# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Pierre Braunstein' 'Shaofeng Liu.' 'Riccardo Peloso' _publ_contact_author_name 'Pierre Braunstein' _publ_contact_author_email BRAUNSTEIN@UNISTRA.FR _publ_section_title ; Palladium and Iridium Complexes with a N,P,N-bis(pyridine)phenylphosphine Ligand ; # Attachment 'Complex_1_lsf1.cif' data_lsf1 _database_code_depnum_ccdc_archive 'CCDC 748557' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H17 Cl2 N2 P Pd' _chemical_formula_sum 'C18 H17 Cl2 N2 P Pd' _chemical_formula_weight 469.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.2170(5) _cell_length_b 13.7873(6) _cell_length_c 18.4593(7) _cell_angle_alpha 90.00 _cell_angle_beta 109.818(2) _cell_angle_gamma 90.00 _cell_volume 3643.4(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4060 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 1.401 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8415 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 30.03 _reflns_number_total 5328 _reflns_number_gt 3621 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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^)+(0.0609P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5328 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0792 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1232 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Pd1 Pd 0.228432(18) 0.418258(19) 0.169417(15) 0.02274(10) Uani 1 1 d . . . Cl1 Cl 0.14799(7) 0.55389(7) 0.09689(5) 0.0315(2) Uani 1 1 d . . . Cl2 Cl 0.37222(6) 0.48715(7) 0.19042(5) 0.0329(2) Uani 1 1 d . . . P1 P 0.29830(6) 0.29180(7) 0.23740(5) 0.0242(2) Uani 1 1 d . . . N2 N 0.3114(2) 0.3475(3) 0.4166(2) 0.0394(8) Uani 1 1 d . . . N1 N 0.10920(19) 0.3349(2) 0.15042(16) 0.0238(6) Uani 1 1 d . . . C8 C 0.3705(3) 0.3778(3) 0.3820(2) 0.0297(8) Uani 1 1 d . . . C13 C 0.3392(2) 0.2072(3) 0.1813(2) 0.0267(8) Uani 1 1 d . . . C2 C 0.1132(2) 0.2529(2) 0.1935(2) 0.0234(7) Uani 1 1 d . . . C7 C 0.3926(2) 0.3071(3) 0.3289(2) 0.0297(8) Uani 1 1 d . . . H7A H 0.4068 0.2446 0.3544 0.036 Uiso 1 1 calc R . . H7B H 0.4480 0.3290 0.3190 0.036 Uiso 1 1 calc R . . C3 C 0.0374(2) 0.1912(3) 0.1765(2) 0.0291(8) Uani 1 1 d . . . H3 H 0.0408 0.1359 0.2062 0.035 Uiso 1 1 calc R . . C14 C 0.3425(3) 0.2359(3) 0.1100(2) 0.0378(10) Uani 1 1 d . . . H14 H 0.3240 0.2982 0.0919 0.045 Uiso 1 1 calc R . . C5 C -0.0462(3) 0.2929(3) 0.0727(2) 0.0339(9) Uani 1 1 d . . . H5 H -0.0997 0.3077 0.0314 0.041 Uiso 1 1 calc R . . C1 C 0.2013(3) 0.2358(3) 0.2591(2) 0.0296(8) Uani 1 1 d . . . H1A H 0.2122 0.1667 0.2672 0.035 Uiso 1 1 calc R . . H1B H 0.1963 0.2636 0.3058 0.035 Uiso 1 1 calc R . . C12 C 0.2939(3) 0.4101(4) 0.4662(3) 0.0457(12) Uani 1 1 d . . . H12 H 0.2549 0.3893 0.4926 0.055 Uiso 1 1 calc R . . C4 C -0.0431(3) 0.2110(3) 0.1160(2) 0.0342(9) Uani 1 1 d . . . H4 H -0.0944 0.1698 0.1047 0.041 Uiso 1 1 calc R . . C15 C 0.3732(3) 0.1719(3) 0.0662(3) 0.0466(11) Uani 1 1 d . . . H15 H 0.3760 0.1917 0.0189 0.056 Uiso 1 1 calc R . . C16 C 0.3994(3) 0.0797(3) 0.0917(3) 0.0469(12) Uani 1 1 d . . . H16 H 0.4189 0.0366 0.0614 0.056 Uiso 1 1 calc R . . C11 C 0.3287(3) 0.5004(4) 0.4802(3) 0.0513(13) Uani 1 1 d . . . H11 H 0.3127 0.5411 0.5139 0.062 Uiso 1 1 calc R . . C9 C 0.4101(3) 0.4683(3) 0.3939(2) 0.0487(12) Uani 1 1 d . . . H9 H 0.4509 0.4873 0.3687 0.058 Uiso 1 1 calc R . . C6 C 0.0305(2) 0.3528(3) 0.0909(2) 0.0295(8) Uani 1 1 d . . . H6 H 0.0280 0.4077 0.0609 0.035 Uiso 1 1 calc R . . C10 C 0.3883(4) 0.5311(4) 0.4437(3) 0.0588(14) Uani 1 1 d . . . H10 H 0.4138 0.5931 0.4523 0.071 Uiso 1 1 calc R . . C18 C 0.3674(3) 0.1142(3) 0.2075(3) 0.0425(10) Uani 1 1 d . . . H18 H 0.3666 0.0946 0.2555 0.051 Uiso 1 1 calc R . . C17 C 0.3967(3) 0.0506(4) 0.1625(3) 0.0546(13) Uani 1 1 d . . . H17 H 0.4148 -0.0120 0.1800 0.065 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 Pd1 0.02923(16) 0.01955(15) 0.02150(16) 0.00094(11) 0.01127(11) 0.00110(11) Cl1 0.0433(5) 0.0221(4) 0.0287(5) 0.0045(4) 0.0116(4) 0.0034(4) Cl2 0.0356(5) 0.0332(5) 0.0310(5) -0.0028(4) 0.0128(4) -0.0085(4) P1 0.0282(4) 0.0237(5) 0.0218(5) 0.0018(4) 0.0098(4) 0.0027(4) N2 0.0410(19) 0.046(2) 0.034(2) -0.0038(17) 0.0169(16) 0.0025(17) N1 0.0273(14) 0.0233(16) 0.0222(15) -0.0001(12) 0.0101(12) 0.0039(13) C8 0.0343(19) 0.034(2) 0.0184(18) 0.0016(16) 0.0055(15) 0.0030(18) C13 0.0250(17) 0.027(2) 0.027(2) -0.0039(16) 0.0082(15) 0.0022(15) C2 0.0288(17) 0.0218(18) 0.0226(18) 0.0026(15) 0.0126(14) 0.0037(15) C7 0.0292(18) 0.035(2) 0.0215(18) 0.0004(16) 0.0045(15) 0.0068(16) C3 0.0346(19) 0.026(2) 0.030(2) 0.0039(16) 0.0154(16) 0.0004(16) C14 0.050(2) 0.034(2) 0.038(2) 0.0008(19) 0.026(2) 0.0047(19) C5 0.0287(19) 0.036(2) 0.033(2) 0.0026(18) 0.0053(16) 0.0027(18) C1 0.0355(19) 0.028(2) 0.027(2) 0.0070(16) 0.0129(16) 0.0015(17) C12 0.040(2) 0.059(3) 0.045(3) -0.001(2) 0.024(2) 0.011(2) C4 0.0309(19) 0.031(2) 0.040(2) 0.0029(18) 0.0119(17) -0.0034(17) C15 0.063(3) 0.047(3) 0.042(3) -0.008(2) 0.033(2) 0.005(2) C16 0.048(3) 0.047(3) 0.048(3) -0.011(2) 0.019(2) 0.016(2) C11 0.067(3) 0.053(3) 0.033(3) -0.010(2) 0.016(2) 0.019(3) C9 0.080(3) 0.043(3) 0.030(2) -0.008(2) 0.028(2) -0.009(3) C6 0.0339(19) 0.027(2) 0.029(2) 0.0051(16) 0.0123(16) 0.0039(17) C10 0.100(4) 0.038(3) 0.039(3) -0.008(2) 0.025(3) -0.003(3) C18 0.060(3) 0.035(2) 0.031(2) 0.0028(19) 0.013(2) 0.017(2) C17 0.069(3) 0.038(3) 0.047(3) -0.003(2) 0.008(3) 0.027(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 Pd1 N1 2.075(3) . ? Pd1 P1 2.2001(10) . ? Pd1 Cl2 2.2945(9) . ? Pd1 Cl1 2.3825(9) . ? P1 C13 1.805(4) . ? P1 C7 1.820(4) . ? P1 C1 1.827(4) . ? N2 C8 1.334(5) . ? N2 C12 1.350(5) . ? N1 C6 1.346(4) . ? N1 C2 1.371(4) . ? C8 C9 1.370(6) . ? C8 C7 1.499(5) . ? C13 C18 1.386(6) . ? C13 C14 1.391(5) . ? C2 C3 1.381(5) . ? C2 C1 1.490(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C3 C4 1.376(5) . ? C3 H3 0.9300 . ? C14 C15 1.381(5) . ? C14 H14 0.9300 . ? C5 C4 1.376(5) . ? C5 C6 1.376(5) . ? C5 H5 0.9300 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C12 C11 1.343(7) . ? C12 H12 0.9300 . ? C4 H4 0.9300 . ? C15 C16 1.368(6) . ? C15 H15 0.9300 . ? C16 C17 1.381(7) . ? C16 H16 0.9300 . ? C11 C10 1.366(7) . ? C11 H11 0.9300 . ? C9 C10 1.383(6) . ? C9 H9 0.9300 . ? C6 H6 0.9300 . ? C10 H10 0.9300 . ? C18 C17 1.381(6) . ? C18 H18 0.9300 . ? C17 H17 0.9300 . ? 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 N1 Pd1 P1 83.29(8) . . ? N1 Pd1 Cl2 170.77(8) . . ? P1 Pd1 Cl2 89.02(4) . . ? N1 Pd1 Cl1 94.97(8) . . ? P1 Pd1 Cl1 177.98(3) . . ? Cl2 Pd1 Cl1 92.80(4) . . ? C13 P1 C7 106.91(16) . . ? C13 P1 C1 108.29(18) . . ? C7 P1 C1 106.66(17) . . ? C13 P1 Pd1 112.25(13) . . ? C7 P1 Pd1 120.93(14) . . ? C1 P1 Pd1 100.96(12) . . ? C8 N2 C12 116.4(4) . . ? C6 N1 C2 118.6(3) . . ? C6 N1 Pd1 121.4(2) . . ? C2 N1 Pd1 119.6(2) . . ? N2 C8 C9 122.7(4) . . ? N2 C8 C7 116.5(4) . . ? C9 C8 C7 120.9(4) . . ? C18 C13 C14 119.2(4) . . ? C18 C13 P1 121.6(3) . . ? C14 C13 P1 119.3(3) . . ? N1 C2 C3 120.4(3) . . ? N1 C2 C1 117.0(3) . . ? C3 C2 C1 122.6(3) . . ? C8 C7 P1 113.6(2) . . ? C8 C7 H7A 108.8 . . ? P1 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? P1 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C15 C14 C13 120.0(4) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C4 C5 C6 119.4(4) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C2 C1 P1 109.0(2) . . ? C2 C1 H1A 109.9 . . ? P1 C1 H1A 109.9 . . ? C2 C1 H1B 109.9 . . ? P1 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? C11 C12 N2 124.5(4) . . ? C11 C12 H12 117.7 . . ? N2 C12 H12 117.7 . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C16 C15 C14 120.6(4) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.8(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C12 C11 C10 118.5(4) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? C8 C9 C10 119.0(4) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? N1 C6 C5 122.4(4) . . ? N1 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C11 C10 C9 118.9(5) . . ? C11 C10 H10 120.6 . . ? C9 C10 H10 120.6 . . ? C17 C18 C13 120.1(4) . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? C16 C17 C18 120.3(4) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.321 _refine_diff_density_min -1.258 _refine_diff_density_rms 0.147 # Attachment 'Complex_2_lsf5.cif' data_lsf5 _database_code_depnum_ccdc_archive 'CCDC 748558' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H17 Cl1 N2 P1 Pd, F6 P, C H2 Cl2' _chemical_formula_sum 'C19 H19 Cl3 F6 N2 P2 Pd' _chemical_formula_weight 664.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 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 8.3181(3) _cell_length_b 13.5499(7) _cell_length_c 22.3438(9) _cell_angle_alpha 90.00 _cell_angle_beta 104.103(2) _cell_angle_gamma 90.00 _cell_volume 2442.45(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4812 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 1.276 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8909 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.0971 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5331 _reflns_number_gt 3101 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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^)+(0.0775P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5331 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1160 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1482 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _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 Pd1 Pd 0.27823(5) 0.44190(3) 0.980539(18) 0.02815(16) Uani 1 1 d . . . Cl1 Cl 0.22972(16) 0.60347(11) 0.93724(6) 0.0373(3) Uani 1 1 d . . . P1 P 0.31113(16) 0.29345(10) 1.01804(6) 0.0289(3) Uani 1 1 d . . . N1 N 0.3642(5) 0.3802(3) 0.91014(19) 0.0278(10) Uani 1 1 d . . . N2 N 0.2287(5) 0.4757(4) 1.0640(2) 0.0328(11) Uani 1 1 d . . . C1 C 0.4666(6) 0.2428(4) 0.9816(2) 0.0324(13) Uani 1 1 d . . . H1A H 0.5769 0.2553 1.0071 0.039 Uiso 1 1 calc R . . H1B H 0.4520 0.1720 0.9764 0.039 Uiso 1 1 calc R . . C2 C 0.4451(6) 0.2924(4) 0.9196(2) 0.0287(12) Uani 1 1 d . . . C3 C 0.5128(6) 0.2521(4) 0.8747(3) 0.0360(13) Uani 1 1 d . . . H3 H 0.5676 0.1917 0.8813 0.043 Uiso 1 1 calc R . . C4 C 0.4987(7) 0.3015(5) 0.8201(3) 0.0428(15) Uani 1 1 d . . . H4 H 0.5469 0.2757 0.7900 0.051 Uiso 1 1 calc R . . C5 C 0.4132(7) 0.3893(5) 0.8097(3) 0.0391(14) Uani 1 1 d . . . H5 H 0.3997 0.4221 0.7723 0.047 Uiso 1 1 calc R . . C6 C 0.3484(7) 0.4276(4) 0.8554(2) 0.0355(14) Uani 1 1 d . . . H6 H 0.2922 0.4875 0.8489 0.043 Uiso 1 1 calc R . . C7 C 0.3762(6) 0.3221(4) 1.0995(2) 0.0320(13) Uani 1 1 d . . . H7A H 0.3550 0.2663 1.1237 0.038 Uiso 1 1 calc R . . H7B H 0.4941 0.3361 1.1109 0.038 Uiso 1 1 calc R . . C8 C 0.2798(6) 0.4111(4) 1.1120(2) 0.0298(12) Uani 1 1 d . . . C9 C 0.2466(6) 0.4290(5) 1.1683(2) 0.0375(14) Uani 1 1 d . . . H9 H 0.2816 0.3842 1.2004 0.045 Uiso 1 1 calc R . . C10 C 0.1624(6) 0.5122(5) 1.1778(3) 0.0401(14) Uani 1 1 d . . . H10 H 0.1384 0.5237 1.2158 0.048 Uiso 1 1 calc R . . C11 C 0.1133(6) 0.5795(5) 1.1294(3) 0.0390(15) Uani 1 1 d . . . H11 H 0.0583 0.6374 1.1346 0.047 Uiso 1 1 calc R . . C12 C 0.1484(6) 0.5577(4) 1.0736(3) 0.0356(14) Uani 1 1 d . . . H12 H 0.1148 0.6019 1.0412 0.043 Uiso 1 1 calc R . . C13 C 0.1337(6) 0.2138(4) 1.0031(3) 0.0328(13) Uani 1 1 d . . . C14 C 0.0429(6) 0.1994(4) 1.0466(3) 0.0431(15) Uani 1 1 d . . . H14 H 0.0744 0.2304 1.0848 0.052 Uiso 1 1 calc R . . C15 C -0.0935(7) 0.1391(5) 1.0333(4) 0.0570(19) Uani 1 1 d . . . H15 H -0.1539 0.1290 1.0627 0.068 Uiso 1 1 calc R . . C16 C -0.1417(8) 0.0936(5) 0.9769(4) 0.060(2) Uani 1 1 d . . . H16 H -0.2341 0.0526 0.9687 0.072 Uiso 1 1 calc R . . C17 C -0.0564(8) 0.1076(5) 0.9328(3) 0.0554(18) Uani 1 1 d . . . H17 H -0.0919 0.0771 0.8945 0.066 Uiso 1 1 calc R . . C18 C 0.0849(7) 0.1680(5) 0.9449(3) 0.0487(16) Uani 1 1 d . . . H18 H 0.1448 0.1776 0.9152 0.058 Uiso 1 1 calc R . . P2 P 0.43274(18) 0.94964(11) 0.85577(7) 0.0371(4) Uani 1 1 d . . . F1 F 0.6264(5) 0.9347(4) 0.8744(2) 0.0859(15) Uani 1 1 d . . . F2 F 0.4212(5) 0.8736(3) 0.80064(16) 0.0645(11) Uani 1 1 d . . . F3 F 0.4108(5) 0.8610(3) 0.89924(16) 0.0624(11) Uani 1 1 d . . . F4 F 0.2384(4) 0.9633(3) 0.83617(18) 0.0739(13) Uani 1 1 d . . . F5 F 0.4445(5) 1.0244(3) 0.91128(16) 0.0667(11) Uani 1 1 d . . . F6 F 0.4553(6) 1.0369(3) 0.81074(19) 0.0807(13) Uani 1 1 d . . . Cl2 Cl 0.2265(3) 0.63359(17) 0.74900(10) 0.0924(7) Uani 1 1 d . . . Cl3 Cl -0.0644(2) 0.7567(2) 0.74168(12) 0.1336(13) Uani 1 1 d . . . C19 C 0.1177(7) 0.7130(5) 0.7885(3) 0.063(2) Uani 1 1 d . . . H19A H 0.0930 0.6776 0.8229 0.075 Uiso 1 1 calc R . . H19B H 0.1883 0.7685 0.8051 0.075 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 Pd1 0.0313(2) 0.0262(3) 0.0281(2) -0.00096(19) 0.00953(17) -0.00015(18) Cl1 0.0457(8) 0.0275(8) 0.0400(8) 0.0021(6) 0.0128(6) 0.0008(6) P1 0.0331(7) 0.0261(8) 0.0288(8) 0.0011(6) 0.0102(6) -0.0005(6) N1 0.031(2) 0.029(3) 0.025(2) 0.001(2) 0.0100(18) -0.004(2) N2 0.039(2) 0.032(3) 0.029(2) -0.003(2) 0.011(2) 0.003(2) C1 0.031(3) 0.034(3) 0.032(3) -0.002(3) 0.009(2) 0.001(3) C2 0.029(3) 0.029(3) 0.030(3) 0.000(2) 0.011(2) -0.006(2) C3 0.035(3) 0.030(3) 0.044(3) -0.006(3) 0.013(3) 0.000(3) C4 0.048(3) 0.053(4) 0.035(3) -0.007(3) 0.026(3) -0.005(3) C5 0.050(3) 0.039(4) 0.032(3) 0.004(3) 0.017(3) -0.002(3) C6 0.039(3) 0.039(4) 0.031(3) 0.003(3) 0.012(2) -0.009(3) C7 0.031(3) 0.034(3) 0.032(3) 0.001(3) 