#------------------------------------------------------------------------------ #$Date: 2021-10-20 02:23:35 +0300 (Wed, 20 Oct 2021) $ #$Revision: 270043 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/85/7708594.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_7708594 loop_ _publ_author_name 'Newman, Paul David' 'Kariuki, Benson' 'Lowy, Phoebe' 'Jerwood, Kimberley' 'Deeming, Laura' _publ_section_title ; Remote Control: Stereoselective Coordination of Electron-Deficient 2,2’-bipyridine Ligands to Re(I) and Ir(III) Cores ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D1DT02928B _journal_year 2021 _chemical_absolute_configuration ad _chemical_formula_sum 'C46 H53 B2 F8 Ir N6 O3' _chemical_formula_weight 1103.76 _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/1 _audit_update_record ; 2021-07-22 deposited with the CCDC. 2021-10-07 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.6720(10) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 8.58820(10) _cell_length_b 13.3127(2) _cell_length_c 20.2920(3) _cell_measurement_reflns_used 13701 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 76.5510 _cell_measurement_theta_min 4.3610 _cell_volume 2319.87(6) _computing_cell_refinement 'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)' _computing_data_collection 'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)' _computing_data_reduction 'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)' _computing_structure_refinement 'SHELXL-2018/1 (Sheldrick, 2018)' _computing_structure_solution SHELXS _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_unetI/netI 0.0342 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 23557 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.987 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.724 _diffrn_reflns_theta_min 3.971 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 6.258 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.651 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.580 _exptl_crystal_description block _exptl_crystal_F_000 1108 _exptl_crystal_size_max 0.192 _exptl_crystal_size_mid 0.152 _exptl_crystal_size_min 0.139 _refine_diff_density_max 1.556 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.080 _refine_ls_abs_structure_details ; Flack x determined using 4236 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.031(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 694 _refine_ls_number_reflns 9669 _refine_ls_number_restraints 488 _refine_ls_restrained_S_all 1.069 _refine_ls_R_factor_all 0.0300 _refine_ls_R_factor_gt 0.0286 _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^)+(0.0479P)^2^+0.8788P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0735 _refine_ls_wR_factor_ref 0.0748 _reflns_Friedel_coverage 0.901 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.980 _reflns_number_gt 9349 _reflns_number_total 9669 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1dt02928b2.cif _cod_data_source_block pdn2008 _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 7708594 _shelx_shelxl_version_number 2018/1 _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 0.380 _shelx_estimated_absorpt_t_max 0.477 _shelx_res_file ; TITL pdn2008 in P2(1) shelx.res created by SHELXL-2018/1 at 12:07:26 on 03-Mar-2021 CELL 1.54184 8.5882 13.3127 20.2920 90.000 90.672 90.000 ZERR 2.00 0.0001 0.0002 0.0003 0.000 0.001 0.000 LATT -1 SYMM - X, 1/2 + Y, - Z SFAC C H B N F IR O UNIT 92 106 4 12 16 2 6 MERG 2 dfix 1.35 .01 b1 f1 b1 f2 b1 f3 b1 f4 dfix 2.2 .01 f1 f2 f1 f3 f1 f4 f2 f3 f2 f4 f3 f4 simu .01 b1 > f8b isor .01 b1 > f8b dfix 1 .01 o3 h1w o3 h2w dfix 1.53 .01 h1w h2w FMAP 2 PLAN 10 SIZE 0.139 0.152 0.192 ACTA BOND $H temp -73 LIST 4 L.S. 4 TEMP 23.00 WGHT 0.047900 0.878800 FVAR 3.61395 0.47919 0.69439 MOLE 1 C1 1 0.097121 0.330858 0.235120 11.00000 0.03623 0.04126 = 0.03228 -0.00198 0.00128 0.00160 AFIX 43 H1 2 0.027561 0.384235 0.237535 11.00000 -1.20000 AFIX 0 C2 1 0.053493 0.239223 0.259804 11.00000 0.04807 0.05107 = 0.03531 0.00581 0.00131 -0.01379 AFIX 43 H2 2 -0.044440 0.230604 0.278048 11.00000 -1.20000 AFIX 0 C3 1 0.156233 0.160620 0.257194 11.00000 0.06859 0.03583 = 0.04530 0.00709 -0.00842 -0.01191 AFIX 43 H3 2 0.128038 0.097782 0.273134 11.00000 -1.20000 AFIX 0 C4 1 0.300663 0.175161 0.230973 11.00000 0.05703 0.03526 = 0.03904 0.00020 -0.00593 0.00180 AFIX 43 H4 2 0.371319 0.122292 0.229504 11.00000 -1.20000 AFIX 0 C5 1 0.341613 0.268698 0.206606 11.00000 0.04478 0.03293 = 0.02819 -0.00214 -0.00676 0.00313 C6 1 0.490275 0.295114 