# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_ti76 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 N5' _chemical_formula_weight 329.40 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.2845(5) _cell_length_b 13.4530(8) _cell_length_c 17.5656(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.241(9) _cell_angle_gamma 90.00 _cell_volume 1720.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 3.30 _cell_measurement_theta_max 52.10 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9691 _exptl_absorpt_correction_T_max 0.9945 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 STOE-IPDSII _diffrn_measurement_method Omega-Scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13916 _diffrn_reflns_av_R_equivalents 0.0689 _diffrn_reflns_av_sigmaI/netI 0.0669 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.85 _reflns_number_total 3256 _reflns_number_gt 1989 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-AREA-STOE _computing_cell_refinement X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0460P)^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 3256 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0879 _refine_ls_wR_factor_gt 0.0789 _refine_ls_goodness_of_fit_ref 0.854 _refine_ls_restrained_S_all 0.854 _refine_ls_shift/su_max 0.000 _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 N1 N 0.28947(19) -0.13255(9) 0.54088(7) 0.0255(3) Uani 1 1 d . . . N2 N 0.27977(19) -0.03169(8) 0.52959(7) 0.0222(3) Uani 1 1 d . . . N3 N 0.21543(19) 0.10889(9) 0.46912(7) 0.0245(3) Uani 1 1 d . . . N4 N 0.1454(2) -0.04516(9) 0.40527(7) 0.0282(3) Uani 1 1 d . . . H4 H 0.1471 -0.1104 0.4086 0.034 Uiso 1 1 calc R . . N5 N 0.0198(2) -0.17008(10) 0.29980(8) 0.0360(4) Uani 1 1 d . . . C1 C 0.2077(2) 0.01101(10) 0.46537(8) 0.0226(3) Uani 1 1 d . . . C2 C 0.3633(2) -0.15784(12) 0.60699(9) 0.0276(4) Uani 1 1 d . . . C3 C 0.4233(2) -0.08713(12) 0.66411(9) 0.0281(4) Uani 1 1 d . . . H3 H 0.4706 -0.1109 0.7119 0.034 Uiso 1 1 calc R . . C4 C 0.4146(2) 0.01258(12) 0.65191(8) 0.0248(4) Uani 1 1 d . . . C5 C 0.3415(2) 0.04520(11) 0.57944(8) 0.0228(3) Uani 1 1 d . . . C6 C 0.2997(2) 0.13131(10) 0.53953(8) 0.0243(4) Uani 1 1 d . . . C7 C 0.3837(3) -0.26746(12) 0.62068(11) 0.0393(5) Uani 1 1 d . . . H7A H 0.3219 -0.3040 0.5788 0.059 Uiso 1 1 calc R . . H7B H 0.3282 -0.2850 0.6688 0.059 Uiso 1 1 calc R . . H7C H 0.5144 -0.2849 0.6234 0.059 Uiso 1 1 calc R . . C8 C 0.4769(3) 0.08601(13) 0.71220(9) 0.0325(4) Uani 1 1 d . . . H8A H 0.4976 0.0514 0.7609 0.049 Uiso 1 1 calc R . . H8B H 0.3822 0.1370 0.7176 0.049 Uiso 1 1 calc R . . H8C H 0.5915 0.1175 0.6974 0.049 Uiso 1 1 calc R . . C9 C 0.3253(3) 0.23698(11) 0.56034(9) 0.0312(4) Uani 1 1 d . . . C10 C 0.4919(3) 0.27393(14) 0.59001(10) 0.0448(5) Uani 1 1 d . . . H10 H 0.5928 0.2303 0.5991 0.054 Uiso 1 1 calc R . . C11 C 0.5105(4) 0.37469(16) 0.60632(12) 0.0699(8) Uani 1 1 d . . . H11 H 0.6238 0.3994 0.6272 0.084 Uiso 1 1 calc R . . C12 C 0.3664(5) 0.43877(16) 0.59247(13) 0.0841(10) Uani 1 1 d . . . H12 H 0.3801 0.5075 0.6036 0.101 Uiso 1 1 calc R . . C13 C 0.2016(4) 0.40301(15) 0.56234(11) 0.0718(9) Uani 1 1 d . . . H13 H 0.1022 0.4475 0.5525 0.086 Uiso 1 1 calc R . . C14 C 0.1800(3) 0.30268(13) 0.54635(9) 0.0466(5) Uani 1 1 d . . . H14 H 0.0659 0.2787 0.5258 0.056 Uiso 1 1 calc R . . C15 C 0.0768(2) 0.00206(11) 0.33619(8) 0.0244(3) Uani 1 1 d . . . H15A H 0.1747 0.0434 0.3149 0.029 Uiso 1 1 calc R . . H15B H -0.0274 0.0461 0.3477 0.029 Uiso 1 1 calc R . . C16 C 0.0142(2) -0.07522(11) 0.27827(8) 0.0236(4) Uani 1 1 d . . . C17 C -0.0468(3) -0.04625(12) 0.20598(9) 0.0335(4) Uani 1 1 d . . . H17 H -0.0503 0.0221 0.1925 0.040 Uiso 1 1 calc R . . C18 C -0.1027(3) -0.11806(13) 0.15369(9) 0.0386(5) Uani 1 1 d . . . H18 H -0.1442 -0.0995 0.1037 0.046 Uiso 1 1 calc R . . C19 C -0.0977(3) -0.21634(13) 0.17462(10) 0.0390(5) Uani 1 1 d . . . H19 H -0.1342 -0.2673 0.1398 0.047 Uiso 1 1 calc R . . C20 C -0.0377(3) -0.23840(13) 0.24797(11) 0.0445(5) Uani 1 1 d . . . H20 H -0.0368 -0.3062 0.2631 0.053 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 N1 0.0281(8) 0.0208(7) 0.0276(7) 0.0012(5) -0.0002(6) 0.0021(6) N2 0.0273(8) 0.0194(6) 0.0197(6) 0.0003(5) -0.0024(5) 0.0010(5) N3 0.0300(8) 0.0237(7) 0.0195(6) 0.0003(5) -0.0014(5) 0.0008(6) N4 0.0408(9) 0.0218(7) 0.0214(6) 0.0006(5) -0.0087(6) -0.0020(6) N5 0.0482(10) 0.0269(7) 0.0318(8) -0.0037(6) -0.0104(7) 0.0009(7) C1 0.0238(9) 0.0253(8) 0.0187(7) 0.0007(6) 0.0000(6) 0.0013(7) C2 0.0235(10) 0.0318(9) 0.0274(8) 0.0057(7) 0.0011(7) 0.0029(7) C3 0.0259(10) 0.0389(9) 0.0195(8) 0.0051(7) -0.0016(7) 0.0039(7) C4 0.0207(10) 0.0348(9) 0.0188(7) -0.0003(6) -0.0002(6) 0.0012(7) C5 0.0230(10) 0.0255(8) 0.0199(8) -0.0033(6) -0.0001(6) -0.0001(6) C6 0.0269(10) 0.0256(8) 0.0203(8) -0.0020(6) 0.0016(6) 0.0003(7) C7 0.0437(13) 0.0318(9) 0.0419(11) 0.0101(8) -0.0061(9) 0.0062(8) C8 0.0311(11) 0.0429(10) 0.0230(8) -0.0055(7) -0.0037(7) 0.0019(8) C9 0.0535(13) 0.0229(8) 0.0174(8) -0.0024(6) 0.0038(7) 0.0006(8) C10 0.0620(15) 0.0353(10) 0.0372(10) -0.0101(8) 0.0015(9) -0.0122(9) C11 0.119(2) 0.0413(13) 0.0491(13) -0.0108(10) -0.0064(13) -0.0274(14) C12 0.183(3) 0.0248(11) 0.0429(13) -0.0082(9) -0.0152(17) -0.0044(15) C13 0.147(3) 0.0359(11) 0.0315(11) -0.0047(9) -0.0084(13) 0.0355(14) C14 0.0813(17) 0.0343(10) 0.0240(9) 0.0003(7) -0.0009(9) 0.0168(10) C15 0.0265(10) 0.0261(8) 0.0205(7) 0.0007(6) -0.0035(6) -0.0003(7) C16 0.0208(10) 0.0277(8) 0.0222(8) -0.0015(6) -0.0006(6) -0.0008(6) C17 0.0437(12) 0.0311(9) 0.0251(8) 0.0016(7) -0.0057(8) -0.0049(8) C18 0.0473(13) 0.0468(11) 0.0211(8) -0.0027(7) -0.0073(8) -0.0034(9) C19 0.0419(13) 0.0386(10) 0.0360(10) -0.0160(8) -0.0058(9) -0.0023(8) C20 0.0611(15) 0.0264(9) 0.0449(11) -0.0073(8) -0.0135(10) 0.0006(9) _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 N1 C2 1.305(2) . ? N1 N2 1.3726(17) . ? N2 C1 1.3534(19) . ? N2 C5 1.4171(18) . ? N3 C1 1.3195(19) . ? N3 C6 1.3923(19) . ? N4 C1 1.3615(19) . ? N4 C15 1.4418(19) . ? N5 C16 1.331(2) . ? N5 C20 1.349(2) . ? C2 C3 1.438(2) . ? C2 C7 1.501(2) . ? C3 C4 1.360(2) . ? C4 C5 1.430(2) . ? C4 C8 1.505(2) . ? C5 C6 1.382(2) . ? C6 C9 1.478(2) . ? C9 C14 1.393(3) . ? C9 C10 1.394(3) . ? C10 C11 1.391(3) . ? C11 C12 1.373(4) . ? C12 C13 1.379(4) . ? C13 C14 1.386(3) . ? C15 C16 1.513(2) . ? C16 C17 1.385(2) . ? C17 C18 1.383(2) . ? C18 C19 1.372(2) . ? C19 C20 1.376(3) . ? 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 C2 N1 N2 113.78(12) . . ? C1 N2 N1 123.79(12) . . ? C1 N2 C5 107.97(12) . . ? N1 N2 C5 128.24(12) . . ? C1 N3 C6 106.08(12) . . ? C1 N4 C15 120.15(12) . . ? C16 N5 C20 117.13(14) . . ? N3 C1 N2 111.57(13) . . ? N3 C1 N4 127.21(13) . . ? N2 C1 N4 121.15(12) . . ? N1 C2 C3 123.48(14) . . ? N1 C2 C7 115.69(14) . . ? C3 C2 C7 120.83(14) . . ? C4 C3 C2 122.11(14) . . ? C3 C4 C5 117.17(14) . . ? C3 C4 C8 121.71(14) . . ? C5 C4 C8 121.11(14) . . ? C6 C5 N2 103.90(12) . . ? C6 C5 C4 140.90(14) . . ? N2 C5 C4 115.11(13) . . ? C5 C6 N3 110.47(12) . . ? C5 C6 C9 131.14(14) . . ? N3 C6 C9 118.36(13) . . ? C14 C9 C10 118.94(16) . . ? C14 C9 C6 118.65(17) . . ? C10 C9 C6 122.34(17) . . ? C11 C10 C9 120.1(2) . . ? C12 C11 C10 120.5(2) . . ? C11 C12 C13 119.8(2) . . ? C12 C13 C14 120.5(2) . . ? C13 C14 C9 120.2(2) . . ? N4 C15 C16 110.42(12) . . ? N5 C16 C17 122.39(14) . . ? N5 C16 C15 117.56(13) . . ? C17 C16 C15 120.06(14) . . ? C18 C17 C16 119.20(15) . . ? C19 C18 C17 119.39(16) . . ? C18 C19 C20 117.56(15) . . ? N5 C20 C19 124.31(17) . . ? 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 C2 N1 N2 C1 -179.69(15) . . . . ? C2 N1 N2 C5 1.1(2) . . . . ? C6 N3 C1 N2 0.83(19) . . . . ? C6 N3 C1 N4 -176.18(16) . . . . ? N1 N2 C1 N3 -179.91(14) . . . . ? C5 N2 C1 N3 -0.56(18) . . . . ? N1 N2 C1 N4 -2.7(2) . . . . ? C5 N2 C1 N4 176.66(15) . . . . ? C15 N4 C1 N3 -0.5(3) . . . . ? C15 N4 C1 N2 -177.24(15) . . . . ? N2 N1 C2 C3 2.1(2) . . . . ? N2 N1 C2 C7 -177.64(14) . . . . ? N1 C2 C3 C4 -2.9(3) . . . . ? C7 C2 C3 C4 176.78(17) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C2 C3 C4 C8 179.69(16) . . . . ? C1 N2 C5 C6 0.04(16) . . . . ? N1 N2 C5 C6 179.34(15) . . . . ? C1 N2 C5 C4 177.35(14) . . . . ? N1 N2 C5 C4 -3.3(2) . . . . ? C3 C4 C5 C6 178.2(2) . . . . ? C8 C4 C5 C6 -1.1(3) . . . . ? C3 C4 C5 N2 2.3(2) . . . . ? C8 C4 C5 N2 -176.98(15) . . . . ? N2 C5 C6 N3 0.47(17) . . . . ? C4 C5 C6 N3 -175.7(2) . . . . ? N2 C5 C6 C9 178.62(18) . . . . ? C4 C5 C6 C9 2.5(4) . . . . ? C1 N3 C6 C5 -0.81(19) . . . . ? C1 N3 C6 C9 -179.22(15) . . . . ? C5 C6 C9 C14 -133.70(19) . . . . ? N3 C6 C9 C14 44.3(2) . . . . ? C5 C6 C9 C10 49.4(3) . . . . ? N3 C6 C9 C10 -132.55(17) . . . . ? C14 C9 C10 C11 1.0(3) . . . . ? C6 C9 C10 C11 177.87(17) . . . . ? C9 C10 C11 C12 -0.9(3) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C11 C12 C13 C14 0.4(4) . . . . ? C12 C13 C14 C9 -0.3(3) . . . . ? C10 C9 C14 C13 -0.4(3) . . . . ? C6 C9 C14 C13 -177.43(17) . . . . ? C1 N4 C15 C16 -179.45(14) . . . . ? C20 N5 C16 C17 -0.3(3) . . . . ? C20 N5 C16 C15 179.46(17) . . . . ? N4 C15 C16 N5 4.0(2) . . . . ? N4 C15 C16 C17 -176.19(16) . . . . ? N5 C16 C17 C18 -0.6(3) . . . . ? C15 C16 C17 C18 179.69(17) . . . . ? C16 C17 C18 C19 0.4(3) . . . . ? C17 C18 C19 C20 0.6(3) . . . . ? C16 N5 C20 C19 1.4(3) . . . . ? C18 C19 C20 N5 -1.