Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Corrado Crotti' _publ_contact_author_address ; Istituto Struttura della Materia C.N.R. Area Science Park S.S.14 - Km 163.5 - Basovizza Trieste 34012 ITALY ; _publ_contact_author_email CROTTI@ISM.CNR.IT _publ_section_title ; Evaluation of the Donor Ability of Phenantrolines in Iridium Complexes by Means of Synchrotron Radiation Photoemission Spectroscopy and DFT Calculations ; loop_ _publ_author_name 'Corrado Crotti' 'Erica Farnetti' 'Serena Filipuzzi' 'Paulo Moras' 'Mauro Stener' 'Ennio Zangrando' #===END data_10-new _database_code_depnum_ccdc_archive 'CCDC 622123' _audit_creation_method SHELXL-97 _chemical_name_systematic ; cyclooctadiene-(3,4,7,8-tetramethyl-1,10-phenanthroline,N,N')-chloro-iridium(I) chloromethane solvate ; _chemical_name_common ; cyclooctadiene-(3,4,7,8-tetramethyl-1,10-phenanthroline,N,N')- chloro-iridium(i) chloromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H28 Cl Ir N2, C H2 Cl2' _chemical_formula_sum 'C25 H30 Cl3 Ir N2' _chemical_formula_weight 657.06 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 15.439(3) _cell_length_b 11.262(3) _cell_length_c 14.071(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.78(2) _cell_angle_gamma 90.00 _cell_volume 2376.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 14.096 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.3825 _exptl_absorpt_correction_T_max 0.5120 _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Kappa-CCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34140 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 5.48 _diffrn_reflns_theta_max 64.78 _reflns_number_total 3789 _reflns_number_gt 3365 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Supergui (Nonius BV, 1997-2000)' _computing_cell_refinement 'Denzo (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELX97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELX97 (Sheldrick, 1998)' _computing_molecular_graphics 'Ortep3/windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.70.00 (Farrugia, 1999)' _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^)+(0.1133P)^2^+1.8375P] 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 3789 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1610 _refine_ls_wR_factor_gt 0.1562 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 Ir Ir 0.258016(18) 0.06076(3) 0.09690(2) 0.0447(2) Uani 1 1 d . . . Cl1 Cl 0.30338(14) 0.04190(18) 0.28562(16) 0.0585(5) Uani 1 1 d . . . N1 N 0.3994(5) 0.0674(5) 0.1118(5) 0.0485(17) Uani 1 1 d . . . N2 N 0.2918(4) -0.1194(5) 0.0931(4) 0.0439(13) Uani 1 1 d . . . C1 C 0.4511(5) 0.1634(8) 0.1245(6) 0.0505(18) Uani 1 1 d . . . H1 H 0.4237 0.2388 0.1250 0.061 Uiso 1 1 calc R . . C2 C 0.5443(5) 0.1591(10) 0.1372(6) 0.062(2) Uani 1 1 d . . . C3 C 0.5855(6) 0.0488(10) 0.1406(7) 0.066(3) Uani 1 1 d . . . C4 C 0.5322(6) -0.0524(8) 0.1283(6) 0.058(2) Uani 1 1 d . . . C5 C 0.4390(5) -0.0392(7) 0.1141(6) 0.0457(16) Uani 1 1 d . . . C6 C 0.3812(5) -0.1426(7) 0.1041(5) 0.0534(18) Uani 1 1 d . . . C7 C 0.4160(6) -0.2562(8) 0.1071(6) 0.061(2) Uani 1 1 d . . . C8 C 0.3570(8) -0.3535(8) 0.0962(6) 0.072(3) Uani 1 1 d . . . C9 C 0.2668(7) -0.3296(9) 0.0864(6) 0.071(3) Uani 1 1 d . . . C10 C 0.2394(7) -0.2135(9) 0.0849(6) 0.061(2) Uani 1 1 d . . . H10 H 0.1774 -0.1996 0.0774 0.073 Uiso 1 1 calc R . . C11 C 0.5645(6) -0.1729(10) 0.1319(6) 0.069(3) Uani 1 1 d . . . H11 H 0.6269 -0.1859 0.1423 0.083 Uiso 1 1 calc R . . C12 C 0.5100(7) -0.2677(10) 0.1210(6) 0.072(3) Uani 1 1 d . . . H12 H 0.5350 -0.3450 0.1228 0.086 Uiso 1 1 calc R . . C13 C 0.2432(6) 0.2275(7) 0.0226(6) 0.0579(19) Uani 1 1 d . . . H13 H 0.3001 0.2633 0.0142 0.069 Uiso 1 1 calc R . . C14 C 0.2286(6) 0.2384(7) 0.1199(7) 0.062(2) Uani 1 1 d . . . H14 H 0.2772 0.2814 0.1671 0.074 Uiso 1 1 calc R . . C15 C 0.1379(7) 0.2538(10) 0.1393(8) 0.077(3) Uani 1 1 d . . . H15A H 0.1135 0.3316 0.1129 0.093 Uiso 1 1 calc R . . H15B H 0.1438 0.2550 0.2109 0.093 Uiso 1 1 calc R . . C16 C 0.0721(7) 0.1566(11) 0.0943(10) 0.092(3) Uani 1 1 d . . . H16A H 0.0340 0.1862 0.0319 0.111 Uiso 1 1 calc R . . H16B H 0.0328 0.1396 0.1390 0.111 Uiso 1 1 calc R . . C17 C 0.1167(7) 0.0410(10) 0.0744(10) 0.072(3) Uani 1 1 d . . . H17 H 0.0954 -0.0335 0.1001 0.087 Uiso 1 1 calc R . . C18 C 0.1446(5) 0.0308(9) -0.0143(6) 0.058(2) Uani 1 1 d . . . H18 H 0.1413 -0.0529 -0.0387 0.070 Uiso 1 1 calc R . . C19 C 0.1237(7) 0.1198(11) -0.0971(7) 0.084(3) Uani 1 1 d . . . H19A H 0.1449 0.0887 -0.1534 0.101 Uiso 1 1 calc R . . H19B H 0.0584 0.1309 -0.1183 0.101 Uiso 1 1 calc R . . C20 C 0.1663(7) 0.2344(9) -0.0672(7) 0.077(3) Uani 1 1 d . . . H20A H 0.1210 0.2899 -0.0537 0.092 Uiso 1 1 calc R . . H20B H 0.1885 0.2675 -0.1221 0.092 Uiso 1 1 calc R . . C21 C 0.5933(7) 0.2754(10) 0.1484(7) 0.078(3) Uani 1 1 d . . . H21A H 0.6370 0.2771 0.2116 0.116 Uiso 1 1 calc R . . H21B H 0.5507 0.3407 0.1455 0.116 Uiso 1 1 calc R . . H21C H 0.6241 0.2844 0.0955 0.116 Uiso 1 1 calc R . . C22 C 0.6841(6) 0.0379(12) 0.1536(8) 0.084(3) Uani 1 1 d . . . H22A H 0.7113 0.1170 0.1623 0.126 Uiso 1 1 calc R . . H22B H 0.6968 0.0002 0.0956 0.126 Uiso 1 1 calc R . . H22C H 0.7089 -0.0108 0.2114 0.126 Uiso 1 1 calc R . . C23 C 0.3923(11) -0.4791(10) 0.0948(9) 0.105(4) Uani 1 1 d . . . H23A H 0.4574 -0.4786 0.1179 0.157 Uiso 1 1 calc R . . H23B H 0.3757 -0.5101 0.0278 0.157 Uiso 1 1 calc R . . H23C H 0.3665 -0.5296 0.1376 0.157 Uiso 1 1 calc