C24 . H241 . 108.3 no H242 . C24 . H241 . 107.7 no C20 . C24 . H243 . 111.0 no H242 . C24 . H243 . 109.8 no H241 . C24 . H243 . 108.7 no Ir1 . C25 . N26 . 128.1(3) yes Ir1 . C25 . N38 . 128.2(3) yes N26 . C25 . N38 . 103.3(3) yes C28 . C27 . C33 . 122.2(4) yes C28 . C27 . N26 . 118.8(4) yes C33 . C27 . N26 . 118.9(4) yes C27 . C28 . C29 . 121.1(4) yes C27 . C28 . C30 . 117.7(5) yes C29 . C28 . C30 . 121.2(5) yes C28 . C29 . H292 . 110.1 no C28 . C29 . H293 . 109.8 no H292 . C29 . H293 . 107.9 no C28 . C29 . H291 . 111.5 no H292 . C29 . H291 . 109.1 no H293 . C29 . H291 . 108.4 no C28 . C30 . C31 . 122.1(5) yes C28 . C30 . H301 . 118.6 no C31 . C30 . H301 . 119.3 no C30 . C31 . C32 . 118.2(4) yes C30 . C31 . C35 . 120.5(5) yes C32 . C31 . C35 . 121.4(5) yes C31 . C32 . C33 . 122.2(5) yes C31 . C32 . H321 . 118.7 no C33 . C32 . H321 . 119.1 no C32 . C33 . C27 . 117.3(4) yes C32 . C33 . C34 . 120.6(4) yes C27 . C33 . C34 . 122.0(4) yes C33 . C34 . H342 . 110.2 no C33 . C34 . H343 . 110.7 no H342 . C34 . H343 . 108.3 no C33 . C34 . H341 . 109.6 no H342 . C34 . H341 . 109.2 no H343 . C34 . H341 . 108.8 no C31 . C35 . H353 . 110.1 no C31 . C35 . H351 . 109.7 no H353 . C35 . H351 . 108.8 no C31 . C35 . H352 . 110.4 no H353 . C35 . H352 . 108.7 no H351 . C35 . H352 . 109.2 no C37 . C36 . N26 . 106.9(4) yes C37 . C36 . H361 . 127.2 no N26 . C36 . H361 . 125.9 no C36 . C37 . N38 . 106.8(4) yes C36 . C37 . H371 . 127.4 no N38 . C37 . H371 . 125.9 no C40 . C39 . C45 . 123.1(4) yes C40 . C39 . N38 . 118.6(4) yes C45 . C39 . N38 . 118.2(4) yes C39 . C40 . C41 . 121.8(4) yes C39 . C40 . C42 . 117.4(4) yes C41 . C40 . C42 . 120.9(4) yes C40 . C41 . H411 . 109.5 no C40 . C41 . H413 . 109.5 no H411 . C41 . H413 . 109.5 no C40 . C41 . H412 . 110.2 no H411 . C41 . H412 . 108.9 no H413 . C41 . H412 . 109.1 no C40 . C42 . C43 . 121.9(5) yes C40 . C42 . H421 . 119.4 no C43 . C42 . H421 . 118.8 no C42 . C43 . C44 . 118.7(4) yes C42 . C43 . C47 . 121.1(5) yes C44 . C43 . C47 . 120.3(5) yes C43 . C44 . C45 . 121.7(4) yes C43 . C44 . H441 . 118.9 no C45 . C44 . H441 . 119.4 no C39 . C45 . C44 . 117.2(4) yes C39 . C45 . C46 . 121.6(4) yes C44 . C45 . C46 . 121.1(4) yes C45 . C46 . H463 . 109.4 no C45 . C46 . H461 . 108.6 no H463 . C46 . H461 . 109.8 no C45 . C46 . H462 . 109.8 no H463 . C46 . H462 . 108.5 no H461 . C46 . H462 . 110.6 no C43 . C47 . H471 . 109.5 no C43 . C47 . H472 . 110.0 no H471 . C47 . H472 . 109.0 no C43 . C47 . H473 . 110.3 no H471 . C47 . H473 . 108.7 no H472 . C47 . H473 . 109.2 no C51 . C50 . C52 . 111.3(5) yes C51 . C50 . N49 . 112.3(4) yes C52 . C50 . N49 . 110.8(5) yes C51 . C50 . H501 . 106.9 no C52 . C50 . H501 . 108.7 no N49 . C50 . H501 . 106.5 no C50 . C51 . H512 . 110.2 no C50 . C51 . H511 . 110.9 no H512 . C51 . H511 . 108.8 no C50 . C51 . H513 . 109.5 no H512 . C51 . H513 . 108.2 no H511 . C51 . H513 . 109.1 no C50 . C52 . H522 . 109.1 no C50 . C52 . H523 . 110.5 no H522 . C52 . H523 . 110.1 no C50 . C52 . H521 . 108.6 no H522 . C52 . H521 . 108.8 no H523 . C52 . H521 . 109.7 no C54 . C53 . C55 . 109.6(5) yes C54 . C53 . N49 . 111.7(5) yes C55 . C53 . N49 . 111.8(4) yes C54 . C53 . H531 . 109.4 no C55 . C53 . H531 . 104.8 no N49 . C53 . H531 . 109.4 no C53 . C54 . H543 . 109.9 no C53 . C54 . H541 . 109.2 no H543 . C54 . H541 . 109.4 no C53 . C54 . H542 . 109.5 no H543 . C54 . H542 . 109.7 no H541 . C54 . H542 . 109.2 no C53 . C55 . H551 . 110.8 no C53 . C55 . H553 . 109.2 no H551 . C55 . H553 . 108.5 no C53 . C55 . H552 . 109.7 no H551 . C55 . H552 . 109.2 no H553 . C55 . H552 . 109.4 no F60 . C58 . F57 . 104.6(5) yes F60 . C58 . F59 . 107.7(5) yes F57 . C58 . F59 . 105.5(5) yes F60 . C58 . C61 . 111.3(4) yes F57 . C58 . C61 . 113.7(4) yes F59 . C58 . C61 . 113.3(5) yes C58 . C61 . C62 . 118.8(4) yes C58 . C61 . C66 . 119.9(4) yes C62 . C61 . C66 . 121.2(4) yes C61 . C62 . C63 . 118.4(4) yes C61 . C62 . H621 . 121.5 no C63 . C62 . H621 . 120.1 no C62 . C63 . C64 . 120.3(4) yes C62 . C63 . C300 . 121.3(4) yes C64 . C63 . C300 . 118.4(4) yes C63 . C64 . C65 . 122.8(4) yes C63 . C64 . H641 . 118.5 no C65 . C64 . H641 . 118.7 no C64 . C65 . C66 . 115.8(4) yes C64 . C65 . B67 . 119.1(4) yes C66 . C65 . B67 . 125.0(4) yes C61 . C66 . C65 . 121.5(4) yes C61 . C66 . H661 . 118.6 no C65 . C66 . H661 . 119.9 no C69 . C68 . C73 . 115.5(4) yes C69 . C68 . B67 . 124.6(4) yes C73 . C68 . B67 . 119.8(4) yes C68 . C69 . C70 . 122.1(4) yes C68 . C69 . H691 . 119.3 no C70 . C69 . H691 . 118.6 no C69 . C70 . C71 . 121.1(4) yes C69 . C70 . C350 . 120.4(4) yes C71 . C70 . C350 . 118.5(4) yes C70 . C71 . C72 . 118.2(4) yes C70 . C71 . H711 . 121.2 no C72 . C71 . H711 . 120.7 no C71 . C72 . C73 . 120.4(4) yes C71 . C72 . C310 . 119.8(4) yes C73 . C72 . C310 . 119.8(4) yes C68 . C73 . C72 . 122.6(4) yes C68 . C73 . H731 . 118.6 no C72 . C73 . H731 . 118.8 no C83 . C82 . C87 . 115.3(4) yes C83 . C82 . B67 . 124.2(4) yes C87 . C82 . B67 . 120.4(4) yes C82 . C83 . C84 . 122.2(4) yes C82 . C83 . H831 . 118.9 no C84 . C83 . H831 . 118.9 no C83 . C84 . C85 . 121.3(4) yes C83 . C84 . C340 . 118.4(4) yes C85 . C84 . C340 . 120.4(4) yes C84 . C85 . C86 . 118.0(4) yes C84 . C85 . H851 . 121.4 no C86 . C85 . H851 . 120.6 no C85 . C86 . C87 . 120.8(4) yes C85 . C86 . C88 . 121.0(4) yes C87 . C86 . C88 . 118.3(5) yes C82 . C87 . C86 . 122.3(4) yes C82 . C87 . H871 . 118.9 no C86 . C87 . H871 . 118.9 no C86 . C88 . F90 . 112.3(5) yes C86 . C88 . F89 . 112.3(4) yes F90 . C88 . F89 . 104.2(4) yes C86 . C88 . F91 . 112.6(4) yes F90 . C88 . F91 . 107.9(5) yes F89 . C88 . F91 . 107.0(6) yes C97 . C96 . C101 . 114.9(4) yes C97 . C96 . B67 . 124.1(4) yes C101 . C96 . B67 . 120.9(4) yes C96 . C97 . C98 . 122.4(4) yes C96 . C97 . H971 . 118.2 no C98 . C97 . H971 . 119.4 no C97 . C98 . C99 . 121.1(4) yes C97 . C98 . C330 . 118.7(4) yes C99 . C98 . C330 . 120.2(4) yes C98 . C99 . C100 . 117.8(4) yes C98 . C99 . H991 . 120.2 no C100 . C99 . H991 . 121.9 no C99 . C100 . C101 . 120.7(4) yes C99 . C100 . C320 . 120.7(4) yes C101 . C100 . C320 . 118.6(4) yes C96 . C101 . C100 . 122.9(4) yes C96 . C101 . H1011 . 119.1 no C100 . C101 . H1011 . 118.1 no C63 . C300 . F302 . 110.7(4) yes C63 . C300 . F303 . 112.9(4) yes F302 . C300 . F303 . 105.59(6) yes C63 . C300 . F301 . 115.6(4) yes F302 . C300 . F301 . 105.64(6) yes F303 . C300 . F301 . 105.63(6) yes C63 . C300 . F304 . 109.4(4) yes C63 . C300 . F305 . 114.5(4) yes F304 . C300 . F305 . 105.57(6) yes C63 . C300 . F306 . 115.4(4) yes F304 . C300 . F306 . 105.60(6) yes F305 . C300 . F306 . 105.62(6) yes C72 . C310 . F312 . 113.8(4) yes C72 . C310 . F313 . 115.3(4) yes F312 . C310 . F313 . 105.01(6) yes C72 . C310 . F311 . 111.7(4) yes F312 . C310 . F311 . 104.98(6) yes F313 . C310 . F311 . 105.06(6) yes C72 . C310 . F314 . 111.3(5) yes C72 . C310 . F316 . 114.1(4) yes F314 . C310 . F316 . 105.05(6) yes C72 . C310 . F315 . 115.4(5) yes F314 . C310 . F315 . 105.03(6) yes F316 . C310 . F315 . 105.07(6) yes C100 . C320 . F322 . 108.7(4) yes C100 . C320 . F323 . 112.0(5) yes F322 . C320 . F323 . 105.22(6) yes C100 . C320 . F321 . 119.3(5) yes F322 . C320 . F321 . 105.28(6) yes F323 . C320 . F321 . 105.26(6) yes C100 . C320 . F326 . 109.6(4) yes C100 . C320 . F324 . 115.9(4) yes F326 . C320 . F324 . 105.22(6) yes C100 . C320 . F325 . 114.7(4) yes F326 . C320 . F325 . 105.22(6) yes F324 . C320 . F325 . 105.28(6) yes C98 . C330 . F332 . 110.9(4) yes C98 . C330 . F331 . 115.2(4) yes F332 . C330 . F331 . 103.79(6) yes C98 . C330 . F333 . 117.7(4) yes F332 . C330 . F333 . 103.81(6) yes F331 . C330 . F333 . 103.96(6) yes C98 . C330 . F336 . 100.6(4) yes C98 . C330 . F334 . 119.2(5) yes F336 . C330 . F334 . 103.82(6) yes C98 . C330 . F335 . 122.7(5) yes F336 . C330 . F335 . 103.84(6) yes F334 . C330 . F335 . 103.91(6) yes C84 . C340 . F342 . 103.4(4) yes C84 . C340 . F341 . 120.9(5) yes F342 . C340 . F341 . 103.38(6) yes C84 . C340 . F343 . 119.8(4) yes F342 . C340 . F343 . 103.37(6) yes F341 . C340 . F343 . 103.50(6) yes C84 . C340 . F346 . 108.9(4) yes C84 . C340 . F344 . 114.2(4) yes F346 . C340 . F344 . 103.33(6) yes C84 . C340 . F345 . 121.6(4) yes F346 . C340 . F345 . 103.42(6) yes F344 . C340 . F345 . 103.52(6) yes C70 . C350 . F352 . 102.2(6) yes C70 . C350 . F351 . 112.6(8) yes F352 . C350 . F351 . 105.98(6) yes C70 . C350 . F353 . 122.7(7) yes F352 . C350 . F353 . 106.02(6) yes F351 . C350 . F353 . 106.02(6) yes C70 . C350 . F356 . 110.2(3) yes C70 . C350 . F355 . 115.3(3) yes F356 . C350 . F355 . 105.99(6) yes C70 . C350 . F354 . 112.6(4) yes F356 . C350 . F354 . 105.98(6) yes F355 . C350 . F354 . 106.05(6) yes C25 . Ir1 . C2 . 166.56(17) yes C25 . Ir1 . B48 . 87.64(19) yes C2 . Ir1 . B48 . 105.75(19) yes C25 . Ir1 . H3 . 91.3 no C2 . Ir1 . H3 . 100.7 no B48 . Ir1 . H3 . 31.8 no C25 . Ir1 . H12 . 84.0 no C2 . Ir1 . H12 . 106.9 no B48 . Ir1 . H12 . 30.3 no H3 . Ir1 . H12 . 62.1 no C25 . Ir1 . H19 . 88.1 no C2 . Ir1 . H19 . 83.0 no B48 . Ir1 . H19 . 136.1 no H3 . Ir1 . H19 . 104.8 no H12 . Ir1 . H19 . 164.3 no C25 . Ir1 . H22 . 73.1 no C2 . Ir1 . H22 . 94.7 no B48 . Ir1 . H22 . 144.8 no H3 . Ir1 . H22 . 164.3 no H12 . Ir1 . H22 . 116.4 no H19 . Ir1 . H22 . 73.8 no C4 . N3 . C13 . 119.1(4) yes C4 . N3 . C2 . 128.7(4) yes C13 . N3 . C2 . 112.1(4) yes C16 . N15 . C14 . 119.5(4) yes C16 . N15 . C2 . 128.6(4) yes C14 . N15 . C2 . 111.6(4) yes C27 . N26 . C36 . 124.3(4) yes C27 . N26 . C25 . 124.1(3) yes C36 . N26 . C25 . 111.6(4) yes C39 . N38 . C37 . 123.0(4) yes C39 . N38 . C25 . 125.5(3) yes C37 . N38 . C25 . 111.5(4) yes C50 . N49 . C53 . 112.6(4) yes C50 . N49 . B48 . 114.7(4) yes C53 . N49 . B48 . 110.5(4) yes C50 . N49 . H491 . 106.1 no C53 . N49 . H491 . 106.1 no B48 . N49 . H491 . 106.1 no Ir1 . B48 . N49 . 131.3(4) yes Ir1 . B48 . H3 . 64.5 no N49 . B48 . H3 . 103.0 no Ir1 . B48 . H12 . 49.4 no N49 . B48 . H12 . 119.7 no H3 . B48 . H12 . 113.9 no Ir1 . B48 . H17 . 116.6 no N49 . B48 . H17 . 111.9 no H3 . B48 . H17 . 100.8 no H12 . B48 . H17 . 106.0 no C82 . B67 . C96 . 110.5(3) yes C82 . B67 . C65 . 110.0(3) yes C96 . B67 . C65 . 105.3(3) yes C82 . B67 . C68 . 106.5(3) yes C96 . B67 . C68 . 112.7(3) yes C65 . B67 . C68 . 111.8(3) yes B48 . H3 . Ir1 . 83.8 no Ir1 . H12 . B48 . 100.2 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 N49 . H491 . C17 . 169 1.01 2.50 3.497(7) yes data_4 _database_code_depnum_ccdc_archive 'CCDC 840396' #TrackingRef '4.cif' _audit_creation_date 11-08-04 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title '6191540 205CT10' _chemical_name_systematic . _chemical_melting_point . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 1.000 1.000 174 12 ' ' 2 0.480 0.775 0.801 20 1 ' ' 3 0.520 0.225 0.199 20 1 ' ' _platon_squeeze_details ;The discrete Fourier transform of the void region were treated as contributions to the A and B parts of the calculated structure factors. ; _refine_special_details ; The difference map indicated the presence of diffuse electron density believed to be disordered diethylether. SQUEEZE was used leaving a void from which the electron density was removed. ; _cell_length_a 13.57800(10) _cell_length_b 16.55140(10) _cell_length_c 17.81450(10) _cell_angle_alpha 80.1426(3) _cell_angle_beta 82.4277(3) _cell_angle_gamma 89.6505(3) _cell_volume 3909.48(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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' 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' 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' 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' B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 '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' _cell_formula_units_Z 2 # Given Formula = C90 H60 B1 F24 Ir1 N5 O1 # Dc = 1.60 Fooo = 1740.00 Mu = 18.18 M = 1886.48 # Found Formula = C77 H70 B2 F24 Ir1 N5 # Dc = 1.47 FOOO = 1740.00 Mu = 18.10 M = 1735.23 _chemical_formula_sum 'C77 H70 B2 F24 Ir1 N5' _chemical_formula_moiety 'C45 H58 B Ir1 N5, C32 H12 B1 F24' _chemical_compound_source . _chemical_formula_weight 1735.23 _cell_measurement_reflns_used 16072 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_min 0.100 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_max 0.220 _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 1740 _exptl_absorpt_coefficient_mu 1.810 # Sheldrick geometric approximatio 0.80 0.83 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.83 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 150 _diffrn_reflns_number 17704 _reflns_number_total 17704 _diffrn_reflns_av_R_equivalents 0.021 # Number of reflections without Friedels Law is 30868 # Number of reflections with Friedels Law is 17704 # Theoretical number of reflections is about 17869 _diffrn_reflns_theta_min 5.101 _diffrn_reflns_theta_max 27.448 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.899 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _reflns_limit_h_min -17 _reflns_limit_h_max 17 _reflns_limit_k_min -20 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 23 _oxford_diffrn_Wilson_B_factor 1.66 _oxford_diffrn_Wilson_scale 22.26 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.55 _refine_diff_density_max 1.68 # 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 17704 _refine_ls_number_restraints 648 _refine_ls_number_parameters 1091 _oxford_refine_ls_R_factor_ref 0.0408 _refine_ls_wR_factor_ref 0.0883 _refine_ls_goodness_of_fit_ref 0.8202 _refine_ls_shift/su_max 0.0240896 _refine_ls_shift/su_mean 0.0004017 # The values computed from all data _oxford_reflns_number_all 17704 _refine_ls_R_factor_all 0.0408 _refine_ls_wR_factor_all 0.0883 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 16035 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_gt 0.0776 # 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 # none, 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/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 12.6 16.4 5.50 ; # Insert your own references if required - in alphabetical order 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens F231 F 0.9061(4) 0.7903(4) 0.3828(4) 0.0479 0.4789 Uani D . . 4 1 . . F232 F 0.8689(5) 0.6692(3) 0.3683(4) 0.0530 0.4789 Uani D . . 4 1 . . F233 F 0.7795(5) 0.7279(4) 0.4512(3) 0.0621 0.4789 Uani D . . 4 1 . . F234 F 0.9213(4) 0.7749(4) 0.3627(4) 0.0550 0.5211 Uani D . . 4 2 . . F235 F 0.8417(5) 0.6614(3) 0.3980(3) 0.0532 0.5211 Uani D . . 4 2 . . F236 F 0.7905(5) 0.7663(3) 0.4453(3) 0.0565 0.5211 Uani D . . 4 2 . . C230 C 0.8294(2) 0.74173(19) 0.37982(16) 0.0431 1.0000 Uani D . . . . . . F221 F 0.6462(3) 0.4457(3) 0.2680(3) 0.0610 0.6875 Uani D . . 3 1 . . F222 F 0.5915(4) 0.3969(3) 0.1776(3) 0.0842 0.6875 Uani D . . 3 1 . . F223 F 0.4966(4) 0.4034(3) 0.2811(3) 0.0703 0.6875 Uani D . . 3 1 . . F224 F 0.6607(5) 0.4288(6) 0.2360(6) 0.0727 0.3125 Uani D . . 3 2 . . F225 F 0.5373(7) 0.3923(5) 0.1876(5) 0.0643 0.3125 Uani D . . 3 2 . . F226 F 0.5185(7) 0.4203(6) 0.3014(4) 0.0521 0.3125 Uani D . . 3 2 . . C220 C 0.5668(3) 0.44458(15) 0.23065(18) 0.0570 1.0000 Uani D . . . . . . F211 F 0.3811(3) 0.6928(3) 0.0130(2) 0.0549 0.6916 Uani D . . 2 1 . . F212 F 0.4733(4) 0.6001(3) -0.0249(3) 0.0895 0.6916 Uani D . . 2 1 . . F213 F 0.5346(3) 0.7146(3) -0.0221(3) 0.0674 0.6916 Uani D . . 2 1 . . F214 F 0.3870(5) 0.6556(7) -0.0084(5) 0.0791 0.3084 Uani D . . 2 2 . . F215 F 0.5324(7) 0.6116(5) -0.0235(5) 0.0716 0.3084 Uani D . . 2 2 . . F216 F 0.5052(7) 0.7350(4) -0.0084(5) 0.0532 0.3084 Uani D . . 2 2 . . C210 C 0.4715(3) 0.6584(2) 0.01763(14) 0.0604 1.0000 Uani D . . . . . . C200 C 0.15513(19) 0.8369(2) 0.1999(2) 0.0589 1.0000 Uani D . . . . . . F201 F 0.1400(5) 0.8708(5) 0.1294(3) 0.0779 0.4750 Uani D . . 1 1 . . F202 F 0.0832(4) 0.8673(5) 0.2460(4) 0.0696 0.4750 Uani D . . 1 1 . . F203 F 0.1299(5) 0.7599(3) 0.2056(5) 0.0825 0.4750 Uani D . . 1 1 . . F204 F 0.1094(4) 0.8965(3) 0.1617(4) 0.0776 0.5250 Uani D . . 1 2 . . F205 F 0.0904(4) 0.8082(5) 0.2603(3) 0.0879 0.5250 Uani D . . 1 2 . . F206 F 0.1603(4) 0.7780(4) 0.1565(4) 0.0607 0.5250 Uani D . . 1 2 . . Ir1 Ir 0.989517(9) 0.285186(8) 0.250407(7) 0.0205 1.0000 Uani . . . . . . . C2 C 0.9813(2) 0.1899(2) 0.1863(2) 0.0218 1.0000 Uani . . . . . . . N3 N 1.0281(2) 0.18549(18) 0.11391(17) 0.0245 1.0000 Uani . . . . . . . C4 C 1.0649(3) 0.2486(2) 0.0494(2) 0.0254 1.0000 Uani . . . . . . . C5 C 0.9975(3) 0.2791(2) -0.0018(2) 0.0281 1.0000 Uani . . . . . . . C6 C 0.8888(3) 0.2580(3) 0.0148(2) 0.0345 1.0000 Uani . . . . . . . C7 C 1.0359(3) 0.3276(2) -0.0716(2) 0.0320 1.0000 Uani . . . . . . . C8 C 1.1372(3) 0.3431(2) -0.0922(2) 0.0333 1.0000 Uani . . . . . . . C9 C 1.2004(3) 0.3123(2) -0.0401(2) 0.0324 1.0000 Uani . . . . . . . C10 C 1.1666(3) 0.2640(2) 0.0312(2) 0.0285 1.0000 Uani . . . . . . . C11 C 1.2398(3) 0.2267(3) 0.0827(2) 0.0382 1.0000 Uani . . . . . . . C12 C 1.1774(4) 0.3906(3) -0.1704(2) 0.0423 1.0000 Uani . . . . . . . C13 C 1.0253(3) 0.1063(2) 0.0985(2) 0.0318 1.0000 Uani . . . . . . . C14 C 0.9756(3) 0.0598(2) 0.1598(2) 0.0315 1.0000 Uani . . . . . . . N15 N 0.9479(2) 0.11104(18) 0.21355(17) 0.0252 1.0000 Uani . . . . . . . C16 C 0.8731(3) 0.0787(2) 0.2770(2) 0.0268 1.0000 Uani . . . . . . . C17 C 0.7734(3) 0.0870(2) 0.2648(2) 0.0306 1.0000 Uani . . . . . . . C18 C 0.7435(3) 0.1377(3) 0.1932(2) 0.0371 1.0000 Uani . . . . . . . C19 C 0.7018(3) 0.0446(3) 0.3201(2) 0.0355 1.0000 Uani . . . . . . . C20 C 0.7264(3) -0.0065(3) 0.3853(3) 0.0378 1.0000 Uani . . . . . . . C21 C 0.8260(3) -0.0135(2) 0.3947(2) 0.0360 1.0000 Uani . . . . . . . C22 C 0.9012(3) 0.0282(2) 0.3421(2) 0.0302 1.0000 Uani . . . . . . . C23 C 1.0082(3) 0.0162(3) 0.3546(3) 0.0443 1.0000 Uani . . . . . . . C24 C 0.6461(4) -0.0542(3) 0.4421(3) 0.0507 1.0000 Uani . . . . . . . C25 C 0.9503(3) 0.3800(2) 0.1650(2) 0.0261 1.0000 Uani . . . . . . . C32 C 0.8402(3) 0.2796(2) 0.3019(2) 0.0251 1.0000 Uani . . . . . . . C34 C 0.8401(3) 0.2631(2) 0.3874(2) 0.0257 1.0000 Uani . . . . . . . C35 C 0.8841(3) 0.3192(2) 0.4247(2) 0.0270 1.0000 Uani . . . . . . . N36 N 0.9336(2) 0.38854(19) 0.37539(18) 0.0269 1.0000 Uani . . . . . . . C37 C 0.9861(2) 0.3817(2) 0.3065(2) 0.0235 1.0000 Uani . . . . . . . N38 N 1.0194(2) 0.45904(19) 0.27542(18) 0.0282 1.0000 Uani . . . . . . . C39 C 1.0730(3) 0.4775(2) 0.2000(2) 0.0284 1.0000 Uani . . . . . . . C40 C 1.0370(3) 0.4394(2) 0.1438(2) 0.0268 1.0000 Uani . . . . . . . C41 C 1.0876(3) 0.4574(2) 0.0699(2) 0.0301 1.0000 Uani . . . . . . . C42 C 1.1713(3) 0.5087(2) 0.0513(2) 0.0342 1.0000 Uani . . . . . . . C43 C 1.2056(3) 0.5421(3) 0.1102(3) 0.0377 1.0000 Uani . . . . . . . C44 C 1.1584(3) 0.5265(2) 0.1852(2) 0.0338 1.0000 Uani . . . . . . . C45 C 1.2020(4) 0.5618(3) 0.2472(3) 0.0443 1.0000 Uani . . . . . . . C46 C 1.2244(4) 0.5268(3) -0.0299(2) 0.0413 1.0000 Uani . . . . . . . C47 C 0.9853(3) 0.5137(2) 0.3240(2) 0.0341 1.0000 Uani . . . . . . . C48 C 0.9319(3) 0.4703(2) 0.3857(2) 0.0348 1.0000 Uani . . . . . . . C49 C 0.8858(3) 0.3058(3) 0.5039(2) 0.0321 1.0000 Uani . . . . . . . C50 C 0.8405(3) 0.2346(3) 0.5464(2) 0.0362 1.0000 Uani . . . . . . . C51 C 0.7968(3) 0.1770(3) 0.5129(2) 0.0344 1.0000 Uani . . . . . . . C52 C 0.7980(3) 0.1918(2) 0.4330(2) 0.0292 1.0000 Uani . . . . . . . C53 C 0.7491(4) 0.1002(3) 0.5609(3) 0.0455 1.0000 Uani . . . . . . . C54 C 0.9351(3) 0.3640(3) 0.5451(2) 0.0399 1.0000 Uani . . . . . . . B55 B 1.1270(3) 0.2263(3) 0.2790(2) 0.0250 1.0000 Uani . . . . . . . N56 N 1.2069(2) 0.2511(2) 0.33047(18) 0.0281 1.0000 Uani . . . . . . . C57 C 1.1781(4) 0.3207(3) 0.3712(3) 0.0434 1.0000 Uani . . . . . . . C58 C 1.2226(3) 0.1777(3) 0.3896(3) 0.0411 1.0000 Uani . . . . . . . C59 C 1.3027(3) 0.2731(3) 0.2793(3) 0.0418 1.0000 Uani . . . . . . . F60 F 0.7474(2) 0.87807(16) 0.05825(13) 0.0454 1.0000 Uani . . . . . . . C61 C 0.7903(3) 0.8913(2) 0.1182(2) 0.0333 1.0000 Uani . . . . . . . F62 F 0.8883(2) 0.88174(19) 0.10040(17) 0.0548 1.0000 Uani . . . . . . . F63 F 0.7788(2) 0.97122(15) 0.12160(16) 0.0509 1.0000 Uani . . . . . . . C64 C 0.7485(3) 0.8384(2) 0.1920(2) 0.0273 1.0000 Uani . . . . . . . C65 C 0.6491(3) 0.8136(2) 0.2039(2) 0.0246 1.0000 Uani . . . . . . . C66 C 0.6052(3) 0.7667(2) 0.2735(2) 0.0233 1.0000 Uani . . . . . . . C67 C 0.6683(3) 0.7441(2) 0.3290(2) 0.0260 1.0000 Uani . . . . . . . C68 C 0.7676(3) 0.7690(2) 0.3175(2) 0.0289 1.0000 Uani . . . . . . . C69 C 0.8096(3) 0.8165(2) 0.2493(2) 0.0307 1.0000 Uani . . . . . . . B74 B 0.4888(3) 0.7341(2) 0.2822(2) 0.0230 1.0000 Uani . . . . . . . C75 C 0.4475(3) 0.6970(2) 0.3717(2) 0.0248 1.0000 Uani . . . . . . . C76 C 0.4599(3) 0.7434(2) 0.4292(2) 0.0265 1.0000 Uani . . . . . . . C77 C 0.4304(3) 0.7146(2) 0.5068(2) 0.0284 1.0000 Uani . . . . . . . C78 C 0.3861(3) 0.6374(3) 0.5318(2) 0.0306 1.0000 Uani . . . . . . . C79 C 0.3716(3) 0.5909(2) 0.4759(2) 0.0300 1.0000 Uani . . . . . . . C80 C 0.3997(3) 0.6211(2) 0.3978(2) 0.0277 1.0000 Uani . . . . . . . C81 C 0.3309(3) 0.5059(3) 0.4988(3) 0.0392 1.0000 Uani . . . . . . . F82 F 0.2493(2) 0.49306(16) 0.46656(17) 0.0492 1.0000 Uani . . . . . . . F83 F 0.3045(3) 0.4836(2) 0.57447(18) 0.0716 1.0000 Uani . . . . . . . F84 F 0.3955(2) 0.45017(17) 0.4774(2) 0.0754 1.0000 Uani . . . . . . . C85 C 0.4559(3) 0.7644(3) 0.5642(2) 0.0350 1.0000 Uani . . . . . . . F86 F 0.4038(2) 0.74375(18) 0.63392(13) 0.0451 1.0000 Uani . . . . . . . F87 F 0.55267(19) 0.7566(2) 0.57445(17) 0.0570 1.0000 Uani . . . . . . . F88 F 0.4435(2) 0.84530(16) 0.54260(14) 0.0443 1.0000 Uani . . . . . . . C89 C 0.4941(3) 0.6665(2) 0.2253(2) 0.0263 1.0000 Uani . . . . . . . C90 C 0.4768(3) 0.6861(2) 0.1482(2) 0.0292 1.0000 Uani . . . . . . . C91 C 0.4901(3) 0.6298(3) 0.0984(2) 0.0366 1.0000 Uani . . . . . . . C92 C 0.5185(4) 0.5498(3) 0.1234(2) 0.0396 1.0000 Uani . . . . . . . C93 C 0.5363(3) 0.5292(3) 0.1992(3) 0.0372 1.0000 Uani . . . . . . . C94 C 0.5267(3) 0.5866(2) 0.2478(2) 0.0293 1.0000 Uani . . . . . . . C102 C 0.4157(3) 0.8101(2) 0.2560(2) 0.0260 1.0000 Uani . . . . . . . C103 C 0.4397(3) 0.8924(2) 0.2522(2) 0.0267 1.0000 Uani . . . . . . . C104 C 0.3749(3) 0.9554(2) 0.2319(2) 0.0293 1.0000 Uani . . . . . . . C105 C 0.2812(3) 0.9381(3) 0.2150(2) 0.0350 1.0000 Uani . . . . . . . C106 C 0.2545(3) 0.8567(3) 0.2188(2) 0.0329 1.0000 Uani . . . . . . . C107 C 0.3198(3) 0.7943(2) 0.2393(2) 0.0294 1.0000 Uani . . . . . . . C109 C 0.4063(4) 1.0417(3) 0.2308(3) 0.0428 1.0000 Uani . . . . . . . F110 F 0.4076(3) 1.0585(2) 0.3011(2) 0.0807 1.0000 Uani . . . . . . . F111 F 0.4988(2) 1.05833(19) 0.1964(2) 0.0723 1.0000 Uani . . . . . . . F112 F 0.3495(3) 1.09690(18) 0.1953(3) 0.0824 1.0000 Uani . . . . . . . H62 H 0.8542 0.2892 -0.0240 0.0519 1.0000 Uiso R . . . . . . H61 H 0.8621 0.2703 0.0643 0.0520 1.0000 Uiso R . . . . . . H63 H 0.8793 0.2002 0.0153 0.0519 1.0000 Uiso R . . . . . . H71 H 0.9920 0.3496 -0.1051 0.0389 1.0000 Uiso R . . . . . . H91 H 1.2675 0.3234 -0.0530 0.0388 1.0000 Uiso R . . . . . . H111 H 1.2938 0.2018 0.0541 0.0571 1.0000 Uiso R . . . . . . H113 H 1.2668 0.2686 0.1060 0.0571 1.0000 Uiso R . . . . . . H112 H 1.2080 0.1852 0.1234 0.0571 1.0000 Uiso R . . . . . . H122 H 1.2359 0.4199 -0.1663 0.0637 1.0000 Uiso R . . . . . . H121 H 1.1291 0.4291 -0.1889 0.0636 1.0000 Uiso R . . . . . . H123 H 1.1933 0.3538 -0.2060 0.0633 1.0000 Uiso R . . . . . . H131 H 1.0537 0.0897 0.0530 0.0380 1.0000 Uiso R . . . . . . H141 H 0.9612 0.0038 0.1666 0.0379 1.0000 Uiso R . . . . . . H181 H 0.6724 0.1349 0.1939 0.0554 1.0000 Uiso R . . . . . . H183 H 0.7630 0.1939 0.1891 0.0550 1.0000 Uiso R . . . . . . H182 H 0.7756 0.1187 0.1474 0.0550 1.0000 Uiso R . . . . . . H191 H 0.6350 0.0509 0.3140 0.0420 1.0000 Uiso R . . . . . . H211 H 0.8437 -0.0481 0.4378 0.0432 1.0000 Uiso R . . . . . . H231 H 1.0134 -0.0207 0.4014 0.0665 1.0000 Uiso R . . . . . . H233 H 1.0393 0.0666 0.3563 0.0666 1.0000 Uiso R . . . . . . H232 H 1.0424 -0.0067 0.3139 0.0667 1.0000 Uiso R . . . . . . H242 H 0.6626 -0.0594 0.4934 0.0772 1.0000 Uiso R . . . . . . H241 H 0.5841 -0.0264 0.4396 0.0773 1.0000 Uiso R . . . . . . H243 H 0.6386 -0.1083 0.4302 0.0774 1.0000 Uiso R . . . . . . H251 H 0.8903 0.4073 0.1847 0.0307 1.0000 Uiso R . . . . . . H252 H 0.9375 0.3585 0.1198 0.0310 1.0000 Uiso R . . . . . . H321 H 0.8077 0.3313 0.2870 0.0297 1.0000 Uiso R . . . . . . H322 H 0.8036 0.2359 0.2869 0.0301 1.0000 Uiso R . . . . . . H411 H 1.0641 0.4348 0.0313 0.0360 1.0000 Uiso R . . . . . . H431 H 1.2624 0.5756 0.0984 0.0450 1.0000 Uiso R . . . . . . H451 H 1.2721 0.5718 0.2321 0.0670 1.0000 Uiso R . . . . . . H453 H 1.1930 0.5230 0.2944 0.0668 1.0000 Uiso R . . . . . . H452 H 1.1704 0.6123 0.2550 0.0670 1.0000 Uiso R . . . . . . H463 H 1.2538 0.5810 -0.0397 0.0622 1.0000 Uiso R . . . . . . H461 H 1.2755 0.4873 -0.0367 0.0621 1.0000 Uiso R . . . . . . H462 H 1.1778 0.5236 -0.0659 0.0622 1.0000 Uiso R . . . . . . H471 H 0.9980 0.5697 0.3145 0.0412 1.0000 Uiso R . . . . . . H481 H 0.8987 0.4905 0.4273 0.0419 1.0000 Uiso R . . . . . . H501 H 0.8398 0.2256 0.5997 0.0430 1.0000 Uiso R . . . . . . H521 H 0.7690 0.1528 0.4097 0.0351 1.0000 Uiso R . . . . . . H531 H 0.7018 0.0779 0.5345 0.0684 1.0000 Uiso R . . . . . . H533 H 0.7986 0.0605 0.5718 0.0684 1.0000 Uiso R . . . . . . H532 H 0.7155 0.1120 0.6081 0.0688 1.0000 Uiso R . . . . . . H542 H 0.9484 0.3350 0.5941 0.0600 1.0000 Uiso R . . . . . . H541 H 0.9972 0.3846 0.5155 0.0596 1.0000 Uiso R . . . . . . H543 H 0.8923 0.4091 0.5541 0.0598 1.0000 Uiso R . . . . . . H571 H 1.2290 0.3301 0.4017 0.0647 1.0000 Uiso R . . . . . . H572 H 1.1724 0.3688 0.3331 0.0649 1.0000 Uiso R . . . . . . H573 H 1.1158 0.3086 0.4044 0.0649 1.0000 Uiso R . . . . . . H581 H 1.2729 0.1908 0.4187 0.0617 1.0000 Uiso R . . . . . . H583 H 1.2430 0.1329 0.3639 0.0617 1.0000 Uiso R . . . . . . H582 H 1.1617 0.1634 0.4225 0.0619 1.0000 Uiso R . . . . . . H593 H 1.3528 0.2846 0.3099 0.0618 1.0000 Uiso R . . . . . . H592 H 1.3223 0.2283 0.2537 0.0619 1.0000 Uiso R . . . . . . H591 H 1.2922 0.3214 0.2426 0.0618 1.0000 Uiso R . . . . . . H651 H 0.6094 0.8297 0.1641 0.0291 1.0000 Uiso R . . . . . . H671 H 0.6440 0.7113 0.3757 0.0307 1.0000 Uiso R . . . . . . H691 H 0.8756 0.8347 0.2422 0.0368 1.0000 Uiso R . . . . . . H761 H 0.4886 0.7960 0.4144 0.0316 1.0000 Uiso R . . . . . . H781 H 0.3678 0.6166 0.5838 0.0371 1.0000 Uiso R . . . . . . H801 H 0.3867 0.5889 0.3618 0.0326 1.0000 Uiso R . . . . . . H901 H 0.4552 0.7387 0.1299 0.0348 1.0000 Uiso R . . . . . . H921 H 0.5265 0.5117 0.0902 0.0470 1.0000 Uiso R . . . . . . H941 H 0.5429 0.5714 0.2975 0.0348 1.0000 Uiso R . . . . . . H1031 H 0.5015 0.9062 0.2638 0.0318 1.0000 Uiso R . . . . . . H1051 H 0.2375 0.9801 0.2008 0.0419 1.0000 Uiso R . . . . . . H1071 H 0.3003 0.7401 0.2413 0.0347 1.0000 Uiso R . . . . . . H551 H 1.1201 0.2819 0.2236 0.0298 1.0000 Uiso R . . . . . . H552 H 1.1572 0.1732 0.2585 0.0187 1.0000 Uiso R . . . . . . H553 H 1.0451 0.2117 0.3173 0.0426 1.0000 Uiso 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 F231 0.053(3) 0.047(3) 0.057(4) -0.023(3) -0.034(3) 0.002(3) F232 0.066(4) 0.049(3) 0.051(4) -0.008(3) -0.031(3) 0.019(3) F233 0.055(3) 0.091(5) 0.039(3) 0.001(3) -0.018(3) 0.010(4) F234 0.043(3) 0.072(4) 0.052(4) -0.003(3) -0.022(3) -0.011(3) F235 0.060(4) 0.042(3) 0.056(4) 0.014(3) -0.031(3) -0.005(2) F236 0.066(3) 0.072(4) 0.037(3) -0.013(3) -0.024(2) 0.014(3) C230 0.0410(18) 0.0514(19) 0.0418(18) -0.0097(16) -0.0221(15) 0.0057(15) F221 0.067(3) 0.043(2) 0.072(3) -0.007(2) -0.012(2) 0.026(2) F222 0.135(4) 0.055(3) 0.065(3) -0.024(2) -0.010(3) 0.050(3) F223 0.073(3) 0.033(2) 0.096(4) 0.008(3) -0.007(3) -0.011(2) F224 0.079(4) 0.038(4) 0.097(6) -0.010(4) -0.002(5) 0.025(4) F225 0.096(5) 0.035(4) 0.066(5) -0.022(3) -0.013(4) 0.022(4) F226 0.088(5) 0.027(4) 0.045(4) -0.012(3) -0.017(4) 0.011(4) C220 0.080(2) 0.0327(18) 0.060(2) -0.0141(16) -0.0090(19) 0.0160(18) F211 0.067(2) 0.067(3) 0.034(2) -0.0046(19) -0.0235(19) -0.005(2) F212 0.156(4) 0.079(3) 0.056(3) -0.039(2) -0.062(3) 0.025(3) F213 0.054(3) 0.110(4) 0.031(2) 0.002(3) 0.007(2) -0.017(3) F214 0.089(5) 0.109(6) 0.043(4) -0.012(4) -0.022(4) -0.036(5) F215 0.110(5) 0.078(5) 0.037(4) -0.020(4) -0.035(4) 0.007(4) F216 0.086(5) 0.053(4) 0.022(4) -0.012(3) -0.002(4) 0.006(4) C210 0.084(3) 0.070(2) 0.0334(18) -0.0162(17) -0.0192(19) -0.008(2) C200 0.0304(18) 0.076(2) 0.080(3) -0.027(2) -0.0256(17) 0.0036(17) F201 0.042(3) 0.126(5) 0.071(4) -0.017(4) -0.026(3) 0.002(4) F202 0.031(3) 0.086(4) 0.100(4) -0.040(4) -0.005(3) -0.007(3) F203 0.047(4) 0.064(3) 0.144(5) -0.016(4) -0.041(4) 0.003(3) F204 0.048(3) 0.071(4) 0.126(5) -0.019(3) -0.053(3) 0.018(3) F205 0.044(3) 0.143(5) 0.077(4) -0.019(4) -0.008(3) -0.038(4) F206 0.036(3) 0.083(4) 0.075(4) -0.038(3) -0.020(3) -0.006(3) Ir1 0.02090(8) 0.02145(8) 0.02093(8) -0.00675(5) -0.00535(5) 0.00145(5) C2 0.0201(15) 0.0213(15) 0.0258(16) -0.0076(13) -0.0056(13) 0.0015(12) N3 0.0294(15) 0.0232(14) 0.0214(14) -0.0076(11) -0.0006(11) -0.0018(12) C4 0.0311(18) 0.0245(17) 0.0218(16) -0.0085(13) -0.0018(14) -0.0001(14) C5 0.0328(19) 0.0288(18) 0.0251(17) -0.0086(14) -0.0070(14) 0.0012(15) C6 0.036(2) 0.039(2) 0.032(2) -0.0069(16) -0.0139(16) -0.0016(17) C7 0.039(2) 0.0309(19) 0.0279(18) -0.0068(15) -0.0096(16) 0.0047(16) C8 0.045(2) 0.0305(19) 0.0238(18) -0.0043(15) -0.0014(16) 0.0015(16) C9 0.034(2) 0.0320(19) 0.0293(19) -0.0064(15) 0.0047(15) -0.0013(16) C10 0.0306(18) 0.0289(18) 0.0270(18) -0.0090(14) -0.0022(14) 0.0005(14) C11 0.030(2) 0.049(2) 0.034(2) -0.0034(18) -0.0052(16) 0.0035(18) C12 0.057(3) 0.037(2) 0.030(2) -0.0006(17) 0.0000(19) 0.001(2) C13 0.040(2) 0.0254(18) 0.0315(19) -0.0127(15) -0.0007(16) -0.0021(15) C14 0.039(2) 0.0227(17) 0.033(2) -0.0115(15) 0.0005(16) -0.0025(15) N15 0.0299(15) 0.0211(14) 0.0247(15) -0.0072(11) 0.0001(12) -0.0005(12) C16 0.0306(18) 0.0218(16) 0.0262(17) -0.0035(13) 0.0023(14) -0.0031(14) C17 0.0317(19) 0.0300(19) 0.0318(19) -0.0096(15) -0.0046(15) -0.0041(15) C18 0.038(2) 0.040(2) 0.036(2) -0.0057(17) -0.0128(17) -0.0047(17) C19 0.031(2) 0.036(2) 0.040(2) -0.0076(17) -0.0042(17) -0.0045(16) C20 0.038(2) 0.033(2) 0.040(2) -0.0029(17) 0.0016(18) -0.0062(17) C21 0.044(2) 0.0272(19) 0.032(2) 0.0028(15) -0.0004(17) -0.0015(16) C22 0.0321(19) 0.0248(17) 0.0333(19) -0.0033(15) -0.0045(15) 0.0013(14) C23 0.041(2) 0.041(2) 0.046(3) 0.004(2) -0.008(2) 0.0038(19) C24 0.048(3) 0.048(3) 0.048(3) 0.006(2) 0.006(2) -0.013(2) C25 0.0272(17) 0.0254(17) 0.0281(17) -0.0071(14) -0.0095(14) 0.0034(14) C32 0.0205(16) 0.0297(18) 0.0270(17) -0.0087(14) -0.0057(13) 0.0017(13) C34 0.0215(16) 0.0333(19) 0.0243(17) -0.0120(14) -0.0016(13) 0.0038(14) C35 0.0211(16) 0.0343(19) 0.0274(18) -0.0104(15) -0.0032(13) 0.0054(14) N36 0.0299(16) 0.0265(15) 0.0283(15) -0.0159(12) -0.0040(12) 0.0011(12) C37 0.0205(16) 0.0263(17) 0.0264(17) -0.0092(13) -0.0066(13) 0.0017(13) N38 0.0331(16) 0.0231(15) 0.0321(16) -0.0124(12) -0.0085(13) 0.0010(12) C39 0.0321(19) 0.0236(17) 0.0320(19) -0.0088(14) -0.0083(15) 0.0013(14) C40 0.0327(19) 0.0210(16) 0.0292(18) -0.0068(14) -0.0104(15) 0.0054(14) C41 0.036(2) 0.0246(17) 0.0315(19) -0.0050(14) -0.0110(16) -0.0002(15) C42 0.040(2) 0.0299(19) 0.032(2) -0.0027(15) -0.0079(17) 0.0015(16) C43 0.041(2) 0.030(2) 0.041(2) -0.0026(17) -0.0078(18) -0.0089(17) C44 0.043(2) 0.0227(17) 0.038(2) -0.0047(15) -0.0117(17) -0.0042(16) C45 0.050(3) 0.041(2) 0.044(2) -0.0102(19) -0.010(2) -0.017(2) C46 0.048(3) 0.041(2) 0.034(2) -0.0057(18) -0.0038(19) -0.0066(19) C47 0.040(2) 0.0297(19) 0.038(2) -0.0190(16) -0.0085(17) 0.0052(16) C48 0.037(2) 0.032(2) 0.039(2) -0.0177(17) -0.0075(17) 0.0057(16) C49 0.0285(18) 0.043(2) 0.0284(19) -0.0148(16) -0.0069(15) 0.0090(16) C50 0.034(2) 0.051(2) 0.0245(18) -0.0086(17) -0.0038(15) 0.0082(18) C51 0.0290(19) 0.046(2) 0.0282(19) -0.0069(17) -0.0029(15) 0.0056(17) C52 0.0242(17) 0.035(2) 0.0289(18) -0.0084(15) -0.0003(14) 0.0030(14) C53 0.049(3) 0.051(3) 0.032(2) 0.0008(19) 0.0000(19) -0.004(2) C54 0.044(2) 0.048(2) 0.034(2) -0.0164(19) -0.0174(18) 0.0090(19) B55 0.0204(18) 0.029(2) 0.0272(19) -0.0072(16) -0.0072(15) 0.0023(15) N56 0.0270(15) 0.0319(16) 0.0275(15) -0.0061(13) -0.0096(12) 0.0013(12) C57 0.045(2) 0.049(3) 0.048(3) -0.025(2) -0.025(2) 0.008(2) C58 0.041(2) 0.045(2) 0.040(2) -0.0004(19) -0.0207(19) 0.0025(19) C59 0.030(2) 0.053(3) 0.044(2) -0.008(2) -0.0104(18) -0.0069(18) F60 0.0645(17) 0.0459(15) 0.0251(12) -0.0054(10) -0.0037(11) -0.0154(13) C61 0.036(2) 0.033(2) 0.0314(19) -0.0097(16) -0.0001(16) -0.0061(16) F62 0.0400(15) 0.0675(19) 0.0484(16) 0.0006(14) 0.0117(12) -0.0026(13) F63 0.078(2) 0.0259(12) 0.0456(15) -0.0059(11) 0.0026(14) -0.0087(12) C64 0.0290(18) 0.0272(17) 0.0261(17) -0.0081(14) -0.0009(14) 0.0012(14) C65 0.0274(17) 0.0259(17) 0.0229(16) -0.0068(13) -0.0080(13) 0.0033(13) C66 0.0248(16) 0.0215(16) 0.0249(16) -0.0065(13) -0.0053(13) 0.0044(13) C67 0.0253(17) 0.0298(18) 0.0238(17) -0.0058(14) -0.0053(13) 0.0052(14) C68 0.0268(18) 0.0309(19) 0.0310(19) -0.0093(15) -0.0067(14) 0.0046(14) C69 0.0258(18) 0.035(2) 0.033(2) -0.0108(16) -0.0039(15) 0.0013(15) B74 0.0238(18) 0.0236(18) 0.0220(18) -0.0028(14) -0.0059(14) 0.0015(14) C75 0.0201(16) 0.0287(17) 0.0261(17) -0.0049(14) -0.0045(13) 0.0039(13) C76 0.0204(16) 0.0306(18) 0.0273(18) -0.0025(14) -0.0026(13) 0.0011(13) C77 0.0215(16) 0.037(2) 0.0273(18) -0.0057(15) -0.0044(14) 0.0060(14) C78 0.0213(17) 0.041(2) 0.0262(18) 0.0018(15) -0.0016(14) 0.0022(15) C79 0.0208(16) 0.0295(18) 0.036(2) 0.0030(15) -0.0021(14) 0.0011(14) C80 0.0244(17) 0.0296(18) 0.0293(18) -0.0045(14) -0.0052(14) 0.0006(14) C81 0.029(2) 0.033(2) 0.050(3) 0.0018(18) 0.0002(18) 0.0001(16) F82 0.0409(14) 0.0409(14) 0.0656(18) -0.0058(13) -0.0111(13) -0.0083(11) F83 0.092(3) 0.063(2) 0.0493(18) 0.0169(15) -0.0064(17) -0.0359(18) F84 0.0452(17) 0.0305(14) 0.137(3) 0.0054(17) 0.0131(19) 0.0076(12) C85 0.0268(19) 0.049(2) 0.0276(19) -0.0017(17) -0.0036(15) 0.0011(17) F86 0.0475(15) 0.0623(17) 0.0239(11) -0.0069(11) 0.0010(10) -0.0040(13) F87 0.0306(13) 0.098(2) 0.0500(16) -0.0257(16) -0.0174(12) 0.0022(14) F88 0.0539(16) 0.0449(15) 0.0361(13) -0.0128(11) -0.0058(11) -0.0090(12) C89 0.0242(17) 0.0287(18) 0.0266(17) -0.0056(14) -0.0045(13) 0.0002(14) C90 0.0335(19) 0.0270(18) 0.0289(18) -0.0062(14) -0.0086(15) -0.0011(15) C91 0.046(2) 0.035(2) 0.030(2) -0.0085(16) -0.0084(17) -0.0055(18) C92 0.053(3) 0.033(2) 0.035(2) -0.0156(17) 0.0000(19) -0.0017(18) C93 0.045(2) 0.028(2) 0.038(2) -0.0077(16) -0.0018(18) 0.0015(17) C94 0.0318(19) 0.0277(18) 0.0287(18) -0.0060(14) -0.0038(15) 0.0047(15) C102 0.0257(17) 0.0293(18) 0.0228(16) -0.0047(14) -0.0024(13) 0.0011(14) C103 0.0245(17) 0.0288(18) 0.0282(18) -0.0058(14) -0.0077(14) 0.0031(14) C104 0.0288(18) 0.0311(19) 0.0301(19) -0.0087(15) -0.0077(15) 0.0061(15) C105 0.033(2) 0.034(2) 0.040(2) -0.0057(17) -0.0114(17) 0.0123(16) C106 0.0283(19) 0.039(2) 0.034(2) -0.0103(17) -0.0079(15) 0.0034(16) C107 0.0279(18) 0.0298(18) 0.0314(19) -0.0055(15) -0.0065(15) 0.0026(14) C109 0.043(2) 0.028(2) 0.061(3) -0.0081(19) -0.021(2) 0.0084(17) F110 0.127(3) 0.0469(18) 0.078(2) -0.0295(17) -0.023(2) -0.005(2) F111 0.0539(19) 0.0389(16) 0.119(3) -0.0096(18) 0.0012(19) -0.0084(14) F112 0.080(2) 0.0323(15) 0.144(4) -0.0053(18) -0.061(2) 0.0170(15) _refine_ls_extinction_coef 192(14) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.22591(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 F231 . C230 . 