0.010(2) -0.002(2) C8 0.028(3) 0.032(3) 0.029(3) -0.005(3) 0.005(2) -0.008(2) C9 0.037(3) 0.049(4) 0.028(3) -0.005(3) 0.011(2) -0.002(3) C10 0.040(3) 0.051(4) 0.032(3) -0.011(3) 0.015(3) -0.003(3) C11 0.032(3) 0.044(4) 0.043(4) -0.016(3) 0.013(3) 0.003(3) C12 0.036(3) 0.037(4) 0.034(3) -0.002(3) 0.009(2) -0.004(3) C13 0.032(3) 0.020(3) 0.044(3) 0.003(3) 0.004(3) 0.003(2) C14 0.037(3) 0.036(4) 0.061(4) -0.008(3) 0.021(3) 0.002(3) C15 0.044(4) 0.045(4) 0.092(6) 0.000(4) 0.035(4) 0.003(3) C16 0.037(4) 0.041(4) 0.098(6) 0.013(4) 0.007(4) -0.002(3) C17 0.068(4) 0.038(4) 0.047(4) -0.001(3) -0.010(3) -0.019(4) C18 0.055(4) 0.042(4) 0.043(4) 0.006(3) -0.001(3) -0.012(3) P2 0.0470(9) 0.0357(9) 0.0306(8) -0.0010(7) 0.0132(7) -0.0043(7) F1 0.045(2) 0.113(4) 0.099(3) -0.014(3) 0.016(2) -0.005(2) F2 0.101(3) 0.056(3) 0.050(2) -0.018(2) 0.044(2) -0.020(2) F3 0.096(3) 0.050(2) 0.054(2) 0.0189(19) 0.041(2) 0.013(2) F4 0.052(2) 0.097(4) 0.068(3) 0.006(2) 0.0037(19) 0.012(2) F5 0.103(3) 0.052(2) 0.046(2) -0.016(2) 0.020(2) 0.001(2) F6 0.136(4) 0.051(3) 0.066(3) 0.004(2) 0.046(3) -0.020(2) Cl2 0.142(2) 0.0639(15) 0.0782(15) 0.0094(12) 0.0401(14) -0.0019(13) Cl3 0.0563(12) 0.198(3) 0.139(2) 0.115(2) 0.0089(13) 0.0081(16) C19 0.057(4) 0.055(5) 0.072(5) 0.021(4) 0.007(4) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N2 2.056(4) . ? Pd1 N1 2.057(4) . ? Pd1 P1 2.1705(15) . ? Pd1 Cl1 2.3878(15) . ? P1 C13 1.793(5) . ? P1 C7 1.810(5) . ? P1 C1 1.822(5) . ? N1 C2 1.358(7) . ? N1 C6 1.359(7) . ? N2 C12 1.341(7) . ? N2 C8 1.370(7) . ? C1 C2 1.512(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.377(7) . ? C3 C4 1.371(8) . ? C3 H3 0.9300 . ? C4 C5 1.376(8) . ? C4 H4 0.9300 . ? C5 C6 1.367(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.511(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.375(7) . ? C9 C10 1.371(8) . ? C9 H9 0.9300 . ? C10 C11 1.398(8) . ? C10 H10 0.9300 . ? C11 C12 1.379(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.383(8) . ? C13 C18 1.407(8) . ? C14 C15 1.370(8) . ? C14 H14 0.9300 . ? C15 C16 1.372(10) . ? C15 H15 0.9300 . ? C16 C17 1.361(10) . ? C16 H16 0.9300 . ? C17 C18 1.404(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? P2 F1 1.576(4) . ? P2 F4 1.580(4) . ? P2 F3 1.583(4) . ? P2 F5 1.586(4) . ? P2 F2 1.591(4) . ? P2 F6 1.593(4) . ? Cl2 C19 1.773(7) . ? Cl3 C19 1.723(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? 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 N2 Pd1 N1 165.32(17) . . ? N2 Pd1 P1 83.71(14) . . ? N1 Pd1 P1 83.35(13) . . ? N2 Pd1 Cl1 96.42(14) . . ? N1 Pd1 Cl1 96.80(13) . . ? P1 Pd1 Cl1 177.50(5) . . ? C13 P1 C7 110.3(3) . . ? C13 P1 C1 109.3(3) . . ? C7 P1 C1 117.3(2) . . ? C13 P1 Pd1 117.74(18) . . ? C7 P1 Pd1 99.70(19) . . ? C1 P1 Pd1 102.31(18) . . ? C2 N1 C6 119.3(5) . . ? C2 N1 Pd1 119.3(3) . . ? C6 N1 Pd1 121.4(4) . . ? C12 N2 C8 118.4(5) . . ? C12 N2 Pd1 123.2(4) . . ? C8 N2 Pd1 118.4(4) . . ? C2 C1 P1 107.7(4) . . ? C2 C1 H1A 110.2 . . ? P1 C1 H1A 110.2 . . ? C2 C1 H1B 110.2 . . ? P1 C1 H1B 110.2 . . ? H1A C1 H1B 108.5 . . ? N1 C2 C3 120.7(5) . . ? N1 C2 C1 118.3(4) . . ? C3 C2 C1 120.9(5) . . ? C4 C3 C2 119.5(5) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.0(5) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 119.0(6) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? N1 C6 C5 121.5(6) . . ? N1 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C8 C7 P1 108.3(3) . . ? C8 C7 H7A 110.0 . . ? P1 C7 H7A 110.0 . . ? C8 C7 H7B 110.0 . . ? P1 C7 H7B 110.0 . . ? H7A C7 H7B 108.4 . . ? N2 C8 C9 120.8(5) . . ? N2 C8 C7 116.3(5) . . ? C9 C8 C7 123.0(5) . . ? C10 C9 C8 120.8(6) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 118.7(5) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? C12 C11 C10 118.3(5) . . ? C12 C11 H11 120.9 . . ? C10 C11 H11 120.9 . . ? N2 C12 C11 123.1(5) . . ? N2 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? C14 C13 C18 120.2(5) . . ? C14 C13 P1 121.3(4) . . ? C18 C13 P1 118.5(4) . . ? C15 C14 C13 119.8(6) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.6(6) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 121.0(6) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 120.1(6) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C13 118.3(6) . . ? C17 C18 H18 120.8 . . ? C13 C18 H18 120.8 . . ? F1 P2 F4 179.0(3) . . ? F1 P2 F3 90.2(2) . . ? F4 P2 F3 89.7(2) . . ? F1 P2 F5 90.7(2) . . ? F4 P2 F5 90.3(2) . . ? F3 P2 F5 90.0(2) . . ? F1 P2 F2 89.2(2) . . ? F4 P2 F2 89.8(2) . . ? F3 P2 F2 89.4(2) . . ? F5 P2 F2 179.4(2) . . ? F1 P2 F6 89.5(3) . . ? F4 P2 F6 90.5(2) . . ? F3 P2 F6 178.5(2) . . ? F5 P2 F6 91.5(2) . . ? F2 P2 F6 89.2(2) . . ? Cl3 C19 Cl2 112.8(4) . . ? Cl3 C19 H19A 109.0 . . ? Cl2 C19 H19A 109.0 . . ? Cl3 C19 H19B 109.0 . . ? Cl2 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.361 _refine_diff_density_min -1.263 _refine_diff_density_rms 0.192 # Attachment 'Complex_3_lsf4.cif' data_lsf4 _database_code_depnum_ccdc_archive 'CCDC 748559' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H34 Cl2 N4 P2 Pd2, 2(F6 P), 2(C H2 Cl2)' _chemical_formula_sum 'C38 H38 Cl6 F12 N4 P4 Pd2' _chemical_formula_weight 1328.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4281(2) _cell_length_b 14.2341(5) _cell_length_c 16.4503(5) _cell_angle_alpha 92.746(2) _cell_angle_beta 101.798(2) _cell_angle_gamma 108.351(2) _cell_volume 2467.99(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6568 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.787 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 1.263 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16163 _diffrn_reflns_av_R_equivalents 0.0235 _diffrn_reflns_av_sigmaI/netI 0.0591 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 27.50 _reflns_number_total 11258 _reflns_number_gt 8171 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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^)+(0.0684P)^2^+0.4631P] 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 11258 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1071 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 Pd1 Pd 0.11443(3) 0.10456(2) 0.798391(18) 0.02254(9) Uani 1 1 d . . . Pd2 Pd 0.34435(3) 0.04795(2) 0.934687(18) 0.02294(9) Uani 1 1 d . . . P1 P 0.19989(9) 0.04654(8) 0.70587(6) 0.0234(2) Uani 1 1 d . . . P2 P 0.26199(9) 0.25563(8) 0.83840(6) 0.0231(2) Uani 1 1 d . . . P3 P -0.19403(12) 0.14933(11) 0.54694(8) 0.0441(3) Uani 1 1 d . . . P4 P 0.25080(11) 0.47210(10) 1.14512(8) 0.0389(3) Uani 1 1 d . . . N1 N -0.0251(3) -0.0381(2) 0.7629(2) 0.0251(7) Uani 1 1 d . . . N2 N 0.2554(3) -0.0911(3) 0.8694(2) 0.0254(7) Uani 1 1 d . . . N3 N 0.0036(3) 0.1745(3) 0.8511(2) 0.0251(7) Uani 1 1 d . . . N4 N 0.4325(3) 0.1818(3) 1.0047(2) 0.0253(7) Uani 1 1 d . . . Cl1 Cl 0.53605(8) 0.06256(8) 0.90135(6) 0.0288(2) Uani 1 1 d . . . Cl2 Cl 0.16383(9) 0.04019(8) 0.97943(6) 0.0324(2) Uani 1 1 d . . . Cl3 Cl -0.06734(15) 0.57685(14) 0.57687(10) 0.0732(5) Uani 1 1 d . . . Cl4 Cl -0.33966(15) 0.51712(13) 0.55935(11) 0.0743(5) Uani 1 1 d . . . Cl5 Cl -0.47748(14) 0.25938(11) 0.37609(9) 0.0595(4) Uani 1 1 d . . . Cl6 Cl -0.58059(11) 0.05997(10) 0.28521(8) 0.0483(3) Uani 1 1 d . . . C1 C 0.0516(4) -0.0331(3) 0.6361(3) 0.0311(10) Uani 1 1 d . . . H1A H 0.0125 0.0072 0.6014 0.037 Uiso 1 1 calc R . . H1B H 0.0683 -0.0806 0.5997 0.037 Uiso 1 1 calc R . . C2 C -0.0358(3) -0.0874(3) 0.6880(3) 0.0275(9) Uani 1 1 d . . . C3 C -0.1197(4) -0.1826(3) 0.6637(3) 0.0368(11) Uani 1 1 d . . . H3 H -0.1264 -0.2161 0.6121 0.044 Uiso 1 1 calc R . . C4 C -0.1944(4) -0.2284(3) 0.7170(3) 0.0423(12) Uani 1 1 d . . . H4 H -0.2520 -0.2926 0.7012 0.051 Uiso 1 1 calc R . . C5 C -0.1823(4) -0.1780(3) 0.7931(3) 0.0367(11) Uani 1 1 d . . . H5 H -0.2314 -0.2076 0.8296 0.044 Uiso 1 1 calc R . . C6 C -0.0964(4) -0.0829(3) 0.8147(3) 0.0320(10) Uani 1 1 d . . . H6 H -0.0875 -0.0488 0.8665 0.038 Uiso 1 1 calc R . . C7 C 0.2944(4) -0.0333(3) 0.7359(2) 0.0264(9) Uani 1 1 d . . . H7A H 0.3061 -0.0637 0.6854 0.032 Uiso 1 1 calc R . . H7B H 0.3774 0.0082 0.7680 0.032 Uiso 1 1 calc R . . C8 C 0.2409(3) -0.1140(3) 0.7857(3) 0.0262(9) Uani 1 1 d . . . C9 C 0.1775(4) -0.2108(3) 0.7475(3) 0.0371(11) Uani 1 1 d . . . H9 H 0.1696 -0.2259 0.6906 0.045 Uiso 1 1 calc R . . C10 C 0.1264(4) -0.2845(4) 0.7934(3) 0.0437(12) Uani 1 1 d . . . H10 H 0.0824 -0.3493 0.7678 0.052 Uiso 1 1 calc R . . C11 C 0.1413(4) -0.2610(4) 0.8788(3) 0.0401(11) Uani 1 1 d . . . H11 H 0.1081 -0.3097 0.9114 0.048 Uiso 1 1 calc R . . C12 C 0.2063(4) -0.1643(3) 0.9139(3) 0.0329(10) Uani 1 1 d . . . H12 H 0.2167 -0.1486 0.9711 0.039 Uiso 1 1 calc R . . C13 C 0.2851(4) 0.1343(3) 0.6462(3) 0.0302(9) Uani 1 1 d . . . C14 C 0.4112(4) 0.1516(4) 0.6463(3) 0.0472(13) Uani 1 1 d . . . H14 H 0.4556 0.1145 0.6759 0.057 Uiso 1 1 calc R . . C15 C 0.4708(6) 0.2254(4) 0.6012(4) 0.0658(18) Uani 1 1 d . . . H15 H 0.5555 0.2374 0.6006 0.079 Uiso 1 1 calc R . . C16 C 0.4059(6) 0.2804(4) 0.5578(4) 0.0600(16) Uani 1 1 d . . . H16 H 0.4473 0.3295 0.5284 0.072 Uiso 1 1 calc R . . C17 C 0.2817(5) 0.2642(4) 0.5570(3) 0.0477(13) Uani 1 1 d . . . H17 H 0.2384 0.3019 0.5273 0.057 Uiso 1 1 calc R . . C18 C 0.2208(4) 0.1909(3) 0.6010(3) 0.0358(10) Uani 1 1 d . . . H18 H 0.1358 0.1793 0.6004 0.043 Uiso 1 1 calc R . . C19 C 0.2053(3) 0.2937(3) 0.9274(3) 0.0288(9) Uani 1 1 d . . . H19A H 0.2298 0.2613 0.9755 0.035 Uiso 1 1 calc R . . H19B H 0.2416 0.3653 0.9427 0.035 Uiso 1 1 calc R . . C20 C 0.0622(4) 0.2627(3) 0.9004(2) 0.0256(9) Uani 1 1 d . . . C21 C -0.0048(4) 0.3208(3) 0.9230(3) 0.0351(10) Uani 1 1 d . . . H21 H 0.0366 0.3806 0.9579 0.042 Uiso 1 1 calc R . . C22 C -0.1366(4) 0.2880(4) 0.8926(3) 0.0379(11) Uani 1 1 d . . . H22 H -0.1841 0.3261 0.9066 0.045 Uiso 1 1 calc R . . C23 C -0.1947(4) 0.1990(4) 0.8419(3) 0.0370(11) Uani 1 1 d . . . H23 H -0.2821 0.1760 0.8211 0.044 Uiso 1 1 calc R . . C24 C -0.1228(4) 0.1444(3) 0.8222(3) 0.0306(10) Uani 1 1 d . . . H24 H -0.1628 0.0843 0.7876 0.037 Uiso 1 1 calc R . . C25 C 0.4303(3) 0.2681(3) 0.8781(2) 0.0274(9) Uani 1 1 d . . . H25A H 0.4471 0.2133 0.8509 0.033 Uiso 1 1 calc R . . H25B H 0.4830 0.3295 0.8630 0.033 Uiso 1 1 calc R . . C26 C 0.4675(3) 0.2686(3) 0.9713(2) 0.0253(9) Uani 1 1 d . . . C27 C 0.5369(4) 0.3569(3) 1.0228(3) 0.0359(10) Uani 1 1 d . . . H27 H 0.5628 0.4163 0.9998 0.043 Uiso 1 1 calc R . . C28 C 0.5671(4) 0.3564(4) 1.1080(3) 0.0419(12) Uani 1 1 d . . . H28 H 0.6129 0.4155 1.1429 0.050 Uiso 1 1 calc R . . C29 C 0.5299(4) 0.2690(4) 1.1411(3) 0.0368(11) Uani 1 1 d . . . H29 H 0.5497 0.2676 1.1987 0.044 Uiso 1 1 calc R . . C30 C 0.4626(4) 0.1831(3) 1.0883(3) 0.0309(10) Uani 1 1 d . . . H30 H 0.4368 0.1235 1.1110 0.037 Uiso 1 1 calc R . . C31 C 0.2586(4) 0.3469(3) 0.7658(2) 0.0280(9) Uani 1 1 d . . . C32 C 0.1399(4) 0.3519(4) 0.7268(3) 0.0517(14) Uani 1 1 d . . . H32 H 0.0667 0.3075 0.7373 0.062 Uiso 1 1 calc R . . C33 C 0.1304(5) 0.4219(5) 0.6728(4) 0.0642(17) Uani 1 1 d . . . H33 H 0.0512 0.4250 0.6477 0.077 Uiso 1 1 calc R . . C34 C 0.2389(5) 0.4878(4) 0.6559(3) 0.0488(13) Uani 1 1 d . . . H34 H 0.2331 0.5362 0.6207 0.059 Uiso 1 1 calc R . . C35 C 0.3548(5) 0.4807(4) 0.6917(3) 0.0437(12) Uani 1 1 d . . . H35 H 0.4275 0.5232 0.6791 0.052 Uiso 1 1 calc R . . C36 C 0.3645(4) 0.4117(3) 0.7459(3) 0.0343(10) Uani 1 1 d . . . H36 H 0.4441 0.4085 0.7698 0.041 Uiso 1 1 calc R . . C37 C -0.5527(5) 0.1323(4) 0.3820(3) 0.0457(13) Uani 1 1 d . . . H37A H -0.6327 0.1236 0.3974 0.055 Uiso 1 1 calc R . . H37B H -0.5000 0.1096 0.4251 0.055 Uiso 1 1 calc R . . C38 C -0.2021(6) 0.4891(5) 0.5998(4) 0.0758(19) Uani 1 1 d . . . H38A H -0.2114 0.4228 0.5759 0.091 Uiso 1 1 calc R . . H38B H -0.1902 0.4895 0.6600 0.091 Uiso 1 1 calc R . . F1 F -0.0644(3) 0.1969(3) 0.5203(3) 0.0903(13) Uani 1 1 d . . . F2 F -0.1859(4) 0.0417(3) 0.5229(3) 0.1126(16) Uani 1 1 d . . . F3 F -0.1200(5) 0.1486(5) 0.6372(3) 0.134(2) Uani 1 1 d . . . F4 F -0.2017(5) 0.2528(3) 0.5681(4) 0.132(2) Uani 1 1 d . . . F5 F -0.3246(3) 0.1004(3) 0.5704(3) 0.0967(14) Uani 1 1 d . . . F6 F -0.2648(4) 0.1423(4) 0.4535(2) 0.1175(18) Uani 1 1 d . . . F7 F 0.1800(3) 0.3582(2) 1.10650(18) 0.0563(8) Uani 1 1 d . . . F8 F 0.3676(3) 0.4741(2) 1.1042(2) 0.0642(9) Uani 1 1 d . . . F9 F 0.3207(3) 0.4407(3) 1.2269(2) 0.0802(12) Uani 1 1 d . . . F10 F 0.3233(2) 0.5866(2) 1.18191(19) 0.0543(8) Uani 1 1 d . . . F11 F 0.1883(3) 0.5067(2) 1.0608(2) 0.0713(10) Uani 1 1 d . . . F12 F 0.1370(3) 0.4728(3) 1.1843(3) 0.0995(15) 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 Pd1 0.02068(15) 0.02332(17) 0.02315(17) 0.00042(12) 0.00676(11) 0.00594(12) Pd2 0.02237(16) 0.02562(18) 0.02018(17) 0.00368(12) 0.00531(11) 0.00668(12) P1 0.0238(5) 0.0291(6) 0.0196(5) 0.0034(4) 0.0057(4) 0.0115(4) P2 0.0209(5) 0.0249(5) 0.0218(5) 0.0031(4) 0.0034(4) 0.0060(4) P3 0.0382(7) 0.0630(9) 0.0330(7) -0.0021(6) 0.0034(5) 0.0234(6) P4 0.0377(6) 0.0359(7) 0.0368(7) 0.0013(5) 0.0062(5) 0.0057(5) N1 0.0226(16) 0.0207(17) 0.0309(19) -0.0004(14) 0.0052(13) 0.0068(13) N2 0.0251(16) 0.0268(19) 0.0235(18) 0.0032(15) 0.0045(13) 0.0081(14) N3 0.0254(16) 0.0258(18) 0.0274(18) -0.0003(15) 0.0094(13) 0.0115(14) N4 0.0262(17) 0.0284(19) 0.0209(17) 0.0018(14) 0.0052(13) 0.0087(14) Cl1 0.0229(5) 0.0345(6) 0.0300(5) 0.0053(4) 0.0072(4) 0.0102(4) Cl2 0.0268(5) 0.0421(6) 0.0304(6) 0.0058(5) 0.0108(4) 0.0114(4) Cl3 0.0754(10) 0.0799(12) 0.0645(10) -0.0012(9) -0.0016(8) 0.0390(9) Cl4 0.0739(10) 0.0681(11) 0.0724(11) 0.0236(9) 0.0091(8) 