# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Natrajan, Louise' 'Toulmin, Anita' 'Chew, Alex' 'Magennis, Steven' _publ_contact_author_name 'Natrajan, Louise' _publ_contact_author_email Louise.Natrajan@manchester.ac.uk _publ_section_title ; Two-photon luminescence from polar bis-terpyridyl-stilbene derivatives of Ir(III) and Ru(II) ; # Attachment '- ln7862.cif' data_ln7862 _database_code_depnum_ccdc_archive 'CCDC 783187' #TrackingRef '- ln7862.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H44 F12 N6 O P2 Ru' _chemical_formula_weight 1232.00 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbam loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z' 'x-1/2, -y-1/2, z' '-x-1/2, y-1/2, z' _cell_length_a 15.5722(5) _cell_length_b 19.0829(6) _cell_length_c 20.3472(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6046.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 0.392 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9807 _exptl_absorpt_correction_T_max 0.9922 _exptl_absorpt_process_details 'repeated and equivalent reflections' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.68130 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'Daresbury SRS station 9.8' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker APEXII CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50953 _diffrn_reflns_av_R_equivalents 0.0584 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 26.38 _reflns_number_total 6353 _reflns_number_gt 4854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 1997)' _computing_publication_material 'Bruker SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure had a large number of solvent molecules of crystallisation in the lattice. All, bar one isolated water molecule, could not be chemically identified due to the fact they were highly disordered. This disorder could not be modelled and the application of SQUEEZE was required. The hydrogen atoms on the isolated water molecule were not located and as such were omitted from the refinement but are included in the formula. Several atoms had larger thermal parameters compared to their neighbouring atoms and SIMU and DELU restraints were applied accordingly. SADI restraints were applied to the PF6 counterion P1. All non H atoms were refined anisotropically. # SQUEEZE RESULTS # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 271 40 ' ' 2 0.000 -0.003 0.500 342 46 ' ' 3 0.500 0.500 0.000 271 40 ' ' 4 0.500 0.172 0.500 342 46 ' ' _platon_squeeze_details ; _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^+7.5648P] 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 6353 _refine_ls_number_parameters 384 _refine_ls_number_restraints 127 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0652 _refine_ls_wR_factor_ref 0.2091 _refine_ls_wR_factor_gt 0.1987 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.126 _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 Ru1 Ru 0.0000 0.0000 0.24684(2) 0.03570(19) Uani 1 2 d S . . P2 P 0.38619(12) 0.15264(11) 0.0000 0.0594(5) Uani 1 2 d SU . . P1 P 0.6681(3) 0.19625(16) 0.5000 0.1188(13) Uani 1 2 d SDU . . N1 N 0.0941(2) 0.01335(16) 0.31731(17) 0.0394(7) Uani 1 1 d . . . N2 N -0.0893(2) 0.02761(17) 0.17663(17) 0.0388(7) Uani 1 1 d . . . F12 F 0.3982(4) 0.0905(2) 0.0545(2) 0.1242(16) Uani 1 1 d U . . F13 F 0.2913(4) 0.1318(3) 0.0000 0.153(3) Uani 1 2 d SU . . F14 F 0.3825(5) 0.2079(2) 0.0531(2) 0.151(2) Uani 1 1 d U . . F11 F 0.4857(4) 0.1550(5) 0.0000 0.179(4) Uani 1 2 d SU . . F1 F 0.5881(12) 0.2045(9) 0.5379(7) 0.265(8) Uani 0.50 1 d PDU . . F2 F 0.6384(11) 0.2396(6) 0.4443(5) 0.174(4) Uani 0.50 1 d PDU . . F3 F 0.6443(10) 0.1246(5) 0.4618(6) 0.172(4) Uani 0.50 1 d PU . . F4 F 0.7388(6) 0.1771(5) 0.4555(5) 0.297(5) Uani 1 1 d DU . . F5 F 0.7027(11) 0.2742(5) 0.5000 0.259(5) Uani 1 2 d SDU . . C14 C 0.0803(2) 0.20521(18) 0.28803(18) 0.0348(8) Uani 1 1 d . . . H14A H 0.1168 0.2263 0.3183 0.042 Uiso 1 1 calc R . . C13 C -0.0203(2) 0.21335(18) 0.19820(19) 