# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Fuyou Li' _publ_contact_author_email FYLI@FUDAN.EDU.CN _publ_section_title ; Reply to Comment on 'Aggregation-induced phosphorescent emission (AIPE) of iridium(III) complexes': origin of the enhanced phosphorescence ; loop_ _publ_author_name 'Fuyou Li' 'Kewei Huang' 'Chunhui Huang' 'Huazhou Wu' # Attachment 'Ir(ppy)2(L2).cif' data_r80728h _database_code_depnum_ccdc_archive 'CCDC 699180' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H27 Ir N2 O2' _chemical_formula_sum 'C34 H27 Ir N2 O2' _chemical_formula_weight 687.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.983(2) _cell_length_b 14.347(3) _cell_length_c 17.691(4) _cell_angle_alpha 73.15(3) _cell_angle_beta 89.88(3) _cell_angle_gamma 79.57(3) _cell_volume 2620.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 7382 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 5.131 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4586 _exptl_absorpt_correction_T_max 0.6279 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18313 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0777 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 27.52 _reflns_number_total 11745 _reflns_number_gt 9041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crystalclear(Rigaku/MSC Inc., 2005)' _computing_cell_refinement Crystalclear _computing_data_reduction Crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The large q peak is due to the twin. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0971P)^2^+24.3368P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11745 _refine_ls_number_parameters 724 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.1877 _refine_ls_wR_factor_gt 0.1803 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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 0.38533(3) 0.24772(3) 1.00751(2) 0.02419(12) Uani 1 1 d . . . Ir2 Ir 0.88200(3) 0.25673(3) 0.37150(2) 0.02600(12) Uani 1 1 d . . . O1 O 0.4491(7) 0.2167(5) 0.9022(4) 0.0310(15) Uani 1 1 d . . . O2 O 0.4817(6) 0.3686(5) 0.9733(4) 0.0271(14) Uani 1 1 d . . . O3 O 0.9434(7) 0.2263(6) 0.4917(4) 0.0335(16) Uani 1 1 d . . . O4 O 0.9795(7) 0.3774(5) 0.3490(5) 0.0317(16) Uani 1 1 d . . . N1 N 0.2229(8) 0.3218(7) 0.9457(5) 0.0312(18) Uani 1 1 d . . . N2 N 0.5392(7) 0.1676(6) 1.0765(5) 0.0248(16) Uani 1 1 d . . . N3 N 1.0349(8) 0.1727(6) 0.3415(5) 0.0273(17) Uani 1 1 d . . . N4 N 0.7200(8) 0.3358(6) 0.3939(5) 0.0286(17) Uani 1 1 d . . . C1 C 0.5116(10) 0.2657(8) 0.8495(6) 0.031(2) Uani 1 1 d . . . C2 C 0.5246(9) 0.2312(8) 0.7766(6) 0.029(2) Uani 1 1 d . . . C3 C 0.4553(11) 0.1640(9) 0.7650(7) 0.038(2) Uani 1 1 d . . . H3 H 0.4020 0.1376 0.8046 0.046 Uiso 1 1 calc R . . C4 C 0.4625(12) 0.1348(9) 0.6967(7) 0.042(3) Uani 1 1 d . . . H4 H 0.4126 0.0904 0.6890 0.051 Uiso 1 1 calc R . . C5 C 0.5432(11) 0.1707(9) 0.6399(6) 0.037(2) Uani 1 1 d . . . H5 H 0.5482 0.1514 0.5928 0.044 Uiso 1 1 calc R . . C6 C 0.6164(12) 0.2345(9) 0.6518(7) 0.041(3) Uani 1 1 d . . . H6 H 0.6719 0.2580 0.6126 0.049 Uiso 1 1 calc R . . C7 C 0.6113(11) 0.2652(9) 0.7188(7) 0.035(2) Uani 1 1 d . . . C8 C 0.6949(14) 0.3255(11) 0.7384(8) 0.052(4) Uani 1 1 d . . . H8A H 0.7273 0.3631 0.6889 0.063 Uiso 1 1 calc R . . H8B H 0.7664 0.2804 0.7719 0.063 Uiso 1 1 calc R . . C9 C 0.6346(13) 0.3977(10) 0.7812(7) 0.045(3) Uani 1 1 d . . . H9A H 0.5750 0.4515 0.7442 0.054 Uiso 1 1 calc R . . H9B H 0.6990 0.4280 0.7991 0.054 Uiso 1 1 calc R . . C10 C 0.5664(10) 0.3469(8) 0.8530(6) 0.032(2) Uani 1 1 d . . . C11 C 0.5478(9) 0.3921(7) 0.9139(6) 0.028(2) Uani 1 1 d . . . C12 C 0.6069(10) 0.4800(8) 0.9100(7) 0.034(2) Uani 1 1 d . . . H12A H 0.5799 0.5067 0.9537 0.051 Uiso 1 1 calc R . . H12B H 0.5819 0.5312 0.8595 0.051 Uiso 1 1 calc R . . H12C H 0.6973 0.4594 0.9143 0.051 Uiso 1 1 calc R . . C13 C 0.2044(11) 0.4156(9) 0.9005(7) 0.040(3) Uani 1 1 d . . . H13 H 0.2710 0.4506 0.8954 0.048 Uiso 1 1 calc R . . C14 C 0.0914(11) 0.4645(10) 0.8603(8) 0.046(3) Uani 1 1 d . . . H14 H 0.0810 0.5311 0.8275 0.055 Uiso 1 1 calc R . . C15 C -0.0043(11) 0.4137(9) 0.8694(7) 0.042(3) Uani 1 1 d . . . H15 H -0.0826 0.4456 0.8430 0.050 Uiso 1 1 calc R . . C16 C 0.0117(10) 0.3165(8) 0.9167(6) 0.032(2) Uani 1 1 d . . . H16 H -0.0555 0.2820 0.9243 0.039 Uiso 1 1 calc R . . C17 C 0.1286(9) 0.2699(8) 0.9531(6) 0.029(2) Uani 1 1 d . . . C18 C 0.1627(9) 0.1678(8) 1.0046(6) 0.028(2) Uani 1 1 d . . . C19 C 0.0807(10) 0.1019(8) 1.0231(6) 0.031(2) Uani 1 1 d . . . H19 H -0.0020 0.1225 1.0009 0.037 Uiso 1 1 calc R . . C20 C 0.1182(10) 0.0063(8) 1.0734(6) 0.032(2) Uani 1 1 d . . . H20 H 0.0615 -0.0380 1.0864 0.039 Uiso 1 1 calc R . . C21 C 0.2406(10) -0.0236(7) 1.1045(6) 0.030(2) Uani 1 1 d . . . H21 H 0.2679 -0.0889 1.1385 0.036 Uiso 1 1 calc R . . C22 C 0.3229(10) 0.0427(8) 1.0856(6) 0.031(2) Uani 1 1 d . . . H22 H 0.4058 0.0208 1.1072 0.037 Uiso 1 1 calc R . . C23 C 0.2879(10) 0.1397(8) 1.0363(6) 0.029(2) Uani 1 1 d . . . C24 C 0.6322(10) 0.1107(8) 1.0532(7) 0.032(2) Uani 1 1 d . . . H24 H 0.6287 0.1072 1.0004 0.038 Uiso 1 1 calc R . . C25 C 0.7329(10) 0.0567(9) 1.1023(7) 0.036(2) Uani 1 1 d . . . H25 H 0.7973 0.0157 1.0845 0.043 Uiso 1 1 calc R . . C26 C 0.7380(10) 0.0636(9) 1.1786(7) 0.038(2) Uani 1 1 d . . . H26 H 0.8077 0.0285 1.2134 0.045 Uiso 1 1 calc R . . C27 C 0.6424(10) 0.1212(8) 1.2041(6) 0.033(2) Uani 1 1 d . . . H27 H 0.6451 0.1248 1.2568 0.040 Uiso 1 1 calc R . . C28 C 0.5415(9) 0.1743(8) 1.1524(6) 0.0261(19) Uani 1 1 d . . . C29 C 0.4326(9) 0.2342(7) 1.1710(7) 0.029(2) Uani 1 1 d . . . C30 C 0.4171(9) 0.2512(8) 1.2454(6) 0.029(2) Uani 1 1 d . . . H30 H 0.4824 0.2259 1.2853 0.035 Uiso 1 1 calc R . . C31 C 0.3048(10) 0.3058(8) 1.2602(7) 0.034(2) Uani 1 1 d . . . H31 H 0.2928 0.3164 1.3105 0.041 Uiso 1 1 calc R . . C32 C 0.2104(10) 0.3445(8) 1.2000(7) 0.032(2) Uani 1 1 d . . . H32 H 0.1336 0.3804 1.2099 0.039 Uiso 1 1 calc R . . C33 C 0.2286(10) 0.3308(8) 1.1261(7) 0.031(2) Uani 1 1 d . . . H33 H 0.1648 0.3601 1.0856 0.037 Uiso 1 1 calc R . . C34 C 0.3398(9) 0.2742(7) 1.1092(6) 0.027(2) Uani 1 1 d . . . C35 C 1.0158(9) 0.2691(7) 0.5208(6) 0.0257(19) Uani 1 1 d . A . C36 C 1.0317(9) 0.2342(7) 0.6085(6) 0.027(2) Uani 1 1 d . A . C37 C 0.9608(11) 0.1671(10) 0.6518(7) 0.041(3) Uani 1 1 d . . . H37 H 0.9052 0.1431 0.6243 0.049 Uiso 1 1 calc R . . C38 C 0.9696(12) 