# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Canovese, Luciano' 'Visentin, Fabiano' 'Levi, Carlo' 'Dolmella, Alessandro' _publ_contact_author_name 'Canovese, Luciano' _publ_contact_author_email cano@unive.it _publ_section_title ; Synthesis, Characterization, Dynamics and Reactivity toward Amination of e3-Allyl Palladium Complexes Bearing Mixed Ancillary Ligands. Evaluation of the Electronic Characteristics of the Ligands from Kinetic Data ; # Attachment '- cif.txt' data_exp_63 _database_code_depnum_ccdc_archive 'CCDC 800526' #TrackingRef '- cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H48 Cl N2 O4 P Pd' _chemical_formula_weight 841.66 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' 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 'P 1 21/n 1 (No.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 10.5270(2) _cell_length_b 19.8437(4) _cell_length_c 19.0977(4) _cell_angle_alpha 90.0 _cell_angle_beta 89.893(2) _cell_angle_gamma 90.0 _cell_volume 3989.4(1) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 11402 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 27.42 _exptl_crystal_description parallelipepds _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.401 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84383 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -2.00 45.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -38.0000 0.0000 47 #__ type_ start__ end____ width___ exp.time_ 2 omega -33.00 -3.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -92.0000 -18.0000 30 #__ type_ start__ end____ width___ exp.time_ 3 omega 18.00 53.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -92.0000 -18.0000 35 #__ type_ start__ end____ width___ exp.time_ 4 omega -33.00 -1.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -92.0000 -93.0000 32 #__ type_ start__ end____ width___ exp.time_ 5 omega 34.00 59.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -92.0000 -93.0000 25 #__ type_ start__ end____ width___ exp.time_ 6 omega -55.00 -23.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -38.0000 0.0000 32 #__ type_ start__ end____ width___ exp.time_ 7 omega -10.00 90.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 77.0000 120.0000 100 #__ type_ start__ end____ width___ exp.time_ 8 omega -11.00 90.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 77.0000 -120.0000 101 #__ type_ start__ end____ width___ exp.time_ 9 omega -55.00 51.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -77.0000 150.0000 106 #__ type_ start__ end____ width___ exp.time_ 10 omega -55.00 6.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -77.0000 30.0000 61 #__ type_ start__ end____ width___ exp.time_ 11 omega 26.00 51.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -77.0000 30.0000 25 #__ type_ start__ end____ width___ exp.time_ 12 omega -52.00 43.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 -38.0000 -150.0000 95 #__ type_ start__ end____ width___ exp.time_ 13 omega -16.00 89.00 1.0000 37.8300 omega____ theta____ kappa____ phi______ frames - 17.4679 77.0000 0.0000 105 ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1274 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 52550 _diffrn_reflns_av_R_equivalents 0.0805 _diffrn_reflns_av_sigmaI/netI 0.1160 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.42 _diffrn_orient_matrix_UB_11 -0.0044183632 _diffrn_orient_matrix_UB_12 -0.0261249033 _diffrn_orient_matrix_UB_13 0.0252242190 _diffrn_orient_matrix_UB_21 -0.0419144218 _diffrn_orient_matrix_UB_22 0.0200743118 _diffrn_orient_matrix_UB_23 0.0202661169 _diffrn_orient_matrix_UB_31 -0.0525601922 _diffrn_orient_matrix_UB_32 -0.0138084549 _diffrn_orient_matrix_UB_33 -0.0181720392 _reflns_number_total 8271 _reflns_number_gt 4843 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _computing_publication_material 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _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^)+(0.0244P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'heavy-atom methods' _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8271 _refine_ls_number_parameters 475 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0744 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0622 _refine_ls_wR_factor_gt 