0.0145(8) Cl5 0.0721(9) 0.0539(9) 0.0486(8) 0.0069(7) 0.0182(7) 0.0125(7) Cl6 0.0436(6) 0.0554(8) 0.0482(7) 0.0037(6) 0.0078(5) 0.0216(6) C1 0.030(2) 0.041(3) 0.022(2) -0.0025(19) -0.0002(16) 0.0163(19) C2 0.0228(19) 0.030(2) 0.027(2) -0.0043(18) -0.0020(16) 0.0107(17) C3 0.032(2) 0.032(3) 0.039(3) -0.007(2) -0.0055(19) 0.0113(19) C4 0.034(2) 0.026(2) 0.058(3) 0.001(2) 0.001(2) 0.0044(19) C5 0.027(2) 0.034(3) 0.049(3) 0.015(2) 0.0086(19) 0.0080(19) C6 0.029(2) 0.035(3) 0.032(2) 0.0035(19) 0.0090(17) 0.0099(18) C7 0.030(2) 0.032(2) 0.021(2) 0.0051(17) 0.0076(16) 0.0158(18) C8 0.0253(19) 0.027(2) 0.027(2) 0.0003(17) 0.0031(16) 0.0114(17) C9 0.040(2) 0.036(3) 0.033(3) -0.001(2) 0.0011(19) 0.015(2) C10 0.047(3) 0.031(3) 0.045(3) -0.001(2) 0.000(2) 0.009(2) C11 0.036(2) 0.033(3) 0.042(3) 0.010(2) 0.005(2) 0.001(2) C12 0.031(2) 0.034(2) 0.030(2) 0.0086(19) 0.0051(17) 0.0048(18) C13 0.039(2) 0.031(2) 0.023(2) 0.0017(18) 0.0114(17) 0.0125(19) C14 0.045(3) 0.041(3) 0.067(4) 0.016(3) 0.031(3) 0.018(2) C15 0.064(4) 0.052(4) 0.099(5) 0.021(4) 0.055(4) 0.018(3) C16 0.095(5) 0.038(3) 0.059(4) 0.017(3) 0.047(3) 0.019(3) C17 0.079(4) 0.037(3) 0.028(3) 0.006(2) 0.015(2) 0.018(3) C18 0.045(3) 0.037(3) 0.022(2) 0.0031(19) 0.0040(18) 0.010(2) C19 0.028(2) 0.031(2) 0.025(2) -0.0030(18) 0.0047(16) 0.0077(17) C20 0.027(2) 0.027(2) 0.023(2) 0.0003(17) 0.0055(15) 0.0089(17) C21 0.040(2) 0.033(3) 0.033(2) -0.002(2) 0.0077(19) 0.015(2) C22 0.034(2) 0.044(3) 0.045(3) 0.004(2) 0.015(2) 0.021(2) C23 0.028(2) 0.041(3) 0.043(3) 0.008(2) 0.0108(19) 0.011(2) C24 0.023(2) 0.031(2) 0.037(2) 0.0029(19) 0.0100(17) 0.0068(17) C25 0.0213(19) 0.031(2) 0.029(2) 0.0124(18) 0.0038(16) 0.0077(17) C26 0.0216(18) 0.024(2) 0.028(2) 0.0041(17) 0.0029(15) 0.0069(16) C27 0.037(2) 0.031(2) 0.036(3) 0.006(2) 0.0032(19) 0.0088(19) C28 0.045(3) 0.038(3) 0.035(3) -0.006(2) -0.001(2) 0.011(2) C29 0.045(3) 0.046(3) 0.017(2) -0.003(2) -0.0008(18) 0.018(2) C30 0.037(2) 0.034(2) 0.025(2) 0.0045(19) 0.0076(17) 0.0157(19) C31 0.031(2) 0.028(2) 0.023(2) 0.0022(17) 0.0022(16) 0.0095(17) C32 0.033(2) 0.065(4) 0.058(3) 0.031(3) 0.009(2) 0.016(2) C33 0.054(3) 0.083(5) 0.066(4) 0.044(3) 0.005(3) 0.037(3) C34 0.065(3) 0.042(3) 0.040(3) 0.018(2) 0.007(2) 0.020(3) C35 0.049(3) 0.035(3) 0.035(3) 0.013(2) 0.002(2) 0.002(2) C36 0.034(2) 0.031(2) 0.030(2) 0.0068(19) 0.0004(18) 0.0045(19) C37 0.046(3) 0.060(3) 0.036(3) 0.011(2) 0.014(2) 0.019(2) C38 0.120(6) 0.061(4) 0.059(4) 0.022(3) 0.016(4) 0.047(4) F1 0.051(2) 0.111(3) 0.099(3) -0.012(3) 0.0281(19) 0.009(2) F2 0.125(4) 0.078(3) 0.155(5) 0.004(3) 0.054(3) 0.051(3) F3 0.123(4) 0.219(6) 0.057(3) 0.028(3) -0.009(2) 0.069(4) F4 0.156(4) 0.063(3) 0.215(6) -0.001(3) 0.112(4) 0.046(3) F5 0.075(2) 0.106(3) 0.124(4) 0.023(3) 0.060(2) 0.027(2) F6 0.085(3) 0.209(6) 0.050(2) 0.004(3) -0.010(2) 0.054(3) F7 0.0695(19) 0.0310(16) 0.0528(19) 0.0047(14) 0.0041(15) 0.0016(14) F8 0.068(2) 0.055(2) 0.077(2) 0.0057(17) 0.0379(17) 0.0193(16) F9 0.086(2) 0.069(2) 0.054(2) 0.0233(18) -0.0128(18) -0.0022(19) F10 0.0448(16) 0.0408(17) 0.064(2) -0.0138(15) -0.0002(14) 0.0074(13) F11 0.084(2) 0.0385(18) 0.070(2) -0.0020(16) -0.0255(18) 0.0189(17) F12 0.052(2) 0.104(3) 0.121(3) -0.045(3) 0.047(2) -0.012(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 Pd1 N1 2.116(3) . ? Pd1 N3 2.123(3) . ? Pd1 P1 2.2244(11) . ? Pd1 P2 2.2424(10) . ? Pd2 N4 2.020(3) . ? Pd2 N2 2.047(3) . ? Pd2 Cl2 2.3012(10) . ? Pd2 Cl1 2.3149(10) . ? P1 C13 1.793(4) . ? P1 C7 1.819(4) . ? P1 C1 1.829(4) . ? P2 C31 1.810(4) . ? P2 C19 1.841(4) . ? P2 C25 1.849(4) . ? P3 F4 1.530(4) . ? P3 F3 1.554(4) . ? P3 F6 1.565(4) . ? P3 F5 1.571(4) . ? P3 F1 1.584(4) . ? P3 F2 1.599(5) . ? P4 F12 1.567(3) . ? P4 F9 1.578(3) . ? P4 F7 1.598(3) . ? P4 F11 1.599(3) . ? P4 F10 1.600(3) . ? P4 F8 1.607(3) . ? N1 C6 1.343(5) . ? N1 C2 1.352(5) . ? N2 C12 1.344(5) . ? N2 C8 1.364(5) . ? N3 C24 1.345(5) . ? N3 C20 1.354(5) . ? N4 C30 1.346(5) . ? N4 C26 1.353(5) . ? Cl3 C38 1.774(7) . ? Cl4 C38 1.751(7) . ? Cl5 C37 1.758(5) . ? Cl6 C37 1.769(5) . ? C1 C2 1.500(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.374(6) . ? C3 C4 1.390(7) . ? C3 H3 0.9300 . ? C4 C5 1.371(7) . ? C4 H4 0.9300 . ? C5 C6 1.378(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.489(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.385(6) . ? C9 C10 1.372(7) . ? C9 H9 0.9300 . ? C10 C11 1.391(7) . ? C10 H10 0.9300 . ? C11 C12 1.373(6) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.384(6) . ? C13 C18 1.396(6) . ? C14 C15 1.397(7) . ? C14 H14 0.9300 . ? C15 C16 1.368(8) . ? C15 H15 0.9300 . ? C16 C17 1.362(8) . ? C16 H16 0.9300 . ? C17 C18 1.384(6) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.515(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.376(6) . ? C21 C22 1.402(6) . ? C21 H21 0.9300 . ? C22 C23 1.373(7) . ? C22 H22 0.9300 . ? C23 C24 1.368(6) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.503(5) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.387(6) . ? C27 C28 1.374(6) . ? C27 H27 0.9300 . ? C28 C29 1.361(7) . ? C28 H28 0.9300 . ? C29 C30 1.368(6) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C36 1.382(6) . ? C31 C32 1.403(6) . ? C32 C33 1.382(7) . ? C32 H32 0.9300 . ? C33 C34 1.388(7) . ? C33 H33 0.9300 . ? C34 C35 1.371(7) . ? C34 H34 0.9300 . ? C35 C36 1.374(6) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? 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 N1 Pd1 N3 97.35(12) . . ? N1 Pd1 P1 81.85(9) . . ? N3 Pd1 P1 161.36(10) . . ? N1 Pd1 P2 178.96(10) . . ? N3 Pd1 P2 82.08(9) . . ? P1 Pd1 P2 98.96(4) . . ? N4 Pd2 N2 177.01(13) . . ? N4 Pd2 Cl2 88.72(9) . . ? N2 Pd2 Cl2 90.38(9) . . ? N4 Pd2 Cl1 87.21(9) . . ? N2 Pd2 Cl1 93.53(9) . . ? Cl2 Pd2 Cl1 174.95(4) . . ? C13 P1 C7 105.90(19) . . ? C13 P1 C1 108.2(2) . . ? C7 P1 C1 106.4(2) . . ? C13 P1 Pd1 117.36(15) . . ? C7 P1 Pd1 120.38(13) . . ? C1 P1 Pd1 97.21(14) . . ? C31 P2 C19 106.7(2) . . ? C31 P2 C25 106.76(18) . . ? C19 P2 C25 107.15(19) . . ? C31 P2 Pd1 115.97(13) . . ? C19 P2 Pd1 98.36(13) . . ? C25 P2 Pd1 120.45(15) . . ? F4 P3 F3 92.5(3) . . ? F4 P3 F6 92.3(3) . . ? F3 P3 F6 175.0(3) . . ? F4 P3 F5 89.8(2) . . ? F3 P3 F5 91.5(3) . . ? F6 P3 F5 89.9(2) . . ? F4 P3 F1 91.1(2) . . ? F3 P3 F1 90.1(3) . . ? F6 P3 F1 88.5(2) . . ? F5 P3 F1 178.2(2) . . ? F4 P3 F2 178.8(3) . . ? F3 P3 F2 88.5(3) . . ? F6 P3 F2 86.6(3) . . ? F5 P3 F2 90.8(2) . . ? F1 P3 F2 88.3(2) . . ? F12 P4 F9 92.2(2) . . ? F12 P4 F7 91.09(19) . . ? F9 P4 F7 91.47(18) . . ? F12 P4 F11 91.0(2) . . ? F9 P4 F11 176.4(2) . . ? F7 P4 F11 89.86(16) . . ? F12 P4 F10 90.12(19) . . ? F9 P4 F10 89.20(18) . . ? F7 P4 F10 178.60(19) . . ? F11 P4 F10 89.40(17) . . ? F12 P4 F8 178.6(2) . . ? F9 P4 F8 88.7(2) . . ? F7 P4 F8 89.95(18) . . ? F11 P4 F8 88.0(2) . . ? F10 P4 F8 88.83(17) . . ? C6 N1 C2 119.8(4) . . ? C6 N1 Pd1 121.8(3) . . ? C2 N1 Pd1 118.2(3) . . ? C12 N2 C8 118.6(4) . . ? C12 N2 Pd2 116.0(3) . . ? C8 N2 Pd2 125.3(3) . . ? C24 N3 C20 118.9(3) . . ? C24 N3 Pd1 120.4(3) . . ? C20 N3 Pd1 119.1(2) . . ? C30 N4 C26 119.1(4) . . ? C30 N4 Pd2 117.7(3) . . ? C26 N4 Pd2 123.1(3) . . ? C2 C1 P1 108.8(3) . . ? C2 C1 H1A 109.9 . . ? P1 C1 H1A 109.9 . . ? C2 C1 H1B 109.9 . . ? P1 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? N1 C2 C3 120.8(4) . . ? N1 C2 C1 115.9(3) . . ? C3 C2 C1 123.3(4) . . ? C2 C3 C4 119.4(4) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 119.0(4) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N1 C6 C5 121.6(4) . . ? N1 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C8 C7 P1 115.7(3) . . ? C8 C7 H7A 108.4 . . ? P1 C7 H7A 108.4 . . ? C8 C7 H7B 108.4 . . ? P1 C7 H7B 108.4 . . ? H7A C7 H7B 107.4 . . ? N2 C8 C9 120.6(4) . . ? N2 C8 C7 119.0(4) . . ? C9 C8 C7 120.5(4) . . ? C10 C9 C8 120.3(4) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 119.1(4) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C12 C11 C10 118.5(4) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? N2 C12 C11 123.0(4) . . ? N2 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? C14 C13 C18 119.2(4) . . ? C14 C13 P1 123.4(4) . . ? C18 C13 P1 117.3(3) . . ? C13 C14 C15 119.0(5) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C16 C15 C14 120.6(5) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C17 C16 C15 121.1(5) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 119.1(5) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C13 120.9(5) . . ? C17 C18 H18 119.5 . . ? C13 C18 H18 119.5 . . ? C20 C19 P2 107.3(3) . . ? C20 C19 H19A 110.2 . . ? P2 C19 H19A 110.2 . . ? C20 C19 H19B 110.2 . . ? P2 C19 H19B 110.2 . . ? H19A C19 H19B 108.5 . . ? N3 C20 C21 121.6(4) . . ? N3 C20 C19 115.8(3) . . ? C21 C20 C19 122.5(4) . . ? C20 C21 C22 118.7(4) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C23 C22 C21 119.1(4) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C24 C23 C22 119.4(4) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? N3 C24 C23 122.3(4) . . ? N3 C24 H24 118.8 . . ? C23 C24 H24 118.8 . . ? C26 C25 P2 113.7(3) . . ? C26 C25 H25A 108.8 . . ? P2 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? P2 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? N4 C26 C27 120.0(4) . . ? N4 C26 C25 119.4(3) . . ? C27 C26 C25 120.6(4) . . ? C28 C27 C26 119.8(4) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C29 C28 C27 119.7(4) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 118.9(4) . . ? C28 C29 H29 120.6 . . ? C30 C29 H29 120.6 . . ? N4 C30 C29 122.4(4) . . ? N4 C30 H30 118.8 . . ? C29 C30 H30 118.8 . . ? C36 C31 C32 117.7(4) . . ? C36 C31 P2 124.7(3) . . ? C32 C31 P2 117.5(3) . . ? C33 C32 C31 120.7(5) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C32 C33 C34 120.1(5) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C35 C34 C33 119.3(5) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C34 C35 C36 120.7(4) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 C31 121.4(4) . . ? C35 C36 H36 119.3 . . ? C31 C36 H36 119.3 . . ? Cl5 C37 Cl6 111.0(3) . . ? Cl5 C37 H37A 109.4 . . ? Cl6 C37 H37A 109.4 . . ? Cl5 C37 H37B 109.4 . . ? Cl6 C37 H37B 109.4 . . ? H37A C37 H37B 108.0 . . ? Cl4 C38 Cl3 111.0(3) . . ? Cl4 C38 H38A 109.4 . . ? Cl3 C38 H38A 109.4 . . ? Cl4 C38 H38B 109.4 . . ? Cl3 C38 H38B 109.4 . . ? H38A C38 H38B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.978 _refine_diff_density_min -1.284 _refine_diff_density_rms 0.180 # Attachment 'Complex_4_lsf11.cif' data_lsf11 _database_code_depnum_ccdc_archive 'CCDC 748560' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C36 H34 N4 P2 Pd, 2(C H2 Cl2), 2(B F4)' _chemical_formula_sum 'C38 H38 B2 Cl4 F8 N4 P2 Pd' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _diffrn_ambient_temperature 173(2) _chemical_formula_weight 1034.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.0622(6) _cell_length_b 10.3296(3) _cell_length_c 23.7608(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.187(2) _cell_angle_gamma 90.00 _cell_volume 4421.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5124 _cell_measurement_theta_min 0.988 _cell_measurement_theta_max 25.97 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.801 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7367 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4331 _reflns_number_gt 3379 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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^)+(0.1005P)^2^+1.5027P] 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 4331 _refine_ls_number_parameters 267 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0511 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.5000 0.05564(4) 0.7500 0.02649(18) Uani 1 2 d S . . P1 P 0.58600(6) -0.08499(10) 0.72630(5) 0.0264(3) Uani 1 1 d . . . N1 N 0.57206(18) 0.1890(3) 0.71493(14) 0.0274(7) Uani 1 1 d . . . N2 N 0.5037(2) 0.0133(4) 0.60955(16) 0.0372(9) Uani 1 1 d . . . C1 C 0.6662(2) 0.0242(4) 0.7307(2) 0.0342(10) Uani 1 1 d . . . H1A H 0.6861 0.0314 0.7696 0.041 Uiso 1 1 calc R . . H1B H 0.7047 -0.0103 0.7087 0.041 Uiso 1 1 calc R . . C2 C 0.6428(2) 0.1547(4) 0.70881(18) 0.0305(9) Uani 1 1 d . . . C3 C 0.6895(3) 0.2365(5) 0.6825(2) 0.0426(12) Uani 1 1 d . . . H3 H 0.7388 0.2129 0.6794 0.051 Uiso 1 1 calc R . . C4 C 0.6642(3) 0.3522(5) 0.6610(2) 0.0493(13) Uani 1 1 d . . . H4 H 0.6960 0.4087 0.6442 0.059 Uiso 1 1 calc R . . C5 C 0.5895(3) 0.3842(4) 0.6648(2) 0.0416(11) Uani 1 1 d . . . H5 H 0.5702 0.4608 0.6493 0.050 Uiso 1 1 calc R . . C6 C 0.5457(3) 0.3009(4) 0.69159(19) 0.0360(10) Uani 1 1 d . . . H6 H 0.4959 0.3214 0.6940 0.043 Uiso 1 1 calc R . . C7 C 0.5793(2) -0.1532(4) 0.65565(17) 0.0311(9) Uani 1 1 d . . . H7A H 0.6243 -0.2010 0.6498 0.037 Uiso 1 1 calc R . . H7B H 0.5380 -0.2133 0.6520 0.037 Uiso 1 1 calc R . . C8 C 0.5682(2) -0.0495(4) 0.61107(18) 0.0309(9) Uani 1 1 d . . . C9 C 0.6227(3) -0.0202(5) 0.5751(2) 0.0500(13) Uani 1 1 d . . . H9 H 0.6673 -0.0656 0.5770 0.060 Uiso 1 1 calc R . . C10 C 0.6094(4) 0.0780(6) 0.5363(3) 0.0614(16) Uani 1 1 d . . . H10 H 0.6451 0.0997 0.5117 0.074 Uiso 1 1 calc R . . C11 C 0.5441(3) 0.1426(5) 0.5342(2) 0.0546(14) Uani 1 1 d . . . H11 H 0.5343 0.2090 0.5083 0.065 Uiso 1 1 calc R . . C12 C 0.4924(3) 0.1075(5) 0.5716(2) 0.0477(12) Uani 1 1 d . . . H12 H 0.4475 0.1519 0.5701 0.057 Uiso 1 1 calc R . . C13 C 0.6056(2) -0.2156(4) 0.77568(18) 0.0307(9) Uani 1 1 d . . . C14 C 0.6108(2) -0.3444(4) 0.7587(2) 0.0386(11) Uani 1 1 d . . . H14 H 0.6067 -0.3650 0.7205 0.046 Uiso 1 1 calc R . . C15 C 0.6222(3) -0.4415(4) 0.7985(2) 0.0451(12) Uani 1 1 d . . . H15 H 0.6259 -0.5272 0.7871 0.054 Uiso 1 1 calc R . . C16 C 0.6280(3) -0.4113(5) 0.8546(2) 0.0482(13) Uani 1 1 d . . . H16 H 0.6350 -0.4769 0.8813 0.058 Uiso 1 1 calc R . . C17 C 0.6234(3) -0.2828(5) 0.8724(2) 0.0473(12) Uani 1 1 d . . . H17 H 0.6280 -0.2627 0.9107 0.057 Uiso 1 1 calc R . . C18 C 0.6121(2) -0.1865(5) 0.83281(19) 0.0387(11) Uani 1 1 d . . . H18 H 0.6088 -0.1009 0.8444 0.046 Uiso 1 1 calc R . . C19 C 0.6732(5) -0.4276(7) 0.5197(3) 0.093(3) Uani 1 1 d . . . H19A H 0.7053 -0.3907 0.5501 0.111 Uiso 1 1 calc R . . H19B H 0.6827 -0.3822 0.4852 0.111 Uiso 1 1 calc R . . B1 B 0.7977(3) -0.2743(5) 0.6402(2) 0.0377(12) Uani 1 1 d . . . F1 F 0.7843(3) -0.2149(4) 0.59017(17) 0.1055(15) Uani 1 1 d . . . F2 F 0.7774(3) -0.3976(4) 0.63633(19) 0.136(2) Uani 1 1 d . . . F3 F 0.86863(17) -0.2631(4) 0.66162(15) 0.0785(11) Uani 1 1 d . . . F4 F 0.7566(3) -0.2164(6) 0.6788(2) 0.139(2) Uani 1 1 d . . . Cl1 Cl 0.58251(19) -0.4039(3) 0.53378(14) 0.1526(12) Uani 1 1 d . . . Cl2 Cl 0.69505(12) -0.5910(2) 0.51233(8) 0.0920(6) 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 Pd1 0.0237(3) 0.0223(3) 0.0335(3) 0.000 0.00231(18) 0.000 P1 0.0243(6) 0.0249(5) 0.0299(6) -0.0009(4) 0.0012(5) 0.0014(4) N1 0.0313(18) 0.0183(16) 0.033(2) 0.0003(14) 0.0068(15) -0.0014(14) N2 0.038(2) 0.038(2) 0.036(2) 0.0017(17) 0.0017(17) 0.0070(17) C1 0.022(2) 0.035(2) 0.046(3) -0.006(2) 0.0034(19) 0.0000(18) C2 0.025(2) 0.033(2) 0.034(2) -0.0064(18) 0.0032(18) -0.0054(17) C3 0.033(2) 0.049(3) 0.046(3) -0.003(2) 0.006(2) -0.013(2) C4 0.063(3) 0.038(3) 0.047(3) 0.005(2) 0.008(3) -0.025(2) C5 0.056(3) 0.027(2) 0.041(3) 0.001(2) -0.001(2) -0.006(2) C6 0.040(2) 0.027(2) 0.041(3) -0.0021(19) 0.003(2) 0.0028(19) C7 0.031(2) 0.027(2) 0.035(3) -0.0062(18) 0.0021(18) 0.0023(17) C8 0.034(2) 0.031(2) 0.027(2) -0.0048(18) 0.0011(18) -0.0003(18) C9 0.045(3) 0.057(3) 0.049(3) 0.010(3) 0.010(2) 0.000(2) C10 0.068(4) 0.067(4) 0.052(4) 0.021(3) 0.018(3) -0.004(3) C11 0.069(4) 0.052(3) 0.042(3) 0.015(2) -0.001(3) 0.003(3) C12 0.049(3) 0.048(3) 0.046(3) 0.003(2) -0.001(2) 0.011(2) C13 0.026(2) 0.031(2) 0.034(2) 0.0046(18) 0.0002(18) 0.0038(17) C14 0.042(3) 0.030(2) 0.043(3) -0.001(2) -0.007(2) -0.0016(19) C15 0.047(3) 0.030(2) 0.057(3) 0.008(2) -0.005(2) 0.002(2) C16 0.047(3) 0.046(3) 0.051(3) 0.020(2) -0.001(2) 0.004(2) C17 0.048(3) 0.058(3) 0.036(3) 0.011(2) 0.003(2) 0.020(2) C18 0.038(2) 0.042(3) 0.037(3) 0.000(2) 0.004(2) 0.016(2) C19 0.133(7) 0.083(5) 0.060(5) 0.010(4) -0.013(4) -0.051(5) B1 0.035(3) 0.034(3) 0.043(3) 0.002(2) -0.003(2) -0.001(2) F1 0.131(4) 0.103(3) 0.077(3) 0.051(2) -0.030(2) -0.041(3) F2 0.225(6) 0.066(2) 0.102(3) 0.037(2) -0.091(4) -0.073(3) F3 0.0440(19) 0.106(3) 0.084(3) -0.014(2) -0.0046(17) 0.0024(18) F4 0.084(3) 0.196(5) 0.137(4) -0.042(4) 0.012(3) 0.065(3) Cl1 0.151(2) 0.138(2) 0.169(3) 0.073(2) 0.013(2) 0.0449(19) Cl2 0.1110(15) 0.0992(13) 0.0661(12) -0.0193(10) 0.0084(10) -0.0155(12) _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 Pd1 N1 2.108(3) 2_656 ? Pd1 N1 2.108(3) . ? Pd1 P1 2.2289(11) 2_656 ? Pd1 P1 2.2289(11) . ? P1 C13 1.806(4) . ? P1 C7 1.816(4) . ? P1 C1 1.832(4) . ? N1 C2 1.345(5) . ? N1 C6 1.353(5) . ? N2 C8 1.332(6) . ? N2 C12 1.333(6) . ? C1 C2 1.495(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.375(6) . ? C3 C4 1.366(7) . ? C3 H3 0.9300 . ? C4 C5 1.399(7) . ? C4 H4 0.9300 . ? C5 C6 1.358(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.509(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.384(7) . ? C9 C10 1.379(7) . ? C9 H9 0.9300 . ? C10 C11 1.352(8) . ? C10 H10 0.9300 . ? C11 C12 1.383(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.387(6) . ? C13 C14 1.396(6) . ? C14 C15 1.384(6) . ? C14 H14 0.9300 . ? C15 C16 1.366(7) . ? C15 H15 0.9300 . ? C16 C17 1.397(7) . ? C16 H16 0.9300 . ? C17 C18 1.375(6) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 Cl1 1.713(10) . ? C19 Cl2 1.745(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? B1 F2 1.327(6) . ? B1 F1 1.344(6) . ? B1 F3 1.348(6) . ? B1 F4 1.359(7) . ? 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 N1 Pd1 N1 98.38(18) 2_656 . ? N1 Pd1 P1 82.21(9) 2_656 2_656 ? N1 Pd1 P1 170.93(10) . 2_656 ? N1 Pd1 P1 170.93(10) 2_656 . ? N1 Pd1 P1 82.21(9) . . ? P1 Pd1 P1 98.65(6) 2_656 . ? C13 P1 C7 107.91(19) . . ? C13 P1 C1 107.8(2) . . ? C7 P1 C1 106.9(2) . . ? C13 P1 Pd1 115.47(14) . . ? C7 P1 Pd1 119.03(14) . . ? C1 P1 Pd1 98.43(14) . . ? C2 N1 C6 119.3(4) . . ? C2 N1 Pd1 119.3(3) . . ? C6 N1 Pd1 120.8(3) . . ? C8 N2 C12 117.6(4) . . ? C2 C1 P1 109.5(3) . . ? C2 C1 H1A 109.8 . . ? P1 C1 H1A 109.8 . . ? C2 C1 H1B 109.8 . . ? P1 C1 H1B 109.8 . . ? H1A C1 H1B 108.2 . . ? N1 C2 C3 120.4(4) . . ? N1 C2 C1 116.5(3) . . ? C3 C2 C1 123.1(4) . . ? C4 C3 C2 120.5(5) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C6 C5 C4 118.6(4) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? N1 C6 C5 122.3(4) . . ? N1 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C8 C7 P1 111.7(3) . . ? C8 C7 H7A 109.3 . . ? P1 C7 H7A 109.3 . . ? C8 C7 H7B 109.3 . . ? P1 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? N2 C8 C9 122.5(4) . . ? N2 C8 C7 115.8(4) . . ? C9 C8 C7 121.7(4) . . ? C10 C9 C8 118.4(5) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C11 C10 C9 119.8(5) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 118.3(5) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? N2 C12 C11 123.3(5) . . ? N2 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? C18 C13 C14 119.2(4) . . ? C18 C13 P1 118.2(3) . . ? C14 C13 P1 122.5(3) . . ? C15 C14 C13 120.1(4) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C16 C15 C14 120.0(4) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.7(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 119.3(5) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? C17 C18 C13 120.7(4) . . ? C17 C18 H18 119.6 . . ? C13 C18 H18 119.6 . . ? Cl1 C19 Cl2 112.6(4) . . ? Cl1 C19 H19A 109.1 . . ? Cl2 C19 H19A 109.1 . . ? Cl1 C19 H19B 109.1 . . ? Cl2 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? F2 B1 F1 110.2(5) . . ? F2 B1 F3 111.0(5) . . ? F1 B1 F3 113.6(5) . . ? F2 B1 F4 107.9(5) . . ? F1 B1 F4 108.9(5) . . ? F3 B1 F4 105.0(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.245 _refine_diff_density_min -1.018 _refine_diff_density_rms 0.193 # Attachment 'Complex_5_lsf7.cif' data_lsf7 _database_code_depnum_ccdc_archive 'CCDC 748561' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H20 N3 P1 Pd, 2(F6 P), C2 H3 N ' _chemical_formula_sum 'C22 H23 F12 N4 P3 Pd' _chemical_formula_weight 770.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 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 10.0969(5) _cell_length_b 33.8250(9) _cell_length_c 8.5479(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.223(2) _cell_angle_gamma 90.00 _cell_volume 2863.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 36669 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.103 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.788 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 0.915 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26846 _diffrn_reflns_av_R_equivalents 0.0722 _diffrn_reflns_av_sigmaI/netI 0.0579 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.12 _reflns_number_total 6262 _reflns_number_gt 4424 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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^)+(0.0797P)^2^+5.6440P] 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 6262 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1552 _refine_ls_wR_factor_gt 0.1348 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.005 _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 Pd1 Pd 0.58312(4) 0.905706(11) 0.81204(4) 0.02771(13) Uani 1 1 d . . . P1 P 0.76751(12) 0.87143(4) 0.85751(14) 0.0268(3) Uani 1 1 d . . . P2 P 0.21281(15) 0.83263(4) 0.85644(17) 0.0396(3) Uani 1 1 d . . . P3 P 0.79004(14) 1.01551(4) 0.75117(15) 0.0354(3) Uani 1 1 d . . . N1 N 0.5643(4) 0.88260(12) 0.5854(5) 0.0313(9) Uani 1 1 d . . . N2 N 0.6520(4) 0.92420(12) 1.0421(5) 0.0312(9) Uani 1 1 d . . . N3 N 0.3988(4) 0.93786(12) 0.7713(5) 0.0322(9) Uani 1 1 d . . . N4 N 0.0065(8) 0.8449(2) 0.3578(8) 0.086(2) Uani 1 1 d . . . C1 C 0.8097(5) 0.87061(16) 0.6589(5) 0.0331(11) Uani 1 1 d . . . H1A H 0.8556 0.8948 0.6396 0.040 Uiso 1 1 calc R . . H1B H 0.8681 0.8484 0.6488 0.040 Uiso 1 1 calc R . . C2 C 0.6767(5) 0.86679(14) 0.5414(6) 0.0326(11) Uani 1 1 d . . . C3 C 0.6676(6) 0.84936(16) 0.3950(6) 0.0371(12) Uani 1 1 d . . . H3 H 0.7439 0.8386 0.3657 0.045 Uiso 1 1 calc R . . C4 C 0.5430(6) 0.84789(16) 0.2901(6) 0.0426(13) Uani 1 1 d . . . H4 H 0.5358 0.8358 0.1911 0.051 Uiso 1 1 calc R . . C5 C 0.4314(6) 0.86422(16) 0.3333(6) 0.0400(12) Uani 1 1 d . . . H5 H 0.3485 0.8640 0.2632 0.048 Uiso 1 1 calc R . . C6 C 0.4439(5) 0.88100(16) 0.4831(6) 0.0364(12) Uani 1 1 d . . . H6 H 0.3678 0.8914 0.5141 0.044 Uiso 1 1 calc R . . C7 C 0.8758(5) 0.90078(15) 1.0080(6) 0.0320(11) Uani 1 1 d . . . H7A H 0.9437 0.8842 1.0726 0.038 Uiso 1 1 calc R . . H7B H 0.9209 0.9212 0.9584 0.038 Uiso 1 1 calc R . . C8 C 0.7850(5) 0.91905(14) 1.1098(5) 0.0283(10) Uani 1 1 d . . . C9 C 0.8371(5) 0.93101(15) 1.2635(6) 0.0333(11) Uani 1 1 d . . . H9 H 0.9277 0.9269 1.3078 0.040 Uiso 1 1 calc R . . C10 C 0.7520(6) 0.94938(15) 1.3521(6) 0.0387(12) Uani 1 1 d . . . H10 H 0.7849 0.9580 1.4557 0.046 Uiso 1 1 calc R . . C11 C 0.6175(6) 0.95447(16) 1.2821(6) 0.0404(13) Uani 1 1 d . . . H11 H 0.5592 0.9668 1.3387 0.048 Uiso 1 1 calc R . . C12 C 0.5699(5) 0.94139(15) 1.1295(6) 0.0340(11) Uani 1 1 d . . . H12 H 0.4788 0.9444 1.0852 0.041 Uiso 1 1 calc R . . C13 C 0.7509(5) 0.82194(14) 0.9286(5) 0.0286(10) Uani 1 1 d . . . C14 C 0.8631(6) 0.80128(17) 1.0067(7) 0.0485(14) Uani 1 1 d . . . H14 H 0.9485 0.8126 1.0183 0.058 Uiso 1 1 calc R . . C15 C 0.8488(7) 0.7641(2) 1.0674(8) 0.0601(17) Uani 1 1 d . . . H15 H 0.9239 0.7503 1.1205 0.072 Uiso 1 1 calc R . . C16 C 0.7210(8) 0.74747(19) 1.0486(8) 0.0572(17) Uani 1 1 d . . . H16 H 0.7108 0.7226 1.0913 0.069 Uiso 1 1 calc R . . C17 C 0.6091(7) 0.76711(18) 0.9677(8) 0.0556(16) Uani 1 1 d . . . H17 H 0.5244 0.7553 0.9521 0.067 Uiso 1 1 calc R . . C18 C 0.6246(6) 0.80506(16) 0.9092(7) 0.0428(13) Uani 1 1 d . . . H18 H 0.5494 0.8190 0.8570 0.051 Uiso 1 1 calc R . . C19 C 0.2901(6) 0.94626(15) 0.7653(6) 0.0339(11) Uani 1 1 d . . . C20 C 0.1478(5) 0.95655(17) 0.7567(7) 0.0396(12) Uani 1 1 d . . . H20A H 0.1021 0.9348 0.7952 0.059 Uiso 1 1 calc R . . H20B H 0.1064 0.9621 0.6480 0.059 Uiso 1 1 calc R . . H20C H 0.1419 0.9795 0.8212 0.059 Uiso 1 1 calc R . . C21 C 0.0829(8) 0.8201(2) 0.3764(8) 0.0631(18) Uani 1 1 d . . . C22 C 0.1780(9) 0.7879(2) 0.4000(9) 0.070(2) Uani 1 1 d . . . H22A H 0.1406 0.7661 0.4492 0.106 Uiso 1 1 calc R . . H22B H 0.2603 0.7964 0.4677 0.106 Uiso 1 1 calc R . . H22C H 0.1963 0.7796 0.2989 0.106 Uiso 1 1 calc R . . F1 F 0.3396(4) 0.85753(11) 0.9455(4) 0.0579(9) Uani 1 1 d . . . F2 F 0.2061(5) 0.80901(15) 1.0121(5) 0.0958(16) Uani 1 1 d . . . F3 F 0.3079(4) 0.79983(15) 0.8034(7) 0.1015(18) Uani 1 1 d . . . F4 F 0.0849(3) 0.80764(10) 0.7649(4) 0.0552(9) Uani 1 1 d . . . F5 F 0.2191(5) 0.85543(14) 0.6970(4) 0.0885(15) Uani 1 1 d . . . F6 F 0.1127(4) 0.86465(13) 0.8986(6) 0.0874(14) Uani 1 1 d . . . F7 F 0.8377(4) 0.97050(10) 0.7504(4) 0.0622(10) Uani 1 1 d . . . F8 F 0.6582(4) 1.00369(15) 0.6246(5) 0.0830(14) Uani 1 1 d . . . F9 F 0.8680(4) 1.02325(12) 0.6095(4) 0.0704(12) Uani 1 1 d . . . F10 F 0.7389(6) 1.05929(12) 0.7521(6) 0.0993(17) Uani 1 1 d . . . F11 F 0.7135(4) 1.00607(14) 0.8932(4) 0.0716(12) Uani 1 1 d . . . F12 F 0.9226(3) 1.02644(12) 0.8759(4) 0.0572(9) 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 Pd1 0.0281(2) 0.0267(2) 0.0285(2) 0.00002(15) 0.00597(14) 0.00298(15) P1 0.0260(6) 0.0270(6) 0.0281(6) -0.0007(5) 0.0066(5) 0.0018(5) P2 0.0353(8) 0.0390(8) 0.0455(8) 0.0011(6) 0.0104(6) 0.0006(6) P3 0.0382(8) 0.0344(7) 0.0321(6) -0.0036(5) 0.0029(6) 0.0062(6) N1 0.033(2) 0.031(2) 0.030(2) -0.0034(17) 0.0059(17) -0.0034(18) N2 0.031(2) 0.029(2) 0.034(2) -0.0025(17) 0.0069(17) 0.0010(18) N3 0.032(2) 0.029(2) 0.035(2) 0.0010(17) 0.0045(18) 0.0041(18) N4 0.094(5) 0.089(5) 0.072(4) -0.002(4) 0.004(4) 0.047(4) C1 0.029(3) 0.040(3) 0.031(2) 0.000(2) 0.008(2) 0.003(2) C2 0.040(3) 0.026(2) 0.033(2) 0.002(2) 0.010(2) 0.002(2) C3 0.046(3) 0.036(3) 0.031(3) 0.001(2) 0.011(2) 0.007(2) C4 0.059(4) 0.038(3) 0.030(3) -0.005(2) 0.009(2) -0.002(3) C5 0.043(3) 0.039(3) 0.033(3) 0.001(2) -0.002(2) 0.000(2) C6 0.037(3) 0.039(3) 0.033(3) 0.002(2) 0.005(2) 0.004(2) C7 0.026(3) 0.038(3) 0.032(2) -0.002(2) 0.007(2) -0.002(2) C8 0.033(3) 0.018(2) 0.034(2) 0.0010(19) 0.008(2) -0.0009(19) C9 0.038(3) 0.031(3) 0.030(2) 0.001(2) 0.005(2) -0.001(2) C10 0.052(3) 0.031(3) 0.034(3) -0.006(2) 0.010(2) -0.003(2) C11 0.048(3) 0.035(3) 0.040(3) -0.006(2) 0.014(2) 0.008(2) C12 0.034(3) 0.032(3) 0.038(3) -0.002(2) 0.012(2) 0.005(2) C13 0.029(3) 0.031(3) 0.027(2) 0.0012(19) 0.0088(19) 0.005(2) C14 0.041(3) 0.042(3) 0.061(4) 0.016(3) 0.006(3) 0.004(3) C15 0.065(4) 0.046(4) 0.064(4) 0.015(3) 0.000(3) 0.009(3) C16 0.079(5) 0.033(3) 0.065(4) 0.006(3) 0.028(4) 0.004(3) C17 0.054(4) 0.038(3) 0.078(4) 0.006(3) 0.021(3) -0.002(3) C18 0.041(3) 0.034(3) 0.053(3) -0.001(2) 0.010(3) 0.003(2) C19 