0.1348(9) 0.7340(7) 0.041(3) Uani 1 1 d . . . H38 H 0.9229 0.0876 0.7625 0.049 Uiso 1 1 calc R . . C39 C 1.0491(11) 0.1733(9) 0.7739(7) 0.039(3) Uani 1 1 d . . . H39 H 1.0545 0.1543 0.8301 0.047 Uiso 1 1 calc R . . C40 C 1.1195(13) 0.2390(10) 0.7311(8) 0.046(3) Uani 1 1 d . A . H40 H 1.1729 0.2648 0.7586 0.055 Uiso 1 1 calc R . . C41 C 1.1145(10) 0.2686(8) 0.6485(6) 0.032(2) Uani 1 1 d D . . C42 C 1.2079(14) 0.3237(14) 0.6011(9) 0.038(5) Uani 0.69(3) 1 d PDU A 1 H42A H 1.2769 0.2757 0.5897 0.045 Uiso 0.69(3) 1 calc PR A 1 H42B H 1.2427 0.3608 0.6324 0.045 Uiso 0.69(3) 1 calc PR A 1 C43 C 1.1472(17) 0.3960(12) 0.5235(9) 0.042(5) Uani 0.69(3) 1 d PDU A 1 H43A H 1.0890 0.4509 0.5349 0.050 Uiso 0.69(3) 1 calc PR A 1 H43B H 1.2119 0.4248 0.4905 0.050 Uiso 0.69(3) 1 calc PR A 1 C42' C 1.161(3) 0.3596(17) 0.6027(14) 0.023(8) Uani 0.31(3) 1 d PDU A 2 H42C H 1.2349 0.3673 0.6307 0.028 Uiso 0.31(3) 1 calc PR A 2 H42D H 1.0961 0.4195 0.5958 0.028 Uiso 0.31(3) 1 calc PR A 2 C43' C 1.1947(18) 0.345(3) 0.5224(14) 0.027(9) Uani 0.31(3) 1 d PDU A 2 H43C H 1.2364 0.3988 0.4921 0.032 Uiso 0.31(3) 1 calc PR A 2 H43D H 1.2521 0.2809 0.5300 0.032 Uiso 0.31(3) 1 calc PR A 2 C44 C 1.0777(10) 0.3463(9) 0.4777(6) 0.037(2) Uani 1 1 d D . . C45 C 1.0515(9) 0.3947(8) 0.3964(6) 0.029(2) Uani 1 1 d . A . C46 C 1.1113(12) 0.4846(9) 0.3583(8) 0.042(3) Uani 1 1 d . . . H46A H 1.0659 0.5236 0.3082 0.063 Uiso 1 1 calc R A . H46B H 1.1978 0.4618 0.3483 0.063 Uiso 1 1 calc R . . H46C H 1.1086 0.5258 0.3941 0.063 Uiso 1 1 calc R . . C47 C 1.1276(9) 0.1141(8) 0.3935(6) 0.031(2) Uani 1 1 d . . . H47 H 1.1249 0.1133 0.4474 0.037 Uiso 1 1 calc R . . C48 C 1.2250(11) 0.0559(9) 0.3706(7) 0.038(2) Uani 1 1 d . . . H48 H 1.2878 0.0141 0.4084 0.045 Uiso 1 1 calc R . . C49 C 1.2312(11) 0.0588(9) 0.2916(7) 0.038(2) Uani 1 1 d . . . H49 H 1.2989 0.0199 0.2745 0.046 Uiso 1 1 calc R . . C50 C 1.1373(10) 0.1190(8) 0.2380(6) 0.031(2) Uani 1 1 d . . . H50 H 1.1403 0.1214 0.1838 0.038 Uiso 1 1 calc R . . C51 C 1.0387(9) 0.1761(7) 0.2631(6) 0.0234(18) Uani 1 1 d . . . C52 C 0.9274(9) 0.2410(6) 0.2143(5) 0.0208(17) Uani 1 1 d . . . C53 C 0.9173(10) 0.2585(8) 0.1330(7) 0.033(2) Uani 1 1 d . . . H53 H 0.9858 0.2357 0.1059 0.040 Uiso 1 1 calc R . . C54 C 0.8083(11) 0.3087(8) 0.0921(7) 0.036(2) Uani 1 1 d . . . H54 H 0.7967 0.3144 0.0376 0.043 Uiso 1 1 calc R . . C55 C 0.7114(9) 0.3527(7) 0.1324(6) 0.029(2) Uani 1 1 d . . . H55 H 0.6370 0.3912 0.1041 0.035 Uiso 1 1 calc R . . C56 C 0.7269(10) 0.3387(8) 0.2146(6) 0.030(2) Uani 1 1 d . . . H56 H 0.6601 0.3652 0.2411 0.037 Uiso 1 1 calc R . . C57 C 0.8373(9) 0.2872(7) 0.2582(6) 0.029(2) Uani 1 1 d . . . C58 C 0.7012(11) 0.4328(9) 0.3904(8) 0.040(3) Uani 1 1 d . . . H58 H 0.7692 0.4663 0.3790 0.049 Uiso 1 1 calc R . . C59 C 0.5911(12) 0.4845(9) 0.4024(8) 0.046(3) Uani 1 1 d . . . H59 H 0.5802 0.5537 0.3954 0.055 Uiso 1 1 calc R . . C60 C 0.4923(11) 0.4329(10) 0.4255(8) 0.044(3) Uani 1 1 d . . . H60 H 0.4155 0.4658 0.4383 0.053 Uiso 1 1 calc R . . C61 C 0.5096(10) 0.3335(9) 0.4293(7) 0.037(2) Uani 1 1 d . . . H61 H 0.4428 0.2989 0.4422 0.044 Uiso 1 1 calc R . . C62 C 0.6243(9) 0.2836(8) 0.4143(6) 0.029(2) Uani 1 1 d . . . C63 C 0.6585(10) 0.1808(8) 0.4147(6) 0.029(2) Uani 1 1 d . . . C64 C 0.5738(11) 0.1158(9) 0.4294(6) 0.035(2) Uani 1 1 d . . . H64 H 0.4912 0.1377 0.4414 0.042 Uiso 1 1 calc R . . C65 C 0.6118(10) 0.0192(9) 0.4264(7) 0.035(2) Uani 1 1 d . . . H65 H 0.5546 -0.0249 0.4357 0.042 Uiso 1 1 calc R . . C66 C 0.7347(11) -0.0135(8) 0.4096(6) 0.036(2) Uani 1 1 d . . . H66 H 0.7612 -0.0801 0.4092 0.043 Uiso 1 1 calc R . . C67 C 0.8171(10) 0.0516(8) 0.3937(6) 0.031(2) Uani 1 1 d . . . H67 H 0.8992 0.0286 0.3815 0.037 Uiso 1 1 calc R . . C68 C 0.7833(9) 0.1507(7) 0.3951(6) 0.028(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0280(2) 0.0252(2) 0.02140(19) -0.00873(14) 0.00183(13) -0.00699(14) Ir2 0.0304(2) 0.0277(2) 0.0235(2) -0.01102(15) 0.00234(14) -0.00888(15) O1 0.045(4) 0.032(4) 0.020(3) -0.011(3) 0.009(3) -0.013(3) O2 0.029(3) 0.026(3) 0.030(4) -0.012(3) 0.004(3) -0.008(3) O3 0.047(4) 0.033(4) 0.027(4) -0.013(3) -0.004(3) -0.016(3) O4 0.034(4) 0.032(4) 0.036(4) -0.014(3) 0.006(3) -0.015(3) N1 0.031(4) 0.029(4) 0.034(5) -0.011(4) -0.002(4) -0.007(4) N2 0.026(4) 0.027(4) 0.024(4) -0.013(3) 0.002(3) -0.001(3) N3 0.029(4) 0.032(4) 0.022(4) -0.007(3) 0.002(3) -0.009(3) N4 0.031(4) 0.031(4) 0.029(4) -0.013(3) 0.001(3) -0.012(4) C1 0.034(5) 0.032(5) 0.028(5) -0.010(4) 0.002(4) -0.007(4) C2 0.034(5) 0.028(5) 0.024(5) -0.008(4) 0.003(4) -0.006(4) C3 0.040(6) 0.041(6) 0.036(6) -0.011(5) 0.001(5) -0.012(5) C4 0.054(7) 0.044(7) 0.039(7) -0.026(5) 0.004(5) -0.015(6) C5 0.056(7) 0.038(6) 0.023(5) -0.015(4) 0.012(5) -0.016(5) C6 0.057(7) 0.039(6) 0.029(6) -0.014(5) 0.012(5) -0.011(5) C7 0.043(6) 0.038(6) 0.029(5) -0.017(4) 0.011(4) -0.008(5) C8 0.072(9) 0.060(8) 0.049(8) -0.037(7) 0.031(7) -0.042(7) C9 0.064(8) 0.044(7) 0.033(6) -0.015(5) 0.015(5) -0.023(6) C10 0.039(5) 0.034(5) 0.028(5) -0.016(4) 0.010(4) -0.012(4) C11 0.032(5) 0.025(5) 0.026(5) -0.009(4) 0.001(4) -0.005(4) C12 0.035(5) 0.034(5) 0.038(6) -0.017(5) -0.003(4) -0.010(4) C13 0.038(6) 0.041(6) 0.040(7) -0.006(5) 0.001(5) -0.013(5) C14 0.045(6) 0.046(7) 0.039(7) 0.000(5) -0.007(5) -0.008(6) C15 0.043(6) 0.041(6) 0.035(6) -0.003(5) -0.007(5) -0.007(5) C16 0.029(5) 0.037(6) 0.029(5) -0.005(4) 0.004(4) -0.009(4) C17 0.033(5) 0.033(5) 0.024(5) -0.010(4) -0.003(4) -0.011(4) C18 0.031(5) 0.035(5) 0.022(5) -0.015(4) 0.004(4) -0.007(4) C19 0.039(5) 0.036(5) 0.023(5) -0.015(4) 0.004(4) -0.013(4) C20 0.045(6) 0.030(5) 0.030(5) -0.013(4) 0.005(4) -0.021(5) C21 0.046(6) 0.020(4) 0.028(5) -0.012(4) 0.004(4) -0.008(4) C22 0.039(5) 0.034(5) 0.024(5) -0.013(4) -0.001(4) -0.010(4) C23 0.036(5) 0.031(5) 0.029(5) -0.018(4) 0.004(4) -0.012(4) C24 0.036(5) 0.030(5) 0.031(5) -0.013(4) 0.005(4) -0.005(4) C25 0.034(5) 0.040(6) 0.037(6) -0.024(5) 0.003(4) 0.004(5) C26 0.037(6) 0.037(6) 0.037(6) -0.011(5) -0.004(5) -0.003(5) C27 0.037(5) 0.037(6) 0.027(5) -0.013(4) -0.004(4) -0.004(5) C28 0.026(4) 0.034(5) 0.019(4) -0.007(4) 0.000(3) -0.010(4) C29 0.026(5) 0.026(5) 0.041(6) -0.015(4) 0.002(4) -0.009(4) C30 0.032(5) 0.039(6) 0.021(5) -0.018(4) 0.007(4) 0.000(4) C31 0.038(5) 0.032(5) 0.033(6) -0.012(4) -0.002(4) -0.007(4) C32 0.032(5) 0.037(6) 