# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_sbsm10 _database_code_depnum_ccdc_archive 'CCDC 861334' #TrackingRef 'web_deposit_cif_file_0_KlausHarms_1325862254.sbsm10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H18 N2 O3 Ru' _chemical_formula_weight 507.49 _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 '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' _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 10.9398(5) _cell_length_b 11.2895(4) _cell_length_c 16.6190(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2052.53(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 14760 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 27 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 0.796 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8075 _exptl_absorpt_correction_T_max 0.9728 _exptl_absorpt_process_details ; ; _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18368 _diffrn_reflns_av_R_equivalents 0.0814 _diffrn_reflns_av_sigmaI/netI 0.0687 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3614 _reflns_number_gt 3062 _reflns_threshold_expression >2\s(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution SIR-2008 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 3.2' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(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^)+(0.0136P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _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 -0.02(3) _refine_ls_number_reflns 3614 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0462 _refine_ls_wR_factor_gt 0.0452 _refine_ls_goodness_of_fit_ref 0.817 _refine_ls_restrained_S_all 0.817 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9744(4) 0.8918(3) 0.1093(2) 0.0202(9) Uani 1 1 d . . . C2 C 0.9399(3) 1.0083(3) 0.09108(18) 0.0163(9) Uani 1 1 d . . . C3 C 0.8313(4) 1.0537(3) 0.04573(19) 0.0212(9) Uani 1 1 d . . . C5 C 0.9434(3) 1.2161(4) 0.08830(19) 0.0200(9) Uani 1 1 d . . . C6 C 1.0036(4) 1.1072(3) 0.1180(2) 0.0199(9) Uani 1 1 d . . . C7 C 1.1048(4) 1.0982(3) 0.1683(2) 0.0213(9) Uani 1 1 d . . . H7 H 1.1486 1.1660 0.1860 0.026 Uiso 1 1 calc R . . C8 C 1.1381(4) 0.9847(3) 0.1912(2) 0.0227(10) Uani 1 1 d . . . H8 H 1.2052 0.9743 0.2268 0.027 Uiso 1 1 calc R . . C9 C 1.0760(4) 0.8862(3) 0.1634(2) 0.0180(9) Uani 1 1 d . . . C10 C 1.1137(3) 0.7635(4) 0.18546(17) 0.0203(9) Uani 1 1 d . . . C12 C 1.0731(4) 0.5647(3) 0.1622(2) 0.0214(10) Uani 1 1 d . . . H12 H 1.0238 0.5058 0.1375 0.026 Uiso 1 1 calc R . . C13 C 1.1688(4) 0.5293(3) 0.2100(2) 0.0197(9) Uani 1 1 d . . . H13 H 1.1868 0.4475 0.2168 0.024 Uiso 1 1 calc R . . C14 C 1.2384(4) 0.6144(3) 0.2479(2) 0.0235(9) Uani 1 1 d . . . H14 H 1.3045 0.5923 0.2819 0.028 Uiso 1 1 calc R . . C15 C 1.2101(3) 0.7334(4) 0.23563(18) 0.0217(8) Uani 1 1 d . . . H15 H 1.2565 0.7935 0.2615 0.026 Uiso 1 1 calc R . . C16 C 0.7496(3) 1.2568(4) 0.00916(18) 0.0226(8) Uani 1 1 d . . . H16A H 0.7072 1.2141 -0.0348 0.027 Uiso 1 1 calc R . . H16B H 0.7913 1.3263 -0.0146 0.027 Uiso 1 1 calc R . . C17 C 0.6563(3) 1.2987(3) 0.0701(2) 0.0213(8) Uani 1 1 d . . . C18 C 0.6617(4) 1.4119(3) 0.1030(2) 0.0245(9) Uani 1 1 d . . . H18 H 0.7235 1.4652 0.0858 0.029 Uiso 1 1 calc R . . C19 C 0.5776(4) 1.4479(3) 0.1608(2) 0.0291(9) Uani 1 1 d . . . H19 H 0.5822 1.5255 0.1827 0.035 Uiso 1 1 calc R . . C20 C 0.4869(4) 1.3707(4) 0.1867(2) 0.0305(10) Uani 1 1 d . . . H20 H 0.4299 1.3950 0.2265 0.037 Uiso 1 1 calc R . . C21 C 0.4804(3) 1.2581(4) 0.1540(2) 0.0295(10) Uani 1 1 d . . . H21 H 0.4188 1.2047 0.1715 0.035 Uiso 1 1 calc R . . C22 C 0.5641(3) 1.2230(4) 0.09542(19) 0.0267(9) Uani 1 1 d . . . H22 H 0.5578 1.1462 0.0725 0.032 Uiso 1 1 calc R . . C23 C 0.9543(3) 0.7718(4) -0.0627(2) 0.0251(8) Uani 1 1 d . . . H23 H 0.9977 0.8398 -0.0807 0.030 Uiso 1 1 calc R . . C24 C 0.8277(4) 0.7654(4) -0.05090(19) 0.0270(9) Uani 1 1 d . . . H24 H 0.7709 0.8283 -0.0572 0.032 Uiso 1 1 calc R . . C25 C 0.7998(4) 0.6470(4) -0.0278(2) 0.0251(10) Uani 1 1 d . . . H25 H 0.7203 0.6162 -0.0183 0.030 Uiso 1 1 calc R . . C26 C 0.9110(5) 0.5831(3) -0.02124(19) 0.0256(8) Uani 1 1 d . . . H26 H 0.9200 0.5028 -0.0050 0.031 Uiso 1 1 calc R . . C27 C 1.0066(4) 0.6623(4) -0.0437(2) 0.0267(11) Uani 1 1 d . . . H27 H 1.0913 0.6439 -0.0455 0.032 Uiso 1 1 calc R . . C100 C 0.7909(3) 0.7366(4) 0.14399(19) 0.0220(8) Uani 1 1 d . . . N4 N 0.8408(3) 1.1784(3) 0.04558(16) 0.0197(7) Uani 1 1 d . . . N11 N 1.0463(3) 0.6794(3) 0.14900(18) 0.0202(9) Uani 1 1 d . . . O1 O 0.7455(3) 1.0032(2) 0.01518(15) 0.0277(7) Uani 1 1 d . . . O2 O 0.9717(3) 1.3198(2) 0.09691(16) 0.0247(7) Uani 1 1 d . . . O100 O 0.7102(2) 0.7408(3) 0.19101(13) 0.0328(7) Uani 1 1 d . . . Ru1 Ru 0.91121(3) 0.73238(2) 0.067823(16) 0.01769(7) Uani 1 1 d . . . _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.021(2) 0.028(2) 0.0121(18) 0.0044(16) 0.0070(16) 0.0010(18) C2 0.017(2) 0.0197(19) 0.0120(17) -0.0021(13) 0.0035(14) -0.0018(16) C3 0.024(2) 0.025(2) 0.015(2) -0.0021(15) 0.0043(16) -0.0021(19) C5 0.025(2) 0.020(2) 0.0146(19) -0.0006(16) 0.0054(14) 0.0011(17) C6 0.028(2) 0.013(2) 0.018(2) 0.0020(16) 0.0050(17) 0.0002(18) C7 0.022(2) 0.023(2) 0.0190(18) -0.0010(14) 0.0010(18) -0.008(2) C8 0.022(3) 0.028(2) 0.018(2) -0.0022(17) -0.0031(17) 0.0005(18) C9 0.022(3) 0.020(2) 0.0114(18) -0.0022(14) 0.004(2) 0.002(2) C10 0.023(2) 0.024(2) 0.0140(15) -0.0028(18) 0.0032(14) -0.003(2) C12 0.027(3) 0.018(2) 0.019(2) -0.0041(15) 0.002(2) 0.000(2) C13 0.026(2) 0.016(2) 0.016(2) 0.0016(16) -0.0011(18) 0.0058(18) C14 0.025(2) 0.032(2) 0.0133(19) 0.0030(17) -0.0031(17) 0.001(2) C15 0.025(2) 0.025(2) 0.0148(15) -0.0030(18) -0.0004(14) -0.001(2) C16 0.029(2) 0.019(2) 0.0200(16) 0.0010(17) -0.0003(14) 0.000(2) C17 0.0216(19) 0.026(2) 0.0164(16) 0.0099(19) -0.0041(19) 0.0006(15) C18 0.028(2) 0.025(2) 0.0198(19) 0.0078(17) -0.0029(18) 0.0042(19) C19 0.036(3) 0.027(2) 0.0244(19) 0.0023(16) -0.004(2) 0.003(2) C20 0.026(3) 0.043(3) 0.023(2) -0.001(2) 0.0028(19) 0.008(2) C21 0.023(2) 0.039(3) 0.0272(18) 0.008(2) -0.0014(16) -0.004(2) C22 0.028(2) 0.028(2) 0.0238(17) 0.0015(17) -0.0066(15) 0.000(2) C23 0.039(2) 0.0260(18) 0.0099(14) 0.002(2) 0.0007(17) -0.0050(19) C24 0.033(2) 0.025(2) 0.023(2) -0.005(2) -0.0043(17) 0.005(2) C25 0.026(3) 0.031(3) 0.018(2) -0.0014(18) 0.0019(18) -0.002(2) C26 0.039(2) 0.0201(19) 0.0171(17) -0.0031(14) 0.000(2) 0.001(3) C27 0.025(3) 0.041(3) 0.014(2) -0.0079(18) 0.0004(17) 0.010(2) C100 0.028(2) 0.019(2) 0.0192(17) -0.0043(19) -0.0121(16) 0.002(2) N4 0.0216(18) 0.0178(16) 0.0198(17) 0.0021(12) -0.0019(13) 0.0043(14) N11 0.028(2) 0.0196(18) 0.0132(17) -0.0009(14) 0.0033(14) -0.0031(15) O1 0.0304(18) 0.0240(17) 0.0287(15) -0.0024(13) -0.0040(13) -0.0015(14) O2 0.0319(18) 0.0169(15) 0.0252(16) 0.0016(11) -0.0006(12) -0.0008(13) O100 0.0300(16) 0.046(2) 0.0218(13) 0.0006(16) 0.0068(11) 0.0024(18) Ru1 0.02101(13) 0.01840(13) 0.01365(11) -0.00040(13) -0.00083(16) -0.00055(16) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.402(5) . ? C1 C9 1.430(6) . ? C1 Ru1 2.048(4) . ? C2 C6 1.390(5) . ? C2 C3 1.497(5) . ? C3 O1 1.210(4) . ? C3 N4 1.412(5) . ? C5 O2 1.219(4) . ? C5 N4 1.395(5) . ? C5 C6 1.479(5) . ? C6 C7 1.390(5) . ? C7 C8 1.385(5) . ? C7 H7 0.9500 . ? C8 C9 1.382(5) . ? C8 H8 0.9500 . ? C9 C10 1.492(5) . ? C10 N11 1.347(5) . ? C10 C15 1.386(5) . ? C12 N11 1.345(5) . ? C12 C13 1.374(6) . ? C12 H12 0.9500 . ? C13 C14 1.378(5) . ? C13 H13 0.9500 . ? C14 C15 1.394(6) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 N4 1.464(4) . ? C16 C17 1.513(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C22 1.387(5) . ? C17 C18 1.392(5) . ? C18 C19 1.391(6) . ? C18 H18 0.9500 . ? C19 C20 1.388(6) . ? C19 H19 0.9500 . ? C20 C21 1.384(6) . ? C20 H20 0.9500 . ? C21 C22 1.394(5) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C27 1.398(5) . ? C23 C24 1.401(5) . ? C23 Ru1 2.264(4) . ? C23 H23 0.9500 . ? C24 C25 1.423(6) . ? C24 Ru1 2.206(3) . ? C24 H24 0.9500 . ? C25 C26 1.419(6) . ? C25 Ru1 2.222(4) . ? C25 H25 0.9500 . ? C26 C27 1.427(6) . ? C26 Ru1 2.243(3) . ? C26 H26 0.9500 . ? C27 Ru1 2.270(4) . ? C27 H27 0.9500 . ? C100 O100 1.180(4) . ? C100 Ru1 1.827(4) . ? N11 Ru1 2.089(3) . ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C9 112.7(3) . . ? C2 C1 Ru1 131.4(3) . . ? C9 C1 Ru1 115.8(3) . . ? C6 C2 C1 123.3(3) . . ? C6 C2 C3 106.6(3) . . ? C1 C2 C3 130.0(3) . . ? O1 C3 N4 121.7(4) . . ? O1 C3 C2 131.8(3) . . ? N4 C3 C2 106.5(3) . . ? O2 C5 N4 123.9(3) . . ? O2 C5 C6 130.1(4) . . ? N4 C5 C6 106.0(3) . . ? C2 C6 C7 122.2(3) . . ? C2 C6 C5 109.7(3) . . ? C7 C6 C5 128.1(3) . . ? C8 C7 C6 116.3(3) . . ? C8 C7 H7 121.9 . . ? C6 C7 H7 121.9 . . ? C9 C8 C7 121.5(4) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C1 123.8(4) . . ? C8 C9 C10 121.9(4) . . ? C1 C9 C10 114.2(3) . . ? N11 C10 C15 120.9(4) . . ? N11 C10 C9 113.1(3) . . ? C15 C10 C9 125.9(4) . . ? N11 C12 C13 122.8(4) . . ? N11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C12 C13 C14 118.8(4) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C13 C14 C15 118.8(4) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C10 C15 C14 119.6(4) . . ? C10 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? N4 C16 C17 111.8(3) . . ? N4 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N4 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? C22 C17 C18 118.4(3) . . ? C22 C17 C16 120.1(3) . . ? C18 C17 C16 121.5(3) . . ? C19 C18 C17 120.8(4) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C20 C19 C18 120.2(4) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C21 C20 C19 119.5(4) . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C20 C21 C22 120.1(4) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C17 C22 C21 121.0(4) . . ? C17 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C27 C23 C24 109.1(4) . . ? C27 C23 Ru1 72.3(2) . . ? C24 C23 Ru1 69.5(2) . . ? C27 C23 H23 125.5 . . ? C24 C23 H23 125.5 . . ? Ru1 C23 H23 124.4 . . ? C23 C24 C25 107.4(4) . . ? C23 C24 Ru1 74.0(2) . . ? C25 C24 Ru1 71.9(2) . . ? C23 C24 H24 126.3 . . ? C25 C24 H24 126.3 . . ? Ru1 C24 H24 119.7 . . ? C26 C25 C24 108.3(4) . . ? C26 C25 Ru1 72.3(2) . . ? C24 C25 Ru1 70.6(2) . . ? C26 C25 H25 125.8 . . ? C24 C25 H25 125.8 . . ? Ru1 C25 H25 122.9 . . ? C25 C26 C27 106.8(3) . . ? C25 C26 Ru1 70.7(2) . . ? C27 C26 Ru1 72.6(2) . . ? C25 C26 H26 126.6 . . ? C27 C26 H26 126.6 . . ? Ru1 C26 H26 121.9 . . ? C23 C27 C26 108.3(4) . . ? C23 C27 Ru1 71.8(2) . . ? C26 C27 Ru1 70.6(2) . . ? C23 C27 H27 125.9 . . ? C26 C27 H27 125.9 . . ? Ru1 C27 H27 123.4 . . ? O100 C100 Ru1 177.5(3) . . ? C5 N4 C3 111.2(3) . . ? C5 N4 C16 125.1(3) . . ? C3 N4 C16 123.6(3) . . ? C12 N11 C10 119.1(3) . . ? C12 N11 Ru1 122.4(3) . . ? C10 N11 Ru1 118.4(2) . . ? C100 Ru1 C1 89.25(16) . . ? C100 Ru1 N11 94.00(13) . . ? C1 Ru1 N11 78.19(14) . . ? C100 Ru1 C24 108.47(14) . . ? C1 Ru1 C24 107.03(15) . . ? N11 Ru1 C24 156.80(13) . . ? C100 Ru1 C25 96.39(15) . . ? C1 Ru1 C25 143.81(15) . . ? N11 Ru1 C25 136.53(14) . . ? C24 Ru1 C25 37.49(16) . . ? C100 Ru1 C26 118.42(17) . . ? C1 Ru1 C26 152.02(15) . . ? N11 Ru1 C26 102.22(14) . . ? C24 Ru1 C26 62.37(15) . . ? C25 Ru1 C26 37.06(16) . . ? C100 Ru1 C23 143.99(14) . . ? C1 Ru1 C23 94.56(14) . . ? N11 Ru1 C23 121.85(12) . . ? C24 Ru1 C23 36.51(12) . . ? C25 Ru1 C23 60.97(14) . . ? C26 Ru1 C23 61.05(14) . . ? C100 Ru1 C27 155.01(17) . . ? C1 Ru1 C27 115.22(15) . . ? N11 Ru1 C27 95.87(14) . . ? C24 Ru1 C27 61.24(14) . . ? C25 Ru1 C27 61.15(14) . . ? C26 Ru1 C27 36.85(15) . . ? C23 Ru1 C27 35.93(13) . . ? _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 C9 C1 C2 C6 4.5(5) . . . . ? Ru1 C1 C2 C6 -171.8(3) . . . . ? C9 C1 C2 C3 -172.0(3) . . . . ? Ru1 C1 C2 C3 11.8(6) . . . . ? C6 C2 C3 O1 -175.1(4) . . . . ? C1 C2 C3 O1 1.8(6) . . . . ? C6 C2 C3 N4 2.6(4) . . . . ? C1 C2 C3 N4 179.5(3) . . . . ? C1 C2 C6 C7 -2.6(5) . . . . ? C3 C2 C6 C7 174.5(3) . . . . ? C1 C2 C6 C5 -179.9(3) . . . . ? C3 C2 C6 C5 -2.7(4) . . . . ? O2 C5 C6 C2 -178.2(4) . . . . ? N4 C5 C6 C2 1.9(4) . . . . ? O2 C5 C6 C7 4.7(7) . . . . ? N4 C5 C6 C7 -175.2(4) . . . . ? C2 C6 C7 C8 -0.8(5) . . . . ? C5 C6 C7 C8 176.0(4) . . . . ? C6 C7 C8 C9 1.8(6) . . . . ? C7 C8 C9 C1 0.4(6) . . . . ? C7 C8 C9 C10 177.9(3) . . . . ? C2 C1 C9 C8 -3.4(5) . . . . ? Ru1 C1 C9 C8 173.4(3) . . . . ? C2 C1 C9 C10 178.9(3) . . . . ? Ru1 C1 C9 C10 -4.3(4) . . . . ? C8 C9 C10 N11 -176.5(4) . . . . ? C1 C9 C10 N11 1.2(4) . . . . ? C8 C9 C10 C15 1.3(6) . . . . ? C1 C9 C10 C15 179.0(3) . . . . ? N11 C12 C13 C14 1.9(6) . . . . ? C12 C13 C14 C15 -0.8(6) . . . . ? N11 C10 C15 C14 0.6(5) . . . . ? C9 C10 C15 C14 -177.0(3) . . . . ? C13 C14 C15 C10 -0.4(5) . . . . ? N4 C16 C17 C22 -76.5(4) . . . . ? N4 C16 C17 C18 102.3(4) . . . . ? C22 C17 C18 C19 0.9(5) . . . . ? C16 C17 C18 C19 -178.0(3) . . . . ? C17 C18 C19 C20 0.2(6) . . . . ? C18 C19 C20 C21 -0.5(6) . . . . ? C19 C20 C21 C22 -0.2(6) . . . . ? C18 C17 C22 C21 -1.6(5) . . . . ? C16 C17 C22 C21 177.2(3) . . . . ? C20 C21 C22 C17 1.3(5) . . . . ? C27 C23 C24 C25 -2.9(4) . . . . ? Ru1 C23 C24 C25 -64.6(3) . . . . ? C27 C23 C24 Ru1 61.7(3) . . . . ? C23 C24 C25 C26 3.1(4) . . . . ? Ru1 C24 C25 C26 -62.9(2) . . . . ? C23 C24 C25 Ru1 66.0(3) . . . . ? C24 C25 C26 C27 -2.2(4) . . . . ? Ru1 C25 C26 C27 -64.0(2) . . . . ? C24 C25 C26 Ru1 61.8(3) . . . . ? C24 C23 C27 C26 1.5(4) . . . . ? Ru1 C23 C27 C26 61.5(2) . . . . ? C24 C23 C27 Ru1 -60.0(3) . . . . ? C25 C26 C27 C23 0.5(4) . . . . ? Ru1 C26 C27 C23 -62.3(3) . . . . ? C25 C26 C27 Ru1 62.8(2) . . . . ? O2 C5 N4 C3 179.9(4) . . . . ? C6 C5 N4 C3 -0.1(4) . . . . ? O2 C5 N4 C16 -3.6(5) . . . . ? C6 C5 N4 C16 176.4(3) . . . . ? O1 C3 N4 C5 176.5(3) . . . . ? C2 C3 N4 C5 -1.5(4) . . . . ? O1 C3 N4 C16 -0.1(5) . . . . ? C2 C3 N4 C16 -178.1(3) . . . . ? C17 C16 N4 C5 -81.9(4) . . . . ? C17 C16 N4 C3 94.1(4) . . . . ? C13 C12 N11 C10 -1.7(5) . . . . ? C13 C12 N11 Ru1 174.1(3) . . . . ? C15 C10 N11 C12 0.4(5) . . . . ? C9 C10 N11 C12 178.3(3) . . . . ? C15 C10 N11 Ru1 -175.6(2) . . . . ? C9 C10 N11 Ru1 2.4(4) . . . . ? O100 C100 Ru1 C1 99(9) . . . . ? O100 C100 Ru1 N11 178(100) . . . . ? O100 C100 Ru1 C24 -8(9) . . . . ? O100 C100 Ru1 C25 -45(9) . . . . ? O100 C100 Ru1 C26 -76(9) . . . . ? O100 C100 Ru1 C23 3(9) . . . . ? O100 C100 Ru1 C27 -69(9) . . . . ? C2 C1 Ru1 C100 -85.4(3) . . . . ? C9 C1 Ru1 C100 98.4(3) . . . . ? C2 C1 Ru1 N11 -179.7(4) . . . . ? C9 C1 Ru1 N11 4.2(3) . . . . ? C2 C1 Ru1 C24 23.7(4) . . . . ? C9 C1 Ru1 C24 -152.5(3) . . . . ? C2 C1 Ru1 C25 14.4(5) . . . . ? C9 C1 Ru1 C25 -161.8(3) . . . . ? C2 C1 Ru1 C26 86.5(5) . . . . ? C9 C1 Ru1 C26 -89.7(4) . . . . ? C2 C1 Ru1 C23 58.7(3) . . . . ? C9 C1 Ru1 C23 -117.5(3) . . . . ? C2 C1 Ru1 C27 89.3(4) . . . . ? C9 C1 Ru1 C27 -86.8(3) . . . . ? C12 N11 Ru1 C100 92.1(3) . . . . ? C10 N11 Ru1 C100 -92.0(3) . . . . ? C12 N11 Ru1 C1 -179.5(3) . . . . ? C10 N11 Ru1 C1 -3.6(2) . . . . ? C12 N11 Ru1 C24 -73.7(5) . . . . ? C10 N11 Ru1 C24 102.1(4) . . . . ? C12 N11 Ru1 C25 -11.5(4) . . . . ? C10 N11 Ru1 C25 164.3(2) . . . . ? C12 N11 Ru1 C26 -28.1(3) . . . . ? C10 N11 Ru1 C26 147.7(3) . . . . ? C12 N11 Ru1 C23 -91.4(3) . . . . ? C10 N11 Ru1 C23 84.4(3) . . . . ? C12 N11 Ru1 C27 -64.9(3) . . . . ? C10 N11 Ru1 C27 110.9(3) . . . . ? C23 C24 Ru1 C100 169.1(3) . . . . ? C25 C24 Ru1 C100 -75.9(3) . . . . ? C23 C24 Ru1 C1 74.1(3) . . . . ? C25 C24 Ru1 C1 -171.0(2) . . . . ? C23 C24 Ru1 N11 -25.8(5) . . . . ? C25 C24 Ru1 N11 89.1(4) . . . . ? C23 C24 Ru1 C25 -114.9(4) . . . . ? C23 C24 Ru1 C26 -77.8(3) . . . . ? C25 C24 Ru1 C26 37.1(2) . . . . ? C25 C24 Ru1 C23 114.9(4) . . . . ? C23 C24 Ru1 C27 -35.8(2) . . . . ? C25 C24 Ru1 C27 79.1(2) . . . . ? C26 C25 Ru1 C100 -130.3(2) . . . . ? C24 C25 Ru1 C100 112.2(2) . . . . ? C26 C25 Ru1 C1 132.2(3) . . . . ? C24 C25 Ru1 C1 14.7(4) . . . . ? C26 C25 Ru1 N11 -27.6(3) . . . . ? C24 C25 Ru1 N11 -145.1(2) . . . . ? C26 C25 Ru1 C24 117.5(3) . . . . ? C24 C25 Ru1 C26 -117.5(3) . . . . ? C26 C25 Ru1 C23 79.4(2) . . . . ? C24 C25 Ru1 C23 -38.1(2) . . . . ? C26 C25 Ru1 C27 38.1(2) . . . . ? C24 C25 Ru1 C27 -79.4(2) . . . . ? C25 C26 Ru1 C100 59.6(3) . . . . ? C27 C26 Ru1 C100 175.1(2) . . . . ? C25 C26 Ru1 C1 -111.2(4) . . . . ? C27 C26 Ru1 C1 4.4(4) . . . . ? C25 C26 Ru1 N11 161.0(2) . . . . ? C27 C26 Ru1 N11 -83.4(2) . . . . ? C25 C26 Ru1 C24 -37.5(2) . . . . ? C27 C26 Ru1 C24 78.0(2) . . . . ? C27 C26 Ru1 C25 115.6(3) . . . . ? C25 C26 Ru1 C23 -79.2(2) . . . . ? C27 C26 Ru1 C23 36.4(2) . . . . ? C25 C26 Ru1 C27 -115.6(3) . . . . ? C27 C23 Ru1 C100 -136.8(3) . . . . ? C24 C23 Ru1 C100 -17.7(4) . . . . ? C27 C23 Ru1 C1 128.2(2) . . . . ? C24 C23 Ru1 C1 -112.7(3) . . . . ? C27 C23 Ru1 N11 49.3(3) . . . . ? C24 C23 Ru1 N11 168.4(2) . . . . ? C27 C23 Ru1 C24 -119.1(4) . . . . ? C27 C23 Ru1 C25 -79.9(2) . . . . ? C24 C23 Ru1 C25 39.1(3) . . . . ? C27 C23 Ru1 C26 -37.3(2) . . . . ? C24 C23 Ru1 C26 81.8(3) . . . . ? C24 C23 Ru1 C27 119.1(4) . . . . ? C23 C27 Ru1 C100 107.6(4) . . . . ? C26 C27 Ru1 C100 -10.2(5) . . . . ? C23 C27 Ru1 C1 -60.0(2) . . . . ? C26 C27 Ru1 C1 -177.7(2) . . . . ? C23 C27 Ru1 N11 -139.7(2) . . . . ? C26 C27 Ru1 N11 102.6(2) . . . . ? C23 C27 Ru1 C24 36.4(2) . . . . ? C26 C27 Ru1 C24 -81.4(3) . . . . ? C23 C27 Ru1 C25 79.4(2) . . . . ? C26 C27 Ru1 C25 -38.4(2) . . . . ? C23 C27 Ru1 C26 117.8(3) . . . . ? C26 C27 Ru1 C23 -117.8(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.459 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.064 data_sb204 _database_code_depnum_ccdc_archive 'CCDC 861335' #TrackingRef 'web_deposit_cif_file_1_KlausHarms_1325862254.sb204.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C464 H500 Cl56 Ir8 N16 O16 P16' _chemical_formula_sum 'C57.63 H45.63 Cl5.88 Ir N2 O2 P2' _chemical_formula_weight 1260.49 _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _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' '-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 9.3488(3) _cell_length_b 24.1361(8) _cell_length_c 49.146(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 11089.6(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13768 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 25 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5026 _exptl_absorpt_coefficient_mu 2.792 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6515 _exptl_absorpt_correction_T_max 0.7213 _exptl_absorpt_process_details ; ; _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31686 _diffrn_reflns_av_R_equivalents 0.1349 _diffrn_reflns_av_sigmaI/netI 0.1463 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 58 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9746 _reflns_number_gt 5162 _reflns_threshold_expression >2\s(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-AREA' _computing_structure_solution 'SIR2008 (Giacovazzo et al)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 3.2' _computing_publication_material 'WinGX publication routines (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^ > 2\s(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^)+(0.0339P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9746 _refine_ls_number_parameters 651 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.0962 _refine_ls_goodness_of_fit_ref 0.811 _refine_ls_restrained_S_all 0.811 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4941(10) 0.1905(3) 0.38091(15) 0.0331(19) Uani 1 1 d . . . C2 C 0.6183(10) 0.1738(3) 0.3672(2) 0.035(2) Uani 1 1 d . . . H2 H 0.7070 0.1712 0.3765 0.041 Uiso 1 1 calc R . . C3 C 0.6091(11) 0.1613(4) 0.33970(19) 0.039(2) Uani 1 1 d . . . C4 C 0.7218(13) 0.1423(3) 0.3206(2) 0.043(2) Uani 1 1 d . . . C6 C 0.5045(14) 0.1462(3) 0.2976(2) 0.055(3) Uani 1 1 d . . . C7 C 0.4775(13) 0.1639(3) 0.32601(18) 0.044(2) Uani 1 1 d . . . C8 C 0.3535(12) 0.1768(3) 0.3392(2) 0.049(3) Uani 1 1 d . . . H8 H 0.2641 0.1763 0.3300 0.059 Uiso 1 1 calc R . . C9 C 0.3630(11) 0.1907(3) 0.36653(19) 0.038(2) Uani 1 1 d . . . C10 C 0.2361(10) 0.2031(3) 0.3831(2) 0.039(2) Uani 1 1 d . . . C12 C 0.1488(10) 0.2225(3) 0.4270(2) 0.045(3) Uani 1 1 d . . . H12 H 0.1673 0.2275 0.4458 0.054 Uiso 1 1 calc R . . C13 C 0.0105(11) 0.2250(3) 0.4179(3) 0.061(3) Uani 1 1 d . . . H13 H -0.0654 0.2320 0.4302 0.073 Uiso 1 1 calc R . . C14 C -0.0174(12) 0.2172(3) 0.3906(3) 0.067(3) Uani 1 1 d . . . H14 H -0.1127 0.2202 0.3840 0.080 Uiso 1 1 calc R . . C15 C 0.0925(10) 0.2049(4) 0.3728(2) 0.053(3) Uani 1 1 d . . . H15 H 0.0734 0.1978 0.3541 0.064 Uiso 1 1 calc R . . C16 C 0.7198(13) 0.1093(4) 0.2725(2) 0.060(3) Uani 1 1 d . . . H16A H 0.8153 0.1265 0.2703 0.072 Uiso 1 1 calc R . . H16B H 0.6629 0.1183 0.2561 0.072 Uiso 1 1 calc R . . C17 C 0.7379(13) 0.0457(4) 0.2743(2) 0.054(3) Uani 1 1 d . . . C18 C 0.6422(13) 0.0145(4) 0.2890(2) 0.066(3) Uani 1 1 d . . . H18 H 0.5665 0.0319 0.2987 0.079 Uiso 1 1 calc R . . C19 C 0.6573(15) -0.0431(4) 0.2896(3) 0.075(4) Uani 1 1 d . . . H19 H 0.5937 -0.0647 0.3003 0.090 Uiso 1 1 calc R . . C20 C 0.7596(15) -0.0682(4) 0.2753(2) 0.068(3) Uani 1 1 d . . . H20 H 0.7650 -0.1075 0.2749 0.082 Uiso 1 1 calc R . . C21 C 0.8600(15) -0.0363(4) 0.2607(2) 0.074(4) Uani 1 1 d . . . H21 H 0.9366 -0.0538 0.2513 0.089 Uiso 1 1 calc R . . C22 C 0.8458(13) 0.0209(4) 0.2601(2) 0.063(3) Uani 1 1 d . . . H22 H 0.9109 0.0427 0.2498 0.076 Uiso 1 1 calc R . . C23 C 0.6268(9) 0.3142(3) 0.37730(19) 0.033(2) Uani 1 1 d . . . C24 C 0.7688(11) 0.3288(3) 0.3775(2) 0.043(2) Uani 1 1 d . . . H24 H 0.8147 0.3367 0.3943 0.052 Uiso 1 1 calc R . . C25 C 0.8461(12) 0.3320(4) 0.3535(2) 0.057(3) Uani 1 1 d . . . H25 H 0.9451 0.3409 0.3540 0.068 Uiso 1 1 calc R . . C26 C 0.7806(13) 0.3224(4) 0.3286(3) 0.060(3) Uani 1 1 d . . . H26 H 0.8339 0.3245 0.3122 0.072 Uiso 1 1 calc R . . C27 C 0.6364(14) 0.3097(3) 0.3281(2) 0.054(3) Uani 1 1 d . . . H27 H 0.5891 0.3043 0.3112 0.065 Uiso 1 1 calc R . . C28 C 0.5603(11) 0.3050(3) 0.35237(19) 0.044(2) Uani 1 1 d . . . H28 H 0.4618 0.2953 0.3519 0.052 Uiso 1 1 calc R . . C29 C 0.3685(10) 0.3484(3) 0.4060(2) 0.039(2) Uani 1 1 d . . . C30 C 0.3425(10) 0.3837(3) 0.3840(2) 0.048(3) Uani 1 1 d . . . H30 H 0.4119 0.3873 0.3700 0.058 Uiso 1 1 calc R . . C31 C 0.2152(11) 0.4135(4) 0.3825(2) 0.050(3) Uani 1 1 d . . . H31 H 0.1981 0.4370 0.3673 0.060 Uiso 1 1 calc R . . C32 C 0.1142(10) 0.4095(4) 0.4026(2) 0.045(2) Uani 1 1 d . . . H32 H 0.0274 0.4298 0.4014 0.054 Uiso 1 1 calc R . . C33 C 0.1405(10) 0.3750(3) 0.4250(2) 0.045(3) Uani 1 1 d . . . H33 H 0.0724 0.3720 0.4392 0.054 Uiso 1 1 calc R . . C34 C 0.2663(10) 0.3456(3) 0.4260(2) 0.040(2) Uani 1 1 d . . . H34 H 0.2832 0.3223 0.4412 0.048 Uiso 1 1 calc R . . C35 C 0.6373(9) 0.3411(3) 0.43360(19) 0.034(2) Uani 1 1 d . . . C36 C 0.6490(9) 0.3998(3) 0.43145(19) 0.035(2) Uani 1 1 d . . . H36 H 0.5934 0.4193 0.4184 0.042 Uiso 1 1 calc R . . C37 C 0.7425(10) 0.4285(3) 0.4486(2) 0.046(3) Uani 1 1 d . . . H37 H 0.7504 0.4677 0.4472 0.055 Uiso 1 1 calc R . . C38 C 0.8233(9) 0.4000(3) 0.4674(2) 0.041(2) Uani 1 1 d . . . H38 H 0.8866 0.4199 0.4790 0.049 Uiso 1 1 calc R . . C39 C 0.8137(10) 0.3428(3) 0.4697(2) 0.042(2) Uani 1 1 d . . . H39 H 0.8694 0.3236 0.4829 0.051 Uiso 1 1 calc R . . C40 C 0.7219(9) 0.3140(3) 0.45263(18) 0.036(2) Uani 1 1 d . . . H40 H 0.7169 0.2748 0.4540 0.043 Uiso 1 1 calc R . . C41 C 0.6010(9) 0.1063(3) 0.46349(17) 0.032(2) Uani 1 1 d . . . C42 C 0.6869(9) 0.1468(3) 0.47539(18) 0.034(2) Uani 1 1 d . . . H42 H 0.6874 0.1831 0.4679 0.041 Uiso 1 1 calc R . . C43 C 0.7718(10) 0.1357(3) 0.49793(18) 0.038(2) Uani 1 1 d . . . H43 H 0.8310 0.1638 0.5054 0.045 Uiso 1 1 calc R . . C44 C 0.7695(10) 0.0831(3) 0.50951(19) 0.037(2) Uani 1 1 d . . . H44 H 0.8257 0.0753 0.5251 0.044 Uiso 1 1 calc R . . C45 C 0.6836(9) 0.0416(3) 0.49797(18) 0.035(2) Uani 1 1 d . . . H45 H 0.6829 0.0055 0.5057 0.043 Uiso 1 1 calc R . . C46 C 0.6000(9) 0.0529(3) 0.47544(18) 0.034(2) Uani 1 1 d . . . H46 H 0.5413 0.0246 0.4679 0.041 Uiso 1 1 calc R . . C47 C 0.5728(10) 0.0743(3) 0.40772(18) 0.035(2) Uani 1 1 d . . . C48 C 0.4916(13) 0.0597(3) 0.38511(18) 0.049(3) Uani 1 1 d . . . H48 H 0.3950 0.0715 0.3837 0.059 Uiso 1 1 calc R . . C49 C 0.5518(14) 0.0277(4) 0.3646(2) 0.058(3) Uani 1 1 d . . . H49 H 0.4961 0.0176 0.3492 0.070 Uiso 1 1 calc R . . C50 C 0.6881(15) 0.0110(4) 0.3665(2) 0.063(3) Uani 1 1 d . . . H50 H 0.7277 -0.0113 0.3524 0.076 Uiso 1 1 calc R . . C51 C 0.7721(14) 0.0254(4) 0.3884(2) 0.062(3) Uani 1 1 d . . . H51 H 0.8687 0.0134 0.3896 0.074 Uiso 1 1 calc R . . C52 C 0.7122(10) 0.0584(3) 0.4092(2) 0.042(2) Uani 1 1 d . . . H52 H 0.7693 0.0695 0.4242 0.050 Uiso 1 1 calc R . . C53 C 0.3226(9) 0.0877(3) 0.44282(19) 0.034(2) Uani 1 1 d . . . C54 C 0.2704(10) 0.0380(3) 0.43200(18) 0.038(2) Uani 1 1 d . . . H54 H 0.3250 0.0185 0.4188 0.045 Uiso 1 1 calc R . . C55 C 0.1393(11) 0.0170(4) 0.44040(19) 0.044(2) Uani 1 1 d . . . H55 H 0.1044 -0.0166 0.4328 0.053 Uiso 1 1 calc R . . C56 C 0.0603(11) 0.0445(4) 0.4594(2) 0.051(3) Uani 1 1 d . . . H56 H -0.0304 0.0305 0.4648 0.062 Uiso 1 1 calc R . . C57 C 0.1128(10) 0.0927(4) 0.4709(2) 0.044(2) Uani 1 1 d . . . H57 H 0.0594 0.1109 0.4847 0.053 Uiso 1 1 calc R . . C58 C 0.2399(9) 0.1144(3) 0.4627(2) 0.039(2) Uani 1 1 d . . . H58 H 0.2731 0.1480 0.4705 0.047 Uiso 1 1 calc R . . C100 C 0.4346(14) 0.5348(4) 0.3259(3) 0.061(4) Uani 0.873(6) 1 d P . . H100 H 0.5245 0.5554 0.3216 0.074 Uiso 0.873(6) 1 calc PR . . C200 C 0.1863(18) 0.2445(6) 0.2759(3) 0.069(5) Uani 0.757(6) 1 d P . . H200 H 0.2686 0.2180 0.2758 0.083 Uiso 0.757(6) 1 calc PR . . N5 N 0.6509(11) 0.1331(3) 0.29593(17) 0.052(2) Uani 1 1 d . . . N11 N 0.2625(8) 0.2128(3) 0.40957(15) 0.0431(19) Uani 1 1 d . . . O1 O 0.8480(8) 0.1346(3) 0.32455(14) 0.0495(17) Uani 1 1 d . . . O2 O 0.4207(9) 0.1425(3) 0.27858(14) 0.061(2) Uani 1 1 d . . . Cl1 Cl 0.4328(2) 0.24100(7) 0.46770(5) 0.0378(5) Uani 1 1 d . . . Cl2 Cl 0.3785(4) 0.55465(13) 0.35855(8) 0.0696(12) Uani 0.873(6) 1 d P . . Cl3 Cl 0.3078(4) 0.55284(19) 0.30197(9) 0.0933(15) Uani 0.873(6) 1 d P . . Cl4 Cl 0.4750(5) 0.46377(13) 0.32623(7) 0.0922(16) Uani 0.873(6) 1 d P . . Cl5 Cl 0.2378(6) 0.30300(18) 0.29490(10) 0.0990(19) Uani 0.757(6) 1 d P . . Cl6 Cl 0.1507(7) 0.26377(19) 0.24183(10) 0.115(2) Uani 0.757(6) 1 d P . . Cl7 Cl 0.0418(4) 0.21087(17) 0.29009(7) 0.0701(13) Uani 0.757(6) 1 d P . . Ir1 Ir 0.48294(3) 0.211949(11) 0.420181(7) 0.03188(10) Uani 1 1 d . . . H1IR H 0.6539 0.2086 0.4227 0.048 Uiso 1 1 d R . . P1 P 0.5275(3) 0.30469(7) 0.40905(4) 0.0328(5) Uani 1 1 d . . . P2 P 0.4922(3) 0.11954(7) 0.43377(4) 0.0334(5) Uani 1 1 d . . . _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.040(5) 0.021(3) 0.038(4) 0.000(3) -0.001(5) -0.004(4) C2 0.047(6) 0.012(4) 0.044(6) 0.002(4) -0.002(5) -0.005(3) C3 0.057(7) 0.029(5) 0.032(6) 0.000(4) 0.005(5) -0.005(4) C4 0.068(8) 0.025(4) 0.038(6) 0.007(4) -0.002(6) -0.003(5) C6 0.074(8) 0.034(4) 0.055(7) 0.008(4) -0.003(7) -0.007(5) C7 0.070(7) 0.029(4) 0.035(5) 0.006(3) -0.006(6) -0.013(5) C8 0.055(7) 0.020(5) 0.072(9) 0.008(5) -0.007(6) -0.005(4) C9 0.067(7) 0.015(4) 0.033(6) 0.001(4) -0.006(5) 0.001(4) C10 0.049(6) 0.014(4) 0.055(6) -0.001(4) -0.007(5) -0.001(4) C12 0.048(6) 0.022(5) 0.066(8) -0.004(4) 0.011(5) -0.001(4) C13 0.035(6) 0.037(5) 0.111(9) -0.007(6) 0.009(8) 0.001(4) C14 0.042(6) 0.026(4) 0.133(11) -0.009(6) -0.004(8) 0.004(5) C15 0.046(6) 0.030(5) 0.084(8) -0.001(5) -0.019(6) 0.008(4) C16 0.099(9) 0.029(5) 0.051(7) 0.003(5) 0.014(7) -0.013(5) C17 0.073(8) 0.044(6) 0.045(6) 0.015(5) -0.003(6) -0.008(6) C18 0.075(8) 0.041(6) 0.082(9) 0.005(6) 0.015(7) 0.000(5) C19 0.103(10) 0.046(7) 0.075(9) 0.014(6) 0.000(8) 0.008(7) C20 0.101(10) 0.041(6) 0.062(8) 0.004(6) 0.011(8) 0.011(6) C21 0.113(11) 0.050(6) 0.059(8) -0.011(6) 0.010(8) 0.017(7) C22 0.076(8) 0.051(6) 0.062(8) 0.012(6) 0.018(7) 0.016(6) C23 0.033(5) 0.020(4) 0.046(6) 0.002(4) 0.007(5) 0.001(3) C24 0.051(7) 0.027(4) 0.050(7) 0.004(4) 0.015(5) 0.008(4) C25 0.040(6) 0.062(7) 0.068(8) 0.009(6) 0.004(6) 0.001(5) C26 0.055(8) 0.053(6) 0.072(9) 0.015(6) 0.017(7) 0.006(5) C27 0.097(9) 0.026(4) 0.040(6) 0.006(4) 0.010(6) -0.004(5) C28 0.052(6) 0.023(4) 0.056(6) -0.001(4) -0.004(5) -0.004(4) C29 0.045(6) 0.027(4) 0.045(6) -0.003(4) -0.007(5) 0.004(4) C30 0.045(6) 0.031(5) 0.069(8) 0.007(5) 0.003(6) 0.005(4) C31 0.057(7) 0.036(5) 0.058(7) 0.008(5) 0.002(6) 0.006(5) C32 0.036(6) 0.040(5) 0.059(7) -0.003(5) -0.003(5) 0.009(4) C33 0.048(6) 0.033(5) 0.054(7) -0.006(4) 0.004(5) 0.005(4) C34 0.046(6) 0.025(4) 0.049(7) -0.003(4) 0.000(5) 0.003(4) C35 0.041(5) 0.019(4) 0.041(6) -0.005(4) 0.002(5) -0.006(4) C36 0.049(6) 0.012(4) 0.045(5) -0.002(3) 0.001(5) -0.003(3) C37 0.054(6) 0.015(4) 0.069(7) -0.005(4) -0.011(6) 0.008(4) C38 0.039(5) 0.024(4) 0.059(7) -0.008(4) -0.005(5) -0.011(4) C39 0.051(6) 0.031(5) 0.045(6) 0.005(4) -0.003(5) -0.001(4) C40 0.038(6) 0.030(4) 0.038(6) -0.008(4) 0.004(5) 0.000(4) C41 0.048(6) 0.021(4) 0.029(5) 0.001(3) 0.001(4) 0.003(4) C42 0.050(6) 0.017(4) 0.035(5) 0.000(4) 0.004(5) -0.003(4) C43 0.052(6) 0.021(4) 0.041(6) -0.001(4) -0.007(5) -0.014(4) C44 0.041(6) 0.033(4) 0.037(6) -0.005(4) 0.007(4) 0.006(4) C45 0.042(5) 0.021(4) 0.043(6) -0.003(4) 0.006(5) 0.005(4) C46 0.036(5) 0.023(4) 0.045(6) 0.000(4) 0.006(5) 0.000(3) C47 0.050(6) 0.013(3) 0.043(5) -0.001(3) 0.004(5) 0.002(3) C48 0.072(7) 0.022(4) 0.053(6) -0.003(4) 0.018(7) -0.010(5) C49 0.085(9) 0.037(5) 0.052(7) 0.005(5) 0.015(6) -0.018(5) C50 0.101(10) 0.042(6) 0.046(8) 0.006(5) 0.033(7) 0.006(6) C51 0.086(9) 0.044(6) 0.056(8) 0.020(5) 0.025(7) 0.017(6) C52 0.050(6) 0.033(5) 0.044(6) 0.007(4) 0.012(5) 0.011(4) C53 0.033(5) 0.025(4) 0.045(6) 0.010(4) -0.002(5) 0.004(4) C54 0.047(6) 0.029(4) 0.037(5) 0.001(4) -0.013(5) -0.010(4) C55 0.062(7) 0.034(5) 0.036(6) 0.002(4) 0.002(5) -0.012(5) C56 0.042(6) 0.049(5) 0.064(7) 0.019(5) -0.011(5) -0.018(4) C57 0.045(6) 0.035(5) 0.053(6) 0.004(4) 0.007(5) -0.002(4) C58 0.030(5) 0.031(4) 0.056(6) 0.006(4) 0.008(5) 0.001(4) C100 0.063(9) 0.036(6) 0.086(10) 0.012(6) 0.008(7) 0.003(5) C200 0.083(12) 0.075(10) 0.049(10) 0.009(8) -0.022(9) -0.003(9) N5 0.082(7) 0.044(5) 0.032(5) -0.003(4) -0.004(5) -0.009(4) N11 0.049(5) 0.019(3) 0.062(5) 0.002(4) 0.001(4) -0.002(4) O1 0.059(5) 0.046(4) 0.044(4) -0.003(3) 0.005(4) -0.003(3) O2 0.091(6) 0.057(4) 0.034(4) 0.000(3) -0.010(4) -0.007(4) Cl1 0.0451(14) 0.0217(9) 0.0465(13) -0.0021(9) 0.0056(11) 0.0007(8) Cl2 0.067(2) 0.065(2) 0.076(3) -0.0014(18) 0.0036(19) 0.0121(16) Cl3 0.078(3) 0.125(4) 0.077(3) 0.003(2) -0.016(2) 0.016(2) Cl4 0.141(4) 0.0524(17) 0.083(2) 0.0140(16) 0.045(3) 0.015(2) Cl5 0.124(4) 0.076(3) 0.097(4) -0.002(3) -0.031(3) -0.029(3) Cl6 0.200(6) 0.078(3) 0.066(3) 0.027(2) -0.032(4) -0.048(3) Cl7 0.066(2) 0.081(2) 0.063(2) 0.006(2) -0.0073(19) -0.005(2) Ir1 0.03520(18) 0.01851(12) 0.04193(17) -0.00029(15) -0.0001(2) -0.00010(15) P1 0.0379(13) 0.0192(8) 0.0412(12) 0.0016(7) -0.0013(12) 0.0005(9) P2 0.0372(13) 0.0186(8) 0.0442(12) 0.0022(8) 0.0000(12) 0.0004(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.401(12) . ? C1 C9 1.414(12) . ? C1 Ir1 2.001(8) . ? C2 C3 1.388(12) . ? C2 H2 0.9500 . ? C3 C7 1.403(13) . ? C3 C4 1.484(14) . ? C4 O1 1.211(11) . ? C4 N5 1.400(12) . ? C6 O2 1.222(12) . ? C6 N5 1.407(14) . ? C6 C7 1.483(13) . ? C7 C8 1.363(14) . ? C8 C9 1.388(13) . ? C8 H8 0.9500 . ? C9 C10 1.468(13) . ? C10 N11 1.347(11) . ? C10 C15 1.435(12) . ? C12 C13 1.369(13) . ? C12 N11 1.384(11) . ? C12 H12 0.9500 . ? C13 C14 1.379(15) . ? C13 H13 0.9500 . ? C14 C15 1.382(14) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 N5 1.440(12) . ? C16 C17 1.546(13) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C22 1.365(14) . ? C17 C18 1.376(14) . ? C18 C19 1.397(14) . ? C18 H18 0.9500 . ? C19 C20 1.332(16) . ? C19 H19 0.9500 . ? C20 C21 1.411(16) . ? C20 H20 0.9500 . ? C21 C22 1.386(14) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.374(12) . ? C23 C28 1.392(12) . ? C23 P1 1.830(9) . ? C24 C25 1.388(13) . ? C24 H24 0.9500 . ? C25 C26 1.386(15) . ? C25 H25 0.9500 . ? C26 C27 1.383(15) . ? C26 H26 0.9500 . ? C27 C28 1.392(13) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 C34 1.371(12) . ? C29 C30 1.399(13) . ? C29 P1 1.830(9) . ? C30 C31 1.394(13) . ? C30 H30 0.9500 . ? C31 C32 1.369(13) . ? C31 H31 0.9500 . ? C32 C33 1.401(13) . ? C32 H32 0.9500 . ? C33 C34 1.374(12) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C40 1.389(12) . ? C35 C36 1.424(10) . ? C35 P1 1.811(9) . ? C36 C37 1.398(12) . ? C36 H36 0.9500 . ? C37 C38 1.378(12) . ? C37 H37 0.9500 . ? C38 C39 1.389(11) . ? C38 H38 0.9500 . ? C39 C40 1.387(12) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C42 1.393(11) . ? C41 C46 1.417(10) . ? C41 P2 1.808(9) . ? C42 C43 1.389(12) . ? C42 H42 0.9500 . ? C43 C44 1.392(11) . ? C43 H43 0.9500 . ? C44 C45 1.403(12) . ? C44 H44 0.9500 . ? C45 C46 1.383(12) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 C52 1.361(12) . ? C47 C48 1.392(12) . ? C47 P2 1.843(8) . ? C48 C49 1.389(13) . ? C48 H48 0.9500 . ? C49 C50 1.340(15) . ? C49 H49 0.9500 . ? C50 C51 1.379(16) . ? C50 H50 0.9500 . ? C51 C52 1.408(13) . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? C53 C54 1.401(11) . ? C53 C58 1.401(12) . ? C53 P2 1.817(9) . ? C54 C55 1.389(12) . ? C54 H54 0.9500 . ? C55 C56 1.363(13) . ? C55 H55 0.9500 . ? C56 C57 1.383(12) . ? C56 H56 0.9500 . ? C57 C58 1.359(12) . ? C57 H57 0.9500 . ? C58 H58 0.9500 . ? C100 Cl3 1.726(13) . ? C100 Cl2 1.755(13) . ? C100 Cl4 1.755(11) . ? C100 H100 1.0000 . ? C200 Cl7 1.722(16) . ? C200 Cl5 1.759(15) . ? C200 Cl6 1.771(15) . ? C200 H200 1.0000 . ? N11 Ir1 2.126(7) . ? Cl1 Ir1 2.483(2) . ? Ir1 P2 2.3300(17) . ? Ir1 P1 2.3417(18) . ? Ir1 H1IR 1.6052 . ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C9 118.6(7) . . ? C2 C1 Ir1 125.5(7) . . ? C9 C1 Ir1 115.8(7) . . ? C3 C2 C1 118.6(9) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C7 120.8(9) . . ? C2 C3 C4 129.7(10) . . ? C7 C3 C4 109.5(8) . . ? O1 C4 N5 125.2(10) . . ? O1 C4 C3 129.7(10) . . ? N5 C4 C3 105.1(9) . . ? O2 C6 N5 124.3(10) . . ? O2 C6 C7 129.2(11) . . ? N5 C6 C7 106.5(10) . . ? C8 C7 C3 121.8(8) . . ? C8 C7 C6 131.1(11) . . ? C3 C7 C6 106.8(10) . . ? C7 C8 C9 117.4(10) . . ? C7 C8 H8 121.3 . . ? C9 C8 H8 121.3 . . ? C8 C9 C1 122.6(9) . . ? C8 C9 C10 122.2(9) . . ? C1 C9 C10 115.1(8) . . ? N11 C10 C15 120.4(9) . . ? N11 C10 C9 115.0(8) . . ? C15 C10 C9 124.6(9) . . ? C13 C12 N11 122.0(10) . . ? C13 C12 H12 119.0 . . ? N11 C12 H12 119.0 . . ? C12 C13 C14 119.4(11) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C13 C14 C15 120.2(10) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 118.7(10) . . ? C14 C15 H15 120.7 . . ? C10 C15 H15 120.7 . . ? N5 C16 C17 113.5(8) . . ? N5 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 . . ? N5 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C22 C17 C18 120.6(10) . . ? C22 C17 C16 119.1(9) . . ? C18 C17 C16 120.2(10) . . ? C17 C18 C19 119.4(11) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C20 C19 C18 120.9(12) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 119.9(11) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C22 C21 C20 119.3(11) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? C17 C22 C21 119.8(11) . . ? C17 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C28 118.7(9) . . ? C24 C23 P1 121.0(8) . . ? C28 C23 P1 120.3(7) . . ? C23 C24 C25 120.7(10) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C26 C25 C24 120.8(10) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C27 C26 C25 118.8(11) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C26 C27 C28 120.1(11) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C23 C28 C27 120.8(9) . . ? C23 C28 H28 119.6 . . ? C27 C28 H28 119.6 . . ? C34 C29 C30 117.6(8) . . ? C34 C29 P1 118.7(7) . . ? C30 C29 P1 123.7(8) . . ? C31 C30 C29 120.1(10) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C32 C31 C30 121.0(10) . . ? C32 C31 H31 119.5 . . ? C30 C31 H31 119.5 . . ? C31 C32 C33 119.1(9) . . ? C31 C32 H32 120.4 . . ? C33 C32 H32 120.4 . . ? C34 C33 C32 119.0(9) . . ? C34 C33 H33 120.5 . . ? C32 C33 H33 120.5 . . ? C29 C34 C33 123.0(9) . . ? C29 C34 H34 118.5 . . ? C33 C34 H34 118.5 . . ? C40 C35 C36 118.3(8) . . ? C40 C35 P1 122.9(6) . . ? C36 C35 P1 118.5(7) . . ? C37 C36 C35 119.8(8) . . ? C37 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C38 C37 C36 119.9(7) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 121.1(9) . . ? C37 C38 H38 119.4 . . ? C39 C38 H38 119.4 . . ? C40 C39 C38 119.2(9) . . ? C40 C39 H39 120.4 . . ? C38 C39 H39 120.4 . . ? C39 C40 C35 121.7(8) . . ? C39 C40 H40 119.2 . . ? C35 C40 H40 119.2 . . ? C42 C41 C46 117.9(8) . . ? C42 C41 P2 122.6(6) . . ? C46 C41 P2 119.4(6) . . ? C43 C42 C41 121.9(7) . . ? C43 C42 H42 119.0 . . ? C41 C42 H42 119.0 . . ? C42 C43 C44 119.5(8) . . ? C42 C43 H43 120.2 . . ? C44 C43 H43 120.2 . . ? C43 C44 C45 119.6(9) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? C46 C45 C44 120.5(8) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C41 120.5(8) . . ? C45 C46 H46 119.8 . . ? C41 C46 H46 119.8 . . ? C52 C47 C48 119.5(9) . . ? C52 C47 P2 121.5(7) . . ? C48 C47 P2 118.9(7) . . ? C49 C48 C47 120.0(11) . . ? C49 C48 H48 120.0 . . ? C47 C48 H48 120.0 . . ? C50 C49 C48 120.1(11) . . ? C50 C49 H49 119.9 . . ? C48 C49 H49 119.9 . . ? C49 C50 C51 121.3(11) . . ? C49 C50 H50 119.3 . . ? C51 C50 H50 119.3 . . ? C50 C51 C52 118.8(11) . . ? C50 C51 H51 120.6 . . ? C52 C51 H51 120.6 . . ? C47 C52 C51 120.2(10) . . ? C47 C52 H52 119.9 . . ? C51 C52 H52 119.9 . . ? C54 C53 C58 117.7(8) . . ? C54 C53 P2 125.0(7) . . ? C58 C53 P2 117.3(6) . . ? C55 C54 C53 120.4(9) . . ? C55 C54 H54 119.8 . . ? C53 C54 H54 119.8 . . ? C56 C55 C54 120.3(9) . . ? C56 C55 H55 119.8 . . ? C54 C55 H55 119.8 . . ? C55 C56 C57 119.8(9) . . ? C55 C56 H56 120.1 . . ? C57 C56 H56 120.1 . . ? C58 C57 C56 120.8(9) . . ? C58 C57 H57 119.6 . . ? C56 C57 H57 119.6 . . ? C57 C58 C53 120.9(9) . . ? C57 C58 H58 119.6 . . ? C53 C58 H58 119.6 . . ? Cl3 C100 Cl2 110.4(7) . . ? Cl3 C100 Cl4 113.6(7) . . ? Cl2 C100 Cl4 108.8(6) . . ? Cl3 C100 H100 107.9 . . ? Cl2 C100 H100 107.9 . . ? Cl4 C100 H100 107.9 . . ? Cl7 C200 Cl5 112.3(9) . . ? Cl7 C200 Cl6 111.0(9) . . ? Cl5 C200 Cl6 110.0(8) . . ? Cl7 C200 H200 107.8 . . ? Cl5 C200 H200 107.8 . . ? Cl6 C200 H200 107.8 . . ? C4 N5 C6 112.0(9) . . ? C4 N5 C16 123.0(10) . . ? C6 N5 C16 124.8(9) . . ? C10 N11 C12 119.1(8) . . ? C10 N11 Ir1 114.4(6) . . ? C12 N11 Ir1 126.5(6) . . ? C1 Ir1 N11 79.4(3) . . ? C1 Ir1 P2 91.5(2) . . ? N11 Ir1 P2 96.65(19) . . ? C1 Ir1 P1 90.8(2) . . ? N11 Ir1 P1 96.07(19) . . ? P2 Ir1 P1 167.28(8) . . ? C1 Ir1 Cl1 171.9(3) . . ? N11 Ir1 Cl1 92.6(2) . . ? P2 Ir1 Cl1 90.44(7) . . ? P1 Ir1 Cl1 89.04(7) . . ? C1 Ir1 H1IR 90.5 . . ? N11 Ir1 H1IR 169.9 . . ? P2 Ir1 H1IR 83.8 . . ? P1 Ir1 H1IR 83.6 . . ? Cl1 Ir1 H1IR 97.5 . . ? C35 P1 C29 103.6(4) . . ? C35 P1 C23 102.7(4) . . ? C29 P1 C23 105.7(4) . . ? C35 P1 Ir1 114.2(3) . . ? C29 P1 Ir1 115.2(3) . . ? C23 P1 Ir1 114.1(3) . . ? C41 P2 C53 102.6(4) . . ? C41 P2 C47 103.1(4) . . ? C53 P2 C47 106.1(4) . . ? C41 P2 Ir1 114.9(3) . . ? C53 P2 Ir1 116.2(3) . . ? C47 P2 Ir1 112.5(3) . . ? _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 C9 C1 C2 C3 3.6(11) . . . . ? Ir1 C1 C2 C3 -178.6(6) . . . . ? C1 C2 C3 C7 -1.6(12) . . . . ? C1 C2 C3 C4 -179.1(8) . . . . ? C2 C3 C4 O1 -1.9(16) . . . . ? C7 C3 C4 O1 -179.6(9) . . . . ? C2 C3 C4 N5 176.6(8) . . . . ? C7 C3 C4 N5 -1.1(9) . . . . ? C2 C3 C7 C8 -2.3(12) . . . . ? C4 C3 C7 C8 175.7(7) . . . . ? C2 C3 C7 C6 -177.9(7) . . . . ? C4 C3 C7 C6 0.1(9) . . . . ? O2 C6 C7 C8 5.3(15) . . . . ? N5 C6 C7 C8 -174.1(8) . . . . ? O2 C6 C7 C3 -179.6(9) . . . . ? N5 C6 C7 C3 1.0(9) . . . . ? C3 C7 C8 C9 3.8(12) . . . . ? C6 C7 C8 C9 178.3(8) . . . . ? C7 C8 C9 C1 -1.6(12) . . . . ? C7 C8 C9 C10 -177.5(7) . . . . ? C2 C1 C9 C8 -2.1(12) . . . . ? Ir1 C1 C9 C8 179.9(6) . . . . ? C2 C1 C9 C10 174.0(6) . . . . ? Ir1 C1 C9 C10 -3.9(9) . . . . ? C8 C9 C10 N11 176.5(7) . . . . ? C1 C9 C10 N11 0.3(10) . . . . ? C8 C9 C10 C15 -3.1(12) . . . . ? C1 C9 C10 C15 -179.3(7) . . . . ? N11 C12 C13 C14 0.7(12) . . . . ? C12 C13 C14 C15 2.3(13) . . . . ? C13 C14 C15 C10 -2.9(13) . . . . ? N11 C10 C15 C14 0.4(12) . . . . ? C9 C10 C15 C14 180.0(8) . . . . ? N5 C16 C17 C22 -154.2(11) . . . . ? N5 C16 C17 C18 29.0(15) . . . . ? C22 C17 C18 C19 0.8(18) . . . . ? C16 C17 C18 C19 177.6(11) . . . . ? C17 C18 C19 C20 -3(2) . . . . ? C18 C19 C20 C21 4(2) . . . . ? C19 C20 C21 C22 -4(2) . . . . ? C18 C17 C22 C21 -0.6(18) . . . . ? C16 C17 C22 C21 -177.4(11) . . . . ? C20 C21 C22 C17 2.0(19) . . . . ? C28 C23 C24 C25 -2.6(12) . . . . ? P1 C23 C24 C25 175.3(7) . . . . ? C23 C24 C25 C26 2.2(14) . . . . ? C24 C25 C26 C27 0.2(15) . . . . ? C25 C26 C27 C28 -2.1(14) . . . . ? C24 C23 C28 C27 0.8(12) . . . . ? P1 C23 C28 C27 -177.2(6) . . . . ? C26 C27 C28 C23 1.6(13) . . . . ? C34 C29 C30 C31 -1.3(13) . . . . ? P1 C29 C30 C31 176.7(7) . . . . ? C29 C30 C31 C32 0.7(15) . . . . ? C30 C31 C32 C33 0.4(15) . . . . ? C31 C32 C33 C34 -0.8(14) . . . . ? C30 C29 C34 C33 0.9(13) . . . . ? P1 C29 C34 C33 -177.2(7) . . . . ? C32 C33 C34 C29 0.2(13) . . . . ? C40 C35 C36 C37 -0.9(13) . . . . ? P1 C35 C36 C37 -174.4(7) . . . . ? C35 C36 C37 C38 0.2(14) . . . . ? C36 C37 C38 C39 0.1(15) . . . . ? C37 C38 C39 C40 0.5(15) . . . . ? C38 C39 C40 C35 -1.3(14) . . . . ? C36 C35 C40 C39 1.5(13) . . . . ? P1 C35 C40 C39 174.7(7) . . . . ? C46 C41 C42 C43 1.3(13) . . . . ? P2 C41 C42 C43 -178.9(7) . . . . ? C41 C42 C43 C44 -1.5(14) . . . . ? C42 C43 C44 C45 1.2(13) . . . . ? C43 C44 C45 C46 -0.9(13) . . . . ? C44 C45 C46 C41 0.8(13) . . . . ? C42 C41 C46 C45 -0.9(12) . . . . ? P2 C41 C46 C45 179.2(6) . . . . ? C52 C47 C48 C49 1.8(12) . . . . ? P2 C47 C48 C49 177.2(6) . . . . ? C47 C48 C49 C50 -0.2(13) . . . . ? C48 C49 C50 C51 -0.8(15) . . . . ? C49 C50 C51 C52 0.1(15) . . . . ? C48 C47 C52 C51 -2.5(12) . . . . ? P2 C47 C52 C51 -177.7(7) . . . . ? C50 C51 C52 C47 1.6(13) . . . . ? C58 C53 C54 C55 1.5(13) . . . . ? P2 C53 C54 C55 179.7(7) . . . . ? C53 C54 C55 C56 -0.5(14) . . . . ? C54 C55 C56 C57 -1.5(14) . . . . ? C55 C56 C57 C58 2.5(15) . . . . ? C56 C57 C58 C53 -1.5(14) . . . . ? C54 C53 C58 C57 -0.6(13) . . . . ? P2 C53 C58 C57 -178.9(7) . . . . ? O1 C4 N5 C6 -179.6(8) . . . . ? C3 C4 N5 C6 1.8(9) . . . . ? O1 C4 N5 C16 4.4(14) . . . . ? C3 C4 N5 C16 -174.2(8) . . . . ? O2 C6 N5 C4 178.8(8) . . . . ? C7 C6 N5 C4 -1.8(9) . . . . ? O2 C6 N5 C16 -5.3(14) . . . . ? C7 C6 N5 C16 174.1(7) . . . . ? C17 C16 N5 C4 77.9(12) . . . . ? C17 C16 N5 C6 -97.6(12) . . . . ? C15 C10 N11 C12 2.5(11) . . . . ? C9 C10 N11 C12 -177.1(7) . . . . ? C15 C10 N11 Ir1 -177.2(6) . . . . ? C9 C10 N11 Ir1 3.2(9) . . . . ? C13 C12 N11 C10 -3.1(11) . . . . ? C13 C12 N11 Ir1 176.6(6) . . . . ? C2 C1 Ir1 N11 -173.5(7) . . . . ? C9 C1 Ir1 N11 4.2(5) . . . . ? C2 C1 Ir1 P2 -77.1(6) . . . . ? C9 C1 Ir1 P2 100.7(5) . . . . ? C2 C1 Ir1 P1 90.4(6) . . . . ? C9 C1 Ir1 P1 -91.8(5) . . . . ? C2 C1 Ir1 Cl1 179(19) . . . . ? C9 C1 Ir1 Cl1 -3.2(18) . . . . ? C10 N11 Ir1 C1 -4.1(5) . . . . ? C12 N11 Ir1 C1 176.2(7) . . . . ? C10 N11 Ir1 P2 -94.4(5) . . . . ? C12 N11 Ir1 P2 85.9(6) . . . . ? C10 N11 Ir1 P1 85.5(5) . . . . ? C12 N11 Ir1 P1 -94.1(6) . . . . ? C10 N11 Ir1 Cl1 174.9(5) . . . . ? C12 N11 Ir1 Cl1 -4.8(6) . . . . ? C40 C35 P1 C29 144.2(8) . . . . ? C36 C35 P1 C29 -42.6(8) . . . . ? C40 C35 P1 C23 -105.9(8) . . . . ? C36 C35 P1 C23 67.3(8) . . . . ? C40 C35 P1 Ir1 18.2(9) . . . . ? C36 C35 P1 Ir1 -168.6(6) . . . . ? C34 C29 P1 C35 -78.5(7) . . . . ? C30 C29 P1 C35 103.5(8) . . . . ? C34 C29 P1 C23 173.9(7) . . . . ? C30 C29 P1 C23 -4.1(9) . . . . ? C34 C29 P1 Ir1 46.9(8) . . . . ? C30 C29 P1 Ir1 -131.1(7) . . . . ? C24 C23 P1 C35 19.0(7) . . . . ? C28 C23 P1 C35 -163.1(6) . . . . ? C24 C23 P1 C29 127.2(7) . . . . ? C28 C23 P1 C29 -54.8(7) . . . . ? C24 C23 P1 Ir1 -105.1(6) . . . . ? C28 C23 P1 Ir1 72.8(7) . . . . ? C1 Ir1 P1 C35 -143.5(4) . . . . ? N11 Ir1 P1 C35 137.1(4) . . . . ? P2 Ir1 P1 C35 -43.2(5) . . . . ? Cl1 Ir1 P1 C35 44.6(3) . . . . ? C1 Ir1 P1 C29 96.8(4) . . . . ? N11 Ir1 P1 C29 17.4(4) . . . . ? P2 Ir1 P1 C29 -162.9(4) . . . . ? Cl1 Ir1 P1 C29 -75.1(3) . . . . ? C1 Ir1 P1 C23 -25.8(4) . . . . ? N11 Ir1 P1 C23 -105.2(4) . . . . ? P2 Ir1 P1 C23 74.5(5) . . . . ? Cl1 Ir1 P1 C23 162.3(3) . . . . ? C42 C41 P2 C53 -134.7(7) . . . . ? C46 C41 P2 C53 45.1(8) . . . . ? C42 C41 P2 C47 115.2(7) . . . . ? C46 C41 P2 C47 -65.0(8) . . . . ? C42 C41 P2 Ir1 -7.6(8) . . . . ? C46 C41 P2 Ir1 172.3(6) . . . . ? C54 C53 P2 C41 -106.4(8) . . . . ? C58 C53 P2 C41 71.8(7) . . . . ? C54 C53 P2 C47 1.4(9) . . . . ? C58 C53 P2 C47 179.6(7) . . . . ? C54 C53 P2 Ir1 127.3(7) . . . . ? C58 C53 P2 Ir1 -54.5(8) . . . . ? C52 C47 P2 C41 -25.5(8) . . . . ? C48 C47 P2 C41 159.2(6) . . . . ? C52 C47 P2 C53 -133.0(7) . . . . ? C48 C47 P2 C53 51.7(7) . . . . ? C52 C47 P2 Ir1 98.9(7) . . . . ? C48 C47 P2 Ir1 -76.4(6) . . . . ? C1 Ir1 P2 C41 139.8(4) . . . . ? N11 Ir1 P2 C41 -140.7(4) . . . . ? P1 Ir1 P2 C41 39.6(5) . . . . ? Cl1 Ir1 P2 C41 -48.0(3) . . . . ? C1 Ir1 P2 C53 -100.3(4) . . . . ? N11 Ir1 P2 C53 -20.8(4) . . . . ? P1 Ir1 P2 C53 159.5(4) . . . . ? Cl1 Ir1 P2 C53 71.9(3) . . . . ? C1 Ir1 P2 C47 22.3(4) . . . . ? N11 Ir1 P2 C47 101.8(4) . . . . ? P1 Ir1 P2 C47 -78.0(5) . . . . ? Cl1 Ir1 P2 C47 -165.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.822 _refine_diff_density_min -2.740 _refine_diff_density_rms 0.162 data_multiscan2 _database_code_depnum_ccdc_archive 'CCDC 861336' #TrackingRef 'web_deposit_cif_file_2_KlausHarms_1325862254.multiscan.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H32 F6 N3 O3 P1 Ru1 S3' _chemical_formula_sum 'C25 H32 F6 N3 O3 P Ru S3' _chemical_formula_weight 764.76 _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.2192(9) _cell_length_b 10.9005(5) _cell_length_c 24.1706(9) _cell_angle_alpha 90.00 _cell_angle_beta 115.242(3) _cell_angle_gamma 90.00 _cell_volume 6010.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 15060 _cell_measurement_theta_min 4.4 _cell_measurement_theta_max 25 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3104 _exptl_absorpt_coefficient_mu 0.854 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7446 _exptl_absorpt_correction_T_max 0.8163 _exptl_absorpt_process_details ; ; _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'IPDS 2T' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14921 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 4.54 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5248 _reflns_number_gt 4099 _reflns_threshold_expression >2\s(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE CELL' _computing_data_reduction 'STOE INTEGRATE' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 3.2 (Crystal Impact)' _computing_publication_material 'WinGX publication routines (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^ > 2\s(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^)+(0.0697P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00075(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5248 _refine_ls_number_parameters 442 _refine_ls_number_restraints 129 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0991 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.59018(16) 0.1850(3) 0.01642(16) 0.0280(7) Uani 1 1 d . . . C2 C 0.53407(16) 0.1637(3) 0.01506(16) 0.0269(7) Uani 1 1 d . . . C3 C 0.48238(16) 0.1612(3) -0.03915(15) 0.0264(7) Uani 1 1 d . . . H3 H 0.4455 0.1467 -0.0386 0.032 Uiso 1 1 calc R . . C4 C 0.48692(16) 0.1805(3) -0.09349(16) 0.0285(8) Uani 1 1 d . . . C5 C 0.44165(16) 0.1816(3) -0.15705(16) 0.0303(8) Uani 1 1 d . . . C7 C 0.53104(16) 0.2215(3) -0.15808(16) 0.0306(8) Uani 1 1 d . . . C8 C 0.54105(16) 0.2026(3) -0.09354(16) 0.0286(8) Uani 1 1 d . . . C9 C 0.59201(16) 0.2041(3) -0.04051(16) 0.0293(8) Uani 1 1 d . . . H9 H 0.6285 0.2181 -0.0422 0.035 Uiso 1 1 calc R . . C10 C 0.53303(16) 0.1468(3) 0.07529(16) 0.0272(7) Uani 1 1 d . . . C12 C 0.59044(18) 0.1407(4) 0.18050(17) 0.0372(9) Uani 1 1 d . . . H12 H 0.6278 0.1461 0.2143 0.045 Uiso 1 1 calc R . . C13 C 0.54220(18) 0.1211(4) 0.19151(18) 0.0391(9) Uani 1 1 d . . . H13 H 0.5464 0.1127 0.2323 0.047 Uiso 1 1 calc R . . C14 C 0.48727(18) 0.1134(4) 0.14315(17) 0.0362(9) Uani 1 1 d . . . H14 H 0.4534 0.0986 0.1500 0.043 Uiso 1 1 calc R . . C15 C 0.48302(17) 0.1280(3) 0.08426(17) 0.0322(8) Uani 1 1 d . . . H15 H 0.4458 0.1250 0.0502 0.039 Uiso 1 1 calc R . . C16 C 0.70558(18) -0.0251(3) 0.03923(17) 0.0364(9) Uani 1 1 d . . . H16B H 0.7219 -0.1078 0.0397 0.044 Uiso 1 1 calc R . . H16A H 0.6758 -0.0088 -0.0029 0.044 Uiso 1 1 calc R . . C17 C 0.75372(18) 0.0674(4) 0.05543(19) 0.0384(9) Uani 1 1 d . . . H17A H 0.7659 0.0733 0.0217 0.046 Uiso 1 1 calc R . . H17B H 0.7880 0.0400 0.0926 0.046 Uiso 1 1 calc R . . C18 C 0.72886(18) -0.0763(3) 0.16287(17) 0.0376(9) Uani 1 1 d . . . H18A H 0.7213 -0.1624 0.1704 0.045 Uiso 1 1 calc R . . H18B H 0.7663 -0.0745 0.1589 0.045 Uiso 1 1 calc R . . C19 C 0.73477(19) 0.0001(4) 0.21623(17) 0.0391(9) Uani 1 1 d . . . H19B H 0.7717 -0.0225 0.2516 0.047 Uiso 1 1 calc R . . H19A H 0.7020 -0.0196 0.2270 0.047 Uiso 1 1 calc R . . C20 C 0.79283(17) 0.2636(4) 0.13935(18) 0.0408(10) Uani 1 1 d . . . H20A H 0.8285 0.2607 0.1319 0.049 Uiso 1 1 calc R . . H20B H 0.7874 0.3496 0.1491 0.049 Uiso 1 1 calc R . . C21 C 0.80262(18) 0.1843(4) 0.19419(18) 0.0408(9) Uani 1 1 d . . . H21B H 0.8330 0.2222 0.2314 0.049 Uiso 1 1 calc R . . H21A H 0.8169 0.1026 0.1889 0.049 Uiso 1 1 calc R . . C24 C 0.6453(2) 0.4700(4) 0.1094(2) 0.0468(11) Uani 1 1 d . . . C25 C 0.6401(3) 0.6047(4) 0.1103(3) 0.0773(17) Uani 1 1 d . . . H25A H 0.6610 0.6345 0.1523 0.116 Uiso 1 1 calc R . . H25B H 0.5986 0.6275 0.0944 0.116 Uiso 1 1 calc R . . H25C H 0.6572 0.6416 0.0846 0.116 Uiso 1 1 calc R . . C101 C 0.5362(5) 0.5113(7) -0.0607(5) 0.147(4) Uani 1 1 d . . . H10A H 0.5399 0.4450 -0.0313 0.176 Uiso 1 1 calc R . . H10B H 0.5237 0.5874 -0.0472 0.176 Uiso 1 1 calc R . . C102 C 0.5957(4) 0.5316(8) -0.0650(5) 0.140(4) Uani 1 1 d . . . H10C H 0.6166 0.4533 -0.0585 0.210 Uiso 1 1 calc R . . H10D H 0.6196 0.5904 -0.0336 0.210 Uiso 1 1 calc R . . H10E H 0.5881 0.5638 -0.1055 0.210 Uiso 1 1 calc R . . C103 C 0.4770(6) 0.5617(9) -0.1715(8) 0.290(12) Uani 1 1 d . . . H10F H 0.5084 0.5674 -0.1857 0.348 Uiso 1 1 calc R . . H10G H 0.4725 0.6432 -0.1558 0.348 Uiso 1 1 calc R . . C104 C 0.4222(3) 0.5257(5) -0.2219(3) 0.101(3) Uani 1 1 d . . . H10H H 0.4304 0.4886 -0.2543 0.151 Uiso 1 1 calc R . . H10I H 0.3974 0.5982 -0.2379 0.151 Uiso 1 1 calc R . . H10J H 0.4019 0.4661 -0.2074 0.151 Uiso 1 1 calc R . . N1 N 0.64913(14) 0.3685(3) 0.10829(14) 0.0374(8) Uani 1 1 d . . . N6 N 0.47170(14) 0.2044(3) -0.19294(15) 0.0334(7) Uani 1 1 d . . . N11 N 0.58712(13) 0.1528(3) 0.12341(13) 0.0301(7) Uani 1 1 d . . . O5 O 0.38874(12) 0.1663(2) -0.17722(11) 0.0374(6) Uani 1 1 d . . . O7 O 0.56649(11) 0.2456(3) -0.17839(11) 0.0368(6) Uani 1 1 d . . . O100 O 0.4918(3) 0.4757(6) -0.1256(3) 0.146(3) Uani 1 1 d . . . P1 P 0.68632(6) -0.12832(10) -0.12793(5) 0.0436(3) Uani 1 1 d D . . F1 F 0.6517(4) -0.1738(7) -0.0895(4) 0.0517(19) Uani 0.67(2) 1 d PDU A 1 F2 F 0.7151(5) -0.0193(6) -0.0817(4) 0.045(2) Uani 0.67(2) 1 d PDU A 1 F3 F 0.7414(3) -0.2107(6) -0.0880(3) 0.059(2) Uani 0.67(2) 1 d PDU A 1 F4 F 0.7213(4) -0.0804(6) -0.1664(4) 0.0479(18) Uani 0.67(2) 1 d PDU A 1 F5 F 0.6605(4) -0.2383(7) -0.1756(4) 0.059(2) Uani 0.67(2) 1 d PDU A 1 F6 F 0.6329(2) -0.0432(6) -0.1673(2) 0.0431(18) Uani 0.67(2) 1 d PDU A 1 S1 S 0.66976(4) -0.02415(8) 0.09100(4) 0.0288(2) Uani 1 1 d . . . S2 S 0.73013(4) 0.21912(8) 0.06936(4) 0.0308(2) Uani 1 1 d . . . S3 S 0.73505(4) 0.16643(8) 0.20374(4) 0.0328(2) Uani 1 1 d . . . Ru1 Ru 0.657991(12) 0.18235(3) 0.101565(12) 0.02680(13) Uani 1 1 d . . . F1A F 0.6632(11) -0.164(2) -0.0774(10) 0.110(10) Uani 0.33(2) 1 d PDU A 2 F2A F 0.7284(11) -0.034(2) -0.0813(9) 0.073(7) Uani 0.33(2) 1 d PDU A 2 F3A F 0.7318(12) -0.235(2) -0.1017(13) 0.168(13) Uani 0.33(2) 1 d PDU A 2 F4A F 0.7089(12) -0.099(2) -0.1778(10) 0.115(10) Uani 0.33(2) 1 d PDU A 2 F5A F 0.6370(14) -0.223(2) -0.1735(7) 0.097(8) Uani 0.33(2) 1 d PDU A 2 F6A F 0.6393(9) -0.0240(18) -0.1543(14) 0.151(12) Uani 0.33(2) 1 d PDU A 2 H6 H 0.454(2) 0.208(4) -0.231(2) 0.045(13) Uiso 1 1 d . . . _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0308(18) 0.0265(17) 0.0264(18) -0.0008(14) 0.0121(15) -0.0002(14) C2 0.0314(19) 0.0241(17) 0.0216(17) -0.0014(13) 0.0079(15) 0.0017(13) C3 0.0278(18) 0.0250(17) 0.0239(17) -0.0001(13) 0.0086(15) 0.0022(13) C4 0.0300(19) 0.0272(17) 0.0234(18) -0.0016(14) 0.0067(15) 0.0001(14) C5 0.033(2) 0.0315(18) 0.0237(18) 0.0007(15) 0.0093(16) 0.0032(16) C7 0.0306(19) 0.0342(19) 0.0206(17) 0.0006(14) 0.0048(16) 0.0014(15) C8 0.033(2) 0.0292(18) 0.0212(17) 0.0016(13) 0.0096(15) 0.0004(15) C9 0.0291(19) 0.0326(18) 0.0219(18) 0.0002(14) 0.0068(15) -0.0001(15) C10 0.0311(19) 0.0261(17) 0.0225(17) 0.0001(13) 0.0097(15) 0.0016(14) C12 0.037(2) 0.050(2) 0.0227(19) 0.0013(16) 0.0112(17) 0.0036(18) C13 0.044(2) 0.052(2) 0.0254(19) 0.0036(17) 0.0191(18) 0.0048(19) C14 0.040(2) 0.043(2) 0.031(2) -0.0001(17) 0.0198(18) 0.0019(17) C15 0.033(2) 0.0346(19) 0.0290(19) 0.0004(16) 0.0135(17) 0.0008(16) C16 0.046(2) 0.035(2) 0.031(2) -0.0058(16) 0.0186(18) -0.0006(17) C17 0.041(2) 0.041(2) 0.039(2) -0.0002(17) 0.0225(19) 0.0025(17) C18 0.037(2) 0.036(2) 0.028(2) 0.0073(15) 0.0027(17) -0.0009(16) C19 0.041(2) 0.044(2) 0.0269(19) 0.0060(16) 0.0097(18) 0.0022(17) C20 0.031(2) 0.049(2) 0.032(2) 0.0013(18) 0.0044(17) -0.0101(18) C21 0.033(2) 0.052(2) 0.031(2) -0.0059(18) 0.0079(18) -0.0056(18) C24 0.048(3) 0.039(3) 0.042(2) -0.0020(19) 0.009(2) 0.0142(19) C25 0.088(4) 0.038(3) 0.085(4) -0.002(3) 0.017(3) 0.013(3) C101 0.145(8) 0.072(5) 0.127(7) 0.003(5) -0.034(6) 0.014(5) C102 0.117(7) 0.107(6) 0.159(9) 0.033(6) 0.024(7) -0.020(6) C103 0.178(11) 0.095(7) 0.35(2) 0.104(10) -0.123(12) -0.028(7) C104 0.095(5) 0.054(3) 0.097(5) -0.008(3) -0.012(4) -0.001(3) N1 0.0342(18) 0.042(2) 0.0303(17) -0.0026(14) 0.0080(15) -0.0014(15) N6 0.0309(17) 0.0437(18) 0.0197(16) 0.0012(13) 0.0052(14) 0.0019(14) N11 0.0330(17) 0.0347(16) 0.0204(15) -0.0003(12) 0.0094(13) 0.0030(13) O5 0.0315(15) 0.0494(16) 0.0262(13) 0.0024(11) 0.0075(12) 0.0009(12) O7 0.0313(14) 0.0544(17) 0.0231(13) 0.0024(12) 0.0100(12) -0.0013(12) O100 0.155(6) 0.132(5) 0.099(4) -0.015(4) 0.005(4) 0.041(4) P1 0.0602(7) 0.0382(6) 0.0267(5) -0.0028(4) 0.0130(5) 0.0051(5) F1 0.059(3) 0.056(3) 0.031(3) -0.006(3) 0.011(3) -0.021(3) F2 0.065(5) 0.039(3) 0.033(3) -0.005(2) 0.023(3) -0.008(3) F3 0.073(4) 0.051(3) 0.037(3) 0.008(2) 0.010(2) 0.020(3) F4 0.057(3) 0.059(3) 0.032(4) -0.004(2) 0.023(3) 0.000(2) F5 0.087(4) 0.042(3) 0.048(3) -0.015(2) 0.027(3) -0.003(3) F6 0.037(3) 0.053(3) 0.033(3) 0.0054(19) 0.0081(18) 0.001(2) S1 0.0314(5) 0.0306(4) 0.0220(4) -0.0003(3) 0.0090(4) -0.0018(4) S2 0.0304(5) 0.0346(5) 0.0247(5) 0.0015(3) 0.0090(4) -0.0022(4) S3 0.0332(5) 0.0391(5) 0.0202(4) -0.0032(4) 0.0057(4) -0.0002(4) Ru1 0.02743(18) 0.03054(18) 0.01901(17) -0.00087(11) 0.00663(12) -0.00024(12) F1A 0.125(16) 0.159(17) 0.038(9) -0.035(8) 0.028(10) -0.098(12) F2A 0.039(8) 0.128(16) 0.044(8) -0.015(8) 0.012(5) -0.019(8) F3A 0.24(3) 0.104(13) 0.121(18) -0.008(12) 0.033(16) 0.113(16) F4A 0.123(16) 0.20(2) 0.016(6) -0.028(8) 0.028(8) -0.014(12) F5A 0.17(2) 0.068(9) 0.027(6) -0.017(6) 0.019(10) -0.033(12) F6A 0.075(11) 0.037(7) 0.28(3) 0.006(11) 0.019(13) 0.001(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C9 1.412(5) . ? C1 C2 1.421(5) . ? C1 Ru1 2.039(4) . ? C2 C3 1.400(5) . ? C2 C10 1.479(5) . ? C3 C4 1.382(5) . ? C3 H3 0.9500 . ? C4 C8 1.387(5) . ? C4 C5 1.472(5) . ? C5 O5 1.221(5) . ? C5 N6 1.396(5) . ? C7 O7 1.218(5) . ? C7 N6 1.382(5) . ? C7 C8 1.484(5) . ? C8 C9 1.375(5) . ? C9 H9 0.9500 . ? C10 N11 1.365(5) . ? C10 C15 1.383(5) . ? C12 N11 1.353(5) . ? C12 C13 1.368(6) . ? C12 H12 0.9500 . ? C13 C14 1.382(6) . ? C13 H13 0.9500 . ? C14 C15 1.390(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.496(5) . ? C16 S1 1.829(4) . ? C16 H16B 0.9900 . ? C16 H16A 0.9900 . ? C17 S2 1.836(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.489(6) . ? C18 S1 1.832(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 S3 1.838(4) . ? C19 H19B 0.9900 . ? C19 H19A 0.9900 . ? C20 C21 1.512(6) . ? C20 S2 1.821(4) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 S3 1.825(4) . ? C21 H21B 0.9900 . ? C21 H21A 0.9900 . ? C24 N1 1.112(5) . ? C24 C25 1.475(6) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C101 O100 1.538(10) . ? C101 C102 1.563(14) . ? C101 H10A 0.9900 . ? C101 H10B 0.9900 . ? C102 H10C 0.9800 . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C103 O100 1.376(13) . ? C103 C104 1.453(12) . ? C103 H10F 0.9900 . ? C103 H10G 0.9900 . ? C104 H10H 0.9800 . ? C104 H10I 0.9800 . ? C104 H10J 0.9800 . ? N1 Ru1 2.055(4) . ? N6 H6 0.83(5) . ? N11 Ru1 2.093(3) . ? P1 F2A 1.557(12) . ? P1 F3A 1.568(12) . ? P1 F6A 1.569(12) . ? P1 F4A 1.571(12) . ? P1 F6 1.578(5) . ? P1 F2 1.580(5) . ? P1 F3 1.589(5) . ? P1 F5 1.597(6) . ? P1 F1 1.601(6) . ? P1 F1A 1.608(12) . ? P1 F4 1.616(5) . ? P1 F5A 1.626(12) . ? S1 Ru1 2.2988(10) . ? S2 Ru1 2.2988(10) . ? S3 Ru1 2.4108(9) . ? _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 C9 C1 C2 116.6(3) . . ? C9 C1 Ru1 128.6(3) . . ? C2 C1 Ru1 114.8(3) . . ? C3 C2 C1 123.1(3) . . ? C3 C2 C10 121.2(3) . . ? C1 C2 C10 115.7(3) . . ? C4 C3 C2 117.7(3) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C3 C4 C8 120.5(3) . . ? C3 C4 C5 130.6(3) . . ? C8 C4 C5 108.9(3) . . ? O5 C5 N6 124.5(3) . . ? O5 C5 C4 130.1(3) . . ? N6 C5 C4 105.4(3) . . ? O7 C7 N6 125.0(3) . . ? O7 C7 C8 128.9(3) . . ? N6 C7 C8 106.1(3) . . ? C9 C8 C4 122.0(3) . . ? C9 C8 C7 130.6(4) . . ? C4 C8 C7 107.4(3) . . ? C8 C9 C1 120.0(3) . . ? C8 C9 H9 120.0 . . ? C1 C9 H9 120.0 . . ? N11 C10 C15 121.3(3) . . ? N11 C10 C2 113.7(3) . . ? C15 C10 C2 124.9(3) . . ? N11 C12 C13 122.7(4) . . ? N11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C12 C13 C14 119.9(4) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 118.1(4) . . ? C13 C14 H14 121.0 . . ? C15 C14 H14 121.0 . . ? C10 C15 C14 120.0(4) . . ? C10 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C17 C16 S1 113.5(3) . . ? C17 C16 H16B 108.9 . . ? S1 C16 H16B 108.9 . . ? C17 C16 H16A 108.9 . . ? S1 C16 H16A 108.9 . . ? H16B C16 H16A 107.7 . . ? C16 C17 S2 111.4(3) . . ? C16 C17 H17A 109.3 . . ? S2 C17 H17A 109.3 . . ? C16 C17 H17B 109.3 . . ? S2 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C19 C18 S1 112.8(3) . . ? C19 C18 H18A 109.0 . . ? S1 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? S1 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 S3 114.6(3) . . ? C18 C19 H19B 108.6 . . ? S3 C19 H19B 108.6 . . ? C18 C19 H19A 108.6 . . ? S3 C19 H19A 108.6 . . ? H19B C19 H19A 107.6 . . ? C21 C20 S2 114.5(3) . . ? C21 C20 H20A 108.6 . . ? S2 C20 H20A 108.6 . . ? C21 C20 H20B 108.6 . . ? S2 C20 H20B 108.6 . . ? H20A C20 H20B 107.6 . . ? C20 C21 S3 111.1(3) . . ? C20 C21 H21B 109.4 . . ? S3 C21 H21B 109.4 . . ? C20 C21 H21A 109.4 . . ? S3 C21 H21A 109.4 . . ? H21B C21 H21A 108.0 . . ? N1 C24 C25 179.5(5) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O100 C101 C102 105.6(9) . . ? O100 C101 H10A 110.6 . . ? C102 C101 H10A 110.6 . . ? O100 C101 H10B 110.6 . . ? C102 C101 H10B 110.6 . . ? H10A C101 H10B 108.7 . . ? C101 C102 H10C 109.5 . . ? C101 C102 H10D 109.5 . . ? H10C C102 H10D 109.5 . . ? C101 C102 H10E 109.5 . . ? H10C C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? O100 C103 C104 109.0(8) . . ? O100 C103 H10F 109.9 . . ? C104 C103 H10F 109.9 . . ? O100 C103 H10G 109.9 . . ? C104 C103 H10G 109.9 . . ? H10F C103 H10G 108.3 . . ? C103 C104 H10H 109.5 . . ? C103 C104 H10I 109.5 . . ? H10H C104 H10I 109.5 . . ? C103 C104 H10J 109.5 . . ? H10H C104 H10J 109.5 . . ? H10I C104 H10J 109.5 . . ? C24 N1 Ru1 176.1(4) . . ? C7 N6 C5 112.3(3) . . ? C7 N6 H6 126(3) . . ? C5 N6 H6 121(3) . . ? C12 N11 C10 118.0(3) . . ? C12 N11 Ru1 125.7(3) . . ? C10 N11 Ru1 116.3(2) . . ? C103 O100 C101 118.6(8) . . ? F2A P1 F3A 92.4(11) . . ? F2A P1 F6A 88.9(10) . . ? F3A P1 F6A 178.3(13) . . ? F2A P1 F4A 93.6(11) . . ? F3A P1 F4A 91.2(12) . . ? F6A P1 F4A 89.8(11) . . ? F2A P1 F6 101.1(11) . . ? F3A P1 F6 166.2(12) . . ? F6A P1 F6 12.9(12) . . ? F4A P1 F6 84.9(10) . . ? F2A P1 F2 13.5(13) . . ? F3A P1 F2 103.7(13) . . ? F6A P1 F2 77.4(12) . . ? F4A P1 F2 100.4(11) . . ? F6 P1 F2 90.0(4) . . ? F2A P1 F3 77.5(11) . . ? F3A P1 F3 15.1(13) . . ? F6A P1 F3 166.0(11) . . ? F4A P1 F3 94.3(10) . . ? F6 P1 F3 178.3(4) . . ? F2 P1 F3 88.7(4) . . ? F2A P1 F5 163.5(11) . . ? F3A P1 F5 74.7(13) . . ? F6A P1 F5 104.2(11) . . ? F4A P1 F5 76.7(10) . . ? F6 P1 F5 91.5(4) . . ? F2 P1 F5 176.7(5) . . ? F3 P1 F5 89.8(4) . . ? F2A P1 F1 98.9(10) . . ? F3A P1 F1 91.2(11) . . ? F6A P1 F1 87.4(10) . . ? F4A P1 F1 167.1(10) . . ? F6 P1 F1 89.7(3) . . ? F2 P1 F1 91.2(4) . . ? F3 P1 F1 91.4(3) . . ? F5 P1 F1 91.8(4) . . ? F2A P1 F1A 87.8(10) . . ? F3A P1 F1A 87.5(12) . . ? F6A P1 F1A 91.5(11) . . ? F4A P1 F1A 178.1(12) . . ? F6 P1 F1A 96.1(10) . . ? F2 P1 F1A 81.2(10) . . ? F3 P1 F1A 84.8(10) . . ? F5 P1 F1A 101.6(9) . . ? F1 P1 F1A 11.9(11) . . ? F2A P1 F4 80.4(10) . . ? F3A P1 F4 89.3(11) . . ? F6A P1 F4 92.0(10) . . ? F4A P1 F4 13.4(11) . . ? F6 P1 F4 89.9(3) . . ? F2 P1 F4 88.0(4) . . ? F3 P1 F4 89.0(3) . . ? F5 P1 F4 89.0(4) . . ? F1 P1 F4 179.2(4) . . ? F1A P1 F4 167.7(9) . . ? F2A P1 F5A 173.4(12) . . ? F3A P1 F5A 91.2(10) . . ? F6A P1 F5A 87.4(10) . . ? F4A P1 F5A 91.9(9) . . ? F6 P1 F5A 75.7(11) . . ? F2 P1 F5A 160.3(13) . . ? F3 P1 F5A 105.8(11) . . ? F5 P1 F5A 22.9(12) . . ? F1 P1 F5A 75.4(10) . . ? F1A P1 F5A 86.8(9) . . ? F4 P1 F5A 105.2(10) . . ? C16 S1 C18 101.97(19) . . ? C16 S1 Ru1 101.91(13) . . ? C18 S1 Ru1 106.86(13) . . ? C20 S2 C17 100.9(2) . . ? C20 S2 Ru1 103.35(14) . . ? C17 S2 Ru1 105.67(13) . . ? C21 S3 C19 101.3(2) . . ? C21 S3 Ru1 104.54(13) . . ? C19 S3 Ru1 100.45(13) . . ? C1 Ru1 N1 89.62(13) . . ? C1 Ru1 N11 79.51(13) . . ? N1 Ru1 N11 89.92(12) . . ? C1 Ru1 S1 89.66(10) . . ? N1 Ru1 S1 177.40(10) . . ? N11 Ru1 S1 92.40(8) . . ? C1 Ru1 S2 95.74(10) . . ? N1 Ru1 S2 89.03(10) . . ? N11 Ru1 S2 175.15(8) . . ? S1 Ru1 S2 88.56(3) . . ? C1 Ru1 S3 175.92(10) . . ? N1 Ru1 S3 93.29(9) . . ? N11 Ru1 S3 97.61(8) . . ? S1 Ru1 S3 87.56(3) . . ? S2 Ru1 S3 87.18(3) . . ? _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 C9 C1 C2 C3 0.0(5) . . . . ? Ru1 C1 C2 C3 -179.5(2) . . . . ? C9 C1 C2 C10 -178.6(3) . . . . ? Ru1 C1 C2 C10 1.8(4) . . . . ? C1 C2 C3 C4 0.0(5) . . . . ? C10 C2 C3 C4 178.6(3) . . . . ? C2 C3 C4 C8 -0.6(5) . . . . ? C2 C3 C4 C5 179.0(3) . . . . ? C3 C4 C5 O5 0.4(6) . . . . ? C8 C4 C5 O5 -180.0(4) . . . . ? C3 C4 C5 N6 -179.3(3) . . . . ? C8 C4 C5 N6 0.3(4) . . . . ? C3 C4 C8 C9 1.2(5) . . . . ? C5 C4 C8 C9 -178.5(3) . . . . ? C3 C4 C8 C7 -179.0(3) . . . . ? C5 C4 C8 C7 1.3(4) . . . . ? O7 C7 C8 C9 -1.8(7) . . . . ? N6 C7 C8 C9 177.3(4) . . . . ? O7 C7 C8 C4 178.4(4) . . . . ? N6 C7 C8 C4 -2.4(4) . . . . ? C4 C8 C9 C1 -1.1(5) . . . . ? C7 C8 C9 C1 179.1(3) . . . . ? C2 C1 C9 C8 0.5(5) . . . . ? Ru1 C1 C9 C8 -180.0(3) . . . . ? C3 C2 C10 N11 -179.5(3) . . . . ? C1 C2 C10 N11 -0.9(4) . . . . ? C3 C2 C10 C15 -0.2(5) . . . . ? C1 C2 C10 C15 178.4(3) . . . . ? N11 C12 C13 C14 -0.3(6) . . . . ? C12 C13 C14 C15 -0.9(6) . . . . ? N11 C10 C15 C14 -0.7(5) . . . . ? C2 C10 C15 C14 -179.9(3) . . . . ? C13 C14 C15 C10 1.4(6) . . . . ? S1 C16 C17 S2 -48.2(4) . . . . ? S1 C18 C19 S3 -47.6(4) . . . . ? S2 C20 C21 S3 -49.8(4) . . . . ? C25 C24 N1 Ru1 34(99) . . . . ? O7 C7 N6 C5 -178.1(4) . . . . ? C8 C7 N6 C5 2.7(4) . . . . ? O5 C5 N6 C7 178.3(3) . . . . ? C4 C5 N6 C7 -1.9(4) . . . . ? C13 C12 N11 C10 1.0(6) . . . . ? C13 C12 N11 Ru1 -179.8(3) . . . . ? C15 C10 N11 C12 -0.5(5) . . . . ? C2 C10 N11 C12 178.8(3) . . . . ? C15 C10 N11 Ru1 -179.8(3) . . . . ? C2 C10 N11 Ru1 -0.5(4) . . . . ? C104 C103 O100 C101 -161.1(10) . . . . ? C102 C101 O100 C103 -66.3(13) . . . . ? C17 C16 S1 C18 -66.1(3) . . . . ? C17 C16 S1 Ru1 44.2(3) . . . . ? C19 C18 S1 C16 133.4(3) . . . . ? C19 C18 S1 Ru1 26.8(3) . . . . ? C21 C20 S2 C17 -65.0(4) . . . . ? C21 C20 S2 Ru1 44.1(3) . . . . ? C16 C17 S2 C20 134.4(3) . . . . ? C16 C17 S2 Ru1 27.1(3) . . . . ? C20 C21 S3 C19 133.2(3) . . . . ? C20 C21 S3 Ru1 29.2(3) . . . . ? C18 C19 S3 C21 -65.0(3) . . . . ? C18 C19 S3 Ru1 42.3(3) . . . . ? C9 C1 Ru1 N1 88.9(3) . . . . ? C2 C1 Ru1 N1 -91.6(3) . . . . ? C9 C1 Ru1 N11 178.9(3) . . . . ? C2 C1 Ru1 N11 -1.6(2) . . . . ? C9 C1 Ru1 S1 -88.6(3) . . . . ? C2 C1 Ru1 S1 90.9(2) . . . . ? C9 C1 Ru1 S2 -0.1(3) . . . . ? C2 C1 Ru1 S2 179.4(2) . . . . ? C9 C1 Ru1 S3 -135.6(13) . . . . ? C2 C1 Ru1 S3 43.9(16) . . . . ? C24 N1 Ru1 C1 -66(5) . . . . ? C24 N1 Ru1 N11 -146(5) . . . . ? C24 N1 Ru1 S1 8(7) . . . . ? C24 N1 Ru1 S2 29(5) . . . . ? C24 N1 Ru1 S3 117(5) . . . . ? C12 N11 Ru1 C1 -178.1(3) . . . . ? C10 N11 Ru1 C1 1.2(2) . . . . ? C12 N11 Ru1 N1 -88.4(3) . . . . ? C10 N11 Ru1 N1 90.8(3) . . . . ? C12 N11 Ru1 S1 92.7(3) . . . . ? C10 N11 Ru1 S1 -88.0(2) . . . . ? C12 N11 Ru1 S2 -166.0(8) . . . . ? C10 N11 Ru1 S2 13.3(12) . . . . ? C12 N11 Ru1 S3 4.9(3) . . . . ? C10 N11 Ru1 S3 -175.9(2) . . . . ? C16 S1 Ru1 C1 75.63(17) . . . . ? C18 S1 Ru1 C1 -177.78(18) . . . . ? C16 S1 Ru1 N1 2(2) . . . . ? C18 S1 Ru1 N1 108(2) . . . . ? C16 S1 Ru1 N11 155.13(16) . . . . ? C18 S1 Ru1 N11 -98.29(17) . . . . ? C16 S1 Ru1 S2 -20.11(14) . . . . ? C18 S1 Ru1 S2 86.47(15) . . . . ? C16 S1 Ru1 S3 -107.35(14) . . . . ? C18 S1 Ru1 S3 -0.77(15) . . . . ? C20 S2 Ru1 C1 164.51(17) . . . . ? C17 S2 Ru1 C1 -89.90(17) . . . . ? C20 S2 Ru1 N1 74.99(17) . . . . ? C17 S2 Ru1 N1 -179.42(16) . . . . ? C20 S2 Ru1 N11 152.6(10) . . . . ? C17 S2 Ru1 N11 -101.8(10) . . . . ? C20 S2 Ru1 S1 -105.98(15) . . . . ? C17 S2 Ru1 S1 -0.39(14) . . . . ? C20 S2 Ru1 S3 -18.35(15) . . . . ? C17 S2 Ru1 S3 87.24(14) . . . . ? C21 S3 Ru1 C1 132.9(15) . . . . ? C19 S3 Ru1 C1 28.2(15) . . . . ? C21 S3 Ru1 N1 -91.72(17) . . . . ? C19 S3 Ru1 N1 163.62(17) . . . . ? C21 S3 Ru1 N11 177.92(16) . . . . ? C19 S3 Ru1 N11 73.26(16) . . . . ? C21 S3 Ru1 S1 85.82(15) . . . . ? C19 S3 Ru1 S1 -18.84(14) . . . . ? C21 S3 Ru1 S2 -2.85(15) . . . . ? C19 S3 Ru1 S2 -107.51(14) . . . . ? _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N6 H6 O7 0.83(5) 2.07(5) 2.872(4) 162(4) 2_654 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.856 _refine_diff_density_min -0.772 _refine_diff_density_rms 0.086 data_multiscan3 _database_code_depnum_ccdc_archive 'CCDC 861337' #TrackingRef 'web_deposit_cif_file_3_KlausHarms_1325862254.multiscan.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H25 F6 N2 O3 P1 Ru1 S3' _chemical_formula_sum 'C27 H25 F6 N2 O3 P Ru S3' _chemical_formula_weight 767.71 _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1961(5) _cell_length_b 12.0944(7) _cell_length_c 13.5948(8) _cell_angle_alpha 70.913(4) _cell_angle_beta 75.580(5) _cell_angle_gamma 83.035(5) _cell_volume 1382.58(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 18774 _cell_measurement_theta_min 1.6 _cell_measurement_theta_max 25 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.844 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 0.928 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.734 _exptl_absorpt_correction_T_max 1.2584 _exptl_absorpt_process_details ; ; _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS2' _diffrn_measurement_method rotation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16847 _diffrn_reflns_av_R_equivalents 0.0783 _diffrn_reflns_av_sigmaI/netI 0.0685 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4749 _reflns_number_gt 3504 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-AREA' _computing_structure_solution SIR-92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND 3.2' _computing_publication_material 'WinGX publication routines (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^)+(0.0461P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4749 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0865 _refine_ls_wR_factor_gt 0.0832 _refine_ls_goodness_of_fit_ref 0.886 _refine_ls_restrained_S_all 0.886 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0461(4) 0.1328(4) 0.2632(3) 0.0375(9) Uani 1 1 d . . . C2 C -0.0871(4) 0.1226(3) 0.3741(3) 0.0346(9) Uani 1 1 d . . . C3 C -0.1897(4) 0.0410(4) 0.4477(3) 0.0371(9) Uani 1 1 d . . . H3 H -0.2122 0.0332 0.5217 0.045 Uiso 1 1 calc R . . C4 C -0.2569(4) -0.0272(4) 0.4094(3) 0.0365(9) Uani 1 1 d . . . C5 C -0.3721(4) -0.1173(4) 0.4641(3) 0.0381(9) Uani 1 1 d . . . C7 C -0.3244(4) -0.0894(3) 0.2818(3) 0.0358(9) Uani 1 1 d . . . C8 C -0.2246(4) -0.0125(4) 0.3001(3) 0.0351(9) Uani 1 1 d . . . C9 C -0.1203(4) 0.0637(3) 0.2278(3) 0.0362(9) Uani 1 1 d . . . H9 H -0.0986 0.0694 0.1543 0.043 Uiso 1 1 calc R . . C11 C -0.0209(4) 0.2069(4) 0.4051(3) 0.0357(9) Uani 1 1 d . . . C12 C -0.0464(4) 0.2152(4) 0.5079(3) 0.0389(9) Uani 1 1 d . . . H12 H -0.1062 0.1596 0.5659 0.047 Uiso 1 1 calc R . . C13 C 0.0148(4) 0.3040(4) 0.5265(3) 0.0407(10) Uani 1 1 d . . . H13 H -0.0021 0.3093 0.5967 0.049 Uiso 1 1 calc R . . C14 C 0.1006(4) 0.3848(4) 0.4411(3) 0.0392(9) Uani 1 1 d . . . H14 H 0.1424 0.4471 0.4514 0.047 Uiso 1 1 calc R . . C15 C 0.1245(4) 0.3729(4) 0.3405(3) 0.0377(9) Uani 1 1 d . . . H15 H 0.1837 0.4284 0.2820 0.045 Uiso 1 1 calc R . . C16 C -0.5187(4) -0.2335(4) 0.3981(3) 0.0391(9) Uani 1 1 d . . . H16A H -0.5879 -0.1953 0.3502 0.047 Uiso 1 1 calc R . . H16B H -0.5785 -0.2518 0.4725 0.047 Uiso 1 1 calc R . . C17 C -0.4549(4) -0.3471(4) 0.3769(3) 0.0379(9) Uani 1 1 d . . . C18 C -0.3030(4) -0.3790(4) 0.3588(3) 0.0391(9) Uani 1 1 d . . . H18 H -0.2331 -0.3273 0.3588 0.047 Uiso 1 1 calc R . . C19 C -0.2506(5) -0.4846(4) 0.3407(3) 0.0421(10) Uani 1 1 d . . . H19 H -0.1460 -0.5045 0.3274 0.051 Uiso 1 1 calc R . . C20 C -0.3521(5) -0.5606(4) 0.3421(3) 0.0433(10) Uani 1 1 d . . . H20 H -0.3175 -0.6338 0.3311 0.052 Uiso 1 1 calc R . . C21 C -0.5043(5) -0.5303(4) 0.3597(3) 0.0410(10) Uani 1 1 d . . . H21 H -0.5737 -0.5831 0.3609 0.049 Uiso 1 1 calc R . . C22 C -0.5558(4) -0.4246(4) 0.3754(3) 0.0397(9) Uani 1 1 d . . . H22 H -0.6602 -0.4037 0.3853 0.048 Uiso 1 1 calc R . . C23 C 0.2536(5) 0.3099(4) -0.0826(3) 0.0409(10) Uani 1 1 d . . . H23A H 0.3004 0.2825 -0.1449 0.049 Uiso 1 1 calc R . . H23B H 0.1774 0.3725 -0.1042 0.049 Uiso 1 1 calc R . . C24 C 0.3737(4) 0.3611(4) -0.0533(3) 0.0392(9) Uani 1 1 d . . . H24A H 0.4044 0.4356 -0.1096 0.047 Uiso 1 1 calc R . . H24B H 0.4630 0.3064 -0.0515 0.047 Uiso 1 1 calc R . . C25 C 0.3162(4) 0.0797(4) 0.0400(3) 0.0373(9) Uani 1 1 d . . . H25A H 0.3085 0.0214 0.0049 0.045 Uiso 1 1 calc R . . H25B H 0.4124 0.1188 0.0044 0.045 Uiso 1 1 calc R . . C26 C 0.3151(5) 0.0179(4) 0.1565(3) 0.0386(9) Uani 1 1 d . . . H26A H 0.4068 -0.0339 0.1612 0.046 Uiso 1 1 calc R . . H26B H 0.2274 -0.0324 0.1880 0.046 Uiso 1 1 calc R . . C27 C 0.4663(4) 0.3216(4) 0.1409(3) 0.0421(10) Uani 1 1 d . . . H27A H 0.5610 0.3545 0.0922 0.051 Uiso 1 1 calc R . . H27B H 0.4528 0.3449 0.2061 0.051 Uiso 1 1 calc R . . C28 C 0.4844(4) 0.1892(4) 0.1721(3) 0.0399(9) Uani 1 1 d . . . H28A H 0.5528 0.1621 0.2220 0.048 Uiso 1 1 calc R . . H28B H 0.5324 0.1664 0.1074 0.048 Uiso 1 1 calc R . . C29 C -0.0405(5) 0.3564(4) 0.1267(3) 0.0364(9) Uani 1 1 d . . . N6 N -0.4057(3) -0.1510(3) 0.3827(2) 0.0375(8) Uani 1 1 d . . . N10 N 0.0680(3) 0.2867(3) 0.3216(2) 0.0347(7) Uani 1 1 d . . . O5 O -0.4286(3) -0.1571(3) 0.5578(2) 0.0437(7) Uani 1 1 d . . . O7 O -0.3410(3) -0.0968(3) 0.1980(2) 0.0416(7) Uani 1 1 d . . . O29 O -0.1389(3) 0.4190(3) 0.1001(2) 0.0473(7) Uani 1 1 d . . . F1 F 0.0755(3) -0.1472(3) 0.1236(2) 0.0639(7) Uani 1 1 d . . . F2 F 0.2031(3) -0.2403(2) 0.25121(19) 0.0547(7) Uani 1 1 d . . . F3 F 0.0333(3) -0.3368(3) 0.2189(3) 0.0762(9) Uani 1 1 d . . . F4 F 0.2800(3) -0.3829(2) 0.1735(2) 0.0513(6) Uani 1 1 d . . . F5 F 0.1541(3) -0.2896(3) 0.0452(2) 0.0696(8) Uani 1 1 d . . . F6 F 0.3230(3) -0.1934(2) 0.0778(2) 0.0531(7) Uani 1 1 d . . . P1 P 0.17600(12) -0.26519(11) 0.14775(9) 0.0438(3) Uani 1 1 d . . . S1 S 0.15990(11) 0.18862(9) 0.02498(7) 0.0363(2) Uani 1 1 d . . . S2 S 0.31176(11) 0.38890(9) 0.07643(8) 0.0381(2) Uani 1 1 d . . . S3 S 0.30696(11) 0.11424(9) 0.23531(8) 0.0369(2) Uani 1 1 d . . . Ru1 Ru 0.11307(4) 0.25360(3) 0.17393(2) 0.03408(11) Uani 1 1 d . . . _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(2) 0.040(2) 0.035(2) -0.0101(18) -0.0090(16) 0.0008(17) C2 0.035(2) 0.033(2) 0.037(2) -0.0128(17) -0.0088(16) 0.0015(16) C3 0.037(2) 0.037(2) 0.037(2) -0.0116(18) -0.0083(16) 0.0021(17) C4 0.037(2) 0.034(2) 0.037(2) -0.0094(18) -0.0087(16) 0.0004(17) C5 0.040(2) 0.036(2) 0.038(2) -0.0108(19) -0.0103(17) 0.0005(17) C7 0.038(2) 0.031(2) 0.037(2) -0.0089(18) -0.0085(17) -0.0005(16) C8 0.035(2) 0.035(2) 0.037(2) -0.0142(18) -0.0094(16) 0.0013(16) C9 0.035(2) 0.036(2) 0.036(2) -0.0120(18) -0.0062(16) -0.0006(17) C11 0.034(2) 0.036(2) 0.038(2) -0.0105(18) -0.0130(16) 0.0039(17) C12 0.037(2) 0.043(2) 0.037(2) -0.0118(19) -0.0093(16) -0.0043(18) C13 0.039(2) 0.047(3) 0.041(2) -0.017(2) -0.0123(17) -0.0006(18) C14 0.039(2) 0.041(2) 0.042(2) -0.0169(19) -0.0120(17) -0.0014(18) C15 0.036(2) 0.037(2) 0.039(2) -0.0110(18) -0.0089(16) 0.0000(17) C16 0.038(2) 0.039(2) 0.039(2) -0.0089(19) -0.0091(17) -0.0069(17) C17 0.041(2) 0.039(2) 0.0328(19) -0.0056(18) -0.0124(16) -0.0049(18) C18 0.039(2) 0.044(3) 0.035(2) -0.0088(19) -0.0117(17) -0.0050(18) C19 0.039(2) 0.043(3) 0.039(2) -0.0062(19) -0.0104(17) 0.0017(19) C20 0.051(3) 0.042(3) 0.036(2) -0.0107(19) -0.0093(18) -0.0008(19) C21 0.045(2) 0.044(3) 0.036(2) -0.0126(19) -0.0100(17) -0.0065(19) C22 0.038(2) 0.042(2) 0.039(2) -0.0084(19) -0.0125(17) -0.0049(18) C23 0.047(2) 0.039(2) 0.034(2) -0.0079(18) -0.0100(17) 0.0007(18) C24 0.043(2) 0.035(2) 0.037(2) -0.0106(18) -0.0043(17) -0.0029(18) C25 0.040(2) 0.033(2) 0.037(2) -0.0084(18) -0.0095(17) -0.0007(17) C26 0.040(2) 0.034(2) 0.041(2) -0.0105(18) -0.0105(17) 0.0011(17) C27 0.039(2) 0.042(3) 0.046(2) -0.014(2) -0.0096(18) -0.0043(18) C28 0.038(2) 0.041(2) 0.040(2) -0.0108(19) -0.0123(17) -0.0005(18) C29 0.042(2) 0.037(2) 0.0309(19) -0.0120(18) -0.0038(17) -0.0068(19) N6 0.0381(18) 0.038(2) 0.0370(17) -0.0101(15) -0.0081(14) -0.0069(14) N10 0.0359(17) 0.0340(19) 0.0353(16) -0.0122(15) -0.0084(13) -0.0009(14) O5 0.0490(16) 0.0459(18) 0.0358(15) -0.0117(13) -0.0056(12) -0.0111(13) O7 0.0455(16) 0.0420(17) 0.0397(15) -0.0124(13) -0.0129(12) -0.0047(13) O29 0.0496(17) 0.0460(19) 0.0491(17) -0.0169(15) -0.0172(14) 0.0070(15) F1 0.0585(16) 0.0642(19) 0.0850(19) -0.0396(16) -0.0326(14) 0.0182(13) F2 0.0717(17) 0.0513(16) 0.0420(13) -0.0143(12) -0.0111(12) -0.0101(13) F3 0.0565(17) 0.074(2) 0.104(2) -0.0478(19) 0.0071(16) -0.0191(15) F4 0.0549(15) 0.0404(14) 0.0566(14) -0.0099(12) -0.0144(12) -0.0046(11) F5 0.087(2) 0.073(2) 0.0724(18) -0.0425(17) -0.0435(16) 0.0198(16) F6 0.0564(15) 0.0403(15) 0.0528(14) -0.0113(12) -0.0002(11) 0.0009(11) P1 0.0431(6) 0.0456(7) 0.0459(6) -0.0185(5) -0.0098(5) -0.0022(5) S1 0.0402(5) 0.0358(6) 0.0338(5) -0.0105(4) -0.0101(4) -0.0015(4) S2 0.0394(5) 0.0361(6) 0.0376(5) -0.0103(4) -0.0070(4) -0.0038(4) S3 0.0390(5) 0.0361(6) 0.0357(5) -0.0097(4) -0.0108(4) -0.0010(4) Ru1 0.03637(18) 0.03372(19) 0.03250(17) -0.00980(13) -0.00870(12) -0.00185(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C9 1.400(6) . ? C1 C2 1.428(5) . ? C1 Ru1 2.055(4) . ? C2 C3 1.405(5) . ? C2 C11 1.465(6) . ? C3 C4 1.378(6) . ? C3 H3 0.9500 . ? C4 C8 1.396(5) . ? C4 C5 1.490(5) . ? C5 O5 1.206(4) . ? C5 N6 1.408(5) . ? C7 O7 1.219(5) . ? C7 N6 1.398(5) . ? C7 C8 1.497(6) . ? C8 C9 1.373(5) . ? C9 H9 0.9500 . ? C11 N10 1.379(5) . ? C11 C12 1.393(6) . ? C12 C13 1.388(6) . ? C12 H12 0.9500 . ? C13 C14 1.383(6) . ? C13 H13 0.9500 . ? C14 C15 1.383(6) . ? C14 H14 0.9500 . ? C15 N10 1.340(5) . ? C15 H15 0.9500 . ? C16 N6 1.458(5) . ? C16 C17 1.515(6) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.386(6) . ? C17 C22 1.405(6) . ? C18 C19 1.386(6) . ? C18 H18 0.9500 . ? C19 C20 1.379(6) . ? C19 H19 0.9500 . ? C20 C21 1.385(6) . ? C20 H20 0.9500 . ? C21 C22 1.373(6) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.519(6) . ? C23 S1 1.819(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 S2 1.841(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.511(5) . ? C25 S1 1.831(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 S3 1.807(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.516(6) . ? C27 S2 1.823(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 S3 1.837(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 O29 1.158(5) . ? C29 Ru1 1.859(4) . ? N10 Ru1 2.105(3) . ? F1 P1 1.589(3) . ? F2 P1 1.613(3) . ? F3 P1 1.582(3) . ? F4 P1 1.605(3) . ? F5 P1 1.580(3) . ? F6 P1 1.609(3) . ? S1 Ru1 2.3297(11) . ? S2 Ru1 2.4235(10) . ? S3 Ru1 2.4102(11) . ? _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 C9 C1 C2 117.4(3) . . ? C9 C1 Ru1 128.0(3) . . ? C2 C1 Ru1 114.5(3) . . ? C3 C2 C1 122.2(4) . . ? C3 C2 C11 122.3(3) . . ? C1 C2 C11 115.5(3) . . ? C4 C3 C2 118.1(3) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? C3 C4 C8 120.0(4) . . ? C3 C4 C5 131.5(3) . . ? C8 C4 C5 108.4(3) . . ? O5 C5 N6 124.4(4) . . ? O5 C5 C4 129.8(4) . . ? N6 C5 C4 105.8(3) . . ? O7 C7 N6 124.4(4) . . ? O7 C7 C8 129.4(3) . . ? N6 C7 C8 106.1(3) . . ? C9 C8 C4 122.5(4) . . ? C9 C8 C7 129.8(3) . . ? C4 C8 C7 107.7(3) . . ? C8 C9 C1 119.6(4) . . ? C8 C9 H9 120.2 . . ? C1 C9 H9 120.2 . . ? N10 C11 C12 119.5(4) . . ? N10 C11 C2 114.7(3) . . ? C12 C11 C2 125.8(4) . . ? C13 C12 C11 120.6(4) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 119.0(4) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C15 C14 C13 118.7(4) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? N10 C15 C14 123.0(4) . . ? N10 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? N6 C16 C17 114.3(3) . . ? N6 C16 H16A 108.7 . . ? C17 C16 H16A 108.7 . . ? N6 C16 H16B 108.7 . . ? C17 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C18 C17 C22 118.1(4) . . ? C18 C17 C16 123.9(4) . . ? C22 C17 C16 117.9(4) . . ? C17 C18 C19 121.6(4) . . ? C17 C18 H18 119.2 . . ? C19 C18 H18 119.2 . . ? C20 C19 C18 119.3(4) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C19 C20 C21 120.1(4) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C22 C21 C20 120.6(4) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C17 120.3(4) . . ? C21 C22 H22 119.8 . . ? C17 C22 H22 119.8 . . ? C24 C23 S1 113.8(3) . . ? C24 C23 H23A 108.8 . . ? S1 C23 H23A 108.8 . . ? C24 C23 H23B 108.8 . . ? S1 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C23 C24 S2 113.4(3) . . ? C23 C24 H24A 108.9 . . ? S2 C24 H24A 108.9 . . ? C23 C24 H24B 108.9 . . ? S2 C24 H24B 108.9 . . ? H24A C24 H24B 107.7 . . ? C26 C25 S1 111.2(3) . . ? C26 C25 H25A 109.4 . . ? S1 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? S1 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C25 C26 S3 114.7(3) . . ? C25 C26 H26A 108.6 . . ? S3 C26 H26A 108.6 . . ? C25 C26 H26B 108.6 . . ? S3 C26 H26B 108.6 . . ? H26A C26 H26B 107.6 . . ? C28 C27 S2 116.5(3) . . ? C28 C27 H27A 108.2 . . ? S2 C27 H27A 108.2 . . ? C28 C27 H27B 108.2 . . ? S2 C27 H27B 108.2 . . ? H27A C27 H27B 107.3 . . ? C27 C28 S3 114.0(3) . . ? C27 C28 H28A 108.8 . . ? S3 C28 H28A 108.8 . . ? C27 C28 H28B 108.8 . . ? S3 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? O29 C29 Ru1 178.0(3) . . ? C7 N6 C5 111.8(3) . . ? C7 N6 C16 122.6(3) . . ? C5 N6 C16 125.4(3) . . ? C15 N10 C11 119.2(3) . . ? C15 N10 Ru1 125.6(3) . . ? C11 N10 Ru1 115.1(3) . . ? F5 P1 F3 91.17(18) . . ? F5 P1 F1 91.38(16) . . ? F3 P1 F1 90.97(17) . . ? F5 P1 F4 89.86(15) . . ? F3 P1 F4 89.80(16) . . ? F1 P1 F4 178.53(16) . . ? F5 P1 F6 89.99(16) . . ? F3 P1 F6 178.63(18) . . ? F1 P1 F6 89.75(15) . . ? F4 P1 F6 89.46(13) . . ? F5 P1 F2 178.50(17) . . ? F3 P1 F2 90.10(16) . . ? F1 P1 F2 89.40(16) . . ? F4 P1 F2 89.35(15) . . ? F6 P1 F2 88.73(14) . . ? C23 S1 C25 100.84(18) . . ? C23 S1 Ru1 103.48(14) . . ? C25 S1 Ru1 105.65(14) . . ? C27 S2 C24 102.09(19) . . ? C27 S2 Ru1 102.51(13) . . ? C24 S2 Ru1 103.99(13) . . ? C26 S3 C28 101.78(19) . . ? C26 S3 Ru1 99.88(13) . . ? C28 S3 Ru1 105.81(14) . . ? C29 Ru1 C1 88.38(16) . . ? C29 Ru1 N10 93.55(15) . . ? C1 Ru1 N10 79.29(14) . . ? C29 Ru1 S1 91.35(12) . . ? C1 Ru1 S1 94.23(12) . . ? N10 Ru1 S1 171.75(9) . . ? C29 Ru1 S3 177.82(13) . . ? C1 Ru1 S3 89.81(11) . . ? N10 Ru1 S3 87.30(9) . . ? S1 Ru1 S3 87.58(4) . . ? C29 Ru1 S2 95.20(12) . . ? C1 Ru1 S2 176.17(11) . . ? N10 Ru1 S2 99.09(9) . . ? S1 Ru1 S2 87.06(4) . . ? S3 Ru1 S2 86.64(4) . . ? _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 C9 C1 C2 C3 4.5(6) . . . . ? Ru1 C1 C2 C3 -177.4(3) . . . . ? C9 C1 C2 C11 -172.5(3) . . . . ? Ru1 C1 C2 C11 5.6(4) . . . . ? C1 C2 C3 C4 -2.8(6) . . . . ? C11 C2 C3 C4 173.9(4) . . . . ? C2 C3 C4 C8 -1.3(6) . . . . ? C2 C3 C4 C5 -177.6(4) . . . . ? C3 C4 C5 O5 -4.9(7) . . . . ? C8 C4 C5 O5 178.5(4) . . . . ? C3 C4 C5 N6 175.6(4) . . . . ? C8 C4 C5 N6 -1.1(4) . . . . ? C3 C4 C8 C9 3.9(6) . . . . ? C5 C4 C8 C9 -179.0(4) . . . . ? C3 C4 C8 C7 -174.5(4) . . . . ? C5 C4 C8 C7 2.6(4) . . . . ? O7 C7 C8 C9 -4.4(7) . . . . ? N6 C7 C8 C9 178.6(4) . . . . ? O7 C7 C8 C4 173.9(4) . . . . ? N6 C7 C8 C4 -3.1(4) . . . . ? C4 C8 C9 C1 -2.2(6) . . . . ? C7 C8 C9 C1 175.9(4) . . . . ? C2 C1 C9 C8 -1.9(6) . . . . ? Ru1 C1 C9 C8 -179.7(3) . . . . ? C3 C2 C11 N10 -175.0(3) . . . . ? C1 C2 C11 N10 2.0(5) . . . . ? C3 C2 C11 C12 1.8(6) . . . . ? C1 C2 C11 C12 178.8(4) . . . . ? N10 C11 C12 C13 1.1(6) . . . . ? C2 C11 C12 C13 -175.6(4) . . . . ? C11 C12 C13 C14 0.5(6) . . . . ? C12 C13 C14 C15 -1.0(6) . . . . ? C13 C14 C15 N10 0.1(6) . . . . ? N6 C16 C17 C18 8.6(6) . . . . ? N6 C16 C17 C22 -171.4(3) . . . . ? C22 C17 C18 C19 -0.6(6) . . . . ? C16 C17 C18 C19 179.4(4) . . . . ? C17 C18 C19 C20 -0.9(6) . . . . ? C18 C19 C20 C21 1.1(6) . . . . ? C19 C20 C21 C22 0.2(6) . . . . ? C20 C21 C22 C17 -1.8(6) . . . . ? C18 C17 C22 C21 2.0(6) . . . . ? C16 C17 C22 C21 -178.1(4) . . . . ? S1 C23 C24 S2 -47.2(4) . . . . ? S1 C25 C26 S3 -52.4(4) . . . . ? S2 C27 C28 S3 -44.0(4) . . . . ? O7 C7 N6 C5 -174.7(4) . . . . ? C8 C7 N6 C5 2.5(4) . . . . ? O7 C7 N6 C16 1.2(6) . . . . ? C8 C7 N6 C16 178.4(3) . . . . ? O5 C5 N6 C7 179.4(4) . . . . ? C4 C5 N6 C7 -1.0(4) . . . . ? O5 C5 N6 C16 3.7(6) . . . . ? C4 C5 N6 C16 -176.7(3) . . . . ? C17 C16 N6 C7 72.0(5) . . . . ? C17 C16 N6 C5 -112.6(4) . . . . ? C14 C15 N10 C11 1.4(6) . . . . ? C14 C15 N10 Ru1 -174.6(3) . . . . ? C12 C11 N10 C15 -2.0(5) . . . . ? C2 C11 N10 C15 175.1(3) . . . . ? C12 C11 N10 Ru1 174.4(3) . . . . ? C2 C11 N10 Ru1 -8.6(4) . . . . ? C24 C23 S1 C25 -64.8(3) . . . . ? C24 C23 S1 Ru1 44.4(3) . . . . ? C26 C25 S1 C23 137.4(3) . . . . ? C26 C25 S1 Ru1 29.9(3) . . . . ? C28 C27 S2 C24 -68.5(3) . . . . ? C28 C27 S2 Ru1 39.0(3) . . . . ? C23 C24 S2 C27 131.2(3) . . . . ? C23 C24 S2 Ru1 24.8(3) . . . . ? C25 C26 S3 C28 -63.2(3) . . . . ? C25 C26 S3 Ru1 45.4(3) . . . . ? C27 C28 S3 C26 128.4(3) . . . . ? C27 C28 S3 Ru1 24.4(3) . . . . ? O29 C29 Ru1 C1 32(11) . . . . ? O29 C29 Ru1 N10 -47(11) . . . . ? O29 C29 Ru1 S1 126(11) . . . . ? O29 C29 Ru1 S3 66(12) . . . . ? O29 C29 Ru1 S2 -147(11) . . . . ? C9 C1 Ru1 C29 76.3(4) . . . . ? C2 C1 Ru1 C29 -101.6(3) . . . . ? C9 C1 Ru1 N10 170.2(4) . . . . ? C2 C1 Ru1 N10 -7.7(3) . . . . ? C9 C1 Ru1 S1 -14.9(4) . . . . ? C2 C1 Ru1 S1 167.2(3) . . . . ? C9 C1 Ru1 S3 -102.5(4) . . . . ? C2 C1 Ru1 S3 79.6(3) . . . . ? C9 C1 Ru1 S2 -124.5(17) . . . . ? C2 C1 Ru1 S2 57.6(19) . . . . ? C15 N10 Ru1 C29 -87.2(3) . . . . ? C11 N10 Ru1 C29 96.7(3) . . . . ? C15 N10 Ru1 C1 -174.9(3) . . . . ? C11 N10 Ru1 C1 9.0(3) . . . . ? C15 N10 Ru1 S1 146.5(5) . . . . ? C11 N10 Ru1 S1 -29.6(8) . . . . ? C15 N10 Ru1 S3 94.8(3) . . . . ? C11 N10 Ru1 S3 -81.3(2) . . . . ? C15 N10 Ru1 S2 8.6(3) . . . . ? C11 N10 Ru1 S2 -167.5(2) . . . . ? C23 S1 Ru1 C29 73.82(18) . . . . ? C25 S1 Ru1 C29 179.37(18) . . . . ? C23 S1 Ru1 C1 162.29(18) . . . . ? C25 S1 Ru1 C1 -92.16(17) . . . . ? C23 S1 Ru1 N10 -159.7(6) . . . . ? C25 S1 Ru1 N10 -54.2(6) . . . . ? C23 S1 Ru1 S3 -108.08(14) . . . . ? C25 S1 Ru1 S3 -2.53(13) . . . . ? C23 S1 Ru1 S2 -21.32(14) . . . . ? C25 S1 Ru1 S2 84.22(14) . . . . ? C26 S3 Ru1 C29 41(3) . . . . ? C28 S3 Ru1 C29 147(3) . . . . ? C26 S3 Ru1 C1 75.01(17) . . . . ? C28 S3 Ru1 C1 -179.64(18) . . . . ? C26 S3 Ru1 N10 154.30(16) . . . . ? C28 S3 Ru1 N10 -100.35(17) . . . . ? C26 S3 Ru1 S1 -19.23(13) . . . . ? C28 S3 Ru1 S1 86.12(14) . . . . ? C26 S3 Ru1 S2 -106.43(13) . . . . ? C28 S3 Ru1 S2 -1.08(14) . . . . ? C27 S2 Ru1 C29 164.12(19) . . . . ? C24 S2 Ru1 C29 -89.84(18) . . . . ? C27 S2 Ru1 C1 5.0(18) . . . . ? C24 S2 Ru1 C1 111.0(18) . . . . ? C27 S2 Ru1 N10 69.67(17) . . . . ? C24 S2 Ru1 N10 175.72(16) . . . . ? C27 S2 Ru1 S1 -104.79(15) . . . . ? C24 S2 Ru1 S1 1.25(14) . . . . ? C27 S2 Ru1 S3 -17.05(15) . . . . ? C24 S2 Ru1 S3 89.00(14) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.919 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.090 data_bromphta _database_code_depnum_ccdc_archive 'CCDC 861338' #TrackingRef 'web_deposit_cif_file_4_KlausHarms_1325862254.bromphta.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H18 Br N O2 Si' _chemical_formula_sum 'C14 H18 Br N O2 Si' _chemical_formula_weight 340.29 _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 1 21/c 1' _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 16.9037(7) _cell_length_b 13.2574(4) _cell_length_c 14.3409(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.001(3) _cell_angle_gamma 90.00 _cell_volume 3056.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 2.766 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5435 _exptl_absorpt_correction_T_max 0.9264 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30791 _diffrn_reflns_av_R_equivalents 0.0756 _diffrn_reflns_av_sigmaI/netI 0.0787 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 26.74 _reflns_number_total 6471 _reflns_number_gt 4339 _reflns_threshold_expression >2\s(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-AREA' _computing_structure_solution 'SIR2008 (Giacovazzo et al, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 3.2g' _computing_publication_material 'WinGX publication routines (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^ > 2\s(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^)+(0.0310P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6471 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0714 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0752 _refine_ls_wR_factor_gt 0.0677 _refine_ls_goodness_of_fit_ref 0.861 _refine_ls_restrained_S_all 0.861 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2360(2) -0.1644(2) 0.25797(19) 0.0236(7) Uani 1 1 d . . . C2 C -0.1480(2) -0.1495(2) 0.31664(19) 0.0245(7) Uani 1 1 d . . . C3 C -0.0990(2) -0.1597(2) 0.25476(19) 0.0230(7) Uani 1 1 d . D . C4 C -0.1565(2) -0.1817(2) 0.1543(2) 0.0266(7) Uani 1 1 d . . . C5 C -0.1118(2) -0.1311(2) 0.41606(19) 0.0267(7) Uani 1 1 d . D . H5 H -0.1448 -0.1263 0.4589 0.032 Uiso 1 1 calc R . . C6 C -0.0268(2) -0.1198(3) 0.4507(2) 0.0279(7) Uani 1 1 d . . . H6 H -0.0004 -0.1075 0.5185 0.033 Uiso 0.96 1 calc PR A 1 C7 C 0.02141(19) -0.1265(2) 0.3867(2) 0.0263(7) Uani 1 1 d . C . H7 H 0.0797 -0.1152 0.4116 0.032 Uiso 0.04 1 calc PR B 2 C8 C -0.0144(2) -0.1493(3) 0.2872(2) 0.0272(7) Uani 1 1 d . . . H8 H 0.0184 -0.1571 0.2445 0.033 Uiso 1 1 calc R D . C9 C -0.4115(2) -0.1078(3) 0.0790(2) 0.0370(8) Uani 1 1 d . . . H9A H -0.4236 -0.1278 0.1390 0.055 Uiso 1 1 calc R . . H9B H -0.4627 -0.1111 0.0233 0.055 Uiso 1 1 calc R . . H9C H -0.3900 -0.0386 0.0862 0.055 Uiso 1 1 calc R . . C10 C -0.3096(2) -0.1529(3) -0.0550(2) 0.0337(8) Uani 1 1 d . . . H10A H -0.2844 -0.0856 -0.0444 0.051 Uiso 1 1 calc R . . H10B H -0.3613 -0.1507 -0.1100 0.051 Uiso 1 1 calc R . . H10C H -0.2709 -0.2006 -0.0699 0.051 Uiso 1 1 calc R . . C11 C -0.3630(2) -0.3316(3) 0.05330(19) 0.0268(7) Uani 1 1 d . . . C12 C -0.2930(2) -0.3980(3) 0.0389(2) 0.0286(7) Uani 1 1 d . . . H12A H -0.2414 -0.3854 0.0922 0.043 Uiso 1 1 calc R . . H12B H -0.2846 -0.3817 -0.0240 0.043 Uiso 1 1 calc R . . H12C H -0.3084 -0.4692 0.0394 0.043 Uiso 1 1 calc R . . C13 C -0.3806(2) -0.3642(3) 0.1480(2) 0.0331(8) Uani 1 1 d . . . H13A H -0.4248 -0.3218 0.1580 0.050 Uiso 1 1 calc R . . H13B H -0.3300 -0.3565 0.2038 0.050 Uiso 1 1 calc R . . H13C H -0.3983 -0.4349 0.1424 0.050 Uiso 1 1 calc R . . C14 C -0.4420(2) -0.3485(3) -0.0344(2) 0.0340(8) Uani 1 1 d . . . H14A H -0.4581 -0.4197 -0.0373 0.051 Uiso 1 1 calc R . . H14B H -0.4308 -0.3298 -0.0952 0.051 Uiso 1 1 calc R . . H14C H -0.4872 -0.3066 -0.0264 0.051 Uiso 1 1 calc R . . C15 C -0.2270(2) 0.1381(2) -0.00211(19) 0.0255(7) Uani 1 1 d . . . C16 C -0.1397(2) 0.1210(2) 0.0546(2) 0.0256(7) Uani 1 1 d . . . C17 C -0.0892(2) 0.1393(2) -0.00452(19) 0.0251(7) Uani 1 1 d . . . C18 C -0.1468(2) 0.1736(3) -0.1020(2) 0.0270(7) Uani 1 1 d . . . C19 C -0.1029(2) 0.0934(3) 0.1534(2) 0.0315(8) Uani 1 1 d . . . H19 H -0.1359 0.0822 0.1954 0.038 Uiso 1 1 calc R . . C20 C -0.0182(2) 0.0834(3) 0.1870(2) 0.0302(7) Uani 1 1 d . . . H20 H 0.0080 0.0655 0.2536 0.036 Uiso 1 1 calc R . . C21 C 0.0307(2) 0.0990(2) 0.1252(2) 0.0284(7) Uani 1 1 d . . . C22 C -0.0048(2) 0.1290(2) 0.0271(2) 0.0263(7) Uani 1 1 d . . . H22 H 0.0282 0.1414 -0.0147 0.032 Uiso 1 1 calc R . . C23 C -0.2974(2) 0.1593(3) -0.3145(2) 0.0325(8) Uani 1 1 d . . . H23A H -0.2608 0.2116 -0.3267 0.049 Uiso 1 1 calc R . . H23B H -0.3490 0.1567 -0.3696 0.049 Uiso 1 1 calc R . . H23C H -0.2693 0.0937 -0.3076 0.049 Uiso 1 1 calc R . . C24 C -0.4021(2) 0.0992(3) -0.1867(2) 0.0324(8) Uani 1 1 d . . . H24A H -0.3803 0.0303 -0.1823 0.049 Uiso 1 1 calc R . . H24B H -0.4520 0.1047 -0.2438 0.049 Uiso 1 1 calc R . . H24C H -0.4163 0.1152 -0.1271 0.049 Uiso 1 1 calc R . . C25 C -0.3539(2) 0.3243(3) -0.19593(19) 0.0266(7) Uani 1 1 d . . . C26 C -0.3707(2) 0.3473(3) -0.0984(2) 0.0347(8) Uani 1 1 d . . . H26A H -0.3921 0.4162 -0.1001 0.052 Uiso 1 1 calc R . . H26B H -0.3188 0.3409 -0.0441 0.052 Uiso 1 1 calc R . . H26C H -0.4118 0.2995 -0.0891 0.052 Uiso 1 1 calc R . . C27 C -0.4345(2) 0.3440(3) -0.2808(2) 0.0355(8) Uani 1 1 d . . . H27A H -0.4789 0.3001 -0.2734 0.053 Uiso 1 1 calc R . . H27B H -0.4249 0.3296 -0.3434 0.053 Uiso 1 1 calc R . . H27C H -0.4510 0.4147 -0.2794 0.053 Uiso 1 1 calc R . . C28 C -0.2863(2) 0.3959(3) -0.2077(2) 0.0339(8) Uani 1 1 d . . . H28A H -0.2796 0.3864 -0.2726 0.051 Uiso 1 1 calc R . . H28B H -0.2336 0.3814 -0.1570 0.051 Uiso 1 1 calc R . . H28C H -0.3027 0.4658 -0.2011 0.051 Uiso 1 1 calc R . . N1 N -0.23801(16) -0.1802(2) 0.15911(15) 0.0249(6) Uani 1 1 d . . . N2 N -0.22855(16) 0.1678(2) -0.09831(15) 0.0246(6) Uani 1 1 d . . . O1 O -0.29676(13) -0.16388(17) 0.28587(13) 0.0282(5) Uani 1 1 d . . . O2 O -0.13636(14) -0.20055(19) 0.08197(14) 0.0352(6) Uani 1 1 d . . . O3 O -0.28757(14) 0.12980(18) 0.02516(14) 0.0323(6) Uani 1 1 d . . . O4 O -0.12589(14) 0.20472(19) -0.17073(14) 0.0347(6) Uani 1 1 d . . . Si1 Si -0.33274(6) -0.19447(7) 0.05745(5) 0.0252(2) Uani 1 1 d . . . Si2 Si -0.32202(6) 0.18903(7) -0.20005(5) 0.02384(19) Uani 1 1 d . . . Br1 Br 0.13649(2) -0.10178(3) 0.43589(2) 0.02999(9) Uani 0.96 1 d P C 1 Br2 Br 0.14676(2) 0.07950(3) 0.17512(2) 0.03366(10) Uani 1 1 d . . . Br1A Br 0.0305(6) -0.1263(7) 0.5851(6) 0.040(2) Uani 0.04 1 d P D 2 _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0281(18) 0.0208(18) 0.0225(13) -0.0009(11) 0.0089(13) 0.0004(14) C2 0.0300(18) 0.0209(18) 0.0234(14) 0.0029(12) 0.0097(13) 0.0026(14) C3 0.0279(18) 0.0159(17) 0.0259(14) 0.0005(11) 0.0092(13) 0.0000(13) C4 0.0278(18) 0.0272(19) 0.0246(14) -0.0011(12) 0.0077(13) -0.0014(15) C5 0.0298(18) 0.029(2) 0.0226(13) -0.0023(12) 0.0101(13) -0.0024(15) C6 0.0309(19) 0.029(2) 0.0228(13) 0.0007(12) 0.0073(13) 0.0000(15) C7 0.0230(18) 0.0240(19) 0.0299(16) 0.0002(12) 0.0052(13) -0.0028(14) C8 0.0303(19) 0.0289(19) 0.0234(14) 0.0007(12) 0.0099(13) 0.0006(15) C9 0.035(2) 0.039(2) 0.0328(16) -0.0042(14) 0.0046(14) 0.0068(17) C10 0.039(2) 0.033(2) 0.0271(15) 0.0034(13) 0.0071(14) 0.0006(17) C11 0.0253(18) 0.034(2) 0.0211(13) 0.0026(12) 0.0067(12) 0.0010(14) C12 0.0280(18) 0.029(2) 0.0278(14) 0.0003(12) 0.0071(13) -0.0023(15) C13 0.0319(19) 0.040(2) 0.0284(15) 0.0044(13) 0.0112(14) -0.0012(16) C14 0.0314(19) 0.035(2) 0.0311(16) 0.0027(14) 0.0035(14) -0.0017(16) C15 0.0311(19) 0.0245(19) 0.0210(13) -0.0004(11) 0.0082(13) 0.0004(14) C16 0.0293(18) 0.0226(18) 0.0250(14) -0.0008(12) 0.0088(13) -0.0006(15) C17 0.0299(18) 0.0225(18) 0.0228(14) 0.0008(11) 0.0083(13) 0.0020(14) C18 0.0259(18) 0.031(2) 0.0253(14) -0.0009(12) 0.0091(13) 0.0040(15) C19 0.035(2) 0.032(2) 0.0273(14) 0.0059(13) 0.0086(13) -0.0017(16) C20 0.0319(19) 0.029(2) 0.0255(14) 0.0048(13) 0.0033(13) 0.0002(16) C21 0.0268(18) 0.0228(19) 0.0315(15) 0.0011(13) 0.0028(13) 0.0002(15) C22 0.0264(18) 0.0245(19) 0.0281(14) -0.0007(12) 0.0083(13) 0.0020(14) C23 0.034(2) 0.039(2) 0.0244(14) -0.0021(13) 0.0091(14) 0.0053(16) C24 0.0312(19) 0.034(2) 0.0302(15) 0.0007(13) 0.0065(13) -0.0008(16) C25 0.0246(18) 0.030(2) 0.0229(14) -0.0024(12) 0.0049(13) 0.0014(15) C26 0.038(2) 0.038(2) 0.0298(15) -0.0071(14) 0.0126(15) 0.0052(17) C27 0.036(2) 0.033(2) 0.0324(16) -0.0026(14) 0.0034(15) 0.0053(17) C28 0.037(2) 0.030(2) 0.0324(15) -0.0010(13) 0.0075(14) -0.0029(16) N1 0.0284(15) 0.0267(16) 0.0202(11) -0.0021(10) 0.0085(11) 0.0004(12) N2 0.0268(15) 0.0278(16) 0.0212(11) 0.0025(10) 0.0100(11) 0.0020(12) O1 0.0278(13) 0.0330(14) 0.0261(10) -0.0011(9) 0.0114(9) 0.0000(10) O2 0.0349(14) 0.0494(17) 0.0246(10) -0.0073(10) 0.0138(10) -0.0022(12) O3 0.0290(13) 0.0434(16) 0.0263(10) 0.0001(9) 0.0113(10) -0.0037(11) O4 0.0317(14) 0.0483(17) 0.0269(10) 0.0059(10) 0.0132(10) 0.0014(12) Si1 0.0258(5) 0.0275(5) 0.0215(4) 0.0001(3) 0.0062(3) 0.0020(4) Si2 0.0249(5) 0.0266(5) 0.0201(4) -0.0006(3) 0.0070(3) 0.0012(4) Br1 0.02376(18) 0.0335(2) 0.03098(16) -0.00280(14) 0.00597(13) -0.00296(16) Br2 0.02744(19) 0.0312(2) 0.03637(17) 0.00024(14) 0.00116(14) 0.00294(16) Br1A 0.037(5) 0.040(6) 0.036(4) -0.001(3) 0.001(4) 0.003(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.212(3) . ? C1 N1 1.423(3) . ? C1 C2 1.479(4) . ? C2 C5 1.389(4) . ? C2 C3 1.394(4) . ? C3 C8 1.368(4) . ? C3 C4 1.496(4) . ? C4 O2 1.214(3) . ? C4 N1 1.401(4) . ? C5 C6 1.375(4) . ? C5 H5 0.9500 . ? C6 C7 1.406(4) . ? C6 Br1A 1.873(8) . ? C6 H6 0.9500 . ? C7 C8 1.400(4) . ? C7 Br1 1.882(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 Si1 1.856(3) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 Si1 1.856(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.539(4) . ? C11 C12 1.539(4) . ? C11 C14 1.541(4) . ? C11 Si1 1.885(4) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 O3 1.208(4) . ? C15 N2 1.427(3) . ? C15 C16 1.467(4) . ? C16 C17 1.396(4) . ? C16 C19 1.409(4) . ? C17 C22 1.364(4) . ? C17 C18 1.506(4) . ? C18 O4 1.218(3) . ? C18 N2 1.401(4) . ? C19 C20 1.370(5) . ? C19 H19 0.9500 . ? C20 C21 1.401(4) . ? C20 H20 0.9500 . ? C21 C22 1.405(4) . ? C21 Br2 1.887(3) . ? C22 H22 0.9500 . ? C23 Si2 1.857(3) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 Si2 1.857(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C28 1.534(5) . ? C25 C26 1.541(4) . ? C25 C27 1.544(4) . ? C25 Si2 1.878(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? N1 Si1 1.812(3) . ? N2 Si2 1.811(3) . ? _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 O1 C1 N1 124.6(3) . . ? O1 C1 C2 128.2(2) . . ? N1 C1 C2 107.2(2) . . ? C5 C2 C3 120.7(3) . . ? C5 C2 C1 130.9(3) . . ? C3 C2 C1 108.4(2) . . ? C8 C3 C2 122.5(3) . . ? C8 C3 C4 130.3(3) . . ? C2 C3 C4 107.2(3) . . ? O2 C4 N1 125.8(3) . . ? O2 C4 C3 126.4(3) . . ? N1 C4 C3 107.8(2) . . ? C6 C5 C2 118.0(3) . . ? C6 C5 H5 121.0 . . ? C2 C5 H5 121.0 . . ? C5 C6 C7 120.6(3) . . ? C5 C6 Br1A 121.2(4) . . ? C7 C6 Br1A 116.7(4) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? Br1A C6 H6 12.8 . . ? C8 C7 C6 121.6(3) . . ? C8 C7 Br1 119.4(2) . . ? C6 C7 Br1 119.0(2) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? Br1 C7 H7 1.0 . . ? C3 C8 C7 116.5(3) . . ? C3 C8 H8 121.8 . . ? C7 C8 H8 121.8 . . ? Si1 C9 H9A 109.5 . . ? Si1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? Si1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Si1 C10 H10A 109.5 . . ? Si1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? Si1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C13 C11 C12 109.0(3) . . ? C13 C11 C14 108.9(3) . . ? C12 C11 C14 108.4(3) . . ? C13 C11 Si1 111.5(2) . . ? C12 C11 Si1 110.1(2) . . ? C14 C11 Si1 108.9(2) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 N2 125.0(3) . . ? O3 C15 C16 128.0(2) . . ? N2 C15 C16 107.0(2) . . ? C17 C16 C19 119.6(3) . . ? C17 C16 C15 109.7(2) . . ? C19 C16 C15 130.8(3) . . ? C22 C17 C16 123.6(3) . . ? C22 C17 C18 130.4(3) . . ? C16 C17 C18 105.9(3) . . ? O4 C18 N2 125.8(3) . . ? O4 C18 C17 126.0(3) . . ? N2 C18 C17 108.1(2) . . ? C20 C19 C16 117.9(3) . . ? C20 C19 H19 121.1 . . ? C16 C19 H19 121.1 . . ? C19 C20 C21 121.3(3) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C20 C21 C22 121.5(3) . . ? C20 C21 Br2 119.1(2) . . ? C22 C21 Br2 119.3(2) . . ? C17 C22 C21 116.1(3) . . ? C17 C22 H22 122.0 . . ? C21 C22 H22 122.0 . . ? Si2 C23 H23A 109.5 . . ? Si2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? Si2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? Si2 C24 H24A 109.5 . . ? Si2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? Si2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C28 C25 C26 109.2(3) . . ? C28 C25 C27 108.3(3) . . ? C26 C25 C27 108.4(3) . . ? C28 C25 Si2 111.0(2) . . ? C26 C25 Si2 110.7(2) . . ? C27 C25 Si2 109.2(2) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C4 N1 C1 109.3(2) . . ? C4 N1 Si1 126.68(17) . . ? C1 N1 Si1 124.1(2) . . ? C18 N2 C15 109.2(2) . . ? C18 N2 Si2 125.89(18) . . ? C15 N2 Si2 124.9(2) . . ? N1 Si1 C10 107.27(14) . . ? N1 Si1 C9 107.62(13) . . ? C10 Si1 C9 108.41(16) . . ? N1 Si1 C11 106.84(13) . . ? C10 Si1 C11 112.75(14) . . ? C9 Si1 C11 113.63(16) . . ? N2 Si2 C24 107.44(13) . . ? N2 Si2 C23 107.51(13) . . ? C24 Si2 C23 108.94(15) . . ? N2 Si2 C25 108.08(13) . . ? C24 Si2 C25 112.59(15) . . ? C23 Si2 C25 112.06(14) . . ? _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 O1 C1 C2 C5 -0.3(6) . . . . ? N1 C1 C2 C5 179.7(3) . . . . ? O1 C1 C2 C3 178.0(3) . . . . ? N1 C1 C2 C3 -1.9(3) . . . . ? C5 C2 C3 C8 -1.9(5) . . . . ? C1 C2 C3 C8 179.5(3) . . . . ? C5 C2 C3 C4 178.4(3) . . . . ? C1 C2 C3 C4 -0.1(3) . . . . ? C8 C3 C4 O2 4.6(6) . . . . ? C2 C3 C4 O2 -175.8(3) . . . . ? C8 C3 C4 N1 -177.5(3) . . . . ? C2 C3 C4 N1 2.1(3) . . . . ? C3 C2 C5 C6 2.1(5) . . . . ? C1 C2 C5 C6 -179.7(3) . . . . ? C2 C5 C6 C7 0.3(5) . . . . ? C2 C5 C6 Br1A -164.9(4) . . . . ? C5 C6 C7 C8 -3.1(5) . . . . ? Br1A C6 C7 C8 162.8(4) . . . . ? C5 C6 C7 Br1 175.8(3) . . . . ? Br1A C6 C7 Br1 -18.3(5) . . . . ? C2 C3 C8 C7 -0.7(5) . . . . ? C4 C3 C8 C7 178.8(3) . . . . ? C6 C7 C8 C3 3.2(5) . . . . ? Br1 C7 C8 C3 -175.7(2) . . . . ? O3 C15 C16 C17 -179.8(3) . . . . ? N2 C15 C16 C17 -0.1(4) . . . . ? O3 C15 C16 C19 -1.6(6) . . . . ? N2 C15 C16 C19 178.1(3) . . . . ? C19 C16 C17 C22 2.1(5) . . . . ? C15 C16 C17 C22 -179.5(3) . . . . ? C19 C16 C17 C18 -176.1(3) . . . . ? C15 C16 C17 C18 2.3(3) . . . . ? C22 C17 C18 O4 -4.5(6) . . . . ? C16 C17 C18 O4 173.6(3) . . . . ? C22 C17 C18 N2 178.2(3) . . . . ? C16 C17 C18 N2 -3.8(3) . . . . ? C17 C16 C19 C20 -1.5(5) . . . . ? C15 C16 C19 C20 -179.6(3) . . . . ? C16 C19 C20 C21 -0.6(5) . . . . ? C19 C20 C21 C22 2.2(5) . . . . ? C19 C20 C21 Br2 -177.9(3) . . . . ? C16 C17 C22 C21 -0.5(5) . . . . ? C18 C17 C22 C21 177.3(3) . . . . ? C20 C21 C22 C17 -1.6(5) . . . . ? Br2 C21 C22 C17 178.5(2) . . . . ? O2 C4 N1 C1 174.6(3) . . . . ? C3 C4 N1 C1 -3.4(3) . . . . ? O2 C4 N1 Si1 -6.1(5) . . . . ? C3 C4 N1 Si1 176.0(2) . . . . ? O1 C1 N1 C4 -176.6(3) . . . . ? C2 C1 N1 C4 3.3(3) . . . . ? O1 C1 N1 Si1 4.0(4) . . . . ? C2 C1 N1 Si1 -176.1(2) . . . . ? O4 C18 N2 C15 -173.6(3) . . . . ? C17 C18 N2 C15 3.8(3) . . . . ? O4 C18 N2 Si2 8.9(5) . . . . ? C17 C18 N2 Si2 -173.8(2) . . . . ? O3 C15 N2 C18 177.3(3) . . . . ? C16 C15 N2 C18 -2.3(3) . . . . ? O3 C15 N2 Si2 -5.1(5) . . . . ? C16 C15 N2 Si2 175.2(2) . . . . ? C4 N1 Si1 C10 -25.6(3) . . . . ? C1 N1 Si1 C10 153.6(2) . . . . ? C4 N1 Si1 C9 -142.1(3) . . . . ? C1 N1 Si1 C9 37.1(3) . . . . ? C4 N1 Si1 C11 95.5(3) . . . . ? C1 N1 Si1 C11 -85.3(3) . . . . ? C13 C11 Si1 N1 61.6(2) . . . . ? C12 C11 Si1 N1 -59.4(2) . . . . ? C14 C11 Si1 N1 -178.13(19) . . . . ? C13 C11 Si1 C10 179.2(2) . . . . ? C12 C11 Si1 C10 58.2(2) . . . . ? C14 C11 Si1 C10 -60.5(3) . . . . ? C13 C11 Si1 C9 -56.9(3) . . . . ? C12 C11 Si1 C9 -177.97(18) . . . . ? C14 C11 Si1 C9 63.3(2) . . . . ? C18 N2 Si2 C24 143.6(3) . . . . ? C15 N2 Si2 C24 -33.6(3) . . . . ? C18 N2 Si2 C23 26.5(3) . . . . ? C15 N2 Si2 C23 -150.7(3) . . . . ? C18 N2 Si2 C25 -94.7(3) . . . . ? C15 N2 Si2 C25 88.2(3) . . . . ? C28 C25 Si2 N2 61.8(2) . . . . ? C26 C25 Si2 N2 -59.6(2) . . . . ? C27 C25 Si2 N2 -178.86(19) . . . . ? C28 C25 Si2 C24 -179.69(19) . . . . ? C26 C25 Si2 C24 58.9(2) . . . . ? C27 C25 Si2 C24 -60.4(2) . . . . ? C28 C25 Si2 C23 -56.5(2) . . . . ? C26 C25 Si2 C23 -177.9(2) . . . . ? C27 C25 Si2 C23 62.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.620 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.091