#Supplementary Material (ESI) for Journal of Materials Chemistry #This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name 'Chi, Yun' 'Chou, Pi-Tai' _publ_contact_author_name 'Chi, Yun' _publ_contact_author_email ychi@mx.nthu.edu.tw _publ_section_title ; Phosphorescent Ir(III) Complexes Bearing Double Benzyldiphenylphosphine Cyclometalates; Strategic Synthesis, Fundamental and Integration for White OLED Fabrication ; # Attachment '- CIF-(1)(5).cif' data_complex(1) _database_code_depnum_ccdc_archive 'CCDC 768979' #TrackingRef '- CIF-(1)(5).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H35 Ir O2 P2' _chemical_formula_weight 801.82 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.6230(4) _cell_length_b 14.4659(5) _cell_length_c 19.0615(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3204.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6475 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 4.302 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4127 _exptl_absorpt_correction_T_max 0.6047 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART APEXCCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31881 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7343 _reflns_number_gt 7127 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0011P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.008(4) _refine_ls_number_reflns 7343 _refine_ls_number_parameters 407 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0215 _refine_ls_R_factor_gt 0.0205 _refine_ls_wR_factor_ref 0.0414 _refine_ls_wR_factor_gt 0.0411 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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 Ir Ir 0.572312(10) 0.402448(8) 0.922709(6) 0.01363(3) Uani 1 1 d . . . P1 P 0.54469(6) 0.56109(5) 0.92140(5) 0.01528(16) Uani 1 1 d . . . P2 P 0.75084(6) 0.39757(6) 0.96422(4) 0.01441(15) Uani 1 1 d . . . O1 O 0.55999(18) 0.39306(16) 0.80471(10) 0.0206(5) Uani 1 1 d . . . O2 O 0.40612(17) 0.38490(14) 0.87075(11) 0.0205(5) Uani 1 1 d . . . C1 C 0.5241(2) 0.4168(2) 1.02510(16) 0.0154(7) Uani 1 1 d . . . C2 C 0.5017(2) 0.3407(2) 1.06844(18) 0.0173(7) Uani 1 1 d . . . H2 H 0.5154 0.2803 1.0508 0.021 Uiso 1 1 calc R . . C3 C 0.4599(3) 0.3506(2) 1.13705(17) 0.0220(8) Uani 1 1 d . . . H3 H 0.4458 0.2976 1.1651 0.026 Uiso 1 1 calc R . . C4 C 0.4392(3) 0.4380(2) 1.16372(17) 0.0216(7) Uani 1 1 d . . . H4 H 0.4094 0.4456 1.2098 0.026 Uiso 1 1 calc R . . C5 C 0.4625(3) 0.5143(2) 1.12225(16) 0.0173(7) Uani 1 1 d . . . H5 H 0.4489 0.5743 1.1407 0.021 Uiso 1 1 calc R . . C6 C 0.5049(3) 0.5057(2) 1.05480(16) 0.0153(7) Uani 1 1 d . . . C7 C 0.5388(2) 0.5916(2) 1.01454(14) 0.0168(6) Uani 1 1 d . . . H7A H 0.6149 0.6140 1.0306 0.020 Uiso 1 1 calc R . . H7B H 0.4815 0.6412 1.0223 0.020 Uiso 1 1 calc R . . C8 C 0.4098(2) 0.6032(2) 0.88358(16) 0.0180(6) Uani 1 1 d . . . C9 C 0.3089(3) 0.5984(2) 0.9228(2) 0.0270(7) Uani 1 1 d . . . H9 H 0.3110 0.5760 0.9696 0.032 Uiso 1 1 calc R . . C10 C 0.2052(3) 0.6262(2) 0.8935(2) 0.0306(9) Uani 1 1 d . . . H10 H 0.1369 0.6246 0.9208 0.037 Uiso 1 1 calc R . . C11 C 0.2010(3) 0.6564(3) 0.8248(2) 0.0325(9) Uani 1 1 d . . . H11 H 0.1298 0.6754 0.8050 0.039 Uiso 1 1 calc R . . C12 C 0.2998(3) 0.6590(3) 0.7848(2) 0.0315(9) Uani 1 1 d . . . H12 H 0.2963 0.6785 0.7373 0.038 Uiso 1 1 calc R . . C13 C 0.4038(3) 0.6331(2) 0.81376(18) 0.0248(8) Uani 1 1 d . . . H13 H 0.4718 0.6356 0.7862 0.030 Uiso 1 1 calc R . . C14 C 0.6562(3) 0.6338(2) 0.88307(18) 0.0184(7) Uani 1 1 d . . . C15 C 0.6875(3) 0.7191(2) 0.91205(18) 0.0219(7) Uani 1 1 d . . . H15 H 0.6433 0.7450 0.9491 0.026 Uiso 1 1 calc R . . C16 C 0.7829(3) 0.7656(2) 0.88678(19) 0.0288(8) Uani 1 1 d . . . H16 H 0.8041 0.8234 0.9066 0.035 Uiso 1 1 calc R . . C17 C 0.8473(3) 0.7285(3) 0.8330(2) 0.0323(9) Uani 1 1 d . . . H17 H 0.9147 0.7595 0.8173 0.039 