# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email hatano@nubio.nagoya-u.ac.jp _publ_contact_author_name 'Manabu Hatano' _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Manabu Hatano' 'Koichi Mikami' data_aaa1 _database_code_CSD 210470 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; (h3-Allyl)[(aS)-2-[4,4-dimethyl-oxazol-2-yl]-2^[$B!G^[(B-diphenylphosphino- 1,1^[$B!G^[(B-binaphthyl]palladium(II) hexafluoroantimonate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H30 F6 N O P Pd Sb' _chemical_formula_weight 877.74 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 17.6824(3) _cell_length_b 17.9641(4) _cell_length_c 11.6546(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3702.06(14) _cell_formula_units_Z 4 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1732 _exptl_absorpt_coefficient_mu 1.318 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 253(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4707 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4707 _reflns_number_gt 4478 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0391P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.41(3) _refine_ls_number_reflns 4707 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 Sb1 Sb -0.74860(2) -0.175846(19) -1.48769(3) 0.04386(10) Uani 1 1 d . . . Pd1 Pd -0.661526(16) -0.147909(18) -0.95188(3) 0.02972(8) Uani 1 1 d . . . P1 P -0.55431(6) -0.21948(6) -0.97359(10) 0.0281(2) Uani 1 1 d . . . F1 F -0.7305(2) -0.27797(18) -1.4767(3) 0.0617(9) Uani 1 1 d . . . F2 F -0.8521(2) -0.1943(3) -1.4793(4) 0.0824(12) Uani 1 1 d . . . F3 F -0.7685(3) -0.0743(2) -1.4983(3) 0.0927(15) Uani 1 1 d . . . F4 F -0.6463(2) -0.1576(3) -1.4969(4) 0.0968(15) Uani 1 1 d . . . F5 F -0.7516(3) -0.1835(2) -1.6475(3) 0.0730(11) Uani 1 1 d . . . F6 F -0.7444(2) -0.1686(2) -1.3281(3) 0.0675(10) Uani 1 1 d . . . O1 O -0.5300(2) 0.04515(18) -0.9192(3) 0.0405(8) Uani 1 1 d . . . N1 N -0.6068(2) -0.0513(2) -0.8945(3) 0.0312(8) Uani 1 1 d . . . C1 C -0.4342(2) -0.1180(2) -0.9827(3) 0.0262(8) Uani 1 1 d . . . C2 C -0.4644(2) -0.1789(2) -0.9254(3) 0.0278(8) Uani 1 1 d . . . C3 C -0.4268(2) -0.2096(3) -0.8297(4) 0.0345(9) Uani 1 1 d . . . H3 H -0.4477 -0.2502 -0.7918 0.041 Uiso 1 1 calc R . . C4 C -0.3594(3) -0.1799(3) -0.7920(4) 0.0407(11) Uani 1 1 d . . . H4 H -0.3355 -0.2004 -0.7283 