#------------------------------------------------------------------------------ #$Date: 2023-11-01 04:30:49 +0200 (Wed, 01 Nov 2023) $ #$Revision: 287190 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247612.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7247612 loop_ _publ_author_name 'Chen, Yi-Sheng' 'Chiu, Siang-Yu' 'Li, Chia-Ying' 'Chen, Tsun-Ren' 'Chen, Jhy-Der' _publ_section_title ; Ligand effect of cyclometallated iridium(iii) complexes on N-alkylation of amines in hydrogen borrowing reactions ; _journal_issue 45 _journal_name_full 'RSC Advances' _journal_page_first 31948 _journal_page_last 31961 _journal_paper_doi 10.1039/D3RA07184G _journal_volume 13 _journal_year 2023 _chemical_formula_sum 'C42 H32 Cl5 F3 Ir N2 P' _chemical_formula_weight 1022.11 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2023-09-30 deposited with the CCDC. 2023-10-24 downloaded from the CCDC. ; _cell_angle_alpha 84.55(3) _cell_angle_beta 74.18(3) _cell_angle_gamma 83.10(3) _cell_formula_units_Z 2 _cell_length_a 11.250(13) _cell_length_b 13.317(16) _cell_length_c 14.035(17) _cell_measurement_reflns_used 5736 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 25.50 _cell_measurement_theta_min 2.23 _cell_volume 2004(4) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1774 _diffrn_reflns_av_unetI/netI 0.1708 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 40353 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.998 _diffrn_reflns_theta_min 1.511 _exptl_absorpt_coefficient_mu 3.752 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.5467 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS, 2008)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.694 _exptl_crystal_description plate _exptl_crystal_F_000 1004 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _refine_diff_density_max 1.340 _refine_diff_density_min -1.839 _refine_diff_density_rms 0.173 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 487 _refine_ls_number_reflns 7871 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.973 _refine_ls_R_factor_all 0.1289 _refine_ls_R_factor_gt 0.0609 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0209P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0736 _refine_ls_wR_factor_ref 0.0882 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4841 _reflns_number_total 7871 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ra07184g2.cif _cod_data_source_block 12677_0m _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'multi_scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_database_code 7247612 _shelx_shelxl_version_number 2017/1 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.521 _shelx_estimated_absorpt_t_max 0.705 _shelx_res_file ; TITL 12677_0m in P-1 12677_0m.res created by SHELXL-2017/1 at 13:05:45 on 17-Nov-2022 CELL 0.71073 11.24960 13.31680 14.03480 84.5475 74.1770 83.1022 ZERR 2.00 0.01340 0.01570 0.01720 0.0264 0.0257 0.0258 LATT 1 SFAC C H N F P CL IR UNIT 84 64 4 6 2 10 2 TEMP 23.000 SIZE 0.10 0.10 0.20 acta L.S. 8 BOND $H FMAP 2 PLAN 20 omit -2 52 WGHT 0.020900 FVAR 0.34802 IR 7 0.724952 0.730347 0.870868 11.00000 0.02905 0.02408 = 0.02918 -0.00101 -0.00717 -0.00052 CL1 6 0.502667 0.764356 0.867708 11.00000 0.03142 0.04096 = 0.04221 0.00369 -0.00905 -0.00278 P 5 0.792126 0.772372 0.694123 