0.0586 _refine_ls_goodness_of_fit_ref 0.802 _refine_ls_restrained_S_all 0.802 _refine_ls_shift/su_max 0.018 _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 Pd Pd 0.25291(2) 0.214554(11) 0.872967(11) 0.01958(7) Uani 1 1 d . . . Cl Cl 0.84154(7) 0.05757(4) 0.77939(4) 0.02940(19) Uani 1 1 d . . . P P 0.36090(7) 0.31674(4) 0.89370(4) 0.01993(18) Uani 1 1 d . B . O1 O 0.87083(19) 0.12657(10) 0.76292(11) 0.0356(5) Uani 1 1 d . . . O2 O 0.82936(19) 0.05023(11) 0.85385(11) 0.0419(6) Uani 1 1 d . . . O3 O 0.9428(2) 0.01541(11) 0.75484(12) 0.0480(6) Uani 1 1 d . . . O4 O 0.7250(2) 0.03922(12) 0.74607(12) 0.0525(7) Uani 1 1 d . . . N1 N 0.1299(2) 0.19314(11) 1.02035(11) 0.0204(6) Uani 1 1 d . . . N2 N 0.2477(2) 0.10933(11) 0.99115(12) 0.0215(6) Uani 1 1 d . . . C1 C 0.2096(2) 0.17178(14) 0.96887(14) 0.0199(7) Uani 1 1 d . B . C2 C 0.1200(3) 0.14538(15) 1.07319(15) 0.0273(7) Uani 1 1 d . B . H2A H 0.0715 0.1489 1.1137 0.033 Uiso 1 1 calc R . . C3 C 0.1931(3) 0.09368(15) 1.05487(15) 0.0263(7) Uani 1 1 d . B . H3A H 0.2053 0.0542 1.0803 0.032 Uiso 1 1 calc R . . C4 C 0.0549(3) 0.25396(14) 1.01999(14) 0.0194(7) Uani 1 1 d . B . C5 C -0.0548(3) 0.25582(14) 0.97888(15) 0.0211(7) Uani 1 1 d . . . C6 C -0.1264(3) 0.31488(15) 0.98023(15) 0.0247(7) Uani 1 1 d . B . H6A H -0.2000 0.3172 0.9534 0.030 Uiso 1 1 calc R . . C7 C -0.0916(3) 0.37030(15) 1.02023(16) 0.0275(8) Uani 1 1 d . . . C8 C 0.0153(3) 0.36426(15) 1.06271(15) 0.0279(8) Uani 1 1 d . B . H8A H 0.0380 0.4003 1.0912 0.034 Uiso 1 1 calc R . . C9 C 0.0890(3) 0.30676(15) 1.06410(14) 0.0239(7) Uani 1 1 d . . . C10 C -0.0993(3) 0.19630(14) 0.93698(16) 0.0329(8) Uani 1 1 d . B . H10A H -0.1761 0.2078 0.9126 0.049 Uiso 1 1 calc R . . H10B H -0.1152 0.1590 0.9678 0.049 Uiso 1 1 calc R . . H10C H -0.0350 0.1840 0.9038 0.049 Uiso 1 1 calc R . . C11 C -0.1690(3) 0.43419(15) 1.01828(17) 0.0386(9) Uani 1 1 d . B . H11A H -0.2388 0.4287 0.9864 0.058 Uiso 1 1 calc R . . H11B H -0.1165 0.4708 1.0029 0.058 Uiso 1 1 calc R . . H11C H -0.2010 0.4437 1.0643 0.058 Uiso 1 1 calc R . . C12 C 0.1994(3) 0.30049(15) 1.11383(14) 0.0331(8) Uani 1 1 d . B . H12A H 0.2088 0.3416 1.1398 0.050 Uiso 1 1 calc R . . H12B H 0.2756 0.2919 1.0878 0.050 Uiso 1 1 calc R . . H12C H 0.1843 0.2639 1.1457 0.050 Uiso 1 1 calc R . . C13 C 0.3249(3) 0.06242(14) 0.95248(14) 0.0205(7) Uani 1 1 d . B . C14 C 0.2668(3) 0.00424(15) 0.92692(15) 0.0243(7) Uani 1 1 d . . . C15 C 0.3412(3) -0.04065(15) 0.89010(15) 0.0271(7) Uani 1 1 d . B . H15A H 0.3038 -0.0798 0.8729 0.033 Uiso 1 1 calc R . . C16 C 0.4695(3) -0.02991(15) 0.87760(15) 0.0262(8) Uani 1 1 d . . . C17 C 0.5221(3) 0.02866(15) 0.90294(15) 0.0259(7) Uani 1 1 d . B . H17A H 0.6072 0.0374 0.8938 0.031 Uiso 1 1 calc R . . C18 C 0.4532(3) 0.07516(14) 0.94155(14) 0.0228(7) Uani 1 1 d . . . C19 C 0.1269(3) -0.00994(16) 0.93678(17) 0.0375(9) Uani 1 1 d . B . H19A H 0.0892 0.0257 0.9636 0.056 Uiso 1 1 calc R . . H19B H 0.1166 -0.0519 0.9612 0.056 Uiso 1 1 calc R . . H19C H 0.0862 -0.0127 0.8919 0.056 Uiso 1 1 calc R . . C20 C 0.5470(3) -0.08076(16) 0.83672(16) 0.0351(8) Uani 1 1 d . B . H20A H 0.6334 -0.0655 0.8336 0.053 Uiso 1 1 calc R . . H20B H 0.5122 -0.0855 0.7905 0.053 Uiso 1 1 calc R . . H20C H 0.5447 -0.1235 0.8602 0.053 Uiso 1 1 calc R . . C21 C 0.5176(3) 0.13662(14) 0.97062(16) 0.0296(8) Uani 1 1 d . B . H21A H 0.6054 0.1365 0.9572 0.044 Uiso 1 1 calc R . . H21B H 0.5113 0.1364 1.0208 0.044 Uiso 1 1 calc R . . H21C H 0.4771 0.1763 0.9525 0.044 Uiso 1 1 calc R . . C24 C 0.1658(3) 0.13296(15) 0.81821(15) 0.0350(8) Uani 1 1 d . B . H24A H 0.1894 0.0880 0.8332 0.042 Uiso 1 1 calc R A 1 H24B H 0.0760 0.1376 0.8080 0.042 Uiso 1 1 calc R A 1 C27 C 0.2612(3) 0.38411(14) 0.85842(14) 0.0197(7) Uani 1 1 d . . . C28 C 0.1355(3) 0.38474(14) 0.88129(15) 0.0254(7) Uani 1 1 d . B . H28A H 0.1078 0.3522 0.9128 0.031 Uiso 1 1 calc R . . C29 C 0.0518(3) 0.43308(16) 0.85769(15) 0.0306(8) Uani 1 1 d . . . H29A H -0.0316 0.4331 0.8736 0.037 Uiso 1 1 calc R B . C30 C 0.0910(3) 0.48139(16) 0.81071(16) 0.0330(8) Uani 1 1 d . B . H30A H 0.0342 0.5137 0.7945 0.040 Uiso 1 1 calc R . . C31 C 0.2150(3) 0.48138(15) 0.78792(16) 0.0323(8) Uani 1 1 d . . . H31A H 0.2417 0.5142 0.7565 0.039 Uiso 1 1 calc R B . C32 C 0.3003(3) 0.43328(14) 0.81104(14) 