1.331(5) yes F232 . C230 . 1.348(5) yes F233 . C230 . 1.343(5) yes F234 . C230 . 1.342(5) yes F235 . C230 . 1.329(5) yes F236 . C230 . 1.343(5) yes C230 . C68 . 1.487(4) yes C230 . C68 . 1.487(4) yes F221 . C220 . 1.341(4) yes F222 . C220 . 1.340(4) yes F223 . C220 . 1.324(5) yes F224 . C220 . 1.312(6) yes F225 . C220 . 1.345(5) yes F226 . C220 . 1.338(5) yes C220 . C93 . 1.494(5) yes C220 . C93 . 1.494(5) yes F211 . C210 . 1.356(4) yes F212 . C210 . 1.322(4) yes F213 . C210 . 1.313(4) yes F214 . C210 . 1.297(5) yes F215 . C210 . 1.359(6) yes F216 . C210 . 1.335(5) yes C210 . C91 . 1.489(5) yes C210 . C91 . 1.489(5) yes C200 . F201 . 1.326(5) yes C200 . F202 . 1.343(5) yes C200 . F203 . 1.307(5) yes C200 . C106 . 1.485(4) yes C200 . F204 . 1.301(5) yes C200 . F205 . 1.318(5) yes C200 . F206 . 1.341(5) yes C200 . C106 . 1.485(4) yes Ir1 . C2 . 2.110(3) yes Ir1 . C25 . 2.109(4) yes Ir1 . C32 . 2.108(3) yes Ir1 . C37 . 2.021(3) yes Ir1 . B55 . 2.180(4) yes Ir1 . H551 . 1.777 no Ir1 . H553 . 1.788 no C2 . N3 . 1.375(4) yes C2 . N15 . 1.370(4) yes N3 . C4 . 1.451(4) yes N3 . C13 . 1.387(4) yes C4 . C5 . 1.408(5) yes C4 . C10 . 1.391(5) yes C5 . C6 . 1.499(5) yes C5 . C7 . 1.397(5) yes C6 . H62 . 0.962 no C6 . H61 . 0.962 no C6 . H63 . 0.964 no C7 . C8 . 1.391(6) yes C7 . H71 . 0.928 no C8 . C9 . 1.378(6) yes C8 . C12 . 1.512(5) yes C9 . C10 . 1.402(5) yes C9 . H91 . 0.921 no C10 . C11 . 1.500(5) yes C11 . H111 . 0.968 no C11 . H113 . 0.964 no C11 . H112 . 0.966 no C12 . H122 . 0.951 no C12 . H121 . 0.960 no C12 . H123 . 0.957 no C13 . C14 . 1.327(5) yes C13 . H131 . 0.935 no C14 . N15 . 1.398(4) yes C14 . H141 . 0.933 no N15 . C16 . 1.447(4) yes C16 . C17 . 1.401(5) yes C16 . C22 . 1.403(5) yes C17 . C18 . 1.505(6) yes C17 . C19 . 1.389(5) yes C18 . H181 . 0.964 no C18 . H183 . 0.957 no C18 . H182 . 0.972 no C19 . C20 . 1.392(6) yes C19 . H191 . 0.930 no C20 . C21 . 1.386(6) yes C20 . C24 . 1.510(6) yes C21 . C22 . 1.390(5) yes C21 . H211 . 0.935 no C22 . C23 . 1.505(6) yes C23 . H231 . 0.955 no C23 . H233 . 0.944 no C23 . H232 . 0.942 no C24 . H242 . 0.959 no C24 . H241 . 0.960 no C24 . H243 . 0.965 no C25 . C40 . 1.505(5) yes C25 . H251 . 0.983 no C25 . H252 . 0.971 no C32 . C34 . 1.499(5) yes C32 . H321 . 0.973 no C32 . H322 . 0.973 no C34 . C35 . 1.409(5) yes C34 . C52 . 1.392(5) yes C35 . N36 . 1.431(5) yes C35 . C49 . 1.393(5) yes N36 . C37 . 1.358(4) yes N36 . C48 . 1.396(5) yes C37 . N38 . 1.360(5) yes N38 . C39 . 1.426(5) yes N38 . C47 . 1.393(5) yes C39 . C40 . 1.409(5) yes C39 . C44 . 1.390(5) yes C40 . C41 . 1.388(5) yes C41 . C42 . 1.392(6) yes C41 . H411 . 0.929 no C42 . C43 . 1.397(6) yes C42 . C46 . 1.510(6) yes C43 . C44 . 1.387(6) yes C43 . H431 . 0.932 no C44 . C45 . 1.517(6) yes C45 . H451 . 0.962 no C45 . H453 . 0.961 no C45 . H452 . 0.961 no C46 . H463 . 0.962 no C46 . H461 . 0.960 no C46 . H462 . 0.967 no C47 . C48 . 1.334(6) yes C47 . H471 . 0.926 no C48 . H481 . 0.927 no C49 . C50 . 1.385(6) yes C49 . C54 . 1.515(6) yes C50 . C51 . 1.384(6) yes C50 . H501 . 0.935 no C51 . C52 . 1.400(5) yes C51 . C53 . 1.503(6) yes C52 . H521 . 0.939 no C53 . H531 . 0.955 no C53 . H533 . 0.951 no C53 . H532 . 0.951 no C54 . H542 . 0.960 no C54 . H541 . 0.964 no C54 . H543 . 0.967 no B55 . N56 . 1.608(5) yes B55 . H551 . 1.241 no B55 . H552 . 1.068 no B55 . H553 . 1.228 no N56 . C57 . 1.486(5) yes N56 . C58 . 1.500(5) yes N56 . C59 . 1.495(5) yes C57 . H571 . 0.963 no C57 . H572 . 0.963 no C57 . H573 . 0.968 no C58 . H581 . 0.956 no C58 . H583 . 0.959 no C58 . H582 . 0.955 no C59 . H593 . 0.965 no C59 . H592 . 0.955 no C59 . H591 . 0.964 no F60 . C61 . 1.331(5) yes C61 . F62 . 1.341(5) yes C61 . F63 . 1.341(5) yes C61 . C64 . 1.495(5) yes C64 . C65 . 1.392(5) yes C64 . C69 . 1.398(5) yes C65 . C66 . 1.406(5) yes C65 . H651 . 0.948 no C66 . C67 . 1.394(5) yes C66 . B74 . 1.653(5) yes C67 . C68 . 1.391(5) yes C67 . H671 . 0.934 no C68 . C69 . 1.383(5) yes C69 . H691 . 0.933 no B74 . C75 . 1.633(5) yes B74 . C89 . 1.629(5) yes B74 . C102 . 1.640(5) yes C75 . C76 . 1.408(5) yes C75 . C80 . 1.395(5) yes C76 . C77 . 1.389(5) yes C76 . H761 . 0.937 no C77 . C78 . 1.391(5) yes C77 . C85 . 1.495(6) yes C78 . C79 . 1.391(6) yes C78 . H781 . 0.932 no C79 . C80 . 1.398(5) yes C79 . C81 . 1.486(5) yes C80 . H801 . 0.935 no C81 . F82 . 1.346(5) yes C81 . F83 . 1.337(5) yes C81 . F84 . 1.337(5) yes C85 . F86 . 1.336(4) yes C85 . F87 . 1.353(5) yes C85 . F88 . 1.344(5) yes C89 . C90 . 1.405(5) yes C89 . C94 . 1.401(5) yes C90 . C91 . 1.389(5) yes C90 . H901 . 0.936 no C91 . C92 . 1.392(6) yes C92 . C93 . 1.387(6) yes C92 . H921 . 0.931 no C93 . C94 . 1.387(5) yes C94 . H941 . 0.932 no C102 . C103 . 1.392(5) yes C102 . C107 . 1.408(5) yes C103 . C104 . 1.391(5) yes C103 . H1031 . 0.929 no C104 . C105 . 1.387(5) yes C104 . C109 . 1.489(6) yes C105 . C106 . 1.386(6) yes C105 . H1051 . 0.934 no C106 . C107 . 1.389(5) yes C107 . H1071 . 0.931 no C109 . F110 . 1.332(6) yes C109 . F111 . 1.331(6) yes C109 . F112 . 1.324(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 F232 . C230 . F233 . 105.73(6) yes F232 . C230 . F231 . 105.78(6) yes F233 . C230 . F231 . 105.77(6) yes F232 . C230 . C68 . 107.4(4) yes F233 . C230 . C68 . 115.0(4) yes F231 . C230 . C68 . 116.3(4) yes F236 . C230 . F234 . 105.74(6) yes F236 . C230 . F235 . 105.79(6) yes F234 . C230 . F235 . 105.79(6) yes F236 . C230 . C68 . 110.8(3) yes F234 . C230 . C68 . 111.7(4) yes F235 . C230 . C68 . 116.3(4) yes F221 . C220 . F222 . 105.59(6) yes F221 . C220 . F223 . 105.61(6) yes F222 . C220 . F223 . 105.72(6) yes F221 . C220 . C93 . 111.8(3) yes F222 . C220 . C93 . 114.6(3) yes F223 . C220 . C93 . 112.9(4) yes F225 . C220 . F226 . 105.60(6) yes F225 . C220 . F224 . 105.68(6) yes F226 . C220 . F224 . 105.66(6) yes F225 . C220 . C93 . 108.8(5) yes F226 . C220 . C93 . 110.0(5) yes F224 . C220 . C93 . 120.2(5) yes F211 . C210 . F212 . 104.40(6) yes F211 . C210 . F213 . 104.43(6) yes F212 . C210 . F213 . 104.60(6) yes F211 . C210 . C91 . 112.8(3) yes F212 . C210 . C91 . 114.8(3) yes F213 . C210 . C91 . 114.7(3) yes F215 . C210 . F216 . 104.40(6) yes F215 . C210 . F214 . 104.50(6) yes F216 . C210 . F214 . 104.50(6) yes F215 . C210 . C91 . 103.7(4) yes F216 . C210 . C91 . 111.5(5) yes F214 . C210 . C91 . 126.1(5) yes F201 . C200 . F202 . 104.37(6) yes F201 . C200 . F203 . 104.49(6) yes F202 . C200 . F203 . 104.46(6) yes F201 . C200 . C106 . 113.5(4) yes F202 . C200 . C106 . 110.4(4) yes F203 . C200 . C106 . 118.4(4) yes F204 . C200 . F205 . 104.53(6) yes F204 . C200 . F206 . 104.44(6) yes F205 . C200 . F206 . 104.42(6) yes F204 . C200 . C106 . 116.7(4) yes F205 . C200 . C106 . 114.1(4) yes F206 . C200 . C106 . 111.4(3) yes C2 . Ir1 . C25 . 96.03(13) yes C2 . Ir1 . C32 . 97.69(13) yes C25 . Ir1 . C32 . 88.31(14) yes C2 . Ir1 . C37 . 174.29(13) yes C25 . Ir1 . C37 . 79.24(14) yes C32 . Ir1 . C37 . 79.09(14) yes C2 . Ir1 . B55 . 83.81(14) yes C25 . Ir1 . B55 . 135.81(15) yes C32 . Ir1 . B55 . 135.68(15) yes C37 . Ir1 . B55 . 101.80(14) yes C2 . Ir1 . H551 . 85.5 no C25 . Ir1 . H551 . 101.1 no C32 . Ir1 . H551 . 169.7 no C37 . Ir1 . H551 . 98.5 no B55 . Ir1 . H551 . 34.7 no C2 . Ir1 . H553 . 86.2 no C25 . Ir1 . H553 . 169.7 no C32 . Ir1 . H553 . 101.4 no C37 . Ir1 . H553 . 99.0 no B55 . Ir1 . H553 . 34.3 no H551 . Ir1 . H553 . 69.0 no Ir1 . C2 . N3 . 128.3(2) yes Ir1 . C2 . N15 . 127.1(2) yes N3 . C2 . N15 . 103.0(3) yes C2 . N3 . C4 . 131.8(3) yes C2 . N3 . C13 . 111.4(3) yes C4 . N3 . C13 . 116.0(3) yes N3 . C4 . C5 . 117.1(3) yes N3 . C4 . C10 . 119.7(3) yes C5 . C4 . C10 . 121.8(3) yes C4 . C5 . C6 . 122.1(3) yes C4 . C5 . C7 . 117.7(4) yes C6 . C5 . C7 . 120.1(3) yes C5 . C6 . H62 . 109.8 no C5 . C6 . H61 . 110.1 no H62 . C6 . H61 . 109.2 no C5 . C6 . H63 . 109.4 no H62 . C6 . H63 . 109.6 no H61 . C6 . H63 . 108.8 no C5 . C7 . C8 . 122.0(4) yes C5 . C7 . H71 . 118.5 no C8 . C7 . H71 . 119.4 no C7 . C8 . C9 . 118.2(4) yes C7 . C8 . C12 . 120.9(4) yes C9 . C8 . C12 . 120.9(4) yes C8 . C9 . C10 . 122.6(4) yes C8 . C9 . H91 . 118.5 no C10 . C9 . H91 . 118.9 no C9 . C10 . C4 . 117.7(4) yes C9 . C10 . C11 . 120.0(4) yes C4 . C10 . C11 . 122.2(3) yes C10 . C11 . H111 . 111.0 no C10 . C11 . H113 . 109.5 no H111 . C11 . H113 . 108.8 no C10 . C11 . H112 . 110.8 no H111 . C11 . H112 . 108.6 no H113 . C11 . H112 . 108.1 no C8 . C12 . H122 . 109.1 no C8 . C12 . H121 . 110.2 no H122 . C12 . H121 . 108.9 no C8 . C12 . H123 . 110.0 no H122 . C12 . H123 . 109.0 no H121 . C12 . H123 . 109.5 no N3 . C13 . C14 . 107.4(3) yes N3 . C13 . H131 . 125.3 no C14 . C13 . H131 . 127.3 no C13 . C14 . N15 . 106.9(3) yes C13 . C14 . H141 . 127.5 no N15 . C14 . H141 . 125.6 no C14 . N15 . C2 . 111.3(3) yes C14 . N15 . C16 . 116.3(3) yes C2 . N15 . C16 . 130.5(3) yes N15 . C16 . C17 . 117.4(3) yes N15 . C16 . C22 . 119.8(3) yes C17 . C16 . C22 . 121.8(3) yes C16 . C17 . C18 . 121.9(3) yes C16 . C17 . C19 . 117.9(4) yes C18 . C17 . C19 . 120.1(4) yes C17 . C18 . H181 . 110.4 no C17 . C18 . H183 . 110.8 no H181 . C18 . H183 . 108.5 no C17 . C18 . H182 . 110.9 no H181 . C18 . H182 . 108.9 no H183 . C18 . H182 . 107.1 no C17 . C19 . C20 . 122.2(4) yes C17 . C19 . H191 . 119.3 no C20 . C19 . H191 . 118.6 no C19 . C20 . C21 . 117.9(4) yes C19 . C20 . C24 . 120.2(4) yes C21 . C20 . C24 . 121.9(4) yes C20 . C21 . C22 . 122.8(4) yes C20 . C21 . H211 . 118.9 no C22 . C21 . H211 . 118.2 no C16 . C22 . C21 . 117.4(4) yes C16 . C22 . C23 . 122.4(4) yes C21 . C22 . C23 . 120.2(4) yes C22 . C23 . H231 . 110.9 no C22 . C23 . H233 . 111.1 no H231 . C23 . H233 . 109.0 no C22 . C23 . H232 . 109.3 no H231 . C23 . H232 . 107.8 no H233 . C23 . H232 . 108.6 no C20 . C24 . H242 . 110.6 no C20 . C24 . H241 . 109.8 no H242 . C24 . H241 . 108.9 no C20 . C24 . H243 . 110.1 no H242 . C24 . H243 . 108.6 no H241 . C24 . H243 . 108.7 no Ir1 . C25 . C40 . 107.1(2) yes Ir1 . C25 . H251 . 110.2 no C40 . C25 . H251 . 110.7 no Ir1 . C25 . H252 . 110.8 no C40 . C25 . H252 . 109.3 no H251 . C25 . H252 . 108.7 no Ir1 . C32 . C34 . 107.6(2) yes Ir1 . C32 . H321 . 110.4 no C34 . C32 . H321 . 109.7 no Ir1 . C32 . H322 . 111.2 no C34 . C32 . H322 . 109.3 no H321 . C32 . H322 . 108.6 no C32 . C34 . C35 . 121.0(3) yes C32 . C34 . C52 . 121.9(3) yes C35 . C34 . C52 . 