0.176431 11.00000 0.03765 0.03696 = 0.02861 -0.00543 -0.00899 0.00561 C7 1 0.618096 0.230443 0.175548 11.00000 0.04777 0.04647 = 0.04394 -0.01151 -0.01544 0.01489 AFIX 43 H7 2 0.612531 0.167396 0.195118 11.00000 -1.20000 AFIX 0 C8 1 0.753296 0.261442 0.145138 11.00000 0.03380 0.05616 = 0.05973 -0.02374 -0.01011 0.01732 AFIX 43 H8 2 0.839247 0.218978 0.144447 11.00000 -1.20000 AFIX 0 C9 1 0.761624 0.354312 0.115990 11.00000 0.03057 0.06570 = 0.06121 -0.02352 0.00264 0.00117 AFIX 43 H9 2 0.852259 0.373567 0.094768 11.00000 -1.20000 AFIX 0 C10 1 0.635520 0.419907 0.117934 11.00000 0.03337 0.04492 = 0.04412 -0.00806 0.00729 0.00118 AFIX 43 H10 2 0.642721 0.482838 0.098306 11.00000 -1.20000 AFIX 0 C11 1 0.498697 0.391814 0.149098 11.00000 0.02811 0.03549 = 0.02806 -0.01036 -0.00187 0.00893 C12 1 0.441077 0.680067 0.134083 11.00000 0.03534 0.03642 = 0.04847 0.00765 0.00251 0.00083 AFIX 43 H12 2 0.452790 0.684245 0.179621 11.00000 -1.20000 AFIX 0 C13 1 0.489653 0.759984 0.095895 11.00000 0.04504 0.04601 = 0.06408 0.01790 0.00734 0.00140 AFIX 43 H13 2 0.532186 0.817152 0.115337 11.00000 -1.20000 AFIX 0 C14 1 0.473697 0.753019 0.028805 11.00000 0.05704 0.05139 = 0.06863 0.02762 0.01002 0.00005 AFIX 43 H14 2 0.508789 0.804561 0.001840 11.00000 -1.20000 AFIX 0 C15 1 0.405355 0.669147 0.001812 11.00000 0.05424 0.07767 = 0.03649 0.02274 0.00565 0.01476 AFIX 43 H15 2 0.391932 0.665167 -0.043657 11.00000 -1.20000 AFIX 0 C16 1 0.355791 0.590028 0.041039 11.00000 0.03762 0.05035 = 0.03445 0.01063 0.00134 0.00869 C17 1 0.276614 0.495184 0.019657 11.00000 0.03990 0.08892 = 0.02509 0.00089 -0.00304 0.01742 C18 1 0.241739 0.474391 -0.046052 11.00000 0.05497 0.07674 = 0.03122 0.00377 -0.00339 0.01894 AFIX 43 H18 2 0.271264 0.519049 -0.078860 11.00000 -1.20000 AFIX 0 C19 1 0.164340 0.388563 -0.062173 11.00000 0.05042 0.09638 = 0.02852 -0.01516 -0.01161 0.01882 AFIX 43 H19 2 0.137668 0.375311 -0.105866 11.00000 -1.20000 AFIX 0 C20 1 0.125359 0.320817 -0.013005 11.00000 0.03979 0.07261 = 0.04603 -0.02759 -0.01003 0.00833 AFIX 43 H20 2 0.074854 0.261219 -0.023972 11.00000 -1.20000 AFIX 0 C21 1 0.161671 0.341796 0.052843 11.00000 0.03227 0.06020 = 0.03585 -0.01541 -0.00267 0.00410 AFIX 43 H21 2 0.135185 0.295939 0.085419 11.00000 -1.20000 AFIX 0 C22 1 0.235965 0.429308 0.069938 11.00000 0.03408 0.04944 = 0.02187 -0.00783 -0.00310 0.00520 C23 1 -0.017500 0.581900 0.146279 11.00000 0.03233 0.04103 = 0.03678 -0.00106 -0.00739 0.00534 AFIX 43 H23 2 -0.018492 0.553388 0.104436 11.00000 -1.20000 AFIX 0 C24 1 -0.140665 0.641342 0.164770 11.00000 0.03338 0.04442 = 0.05778 -0.00078 -0.01547 0.00851 AFIX 43 H24 2 -0.221560 0.654821 0.135210 11.00000 -1.20000 AFIX 0 C25 1 -0.142708 0.680343 0.227096 11.00000 0.03718 0.04438 = 0.06708 -0.00965 -0.00882 0.00925 AFIX 43 H25 2 -0.227377 0.718024 0.241008 11.00000 -1.20000 AFIX 0 C26 1 -0.017500 0.663248 0.269381 11.00000 0.03998 0.04235 = 0.04153 -0.01062 -0.00202 0.00643 AFIX 43 H26 2 -0.016468 0.689935 0.311739 11.00000 -1.20000 AFIX 0 C27 1 0.106233 0.605675 0.247468 11.00000 0.03306 0.02395 = 0.03264 -0.00184 0.00110 0.00260 C28 1 0.250508 0.589890 0.286543 11.00000 0.03089 0.02457 = 0.02485 -0.00060 0.00023 0.00005 C29 1 0.273662 0.630811 0.348537 11.00000 0.03099 0.03201 = 0.03283 -0.00382 0.00154 -0.00006 AFIX 43 H29 2 0.195432 0.667708 0.368604 11.00000 -1.20000 AFIX 0 C30 1 0.416114 0.615749 0.380299 11.00000 0.03489 0.02890 = 0.02632 -0.00384 -0.00171 -0.00532 C31 1 0.533929 0.564140 0.348909 11.00000 0.03237 0.03629 = 0.02911 -0.00058 -0.00396 0.00123 AFIX 43 H31 2 0.631102 0.555699 0.368850 11.00000 -1.20000 AFIX 0 C32 1 0.502245 0.525521 0.286846 11.00000 0.03099 0.03307 = 0.02801 -0.00015 -0.00530 0.00380 AFIX 43 H32 2 0.580087 0.490053 0.265466 11.00000 -1.20000 AFIX 0 C33 1 0.320306 0.658680 0.486303 11.00000 0.03438 0.04307 = 0.03121 -0.00250 -0.00172 -0.00303 AFIX 43 H33 2 0.226081 0.629828 0.473505 11.00000 -1.20000 AFIX 0 C34 1 0.587972 0.704494 0.464488 11.00000 0.03288 0.03903 = 0.03943 -0.00850 -0.00057 -0.00499 AFIX 13 H34 2 0.675791 0.679585 0.438768 11.00000 -1.20000 AFIX 0 C35 1 0.567284 0.817962 0.457141 11.00000 0.05748 0.04299 = 0.04104 0.00276 -0.00198 -0.01026 AFIX 23 H35A 2 0.500806 0.833783 0.419585 11.00000 -1.20000 H35B 2 0.666968 0.851040 0.451768 11.00000 -1.20000 AFIX 0 C36 1 0.489777 0.850244 0.522667 11.00000 0.05912 0.03254 = 0.04950 -0.00162 0.00340 0.00297 AFIX 23 H36A 2 0.552286 0.900788 0.545014 11.00000 -1.20000 H36B 2 0.386761 0.877574 0.514224 11.00000 -1.20000 AFIX 0 C37 1 0.479665 0.755152 