Uiso 1 1 calc R . . C18 C 0.8144(3) 0.6465(3) 0.8018(2) 0.0323(9) Uani 1 1 d . . . H18 H 0.8569 0.6226 0.7633 0.039 Uiso 1 1 calc R . . C19 C 0.7188(3) 0.5988(3) 0.82700(16) 0.0246(7) Uani 1 1 d . . . H19 H 0.6963 0.5422 0.8057 0.030 Uiso 1 1 calc R . . C20 C 0.5978(2) 0.25828(19) 0.92547(17) 0.0156(6) Uani 1 1 d . . . C21 C 0.5318(3) 0.1951(2) 0.88602(18) 0.0231(7) Uani 1 1 d . . . H21 H 0.4678 0.2175 0.8600 0.028 Uiso 1 1 calc R . . C22 C 0.5571(3) 0.1017(2) 0.88397(17) 0.0262(7) Uani 1 1 d . . . H22 H 0.5112 0.0614 0.8563 0.031 Uiso 1 1 calc R . . C23 C 0.6492(3) 0.0664(2) 0.9221(2) 0.0266(8) Uani 1 1 d . . . H23 H 0.6669 0.0023 0.9205 0.032 Uiso 1 1 calc R . . C24 C 0.7145(3) 0.1262(2) 0.96219(19) 0.0238(8) Uani 1 1 d . . . H24 H 0.7769 0.1026 0.9889 0.029 Uiso 1 1 calc R . . C25 C 0.6903(3) 0.2208(2) 0.96426(17) 0.0180(7) Uani 1 1 d . . . C26 C 0.7622(3) 0.2854(2) 1.00808(17) 0.0176(7) Uani 1 1 d . . . H26A H 0.8432 0.2644 1.0097 0.021 Uiso 1 1 calc R . . H26B H 0.7321 0.2890 1.0566 0.021 Uiso 1 1 calc R . . C27 C 0.8654(3) 0.3949(2) 0.89898(16) 0.0167(6) Uani 1 1 d . . . C28 C 0.9804(2) 0.4018(2) 0.91898(18) 0.0200(6) Uani 1 1 d . . . H28 H 0.9992 0.4079 0.9673 0.024 Uiso 1 1 calc R . . C29 C 1.0673(3) 0.3998(2) 0.86969(15) 0.0213(6) Uani 1 1 d . . . H29 H 1.1455 0.4041 0.8840 0.026 Uiso 1 1 calc R . . C30 C 1.0400(3) 0.3914(2) 0.79951(17) 0.0225(7) Uani 1 1 d . . . H30 H 1.0994 0.3919 0.7653 0.027 Uiso 1 1 calc R . . C31 C 0.9261(3) 0.3824(2) 0.77869(16) 0.0222(7) Uani 1 1 d . . . H31 H 0.9080 0.3753 0.7304 0.027 Uiso 1 1 calc R . . C32 C 0.8390(3) 0.3836(2) 0.82801(17) 0.0185(7) Uani 1 1 d . . . H32 H 0.7612 0.3767 0.8137 0.022 Uiso 1 1 calc R . . C33 C 0.7985(3) 0.4850(2) 1.02640(17) 0.0164(7) Uani 1 1 d . . . C34 C 0.7708(3) 0.4780(2) 1.09748(17) 0.0232(8) Uani 1 1 d . . . H34 H 0.7304 0.4253 1.1141 0.028 Uiso 1 1 calc R . . C35 C 0.8018(3) 0.5473(3) 1.1439(2) 0.0307(9) Uani 1 1 d . . . H35 H 0.7830 0.5415 1.1922 0.037 Uiso 1 1 calc R . . C36 C 0.8599(3) 0.6248(2) 1.1204(2) 0.0319(9) Uani 1 1 d . . . H36 H 0.8814 0.6720 1.1525 0.038 Uiso 1 1 calc R . . C37 C 0.8862(3) 0.6331(2) 1.0507(2) 0.0305(9) Uani 1 1 d . . . H37 H 0.9253 0.6866 1.0344 0.037 Uiso 1 1 calc R . . C38 C 0.8560(3) 0.5637(2) 1.00345(19) 0.0215(7) Uani 1 1 d . . . H38 H 0.8749 0.5701 0.9552 0.026 Uiso 1 1 calc R . . C39 C 0.4512(3) 0.3858(2) 0.80983(17) 0.0213(7) Uani 1 1 d . . . C40 C 0.3774(3) 0.3783(3) 0.74616(19) 0.0363(10) Uani 1 1 d . . . H40A H 0.3177 0.4260 0.7476 0.054 Uiso 1 1 calc R . . H40B H 0.3413 0.3171 0.7448 0.054 Uiso 1 1 calc R . . H40C H 0.4248 0.3868 0.7041 0.054 Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.01301(5) 0.01472(5) 0.01316(5) -0.00119(5) 0.00004(5) -0.00080(5) P1 0.0155(4) 0.0158(3) 0.0145(4) 0.0009(4) -0.0002(4) 0.0000(3) P2 0.0141(4) 0.0155(3) 0.0136(4) -0.0009(4) 0.0001(3) -0.0006(3) O1 0.0184(11) 0.0277(12) 0.0158(11) -0.0013(10) 0.0002(9) -0.0017(12) O2 0.0164(12) 0.0247(12) 0.0204(12) -0.0007(9) -0.0021(9) -0.0022(9) C1 0.0096(14) 0.0223(18) 0.0142(16) -0.0017(13) -0.0026(12) -0.0001(12) C2 0.0150(15) 0.0181(15) 0.0186(19) -0.0018(14) -0.0004(14) -0.0013(12) C3 0.0252(19) 0.0227(17) 0.0181(18) 0.0039(14) -0.0001(14) -0.0034(14) C4 0.0238(18) 0.0260(16) 0.0150(16) 0.0009(13) 0.0014(15) -0.0010(15) C5 0.0174(17) 0.0179(15) 0.0167(17) -0.0022(13) -0.0021(12) 0.0020(12) C6 0.0106(15) 0.0188(16) 0.0165(17) 0.0013(12) -0.0024(12) 0.0012(12) C7 0.0191(15) 0.0154(14) 0.0160(15) -0.0013(14) -0.0005(11) 0.0004(13) C8 0.0181(16) 0.0135(13) 0.0225(16) -0.0017(14) -0.0032(13) 0.0021(14) C9 0.0199(16) 0.0298(16) 0.0312(18) -0.001(2) -0.0004(16) -0.0013(15) C10 0.0167(18) 0.035(2) 0.040(2) -0.0069(17) 0.0001(16) 0.0008(15) C11 0.026(2) 0.033(2) 0.039(2) -0.0109(18) -0.0143(18) 0.0106(16) C12 0.037(2) 0.033(2) 0.025(2) -0.0019(16) -0.0129(17) 