0.0250(7) Uani 1 1 d . B . H32A H 0.3836 0.4337 0.7950 0.030 Uiso 1 1 calc R . . C33 C 0.4103(3) 0.35005(14) 0.97886(14) 0.0211(7) Uani 1 1 d . . . C34 C 0.3596(3) 0.40761(15) 1.00868(16) 0.0309(8) Uani 1 1 d . B . H34A H 0.2939 0.4302 0.9861 0.037 Uiso 1 1 calc R . . C35 C 0.4055(3) 0.43182(17) 1.07141(17) 0.0396(9) Uani 1 1 d . . . H35A H 0.3705 0.4707 1.0906 0.047 Uiso 1 1 calc R B . C36 C 0.5022(3) 0.39933(18) 1.10595(17) 0.0382(9) Uani 1 1 d . B . H36A H 0.5325 0.4157 1.1484 0.046 Uiso 1 1 calc R . . C37 C 0.5538(3) 0.34205(17) 1.07666(16) 0.0353(8) Uani 1 1 d . . . H37A H 0.6198 0.3199 1.0994 0.042 Uiso 1 1 calc R B . C38 C 0.5083(3) 0.31728(15) 1.01383(15) 0.0295(8) Uani 1 1 d . B . H38A H 0.5436 0.2784 0.9948 0.035 Uiso 1 1 calc R . . C39 C 0.5149(3) 0.31952(14) 0.84997(14) 0.0212(7) Uani 1 1 d . . . C40 C 0.5858(3) 0.37836(15) 0.84471(15) 0.0272(8) Uani 1 1 d . B . H40A H 0.5539 0.4183 0.8631 0.033 Uiso 1 1 calc R . . C41 C 0.7033(3) 0.37811(18) 0.81243(16) 0.0369(9) Uani 1 1 d . . . H41A H 0.7482 0.4181 0.8072 0.044 Uiso 1 1 calc R B . C42 C 0.7539(3) 0.31846(19) 0.78799(16) 0.0381(9) Uani 1 1 d . B . H42A H 0.8332 0.3185 0.7667 0.046 Uiso 1 1 calc R . . C43 C 0.6882(3) 0.25893(18) 0.79479(15) 0.0350(9) Uani 1 1 d . . . H43A H 0.7237 0.2186 0.7796 0.042 Uiso 1 1 calc R B . C44 C 0.5675(3) 0.25991(15) 0.82479(14) 0.0269(7) Uani 1 1 d . B . H44A H 0.5213 0.2201 0.8280 0.032 Uiso 1 1 calc R . . C22 C 0.2323(4) 0.2334(2) 0.7519(2) 0.0243(13) Uiso 0.769(5) 1 d P B 1 C23 C 0.2518(4) 0.1660(2) 0.77099(19) 0.0261(12) Uiso 0.769(5) 1 d P B 1 H23A H 0.3278 0.1423 0.7547 0.031 Uiso 0.769(5) 1 calc PR B 1 C25 C 0.1029(4) 0.2635(2) 0.7501(2) 0.0395(13) Uiso 0.769(5) 1 d P B 1 H25A H 0.0805 0.2742 0.7026 0.059 Uiso 0.769(5) 1 calc PR B 1 H25B H 0.1020 0.3039 0.7778 0.059 Uiso 0.769(5) 1 calc PR B 1 H25C H 0.0428 0.2319 0.7687 0.059 Uiso 0.769(5) 1 calc PR B 1 C26 C 0.3309(4) 0.2673(2) 0.7061(2) 0.0363(13) Uiso 0.769(5) 1 d P B 1 H26A H 0.3005 0.2690 0.6587 0.054 Uiso 0.769(5) 1 calc PR B 1 H26B H 0.4086 0.2420 0.7078 0.054 Uiso 0.769(5) 1 calc PR B 1 H26C H 0.3460 0.3122 0.7228 0.054 Uiso 0.769(5) 1 calc PR B 1 C22A C 0.2721(13) 0.2172(8) 0.7541(6) 0.013(3) Uiso 0.231(5) 1 d P B 2 C23A C 0.1597(14) 0.1923(7) 0.7788(7) 0.030(4) Uiso 0.231(5) 1 d P B 2 H23B H 0.0783 0.2132 0.7666 0.036 Uiso 0.231(5) 1 calc PR B 2 C25A C 0.3752(12) 0.1682(7) 0.7360(7) 0.039(4) Uiso 0.231(5) 1 d P B 2 H25D H 0.3871 0.1676 0.6862 0.058 Uiso 0.231(5) 1 calc PR B 2 H25E H 0.3518 0.1240 0.7518 0.058 Uiso 0.231(5) 1 calc PR B 2 H25F H 0.4529 0.1817 0.7584 0.058 Uiso 0.231(5) 1 calc PR B 2 C26A C 0.2722(14) 0.2815(7) 0.7108(6) 0.026(3) Uiso 0.231(5) 1 d P B 2 H26D H 0.2815 0.2703 0.6621 0.039 Uiso 0.231(5) 1 calc PR B 2 H26E H 0.3416 0.3097 0.7252 0.039 Uiso 0.231(5) 1 calc PR B 2 H26F H 0.1936 0.3050 0.7176 0.039 Uiso 0.231(5) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.02251(12) 0.01500(11) 0.02125(12) 0.00006(12) 0.00147(8) -0.00113(13) Cl 0.0289(5) 0.0247(4) 0.0346(5) -0.0007(4) 0.0037(4) -0.0017(4) P 0.0231(4) 0.0154(4) 0.0213(4) 0.0010(3) 0.0031(3) -0.0002(3) O1 0.0433(14) 0.0185(12) 0.0451(14) 0.0040(10) 0.0016(11) 0.0001(11) O2 0.0400(14) 0.0534(16) 0.0322(13) 0.0106(11) 0.0054(11) 0.0003(12) O3 0.0460(15) 0.0292(13) 0.0690(17) -0.0101(12) 0.0172(12) 0.0128(12) O4 0.0408(16) 0.0582(17) 0.0586(16) -0.0044(13) -0.0163(13) -0.0140(13) N1 0.0205(13) 0.0198(14) 0.0209(13) -0.0003(11) 0.0001(11) -0.0002(11) N2 0.0188(14) 0.0189(14) 0.0268(14) 0.0039(11) 0.0029(11) 0.0031(11) C1 0.0144(16) 0.0168(17) 0.0284(18) 0.0001(14) -0.0019(13) -0.0026(14) C2 0.0305(19) 0.0318(19) 0.0195(17) 0.0040(15) 0.0043(14) -0.0030(16) C3 0.0264(18) 0.0266(18) 0.0258(18) 0.0095(15) 0.0034(14) 0.0011(15) C4 0.0195(17) 0.0183(16) 0.0204(16) 0.0019(13) 0.0071(13) 0.0017(14) C5 0.0187(17) 0.0206(17) 0.0240(17) -0.0028(14) 0.0033(13) -0.0028(15) C6 0.0179(17) 0.0287(18) 0.0276(18) 0.0003(15) 0.0021(13) 0.0005(15) C7 0.0232(18) 0.0267(19) 0.0327(19) -0.0006(15) 0.0102(15) 0.0027(15) C8 0.0313(19) 0.0259(18) 0.0266(18) -0.0061(15) 0.0052(15) -0.0022(16) C9 0.0209(17) 0.031(2) 0.0197(16) -0.0019(14) 0.0067(13) -0.0048(14) C10 0.0261(18) 0.030(2) 0.042(2) -0.0087(15) -0.0059(15) -0.0010(15) C11 0.036(2) 0.029(2) 0.051(2) -0.0046(17) 