0.0357(8) Uani 1 1 d . . . H13A H -0.0503 0.2396 0.1673 0.043 Uiso 1 1 calc R . . C11 C -0.0316(2) 0.14123(18) 0.20152(19) 0.0347(8) Uani 1 1 d . . . C5 C 0.1143(3) 0.08217(19) 0.32998(19) 0.0380(8) Uani 1 1 d . . . C10 C -0.0914(2) 0.09799(19) 0.1624(2) 0.0391(8) Uani 1 1 d . . . C15 C 0.0362(3) 0.24596(19) 0.24150(19) 0.0363(8) Uani 1 1 d . . . C4 C 0.1755(3) 0.1000(2) 0.3758(2) 0.0458(9) Uani 1 1 d . . . H4A H 0.1872 0.1468 0.3846 0.055 Uiso 1 1 calc R . . C8 C -0.2059(3) 0.0800(3) 0.0870(2) 0.0583(12) Uani 1 1 d . . . H8A H -0.2461 0.0979 0.0577 0.070 Uiso 1 1 calc R . . C6 C -0.1452(3) -0.0146(2) 0.1448(2) 0.0457(10) Uani 1 1 d . . . H6A H -0.1435 -0.0625 0.1534 0.055 Uiso 1 1 calc R . . C1 C 0.1366(3) -0.0368(2) 0.3507(2) 0.0473(10) Uani 1 1 d . . . H1A H 0.1233 -0.0835 0.3427 0.057 Uiso 1 1 calc R . . C3 C 0.2195(3) 0.0480(3) 0.4087(2) 0.0564(12) Uani 1 1 d . . . H3A H 0.2623 0.0596 0.4386 0.068 Uiso 1 1 calc R . . C7 C -0.2042(3) 0.0098(2) 0.1004(3) 0.0543(12) Uani 1 1 d . . . H7A H -0.2423 -0.0207 0.0799 0.065 Uiso 1 1 calc R . . C9 C -0.1481(3) 0.1241(2) 0.1168(2) 0.0485(10) Uani 1 1 d . . . H9A H -0.1474 0.1715 0.1062 0.058 Uiso 1 1 calc R . . C2 C 0.1997(3) -0.0211(3) 0.3969(3) 0.0572(12) Uani 1 1 d . . . H2A H 0.2279 -0.0567 0.4193 0.069 Uiso 1 1 calc R . . C17 C 0.0551(3) 0.35680(19) 0.1777(2) 0.0421(9) Uani 1 1 d . . . H17A H 0.0400 0.3326 0.1397 0.051 Uiso 1 1 calc R . . C20 C 0.0981(3) 0.4302(2) 0.2899(2) 0.0483(10) Uani 1 1 d . . . H20A H 0.1121 0.4549 0.3279 0.058 Uiso 1 1 calc R . . C19 C 0.0789(3) 0.4265(2) 0.1735(2) 0.0474(10) Uani 1 1 d . . . H19A H 0.0795 0.4483 0.1326 0.057 Uiso 1 1 calc R . . C16 C 0.0533(3) 0.32257(19) 0.2375(2) 0.0390(9) Uani 1 1 d . . . C18 C 0.0741(3) 0.3605(2) 0.2945(2) 0.0450(9) Uani 1 1 d . . . H18A H 0.0718 0.3388 0.3354 0.054 Uiso 1 1 calc R . . C21 C 0.1018(3) 0.4645(2) 0.2285(3) 0.0465(10) Uani 1 1 d . . . C22 C 0.1296(3) 0.5378(2) 0.2212(3) 0.0554(12) Uani 1 1 d . . . H22A H 0.1402 0.5536 0.1787 0.067 Uiso 1 1 calc R . . C24 C 0.1714(3) 0.6560(2) 0.2634(4) 0.0725(16) Uani 1 1 d U . . C25 C 0.2118(3) 0.6814(2) 0.2078(4) 0.0827(18) Uani 1 1 d U . . H25A H 0.2193 0.6517 0.1720 0.099 Uiso 1 1 calc R . . C29 C 0.2287(4) 0.7944(3) 0.2572(5) 0.119(3) Uani 1 1 d U . . H29A H 0.2463 0.8409 0.2551 0.143 Uiso 1 1 calc R . . C27 C 0.2418(3) 0.7505(3) 0.2036(5) 0.105(3) Uani 1 1 d U . . H27A H 0.2696 0.7666 0.1661 0.126 Uiso 1 1 calc R . . C26 C 0.1609(4) 0.7006(3) 0.3166(4) 0.091(2) Uani 1 1 d U . . H26A H 0.1345 0.6845 0.3547 0.110 Uiso 1 1 calc R . . C28 C 0.1901(4) 0.7697(3) 0.3131(5) 0.119(3) Uani 1 1 d U . . H28A H 0.1833 0.7993 0.3490 0.143 Uiso 1 1 calc R . . C23 C 0.1410(3) 0.5829(2) 0.2695(3) 0.0622(13) Uani 1 1 d . . . H23A H 0.1287 0.5671 0.3117 0.075 Uiso 1 1 calc R . . C12 C 0.0688(2) 0.13324(19) 0.28829(18) 0.0352(8) Uani 1 1 d . . . N3 N 0.0132(2) 0.10297(19) 0.24598(14) 0.0356(8) Uani 1 1 d . . . O1W O -0.3841(4) 0.0526(4) 0.0000 0.100(2) Uani 1 2 d S . . 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 Ru1 0.0431(3) 0.0178(3) 0.0461(3) 0.000 0.000 -0.00400(15) P2 0.0472(9) 0.0650(12) 0.0660(11) 0.000 0.000 -0.0075(8) P1 0.207(4) 0.0870(18) 0.0626(14) 0.000 0.000 0.080(2) N1 0.0434(18) 0.0250(15) 0.0497(19) 0.0029(13) -0.0014(15) 0.0005(13) N2 0.0440(18) 0.0250(16) 0.0475(19) -0.0041(14) -0.0007(15) -0.0057(13) F12 0.187(5) 0.089(3) 0.097(3) 0.013(2) -0.027(3) -0.002(3) F13 0.071(3) 0.070(4) 0.318(10) 0.000 0.000 -0.007(3) F14 0.276(7) 0.076(3) 0.103(3) -0.037(2) 0.021(4) 0.007(3) F11 0.067(3) 0.165(8) 0.306(11) 0.000 0.000 0.001(4) F1 0.404(17) 0.227(13) 0.162(12) 0.083(9) 0.191(14) 0.141(11) F2 0.368(13) 0.092(6) 0.062(5) 0.053(5) 0.037(6) 0.030(7) F3 0.257(11) 0.079(5) 0.180(10) 0.000(5) 0.031(8) 0.052(5) F4 0.259(8) 0.235(8) 0.397(14) -0.085(8) 0.155(8) 0.042(6) F5 0.405(16) 0.116(5) 0.256(11) 0.000 0.000 0.002(7) C14 0.0394(19) 0.0215(17) 0.044(2) -0.0035(14) -0.0012(16) -0.0033(14) C13 0.0400(19) 0.0204(17) 0.047(2) 0.0027(15) 0.0009(16) 0.0017(14) C11 