0.049 Uiso 1 1 calc R . . C5 C -0.2550(3) -0.0895(3) -0.8133(5) 0.0466(12) Uani 1 1 d . . . H5 H -0.2306 -0.1098 -0.7499 0.056 Uiso 1 1 calc R . . C6 C -0.2226(3) -0.0324(4) -0.8711(6) 0.0529(15) Uani 1 1 d . . . H6 H -0.1755 -0.0145 -0.8486 0.064 Uiso 1 1 calc R . . C7 C -0.2606(3) -0.0001(3) -0.9659(5) 0.0512(13) Uani 1 1 d . . . H7 H -0.2384 0.0395 -1.0047 0.061 Uiso 1 1 calc R . . C8 C -0.3291(3) -0.0260(3) -1.0009(4) 0.0398(10) Uani 1 1 d . . . H8 H -0.3536 -0.0032 -1.0621 0.048 Uiso 1 1 calc R . . C9 C -0.3635(2) -0.0874(2) -0.9448(4) 0.0305(8) Uani 1 1 d . . . C10 C -0.3265(2) -0.1191(3) -0.8487(4) 0.0340(9) Uani 1 1 d . . . C11 C -0.4722(2) -0.0862(2) -1.0860(3) 0.0269(8) Uani 1 1 d . . . C12 C -0.5358(2) -0.0421(2) -1.0745(4) 0.0290(9) Uani 1 1 d . . . C13 C -0.5792(3) -0.0190(3) -1.1696(4) 0.0423(12) Uani 1 1 d . . . H13 H -0.6226 0.0095 -1.1588 0.051 Uiso 1 1 calc R . . C14 C -0.5570(3) -0.0388(4) -1.2778(5) 0.0492(14) Uani 1 1 d . . . H14 H -0.5867 -0.0255 -1.3404 0.059 Uiso 1 1 calc R . . C15 C -0.4634(4) -0.0981(3) -1.4069(4) 0.0499(13) Uani 1 1 d . . . H15 H -0.4921 -0.0844 -1.4704 0.060 Uiso 1 1 calc R . . C16 C -0.3975(4) -0.1358(3) -1.4224(4) 0.0544(14) Uani 1 1 d . . . H16 H -0.3813 -0.1476 -1.4962 0.065 Uiso 1 1 calc R . . C17 C -0.3542(3) -0.1567(3) -1.3283(5) 0.0493(13) Uani 1 1 d . . . H17 H -0.3086 -0.1813 -1.3398 0.059 Uiso 1 1 calc R . . C18 C -0.3774(3) -0.1418(3) -1.2201(4) 0.0394(10) Uani 1 1 d . . . H18 H -0.3480 -0.1572 -1.1583 0.047 Uiso 1 1 calc R . . C19 C -0.4462(3) -0.1029(2) -1.1994(4) 0.0313(9) Uani 1 1 d . . . C20 C -0.4888(3) -0.0796(3) -1.2959(4) 0.0398(11) Uani 1 1 d . . . C21 C -0.5338(2) -0.2569(2) -1.1150(4) 0.0306(9) Uani 1 1 d . . . C22 C -0.4660(2) -0.2959(3) -1.1330(5) 0.0417(11) Uani 1 1 d . . . H22 H -0.4313 -0.3010 -1.0735 0.050 Uiso 1 1 calc R . . C23 C -0.4508(3) -0.3266(3) -1.2383(5) 0.0544(14) Uani 1 1 d . . . H23 H -0.4056 -0.3519 -1.2500 0.065 Uiso 1 1 calc R . . C24 C -0.5021(4) -0.3202(4) -1.3269(6) 0.0620(16) Uani 1 1 d . . . H24 H -0.4923 -0.3421 -1.3977 0.074 Uiso 1 1 calc R . . C25 C -0.5678(4) -0.2811(4) -1.3093(5) 0.0620(17) Uani 1 1 d . . . H25 H -0.6020 -0.2760 -1.3694 0.074 Uiso 1 1 calc R . . C26 C -0.5843(3) -0.2493(3) -1.2045(5) 0.0461(12) Uani 1 1 d . . . H26 H -0.6291 -0.2230 -1.1942 0.055 Uiso 1 1 calc R . . C27 