117.2(3) yes C34 . C35 . N36 . 115.6(3) yes C34 . C35 . C49 . 122.6(4) yes N36 . C35 . C49 . 121.6(3) yes C35 . N36 . C37 . 121.5(3) yes C35 . N36 . C48 . 128.1(3) yes C37 . N36 . C48 . 110.3(3) yes Ir1 . C37 . N36 . 127.9(3) yes Ir1 . C37 . N38 . 125.7(3) yes N36 . C37 . N38 . 105.0(3) yes C37 . N38 . C39 . 121.5(3) yes C37 . N38 . C47 . 110.4(3) yes C39 . N38 . C47 . 127.8(3) yes N38 . C39 . C40 . 115.8(3) yes N38 . C39 . C44 . 121.0(3) yes C40 . C39 . C44 . 123.1(4) yes C25 . C40 . C39 . 120.8(3) yes C25 . C40 . C41 . 122.6(3) yes C39 . C40 . C41 . 116.6(3) yes C40 . C41 . C42 . 122.6(4) yes C40 . C41 . H411 . 118.5 no C42 . C41 . H411 . 118.9 no C41 . C42 . C43 . 118.1(4) yes C41 . C42 . C46 . 121.0(4) yes C43 . C42 . C46 . 120.9(4) yes C42 . C43 . C44 . 122.2(4) yes C42 . C43 . H431 . 118.6 no C44 . C43 . H431 . 119.2 no C39 . C44 . C43 . 117.3(4) yes C39 . C44 . C45 . 123.1(4) yes C43 . C44 . C45 . 119.6(4) yes C44 . C45 . H451 . 109.6 no C44 . C45 . H453 . 109.6 no H451 . C45 . H453 . 108.2 no C44 . C45 . H452 . 110.4 no H451 . C45 . H452 . 109.2 no H453 . C45 . H452 . 109.7 no C42 . C46 . H463 . 109.7 no C42 . C46 . H461 . 109.8 no H463 . C46 . H461 . 109.5 no C42 . C46 . H462 . 109.8 no H463 . C46 . H462 . 109.3 no H461 . C46 . H462 . 108.8 no N38 . C47 . C48 . 107.2(4) yes N38 . C47 . H471 . 125.7 no C48 . C47 . H471 . 127.1 no N36 . C48 . C47 . 107.1(3) yes N36 . C48 . H481 . 126.2 no C47 . C48 . H481 . 126.6 no C35 . C49 . C50 . 117.5(4) yes C35 . C49 . C54 . 123.6(4) yes C50 . C49 . C54 . 118.9(4) yes C49 . C50 . C51 . 122.5(4) yes C49 . C50 . H501 . 118.3 no C51 . C50 . H501 . 119.2 no C50 . C51 . C52 . 118.4(4) yes C50 . C51 . C53 . 120.9(4) yes C52 . C51 . C53 . 120.7(4) yes C51 . C52 . C34 . 121.8(4) yes C51 . C52 . H521 . 119.0 no C34 . C52 . H521 . 119.2 no C51 . C53 . H531 . 110.5 no C51 . C53 . H533 . 109.8 no H531 . C53 . H533 . 109.0 no C51 . C53 . H532 . 110.1 no H531 . C53 . H532 . 108.3 no H533 . C53 . H532 . 109.0 no C49 . C54 . H542 . 109.1 no C49 . C54 . H541 . 110.2 no H542 . C54 . H541 . 108.6 no C49 . C54 . H543 . 111.1 no H542 . C54 . H543 . 107.8 no H541 . C54 . H543 . 109.9 no Ir1 . B55 . N56 . 130.4(3) yes Ir1 . B55 . H551 . 54.6 no N56 . B55 . H551 . 110.5 no Ir1 . B55 . H552 . 125.3 no N56 . B55 . H552 . 104.2 no H551 . B55 . H552 . 109.6 no Ir1 . B55 . H553 . 55.1 no N56 . B55 . H553 . 111.1 no H551 . B55 . H553 . 109.6 no H552 . B55 . H553 . 111.7 no B55 . N56 . C57 . 115.0(3) yes B55 . N56 . C58 . 108.2(3) yes C57 . N56 . C58 . 108.0(3) yes B55 . N56 . C59 . 108.2(3) yes C57 . N56 . C59 . 108.5(3) yes C58 . N56 . C59 . 108.9(3) yes N56 . C57 . H571 . 109.3 no N56 . C57 . H572 . 108.1 no H571 . C57 . H572 . 109.3 no N56 . C57 . H573 . 110.6 no H571 . C57 . H573 . 109.1 no H572 . C57 . H573 . 110.4 no N56 . C58 . H581 . 108.9 no N56 . C58 . H583 . 108.8 no H581 . C58 . H583 . 110.2 no N56 . C58 . H582 . 109.2 no H581 . C58 . H582 . 110.4 no H583 . C58 . H582 . 109.3 no N56 . C59 . H593 . 109.3 no N56 . C59 . H592 . 109.0 no H593 . C59 . H592 . 110.1 no N56 . C59 . H591 . 108.1 no H593 . C59 . H591 . 109.8 no H592 . C59 . H591 . 110.6 no F60 . C61 . F62 . 107.1(3) yes F60 . C61 . F63 . 106.1(3) yes F62 . C61 . F63 . 105.5(3) yes F60 . C61 . C64 . 113.3(3) yes F62 . C61 . C64 . 112.7(3) yes F63 . C61 . C64 . 111.6(3) yes C61 . C64 . C65 . 120.0(3) yes C61 . C64 . C69 . 119.2(3) yes C65 . C64 . C69 . 120.8(3) yes C64 . C65 . C66 . 122.2(3) yes C64 . C65 . H651 . 118.9 no C66 . C65 . H651 . 118.9 no C65 . C66 . C67 . 115.9(3) yes C65 . C66 . B74 . 119.8(3) yes C67 . C66 . B74 . 124.0(3) yes C66 . C67 . C68 . 122.1(3) yes C66 . C67 . H671 . 119.8 no C68 . C67 . H671 . 118.1 no C230 . C68 . C67 . 118.4(3) yes C230 . C68 . C69 . 120.0(3) yes C67 . C68 . C69 . 121.5(3) yes C64 . C69 . C68 . 117.5(3) yes C64 . C69 . H691 . 120.9 no C68 . C69 . H691 . 121.5 no C66 . B74 . C75 . 111.0(3) yes C66 . B74 . C89 . 103.3(3) yes C75 . B74 . C89 . 113.8(3) yes C66 . B74 . C102 . 110.8(3) yes C75 . B74 . C102 . 106.1(3) yes C89 . B74 . C102 . 111.9(3) yes B74 . C75 . C76 . 119.3(3) yes B74 . C75 . C80 . 125.5(3) yes C76 . C75 . C80 . 115.2(3) yes C75 . C76 . C77 . 122.6(4) yes C75 . C76 . H761 . 118.5 no C77 . C76 . H761 . 118.8 no C76 . C77 . C78 . 121.1(4) yes C76 . C77 . C85 . 118.8(4) yes C78 . C77 . C85 . 119.8(3) yes C77 . C78 . C79 . 117.3(3) yes C77 . C78 . H781 . 122.0 no C79 . C78 . H781 . 120.7 no C78 . C79 . C80 . 121.2(4) yes C78 . C79 . C81 . 120.2(4) yes C80 . C79 . C81 . 118.6(4) yes C79 . C80 . C75 . 122.4(4) yes C79 . C80 . H801 . 118.8 no C75 . C80 . H801 . 118.8 no C79 . C81 . F82 . 113.4(3) yes C79 . C81 . F83 . 113.9(4) yes F82 . C81 . F83 . 105.4(3) yes C79 . C81 . F84 . 112.4(3) yes F82 . C81 . F84 . 104.8(4) yes F83 . C81 . F84 . 106.3(4) yes C77 . C85 . F86 . 114.1(3) yes C77 . C85 . F87 . 111.1(3) yes F86 . C85 . F87 . 106.1(3) yes C77 . C85 . F88 . 113.3(3) yes F86 . C85 . F88 . 106.4(3) yes F87 . C85 . F88 . 105.1(3) yes B74 . C89 . C90 . 122.8(3) yes B74 . C89 . C94 . 121.7(3) yes C90 . C89 . C94 . 115.2(3) yes C89 . C90 . C91 . 122.2(4) yes C89 . C90 . H901 . 119.0 no C91 . C90 . H901 . 118.8 no C210 . C91 . C90 . 117.2(4) yes C210 . C91 . C92 . 121.7(4) yes C90 . C91 . C92 . 121.1(4) yes C91 . C92 . C93 . 117.6(4) yes C91 . C92 . H921 . 121.2 no C93 . C92 . H921 . 121.2 no C220 . C93 . C92 . 121.0(4) yes C220 . C93 . C94 . 118.1(4) yes C92 . C93 . C94 . 121.0(4) yes C89 . C94 . C93 . 122.7(4) yes C89 . C94 . H941 . 118.8 no C93 . C94 . H941 . 118.5 no B74 . C102 . C103 . 124.1(3) yes B74 . C102 . C107 . 120.5(3) yes C103 . C102 . C107 . 115.3(3) yes C102 . C103 . C104 . 122.8(3) yes C102 . C103 . H1031 . 118.9 no C104 . C103 . H1031 . 118.3 no C103 . C104 . C105 . 120.7(4) yes C103 . C104 . C109 . 119.0(3) yes C105 . C104 . C109 . 120.3(3) yes C104 . C105 . C106 . 118.1(4) yes C104 . C105 . H1051 . 121.2 no C106 . C105 . H1051 . 120.7 no C200 . C106 . C105 . 119.0(4) yes C200 . C106 . C107 . 120.3(4) yes C105 . C106 . C107 . 120.7(4) yes C102 . C107 . C106 . 122.4(4) yes C102 . C107 . H1071 . 118.4 no C106 . C107 . H1071 . 119.2 no C104 . C109 . F110 . 112.4(4) yes C104 . C109 . F111 . 112.7(4) yes F110 . C109 . F111 . 104.1(4) yes C104 . C109 . F112 . 113.8(4) yes F110 . C109 . F112 . 106.9(4) yes F111 . C109 . F112 . 106.2(4) yes B55 . H551 . Ir1 . 90.7 no B55 . H553 . Ir1 . 90.6 no data_163CTMK11 _database_code_depnum_ccdc_archive 'CCDC 840397' #TrackingRef '5.cif' _audit_creation_date 11-06-19 _audit_creation_method CRYSTALS_ver_14.06 _oxford_structure_analysis_title '4081615 163ct10' _chemical_name_systematic . _chemical_melting_point . _cell_length_a 16.9900(2) _cell_length_b 20.4349(2) _cell_length_c 21.0342(3) _cell_angle_alpha 90 _cell_angle_beta 104.8975(5) _cell_angle_gamma 90 _cell_volume 7057.37(15) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -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 0.0033 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' 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' 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' 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' B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C90 H60 B1 F24 Ir1 N6 # Dc = 1.77 Fooo = 3312.00 Mu = 20.14 M = 1884.49 # Found Formula = C74 H58 B1 F24 Ir1 N4 # Dc = 1.56 FOOO = 3312.00 Mu = 20.01 M = 1662.28 _chemical_formula_sum 'C74 H58 B1 F24 Ir1 N4' _chemical_formula_moiety 'C42 H46 Ir N4, C32 H12 B F24' _chemical_compound_source . _chemical_formula_weight 1662.28 _cell_measurement_reflns_used 16163 _cell_measurement_theta_min 5 _cell_measurement_theta_max 27 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_min 0.080 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_max 0.160 _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 3312 _exptl_absorpt_coefficient_mu 2.001 # Sheldrick geometric approximatio 0.79 0.85 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.79 _exptl_absorpt_correction_T_max 0.85 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _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 150 _diffrn_reflns_number 31364 _reflns_number_total 16000 _diffrn_reflns_av_R_equivalents 0.039 # Number of reflections without Friedels Law is 16000 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 16143 _diffrn_reflns_theta_min 5.109 _diffrn_reflns_theta_max 27.457 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.908 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _reflns_limit_h_min -22 _reflns_limit_h_max 21 _reflns_limit_k_min 0 _reflns_limit_k_max 26 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _oxford_diffrn_Wilson_B_factor 2.27 _oxford_diffrn_Wilson_scale 132.91 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.13 _refine_diff_density_max 2.04 # 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 16000 _refine_ls_number_restraints 810 _refine_ls_number_parameters 1073 _oxford_refine_ls_R_factor_ref 0.0662 _refine_ls_wR_factor_ref 0.0923 _refine_ls_goodness_of_fit_ref 0.9983 _refine_ls_shift/su_max 0.0184885 _refine_ls_shift/su_mean 0.0001961 # The values computed from all data _oxford_reflns_number_all 16000 _refine_ls_R_factor_all 0.0662 _refine_ls_wR_factor_all 0.0923 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 12251 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_gt 0.0854 # 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 # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.03P)^2^ +15.23P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order 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 _oxford_atom_site_special_shape _atom_site_attached_hydrogens F340 F 0.5021(4) 0.3345(4) 0.4460(3) 0.0718 0.4199 Uani D . . 5 1 . . F341 F 0.4473(5) 0.4140(3) 0.3852(4) 0.0776 0.4199 Uani D . . 5 1 . . F342 F 0.4541(5) 0.3216(4) 0.3422(3) 0.0646 0.4199 Uani D . . 5 1 . . F343 F 0.4989(3) 0.3730(3) 0.4438(3) 0.0799 0.5801 Uani D . . 5 2 . . F344 F 0.4176(3) 0.4023(2) 0.3525(3) 0.0759 0.5801 Uani D . . 5 2 . . F345 F 0.4738(4) 0.3073(3) 0.3626(3) 0.0660 0.5801 Uani D . . 5 2 . . F330 F -0.1083(7) 0.4810(4) 0.3858(5) 0.0492 0.2545 Uani D . . 4 1 . . F331 F -0.0819(7) 0.4121(5) 0.4644(4) 0.0529 0.2545 Uani D . . 4 1 . . F332 F -0.0841(7) 0.3822(4) 0.3675(4) 0.0560 0.2545 Uani D . . 4 1 . . F333 F -0.1066(3) 0.4818(2) 0.41411(19) 0.0622 0.7455 Uani D . . 4 2 . . F334 F -0.0832(3) 0.3834(2) 0.4460(2) 0.0768 0.7455 Uani D . . 4 2 . . F335 F -0.0853(2) 0.40985(18) 0.34741(17) 0.0539 0.7455 Uani D . . 4 2 . . F92 F 0.05124(14) 0.37987(11) 0.70432(12) 0.0405 1.0000 Uani . . . . . . . F94 F -0.01584(17) 0.29609(17) 0.6626(2) 0.0853 1.0000 Uani . . . . . . . F95 F 0.0699(2) 0.28951(17) 0.75554(17) 0.0895 1.0000 Uani . . . . . . . F129 F 0.2191(2) 0.18369(15) 0.30140(14) 0.0698 1.0000 Uani . . . . . . . F130 F 0.2234(2) 0.14195(14) 0.39460(15) 0.0660 1.0000 Uani . . . . . . . F131 F 0.12476(18) 0.20481(16) 0.34846(18) 0.0754 1.0000 Uani . . . . . . . F157 F 0.25176(16) 0.12086(12) 0.59306(13) 0.0478 1.0000 Uani . . . . . . . F158 F 0.32241(18) 0.14790(14) 0.68866(14) 0.0630 1.0000 Uani . . . . . . . F159 F 0.2016(2) 0.10713(13) 0.67530(17) 0.0682 1.0000 Uani . . . . . . . F301 F 0.5745(4) 0.4180(4) 0.7420(3) 0.0634 0.5052 Uani D . . 1 1 . . F302 F 0.5558(4) 0.3544(3) 0.6600(3) 0.0845 0.5052 Uani D . . 1 1 . . F303 F 0.4949(4) 0.3359(3) 0.7355(3) 0.0744 0.5052 Uani D . . 