0.035(6) -0.020(5) 0.012(4) -0.007(4) C33 0.030(5) 0.029(5) 0.035(6) -0.010(4) 0.009(4) -0.007(4) C34 0.029(5) 0.033(5) 0.031(5) -0.025(4) 0.012(4) -0.012(4) C35 0.032(5) 0.024(4) 0.026(5) -0.013(4) 0.003(4) -0.007(4) C36 0.025(4) 0.030(5) 0.031(5) -0.015(4) 0.006(4) -0.007(4) C37 0.052(7) 0.056(7) 0.025(5) -0.016(5) 0.006(5) -0.031(6) C38 0.053(7) 0.049(7) 0.026(6) -0.011(5) 0.009(5) -0.024(6) C39 0.047(6) 0.042(6) 0.025(5) -0.011(5) -0.002(5) -0.002(5) C40 0.063(8) 0.045(7) 0.038(7) -0.021(5) -0.005(6) -0.018(6) C41 0.041(6) 0.031(5) 0.026(5) -0.006(4) -0.005(4) -0.014(4) C42 0.036(7) 0.042(8) 0.037(7) -0.010(6) -0.002(6) -0.015(6) C43 0.046(8) 0.038(8) 0.043(8) -0.011(6) 0.007(6) -0.014(6) C42' 0.028(11) 0.019(11) 0.025(11) -0.009(8) -0.001(8) -0.006(8) C43' 0.024(11) 0.028(12) 0.029(11) -0.004(8) 0.002(8) -0.013(8) C44 0.035(5) 0.051(7) 0.027(5) -0.009(5) -0.002(4) -0.019(5) C45 0.031(5) 0.035(5) 0.027(5) -0.016(4) 0.011(4) -0.011(4) C46 0.051(7) 0.044(6) 0.043(7) -0.021(5) 0.018(5) -0.027(6) C47 0.035(5) 0.036(5) 0.022(5) -0.009(4) -0.002(4) -0.010(4) C48 0.039(6) 0.041(6) 0.029(6) -0.006(5) -0.002(4) 0.000(5) C49 0.036(6) 0.040(6) 0.041(6) -0.019(5) -0.001(5) -0.003(5) C50 0.035(5) 0.036(5) 0.028(5) -0.011(4) 0.006(4) -0.014(4) C51 0.031(5) 0.023(4) 0.019(4) -0.008(3) -0.002(4) -0.011(4) C52 0.031(5) 0.020(4) 0.015(4) -0.009(3) 0.002(3) -0.009(4) C53 0.043(6) 0.033(5) 0.037(6) -0.027(5) 0.010(5) -0.015(5) C54 0.047(6) 0.039(6) 0.024(5) -0.007(4) -0.005(4) -0.019(5) C55 0.029(5) 0.025(5) 0.031(5) -0.006(4) 0.001(4) -0.003(4) C56 0.032(5) 0.032(5) 0.031(5) -0.012(4) 0.002(4) -0.008(4) C57 0.035(5) 0.024(5) 0.030(5) -0.011(4) 0.002(4) -0.008(4) C58 0.043(6) 0.034(6) 0.054(7) -0.026(5) 0.005(5) -0.012(5) C59 0.051(7) 0.038(6) 0.057(8) -0.025(6) 0.000(6) -0.010(5) C60 0.034(6) 0.049(7) 0.055(8) -0.026(6) 0.005(5) -0.002(5) C61 0.030(5) 0.052(7) 0.032(6) -0.014(5) 0.007(4) -0.016(5) C62 0.034(5) 0.036(5) 0.022(5) -0.013(4) -0.001(4) -0.013(4) C63 0.039(5) 0.033(5) 0.020(5) -0.012(4) -0.003(4) -0.009(4) C64 0.039(6) 0.045(6) 0.024(5) -0.012(4) 0.006(4) -0.013(5) C65 0.039(6) 0.040(6) 0.030(5) -0.009(4) 0.005(4) -0.021(5) C66 0.053(6) 0.030(5) 0.028(5) -0.009(4) 0.000(5) -0.014(5) C67 0.040(5) 0.028(5) 0.025(5) -0.007(4) 0.002(4) -0.010(4) C68 0.035(5) 0.027(5) 0.022(5) -0.005(4) -0.003(4) -0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C23 1.987(10) . ? Ir1 C34 1.989(9) . ? Ir1 N1 2.039(9) . ? Ir1 N2 2.039(8) . ? Ir1 O1 2.126(7) . ? Ir1 O2 2.133(7) . ? Ir2 C57 1.966(10) . ? Ir2 C68 1.973(10) . ? Ir2 N4 2.034(9) . ? Ir2 N3 2.047(8) . ? Ir2 O3 2.129(7) . ? Ir2 O4 2.138(7) . ? O1 C1 1.277(13) . ? O2 C11 1.275(12) . ? O3 C35 1.278(12) . ? O4 C45 1.259(12) . ? N1 C13 1.330(15) . ? N1 C17 1.367(13) . ? N2 C24 1.332(13) . ? N2 C28 1.374(12) . ? N3 C47 1.355(13) . ? N3 C51 1.373(12) . ? N4 C58 1.353(14) . ? N4 C62 1.387(13) . ? C1 C10 1.422(15) . ? C1 C2 1.507(14) . ? C2 C3 1.389(16) . ? C2 C7 1.437(15) . ? C3 C4 1.386(16) . ? C3 H3 0.9500 . ? C4 C5 1.387(17) . ? C4 H4 0.9500 . ? C5 C6 1.382(17) . ? C5 H5 0.9500 . ? C6 C7 1.377(15) . ? C6 H6 0.9500 . ? C7 C8 1.474(17) . ? C8 C9 1.513(17) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.537(16) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.405(14) . ? C11 C12 1.505(14) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.392(16) . ? C13 H13 0.9500 . ? C14 C15 1.367(18) . ? C14 H14 0.9500 . ? C15 C16 1.383(16) . ? C15 H15 0.9500 . ? C16 C17 1.397(14) . ? C16 H16 0.9500 . ? C17 C18 1.465(14) . ? C18 C19 1.393(15) . ? C18 C23 1.428(14) . ? C19 C20 1.390(15) . ? C19 H19 0.9500 . ? C20 C21 1.397(15) . ? C20 H20 0.9500 . ? C21 C22 1.400(15) . ? C21 H21 0.9500 . ? C22 C23 1.396(15) . ? C22 H22 0.9500 . ? C24 C25 1.372(15) . ? C24 H24 0.9500 . ? C25 C26 1.382(15) . ? C25 H25 0.9500 . ? C26 C27 1.374(15) . ? C26 H26 0.9500 . ? C27 C28 1.393(14) . ? C27 H27 0.9500 . ? C28 C29 1.438(14) . ? C29 C30 1.411(14) . ? C29 C34 1.412(14) . ? C30 C31 1.404(14) . ? C30 H30 0.9500 . ? C31 C32 1.404(15) . ? C31 H31 0.9500 . ? C32 C33 1.386(15) . ? C32 H32 0.9500 . ? C33 C34 1.422(13) . ? C33 H33 0.9500 . ? C35 C44 1.433(15) . ? C35 C36 1.485(14) . ? C36 C41 1.394(14) . ? C36 C37 1.400(15) . ? C37 C38 1.390(15) . ? C37 H37 0.9500 . ? C38 C39 1.404(17) . ? C38 H38 0.9500 . ? C39 C40 1.381(18) . ? C39 H39 0.9500 . ? C40 C41 1.396(16) . ? C40 H40 0.9500 . ? C41 C42' 1.501(10) . ? C41 C42 1.512(9) . ? C42 C43 1.528(10) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.509(9) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C42' C43' 1.530(10) . ? C42' H42C 0.9900 . ? C42' H42D 0.9900 . ? C43' C44 1.504(10) . ? C43' H43C 0.9900 . ? C43' H43D 0.9900 . ? C44 C45 1.409(15) . ? C45 C46 1.533(15) . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 C48 1.370(15) . ? C47 H47 0.9500 . ? C48 C49 1.389(16) . ? C48 H48 0.9500 . ? C49 C50 1.384(15) . ? C49 H49 0.9500 . ? C50 C51 1.389(14) . ? C50 H50 0.9500 . ? C51 C52 1.494(13) . ? C52 C53 1.388(14) . ? C52 C57 1.442(13) . ? C53 C54 1.366(16) . ? C53 H53 0.9500 . ? C54 C55 1.433(16) . ? C54 H54 0.9500 . ? C55 C56 1.415(15) . ? C55 H55 0.9500 . ? C56 C57 1.401(14) . ? C56 H56 0.9500 . ? C58 C59 1.350(17) . ? C58 H58 0.9500 . ? C59 C60 1.417(18) . ? C59 H59 0.9500 . ? C60 C61 1.386(17) . ? C60 H60 0.9500 . ? C61 C62 1.396(15) . ? C61 H61 0.9500 . ? C62 C63 1.453(14) . ? C63 C64 1.405(15) . ? C63 C68 1.434(15) . ? C64 C65 1.390(16) . ? C64 H64 0.9500 . ? C65 C66 1.407(16) . ? C65 H65 0.9500 . ? C66 C67 1.386(15) . ? C66 H66 0.9500 . ? C67 C68 1.410(14) . ? C67 H67 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Ir1 C34 87.5(4) . . ? C23 Ir1 N1 80.8(4) . . ? C34 Ir1 N1 96.5(4) . . ? C23 Ir1 N2 95.3(4) . . ? C34 Ir1 N2 80.4(4) . . ? N1 Ir1 N2 175.2(4) . . ? C23 Ir1 O1 94.6(3) . . ? C34 Ir1 O1 175.4(3) . . ? N1 Ir1 O1 87.8(3) . . ? N2 Ir1 O1 95.3(3) . . ? C23 Ir1 O2 177.1(4) . . ? C34 Ir1 O2 92.7(3) . . ? N1 Ir1 O2 96.3(3) . . ? N2 Ir1 O2 87.6(3) . . ? O1 Ir1 O2 85.4(3) . . ? C57 Ir2 C68 89.7(4) . . ? C57 Ir2 N4 93.9(4) . . ? C68 Ir2 N4 81.5(4) . . ? C57 Ir2 N3 81.7(4) . . ? C68 Ir2 N3 94.9(4) . . ? N4 Ir2 N3 174.3(3) . . ? C57 Ir2 O3 175.8(4) . . ? C68 Ir2 O3 93.8(3) . . ? N4 Ir2 O3 89.1(3) . . ? N3 Ir2 O3 95.5(3) . . ? C57 Ir2 O4 91.4(4) . . ? C68 Ir2 O4 176.2(4) . . ? N4 Ir2 O4 94.8(3) . . ? N3 Ir2 O4 