C -0.5724(3) -0.3014(3) -0.8857(4) 0.0349(10) Uani 1 1 d . . . C28 C -0.5944(3) -0.2921(3) -0.7724(5) 0.0482(13) Uani 1 1 d . . . H28 H -0.5926 -0.2450 -0.7395 0.058 Uiso 1 1 calc R . . C29 C -0.6189(3) -0.3516(4) -0.7077(6) 0.0601(16) Uani 1 1 d . . . H29 H -0.6322 -0.3449 -0.6312 0.072 Uiso 1 1 calc R . . C30 C -0.6236(3) -0.4222(3) -0.7581(6) 0.0590(17) Uani 1 1 d . . . H30 H -0.6415 -0.4624 -0.7156 0.071 Uiso 1 1 calc R . . C31 C -0.6018(3) -0.4323(3) -0.8703(6) 0.0552(15) Uani 1 1 d . . . H31 H -0.6042 -0.4793 -0.9035 0.066 Uiso 1 1 calc R . . C32 C -0.5764(3) -0.3722(3) -0.9335(5) 0.0456(12) Uani 1 1 d . . . H32 H -0.5616 -0.3792 -1.0093 0.055 Uiso 1 1 calc R . . C33 C -0.5601(2) -0.0181(2) -0.9585(4) 0.0306(8) Uani 1 1 d . . . C34 C -0.6099(3) -0.0127(3) -0.7825(4) 0.0384(10) Uani 1 1 d . . . C35 C -0.5707(3) 0.0621(3) -0.8133(5) 0.0409(11) Uani 1 1 d . . . H35A H -0.6077 0.1011 -0.8254 0.049 Uiso 1 1 calc R . . H35B H -0.5361 0.0774 -0.7531 0.049 Uiso 1 1 calc R . . C36 C -0.5611(4) -0.0565(3) -0.6985(5) 0.0622(17) Uani 1 1 d . . . H36A H -0.5109 -0.0613 -0.7288 0.093 Uiso 1 1 calc R . . H36B H -0.5826 -0.1051 -0.6873 0.093 Uiso 1 1 calc R . . H36C H -0.5592 -0.0307 -0.6264 0.093 Uiso 1 1 calc R . . C37 C -0.6896(4) -0.0031(3) -0.7389(5) 0.0575(15) Uani 1 1 d . . . H37A H -0.7186 0.0246 -0.7940 0.086 Uiso 1 1 calc R . . H37B H -0.6887 0.0234 -0.6674 0.086 Uiso 1 1 calc R . . H37C H -0.7123 -0.0511 -0.7277 0.086 Uiso 1 1 calc R . . C38 C -0.7809(2) -0.1133(3) -0.9356(5) 0.0497(13) Uani 1 1 d . . . H38A H -0.8061 -0.1254 -0.8641 0.060 Uiso 1 1 calc R . . H38B H -0.7939 -0.0646 -0.9655 0.060 Uiso 1 1 calc R . . C39 C -0.7734(3) -0.1712(4) -1.0159(7) 0.070(2) Uani 1 1 d . . . H39 H -0.7840 -0.1598 -1.0966 0.084 Uiso 1 1 calc R . . C40 C -0.7361(3) -0.2355(3) -0.9920(7) 0.0611(17) Uani 1 1 d . . . H40A H -0.7225 -0.2661 -1.0574 0.073 Uiso 1 1 calc R . . H40B H -0.7552 -0.2641 -0.9276 0.073 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 Sb1 0.0547(2) 0.04286(17) 0.03399(16) 0.00077(13) -0.00083(17) -0.00101(16) Pd1 0.02505(13) 0.03066(15) 0.03346(16) 0.00377(14) 0.00055(13) -0.00080(13) P1 0.0271(4) 0.0247(5) 0.0325(5) 0.0050(4) -0.0011(4) -0.0007(4) F1 0.075(2) 0.0477(16) 0.063(2) -0.0006(16) -0.010(2) 0.0086(17) F2 0.0539(18) 0.107(3) 0.087(3) -0.010(3) -0.001(2) 0.004(2) F3 