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.85 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.186 _refine_diff_density_min -0.177 _refine_diff_density_rms 0.035 data_ti92 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Ir N5' _chemical_formula_weight 628.77 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' '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 7.9017(4) _cell_length_b 8.9335(6) _cell_length_c 16.8930(10) _cell_angle_alpha 88.206(7) _cell_angle_beta 80.191(6) _cell_angle_gamma 89.069(7) _cell_volume 1174.39(12) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used all _cell_measurement_2theta_min 3.30 _cell_measurement_2theta_max 52.10 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 620 _exptl_absorpt_coefficient_mu 5.712 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.2201 _exptl_absorpt_correction_T_max 0.7633 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 STOE-IPDSII _diffrn_measurement_method Omega-Scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14137 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.76 _reflns_number_total 4194 _reflns_number_gt 3734 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-AREA-STOE _computing_cell_refinement X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_structure_solution SIR-92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0321P)^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 4194 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0200 _refine_ls_wR_factor_ref 0.0487 _refine_ls_wR_factor_gt 0.0456 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _refine_ls_shift/su_max 0.001 _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 -0.20921(2) 0.127813(14) 0.203734(8) 0.02175(5) Uani 1 1 d . . . N1 N -0.2773(4) 0.1728(3) 0.32910(17) 0.0216(6) Uani 1 1 d . . . N2 N -0.2342(4) 0.0451(3) 0.37115(17) 0.0207(6) Uani 1 1 d . . . N3 N -0.1299(4) -0.1844(3) 0.38545(18) 0.0249(7) Uani 1 1 d . . . N4 N -0.1329(4) -0.0710(3) 0.25121(17) 0.0247(7) Uani 1 1 d . . . N5 N 0.1801(5) -0.3546(3) 0.1568(2) 0.0342(8) Uani 1 1 d . . . C1 C -0.1613(5) -0.0772(4) 0.3324(2) 0.0211(7) Uani 1 1 d . . . C2 C -0.3456(5) 0.2815(4) 0.3774(2) 0.0237(8) Uani 1 1 d . . . C3 C -0.3765(5) 0.2616(4) 0.4623(2) 0.0261(8) Uani 1 1 d . . . H3 H -0.4287 0.3422 0.4933 0.031 Uiso 1 1 calc R . . C4 C -0.3359(5) 0.1330(4) 0.5028(2) 0.0222(7) Uani 1 1 d . . . C5 C -0.2527(5) 0.0169(4) 0.4550(2) 0.0203(7) Uani 1 1 d . . . C6 C -0.1855(5) -0.1299(4) 0.4610(2) 0.0227(7) Uani 1 1 d . . . C7 C -0.3888(6) 0.4314(4) 0.3431(2) 0.0348(10) Uani 1 1 d . . . H7A H -0.2832 0.4885 0.3264 0.052 Uiso 1 1 calc R . . H7B H -0.4662 0.4863 0.3841 0.052 Uiso 1 1 calc R . . H7C H -0.4453 0.4175 0.2966 0.052 Uiso 1 1 calc R . . C8 C -0.3784(6) 0.1229(4) 0.5933(2) 0.0293(8) Uani 1 1 d . . . H8A H -0.2781 0.1517 0.6161 0.044 Uiso 1 1 calc R . . H8B H -0.4099 0.0198 0.6106 0.044 Uiso 1 1 calc R . . H8C H -0.4749 0.1905 0.6120 0.044 Uiso 1 1 calc R . . C9 C -0.1700(5) -0.2256(4) 0.5324(2) 0.0244(8) Uani 1 1 d . . . C10 C -0.1373(5) -0.1694(4) 0.6042(2) 0.0284(8) Uani 1 1 d . . . H10 H -0.1264 -0.0645 0.6089 0.034 Uiso 1 1 calc R . . C11 C -0.1205(6) -0.2656(5) 0.6695(2) 0.0335(9) Uani 1 1 d . . . H11 H -0.1009 -0.2254 0.7185 0.040 Uiso 1 1 calc R . . C12 C -0.1323(6) -0.4195(5) 0.6631(3) 0.0390(10) Uani 1 1 d . . . H12 H -0.1208 -0.4847 0.7074 0.047 Uiso 1 1 calc R . . C13 C -0.1609(6) -0.4771(4) 0.5914(3) 0.0385(10) Uani 1 1 d . . . H13 H -0.1677 -0.5824 0.5865 0.046 Uiso 1 1 calc R . . C14 C -0.1796(6) -0.3821(4) 0.5263(2) 0.0323(9) Uani 1 1 d . . . H14 H -0.1991 -0.4232 0.4775 0.039 Uiso 1 1 calc R . . C15 C -0.0657(5) -0.2094(4) 0.2130(2) 0.0258(8) Uani 1 1 d . . . H15A H -0.1103 -0.2166 0.1620 0.031 Uiso 1 1 calc R . . H15B H -0.1123 -0.2949 0.2483 0.031 Uiso 1 1 calc R . . C16 C 0.1273(5) -0.2269(4) 0.1949(2) 0.0239(8) Uani 1 1 d . . . C17 C 0.2431(6) -0.1256(4) 0.2145(2) 0.0323(9) Uani 1 1 d . . . H17 H 0.2030 -0.0362 0.2409 0.039 Uiso 1 1 calc R . . C18 C 0.4165(7) -0.1551(6) 0.1958(3) 0.0456(11) Uani 1 1 d . . . H18 H 0.4975 -0.0863 0.2087 0.055 Uiso 1 1 calc R . . C19 C 0.4710(7) -0.2866(6) 0.1577(3) 0.0505(13) Uani 1 1 d . . . H19 H 0.5897 -0.3111 0.1446 0.061 Uiso 1 1 calc R . . C20 C 0.3485(7) -0.3806(5) 0.1394(3) 0.0461(12) Uani 1 1 d . . . H20 H 0.3863 -0.4701 0.1125 0.055 Uiso 1 1 calc R . . C21 C -0.3854(6) 0.2800(4) 0.1591(2) 0.0327(9) Uani 1 1 d . . . H21 H -0.4572 0.2685 0.2100 0.039 Uiso 1 1 calc R . . C22 C -0.4479(7) 0.2189(5) 0.0863(3) 0.0429(11) Uani 1 1 d . . . H22A H -0.5515 0.1581 0.1048 0.052 Uiso 1 1 calc R . . H22B H -0.4811 0.3037 0.0529 0.052 Uiso 1 1 calc R . . C23 C -0.3146(7) 0.1239(5) 0.0355(2) 0.0391(10) Uani 1 1 d . . . H23A H -0.2475 0.1877 -0.0072 0.047 Uiso 1 1 calc R . . H23B H -0.3729 0.0470 0.0091 0.047 Uiso 1 1 calc R . . C24 C -0.1923(6) 0.0465(4) 0.0855(2) 0.0294(9) Uani 1 1 d . . . H24 H -0.2255 -0.0468 0.1116 0.035 Uiso 1 1 calc R . . C25 C -0.0338(6) 0.1059(5) 0.0950(2) 0.0328(9) Uani 1 1 d . . . H25 H 0.0365 0.0469 0.1244 0.039 Uiso 1 1 calc R . . C26 C 0.0337(7) 0.2574(5) 0.0617(3) 0.0461(12) Uani 1 1 d . . . H26A H 0.0736 0.2509 0.0030 0.055 Uiso 1 1 calc R . . H26B H 0.1337 0.2831 0.0866 0.055 Uiso 1 1 calc R . . C27 C -0.1024(7) 0.3825(5) 0.0773(3) 0.0421(11) Uani 1 1 d . . . H27A H -0.0449 0.4794 0.0798 0.050 Uiso 1 1 calc R . . H27B H -0.1676 0.3895 0.0322 0.050 Uiso 1 1 calc R . . C28 C -0.2258(6) 0.3533(4) 0.1553(2) 0.0346(10) Uani 1 1 d . . . H28 H -0.1949 0.3856 0.2039 0.042 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 Ir1 0.02759(9) 0.02033(7) 0.01702(7) 0.00198(4) -0.00347(5) 0.00081(5) N1 0.0276(19) 0.0183(13) 0.0187(13) 0.0035(10) -0.0040(12) 0.0013(11) N2 0.0251(19) 0.0162(12) 0.0195(14) 0.0023(10) -0.0010(12) -0.0001(11) N3 0.027(2) 0.0222(14) 0.0246(15) 0.0037(11) -0.0032(13) 0.0014(12) N4 0.032(2) 0.0195(13) 0.0209(14) 0.0005(11) -0.0004(13) 0.0037(12) N5 0.043(2) 0.0263(15) 0.0316(17) 0.0017(13) -0.0025(15) 0.0105(14) C1 0.019(2) 0.0198(15) 0.0237(17) 0.0003(12) -0.0016(14) 0.0016(13) C2 0.027(2) 0.0202(16) 0.0235(17) 0.0014(13) -0.0026(15) 0.0025(13) C3 0.032(2) 0.0228(16) 0.0226(17) -0.0011(13) -0.0026(15) 0.0022(14) C4 0.024(2) 0.0246(16) 0.0169(16) 0.0011(12) -0.0016(14) -0.0035(13) C5 0.019(2) 0.0233(16) 0.0188(16) 0.0057(12) -0.0035(13) -0.0038(13) C6 0.026(2) 0.0212(16) 0.0208(16) 0.0061(12) -0.0034(14) -0.0015(13) C7 0.053(3) 0.0226(17) 0.0268(19) -0.0010(14) -0.0010(18) 0.0098(17) C8 0.038(3) 0.0303(18) 0.0178(17) 0.0015(13) -0.0007(15) 0.0013(16) C9 0.024(2) 0.0240(16) 0.0239(17) 0.0077(13) -0.0025(14) -0.0007(14) C10 0.029(2) 0.0287(18) 0.0290(19) 0.0061(14) -0.0094(16) -0.0036(15) C11 0.030(3) 0.045(2) 0.0272(19) 0.0080(16) -0.0104(17) -0.0032(17) C12 0.035(3) 0.046(2) 0.035(2) 0.0223(18) -0.0086(18) 0.0009(18) C13 0.043(3) 0.0260(18) 0.046(2) 0.0123(17) -0.008(2) -0.0025(17) C14 0.040(3) 0.0255(18) 0.031(2) 0.0056(15) -0.0062(17) -0.0019(16) C15 0.033(2) 0.0169(15) 0.0274(18) -0.0015(13) -0.0043(15) 0.0017(14) C16 0.032(2) 0.0234(16) 0.0156(15) 0.0057(12) -0.0034(14) 0.0047(14) C17 0.032(3) 0.038(2) 0.0270(19) -0.0011(15) -0.0039(16) 0.0003(16) C18 0.039(3) 0.062(3) 0.036(2) 0.007(2) -0.011(2) -0.006(2) C19 0.034(3) 0.067(3) 0.047(3) 0.013(2) -0.002(2) 0.016(2) C20 0.049(3) 0.039(2) 0.046(3) 0.0051(19) 0.003(2) 0.020(2) C21 0.039(3) 0.0322(19) 0.0278(19) 0.0044(15) -0.0090(17) 0.0083(17) C22 0.050(3) 0.045(2) 0.037(2) 0.0013(18) -0.020(2) 0.007(2) C23 0.055(3) 0.040(2) 0.0265(19) -0.0019(16) -0.019(2) 0.0028(19) C24 0.040(3) 0.0262(17) 0.0221(17) 0.0006(14) -0.0053(16) 0.0031(16) C25 0.036(3) 0.039(2) 0.0197(17) 0.0036(15) 0.0022(16) 0.0036(17) C26 0.055(4) 0.048(2) 0.029(2) 0.0111(18) 0.008(2) -0.007(2) C27 0.059(4) 0.037(2) 0.027(2) 0.0057(16) 0.001(2) -0.006(2) C28 0.057(3) 0.0234(17) 0.0210(18) 0.0060(14) -0.0004(18) 0.0060(17) _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 N4 2.050(3) . ? Ir1 C25 2.117(4) . ? Ir1 C24 2.128(4) . ? Ir1 C21 2.142(4) . ? Ir1 N1 2.143(3) . ? Ir1 C28 2.161(4) . ? N1 C2 1.335(4) . ? N1 N2 1.393(4) . ? N2 C1 1.360(4) . ? N2 C5 1.414(4) . ? N3 C1 1.341(5) . ? N3 C6 1.378(5) . ? N4 C1 1.351(5) . ? N4 C15 1.463(4) . ? N5 C20 1.331(6) . ? N5 C16 1.352(5) . ? C2 C3 1.420(5) . ? C2 C7 1.500(5) . ? C3 C4 1.381(5) . ? C4 C5 1.418(5) . ? C4 C8 1.508(5) . ? C5 C6 1.414(5) . ? C6 C9 1.477(5) . ? C9 C10 1.392(5) . ? C9 C14 1.409(5) . ? C10 C11 1.400(5) . ? C11 C12 1.388(6) . ? C12 C13 1.385(6) . ? C13 C14 1.394(6) . ? C15 C16 1.510(6) . ? C16 C17 1.383(6) . ? C17 C18 1.376(7) . ? C18 C19 1.385(7) . ? C19 C20 1.372(8) . ? C21 C28 1.422(7) . ? C21 C22 1.520(6) . ? C22 C23 1.509(7) . ? C23 C24 1.532(6) . ? C24 C25 1.403(6) . ? C25 C26 1.519(6) . ? C26 C27 1.536(7) . ? C27 C28 1.518(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 N4 Ir1 C25 93.11(14) . . ? N4 Ir1 C24 94.41(13) . . ? C25 Ir1 C24 38.61(17) . . ? N4 Ir1 C21 155.55(15) . . ? C25 Ir1 C21 97.48(16) . . ? C24 Ir1 C21 80.66(15) . . ? N4 Ir1 N1 80.61(11) . . ? C25 Ir1 N1 153.85(15) . . ? C24 Ir1 N1 166.06(14) . . ? C21 Ir1 N1 98.46(13) . . ? N4 Ir1 C28 165.87(16) . . ? C25 Ir1 C28 81.07(15) . . ? C24 Ir1 C28 89.05(14) . . ? C21 Ir1 C28 38.58(18) . . ? N1 Ir1 C28 98.94(12) . . ? C2 N1 N2 112.8(3) . . ? C2 N1 Ir1 140.3(2) . . ? N2 N1 Ir1 106.87(19) . . ? C1 N2 N1 121.5(3) . . ? C1 N2 C5 108.9(3) . . ? N1 N2 C5 129.5(3) . . ? C1 N3 C6 107.0(3) . . ? C1 N4 C15 115.0(3) . . ? C1 N4 Ir1 113.4(2) . . ? C15 N4 Ir1 131.4(2) . . ? C20 N5 C16 117.6(4) . . ? N3 C1 N4 132.0(3) . . ? N3 C1 N2 110.5(3) . . ? N4 C1 N2 117.5(3) . . ? N1 C2 C3 121.9(3) . . ? N1 C2 C7 120.6(3) . . ? C3 C2 C7 117.5(3) . . ? C4 C3 C2 124.3(3) . . ? C3 C4 C5 116.4(3) . . ? C3 C4 C8 119.8(3) . . ? C5 C4 C8 123.8(3) . . ? N2 C5 C6 103.4(3) . . ? N2 C5 C4 114.8(3) . . ? C6 C5 C4 141.6(3) . . ? N3 C6 C5 110.2(3) . . ? N3 C6 C9 119.3(3) . . ? C5 C6 C9 130.6(3) . . ? C10 C9 C14 118.2(3) . . ? C10 C9 C6 123.2(3) . . ? C14 C9 C6 118.5(3) . . ? C9 C10 C11 120.8(3) . . ? C12 C11 C10 120.4(4) . . ? C11 C12 C13 119.4(4) . . ? C12 C13 C14 120.7(4) . . ? C13 C14 C9 120.5(4) . . ? N4 C15 C16 116.6(3) . . ? N5 C16 C17 121.7(4) . . ? N5 C16 C15 113.3(3) . . ? C17 C16 C15 125.0(3) . . ? C18 C17 C16 119.7(4) . . ? C17 C18 C19 118.8(5) . . ? C20 C19 C18 118.1(5) . . ? N5 C20 C19 124.2(4) . . ? C28 C21 C22 123.8(4) . . ? C28 C21 Ir1 71.4(2) . . ? C22 C21 Ir1 111.4(3) . . ? C23 C22 C21 113.0(4) . . ? C22 C23 C24 111.8(3) . . ? C25 C24 C23 123.6(4) . . ? C25 C24 Ir1 70.3(2) . . ? C23 C24 Ir1 114.6(3) . . ? C24 C25 C26 125.0(4) . . ? C24 C25 Ir1 71.1(2) . . ? C26 C25 Ir1 111.2(3) . . ? C25 C26 C27 112.5(4) . . ? C28 C27 C26 111.4(3) . . ? C21 C28 C27 123.1(4) . . ? C21 C28 Ir1 70.0(2) . . ? C27 C28 Ir1 113.5(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 N4 Ir1 N1 C2 179.4(4) . . . . ? C25 Ir1 N1 C2 