# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_8 _chemical_formula_sum 'C35 H56 Ir2 N4 O3' _chemical_formula_moiety 'C35 H56 Ir2 N4 O3' _chemical_formula_weight 965.29 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 12.400(4) _cell_length_b 18.055(5) _cell_length_c 16.422(5) _cell_angle_alpha 90.0000 _cell_angle_beta 104.901(6) _cell_angle_gamma 90.0000 _cell_volume 3553.0(16) _cell_formula_units_Z 4 _cell_measurement_reflns_used 11488 _cell_measurement_theta_min 1.71 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour yellow _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888.00 _exptl_absorpt_coefficient_mu 7.543 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.490 _exptl_absorpt_correction_T_max 0.927 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.629 _diffrn_reflns_number 21743 _diffrn_reflns_av_R_equivalents 0.0738 _diffrn_reflns_theta_max 25.33 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6353 _reflns_number_gt 5122 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1567 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 6353 _refine_ls_number_parameters 397 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0719P)^2^+33.8058P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 3.240 _refine_diff_density_min -2.870 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Ir Ir -1.4442 7.9887 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.56699(3) 0.29630(2) 0.44777(2) 0.02826(15) Uani 1.0 4 d . . . Ir31 Ir 0.15069(3) 0.19103(2) 0.34577(2) 0.02942(15) Uani 1.0 4 d . . . O71 O 0.3935(6) 0.2594(4) 0.3807(5) 0.0326(16) Uani 1.0 4 d . . . O72 O 0.4470(6) 0.2490(4) 0.5182(5) 0.0333(16) Uani 1.0 4 d . . . O73 O 0.2836(6) 0.2009(4) 0.4511(5) 0.0352(18) Uani 1.0 4 d . . . N2 N 0.5942(7) 0.1538(5) 0.3568(5) 0.0302(19) Uani 1.0 4 d . . . N5 N 0.6547(8) 0.1392(6) 0.4909(6) 0.038(3) Uani 1.0 4 d . . . N32 N 0.1806(7) 0.3406(5) 0.2582(5) 0.0302(19) Uani 1.0 4 d . . . N35 N 0.1349(8) 0.3540(5) 0.3754(6) 0.036(2) Uani 1.0 4 d . . . C1 C 0.6096(10) 0.1893(6) 0.4309(7) 0.031(3) Uani 1.0 4 d . . . C3 C 0.6265(11) 0.0798(7) 0.3698(8) 0.050(3) Uani 1.0 4 d . . . C4 C 0.6652(11) 0.0708(7) 0.4535(8) 0.048(3) Uani 1.0 4 d . . . C6 C 0.5420(10) 0.1847(7) 0.2732(7) 0.039(3) Uani 1.0 4 d . . . C7 C 0.6240(12) 0.1817(8) 0.2174(8) 0.052(4) Uani 1.0 4 d . . . C8 C 0.4292(10) 0.1469(7) 0.2351(8) 0.047(3) Uani 1.0 4 d . . . C9 C 0.6791(11) 0.1534(8) 0.5821(7) 0.051(4) Uani 1.0 4 d . . . C10 C 0.6006(13) 0.1097(9) 0.6201(8) 0.069(5) Uani 1.0 4 d . . . C11 C 0.8005(13) 0.1376(9) 0.6234(9) 0.070(5) Uani 1.0 4 d . . . C21 C 0.6957(9) 0.3404(7) 0.4013(8) 0.044(3) Uani 1.0 4 d . . . C22 C 0.7324(9) 0.3260(7) 0.4920(7) 0.036(3) Uani 1.0 4 d . . . C23 C 0.7560(9) 0.3856(6) 0.5572(7) 0.036(3) Uani 1.0 4 d . . . C24 C 0.6560(9) 0.4378(7) 0.5479(8) 0.039(3) Uani 1.0 4 d . . . C25 C 0.5450(9) 0.4023(6) 0.5059(7) 0.036(3) Uani 1.0 4 d . . . C26 C 0.4989(9) 0.4067(6) 0.4194(7) 0.036(3) Uani 1.0 4 d . . . C27 C 0.5546(11) 0.4459(7) 0.3601(7) 0.048(3) Uani 1.0 4 d . . . C28 C 0.6757(10) 0.4203(6) 0.3686(8) 0.043(3) Uani 1.0 4 d . . . C31 C 0.1538(9) 0.3013(6) 0.3224(7) 0.029(3) Uani 1.0 4 d . . . C33 C 0.1800(9) 0.4160(6) 0.2734(7) 0.037(3) Uani 1.0 4 d . . . C34 C 0.1502(6) 0.4220(6) 0.3452(5) 0.0188(19) Uani 1.0 4 d . . . C36 C 0.2148(10) 0.3060(6) 0.1863(7) 0.038(3) Uani 1.0 4 d . . . C37 C 0.3312(10) 0.3342(7) 0.1847(8) 0.048(3) Uani 1.0 4 d . . . C38 C 0.1291(10) 0.3253(7) 0.1052(7) 0.046(3) Uani 1.0 4 d . . . C39 C 0.1021(9) 0.3403(7) 0.4530(7) 0.033(3) Uani 1.0 4 d . . . C40 C 0.1936(10) 0.3656(7) 0.5293(7) 0.045(3) Uani 1.0 4 d . . . C41 C -0.0087(10) 0.3777(9) 0.4496(9) 0.059(4) Uani 1.0 4 d . . . C51 C 0.1903(11) 0.0743(6) 0.3411(7) 0.039(3) Uani 1.0 4 d . . . C52 C 0.1224(10) 0.0838(6) 0.3975(7) 0.038(3) Uani 1.0 4 d . . . C53 C 0.0010(10) 0.0647(7) 0.3805(8) 0.051(4) Uani 1.0 4 d . . . C54 C -0.0749(10) 0.1301(8) 0.3426(9) 0.056(4) Uani 1.0 4 d . . . C55 C -0.0221(10) 0.1844(7) 0.2931(9) 0.048(4) Uani 1.0 4 d . . . C56 C 0.0318(9) 0.1653(7) 0.2317(8) 0.042(3) Uani 1.0 4 d . . . C57 C 0.0400(11) 0.0840(7) 0.2046(7) 0.052(4) Uani 1.0 4 d . . . C58 C 0.1491(11) 0.0466(8) 0.2525(8) 0.052(4) Uani 1.0 4 d . . . C70 C 0.3720(9) 0.2370(6) 0.4495(7) 0.034(3) Uani 1.0 4 d . . . H3 H 0.6221 0.0429 0.3278 0.0594 Uiso 1.0 4 calc R . . H4 H 0.6942 0.0264 0.4819 0.0580 Uiso 1.0 4 calc R . . H6 H 0.5263 0.2381 0.2814 0.0462 Uiso 1.0 4 calc R . . H7A H 0.6438 0.1301 0.2099 0.0619 Uiso 1.0 4 calc R . . H7B H 0.6916 0.2096 0.2443 0.0619 Uiso 1.0 4 calc R . . H7C H 0.5891 0.2036 0.1623 0.0619 Uiso 1.0 4 calc R . . H8A H 0.3801 0.1539 0.2727 0.0570 Uiso 1.0 4 calc R . . H8B H 0.4410 0.0938 0.2283 0.0570 Uiso 1.0 4 calc R . . H8C H 0.3945 0.1689 0.1800 0.0570 Uiso 1.0 4 calc R . . H9 H 0.6657 0.2072 0.5901 0.0609 Uiso 1.0 4 calc R . . H10A H 0.6090 0.0568 0.6101 0.0828 Uiso 1.0 4 calc R . . H10B H 0.5235 0.1249 0.5939 0.0828 Uiso 1.0 4 calc R . . H10C H 0.6180 0.1191 0.6808 0.0828 Uiso 1.0 4 calc R . . H11A H 0.8476 0.1696 0.5988 0.0841 Uiso 1.0 4 calc R . . H11B H 0.8167 0.0856 0.6141 0.0841 Uiso 1.0 4 calc R . . H11C H 0.8158 0.1472 0.6840 0.0841 Uiso 1.0 4 calc R . . H23A H 0.8217 0.4144 0.5520 0.0434 Uiso 1.0 4 calc R . . H23B H 0.7740 0.3628 0.6139 0.0434 Uiso 1.0 4 calc R . . H24A H 0.6538 0.4556 0.6044 0.0471 Uiso 1.0 4 calc R . . H24B H 0.6669 0.4814 0.5144 0.0471 Uiso 1.0 4 calc R . . H27A H 0.5546 0.4999 0.3710 0.0581 Uiso 1.0 4 calc R . . H27B H 0.5104 0.4373 0.3015 0.0581 Uiso 1.0 4 calc R . . H28A H 0.6925 0.4238 0.3130 0.0515 Uiso 1.0 4 calc R . . H28B H 0.7274 0.4539 0.4079 0.0515 Uiso 1.0 4 calc R . . H33 H 0.1971 0.4549 0.2398 0.0443 Uiso 1.0 4 calc R . . H34 H 0.1410 0.4675 0.3717 0.0225 Uiso 1.0 4 calc R . . H36 H 0.2175 0.2510 0.1937 0.0457 Uiso 1.0 4 calc R . . H37A H 0.3848 0.3220 0.2382 0.0575 Uiso 1.0 4 calc R . . H37B H 0.3287 0.3880 0.1768 0.0575 Uiso 1.0 4 calc R . . H37C H 0.3544 0.3105 0.1382 0.0575 Uiso 1.0 4 calc R . . H38A H 0.1259 0.3792 0.0978 0.0547 Uiso 1.0 4 calc R . . H38B H 0.0556 0.3069 0.1077 0.0547 Uiso 1.0 4 calc R . . H38C H 0.1503 0.3023 0.0575 0.0547 Uiso 1.0 4 calc R . . H39 H 0.0919 0.2857 0.4580 0.0402 Uiso 1.0 4 calc R . . H40A H 0.2059 0.4190 0.5252 0.0536 Uiso 1.0 4 calc R . . H40B H 0.2628 0.3389 0.5307 0.0536 Uiso 1.0 4 calc R . . H40C H 0.1706 0.3553 0.5810 0.0536 Uiso 1.0 4 calc R . . H41A H -0.0658 0.3589 0.4012 0.0702 Uiso 1.0 4 calc R . . H41B H -0.0010 0.4314 0.4440 0.0702 Uiso 1.0 4 calc R . . H41C H -0.0308 0.3670 0.5016 0.0702 Uiso 1.0 4 calc R . . H53A H -0.0157 0.0493 0.4339 0.0606 Uiso 1.0 4 calc R . . H53B H -0.0155 0.0222 0.3411 0.0606 Uiso 1.0 4 calc R . . H54A H -0.1445 0.1105 0.3049 0.0668 Uiso 1.0 4 calc R . . H54B H -0.0954 0.1573 0.3888 0.0668 Uiso 1.0 4 calc R . . H57A H -0.0239 0.0558 0.2145 0.0624 Uiso 1.0 4 calc R . . H57B H 0.0348 0.0825 0.1434 0.0624 Uiso 1.0 4 calc R . . H58A H 0.1371 -0.0075 0.2537 0.0622 Uiso 1.0 4 calc R . . H58B H 0.2071 0.0557 0.2220 0.0622 Uiso 1.0 4 calc R . . H21 H 0.6842 0.3003 0.3626 0.0532 Uiso 1.0 4 calc R . . H22 H 0.7417 0.2759 0.5103 0.0437 Uiso 1.0 4 calc R . . H25 H 0.5057 0.3762 0.5397 0.0435 Uiso 1.0 4 calc R . . H26 H 0.4286 0.3839 0.3965 0.0431 Uiso 1.0 4 calc R . . H51 H 0.2672 0.0863 0.3607 0.0465 Uiso 1.0 4 calc R . . H52 H 0.1569 0.1042 0.4512 0.0457 Uiso 1.0 4 calc R . . H55 H -0.0264 0.2355 0.3053 0.0577 Uiso 1.0 4 calc R . . H56 H 0.0643 0.2032 0.2057 0.0502 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ir1 0.0298(3) 0.0285(3) 0.0279(3) -0.00125(14) 0.00988(19) -0.00024(15) Ir31 0.0306(3) 0.0281(3) 0.0290(3) -0.00178(14) 0.0065(2) 0.00013(15) O71 0.033(4) 0.037(5) 0.030(4) -0.002(3) 0.011(4) 0.005(3) O72 0.039(4) 0.035(5) 0.028(4) -0.003(3) 0.013(4) -0.002(3) O73 0.041(5) 0.035(5) 0.029(4) -0.009(3) 0.009(4) 0.002(3) N2 0.040(5) 0.020(5) 0.032(5) -0.001(4) 0.011(4) -0.000(4) N5 0.043(6) 0.040(6) 0.032(5) -0.001(4) 0.010(5) 0.004(4) N32 0.036(5) 0.026(5) 0.029(5) 0.003(4) 0.009(4) 0.000(4) N35 0.063(6) 0.014(5) 0.040(5) -0.001(4) 0.026(5) 0.013(4) C1 0.047(7) 0.025(6) 0.022(6) 0.001(5) 0.008(5) -0.000(4) C3 0.064(8) 0.032(7) 0.051(8) 0.003(6) 0.012(7) -0.011(6) C4 0.067(8) 0.029(7) 0.051(8) 0.010(6) 0.019(7) -0.001(6) C6 0.049(7) 0.035(7) 0.033(6) 0.009(5) 0.013(6) 0.001(5) C7 0.072(9) 0.054(9) 0.038(7) 0.011(7) 0.029(7) -0.000(6) C8 0.056(8) 0.043(8) 0.049(8) 0.005(6) 0.025(6) -0.002(6) C9 0.070(9) 0.049(8) 0.028(6) 0.015(7) 0.004(6) -0.003(6) C10 0.089(11) 0.084(12) 0.035(7) 0.016(9) 0.019(8) 0.013(7) C11 0.081(11) 0.065(11) 0.054(9) 0.010(8) -0.003(8) 0.006(8) C21 0.039(7) 0.052(8) 0.045(7) -0.011(6) 0.016(6) -0.011(6) C22 0.028(6) 0.039(7) 0.047(7) -0.005(5) 0.017(5) -0.011(5) C23 0.036(6) 0.036(7) 0.038(6) -0.007(5) 0.012(5) -0.010(5) C24 0.041(6) 0.036(7) 0.045(7) -0.003(5) 0.020(6) 0.002(5) C25 0.042(6) 0.019(6) 0.046(7) -0.001(5) 0.007(6) -0.005(5) C26 0.043(6) 0.020(6) 0.045(7) 0.005(5) 0.011(6) 0.007(5) C27 0.073(9) 0.041(8) 0.030(6) 0.004(6) 0.011(6) 0.002(5) C28 0.060(7) 0.029(7) 0.050(7) -0.011(6) 0.031(6) -0.002(5) C31 0.031(6) 0.032(6) 0.022(5) 0.006(4) 0.005(5) -0.002(4) C33 0.039(6) 0.032(7) 0.039(7) 0.004(5) 0.009(5) 0.012(5) C34 0.014(4) 0.023(6) 0.018(5) 0.003(3) -0.000(4) -0.003(4) C36 0.050(7) 0.035(7) 0.034(7) 0.003(5) 0.022(6) -0.004(5) C37 0.052(7) 0.043(8) 0.059(8) -0.004(6) 0.033(7) -0.012(6) C38 0.052(8) 0.049(8) 0.036(7) -0.003(6) 0.010(6) -0.008(6) C39 0.039(6) 0.034(7) 0.029(6) -0.003(5) 0.012(5) -0.003(5) C40 0.058(8) 0.049(8) 0.029(6) 0.003(6) 0.015(6) -0.008(5) C41 0.050(8) 0.074(11) 0.058(9) 0.006(7) 0.024(7) -0.011(7) C51 0.062(7) 0.015(6) 0.042(7) -0.006(5) 0.018(6) -0.004(5) C52 0.060(7) 0.020(6) 0.033(6) -0.011(5) 0.009(6) 0.008(5) C53 0.063(8) 0.043(8) 0.050(8) -0.017(6) 0.022(7) 0.006(6) C54 0.031(6) 0.068(10) 0.064(9) -0.015(6) 0.006(6) 0.015(7) C55 0.029(6) 0.046(8) 0.059(9) -0.011(5) -0.006(6) 0.005(6) C56 0.041(7) 0.037(7) 0.043(7) -0.010(5) 0.002(6) 0.014(6) C57 0.077(9) 0.043(8) 0.030(6) -0.024(7) 0.003(7) 0.006(6) C58 0.076(9) 0.043(8) 0.039(7) -0.003(7) 0.019(7) -0.005(6) C70 0.040(6) 0.027(6) 0.035(6) -0.000(5) 0.012(6) -0.002(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Ir1 O71 2.252(7) yes . . Ir1 O72 2.273(8) yes . . Ir1 C1 2.040(11) yes . . Ir1 C21 2.095(13) yes . . Ir1 C22 2.063(10) yes . . Ir1 C25 2.187(11) yes . . Ir1 C26 2.169(10) yes . . Ir31 O73 2.068(7) yes . . Ir31 C31 2.031(10) yes . . Ir31 C51 2.169(10) yes . . Ir31 C52 2.178(11) yes . . Ir31 C55 2.098(11) yes . . Ir31 C56 2.116(11) yes . . O71 C70 1.291(14) yes . . O72 C70 1.281(12) yes . . O73 C70 1.282(14) yes . . N2 C1 1.345(14) yes . . N2 C3 1.396(15) yes . . N2 C6 1.468(13) yes . . N5 C1 1.349(13) yes . . N5 C4 1.400(16) yes . . N5 C9 1.472(15) yes . . N32 C31 1.380(15) yes . . N32 C33 1.384(14) yes . . N32 C36 1.490(16) yes . . N35 C31 1.350(14) yes . . N35 C34 1.355(13) yes . . N35 C39 1.455(16) yes . . C3 C4 1.343(17) yes . . C6 C7 1.54(2) yes . . C6 C8 1.537(16) yes . . C9 C10 1.51(3) yes . . C9 C11 1.510(19) yes . . C21 C22 1.464(16) yes . . C21 C28 1.537(17) yes . . C22 C23 1.493(16) yes . . C23 C24 1.533(16) yes . . C24 C25 1.515(14) yes . . C25 C26 1.390(15) yes . . C26 C27 1.508(18) yes . . C27 C28 1.543(18) yes . . C33 C34 1.328(15) yes . . C36 C37 1.538(18) yes . . C36 C38 1.517(15) yes . . C39 C40 1.528(14) yes . . C39 C41 1.519(18) yes . . C51 C52 1.412(19) yes . . C51 C58 1.499(16) yes . . C52 C53 1.500(17) yes . . C53 C54 1.539(18) yes . . C54 C55 1.52(2) yes . . C55 C56 1.39(2) yes . . C56 C57 1.545(17) yes . . C57 C58 1.536(18) yes . . C3 H3 0.950 no . . C4 H4 0.950 no . . C6 H6 1.000 no . . C7 H7A 0.980 no . . C7 H7B 0.980 no . . C7 H7C 0.980 no . . C8 H8A 0.980 no . . C8 H8B 0.980 no . . C8 H8C 0.980 no . . C9 H9 1.000 no . . C10 H10A 0.980 no . . C10 H10B 0.980 no . . C10 H10C 0.980 no . . C11 H11A 0.980 no . . C11 H11B 0.980 no . . C11 H11C 0.980 no . . C21 H21 0.950 no . . C22 H22 0.950 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . C24 H24A 0.990 no . . C24 H24B 0.990 no . . C25 H25 0.950 no . . C26 H26 0.950 no . . C27 H27A 0.990 no . . C27 H27B 0.990 no . . C28 H28A 0.990 no . . C28 H28B 0.990 no . . C33 H33 0.950 no . . C34 H34 0.950 no . . C36 H36 1.000 no . . C37 H37A 0.980 no . . C37 H37B 0.980 no . . C37 H37C 0.980 no . . C38 H38A 0.980 no . . C38 H38B 0.980 no . . C38 H38C 0.980 no . . C39 H39 1.000 no . . C40 H40A 0.980 no . . C40 H40B 0.980 no . . C40 H40C 0.980 no . . C41 H41A 0.980 no . . C41 H41B 0.980 no . . C41 H41C 0.980 no . . C51 H51 0.950 no . . C52 H52 0.950 no . . C53 H53A 0.990 no . . C53 H53B 0.990 no . . C54 H54A 0.990 no . . C54 H54B 0.990 no . . C55 H55 0.950 no . . C56 H56 0.950 no . . C57 H57A 0.990 no . . C57 H57B 0.990 no . . C58 H58A 0.990 no . . C58 H58B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O71 Ir1 O72 57.9(3) yes . . . O71 Ir1 C1 84.3(4) yes . . . O71 Ir1 C21 131.0(4) yes . . . O71 Ir1 C22 171.0(4) yes . . . O71 Ir1 C25 105.2(4) yes . . . O71 Ir1 C26 84.1(4) yes . . . O72 Ir1 C1 86.5(4) yes . . . O72 Ir1 C21 171.1(4) yes . . . O72 Ir1 C22 129.8(4) yes . . . O72 Ir1 C25 86.3(4) yes . . . O72 Ir1 C26 100.7(4) yes . . . C1 Ir1 C21 93.5(5) yes . . . C1 Ir1 C22 91.4(5) yes . . . C1 Ir1 C25 162.5(4) yes . . . C1 Ir1 C26 160.3(4) yes . . . C21 Ir1 C22 41.2(5) yes . . . C21 Ir1 C25 91.1(5) yes . . . C21 Ir1 C26 82.2(5) yes . . . C22 Ir1 C25 81.0(5) yes . . . C22 Ir1 C26 97.7(5) yes . . . C25 Ir1 C26 37.2(4) yes . . . O73 Ir31 C31 91.4(4) yes . . . O73 Ir31 C51 88.5(4) yes . . . O73 Ir31 C52 85.6(4) yes . . . O73 Ir31 C55 149.3(5) yes . . . O73 Ir31 C56 169.6(4) yes . . . C31 Ir31 C51 158.5(5) yes . . . C31 Ir31 C52 163.4(5) yes . . . C31 Ir31 C55 92.6(5) yes . . . C31 Ir31 C56 95.2(4) yes . . . C51 Ir31 C52 37.9(5) yes . . . C51 Ir31 C55 98.4(5) yes . . . C51 Ir31 C56 82.4(5) yes . . . C52 Ir31 C55 81.9(5) yes . . . C52 Ir31 C56 90.3(5) yes . . . C55 Ir31 C56 38.5(6) yes . . . Ir1 O71 C70 92.9(6) yes . . . Ir1 O72 C70 92.2(7) yes . . . Ir31 O73 C70 121.9(7) yes . . . C1 N2 C3 110.4(9) yes . . . C1 N2 C6 126.2(9) yes . . . C3 N2 C6 123.2(9) yes . . . C1 N5 C4 109.8(9) yes . . . C1 N5 C9 124.4(10) yes . . . C4 N5 C9 125.6(10) yes . . . C31 N32 C33 110.7(9) yes . . . C31 N32 C36 124.2(9) yes . . . C33 N32 C36 124.9(10) yes . . . C31 N35 C34 109.8(10) yes . . . C31 N35 C39 125.4(9) yes . . . C34 N35 C39 124.8(9) yes . . . Ir1 C1 N2 126.4(7) yes . . . Ir1 C1 N5 127.5(8) yes . . . N2 C1 N5 106.1(9) yes . . . N2 C3 C4 106.6(11) yes . . . N5 C4 C3 107.1(10) yes . . . N2 C6 C7 110.1(9) yes . . . N2 C6 C8 110.4(10) yes . . . C7 C6 C8 114.5(10) yes . . . N5 C9 C10 110.1(10) yes . . . N5 C9 C11 110.1(12) yes . . . C10 C9 C11 113.0(11) yes . . . Ir1 C21 C22 68.2(7) yes . . . Ir1 C21 C28 114.5(9) yes . . . C22 C21 C28 120.1(11) yes . . . Ir1 C22 C21 70.6(6) yes . . . Ir1 C22 C23 115.7(8) yes . . . C21 C22 C23 123.6(11) yes . . . C22 C23 C24 111.5(8) yes . . . C23 C24 C25 113.7(9) yes . . . Ir1 C25 C24 111.6(8) yes . . . Ir1 C25 C26 70.7(7) yes . . . C24 C25 C26 121.8(11) yes . . . Ir1 C26 C25 72.1(6) yes . . . Ir1 C26 C27 110.6(8) yes . . . C25 C26 C27 123.5(10) yes . . . C26 C27 C28 113.4(10) yes . . . C21 C28 C27 112.3(11) yes . . . Ir31 C31 N32 131.9(8) yes . . . Ir31 C31 N35 123.7(8) yes . . . N32 C31 N35 104.3(9) yes . . . N32 C33 C34 104.9(10) yes . . . N35 C34 C33 110.3(9) yes . . . N32 C36 C37 109.5(9) yes . . . N32 C36 C38 108.7(10) yes . . . C37 C36 C38 110.9(10) yes . . . N35 C39 C40 110.5(9) yes . . . N35 C39 C41 110.3(9) yes . . . C40 C39 C41 111.7(10) yes . . . Ir31 C51 C52 71.4(6) yes . . . Ir31 C51 C58 109.5(8) yes . . . C52 C51 C58 124.4(11) yes . . . Ir31 C52 C51 70.7(7) yes . . . Ir31 C52 C53 112.8(8) yes . . . C51 C52 C53 126.2(10) yes . . . C52 C53 C54 112.2(10) yes . . . C53 C54 C55 114.0(11) yes . . . Ir31 C55 C54 110.5(8) yes . . . Ir31 C55 C56 71.5(7) yes . . . C54 C55 C56 125.6(12) yes . . . Ir31 C56 C55 70.0(7) yes . . . Ir31 C56 C57 112.4(7) yes . . . C55 C56 C57 121.6(12) yes . . . C56 C57 C58 112.6(10) yes . . . C51 C58 C57 112.7(11) yes . . . O71 C70 O72 116.9(10) yes . . . O71 C70 O73 123.1(9) yes . . . O72 C70 O73 119.9(10) yes . . . N2 C3 H3 126.711 no . . . C4 C3 H3 126.702 no . . . N5 C4 H4 126.468 no . . . C3 C4 H4 126.451 no . . . N2 C6 H6 107.159 no . . . C7 C6 H6 107.149 no . . . C8 C6 H6 107.148 no . . . C6 C7 H7A 109.472 no . . . C6 C7 H7B 109.466 no . . . C6 C7 H7C 109.476 no . . . H7A C7 H7B 109.469 no . . . H7A C7 H7C 109.471 no . . . H7B C7 H7C 109.472 no . . . C6 C8 H8A 109.472 no . . . C6 C8 H8B 109.472 no . . . C6 C8 H8C 109.482 no . . . H8A C8 H8B 109.470 no . . . H8A C8 H8C 109.463 no . . . H8B C8 H8C 109.469 no . . . N5 C9 H9 107.824 no . . . C10 C9 H9 107.823 no . . . C11 C9 H9 107.828 no . . . C9 C10 H10A 109.469 no . . . C9 C10 H10B 109.467 no . . . C9 C10 H10C 109.470 no . . . H10A C10 H10B 109.471 no . . . H10A C10 H10C 109.479 no . . . H10B C10 H10C 109.471 no . . . C9 C11 H11A 109.469 no . . . C9 C11 H11B 109.472 no . . . C9 C11 H11C 109.475 no . . . H11A C11 H11B 109.474 no . . . H11A C11 H11C 109.464 no . . . H11B C11 H11C 109.474 no . . . Ir1 C21 H21 87.545 no . . . C22 C21 H21 119.954 no . . . C28 C21 H21 119.941 no . . . Ir1 C22 H22 83.885 no . . . C21 C22 H22 118.180 no . . . C23 C22 H22 118.187 no . . . C22 C23 H23A 109.311 no . . . C22 C23 H23B 109.314 no . . . C24 C23 H23A 109.316 no . . . C24 C23 H23B 109.319 no . . . H23A C23 H23B 107.975 no . . . C23 C24 H24A 108.810 no . . . C23 C24 H24B 108.810 no . . . C25 C24 H24A 108.816 no . . . C25 C24 H24B 108.817 no . . . H24A C24 H24B 107.687 no . . . Ir1 C25 H25 87.828 no . . . C24 C25 H25 119.114 no . . . C26 C25 H25 119.119 no . . . Ir1 C26 H26 87.286 no . . . C25 C26 H26 118.279 no . . . C27 C26 H26 118.270 no . . . C26 C27 H27A 108.883 no . . . C26 C27 H27B 108.886 no . . . C28 C27 H27A 108.889 no . . . C28 C27 H27B 108.879 no . . . H27A C27 H27B 107.723 no . . . C21 C28 H28A 109.156 no . . . C21 C28 H28B 109.155 no . . . C27 C28 H28A 109.152 no . . . C27 C28 H28B 109.139 no . . . H28A C28 H28B 107.872 no . . . N32 C33 H33 127.548 no . . . C34 C33 H33 127.556 no . . . N35 C34 H34 124.828 no . . . C33 C34 H34 124.845 no . . . N32 C36 H36 109.194 no . . . C37 C36 H36 109.200 no . . . C38 C36 H36 109.201 no . . . C36 C37 H37A 109.473 no . . . C36 C37 H37B 109.475 no . . . C36 C37 H37C 109.473 no . . . H37A C37 H37B 109.462 no . . . H37A C37 H37C 109.473 no . . . H37B C37 H37C 109.471 no . . . C36 C38 H38A 109.466 no . . . C36 C38 H38B 109.468 no . . . C36 C38 H38C 109.468 no . . . H38A C38 H38B 109.475 no . . . H38A C38 H38C 109.478 no . . . H38B C38 H38C 109.473 no . . . N35 C39 H39 108.041 no . . . C40 C39 H39 108.039 no . . . C41 C39 H39 108.050 no . . . C39 C40 H40A 109.478 no . . . C39 C40 H40B 109.472 no . . . C39 C40 H40C 109.463 no . . . H40A C40 H40B 109.482 no . . . H40A C40 H40C 109.468 no . . . H40B C40 H40C 109.464 no . . . C39 C41 H41A 109.464 no . . . C39 C41 H41B 109.479 no . . . C39 C41 H41C 109.460 no . . . H41A C41 H41B 109.477 no . . . H41A C41 H41C 109.468 no . . . H41B C41 H41C 109.479 no . . . Ir31 C51 H51 89.035 no . . . C52 C51 H51 117.797 no . . . C58 C51 H51 117.806 no . . . Ir31 C52 H52 86.420 no . . . C51 C52 H52 116.926 no . . . C53 C52 H52 116.921 no . . . C52 C53 H53A 109.167 no . . . C52 C53 H53B 109.166 no . . . C54 C53 H53A 109.167 no . . . C54 C53 H53B 109.158 no . . . H53A C53 H53B 107.875 no . . . C53 C54 H54A 108.750 no . . . C53 C54 H54B 108.744 no . . . C55 C54 H54A 108.748 no . . . C55 C54 H54B 108.752 no . . . H54A C54 H54B 107.636 no . . . Ir31 C55 H55 87.918 no . . . C54 C55 H55 117.207 no . . . C56 C55 H55 117.208 no . . . Ir31 C56 H56 87.680 no . . . C55 C56 H56 119.192 no . . . C57 C56 H56 119.200 no . . . C56 C57 H57A 109.070 no . . . C56 C57 H57B 109.069 no . . . C58 C57 H57A 109.070 no . . . C58 C57 H57B 109.068 no . . . H57A C57 H57B 107.830 no . . . C51 C58 H58A 109.045 no . . . C51 C58 H58B 109.040 no . . . C57 C58 H58A 109.048 no . . . C57 C58 H58B 109.049 no . . . H58A C58 H58B 107.821 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O71 Ir1 O72 C70 2.5(3) no . . . . O72 Ir1 O71 C70 -2.5(3) no . . . . O71 Ir1 C1 N2 58.3(9) no . . . . O71 Ir1 C1 N5 -119.1(10) no . . . . C1 Ir1 O71 C70 86.9(5) no . . . . O71 Ir1 C21 C22 -173.7(3) no . . . . O71 Ir1 C21 C28 72.0(9) no . . . . C21 Ir1 O71 C70 176.7(5) no . . . . O71 Ir1 C25 C24 -175.2(6) no . . . . O71 Ir1 C25 C26 -57.8(5) no . . . . C25 Ir1 O71 C70 -78.1(5) no . . . . O71 Ir1 C26 C25 124.9(5) no . . . . O71 Ir1 C26 C27 -115.3(6) no . . . . C26 Ir1 O71 C70 -109.0(5) no . . . . O72 Ir1 C1 N2 116.4(9) no . . . . O72 Ir1 C1 N5 -61.0(9) no . . . . C1 Ir1 O72 C70 -82.9(5) no . . . . O72 Ir1 C22 C21 -179.6(3) no . . . . O72 Ir1 C22 C23 -60.7(9) no . . . . C22 Ir1 O72 C70 -171.9(5) no . . . . O72 Ir1 C25 C24 129.5(7) no . . . . O72 Ir1 C25 C26 -113.1(5) no . . . . C25 Ir1 O72 C70 113.1(5) no . . . . O72 Ir1 C26 C25 69.1(5) no . . . . O72 Ir1 C26 C27 -171.1(5) no . . . . C26 Ir1 O72 C70 78.6(5) no . . . . C1 Ir1 C21 C22 -88.1(5) no . . . . C1 Ir1 C21 C28 157.6(7) no . . . . C21 Ir1 C1 N2 -72.6(10) no . . . . C21 Ir1 C1 N5 110.1(10) no . . . . C1 Ir1 C22 C21 93.7(5) no . . . . C1 Ir1 C22 C23 -147.4(8) no . . . . C22 Ir1 C1 N2 -113.8(10) no . . . . C22 Ir1 C1 N5 68.8(10) no . . . . C21 Ir1 C22 C21 -0.0(6) no . . . . C21 Ir1 C22 C23 118.8(11) no . . . . C22 Ir1 C21 C22 -0.0(5) no . . . . C22 Ir1 C21 C28 -114.3(10) no . . . . C21 Ir1 C25 C24 -42.0(7) no . . . . C21 Ir1 C25 C26 75.5(5) no . . . . C25 Ir1 C21 C22 75.0(5) no . . . . C25 Ir1 C21 C28 -39.3(7) no . . . . C21 Ir1 C26 C25 -102.3(5) no . . . . C21 Ir1 C26 C27 17.5(6) no . . . . C26 Ir1 C21 C22 111.2(5) no . . . . C26 Ir1 C21 C28 -3.1(7) no . . . . C22 Ir1 C25 C24 -1.9(7) no . . . . C22 Ir1 C25 C26 115.6(6) no . . . . C25 Ir1 C22 C21 -102.1(5) no . . . . C25 Ir1 C22 C23 16.7(7) no . . . . C22 Ir1 C26 C25 -64.0(6) no . . . . C22 Ir1 C26 C27 55.8(7) no . . . . C26 Ir1 C22 C21 -68.7(5) no . . . . C26 Ir1 C22 C23 50.1(8) no . . . . C25 Ir1 C26 C25 0.0(5) no . . . . C25 Ir1 C26 C27 119.8(9) no . . . . C26 Ir1 C25 C24 -117.5(11) no . . . . C26 Ir1 C25 C26 -0.0(5) no . . . . O73 Ir31 C31 N32 112.3(8) no . . . . O73 Ir31 C31 N35 -62.8(7) no . . . . C31 Ir31 O73 C70 -47.5(7) no . . . . O73 Ir31 C51 C52 84.8(5) no . . . . O73 Ir31 C51 C58 -154.3(7) no . . . . C51 Ir31 O73 C70 111.1(7) no . . . . O73 Ir31 C52 C51 -93.2(4) no . . . . O73 Ir31 C52 C53 144.8(7) no . . . . C52 Ir31 O73 C70 148.9(7) no . . . . O73 Ir31 C55 C54 -45.8(12) no . . . . O73 Ir31 C55 C56 -167.8(5) no . . . . C55 Ir31 O73 C70 -144.9(8) no . . . . C31 Ir31 C51 C52 174.8(8) no . . . . C31 Ir31 C51 C58 -64.3(14) no . . . . C51 Ir31 C31 N32 22.8(16) no . . . . C51 Ir31 C31 N35 -152.2(9) no . . . . C31 Ir31 C55 C54 -142.9(8) no . . . . C31 Ir31 C55 C56 95.1(6) no . . . . C55 Ir31 C31 N32 -98.2(9) no . . . . C55 Ir31 C31 N35 86.8(8) no . . . . C31 Ir31 C56 C55 -87.7(6) no . . . . C31 Ir31 C56 C57 155.4(7) no . . . . C56 Ir31 C31 N32 -59.7(9) no . . . . C56 Ir31 C31 N35 125.3(8) no . . . . C51 Ir31 C52 C51 -0.0(5) no . . . . C51 Ir31 C52 C53 -122.1(9) no . . . . C52 Ir31 C51 C52 -0.0(5) no . . . . C52 Ir31 C51 C58 120.9(10) no . . . . C51 Ir31 C55 C54 55.5(8) no . . . . C51 Ir31 C55 C56 -66.5(6) no . . . . C55 Ir31 C51 C52 -65.1(6) no . . . . C55 Ir31 C51 C58 55.7(8) no . . . . C51 Ir31 C56 C55 113.8(6) no . . . . C51 Ir31 C56 C57 -3.2(7) no . . . . C56 Ir31 C51 C52 -100.3(5) no . . . . C56 Ir31 C51 C58 20.6(7) no . . . . C52 Ir31 C55 C54 21.3(7) no . . . . C52 Ir31 C55 C56 -100.7(6) no . . . . C55 Ir31 C52 C51 115.0(6) no . . . . C55 Ir31 C52 C53 -7.1(7) no . . . . C52 Ir31 C56 C55 76.6(6) no . . . . C52 Ir31 C56 C57 -40.4(8) no . . . . C56 Ir31 C52 C51 77.3(5) no . . . . C56 Ir31 C52 C53 -44.8(7) no . . . . C55 Ir31 C56 C55 -0.0(6) no . . . . C55 Ir31 C56 C57 -117.0(11) no . . . . C56 Ir31 C55 C54 122.0(11) no . . . . C56 Ir31 C55 C56 -0.0(6) no . . . . Ir1 O71 C70 O72 4.2(9) no . . . . Ir1 O71 C70 O73 -172.1(9) no . . . . Ir1 O72 C70 O71 -4.2(9) no . . . . Ir1 O72 C70 O73 172.2(9) no . . . . Ir31 O73 C70 O71 -11.8(14) no . . . . Ir31 O73 C70 O72 172.0(6) no . . . . C1 N2 C3 C4 -1.7(13) no . . . . C3 N2 C1 Ir1 -176.0(9) no . . . . C3 N2 C1 N5 1.9(13) no . . . . C1 N2 C6 C7 121.1(11) no . . . . C1 N2 C6 C8 -111.5(11) no . . . . C6 N2 C1 Ir1 -1.0(17) no . . . . C6 N2 C1 N5 176.8(9) no . . . . C3 N2 C6 C7 -64.5(13) no . . . . C3 N2 C6 C8 62.9(14) no . . . . C6 N2 C3 C4 -176.8(9) no . . . . C1 N5 C4 C3 0.4(13) no . . . . C4 N5 C1 Ir1 176.4(9) no . . . . C4 N5 C1 N2 -1.4(13) no . . . . C1 N5 C9 C10 110.2(12) no . . . . C1 N5 C9 C11 -124.6(11) no . . . . C9 N5 C1 Ir1 1.6(17) no . . . . C9 N5 C1 N2 -176.2(10) no . . . . C4 N5 C9 C10 -63.7(15) no . . . . C4 N5 C9 C11 61.5(15) no . . . . C9 N5 C4 C3 175.1(10) no . . . . C31 N32 C33 C34 -1.5(10) no . . . . C33 N32 C31 Ir31 -174.6(8) no . . . . C33 N32 C31 N35 1.2(10) no . . . . C31 N32 C36 C37 -121.5(9) no . . . . C31 N32 C36 C38 117.1(9) no . . . . C36 N32 C31 Ir31 0.6(14) no . . . . C36 N32 C31 N35 176.4(8) no . . . . C33 N32 C36 C37 53.0(11) no . . . . C33 N32 C36 C38 -68.4(11) no . . . . C36 N32 C33 C34 -176.7(8) no . . . . C31 N35 C34 C33 -0.6(10) no . . . . C34 N35 C31 Ir31 175.8(6) no . . . . C34 N35 C31 N32 -0.4(10) no . . . . C31 N35 C39 C40 114.9(10) no . . . . C31 N35 C39 C41 -121.0(10) no . . . . C39 N35 C31 Ir31 -4.7(14) no . . . . C39 N35 C31 N32 179.1(8) no . . . . C34 N35 C39 C40 -65.7(12) no . . . . C34 N35 C39 C41 58.4(11) no . . . . C39 N35 C34 C33 180.0(8) no . . . . N2 C3 C4 N5 0.8(14) no . . . . Ir1 C21 C22 Ir1 -0.000(12) no . . . . Ir1 C21 C22 C23 -108.5(9) no . . . . Ir1 C21 C28 C27 -11.7(11) no . . . . C22 C21 C28 C27 -89.7(11) no . . . . C28 C21 C22 Ir1 106.5(11) no . . . . C28 C21 C22 C23 -2.0(16) no . . . . Ir1 C22 C23 C24 -28.1(12) no . . . . C21 C22 C23 C24 54.8(14) no . . . . C22 C23 C24 C25 25.9(13) no . . . . C23 C24 C25 Ir1 -12.6(12) no . . . . C23 C24 C25 C26 -92.6(12) no . . . . Ir1 C25 C26 Ir1 -0.000(11) no . . . . Ir1 C25 C26 C27 -103.3(9) no . . . . C24 C25 C26 Ir1 104.0(10) no . . . . C24 C25 C26 C27 0.7(16) no . . . . Ir1 C26 C27 C28 -29.0(10) no . . . . C25 C26 C27 C28 52.7(14) no . . . . C26 C27 C28 C21 26.9(13) no . . . . N32 C33 C34 N35 1.3(9) no . . . . Ir31 C51 C52 Ir31 -0.000(12) no . . . . Ir31 C51 C52 C53 104.6(9) no . . . . Ir31 C51 C58 C57 -34.6(12) no . . . . C52 C51 C58 C57 45.8(15) no . . . . C58 C51 C52 Ir31 -101.4(11) no . . . . C58 C51 C52 C53 3.2(16) no . . . . Ir31 C52 C53 C54 -8.7(12) no . . . . C51 C52 C53 C54 -90.8(13) no . . . . C52 C53 C54 C55 27.2(15) no . . . . C53 C54 C55 Ir31 -32.8(14) no . . . . C53 C54 C55 C56 48.6(15) no . . . . Ir31 C55 C56 Ir31 -0.000(11) no . . . . Ir31 C55 C56 C57 104.6(8) no . . . . C54 C55 C56 Ir31 -102.4(11) no . . . . C54 C55 C56 C57 2.2(16) no . . . . Ir31 C56 C57 C58 -14.7(13) no . . . . C55 C56 C57 C58 -94.3(13) no . . . . C56 C57 C58 C51 33.0(15) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Ir1 C6 3.452(12) no . . Ir1 C9 3.446(13) no . . Ir31 O71 3.166(7) no . . Ir31 C36 3.586(12) no . . Ir31 C39 3.358(12) no . . O71 N2 3.238(12) no . . O71 N32 3.231(10) no . . O71 C6 3.161(15) no . . O71 C8 3.252(15) no . . O71 C31 2.977(12) no . . O71 C36 3.488(12) no . . O71 C37 3.391(15) no . . O72 N5 3.370(13) no . . O72 C9 3.288(15) no . . O72 C10 3.333(17) no . . O73 N35 3.379(11) no . . O73 C39 3.383(14) no . . O73 C40 3.533(15) no . . N2 C9 3.578(14) no . . N5 C6 3.583(14) no . . N5 C22 3.505(15) no . . N32 C39 3.576(15) no . . N35 C36 3.599(16) no . . N35 C70 3.571(14) no . . C1 C7 3.558(18) no . . C1 C8 3.497(15) no . . C1 C10 3.452(18) no . . C1 C11 3.553(16) no . . C1 C70 3.159(17) no . . C3 C7 3.101(19) no . . C3 C8 3.093(16) no . . C4 C10 3.12(2) no . . C4 C11 3.105(18) no . . C9 C22 3.582(18) no . . C21 C24 3.120(18) no . . C22 C27 3.433(16) no . . C23 C26 3.423(14) no . . C23 C28 3.064(16) no . . C24 C27 3.019(16) no . . C24 C28 3.031(18) no . . C25 C28 3.114(19) no . . C26 C70 3.537(16) no . . C31 C37 3.586(19) no . . C31 C38 3.528(16) no . . C31 C40 3.504(16) no . . C31 C41 3.535(19) no . . C31 C70 3.183(14) no . . C33 C37 3.037(18) no . . C33 C38 3.133(16) no . . C34 C36 3.594(15) no . . C34 C40 3.103(14) no . . C34 C41 3.033(17) no . . C51 C54 3.445(18) no . . C52 C57 3.068(16) no . . C53 C56 3.147(18) no . . C53 C57 3.070(19) no . . C53 C58 3.14(2) no . . C54 C57 3.09(2) no . . C55 C58 3.444(19) no . . O73 C38 3.576(16) no . 4_555 C22 C41 3.580(18) no . 1_655 C24 C26 3.520(16) no . 3_666 C26 C24 3.520(16) no . 3_666 C38 O73 3.576(16) no . 4_554 C41 C22 3.580(18) no . 1_455 Ir1 H6 2.8483 no . . Ir1 H9 2.8420 no . . Ir1 H23B 3.4458 no . . Ir1 H27B 3.4465 no . . Ir31 H8A 3.4261 no . . Ir31 H36 3.0259 no . . Ir31 H39 2.7466 no . . Ir31 H54B 3.3612 no . . Ir31 H57A 3.5911 no . . Ir31 H58B 3.3643 no . . O71 H6 2.6264 no . . O71 H8A 2.5778 no . . O71 H36 3.2812 no . . O71 H37A 2.5764 no . . O71 H40B 3.5794 no . . O71 H25 3.3672 no . . O71 H26 2.2923 no . . O71 H51 3.4715 no . . O72 H9 2.7695 no . . O72 H10B 2.6195 no . . O72 H40B 2.8527 no . . O72 H25 2.4088 no . . O72 H26 3.1211 no . . O73 H8A 3.5409 no . . O73 H10B 3.5558 no . . O73 H39 2.8546 no . . O73 H40B 2.8569 no . . O73 H51 2.5227 no . . O73 H52 2.3478 no . . N2 H4 3.1206 no . . N2 H7A 2.6725 no . . N2 H7B 2.6514 no . . N2 H7C 3.3022 no . . N2 H8A 2.6581 no . . N2 H8B 2.6778 no . . N2 H8C 3.3060 no . . N2 H21 2.8626 no . . N2 H22 3.4923 no . . N5 H3 3.1311 no . . N5 H10A 2.6348 no . . N5 H10B 2.6442 no . . N5 H10C 3.2861 no . . N5 H11A 2.6416 no . . N5 H11B 2.6414 no . . N5 H11C 3.2878 no . . N5 H22 2.6795 no . . N32 H34 3.0724 no . . N32 H37A 2.6573 no . . N32 H37B 2.6754 no . . N32 H37C 3.3167 no . . N32 H38A 2.6379 no . . N32 H38B 2.6280 no . . N32 H38C 3.2929 no . . N32 H26 3.4117 no . . N32 H55 3.4360 no . . N32 H56 2.8862 no . . N35 H33 3.1224 no . . N35 H40A 2.6616 no . . N35 H40B 2.6481 no . . N35 H40C 3.2901 no . . N35 H41A 2.6314 no . . N35 H41B 2.6517 no . . N35 H41C 3.2804 no . . N35 H55 2.9528 no . . C1 H3 3.1640 no . . C1 H4 3.1623 no . . C1 H6 2.5614 no . . C1 H7B 3.4858 no . . C1 H8A 3.3837 no . . C1 H9 2.5484 no . . C1 H10B 3.3367 no . . C1 H11A 3.5006 no . . C1 H21 2.5805 no . . C1 H22 2.3941 no . . C3 H6 3.3012 no . . C3 H7A 2.8391 no . . C3 H7B 3.3542 no . . C3 H8A 3.3414 no . . C3 H8B 2.8305 no . . C4 H9 3.3311 no . . C4 H10A 2.8441 no . . C4 H10B 3.3822 no . . C4 H11A 3.3488 no . . C4 H11B 2.8305 no . . C6 H3 2.8074 no . . C6 H37A 3.1146 no . . C6 H37C 3.5835 no . . C6 H21 2.8792 no . . C7 H3 3.0972 no . . C7 H8A 3.4118 no . . C7 H8B 2.8131 no . . C7 H8C 2.7630 no . . C7 H21 3.1476 no . . C8 H3 3.1129 no . . C8 H7A 2.8134 no . . C8 H7B 3.4119 no . . C8 H7C 2.7623 no . . C8 H36 3.1566 no . . C8 H37A 3.2117 no . . C8 H37C 3.3712 no . . C8 H58B 3.1678 no . . C8 H51 3.4081 no . . C9 H4 2.8563 no . . C9 H22 2.7115 no . . C10 H4 3.1801 no . . C10 H11A 3.3502 no . . C10 H11B 2.7424 no . . C10 H11C 2.6915 no . . C11 H4 3.0961 no . . C11 H10A 2.7465 no . . C11 H10B 3.3503 no . . C11 H10C 2.6865 no . . C11 H22 3.0861 no . . C21 H6 3.0936 no . . C21 H7B 3.4860 no . . C21 H23A 2.8921 no . . C21 H23B 3.3995 