1 1 . . F304 F 0.5550(4) 0.4113(4) 0.7577(3) 0.0543 0.4948 Uani D . . 1 2 . . F305 F 0.5713(4) 0.3888(3) 0.6626(3) 0.0858 0.4948 Uani D . . 1 2 . . F306 F 0.5119(4) 0.3213(2) 0.7115(4) 0.0793 0.4948 Uani D . . 1 2 . . F310 F 0.3358(4) 0.6235(4) 0.6036(3) 0.0457 0.4768 Uani D . . 2 1 . . F311 F 0.4121(4) 0.6158(5) 0.7023(3) 0.0509 0.4768 Uani D . . 2 1 . . F312 F 0.2838(4) 0.5968(5) 0.6829(4) 0.0453 0.4768 Uani D . . 2 1 . . F313 F 0.3629(4) 0.6265(4) 0.6118(3) 0.0481 0.5232 Uani D . . 2 2 . . F314 F 0.3989(4) 0.6087(4) 0.7161(3) 0.0512 0.5232 Uani D . . 2 2 . . F315 F 0.2728(3) 0.6010(5) 0.6627(3) 0.0435 0.5232 Uani D . . 2 2 . . F320 F 0.1399(5) 0.5743(5) 0.3204(3) 0.0573 0.4386 Uani D . . 3 1 . . F321 F 0.2492(3) 0.5775(4) 0.3981(4) 0.0745 0.4386 Uani D . . 3 1 . . F322 F 0.1409(4) 0.6248(3) 0.4102(4) 0.0658 0.4386 Uani D . . 3 1 . . F323 F 0.1207(4) 0.5863(4) 0.3265(2) 0.0535 0.5614 Uani D . . 3 2 . . F324 F 0.2426(3) 0.5572(3) 0.3763(3) 0.0615 0.5614 Uani D . . 3 2 . . F325 F 0.1772(3) 0.6254(3) 0.4215(3) 0.0710 0.5614 Uani D . . 3 2 . . C2 C 0.1671(2) 0.48076(19) -0.06636(19) 0.0281 1.0000 Uani . . . . . . . C4 C 0.0962(2) 0.5574(2) -0.01010(19) 0.0309 1.0000 Uani . . . . . . . C5 C 0.1112(2) 0.5178(2) 0.0469(2) 0.0316 1.0000 Uani . . . . . . . C6 C 0.1338(2) 0.4469(2) 0.0454(2) 0.0331 1.0000 Uani . . . . . . . C9 C 0.1010(2) 0.5461(2) 0.1044(2) 0.0352 1.0000 Uani . . . . . . . C10 C 0.0744(3) 0.6103(2) 0.1060(2) 0.0399 1.0000 Uani . . . . . . . C11 C 0.0602(2) 0.6469(2) 0.0491(2) 0.0378 1.0000 Uani . . . . . . . C12 C 0.0724(2) 0.6223(2) -0.0097(2) 0.0328 1.0000 Uani . . . . . . . C13 C 0.0586(3) 0.6674(2) -0.0682(2) 0.0422 1.0000 Uani . . . . . . . C18 C 0.0607(3) 0.6388(2) 0.1691(3) 0.0536 1.0000 Uani . . . . . . . C23 C 0.0592(2) 0.5328(2) -0.1328(2) 0.0329 1.0000 Uani . . . . . . . C24 C 0.0879(2) 0.4916(2) -0.1706(2) 0.0331 1.0000 Uani . . . . . . . C26 C 0.2027(2) 0.4073(2) -0.1461(2) 0.0328 1.0000 Uani . . . . . . . C27 C 0.2208(3) 0.3555(2) -0.1014(2) 0.0403 1.0000 Uani . . . . . . . C28 C 0.1915(3) 0.3553(2) -0.0394(2) 0.0475 1.0000 Uani . . . . . . . C29 C 0.2704(3) 0.3053(2) -0.1141(2) 0.0470 1.0000 Uani . . . . . . . C30 C 0.2998(3) 0.3058(2) -0.1705(2) 0.0449 1.0000 Uani . . . . . . . C31 C 0.2802(3) 0.3583(2) -0.2128(2) 0.0391 1.0000 Uani . . . . . . . C32 C 0.2324(2) 0.4105(2) -0.2018(2) 0.0322 1.0000 Uani . . . . . . . C33 C 0.2178(3) 0.4673(2) -0.2485(2) 0.0407 1.0000 Uani . . . . . . . C38 C 0.3537(3) 0.2508(3) -0.1830(3) 0.0620 1.0000 Uani . . . . . . . C45 C 0.3137(2) 0.39175(19) 0.0942(2) 0.0319 1.0000 Uani . . . . . . . C47 C 0.4094(2) 0.4111(2) 0.0308(2) 0.0341 1.0000 Uani . . . . . . . C48 C 0.3818(2) 0.4751(2) 0.0106(2) 0.0358 1.0000 Uani . . . . . . . C49 C 0.3908(2) 0.4958(2) -0.0509(2) 0.0391 1.0000 Uani . . . . . . . C50 C 0.4270(2) 0.4567(2) -0.0891(2) 0.0397 1.0000 Uani . . . . . . . C51 C 0.4551(3) 0.3955(2) -0.0654(2) 0.0417 1.0000 Uani . . . . . . . C52 C 0.4462(2) 0.3705(2) -0.0061(2) 0.0394 1.0000 Uani . . . . . . . C53 C 0.4731(3) 0.3021(2) 0.0151(3) 0.0532 1.0000 Uani . . . . . . . C58 C 0.4359(3) 0.4800(3) -0.1550(2) 0.0514 1.0000 Uani . . . . . . . C63 C 0.3521(3) 0.5240(2) 0.0546(2) 0.0460 1.0000 Uani . . . . . . . C67 C 0.4438(3) 0.3632(2) 0.1475(2) 0.0455 1.0000 Uani . . . . . . . C68 C 0.3969(3) 0.3514(2) 0.1882(2) 0.0467 1.0000 Uani . . . . . . . C70 C 0.2500(2) 0.3653(2) 0.1851(2) 0.0351 1.0000 Uani . . . . . . . C71 C 0.2030(3) 0.3092(2) 0.1774(2) 0.0404 1.0000 Uani . . . . . . . C72 C 0.2198(4) 0.2516(2) 0.1379(3) 0.0625 1.0000 Uani . . . . . . . C76 C 0.1387(3) 0.3076(2) 0.2078(2) 0.0451 1.0000 Uani . . . . . . . C77 C 0.1228(3) 0.3593(2) 0.2448(2) 0.0442 1.0000 Uani . . . . . . . C78 C 0.1712(3) 0.4142(2) 0.2514(2) 0.0466 1.0000 Uani . . . . . . . C79 C 0.2363(3) 0.4189(2) 0.2223(2) 0.0431 1.0000 Uani . . . . . . . C80 C 0.2877(3) 0.4798(2) 0.2285(3) 0.0573 1.0000 Uani . . . . . . . C85 C 0.0538(3) 0.3554(3) 0.2783(3) 0.0638 1.0000 Uani . . . . . . . C93 C 0.0570(3) 0.3154(2) 0.6959(2) 0.0384 1.0000 Uani . . . . . . . C96 C 0.1215(2) 0.29689(18) 0.66265(19) 0.0284 1.0000 Uani . . . . . . . C97 C 0.1545(2) 0.23479(18) 0.67395(19) 0.0299 1.0000 Uani . . . . . . . C98 C 0.2109(2) 0.21569(19) 0.64006(19) 0.0308 1.0000 Uani . . . . . . . C99 C 0.2334(2) 0.25850(19) 0.5965(2) 0.0302 1.0000 Uani . . . . . . . C100 C 0.2020(2) 0.32182(18) 0.58427(18) 0.0270 1.0000 Uani . . . . . . . C101 C 0.1447(2) 0.33936(18) 0.61888(19) 0.0271 1.0000 Uani . . . . . . . C104 C 0.1670(2) 0.42018(18) 0.49136(19) 0.0287 1.0000 Uani . . . . . . . C105 C 0.0831(2) 0.40716(19) 0.47400(19) 0.0305 1.0000 Uani . . . . . . . C106 C 0.0280(2) 0.4463(2) 0.4298(2) 0.0341 1.0000 Uani . . . . . . . C107 C 0.0544(3) 0.5003(2) 0.4011(2) 0.0411 1.0000 Uani . . . . . . . C108 C 0.1375(3) 0.5132(2) 0.4158(2) 0.0378 1.0000 Uani . . . . . . . C109 C 0.1919(2) 0.4732(2) 0.4595(2) 0.0333 1.0000 Uani . . . . . . . C111 C 0.16827(18) 0.57051(13) 0.38571(15) 0.0579 1.0000 Uani D . . . . . . C116 C -0.06063(11) 0.43028(15) 0.40997(14) 0.0461 1.0000 Uani D . . . . . . C121 C 0.2723(2) 0.33402(18) 0.48300(19) 0.0289 1.0000 Uani . . . . . . . C122 C 0.3422(2) 0.3546(2) 0.4647(2) 0.0325 1.0000 Uani . . . . . . . C123 C 0.3653(3) 0.3266(2) 0.4120(2) 0.0395 1.0000 Uani . . . . . . . C124 C 0.3195(3) 0.2762(2) 0.3751(2) 0.0403 1.0000 Uani . . . . . . . C125 C 0.2519(2) 0.2545(2) 0.3938(2) 0.0346 1.0000 Uani . . . . . . . C126 C 0.2287(2) 0.28293(19) 0.4458(2) 0.0313 1.0000 Uani . . . . . . . C128 C 0.2049(3) 0.1974(2) 0.3593(2) 0.0455 1.0000 Uani . . . . . . . C133 C 0.43898(17) 0.35092(17) 0.39447(17) 0.0632 1.0000 Uani D . . . . . . C138 C 0.3075(2) 0.41606(19) 0.58850(19) 0.0291 1.0000 Uani . . . . . . . C139 C 0.2997(2) 0.48226(19) 0.60296(19) 0.0287 1.0000 Uani . . . . . . . C140 C 0.3614(2) 0.51703(19) 0.64664(19) 0.0302 1.0000 Uani . . . . . . . C141 C 0.34899(16) 0.58741(9) 0.65902(14) 0.0412 1.0000 Uani D . . . . . . C145 C 0.4340(2) 0.4863(2) 0.6779(2) 0.0356 1.0000 Uani . . . . . . . C146 C 0.4421(2) 0.4201(2) 0.6658(2) 0.0371 1.0000 Uani . . . . . . . C147 C 0.3806(2) 0.3861(2) 0.6222(2) 0.0344 1.0000 Uani . . . . . . . C149 C 0.51684(16) 0.38473(16) 0.69932(16) 0.0645 1.0000 Uani D . . . . . . C156 C 0.2463(3) 0.1487(2) 0.6494(2) 0.0389 1.0000 Uani . . . . . . . Ir1 Ir 0.238751(9) 0.437259(7) 0.013687(7) 0.0286 1.0000 Uani . . . . . . . N3 N 0.10791(18) 0.52630(16) -0.06842(15) 0.0290 1.0000 Uani . . . . . . . N25 N 0.15520(19) 0.45974(16) -0.12951(16) 0.0316 1.0000 Uani . . . . . . . N46 N 0.39266(19) 0.38755(17) 0.09026(17) 0.0346 1.0000 Uani . . . . . . . N69 N 0.3176(2) 0.36864(17) 0.15558(18) 0.0380 1.0000 Uani . . . . . . . B103 B 0.2364(3) 0.3731(2) 0.5379(2) 0.0287 1.0000 Uani . . . . . . . H61 H 0.1414 0.4277 0.0891 0.0399 1.0000 Uiso . . . . . . . H62 H 0.0894 0.4229 0.0148 0.0403 1.0000 Uiso . . . . . . . H91 H 0.1130 0.5203 0.1439 0.0426 1.0000 Uiso . . . . . . . H111 H 0.0411 0.6904 0.0495 0.0453 1.0000 Uiso . . . . . . . H133 H 0.0717 0.7120 -0.0538 0.0632 1.0000 Uiso . . . . . . . H132 H 0.0918 0.6544 -0.0974 0.0630 1.0000 Uiso . . . . . . . H131 H 0.0020 0.6656 -0.0927 0.0629 1.0000 Uiso . . . . . . . H181 H 0.0381 0.6829 0.1630 0.0812 1.0000 Uiso . . . . . . . H183 H 0.1118 0.6402 0.2023 0.0811 1.0000 Uiso . . . . . . . H182 H 0.0244 0.6110 0.1850 0.0813 1.0000 Uiso . . . . . . . H231 H 0.0139 0.5614 -0.1459 0.0396 1.0000 Uiso . . . . . . . H241 H 0.0677 0.4839 -0.2170 0.0396 1.0000 Uiso . . . . . . . H282 H 0.1306 0.3545 -0.0525 0.0591 1.0000 Uiso . . . . . . . H281 H 0.2101 0.3150 -0.0129 0.0595 1.0000 Uiso . . . . . . . H291 H 0.2838 0.2691 -0.0837 0.0561 1.0000 Uiso . . . . . . . H311 H 0.3000 0.3594 -0.2513 0.0461 1.0000 Uiso . . . . . . . H332 H 0.2592 0.4695 -0.2727 0.0614 1.0000 Uiso . . . . . . . H331 H 0.2187 0.5080 -0.2247 0.0607 1.0000 Uiso . . . . . . . H333 H 0.1654 0.4632 -0.2805 0.0612 1.0000 Uiso . . . . . . . H382 H 0.3695 0.2586 -0.2236 0.0953 1.0000 Uiso . . . . . . . H381 H 0.4028 0.2477 -0.1481 0.0952 1.0000 Uiso . . . . . . . H383 H 0.3254 0.2091 -0.1873 0.0950 1.0000 Uiso . . . . . . . H491 H 0.3714 0.5384 -0.0660 0.0477 1.0000 Uiso . . . . . . . H511 H 0.4806 0.3683 -0.0915 0.0488 1.0000 Uiso . . . . . . . H531 H 0.4784 0.2765 -0.0221 0.0800 1.0000 Uiso . . . . . . . H533 H 0.5250 0.3023 0.0483 0.0802 1.0000 Uiso . . . . . . . H532 H 0.4327 0.2809 0.0337 0.0801 1.0000 Uiso . . . . . . . H581 H 0.4414 0.4429 -0.1816 0.0783 1.0000 Uiso . . . . . . . H582 H 0.4838 0.5063 -0.1495 0.0783 1.0000 Uiso . . . . . . . H583 H 0.3895 0.5055 -0.1780 0.0784 1.0000 Uiso . . . . . . . H671 H 0.5013 0.3564 0.1558 0.0546 1.0000 Uiso . . . . . . . H681 H 0.4129 0.3342 0.2314 0.0553 1.0000 Uiso . . . . . . . H722 H 0.1846 0.2160 0.1402 0.0948 1.0000 Uiso . . . . . . . H721 H 0.2765 0.2368 0.1548 0.0956 1.0000 Uiso . . . . . . . H723 H 0.2131 0.2636 0.0927 0.0954 1.0000 Uiso . . . . . . . H761 H 0.1053 0.2694 0.2028 0.0541 1.0000 Uiso . . . . . . . H781 H 0.1600 0.4510 0.2767 0.0552 1.0000 Uiso . . . . . . . H801 H 0.2756 0.5090 0.2599 0.0873 1.0000 Uiso . . . . . . . H803 H 0.3452 0.4685 0.2422 0.0871 1.0000 Uiso . . . . . . . H802 H 0.2777 0.5026 0.1862 0.0873 1.0000 Uiso . . . . . . . H851 H 0.0230 0.3949 0.2721 0.0959 1.0000 Uiso . . . . . . . H852 H 0.0748 0.3473 0.3249 0.0963 1.0000 Uiso . . . . . . . H853 H 0.0176 0.3197 0.2597 0.0962 1.0000 Uiso . . . . . . . H971 H 0.1387 0.2054 0.7043 0.0356 1.0000 Uiso . . . . . . . H991 H 0.2726 0.2440 0.5746 0.0359 1.0000 Uiso . . . . . . . H1011 H 0.1206 0.3820 0.6120 0.0320 1.0000 Uiso . . . . . . . H1051 H 0.0620 0.3703 0.4927 0.0373 1.0000 Uiso . . . . . . . H1071 H 0.0161 0.5276 0.3705 0.0483 1.0000 Uiso . . . . . . . H1091 H 0.2488 0.4822 0.4681 0.0403 1.0000 Uiso . . . . . . . H1221 H 0.3750 0.3889 0.4890 0.0390 1.0000 Uiso . . . . . . . H1241 H 0.3346 0.2572 0.3386 0.0487 1.0000 Uiso . . . . . . . H1261 H 0.1808 0.2676 0.4564 0.0378 1.0000 Uiso . . . . . . . H1391 H 0.2507 0.5049 0.5818 0.0351 1.0000 Uiso . . . . . . . H1451 H 0.4767 0.5105 0.7067 0.0420 1.0000 Uiso . . . . . . . H1471 H 0.3890 0.3400 0.6144 0.0413 1.0000 Uiso . . . . . . . H631 H 0.3360 0.5635 0.0311 0.0553 1.0000 Uiso . . . . . . . H632 H 0.3939 0.5324 0.0930 0.0553 1.0000 Uiso . . . . . . . H633 H 0.3059 0.5059 0.0667 0.0553 1.0000 Uiso . . . . . . . 