0.564324 11.00000 0.04515 0.03008 = 0.03108 -0.00694 -0.00280 0.00165 C38 1 0.613229 0.687384 0.538965 11.00000 0.03686 0.03698 = 0.03337 -0.00579 -0.00694 0.00509 C39 1 0.195096 0.695990 0.587011 11.00000 0.04589 0.06703 = 0.03803 -0.00488 0.00782 0.00507 AFIX 137 H39A 2 0.111963 0.661145 0.564740 11.00000 -1.50000 H39B 2 0.161618 0.762639 0.598050 11.00000 -1.50000 H39C 2 0.223139 0.660448 0.626566 11.00000 -1.50000 AFIX 0 C40 1 0.477185 0.772802 0.637778 11.00000 0.06996 0.05051 = 0.03749 -0.01304 -0.00161 0.00185 AFIX 137 H40A 2 0.390555 0.815144 0.648412 11.00000 -1.50000 H40B 2 0.572333 0.804839 0.651479 11.00000 -1.50000 H40C 2 0.467089 0.709650 0.660163 11.00000 -1.50000 AFIX 0 C41 1 0.605523 0.578793 0.561382 11.00000 0.05901 0.03672 = 0.05300 -0.00144 -0.00560 0.01476 AFIX 137 H41A 2 0.615821 0.575875 0.608502 11.00000 -1.50000 H41B 2 0.688538 0.541458 0.541695 11.00000 -1.50000 H41C 2 0.507334 0.550334 0.548132 11.00000 -1.50000 AFIX 0 C42 1 0.772886 0.732060 0.558325 11.00000 0.04635 0.06777 = 0.05457 -0.01317 -0.01804 0.00244 AFIX 137 H42A 2 0.795327 0.717227 0.603750 11.00000 -1.50000 H42B 2 0.770738 0.803536 0.552111 11.00000 -1.50000 H42C 2 0.852038 0.703245 0.531173 11.00000 -1.50000 AFIX 0 N1 4 0.236788 0.346300 0.207563 11.00000 0.03311 0.02855 = 0.02482 0.00197 -0.00132 -0.00466 N2 4 0.377276 0.596183 0.107769 11.00000 0.02989 0.03428 = 0.02938 0.00755 0.00076 0.00222 N3 4 0.104267 0.563783 0.186881 11.00000 0.02449 0.02996 = 0.03010 -0.00037 0.00135 0.00852 N4 4 0.364554 0.537000 0.256293 11.00000 0.03117 0.02989 = 0.01989 -0.00348 -0.00347 0.00014 N5 4 0.439479 0.654422 0.445292 11.00000 0.03516 0.04284 = 0.02458 -0.00678 -0.00135 -0.00757 N6 4 0.330580 0.701711 0.543685 11.00000 0.03754 0.04466 = 0.02990 -0.00146 0.00020 0.00131 IR1 6 0.304118 0.475969 0.161596 11.00000 0.02709 0.03037 = 0.02231 -0.00083 -0.00048 0.00128 MOLE 2 PART 1 B1 3 0.968694 0.480660 0.426516 21.00000 0.04813 0.05553 = 0.07062 0.00219 0.00404 -0.00321 F1 5 1.107510 0.485083 0.457185 21.00000 0.06572 0.07103 = 0.11173 0.00490 -0.01916 -0.01944 F2 5 0.911854 0.575795 0.417985 21.00000 0.09492 0.08376 = 0.08148 0.00237 -0.00624 0.04484 F3 5 0.982452 0.436346 0.366856 21.00000 0.11834 0.08433 = 0.07309 -0.01712 0.01871 0.01319 F4 5 0.867025 0.427649 0.463093 21.00000 0.06744 0.11389 = 0.11504 -0.00220 0.03191 -0.04590 PART 2 same .01 b1 > f4 B1B 3 0.965100 0.479046 0.424905 -21.00000 0.04661 0.05389 = 0.06963 0.00268 0.00573 -0.00409 F1B 5 1.119349 0.465350 0.421085 -21.00000 0.05661 0.06409 = 0.12887 0.01538 0.01882 0.00847 F2B 5 0.945067 0.579768 0.438743 -21.00000 0.09417 0.06847 = 0.10585 -0.02388 0.00583 0.01323 F3B 5 0.895939 0.453959 0.366452 -21.00000 0.10089 0.09659 = 0.08699 -0.00820 -0.01796 0.01070 F4B 5 0.910345 0.419275 0.473696 -21.00000 0.08081 0.10406 = 0.08048 0.02168 0.01298 -0.02127 MOLE 3 PART 1 same .01 b1 > f4 B2 3 0.225595 0.482918 0.728993 31.00000 0.08178 0.06189 = 0.11969 0.02694 0.01504 -0.00252 F5 5 0.343149 0.537769 0.706212 31.00000 0.10396 0.08803 = 0.13962 0.02750 0.01926 -0.03083 F6 5 0.111998 0.462608 0.682269 31.00000 0.14146 0.12478 = 0.15843 -0.01294 0.01589 -0.03748 F7 5 0.272876 0.399503 0.761880 31.00000 0.13131 0.06026 = 0.15881 0.03534 0.06611 0.02699 F8 5 0.157103 0.540826 0.776661 31.00000 0.07887 0.09440 = 0.18942 -0.00718 0.01826 0.02151 PART 2 same .01 b1 > f4 B2B 3 0.225145 0.468983 0.711359 -31.00000 0.09395 0.08111 = 0.13196 0.01959 0.02103 0.00047 F5B 5 0.356342 0.510094 0.689909 -31.00000 0.07476 0.08628 = 0.14883 0.05376 0.03527 0.01563 F6B 5 0.207638 0.377966 0.680089 -31.00000 0.12047 0.07696 = 0.14754 0.01157 0.03301 -0.00696 F7B 5 0.213441 0.453229 0.776923 -31.00000 0.14217 0.10687 = 0.15247 0.00232 0.02293 -0.01533 F8B 5 0.102987 0.527973 0.692557 -31.00000 0.09632 0.09723 = 0.17123 0.02021 0.03100 0.04414 MOLE 4 C43 1 0.326245 -0.128684 0.280398 11.00000 0.12134 0.04988 = 0.08508 -0.00477 0.01860 -0.00119 AFIX 23 H43A 2 0.361658 -0.063099 0.295032 11.00000 -1.20000 H43B 2 0.264107 -0.157480 0.315256 11.00000 -1.20000 AFIX 0 C44 1 0.227234 -0.116389 0.220491 11.00000 0.07099 0.04317 = 0.11889 -0.01069 0.02617 -0.00649 AFIX 23 H44A 2 0.204917 -0.181817 0.201583 11.00000 -1.20000 H44B 2 0.129150 -0.085578 0.232392 11.00000 -1.20000 AFIX 0 C45 1 0.207718 -0.035958 0.118159 11.00000 0.06968 0.10527 = 0.08993 -0.02630 -0.02065 0.00482 AFIX 23 H45A 2 0.114465 -0.000856 0.131740 11.00000 -1.20000 H45B 2 0.176487 -0.098568 0.097434 11.00000 -1.20000 AFIX 0 C46 1 0.292092 0.024971 0.071625 11.00000 0.12119 