no . . C21 H24B 3.2247 no . . C21 H27A 3.3393 no . . C21 H27B 3.0150 no . . C21 H26 3.3847 no . . C22 H9 2.9264 no . . C22 H11A 3.4348 no . . C22 H24A 3.2803 no . . C22 H24B 2.9704 no . . C22 H28A 3.3548 no . . C22 H28B 2.6833 no . . C22 H25 3.2355 no . . C23 H9 3.4963 no . . C23 H28B 2.6858 no . . C23 H21 3.4520 no . . C23 H25 3.0465 no . . C24 H27A 3.0653 no . . C24 H28B 2.6831 no . . C24 H22 3.2223 no . . C24 H26 3.3869 no . . C25 H23A 3.3265 no . . C25 H23B 3.0214 no . . C25 H27A 2.8578 no . . C25 H27B 3.3344 no . . C25 H28B 3.2331 no . . C25 H22 3.3270 no . . C26 H24A 3.2703 no . . C26 H24B 2.6305 no . . C26 H28A 3.3276 no . . C26 H28B 3.0109 no . . C26 H37A 3.3222 no . . C26 H21 3.3091 no . . C27 H24B 2.6368 no . . C27 H37A 3.3588 no . . C27 H21 3.0766 no . . C27 H25 3.4007 no . . C28 H23A 3.0905 no . . C28 H24B 2.6624 no . . C28 H22 3.4496 no . . C28 H26 3.2788 no . . C31 H33 3.1913 no . . C31 H34 3.1224 no . . C31 H36 2.6030 no . . C31 H37A 3.5065 no . . C31 H38B 3.4225 no . . C31 H39 2.5513 no . . C31 H40B 3.4078 no . . C31 H41A 3.4613 no . . C31 H55 2.4816 no . . C31 H56 2.6350 no . . C33 H36 3.3345 no . . C33 H37A 3.2278 no . . C33 H37B 2.7713 no . . C33 H38A 2.8651 no . . C33 H38B 3.3916 no . . C33 H26 3.2746 no . . C34 H39 3.2710 no . . C34 H40A 2.8568 no . . C34 H40B 3.3598 no . . C34 H41A 3.2537 no . . C34 H41B 2.7813 no . . C34 H26 3.4064 no . . C36 H8A 3.5011 no . . C36 H8C 3.3498 no . . C36 H33 2.8540 no . . C36 H56 2.7067 no . . C37 H6 3.0670 no . . C37 H8A 3.5499 no . . C37 H8C 3.0922 no . . C37 H27B 3.1447 no . . C37 H33 3.0173 no . . C37 H38A 2.7036 no . . C37 H38B 3.3611 no . . C37 H38C 2.7057 no . . C37 H26 3.4928 no . . C38 H33 3.1804 no . . C38 H37A 3.3569 no . . C38 H37B 2.7013 no . . C38 H37C 2.7183 no . . C38 H56 2.9848 no . . C39 H34 2.7606 no . . C39 H55 3.1637 no . . C40 H34 3.1044 no . . C40 H41A 3.3621 no . . C40 H41B 2.7297 no . . C40 H41C 2.7005 no . . C41 H34 2.9889 no . . C41 H40A 2.7341 no . . C41 H40B 3.3602 no . . C41 H40C 2.7006 no . . C41 H55 3.4622 no . . C51 H8A 3.1980 no . . C51 H53A 3.3236 no . . C51 H53B 2.7198 no . . C51 H57A 2.9415 no . . C51 H57B 3.3257 no . . C51 H56 3.3187 no . . C52 H54A 3.3029 no . . C52 H54B 2.9799 no . . C52 H57A 3.1263 no . . C52 H58A 2.9233 no . . C52 H58B 3.3493 no . . C52 H55 3.4293 no . . C53 H57A 2.6692 no . . C53 H58A 3.2699 no . . C53 H51 3.4221 no . . C53 H55 3.3080 no . . C54 H57A 2.7046 no . . C54 H52 3.0038 no . . C54 H56 3.4316 no . . C55 H39 3.2732 no . . C55 H53A 3.3467 no . . C55 H53B 3.0270 no . . C55 H57A 2.6531 no . . C55 H57B 3.2882 no . . C55 H52 3.2849 no . . C56 H36 2.9703 no . . C56 H38B 3.3282 no . . C56 H53B 3.2847 no . . C56 H54A 2.9248 no . . C56 H54B 3.3559 no . . C56 H58A 3.3662 no . . C56 H58B 2.9745 no . . C56 H51 3.4446 no . . C57 H53B 2.7457 no . . C57 H54A 3.1801 no . . C57 H51 3.2862 no . . C57 H55 3.4054 no . . C58 H8A 3.4023 no . . C58 H53B 2.8294 no . . C58 H52 3.4010 no . . C58 H56 3.0454 no . . C70 H8A 3.2928 no . . C70 H10B 3.3102 no . . C70 H40B 2.8155 no . . C70 H25 3.1615 no . . C70 H26 2.9320 no . . C70 H51 3.2001 no . . C70 H52 3.5917 no . . H3 H4 2.4754 no . . H3 H7A 2.5627 no . . H3 H7B 3.5055 no . . H3 H8A 3.5269 no . . H3 H8B 2.5828 no . . H4 H10A 2.6445 no . . H4 H11A 3.4797 no . . H4 H11B 2.5432 no . . H6 H7A 2.8614 no . . H6 H7B 2.3406 no . . H6 H7C 2.3670 no . . H6 H8A 2.3418 no . . H6 H8B 2.8621 no . . H6 H8C 2.3675 no . . H6 H37A 2.2883 no . . H6 H37C 3.0345 no . . H6 H21 2.3512 no . . H7A H8B 2.6902 no . . H7A H8C 3.0836 no . . H7B H21 2.5591 no . . H7C H8B 3.0823 no . . H7C H8C 2.5811 no . . H7C H37C 3.4299 no . . H8A H36 2.7341 no . . H8A H37A 3.0910 no . . H8A H37C 3.5522 no . . H8A H58B 2.7423 no . . H8A H51 2.5647 no . . H8B H58B 2.9566 no . . H8B H51 3.4355 no . . H8C H36 2.7051 no . . H8C H37A 2.9374 no . . H8C H37C 2.6622 no . . H8C H58B 3.2974 no . . H9 H10A 2.8459 no . . H9 H10B 2.3190 no . . H9 H10C 2.3560 no . . H9 H11A 2.3248 no . . H9 H11B 2.8479 no . . H9 H11C 2.3546 no . . H9 H23B 3.0941 no . . H9 H22 2.1864 no . . H10A H11B 2.6118 no . . H10A H11C 3.0184 no . . H10B H11C 3.5680 no . . H10C H11A 3.5666 no . . H10C H11B 3.0047 no . . H10C H11C 2.4919 no . . H11A H22 2.5569 no . . H23A H24A 2.5599 no . . H23A H24B 2.2180 no . . H23A H28B 2.4603 no . . H23A H22 2.7122 no . . H23B H24A 2.2209 no . . H23B H24B 2.8120 no . . H23B H22 2.2724 no . . H23B H25 3.2445 no . . H24A H28B 3.5732 no . . H24A H25 2.3561 no . . H24B H27A 2.4306 no . . H24B H28A 3.5575 no . . H24B H28B 2.1312 no . . H24B H25 2.8640 no . . H24B H26 3.5549 no . . H27A H28A 2.5600 no . . H27A H28B 2.2314 no . . H27A H26 2.7088 no . . H27B H28A 2.2300 no . . H27B H28B 2.8217 no . . H27B H37A 2.6474 no . . H27B H37B 2.7731 no . . H27B H21 3.2648 no . . H27B H26 2.2825 no . . H28A H21 2.3853 no . . H28B H21 2.8853 no . . H33 H34 2.4500 no . . H33 H37A 3.3471 no . . H33 H37B 2.4619 no . . H33 H38A 2.6503 no . . H33 H26 3.5645 no . . H34 H40A 2.5929 no . . H34 H40B 3.5297 no . . H34 H41A 3.3610 no . . H34 H41B 2.4511 no . . H36 H37A 2.3883 no . . H36 H37B 2.8813 no . . H36 H37C 2.3799 no . . H36 H38A 2.8651 no . . H36 H38B 2.3632 no . . H36 H38C 2.3662 no . . H36 H58B 3.5620 no . . H36 H56 2.1402 no . . H37A H38A 3.5887 no . . H37A H38C 3.5987 no . . H37A H26 2.7529 no . . H37B H38A 2.5207 no . . H37B H38B 3.5948 no . . H37B H38C 2.9832 no . . H37B H26 3.5022 no . . H37C H38A 3.0056 no . . H37C H38C 2.5413 no . . H38B H56 2.4526 no . . H38C H56 3.4049 no . . H39 H40A 2.8634 no . . H39 H40B 2.3528 no . . H39 H40C 2.3645 no . . H39 H41A 2.3460 no . . H39 H41B 2.8563 no . . H39 H41C 2.3541 no . . H39 H54B 3.2724 no . . H39 H52 3.3830 no . . H39 H55 2.7147 no . . H40A H41B 2.5786 no . . H40A H41C 3.0093 no . . H40B H41C 3.5835 no . . H40B H25 3.0530 no . . H40B H26 3.4745 no . . H40C H41A 3.5867 no . . H40C H41B 3.0027 no . . H40C H41C 2.5110 no . . H41A H55 2.8413 no . . H53A H54A 2.5533 no . . H53A H54B 2.2251 no . . H53A H57A 3.5802 no . . H53A H52 2.3092 no . . H53B H54A 2.2274 no . . H53B H54B 2.8185 no . . H53B H57A 2.1429 no . . H53B H58A 2.7065 no . . H53B H52 2.8361 no . . H54A H57A 2.5606 no . . H54A H55 2.6907 no . . H54B H52 3.1795 no . . H54B H55 2.2835 no . . H57A H58A 2.2463 no . . H57A H58B 2.8353 no . . H57A H55 3.5749 no . . H57A H56 2.8956 no . . H57B H58A 2.5195 no . . H57B H58B 2.2462 no . . H57B H56 2.3955 no . . H58A H51 2.6656 no . . H58B H51 2.2755 no . . H58B H56 3.1712 no . . H21 H22 2.3873 no . . H22 H25 3.5776 no . . H25 H26 2.3028 no . . H51 H52 2.2856 no . . H55 H56 2.2863 no . . Ir1 H7C 3.4630 no . 4_555 Ir31 H38C 3.4803 no . 4_555 O72 H7C 2.7014 no . 4_555 O72 H8C 3.2529 no . 4_555 O72 H37C 2.7433 no . 4_555 O73 H37C 2.9777 no . 4_555 O73 H38C 2.6969 no . 4_555 C3 H54A 3.3260 no . 1_655 C7 H9 3.0343 no . 4_554 C7 H23B 2.9352 no . 4_554 C7 H24A 3.1741 no . 4_554 C7 H54A 3.1362 no . 1_655 C7 H25 3.0926 no . 4_554 C8 H27A 3.2100 no . 2_645 C8 H40B 3.4683 no . 4_554 C8 H40C 3.5376 no . 4_554 C8 H25 3.5980 no . 4_554 C9 H7C 3.2248 no . 4_555 C10 H7C 3.4509 no . 4_555 C10 H27B 3.5437 no . 4_555 C10 H28A 3.1379 no . 4_555 C10 H37C 3.4567 no . 4_555 C11 H38B 3.3919 no . 4_655 C11 H58A 3.0634 no . 3_656 C21 H10C 3.5742 no . 4_554 C21 H41A 2.9770 no . 1_655 C21 H41C 3.4028 no . 1_655 C22 H41A 3.2799 no . 1_655 C22 H41C 2.9938 no . 1_655 C23 H7A 3.1773 no . 4_555 C23 H7C 3.4194 no . 4_555 C23 H34 3.0434 no . 3_666 C23 H41C 3.0301 no . 1_655 C23 H57A 3.4079 no . 4_655 C23 H57B 3.4313 no . 4_655 C24 H7A 2.9684 no . 4_555 C24 H7C 3.3972 no . 4_555 C24 H27A 3.4141 no . 3_666 C24 H34 3.0482 no . 3_666 C24 H40A 3.4808 no . 3_666 C24 H26 3.5774 no . 3_666 C25 H7A 3.3090 no . 4_555 C25 H7C 3.1347 no . 4_555 C25 H24B 3.3130 no . 3_666 C25 H27A 3.1647 no . 3_666 C26 H24A 3.0885 no . 3_666 C26 H24B 3.2616 no . 3_666 C27 H8B 3.0465 no . 2_655 C27 H10C 3.4433 no . 4_554 C27 H24A 3.3100 no . 3_666 C28 H10C 3.0653 no . 4_554 C28 H40A 3.5070 no . 3_666 C28 H41A 3.3030 no . 1_655 C28 H58B 3.3791 no . 2_655 C33 H24A 3.3948 no . 3_666 C33 H53B 3.0663 no . 2_555 C33 H57A 3.2184 no . 2_555 C34 H23A 3.3747 no . 3_666 C34 H24A 3.2307 no . 3_666 C34 H24B 3.2873 no . 3_666 C34 H53B 3.5775 no . 2_555 C34 H57A 2.9088 no . 2_555 C36 H40C 3.3583 no . 4_554 C37 H10B 3.2073 no . 4_554 C38 H11A 3.4665 no . 4_454 C38 H39 3.0812 no . 4_554 C38 H40C 3.3396 no . 4_554 C38 H52 2.9298 no . 4_554 C39 H38C 3.0664 no . 4_555 C40 H8C 3.0909 no . 4_555 C40 H24B 3.4308 no . 3_666 C40 H28B 3.4821 no . 3_666 C40 H36 3.3759 no . 4_555 C40 H38C 3.1339 no . 4_555 C40 H57B 3.1878 no . 4_555 C40 H58B 3.4331 no . 4_555 C41 H23A 3.0824 no . 1_455 C41 H28B 3.4522 no . 1_455 C41 H57B 3.1705 no . 4_555 C51 H4 3.4160 no . 3_656 C51 H10A 3.3786 no . 3_656 C51 H11B 2.9861 no . 3_656 C52 H4 3.2780 no . 3_656 C52 H11B 3.1675 no . 3_656 C52 H38A 3.3471 no . 4_555 C52 H38C 3.2844 no . 4_555 C53 H11B 3.5176 no . 3_656 C53 H33 3.3722 no . 2_545 C54 H7B 3.2625 no . 1_455 C55 H7B 3.4629 no . 1_455 C55 H23B 3.4569 no . 4_454 C56 H23B 3.3219 no . 4_454 C56 H40C 3.3797 no . 4_554 C57 H23A 3.1808 no . 4_454 C57 H23B 3.3899 no . 4_454 C57 H34 3.0964 no . 2_545 C57 H40C 3.1044 no . 4_554 C57 H41C 3.3402 no . 4_554 C58 H11B 3.1932 no . 3_656 C58 H28A 3.3201 no . 2_645 C58 H40C 3.3958 no . 4_554 C70 H37C 3.2766 no . 4_555 H3 H27A 3.5189 no . 2_645 H3 H27B 3.0079 no . 2_645 H3 H33 3.1730 no . 2_645 H3 H37B 2.8674 no . 2_645 H3 H54A 3.2506 no . 1_655 H4 C51 3.4160 no . 3_656 H4 C52 3.2780 no . 3_656 H4 H37B 3.5683 no . 2_645 H4 H51 3.2278 no . 3_656 H4 H52 3.0236 no . 3_656 H6 H10C 3.4105 no . 4_554 H7A C23 3.1773 no . 4_554 H7A C24 2.9684 no . 4_554 H7A C25 3.3090 no . 4_554 H7A H9 3.5836 no . 4_554 H7A H23B 2.5327 no . 4_554 H7A H24A 2.3488 no . 4_554 H7A H27A 3.4153 no . 2_645 H7A H54A 2.7097 no . 1_655 H7A H25 2.8807 no . 4_554 H7B C54 3.2625 no . 1_655 H7B C55 3.4629 no . 1_655 H7B H9 2.8898 no . 4_554 H7B H10C 3.3150 no . 4_554 H7B H11C 3.2902 no . 4_554 H7B H23B 2.9095 no . 4_554 H7B H54A 2.6989 no . 1_655 H7B H54B 3.2055 no . 1_655 H7B H55 3.4134 no . 1_655 H7C Ir1 3.4630 no . 4_554 H7C O72 2.7014 no . 4_554 H7C C9 3.2248 no . 4_554 H7C C10 3.4509 no . 4_554 H7C C23 3.4194 no . 4_554 H7C C24 3.3972 no . 4_554 H7C C25 3.1347 no . 4_554 H7C H9 2.3401 no . 4_554 H7C H10B 3.3229 no . 4_554 H7C H10C 3.2257 no . 4_554 H7C H23B 2.8746 no . 4_554 H7C H24A 3.1939 no . 4_554 H7C H22 3.5182 no . 4_554 H7C H25 2.4766 no . 