0.0378(19) 0.0224(17) 0.044(2) -0.0003(14) 0.0001(16) -0.0012(14) C5 0.044(2) 0.0266(18) 0.043(2) 0.0031(15) 0.0009(16) -0.0038(15) C10 0.040(2) 0.0271(18) 0.050(2) -0.0012(16) -0.0021(17) -0.0047(15) C15 0.040(2) 0.0197(18) 0.050(2) -0.0009(15) 0.0079(16) -0.0005(15) C4 0.050(2) 0.037(2) 0.050(2) 0.0041(18) -0.0026(19) -0.0054(18) C8 0.055(3) 0.057(3) 0.063(3) -0.006(2) -0.016(2) -0.001(2) C6 0.048(2) 0.034(2) 0.055(2) -0.0087(18) 0.0003(19) -0.0122(18) C1 0.058(3) 0.0265(19) 0.057(2) 0.0080(18) 0.000(2) 0.0071(18) C3 0.054(3) 0.059(3) 0.056(3) 0.011(2) -0.014(2) -0.004(2) C7 0.048(3) 0.052(3) 0.063(3) -0.008(2) -0.005(2) -0.013(2) C9 0.046(2) 0.038(2) 0.062(3) -0.0029(19) -0.008(2) 0.0009(18) C2 0.060(3) 0.046(3) 0.066(3) 0.017(2) -0.008(2) 0.007(2) C17 0.046(2) 0.0230(18) 0.057(2) 0.0011(16) 0.0034(18) 0.0020(15) C20 0.050(2) 0.0264(19) 0.068(3) -0.0107(19) -0.001(2) -0.0023(17) C19 0.049(2) 0.0274(19) 0.065(3) 0.0071(19) 0.006(2) 0.0003(17) C16 0.0383(19) 0.0185(17) 0.060(2) -0.0015(16) 0.0041(17) 0.0006(14) C18 0.049(2) 0.0235(18) 0.063(3) -0.0013(17) -0.0002(19) 0.0000(16) C21 0.038(2) 0.027(2) 0.075(3) 0.0028(19) 0.002(2) 0.0026(16) C22 0.044(2) 0.028(2) 0.095(4) 0.006(2) 0.000(2) 0.0018(17) C24 0.049(3) 0.027(2) 0.141(5) 0.006(3) -0.036(3) 0.002(2) C25 0.042(3) 0.030(2) 0.177(6) 0.016(3) -0.027(3) -0.0023(19) C29 0.073(3) 0.023(2) 0.261(9) 0.000(3) -0.079(4) 0.0020(19) C27 0.042(3) 0.038(3) 0.236(9) 0.036(4) -0.031(4) -0.001(2) C26 0.095(4) 0.029(2) 0.151(5) -0.009(3) -0.063(4) 0.010(3) C28 0.074(3) 0.024(2) 0.260(9) 0.000(3) -0.079(4) 0.0031(19) C23 0.057(3) 0.027(2) 0.102(4) -0.002(2) -0.021(3) -0.0009(19) C12 0.0375(19) 0.0249(17) 0.043(2) 0.0014(15) 0.0003(15) -0.0025(14) N3 0.0411(18) 0.0218(17) 0.0441(19) 0.0010(12) 0.0003(13) -0.0048(13) O1W 0.094(5) 0.109(5) 0.097(5) 0.000 0.000 -0.019(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N3 1.976(4) 2 ? Ru1 N3 1.976(4) . ? Ru1 N2 2.062(3) 2 ? Ru1 N2 2.062(3) . ? Ru1 N1 2.066(3) . ? Ru1 N1 2.066(3) 2 ? P2 F14 1.510(4) . ? P2 F14 1.510(4) 6 ? P2 F13 1.530(6) . ? P2 F11 1.550(7) . ? P2 F12 1.634(4) 6 ? P2 F12 1.634(4) . ? P1 F4 1.470(7) 6_556 ? P1 F4 1.470(7) . ? P1 F1 1.475(11) 6_556 ? P1 F1 1.475(11) . ? P1 F2 1.477(8) . ? P1 F2 1.477(8) 6_556 ? P1 F5 1.582(10) . ? P1 F3 1.616(12) 6_556 ? P1 F3 1.616(12) . ? N1 C1 1.347(5) . ? N1 C5 1.375(5) . ? N2 C6 1.352(5) . ? N2 C10 1.374(5) . ? F1 F2 1.09(2) 6_556 ? F1 F1 1.54(3) 6_556 ? F1 F3 1.758(18) 6_556 ? F2 F1 1.09(2) 6_556 ? F2 F5 1.649(18) . ? F3 F3 1.55(2) 6_556 ? F3 F1 1.758(18) 6_556 ? F3 F4 1.784(16) . ? F5 F2 1.649(18) 6_556 ? C14 C12 1.385(5) . ? C14 C15 1.405(5) . ? C13 C11 1.389(5) . ? C13 C15 1.392(5) . ? C11 N3 1.356(5) . ? C11 C10 1.476(5) . ? C5 C4 1.376(6) . ? C5 C12 1.474(5) . ? C10 C9 1.374(6) . ? C15 C16 1.488(5) . ? C4 C3 1.378(6) . ? C8 C7 1.369(7) . ? C8 C9 1.373(6) . ? C6 C7 1.369(7) . ? C1 C2 1.391(7) . ? C3 C2 1.376(7) . ? C17 C16 1.381(6) . ? C17 C19 1.384(5) . ? C20 C18 1.385(5) . ? C20 C21 1.411(7) . ? C19 C21 1.381(6) . ? C16 C18 1.405(6) . ? C21 C22 1.471(6) . ? C22 C23 1.320(7) . ? C24 C25 1.382(9) . ? C24 C26 1.387(9) . ? C24 C23 1.478(6) . ? C25 C27 1.402(7) . ? C29 C28 1.368(13) . ? C29 C27 1.389(12) . ? C26 C28 1.397(8) . ? C12 N3 1.350(5) . ? 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 N3 Ru1 N3 178.98(17) 2 . ? N3 Ru1 N2 79.04(12) 2 2 ? N3 Ru1 N2 100.24(13) . 2 ? N3 Ru1 N2 100.24(13) 2 . ? N3 Ru1 N2 79.04(12) . . ? N2 Ru1 N2 92.31(19) 2 . ? N3 Ru1 N1 101.69(13) 2 . ? N3 Ru1 N1 79.03(12) . . ? N2 Ru1 N1 91.94(14) 2 . ? N2 Ru1 N1 158.07(13) . . ? N3 Ru1 N1 79.03(12) 2 2 ? N3 Ru1 N1 101.69(13) . 2 ? N2 Ru1 N1 158.07(13) 2 2 ? N2 Ru1 N1 91.94(14) . 2 ? N1 Ru1 N1 92.11(19) . 2 ? F14 P2 F14 91.3(4) . 6 ? F14 P2 F13 98.3(3) . . ? F14 P2 F13 98.3(3) 6 . ? F14 P2 F11 91.0(4) . . ? F14 P2 F11 91.0(4) 6 . ? F13 P2 F11 166.6(5) . . ? F14 P2 F12 174.9(3) . 6 ? F14 P2 F12 91.5(3) 6 6 ? F13 P2 F12 85.5(3) . 6 ? F11 P2 F12 84.6(3) . 