data_global #------------------------------------------------------------------------------ # SUBMISSION DETAILS _publ_contact_author_name ' Joseph A. R. Schmidt ' _publ_contact_author_address ; 2801 W. Bancroft St. MS 602 Department of Chemistry The University of Toledo Toledo, OH 43606-3390 ; _publ_contact_author_email ' Joseph.Schmidt@utoledo.edu ' _publ_contact_author_fax ' (419) 530-4033 ' _publ_requested_journal ; Organometallics ; #------------------------------------------------------------------------------ # TITLE AND AUTHOR LIST _publ_section_title ; Reactivity of (3-Iminophosphine)palladium(II) Complexes: Evidence of Hemilability ; loop_ _publ_author_name _publ_author_address ' Andrew R. Shaffer ' ; 2801 W. Bancroft St. MS 602 Department of Chemistry The University of Toledo Toledo, OH 43606-3390 ; ' Joseph A. R. Schmidt ' ; 2801 W. Bancroft St. MS 602 Department of Chemistry The University of Toledo Toledo, OH 43606-3390 ; #------------------------------------------------------------------------------ # TEXT _publ_section_references ; SMART: Area-Detector Software Package,v5.625; Bruker AXS, Inc.: Madison, WI, (1997-2001) SAINT: SAX Area-Detector Integration Program, V6.22; Bruker AXS, Inc.: Madison, WI, (1997-2001) XPREP: Reciprocal Space Exploration Program, v6.12; Bruker AXS, Inc.: Madison, WI, (2001) SADABS: Bruker/Siemens Area Detector Absorption Program, v2.03; Bruker AXS, Inc.: Madison, WI, (2001) SHELXL-97: Structure Solution Program, v6.10; Bruker AXS, Inc.: Madison, WI, (2000) ; data_[(3IP)Pd(allyl)][PF6] #------------------------------------------------------------------------------ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H31 F6 N P2 Pd' _chemical_formula_weight 627.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Iba2 _symmetry_Int_Tables_number 45 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 21.604(2) _cell_length_b 27.913(3) _cell_length_c 17.7922(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10729(2) _cell_formula_units_Z 16 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 6957 _cell_measurement_theta_min 4.65 _cell_measurement_theta_max 48.24 _exptl_crystal_description 'plate' _exptl_crystal_colour yellow _exptl_crystal_size_max .30 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5088 _exptl_absorpt_coefficient_mu 0.867 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.747 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55191 _diffrn_reflns_av_R_equivalents 0.1860 _diffrn_reflns_av_sigmaI/netI 0.1518 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 28.31 _reflns_number_total 13318 _reflns_number_gt 8447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0228P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(3) _refine_ls_number_reflns 13318 _refine_ls_number_parameters 653 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1199 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 0.867 _refine_ls_restrained_S_all 0.867 _refine_ls_shift/su_max 0.007 _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 -0.100962(19) -0.193256(15) -0.80278(3) 0.02506(10) Uani 1 1 d . . . Pd2 Pd -0.34737(2) 0.098233(15) -1.01422(3) 0.02947(11) Uani 1 1 d . . . P2 P -0.25983(7) 0.06941(6) -0.96112(9) 0.0274(3) Uani 1 1 d . . . P1 P -0.02924(7) -0.24649(5) -0.76179(9) 0.0235(3) Uani 1 1 d . . . P4 P -0.27753(9) 0.24199(7) -1.07890(14) 0.0459(5) Uani 1 1 d . . . C28 C -0.2036(2) 0.10040(19) -1.0123(4) 0.0277(13) Uani 1 1 d . . . F1 F -0.3346(2) 0.2379(2) -1.0233(3) 0.0777(15) Uani 1 1 d . . . C12 C -0.0322(3) -0.3470(2) -0.7483(4) 0.0314(14) Uani 1 1 d . . . H12A H -0.0007 -0.3484 -0.7837 0.038 Uiso 1 1 calc R . . N1 N -0.0370(2) -0.13506(17) -0.7834(3) 0.0267(12) Uani 1 1 d . . . N2 N -0.3110(2) 0.07608(19) -1.1208(3) 0.0323(13) Uani 1 1 d . . . F5 F -0.2999(3) 0.19446(18) -1.1193(4) 0.0958(19) Uani 1 1 d . . . C13 C -0.0557(4) -0.3893(2) -0.7159(4) 0.0421(18) Uani 1 1 d . . . H13A H -0.0392 -0.4189 -0.7292 0.051 Uiso 1 1 calc R . . C27 C -0.2066(2) 0.10155(19) -1.0845(5) 0.0321(16) Uani 1 1 d . . . C8 C -0.0910(3) -0.0620(2) -0.8222(4) 0.045(2) Uani 1 1 d . . . H8A H -0.0852 -0.0483 -0.7733 0.068 Uiso 1 1 calc R . . H8B H -0.1284 -0.0806 -0.8227 0.068 Uiso 1 1 calc R . . H8C H -0.0939 -0.0369 -0.8590 0.068 Uiso 1 1 calc R . . C11 C -0.0563(3) -0.3040(2) -0.7270(4) 0.0275(13) Uani 1 1 d . . . C36 C -0.2519(3) 0.0052(2) -0.9735(3) 0.0301(14) Uani 1 1 d . . . C41 C -0.1981(3) -0.0154(2) -1.0027(4) 0.0414(17) Uani 1 1 d . . . H41A H -0.1638 0.0033 -1.0142 0.050 Uiso 1 1 calc R . . C19 C 0.0691(4) -0.2891(3) -0.9439(4) 0.061(2) Uani 1 1 d . . . H19A H 0.0597 -0.3040 -0.9893 0.073 Uiso 1 1 calc R . . C48 C -0.3886(3) 0.1299(3) -0.9218(5) 0.050(2) Uani 1 1 d . . . H48A H -0.3907 0.1104 -0.8766 0.060 Uiso 1 1 calc R . . H48B H -0.3771 0.1629 -0.9118 0.060 Uiso 1 1 calc R . . C7 C -0.0363(3) -0.0942(2) -0.8409(3) 0.0329(15) Uani 1 1 d . . . C3 C 0.0038(3) -0.2189(2) -0.6796(3) 0.0246(13) Uani 1 1 d . . . C2 C 0.0138(3) -0.1717(2) -0.6742(4) 0.0288(14) Uani 1 1 d . . . C47 C -0.2426(4) 0.1290(3) -0.8376(5) 0.061(2) Uani 1 1 d . . . H47A H -0.2604 0.1523 -0.8682 0.074 Uiso 1 1 calc R . . C4 C 0.0291(3) -0.2452(2) -0.6130(4) 0.0349(16) Uani 1 1 d . . . H4A H 0.0675 -0.2614 -0.6251 0.042 Uiso 1 1 calc R . . H4B H -0.0004 -0.2684 -0.5939 0.042 Uiso 1 1 calc R . . C43 C -0.2068(3) 0.0492(3) -0.8200(4) 0.0459(19) Uani 1 1 d . . . H43A H -0.2001 0.0181 -0.8370 0.055 Uiso 1 1 calc R . . C39 C -0.2463(5) -0.0927(3) -0.9993(5) 0.059(2) Uani 1 1 d . . . H39A H -0.2447 -0.1254 -1.0089 0.071 Uiso 1 1 calc R . . C6 C 0.0494(3) -0.1599(2) -0.6028(4) 0.0345(15) Uani 1 1 d . . . H6A H 0.0929 -0.1546 -0.6131 0.041 Uiso 1 1 calc R . . H6B H 0.0324 -0.1320 -0.5777 0.041 Uiso 1 1 calc R . . C45 C -0.1972(4) 0.1086(4) -0.7221(5) 0.071(3) Uani 1 1 d . . . H45A H -0.1850 0.1169 -0.6737 0.085 Uiso 1 1 calc R . . C32 C -0.3536(3) 0.0535(3) -1.1783(4) 0.0470(19) Uani 1 1 d . . . C40 C -0.1973(4) -0.0650(3) -1.0143(5) 0.057(2) Uani 1 1 d . . . H40A H -0.1615 -0.0792 -1.0329 0.068 Uiso 1 1 calc R . . C42 C -0.2356(3) 0.0827(2) -0.8649(4) 0.0362(16) Uani 1 1 d . . . C26 C -0.2547(3) 0.0822(3) -1.1384(4) 0.0413(18) Uani 1 1 d . . . H26A H -0.2423 0.0745 -1.1869 0.050 Uiso 1 1 calc R . . C10 C 0.0241(3) -0.0653(2) -0.8393(4) 0.0418(17) Uani 1 1 d . . . H10A H 0.0583 -0.0861 -0.8505 0.063 Uiso 1 1 calc R . . H10B H 0.0297 -0.0516 -0.7903 0.063 Uiso 1 1 calc R . . H10C H 0.0221 -0.0402 -0.8761 0.063 Uiso 1 1 calc R . . C49 C -0.4353(4) 0.1230(3) -0.9734(6) 0.058(2) Uani 1 1 d . . . H49A H -0.4674 0.0993 -0.9622 0.070 Uiso 1 1 calc R . . C14 C -0.1028(3) -0.3867(3) -0.6650(5) 0.0461(19) Uani 1 1 d . . . H14A H -0.1186 -0.4147 -0.6442 0.055 Uiso 1 1 calc R . . C16 C -0.1056(3) -0.3019(2) -0.6748(4) 0.0375(16) Uani 1 1 d . . . H16A H -0.1233 -0.2728 -0.6613 0.045 Uiso 1 1 calc R . . C29 C -0.1397(3) 0.1170(3) -0.9886(4) 0.0461(18) Uani 1 1 d . . . H29A H -0.1135 0.0900 -0.9759 0.055 Uiso 1 1 calc R . . H29B H -0.1421 0.1385 -0.9459 0.055 Uiso 1 1 calc R . . C15 C -0.1266(3) -0.3444(2) -0.6444(5) 0.0459(18) Uani 1 1 d . . . H15A H -0.1581 -0.3437 -0.6088 0.055 Uiso 1 1 calc R . . C44 C -0.1878(4) 0.0634(4) -0.7476(5) 0.065(3) Uani 1 1 d . . . H44A H -0.1683 0.0413 -0.7165 0.078 Uiso 1 1 calc R . . C5 C 0.0396(3) -0.2048(2) -0.5569(4) 0.0388(17) Uani 1 1 d . . . H5A H 0.0039 -0.2013 -0.5243 0.047 Uiso 1 1 calc R . . H5B H 0.0757 -0.2114 -0.5261 0.047 Uiso 1 1 calc R . . C17 C 0.0346(3) -0.2594(2) -0.8258(4) 0.0312(15) Uani 1 1 d . . . C20 C 0.1304(4) -0.2790(3) -0.9247(6) 0.070(3) Uani 1 1 d . . . H20A H 0.1624 -0.2865 -0.9577 0.084 Uiso 1 1 calc R . . C21 C 0.1426(5) -0.2585(4) -0.8583(7) 0.088(3) Uiso 1 1 d . . . H21A H 0.1832 -0.2507 -0.8460 0.105 Uiso 1 1 calc R . . C37 C -0.3021(3) -0.0238(2) -0.9574(4) 0.0437(18) Uani 1 1 d . . . H37A H -0.3381 -0.0103 -0.9382 0.052 Uiso 1 1 calc R . . C50 C -0.4323(3) 0.1416(3) -1.0449(5) 0.048(2) Uani 1 1 d . . . H50A H -0.4270 0.1760 -1.0493 0.058 Uiso 1 1 calc R . . H50B H -0.4600 0.1280 -1.0821 0.058 Uiso 1 1 calc R . . C22 C 0.0950(3) -0.2485(3) -0.8072(6) 0.079(3) Uani 1 1 d . . . H22A H 0.1041 -0.2347 -0.7610 0.095 Uiso 1 1 calc R . . C23 C -0.1694(3) -0.2450(3) -0.8271(4) 0.051(2) Uani 1 1 d . . . H23A H -0.1260 -0.2491 -0.8149 0.061 Uiso 1 1 calc R . . H23B H -0.1934 -0.2740 -0.8342 0.061 Uiso 1 1 calc R . . C30 C -0.1154(3) 0.1434(3) -1.0591(5) 0.053(2) Uani 1 1 d . . . H30A H -0.1224 0.1776 -1.0543 0.064 Uiso 1 1 calc R . . H30B H -0.0713 0.1379 -1.0649 0.064 Uiso 1 1 calc R . . C34 C -0.3783(4) 0.0944(3) -1.2255(5) 0.067(2) Uani 1 1 d . . . H34A H -0.3446 0.1098 -1.2510 0.100 Uiso 1 1 calc R . . H34B H -0.3988 0.1171 -1.1936 0.100 Uiso 1 1 calc R . . H34C H -0.4071 0.0821 -1.2618 0.100 Uiso 1 1 calc R . . C35 C -0.4040(4) 0.0277(3) -1.1362(5) 0.060(2) Uani 1 1 d . . . H35A H -0.4254 0.0499 -1.1041 0.091 Uiso 1 1 calc R . . H35B H -0.3861 0.0026 -1.1062 0.091 Uiso 1 1 calc R . . H35C H -0.4328 0.0140 -1.1713 0.091 Uiso 1 1 calc R . . C33 C -0.3216(4) 0.0181(3) -1.2286(6) 0.070(3) Uani 1 1 d . . . H33A H -0.2894 0.0340 -1.2561 0.105 Uiso 1 1 calc R . . H33B H -0.3511 0.0047 -1.2632 0.105 Uiso 1 1 calc R . . H33C H -0.3040 -0.0071 -1.1987 0.105 Uiso 1 1 calc R . . C1 C 0.0029(3) -0.1340(2) -0.7312(3) 0.0239(13) Uani 1 1 d . . . H1A H 0.0278 -0.1069 -0.7285 0.029 Uiso 1 1 calc R . . C24 C -0.1998(6) -0.2030(4) -0.8039(10) 0.038(3) Uiso 0.50 1 d P . . C24A C -0.1881(6) -0.2034(5) -0.8629(8) 0.038(3) Uiso 0.50 1 d P . . H24A H -0.2261 -0.2110 -0.8904 0.045 Uiso 1 1 calc R . . C31 C -0.1497(3) 0.1242(3) -1.1258(4) 0.052(2) Uani 1 1 d . . . H31A H -0.1257 0.1004 -1.1527 0.062 Uiso 1 1 calc R . . H31B H -0.1620 0.1495 -1.1600 0.062 Uiso 1 1 calc R . . C25 C -0.1949(3) -0.1605(3) -0.8354(4) 0.0446(19) Uani 1 1 d . . . H25A H -0.2324 -0.1428 -0.8471 0.053 Uiso 1 1 calc R . . H25B H -0.1583 -0.1414 -0.8254 0.053 Uiso 1 1 calc R . . C18 C 0.0227(3) -0.2766(3) -0.8947(4) 0.0470(19) Uani 1 1 d . . . H18A H -0.0183 -0.2803 -0.9096 0.056 Uiso 1 1 calc R . . C46 C -0.2240(5) 0.1412(4) -0.7665(6) 0.077(3) Uani 1 1 d . . . H46A H -0.2301 0.1722 -0.7490 0.092 Uiso 1 1 calc R . . P5 P -0.5000 0.0000 -0.87521(17) 0.0394(6) Uani 1 2 d S . . F2 F -0.2411(2) 0.21058(18) -1.0178(4) 0.0912(18) Uani 1 1 d . . . F4 F -0.3171(3) 0.2735(2) -1.1352(3) 0.0871(17) Uani 1 1 d . . . F10 F -0.5000 0.0000 -0.9622(4) 0.095(3) Uani 1 2 d S . . F3 F -0.2668(5) 0.2892(4) -1.0213(9) 0.080(4) Uiso 0.50 1 d P . . F3A F -0.2471(4) 0.2882(3) -1.0479(6) 0.048(3) Uiso 0.50 1 d P . . F6 F -0.2209(3) 0.2413(3) -1.1321(6) 0.170(4) Uani 1 1 d . . . F7 F -0.5000 0.0000 -0.7854(3) 0.0618(18) Uani 1 2 d S . . F8 F -0.4707(2) -0.05265(14) -0.8748(3) 0.0590(12) Uani 1 1 d . . . F9 F -0.5674(2) -0.02252(17) -0.8725(3) 0.0709(15) Uani 1 1 d . . . C38 C -0.2991(5) -0.0724(3) -0.9698(5) 0.059(2) Uani 1 1 d . . . H38A H -0.3329 -0.0917 -0.9581 0.070 Uiso 1 1 calc R . . C9 C -0.0417(4) -0.1175(3) -0.9162(4) 0.050(2) Uani 1 1 d . . . H9A H -0.0061 -0.1374 -0.9249 0.075 Uiso 1 1 calc R . . H9B H -0.0441 -0.0933 -0.9545 0.075 Uiso 1 1 calc R . . H9C H -0.0785 -0.1369 -0.9176 0.075 Uiso 1 1 calc R . . P8 P 0.0000 0.0000 -0.59310(14) 0.0318(5) Uani 1 2 d S . . F12 F -0.0326(10) -0.0432(8) -0.6358(17) 0.128(8) Uani 0.50 1 d P . . F14 F -0.0405(7) -0.0110(13) -0.5234(8) 0.142(8) Uani 0.50 1 d P . . F16 F -0.0545(9) 0.0301(8) -0.6288(17) 0.132(7) Uani 0.50 1 d P . . F15 F -0.0524(6) 0.0298(7) -0.5608(18) 0.126(8) Uani 0.50 1 d P . . F13 F -0.0314(7) -0.0474(4) -0.5738(17) 0.107(6) Uani 0.50 1 d P . . F11 F -0.0352(9) -0.0037(14) -0.6672(9) 0.153(8) Uani 0.50 1 d P . . 