101.6(5) . . . . ? C24 Ir1 N1 C2 -110.6(6) . . . . ? C21 Ir1 N1 C2 -25.3(4) . . . . ? C28 Ir1 N1 C2 13.7(4) . . . . ? N4 Ir1 N1 N2 -0.5(2) . . . . ? C25 Ir1 N1 N2 -78.2(4) . . . . ? C24 Ir1 N1 N2 69.5(6) . . . . ? C21 Ir1 N1 N2 154.8(2) . . . . ? C28 Ir1 N1 N2 -166.2(2) . . . . ? C2 N1 N2 C1 -179.3(3) . . . . ? Ir1 N1 N2 C1 0.7(4) . . . . ? C2 N1 N2 C5 0.0(5) . . . . ? Ir1 N1 N2 C5 179.9(3) . . . . ? C25 Ir1 N4 C1 154.8(3) . . . . ? C24 Ir1 N4 C1 -166.6(3) . . . . ? C21 Ir1 N4 C1 -89.5(4) . . . . ? N1 Ir1 N4 C1 0.3(3) . . . . ? C28 Ir1 N4 C1 89.7(6) . . . . ? C25 Ir1 N4 C15 -30.3(4) . . . . ? C24 Ir1 N4 C15 8.3(4) . . . . ? C21 Ir1 N4 C15 85.4(5) . . . . ? N1 Ir1 N4 C15 175.2(4) . . . . ? C28 Ir1 N4 C15 -95.4(6) . . . . ? C6 N3 C1 N4 -180.0(4) . . . . ? C6 N3 C1 N2 0.4(4) . . . . ? C15 N4 C1 N3 4.5(6) . . . . ? Ir1 N4 C1 N3 -179.7(3) . . . . ? C15 N4 C1 N2 -175.8(3) . . . . ? Ir1 N4 C1 N2 -0.1(4) . . . . ? N1 N2 C1 N3 179.3(3) . . . . ? C5 N2 C1 N3 -0.2(4) . . . . ? N1 N2 C1 N4 -0.4(5) . . . . ? C5 N2 C1 N4 -179.9(3) . . . . ? N2 N1 C2 C3 -2.9(5) . . . . ? Ir1 N1 C2 C3 177.2(3) . . . . ? N2 N1 C2 C7 175.7(4) . . . . ? Ir1 N1 C2 C7 -4.2(7) . . . . ? N1 C2 C3 C4 1.9(6) . . . . ? C7 C2 C3 C4 -176.7(4) . . . . ? C2 C3 C4 C5 2.2(6) . . . . ? C2 C3 C4 C8 -178.6(4) . . . . ? C1 N2 C5 C6 -0.1(4) . . . . ? N1 N2 C5 C6 -179.5(3) . . . . ? C1 N2 C5 C4 -176.8(3) . . . . ? N1 N2 C5 C4 3.8(5) . . . . ? C3 C4 C5 N2 -4.5(5) . . . . ? C8 C4 C5 N2 176.3(3) . . . . ? C3 C4 C5 C6 -179.3(5) . . . . ? C8 C4 C5 C6 1.4(8) . . . . ? C1 N3 C6 C5 -0.5(4) . . . . ? C1 N3 C6 C9 179.0(3) . . . . ? N2 C5 C6 N3 0.4(4) . . . . ? C4 C5 C6 N3 175.5(5) . . . . ? N2 C5 C6 C9 -179.0(4) . . . . ? C4 C5 C6 C9 -3.8(8) . . . . ? N3 C6 C9 C10 146.5(4) . . . . ? C5 C6 C9 C10 -34.2(7) . . . . ? N3 C6 C9 C14 -30.1(6) . . . . ? C5 C6 C9 C14 149.2(4) . . . . ? C14 C9 C10 C11 -2.2(6) . . . . ? C6 C9 C10 C11 -178.7(4) . . . . ? C9 C10 C11 C12 1.5(7) . . . . ? C10 C11 C12 C13 0.0(7) . . . . ? C11 C12 C13 C14 -0.7(7) . . . . ? C12 C13 C14 C9 -0.1(7) . . . . ? C10 C9 C14 C13 1.5(6) . . . . ? C6 C9 C14 C13 178.2(4) . . . . ? C1 N4 C15 C16 -90.2(4) . . . . ? Ir1 N4 C15 C16 94.9(4) . . . . ? C20 N5 C16 C17 0.6(5) . . . . ? C20 N5 C16 C15 -179.1(3) . . . . ? N4 C15 C16 N5 -177.6(3) . . . . ? N4 C15 C16 C17 2.8(5) . . . . ? N5 C16 C17 C18 -0.5(6) . . . . ? C15 C16 C17 C18 179.1(4) . . . . ? C16 C17 C18 C19 -0.3(6) . . . . ? C17 C18 C19 C20 0.9(7) . . . . ? C16 N5 C20 C19 0.2(7) . . . . ? C18 C19 C20 N5 -0.9(7) . . . . ? N4 Ir1 C21 C28 179.7(3) . . . . ? C25 Ir1 C21 C28 -65.4(2) . . . . ? C24 Ir1 C21 C28 -100.3(2) . . . . ? N1 Ir1 C21 C28 93.8(2) . . . . ? N4 Ir1 C21 C22 -60.5(5) . . . . ? C25 Ir1 C21 C22 54.4(4) . . . . ? C24 Ir1 C21 C22 19.6(3) . . . . ? N1 Ir1 C21 C22 -146.4(3) . . . . ? C28 Ir1 C21 C22 119.9(4) . . . . ? C28 C21 C22 C23 49.1(5) . . . . ? Ir1 C21 C22 C23 -32.3(5) . . . . ? C21 C22 C23 C24 28.9(6) . . . . ? C22 C23 C24 C25 -94.0(5) . . . . ? C22 C23 C24 Ir1 -12.2(5) . . . . ? N4 Ir1 C24 C25 -89.5(2) . . . . ? C21 Ir1 C24 C25 114.7(3) . . . . ? N1 Ir1 C24 C25 -157.8(5) . . . . ? C28 Ir1 C24 C25 76.8(3) . . . . ? N4 Ir1 C24 C23 151.7(3) . . . . ? C25 Ir1 C24 C23 -118.8(4) . . . . ? C21 Ir1 C24 C23 -4.1(3) . . . . ? N1 Ir1 C24 C23 83.3(6) . . . . ? C28 Ir1 C24 C23 -42.0(3) . . . . ? C23 C24 C25 C26 3.9(6) . . . . ? Ir1 C24 C25 C26 -103.1(4) . . . . ? C23 C24 C25 Ir1 107.0(3) . . . . ? N4 Ir1 C25 C24 93.2(2) . . . . ? C21 Ir1 C25 C24 -64.7(2) . . . . ? N1 Ir1 C25 C24 168.1(2) . . . . ? C28 Ir1 C25 C24 -99.8(3) . . . . ? N4 Ir1 C25 C26 -145.7(3) . . . . ? C24 Ir1 C25 C26 121.1(4) . . . . ? C21 Ir1 C25 C26 56.4(4) . . . . ? N1 Ir1 C25 C26 -70.8(5) . . . . ? C28 Ir1 C25 C26 21.4(3) . . . . ? C24 C25 C26 C27 45.9(6) . . . . ? Ir1 C25 C26 C27 -35.4(5) . . . . ? C25 C26 C27 C28 31.7(6) . . . . ? C22 C21 C28 C27 1.9(6) . . . . ? Ir1 C21 C28 C27 105.7(4) . . . . ? C22 C21 C28 Ir1 -103.8(4) . . . . ? C26 C27 C28 C21 -94.2(5) . . . . ? C26 C27 C28 Ir1 -13.5(5) . . . . ? N4 Ir1 C28 C21 -179.4(5) . . . . ? C25 Ir1 C28 C21 114.1(3) . . . . ? C24 Ir1 C28 C21 76.1(2) . . . . ? N1 Ir1 C28 C21 -92.4(2) . . . . ? N4 Ir1 C28 C27 62.2(7) . . . . ? C25 Ir1 C28 C27 -4.3(4) . . . . ? C24 Ir1 C28 C27 -42.2(4) . . . . ? C21 Ir1 C28 C27 -118.4(4) . . . . ? N1 Ir1 C28 C27 149.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.933 _diffrn_reflns_theta_full 25.76 _diffrn_measured_fraction_theta_full 0.933 _refine_diff_density_max 0.736 _refine_diff_density_min -1.080 _refine_diff_density_rms 0.104 data_k630m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H58 Ir2 N10' _chemical_formula_weight 1255.52 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' '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.5840(7) _cell_length_b 22.6799(8) _cell_length_c 26.5520(12) _cell_angle_alpha 90.00 _cell_angle_beta 98.245(3) _cell_angle_gamma 90.00 _cell_volume 9287.6(7) _cell_formula_units_Z 8 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 52.22 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4944 _exptl_absorpt_coefficient_mu 5.778 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.2964 _exptl_absorpt_correction_T_max 0.4062 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(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 STOE-IPDSII _diffrn_measurement_method Omega-Scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 124507 _diffrn_reflns_av_R_equivalents 0.1055 _diffrn_reflns_av_sigmaI/netI 0.0719 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 25.71 _reflns_number_total 17540 _reflns_number_gt 9601 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-AREA-STOE _computing_cell_refinement X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0330P)^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 17540 _refine_ls_number_parameters 1230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1036 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 C1 C 0.1099(7) 1.0787(4) 0.3558(5) 0.028(2) Uani 1 1 d . . . H1 H 0.0734 1.1109 0.3673 0.034 Uiso 1 1 calc R . . C2 C 0.1670(7) 1.0509(4) 0.3958(5) 0.029(3) Uani 1 1 d . . . H2 H 0.1643 1.0670 0.4306 0.035 Uiso 1 1 calc R . . C3 C 0.2575(7) 1.0282(5) 0.3870(6) 0.042(3) Uani 1 1 d . . . H3A H 0.2829 1.0565 0.3649 0.050 Uiso 1 1 calc R . . H3B H 0.2959 1.0267 0.4201 0.050 Uiso 1 1 calc R . . C4 C 0.2546(7) 0.9696(5) 0.3634(6) 0.057(4) Uani 1 1 d . . . H4A H 0.2930 0.9696 0.3368 0.068 Uiso 1 1 calc R . . H4B H 0.2781 0.9404 0.3896 0.068 Uiso 1 1 calc R . . C5 C 0.1681(6) 0.9503(5) 0.3405(5) 0.029(2) Uani 1 1 d . . . H5 H 0.1616 0.9065 0.3394 0.035 Uiso 1 1 calc R . . C6 C 0.1156(8) 0.9794(5) 0.2989(5) 0.038(3) Uani 1 1 d . . . H6 H 0.0803 0.9523 0.2745 0.045 Uiso 1 1 calc R . . C7 C 0.1444(11) 1.0356(6) 0.2752(6) 0.065(4) Uani 1 1 d . . . H7A H 0.2065 1.0316 0.2714 0.078 Uiso 1 1 calc R . . H7B H 0.1115 1.0395 0.2406 0.078 Uiso 1 1 calc R . . C8 C 0.1339(11) 1.0874(5) 0.3021(6) 0.060(4) Uani 1 1 d . . . H8A H 0.0881 1.1115 0.2821 0.072 Uiso 1 1 calc R . . H8B H 0.1886 1.1102 0.3051 0.072 Uiso 1 1 calc R . . C9 C -0.0819(6) 0.9817(5) 0.4241(4) 0.025(2) Uani 1 1 d . . . C10 C -0.1380(6) 0.9902(5) 0.4601(4) 0.028(2) Uani 1 1 d . . . H10 H -0.1818 0.9623 0.4645 0.033 Uiso 1 1 calc R . . C11 C -0.1271(7) 1.0415(5) 0.4893(5) 0.033(3) Uani 1 1 d . . . H11 H -0.1627 1.0480 0.5150 0.039 Uiso 1 1 calc R . . C12 C -0.0662(7) 1.0824(5) 0.4816(5) 0.032(3) Uani 1 1 d . . . H12 H -0.0602 1.1178 0.5009 0.039 Uiso 1 1 calc R . . C13 C -0.0131(7) 1.0714(4) 0.4448(5) 0.029(3) Uani 1 1 d . . . H13 H 0.0293 1.0998 0.4391 0.035 Uiso 1 1 calc R . . C14 C -0.0869(6) 0.9279(4) 0.3919(4) 0.021(2) Uani 1 1 d . . . H14 H -0.0904 0.8933 0.4149 0.026 Uiso 1 1 calc R . . C15 C -0.1719(6) 0.9269(4) 0.3509(4) 0.020(2) Uani 1 1 d . . . H15 H -0.1673 0.8925 0.3279 0.024 Uiso 1 1 calc R . . C16 C -0.1796(6) 0.9815(4) 0.3187(4) 0.023(2) Uani 1 1 d . . . C17 C -0.1266(6) 0.9935(4) 0.2826(4) 0.026(2) Uani 1 1 d . . . H17 H -0.0819 0.9665 0.2778 0.032 Uiso 1 1 calc R . . C18 C -0.1369(7) 1.0430(5) 0.2537(5) 0.034(3) Uani 1 1 d . . . H18 H -0.1003 1.0510 0.2288 0.040 Uiso 1 1 calc R . . C19 C -0.2025(7) 1.0815(4) 0.2618(5) 0.033(3) Uani 1 1 d . . . H19 H -0.2114 1.1166 0.2422 0.039 Uiso 1 1 calc R . . C20 C -0.2533(7) 1.0696(4) 0.2971(4) 0.027(2) Uani 1 1 d . . . H20 H -0.2984 1.0965 0.3016 0.033 Uiso 1 1 calc R . . C21 C -0.2540(6) 0.8655(4) 0.3977(5) 0.027(2) Uani 1 1 d . . . C22 C -0.2619(6) 0.7949(4) 0.4518(5) 0.030(3) Uani 1 1 d . . . C23 C -0.2538(7) 0.7654(5) 0.4082(5) 0.033(3) Uani 1 1 d . . . C24 C -0.2449(7) 0.7080(4) 0.3879(5) 0.033(3) Uani 1 1 d . . . C25 C -0.2344(7) 0.7033(4) 0.3399(4) 0.034(2) Uani 1 1 d . . . H25 H -0.2265 0.6651 0.3266 0.040 Uiso 1 1 calc R . . C26 C -0.2342(7) 0.7523(4) 0.3067(5) 0.034(3) Uani 1 1 d . . . C27 C -0.2241(8) 0.7450(4) 0.2527(5) 0.041(3) Uani 1 1 d . . . H27A H -0.2801 0.7345 0.2331 0.062 Uiso 1 1 calc R . . H27B H -0.1819 0.7137 0.2494 0.062 Uiso 1 1 calc R . . H27C H -0.2035 0.7821 0.2397 0.062 Uiso 1 1 calc R . . C28 C -0.0006(6) 0.8652(4) 0.3479(4) 0.023(2) Uani 1 1 d . . . C29 C 0.0123(6) 0.7931(4) 0.2949(4) 0.025(2) Uani 1 1 d . . . C30 C 0.0056(7) 0.7674(5) 0.3405(4) 0.027(2) Uani 1 1 d . . . C31 C -0.0032(8) 0.7093(5) 0.3622(5) 0.037(3) Uani 1 1 d . . . C32 C -0.0093(8) 0.7059(4) 0.4127(5) 0.041(3) Uani 1 1 d . . . H32 H -0.0118 0.6682 0.4281 0.049 Uiso 1 1 calc R . . C33 C -0.0120(7) 0.7572(4) 0.4429(5) 0.029(2) Uani 1 1 d . . . C34 C -0.0201(8) 0.7518(5) 0.4977(5) 0.041(3) Uani 1 1 d . . . H34A H -0.0223 0.7912 0.5125 0.061 Uiso 1 1 calc R . . H34B H 0.0300 0.7304 0.5153 0.061 Uiso 1 1 calc R . . H34C H -0.0734 0.7303 0.5014 0.061 Uiso 1 1 calc R . . C35 C 0.2190(7) 0.8227(4) 0.4464(4) 0.035(2) Uani 1 1 d . . . H35A H 0.2723 0.8418 0.4626 0.052 Uiso 1 1 calc R . . H35B H 0.1880 0.8059 0.4727 0.052 Uiso 1 1 calc R . . H35C H 0.1821 0.8518 0.4266 0.052 Uiso 1 1 calc R . . C36 C 0.2413(7) 0.7748(4) 0.4121(5) 0.031(3) Uani 1 1 d . . . C37 C 0.2523(7) 0.7869(4) 0.3629(5) 0.036(3) Uani 1 1 d . . . H37 H 0.2509 