0.040(3) 0.027(3) 0.035(3) -0.002(2) 0.007(2) 0.002(2) C20 0.031(3) 0.044(3) 0.045(3) 0.004(2) 0.010(2) 0.012(2) C21 0.074(5) 0.069(5) 0.045(3) -0.002(3) 0.010(3) 0.004(4) C22 0.091(6) 0.053(4) 0.065(4) 0.001(3) 0.008(4) 0.014(4) F1 0.050(2) 0.061(2) 0.058(2) -0.0044(17) 0.0005(17) -0.0144(17) F2 0.115(4) 0.100(4) 0.061(3) 0.031(2) -0.012(2) -0.037(3) F3 0.054(3) 0.089(3) 0.164(5) -0.052(3) 0.026(3) 0.003(2) F4 0.045(2) 0.051(2) 0.068(2) -0.0024(17) 0.0071(17) -0.0098(16) F5 0.123(4) 0.094(3) 0.049(2) -0.004(2) 0.018(2) -0.057(3) F6 0.069(3) 0.066(3) 0.134(4) -0.032(3) 0.034(3) 0.005(2) F7 0.081(3) 0.0360(19) 0.069(2) -0.0002(17) 0.015(2) 0.0140(18) F8 0.043(2) 0.128(4) 0.068(2) -0.045(3) -0.0117(18) 0.019(2) F9 0.096(3) 0.081(3) 0.0376(18) -0.0026(18) 0.0206(19) -0.035(2) F10 0.159(5) 0.042(2) 0.085(3) -0.007(2) -0.006(3) 0.044(3) F11 0.061(2) 0.104(3) 0.057(2) -0.023(2) 0.0293(19) -0.014(2) F12 0.048(2) 0.079(3) 0.0428(18) -0.0157(17) 0.0034(15) -0.0148(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N2 2.051(4) . ? Pd1 N1 2.063(4) . ? Pd1 N3 2.125(4) . ? Pd1 P1 2.1632(13) . ? P1 C13 1.800(5) . ? P1 C7 1.814(5) . ? P1 C1 1.829(5) . ? P2 F2 1.565(4) . ? P2 F6 1.570(4) . ? P2 F5 1.578(4) . ? P2 F3 1.590(4) . ? P2 F1 1.596(4) . ? P2 F4 1.613(4) . ? P3 F10 1.569(4) . ? P3 F12 1.584(3) . ? P3 F9 1.589(4) . ? P3 F11 1.593(4) . ? P3 F8 1.594(4) . ? P3 F7 1.597(4) . ? N1 C6 1.353(7) . ? N1 C2 1.372(6) . ? N2 C12 1.351(6) . ? N2 C8 1.366(6) . ? N3 C19 1.125(6) . ? N4 C21 1.129(9) . ? C1 C2 1.518(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.370(7) . ? C3 C4 1.396(8) . ? C3 H3 0.9300 . ? C4 C5 1.368(8) . ? C4 H4 0.9300 . ? C5 C6 1.383(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.513(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.378(7) . ? C9 C10 1.396(7) . ? C9 H9 0.9300 . ? C10 C11 1.384(8) . ? C10 H10 0.9300 . ? C11 C12 1.373(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.378(8) . ? C13 C14 1.387(7) . ? C14 C15 1.378(8) . ? C14 H14 0.9300 . ? C15 C16 1.388(10) . ? C15 H15 0.9300 . ? C16 C17 1.375(9) . ? C16 H16 0.9300 . ? C17 C18 1.397(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.466(7) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.440(10) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? 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 N2 Pd1 N1 165.38(16) . . ? N2 Pd1 N3 97.10(16) . . ? N1 Pd1 N3 97.02(16) . . ? N2 Pd1 P1 82.64(12) . . ? N1 Pd1 P1 83.37(12) . . ? N3 Pd1 P1 178.06(12) . . ? C13 P1 C7 110.6(2) . . ? C13 P1 C1 110.7(2) . . ? C7 P1 C1 116.7(2) . . ? C13 P1 Pd1 115.20(16) . . ? C7 P1 Pd1 102.30(17) . . ? C1 P1 Pd1 100.90(17) . . ? F2 P2 F6 91.2(3) . . ? F2 P2 F5 178.5(3) . . ? F6 P2 F5 89.8(3) . . ? F2 P2 F3 90.8(3) . . ? F6 P2 F3 176.4(3) . . ? F5 P2 F3 88.1(3) . . ? F2 P2 F1 91.6(2) . . ? F6 P2 F1 91.1(2) . . ? F5 P2 F1 89.5(2) . . ? F3 P2 F1 91.8(2) . . ? F2 P2 F4 89.0(2) . . ? F6 P2 F4 89.0(2) . . ? F5 P2 F4 90.0(2) . . ? F3 P2 F4 88.1(2) . . ? F1 P2 F4 179.5(2) . . ? F10 P3 F12 90.7(3) . . ? F10 P3 F9 93.5(3) . . ? F12 P3 F9 89.8(2) . . ? F10 P3 F11 88.6(3) . . ? F12 P3 F11 90.3(2) . . ? F9 P3 F11 177.9(3) . . ? F10 P3 F8 90.5(3) . . ? F12 P3 F8 178.8(2) . . ? F9 P3 F8 89.8(2) . . ? F11 P3 F8 90.1(2) . . ? F10 P3 F7 178.3(3) . . ? F12 P3 F7 90.5(2) . . ? F9 P3 F7 87.7(2) . . ? F11 P3 F7 90.2(2) . . ? F8 P3 F7 88.3(2) . . ? C6 N1 C2 119.6(4) . . ? C6 N1 Pd1 122.0(3) . . ? C2 N1 Pd1 118.4(3) . . ? C12 N2 C8 118.6(4) . . ? C12 N2 Pd1 122.1(3) . . ? C8 N2 Pd1 119.3(3) . . ? C19 N3 Pd1 162.2(4) . . ? C2 C1 P1 106.2(3) . . ? C2 C1 H1A 110.5 . . ? P1 C1 H1A 110.5 . . ? C2 C1 H1B 110.5 . . ? P1 C1 H1B 110.5 . . ? H1A C1 H1B 108.7 . . ? C3 C2 N1 120.4(5) . . ? C3 C2 C1 122.3(5) . . ? N1 C2 C1 117.3(4) . . ? C2 C3 C4 119.6(5) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 118.9(5) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N1 C6 C5 121.6(5) . . ? N1 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C8 C7 P1 106.4(3) . . ? C8 C7 H7A 110.4 . . ? P1 C7 H7A 110.4 . . ? C8 C7 H7B 110.4 . . ? P1 C7 H7B 110.4 . . ? H7A C7 H7B 108.6 . . ? N2 C8 C9 121.9(4) . . ? N2 C8 C7 117.6(4) . . ? C9 C8 C7 120.4(4) . . ? C8 C9 C10 119.1(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 118.5(5) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? C12 C11 C10 120.2(5) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? N2 C12 C11 121.7(5) . . ? N2 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C18 C13 C14 120.0(5) . . ? C18 C13 P1 119.3(4) . . ? C14 C13 P1 120.7(4) . . ? C15 C14 C13 120.3(6) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 119.3(6) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 121.1(6) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 119.1(6) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C13 C18 C17 120.2(5) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? N3 C19 C20 179.1(6) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 C21 C22 178.7(9) . . ? 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 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.203 _refine_diff_density_min -1.393 _refine_diff_density_rms 0.130 # Attachment 'Complex_7_peloso13.cif' data_peloso13 _database_code_depnum_ccdc_archive 'CCDC 748562' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H12 B F24, C26 H29 Ir N2 P' _chemical_formula_sum 'C58 H41 B F24 Ir N2 P' _chemical_formula_weight 1455.91 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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.5163(3) _cell_length_b 14.9159(4) _cell_length_c 16.5224(4) _cell_angle_alpha 85.7870(10) _cell_angle_beta 77.8820(10) _cell_angle_gamma 73.9190(10) _cell_volume 2897.47(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 17414 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 2.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.73755 _exptl_absorpt_correction_T_max 0.80378 _exptl_absorpt_process_details 'MULscanABS in PLATON (Spek, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35209 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0839 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 27.46 _reflns_number_total 13213 _reflns_number_gt 9476 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (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. Six CF3 groups of the anion were found disordered. These groups were refined as disordered in two positions having the carbon atom in common, and with constrained anisotropic parameters. ; _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^)+(0.0978P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13213 _refine_ls_number_parameters 766 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0924 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 C1 C 0.2835(7) 0.2270(6) 0.2485(5) 0.061(2) Uani 1 1 d . . . H1A H 0.2875 0.2926 0.2408 0.073 Uiso 1 1 calc R . . H1B H 0.3494 0.1911 0.2722 0.073 Uiso 1 1 calc R . . C2 C 0.2903(6) 0.1879(5) 0.1663(4) 0.0471(17) Uani 1 1 d . . . C3 C 0.3737(7) 0.1985(6) 0.0989(5) 0.066(2) Uani 1 1 d . . . H3 H 0.4262 0.2322 0.1040 0.079 Uiso 1 1 calc R . . C4 C 0.3792(7) 0.1594(6) 0.0246(5) 0.071(2) Uani 1 1 d . . . H4 H 0.4364 0.1651 -0.0218 0.085 Uiso 1 1 calc R . . C5 C 0.3034(8) 0.1133(6) 0.0181(5) 0.069(2) Uani 1 1 d . . . H5 H 0.3056 0.0869 -0.0330 0.083 Uiso 1 1 calc R . . C6 C 0.2229(7) 0.1048(5) 0.0864(4) 0.0570(19) Uani 1 1 d . . . H6 H 0.1690 0.0728 0.0808 0.068 Uiso 1 1 calc R . . C7 C 0.0523(7) 0.3363(5) 0.3095(6) 0.068(2) Uani 1 1 d . . . H7A H 0.0017 0.3549 0.3637 0.082 Uiso 1 1 calc R . . H7B H 0.0943 0.3840 0.2919 0.082 Uiso 1 1 calc R . . C8 C -0.0179(6) 0.3326(4) 0.2469(4) 0.0464(17) Uani 1 1 d . . . C9 C -0.0828(6) 0.4154(5) 0.2154(5) 0.0561(19) Uani 1 1 d . . . H9 H -0.0797 0.4742 0.2317 0.067 Uiso 1 1 calc R . . C10 C -0.1498(6) 0.4113(5) 0.1616(5) 0.057(2) Uani 1 1 d . . . H10 H -0.1933 0.4670 0.1400 0.068 Uiso 1 1 calc R . . C11 C -0.1542(6) 0.3268(5) 0.1391(5) 0.0545(19) Uani 1 1 d . . . H11 H -0.2019 0.3226 0.1025 0.065 Uiso 1 1 calc R . . C12 C -0.0882(6) 0.2470(5) 0.1704(4) 0.0501(17) Uani 1 1 d . . . H12 H -0.0910 0.1882 0.1540 0.060 Uiso 1 1 calc R . . C13 C 0.1860(6) 0.2242(5) 0.4224(4) 0.0456(16) Uani 1 1 d . . . C14 C 0.2386(7) 0.1386(5) 0.4575(5) 0.061(2) Uani 1 1 d . . . H14 H 0.2569 0.0828 0.4273 0.073 Uiso 1 1 calc R . . C15 C 0.2637(8) 0.1349(6) 0.5354(5) 0.069(2) Uani 1 1 d . . . H15 H 0.2986 0.0764 0.5581 0.083 Uiso 1 1 calc R . . C16 C 0.2390(7) 0.2148(6) 0.5806(5) 0.064(2) Uani 1 1 d . . . H16 H 0.2562 0.2119 0.6342 0.076 Uiso 1 1 calc R . . C17 C 0.1888(7) 0.2990(6) 0.5462(5) 0.068(2) Uani 1 1 d . . . H17 H 0.1720 0.3545 0.5766 0.082 Uiso 1 1 calc R . . C18 C 0.1619(6) 0.3047(5) 0.4676(5) 0.059(2) Uani 1 1 d . . . H18 H 0.1272 0.3635 0.4453 0.071 Uiso 1 1 calc R . . C19 C 0.1710(6) -0.0284(4) 0.2492(4) 0.0413(15) Uani 1 1 d . . . H19 H 0.2421 -0.0414 0.2058 0.050 Uiso 1 1 calc R . . C20 C 0.1843(6) -0.0848(5) 0.3272(4) 0.0514(18) Uani 1 1 d . . . H20A H 0.2579 -0.0860 0.3412 0.062 Uiso 1 1 calc R . . H20B H 0.1848 -0.1498 0.3182 0.062 Uiso 1 1 calc R . . C21 C 0.0877(7) -0.0438(5) 0.3997(4) 0.0552(19) Uani 1 1 d . . . H21A H 0.0266 -0.0752 0.4041 0.066 Uiso 1 1 calc R . . H21B H 0.1166 -0.0557 0.4519 0.066 Uiso 1 1 calc R . . C22 C 0.0400(6) 0.0603(5) 0.3879(4) 0.0500(17) Uani 1 1 d . . . H22 H 0.0445 0.0984 0.4337 0.060 Uiso 1 1 calc R . . C23 C -0.0547(6) 0.0983(5) 0.3517(5) 0.0532(19) Uani 1 1 d . . . H23 H -0.1046 0.1582 0.3771 0.064 Uiso 1 1 calc R . . C24 C -0.1170(6) 0.0433(6) 0.3158(5) 0.062(2) Uani 1 1 d . . . H24A H -0.1696 0.0862 0.2840 0.074 Uiso 1 1 calc R . . H24B H -0.1629 0.0152 0.3614 0.074 Uiso 1 1 calc R . . C25 C -0.0361(6) -0.0349(5) 0.2582(5) 0.0525(18) Uani 1 1 d . . . H25A H -0.0137 -0.0927 0.2911 0.063 Uiso 1 1 calc R . . H25B H -0.0757 -0.0479 0.2163 0.063 Uiso 1 1 calc R . . C26 C 0.0695(6) -0.0052(4) 0.2150(4) 0.0408(15) Uani 1 1 d . . . H26 H 0.0832 -0.0053 0.1532 0.049 Uiso 1 1 calc R . . C27 C 0.4050(5) 0.6749(4) 0.2116(3) 0.0296(12) Uani 1 1 d . . . C28 C 0.3188(5) 0.6438(4) 0.2635(4) 0.0358(13) Uani 1 1 d . . . H28 H 0.3361 0.6062 0.3104 0.043 Uiso 1 1 calc R . . C29 C 0.2089(6) 0.6653(5) 0.2494(4) 0.0454(16) Uani 1 1 d . A . C30 C 0.1798(5) 0.7196(4) 0.1810(4) 0.0420(15) Uani 1 1 d . . . H30 H 0.1051 0.7337 0.1703 0.050 Uiso 1 1 calc R . . C31 C 0.2633(5) 0.7521(4) 0.1294(4) 0.0352(13) Uani 1 1 d . . . C32 C 0.3729(5) 0.7307(4) 0.1442(4) 0.0366(13) Uani 1 1 d . . . H32 H 0.4279 0.7547 0.1073 0.044 Uiso 1 1 calc R . . C33 C 0.1211(7) 0.6313(7) 0.3072(5) 0.068(2) Uani 1 1 d . . . C34 C 0.2401(6) 0.8080(5) 0.0529(4) 0.0479(17) Uani 1 1 d . . . C35 C 0.5700(5) 0.5603(4) 0.2835(3) 0.0310(12) Uani 1 1 d . . . C36 C 0.6281(5) 0.5481(4) 0.3480(4) 0.0381(14) Uani 1 1 d . . . H36 H 0.6437 0.6010 0.3668 0.046 Uiso 1 1 calc R . . C37 C 0.6644(6) 0.4623(5) 0.3863(4) 0.0450(16) Uani 1 1 d . B . C38 C 0.6461(6) 0.3835(4) 0.3594(4) 0.0470(17) Uani 1 1 d . . . H38 H 0.6715 0.3245 0.3851 0.056 Uiso 1 1 calc R . . C39 C 0.5901(6) 0.3920(4) 0.2942(4) 0.0389(14) Uani 1 1 d . . . C40 C 0.5517(5) 0.4784(4) 0.2580(4) 0.0353(13) Uani 1 1 d . . . H40 H 0.5117 0.4828 0.2144 0.042 Uiso 1 1 calc R . . C41 C 0.7220(9) 0.4537(5) 0.4586(6) 0.070(3) Uani 1 1 d . . . C42 C 0.5659(7) 0.3081(5) 0.2654(5) 0.0539(19) Uani 1 1 d . . . C43 C 0.5233(5) 0.7517(4) 0.2811(3) 0.0283(12) Uani 1 1 d . . . C44 C 0.4798(5) 0.7598(4) 0.3660(3) 0.0340(13) Uani 1 1 d . . . H44 H 0.4593 0.7085 0.3963 0.041 Uiso 1 1 calc R . . C45 C 0.4659(5) 0.8418(4) 0.4072(4) 0.0388(14) Uani 1 1 d . C . C46 C 0.4942(5) 0.9174(4) 0.3668(4) 0.0406(15) Uani 1 1 d . . . H46 H 0.4856 0.9726 0.3956 0.049 Uiso 1 1 calc R . . C47 C 0.5360(5) 0.9113(4) 0.2825(4) 0.0334(13) Uani 1 1 d . D . C48 C 0.5497(5) 0.8301(4) 0.2413(4) 0.0327(13) Uani 1 1 d . . . H48 H 0.5784 0.8280 0.1832 0.039 Uiso 1 1 calc R . . C49 C 0.4240(7) 0.8437(5) 0.4985(5) 0.0546(18) Uani 1 1 d . . . C50 C 0.5700(7) 0.9906(5) 0.2352(4) 0.0505(18) Uani 1 1 d . . . C51 C 0.6305(5) 0.6436(3) 0.1458(3) 0.0284(12) Uani 1 1 d . . . C52 C 0.7335(5) 0.6651(4) 0.1424(4) 0.0322(13) Uani 1 1 d . . . H52 H 0.7443 0.6923 0.1892 0.039 Uiso 1 1 calc R . . C53 C 0.8189(5) 0.6483(5) 0.0741(4) 0.0393(15) Uani 1 1 d . E . C54 C 0.8087(5) 0.6069(4) 0.0047(4) 0.0427(16) Uani 1 1 d . . . H54 H 0.8681 0.5955 -0.0428 0.051 Uiso 1 1 calc R . . C55 C 0.7089(5) 0.5828(4) 0.0069(4) 0.0378(14) Uani 1 1 d . F . C56 C 0.6221(5) 0.6017(4) 0.0758(3) 0.0310(12) Uani 1 1 d . . . H56 H 0.5540 0.5855 0.0752 0.037 Uiso 1 1 calc R . . C57 C 0.9235(6) 0.6727(7) 0.0740(5) 0.060(2) Uani 1 1 d . . . C58 C 0.6957(6) 0.5352(5) -0.0634(4) 0.0520(18) Uani 1 1 d . . . Ir1 Ir 0.09308(2) 0.114416(15) 0.265847(15) 0.03697(11) Uani 1 1 d . . . P1 P 0.15298(15) 0.22300(11) 0.32083(11) 0.0422(4) Uani 1 1 d . . . B1 B 0.5319(6) 0.6578(4) 0.2312(4) 0.0298(14) Uani 1 1 d . . . N1 N 0.2158(5) 0.1390(3) 0.1604(3) 0.0417(13) Uani 1 1 d . . . N2 N -0.0202(4) 0.2488(3) 0.2230(3) 0.0398(12) Uani 1 1 d . . . F1 F 0.1527(11) 0.5348(12) 0.3097(7) 0.0946(19) Uani 0.50 1 d P A 1 F2 F 0.0170(11) 0.6602(10) 0.2890(7) 0.0946(19) Uani 0.50 1 d P A 1 F3 F 0.1070(13) 0.6503(13) 0.3870(9) 0.0946(19) Uani 0.50 1 d P A 1 F1B F 0.1689(10) 0.5436(11) 0.3478(7) 0.0946(19) Uani 0.50 1 d P A 2 F2B F 0.0488(11) 0.6026(10) 0.2750(7) 0.0946(19) Uani 0.50 1 d P A 2 F3B F 0.0820(13) 0.6826(12) 0.3730(10) 0.0946(19) Uani 0.50 1 