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 0.02432(19) 0.02522(19) 0.0256(2) -0.0021(2) -0.0044(2) 0.00018(19) Pd2 0.0246(2) 0.0271(2) 0.0367(3) -0.0003(2) 0.0025(2) 0.00232(19) P2 0.0279(8) 0.0284(8) 0.0261(8) -0.0004(7) 0.0018(7) 0.0019(7) P1 0.0210(7) 0.0233(7) 0.0263(8) -0.0044(7) 0.0005(7) 0.0009(6) P4 0.0311(9) 0.0417(10) 0.0650(14) -0.0018(10) -0.0013(10) -0.0055(8) C28 0.010(2) 0.029(3) 0.044(4) 0.020(3) -0.016(3) -0.014(2) F1 0.060(3) 0.118(4) 0.055(3) 0.009(3) 0.000(3) 0.014(3) C12 0.030(3) 0.031(3) 0.033(4) -0.004(3) -0.004(3) -0.001(3) N1 0.028(3) 0.026(2) 0.025(3) 0.000(2) 0.005(2) -0.001(2) N2 0.021(3) 0.037(3) 0.039(3) -0.002(3) -0.005(2) 0.005(2) F5 0.134(5) 0.065(3) 0.089(4) -0.019(3) -0.002(4) -0.033(3) C13 0.060(5) 0.023(3) 0.043(4) -0.003(3) -0.003(4) -0.002(3) C27 0.008(2) 0.011(3) 0.078(5) 0.012(3) -0.008(3) 0.001(2) C8 0.055(4) 0.028(3) 0.053(6) 0.011(3) -0.016(4) 0.000(3) C11 0.028(3) 0.022(3) 0.033(4) -0.004(3) -0.007(3) 0.005(3) C36 0.035(3) 0.033(3) 0.022(3) 0.001(3) -0.004(3) 0.006(3) C41 0.047(4) 0.037(4) 0.039(4) -0.008(3) -0.008(4) 0.009(3) C19 0.062(5) 0.096(7) 0.026(4) -0.004(4) 0.010(4) 0.000(5) C48 0.051(5) 0.054(5) 0.044(5) -0.013(4) 0.009(4) 0.005(4) C7 0.053(4) 0.025(3) 0.021(3) 0.006(3) -0.006(3) -0.001(3) C3 0.020(3) 0.027(3) 0.027(3) -0.001(3) -0.005(2) 0.005(2) C2 0.025(3) 0.038(3) 0.024(3) -0.003(3) -0.002(3) 0.005(3) C47 0.066(5) 0.064(5) 0.054(6) -0.018(5) -0.002(5) 0.003(4) C4 0.037(4) 0.035(3) 0.033(4) 0.004(3) -0.013(3) 0.003(3) C43 0.039(4) 0.061(5) 0.038(5) 0.006(4) -0.007(3) -0.016(3) C39 0.102(6) 0.025(3) 0.050(6) -0.006(4) -0.036(5) 0.009(4) C6 0.033(3) 0.042(4) 0.029(4) -0.007(3) -0.008(3) -0.003(3) C45 0.060(6) 0.111(8) 0.041(5) -0.016(6) -0.005(4) -0.025(6) C32 0.029(4) 0.065(5) 0.048(5) -0.012(4) -0.007(3) 0.006(4) C40 0.081(5) 0.042(4) 0.047(5) -0.014(4) -0.020(5) 0.039(4) C42 0.039(4) 0.041(4) 0.029(4) -0.006(3) 0.006(3) 0.000(3) C26 0.052(5) 0.047(4) 0.025(4) -0.003(3) -0.003(3) 0.017(4) C10 0.060(5) 0.033(4) 0.033(4) 0.004(3) 0.007(4) -0.011(3) C49 0.035(4) 0.044(4) 0.096(8) -0.013(5) 0.001(5) 0.016(4) C14 0.053(5) 0.031(4) 0.055(5) 0.004(4) 0.005(4) -0.017(3) C16 0.031(3) 0.032(3) 0.050(4) 0.001(3) 0.015(3) 0.000(3) C29 0.042(4) 0.046(4) 0.050(5) 0.002(3) 0.003(3) -0.009(3) C15 0.044(4) 0.038(4) 0.056(5) 0.007(4) 0.011(4) -0.004(3) C44 0.063(6) 0.094(7) 0.038(5) 0.022(5) -0.009(4) -0.019(5) C5 0.041(4) 0.044(4) 0.032(4) 0.002(3) -0.015(3) 0.015(3) C17 0.025(3) 0.036(3) 0.032(4) -0.006(3) 0.009(3) -0.004(3) C20 0.051(5) 0.091(7) 0.067(7) -0.028(6) 0.024(5) 0.005(5) C37 0.048(4) 0.032(4) 0.052(5) 0.005(4) 0.003(4) -0.002(3) C50 0.042(4) 0.058(5) 0.045(5) -0.003(4) -0.007(3) 0.020(4) C22 0.024(3) 0.122(8) 0.090(7) -0.067(8) 0.003(5) 0.003(4) C23 0.028(3) 0.064(5) 0.060(6) -0.005(4) -0.015(3) -0.020(3) C30 0.036(4) 0.064(5) 0.059(5) 0.008(4) 0.005(4) -0.016(4) C34 0.067(5) 0.087(7) 0.046(5) -0.001(5) -0.021(4) 0.002(5) C35 0.056(5) 0.058(5) 0.067(6) -0.018(4) -0.012(5) 0.001(4) C33 0.051(5) 0.081(6) 0.079(7) -0.040(6) -0.005(5) 0.003(5) C1 0.030(3) 0.023(3) 0.019(3) -0.001(2) 0.000(3) -0.006(2) C31 0.027(4) 0.082(6) 0.047(5) 0.009(4) -0.003(3) -0.003(4) C25 0.022(3) 0.053(4) 0.058(5) 0.006(4) -0.015(3) 0.001(3) C18 0.043(4) 0.074(5) 0.023(4) 0.001(4) -0.006(3) 0.005(4) C46 0.082(7) 0.090(7) 0.059(6) -0.030(6) -0.014(5) 0.000(6) P5 0.0409(15) 0.0335(13) 0.0437(16) 0.000 0.000 0.0011(11) F2 0.080(3) 0.068(3) 0.126(5) 0.016(4) -0.042(4) 0.013(3) F4 0.088(4) 0.091(4) 0.082(4) 0.029(3) -0.023(3) -0.006(3) F10 0.145(7) 0.104(6) 0.036(4) 0.000 0.000 0.040(6) F6 0.094(5) 0.185(8) 0.232(10) -0.055(8) 0.101(6) -0.053(5) F7 0.086(4) 0.061(4) 0.039(5) 0.000 0.000 -0.010(4) F8 0.064(3) 0.037(2) 0.076(3) -0.009(2) -0.011(2) 0.013(2) F9 0.047(3) 0.066(3) 0.099(4) -0.005(3) -0.013(3) -0.006(2) C38 0.087(6) 0.035(4) 0.053(5) 0.012(4) -0.013(5) -0.009(4) C9 0.068(5) 0.053(4) 0.029(4) 0.000(4) -0.001(4) -0.022(4) P8 0.0421(14) 0.0273(12) 0.0258(13) 0.000 0.000 -0.0046(10) F12 0.146(16) 0.097(14) 0.141(19) -0.070(14) -0.026(17) -0.050(13) F14 0.087(9) 0.30(3) 0.037(7) 0.043(13) 0.030(7) -0.060(15) F16 0.132(15) 0.132(16) 0.133(18) 0.033(14) 0.000(15) 0.074(13) F15 0.059(8) 0.091(11) 0.23(2) -0.111(14) 0.061(13) -0.016(8) F13 0.108(10) 0.021(6) 0.191(19) 0.028(9) -0.003(15) -0.031(6) F11 0.153(17) 0.26(3) 0.051(9) 0.025(16) -0.047(9) 0.01(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 Pd1 C23 2.112(7) . ? Pd1 C24 2.153(12) . ? Pd1 N1 2.160(5) . ? Pd1 C24A 2.184(15) . ? Pd1 P1 2.2673(15) . ? Pd1 C25 2.301(7) . ? Pd2 C48 2.069(7) . ? Pd2 N2 2.144(6) . ? Pd2 C49 2.149(8) . ? Pd2 P2 2.2620(17) . ? Pd2 C50 2.265(7) . ? P2 C28 1.748(6) . ? P2 C36 1.814(6) . ? P2 C42 1.828(7) . ? P1 C3 1.800(6) . ? P1 C11 1.818(6) . ? P1 C17 1.824(6) . ? P4 F6 1.547(7) . ? P4 F3A 1.549(9) . ? P4 F4 1.583(6) . ? P4 F5 1.584(5) . ? P4 F1 1.586(5) . ? P4 F2 1.602(6) . ? P4 F3 1.685(14) . ? C28 C27 1.286(11) . ? C28 C29 1.515(8) . ? C12 C11 1.360(8) . ? C12 C13 1.408(9) . ? N1 C1 1.266(7) . ? N1 C7 1.532(7) . ? N2 C26 1.267(9) . ? N2 C32 1.514(9) . ? C13 C14 1.365(10) . ? C27 C26 1.513(10) . ? C27 C31 1.566(9) . ? C8 C7 1.520(9) . ? C11 C16 1.414(9) . ? C36 C37 1.381(9) . ? C36 C41 1.397(9) . ? C41 C40 1.400(9) . ? C19 C18 1.376(10) . ? C19 C20 1.396(12) . ? C48 C49 1.377(11) . ? C7 C9 1.495(9) . ? C7 C10 1.534(9) . ? C3 C2 1.338(9) . ? C3 C4 1.497(8) . ? C2 C1 1.481(9) . ? C2 C6 1.521(8) . ? C47 C46 1.370(12) . ? C47 C42 1.391(11) . ? C4 C5 1.521(9) . ? C43 C42 1.377(10) . ? C43 C44 1.409(11) . ? C39 C40 1.337(12) . ? C39 C38 1.378(12) . ? C6 C5 1.511(9) . ? C45 C46 1.336(13) . ? C45 C44 1.355(13) . ? C32 C33 1.502(11) . ? C32 C35 1.506(11) . ? C32 C34 1.512(11) . ? C49 C50 1.375(11) . ? C14 C15 1.337(10) . ? C16 C15 1.381(9) . ? C29 C30 1.545(10) . ? C17 C18 1.342(9) . ? C17 C22 1.380(9) . ? C20 C21 1.340(14) . ? C21 C22 1.400(13) . ? C37 C38 1.378(10) . ? C23 C24A 1.385(15) . ? C23 C24 1.407(15) . ? C30 C31 1.497(11) . ? C24 C24A 1.08(2) . ? C24 C25 1.316(15) . ? C24A C25 1.301(14) . ? P5 F10 1.548(8) . ? P5 F9 1.587(4) 2_455 ? P5 F9 1.587(4) . ? P5 F7 1.597(7) . ? P5 F8 1.600(4) . ? P5 F8 1.600(4) 2_455 ? F3 F3A 0.637(14) . ? P8 F15 1.518(11) 2 ? P8 F15 1.518(11) . ? P8 F11 1.525(15) 2 ? P8 F11 1.525(15) . ? P8 F13 1.526(10) 2 ? P8 F13 1.526(10) . ? P8 F14 1.548(11) . ? P8 F14 1.548(11) 2 ? P8 F16 1.579(15) 2 ? P8 F16 1.579(15) . ? P8 F12 1.591(13) 2 ? P8 F12 1.591(13) . ? F12 F13 1.11(2) . ? F12 F11 1.24(3) . ? F14 F15 1.34(3) . ? F14 F13 1.37(3) . ? F16 F15 1.21(3) . ? F16 F11 1.24(3) . ? F11 F11 1.53(4) 2 ? 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 C23 Pd1 C24 38.5(4) . . ? C23 Pd1 N1 174.2(3) . . ? C24 Pd1 N1 136.9(4) . . ? C23 Pd1 C24A 37.6(4) . . ? C24 Pd1 C24A 28.8(5) . . ? N1 Pd1 C24A 136.6(4) . . ? C23 Pd1 P1 95.5(2) . . ? C24 Pd1 P1 126.8(4) . . ? N1 Pd1 P1 90.25(13) . . ? C24A Pd1 P1 131.4(3) . . ? C23 Pd1 C25 66.6(3) . . ? C24 Pd1 C25 34.2(4) . . ? N1 Pd1 C25 107.8(2) . . ? C24A Pd1 C25 33.6(4) . . ? P1 Pd1 C25 160.84(19) . . ? C48 Pd2 N2 169.9(3) . . ? C48 Pd2 C49 38.1(3) . . ? N2 Pd2 C49 135.8(3) . . ? C48 Pd2 P2 100.3(2) . . ? N2 Pd2 P2 87.72(14) . . ? C49 Pd2 P2 135.4(3) . . ? C48 Pd2 C50 67.3(3) . . ? N2 Pd2 C50 103.8(2) . . ? C49 Pd2 C50 36.2(3) . . ? P2 Pd2 C50 165.5(2) . . ? C28 P2 C36 111.1(3) . . ? C28 P2 C42 100.9(3) . . ? C36 P2 C42 106.6(3) . . ? C28 P2 Pd2 100.79(19) . . ? C36 P2 Pd2 112.3(2) . . ? C42 P2 Pd2 124.0(2) . . ? C3 P1 C11 103.3(3) . . ? C3 P1 C17 106.9(3) . . ? C11 P1 C17 106.4(3) . . ? C3 P1 Pd1 104.59(19) . . ? C11 P1 Pd1 117.93(19) . . ? C17 P1 Pd1 116.4(2) . . ? F6 P4 F3A 83.8(5) . . ? F6 P4 F4 92.7(5) . . ? F3A P4 F4 89.5(4) . . ? F6 P4 F5 87.3(4) . . ? F3A P4 F5 171.1(5) . . ? F4 P4 F5 90.8(4) . . ? F6 P4 F1 175.0(4) . . ? F3A P4 F1 99.7(5) . . ? F4 P4 F1 90.9(3) . . ? F5 P4 F1 89.2(3) . . ? F6 P4 F2 91.1(5) . . ? F3A P4 F2 90.4(4) . . ? F4 P4 F2 176.1(4) . . ? F5 P4 F2 89.9(3) . . ? F1 P4 F2 85.3(3) . . ? F6 P4 F3 105.8(6) . . ? F3A P4 F3 22.2(5) . . ? F4 P4 F3 91.4(5) . . ? F5 P4 F3 166.6(6) . . ? F1 P4 F3 77.6(5) . . ? F2 P4 F3 87.0(5) . . ? C27 C28 C29 108.4(5) . . ? C27 C28 P2 119.8(4) . . ? C29 C28 P2 129.7(5) . . ? C11 C12 C13 119.2(6) . . ? C1 N1 C7 117.7(5) . . ? C1 N1 Pd1 124.7(4) . . ? C7 N1 Pd1 117.4(4) . . ? C26 N2 C32 118.3(6) . . ? C26 N2 Pd2 122.1(5) . . ? C32 N2 Pd2 119.6(4) . . ? C14 C13 C12 119.7(6) . . ? C28 C27 C26 131.2(6) . . ? C28 C27 C31 116.0(5) . . ? C26 C27 C31 112.7(7) . . ? C12 C11 C16 120.5(6) . . ? C12 C11 P1 124.1(5) . . ? C16 C11 P1 115.4(4) . . ? C37 C36 C41 119.3(6) . . ? C37 C36 P2 118.6(5) . . ? C41 C36 P2 122.0(5) . . ? C36 C41 C40 118.1(7) . . ? C18 C19 C20 118.9(8) . . ? C49 C48 Pd2 74.1(5) . . ? C9 C7 C8 113.1(6) . . ? C9 C7 N1 105.9(5) . . ? C8 C7 N1 106.6(5) . . ? C9 C7 C10 108.2(6) . . ? C8 C7 C10 110.3(5) . . ? N1 C7 C10 112.8(5) . . ? C2 C3 C4 111.5(5) . . ? C2 C3 P1 123.0(5) . . ? C4 C3 P1 125.3(4) . . ? C3 C2 C1 128.6(6) . . ? C3 C2 C6 110.8(6) . . ? C1 C2 C6 120.0(5) . . ? C46 C47 C42 121.3(10) . . ? C3 C4 C5 102.2(5) . . ? C42 C43 C44 118.0(8) . . ? C40 C39 C38 119.6(7) . . ? C5 C6 C2 101.5(5) . . ? C46 C45 C44 120.0(9) . . ? C33 C32 C35 108.3(7) . . ? C33 C32 C34 109.1(7) . . ? C35 C32 C34 112.5(6) . . ? C33 C32 N2 113.3(6) . . ? C35 C32 N2 107.6(6) . . ? C34 C32 N2 106.0(6) . . ? C39 C40 C41 122.2(7) . . ? C43 C42 C47 118.6(7) . . ? C43 C42 P2 122.3(5) . . ? C47 C42 P2 118.9(6) . . ? N2 C26 C27 123.4(6) . . ? C50 C49 C48 122.0(8) . . ? C50 C49 Pd2 76.5(5) . . ? C48 C49 Pd2 67.8(4) . . ? C15 C14 C13 121.0(7) . . ? C15 C16 C11 118.0(6) . . ? C28 C29 C30 103.3(6) . . ? C14 C15 C16 121.6(7) . . ? C45 C44 C43 121.6(9) . . ? C6 C5 C4 106.3(5) . . ? C18 C17 C22 118.6(7) . . ? C18 C17 P1 119.7(5) . . ? C22 C17 P1 121.5(5) . . ? C21 C20 C19 119.3(8) . . ? C20 C21 C22 120.8(10) . . ? C38 C37 C36 120.5(7) . . ? C49 C50 Pd2 67.3(4) . . ? C17 C22 C21 119.7(9) . . ? C24A C23 C24 45.5(9) . . ? C24A C23 Pd1 74.0(7) . . ? C24 C23 Pd1 72.4(6) . . ? C31 C30 C29 107.7(6) . . ? N1 C1 C2 126.5(5) . . ? C24A C24 C25 64.9(11) . . ? C24A C24 C23 66.2(11) . . ? C25 C24 C23 126.0(13) . . ? C24A C24 Pd1 77.2(10) . . ? C25 C24 Pd1 79.1(7) . . ? C23 C24 Pd1 69.1(6) . . ? C24 C24A C25 66.4(11) . . ? C24 C24A C23 68.3(11) . . ? C25 C24A C23 129.2(13) . . ? C24 C24A Pd1 74.0(10) . . ? C25 C24A Pd1 78.2(7) . . ? C23 C24A Pd1 68.4(6) . . ? C30 C31 C27 99.3(6) . . ? C24A C25 C24 48.7(9) . . ? C24A C25 Pd1 68.2(7) . . ? C24 C25 Pd1 66.7(6) . . ? C17 C18 C19 122.2(7) . . ? C45 C46 C47 120.3(10) . . ? F10 P5 F9 91.7(2) . 2_455 ? F10 P5 F9 91.7(2) . . ? F9 P5 F9 176.5(5) 2_455 . ? F10 P5 F7 180.000(2) . . ? F9 P5 F7 88.3(2) 2_455 . ? F9 P5 F7 88.3(2) . . ? F10 P5 F8 90.3(2) . . ? F9 P5 F8 90.0(2) 2_455 . ? F9 P5 F8 89.9(2) . . ? F7 P5 F8 89.7(2) . . ? F10 P5 F8 90.3(2) . 2_455 ? F9 P5 F8 89.9(2) 2_455 2_455 ? F9 P5 F8 90.0(2) . 2_455 ? F7 P5 F8 89.7(2) . 2_455 ? F8 P5 F8 179.5(4) . 2_455 ? F3A F3 P4 66.8(16) . . ? F3 F3A P4 91.0(17) . . ? C37 C38 C39 120.3(8) . . ? F15 P8 F15 136(3) 2 . ? F15 P8 F11 89.6(13) 2 2 ? F15 P8 F11 131(2) . 2 ? F15 P8 F11 131(2) 2 . ? F15 P8 F11 89.6(13) . . ? F11 P8 F11 60.4(15) 2 . ? F15 P8 F13 93.4(9) 2 2 ? F15 P8 F13 76.7(8) . 2 ? F11 P8 F13 85.1(12) 2 2 ? F11 P8 F13 118(2) . 2 ? F15 P8 F13 76.7(8) 2 . ? F15 P8 F13 93.4(9) . . ? F11 P8 F13 118(2) 2 . ? F11 P8 F13 85.1(12) . . ? F13 P8 F13 154(2) 2 . ? F15 P8 F14 90.6(17) 2 . ? F15 P8 F14 51.9(10) . . ? F11 P8 F14 170.8(19) 2 . ? F11 P8 F14 113.4(9) . . ? F13 P8 F14 104(2) 2 . ? F13 P8 F14 52.9(11) . . ? F15 P8 F14 51.9(10) 2 2 ? F15 P8 F14 90.6(17) . 2 ? F11 P8 F14 113.4(9) 2 2 ? F11 P8 F14 170.8(19) . 2 ? F13 P8 F14 52.9(11) 2 2 ? F13 P8 F14 104(2) . 2 ? F14 P8 F14 73.6(13) . 2 ? F15 P8 F16 46.0(10) 2 2 ? F15 P8 F16 178(2) . 2 ? F11 P8 F16 46.9(11) 2 2 ? F11 P8 F16 89.3(19) . 2 ? F13 P8 F16 102.7(10) 2 2 ? F13 P8 F16 87.7(13) . 2 ? F14 P8 F16 130(2) . 2 ? F14 P8 F16 90.3(10) 2 2 ? F15 P8 F16 178(2) 2 . ? F15 P8 F16 46.0(10) . . ? F11 P8 F16 89.3(19) 2 . ? F11 P8 F16 46.9(11) . . ? F13 P8 F16 87.7(13) 2 . ? F13 P8 F16 102.7(10) . . ? F14 P8 F16 90.3(10) . . ? F14 P8 F16 130(2) 2 . ? F16 P8 F16 133(2) 2 . ? F15 P8 F12 105.5(10) 2 2 ? F15 P8 F12 95.4(16) . 2 ? F11 P8 F12 46.8(11) 2 2 ? F11 P8 F12 81.9(19) . 2 ? F13 P8 F12 41.6(9) 2 2 ? F13 P8 F12 164(2) . 2 ? F14 P8 F12 142(2) . 2 ? F14 P8 F12 89.0(11) 2 2 ? F16 P8 F12 83.2(11) 2 2 ? F16 P8 F12 74.6(10) . 2 ? F15 P8 F12 95.4(16) 2 . ? F15 P8 F12 105.5(10) . . ? F11 P8 F12 81.9(19) 2 . ? F11 P8 F12 46.8(11) . . ? F13 P8 F12 164(2) 2 . ? F13 P8 F12 41.6(9) . . ? F14 P8 F12 88.9(11) . . ? F14 P8 F12 142(2) 2 . ? F16 P8 F12 74.6(10) 2 . ? F16 P8 F12 83.2(11) . . ? F12 P8 F12 123(2) 2 . ? F13 F12 F11 123(2) . . ? F13 F12 P8 66.1(9) . . ? F11 F12 P8 63.8(11) . . ? F15 F14 F13 109.5(14) . . ? F15 F14 P8 62.9(7) . . ? F13 F14 P8 62.7(8) . . ? F15 F16 F11 122.3(19) . . ? F15 F16 P8 64.3(11) . . ? F11 F16 P8 64.2(10) . . ? F16 F15 F14 120.4(17) . . ? F16 F15 P8 69.7(9) . . ? F14 F15 P8 65.2(9) . . ? F12 F13 F14 124.7(19) . . ? F12 F13 P8 72.3(11) . . ? F14 F13 P8 64.4(7) . . ? F12 F11 F16 116(2) . . ? F12 F11 P8 69.4(10) . . ? F16 F11 P8 68.9(13) . . ? F12 F11 F11 94(3) . 