0.12267 = 0.06165 0.00500 0.00724 0.00829 AFIX 137 H46A 2 0.328050 0.085100 0.093028 11.00000 -1.50000 H46B 2 0.224566 0.042409 0.035365 11.00000 -1.50000 H46C 2 0.379679 -0.012143 0.055588 11.00000 -1.50000 AFIX 0 O1 7 0.455862 -0.190150 0.269822 11.00000 0.11289 0.04899 = 0.09457 -0.00228 -0.00083 -0.00555 AFIX 147 H1A 2 0.529365 -0.155575 0.257907 11.00000 -1.50000 AFIX 0 O2 7 0.302342 -0.056100 0.173468 11.00000 0.05678 0.04902 = 0.08545 -0.00725 -0.00749 -0.00025 MOLE 5 O3 7 0.957990 0.322947 0.592531 11.00000 0.10854 H1W 2 0.856987 0.326994 0.567656 11.00000 -1.50000 H2W 2 0.954846 0.389171 0.616035 11.00000 -1.50000 HKLF 4 REM pdn2008 in P2(1) REM R1 = 0.0286 for 9349 Fo > 4sig(Fo) and 0.0300 for all 9669 data REM 694 parameters refined using 488 restraints END WGHT 0.0479 0.8788 REM Highest difference peak 1.556, deepest hole -0.756, 1-sigma level 0.080 Q1 1 0.6763 0.4756 0.1529 11.00000 0.05 1.56 Q2 1 0.3423 0.4754 0.1097 11.00000 0.05 0.98 Q3 1 0.2565 0.4763 0.2153 11.00000 0.05 0.89 Q4 1 1.0862 0.4764 0.5129 11.00000 0.05 0.71 Q5 1 0.2873 0.4028 0.1431 11.00000 0.05 0.67 Q6 1 0.3182 0.4753 0.6578 11.00000 0.05 0.65 Q7 1 0.3354 0.5550 0.1746 11.00000 0.05 0.59 Q8 1 0.1700 0.5592 0.7294 11.00000 0.05 0.51 Q9 1 0.2214 0.3810 0.7160 11.00000 0.05 0.49 Q10 1 1.0314 0.3155 0.6014 11.00000 0.05 0.49 ; _shelx_res_checksum 75291 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0971(10) 0.3309(7) 0.2351(4) 0.0366(17) Uani 1 1 d . . . . . H1 H 0.027561 0.384235 0.237535 0.044 Uiso 1 1 calc R U . . . C2 C 0.0535(9) 0.2392(6) 0.2598(3) 0.0448(16) Uani 1 1 d . . . . . H2 H -0.044440 0.230604 0.278048 0.054 Uiso 1 1 calc R U . . . C3 C 0.1562(10) 0.1606(5) 0.2572(4) 0.0500(17) Uani 1 1 d . . . . . H3 H 0.128038 0.097782 0.273134 0.060 Uiso 1 1 calc R U . . . C4 C 0.3007(9) 0.1752(5) 0.2310(3) 0.0438(14) Uani 1 1 d . . . . . H4 H 0.371319 0.122292 0.229504 0.053 Uiso 1 1 calc R U . . . C5 C 0.3416(8) 0.2687(5) 0.2066(3) 0.0354(12) Uani 1 1 d . . . . . C6 C 0.4903(7) 0.2951(5) 0.1764(3) 0.0345(12) Uani 1 1 d . . . . . C7 C 0.6181(9) 0.2304(6) 0.1755(4) 0.0462(16) Uani 1 1 d . . . . . H7 H 0.612531 0.167396 0.195118 0.055 Uiso 1 1 calc R U . . . C8 C 0.7533(8) 0.2614(6) 0.1451(4) 0.0500(18) Uani 1 1 d . . . . . H8 H 0.839247 0.218978 0.144447 0.060 Uiso 1 1 calc R U . . . C9 C 0.7616(8) 0.3543(6) 0.1160(4) 0.0525(19) Uani 1 1 d . . . . . H9 H 0.852259 0.373567 0.094768 0.063 Uiso 1 1 calc R U . . . C10 C 0.6355(7) 0.4199(5) 0.1179(3) 0.0407(14) Uani 1 1 d . . . . . H10 H 0.642721 0.482838 0.098306 0.049 Uiso 1 1 calc R U . . . C11 C 0.4987(6) 0.3918(4) 0.1491(3) 0.0306(11) Uani 1 1 d . . . . . C12 C 0.4411(8) 0.6801(5) 0.1341(4) 0.0401(14) Uani 1 1 d . . . . . H12 H 0.452790 0.684245 0.179621 0.048 Uiso 1 1 calc R U . . . C13 C 0.4897(9) 0.7600(6) 0.0959(4) 0.0517(18) Uani 1 1 d . . . . . H13 H 0.532186 0.817152 0.115337 0.062 Uiso 1 1 calc R U . . . C14 C 0.4737(10) 0.7530(6) 0.0288(5) 0.059(2) Uani 1 1 d . . . . . H14 H 0.508789 0.804561 0.001840 0.071 Uiso 1 1 calc R U . . . C15 C 0.4054(10) 0.6691(7) 0.0018(4) 0.056(2) Uani 1 1 d . . . . . H15 H 0.391932 0.665167 -0.043657 0.067 Uiso 1 1 calc R U . . . C16 C 0.3558(8) 0.5900(6) 0.0410(3) 0.0408(14) Uani 1 1 d . . . . . C17 C 0.2766(8) 0.4952(8) 0.0197(3) 0.051(3) Uani 1 1 d . . . . . C18 C 0.2417(8) 0.4744(12) -0.0461(3) 0.0543(16) Uani 1 1 d . . . . . H18 H 0.271264 0.519049 -0.078860 0.065 Uiso 1 1 calc R U . . . C19 C 0.1643(10) 0.3886(8) -0.0622(4) 0.059(2) Uani 1 1 d . . . . . H19 H 0.137668 0.375311 -0.105866 0.070 Uiso 1 1 calc R U . . . C20 C 0.1254(8) 0.3208(7) -0.0130(4) 0.0529(19) Uani 1 1 d . . . . . H20 H 0.074854 0.261219 -0.023972 0.063 Uiso 1 1 calc R U . . . C21 C 0.1617(7) 0.3418(6) 0.0528(3) 0.0428(15) Uani 1 1 d . . . . . H21 H 0.135185 0.295939 0.085419 0.051 Uiso 1 1 calc R U . . . C22 C 0.2360(7) 0.4293(5) 0.0699(3) 0.0352(12) Uani 1 1 d . . . . . C23 C -0.0175(7) 0.5819(5) 0.1463(3) 0.0368(12) Uani 1 1 d . . . . . H23 H -0.018492 0.553388 0.104436 0.044 Uiso 1 1 calc R U . . . C24 C -0.1407(8) 0.6413(6) 0.1648(4) 0.0453(15) Uani 1 1 d . . . . . H24 H -0.221560 0.654821 0.135210 0.054 Uiso 1 1 calc R U . . . C25 C -0.1427(8) 0.6803(6) 0.2271(4) 0.0496(17) Uani 1 1 d . . . . . H25 H -0.227377 0.718024 0.241008 0.060 Uiso 1 1 calc R U . . . C26 C -0.0175(8) 0.6632(5) 0.2694(3) 0.0413(14) Uani 1 1 d . . . . . H26 H -0.016468 0.689935 0.311739 0.050 Uiso 1 1 calc R U . . . C27 C 0.1062(9) 0.6057(5) 0.2475(4) 0.0299(15) Uani 1 1 d . . . . . C28 C 0.2505(6) 0.5899(4) 0.2865(3) 