data_zl34 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 Ir N2, F6 P' _chemical_formula_sum 'C32 H32 F6 Ir N2 P' _chemical_formula_weight 781.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 10.88829(16) _cell_length_b 17.30030(19) _cell_length_c 15.9504(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.2911(14) _cell_angle_gamma 90.00 _cell_volume 2946.43(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 16727 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 30.03 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.762 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 4.649 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of nine sets of exposures with different \f angles for the crystal; each 10 s exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. SIMU restraints were used to moderate the cigar shaped thermal ellipsoids of the terminal carbons on the phenyl of the phenyl tetramethyl cyclopentadienyl ligand. The 2-phenylpyridine is bound by both N1 and C12 but it was not possible to clearly distinguish the orientation of this ligand so it was modelled as disordered as either N1/C12 or C1/N12 and the nitrogen or carbon occupancy of that position linked to a free variable. This refined to 58:42 for the orientation N1-C12. The position and thermal parameters of N1/C1 and C12/N12 were linked by EXYZ and EADP constraints. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 30389 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 30.09 _reflns_number_total 7830 _reflns_number_gt 6912 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0191P)^2^+1.7395P] 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 7830 _refine_ls_number_parameters 385 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0508 _refine_ls_wR_factor_gt 0.0486 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.003 _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 0.672286(9) 0.393903(5) 0.852742(6) 0.01223(3) Uani 1 1 d . . . N1 N 0.7889(2) 0.39567(12) 0.97220(15) 0.0147(5) Uani 0.58(2) 1 d P A 1 C1 C 0.7889(2) 0.39567(12) 0.97220(15) 0.0147(5) Uani 0.42(2) 1 d P A 2 C2 C 0.8268(2) 0.33178(15) 1.02169(18) 0.0192(6) Uani 1 1 d . . . H2 H 0.8018 0.2819 0.9998 0.023 Uiso 1 1 calc R A 1 C3 C 0.9003(3) 0.33813(17) 1.10238(19) 0.0241(6) Uani 1 1 d . A . H3 H 0.9251 0.2930 1.1354 0.029 Uiso 1 1 calc R . . C4 C 0.9380(3) 0.41042(18) 1.13527(18) 0.0256(6) Uani 1 1 d . . . H4 H 0.9881 0.4153 1.1909 0.031 Uiso 1 1 calc R A . C5 C 0.9021(3) 0.47475(16) 1.08632(18) 0.0208(6) Uani 1 1 d . A . H5 H 0.9286 0.5245 1.1079 0.025 Uiso 1 1 calc R . . C6 C 0.8268(2) 0.46772(14) 1.00502(17) 0.0154(5) Uani 1 1 d . . . C7 C 0.7808(2) 0.53203(14) 0.94821(17) 0.0156(5) Uani 1 1 d . A . C8 C 0.8089(3) 0.61008(15) 0.96628(19) 0.0215(6) Uani 1 1 d . . . H8 H 0.8597 0.6243 1.0195 0.026 Uiso 1 1 calc R A . C9 C 0.7630(3) 0.66621(15) 0.90718(19) 0.0235(6) Uani 1 1 d . A . H9 H 0.7819 0.7191 0.9194 0.028 Uiso 1 1 calc R . . C10 C 0.6892(3) 0.64499(15) 0.82979(19) 0.0222(6) Uani 1 1 d . . . H10 H 0.6583 0.6834 0.7884 0.027 Uiso 1 1 calc R A . C11 C 0.6604(3) 0.56809(15) 0.81258(18) 0.0188(5) Uani 1 1 d . A . H11 H 0.6091 0.5543 0.7594 0.023 Uiso 1 1 calc R B 1 C12 C 0.7048(2) 0.51087(13) 0.87112(16) 0.0158(6) Uani 0.58(2) 1 d P A 1 N12 N 0.7048(2) 0.51087(13) 0.87112(16) 0.0158(6) Uani 0.42(2) 1 d P A 2 N13 N 0.8335(2) 0.39340(11) 0.79819(14) 0.0142(4) Uani 1 1 d . A . C14 C 0.9290(2) 0.34395(14) 0.82450(17) 0.0160(5) Uani 1 1 d . . . H14 H 0.9282 0.3130 0.8736 0.019 Uiso 1 1 calc R A . C15 C 1.0283(2) 0.33667(14) 0.78236(18) 0.0183(5) Uani 1 1 d . A . H15 H 1.0934 0.3007 0.8024 0.022 Uiso 1 1 calc R . . C16 C 1.0331(3) 0.38169(14) 0.71098(18) 0.0175(5) Uani 1 1 d . . . C17 C 0.9351(3) 0.43356(15) 0.68526(18) 0.0199(6) Uani 1 1 d . A . H17 H 0.9349 0.4661 0.6373 0.024 Uiso 1 1 calc R . . C18 C 0.8383(3) 0.43764(15) 0.72940(17) 0.0186(5) Uani 1 1 d . . . H18 H 0.7721 0.4732 0.7105 0.022 Uiso 1 1 calc R A . C19 C 1.1388(3) 0.37484(18) 0.6639(2) 0.0313(7) Uani 1 1 d . A . H19A H 1.2040 0.3414 0.6961 0.047 Uiso 1 1 calc R . . H19B H 1.1738 0.4262 0.6575 0.047 Uiso 1 1 calc R . . H19C H 1.1078 0.3525 0.6073 0.047 Uiso 1 1 calc R . . C20 C 0.7431(3) 0.17729(17) 0.8642(3) 0.0361(7) Uani 1 1 d U A . H20 H 0.7885 0.2069 0.8303 0.043 Uiso 1 1 calc R . . C21 C 0.7921(3) 0.10807(17) 0.8992(3) 0.0415(7) Uani 1 1 d U . . H21 H 0.8702 0.0901 0.8889 0.050 Uiso 1 1 calc R . . C22 C 0.7268(3) 0.06505(18) 0.9492(2) 0.0417(7) Uani 1 1 d U . . H22 H 0.7616 0.0185 0.9751 0.050 Uiso 1 1 calc R . . C23 C 0.6117(3) 0.08986(17) 0.9613(2) 0.0367(6) Uani 1 1 d U . . H23 H 0.5660 0.0594 0.9942 0.044 Uiso 1 1 calc R . . C24 C 0.5612(3) 0.15927(16) 0.9259(2) 0.0282(6) Uani 1 1 d U A . H24 H 0.4813 0.1758 0.9344 0.034 Uiso 1 1 calc R . . C25 C 0.6280(3) 0.20429(15) 0.87797(19) 0.0217(6) Uani 1 1 d . . . C26 C 0.5760(2) 0.28006(15) 0.84395(18) 0.0183(5) Uani 1 1 d . A . C27 C 0.5140(2) 0.33606(14) 0.88983(17) 0.0167(5) Uani 1 1 d . A . C28 C 0.4694(2) 0.39798(15) 0.83202(18) 0.0181(5) Uani 1 1 d . A . C29 C 0.5046(3) 0.38242(16) 0.75100(18) 0.0213(6) Uani 1 1 d . A . C30 C 0.5689(3) 0.30924(16) 0.75874(18) 0.0215(6) Uani 1 1 d . A . C31 C 0.6140(3) 0.27114(18) 0.6862(2) 0.0332(8) Uani 1 1 d . . . H31A H 0.6864 0.2995 0.6739 0.050 Uiso 1 1 calc R A . H31B H 0.5468 0.2713 0.6354 0.050 Uiso 1 1 calc R . . H31C H 0.6384 0.2177 0.7018 0.050 Uiso 1 1 calc R . . C32 C 0.4686(3) 0.42826(19) 0.67021(19) 0.0310(7) Uani 1 1 d . . . H32A H 0.4348 0.4784 0.6831 0.046 Uiso 1 1 calc R A . H32B H 0.4048 0.4000 0.6299 0.046 Uiso 1 1 calc R . . H32C H 0.5425 0.4363 0.6448 0.046 Uiso 1 1 calc R . . C33 C 0.3916(3) 0.46529(16) 0.8512(2) 0.0265(6) Uani 1 1 d . . . H33A H 0.4112 0.4764 0.9126 0.040 Uiso 1 1 calc R A . H33B H 0.3025 0.4525 0.8340 0.040 Uiso 1 1 calc R . . H33C H 0.4104 0.5108 0.8194 0.040 Uiso 1 1 calc R . . C34 C 0.4954(3) 0.32971(16) 0.98002(18) 0.0218(6) Uani 1 1 d . . . H34A H 0.5674 0.3034 1.0148 0.033 Uiso 1 1 calc R A . H34B H 0.4190 0.3001 0.9813 0.033 Uiso 1 1 calc R . . H34C H 0.4874 0.3815 1.0031 0.033 Uiso 1 1 calc R . . P10 P 0.81932(7) 0.65061(4) 0.58781(5) 0.01954(15) Uani 1 1 d . . . F11 F 0.89393(16) 0.58567(9) 0.54559(12) 0.0276(4) Uani 1 1 d . . . F12 F 0.74478(16) 0.71575(9) 0.62990(11) 0.0281(4) Uani 1 1 d . . . F13 F 0.72105(14) 0.65950(9) 0.49903(10) 0.0223(3) Uani 1 1 d . . . F14 F 0.91746(17) 0.64250(10) 0.67620(11) 0.0353(4) Uani 1 1 d . . . F15 F 0.90564(15) 0.71632(9) 0.55790(11) 0.0267(4) Uani 1 1 d . . . F16 F 0.73294(17) 0.58507(9) 0.61705(12) 0.0310(4) 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 0.01264(6) 0.01405(5) 0.00959(5) 0.00056(4) 0.00116(4) -0.00008(4) N1 0.0119(11) 0.0178(11) 0.0147(12) 0.0027(9) 0.0033(9) 0.0013(9) C1 0.0119(11) 0.0178(11) 0.0147(12) 0.0027(9) 0.0033(9) 0.0013(9) C2 0.0191(14) 0.0216(13) 0.0165(13) 0.0023(11) 0.0023(11) 0.0021(11) C3 0.0220(15) 0.0296(15) 0.0188(14) 0.0092(12) -0.0007(12) 0.0036(12) C4 0.0203(15) 0.0420(17) 0.0123(13) -0.0008(12) -0.0026(11) -0.0012(13) C5 0.0181(14) 0.0272(14) 0.0172(14) -0.0062(11) 0.0035(11) -0.0025(11) C6 0.0121(12) 0.0216(12) 0.0140(13) -0.0026(10) 0.0059(10) -0.0014(10) C7 0.0129(12) 0.0211(12) 0.0146(13) -0.0019(10) 0.0071(10) 0.0025(10) C8 0.0206(14) 0.0223(13) 0.0224(15) -0.0067(11) 0.0058(12) -0.0009(11) C9 0.0279(16) 0.0169(13) 0.0282(16) -0.0041(11) 0.0119(13) 0.0009(11) C10 0.0267(15) 0.0165(12) 0.0254(15) 0.0056(11) 0.0100(13) 0.0056(11) C11 0.0213(14) 0.0209(13) 0.0139(13) -0.0003(11) 0.0033(11) 0.0015(11) C12 0.0157(12) 0.0159(11) 0.0167(13) -0.0010(9) 0.0052(10) 0.0024(9) N12 0.0157(12) 0.0159(11) 0.0167(13) -0.0010(9) 0.0052(10) 0.0024(9) N13 0.0135(11) 0.0155(10) 0.0132(11) -0.0006(8) 0.0018(8) -0.0007(8) C14 0.0174(13) 0.0137(11) 0.0161(13) 0.0023(10) 0.0013(10) -0.0003(10) C15 0.0152(13) 0.0175(12) 0.0218(14) 0.0032(11) 0.0025(11) 0.0022(10) C16 0.0169(13) 0.0175(12) 0.0185(14) -0.0015(10) 0.0048(11) -0.0017(10) C17 0.0217(14) 0.0220(13) 0.0169(14) 0.0060(11) 0.0056(11) 0.0000(11) C18 0.0193(14) 0.0180(12) 0.0177(14) 0.0041(10) 0.0016(11) 0.0028(10) C19 0.0303(17) 0.0351(16) 0.0324(18) 0.0069(14) 0.0158(15) 0.0073(14) C20 0.0234(14) 0.0214(12) 0.0624(19) -0.0101(13) 0.0057(13) -0.0014(11) C21 0.0318(13) 0.0244(12) 0.0628(16) -0.0122(12) -0.0042(12) 0.0023(11) C22 0.0452(14) 0.0218(11) 0.0506(15) -0.0073(11) -0.0089(12) 0.0027(11) C23 0.0490(14) 0.0214(11) 0.0372(14) -0.0053(11) 0.0023(12) -0.0050(11) C24 0.0375(15) 0.0189(11) 0.0284(14) -0.0052(11) 0.0066(12) -0.0058(11) C25 0.0204(14) 0.0174(12) 0.0264(16) -0.0053(11) 0.0026(12) -0.0023(11) C26 0.0125(13) 0.0232(13) 0.0195(14) -0.0015(11) 0.0043(11) -0.0033(10) C27 0.0145(13) 0.0192(12) 0.0168(13) -0.0010(10) 0.0043(10) -0.0035(10) C28 0.0114(12) 0.0243(13) 0.0179(13) -0.0017(11) 0.0015(10) -0.0026(10) C29 0.0204(14) 0.0283(14) 0.0140(13) -0.0007(11) 0.0003(11) -0.0074(11) C30 0.0195(14) 0.0289(14) 0.0167(14) -0.0084(12) 0.0049(11) -0.0100(12) C31 0.0411(19) 0.0403(17) 0.0221(16) -0.0162(14) 0.0157(14) -0.0148(15) C32 0.0299(17) 0.0436(18) 0.0159(15) 0.0069(14) -0.0043(12) -0.0068(14) C33 0.0186(15) 0.0296(15) 0.0317(17) 0.0036(13) 0.0057(13) 0.0048(12) C34 0.0238(15) 0.0253(14) 0.0182(14) 0.0016(11) 0.0087(12) -0.0027(12) P10 0.0241(4) 0.0162(3) 0.0155(3) 0.0015(3) -0.0032(3) -0.0008(3) F11 0.0294(10) 0.0192(7) 0.0330(10) -0.0032(7) 0.0030(8) 0.0019(7) F12 0.0310(10) 0.0244(8) 0.0264(10) -0.0071(7) -0.0003(8) 0.0014(7) F13 0.0226(8) 0.0237(8) 0.0173(8) 0.0009(6) -0.0042(7) -0.0027(7) F14 0.0401(11) 0.0381(10) 0.0208(9) 0.0042(8) -0.0107(8) 0.0076(9) F15 0.0252(9) 0.0208(8) 0.0308(10) 0.0020(7) -0.0027(7) -0.0065(7) F16 0.0405(11) 0.0218(8) 0.0317(10) 0.0089(7) 0.0093(9) -0.0023(8) _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 C12 2.065(2) . ? Ir1 N1 2.073(2) . ? Ir1 N13 2.106(2) . ? Ir1 C28 2.170(3) . ? Ir1 C27 2.173(2) . ? Ir1 C29 2.202(3) . ? Ir1 C26 2.223(3) . ? Ir1 C30 2.236(3) . ? N1 C2 1.374(3) . ? N1 C6 1.383(3) . ? C2 C3 1.381(4) . ? C2 H2 0.9500 . ? C3 C4 1.387(4) . ? C3 H3 0.9500 . ? C4 C5 1.372(4) . ? C4 H4 0.9500 . ? C5 C6 1.397(4) . ? C5 H5 0.9500 . ? C6 C7 1.460(4) . ? C7 C12 1.390(4) . ? C7 C8 1.402(3) . ? C8 C9 1.377(4) . ? C8 H8 0.9500 . ? C9 C10 1.384(4) . ? C9 H9 0.9500 . ? C10 C11 1.382(4) . ? C10 H10 0.9500 . ? C11 C12 1.381(4) . ? C11 H11 0.9500 . ? N13 C18 1.347(3) . ? N13 C14 1.349(3) . ? C14 C15 1.386(4) . ? C14 H14 0.9500 . ? C15 C16 1.389(4) . ? C15 H15 0.9500 . ? C16 C17 1.393(4) . ? C16 C19 1.497(4) . ? C17 C18 1.379(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.383(4) . ? C20 C25 1.394(4) . ? C20 H20 0.9500 . ? C21 C22 1.385(5) . ? C21 H21 0.9500 . ? C22 C23 1.375(5) . ? C22 H22 0.9500 . ? C23 C24 1.394(4) . ? C23 H23 0.9500 . ? C24 C25 1.392(4) . ? C24 H24 0.9500 . ? C25 C26 1.488(4) . ? C26 C30 1.438(4) . ? C26 C27 1.457(4) . ? C27 C28 1.435(4) . ? C27 C34 1.496(4) . ? C28 C29 1.443(4) . ? C28 C33 1.506(4) . ? C29 C30 1.441(4) . ? C29 C32 1.498(4) . ? C30 C31 1.495(4) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? P10 F16 1.5998(18) . ? P10 F14 1.5998(18) . ? P10 F15 1.6059(17) . ? P10 F13 1.6064(17) . ? P10 F11 1.6094(18) . ? P10 F12 1.6101(17) . ? 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 C12 Ir1 N1 78.34(9) . . ? C12 Ir1 N13 85.94(8) . . ? N1 Ir1 N13 88.27(9) . . ? C12 Ir1 C28 97.52(9) . . ? N1 Ir1 C28 124.17(10) . . ? N13 Ir1 C28 147.47(10) . . ? C12 Ir1 C27 122.39(9) . . ? N1 Ir1 C27 97.60(10) . . ? N13 Ir1 C27 151.66(8) . . ? C28 Ir1 C27 38.59(10) . . ? C12 Ir1 C29 106.70(10) . . ? N1 Ir1 C29 161.68(10) . . ? N13 Ir1 C29 109.46(10) . . ? C28 Ir1 C29 38.55(10) . . ? C27 Ir1 C29 64.63(10) . . ? C12 Ir1 C26 160.53(9) . . ? N1 Ir1 C26 105.52(9) . . ? N13 Ir1 C26 113.03(9) . . ? C28 Ir1 C26 64.26(10) . . ? C27 Ir1 C26 38.70(9) . . ? C29 Ir1 C26 63.94(10) . . ? C12 Ir1 C30 141.89(10) . . ? N1 Ir1 C30 139.77(10) . . ? N13 Ir1 C30 94.07(9) . . ? C28 Ir1 C30 63.60(10) . . ? C27 Ir1 C30 63.83(10) . . ? C29 Ir1 C30 37.87(10) . . ? C26 Ir1 C30 37.62(10) . . ? C2 N1 C6 118.3(2) . . ? C2 N1 Ir1 125.27(18) . . ? C6 N1 Ir1 116.42(17) . . ? N1 C2 C3 121.7(2) . . ? N1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.1(3) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? N1 C6 C5 120.5(2) . . ? N1 C6 C7 114.3(2) . . ? C5 C6 C7 125.3(2) . . ? C12 C7 C8 120.2(2) . . ? C12 C7 C6 114.9(2) . . ? C8 C7 C6 124.9(2) . . ? C9 C8 C7 120.2(3) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 119.5(2) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 121.3(3) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C7 118.6(2) . . ? C11 C12 Ir1 125.36(19) . . ? C7 C12 Ir1 116.06(18) . . ? C18 N13 C14 117.6(2) . . ? C18 N13 Ir1 120.14(17) . . ? C14 N13 Ir1 121.89(17) . . ? N13 C14 C15 122.3(2) . . ? N13 C14 H14 