# Supplementary Material (ESI) for Green Chemistry # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Green Chemistry' _journal_coden_Cambridge 1048 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Eppinger, Jorg' _publ_contact_author_email jorg.eppinger@kaust.edu.sa _publ_section_title ; A green protocol for palladium-catalysed Suzuki-Miyaura cross-coupling ; loop_ _publ_author_name A.Marziale D.Jantke S.Faul T.Reiner E.Herdtweck J.Eppinger # Attachment '- mara_compound_X.cif' #=================================================================== data_Compound_? _database_code_depnum_ccdc_archive 'CCDC 788104' #TrackingRef '- mara_compound_X.cif' #=================================================================== #=================================================================== # 5. CHEMICAL DATA #=================================================================== _chemical_name_systematic ; ; _chemical_name_common ? _chemical_formula_moiety 'C48 H42 Cl2 O4 P4 Pd2, 2(C H2 Cl2)' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C50 H46 Cl6 O4 P4 Pd2' _chemical_formula_weight 1260.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=================================================================== # 6. CRYSTAL DATA #=================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 8.5469(1) _cell_length_b 15.1743(2) _cell_length_c 20.6543(2) _cell_angle_alpha 90 _cell_angle_beta 100.4792(11) _cell_angle_gamma 90 _cell_volume 2634.04(5) _cell_formula_units_Z 2 _cell_measurement_temperature 153(1) _cell_measurement_reflns_used 43743 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 32.68 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method none _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 1.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5928 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET) (compiled Mar 23 2006,23:39:28) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; Diffractometer operator S. D. Hoffmann exposure_time 20 s per image dx 50 1192 films measured in 9 data sets set 1 to 8: omega-scans with delta_omega = 1.0 set 9: phi-scan with delta_phi = 1.0 ; _publ_section_exptl_prep ; The crystal was fixed in a capillary with perfluorinated ether and transferred to the diffractometer. ; _publ_section_exptl_refinement ; Straight forward after integration (Oxford, 2005). Solution and refinements with the program WinGX; Farrugia (1999). Hydrogen atoms could not be located in the difference Fourier maps and were calculated in ideal positions (riding model). ; #=================================================================== # 7. EXPERIMENTAL DATA #=================================================================== _diffrn_ambient_temperature 153(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'sealed tube, Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Xcalibur \k-CCD diffractometer' _diffrn_measurement_method 'phi- and omega-rotation' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0 _diffrn_standards_decay_% 0 # number of measured reflections (redundant set) _diffrn_reflns_number 48086 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0086 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4816 _reflns_number_gt 4263 # number of observed reflections (> n sig(I)) _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrysAlis (Oxford, 2005)' _computing_cell_refinement 'CrysAlis (Oxford, 2005)' _computing_data_reduction 'CrysAlis (Oxford, 2005)' _computing_structure_solution 'SIR92 (Altomare, 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2010)' _computing_publication_material 'PLATON (Spek, 2010)' #=================================================================== # 8. REFINEMENT DATA #=================================================================== _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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^)+(0.0209P)^2^+8.5912P] 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 SHELXL _refine_ls_extinction_coef 0.0023(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4816 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0773 _refine_ls_wR_factor_gt 0.0707 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.799 _refine_diff_density_min -0.905 _refine_diff_density_rms 0.087 #=================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS #=================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Pd Pd Uani 0.56403(3) 0.40904(1) 0.45637(1) 1.000 0.0197(1) . . Cl1 Cl Uani 0.39524(12) 0.53740(6) 0.43172(4) 1.000 0.0389(3) . . P1 P Uani 0.71453(9) 0.28876(5) 0.48387(4) 1.000 0.0202(2) . . P2 P Uani 0.51138(9) 0.36975(5) 0.34983(4) 1.000 0.0187(2) . . O1 O Uani 0.7360(3) 0.22461(15) 0.42773(10) 1.000 0.0263(7) . . O2 O Uani 0.6098(2) 0.29444(14) 0.32720(10) 1.000 0.0229(6) . . C11 C Uani 0.6324(4) 0.2216(2) 0.54183(15) 1.000 0.0230(9) . . C12 C Uani 0.6575(4) 0.2411(2) 0.60892(16) 1.000 0.0290(10) . . C13 C Uani 0.5989(4) 0.1860(2) 0.65187(17) 1.000 0.0345(11) . . C14 C Uani 0.5147(5) 0.1110(2) 0.62878(18) 1.000 0.0364(11) . . C15 C Uani 0.4881(5) 0.0918(2) 0.56267(19) 1.000 0.0363(11) . . C16 C Uani 0.5460(4) 0.1470(2) 0.51886(17) 1.000 0.0308(10) . . C18 C Uani 1.0172(5) 0.2464(4) 0.5431(3) 1.000 0.0643(16) . . C21 C Uani 0.9144(4) 0.3155(3) 0.52609(16) 1.000 0.0293(10) . . C22 C Uani 1.1751(5) 0.2618(5) 0.5724(3) 1.000 0.077(2) . . C23 C Uani 1.2288(5) 0.3445(4) 0.5856(2) 1.000 0.066(2) . . C24 C Uani 1.1278(6) 0.4125(4) 0.5684(3) 1.000 0.088(2) . . C25 C Uani 0.9705(5) 0.3986(3) 0.5383(3) 1.000 0.0640(18) . . C31 C Uani 0.3032(4) 0.3403(2) 0.32729(15) 1.000 0.0243(9) . . C32 C Uani 0.2082(4) 0.3286(3) 0.37410(18) 1.000 0.0408(13) . . C33 C Uani 0.0534(5) 0.2998(4) 0.3557(2) 1.000 0.0561(16) . . C34 C Uani -0.0079(5) 0.2821(4) 0.2910(2) 1.000 0.0542(16) . . C35 C Uani 0.0852(5) 0.2923(4) 0.2443(2) 1.000 0.0529(16) . . C36 C Uani 0.2407(4) 0.3215(3) 0.26214(18) 1.000 0.0407(13) . . C41 C Uani 0.5423(5) 0.4633(2) 0.29945(15) 1.000 0.0305(10) . . C42 C Uani 0.6924(6) 0.4751(3) 