0.174(5) 0.0435(18) 0.060(2) 0.0053(16) 0.011(3) 0.008(3) F4 0.068(2) 0.131(4) 0.092(3) 0.014(3) -0.001(2) -0.040(3) F5 0.115(3) 0.069(2) 0.0348(15) -0.0035(15) -0.005(2) -0.005(3) F6 0.100(3) 0.066(2) 0.0366(15) 0.0013(14) -0.0059(19) -0.002(3) O1 0.0491(17) 0.0326(15) 0.0397(18) -0.0022(14) 0.0012(16) -0.0045(15) N1 0.0341(17) 0.0321(18) 0.0274(17) 0.0016(15) 0.0056(16) 0.0006(16) C1 0.0261(16) 0.0275(18) 0.0249(18) -0.0023(16) 0.0032(16) 0.0018(15) C2 0.0258(16) 0.0279(18) 0.0297(19) -0.0009(17) -0.0012(16) 0.0039(16) C3 0.0320(19) 0.036(2) 0.036(2) 0.006(2) -0.0043(19) 0.0025(19) C4 0.046(2) 0.040(2) 0.036(2) 0.000(2) -0.015(2) 0.011(2) C5 0.035(2) 0.053(3) 0.052(3) -0.016(2) -0.016(3) 0.006(2) C6 0.0292(19) 0.066(3) 0.064(4) -0.017(3) -0.007(2) -0.008(2) C7 0.043(3) 0.059(3) 0.051(3) -0.010(3) 0.011(3) -0.017(3) C8 0.040(2) 0.043(2) 0.037(2) 0.000(2) -0.001(2) -0.006(2) C9 0.0297(16) 0.0325(19) 0.0295(19) -0.0059(18) 0.0027(18) 0.0005(17) C10 0.0288(18) 0.039(2) 0.035(2) -0.0097(19) -0.0026(18) 0.0049(18) C11 0.0295(17) 0.0246(18) 0.0267(19) 0.0050(16) 0.0004(17) -0.0031(17) C12 0.0283(17) 0.033(2) 0.026(2) 0.0082(17) -0.0008(17) -0.0013(17) C13 0.039(2) 0.051(3) 0.037(2) 0.010(2) -0.004(2) 0.010(2) C14 0.049(3) 0.068(4) 0.030(2) 0.013(3) -0.008(2) 0.012(3) C15 0.064(3) 0.061(3) 0.024(2) 0.001(2) -0.003(2) -0.003(3) C16 0.073(3) 0.060(3) 0.030(2) -0.007(2) 0.010(3) -0.010(3) C17 0.057(3) 0.046(3) 0.046(3) -0.004(2) 0.017(3) 0.004(3) C18 0.040(2) 0.041(2) 0.038(2) -0.002(2) 0.005(2) 0.002(2) C19 0.040(2) 0.029(2) 0.0250(19) 0.0016(17) 0.0031(19) -0.0056(19) C20 0.045(2) 0.045(3) 0.029(2) 0.005(2) 0.002(2) -0.003(2) C21 0.0331(19) 0.028(2) 0.030(2) -0.0017(17) 0.0001(19) -0.0016(18) C22 0.0280(19) 0.044(3) 0.053(3) -0.008(2) -0.007(2) 0.001(2) C23 0.044(2) 0.061(3) 0.058(3) -0.018(3) -0.003(3) 0.008(3) C24 0.069(4) 0.069(4) 0.049(3) -0.018(3) -0.005(3) 0.006(3) C25 0.069(4) 0.080(4) 0.037(3) -0.007(3) -0.016(3) 0.013(4) C26 0.045(3) 0.053(3) 0.040(3) 0.002(2) -0.012(2) 0.007(3) C27 0.034(2) 0.032(2) 0.039(2) 0.0107(19) 0.002(2) -0.0005(19) C28 0.057(3) 0.042(3) 0.046(3) 0.011(2) 0.016(3) 0.009(3) C29 0.060(3) 0.067(4) 0.053(3) 0.021(3) 0.018(3) 0.006(3) C30 0.054(3) 0.053(3) 0.069(4) 0.031(3) 0.000(3) -0.012(3) C31 0.059(3) 0.038(3) 0.069(4) 0.017(3) -0.016(3) -0.011(3) C32 0.058(3) 0.032(2) 