88.9(3) . . ? O3 Ir2 O4 85.4(3) . . ? C1 O1 Ir1 128.2(7) . . ? C11 O2 Ir1 128.4(6) . . ? C35 O3 Ir2 128.5(7) . . ? C45 O4 Ir2 127.3(7) . . ? C13 N1 C17 119.5(9) . . ? C13 N1 Ir1 124.2(8) . . ? C17 N1 Ir1 116.2(7) . . ? C24 N2 C28 120.2(9) . . ? C24 N2 Ir1 124.8(7) . . ? C28 N2 Ir1 115.1(6) . . ? C47 N3 C51 119.8(9) . . ? C47 N3 Ir2 124.4(7) . . ? C51 N3 Ir2 115.8(6) . . ? C58 N4 C62 119.5(9) . . ? C58 N4 Ir2 124.8(8) . . ? C62 N4 Ir2 115.7(7) . . ? O1 C1 C10 127.0(10) . . ? O1 C1 C2 113.9(9) . . ? C10 C1 C2 119.1(9) . . ? C3 C2 C7 118.8(10) . . ? C3 C2 C1 120.7(10) . . ? C7 C2 C1 120.5(10) . . ? C4 C3 C2 121.3(11) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 119.5(11) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C6 C5 C4 120.0(10) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 121.9(11) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C2 118.4(11) . . ? C6 C7 C8 124.4(11) . . ? C2 C7 C8 117.1(10) . . ? C7 C8 C9 114.2(11) . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C8 C9 C10 111.9(10) . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C1 123.5(10) . . ? C11 C10 C9 117.5(10) . . ? C1 C10 C9 118.4(9) . . ? O2 C11 C10 127.1(10) . . ? O2 C11 C12 114.0(9) . . ? C10 C11 C12 118.9(9) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C14 122.7(11) . . ? N1 C13 H13 118.7 . . ? C14 C13 H13 118.7 . . ? C15 C14 C13 118.0(12) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? C14 C15 C16 120.7(11) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C17 118.8(10) . . ? C15 C16 H16 120.6 . . ? C17 C16 H16 120.6 . . ? N1 C17 C16 120.2(10) . . ? N1 C17 C18 113.3(9) . . ? C16 C17 C18 126.4(10) . . ? C19 C18 C23 121.4(10) . . ? C19 C18 C17 123.6(9) . . ? C23 C18 C17 114.9(9) . . ? C20 C19 C18 120.9(10) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C21 118.9(10) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C20 C21 C22 120.0(9) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 122.6(10) . . ? C23 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? C22 C23 C18 116.1(10) . . ? C22 C23 Ir1 129.2(8) . . ? C18 C23 Ir1 114.6(8) . . ? N2 C24 C25 122.6(10) . . ? N2 C24 H24 118.7 . . ? C25 C24 H24 118.7 . . ? C24 C25 C26 118.2(10) . . ? C24 C25 H25 120.9 . . ? C26 C25 H25 120.9 . . ? C27 C26 C25 120.2(10) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 119.8(10) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? N2 C28 C27 119.1(9) . . ? N2 C28 C29 114.5(8) . . ? C27 C28 C29 126.3(10) . . ? C30 C29 C34 121.8(9) . . ? C30 C29 C28 123.4(9) . . ? C34 C29 C28 114.8(9) . . ? C31 C30 C29 119.7(9) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C30 C31 C32 119.3(10) . . ? C30 C31 H31 120.3 . . ? C32 C31 H31 120.3 . . ? C33 C32 C31 120.4(10) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C32 C33 C34 122.0(10) . . ? C32 C33 H33 119.0 . . ? C34 C33 H33 119.0 . . ? C29 C34 C33 116.7(9) . . ? C29 C34 Ir1 115.0(7) . . ? C33 C34 Ir1 128.3(8) . . ? O3 C35 C44 126.6(9) . . ? O3 C35 C36 114.3(9) . . ? C44 C35 C36 119.1(9) . . ? C41 C36 C37 119.3(10) . . ? C41 C36 C35 121.0(9) . . ? C37 C36 C35 119.7(9) . . ? C38 C37 C36 121.7(11) . . ? C38 C37 H37 119.1 . . ? C36 C37 H37 119.1 . . ? C37 C38 C39 118.5(11) . . ? C37 C38 H38 120.7 . . ? C39 C38 H38 120.7 . . ? C40 C39 C38 119.6(11) . . ? C40 C39 H39 120.2 . . ? C38 C39 H39 120.2 . . ? C39 C40 C41 122.0(11) . . ? C39 C40 H40 119.0 . . ? C41 C40 H40 119.0 . . ? C36 C41 C40 118.7(10) . . ? C36 C41 C42' 116.9(15) . . ? C40 C41 C42' 121.1(14) . . ? C36 C41 C42 118.1(11) . . ? C40 C41 C42 122.5(11) . . ? C42' C41 C42 25.5(11) . . ? C41 C42 C43 110.7(12) . . ? C41 C42 H42A 109.5 . . ? C43 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? C43 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? C44 C43 C42 112.1(12) . . ? C44 C43 H43A 109.2 . . ? C42 C43 H43A 109.2 . . ? C44 C43 H43B 109.2 . . ? C42 C43 H43B 109.2 . . ? H43A C43 H43B 107.9 . . ? C41 C42' C43' 106.3(19) . . ? C41 C42' H42C 110.5 . . ? C43' C42' H42C 110.5 . . ? C41 C42' H42D 110.5 . . ? C43' C42' H42D 110.5 . . ? H42C C42' H42D 108.7 . . ? C44 C43' C42' 109(2) . . ? C44 C43' H43C 109.9 . . ? C42' C43' H43C 109.9 . . ? C44 C43' H43D 109.9 . . ? C42' C43' H43D 109.9 . . ? H43C C43' H43D 108.3 . . ? C45 C44 C35 122.3(9) . . ? C45 C44 C43' 124.3(14) . . ? C35 C44 C43' 110.8(15) . . ? C45 C44 C43 117.1(10) . . ? C35 C44 C43 118.6(10) . . ? C43' C44 C43 31.7(12) . . ? O4 C45 C44 128.9(10) . . ? O4 C45 C46 113.0(9) . . ? C44 C45 C46 118.0(10) . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? N3 C47 C48 121.8(10) . . ? N3 C47 H47 119.1 . . ? C48 C47 H47 119.1 . . ? C47 C48 C49 119.4(10) . . ? C47 C48 H48 120.3 . . ? C49 C48 H48 120.3 . . ? C50 C49 C48 119.1(10) . . ? C50 C49 H49 120.4 . . ? C48 C49 H49 120.4 . . ? C49 C50 C51 120.2(10) . . ? C49 C50 H50 119.9 . . ? C51 C50 H50 119.9 . . ? N3 C51 C50 119.6(9) . . ? N3 C51 C52 113.1(8) . . ? C50 C51 C52 127.2(9) . . ? C53 C52 C57 123.9(9) . . ? C53 C52 C51 121.7(9) . . ? C57 C52 C51 114.3(8) . . ? C54 C53 C52 119.6(10) . . ? C54 C53 H53 120.2 . . ? C52 C53 H53 120.2 . . ? C53 C54 C55 119.1(10) . . ? C53 C54 H54 120.4 . . ? C55 C54 H54 120.4 . . ? C56 C55 C54 119.9(9) . . ? C56 C55 H55 120.1 . . ? C54 C55 H55 120.1 . . ? C57 C56 C55 122.2(10) . . ? C57 C56 H56 118.9 . . ? C55 C56 H56 118.9 . . ? C56 C57 C52 114.3(9) . . ? C56 C57 Ir2 130.3(8) . . ? C52 C57 Ir2 115.1(7) . . ? C59 C58 N4 123.5(11) . . ? C59 C58 H58 118.2 . . ? N4 C58 H58 118.2 . . ? C58 C59 C60 118.3(11) . . ? C58 C59 H59 120.8 . . ? C60 C59 H59 120.8 . . ? C61 C60 C59 118.9(11) . . ? C61 C60 H60 120.6 . . ? C59 C60 H60 120.6 . . ? C60 C61 C62 120.7(11) . . ? C60 C61 H61 119.6 . . ? C62 C61 H61 119.6 . . ? N4 C62 C61 118.9(10) . . ? N4 C62 C63 112.9(9) . . ? C61 C62 C63 128.2(10) . . ? C64 C63 C68 121.7(10) . . ? C64 C63 C62 122.6(10) . . ? C68 C63 C62 115.6(9) . . ? C65 C64 C63 119.6(10) . . ? C65 C64 H64 120.2 . . ? C63 C64 H64 120.2 . . ? C64 C65 C66 120.1(10) . . ? C64 C65 H65 120.0 . . ? C66 C65 H65 120.0 . . ? C67 C66 C65 120.0(10) . . ? C67 C66 H66 120.0 . . ? C65 C66 H66 120.0 . . ? C66 C67 C68 122.3(10) . . ? C66 C67 H67 118.8 . . ? C68 C67 H67 118.8 . . ? C67 C68 C63 116.3(9) . . ? C67 C68 Ir2 129.4(8) . . ? C63 C68 Ir2 114.3(7) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C23 Ir1 O1 C1 174.0(9) . . . . ? C34 Ir1 