0.2850(2) 1.000 0.0489(14) . . C43 C Uani 0.7218(8) 0.5471(4) 0.2463(3) 1.000 0.077(2) . . C44 C Uani 0.6003(10) 0.6043(3) 0.2231(3) 1.000 0.087(3) . . C45 C Uani 0.4526(9) 0.5935(3) 0.2374(2) 1.000 0.072(2) . . C46 C Uani 0.4214(6) 0.5225(2) 0.27579(18) 1.000 0.0448(13) . . Cl2 Cl Uani -0.1533(8) 0.5170(10) 0.0634(4) 0.568(11) 0.223(5) . . Cl3 Cl Uani 0.1227(14) 0.5023(9) 0.1294(7) 0.568(11) 0.323(7) . . C51 C Uani 0.0225(14) 0.5627(9) 0.0940(8) 0.568(11) 0.232(8) . . Cl2A Cl Uani -0.1627(5) 0.5858(4) 0.0730(3) 0.432(11) 0.094(2) . . Cl3A Cl Uani 0.0778(11) 0.4690(5) 0.1430(4) 0.432(11) 0.135(3) . . C51A C Uani 0.0225(14) 0.5627(9) 0.0940(8) 0.432(11) 0.232(8) . . H1 H Uiso 0.670(4) 0.244(2) 0.3776(16) 1.000 0.020(8) . . H121 H Uiso 0.71520 0.29250 0.62510 1.000 0.0350 calc R H131 H Uiso 0.61630 0.19950 0.69750 1.000 0.0420 calc R H141 H Uiso 0.47530 0.07290 0.65860 1.000 0.0440 calc R H151 H Uiso 0.42970 0.04050 0.54690 1.000 0.0440 calc R H161 H Uiso 0.52640 0.13370 0.47320 1.000 0.0370 calc R H211 H Uiso 0.98060 0.18760 0.53480 1.000 0.0770 calc R H221 H Uiso 1.24560 0.21350 0.58330 1.000 0.0920 calc R H231 H Uiso 1.33560 0.35490 0.60660 1.000 0.0790 calc R H241 H Uiso 1.16500 0.47100 0.57720 1.000 0.1050 calc R H251 H Uiso 0.90210 0.44760 0.52620 1.000 0.0770 calc R H321 H Uiso 0.24960 0.34050 0.41910 1.000 0.0490 calc R H331 H Uiso -0.01130 0.29210 0.38810 1.000 0.0680 calc R H341 H Uiso -0.11490 0.26290 0.27860 1.000 0.0650 calc R H351 H Uiso 0.04330 0.27920 0.19950 1.000 0.0640 calc R H361 H Uiso 0.30480 0.32880 0.22950 1.000 0.0490 calc R H421 H Uiso 0.77530 0.43470 0.30120 1.000 0.0590 calc R H431 H Uiso 0.82480 0.55610 0.23630 1.000 0.0920 calc R H441 H Uiso 0.61990 0.65270 0.19650 1.000 0.1040 calc R H451 H Uiso 0.37060 0.63440 0.22110 1.000 0.0860 calc R H461 H Uiso 0.31810 0.51470 0.28580 1.000 0.0540 calc R H511 H Uiso 0.07140 0.58580 0.05750 0.568(11) 0.2790 calc . H512 H Uiso 0.00650 0.61280 0.12290 0.568(11) 0.2790 calc . H513 H Uiso 0.07570 0.61430 0.11780 0.432(11) 0.2790 calc . H514 H Uiso 0.06670 0.55600 0.05320 0.432(11) 0.2790 calc . 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 0.0262(1) 0.0168(1) 0.0160(1) -0.0030(1) 0.0034(1) 0.0015(1) Cl1 0.0683(6) 0.0277(4) 0.0167(4) -0.0058(3) -0.0026(4) 0.0214(4) P1 0.0204(4) 0.0224(4) 0.0183(4) -0.0004(3) 0.0045(3) 0.0031(3) P2 0.0234(4) 0.0166(4) 0.0164(4) -0.0020(3) 0.0042(3) -0.0004(3) O1 0.0312(12) 0.0281(12) 0.0200(11) -0.0016(9) 0.0055(9) 0.0100(10) O2 0.0262(11) 0.0244(11) 0.0185(10) -0.0047(9) 0.0055(8) 0.0037(9) C11 0.0252(15) 0.0225(16) 0.0220(15) 0.0036(12) 0.0063(12) 0.0059(12) C12 0.0358(18) 0.0264(17) 0.0255(17) 0.0000(13) 0.0078(14) 0.0016(14) C13 0.044(2) 0.037(2) 0.0234(17) 0.0038(15) 0.0086(15) 0.0003(16) C14 0.047(2) 0.0296(19) 0.036(2) 0.0089(15) 0.0165(17) 0.0022(16) C15 0.044(2) 0.0242(18) 0.043(2) -0.0016(15) 0.0140(17) -0.0033(15) C16 0.0380(19) 0.0293(18) 0.0255(17) -0.0013(14) 0.0066(14) -0.0007(15) C18 0.041(2) 0.067(3) 0.075(3) -0.033(3) -0.016(2) 0.024(2) C21 0.0203(15) 0.048(2) 0.0202(15) 0.0001(15) 0.0050(12) 0.0026(15) C22 0.031(2) 0.119(5) 0.072(3) -0.034(3) -0.015(2) 0.034(3) C23 0.024(2) 0.127(5) 0.044(3) 0.011(3) -0.0018(18) -0.012(3) C24 0.048(3) 0.088(4) 0.110(5) 0.028(4) -0.031(3) -0.036(3) C25 0.034(2) 0.057(3) 0.090(4) 0.022(3) -0.018(2) -0.015(2) C31 0.0237(15) 0.0244(16) 0.0246(16) -0.0009(13) 0.0037(12) 0.0033(13) C32 0.036(2) 0.061(3) 0.0269(18) -0.0077(18) 0.0101(15) -0.0100(18) C33 0.033(2) 0.094(4) 0.046(2) -0.008(2) 0.0195(18) -0.016(2) C34 0.0247(19) 0.090(4) 0.047(2) -0.006(2) 0.0039(17) -0.008(2) C35 0.031(2) 0.091(4) 0.033(2) -0.006(2) -0.0038(16) -0.008(2) C36 0.0295(18) 0.066(3) 0.0268(18) -0.0023(18) 0.0054(15) -0.0027(18) C41 0.054(2) 0.0215(16) 0.0186(15) -0.0039(13) 0.0133(15) -0.0080(15) C42 0.070(3) 0.038(2) 0.045(2) -0.0047(18) 0.027(2) -0.020(2) C43 0.114(5) 0.054(3) 0.076(4) -0.004(3) 0.052(3) -0.039(3) C44 0.179(7) 0.028(2) 0.065(3) 0.009(2) 0.051(4) -0.018(3) C45 0.154(6) 0.027(2) 0.040(3) 0.0067(19) 0.034(3) 0.016(3) C46 0.087(3) 0.0237(18) 0.0253(18) 0.0026(15) 0.0146(19) 0.0114(19) Cl2 0.121(4) 0.250(13) 0.272(8) -0.063(7) -0.032(5) -0.058(6) Cl3 0.175(8) 0.307(12) 0.477(17) 0.285(13) 0.037(8) 0.092(8) C51 0.147(10) 0.202(13) 0.309(18) 0.143(13) -0.063(10) -0.080(9) Cl2A 0.059(2) 0.085(4) 0.132(5) 0.034(3) 0.002(2) 0.004(2) Cl3A 0.127(5) 0.096(4) 0.161(6) 0.069(4) -0.031(4) 0.011(3) C51A 0.147(10) 0.202(13) 0.309(18) 0.143(13) -0.063(10) -0.080(9) #================================================================== # 10. MOLECULAR GEOMETRY #=================================================================== loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd Cl1 2.4222(10) . . yes Pd P1 2.2456(8) . . yes Pd P2 2.2450(8) . . yes Pd Cl1 2.4149(8) . 3_666 yes Cl2 C51 1.671(16) . . yes Cl3 C51 1.371(19) . . yes Cl2A C51A 1.602(14) . . yes Cl3A C51A 1.759(16) . . yes P1 C21 1.817(4) . . yes P1 C11 1.808(3) . . yes P1 O1 1.550(2) . . yes P2 C41 1.808(3) . . yes P2 C31 1.811(4) . . yes P2 O2 1.541(2) . . yes O1 H1 1.12(3) . . no O2 H1 1.32(3) . . no C11 C16 1.387(4) . . no C11 C12 1.395(4) . . no C12 C13 1.378(5) . . no C13 C14 1.384(5) . . no C14 C15 1.374(5) . . no C15 C16 1.389(5) . . no C18 C22 1.395(7) . . no C18 C21 1.372(7) . . no C21 C25 1.356(6) . . no C22 C23 1.347(9) . . no C23 C24 1.351(8) . . no C24 C25 1.391(7) . . no C31 C36 1.384(5) . . no C31 C32 1.382(5) . . no C32 C33 1.380(6) . . no C33 C34 1.370(6) . . no C34 C35 1.366(6) . . no C35 C36 1.386(6) . . no C41 C42 1.381(7) . . no C41 C46 1.389(6) . . no C42 C43 1.403(8) . . no C43 C44 1.371(10) . . no C44 C45 1.358(11) . . no C45 C46 1.392(6) . . no C12 H121 0.9500 . . no C13 H131 0.9500 . . no C14 H141 0.9500 . . no C15 H151 0.9500 . . no C16 H161 0.9500 . . no C18 H211 0.9500 . . no C22 H221 0.9500 . . no C23 H231 0.9500 . . no C24 H241 0.9500 . . no C25 H251 0.9500 . . no C32 H321 0.9500 . . no C33 H331 0.9500 . . no C34 H341 0.9500 . . no C35 H351 0.9500 . . no C36 H361 0.9500 . . no C42 H421 0.9500 . . no C43 H431 0.9500 . . no C44 H441 0.9500 . . no C45 H451 0.9500 . . no C46 H461 0.9500 . . no C51 H512 0.9900 . . no C51 H511 0.9900 . . no C51A H513 0.9900 . . no C51A H514 0.9900 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Pd P1 176.98(3) . . . yes Cl1 Pd P2 90.11(3) . . . yes Cl1 Pd Cl1 84.68(3) . . 