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 F340 0.050(3) 0.096(5) 0.076(4) 0.006(4) 0.028(3) -0.036(4) F341 0.064(4) 0.073(4) 0.106(5) -0.008(4) 0.040(4) -0.029(4) F342 0.063(4) 0.100(5) 0.039(3) 0.004(3) 0.029(3) -0.005(4) F343 0.059(3) 0.119(4) 0.071(3) -0.023(3) 0.035(2) -0.049(3) F344 0.069(4) 0.080(3) 0.083(4) 0.011(3) 0.028(3) -0.032(3) F345 0.061(3) 0.075(3) 0.077(4) 0.004(3) 0.044(3) 0.006(3) F330 0.038(4) 0.059(5) 0.044(5) 0.004(4) -0.001(4) 0.006(4) F331 0.032(4) 0.075(5) 0.052(4) 0.000(4) 0.012(4) -0.020(4) F332 0.043(4) 0.064(5) 0.064(5) -0.019(4) 0.019(4) -0.013(4) F333 0.0333(19) 0.080(3) 0.070(3) -0.035(2) 0.007(2) 0.0150(18) F334 0.041(2) 0.098(3) 0.081(3) 0.033(3) -0.004(2) -0.022(2) F335 0.043(2) 0.067(2) 0.052(2) -0.021(2) 0.0117(18) -0.014(2) F92 0.0427(13) 0.0321(13) 0.0515(16) -0.0067(11) 0.0208(12) 0.0017(10) F94 0.0380(15) 0.082(2) 0.147(3) -0.063(2) 0.0437(19) -0.0222(15) F95 0.133(3) 0.081(2) 0.086(2) 0.049(2) 0.085(2) 0.059(2) F129 0.108(3) 0.0621(19) 0.0421(17) -0.0185(15) 0.0236(17) -0.0157(18) F130 0.087(2) 0.0401(16) 0.064(2) 0.0066(14) 0.0064(17) -0.0115(15) F131 0.0466(17) 0.080(2) 0.090(2) -0.0398(19) -0.0009(16) -0.0056(15) F157 0.0618(17) 0.0316(13) 0.0528(16) -0.0055(12) 0.0200(14) 0.0049(12) F158 0.0640(18) 0.0580(18) 0.0548(18) -0.0070(14) -0.0065(15) 0.0313(15) F159 0.098(2) 0.0349(15) 0.090(2) 0.0221(15) 0.057(2) 0.0169(15) F301 0.025(3) 0.064(4) 0.088(4) 0.009(3) -0.008(3) -0.005(3) F302 0.069(4) 0.079(4) 0.095(4) -0.005(4) 0.002(3) 0.050(3) F303 0.056(4) 0.056(4) 0.095(5) 0.019(3) -0.010(3) 0.017(3) F304 0.027(3) 0.069(4) 0.060(3) 0.002(3) -0.002(3) 0.010(3) F305 0.060(4) 0.098(5) 0.096(4) 0.003(4) 0.013(3) 0.042(4) F306 0.055(4) 0.044(3) 0.112(5) -0.008(3) -0.028(4) 0.029(3) F310 0.050(4) 0.030(3) 0.053(3) 0.009(3) 0.007(3) -0.006(3) F311 0.045(3) 0.042(3) 0.063(4) -0.009(3) 0.009(3) -0.013(3) F312 0.048(3) 0.042(3) 0.050(4) -0.003(3) 0.019(3) 0.001(3) F313 0.047(4) 0.041(3) 0.059(3) 0.004(3) 0.018(3) -0.013(3) F314 0.053(3) 0.044(3) 0.053(3) -0.016(3) 0.008(3) -0.006(3) F315 0.037(3) 0.040(3) 0.054(4) -0.005(3) 0.014(3) 0.008(2) F320 0.063(4) 0.063(4) 0.054(3) 0.023(3) 0.029(3) 0.025(3) F321 0.056(3) 0.061(4) 0.095(5) 0.041(4) -0.002(4) -0.020(3) F322 0.072(4) 0.047(3) 0.076(4) 0.013(3) 0.013(4) -0.011(3) F323 0.049(3) 0.066(4) 0.053(3) 0.033(3) 0.025(2) 0.020(3) F324 0.051(3) 0.060(4) 0.077(4) 0.020(3) 0.023(3) -0.006(3) F325 0.081(4) 0.053(3) 0.079(4) 0.007(3) 0.021(3) -0.027(3) C2 0.0227(18) 0.032(2) 0.030(2) -0.0013(16) 0.0062(15) -0.0028(15) C4 0.0224(17) 0.041(2) 0.029(2) -0.0028(18) 0.0074(15) -0.0038(17) C5 0.0236(18) 0.039(2) 0.033(2) -0.0004(18) 0.0086(16) -0.0047(16) C6 0.0280(19) 0.040(2) 0.033(2) 0.0026(18) 0.0119(17) -0.0058(17) C9 0.029(2) 0.045(2) 0.034(2) 0.0011(18) 0.0111(17) -0.0088(17) C10 0.037(2) 0.045(2) 0.041(3) -0.009(2) 0.016(2) -0.0105(19) C11 0.033(2) 0.037(2) 0.045(3) -0.010(2) 0.0120(19) -0.0037(18) C12 0.0259(19) 0.036(2) 0.037(2) -0.0017(18) 0.0085(17) -0.0020(16) C13 0.042(2) 0.039(2) 0.046(3) 0.002(2) 0.013(2) 0.0041(19) C18 0.069(3) 0.050(3) 0.050(3) -0.008(2) 0.030(3) -0.011(2) C23 0.0267(19) 0.036(2) 0.034(2) 0.0033(18) 0.0043(17) -0.0005(17) C24 0.0291(19) 0.038(2) 0.031(2) 0.0019(18) 0.0037(17) -0.0027(17) C26 0.030(2) 0.034(2) 0.033(2) -0.0040(18) 0.0054(17) -0.0027(17) C27 0.042(2) 0.040(2) 0.041(3) 0.006(2) 0.014(2) 0.0047(19) C28 0.051(3) 0.047(3) 0.046(3) 0.008(2) 0.016(2) -0.001(2) C29 0.053(3) 0.041(3) 0.047(3) 0.007(2) 0.012(2) 0.007(2) C30 0.044(2) 0.042(3) 0.047(3) -0.009(2) 0.008(2) 0.001(2) C31 0.040(2) 0.044(2) 0.033(2) -0.012(2) 0.0094(19) -0.0026(19) C32 0.032(2) 0.033(2) 0.030(2) -0.0058(17) 0.0045(17) -0.0047(17) C33 0.047(2) 0.043(2) 0.035(2) 0.001(2) 0.015(2) -0.005(2) C38 0.064(3) 0.053(3) 0.067(4) -0.013(3) 0.013(3) 0.017(3) C45 0.031(2) 0.033(2) 0.033(2) 0.0042(17) 0.0105(17) -0.0023(17) C47 0.0226(18) 0.046(2) 0.032(2) 0.0032(19) 0.0038(16) -0.0037(17) C48 0.0229(19) 0.044(2) 0.038(2) 0.0070(19) 0.0023(17) -0.0008(17) C49 0.027(2) 0.044(2) 0.043(3) 0.007(2) 0.0048(18) -0.0023(18) C50 0.031(2) 0.052(3) 0.034(2) 0.002(2) 0.0053(18) -0.0081(19) C51 0.033(2) 0.055(3) 0.036(2) -0.005(2) 0.0084(19) -0.003(2) C52 0.032(2) 0.043(2) 0.041(2) -0.002(2) 0.0058(19) -0.0030(18) C53 0.060(3) 0.050(3) 0.049(3) -0.001(2) 0.013(2) 0.010(2) C58 0.051(3) 0.065(3) 0.040(3) 0.006(2) 0.015(2) -0.008(2) C63 0.041(2) 0.049(3) 0.050(3) 0.007(2) 0.015(2) 0.006(2) C67 0.037(2) 0.056(3) 0.040(3) 0.009(2) 0.003(2) 0.009(2) C68 0.044(3) 0.057(3) 0.037(3) 0.010(2) 0.006(2) 0.010(2) C70 0.038(2) 0.039(2) 0.028(2) 0.0072(18) 0.0080(18) 0.0030(18) C71 0.049(2) 0.039(2) 0.035(2) 0.004(2) 0.012(2) 0.001(2) C72 0.088(4) 0.038(3) 0.073(4) -0.005(3) 0.041(3) -0.010(3) C76 0.053(3) 0.041(3) 0.042(3) 0.008(2) 0.014(2) -0.005(2) C77 0.047(3) 0.049(3) 0.038(3) 0.010(2) 0.014(2) 0.006(2) C78 0.059(3) 0.044(3) 0.039(3) 0.001(2) 0.016(2) 0.007(2) C79 0.051(3) 0.042(3) 0.035(2) 0.002(2) 0.010(2) 0.000(2) C80 0.070(3) 0.042(3) 0.061(3) -0.013(2) 0.019(3) -0.013(2) C85 0.066(3) 0.072(4) 0.065(4) 0.014(3) 0.037(3) 0.011(3) C93 0.038(2) 0.032(2) 0.052(3) 0.002(2) 0.023(2) 0.0012(18) C96 0.0260(18) 0.029(2) 0.030(2) -0.0018(16) 0.0064(16) 0.0005(15) C97 0.033(2) 0.027(2) 0.030(2) 0.0016(16) 0.0088(17) -0.0027(16) C98 0.033(2) 0.029(2) 0.030(2) 0.0039(16) 0.0066(17) 0.0042(16) C99 0.0300(19) 0.029(2) 0.033(2) -0.0006(17) 0.0104(17) 0.0038(16) C100 0.0258(18) 0.0266(19) 0.027(2) -0.0022(16) 0.0040(15) -0.0008(15) C101 0.0267(18) 0.0253(19) 0.028(2) -0.0012(16) 0.0045(16) 0.0012(15) C104 0.0293(19) 0.029(2) 0.028(2) -0.0010(16) 0.0086(16) 0.0032(15) C105 0.033(2) 0.030(2) 0.028(2) -0.0007(17) 0.0088(17) 0.0022(16) C106 0.0290(19) 0.042(2) 0.031(2) 0.0019(18) 0.0075(17) 0.0053(17) C107 0.039(2) 0.046(3) 0.034(2) 0.007(2) 0.0037(19) 0.011(2) C108 0.040(2) 0.037(2) 0.037(2) 0.0093(19) 0.0100(19) 0.0016(18) C109 0.032(2) 0.035(2) 0.034(2) 0.0008(18) 0.0096(18) 0.0017(17) C111 0.055(2) 0.054(2) 0.065(2) 0.0242(18) 0.0167(18) 0.0010(19) C116 0.0300(17) 0.061(2) 0.047(2) -0.0027(17) 0.0085(16) 0.0002(16) C121 0.030(2) 0.0283(19) 0.028(2) 0.0068(16) 0.0076(16) 0.0037(16) C122 0.030(2) 0.035(2) 0.033(2) 0.0031(17) 0.0074(17) 0.0017(17) C123 0.038(2) 0.047(3) 0.036(2) 0.006(2) 0.0154(19) 0.005(2) C124 0.048(3) 0.045(3) 0.031(2) 0.000(2) 0.015(2) 0.008(2) C125 0.037(2) 0.035(2) 0.029(2) 0.0017(18) 0.0022(17) 0.0054(18) C126 0.0286(19) 0.034(2) 0.031(2) 0.0050(17) 0.0072(17) 0.0028(16) C128 0.051(3) 0.047(3) 0.037(3) -0.001(2) 0.009(2) 0.003(2) C133 0.057(2) 0.082(2) 0.062(2) -0.006(2) 0.0370(18) -0.017(2) C138 0.0286(19) 0.033(2) 0.029(2) 0.0043(16) 0.0132(16) 0.0046(16) C139 0.0238(18) 0.035(2) 0.029(2) 0.0043(17) 0.0085(16) 0.0024(16) C140 0.0298(19) 0.032(2) 0.032(2) 0.0029(17) 0.0128(17) -0.0029(16) C141 0.0401(17) 0.0382(17) 0.0467(19) -0.0008(15) 0.0137(15) -0.0043(15) C145 0.031(2) 0.042(2) 0.033(2) -0.0020(19) 0.0062(17) -0.0063(18) C146 0.031(2) 0.042(2) 0.036(2) 0.0059(19) 0.0037(18) 0.0052(17) C147 0.035(2) 0.034(2) 0.032(2) 0.0015(18) 0.0064(18) 0.0043(17) C149 0.042(2) 0.060(2) 0.079(3) 0.0026(19) -0.0046(17) 0.0168(18) C156 0.047(3) 0.030(2) 0.042(3) 0.0048(19) 0.017(2) 0.0058(19) Ir1 0.02463(8) 0.03300(9) 0.02764(9) 0.00174(7) 0.00597(6) -0.00166(7) N3 0.0237(15) 0.0361(18) 0.0263(17) 0.0008(14) 0.0047(13) -0.0033(13) N25 0.0306(17) 0.0339(17) 0.0301(18) 0.0000(14) 0.0074(14) -0.0017(14) N46 0.0302(17) 0.0409(19) 0.0310(19) 0.0053(15) 0.0046(15) 0.0025(15) N69 0.0378(19) 0.039(2) 0.037(2) 0.0054(16) 0.0100(16) 0.0016(16) B103 0.027(2) 0.028(2) 0.032(2) 0.0010(19) 0.0080(18) 0.0031(17) _refine_ls_extinction_coef 180(20) _refine_ls_extinction_method 'Larson (1970), Equation 22' _oxford_refine_ls_scale 0.092272(17) 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 F340 . C133 . 1.357(5) yes F341 . C133 . 1.316(5) yes F342 . C133 . 1.334(5) yes F343 . C133 . 1.333(5) yes F344 . C133 . 1.360(5) yes F345 . C133 . 1.341(5) yes F330 . C116 . 1.334(5) yes F331 . C116 . 1.339(5) yes F332 . C116 . 1.318(5) yes F333 . C116 . 1.327(4) yes F334 . C116 . 1.337(4) yes F335 . C116 . 1.341(4) yes F92 . C93 . 1.336(5) yes F94 . C93 . 1.316(5) yes F95 . C93 . 1.328(5) yes F129 . C128 . 1.330(5) yes F130 . C128 . 1.347(5) yes F131 . C128 . 1.331(5) yes F157 . C156 . 1.339(5) yes F158 . C156 . 1.343(5) yes F159 . C156 . 1.346(5) yes F301 . C149 . 1.332(5) yes F302 . C149 . 1.337(5) yes F303 . C149 . 1.364(5) yes F304 . C149 . 1.346(5) yes F305 . C149 . 1.352(5) yes F306 . C149 . 1.329(5) yes F310 . C141 . 1.348(5) yes F311 . C141 . 1.347(5) yes F312 . C141 . 1.342(5) yes F313 . C141 . 1.341(5) yes F314 . C141 . 1.351(5) yes F315 . C141 . 1.345(5) yes F320 . C111 . 1.336(5) yes F321 . C111 . 1.339(5) yes F322 . C111 . 1.354(5) yes F323 . C111 . 1.338(5) yes F324 . C111 . 1.356(5) yes F325 . C111 . 1.338(5) yes C2 . Ir1 . 2.013(4) yes C2 . N3 . 1.363(5) yes C2 . N25 . 1.361(5) yes C4 . C5 . 1.415(6) yes C4 . C12 . 1.388(6) yes C4 . N3 . 1.440(5) yes C5 . C6 . 1.500(6) yes C5 . C9 . 1.391(6) yes C6 . Ir1 . 2.068(4) yes C6 . H61 . 0.977 no C6 . H62 . 0.988 no C9 . C10 . 1.391(6) yes C9 . H91 . 0.960 no C10 . C11 . 1.380(6) yes C10 . C18 . 1.521(6) yes C11 . C12 . 1.398(6) yes C11 . H111 . 0.947 no C12 . C13 . 1.506(6) yes C13 . H133 . 0.968 no C13 . H132 . 0.970 no C13 . H131 . 0.968 no C18 . H181 . 0.976 no C18 . H183 . 0.965 no C18 . H182 . 0.958 no C23 . C24 . 1.333(6) yes C23 . N3 . 1.399(5) yes C23 . H231 . 0.949 no C24 . N25 . 1.403(5) yes C24 . H241 . 0.962 no C26 . C27 . 1.397(6) yes C26 . C32 . 1.393(5) yes C26 . N25 . 1.437(5) yes C27 . C28 . 1.509(6) yes C27 . C29 . 1.397(6) yes C28 . Ir1 . 2.059(5) yes C28 . H282 . 1.001 no C28 . H281 . 0.999 no C29 . C30 . 1.400(6) yes C29 . H291 . 0.966 no C30 . C31 . 1.379(6) yes C30 . C38 . 1.516(6) yes C31 . C32 . 1.394(6) yes C31 . H311 . 0.954 no C32 . C33 . 1.499(6) yes C33 . H332 . 0.970 no C33 . H331 . 0.968 no C33 . H333 . 0.973 no C38 . H382 . 0.971 no C38 . H381 . 0.961 no C38 . H383 . 0.971 no C45 . Ir1 . 2.061(4) yes C45 . N46 . 1.368(5) yes C45 . N69 . 1.360(5) yes C47 . C48 . 1.416(6) yes C47 . C52 . 1.390(6) yes C47 . N46 . 1.436(5) yes C48 . C49 . 1.406(6) yes C48 . C63 . 1.534(6) yes C48 . Ir1 . 2.567(4) yes C49 . C50 . 1.385(6) yes C49 . H491 . 0.956 no C50 . C51 . 1.386(6) yes C50 . C58 . 1.508(6) yes C51 . C52 . 1.391(6) yes C51 . H511 . 0.958 no C52 . C53 . 1.504(7) yes C53 . H531 . 0.964 no C53 . H533 . 0.974 no C53 . H532 . 0.974 no C58 . H581 . 0.962 no C58 . H582 . 0.958 no C58 . H583 . 0.964 no C63 . Ir1 . 2.596(5) yes C63 . H631 . 0.949 no C63 . H632 . 0.944 no C63 . H633 . 0.959 no C67 . C68 . 1.334(6) yes C67 . N46 . 1.383(5) yes C67 . H671 . 0.958 no C68 . N69 . 1.391(6) yes C68 . H681 . 0.947 no C70 . C71 . 1.382(6) yes C70 . C79 . 1.399(6) yes C70 . N69 . 1.441(5) yes C71 . C72 . 1.511(7) yes C71 . C76 . 1.400(6) yes C72 . H722 . 0.949 no C72 . H721 . 0.984 no C72 . H723 . 0.960 no C76 . C77 . 1.380(6) yes C76 . H761 . 0.955 no C77 . C78 . 1.376(7) yes C77 . C85 . 1.518(6) yes C78 . C79 . 1.398(6) yes C78 . H781 . 0.969 no C79 . C80 . 1.507(7) yes C80 . H801 . 0.950 no C80 . H803 . 0.972 no C80 . H802 . 0.981 no C85 . H851 . 0.953 no C85 . H852 . 0.967 no C85 . H853 . 0.969 no C93 . C96 . 1.492(5) yes C96 . C97 . 1.383(5) yes C96 . C101 . 1.394(5) yes C97 . C98 . 1.390(5) yes C97 . H971 . 0.964 no C98 . C99 . 1.389(5) yes C98 . C156 . 1.487(5) yes C99 . C100 . 1.398(5) yes C99 . H991 . 0.951 no C100 . C101 . 1.404(5) yes C100 . B103 . 1.638(6) yes C101 . H1011 . 0.958 no C104 . C105 . 1.403(5) yes C104 . C109 . 1.396(5) yes C104 . B103 . 1.638(6) yes C105 . C106 . 1.390(5) yes C105 . H1051 . 0.960 no C106 . C107 . 1.387(6) yes C106 . C116 . 1.492(4) yes C107 . C108 . 1.391(6) yes C107 . H1071 . 0.966 no C108 . C109 . 1.388(6) yes C108 . C111 . 1.489(4) yes C109 . H1091 . 0.955 no C121 . C122 . 1.403(5) yes C121 . C126 . 1.397(6) yes C121 . B103 . 1.646(6) yes C122 . C123 . 1.391(6) yes C122 . H1221 . 0.958 no C123 . C124 . 1.399(6) yes C123 . C133 . 1.479(5) yes C124 . C125 . 1.380(6) yes C124 . H1241 . 0.954 no C125 . C126 . 1.383(5) yes C125 . C128 . 1.493(6) yes C126 . H1261 . 0.950 no C138 . C139 . 1.400(5) yes C138 . C147 . 1.404(5) yes C138 . B103 . 1.642(6) yes C139 . C140 . 1.398(5) yes C139 . H1391 . 0.956 no C140 . C141 . 1.486(4) yes C140 . C145 . 1.390(6) yes C145 . C146 . 1.388(6) yes C145 . H1451 . 