R . . C24 C 0.1989(11) -0.4283(10) 0.0736(10) 0.109(5) Uani 1 1 d . . . H24A H 0.2032 -0.4775 0.0174 0.163 Uiso 1 1 calc R . . H24B H 0.1389 -0.3942 0.0622 0.163 Uiso 1 1 calc R . . H24C H 0.2104 -0.4774 0.1328 0.163 Uiso 1 1 calc R . . C43 C 0.8595(12) 0.360(2) 0.1774(16) 0.110(7) Uani 0.709(11) 1 d P A 1 Cl4 Cl 0.9023(3) 0.2318(5) 0.2515(4) 0.0984(19) Uani 0.709(11) 1 d P A 1 Cl3 Cl 0.9495(4) 0.4553(5) 0.1718(4) 0.1016(19) Uani 0.709(11) 1 d P A 1 C56 C 0.900(5) 0.451(5) 0.197(5) 0.109(18) Uiso 0.291(11) 1 d P A 2 Cl5 Cl 0.9818(9) 0.4979(14) 0.1334(10) 0.104(4) Uiso 0.291(11) 1 d P A 2 Cl6 Cl 0.8837(10) 0.2981(15) 0.1901(12) 0.105(5) Uiso 0.291(11) 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.0432(3) 0.0373(3) 0.0527(3) 0.00046(11) 0.00959(19) 0.00001(10) Cl1 0.0569(10) 0.0597(12) 0.0587(12) -0.0019(9) 0.0133(9) -0.0066(8) N1 0.050(4) 0.049(4) 0.051(4) -0.002(3) 0.021(3) -0.006(3) N2 0.052(3) 0.025(3) 0.050(3) 0.009(2) 0.003(2) 0.004(2) C1 0.049(4) 0.046(5) 0.056(4) -0.004(4) 0.012(3) -0.009(3) C2 0.052(4) 0.084(7) 0.051(4) -0.012(4) 0.016(4) -0.013(4) C3 0.043(4) 0.100(8) 0.048(5) -0.017(4) 0.000(4) 0.000(4) C4 0.046(4) 0.086(7) 0.041(4) -0.012(4) 0.008(3) 0.008(4) C5 0.045(4) 0.044(4) 0.048(4) -0.001(3) 0.010(3) 0.007(3) C6 0.066(4) 0.047(4) 0.043(4) -0.001(3) 0.004(3) -0.002(4) C7 0.091(6) 0.044(5) 0.044(4) 0.000(3) 0.007(4) 0.023(4) C8 0.125(8) 0.038(5) 0.046(4) 0.008(3) 0.009(5) 0.011(5) C9 0.111(8) 0.041(5) 0.049(5) 0.002(3) -0.004(5) -0.016(4) C10 0.077(5) 0.052(6) 0.048(4) 0.004(4) 0.003(4) -0.009(4) C11 0.069(5) 0.083(7) 0.050(5) -0.003(5) 0.001(4) 0.035(5) C12 0.094(6) 0.070(6) 0.051(5) 0.004(4) 0.016(4) 0.036(6) C13 0.072(5) 0.039(4) 0.060(5) 0.000(4) 0.008(4) 0.010(4) C14 0.066(4) 0.040(5) 0.077(5) -0.004(4) 0.011(4) 0.016(4) C15 0.086(6) 0.070(6) 0.075(6) -0.013(5) 0.018(5) 0.021(5) C16 0.070(6) 0.090(8) 0.128(9) -0.011(7) 0.046(6) 0.016(6) C17 0.049(5) 0.074(6) 0.103(8) -0.008(5) 0.038(5) -0.013(4) C18 0.044(4) 0.068(5) 0.054(5) 0.010(4) -0.005(3) -0.002(4) C19 0.078(6) 0.097(8) 0.060(5) 0.007(5) -0.022(5) 0.010(6) C20 0.082(6) 0.070(6) 0.073(6) 0.019(5) 0.007(5) 0.017(5) C21 0.074(5) 0.094(8) 0.062(5) -0.007(5) 0.012(4) -0.042(5) C22 0.052(5) 0.134(10) 0.066(6) -0.009(6) 0.013(5) 0.007(5) C23 0.178(13) 0.047(6) 0.084(8) 0.004(6) 0.021(8) 0.017(8) C24 0.150(13) 0.073(8) 0.085(8) 0.012(6) -0.010(8) -0.057(8) C43 0.072(9) 0.111(16) 0.138(17) 0.045(14) 0.006(10) 0.005(11) Cl4 0.085(2) 0.099(4) 0.116(4) -0.019(3) 0.033(2) 0.012(2) Cl3 0.090(3) 0.112(4) 0.094(3) 0.019(3) 0.004(3) 0.019(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir C18 2.079(8) . ? Ir C14 2.094(8) . ? Ir N2 2.099(6) . ? Ir C13 2.135(8) . ? Ir C17 2.139(9) . ? Ir N1 2.144(7) . ? Ir Cl1 2.589(2) . ? N1 C1 1.330(10) . ? N1 C5 1.344(10) . ? N2 C10 1.322(11) . ? N2 C6 1.377(10) . ? C1 C2 1.408(11) . ? C2 C3 1.391(14) . ? C2 C21 1.502(13) . ? C3 C4 1.392(13) . ? C3 C22 1.494(13) . ? C4 C5 1.413(11) . ? C4 C11 1.443(13) . ? C5 C6 1.453(11) . ? C6 C7 1.385(11) . ? C7 C8 1.410(14) . ? C7 C12 1.422(14) . ? C8 C9 1.393(15) . ? C8 C23 1.517(14) . ? C9 C10 1.373(14) . ? C9 C24 1.509(14) . ? C11 C12 1.346(15) . ? C13 C14 1.445(13) . ? C13 C20 1.515(13) . ? C14 C15 1.499(12) . ? C15 C16 1.525(15) . ? C16 C17 1.530(15) . ? C17 C18 1.418(15) . ? C18 C19 1.512(13) . ? C19 C20 1.463(16) . ? C43 Cl3 1.77(2) . ? C43 Cl4 1.82(2) . ? C56 Cl6 1.74(6) . ? C56 Cl5 1.79(8) . ? 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 C18 Ir C14 95.6(4) . . ? C18 Ir N2 89.6(3) . . ? C14 Ir N2 172.8(3) . . ? C18 Ir C13 78.5(4) . . ? C14 Ir C13 39.9(3) . . ? N2 Ir C13 146.8(3) . . ? C18 Ir C17 39.2(4) . . ? C14 Ir C17 82.6(4) . . ? N2 Ir C17 98.4(3) . . ? C13 Ir C17 91.8(4) . . ? C18 Ir N1 137.3(3) . . ? C14 Ir N1 101.8(3) . . ? N2 Ir N1 77.5(2) . . ? C13 Ir N1 90.3(3) . . ? C17 Ir N1 175.1(3) . . ? C18 Ir Cl1 137.1(2) . . ? C14 Ir Cl1 86.3(3) . . ? N2 Ir Cl1 86.47(16) . . ? C13 Ir Cl1 123.1(2) . . ? C17 Ir Cl1 99.2(3) . . ? N1 Ir Cl1 83.2(2) . . ? C1 N1 C5 117.9(7) . . ? C1 N1 Ir 127.3(6) . . ? C5 N1 Ir 114.7(5) . . ? C10 N2 C6 115.8(7) . . ? C10 N2 Ir 128.8(6) . . ? C6 N2 Ir 115.4(5) . . ? N1 C1 C2 123.5(9) . . ? C3 C2 C1 118.7(9) . . ? C3 C2 C21 124.0(8) . . ? C1 C2 C21 117.2(9) . . ? C2 C3 C4 118.3(8) . . ? C2 C3 C22 121.5(10) . . ? C4 C3 C22 120.2(10) . . ? C3 C4 C5 118.9(8) . . ? C3 C4 C11 125.2(9) . . ? C5 C4 C11 115.8(8) . . ? N1 C5 C4 122.7(8) . . ? N1 C5 C6 116.6(7) . . ? C4 C5 C6 120.7(7) . . ? N2 C6 C7 123.4(8) . . ? N2 C6 C5 115.8(7) . . ? C7 C6 C5 120.8(8) . . ? C6 C7 C8 118.6(9) . . ? C6 C7 C12 117.7(9) . . ? C8 C7 C12 123.7(9) . . ? C9 C8 C7 117.8(8) . . ? C9 C8 C23 122.1(10) . . ? C7 C8 C23 120.1(11) . . ? C10 C9 C8 118.8(9) . . ? C10 C9 C24 119.8(11) . . ? C8 C9 C24 121.3(11) . . ? N2 C10 C9 125.6(9) . . ? C12 C11 C4 122.7(8) . . ? C11 C12 C7 122.2(9) . . ? C14 C13 C20 121.2(8) . . ? C14 C13 Ir 68.5(4) . . ? C20 C13 Ir 115.1(6) . . ? C13 C14 C15 123.0(8) . . ? C13 C14 Ir 71.5(4) . . ? C15 C14 Ir 112.6(7) . . ? C14 C15 C16 113.6(8) . . ? C15 C16 C17 113.7(8) . . ? C18 C17 C16 118.3(11) . . ? C18 C17 Ir 68.1(5) . . ? C16 C17 Ir 111.9(7) . . ? C17 C18 C19 124.7(9) . . ? C17 C18 Ir 72.7(6) . . ? C19 C18 Ir 117.3(6) . . ? C20 C19 C18 111.4(8) . . ? C19 C20 C13 113.8(8) . . ? Cl3 C43 Cl4 109.0(10) . . ? Cl6 C56 Cl5 112(4) . . ? 