0.0268(10) Uani 1 1 d . . . . . C29 C 0.2737(7) 0.6308(4) 0.3485(3) 0.0319(11) Uani 1 1 d . . . . . H29 H 0.195432 0.667708 0.368604 0.038 Uiso 1 1 calc R U . . . C30 C 0.4161(7) 0.6157(4) 0.3803(3) 0.0301(11) Uani 1 1 d . . . . . C31 C 0.5339(7) 0.5641(4) 0.3489(3) 0.0326(11) Uani 1 1 d . . . . . H31 H 0.631102 0.555699 0.368850 0.039 Uiso 1 1 calc R U . . . C32 C 0.5022(7) 0.5255(4) 0.2868(3) 0.0307(11) Uani 1 1 d . . . . . H32 H 0.580087 0.490053 0.265466 0.037 Uiso 1 1 calc R U . . . C33 C 0.3203(7) 0.6587(5) 0.4863(3) 0.0362(13) Uani 1 1 d . . . . . H33 H 0.226081 0.629828 0.473505 0.043 Uiso 1 1 calc R U . . . C34 C 0.5880(8) 0.7045(5) 0.4645(3) 0.0371(13) Uani 1 1 d . . . . . H34 H 0.675791 0.679585 0.438768 0.045 Uiso 1 1 calc R U . . . C35 C 0.5673(9) 0.8180(5) 0.4571(4) 0.0472(16) Uani 1 1 d . . . . . H35A H 0.500806 0.833783 0.419585 0.057 Uiso 1 1 calc R U . . . H35B H 0.666968 0.851040 0.451768 0.057 Uiso 1 1 calc R U . . . C36 C 0.4898(10) 0.8502(5) 0.5227(4) 0.0470(16) Uani 1 1 d . . . . . H36A H 0.552286 0.900788 0.545014 0.056 Uiso 1 1 calc R U . . . H36B H 0.386761 0.877574 0.514224 0.056 Uiso 1 1 calc R U . . . C37 C 0.4797(9) 0.7552(5) 0.5643(3) 0.0355(13) Uani 1 1 d . . . . . C38 C 0.6132(7) 0.6874(5) 0.5390(3) 0.0358(12) Uani 1 1 d . . . . . C39 C 0.1951(9) 0.6960(6) 0.5870(4) 0.0503(17) Uani 1 1 d . . . . . H39A H 0.111963 0.661145 0.564740 0.075 Uiso 1 1 calc R U . . . H39B H 0.161618 0.762639 0.598050 0.075 Uiso 1 1 calc R U . . . H39C H 0.223139 0.660448 0.626566 0.075 Uiso 1 1 calc R U . . . C40 C 0.4772(10) 0.7728(6) 0.6378(4) 0.0527(18) Uani 1 1 d . . . . . H40A H 0.390555 0.815144 0.648412 0.079 Uiso 1 1 calc R U . . . H40B H 0.572333 0.804839 0.651479 0.079 Uiso 1 1 calc R U . . . H40C H 0.467089 0.709650 0.660163 0.079 Uiso 1 1 calc R U . . . C41 C 0.6055(10) 0.5788(5) 0.5614(4) 0.0496(17) Uani 1 1 d . . . . . H41A H 0.615821 0.575875 0.608502 0.074 Uiso 1 1 calc R U . . . H41B H 0.688538 0.541458 0.541695 0.074 Uiso 1 1 calc R U . . . H41C H 0.507334 0.550334 0.548132 0.074 Uiso 1 1 calc R U . . . C42 C 0.7729(9) 0.7321(7) 0.5583(4) 0.0564(19) Uani 1 1 d . . . . . H42A H 0.795327 0.717227 0.603750 0.085 Uiso 1 1 calc R U . . . H42B H 0.770738 0.803536 0.552111 0.085 Uiso 1 1 calc R U . . . H42C H 0.852038 0.703245 0.531173 0.085 Uiso 1 1 calc R U . . . N1 N 0.2368(6) 0.3463(4) 0.2076(2) 0.0288(9) Uani 1 1 d . . . . . N2 N 0.3773(6) 0.5962(4) 0.1078(2) 0.0312(10) Uani 1 1 d . . . . . N3 N 0.1043(5) 0.5638(4) 0.1869(2) 0.0282(9) Uani 1 1 d . . . . . N4 N 0.3646(5) 0.5370(4) 0.2563(2) 0.0270(9) Uani 1 1 d . . . . . N5 N 0.4395(6) 0.6544(4) 0.4453(2) 0.0342(11) Uani 1 1 d . . . . . N6 N 0.3306(7) 0.7017(4) 0.5437(3) 0.0374(11) Uani 1 1 d . . . . . Ir1 Ir 0.30412(2) 0.47597(3) 0.16160(2) 0.02659(7) Uani 1 1 d . . . . . B1 B 0.9687(14) 0.4807(12) 0.4265(6) 0.058(4) Uani 0.48(2) 1 d D U P A 1 F1 F 1.1075(16) 0.4851(14) 0.4572(10) 0.083(4) Uani 0.48(2) 1 d D U P A 1 F2 F 0.912(2) 0.5758(12) 0.4180(10) 0.087(5) Uani 0.48(2) 1 d D U P A 1 F3 F 0.982(3) 0.4363(11) 0.3669(6) 0.092(4) Uani 0.48(2) 1 d D U P A 1 F4 F 0.867(2) 0.4276(18) 0.4631(10) 0.099(6) Uani 0.48(2) 1 d D U P A 1 B1B B 0.9651(15) 0.4790(14) 0.4249(7) 0.057(3) Uani 0.52(2) 1 d D U P A 2 F1B F 1.1193(12) 0.4653(13) 0.4211(11) 0.083(4) Uani 0.52(2) 1 d D U P A 2 F2B F 0.945(3) 0.5798(12) 0.4387(11) 0.089(5) Uani 0.52(2) 1 d D U P A 2 F3B F 0.896(2) 0.4540(13) 0.3665(7) 0.095(5) Uani 0.52(2) 1 d D U P A 2 F4B F 0.910(2) 0.4193(17) 0.4737(8) 0.088(5) Uani 0.52(2) 1 d D U P A 2 B2 B 0.2256(16) 0.4829(11) 0.7290(7) 0.088(3) Uani 0.694(11) 1 d D U P B 1 F5 F 0.3431(16) 0.5378(11) 0.7062(9) 0.110(5) Uani 0.694(11) 1 d D U P B 1 F6 F 0.1120(17) 0.4626(14) 0.6823(7) 0.141(5) Uani 0.694(11) 1 d D U P B 1 F7 F 0.2729(15) 0.3995(7) 0.7619(7) 0.116(4) Uani 0.694(11) 1 d D U P B 1 F8 F 0.1571(13) 0.5408(9) 0.7767(7) 0.121(4) Uani 0.694(11) 1 d D U P B 1 B2B B 0.225(3) 0.4690(17) 0.7114(13) 0.102(5) Uani 0.306(11) 1 d D U P B 2 F5B F 0.356(3) 0.510(2) 0.6899(18) 0.103(7) Uani 0.306(11) 1 d D U P B 2 F6B F 0.208(3) 0.3780(15) 0.6801(13) 0.115(6) Uani 0.306(11) 1 d D U P B 2 F7B F 0.213(4) 0.453(2) 0.7769(11) 0.134(7) Uani 0.306(11) 1 d D U P B 2 F8B F 0.103(3) 0.528(2) 0.6926(17) 0.121(7) Uani 0.306(11) 1 d D U P B 2 C43 C 0.3262(17) -0.1287(8) 0.2804(6) 0.085(3) Uani 1 1 d . . . C 2 H43A H 0.361658 -0.063099 0.295032 0.102 Uiso 1 1 calc R U . C 2 H43B H 0.264107 -0.157480 0.315256 0.102 Uiso 1 1 calc R U . C 2 C44 C 0.2272(13) -0.1164(7) 0.2205(6) 0.077(3) Uani 1 1 d . . . C 2 H44A H 