11.00000 0.03900 0.02985 = 0.02977 -0.00250 -0.00348 -0.00652 F1 4 0.469634 0.699808 0.441775 11.00000 0.10797 0.17732 = 0.06167 -0.00683 -0.04791 -0.05357 F2 4 0.819249 1.216508 0.636150 11.00000 0.29598 0.03521 = 0.13204 0.00962 -0.02249 -0.04060 F3 4 1.271534 0.557097 0.480998 11.00000 0.08237 0.09860 = 0.17569 -0.03691 0.05471 0.01383 N1 3 0.719641 0.576489 0.866618 11.00000 0.02739 0.02867 = 0.03258 0.00829 -0.00648 0.00054 N2 3 0.738443 0.877383 0.898800 11.00000 0.03681 0.02249 = 0.03800 -0.00549 -0.00740 -0.00143 C1 1 0.761005 0.522749 0.785768 11.00000 0.04335 0.03277 = 0.04406 0.00085 -0.00201 -0.00641 AFIX 43 H1A 2 0.797972 0.556071 0.725581 11.00000 -1.20000 AFIX 0 C2 1 0.750955 0.419279 0.788127 11.00000 0.05389 0.04163 = 0.06740 -0.01002 -0.02351 -0.00547 AFIX 43 H2A 2 0.780263 0.384348 0.730666 11.00000 -1.20000 AFIX 0 C3 1 0.696830 0.369818 0.877116 11.00000 0.05838 0.01969 = 0.08126 0.00821 -0.03109 -0.00501 AFIX 43 H3A 2 0.686305 0.301248 0.880428 11.00000 -1.20000 AFIX 0 C4 1 0.659160 0.422234 0.959665 11.00000 0.04458 0.04168 = 0.05380 0.02198 -0.02055 -0.02319 AFIX 43 H4A 2 0.623541 0.388907 1.020208 11.00000 -1.20000 AFIX 0 C5 1 0.672823 0.526570 0.955783 11.00000 0.02985 0.03181 = 0.04809 0.00834 -0.01634 -0.00475 C6 1 0.642304 0.588145 1.040559 11.00000 0.02487 0.03246 = 0.03852 0.00693 -0.00866 -0.00255 C7 1 0.595958 0.549567 1.137443 11.00000 0.04148 0.05530 = 0.04020 0.01512 -0.00376 0.00336 AFIX 43 H7A 2 0.583800 0.481208 1.150110 11.00000 -1.20000 AFIX 0 C8 1 0.567816 0.612541 1.215185 11.00000 0.06515 0.09784 = 0.02859 0.01677 -0.00274 -0.00129 AFIX 43 H8A 2 0.536431 0.587122 1.280143 11.00000 -1.20000 AFIX 0 C9 1 0.587252 0.714644 1.194587 11.00000 0.07696 0.09043 = 0.02232 -0.00457 -0.00138 -0.00055 AFIX 43 H9A 2 0.569170 0.757614 1.246245 11.00000 -1.20000 AFIX 0 C10 1 0.633006 0.752389 1.098378 11.00000 0.05844 0.05053 = 0.03948 -0.00034 -0.00971 0.00021 AFIX 43 H10A 2 0.644830 0.820843 1.086286 11.00000 -1.20000 AFIX 0 C11 1 0.662036 0.691002 1.018771 11.00000 0.03001 0.05565 = 0.03117 -0.00378 -0.01048 0.01237 C12 1 0.897036 0.716228 0.888444 11.00000 0.04679 0.03622 = 0.02983 -0.00024 -0.00652 0.00480 C13 1 0.978012 0.626084 0.891338 11.00000 0.04406 0.03542 = 0.06112 -0.00007 -0.02124 0.00584 AFIX 43 H13A 2 0.950631 0.563687 0.887893 11.00000 -1.20000 AFIX 0 C14 1 1.096040 0.630331 0.899160 11.00000 0.04572 0.06102 = 0.08416 0.00181 -0.03422 0.00769 AFIX 43 H14A 2 1.147075 0.570271 0.901346 11.00000 -1.20000 AFIX 0 C15 1 1.141497 0.720725 0.903887 11.00000 0.02670 0.06814 = 0.08765 0.00138 -0.02505 0.00461 AFIX 43 H15A 2 1.223077 0.721760 0.906453 11.00000 -1.20000 AFIX 0 C16 1 1.065118 0.809174 0.904766 11.00000 0.04651 0.05763 = 0.06642 -0.00865 -0.03097 -0.00980 AFIX 43 H16A 2 1.094878 0.870434 0.908705 11.00000 -1.20000 AFIX 0 C17 1 0.941741 0.808005 0.899744 11.00000 0.04321 0.02935 = 0.03855 -0.00569 -0.01094 0.00264 C18 1 0.850397 0.897492 0.907058 11.00000 0.04926 0.03752 = 0.02568 0.00018 -0.01032 -0.01047 C19 1 0.870968 0.993388 0.923552 11.00000 0.05331 0.04133 = 0.07306 -0.00683 -0.03264 -0.01298 AFIX 43 H19A 2 0.949151 1.006235 0.926857 11.00000 -1.20000 AFIX 0 C20 1 0.775549 1.070457 0.935183 11.00000 0.07495 0.03780 = 0.07787 -0.01988 -0.03138 -0.00102 AFIX 43 H20A 2 0.788679 1.135229 0.947051 11.00000 -1.20000 AFIX 0 C21 1 0.660407 1.050410 0.929018 11.00000 0.07646 0.02639 = 0.06539 -0.01547 -0.02150 0.00698 AFIX 43 H21A 2 0.594312 1.100858 0.939132 11.00000 -1.20000 AFIX 0 C22 1 0.644574 0.955256 0.907808 11.00000 0.04174 0.04820 = 0.04083 -0.00122 -0.01567 0.01137 AFIX 43 H22A 2 0.568557 0.943029 0.899299 11.00000 -1.20000 AFIX 0 C23 1 0.689088 0.751662 0.619582 11.00000 0.03751 0.03983 = 0.03284 -0.00467 -0.00907 -0.00829 C24 1 0.605346 0.679316 0.647084 11.00000 0.04044 0.04464 = 0.03846 -0.00202 -0.01123 -0.00752 AFIX 43 H24A 2 0.597817 0.642036 0.707562 11.00000 -1.20000 AFIX 0 C25 1 0.532482 0.661158 0.586590 11.00000 0.05699 0.06065 = 0.05309 -0.00727 -0.01493 -0.02508 AFIX 43 H25A 2 0.477259 0.611713 0.605332 11.00000 -1.20000 AFIX 0 C26 1 0.543694 0.717404 0.499147 11.00000 0.07768 0.11997 = 0.03608 -0.01510 -0.02534 -0.02508 C27 1 0.623852 0.788121 0.468535 11.00000 0.09350 0.11583 = 0.04465 0.01073 -0.01798 -0.02351 AFIX 43 H27A 2 0.629312 0.824112 0.407623 11.00000 -1.20000 AFIX 0 C28 1 0.697283 0.807574 0.526030 11.00000 0.09106 0.07588 = 0.04502 0.01565 -0.03783 -0.03058 AFIX 43 H28A 2 0.752428 0.856882 0.504663 11.00000 -1.20000 AFIX 0 C29 1 0.808830 0.907872 0.666835 11.00000 0.06204 0.02623 = 0.03071 0.00313 0.00533 -0.00794 C30 1 0.701430 0.972946 0.679619 11.00000 0.09305 0.03077 = 0.07056 0.00340 -0.01826 -0.00263 AFIX 43 H30A 2 0.625181 0.946304 0.695698 11.00000 -1.20000 AFIX 0 C31 1 0.704726 1.076576 0.669073 11.00000 0.12947 0.04153 = 0.08253 0.00398 -0.01404 0.00823 AFIX 43 H31A 2 0.631732 1.119820 0.678671 11.00000 -1.20000 AFIX 0 C32 1 0.814141 1.113241 0.644965 11.00000 0.17943 0.03789 = 0.05442 -0.00506 -0.00445 -0.01906 C33 1 0.923859 1.054279 0.628556 11.00000 0.12439 0.06122 = 0.08642 -0.00408 0.01584 -0.05831 AFIX 43 H33A 2 0.998619 1.083369 0.610263 11.00000 -1.20000 AFIX 0 C34 1 0.922442 0.948573 0.639699 11.00000 0.08683 0.04575 = 0.06769 0.00313 0.00098 -0.03019 AFIX 43 H34A 2 0.996324 0.906381 0.629105 11.00000 -1.20000 AFIX 0 C35 1 0.941262 0.709892 0.624387 11.00000 0.04507 0.03593 = 0.04595 -0.00288 0.00324 -0.01418 C36 1 0.950946 0.657603 0.541349 11.00000 0.05353 0.04898 = 0.05990 -0.01411 0.01350 -0.01619 AFIX 43 H36A 2 0.881393 0.656348 0.517934 11.00000 -1.20000 AFIX 0 C37 1 1.062145 0.607587 0.493214 11.00000 0.05772 0.06890 = 0.10976 -0.04741 0.04210 -0.02104 AFIX 43 H37A 2 1.067970 0.573537 0.437004 11.00000 -1.20000 AFIX 0 C38 1 1.160494 0.608056 0.527010 11.00000 0.06379 0.05318 = 0.10186 -0.00954 0.04131 -0.00054 C39 1 1.159058 0.657644 0.608308 11.00000 0.03335 0.10079 = 0.08611 -0.00765 0.00473 0.00542 AFIX 43 H39A 2 1.230134 0.656744 0.630204 11.00000 -1.20000 AFIX 0 C40 1 1.045381 0.710457 0.658003 11.00000 0.04528 0.06170 = 0.05115 0.00097 0.00545 0.00382 AFIX 43 H40A 2 1.041034 0.745494 0.713295 11.00000 -1.20000 AFIX 0 C41 1 1.652743 1.095481 0.300155 11.00000 0.14294 0.11990 = 0.14972 -0.02380 -0.08530 0.05590 AFIX 23 H41A 2 1.689487 1.151312 0.257109 11.00000 -1.20000 H41B 2 1.564448 1.115412 0.323821 11.00000 -1.20000 AFIX 0 CL2 6 1.711939 1.079819 0.396861 11.00000 0.21507 0.14321 = 0.20263 0.01655 -0.13240 -0.00698 CL3 6 1.672156 0.993092 0.230365 11.00000 0.20988 0.09950 = 0.12336 -0.01300 -0.03574 0.02797 C42 1 0.926275 0.675457 0.172946 11.00000 0.10491 0.11318 = 0.09802 