2 ? F16 F11 F11 103(3) . 2 ? P8 F11 F11 59.8(8) . 2 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.710 _refine_diff_density_min -0.881 _refine_diff_density_rms 0.104 data_(3IP)Pd(Me)Br_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H29 Br N P Pd' _chemical_formula_weight 536.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.480(3) _cell_length_b 9.936(3) _cell_length_c 12.549(4) _cell_angle_alpha 73.030(7) _cell_angle_beta 79.326(7) _cell_angle_gamma 86.795(7) _cell_volume 1110.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 5519 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 28.3 _exptl_crystal_description 'needle' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 2.714 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12552 _diffrn_reflns_av_R_equivalents 0.1032 _diffrn_reflns_av_sigmaI/netI 0.0940 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.2 _diffrn_reflns_theta_max 28.3 _reflns_number_total 5504 _reflns_number_gt 4406 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0254P)^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 5504 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0852 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _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 0.18664(2) 0.55954(2) 0.436527(17) 0.01737(8) Uani 1 1 d . . . Br1 Br 0.00676(3) 0.40796(4) 0.39032(3) 0.02574(9) Uani 1 1 d . . . P1 P 0.35375(7) 0.52657(8) 0.28036(6) 0.01655(15) Uani 1 1 d . . . N1 N 0.0735(3) 0.8815(3) 0.1824(2) 0.0245(6) Uani 1 1 d . . . C11 C 0.4222(3) 0.3446(3) 0.2936(2) 0.0191(6) Uani 1 1 d . . . C17 C 0.5125(3) 0.6354(3) 0.2240(2) 0.0197(6) Uani 1 1 d . . . C6 C 0.2815(3) 0.4424(3) 0.0897(3) 0.0235(6) Uani 1 1 d . . . H6A H 0.3719 0.4495 0.0375 0.028 Uiso 1 1 calc R . . H6B H 0.2667 0.3460 0.1367 0.028 Uiso 1 1 calc R . . C18 C 0.6216(3) 0.6070(4) 0.2744(3) 0.0259(7) Uani 1 1 d . . . H18A H 0.6182 0.5300 0.3383 0.031 Uiso 1 1 calc R . . C1 C 0.1594(3) 0.7846(3) 0.2020(2) 0.0226(6) Uani 1 1 d . . . H1A H 0.2119 0.7825 0.2582 0.027 Uiso 1 1 calc R . . C2 C 0.1922(3) 0.6622(3) 0.1433(2) 0.0192(6) Uani 1 1 d . . . C15 C 0.5734(3) 0.1587(4) 0.2165(3) 0.0278(7) Uani 1 1 d . . . H15A H 0.6376 0.1339 0.1597 0.033 Uiso 1 1 calc R . . C12 C 0.3697(3) 0.2475(3) 0.3933(3) 0.0227(6) Uani 1 1 d . . . H12A H 0.3059 0.2718 0.4506 0.027 Uiso 1 1 calc R . . C7 C 0.0396(3) 0.9975(3) 0.2505(3) 0.0245(6) Uani 1 1 d . . . C16 C 0.5260(3) 0.2987(3) 0.2051(3) 0.0262(7) Uani 1 1 d . . . H16A H 0.5614 0.3669 0.1382 0.031 Uiso 1 1 calc R . . C19 C 0.7428(3) 0.6885(4) 0.2354(3) 0.0287(7) Uani 1 1 d . . . H19A H 0.8193 0.6632 0.2742 0.034 Uiso 1 1 calc R . . C3 C 0.2737(3) 0.5509(3) 0.1648(2) 0.0177(6) Uani 1 1 d . . . C21 C 0.6504(3) 0.8319(3) 0.0951(3) 0.0253(6) Uani 1 1 d . . . H21A H 0.6545 0.9098 0.0317 0.030 Uiso 1 1 calc R . . C23 C 0.3213(3) 0.6818(4) 0.4765(3) 0.0269(7) Uani 1 1 d . . . H23A H 0.4184 0.6665 0.4433 0.040 Uiso 1 1 calc R . . H23B H 0.3130 0.6577 0.5573 0.040 Uiso 1 1 calc R . . H23C H 0.2964 0.7791 0.4478 0.040 Uiso 1 1 calc R . . C4 C 0.1337(3) 0.6480(3) 0.0473(3) 0.0238(6) Uani 1 1 d . . . H4A H 0.1768 0.7179 -0.0212 0.029 Uiso 1 1 calc R . . H4B H 0.0309 0.6644 0.0594 0.029 Uiso 1 1 calc R . . C20 C 0.7579(3) 0.8006(4) 0.1464(3) 0.0279(7) Uani 1 1 d . . . H20A H 0.8417 0.8538 0.1224 0.034 Uiso 1 1 calc R . . C14 C 0.5195(3) 0.0623(4) 0.3157(3) 0.0287(7) Uani 1 1 d . . . H14A H 0.5460 -0.0318 0.3282 0.034 Uiso 1 1 calc R . . C22 C 0.5282(3) 0.7498(3) 0.1342(2) 0.0220(6) Uani 1 1 d . . . H22A H 0.4518 0.7757 0.0954 0.026 Uiso 1 1 calc R . . C13 C 0.4181(3) 0.1079(4) 0.4041(3) 0.0282(7) Uani 1 1 d . . . H13A H 0.3840 0.0396 0.4713 0.034 Uiso 1 1 calc R . . C5 C 0.1658(3) 0.4926(4) 0.0325(3) 0.0290(7) Uani 1 1 d . . . H5A H 0.0825 0.4324 0.0660 0.035 Uiso 1 1 calc R . . H5B H 0.1917 0.4968 -0.0469 0.035 Uiso 1 1 calc R . . C9 C -0.0046(4) 1.1245(4) 0.1769(3) 0.0344(8) Uani 1 1 d . . . H9A H -0.0246 1.1944 0.2167 0.052 Uiso 1 1 calc R . . H9B H -0.0895 1.1074 0.1514 0.052 Uiso 1 1 calc R . . H9C H 0.0706 1.1574 0.1128 0.052 Uiso 1 1 calc R . . C8 C 0.1620(4) 1.0381(4) 0.2876(4) 0.0403(9) Uani 1 1 d . . . H8A H 0.1330 1.1076 0.3269 0.061 Uiso 1 1 calc R . . H8B H 0.2349 1.0767 0.2231 0.061 Uiso 1 1 calc R . . H8C H 0.1992 0.9571 0.3376 0.061 Uiso 1 1 calc R . . C10 C -0.0830(4) 0.9477(4) 0.3533(3) 0.0393(9) Uani 1 1 d . . . H10A H -0.1015 1.0184 0.3925 0.059 Uiso 1 1 calc R . . H10B H -0.0553 0.8616 0.4037 0.059 Uiso 1 1 calc R . . H10C H -0.1683 0.9322 0.3275 0.059 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 0.01350(10) 0.01776(13) 0.02067(12) -0.00506(9) -0.00340(8) 0.00029(8) Br1 0.01874(14) 0.0339(2) 0.02779(17) -0.01603(15) 0.00117(11) -0.00578(13) P1 0.0133(3) 0.0164(4) 0.0192(4) -0.0029(3) -0.0050(3) 0.0011(3) N1 0.0219(11) 0.0213(14) 0.0334(14) -0.0079(12) -0.0137(10) 0.0034(11) C11 0.0151(12) 0.0184(15) 0.0235(14) -0.0028(12) -0.0080(10) 0.0012(11) C17 0.0153(12) 0.0210(16) 0.0234(14) -0.0066(13) -0.0047(10) 0.0006(11) C6 0.0228(13) 0.0223(17) 0.0275(15) -0.0074(13) -0.0097(12) 0.0019(12) C18 0.0197(13) 0.0301(19) 0.0262(15) -0.0026(14) -0.0088(12) -0.0002(13) C1 0.0208(13) 0.0219(17) 0.0251(15) -0.0025(13) -0.0114(11) 0.0014(12) C2 0.0160(12) 0.0189(16) 0.0227(14) -0.0042(12) -0.0062(10) -0.0009(11) C15 0.0198(13) 0.0244(18) 0.0370(18) -0.0086(15) -0.0016(12) 0.0050(13) C12 0.0177(12) 0.0248(17) 0.0253(15) -0.0040(13) -0.0094(11) 0.0028(12) C7 0.0222(13) 0.0196(16) 0.0330(16) -0.0050(14) -0.0131(12) 0.0039(12) C16 0.0193(13) 0.0235(18) 0.0303(16) -0.0017(14) -0.0003(12) 0.0010(12) C19 0.0196(13) 0.034(2) 0.0373(18) -0.0133(16) -0.0112(12) 0.0007(13) C3 0.0140(11) 0.0177(15) 0.0199(13) -0.0015(12) -0.0043(10) -0.0029(11) C21 0.0254(14) 0.0194(17) 0.0291(16) -0.0053(14) -0.0018(12) -0.0028(13) C23 0.0202(13) 0.034(2) 0.0270(16) -0.0065(14) -0.0061(12) -0.0072(13) C4 0.0208(13) 0.0254(17) 0.0264(15) -0.0051(13) -0.0115(11) 0.0007(12) C20 0.0180(13) 0.0288(19) 0.0402(18) -0.0150(16) -0.0036(13) -0.0040(13) C14 0.0209(13) 0.0175(16) 0.0460(19) -0.0010(14) -0.0161(13) 0.0042(12) C22 0.0204(13) 0.0207(16) 0.0254(15) -0.0056(13) -0.0069(11) 0.0005(12) C13 0.0235(14) 0.0259(18) 0.0303(16) 0.0030(14) -0.0103(12) -0.0002(13) C5 0.0316(15) 0.0275(19) 0.0325(17) -0.0072(15) -0.0195(13) -0.0006(14) C9 0.0374(17) 0.0244(19) 0.043(2) -0.0075(16) -0.0190(15) 0.0101(15) C8 0.0381(18) 0.031(2) 0.068(3) -0.025(2) -0.0346(18) 0.0100(16) C10 0.046(2) 0.033(2) 0.037(2) -0.0098(18) -0.0009(16) -0.0057(17) _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 C23 2.031(3) . ? Pd1 P1 2.3715(9) . ? Pd1 Br1 2.5837(7) . ? Pd1 Br1 2.6560(7) 2_566 ? Br1 Pd1 2.6560(7) 2_566 ? P1 C3 1.709(3) . ? P1 C17 1.810(3) . ? P1 C11 1.857(3) . ? N1 C1 1.225(4) . ? N1 C7 1.611(4) . ? C11 C12 1.365(4) . ? C11 C16 1.500(4) . ? C17 C18 1.286(4) . ? C17 C22 1.339(4) . ? C6 C5 1.410(4) . ? C6 C3 1.617(4) . ? C18 C19 1.371(4) . ? C1 C2 1.585(4) . ? C2 C3 1.304(4) . ? C2 C4 1.461(4) . ? C15 C14 1.360(5) . ? C15 C16 1.412(5) . ? C12 C13 1.413(5) . ? C7 C9 1.423(5) . ? C7 C8 1.445(4) . ? C7 C10 1.549(5) . ? C19 C20 1.319(5) . ? C21 C20 1.282(4) . ? C21 C22 1.382(4) . ? C4 C5 1.614(5) . ? C14 C13 1.486(5) . ? 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 C23 Pd1 P1 93.96(9) . . ? C23 Pd1 Br1 177.70(9) . . ? P1 Pd1 Br1 88.21(3) . . ? C23 Pd1 Br1 87.87(9) . 2_566 ? P1 Pd1 Br1 178.163(19) . 2_566 ? Br1 Pd1 Br1 89.96(2) . 2_566 ? Pd1 Br1 Pd1 90.04(2) . 2_566 ? C3 P1 C17 102.96(14) . . ? C3 P1 C11 99.17(13) . . ? C17 P1 C11 104.16(13) . . ? C3 P1 Pd1 110.90(9) . . ? C17 P1 Pd1 120.50(9) . . ? C11 P1 Pd1 116.34(9) . . ? C1 N1 C7 125.1(2) . . ? C12 C11 C16 119.3(3) . . ? C12 C11 P1 115.0(2) . . ? C16 C11 P1 125.6(2) . . ? C18 C17 C22 114.4(3) . . ? C18 C17 P1 119.4(3) . . ? C22 C17 P1 126.2(2) . . ? C5 C6 C3 100.0(2) . . ? C17 C18 C19 121.1(3) . . ? N1 C1 C2 127.9(2) . . ? C3 C2 C4 101.8(2) . . ? C3 C2 C1 131.4(2) . . ? C4 C2 C1 126.8(2) . . ? C14 C15 C16 116.0(3) . . ? C11 C12 C13 115.9(3) . . ? C9 C7 C8 104.3(3) . . ? C9 C7 C10 108.3(3) . . ? C8 C7 C10 109.4(3) . . ? C9 C7 N1 108.9(2) . . ? C8 C7 N1 114.7(2) . . ? C10 C7 N1 110.9(3) . . ? C15 C16 C11 124.3(3) . . ? C20 C19 C18 124.2(3) . . ? C2 C3 C6 119.3(2) . . ? C2 C3 P1 115.1(2) . . ? C6 C3 P1 125.4(2) . . ? C20 C21 C22 119.8(3) . . ? C2 C4 C5 110.4(2) . . ? C21 C20 C19 116.0(3) . . ? C15 C14 C13 119.8(3) . . ? C17 C22 C21 124.5(3) . . ? C12 C13 C14 124.7(3) . . ? C6 C5 C4 104.6(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.3 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.937 _refine_diff_density_min -1.892 _refine_diff_density_rms 0.132 data_(3IP)Pd(Me)Br_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H29 Br N P Pd' _chemical_formula_weight 536.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 13.9435(11) _cell_length_b 9.8399(8) _cell_length_c 17.1904(14) _cell_angle_alpha 90.00 _cell_angle_beta 95.697(2) _cell_angle_gamma 90.00 _cell_volume 2346.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 8593 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 28.2 _exptl_crystal_description 'plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 2.569 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.824 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25735 _diffrn_reflns_av_R_equivalents 0.1148 _diffrn_reflns_av_sigmaI/netI 0.0717 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5838 _reflns_number_gt 4497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1060P)^2^+4.1393P] 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 5838 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1771 _refine_ls_wR_factor_gt 0.1669 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 0.17952(3) 0.89085(4) 0.15642(2) 0.02045(14) Uani 1 1 d . . . P1 P 0.24743(10) 1.06193(13) 0.22440(7) 0.0193(3) Uani 1 1 d . . . C21 C 0.3732(6) 1.0705(7) 0.4507(4) 0.0446(18) Uani 1 1 d . . . H21A H 0.4335 1.0873 0.4773 0.054 Uiso 1 1 calc R . . C2 C 0.1146(4) 1.2194(5) 0.1337(3) 0.0180(9) Uani 1 1 d . . . C17 C 0.2696(4) 1.0552(5) 0.3298(3) 0.0245(11) Uani 1 1 d . . . N1 N 0.1678(3) 1.0289(4) 0.0587(2) 0.0171(8) Uani 1 1 d . . . C11 C 0.3569(4) 1.1256(6) 0.1894(3) 0.0257(11) Uani 1 1 d . . . C3 C 0.1589(4) 1.1960(5) 0.2054(3) 0.0182(9) Uani 1 1 d . . . C8 C 0.2601(5) 0.8541(6) -0.0047(3) 0.0309(12) Uani 1 1 d . . . H8A H 0.2211 0.7847 0.0156 0.046 Uiso 1 1 calc R . . H8B H 0.3148 0.8723 0.0324 0.046 Uiso 1 1 calc R . . H8C H 0.2819 0.8238 -0.0530 0.046 Uiso 1 1 calc R . . C7 C 0.2009(4) 0.9831(5) -0.0189(3) 0.0206(10) Uani 1 1 d . . . C22 C 0.3604(5) 1.0835(6) 0.3690(3) 0.0331(13) Uani 1 1 d . . . H22A H 0.4112 1.1104 0.3413 0.040 Uiso 1 1 calc R . . C9 C 0.1129(4) 0.9541(6) -0.0743(3) 0.0285(12) Uani 1 1 d . . . H9A H 0.0754 1.0356 -0.0825 0.043 Uiso 1 1 calc R . . H9B H 0.0749 0.8851 -0.0525 0.043 Uiso 1 1 calc R . . H9C H 0.1323 0.9232 -0.1234 0.043 Uiso 1 1 calc R . . C10 C 0.2653(4) 1.0936(6) -0.0497(3) 0.0280(12) Uani 1 1 d . . . H10A H 0.2296 1.1769 -0.0567 0.042 Uiso 1 1 calc R . . H10B H 0.2857 1.0653 -0.0989 0.042 Uiso 1 1 calc R . . H10C H 0.3208 1.1076 -0.0128 0.042 Uiso 1 1 calc R . . C1 C 0.1350(4) 1.1495(5) 0.0620(3) 0.0192(9) Uani 1 1 d . . . H1A H 0.1232 1.1968 0.0152 0.023 Uiso 1 1 calc R . . C18 C 0.1923(5) 1.0191(6) 0.3722(3) 0.0326(13) Uani 1 1 d . . . H18A H 0.1317 1.0023 0.3464 0.039 Uiso 1 1 calc R . . C16 C 0.3752(4) 1.2647(6) 0.1861(3) 0.0301(12) Uani 1 1 d . . . H16A H 0.3307 1.3258 0.2028 0.036 Uiso 1 1 calc R . . C20 C 0.2975(6) 1.0330(6) 0.4923(3) 0.0447(18) Uani 1 1 d . . . H20A H 0.3070 1.0242 0.5464 0.054 Uiso 1 1 calc R . . C19 C 0.2074(6) 1.0087(6) 0.4534(3) 0.0411(16) Uani 1 1 d . . . H19A H 0.1564 0.9852 0.4817 0.049 Uiso 1 1 calc R . . C15 C 0.4596(5) 1.3138(8) 0.1581(4) 0.0440(16) Uani 1 1 d . . . H15A H 0.4717 1.4067 0.1573 0.053 Uiso 1 1 calc R . . C12 C 0.4237(5) 1.0351(8) 0.1635(4) 0.0451(17) Uani 1 1 d . . . H12A H 0.4123 0.9421 0.1648 0.054 Uiso 1 1 calc R . . C13 C 0.5073(6) 1.0839(11) 0.1359(6) 0.069(3) Uani 1 1 d . . . H13A H 0.5525 1.0232 0.1198 0.082 Uiso 1 1 calc R . . C14 C 0.5240(5) 1.2244(10) 0.1321(5) 0.060(2) Uani 1 1 d . . . H14A H 0.5791 1.2565 0.1117 0.072 Uiso 1 1 calc R . . C6 C 0.0526(4) 1.3441(5) 0.1322(3) 0.0247(11) Uani 1 1 