0.204917 -0.181817 0.201583 0.093 Uiso 1 1 calc R U . C 2 H44B H 0.129150 -0.085578 0.232392 0.093 Uiso 1 1 calc R U . C 2 C45 C 0.2077(12) -0.0360(15) 0.1182(6) 0.088(4) Uani 1 1 d . . . C 2 H45A H 0.114465 -0.000856 0.131740 0.106 Uiso 1 1 calc R U . C 2 H45B H 0.176487 -0.098568 0.097434 0.106 Uiso 1 1 calc R U . C 2 C46 C 0.2921(18) 0.0250(12) 0.0716(6) 0.102(4) Uani 1 1 d . . . C 2 H46A H 0.328050 0.085100 0.093028 0.153 Uiso 1 1 calc R U . C 2 H46B H 0.224566 0.042409 0.035365 0.153 Uiso 1 1 calc R U . C 2 H46C H 0.379679 -0.012143 0.055588 0.153 Uiso 1 1 calc R U . C 2 O1 O 0.4559(11) -0.1901(5) 0.2698(4) 0.085(2) Uani 1 1 d . . . C 2 H1A H 0.529365 -0.155575 0.257907 0.128 Uiso 1 1 calc R U . C 2 O2 O 0.3023(7) -0.0561(5) 0.1735(4) 0.0638(16) Uani 1 1 d . . . C 2 O3 O 0.9580(13) 0.3229(8) 0.5925(6) 0.109(3) Uiso 1 1 d D . . D 2 H1W H 0.857(10) 0.327(12) 0.568(7) 0.163 Uiso 1 1 d D U . E 2 H2W H 0.955(18) 0.389(6) 0.616(7) 0.163 Uiso 1 1 d D U . F 2 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 C1 0.036(4) 0.041(4) 0.032(3) -0.002(3) 0.001(3) 0.002(3) C2 0.048(4) 0.051(4) 0.035(3) 0.006(3) 0.001(3) -0.014(3) C3 0.069(5) 0.036(3) 0.045(4) 0.007(3) -0.008(3) -0.012(3) C4 0.057(4) 0.035(3) 0.039(3) 0.000(3) -0.006(3) 0.002(3) C5 0.045(3) 0.033(3) 0.028(3) -0.002(2) -0.007(2) 0.003(2) C6 0.038(3) 0.037(3) 0.029(3) -0.005(2) -0.009(2) 0.006(2) C7 0.048(4) 0.046(4) 0.044(4) -0.012(3) -0.015(3) 0.015(3) C8 0.034(3) 0.056(4) 0.060(4) -0.024(4) -0.010(3) 0.017(3) C9 0.031(3) 0.066(5) 0.061(5) -0.024(4) 0.003(3) 0.001(3) C10 0.033(3) 0.045(4) 0.044(3) -0.008(3) 0.007(3) 0.001(3) C11 0.028(3) 0.035(3) 0.028(3) -0.010(2) -0.002(2) 0.009(2) C12 0.035(3) 0.036(3) 0.048(4) 0.008(3) 0.003(3) 0.001(2) C13 0.045(4) 0.046(4) 0.064(5) 0.018(3) 0.007(3) 0.001(3) C14 0.057(5) 0.051(4) 0.069(5) 0.028(4) 0.010(4) 0.000(3) C15 0.054(4) 0.078(5) 0.036(4) 0.023(4) 0.006(3) 0.015(4) C16 0.038(3) 0.050(4) 0.034(3) 0.011(3) 0.001(2) 0.009(3) C17 0.040(3) 0.089(9) 0.025(3) 0.001(3) -0.003(2) 0.017(4) C18 0.055(3) 0.077(4) 0.031(3) 0.004(6) -0.003(2) 0.019(7) C19 0.050(4) 0.096(7) 0.029(3) -0.015(4) -0.012(3) 0.019(4) C20 0.040(4) 0.073(5) 0.046(4) -0.028(4) -0.010(3) 0.008(3) C21 0.032(3) 0.060(4) 0.036(3) -0.015(3) -0.003(2) 0.004(3) C22 0.034(3) 0.049(3) 0.022(3) -0.008(2) -0.003(2) 0.005(2) C23 0.032(3) 0.041(3) 0.037(3) -0.001(2) -0.007(2) 0.005(2) C24 0.033(3) 0.044(4) 0.058(4) -0.001(3) -0.015(3) 0.009(3) C25 0.037(3) 0.044(4) 0.067(5) -0.010(3) -0.009(3) 0.009(3) C26 0.040(3) 0.042(4) 0.042(3) -0.011(3) -0.002(3) 0.006(3) C27 0.033(3) 0.024(3) 0.033(3) -0.002(2) 0.001(3) 0.003(2) C28 0.031(3) 0.025(2) 0.025(2) -0.0006(19) 0.000(2) 0.0000(19) C29 0.031(3) 0.032(3) 0.033(3) -0.004(2) 0.002(2) 0.000(2) C30 0.035(3) 0.029(3) 0.026(3) -0.004(2) -0.002(2) -0.005(2) C31 0.032(3) 0.036(3) 0.029(3) -0.001(2) -0.004(2) 0.001(2) C32 0.031(3) 0.033(3) 0.028(3) 0.000(2) -0.005(2) 0.004(2) C33 0.034(3) 0.043(3) 0.031(3) -0.002(2) -0.002(2) -0.003(2) C34 0.033(3) 0.039(3) 0.039(4) -0.009(3) -0.001(3) -0.005(3) C35 0.057(4) 0.043(4) 0.041(4) 0.003(3) -0.002(3) -0.010(3) C36 0.059(4) 0.033(3) 0.049(4) -0.002(3) 0.003(3) 0.003(3) C37 0.045(4) 0.030(3) 0.031(3) -0.007(2) -0.003(3) 0.002(3) C38 0.037(3) 0.037(3) 0.033(3) -0.006(2) -0.007(2) 0.005(2) C39 0.046(4) 0.067(5) 0.038(3) -0.005(3) 0.008(3) 0.005(3) C40 0.070(5) 0.051(4) 0.037(4) -0.013(3) -0.002(3) 0.002(4) C41 0.059(4) 0.037(3) 0.053(4) -0.001(3) -0.006(3) 0.015(3) C42 0.046(4) 0.068(5) 0.055(5) -0.013(4) -0.018(3) 0.002(3) N1 0.033(2) 0.029(2) 0.025(2) 0.0020(17) -0.0013(17) -0.0047(18) N2 0.030(2) 0.034(2) 0.029(2) 0.0075(19) 0.0008(18) 0.0022(18) N3 0.024(2) 0.030(2) 0.030(2) -0.0004(18) 0.0013(17) 0.0085(17) N4 0.031(2) 0.030(2) 0.0199(19) -0.0035(17) -0.0035(16) 0.0001(17) N5 0.035(3) 0.043(3) 0.025(2) -0.007(2) -0.0014(19) -0.008(2) N6 0.038(3) 0.045(3) 0.030(2) -0.001(2) 0.000(2) 0.001(2) Ir1 0.02709(10) 0.03037(10) 0.02231(10) -0.00083(14) -0.00048(6) 0.00128(14) B1 0.048(6) 0.056(6) 0.071(6) 0.002(7) 0.004(6) -0.003(7) F1 0.066(6) 0.071(7) 0.112(9) 0.005(8) -0.019(6) -0.019(7) F2 0.095(9) 0.084(8) 0.081(9) 0.002(7) -0.006(7) 0.045(7) F3 0.118(10) 0.084(8) 0.073(7) -0.017(6) 0.019(8) 0.013(8) F4 0.067(9) 0.114(10) 0.115(11) -0.002(9) 0.032(8) -0.046(8) B1B 0.047(6) 0.054(6) 0.070(6) 0.003(7) 0.006(5) -0.004(7) F1B 0.057(5) 0.064(8) 0.129(10) 0.015(8) 0.019(6) 0.008(6) F2B 0.094(9) 0.068(7) 0.106(10) -0.024(7) 0.006(8) 0.013(7) F3B 0.101(9) 0.097(10) 0.087(7) -0.008(6) -0.018(7) 0.011(8) F4B 0.081(9) 0.104(8) 