0.00102 -0.03857 0.00642 AFIX 23 H42A 2 1.002972 0.647878 0.128623 11.00000 -1.20000 H42B 2 0.861687 0.679597 0.138535 11.00000 -1.20000 AFIX 0 CL4 6 0.943813 0.793831 0.198091 11.00000 0.23234 0.09413 = 0.20765 -0.01434 -0.01189 -0.04504 CL5 6 0.888691 0.593952 0.276376 11.00000 0.13087 0.10318 = 0.13639 0.01110 -0.04282 -0.01359 HKLF 4 REM 12677_0m in P-1 REM R1 = 0.0609 for 4841 Fo > 4sig(Fo) and 0.1289 for all 7871 data REM 487 parameters refined using 0 restraints END WGHT 0.0209 0.0000 REM Highest difference peak 1.340, deepest hole -1.839, 1-sigma level 0.173 Q1 1 0.7083 0.7981 0.9011 11.00000 0.05 1.34 Q2 1 0.7574 0.6653 0.8369 11.00000 0.05 1.33 Q3 1 0.7650 0.7421 0.8451 11.00000 0.05 1.15 Q4 1 0.6962 0.7148 0.9039 11.00000 0.05 1.13 Q5 1 0.6800 0.7395 0.8704 11.00000 0.05 0.94 Q6 1 0.7644 0.7164 0.8824 11.00000 0.05 0.93 Q7 1 0.6753 0.7444 0.7791 11.00000 0.05 0.80 Q8 1 0.7628 0.7005 0.9692 11.00000 0.05 0.78 Q9 1 1.0514 0.5803 0.0310 11.00000 0.05 0.77 Q10 1 0.7310 0.7779 0.7674 11.00000 0.05 0.72 Q11 1 1.0653 1.1585 0.6174 11.00000 0.05 0.71 Q12 1 0.4986 1.0410 0.7771 11.00000 0.05 0.69 Q13 1 0.7601 0.8449 0.7326 11.00000 0.05 0.68 Q14 1 0.8386 0.7530 0.7793 11.00000 0.05 0.68 Q15 1 0.4573 0.7235 0.4318 11.00000 0.05 0.67 Q16 1 1.6374 0.9872 0.2285 11.00000 0.05 0.67 Q17 1 0.8458 0.7226 0.7843 11.00000 0.05 0.66 Q18 1 0.6259 0.7572 0.8225 11.00000 0.05 0.66 Q19 1 0.5183 0.6933 0.8456 11.00000 0.05 0.65 Q20 1 1.7599 0.9295 0.2318 11.00000 0.05 0.65 ; _shelx_res_checksum 42904 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ir Ir 0.72495(3) 0.73035(3) 0.87087(2) 0.02777(11) Uani 1 1 d . . . . . Cl1 Cl 0.50267(17) 0.76436(15) 0.86771(14) 0.0388(5) Uani 1 1 d . . . . . P P 0.7921(2) 0.77237(16) 0.69412(15) 0.0337(6) Uani 1 1 d . . . . . F1 F 0.4696(6) 0.6998(5) 0.4418(4) 0.107(2) Uani 1 1 d . . . . . F2 F 0.8192(8) 1.2165(4) 0.6362(5) 0.160(3) Uani 1 1 d . . . . . F3 F 1.2715(6) 0.5571(5) 0.4810(5) 0.137(3) Uani 1 1 d . . . . . N1 N 0.7196(5) 0.5765(4) 0.8666(5) 0.0308(16) Uani 1 1 d . . . . . N2 N 0.7384(6) 0.8774(4) 0.8988(4) 0.0328(17) Uani 1 1 d . . . . . C1 C 0.7610(7) 0.5227(6) 0.7858(6) 0.042(2) Uani 1 1 d . . . . . H1A H 0.797972 0.556071 0.725581 0.050 Uiso 1 1 calc R U . . . C2 C 0.7510(8) 0.4193(7) 0.7881(7) 0.052(3) Uani 1 1 d . . . . . H2A H 0.780263 0.384348 0.730666 0.063 Uiso 1 1 calc R U . . . C3 C 0.6968(8) 0.3698(6) 0.8771(7) 0.051(3) Uani 1 1 d . . . . . H3A H 0.686305 0.301248 0.880428 0.062 Uiso 1 1 calc R U . . . C4 C 0.6592(7) 0.4222(6) 0.9597(6) 0.045(2) Uani 1 1 d . . . . . H4A H 0.623541 0.388907 1.020208 0.054 Uiso 1 1 calc R U . . . C5 C 0.6728(7) 0.5266(6) 0.9558(6) 0.036(2) Uani 1 1 d . . . . . C6 C 0.6423(7) 0.5881(6) 1.0406(6) 0.033(2) Uani 1 1 d . . . . . C7 C 0.5960(7) 0.5496(7) 1.1374(6) 0.049(2) Uani 1 1 d . . . . . H7A H 0.583800 0.481208 1.150110 0.059 Uiso 1 1 calc R U . . . C8 C 0.5678(8) 0.6125(8) 1.2152(6) 0.068(3) Uani 1 1 d . . . . . H8A H 0.536431 0.587122 1.280143 0.081 Uiso 1 1 calc R U . . . C9 C 0.5873(8) 0.7146(8) 1.1946(6) 0.066(3) Uani 1 1 d . . . . . H9A H 0.569170 0.757614 1.246245 0.079 Uiso 1 1 calc R U . . . C10 C 0.6330(7) 0.7524(7) 1.0984(6) 0.051(3) Uani 1 1 d . . . . . H10A H 0.644830 0.820843 1.086286 0.061 Uiso 1 1 calc R U . . . C11 C 0.6620(7) 0.6910(7) 1.0188(6) 0.040(2) Uani 