0.0080(17) 0.0048(17) C12 0.0379(19) 0.037(2) 0.0248(17) -0.0034(15) 0.0002(15) -0.0073(16) C13 0.0201(17) 0.0171(16) 0.0242(17) 0.0056(14) 0.0025(13) 0.0038(14) C14 0.0186(17) 0.0204(17) 0.0339(19) 0.0039(14) 0.0017(14) -0.0020(14) C15 0.0293(19) 0.0193(17) 0.0328(19) 0.0027(14) -0.0022(15) -0.0015(15) C16 0.0255(19) 0.028(2) 0.0252(18) 0.0087(15) 0.0012(14) 0.0085(16) C17 0.0179(17) 0.033(2) 0.0264(18) 0.0091(15) 0.0041(14) 0.0044(15) C18 0.0228(18) 0.0190(17) 0.0266(18) 0.0100(14) -0.0014(14) -0.0016(14) C19 0.0270(19) 0.033(2) 0.053(2) -0.0054(17) 0.0070(16) -0.0116(16) C20 0.0304(19) 0.041(2) 0.034(2) -0.0006(16) 0.0045(15) 0.0103(17) C21 0.0213(18) 0.0275(19) 0.040(2) 0.0112(16) -0.0017(15) -0.0007(15) C24 0.046(2) 0.0237(19) 0.035(2) -0.0001(15) -0.0184(16) -0.0127(17) C27 0.0215(17) 0.0174(16) 0.0202(18) -0.0033(13) 0.0007(14) -0.0011(14) C28 0.0294(19) 0.0241(18) 0.0228(17) 0.0003(14) 0.0020(14) -0.0005(15) C29 0.0217(18) 0.040(2) 0.0304(19) -0.0063(16) -0.0037(15) 0.0035(16) C30 0.040(2) 0.0261(19) 0.033(2) 0.0019(16) -0.0091(16) 0.0077(17) C31 0.044(2) 0.0204(18) 0.033(2) 0.0079(15) -0.0020(16) 0.0004(17) C32 0.0233(17) 0.0240(18) 0.0276(18) 0.0023(14) 0.0009(14) -0.0015(15) C33 0.0222(17) 0.0198(17) 0.0212(17) 0.0003(14) 0.0051(13) -0.0031(14) C34 0.034(2) 0.0280(19) 0.0304(19) -0.0058(16) -0.0017(15) 0.0024(16) C35 0.047(2) 0.035(2) 0.037(2) -0.0163(17) 0.0028(18) -0.0008(18) C36 0.038(2) 0.050(2) 0.027(2) -0.0105(18) -0.0004(17) -0.0157(19) C37 0.0282(19) 0.050(2) 0.0279(19) 0.0014(17) -0.0051(15) -0.0042(18) C38 0.0316(19) 0.0244(18) 0.0326(19) -0.0009(15) 0.0017(15) -0.0001(15) C39 0.0261(17) 0.0198(17) 0.0176(16) -0.0003(13) 0.0001(13) 0.0008(14) C40 0.0230(18) 0.0264(19) 0.0323(19) 0.0041(15) 0.0017(15) -0.0002(15) C41 0.0237(19) 0.043(2) 0.044(2) 0.0180(18) -0.0011(16) -0.0051(17) C42 0.0243(19) 0.058(3) 0.032(2) 0.0123(19) 0.0080(15) 0.0063(19) C43 0.038(2) 0.045(2) 0.0224(18) 0.0020(16) 0.0058(16) 0.0207(19) C44 0.0358(19) 0.0251(18) 0.0198(17) 0.0015(14) -0.0015(14) 0.0023(15) _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 Pd C1 2.070(3) . ? Pd C23A 2.093(13) . ? Pd C24 2.133(3) . ? Pd C23 2.173(4) . ? Pd C22A 2.279(12) . ? Pd C22 2.353(4) . ? Pd P 2.3578(9) . ? Cl O4 1.428(2) . ? Cl O3 1.434(2) . ? Cl O2 1.435(2) . ? Cl O1 1.438(2) . ? P C39 1.826(3) . ? P C27 1.828(3) . ? P C33 1.830(3) . ? N1 C1 1.361(3) . ? N1 C2 1.388(3) . ? N1 C4 1.443(3) . ? N2 C1 1.370(3) . ? N2 C3 1.382(3) . ? N2 C13 1.441(3) . ? C2 C3 1.330(4) . ? C4 C9 1.391(4) . ? C4 C5 1.395(4) . ? C5 C6 1.394(4) . ? C5 C10 1.501(4) . ? C6 C7 1.388(4) . ? C7 C8 1.392(4) . ? C7 C11 1.507(4) . ? C8 C9 1.380(4) . ? C9 C12 1.505(4) . ? C13 C18 1.390(4) . ? C13 C14 1.395(4) . ? C14 C15 1.380(4) . ? C14 C19 1.511(4) . ? C15 C16 1.389(4) . ? C16 C17 1.375(4) . ? C16 C20 1.515(4) . ? C17 C18 1.386(4) . ? C18 C21 1.501(4) . ? C24 C23A 1.399(14) . ? C24 C23 1.437(5) . ? C27 C32 1.393(4) . ? C27 C28 1.395(4) . ? C28 C29 1.377(4) . ? C29 C30 1.377(4) . ? C30 C31 1.377(4) . ? C31 C32 1.382(4) . ? C33 C34 1.384(4) . ? C33 C38 1.390(4) . ? C34 C35 1.377(4) . ? C35 C36 1.373(4) . ? C36 C37 1.379(4) . ? C37 C38 1.381(4) . ? C39 C40 1.389(4) . ? C39 C44 1.392(4) . ? C40 C41 1.383(4) . ? C41 C42 1.380(4) . ? C42 C43 1.375(4) . ? C43 C44 1.395(4) . ? C22 C23 1.401(6) . ? C22 C26 1.515(6) . ? C22 C25 1.487(6) . ? C22A C23A 1.367(19) . ? C22A C25A 1.498(18) . ? C22A C26A 1.52(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 C1 Pd C23A 124.7(4) . . ? C1 Pd C24 91.56(11) . . ? C23A Pd C24 38.7(4) . . ? C1 Pd C23 127.62(13) . . ? C23A Pd C23 30.1(4) . . ? C24 Pd C23 38.98(13) . . ? C1 Pd C22A 155.6(4) . . ? C23A Pd C22A 36.1(5) . . ? C24 Pd C22A 64.4(4) . . ? C23 Pd C22A 28.1(4) . . ? C1 Pd C22 156.19(13) . . ? C23A Pd C22 31.5(4) . . ? C24 Pd C22 66.43(14) . . ? C23 Pd C22 35.80(16) . . ? C22A Pd C22 13.0(4) . . ? C1 Pd P 108.12(8) . . ? C23A Pd P 123.4(4) . . ? C24 Pd P 160.32(8) . . ? C23 Pd P 122.25(11) . . ? C22A Pd P 96.0(4) . . ? C22 Pd P 94.12(11) . . ? O4 Cl O3 110.10(14) . . ? O4 Cl O2 109.72(14) . . ? O3 Cl O2 109.41(14) . . ? O4 Cl O1 109.25(14) . . ? O3 Cl O1 108.91(13) . . ? O2 Cl O1 109.43(13) . . ? C39 P C27 108.59(13) . . ? C39 P C33 98.32(13) . . ? C27 P C33 103.03(13) . . ? C39 