d . . . H6A H 0.0806 1.4171 0.1040 0.030 Uiso 1 1 calc R . . H6B H -0.0116 1.3251 0.1075 0.030 Uiso 1 1 calc R . . C4 C 0.1317(4) 1.3006(6) 0.2632(3) 0.0254(11) Uani 1 1 d . . . H4A H 0.1858 1.3593 0.2796 0.031 Uiso 1 1 calc R . . H4B H 0.1093 1.2578 0.3089 0.031 Uiso 1 1 calc R . . C5 C 0.0495(5) 1.3811(6) 0.2164(3) 0.0361(14) Uani 1 1 d . . . H5A H -0.0124 1.3568 0.2337 0.043 Uiso 1 1 calc R . . H5B H 0.0591 1.4781 0.2238 0.043 Uiso 1 1 calc R . . Br1 Br 0.06077(4) 0.72060(5) 0.09229(3) 0.02616(16) Uani 1 1 d . . . C23 C 0.2116(6) 0.7496(6) 0.2458(3) 0.0414(17) Uani 1 1 d . . . H23A H 0.2595 0.7867 0.2839 0.062 Uiso 1 1 calc R . . H23B H 0.2357 0.6678 0.2244 0.062 Uiso 1 1 calc R . . H23C H 0.1542 0.7294 0.2703 0.062 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 0.0366(3) 0.0138(2) 0.0109(2) 0.00046(13) 0.00185(15) 0.00048(15) P1 0.0286(7) 0.0172(6) 0.0117(5) 0.0003(4) -0.0002(5) 0.0005(5) C21 0.060(4) 0.047(4) 0.023(3) -0.006(3) -0.015(3) 0.025(3) C2 0.024(2) 0.015(2) 0.015(2) -0.0006(17) 0.0045(18) -0.0010(18) C17 0.042(3) 0.018(2) 0.013(2) 0.0006(18) -0.002(2) 0.002(2) N1 0.023(2) 0.017(2) 0.0107(17) 0.0000(14) 0.0033(15) 0.0013(15) C11 0.025(3) 0.034(3) 0.018(2) 0.000(2) 0.0010(19) 0.003(2) C3 0.025(2) 0.015(2) 0.015(2) -0.0016(17) 0.0063(18) -0.0019(18) C8 0.041(3) 0.024(3) 0.030(3) -0.003(2) 0.013(2) 0.007(2) C7 0.030(3) 0.021(2) 0.012(2) -0.0005(18) 0.0079(18) 0.002(2) C22 0.041(3) 0.034(3) 0.023(3) -0.006(2) -0.007(2) 0.012(3) C9 0.040(3) 0.028(3) 0.018(2) -0.008(2) 0.004(2) -0.005(2) C10 0.036(3) 0.031(3) 0.019(2) 0.003(2) 0.009(2) -0.003(2) C1 0.028(3) 0.018(2) 0.012(2) 0.0021(17) 0.0037(18) 0.0013(19) C18 0.058(4) 0.024(3) 0.016(2) -0.002(2) 0.007(2) -0.011(3) C16 0.027(3) 0.033(3) 0.031(3) 0.003(2) 0.004(2) -0.001(2) C20 0.086(6) 0.030(3) 0.016(3) 0.003(2) -0.006(3) 0.015(3) C19 0.085(5) 0.023(3) 0.017(3) 0.001(2) 0.011(3) -0.008(3) C15 0.033(3) 0.048(4) 0.051(4) 0.007(3) 0.008(3) -0.008(3) C12 0.037(4) 0.047(4) 0.052(4) -0.011(3) 0.005(3) 0.009(3) C13 0.031(4) 0.096(7) 0.080(6) -0.029(5) 0.012(4) 0.017(4) C14 0.031(4) 0.089(7) 0.063(5) -0.013(5) 0.013(3) -0.011(4) C6 0.033(3) 0.021(2) 0.019(2) -0.0055(19) -0.003(2) 0.005(2) C4 0.037(3) 0.025(3) 0.015(2) -0.0062(19) 0.006(2) 0.001(2) C5 0.056(4) 0.032(3) 0.022(3) -0.004(2) 0.010(3) 0.015(3) Br1 0.0403(3) 0.0174(3) 0.0213(3) -0.00176(18) 0.0055(2) -0.0041(2) C23 0.083(5) 0.025(3) 0.013(2) 0.005(2) -0.005(3) -0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C23 2.087(6) . ? Pd1 N1 2.154(4) . ? Pd1 P1 2.2083(13) . ? Pd1 Br1 2.5299(7) . ? P1 C11 1.808(6) . ? P1 C17 1.809(5) . ? P1 C3 1.813(5) . ? C21 C20 1.383(11) . ? C21 C22 1.405(8) . ? C2 C3 1.344(7) . ? C2 C1 1.463(6) . ? C2 C6 1.500(7) . ? C17 C22 1.401(8) . ? C17 C18 1.405(8) . ? N1 C1 1.275(6) . ? N1 C7 1.522(6) . ? C11 C12 1.392(8) . ? C11 C16 1.395(8) . ? C3 C4 1.505(7) . ? C8 C7 1.521(8) . ? C7 C9 1.504(8) . ? C7 C10 1.538(7) . ? C18 C19 1.394(7) . ? C16 C15 1.401(8) . ? C20 C19 1.384(11) . ? C15 C14 1.364(11) . ? C12 C13 1.387(12) . ? C13 C14 1.405(13) . ? C6 C5 1.498(7) . ? C4 C5 1.551(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Pd1 N1 171.2(3) . . ? C23 Pd1 P1 93.94(18) . . ? N1 Pd1 P1 85.83(11) . . ? C23 Pd1 Br1 87.88(19) . . ? N1 Pd1 Br1 94.72(11) . . ? P1 Pd1 Br1 164.38(4) . . ? C11 P1 C17 106.3(3) . . ? C11 P1 C3 105.7(2) . . ? C17 P1 C3 104.6(2) . . ? C11 P1 Pd1 114.83(19) . . ? C17 P1 Pd1 121.58(18) . . ? C3 P1 Pd1 102.18(17) . . ? C20 C21 C22 120.8(7) . . ? C3 C2 C1 125.6(5) . . ? C3 C2 C6 111.6(4) . . ? C1 C2 C6 122.0(4) . . ? C22 C17 C18 120.3(5) . . ? C22 C17 P1 122.0(5) . . ? C18 C17 P1 117.7(4) . . ? C1 N1 C7 117.2(4) . . ? C1 N1 Pd1 123.5(3) . . ? C7 N1 Pd1 119.4(3) . . ? C12 C11 C16 118.9(6) . . ? C12 C11 P1 119.9(5) . . ? C16 C11 P1 121.2(4) . . ? C2 C3 C4 111.4(4) . . ? C2 C3 P1 122.2(4) . . ? C4 C3 P1 126.2(4) . . ? C9 C7 C8 109.9(5) . . ? C9 C7 N1 108.2(4) . . ? C8 C7 N1 108.3(4) . . ? C9 C7 C10 112.5(4) . . ? C8 C7 C10 108.6(5) . . ? N1 C7 C10 109.3(4) . . ? C17 C22 C21 118.8(6) . . ? N1 C1 C2 125.2(4) . . ? C19 C18 C17 119.4(6) . . ? C11 C16 C15 121.1(6) . . ? C21 C20 C19 120.0(6) . . ? C20 C19 C18 120.7(7) . . ? C14 C15 C16 119.5(7) . . ? C13 C12 C11 120.0(7) . . ? C12 C13 C14 120.4(7) . . ? C15 C14 C13 120.1(7) . . ? C5 C6 C2 104.8(4) . . ? C3 C4 C5 103.3(4) . . ? C6 C5 C4 106.6(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 5.361 _refine_diff_density_min -0.999 _refine_diff_density_rms 0.196 data_(3IP)Pd(Me)OTF _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H31 F3 N O3 P Pd S' _chemical_formula_weight 607.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.0786(3) _cell_length_b 15.8186(5) _cell_length_c 15.9467(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2542.37(14) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 9630 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 28.3 _exptl_crystal_description 'needle' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.923 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.784 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29227 _diffrn_reflns_av_R_equivalents 0.1166 _diffrn_reflns_av_sigmaI/netI 0.0616 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.33 _reflns_number_total 6343 _reflns_number_gt 6138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0000P)^2^+1.5948P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 6343 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0771 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 0.11503(2) 0.986431(12) 0.143492(13) 0.01845(6) Uani 1 1 d . . . S1 S -0.14905(7) 0.88469(4) 0.07857(5) 0.02059(15) Uani 1 1 d . . . P1 P 0.29204(8) 1.06147(4) 0.12074(4) 0.01716(15) Uani 1 1 d . . . C3 C 0.3716(3) 1.01065(18) 0.03283(16) 0.0189(5) Uani 1 1 d . . . O1 O -0.0701(2) 0.91517(14) 0.14962(15) 0.0289(5) Uani 1 1 d . . . F1 F -0.1937(2) 0.75559(12) 0.17776(13) 0.0343(5) Uani 1 1 d . . . N1 N 0.2406(2) 0.87378(14) 0.13779(16) 0.0192(5) Uani 1 1 d . . . F2 F -0.3321(3) 0.76799(15) 0.07643(16) 0.0496(6) Uani 1 1 d . . . C17 C 0.2842(3) 1.17169(17) 0.08938(19) 0.0203(6) Uani 1 1 d . . . C13 C 0.4488(4) 1.0684(2) 0.3554(2) 0.0341(7) Uani 1 1 d . . . H13A H 0.4176 1.0792 0.4093 0.041 Uiso 1 1 calc R . . F3 F -0.3434(2) 0.85125(13) 0.18235(16) 0.0448(6) Uani 1 1 d . . . O3 O -0.0774(3) 0.83249(15) 0.02085(15) 0.0337(6) Uani 1 1 d . . . C7 C 0.2255(3) 0.80283(18) 0.20110(19) 0.0220(6) Uani 1 1 d . . . C15 C 0.6279(4) 1.03201(19) 0.2630(2) 0.0298(7) Uani 1 1 d . . . H15A H 0.7164 1.0176 0.2551 0.036 Uiso 1 1 calc R . . C2 C 0.3742(3) 0.92691(17) 0.02181(16) 0.0195(5) Uani 1 1 d . . . C8 C 0.3608(4) 0.7752(2) 0.2339(2) 0.0344(8) Uani 1 1 d . . . H8A H 0.4035 0.8222 0.2609 0.052 Uiso 1 1 calc R . . H8B H 0.4146 0.7561 0.1880 0.052 Uiso 1 1 calc R . . H8C H 0.3496 0.7301 0.2735 0.052 Uiso 1 1 calc R . . C24 C -0.2608(3) 0.81166(18) 0.1318(2) 0.0259(6) Uani 1 1 d . . . C18 C 0.2068(4) 1.1934(2) 0.0196(2) 0.0303(7) Uani 1 1 d . . . H18A H 0.1564 1.1524 -0.0075 0.036 Uiso 1 1 calc R . . C1 C 0.3290(3) 0.86269(17) 0.08112(19) 0.0207(6) Uani 1 1 d . . . H1A H 0.3676 0.8094 0.0774 0.025 Uiso 1 1 calc R . . C14 C 0.5814(4) 1.0487(2) 0.3431(2) 0.0300(7) Uani 1 1 d . . . H14A H 0.6392 1.0466 0.3885 0.036 Uiso 1 1 calc R . . C9 C 0.1544(4) 0.73000(18) 0.1584(2) 0.0282(7) Uani 1 1 d . . . H9A H 0.2072 0.7097 0.1125 0.042 Uiso 1 1 calc R . . H9B H 0.0701 0.7491 0.1376 0.042 Uiso 1 1 calc R . . H9C H 0.1408 0.6851 0.1980 0.042 Uiso 1 1 calc R . . C6 C 0.4565(4) 0.9021(2) -0.0529(2) 0.0268(7) Uani 1 1 d . . . H6A H 0.4064 0.8658 -0.0904 0.032 Uiso 1 1 calc R . . H6B H 0.5363 0.8727 -0.0355 0.032 Uiso 1 1 calc R . . C19 C 0.2055(4) 1.2763(2) -0.0088(2) 0.0369(8) Uani 1 1 d . . . H19A H 0.1549 1.2905 -0.0555 0.044 Uiso 1 1 calc R . . C4 C 0.4519(4) 1.0560(2) -0.0339(2) 0.0314(7) Uani 1 1 d . . . H4A H 0.5302 1.0823 -0.0099 0.038 Uiso 1 1 calc R . . H4B H 0.3992 1.0990 -0.0616 0.038 Uiso 1 1 calc R . . C22 C 0.3551(3) 1.23387(17) 0.1299(2) 0.0246(6) Uani 1 1 d . . . H22A H 0.4057 1.2202 0.1768 0.030 Uiso 1 1 calc R . . C5 C 0.4904(4) 0.9854(2) -0.0953(2) 0.0335(7) Uani 1 1 d . . . H5A H 0.4413 0.9911 -0.1473 0.040 Uiso 1 1 calc R . . H5B H 0.5844 0.9879 -0.1079 0.040 Uiso 1 1 calc R . . C11 C 0.4094(3) 1.05676(16) 0.20638(17) 0.0183(5) Uani 1 1 d . . . O2 O -0.2361(3) 0.94667(15) 0.04272(15) 0.0326(5) Uani 1 1 d . . . C16 C 0.3623(3) 1.0721(2) 0.28764(19) 0.0275(6) Uani 1 1 d . . . H16A H 0.2732 1.0848 0.2962 0.033 Uiso 1 1 calc R . . C21 C 0.3516(4) 1.31708(18) 0.1013(2) 0.0328(8) Uani 1 1 d . . . H21A H 0.3990 1.3588 0.1294 0.039 Uiso 1 1 calc R . . C12 C 0.5435(3) 1.03665(18) 0.19449(19) 0.0230(6) Uani 1 1 d . . . H12A H 0.5757 1.0264 0.1408 0.028 Uiso 1 1 calc R . . C10 C 0.1444(4) 0.8364(2) 0.2747(2) 0.0336(8) Uani 1 1 d . . . H10A H 0.1914 0.8820 0.3010 0.050 Uiso 1 1 calc R . . H10B H 0.1305 0.7919 0.3146 0.050 Uiso 1 1 calc R . . H10C H 0.0602 0.8564 0.2547 0.050 Uiso 1 1 calc R . . C23 C 0.0032(4) 1.0918(2) 0.1557(3) 0.0350(8) Uani 1 1 d . . . H23A H -0.0492 1.0996 0.1060 0.053 Uiso 1 1 calc R . . H23B H 0.0600 1.1399 0.1634 0.053 Uiso 1 1 calc R . . H23C H -0.0542 1.0860 0.2033 0.053 Uiso 1 1 calc R . . C20 C 0.2784(4) 1.3377(2) 0.0315(2) 0.0339(8) Uani 1 1 d . . . H20A H 0.2780 1.3929 0.0116 0.041 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 0.01503(10) 0.01484(9) 0.02547(10) -0.00315(8) 0.00051(9) -0.00077(7) S1 0.0172(3) 0.0207(3) 0.0239(3) 0.0031(3) 0.0014(3) -0.0017(2) P1 0.0168(3) 0.0128(3) 0.0218(3) -0.0037(2) -0.0015(3) 0.0005(3) C3 0.0171(13) 0.0198(11) 0.0197(11) -0.0060(10) -0.0030(11) -0.0029(12) O1 0.0237(11) 0.0333(11) 0.0297(11) -0.0003(10) 0.0002(10) -0.0100(9) F1 0.0359(12) 0.0261(9) 0.0408(10) 0.0121(8) 0.0045(10) 0.0008(8) N1 0.0215(12) 0.0147(9) 0.0215(10) -0.0026(10) -0.0028(11) -0.0021(9) F2 0.0471(14) 0.0466(12) 0.0552(14) 0.0018(11) -0.0132(12) -0.0270(11) C17 0.0203(14) 0.0138(11) 0.0267(14) -0.0018(10) 0.0011(12) 0.0012(10) C13 0.043(2) 0.0368(16) 0.0228(14) -0.0056(15) -0.0024(15) -0.0005(15) F3 0.0333(12) 0.0349(10) 0.0662(15) 0.0040(10) 0.0284(11) 0.0022(9) O3 0.0369(14) 0.0344(12) 0.0297(11) 0.0012(10) 0.0100(11) 0.0051(10) C7 0.0215(15) 0.0177(12) 0.0267(14) 0.0025(11) -0.0020(12) -0.0012(11) C15 0.0223(16) 0.0270(15) 0.0400(16) -0.0038(12) -0.0059(14) 0.0016(13) C2 0.0171(14) 0.0205(12) 0.0210(12) -0.0034(10) -0.0012(11) 0.0027(12) C8 0.0264(19) 0.0371(17) 0.0397(18) 0.0125(14) -0.0074(15) -0.0039(14) C24 0.0207(15) 0.0218(13) 0.0354(16) 0.0001(13) -0.0009(13) -0.0025(11) C18 0.037(2) 0.0205(14) 0.0334(16) -0.0052(12) -0.0069(15) 0.0032(14) C1 0.0204(14) 0.0146(11) 0.0271(14) -0.0045(11) -0.0014(12) -0.0003(10) C14 0.0378(19) 0.0247(13) 0.0276(16) -0.0012(12) -0.0115(13) 0.0023(13) C9 0.0316(17) 0.0170(12) 0.0359(17) 0.0017(12) -0.0030(13) -0.0052(11) C6 0.0293(18) 0.0251(15) 0.0260(14) -0.0059(12) 0.0027(13) 0.0048(13) C19 0.047(2) 0.0301(17) 0.0340(17) 0.0013(14) -0.0049(17) 0.0136(16) C4 0.042(2) 0.0239(15) 0.0282(15) -0.0023(13) 0.0066(15) -0.0026(14) C22 0.0249(16) 0.0173(12) 0.0316(15) -0.0024(11) -0.0046(13) -0.0003(11) C5 0.0376(19) 0.0308(14) 0.0322(15) -0.0033(14) 0.0118(14) 0.0026(16) C11 0.0194(15) 0.0150(12) 0.0206(12) -0.0030(9) -0.0029(11) -0.0009(10) O2 0.0289(13) 0.0277(11) 0.0412(13) 0.0120(10) -0.0014(11) 0.0040(10) C16 0.0222(17) 0.0320(15) 0.0284(14) -0.0052(12) 0.0034(13) 0.0009(13) C21 0.037(2) 0.0136(12) 0.0474(19) -0.0019(12) -0.0042(16) -0.0058(12) C12 0.0188(15) 0.0243(14) 0.0258(14) -0.0052(11) 0.0000(12) 0.0008(11) C10 0.043(2) 0.0294(15) 0.0279(15) 0.0041(12) 0.0044(15) 0.0055(15) C23 0.0243(17) 0.0263(14) 0.054(2) -0.0055(15) 0.0068(17) 0.0065(13) C20 0.039(2) 0.0180(14) 0.0447(19) 0.0046(13) 0.0059(17) 0.0079(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C23 2.022(3) . ? Pd1 P1 2.1733(8) . ? Pd1 O1 2.182(2) . ? Pd1 N1 2.188(2) . ? S1 O3 1.432(2) . ? S1 O2 1.435(2) . ? S1 O1 1.466(2) . ? S1 C24 1.823(3) . ? P1 C3 1.804(3) . ? P1 C11 1.808(3) . ? P1 C17 1.816(3) . ? C3 C2 1.336(4) . ? C3 C4 1.518(4) . ? F1 C24 1.334(4) . ? N1 C1 1.281(4) . ? N1 C7 1.517(4) . ? F2 C24 1.332(4) . ? C17 C22 1.377(4) . ? C17 C18 1.402(5) . ? C13 C14 1.387(5) . ? C13 C16 1.390(5) . ? F3 C24 1.317(4) . ? C7 C9 1.518(4) . ? C7 C8 1.525(5) . ? C7 C10 1.525(5) . ? C15 C12 1.386(4) . ? C15 C14 1.386(5) . ? C2 C1 1.461(4) . ? C2 C6 1.504(4) . ? C18 C19 1.386(5) . ? C6 C5 1.519(5) . ? C19 C20 1.377(6) . ? C4 C5 1.535(4) . ? C22 C21 1.394(4) . ? C11 C12 1.401(4) . ? C11 C16 1.401(4) . ? C21 C20 1.375(5) . ? 