118.9 . . ? C15 C14 H14 118.9 . . ? C14 C15 C16 120.3(2) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C15 C16 C17 116.9(2) . . ? C15 C16 C19 121.5(2) . . ? C17 C16 C19 121.5(3) . . ? C18 C17 C16 120.0(2) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? N13 C18 C17 122.8(2) . . ? N13 C18 H18 118.6 . . ? C17 C18 H18 118.6 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C25 120.9(3) . . ? C21 C20 H20 119.5 . . ? C25 C20 H20 119.5 . . ? C20 C21 C22 119.8(3) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C21 119.9(3) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 120.7(3) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C20 118.8(3) . . ? C24 C25 C26 119.4(3) . . ? C20 C25 C26 121.8(3) . . ? C30 C26 C27 107.3(2) . . ? C30 C26 C25 126.9(2) . . ? C27 C26 C25 125.7(2) . . ? C30 C26 Ir1 71.69(15) . . ? C27 C26 Ir1 68.79(14) . . ? C25 C26 Ir1 128.07(19) . . ? C28 C27 C26 107.8(2) . . ? C28 C27 C34 125.5(2) . . ? C26 C27 C34 126.7(2) . . ? C28 C27 Ir1 70.60(14) . . ? C26 C27 Ir1 72.51(14) . . ? C34 C27 Ir1 124.07(18) . . ? C27 C28 C29 108.7(2) . . ? C27 C28 C33 125.4(3) . . ? C29 C28 C33 125.8(3) . . ? C27 C28 Ir1 70.82(15) . . ? C29 C28 Ir1 71.93(15) . . ? C33 C28 Ir1 126.21(19) . . ? C30 C29 C28 107.3(2) . . ? C30 C29 C32 125.4(3) . . ? C28 C29 C32 126.9(3) . . ? C30 C29 Ir1 72.35(16) . . ? C28 C29 Ir1 69.53(15) . . ? C32 C29 Ir1 128.7(2) . . ? C26 C30 C29 109.0(2) . . ? C26 C30 C31 127.7(3) . . ? C29 C30 C31 123.3(3) . . ? C26 C30 Ir1 70.68(15) . . ? C29 C30 Ir1 69.77(15) . . ? C31 C30 Ir1 127.5(2) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C27 C34 H34A 109.5 . . ? C27 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C27 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? F16 P10 F14 90.59(10) . . ? F16 P10 F15 179.66(11) . . ? F14 P10 F15 89.72(10) . . ? F16 P10 F13 89.81(9) . . ? F14 P10 F13 179.53(10) . . ? F15 P10 F13 89.88(9) . . ? F16 P10 F11 90.05(9) . . ? F14 P10 F11 90.16(10) . . ? F15 P10 F11 89.83(9) . . ? F13 P10 F11 90.09(9) . . ? F16 P10 F12 90.08(10) . . ? F14 P10 F12 89.90(10) . . ? F15 P10 F12 90.04(9) . . ? F13 P10 F12 89.85(9) . . ? F11 P10 F12 179.85(11) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C14 H14 F15 0.95 2.55 3.211(3) 127.1 2_746 C15 H15 F12 0.95 2.38 3.330(3) 172.9 2_746 C17 H17 F11 0.95 2.52 3.420(3) 157.8 . C18 H18 F16 0.95 2.43 3.198(3) 137.9 . _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.106 _refine_diff_density_min -1.352 _refine_diff_density_rms 0.106 #===END data_zl37 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H35 Ir N3, F6 P' _chemical_formula_sum 'C33 H35 F6 Ir N3 P' _chemical_formula_weight 810.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 11.35929(14) _cell_length_b 17.61495(18) _cell_length_c 16.38866(19) _cell_angle_alpha 90.00 _cell_angle_beta 105.5785(12) _cell_angle_gamma 90.00 _cell_volume 3158.79(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 24218 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 30.59 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 4.341 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of eight sets of exposures with different \f angles for the crystal; each 25 s exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 39538 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 30.66 _reflns_number_total 8975 _reflns_number_gt 8220 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0159P)^2^+1.9117P] 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 8975 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0230 _refine_ls_R_factor_gt 0.0192 _refine_ls_wR_factor_ref 0.0413 _refine_ls_wR_factor_gt 0.0402 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.006 _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 0.844972(6) 0.102364(4) 0.635462(4) 0.01633(2) Uani 1 1 d . . . N1 N 0.72151(15) 0.10166(9) 0.51589(10) 0.0218(3) Uani 1 1 d . . . C2 C 0.68635(19) 0.16419(12) 0.46676(13) 0.0288(4) Uani 1 1 d . . . H2 H 0.7209 0.2120 0.4869 0.035 Uiso 1 1 calc R . . C3 C 0.6019(2) 0.16037(13) 0.38844(14) 0.0364(5) Uani 1 1 d . . . H3 H 0.5799 0.2048 0.3550 0.044 Uiso 1 1 calc R . . C4 C 0.5498(2) 0.09127(14) 0.35931(14) 0.0372(5) Uani 1 1 d . . . H4 H 0.4906 0.0878 0.3060 0.045 Uiso 1 1 calc R . . C5 C 0.58465(19) 0.02739(12) 0.40854(12) 0.0300(4) Uani 1 1 d . . . H5 H 0.5489 -0.0203 0.3893 0.036 Uiso 1 1 calc R . . C6 C 0.67229(16) 0.03265(11) 0.48644(11) 0.0201(3) Uani 1 1 d . . . C7 C 0.71990(16) -0.03075(10) 0.54291(11) 0.0198(3) Uani 1 1 d . . . C8 C 0.6829(2) -0.10619(11) 0.52564(13) 0.0271(4) Uani 1 1 d . . . H8 H 0.6243 -0.1186 0.4741 0.033 Uiso 1 1 calc R . . C9 C 0.7316(2) -0.16255(11) 0.58325(14) 0.0295(4) Uani 1 1 d . . . H9 H 0.7068 -0.2138 0.5715 0.035 Uiso 1 1 calc R . . C10 C 0.81703(19) -0.14384(11) 0.65852(13) 0.0276(4) Uani 1 1 d . . . H10 H 0.8499 -0.1823 0.6989 0.033 Uiso 1 1 calc R . . C11 C 0.85442(18) -0.06897(11) 0.67481(13) 0.0238(4) Uani 1 1 d . . . H11 H 0.9136 -0.0570 0.7263 0.029 Uiso 1 1 calc R . . C12 C 0.80743(16) -0.01125(10) 0.61775(11) 0.0171(3) Uani 1 1 d . . . N13 N 0.69274(14) 0.10403(8) 0.68508(10) 0.0189(3) Uani 1 1 d . . . C14 C 0.60219(16) 0.15603(10) 0.66065(12) 0.0207(4) Uani 1 1 d . . . H14 H 0.6028 0.1883 0.6143 0.025 Uiso 1 1 calc R . . C15 C 0.50992(17) 0.16462(10) 0.69913(12) 0.0219(4) Uani 1 1 d . . . H15 H 0.4498 0.2028 0.6801 0.026 Uiso 1 1 calc R . . C16 C 0.50382(17) 0.11689(11) 0.76695(12) 0.0219(4) Uani 1 1 d . . . C17 C 0.59853(17) 0.06261(11) 0.79197(12) 0.0237(4) Uani 1 1 d . . . H17 H 0.6000 0.0290 0.8375 0.028 Uiso 1 1 calc R . . C18 C 0.68791(17) 0.05865(11) 0.75049(11) 0.0217(4) Uani 1 1 d . . . H18 H 0.7504 0.0217 0.7688 0.026 Uiso 1 1 calc R . . N19 N 0.41265(16) 0.12192(11) 0.80486(11) 0.0302(4) Uani 1 1 d . . . C20 C 0.4054(3) 0.06762(19) 0.87030(18) 0.0557(8) Uani 1 1 d . . . H20A H 0.4039 0.0159 0.8479 0.084 Uiso 1 1 calc R . . H20B H 0.3307 0.0768 0.8879 0.084 Uiso 1 1 calc R . . H20C H 0.4768 0.0736 0.9192 0.084 Uiso 1 1 calc R . . C21 C 0.32166(19) 0.18184(12) 0.78185(15) 0.0328(5) Uani 1 1 d . . . H21A H 0.3626 0.2313 0.7881 0.049 Uiso 1 1 calc R . . H21B H 0.2670 0.1796 0.8190 0.049 Uiso 1 1 calc R . . H21C H 0.2740 0.1751 0.7229 0.049 Uiso 1 1 calc R . . C22 C 0.7845(2) 0.31732(13) 0.61101(17) 0.0401(6) Uani 1 1 d . . . H22 H 0.7339 0.2891 0.6376 0.048 Uiso 1 1 calc R . . C23 C 0.7433(3) 0.38634(14) 0.5728(2) 