0.047(3) 0.008(2) -0.013(3) -0.009(2) C33 0.0306(18) 0.0278(19) 0.033(2) 0.0009(18) -0.0071(19) 0.0041(16) C34 0.050(3) 0.035(2) 0.030(2) -0.0015(19) 0.000(2) 0.005(2) C35 0.052(3) 0.033(2) 0.037(2) -0.006(2) 0.003(2) 0.004(2) C36 0.100(5) 0.049(3) 0.037(3) 0.003(2) -0.018(3) 0.011(4) C37 0.073(4) 0.055(3) 0.045(3) -0.006(3) 0.020(3) 0.002(3) C38 0.0250(17) 0.062(3) 0.063(4) 0.003(3) 0.003(2) 0.007(2) C39 0.035(2) 0.081(5) 0.093(5) -0.003(4) -0.014(3) -0.003(3) C40 0.035(2) 0.059(4) 0.089(5) -0.006(3) -0.008(3) -0.018(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 Sb1 F4 1.842(4) . ? Sb1 F2 1.862(4) . ? Sb1 F3 1.862(4) . ? Sb1 F6 1.866(3) . ? Sb1 F1 1.867(3) . ? Sb1 F5 1.869(3) . ? Pd1 N1 2.096(4) . ? Pd1 C40 2.106(5) . ? Pd1 C39 2.156(6) . ? Pd1 C38 2.209(4) . ? Pd1 P1 2.3046(11) . ? P1 C21 1.817(5) . ? P1 C27 1.821(5) . ? P1 C2 1.837(4) . ? O1 C33 1.336(5) . ? O1 C35 1.461(6) . ? N1 C33 1.262(6) . ? N1 C34 1.479(6) . ? C1 C2 1.388(6) . ? C1 C9 1.434(5) . ? C1 C11 1.493(6) . ? C2 C3 1.410(6) . ? C3 C4 1.377(6) . ? C4 C10 1.404(7) . ? C5 C6 1.355(8) . ? C5 C10 1.431(6) . ? C6 C7 1.418(9) . ? C7 C8 1.360(7) . ? C8 C9 1.420(6) . ? C9 C10 1.417(6) . ? C11 C12 1.381(6) . ? C11 C19 1.432(6) . ? C12 C13 1.411(6) . ? C12 C33 1.483(6) . ? C13 C14 1.369(8) . ? C14 C20 1.427(8) . ? C15 C16 1.360(8) . ? C15 C20 1.409(7) . ? C16 C17 1.389(8) . ? C17 C18 1.353(7) . ? C18 C19 1.424(6) . ? C19 C20 1.416(7) . ? C21 C26 1.380(6) . ? C21 C22 1.405(6) . ? C22 C23 1.371(8) . ? C23 C24 1.379(8) . ? C24 C25 1.374(9) . ? C25 C26 1.379(8) . ? C27 C28 1.386(8) . ? C27 C32 1.390(7) . ? C28 C29 1.377(8) . ? C29 C30 1.401(10) . ? C30 C31 1.375(10) . ? C31 C32 1.383(7) . ? C34 C37 1.509(8) . ? C34 C36 1.523(7) . ? C34 C35 1.553(7) . ? C38 C39 1.405(9) . ? C39 C40 1.359(9) . ? 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 F4 Sb1 F2 179.7(2) . . ? F4 Sb1 F3 90.4(3) . . ? F2 Sb1 F3 89.5(2) . . ? F4 Sb1 F6 90.3(2) . . ? F2 Sb1 F6 90.0(2) . . ? F3 Sb1 F6 90.35(17) . . ? F4 Sb1 F1 90.6(2) . . ? F2 Sb1 F1 89.45(19) . . ? F3 Sb1 F1 179.0(2) . . ? F6 Sb1 F1 89.60(16) . . ? F4 Sb1 F5 89.0(2) . . ? F2 Sb1 F5 90.6(2) . . ? F3 Sb1 F5 90.00(17) . . ? F6 Sb1 F5 179.30(19) . . ? F1 Sb1 F5 90.06(17) . . ? N1 Pd1 C40 168.1(2) . . ? N1 Pd1 C39 134.0(2) . . ? C40 Pd1 C39 37.2(2) . . ? N1 Pd1 C38 100.39(18) . . ? C40 