3_666 yes P1 Pd P2 92.04(3) . . . yes Cl1 Pd P1 93.17(3) 3_666 . . yes Cl1 Pd P2 174.79(3) 3_666 . . yes Pd Cl1 Pd 95.32(3) . . 3_666 yes Pd P1 O1 117.48(9) . . . yes Pd P1 C11 110.61(11) . . . yes Pd P1 C21 112.66(15) . . . yes O1 P1 C11 104.73(14) . . . yes O1 P1 C21 105.69(16) . . . yes C11 P1 C21 104.62(16) . . . yes Pd P2 O2 118.10(9) . . . yes Pd P2 C31 109.26(10) . . . yes Pd P2 C41 109.36(10) . . . yes O2 P2 C31 107.70(13) . . . yes O2 P2 C41 105.23(15) . . . yes C31 P2 C41 106.58(17) . . . yes P1 O1 H1 114.6(16) . . . no P2 O2 H1 110.3(14) . . . no P1 C11 C12 122.0(2) . . . yes C12 C11 C16 119.3(3) . . . no P1 C11 C16 118.7(2) . . . yes C11 C12 C13 120.2(3) . . . no C12 C13 C14 120.3(3) . . . no C13 C14 C15 119.9(3) . . . no C14 C15 C16 120.4(3) . . . no C11 C16 C15 120.0(3) . . . no C21 C18 C22 120.5(6) . . . no P1 C21 C18 117.0(4) . . . yes C18 C21 C25 118.3(4) . . . no P1 C21 C25 124.5(3) . . . yes C18 C22 C23 120.7(6) . . . no C22 C23 C24 118.7(5) . . . no C23 C24 C25 121.4(5) . . . no C21 C25 C24 120.3(4) . . . no P2 C31 C32 121.8(2) . . . yes C32 C31 C36 118.8(3) . . . no P2 C31 C36 119.2(3) . . . yes C31 C32 C33 120.3(3) . . . no C32 C33 C34 120.5(4) . . . no C33 C34 C35 119.9(4) . . . no C34 C35 C36 120.1(4) . . . no C31 C36 C35 120.4(3) . . . no P2 C41 C42 117.7(3) . . . yes C42 C41 C46 120.1(3) . . . no P2 C41 C46 122.2(3) . . . yes C41 C42 C43 119.6(5) . . . no C42 C43 C44 119.3(6) . . . no C43 C44 C45 121.5(5) . . . no C44 C45 C46 120.0(5) . . . no C41 C46 C45 119.6(5) . . . no C11 C12 H121 120.00 . . . no C13 C12 H121 120.00 . . . no C12 C13 H131 120.00 . . . no C14 C13 H131 120.00 . . . no C13 C14 H141 120.00 . . . no C15 C14 H141 120.00 . . . no C14 C15 H151 120.00 . . . no C16 C15 H151 120.00 . . . no C11 C16 H161 120.00 . . . no C15 C16 H161 120.00 . . . no C21 C18 H211 120.00 . . . no C22 C18 H211 120.00 . . . no C18 C22 H221 120.00 . . . no C23 C22 H221 120.00 . . . no C22 C23 H231 121.00 . . . no C24 C23 H231 121.00 . . . no C23 C24 H241 119.00 . . . no C25 C24 H241 119.00 . . . no C21 C25 H251 120.00 . . . no C24 C25 H251 120.00 . . . no C31 C32 H321 120.00 . . . no C33 C32 H321 120.00 . . . no C32 C33 H331 120.00 . . . no C34 C33 H331 120.00 . . . no C33 C34 H341 120.00 . . . no C35 C34 H341 120.00 . . . no C34 C35 H351 120.00 . . . no C36 C35 H351 120.00 . . . no C31 C36 H361 120.00 . . . no C35 C36 H361 120.00 . . . no C41 C42 H421 120.00 . . . no C43 C42 H421 120.00 . . . no C42 C43 H431 120.00 . . . no C44 C43 H431 120.00 . . . no C43 C44 H441 119.00 . . . no C45 C44 H441 119.00 . . . no C44 C45 H451 120.00 . . . no C46 C45 H451 120.00 . . . no C41 C46 H461 120.00 . . . no C45 C46 H461 120.00 . . . no Cl2 C51 Cl3 110.8(11) . . . yes Cl2 C51 H511 110.00 . . . no Cl2 C51 H512 109.00 . . . no Cl3 C51 H511 109.00 . . . no Cl3 C51 H512 109.00 . . . no H511 C51 H512 108.00 . . . no Cl2A C51A Cl3A 118.8(9) . . . yes Cl2A C51A H513 108.00 . . . no Cl2A C51A H514 108.00 . . . no Cl3A C51A H513 108.00 . . . no Cl3A C51A H514 108.00 . . . no H513 C51A H514 107.00 . . . no # End of Crystallographic Information File # Attachment '- marjc_compound_2.cif' #=================================================================== data_Compound_2 _database_code_depnum_ccdc_archive 'CCDC 788105' #TrackingRef '- marjc_compound_2.cif' #=================================================================== #=================================================================== # 5. CHEMICAL DATA #=================================================================== _chemical_name_systematic ; ; _chemical_name_common ? _chemical_formula_moiety 'C36 H44 Cl2 O2 P2 Pd2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H44 Cl2 O2 P2 Pd2' _chemical_formula_weight 854.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=================================================================== # 6. CRYSTAL DATA #=================================================================== _symmetry_cell_setting Tetragonal _symmetry_space_group_name_Hall 'P 4cw' _symmetry_space_group_name_H-M 'P 43' _symmetry_Int_Tables_number 78 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -y,x,3/4+z 3 -x,-y,1/2+z 4 y,-x,1/4+z _cell_length_a 17.6026(6) _cell_length_b 17.6026(6) _cell_length_c 23.7470(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7358.0(5) _cell_formula_units_Z 8 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 9794 _cell_measurement_theta_min 1.16 _cell_measurement_theta_max 25.32 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method none _exptl_crystal_F_000 3456 _exptl_absorpt_coefficient_mu 1.240 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6644 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_process_details 'SADABS, Bruker, 2008b' _exptl_special_details ; Diffractometer operator E. Herdtweck scanspeed 10 s per frame dx 45 4676 frames measured in 8 data sets phi-scan with delta_phi = 0.50 omega-scans with delta_omega = 0.50 ; _publ_section_exptl_prep ; The crystal was fixed on the top of a glass fiber with perfluorinated ether and transferred to the diffractometer. ; _publ_section_exptl_refinement ; Solution and refinements with the program WinGX; Farrugia (1999). Hydrogen atoms could not be located in the difference Fourier maps and were calculated in ideal positions (riding model). ; #=================================================================== # 7. EXPERIMENTAL DATA #=================================================================== _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'rotating anode FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ' \k-geometry diffractometer ' _diffrn_measurement_device_type ' Bruker APEX-II CCD ' _diffrn_measurement_method ' phi- and omega-rotation ' _diffrn_detector ' CCD plate ' _diffrn_detector_area_resol_mean 16 # 8 for binned mode _diffrn_standards_decay_% 0 # number of measured reflections (redundant set) _diffrn_reflns_number 244254 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0130 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 25.32 _reflns_number_total 13395 _reflns_number_gt 13028 # number of observed reflections (> n sig(I)) _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX II Control Software (Bruker, 2008a)' _computing_cell_refinement 'SAINT (Bruker, 2008b)' _computing_data_reduction 'SAINT (Bruker, 2008b)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2010)' _computing_publication_material 'PLATON (Spek, 2010)' #=================================================================== # 8. REFINEMENT DATA #=================================================================== _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0315P)^2^+12.4448P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.368(16) _chemical_absolute_configuration ad _refine_ls_number_reflns 13395 _refine_ls_number_parameters 810 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0701 _refine_ls_wR_factor_gt 0.0688 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.724 _refine_diff_density_min -0.584 _refine_diff_density_rms 0.074 #=================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS #=================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Pd1 Pd Uani 0.16222(2) 0.03721(1) 0.11601(1) 1.000 0.0208(1) . . Pd2 Pd Uani 0.31648(2) -0.02470(1) 0.03263(1) 1.000 0.0242(1) . . Cl1 Cl Uani 0.22665(5) -0.08299(5) 0.09791(4) 1.000 0.0260(3) . . Cl2 Cl Uani 0.26857(6) 0.09560(5) 0.06713(4) 1.000 0.0284(3) . . P1 P Uani 0.10408(5) 0.14357(5) 0.13484(5) 1.000 0.0232(3) . . P2 P Uani 0.39717(6) 0.02558(6) -0.02634(5) 1.000 0.0262(3) . . O1 O Uani 0.04078(15) 0.12657(14) 0.18358(12) 1.000 0.0280(8) . . O2 O Uani 0.45900(15) -0.04004(15) -0.04342(12) 1.000 0.0291(8) . . C1 C Uani 0.0769(2) -0.0023(2) 0.16407(17) 1.000 0.0247(11) . . C2 C Uani 0.0672(2) -0.0803(2) 0.17433(16) 1.000 0.0253(11) . . C3 C Uani 0.0119(2) -0.1054(2) 0.21264(17) 1.000 0.0280(12) . . C4 C Uani -0.0345(2) -0.0534(2) 0.23960(17) 1.000 0.0269(11) . . C5 C Uani -0.0281(2) 0.0252(2) 0.22943(17) 1.000 0.0270(11) . . C6 C Uani 0.0288(2) 0.0471(2) 0.19197(18) 1.000 0.0267(11) . . C7 C Uani -0.0782(2) 0.0785(2) 0.26023(18) 1.000 0.0281(11) . . C8 C Uani -0.1235(3) 0.1322(3) 0.2327(2) 1.000 0.0470(17) . . C9 C Uani -0.1741(3) 0.1768(3) 0.2629(3) 1.000 0.0580(19) . . C10 C Uani -0.1795(3) 0.1699(3) 0.3210(2) 1.000 0.0487(17) . . C11 C Uani -0.1346(3) 0.1184(3) 0.3487(2) 1.000 0.0440(17) . . C12 C Uani -0.0849(2) 0.0726(2) 0.3183(2) 1.000 0.0357(14) . . C13 C Uani 0.0495(2) 0.1904(2) 0.08010(18) 1.000 0.0330(12) . . C14 C Uani -0.0166(3) 0.1395(3) 0.0621(2) 1.000 0.0430(17) . . C15 C Uani 0.1020(3) 0.2124(2) 0.03062(19) 1.000 0.0383(14) . . C16 C Uani 0.1671(2) 0.2154(2) 0.16390(18) 1.000 0.0283(12) . . C17 C Uani 0.1286(3) 0.2903(2) 0.1776(2) 1.000 0.0450(16) . . C18 C Uani 0.2114(2) 0.1834(2) 0.21333(18) 1.000 0.0320(12) . . C19 C Uani 0.3678(2) -0.1198(2) 0.00446(18) 1.000 0.0290(12) . . C20 C Uani 0.3411(2) -0.1927(2) 0.01543(17) 1.000 0.0289(11) . . C21 C Uani 0.3811(3) -0.2562(2) -0.00219(19) 1.000 0.0343(12) . . C22 C Uani 0.4489(3) -0.2483(2) -0.03178(18) 1.000 0.0330(12) . . C23 C Uani 0.4785(2) -0.1757(2) -0.04455(18) 1.000 0.0297(12) . . C24 C Uani 0.4357(2) -0.1135(2) -0.02749(16) 1.000 0.0250(11) . . C25 C Uani 0.5529(2) -0.1660(2) -0.07331(17) 1.000 0.0300(12) . . C26 C Uani 0.5744(2) -0.2165(3) -0.1165(2) 1.000 0.0373(12) . . C27 C Uani 0.6455(3) -0.2099(3) -0.1436(2) 1.000 0.0487(17) . . C28 C Uani 0.6964(3) -0.1568(3) -0.1256(2) 1.000 0.0507(18) . . C29 C Uani 0.6773(3) -0.1075(3) -0.0822(2) 1.000 0.0443(16) . . C30 C Uani 0.6072(2) -0.1124(2) -0.0565(2) 1.000 0.0353(14) . . C31 C Uani 0.3583(3) 0.0595(2) -0.09313(18) 1.000 0.0343(12) . . C32 C Uani 0.3009(3) 0.1242(3) -0.0831(2) 1.000 0.0407(16) . . C33 C Uani 0.3226(3) -0.0061(3) -0.1259(2) 1.000 0.0487(17) . . C34 C Uani 0.4566(2) 0.0991(2) 0.00371(19) 1.000 0.0323(12) . . C35 C Uani 0.4932(3) 0.0692(3) 0.0592(2) 1.000 0.0477(17) . . C36 C Uani 0.5171(3) 0.1272(3) -0.0378(2) 1.000 0.0430(14) . . Pd3 Pd Uani 0.18575(1) 0.52592(1) 0.03370(1) 1.000 0.0208(1) . . Pd4 Pd Uani 0.33127(1) 0.46089(1) 0.12886(1) 1.000 0.0179(1) . . Cl3 Cl Uani 0.23581(5) 0.40445(5) 0.06716(4) 1.000 0.0248(3) . . Cl4 Cl Uani 0.28154(5) 0.58153(5) 0.09542(4) 1.000 0.0259(3) . . P3 P Uani 0.09963(6) 0.48213(5) -0.02458(4) 1.000 0.0234(3) . . P4 P Uani 0.41340(5) 0.50805(5) 0.18815(4) 1.000 0.0194(3) . . O3 O Uani 0.04351(15) 0.55220(15) -0.04235(12) 1.000 0.0283(8) . . O4 O Uani 0.47335(14) 0.44099(14) 0.20561(11) 1.000 0.0236(8) . . C37 C Uani 0.1394(2) 0.6235(2) 0.00698(17) 1.000 0.0264(11) . . C38 C Uani 0.1703(2) 0.6947(2) 0.01939(18) 1.000 0.0320(12) . . C39 C Uani 0.1356(3) 0.7613(3) 0.0017(2) 1.000 0.0433(16) . . C40 C Uani 0.0706(3) 0.7587(3) -0.0306(2) 1.000 0.0400(16) . . C41 C Uani 0.0381(2) 0.6890(2) -0.04636(17) 1.000 0.0297(12) . . C42 C Uani 0.0735(2) 0.6227(2) -0.02696(17) 1.000 0.0275(11) . . C43 C Uani -0.0309(2) 0.6874(2) -0.08310(19) 1.000 0.0330(12) . . C44 C Uani -0.0281(3) 0.7321(3) -0.1331(2) 1.000 0.0460(17) . . C45 C Uani -0.0913(3) 0.7357(3) -0.1680(2) 1.000 0.0560(19) . . C46 C Uani -0.1581(3) 0.6978(3) -0.1534(2) 1.000 0.0513(17) . . C47 C Uani -0.1610(3) 0.6557(3) -0.1045(2) 1.000 0.0447(18) . . C48 C Uani -0.0969(3) 0.6510(3) -0.0698(2) 1.000 0.0397(16) . . C49 C Uani 0.0334(2) 0.4140(2) 0.00649(18) 1.000 0.0317(12) . . C50 C Uani -0.0260(3) 0.3860(3) -0.0356(2) 1.000 0.0403(17) . . C51 C Uani -0.0037(3) 0.4506(3) 0.0586(2) 1.000 0.0443(17) . . C52 C Uani 0.1349(2) 0.4448(2) -0.09163(17) 1.000 0.0317(12) . . C53 C Uani 0.1896(3) 0.3794(3) -0.0810(2) 1.000 0.0420(17) . . C54 C Uani 0.1723(3) 0.5077(3) -0.1259(2) 1.000 0.0437(16) . . C55 C Uani 0.3826(2) 0.3645(2) 0.15449(15) 1.000 0.0201(10) . . C56 C Uani 0.3572(2) 0.2927(2) 0.13903(16) 1.000 