6 ? F14 P2 F12 91.5(3) . . ? F14 P2 F12 174.9(3) 6 . ? F13 P2 F12 85.5(3) . . ? F11 P2 F12 84.6(3) . . ? F12 P2 F12 85.5(3) 6 . ? F4 P1 F4 76.0(9) 6_556 . ? F4 P1 F1 168.8(10) 6_556 6_556 ? F4 P1 F1 109.7(8) . 6_556 ? F4 P1 F1 109.7(8) 6_556 . ? F4 P1 F1 168.8(10) . . ? F1 P1 F1 63.1(15) 6_556 . ? F4 P1 F2 147.7(8) 6_556 . ? F4 P1 F2 84.4(7) . . ? F1 P1 F2 43.5(9) 6_556 . ? F1 P1 F2 94.4(8) . . ? F4 P1 F2 84.4(7) 6_556 6_556 ? F4 P1 F2 147.7(8) . 6_556 ? F1 P1 F2 94.4(8) 6_556 6_556 ? F1 P1 F2 43.5(9) . 6_556 ? F2 P1 F2 100.1(10) . 6_556 ? F4 P1 F5 88.8(7) 6_556 . ? F4 P1 F5 88.8(7) . . ? F1 P1 F5 100.8(9) 6_556 . ? F1 P1 F5 100.8(9) . . ? F2 P1 F5 65.1(7) . . ? F2 P1 F5 65.1(7) 6_556 . ? F4 P1 F3 70.4(6) 6_556 6_556 ? F4 P1 F3 104.9(6) . 6_556 ? F1 P1 F3 98.5(10) 6_556 6_556 ? F1 P1 F3 69.2(8) . 6_556 ? F2 P1 F3 140.4(9) . 6_556 ? F2 P1 F3 91.9(7) 6_556 6_556 ? F5 P1 F3 150.9(4) . 6_556 ? F4 P1 F3 104.9(6) 6_556 . ? F4 P1 F3 70.4(6) . . ? F1 P1 F3 69.2(8) 6_556 . ? F1 P1 F3 98.5(10) . . ? F2 P1 F3 91.9(7) . . ? F2 P1 F3 140.4(9) 6_556 . ? F5 P1 F3 150.9(4) . . ? F3 P1 F3 57.5(8) 6_556 . ? C1 N1 C5 118.1(4) . . ? C1 N1 Ru1 127.7(3) . . ? C5 N1 Ru1 114.2(3) . . ? C6 N2 C10 117.8(4) . . ? C6 N2 Ru1 127.9(3) . . ? C10 N2 Ru1 114.3(2) . . ? F2 F1 P1 68.4(10) 6_556 . ? F2 F1 F1 109.3(11) 6_556 6_556 ? P1 F1 F1 58.4(8) . 6_556 ? F2 F1 F3 100.0(16) 6_556 6_556 ? P1 F1 F3 59.2(7) . 6_556 ? F1 F1 F3 90.1(6) 6_556 6_556 ? F1 F2 P1 68.2(6) 6_556 . ? F1 F2 F5 117.0(11) 6_556 . ? P1 F2 F5 60.5(6) . . ? F3 F3 P1 61.3(4) 6_556 . ? F3 F3 F1 89.9(6) 6_556 6_556 ? P1 F3 F1 51.6(5) . 6_556 ? F3 F3 F4 94.1(5) 6_556 . ? P1 F3 F4 51.0(5) . . ? F1 F3 F4 85.6(9) 6_556 . ? P1 F4 F3 58.6(5) . . ? P1 F5 F2 54.4(4) . . ? P1 F5 F2 54.4(4) . 6_556 ? F2 F5 F2 86.8(10) . 6_556 ? C12 C14 C15 119.2(3) . . ? C11 C13 C15 119.5(4) . . ? N3 C11 C13 120.1(4) . . ? N3 C11 C10 112.5(3) . . ? C13 C11 C10 127.4(4) . . ? N1 C5 C4 121.4(4) . . ? N1 C5 C12 114.5(3) . . ? C4 C5 C12 124.1(3) . . ? N2 C10 C9 120.7(4) . . ? N2 C10 C11 114.7(3) . . ? C9 C10 C11 124.5(4) . . ? C13 C15 C14 119.2(3) . . ? C13 C15 C16 121.2(3) . . ? C14 C15 C16 119.5(4) . . ? C5 C4 C3 119.7(4) . . ? C7 C8 C9 119.9(4) . . ? N2 C6 C7 123.0(4) . . ? N1 C1 C2 122.3(4) . . ? C2 C3 C4 119.6(4) . . ? C8 C7 C6 118.6(4) . . ? C8 C9 C10 119.9(4) . . ? C3 C2 C1 118.8(4) . . ? C16 C17 C19 121.0(4) . . ? C18 C20 C21 121.0(4) . . ? C21 C19 C17 121.6(4) . . ? C17 C16 C18 118.6(4) . . ? C17 C16 C15 121.1(4) . . ? C18 C16 C15 120.2(4) . . ? C20 C18 C16 120.1(4) . . ? C19 C21 C20 117.7(4) . . ? C19 C21 C22 119.5(4) . . ? C20 C21 C22 122.8(4) . . ? C23 C22 C21 125.7(5) . . ? C25 C24 C26 118.6(5) . . ? C25 C24 C23 123.0(6) . . ? C26 C24 C23 118.4(6) . . ? C24 C25 C27 122.0(7) . . ? C28 C29 C27 120.6(6) . . ? C29 C27 C25 118.1(8) . . ? C24 C26 C28 120.0(8) . . ? C29 C28 C26 120.7(9) . . ? C22 C23 C24 126.6(6) . . ? N3 C12 C14 120.3(4) . . ? N3 C12 C5 113.1(3) . . ? C14 C12 C5 126.6(3) . . ? C12 N3 C11 121.7(4) . . ? C12 N3 Ru1 119.1(3) . . ? C11 N3 Ru1 119.2(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.807 _refine_diff_density_min -0.905 _refine_diff_density_rms 0.095 # Attachment '- ln8182.cif' data_ln8182 _database_code_depnum_ccdc_archive 'CCDC 783188' #TrackingRef '- ln8182.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H50.67 F20 Ir N6 O4.33 P3.33' _chemical_formula_weight 1600.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'y, x, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'y+2/3, x+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' 'y+1/3, x+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-y, -x, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-y+2/3, -x+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' '-y+1/3, -x+2/3, z+1/6' _cell_length_a 25.3220(18) _cell_length_b 25.3220(18) _cell_length_c 51.3290(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 28503(3) _cell_formula_units_Z 18 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9308 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.678 