Pd1 C38 68.3(2) . . ? C39 Pd1 C38 37.5(2) . . ? N1 Pd1 P1 96.74(10) . . ? C40 Pd1 P1 94.25(16) . . ? C39 Pd1 P1 127.5(2) . . ? C38 Pd1 P1 162.30(16) . . ? C21 P1 C27 104.3(2) . . ? C21 P1 C2 104.52(19) . . ? C27 P1 C2 107.5(2) . . ? C21 P1 Pd1 118.06(15) . . ? C27 P1 Pd1 104.13(15) . . ? C2 P1 Pd1 117.21(14) . . ? C33 O1 C35 105.7(4) . . ? C33 N1 C34 108.9(4) . . ? C33 N1 Pd1 120.3(3) . . ? C34 N1 Pd1 130.8(3) . . ? C2 C1 C9 119.3(4) . . ? C2 C1 C11 121.1(4) . . ? C9 C1 C11 119.6(4) . . ? C1 C2 C3 120.4(4) . . ? C1 C2 P1 119.9(3) . . ? C3 C2 P1 119.7(3) . . ? C4 C3 C2 120.6(4) . . ? C3 C4 C10 120.6(4) . . ? C6 C5 C10 120.8(5) . . ? C5 C6 C7 119.8(4) . . ? C8 C7 C6 121.1(5) . . ? C7 C8 C9 120.6(5) . . ? C10 C9 C8 118.5(4) . . ? C10 C9 C1 119.5(4) . . ? C8 C9 C1 122.0(4) . . ? C4 C10 C9 119.5(4) . . ? C4 C10 C5 121.3(5) . . ? C9 C10 C5 119.1(5) . . ? C12 C11 C19 118.1(4) . . ? C12 C11 C1 120.5(4) . . ? C19 C11 C1 121.3(4) . . ? C11 C12 C13 122.3(4) . . ? C11 C12 C33 119.4(4) . . ? C13 C12 C33 118.2(4) . . ? C14 C13 C12 119.5(5) . . ? C13 C14 C20 120.8(5) . . ? C16 C15 C20 120.9(5) . . ? C15 C16 C17 120.1(5) . . ? C18 C17 C16 121.0(5) . . ? C17 C18 C19 120.9(5) . . ? C20 C19 C18 117.7(4) . . ? C20 C19 C11 120.0(4) . . ? C18 C19 C11 122.2(4) . . ? C15 C20 C19 119.3(5) . . ? C15 C20 C14 121.8(5) . . ? C19 C20 C14 119.0(4) . . ? C26 C21 C22 119.3(5) . . ? C26 C21 P1 121.3(4) . . ? C22 C21 P1 119.4(4) . . ? C23 C22 C21 120.1(5) . . ? C22 C23 C24 120.5(5) . . ? C25 C24 C23 119.2(6) . . ? C24 C25 C26 121.5(6) . . ? C25 C26 C21 119.5(5) . . ? C28 C27 C32 118.5(5) . . ? C28 C27 P1 119.2(4) . . ? C32 C27 P1 121.5(4) . . ? C29 C28 C27 121.1(6) . . ? C28 C29 C30 119.5(6) . . ? C31 C30 C29 120.1(5) . . ? C30 C31 C32 119.7(6) . . ? C31 C32 C27 121.2(5) . . ? N1 C33 O1 117.4(4) . . ? N1 C33 C12 126.3(4) . . ? O1 C33 C12 116.3(4) . . ? N1 C34 C37 112.6(4) . . ? N1 C34 C36 107.7(4) . . ? C37 C34 C36 111.8(5) . . ? N1 C34 C35 100.7(4) . . ? C37 C34 C35 113.3(4) . . ? C36 C34 C35 110.1(5) . . ? O1 C35 C34 103.6(4) . . ? C39 C38 Pd1 69.2(3) . . ? C40 C39 C38 122.6(7) . . ? C40 C39 Pd1 69.4(3) . . ? C38 C39 Pd1 73.3(3) . . ? C39 C40 Pd1 73.4(3) . . ? 