0.0242(11) . . C57 C Uani 0.3974(2) 0.2282(2) 0.15522(17) 1.000 0.0282(11) . . C58 C Uani 0.4628(2) 0.2344(2) 0.18759(17) 1.000 0.0275(11) . . C59 C Uani 0.4902(2) 0.3056(2) 0.20478(16) 1.000 0.0257(11) . . C60 C Uani 0.4484(2) 0.3688(2) 0.18796(15) 1.000 0.0209(10) . . C61 C Uani 0.5595(2) 0.3101(2) 0.24160(16) 1.000 0.0271(11) . . C62 C Uani 0.5685(3) 0.2599(3) 0.28602(19) 1.000 0.0373(12) . . C63 C Uani 0.6304(3) 0.2640(3) 0.3223(2) 1.000 0.0430(16) . . C64 C Uani 0.6857(3) 0.3181(3) 0.3125(2) 1.000 0.0383(14) . . C65 C Uani 0.6811(2) 0.3657(2) 0.26689(19) 1.000 0.0347(14) . . C66 C Uani 0.6176(2) 0.3631(2) 0.23147(18) 1.000 0.0293(12) . . C67 C Uani 0.3722(2) 0.5397(2) 0.25478(15) 1.000 0.0259(11) . . C68 C Uani 0.3388(2) 0.4720(3) 0.28711(18) 1.000 0.0350(12) . . C69 C Uani 0.3128(2) 0.6016(3) 0.24317(18) 1.000 0.0340(12) . . C70 C Uani 0.4752(2) 0.5824(2) 0.16121(17) 1.000 0.0267(12) . . C71 C Uani 0.5341(2) 0.6106(3) 0.20429(19) 1.000 0.0357(12) . . C72 C Uani 0.5146(3) 0.5542(3) 0.1070(2) 1.000 0.0510(16) . . H21 H Uiso 0.09820 -0.11620 0.15530 1.000 0.0300 calc R H31 H Uiso 0.00620 -0.15820 0.22000 1.000 0.0340 calc R H333 H Uiso 0.28150 -0.02850 -0.10360 1.000 0.0730 calc R H363 H Uiso 0.54950 0.16490 -0.01920 1.000 0.0650 calc R H41 H Uiso -0.07140 -0.07110 0.26560 1.000 0.0320 calc R H81 H Uiso -0.11950 0.13820 0.19310 1.000 0.0560 calc R H91 H Uiso -0.20530 0.21240 0.24370 1.000 0.0700 calc R H101 H Uiso -0.21420 0.20060 0.34140 1.000 0.0580 calc R H111 H Uiso -0.13730 0.11400 0.38850 1.000 0.0530 calc R H121 H Uiso -0.05480 0.03630 0.33780 1.000 0.0430 calc R H131 H Uiso 0.02790 0.23820 0.09620 1.000 0.0400 calc R H141 H Uiso -0.04810 0.12770 0.09500 1.000 0.0640 calc R H142 H Uiso 0.00330 0.09230 0.04600 1.000 0.0640 calc R H143 H Uiso -0.04740 0.16600 0.03390 1.000 0.0640 calc R H151 H Uiso 0.13860 0.25070 0.04320 1.000 0.0570 calc R H152 H Uiso 0.07140 0.23310 -0.00020 1.000 0.0570 calc R H153 H Uiso 0.12930 0.16720 0.01740 1.000 0.0570 calc R H161 H Uiso 0.20530 0.22670 0.13390 1.000 0.0340 calc R H171 H Uiso 0.10650 0.31180 0.14310 1.000 0.0680 calc R H172 H Uiso 0.16610 0.32580 0.19300 1.000 0.0680 calc R H173 H Uiso 0.08830 0.28180 0.20530 1.000 0.0680 calc R H181 H Uiso 0.23730 0.13670 0.20180 1.000 0.0480 calc R H182 H Uiso 0.17650 0.17220 0.24440 1.000 0.0480 calc R H183 H Uiso 0.24910 0.22080 0.22580 1.000 0.0480 calc R H201 H Uiso 0.29480 -0.19910 0.03530 1.000 0.0350 calc R H211 H Uiso 0.36210 -0.30550 0.00600 1.000 0.0410 calc R H221 H Uiso 0.47570 -0.29230 -0.04360 1.000 0.0400 calc R H261 H Uiso 0.54050 -0.25570 -0.12760 1.000 0.0450 calc R H271 H Uiso 0.65780 -0.24240 -0.17420 1.000 0.0580 calc R H281 H Uiso 0.74500 -0.15340 -0.14290 1.000 0.0610 calc R H291 H Uiso 0.71270 -0.07030 -0.07000 1.000 0.0530 calc R H301 H Uiso 0.59530 -0.07850 -0.02660 1.000 0.0430 calc R H311 H Uiso 0.40120 0.08030 -0.11610 1.000 0.0410 calc R H321 H Uiso 0.32780 0.16930 -0.06920 1.000 0.0610 calc R H322 H Uiso 0.26330 0.10810 -0.05500 1.000 0.0610 calc R H323 H Uiso 0.27510 0.13650 -0.11850 1.000 0.0610 calc R H331 H Uiso 0.36130 -0.04470 -0.13350 1.000 0.0730 calc R H332 H Uiso 0.30220 0.01300 -0.16160 1.000 0.0730 calc R H341 H Uiso 0.42330 0.14320 0.01350 1.000 0.0390 calc R H351 H Uiso 0.45310 0.05300 0.08520 1.000 0.0720 calc R H352 H Uiso 0.52300 0.10990 0.07670 1.000 0.0720 calc R H353 H Uiso 0.52640 0.02610 0.05070 1.000 0.0720 calc R H361 H Uiso 0.49220 0.15050 -0.07040 1.000 0.0650 calc R H362 H Uiso 0.54820 0.08420 -0.05030 1.000 0.0650 calc R H511 H Uiso 0.03570 0.46380 0.08610 1.000 0.0670 calc R H58 H Uiso 0.48940 0.18970 0.19830 1.000 0.0330 calc R H381 H Uiso 0.21620 0.69750 0.04040 1.000 0.0380 calc R H391 H Uiso 0.15670 0.80900 0.01190 1.000 0.0520 calc R H401 H Uiso 0.04730 0.80470 -0.04240 1.000 0.0480 calc R H441 H Uiso 0.01680 0.75920 -0.14260 1.000 0.0550 calc R H451 H Uiso -0.08910 0.76410 -0.20200 1.000 0.0670 calc R H461 H Uiso -0.20140 0.70090 -0.17720 1.000 0.0620 calc R H471 H Uiso -0.20650 0.63000 -0.09440 1.000 0.0530 calc R H481 H Uiso -0.09940 0.62170 -0.03630 1.000 0.0470 calc R H491 H Uiso 0.06340 0.36910 0.01950 1.000 0.0380 calc R H501 H Uiso -0.00100 0.35570 -0.06490 1.000 0.0610 calc R H502 H Uiso -0.05140 0.42960 -0.05290 1.000 0.0610 calc R H503 H Uiso -0.06360 0.35460 -0.01600 1.000 0.0610 calc R H512 H Uiso -0.03940 0.41460 0.07560 1.000 0.0670 calc R H513 H Uiso -0.03100 0.49670 0.04730 1.000 0.0670 calc R H521 H Uiso 0.09070 0.42490 -0.11350 1.000 0.0380 calc R H531 H Uiso 0.16280 0.33820 -0.06170 1.000 0.0630 calc R H532 H Uiso 0.23180 0.39710 -0.05750 1.000 0.0630 calc R H533 H Uiso 0.20950 0.36080 -0.11700 1.000 0.0630 calc R H541 H Uiso 0.13530 0.54830 -0.13270 1.000 0.0650 calc R H542 H Uiso 0.18970 0.48710 -0.16200 1.000 0.0650 calc R H543 H Uiso 0.21570 0.52810 -0.10500 1.000 0.0650 calc R H561 H Uiso 0.31210 0.28760 0.11730 1.000 0.0290 calc R H571 H Uiso 0.37990 0.17940 0.14400 1.000 0.0340 calc R H621 H Uiso 0.53120 0.22170 0.29190 1.000 0.0450 calc R H631 H Uiso 0.63460 0.23010 0.35320 1.000 0.0510 calc R H641 H Uiso 0.72750 0.32240 0.33770 1.000 0.0460 calc R H651 H Uiso 0.72100 0.40060 0.25940 1.000 0.0420 calc R H661 H Uiso 0.61390 0.39720 0.20060 1.000 0.0350 calc R H671 H Uiso 0.41370 0.56240 0.27810 1.000 0.0310 calc R H681 H Uiso 0.37930 0.43580 0.29600 1.000 0.0520 calc R H682 H Uiso 0.30020 0.44700 0.26390 1.000 0.0520 calc R H683 H Uiso 0.31540 0.49010 0.32210 1.000 0.0520 calc R H691 H Uiso 0.33750 0.64550 0.22560 1.000 0.0510 calc R H692 H Uiso 0.28920 0.61730 0.27870 1.000 0.0510 calc R H693 H Uiso 0.27370 0.58160 0.21780 1.000 0.0510 calc R H701 H Uiso 0.44250 0.62670 0.15080 1.000 0.0320 calc R H711 H Uiso 0.50780 0.63360 0.23640 1.000 0.0540 calc R H712 H Uiso 0.56710 0.64840 0.18660 1.000 0.0540 calc R H713 H Uiso 0.56480 0.56760 0.21730 1.000 0.0540 calc R H721 H Uiso 0.47610 0.54180 0.07870 1.000 0.0760 calc R H722 H Uiso 0.54480 0.50890 0.11550 1.000 0.0760 calc R H723 H Uiso 0.54800 0.59420 0.09240 1.000 0.0760 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 