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 C23 Pd1 P1 91.33(10) . . ? C23 Pd1 O1 86.86(12) . . ? P1 Pd1 O1 172.53(7) . . ? C23 Pd1 N1 176.61(14) . . ? P1 Pd1 N1 87.88(7) . . ? O1 Pd1 N1 94.34(9) . . ? O3 S1 O2 116.51(15) . . ? O3 S1 O1 114.36(16) . . ? O2 S1 O1 114.54(15) . . ? O3 S1 C24 104.22(15) . . ? O2 S1 C24 103.94(15) . . ? O1 S1 C24 100.59(15) . . ? C3 P1 C11 106.14(13) . . ? C3 P1 C17 103.49(14) . . ? C11 P1 C17 106.01(13) . . ? C3 P1 Pd1 104.55(9) . . ? C11 P1 Pd1 112.85(10) . . ? C17 P1 Pd1 122.34(11) . . ? C2 C3 C4 111.4(3) . . ? C2 C3 P1 123.6(2) . . ? C4 C3 P1 124.9(2) . . ? S1 O1 Pd1 126.84(14) . . ? C1 N1 C7 116.0(2) . . ? C1 N1 Pd1 122.9(2) . . ? C7 N1 Pd1 121.13(19) . . ? C22 C17 C18 119.1(3) . . ? C22 C17 P1 122.3(2) . . ? C18 C17 P1 118.6(2) . . ? C14 C13 C16 120.3(3) . . ? N1 C7 C9 108.1(2) . . ? N1 C7 C8 110.5(3) . . ? C9 C7 C8 111.0(3) . . ? N1 C7 C10 107.9(2) . . ? C9 C7 C10 110.9(3) . . ? C8 C7 C10 108.4(3) . . ? C12 C15 C14 120.6(3) . . ? C3 C2 C1 126.7(3) . . ? C3 C2 C6 112.0(3) . . ? C1 C2 C6 120.2(2) . . ? F3 C24 F2 108.1(3) . . ? F3 C24 F1 107.5(3) . . ? F2 C24 F1 107.0(2) . . ? F3 C24 S1 112.0(2) . . ? F2 C24 S1 110.7(2) . . ? F1 C24 S1 111.3(2) . . ? C19 C18 C17 119.8(3) . . ? N1 C1 C2 125.3(3) . . ? C15 C14 C13 119.9(3) . . ? C2 C6 C5 104.5(2) . . ? C20 C19 C18 120.6(3) . . ? C3 C4 C5 103.7(3) . . ? C17 C22 C21 120.5(3) . . ? C6 C5 C4 106.9(3) . . ? C12 C11 C16 119.4(3) . . ? C12 C11 P1 122.5(2) . . ? C16 C11 P1 118.0(2) . . ? C13 C16 C11 120.0(3) . . ? C20 C21 C22 120.2(3) . . ? C15 C12 C11 119.8(3) . . ? C21 C20 C19 119.8(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.579 _refine_diff_density_min -0.865 _refine_diff_density_rms 0.087 data_[(3IP)PdCl]2[OTf]2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23.50 H24 Cl2 F3 N O3 P Pd S' _chemical_formula_weight 665.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.4850(5) _cell_length_b 10.5344(5) _cell_length_c 26.8833(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.8040(10) _cell_angle_gamma 90.00 _cell_volume 2685.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 7576 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 28.2 _exptl_crystal_description 'plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 1.074 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.815 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30144 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 0.76 _diffrn_reflns_theta_max 28.32 _reflns_number_total 13270 _reflns_number_gt 12811 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0561P)^2^+13.7796P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 13270 _refine_ls_number_parameters 623 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0576 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.151 _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 -0.74896(5) -0.67456(4) -0.316795(15) 0.01451(10) Uani 1 1 d . . . Pd2 Pd -0.68649(5) -0.60254(4) -0.188616(16) 0.01617(10) Uani 1 1 d . . . P2 P -0.62425(17) -0.43337(14) -0.14540(6) 0.0148(3) Uani 1 1 d . . . P1 P -0.82905(16) -0.85122(14) -0.35177(5) 0.0135(3) Uani 1 1 d . . . N2 N -0.6965(6) -0.7007(5) -0.12314(19) 0.0209(11) Uani 1 1 d . . . N1 N -0.7701(5) -0.5825(5) -0.38493(18) 0.0132(9) Uani 1 1 d . . . S1 S -0.84705(17) -0.80555(15) -0.54654(6) 0.0212(3) Uani 1 1 d . . . S2 S -0.58290(19) -0.54272(18) 0.05261(7) 0.0276(3) Uani 1 1 d . . . F4 F -0.8042(6) -0.4294(6) 0.0887(3) 0.0618(17) Uani 1 1 d . . . F5 F -0.7282(6) -0.5893(5) 0.13307(18) 0.0441(12) Uani 1 1 d . . . F1 F -0.8327(7) -0.7030(6) -0.6353(2) 0.0564(16) Uani 1 1 d . . . F6 F -0.6140(7) -0.4134(5) 0.13489(19) 0.0481(13) Uani 1 1 d . . . F2 F -0.9539(8) -0.8752(6) -0.63205(19) 0.0608(18) Uani 1 1 d . . . F3 F -1.0407(6) -0.6999(7) -0.6030(2) 0.0653(19) Uani 1 1 d . . . O4 O -0.6815(6) -0.6137(6) 0.02281(19) 0.0337(12) Uani 1 1 d . . . O2 O -0.8244(6) -0.6837(6) -0.5253(2) 0.0389(14) Uani 1 1 d . . . O5 O -0.5403(6) -0.4243(5) 0.0303(2) 0.0314(11) Uani 1 1 d . . . O3 O -0.9572(5) -0.8803(5) -0.52413(19) 0.0253(10) Uani 1 1 d . . . O1 O -0.7206(6) -0.8730(7) -0.5578(3) 0.0455(15) Uani 1 1 d . . . O6 O -0.4740(6) -0.6154(6) 0.0771(2) 0.0404(13) Uani 1 1 d . . . C2 C -0.9875(6) -0.6919(6) -0.4116(2) 0.0152(11) Uani 1 1 d . . . C6 C -1.1212(6) -0.6797(6) -0.4417(2) 0.0182(11) Uani 1 1 d . . . H6A H -1.1028 -0.6850 -0.4771 0.022 Uiso 1 1 calc R . . H6B H -1.1687 -0.6002 -0.4348 0.022 Uiso 1 1 calc R . . C23 C -0.4863(6) -0.6067(6) -0.0855(2) 0.0189(11) Uani 1 1 d . . . C33 C -0.7696(6) -0.3636(6) -0.1132(2) 0.0170(11) Uani 1 1 d . . . C40 C -0.5977(7) -0.1954(6) -0.1900(3) 0.0247(14) Uani 1 1 d . . . H40A H -0.6754 -0.1707 -0.1716 0.030 Uiso 1 1 calc R . . C18 C -0.8528(8) -1.0795(6) -0.3000(3) 0.0237(14) Uani 1 1 d . . . H18A H -0.7789 -1.1095 -0.3191 0.028 Uiso 1 1 calc R . . C25 C -0.4878(6) -0.4874(6) -0.1038(2) 0.0163(11) Uani 1 1 d . . . C16 C -0.5690(7) -0.9575(7) -0.3626(3) 0.0248(14) Uani 1 1 d . . . H16A H -0.5487 -0.9218 -0.3317 0.030 Uiso 1 1 calc R . . C28 C -0.3576(8) -0.6295(7) -0.0533(3) 0.0265(14) Uani 1 1 d . . . H28A H -0.3089 -0.7062 -0.0632 0.032 Uiso 1 1 calc R . . H28B H -0.3822 -0.6360 -0.0185 0.032 Uiso 1 1 calc R . . C44 C -0.5435(7) -0.3143(6) -0.1845(2) 0.0194(12) Uani 1 1 d . . . C3 C -0.9759(6) -0.8074(5) -0.3912(2) 0.0134(10) Uani 1 1 d . . . C38 C -0.8947(7) -0.3458(8) -0.1389(3) 0.0262(14) Uani 1 1 d . . . H38A H -0.9025 -0.3719 -0.1719 0.031 Uiso 1 1 calc R . . C41 C -0.5368(8) -0.1107(8) -0.2232(3) 0.0355(17) Uani 1 1 d . . . H41A H -0.5767 -0.0309 -0.2280 0.043 Uiso 1 1 calc R . . C17 C -0.9042(7) -0.9572(6) -0.3070(2) 0.0186(12) Uani 1 1 d . . . C4 C -1.1015(7) -0.8897(6) -0.4039(3) 0.0226(13) Uani 1 1 d . . . H4A H -1.1368 -0.9324 -0.3746 0.027 Uiso 1 1 calc R . . H4B H -1.0783 -0.9525 -0.4289 0.027 Uiso 1 1 calc R . . C11 C -0.7011(6) -0.9380(5) -0.3858(2) 0.0150(11) Uani 1 1 d . . . C13 C -0.6259(8) -1.0609(8) -0.4559(3) 0.0324(16) Uani 1 1 d . . . H13A H -0.6441 -1.0953 -0.4872 0.039 Uiso 1 1 calc R . . C22 C -1.0127(8) -0.9139(8) -0.2785(3) 0.0282(15) Uani 1 1 d . . . H22A H -1.0451 -0.8313 -0.2830 0.034 Uiso 1 1 calc R . . C36 C -0.9989(8) -0.2522(9) -0.0666(3) 0.0362(18) Uani 1 1 d . . . H36A H -1.0749 -0.2137 -0.0511 0.043 Uiso 1 1 calc R . . C37 C -1.0082(8) -0.2897(8) -0.1163(3) 0.0298(16) Uani 1 1 d . . . H37A H -1.0915 -0.2767 -0.1343 0.036 Uiso 1 1 calc R . . C12 C -0.7277(7) -0.9873(7) -0.4329(2) 0.0223(13) Uani 1 1 d . . . H12A H -0.8133 -0.9712 -0.4489 0.027 Uiso 1 1 calc R . . C27 C -0.2663(9) -0.5103(7) -0.0629(4) 0.038(2) Uani 1 1 d . . . H27A H -0.2251 -0.4796 -0.0319 0.046 Uiso 1 1 calc R . . H27B H -0.1907 -0.5304 -0.0855 0.046 Uiso 1 1 calc R . . C34 C -0.7573(7) -0.3282(7) -0.0633(3) 0.0260(14) Uani 1 1 d . . . H34A H -0.6738 -0.3404 -0.0455 0.031 Uiso 1 1 calc R . . C43 C -0.3616(10) -0.2632(8) -0.2425(3) 0.0378(19) Uani 1 1 d . . . H43A H -0.2820 -0.2854 -0.2603 0.045 Uiso 1 1 calc R . . C21 C -1.0757(9) -0.9901(9) -0.2430(3) 0.0345(17) Uani 1 1 d . . . H21A H -1.1504 -0.9604 -0.2242 0.041 Uiso 1 1 calc R . . C14 C -0.4987(7) -1.0831(7) -0.4326(3) 0.0280(15) Uani 1 1 d . . . H14A H -0.4321 -1.1338 -0.4480 0.034 Uiso 1 1 calc R . . C19 C -0.9136(8) -1.1566(8) -0.2640(3) 0.0355(18) Uani 1 1 d . . . H19A H -0.8798 -1.2384 -0.2587 0.043 Uiso 1 1 calc R . . C39 C -0.4198(8) -0.3507(7) -0.2103(3) 0.0299(15) Uani 1 1 d . . . H39A H -0.3795 -0.4304 -0.2056 0.036 Uiso 1 1 calc R . . C35 C -0.8754(9) -0.2735(9) -0.0411(3) 0.039(2) Uani 1 1 d . . . H35A H -0.8694 -0.2507 -0.0078 0.047 Uiso 1 1 calc R . . C26 C -0.3622(7) -0.4112(6) -0.0854(3) 0.0268(15) Uani 1 1 d . . . H26A H -0.3168 -0.3676 -0.1126 0.032 Uiso 1 1 calc R . . H26B H -0.3900 -0.3492 -0.0607 0.032 Uiso 1 1 calc R . . C24 C -0.6043(7) -0.6937(6) -0.0880(2) 0.0205(12) Uani 1 1 d . . . H24A H -0.6141 -0.7499 -0.0616 0.025 Uiso 1 1 calc R . . C1 C -0.8738(6) -0.5970(6) -0.4155(2) 0.0152(10) Uani 1 1 d . . . H1A H -0.8778 -0.5426 -0.4427 0.018 Uiso 1 1 calc R . . C7 C -0.6442(7) -0.5046(7) -0.4011(3) 0.0235(13) Uani 1 1 d . . . C46 C -0.6891(8) -0.4918(8) 0.1058(3) 0.0319(16) Uani 1 1 d . . . C15 C -0.4684(8) -1.0317(7) -0.3869(3) 0.0284(15) Uani 1 1 d . . . H15A H -0.3808 -1.0460 -0.3720 0.034 Uiso 1 1 calc R . . C45 C -0.9229(9) -0.7684(9) -0.6075(3) 0.0359(18) Uani 1 1 d . . . C42 C -0.4190(9) -0.1438(8) -0.2488(3) 0.0373(19) Uani 1 1 d . . . H42A H -0.3776 -0.0862 -0.2704 0.045 Uiso 1 1 calc R . . C31 C -0.7950(8) -0.9174(7) -0.1286(3) 0.0295(16) Uani 1 1 d . . . H31A H -0.7716 -0.9195 -0.1633 0.044 Uiso 1 1 calc R . . H31B H -0.8752 -0.9709 -0.1230 0.044 Uiso 1 1 calc R . . H31C H -0.7163 -0.9474 -0.1091 0.044 Uiso 1 1 calc R . . C30 C -0.9475(7) -0.7271(7) -0.1463(3) 0.0289(15) Uani 1 1 d . . . H30A H -0.9205 -0.7314 -0.1805 0.043 Uiso 1 1 calc R . . H30B H -0.9638 -0.6402 -0.1373 0.043 Uiso 1 1 calc R . . H30C H -1.0322 -0.7752 -0.1417 0.043 Uiso 1 1 calc R . . C29 C -0.8299(7) -0.7817(7) -0.1136(3) 0.0259(14) Uani 1 1 d . . . C32 C -0.8679(10) -0.7760(11) -0.0592(3) 0.045(2) Uani 1 1 d . . . H32A H -0.8896 -0.6900 -0.0503 0.067 Uiso 1 1 calc R . . H32B H -0.7898 -0.8055 -0.0393 0.067 Uiso 1 1 calc R . . H32C H -0.9485 -0.8288 -0.0534 0.067 Uiso 1 1 calc R . . C5 C -1.2084(7) -0.7935(6) -0.4241(3) 0.0231(13) Uani 1 1 d . . . H5B H -1.2729 -0.7679 -0.3983 0.028 Uiso 1 1 calc R . . H5A H -1.2624 -0.8295 -0.4516 0.028 Uiso 1 1 calc R . . C20 C -1.0238(9) -1.1112(10) -0.2364(3) 0.0397(19) Uani 1 1 d . . . H20A H -1.0643 -1.1636 -0.2128 0.048 Uiso 1 1 calc R . . C8 C -0.6604(11) -0.4561(12) -0.4542(3) 0.055(3) Uani 1 1 d . . . H8A H -0.7317 -0.3914 -0.4555 0.083 Uiso 1 1 calc R . . H8B H -0.6875 -0.5250 -0.4757 0.083 Uiso 1 1 calc R . . H8C H -0.5724 -0.4214 -0.4650 0.083 Uiso 1 1 calc R . . C9A C -0.514(2) -0.561(2) -0.3786(8) 0.049(4) Uiso 0.50 1 d P . . C9B C -0.5283(16) -0.6105(16) -0.4091(6) 0.032(3) Uiso 0.50 1 d P . . C10A C -0.5958(16) -0.4088(15) -0.3665(6) 0.028(3) Uiso 0.50 1 d P . . C10B C -0.6692(19) -0.3663(18) -0.3748(7) 0.037(4) Uiso 0.50 1 d P . . C47 C -0.2227(12) -0.5746(12) -0.2982(4) 0.061(3) Uiso 1 1 d . . . H47A H -0.1864 -0.6073 -0.3292 0.073 Uiso 1 1 calc R . . H47B H -0.2754 -0.4980 -0.3058 0.073 Uiso 1 1 calc R . . Cl1 Cl -0.6976(2) -0.78628(14) -0.24415(6) 0.0234(3) Uani 1 1 d . . . Cl2 Cl -0.7064(2) -0.48901(15) -0.26262(6) 0.0291(4) Uani 1 1 d . . . Cl4 Cl -0.0863(4) -0.5361(4) -0.26119(13) 0.0758(9) Uiso 1 1 d . . . Cl3 Cl -0.3389(5) -0.6870(5) -0.27366(16) 0.0952(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0187(2) 0.01215(19) 0.01263(19) -0.00093(16) -0.00162(14) 0.00213(17) Pd2 0.0241(2) 0.01242(19) 0.01199(19) -0.00072(16) -0.00065(15) -0.00095(18) P2 0.0168(7) 0.0113(6) 0.0163(7) 0.0003(5) 0.0018(5) -0.0004(5) P1 0.0149(7) 0.0121(6) 0.0136(6) -0.0009(5) -0.0001(5) 0.0033(5) N2 0.031(3) 0.017(3) 0.014(2) 0.0002(18) 0.004(2) -0.004(2) N1 0.010(2) 0.013(2) 0.017(2) -0.0012(18) 0.0031(17) 0.0001(17) S1 0.0207(7) 0.0192(7) 0.0237(7) -0.0007(6) 0.0011(6) -0.0046(6) S2 0.0266(8) 0.0254(8) 0.0309(9) -0.0028(7) -0.0002(7) -0.0004(7) F4 0.037(3) 0.056(4) 0.092(5) -0.001(3) 0.007(3) 0.023(3) F5 0.051(3) 0.043(3) 0.038(3) 0.003(2) 0.011(2) -0.011(3) F1 0.088(5) 0.045(3) 0.036(3) 0.008(2) 0.008(3) -0.025(3) F6 0.068(4) 0.043(3) 0.033(3) -0.013(2) 0.003(2) -0.009(3) F2 0.096(5) 0.059(4) 0.027(3) -0.007(2) 0.000(3) -0.042(4) F3 0.049(3) 0.080(5) 0.067(4) 0.027(4) -0.010(3) 0.023(3) O4 0.038(3) 0.033(3) 0.030(3) -0.010(2) -0.001(2) -0.008(3) O2 0.039(3) 0.039(3) 0.039(3) -0.025(3) 0.011(2) -0.020(3) O5 0.037(3) 0.027(3) 0.030(3) 0.001(2) 0.004(2) -0.011(2) O3 0.018(2) 0.027(2) 0.031(3) 0.005(2) 0.0035(19) -0.0106(19) O1 0.025(3) 0.047(4) 0.065(4) 0.011(3) 0.006(3) 0.008(3) O6 0.031(3) 0.034(3) 0.055(4) 0.005(3) -0.006(2) 0.010(3) C2 0.014(2) 0.019(3) 0.012(2) 0.000(2) -0.0028(19) 0.005(2) C6 0.013(2) 0.018(3) 0.024(3) 0.003(2) -0.005(2) 0.005(2) C23 0.022(3) 0.015(3) 0.019(3) -0.003(2) -0.004(2) 0.000(3) C33 0.015(3) 0.016(3) 0.021(3) 0.004(2) 0.008(2) 0.003(2) C40 0.024(3) 0.020(3) 0.030(3) 0.006(3) 0.002(2) 0.000(2) C18 0.029(3) 0.015(3) 0.027(3) 0.005(2) -0.006(3) 0.001(2) C25 0.009(2) 0.015(3) 0.025(3) -0.001(2) 