d P A 2 F4 F 0.2953(5) 0.7593(3) -0.0156(3) 0.0779(15) Uani 1 1 d . . . F5 F 0.1302(4) 0.8341(4) 0.0494(3) 0.0846(16) Uani 1 1 d . . . F6 F 0.2739(4) 0.8854(3) 0.0449(3) 0.0625(12) Uani 1 1 d . . . F7 F 0.6666(13) 0.5353(8) 0.5114(8) 0.0782(14) Uani 0.50 1 d P B 1 F8 F 0.8167(17) 0.4644(10) 0.4485(8) 0.0782(14) Uani 0.50 1 d P B 1 F9 F 0.7055(10) 0.3850(8) 0.5131(6) 0.0782(14) Uani 0.50 1 d P B 1 F7B F 0.6666(13) 0.4964(8) 0.5221(8) 0.0782(14) Uani 0.50 1 d P B 2 F8B F 0.8239(16) 0.4823(10) 0.4262(8) 0.0782(14) Uani 0.50 1 d P B 2 F9B F 0.7751(10) 0.3615(8) 0.4735(6) 0.0782(14) Uani 0.50 1 d P B 2 F10 F 0.5642(6) 0.3121(3) 0.1848(3) 0.0896(18) Uani 1 1 d . . . F11 F 0.4668(4) 0.2961(3) 0.3049(4) 0.0811(15) Uani 1 1 d . . . F12 F 0.6423(4) 0.2289(3) 0.2783(3) 0.0708(13) Uani 1 1 d . . . F13 F 0.3191(15) 0.8550(8) 0.5219(7) 0.0709(13) Uani 0.50 1 d P C 1 F14 F 0.4679(14) 0.7579(9) 0.5355(8) 0.0709(13) Uani 0.50 1 d P C 1 F15 F 0.4576(9) 0.9070(11) 0.5366(8) 0.0709(13) Uani 0.50 1 d P C 1 F13B F 0.3189(15) 0.8211(7) 0.5192(7) 0.0709(13) Uani 0.50 1 d P C 2 F14B F 0.4909(14) 0.7766(10) 0.5403(8) 0.0709(13) Uani 0.50 1 d P C 2 F15B F 0.4124(9) 0.9213(11) 0.5351(8) 0.0709(13) Uani 0.50 1 d P C 2 F16 F 0.6813(12) 0.9660(7) 0.1906(6) 0.0690(13) Uani 0.50 1 d P D 1 F17 F 0.5581(10) 1.0644(8) 0.2794(8) 0.0690(13) Uani 0.50 1 d P D 1 F18 F 0.5097(10) 1.0149(8) 0.1725(9) 0.0690(13) Uani 0.50 1 d P D 1 F16B F 0.6817(12) 0.9797(7) 0.2239(6) 0.0690(13) Uani 0.50 1 d P D 2 F17B F 0.5159(10) 1.0750(8) 0.2703(8) 0.0690(13) Uani 0.50 1 d P D 2 F18B F 0.5541(10) 1.0062(8) 0.1581(8) 0.0690(13) Uani 0.50 1 d P D 2 F19 F 0.9344(9) 0.6998(10) 0.1447(10) 0.0960(17) Uani 0.50 1 d P E 1 F20 F 1.0196(9) 0.6100(9) 0.0417(9) 0.0960(17) Uani 0.50 1 d P E 1 F21 F 0.9300(9) 0.7505(9) 0.0207(10) 0.0960(17) Uani 0.50 1 d P E 1 F19B F 0.9088(9) 0.7475(9) 0.1264(10) 0.0960(17) Uani 0.50 1 d P E 2 F20B F 1.0012(9) 0.6097(9) 0.1035(9) 0.0960(17) Uani 0.50 1 d P E 2 F21B F 0.9722(9) 0.7050(10) 0.0049(10) 0.0960(17) Uani 0.50 1 d P E 2 F22 F 0.7857(11) 0.5243(7) -0.1292(7) 0.0704(13) Uani 0.50 1 d P F 1 F23 F 0.6025(13) 0.5810(8) -0.0937(7) 0.0704(13) Uani 0.50 1 d P F 1 F24 F 0.6832(9) 0.4485(9) -0.0442(7) 0.0704(13) Uani 0.50 1 d P F 1 F22B F 0.7551(11) 0.5548(7) -0.1368(7) 0.0704(13) Uani 0.50 1 d P F 2 F23B F 0.5881(13) 0.5515(8) -0.0742(7) 0.0704(13) Uani 0.50 1 d P F 2 F24B F 0.7329(9) 0.4431(9) -0.0560(7) 0.0704(13) Uani 0.50 1 d P F 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 C1 0.060(5) 0.061(5) 0.073(5) 0.012(4) -0.026(4) -0.030(4) C2 0.045(4) 0.043(4) 0.051(4) 0.015(3) -0.007(3) -0.014(3) C3 0.052(5) 0.068(5) 0.078(6) 0.031(5) -0.016(4) -0.025(4) C4 0.069(6) 0.068(5) 0.059(5) 0.017(4) 0.012(4) -0.015(5) C5 0.090(7) 0.063(5) 0.050(5) 0.002(4) 0.008(4) -0.031(5) C6 0.074(5) 0.056(4) 0.038(4) -0.003(3) 0.008(4) -0.027(4) C7 0.079(6) 0.035(4) 0.096(6) -0.014(4) -0.050(5) 0.003(4) C8 0.049(4) 0.031(3) 0.057(4) -0.003(3) -0.016(3) -0.004(3) C9 0.064(5) 0.029(3) 0.071(5) -0.002(3) -0.018(4) -0.001(3) C10 0.054(5) 0.048(4) 0.061(5) 0.003(3) -0.016(4) 0.002(3) C11 0.053(4) 0.056(4) 0.054(4) -0.001(3) -0.020(4) -0.007(3) C12 0.053(4) 0.048(4) 0.051(4) -0.001(3) -0.014(3) -0.014(3) C13 0.042(4) 0.045(4) 0.056(4) -0.007(3) -0.015(3) -0.014(3) C14 0.075(5) 0.045(4) 0.068(5) -0.006(3) -0.032(4) -0.010(4) C15 0.081(6) 0.065(5) 0.073(6) 0.006(4) -0.037(5) -0.025(5) C16 0.054(5) 0.081(6) 0.061(5) -0.003(4) -0.013(4) -0.023(4) C17 0.071(6) 0.069(5) 0.071(6) -0.022(4) -0.019(5) -0.019(4) C18 0.054(5) 0.051(4) 0.075(5) -0.009(4) -0.017(4) -0.015(4) C19 0.044(4) 0.028(3) 0.047(4) -0.004(3) -0.003(3) -0.006(3) C20 0.060(5) 0.035(3) 0.057(4) 0.000(3) -0.014(4) -0.008(3) C21 0.069(5) 0.053(4) 0.046(4) 0.009(3) -0.012(4) -0.023(4) C22 0.060(5) 0.048(4) 0.039(4) -0.007(3) 0.002(3) -0.017(3) C23 0.048(4) 0.042(4) 0.058(4) -0.005(3) 0.019(4) -0.015(3) C24 0.037(4) 0.064(5) 0.081(6) 0.006(4) 0.003(4) -0.019(4) C25 0.050(4) 0.051(4) 0.064(5) 0.000(3) -0.014(4) -0.025(3) C26 0.054(4) 0.028(3) 0.046(4) -0.004(3) -0.012(3) -0.017(3) C27 0.033(3) 0.024(3) 0.032(3) -0.008(2) -0.008(2) -0.005(2) C28 0.037(3) 0.038(3) 0.035(3) -0.004(3) -0.006(3) -0.016(3) C29 0.041(4) 0.053(4) 0.049(4) -0.012(3) -0.007(3) -0.022(3) C30 0.032(3) 0.049(4) 0.048(4) -0.022(3) -0.009(3) -0.009(3) C31 0.036(3) 0.033(3) 0.038(3) -0.011(2) -0.011(3) -0.006(3) C32 0.039(3) 0.032(3) 0.041(3) -0.001(2) -0.007(3) -0.013(3) C33 0.062(5) 0.100(7) 0.051(5) -0.002(5) -0.013(4) -0.034(5) C34 0.055(4) 0.040(4) 0.051(4) -0.008(3) -0.019(3) -0.006(3) C35 0.033(3) 0.030(3) 0.030(3) -0.005(2) -0.005(2) -0.008(2) C36 0.045(4) 0.038(3) 0.036(3) 0.000(3) -0.012(3) -0.015(3) C37 0.044(4) 0.049(4) 0.047(4) 0.005(3) -0.019(3) -0.014(3) C38 0.057(4) 0.038(3) 0.054(4) 0.012(3) -0.025(4) -0.019(3) C39 0.048(4) 0.030(3) 0.043(4) 0.001(3) -0.010(3) -0.017(3) C40 0.045(4) 0.033(3) 0.033(3) -0.003(2) -0.011(3) -0.016(3) C41 0.097(7) 0.048(4) 0.085(7) 0.015(4) -0.053(6) -0.027(5) C42 0.073(5) 0.035(3) 0.063(5) 0.006(3) -0.027(4) -0.021(4) C43 0.026(3) 0.027(3) 0.032(3) -0.002(2) -0.007(2) -0.006(2) C44 0.038(3) 0.034(3) 0.032(3) -0.007(2) 0.000(3) -0.016(3) C45 0.040(4) 0.037(3) 0.037(3) -0.012(3) -0.001(3) -0.010(3) C46 0.044(4) 0.034(3) 0.045(4) -0.009(3) -0.011(3) -0.008(3) C47 0.032(3) 0.027(3) 0.042(3) -0.002(2) -0.011(3) -0.006(2) C48 0.033(3) 0.034(3) 0.030(3) -0.002(2) -0.005(2) -0.008(2) C49 0.062(5) 0.042(4) 0.058(4) -0.012(3) 0.007(4) -0.022(3) C50 0.066(5) 0.036(3) 0.048(4) -0.002(3) -0.010(4) -0.012(3) C51 0.033(3) 0.022(2) 0.028(3) 0.001(2) -0.009(2) -0.003(2) C52 0.036(3) 0.030(3) 0.034(3) -0.004(2) -0.013(3) -0.011(2) C53 0.027(3) 0.050(4) 0.036(3) 0.001(3) -0.007(3) -0.003(3) C54 0.037(4) 0.047(4) 0.032(3) -0.004(3) 0.001(3) 0.005(3) C55 0.045(4) 0.030(3) 0.032(3) -0.004(2) -0.010(3) 0.004(3) C56 0.034(3) 0.024(3) 0.033(3) -0.003(2) -0.009(3) -0.003(2) C57 0.037(4) 0.100(6) 0.040(4) 0.001(4) 0.002(3) -0.019(4) C58 0.057(5) 0.049(4) 0.041(4) -0.011(3) -0.010(3) 0.004(3) Ir1 0.03568(16) 0.03039(14) 0.04262(17) -0.00402(10) -0.00308(11) -0.00788(10) P1 0.0431(10) 0.0319(8) 0.0538(10) -0.0036(7) -0.0169(8) -0.0078(7) B1 0.031(3) 0.029(3) 0.030(3) -0.001(3) -0.005(3) -0.011(3) N1 0.039(3) 0.031(3) 0.051(3) 0.004(2) 0.001(3) -0.011(2) N2 0.038(3) 0.030(3) 0.048(3) -0.003(2) -0.012(2) -0.002(2) F1 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F2 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F3 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F1B 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F2B 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F3B 0.084(4) 0.159(6) 0.064(3) 0.013(4) -0.009(2) -0.079(4) F4 0.115(4) 0.067(3) 0.041(2) -0.014(2) -0.027(3) 0.005(3) F5 0.056(3) 0.104(4) 0.101(4) 0.030(3) -0.048(3) -0.017(3) F6 0.086(3) 0.050(2) 0.057(3) 0.0093(19) -0.028(2) -0.019(2) F7 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F8 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F9 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F7B 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F8B 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F9B 0.104(3) 0.081(4) 0.067(4) 0.020(3) -0.055(3) -0.030(3) F10 0.177(6) 0.046(2) 0.070(3) 0.004(2) -0.063(4) -0.043(3) F11 0.073(3) 0.069(3) 0.120(4) -0.007(3) -0.028(3) -0.042(3) F12 0.089(3) 0.030(2) 0.100(4) 0.001(2) -0.040(3) -0.012(2) F13 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F14 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F15 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F13B 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F14B 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F15B 0.093(4) 0.078(4) 0.0481(17) -0.0216(19) 0.007(2) -0.044(4) F16 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F17 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F18 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F16B 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F17B 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F18B 0.092(4) 0.050(2) 0.070(3) 0.0046(19) -0.008(3) -0.033(3) F19 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F20 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F21 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F19B 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F20B 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F21B 0.041(3) 0.111(5) 0.139(4) 0.003(5) -0.020(3) -0.025(3) F22 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) F23 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) F24 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) F22B 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) F23B 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) F24B 0.091(4) 0.063(3) 0.052(2) -0.019(2) -0.017(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.494(11) . ? C1 P1 1.824(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.355(9) . ? C2 C3 1.391(10) . ? C3 C4 1.378(12) . ? C3 H3 0.9500 . ? C4 C5 1.342(12) . ? C4 H4 0.9500 . ? C5 C6 1.370(10) . ? C5 H5 0.9500 . ? C6 N1 1.336(9) . ? C6 H6 0.9500 . ? C7 C8 1.503(10) . ? C7 P1 1.831(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N2 1.347(8) . ? C8 C9 1.408(9) . ? C9 C10 1.359(10) . ? C9 H9 0.9500 . ? C10 C11 1.359(10) . ? C10 H10 0.9500 . ? C11 C12 1.382(9) . ? C11 H11 0.9500 . ? C12 N2 1.344(8) . ? C12 H12 0.9500 . ? C13 C18 1.389(10) . ? C13 C14 1.409(9) . ? C13 P1 1.812(7) . ? C14 C15 1.381(11) . ? C14 H14 0.9500 . ? C15 C16 1.380(11) . ? C15 H15 0.9500 . ? C16 C17 1.379(11) . ? C16 H16 0.9500 . ? C17 C18 1.399(11) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C26 1.443(9) . ? C19 C20 1.501(9) . ? C19 Ir1 2.094(6) . ? C19 H19 1.0000 . ? C20 C21 1.535(10) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.515(9) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.398(10) . ? C22 Ir1 2.157(7) . ? C22 H22 1.0000 . ? C23 C24 1.502(11) . ? C23 Ir1 2.142(7) . ? C23 H23 1.0000 . ? C24 C25 1.547(11) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.527(10) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 Ir1 2.143(6) . ? C26 H26 1.0000 . ? C27 C28 1.393(8) . ? C27 C32 1.401(8) . ? C27 B1 1.634(8) . ? C28 C29 1.388(9) . ? C28 H28 0.9500 . ? C29 C30 1.394(9) . ? C29 C33 1.475(11) . ? C30 C31 1.378(9) . ? C30 H30 0.9500 . ? C31 C32 1.389(8) . ? C31 C34 1.497(9) . ? C32 H32 0.9500 . ? C33 F3B 1.30(2) . ? C33 F2B 1.318(16) . ? C33 F3 1.333(19) . ? C33 F2 1.345(15) . ? C33 F1 1.382(17) . ? C33 F1B 1.458(17) . ? C34 F6 1.324(8) . ? C34 F5 1.334(8) . ? C34 F4 1.343(8) . ? C35 C36 1.386(8) . ? C35 C40 1.411(8) . ? C35 B1 1.642(8) . ? C36 C37 1.388(8) . ? C36 H36 0.9500 . ? C37 C38 1.379(9) . ? C37 C41 1.500(10) . ? C38 C39 1.384(9) . ? C38 H38 0.9500 . ? C39 C40 1.383(8) . ? C39 C42 1.497(9) . ? C40 H40 0.9500 . ? C41 F8 1.22(2) . ? C41 F7B 1.240(17) . ? C41 F9 1.343(13) . ? C41 F9B 1.380(13) . ? C41 F8B 1.44(2) . ? C41 F7 1.470(17) . ? C42 F11 1.327(9) . ? C42 F12 1.333(8) . ? C42 F10 1.334(8) . ? C43 C48 1.385(8) . ? C43 C44 1.395(8) . ? C43 B1 1.644(8) . ? C44 C45 1.394(8) . ? C44 H44 0.9500 . ? C45 C46 1.362(9) . ? C45 C49 1.489(10) . ? C46 C47 1.382(9) . ? C46 H46 0.9500 . ? C47 C48 1.384(8) . ? C47 C50 1.482(9) . ? C48 H48 0.9500 . ? C49 F13 1.255(18) . ? C49 F15B 1.304(17) . ? C49 F14B 1.363(18) . ? C49 F15 1.372(17) . ? C49 F14 1.396(17) . ? C49 F13B 1.415(17) . ? C50 F17 1.323(15) . ? C50 F18B 1.323(16) . ? C50 F16B 1.337(16) . ? C50 F17B 1.360(15) . ? C50 F18 1.376(16) . ? C50 F16 1.395(16) . ? C51 C56 1.391(8) . ? C51 C52 1.402(8) . ? C51 B1 1.650(9) . ? C52 C53 1.365(8) . ? C52 H52 0.9500 . ? C53 C54 1.386(9) . ? C53 C57 1.453(10) . ? C54 C55 1.385(9) . ? C54 H54 0.9500 . ? C55 C56 1.384(8) . ? C55 C58 1.465(9) . ? C56 H56 0.9500 . ? C57 F20B 1.301(14) . ? C57 F21B 1.302(16) . ? C57 F19 1.309(17) . ? C57 F20 1.338(14) . ? C57 F19B 1.409(17) . ? C57 F21 1.414(16) . ? C58 F24B 1.328(15) . ? C58 F22B 1.342(15) . ? C58 F23B 1.348(16) . ? C58 F24 1.352(16) . ? C58 F23 1.354(15) . ? C58 F22 1.374(15) . ? Ir1 N1 2.150(5) . ? Ir1 N2 2.274(5) . ? Ir1 P1 2.2771(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 C2 C1 P1 112.0(5) . . ? C2 C1 H1A 109.2 . . ? P1 C1 H1A 109.2 . . ? C2 C1 H1B 109.2 . . ? P1 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N1 C2 C3 121.2(7) . . ? N1 C2 C1 118.1(6) . . ? C3 C2 C1 120.6(7) . . ? C4 C3 C2 119.0(8) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 119.8(8) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 118.9(8) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? N1 C6 C5 123.8(8) . . ? N1 C6 H6 118.1 . . ? C5 C6 H6 118.1 . . ? C8 C7 P1 111.2(5) . . ? C8 C7 H7A 109.4 . . ? P1 C7 H7A 109.4 . . ? C8 C7 H7B 109.4 . . ? P1 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? N2 C8 C9 120.3(6) . . ? N2 C8 C7 119.1(5) . . ? C9 C8 C7 120.6(6) . . ? C10 C9 C8 120.1(7) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 119.4(6) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C10 C11 C12 118.8(7) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? N2 C12 C11 123.1(7) . . ? N2 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? C18 C13 C14 118.2(6) . . ? C18 C13 P1 123.6(5) . . ? C14 C13 P1 118.2(5) . . ? C15 C14 C13 120.8(7) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C14 121.0(8) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C17 C16 C15 118.5(8) . . ? C17 