0.0207(1) 0.0149(1) 0.0269(2) 0.0009(1) 0.0025(1) -0.0009(1) Pd2 0.0239(2) 0.0167(1) 0.0319(2) -0.0015(1) 0.0089(1) -0.0030(1) Cl1 0.0295(5) 0.0160(4) 0.0325(5) 0.0004(3) 0.0098(4) 0.0005(3) Cl2 0.0315(5) 0.0175(4) 0.0361(5) -0.0017(4) 0.0119(4) -0.0031(4) P1 0.0220(5) 0.0168(4) 0.0309(5) 0.0043(4) 0.0015(4) 0.0009(4) P2 0.0229(5) 0.0212(5) 0.0345(5) 0.0004(4) 0.0044(4) -0.0020(4) O1 0.0246(14) 0.0163(13) 0.0431(16) 0.0061(11) 0.0079(12) 0.0066(10) O2 0.0282(15) 0.0191(13) 0.0400(16) 0.0004(11) 0.0093(12) 0.0004(11) C1 0.0219(19) 0.0233(19) 0.0290(19) 0.0028(15) -0.0032(15) 0.0007(15) C2 0.028(2) 0.0200(19) 0.028(2) -0.0009(15) -0.0013(15) -0.0048(15) C3 0.028(2) 0.024(2) 0.032(2) 0.0039(16) -0.0037(16) -0.0059(16) C4 0.0157(18) 0.028(2) 0.037(2) 0.0057(17) 0.0014(16) -0.0030(15) C5 0.0201(19) 0.026(2) 0.035(2) 0.0054(16) -0.0011(16) 0.0009(15) C6 0.0234(19) 0.0207(19) 0.036(2) 0.0090(16) -0.0034(16) -0.0013(15) C7 0.0132(17) 0.027(2) 0.044(2) 0.0081(17) 0.0032(16) 0.0019(15) C8 0.048(3) 0.047(3) 0.046(3) 0.013(2) 0.010(2) 0.016(2) C9 0.059(3) 0.049(3) 0.066(4) 0.009(3) 0.007(3) 0.034(3) C10 0.047(3) 0.043(3) 0.056(3) 0.017(2) 0.024(2) 0.022(2) C11 0.043(3) 0.045(3) 0.044(3) 0.008(2) 0.013(2) 0.004(2) C12 0.024(2) 0.036(2) 0.047(3) 0.009(2) 0.0046(18) 0.0074(17) C13 0.037(2) 0.024(2) 0.038(2) 0.0042(17) -0.0060(18) 0.0073(17) C14 0.044(3) 0.038(3) 0.047(3) -0.004(2) -0.011(2) 0.005(2) C15 0.056(3) 0.025(2) 0.034(2) 0.0049(18) -0.005(2) 0.0069(19) C16 0.030(2) 0.022(2) 0.033(2) -0.0007(16) 0.0080(17) -0.0048(16) C17 0.070(3) 0.020(2) 0.045(3) 0.0003(19) -0.004(2) 0.008(2) C18 0.027(2) 0.029(2) 0.040(2) -0.0085(18) -0.0036(18) -0.0010(16) C19 0.027(2) 0.022(2) 0.038(2) -0.0167(17) 0.0107(17) -0.0061(16) C20 0.0216(19) 0.029(2) 0.036(2) 0.0012(17) 0.0035(16) -0.0016(16) C21 0.036(2) 0.027(2) 0.040(2) -0.0027(18) 0.0002(19) -0.0050(18) C22 0.040(2) 0.024(2) 0.035(2) -0.0070(17) 0.0031(18) 0.0022(17) C23 0.030(2) 0.026(2) 0.033(2) 0.0005(16) 0.0015(17) 0.0026(16) C24 0.028(2) 0.0214(19) 0.0256(19) -0.0022(15) 0.0028(15) -0.0062(15) C25 0.033(2) 0.027(2) 0.030(2) 0.0095(16) 0.0031(17) 0.0042(17) C26 0.033(2) 0.037(2) 0.042(2) -0.002(2) 0.0031(19) 0.0061(18) C27 0.044(3) 0.054(3) 0.048(3) -0.008(2) 0.012(2) 0.015(2) C28 0.028(2) 0.058(3) 0.066(4) 0.013(3) 0.012(2) 0.006(2) C29 0.030(2) 0.045(3) 0.058(3) 0.006(2) 0.005(2) 0.001(2) C30 0.036(2) 0.025(2) 0.045(3) 0.0049(18) -0.0002(19) 0.0004(18) C31 0.034(2) 0.035(2) 0.034(2) 0.0089(18) 0.0055(18) -0.0003(18) C32 0.035(2) 0.039(3) 0.048(3) 0.010(2) 0.001(2) 0.0027(19) C33 0.059(3) 0.051(3) 0.036(3) -0.006(2) 0.000(2) -0.002(2) C34 0.026(2) 0.026(2) 0.045(2) -0.0025(18) 0.0093(18) 0.0008(16) C35 0.040(3) 0.053(3) 0.050(3) -0.007(2) -0.009(2) -0.009(2) C36 0.030(2) 0.033(2) 0.066(3) -0.005(2) 0.018(2) -0.0100(19) Pd3 0.0190(1) 0.0176(1) 0.0257(1) -0.0004(1) -0.0074(1) -0.0013(1) Pd4 0.0178(1) 0.0190(1) 0.0170(2) -0.0015(1) -0.0035(1) -0.0018(1) Cl3 0.0265(5) 0.0204(4) 0.0276(5) -0.0030(3) -0.0109(4) -0.0002(4) Cl4 0.0283(5) 0.0205(4) 0.0289(5) -0.0026(3) -0.0118(4) 0.0000(3) P3 0.0222(5) 0.0210(5) 0.0271(5) -0.0009(4) -0.0053(4) -0.0013(4) P4 0.0181(4) 0.0195(5) 0.0206(4) -0.0021(3) -0.0030(3) -0.0019(3) O3 0.0263(14) 0.0196(13) 0.0390(16) -0.0032(11) -0.0125(12) -0.0014(11) O4 0.0213(13) 0.0207(13) 0.0287(14) -0.0047(11) -0.0070(11) -0.0013(10) C37 0.0212(19) 0.0221(19) 0.036(2) 0.0059(16) -0.0120(16) -0.0005(15) C38 0.033(2) 0.024(2) 0.039(2) -0.0041(17) -0.0124(18) -0.0022(16) C39 0.053(3) 0.024(2) 0.053(3) 0.002(2) -0.019(2) -0.009(2) C40 0.041(3) 0.028(2) 0.051(3) 0.000(2) -0.017(2) 0.0059(19) C41 0.032(2) 0.027(2) 0.030(2) -0.0002(16) -0.0067(17) 0.0007(17) C42 0.031(2) 0.0215(19) 0.030(2) -0.0027(16) -0.0078(16) -0.0029(16) C43 0.031(2) 0.026(2) 0.042(2) -0.0106(18) -0.0101(18) 0.0095(17) C44 0.042(3) 0.049(3) 0.047(3) 0.009(2) -0.014(2) 0.000(2) C45 0.053(3) 0.068(4) 0.047(3) 0.013(3) -0.018(3) 0.005(3) C46 0.048(3) 0.049(3) 0.057(3) -0.008(2) -0.026(3) 0.012(2) C47 0.026(2) 0.038(3) 0.070(4) -0.001(2) -0.005(2) 0.0002(18) C48 0.039(3) 0.037(2) 0.043(3) 0.004(2) -0.012(2) 0.006(2) C49 0.033(2) 0.026(2) 0.036(2) 0.0042(17) -0.0060(18) -0.0070(17) C50 0.040(3) 0.039(3) 0.042(3) -0.006(2) -0.005(2) -0.014(2) C51 0.043(3) 0.050(3) 0.040(3) -0.002(2) 0.007(2) -0.014(2) C52 0.034(2) 0.033(2) 0.028(2) -0.0071(17) -0.0048(17) -0.0041(18) C53 0.043(3) 0.045(3) 0.038(3) -0.008(2) -0.003(2) 0.010(2) C54 0.055(3) 0.044(3) 0.032(2) -0.001(2) 0.008(2) -0.008(2) C55 0.0189(18) 0.0243(19) 0.0171(17) 0.0003(14) 0.0005(14) 0.0000(14) C56 0.0213(18) 0.027(2) 0.0244(18) 0.0035(15) -0.0004(15) -0.0089(15) C57 0.032(2) 0.0207(19) 0.032(2) 0.0022(15) 0.0040(17) -0.0078(16) C58 0.026(2) 0.0224(19) 0.034(2) 0.0046(16) 0.0002(16) -0.0030(15) C59 0.0239(19) 0.028(2) 0.0251(19) 0.0040(15) 0.0023(15) 0.0022(15) C60 0.0162(17) 0.0247(19) 0.0217(17) 0.0020(14) 0.0017(14) 0.0009(14) C61 0.0213(19) 0.031(2) 0.029(2) -0.0036(16) -0.0031(16) 0.0060(16) C62 0.036(2) 0.040(2) 0.036(2) 0.0096(19) 0.0011(19) 0.0018(18) C63 0.039(3) 0.052(3) 0.038(2) 0.011(2) -0.003(2) 0.009(2) C64 0.034(2) 0.036(2) 0.045(3) -0.004(2) -0.010(2) 0.0130(19) C65 0.020(2) 0.036(2) 0.048(3) -0.0063(19) -0.0006(18) 0.0037(17) C66 0.024(2) 0.030(2) 0.034(2) 0.0007(17) 0.0004(16) 0.0022(16) C67 0.0249(19) 0.033(2) 0.0199(18) -0.0091(15) -0.0011(15) -0.0015(16) C68 0.040(2) 0.042(2) 0.023(2) -0.0018(18) 0.0034(18) -0.0043(18) C69 0.037(2) 0.040(2) 0.025(2) -0.0134(18) -0.0004(17) 0.0071(19) C70 0.026(2) 0.023(2) 0.031(2) 0.0001(16) -0.0041(16) -0.0078(15) C71 0.030(2) 0.039(2) 0.038(2) -0.0021(19) -0.0040(18) -0.0141(18) C72 0.055(3) 0.062(3) 0.036(2) -0.005(2) 0.011(2) -0.035(3) #================================================================== # 10. MOLECULAR GEOMETRY #=================================================================== loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 Cl1 2.4388(9) . . yes Pd1 Cl2 2.4307(11) . . yes Pd1 P1 2.1800(9) . . yes Pd1 C1 2.010(4) . . yes Pd2 Cl1 2.4405(10) . . yes Pd2 Cl2 2.4221(9) . . yes