4_554 H8A H40C 3.5333 no . 4_554 H8B C27 3.0465 no . 2_645 H8B H27A 2.3633 no . 2_645 H8B H27B 2.9561 no . 2_645 H8B H28A 3.4705 no . 2_645 H8B H25 3.4369 no . 4_554 H8C O72 3.2529 no . 4_554 H8C C40 3.0909 no . 4_554 H8C H27A 3.2687 no . 2_645 H8C H40A 3.3756 no . 4_554 H8C H40B 2.5773 no . 4_554 H8C H40C 2.8673 no . 4_554 H8C H25 3.0848 no . 4_554 H9 C7 3.0343 no . 4_555 H9 H7A 3.5836 no . 4_555 H9 H7B 2.8898 no . 4_555 H9 H7C 2.3401 no . 4_555 H10A C51 3.3786 no . 3_656 H10A H28A 3.2433 no . 4_555 H10A H58A 3.4762 no . 3_656 H10A H51 2.9808 no . 3_656 H10B C37 3.2073 no . 4_555 H10B H7C 3.3229 no . 4_555 H10B H37A 3.4042 no . 4_555 H10B H37B 3.0710 no . 4_555 H10B H37C 2.6599 no . 4_555 H10C C21 3.5742 no . 4_555 H10C C27 3.4433 no . 4_555 H10C C28 3.0653 no . 4_555 H10C H6 3.4105 no . 4_555 H10C H7B 3.3150 no . 4_555 H10C H7C 3.2257 no . 4_555 H10C H27B 2.8467 no . 4_555 H10C H28A 2.2657 no . 4_555 H10C H37A 3.4322 no . 4_555 H10C H37B 3.5731 no . 4_555 H10C H37C 3.4080 no . 4_555 H10C H58A 3.5725 no . 3_656 H10C H21 3.2306 no . 4_555 H11A C38 3.4665 no . 4_655 H11A H38A 3.5660 no . 4_655 H11A H38B 2.5817 no . 4_655 H11B C51 2.9861 no . 3_656 H11B C52 3.1675 no . 3_656 H11B C53 3.5176 no . 3_656 H11B C58 3.1932 no . 3_656 H11B H38B 3.5663 no . 4_655 H11B H53B 3.0778 no . 3_656 H11B H58A 2.5274 no . 3_656 H11B H51 3.3331 no . 3_656 H11C H7B 3.2902 no . 4_555 H11C H28A 3.1835 no . 4_555 H11C H41A 3.4920 no . 4_655 H11C H58A 2.7275 no . 3_656 H11C H55 3.2059 no . 4_655 H23A C34 3.3747 no . 3_666 H23A C41 3.0824 no . 1_655 H23A C57 3.1808 no . 4_655 H23A H34 2.4555 no . 3_666 H23A H40A 3.2477 no . 3_666 H23A H41A 3.2949 no . 1_655 H23A H41B 3.1747 no . 1_655 H23A H41B 3.5522 no . 3_666 H23A H41C 2.3535 no . 1_655 H23A H57A 2.9061 no . 4_655 H23A H57B 2.6829 no . 4_655 H23B C7 2.9352 no . 4_555 H23B C55 3.4569 no . 4_655 H23B C56 3.3219 no . 4_655 H23B C57 3.3899 no . 4_655 H23B H7A 2.5327 no . 4_555 H23B H7B 2.9095 no . 4_555 H23B H7C 2.8746 no . 4_555 H23B H34 3.2288 no . 3_666 H23B H41C 3.4010 no . 1_655 H23B H54A 3.0755 no . 4_655 H23B H57A 3.0061 no . 4_655 H23B H57B 3.2958 no . 4_655 H24A C7 3.1741 no . 4_555 H24A C26 3.0885 no . 3_666 H24A C27 3.3100 no . 3_666 H24A C33 3.3948 no . 3_666 H24A C34 3.2307 no . 3_666 H24A H7A 2.3488 no . 4_555 H24A H7C 3.1939 no . 4_555 H24A H27A 2.8331 no . 3_666 H24A H27B 3.4488 no . 3_666 H24A H33 3.1847 no . 3_666 H24A H34 2.8356 no . 3_666 H24A H26 3.0724 no . 3_666 H24B C25 3.3130 no . 3_666 H24B C26 3.2616 no . 3_666 H24B C34 3.2873 no . 3_666 H24B C40 3.4308 no . 3_666 H24B H34 2.7801 no . 3_666 H24B H40A 2.5825 no . 3_666 H24B H40B 3.4871 no . 3_666 H24B H25 3.3167 no . 3_666 H24B H26 3.2177 no . 3_666 H27A C8 3.2100 no . 2_655 H27A C24 3.4141 no . 3_666 H27A C25 3.1647 no . 3_666 H27A H3 3.5189 no . 2_655 H27A H7A 3.4153 no . 2_655 H27A H8B 2.3633 no . 2_655 H27A H8C 3.2687 no . 2_655 H27A H24A 2.8331 no . 3_666 H27A H40A 3.3572 no . 3_666 H27A H25 2.8778 no . 3_666 H27B C10 3.5437 no . 4_554 H27B H3 3.0079 no . 2_655 H27B H8B 2.9561 no . 2_655 H27B H10C 2.8467 no . 4_554 H27B H24A 3.4488 no . 3_666 H28A C10 3.1379 no . 4_554 H28A C58 3.3201 no . 2_655 H28A H8B 3.4705 no . 2_655 H28A H10A 3.2433 no . 4_554 H28A H10C 2.2657 no . 4_554 H28A H11C 3.1835 no . 4_554 H28A H41A 3.1971 no . 1_655 H28A H58A 2.8976 no . 2_655 H28A H58B 2.8147 no . 2_655 H28B C40 3.4821 no . 3_666 H28B C41 3.4522 no . 1_655 H28B H40A 2.5878 no . 3_666 H28B H41A 3.1103 no . 1_655 H28B H41B 3.2920 no . 1_655 H28B H41C 3.3836 no . 1_655 H28B H58A 3.5560 no . 2_655 H28B H58B 3.0793 no . 2_655 H33 C53 3.3722 no . 2_555 H33 H3 3.1730 no . 2_655 H33 H24A 3.1847 no . 3_666 H33 H53A 3.5784 no . 2_555 H33 H53B 2.6031 no . 2_555 H33 H54A 2.9345 no . 2_555 H33 H57A 3.0541 no . 2_555 H34 C23 3.0434 no . 3_666 H34 C24 3.0482 no . 3_666 H34 C57 3.0964 no . 2_555 H34 H23A 2.4555 no . 3_666 H34 H23B 3.2288 no . 3_666 H34 H24A 2.8356 no . 3_666 H34 H24B 2.7801 no . 3_666 H34 H53B 3.5797 no . 2_555 H34 H57A 2.3657 no . 2_555 H34 H57B 2.9746 no . 2_555 H34 H58A 3.5615 no . 2_555 H36 C40 3.3759 no . 4_554 H36 H40B 3.2998 no . 4_554 H36 H40C 2.6245 no . 4_554 H37A H10B 3.4042 no . 4_554 H37A H10C 3.4322 no . 4_554 H37B H3 2.8674 no . 2_655 H37B H4 3.5683 no . 2_655 H37B H10B 3.0710 no . 4_554 H37B H10C 3.5731 no . 4_554 H37C O72 2.7433 no . 4_554 H37C O73 2.9777 no . 4_554 H37C C10 3.4567 no . 4_554 H37C C70 3.2766 no . 4_554 H37C H10B 2.6599 no . 4_554 H37C H10C 3.4080 no . 4_554 H37C H40B 3.2648 no . 4_554 H38A C52 3.3471 no . 4_554 H38A H11A 3.5660 no . 4_454 H38A H53A 3.3475 no . 2_555 H38A H53A 3.0933 no . 4_554 H38A H53B 3.2022 no . 2_555 H38A H52 2.5528 no . 4_554 H38B C11 3.3919 no . 4_454 H38B H11A 2.5817 no . 4_454 H38B H11B 3.5663 no . 4_454 H38B H39 3.0996 no . 4_554 H38B H40C 3.3341 no . 4_554 H38B H52 3.5242 no . 4_554 H38C Ir31 3.4803 no . 4_554 H38C O73 2.6969 no . 4_554 H38C C39 3.0664 no . 4_554 H38C C40 3.1339 no . 4_554 H38C C52 3.2844 no . 4_554 H38C H39 2.2599 no . 4_554 H38C H40B 2.9927 no . 4_554 H38C H40C 2.8726 no . 4_554 H38C H52 2.4451 no . 4_554 H39 C38 3.0812 no . 4_555 H39 H38B 3.0996 no . 4_555 H39 H38C 2.2599 no . 4_555 H40A C24 3.4808 no . 3_666 H40A C28 3.5070 no . 3_666 H40A H8C 3.3756 no . 4_555 H40A H23A 3.2477 no . 3_666 H40A H24B 2.5825 no . 3_666 H40A H27A 3.3572 no . 3_666 H40A H28B 2.5878 no . 3_666 H40A H57B 3.2240 no . 4_555 H40A H58B 3.2610 no . 4_555 H40B C8 3.4683 no . 4_555 H40B H8C 2.5773 no . 4_555 H40B H24B 3.4871 no . 3_666 H40B H36 3.2998 no . 4_555 H40B H37C 3.2648 no . 4_555 H40B H38C 2.9927 no . 4_555 H40C C8 3.5376 no . 4_555 H40C C36 3.3583 no . 4_555 H40C C38 3.3396 no . 4_555 H40C C56 3.3797 no . 4_555 H40C C57 3.1044 no . 4_555 H40C C58 3.3958 no . 4_555 H40C H8A 3.5333 no . 4_555 H40C H8C 2.8673 no . 4_555 H40C H36 2.6245 no . 4_555 H40C H38B 3.3341 no . 4_555 H40C H38C 2.8726 no . 4_555 H40C H57B 2.4573 no . 4_555 H40C H58B 2.7593 no . 4_555 H40C H56 2.9048 no . 4_555 H41A C21 2.9770 no . 1_455 H41A C22 3.2799 no . 1_455 H41A C28 3.3030 no . 1_455 H41A H11C 3.4920 no . 4_454 H41A H23A 3.2949 no . 1_455 H41A H28A 3.1971 no . 1_455 H41A H28B 3.1103 no . 1_455 H41A H58A 3.4515 no . 2_555 H41A H21 3.1815 no . 1_455 H41B H23A 3.1747 no . 1_455 H41B H23A 3.5522 no . 3_666 H41B H28B 3.2920 no . 1_455 H41B H41B 3.0834 no . 3_566 H41B H57A 3.5108 no . 2_555 H41B H57B 3.0618 no . 2_555 H41B H57B 3.2006 no . 4_555 H41B H58A 3.4330 no . 2_555 H41C C21 3.4028 no . 1_455 H41C C22 2.9938 no . 1_455 H41C C23 3.0301 no . 1_455 H41C C57 3.3402 no . 4_555 H41C H23A 2.3535 no . 1_455 H41C H23B 3.4010 no . 1_455 H41C H28B 3.3836 no . 1_455 H41C H57B 2.4374 no . 4_555 H41C H22 3.3009 no . 1_455 H41C H56 3.4935 no . 4_555 H53A H33 3.5784 no . 2_545 H53A H38A 3.3475 no . 2_545 H53A H38A 3.0933 no . 4_555 H53A H53A 2.7570 no . 3_556 H53B C33 3.0663 no . 2_545 H53B C34 3.5775 no . 2_545 H53B H11B 3.0778 no . 3_656 H53B H33 2.6031 no . 2_545 H53B H34 3.5797 no . 2_545 H53B H38A 3.2022 no . 2_545 H54A C3 3.3260 no . 1_455 H54A C7 3.1362 no . 1_455 H54A H3 3.2506 no . 1_455 H54A H7A 2.7097 no . 1_455 H54A H7B 2.6989 no . 1_455 H54A H23B 3.0755 no . 4_454 H54A H33 2.9345 no . 2_545 H54B H7B 3.2055 no . 1_455 H57A C23 3.4079 no . 4_454 H57A C33 3.2184 no . 2_545 H57A C34 2.9088 no . 2_545 H57A H23A 2.9061 no . 4_454 H57A H23B 3.0061 no . 4_454 H57A H33 3.0541 no . 2_545 H57A H34 2.3657 no . 2_545 H57A H41B 3.5108 no . 2_545 H57B C23 3.4313 no . 4_454 H57B C40 3.1878 no . 4_554 H57B C41 3.1705 no . 4_554 H57B H23A 2.6829 no . 4_454 H57B H23B 3.2958 no . 4_454 H57B H34 2.9746 no . 2_545 H57B H40A 3.2240 no . 4_554 H57B H40C 2.4573 no . 4_554 H57B H41B 3.0618 no . 2_545 H57B H41B 3.2006 no . 4_554 H57B H41C 2.4374 no . 4_554 H58A C11 3.0634 no . 3_656 H58A H10A 3.4762 no . 3_656 H58A H10C 3.5725 no . 3_656 H58A H11B 2.5274 no . 3_656 H58A H11C 2.7275 no . 3_656 H58A H28A 2.8976 no . 2_645 H58A H28B 3.5560 no . 2_645 H58A H34 3.5615 no . 2_545 H58A H41A 3.4515 no . 2_545 H58A H41B 3.4330 no . 2_545 H58B C28 3.3791 no . 2_645 H58B C40 3.4331 no . 4_554 H58B H28A 2.8147 no . 2_645 H58B H28B 3.0793 no . 2_645 H58B H40A 3.2610 no . 4_554 H58B H40C 2.7593 no . 4_554 H21 H10C 3.2306 no . 4_554 H21 H41A 3.1815 no . 1_655 H22 H7C 3.5182 no . 4_555 H22 H41C 3.3009 no . 1_655 H25 C7 3.0926 no . 4_555 H25 C8 3.5980 no . 4_555 H25 H7A 2.8807 no . 4_555 H25 H7C 2.4766 no . 4_555 H25 H8B 3.4369 no . 4_555 H25 H8C 3.0848 no . 4_555 H25 H24B 3.3167 no . 3_666 H25 H27A 2.8778 no . 3_666 H26 C24 3.5774 no . 3_666 H26 H24A 3.0724 no . 3_666 H26 H24B 3.2177 no . 3_666 H51 H4 3.2278 no . 3_656 H51 H10A 2.9808 no . 3_656 H51 H11B 3.3331 no . 3_656 H52 C38 2.9298 no . 4_555 H52 H4 3.0236 no . 3_656 H52 H38A 2.5528 no . 4_555 H52 H38B 3.5242 no . 4_555 H52 H38C 2.4451 no . 4_555 H55 H7B 3.4134 no . 1_455 H55 H11C 3.2059 no . 4_454 H56 H40C 2.9048 no . 4_554 H56 H41C 3.4935 no . 