P Pd 112.18(9) . . ? C27 P Pd 106.91(9) . . ? C33 P Pd 126.58(9) . . ? C1 N1 C2 111.1(2) . . ? C1 N1 C4 126.5(2) . . ? C2 N1 C4 122.2(2) . . ? C1 N2 C3 110.8(2) . . ? C1 N2 C13 126.2(2) . . ? C3 N2 C13 122.8(2) . . ? N1 C1 N2 103.8(2) . . ? N1 C1 Pd 130.4(2) . . ? N2 C1 Pd 125.5(2) . . ? C3 C2 N1 106.9(3) . . ? C2 C3 N2 107.5(3) . . ? C9 C4 C5 122.2(3) . . ? C9 C4 N1 119.1(2) . . ? C5 C4 N1 118.5(3) . . ? C6 C5 C4 117.3(3) . . ? C6 C5 C10 120.2(3) . . ? C4 C5 C10 122.4(3) . . ? C7 C6 C5 122.3(3) . . ? C6 C7 C8 117.7(3) . . ? C6 C7 C11 120.7(3) . . ? C8 C7 C11 121.6(3) . . ? C9 C8 C7 122.4(3) . . ? C8 C9 C4 117.8(3) . . ? C8 C9 C12 120.9(3) . . ? C4 C9 C12 121.2(3) . . ? C18 C13 C14 121.6(3) . . ? C18 C13 N2 120.6(3) . . ? C14 C13 N2 117.8(2) . . ? C15 C14 C13 117.6(3) . . ? C15 C14 C19 119.8(3) . . ? C13 C14 C19 122.5(3) . . ? C14 C15 C16 122.8(3) . . ? C17 C16 C15 117.4(3) . . ? C17 C16 C20 121.8(3) . . ? C15 C16 C20 120.8(3) . . ? C16 C17 C18 122.7(3) . . ? C17 C18 C13 117.9(3) . . ? C17 C18 C21 120.1(3) . . ? C13 C18 C21 122.0(3) . . ? C23A C24 C23 46.1(6) . . ? C23A C24 Pd 69.1(5) . . ? C23 C24 Pd 71.98(19) . . ? C32 C27 C28 118.6(3) . . ? C32 C27 P 125.6(2) . . ? C28 C27 P 115.8(2) . . ? C29 C28 C27 120.7(3) . . ? C30 C29 C28 120.4(3) . . ? C29 C30 C31 119.4(3) . . ? C30 C31 C32 121.0(3) . . ? C31 C32 C27 119.9(3) . . ? C34 C33 C38 118.4(3) . . ? C34 C33 P 123.7(2) . . ? C38 C33 P 117.9(2) . . ? C35 C34 C33 120.7(3) . . ? C36 C35 C34 120.8(3) . . ? C35 C36 C37 119.0(3) . . ? C36 C37 C38 120.7(3) . . ? C37 C38 C33 120.4(3) . . ? C40 C39 C44 118.4(3) . . ? C40 C39 P 122.4(2) . . ? C44 C39 P 119.1(2) . . ? C41 C40 C39 120.7(3) . . ? C42 C41 C40 120.0(3) . . ? C43 C42 C41 120.7(3) . . ? C42 C43 C44 119.0(3) . . ? C39 C44 C43 121.1(3) . . ? C23 C22 C26 118.3(4) . . ? C23 C22 C25 121.5(4) . . ? C26 C22 C25 115.9(4) . . ? C23 C22 Pd 65.1(2) . . ? C26 C22 Pd 125.2(3) . . ? C25 C22 Pd 99.7(3) . . ? C22 C23 C24 120.5(4) . . ? C22 C23 Pd 79.1(2) . . ? C24 C23 Pd 69.04(19) . . ? C23A C22A C25A 118.3(13) . . ? C23A C22A C26A 119.5(14) . . ? C25A C22A C26A 114.7(12) . . ? C23A C22A Pd 64.5(7) . . ? C25A C22A Pd 106.3(9) . . ? C26A C22A Pd 124.2(9) . . ? C22A C23A C24 116.8(13) . . ? C22A C23A Pd 79.4(8) . . ? C24 C23A Pd 72.2(6) . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.902 _refine_diff_density_max 0.364 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.069 # Attachment '- cif2.txt' data_exp_50 _database_code_depnum_ccdc_archive 'CCDC 800527' #TrackingRef '- cif2.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H39 N3 O4 Cl1 Pd1' _chemical_formula_weight 682.51 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' 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 'P 1 21/c 1 (No.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 12.8436(1) _cell_length_b 13.2013(1) _cell_length_c 19.8990(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.063(1) _cell_angle_gamma 90.00 _cell_volume 3225.4(1) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 30639 _cell_measurement_theta_min 3.27 _cell_measurement_theta_max 29.01 _exptl_crystal_description prisms _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.406 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.698 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.79566 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -97.00 -55.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - -21.3113 157.0000 -27.0000 42 #__ type_ start__ end____ width___ exp.time_ 2 omega 44.00 90.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 179.0000 30.0000 46 #__ type_ start__ end____ width___ exp.time_ 3 omega -52.00 47.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 -38.0000 120.0000 99 #__ type_ start__ end____ width___ exp.time_ 4 omega -47.00 15.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 -77.0000 60.0000 62 #__ type_ start__ end____ width___ exp.time_ 5 omega -5.00 80.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 66.0000 117.0000 85 #__ type_ start__ end____ width___ exp.time_ 6 omega 2.00 82.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 77.0000 0.0000 80 #__ type_ start__ end____ width___ exp.time_ 7 omega -43.00 51.