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 C18 Ir N1 C1 107.1(8) . . . . ? C14 Ir N1 C1 -4.8(8) . . . . ? N2 Ir N1 C1 -177.4(8) . . . . ? C13 Ir N1 C1 33.8(7) . . . . ? C17 Ir N1 C1 150(4) . . . . ? Cl1 Ir N1 C1 -89.5(7) . . . . ? C18 Ir N1 C5 -77.2(7) . . . . ? C14 Ir N1 C5 171.0(6) . . . . ? N2 Ir N1 C5 -1.6(6) . . . . ? C13 Ir N1 C5 -150.5(6) . . . . ? C17 Ir N1 C5 -35(4) . . . . ? Cl1 Ir N1 C5 86.2(6) . . . . ? C18 Ir N2 C10 -41.9(7) . . . . ? C14 Ir N2 C10 94(2) . . . . ? C13 Ir N2 C10 -110.0(8) . . . . ? C17 Ir N2 C10 -3.5(7) . . . . ? N1 Ir N2 C10 179.2(7) . . . . ? Cl1 Ir N2 C10 95.4(6) . . . . ? C18 Ir N2 C6 140.6(6) . . . . ? C14 Ir N2 C6 -83(2) . . . . ? C13 Ir N2 C6 72.4(7) . . . . ? C17 Ir N2 C6 179.0(6) . . . . ? N1 Ir N2 C6 1.7(5) . . . . ? Cl1 Ir N2 C6 -82.2(5) . . . . ? C5 N1 C1 C2 2.0(13) . . . . ? Ir N1 C1 C2 177.6(6) . . . . ? N1 C1 C2 C3 -2.6(13) . . . . ? N1 C1 C2 C21 178.7(8) . . . . ? C1 C2 C3 C4 1.9(13) . . . . ? C21 C2 C3 C4 -179.5(8) . . . . ? C1 C2 C3 C22 179.8(9) . . . . ? C21 C2 C3 C22 -1.5(14) . . . . ? C2 C3 C4 C5 -0.7(14) . . . . ? C22 C3 C4 C5 -178.7(9) . . . . ? C2 C3 C4 C11 -178.6(8) . . . . ? C22 C3 C4 C11 3.4(15) . . . . ? C1 N1 C5 C4 -0.7(12) . . . . ? Ir N1 C5 C4 -176.9(6) . . . . ? C1 N1 C5 C6 177.5(7) . . . . ? Ir N1 C5 C6 1.4(9) . . . . ? C3 C4 C5 N1 0.1(13) . . . . ? C11 C4 C5 N1 178.2(8) . . . . ? C3 C4 C5 C6 -178.1(8) . . . . ? C11 C4 C5 C6 0.0(11) . . . . ? C10 N2 C6 C7 -0.3(11) . . . . ? Ir N2 C6 C7 177.5(6) . . . . ? C10 N2 C6 C5 -179.4(7) . . . . ? Ir N2 C6 C5 -1.5(8) . . . . ? N1 C5 C6 N2 0.1(10) . . . . ? C4 C5 C6 N2 178.3(7) . . . . ? N1 C5 C6 C7 -179.0(7) . . . . ? C4 C5 C6 C7 -0.7(11) . . . . ? N2 C6 C7 C8 1.5(11) . . . . ? C5 C6 C7 C8 -179.5(7) . . . . ? N2 C6 C7 C12 -178.5(7) . . . . ? C5 C6 C7 C12 0.5(11) . . . . ? C6 C7 C8 C9 -2.2(12) . . . . ? C12 C7 C8 C9 177.8(8) . . . . ? C6 C7 C8 C23 177.4(8) . . . . ? C12 C7 C8 C23 -2.6(12) . . . . ? C7 C8 C9 C10 1.9(12) . . . . ? C23 C8 C9 C10 -177.7(8) . . . . ? C7 C8 C9 C24 179.5(9) . . . . ? C23 C8 C9 C24 -0.1(14) . . . . ? C6 N2 C10 C9 -0.1(11) . . . . ? Ir N2 C10 C9 -177.6(6) . . . . ? C8 C9 C10 N2 -0.7(13) . . . . ? C24 C9 C10 N2 -178.4(9) . . . . ? C3 C4 C11 C12 178.9(9) . . . . ? C5 C4 C11 C12 1.0(13) . . . . ? C4 C11 C12 C7 -1.3(14) . . . . ? C6 C7 C12 C11 0.5(12) . . . . ? C8 C7 C12 C11 -179.5(8) . . . . ? C18 Ir C13 C14 113.3(6) . . . . ? N2 Ir C13 C14 -175.4(5) . . . . ? C17 Ir C13 C14 76.2(6) . . . . ? N1 Ir C13 C14 -108.2(5) . . . . ? Cl1 Ir C13 C14 -26.1(6) . . . . ? C18 Ir C13 C20 -2.1(7) . . . . ? C14 Ir C13 C20 -115.5(9) . . . . ? N2 Ir C13 C20 69.1(9) . . . . ? C17 Ir C13 C20 -39.3(7) . . . . ? N1 Ir C13 C20 136.3(7) . . . . ? Cl1 Ir C13 C20 -141.6(6) . . . . ? C20 C13 C14 C15 1.7(13) . . . . ? Ir C13 C14 C15 -105.5(9) . . . . ? C20 C13 C14 Ir 107.2(8) . . . . ? C18 Ir C14 C13 -64.7(5) . . . . ? N2 Ir C14 C13 160(2) . . . . ? C17 Ir C14 C13 -101.8(6) . . . . ? N1 Ir C14 C13 76.0(5) . . . . ? Cl1 Ir C14 C13 158.3(5) . . . . ? C18 Ir C14 C15 54.2(7) . . . . ? N2 Ir C14 C15 -82(2) . . . . ? C13 Ir C14 C15 118.9(9) . . . . ? C17 Ir C14 C15 17.0(7) . . . . ? N1 Ir C14 C15 -165.1(6) . . . . ? Cl1 Ir C14 C15 -82.8(7) . . . . ? C13 C14 C15 C16 55.6(13) . . . . ? Ir C14 C15 C16 -26.5(11) . . . . ? C14 C15 C16 C17 22.7(15) . . . . ? C15 C16 C17 C18 -84.4(14) . . . . ? C15 C16 C17 Ir -8.3(14) . . . . ? C14 Ir C17 C18 108.2(6) . . . . ? N2 Ir C17 C18 -79.0(6) . . . . ? C13 Ir C17 C18 69.3(6) . . . . ? N1 Ir C17 C18 -47(4) . . . . ? Cl1 Ir C17 C18 -166.8(5) . . . . ? C18 Ir C17 C16 -112.9(12) . . . . ? C14 Ir C17 C16 -4.7(9) . . . . ? N2 Ir C17 C16 168.1(9) . . . . ? C13 Ir C17 C16 -43.7(9) . . . . ? N1 Ir C17 C16 -160(4) . . . . ? Cl1 Ir C17 C16 80.3(9) . . . . ? C16 C17 C18 C19 -7.8(14) . . . . ? Ir C17 C18 C19 -111.6(9) . . . . ? C16 C17 C18 Ir 103.8(9) . . . . ? C14 Ir C18 C17 -71.1(6) . . . . ? N2 Ir C18 C17 103.8(6) . . . . ? C13 Ir C18 C17 -107.5(6) . . . . ? N1 Ir C18 C17 174.8(5) . . . . ? Cl1 Ir C18 C17 19.4(8) . . . . ? C14 Ir C18 C19 49.6(8) . . . . ? N2 Ir C18 C19 -135.4(8) . . . . ? C13 Ir C18 C19 13.3(8) . . . . ? C17 Ir C18 C19 120.7(11) . . . . ? N1 Ir C18 C19 -64.5(9) . . . . ? Cl1 Ir C18 C19 140.1(6) . . . . ? C17 C18 C19 C20 65.1(12) . . . . ? Ir C18 C19 C20 -22.1(12) . . . . ? C18 C19 C20 C13 19.4(13) . . . . ? C14 C13 C20 C19 -88.4(11) . . . . ? Ir C13 C20 C19 -9.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 64.78 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 1.248 _refine_diff_density_min -0.817 _refine_diff_density_rms 0.199 # Attachment 'data_Crotti1.cif' data_4-new _database_code_depnum_ccdc_archive 'CCDC 622124' _audit_creation_method SHELXL-97 _chemical_name_systematic ; cyclooctadiene-(3,4,7,8-tetramethyl-1,10-phenanthroline,N,N')-iodo-iridium(I) chloromethane solvate ; _chemical_name_common ; cyclooctadiene-(3,4,7,8-tetramethyl-1,10-phenanthroline,N,N')- iodo-iridium(i) chloromethane solvate ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H28 I Ir N2, C H2 Cl2' _chemical_formula_sum 'C25 H30 Cl2 I Ir N2' _chemical_formula_weight 748.