0.8268 0.3517 0.043 Uiso 1 1 calc R . . C38 C 0.2657(6) 0.7411(4) 0.3281(4) 0.029(2) Uani 1 1 d . . . C39 C 0.2770(7) 0.7569(4) 0.2756(4) 0.032(2) Uani 1 1 d . . . H39A H 0.2889 0.7212 0.2570 0.048 Uiso 1 1 calc R . . H39B H 0.3257 0.7844 0.2763 0.048 Uiso 1 1 calc R . . H39C H 0.2240 0.7756 0.2586 0.048 Uiso 1 1 calc R . . C40 C 0.2478(6) 0.7148(4) 0.4277(4) 0.023(2) Uani 1 1 d . . . C41 C 0.2405(6) 0.6816(4) 0.4696(4) 0.025(2) Uani 1 1 d . . . C42 C 0.2311(7) 0.6977(4) 0.5224(4) 0.030(2) Uani 1 1 d . . . C43 C 0.2770(7) 0.7423(4) 0.5495(5) 0.039(3) Uani 1 1 d . . . H43 H 0.3184 0.7642 0.5342 0.047 Uiso 1 1 calc R . . C44 C 0.2639(9) 0.7556(6) 0.5982(5) 0.043(3) Uani 1 1 d . . . H44 H 0.2950 0.7874 0.6156 0.052 Uiso 1 1 calc R . . C45 C 0.2071(8) 0.7242(5) 0.6222(5) 0.047(3) Uani 1 1 d . . . H45 H 0.1990 0.7335 0.6561 0.057 Uiso 1 1 calc R . . C46 C 0.1611(7) 0.6780(5) 0.5961(4) 0.039(3) Uani 1 1 d . . . H46 H 0.1222 0.6554 0.6127 0.047 Uiso 1 1 calc R . . C47 C 0.1712(6) 0.6652(4) 0.5474(4) 0.035(2) Uani 1 1 d . . . H47 H 0.1382 0.6343 0.5299 0.041 Uiso 1 1 calc R . . C48 C 0.0173(6) 0.7683(4) 0.2435(4) 0.028(2) Uani 1 1 d . . . C49 C -0.0265(7) 0.7968(4) 0.2021(4) 0.031(2) Uani 1 1 d . . . H49 H -0.0570 0.8321 0.2070 0.037 Uiso 1 1 calc R . . C50 C -0.0273(8) 0.7749(5) 0.1525(5) 0.038(3) Uani 1 1 d . . . H50 H -0.0565 0.7958 0.1241 0.045 Uiso 1 1 calc R . . C51 C 0.0140(8) 0.7239(4) 0.1460(4) 0.034(3) Uani 1 1 d . . . H51 H 0.0117 0.7077 0.1128 0.040 Uiso 1 1 calc R . . C52 C 0.0605(7) 0.6945(4) 0.1878(4) 0.037(2) Uani 1 1 d . . . H52 H 0.0911 0.6591 0.1831 0.045 Uiso 1 1 calc R . . C53 C 0.0610(7) 0.7176(4) 0.2356(4) 0.034(2) Uani 1 1 d . . . H53 H 0.0926 0.6979 0.2640 0.041 Uiso 1 1 calc R . . C54 C -0.3737(8) 1.0779(5) 0.3902(5) 0.039(3) Uani 1 1 d . . . H54 H -0.3397 1.1096 0.3758 0.047 Uiso 1 1 calc R . . C55 C -0.4289(7) 1.0477(5) 0.3520(6) 0.032(3) Uani 1 1 d . . . H55 H -0.4287 1.0635 0.3169 0.039 Uiso 1 1 calc R . . C56 C -0.5156(7) 1.0251(7) 0.3623(6) 0.052(4) Uani 1 1 d . . . H56A H -0.5561 1.0247 0.3300 0.063 Uiso 1 1 calc R . . H56B H -0.5392 1.0526 0.3858 0.063 Uiso 1 1 calc R . . C57 C -0.5118(7) 0.9631(5) 0.3854(5) 0.045(3) Uani 1 1 d . . . H57A H -0.5525 0.9609 0.4107 0.055 Uiso 1 1 calc R . . H57B H -0.5309 0.9342 0.3582 0.055 Uiso 1 1 calc R . . C58 C -0.4230(7) 0.9471(4) 0.4104(5) 0.032(3) Uani 1 1 d . . . H58 H -0.4137 0.9035 0.4125 0.039 Uiso 1 1 calc R . . C59 C -0.3697(6) 0.9773(4) 0.4479(4) 0.029(2) Uani 1 1 d . . . H59 H -0.3315 0.9514 0.4720 0.035 Uiso 1 1 calc R . . C60 C -0.4012(9) 1.0335(5) 0.4722(5) 0.050(3) Uani 1 1 d . . . H60A H -0.4645 1.0308 0.4726 0.060 Uiso 1 1 calc R . . H60B H -0.3725 1.0365 0.5079 0.060 Uiso 1 1 calc R . . C61 C -0.3813(9) 1.0882(5) 0.4433(6) 0.051(3) Uani 1 1 d . . . H61A H -0.4277 1.1175 0.4452 0.061 Uiso 1 1 calc R . . H61B H -0.3263 1.1054 0.4603 0.061 Uiso 1 1 calc R . . C62 C -0.0027(9) 0.6535(4) 0.3311(4) 0.048(3) Uani 1 1 d . . . H62A H 0.0573 0.6426 0.3282 0.072 Uiso 1 1 calc R . . H62B H -0.0348 0.6602 0.2970 0.072 Uiso 1 1 calc R . . H62C H -0.0302 0.6216 0.3478 0.072 Uiso 1 1 calc R . . C63 C -0.2419(10) 0.6552(4) 0.4231(5) 0.056(3) Uani 1 1 d . . . H63A H -0.2079 0.6237 0.4103 0.084 Uiso 1 1 calc R . . H63B H -0.3010 0.6412 0.4244 0.084 Uiso 1 1 calc R . . H63C H -0.2149 0.6667 0.4573 0.084 Uiso 1 1 calc R . . C64 C 0.2565(6) 0.6190(4) 0.4102(4) 0.022(2) Uani 1 1 d . . . C65 C 0.5045(6) 0.4178(4) 0.4472(4) 0.026(2) Uani 1 1 d . . . H65 H 0.5456 0.3892 0.4399 0.031 Uiso 1 1 calc R . . C66 C 0.5033(6) 0.6168(4) 0.3418(4) 0.028(2) Uani 1 1 d . . . C67 C 0.2641(7) 0.4158(4) 0.3071(5) 0.035(3) Uani 1 1 d . . . H67 H 0.2216 0.3875 0.3129 0.042 Uiso 1 1 calc R . . C68 C 0.4724(8) 0.7618(5) 0.4705(5) 0.042(3) Uani 1 1 d . . . H68A H 0.4220 0.7881 0.4680 0.063 Uiso 1 1 calc R . . H68B H 0.5239 0.7828 0.4871 0.063 Uiso 1 1 calc R . . H68C H 0.4621 0.7271 0.4907 0.063 Uiso 1 1 calc R . . C69 C 0.5316(8) 0.8207(4) 0.2966(5) 0.045(3) Uani 1 1 d . . . H69A H 0.4777 0.8337 0.2759 0.068 Uiso 1 1 calc R . . H69B H 0.5704 0.8040 0.2744 0.068 Uiso 1 1 calc R . . H69C H 0.5599 0.8545 0.3151 0.068 Uiso 1 1 calc R . . C70 C 0.4995(7) 0.7875(5) 0.3819(5) 0.035(3) Uani 1 1 d . . . H70 H 0.4999 0.8278 0.3917 0.042 Uiso 1 1 calc R . . C71 C 0.5110(6) 0.7738(4) 0.3345(5) 0.033(3) Uani 1 1 d . . . C72 C 0.5074(7) 0.7132(4) 0.3202(5) 0.033(3) Uani 1 1 d . . . C73 C 0.5161(7) 0.6769(4) 0.2789(4) 0.033(2) Uani 1 1 d . . . C74 C 0.5269(6) 0.6910(4) 0.2263(4) 0.032(2) Uani 1 1 d . . . C75 C 0.5829(7) 0.6586(4) 0.2022(4) 0.035(2) Uani 1 1 d . . . H75 H 0.6162 0.6283 0.2205 0.042 Uiso 1 1 calc R . . C76 C 0.5923(8) 0.6686(5) 0.1522(5) 0.049(3) Uani 1 1 d . . . H76 H 0.6310 0.6453 0.1360 0.058 Uiso 1 1 calc R . . C77 C 0.5443(9) 0.7136(5) 0.1256(5) 0.050(3) Uani 1 1 d . . . H77 H 0.5530 0.7222 0.0917 0.060 Uiso 1 1 calc R . . C78 C 0.4853(9) 0.7452(6) 0.1474(6) 0.048(4) Uani 1 1 d . . . H78 H 0.4502 0.7739 0.1284 0.057 Uiso 1 1 calc R . . C79 C 0.4773(7) 0.7346(5) 0.1983(5) 0.040(3) Uani 1 1 d . . . H79 H 0.4376 0.7573 0.2143 0.048 Uiso 1 1 calc R . . C80 C 0.4865(6) 0.7431(4) 0.4188(4) 0.031(3) Uani 1 1 d . . . C81 C -0.2253(7) 0.8046(4) 0.5452(5) 0.036(3) Uani 1 1 d . . . H81 H -0.2004 0.8417 0.5392 0.043 Uiso 1 1 calc R . . C82 C -0.2211(8) 0.7849(5) 0.5932(5) 0.041(3) Uani 1 1 d . . . H82 H -0.1897 0.8070 0.6201 0.049 Uiso 1 1 calc R . . C83 C -0.2610(7) 0.7335(5) 0.6041(5) 0.036(3) Uani 1 1 d . . . H83 H -0.2588 0.7206 0.6383 0.044 Uiso 1 1 calc R . . C84 C -0.3046(7) 0.7010(4) 0.5644(4) 0.036(2) Uani 1 1 d . . . H84 H -0.3318 0.6649 0.5712 0.043 Uiso 1 1 calc R . . C85 C -0.3087(7) 0.7205(4) 0.5151(4) 0.033(2) Uani 1 1 d . . . H85 H -0.3412 0.6991 0.4881 0.040 Uiso 1 1 calc R . . C86 C -0.2648(7) 0.7723(4) 0.5046(4) 0.031(2) Uani 1 1 d . . . C87 C 0.0858(6) 0.5328(4) 0.4209(4) 0.022(2) Uani 1 1 d . . . H87 H 0.0867 0.5768 0.4224 0.027 Uiso 1 1 calc R . . C88 C 0.1434(7) 0.5060(5) 0.4569(5) 0.036(3) Uani 1 1 d . . . H88 H 0.1796 0.5341 0.4800 0.043 Uiso 1 1 calc R . . C89 C 0.1315(7) 0.4453(4) 0.4808(4) 0.030(2) Uani 1 1 d . . . H89A H 0.1873 0.4330 0.5006 0.036 Uiso 1 1 calc R . . H89B H 0.0887 0.4490 0.5048 0.036 Uiso 1 1 calc R . . C90 C 0.1014(8) 0.3983(4) 0.4423(5) 0.034(3) Uani 1 1 d . . . H90A H 0.1248 0.3597 0.4553 0.040 Uiso 1 1 calc R . . H90B H 0.0374 0.3959 0.4381 0.040 Uiso 1 1 calc R . . C91 C 0.1290(7) 0.4094(4) 0.3920(5) 0.031(3) Uani 1 1 d . . . H91 H 0.1632 0.3763 0.3799 0.037 Uiso 1 1 calc R . . C92 C 0.0814(7) 0.4428(5) 0.3515(5) 0.029(3) Uani 1 1 d . . . H92 H 0.0875 0.4278 0.3168 0.034 Uiso 1 1 calc R . . C93 C -0.0028(7) 0.4700(5) 0.3548(5) 0.032(3) Uani 1 1 d . . . H93A H -0.0472 0.4387 0.3539 0.038 Uiso 1 1 calc R . . H93B H -0.0190 0.4956 0.3248 0.038 Uiso 1 1 calc R . . C94 C -0.0030(6) 0.5064(4) 0.4027(4) 0.031(2) Uani 1 1 d . . . H94A H -0.0206 0.4811 0.4299 0.037 Uiso 1 1 calc R . . H94B H -0.0461 0.5385 0.3959 0.037 Uiso 1 1 calc R . . C95 C 0.3378(6) 0.5601(4) 0.3574(4) 0.021(2) Uani 1 1 d . . . H95 H 0.3383 0.5946 0.3340 0.025 Uiso 1 1 calc R . . C96 C 0.3306(6) 0.5064(4) 0.3267(4) 0.025(2) Uani 1 1 d . . . C97 C 0.3824(6) 0.4966(4) 0.2883(4) 0.026(2) Uani 1 1 d . . . H97 H 0.4227 0.5257 0.2810 0.031 Uiso 1 1 calc R . . C98 C 0.3746(7) 0.4446(5) 0.2614(5) 0.032(3) Uani 1 1 d . . . H98 H 0.4100 0.4372 0.2358 0.039 Uiso 1 1 calc R . . C99 C 0.3153(7) 0.4037(5) 0.2721(5) 0.031(2) Uani 1 1 d . . . H99 H 0.3105 0.3669 0.2547 0.038 Uiso 1 1 calc R . . C100 C 0.4254(6) 0.5607(4) 0.3959(4) 0.022(2) Uani 1 1 d . . . H100 H 0.4241 0.5954 0.4190 0.027 Uiso 1 1 calc R . . C101 C 0.4342(6) 0.5050(4) 0.4286(4) 0.018(2) Uani 1 1 d . . . C102 C 0.3810(7) 0.4964(5) 0.4660(5) 0.033(3) Uani 1 1 d . . . H102 H 0.3378 0.5243 0.4714 0.040 Uiso 1 1 calc R . . C103 C 0.3937(7) 0.4456(4) 0.4950(4) 0.028(2) Uani 1 1 d . . . H103 H 0.3593 0.4382 0.5211 0.033 Uiso 1 1 calc R . . C104 C 0.4559(7) 0.4060(4) 0.4859(4) 0.028(2) Uani 1 1 d . . . H104 H 0.4657 0.3712 0.5057 0.034 Uiso 1 1 calc R . . C105 C 0.6739(6) 0.5338(4) 0.3315(5) 0.030(3) Uani 1 1 d . . . H105 H 0.6689 0.5777 0.3290 0.036 Uiso 1 1 calc R . . C106 C 0.6141(6) 0.5032(4) 0.2945(4) 0.023(2) Uani 1 1 d . . . H106 H 0.5754 0.5293 0.2709 0.028 Uiso 1 1 calc R . . C107 C 0.6345(8) 0.4435(5) 0.2717(5) 0.040(3) Uani 1 1 d . . . H10A H 0.5810 0.4280 0.2514 0.048 Uiso 1 1 calc R . . H10B H 0.6779 0.4495 0.2485 0.048 Uiso 1 1 calc R . . C108 C 0.6681(7) 0.3988(4) 0.3108(4) 0.032(2) Uani 1 1 d . . . H10C H 0.7323 0.4000 0.3163 0.039 Uiso 1 1 calc R . . H10D H 0.6500 0.3589 0.2983 0.039 Uiso 1 1 calc R . . C109 C 0.6343(7) 0.4103(4) 0.3616(5) 0.033(3) Uani 1 1 d . . . H109 H 0.6018 0.3767 0.3743 0.040 Uiso 1 1 calc R . . C110 C 0.6842(7) 0.4442(4) 0.3999(5) 0.025(2) Uani 1 1 d . . . H110 H 0.6794 0.4301 0.4351 0.030 Uiso 1 1 calc R . . C111 C 0.7692(6) 0.4747(5) 0.3961(5) 0.026(2) Uani 1 1 d . . . H11A H 0.8154 0.4446 0.3966 0.032 Uiso 1 1 calc R . . H11B H 0.7844 0.5004 0.4262 0.032 Uiso 1 1 calc R . . C112 C 0.7661(6) 0.5122(6) 0.3475(5) 0.042(3) Uani 1 1 d . . . H11C H 0.8058 0.5463 0.3540 0.051 Uiso 1 1 calc R . . H11D H 0.7851 0.4883 0.3199 0.051 Uiso 1 1 calc R . . N1 N -0.0203(5) 1.0208(4) 0.4168(4) 0.0235(18) Uani 1 1 d . . . N2 N -0.0092(5) 0.9207(3) 0.3685(3) 0.0194(17) Uani 1 1 d . . . N3 N 0.0056(5) 0.8541(4) 0.2993(4) 0.031(2) Uani 1 1 d . . . N4 N -0.0020(5) 0.8139(3) 0.3747(4) 0.027(2) Uani 1 1 d . . . N5 N -0.0078(6) 0.8104(4) 0.4251(4) 0.027(2) Uani 1 1 d . . . N6 N -0.2427(5) 1.0199(4) 0.3270(3) 0.0240(18) Uani 1 1 d . . . N7 N -0.2490(5) 0.9195(3) 0.3737(4) 0.0234(19) Uani 1 1 d . . . N8 N -0.2620(5) 0.8558(3) 0.4459(3) 0.0268(19) Uani 1 1 d . . . N9 N -0.2501(5) 0.8128(3) 0.3724(3) 0.0219(18) Uani 1 1 d . . . N10 N -0.2405(6) 0.8063(3) 0.3230(4) 0.028(2) Uani 1 1 d . . . N11 N 0.2698(5) 0.4668(3) 0.3350(4) 0.0229(19) Uani 1 1 d . . . N12 N 0.2631(5) 0.5655(3) 0.3839(3) 0.0195(18) Uani 1 1 d . . . N13 N 0.2466(5) 0.6230(3) 0.4586(3) 0.0238(18) Uani 1 1 d . . . N14 N 0.2584(5) 0.6735(3) 0.3885(3) 0.0230(19) Uani 