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 -77.0000 -30.0000 94 #__ type_ start__ end____ width___ exp.time_ 8 omega 2.00 93.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 77.0000 -90.0000 91 #__ type_ start__ end____ width___ exp.time_ 9 omega -47.00 42.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 -38.0000 -150.0000 89 #__ type_ start__ end____ width___ exp.time_ 10 omega -6.00 88.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 77.0000 -180.0000 94 #__ type_ start__ end____ width___ exp.time_ 11 omega 42.00 85.00 1.0000 11.4300 omega____ theta____ kappa____ phi______ frames - 21.3895 -132.0000 -119.0000 43 ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1274 _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 48218 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 29.01 _diffrn_orient_matrix_UB_11 -0.0375801528 _diffrn_orient_matrix_UB_12 -0.0374271123 _diffrn_orient_matrix_UB_13 -0.0178257397 _diffrn_orient_matrix_UB_21 0.0318099455 _diffrn_orient_matrix_UB_22 -0.0379273995 _diffrn_orient_matrix_UB_23 0.0219019870 _diffrn_orient_matrix_UB_31 -0.0301793108 _diffrn_orient_matrix_UB_32 0.0066913581 _diffrn_orient_matrix_UB_33 0.0243618730 _reflns_number_total 7959 _reflns_number_gt 6669 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _computing_publication_material 'SHELXTL NT vers.5.10 (Sheldrick, 1999)' _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^)+(0.0457P)^2^+0.7242P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'heavy-atom methods' _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method 'riding model' _refine_ls_extinction_coef ? _refine_ls_number_reflns 7959 _refine_ls_number_parameters 395 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0769 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 Pd Pd 0.210095(10) 0.760826(10) 0.402882(7) 0.02017(5) Uani 1 1 d . . . N1 N 0.45326(12) 0.71515(11) 0.47314(8) 0.0226(3) Uani 1 1 d . . . N2 N 0.38940(12) 0.81342(11) 0.53735(7) 0.0222(3) Uani 1 1 d . . . N3 N 0.10118(13) 0.66293(12) 0.50970(8) 0.0268(3) Uani 1 1 d . . . C1 C 0.36059(14) 0.76272(12) 0.47554(9) 0.0208(3) Uani 1 1 d . . . C2 C 0.49867(14) 0.79850(15) 0.57332(10) 0.0268(4) Uani 1 1 d . . . H2A H 0.5366 0.8258 0.6167 0.032 Uiso 1 1 calc R . . C3 C 0.53862(15) 0.73713(14) 0.53328(10) 0.0267(4) Uani 1 1 d . . . H3A H 0.6098 0.7136 0.5436 0.032 Uiso 1 1 calc R . . C4 C 0.46167(14) 0.65112(13) 0.41620(9) 0.0233(3) Uani 1 1 d . . . C5 C 0.52799(15) 0.68195(14) 0.37533(10) 0.0267(4) Uani 1 1 d . . . C6 C 0.53073(16) 0.62114(15) 0.31883(10) 0.0317(4) Uani 1 1 d . . . H6A H 0.5742 0.6402 0.2909 0.038 Uiso 1 1 calc R . . C7 C 0.46994(16) 0.53229(16) 0.30301(10) 0.0335(4) Uani 1 1 d . . . C8 C 0.40806(16) 0.50297(15) 0.34599(11) 0.0331(4) Uani 1 1 d . . . H8A H 0.3684 0.4430 0.3360 0.040 Uiso 1 1 calc R . . C9 C 0.40308(14) 0.56031(14) 0.40386(10) 0.0269(4) Uani 1 1 d . . . C10 C 0.59543(18) 0.77697(16) 0.39111(12) 0.0357(5) Uani 1 1 d . . . H10A H 0.6345 0.7850 0.3571 0.054 Uiso 1 1 calc R . . H10B H 0.6462 0.7722 0.4373 0.054 Uiso 1 1 calc R . . H10C H 0.5486 0.8343 0.3891 0.054 Uiso 1 1 calc R . . C11 C 0.4713(2) 0.46970(19) 0.23999(12) 0.0467(6) Uani 1 1 d . . . H11A H 0.5181 0.5011 0.2163 0.070 Uiso 1 1 calc R . . H11B H 0.3988 0.4651 0.2084 0.070 Uiso 1 1 calc R . . H11C H 0.4978 0.4030 0.2550 0.070 Uiso 1 1 calc R . . C12 C 0.33990(17) 0.52292(15) 0.45162(12) 0.0348(4) Uani 1 1 d . . . H12A H 0.3058 0.4596 0.4343 0.052 Uiso 1 1 calc R . . H12B H 0.2851 0.5717 0.4529 0.052 Uiso 1 1 calc R . . H12C H 0.3884 0.5136 0.4981 0.052 Uiso 1 1 calc R . . C13 C 0.31388(14) 0.86792(13) 0.56542(9) 0.0228(3) Uani 1 1 d . . . C14 C 0.28281(15) 0.82340(14) 0.62011(9) 0.0266(4) Uani 1 1 d . . . C15 C 0.20854(17) 0.87580(17) 0.64581(10) 0.0350(5) Uani 1 1 d . . . H15A H 0.1863 0.8475 0.6821 0.042 Uiso 1 1 calc R . . C16 C 0.16682(18) 0.96895(16) 0.61888(11) 0.0377(5) Uani 1 1 d . . . C17 C 0.20059(17) 1.01003(15) 0.56467(11) 0.0351(4) Uani 1 1 d . . . H17A H 0.1727 1.0725 0.5463 0.042 Uiso 1 1 calc R . . C18 C 0.27458(15) 0.96147(14) 0.53661(10) 0.0270(4) Uani 1 1 d . . . C19 C 0.32728(19) 0.72262(16) 0.65133(11) 0.0363(5) Uani 1 1 d . . . H19A H 0.2961 0.7052 0.6881 0.054 Uiso 1 1 calc R . . H19B H 0.4050 0.7270 0.6703 0.054 Uiso 1 1 calc R . . H19C H 0.3091 0.6715 