1 1 d . . . . . C12 C 0.8970(7) 0.7162(6) 0.8884(5) 0.039(2) Uani 1 1 d . . . . . C13 C 0.9780(8) 0.6261(6) 0.8913(6) 0.046(2) Uani 1 1 d . . . . . H13A H 0.950631 0.563687 0.887893 0.056 Uiso 1 1 calc R U . . . C14 C 1.0960(8) 0.6303(7) 0.8992(7) 0.062(3) Uani 1 1 d . . . . . H14A H 1.147075 0.570271 0.901346 0.074 Uiso 1 1 calc R U . . . C15 C 1.1415(8) 0.7207(8) 0.9039(7) 0.060(3) Uani 1 1 d . . . . . H15A H 1.223077 0.721760 0.906453 0.072 Uiso 1 1 calc R U . . . C16 C 1.0651(8) 0.8092(7) 0.9048(6) 0.053(3) Uani 1 1 d . . . . . H16A H 1.094878 0.870434 0.908705 0.064 Uiso 1 1 calc R U . . . C17 C 0.9417(8) 0.8080(6) 0.8997(5) 0.037(2) Uani 1 1 d . . . . . C18 C 0.8504(8) 0.8975(6) 0.9071(5) 0.037(2) Uani 1 1 d . . . . . C19 C 0.8710(8) 0.9934(7) 0.9236(6) 0.052(2) Uani 1 1 d . . . . . H19A H 0.949151 1.006235 0.926857 0.062 Uiso 1 1 calc R U . . . C20 C 0.7755(9) 1.0705(7) 0.9352(7) 0.061(3) Uani 1 1 d . . . . . H20A H 0.788679 1.135229 0.947051 0.073 Uiso 1 1 calc R U . . . C21 C 0.6604(9) 1.0504(6) 0.9290(6) 0.056(3) Uani 1 1 d . . . . . H21A H 0.594312 1.100858 0.939132 0.067 Uiso 1 1 calc R U . . . C22 C 0.6446(7) 0.9553(6) 0.9078(5) 0.044(2) Uani 1 1 d . . . . . H22A H 0.568557 0.943029 0.899299 0.053 Uiso 1 1 calc R U . . . C23 C 0.6891(7) 0.7517(6) 0.6196(6) 0.036(2) Uani 1 1 d . . . . . C24 C 0.6053(7) 0.6793(6) 0.6471(6) 0.041(2) Uani 1 1 d . . . . . H24A H 0.597817 0.642036 0.707562 0.049 Uiso 1 1 calc R U . . . C25 C 0.5325(8) 0.6612(7) 0.5866(7) 0.055(3) Uani 1 1 d . . . . . H25A H 0.477259 0.611713 0.605332 0.066 Uiso 1 1 calc R U . . . C26 C 0.5437(10) 0.7174(9) 0.4991(7) 0.074(3) Uani 1 1 d . . . . . C27 C 0.6239(11) 0.7881(9) 0.4685(7) 0.085(4) Uani 1 1 d . . . . . H27A H 0.629312 0.824112 0.407623 0.102 Uiso 1 1 calc R U . . . C28 C 0.6973(9) 0.8076(7) 0.5260(7) 0.066(3) Uani 1 1 d . . . . . H28A H 0.752428 0.856882 0.504663 0.079 Uiso 1 1 calc R U . . . C29 C 0.8088(9) 0.9079(6) 0.6668(6) 0.043(2) Uani 1 1 d . . . . . C30 C 0.7014(10) 0.9729(7) 0.6796(6) 0.066(3) Uani 1 1 d . . . . . H30A H 0.625181 0.946304 0.695698 0.079 Uiso 1 1 calc R U . . . C31 C 0.7047(13) 1.0766(8) 0.6691(8) 0.089(4) Uani 1 1 d . . . . . H31A H 0.631732 1.119820 0.678671 0.107 Uiso 1 1 calc R U . . . C32 C 0.8141(16) 1.1132(9) 0.6450(8) 0.095(5) Uani 1 1 d . . . . . C33 C 0.9239(12) 1.0543(9) 0.6286(8) 0.095(4) Uani 1 1 d . . . . . H33A H 0.998619 1.083369 0.610263 0.114 Uiso 1 1 calc R U . . . C34 C 0.9224(10) 0.9486(7) 0.6397(7) 0.069(3) Uani 1 1 d . . . . . H34A H 0.996324 0.906381 0.629105 0.083 Uiso 1 1 calc R U . . . C35 C 0.9413(8) 0.7099(6) 0.6244(6) 0.044(2) Uani 1 1 d . . . . . C36 C 0.9509(8) 0.6576(6) 0.5413(6) 0.058(3) Uani 1 1 d . . . . . H36A H 0.881393 0.656348 0.517934 0.070 Uiso 1 1 calc R U . . . C37 C 1.0621(10) 0.6076(8) 0.4932(9) 0.087(4) Uani 1 1 d . . . . . H37A H 1.067970 0.573537 0.437004 0.105 Uiso 1 1 calc R U . . . C38 C 1.1605(11) 0.6081(8) 0.5270(9) 0.086(4) Uani 1 1 d . . . . . C39 C 1.1591(9) 0.6576(8) 0.6083(8) 0.078(3) Uani 1 1 d . . . . . H39A H 1.230134 0.656744 0.630204 0.094 Uiso 1 1 calc R U . . . C40 C 1.0454(8) 0.7105(6) 0.6580(6) 0.057(3) Uani 1 1 d . . . . . H40A H 1.041034 0.745494 0.713295 0.069 Uiso 1 1 calc R U . . . C41 C 1.6527(12) 1.0955(9) 0.3002(9) 0.133(5) Uani 1 1 d . . . . . H41A H 1.689487 