O1 C1 -68(5) . . . . ? N1 Ir1 O1 C1 93.4(9) . . . . ? N2 Ir1 O1 C1 -90.2(9) . . . . ? O2 Ir1 O1 C1 -3.1(8) . . . . ? C23 Ir1 O2 C11 -93(7) . . . . ? C34 Ir1 O2 C11 172.9(8) . . . . ? N1 Ir1 O2 C11 -90.2(8) . . . . ? N2 Ir1 O2 C11 92.7(8) . . . . ? O1 Ir1 O2 C11 -2.9(8) . . . . ? C57 Ir2 O3 C35 35(5) . . . . ? C68 Ir2 O3 C35 179.2(9) . . . . ? N4 Ir2 O3 C35 -99.5(9) . . . . ? N3 Ir2 O3 C35 83.9(9) . . . . ? O4 Ir2 O3 C35 -4.5(8) . . . . ? C57 Ir2 O4 C45 -168.1(8) . . . . ? C68 Ir2 O4 C45 86(5) . . . . ? N4 Ir2 O4 C45 97.9(8) . . . . ? N3 Ir2 O4 C45 -86.4(8) . . . . ? O3 Ir2 O4 C45 9.2(8) . . . . ? C23 Ir1 N1 C13 -178.9(10) . . . . ? C34 Ir1 N1 C13 94.7(10) . . . . ? N2 Ir1 N1 C13 145(4) . . . . ? O1 Ir1 N1 C13 -83.8(10) . . . . ? O2 Ir1 N1 C13 1.3(10) . . . . ? C23 Ir1 N1 C17 1.7(8) . . . . ? C34 Ir1 N1 C17 -84.7(8) . . . . ? N2 Ir1 N1 C17 -34(4) . . . . ? O1 Ir1 N1 C17 96.8(8) . . . . ? O2 Ir1 N1 C17 -178.1(7) . . . . ? C23 Ir1 N2 C24 88.8(9) . . . . ? C34 Ir1 N2 C24 175.4(9) . . . . ? N1 Ir1 N2 C24 125(4) . . . . ? O1 Ir1 N2 C24 -6.3(9) . . . . ? O2 Ir1 N2 C24 -91.4(9) . . . . ? C23 Ir1 N2 C28 -90.1(8) . . . . ? C34 Ir1 N2 C28 -3.5(7) . . . . ? N1 Ir1 N2 C28 -54(4) . . . . ? O1 Ir1 N2 C28 174.8(7) . . . . ? O2 Ir1 N2 C28 89.7(7) . . . . ? C57 Ir2 N3 C47 -177.3(9) . . . . ? C68 Ir2 N3 C47 -88.3(9) . . . . ? N4 Ir2 N3 C47 -138(3) . . . . ? O3 Ir2 N3 C47 6.0(9) . . . . ? O4 Ir2 N3 C47 91.2(8) . . . . ? C57 Ir2 N3 C51 1.0(7) . . . . ? C68 Ir2 N3 C51 89.9(7) . . . . ? N4 Ir2 N3 C51 40(4) . . . . ? O3 Ir2 N3 C51 -175.8(7) . . . . ? O4 Ir2 N3 C51 -90.6(7) . . . . ? C57 Ir2 N4 C58 -90.6(10) . . . . ? C68 Ir2 N4 C58 -179.7(10) . . . . ? N3 Ir2 N4 C58 -129(3) . . . . ? O3 Ir2 N4 C58 86.4(9) . . . . ? O4 Ir2 N4 C58 1.1(9) . . . . ? C57 Ir2 N4 C62 89.7(7) . . . . ? C68 Ir2 N4 C62 0.6(7) . . . . ? N3 Ir2 N4 C62 51(4) . . . . ? O3 Ir2 N4 C62 -93.3(7) . . . . ? O4 Ir2 N4 C62 -178.6(7) . . . . ? Ir1 O1 C1 C10 8.0(16) . . . . ? Ir1 O1 C1 C2 -171.3(6) . . . . ? O1 C1 C2 C3 10.4(14) . . . . ? C10 C1 C2 C3 -168.9(10) . . . . ? O1 C1 C2 C7 -167.8(10) . . . . ? C10 C1 C2 C7 12.8(15) . . . . ? C7 C2 C3 C4 -4.4(17) . . . . ? C1 C2 C3 C4 177.4(11) . . . . ? C2 C3 C4 C5 2.1(19) . . . . ? C3 C4 C5 C6 0.5(19) . . . . ? C4 C5 C6 C7 -0.7(19) . . . . ? C5 C6 C7 C2 -1.6(18) . . . . ? C5 C6 C7 C8 174.0(13) . . . . ? C3 C2 C7 C6 4.1(16) . . . . ? C1 C2 C7 C6 -177.6(10) . . . . ? C3 C2 C7 C8 -171.9(12) . . . . ? C1 C2 C7 C8 6.4(16) . . . . ? C6 C7 C8 C9 145.8(13) . . . . ? C2 C7 C8 C9 -38.5(17) . . . . ? C7 C8 C9 C10 50.7(17) . . . . ? O1 C1 C10 C11 -7.0(18) . . . . ? C2 C1 C10 C11 172.3(10) . . . . ? O1 C1 C10 C9 -178.0(11) . . . . ? C2 C1 C10 C9 1.2(15) . . . . ? C8 C9 C10 C11 156.4(11) . . . . ? C8 C9 C10 C1 -32.0(16) . . . . ? Ir1 O2 C11 C10 4.5(15) . . . . ? Ir1 O2 C11 C12 -177.5(6) . . . . ? C1 C10 C11 O2 0.2(18) . . . . ? C9 C10 C11 O2 171.3(10) . . . . ? C1 C10 C11 C12 -177.8(10) . . . . ? C9 C10 C11 C12 -6.7(15) . . . . ? C17 N1 C13 C14 0.7(18) . . . . ? Ir1 N1 C13 C14 -178.7(10) . . . . ? N1 C13 C14 C15 1(2) . . . . ? C13 C14 C15 C16 -1(2) . . . . ? C14 C15 C16 C17 -1.9(19) . . . . ? C13 N1 C17 C16 -3.2(16) . . . . ? Ir1 N1 C17 C16 176.2(8) . . . . ? C13 N1 C17 C18 180.0(10) . . . . ? Ir1 N1 C17 C18 -0.6(12) . . . . ? C15 C16 C17 N1 3.9(16) . . . . ? C15 C16 C17 C18 -179.8(11) . . . . ? N1 C17 C18 C19 177.9(9) . . . . ? C16 C17 C18 C19 1.3(17) . . . . ? N1 C17 C18 C23 -1.5(13) . . . . ? C16 C17 C18 C23 -178.1(10) . . . . ? C23 C18 C19 C20 0.4(15) . . . . ? C17 C18 C19 C20 -179.0(10) . . . . ? C18 C19 C20 C21 -1.0(15) . . . . ? C19 C20 C21 C22 0.7(15) . . . . ? C20 C21 C22 C23 0.3(15) . . . . ? C21 C22 C23 C18 -1.0(15) . . . . ? C21 C22 C23 Ir1 175.6(8) . . . . ? C19 C18 C23 C22 0.6(14) . . . . ? C17 C18 C23 C22 -180.0(9) . . . . ? C19 C18 C23 Ir1 -176.4(7) . . . . ? C17 C18 C23 Ir1 3.0(11) . . . . ? C34 Ir1 C23 C22 -82.1(10) . . . . ? N1 Ir1 C23 C22 -179.1(10) . . . . ? N2 Ir1 C23 C22 -1.9(10) . . . . ? O1 Ir1 C23 C22 93.9(10) . . . . ? O2 Ir1 C23 C22 -177(32) . . . . ? C34 Ir1 C23 C18 94.5(8) . . . . ? N1 Ir1 C23 C18 -2.5(7) . . . . ? N2 Ir1 C23 C18 174.6(7) . . . . ? O1 Ir1 C23 C18 -89.5(7) . . . . ? O2 Ir1 C23 C18 0(7) . . . . ? C28 N2 C24 C25 0.1(16) . . . . ? Ir1 N2 C24 C25 -178.8(9) . . . . ? N2 C24 C25 C26 -1.1(18) . . . . ? C24 C25 C26 C27 1.7(18) . . . . ? C25 C26 C27 C28 -1.4(18) . . . . ? C24 N2 C28 C27 0.3(15) . . . . ? Ir1 N2 C28 C27 179.3(8) . . . . ? C24 N2 C28 C29 -177.0(9) . . . . ? Ir1 N2 C28 C29 2.0(11) . . . . ? C26 C27 C28 N2 0.3(16) . . . . ? C26 C27 C28 C29 177.2(11) . . . . ? N2 C28 C29 C30 -179.4(10) . . . . ? C27 C28 C29 C30 3.6(17) . . . . ? N2 C28 C29 C34 1.6(13) . . . . ? C27 C28 C29 C34 -175.4(10) . . . . ? C34 C29 C30 C31 2.7(17) . . . . ? C28 C29 C30 C31 -176.2(10) . . . . ? C29 C30 C31 C32 -1.4(17) . . . . ? C30 C31 C32 C33 -1.3(17) . . . . ? C31 C32 C33 C34 2.7(17) . . . . ? C30 C29 C34 C33 -1.3(15) . . . . ? C28 C29 C34 C33 177.7(9) . . . . ? C30 C29 C34 Ir1 176.4(8) . . . . ? C28 C29 C34 Ir1 -4.6(12) . . . . ? C32 C33 C34 C29 -1.4(16) . . . . ? C32 C33 C34 Ir1 -178.8(8) . . . . ? C23 Ir1 C34 C29 100.2(8) . . . . ? N1 Ir1 C34 C29 -179.4(8) . . . . ? N2 Ir1 C34 C29 4.3(7) . . . . ? O1 Ir1 C34 C29 -18(5) . . . . ? O2 Ir1 C34 C29 -82.7(8) . . . . ? C23 Ir1 C34 C33 -82.4(10) . . . . ? N1 Ir1 C34 C33 -1.9(10) . . . . ? N2 Ir1 C34 C33 -178.2(10) . . . . ? O1 Ir1 C34 C33 160(4) . . . . ? O2 Ir1 C34 C33 94.7(9) . . . . ? Ir2 O3 C35 C44 -3.0(15) . . . . ? Ir2 O3 C35 C36 175.5(6) . . . . ? O3 C35 C36 C41 175.3(9) . . . . ? C44 C35 C36 C41 -6.1(14) . . . . ? O3 C35 C36 C37 -5.9(14) . . . . ? C44 C35 C36 C37 172.7(11) . . . . ? C41 C36 C37 C38 0.9(18) . . . . ? C35 C36 C37 C38 -177.9(11) . . . . ? C36 C37 C38 C39 2.0(19) . . . . ? C37 C38 C39 C40 -2.4(18) . . . . ? C38 C39 C40 C41 -0.1(19) . . . . ? C37 C36 C41 C40 -3.4(17) . . . . ? C35 C36 C41 C40 175.4(10) . . . . ? C37 C36 C41 C42' -163.4(17) . . . . ? C35 C36 C41 C42' 15(2) . . . . ? C37 C36 C41 C42 167.8(13) . . . . ? C35 C36 C41 C42 -13.4(16) . . . . ? C39 C40 C41 C36 3.0(19) . . . . ? C39 C40 C41 C42' 162.2(19) . . . . ? C39 C40 C41 C42 -167.7(14) . . . . ? C36 C41 C42 C43 42(2) . . . . ? C40 C41 C42 C43 -147.0(15) . . . . ? C42' C41 C42 C43 -52(3) . . . . ? C41 C42 C43 C44 -52(2) . . . . ? C36 C41 C42' C43' -45(3) . . . . ? C40 