0.0521(7) Uani 1 1 d . . . H23 H 0.6651 0.4049 0.5737 0.062 Uiso 1 1 calc R . . C24 C 0.8154(3) 0.42782(14) 0.53376(18) 0.0527(7) Uani 1 1 d . . . H24 H 0.7866 0.4744 0.5065 0.063 Uiso 1 1 calc R . . C25 C 0.9300(3) 0.40113(13) 0.53459(18) 0.0487(7) Uani 1 1 d . . . H25 H 0.9809 0.4301 0.5090 0.058 Uiso 1 1 calc R . . C26 C 0.9711(2) 0.33247(12) 0.57245(15) 0.0359(5) Uani 1 1 d . . . H26 H 1.0500 0.3148 0.5722 0.043 Uiso 1 1 calc R . . C27 C 0.89892(19) 0.28875(11) 0.61093(13) 0.0273(4) Uani 1 1 d . . . C28 C 0.94365(17) 0.21388(11) 0.64710(12) 0.0234(4) Uani 1 1 d . . . C29 C 1.00066(16) 0.15620(11) 0.60593(12) 0.0215(4) Uani 1 1 d . . . C30 C 1.04243(18) 0.09557(11) 0.66446(13) 0.0250(4) Uani 1 1 d . . . C31 C 1.00779(18) 0.11262(12) 0.74127(13) 0.0268(4) Uani 1 1 d . . . C32 C 0.94970(18) 0.18567(12) 0.73003(12) 0.0264(4) Uani 1 1 d . . . C33 C 0.9053(2) 0.22498(15) 0.79752(15) 0.0413(6) Uani 1 1 d . . . H33A H 0.8732 0.2752 0.7772 0.062 Uiso 1 1 calc R . . H33B H 0.9734 0.2307 0.8486 0.062 Uiso 1 1 calc R . . H33C H 0.8405 0.1947 0.8108 0.062 Uiso 1 1 calc R . . C34 C 1.0419(2) 0.06853(16) 0.82246(14) 0.0420(6) Uani 1 1 d . . . H34A H 0.9698 0.0625 0.8439 0.063 Uiso 1 1 calc R . . H34B H 1.1056 0.0959 0.8643 0.063 Uiso 1 1 calc R . . H34C H 1.0726 0.0184 0.8122 0.063 Uiso 1 1 calc R . . C35 C 1.11613(19) 0.02853(13) 0.65047(16) 0.0354(5) Uani 1 1 d . . . H35A H 1.0943 -0.0160 0.6792 0.053 Uiso 1 1 calc R . . H35B H 1.2033 0.0395 0.6735 0.053 Uiso 1 1 calc R . . H35C H 1.0989 0.0183 0.5896 0.053 Uiso 1 1 calc R . . C36 C 1.0185(2) 0.16197(12) 0.51874(13) 0.0294(4) Uani 1 1 d . . . H36A H 1.0240 0.1109 0.4963 0.044 Uiso 1 1 calc R . . H36B H 1.0941 0.1899 0.5214 0.044 Uiso 1 1 calc R . . H36C H 0.9491 0.1889 0.4816 0.044 Uiso 1 1 calc R . . P10 P 0.34040(5) 0.35318(3) 0.58365(3) 0.02960(11) Uani 1 1 d . . . F11 F 0.40471(13) 0.42792(7) 0.56089(9) 0.0403(3) Uani 1 1 d . . . F12 F 0.27498(13) 0.27830(7) 0.60614(9) 0.0443(3) Uani 1 1 d . . . F13 F 0.25622(16) 0.40461(8) 0.62539(12) 0.0550(4) Uani 1 1 d . . . F14 F 0.42475(13) 0.30154(8) 0.54272(10) 0.0485(4) Uani 1 1 d . . . F15 F 0.44004(15) 0.34823(9) 0.67287(9) 0.0562(4) Uani 1 1 d . . . F16 F 0.23924(13) 0.35724(8) 0.49459(9) 0.0475(4) 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 0.01588(4) 0.01733(4) 0.01529(4) 0.00008(2) 0.00331(2) -0.00189(2) N1 0.0231(8) 0.0231(8) 0.0188(8) 0.0001(6) 0.0048(6) 0.0004(6) C2 0.0304(11) 0.0263(10) 0.0265(10) 0.0040(8) 0.0023(8) 0.0004(8) C3 0.0389(13) 0.0376(12) 0.0268(11) 0.0106(9) -0.0013(9) 0.0020(10) C4 0.0355(12) 0.0470(14) 0.0211(10) 0.0032(9) -0.0061(8) -0.0015(10) C5 0.0303(11) 0.0351(11) 0.0197(10) -0.0039(8) -0.0015(8) -0.0035(9) C6 0.0183(9) 0.0251(9) 0.0174(8) -0.0017(7) 0.0056(7) -0.0010(7) C7 0.0200(9) 0.0216(9) 0.0189(9) -0.0029(7) 0.0070(7) -0.0010(7) C8 0.0297(11) 0.0263(10) 0.0248(10) -0.0078(8) 0.0064(8) -0.0048(8) C9 0.0370(12) 0.0192(9) 0.0341(11) -0.0037(8) 0.0128(9) -0.0042(8) C10 0.0323(11) 0.0205(9) 0.0312(11) 0.0036(8) 0.0105(8) 0.0029(8) C11 0.0242(10) 0.0216(9) 0.0249(10) 0.0012(7) 0.0056(7) 0.0006(7) C12 0.0163(8) 0.0181(8) 0.0175(8) 0.0006(6) 0.0054(6) 0.0008(6) N13 0.0190(7) 0.0187(7) 0.0189(7) 0.0008(6) 0.0050(6) -0.0005(6) C14 0.0194(9) 0.0181(8) 0.0235(9) 0.0031(7) 0.0042(7) -0.0012(7) C15 0.0189(9) 0.0201(8) 0.0259(10) 0.0014(7) 0.0047(7) 0.0016(7) C16 0.0199(9) 0.0242(9) 0.0211(9) -0.0021(7) 0.0047(7) 0.0003(7) C17 0.0225(9) 0.0287(10) 0.0208(9) 0.0057(7) 0.0075(7) 0.0039(8) C18 0.0201(9) 0.0245(9) 0.0195(9) 0.0031(7) 0.0038(7) 0.0038(7) N19 0.0271(9) 0.0372(10) 0.0297(9) 0.0061(7) 0.0133(7) 0.0082(7) C20 0.0471(15) 0.083(2) 0.0501(16) 0.0361(15) 0.0348(13) 0.0277(15) C21 0.0246(10) 0.0317(11) 0.0451(13) -0.0017(9) 0.0144(9) 0.0039(8) C22 0.0305(12) 0.0269(11) 0.0641(16) -0.0109(11) 0.0147(11) -0.0031(9) C23 0.0380(14) 0.0290(12) 0.080(2) -0.0169(12) 0.0003(13) 0.0064(10) C24 0.072(2) 0.0207(11) 0.0549(17) -0.0055(11) -0.0020(14) 0.0039(12) C25 0.074(2) 0.0244(11) 0.0500(16) 0.0002(10) 0.0208(14) -0.0059(12) C26 0.0427(13) 0.0254(10) 0.0429(13) -0.0035(9) 0.0173(10) -0.0062(9) C27 0.0291(10) 0.0204(9) 0.0326(11) -0.0072(8) 0.0087(8) -0.0054(8) C28 0.0209(9) 0.0246(9) 0.0262(10) -0.0047(7) 0.0087(7) -0.0075(7) C29 0.0179(9) 0.0229(9) 0.0244(9) -0.0027(7) 0.0069(7) -0.0059(7) C30 0.0176(9) 0.0289(10) 0.0272(10) -0.0002(8) 0.0036(7) -0.0036(7) C31 0.0223(10) 0.0339(11) 0.0209(9) -0.0017(8) 0.0003(7) -0.0111(8) C32 0.0228(9) 0.0339(10) 0.0227(9) -0.0087(8) 0.0066(7) -0.0133(8) C33 0.0479(14) 0.0496(14) 0.0321(12) -0.0204(10) 0.0204(10) -0.0172(11) C34 0.0394(13) 0.0559(15) 0.0222(11) 0.0073(10) -0.0066(9) -0.0133(11) C35 0.0224(10) 0.0330(11) 0.0500(14) 0.0038(10) 0.0081(9) 0.0050(9) C36 0.0329(11) 0.0305(10) 0.0295(11) -0.0024(8) 0.0163(9) -0.0046(9) P10 0.0347(3) 0.0212(2) 0.0282(3) -0.0013(2) 0.0004(2) 0.0003(2) F11 0.0509(8) 0.0277(6) 0.0441(8) -0.0037(6) 0.0159(6) -0.0085(6) F12 0.0492(8) 0.0259(6) 0.0500(9) 0.0096(6) 0.0001(7) -0.0052(6) F13 0.0679(11) 0.0348(8) 0.0747(12) -0.0083(7) 0.0407(9) -0.0023(7) F14 0.0427(8) 0.0383(8) 0.0618(10) -0.0211(7) 0.0094(7) 0.0019(6) F15 0.0676(11) 0.0489(9) 0.0351(8) -0.0018(7) -0.0158(7) -0.0098(8) F16 0.0445(8) 0.0463(8) 0.0395(8) 0.0124(6) -0.0097(6) -0.0033(7) _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 C12 2.0505(17) . ? Ir1 N1 2.0811(16) . ? Ir1 N13 2.0994(15) . ? Ir1 C30 2.1676(19) . ? Ir1 C29 2.1727(18) . ? Ir1 C31 2.1766(19) . ? Ir1 C32 2.2316(18) . ? Ir1 C28 2.2442(18) . ? N1 C2 1.359(2) . ? N1 C6 1.371(2) . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 C5 1.379(3) . ? C4 H4 0.9500 . ? C5 C6 1.395(3) . ? C5 H5 0.9500 . ? C6 C7 1.458(3) . ? C7 C12 1.399(2) . ? C7 C8 1.400(3) . ? C8 C9 1.379(3) . ? C8 H8 0.9500 . ? C9 C10 1.389(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 C12 1.387(3) . ? C11 H11 0.9500 . ? N13 C18 1.350(2) . ? N13 C14 1.355(2) . ? C14 C15 1.369(3) . ? C14 H14 0.9500 . ? C15 C16 1.410(3) . ? C15 H15 0.9500 . ? C16 N19 1.346(2) . ? C16 C17 1.415(3) . ? C17 C18 1.367(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? N19 C21 1.454(3) . ? N19 C20 1.456(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.390(4) . ? C22 C27 1.394(3) . ? C22 H22 0.9500 . ? C23 C24 1.377(4) . ? C23 H23 0.9500 . ? C24 C25 1.380(4) . ? C24 H24 0.9500 . ? C25 C26 1.382(3) . ? C25 H25 0.9500 . ? C26 C27 1.393(3) . ? C26 H26 0.9500 . ? C27 C28 1.479(3) . ? C28 C32 1.431(3) . ? C28 C29 1.463(3) . ? C29 C30 1.429(3) . ? C29 C36 1.500(3) . ? C30 C31 1.448(3) . ? C30 C35 1.500(3) . ? C31 C32 1.435(3) . ? C31 C34 1.499(3) . ? C32 C33 1.502(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? P10 F15 1.5930(15) . ? P10 F14 1.5939(15) . ? P10 F11 1.5976(14) . ? P10 F13 1.5983(16) . ? P10 F16 1.5985(14) . ? P10 F12 1.6048(14) . ? 