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C16 C17 C18 121.6(8) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C13 C18 C17 119.8(7) . . ? C13 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C26 C19 C20 124.1(6) . . ? C26 C19 Ir1 71.9(3) . . ? C20 C19 Ir1 115.3(5) . . ? C26 C19 H19 113.0 . . ? C20 C19 H19 113.0 . . ? Ir1 C19 H19 113.0 . . ? C19 C20 C21 111.3(5) . . ? C19 C20 H20A 109.4 . . ? C21 C20 H20A 109.4 . . ? C19 C20 H20B 109.4 . . ? C21 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 111.3(6) . . ? C22 C21 H21A 109.4 . . ? C20 C21 H21A 109.4 . . ? C22 C21 H21B 109.4 . . ? C20 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C21 122.8(7) . . ? C23 C22 Ir1 70.4(4) . . ? C21 C22 Ir1 115.1(5) . . ? C23 C22 H22 113.8 . . ? C21 C22 H22 113.8 . . ? Ir1 C22 H22 113.8 . . ? C22 C23 C24 125.5(7) . . ? C22 C23 Ir1 71.6(4) . . ? C24 C23 Ir1 111.8(5) . . ? C22 C23 H23 113.5 . . ? C24 C23 H23 113.5 . . ? Ir1 C23 H23 113.5 . . ? C23 C24 C25 112.5(6) . . ? C23 C24 H24A 109.1 . . ? C25 C24 H24A 109.1 . . ? C23 C24 H24B 109.1 . . ? C25 C24 H24B 109.1 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 110.1(6) . . ? C26 C25 H25A 109.6 . . ? C24 C25 H25A 109.6 . . ? C26 C25 H25B 109.6 . . ? C24 C25 H25B 109.6 . . ? H25A C25 H25B 108.2 . . ? C19 C26 C25 121.7(6) . . ? C19 C26 Ir1 68.3(3) . . ? C25 C26 Ir1 115.2(5) . . ? C19 C26 H26 114.6 . . ? C25 C26 H26 114.6 . . ? Ir1 C26 H26 114.6 . . ? C28 C27 C32 115.3(5) . . ? C28 C27 B1 123.6(5) . . ? C32 C27 B1 120.8(5) . . ? C29 C28 C27 122.9(6) . . ? C29 C28 H28 118.6 . . ? C27 C28 H28 118.6 . . ? C28 C29 C30 120.7(6) . . ? C28 C29 C33 120.3(6) . . ? C30 C29 C33 119.1(6) . . ? C31 C30 C29 117.5(6) . . ? C31 C30 H30 121.3 . . ? C29 C30 H30 121.3 . . ? C30 C31 C32 121.5(6) . . ? C30 C31 C34 120.8(6) . . ? C32 C31 C34 117.6(6) . . ? C31 C32 C27 122.2(6) . . ? C31 C32 H32 118.9 . . ? C27 C32 H32 118.9 . . ? F3B C33 F2B 118.3(11) . . ? F2B C33 F3 124.6(11) . . ? F3B C33 F2 88.1(10) . . ? F3 C33 F2 105.6(11) . . ? F3B C33 F1 123.6(11) . . ? F2B C33 F1 72.3(10) . . ? F3 C33 F1 101.0(10) . . ? F2 C33 F1 108.3(10) . . ? F3B C33 F1B 97.8(10) . . ? F2B C33 F1B 97.4(11) . . ? F3 C33 F1B 73.6(9) . . ? F2 C33 F1B 126.8(10) . . ? F3B C33 C29 111.0(10) . . ? F2B C33 C29 117.3(8) . . ? F3 C33 C29 116.5(10) . . ? F2 C33 C29 114.7(9) . . ? F1 C33 C29 109.6(8) . . ? F1B C33 C29 112.1(8) . . ? F6 C34 F5 106.2(5) . . ? F6 C34 F4 105.3(6) . . ? F5 C34 F4 107.1(6) . . ? F6 C34 C31 113.6(5) . . ? F5 C34 C31 112.9(6) . . ? F4 C34 C31 111.2(5) . . ? C36 C35 C40 115.2(5) . . ? C36 C35 B1 125.7(5) . . ? C40 C35 B1 118.9(5) . . ? C35 C36 C37 122.9(6) . . ? C35 C36 H36 118.5 . . ? C37 C36 H36 118.5 . . ? C38 C37 C36 120.4(6) . . ? C38 C37 C41 118.7(6) . . ? C36 C37 C41 120.9(6) . . ? C37 C38 C39 118.6(6) . . ? C37 C38 H38 120.7 . . ? C39 C38 H38 120.7 . . ? C40 C39 C38 120.3(6) . . ? C40 C39 C42 119.8(5) . . ? C38 C39 C42 119.8(5) . . ? C39 C40 C35 122.4(5) . . ? C39 C40 H40 118.8 . . ? C35 C40 H40 118.8 . . ? F8 C41 F7B 106.4(12) . . ? F8 C41 F9 113.4(9) . . ? F7B C41 F9 76.7(9) . . ? F8 C41 F9B 84.4(9) . . ? F7B C41 F9B 113.5(9) . . ? F7B C41 F8B 111.8(12) . . ? F9 C41 F8B 129.7(9) . . ? F9B C41 F8B 96.5(10) . . ? F8 C41 F7 95.4(12) . . ? F9 C41 F7 100.0(10) . . ? F9B C41 F7 134.1(9) . . ? F8B C41 F7 95.2(9) . . ? F8 C41 C37 120.0(10) . . ? F7B C41 C37 117.3(10) . . ? F9 C41 C37 114.9(8) . . ? F9B C41 C37 110.8(7) . . ? F8B C41 C37 104.6(8) . . ? F7 C41 C37 108.8(7) . . ? F11 C42 F12 105.1(6) . . ? F11 C42 F10 106.7(6) . . ? F12 C42 F10 106.4(6) . . ? F11 C42 C39 112.6(6) . . ? F12 C42 C39 112.6(6) . . ? F10 C42 C39 112.8(6) . . ? C48 C43 C44 115.8(5) . . ? C48 C43 B1 122.6(5) . . ? C44 C43 B1 121.5(5) . . ? C45 C44 C43 121.3(5) . . ? C45 C44 H44 119.3 . . ? C43 C44 H44 119.3 . . ? C46 C45 C44 121.7(6) . . ? C46 C45 C49 120.0(6) . . ? C44 C45 C49 118.2(6) . . ? C45 C46 C47 117.8(5) . . ? C45 C46 H46 121.1 . . ? C47 C46 H46 121.1 . . ? C46 C47 C48 120.6(6) . . ? C46 C47 C50 120.4(5) . . ? C48 C47 C50 119.0(6) . . ? C47 C48 C43 122.7(5) . . ? C47 C48 H48 118.6 . . ? C43 C48 H48 118.6 . . ? F13 C49 F15B 88.2(8) . . ? F13 C49 F14B 115.6(11) . . ? F15B C49 F14B 104.9(9) . . ? F13 C49 F15 109.6(8) . . ? F14B C49 F15 86.4(8) . . ? F13 C49 F14 101.9(10) . . ? F15B C49 F14 120.3(10) . . ? F15 C49 F14 104.8(9) . . ? F15B C49 F13B 107.9(9) . . ? F14B C49 F13B 102.4(10) . . ? F15 C49 F13B 127.3(9) . . ? F14 C49 F13B 85.5(8) . . ? F13 C49 C45 115.4(9) . . ? F15B C49 C45 116.6(8) . . ? F14B C49 C45 113.4(8) . . ? F15 C49 C45 112.8(8) . . ? F14 C49 C45 111.2(7) . . ? F13B C49 C45 110.7(7) . . ? F17 C50 F18B 117.1(9) . . ? F17 C50 F16B 86.5(8) . . ? F18B C50 F16B 100.9(8) . . ? F18B C50 F17B 102.0(8) . . ? F16B C50 F17B 108.2(8) . . ? F17 C50 F18 110.5(8) . . ? F16B C50 F18 123.5(9) . . ? F17B C50 F18 89.7(8) . . ? F17 C50 F16 107.4(8) . . ? F18B C50 F16 78.6(8) . . ? F17B C50 F16 125.0(9) . . ? F18 C50 F16 101.5(8) . . ? F17 C50 C47 115.4(8) . . ? F18B C50 C47 118.7(8) . . ? F16B C50 C47 111.8(7) . . ? F17B C50 C47 113.9(8) . . ? F18 C50 C47 108.1(7) . . ? F16 C50 C47 113.1(7) . . ? C56 C51 C52 115.5(5) . . ? C56 C51 B1 122.7(5) . . ? C52 C51 B1 121.5(5) . . ? C53 C52 C51 122.3(5) . . ? C53 C52 H52 118.8 . . ? C51 C52 H52 118.8 . . ? C52 C53 C54 121.3(6) . . ? C52 C53 C57 119.8(6) . . ? C54 C53 C57 118.9(6) . . ? C55 C54 C53 117.8(6) . . ? C55 C54 H54 121.1 . . ? C53 C54 H54 121.1 . . ? C56 C55 C54 120.4(6) . . ? C56 C55 C58 119.5(6) . . ? C54 C55 C58 120.0(6) . . ? C55 C56 C51 122.6(6) . . ? C55 C56 H56 118.7 . . ? C51 C56 H56 118.7 . . ? F20B C57 F21B 107.9(9) . . ? F20B C57 F19 70.0(9) . . ? F21B C57 F19 119.7(12) . . ? F21B C57 F20 69.9(9) . . ? F19 C57 F20 108.5(9) . . ? F20B C57 F19B 100.0(9) . . ? F21B C57 F19B 99.7(11) . . ? F20 C57 F19B 128.5(9) . . ? F20B C57 F21 131.5(9) . . ? F19 C57 F21 103.4(11) . . ? F20 C57 F21 101.2(9) . . ? F19B C57 F21 74.5(9) . . ? F20B C57 C53 116.2(9) . . ? F21B C57 C53 117.2(8) . . ? F19 C57 C53 116.1(8) . . ? F20 C57 C53 116.1(9) . . ? F19B C57 C53 113.3(7) . . ? F21 C57 C53 109.7(7) . . ? F24B C58 F22B 103.7(8) . . ? F24B C58 F23B 105.3(9) . . ? F22B C58 F23B 105.5(8) . . ? F22B C58 F24 121.5(9) . . ? F23B C58 F24 82.1(8) . . ? F24B C58 F23 125.1(10) . . ? F22B C58 F23 85.8(8) . . ? F24 C58 F23 104.9(9) . . ? F24B C58 F22 83.8(7) . . ? F23B C58 F22 121.9(9) . . ? F24 C58 F22 105.6(8) . . ? F23 C58 F22 106.1(8) . . ? F24B C58 C55 111.7(7) . . ? F22B C58 C55 114.5(8) . . ? F23B C58 C55 115.0(7) . . ? F24 C58 C55 113.4(7) . . ? F23 C58 C55 112.4(7) . . ? F22 C58 C55 113.7(8) . . ? C19 Ir1 C23 96.1(3) . . ? C19 Ir1 C26 39.8(2) . . ? C23 Ir1 C26 80.1(3) . . ? C19 Ir1 N1 87.3(2) . . ? C23 Ir1 N1 167.1(3) . . ? C26 Ir1 N1 94.9(2) . . ? C19 Ir1 C22 79.3(3) . . ? C23 Ir1 C22 38.0(3) . . ? C26 Ir1 C22 88.5(3) . . ? N1 Ir1 C22 154.6(3) . . ? C19 Ir1 N2 148.8(2) . . ? C23 Ir1 N2 86.8(2) . . ? C26 Ir1 N2 111.2(2) . . ? N1 Ir1 N2 83.94(19) . . ? C22 Ir1 N2 118.2(2) . . ? C19 Ir1 P1 129.07(19) . . ? C23 Ir1 P1 106.0(2) . . ? C26 Ir1 P1 168.67(17) . . ? N1 Ir1 P1 81.01(16) . . ? C22 Ir1 P1 90.8(2) . . ? N2 Ir1 P1 78.99(14) . . ? C13 P1 C1 104.6(3) . . ? C13 P1 C7 105.2(3) . . ? C1 P1 C7 105.4(4) . . ? C13 P1 Ir1 129.0(2) . . ? C1 P1 Ir1 103.5(3) . . ? C7 P1 Ir1 107.1(2) . . ? C27 B1 C35 112.0(5) . . ? C27 B1 C43 104.0(4) . . ? C35 B1 C43 113.6(4) . . ? C27 B1 C51 112.1(5) . . ? C35 B1 C51 103.4(4) . . ? C43 B1 C51 112.1(5) . . ? C6 N1 C2 117.2(6) . . ? C6 N1 Ir1 121.0(5) . . ? C2 N1 Ir1 121.8(5) . . ? C12 N2 C8 118.1(5) . . ? C12 N2 Ir1 120.8(4) . . ? C8 N2 Ir1 121.0(4) . . ? 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 P1 C1 C2 N1 -13.0(8) . . . . ? P1 C1 C2 C3 169.5(5) . . . . ? N1 C2 C3 C4 0.9(10) . . . . ? C1 C2 C3 C4 178.4(7) . . . . ? C2 C3 C4 C5 1.0(12) . . . . ? C3 C4 C5 C6 -1.0(12) . . . . ? C4 C5 C6 N1 -0.9(13) . . . . ? P1 C7 C8 N2 15.5(10) . . . . ? P1 C7 C8 C9 -166.2(6) . . . . ? N2 C8 C9 C10 1.2(12) . . . . ? C7 C8 C9 C10 -177.1(8) . . . . ? C8 C9 C10 C11 0.4(12) . . . . ? C9 C10 C11 C12 -1.3(12) . . . . ? C10 C11 C12 N2 0.7(12) . . . . ? C18 C13 C14 C15 1.0(12) . . . . ? P1 C13 C14 C15 -178.7(7) . . . . ? C13 C14 C15 C16 -0.5(14) . . . . ? C14 C15 C16 C17 -0.3(14) . . . . ? C15 C16 C17 C18 0.6(13) . . . . ? C14 C13 C18 C17 -0.7(12) . . . . ? P1 C13 C18 C17 179.0(6) . . . . ? C16 C17 C18 C13 -0.1(13) . . . . ? C26 C19 C20 C21 -53.3(9) . . . . ? Ir1 C19 C20 C21 31.3(8) . . . . ? C19 C20 C21 C22 -27.2(9) . . . . ? C20 C21 C22 C23 94.4(8) . . . . ? C20 C21 C22 Ir1 12.3(8) . . . . ? C21 C22 C23 C24 -3.8(11) . . . . ? Ir1 C22 C23 C24 104.0(7) . . . . ? C21 C22 C23 Ir1 -107.8(6) . . . . ? C22 C23 C24 C25 -46.9(10) . . . . ? Ir1 C23 C24 C25 35.5(8) . . . . ? C23 C24 C25 C26 -31.7(9) . . . . ? C20 C19 C26 C25 1.7(9) . . . . ? Ir1 C19 C26 C25 -107.0(6) . . . . ? C20 C19 C26 Ir1 108.8(6) . . . . ? C24 C25 C26 C19 92.8(7) . . . . ? C24 C25 C26 Ir1 13.7(7) . . . . ? C32 C27 C28 C29 0.6(8) . . . . ? B1 C27 C28 C29 174.6(5) . . . . ? C27 C28 C29 C30 0.5(9) . . . . ? C27 C28 C29 C33 -179.2(7) . . . . ? C28 C29 C30 C31 -1.2(9) . . . . ? C33 C29 C30 C31 178.5(6) . . . . ? C29 C30 C31 C32 0.8(9) . . . . ? C29 C30 C31 C34 177.8(6) . . . . ? C30 C31 C32 C27 0.3(9) . . . . ? C34 C31 C32 C27 -176.8(5) . . . . ? C28 C27 C32 C31 -1.0(8) . . . . ? B1 C27 C32 C31 -175.2(5) . . . . ? C28 C29 C33 F3B 79.2(11) . . . . ? C30 C29 C33 F3B -100.4(10) . . . . ? C28 C29 C33 F2B -140.5(11) . . . . ? C30 C29 C33 F2B 39.8(14) . . . . ? C28 C29 C33 F3 53.1(13) . . . . ? C30 C29 C33 F3 -126.6(11) . . . . ? C28 C29 C33 F2 177.1(9) . . . . ? C30 C29 C33 F2 -2.5(12) . . . . ? C28 C29 C33 F1 -60.8(10) . . . . ? C30 C29 C33 F1 119.6(8) . . . . ? C28 C29 C33 F1B -29.0(11) . . . . ? C30 C29 C33 F1B 151.3(8) . . . . ? C30 C31 C34 F6 131.4(6) . . . . ? C32 C31 C34 F6 -51.5(8) . . . . ? C30 C31 C34 F5 10.3(8) . . . . ? C32 C31 C34 F5 -172.6(6) . . . . ? C30 C31 C34 F4 -110.1(7) . . . . ? C32 C31 C34 F4 67.0(8) . . . . ? C40 C35 C36 C37 -1.1(9) . . . . ? B1 C35 C36 C37 -175.7(6) . . . . ? C35 C36 C37 C38 1.7(11) . . . . ? C35 C36 C37 C41 -177.0(7) . . . . ? C36 C37 C38 C39 -0.6(11) . . . . ? C41 C37 C38 C39 178.1(8) . . . . ? C37 C38 C39 C40 -1.1(11) . . . . ? C37 C38 C39 C42 -178.1(7) . . . . ? C38 C39 C40 C35 1.7(10) . . . . ? C42 C39 C40 C35 178.8(6) . . . . ? C36 C35 C40 C39 -0.6(9) . . . . ? B1 C35 C40 C39 174.4(6) . . . . ? C38 C37 C41 F8 111.8(12) . . . . ? C36 C37 C41 F8 -69.4(13) . . . . ? C38 C37 C41 F7B -116.4(10) . . . . ? C36 C37 C41 F7B 62.3(13) . . . . ? C38 C37 C41 F9 -28.9(13) . . . . ? C36 C37 C41 F9 149.8(9) . . . . ? C38 C37 C41 F9B 16.1(13) . . . . ? C36 C37 C41 F9B -165.1(9) . . . . ? C38 C37 C41 F8B 119.1(10) . . . . ? C36 C37 C41 F8B -62.2(12) . . . . ? C38 C37 C41 F7 -140.1(9) . . . . ? C36 C37 C41 F7 38.6(12) . . . . ? C40 C39 C42 F11 -87.5(8) . . . . ? C38 C39 C42 F11 89.6(8) . . . . ? C40 C39 C42 F12 153.9(6) . . . . ? C38 C39 C42 F12 -29.0(10) . . . . ? C40 C39 C42 F10 33.4(10) . . . . ? C38 C39 C42 F10 -149.5(7) . . . . ? C48 C43 C44 C45 -0.8(8) . . . . ? B1 C43 C44 C45 -175.8(5) . . . . ? C43 C44 C45 C46 -0.2(9) . . . . ? C43 C44 C45 C49 -177.2(6) . . . . ? C44 C45 C46 C47 1.1(9) . . . . ? C49 C45 C46 C47 178.0(6) . . . . ? C45 C46 C47 C48 -0.9(9) . . . . ? C45 C46 C47 C50 -179.1(6) . . . . ? C46 C47 C48 C43 -0.1(9) . . . . ? C50 C47 C48 C43 178.0(6) . . . . ? C44 C43 C48 C47 1.0(8) . . . . ? B1 C43 C48 C47 176.0(5) . . . . ? C46 C45 C49 F13 104.1(9) . . . . ? C44 C45 C49 F13 -78.9(9) . . . . ? C46 C45 C49 F15B 2.6(11) . . . . ? C44 C45 C49 F15B 179.7(8) . . . . ? C46 C45 C49 F14B -119.3(8) . . . . ? C44 C45 C49 F14B 57.8(10) . . . . ? C46 C45 C49 F15 -23.0(11) . . . . ? C44 C45 C49 F15 154.0(8) . . . . ? C46 C45 C49 F14 -140.4(8) . . . . ? C44 C45 C49 F14 36.6(10) . . . . ? C46 C45 C49 F13B 126.3(8) . . . . ? C44 C45 C49 F13B -56.6(9) . . . . ? C46 C47 C50 F17 0.5(10) . . . . ? C48 C47 C50 F17 -177.6(7) . . . . ? C46 C47 C50 F18B -145.9(8) . . . . ? C48 C47 C50 F18B 35.9(10) . . . . ? C46 C47 C50 F16B 97.3(8) . . . . ? C48 C47 C50 F16B -80.9(8) . . . . ? C46 C47 C50 F17B -25.8(10) . . . . ? C48 C47 C50 F17B 156.0(7) . . . . ? C46 C47 C50 F18 -123.7(8) . . . . ? C48 C47 C50 F18 58.1(9) . . . . ? C46 C47 C50 F16 124.7(7) . . . . ? C48 C47 C50 F16 -53.5(9) . . . . ? C56 C51 C52 C53 1.6(8) . . . . ? B1 C51 C52 C53 175.7(5) . . . . ? C51 C52 C53 C54 -1.3(9) . . . . ? C51 C52 C53 C57 179.5(6) . . . . ? C52 C53 C54 C55 -0.3(9) . . . . ? C57 C53 C54 C55 178.9(6) . . . . ? C53 C54 C55 C56 1.5(8) . . . . ? C53 C54 C55 C58 -177.3(6) . . . . ? C54 C55 C56 C51 -1.1(8) . . . . ? C58 C55 C56 C51 177.6(5) . . . . ? C52 C51 C56 C55 -0.4(7) . . . . ? B1 C51 C56 C55 -174.4(5) . . . . ? C52 C53 C57 F20B 87.5(11) . . . . ? C54 C53 C57 F20B -91.7(10) . . . . ? C52 C53 C57 F21B -142.9(9) . . . . ? C54 C53 C57 F21B 37.9(12) . . . . ? C52 C53 C57 F19 8.0(12) . . . . ? C54 C53 C57 F19 -171.2(9) . . . . ? C52 C53 C57 F20 137.3(9) . . . . ? C54 C53 C57 F20 -41.8(11) . . . . ? C52 C53 C57 F19B -27.6(11) . . . . ? C54 C53 C57 F19B 153.3(8) . . . . ? C52 C53 C57 F21 -108.7(9) . . . . ? C54 C53 C57 F21 72.1(10) . . . . ? C56 C55 C58 F24B -89.9(9) . . . . ? C54 C55 C58 F24B 88.8(9) . . . . ? C56 C55 C58 F22B 152.5(7) . . . . ? C54 C55 C58 F22B -28.7(9) . . . . ? C56 C55 C58 F23B 30.0(10) . . . . ? C54 C55 C58 F23B -151.3(7) . . . . ? C56 C55 C58 F24 -62.2(9) . . . . ? C54 C55 C58 F24 