C41 C42' C43' 155.7(18) . . . . ? C42 C41 C42' C43' 55(2) . . . . ? C41 C42' C43' C44 67(3) . . . . ? O3 C35 C44 C45 9.2(18) . . . . ? C36 C35 C44 C45 -169.2(10) . . . . ? O3 C35 C44 C43' -153.4(15) . . . . ? C36 C35 C44 C43' 28.2(18) . . . . ? O3 C35 C44 C43 172.7(12) . . . . ? C36 C35 C44 C43 -5.7(16) . . . . ? C42' C43' C44 C45 138.4(19) . . . . ? C42' C43' C44 C35 -59(3) . . . . ? C42' C43' C44 C43 51.7(18) . . . . ? C42 C43 C44 C45 -160.7(14) . . . . ? C42 C43 C44 C35 35(2) . . . . ? C42 C43 C44 C43' -48(2) . . . . ? Ir2 O4 C45 C44 -6.9(15) . . . . ? Ir2 O4 C45 C46 176.4(7) . . . . ? C35 C44 C45 O4 -3.8(18) . . . . ? C43' C44 C45 O4 156.4(18) . . . . ? C43 C44 C45 O4 -167.6(12) . . . . ? C35 C44 C45 C46 172.7(10) . . . . ? C43' C44 C45 C46 -27(2) . . . . ? C43 C44 C45 C46 8.9(16) . . . . ? C51 N3 C47 C48 -1.2(16) . . . . ? Ir2 N3 C47 C48 176.9(9) . . . . ? N3 C47 C48 C49 1.7(18) . . . . ? C47 C48 C49 C50 -1.2(18) . . . . ? C48 C49 C50 C51 0.3(17) . . . . ? C47 N3 C51 C50 0.3(14) . . . . ? Ir2 N3 C51 C50 -178.1(7) . . . . ? C47 N3 C51 C52 177.7(9) . . . . ? Ir2 N3 C51 C52 -0.6(10) . . . . ? C49 C50 C51 N3 0.2(15) . . . . ? C49 C50 C51 C52 -176.9(10) . . . . ? N3 C51 C52 C53 176.3(9) . . . . ? C50 C51 C52 C53 -6.5(15) . . . . ? N3 C51 C52 C57 -0.3(12) . . . . ? C50 C51 C52 C57 176.9(9) . . . . ? C57 C52 C53 C54 -11.3(15) . . . . ? C51 C52 C53 C54 172.4(9) . . . . ? C52 C53 C54 C55 7.5(16) . . . . ? C53 C54 C55 C56 -3.8(16) . . . . ? C54 C55 C56 C57 3.5(16) . . . . ? C55 C56 C57 C52 -6.4(15) . . . . ? C55 C56 C57 Ir2 -179.5(8) . . . . ? C53 C52 C57 C56 10.5(14) . . . . ? C51 C52 C57 C56 -173.0(9) . . . . ? C53 C52 C57 Ir2 -175.4(8) . . . . ? C51 C52 C57 Ir2 1.1(11) . . . . ? C68 Ir2 C57 C56 76.9(10) . . . . ? N4 Ir2 C57 C56 -4.5(10) . . . . ? N3 Ir2 C57 C56 171.9(10) . . . . ? O3 Ir2 C57 C56 -139(4) . . . . ? O4 Ir2 C57 C56 -99.4(10) . . . . ? C68 Ir2 C57 C52 -96.1(8) . . . . ? N4 Ir2 C57 C52 -177.5(7) . . . . ? N3 Ir2 C57 C52 -1.1(7) . . . . ? O3 Ir2 C57 C52 48(5) . . . . ? O4 Ir2 C57 C52 87.6(7) . . . . ? C62 N4 C58 C59 -3.1(18) . . . . ? Ir2 N4 C58 C59 177.1(10) . . . . ? N4 C58 C59 C60 5(2) . . . . ? C58 C59 C60 C61 -4.7(19) . . . . ? C59 C60 C61 C62 3.1(18) . . . . ? C58 N4 C62 C61 1.2(15) . . . . ? Ir2 N4 C62 C61 -179.0(8) . . . . ? C58 N4 C62 C63 179.5(10) . . . . ? Ir2 N4 C62 C63 -0.8(11) . . . . ? C60 C61 C62 N4 -1.3(16) . . . . ? C60 C61 C62 C63 -179.3(11) . . . . ? N4 C62 C63 C64 -176.4(9) . . . . ? C61 C62 C63 C64 1.7(17) . . . . ? N4 C62 C63 C68 0.5(12) . . . . ? C61 C62 C63 C68 178.6(10) . . . . ? C68 C63 C64 C65 1.2(15) . . . . ? C62 C63 C64 C65 177.9(10) . . . . ? C63 C64 C65 C66 0.8(16) . . . . ? C64 C65 C66 C67 -2.0(16) . . . . ? C65 C66 C67 C68 1.2(16) . . . . ? C66 C67 C68 C63 0.6(15) . . . . ? C66 C67 C68 Ir2 -177.9(8) . . . . ? C64 C63 C68 C67 -1.9(14) . . . . ? C62 C63 C68 C67 -178.8(9) . . . . ? C64 C63 C68 Ir2 176.9(8) . . . . ? C62 C63 C68 Ir2 0.0(11) . . . . ? C57 Ir2 C68 C67 84.3(10) . . . . ? N4 Ir2 C68 C67 178.3(10) . . . . ? N3 Ir2 C68 C67 2.7(10) . . . . ? O3 Ir2 C68 C67 -93.2(9) . . . . ? O4 Ir2 C68 C67 -170(5) . . . . ? C57 Ir2 C68 C63 -94.3(8) . . . . ? N4 Ir2 C68 C63 -0.3(7) . . . . ? N3 Ir2 C68 C63 -175.9(7) . . . . ? O3 Ir2 C68 C63 88.2(7) . . . . ? O4 Ir2 C68 C63 12(6) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 9.259 _refine_diff_density_min -2.682 _refine_diff_density_rms 0.252 # Attachment 'Ir(ppy)2(L1).cif' data_r80805e _database_code_depnum_ccdc_archive 'CCDC 699183' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H23 Ir N2 O2' _chemical_formula_sum 'C30 H23 Ir N2 O2' _chemical_formula_weight 635.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_HALL '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.231(2) _cell_length_b 9.5236(19) _cell_length_c 21.799(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.32(3) _cell_angle_gamma 90.00 _cell_volume 2321.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 6556 _cell_measurement_theta_min 1.821 _cell_measurement_theta_max 27.538 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 5.783 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.3627 _exptl_absorpt_correction_T_max 0.7229 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13005 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4094 _reflns_number_gt 3768 _reflns_threshold_expression >2sigma(I) _computing_data_collection crystalclear _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0342P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4094 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0267 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0594 _refine_ls_wR_factor_gt 0.0581 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 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 0.746978(10) 0.208056(13) 0.075537(6) 0.01373(7) Uani 1 1 d . . . O1 O 0.8486(2) 0.3167(3) 0.01317(12) 0.0188(6) Uani 1 1 d . . . O2 O 0.5939(2) 0.2832(2) 0.02008(12) 0.0171(6) Uani 1 1 d . . . N1 N 0.7586(2) 0.0305(3) 0.02497(14) 0.0164(6) Uani 1 1 d . . . N2 N 0.7355(2) 0.3775(3) 0.13093(13) 0.0153(6) Uani 1 1 d . . . C1 C 0.8095(3) 0.3745(4) -0.03814(17) 0.0165(7) Uani 1 1 d . . . C2 C 0.8973(3) 0.4331(4) -0.07371(17) 0.0200(8) Uani 1 1 d . . . H2 H 0.9770 0.4309 -0.0578 0.024 Uiso 1 1 calc R . . C3 C 0.8695(3) 0.4920(4) -0.13004(18) 0.0238(9) Uani 1 1 d . . . H3 H 0.9300 0.5284 -0.1517 0.029 Uiso 1 1 calc R . . C4 C 0.7496(3) 0.4987(4) -0.15596(19) 0.0301(10) Uani 1 1 d . . . H4 H 0.7305 0.5365 -0.1950 0.036 Uiso 1 1 calc R . . C5 C 0.6633(3) 0.4484(4) -0.12254(18) 0.0261(9) Uani 1 1 d . . . H5 H 0.5841 0.4549 -0.1390 0.031 Uiso 1 1 calc R . . C6 C 0.6883(3) 0.3861(4) -0.06324(17) 0.0174(7) Uani 1 1 d . . . C7 C 0.5868(3) 0.3429(4) -0.03112(17) 0.0164(8) Uani 1 1 d . . . C8 C 0.4614(3) 0.3704(4) -0.05904(19) 0.0247(9) Uani 1 1 d . . . H8A H 0.4054 0.3338 -0.0324 0.037 Uiso 1 1 calc R . . H8B H 0.4493 0.3252 -0.0985 0.037 Uiso 1 1 calc R . . H8C H 0.4494 0.4697 -0.0640 0.037 Uiso 1 1 calc R . . C9 C 0.6772(3) -0.0132(4) -0.01941(17) 0.0207(8) Uani 1 1 d . . . H9 H 0.6081 0.0399 -0.0277 0.025 Uiso 1 1 calc R . . C10 C 0.6901(3) -0.1322(4) -0.05332(18) 0.0255(9) Uani 1 1 d . . . H10 H 0.6309 -0.1602 -0.0835 0.031 Uiso 1 1 calc R . . C11 C 0.7938(4) -0.2093(4) -0.0413(2) 0.0297(10) Uani 1 