1 1 d . . . N15 N 0.2677(5) 0.6854(4) 0.3396(4) 0.027(2) Uani 1 1 d . . . N16 N 0.4965(5) 0.4672(3) 0.4196(4) 0.0232(19) Uani 1 1 d . . . N17 N 0.4994(5) 0.5669(3) 0.3690(4) 0.0209(18) Uani 1 1 d . . . N18 N 0.5131(5) 0.6190(3) 0.2930(3) 0.031(2) Uani 1 1 d . . . N19 N 0.4976(5) 0.6730(4) 0.3601(3) 0.0248(19) Uani 1 1 d . . . N20 N 0.4887(5) 0.6873(3) 0.4090(4) 0.025(2) Uani 1 1 d . . . Ir1 Ir 0.06573(2) 0.993004(19) 0.368161(17) 0.02090(10) Uani 1 1 d . . . Ir2 Ir -0.32446(2) 0.991278(19) 0.377611(16) 0.02278(10) Uani 1 1 d . . . Ir3 Ir 0.18625(2) 0.494678(19) 0.384494(16) 0.02063(10) Uani 1 1 d . . . Ir4 Ir 0.57796(2) 0.494576(19) 0.368163(17) 0.02071(10) 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 C1 0.033(5) 0.011(4) 0.043(7) -0.001(4) 0.016(5) -0.010(3) C2 0.038(6) 0.018(5) 0.032(7) -0.014(4) 0.004(5) -0.016(4) C3 0.034(6) 0.041(7) 0.054(9) -0.017(6) 0.016(6) -0.015(5) C4 0.026(6) 0.041(7) 0.100(12) -0.018(7) -0.003(6) -0.002(5) C5 0.020(5) 0.033(5) 0.039(7) -0.006(5) 0.016(5) 0.003(4) C6 0.059(7) 0.033(6) 0.028(6) -0.016(5) 0.030(5) -0.029(5) C7 0.107(12) 0.047(8) 0.047(9) -0.008(6) 0.030(8) -0.031(7) C8 0.102(11) 0.032(6) 0.058(10) 0.016(6) 0.050(9) 0.022(6) C9 0.028(5) 0.022(5) 0.023(5) -0.003(4) 0.002(4) 0.006(4) C10 0.021(4) 0.031(5) 0.030(6) -0.006(5) -0.002(4) -0.002(4) C11 0.031(5) 0.044(6) 0.024(6) -0.004(5) 0.004(5) 0.005(4) C12 0.038(6) 0.029(5) 0.030(6) -0.010(4) 0.008(5) 0.002(4) C13 0.028(5) 0.019(4) 0.040(7) -0.009(4) 0.003(5) 0.002(4) C14 0.018(4) 0.020(4) 0.027(6) 0.000(4) 0.007(4) 0.004(3) C15 0.017(4) 0.026(5) 0.019(5) -0.001(4) 0.006(4) -0.003(3) C16 0.027(4) 0.010(4) 0.031(6) 0.001(4) 0.002(4) 0.000(3) C17 0.030(5) 0.024(5) 0.025(6) 0.001(4) 0.000(4) -0.014(4) C18 0.040(6) 0.035(6) 0.025(6) 0.010(5) -0.003(5) -0.017(4) C19 0.037(6) 0.025(5) 0.034(7) 0.010(4) -0.004(5) -0.008(4) C20 0.038(6) 0.020(5) 0.022(6) 0.002(4) 0.000(5) 0.001(4) C21 0.024(5) 0.017(5) 0.041(7) 0.011(4) 0.003(4) 0.001(3) C22 0.021(5) 0.028(5) 0.040(8) 0.013(5) -0.005(5) -0.002(4) C23 0.034(6) 0.034(6) 0.028(7) 0.007(5) -0.001(5) -0.001(4) C24 0.042(6) 0.014(5) 0.041(8) -0.003(5) 0.001(6) -0.003(4) C25 0.054(6) 0.015(4) 0.031(7) 0.001(4) 0.005(5) -0.004(4) C26 0.027(5) 0.029(5) 0.044(8) 0.005(5) -0.002(5) -0.007(4) C27 0.042(6) 0.029(5) 0.051(9) -0.003(5) 0.002(6) -0.004(4) C28 0.021(5) 0.022(5) 0.024(6) -0.003(4) 0.000(4) -0.005(3) C29 0.030(5) 0.021(5) 0.025(6) 0.000(4) 0.005(4) -0.001(4) C30 0.029(5) 0.027(6) 0.026(7) -0.002(4) 0.002(5) 0.004(4) C31 0.039(6) 0.021(5) 0.048(9) -0.007(5) -0.006(6) -0.001(4) C32 0.061(7) 0.024(5) 0.035(7) -0.001(5) -0.006(6) 0.003(4) C33 0.029(5) 0.026(5) 0.032(7) -0.002(4) -0.002(5) -0.001(4) C34 0.055(8) 0.037(6) 0.029(7) 0.005(5) 0.009(6) 0.007(5) C35 0.036(6) 0.031(5) 0.036(7) -0.010(4) 0.001(5) 0.005(4) C36 0.028(5) 0.024(5) 0.041(8) -0.007(5) 0.004(5) 0.003(4) C37 0.035(6) 0.013(4) 0.055(9) 0.001(5) -0.009(6) 0.007(4) C38 0.027(5) 0.026(5) 0.034(7) 0.005(4) 0.004(5) 0.001(4) C39 0.039(6) 0.028(5) 0.029(7) 0.007(4) 0.008(5) -0.009(4) C40 0.023(5) 0.020(5) 0.025(7) -0.001(4) -0.001(4) 0.000(3) C41 0.021(4) 0.029(5) 0.027(6) -0.008(4) 0.006(4) 0.001(3) C42 0.039(6) 0.027(5) 0.023(6) -0.007(4) 0.006(4) 0.004(4) C43 0.038(6) 0.034(5) 0.047(8) -0.012(5) 0.010(5) 0.000(4) C44 0.067(9) 0.035(6) 0.027(7) -0.011(5) 0.002(6) 0.001(5) C45 0.057(8) 0.058(7) 0.026(7) -0.012(5) 0.005(6) 0.021(6) C46 0.043(6) 0.042(6) 0.034(7) 0.002(5) 0.011(5) 0.008(4) C47 0.036(5) 0.030(5) 0.038(7) -0.003(4) 0.006(5) 0.004(4) C48 0.030(5) 0.019(4) 0.037(7) 0.004(4) 0.012(4) 0.000(3) C49 0.040(6) 0.026(5) 0.027(6) 0.006(4) 0.005(5) 0.001(4) C50 0.042(6) 0.030(6) 0.038(8) 0.013(5) -0.003(5) -0.001(4) C51 0.058(7) 0.033(6) 0.009(5) -0.002(4) 0.006(5) -0.006(5) C52 0.046(6) 0.034(5) 0.033(7) 0.000(4) 0.006(5) 0.006(4) C53 0.037(6) 0.037(5) 0.027(6) 0.004(4) -0.001(5) 0.003(4) C54 0.056(7) 0.025(5) 0.038(8) -0.001(5) 0.014(6) 0.003(4) C55 0.024(5) 0.033(6) 0.042(8) 0.009(5) 0.009(5) 0.011(4) C56 0.022(5) 0.071(10) 0.064(10) 0.022(8) 0.007(6) 0.007(5) C57 0.030(6) 0.050(7) 0.057(9) 0.012(6) 0.011(6) 0.003(5) C58 0.030(5) 0.027(5) 0.039(7) 0.015(5) 0.002(5) 0.001(4) C59 0.034(5) 0.021(5) 0.035(7) -0.005(4) 0.015(5) -0.007(4) C60 0.075(9) 0.042(7) 0.036(8) -0.005(5) 0.018(7) 0.004(6) C61 0.065(8) 0.033(6) 0.056(9) -0.011(6) 0.014(7) 0.008(5) C62 0.089(9) 0.025(5) 0.031(7) -0.004(4) 0.013(6) -0.011(5) C63 0.106(11) 0.025(5) 0.035(7) -0.004(5) 0.001(7) -0.002(6) C64 0.026(5) 0.015(4) 0.026(6) -0.005(4) 0.003(4) -0.003(3) C65 0.027(5) 0.026(5) 0.024(6) 0.001(4) 0.001(4) 0.001(4) C66 0.017(4) 0.036(6) 0.029(7) 0.004(5) 0.000(4) 0.000(4) C67 0.047(6) 0.019(5) 0.037(7) -0.014(4) -0.001(5) 0.004(4) C68 0.040(6) 0.036(6) 0.047(9) 0.003(5) -0.005(6) -0.009(4) C69 0.054(7) 0.017(5) 0.066(9) 0.002(5) 0.015(6) -0.004(4) C70 0.034(6) 0.020(5) 0.053(9) 0.000(5) 0.012(6) -0.002(4) C71 0.026(5) 0.027(6) 0.044(8) 0.008(5) 0.002(5) 0.002(4) C72 0.032(5) 0.023(5) 0.042(8) 0.017(5) 0.001(5) -0.007(4) C73 0.038(6) 0.029(5) 0.033(7) 0.000(5) 0.004(5) 0.007(4) C74 0.029(5) 0.031(5) 0.037(7) 0.007(4) 0.007(5) 0.000(4) C75 0.042(6) 0.037(5) 0.025(6) 0.005(4) 0.007(5) -0.008(4) C76 0.065(8) 0.041(6) 0.043(8) 0.001(5) 0.019(6) -0.016(5) C77 0.074(9) 0.050(7) 0.026(7) 0.009(5) 0.006(6) -0.022(6) C78 0.046(8) 0.063(9) 0.033(8) 0.013(7) 0.002(6) 0.013(6) C79 0.049(7) 0.042(6) 0.030(7) 0.010(5) 0.008(5) 0.000(5) C80 0.028(5) 0.023(5) 0.041(8) -0.001(4) -0.005(5) 0.002(3) C81 0.051(7) 0.015(5) 0.042(7) 0.004(4) 0.010(6) -0.008(4) C82 0.050(7) 0.037(6) 0.034(7) -0.001(5) -0.002(6) -0.001(5) C83 0.039(6) 0.035(6) 0.033(7) 0.007(5) 0.000(5) 0.005(4) C84 0.041(6) 0.032(5) 0.037(7) 0.005(4) 0.012(5) -0.001(4) C85 0.041(6) 0.028(5) 0.029(6) -0.003(4) 0.000(5) -0.003(4) C86 0.037(5) 0.031(5) 0.024(6) 0.004(4) -0.002(4) -0.001(4) C87 0.028(5) 0.028(5) 0.010(5) 0.000 0.000 0.000 C88 0.034(5) 0.044(7) 0.032(6) -0.013(5) 0.012(4) -0.008(4) C89 0.042(6) 0.030(5) 0.018(6) 0.006(4) 0.005(4) -0.004(4) C90 0.052(6) 0.021(5) 0.029(6) 0.007(4) 0.006(5) 0.005(4) C91 0.039(6) 0.019(5) 0.037(7) -0.003(4) 0.009(5) -0.012(4) C92 0.026(5) 0.026(5) 0.035(7) -0.004(5) 0.004(5) -0.007(4) C93 0.022(5) 0.045(6) 0.028(6) -0.004(5) -0.001(4) 0.010(4) C94 0.027(4) 0.029(5) 0.037(6) 0.008(4) 0.004(4) 0.006(4) C95 0.024(5) 0.024(5) 0.016(5) 0.002(4) 0.006(4) -0.001(3) C96 0.033(5) 0.016(5) 0.024(6) -0.004(4) -0.003(4) 0.001(4) C97 0.027(4) 0.029(6) 0.022(5) 0.001(4) 0.008(4) 0.002(4) C98 0.034(6) 0.038(6) 0.025(6) -0.006(4) 0.003(5) 0.015(4) C99 0.031(5) 0.031(5) 0.031(7) -0.008(4) -0.001(5) 0.001(4) C100 0.031(5) 0.010(4) 0.024(6) 0.000(4) -0.001(4) -0.003(3) C101 0.028(4) 0.015(5) 0.012(5) -0.004(3) 0.004(3) -0.002(3) C102 0.035(5) 0.038(7) 0.025(6) 0.001(5) 0.001(4) -0.009(4) C103 0.035(6) 0.029(5) 0.017(6) 0.007(4) 0.000(4) -0.007(4) C104 0.038(6) 0.027(5) 0.020(6) 0.008(4) -0.001(4) -0.007(4) C105 0.027(5) 0.019(4) 0.047(8) 0.011(4) 0.014(5) -0.001(3) C106 0.042(5) 0.011(5) 0.019(5) -0.001(3) 0.012(4) 0.006(3) C107 0.043(6) 0.038(6) 0.041(8) -0.012(5) 0.008(5) 0.004(5) C108 0.049(6) 0.022(5) 0.026(6) -0.010(4) 0.006(5) 0.008(4) C109 0.047(6) 0.021(5) 0.032(7) 0.001(4) 0.006(5) -0.008(4) C110 0.034(6) 0.023(5) 0.020(6) 0.004(4) 0.005(4) 0.002(4) C111 0.014(4) 0.026(5) 0.038(7) 0.002(4) 0.002(4) -0.003(3) C112 0.027(5) 0.054(6) 0.046(7) 0.002(6) 0.003(4) -0.005(5) N1 0.021(4) 0.022(4) 0.027(5) -0.004(4) 0.006(3) 0.003(3) N2 0.020(4) 0.027(4) 0.012(4) 0.001(3) 0.004(3) -0.003(3) N3 0.031(4) 0.029(4) 0.034(6) -0.001(4) 0.009(4) -0.002(3) N4 0.030(4) 0.017(4) 0.032(6) -0.005(4) 0.001(4) 0.003(3) N5 0.030(4) 0.023(4) 0.029(6) -0.003(4) 0.004(4) 0.000(3) N6 0.025(4) 0.019(4) 0.028(5) 0.002(4) 0.005(3) -0.002(3) N7 0.025(4) 0.023(4) 0.023(5) 0.004(3) 0.004(4) 0.000(3) N8 0.023(4) 0.030(4) 0.027(5) 0.007(4) 0.003(3) -0.004(3) N9 0.024(4) 0.024(4) 0.018(5) 0.005(3) 0.005(4) -0.002(3) N10 0.038(5) 0.020(4) 0.025(5) 0.005(3) 0.005(4) -0.002(3) N11 0.025(4) 0.020(4) 0.024(5) -0.004(3) 0.003(3) -0.001(3) N12 0.020(4) 0.016(4) 0.022(5) -0.001(3) 0.003(3) 0.001(3) N13 0.026(4) 0.023(4) 0.023(5) -0.003(3) 0.007(3) -0.003(3) N14 0.024(4) 0.023(4) 0.023(5) -0.004(3) 0.006(4) 0.000(3) N15 0.030(4) 0.024(4) 0.026(6) -0.006(4) 0.004(4) 0.001(3) N16 0.028(4) 0.021(4) 0.021(5) 0.003(3) 0.006(3) -0.005(3) N17 0.018(4) 0.024(4) 0.022(5) 0.003(3) 0.006(3) 0.000(3) N18 0.040(5) 0.029(4) 0.025(5) 0.004(4) 0.005(4) -0.004(3) N19 0.032(4) 0.025(4) 0.016(5) 0.005(3) 0.003(4) -0.001(3) N20 0.026(4) 0.019(4) 0.031(6) 0.000(4) 0.005(4) 0.005(3) Ir1 0.02291(19) 0.01775(19) 0.0221(2) -0.00181(15) 0.00338(15) -0.00125(14) Ir2 0.02395(19) 0.01871(19) 0.0254(2) 0.00088(16) 0.00253(15) -0.00116(15) Ir3 0.02096(18) 0.0196(2) 0.0209(2) -0.00179(15) 0.00168(15) -0.00078(13) Ir4 0.02171(18) 0.0191(2) 0.0211(2) 0.00296(15) 0.00232(15) -0.00034(13) _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 C1 C2 1.431(17) . ? C1 C8 1.537(18) . ? C1 Ir1 2.103(9) . ? C2 C3 1.549(16) . ? C2 Ir1 2.103(9) . ? C3 C4 1.469(17) . ? C4 C5 1.463(15) . ? C5 C6 1.437(17) . ? C5 Ir1 2.088(9) . ? C6 C7 1.517(16) . ? C6 Ir1 2.120(10) . ? C7 C8 1.399(18) . ? C9 N1 1.342(13) . ? C9 C10 1.398(15) . ? C9 C14 1.485(14) . ? C10 C11 1.394(15) . ? C11 C12 1.365(16) . ? C12 C13 1.390(16) . ? C13 N1 1.363(13) . ? C14 N2 1.448(13) . ? C14 C15 1.589(11) . ? C15 N7 1.432(13) . ? C15 C16 1.499(14) . ? C16 N6 1.355(12) . ? C16 C17 1.380(15) . ? C17 C18 1.355(15) . ? C18 C19 1.385(16) . ? C19 C20 1.338(17) . ? C20 N6 1.376(14) . ? C21 N8 1.323(15) . ? C21 N9 1.375(13) . ? C21 N7 1.388(13) . ? C22 C23 1.358(16) . ? C22 N8 1.391(12) . ? C22 C86 1.499(15) . ? C23 C24 1.424(15) . ? C23 N9 1.441(14) . ? C24 C25 1.312(16) . ? C24 C63 1.515(15) . ? C25 C26 1.418(15) . ? C26 N10 1.306(14) . ? C26 C27 1.476(17) . ? C28 N3 1.332(14) . ? C28 N4 1.366(13) . ? C28 N2 1.387(13) . ? C29 C30 1.362(15) . ? C29 N3 1.393(12) . ? C29 C48 1.489(15) . ? C30 N4 1.408(14) . ? C30 C31 1.452(15) . ? C31 C32 1.359(18) . ? C31 C62 1.512(15) . ? C32 C33 1.416(15) . ? C33 N5 1.302(13) . ? C33 