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 14298 _exptl_absorpt_coefficient_mu 2.304 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8023 _exptl_absorpt_correction_T_max 0.9135 _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR590' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _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 9064 _diffrn_reflns_av_R_equivalents 0.1321 _diffrn_reflns_av_sigmaI/netI 0.1415 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -57 _diffrn_reflns_limit_l_max 57 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 23.58 _reflns_number_total 4732 _reflns_number_gt 1914 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement ; Maxus (Mackay et al., 1999) and SHELXL-97 (Sheldrick, 1997) ; _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and Bruker SHELXTL (Sheldrick, 1997) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and Bruker SHELXTL (Sheldrick, 1997) ; _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. 'Large thermal motions were detected in the atoms F13 (counterion atom) and O1S, O2s and O3s (solvent atoms); these were refined as isotropic to allow the refinement to converge. All other atoms were refined anisotropically. Several atoms had larger thermal parameters compared to their neighbouring atoms and SIMU and DELU restraints were applied accordingly. DFIX restraints were applied to P1 and F13 and P1 to F76 and SADI and FLAT restraints applied to the aromatic ring C24 to C29 and SADi restraints applied to C5-C12.The hydrogen atoms on the solvent water molecules were not located on the difference Fourier map and as such were omitted from the refinement but are included in the formula.' ; _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^)+(0.1752P)^2^+422.8976P] 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 4732 _refine_ls_number_parameters 423 _refine_ls_number_restraints 185 _refine_ls_R_factor_all 0.2362 _refine_ls_R_factor_gt 0.1076 _refine_ls_wR_factor_ref 0.3626 _refine_ls_wR_factor_gt 0.2614 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir -0.6667 -0.59676(6) 0.4167 0.0895(7) Uani 1 2 d SU . . P2 P 0.4541(8) 0.1208(8) 0.0833 0.147(5) Uani 1 2 d SDU . . P3 P 0.1693(4) 0.1741(5) 0.13924(16) 0.123(3) Uani 1 1 d . . . N2 N -0.6773(9) -0.5448(8) 0.4444(3) 0.090(6) Uani 1 1 d . . . N1 N -0.6265(11) -0.6334(10) 0.3958(4) 0.107(4) Uani 1 1 d U . . N3 N -0.5865(9) -0.5549(8) 0.4324(3) 0.087(4) Uani 1 1 d U . . C16 C -0.4067(11) -0.4540(12) 0.4639(4) 0.083(6) Uani 1 1 d . . . C5 C -0.5676(12) -0.6174(10) 0.4028(4) 0.092(6) Uani 1 1 d DU . . C13 C -0.5127(13) -0.4803(10) 0.4613(4) 0.088(7) Uani 1 1 d . . . H13A H -0.5044 -0.4518 0.4744 0.106 Uiso 1 1 calc R . . C26 C -0.1116(11) -0.3067(14) 0.5311(5) 0.111(7) Uani 1 1 d DU . . H26A H -0.1331 -0.3490 0.5325 0.134 Uiso 1 1 calc R . . F18 F 0.4111(13) 0.1454(13) 0.0838(4) 0.222(8) Uani 1 1 d U . . C15 C -0.4677(11) -0.4896(10) 0.4527(4) 0.078(6) Uani 1 1 d . . . F21 F 0.1568(8) 0.1200(10) 0.1188(4) 0.194(9) Uani 1 1 d . . . C12 C -0.5407(13) -0.5652(12) 0.4225(4) 0.099(7) Uani 1 1 d DU . . C25 C -0.1012(10) -0.2174(12) 0.5157(5) 0.108(9) Uani 1 1 d D . . H25A H -0.1152 -0.1961 0.5058 0.130 Uiso 1 1 calc R . . C28 C -0.0565(11) -0.2753(13) 0.5436(5) 0.123(8) Uani 1 1 d DU . . H28A H -0.0420 -0.2966 0.5531 0.148 Uiso 1 1 calc R . . F27 F 0.1800(10) 0.2274(9) 0.1575(3) 0.171(8) Uani 1 1 d . . . C10 C -0.6267(12) -0.5073(11) 0.4573(5) 0.093(6) Uani 1 1 d DU . . C11 C -0.5713(12) -0.5122(11) 0.4510(5) 0.091(7) Uani 1 1 d D . . C3 C -0.5666(13) -0.6912(13) 0.3752(5) 0.113(7) Uani 1 1 d U . . H3A H -0.5466 -0.7093 0.3673 0.136 Uiso 1 1 calc R . . O1 O 0.0320(11) -0.1790(13) 0.5553(5) 0.173(7) Uani 1 1 d U . . C8 C -0.6779(17) -0.4592(16) 0.4784(6) 0.128(10) Uani 1 1 d . . . H8A H -0.6781 -0.4319 0.4905 0.154 Uiso 1 1 calc R . . C18 C -0.3685(14) -0.4790(12) 0.4629(5) 0.109(7) Uani 1 1 d U . . H18A H -0.3835 -0.5166 0.4547 0.131 Uiso 1 1 calc R . . C14 C -0.4824(13) -0.5341(11) 0.4320(4) 0.095(7) Uani 1 1 d . . . H14A H -0.4525 -0.5414 0.4253 0.114 Uiso 1 1 calc R . . C24 C -0.1368(13) -0.2792(13) 0.5169(5) 0.108(7) Uani 1 1 d DU . . C19 C -0.3267(12) -0.3659(13) 0.4841(5) 0.110(6) Uani 1 1 d U . . H19A H -0.3115 -0.3280 0.4919 0.132 Uiso 1 1 calc R . . C4 C -0.5348(12) -0.6441(11) 0.3931(4) 0.096(6) Uani 1 1 d U . . H4A H -0.4951 -0.6316 0.3983 0.116 Uiso 1 1 calc R . . C20 C -0.3118(15) -0.4529(14) 0.4728(5) 0.124(8) Uani 1 1 d U . . H20A H -0.2891 -0.4725 0.4730 0.148 Uiso 1 1 calc R . . C17 C -0.3879(12) -0.3971(12) 0.4731(5) 0.105(7) Uani 1 1 d U . . H17A H -0.4123 -0.3793 0.4725 0.126 Uiso 1 1 calc R . . C29 C -0.0226(14) -0.2133(14) 0.5423(5) 0.126(8) Uani 1 1 d DU . . F59 F 0.2305(11) 0.1810(14) 0.1479(4) 0.220(12) Uani 1 1 d . . . C27 C -0.0465(12) -0.1846(13) 0.5281(5) 0.123(8) Uani 1 1 d DU . . H27A H -0.0254 -0.1423 0.5269 0.147 Uiso 1 1 calc R . . F64 F 0.1050(11) 0.1631(15) 0.1308(6) 0.247(13) Uani 1 1 d . . . C9 C -0.6255(13) -0.4619(13) 0.4741(5) 0.110(8) Uani 1 1 d U . . H9A H -0.5893 -0.4341 0.4822 0.132 Uiso 1 1 calc R . . F76 F 0.5160(9) 0.1827(9) 0.0833 0.239(13) Uani 1 2 d SDU . . F74 F 0.4562(10) 0.1265(10) 0.0523(3) 0.179(8) Uani 1 1 d . . . F75 F 0.3889(18) 0.0555(18) 0.0833 0.258(17) Uani 1 2 d SU . . F78 F 0.2005(14) 0.2175(10) 0.1176(4) 0.239(13) Uani 1 1 d . . . C6 C -0.7300(13) -0.5415(11) 0.4487(5) 0.101(8) Uani 1 1 d . . . H6A H -0.7662 -0.5697 0.4407 0.121 Uiso 1 1 calc R . . F77 F 0.1342(15) 0.1260(11) 0.1600(6) 0.256(14) Uani 1 1 d . . . C7 C -0.7295(15) -0.4969(15) 0.4646(6) 0.118(9) Uani 1 1 d . . . H7A H -0.7639 -0.4927 0.4660 0.141 Uiso 1 1 calc R . . C1 C -0.6544(13) -0.6824(12) 0.3788(5) 0.110(4) Uani 1 1 d U . . H1A H -0.6945 -0.6961 0.3739 0.132 Uiso 1 1 calc R . . C21 C -0.2898(13) -0.3944(14) 0.4826(5) 0.107(6) Uani 1 1 d U . . C2 C -0.6257(13) -0.7112(13) 0.3691(5) 0.113(4) Uani 1 1 d U . . H2A H -0.6466 -0.7447 0.3582 0.136 Uiso 1 1 calc R . . C23 C -0.1963(12) -0.3074(15) 0.5018(4) 0.110(7) Uani 1 1 d U . . H23A H -0.2107 -0.2815 0.4968 0.131 Uiso 1 1 calc R . . C22 C -0.2271(14) -0.3614(15) 0.4956(5) 0.122(8) Uani 1 1 d U . . H22A H -0.2099 -0.3855 0.4993 0.146 Uiso 1 1 calc R . . C30 C 0.0567(17) -0.2096(18) 0.5697(7) 0.176(8) Uani 1 1 d U . . H30A H 0.0932 -0.1801 0.5784 0.264 Uiso 1 1 calc R . . H30B H 0.0660 -0.2335 0.5581 0.264 Uiso 1 1 calc R . . H30C H 0.0275 -0.2358 0.5824 0.264 Uiso 1 1 calc R . . P1 P 1.0000 1.0000 0.0000 0.275(19) Uani 1 6 d SD . . F13 F 1.005(3) 0.945(2) 0.0213(10) 0.47(3) Uiso 1 1 d D . . O1S O 0.6667 0.3333 0.0833 0.27(4) Uiso 1 6 d S . . O2S O 0.901(2) 0.968(2) 0.0602(10) 0.172(17) Uiso 0.50 1 d P . . O3S O 0.024(3) -0.082(3) 0.5869(12) 0.21(2) Uiso 0.50 1 d P . . 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 0.1015(12) 0.1049(9) 0.0609(8) 0.0063(4) 0.0126(7) 0.0508(6) P2 0.208(10) 0.208(10) 0.099(8) -0.006(3) 0.006(3) 0.159(10) P3 0.131(7) 0.171(8) 0.099(5) 0.023(6) 0.029(5) 0.099(7) N2 0.071(13) 0.087(13) 0.063(11) 0.005(10) 0.022(10) 0.002(12) N1 0.126(11) 0.123(12) 0.083(9) 0.002(7) -0.009(8) 0.070(9) N3 0.103(10) 0.091(13) 0.079(11) 0.015(8) 0.034(8) 0.058(10) C16 0.085(17) 0.096(18) 0.076(14) 0.026(13) 0.017(13) 0.051(16) C5 0.121(17) 0.102(15) 0.063(11) 0.018(9) 0.021(12) 0.063(13) C13 0.11(2) 0.068(15) 0.075(14) -0.006(12) 0.000(15) 0.034(15) C26 0.099(15) 0.142(19) 0.119(18) 0.013(14) 0.027(11) 0.079(14) F18 0.332(19) 0.328(19) 0.157(16) -0.026(18) -0.012(19) 0.279(18) C15 0.078(17) 0.074(15) 0.083(15) 0.026(13) 0.024(13) 0.040(14) F21 0.133(14) 0.26(2) 0.21(2) -0.090(18) 0.011(13) 0.107(16) C12 0.117(19) 0.125(18) 0.073(14) 0.003(11) -0.008(13) 0.074(16) C25 0.056(15) 0.15(3) 0.14(2) 0.03(2) 0.029(16) 0.062(16) C28 0.129(18) 0.17(2) 0.104(18) 0.011(18) 0.005(14) 0.100(18) F27 0.27(2) 0.214(18) 0.116(12) -0.005(13) 0.035(14) 0.191(18) C10 0.090(16) 0.099(17) 0.077(14) -0.003(12) 0.009(14) 0.038(15) C11 0.090(19) 0.084(17) 0.088(16) -0.006(14) 0.016(15) 0.035(15) C3 