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 C12 Ir1 N1 78.40(6) . . ? C12 Ir1 N13 84.66(6) . . ? N1 Ir1 N13 87.01(6) . . ? C12 Ir1 C30 98.09(7) . . ? N1 Ir1 C30 127.02(7) . . ? N13 Ir1 C30 145.82(7) . . ? C12 Ir1 C29 123.04(7) . . ? N1 Ir1 C29 100.13(7) . . ? N13 Ir1 C29 152.20(6) . . ? C30 Ir1 C29 38.44(7) . . ? C12 Ir1 C31 107.08(7) . . ? N1 Ir1 C31 164.63(7) . . ? N13 Ir1 C31 107.60(7) . . ? C30 Ir1 C31 38.93(8) . . ? C29 Ir1 C31 64.72(7) . . ? C12 Ir1 C32 142.36(7) . . ? N1 Ir1 C32 139.16(7) . . ? N13 Ir1 C32 93.60(6) . . ? C30 Ir1 C32 63.69(7) . . ? C29 Ir1 C32 63.50(7) . . ? C31 Ir1 C32 37.97(8) . . ? C12 Ir1 C28 161.16(7) . . ? N1 Ir1 C28 106.27(7) . . ? N13 Ir1 C28 113.54(6) . . ? C30 Ir1 C28 64.27(7) . . ? C29 Ir1 C28 38.65(7) . . ? C31 Ir1 C28 63.99(7) . . ? C32 Ir1 C28 37.30(7) . . ? C2 N1 C6 118.88(17) . . ? C2 N1 Ir1 124.70(13) . . ? C6 N1 Ir1 116.41(12) . . ? N1 C2 C3 122.0(2) . . ? N1 C2 H2 119.0 . . ? C3 C2 H2 119.0 . . ? C4 C3 C2 119.3(2) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 119.2(2) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.2(2) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? N1 C6 C5 120.28(18) . . ? N1 C6 C7 114.15(16) . . ? C5 C6 C7 125.57(18) . . ? C12 C7 C8 120.97(17) . . ? C12 C7 C6 115.06(16) . . ? C8 C7 C6 123.97(17) . . ? C9 C8 C7 120.12(19) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 119.55(18) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C9 C10 C11 120.03(18) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 121.58(18) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C7 117.73(17) . . ? C11 C12 Ir1 126.31(14) . . ? C7 C12 Ir1 115.83(13) . . ? C18 N13 C14 116.44(16) . . ? C18 N13 Ir1 120.84(12) . . ? C14 N13 Ir1 122.27(12) . . ? N13 C14 C15 123.57(17) . . ? N13 C14 H14 118.2 . . ? C15 C14 H14 118.2 . . ? C14 C15 C16 120.20(17) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? N19 C16 C15 122.09(18) . . ? N19 C16 C17 122.01(18) . . ? C15 C16 C17 115.89(17) . . ? C18 C17 C16 119.92(17) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? N13 C18 C17 123.96(17) . . ? N13 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? C16 N19 C21 120.62(17) . . ? C16 N19 C20 119.96(18) . . ? C21 N19 C20 119.42(17) . . ? N19 C20 H20A 109.5 . . ? N19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N19 C21 H21A 109.5 . . ? N19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 C27 121.1(2) . . ? C23 C22 H22 119.4 . . ? C27 C22 H22 119.4 . . ? C24 C23 C22 120.2(3) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 119.4(2) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 121.2(2) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C22 117.6(2) . . ? C26 C27 C28 119.60(19) . . ? C22 C27 C28 122.80(19) . . ? C32 C28 C29 106.41(17) . . ? C32 C28 C27 127.86(18) . . ? C29 C28 C27 125.55(17) . . ? C32 C28 Ir1 70.87(10) . . ? C29 C28 Ir1 68.03(10) . . ? C27 C28 Ir1 129.53(14) . . ? C30 C29 C28 108.53(17) . . ? C30 C29 C36 125.80(18) . . ? C28 C29 C36 125.59(18) . . ? C30 C29 Ir1 70.59(10) . . ? C28 C29 Ir1 73.32(10) . . ? C36 C29 Ir1 124.64(13) . . ? C29 C30 C31 108.05(17) . . ? C29 C30 C35 125.74(19) . . ? C31 C30 C35 126.11(19) . . ? C29 C30 Ir1 70.97(11) . . ? C31 C30 Ir1 70.87(11) . . ? C35 C30 Ir1 126.65(14) . . ? C32 C31 C30 107.30(17) . . ? C32 C31 C34 125.4(2) . . ? C30 C31 C34 126.8(2) . . ? C32 C31 Ir1 73.09(11) . . ? C30 C31 Ir1 70.20(11) . . ? C34 C31 Ir1 128.75(14) . . ? C28 C32 C31 109.65(17) . . ? C28 C32 C33 126.8(2) . . ? C31 C32 C33 123.5(2) . . ? C28 C32 Ir1 71.83(10) . . ? C31 C32 Ir1 68.93(11) . . ? C33 C32 Ir1 126.36(14) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C30 C35 H35A 109.5 . . ? C30 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C29 C36 H36A 109.5 . . ? C29 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C29 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? F15 P10 F14 89.76(9) . . ? F15 P10 F11 90.16(8) . . ? F14 P10 F11 90.45(8) . . ? F15 P10 F13 89.85(10) . . ? F14 P10 F13 179.54(10) . . ? F11 P10 F13 89.80(8) . . ? F15 P10 F16 179.15(9) . . ? F14 P10 F16 90.42(9) . . ? F11 P10 F16 90.67(8) . . ? F13 P10 F16 89.97(10) . . ? F15 P10 F12 90.16(8) . . ? F14 P10 F12 89.73(8) . . ? F11 P10 F12 179.63(9) . . ? F13 P10 F12 90.02(8) . . ? F16 P10 F12 89.01(8) . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.948 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.073 #===END data_zl35 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H39 Ir N3 O, F6 P' _chemical_formula_sum 'C36 H39 F6 Ir N3 O P' _chemical_formula_weight 866.87 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9010(2) _cell_length_b 20.8474(6) _cell_length_c 18.7889(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.449(2) _cell_angle_gamma 90.00 _cell_volume 3417.14(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8162 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 29.85 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.685 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 4.021 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'ABSPACK(CrysAlis, Oxford Diffraction)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cobra. The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of six sets of exposures with different \f angles for the crystal; each 13 s exposure covered 1.0\% in \w. The crystal-to-detector distance was 5.5 cm. Crystal decay was found to be negligible by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. The PF6 was modelled as disordered over two positions by rotation about the meridian. The occupancy refined to 9:1 major to minor. The minor component was refined isotropically. DFIX and DANG restraints were used to give the minor component chemically reasonable bond lengths and angles. The phenyl of the cyclopentadienyl ligand was modelled as disordered over two positions by a rotation about the phenyl-cyclopentadiene bond. The occupancy refined to 75:25 major to minor. The minor component was refined isotropically. The 2-phenylpyridine is bound by both N1 and C12 . A model to test possible disorder was developed where the ligand was either N1/C12 or C1/N12 and the nitrogen or carbon occupancy of that position linked to a free variable. This refined to 95:5 for the orientation N1-C12. The position and thermal parameters of N1/C1 and C12/N12 were linked by EXYZ and EADP constraints. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 10.2833 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 23299 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 29.91 _reflns_number_total 8664 _reflns_number_gt 7558 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0297P)^2^+3.6640P] 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 8664 _refine_ls_number_parameters 457 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0637 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.006 _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 0.835200(12) 0.192918(5) 0.456886(5) 0.01868(4) Uani 1 1 d . . . N1 N 0.6697(3) 0.19494(13) 0.52192(15) 0.0263(6) Uani 0.95(3) 1 d P A 1 C1 C 0.6697(3) 0.19494(13) 0.52192(15) 0.0263(6) Uani 0.05(3) 1 d P A 2 C2 C 0.5287(4) 0.22038(18) 0.49975(19) 0.0327(7) Uani 1 1 d . . . H2 H 0.4968 0.2318 0.4501 0.039 Uiso 1 1 calc R A 1 C3 C 0.4289(4) 0.23046(19) 0.5464(2) 0.0415(9) Uani 1 1 d . A . H3 H 0.3304 0.2485 0.5292 0.050 Uiso 1 1 calc R . . C4 C 0.4751(5) 0.2138(2) 0.6182(2) 0.0482(10) Uani 1 1 d . . . H4 H 0.4095 0.2210 0.6516 0.058 Uiso 1 1 calc R A . C5 C 0.6181(5) 0.18647(18) 0.6413(2) 0.0454(10) Uani 1 1 d . A . H5 H 0.6497 0.1737 0.6905 0.055 Uiso 1 1 calc R . . C6 C 0.7165(4) 0.17753(16) 0.59253(17) 0.0308(7) Uani 1 1 d . . . C7 C 0.8718(4) 0.15239(15) 0.60972(17) 0.0316(7) Uani 1 1 d . A . C8 C 0.9409(5) 0.12928(18) 0.67848(19) 0.0434(9) Uani 1 1 d . . . H8 H 0.8861 0.1294 0.7170 0.052 Uiso 1 1 calc R A . C9 C 1.0875(5) 0.10665(19) 0.6896(2) 0.0527(12) Uani 1 1 d . A . H9 H 1.1340 0.0904 0.7360 0.063 Uiso 1 1 calc R . . C10 C 1.1692(5) 0.10713(18) 0.6342(2) 0.0489(11) Uani 1 1 d . . . H10 H 1.2714 0.0915 0.6428 0.059 Uiso 1 1 calc R A . C11 C 1.1017(4) 0.13055(16) 0.5657(2) 0.0357(8) Uani 1 1 d . A . H11 H 1.1590 0.1311 0.5281 0.043 Uiso 1 1 calc R B 1 C12 C 0.9520(4) 0.15306(15) 0.55179(16) 0.0268(8) Uani 0.95(3) 1 d P A 1 N12 N 0.9520(4) 0.15306(15) 0.55179(16) 0.0268(8) Uani 0.05(3) 1 d P A 2 N13 N 0.8882(3) 0.28320(12) 0.50727(12) 0.0194(5) Uani 1 1 d . A . C14 C 1.0215(3) 0.29586(14) 0.55262(15) 0.0190(5) Uani 1 1 d . . . H14 H 1.0977 0.2633 0.5609 0.023 Uiso 1 1 calc R A . C15 C 1.0535(3) 0.35407(14) 0.58790(15) 0.0216(6) Uani 1 1 d . A . C16 C 0.9389(3) 0.40049(15) 0.57890(17) 0.0269(6) Uani 1 1 d . . . H16 H 0.9550 0.4401 0.6044 0.032 Uiso 1 1 calc R A . C17 C 0.8008(4) 0.38793(15) 0.53203(17) 0.0274(6) Uani 1 1 d . A . H17 H 0.7213 0.4191 0.5246 0.033 Uiso 1 1 calc R . . C18 C 0.7802(3) 0.32999(16) 0.49642(16) 0.0247(6) Uani 1 1 d . . . H18 H 0.6868 0.3225 0.4630 0.030 Uiso 1 1 calc R A . C19 C 1.2065(3) 0.35902(15) 0.63942(15) 0.0230(6) Uani 1 1 d . . . O19 O 1.2533(3) 0.31181(11) 0.67643(12) 0.0299(5) Uani 1 1 d . A . N20 N 1.2847(3) 0.41453(13) 0.64402(13) 0.0255(5) Uani 1 1 d . A . C21 C 1.2509(4) 0.46905(16) 0.59396(17) 0.0327(7) Uani 1 1 d . . . H21A H 1.1721 0.4560 0.5515 0.039 Uiso 1 1 calc R A . H21B H 1.3449 0.4806 0.5762 0.039 Uiso 1 1 calc R . . C22 C 1.1941(5) 0.52777(18) 0.6286(2) 0.0444(9) Uani 1 1 d . A . H22A H 1.1391 0.5561 0.5906 0.067 Uiso 1 1 calc R . . H22B H 1.2817 0.5507 0.6573 0.067 Uiso 1 1 calc R . . H22C H 1.1249 0.5143 0.6604 0.067 Uiso 1 1 calc R . . C23 C 1.4304(4) 0.41781(18) 0.69721(18) 0.0345(8) Uani 1 1 d . . . H23A H 1.4214 0.3920 0.7404 0.041 Uiso 1 1 calc R A . H23B H 1.4501 0.4628 0.7131 0.041 Uiso 1 1 calc R . . C24 C 1.5643(4) 0.3935(2) 0.6668(2) 0.0508(10) Uani 1 1 d . A . H24A H 1.5745 0.4192 0.6243 0.076 Uiso 1 1 calc R . . H24B H 1.5470 0.3485 0.6524 0.076 Uiso 1 1 calc R . . H24C H 1.6583 0.3971 0.7039 0.076 Uiso 1 1 calc R . . C30 C 0.6094(4) 0.08246(18) 0.3614(2) 0.0262(7) Uani 0.754(8) 1 d PG A 1 C25 C 0.5394(4) 0.06585(18) 0.41863(16) 0.0390(14) Uani 0.754(8) 1 d PG A 1 H25 H 0.5742 0.0842 0.4653 0.047 Uiso 0.754(8) 1 calc PR A 1 C26 C 0.4185(5) 0.0224(2) 0.40763(18) 0.0480(16) Uani 0.754(8) 1 d PG A 1 H26 H 0.3706 0.0111 0.4468 0.058 Uiso 0.754(8) 1 calc PR A 1 C27 C 0.3676(4) -0.0044(2) 0.3394(2) 0.0448(15) Uani 0.754(8) 1 d PG A 1 H27 H 0.2849 -0.0340 0.3318 0.054 Uiso 0.754(8) 1 calc PR A 1 C28 C 0.4376(6) 0.0122(3) 0.28210(17) 0.053(2) Uani 0.754(8) 1 d PG A 1 H28 H 0.4028 -0.0061 0.2354 0.064 Uiso 0.754(8) 1 calc PR A 1 C29 C 0.5585(6) 0.0557(3) 0.29311(19) 0.0427(16) Uani 0.754(8) 1 d PG A 1 H29 H 0.6064 0.0670 0.2540 0.051 Uiso 0.754(8) 1 calc PR A 1 C30A C 0.6232(13) 0.0820(5) 0.3576(7) 0.0262(7) Uani 0.246(8) 1 d PG A 2 C25A C 0.6142(13) 0.0417(6) 0.4156(5) 0.034(3) Uiso 0.246(8) 1 d PG A 2 H25A H 0.6809 0.0481 0.4612 0.040 Uiso 0.246(8) 1 calc PR A 2 C26A C 0.5077(14) -0.0078(5) 0.4068(5) 0.042(4) Uiso 0.246(8) 1 d PG A 2 H26A H 0.5015 -0.0354 0.4465 0.051 Uiso 0.246(8) 1 calc PR A 2 C27A C 0.4101(13) -0.0171(6) 0.3401(7) 0.039(5) Uiso 0.246(8) 1 d PG A 2 H27A H 0.3372 -0.0510 0.3341 0.046 Uiso 0.246(8) 1 calc PR A 2 C28A C 0.4190(15) 0.0231(7) 0.2821(5) 0.049(7) Uiso 0.246(8) 1 d PG A 2 H28A H 0.3523 0.0168 0.2365 0.058 Uiso 0.246(8) 1 calc PR A 2 C29A C 0.5256(17) 0.0727(7) 0.2909(6) 0.022(4) Uiso 0.246(8) 1 d PG A 2 H29A H 0.5317 0.1002 0.2513 0.026 Uiso 0.246(8) 1 calc PR A 2 C31 C 0.7346(3) 0.13247(15) 0.36633(15) 0.0227(6) Uani 1 1 d . A . C32 C 0.7067(3) 0.19754(14) 0.34028(15) 0.0228(6) Uani 1 1 d . A . C33 C 0.8505(3) 0.22735(15) 0.34533(15) 0.0245(6) Uani 1 1 d . A . C34 C 0.9698(3) 0.18179(15) 0.37336(16) 0.0259(6) Uani 1 1 d . A . C35 C 0.8970(3) 0.12158(15) 0.38376(16) 0.0239(6) Uani 1 1 d . A . C36 C 0.9734(4) 0.05830(17) 0.4029(2) 0.0382(8) Uani 1 1 d . . . H36A H 1.0744 0.0652 0.4339 0.057 Uiso 1 1 calc R A . H36B H 0.9854 0.0361 0.3584 0.057 Uiso 1 1 calc R . . H36C H 0.9104 0.0321 0.4290 0.057 Uiso 1 1 calc R . . C37 C 1.1379(4) 0.19190(19) 0.3758(2) 0.0406(9) Uani 1 1 d . . . H37A H 1.1662 0.2357 0.3921 0.061 Uiso 1 1 calc R A . H37B H 1.1599 0.1853 0.3273 0.061 Uiso 1 1 calc R . . H37C H 1.1972 0.1612 0.4098 0.061 Uiso 1 1 calc R . . C38 C 0.8760(4) 0.29505(16) 0.32441(19) 0.0349(8) Uani 1 1 d . . . H38A H 0.7858 0.3209 0.3279 