0.0041(17) C13 0.026(2) 0.0269(17) 0.0213(18) -0.0027(14) -0.0039(15) 0.0015(14) C14 0.0161(17) 0.0198(15) 0.0192(18) 0.0049(13) -0.0026(14) -0.0036(13) C15 0.0203(16) 0.0193(15) 0.026(2) 0.0023(15) 0.0000(15) -0.0008(13) C16 0.028(2) 0.0243(18) 0.034(2) 0.0055(16) -0.0067(17) -0.0083(15) C17 0.0213(19) 0.030(2) 0.045(3) 0.0186(18) 0.0026(17) -0.0064(16) C18 0.034(2) 0.032(2) 0.030(2) 0.0076(17) 0.0158(18) 0.0029(17) C19 0.0282(18) 0.0228(15) 0.0228(17) -0.0005(17) 0.0058(14) -0.0046(18) C20 0.0166(15) 0.0152(13) 0.0150(15) -0.0011(13) 0.0058(14) -0.0014(11) C21 0.0224(18) 0.0277(18) 0.0191(18) -0.0046(15) 0.0028(14) -0.0013(14) C22 0.0296(19) 0.0209(14) 0.0283(18) -0.0101(15) 0.0090(15) -0.0074(17) C23 0.0241(17) 0.0172(15) 0.039(2) -0.0019(17) 0.0140(19) -0.0006(13) C24 0.0184(17) 0.0206(16) 0.033(2) 0.0027(14) 0.0094(16) 0.0025(13) C25 0.0166(17) 0.0192(16) 0.0182(17) 0.0009(13) 0.0069(13) -0.0009(13) C26 0.0171(17) 0.0165(15) 0.0193(17) 0.0033(13) 0.0039(13) -0.0003(13) C27 0.0182(15) 0.0105(14) 0.0212(16) 0.0000(13) 0.0014(12) 0.0008(13) C28 0.0189(14) 0.0209(14) 0.0201(16) 0.0005(19) -0.0032(14) 0.0006(14) C29 0.0155(14) 0.0232(14) 0.0253(16) 0.0020(15) -0.0007(14) -0.0005(18) C30 0.0225(17) 0.0218(17) 0.0233(18) 0.0000(15) 0.0070(13) -0.0006(14) C31 0.0259(17) 0.0250(17) 0.0158(16) 0.0004(12) 0.0003(16) 0.0062(15) C32 0.0153(16) 0.0214(18) 0.0189(18) 0.0019(13) -0.0007(13) -0.0009(13) C33 0.0109(16) 0.0182(15) 0.0201(17) -0.0049(13) -0.0044(13) 0.0057(12) C34 0.0213(18) 0.0254(17) 0.0229(19) -0.0027(14) -0.0034(14) 0.0060(14) C35 0.029(2) 0.040(2) 0.023(2) -0.0121(17) -0.0051(16) 0.0130(17) C36 0.030(2) 0.029(2) 0.037(2) -0.0203(17) -0.0133(18) 0.0080(15) C37 0.027(2) 0.0204(17) 0.044(2) -0.0081(16) -0.0073(17) 0.0010(14) C38 0.0198(17) 0.0197(16) 0.0251(19) -0.0021(14) -0.0046(15) 0.0004(13) C39 0.0228(18) 0.0217(17) 0.0194(17) -0.0025(13) -0.0034(13) -0.0005(13) C40 0.028(2) 0.055(3) 0.026(2) -0.0022(18) -0.0077(16) -0.0060(18) _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 Ir C1 2.041(3) . ? Ir C20 2.107(3) . ? Ir O2 2.186(2) . ? Ir P2 2.2218(7) . ? Ir O1 2.2579(19) . ? Ir P1 2.3174(7) . ? Ir C39 2.582(3) . ? P1 C14 1.822(3) . ? P1 C8 1.830(3) . ? P1 C7 1.831(3) . ? P2 C33 1.819(3) . ? P2 C27 1.822(3) . ? P2 C26 1.830(3) . ? O1 C39 1.272(4) . ? O2 C39 1.274(4) . ? C1 C2 1.401(4) . ? C1 C6 1.423(4) . ? C2 C3 1.403(5) . ? C3 C4 1.384(4) . ? C4 C5 1.384(4) . ? C5 C6 1.383(4) . ? C6 C7 1.512(4) . ? C8 C9 1.392(4) . ? C8 C13 1.401(4) . ? C9 C10 1.388(5) . ? C10 C11 1.381(5) . ? C11 C12 1.379(5) . ? C12 C13 1.380(5) . ? C14 C19 1.388(5) . ? C14 C15 1.400(4) . ? C15 C16 1.384(4) . ? C16 C17 1.379(5) . ? C17 C18 1.381(5) . ? C18 C19 1.393(5) . ? C20 C21 1.410(4) . ? C20 C25 1.413(4) . ? C21 C22 1.384(5) . ? C22 C23 1.391(5) . ? C23 C24 1.382(5) . ? C24 C25 1.397(4) . ? C25 C26 1.506(4) . ? C27 C28 1.393(4) . ? C27 C32 1.397(4) . ? C28 C29 1.380(4) . ? C29 C30 1.380(4) . ? C30 C31 1.389(4) . ? C31 C32 1.381(4) . ? C33 C38 1.391(4) . ? C33 C34 1.396(5) . ? C34 C35 1.384(5) . ? C35 C36 1.383(5) . ? C36 C37 1.369(5) . ? C37 C38 1.394(4) . ? C39 C40 1.490(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir C20 96.63(13) . . ? C1 Ir O2 101.69(10) . . ? C20 Ir O2 91.17(10) . . ? C1 Ir P2 85.35(8) . . ? C20 Ir P2 80.13(8) . . ? O2 Ir P2 169.45(6) . . ? C1 Ir O1 160.26(10) . . ? C20 Ir O1 88.53(11) . . ? O2 Ir O1 59.04(8) . . ? P2 Ir O1 114.34(6) . . ? C1 Ir P1 82.62(9) . . ? C20 Ir P1 179.18(10) . . ? O2 Ir P1 89.29(6) . . ? P2 Ir P1 99.48(3) . . ? O1 Ir P1 92.29(6) . . ? C1 Ir C39 131.04(11) . . ? C20 Ir C39 90.28(11) . . ? O2 Ir C39 29.53(9) . . ? P2 Ir C39 143.39(8) . . ? O1 Ir C39 29.52(9) . . ? P1 Ir C39 90.46(7) . . ? C14 P1 C8 105.05(15) . . ? C14 P1 C7 106.04(15) . . ? C8 P1 C7 105.64(14) . . ? C14 P1 Ir 118.52(11) . . ? C8 P1 Ir 