116.6(8) . . . . ? C56 C55 C58 F23 56.6(10) . . . . ? C54 C55 C58 F23 -124.6(8) . . . . ? C56 C55 C58 F22 177.3(6) . . . . ? C54 C55 C58 F22 -4.0(9) . . . . ? C26 C19 Ir1 C23 66.6(4) . . . . ? C20 C19 Ir1 C23 -53.2(6) . . . . ? C20 C19 Ir1 C26 -119.8(7) . . . . ? C26 C19 Ir1 N1 -100.9(4) . . . . ? C20 C19 Ir1 N1 139.2(5) . . . . ? C26 C19 Ir1 C22 100.8(4) . . . . ? C20 C19 Ir1 C22 -19.1(5) . . . . ? C26 C19 Ir1 N2 -27.2(7) . . . . ? C20 C19 Ir1 N2 -147.0(5) . . . . ? C26 C19 Ir1 P1 -177.1(3) . . . . ? C20 C19 Ir1 P1 63.1(6) . . . . ? C22 C23 Ir1 C19 63.8(4) . . . . ? C24 C23 Ir1 C19 -57.9(6) . . . . ? C22 C23 Ir1 C26 100.4(4) . . . . ? C24 C23 Ir1 C26 -21.3(5) . . . . ? C22 C23 Ir1 N1 168.7(8) . . . . ? C24 C23 Ir1 N1 46.9(12) . . . . ? C24 C23 Ir1 C22 -121.7(7) . . . . ? C22 C23 Ir1 N2 -147.4(4) . . . . ? C24 C23 Ir1 N2 90.9(5) . . . . ? C22 C23 Ir1 P1 -69.8(4) . . . . ? C24 C23 Ir1 P1 168.5(5) . . . . ? C25 C26 Ir1 C19 115.9(6) . . . . ? C19 C26 Ir1 C23 -112.1(4) . . . . ? C25 C26 Ir1 C23 3.8(5) . . . . ? C19 C26 Ir1 N1 79.9(4) . . . . ? C25 C26 Ir1 N1 -164.2(5) . . . . ? C19 C26 Ir1 C22 -74.9(4) . . . . ? C25 C26 Ir1 C22 41.0(5) . . . . ? C19 C26 Ir1 N2 165.3(4) . . . . ? C25 C26 Ir1 N2 -78.8(5) . . . . ? C19 C26 Ir1 P1 11.7(11) . . . . ? C25 C26 Ir1 P1 127.6(8) . . . . ? C23 C22 Ir1 C19 -114.7(5) . . . . ? C21 C22 Ir1 C19 3.2(5) . . . . ? C21 C22 Ir1 C23 117.9(7) . . . . ? C23 C22 Ir1 C26 -75.8(4) . . . . ? C21 C22 Ir1 C26 42.2(6) . . . . ? C23 C22 Ir1 N1 -174.1(5) . . . . ? C21 C22 Ir1 N1 -56.2(9) . . . . ? C23 C22 Ir1 N2 37.6(5) . . . . ? C21 C22 Ir1 N2 155.6(5) . . . . ? C23 C22 Ir1 P1 115.5(4) . . . . ? C21 C22 Ir1 P1 -126.5(5) . . . . ? C18 C13 P1 C1 95.4(7) . . . . ? C14 C13 P1 C1 -85.0(7) . . . . ? C18 C13 P1 C7 -15.5(8) . . . . ? C14 C13 P1 C7 164.2(6) . . . . ? C18 C13 P1 Ir1 -143.2(6) . . . . ? C14 C13 P1 Ir1 36.5(7) . . . . ? C2 C1 P1 C13 156.3(5) . . . . ? C2 C1 P1 C7 -93.0(6) . . . . ? C2 C1 P1 Ir1 19.4(6) . . . . ? C8 C7 P1 C13 -157.1(6) . . . . ? C8 C7 P1 C1 92.6(7) . . . . ? C8 C7 P1 Ir1 -17.1(7) . . . . ? C19 Ir1 P1 C13 -57.7(4) . . . . ? C23 Ir1 P1 C13 54.3(4) . . . . ? C26 Ir1 P1 C13 -67.3(10) . . . . ? N1 Ir1 P1 C13 -136.8(3) . . . . ? C22 Ir1 P1 C13 19.1(4) . . . . ? N2 Ir1 P1 C13 137.7(3) . . . . ? C19 Ir1 P1 C1 64.2(4) . . . . ? C23 Ir1 P1 C1 176.2(3) . . . . ? C26 Ir1 P1 C1 54.6(10) . . . . ? N1 Ir1 P1 C1 -14.9(3) . . . . ? C22 Ir1 P1 C1 140.9(3) . . . . ? N2 Ir1 P1 C1 -100.4(3) . . . . ? C19 Ir1 P1 C7 175.3(4) . . . . ? C23 Ir1 P1 C7 -72.7(4) . . . . ? C26 Ir1 P1 C7 165.7(10) . . . . ? N1 Ir1 P1 C7 96.2(4) . . . . ? C22 Ir1 P1 C7 -107.9(4) . . . . ? N2 Ir1 P1 C7 10.7(4) . . . . ? C28 C27 B1 C35 30.9(7) . . . . ? C32 C27 B1 C35 -155.4(5) . . . . ? C28 C27 B1 C43 -92.2(6) . . . . ? C32 C27 B1 C43 81.5(6) . . . . ? C28 C27 B1 C51 146.5(5) . . . . ? C32 C27 B1 C51 -39.8(7) . . . . ? C36 C35 B1 C27 -139.6(6) . . . . ? C40 C35 B1 C27 45.9(7) . . . . ? C36 C35 B1 C43 -22.2(8) . . . . ? C40 C35 B1 C43 163.4(5) . . . . ? C36 C35 B1 C51 99.5(7) . . . . ? C40 C35 B1 C51 -74.9(6) . . . . ? C48 C43 B1 C27 -91.7(6) . . . . ? C44 C43 B1 C27 83.0(6) . . . . ? C48 C43 B1 C35 146.3(5) . . . . ? C44 C43 B1 C35 -39.0(7) . . . . ? C48 C43 B1 C51 29.6(7) . . . . ? C44 C43 B1 C51 -155.8(5) . . . . ? C56 C51 B1 C27 -32.4(7) . . . . ? C52 C51 B1 C27 153.9(5) . . . . ? C56 C51 B1 C35 88.4(6) . . . . ? C52 C51 B1 C35 -85.3(6) . . . . ? C56 C51 B1 C43 -148.9(5) . . . . ? C52 C51 B1 C43 37.5(7) . . . . ? C5 C6 N1 C2 2.7(11) . . . . ? C5 C6 N1 Ir1 -176.0(6) . . . . ? C3 C2 N1 C6 -2.7(9) . . . . ? C1 C2 N1 C6 179.8(6) . . . . ? C3 C2 N1 Ir1 176.0(5) . . . . ? C1 C2 N1 Ir1 -1.5(8) . . . . ? C19 Ir1 N1 C6 60.0(5) . . . . ? C23 Ir1 N1 C6 -45.8(12) . . . . ? C26 Ir1 N1 C6 20.9(5) . . . . ? C22 Ir1 N1 C6 117.8(7) . . . . ? N2 Ir1 N1 C6 -90.0(5) . . . . ? P1 Ir1 N1 C6 -169.8(5) . . . . ? C19 Ir1 N1 C2 -118.7(5) . . . . ? C23 Ir1 N1 C2 135.5(10) . . . . ? C26 Ir1 N1 C2 -157.8(5) . . . . ? C22 Ir1 N1 C2 -60.9(7) . . . . ? N2 Ir1 N1 C2 91.3(5) . . . . ? P1 Ir1 N1 C2 11.6(4) . . . . ? C11 C12 N2 C8 0.9(11) . . . . ? C11 C12 N2 Ir1 -176.6(6) . . . . ? C9 C8 N2 C12 -1.9(10) . . . . ? C7 C8 N2 C12 176.5(7) . . . . ? C9 C8 N2 Ir1 175.6(5) . . . . ? C7 C8 N2 Ir1 -6.0(9) . . . . ? C19 Ir1 N2 C12 16.5(8) . . . . ? C23 Ir1 N2 C12 -79.9(6) . . . . ? C26 Ir1 N2 C12 -1.8(6) . . . . ? N1 Ir1 N2 C12 91.1(5) . . . . ? C22 Ir1 N2 C12 -102.0(6) . . . . ? P1 Ir1 N2 C12 173.1(5) . . . . ? C19 Ir1 N2 C8 -161.0(5) . . . . ? C23 Ir1 N2 C8 102.6(6) . . . . ? C26 Ir1 N2 C8 -179.3(5) . . . . ? N1 Ir1 N2 C8 -86.3(5) . . . . ? C22 Ir1 N2 C8 80.5(6) . . . . ? P1 Ir1 N2 C8 -4.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.594 _refine_diff_density_min -1.653 _refine_diff_density_rms 0.187 # Attachment 'PdBr2_NPN_.cif' data_lsf15 _database_code_depnum_ccdc_archive 'CCDC 757233' #TrackingRef 'PdBr2_NPN_.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic Ls15 _chemical_name_common Ls15 _chemical_formula_moiety 'C18 H17 Br2 N2 P1 Pd1' _chemical_formula_sum 'C18 H17 Br2 N2 P1 Pd1' _exptl_crystal_recrystallization_method 'Ether, acetonitrile' _chemical_melting_point ? _exptl_crystal_description Prism _exptl_crystal_colour Yellow _diffrn_ambient_temperature 173(2) _diffrn_ambient_pressure ? _chemical_formula_weight 558.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.3788(5) _cell_length_b 14.0532(6) _cell_length_c 18.7832(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.209(2) _cell_angle_gamma 90.00 _cell_volume 3809.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3972 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 29.131 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.948 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 5.256 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2112 _exptl_absorpt_correction_T_max 0.2839 _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8424 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0454 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 29.12 _reflns_number_total 5115 _reflns_number_gt 4094 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material PLATON _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^)+(0.0500P)^2^+2.1991P] 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 5115 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _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 Pd1 Pd 0.224561(19) 0.40920(2) 0.166529(15) 0.01832(9) Uani 1 1 d . . . P1 P 0.29447(7) 0.28576(7) 0.23498(5) 0.0204(2) Uani 1 1 d . . . N1 N 0.1061(2) 0.3267(2) 0.14750(17) 0.0202(6) Uani 1 1 d . . . N2 N 0.3048(3) 0.3437(3) 0.4099(2) 0.0348(8) Uani 1 1 d . . . Br1 Br 0.14343(3) 0.55039(3) 0.09147(2) 0.02759(11) Uani 1 1 d . . . Br2 Br 0.37512(3) 0.47823(3) 0.18827(2) 0.02806(11) Uani 1 1 d . . . C1 C 0.1990(3) 0.2303(3) 0.2563(2) 0.0238(8) Uani 1 1 d . . . H1A H 0.2100 0.1625 0.2641 0.029 Uiso 1 1 calc R . . H1B H 0.1941 0.2576 0.3022 0.029 Uiso 1 1 calc R . . C2 C 0.1105(3) 0.2474(3) 0.1905(2) 0.0210(7) Uani 1 1 d . . . C3 C 0.0363(3) 0.1858(3) 0.1743(2) 0.0264(8) Uani 1 1 d . . . H3 H 0.0406 0.1319 0.2041 0.032 Uiso 1 1 calc R . . C4 C -0.0447(3) 0.2038(3) 0.1138(2) 0.0309(9) Uani 1 1 d . . . H4 H -0.0953 0.1631 0.1032 0.037 Uiso 1 1 calc R . . C5 C -0.0485(3) 0.2832(3) 0.0698(2) 0.0303(9) Uani 1 1 d . . . H5 H -0.1015 0.2963 0.0284 0.036 Uiso 1 1 calc R . . C6 C 0.0272(3) 0.3429(3) 0.0879(2) 0.0240(8) Uani 1 1 d . . . H6 H 0.0240 0.3964 0.0580 0.029 Uiso 1 1 calc R . . C7 C 0.3879(3) 0.3004(3) 0.3260(2) 0.0258(8) Uani 1 1 d . . . H7A H 0.4011 0.2392 0.3514 0.031 Uiso 1 1 calc R . . H7B H 0.4433 0.3210 0.3169 0.031 Uiso 1 1 calc R . . C8 C 0.3662(3) 0.3711(3) 0.3779(2) 0.0246(8) Uani 1 1 d . . . C9 C 0.4095(4) 0.4582(4) 0.3924(3) 0.0424(12) Uani 1 1 d . . . H9 H 0.4521 0.4751 0.3695 0.051 Uiso 1 1 calc R . . C10 C 0.3893(4) 0.5201(4) 0.4412(3) 0.0501(14) Uani 1 1 d . . . H10 H 0.4180 0.5792 0.4518 0.060 Uiso 1 1 calc R . . C11 C 0.3253(4) 0.4927(4) 0.4741(2) 0.0428(12) Uani 1 1 d . . . H11 H 0.3096 0.5332 0.5070 0.051 Uiso 1 1 calc R . . C12 C 0.2860(3) 0.4047(4) 0.4571(3) 0.0418(12) Uani 1 1 d . . . H12 H 0.2435 0.3862 0.4797 0.050 Uiso 1 1 calc R . . C13 C 0.3367(3) 0.2018(3) 0.1819(2) 0.0269(8) Uani 1 1 d . . . C14 C 0.3652(4) 0.1120(4) 0.2097(3) 0.0478(13) Uani 1 1 d . . . H14 H 0.3629 0.0943 0.2567 0.057 Uiso 1 1 calc R . . C15 C 0.3972(4) 0.0479(4) 0.1682(3) 0.0609(17) Uani 1 1 d . . . H15 H 0.4160 -0.0127 0.1873 0.073 Uiso 1 1 calc R . . C16 C 0.4010(4) 0.0741(4) 0.0988(3) 0.0542(15) Uani 1 1 d . . . H16 H 0.4218 0.0311 0.0707 0.065 Uiso 1 1 calc R . . C17 C 0.3743(4) 0.1630(4) 0.0713(3) 0.0531(14) Uani 1 1 d . . . H17 H 0.3783 0.1807 0.0248 0.064 Uiso 1 1 calc R . . C18 C 0.3413(3) 0.2277(3) 0.1115(3) 0.0390(11) Uani 1 1 d . . . H18 H 0.3224 0.2879 0.0918 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01934(15) 0.01769(15) 0.01841(14) 0.00113(11) 0.00716(11) -0.00015(11) P1 0.0198(4) 0.0216(5) 0.0195(4) 0.0013(4) 0.0062(4) 0.0025(4) N1 0.0201(15) 0.0172(15) 0.0239(15) 0.0022(13) 0.0082(12) 0.0003(12) N2 0.0337(19) 0.040(2) 0.0334(18) -0.0046(17) 0.0152(16) -0.0029(17) Br1 0.0325(2) 0.0204(2) 0.0279(2) 0.00469(16) 0.00785(17) 0.00156(17) Br2 0.0243(2) 0.0306(2) 0.0292(2) -0.00160(17) 0.00910(16) -0.00847(17) C1 0.0238(18) 0.024(2) 0.0216(18) 0.0068(16) 0.0056(15) 0.0000(16) C2 0.0228(18) 0.0193(18) 0.0236(17) 0.0013(15) 0.0115(15) 0.0020(15) C3 0.029(2) 0.023(2) 0.029(2) 0.0040(17) 0.0129(17) -0.0008(17) C4 0.0230(19) 0.028(2) 0.038(2) 0.0032(18) 0.0061(17) -0.0063(17) C5 0.0230(19) 0.031(2) 0.033(2) 0.0053(18) 0.0046(17) 0.0001(18) C6 0.0231(18) 0.0224(19) 0.0249(18) 0.0072(16) 0.0062(15) 0.0012(16) C7 0.0208(18) 0.029(2) 0.0245(19) 0.0015(17) 0.0042(15) 0.0059(16) C8 0.0213(18) 0.032(2) 0.0167(17) -0.0007(16) 0.0018(14) 0.0028(17) C9 0.056(3) 0.046(3) 0.031(2) -0.009(2) 0.021(2) -0.013(2) C10 0.075(4) 0.039(3) 0.036(3) -0.009(2) 0.018(3) -0.007(3) C11 0.051(3) 0.048(3) 0.027(2) -0.008(2) 0.011(2) 0.013(2) C12 0.037(2) 0.059(3) 0.034(2) -0.007(2) 0.018(2) 0.003(2) C13 0.0229(19) 0.028(2) 0.0274(19) -0.0029(17) 0.0055(16) 0.0034(17) C14 0.063(3) 0.043(3) 0.029(2) -0.001(2) 0.005(2) 0.026(3) C15 0.067(4) 0.047(3) 0.051(3) -0.018(3) -0.001(3) 0.033(3) C16 0.039(3) 0.063(4) 0.055(3) -0.032(3) 0.011(2) 0.012(3) C17 0.060(3) 0.062(4) 0.051(3) -0.020(3) 0.037(3) -0.004(3) C18 0.049(3) 0.036(3) 0.040(2) -0.007(2) 0.027(2) 0.000(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 Pd1 N1 2.084(3) . ? Pd1 P1 2.2052(10) . ? Pd1 Br2 2.4116(5) . ? Pd1 Br1 2.5032(5) . ? P1 C13 1.804(4) . ? P1 C1 1.824(4) . ? P1 C7 1.826(4) . ? N1 C6 1.356(5) . ? N1 C2 1.363(5) . ? N2 C12 1.334(6) . ? N2 C8 1.340(5) . ? C1 C2 1.508(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.380(5) . ? C3 C4 1.389(6) . ? C3 H3 0.9300 . ? C4 C5 1.378(6) . ? C4 H4 0.9300 . ? C5 C6 1.379(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.508(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.375(6) . ? C9 C10 1.374(7) . ? C9 H9 0.9300 . ? C10 C11 1.385(7) . ? C10 H10 0.9300 . ? C11 C12 1.366(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.377(6) . ? C13 C18 1.397(6) . ? C14 C15 1.388(7) . ? C14 H14 0.9300 . ? C15 C16 1.376(8) . ? C15 H15 0.9300 . ? C16 C17 1.360(8) . ? C16 H16 0.9300 . ? C17 C18 1.385(6) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? 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 N1 Pd1 P1 83.31(9) . . ? N1 Pd1 Br2 169.86(8) . . ? P1 Pd1 Br2 88.37(3) . . ? N1 Pd1 Br1 96.22(8) . . ? P1 Pd1 Br1 178.48(3) . . ? Br2 Pd1 Br1 92.242(17) . . ? C13 P1 C1 108.23(19) . . ? C13 P1 C7 105.90(17) . . ? C1 P1 C7 106.00(18) . . ? C13 P1 Pd1 112.86(13) . . ? C1 P1 Pd1 101.32(12) . . ? C7 P1 Pd1 121.65(14) . . ? C6 N1 C2 118.3(3) . . ? C6 N1 Pd1 121.9(2) . . ? C2 N1 Pd1 119.4(2) . . ? C12 N2 C8 117.4(4) . . ? C2 C1 P1 108.6(2) . . ? C2 C1 H1A 110.0 . . ? P1 C1 H1A 110.0 . . ? C2 C1 H1B 110.0 . . ? P1 C1 H1B 110.0 . . ? H1A C1 H1B 108.3 . . ? N1 C2 C3 120.9(3) . . ? N1 C2 C1 117.5(3) . . ? C3 C2 C1 121.6(3) . . ? C2 C3 C4 120.4(4) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 118.5(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 119.2(4) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? N1 C6 C5 122.6(3) . . ? N1 C6 H6 118.7 . . ? C5 C6 H6 118.7 . . ? C8 C7 P1 113.7(3) . . ? C8 C7 H7A 108.8 . . ? P1 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? P1 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N2 C8 C9 122.4(4) . . ? N2 C8 C7 116.6(4) . . ? C9 C8 C7 120.9(4) . . ? C10 C9 C8 119.3(5) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 118.8(5) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? C12 C11 C10 118.1(4) . . ? C12 C11 H11 120.9 . . ? C10 C11 H11 120.9 . . ? N2 C12 C11 123.9(5) . . ? N2 C12 H12 118.0 . . ? C11 C12 H12 118.0 . . ? C14 C13 C18 118.9(4) . . ? C14 C13 P1 121.2(3) . . ? C18 C13 P1 119.9(3) . . ? C13 C14 C15 120.7(5) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C16 C15 C14 119.8(5) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C17 C16 C15 120.1(5) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 120.9(5) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C13 119.6(5) . . ? C17 C18 H18 120.2 . . ? C13 C18 H18 120.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.12 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.720 _refine_diff_density_min -1.183 _refine_diff_density_rms 0.230