0.052 Uiso 1 1 calc R A . H38B H 0.8926 0.2961 0.2744 0.052 Uiso 1 1 calc R . . H38C H 0.9662 0.3125 0.3572 0.052 Uiso 1 1 calc R . . C39 C 0.5537(4) 0.22548(17) 0.30640(17) 0.0314(7) Uani 1 1 d . . . H39A H 0.4725 0.2024 0.3241 0.047 Uiso 1 1 calc R A . H39B H 0.5377 0.2214 0.2535 0.047 Uiso 1 1 calc R . . H39C H 0.5510 0.2709 0.3195 0.047 Uiso 1 1 calc R . . P10 P 0.81971(9) 0.09885(4) 0.89397(4) 0.02652(17) Uani 1 1 d D . . F11 F 0.9379(3) 0.0764(2) 0.96288(15) 0.0954(12) Uani 1 1 d D C . F12 F 0.7024(3) 0.12011(16) 0.82380(13) 0.0746(9) Uani 1 1 d D C . F13 F 0.9125(6) 0.1609(2) 0.8864(2) 0.129(2) Uani 0.912(6) 1 d P C 1 F14 F 0.9054(4) 0.06109(19) 0.84088(17) 0.0883(15) Uani 0.912(6) 1 d P C 1 F15 F 0.7230(4) 0.03667(16) 0.90180(17) 0.0803(13) Uani 0.912(6) 1 d P C 1 F16 F 0.7233(5) 0.13426(17) 0.94418(16) 0.0820(13) Uani 0.912(6) 1 d P C 1 F13A F 0.9801(17) 0.1127(12) 0.8696(11) 0.031(6) Uiso 0.088(6) 1 d PD C 2 F14A F 0.673(2) 0.0840(15) 0.9246(13) 0.058(9) Uiso 0.088(6) 1 d PD C 2 F15A F 0.821(4) 0.0275(10) 0.8630(18) 0.111(16) Uiso 0.088(6) 1 d PD C 2 F16A F 0.831(4) 0.1686(10) 0.9300(18) 0.096(14) Uiso 0.088(6) 1 d PD C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02317(6) 0.01538(6) 0.01665(6) -0.00008(4) 0.00195(4) -0.00496(4) N1 0.0338(14) 0.0240(15) 0.0225(12) -0.0033(11) 0.0083(10) -0.0130(11) C1 0.0338(14) 0.0240(15) 0.0225(12) -0.0033(11) 0.0083(10) -0.0130(11) C2 0.0286(16) 0.036(2) 0.0346(17) -0.0024(15) 0.0097(13) -0.0089(14) C3 0.0398(19) 0.039(2) 0.052(2) -0.0054(18) 0.0241(16) -0.0090(16) C4 0.061(3) 0.044(2) 0.049(2) -0.011(2) 0.033(2) -0.012(2) C5 0.084(3) 0.033(2) 0.0254(17) -0.0037(15) 0.0245(18) -0.0181(19) C6 0.050(2) 0.0189(16) 0.0243(15) -0.0021(13) 0.0106(13) -0.0168(14) C7 0.053(2) 0.0159(16) 0.0227(15) 0.0000(12) 0.0000(13) -0.0142(14) C8 0.067(3) 0.031(2) 0.0268(17) 0.0045(15) -0.0038(16) -0.0247(18) C9 0.078(3) 0.029(2) 0.037(2) 0.0131(17) -0.023(2) -0.023(2) C10 0.048(2) 0.023(2) 0.061(3) 0.0088(18) -0.0243(19) -0.0108(16) C11 0.0390(18) 0.0198(17) 0.0412(19) 0.0035(15) -0.0088(14) -0.0075(14) C12 0.0385(17) 0.0143(15) 0.0232(15) 0.0014(12) -0.0046(12) -0.0090(12) N12 0.0385(17) 0.0143(15) 0.0232(15) 0.0014(12) -0.0046(12) -0.0090(12) N13 0.0233(11) 0.0158(12) 0.0199(11) 0.0001(10) 0.0064(9) -0.0031(9) C14 0.0230(13) 0.0156(15) 0.0200(13) 0.0008(11) 0.0080(10) -0.0025(10) C15 0.0286(14) 0.0178(15) 0.0198(13) -0.0018(11) 0.0083(11) -0.0047(11) C16 0.0361(16) 0.0165(15) 0.0296(16) -0.0043(12) 0.0104(12) -0.0012(12) C17 0.0332(16) 0.0197(16) 0.0302(16) 0.0015(13) 0.0084(12) 0.0043(12) C18 0.0272(14) 0.0221(16) 0.0245(15) 0.0029(12) 0.0045(11) -0.0007(12) C19 0.0280(14) 0.0230(16) 0.0187(13) -0.0050(12) 0.0067(11) -0.0044(12) O19 0.0333(12) 0.0240(13) 0.0309(12) 0.0031(10) 0.0023(9) -0.0052(9) N20 0.0340(13) 0.0210(14) 0.0215(12) -0.0030(10) 0.0059(10) -0.0109(11) C21 0.0487(19) 0.0232(18) 0.0270(16) -0.0018(14) 0.0094(14) -0.0154(14) C22 0.070(3) 0.0227(19) 0.038(2) -0.0050(16) 0.0056(17) -0.0105(17) C23 0.0390(18) 0.033(2) 0.0290(16) -0.0049(15) 0.0015(13) -0.0164(15) C24 0.039(2) 0.058(3) 0.056(3) -0.004(2) 0.0093(17) -0.0122(19) C30 0.0294(17) 0.0216(16) 0.0260(16) -0.0014(13) 0.0016(12) -0.0067(13) C25 0.049(3) 0.036(3) 0.032(2) 0.000(2) 0.009(2) -0.019(2) C26 0.055(3) 0.036(3) 0.056(3) 0.005(3) 0.018(2) -0.024(3) C27 0.031(3) 0.029(3) 0.068(4) 0.003(3) -0.006(2) -0.015(2) C28 0.059(4) 0.054(4) 0.039(3) -0.013(3) -0.009(2) -0.034(3) C29 0.051(4) 0.043(4) 0.035(3) -0.011(2) 0.011(2) -0.020(3) C30A 0.0294(17) 0.0216(16) 0.0260(16) -0.0014(13) 0.0016(12) -0.0067(13) C31 0.0287(14) 0.0185(15) 0.0193(13) -0.0036(11) 0.0010(10) -0.0063(11) C32 0.0311(15) 0.0210(16) 0.0159(13) -0.0013(11) 0.0036(11) -0.0022(12) C33 0.0367(16) 0.0213(16) 0.0162(13) -0.0033(12) 0.0070(11) -0.0041(12) C34 0.0280(15) 0.0267(18) 0.0226(14) -0.0031(12) 0.0038(11) -0.0059(12) C35 0.0294(15) 0.0177(15) 0.0238(14) -0.0051(12) 0.0036(11) -0.0011(11) C36 0.0415(19) 0.0259(19) 0.043(2) -0.0044(16) -0.0024(15) 0.0060(14) C37 0.0314(17) 0.049(2) 0.043(2) -0.0070(17) 0.0113(15) -0.0097(15) C38 0.055(2) 0.0238(18) 0.0284(17) 0.0032(14) 0.0138(15) -0.0101(15) C39 0.0346(17) 0.0314(19) 0.0263(16) -0.0021(14) 0.0011(12) 0.0061(14) P10 0.0292(4) 0.0235(4) 0.0262(4) 0.0036(3) 0.0040(3) -0.0016(3) F11 0.0486(15) 0.172(4) 0.0571(17) 0.048(2) -0.0109(12) 0.0025(18) F12 0.0720(17) 0.109(3) 0.0390(13) 0.0186(15) 0.0025(12) 0.0422(16) F13 0.200(5) 0.107(4) 0.077(3) 0.003(2) 0.024(3) -0.122(4) F14 0.113(3) 0.098(3) 0.070(2) 0.030(2) 0.058(2) 0.069(2) F15 0.120(3) 0.059(2) 0.065(2) -0.0072(16) 0.0258(18) -0.055(2) F16 0.141(3) 0.067(2) 0.0500(17) 0.0035(16) 0.0467(18) 0.046(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C12 2.053(3) . ? Ir1 N1 2.093(3) . ? Ir1 N13 2.118(2) . ? Ir1 C31 2.163(3) . ? Ir1 C34 2.168(3) . ? Ir1 C35 2.168(3) . ? Ir1 C33 2.245(3) . ? Ir1 C32 2.263(3) . ? N1 C2 1.350(4) . ? N1 C6 1.359(4) . ? C2 C3 1.382(4) . ? C2 H2 0.9500 . ? C3 C4 1.374(6) . ? C3 H3 0.9500 . ? C4 C5 1.384(6) . ? C4 H4 0.9500 . ? C5 C6 1.400(5) . ? C5 H5 0.9500 . ? C6 C7 1.453(5) . ? C7 C8 1.402(5) . ? C7 C12 1.415(5) . ? C8 C9 1.364(6) . ? C8 H8 0.9500 . ? C9 C10 1.383(6) . ? C9 H9 0.9500 . ? C10 C11 1.396(5) . ? C10 H10 0.9500 . ? C11 C12 1.388(5) . ? C11 H11 0.9500 . ? N13 C14 1.342(4) . ? N13 C18 1.357(4) . ? C14 C15 1.385(4) . ? C14 H14 0.9500 . ? C15 C16 1.392(4) . ? C15 C19 1.509(4) . ? C16 C17 1.388(4) . ? C16 H16 0.9500 . ? C17 C18 1.375(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 O19 1.229(4) . ? C19 N20 1.344(4) . ? N20 C21 1.468(4) . ? N20 C23 1.474(4) . ? C21 C22 1.520(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.507(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C30 C25 1.3900 . ? C30 C29 1.3900 . ? C30 C31 1.516(4) . ? C25 C26 1.3900 . ? C25 H25 0.9500 . ? C26 C27 1.3900 . ? C26 H26 0.9500 . ? C27 C28 1.3900 . ? C27 H27 0.9500 . ? C28 C29 1.3900 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30A C25A 1.3900 . ? C30A C29A 1.3900 . ? C30A C31 1.434(10) . ? C25A C26A 1.3900 . ? C25A H25A 0.9500 . ? C26A C27A 1.3900 . ? C26A H26A 0.9500 . ? C27A C28A 1.3900 . ? C27A H27A 0.9500 . ? C28A C29A 1.3900 . ? C28A H28A 0.9500 . ? C29A H29A 0.9500 . ? C31 C35 1.435(4) . ? C31 C32 1.447(4) . ? C32 C33 1.408(4) . ? C32 C39 1.502(4) . ? C33 C34 1.444(4) . ? C33 C38 1.494(4) . ? C34 C35 1.444(4) . ? C34 C37 1.502(4) . ? C35 C36 1.495(4) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? P10 F13 1.556(3) . ? P10 F14A 1.560(15) . ? P10 F11 1.569(3) . ? P10 F12 1.574(2) . ? P10 F16 1.579(3) . ? P10 F15 1.579(3) . ? P10 F14 1.580(3) . ? P10 F15A 1.599(16) . ? P10 F16A 1.599(16) . ? P10 F13A 1.609(13) . ? 