C34 1.483(16) . ? C35 C36 1.490(14) . ? C36 C37 1.371(17) . ? C36 C40 1.422(14) . ? C37 C38 1.427(16) . ? C38 N15 1.299(13) . ? C38 C39 1.475(15) . ? C40 C41 1.361(14) . ? C40 N14 1.427(13) . ? C41 N13 1.365(11) . ? C41 C42 1.478(14) . ? C42 C43 1.381(14) . ? C42 C47 1.426(14) . ? C43 C44 1.370(17) . ? C44 C45 1.364(19) . ? C45 C46 1.394(16) . ? C46 C47 1.356(16) . ? C48 C53 1.368(13) . ? C48 C49 1.370(15) . ? C49 C50 1.405(17) . ? C50 C51 1.348(15) . ? C51 C52 1.405(15) . ? C52 C53 1.373(15) . ? C54 C55 1.408(18) . ? C54 C61 1.45(2) . ? C54 Ir2 2.152(11) . ? C55 C56 1.507(16) . ? C55 Ir2 2.105(10) . ? C56 C57 1.531(18) . ? C57 C58 1.492(15) . ? C58 C59 1.382(15) . ? C58 Ir2 2.123(10) . ? C59 C60 1.541(15) . ? C59 Ir2 2.111(11) . ? C60 C61 1.514(18) . ? C64 N13 1.319(14) . ? C64 N14 1.366(12) . ? C64 N12 1.410(12) . ? C65 N16 1.333(13) . ? C65 C104 1.388(16) . ? C66 N18 1.328(14) . ? C66 N17 1.347(14) . ? C66 N19 1.371(13) . ? C67 C99 1.337(17) . ? C67 N11 1.371(13) . ? C68 C80 1.483(17) . ? C69 C71 1.530(15) . ? C70 C71 1.333(17) . ? C70 C80 1.440(16) . ? C71 C72 1.427(15) . ? C72 C73 1.391(16) . ? C72 N19 1.422(14) . ? C73 N18 1.369(12) . ? C73 C74 1.467(15) . ? C74 C75 1.369(14) . ? C74 C79 1.400(15) . ? C75 C76 1.375(16) . ? C76 C77 1.395(18) . ? C77 C78 1.359(19) . ? C78 C79 1.397(18) . ? C80 N20 1.292(13) . ? C81 C82 1.343(16) . ? C81 C86 1.374(15) . ? C82 C83 1.371(16) . ? C83 C84 1.383(16) . ? C84 C85 1.375(15) . ? C85 C86 1.406(13) . ? C87 C88 1.356(15) . ? C87 C94 1.521(13) . ? C87 Ir3 2.138(10) . ? C88 C89 1.539(15) . ? C88 Ir3 2.138(11) . ? C89 C90 1.506(15) . ? C90 C91 1.481(17) . ? C91 C92 1.434(17) . ? C91 Ir3 2.151(9) . ? C92 C93 1.463(14) . ? C92 Ir3 2.100(10) . ? C93 C94 1.515(16) . ? C95 N12 1.450(13) . ? C95 C96 1.460(14) . ? C95 C100 1.584(11) . ? C96 N11 1.347(13) . ? C96 C97 1.406(15) . ? C97 C98 1.374(15) . ? C98 C99 1.369(16) . ? C100 N17 1.449(13) . ? C100 C101 1.526(13) . ? C101 N16 1.343(12) . ? C101 C102 1.397(15) . ? C102 C103 1.384(15) . ? C103 C104 1.368(15) . ? C105 C106 1.433(15) . ? C105 C112 1.520(14) . ? C105 Ir4 2.096(10) . ? C106 C107 1.534(13) . ? C106 Ir4 2.120(10) . ? C107 C108 1.491(16) . ? C108 C109 1.538(17) . ? C109 C110 1.416(16) . ? C109 Ir4 2.122(11) . ? C110 C111 1.511(14) . ? C110 Ir4 2.087(10) . ? C111 C112 1.542(16) . ? N1 Ir1 2.088(8) . ? N2 Ir1 2.013(8) . ? N4 N5 1.355(13) . ? N6 Ir2 2.084(8) . ? N7 Ir2 2.019(8) . ? N9 N10 1.351(12) . ? N11 Ir3 2.076(9) . ? N12 Ir3 2.006(7) . ? N14 N15 1.354(13) . ? N16 Ir4 2.088(9) . ? N17 Ir4 2.049(8) . ? N19 N20 1.366(12) . ? 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 C2 C1 C8 122.5(11) . . ? C2 C1 Ir1 70.1(5) . . ? C8 C1 Ir1 113.2(8) . . ? C1 C2 C3 121.1(12) . . ? C1 C2 Ir1 70.1(5) . . ? C3 C2 Ir1 113.2(7) . . ? C4 C3 C2 113.1(9) . . ? C5 C4 C3 114.6(10) . . ? C6 C5 C4 124.9(11) . . ? C6 C5 Ir1 71.2(6) . . ? C4 C5 Ir1 114.9(8) . . ? C5 C6 C7 122.3(11) . . ? C5 C6 Ir1 68.8(6) . . ? C7 C6 Ir1 113.9(8) . . ? C8 C7 C6 115.4(12) . . ? C7 C8 C1 115.3(11) . . ? N1 C9 C10 122.5(10) . . ? N1 C9 C14 116.1(9) . . ? C10 C9 C14 121.4(9) . . ? C11 C10 C9 117.3(10) . . ? C12 C11 C10 121.0(11) . . ? C11 C12 C13 118.7(10) . . ? N1 C13 C12 121.6(10) . . ? N2 C14 C9 111.2(8) . . ? N2 C14 C15 111.7(8) . . ? C9 C14 C15 112.1(8) . . ? N7 C15 C16 109.5(8) . . ? N7 C15 C14 112.2(7) . . ? C16 C15 C14 111.8(8) . . ? N6 C16 C17 120.4(9) . . ? N6 C16 C15 116.1(9) . . ? C17 C16 C15 123.5(9) . . ? C18 C17 C16 121.5(11) . . ? C17 C18 C19 117.6(11) . . ? C20 C19 C18 120.5(10) . . ? C19 C20 N6 122.3(10) . . ? N8 C21 N9 110.2(8) . . ? N8 C21 N7 127.5(10) . . ? N9 C21 N7 122.3(10) . . ? C23 C22 N8 113.1(10) . . ? C23 C22 C86 130.4(10) . . ? N8 C22 C86 116.4(10) . . ? C22 C23 C24 143.0(11) . . ? C22 C23 N9 102.2(9) . . ? C24 C23 N9 114.7(10) . . ? C25 C24 C23 118.3(10) . . ? C25 C24 C63 122.5(10) . . ? C23 C24 C63 119.0(11) . . ? C24 C25 C26 123.4(10) . . ? N10 C26 C25 121.6(12) . . ? N10 C26 C27 116.7(10) . . ? C25 C26 C27 121.7(10) . . ? N3 C28 N4 110.6(9) . . ? N3 C28 N2 125.3(9) . . ? N4 C28 N2 124.0(10) . . ? C30 C29 N3 109.6(9) . . ? C30 C29 C48 132.3(9) . . ? N3 C29 C48 117.9(9) . . ? C29 C30 N4 106.1(9) . . ? C29 C30 C31 140.0(11) . . ? N4 C30 C31 113.7(10) . . ? C32 C31 C30 117.9(10) . . ? C32 C31 C62 119.9(10) . . ? C30 C31 C62 122.2(12) . . ? C31 C32 C33 121.5(10) . . ? N5 C33 C32 123.3(11) . . ? N5 C33 C34 116.6(10) . . ? C32 C33 C34 120.1(10) . . ? C37 C36 C40 117.2(10) . . ? C37 C36 C35 120.5(10) . . ? C40 C36 C35 122.2(11) . . ? C36 C37 C38 121.4(9) . . ? N15 C38 C37 123.9(11) . . ? N15 C38 C39 117.2(10) . . ? C37 C38 C39 118.9(9) . . ? C41 C40 C36 139.1(10) . . ? C41 C40 N14 105.4(8) . . ? C36 C40 N14 115.3(10) . . ? C40 C41 N13 110.3(9) . . ? C40 C41 C42 132.1(9) . . ? N13 C41 C42 117.5(9) . . ? C43 C42 C47 117.5(10) . . ? C43 C42 C41 124.2(10) . . ? C47 C42 C41 118.4(9) . . ? C44 C43 C42 121.1(11) . . ? C45 C44 C43 121.3(12) . . ? C44 C45 C46 118.9(11) . . ? C47 C46 C45 120.8(11) . . ? C46 C47 C42 120.4(10) . . ? C53 C48 C49 118.4(10) . . ? C53 C48 C29 123.5(10) . . ? C49 C48 C29 118.1(8) . . ? C48 C49 C50 121.4(10) . . ? C51 C50 C49 119.0(11) . . ? C50 C51 C52 120.5(11) . . ? C53 C52 C51 118.9(9) . . ? C48 C53 C52 121.7(10) . . ? C55 C54 C61 130.5(12) . . ? C55 C54 Ir2 68.9(6) . . ? C61 C54 Ir2 112.2(8) . . ? C54 C55 C56 120.5(13) . . ? C54 C55 Ir2 72.5(6) . . ? C56 C55 Ir2 114.0(8) . . ? C55 C56 C57 113.6(10) . . ? C58 C57 C56 112.5(9) . . ? C59 C58 C57 128.6(10) . . ? C59 C58 Ir2 70.5(6) . . ? C57 C58 Ir2 112.4(7) . . ? C58 C59 C60 121.1(10) . . ? C58 C59 Ir2 71.4(7) . . ? C60 C59 Ir2 114.4(8) . . ? C61 C60 C59 111.3(10) . . ? C54 C61 C60 114.4(10) . . ? N13 C64 N14 111.2(8) . . ? N13 C64 N12 124.7(8) . . ? N14 C64 N12 124.1(10) . . ? N16 C65 C104 123.4(10) . . ? N18 C66 N17 125.0(10) . . ? N18 C66 N19 109.4(9) . . ? N17 C66 N19 125.6(10) . . ? C99 C67 N11 123.4(11) . . ? C71 C70 C80 122.1(10) . . ? C70 C71 C72 118.1(10) . . ? C70 C71 C69 122.0(10) . . ? C72 C71 C69 119.8(11) . . ? C73 C72 N19 103.9(8) . . ? C73 C72 C71 140.9(11) . . ? N19 C72 C71 115.0(11) . . ? N18 C73 C72 109.9(10) . . ? N18 C73 C74 118.9(9) . . ? C72 C73 C74 131.2(9) . . ? C75 C74 C79 118.2(10) . . ? C75 C74 C73 119.8(9) . . ? C79 C74 C73 122.0(9) . . ? C74 C75 C76 121.7(10) . . ? C75 C76 C77 119.1(12) . . ? C78 C77 C76 121.0(12) . . ? C77 C78 C79 118.8(12) . . ? C78 C79 C74 121.0(11) . . ? N20 C80 C70 122.4(11) . . ? N20 C80 C68 118.7(10) . . ? C70 C80 C68 118.9(9) . . ? C82 C81 C86 121.5(10) . . ? C81 C82 C83 121.4(12) . . ? C82 C83 C84 118.7(12) . . ? C85 C84 C83 120.3(10) . . ? C84 C85 C86 120.0(10) . . ? C81 C86 C85 117.7(10) . . ? C81 C86 C22 118.8(9) . . ? C85 C86 C22 123.4(9) . . ? C88 C87 C94 121.9(9) . . ? C88 C87 Ir3 71.5(6) . . ? C94 C87 Ir3 112.9(7) . . ? C87 C88 C89 125.7(10) . . ? C87 C88 Ir3 71.5(7) . . ? C89 C88 Ir3 109.6(7) . . ? C90 C89 C88 113.4(9) . . ? C91 C90 C89 112.9(9) . . ? C92 C91 C90 125.5(11) . . ? C92 C91 Ir3 68.4(6) . . ? C90 C91 Ir3 114.5(8) . . ? C91 C92 C93 123.3(12) . . ? C91 C92 Ir3 72.2(6) . . ? C93 C92 Ir3 112.9(8) . . ? C92 C93 C94 113.0(9) . . ? C93 C94 C87 111.7(8) . . ? N12 C95 C96 109.9(8) . . ? N12 C95 C100 111.3(7) . . ? C96 C95 C100 111.0(8) . . ? N11 C96 C97 120.3(9) . . ? N11 C96 C95 117.6(9) . . ? C97 C96 C95 122.1(9) . . ? C98 C97 C96 119.7(10) . . ? C99 C98 C97 119.1(11) . . ? C67 C99 C98 119.5(10) . . ? N17 C100 C101 110.3(7) . . ? N17 C100 C95 110.8(7) . . ? C101 C100 C95 111.0(8) . . ? N16 C101 C102 123.7(9) . . ? N16 C101 C100 115.9(8) . . ? C102 C101 C100 120.4(9) . . ? C103 C102 C101 117.5(10) . . ? C104 C103 C102 119.7(11) . . ? C103 C104 C65 118.8(10) . . ? C106 C105 C112 122.1(9) . . ? C106 C105 Ir4 71.1(5) . . ? C112 C105 Ir4 116.3(7) . . ? C105 C106 C107 123.1(9) . . ? C105 C106 Ir4 69.2(6) . . ? C107 C106 Ir4 112.3(7) . . ? C108 C107 C106 113.5(10) . . ? C107 C108 C109 111.3(9) . . ? C110 C109 C108 120.0(10) . . ? C110 C109 Ir4 69.0(6) . . ? C108 C109 Ir4 115.0(7) . . ? C109 C110 C111 126.7(11) . . ? C109 C110 Ir4 71.7(6) . . ? C111 C110 Ir4 112.0(7) . . ? C110 C111 C112 112.7(9) . . ? C105 C112 C111 109.0(8) . . ? C9 N1 C13 118.9(9) . . ? C9 N1 Ir1 115.2(7) . . ? C13 N1 Ir1 125.5(7) . . ? C28 N2 C14 113.9(7) . . ? C28 N2 Ir1 130.4(6) . . ? C14 N2 Ir1 115.6(6) . . ? C28 N3 C29 106.6(8) . . ? N5 N4 C28 124.8(9) . . ? N5 N4 C30 128.1(9) . . ? C28 N4 C30 107.0(9) . . ? C33 N5 N4 115.2(9) . . ? C16 N6 C20 117.6(9) . . ? C16 N6 Ir2 115.4(7) . . ? C20 N6 Ir2 126.4(7) . . ? C21 N7 C15 113.8(8) . . ? C21 N7 Ir2 128.1(7) . . ? C15 N7 Ir2 117.2(6) . . ? C21 N8 C22 106.0(9) . . ? N10 N9 C21 126.0(8) . . ? N10 N9 C23 125.4(8) . . ? C21 N9 C23 108.6(9) . . ? C26 N10 N9 116.6(9) . . ? C96 N11 C67 117.8(9) . . ? C96 N11 Ir3 114.9(7) . . ? C67 N11 Ir3 127.0(7) . . ? C64 N12 C95 115.8(7) . . ? C64 N12 Ir3 126.8(6) . . ? C95 N12 Ir3 117.2(6) . . ? C64 N13 C41 107.3(8) . . ? N15 N14 C64 126.6(8) . . ? N15 N14 C40 127.5(8) . . ? C64 N14 C40 105.9(9) . . ? C38 N15 N14 114.6(9) . . ? C65 N16 C101 116.9(9) . . ? C65 N16 Ir4 126.3(7) . . ? C101 N16 Ir4 116.6(6) . . ? C66 N17 C100 116.5(8) . . ? C66 N17 Ir4 126.4(7) . . ? C100 N17 Ir4 116.5(6) . . ? C66 N18 C73 108.4(9) . . ? N20 N19 C66 125.3(9) . . ? N20 N19 C72 126.4(9) . . ? C66 N19 C72 108.3(9) . . ? C80 N20 N19 115.7(9) . . ? N2 Ir1 N1 79.5(3) . . ? N2 Ir1 C5 95.6(4) . . ? N1 Ir1 C5 161.6(4) . . ? N2 Ir1 C1 162.9(4) . . ? N1 Ir1 C1 94.1(4) . . ? C5 Ir1 C1 95.1(4) . . ? N2 Ir1 C2 156.0(4) . . ? N1 Ir1 C2 96.4(4) . . ? C5 Ir1 C2 80.7(4) . . ? C1 Ir1 C2 39.8(5) . . ? N2 Ir1 C6 99.8(4) . . ? N1 Ir1 C6 158.2(4) . . ? C5 Ir1 C6 39.9(5) . . ? C1 Ir1 C6 80.2(4) . . ? C2 Ir1 C6 92.5(5) . . ? N7 Ir2 N6 78.7(3) . . ? N7 Ir2 C55 154.5(5) . . ? N6 Ir2 C55 96.8(4) . . ? N7 Ir2 C59 101.2(4) . . ? N6 Ir2 C59 158.3(4) . . ? C55 Ir2 C59 92.1(5) . . ? N7 Ir2 C58 95.8(4) . . ? N6 Ir2 C58 163.2(4) . . ? C55 Ir2 C58 81.3(4) . . ? C59 Ir2 C58 38.1(4) . . ? N7 Ir2 C54 165.2(4) . . ? N6 Ir2 C54 94.6(4) . . ? C55 Ir2 C54 38.6(5) . . ? C59 Ir2 C54 80.2(5) . . ? C58 Ir2 C54 94.2(5) . . ? N12 Ir3 N11 79.1(3) . . ? N12 Ir3 C92 151.1(4) . . ? N11 Ir3 C92 95.0(4) . . ? N12 Ir3 C87 99.0(3) . . ? N11 Ir3 C87 167.4(3) . . ? C92 Ir3 C87 80.7(4) . . ? N12 Ir3 C88 100.0(4) . . ? N11 Ir3 C88 155.5(4) . . ? C92 Ir3 C88 96.8(5) . . ? C87 Ir3 C88 37.0(4) . . ? N12 Ir3 C91 167.7(4) . . ? N11 Ir3 C91 95.2(4) . . ? C92 Ir3 C91 39.4(5) . . ? C87 Ir3 C91 88.9(4) . . ? C88 Ir3 C91 80.6(5) . . ? N17 Ir4 C110 151.0(4) . . ? N17 Ir4 N16 79.1(3) . . ? C110 Ir4 N16 95.4(4) . . ? N17 Ir4 C105 97.6(3) . . ? C110 Ir4 C105 80.9(4) . . ? N16 Ir4 C105 166.2(4) . . ? N17 Ir4 C106 100.1(3) . . ? C110 Ir4 C106 97.0(4) . . ? N16 Ir4 C106 153.8(4) . . ? C105 Ir4 C106 39.7(4) . . ? N17 Ir4 C109 167.8(4) . . ? C110 Ir4 C109 39.3(4) . . ? N16 Ir4 C109 94.8(4) . . ? C105 Ir4 C109 90.7(4) . . ? C106 Ir4 C109 80.7(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.71 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.459 _refine_diff_density_min -0.927 _refine_diff_density_rms 0.161 data_k814m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H66 Ir2 N10' _chemical_formula_weight 1215.55 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' '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 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 14.2110(6) _cell_length_b 23.5720(10) _cell_length_c 14.6060(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.436(3) _cell_angle_gamma 90.00 _cell_volume 4758.