0.955 no C146 . C147 . 1.386(6) yes C146 . C149 . 1.475(4) yes C147 . H1471 . 0.972 no Ir1 . H633 . 1.964 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 Ir1 . C2 . N3 . 127.6(3) yes Ir1 . C2 . N25 . 125.7(3) yes N3 . C2 . N25 . 105.2(3) yes C5 . C4 . C12 . 122.1(4) yes C5 . C4 . N3 . 115.8(4) yes C12 . C4 . N3 . 122.1(4) yes C4 . C5 . C6 . 121.7(4) yes C4 . C5 . C9 . 117.6(4) yes C6 . C5 . C9 . 120.6(4) yes C5 . C6 . Ir1 . 110.3(2) yes C5 . C6 . H61 . 109.9 no Ir1 . C6 . H61 . 110.5 no C5 . C6 . H62 . 109.6 no Ir1 . C6 . H62 . 108.6 no H61 . C6 . H62 . 108.0 no C5 . C9 . C10 . 121.9(4) yes C5 . C9 . H91 . 118.5 no C10 . C9 . H91 . 119.6 no C9 . C10 . C11 . 118.4(4) yes C9 . C10 . C18 . 120.4(4) yes C11 . C10 . C18 . 121.2(4) yes C10 . C11 . C12 . 122.7(4) yes C10 . C11 . H111 . 119.0 no C12 . C11 . H111 . 118.3 no C11 . C12 . C4 . 117.3(4) yes C11 . C12 . C13 . 118.4(4) yes C4 . C12 . C13 . 124.3(4) yes C12 . C13 . H133 . 110.2 no C12 . C13 . H132 . 110.9 no H133 . C13 . H132 . 109.3 no C12 . C13 . H131 . 109.7 no H133 . C13 . H131 . 108.6 no H132 . C13 . H131 . 108.2 no C10 . C18 . H181 . 112.4 no C10 . C18 . H183 . 109.3 no H181 . C18 . H183 . 108.5 no C10 . C18 . H182 . 109.6 no H181 . C18 . H182 . 109.0 no H183 . C18 . H182 . 107.8 no C24 . C23 . N3 . 107.5(3) yes C24 . C23 . H231 . 127.5 no N3 . C23 . H231 . 125.0 no C23 . C24 . N25 . 106.9(3) yes C23 . C24 . H241 . 128.3 no N25 . C24 . H241 . 124.8 no C27 . C26 . C32 . 122.5(4) yes C27 . C26 . N25 . 116.3(3) yes C32 . C26 . N25 . 121.1(4) yes C26 . C27 . C28 . 121.2(4) yes C26 . C27 . C29 . 117.8(4) yes C28 . C27 . C29 . 120.8(4) yes C27 . C28 . Ir1 . 107.3(3) yes C27 . C28 . H282 . 108.1 no Ir1 . C28 . H282 . 113.1 no C27 . C28 . H281 . 110.9 no Ir1 . C28 . H281 . 110.2 no H282 . C28 . H281 . 107.3 no C27 . C29 . C30 . 121.4(4) yes C27 . C29 . H291 . 119.1 no C30 . C29 . H291 . 119.5 no C29 . C30 . C31 . 118.2(4) yes C29 . C30 . C38 . 120.4(4) yes C31 . C30 . C38 . 121.4(4) yes C30 . C31 . C32 . 122.9(4) yes C30 . C31 . H311 . 119.2 no C32 . C31 . H311 . 118.0 no C31 . C32 . C26 . 117.1(4) yes C31 . C32 . C33 . 119.3(4) yes C26 . C32 . C33 . 123.5(4) yes C32 . C33 . H332 . 111.0 no C32 . C33 . H331 . 110.4 no H332 . C33 . H331 . 108.4 no C32 . C33 . H333 . 110.8 no H332 . C33 . H333 . 107.3 no H331 . C33 . H333 . 108.9 no C30 . C38 . H382 . 110.3 no C30 . C38 . H381 . 111.1 no H382 . C38 . H381 . 107.7 no C30 . C38 . H383 . 111.0 no H382 . C38 . H383 . 107.8 no H381 . C38 . H383 . 108.9 no Ir1 . C45 . N46 . 112.8(3) yes Ir1 . C45 . N69 . 143.6(3) yes N46 . C45 . N69 . 103.2(3) yes C48 . C47 . C52 . 123.0(4) yes C48 . C47 . N46 . 116.5(4) yes C52 . C47 . N46 . 120.3(4) yes C47 . C48 . C49 . 116.7(4) yes C47 . C48 . C63 . 123.7(4) yes C49 . C48 . C63 . 119.3(4) yes C47 . C48 . Ir1 . 87.6(2) yes C49 . C48 . Ir1 . 116.2(3) yes C63 . C48 . Ir1 . 73.7(2) yes C48 . C49 . C50 . 122.0(4) yes C48 . C49 . H491 . 118.1 no C50 . C49 . H491 . 119.9 no C49 . C50 . C51 . 118.3(4) yes C49 . C50 . C58 . 121.1(4) yes C51 . C50 . C58 . 120.6(4) yes C50 . C51 . C52 . 123.2(4) yes C50 . C51 . H511 . 118.8 no C52 . C51 . H511 . 118.0 no C51 . C52 . C47 . 116.8(4) yes C51 . C52 . C53 . 120.8(4) yes C47 . C52 . C53 . 122.4(4) yes C52 . C53 . H531 . 110.5 no C52 . C53 . H533 . 111.0 no H531 . C53 . H533 . 109.1 no C52 . C53 . H532 . 109.9 no H531 . C53 . H532 . 108.0 no H533 . C53 . H532 . 108.3 no C50 . C58 . H581 . 109.5 no C50 . C58 . H582 . 110.4 no H581 . C58 . H582 . 107.9 no C50 . C58 . H583 . 111.8 no H581 . C58 . H583 . 108.7 no H582 . C58 . H583 . 108.5 no C48 . C63 . Ir1 . 71.7(2) yes C48 . C63 . H631 . 109.7 no Ir1 . C63 . H631 . 108.7 no C48 . C63 . H632 . 110.0 no Ir1 . C63 . H632 . 137.5 no H631 . C63 . H632 . 110.0 no C48 . C63 . H633 . 109.1 no Ir1 . C63 . H633 . 40.3 no H631 . C63 . H633 . 108.8 no H632 . C63 . H633 . 109.2 no C68 . C67 . N46 . 106.1(4) yes C68 . C67 . H671 . 127.3 no N46 . C67 . H671 . 126.5 no C67 . C68 . N69 . 107.5(4) yes C67 . C68 . H681 . 127.7 no N69 . C68 . H681 . 124.8 no C71 . C70 . C79 . 122.7(4) yes C71 . C70 . N69 . 119.3(4) yes C79 . C70 . N69 . 118.0(4) yes C70 . C71 . C72 . 121.8(4) yes C70 . C71 . C76 . 117.4(4) yes C72 . C71 . C76 . 120.8(4) yes C71 . C72 . H722 . 111.0 no C71 . C72 . H721 . 110.2 no H722 . C72 . H721 . 108.5 no C71 . C72 . H723 . 110.7 no H722 . C72 . H723 . 109.4 no H721 . C72 . H723 . 107.0 no C71 . C76 . C77 . 121.9(4) yes C71 . C76 . H761 . 118.8 no C77 . C76 . H761 . 119.3 no C76 . C77 . C78 . 118.8(4) yes C76 . C77 . C85 . 120.6(4) yes C78 . C77 . C85 . 120.6(4) yes C77 . C78 . C79 . 122.0(4) yes C77 . C78 . H781 . 119.4 no C79 . C78 . H781 . 118.5 no C70 . C79 . C78 . 117.1(4) yes C70 . C79 . C80 . 121.3(4) yes C78 . C79 . C80 . 121.6(4) yes C79 . C80 . H801 . 110.9 no C79 . C80 . H803 . 110.3 no H801 . C80 . H803 . 108.9 no C79 . C80 . H802 . 110.6 no H801 . C80 . H802 . 108.2 no H803 . C80 . H802 . 107.9 no C77 . C85 . H851 . 110.6 no C77 . C85 . H852 . 110.6 no H851 . C85 . H852 . 109.3 no C77 . C85 . H853 . 109.7 no H851 . C85 . H853 . 108.2 no H852 . C85 . H853 . 108.2 no F92 . C93 . F95 . 105.5(4) yes F92 . C93 . F94 . 106.0(3) yes F95 . C93 . F94 . 106.7(4) yes F92 . C93 . C96 . 113.6(3) yes F95 . C93 . C96 . 112.3(4) yes F94 . C93 . C96 . 112.2(4) yes C93 . C96 . C97 . 117.9(3) yes C93 . C96 . C101 . 121.2(3) yes C97 . C96 . C101 . 120.9(3) yes C96 . C97 . C98 . 118.2(3) yes C96 . C97 . H971 . 121.0 no C98 . C97 . H971 . 120.8 no C97 . C98 . C99 . 120.3(4) yes C97 . C98 . C156 . 120.0(4) yes C99 . C98 . C156 . 119.7(3) yes C98 . C99 . C100 . 123.2(3) yes C98 . C99 . H991 . 118.0 no C100 . C99 . H991 . 118.8 no C99 . C100 . C101 . 115.0(3) yes C99 . C100 . B103 . 121.6(3) yes C101 . C100 . B103 . 123.1(3) yes C100 . C101 . C96 . 122.4(3) yes C100 . C101 . H1011 . 118.7 no C96 . C101 . H1011 . 118.9 no C105 . C104 . C109 . 115.8(4) yes C105 . C104 . B103 . 124.9(3) yes C109 . C104 . B103 . 118.9(3) yes C104 . C105 . C106 . 121.9(4) yes C104 . C105 . H1051 . 120.2 no C106 . C105 . H1051 . 117.8 no C105 . C106 . C107 . 120.8(4) yes C105 . C106 . C116 . 121.2(3) yes C107 . C106 . C116 . 118.0(3) yes C106 . C107 . C108 . 118.5(4) yes C106 . C107 . H1071 . 120.8 no C108 . C107 . H1071 . 120.8 no C107 . C108 . C109 . 120.0(4) yes C107 . C108 . C111 . 120.1(4) yes C109 . C108 . C111 . 119.9(4) yes C104 . C109 . C108 . 122.9(4) yes C104 . C109 . H1091 . 118.3 no C108 . C109 . H1091 . 118.8 no C108 . C111 . F322 . 106.9(4) yes C108 . C111 . F321 . 117.1(4) yes F322 . C111 . F321 . 105.98(6) yes C108 . C111 . F320 . 114.1(5) yes F322 . C111 . F320 . 105.96(6) yes F321 . C111 . F320 . 106.00(6) yes C108 . C111 . F324 . 110.2(4) yes C108 . C111 . F325 . 115.0(4) yes F324 . C111 . F325 . 105.99(6) yes C108 . C111 . F323 . 113.0(4) yes F324 . C111 . F323 . 105.95(6) yes F325 . C111 . F323 . 105.99(6) yes C106 . C116 . F331 . 107.2(5) yes C106 . C116 . F330 . 114.0(6) yes F331 . C116 . F330 . 105.75(6) yes C106 . C116 . F332 . 117.4(5) yes F331 . C116 . F332 . 105.78(6) yes F330 . C116 . F332 . 105.79(6) yes C106 . C116 . F335 . 112.4(3) yes C106 . C116 . F334 . 114.5(3) yes F335 . C116 . F334 . 105.73(6) yes C106 . C116 . F333 . 112.1(3) yes F335 . C116 . F333 . 105.72(6) yes F334 . C116 . F333 . 105.81(6) yes C122 . C121 . C126 . 115.8(3) yes C122 . C121 . B103 . 122.6(3) yes C126 . C121 . B103 . 121.1(3) yes C121 . C122 . C123 . 121.8(4) yes C121 . C122 . H1221 . 119.3 no C123 . C122 . H1221 . 118.9 no C122 . C123 . C124 . 120.9(4) yes C122 . C123 . C133 . 119.4(4) yes C124 . C123 . C133 . 119.6(4) yes C123 . C124 . C125 . 117.6(4) yes C123 . C124 . H1241 . 121.4 no C125 . C124 . H1241 . 120.9 no C124 . C125 . C126 . 121.2(4) yes C124 . C125 . C128 . 119.5(4) yes C126 . C125 . C128 . 119.2(4) yes C121 . C126 . C125 . 122.6(4) yes C121 . C126 . H1261 . 118.6 no C125 . C126 . H1261 . 118.9 no C125 . C128 . F130 . 111.7(4) yes C125 . C128 . F131 . 112.9(4) yes F130 . C128 . F131 . 105.8(4) yes C125 . C128 . F129 . 114.2(4) yes F130 . C128 . F129 . 104.9(4) yes F131 . C128 . F129 . 106.6(4) yes C123 . C133 . F340 . 105.2(4) yes C123 . C133 . F342 . 114.2(5) yes F340 . C133 . F342 . 105.49(6) yes C123 . C133 . F341 . 119.7(4) yes F340 . C133 . F341 . 105.53(6) yes F342 . C133 . F341 . 105.55(6) yes C123 . C133 . F344 . 108.7(3) yes C123 . C133 . F345 . 114.3(4) yes F344 . C133 . F345 . 105.49(6) yes C123 . C133 . F343 . 116.5(3) yes F344 . C133 . F343 . 105.49(6) yes F345 . C133 . F343 . 105.57(6) yes C139 . C138 . C147 . 115.6(4) yes C139 . C138 . B103 . 124.2(3) yes C147 . C138 . B103 . 120.1(3) yes C138 . C139 . C140 . 122.5(4) yes C138 . C139 . H1391 . 119.1 no C140 . C139 . H1391 . 118.4 no C139 . C140 . C141 . 119.4(3) yes C139 . C140 . C145 . 120.4(4) yes C141 . C140 . C145 . 120.2(3) yes C140 . C141 . F310 . 112.2(5) yes C140 . C141 . F311 . 114.3(5) yes F310 . C141 . F311 . 106.00(6) yes C140 . C141 . F312 . 111.8(5) yes F310 . C141 . F312 . 105.99(6) yes F311 . C141 . F312 . 106.00(6) yes C140 . C141 . F314 . 112.5(5) yes C140 . C141 . F315 . 113.0(5) yes F314 . C141 . F315 . 106.00(6) yes C140 . C141 . F313 . 112.7(5) yes F314 . C141 . F313 . 106.01(6) yes F315 . C141 . F313 . 105.99(6) yes C140 . C145 . C146 . 118.1(4) yes C140 . C145 . H1451 . 120.2 no C146 . C145 . H1451 . 121.8 no C145 . C146 . C147 . 121.1(4) yes C145 . C146 . C149 . 120.2(4) yes C147 . C146 . C149 . 118.7(4) yes C138 . C147 . C146 . 122.2(4) yes C138 . C147 . H1471 . 119.1 no C146 . C147 . H1471 . 118.6 no C146 . C149 . F303 . 107.5(4) yes C146 . C149 . F302 . 115.7(4) yes F303 . C149 . F302 . 104.83(6) yes C146 . C149 . F301 . 117.8(4) yes F303 . C149 . F301 . 104.87(6) yes F302 . C149 . F301 . 104.93(6) yes C146 . C149 . F305 . 109.2(4) yes C146 . C149 . F304 . 113.1(4) yes F305 . C149 . F304 . 104.82(6) yes C146 . C149 . F306 . 118.8(4) yes F305 . C149 . F306 . 104.89(6) yes F304 . C149 . F306 . 104.90(6) yes C98 . C156 . F159 . 112.5(3) yes C98 . C156 . F158 . 112.7(4) yes F159 . C156 . F158 . 107.3(4) yes C98 . C156 . F157 . 113.1(4) yes F159 . C156 . F157 . 105.3(4) yes F158 . C156 . F157 . 105.4(3) yes C6 . Ir1 . C45 . 100.36(15) yes C6 . Ir1 . C28 . 90.30(17) yes C45 . Ir1 . C28 . 98.70(17) yes C6 . Ir1 . C2 . 80.88(15) yes C45 . Ir1 . C2 . 178.62(15) yes C28 . Ir1 . C2 . 80.67(17) yes C6 . Ir1 . C48 . 151.64(15) yes C45 . Ir1 . C48 . 76.55(14) yes C28 . Ir1 . C48 . 118.06(16) yes C2 . Ir1 . C48 . 102.64(14) yes C6 . Ir1 . C63 . 117.09(15) yes C45 . Ir1 . C63 . 77.68(15) yes C28 . Ir1 . C63 . 152.62(16) yes C2 . Ir1 . C63 . 102.31(15) yes C48 . Ir1 . C63 . 34.56(14) yes C6 . Ir1 . H633 . 99.9 no C45 . Ir1 . H633 . 73.1 no C28 . Ir1 . H633 . 167.9 no C2 . Ir1 . H633 . 107.3 no C48 . Ir1 . H633 . 52.0 no C63 . Ir1 . H633 . 18.4 no C4 . N3 . C23 . 127.2(3) yes C4 . N3 . C2 . 122.5(3) yes C23 . N3 . C2 . 110.1(3) yes C26 . N25 . C24 . 128.0(3) yes C26 . N25 . C2 . 121.3(3) yes C24 . N25 . C2 . 110.3(3) yes C47 . N46 . C67 . 131.1(3) yes C47 . N46 . C45 . 116.7(3) yes C67 . N46 . C45 . 112.1(3) yes C70 . N69 . C68 . 123.6(4) yes C70 . N69 . C45 . 125.2(3) yes C68 . N69 . C45 . 111.1(3) yes C121 . B103 . C138 . 111.8(3) yes C121 . B103 . C100 . 111.1(3) yes C138 . B103 . C100 . 105.8(3) yes C121 . B103 . C104 . 101.8(3) yes C138 . B103 . C104 . 111.7(3) yes C100 . B103 . C104 . 114.8(3) yes C63 . H633 . Ir1 . 121.3 no