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 C12 Ir1 N1 78.15(12) . . ? C12 Ir1 N13 86.67(10) . . ? N1 Ir1 N13 80.87(9) . . ? C12 Ir1 C31 120.43(12) . . ? N1 Ir1 C31 103.99(10) . . ? N13 Ir1 C31 152.89(10) . . ? C12 Ir1 C34 109.16(13) . . ? N1 Ir1 C34 168.29(10) . . ? N13 Ir1 C34 108.22(10) . . ? C31 Ir1 C34 64.54(11) . . ? C12 Ir1 C35 97.15(12) . . ? N1 Ir1 C35 132.86(11) . . ? N13 Ir1 C35 146.18(10) . . ? C31 Ir1 C35 38.69(11) . . ? C34 Ir1 C35 38.90(11) . . ? C12 Ir1 C33 145.72(12) . . ? N1 Ir1 C33 135.96(11) . . ? N13 Ir1 C33 94.81(10) . . ? C31 Ir1 C33 62.88(11) . . ? C34 Ir1 C33 38.16(11) . . ? C35 Ir1 C33 63.75(11) . . ? C12 Ir1 C32 158.35(11) . . ? N1 Ir1 C32 106.59(11) . . ? N13 Ir1 C32 114.83(10) . . ? C31 Ir1 C32 38.07(11) . . ? C34 Ir1 C32 63.21(11) . . ? C35 Ir1 C32 63.82(11) . . ? C33 Ir1 C32 36.41(11) . . ? C2 N1 C6 119.5(3) . . ? C2 N1 Ir1 123.2(2) . . ? C6 N1 Ir1 116.7(2) . . ? N1 C2 C3 122.6(3) . . ? N1 C2 H2 118.7 . . ? C3 C2 H2 118.7 . . ? C4 C3 C2 118.6(4) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 119.3(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 120.4(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? N1 C6 C5 119.5(3) . . ? N1 C6 C7 114.0(3) . . ? C5 C6 C7 126.4(3) . . ? C8 C7 C12 121.1(3) . . ? C8 C7 C6 123.6(3) . . ? C12 C7 C6 115.3(3) . . ? C9 C8 C7 119.5(4) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C10 120.8(3) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? C9 C10 C11 120.1(4) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 120.9(4) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C7 117.7(3) . . ? C11 C12 Ir1 127.0(3) . . ? C7 C12 Ir1 115.2(2) . . ? C14 N13 C18 117.7(3) . . ? C14 N13 Ir1 123.30(19) . . ? C18 N13 Ir1 118.90(19) . . ? N13 C14 C15 123.2(3) . . ? N13 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C14 C15 C16 118.4(3) . . ? C14 C15 C19 116.1(3) . . ? C16 C15 C19 125.2(3) . . ? C17 C16 C15 118.8(3) . . ? C17 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? C18 C17 C16 119.4(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? N13 C18 C17 122.4(3) . . ? N13 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? O19 C19 N20 122.7(3) . . ? O19 C19 C15 118.0(3) . . ? N20 C19 C15 119.3(3) . . ? C19 N20 C21 126.0(3) . . ? C19 N20 C23 117.3(3) . . ? C21 N20 C23 116.1(2) . . ? N20 C21 C22 113.1(3) . . ? N20 C21 H21A 109.0 . . ? C22 C21 H21A 109.0 . . ? N20 C21 H21B 109.0 . . ? C22 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N20 C23 C24 112.5(3) . . ? N20 C23 H23A 109.1 . . ? C24 C23 H23A 109.1 . . ? N20 C23 H23B 109.1 . . ? C24 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 C30 C29 120.0 . . ? C25 C30 C31 124.1(3) . . ? C29 C30 C31 115.7(3) . . ? C26 C25 C30 120.0 . . ? C26 C25 H25 120.0 . . ? C30 C25 H25 120.0 . . ? C25 C26 C27 120.0 . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C28 120.0 . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C29 C28 C27 120.0 . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 120.0 . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C25A C30A C29A 120.0 . . ? C25A C30A C31 120.0(8) . . ? C29A C30A C31 120.0(8) . . ? C26A C25A C30A 120.0 . . ? C26A C25A H25A 120.0 . . ? C30A C25A H25A 120.0 . . ? C25A C26A C27A 120.0 . . ? C25A C26A H26A 120.0 . . ? C27A C26A H26A 120.0 . . ? C26A C27A C28A 120.0 . . ? C26A C27A H27A 120.0 . . ? C28A C27A H27A 120.0 . . ? C29A C28A C27A 120.0 . . ? C29A C28A H28A 120.0 . . ? C27A C28A H28A 120.0 . . ? C28A C29A C30A 120.0 . . ? C28A C29A H29A 120.0 . . ? C30A C29A H29A 120.0 . . ? C30A C31 C35 123.6(6) . . ? C30A C31 C32 125.6(6) . . ? C35 C31 C32 108.8(3) . . ? C30A C31 C30 5.0(6) . . ? C35 C31 C30 126.9(3) . . ? C32 C31 C30 123.3(3) . . ? C30A C31 Ir1 133.4(5) . . ? C35 C31 Ir1 70.85(16) . . ? C32 C31 Ir1 74.71(16) . . ? C30 C31 Ir1 129.3(2) . . ? C33 C32 C31 107.4(3) . . ? C33 C32 C39 126.4(3) . . ? C31 C32 C39 126.0(3) . . ? C33 C32 Ir1 71.09(16) . . ? C31 C32 Ir1 67.22(15) . . ? C39 C32 Ir1 131.9(2) . . ? C32 C33 C34 109.1(3) . . ? C32 C33 C38 125.6(3) . . ? C34 C33 C38 125.3(3) . . ? C32 C33 Ir1 72.50(16) . . ? C34 C33 Ir1 68.02(16) . . ? C38 C33 Ir1 126.0(2) . . ? C35 C34 C33 107.7(3) . . ? C35 C34 C37 126.1(3) . . ? C33 C34 C37 125.1(3) . . ? C35 C34 Ir1 70.58(16) . . ? C33 C34 Ir1 73.82(17) . . ? C37 C34 Ir1 130.7(2) . . ? C31 C35 C34 106.9(3) . . ? C31 C35 C36 125.7(3) . . ? C34 C35 C36 127.2(3) . . ? C31 C35 Ir1 70.46(16) . . ? C34 C35 Ir1 70.53(17) . . ? C36 C35 Ir1 127.8(2) . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C32 C39 H39A 109.5 . . ? C32 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C32 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? F13 P10 F14A 134.2(12) . . ? F13 P10 F11 92.4(2) . . ? F14A P10 F11 96.3(9) . . ? F13 P10 F12 88.0(2) . . ? F14A P10 F12 84.3(9) . . ? F11 P10 F12 178.7(2) . . ? F13 P10 F16 91.5(3) . . ? F14A P10 F16 43.8(11) . . ? F11 P10 F16 90.08(19) . . ? F12 P10 F16 91.16(16) . . ? F13 P10 F15 178.9(3) . . ? F14A P10 F15 44.8(11) . . ? F11 P10 F15 88.09(19) . . ? F12 P10 F15 91.49(19) . . ? F16 P10 F15 87.5(2) . . ? F13 P10 F14 91.5(3) . . ? F14A P10 F14 132.7(12) . . ? F11 P10 F14 92.50(19) . . ? F12 P10 F14 86.23(16) . . ? F16 P10 F14 176.0(2) . . ? F15 P10 F14 89.4(2) . . ? F13 P10 F15A 134.4(14) . . ? F14A P10 F15A 90.8(15) . . ? F11 P10 F15A 88.4(11) . . ? F12 P10 F15A 90.4(12) . . ? F16 P10 F15A 134.0(14) . . ? F15 P10 F15A 46.5(13) . . ? F14 P10 F15A 43.0(13) . . ? F13 P10 F16A 45.0(13) . . ? F14A P10 F16A 90.6(14) . . ? F11 P10 F16A 87.0(11) . . ? F12 P10 F16A 94.2(11) . . ? F16 P10 F16A 46.9(13) . . ? F15 P10 F16A 134.1(13) . . ? F14 P10 F16A 136.4(13) . . ? F15A P10 F16A 175.3(16) . . ? F13 P10 F13A 46.3(8) . . ? F14A P10 F13A 174.8(11) . . ? F11 P10 F13A 78.5(7) . . ? F12 P10 F13A 100.9(7) . . ? F16 P10 F13A 134.8(9) . . ? F15 P10 F13A 134.8(9) . . ? F14 P10 F13A 49.0(8) . . ? F15A P10 F13A 89.7(14) . . ? F16A P10 F13A 88.5(13) . . ? _diffrn_measured_fraction_theta_max 0.874 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.248 _refine_diff_density_min -0.987 _refine_diff_density_rms 0.098