0.139(14) 0.139(17) 0.079(14) -0.015(11) 0.008(12) 0.083(14) O1 0.148(15) 0.23(2) 0.157(17) -0.017(15) -0.017(12) 0.109(14) C8 0.15(3) 0.17(3) 0.09(2) -0.01(2) 0.04(2) 0.10(3) C18 0.137(19) 0.103(16) 0.108(18) 0.005(13) -0.009(15) 0.076(15) C14 0.14(2) 0.103(19) 0.075(15) 0.033(14) 0.017(15) 0.080(18) C24 0.103(15) 0.129(17) 0.086(15) 0.023(13) 0.009(11) 0.054(12) C19 0.108(14) 0.108(16) 0.095(15) 0.006(14) 0.016(13) 0.041(12) C4 0.119(15) 0.124(16) 0.065(12) 0.011(9) 0.000(10) 0.076(12) C20 0.140(18) 0.126(15) 0.104(17) 0.007(13) -0.008(14) 0.066(15) C17 0.107(14) 0.078(16) 0.118(19) 0.008(14) 0.006(14) 0.037(13) C29 0.128(18) 0.14(2) 0.13(2) 0.006(16) 0.008(14) 0.086(15) F59 0.26(2) 0.41(4) 0.129(14) -0.099(19) -0.078(16) 0.27(3) C27 0.12(2) 0.106(18) 0.17(2) 0.006(17) 0.007(15) 0.073(16) F64 0.19(2) 0.36(4) 0.27(3) -0.07(3) 0.01(2) 0.20(3) C9 0.100(17) 0.15(2) 0.075(14) -0.027(13) 0.000(13) 0.057(17) F76 0.273(13) 0.273(13) 0.091(16) 0.014(12) -0.014(12) 0.077(16) F74 0.25(2) 0.25(2) 0.104(12) -0.012(13) -0.024(14) 0.17(2) F75 0.245(12) 0.245(12) 0.27(4) 0.054(16) -0.054(16) 0.113(14) F78 0.36(4) 0.182(19) 0.120(14) 0.057(14) 0.08(2) 0.09(2) C6 0.09(2) 0.085(18) 0.094(17) -0.001(14) 0.011(15) 0.019(15) F77 0.34(4) 0.21(2) 0.26(3) 0.07(2) 0.15(3) 0.17(2) C7 0.11(2) 0.16(3) 0.099(19) -0.02(2) 0.019(17) 0.08(2) C1 0.128(11) 0.126(12) 0.084(9) 0.000(7) -0.006(8) 0.069(9) C21 0.119(14) 0.117(14) 0.077(13) 0.027(11) 0.004(11) 0.054(11) C2 0.130(11) 0.130(12) 0.086(9) -0.002(7) -0.001(8) 0.069(9) C23 0.106(15) 0.142(16) 0.067(13) 0.005(14) 0.015(10) 0.051(13) C22 0.123(15) 0.136(17) 0.096(16) 0.006(15) 0.004(12) 0.056(14) C30 0.155(16) 0.23(2) 0.155(18) -0.014(16) -0.019(13) 0.110(15) P1 0.27(3) 0.27(3) 0.28(5) 0.000 0.000 0.135(14) _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 N3 1.94(2) 11_345 ? Ir1 N3 1.94(2) . ? Ir1 N1 2.00(2) . ? Ir1 N1 2.00(2) 11_345 ? Ir1 N2 2.045(19) 11_345 ? Ir1 N2 2.045(19) . ? P2 F18 1.502(19) . ? P2 F18 1.502(19) 18_544 ? P2 F76 1.567(10) . ? P2 F74 1.596(17) 18_544 ? P2 F74 1.596(17) . ? P2 F75 1.65(4) . ? P3 F78 1.48(2) . ? P3 F77 1.53(2) . ? P3 F59 1.535(19) . ? P3 F27 1.551(19) . ? P3 F64 1.57(2) . ? P3 F21 1.63(2) . ? N2 C10 1.33(3) . ? N2 C6 1.40(3) . ? N1 C1 1.39(3) . ? N1 C5 1.38(3) . ? N3 C11 1.35(3) . ? N3 C12 1.40(3) . ? C16 C17 1.36(3) . ? C16 C18 1.40(3) . ? C16 C15 1.46(3) . ? C5 C4 1.40(3) . ? C5 C12 1.53(3) . ? C13 C15 1.35(3) . ? C13 C11 1.39(3) . ? C13 H13A 0.9300 . ? C26 C24 1.37(3) . ? C26 C28 1.371(17) . ? C26 H26A 0.9300 . ? C15 C14 1.46(3) . ? C12 C14 1.37(3) . ? C25 C24 1.361(17) . ? C25 C27 1.365(17) . ? C25 H25A 0.9300 . ? C28 C29 1.363(18) . ? C28 H28A 0.9300 . ? C10 C9 1.42(3) . ? C10 C11 1.50(2) . ? C3 C2 1.36(3) . ? C3 C4 1.40(3) . ? C3 H3A 0.9300 . ? O1 C29 1.38(4) . ? O1 C30 1.42(4) . ? C8 C7 1.37(4) . ? C8 C9 1.38(3) . ? C8 H8A 0.9300 . ? C18 C20 1.34(3) . ? C18 H18A 0.9300 . ? C14 H14A 0.9300 . ? C24 C23 1.52(4) . ? C19 C21 1.44(4) . ? C19 C17 1.45(3) . ? C19 H19A 0.9300 . ? C4 H4A 0.9300 . ? C20 C21 1.39(4) . ? C20 H20A 0.9300 . ? C17 H17A 0.9300 . ? C29 C27 1.363(17) . ? C27 H27A 0.9300 . ? C9 H9A 0.9300 . ? C6 C7 1.39(3) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C1 C2 1.36(3) . ? C1 H1A 0.9300 . ? C21 C22 1.53(4) . ? C2 H2A 0.9300 . ? C23 C22 1.23(3) . ? C23 H23A 0.9300 . ? C22 H22A 0.9300 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? P1 F13 1.81(5) 2_765 ? P1 F13 1.81(5) 20_565 ? P1 F13 1.81(5) 3_675 ? P1 F13 1.81(5) 19_775 ? P1 F13 1.81(5) . ? P1 F13 1.81(5) 21_655 ? 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 N3 Ir1 N3 177.4(11) 11_345 . ? N3 Ir1 N1 101.2(8) 11_345 . ? N3 Ir1 N1 80.7(8) . . ? N3 Ir1 N1 80.7(8) 11_345 11_345 ? N3 Ir1 N1 101.2(8) . 11_345 ? N1 Ir1 N1 87.9(12) . 11_345 ? N3 Ir1 N2 78.3(8) 11_345 11_345 ? N3 Ir1 N2 99.8(8) . 11_345 ? N1 Ir1 N2 95.1(7) . 11_345 ? N1 Ir1 N2 159.0(9) 11_345 11_345 ? N3 Ir1 N2 99.8(8) 11_345 . ? N3 Ir1 N2 78.3(8) . . ? N1 Ir1 N2 159.0(9) . . ? N1 Ir1 N2 95.1(7) 11_345 . ? N2 Ir1 N2 89.6(10) 11_345 . ? F18 P2 F18 162(3) . 