0.003(2) -0.002(2) C16 0.019(3) 0.030(4) 0.026(3) 0.000(3) 0.001(3) 0.013(3) C28 0.027(3) 0.024(3) 0.029(3) 0.002(2) -0.005(3) -0.004(3) C44 0.020(3) 0.020(3) 0.018(3) 0.000(2) 0.004(2) -0.005(2) C3 0.011(2) 0.012(2) 0.017(3) -0.003(2) 0.001(2) -0.005(2) C38 0.023(3) 0.039(4) 0.017(3) 0.007(3) 0.004(2) -0.002(3) C41 0.034(4) 0.031(4) 0.042(4) 0.021(4) -0.001(3) 0.004(3) C17 0.022(3) 0.014(3) 0.019(3) 0.000(2) -0.003(2) 0.000(2) C4 0.020(3) 0.016(3) 0.031(3) 0.002(2) -0.004(3) -0.007(2) C11 0.019(3) 0.011(2) 0.015(3) -0.002(2) 0.001(2) 0.005(2) C13 0.033(4) 0.039(4) 0.025(3) -0.012(3) 0.004(3) 0.012(3) C22 0.025(3) 0.032(4) 0.028(4) 0.006(3) 0.001(3) 0.001(3) C36 0.023(3) 0.049(5) 0.038(4) 0.000(4) 0.018(3) 0.003(3) C37 0.023(3) 0.037(4) 0.029(4) 0.010(3) 0.009(3) 0.009(3) C12 0.022(3) 0.029(3) 0.016(3) -0.005(2) 0.002(2) 0.005(3) C27 0.029(4) 0.023(4) 0.062(5) 0.012(4) -0.021(4) -0.012(3) C34 0.013(3) 0.039(4) 0.026(3) -0.005(3) 0.006(2) -0.008(3) C43 0.044(5) 0.036(4) 0.034(4) -0.001(3) 0.016(3) -0.015(4) C21 0.029(4) 0.047(5) 0.028(4) 0.001(3) 0.003(3) 0.000(3) C14 0.027(3) 0.028(4) 0.030(3) 0.002(3) 0.020(3) 0.009(3) C19 0.036(4) 0.026(4) 0.045(4) 0.020(3) -0.006(3) 0.001(3) C39 0.031(4) 0.024(3) 0.035(4) 0.002(3) 0.012(3) -0.006(3) C35 0.030(4) 0.058(5) 0.029(4) -0.022(4) 0.009(3) -0.006(4) C26 0.018(3) 0.013(3) 0.048(4) -0.005(3) -0.005(3) -0.002(2) C24 0.025(3) 0.019(3) 0.017(3) 0.001(2) 0.001(2) -0.004(2) C1 0.014(2) 0.016(2) 0.015(2) 0.000(2) -0.0011(19) 0.011(2) C7 0.017(3) 0.025(3) 0.028(3) 0.005(3) 0.001(2) -0.007(2) C46 0.030(4) 0.032(4) 0.034(4) -0.001(3) 0.008(3) 0.001(3) C15 0.021(3) 0.030(4) 0.034(4) 0.005(3) 0.001(3) 0.004(3) C45 0.038(4) 0.040(4) 0.029(4) 0.001(3) 0.003(3) -0.012(4) C42 0.040(4) 0.035(4) 0.037(4) 0.011(3) 0.002(3) -0.018(3) C31 0.026(3) 0.017(3) 0.045(4) 0.009(3) -0.006(3) -0.008(3) C30 0.018(3) 0.031(3) 0.038(4) -0.001(3) 0.005(3) -0.003(3) C29 0.022(3) 0.035(4) 0.021(3) 0.002(3) 0.005(2) -0.014(3) C32 0.040(5) 0.073(6) 0.021(4) 0.001(4) 0.008(3) -0.030(5) C5 0.015(3) 0.021(3) 0.033(4) 0.002(3) -0.005(2) -0.005(2) C20 0.036(4) 0.054(5) 0.029(4) 0.023(4) 0.002(3) -0.016(4) C8 0.050(5) 0.095(8) 0.022(4) 0.005(4) 0.005(4) -0.044(6) Cl1 0.0418(9) 0.0132(6) 0.0151(6) -0.0003(5) -0.0059(6) 0.0013(6) Cl2 0.0592(12) 0.0142(7) 0.0136(7) 0.0013(5) -0.0035(7) -0.0036(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N1 2.080(5) . ? Pd1 P1 2.2146(16) . ? Pd1 Cl1 2.3257(15) . ? Pd1 Cl2 2.4675(16) . ? Pd2 N2 2.045(5) . ? Pd2 P2 2.2035(16) . ? Pd2 Cl2 2.3266(16) . ? Pd2 Cl1 2.4459(16) . ? P2 C25 1.792(6) . ? P2 C33 1.796(6) . ? P2 C44 1.813(6) . ? P1 C11 1.783(6) . ? P1 C17 1.797(7) . ? P1 C3 1.798(6) . ? N2 C24 1.280(8) . ? N2 C29 1.551(8) . ? N1 C1 1.282(7) . ? N1 C7 1.518(8) . ? S1 O2 1.420(6) . ? S1 O1 1.430(6) . ? S1 O3 1.446(5) . ? S1 C45 1.823(9) . ? S2 O4 1.433(5) . ? S2 O6 1.438(6) . ? S2 O5 1.445(6) . ? S2 C46 1.840(8) . ? F4 C46 1.349(10) . ? F5 C46 1.319(9) . ? F1 C45 1.335(10) . ? F6 C46 1.336(10) . ? F2 C45 1.335(10) . ? F3 C45 1.337(11) . ? C2 C3 1.339(8) . ? C2 C1 1.475(9) . ? C2 C6 1.501(7) . ? C6 C5 1.535(9) . ? C23 C25 1.349(9) . ? C23 C24 1.448(9) . ? C23 C28 1.506(9) . ? C33 C38 1.379(9) . ? C33 C34 1.393(9) . ? C40 C44 1.362(9) . ? C40 C41 1.394(10) . ? C18 C17 1.388(8) . ? C18 C19 1.394(10) . ? C25 C26 1.514(8) . ? C16 C15 1.402(10) . ? C16 C11 1.407(9) . ? C28 C27 1.548(10) . ? C44 C39 1.423(9) . ? C3 C4 1.509(8) . ? C38 C37 1.377(10) . ? C41 C42 1.366(12) . ? C17 C22 1.371(10) . ? C4 C5 1.528(9) . ? C11 C12 1.387(8) . ? C13 C14 1.371(11) . ? C13 C12 1.391(9) . ? C22 C21 1.389(11) . ? C36 C35 1.367(12) . ? C36 C37 1.397(11) . ? C27 C26 1.506(10) . ? C34 C35 1.400(10) . ? C43 C42 1.380(13) . ? C43 C39 1.385(10) . ? C21 C20 1.378(13) . ? C14 C15 1.367(11) . ? C19 C20 1.375(12) . ? C7 C10A 1.443(16) . ? C7 C9A 1.49(2) . ? C7 C8 1.523(11) . ? C7 C9B 1.582(17) . ? C7 C10B 1.64(2) . ? C31 C29 1.523(11) . ? C30 C29 1.524(10) . ? C29 C32 1.512(10) . ? C9A C9B 0.98(2) . ? C9A C10A 1.81(3) . ? C10A C10B 0.86(2) . ? C47 Cl4 1.670(12) . ? C47 Cl3 1.752(12) . ? 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 89.41(14) . . ? N1 Pd1 Cl1 172.72(14) . . ? P1 Pd1 Cl1 89.87(6) . . ? N1 Pd1 Cl2 99.40(14) . . ? P1 Pd1 Cl2 165.61(6) . . ? Cl1 Pd1 Cl2 82.80(5) . . ? N2 Pd2 P2 88.31(16) . . ? N2 Pd2 Cl2 172.66(18) . . ? P2 Pd2 Cl2 93.04(6) . . ? N2 Pd2 Cl1 97.07(15) . . ? P2 Pd2 Cl1 166.14(6) . . ? Cl2 Pd2 Cl1 83.25(5) . . ? C25 P2 C33 112.4(3) . . ? C25 P2 C44 105.9(3) . . ? C33 P2 C44 109.3(3) . . ? C25 P2 Pd2 105.0(2) . . ? C33 P2 Pd2 112.6(2) . . ? C44 P2 Pd2 111.5(2) . . ? C11 P1 C17 107.7(3) . . ? C11 P1 C3 110.9(3) . . ? C17 P1 C3 104.1(3) . . ? C11 P1 Pd1 114.6(2) . . ? C17 P1 Pd1 112.0(2) . . ? C3 P1 Pd1 107.00(19) . . ? C24 N2 C29 117.3(5) . . ? C24 N2 Pd2 124.5(5) . . ? C29 N2 Pd2 118.0(4) . . ? C1 N1 C7 118.8(5) . . ? C1 N1 Pd1 124.9(4) . . ? C7 N1 Pd1 116.0(4) . . ? O2 S1 O1 114.3(4) . . ? O2 S1 O3 115.5(3) . . ? O1 S1 O3 115.5(4) . . ? O2 S1 C45 102.9(4) . . ? O1 S1 C45 103.8(4) . . ? O3 S1 C45 102.3(3) . . ? O4 S2 O6 115.9(4) . . ? O4 S2 O5 113.7(3) . . ? O6 S2 O5 116.6(4) . . ? O4 S2 C46 103.1(4) . . ? O6 S2 C46 101.3(4) . . ? O5 S2 C46 103.3(4) . . ? C3 C2 C1 126.1(5) . . ? C3 C2 C6 111.3(5) . . ? C1 C2 C6 121.1(5) . . ? C2 C6 C5 102.8(5) . . ? C25 C23 C24 124.6(6) . . ? C25 C23 C28 111.2(6) . . ? C24 C23 C28 123.1(6) . . ? C38 C33 C34 120.4(6) . . ? C38 C33 P2 118.3(5) . . ? C34 C33 P2 121.3(5) . . ? C44 C40 C41 120.0(7) . . ? C17 C18 C19 119.1(7) . . ? C23 C25 C26 111.8(6) . . ? C23 C25 P2 121.8(5) . . ? C26 C25 P2 126.4(5) . . ? C15 C16 C11 118.8(7) . . ? C23 C28 C27 103.1(6) . . ? C40 C44 C39 120.5(6) . . ? C40 C44 P2 122.5(5) . . ? C39 C44 P2 117.0(5) . . ? C2 C3 C4 111.7(5) . . ? C2 C3 P1 122.2(4) . . ? C4 C3 P1 126.1(4) . . ? C37 C38 C33 120.7(7) . . ? C42 C41 C40 120.6(7) . . ? C22 C17 C18 119.9(6) . . ? C22 C17 P1 118.4(5) . . ? C18 C17 P1 121.7(5) . . ? C3 C4 C5 102.6(5) . . ? C12 C11 C16 119.9(6) . . ? C12 C11 P1 122.9(5) . . ? C16 C11 P1 117.1(5) . . ? C14 C13 C12 120.2(7) . . ? C17 C22 C21 121.7(7) . . ? C35 C36 C37 118.3(7) . . ? C38 C37 C36 120.3(7) . . ? C11 C12 C13 119.7(6) . . ? C26 C27 C28 107.0(6) . . ? C33 C34 C35 117.6(7) . . ? C42 C43 C39 121.6(8) . . ? C20 C21 C22 117.8(8) . . ? C15 C14 C13 121.0(6) . . ? C20 C19 C18 119.7(7) . . ? C43 C39 C44 117.6(7) . . ? C36 C35 C34 122.7(7) . . ? C27 C26 C25 103.4(5) . . ? N2 C24 C23 126.2(6) . . ? N1 C1 C2 126.2(5) . . ? C10A C7 C9A 76.4(11) . . ? C10A C7 N1 116.0(8) . . ? C9A C7 N1 108.5(9) . . ? C10A C7 C8 113.4(9) . . ? C9A C7 C8 126.0(10) . . ? N1 C7 C8 112.3(6) . . ? C10A C7 C9B 111.4(9) . . ? C9A C7 C9B 37.0(9) . . ? N1 C7 C9B 102.1(7) . . ? C8 C7 C9B 99.8(8) . . ? C10A C7 C10B 31.4(8) . . ? C9A C7 C10B 107.8(11) . . ? N1 C7 C10B 103.7(8) . . ? C8 C7 C10B 95.3(9) . . ? C9B C7 C10B 142.3(10) . . ? F5 C46 F6 107.9(7) . . ? F5 C46 F4 109.6(7) . . ? F6 C46 F4 108.7(7) . . ? F5 C46 S2 111.5(6) . . ? F6 C46 S2 110.0(5) . . ? F4 C46 S2 109.1(6) . . ? C14 C15 C16 120.2(7) . . ? F1 C45 F2 107.2(7) . . ? F1 C45 F3 108.4(8) . . ? F2 C45 F3 108.8(8) . . ? F1 C45 S1 111.4(6) . . ? F2 C45 S1 110.2(6) . . ? F3 C45 S1 110.7(6) . . ? C41 C42 C43 119.7(7) . . ? C32 C29 C31 110.5(7) . . ? C32 C29 C30 111.1(7) . . ? C31 C29 C30 111.1(6) . . ? C32 C29 N2 110.2(6) . . ? C31 C29 N2 107.0(6) . . ? C30 C29 N2 106.8(6) . . ? C4 C5 C6 105.7(5) . . ? C19 C20 C21 121.7(7) . . ? C9B C9A C7 76.6(16) . . ? C9B C9A C10A 124(2) . . ? C7 C9A C10A 50.6(8) . . ? C9A C9B C7 66.4(16) . . ? C10B C10A C7 87.0(17) . . ? C10B C10A C9A 140(2) . . ? C7 C10A C9A 53.0(9) . . ? C10A C10B C7 61.6(15) . . ? Cl4 C47 Cl3 115.2(7) . . ? Pd1 Cl1 Pd2 96.83(6) . . ? Pd2 Cl2 Pd1 96.21(6) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 3.431 _refine_diff_density_min -2.238 _refine_diff_density_rms 0.164 data_(3IP)Pd(Me)Cl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H29 Cl N P Pd' _chemical_formula_weight 492.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.8305(5) _cell_length_b 16.7915(10) _cell_length_c 15.2696(9) _cell_angle_alpha 90.00 _cell_angle_beta 93.1840(10) _cell_angle_gamma 90.00 _cell_volume 2260.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 7187 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 28.3 _exptl_crystal_description 'needle' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 1.017 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.755 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25365 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5629 _reflns_number_gt 5273 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0367P)^2^+2.5302P] 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 5629 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0771 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.486729(15) 0.211918(9) 0.526538(9) 0.01541(6) Uani 1 1 d . . . P1 P 0.70493(6) 0.27188(3) 0.51194(3) 0.01481(10) Uani 1 1 d . . . Cl1 Cl 0.25651(6) 0.13712(3) 0.51205(4) 0.02657(12) Uani 1 1 d . . . C2 C 0.8032(2) 0.12253(12) 0.46396(13) 0.0171(4) Uani 1 1 d . . . C3 C 0.8042(2) 0.20102(12) 0.44597(13) 0.0161(4) Uani 1 1 d . . . N1 N 0.62636(19) 0.11174(10) 0.57955(11) 0.0161(3) Uani 1 1 d . . . C11 C 0.7219(2) 0.36778(12) 0.45796(14) 0.0206(4) Uani 1 1 d . . . C4 C 0.9040(3) 0.21901(13) 0.37152(14) 0.0225(4) Uani 1 1 d . . . H4A H 0.9991 0.2428 0.3928 0.027 Uiso 1 1 calc R . . H4B H 0.8536 0.2545 0.3290 0.027 Uiso 1 1 calc R . . C1 C 0.7385(2) 0.08471(12) 0.53968(13) 0.0181(4) Uani 1 1 d . . . H1A H 0.7824 0.0374 0.5602 0.022 Uiso 1 1 calc R . . C7 C 0.5882(2) 0.07063(13) 0.66338(14) 0.0213(4) Uani 1 1 d . . . C9 C 0.4893(3) -0.00122(14) 0.63831(16) 0.0279(5) Uani 1 1 d . . . H9A H 0.4006 0.0162 0.6045 0.042 Uiso 1 1 calc R . . H9B H 0.4596 -0.0274 0.6905 0.042 Uiso 1 1 calc R . . H9C H 0.5457 -0.0376 0.6041 0.042 Uiso 1 1 calc R . . C8 C 0.5008(3) 0.13004(15) 0.71683(16) 0.0313(5) Uani 1 1 d . . . H8A H 0.4105 0.1463 0.6837 0.047 Uiso 1 1 calc R . . H8B H 0.5632 0.1758 0.7300 0.047 Uiso 1 1 calc R . . H8C H 0.4737 0.1055 0.7705 0.047 Uiso 1 1 calc R . . C6 C 0.9038(2) 0.07668(13) 0.40471(14) 0.0219(4) Uani 1 1 d . . . H6A H 0.8536 0.0290 0.3819 0.026 Uiso 1 1 calc R . . H6B H 0.9988 0.0619 0.4354 0.026 Uiso 1 1 calc R . . C16 C 0.7986(3) 0.43108(14) 0.49909(17) 0.0302(5) Uani 1 1 d . . . H16A H 0.8451 0.4243 0.5547 0.036 Uiso 1 1 calc R . . C5 C 0.9293(3) 0.13619(15) 0.33174(15) 0.0297(5) Uani 1 1 d . . . H5A H 0.8581 0.1269 0.2821 0.036 Uiso 1 1 calc R . . H5B H 1.0316 0.1316 0.3122 0.036 Uiso 1 1 calc R . . C12 C 0.6508(3) 0.37963(14) 0.37517(15) 0.0279(5) Uani 1 1 d . . . H12A H 0.5962 0.3383 0.3479 0.033 Uiso 1 1 calc R . . C10 C 0.7310(3) 0.04538(18) 0.71760(17) 0.0361(6) Uani 1 1 d . . . H10A H 0.7913 0.0915 0.7324 0.054 Uiso 1 1 calc R . . H10B H 0.7888 0.0091 0.6841 0.054 Uiso 1 1 calc R . . H10C H 0.7027 0.0196 0.7704 0.054 Uiso 1 1 calc R . . C15 C 0.8059(3) 0.50452(15) 0.4571(2) 0.0414(6) Uani 1 1 d . . . H15A H 0.8570 0.5467 0.4850 0.050 Uiso 1 1 calc R . . C13 C 0.6608(3) 0.45268(16) 0.33318(18) 0.0363(6) Uani 1 1 d . . . H13A H 0.6157 0.4597 0.2772 0.044 Uiso 1 1 calc R . . C14 C 0.7380(3) 0.51493(16) 0.3749(2) 0.0406(6) Uani 1 1 d . . . H14A H 0.7440 0.5640 0.3470 0.049 Uiso 1 1 calc R . . C17 C 0.8247(2) 0.28121(11) 0.61184(13) 0.0169(4) Uani 1 1 d . . . C18 C 0.9785(2) 0.26333(14) 0.61446(14) 0.0218(4) Uani 1 1 d . . . H18A H 1.0223 0.2443 0.5646 0.026 Uiso 1 1 calc R . . C22 C 0.7590(3) 0.30788(14) 0.68786(14) 0.0224(4) Uani 1 1 d . . . H22A H 0.6556 0.3188 0.6867 0.027 Uiso 1 1 calc R . . C20 C 1.0014(3) 0.30195(14) 0.76622(15) 0.0289(5) Uani 1 1 d . . . H20A H 1.0613 0.3099 0.8175 0.035 Uiso 1 1 calc R . . C21 C 0.8476(3) 0.31813(15) 0.76487(14) 0.0275(5) Uani 1 1 d . . . H21A H 0.8039 0.3358 0.8154 0.033 Uiso 1 1 calc R . . C19 C 1.0668(3) 0.27398(15) 0.69174(16) 0.0278(5) Uani 1 1 d . . . H19A H 1.1699 0.2623 0.6935 0.033 Uiso 1 1 calc R . . C23 C 0.3641(3) 0.30821(15) 0.48369(18) 0.0295(5) Uani 1 1 d . . . H23A H 0.4295 0.3537 0.4815 0.044 Uiso 1 1 calc R . . H23B H 0.2856 0.3186 0.5232 0.044 Uiso 1 1 calc R . . H23C H 0.3193 0.2977 0.4261 0.044 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 0.01147(8) 0.01651(9) 0.01828(9) -0.00152(5) 0.00113(5) 0.00102(5) P1 0.0144(2) 0.0145(2) 0.0154(2) -0.00023(17) -0.00055(17) -0.00057(17) Cl1 