0.080(8) 0.022(7) 0.013(7) -0.021(8) B2 0.082(6) 0.062(6) 0.120(8) 0.027(7) 0.015(6) -0.003(7) F5 0.104(8) 0.088(8) 0.140(10) 0.028(7) 0.019(7) -0.031(7) F6 0.141(9) 0.125(11) 0.158(9) -0.013(9) 0.016(7) -0.037(9) F7 0.131(8) 0.060(5) 0.159(9) 0.035(6) 0.066(7) 0.027(5) F8 0.079(6) 0.094(7) 0.189(10) -0.007(7) 0.018(7) 0.022(5) B2B 0.094(8) 0.081(8) 0.132(8) 0.020(8) 0.021(7) 0.000(8) F5B 0.075(10) 0.086(13) 0.149(14) 0.054(11) 0.035(10) 0.016(9) F6B 0.120(12) 0.077(10) 0.148(12) 0.012(10) 0.033(11) -0.007(10) F7B 0.142(12) 0.107(13) 0.152(12) 0.002(11) 0.023(12) -0.015(11) F8B 0.096(11) 0.097(12) 0.171(13) 0.020(11) 0.031(11) 0.044(10) C43 0.121(10) 0.050(5) 0.085(8) -0.005(5) 0.019(7) -0.001(6) C44 0.071(6) 0.043(5) 0.119(9) -0.011(5) 0.026(6) -0.006(4) C45 0.070(5) 0.105(10) 0.090(7) -0.026(9) -0.021(5) 0.005(8) C46 0.121(11) 0.123(11) 0.062(6) 0.005(6) 0.007(7) 0.008(8) O1 0.113(6) 0.049(4) 0.095(6) -0.002(4) -0.001(5) -0.006(4) O2 0.057(4) 0.049(3) 0.085(4) -0.007(3) -0.007(3) 0.000(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 N1 C1 C2 122.4(8) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 119.1(7) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C4 C3 C2 119.6(6) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.0(7) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? N1 C5 C4 120.2(6) . . ? N1 C5 C6 113.6(5) . . ? C4 C5 C6 126.2(6) . . ? C7 C6 C11 121.1(6) . . ? C7 C6 C5 123.1(6) . . ? C11 C6 C5 115.7(5) . . ? C8 C7 C6 119.1(7) . . ? C8 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C9 C8 C7 120.6(6) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 120.5(7) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 120.4(7) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C6 118.3(5) . . ? C10 C11 Ir1 127.5(5) . . ? C6 C11 Ir1 114.2(4) . . ? N2 C12 C13 122.5(7) . . ? N2 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C14 C13 C12 118.5(8) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C13 C14 C15 119.3(7) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C16 121.4(7) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? N2 C16 C15 118.9(7) . . ? N2 C16 C17 113.2(6) . . ? C15 C16 C17 127.9(7) . . ? C18 C17 C22 121.6(10) . . ? C18 C17 C16 122.5(9) . . ? C22 C17 C16 115.8(6) . . ? C19 C18 C17 119.8(10) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 119.6(7) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C19 C20 C21 120.3(8) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C22 C21 C20 120.7(7) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C17 118.0(6) . . ? C21 C22 Ir1 128.1(5) . . ? C17 C22 Ir1 113.9(5) . . ? N3 C23 C24 122.0(6) . . ? N3 C23 H23 119.0 . . ? C24 C23 H23 119.0 . . ? C25 C24 C23 119.2(6) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? C24 C25 C26 119.5(6) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C25 C26 C27 118.9(7) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? N3 C27 C26 121.2(7) . . ? N3 C27 C28 115.5(6) . . ? C26 C27 C28 123.2(7) . . ? N4 C28 C29 121.2(5) . . ? N4 C28 C27 115.8(5) . . ? C29 C28 C27 122.9(5) . . ? C28 C29 C30 118.8(5) . . ? C28 C29 H29 120.6 . . ? C30 C29 H29 120.6 . . ? C31 C30 C29 120.1(5) . . ? C31 C30 N5 120.6(5) . . ? C29 C30 N5 119.3(5) . . ? C32 C31 C30 117.8(5) . . ? C32 C31 H31 121.1 . . ? C30 C31 H31 121.1 . . ? N4 C32 C31 122.9(5) . . ? N4 C32 H32 118.6 . . ? C31 C32 H32 118.6 . . ? N6 C33 N5 122.4(6) . . ? N6 C33 H33 118.8 . . ? N5 C33 H33 118.8 . . ? N5 C34 C35 108.6(6) . . ? N5 C34 C38 107.5(5) . . ? C35 C34 C38 104.9(5) . . ? N5 C34 H34 111.8 . . ? C35 C34 H34 111.8 . . ? C38 C34 H34 111.8 . . ? C34 C35 C36 103.9(6) . . ? C34 C35 H35A 111.0 . . ? C36 C35 H35A 111.0 . . ? C34 C35 H35B 111.0 . . ? C36 C35 H35B 111.0 . . ? H35A C35 H35B 109.0 . . ? C37 C36 C35 105.8(5) . . ? C37 C36 H36A 110.6 . . ? C35 C36 H36A 110.6 . . ? C37 C36 H36B 110.6 . . ? C35 C36 H36B 110.6 . . ? H36A C36 H36B 108.7 . . ? C40 C37 N6 108.9(6) . . ? C40 C37 C36 114.8(6) . . ? N6 C37 C36 106.8(6) . . ? C40 C37 C38 115.9(6) . . ? N6 C37 C38 105.1(5) . . ? C36 C37 C38 104.6(5) . . ? C41 C38 C34 115.4(5) . . ? C41 C38 C42 109.5(6) . . ? C34 C38 C42 107.9(6) . . ? C41 C38 C37 114.8(6) . . ? C34 C38 C37 98.2(5) . . ? C42 C38 C37 110.5(6) . . ? N6 C39 H39A 109.5 . . ? N6 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N6 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C38 C42 H42A 109.5 . . ? C38 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C38 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C1 N1 C5 118.7(6) . . ? C1 N1 Ir1 