1 d . . . H11 H 0.8062 -0.2895 -0.0642 0.036 Uiso 1 1 calc R . . C12 C 0.8786(4) -0.1672(4) 0.0045(2) 0.0271(9) Uani 1 1 d . . . H12 H 0.9489 -0.2183 0.0123 0.032 Uiso 1 1 calc R . . C13 C 0.8592(3) -0.0481(4) 0.03934(17) 0.0191(8) Uani 1 1 d . . . C14 C 0.9359(3) 0.0055(4) 0.09149(18) 0.0219(8) Uani 1 1 d . . . C15 C 1.0442(3) -0.0587(4) 0.11386(19) 0.0269(9) Uani 1 1 d . . . H15 H 1.0690 -0.1404 0.0955 0.032 Uiso 1 1 calc R . . C16 C 1.1132(3) -0.0012(4) 0.1626(2) 0.0305(10) Uani 1 1 d . . . H16 H 1.1847 -0.0437 0.1775 0.037 Uiso 1 1 calc R . . C17 C 1.0752(3) 0.1220(5) 0.18980(19) 0.0290(9) Uani 1 1 d . . . H17 H 1.1221 0.1623 0.2226 0.035 Uiso 1 1 calc R . . C18 C 0.9687(3) 0.1837(4) 0.16824(19) 0.0206(8) Uani 1 1 d . . . H18 H 0.9444 0.2646 0.1875 0.025 Uiso 1 1 calc R . . C19 C 0.8959(3) 0.1298(4) 0.11875(16) 0.0171(8) Uani 1 1 d . . . C20 C 0.7979(3) 0.4970(4) 0.12642(19) 0.0239(9) Uani 1 1 d . . . H20 H 0.8509 0.5038 0.0962 0.029 Uiso 1 1 calc R . . C21 C 0.7861(3) 0.6093(5) 0.1647(2) 0.0299(10) Uani 1 1 d . . . H21 H 0.8295 0.6912 0.1603 0.036 Uiso 1 1 calc R . . C22 C 0.7091(3) 0.5986(5) 0.2097(2) 0.0331(10) Uani 1 1 d . . . H22 H 0.7000 0.6734 0.2363 0.040 Uiso 1 1 calc R . . C23 C 0.6455(3) 0.4771(5) 0.21537(18) 0.0275(9) Uani 1 1 d . . . H23 H 0.5943 0.4689 0.2463 0.033 Uiso 1 1 calc R . . C24 C 0.6573(3) 0.3670(4) 0.17524(17) 0.0212(8) Uani 1 1 d . . . C25 C 0.5987(3) 0.2288(4) 0.17558(18) 0.0217(9) Uani 1 1 d . . . C26 C 0.5104(3) 0.1953(5) 0.21409(19) 0.0291(10) Uani 1 1 d . . . H26 H 0.4828 0.2633 0.2399 0.035 Uiso 1 1 calc R . . C27 C 0.4646(3) 0.0626(5) 0.21393(19) 0.0343(11) Uani 1 1 d . . . H27 H 0.4045 0.0405 0.2389 0.041 Uiso 1 1 calc R . . C28 C 0.5082(3) -0.0394(5) 0.17629(18) 0.0321(10) Uani 1 1 d . . . H28 H 0.4789 -0.1307 0.1771 0.039 Uiso 1 1 calc R . . C29 C 0.5944(3) -0.0062(4) 0.13783(18) 0.0253(9) Uani 1 1 d . . . H29 H 0.6225 -0.0758 0.1130 0.030 Uiso 1 1 calc R . . C30 C 0.6406(3) 0.1285(4) 0.13519(17) 0.0182(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01191(9) 0.01594(10) 0.01388(10) 0.00199(6) 0.00413(6) 0.00238(5) O1 0.0139(12) 0.0215(14) 0.0215(15) 0.0056(11) 0.0044(11) 0.0030(10) O2 0.0141(12) 0.0193(14) 0.0180(14) 0.0009(11) 0.0025(10) 0.0027(10) N1 0.0149(14) 0.0179(16) 0.0177(16) 0.0052(13) 0.0074(13) 0.0019(12) N2 0.0113(13) 0.0230(16) 0.0120(15) -0.0007(13) 0.0025(12) 0.0038(13) C1 0.0219(17) 0.0117(17) 0.0167(19) -0.0016(16) 0.0058(15) 0.0024(15) C2 0.0179(17) 0.020(2) 0.023(2) 0.0014(16) 0.0075(16) 0.0013(15) C3 0.0260(19) 0.024(2) 0.023(2) -0.0009(17) 0.0081(17) -0.0019(16) C4 0.033(2) 0.039(3) 0.018(2) 0.0055(19) -0.0003(18) -0.0031(19) C5 0.0228(19) 0.037(2) 0.018(2) 0.0040(18) 0.0002(16) 0.0004(18) C6 0.0209(17) 0.0142(18) 0.0173(19) -0.0015(15) 0.0034(15) -0.0012(15) C7 0.0191(17) 0.0107(18) 0.020(2) -0.0036(15) 0.0022(15) -0.0001(14) C8 0.0179(18) 0.027(2) 0.030(2) 0.0059(18) 0.0014(16) 0.0002(17) C9 0.0194(18) 0.020(2) 0.024(2) -0.0004(16) 0.0076(16) 0.0005(15) C10 0.031(2) 0.024(2) 0.023(2) -0.0006(18) 0.0045(17) -0.0002(18) C11 0.040(2) 0.025(2) 0.025(2) -0.0070(18) 0.010(2) 0.0034(18) C12 0.026(2) 0.024(2) 0.033(2) 0.0010(18) 0.0097(19) 0.0087(17) C13 0.0160(17) 0.0201(19) 0.022(2) 0.0067(16) 0.0083(15) 0.0056(15) C14 0.0173(17) 0.023(2) 0.026(2) 0.0096(17) 0.0068(16) -0.0001(15) C15 0.0193(19) 0.027(2) 0.034(2) 0.0051(19) 0.0038(18) 0.0075(17) C16 0.021(2) 0.034(2) 0.037(3) 0.013(2) 0.0034(19) 0.0049(17) C17 0.0218(19) 0.036(2) 0.028(2) 0.013(2) -0.0028(17) -0.0035(19) C18 0.0188(18) 0.022(2) 0.022(2) 0.0069(16) 0.0054(16) -0.0007(15) C19 0.0136(16) 0.022(2) 0.0166(19) 0.0078(16) 0.0060(14) 0.0002(16) C20 0.0143(17) 0.025(2) 0.033(2) -0.0008(18) 0.0017(16) 0.0008(15) C21 0.0206(19) 0.032(2) 0.036(2) -0.013(2) -0.0088(18) 0.0006(18) C22 0.026(2) 0.037(3) 0.033(2) -0.021(2) -0.0090(19) 0.0067(19) C23 0.0200(18) 0.042(3) 0.020(2) -0.0085(19) 0.0014(16) 0.0051(18) C24 0.0130(16) 0.033(2) 0.0162(19) -0.0016(18) -0.0043(14) 0.0063(16) C25 0.0148(17) 0.036(2) 0.014(2) 0.0019(17) 0.0008(15) -0.0007(16) C26 0.0211(19) 0.051(3) 0.015(2) -0.0013(19) 0.0037(17) 0.0021(19) C27 0.021(2) 0.060(3) 0.024(2) 0.014(2) 0.0092(17) -0.010(2) C28 0.027(2) 0.044(2) 0.025(2) 0.009(2) 0.0029(18) -0.014(2) C29 0.026(2) 0.030(2) 0.020(2) 0.0043(18) 0.0043(17) -0.0002(17) C30 0.0107(16) 0.026(2) 0.0182(19) 0.0014(17) 0.0002(14) 0.0015(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C19 1.987(4) . ? Ir1 C30 1.995(3) . ? Ir1 N2 2.027(3) . ? Ir1 N1 2.030(3) . ? Ir1 O1 2.123(2) . ? Ir1 O2 2.132(3) . ? O1 C1 1.287(4) . ? O2 C7 1.248(4) . ? N1 C9 1.335(5) . ? N1 C13 1.367(4) . ? N2 C20 1.344(5) . ? N2 C24 1.369(4) . ? C1 C6 1.423(5) . ? C1 C2 1.424(5) . ? C2 C3 1.360(5) . ? C2 H2 0.9300 . ? C3 C4 1.412(5) . ? C3 H3 0.9300 . ? C4 C5 1.353(5) . ? C4 H4 0.9300 . ? C5 C6 1.426(5) . ? C5 H5 0.9300 . ? C6 C7 1.451(5) . ? C7 C8 1.505(5) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.368(5) . ? C9 H9 0.9300 . ? C10 C11 1.381(6) . ? C10 H10 0.9300 . ? C11 C12 1.375(6) . ? C11 H11 0.9300 . ? C12 C13 1.393(5) . ? C12 H12 0.9300 . ? C13 C14 1.454(5) . ? C14 C15 1.407(5) . ? C14 C19 1.417(5) . ? C15 C16 1.370(6) . ? C15 H15 0.9300 . ? C16 C17 1.399(6) . ? C16 H16 0.9300 . ? C17 C18 1.377(5) . ? C17 H17 0.9300 . ? C18 C19 1.390(5) . ? C18 H18 0.9300 . ? C20 C21 1.371(5) . ? C20 H20 0.9300 . ? C21 C22 1.370(6) . ? C21 H21 0.9300 . ? C22 C23 1.371(6) . ? C22 H22 0.9300 . ? C23 C24 1.380(6) . ? C23 H23 0.9300 . ? C24 C25 1.472(6) . ? C25 C26 1.394(5) . ? C25 C30 1.410(5) . ? C26 C27 1.364(6) . ? C26 H26 0.9300 . ? C27 C28 1.390(6) . ? C27 H27 0.9300 . ? C28 C29 1.375(5) . ? C28 H28 0.9300 . ? C29 C30 1.387(5) . ? C29 H29 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 Ir1 C30 94.43(14) . . ? C19 Ir1 N2 96.51(13) . . ? C30 Ir1 N2 80.75(14) . . ? C19 Ir1 N1 81.44(14) . . ? C30 Ir1 N1 96.33(14) . . ? N2 Ir1 N1 176.32(11) . . ? C19 Ir1 O1 90.43(11) . . ? C30 Ir1 O1 172.84(12) . . ? N2 Ir1 O1 93.49(11) . . ? N1 Ir1 O1 89.59(10) . . ? C19 Ir1 O2 173.71(12) . . ? C30 Ir1 O2 89.82(12) . . ? N2 Ir1 O2 88.75(10) . . ? N1 Ir1 O2 93.49(11) . . ? O1 Ir1 O2 85.78(9) . . ? C1 O1 Ir1 127.2(2) . . ? C7 O2 Ir1 129.8(2) . . ? C9 N1 C13 119.4(3) . . ? C9 N1 Ir1 125.4(2) . . ? C13 N1 Ir1 115.2(3) . . ? C20 N2 C24 119.1(3) . . ? C20 N2 Ir1 124.6(2) . . ? C24 N2 Ir1 