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.392(3) _cell_length_b 14.036(3) _cell_length_c 30.605(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4893.7(18) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.032 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2864 _exptl_absorpt_coefficient_mu 22.591 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.5020 _exptl_absorpt_correction_T_max 0.8330 _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Kappa-CCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31876 _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 64.89 _reflns_number_total 7383 _reflns_number_gt 6688 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Supergui (Nonius BV, 1997-2000)' _computing_cell_refinement 'Denzo (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELX97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELX97 (Sheldrick, 1998)' _computing_molecular_graphics 'Ortep3/windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.70.00 (Farrugia, 1999)' _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^)+(0.1150P)^2^+3.1300P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.348(13) _refine_ls_number_reflns 7383 _refine_ls_number_parameters 568 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1600 _refine_ls_wR_factor_gt 0.1410 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.131 _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 0.94501(5) 0.15631(4) 0.376943(18) 0.03116(18) Uani 1 1 d . . . I1 I 0.92144(8) 0.35665(6) 0.39557(3) 0.0375(2) Uani 1 1 d . . . N1 N 0.9492(11) 0.1381(8) 0.4451(5) 0.044(3) Uani 1 1 d . . . N2 N 0.7641(10) 0.1388(8) 0.3913(4) 0.038(3) Uani 1 1 d . . . C1 C 1.0445(14) 0.1400(10) 0.4711(5) 0.041(3) Uani 1 1 d . . . H1 H 1.1195 0.1472 0.4579 0.049 Uiso 1 1 calc R . . C2 C 1.0382(13) 0.1321(10) 0.5163(5) 0.038(3) Uani 1 1 d . . . C3 C 0.9273(13) 0.1266(9) 0.5372(4) 0.035(3) Uani 1 1 d . . . C4 C 0.8255(13) 0.1238(9) 0.5098(5) 0.037(3) Uani 1 1 d . . . C5 C 0.8409(12) 0.1301(10) 0.4648(5) 0.036(3) Uani 1 1 d . . . C6 C 0.7389(12) 0.1290(9) 0.4374(4) 0.028(3) Uani 1 1 d U . . C7 C 0.6268(12) 0.1229(9) 0.4526(5) 0.031(3) Uani 1 1 d . . . C8 C 0.5340(15) 0.1205(10) 0.4237(5) 0.044(4) Uani 1 1 d . . . C9 C 0.5575(12) 0.1309(10) 0.3784(5) 0.041(3) Uani 1 1 d . . . C10 C 0.6740(12) 0.1406(10) 0.3661(4) 0.035(3) Uani 1 1 d . . . H10 H 0.6887 0.1496 0.3358 0.042 Uiso 1 1 calc R . . C11 C 0.7059(13) 0.1192(10) 0.5259(4) 0.034(3) Uani 1 1 d U . . H11 H 0.6936 0.1169 0.5566 0.040 Uiso 1 1 calc R . . C12 C 0.6129(14) 0.1180(10) 0.4999(5) 0.037(3) Uani 1 1 d . . . H12 H 0.5365 0.1140 0.5122 0.044 Uiso 1 1 calc R . . C13 C 1.0975(14) 0.0714(11) 0.3722(5) 0.048(4) Uani 1 1 d . . . H13 H 1.1276 0.0486 0.4010 0.058 Uiso 1 1 calc R . . C14 C 1.1253(11) 0.1693(10) 0.3630(5) 0.037(3) Uani 1 1 d . . . H14 H 1.1705 0.2007 0.3871 0.044 Uiso 1 1 calc R . . C15 C 1.1539(13) 0.2081(9) 0.3190(4) 0.035(3) Uani 1 1 d U . . H15A H 1.1939 0.1583 0.3016 0.043 Uiso 1 1 calc R . . H15B H 1.2085 0.2625 0.3222 0.043 Uiso 1 1 calc R . . C16 C 1.0418(14) 0.2418(12) 0.2942(4) 0.044(4) Uani 1 1 d . . . H16A H 1.0322 0.3114 0.2982 0.053 Uiso 1 1 calc R . . H16B H 1.0517 0.2294 0.2626 0.053 Uiso 1 1 calc R . . C17 C 0.9331(16) 0.1919(11) 0.3101(5) 0.050(4) Uani 1 1 d . . . H17 H 0.8582 0.2245 0.3019 0.060 Uiso 1 1 calc R . . C18 C 0.9229(12) 0.0926(10) 0.3144(5) 0.034(3) Uani 1 1 d . . . H18 H 0.8413 0.0688 0.3092 0.040 Uiso 1 1 calc R . . C19 C 1.0149(14) 0.0257(12) 0.2989(6) 0.052(4) Uani 1 1 d . . . H19A H 1.0624 0.0567 0.2758 0.063 Uiso 1 1 calc R . . H19B H 0.9774 -0.0315 0.2861 0.063 Uiso 1 1 calc R . . C20 C 1.0959(13) -0.0045(10) 0.3373(5) 0.042(4) Uani 1 1 d . . . H20A H 1.0674 -0.0651 0.3499 0.051 Uiso 1 1 calc R . . H20B H 1.1766 -0.0149 0.3262 0.051 Uiso 1 1 calc R . . C21 C 1.1487(15) 0.1293(12) 0.5411(6) 0.050(4) Uani 1 1 d . . . H21A H 1.2128 0.1531 0.5227 0.075 Uiso 1 1 calc R . . H21B H 1.1655 0.0635 0.5498 0.075 Uiso 1 1 calc R . . H21C H 1.1415 0.1693 0.5672 0.075 Uiso 1 1 calc R . . C22 C 0.9164(16) 0.1222(12) 0.5850(6) 0.050(4) Uani 1 1 d . . . H22A H 0.8582 0.1690 0.5948 0.075 Uiso 1 1 calc R . . H22B H 0.9925 0.1365 0.5984 0.075 Uiso 1 1 calc R . . H22C H 0.8912 0.0582 0.5937 0.075 Uiso 1 1 calc R . . C23 C 0.4068(13) 0.1090(11) 0.4395(5) 0.043(4) Uani 1 1 d . . . H23A H 0.3982 0.1383 0.4684 0.065 Uiso 1 1 calc R . . H23B H 0.3873 0.0411 0.4413 0.065 Uiso 1 1 calc R . . H23C H 0.3536 0.1403 0.4188 0.065 Uiso 1 1 calc R . . C24 C 0.4596(13) 0.1267(11) 0.3438(5) 0.043(4) Uani 1 1 d . . . H24A H 0.4946 0.1256 0.3146 0.064 Uiso 1 1 calc R . . H24B H 0.4092 0.1829 0.3467 0.064 Uiso 1 1 calc R . . H24C H 0.4126 0.0690 0.3482 0.064 Uiso 1 1 calc R . . Ir2 Ir 0.65608(5) 0.14291(4) 0.123232(18) 0.03029(18) Uani 1 1 d . . . I2 I 0.63690(8) 0.34486(6) 0.10953(3) 0.0379(2) Uani 1 1 d . . . N1B N 0.4785(9) 0.1319(8) 0.1054(4) 0.033(3) Uani 1 1 d . . . N2B N 0.6653(9) 0.1292(8) 0.0548(4) 0.032(3) Uani 1 1 d . . . C1B C 0.3854(12) 0.1387(9) 0.1314(4) 0.033(3) Uani 1 1 d . . . H1B H 0.3988 0.1460 0.1618 0.040 Uiso 1 1 calc R . . C2B C 0.2653(13) 0.1358(11) 0.1166(6) 0.046(4) Uani 1 1 d . . . C3B C 0.2455(12) 0.1270(10) 0.0715(5) 0.036(3) Uani 1 1 d . . . C4B C 0.3402(12) 0.1231(9) 0.0432(4) 0.030(3) Uani 1 1 d . . . C5B C 0.4572(14) 0.1275(9) 0.0611(5) 0.036(3) Uani 1 1 d . . . C6B C 0.5611(16) 0.1253(9) 0.0340(5) 0.040(4) Uani 1 1 d . . . C7B C 0.5459(13) 0.1202(10) -0.0120(5) 0.038(3) Uani 1 1 d . . . C8B C 0.6479(13) 0.1197(9) -0.0384(4) 0.034(3) Uani 1 1 d . . . C9B C 0.7601(13) 0.1252(10) -0.0159(4) 0.034(3) Uani 1 1 d U . . C10B C 0.7595(14) 0.1345(9) 0.0280(5) 0.041(4) Uani 1 1 d . . . H10B H 0.8332 0.1460 0.0416 0.049 Uiso 1 1 calc R . . C11B C 0.3356(14) 0.1158(8) -0.0024(5) 0.034(3) Uani 1 1 d U . . H11B H 0.2610 0.1083 -0.0159 0.041 Uiso 1 1 calc