1.151312 0.257109 0.160 Uiso 1 1 calc R U . . . H41B H 1.564448 1.115412 0.323821 0.160 Uiso 1 1 calc R U . . . Cl2 Cl 1.7119(4) 1.0798(3) 0.3969(3) 0.1745(18) Uani 1 1 d . . . . . Cl3 Cl 1.6722(4) 0.9931(3) 0.2304(3) 0.1492(16) Uani 1 1 d . . . . . C42 C 0.9263(10) 0.6755(8) 0.1729(8) 0.105(4) Uani 1 1 d . . . . . H42A H 1.002972 0.647878 0.128623 0.126 Uiso 1 1 calc R U . . . H42B H 0.861687 0.679597 0.138535 0.126 Uiso 1 1 calc R U . . . Cl4 Cl 0.9438(4) 0.7938(3) 0.1981(3) 0.184(2) Uani 1 1 d . . . . . Cl5 Cl 0.8887(3) 0.5940(3) 0.2764(3) 0.1231(12) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.02905(19) 0.02408(18) 0.02918(17) -0.00101(12) -0.00717(13) -0.00052(13) Cl1 0.0314(13) 0.0410(13) 0.0422(13) 0.0037(10) -0.0091(10) -0.0028(10) P 0.0390(15) 0.0299(14) 0.0298(13) -0.0025(10) -0.0035(11) -0.0065(11) F1 0.108(5) 0.177(7) 0.062(4) -0.007(4) -0.048(4) -0.054(5) F2 0.296(10) 0.035(4) 0.132(6) 0.010(4) -0.022(6) -0.041(5) F3 0.082(5) 0.099(5) 0.176(7) -0.037(5) 0.055(5) 0.014(4) N1 0.027(4) 0.029(4) 0.033(4) 0.008(3) -0.006(3) 0.001(3) N2 0.037(4) 0.022(4) 0.038(4) -0.005(3) -0.007(3) -0.001(4) C1 0.043(6) 0.033(6) 0.044(6) 0.001(4) -0.002(4) -0.006(4) C2 0.054(7) 0.042(6) 0.067(7) -0.010(5) -0.024(5) -0.005(5) C3 0.058(7) 0.020(5) 0.081(8) 0.008(5) -0.031(6) -0.005(5) C4 0.045(6) 0.042(6) 0.054(6) 0.022(5) -0.021(5) -0.023(5) C5 0.030(5) 0.032(5) 0.048(6) 0.008(4) -0.016(4) -0.005(4) C6 0.025(5) 0.032(5) 0.039(5) 0.007(4) -0.009(4) -0.003(4) C7 0.041(6) 0.055(6) 0.040(6) 0.015(5) -0.004(5) 0.003(5) C8 0.065(7) 0.098(9) 0.029(6) 0.017(6) -0.003(5) -0.001(7) C9 0.077(8) 0.090(9) 0.022(6) -0.005(5) -0.001(5) -0.001(7) C10 0.058(7) 0.051(6) 0.039(6) 0.000(5) -0.010(5) 0.000(5) C11 0.030(5) 0.056(6) 0.031(5) -0.004(5) -0.010(4) 0.012(5) C12 0.047(6) 0.036(5) 0.030(5) 0.000(4) -0.007(4) 0.005(5) C13 0.044(6) 0.035(6) 0.061(6) 0.000(5) -0.021(5) 0.006(5) C14 0.046(7) 0.061(7) 0.084(8) 0.002(6) -0.034(6) 0.008(6) C15 0.027(6) 0.068(8) 0.088(8) 0.001(6) -0.025(5) 0.005(6) C16 0.047(6) 0.058(7) 0.066(7) -0.009(5) -0.031(5) -0.010(5) C17 0.043(6) 0.029(5) 0.039(5) -0.006(4) -0.011(4) 0.003(5) C18 0.049(6) 0.038(6) 0.026(5) 0.000(4) -0.010(4) -0.010(5) C19 0.053(6) 0.041(6) 0.073(7) -0.007(5) -0.033(5) -0.013(5) C20 0.075(8) 0.038(6) 0.078(7) -0.020(5) -0.031(6) -0.001(6) C21 0.076(8) 0.026(6) 0.065(7) -0.015(5) -0.021(6) 0.007(5) C22 0.042(6) 0.048(6) 0.041(5) -0.001(5) -0.016(4) 0.011(5) C23 0.038(5) 0.040(5) 0.033(5) -0.005(4) -0.009(4) -0.008(4) C24 0.040(6) 0.045(6) 0.038(5) -0.002(4) -0.011(4) -0.008(5) C25 0.057(7) 0.061(7) 0.053(7) -0.007(5) -0.015(5) -0.025(5) C26 0.078(9) 0.120(11) 0.036(7) -0.015(7) -0.025(6) -0.025(7) C27 0.093(10) 0.116(11) 0.045(7) 0.011(7) -0.018(7) -0.024(8) C28 0.091(8) 0.076(8) 0.045(6) 0.016(5) -0.038(6) -0.031(6) C29 0.062(7) 0.026(5) 0.031(5) 0.003(4) 0.005(5) -0.008(5) C30 0.093(9) 0.031(6) 0.071(7) 0.003(5) -0.018(6) -0.003(6) C31 0.129(12) 0.042(8) 0.083(9) 0.004(6) -0.014(8) 0.008(8) C32 0.179(17) 0.038(8) 0.054(8) -0.005(6) -0.004(9) -0.019(10) C33 0.124(12) 0.061(9) 0.086(9) -0.004(7) 0.016(8) -0.058(8) C34 0.087(8) 0.046(7) 0.068(7) 0.003(5) 0.001(6) -0.030(6) C35 0.045(6) 0.036(6) 0.046(6) -0.003(4) 0.003(5) -0.014(5) C36 0.054(7) 0.049(6) 0.060(6) -0.014(5) 0.013(5) -0.016(5) C37 0.058(8) 0.069(8) 