116.3(2) . . ? O1 C1 C6 127.2(3) . . ? O1 C1 C2 116.3(3) . . ? C6 C1 C2 116.5(3) . . ? C3 C2 C1 122.7(3) . . ? C3 C2 H2 118.6 . . ? C1 C2 H2 118.6 . . ? C2 C3 C4 120.7(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 118.2(4) . . ? C5 C4 H4 120.9 . . ? C3 C4 H4 120.9 . . ? C4 C5 C6 123.0(4) . . ? C4 C5 H5 118.5 . . ? C6 C5 H5 118.5 . . ? C1 C6 C5 118.7(3) . . ? C1 C6 C7 123.9(3) . . ? C5 C6 C7 117.3(3) . . ? O2 C7 C6 125.0(3) . . ? O2 C7 C8 114.8(3) . . ? C6 C7 C8 120.2(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 123.4(4) . . ? N1 C9 H9 118.3 . . ? C10 C9 H9 118.3 . . ? C9 C10 C11 117.9(4) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? C12 C11 C10 119.9(4) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 120.0(4) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? N1 C13 C12 119.3(4) . . ? N1 C13 C14 113.9(3) . . ? C12 C13 C14 126.9(3) . . ? C15 C14 C19 121.0(4) . . ? C15 C14 C13 123.3(4) . . ? C19 C14 C13 115.7(3) . . ? C16 C15 C14 120.3(4) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.4(4) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 120.2(4) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 122.5(4) . . ? C17 C18 H18 118.8 . . ? C19 C18 H18 118.8 . . ? C18 C19 C14 116.6(3) . . ? C18 C19 Ir1 129.6(3) . . ? C14 C19 Ir1 113.6(3) . . ? N2 C20 C21 122.4(4) . . ? N2 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C22 C21 C20 118.8(4) . . ? C22 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? C21 C22 C23 119.7(4) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C22 C23 C24 120.2(4) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? N2 C24 C23 119.9(4) . . ? N2 C24 C25 112.7(3) . . ? C23 C24 C25 127.4(3) . . ? C26 C25 C30 121.2(4) . . ? C26 C25 C24 123.4(4) . . ? C30 C25 C24 115.3(3) . . ? C27 C26 C25 120.0(4) . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C26 C27 C28 119.7(3) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C29 C28 C27 120.4(4) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 C30 121.7(4) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C29 C30 C25 116.9(3) . . ? C29 C30 Ir1 128.8(3) . . ? C25 C30 Ir1 113.9(3) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C19 Ir1 O1 C1 165.9(3) . . . . ? C30 Ir1 O1 C1 -61.3(11) . . . . ? N2 Ir1 O1 C1 -97.6(3) . . . . ? N1 Ir1 O1 C1 84.4(3) . . . . ? O2 Ir1 O1 C1 -9.1(3) . . . . ? C19 Ir1 O2 C7 -43.0(11) . . . . ? C30 Ir1 O2 C7 -175.5(3) . . . . ? N2 Ir1 O2 C7 103.7(3) . . . . ? N1 Ir1 O2 C7 -79.2(3) . . . . ? O1 Ir1 O2 C7 10.1(3) . . . . ? C19 Ir1 N1 C9 174.9(3) . . . . ? C30 Ir1 N1 C9 81.4(3) . . . . ? N2 Ir1 N1 C9 118.7(15) . . . . ? O1 Ir1 N1 C9 -94.6(3) . . . . ? O2 Ir1 N1 C9 -8.8(3) . . . . ? C19 Ir1 N1 C13 -4.6(2) . . . . ? C30 Ir1 N1 C13 -98.2(2) . . . . ? N2 Ir1 N1 C13 -60.9(16) . . . . ? O1 Ir1 N1 C13 85.9(2) . . . . ? O2 Ir1 N1 C13 171.6(2) . . . . ? C19 Ir1 N2 C20 80.6(3) . . . . ? C30 Ir1 N2 C20 174.0(3) . . . . ? N1 Ir1 N2 C20 136.5(15) . . . . ? O1 Ir1 N2 C20 -10.2(3) . . . . ? O2 Ir1 N2 C20 -95.9(3) . . . . ? C19 Ir1 N2 C24 -100.0(3) . . . . ? C30 Ir1 N2 C24 -6.6(2) . . . . ? N1 Ir1 N2 C24 -44.2(16) . . . . ? O1 Ir1 N2 C24 169.1(2) . . . . ? O2 Ir1 N2 C24 83.4(2) . . . . ? Ir1 O1 C1 C6 3.9(5) . . . . ? Ir1 O1 C1 C2 -175.9(2) . . . . ? O1 C1 C2 C3 177.1(3) . . . . ? C6 C1 C2 C3 -2.8(5) . . . . ? C1 C2 C3 C4 0.5(6) . . . . ? C2 C3 C4 C5 1.8(6) . . . . ? C3 C4 C5 C6 -1.7(7) . . . . ? O1 C1 C6 C5 -177.0(4) . . . . ? C2 C1 C6 C5 2.8(5) . . . . ? O1 C1 C6 C7 5.4(6) . . . . ? C2 C1 C6 C7 -174.7(3) . . . . ? C4 C5 C6 C1 -0.7(6) . . . . ? C4 C5 C6 C7 177.0(4) . . . . ? Ir1 O2 C7 C6 -5.5(5) . . . . ? Ir1 O2 C7 C8 175.1(2) . . . . ? C1 C6 C7 O2 -4.7(6) . . . . ? C5 C6 C7 O2 177.8(4) . . . . ? C1 C6 C7 C8 174.7(3) . . . . ? C5 C6 C7 C8 -2.8(5) . . . . ? C13 N1 C9 C10 -2.1(5) . . . . ? Ir1 N1 C9 C10 178.4(3) . . . . ? N1 C9 C10 C11 -0.9(6) . . . . ? C9 C10 C11 C12 1.5(6) . . . . ? C10 C11 C12 C13 0.9(6) . . . . ? C9 N1 C13 C12 4.4(5) . . . . ? Ir1 N1 C13 C12 -176.0(3) . . . . ? C9 N1 C13 C14 -175.5(3) . . . . ? Ir1 N1 C13 C14 4.0(4) . . . . ? C11 C12 C13 N1 -3.8(5) . . . . ? C11 C12 C13 C14 176.1(4) . . . . ? N1 C13 C14 C15 -179.6(3) . . . . ? C12 C13 C14 C15 0.4(6) . . . . ? N1 C13 C14 C19 -0.5(4) . . . . ? C12 C13 C14 C19 179.6(3) . . . . ? C19 C14 C15 C16 -0.2(6) . . . . ? C13 C14 C15 C16 178.9(3) . . . . ? C14 C15 C16 C17 -0.2(6) . . . . ? C15 C16 C17 C18 0.8(6) . . . . ? C16 C17 C18 C19 -1.2(6) . . . . ? C17 C18 C19 C14 0.8(5) . . . . ? C17 C18 C19 Ir1 -174.4(3) . . . . ? C15 C14 C19 C18 -0.1(5) . . . . ? C13 C14 C19 C18 -179.3(3) . . . . ? C15 C14 C19 Ir1 175.9(3) . . . . ? C13 C14 C19 Ir1 -3.3(4) . . . . ? C30 Ir1 C19 C18 -84.7(3) . . . . ? N2 Ir1 C19 C18 -3.6(3) . . . . ? N1 Ir1 C19 C18 179.5(3) . . . . ? O1 Ir1 C19 C18 90.0(3) . . . . ? O2 Ir1 C19 C18 142.9(9) . . . . ? C30 Ir1 C19 C14 99.9(3) . . . . ? N2 Ir1 C19 C14 -178.9(2) . . . . ? N1 Ir1 C19 C14 4.2(2) . . . . ? O1 Ir1 C19 C14 -85.3(2) . . . . ? O2 Ir1 C19 C14 -32.4(12) . . . . ? C24 N2 C20 C21 0.0(5) . . . . ? Ir1 N2 C20 C21 179.4(3) . . . . ? N2 C20 C21 C22 0.8(6) . . . . ? C20 C21 C22 C23 -0.3(6) . . . . ? C21 C22 C23 C24 -1.2(6) . . . . ? C20 N2 C24 C23 -1.5(5) . . . . ? Ir1 N2 C24 C23 179.1(3) . . . . ? C20 N2 C24 C25 -178.3(3) . . . . ? Ir1 N2 C24 C25 2.3(4) . . . . ? C22 C23 C24 N2 2.1(6) . . . . ? C22 C23 C24 C25 178.3(4) . . . . ? N2 C24 C25 C26 -176.2(3) . . . . ? C23 C24 C25 C26 7.3(6) . . . . ? N2 C24 C25 C30 5.8(5) . . . . ? C23 C24 C25 C30 -170.7(4) . . . . ? C30 C25 C26 C27 1.2(6) . . . . ? C24 C25 C26 C27 -176.7(4) . . . . ? C25 C26 C27 C28 1.5(6) . . . . ? C26 C27 C28 C29 -2.1(6) . . . . ? C27 C28 C29 C30 0.0(6) . . . . ? C28 C29 C30 C25 2.5(6) . . . . ? C28 C29 C30 Ir1 -170.3(3) . . . . ? C26 C25 C30 C29 -3.1(6) . . . . ? C24 C25 C30 C29 174.9(3) . . . . ? C26 C25 C30 Ir1 170.8(3) . . . . ? C24 C25 C30 Ir1 -11.2(4) . . . . ? C19 Ir1 C30 C29 -81.6(4) . . . . ? N2 Ir1 C30 C29 -177.5(4) . . . . ? N1 Ir1 C30 C29 0.2(4) . . . . ? O1 Ir1 C30 C29 145.8(8) . . . . ? O2 Ir1 C30 C29 93.7(3) . . . . ? C19 Ir1 C30 C25 105.4(3) . . . . ? N2 Ir1 C30 C25 9.5(3) . . . . ? N1 Ir1 C30 C25 -172.7(3) . . . . ? O1 Ir1 C30 C25 -27.2(11) . . . . ? O2 Ir1 C30 C25 -79.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.967 _refine_diff_density_min -0.995 _refine_diff_density_rms 0.115