R . . C12B C 0.4324(13) 0.1188(10) -0.0284(5) 0.038(3) Uani 1 1 d . . . H12B H 0.4218 0.1200 -0.0592 0.046 Uiso 1 1 calc R . . C13B C 0.6231(14) 0.0578(9) 0.1785(3) 0.032(3) Uani 1 1 d U . . H13B H 0.5397 0.0362 0.1804 0.038 Uiso 1 1 calc R . . C14B C 0.6380(15) 0.1556(13) 0.1905(6) 0.056(4) Uani 1 1 d U . . H14B H 0.5650 0.1886 0.2004 0.067 Uiso 1 1 calc R . . C15B C 0.7501(17) 0.1851(15) 0.2144(7) 0.066(5) Uani 1 1 d U . . H15C H 0.7329 0.2411 0.2330 0.080 Uiso 1 1 calc R . . H15D H 0.7752 0.1324 0.2338 0.080 Uiso 1 1 calc R . . C16B C 0.8495(16) 0.2095(14) 0.1837(6) 0.061(5) Uani 1 1 d . . . H16C H 0.9239 0.1858 0.1964 0.073 Uiso 1 1 calc R . . H16D H 0.8555 0.2797 0.1814 0.073 Uiso 1 1 calc R . . C17B C 0.8363(12) 0.1683(11) 0.1376(5) 0.039(3) Uani 1 1 d U . . H17B H 0.8806 0.2030 0.1144 0.047 Uiso 1 1 calc R . . C18B C 0.8221(12) 0.0684(11) 0.1301(5) 0.039(3) Uani 1 1 d . . . H18B H 0.8562 0.0457 0.1019 0.047 Uiso 1 1 calc R . . C19B C 0.8244(14) -0.0050(11) 0.1661(6) 0.048(4) Uani 1 1 d . . . H19C H 0.8524 -0.0663 0.1539 0.058 Uiso 1 1 calc R . . H19D H 0.8814 0.0154 0.1887 0.058 Uiso 1 1 calc R . . C20B C 0.7091(17) -0.0204(13) 0.1871(5) 0.062(5) Uani 1 1 d . . . H20C H 0.7205 -0.0265 0.2190 0.074 Uiso 1 1 calc R . . H20D H 0.6757 -0.0812 0.1763 0.074 Uiso 1 1 calc R . . C21B C 0.1681(13) 0.1401(12) 0.1497(5) 0.046(4) Uani 1 1 d . . . H21D H 0.1135 0.0873 0.1448 0.068 Uiso 1 1 calc R . . H21E H 0.1262 0.2008 0.1468 0.068 Uiso 1 1 calc R . . H21F H 0.2013 0.1352 0.1791 0.068 Uiso 1 1 calc R . . C22B C 0.1195(14) 0.1242(12) 0.0542(6) 0.047(4) Uani 1 1 d . . . H22D H 0.0654 0.1447 0.0772 0.071 Uiso 1 1 calc R . . H22E H 0.1000 0.0591 0.0452 0.071 Uiso 1 1 calc R . . H22F H 0.1125 0.1671 0.0290 0.071 Uiso 1 1 calc R . . C23B C 0.6419(17) 0.1149(11) -0.0852(6) 0.051(4) Uani 1 1 d . . . H23D H 0.7216 0.1136 -0.0973 0.077 Uiso 1 1 calc R . . H23E H 0.6001 0.1709 -0.0964 0.077 Uiso 1 1 calc R . . H23F H 0.6000 0.0570 -0.0939 0.077 Uiso 1 1 calc R . . C24B C 0.8733(15) 0.1298(12) -0.0404(6) 0.051(4) Uani 1 1 d . . . H24D H 0.8834 0.0714 -0.0575 0.076 Uiso 1 1 calc R . . H24E H 0.9384 0.1363 -0.0196 0.076 Uiso 1 1 calc R . . H24F H 0.8723 0.1849 -0.0600 0.076 Uiso 1 1 calc R . . C25 C 0.4292(18) 0.3626(16) 0.2120(6) 0.068(5) Uani 1 1 d . . . H25C H 0.4649 0.4086 0.2326 0.081 Uiso 1 1 calc R . . H25D H 0.4918 0.3386 0.1924 0.081 Uiso 1 1 calc R . . C26 C 0.7282(19) 0.4246(14) 0.2938(8) 0.072(5) Uani 1 1 d U . . H26C H 0.7615 0.4557 0.3201 0.087 Uiso 1 1 calc R . . H26D H 0.7912 0.3864 0.2800 0.087 Uiso 1 1 calc R . . Cl1 Cl 0.3679(5) 0.2672(3) 0.24123(15) 0.0658(12) Uani 1 1 d . . . Cl2 Cl 0.3212(6) 0.4195(5) 0.18112(19) 0.0941(18) Uani 1 1 d . . . Cl3 Cl 0.6822(4) 0.5112(4) 0.25763(16) 0.0675(12) Uani 1 1 d . . . Cl4 Cl 0.6128(5) 0.3476(4) 0.30996(17) 0.0775(14) 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 0.0240(3) 0.0418(3) 0.0277(3) 0.0011(3) 0.0001(2) 0.0007(2) I1 0.0338(5) 0.0438(4) 0.0348(5) -0.0011(4) 0.0012(4) -0.0014(4) N1 0.028(7) 0.035(6) 0.069(9) 0.024(6) -0.004(6) 0.007(5) N2 0.025(6) 0.039(6) 0.048(7) 0.001(5) 0.002(5) 0.004(5) C1 0.038(9) 0.041(7) 0.043(8) 0.018(6) 0.013(7) 0.002(7) C2 0.037(8) 0.044(7) 0.033(7) -0.003(6) -0.016(7) 0.012(6) C3 0.042(9) 0.036(7) 0.026(7) -0.005(5) -0.007(6) 0.017(6) C4 0.037(9) 0.035(6) 0.039(8) 0.004(6) -0.007(7) 0.014(6) C5 0.021(8) 0.041(7) 0.046(8) 0.000(6) -0.011(6) 0.006(6) C6 0.031(6) 0.037(5) 0.015(5) -0.004(4) 0.006(5) 0.004(5) C7 0.019(7) 0.031(6) 0.045(8) -0.004(5) 0.008(6) -0.004(5) C8 0.045(10) 0.040(7) 0.046(9) 0.005(6) 0.004(8) 0.013(7) C9 0.031(8) 0.044(7) 0.048(8) 0.000(7) -0.018(7) -0.001(6) C10 0.022(7) 0.055(8) 0.028(7) -0.006(6) -0.001(5) -0.003(7) C11 0.029(6) 0.046(6) 0.026(6) 0.001(5) 0.013(5) 0.004(5) C12 0.034(8) 0.046(8) 0.030(7) -0.001(6) 0.004(6) 0.013(6) C13 0.037(9) 0.066(9) 0.042(9) 0.002(8) -0.006(8) 0.015(7) C14 0.012(7) 0.054(8) 0.045(8) 0.008(6) 0.003(6) 0.012(6) C15 0.032(7) 0.038(6) 0.037(6) -0.009(5) 0.004(5) 0.017(5) C16 0.043(9) 0.068(9) 0.022(7) 0.005(6) 0.015(7) -0.003(8) C17 0.044(10) 0.060(9) 0.048(9) 0.014(7) 0.019(8) 0.023(8) C18 0.013(7) 0.048(7) 0.040(8) -0.009(6) 0.009(6) -0.007(6) C19 0.032(9) 0.061(9) 0.065(11) -0.009(8) 0.000(8) 0.011(8) C20 0.023(8) 0.047(8) 0.057(10) -0.001(7) 0.011(7) 0.018(6) C21 0.048(10) 0.054(9) 0.049(9) 0.005(7) -0.008(8) 0.014(8) C22 0.042(10) 0.057(9) 0.052(10) -0.002(7) -0.020(8) -0.020(8) C23 0.023(8) 0.059(9) 0.048(9) 0.002(7) -0.008(7) -0.015(7) C24 0.024(8) 0.055(8) 0.048(9) 0.010(7) -0.006(7) -0.016(7) Ir2 0.0247(3) 0.0411(3) 0.0251(3) -0.0003(2) -0.0015(2) 0.0018(2) I2 0.0349(5) 0.0417(4) 0.0372(5) 0.0013(3) 0.0003(4) 0.0004(4) N1B 0.019(6) 0.044(6) 0.035(6) -0.005(5) -0.006(5) 0.007(5) N2B 0.014(6) 0.041(6) 0.040(7) -0.014(5) -0.008(5) 0.004(5) C1B 0.031(8) 0.040(7) 0.029(7) 0.006(5) -0.002(6) -0.002(6) C2B 0.025(8) 0.050(8) 0.062(10) 0.012(8) -0.003(7) -0.020(6) C3B 0.019(7) 0.044(7) 0.045(8) 0.018(6) -0.009(6) -0.005(6) C4B 0.026(7) 0.031(6) 0.033(7) -0.001(5) -0.005(6) -0.009(5) C5B 0.049(9) 0.030(6) 0.030(7) 0.001(5) -0.004(7) 0.004(6) C6B 0.060(10) 0.030(6) 0.029(7) 0.000(5) 0.017(7) 0.004(7) C7B 0.022(8) 0.036(7) 0.055(9) 0.005(6) 0.001(7) -0.012(6) C8B 0.036(8) 0.041(7) 0.027(7) 0.011(5) -0.008(6) -0.009(6) C9B 0.049(7) 0.042(6) 0.010(5) 0.005(4) 0.013(5) 0.003(5) C10B 0.036(9) 0.031(7) 0.055(10) 0.004(6) -0.004(7) -0.010(6) C11B 0.037(7) 0.031(5) 0.035(6) 