0.110(10) -0.047(7) 0.042(8) -0.021(7) C38 0.064(9) 0.053(8) 0.102(11) -0.010(7) 0.041(8) -0.001(7) C39 0.033(7) 0.101(10) 0.086(8) -0.008(7) 0.005(6) 0.005(6) C40 0.045(6) 0.062(7) 0.051(6) 0.001(5) 0.005(5) 0.004(5) C41 0.143(12) 0.120(12) 0.150(13) -0.024(10) -0.085(10) 0.056(10) Cl2 0.215(5) 0.143(4) 0.203(5) 0.017(3) -0.132(4) -0.007(3) Cl3 0.210(4) 0.100(3) 0.123(3) -0.013(2) -0.036(3) 0.028(3) C42 0.105(10) 0.113(11) 0.098(10) 0.001(8) -0.039(8) 0.006(8) Cl4 0.232(5) 0.094(3) 0.208(5) -0.014(3) -0.012(4) -0.045(3) Cl5 0.131(3) 0.103(3) 0.136(3) 0.011(2) -0.043(2) -0.014(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Ir C11 88.1(3) . . ? C12 Ir N1 94.2(3) . . ? C11 Ir N1 79.8(3) . . ? C12 Ir N2 79.8(3) . . ? C11 Ir N2 91.6(3) . . ? N1 Ir N2 169.7(2) . . ? C12 Ir P 94.1(2) . . ? C11 Ir P 177.2(3) . . ? N1 Ir P 98.36(18) . . ? N2 Ir P 90.42(18) . . ? C12 Ir Cl1 172.1(2) . . ? C11 Ir Cl1 87.3(2) . . ? N1 Ir Cl1 91.29(17) . . ? N2 Ir Cl1 93.9(2) . . ? P Ir Cl1 90.76(8) . . ? C23 P C29 101.7(4) . . ? C23 P C35 101.9(4) . . ? C29 P C35 104.3(4) . . ? C23 P Ir 117.6(3) . . ? C29 P Ir 111.6(3) . . ? C35 P Ir 117.8(3) . . ? C1 N1 C5 118.5(7) . . ? C1 N1 Ir 126.1(5) . . ? C5 N1 Ir 115.3(5) . . ? C18 N2 C22 118.5(7) . . ? C18 N2 Ir 116.1(5) . . ? C22 N2 Ir 125.4(6) . . ? N1 C1 C2 122.8(8) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C3 C2 C1 118.7(8) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C4 C3 C2 119.0(8) . . ? C4 C3 H3A 120.5 . . ? C2 C3 H3A 120.5 . . ? C3 C4 C5 121.2(8) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? N1 C5 C4 119.5(7) . . ? N1 C5 C6 115.0(7) . . ? C4 C5 C6 125.5(8) . . ? C7 C6 C11 121.4(8) . . ? C7 C6 C5 123.0(8) . . ? C11 C6 C5 115.6(7) . . ? C8 C7 C6 120.2(9) . . ? C8 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? C7 C8 C9 119.0(8) . . ? C7 C8 H8A 120.5 . . ? C9 C8 H8A 120.5 . . ? C10 C9 C8 120.5(9) . . ? C10 C9 H9A 119.7 . . ? C8 C9 H9A 119.7 . . ? C9 C10 C11 121.8(9) . . ? C9 C10 H10A 119.1 . . ? C11 C10 H10A 119.1 . . ? C10 C11 C6 117.1(8) . . ? C10 C11 Ir 128.8(7) . . ? C6 C11 Ir 114.1(6) . . ? C17 C12 C13 116.9(8) . . ? C17 C12 Ir 115.1(6) . . ? C13 C12 Ir 128.0(7) . . ? C14 C13 C12 120.6(8) . . ? C14 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? C13 C14 C15 122.1(9) . . ? C13 C14 H14A 119.0 . . ? C15 C14 H14A 119.0 . . ? C16 C15 C14 119.2(9) . . ? C16 C15 H15A 120.4 . . ? C14 C15 H15A 120.4 . . ? C15 C16 C17 120.5(8) . . ? C15 C16 H16A 119.7 . . ? C17 C16 H16A 119.7 . . ? C16 C17 C12 120.4(7) . . ? C16 C17 C18 124.6(8) . . ? C12 C17 C18 115.0(8) . . ? N2 C18 C19 121.2(8) . . ? N2 C18 C17 113.6(7) . . ? C19 C18 C17 125.1(8) . . ? C18 C19 C20 120.0(8) . . ? C18 C19 H19A 120.0 . . ? C20 C19 H19A 120.0 . . ? C19 C20 C21 119.3(9) . . ? C19 C20 H20A 120.3 . . ? C21 C20 H20A 120.3 . . ? C22 C21 C20 119.2(9) . . ? C22 C21 H21A 120.4 . . ? C20 C21 H21A 120.4 . . ? C21 C22 N2 121.6(8) . . ? C21 C22 H22A 119.2 . . ? N2 C22 H22A 119.2 . . ? C24 C23 C28 117.4(8) . . ? C24 C23 P 122.5(6) . . ? C28 C23 P 120.0(7) . . ? C23 C24 C25 121.5(8) . . ? C23 C24 H24A 119.3 . . ? C25 C24 H24A 119.3 . . ? C26 C25 C24 118.3(9) . . ? C26 C25 H25A 120.8 . . ? C24 C25 H25A 120.8 . . ? C27 C26 F1 119.9(11) . . ? C27 C26 C25 122.7(10) . . ? F1 C26 C25 117.4(11) . . ? C26 C27 C28 120.5(10) . . ? C26 C27 H27A 119.8 . . ? C28 C27 H27A 119.8 . . ? C27 C28 C23 119.6(9) . . ? C27 C28 H28A 120.2 . . ? C23 C28 H28A 120.2 . . ? C30 C29 C34 118.7(8) . . ? C30 C29 P 117.4(7) . . ? C34 C29 P 123.8(7) . . ? C31 C30 C29 121.4(10) . . ? C31 C30 H30A 119.3 . . ? C29 C30 H30A 119.3 . . ? C32 C31 C30 118.5(12) . . ? C32 C31 H31A 120.7 . . ? C30 C31 H31A 120.7 . . ? C31 C32 C33 123.6(12) . . ? C31 C32 F2 119.4(14) . . ? C33 C32 F2 117.0(14) . . ? C32 C33 C34 118.7(11) . . ? C32 C33 H33A 120.6 . . ? C34 C33 H33A 120.6 . . ? C29 C34 C33 119.0(10) . . ? C29 C34 H34A 120.5 . . ? C33 C34 H34A 120.5 . . ? C40 C35 C36 118.6(8) . . ? C40 C35 P 119.4(7) . . ? C36 C35 P 121.8(7) . . ? C37 C36 C35 120.8(10) . . ? C37 C36 H36A 119.6 . . ? C35 C36 H36A 119.6 . . ? C38 C37 C36 119.8(11) . . ? C38 C37 H37A 120.1 . . ? C36 C37 H37A 120.1 . . ? C37 C38 C39 123.2(11) . . ? C37 C38 F3 120.5(12) . . ? C39 C38 F3 116.2(13) . . ? C38 C39 C40 117.6(10) . . ? C38 C39 H39A 121.2 . . ? C40 C39 H39A 121.2 . . ? C35 C40 C39 120.0(9) . . ? C35 C40 H40A 120.0 . . ? C39 C40 H40A 120.0 . . ? Cl2 C41 Cl3 116.6(7) . . ? Cl2 C41 H41A 108.1 . . ? Cl3 C41 H41A 108.1 . . ? Cl2 C41 H41B 108.1 . . ? Cl3 C41 H41B 108.1 . . ? H41A C41 H41B 107.3 . . ? Cl4 C42 Cl5 113.8(6) . . ? Cl4 C42 H42A 108.8 . . ? Cl5 C42 H42A 108.8 . . ? Cl4 C42 H42B 108.8 . . ? Cl5 C42 H42B 108.8 . . ? H42A C42 H42B 107.7 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir C12 2.002(9) . ? Ir C11 2.041(8) . ? Ir N1 2.064(6) . ? Ir N2 2.064(6) . ? Ir P 2.419(3) . ? Ir Cl1 2.499(3) . ? P C23 1.819(8) . ? P C29 1.830(8) . ? P C35 1.841(8) . ? F1 C26 1.359(10) . ? F2 C32 1.376(12) . ? F3 C38 1.370(11) . ? N1 C1 1.343(8) . ? N1 C5 1.361(9) . ? N2 C18 1.356(9) . ? N2 C22 1.377(8) . ? C1 C2 1.393(10) . ? C1 H1A 0.9300 . ? C2 C3 1.375(11) . ? C2 H2A 0.9300 . ? C3 C4 1.351(10) . ? C3 H3A 0.9300 . ? C4 C5 1.410(10) . ? C4 H4A 0.9300 . ? C5 C6 1.449(10) . ? C6 C7 1.389(10) . ? C6 C11 1.405(10) . ? C7 C8 1.384(11) . ? C7 H7A 0.9300 . ? C8 C9 1.394(12) . ? C8 H8A 0.9300 . ? C9 C10 1.377(10) . ? C9 H9A 0.9300 . ? C10 C11 1.391(10) . ? C10 H10A 0.9300 . ? C12 C17 1.414(10) . ? C12 C13 1.422(10) . ? C13 C14 1.370(10) . ? C13 H13A 0.9300 . ? C14 C15 1.377(11) . ? C14 H14A 0.9300 . ? C15 C16 1.371(10) . ? C15 H15A 0.9300 . ? C16 C17 1.411(10) . ? C16 H16A 0.9300 . ? C17 C18 1.469(10) . ? C18 C19 1.376(10) . ? C19 C20 1.380(10) . ? C19 H19A 0.9300 . ? C20 C21 1.380(11) . ? C20 H20A 0.9300 . ? C21 C22 1.371(10) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C24 1.383(10) . ? C23 C28 1.432(10) . ? C24 C25 1.385(10) . ? C24 H24A 0.9300 . ? C25 C26 1.359(12) . ? C25 H25A 0.9300 . ? C26 C27 1.342(13) . ? C27 C28 1.362(12) . ? C27 H27A 0.9300 . ? C28 H28A 0.9300 . ? C29 C30 1.379(11) . ? C29 C34 1.391(11) . ? C30 C31 1.378(12) . ? C30 H30A 0.9300 . ? C31 C32 1.324(15) . ? C31 H31A 0.9300 . ? C32 C33 1.356(15) . ? C33 C34 1.403(12) . ? C33 H33A 0.9300 . ? C34 H34A 0.9300 . ? C35 C40 1.378(11) . ? C35 C36 1.386(10) . ? C36 C37 1.375(11) . ? C36 H36A 0.9300 . ? C37 C38 1.318(15) . ? C37 H37A 0.9300 . ? C38 C39 1.367(14) . ? C39 C40 1.417(11) . ? C39 H39A 0.9300 . ? C40 H40A 0.9300 . ? C41 Cl2 1.654(11) . ? C41 Cl3 1.712(12) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 Cl4 1.693(11) . ? C42 Cl5 1.715(10) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ?