# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2011 data_global #TrackingRef '- CIF with all 4 structures in one.cif' _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. Ernesto Carmona' _publ_contact_author_address ; Instituto de Investigaciones Qu\'imicas Departartamento de Qu\'imica Inorg\'anica Universidad de Sevilla Consejo Superior de Investigaciones Cient\'ificas Av. Am\'erico Vespucio 49 Isla de la Cartuja 41092 Sevilla SPAIN ; _publ_contact_author_email guzman@us.es _publ_section_title ; Synthesis and Reactivity of Half-Sandwich (\h^5^-C~5~Me~5~)Ir(III) Complexes of a Cyclometallated Aryl Phosphine Ligand ; loop_ _publ_author_name J.Campos E.Alvarez E.Carmona #========================================================================= # Data for compound 1-Cl (local labelling ea15608a) #========================================================================= data_1-Cl _database_code_depnum_ccdc_archive 'CCDC 817784' #TrackingRef '- CIF with all 4 structures in one.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H35 Cl Ir P' _chemical_formula_sum 'C27 H35 Cl Ir P' _chemical_formula_weight 618.17 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.2431(7) _cell_length_b 8.5307(7) _cell_length_c 17.2481(14) _cell_angle_alpha 90.00 _cell_angle_beta 91.802(2) _cell_angle_gamma 90.00 _cell_volume 1212.28(17) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8896 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 29.03 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 5.695 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5481 _exptl_absorpt_correction_T_max 0.7263 _exptl_absorpt_process_details ; SADABS, Bruker (2001). APEX2, Bruker (2007) ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius X8kappa APEX II CCD area detector ; _diffrn_measurement_method 'phi and omega scans with narrow frames' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22032 _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_sigmaI/netI 0.0635 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 30.52 _reflns_number_total 5845 _reflns_number_gt 4932 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software Suite (Bruker, 2007)' _computing_cell_refinement 'APEX2 Software Suite (Bruker, 2007)' _computing_data_reduction 'APEX2 Software Suite (Bruker, 2007)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and publCIF (Westrip, 2010)' _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^)+(0.0446P)^2^+3.1786P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.065(12) _refine_ls_number_reflns 5845 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.0934 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.66727(3) 0.98201(4) 0.342552(15) 0.02061(7) Uani 1 1 d U . . Cl1 Cl 0.4057(2) 1.0647(3) 0.38350(15) 0.0385(5) Uani 1 1 d U . . P1 P 0.5900(2) 1.0326(2) 0.21906(14) 0.0219(4) Uani 1 1 d U . . C1 C 0.8088(12) 1.1388(11) 0.4251(6) 0.0278(19) Uani 1 1 d U . . C2 C 0.7716(8) 0.9913(19) 0.4624(5) 0.0294(15) Uani 1 1 d U . . C3 C 0.8463(11) 0.8706(12) 0.4243(7) 0.0291(19) Uani 1 1 d U . . C4 C 0.9270(10) 0.9338(10) 0.3601(5) 0.0239(17) Uani 1 1 d U . . C5 C 0.9098(10) 1.1016(11) 0.3626(6) 0.0280(18) Uani 1 1 d U . . C6 C 0.7587(13) 1.2991(11) 0.4498(7) 0.044(3) Uani 1 1 d U . . H6A H 0.8314 1.3354 0.4921 0.066 Uiso 1 1 calc R . . H6B H 0.6471 1.2957 0.4677 0.066 Uiso 1 1 calc R . . H6C H 0.7647 1.3713 0.4058 0.066 Uiso 1 1 calc R . . C7 C 0.6784(10) 0.984(3) 0.5373(5) 0.0439(19) Uani 1 1 d U . . H7A H 0.5709 1.0306 0.5288 0.066 Uiso 1 1 calc R . . H7B H 0.7381 1.0412 0.5782 0.066 Uiso 1 1 calc R . . H7C H 0.6663 0.8738 0.5529 0.066 Uiso 1 1 calc R . . C8 C 0.8465(13) 0.7022(11) 0.4492(6) 0.035(2) Uani 1 1 d U . . H8A H 0.9340 0.6850 0.4881 0.053 Uiso 1 1 calc R . . H8B H 0.8636 0.6349 0.4042 0.053 Uiso 1 1 calc R . . H8C H 0.7420 0.6766 0.4717 0.053 Uiso 1 1 calc R . . C9 C 1.0435(12) 0.8455(14) 0.3085(7) 0.042(2) Uani 1 1 d U . . H9A H 1.1503 0.8380 0.3348 0.063 Uiso 1 1 calc R . . H9B H 1.0537 0.9020 0.2594 0.063 Uiso 1 1 calc R . . H9C H 1.0013 0.7399 0.2981 0.063 Uiso 1 1 calc R . . C10 C 1.0021(11) 1.2153(14) 0.3126(7) 0.044(3) Uani 1 1 d U . . H10A H 0.9479 1.3176 0.3125 0.066 Uiso 1 1 calc R . . H10B H 1.0045 1.1751 0.2594 0.066 Uiso 1 1 calc R . . H10C H 1.1134 1.2267 0.3335 0.066 Uiso 1 1 calc R . . C11 C 0.4873(10) 0.8577(10) 0.1812(5) 0.0230(15) Uani 1 1 d U . . C12 C 0.4637(10) 0.7494(10) 0.2390(6) 0.0230(16) Uani 1 1 d U . . C13 C 0.3647(10) 0.6187(10) 0.2241(6) 0.0317(19) Uani 1 1 d U . . H13 H 0.3465 0.5448 0.2641 0.038 Uiso 1 1 calc R . . C14 C 0.2939(11) 0.5974(11) 0.1515(6) 0.039(2) Uani 1 1 d U . . H14 H 0.2241 0.5104 0.1420 0.047 Uiso 1 1 calc R . . C15 C 0.3240(11) 0.7023(12) 0.0922(6) 0.037(2) Uani 1 1 d U . . H15 H 0.2797 0.6816 0.0417 0.044 Uiso 1 1 calc R . . C16 C 0.4160(10) 0.8356(11) 0.1041(6) 0.0315(18) Uani 1 1 d U . . C17 C 0.5520(11) 0.7650(10) 0.3159(5) 0.0275(17) Uani 1 1 d U . . H17A H 0.6357 0.6819 0.3192 0.033 Uiso 1 1 calc R . . H17B H 0.4736 0.7434 0.3569 0.033 Uiso 1 1 calc R . . C18 C 0.4471(13) 0.9443(15) 0.0390(6) 0.050(3) Uani 1 1 d U . . H18A H 0.4408 0.8864 -0.0101 0.075 Uiso 1 1 calc R . . H18B H 0.5555 0.9903 0.0462 0.075 Uiso 1 1 calc R . . H18C H 0.3655 1.0279 0.0380 0.075 Uiso 1 1 calc R . . C19 C 0.7549(10) 1.0925(10) 0.1548(5) 0.0237(15) Uani 1 1 d U . . C20 C 0.7946(10) 1.2515(11) 0.1456(6) 0.0268(17) Uani 1 1 d U . . C21 C 0.9262(11) 1.2919(11) 0.1012(6) 0.0331(19) Uani 1 1 d U . . H21 H 0.9519 1.3994 0.0941 0.040 Uiso 1 1 calc R . . C22 C 1.0199(12) 1.1790(13) 0.0672(6) 0.040(2) Uani 1 1 d U . . H22 H 1.1067 1.2088 0.0354 0.047 Uiso 1 1 calc R . . C23 C 0.9871(10) 1.0214(10) 0.0795(5) 0.032(2) Uani 1 1 d U . . H23 H 1.0558 0.9442 0.0582 0.039 Uiso 1 1 calc R . . C24 C 0.8543(8) 0.9737(19) 0.1230(4) 0.0242(14) Uani 1 1 d U . . C25 C 0.7139(12) 1.3844(10) 0.1871(6) 0.038(2) Uani 1 1 d U . . H25A H 0.7905 1.4716 0.1937 0.057 Uiso 1 1 calc R . . H25B H 0.6800 1.3485 0.2381 0.057 Uiso 1 1 calc R . . H25C H 0.6185 1.4197 0.1565 0.057 Uiso 1 1 calc R . . C26 C 0.8299(11) 0.8021(11) 0.1348(6) 0.030(2) Uani 1 1 d U . . H26A H 0.7445 0.7643 0.0987 0.045 Uiso 1 1 calc R . . H26B H 0.7978 0.7830 0.1882 0.045 Uiso 1 1 calc R . . H26C H 0.9314 0.7464 0.1253 0.045 Uiso 1 1 calc R . . C27 C 0.4235(11) 1.1716(11) 0.1997(7) 0.031(2) Uani 1 1 d U . . H27A H 0.4364 1.2198 0.1487 0.047 Uiso 1 1 calc R . . H27B H 0.4257 1.2532 0.2397 0.047 Uiso 1 1 calc R . . H27C H 0.3196 1.1159 0.2003 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01616(11) 0.02046(11) 0.02527(14) -0.0019(3) 0.00169(8) -0.0021(3) Cl1 0.0181(9) 0.0576(14) 0.0401(14) -0.0084(11) 0.0051(9) 0.0042(9) P1 0.0165(8) 0.0207(9) 0.0285(12) 0.0006(7) 0.0009(8) -0.0004(7) C1 0.025(4) 0.029(4) 0.030(5) -0.011(3) -0.008(3) 0.001(3) C2 0.018(3) 0.035(4) 0.036(3) -0.015(4) 0.000(2) -0.005(5) C3 0.015(4) 0.027(4) 0.045(5) 0.005(3) -0.002(3) -0.001(3) C4 0.016(3) 0.029(4) 0.027(4) -0.003(3) 0.000(3) -0.001(3) C5 0.013(3) 0.027(4) 0.044(5) 0.002(3) -0.002(3) 0.000(3) C6 0.034(5) 0.029(4) 0.067(9) -0.021(5) -0.009(5) -0.002(4) C7 0.037(4) 0.060(5) 0.035(4) -0.013(8) 0.007(3) -0.001(10) C8 0.034(5) 0.034(4) 0.036(6) 0.008(4) -0.013(4) -0.006(4) C9 0.025(4) 0.051(6) 0.049(7) -0.011(5) -0.002(4) 0.012(4) C10 0.021(4) 0.052(6) 0.057(7) 0.020(6) -0.012(4) -0.016(4) C11 0.018(4) 0.025(4) 0.026(4) -0.007(3) -0.001(3) -0.005(3) C12 0.016(4) 0.024(4) 0.028(4) -0.007(3) -0.001(3) 0.001(3) C13 0.024(4) 0.023(4) 0.048(5) -0.004(4) -0.004(4) -0.001(3) C14 0.027(4) 0.030(4) 0.059(6) -0.010(4) -0.009(4) -0.004(4) C15 0.030(4) 0.042(5) 0.038(5) -0.016(4) -0.013(4) -0.001(4) C16 0.019(4) 0.043(5) 0.031(4) -0.009(4) -0.006(3) -0.003(3) C17 0.033(4) 0.033(4) 0.016(4) 0.002(3) -0.005(3) -0.012(3) C18 0.046(5) 0.075(10) 0.027(5) -0.001(4) -0.008(4) -0.011(5) C19 0.021(4) 0.025(3) 0.025(4) 0.003(3) 0.003(3) 0.000(3) C20 0.027(4) 0.026(4) 0.027(5) 0.008(3) -0.002(3) -0.002(3) C21 0.029(4) 0.036(4) 0.034(6) 0.010(4) -0.004(3) -0.006(3) C22 0.034(5) 0.054(5) 0.031(6) 0.015(4) 0.006(4) -0.010(4) C23 0.025(4) 0.039(5) 0.034(5) -0.001(3) 0.007(3) 0.007(3) C24 0.023(3) 0.027(3) 0.022(3) -0.001(5) -0.003(2) 0.004(5) C25 0.034(5) 0.025(4) 0.054(7) 0.013(4) 0.006(4) 0.002(4) C26 0.026(4) 0.025(4) 0.041(6) -0.008(4) 0.004(4) 0.001(4) C27 0.025(4) 0.028(4) 0.040(6) 0.001(4) -0.007(4) 0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C17 2.125(8) . ? Ir1 C4 2.192(8) . ? Ir1 C2 2.216(8) . ? Ir1 C3 2.222(10) . ? Ir1 P1 2.246(2) . ? Ir1 C1 2.253(10) . ? Ir1 C5 2.261(9) . ? Ir1 Cl1 2.396(2) . ? P1 C11 1.825(8) . ? P1 C27 1.837(9) . ? P1 C19 1.853(9) . ? C1 C5 1.419(14) . ? C1 C2 1.451(18) . ? C1 C6 1.494(13) . ? C2 C3 1.377(15) . ? C2 C7 1.524(11) . ? C3 C4 1.416(13) . ? C3 C8 1.500(13) . ? C4 C5 1.439(14) . ? C4 C9 1.529(13) . ? C5 C10 1.519(13) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.377(12) . ? C11 C16 1.449(12) . ? C12 C13 1.400(12) . ? C12 C17 1.499(13) . ? C13 C14 1.377(14) . ? C13 H13 0.9500 . ? C14 C15 1.387(15) . ? C14 H14 0.9500 . ? C15 C16 1.379(13) . ? C15 H15 0.9500 . ? C16 C18 1.485(15) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.406(12) . ? C19 C24 1.424(15) . ? C20 C21 1.391(12) . ? C20 C25 1.507(13) . ? C21 C22 1.377(14) . ? C21 H21 0.9500 . ? C22 C23 1.389(13) . ? C22 H22 0.9500 . ? C23 C24 1.406(12) . ? C23 H23 0.9500 . ? C24 C26 1.492(18) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 Ir1 C4 107.2(3) . . ? C17 Ir1 C2 113.0(5) . . ? C4 Ir1 C2 61.9(3) . . ? C17 Ir1 C3 92.8(3) . . ? C4 Ir1 C3 37.4(3) . . ? C2 Ir1 C3 36.1(4) . . ? C17 Ir1 P1 81.4(2) . . ? C4 Ir1 P1 114.4(2) . . ? C2 Ir1 P1 165.6(4) . . ? C3 Ir1 P1 147.9(3) . . ? C17 Ir1 C1 150.9(4) . . ? C4 Ir1 C1 62.6(3) . . ? C2 Ir1 C1 37.9(5) . . ? C3 Ir1 C1 62.1(4) . . ? P1 Ir1 C1 127.7(3) . . ? C17 Ir1 C5 144.4(4) . . ? C4 Ir1 C5 37.7(4) . . ? C2 Ir1 C5 61.7(4) . . ? C3 Ir1 C5 61.9(3) . . ? P1 Ir1 C5 106.3(3) . . ? C1 Ir1 C5 36.6(4) . . ? C17 Ir1 Cl1 85.4(3) . . ? C4 Ir1 Cl1 154.0(2) . . ? C2 Ir1 Cl1 92.4(2) . . ? C3 Ir1 Cl1 121.6(3) . . ? P1 Ir1 Cl1 89.55(8) . . ? C1 Ir1 Cl1 95.3(3) . . ? C5 Ir1 Cl1 128.4(3) . . ? C11 P1 C27 97.3(4) . . ? C11 P1 C19 110.6(4) . . ? C27 P1 C19 105.7(4) . . ? C11 P1 Ir1 107.3(3) . . ? C27 P1 Ir1 119.0(4) . . ? C19 P1 Ir1 115.4(3) . . ? C5 C1 C2 106.3(8) . . ? C5 C1 C6 126.5(10) . . ? C2 C1 C6 127.1(10) . . ? C5 C1 Ir1 72.0(5) . . ? C2 C1 Ir1 69.7(5) . . ? C6 C1 Ir1 125.5(7) . . ? C3 C2 C1 109.5(8) . . ? C3 C2 C7 128.1(15) . . ? C1 C2 C7 122.2(13) . . ? C3 C2 Ir1 72.2(6) . . ? C1 C2 Ir1 72.4(6) . . ? C7 C2 Ir1 126.7(5) . . ? C2 C3 C4 108.5(9) . . ? C2 C3 C8 125.2(11) . . ? C4 C3 C8 126.3(9) . . ? C2 C3 Ir1 71.7(5) . . ? C4 C3 Ir1 70.1(6) . . ? C8 C3 Ir1 125.9(7) . . ? C3 C4 C5 107.8(9) . . ? C3 C4 C9 125.9(9) . . ? C5 C4 C9 124.9(9) . . ? C3 C4 Ir1 72.4(5) . . ? C5 C4 Ir1 73.8(6) . . ? C9 C4 Ir1 129.8(7) . . ? C1 C5 C4 107.8(9) . . ? C1 C5 C10 127.3(9) . . ? C4 C5 C10 124.5(10) . . ? C1 C5 Ir1 71.3(5) . . ? C4 C5 Ir1 68.5(6) . . ? C10 C5 Ir1 131.1(7) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 120.9(8) . . ? C12 C11 P1 111.3(6) . . ? C16 C11 P1 127.2(7) . . ? C11 C12 C13 119.8(9) . . ? C11 C12 C17 120.3(7) . . ? C13 C12 C17 119.8(8) . . ? C14 C13 C12 120.0(9) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 120.3(9) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C16 C15 C14 122.1(9) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C11 116.7(9) . . ? C15 C16 C18 120.6(9) . . ? C11 C16 C18 122.5(8) . . ? C12 C17 Ir1 118.1(6) . . ? C12 C17 H17A 107.8 . . ? Ir1 C17 H17A 107.8 . . ? C12 C17 H17B 107.8 . . ? Ir1 C17 H17B 107.8 . . ? H17A C17 H17B 107.1 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 120.3(9) . . ? C20 C19 P1 120.8(7) . . ? C24 C19 P1 118.4(7) . . ? C21 C20 C19 119.3(9) . . ? C21 C20 C25 116.0(8) . . ? C19 C20 C25 124.4(8) . . ? C22 C21 C20 121.2(9) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C21 C22 C23 119.8(9) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C22 C23 C24 121.3(10) . . ? C22 C23 H23 119.3 . . ? C24 C23 H23 119.3 . . ? C23 C24 C19 117.8(12) . . ? C23 C24 C26 117.8(9) . . ? C19 C24 C26 124.3(8) . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? P1 C27 H27A 109.5 . . ? P1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? P1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 Ir1 P1 C11 -0.8(4) . . . . ? C4 Ir1 P1 C11 104.2(4) . . . . ? C2 Ir1 P1 C11 176.1(10) . . . . ? C3 Ir1 P1 C11 80.6(5) . . . . ? C1 Ir1 P1 C11 177.5(4) . . . . ? C5 Ir1 P1 C11 143.6(4) . . . . ? Cl1 Ir1 P1 C11 -86.2(3) . . . . ? C17 Ir1 P1 C27 108.1(5) . . . . ? C4 Ir1 P1 C27 -146.9(4) . . . . ? C2 Ir1 P1 C27 -75.0(10) . . . . ? C3 Ir1 P1 C27 -170.4(6) . . . . ? C1 Ir1 P1 C27 -73.6(5) . . . . ? C5 Ir1 P1 C27 -107.5(4) . . . . ? Cl1 Ir1 P1 C27 22.7(4) . . . . ? C17 Ir1 P1 C19 -124.6(4) . . . . ? C4 Ir1 P1 C19 -19.6(4) . . . . ? C2 Ir1 P1 C19 52.3(10) . . . . ? C3 Ir1 P1 C19 -43.1(6) . . . . ? C1 Ir1 P1 C19 53.7(4) . . . . ? C5 Ir1 P1 C19 19.8(4) . . . . ? Cl1 Ir1 P1 C19 150.0(3) . . . . ? C17 Ir1 C1 C5 112.8(8) . . . . ? C4 Ir1 C1 C5 37.2(6) . . . . ? C2 Ir1 C1 C5 115.7(8) . . . . ? C3 Ir1 C1 C5 79.6(6) . . . . ? P1 Ir1 C1 C5 -63.7(6) . . . . ? Cl1 Ir1 C1 C5 -157.2(5) . . . . ? C17 Ir1 C1 C2 -2.9(10) . . . . ? C4 Ir1 C1 C2 -78.6(6) . . . . ? C3 Ir1 C1 C2 -36.1(5) . . . . ? P1 Ir1 C1 C2 -179.4(4) . . . . ? C5 Ir1 C1 C2 -115.7(8) . . . . ? Cl1 Ir1 C1 C2 87.1(5) . . . . ? C17 Ir1 C1 C6 -124.7(10) . . . . ? C4 Ir1 C1 C6 159.7(11) . . . . ? C2 Ir1 C1 C6 -121.7(12) . . . . ? C3 Ir1 C1 C6 -157.9(12) . . . . ? P1 Ir1 C1 C6 58.8(11) . . . . ? C5 Ir1 C1 C6 122.5(13) . . . . ? Cl1 Ir1 C1 C6 -34.7(10) . . . . ? C5 C1 C2 C3 -0.1(9) . . . . ? C6 C1 C2 C3 -177.1(10) . . . . ? Ir1 C1 C2 C3 63.1(6) . . . . ? C5 C1 C2 C7 174.0(7) . . . . ? C6 C1 C2 C7 -3.0(14) . . . . ? Ir1 C1 C2 C7 -122.8(7) . . . . ? C5 C1 C2 Ir1 -63.2(7) . . . . ? C6 C1 C2 Ir1 119.8(10) . . . . ? C17 Ir1 C2 C3 60.5(6) . . . . ? C4 Ir1 C2 C3 -37.3(5) . . . . ? P1 Ir1 C2 C3 -116.2(12) . . . . ? C1 Ir1 C2 C3 -117.9(8) . . . . ? C5 Ir1 C2 C3 -80.3(6) . . . . ? Cl1 Ir1 C2 C3 146.5(6) . . . . ? C17 Ir1 C2 C1 178.4(5) . . . . ? C4 Ir1 C2 C1 80.6(5) . . . . ? C3 Ir1 C2 C1 117.9(8) . . . . ? P1 Ir1 C2 C1 1.8(13) . . . . ? C5 Ir1 C2 C1 37.6(5) . . . . ? Cl1 Ir1 C2 C1 -95.6(5) . . . . ? C17 Ir1 C2 C7 -64.1(16) . . . . ? C4 Ir1 C2 C7 -162.0(17) . . . . ? C3 Ir1 C2 C7 -124.6(19) . . . . ? P1 Ir1 C2 C7 119.2(13) . . . . ? C1 Ir1 C2 C7 117.4(18) . . . . ? C5 Ir1 C2 C7 155.0(17) . . . . ? Cl1 Ir1 C2 C7 21.9(16) . . . . ? C1 C2 C3 C4 -2.5(10) . . . . ? C7 C2 C3 C4 -176.2(8) . . . . ? Ir1 C2 C3 C4 60.8(7) . . . . ? C1 C2 C3 C8 175.2(10) . . . . ? C7 C2 C3 C8 1.5(15) . . . . ? Ir1 C2 C3 C8 -121.5(10) . . . . ? C1 C2 C3 Ir1 -63.3(6) . . . . ? C7 C2 C3 Ir1 123.0(8) . . . . ? C17 Ir1 C3 C2 -126.7(7) . . . . ? C4 Ir1 C3 C2 118.3(8) . . . . ? P1 Ir1 C3 C2 155.1(6) . . . . ? C1 Ir1 C3 C2 37.8(6) . . . . ? C5 Ir1 C3 C2 79.5(7) . . . . ? Cl1 Ir1 C3 C2 -40.4(7) . . . . ? C17 Ir1 C3 C4 115.0(6) . . . . ? C2 Ir1 C3 C4 -118.3(8) . . . . ? P1 Ir1 C3 C4 36.8(8) . . . . ? C1 Ir1 C3 C4 -80.5(5) . . . . ? C5 Ir1 C3 C4 -38.8(6) . . . . ? Cl1 Ir1 C3 C4 -158.7(4) . . . . ? C17 Ir1 C3 C8 -6.1(10) . . . . ? C4 Ir1 C3 C8 -121.1(12) . . . . ? C2 Ir1 C3 C8 120.6(12) . . . . ? P1 Ir1 C3 C8 -84.3(10) . . . . ? C1 Ir1 C3 C8 158.5(11) . . . . ? C5 Ir1 C3 C8 -159.9(11) . . . . ? Cl1 Ir1 C3 C8 80.2(10) . . . . ? C2 C3 C4 C5 4.1(11) . . . . ? C8 C3 C4 C5 -173.6(10) . . . . ? Ir1 C3 C4 C5 65.8(7) . . . . ? C2 C3 C4 C9 171.3(9) . . . . ? C8 C3 C4 C9 -6.4(16) . . . . ? Ir1 C3 C4 C9 -126.9(10) . . . . ? C2 C3 C4 Ir1 -61.8(6) . . . . ? C8 C3 C4 Ir1 120.5(10) . . . . ? C17 Ir1 C4 C3 -71.3(6) . . . . ? C2 Ir1 C4 C3 36.1(6) . . . . ? P1 Ir1 C4 C3 -159.5(5) . . . . ? C1 Ir1 C4 C3 79.1(6) . . . . ? C5 Ir1 C4 C3 115.2(9) . . . . ? Cl1 Ir1 C4 C3 44.8(8) . . . . ? C17 Ir1 C4 C5 173.4(6) . . . . ? C2 Ir1 C4 C5 -79.2(8) . . . . ? C3 Ir1 C4 C5 -115.2(9) . . . . ? P1 Ir1 C4 C5 85.2(6) . . . . ? C1 Ir1 C4 C5 -36.1(6) . . . . ? Cl1 Ir1 C4 C5 -70.4(8) . . . . ? C17 Ir1 C4 C9 51.2(10) . . . . ? C2 Ir1 C4 C9 158.6(11) . . . . ? C3 Ir1 C4 C9 122.5(11) . . . . ? P1 Ir1 C4 C9 -37.0(9) . . . . ? C1 Ir1 C4 C9 -158.4(10) . . . . ? C5 Ir1 C4 C9 -122.2(12) . . . . ? Cl1 Ir1 C4 C9 167.4(7) . . . . ? C2 C1 C5 C4 2.6(11) . . . . ? C6 C1 C5 C4 179.6(10) . . . . ? Ir1 C1 C5 C4 -59.1(7) . . . . ? C2 C1 C5 C10 -170.4(9) . . . . ? C6 C1 C5 C10 6.6(17) . . . . ? Ir1 C1 C5 C10 128.0(10) . . . . ? C2 C1 C5 Ir1 61.6(6) . . . . ? C6 C1 C5 Ir1 -121.3(11) . . . . ? C3 C4 C5 C1 -4.1(12) . . . . ? C9 C4 C5 C1 -171.5(8) . . . . ? Ir1 C4 C5 C1 60.8(7) . . . . ? C3 C4 C5 C10 169.1(9) . . . . ? C9 C4 C5 C10 1.7(17) . . . . ? Ir1 C4 C5 C10 -126.0(10) . . . . ? C3 C4 C5 Ir1 -64.9(7) . . . . ? C9 C4 C5 Ir1 127.6(10) . . . . ? C17 Ir1 C5 C1 -129.5(7) . . . . ? C4 Ir1 C5 C1 -118.7(9) . . . . ? C2 Ir1 C5 C1 -38.9(6) . . . . ? C3 Ir1 C5 C1 -80.1(6) . . . . ? P1 Ir1 C5 C1 132.3(5) . . . . ? Cl1 Ir1 C5 C1 29.5(7) . . . . ? C17 Ir1 C5 C4 -10.8(10) . . . . ? C2 Ir1 C5 C4 79.7(7) . . . . ? C3 Ir1 C5 C4 38.5(6) . . . . ? P1 Ir1 C5 C4 -109.0(6) . . . . ? C1 Ir1 C5 C4 118.7(9) . . . . ? Cl1 Ir1 C5 C4 148.1(5) . . . . ? C17 Ir1 C5 C10 106.9(10) . . . . ? C4 Ir1 C5 C10 117.7(13) . . . . ? C2 Ir1 C5 C10 -162.5(11) . . . . ? C3 Ir1 C5 C10 156.3(11) . . . . ? P1 Ir1 C5 C10 8.7(10) . . . . ? C1 Ir1 C5 C10 -123.6(12) . . . . ? Cl1 Ir1 C5 C10 -94.1(10) . . . . ? C27 P1 C11 C12 -115.4(6) . . . . ? C19 P1 C11 C12 134.7(6) . . . . ? Ir1 P1 C11 C12 8.1(6) . . . . ? C27 P1 C11 C16 56.2(8) . . . . ? C19 P1 C11 C16 -53.7(8) . . . . ? Ir1 P1 C11 C16 179.7(7) . . . . ? C16 C11 C12 C13 -2.3(12) . . . . ? P1 C11 C12 C13 170.0(6) . . . . ? C16 C11 C12 C17 173.6(8) . . . . ? P1 C11 C12 C17 -14.1(10) . . . . ? C11 C12 C13 C14 1.2(13) . . . . ? C17 C12 C13 C14 -174.7(8) . . . . ? C12 C13 C14 C15 2.0(14) . . . . ? C13 C14 C15 C16 -4.2(15) . . . . ? C14 C15 C16 C11 3.0(14) . . . . ? C14 C15 C16 C18 179.3(9) . . . . ? C12 C11 C16 C15 0.2(13) . . . . ? P1 C11 C16 C15 -170.7(7) . . . . ? C12 C11 C16 C18 -176.0(9) . . . . ? P1 C11 C16 C18 13.0(13) . . . . ? C11 C12 C17 Ir1 14.3(11) . . . . ? C13 C12 C17 Ir1 -169.8(6) . . . . ? C4 Ir1 C17 C12 -119.2(7) . . . . ? C2 Ir1 C17 C12 174.6(6) . . . . ? C3 Ir1 C17 C12 -154.4(7) . . . . ? P1 Ir1 C17 C12 -6.2(6) . . . . ? C1 Ir1 C17 C12 176.6(6) . . . . ? C5 Ir1 C17 C12 -112.3(8) . . . . ? Cl1 Ir1 C17 C12 84.0(7) . . . . ? C11 P1 C19 C20 147.0(7) . . . . ? C27 P1 C19 C20 42.7(9) . . . . ? Ir1 P1 C19 C20 -91.0(7) . . . . ? C11 P1 C19 C24 -41.0(8) . . . . ? C27 P1 C19 C24 -145.3(7) . . . . ? Ir1 P1 C19 C24 81.0(7) . . . . ? C24 C19 C20 C21 3.8(13) . . . . ? P1 C19 C20 C21 175.6(7) . . . . ? C24 C19 C20 C25 -170.0(8) . . . . ? P1 C19 C20 C25 1.9(13) . . . . ? C19 C20 C21 C22 -1.1(14) . . . . ? C25 C20 C21 C22 173.2(9) . . . . ? C20 C21 C22 C23 -2.4(15) . . . . ? C21 C22 C23 C24 3.3(15) . . . . ? C22 C23 C24 C19 -0.7(13) . . . . ? C22 C23 C24 C26 -178.8(9) . . . . ? C20 C19 C24 C23 -2.9(12) . . . . ? P1 C19 C24 C23 -174.9(6) . . . . ? C20 C19 C24 C26 175.1(8) . . . . ? P1 C19 C24 C26 3.1(11) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 30.52 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.851 _refine_diff_density_min -1.551 _refine_diff_density_rms 0.198 ###END #========================================================================= # Data for compound 1-SCN (local labelling ea03511x) #========================================================================= data_1-SCN _database_code_depnum_ccdc_archive 'CCDC 817785' #TrackingRef '- CIF with all 4 structures in one.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H35 Ir N P S' _chemical_formula_sum 'C28 H35 Ir N P S' _chemical_formula_weight 640.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.1597(9) _cell_length_b 8.2917(4) _cell_length_c 16.8404(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.1430(10) _cell_angle_gamma 90.00 _cell_volume 2525.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9244 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 30.50 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 5.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1714 _exptl_absorpt_correction_T_max 0.2251 _exptl_absorpt_process_details ; SADABS, Bruker (2001). APEX2, Bruker (2007) ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius X8kappa APEX II CCD area detector ; _diffrn_measurement_method 'phi and omega scans with narrow frames' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_decay_% 0 _diffrn_reflns_number 53297 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 30.56 _reflns_number_total 7644 _reflns_number_gt 6575 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software Suite (Bruker, 2007)' _computing_cell_refinement 'APEX2 Software Suite (Bruker, 2007)' _computing_data_reduction 'APEX2 Software Suite (Bruker, 2007)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and publCIF (Westrip, 2010)' _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^)+(0.0514P)^2^+1.2302P] 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 7644 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.1001 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.829819(8) 0.319026(17) 0.421640(9) 0.01509(6) Uani 1 1 d . . . S1 S 0.87244(7) 0.58264(14) 0.39257(8) 0.0280(2) Uani 1 1 d . . . P1 P 0.71262(6) 0.39951(12) 0.38805(6) 0.01501(19) Uani 1 1 d . . . N1 N 0.8738(4) 0.5995(9) 0.2248(4) 0.0579(17) Uani 1 1 d . . . C1 C 0.8455(3) 0.0669(5) 0.4583(3) 0.0201(8) Uani 1 1 d . . . C2 C 0.9128(2) 0.1503(5) 0.4813(2) 0.0176(8) Uani 1 1 d . . . C3 C 0.9422(3) 0.2103(5) 0.4115(3) 0.0212(8) Uani 1 1 d . . . C4 C 0.8938(3) 0.1588(5) 0.3432(3) 0.0232(9) Uani 1 1 d . . . C5 C 0.8360(3) 0.0687(5) 0.3702(3) 0.0215(9) Uani 1 1 d . . . C6 C 0.8027(3) -0.0360(6) 0.5106(3) 0.0313(11) Uani 1 1 d . . . H6A H 0.8264 -0.1419 0.5173 0.047 Uiso 1 1 calc R . . H6B H 0.7521 -0.0493 0.4860 0.047 Uiso 1 1 calc R . . H6C H 0.8016 0.0157 0.5628 0.047 Uiso 1 1 calc R . . C7 C 0.9489(3) 0.1652(6) 0.5647(3) 0.0277(10) Uani 1 1 d . . . H7A H 0.9900 0.0884 0.5723 0.042 Uiso 1 1 calc R . . H7B H 0.9126 0.1418 0.6028 0.042 Uiso 1 1 calc R . . H7C H 0.9678 0.2751 0.5733 0.042 Uiso 1 1 calc R . . C8 C 1.0125(3) 0.3004(6) 0.4085(4) 0.0303(11) Uani 1 1 d . . . H8A H 1.0282 0.3435 0.4616 0.046 Uiso 1 1 calc R . . H8B H 1.0051 0.3896 0.3705 0.046 Uiso 1 1 calc R . . H8C H 1.0507 0.2278 0.3917 0.046 Uiso 1 1 calc R . . C9 C 0.9098(4) 0.1808(7) 0.2579(3) 0.0390(14) Uani 1 1 d . . . H9A H 0.9445 0.0973 0.2436 0.058 Uiso 1 1 calc R . . H9B H 0.9317 0.2875 0.2513 0.058 Uiso 1 1 calc R . . H9C H 0.8637 0.1720 0.2232 0.058 Uiso 1 1 calc R . . C10 C 0.7786(3) -0.0254(6) 0.3215(3) 0.0339(12) Uani 1 1 d . . . H10A H 0.7672 0.0280 0.2699 0.051 Uiso 1 1 calc R . . H10B H 0.7337 -0.0317 0.3496 0.051 Uiso 1 1 calc R . . H10C H 0.7971 -0.1345 0.3128 0.051 Uiso 1 1 calc R . . C11 C 0.6833(2) 0.5080(5) 0.4745(2) 0.0171(8) Uani 1 1 d . . . C12 C 0.7410(3) 0.5215(5) 0.5354(2) 0.0183(8) Uani 1 1 d . . . C13 C 0.7313(3) 0.6239(5) 0.6004(3) 0.0238(9) Uani 1 1 d . . . H13 H 0.7706 0.6377 0.6410 0.029 Uiso 1 1 calc R . . C14 C 0.6653(3) 0.7045(6) 0.6056(3) 0.0286(11) Uani 1 1 d . . . H14 H 0.6594 0.7728 0.6499 0.034 Uiso 1 1 calc R . . C15 C 0.6074(3) 0.6860(5) 0.5462(3) 0.0285(10) Uani 1 1 d . . . H15 H 0.5617 0.7393 0.5511 0.034 Uiso 1 1 calc R . . C16 C 0.6161(3) 0.5894(5) 0.4794(3) 0.0224(9) Uani 1 1 d . . . C17 C 0.8100(3) 0.4246(5) 0.5324(2) 0.0206(8) Uani 1 1 d . . . H17A H 0.8092 0.3370 0.5723 0.025 Uiso 1 1 calc R . . H17B H 0.8525 0.4951 0.5493 0.025 Uiso 1 1 calc R . . C18 C 0.5525(3) 0.5771(6) 0.4156(3) 0.0290(10) Uani 1 1 d . . . H18A H 0.5599 0.6536 0.3727 0.044 Uiso 1 1 calc R . . H18B H 0.5062 0.6023 0.4387 0.044 Uiso 1 1 calc R . . H18C H 0.5500 0.4672 0.3941 0.044 Uiso 1 1 calc R . . C19 C 0.6452(2) 0.2413(5) 0.3564(2) 0.0190(8) Uani 1 1 d . . . C20 C 0.6333(3) 0.1993(5) 0.2750(3) 0.0251(10) Uani 1 1 d . . . C21 C 0.5815(3) 0.0796(7) 0.2522(3) 0.0375(13) Uani 1 1 d . . . H21 H 0.5725 0.0528 0.1973 0.045 Uiso 1 1 calc R . . C22 C 0.5430(3) -0.0006(7) 0.3072(4) 0.0432(15) Uani 1 1 d . . . H22 H 0.5064 -0.0779 0.2901 0.052 Uiso 1 1 calc R . . C23 C 0.5583(3) 0.0324(6) 0.3874(4) 0.0346(12) Uani 1 1 d . . . H23 H 0.5334 -0.0262 0.4254 0.041 Uiso 1 1 calc R . . C24 C 0.6099(3) 0.1508(5) 0.4136(3) 0.0226(9) Uani 1 1 d . . . C25 C 0.6763(4) 0.2665(7) 0.2103(3) 0.0363(13) Uani 1 1 d . . . H25A H 0.6783 0.1863 0.1678 0.054 Uiso 1 1 calc R . . H25B H 0.7266 0.2928 0.2324 0.054 Uiso 1 1 calc R . . H25C H 0.6519 0.3644 0.1884 0.054 Uiso 1 1 calc R . . C26 C 0.6264(3) 0.1713(5) 0.5023(3) 0.0276(10) Uani 1 1 d . . . H26A H 0.5980 0.2625 0.5205 0.041 Uiso 1 1 calc R . . H26B H 0.6794 0.1920 0.5146 0.041 Uiso 1 1 calc R . . H26C H 0.6127 0.0728 0.5295 0.041 Uiso 1 1 calc R . . C27 C 0.6963(3) 0.5592(5) 0.3128(3) 0.0236(9) Uani 1 1 d . . . H27A H 0.6452 0.5530 0.2888 0.035 Uiso 1 1 calc R . . H27B H 0.7303 0.5451 0.2712 0.035 Uiso 1 1 calc R . . H27C H 0.7049 0.6648 0.3381 0.035 Uiso 1 1 calc R . . C28 C 0.8740(3) 0.5900(6) 0.2939(4) 0.0340(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01516(9) 0.01361(8) 0.01628(9) 0.00024(5) 0.00018(6) 0.00125(5) S1 0.0271(6) 0.0190(5) 0.0370(6) 0.0027(4) -0.0025(5) -0.0038(4) P1 0.0148(5) 0.0135(4) 0.0166(4) 0.0003(3) 0.0003(4) 0.0012(3) N1 0.062(4) 0.067(4) 0.049(3) 0.019(3) 0.028(3) 0.010(3) C1 0.023(2) 0.0153(17) 0.0220(19) 0.0011(14) 0.0010(17) 0.0001(15) C2 0.0167(19) 0.0173(17) 0.0187(17) 0.0021(13) 0.0013(16) 0.0043(14) C3 0.021(2) 0.0169(18) 0.026(2) -0.0003(15) 0.0036(18) 0.0057(15) C4 0.029(2) 0.0185(19) 0.022(2) -0.0004(14) 0.0013(19) 0.0068(16) C5 0.026(2) 0.0151(18) 0.0227(19) -0.0018(14) 0.0011(18) 0.0070(15) C6 0.026(2) 0.023(2) 0.046(3) 0.013(2) 0.010(2) 0.0034(18) C7 0.031(3) 0.030(2) 0.021(2) 0.0037(16) -0.002(2) 0.0078(19) C8 0.020(2) 0.032(2) 0.040(3) 0.001(2) 0.007(2) 0.0010(18) C9 0.053(4) 0.042(3) 0.023(2) -0.0001(19) 0.008(3) 0.013(3) C10 0.039(3) 0.017(2) 0.042(3) -0.0102(19) -0.013(2) 0.0057(19) C11 0.0179(19) 0.0112(16) 0.0225(18) -0.0010(13) 0.0040(16) 0.0001(13) C12 0.024(2) 0.0136(17) 0.0177(17) 0.0008(13) 0.0044(16) -0.0028(14) C13 0.031(2) 0.0182(19) 0.0222(19) -0.0010(15) 0.0015(18) -0.0051(17) C14 0.038(3) 0.021(2) 0.028(2) -0.0080(17) 0.011(2) 0.0002(18) C15 0.030(3) 0.023(2) 0.035(3) -0.0039(17) 0.010(2) 0.0049(17) C16 0.019(2) 0.0173(18) 0.032(2) -0.0027(15) 0.0048(18) 0.0010(15) C17 0.020(2) 0.023(2) 0.0181(17) -0.0026(14) 0.0005(16) 0.0027(15) C18 0.017(2) 0.029(2) 0.042(3) -0.0034(19) 0.001(2) 0.0043(17) C19 0.019(2) 0.0155(17) 0.0215(18) -0.0027(14) -0.0018(16) 0.0034(14) C20 0.025(2) 0.023(2) 0.026(2) -0.0053(16) -0.0057(19) 0.0080(16) C21 0.041(3) 0.030(2) 0.038(3) -0.012(2) -0.018(2) 0.003(2) C22 0.034(3) 0.029(3) 0.064(4) -0.012(2) -0.015(3) -0.005(2) C23 0.025(2) 0.025(2) 0.054(3) -0.004(2) 0.004(2) -0.0080(19) C24 0.021(2) 0.0156(18) 0.031(2) -0.0012(15) 0.0017(19) -0.0009(15) C25 0.056(4) 0.034(3) 0.018(2) -0.0022(18) 0.001(2) 0.004(2) C26 0.034(3) 0.021(2) 0.029(2) 0.0030(16) 0.008(2) -0.0016(18) C27 0.024(2) 0.022(2) 0.025(2) 0.0074(15) -0.0003(18) 0.0034(16) C28 0.028(3) 0.023(2) 0.053(3) 0.012(2) 0.011(2) 0.0020(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C17 2.120(4) . ? Ir1 C1 2.191(4) . ? Ir1 C2 2.228(4) . ? Ir1 C3 2.252(5) . ? Ir1 P1 2.2537(10) . ? Ir1 C5 2.255(4) . ? Ir1 C4 2.266(5) . ? Ir1 S1 2.3842(12) . ? S1 C28 1.665(6) . ? P1 C11 1.831(4) . ? P1 C27 1.839(4) . ? P1 C19 1.840(4) . ? N1 C28 1.167(8) . ? C1 C2 1.428(6) . ? C1 C5 1.478(6) . ? C1 C6 1.492(7) . ? C2 C3 1.425(7) . ? C2 C7 1.500(6) . ? C3 C4 1.448(6) . ? C3 C8 1.484(7) . ? C4 C5 1.397(7) . ? C4 C9 1.502(7) . ? C5 C10 1.490(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.403(6) . ? C11 C16 1.404(6) . ? C12 C13 1.408(6) . ? C12 C17 1.493(6) . ? C13 C14 1.382(7) . ? C13 H13 0.9500 . ? C14 C15 1.393(8) . ? C14 H14 0.9500 . ? C15 C16 1.402(7) . ? C15 H15 0.9500 . ? C16 C18 1.508(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.412(6) . ? C19 C24 1.419(7) . ? C20 C21 1.398(7) . ? C20 C25 1.503(8) . ? C21 C22 1.380(10) . ? C21 H21 0.9500 . ? C22 C23 1.381(9) . ? C22 H22 0.9500 . ? C23 C24 1.401(6) . ? C23 H23 0.9500 . ? C24 C26 1.507(7) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 Ir1 C1 100.03(17) . . ? C17 Ir1 C2 91.36(16) . . ? C1 Ir1 C2 37.68(16) . . ? C17 Ir1 C3 117.31(16) . . ? C1 Ir1 C3 62.85(17) . . ? C2 Ir1 C3 37.08(17) . . ? C17 Ir1 P1 82.37(12) . . ? C1 Ir1 P1 116.67(12) . . ? C2 Ir1 P1 152.14(12) . . ? C3 Ir1 P1 160.31(12) . . ? C17 Ir1 C5 137.39(17) . . ? C1 Ir1 C5 38.78(16) . . ? C2 Ir1 C5 62.64(15) . . ? C3 Ir1 C5 61.67(17) . . ? P1 Ir1 C5 104.76(12) . . ? C17 Ir1 C4 153.05(16) . . ? C1 Ir1 C4 62.92(17) . . ? C2 Ir1 C4 62.22(16) . . ? C3 Ir1 C4 37.38(16) . . ? P1 Ir1 C4 123.32(12) . . ? C5 Ir1 C4 36.00(18) . . ? C17 Ir1 S1 83.45(13) . . ? C1 Ir1 S1 153.68(12) . . ? C2 Ir1 S1 116.71(12) . . ? C3 Ir1 S1 92.20(12) . . ? P1 Ir1 S1 89.64(4) . . ? C5 Ir1 S1 137.42(13) . . ? C4 Ir1 S1 102.98(13) . . ? C28 S1 Ir1 105.87(19) . . ? C11 P1 C27 98.9(2) . . ? C11 P1 C19 110.3(2) . . ? C27 P1 C19 104.6(2) . . ? C11 P1 Ir1 106.33(14) . . ? C27 P1 Ir1 118.43(16) . . ? C19 P1 Ir1 116.76(14) . . ? C2 C1 C5 106.7(4) . . ? C2 C1 C6 126.5(4) . . ? C5 C1 C6 125.4(4) . . ? C2 C1 Ir1 72.6(2) . . ? C5 C1 Ir1 72.9(2) . . ? C6 C1 Ir1 130.5(3) . . ? C3 C2 C1 108.7(4) . . ? C3 C2 C7 125.3(4) . . ? C1 C2 C7 125.9(4) . . ? C3 C2 Ir1 72.4(2) . . ? C1 C2 Ir1 69.8(2) . . ? C7 C2 Ir1 126.3(3) . . ? C2 C3 C4 107.9(4) . . ? C2 C3 C8 126.3(4) . . ? C4 C3 C8 125.7(5) . . ? C2 C3 Ir1 70.6(3) . . ? C4 C3 Ir1 71.9(3) . . ? C8 C3 Ir1 126.1(3) . . ? C5 C4 C3 108.6(4) . . ? C5 C4 C9 126.3(5) . . ? C3 C4 C9 124.7(5) . . ? C5 C4 Ir1 71.6(3) . . ? C3 C4 Ir1 70.8(3) . . ? C9 C4 Ir1 129.8(3) . . ? C4 C5 C1 108.1(4) . . ? C4 C5 C10 127.6(4) . . ? C1 C5 C10 124.1(5) . . ? C4 C5 Ir1 72.4(3) . . ? C1 C5 Ir1 68.3(2) . . ? C10 C5 Ir1 129.6(3) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 121.0(4) . . ? C12 C11 P1 111.7(3) . . ? C16 C11 P1 126.8(3) . . ? C11 C12 C13 118.7(4) . . ? C11 C12 C17 120.4(4) . . ? C13 C12 C17 120.9(4) . . ? C14 C13 C12 120.7(4) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 120.3(4) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C16 120.5(5) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C11 118.8(4) . . ? C15 C16 C18 118.5(4) . . ? C11 C16 C18 122.7(4) . . ? C12 C17 Ir1 117.5(3) . . ? C12 C17 H17A 107.9 . . ? Ir1 C17 H17A 107.9 . . ? C12 C17 H17B 107.9 . . ? Ir1 C17 H17B 107.9 . . ? H17A C17 H17B 107.2 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 119.4(4) . . ? C20 C19 P1 119.8(4) . . ? C24 C19 P1 120.6(3) . . ? C21 C20 C19 118.9(5) . . ? C21 C20 C25 116.4(5) . . ? C19 C20 C25 124.6(5) . . ? C22 C21 C20 121.8(5) . . ? C22 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? C21 C22 C23 119.4(5) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C22 C23 C24 121.2(6) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C23 C24 C19 119.1(5) . . ? C23 C24 C26 117.4(5) . . ? C19 C24 C26 123.5(4) . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? P1 C27 H27A 109.5 . . ? P1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? P1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N1 C28 S1 177.9(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 Ir1 S1 C28 -162.8(2) . . . . ? C1 Ir1 S1 C28 97.7(3) . . . . ? C2 Ir1 S1 C28 108.9(2) . . . . ? C3 Ir1 S1 C28 79.9(2) . . . . ? P1 Ir1 S1 C28 -80.5(2) . . . . ? C5 Ir1 S1 C28 31.2(3) . . . . ? C4 Ir1 S1 C28 43.7(2) . . . . ? C17 Ir1 P1 C11 3.18(19) . . . . ? C1 Ir1 P1 C11 100.62(19) . . . . ? C2 Ir1 P1 C11 81.5(3) . . . . ? C3 Ir1 P1 C11 -175.8(4) . . . . ? C5 Ir1 P1 C11 140.29(18) . . . . ? C4 Ir1 P1 C11 174.4(2) . . . . ? S1 Ir1 P1 C11 -80.26(14) . . . . ? C17 Ir1 P1 C27 113.1(2) . . . . ? C1 Ir1 P1 C27 -149.4(2) . . . . ? C2 Ir1 P1 C27 -168.5(3) . . . . ? C3 Ir1 P1 C27 -65.8(4) . . . . ? C5 Ir1 P1 C27 -109.7(2) . . . . ? C4 Ir1 P1 C27 -75.6(2) . . . . ? S1 Ir1 P1 C27 29.71(18) . . . . ? C17 Ir1 P1 C19 -120.4(2) . . . . ? C1 Ir1 P1 C19 -23.0(2) . . . . ? C2 Ir1 P1 C19 -42.1(3) . . . . ? C3 Ir1 P1 C19 60.6(4) . . . . ? C5 Ir1 P1 C19 16.7(2) . . . . ? C4 Ir1 P1 C19 50.8(2) . . . . ? S1 Ir1 P1 C19 156.14(17) . . . . ? C17 Ir1 C1 C2 -79.1(3) . . . . ? C3 Ir1 C1 C2 36.6(3) . . . . ? P1 Ir1 C1 C2 -165.5(2) . . . . ? C5 Ir1 C1 C2 114.3(4) . . . . ? C4 Ir1 C1 C2 78.8(3) . . . . ? S1 Ir1 C1 C2 16.5(4) . . . . ? C17 Ir1 C1 C5 166.7(3) . . . . ? C2 Ir1 C1 C5 -114.3(4) . . . . ? C3 Ir1 C1 C5 -77.7(3) . . . . ? P1 Ir1 C1 C5 80.2(3) . . . . ? C4 Ir1 C1 C5 -35.5(3) . . . . ? S1 Ir1 C1 C5 -97.8(3) . . . . ? C17 Ir1 C1 C6 44.4(5) . . . . ? C2 Ir1 C1 C6 123.4(5) . . . . ? C3 Ir1 C1 C6 160.0(5) . . . . ? P1 Ir1 C1 C6 -42.1(5) . . . . ? C5 Ir1 C1 C6 -122.3(5) . . . . ? C4 Ir1 C1 C6 -157.8(5) . . . . ? S1 Ir1 C1 C6 139.9(4) . . . . ? C5 C1 C2 C3 3.2(5) . . . . ? C6 C1 C2 C3 169.8(4) . . . . ? Ir1 C1 C2 C3 -62.2(3) . . . . ? C5 C1 C2 C7 -173.7(4) . . . . ? C6 C1 C2 C7 -7.2(7) . . . . ? Ir1 C1 C2 C7 120.8(4) . . . . ? C5 C1 C2 Ir1 65.5(3) . . . . ? C6 C1 C2 Ir1 -128.0(5) . . . . ? C17 Ir1 C2 C3 -136.9(3) . . . . ? C1 Ir1 C2 C3 118.4(4) . . . . ? P1 Ir1 C2 C3 147.0(2) . . . . ? C5 Ir1 C2 C3 78.4(3) . . . . ? C4 Ir1 C2 C3 37.6(3) . . . . ? S1 Ir1 C2 C3 -53.5(3) . . . . ? C17 Ir1 C2 C1 104.7(3) . . . . ? C3 Ir1 C2 C1 -118.4(4) . . . . ? P1 Ir1 C2 C1 28.6(4) . . . . ? C5 Ir1 C2 C1 -40.0(3) . . . . ? C4 Ir1 C2 C1 -80.8(3) . . . . ? S1 Ir1 C2 C1 -171.9(2) . . . . ? C17 Ir1 C2 C7 -15.6(4) . . . . ? C1 Ir1 C2 C7 -120.3(5) . . . . ? C3 Ir1 C2 C7 121.3(5) . . . . ? P1 Ir1 C2 C7 -91.7(5) . . . . ? C5 Ir1 C2 C7 -160.3(5) . . . . ? C4 Ir1 C2 C7 158.9(5) . . . . ? S1 Ir1 C2 C7 67.8(4) . . . . ? C1 C2 C3 C4 -1.9(5) . . . . ? C7 C2 C3 C4 175.1(4) . . . . ? Ir1 C2 C3 C4 -62.6(3) . . . . ? C1 C2 C3 C8 -178.3(4) . . . . ? C7 C2 C3 C8 -1.3(7) . . . . ? Ir1 C2 C3 C8 121.1(4) . . . . ? C1 C2 C3 Ir1 60.6(3) . . . . ? C7 C2 C3 Ir1 -122.4(4) . . . . ? C17 Ir1 C3 C2 50.3(3) . . . . ? C1 Ir1 C3 C2 -37.2(2) . . . . ? P1 Ir1 C3 C2 -130.9(3) . . . . ? C5 Ir1 C3 C2 -81.2(3) . . . . ? C4 Ir1 C3 C2 -117.3(4) . . . . ? S1 Ir1 C3 C2 134.1(2) . . . . ? C17 Ir1 C3 C4 167.6(3) . . . . ? C1 Ir1 C3 C4 80.1(3) . . . . ? C2 Ir1 C3 C4 117.3(4) . . . . ? P1 Ir1 C3 C4 -13.6(5) . . . . ? C5 Ir1 C3 C4 36.1(3) . . . . ? S1 Ir1 C3 C4 -108.7(3) . . . . ? C17 Ir1 C3 C8 -71.0(5) . . . . ? C1 Ir1 C3 C8 -158.4(5) . . . . ? C2 Ir1 C3 C8 -121.3(5) . . . . ? P1 Ir1 C3 C8 107.9(5) . . . . ? C5 Ir1 C3 C8 157.5(5) . . . . ? C4 Ir1 C3 C8 121.5(5) . . . . ? S1 Ir1 C3 C8 12.8(4) . . . . ? C2 C3 C4 C5 -0.2(5) . . . . ? C8 C3 C4 C5 176.2(4) . . . . ? Ir1 C3 C4 C5 -61.9(3) . . . . ? C2 C3 C4 C9 -172.6(4) . . . . ? C8 C3 C4 C9 3.8(7) . . . . ? Ir1 C3 C4 C9 125.6(4) . . . . ? C2 C3 C4 Ir1 61.7(3) . . . . ? C8 C3 C4 Ir1 -121.9(4) . . . . ? C17 Ir1 C4 C5 93.2(5) . . . . ? C1 Ir1 C4 C5 38.2(3) . . . . ? C2 Ir1 C4 C5 80.9(3) . . . . ? C3 Ir1 C4 C5 118.1(4) . . . . ? P1 Ir1 C4 C5 -67.3(3) . . . . ? S1 Ir1 C4 C5 -165.6(2) . . . . ? C17 Ir1 C4 C3 -24.9(5) . . . . ? C1 Ir1 C4 C3 -79.9(3) . . . . ? C2 Ir1 C4 C3 -37.3(3) . . . . ? P1 Ir1 C4 C3 174.6(2) . . . . ? C5 Ir1 C4 C3 -118.1(4) . . . . ? S1 Ir1 C4 C3 76.3(3) . . . . ? C17 Ir1 C4 C9 -144.5(5) . . . . ? C1 Ir1 C4 C9 160.5(6) . . . . ? C2 Ir1 C4 C9 -156.8(6) . . . . ? C3 Ir1 C4 C9 -119.5(6) . . . . ? P1 Ir1 C4 C9 55.0(6) . . . . ? C5 Ir1 C4 C9 122.3(6) . . . . ? S1 Ir1 C4 C9 -43.2(5) . . . . ? C3 C4 C5 C1 2.2(5) . . . . ? C9 C4 C5 C1 174.5(4) . . . . ? Ir1 C4 C5 C1 -59.2(3) . . . . ? C3 C4 C5 C10 -171.7(4) . . . . ? C9 C4 C5 C10 0.5(7) . . . . ? Ir1 C4 C5 C10 126.9(4) . . . . ? C3 C4 C5 Ir1 61.4(3) . . . . ? C9 C4 C5 Ir1 -126.3(5) . . . . ? C2 C1 C5 C4 -3.4(5) . . . . ? C6 C1 C5 C4 -170.1(4) . . . . ? Ir1 C1 C5 C4 61.8(3) . . . . ? C2 C1 C5 C10 170.8(4) . . . . ? C6 C1 C5 C10 4.1(7) . . . . ? Ir1 C1 C5 C10 -124.0(4) . . . . ? C2 C1 C5 Ir1 -65.2(3) . . . . ? C6 C1 C5 Ir1 128.0(5) . . . . ? C17 Ir1 C5 C4 -138.0(3) . . . . ? C1 Ir1 C5 C4 -118.5(4) . . . . ? C2 Ir1 C5 C4 -79.6(3) . . . . ? C3 Ir1 C5 C4 -37.5(3) . . . . ? P1 Ir1 C5 C4 127.1(2) . . . . ? S1 Ir1 C5 C4 21.1(3) . . . . ? C17 Ir1 C5 C1 -19.6(4) . . . . ? C2 Ir1 C5 C1 38.9(3) . . . . ? C3 Ir1 C5 C1 81.0(3) . . . . ? P1 Ir1 C5 C1 -114.4(2) . . . . ? C4 Ir1 C5 C1 118.5(4) . . . . ? S1 Ir1 C5 C1 139.5(2) . . . . ? C17 Ir1 C5 C10 97.3(5) . . . . ? C1 Ir1 C5 C10 116.9(6) . . . . ? C2 Ir1 C5 C10 155.8(5) . . . . ? C3 Ir1 C5 C10 -162.1(5) . . . . ? P1 Ir1 C5 C10 2.5(5) . . . . ? C4 Ir1 C5 C10 -124.6(6) . . . . ? S1 Ir1 C5 C10 -103.6(5) . . . . ? C27 P1 C11 C12 -119.5(3) . . . . ? C19 P1 C11 C12 131.2(3) . . . . ? Ir1 P1 C11 C12 3.7(3) . . . . ? C27 P1 C11 C16 52.1(4) . . . . ? C19 P1 C11 C16 -57.1(4) . . . . ? Ir1 P1 C11 C16 175.4(4) . . . . ? C16 C11 C12 C13 -2.5(6) . . . . ? P1 C11 C12 C13 169.7(3) . . . . ? C16 C11 C12 C17 175.4(4) . . . . ? P1 C11 C12 C17 -12.4(5) . . . . ? C11 C12 C13 C14 2.5(7) . . . . ? C17 C12 C13 C14 -175.4(4) . . . . ? C12 C13 C14 C15 -0.3(7) . . . . ? C13 C14 C15 C16 -1.9(8) . . . . ? C14 C15 C16 C11 1.9(7) . . . . ? C14 C15 C16 C18 -178.3(5) . . . . ? C12 C11 C16 C15 0.4(7) . . . . ? P1 C11 C16 C15 -170.6(4) . . . . ? C12 C11 C16 C18 -179.5(4) . . . . ? P1 C11 C16 C18 9.6(7) . . . . ? C11 C12 C17 Ir1 16.2(5) . . . . ? C13 C12 C17 Ir1 -165.9(3) . . . . ? C1 Ir1 C17 C12 -125.8(3) . . . . ? C2 Ir1 C17 C12 -162.7(3) . . . . ? C3 Ir1 C17 C12 169.6(3) . . . . ? P1 Ir1 C17 C12 -10.0(3) . . . . ? C5 Ir1 C17 C12 -113.5(3) . . . . ? C4 Ir1 C17 C12 -173.6(3) . . . . ? S1 Ir1 C17 C12 80.5(3) . . . . ? C11 P1 C19 C20 148.1(3) . . . . ? C27 P1 C19 C20 42.6(4) . . . . ? Ir1 P1 C19 C20 -90.4(3) . . . . ? C11 P1 C19 C24 -37.7(4) . . . . ? C27 P1 C19 C24 -143.1(4) . . . . ? Ir1 P1 C19 C24 83.8(4) . . . . ? C24 C19 C20 C21 6.1(7) . . . . ? P1 C19 C20 C21 -179.5(4) . . . . ? C24 C19 C20 C25 -169.6(5) . . . . ? P1 C19 C20 C25 4.7(6) . . . . ? C19 C20 C21 C22 -1.4(8) . . . . ? C25 C20 C21 C22 174.6(5) . . . . ? C20 C21 C22 C23 -3.0(9) . . . . ? C21 C22 C23 C24 2.8(9) . . . . ? C22 C23 C24 C19 1.9(8) . . . . ? C22 C23 C24 C26 -176.3(5) . . . . ? C20 C19 C24 C23 -6.4(7) . . . . ? P1 C19 C24 C23 179.3(4) . . . . ? C20 C19 C24 C26 171.8(4) . . . . ? P1 C19 C24 C26 -2.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 30.56 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.606 _refine_diff_density_min -2.103 _refine_diff_density_rms 0.175 ###END #========================================================================= # Data for compound 2-H (local labelling ea01509x) #========================================================================= data_2-H _database_code_depnum_ccdc_archive 'CCDC 817786' #TrackingRef '- CIF with all 4 structures in one.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H36 Ir P' _chemical_formula_sum 'C27 H36 Ir P' _chemical_formula_weight 583.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.9598(5) _cell_length_b 8.2824(2) _cell_length_c 17.0958(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.7080(10) _cell_angle_gamma 90.00 _cell_volume 2362.66(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9913 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 28.82 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 5.730 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4090 _exptl_absorpt_correction_T_max 0.5229 _exptl_absorpt_process_details ; SADABS, Bruker (2001). APEX2, Bruker (2007) ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius X8kappa APEX II CCD area detector ; _diffrn_measurement_method 'phi and omega scans with narrow frames' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_decay_% 0 _diffrn_reflns_number 38266 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 30.55 _reflns_number_total 7141 _reflns_number_gt 5880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software Suite (Bruker, 2007)' _computing_cell_refinement 'APEX2 Software Suite (Bruker, 2007)' _computing_data_reduction 'APEX2 Software Suite (Bruker, 2007)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and publCIF (Westrip, 2010)' _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^)+(0.0287P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7141 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0547 _refine_ls_wR_factor_gt 0.0519 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.643942(6) 0.165146(12) 0.443512(5) 0.02140(3) Uani 1 1 d . . . P1 P 0.76377(4) 0.08019(8) 0.52729(4) 0.02209(13) Uani 1 1 d . . . C1 C 0.55585(17) 0.3349(3) 0.35380(16) 0.0279(5) Uani 1 1 d . . . C2 C 0.51835(16) 0.2624(3) 0.40563(15) 0.0259(5) Uani 1 1 d . . . C3 C 0.56231(17) 0.3094(3) 0.49111(16) 0.0272(5) Uani 1 1 d . . . C4 C 0.62681(17) 0.4108(3) 0.49123(17) 0.0297(6) Uani 1 1 d . . . C5 C 0.62271(17) 0.4292(3) 0.40623(17) 0.0299(6) Uani 1 1 d . . . C6 C 0.5277(2) 0.3199(4) 0.26029(17) 0.0406(7) Uani 1 1 d . . . H6A H 0.5008 0.2158 0.2428 0.061 Uiso 1 1 calc R . . H6B H 0.5737 0.3267 0.2427 0.061 Uiso 1 1 calc R . . H6C H 0.4901 0.4076 0.2340 0.061 Uiso 1 1 calc R . . C7 C 0.44167(17) 0.1703(3) 0.3751(2) 0.0375(7) Uani 1 1 d . . . H7A H 0.3967 0.2455 0.3520 0.056 Uiso 1 1 calc R . . H7B H 0.4361 0.1104 0.4221 0.056 Uiso 1 1 calc R . . H7C H 0.4418 0.0945 0.3311 0.056 Uiso 1 1 calc R . . C8 C 0.5383(2) 0.2808(4) 0.56527(19) 0.0421(8) Uani 1 1 d . . . H8A H 0.5864 0.2681 0.6162 0.063 Uiso 1 1 calc R . . H8B H 0.5058 0.1825 0.5559 0.063 Uiso 1 1 calc R . . H8C H 0.5070 0.3730 0.5721 0.063 Uiso 1 1 calc R . . C9 C 0.6824(2) 0.5027(4) 0.5655(2) 0.0474(8) Uani 1 1 d . . . H9A H 0.6598 0.6096 0.5675 0.071 Uiso 1 1 calc R . . H9B H 0.7346 0.5148 0.5602 0.071 Uiso 1 1 calc R . . H9C H 0.6891 0.4437 0.6173 0.071 Uiso 1 1 calc R . . C10 C 0.6727(2) 0.5411(4) 0.3767(2) 0.0495(9) Uani 1 1 d . . . H10A H 0.6825 0.4917 0.3293 0.074 Uiso 1 1 calc R . . H10B H 0.7239 0.5610 0.4229 0.074 Uiso 1 1 calc R . . H10C H 0.6442 0.6435 0.3586 0.074 Uiso 1 1 calc R . . C11 C 0.80760(15) -0.0260(3) 0.46067(15) 0.0229(5) Uani 1 1 d . . . C12 C 0.75505(15) -0.0318(3) 0.37671(15) 0.0251(5) Uani 1 1 d . . . C13 C 0.77632(18) -0.1227(3) 0.31914(17) 0.0313(6) Uani 1 1 d . . . H13 H 0.7407 -0.1292 0.2621 0.038 Uiso 1 1 calc R . . C14 C 0.84897(19) -0.2029(3) 0.34505(19) 0.0365(7) Uani 1 1 d . . . H14 H 0.8630 -0.2647 0.3057 0.044 Uiso 1 1 calc R . . C15 C 0.90128(19) -0.1936(3) 0.42808(19) 0.0356(7) Uani 1 1 d . . . H15 H 0.9513 -0.2482 0.4449 0.043 Uiso 1 1 calc R . . C16 C 0.88189(16) -0.1053(3) 0.48747(16) 0.0282(5) Uani 1 1 d . . . C17 C 0.67895(16) 0.0660(4) 0.34869(15) 0.0306(6) Uani 1 1 d . . . H17A H 0.6348 -0.0036 0.3125 0.037 Uiso 1 1 calc R . . H17B H 0.6848 0.1557 0.3132 0.037 Uiso 1 1 calc R . . C18 C 0.94216(18) -0.0983(4) 0.57711(18) 0.0385(7) Uani 1 1 d . . . H18A H 0.9287 -0.1801 0.6112 0.058 Uiso 1 1 calc R . . H18B H 0.9408 0.0090 0.6007 0.058 Uiso 1 1 calc R . . H18C H 0.9960 -0.1193 0.5775 0.058 Uiso 1 1 calc R . . C19 C 0.83611(15) 0.2358(3) 0.58823(14) 0.0249(5) Uani 1 1 d . . . C20 C 0.87625(17) 0.3297(3) 0.54766(17) 0.0280(5) Uani 1 1 d . . . C21 C 0.93146(18) 0.4454(4) 0.5939(2) 0.0378(7) Uani 1 1 d . . . H21 H 0.9594 0.5076 0.5669 0.045 Uiso 1 1 calc R . . C22 C 0.9463(2) 0.4712(4) 0.6776(2) 0.0491(9) Uani 1 1 d . . . H22 H 0.9861 0.5466 0.7088 0.059 Uiso 1 1 calc R . . C23 C 0.9033(2) 0.3876(4) 0.71568(18) 0.0456(8) Uani 1 1 d . . . H23 H 0.9118 0.4099 0.7728 0.055 Uiso 1 1 calc R . . C24 C 0.84717(18) 0.2699(4) 0.67260(16) 0.0347(6) Uani 1 1 d . . . C25 C 0.86157(19) 0.3174(3) 0.45486(17) 0.0319(6) Uani 1 1 d . . . H25A H 0.8765 0.4194 0.4355 0.048 Uiso 1 1 calc R . . H25B H 0.8047 0.2953 0.4232 0.048 Uiso 1 1 calc R . . H25C H 0.8940 0.2296 0.4458 0.048 Uiso 1 1 calc R . . C26 C 0.7984(2) 0.1995(4) 0.71914(19) 0.0514(9) Uani 1 1 d . . . H26A H 0.8217 0.0960 0.7442 0.077 Uiso 1 1 calc R . . H26B H 0.7432 0.1825 0.6799 0.077 Uiso 1 1 calc R . . H26C H 0.7985 0.2741 0.7637 0.077 Uiso 1 1 calc R . . C27 C 0.76705(19) -0.0835(4) 0.60084(18) 0.0378(7) Uani 1 1 d . . . H27A H 0.7542 -0.1861 0.5702 0.057 Uiso 1 1 calc R . . H27B H 0.7279 -0.0621 0.6271 0.057 Uiso 1 1 calc R . . H27C H 0.8209 -0.0897 0.6445 0.057 Uiso 1 1 calc R . . H1IR H 0.6209(17) -0.017(3) 0.4528(17) 0.035(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02065(5) 0.02290(5) 0.02227(5) -0.00081(4) 0.00984(4) 0.00008(4) P1 0.0237(3) 0.0239(3) 0.0196(3) 0.0014(2) 0.0092(2) 0.0003(3) C1 0.0273(13) 0.0314(13) 0.0263(11) 0.0023(10) 0.0115(10) 0.0086(12) C2 0.0228(13) 0.0268(12) 0.0296(12) -0.0016(10) 0.0116(10) 0.0027(11) C3 0.0310(14) 0.0272(13) 0.0283(12) 0.0004(10) 0.0165(11) 0.0064(11) C4 0.0305(15) 0.0221(12) 0.0340(13) -0.0038(10) 0.0089(11) 0.0044(11) C5 0.0292(14) 0.0248(12) 0.0385(14) 0.0044(11) 0.0159(12) 0.0027(11) C6 0.0423(18) 0.0520(19) 0.0265(13) 0.0085(12) 0.0114(13) 0.0171(15) C7 0.0226(14) 0.0373(16) 0.0533(18) -0.0052(13) 0.0150(13) 0.0008(13) C8 0.054(2) 0.0454(17) 0.0378(15) 0.0074(13) 0.0292(15) 0.0191(16) C9 0.0469(19) 0.0342(15) 0.0476(17) -0.0148(14) 0.0019(15) 0.0022(15) C10 0.0395(18) 0.0406(18) 0.072(2) 0.0245(16) 0.0246(17) 0.0019(15) C11 0.0217(12) 0.0214(12) 0.0270(11) -0.0006(9) 0.0107(10) -0.0019(10) C12 0.0242(13) 0.0266(13) 0.0267(11) -0.0027(9) 0.0119(10) -0.0011(10) C13 0.0351(16) 0.0322(14) 0.0279(12) -0.0063(10) 0.0134(12) 0.0013(12) C14 0.0457(18) 0.0311(14) 0.0397(15) -0.0064(12) 0.0241(14) 0.0038(13) C15 0.0346(16) 0.0325(15) 0.0429(15) 0.0002(12) 0.0181(13) 0.0080(12) C16 0.0264(14) 0.0252(12) 0.0322(13) 0.0004(10) 0.0099(11) 0.0017(11) C17 0.0267(14) 0.0408(15) 0.0221(11) -0.0056(11) 0.0064(10) 0.0031(12) C18 0.0332(16) 0.0387(16) 0.0374(15) -0.0004(13) 0.0057(13) 0.0139(14) C19 0.0229(13) 0.0281(12) 0.0200(10) -0.0027(9) 0.0037(9) 0.0032(11) C20 0.0260(13) 0.0269(13) 0.0311(12) -0.0046(10) 0.0107(11) 0.0006(11) C21 0.0307(15) 0.0311(14) 0.0505(17) -0.0078(13) 0.0139(13) -0.0051(12) C22 0.0401(18) 0.0430(19) 0.0491(18) -0.0179(15) -0.0009(15) -0.0061(15) C23 0.0454(19) 0.0523(19) 0.0257(13) -0.0130(13) -0.0024(13) 0.0090(16) C24 0.0378(16) 0.0397(15) 0.0220(11) -0.0006(11) 0.0059(11) 0.0094(14) C25 0.0366(16) 0.0312(14) 0.0329(13) -0.0008(11) 0.0186(12) -0.0063(12) C26 0.070(3) 0.065(2) 0.0256(13) 0.0001(13) 0.0255(16) 0.0085(19) C27 0.0423(18) 0.0364(16) 0.0379(14) 0.0116(13) 0.0186(13) 0.0005(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C17 2.110(2) . ? Ir1 P1 2.2131(7) . ? Ir1 C1 2.244(3) . ? Ir1 C2 2.253(3) . ? Ir1 C4 2.255(3) . ? Ir1 C3 2.263(3) . ? Ir1 C5 2.270(3) . ? Ir1 H1IR 1.59(3) . ? P1 C11 1.831(2) . ? P1 C27 1.835(3) . ? P1 C19 1.853(3) . ? C1 C2 1.429(4) . ? C1 C5 1.435(4) . ? C1 C6 1.493(4) . ? C2 C3 1.434(3) . ? C2 C7 1.490(4) . ? C3 C4 1.430(4) . ? C3 C8 1.501(4) . ? C4 C5 1.436(4) . ? C4 C9 1.500(4) . ? C5 C10 1.501(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.397(3) . ? C11 C16 1.403(3) . ? C12 C13 1.400(3) . ? C12 C17 1.506(4) . ? C13 C14 1.383(4) . ? C13 H13 0.9500 . ? C14 C15 1.385(4) . ? C14 H14 0.9500 . ? C15 C16 1.396(4) . ? C15 H15 0.9500 . ? C16 C18 1.515(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.405(4) . ? C19 C24 1.410(3) . ? C20 C21 1.395(4) . ? C20 C25 1.513(4) . ? C21 C22 1.371(4) . ? C21 H21 0.9500 . ? C22 C23 1.368(5) . ? C22 H22 0.9500 . ? C23 C24 1.400(5) . ? C23 H23 0.9500 . ? C24 C26 1.501(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 Ir1 P1 83.03(7) . . ? C17 Ir1 C1 93.09(10) . . ? P1 Ir1 C1 155.84(7) . . ? C17 Ir1 C2 118.00(9) . . ? P1 Ir1 C2 158.48(6) . . ? C1 Ir1 C2 37.04(9) . . ? C17 Ir1 C4 138.45(11) . . ? P1 Ir1 C4 106.43(7) . . ? C1 Ir1 C4 61.71(9) . . ? C2 Ir1 C4 61.67(10) . . ? C17 Ir1 C3 153.97(10) . . ? P1 Ir1 C3 122.64(7) . . ? C1 Ir1 C3 61.85(9) . . ? C2 Ir1 C3 37.03(9) . . ? C4 Ir1 C3 36.91(10) . . ? C17 Ir1 C5 103.07(11) . . ? P1 Ir1 C5 120.67(7) . . ? C1 Ir1 C5 37.06(10) . . ? C2 Ir1 C5 61.88(10) . . ? C4 Ir1 C5 36.98(10) . . ? C3 Ir1 C5 61.87(9) . . ? C17 Ir1 H1IR 82.5(10) . . ? P1 Ir1 H1IR 82.0(10) . . ? C1 Ir1 H1IR 121.3(10) . . ? C2 Ir1 H1IR 95.6(11) . . ? C4 Ir1 H1IR 138.2(11) . . ? C3 Ir1 H1IR 103.8(11) . . ? C5 Ir1 H1IR 157.0(10) . . ? C11 P1 C27 99.15(13) . . ? C11 P1 C19 108.09(11) . . ? C27 P1 C19 106.89(13) . . ? C11 P1 Ir1 106.80(8) . . ? C27 P1 Ir1 117.09(10) . . ? C19 P1 Ir1 117.03(8) . . ? C2 C1 C5 108.6(2) . . ? C2 C1 C6 125.4(3) . . ? C5 C1 C6 126.0(3) . . ? C2 C1 Ir1 71.81(14) . . ? C5 C1 Ir1 72.46(15) . . ? C6 C1 Ir1 123.63(18) . . ? C1 C2 C3 108.0(2) . . ? C1 C2 C7 125.8(2) . . ? C3 C2 C7 125.8(2) . . ? C1 C2 Ir1 71.15(15) . . ? C3 C2 Ir1 71.88(15) . . ? C7 C2 Ir1 127.98(19) . . ? C4 C3 C2 107.5(2) . . ? C4 C3 C8 125.2(3) . . ? C2 C3 C8 126.6(3) . . ? C4 C3 Ir1 71.25(15) . . ? C2 C3 Ir1 71.09(14) . . ? C8 C3 Ir1 130.30(19) . . ? C3 C4 C5 108.8(2) . . ? C3 C4 C9 125.7(3) . . ? C5 C4 C9 124.9(3) . . ? C3 C4 Ir1 71.84(14) . . ? C5 C4 Ir1 72.08(15) . . ? C9 C4 Ir1 128.8(2) . . ? C1 C5 C4 107.0(2) . . ? C1 C5 C10 126.3(3) . . ? C4 C5 C10 126.3(3) . . ? C1 C5 Ir1 70.48(15) . . ? C4 C5 Ir1 70.94(15) . . ? C10 C5 Ir1 129.0(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 121.3(2) . . ? C12 C11 P1 111.91(18) . . ? C16 C11 P1 126.68(19) . . ? C11 C12 C13 119.0(2) . . ? C11 C12 C17 119.8(2) . . ? C13 C12 C17 121.1(2) . . ? C14 C13 C12 120.3(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C16 121.2(3) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 118.1(2) . . ? C15 C16 C18 118.6(3) . . ? C11 C16 C18 123.3(2) . . ? C12 C17 Ir1 117.27(16) . . ? C12 C17 H17A 108.0 . . ? Ir1 C17 H17A 108.0 . . ? C12 C17 H17B 108.0 . . ? Ir1 C17 H17B 108.0 . . ? H17A C17 H17B 107.2 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 119.3(2) . . ? C20 C19 P1 119.24(18) . . ? C24 C19 P1 121.2(2) . . ? C21 C20 C19 119.1(3) . . ? C21 C20 C25 116.9(3) . . ? C19 C20 C25 123.9(2) . . ? C22 C21 C20 121.4(3) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C23 C22 C21 119.4(3) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C22 C23 C24 121.7(3) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C23 C24 C19 118.6(3) . . ? C23 C24 C26 116.1(3) . . ? C19 C24 C26 125.1(3) . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? P1 C27 H27A 109.5 . . ? P1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? P1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 Ir1 P1 C11 -3.46(11) . . . . ? C1 Ir1 P1 C11 -85.42(18) . . . . ? C2 Ir1 P1 C11 164.9(2) . . . . ? C4 Ir1 P1 C11 -142.05(11) . . . . ? C3 Ir1 P1 C11 -178.82(11) . . . . ? C5 Ir1 P1 C11 -104.55(11) . . . . ? C17 Ir1 P1 C27 -113.40(14) . . . . ? C1 Ir1 P1 C27 164.64(19) . . . . ? C2 Ir1 P1 C27 54.9(2) . . . . ? C4 Ir1 P1 C27 108.01(14) . . . . ? C3 Ir1 P1 C27 71.24(14) . . . . ? C5 Ir1 P1 C27 145.51(14) . . . . ? C17 Ir1 P1 C19 117.75(12) . . . . ? C1 Ir1 P1 C19 35.79(19) . . . . ? C2 Ir1 P1 C19 -73.9(2) . . . . ? C4 Ir1 P1 C19 -20.85(12) . . . . ? C3 Ir1 P1 C19 -57.61(12) . . . . ? C5 Ir1 P1 C19 16.66(12) . . . . ? C17 Ir1 C1 C2 135.15(16) . . . . ? P1 Ir1 C1 C2 -145.02(15) . . . . ? C4 Ir1 C1 C2 -79.55(16) . . . . ? C3 Ir1 C1 C2 -37.44(15) . . . . ? C5 Ir1 C1 C2 -117.1(2) . . . . ? C17 Ir1 C1 C5 -107.72(16) . . . . ? P1 Ir1 C1 C5 -27.9(3) . . . . ? C2 Ir1 C1 C5 117.1(2) . . . . ? C4 Ir1 C1 C5 37.58(15) . . . . ? C3 Ir1 C1 C5 79.69(16) . . . . ? C17 Ir1 C1 C6 14.3(3) . . . . ? P1 Ir1 C1 C6 94.1(3) . . . . ? C2 Ir1 C1 C6 -120.9(3) . . . . ? C4 Ir1 C1 C6 159.6(3) . . . . ? C3 Ir1 C1 C6 -158.3(3) . . . . ? C5 Ir1 C1 C6 122.0(3) . . . . ? C5 C1 C2 C3 -0.7(3) . . . . ? C6 C1 C2 C3 -178.4(2) . . . . ? Ir1 C1 C2 C3 62.82(18) . . . . ? C5 C1 C2 C7 172.7(3) . . . . ? C6 C1 C2 C7 -5.0(4) . . . . ? Ir1 C1 C2 C7 -123.7(3) . . . . ? C5 C1 C2 Ir1 -63.56(18) . . . . ? C6 C1 C2 Ir1 118.8(3) . . . . ? C17 Ir1 C2 C1 -52.90(18) . . . . ? P1 Ir1 C2 C1 140.24(17) . . . . ? C4 Ir1 C2 C1 79.66(16) . . . . ? C3 Ir1 C2 C1 117.1(2) . . . . ? C5 Ir1 C2 C1 37.46(15) . . . . ? C17 Ir1 C2 C3 -170.02(15) . . . . ? P1 Ir1 C2 C3 23.1(3) . . . . ? C1 Ir1 C2 C3 -117.1(2) . . . . ? C4 Ir1 C2 C3 -37.47(15) . . . . ? C5 Ir1 C2 C3 -79.67(16) . . . . ? C17 Ir1 C2 C7 68.3(3) . . . . ? P1 Ir1 C2 C7 -98.6(3) . . . . ? C1 Ir1 C2 C7 121.2(3) . . . . ? C4 Ir1 C2 C7 -159.2(3) . . . . ? C3 Ir1 C2 C7 -121.7(3) . . . . ? C5 Ir1 C2 C7 158.6(3) . . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C7 C2 C3 C4 -173.5(3) . . . . ? Ir1 C2 C3 C4 62.32(18) . . . . ? C1 C2 C3 C8 171.0(3) . . . . ? C7 C2 C3 C8 -2.4(4) . . . . ? Ir1 C2 C3 C8 -126.7(3) . . . . ? C1 C2 C3 Ir1 -62.35(18) . . . . ? C7 C2 C3 Ir1 124.2(3) . . . . ? C17 Ir1 C3 C4 -96.5(3) . . . . ? P1 Ir1 C3 C4 72.93(15) . . . . ? C1 Ir1 C3 C4 -79.47(16) . . . . ? C2 Ir1 C3 C4 -116.9(2) . . . . ? C5 Ir1 C3 C4 -37.21(15) . . . . ? C17 Ir1 C3 C2 20.4(3) . . . . ? P1 Ir1 C3 C2 -170.15(12) . . . . ? C1 Ir1 C3 C2 37.45(15) . . . . ? C4 Ir1 C3 C2 116.9(2) . . . . ? C5 Ir1 C3 C2 79.70(16) . . . . ? C17 Ir1 C3 C8 142.7(3) . . . . ? P1 Ir1 C3 C8 -47.8(3) . . . . ? C1 Ir1 C3 C8 159.8(3) . . . . ? C2 Ir1 C3 C8 122.3(3) . . . . ? C4 Ir1 C3 C8 -120.7(3) . . . . ? C5 Ir1 C3 C8 -158.0(3) . . . . ? C2 C3 C4 C5 0.8(3) . . . . ? C8 C3 C4 C5 -170.4(3) . . . . ? Ir1 C3 C4 C5 63.01(18) . . . . ? C2 C3 C4 C9 172.6(3) . . . . ? C8 C3 C4 C9 1.4(4) . . . . ? Ir1 C3 C4 C9 -125.2(3) . . . . ? C2 C3 C4 Ir1 -62.21(18) . . . . ? C8 C3 C4 Ir1 126.6(3) . . . . ? C17 Ir1 C4 C3 138.89(16) . . . . ? P1 Ir1 C4 C3 -122.94(14) . . . . ? C1 Ir1 C4 C3 79.90(16) . . . . ? C2 Ir1 C4 C3 37.60(15) . . . . ? C5 Ir1 C4 C3 117.6(2) . . . . ? C17 Ir1 C4 C5 21.3(2) . . . . ? P1 Ir1 C4 C5 119.50(15) . . . . ? C1 Ir1 C4 C5 -37.67(16) . . . . ? C2 Ir1 C4 C5 -79.97(17) . . . . ? C3 Ir1 C4 C5 -117.6(2) . . . . ? C17 Ir1 C4 C9 -99.4(3) . . . . ? P1 Ir1 C4 C9 -1.3(3) . . . . ? C1 Ir1 C4 C9 -158.4(3) . . . . ? C2 Ir1 C4 C9 159.3(3) . . . . ? C3 Ir1 C4 C9 121.7(3) . . . . ? C5 Ir1 C4 C9 -120.8(3) . . . . ? C2 C1 C5 C4 1.2(3) . . . . ? C6 C1 C5 C4 178.9(2) . . . . ? Ir1 C1 C5 C4 -61.92(18) . . . . ? C2 C1 C5 C10 -172.2(3) . . . . ? C6 C1 C5 C10 5.4(4) . . . . ? Ir1 C1 C5 C10 124.7(3) . . . . ? C2 C1 C5 Ir1 63.14(18) . . . . ? C6 C1 C5 Ir1 -119.2(3) . . . . ? C3 C4 C5 C1 -1.2(3) . . . . ? C9 C4 C5 C1 -173.1(3) . . . . ? Ir1 C4 C5 C1 61.62(18) . . . . ? C3 C4 C5 C10 172.2(3) . . . . ? C9 C4 C5 C10 0.3(4) . . . . ? Ir1 C4 C5 C10 -125.0(3) . . . . ? C3 C4 C5 Ir1 -62.86(18) . . . . ? C9 C4 C5 Ir1 125.3(3) . . . . ? C17 Ir1 C5 C1 77.55(16) . . . . ? P1 Ir1 C5 C1 167.14(12) . . . . ? C2 Ir1 C5 C1 -37.44(15) . . . . ? C4 Ir1 C5 C1 -116.8(2) . . . . ? C3 Ir1 C5 C1 -79.65(16) . . . . ? C17 Ir1 C5 C4 -165.66(16) . . . . ? P1 Ir1 C5 C4 -76.07(16) . . . . ? C1 Ir1 C5 C4 116.8(2) . . . . ? C2 Ir1 C5 C4 79.35(16) . . . . ? C3 Ir1 C5 C4 37.13(16) . . . . ? C17 Ir1 C5 C10 -43.9(3) . . . . ? P1 Ir1 C5 C10 45.7(3) . . . . ? C1 Ir1 C5 C10 -121.4(3) . . . . ? C2 Ir1 C5 C10 -158.8(3) . . . . ? C4 Ir1 C5 C10 121.8(3) . . . . ? C3 Ir1 C5 C10 158.9(3) . . . . ? C27 P1 C11 C12 120.0(2) . . . . ? C19 P1 C11 C12 -128.79(18) . . . . ? Ir1 P1 C11 C12 -2.06(19) . . . . ? C27 P1 C11 C16 -55.4(2) . . . . ? C19 P1 C11 C16 55.9(3) . . . . ? Ir1 P1 C11 C16 -177.4(2) . . . . ? C16 C11 C12 C13 1.9(4) . . . . ? P1 C11 C12 C13 -173.7(2) . . . . ? C16 C11 C12 C17 -174.9(2) . . . . ? P1 C11 C12 C17 9.5(3) . . . . ? C11 C12 C13 C14 -1.1(4) . . . . ? C17 C12 C13 C14 175.7(3) . . . . ? C12 C13 C14 C15 -0.2(4) . . . . ? C13 C14 C15 C16 0.8(5) . . . . ? C14 C15 C16 C11 0.0(4) . . . . ? C14 C15 C16 C18 -179.3(3) . . . . ? C12 C11 C16 C15 -1.4(4) . . . . ? P1 C11 C16 C15 173.6(2) . . . . ? C12 C11 C16 C18 177.9(3) . . . . ? P1 C11 C16 C18 -7.1(4) . . . . ? C11 C12 C17 Ir1 -13.3(3) . . . . ? C13 C12 C17 Ir1 169.9(2) . . . . ? P1 Ir1 C17 C12 8.81(19) . . . . ? C1 Ir1 C17 C12 164.9(2) . . . . ? C2 Ir1 C17 C12 -166.37(18) . . . . ? C4 Ir1 C17 C12 115.8(2) . . . . ? C3 Ir1 C17 C12 179.87(19) . . . . ? C5 Ir1 C17 C12 128.8(2) . . . . ? C11 P1 C19 C20 42.7(2) . . . . ? C27 P1 C19 C20 148.6(2) . . . . ? Ir1 P1 C19 C20 -77.8(2) . . . . ? C11 P1 C19 C24 -142.1(2) . . . . ? C27 P1 C19 C24 -36.2(3) . . . . ? Ir1 P1 C19 C24 97.4(2) . . . . ? C24 C19 C20 C21 5.5(4) . . . . ? P1 C19 C20 C21 -179.2(2) . . . . ? C24 C19 C20 C25 -172.5(3) . . . . ? P1 C19 C20 C25 2.8(4) . . . . ? C19 C20 C21 C22 -1.1(4) . . . . ? C25 C20 C21 C22 177.0(3) . . . . ? C20 C21 C22 C23 -3.3(5) . . . . ? C21 C22 C23 C24 3.3(5) . . . . ? C22 C23 C24 C19 1.1(5) . . . . ? C22 C23 C24 C26 -174.0(3) . . . . ? C20 C19 C24 C23 -5.5(4) . . . . ? P1 C19 C24 C23 179.3(2) . . . . ? C20 C19 C24 C26 169.2(3) . . . . ? P1 C19 C24 C26 -6.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 30.55 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.132 _refine_diff_density_min -1.051 _refine_diff_density_rms 0.105 ###END #========================================================================= # Data for compound 3 (local labelling ea01809a) #========================================================================= data_3 _database_code_depnum_ccdc_archive 'CCDC 817787' #TrackingRef '- CIF with all 4 structures in one.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H38 Ir P' _chemical_formula_sum 'C28 H38 Ir P' _chemical_formula_weight 597.75 _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.459(4) _cell_length_b 8.524(4) _cell_length_c 17.285(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.025(18) _cell_angle_gamma 90.00 _cell_volume 1244.5(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6344 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 24.45 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 5.441 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5381 _exptl_absorpt_correction_T_max 0.6700 _exptl_absorpt_process_details ; SADABS, Bruker (2001). APEX2, Bruker (2007) ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius X8kappa APEX II CCD area detector ; _diffrn_measurement_method 'phi and omega scans with narrow frames' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25407 _diffrn_reflns_av_R_equivalents 0.0690 _diffrn_reflns_av_sigmaI/netI 0.0872 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 30.80 _reflns_number_total 7543 _reflns_number_gt 5516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software Suite (Bruker, 2007)' _computing_cell_refinement 'APEX2 Software Suite (Bruker, 2007)' _computing_data_reduction 'APEX2 Software Suite (Bruker, 2007)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and publCIF (Westrip, 2010)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure was solved in space group P2(1) and refined as a racemic twin, BASF 0.130(7), with one molecule in the asymmetric unit. ; _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.130(7) _refine_ls_number_reflns 7543 _refine_ls_number_parameters 282 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0542 _refine_ls_wR_factor_gt 0.0498 _refine_ls_goodness_of_fit_ref 0.870 _refine_ls_restrained_S_all 0.870 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.328203(15) 0.14131(3) 0.161613(7) 0.03354(5) Uani 1 1 d . . . P1 P 0.40396(14) 0.19612(13) 0.28330(7) 0.0353(3) Uani 1 1 d . . . C1 C 0.1830(8) 0.2975(8) 0.0819(5) 0.0450(18) Uani 1 1 d . . . C2 C 0.0841(9) 0.2459(9) 0.1398(5) 0.047(2) Uani 1 1 d . . . C3 C 0.0695(9) 0.0806(10) 0.1340(5) 0.048(2) Uani 1 1 d . . . C4 C 0.1622(10) 0.0310(8) 0.0709(5) 0.051(2) Uani 1 1 d . . . C5 C 0.2281(5) 0.1555(15) 0.0395(3) 0.0545(16) Uani 1 1 d . . . C6 C 0.2222(9) 0.4636(8) 0.0608(5) 0.082(2) Uani 1 1 d . . . H6A H 0.1463 0.5006 0.0201 0.122 Uiso 1 1 calc R . . H6B H 0.3294 0.4676 0.0420 0.122 Uiso 1 1 calc R . . H6C H 0.2165 0.5307 0.1066 0.122 Uiso 1 1 calc R . . C7 C -0.0139(8) 0.3499(10) 0.1902(5) 0.076(3) Uani 1 1 d . . . H7A H 0.0325 0.4553 0.1929 0.113 Uiso 1 1 calc R . . H7B H -0.0149 0.3054 0.2424 0.113 Uiso 1 1 calc R . . H7C H -0.1225 0.3563 0.1677 0.113 Uiso 1 1 calc R . . C8 C -0.0370(11) -0.0198(11) 0.1771(5) 0.093(4) Uani 1 1 d . . . H8A H -0.1322 -0.0434 0.1444 0.139 Uiso 1 1 calc R . . H8B H -0.0670 0.0349 0.2239 0.139 Uiso 1 1 calc R . . H8C H 0.0175 -0.1178 0.1916 0.139 Uiso 1 1 calc R . . C9 C 0.1697(9) -0.1349(9) 0.0445(5) 0.097(3) Uani 1 1 d . . . H9A H 0.0874 -0.1533 0.0035 0.146 Uiso 1 1 calc R . . H9B H 0.1529 -0.2052 0.0882 0.146 Uiso 1 1 calc R . . H9C H 0.2739 -0.1555 0.0244 0.146 Uiso 1 1 calc R . . C10 C 0.3238(7) 0.1639(18) -0.0313(3) 0.101(3) Uani 1 1 d . . . H10A H 0.4128 0.0905 -0.0258 0.151 Uiso 1 1 calc R . . H10B H 0.3642 0.2708 -0.0372 0.151 Uiso 1 1 calc R . . H10C H 0.2567 0.1360 -0.0772 0.151 Uiso 1 1 calc R . . C11 C 0.5092(6) 0.0240(6) 0.3227(3) 0.0401(12) Uani 1 1 d . . . C12 C 0.5301(6) -0.0864(7) 0.2658(3) 0.0412(15) Uani 1 1 d . . . C13 C 0.6308(6) -0.2137(7) 0.2817(3) 0.0540(14) Uani 1 1 d . . . H13 H 0.6501 -0.2878 0.2423 0.065 Uiso 1 1 calc R . . C14 C 0.7005(6) -0.2313(8) 0.3531(4) 0.0644(17) Uani 1 1 d . . . H14 H 0.7696 -0.3175 0.3634 0.077 Uiso 1 1 calc R . . C15 C 0.6731(6) -0.1260(9) 0.4114(4) 0.0677(18) Uani 1 1 d . . . H15 H 0.7196 -0.1435 0.4619 0.081 Uiso 1 1 calc R . . C16 C 0.5791(6) 0.0047(7) 0.3975(3) 0.0548(14) Uani 1 1 d . . . C17 C 0.4437(7) -0.0720(6) 0.1892(3) 0.0565(15) Uani 1 1 d . . . H17A H 0.3634 -0.1565 0.1853 0.068 Uiso 1 1 calc R . . H17B H 0.5200 -0.0924 0.1489 0.068 Uiso 1 1 calc R . . C18 C 0.5522(7) 0.1139(13) 0.4630(3) 0.077(2) Uani 1 1 d . . . H18A H 0.4427 0.1041 0.4781 0.116 Uiso 1 1 calc R . . H18B H 0.5717 0.2220 0.4466 0.116 Uiso 1 1 calc R . . H18C H 0.6247 0.0874 0.5072 0.116 Uiso 1 1 calc R . . C19 C 0.2416(6) 0.2541(6) 0.3447(3) 0.0378(11) Uani 1 1 d . . . C20 C 0.2010(6) 0.4114(8) 0.3528(3) 0.0494(15) Uani 1 1 d . . . C21 C 0.0715(7) 0.4490(7) 0.3971(3) 0.0563(15) Uani 1 1 d . . . H21 H 0.0454 0.5563 0.4041 0.068 Uiso 1 1 calc R . . C22 C -0.0167(6) 0.3390(8) 0.4300(3) 0.0620(17) Uani 1 1 d . . . H22 H -0.1018 0.3689 0.4606 0.074 Uiso 1 1 calc R . . C23 C 0.0174(6) 0.1813(8) 0.4191(3) 0.060(2) Uani 1 1 d . . . H23 H -0.0485 0.1043 0.4408 0.073 Uiso 1 1 calc R . . C24 C 0.1458(4) 0.1324(12) 0.3772(2) 0.0415(10) Uani 1 1 d . . . C25 C 0.2762(7) 0.5455(6) 0.3111(3) 0.0613(15) Uani 1 1 d . . . H25A H 0.3694 0.5828 0.3418 0.092 Uiso 1 1 calc R . . H25B H 0.1997 0.6314 0.3040 0.092 Uiso 1 1 calc R . . H25C H 0.3083 0.5096 0.2604 0.092 Uiso 1 1 calc R . . C26 C 0.1699(7) -0.0348(8) 0.3657(4) 0.0606(17) Uani 1 1 d . . . H26A H 0.2535 -0.0724 0.4024 0.091 Uiso 1 1 calc R . . H26B H 0.2010 -0.0534 0.3126 0.091 Uiso 1 1 calc R . . H26C H 0.0713 -0.0912 0.3741 0.091 Uiso 1 1 calc R . . C27 C 0.5665(7) 0.3396(8) 0.3025(4) 0.0549(18) Uani 1 1 d . . . H27A H 0.5582 0.3847 0.3542 0.082 Uiso 1 1 calc R . . H27B H 0.5583 0.4234 0.2637 0.082 Uiso 1 1 calc R . . H27C H 0.6687 0.2864 0.2996 0.082 Uiso 1 1 calc R . . C28 C 0.5552(6) 0.2119(7) 0.1311(3) 0.070(2) Uani 1 1 d . . . H28A H 0.6348 0.1712 0.1692 0.105 Uiso 1 1 calc R . . H28B H 0.5606 0.3267 0.1301 0.105 Uiso 1 1 calc R . . H28C H 0.5759 0.1705 0.0797 0.105 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.03239(7) 0.03421(8) 0.03392(8) 0.0029(2) 0.00074(5) 0.00167(19) P1 0.0334(6) 0.0324(7) 0.0398(7) 0.0001(5) -0.0004(5) -0.0011(4) C1 0.040(3) 0.040(4) 0.053(4) 0.011(3) -0.016(3) 0.001(3) C2 0.040(4) 0.052(5) 0.046(4) -0.006(3) -0.015(3) 0.014(3) C3 0.033(3) 0.057(5) 0.055(4) 0.014(3) -0.003(3) -0.007(3) C4 0.068(5) 0.036(4) 0.047(4) -0.010(3) -0.027(3) 0.017(3) C5 0.050(2) 0.073(5) 0.040(2) -0.004(5) -0.0024(19) -0.001(5) C6 0.081(6) 0.050(5) 0.109(6) 0.039(4) -0.032(4) -0.018(4) C7 0.044(4) 0.105(7) 0.076(5) -0.039(5) -0.014(4) 0.032(4) C8 0.072(6) 0.110(7) 0.093(7) 0.047(5) -0.028(5) -0.034(5) C9 0.083(6) 0.074(6) 0.128(7) -0.042(5) -0.058(5) 0.027(4) C10 0.076(4) 0.186(10) 0.042(3) 0.031(7) 0.009(2) 0.017(8) C11 0.029(3) 0.046(3) 0.045(3) 0.012(3) -0.001(2) 0.004(2) C12 0.027(3) 0.047(3) 0.048(4) 0.011(3) -0.012(3) -0.004(2) C13 0.042(3) 0.049(3) 0.070(4) 0.009(3) -0.005(3) 0.008(3) C14 0.049(3) 0.058(4) 0.085(5) 0.025(4) -0.011(3) 0.009(3) C15 0.047(3) 0.086(5) 0.068(4) 0.030(4) -0.017(3) -0.005(3) C16 0.045(3) 0.068(4) 0.051(4) 0.006(3) -0.005(3) 0.001(3) C17 0.073(4) 0.038(3) 0.058(4) -0.005(3) -0.003(3) 0.015(3) C18 0.084(4) 0.097(8) 0.049(3) -0.006(4) -0.016(2) 0.018(5) C19 0.041(3) 0.043(3) 0.029(3) -0.005(2) -0.004(2) -0.005(2) C20 0.047(3) 0.055(4) 0.045(4) -0.011(3) -0.005(3) 0.003(3) C21 0.066(4) 0.053(4) 0.049(3) -0.018(3) -0.001(3) 0.012(3) C22 0.048(3) 0.089(5) 0.050(4) -0.011(3) 0.005(3) 0.015(3) C23 0.052(3) 0.086(8) 0.044(3) 0.006(3) 0.004(2) -0.008(3) C24 0.041(2) 0.043(3) 0.040(2) 0.005(5) 0.0017(16) 0.007(4) C25 0.069(4) 0.036(3) 0.078(4) -0.005(3) 0.003(3) -0.002(3) C26 0.054(4) 0.064(5) 0.064(4) 0.013(4) 0.009(3) -0.006(3) C27 0.038(3) 0.057(5) 0.068(5) -0.011(4) -0.017(3) -0.008(3) C28 0.045(3) 0.117(6) 0.048(3) 0.005(3) 0.005(2) -0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C28 2.106(5) . ? Ir1 C17 2.106(5) . ? Ir1 P1 2.2160(15) . ? Ir1 C5 2.235(5) . ? Ir1 C1 2.236(7) . ? Ir1 C4 2.254(7) . ? Ir1 C2 2.263(8) . ? Ir1 C3 2.274(8) . ? P1 C11 1.829(5) . ? P1 C19 1.847(5) . ? P1 C27 1.856(6) . ? C1 C2 1.408(11) . ? C1 C5 1.475(12) . ? C1 C6 1.503(9) . ? C2 C3 1.417(8) . ? C2 C7 1.519(10) . ? C3 C4 1.439(11) . ? C3 C8 1.473(11) . ? C4 C5 1.328(11) . ? C4 C9 1.489(10) . ? C5 C10 1.506(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.379(8) . ? C11 C16 1.404(7) . ? C12 C13 1.398(8) . ? C12 C17 1.483(7) . ? C13 C14 1.347(7) . ? C13 H13 0.9500 . ? C14 C15 1.378(8) . ? C14 H14 0.9500 . ? C15 C16 1.382(8) . ? C15 H15 0.9500 . ? C16 C18 1.491(9) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.392(8) . ? C19 C24 1.449(9) . ? C20 C21 1.407(7) . ? C20 C25 1.511(8) . ? C21 C22 1.343(7) . ? C21 H21 0.9500 . ? C22 C23 1.390(9) . ? C22 H22 0.9500 . ? C23 C24 1.401(7) . ? C23 H23 0.9500 . ? C24 C26 1.455(12) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C28 Ir1 C17 83.4(2) . . ? C28 Ir1 P1 87.47(15) . . ? C17 Ir1 P1 81.93(14) . . ? C28 Ir1 C5 93.0(2) . . ? C17 Ir1 C5 114.1(3) . . ? P1 Ir1 C5 163.9(3) . . ? C28 Ir1 C1 98.9(3) . . ? C17 Ir1 C1 152.4(2) . . ? P1 Ir1 C1 125.5(2) . . ? C5 Ir1 C1 38.5(3) . . ? C28 Ir1 C4 119.2(3) . . ? C17 Ir1 C4 93.5(2) . . ? P1 Ir1 C4 152.4(2) . . ? C5 Ir1 C4 34.4(3) . . ? C1 Ir1 C4 61.2(2) . . ? C28 Ir1 C2 133.0(3) . . ? C17 Ir1 C2 141.8(3) . . ? P1 Ir1 C2 106.9(2) . . ? C5 Ir1 C2 61.6(3) . . ? C1 Ir1 C2 36.5(3) . . ? C4 Ir1 C2 61.2(3) . . ? C28 Ir1 C3 153.1(2) . . ? C17 Ir1 C3 106.3(3) . . ? P1 Ir1 C3 118.3(2) . . ? C5 Ir1 C3 60.1(3) . . ? C1 Ir1 C3 61.0(3) . . ? C4 Ir1 C3 37.0(3) . . ? C2 Ir1 C3 36.4(2) . . ? C11 P1 C19 111.3(2) . . ? C11 P1 C27 96.9(2) . . ? C19 P1 C27 106.7(3) . . ? C11 P1 Ir1 107.15(18) . . ? C19 P1 Ir1 114.53(15) . . ? C27 P1 Ir1 118.8(2) . . ? C2 C1 C5 106.0(6) . . ? C2 C1 C6 127.8(8) . . ? C5 C1 C6 125.9(8) . . ? C2 C1 Ir1 72.8(4) . . ? C5 C1 Ir1 70.7(4) . . ? C6 C1 Ir1 126.1(5) . . ? C1 C2 C3 108.2(8) . . ? C1 C2 C7 126.0(8) . . ? C3 C2 C7 124.9(10) . . ? C1 C2 Ir1 70.7(4) . . ? C3 C2 Ir1 72.2(5) . . ? C7 C2 Ir1 130.9(5) . . ? C2 C3 C4 107.3(8) . . ? C2 C3 C8 126.5(11) . . ? C4 C3 C8 125.7(9) . . ? C2 C3 Ir1 71.4(6) . . ? C4 C3 Ir1 70.7(4) . . ? C8 C3 Ir1 129.3(6) . . ? C5 C4 C3 109.4(7) . . ? C5 C4 C9 127.4(9) . . ? C3 C4 C9 123.1(9) . . ? C5 C4 Ir1 72.0(4) . . ? C3 C4 Ir1 72.2(4) . . ? C9 C4 Ir1 125.1(5) . . ? C4 C5 C1 109.1(4) . . ? C4 C5 C10 128.8(11) . . ? C1 C5 C10 121.9(11) . . ? C4 C5 Ir1 73.6(4) . . ? C1 C5 Ir1 70.8(3) . . ? C10 C5 Ir1 125.3(3) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 120.9(5) . . ? C12 C11 P1 111.1(4) . . ? C16 C11 P1 127.6(4) . . ? C11 C12 C13 119.2(5) . . ? C11 C12 C17 120.3(5) . . ? C13 C12 C17 120.5(5) . . ? C14 C13 C12 120.0(6) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 121.0(6) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C14 C15 C16 121.1(5) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C16 C11 117.7(5) . . ? C15 C16 C18 118.8(6) . . ? C11 C16 C18 123.5(5) . . ? C12 C17 Ir1 118.3(4) . . ? C12 C17 H17A 107.7 . . ? Ir1 C17 H17A 107.7 . . ? C12 C17 H17B 107.7 . . ? Ir1 C17 H17B 107.7 . . ? H17A C17 H17B 107.1 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 120.3(5) . . ? C20 C19 P1 120.7(4) . . ? C24 C19 P1 118.6(4) . . ? C19 C20 C21 118.6(6) . . ? C19 C20 C25 124.6(5) . . ? C21 C20 C25 116.6(5) . . ? C22 C21 C20 122.5(5) . . ? C22 C21 H21 118.8 . . ? C20 C21 H21 118.8 . . ? C21 C22 C23 119.7(5) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C22 C23 C24 122.0(7) . . ? C22 C23 H23 119.0 . . ? C24 C23 H23 119.0 . . ? C23 C24 C19 116.9(8) . . ? C23 C24 C26 118.7(7) . . ? C19 C24 C26 124.3(5) . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? P1 C27 H27A 109.5 . . ? P1 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? P1 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? Ir1 C28 H28A 109.5 . . ? Ir1 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? Ir1 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C28 Ir1 P1 C11 -84.2(2) . . . . ? C17 Ir1 P1 C11 -0.5(2) . . . . ? C5 Ir1 P1 C11 -176.4(6) . . . . ? C1 Ir1 P1 C11 176.7(3) . . . . ? C4 Ir1 P1 C11 81.7(4) . . . . ? C2 Ir1 P1 C11 141.4(3) . . . . ? C3 Ir1 P1 C11 103.7(3) . . . . ? C28 Ir1 P1 C19 151.9(2) . . . . ? C17 Ir1 P1 C19 -124.4(2) . . . . ? C5 Ir1 P1 C19 59.7(6) . . . . ? C1 Ir1 P1 C19 52.8(3) . . . . ? C4 Ir1 P1 C19 -42.3(4) . . . . ? C2 Ir1 P1 C19 17.4(3) . . . . ? C3 Ir1 P1 C19 -20.2(3) . . . . ? C28 Ir1 P1 C27 24.1(3) . . . . ? C17 Ir1 P1 C27 107.8(3) . . . . ? C5 Ir1 P1 C27 -68.1(6) . . . . ? C1 Ir1 P1 C27 -74.9(3) . . . . ? C4 Ir1 P1 C27 -170.0(4) . . . . ? C2 Ir1 P1 C27 -110.3(3) . . . . ? C3 Ir1 P1 C27 -147.9(3) . . . . ? C28 Ir1 C1 C2 -161.8(4) . . . . ? C17 Ir1 C1 C2 105.4(7) . . . . ? P1 Ir1 C1 C2 -68.6(4) . . . . ? C5 Ir1 C1 C2 114.4(6) . . . . ? C4 Ir1 C1 C2 79.6(5) . . . . ? C3 Ir1 C1 C2 37.1(4) . . . . ? C28 Ir1 C1 C5 83.7(4) . . . . ? C17 Ir1 C1 C5 -9.0(8) . . . . ? P1 Ir1 C1 C5 176.9(3) . . . . ? C4 Ir1 C1 C5 -34.8(4) . . . . ? C2 Ir1 C1 C5 -114.4(6) . . . . ? C3 Ir1 C1 C5 -77.4(4) . . . . ? C28 Ir1 C1 C6 -37.2(8) . . . . ? C17 Ir1 C1 C6 -129.9(7) . . . . ? P1 Ir1 C1 C6 56.1(8) . . . . ? C5 Ir1 C1 C6 -120.9(9) . . . . ? C4 Ir1 C1 C6 -155.7(10) . . . . ? C2 Ir1 C1 C6 124.7(9) . . . . ? C3 Ir1 C1 C6 161.7(9) . . . . ? C5 C1 C2 C3 0.4(9) . . . . ? C6 C1 C2 C3 174.4(7) . . . . ? Ir1 C1 C2 C3 -62.9(7) . . . . ? C5 C1 C2 C7 -169.5(6) . . . . ? C6 C1 C2 C7 4.4(12) . . . . ? Ir1 C1 C2 C7 127.1(7) . . . . ? C5 C1 C2 Ir1 63.4(4) . . . . ? C6 C1 C2 Ir1 -122.7(7) . . . . ? C28 Ir1 C2 C1 24.9(6) . . . . ? C17 Ir1 C2 C1 -133.8(5) . . . . ? P1 Ir1 C2 C1 127.6(4) . . . . ? C5 Ir1 C2 C1 -40.2(5) . . . . ? C4 Ir1 C2 C1 -79.5(4) . . . . ? C3 Ir1 C2 C1 -117.4(8) . . . . ? C28 Ir1 C2 C3 142.3(5) . . . . ? C17 Ir1 C2 C3 -16.4(9) . . . . ? P1 Ir1 C2 C3 -115.0(6) . . . . ? C5 Ir1 C2 C3 77.2(7) . . . . ? C1 Ir1 C2 C3 117.4(8) . . . . ? C4 Ir1 C2 C3 37.9(5) . . . . ? C28 Ir1 C2 C7 -96.5(9) . . . . ? C17 Ir1 C2 C7 104.8(8) . . . . ? P1 Ir1 C2 C7 6.2(9) . . . . ? C5 Ir1 C2 C7 -161.6(10) . . . . ? C1 Ir1 C2 C7 -121.4(10) . . . . ? C4 Ir1 C2 C7 159.1(10) . . . . ? C3 Ir1 C2 C7 121.2(12) . . . . ? C1 C2 C3 C4 0.0(11) . . . . ? C7 C2 C3 C4 170.1(6) . . . . ? Ir1 C2 C3 C4 -62.0(6) . . . . ? C1 C2 C3 C8 -172.5(7) . . . . ? C7 C2 C3 C8 -2.4(16) . . . . ? Ir1 C2 C3 C8 125.6(9) . . . . ? C1 C2 C3 Ir1 61.9(6) . . . . ? C7 C2 C3 Ir1 -128.0(8) . . . . ? C28 Ir1 C3 C2 -82.2(9) . . . . ? C17 Ir1 C3 C2 169.5(6) . . . . ? P1 Ir1 C3 C2 80.0(6) . . . . ? C5 Ir1 C3 C2 -81.7(7) . . . . ? C1 Ir1 C3 C2 -37.1(5) . . . . ? C4 Ir1 C3 C2 -116.8(8) . . . . ? C28 Ir1 C3 C4 34.5(8) . . . . ? C17 Ir1 C3 C4 -73.7(4) . . . . ? P1 Ir1 C3 C4 -163.2(4) . . . . ? C5 Ir1 C3 C4 35.1(4) . . . . ? C1 Ir1 C3 C4 79.6(4) . . . . ? C2 Ir1 C3 C4 116.8(8) . . . . ? C28 Ir1 C3 C8 155.4(7) . . . . ? C17 Ir1 C3 C8 47.1(9) . . . . ? P1 Ir1 C3 C8 -42.4(10) . . . . ? C5 Ir1 C3 C8 156.0(11) . . . . ? C1 Ir1 C3 C8 -159.5(11) . . . . ? C4 Ir1 C3 C8 120.9(11) . . . . ? C2 Ir1 C3 C8 -122.4(13) . . . . ? C2 C3 C4 C5 -0.5(10) . . . . ? C8 C3 C4 C5 172.1(7) . . . . ? Ir1 C3 C4 C5 -62.9(5) . . . . ? C2 C3 C4 C9 -176.9(7) . . . . ? C8 C3 C4 C9 -4.3(12) . . . . ? Ir1 C3 C4 C9 120.8(7) . . . . ? C2 C3 C4 Ir1 62.4(7) . . . . ? C8 C3 C4 Ir1 -125.1(8) . . . . ? C28 Ir1 C4 C5 -44.9(6) . . . . ? C17 Ir1 C4 C5 -129.3(5) . . . . ? P1 Ir1 C4 C5 151.3(5) . . . . ? C1 Ir1 C4 C5 39.0(4) . . . . ? C2 Ir1 C4 C5 80.9(5) . . . . ? C3 Ir1 C4 C5 118.0(6) . . . . ? C28 Ir1 C4 C3 -162.9(4) . . . . ? C17 Ir1 C4 C3 112.6(4) . . . . ? P1 Ir1 C4 C3 33.3(6) . . . . ? C5 Ir1 C4 C3 -118.0(6) . . . . ? C1 Ir1 C4 C3 -79.0(5) . . . . ? C2 Ir1 C4 C3 -37.2(4) . . . . ? C28 Ir1 C4 C9 78.7(9) . . . . ? C17 Ir1 C4 C9 -5.8(8) . . . . ? P1 Ir1 C4 C9 -85.1(9) . . . . ? C5 Ir1 C4 C9 123.6(11) . . . . ? C1 Ir1 C4 C9 162.6(11) . . . . ? C2 Ir1 C4 C9 -155.6(10) . . . . ? C3 Ir1 C4 C9 -118.4(10) . . . . ? C3 C4 C5 C1 0.8(7) . . . . ? C9 C4 C5 C1 176.9(7) . . . . ? Ir1 C4 C5 C1 -62.2(4) . . . . ? C3 C4 C5 C10 -174.6(6) . . . . ? C9 C4 C5 C10 1.6(11) . . . . ? Ir1 C4 C5 C10 122.4(6) . . . . ? C3 C4 C5 Ir1 63.0(5) . . . . ? C9 C4 C5 Ir1 -120.8(7) . . . . ? C2 C1 C5 C4 -0.8(6) . . . . ? C6 C1 C5 C4 -174.8(7) . . . . ? Ir1 C1 C5 C4 64.0(4) . . . . ? C2 C1 C5 C10 175.0(5) . . . . ? C6 C1 C5 C10 0.9(9) . . . . ? Ir1 C1 C5 C10 -120.2(5) . . . . ? C2 C1 C5 Ir1 -64.8(5) . . . . ? C6 C1 C5 Ir1 121.1(7) . . . . ? C28 Ir1 C5 C4 141.9(5) . . . . ? C17 Ir1 C5 C4 57.8(5) . . . . ? P1 Ir1 C5 C4 -126.7(8) . . . . ? C1 Ir1 C5 C4 -117.7(4) . . . . ? C2 Ir1 C5 C4 -79.7(5) . . . . ? C3 Ir1 C5 C4 -37.8(4) . . . . ? C28 Ir1 C5 C1 -100.4(4) . . . . ? C17 Ir1 C5 C1 175.4(4) . . . . ? P1 Ir1 C5 C1 -9.0(8) . . . . ? C4 Ir1 C5 C1 117.7(4) . . . . ? C2 Ir1 C5 C1 38.0(4) . . . . ? C3 Ir1 C5 C1 79.8(4) . . . . ? C28 Ir1 C5 C10 15.6(12) . . . . ? C17 Ir1 C5 C10 -68.5(12) . . . . ? P1 Ir1 C5 C10 107.1(10) . . . . ? C1 Ir1 C5 C10 116.1(14) . . . . ? C4 Ir1 C5 C10 -126.2(14) . . . . ? C2 Ir1 C5 C10 154.0(13) . . . . ? C3 Ir1 C5 C10 -164.1(13) . . . . ? C19 P1 C11 C12 132.6(4) . . . . ? C27 P1 C11 C12 -116.4(4) . . . . ? Ir1 P1 C11 C12 6.7(4) . . . . ? C19 P1 C11 C16 -54.4(5) . . . . ? C27 P1 C11 C16 56.6(5) . . . . ? Ir1 P1 C11 C16 179.7(4) . . . . ? C16 C11 C12 C13 -4.3(8) . . . . ? P1 C11 C12 C13 169.3(4) . . . . ? C16 C11 C12 C17 174.3(5) . . . . ? P1 C11 C12 C17 -12.1(6) . . . . ? C11 C12 C13 C14 3.0(8) . . . . ? C17 C12 C13 C14 -175.6(5) . . . . ? C12 C13 C14 C15 0.6(8) . . . . ? C13 C14 C15 C16 -3.0(9) . . . . ? C14 C15 C16 C11 1.7(8) . . . . ? C14 C15 C16 C18 179.4(6) . . . . ? C12 C11 C16 C15 1.9(8) . . . . ? P1 C11 C16 C15 -170.5(4) . . . . ? C12 C11 C16 C18 -175.7(6) . . . . ? P1 C11 C16 C18 11.9(8) . . . . ? C11 C12 C17 Ir1 12.6(7) . . . . ? C13 C12 C17 Ir1 -168.8(4) . . . . ? C28 Ir1 C17 C12 82.7(5) . . . . ? P1 Ir1 C17 C12 -5.7(4) . . . . ? C5 Ir1 C17 C12 173.1(4) . . . . ? C1 Ir1 C17 C12 179.2(5) . . . . ? C4 Ir1 C17 C12 -158.3(5) . . . . ? C2 Ir1 C17 C12 -112.8(5) . . . . ? C3 Ir1 C17 C12 -122.9(5) . . . . ? C11 P1 C19 C20 146.4(4) . . . . ? C27 P1 C19 C20 41.8(5) . . . . ? Ir1 P1 C19 C20 -91.9(4) . . . . ? C11 P1 C19 C24 -40.5(4) . . . . ? C27 P1 C19 C24 -145.1(4) . . . . ? Ir1 P1 C19 C24 81.3(3) . . . . ? C24 C19 C20 C21 3.9(7) . . . . ? P1 C19 C20 C21 176.9(4) . . . . ? C24 C19 C20 C25 -170.0(4) . . . . ? P1 C19 C20 C25 3.1(7) . . . . ? C19 C20 C21 C22 -1.8(8) . . . . ? C25 C20 C21 C22 172.5(5) . . . . ? C20 C21 C22 C23 -1.4(8) . . . . ? C21 C22 C23 C24 2.7(8) . . . . ? C22 C23 C24 C19 -0.6(7) . . . . ? C22 C23 C24 C26 -177.5(5) . . . . ? C20 C19 C24 C23 -2.7(6) . . . . ? P1 C19 C24 C23 -175.9(3) . . . . ? C20 C19 C24 C26 174.1(5) . . . . ? P1 C19 C24 C26 0.8(6) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 30.80 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.047 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.102 ###END