116.90(10) . . ? C7 P1 Ir 103.50(11) . . ? C33 P2 C27 103.68(15) . . ? C33 P2 C26 107.25(15) . . ? C27 P2 C26 103.92(15) . . ? C33 P2 Ir 119.63(10) . . ? C27 P2 Ir 116.11(10) . . ? C26 P2 Ir 104.96(11) . . ? C39 O1 Ir 89.52(18) . . ? C39 O2 Ir 92.76(18) . . ? C2 C1 C6 116.5(3) . . ? C2 C1 Ir 122.3(2) . . ? C6 C1 Ir 121.0(2) . . ? C1 C2 C3 122.3(3) . . ? C4 C3 C2 119.8(3) . . ? C3 C4 C5 119.0(3) . . ? C6 C5 C4 122.0(3) . . ? C5 C6 C1 120.5(3) . . ? C5 C6 C7 119.4(3) . . ? C1 C6 C7 120.0(3) . . ? C6 C7 P1 107.7(2) . . ? C9 C8 C13 119.0(3) . . ? C9 C8 P1 119.6(2) . . ? C13 C8 P1 121.3(2) . . ? C10 C9 C8 120.0(3) . . ? C11 C10 C9 120.3(4) . . ? C12 C11 C10 120.2(3) . . ? C11 C12 C13 120.1(4) . . ? C12 C13 C8 120.4(3) . . ? C19 C14 C15 119.3(3) . . ? C19 C14 P1 118.1(3) . . ? C15 C14 P1 122.4(3) . . ? C16 C15 C14 120.0(3) . . ? C17 C16 C15 120.3(3) . . ? C16 C17 C18 120.3(3) . . ? C17 C18 C19 119.9(3) . . ? C14 C19 C18 120.2(3) . . ? C21 C20 C25 116.4(3) . . ? C21 C20 Ir 123.5(2) . . ? C25 C20 Ir 120.0(2) . . ? C22 C21 C20 122.2(3) . . ? C21 C22 C23 120.5(3) . . ? C24 C23 C22 118.8(3) . . ? C23 C24 C25 121.2(3) . . ? C24 C25 C20 120.9(3) . . ? C24 C25 C26 120.8(3) . . ? C20 C25 C26 118.3(3) . . ? C25 C26 P2 104.9(2) . . ? C28 C27 C32 118.9(3) . . ? C28 C27 P2 120.8(2) . . ? C32 C27 P2 120.2(2) . . ? C29 C28 C27 121.0(3) . . ? C28 C29 C30 119.6(3) . . ? C29 C30 C31 120.3(3) . . ? C32 C31 C30 120.2(3) . . ? C31 C32 C27 120.0(3) . . ? C38 C33 C34 118.3(3) . . ? C38 C33 P2 120.7(3) . . ? C34 C33 P2 120.8(3) . . ? C35 C34 C33 120.6(3) . . ? C36 C35 C34 120.5(4) . . ? C37 C36 C35 119.6(3) . . ? C36 C37 C38 120.5(4) . . ? C33 C38 C37 120.5(3) . . ? O1 C39 O2 118.7(3) . . ? O1 C39 C40 121.0(3) . . ? O2 C39 C40 120.3(3) . . ? O1 C39 Ir 60.96(15) . . ? O2 C39 Ir 57.71(15) . . ? C40 C39 Ir 177.6(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.989 _refine_diff_density_min -0.772 _refine_diff_density_rms 0.082 data_complex(5) _database_code_depnum_ccdc_archive 'CCDC 768980' #TrackingRef '- CIF-(1)(5).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H49 Ir N4 P2' _chemical_formula_weight 1044.14 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' P P 0.1023 0.0942 '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 10.9627(5) _cell_length_b 11.9508(5) _cell_length_c 18.5245(8) _cell_angle_alpha 103.385(1) _cell_angle_beta 100.342(1) _cell_angle_gamma 105.530(1) _cell_volume 2198.02(17) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7649 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 24.91 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 3.156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5435 _exptl_absorpt_correction_T_max 0.7032 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART APEXCCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28811 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10082 _reflns_number_gt 9278 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0314P)^2^+1.3851P] 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 10082 _refine_ls_number_parameters 580 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0696 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 Ir Ir 0.932857(13) 0.765191(12) 0.727312(7) 0.01786(5) Uani 1 1 d . . . P1 P 1.06078(9) 0.63679(8) 0.70386(5) 0.02085(19) Uani 1 1 d . . . P2 P 1.06781(9) 0.91941(8) 0.82940(5) 0.02136(19) Uani 1 1 d . . . N1 N 0.7688(3) 0.6112(3) 0.64152(16) 0.0202(6) Uani 1 1 d . . . N2 N 0.8290(3) 0.6749(3) 0.79221(16) 0.0195(6) Uani 1 1 d . . . N3 N 0.8421(3) 0.6925(3) 0.86892(17) 0.0229(6) Uani 1 1 d . . . N4 N 0.6836(3) 0.5132(3) 0.80419(17) 0.0214(6) Uani 1 1 d . . . C1 C 1.0269(3) 0.8381(3) 0.6524(2) 0.0222(7) Uani 1 1 d . . . C2 C 1.0331(4) 0.9527(3) 0.6423(2) 0.0261(8) Uani 1 1 d . . . H2 H 0.9870 0.9984 0.6686 0.031 Uiso 1 1 calc R . . C3 C 