18_544 ? F18 P2 F76 99.0(13) . . ? F18 P2 F76 99.0(13) 18_544 . ? F18 P2 F74 92.5(10) . 18_544 ? F18 P2 F74 88.6(11) 18_544 18_544 ? F76 P2 F74 86.5(11) . 18_544 ? F18 P2 F74 88.6(11) . . ? F18 P2 F74 92.5(10) 18_544 . ? F76 P2 F74 86.5(11) . . ? F74 P2 F74 173(2) 18_544 . ? F18 P2 F75 81.0(13) . . ? F18 P2 F75 81.0(13) 18_544 . ? F76 P2 F75 180(3) . . ? F74 P2 F75 93.5(11) 18_544 . ? F74 P2 F75 93.5(11) . . ? F78 P3 F77 175.7(19) . . ? F78 P3 F59 90.0(17) . . ? F77 P3 F59 92.3(17) . . ? F78 P3 F27 90.7(13) . . ? F77 P3 F27 92.8(13) . . ? F59 P3 F27 89.8(13) . . ? F78 P3 F64 92.6(17) . . ? F77 P3 F64 85.0(17) . . ? F59 P3 F64 176.7(18) . . ? F27 P3 F64 92.1(13) . . ? F78 P3 F21 87.0(13) . . ? F77 P3 F21 89.3(14) . . ? F59 P3 F21 92.5(11) . . ? F27 P3 F21 176.7(13) . . ? F64 P3 F21 85.7(13) . . ? C10 N2 C6 119(2) . . ? C10 N2 Ir1 114.6(17) . . ? C6 N2 Ir1 125.9(16) . . ? C1 N1 C5 115(2) . . ? C1 N1 Ir1 127.1(19) . . ? C5 N1 Ir1 116.8(16) . . ? C11 N3 C12 118(2) . . ? C11 N3 Ir1 122.4(16) . . ? C12 N3 Ir1 119.1(16) . . ? C17 C16 C18 123(3) . . ? C17 C16 C15 119(2) . . ? C18 C16 C15 118(2) . . ? N1 C5 C4 126(2) . . ? N1 C5 C12 112(2) . . ? C4 C5 C12 123(2) . . ? C15 C13 C11 122(2) . . ? C15 C13 H13A 119.2 . . ? C11 C13 H13A 119.2 . . ? C24 C26 C28 124(3) . . ? C24 C26 H26A 118.2 . . ? C28 C26 H26A 118.2 . . ? C13 C15 C14 118(2) . . ? C13 C15 C16 119(2) . . ? C14 C15 C16 123(2) . . ? C14 C12 N3 121(2) . . ? C14 C12 C5 128(3) . . ? N3 C12 C5 110(2) . . ? C24 C25 C27 124(3) . . ? C24 C25 H25A 117.8 . . ? C27 C25 H25A 117.8 . . ? C29 C28 C26 121(3) . . ? C29 C28 H28A 119.5 . . ? C26 C28 H28A 119.5 . . ? N2 C10 C9 120(2) . . ? N2 C10 C11 116(2) . . ? C9 C10 C11 123(2) . . ? N3 C11 C13 122(2) . . ? N3 C11 C10 108(2) . . ? C13 C11 C10 130(2) . . ? C2 C3 C4 122(3) . . ? C2 C3 H3A 119.0 . . ? C4 C3 H3A 119.0 . . ? C29 O1 C30 119(3) . . ? C7 C8 C9 119(3) . . ? C7 C8 H8A 120.3 . . ? C9 C8 H8A 120.3 . . ? C20 C18 C16 125(3) . . ? C20 C18 H18A 117.5 . . ? C16 C18 H18A 117.5 . . ? C12 C14 C15 119(2) . . ? C12 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? C25 C24 C26 114(3) . . ? C25 C24 C23 117(3) . . ? C26 C24 C23 130(3) . . ? C21 C19 C17 119(3) . . ? C21 C19 H19A 120.3 . . ? C17 C19 H19A 120.3 . . ? C3 C4 C5 115(2) . . ? C3 C4 H4A 122.7 . . ? C5 C4 H4A 122.7 . . ? C18 C20 C21 115(3) . . ? C18 C20 H20A 122.6 . . ? C21 C20 H20A 122.6 . . ? C16 C17 C19 115(3) . . ? C16 C17 H17A 122.5 . . ? C19 C17 H17A 122.5 . . ? C27 C29 C28 117(3) . . ? C27 C29 O1 120(3) . . ? C28 C29 O1 124(3) . . ? C29 C27 C25 121(3) . . ? C29 C27 H27A 119.7 . . ? C25 C27 H27A 119.7 . . ? C8 C9 C10 120(3) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C7 C6 N2 121(2) . . ? C7 C6 H6A 119.3 . . ? N2 C6 H6A 119.3 . . ? C8 C7 C6 119(3) . . ? C8 C7 H7A 120.4 . . ? C6 C7 H7A 120.4 . . ? C2 C1 N1 123(3) . . ? C2 C1 H1A 118.5 . . ? N1 C1 H1A 118.5 . . ? C20 C21 C19 123(3) . . ? C20 C21 C22 120(3) . . ? C19 C21 C22 117(3) . . ? C1 C2 C3 120(3) . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C22 C23 C24 126(3) . . ? C22 C23 H23A 117.2 . . ? C24 C23 H23A 117.2 . . ? C23 C22 C21 129(3) . . ? C23 C22 H22A 115.5 . . ? C21 C22 H22A 115.5 . . ? O1 C30 H30A 109.5 . . ? O1 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O1 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? F13 P1 F13 180(3) 2_765 20_565 ? F13 P1 F13 87(2) 2_765 3_675 ? F13 P1 F13 93(2) 20_565 3_675 ? F13 P1 F13 93(2) 2_765 19_775 ? F13 P1 F13 87(2) 20_565 19_775 ? F13 P1 F13 93(2) 3_675 19_775 ? F13 P1 F13 87(2) 2_765 . ? F13 P1 F13 93(2) 20_565 . ? F13 P1 F13 87(2) 3_675 . ? F13 P1 F13 180(3) 19_775 . ? F13 P1 F13 93(2) 2_765 21_655 ? F13 P1 F13 87(2) 20_565 21_655 ? F13 P1 F13 180(5) 3_675 21_655 ? F13 P1 F13 87(2) 19_775 21_655 ? F13 P1 F13 93(2) . 21_655 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.58 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.388 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.159