4_554 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 956511' ####################################################################### # # 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_16 _chemical_formula_sum 'C25 H36 Ir N3 O2' _chemical_formula_moiety 'C25 H36 Ir N3 O2' _chemical_formula_weight 602.80 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 11.646(10) _cell_length_b 18.536(14) _cell_length_c 12.310(9) _cell_angle_alpha 90.0000 _cell_angle_beta 109.501(11) _cell_angle_gamma 90.0000 _cell_volume 2505(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7045 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 25.35 _cell_measurement_temperature 93 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.060 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200.00 _exptl_absorpt_coefficient_mu 5.370 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.609 _exptl_absorpt_correction_T_max 0.898 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 93 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 29.257 _diffrn_reflns_number 23244 _diffrn_reflns_av_R_equivalents 0.0727 _diffrn_reflns_theta_min 1.855 _diffrn_reflns_theta_max 25.399 _diffrn_reflns_theta_full 25.000 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 14 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4561 _reflns_number_gt 4291 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1358 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4561 _refine_ls_number_parameters 284 _refine_ls_goodness_of_fit_ref 1.284 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0558P)^2^+7.3048P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 1.320 _refine_diff_density_min -1.610 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Ir Ir -1.4442 7.9887 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.80094(3) 0.05653(2) 0.69948(3) 0.02916(15) Uani 1.0 4 d . . . O1 O 0.6415(6) 0.0488(3) 0.5597(6) 0.0377(15) Uani 1.0 4 d . . . O12 O 0.6280(6) 0.1684(4) 0.5260(6) 0.0473(16) Uani 1.0 4 d . . . N2 N 0.6323(7) 0.0662(4) 0.8446(7) 0.0352(17) Uani 1.0 4 d . . . N5 N 0.7089(6) 0.1711(4) 0.8361(7) 0.0346(16) Uani 1.0 4 d . . . N12 N 0.4644(7) 0.0955(4) 0.4522(6) 0.0380(17) Uani 1.0 4 d . . . C1 C 0.7080(7) 0.1017(5) 0.7984(7) 0.0305(18) Uani 1.0 4 d . . . C3 C 0.5893(9) 0.1126(5) 0.9101(8) 0.044(3) Uani 1.0 4 d . . . C4 C 0.6363(9) 0.1778(5) 0.9049(9) 0.047(3) Uani 1.0 4 d . . . C6 C 0.6002(10) -0.0106(5) 0.8247(10) 0.055(3) Uani 1.0 4 d . . . C7 C 0.6528(13) -0.0515(6) 0.9378(12) 0.071(4) Uani 1.0 4 d . . . C8 C 0.4642(11) -0.0200(6) 0.7710(12) 0.071(4) Uani 1.0 4 d . . . C9 C 0.7746(10) 0.2317(5) 0.8062(10) 0.056(3) Uani 1.0 4 d . . . C10 C 0.8602(11) 0.2645(6) 0.9167(12) 0.073(4) Uani 1.0 4 d . . . C11 C 0.6814(12) 0.2868(6) 0.7365(11) 0.073(4) Uani 1.0 4 d . . . C12 C 0.5835(8) 0.1074(4) 0.5151(7) 0.0340(19) Uani 1.0 4 d . . . C13 C 0.3827(9) 0.1538(5) 0.4051(8) 0.045(3) Uani 1.0 4 d . . . C14 C 0.3282(8) 0.1894(5) 0.4887(8) 0.036(2) Uani 1.0 4 d . . . C15 C 0.3612(9) 0.1704(6) 0.6027(9) 0.052(3) Uani 1.0 4 d . . . C16 C 0.3079(9) 0.2023(7) 0.6747(10) 0.059(3) Uani 1.0 4 d . . . C17 C 0.2199(9) 0.2537(5) 0.6347(9) 0.048(3) Uani 1.0 4 d . . . C18 C 0.1874(9) 0.2747(6) 0.5217(9) 0.051(3) Uani 1.0 4 d . . . C19 C 0.2406(10) 0.2413(5) 0.4507(9) 0.047(3) Uani 1.0 4 d . . . C21 C 0.9290(8) 0.0114(5) 0.8455(8) 0.044(3) Uani 1.0 4 d . . . C22 C 0.9744(9) 0.0777(6) 0.8201(9) 0.045(3) Uani 1.0 4 d . . . C23 C 1.0755(9) 0.0819(7) 0.7659(10) 0.062(3) Uani 1.0 4 d . . . C24 C 1.0273(10) 0.0851(7) 0.6356(10) 0.058(3) Uani 1.0 4 d . . . C25 C 0.9073(9) 0.0466(5) 0.5842(8) 0.040(3) Uani 1.0 4 d . . . C26 C 0.8791(8) -0.0226(5) 0.6139(8) 0.038(2) Uani 1.0 4 d . . . C27 C 0.9701(9) -0.0711(5) 0.6997(10) 0.053(3) Uani 1.0 4 d . . . C28 C 0.9694(12) -0.0622(6) 0.8216(11) 0.063(4) Uani 1.0 4 d . . . H3 H 0.5361 0.1004 0.9513 0.0530 Uiso 1.0 4 calc R . . H4 H 0.6226 0.2206 0.9413 0.0559 Uiso 1.0 4 calc R . . H6 H 0.6392 -0.0298 0.7695 0.0658 Uiso 1.0 4 calc R . . H7A H 0.6183 -0.0322 0.9944 0.0852 Uiso 1.0 4 calc R . . H7B H 0.7415 -0.0458 0.9668 0.0852 Uiso 1.0 4 calc R . . H7C H 0.6322 -0.1028 0.9249 0.0852 Uiso 1.0 4 calc R . . H8A H 0.4354 0.0057 0.6973 0.0851 Uiso 1.0 4 calc R . . H8B H 0.4238 -0.0005 0.8228 0.0851 Uiso 1.0 4 calc R . . H8C H 0.4450 -0.0715 0.7580 0.0851 Uiso 1.0 4 calc R . . H9 H 0.8232 0.2134 0.7585 0.0672 Uiso 1.0 4 calc R . . H10A H 0.9174 0.2276 0.9603 0.0876 Uiso 1.0 4 calc R . . H10B H 0.8128 0.2827 0.9634 0.0876 Uiso 1.0 4 calc R . . H10C H 0.9056 0.3044 0.8979 0.0876 Uiso 1.0 4 calc R . . H11A H 0.6336 0.3046 0.7830 0.0875 Uiso 1.0 4 calc R . . H11B H 0.6270 0.2639 0.6665 0.0875 Uiso 1.0 4 calc R . . H11C H 0.7239 0.3272 0.7153 0.0875 Uiso 1.0 4 calc R . . H13A H 0.3152 0.1357 0.3379 0.0537 Uiso 1.0 4 calc R . . H13B H 0.4267 0.1911 0.3767 0.0537 Uiso 1.0 4 calc R . . H15 H 0.4220 0.1346 0.6324 0.0624 Uiso 1.0 4 calc R . . H16 H 0.3326 0.1883 0.7535 0.0707 Uiso 1.0 4 calc R . . H17 H 0.1818 0.2747 0.6844 0.0571 Uiso 1.0 4 calc R . . H18 H 0.1289 0.3119 0.4928 0.0607 Uiso 1.0 4 calc R . . H19 H 0.2154 0.2550 0.3718 0.0560 Uiso 1.0 4 calc R . . H23A H 1.1256 0.1254 0.7955 0.0744 Uiso 1.0 4 calc R . . H23B H 1.1290 0.0393 0.7902 0.0744 Uiso 1.0 4 calc R . . H24A H 1.0172 0.1362 0.6109 0.0692 Uiso 1.0 4 calc R . . H24B H 1.0880 0.0631 0.6052 0.0692 Uiso 1.0 4 calc R . . H27A H 0.9514 -0.1220 0.6758 0.0635 Uiso 1.0 4 calc R . . H27B H 1.0527 -0.0603 0.6980 0.0635 Uiso 1.0 4 calc R . . H28A H 0.9145 -0.0988 0.8363 0.0751 Uiso 1.0 4 calc R . . H28B H 1.0525 -0.0713 0.8759 0.0751 Uiso 1.0 4 calc R . . H12 H 0.4112 0.0559 0.4580 0.0707 Uiso 1.0 4 calc R . . H21A H 0.8678 0.0135 0.8806 0.0523 Uiso 1.0 4 calc R . . H22A H 0.9412 0.1213 0.8372 0.0540 Uiso 1.0 4 calc R . . H25A H 0.8450 0.0715 0.5263 0.0482 Uiso 1.0 4 calc R . . H26A H 0.7985 -0.0400 0.5783 0.0454 Uiso 1.0 4 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ir1 0.0354(3) 0.0267(2) 0.0278(3) 0.00018(12) 0.01376(16) -0.00413(11) O1 0.042(4) 0.031(3) 0.034(4) 0.002(3) 0.005(3) -0.001(3) O12 0.053(4) 0.038(4) 0.053(5) -0.007(3) 0.019(4) 0.007(3) N2 0.055(5) 0.021(4) 0.038(5) -0.009(3) 0.028(4) -0.005(3) N5 0.044(5) 0.026(4) 0.040(4) 0.001(3) 0.022(4) -0.007(3) N12 0.040(5) 0.034(4) 0.035(5) 0.003(4) 0.005(4) -0.000(3) C1 0.033(5) 0.032(5) 0.026(5) 0.004(4) 0.010(4) -0.001(4) C3 0.069(7) 0.035(5) 0.043(6) -0.004(5) 0.039(5) -0.010(4) C4 0.063(7) 0.035(5) 0.053(6) 0.001(5) 0.035(6) -0.004(5) C6 0.087(8) 0.029(5) 0.073(8) -0.019(5) 0.059(7) -0.015(5) C7 0.100(10) 0.045(6) 0.081(10) 0.010(6) 0.048(8) 0.019(6) C8 0.092(9) 0.048(7) 0.086(9) -0.029(6) 0.048(8) -0.023(6) C9 0.070(7) 0.035(5) 0.081(8) -0.012(5) 0.049(7) -0.013(5) C10 0.067(8) 0.057(7) 0.111(11) -0.026(6) 0.051(8) -0.034(7) C11 0.128(11) 0.033(6) 0.074(9) 0.005(6) 0.056(8) 0.007(6) C12 0.053(6) 0.029(5) 0.028(5) -0.004(4) 0.023(5) -0.002(4) C13 0.050(6) 0.046(6) 0.032(5) 0.005(5) 0.005(5) 0.002(4) C14 0.031(5) 0.035(5) 0.038(5) -0.002(4) 0.005(4) 0.004(4) C15 0.045(6) 0.063(7) 0.044(6) 0.019(5) 0.010(5) 0.012(5) C16 0.051(7) 0.080(8) 0.045(7) 0.013(6) 0.014(6) 0.011(6) C17 0.043(6) 0.048(6) 0.055(7) 0.002(5) 0.022(5) -0.006(5) C18 0.052(6) 0.053(6) 0.044(6) 0.014(5) 0.013(5) 0.005(5) C19 0.058(6) 0.039(5) 0.037(6) 0.007(5) 0.008(5) 0.005(4) C21 0.038(5) 0.049(6) 0.041(6) 0.003(5) 0.010(5) -0.002(5) C22 0.040(6) 0.053(6) 0.040(6) -0.002(5) 0.011(5) -0.017(5) C23 0.040(6) 0.077(8) 0.067(8) -0.017(6) 0.015(6) -0.020(6) C24 0.057(7) 0.064(7) 0.065(8) -0.011(6) 0.038(6) -0.017(6) C25 0.049(6) 0.050(6) 0.034(6) -0.004(5) 0.030(5) -0.012(4) C26 0.036(5) 0.048(5) 0.035(5) 0.004(4) 0.020(4) -0.017(4) C27 0.041(6) 0.036(5) 0.080(8) 0.014(5) 0.018(6) -0.010(5) C28 0.067(8) 0.048(7) 0.061(8) 0.030(6) 0.007(6) 0.000(5) #============================================================================== _computing_data_collection 'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 rc13' _computing_data_reduction 'CrystalClear-SM Expert 2.0 rc13' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Ir1 O1 2.072(6) yes . . Ir1 C1 2.058(9) yes . . Ir1 C21 2.089(9) yes . . Ir1 C22 2.106(9) yes . . Ir1 C25 2.181(12) yes . . Ir1 C26 2.174(10) yes . . O1 C12 1.300(10) yes . . O12 C12 1.232(10) yes . . N2 C1 1.366(13) yes . . N2 C3 1.383(13) yes . . N2 C6 1.471(11) yes . . N5 C1 1.366(11) yes . . N5 C4 1.387(15) yes . . N5 C9 1.474(14) yes . . N12 C12 1.362(11) yes . . N12 C13 1.430(11) yes . . C3 C4 1.336(13) yes . . C6 C7 1.523(16) yes . . C6 C8 1.510(16) yes . . C9 C10 1.520(15) yes . . C9 C11 1.528(15) yes . . C13 C14 1.527(15) yes . . C14 C15 1.371(14) yes . . C14 C19 1.367(12) yes . . C15 C16 1.374(17) yes . . C16 C17 1.367(14) yes . . C17 C18 1.370(15) yes . . C18 C19 1.376(17) yes . . C21 C22 1.413(15) yes . . C21 C28 1.503(15) yes . . C22 C23 1.536(17) yes . . C23 C24 1.513(16) yes . . C24 C25 1.508(14) yes . . C25 C26 1.402(13) yes . . C26 C27 1.516(12) yes . . C27 C28 1.513(19) yes . . N12 H12 0.980 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C6 H6 1.000 no . . C7 H7A 0.980 no . . C7 H7B 0.980 no . . C7 H7C 0.980 no . . C8 H8A 0.980 no . . C8 H8B 0.980 no . . C8 H8C 0.980 no . . C9 H9 1.000 no . . C10 H10A 0.980 no . . C10 H10B 0.980 no . . C10 H10C 0.980 no . . C11 H11A 0.980 no . . C11 H11B 0.980 no . . C11 H11C 0.980 no . . C13 H13A 0.990 no . . C13 H13B 0.990 no . . C15 H15 0.950 no . . C16 H16 0.950 no . . C17 H17 0.950 no . . C18 H18 0.950 no . . C19 H19 0.950 no . . C21 H21A 0.950 no . . C22 H22A 0.950 no . . C23 H23A 0.990 no . . C23 H23B 0.990 no . . C24 H24A 0.990 no . . C24 H24B 0.990 no . . C25 H25A 0.950 no . . C26 H26A 0.950 no . . C27 H27A 0.990 no . . C27 H27B 0.990 no . . C28 H28A 0.990 no . . C28 H28B 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O1 Ir1 C1 91.0(3) yes . . . O1 Ir1 C21 150.6(3) yes . . . O1 Ir1 C22 168.7(4) yes . . . O1 Ir1 C25 90.0(3) yes . . . O1 Ir1 C26 87.4(3) yes . . . C1 Ir1 C21 91.1(4) yes . . . C1 Ir1 C22 94.4(4) yes . . . C1 Ir1 C25 160.8(4) yes . . . C1 Ir1 C26 161.6(4) yes . . . C21 Ir1 C22 39.4(4) yes . . . C21 Ir1 C25 97.4(4) yes . . . C21 Ir1 C26 81.5(4) yes . . . C22 Ir1 C25 81.7(4) yes . . . C22 Ir1 C26 90.5(4) yes . . . C25 Ir1 C26 37.6(4) yes . . . Ir1 O1 C12 119.3(5) yes . . . C1 N2 C3 110.6(7) yes . . . C1 N2 C6 124.1(9) yes . . . C3 N2 C6 125.3(10) yes . . . C1 N5 C4 110.8(8) yes . . . C1 N5 C9 125.3(9) yes . . . C4 N5 C9 123.9(8) yes . . . C12 N12 C13 121.5(7) yes . . . Ir1 C1 N2 126.1(6) yes . . . Ir1 C1 N5 129.7(7) yes . . . N2 C1 N5 104.2(8) yes . . . N2 C3 C4 107.5(10) yes . . . N5 C4 C3 107.0(9) yes . . . N2 C6 C7 109.1(8) yes . . . N2 C6 C8 110.9(8) yes . . . C7 C6 C8 112.7(11) yes . . . N5 C9 C10 108.7(10) yes . . . N5 C9 C11 108.6(9) yes . . . C10 C9 C11 111.5(9) yes . . . O1 C12 O12 125.5(8) yes . . . O1 C12 N12 113.1(7) yes . . . O12 C12 N12 121.4(7) yes . . . N12 C13 C14 115.0(8) yes . . . C13 C14 C15 122.8(8) yes . . . C13 C14 C19 120.3(9) yes . . . C15 C14 C19 116.9(10) yes . . . C14 C15 C16 121.2(9) yes . . . C15 C16 C17 120.9(11) yes . . . C16 C17 C18 118.9(11) yes . . . C17 C18 C19 119.1(9) yes . . . C14 C19 C18 122.9(10) yes . . . Ir1 C21 C22 71.0(5) yes . . . Ir1 C21 C28 112.0(7) yes . . . C22 C21 C28 125.5(11) yes . . . Ir1 C22 C21 69.7(5) yes . . . Ir1 C22 C23 113.4(7) yes . . . C21 C22 C23 122.6(10) yes . . . C22 C23 C24 113.3(8) yes . . . C23 C24 C25 113.0(10) yes . . . Ir1 C25 C24 109.6(7) yes . . . Ir1 C25 C26 71.0(7) yes . . . C24 C25 C26 126.1(8) yes . . . Ir1 C26 C25 71.5(6) yes . . . Ir1 C26 C27 111.8(7) yes . . . C25 C26 C27 123.6(8) yes . . . C26 C27 C28 113.1(9) yes . . . C21 C28 C27 113.5(9) yes . . . C12 N12 H12 129.013 no . . . C13 N12 H12 104.167 no . . . N2 C3 H3 126.267 no . . . C4 C3 H3 126.270 no . . . N5 C4 H4 126.520 no . . . C3 C4 H4 126.527 no . . . N2 C6 H6 108.008 no . . . C7 C6 H6 108.004 no . . . C8 C6 H6 