1.1038(4) 1.0015(4) 0.5954(2) 0.0338(9) Uani 1 1 d . . . H3 H 1.1049 1.0788 0.5898 0.041 Uiso 1 1 calc R . . C4 C 1.1716(4) 0.9382(4) 0.5574(2) 0.0364(10) Uani 1 1 d . . . H4 H 1.2239 0.9732 0.5275 0.044 Uiso 1 1 calc R . . C5 C 1.1640(4) 0.8230(4) 0.5624(2) 0.0333(9) Uani 1 1 d . . . H5 H 1.2091 0.7779 0.5348 0.040 Uiso 1 1 calc R . . C6 C 1.0903(4) 0.7728(3) 0.6080(2) 0.0247(8) Uani 1 1 d . . . C7 C 1.0738(4) 0.6434(3) 0.6081(2) 0.0248(8) Uani 1 1 d . . . H7A H 1.1503 0.6205 0.5967 0.030 Uiso 1 1 calc R . . H7B H 0.9938 0.5869 0.5689 0.030 Uiso 1 1 calc R . . C8 C 1.2326(4) 0.6694(3) 0.7532(2) 0.0237(8) Uani 1 1 d . . . C9 C 1.3282(4) 0.7638(4) 0.7452(2) 0.0313(9) Uani 1 1 d . . . H9 H 1.3043 0.8152 0.7171 0.038 Uiso 1 1 calc R . . C10 C 1.4596(4) 0.7845(4) 0.7781(2) 0.0368(10) Uani 1 1 d . . . H10 H 1.5244 0.8505 0.7725 0.044 Uiso 1 1 calc R . . C11 C 1.4970(4) 0.7121(4) 0.8182(3) 0.0377(10) Uani 1 1 d . . . H11 H 1.5871 0.7263 0.8399 0.045 Uiso 1 1 calc R . . C12 C 1.4016(4) 0.6173(4) 0.8270(3) 0.0432(11) Uani 1 1 d . . . H12 H 1.4264 0.5661 0.8550 0.052 Uiso 1 1 calc R . . C13 C 1.2717(4) 0.5968(4) 0.7955(3) 0.0359(10) Uani 1 1 d . . . H13 H 1.2072 0.5321 0.8026 0.043 Uiso 1 1 calc R . . C14 C 0.9913(3) 0.4782(3) 0.6978(2) 0.0237(8) Uani 1 1 d . . . C15 C 0.9866(4) 0.3850(4) 0.6353(2) 0.0310(9) Uani 1 1 d . . . H15 H 1.0162 0.4035 0.5930 0.037 Uiso 1 1 calc R . . C16 C 0.9386(4) 0.2654(4) 0.6350(3) 0.0361(10) Uani 1 1 d . . . H16 H 0.9367 0.2022 0.5924 0.043 Uiso 1 1 calc R . . C17 C 0.8944(4) 0.2367(4) 0.6938(3) 0.0371(10) Uani 1 1 d . . . H17 H 0.8606 0.1538 0.6920 0.045 Uiso 1 1 calc R . . C18 C 0.8982(4) 0.3282(4) 0.7575(3) 0.0306(9) Uani 1 1 d . . . H18 H 0.8675 0.3081 0.7992 0.037 Uiso 1 1 calc R . . C19 C 0.9473(4) 0.4481(3) 0.7592(2) 0.0252(8) Uani 1 1 d . . . H19 H 0.9510 0.5109 0.8025 0.030 Uiso 1 1 calc R . . C20 C 0.8186(3) 0.8809(3) 0.7368(2) 0.0221(7) Uani 1 1 d . . . C21 C 0.7191(4) 0.8789(3) 0.6770(2) 0.0264(8) Uani 1 1 d . . . H21 H 0.6974 0.8191 0.6288 0.032 Uiso 1 1 calc R . . C22 C 0.6511(4) 0.9620(4) 0.6862(2) 0.0317(9) Uani 1 1 d . . . H22 H 0.5845 0.9588 0.6444 0.038 Uiso 1 1 calc R . . C23 C 0.6803(4) 1.0496(4) 0.7564(3) 0.0335(9) Uani 1 1 d . . . H23 H 0.6351 1.1073 0.7628 0.040 Uiso 1 1 calc R . . C24 C 0.7758(4) 1.0513(3) 0.8165(2) 0.0287(8) Uani 1 1 d . . . H24 H 0.7954 1.1103 0.8649 0.034 Uiso 1 1 calc R . . C25 C 0.8439(4) 0.9690(3) 0.8079(2) 0.0240(8) Uani 1 1 d . . . C26 C 0.9504(4) 0.9739(3) 0.8734(2) 0.0251(8) Uani 1 1 d . . . H26A H 0.9142 0.9214 0.9038 0.030 Uiso 1 1 calc R . . H26B H 0.9927 1.0582 0.9076 0.030 Uiso 1 1 calc R . . C27 C 1.1746(4) 1.0542(3) 0.8142(2) 0.0240(8) Uani 1 1 d . . . C28 C 1.1295(4) 1.1509(3) 0.8073(2) 0.0262(8) Uani 1 1 d . . . H28 H 1.0452 1.1493 0.8141 0.031 Uiso 1 1 calc R . . C29 C 1.2071(4) 1.2497(3) 0.7907(2) 0.0297(9) Uani 1 1 d . . . H29 H 1.1749 1.3144 0.7852 0.036 Uiso 1 1 calc R . . C30 C 1.3293(4) 1.2540(4) 0.7821(2) 0.0319(9) Uani 1 1 d . . . H30 H 1.3818 1.3209 0.7701 0.038 Uiso 1 1 calc R . . C31 C 1.3761(4) 1.1595(4) 0.7912(3) 0.0365(10) Uani 1 1 d . . . H31 H 1.4623 1.1636 0.7873 0.044 Uiso 1 1 calc R . . C32 C 1.2991(4) 1.0601(4) 0.8059(2) 0.0307(9) Uani 1 1 d . . . H32 H 1.3315 0.9951 0.8104 0.037 Uiso 1 1 calc R . . C33 C 1.1755(4) 0.8924(3) 0.9057(2) 0.0245(8) Uani 1 1 d . . . C34 C 1.2750(4) 0.9881(4) 0.9613(2) 0.0332(9) Uani 1 1 d . . . H34 H 1.2879 1.0689 0.9588 0.040 Uiso 1 1 calc R . . C35 C 1.3552(4) 0.9676(4) 1.0199(2) 0.0387(10) Uani 1 1 d . . . H35 H 1.4224 1.0340 1.0573 0.046 Uiso 1 1 calc R . . C36 C 1.3376(4) 0.8509(4) 1.0239(2) 0.0353(10) Uani 1 1 d . . . H36 H 1.3946 0.8359 1.0630 0.042 Uiso 1 1 calc R . . C37 C 1.2368(4) 0.7562(4) 0.9710(2) 0.0361(10) Uani 1 1 d . . . H37 H 1.2224 0.6759 0.9746 0.043 Uiso 1 1 calc R . . C38 C 1.1560(4) 0.7766(3) 