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 133(2) _cell_measurement_reflns_used all _cell_measurement_2theta_min 2.87 _cell_measurement_2theta_max 52.13 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.53 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.697 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2408 _exptl_absorpt_coefficient_mu 5.635 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0873 _exptl_absorpt_correction_T_max 0.3767 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 133(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type STOE-IPDSII _diffrn_measurement_method Omega-Scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17693 _diffrn_reflns_av_R_equivalents 0.1207 _diffrn_reflns_av_sigmaI/netI 0.1386 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.76 _reflns_number_total 8987 _reflns_number_gt 6493 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-AREA-STOE _computing_cell_refinement X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0198P)^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 8987 _refine_ls_number_parameters 587 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0562 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0730 _refine_ls_goodness_of_fit_ref 0.808 _refine_ls_restrained_S_all 0.808 _refine_ls_shift/su_max 0.001 _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 0.312916(17) 0.041448(12) 0.128127(16) 0.01780(7) Uani 1 1 d . . . Ir2 Ir 0.701918(17) -0.015362(13) 0.387741(17) 0.01912(8) Uani 1 1 d . . . C1 C 0.2259(5) -0.0306(4) 0.1163(5) 0.0276(16) Uani 1 1 d . . . H1 H 0.2632 -0.0669 0.1282 0.033 Uiso 1 1 calc R . . N3 N 0.3480(4) 0.1733(3) 0.2651(4) 0.0198(12) Uani 1 1 d . . . N7 N 0.6549(3) 0.0623(3) 0.3496(4) 0.0220(13) Uani 1 1 d . . . C2 C 0.2207(5) -0.0068(4) 0.0233(5) 0.0262(16) Uani 1 1 d . . . H2 H 0.2545 -0.0295 -0.0172 0.031 Uiso 1 1 calc R . . N8 N 0.7675(4) 0.1076(3) 0.2693(4) 0.0231(13) Uani 1 1 d . . . N5 N 0.4874(4) 0.1937(3) 0.0996(4) 0.0237(13) Uani 1 1 d . . . N2 N 0.4128(4) 0.0986(3) 0.1846(4) 0.0199(12) Uani 1 1 d . . . C3 C 0.1303(5) 0.0242(4) -0.0303(5) 0.0301(19) Uani 1 1 d . . . H3A H 0.0730 0.0091 -0.0109 0.036 Uiso 1 1 calc R . . H3B H 0.1215 0.0172 -0.0986 0.036 Uiso 1 1 calc R . . C4 C 0.1379(5) 0.0883(4) -0.0116(5) 0.0308(18) Uani 1 1 d . . . H4A H 0.0724 0.1038 -0.0153 0.037 Uiso 1 1 calc R . . H4B H 0.1641 0.1069 -0.0612 0.037 Uiso 1 1 calc R . . N6 N 0.5537(3) -0.0246(3) 0.3783(3) 0.0202(14) Uani 1 1 d . . . C5 C 0.2038(5) 0.1029(3) 0.0862(5) 0.0241(15) Uani 1 1 d . . . H5 H 0.2274 0.1430 0.0929 0.029 Uiso 1 1 calc R . . N9 N 0.7117(4) 0.1601(3) 0.3679(4) 0.0225(13) Uani 1 1 d . . . N10 N 0.6601(4) 0.1752(3) 0.4336(4) 0.0256(14) Uani 1 1 d . . . C6 C 0.1933(5) 0.0777(4) 0.1709(5) 0.0247(16) Uani 1 1 d . . . H6 H 0.2113 0.1030 0.2273 0.030 Uiso 1 1 calc R . . C7 C 0.1125(5) 0.0344(4) 0.1745(5) 0.0284(16) Uani 1 1 d . . . H7A H 0.0919 0.0392 0.2344 0.034 Uiso 1 1 calc R . . H7B H 0.0558 0.0421 0.1222 0.034 Uiso 1 1 calc R . . C8 C 0.1454(5) -0.0262(4) 0.1673(5) 0.0312(18) Uani 1 1 d . . . H8A H 0.1679 -0.0421 0.2315 0.037 Uiso 1 1 calc R . . H8B H 0.0898 -0.0493 0.1337 0.037 Uiso 1 1 calc R . . C9 C 0.5214(5) 0.0256(3) 0.1605(4) 0.0202(15) Uani 1 1 d . . . C10 C 0.6105(4) 0.0044(4) 0.1530(4) 0.0233(16) Uani 1 1 d . . . H10 H 0.6685 0.0241 0.1806 0.028 Uiso 1 1 calc R . . N4 N 0.4264(4) 0.1990(3) 0.1597(4) 0.0193(12) Uani 1 1 d . . . C11 C 0.6133(5) -0.0459(4) 0.1046(4) 0.0268(16) Uani 1 1 d . . . H11 H 0.6733 -0.0608 0.0975 0.032 Uiso 1 1 calc R . . C12 C 0.5283(5) -0.0738(4) 0.0670(5) 0.0292(16) Uani 1 1 d . . . H12 H 0.5285 -0.1080 0.0327 0.035 Uiso 1 1 calc R . . C13 C 0.4437(5) -0.0517(4) 0.0797(5) 0.0259(16) Uani 1 1 d . . . H13 H 0.3853 -0.0718 0.0553 0.031 Uiso 1 1 calc R . . C14 C 0.5139(4) 0.0796(3) 0.2116(4) 0.0192(14) Uani 1 1 d . . . H14 H 0.5549 0.1088 0.1897 0.023 Uiso 1 1 calc R . . N1 N 0.4394(4) -0.0026(3) 0.1251(4) 0.0210(13) Uani 1 1 d . . . C15 C 0.5518(4) 0.0727(4) 0.3228(4) 0.0199(14) Uani 1 1 d . . . H15 H 0.5365 0.1079 0.3546 0.024 Uiso 1 1 calc R . . C16 C 0.5017(4) 0.0228(4) 0.3558(4) 0.0228(17) Uani 1 1 d . . . C17 C 0.4055(5) 0.0261(4) 0.3630(4) 0.0252(17) Uani 1 1 d . . . H17 H 0.3696 0.0602 0.3480 0.030 Uiso 1 1 calc R . . C18 C 0.3639(5) -0.0210(5) 0.3925(5) 0.033(2) Uani 1 1 d . . . H18 H 0.2990 -0.0195 0.3991 0.040 Uiso 1 1 calc R . . C19 C 0.4157(5) -0.0699(4) 0.4122(5) 0.0325(18) Uani 1 1 d . . . H19 H 0.3871 -0.1030 0.4313 0.039 Uiso 1 1 calc R . . C20 C 0.5102(5) -0.0704(4) 0.4040(5) 0.0303(17) Uani 1 1 d . . . H20 H 0.5461 -0.1046 0.4172 0.036 Uiso 1 1 calc R . . C21 C 0.7083(4) 0.1073(3) 0.3295(4) 0.0203(14) Uani 1 1 d . . . C22 C 0.8081(5) 0.1589(4) 0.2696(5) 0.0245(16) Uani 1 1 d . . . C23 C 0.7754(5) 0.1948(3) 0.3318(5) 0.0221(15) Uani 1 1 d . . . C24 C 0.7885(5) 0.2507(4) 0.3691(5) 0.0297(17) Uani 1 1 d . . . C25 C 0.7388(6) 0.2650(4) 0.4345(5) 0.0356(19) Uani 1 1 d . . . H25 H 0.7478 0.3017 0.4621 0.043 Uiso 1 1 calc R . . C26 C 0.6737(5) 0.2269(4) 0.4630(5) 0.0311(18) Uani 1 1 d . . . C27 C 0.6193(7) 0.2458(5) 0.5350(6) 0.044(2) Uani 1 1 d . . . H27A H 0.5740 0.2160 0.5434 0.066 Uiso 1 1 calc R . . H27B H 0.5833 0.2806 0.5132 0.066 Uiso 1 1 calc R . . H27C H 0.6652 0.2531 0.5951 0.066 Uiso 1 1 calc R . . C28 C 0.3977(4) 0.1546(3) 0.2050(4) 0.0176(14) Uani 1 1 d . . . C29 C 0.3438(5) 0.2313(3) 0.2585(5) 0.0248(15) Uani 1 1 d . . . C30 C 0.3917(4) 0.2498(4) 0.1900(4) 0.0212(15) Uani 1 1 d . . . C31 C 0.4082(5) 0.2999(3) 0.1424(5) 0.0242(15) Uani 1 1 d . . . C32 C 0.4687(5) 0.2949(4) 0.0817(5) 0.0306(17) Uani 1 1 d . . . H32 H 0.4839 0.3276 0.0500 0.037 Uiso 1 1 calc R . . C33 C 0.5091(5) 0.2414(4) 0.0654(5) 0.0315(18) Uani 1 1 d . . . C34 C 0.5831(6) 0.2390(4) 0.0075(6) 0.037(2) Uani 1 1 d . . . H34A H 0.6468 0.2486 0.0470 0.056 Uiso 1 1 calc R . . H34B H 0.5661 0.2662 -0.0445 0.056 Uiso 1 1 calc R . . H34C H 0.5849 0.2006 -0.0179 0.056 Uiso 1 1 calc R . . C35 C 0.2806(7) 0.2221(5) 0.4021(6) 0.048(2) Uani 1 1 d . . . H35A H 0.2520 0.2420 0.4480 0.072 Uiso 1 1 calc R . . H35B H 0.3423 0.2050 0.4345 0.072 Uiso 1 1 calc R . . H35C H 0.2364 0.1922 0.3713 0.072 Uiso 1 1 calc R . . C36 C 0.2980(5) 0.2643(4) 0.3280(5) 0.0326(18) Uani 1 1 d . . . C37 C 0.2043(7) 0.2920(5) 0.2842(6) 0.050(3) Uani 1 1 d . . . H37A H 0.2150 0.3215 0.2404 0.076 Uiso 1 1 calc R . . H37B H 0.1770 0.3092 0.3334 0.076 Uiso 1 1 calc R . . H37C H 0.1592 0.2636 0.2499 0.076 Uiso 1 1 calc R . . C38 C 0.3721(7) 0.3088(5) 0.3791(6) 0.044(2) Uani 1 1 d . . . H38A H 0.3932 0.3324 0.3324 0.066 Uiso 1 1 calc R . . H38B H 0.4282 0.2893 0.4182 0.066 Uiso 1 1 calc R . . H38C H 0.3418 0.3327 0.4190 0.066 Uiso 1 1 calc R . . C39 C 0.7311(5) -0.1020(4) 0.3777(5) 0.0283(17) Uani 1 1 d . . . H39 H 0.6715 -0.1252 0.3537 0.034 Uiso 1 1 calc R . . C40 C 0.7445(5) -0.0879(4) 0.4716(5) 0.0278(16) Uani 1 1 d . . . H40 H 0.6934 -0.1030 0.5019 0.033 Uiso 1 1 calc R . . C41 C 0.8459(5) -0.0820(4) 0.5400(5) 0.0331(19) Uani 1 1 d . . . H41A H 0.8410 -0.0928 0.6043 0.040 Uiso 1 1 calc R . . H41B H 0.8915 -0.1086 0.5204 0.040 Uiso 1 1 calc R . . C42 C 0.8858(4) -0.0217(4) 0.5419(5) 0.0294(18) Uani 1 1 d . . . H42A H 0.8709 -0.0010 0.5958 0.035 Uiso 1 1 calc R . . H42B H 0.9570 -0.0234 0.5517 0.035 Uiso 1 1 calc R . . C43 C 0.8445(4) 0.0106(4) 0.4528(4) 0.0263(16) Uani 1 1 d . . . H43 H 0.8529 0.0526 0.4591 0.032 Uiso 1 1 calc R . . C44 C 0.8438(4) -0.0103(4) 0.3627(5) 0.0283(17) Uani 1 1 d . . . H44 H 0.8510 0.0197 0.3165 0.034 Uiso 1 1 calc R . . C45 C 0.8869(5) -0.0670(4) 0.3456(6) 0.0332(18) Uani 1 1 d . . . H45A H 0.9381 -0.0775 0.4015 0.040 Uiso 1 1 calc R . . H45B H 0.9170 -0.0638 0.2911 0.040 Uiso 1 1 calc R . . C46 C 0.8095(5) -0.1134(4) 0.3264(5) 0.0324(18) Uani 1 1 d . . . H46A H 0.7807 -0.1154 0.2579 0.039 Uiso 1 1 calc R . . H46B H 0.8400 -0.1505 0.3466 0.039 Uiso 1 1 calc R . . C47 C 0.3642(6) 0.3562(4) 0.1501(7) 0.039(2) Uani 1 1 d . . . H47A H 0.3954 0.3736 0.2105 0.059 Uiso 1 1 calc R . . H47B H 0.2949 0.3516 0.1465 0.059 Uiso 1 1 calc R . . H47C H 0.3732 0.3805 0.0985 0.059 Uiso 1 1 calc R . . C48 C 0.9835(6) 0.1593(7) 0.2700(6) 0.059(3) Uani 1 1 d . . . H48A H 0.9885 0.1221 0.3008 0.089 Uiso 1 1 calc R . . H48B H 0.9956 0.1892 0.3178 0.089 Uiso 1 1 calc R . . H48C H 1.0316 0.1618 0.2316 0.089 Uiso 1 1 calc R . . C49 C 0.8564(7) 0.2937(4) 0.3434(6) 0.040(2) Uani 1 1 d . . . H49A H 0.8284 0.3087 0.2803 0.060 Uiso 1 1 calc R . . H49B H 0.9186 0.2756 0.3439 0.060 Uiso 1 1 calc R . . H49C H 0.8663 0.3249 0.3891 0.060 Uiso 1 1 calc R . . C50 C 0.8719(9) 0.2222(6) 0.1550(8) 0.063(3) Uani 1 1 d . . . H50A H 0.9083 0.2207 0.1057 