125.2(5) . . ? C5 N1 Ir1 116.1(4) . . ? C12 N2 C16 119.4(6) . . ? C12 N2 Ir1 124.2(4) . . ? C16 N2 Ir1 116.4(4) . . ? C23 N3 C27 119.0(5) . . ? C23 N3 Ir1 124.7(4) . . ? C27 N3 Ir1 116.2(4) . . ? C32 N4 C28 119.2(5) . . ? C32 N4 Ir1 125.1(4) . . ? C28 N4 Ir1 115.7(4) . . ? C33 N5 C30 119.6(5) . . ? C33 N5 C34 118.8(5) . . ? C30 N5 C34 121.0(5) . . ? C33 N6 C39 117.9(6) . . ? C33 N6 C37 120.1(5) . . ? C39 N6 C37 122.0(5) . . ? C11 Ir1 C22 86.9(2) . . ? C11 Ir1 N2 96.1(2) . . ? C22 Ir1 N2 80.7(2) . . ? C11 Ir1 N1 80.2(2) . . ? C22 Ir1 N1 94.5(2) . . ? N2 Ir1 N1 174.13(19) . . ? C11 Ir1 N3 173.3(2) . . ? C22 Ir1 N3 99.3(2) . . ? N2 Ir1 N3 87.30(18) . . ? N1 Ir1 N3 96.86(19) . . ? C11 Ir1 N4 97.5(2) . . ? C22 Ir1 N4 174.9(2) . . ? N2 Ir1 N4 96.30(19) . . ? N1 Ir1 N4 88.73(18) . . ? N3 Ir1 N4 76.41(18) . . ? F1 B1 F4 110.2(10) . . ? F1 B1 F3 110.4(10) . . ? F4 B1 F3 109.1(10) . . ? F1 B1 F2 109.4(10) . . ? F4 B1 F2 108.7(9) . . ? F3 B1 F2 109.0(10) . . ? F1B B1B F4B 108.3(13) . . ? F1B B1B F3B 109.7(13) . . ? F4B B1B F3B 109.9(13) . . ? F1B B1B F2B 105.6(13) . . ? F4B B1B F2B 112.1(13) . . ? F3B B1B F2B 111.2(13) . . ? F5 B2 F7 113.3(12) . . ? F5 B2 F8 105.6(13) . . ? F7 B2 F8 104.0(11) . . ? F5 B2 F6 113.7(13) . . ? F7 B2 F6 112.5(14) . . ? F8 B2 F6 106.8(12) . . ? F5B B2B F7B 117.3(18) . . ? F5B B2B F8B 108.9(17) . . ? F7B B2B F8B 107.4(17) . . ? F5B B2B F6B 107.5(17) . . ? F7B B2B F6B 108.0(17) . . ? F8B B2B F6B 107.4(17) . . ? O1 C43 C44 112.8(10) . . ? O1 C43 H43A 109.0 . . ? C44 C43 H43A 109.0 . . ? O1 C43 H43B 109.0 . . ? C44 C43 H43B 109.0 . . ? H43A C43 H43B 107.8 . . ? O2 C44 C43 110.8(9) . . ? O2 C44 H44A 109.5 . . ? C43 C44 H44A 109.5 . . ? O2 C44 H44B 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 108.1 . . ? O2 C45 C46 109.8(10) . . ? O2 C45 H45A 109.7 . . ? C46 C45 H45A 109.7 . . ? O2 C45 H45B 109.7 . . ? C46 C45 H45B 109.7 . . ? H45A C45 H45B 108.2 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C43 O1 H1A 109.5 . . ? C45 O2 C44 112.6(9) . . ? H1W O3 H2W 99.5(19) . . ? 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 C1 N1 1.345(10) . ? C1 C2 1.373(11) . ? C1 H1 0.9300 . ? C2 C3 1.370(12) . ? C2 H2 0.9300 . ? C3 C4 1.369(11) . ? C3 H3 0.9300 . ? C4 C5 1.387(9) . ? C4 H4 0.9300 . ? C5 N1 1.371(8) . ? C5 C6 1.465(9) . ? C6 C7 1.395(9) . ? C6 C11 1.404(9) . ? C7 C8 1.384(12) . ? C7 H7 0.9300 . ? C8 C9 1.373(12) . ? C8 H8 0.9300 . ? C9 C10 1.392(10) . ? C9 H9 0.9300 . ? C10 C11 1.392(9) . ? C10 H10 0.9300 . ? C11 Ir1 2.030(5) . ? C12 N2 1.351(9) . ? C12 C13 1.383(9) . ? C12 H12 0.9300 . ? C13 C14 1.370(13) . ? C13 H13 0.9300 . ? C14 C15 1.372(14) . ? C14 H14 0.9300 . ? C15 C16 1.390(10) . ? C15 H15 0.9300 . ? C16 N2 1.367(8) . ? C16 C17 1.496(13) . ? C17 C18 1.391(9) . ? C17 C22 1.393(11) . ? C18 C19 1.360(18) . ? C18 H18 0.9300 . ? C19 C20 1.389(13) . ? C19 H19 0.9300 . ? C20 C21 1.397(9) . ? C20 H20 0.9300 . ? C21 C22 1.371(10) . ? C21 H21 0.9300 . ? C22 Ir1 2.040(6) . ? C23 N3 1.346(7) . ? C23 C24 1.377(9) . ? C23 H23 0.9300 . ? C24 C25 1.367(11) . ? C24 H24 0.9300 . ? C25 C26 1.387(10) . ? C25 H25 0.9300 . ? C26 C27 1.388(10) . ? C26 H26 0.9300 . ? C27 N3 1.350(9) . ? C27 C28 1.478(10) . ? C28 N4 1.359(7) . ? C28 C29 1.383(8) . ? C29 C30 1.391(8) . ? C29 H29 0.9300 . ? C30 C31 1.384(8) . ? C30 N5 1.428(7) . ? C31 C32 1.384(8) . ? C31 H31 0.9300 . ? C32 N4 1.337(7) . ? C32 H32 0.9300 . ? C33 N6 1.300(8) . ? C33 N5 1.328(8) . ? C33 H33 0.9300 . ? C34 N5 1.487(8) . ? C34 C35 1.528(10) . ? C34 C38 1.541(9) . ? C34 H34 0.9800 . ? C35 C36 1.555(10) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.525(9) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C40 1.509(9) . ? C37 N6 1.519(9) . ? C37 C38 1.552(9) . ? C38 C41 1.517(9) . ? C38 C42 1.541(10) . ? C39 N6 1.469(8) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? N1 Ir1 2.049(5) . ? N2 Ir1 2.041(5) . ? N3 Ir1 2.144(4) . ? N4 Ir1 2.144(4) . ? B1 F1 1.340(9) . ? B1 F4 1.352(9) . ? B1 F3 1.353(10) . ? B1 F2 1.368(10) . ? B1B F1B 1.340(11) . ? B1B F4B 1.358(12) . ? B1B F3B 1.362(12) . ? B1B F2B 1.381(14) . ? B2 F5 1.333(12) . ? B2 F7 1.355(13) . ? B2 F8 1.375(13) . ? B2 F6 1.379(14) . ? B2B F5B 1.330(13) . ? B2B F7B 1.352(14) . ? B2B F8B 1.361(14) . ? B2B F6B 1.375(15) . ? C43 O1 1.400(15) . ? C43 C44 1.484(18) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 O2 1.409(12) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 O2 1.404(12) . ? C45 C46 1.446(19) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? O1 H1A 0.8200 . ? O3 H1W 1.000(15) . ? O3 H2W 1.003(15) . ?