Pd2 P2 2.1821(12) . . yes Pd2 C19 2.016(4) . . yes Pd3 P3 2.1926(10) . . yes Pd3 Cl3 2.4453(9) . . yes Pd3 Cl4 2.4392(9) . . yes Pd3 C37 2.005(4) . . yes Pd4 C55 2.016(4) . . yes Pd4 Cl3 2.4408(9) . . yes Pd4 Cl4 2.4303(9) . . yes Pd4 P4 2.1821(9) . . yes P1 C13 1.815(4) . . yes P1 C16 1.818(4) . . yes P1 O1 1.634(3) . . yes P2 O2 1.638(3) . . yes P2 C31 1.828(5) . . yes P2 C34 1.811(4) . . yes P3 O3 1.636(3) . . yes P3 C49 1.828(4) . . yes P3 C52 1.831(4) . . yes P4 C70 1.818(4) . . yes P4 C67 1.828(4) . . yes P4 O4 1.637(3) . . yes O1 C6 1.429(4) . . yes O2 C24 1.408(4) . . yes O3 C42 1.397(4) . . yes O4 C60 1.408(4) . . yes C1 C6 1.383(5) . . no C1 C2 1.405(5) . . no C2 C3 1.404(5) . . no C3 C4 1.384(5) . . no C4 C5 1.409(5) . . no C5 C7 1.481(5) . . no C5 C6 1.394(5) . . no C7 C8 1.399(6) . . no C7 C12 1.388(6) . . no C8 C9 1.387(8) . . no C9 C10 1.388(9) . . no C10 C11 1.371(7) . . no C11 C12 1.392(6) . . no C13 C14 1.530(6) . . no C13 C15 1.544(6) . . no C16 C17 1.518(5) . . no C16 C18 1.518(6) . . no C19 C20 1.391(5) . . no C19 C24 1.420(5) . . no C20 C21 1.386(5) . . no C21 C22 1.392(7) . . no C22 C23 1.413(5) . . no C23 C24 1.389(5) . . no C23 C25 1.487(5) . . no C25 C26 1.409(6) . . no C25 C30 1.401(5) . . no C26 C27 1.412(6) . . no C27 C28 1.364(7) . . no C28 C29 1.389(7) . . no C29 C30 1.379(6) . . no C31 C33 1.528(7) . . no C31 C32 1.541(7) . . no C34 C36 1.533(6) . . no C34 C35 1.558(6) . . no C2 H21 0.9500 . . no C3 H31 0.9500 . . no C4 H41 0.9500 . . no C8 H81 0.9500 . . no C9 H91 0.9500 . . no C10 H101 0.9500 . . no C11 H111 0.9500 . . no C12 H121 0.9500 . . no C13 H131 1.0000 . . no C14 H141 0.9800 . . no C14 H143 0.9800 . . no C14 H142 0.9800 . . no C15 H151 0.9800 . . no C15 H152 0.9800 . . no C15 H153 0.9800 . . no C16 H161 1.0000 . . no C17 H171 0.9800 . . no C17 H172 0.9800 . . no C17 H173 0.9800 . . no C18 H181 0.9800 . . no C18 H182 0.9800 . . no C18 H183 0.9800 . . no C20 H201 0.9500 . . no C21 H211 0.9500 . . no C22 H221 0.9500 . . no C26 H261 0.9500 . . no C27 H271 0.9500 . . no C28 H281 0.9500 . . no C29 H291 0.9500 . . no C30 H301 0.9500 . . no C31 H311 1.0000 . . no C32 H322 0.9800 . . no C32 H323 0.9800 . . no C32 H321 0.9800 . . no C33 H331 0.9800 . . no C33 H332 0.9800 . . no C33 H333 0.9800 . . no C34 H341 1.0000 . . no C35 H352 0.9800 . . no C35 H353 0.9800 . . no C35 H351 0.9800 . . no C36 H361 0.9800 . . no C36 H362 0.9800 . . no C36 H363 0.9800 . . no C37 C38 1.398(5) . . no C37 C42 1.413(5) . . no C38 C39 1.387(6) . . no C39 C40 1.378(7) . . no C40 C41 1.405(6) . . no C41 C42 1.401(5) . . no C41 C43 1.496(5) . . no C43 C44 1.425(6) . . no C43 C48 1.364(6) . . no C44 C45 1.389(7) . . no C45 C46 1.396(7) . . no C46 C47 1.379(7) . . no C47 C48 1.400(7) . . no C49 C50 1.528(6) . . no C49 C51 1.540(6) . . no C52 C53 1.522(6) . . no C52 C54 1.524(6) . . no C55 C56 1.390(5) . . no C55 C60 1.407(5) . . no C56 C57 1.392(5) . . no C57 C58 1.389(5) . . no C58 C59 1.404(5) . . no C59 C60 1.392(5) . . no C59 C61 1.503(5) . . no C61 C62 1.385(6) . . no C61 C66 1.405(5) . . no C62 C63 1.391(7) . . no C63 C64 1.382(7) . . no C64 C65 1.372(6) . . no C65 C66 1.400(5) . . no C67 C68 1.535(6) . . no C67 C69 1.535(6) . . no C70 C71 1.539(6) . . no C70 C72 1.544(6) . . no C38 H381 0.9500 . . no C39 H391 0.9500 . . no C40 H401 0.9500 . . no C44 H441 0.9500 . . no C45 H451 0.9500 . . no C46 H461 0.9500 . . no C47 H471 0.9500 . . no C48 H481 0.9500 . . no C49 H491 1.0000 . . no C50 H501 0.9800 . . no C50 H502 0.9800 . . no C50 H503 0.9800 . . no C51 H511 0.9800 . . no C51 H512 0.9800 . . no C51 H513 0.9800 . . no C52 H521 1.0000 . . no C53 H531 0.9800 . . no C53 H532 0.9800 . . no C53 H533 0.9800 . . no C54 H541 0.9800 . . no C54 H542 0.9800 . . no C54 H543 0.9800 . . no C56 H561 0.9500 . . no C57 H571 0.9500 . . no C58 H58 0.9500 . . no C62 H621 0.9500 . . no C63 H631 0.9500 . . no C64 H641 0.9500 . . no C65 H651 0.9500 . . no C66 H661 0.9500 . . no C67 H671 1.0000 . . no C68 H681 0.9800 . . no C68 H682 0.9800 . . no C68 H683 0.9800 . . no C69 H691 0.9800 . . no C69 H692 0.9800 . . no C69 H693 0.9800 . . no C70 H701 1.0000 . . no C71 H711 0.9800 . . no C71 H712 0.9800 . . no C71 H713 0.9800 . . no C72 H721 0.9800 . . no C72 H722 0.9800 . . no C72 H723 0.9800 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Pd1 Cl2 85.67(3) . . . yes Cl1 Pd1 P1 178.25(4) . . . yes Cl1 Pd1 C1 98.47(10) . . . yes Cl2 Pd1 P1 95.53(3) . . . yes Cl2 Pd1 C1 173.08(11) . . . yes P1 Pd1 C1 80.21(10) . . . yes Cl1 Pd2 Cl2 85.82(3) . . . yes Cl1 Pd2 P2 179.06(4) . . . yes Cl1 Pd2 C19 98.74(11) . . . yes Cl2 Pd2 P2 95.11(4) . . . yes Cl2 Pd2 C19 173.73(10) . . . yes P2 Pd2 C19 80.34(11) . . . yes P3 Pd3 C37 79.63(11) . . . yes Cl3 Pd3 C37 177.10(10) . . . yes Cl3 Pd3 Cl4 84.64(3) . . . yes Cl3 Pd3 P3 98.44(3) . . . yes Cl4 Pd3 P3 176.66(3) . . . yes Cl4 Pd3 C37 97.34(11) . . . yes Cl3 Pd4 Cl4 84.93(3) . . . yes Cl3 Pd4 C55 98.46(10) . . . yes Cl4 Pd4 P4 96.72(3) . . . yes Cl3 Pd4 P4 176.66(3) . . . yes P4 Pd4 C55 80.12(10) . . . yes Cl4 Pd4 C55 174.45(10) . . . yes Pd1 Cl1 Pd2 92.78(3) . . . yes Pd1 Cl2 Pd2 93.44(3) . . . yes Pd3 Cl3 Pd4 95.00(3) . . . yes Pd3 Cl4 Pd4 95.43(3) . . . yes C13 P1 C16 106.20(17) . . . yes Pd1 P1 C16 112.87(12) . . . yes Pd1 P1 O1 107.94(10) . . . yes Pd1 P1 C13 119.46(13) . . . yes O1 P1 C13 103.27(16) . . . yes O1 P1 C16 105.93(17) . . . yes Pd2 P2 O2 107.78(11) . . . yes Pd2 P2 C34 114.40(15) . . . yes O2 P2 C31 105.32(18) . . . yes Pd2 P2 C31 116.47(17) . . . yes C31 P2 C34 108.95(19) . . . yes O2 P2 C34 102.57(16) . . . yes Pd3 P3 C49 114.63(14) . . . yes Pd3 P3 O3 108.38(11) . . . yes Pd3 P3 C52 116.14(12) . . . yes O3 P3 C49 102.34(16) . . . yes O3 P3 C52 104.54(16) . . . yes C49 P3 C52 109.38(17) . . . yes Pd4 P4 C67 114.31(12) . . . yes Pd4 P4 C70 116.31(13) . . . yes Pd4 P4 O4 108.44(10) . . . yes O4 P4 C67 104.86(15) . . . yes O4 P4 C70 102.86(15) . . . yes C67 P4 C70 108.82(17) . . . yes P1 O1 C6 112.3(2) . . . yes P2 O2 C24 112.8(2) . . . yes P3 O3 C42 112.0(2) . . . yes P4 O4 C60 112.0(2) . . . yes Pd1 