108.000 no . . . C6 C7 H7A 109.470 no . . . C6 C7 H7B 109.471 no . . . C6 C7 H7C 109.469 no . . . H7A C7 H7B 109.476 no . . . H7A C7 H7C 109.477 no . . . H7B C7 H7C 109.464 no . . . C6 C8 H8A 109.469 no . . . C6 C8 H8B 109.465 no . . . C6 C8 H8C 109.477 no . . . H8A C8 H8B 109.473 no . . . H8A C8 H8C 109.478 no . . . H8B C8 H8C 109.465 no . . . N5 C9 H9 109.355 no . . . C10 C9 H9 109.359 no . . . C11 C9 H9 109.359 no . . . C9 C10 H10A 109.477 no . . . C9 C10 H10B 109.469 no . . . C9 C10 H10C 109.466 no . . . H10A C10 H10B 109.479 no . . . H10A C10 H10C 109.469 no . . . H10B C10 H10C 109.467 no . . . C9 C11 H11A 109.470 no . . . C9 C11 H11B 109.470 no . . . C9 C11 H11C 109.467 no . . . H11A C11 H11B 109.478 no . . . H11A C11 H11C 109.466 no . . . H11B C11 H11C 109.475 no . . . N12 C13 H13A 108.512 no . . . N12 C13 H13B 108.513 no . . . C14 C13 H13A 108.508 no . . . C14 C13 H13B 108.502 no . . . H13A C13 H13B 107.517 no . . . C14 C15 H15 119.400 no . . . C16 C15 H15 119.394 no . . . C15 C16 H16 119.569 no . . . C17 C16 H16 119.559 no . . . C16 C17 H17 120.525 no . . . C18 C17 H17 120.532 no . . . C17 C18 H18 120.429 no . . . C19 C18 H18 120.429 no . . . C14 C19 H19 118.570 no . . . C18 C19 H19 118.572 no . . . Ir1 C21 H21A 86.911 no . . . C22 C21 H21A 117.250 no . . . C28 C21 H21A 117.247 no . . . Ir1 C22 H22A 87.052 no . . . C21 C22 H22A 118.716 no . . . C23 C22 H22A 118.727 no . . . C22 C23 H23A 108.907 no . . . C22 C23 H23B 108.913 no . . . C24 C23 H23A 108.909 no . . . C24 C23 H23B 108.925 no . . . H23A C23 H23B 107.735 no . . . C23 C24 H24A 109.006 no . . . C23 C24 H24B 108.994 no . . . C25 C24 H24A 108.993 no . . . C25 C24 H24B 108.992 no . . . H24A C24 H24B 107.773 no . . . Ir1 C25 H25A 89.386 no . . . C24 C25 H25A 116.964 no . . . C26 C25 H25A 116.954 no . . . Ir1 C26 H26A 86.797 no . . . C25 C26 H26A 118.202 no . . . C27 C26 H26A 118.191 no . . . C26 C27 H27A 108.965 no . . . C26 C27 H27B 108.963 no . . . C28 C27 H27A 108.957 no . . . C28 C27 H27B 108.965 no . . . H27A C27 H27B 107.774 no . . . C21 C28 H28A 108.865 no . . . C21 C28 H28B 108.862 no . . . C27 C28 H28A 108.875 no . . . C27 C28 H28B 108.868 no . . . H28A C28 H28B 107.713 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O1 Ir1 C1 N2 74.1(5) no . . . . O1 Ir1 C1 N5 -108.1(6) no . . . . C1 Ir1 O1 C12 62.7(6) no . . . . O1 Ir1 C21 C22 170.4(5) no . . . . O1 Ir1 C21 C28 48.9(11) no . . . . C21 Ir1 O1 C12 156.7(7) no . . . . O1 Ir1 C25 C24 151.6(5) no . . . . O1 Ir1 C25 C26 -85.8(4) no . . . . C25 Ir1 O1 C12 -98.1(6) no . . . . O1 Ir1 C26 C25 93.3(3) no . . . . O1 Ir1 C26 C27 -147.0(5) no . . . . C26 Ir1 O1 C12 -135.6(6) no . . . . C1 Ir1 C21 C22 -95.6(5) no . . . . C1 Ir1 C21 C28 142.8(6) no . . . . C21 Ir1 C1 N2 -76.6(6) no . . . . C21 Ir1 C1 N5 101.3(6) no . . . . C1 Ir1 C22 C21 86.3(5) no . . . . C1 Ir1 C22 C23 -156.0(6) no . . . . C22 Ir1 C1 N2 -115.9(6) no . . . . C22 Ir1 C1 N5 62.0(6) no . . . . C21 Ir1 C22 C21 -0.0(5) no . . . . C21 Ir1 C22 C23 117.7(9) no . . . . C22 Ir1 C21 C22 0.0(5) no . . . . C22 Ir1 C21 C28 -121.5(10) no . . . . C21 Ir1 C25 C24 -56.9(5) no . . . . C21 Ir1 C25 C26 65.7(4) no . . . . C25 Ir1 C21 C22 67.1(5) no . . . . C25 Ir1 C21 C28 -54.4(6) no . . . . C21 Ir1 C26 C25 -114.0(4) no . . . . C21 Ir1 C26 C27 5.7(5) no . . . . C26 Ir1 C21 C22 101.3(5) no . . . . C26 Ir1 C21 C28 -20.2(6) no . . . . C22 Ir1 C25 C24 -20.7(5) no . . . . C22 Ir1 C25 C26 101.9(4) no . . . . C25 Ir1 C22 C21 -112.5(5) no . . . . C25 Ir1 C22 C23 5.2(6) no . . . . C22 Ir1 C26 C25 -75.5(4) no . . . . C22 Ir1 C26 C27 44.1(6) no . . . . C26 Ir1 C22 C21 -75.9(5) no . . . . C26 Ir1 C22 C23 41.8(6) no . . . . C25 Ir1 C26 C25 -0.0(4) no . . . . C25 Ir1 C26 C27 119.7(7) no . . . . C26 Ir1 C25 C24 -122.6(7) no . . . . C26 Ir1 C25 C26 -0.0(4) no . . . . Ir1 O1 C12 O12 20.7(13) no . . . . Ir1 O1 C12 N12 -159.5(5) no . . . . C1 N2 C3 C4 0.7(9) no . . . . C3 N2 C1 Ir1 177.5(6) no . . . . C3 N2 C1 N5 -0.8(8) no . . . . C1 N2 C6 C7 114.0(9) no . . . . C1 N2 C6 C8 -121.3(9) no . . . . C6 N2 C1 Ir1 -3.5(11) no . . . . C6 N2 C1 N5 178.2(7) no . . . . C3 N2 C6 C7 -67.2(11) no . . . . C3 N2 C6 C8 57.5(11) no . . . . C6 N2 C3 C4 -178.3(7) no . . . . C1 N5 C4 C3 -0.2(9) no . . . . C4 N5 C1 Ir1 -177.6(6) no . . . . C4 N5 C1 N2 0.6(8) no . . . . C1 N5 C9 C10 -123.2(8) no . . . . C1 N5 C9 C11 115.3(8) no . . . . C9 N5 C1 Ir1 4.0(11) no . . . . C9 N5 C1 N2 -177.8(7) no . . . . C4 N5 C9 C10 58.5(10) no . . . . C4 N5 C9 C11 -62.9(11) no . . . . C9 N5 C4 C3 178.2(7) no . . . . C12 N12 C13 C14 -82.5(11) no . . . . C13 N12 C12 O1 174.1(8) no . . . . C13 N12 C12 O12 -6.0(14) no . . . . N2 C3 C4 N5 -0.2(9) no . . . . N12 C13 C14 C15 4.3(12) no . . . . N12 C13 C14 C19 -174.1(7) no . . . . C13 C14 C15 C16 -178.3(8) no . . . . C13 C14 C19 C18 179.3(8) no . . . . C15 C14 C19 C18 0.8(13) no . . . . C19 C14 C15 C16 0.2(13) no . . . . C14 C15 C16 C17 0.2(16) no . . . . C15 C16 C17 C18 -1.7(15) no . . . . C16 C17 C18 C19 2.7(14) no . . . . C17 C18 C19 C14 -2.3(15) no . . . . Ir1 C21 C22 Ir1 0.00(3) no . . . . Ir1 C21 C22 C23 -105.4(7) no . . . . Ir1 C21 C28 C27 32.0(11) no . . . . C22 C21 C28 C27 -49.8(13) no . . . . C28 C21 C22 Ir1 104.0(9) no . . . . C28 C21 C22 C23 -1.4(13) no . . . . Ir1 C22 C23 C24 11.6(11) no . . . . C21 C22 C23 C24 91.6(11) no . . . . C22 C23 C24 C25 -29.8(13) no . . . . C23 C24 C25 Ir1 33.0(11) no . . . . C23 C24 C25 C26 -47.3(15) no . . . . Ir1 C25 C26 Ir1 -0.000(17) no . . . . Ir1 C25 C26 C27 -104.3(8) no . . . . C24 C25 C26 Ir1 100.8(11) no . . . . C24 C25 C26 C27 -3.5(17) no . . . . Ir1 C26 C27 C28 9.9(9) no . . . . C25 C26 C27 C28 91.6(12) no . . . . C26 C27 C28 C21 -27.3(12) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Ir1 O12 3.169(6) no . . Ir1 C6 3.434(13) no . . Ir1 C9 3.554(10) no . . O1 N2 3.558(11) no . . O1 C13 3.559(11) no . . O12 C1 3.399(11) no . . O12 C9 3.501(13) no . . O12 C11 3.293(14) no . . O12 C13 2.758(11) no . . O12 C14 3.388(12) no . . O12 C15 3.535(14) no . . N2 C9 3.592(13) no . . N2 C21 3.597(14) no . . N5 C6 3.584(12) no . . N12 C15 2.880(15) no . . C1 C7 3.487(16) no . . C1 C8 3.554(15) no . . C1 C10 3.555(14) no . . C1 C11 3.506(14) no . . C1 C12 3.303(11) no . . C3 C7 3.122(14) no . . C3 C8 3.072(14) no . . C4 C10 3.025(16) no . . C4 C11 3.063(17) no . . C12 C14 3.257(13) no . . C12 C15 3.331(16) no . . C14 C17 2.786(16) no . . C15 C18 2.735(14) no . . C16 C19 2.702(15) no . . C21 C24 3.439(17) no . . C22 C27 3.123(15) no . . C23 C26 3.103(14) no . . C23 C27 3.090(15) no . . C23 C28 3.114(17) no . . C24 C27 3.130(16) no . . C25 C28 3.423(15) no . . O1 N12 2.929(9) no . 3_656 O12 C4 3.235(12) no . 4_554 N12 O1 2.929(9) no . 3_656 N12 C6 3.598(14) no . 3_656 N12 C8 3.423(17) no . 3_656 C4 O12 3.235(12) no . 4_555 C6 N12 3.598(14) no . 3_656 C8 N12 3.423(17) no . 3_656 Ir1 H6 2.8166 no . . Ir1 H9 2.9879 no . . Ir1 H24A 3.3973 no . . Ir1 H28A 3.3747 no . . O1 H6 2.9731 no . . O1 H8A 3.4613 no . . O1 H15 3.3751 no . . O1 H12 2.5573 no . . O1 H25A 2.5706 no . . O1 H26A 2.4134 no . . O12 H9 3.1164 no . . O12 H11B 2.4775 no . . O12 H13B 2.4849 no . . O12 H15 3.1545 no . . O12 H12 3.1641 no . . O12 H25A 3.0992 no . . N2 H4 3.1157 no . . N2 H7A 2.6372 no . . N2 H7B 2.6301 no . . N2 H7C 3.2847 no . . N2 H8A 2.6512 no . . N2 H8B 2.6577 no . . N2 H8C 3.2948 no . . N2 H15 3.1875 no . . N2 H21A 2.8027 no . . N5 H3 3.1116 no . . N5 H10A 2.6178 no . . N5 H10B 2.6327 no . . N5 H10C 3.2805 no . . N5 H11A 2.6344 no . . N5 H11B 2.6265 no . . N5 H11C 3.2852 no . . N5 H15 3.5090 no . . N5 H21A 3.4031 no . . N5 H22A 2.8544 no . . N12 H8A 3.5594 no . . N12 H15 2.5343 no . . C1 H3 3.1733 no . . C1 H4 3.1784 no . . C1 H6 2.5535 no . . C1 H7B 3.3752 no . . C1 H8A 3.4870 no . . C1 H9 2.6012 no . . C1 H10A 3.4808 no . . C1 H11B 3.3969 no . . C1 H15 3.3315 no . . C1 H21A 2.4290 no . . C1 H22A 2.6201 no . . C3 H6 3.3126 no . . C3 H7A 2.8569 no . . C3 H7B 3.3813 no . . C3 H8A 3.2973 no . . C3 H8B 2.8075 no . . C3 H15 3.3475 no . . C3 H16 3.2822 no . . C4 H9 3.3224 no . . C4 H10A 3.2474 no . . C4 H10B 2.7452 no . . C4 H11A 2.7839 no . . C4 H11B 3.3106 no . . C4 H15 3.5400 no . . C4 H16 3.4085 no . . C6 H3 2.8284 no . . C6 H21A 2.9915 no . . C7 H3 3.1553 no . . C7 H8A 3.3603 no . . C7 H8B 2.7360 no . . C7 H8C 2.7045 no . . C7 H21A 3.0652 no . . C8 H3 3.0619 no . . C8 H7A 2.7458 no . . C8 H7B 3.3575 no . . C8 H7C 2.7009 no . . C8 H15 3.2886 no . . C9 H4 2.8130 no . . C9 H22A 2.7567 no . . C10 H4 2.9949 no . . C10 H11A 2.7069 no . . C10 H11B 3.3585 no . . C10 H11C 2.7188 no . . C10 H22A 3.0840 no . . C11 H4 3.0805 no . . C11 H10A 3.3601 no . . C11 H10B 2.7009 no . . C11 H10C 2.7209 no . . C12 H11B 3.3935 no . . C12 H13A 3.2007 no . . C12 H13B 2.5628 no . . C12 H15 2.7731 no . . C12 H25A 3.0742 no . . C13 H15 2.7036 no . . C13 H19 2.6353 no . . C14 H16 3.2427 no . . C14 H18 3.2591 no . . C14 H12 2.7289 no . . C15 H8A 3.2798 no . . C15 H11B 3.4022 no . . C15 H13A 3.1877 no . . C15 H13B 3.1436 no . . C15 H17 3.2424 no . . C15 H19 3.1927 no . . C15 H12 2.9521 no . . C16 H18 3.2207 no . . C17 H15 3.2346 no . . C17 H19 3.2192 no . . C18 H16 3.2162 no . . C19 H13A 2.7057 no . . C19 H13B 2.7767 no . . C19 H15 3.1970 no . . C19 H17 3.2318 no . . C21 H6 3.2771 no . . C21 H7B 3.2098 no . . C21 H23A 3.3199 no . . C21 H23B 2.6857 no . . C21 H27A 3.3021 no . . C21 H27B 2.9807 no . . C21 H26A 3.2705 no . . C22 H9 3.0194 no . . C22 H10A 3.4509 no . . C22 H24A 2.9846 no . . C22 H24B 3.3393 no . . C22 H27B 3.2479 no . . C22 H28A 3.3649 no . . C22 H28B 2.9177 no . . C22 H25A 3.4236 no . . C23 H27B 2.7523 no . . C23 H28B 3.1970 no . . C23 H21A 3.4253 no . . C23 H25A 3.2640 no . . C24 H27B 2.7915 no . . C24 H22A 3.0462 no . . C24 H26A 3.4239 no . . C25 H23A 3.3091 no . . C25 H23B 2.9571 no . . C25 H27A 3.3027 no . . C25 H27B 2.6785 no . . C25 H22A 3.3094 no . . C26 H23B 3.2062 no . . C26 H24A 3.3601 no . . C26 H24B 2.9373 no . . C26 H28A 2.9843 no . . C26 H28B 3.3088 no . . C26 H21A 3.3955 no . . C27 H23B 2.7341 no . . C27 H24B 3.2391 no . . C27 H21A 3.2574 no . . C27 H25A 3.4036 no . . C28 H23B 2.7601 no . . C28 H22A 3.4282 no . . C28 H26A 3.0199 no . . H3 H4 2.4640 no . . H3 H7A 2.6273 no . . H3 H7B 3.5788 no . . H3 H8A 3.4341 no . . H3 H8B 2.5158 no . . H3 H16 3.2167 no . . H4 H10A 3.3651 no . . H4 H10B 2.4297 no . . H4 H11A 2.5321 no . . H4 H11B 3.4946 no . . H4 H16 3.4489 no . . H6 H7A 2.8588 no . . H6 H7B 2.3401 no . . H6 H7C 2.3666 no . . H6 H8A 2.3335 no . . H6 H8B 2.8491 no . . H6 H8C 2.3493 no . . H6 H28A 3.2913 no . . H6 H21A 2.6774 no . . H6 H26A 3.4537 no . . H7A H8B 2.5966 no . . H7A H8C 3.0250 no . . H7B H8C 3.5821 no . . H7B H28A 3.1249 no . . H7B H21A 2.3543 no . . H7C H8A 3.5859 no . . H7C H8B 3.0046 no . . H7C H8C 2.5142 no . . H8A H15 2.5085 no . . H8A H12 3.0110 no . . H8B H15 3.4264 no . . H9 H10A 2.3715 no . . H9 H10B 2.8690 no . . H9 H10C 2.3678 no . . H9 H11A 2.8754 no . . H9 H11B 2.3762 no . . H9 H11C 2.3787 no . . H9 H22A 2.2031 no . . H10A H11A 3.5930 no . . H10A H22A 2.5566 no . . H10B H11A 2.5212 no . . H10B H11B 3.5890 no . . H10B H11C 2.9946 no . . H10C H11A 3.0068 no . . H10C H11C 2.5557 no . . H10C H22A 3.5283 no . . H11B H15 3.3083 no . . H13A H15 3.4175 no . . H13A H19 2.5954 no . . H13A H12 2.1268 no . . H13B H15 3.3342 no . . H13B H19 2.7134 no . . H13B H12 2.7271 no . . H15 H16 2.3092 no . . H15 H12 2.5645 no . . H16 H17 2.3178 no . . H17 H18 2.3345 no . . H18 H19 2.3119 no . . H23A H24A 2.2099 no . . H23A H24B 2.5156 no . . H23A H22A 2.3697 no . . H23B H24A 2.8066 no . . H23B H24B 2.2095 no . . H23B H27B 2.1934 no . . H23B H28B 2.5956 no . . H23B H22A 2.8773 no . . H24A H22A 3.2034 no . . H24A H25A 2.2693 no . . H24B H27B 2.6501 no . . H24B H25A 2.6721 no . . H27A H28A 2.1991 no . . H27A H28B 2.5291 no . . H27A H26A 2.3433 no . . H27B H28A 2.7974 no . . H27B H28B 2.1997 no . . H27B H25A 3.5886 no . . H27B H26A 2.8581 no . . H28A H21A 2.2643 no . . H28A H26A 3.1987 no . . H28B H21A 2.6812 no . . H21A H22A 2.3049 no . . H25A H26A 2.2820 no . . Ir1 H12 3.3169 no . 3_656 O1 H8A 3.1525 no . 3_656 O1 H12 2.0249 no . 3_656 O12 H4 2.2994 no . 4_554 O12 H10B 2.6750 no . 4_554 O12 H11A 3.0554 no . 4_554 N12 H6 2.8616 no . 3_656 N12 H8A 3.1134 no . 3_656 N12 H8C 3.1346 no . 3_656 N12 H12 3.1818 no . 3_656 N12 H26A 3.1313 no . 3_656 C3 H7A 3.3691 no . 3_657 C4 H11B 3.4323 no . 4_555 C4 H13B 3.3796 no . 4_555 C6 H13A 3.4164 no . 3_656 C6 H12 3.5386 no . 3_656 C7 H3 3.0864 no . 3_657 C7 H8B 3.4869 no . 3_657 C7 H18 3.4875 no . 2_646 C7 H23B 3.4700 no . 3_757 C8 H7A 3.4721 no . 3_657 C8 H11A 3.4343 no . 2_646 C10 H18 3.2736 no . 4_655 C10 H24A 3.0863 no . 4_555 C10 H27A 3.4947 no . 2_756 C10 H25A 3.3546 no . 4_555 C11 H4 3.4680 no . 4_554 C11 H8C 3.0235 no . 2_656 C12 H4 3.3880 no . 4_554 C12 H8A 3.2997 no . 3_656 C12 H8C 3.3327 no . 3_656 C12 H10B 3.5798 no . 4_554 C12 H11A 3.5031 no . 4_554 C12 H12 3.0424 no . 3_656 C13 H4 3.5486 no . 4_554 C13 H6 3.0997 no . 3_656 C13 H16 3.4140 no . 4_554 C13 H17 3.2196 no . 4_554 C13 H26A 3.0383 no . 3_656 C14 H27A 3.4441 no . 3_656 C14 H26A 3.1162 no . 3_656 C15 H26A 3.3913 no . 3_656 C16 H13A 3.5972 no . 4_555 C16 H13B 3.1150 no . 4_555 C16 H19 3.0693 no . 4_555 C16 H23A 3.2956 no . 1_455 C16 H24A 3.4364 no . 1_455 C16 H24B 3.5335 no . 1_455 C17 H7C 3.3799 no . 2_656 C17 H10A 3.4766 no . 4_454 C17 H13A 3.1352 no . 4_555 C17 H13B 3.3058 no . 4_555 C17 H19 2.9411 no . 4_555 C17 H23A 3.4985 no . 1_455 C17 H24A 3.1538 no . 1_455 C17 H28A 3.2280 no . 2_656 C18 H7B 3.4190 no . 2_656 C18 H7C 3.0133 no . 2_656 C18 H10A 2.9785 no . 4_454 C18 H10C 3.4502 no . 4_454 C18 H23A 3.2184 no . 4_454 C18 H28A 3.3681 no . 2_656 C18 H22A 3.5704 no . 4_454 C19 H7C 3.3730 no . 2_656 C19 H16 3.2372 no . 4_554 C19 H17 3.1309 no . 4_554 C19 H23A 3.1364 no . 4_454 C19 H27A 3.1613 no . 3_656 C21 H28B 3.5428 no . 3_757 C21 H21A 3.4437 no . 3_757 C22 H7B 3.5185 no . 3_757 C22 H18 3.0650 no . 4_655 C23 H7B 3.3368 no . 3_757 C23 H18 3.3020 no . 4_655 C23 H19 3.4750 no . 4_655 C24 H10C 3.4646 no . 4_554 C25 H10B 3.5136 no . 4_554 C25 H10C 3.5872 no . 4_554 C25 H24B 3.1080 no . 3_756 C26 H13A 3.2815 no . 3_656 C26 H24B 2.9462 no . 3_756 C26 H12 3.2541 no . 3_656 C27 H10C 3.1672 no . 2_746 C27 H13A 3.4152 no . 3_656 C27 H24B 3.5878 no . 3_756 C28 H13A 3.5155 no . 3_656 C28 H17 3.4884 no . 2_646 H3 C7 3.0864 no . 3_657 H3 H7A 2.4664 no . 3_657 H3 H7C 2.8560 no . 3_657 H3 H8B 3.2422 no . 3_657 H3 H8C 3.5514 no . 3_657 H3 H11B 3.5479 no . 4_555 H3 H11C 3.5208 no . 4_555 H4 O12 2.2994 no . 4_555 H4 C11 3.4680 no . 4_555 H4 C12 3.3880 no . 4_555 H4 C13 3.5486 no . 4_555 H4 H11B 2.7697 no . 4_555 H4 H11C 3.3008 no . 4_555 H4 H13B 2.7038 no . 4_555 H6 N12 2.8616 no . 3_656 H6 C13 3.0997 no . 3_656 H6 H13A 2.5210 no . 3_656 H6 H13B 3.4419 no . 3_656 H6 H12 2.7060 no . 3_656 H7A C3 3.3691 no . 3_657 H7A C8 3.4721 no . 3_657 H7A H3 2.4664 no . 3_657 H7A H7A 3.0486 no . 3_657 H7A H8B 2.5311 no . 3_657 H7A H23B 3.2398 no . 3_757 H7B C18 3.4190 no . 2_646 H7B C22 3.5185 no . 3_757 H7B C23 3.3368 no . 3_757 H7B H18 2.9969 no . 2_646 H7B H23A 3.1786 no . 3_757 H7B H23B 2.8676 no . 3_757 H7B H28B 3.3346 no . 3_757 H7C C17 3.3799 no . 2_646 H7C C18 3.0133 no . 2_646 H7C C19 3.3730 no . 2_646 H7C H3 2.8560 no . 3_657 H7C H13A 3.5400 no . 3_656 H7C H18 3.0641 no . 2_646 H8A O1 3.1525 no . 3_656 H8A N12 3.1134 no . 3_656 H8A C12 3.2997 no . 3_656 H8A H12 3.2285 no . 3_656 H8B C7 3.4869 no . 3_657 H8B H3 3.2422 no . 3_657 H8B H7A 2.5311 no . 3_657 H8B H11C 3.5834 no . 2_646 H8B H23B 3.4011 no . 1_455 H8C N12 3.1346 no . 3_656 H8C C11 3.0235 no . 2_646 H8C C12 3.3327 no . 3_656 H8C H3 3.5514 no . 3_657 H8C H11A 2.4614 no . 2_646 H8C H11B 3.3772 no . 2_646 H8C H11C 2.8170 no . 2_646 H8C H13A 3.5790 no . 3_656 H8C H13B 3.3991 no . 3_656 H8C H12 3.5959 no . 3_656 H9 H10B 3.5946 no . 4_554 H10A C17 3.4766 no . 4_655 H10A C18 2.9785 no . 4_655 H10A H17 3.3795 no . 4_655 H10A H18 2.4705 no . 4_655 H10A H24A 3.1180 no . 4_555 H10A H28A 3.5401 no . 3_757 H10A H28B 3.4801 no . 3_757 H10B O12 2.6751 no . 4_555 H10B C12 3.5798 no . 4_555 H10B C25 3.5136 no . 4_555 H10B H9 3.5946 no . 4_555 H10B H24A 2.8874 no . 4_555 H10B H25A 2.8020 no . 4_555 H10C C18 3.4502 no . 4_655 H10C C24 3.4646 no . 4_555 H10C C25 3.5872 no . 4_555 H10C C27 3.1672 no . 2_756 H10C H18 3.2773 no . 4_655 H10C H24A 2.7397 no . 4_555 H10C H27A 2.5445 no . 2_756 H10C H27B 2.8816 no . 2_756 H10C H25A 3.0068 no . 4_555 H11A O12 3.0554 no . 4_555 H11A C8 3.4343 no . 2_656 H11A C12 3.5031 no . 4_555 H11A H8C 2.4614 no . 2_656 H11A H13B 2.9998 no . 4_555 H11B C4 3.4323 no . 4_554 H11B H3 3.5479 no . 4_554 H11B H4 2.7697 no . 4_554 H11B H8C 3.3772 no . 2_656 H11C H3 3.5208 no . 4_554 H11C H4 3.3008 no . 4_554 H11C H8B 3.5834 no . 2_656 H11C H8C 2.8170 no . 2_656 H11C H27B 3.2237 no . 2_756 H13A C6 3.4164 no . 3_656 H13A C16 3.5972 no . 4_554 H13A C17 3.1352 no . 4_554 H13A C26 3.2815 no . 3_656 H13A C27 3.4152 no . 3_656 H13A C28 3.5155 no . 3_656 H13A H6 2.5210 no . 3_656 H13A H7C 3.5400 no . 3_656 H13A H8C 3.5790 no . 3_656 H13A H16 3.4492 no . 4_554 H13A H17 2.6044 no . 4_554 H13A H27A 3.0632 no . 3_656 H13A H28A 2.8972 no . 3_656 H13A H26A 2.6224 no . 3_656 H13B C4 3.3796 no . 4_554 H13B C16 3.1150 no . 4_554 H13B C17 3.3058 no . 4_554 H13B H4 2.7038 no . 4_554 H13B H6 3.4419 no . 3_656 H13B H8C 3.3991 no . 3_656 H13B H11A 2.9998 no . 4_554 H13B H16 2.7181 no . 4_554 H13B H17 3.1035 no . 4_554 H15 H26A 3.4570 no . 3_656 H16 C13 3.4140 no . 4_555 H16 C19 3.2372 no . 4_555 H16 H13A 3.4492 no . 4_555 H16 H13B 2.7181 no . 4_555 H16 H19 2.5339 no . 4_555 H16 H23A 2.8770 no . 1_455 H17 C13 3.2196 no . 4_555 H17 C19 3.1309 no . 4_555 H17 C28 3.4884 no . 2_656 H17 H10A 3.3795 no . 4_454 H17 H13A 2.6044 no . 4_555 H17 H13B 3.1035 no . 4_555 H17 H19 2.2746 no . 4_555 H17 H23A 3.2486 no . 1_455 H17 H24A 3.1501 no . 1_455 H17 H27A 3.2889 no . 2_656 H17 H28A 2.5757 no . 2_656 H18 C7 3.4875 no . 2_656 H18 C10 3.2736 no . 4_454 H18 C22 3.0650 no . 4_454 H18 C23 3.3020 no . 4_454 H18 H7B 2.9969 no . 2_656 H18 H7C 3.0641 no . 2_656 H18 H10A 2.4705 no . 4_454 H18 H10C 3.2773 no . 4_454 H18 H23A 2.6806 no . 4_454 H18 H28A 2.8522 no . 2_656 H18 H22A 2.6810 no . 4_454 H19 C16 3.0693 no . 4_554 H19 C17 2.9411 no . 4_554 H19 C23 3.4750 no . 4_454 H19 H16 2.5339 no . 4_554 H19 H17 2.2746 no . 4_554 H19 H23A 2.4976 no . 4_454 H19 H27A 3.0708 no . 3_656 H23A C16 3.2956 no . 1_655 H23A C17 3.4985 no . 1_655 H23A C18 3.2184 no . 4_655 H23A C19 3.1364 no . 4_655 H23A H7B 3.1786 no . 3_757 H23A H16 2.8770 no . 1_655 H23A H17 3.2486 no . 1_655 H23A H18 2.6806 no . 4_655 H23A H19 2.4976 no . 4_655 H23B C7 3.4700 no . 3_757 H23B H7A 3.2398 no . 3_757 H23B H7B 2.8676 no . 3_757 H23B H8B 3.4011 no . 1_655 H24A C10 3.0863 no . 4_554 H24A C16 3.4364 no . 1_655 H24A C17 3.1538 no . 1_655 H24A H10A 3.1180 no . 4_554 H24A H10B 2.8874 no . 4_554 H24A H10C 2.7397 no . 4_554 H24A H17 3.1501 no . 1_655 H24B C16 3.5335 no . 1_655 H24B C25 3.1080 no . 3_756 H24B C26 2.9462 no . 3_756 H24B C27 3.5878 no . 3_756 H24B H24B 3.5833 no . 3_756 H24B H27A 3.5091 no . 3_756 H24B H27B 3.5414 no . 3_756 H24B H25A 3.2095 no . 3_756 H24B H26A 3.0057 no . 3_756 H27A C10 3.4947 no . 2_746 H27A C14 3.4441 no . 3_656 H27A C19 3.1613 no . 3_656 H27A H10C 2.5445 no . 2_746 H27A H13A 3.0632 no . 3_656 H27A H17 3.2889 no . 2_646 H27A H19 3.0708 no . 3_656 H27A H24B 3.5091 no . 3_756 H27B H10C 2.8816 no . 2_746 H27B H11C 3.2237 no . 2_746 H27B H24B 3.5414 no . 3_756 H27B H25A 3.3596 no . 3_756 H28A C17 3.2280 no . 2_646 H28A C18 3.3681 no . 2_646 H28A H10A 3.5401 no . 3_757 H28A H13A 2.8972 no . 3_656 H28A H17 2.5757 no . 2_646 H28A H18 2.8522 no . 2_646 H28B C21 3.5428 no . 3_757 H28B H7B 3.3346 no . 3_757 H28B H10A 3.4801 no . 3_757 H28B H21A 3.0230 no . 3_757 H12 Ir1 3.3169 no . 3_656 H12 O1 2.0249 no . 3_656 H12 N12 3.1818 no . 3_656 H12 C6 3.5386 no . 3_656 H12 C12 3.0424 no . 3_656 H12 C26 3.2541 no . 3_656 H12 H6 2.7060 no . 3_656 H12 H8A 3.2285 no . 3_656 H12 H8C 3.5959 no . 3_656 H12 H12 2.8654 no . 3_656 H12 H26A 2.3489 no . 3_656 H21A C21 3.4437 no . 3_757 H21A H28B 3.0230 no . 3_757 H21A H21A 3.5122 no . 3_757 H22A C18 3.5704 no . 4_655 H22A H18 2.6810 no . 4_655 H25A C10 3.3546 no . 4_554 H25A H10B 2.8020 no . 4_554 H25A H10C 3.0068 no . 4_554 H25A H24B 3.2095 no . 3_756 H25A H27B 3.3596 no . 3_756 H26A N12 3.1313 no . 3_656 H26A C13 3.0383 no . 3_656 H26A C14 3.1162 no . 3_656 H26A C15 3.3913 no . 3_656 H26A H13A 2.6224 no . 3_656 H26A H15 3.4570 no . 3_656 H26A H24B 3.0057 no . 3_756 H26A H12 2.3489 no . 3_656 #============================================================================== loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag N12 H12 O1 . . 3_656 2.929(9) 0.980 2.025 152.6 no #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 956512'