0.095 Uiso 1 1 calc R . . H50B H 0.8972 0.2529 0.1991 0.095 Uiso 1 1 calc R . . H50C H 0.8034 0.2291 0.1263 0.095 Uiso 1 1 calc R . . C51 C 0.8645(7) 0.1192(5) 0.1335(6) 0.048(3) Uani 1 1 d . . . H51A H 0.7966 0.1199 0.0988 0.072 Uiso 1 1 calc R . . H51B H 0.8791 0.0824 0.1649 0.072 Uiso 1 1 calc R . . H51C H 0.9063 0.1249 0.0896 0.072 Uiso 1 1 calc R . . C52 C 0.8823(5) 0.1665(4) 0.2070(5) 0.0251(16) 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 0.01971(12) 0.01408(15) 0.01846(12) -0.00061(12) 0.00210(9) -0.00005(11) Ir2 0.01999(13) 0.01762(16) 0.01840(12) 0.00095(12) 0.00170(9) -0.00091(11) C1 0.033(3) 0.020(4) 0.027(3) 0.000(4) 0.000(3) -0.006(3) N3 0.025(3) 0.018(3) 0.017(2) -0.006(3) 0.005(2) 0.003(2) N7 0.015(2) 0.030(4) 0.019(2) -0.001(3) 0.000(2) -0.005(2) C2 0.026(3) 0.026(4) 0.024(3) -0.003(4) 0.002(3) -0.001(3) N8 0.020(3) 0.027(4) 0.020(3) -0.001(3) 0.000(2) -0.003(2) N5 0.028(3) 0.020(4) 0.026(3) 0.002(3) 0.012(2) -0.002(3) N2 0.025(3) 0.010(3) 0.027(3) 0.005(3) 0.010(2) 0.008(2) C3 0.021(3) 0.041(6) 0.025(3) -0.003(4) -0.002(3) -0.009(3) C4 0.024(3) 0.033(5) 0.030(3) 0.006(4) -0.005(3) 0.005(3) N6 0.009(2) 0.034(4) 0.015(2) -0.003(3) -0.0004(19) -0.006(2) C5 0.026(3) 0.010(4) 0.036(4) -0.002(4) 0.006(3) 0.004(3) N9 0.031(3) 0.018(3) 0.016(3) 0.003(3) 0.002(2) 0.003(2) N10 0.029(3) 0.028(4) 0.020(3) -0.002(3) 0.005(2) 0.005(3) C6 0.022(3) 0.019(4) 0.033(3) -0.004(4) 0.006(3) 0.013(3) C7 0.031(3) 0.020(4) 0.034(4) -0.002(4) 0.006(3) -0.007(3) C8 0.040(4) 0.020(5) 0.033(4) 0.003(4) 0.006(3) -0.008(3) C9 0.030(3) 0.017(4) 0.013(3) 0.004(3) 0.005(2) 0.003(3) C10 0.023(3) 0.030(5) 0.019(3) -0.001(3) 0.008(2) -0.001(3) N4 0.024(3) 0.015(3) 0.022(3) -0.002(3) 0.010(2) 0.000(2) C11 0.030(3) 0.028(5) 0.023(3) -0.001(4) 0.007(3) 0.008(3) C12 0.047(4) 0.017(4) 0.024(3) -0.002(4) 0.009(3) 0.010(3) C13 0.031(3) 0.020(4) 0.026(3) 0.004(4) 0.005(3) 0.005(3) C14 0.024(3) 0.020(4) 0.014(3) 0.002(3) 0.003(2) 0.004(3) N1 0.022(3) 0.019(4) 0.020(2) 0.003(3) 0.002(2) 0.010(2) C15 0.018(3) 0.022(4) 0.019(3) 0.000(3) 0.002(2) -0.001(3) C16 0.018(3) 0.041(5) 0.009(3) -0.007(3) 0.001(2) -0.007(3) C17 0.030(3) 0.028(5) 0.018(3) -0.002(3) 0.005(3) 0.002(3) C18 0.027(3) 0.051(6) 0.021(3) 0.000(4) 0.004(3) -0.014(4) C19 0.028(4) 0.040(5) 0.029(3) 0.010(4) 0.005(3) -0.012(4) C20 0.036(4) 0.030(5) 0.023(3) 0.004(4) 0.003(3) -0.008(4) C21 0.020(3) 0.019(4) 0.019(3) 0.000(3) -0.002(2) -0.004(3) C22 0.023(3) 0.025(4) 0.024(3) 0.005(4) 0.003(3) 0.002(3) C23 0.026(3) 0.017(4) 0.019(3) 0.001(3) -0.003(3) -0.005(3) C24 0.039(4) 0.022(4) 0.028(3) 0.003(4) 0.008(3) -0.002(3) C25 0.048(4) 0.018(4) 0.037(4) -0.006(4) 0.001(4) 0.001(4) C26 0.040(4) 0.028(5) 0.026(3) -0.003(4) 0.008(3) 0.008(4) C27 0.062(5) 0.035(6) 0.036(4) -0.007(5) 0.018(4) 0.003(5) C28 0.016(3) 0.018(4) 0.017(3) -0.003(3) 0.001(2) -0.001(3) C29 0.025(3) 0.015(4) 0.035(4) -0.004(4) 0.010(3) -0.001(3) C30 0.019(3) 0.024(4) 0.020(3) -0.004(3) 0.003(2) -0.002(3) C31 0.030(3) 0.011(4) 0.030(3) -0.005(3) 0.003(3) -0.002(3) C32 0.041(4) 0.018(4) 0.034(4) 0.008(4) 0.010(3) -0.007(3) C33 0.034(4) 0.034(5) 0.030(4) -0.005(4) 0.014(3) -0.003(4) C34 0.044(4) 0.035(5) 0.040(4) 0.003(4) 0.024(4) -0.004(4) C35 0.065(6) 0.043(6) 0.048(5) -0.007(5) 0.036(5) 0.009(5) C36 0.033(4) 0.033(5) 0.034(4) -0.008(4) 0.012(3) 0.003(4) C37 0.055(5) 0.060(7) 0.040(4) -0.013(5) 0.018(4) 0.018(5) C38 0.057(5) 0.036(6) 0.042(4) -0.011(5) 0.016(4) -0.007(4) C39 0.033(4) 0.024(5) 0.026(3) -0.007(4) 0.002(3) -0.005(3) C40 0.038(4) 0.018(4) 0.026(3) 0.002(4) 0.006(3) 0.001(3) C41 0.029(4) 0.039(6) 0.025(3) 0.015(4) -0.005(3) 0.001(3) C42 0.018(3) 0.042(6) 0.026(3) 0.005(4) 0.001(3) 0.001(3) C43 0.010(3) 0.034(5) 0.032(3) 0.008(4) 0.001(2) -0.005(3) C44 0.014(3) 0.028(5) 0.043(4) 0.008(4) 0.005(3) -0.001(3) C45 0.034(4) 0.022(5) 0.045(4) -0.004(4) 0.011(3) 0.001(3) C46 0.030(4) 0.028(5) 0.035(4) -0.006(4) -0.002(3) 0.005(3) C47 0.047(4) 0.023(5) 0.052(5) 0.005(5) 0.020(4) 0.005(4) C48 0.032(4) 0.105(11) 0.040(4) -0.004(6) 0.009(4) 0.007(5) C49 0.057(5) 0.018(4) 0.044(5) -0.003(4) 0.011(4) -0.009(4) C50 0.087(7) 0.050(7) 0.069(6) 0.022(7) 0.053(6) 0.005(6) C51 0.052(5) 0.058(7) 0.043(4) -0.015(5) 0.027(4) -0.016(5) C52 0.022(3) 0.027(4) 0.027(3) 0.000(4) 0.007(3) -0.006(3) _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 N2 1.992(6) . ? Ir1 C1 2.083(8) . ? Ir1 N1 2.084(5) . ? Ir1 C2 2.103(7) . ? Ir1 C5 2.106(7) . ? Ir1 C6 2.122(6) . ? Ir2 N7 1.983(7) . ? Ir2 N6 2.090(4) . ? Ir2 C39 2.097(9) . ? Ir2 C40 2.107(8) . ? Ir2 C43 2.119(6) . ? Ir2 C44 2.134(6) . ? C1 C2 1.456(10) . ? C1 C8 1.507(10) . ? N3 C28 1.324(8) . ? N3 C29 1.370(10) . ? N7 C21 1.377(10) . ? N7 C15 1.447(8) . ? C2 C3 1.526(10) . ? N8 C22 1.339(11) . ? N8 C21 1.351(8) . ? N5 C33 1.296(11) . ? N5 N4 1.377(7) . ? N2 C28 1.381(10) . ? N2 C14 1.468(8) . ? C3 C4 1.534(13) . ? C4 C5 1.554(10) . ? N6 C16 1.338(11) . ? N6 C20 1.339(11) . ? C5 C6 1.410(10) . ? N9 C21 1.360(10) . ? N9 N10 1.383(8) . ? N9 C23 1.410(9) . ? N10 C26 1.291(11) . ? C6 C7 1.547(11) . ? C7 C8 1.516(12) . ? C9 N1 1.336(9) . ? C9 C10 1.388(9) . ? C9 C14 1.493(10) . ? C10 C11 1.386(11) . ? N4 C28 1.352(10) . ? N4 C30 1.405(10) . ? C11 C12 1.374(11) . ? C12 C13 1.363(10) . ? C13 N1 1.342(10) . ? C14 C15 1.597(8) . ? C15 C16 1.510(11) . ? C16 C17 1.399(9) . ? C17 C18 1.373(13) . ? C18 C19 1.362(14) . ? C19 C20 1.376(10) . ? C22 C23 1.399(10) . ? C22 C52 1.557(9) . ? C23 C24 1.421(12) . ? C24 C25 1.357(11) . ? C24 C49 1.507(12) . ? C25 C26 1.418(12) . ? C26 C27 1.510(10) . ? C29 C30 1.404(9) . ? C29 C36 1.538(10) . ? C30 C31 1.416(11) . ? C31 C32 1.376(10) . ? C31 C47 1.483(12) . ? C32 C33 1.426(13) . ? C33 C34 1.496(9) . ? C35 C36 1.532(13) . ? C36 C37 1.488(12) . ? C36 C38 1.549(13) . ? C39 C40 1.380(10) . ? C39 C46 1.505(10) . ? C40 C41 1.557(10) . ? C41 C42 1.529(13) . ? C42 C43 1.503(10) . ? C43 C44 1.404(10) . ? C44 C45 1.515(12) . ? C45 C46 1.530(12) . ? C48 C52 1.526(11) . ? C50 C52 1.506(14) . ? C51 C52 1.528(12) . ? 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 N2 Ir1 C1 159.6(2) . . ? N2 Ir1 N1 79.1(2) . . ? C1 Ir1 N1 95.2(3) . . ? N2 Ir1 C2 158.6(2) . . ? C1 Ir1 C2 40.7(3) . . ? N1 Ir1 C2 96.3(3) . . ? N2 Ir1 C5 93.5(3) . . ? C1 Ir1 C5 98.8(3) . . ? N1 Ir1 C5 156.4(2) . . ? C2 Ir1 C5 82.4(3) . . ? N2 Ir1 C6 98.5(3) . . ? C1 Ir1 C6 81.5(3) . . ? N1 Ir1 C6 163.8(2) . . ? C2 Ir1 C6 91.5(3) . . ? C5 Ir1 C6 39.0(3) . . ? N7 Ir2 N6 79.0(2) . . ? N7 Ir2 C39 159.9(2) . . ? N6 Ir2 C39 96.1(3) . . ? N7 Ir2 C40 160.7(2) . . ? N6 Ir2 C40 95.9(3) . . ? C39 Ir2 C40 38.3(3) . . ? N7 Ir2 C43 94.9(3) . . ? N6 Ir2 C43 154.7(2) . . ? C39 Ir2 C43 97.4(3) . . ? C40 Ir2 C43 81.8(3) . . ? N7 Ir2 C44 99.8(3) . . ? N6 Ir2 C44 166.4(2) . . ? C39 Ir2 C44 80.4(3) . . ? C40 Ir2 C44 89.4(3) . . ? C43 Ir2 C44 38.5(3) . . ? C2 C1 C8 123.8(7) . . ? C2 C1 Ir1 70.4(4) . . ? C8 C1 Ir1 114.1(5) . . ? C28 N3 C29 107.9(6) . . ? C21 N7 C15 112.7(6) . . ? C21 N7 Ir2 127.2(4) . . ? C15 N7 Ir2 119.1(5) . . ? C1 C2 C3 121.2(6) . . ? C1 C2 Ir1 68.9(4) . . ? C3 C2 Ir1 115.0(6) . . ? C22 N8 C21 109.6(6) . . ? C33 N5 N4 114.0(7) . . ? C28 N2 C14 115.1(6) . . ? C28 N2 Ir1 127.2(4) . . ? C14 N2 Ir1 117.7(5) . . ? C2 C3 C4 111.3(6) . . ? C3 C4 C5 112.5(6) . . ? C16 N6 C20 118.5(6) . . ? C16 N6 Ir2 114.8(5) . . ? C20 N6 Ir2 126.1(6) . . ? C6 C5 C4 123.3(6) . . ? C6 C5 Ir1 71.1(4) . . ? C4 C5 Ir1 111.2(5) . . ? C21 N9 N10 123.3(6) . . ? C21 N9 C23 109.9(5) . . ? N10 N9 C23 126.8(7) . . ? C26 N10 N9 114.3(6) . . ? C5 C6 C7 122.6(6) . . ? C5 C6 Ir1 69.9(4) . . ? C7 C6 Ir1 113.3(5) . . ? C8 C7 C6 112.1(6) . . ? C1 C8 C7 112.4(6) . . ? N1 C9 C10 121.4(7) . . ? N1 C9 C14 117.4(6) . . ? C10 C9 C14 121.2(6) . . ? C11 C10 C9 118.9(6) . . ? C28 N4 N5 123.2(6) . . ? C28 N4 C30 109.8(5) . . ? N5 N4 C30 126.8(6) . . ? C12 C11 C10 119.1(6) . . ? C13 C12 C11 118.9(8) . . ? N1 C13 C12 122.8(7) . . ? N2 C14 C9 107.8(5) . . ? N2 C14 C15 112.4(5) . . ? C9 C14 C15 112.0(6) . . ? C9 N1 C13 118.9(6) . . ? C9 N1 Ir1 115.1(5) . . ? C13 N1 Ir1 125.3(5) . . ? N7 C15 C16 107.7(6) . . ? N7 C15 C14 112.0(5) . . ? C16 C15 C14 109.4(6) . . ? N6 C16 C17 121.5(7) . . ? N6 C16 C15 117.1(5) . . ? C17 C16 C15 121.4(7) . . ? C18 C17 C16 118.6(8) . . ? C19 C18 C17 120.0(7) . . ? C18 C19 C20 118.6(8) . . ? N6 C20 C19 122.8(9) . . ? N8 C21 N9 107.2(6) . . ? N8 C21 N7 126.9(7) . . ? N9 C21 N7 125.9(6) . . ? N8 C22 C23 109.8(6) . . ? N8 C22 C52 116.9(7) . . ? C23 C22 C52 133.2(7) . . ? C22 C23 N9 103.4(7) . . ? C22 C23 C24 140.9(7) . . ? N9 C23 C24 115.7(6) . . ? C25 C24 C23 117.2(7) . . ? C25 C24 C49 118.5(8) . . ? C23 C24 C49 124.3(7) . . ? C24 C25 C26 122.1(8) . . ? N10 C26 C25 123.8(6) . . ? N10 C26 C27 116.6(8) . . ? C25 C26 C27 119.5(8) . . ? N3 C28 N4 109.5(7) . . ? N3 C28 N2 126.6(6) . . ? N4 C28 N2 123.8(5) . . ? N3 C29 C30 109.9(6) . . ? N3 C29 C36 118.4(6) . . ? C30 C29 C36 131.5(7) . . ? C29 C30 N4 102.9(7) . . ? C29 C30 C31 140.6(7) . . ? N4 C30 C31 116.4(5) . . ? C32 C31 C30 116.4(7) . . ? C32 C31 C47 117.6(7) . . ? C30 C31 C47 125.9(7) . . ? C31 C32 C33 121.2(8) . . ? N5 C33 C32 124.2(6) . . ? N5 C33 C34 116.4(8) . . ? C32 C33 C34 119.4(8) . . ? C37 C36 C35 108.3(7) . . ? C37 C36 C29 114.3(7) . . ? C35 C36 C29 107.5(7) . . ? C37 C36 C38 110.5(9) . . ? C35 C36 C38 107.6(7) . . ? C29 C36 C38 108.4(6) . . ? C40 C39 C46 126.2(7) . . ? C40 C39 Ir2 71.3(5) . . ? C46 C39 Ir2 112.9(6) . . ? C39 C40 C41 123.6(7) . . ? C39 C40 Ir2 70.4(5) . . ? C41 C40 Ir2 113.5(6) . . ? C42 C41 C40 112.2(7) . . ? C43 C42 C41 112.8(6) . . ? C44 C43 C42 123.4(8) . . ? C44 C43 Ir2 71.3(4) . . ? C42 C43 Ir2 112.5(5) . . ? C43 C44 C45 123.2(7) . . ? C43 C44 Ir2 70.1(3) . . ? C45 C44 Ir2 114.4(6) . . ? C44 C45 C46 111.1(6) . . ? C39 C46 C45 111.4(7) . . ? C50 C52 C48 111.7(9) . . ? C50 C52 C51 107.5(7) . . ? C48 C52 C51 108.7(8) . . ? C50 C52 C22 113.3(7) . . ? C48 C52 C22 107.8(6) . . ? C51 C52 C22 107.7(6) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.76 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.990 _refine_diff_density_min -1.333 _refine_diff_density_rms 0.173