0.0138(2) 0.0259(3) 0.0399(3) -0.0024(2) 0.00052(19) -0.00210(18) C2 0.0134(8) 0.0211(9) 0.0168(9) -0.0019(7) 0.0006(7) -0.0005(7) C3 0.0128(8) 0.0213(9) 0.0140(8) -0.0018(7) -0.0004(7) -0.0008(7) N1 0.0155(7) 0.0156(7) 0.0172(8) 0.0001(6) 0.0017(6) -0.0019(6) C11 0.0190(9) 0.0183(9) 0.0244(10) 0.0034(8) 0.0004(8) 0.0010(7) C4 0.0207(10) 0.0283(11) 0.0188(10) 0.0029(8) 0.0045(8) -0.0026(8) C1 0.0177(9) 0.0148(9) 0.0220(9) -0.0007(7) 0.0023(7) 0.0007(7) C7 0.0239(10) 0.0213(10) 0.0191(9) 0.0032(8) 0.0053(8) -0.0002(8) C9 0.0308(11) 0.0210(10) 0.0328(12) 0.0040(9) 0.0103(9) -0.0045(9) C8 0.0427(14) 0.0280(12) 0.0248(11) 0.0000(9) 0.0147(10) 0.0012(10) C6 0.0169(9) 0.0231(10) 0.0263(10) -0.0074(8) 0.0058(8) -0.0006(8) C16 0.0349(12) 0.0202(11) 0.0342(12) 0.0029(9) -0.0089(10) -0.0032(9) C5 0.0314(12) 0.0378(13) 0.0207(10) -0.0032(9) 0.0099(9) 0.0043(10) C12 0.0333(12) 0.0246(11) 0.0251(11) 0.0055(9) -0.0041(9) -0.0018(9) C10 0.0323(13) 0.0501(16) 0.0256(12) 0.0116(11) -0.0010(9) 0.0023(11) C15 0.0454(16) 0.0201(12) 0.0573(17) 0.0079(12) -0.0117(13) -0.0063(10) C13 0.0425(14) 0.0330(13) 0.0327(13) 0.0148(10) -0.0041(11) 0.0015(11) C14 0.0447(15) 0.0242(12) 0.0524(16) 0.0168(11) -0.0020(12) -0.0001(11) C17 0.0188(9) 0.0156(9) 0.0163(9) -0.0003(7) -0.0006(7) -0.0014(7) C18 0.0192(10) 0.0269(11) 0.0191(9) -0.0027(8) -0.0012(7) 0.0013(8) C22 0.0221(10) 0.0247(10) 0.0203(10) -0.0064(8) 0.0006(8) 0.0018(8) C20 0.0373(13) 0.0264(11) 0.0215(10) -0.0036(9) -0.0118(9) 0.0020(9) C21 0.0355(12) 0.0282(11) 0.0187(10) -0.0064(8) 0.0002(9) 0.0020(9) C19 0.0224(11) 0.0326(12) 0.0272(11) -0.0023(9) -0.0083(9) 0.0039(9) C23 0.0223(11) 0.0251(11) 0.0411(13) 0.0048(10) 0.0010(9) 0.0076(9) _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 C23 2.034(2) . ? Pd1 P1 2.1963(5) . ? Pd1 N1 2.2122(17) . ? Pd1 Cl1 2.3894(5) . ? P1 C17 1.814(2) . ? P1 C3 1.816(2) . ? P1 C11 1.819(2) . ? C2 C3 1.346(3) . ? C2 C1 1.463(3) . ? C2 C6 1.513(3) . ? C3 C4 1.507(3) . ? N1 C1 1.274(3) . ? N1 C7 1.509(3) . ? C11 C16 1.391(3) . ? C11 C12 1.394(3) . ? C4 C5 1.539(3) . ? C7 C9 1.525(3) . ? C7 C8 1.525(3) . ? C7 C10 1.530(3) . ? C6 C5 1.523(3) . ? C16 C15 1.393(3) . ? C12 C13 1.389(3) . ? C15 C14 1.373(4) . ? C13 C14 1.384(4) . ? C17 C18 1.389(3) . ? C17 C22 1.400(3) . ? C18 C19 1.389(3) . ? C22 C21 1.387(3) . ? C20 C21 1.384(4) . ? C20 C19 1.386(4) . ? 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 C23 Pd1 P1 93.29(7) . . ? C23 Pd1 N1 176.54(9) . . ? P1 Pd1 N1 84.92(4) . . ? C23 Pd1 Cl1 87.30(7) . . ? P1 Pd1 Cl1 168.04(2) . . ? N1 Pd1 Cl1 95.06(4) . . ? C17 P1 C3 104.25(9) . . ? C17 P1 C11 104.21(9) . . ? C3 P1 C11 105.92(10) . . ? C17 P1 Pd1 115.35(7) . . ? C3 P1 Pd1 102.07(7) . . ? C11 P1 Pd1 123.15(7) . . ? C3 C2 C1 126.40(18) . . ? C3 C2 C6 111.43(18) . . ? C1 C2 C6 121.31(18) . . ? C2 C3 C4 111.16(18) . . ? C2 C3 P1 121.30(15) . . ? C4 C3 P1 127.41(15) . . ? C1 N1 C7 117.28(17) . . ? C1 N1 Pd1 121.88(14) . . ? C7 N1 Pd1 120.80(12) . . ? C16 C11 C12 118.9(2) . . ? C16 C11 P1 121.48(17) . . ? C12 C11 P1 119.52(17) . . ? C3 C4 C5 102.73(17) . . ? N1 C1 C2 124.81(19) . . ? N1 C7 C9 107.50(17) . . ? N1 C7 C8 107.35(17) . . ? C9 C7 C8 110.61(19) . . ? N1 C7 C10 111.69(18) . . ? C9 C7 C10 111.1(2) . . ? C8 C7 C10 108.6(2) . . ? C2 C6 C5 102.65(18) . . ? C11 C16 C15 120.2(2) . . ? C6 C5 C4 105.89(17) . . ? C13 C12 C11 120.5(2) . . ? C14 C15 C16 120.3(3) . . ? C14 C13 C12 119.8(2) . . ? C15 C14 C13 120.2(2) . . ? C18 C17 C22 119.67(19) . . ? C18 C17 P1 121.94(16) . . ? C22 C17 P1 118.39(16) . . ? C19 C18 C17 119.9(2) . . ? C21 C22 C17 120.2(2) . . ? C21 C20 C19 120.5(2) . . ? C20 C21 C22 119.7(2) . . ? C20 C19 C18 120.1(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.366 _refine_diff_density_min -1.436 _refine_diff_density_rms 0.107 data_(3IP)Pd(OTf)2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 F6 N O6 P Pd S2' _chemical_formula_weight 739.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 18.6579(14) _cell_length_b 10.5556(8) _cell_length_c 14.7222(11) _cell_angle_alpha 90.00 _cell_angle_beta 106.146(2) _cell_angle_gamma 90.00 _cell_volume 2785.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 5889 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 28.3 _exptl_crystal_description 'needle' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.765 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.955 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.759 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'SMART CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31033 _diffrn_reflns_av_R_equivalents 0.1395 _diffrn_reflns_av_sigmaI/netI 0.0797 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 28.32 _reflns_number_total 6933 _reflns_number_gt 5803 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0149P)^2^+0.0329P] 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 6933 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0878 _refine_ls_wR_factor_gt 0.0829 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 0.272129(9) 0.226344(16) 0.230666(12) 0.01157(6) Uani 1 1 d . . . P1 P 0.20562(3) 0.39757(5) 0.18326(4) 0.01180(12) Uani 1 1 d . . . S2 S 0.16359(4) 0.00056(6) 0.21400(4) 0.01835(13) Uani 1 1 d . . . S1 S 0.38877(4) -0.01744(6) 0.22339(4) 0.01910(13) Uani 1 1 d . . . O4 O 0.18511(9) 0.10908(16) 0.16294(12) 0.0181(4) Uani 1 1 d . . . O1 O 0.33955(10) 0.05779(17) 0.26391(13) 0.0246(4) Uani 1 1 d . . . N1 N 0.35508(10) 0.34490(18) 0.29639(14) 0.0146(4) Uani 1 1 d . . . F4 F 0.03324(10) 0.0268(2) 0.09079(12) 0.0414(5) Uani 1 1 d . . . F2 F 0.36845(13) -0.20894(17) 0.32714(16) 0.0502(6) Uani 1 1 d . . . F1 F 0.44862(11) -0.07279(18) 0.40208(12) 0.0409(4) Uani 1 1 d . . . F5 F 0.03243(10) -0.07554(18) 0.21707(13) 0.0429(5) Uani 1 1 d . . . C17 C 0.18915(13) 0.4851(2) 0.28001(16) 0.0141(4) Uani 1 1 d . . . C2 C 0.33667(13) 0.4904(2) 0.16316(17) 0.0154(5) Uani 1 1 d . . . F3 F 0.47703(13) -0.20093(19) 0.30393(15) 0.0543(6) Uani 1 1 d . . . O3 O 0.45460(11) 0.0480(2) 0.21832(15) 0.0319(5) Uani 1 1 d . . . C11 C 0.11715(13) 0.3705(2) 0.09705(16) 0.0143(4) Uani 1 1 d . . . C3 C 0.26225(13) 0.4901(2) 0.12780(16) 0.0139(4) Uani 1 1 d . . . C1 C 0.37704(13) 0.4378(2) 0.25408(17) 0.0170(5) Uani 1 1 d . . . H1A H 0.4228 0.4743 0.2844 0.020 Uiso 1 1 calc R . . C24 C 0.06313(16) 0.0227(3) 0.18319(19) 0.0260(6) Uani 1 1 d . . . C18 C 0.17124(14) 0.4184(2) 0.35282(17) 0.0189(5) Uani 1 1 d . . . H18A H 0.1668 0.3307 0.3497 0.023 Uiso 1 1 calc R . . C6 C 0.37335(14) 0.5787(2) 0.10789(18) 0.0210(5) Uani 1 1 d . . . H6A H 0.4123 0.5354 0.0880 0.025 Uiso 1 1 calc R . . H6B H 0.3947 0.6521 0.1454 0.025 Uiso 1 1 calc R . . O2 O 0.35164(12) -0.0918(2) 0.14332(14) 0.0351(5) Uani 1 1 d . . . O5 O 0.18700(12) 0.0138(2) 0.31446(13) 0.0333(5) Uani 1 1 d . . . C12 C 0.05099(14) 0.3874(2) 0.12152(18) 0.0203(5) Uani 1 1 d . . . H12A H 0.0518 0.4181 0.1810 0.024 Uiso 1 1 calc R . . C19 C 0.16019(16) 0.4830(2) 0.42948(18) 0.0233(6) Uani 1 1 d . . . H19A H 0.1492 0.4387 0.4785 0.028 Uiso 1 1 calc R . . C21 C 0.18129(17) 0.6800(2) 0.3604(2) 0.0273(6) Uani 1 1 d . . . H21A H 0.1833 0.7680 0.3627 0.033 Uiso 1 1 calc R . . C23 C 0.42178(18) -0.1316(3) 0.3188(2) 0.0301(7) Uani 1 1 d . . . C16 C 0.11581(14) 0.3248(2) 0.00811(18) 0.0195(5) Uani 1 1 d . . . H16A H 0.1602 0.3130 -0.0079 0.023 Uiso 1 1 calc R . . C22 C 0.19410(14) 0.6170(2) 0.28389(17) 0.0199(5) Uani 1 1 d . . . H22A H 0.2059 0.6621 0.2357 0.024 Uiso 1 1 calc R . . C20 C 0.16555(16) 0.6137(3) 0.43315(19) 0.0260(6) Uani 1 1 d . . . H20A H 0.1585 0.6570 0.4850 0.031 Uiso 1 1 calc R . . C4 C 0.23648(14) 0.5805(2) 0.04569(18) 0.0211(5) Uani 1 1 d . . . H4A H 0.2124 0.6543 0.0634 0.025 Uiso 1 1 calc R . . H4B H 0.2021 0.5394 -0.0079 0.025 Uiso 1 1 calc R . . C5 C 0.30917(15) 0.6172(3) 0.02280(19) 0.0253(6) Uani 1 1 d . . . H5B H 0.3130 0.5733 -0.0336 0.030 Uiso 1 1 calc R . . H5A H 0.3104 0.7077 0.0120 0.030 Uiso 1 1 calc R . . C15 C 0.04804(16) 0.2967(2) -0.05669(19) 0.0247(6) Uani 1 1 d . . . H15A H 0.0469 0.2673 -0.1166 0.030 Uiso 1 1 calc R . . C14 C -0.01756(15) 0.3124(3) -0.0321(2) 0.0266(6) Uani 1 1 d . . . H14A H -0.0629 0.2922 -0.0752 0.032 Uiso 1 1 calc R . . C13 C -0.01612(15) 0.3582(3) 0.0562(2) 0.0258(6) Uani 1 1 d . . . H13A H -0.0606 0.3694 0.0719 0.031 Uiso 1 1 calc R . . O6 O 0.17196(12) -0.11902(17) 0.17280(15) 0.0316(5) Uani 1 1 d . . . F6 F 0.04449(11) 0.12764(18) 0.22023(13) 0.0437(5) Uani 1 1 d . . . C10 C 0.47316(15) 0.2773(3) 0.40917(19) 0.0243(6) Uani 1 1 d . . . H10A H 0.4996 0.3389 0.3829 0.036 Uiso 1 1 calc R . . H10B H 0.4702 0.1990 0.3751 0.036 Uiso 1 1 calc R . . H10C H 0.4992 0.2635 0.4745 0.036 Uiso 1 1 calc R . . C7 C 0.39471(13) 0.3256(2) 0.40138(16) 0.0177(5) Uani 1 1 d . . . C8 C 0.35054(17) 0.2305(3) 0.4430(2) 0.0269(6) Uani 1 1 d . . . H8A H 0.3753 0.2180 0.5088 0.040 Uiso 1 1 calc R . . H8B H 0.3474 0.1513 0.4101 0.040 Uiso 1 1 calc R . . H8C H 0.3012 0.2627 0.4361 0.040 Uiso 1 1 calc R . . C9 C 0.39551(16) 0.4520(3) 0.45195(19) 0.0281(6) Uani 1 1 d . . . H9A H 0.4227 0.5133 0.4265 0.042 Uiso 1 1 calc R . . H9B H 0.4191 0.4414 0.5183 0.042 Uiso 1 1 calc R . . H9C H 0.3452 0.4810 0.4428 0.042 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 0.01189(10) 0.01020(9) 0.01241(10) 0.00030(6) 0.00304(7) 0.00048(6) P1 0.0117(3) 0.0115(3) 0.0123(3) 0.0007(2) 0.0036(2) 0.0004(2) S2 0.0215(3) 0.0159(3) 0.0164(3) 0.0033(2) 0.0032(2) -0.0044(2) S1 0.0211(3) 0.0177(3) 0.0191(3) 0.0025(2) 0.0066(2) 0.0047(2) O4 0.0206(9) 0.0150(8) 0.0159(8) 0.0043(7) 0.0003(7) -0.0063(6) O1 0.0256(10) 0.0200(9) 0.0291(10) 0.0046(8) 0.0091(8) 0.0114(7) N1 0.0110(9) 0.0164(9) 0.0144(9) 0.0007(8) 0.0004(7) 0.0013(7) F4 0.0259(9) 0.0698(13) 0.0235(9) 0.0012(9) -0.0014(7) -0.0085(9) F2 0.0746(16) 0.0264(10) 0.0564(13) 0.0120(9) 0.0295(12) -0.0044(9) F1 0.0479(12) 0.0468(11) 0.0246(9) 0.0062(8) 0.0045(8) 0.0153(9) F5 0.0387(11) 0.0507(11) 0.0452(11) 0.0032(9) 0.0215(9) -0.0198(9) C17 0.0144(11) 0.0136(11) 0.0139(11) -0.0021(9) 0.0033(9) 0.0007(8) C2 0.0178(12) 0.0146(11) 0.0148(11) 0.0005(9) 0.0064(9) -0.0012(9) F3 0.0674(15) 0.0509(12) 0.0507(12) 0.0161(10) 0.0264(11) 0.0450(11) O3 0.0272(11) 0.0350(11) 0.0364(12) 0.0027(10) 0.0135(9) -0.0031(9) C11 0.0126(11) 0.0120(10) 0.0170(11) 0.0017(9) 0.0021(9) -0.0010(8) C3 0.0156(12) 0.0134(10) 0.0136(11) 0.0018(9) 0.0057(9) 0.0000(8) C1 0.0137(11) 0.0191(12) 0.0177(12) -0.0007(10) 0.0036(9) -0.0022(9) C24 0.0275(15) 0.0326(15) 0.0199(13) -0.0007(12) 0.0096(11) -0.0072(11) C18 0.0231(13) 0.0146(11) 0.0206(12) 0.0007(10) 0.0088(10) -0.0020(9) C6 0.0197(13) 0.0228(13) 0.0224(13) 0.0052(11) 0.0093(10) -0.0051(10) O2 0.0441(13) 0.0360(11) 0.0240(11) -0.0086(9) 0.0073(9) -0.0029(9) O5 0.0388(13) 0.0407(12) 0.0158(10) 0.0064(9) 0.0000(8) -0.0141(9) C12 0.0167(12) 0.0229(13) 0.0217(13) 0.0024(10) 0.0061(10) 0.0010(9) C19 0.0327(15) 0.0223(13) 0.0191(13) 0.0003(10) 0.0143(11) -0.0020(11) C21 0.0441(17) 0.0124(11) 0.0265(14) -0.0038(11) 0.0119(12) -0.0004(11) C23 0.0438(18) 0.0211(13) 0.0292(15) 0.0075(12) 0.0164(13) 0.0160(12) C16 0.0175(12) 0.0208(12) 0.0197(12) -0.0029(10) 0.0044(10) 0.0011(10) C22 0.0283(14) 0.0138(11) 0.0175(12) 0.0010(10) 0.0062(10) -0.0021(9) C20 0.0380(16) 0.0224(13) 0.0204(13) -0.0077(11) 0.0126(12) 0.0007(11) C4 0.0200(13) 0.0247(13) 0.0183(12) 0.0095(10) 0.0050(10) 0.0012(10) C5 0.0228(14) 0.0276(14) 0.0241(14) 0.0103(11) 0.0041(11) -0.0030(11) C15 0.0258(15) 0.0258(13) 0.0174(13) -0.0040(11) -0.0025(10) 0.0010(11) C14 0.0185(13) 0.0251(13) 0.0288(14) 0.0024(12) -0.0053(11) -0.0028(10) C13 0.0159(13) 0.0272(13) 0.0333(15) 0.0033(12) 0.0051(11) -0.0008(10) O6 0.0394(12) 0.0144(9) 0.0453(13) 0.0017(9) 0.0188(10) -0.0017(8) F6 0.0457(12) 0.0462(11) 0.0452(11) -0.0028(9) 0.0223(9) 0.0119(9) C10 0.0197(14) 0.0290(14) 0.0204(13) 0.0060(11) -0.0009(10) 0.0058(10) C7 0.0172(12) 0.0214(12) 0.0118(11) 0.0011(10) -0.0003(9) -0.0008(9) C8 0.0318(16) 0.0312(14) 0.0174(13) 0.0070(11) 0.0064(11) -0.0044(12) C9 0.0341(16) 0.0289(14) 0.0184(13) -0.0063(11) 0.0028(11) -0.0006(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 2.016(2) . ? Pd1 O4 2.0645(17) . ? Pd1 O1 2.1553(17) . ? Pd1 P1 2.1936(6) . ? P1 C3 1.794(2) . ? P1 C17 1.794(2) . ? P1 C11 1.803(2) . ? S2 O6 1.4277(19) . ? S2 O5 1.4277(19) . ? S2 O4 1.4853(16) . ? S2 C24 1.817(3) . ? S1 O2 1.425(2) . ? S1 O3 1.429(2) . ? S1 O1 1.4609(17) . ? S1 C23 1.823(3) . ? N1 C1 1.288(3) . ? N1 C7 1.530(3) . ? F4 C24 1.320(3) . ? F2 C23 1.319(4) . ? F1 C23 1.341(3) . ? F5 C24 1.346(3) . ? C17 C22 1.396(3) . ? C17 C18 1.398(3) . ? C2 C3 1.341(3) . ? C2 C1 1.451(3) . ? C2 C6 1.520(3) . ? F3 C23 1.331(3) . ? C11 C16 1.389(3) . ? C11 C12 1.390(3) . ? C3 C4 1.510(3) . ? C24 F6 1.323(3) . ? C18 C19 1.382(3) . ? C6 C5 1.528(4) . ? C12 C13 1.385(4) . ? C19 C20 1.383(4) . ? C21 C20 1.378(4) . ? C21 C22 1.384(3) . ? C16 C15 1.388(4) . ? C4 C5 1.535(3) . ? C15 C14 1.380(4) . ? C14 C13 1.379(4) . ? C10 C7 1.524(3) . ? C7 C9 1.527(4) . ? C7 C8 1.530(3) . ? 