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 N1 Pd1 P1 C21 -120.75(19) . . . . ? C40 Pd1 P1 C21 63.9(3) . . . . ? C39 Pd1 P1 C21 45.7(3) . . . . ? C38 Pd1 P1 C21 73.8(6) . . . . ? N1 Pd1 P1 C27 124.24(19) . . . . ? C40 Pd1 P1 C27 -51.1(3) . . . . ? C39 Pd1 P1 C27 -69.3(3) . . . . ? C38 Pd1 P1 C27 -41.2(6) . . . . ? N1 Pd1 P1 C2 5.66(19) . . . . ? C40 Pd1 P1 C2 -169.7(3) . . . . ? C39 Pd1 P1 C2 172.1(3) . . . . ? C38 Pd1 P1 C2 -159.8(6) . . . . ? C40 Pd1 N1 C33 -140.7(11) . . . . ? C39 Pd1 N1 C33 -102.8(5) . . . . ? C38 Pd1 N1 C33 -122.2(4) . . . . ? P1 Pd1 N1 C33 62.3(3) . . . . ? C40 Pd1 N1 C34 42.6(13) . . . . ? C39 Pd1 N1 C34 80.5(5) . . . . ? C38 Pd1 N1 C34 61.1(4) . . . . ? P1 Pd1 N1 C34 -114.5(4) . . . . ? C9 C1 C2 C3 1.1(6) . . . . ? C11 C1 C2 C3 178.4(4) . . . . ? C9 C1 C2 P1 -179.4(3) . . . . ? C11 C1 C2 P1 -2.1(5) . . . . ? C21 P1 C2 C1 65.6(4) . . . . ? C27 P1 C2 C1 176.0(3) . . . . ? Pd1 P1 C2 C1 -67.2(3) . . . . ? C21 P1 C2 C3 -114.9(4) . . . . ? C27 P1 C2 C3 -4.5(4) . . . . ? Pd1 P1 C2 C3 112.2(3) . . . . ? C1 C2 C3 C4 -0.3(7) . . . . ? P1 C2 C3 C4 -179.8(4) . . . . ? C2 C3 C4 C10 -0.6(7) . . . . ? C10 C5 C6 C7 1.7(8) . . . . ? C5 C6 C7 C8 -0.7(9) . . . . ? C6 C7 C8 C9 -1.5(8) . . . . ? C7 C8 C9 C10 2.7(7) . . . . ? C7 C8 C9 C1 -177.3(4) . . . . ? C2 C1 C9 C10 -1.0(6) . . . . ? C11 C1 C9 C10 -178.3(4) . . . . ? C2 C1 C9 C8 179.0(4) . . . . ? C11 C1 C9 C8 1.7(6) . . . . ? C3 C4 C10 C9 0.7(7) . . . . ? C3 C4 C10 C5 -177.5(4) . . . . ? C8 C9 C10 C4 -179.9(4) . . . . ? C1 C9 C10 C4 0.0(6) . . . . ? C8 C9 C10 C5 -1.7(6) . . . . ? C1 C9 C10 C5 178.3(4) . . . . ? C6 C5 C10 C4 177.7(5) . . . . ? C6 C5 C10 C9 -0.5(7) . . . . ? C2 C1 C11 C12 76.6(5) . . . . ? C9 C1 C11 C12 -106.1(5) . . . . ? C2 C1 C11 C19 -100.6(5) . . . . ? C9 C1 C11 C19 76.7(5) . . . . ? C19 C11 C12 C13 5.9(7) . . . . ? C1 C11 C12 C13 -171.5(4) . . . . ? C19 C11 C12 C33 -174.5(4) . . . . ? C1 C11 C12 C33 8.2(6) . . . . ? C11 C12 C13 C14 -1.9(8) . . . . ? C33 C12 C13 C14 178.5(5) . . . . ? C12 C13 C14 C20 -2.8(9) . . . . ? C20 C15 C16 C17 0.1(9) . . . . ? C15 C16 C17 C18 1.7(9) . . . . ? C16 C17 C18 C19 -1.3(9) . . . . ? C17 C18 C19 C20 -0.7(8) . . . . ? C17 C18 C19 C11 -179.9(5) . . . . ? C12 C11 C19 C20 -5.2(6) . . . . ? C1 C11 C19 C20 172.1(4) . . . . ? C12 C11 C19 C18 173.9(4) . . . . ? C1 C11 C19 C18 -8.8(6) . . . . ? C16 C15 C20 C19 -2.1(8) . . . . ? C16 C15 C20 C14 178.7(6) . . . . ? C18 C19 C20 C15 2.4(7) . . . . ? C11 C19 C20 C15 -178.4(5) . . . . ? C18 C19 C20 