0.004(5) -0.020(6) -0.008(5) C12B 0.026(8) 0.045(7) 0.044(8) 0.012(6) -0.013(7) -0.016(6) C13B 0.049(7) 0.043(6) 0.004(4) 0.000(4) 0.003(5) 0.010(5) C14B 0.034(7) 0.067(7) 0.066(8) -0.004(7) -0.011(6) 0.010(7) C15B 0.050(8) 0.080(8) 0.069(8) -0.027(7) -0.001(7) -0.001(7) C16B 0.042(11) 0.075(11) 0.067(12) -0.016(9) -0.029(9) 0.005(9) C17B 0.025(6) 0.056(7) 0.037(6) 0.002(5) -0.010(5) 0.016(6) C18B 0.023(7) 0.067(9) 0.028(7) -0.005(6) -0.005(6) 0.006(7) C19B 0.035(9) 0.052(8) 0.058(10) 0.015(7) 0.009(8) 0.003(7) C20B 0.077(14) 0.074(11) 0.034(8) 0.010(8) 0.025(9) 0.033(10) C21B 0.039(9) 0.063(9) 0.035(7) 0.008(7) 0.008(6) 0.000(8) C22B 0.030(9) 0.060(9) 0.052(10) 0.008(8) 0.002(7) -0.011(7) C23B 0.052(11) 0.047(8) 0.054(10) 0.007(7) 0.013(9) -0.003(8) C24B 0.046(10) 0.053(9) 0.054(10) 0.010(7) 0.022(8) -0.014(8) C25 0.060(12) 0.095(13) 0.047(10) 0.019(10) 0.001(9) 0.009(11) C26 0.066(9) 0.061(8) 0.090(9) 0.007(7) -0.013(8) 0.002(7) Cl1 0.079(3) 0.063(2) 0.055(2) 0.0039(19) 0.027(2) 0.002(2) Cl2 0.105(5) 0.110(4) 0.067(3) 0.013(3) -0.014(3) 0.033(4) Cl3 0.062(3) 0.081(3) 0.060(3) 0.011(2) 0.006(2) -0.013(2) Cl4 0.085(4) 0.072(3) 0.075(3) 0.019(3) 0.010(3) 0.007(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 N1 2.101(14) . ? Ir1 C14 2.106(13) . ? Ir1 C17 2.109(16) . ? Ir1 C13 2.111(15) . ? Ir1 N2 2.121(11) . ? Ir1 C18 2.128(14) . ? Ir1 I1 2.8818(12) . ? N1 C1 1.35(2) . ? N1 C5 1.38(2) . ? N2 C10 1.284(17) . ? N2 C6 1.448(17) . ? C1 C2 1.39(2) . ? C2 C3 1.42(2) . ? C2 C21 1.47(2) . ? C3 C4 1.43(2) . ? C3 C22 1.47(2) . ? C4 C5 1.39(2) . ? C4 C11 1.45(2) . ? C5 C6 1.432(19) . ? C6 C7 1.362(19) . ? C7 C8 1.38(2) . ? C7 C12 1.46(2) . ? C8 C9 1.42(2) . ? C8 C23 1.54(2) . ? C9 C10 1.39(2) . ? C9 C24 1.537(19) . ? C11 C12 1.32(2) . ? C13 C14 1.44(2) . ? C13 C20 1.51(2) . ? C14 C15 1.489(19) . ? C15 C16 1.56(2) . ? C16 C17 1.50(2) . ? C17 C18 1.40(2) . ? C18 C19 1.49(2) . ? C19 C20 1.55(2) . ? Ir2 C14B 2.076(18) . ? Ir2 N1B 2.100(11) . ? Ir2 C13B 2.104(11) . ? Ir2 N2B 2.105(12) . ? Ir2 C17B 2.130(14) . ? Ir2 C18B 2.172(14) . ? Ir2 I2 2.8738(12) . ? N1B C1B 1.329(17) . ? N1B C5B 1.378(18) . ? N2B C6B 1.35(2) . ? N2B C10B 1.35(2) . ? C1B C2B 1.44(2) . ? C2B C3B 1.40(2) . ? C2B C21B 1.50(2) . ? C3B C4B 1.38(2) . ? C3B C22B 1.53(2) . ? C4B C11B 1.40(2) . ? C4B C5B 1.44(2) . ? C5B C6B 1.45(2) . ? C6B C7B 1.42(2) . ? C7B C12B 1.39(2) . ? C7B C8B 1.42(2) . ? C8B C23B 1.44(2) . ? C8B C9B 1.45(2) . ? C9B C10B 1.35(2) . ? C9B C24B 1.49(2) . ? C11B C12B 1.36(2) . ? C13B C14B 1.43(2) . ? C13B C20B 1.49(2) . ? C14B C15B 1.53(2) . ? C15B C16B 1.51(3) . ? C16B C17B 1.53(2) . ? C17B C18B 1.43(2) . ? C18B C19B 1.51(2) . ? C19B C20B 1.48(2) . ? C25 Cl2 1.744(19) . ? C25 Cl1 1.76(2) . ? C26 Cl3 1.73(2) . ? C26 Cl4 1.77(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ir1 C14 100.9(5) . . ? N1 Ir1 C17 172.9(5) . . ? C14 Ir1 C17 81.2(6) . . ? N1 Ir1 C13 88.9(6) . . ? C14 Ir1 C13 39.9(6) . . ? C17 Ir1 C13 96.8(6) . . ? N1 Ir1 N2 78.6(5) . . ? C14 Ir1 N2 178.3(5) . . ? C17 Ir1 N2 99.5(6) . . ? C13 Ir1 N2 138.4(5) . . ? N1 Ir1 C18 147.6(5) . . ? C14 Ir1 C18 88.3(6) . . ? C17 Ir1 C18 38.7(6) . . ? C13 Ir1 C18 78.4(6) . . ? N2 Ir1 C18 91.3(5) . . ? N1 Ir1 I1 85.7(3) . . ? C14 Ir1 I1 92.7(4) . . ? C17 Ir1 I1 87.4(4) . . ? C13 Ir1 I1 129.9(5) . . ? N2 Ir1 I1 89.0(3) . . ? C18 Ir1 I1 125.2(4) . . ? C1 N1 C5 117.7(13) . . ? C1 N1 Ir1 127.1(10) . . ? C5 N1 Ir1 115.1(9) . . ? C10 N2 C6 115.4(11) . . ? C10 N2 Ir1 130.6(10) . . ? C6 N2 Ir1 113.9(9) . . ? N1 C1 C2 123.1(14) . . ? C1 C2 C3 120.0(13) . . ? C1 C2 C21 118.1(15) . . ? C3 C2 C21 121.9(13) . . ? C2 C3 C4 117.3(12) . . ? C2 C3 C22 121.8(13) . . ? C4 C3 C22 120.9(14) . . ? C5 C4 C3 118.5(14) . . ? C5 C4 C11 117.1(13) . . ? C3 C4 C11 124.3(13) . . ? N1 C5 C4 123.4(13) . . ? N1 C5 C6 118.1(13) . . ? C4 C5 C6 118.5(13) . . ? C7 C6 C5 124.1(12) . . ? C7 C6 N2 121.7(12) . . ? C5 C6 N2 114.1(12) . . ? C6 C7 C8 120.1(13) . . ? C6 C7 C12 116.4(13) . . ? C8 C7 C12 123.5(13) . . ? C7 C8 C9 118.7(14) . . ? C7 C8 C23 121.7(13) . . ? C9 C8 C23 119.6(14) . . ? C10 C9 C8 117.1(13) . . ? C10 C9 C24 120.8(13) . . ? C8 C9 C24 122.1(13) . . ? N2 C10 C9 126.9(13) . . ? C12 C11 C4 123.3(13) . . ? C11 C12 C7 120.5(13) . . ? C14 C13 C20 122.7(14) . . ? C14 C13 Ir1 69.9(8) . . ? C20 C13 Ir1 116.0(10) . . ? C13 C14 C15 125.0(14) . . ? C13 C14 Ir1 70.3(8) . . ? C15 C14 Ir1 115.3(9) . . ? C14 C15 C16 111.9(11) . . ? C17 C16 C15 112.0(12) . . ? C18 C17 C16 124.1(14) . . ? C18 C17 Ir1 71.4(9) . . ? C16 C17 Ir1 111.8(12) . . ? C17 C18 C19 122.7(14) . . ? C17 C18 Ir1 69.9(9) . . ? C19 C18 Ir1 118.0(11) . . ? C18 C19 C20 110.5(14) . . ? C13 C20 C19 110.5(12) . . ? C14B Ir2 N1B 99.7(6) . . ? C14B Ir2 C13B 40.0(6) . . ? N1B Ir2 C13B 89.7(5) . . ? C14B Ir2 N2B 177.2(6) . . ? N1B Ir2 N2B 77.5(4) . . ? C13B Ir2 N2B 139.1(5) . . ? C14B Ir2 C17B 82.9(6) . . ? N1B Ir2 C17B 173.8(5) . . ? C13B Ir2 C17B 95.8(6) . . ? N2B Ir2 C17B 100.0(5) . . ? C14B Ir2 C18B 91.8(6) . . ? N1B Ir2 C18B 145.9(5) . . ? C13B Ir2 C18B 78.7(6) . . ? N2B Ir2 C18B 90.5(5) . . ? C17B Ir2 C18B 38.8(6) . . ? C14B Ir2 I2 93.0(5) . . ? N1B Ir2 I2 87.8(3) . . ? C13B Ir2 I2 131.6(3) . . ? N2B Ir2 I2 87.1(3) . . ? C17B Ir2 I2 86.5(4) . . ? C18B Ir2 I2 123.7(4) . . ? C1B N1B C5B 116.7(11) . . ? C1B N1B Ir2 127.5(9) . . ? C5B N1B Ir2 115.4(10) . . ? C6B N2B C10B 114.4(12) . . ? C6B N2B Ir2 115.5(9) . . ? C10B N2B Ir2 129.6(9) . . ? N1B C1B C2B 124.7(13) . . ? C3B C2B