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 O4 178.40(7) . . ? N1 Pd1 O1 94.69(7) . . ? O4 Pd1 O1 86.89(7) . . ? N1 Pd1 P1 86.11(6) . . ? O4 Pd1 P1 92.35(5) . . ? O1 Pd1 P1 174.40(5) . . ? C3 P1 C17 109.48(11) . . ? C3 P1 C11 107.80(11) . . ? C17 P1 C11 108.36(11) . . ? C3 P1 Pd1 103.93(8) . . ? C17 P1 Pd1 112.22(8) . . ? C11 P1 Pd1 114.81(8) . . ? O6 S2 O5 119.25(13) . . ? O6 S2 O4 112.95(11) . . ? O5 S2 O4 113.62(11) . . ? O6 S2 C24 103.59(13) . . ? O5 S2 C24 104.07(12) . . ? O4 S2 C24 100.35(11) . . ? O2 S1 O3 116.75(12) . . ? O2 S1 O1 114.90(13) . . ? O3 S1 O1 113.92(12) . . ? O2 S1 C23 104.80(14) . . ? O3 S1 C23 104.39(14) . . ? O1 S1 C23 99.27(11) . . ? S2 O4 Pd1 120.33(10) . . ? S1 O1 Pd1 138.55(11) . . ? C1 N1 C7 117.4(2) . . ? C1 N1 Pd1 123.05(17) . . ? C7 N1 Pd1 119.52(14) . . ? C22 C17 C18 119.9(2) . . ? C22 C17 P1 121.48(17) . . ? C18 C17 P1 118.66(17) . . ? C3 C2 C1 125.0(2) . . ? C3 C2 C6 111.4(2) . . ? C1 C2 C6 122.2(2) . . ? C16 C11 C12 120.3(2) . . ? C16 C11 P1 119.44(17) . . ? C12 C11 P1 120.15(18) . . ? C2 C3 C4 111.98(19) . . ? C2 C3 P1 120.15(18) . . ? C4 C3 P1 127.72(18) . . ? N1 C1 C2 125.7(2) . . ? F4 C24 F6 108.3(3) . . ? F4 C24 F5 107.8(2) . . ? F6 C24 F5 107.7(2) . . ? F4 C24 S2 111.86(17) . . ? F6 C24 S2 112.1(2) . . ? F5 C24 S2 108.9(2) . . ? C19 C18 C17 120.0(2) . . ? C2 C6 C5 103.6(2) . . ? C13 C12 C11 119.2(2) . . ? C18 C19 C20 119.9(2) . . ? C20 C21 C22 120.7(2) . . ? F2 C23 F3 108.3(2) . . ? F2 C23 F1 107.5(2) . . ? F3 C23 F1 107.2(3) . . ? F2 C23 S1 112.3(2) . . ? F3 C23 S1 110.40(18) . . ? F1 C23 S1 111.02(19) . . ? C15 C16 C11 119.8(2) . . ? C21 C22 C17 119.2(2) . . ? C21 C20 C19 120.3(2) . . ? C3 C4 C5 103.4(2) . . ? C6 C5 C4 107.0(2) . . ? C14 C15 C16 119.9(3) . . ? C13 C14 C15 120.2(2) . . ? C14 C13 C12 120.6(2) . . ? C10 C7 C9 112.1(2) . . ? C10 C7 C8 111.3(2) . . ? C9 C7 C8 108.1(2) . . ? C10 C7 N1 107.74(18) . . ? C9 C7 N1 108.2(2) . . ? C8 C7 N1 109.2(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.085 _refine_diff_density_min -1.318 _refine_diff_density_rms 0.111 data_(3IP)PdCl2(HNEt2) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H37 Cl2 N2 P Pd' _chemical_formula_weight 585.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 28.3345(13) _cell_length_b 10.1789(5) _cell_length_c 19.2030(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5538.4(5) _cell_formula_units_Z 8 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 7499 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 28.30 _exptl_crystal_description 'plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 0.937 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.762 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 'SMART CCD' _diffrn_standards_number \w-scan _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60093 _diffrn_reflns_av_R_equivalents 0.1100 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 28.33 _reflns_number_total 6902 _reflns_number_gt 5267 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0415P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6902 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.580320(6) 0.848145(15) 0.094614(8) 0.02095(6) Uani 1 1 d . . . P1 P 0.622736(19) 0.66174(5) 0.09367(3) 0.02039(12) Uani 1 1 d . . . N2 N 0.54202(7) 1.02678(19) 0.10044(10) 0.0259(4) Uani 1 1 d . . . C17 C 0.60878(7) 0.5553(2) 0.16720(11) 0.0242(4) Uani 1 1 d . . . C21 C 0.62159(9) 0.3552(2) 0.23135(13) 0.0352(6) Uani 1 1 d . . . H21A H 0.6384 0.2778 0.2380 0.042 Uiso 1 1 calc R . . C11 C 0.61685(7) 0.5490(2) 0.02044(11) 0.0218(4) Uani 1 1 d . . . C12 C 0.57241(8) 0.4925(2) 0.00883(13) 0.0285(5) Uani 1 1 d . . . H12A H 0.5471 0.5148 0.0373 0.034 Uiso 1 1 calc R . . C1 C 0.68899(8) 0.8312(2) -0.01129(11) 0.0241(4) Uani 1 1 d . . . H1A H 0.6571 0.8203 -0.0213 0.029 Uiso 1 1 calc R . . C3 C 0.68503(7) 0.7022(2) 0.09953(10) 0.0223(4) Uani 1 1 d . . . C18 C 0.57277(8) 0.5871(3) 0.21283(12) 0.0329(5) Uani 1 1 d . . . H18A H 0.5563 0.6654 0.2072 0.039 Uiso 1 1 calc R . . C22 C 0.63296(8) 0.4375(2) 0.17598(12) 0.0281(5) Uani 1 1 d . . . H22A H 0.6567 0.4138 0.1449 0.034 Uiso 1 1 calc R . . C23 C 0.61072(10) 1.1436(3) 0.05078(16) 0.0431(7) Uani 1 1 d . . . H23A H 0.6295 1.2216 0.0552 0.065 Uiso 1 1 calc R . . H23B H 0.5972 1.1400 0.0050 0.065 Uiso 1 1 calc R . . H23C H 0.6302 1.0677 0.0581 0.065 Uiso 1 1 calc R . . C20 C 0.58577(9) 0.3875(3) 0.27616(14) 0.0395(6) Uani 1 1 d . . . H20A H 0.5781 0.3317 0.3128 0.047 Uiso 1 1 calc R . . C2 C 0.70822(7) 0.7750(2) 0.05264(11) 0.0244(4) Uani 1 1 d . . . C24 C 0.57191(9) 1.1457(2) 0.10422(14) 0.0350(6) Uani 1 1 d . . . H24A H 0.5857 1.1519 0.1503 0.042 Uiso 1 1 calc R . . H24B H 0.5524 1.2228 0.0969 0.042 Uiso 1 1 calc R . . C16 C 0.65428(8) 0.5138(2) -0.02200(12) 0.0279(5) Uani 1 1 d . . . H16A H 0.6840 0.5503 -0.0146 0.034 Uiso 1 1 calc R . . C26 C 0.47364(9) 0.9095(3) 0.15070(14) 0.0398(6) Uani 1 1 d . . . H26A H 0.4510 0.9121 0.1879 0.060 Uiso 1 1 calc R . . H26B H 0.4918 0.8301 0.1539 0.060 Uiso 1 1 calc R . . H26C H 0.4574 0.9117 0.1068 0.060 Uiso 1 1 calc R . . C4 C 0.71586(8) 0.6656(2) 0.16033(13) 0.0306(5) Uani 1 1 d . . . H4A H 0.7018 0.6938 0.2039 0.037 Uiso 1 1 calc R . . H4B H 0.7211 0.5715 0.1620 0.037 Uiso 1 1 calc R . . C25 C 0.50608(8) 1.0263(2) 0.15610(12) 0.0324(5) Uani 1 1 d . . . H25A H 0.4876 1.1063 0.1533 0.039 Uiso 1 1 calc R . . H25B H 0.5217 1.0251 0.2010 0.039 Uiso 1 1 calc R . . C19 C 0.56122(9) 0.5029(3) 0.26674(13) 0.0412(6) Uani 1 1 d . . . H19A H 0.5367 0.5244 0.2969 0.049 Uiso 1 1 calc R . . C6 C 0.75889(8) 0.7948(3) 0.07361(13) 0.0350(6) Uani 1 1 d . . . H6A H 0.7670 0.8874 0.0739 0.042 Uiso 1 1 calc R . . H6B H 0.7801 0.7487 0.0423 0.042 Uiso 1 1 calc R . . C14 C 0.60382(11) 0.3705(2) -0.08695(13) 0.0381(6) Uani 1 1 d . . . H14A H 0.5995 0.3114 -0.1233 0.046 Uiso 1 1 calc R . . C15 C 0.64750(9) 0.4244(2) -0.07544(13) 0.0353(6) Uani 1 1 d . . . H15A H 0.6728 0.4008 -0.1037 0.042 Uiso 1 1 calc R . . C13 C 0.56620(9) 0.4039(2) -0.04471(13) 0.0351(6) Uani 1 1 d . . . H13A H 0.5367 0.3665 -0.0524 0.042 Uiso 1 1 calc R . . C5 C 0.76109(11) 0.7376(4) 0.14640(17) 0.0810(14) Uani 1 1 d . . . H5A H 0.7876 0.6777 0.1502 0.097 Uiso 1 1 calc R . . H5B H 0.7653 0.8073 0.1803 0.097 Uiso 1 1 calc R . . N1 N 0.71487(6) 0.89450(19) -0.05337(9) 0.0266(4) Uani 1 1 d . . . C7 C 0.69436(8) 0.9512(2) -0.11781(11) 0.0278(5) Uani 1 1 d . . . C8 C 0.64323(9) 0.9184(3) -0.13044(14) 0.0463(7) Uani 1 1 d . . . H8A H 0.6245 0.9518 -0.0928 0.069 Uiso 1 1 calc R . . H8B H 0.6395 0.8248 -0.1333 0.069 Uiso 1 1 calc R . . H8C H 0.6331 0.9578 -0.1733 0.069 Uiso 1 1 calc R . . C10 C 0.72370(11) 0.8995(4) -0.17792(14) 0.0587(9) Uani 1 1 d . . . H10A H 0.7196 0.8062 -0.1816 0.088 Uiso 1 1 calc R . . H10B H 0.7564 0.9190 -0.1698 0.088 Uiso 1 1 calc R . . H10C H 0.7137 0.9407 -0.2204 0.088 Uiso 1 1 calc R . . Cl1 Cl 0.542210(19) 0.80745(5) -0.00879(3) 0.02828(12) Uani 1 1 d . . . Cl2 Cl 0.61906(2) 0.89881(6) 0.19676(3) 0.03811(15) Uani 1 1 d . . . C9 C 0.70051(15) 1.0982(3) -0.11174(15) 0.0643(10) Uani 1 1 d . . . H9A H 0.6818 1.1304 -0.0737 0.096 Uiso 1 1 calc R . . H9B H 0.6905 1.1394 -0.1542 0.096 Uiso 1 1 calc R . . H9C H 0.7332 1.1181 -0.1035 0.096 Uiso 1 1 calc R . . H2A H 0.5298(9) 1.029(2) 0.0670(13) 0.024(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01963(9) 0.02227(10) 0.02094(9) -0.00092(6) -0.00308(6) 0.00294(6) P1 0.0174(3) 0.0230(3) 0.0208(3) 0.0017(2) -0.0017(2) 0.0016(2) N2 0.0267(10) 0.0278(10) 0.0231(10) -0.0010(8) -0.0041(8) 0.0040(8) C17 0.0217(11) 0.0280(12) 0.0229(11) 0.0024(9) -0.0019(9) -0.0010(9) C21 0.0380(14) 0.0315(13) 0.0361(14) 0.0096(10) -0.0034(11) 0.0004(10) C11 0.0219(10) 0.0201(10) 0.0235(10) 0.0024(8) -0.0029(8) 0.0020(8) C12 0.0218(11) 0.0282(12) 0.0355(12) -0.0008(9) -0.0012(9) 0.0018(9) C1 0.0207(10) 0.0273(12) 0.0242(11) -0.0012(8) -0.0026(9) -0.0001(8) C3 0.0190(10) 0.0258(11) 0.0221(10) 0.0000(8) -0.0045(8) 0.0009(8) C18 0.0269(12) 0.0428(15) 0.0290(12) 0.0045(10) 0.0036(10) 0.0096(10) C22 0.0261(11) 0.0303(12) 0.0278(11) 0.0035(9) 0.0015(9) 0.0021(9) C23 0.0433(16) 0.0330(14) 0.0530(18) 0.0035(12) 0.0048(13) -0.0045(11) C20 0.0372(15) 0.0494(16) 0.0319(13) 0.0145(11) -0.0004(11) -0.0069(12) C2 0.0206(11) 0.0272(12) 0.0255(11) 0.0003(9) -0.0043(9) -0.0021(8) C24 0.0384(14) 0.0262(13) 0.0403(15) -0.0033(10) -0.0045(11) 0.0006(10) C16 0.0251(11) 0.0266(12) 0.0321(12) 0.0024(9) 0.0038(9) -0.0006(9) C26 0.0299(13) 0.0495(16) 0.0400(14) 0.0002(12) 0.0048(11) 0.0033(11) C4 0.0240(11) 0.0392(14) 0.0288(12) 0.0095(9) -0.0076(9) -0.0048(9) C25 0.0304(12) 0.0380(14) 0.0289(12) -0.0029(10) 0.0035(10) 0.0106(10) C19 0.0304(13) 0.0615(18) 0.0315(14) 0.0097(12) 0.0077(11) 0.0043(12) C6 0.0241(12) 0.0465(15) 0.0344(13) 0.0102(11) -0.0067(10) -0.0100(11) C14 0.0512(17) 0.0301(14) 0.0329(14) -0.0050(10) -0.0027(12) -0.0012(11) C15 0.0385(14) 0.0327(14) 0.0346(13) -0.0041(10) 0.0109(11) 0.0004(11) C13 0.0304(13) 0.0307(13) 0.0442(15) -0.0031(11) -0.0092(11) -0.0016(10) C5 0.0389(17) 0.139(4) 0.066(2) 0.062(2) -0.0282(16) -0.044(2) N1 0.0273(10) 0.0319(10) 0.0205(9) 0.0029(8) -0.0021(8) -0.0020(8) C7 0.0324(12) 0.0326(12) 0.0184(10) 0.0034(9) 0.0001(9) 0.0017(10) C8 0.0371(15) 0.068(2) 0.0339(14) 0.0180(13) -0.0087(12) 0.0031(13) C10 0.0503(18) 0.100(3) 0.0253(14) 0.0090(15) 0.0077(13) 0.0293(17) Cl1 0.0283(3) 0.0300(3) 0.0265(3) -0.0021(2) -0.0086(2) 0.0051(2) Cl2 0.0407(3) 0.0426(4) 0.0310(3) -0.0106(3) -0.0135(3) 0.0088(3) C9 0.114(3) 0.0363(17) 0.0430(17) 0.0124(13) -0.0149(18) -0.0139(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 2.1205(19) . ? Pd1 P1 2.2461(6) . ? Pd1 Cl1 2.2980(5) . ? Pd1 Cl2 2.3061(6) . ? P1 C3 1.816(2) . ? P1 C17 1.823(2) . ? P1 C11 1.823(2) . ? N2 C25 1.476(3) . ? N2 C24 1.479(3) . ? C17 C18 1.383(3) . ? C17 C22 1.392(3) . ? C21 C20 1.371(4) . ? C21 C22 1.391(3) . ? C11 C16 1.384(3) . ? C11 C12 1.402(3) . ? C12 C13 1.379(3) . ? C1 N1 1.267(3) . ? C1 C2 1.460(3) . ? C3 C2 1.338(3) . ? C3 C4 1.505(3) . ? C18 C19 1.383(3) . ? C23 C24 1.504(4) . ? C20 C19 1.377(4) . ? C2 C6 1.505(3) . ? C16 C15 1.385(3) . ? C26 C25 1.507(4) . ? C4 C5 1.500(3) . ? C6 C5 1.516(4) . ? C14 C15 1.372(4) . ? C14 C13 1.382(4) . ? N1 C7 1.484(3) . ? C7 C8 1.506(4) . ? C7 C9 1.511(4) . ? C7 C10 1.517(3) . ? 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 P1 177.02(6) . . ? N2 Pd1 Cl1 87.69(6) . . ? P1 Pd1 Cl1 95.29(2) . . ? N2 Pd1 Cl2 90.40(6) . . ? P1 Pd1 Cl2 86.62(2) . . ? Cl1 Pd1 Cl2 177.37(2) . . ? C3 P1 C17 107.32(10) . . ? C3 P1 C11 106.23(10) . . ? C17 P1 C11 101.75(10) . . ? C3 P1 Pd1 109.14(7) . . ? C17 P1 Pd1 112.31(7) . . ? C11 P1 Pd1 119.28(7) . . ? C25 N2 C24 111.23(19) . . ? C25 N2 Pd1 112.86(14) . . ? C24 N2 Pd1 114.28(15) . . ? C18 C17 C22 119.2(2) . . ? C18 C17 P1 120.79(17) . . ? C22 C17 P1 119.94(16) . . ? C20 C21 C22 120.5(2) . . ? C16 C11 C12 119.2(2) . . ? C16 C11 P1 123.13(16) . . ? C12 C11 P1 117.60(16) . . ? C13 C12 C11 120.1(2) . . ? N1 C1 C2 121.3(2) . . ? C2 C3 C4 111.97(18) . . ? C2 C3 P1 124.13(16) . . ? C4 C3 P1 123.78(16) . . ? C17 C18 C19 120.2(2) . . ? C21 C22 C17 119.8(2) . . ? C21 C20 C19 119.7(2) . . ? C3 C2 C1 126.82(19) . . ? C3 C2 C6 111.27(19) . . ? C1 C2 C6 121.91(19) . . ? N2 C24 C23 111.9(2) . . ? C11 C16 C15 120.0(2) . . ? C5 C4 C3 103.69(19) . . ? N2 C25 C26 111.93(19) . . ? C20 C19 C18 120.5(2) . . ? C2 C6 C5 103.55(19) . . ? C15 C14 C13 120.2(2) . . ? C14 C15 C16 120.5(2) . . ? C12 C13 C14 120.0(2) . . ? C4 C5 C6 108.5(2) . . ? C1 N1 C7 120.19(19) . . ? N1 C7 C8 115.15(19) . . ? N1 C7 C9 105.99(19) . . ? C8 C7 C9 110.0(2) . . ? N1 C7 C10 106.57(19) . . ? C8 C7 C10 109.1(2) . . ? C9 C7 C10 109.8(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.448 _refine_diff_density_min -1.184 _refine_diff_density_rms 0.115