C14 -178.4(5) . . . . ? C11 C19 C20 C14 0.8(7) . . . . ? C13 C14 C20 C15 -177.5(6) . . . . ? C13 C14 C20 C19 3.3(9) . . . . ? C27 P1 C21 C26 108.4(4) . . . . ? C2 P1 C21 C26 -138.8(4) . . . . ? Pd1 P1 C21 C26 -6.5(5) . . . . ? C27 P1 C21 C22 -69.9(4) . . . . ? C2 P1 C21 C22 42.9(4) . . . . ? Pd1 P1 C21 C22 175.2(3) . . . . ? C26 C21 C22 C23 -0.5(8) . . . . ? P1 C21 C22 C23 177.8(4) . . . . ? C21 C22 C23 C24 -0.7(9) . . . . ? C22 C23 C24 C25 1.6(11) . . . . ? C23 C24 C25 C26 -1.2(11) . . . . ? C24 C25 C26 C21 0.0(11) . . . . ? C22 C21 C26 C25 0.9(8) . . . . ? P1 C21 C26 C25 -177.4(5) . . . . ? C21 P1 C27 C28 -176.4(4) . . . . ? C2 P1 C27 C28 73.0(4) . . . . ? Pd1 P1 C27 C28 -52.0(4) . . . . ? C21 P1 C27 C32 -6.6(5) . . . . ? C2 P1 C27 C32 -117.2(4) . . . . ? Pd1 P1 C27 C32 117.8(4) . . . . ? C32 C27 C28 C29 0.7(8) . . . . ? P1 C27 C28 C29 170.8(5) . . . . ? C27 C28 C29 C30 -1.7(9) . . . . ? C28 C29 C30 C31 1.8(10) . . . . ? C29 C30 C31 C32 -0.9(9) . . . . ? C30 C31 C32 C27 -0.1(9) . . . . ? C28 C27 C32 C31 0.2(8) . . . . ? P1 C27 C32 C31 -169.6(4) . . . . ? C34 N1 C33 O1 -5.9(5) . . . . ? Pd1 N1 C33 O1 176.7(3) . . . . ? C34 N1 C33 C12 174.9(4) . . . . ? Pd1 N1 C33 C12 -2.5(6) . . . . ? C35 O1 C33 N1 -7.5(5) . . . . ? C35 O1 C33 C12 171.8(4) . . . . ? C11 C12 C33 N1 -92.3(6) . . . . ? C13 C12 C33 N1 87.4(6) . . . . ? C11 C12 C33 O1 88.5(5) . . . . ? C13 C12 C33 O1 -91.9(5) . . . . ? C33 N1 C34 C37 136.3(5) . . . . ? Pd1 N1 C34 C37 -46.6(6) . . . . ? C33 N1 C34 C36 -99.9(5) . . . . ? Pd1 N1 C34 C36 77.1(6) . . . . ? C33 N1 C34 C35 15.4(5) . . . . ? Pd1 N1 C34 C35 -167.6(3) . . . . ? C33 O1 C35 C34 16.4(5) . . . . ? N1 C34 C35 O1 -18.7(5) . . . . ? C37 C34 C35 O1 -139.2(4) . . . . ? C36 C34 C35 O1 94.8(5) . . . . ? N1 Pd1 C38 C39 156.9(4) . . . . ? C40 Pd1 C38 C39 -27.1(4) . . . . ? P1 Pd1 C38 C39 -37.8(8) . . . . ? Pd1 C38 C39 C40 51.2(5) . . . . ? N1 Pd1 C39 C40 -167.9(4) . . . . ? C38 Pd1 C39 C40 -135.5(7) . . . . ? P1 Pd1 C39 C40 31.0(6) . . . . ? N1 Pd1 C39 C38 -32.4(6) . . . . ? C40 Pd1 C39 C38 135.5(7) . . . . ? P1 Pd1 C39 C38 166.4(3) . . . . ? C38 C39 C40 Pd1 -52.8(6) . . . . ? N1 Pd1 C40 C39 47.0(14) . . . . ? C38 Pd1 C40 C39 27.4(5) . . . . ? P1 Pd1 C40 C39 -155.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.431 _refine_diff_density_min -1.400 _refine_diff_density_rms 0.139