0.9124(2) 0.0301(9) Uani 1 1 d . . . H38 H 1.0865 0.7103 0.8764 0.036 Uiso 1 1 calc R . . C39 C 0.7357(3) 0.5844(3) 0.5608(2) 0.0210(7) Uani 1 1 d . . . C40 C 0.7775(3) 0.6784(3) 0.5275(2) 0.0244(8) Uani 1 1 d . . . H40 H 0.8289 0.7578 0.5596 0.029 Uiso 1 1 calc R . . C41 C 0.7445(4) 0.6562(4) 0.4492(2) 0.0272(8) Uani 1 1 d . . . H41 H 0.7739 0.7201 0.4277 0.033 Uiso 1 1 calc R . . C42 C 0.6685(4) 0.5407(4) 0.4011(2) 0.0281(8) Uani 1 1 d . . . H42 H 0.6472 0.5260 0.3470 0.034 Uiso 1 1 calc R . . C43 C 0.6246(4) 0.4487(4) 0.4318(2) 0.0274(8) Uani 1 1 d . . . H43 H 0.5716 0.3706 0.3986 0.033 Uiso 1 1 calc R . . C44 C 0.6568(3) 0.4679(3) 0.5124(2) 0.0222(7) Uani 1 1 d . . . C45 C 0.6080(3) 0.3735(3) 0.5462(2) 0.0234(8) Uani 1 1 d . . . C46 C 0.5392(4) 0.2526(3) 0.5025(2) 0.0288(8) Uani 1 1 d . . . H46 H 0.5278 0.2295 0.4485 0.035 Uiso 1 1 calc R . . C47 C 0.4885(4) 0.1678(3) 0.5368(2) 0.0312(9) Uani 1 1 d . . . H47 H 0.4428 0.0861 0.5065 0.037 Uiso 1 1 calc R . . C48 C 0.5029(4) 0.1996(4) 0.6153(2) 0.0317(9) Uani 1 1 d . . . H48 H 0.4646 0.1403 0.6382 0.038 Uiso 1 1 calc R . . C49 C 0.5724(4) 0.3168(3) 0.6606(2) 0.0266(8) Uani 1 1 d . . . H49 H 0.5839 0.3374 0.7146 0.032 Uiso 1 1 calc R . . C50 C 0.6262(3) 0.4060(3) 0.6268(2) 0.0218(7) Uani 1 1 d . . . C51 C 0.7070(3) 0.5285(3) 0.6720(2) 0.0196(7) Uani 1 1 d . . . C52 C 0.7349(3) 0.5683(3) 0.7552(2) 0.0193(7) Uani 1 1 d . . . C53 C 0.7532(3) 0.5929(3) 0.8727(2) 0.0217(7) Uani 1 1 d . . . C54 C 0.7387(4) 0.5754(4) 0.9492(2) 0.0285(8) Uani 1 1 d . . . C55 C 0.7019(5) 0.6797(4) 0.9943(2) 0.0400(10) Uani 1 1 d . . . H55A H 0.6176 0.6800 0.9659 0.060 Uiso 1 1 calc R . . H55B H 0.7695 0.7569 1.0016 0.060 Uiso 1 1 calc R . . H55C H 0.6950 0.6691 1.0445 0.060 Uiso 1 1 calc R . . C56 C 0.8706(4) 0.5781(5) 0.9950(3) 0.0451(12) Uani 1 1 d . . . H56A H 0.9372 0.6557 1.0017 0.068 Uiso 1 1 calc R . . H56B H 0.8960 0.5113 0.9672 0.068 Uiso 1 1 calc R . . H56C H 0.8633 0.5690 1.0454 0.068 Uiso 1 1 calc R . . C57 C 0.6335(4) 0.4563(4) 0.9382(2) 0.0335(9) Uani 1 1 d . . . H57A H 0.6582 0.3887 0.9109 0.050 Uiso 1 1 calc R . . H57B H 0.5500 0.4558 0.9082 0.050 Uiso 1 1 calc R . . H57C H 0.6244 0.4475 0.9885 0.050 Uiso 1 1 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.01868(8) 0.01633(7) 0.01825(7) 0.00544(5) 0.00408(5) 0.00530(5) P1 0.0204(5) 0.0190(4) 0.0227(5) 0.0059(4) 0.0043(4) 0.0067(4) P2 0.0226(5) 0.0183(4) 0.0217(5) 0.0058(4) 0.0040(4) 0.0052(4) N1 0.0202(15) 0.0217(15) 0.0205(15) 0.0067(12) 0.0052(12) 0.0092(12) N2 0.0224(15) 0.0182(14) 0.0190(15) 0.0067(12) 0.0054(12) 0.0071(12) N3 0.0259(16) 0.0225(15) 0.0202(15) 0.0070(12) 0.0063(13) 0.0067(13) N4 0.0220(15) 0.0218(15) 0.0218(15) 0.0093(12) 0.0051(12) 0.0068(13) C1 0.0182(17) 0.0244(18) 0.0211(18) 0.0075(15) 0.0026(14) 0.0033(14) C2 0.031(2) 0.0215(18) 0.0245(19) 0.0082(15) 0.0051(16) 0.0060(16) C3 0.043(3) 0.021(2) 0.031(2) 0.0099(17) 0.0057(19) 0.0012(18) C4 0.037(2) 0.037(2) 0.032(2) 0.0161(19) 0.0139(19) -0.0002(19) C5 0.032(2) 0.040(2) 0.030(2) 0.0112(18) 0.0123(18) 0.0111(19) C6 0.0212(18) 0.028(2) 0.0240(19) 0.0100(16) 0.0034(15) 0.0065(15) C7 0.0256(19) 0.031(2) 0.0198(18) 0.0073(15) 0.0064(15) 0.0115(16) C8 0.0220(18) 0.0227(18) 0.0259(19) 0.0045(15) 0.0046(15) 0.0096(15) C9 0.028(2) 0.029(2) 0.033(2) 0.0089(17) 0.0036(17) 0.0049(17) C10 0.025(2) 0.038(2) 0.039(2) 0.0105(19) 0.0045(18) -0.0015(18) C11 0.024(2) 0.040(2) 0.042(3) 0.004(2) -0.0010(18) 0.0137(19) C12 0.034(2) 0.039(3) 0.059(3) 0.023(2) 0.000(2) 0.017(2) C13 0.027(2) 0.031(2) 0.047(3) 0.017(2) 0.0009(19) 0.0066(18) C14 0.0196(18) 0.0192(18) 0.032(2) 0.0064(15) 0.0019(15) 0.0098(14) C15 0.034(2) 0.028(2) 0.030(2) 0.0069(17) 0.0073(18) 0.0118(17) C16 0.042(2) 0.021(2) 0.038(2) -0.0003(17) 0.001(2) 0.0122(18) C17 0.032(2) 0.022(2) 0.051(3) 0.0103(19) 0.001(2) 0.0047(17) C18 0.025(2) 