0.6154 0.054 Uiso 1 1 calc R . . C20 C 0.0868(2) 1.0254(2) 0.64804(16) 0.0623(8) Uani 1 1 d . . . H20A H 0.0674 1.0883 0.6234 0.093 Uiso 1 1 calc R . . H20B H 0.1197 1.0386 0.6971 0.093 Uiso 1 1 calc R . . H20C H 0.0226 0.9849 0.6421 0.093 Uiso 1 1 calc R . . C21 C 0.30934(19) 1.00895(15) 0.47786(11) 0.0360(5) Uani 1 1 d . . . H21A H 0.3604 0.9653 0.4653 0.054 Uiso 1 1 calc R . . H21B H 0.3431 1.0732 0.4930 0.054 Uiso 1 1 calc R . . H21C H 0.2467 1.0187 0.4378 0.054 Uiso 1 1 calc R . . C22 C 0.07799(18) 0.76211(17) 0.30389(11) 0.0337(4) Uani 1 1 d . . . H22A H 0.0866(19) 0.694(2) 0.2867(12) 0.042(6) Uiso 1 1 d . . . H22B H 0.001(2) 0.7801(19) 0.3002(13) 0.043(7) Uiso 1 1 d . . . C23 C 0.15265(16) 0.83762(16) 0.30261(9) 0.0325(4) Uani 1 1 d . . . H23A H 0.1305 0.9088 0.3012 0.039 Uiso 1 1 calc R . . C24 C 0.26293(17) 0.81357(18) 0.31693(10) 0.0325(4) Uani 1 1 d . . . H24A H 0.286(2) 0.7505(19) 0.3050(16) 0.049(8) Uiso 1 1 d . . . H24B H 0.3147(19) 0.8684(18) 0.3222(12) 0.041(6) Uiso 1 1 d . . . C25 C 0.13570(14) 0.70013(14) 0.46862(10) 0.0260(4) Uani 1 1 d . . . C26 C 0.05765(14) 0.61992(14) 0.56013(9) 0.0248(4) Uani 1 1 d . . . C27 C 0.09623(15) 0.52565(14) 0.58845(9) 0.0270(4) Uani 1 1 d . . . C28 C 0.04900(17) 0.48468(16) 0.63692(10) 0.0330(4) Uani 1 1 d . . . H28A H 0.0717 0.4215 0.6565 0.040 Uiso 1 1 calc R . . C29 C -0.03067(18) 0.53610(17) 0.65632(10) 0.0368(5) Uani 1 1 d . . . H29A H -0.0611 0.5072 0.6888 0.044 Uiso 1 1 calc R . . C30 C -0.06624(17) 0.63029(16) 0.62820(11) 0.0351(4) Uani 1 1 d . . . H30A H -0.1192 0.6645 0.6427 0.042 Uiso 1 1 calc R . . C31 C -0.02338(16) 0.67400(15) 0.57853(10) 0.0292(4) Uani 1 1 d . . . C32 C 0.18524(17) 0.47087(16) 0.56868(12) 0.0365(5) Uani 1 1 d . . . H32A H 0.1998 0.4076 0.5935 0.055 Uiso 1 1 calc R . . H32B H 0.2500 0.5116 0.5809 0.055 Uiso 1 1 calc R . . H32C H 0.1629 0.4583 0.5190 0.055 Uiso 1 1 calc R . . C33 C -0.06430(19) 0.77344(17) 0.54485(13) 0.0406(5) Uani 1 1 d . . . H33A H -0.1196 0.7989 0.5640 0.061 Uiso 1 1 calc R . . H33B H -0.0943 0.7643 0.4950 0.061 Uiso 1 1 calc R . . H33C H -0.0052 0.8209 0.5540 0.061 Uiso 1 1 calc R . . Cl Cl 0.22756(4) 0.33560(4) 0.78973(3) 0.03656(12) Uani 1 1 d . . . O1 O 0.20528(15) 0.28997(15) 0.72150(9) 0.0554(4) Uani 1 1 d . . . O2 O 0.12898(13) 0.37775(15) 0.79747(9) 0.0498(4) Uani 1 1 d . . . O4 O 0.26850(15) 0.26025(15) 0.84275(11) 0.0696(7) Uani 1 1 d . . . O3 O 0.30814(13) 0.41321(14) 0.79694(9) 0.0528(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.02015(8) 0.02163(8) 0.01777(8) 0.00108(5) 0.00409(5) 0.00142(5) N1 0.0224(7) 0.0235(7) 0.0210(7) -0.0012(6) 0.0048(6) 0.0031(6) N2 0.0226(7) 0.0232(7) 0.0194(7) -0.0010(6) 0.0041(6) 0.0026(6) N3 0.0273(8) 0.0280(8) 0.0246(8) 0.0029(6) 0.0069(6) -0.0001(6) C1 0.0220(8) 0.0201(8) 0.0199(8) 0.0021(6) 0.0053(7) 0.0021(6) C2 0.0242(9) 0.0292(9) 0.0229(9) -0.0021(7) 0.0004(7) 0.0015(7) C3 0.0208(8) 0.0303(10) 0.0251(9) -0.0002(7) 0.0007(7) 0.0032(7) C4 0.0227(8) 0.0230(9) 0.0220(8) -0.0007(7) 0.0034(7) 0.0049(7) C5 0.0259(9) 0.0271(9) 0.0261(9) 0.0019(7) 0.0062(7) 0.0050(7) C6 0.0317(10) 0.0384(11) 0.0263(9) -0.0004(8) 0.0104(8) 0.0065(8) C7 0.0322(10) 0.0361(11) 0.0291(10) -0.0064(8) 0.0039(8) 0.0109(8) C8 0.0309(10) 0.0258(10) 0.0385(11) -0.0083(8) 0.0036(8) 0.0018(8) C9 0.0226(9) 0.0250(9) 0.0313(10) -0.0010(7) 0.0049(7) 0.0054(7) C10 0.0385(11) 0.0348(11) 0.0359(11) 0.0008(9) 0.0143(9) -0.0060(9) C11 0.0520(14) 0.0475(13) 0.0384(12) -0.0147(10) 0.0097(10) 0.0095(11) C12 0.0330(10) 0.0240(10) 0.0497(13) 0.0008(9) 0.0159(9) 0.0013(8) C13 0.0245(8) 0.0234(8) 0.0194(8) -0.0028(7) 0.0047(7) 0.0023(7) C14 0.0325(10) 0.0271(9) 0.0199(8) -0.0009(7) 0.0070(7) 0.0018(7) C15 0.0431(12) 0.0390(11) 0.0281(10) 0.0000(8) 0.0185(9) 0.0021(9) C16 0.0428(12) 0.0361(11) 0.0389(11) -0.0049(9) 0.0193(10) 0.0075(9) C17 0.0430(11) 0.0260(10) 0.0376(11) 0.0014(8) 0.0140(9) 0.0101(8) C18 0.0317(10) 0.0235(9) 0.0253(9) -0.0010(7) 0.0076(7) 0.0016(7) C19 0.0495(13) 0.0316(11) 0.0282(10) 0.0060(8) 0.0122(9) 0.0060(9) C20 0.0714(19) 0.0588(17) 0.0719(19) -0.0024(14) 0.0446(16) 0.0199(14) C21 0.0511(13) 0.0248(10) 0.0359(11) 0.0051(8) 0.0187(10) 0.0038(9) C22 0.0274(10) 0.0434(12) 0.0242(10) 0.0005(8) -0.0021(8) 0.0016(8) C23 0.0381(11) 0.0371(11) 0.0185(9) 0.0069(8) 