C1B 117.6(14) . . ? C3B C2B C21B 123.3(13) . . ? C1B C2B C21B 119.1(14) . . ? C4B C3B C2B 119.5(12) . . ? C4B C3B C22B 120.9(13) . . ? C2B C3B C22B 119.5(14) . . ? C3B C4B C11B 126.6(13) . . ? C3B C4B C5B 118.7(12) . . ? C11B C4B C5B 114.6(13) . . ? N1B C5B C4B 122.6(13) . . ? N1B C5B C6B 115.0(13) . . ? C4B C5B C6B 122.4(13) . . ? N2B C6B C7B 125.3(14) . . ? N2B C6B C5B 116.5(12) . . ? C7B C6B C5B 118.1(15) . . ? C12B C7B C8B 124.0(14) . . ? C12B C7B C6B 118.2(15) . . ? C8B C7B C6B 117.8(14) . . ? C7B C8B C23B 122.1(14) . . ? C7B C8B C9B 116.8(12) . . ? C23B C8B C9B 121.2(14) . . ? C10B C9B C8B 118.2(13) . . ? C10B C9B C24B 120.0(15) . . ? C8B C9B C24B 121.6(12) . . ? C9B C10B N2B 127.1(14) . . ? C12B C11B C4B 123.3(13) . . ? C11B C12B C7B 123.0(14) . . ? C14B C13B C20B 125.6(15) . . ? C14B C13B Ir2 69.0(9) . . ? C20B C13B Ir2 116.2(10) . . ? C13B C14B C15B 118.8(16) . . ? C13B C14B Ir2 71.0(9) . . ? C15B C14B Ir2 114.5(13) . . ? C16B C15B C14B 112.9(15) . . ? C15B C16B C17B 114.4(14) . . ? C18B C17B C16B 122.0(14) . . ? C18B C17B Ir2 72.2(8) . . ? C16B C17B Ir2 110.4(11) . . ? C17B C18B C19B 123.4(13) . . ? C17B C18B Ir2 69.0(8) . . ? C19B C18B Ir2 114.5(10) . . ? C20B C19B C18B 113.6(13) . . ? C19B C20B C13B 113.5(14) . . ? Cl2 C25 Cl1 110.1(11) . . ? Cl3 C26 Cl4 112.5(12) . . ? 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 C14 Ir1 N1 C1 3.1(13) . . . . ? C17 Ir1 N1 C1 -103(5) . . . . ? C13 Ir1 N1 C1 41.3(13) . . . . ? N2 Ir1 N1 C1 -178.6(13) . . . . ? C18 Ir1 N1 C1 107.4(14) . . . . ? I1 Ir1 N1 C1 -88.8(12) . . . . ? C14 Ir1 N1 C5 178.1(10) . . . . ? C17 Ir1 N1 C5 72(5) . . . . ? C13 Ir1 N1 C5 -143.7(11) . . . . ? N2 Ir1 N1 C5 -3.6(10) . . . . ? C18 Ir1 N1 C5 -77.6(13) . . . . ? I1 Ir1 N1 C5 86.2(10) . . . . ? N1 Ir1 N2 C10 178.6(13) . . . . ? C14 Ir1 N2 C10 -107(17) . . . . ? C17 Ir1 N2 C10 5.5(14) . . . . ? C13 Ir1 N2 C10 -106.2(14) . . . . ? C18 Ir1 N2 C10 -32.5(13) . . . . ? I1 Ir1 N2 C10 92.8(12) . . . . ? N1 Ir1 N2 C6 2.8(9) . . . . ? C14 Ir1 N2 C6 77(18) . . . . ? C17 Ir1 N2 C6 -170.2(9) . . . . ? C13 Ir1 N2 C6 78.0(12) . . . . ? C18 Ir1 N2 C6 151.8(9) . . . . ? I1 Ir1 N2 C6 -83.0(8) . . . . ? C5 N1 C1 C2 2(2) . . . . ? Ir1 N1 C1 C2 176.6(11) . . . . ? N1 C1 C2 C3 -4(2) . . . . ? N1 C1 C2 C21 176.3(14) . . . . ? C1 C2 C3 C4 4(2) . . . . ? C21 C2 C3 C4 -176.1(14) . . . . ? C1 C2 C3 C22 -177.3(14) . . . . ? C21 C2 C3 C22 3(2) . . . . ? C2 C3 C4 C5 -2.4(19) . . . . ? C22 C3 C4 C5 178.7(13) . . . . ? C2 C3 C4 C11 -179.3(13) . . . . ? C22 C3 C4 C11 2(2) . . . . ? C1 N1 C5 C4 0(2) . . . . ? Ir1 N1 C5 C4 -175.8(10) . . . . ? C1 N1 C5 C6 179.4(13) . . . . ? Ir1 N1 C5 C6 3.8(15) . . . . ? C3 C4 C5 N1 1(2) . . . . ? C11 C4 C5 N1 177.8(13) . . . . ? C3 C4 C5 C6 -178.9(12) . . . . ? C11 C4 C5 C6 -1.8(19) . . . . ? N1 C5 C6 C7 -179.0(13) . . . . ? C4 C5 C6 C7 1(2) . . . . ? N1 C5 C6 N2 -1.4(17) . . . . ? C4 C5 C6 N2 178.3(12) . . . . ? C10 N2 C6 C7 -0.4(19) . . . . ? Ir1 N2 C6 C7 176.0(10) . . . . ? C10 N2 C6 C5 -178.2(12) . . . . ? Ir1 N2 C6 C5 -1.7(14) . . . . ? C5 C6 C7 C8 -178.8(13) . . . . ? N2 C6 C7 C8 4(2) . . . . ? C5 C6 C7 C12 0.5(19) . . . . ? N2 C6 C7 C12 -177.0(12) . . . . ? C6 C7 C8 C9 -4(2) . . . . ? C12 C7 C8 C9 176.7(13) . . . . ? C6 C7 C8 C23 177.1(13) . . . . ? C12 C7 C8 C23 -2(2) . . . . ? C7 C8 C9 C10 1(2) . . . . ? C23 C8 C9 C10 -179.8(13) . . . . ? C7 C8 C9 C24 178.6(13) . . . . ? C23 C8 C9 C24 -3(2) . . . . ? C6 N2 C10 C9 -2(2) . . . . ? Ir1 N2 C10 C9 -178.2(11) . . . . ? C8 C9 C10 N2 2(2) . . . . ? C24 C9 C10 N2 -175.1(14) . . . . ? C5 C4 C11 C12 2(2) . . . . ? C3 C4 C11 C12 179.0(14) . . . . ? C4 C11 C12 C7 -1(2) . . . . ? C6 C7 C12 C11 0(2) . . . . ? C8 C7 C12 C11 178.9(13) . . . . ? N1 Ir1 C13 C14 -108.5(9) . . . . ? C17 Ir1 C13 C14 67.3(10) . . . . ? N2 Ir1 C13 C14 -180.0(8) . . . . ? C18 Ir1 C13 C14 101.5(10) . . . . ? I1 Ir1 C13 C14 -25.0(11) . . . . ? N1 Ir1 C13 C20 134.0(12) . . . . ? C14 Ir1 C13 C20 -117.5(16) . . . . ? C17 Ir1 C13 C20 -50.1(13) . . . . ? N2 Ir1 C13 C20 62.6(15) . . . . ? C18 Ir1 C13 C20 -16.0(11) . . . . ? I1 Ir1 C13 C20 -142.5(9) . . . . ? C20 C13 C14 C15 1(2) . . . . ? Ir1 C13 C14 C15 -107.7(13) . . . . ? C20 C13 C14 Ir1 108.6(14) . . . . ? N1 Ir1 C14 C13 74.9(10) . . . . ? C17 Ir1 C14 C13 -112.0(10) . . . . ? N2 Ir1 C14 C13 1(18) . . . . ? C18 Ir1 C14 C13 -73.8(10) . . . . ? I1 Ir1 C14 C13 161.0(9) . . . . ? N1 Ir1 C14 C15 -164.8(10) . . . . ? C17 Ir1 C14 C15 8.3(11) . . . . ? C13 Ir1 C14 C15 120.3(15) . . . . ? N2 Ir1 C14 C15 121(17) . . . . ? C18 Ir1 C14 C15 46.5(11) . . . . ? I1 Ir1 C14 C15 -78.7(10) . . . . ? C13 C14 C15 C16 89.3(16) . . . . ? Ir1 C14 C15 C16 6.4(15) . . . . ? C14 C15 C16 C17 -24.4(17) . . . . ? C15 C16 C17 C18 -50(2) . . . . ? C15 C16 C17 Ir1 31.2(15) . . . . ? N1 Ir1 C17 C18 -154(5) . . . . ? C14 Ir1 C17 C18 98.4(10) . . . . ? C13 Ir1 C17 C18 61.6(10) . . . . ? N2 Ir1 C17 C18 -80.0(9) . . . . ? I1 Ir1 C17 C18 -168.5(9) . . . . ? N1 Ir1 C17 C16 86(5) . . . . ? C14 Ir1 C17 C16 -21.8(11) . . . . ? C13 Ir1 C17 C16 -58.5(11) . . . . ? N2 Ir1 C17 C16 159.8(10) . . . . ? C18 Ir1 C17 C16 -120.2(15) . . . . ? I1 Ir1 C17 C16 71.3(10) . . . . ? C16 C17 C18 C19 -7(3) . . . . ? Ir1 C17 C18 C19 -111.0(15) . . . . ? C16 C17 C18 Ir1 104.2(17) . . . . ? N1 Ir1 C18 C17 174.2(10) . . . . ? C14 Ir1 C18 C17 -78.0(10) . . . . ? C13 Ir1 C18 C17 -116.9(11) . . . . ? N2 Ir1 C18 C17 103.7(10) . . . . ? I1 Ir1 C18 C17 14.1(11) . . . . ? N1 Ir1 C18 C19 -68.6(16) . . . . ? C14 Ir1 C18 C19 39.2(12) . . . . ? C17 Ir1 C18 C19 117.2(16) . . . . ? C13 Ir1 C18 C19 0.3(12) . . . . ? N2 Ir1 C18 C19 -139.1(12) . . . . ? I1 Ir1 C18 C19 131.2(11) . . . . ? C17 C18 C19 C20 97.4(19) . . . . ? Ir1 C18 C19 C20 14.4(18) . . . . ? C14 C13 C20 C19 -53.8(19) . . . . ? Ir1 C13 C20 C19 28.0(17) . . . . ? C18 C19 C20 C13 -26.2(19) . . . . ? C14B Ir2 N1B C1B 4.2(13) . . . . ? C13B Ir2 N1B C1B 43.1(12) . . . . ? N2B Ir2 N1B C1B -176.0(12) . . . . ? C17B Ir2 N1B C1B -110(5) . . . . ? C18B Ir2 N1B C1B 112.2(13) . . . . ? I2 Ir2 N1B C1B -88.5(11) . . . . ? C14B Ir2 N1B C5B 176.5(10) . . . . ? C13B Ir2 N1B C5B -144.5(10) . . . . ? N2B Ir2 N1B C5B -3.6(9) . . . . ? C17B Ir2 N1B C5B 62(5) . . . . ? C18B Ir2 N1B C5B -75.5(13) . . . . ? I2 Ir2 N1B C5B 83.9(9) . . . . ? C14B Ir2 N2B C6B 7(13) . . . . ? N1B Ir2 N2B C6B 3.1(9) . . . . ? C13B Ir2 N2B C6B 77.8(12) . . . . ? C17B Ir2 N2B C6B -171.2(9) . . . . ? C18B Ir2 N2B C6B 151.0(10) . . . . ? I2 Ir2 N2B C6B -85.3(9) . . . . ? C14B Ir2 N2B C10B 178(100) . . . . ? N1B Ir2 N2B C10B 174.6(12) . . . . ? C13B Ir2 N2B C10B -110.7(13) . . . . ? C17B Ir2 N2B C10B 0.3(12) . . . . ? C18B Ir2 N2B C10B -37.5(12) . . . . ? I2 Ir2 N2B C10B 86.2(11) . . . . ? C5B N1B C1B C2B 4(2) . . . . ? Ir2 N1B C1B C2B 176.3(10) . . . . ? N1B C1B C2B C3B -1(2) . . . . ? N1B C1B C2B C21B 177.5(14) . . . . ? C1B C2B C3B C4B -1(2) . . . . ? C21B C2B C3B C4B -179.8(14) . . . . ? C1B C2B C3B C22B -179.6(13) . . . . ? C21B C2B C3B C22B 2(2) . . . . ? C2B C3B C4B C11B -179.1(13) . . . . ? C22B C3B C4B C11B -1(2) . . . . ? C2B C3B C4B C5B 0.5(19) . . . . ? C22B C3B C4B C5B 179.0(13) . . . . ? C1B N1B C5B C4B -4.6(19) . . . . ? Ir2 N1B C5B C4B -177.8(9) . . . . ? C1B N1B C5B C6B 176.9(11) . . . . ? Ir2 N1B C5B C6B 3.6(14) . . . . ? C3B C4B C5B N1B 2.4(19) . . . . ? C11B C4B C5B N1B -177.9(12) . . . . ? C3B C4B C5B C6B -179.1(12) . . . . ? C11B C4B C5B C6B 0.5(18) . . . . ? C10B N2B C6B C7B 4.4(19) . . . . ? Ir2 N2B C6B C7B 177.2(10) . . . . ? C10B N2B C6B C5B -175.0(12) . . . . ? Ir2 N2B C6B C5B -2.2(14) . . . . ? N1B C5B C6B N2B -1.0(17) . . . . ? C4B C5B C6B N2B -179.5(12) . . . . ? N1B C5B C6B C7B 179.6(12) . . . . ? C4B C5B C6B C7B 1.1(19) . . . . ? N2B C6B C7B C12B -178.6(12) . . . . ? C5B C6B C7B C12B 0.8(19) . . . . ? N2B C6B C7B C8B -1(2) . . . . ? C5B C6B C7B C8B 178.9(12) . . . . ? C12B C7B C8B C23B -2(2) . . . . ? C6B C7B C8B C23B -179.9(13) . . . . ? C12B C7B C8B C9B 177.6(13) . . . . ? C6B C7B C8B C9B -0.3(19) . . . . ? C7B C8B C9B C10B -2.9(19) . . . . ? C23B C8B C9B C10B 176.6(13) . . . . ? C7B C8B C9B C24B -177.1(14) . . . . ? C23B C8B C9B C24B 2(2) . . . . ? C8B C9B C10B N2B 8(2) . . . . ? C24B C9B C10B N2B -177.9(14) . . . . ? C6B N2B C10B C9B -8(2) . . . . ? Ir2 N2B C10B C9B -179.9(11) . . . . ? C3B C4B C11B C12B 175.4(13) . . . . ? C5B C4B C11B C12B -4.2(18) . . . . ? C4B C11B C12B C7B 6(2) . . . . ? C8B C7B C12B C11B 177.6(14) . . . . ? C6B C7B C12B C11B -4(2) . . . . ? N1B Ir2 C13B C14B -105.5(9) . . . . ? N2B Ir2 C13B C14B -175.8(9) . . . . ? C17B Ir2 C13B C14B 71.7(10) . . . . ? C18B Ir2 C13B C14B 106.7(10) . . . . ? I2 Ir2 C13B C14B -18.7(12) . . . . ? C14B Ir2 C13B C20B -120.3(17) . . . . ? N1B Ir2 C13B C20B 134.1(12) . . . . ? N2B Ir2 C13B C20B 63.8(15) . . . . ? C17B Ir2 C13B C20B -48.7(13) . . . . ? C18B Ir2 C13B C20B -13.6(12) . . . . ? I2 Ir2 C13B C20B -139.1(11) . . . . ? C20B C13B C14B C15B 0(2) . . . . ? Ir2 C13B C14B C15B -108.2(16) . . . . ? C20B C13B C14B Ir2 107.9(13) . . . . ? N1B Ir2 C14B C13B 77.8(9) . . . . ? N2B Ir2 C14B C13B 74(12) . . . . ? C17B Ir2 C14B C13B -107.8(10) . . . . ? C18B Ir2 C14B C13B -70.0(10) . . . . ? I2 Ir2 C14B C13B 166.1(9) . . . . ? N1B Ir2 C14B C15B -168.4(13) . . . . ? C13B Ir2 C14B C15B 113.8(18) . . . . ? N2B Ir2 C14B C15B -172(11) . . . . ? C17B Ir2 C14B C15B 6.0(14) . . . . ? C18B Ir2 C14B C15B 43.8(14) . . . . ? I2 Ir2 C14B C15B -80.1(14) . . . . ? C13B C14B C15B C16B 87(2) . . . . ? Ir2 C14B C15B C16B 6(2) . . . . ? C14B C15B C16B C17B -20(2) . . . . ? C15B C16B C17B C18B -57(2) . . . . ? C15B C16B C17B Ir2 24.7(19) . . . . ? C14B Ir2 C17B C18B 101.9(9) . . . . ? N1B Ir2 C17B C18B -143(4) . . . . ? C13B Ir2 C17B C18B 63.9(9) . . . . ? N2B Ir2 C17B C18B -78.2(9) . . . . ? I2 Ir2 C17B C18B -164.7(8) . . . . ? C14B Ir2 C17B C16B -16.4(12) . . . . ? N1B Ir2 C17B C16B 99(5) . . . . ? C13B Ir2 C17B C16B -54.4(12) . . . . ? N2B Ir2 C17B C16B 163.5(11) . . . . ? C18B Ir2 C17B C16B -118.3(15) . . . . ? I2 Ir2 C17B C16B 77.0(11) . . . . ? C16B C17B C18B C19B -3(2) . . . . ? Ir2 C17B C18B C19B -106.2(14) . . . . ? C16B C17B C18B Ir2 103.3(14) . . . . ? C14B Ir2 C18B C17B -76.3(9) . . . . ? N1B Ir2 C18B C17B 173.4(8) . . . . ? C13B Ir2 C18B C17B -114.4(9) . . . . ? N2B Ir2 C18B C17B 105.4(9) . . . . ? I2 Ir2 C18B C17B 18.5(10) . . . . ? C14B Ir2 C18B C19B 41.9(12) . . . . ? N1B Ir2 C18B C19B -68.4(14) . . . . ? C13B Ir2 C18B C19B 3.9(11) . . . . ? N2B Ir2 C18B C19B -136.4(11) . . . . ? C17B Ir2 C18B C19B 118.2(14) . . . . ? I2 Ir2 C18B C19B 136.7(10) . . . . ? C17B C18B C19B C20B 86.5(19) . . . . ? Ir2 C18B C19B C20B 6.4(19) . . . . ? C18B C19B C20B C13B -17(2) . . . . ? C14B C13B C20B C19B -61(2) . . . . ? Ir2 C13B C20B C19B 21(2) . . . . ? _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 64.89 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 1.827 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.296