0.027(2) 0.045(2) 0.0169(18) 0.0112(18) 0.0089(16) C19 0.0226(19) 0.0211(18) 0.031(2) 0.0065(16) 0.0051(16) 0.0080(15) C20 0.0232(18) 0.0172(17) 0.030(2) 0.0085(15) 0.0115(16) 0.0082(14) C21 0.029(2) 0.0209(18) 0.030(2) 0.0081(16) 0.0101(17) 0.0068(16) C22 0.027(2) 0.031(2) 0.038(2) 0.0112(18) 0.0040(18) 0.0136(17) C23 0.030(2) 0.026(2) 0.049(3) 0.0101(19) 0.0131(19) 0.0145(17) C24 0.026(2) 0.0235(19) 0.036(2) 0.0042(17) 0.0132(17) 0.0072(16) C25 0.0237(19) 0.0211(18) 0.030(2) 0.0115(15) 0.0091(16) 0.0066(15) C26 0.0259(19) 0.0224(18) 0.0239(19) 0.0021(15) 0.0076(16) 0.0060(15) C27 0.0265(19) 0.0179(17) 0.0211(18) 0.0027(14) 0.0032(15) 0.0013(15) C28 0.0222(19) 0.0241(19) 0.028(2) 0.0056(16) 0.0046(16) 0.0040(15) C29 0.034(2) 0.0198(19) 0.032(2) 0.0076(16) 0.0059(17) 0.0060(16) C30 0.033(2) 0.024(2) 0.032(2) 0.0078(17) 0.0112(18) -0.0026(17) C31 0.027(2) 0.042(2) 0.044(3) 0.016(2) 0.0131(19) 0.0106(19) C32 0.028(2) 0.028(2) 0.038(2) 0.0102(18) 0.0091(18) 0.0106(17) C33 0.027(2) 0.0224(18) 0.0221(18) 0.0045(15) 0.0042(15) 0.0083(15) C34 0.040(2) 0.026(2) 0.028(2) 0.0043(17) 0.0013(18) 0.0095(18) C35 0.038(2) 0.043(3) 0.025(2) 0.0038(19) -0.0010(18) 0.006(2) C36 0.035(2) 0.044(3) 0.028(2) 0.0156(19) 0.0046(18) 0.013(2) C37 0.041(2) 0.036(2) 0.032(2) 0.0149(19) 0.0033(19) 0.013(2) C38 0.030(2) 0.024(2) 0.030(2) 0.0061(16) 0.0011(17) 0.0049(16) C39 0.0188(17) 0.0249(18) 0.0216(18) 0.0072(15) 0.0059(14) 0.0098(15) C40 0.0196(18) 0.029(2) 0.0240(19) 0.0066(15) 0.0030(15) 0.0091(15) C41 0.027(2) 0.035(2) 0.0255(19) 0.0149(17) 0.0095(16) 0.0132(17) C42 0.029(2) 0.040(2) 0.0182(18) 0.0091(17) 0.0057(16) 0.0152(18) C43 0.027(2) 0.030(2) 0.0230(19) 0.0015(16) 0.0046(16) 0.0118(16) C44 0.0200(18) 0.0245(18) 0.0238(18) 0.0062(15) 0.0063(15) 0.0105(15) C45 0.0169(17) 0.0254(19) 0.0273(19) 0.0057(15) 0.0041(15) 0.0086(15) C46 0.025(2) 0.028(2) 0.026(2) 0.0000(16) 0.0032(16) 0.0066(16) C47 0.027(2) 0.0203(19) 0.035(2) -0.0016(16) 0.0003(17) 0.0024(16) C48 0.031(2) 0.024(2) 0.037(2) 0.0111(17) 0.0037(18) 0.0039(17) C49 0.026(2) 0.0255(19) 0.0257(19) 0.0084(16) 0.0039(16) 0.0053(16) C50 0.0161(17) 0.0227(18) 0.0253(19) 0.0057(15) 0.0017(14) 0.0077(14) C51 0.0165(17) 0.0227(18) 0.0233(18) 0.0079(14) 0.0061(14) 0.0106(14) C52 0.0175(17) 0.0205(17) 0.0210(17) 0.0058(14) 0.0049(14) 0.0080(14) C53 0.0212(18) 0.0215(18) 0.0236(18) 0.0073(15) 0.0056(15) 0.0084(15) C54 0.032(2) 0.034(2) 0.0222(19) 0.0132(16) 0.0076(16) 0.0094(17) C55 0.052(3) 0.042(3) 0.023(2) 0.0075(19) 0.012(2) 0.012(2) C56 0.033(2) 0.068(3) 0.042(3) 0.036(2) 0.006(2) 0.013(2) C57 0.035(2) 0.034(2) 0.031(2) 0.0185(18) 0.0068(18) 0.0057(18) _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 Ir C1 2.083(4) . ? Ir N2 2.084(3) . ? Ir C20 2.099(3) . ? Ir N1 2.235(3) . ? Ir P2 2.2547(10) . ? Ir P1 2.3606(9) . ? P1 C14 1.812(4) . ? P1 C7 1.823(4) . ? P1 C8 1.833(4) . ? P2 C33 1.821(4) . ? P2 C26 1.823(4) . ? P2 C27 1.833(4) . ? N1 C51 1.339(4) . ? N1 C39 1.412(4) . ? N2 C52 1.340(4) . ? N2 N3 1.362(4) . ? N3 C53 1.347(5) . ? N4 C53 1.343(5) . ? N4 C52 1.355(4) . ? C1 C6 1.403(5) . ? C1 C2 1.411(5) . ? C2 C3 1.389(5) . ? C3 C4 1.366(6) . ? C4 C5 1.383(6) . ? C5 C6 1.394(5) . ? C6 C7 1.508(5) . ? C8 C9 1.376(5) . ? C8 C13 1.394(5) . ? C9 C10 1.389(6) . ? C10 C11 1.359(6) . ? C11 C12 1.383(6) . ? C12 C13 1.371(6) . ? C14 C15 1.391(5) . ? C14 C19 1.395(5) . ? C15 C16 1.383(6) . ? C16 C17 1.347(6) . ? C17 C18 1.396(6) . ? C18 C19 1.380(5) . ? C20 C21 1.398(5) . ? C20 C25 1.411(5) . ? C21 C22 1.392(5) . ? C22 C23 1.388(6) . ? C23 C24 1.377(6) . ? C24 C25 1.384(5) . ? C25 C26 1.502(5) . ? C27 C32 1.386(5) . ? C27 C28 1.396(5) . ? C28 C29 1.392(5) . ? C29 C30 1.366(6) . ? C30 C31 1.391(6) . ? C31 C32 1.375(6) . ? C33 C38 1.381(5) . ? C33 C34 1.393(5) . ? C34 C35 1.381(6) . ? C35 C36 1.378(6) . ? C36 C37 1.376(6) . ? C37 C38 1.383(5) . ? C39 C44 1.410(5) . ? C39 C40 1.413(5) . ? C40 C41 1.374(5) . ? C41 C42 1.393(5) . ? C42 C43 1.367(5) . ? C43 C44 1.421(5) . ? C44 C45 1.440(5) . ? C45 C46 1.403(5) . ? C45 C50 1.414(5) . ? C46 C47 1.365(6) . ? C47 C48 1.384(6) . ? C48 C49 1.379(5) . ? C49 C50 1.407(5) . ? C50 C51 1.450(5) . ? C51 C52 1.451(5) . ? C53 C54 1.509(5) . ? C54 C57 1.517(5) . ? C54 C55 1.524(6) . ? C54 C56 1.528(6) . ? 