0.0025(8) 0.0028(8) C24 0.0359(11) 0.0409(12) 0.0214(9) 0.0044(8) 0.0094(8) -0.0012(9) C25 0.0235(8) 0.0256(9) 0.0267(9) 0.0024(7) 0.0040(7) 0.0028(7) C26 0.0251(9) 0.0285(9) 0.0206(8) 0.0034(7) 0.0063(7) -0.0024(7) C27 0.0273(9) 0.0287(9) 0.0228(9) 0.0000(7) 0.0041(7) -0.0001(7) C28 0.0424(11) 0.0300(10) 0.0238(9) 0.0047(8) 0.0053(8) -0.0034(8) C29 0.0433(12) 0.0445(12) 0.0253(10) 0.0012(9) 0.0143(9) -0.0087(9) C30 0.0344(10) 0.0420(12) 0.0321(10) -0.0060(9) 0.0150(9) -0.0021(9) C31 0.0283(9) 0.0302(10) 0.0280(9) -0.0002(8) 0.0066(8) 0.0011(7) C32 0.0352(11) 0.0320(11) 0.0424(12) 0.0025(9) 0.0113(9) 0.0055(8) C33 0.0375(12) 0.0368(12) 0.0469(13) 0.0061(10) 0.0113(10) 0.0108(9) Cl 0.0259(2) 0.0456(3) 0.0338(3) 0.0113(2) 0.00171(19) -0.00385(19) O1 0.0515(10) 0.0581(11) 0.0516(11) -0.0102(9) 0.0073(8) 0.0087(9) O2 0.0359(8) 0.0737(12) 0.0406(9) 0.0029(8) 0.0123(7) 0.0023(8) O4 0.0336(9) 0.0838(15) 0.0735(15) 0.0513(11) -0.0121(9) -0.0139(9) O3 0.0457(9) 0.0547(10) 0.0570(11) 0.0102(9) 0.0136(8) -0.0172(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd C25 1.9999(19) . ? Pd C1 2.0463(19) . ? Pd C24 2.133(2) . ? Pd C23 2.1655(19) . ? Pd C22 2.190(2) . ? N1 C1 1.359(2) . ? N1 C3 1.396(2) . ? N1 C4 1.443(2) . ? N2 C1 1.353(2) . ? N2 C2 1.390(2) . ? N2 C13 1.445(2) . ? N3 C25 1.148(2) . ? N3 C26 1.404(2) . ? C2 C3 1.340(3) . ? C4 C9 1.398(3) . ? C4 C5 1.400(3) . ? C5 C6 1.390(3) . ? C5 C10 1.504(3) . ? C6 C7 1.393(3) . ? C7 C8 1.383(3) . ? C7 C11 1.506(3) . ? C8 C9 1.395(3) . ? C9 C12 1.502(3) . ? C13 C18 1.392(2) . ? C13 C14 1.394(3) . ? C14 C15 1.392(3) . ? C14 C19 1.508(3) . ? C15 C16 1.385(3) . ? C16 C17 1.386(3) . ? C16 C20 1.516(3) . ? C17 C18 1.392(3) . ? C18 C21 1.505(3) . ? C22 C23 1.389(3) . ? C23 C24 1.397(3) . ? C26 C27 1.396(3) . ? C26 C31 1.397(3) . ? C27 C28 1.391(3) . ? C27 C32 1.500(3) . ? C28 C29 1.374(3) . ? C29 C30 1.385(3) . ? C30 C31 1.390(3) . ? C31 C33 1.497(3) . ? Cl O2 1.4320(17) . ? Cl O4 1.4329(17) . ? Cl O3 1.4333(16) . ? Cl O1 1.4354(18) . ? 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 C25 Pd C1 94.37(7) . . ? C25 Pd C24 168.67(8) . . ? C1 Pd C24 96.07(8) . . ? C25 Pd C23 133.73(8) . . ? C1 Pd C23 129.88(8) . . ? C24 Pd C23 37.92(8) . . ? C25 Pd C22 101.46(8) . . ? C1 Pd C22 163.17(8) . . ? C24 Pd C22 67.74(8) . . ? C23 Pd C22 37.17(8) . . ? C1 N1 C3 110.45(15) . . ? C1 N1 C4 124.51(15) . . ? C3 N1 C4 125.04(15) . . ? C1 N2 C2 111.32(15) . . ? C1 N2 C13 124.20(15) . . ? C2 N2 C13 124.22(14) . . ? C25 N3 C26 178.46(19) . . ? N2 C1 N1 104.59(15) . . ? N2 C1 Pd 126.73(13) . . ? N1 C1 Pd 128.68(13) . . ? C3 C2 N2 106.53(16) . . ? C2 C3 N1 107.11(16) . . ? C9 C4 C5 122.36(17) . . ? C9 C4 N1 118.67(16) . . ? C5 C4 N1 118.97(16) . . ? C6 C5 C4 117.78(18) . . ? C6 C5 C10 120.04(18) . . ? C4 C5 C10 122.18(17) . . ? C5 C6 C7 121.56(19) . . ? C8 C7 C6 118.80(18) . . ? C8 C7 C11 120.7(2) . . ? C6 C7 C11 120.5(2) . . ? C7 C8 C9 122.18(19) . . ? C8 C9 C4 117.22(18) . . ? C8 C9 C12 120.52(18) . . ? C4 C9 C12 122.23(17) . . ? C18 C13 C14 122.89(16) . . ? C18 C13 N2 119.07(15) . . ? C14 C13 N2 118.04(16) . . ? C15 C14 C13 117.48(17) . . ? C15 C14 C19 120.31(17) . . ? C13 C14 C19 122.20(17) . . ? C16 C15 C14 121.89(18) . . ? C15 C16 C17 118.35(18) . . ? C15 C16 C20 121.1(2) . . ? C17 C16 C20 120.5(2) . . ? C16 C17 C18 122.57(19) . . ? C17 C18 C13 116.82(17) . . ? C17 C18 C21 120.85(17) . . ? C13 C18 C21 122.33(16) . . ? C23 C22 Pd 70.44(11) . . ? C22 C23 C24 119.8(2) . . ? C22 C23 Pd 72.39(12) . . ? C24 C23 Pd 69.80(11) . . ? C23 C24 Pd 72.28(11) . . ? N3 C25 Pd 174.45(16) . . ? C27 C26 C31 123.61(17) . . ? C27 C26 N3 118.72(16) . . ? C31 C26 N3 117.67(16) . . ? C28 C27 C26 116.83(17) . . ? C28 C27 C32 121.04(18) . . ? C26 C27 C32 122.12(17) . . ? C29 C28 C27 121.00(19) . . ? C28 C29 C30 120.97(18) . . ? C29 C30 C31 120.50(19) . . ? C30 C31 C26 117.08(18) . . ? C30 C31 C33 121.47(18) . . ? C26 C31 C33 121.43(18) . . ? O2 Cl O4 109.61(12) . . ? O2 Cl O3 110.29(11) . . ? O4 Cl O3 108.92(11) . . ? O2 Cl O1 109.12(11) . . ? O4 Cl O1 109.47(13) . . ? O3 Cl O1 109.40(12) . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 29.01 _diffrn_measured_fraction_theta_full 0.927 _refine_diff_density_max 0.442 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.065