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 C1 Ir N2 173.71(12) . . ? C1 Ir C20 94.68(14) . . ? N2 Ir C20 87.77(12) . . ? C1 Ir N1 99.27(12) . . ? N2 Ir N1 74.80(11) . . ? C20 Ir N1 92.92(12) . . ? C1 Ir P2 91.43(10) . . ? N2 Ir P2 94.69(8) . . ? C20 Ir P2 80.32(11) . . ? N1 Ir P2 167.81(8) . . ? C1 Ir P1 80.24(10) . . ? N2 Ir P1 96.99(8) . . ? C20 Ir P1 174.13(10) . . ? N1 Ir P1 85.06(7) . . ? P2 Ir P1 102.62(3) . . ? C14 P1 C7 107.40(18) . . ? C14 P1 C8 101.56(16) . . ? C7 P1 C8 101.29(17) . . ? C14 P1 Ir 118.28(12) . . ? C7 P1 Ir 99.57(12) . . ? C8 P1 Ir 126.21(12) . . ? C33 P2 C26 105.64(17) . . ? C33 P2 C27 102.63(17) . . ? C26 P2 C27 104.42(17) . . ? C33 P2 Ir 121.30(12) . . ? C26 P2 Ir 101.25(12) . . ? C27 P2 Ir 119.64(12) . . ? C51 N1 C39 117.8(3) . . ? C51 N1 Ir 113.5(2) . . ? C39 N1 Ir 128.1(2) . . ? C52 N2 N3 107.6(3) . . ? C52 N2 Ir 117.8(2) . . ? N3 N2 Ir 134.2(2) . . ? C53 N3 N2 104.0(3) . . ? C53 N4 C52 101.8(3) . . ? C6 C1 C2 115.4(3) . . ? C6 C1 Ir 120.3(3) . . ? C2 C1 Ir 124.4(3) . . ? C3 C2 C1 122.6(4) . . ? C4 C3 C2 119.9(4) . . ? C3 C4 C5 119.8(4) . . ? C4 C5 C6 120.2(4) . . ? C5 C6 C1 121.8(4) . . ? C5 C6 C7 119.7(3) . . ? C1 C6 C7 118.4(3) . . ? C6 C7 P1 106.5(2) . . ? C9 C8 C13 118.1(4) . . ? C9 C8 P1 119.8(3) . . ? C13 C8 P1 122.0(3) . . ? C8 C9 C10 120.4(4) . . ? C11 C10 C9 121.2(4) . . ? C10 C11 C12 118.9(4) . . ? C13 C12 C11 120.4(4) . . ? C12 C13 C8 121.0(4) . . ? C15 C14 C19 118.7(3) . . ? C15 C14 P1 121.9(3) . . ? C19 C14 P1 119.3(3) . . ? C16 C15 C14 119.8(4) . . ? C17 C16 C15 121.3(4) . . ? C16 C17 C18 120.2(4) . . ? C19 C18 C17 119.2(4) . . ? C18 C19 C14 120.7(4) . . ? C21 C20 C25 116.7(3) . . ? C21 C20 Ir 124.8(3) . . ? C25 C20 Ir 118.5(3) . . ? C22 C21 C20 121.9(4) . . ? C23 C22 C21 120.1(4) . . ? C24 C23 C22 119.0(4) . . ? C23 C24 C25 121.3(4) . . ? C24 C25 C20 121.0(4) . . ? C24 C25 C26 120.8(3) . . ? C20 C25 C26 118.2(3) . . ? C25 C26 P2 105.7(2) . . ? C32 C27 C28 118.6(3) . . ? C32 C27 P2 120.9(3) . . ? C28 C27 P2 120.4(3) . . ? C29 C28 C27 120.5(4) . . ? C30 C29 C28 120.3(4) . . ? C29 C30 C31 119.4(4) . . ? C32 C31 C30 120.8(4) . . ? C31 C32 C27 120.4(4) . . ? C38 C33 C34 118.2(3) . . ? C38 C33 P2 120.6(3) . . ? C34 C33 P2 121.2(3) . . ? C35 C34 C33 121.1(4) . . ? C36 C35 C34 120.0(4) . . ? C37 C36 C35 119.4(4) . . ? C36 C37 C38 120.7(4) . . ? C33 C38 C37 120.6(4) . . ? C44 C39 N1 121.9(3) . . ? C44 C39 C40 119.0(3) . . ? N1 C39 C40 119.1(3) . . ? C41 C40 C39 120.6(4) . . ? C40 C41 C42 120.7(4) . . ? C43 C42 C41 119.9(3) . . ? C42 C43 C44 121.1(4) . . ? C39 C44 C43 118.6(3) . . ? C39 C44 C45 119.2(3) . . ? C43 C44 C45 122.1(3) . . ? C46 C45 C50 118.9(3) . . ? C46 C45 C44 122.9(3) . . ? C50 C45 C44 118.1(3) . . ? C47 C46 C45 120.7(4) . . ? C46 C47 C48 120.6(4) . . ? C49 C48 C47 120.4(4) . . ? C48 C49 C50 120.1(4) . . ? C49 C50 C45 119.1(3) . . ? C49 C50 C51 122.3(3) . . ? C45 C50 C51 118.5(3) . . ? N1 C51 C50 123.1(3) . . ? N1 C51 C52 114.5(3) . . ? C50 C51 C52 122.2(3) . . ? N2 C52 N4 112.1(3) . . ? N2 C52 C51 117.2(3) . . ? N4 C52 C51 130.6(3) . . ? N4 C53 N3 114.5(3) . . ? N4 C53 C54 124.7(3) . . ? N3 C53 C54 120.8(3) . . ? C53 C54 C57 110.8(3) . . ? C53 C54 C55 109.8(3) . . ? C57 C54 C55 109.1(3) . . ? C53 C54 C56 108.6(3) . . ? C57 C54 C56 110.6(3) . . ? C55 C54 C56 108.0(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.341 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.115