C1 C2 121.8(3) . . . yes Pd1 C1 C6 120.8(3) . . . yes C2 C1 C6 117.2(3) . . . no C1 C2 C3 120.3(3) . . . no C2 C3 C4 120.1(3) . . . no C3 C4 C5 121.5(3) . . . no C4 C5 C6 116.0(3) . . . no C4 C5 C7 119.3(3) . . . no C6 C5 C7 124.6(3) . . . no O1 C6 C1 117.3(3) . . . yes O1 C6 C5 117.8(3) . . . yes C1 C6 C5 124.9(3) . . . no C5 C7 C12 119.6(3) . . . no C8 C7 C12 117.8(4) . . . no C5 C7 C8 122.5(4) . . . no C7 C8 C9 120.5(5) . . . no C8 C9 C10 120.6(5) . . . no C9 C10 C11 119.7(5) . . . no C10 C11 C12 119.8(4) . . . no C7 C12 C11 121.7(4) . . . no P1 C13 C14 109.7(3) . . . yes P1 C13 C15 110.0(3) . . . yes C14 C13 C15 112.9(4) . . . no P1 C16 C17 114.4(3) . . . yes C17 C16 C18 112.7(3) . . . no P1 C16 C18 110.4(2) . . . yes C20 C19 C24 117.2(3) . . . no Pd2 C19 C24 119.3(3) . . . yes Pd2 C19 C20 123.5(3) . . . yes C19 C20 C21 121.1(4) . . . no C20 C21 C22 120.5(3) . . . no C21 C22 C23 121.0(4) . . . no C24 C23 C25 121.4(3) . . . no C22 C23 C24 116.8(4) . . . no C22 C23 C25 121.8(3) . . . no O2 C24 C19 117.4(3) . . . yes O2 C24 C23 119.2(3) . . . yes C19 C24 C23 123.4(3) . . . no C23 C25 C26 119.9(3) . . . no C26 C25 C30 116.7(3) . . . no C23 C25 C30 123.2(4) . . . no C25 C26 C27 121.2(4) . . . no C26 C27 C28 119.7(5) . . . no C27 C28 C29 120.1(5) . . . no C28 C29 C30 120.4(5) . . . no C25 C30 C29 121.8(4) . . . no C32 C31 C33 111.6(4) . . . no P2 C31 C32 110.7(3) . . . yes P2 C31 C33 110.4(3) . . . yes P2 C34 C35 109.3(3) . . . yes P2 C34 C36 112.2(3) . . . yes C35 C34 C36 111.4(3) . . . no C1 C2 H21 120.00 . . . no C3 C2 H21 120.00 . . . no C4 C3 H31 120.00 . . . no C2 C3 H31 120.00 . . . no C3 C4 H41 119.00 . . . no C5 C4 H41 119.00 . . . no C7 C8 H81 120.00 . . . no C9 C8 H81 120.00 . . . no C10 C9 H91 120.00 . . . no C8 C9 H91 120.00 . . . no C11 C10 H101 120.00 . . . no C9 C10 H101 120.00 . . . no C10 C11 H111 120.00 . . . no C12 C11 H111 120.00 . . . no C7 C12 H121 119.00 . . . no C11 C12 H121 119.00 . . . no C14 C13 H131 108.00 . . . no C15 C13 H131 108.00 . . . no P1 C13 H131 108.00 . . . no C13 C14 H141 109.00 . . . no H142 C14 H143 110.00 . . . no C13 C14 H143 109.00 . . . no H141 C14 H142 109.00 . . . no C13 C14 H142 110.00 . . . no H141 C14 H143 109.00 . . . no C13 C15 H153 109.00 . . . no H151 C15 H152 109.00 . . . no C13 C15 H152 109.00 . . . no C13 C15 H151 110.00 . . . no H151 C15 H153 109.00 . . . no H152 C15 H153 109.00 . . . no C17 C16 H161 106.00 . . . no P1 C16 H161 106.00 . . . no C18 C16 H161 106.00 . . . no C16 C17 H171 109.00 . . . no C16 C17 H172 109.00 . . . no H172 C17 H173 110.00 . . . no C16 C17 H173 110.00 . . . no H171 C17 H172 109.00 . . . no H171 C17 H173 109.00 . . . no C16 C18 H182 110.00 . . . no C16 C18 H183 109.00 . . . no H181 C18 H182 109.00 . . . no C16 C18 H181 110.00 . . . no H181 C18 H183 109.00 . . . no H182 C18 H183 109.00 . . . no C21 C20 H201 119.00 . . . no C19 C20 H201 120.00 . . . no C20 C21 H211 120.00 . . . no C22 C21 H211 120.00 . . . no C21 C22 H221 120.00 . . . no C23 C22 H221 119.00 . . . no C27 C26 H261 119.00 . . . no C25 C26 H261 119.00 . . . no C28 C27 H271 120.00 . . . no C26 C27 H271 120.00 . . . no C29 C28 H281 120.00 . . . no C27 C28 H281 120.00 . . . no C28 C29 H291 120.00 . . . no C30 C29 H291 120.00 . . . no C25 C30 H301 119.00 . . . no C29 C30 H301 119.00 . . . no P2 C31 H311 108.00 . . . no C32 C31 H311 108.00 . . . no C33 C31 H311 108.00 . . . no C31 C32 H322 109.00 . . . no C31 C32 H323 110.00 . . . no C31 C32 H321 109.00 . . . no H321 C32 H322 109.00 . . . no H321 C32 H323 109.00 . . . no H322 C32 H323 110.00 . . . no C31 C33 H332 109.00 . . . no H333 C33 H331 110.00 . . . no H333 C33 H332 110.00 . . . no C31 C33 H333 109.00 . . . no C31 C33 H331 109.00 . . . no H331 C33 H332 109.00 . . . no P2 C34 H341 108.00 . . . no C35 C34 H341 108.00 . . . no C36 C34 H341 108.00 . . . no C34 C35 H352 109.00 . . . no C34 C35 H353 110.00 . . . no C34 C35 H351 109.00 . . . no H351 C35 H352 109.00 . . . no H351 C35 H353 110.00 . . . no H352 C35 H353 110.00 . . . no H363 C36 H361 109.00 . . . no H363 C36 H362 110.00 . . . no H361 C36 H362 110.00 . . . no C34 C36 H363 109.00 . . . no C34 C36 H361 109.00 . . . no C34 C36 H362 109.00 . . . no Pd3 C37 C38 122.9(3) . . . yes Pd3 C37 C42 120.4(3) . . . yes C38 C37 C42 116.7(3) . . . no C37 C38 C39 121.5(4) . . . no C38 C39 C40 120.4(5) . . . no C39 C40 C41 121.0(5) . . . no C40 C41 C42 117.3(4) . . . no C40 C41 C43 120.2(3) . . . no C42 C41 C43 122.5(3) . . . no O3 C42 C37 117.9(3) . . . yes O3 C42 C41 119.1(3) . . . yes C37 C42 C41 123.0(3) . . . no C41 C43 C44 116.6(3) . . . no C41 C43 C48 124.4(4) . . . no C44 C43 C48 118.8(4) . . . no C43 C44 C45 119.7(4) . . . no C44 C45 C46 120.3(5) . . . no C45 C46 C47 119.8(5) . . . no C46 C47 C48 119.9(5) . . . no C43 C48 C47 121.5(4) . . . no P3 C49 C50 112.6(3) . . . yes P3 C49 C51 108.7(3) . . . yes C50 C49 C51 111.7(3) . . . no P3 C52 C53 110.0(3) . . . yes P3 C52 C54 110.5(3) . . . yes C53 C52 C54 111.4(4) . . . no Pd4 C55 C56 122.8(3) . . . yes Pd4 C55 C60 119.6(3) . . . yes C56 C55 C60 117.6(3) . . . no C55 C56 C57 120.3(3) . . . no C56 C57 C58 120.7(3) . . . no C57 C58 C59 121.1(3) . . . no C58 C59 C60 116.6(3) . . . no C58 C59 C61 119.7(3) . . . no C60 C59 C61 123.6(3) . . . no O4 C60 C55 118.3(3) . . . yes O4 C60 C59 118.1(3) . . . yes C55 C60 C59 123.7(3) . . . no C59 C61 C62 120.2(4) . . . no C59 C61 C66 121.8(3) . . . no C62 C61 C66 118.1(4) . . . no C61 C62 C63 121.9(5) . . . no C62 C63 C64 118.9(5) . . . no C63 C64 C65 120.8(4) . . . no C64 C65 C66 120.1(4) . . . no C61 C66 C65 120.0(4) . . . no P4 C67 C68 110.4(3) . . . yes P4 C67 C69 109.3(3) . . . yes C68 C67 C69 112.3(3) . . . no P4 C70 C71 113.7(3) . . . yes P4 C70 C72 109.3(3) . . . yes C71 C70 C72 110.8(3) . . . no C37 C38 H381 119.00 . . . no C39 C38 H381 119.00 . . . no C38 C39 H391 120.00 . . . no C40 C39 H391 120.00 . . . no C39 C40 H401 120.00 . . . no C41 C40 H401 119.00 . . . no C43 C44 H441 120.00 . . . no C45 C44 H441 120.00 . . . no C44 C45 H451 120.00 . . . no C46 C45 H451 120.00 . . . no C45 C46 H461 120.00 . . . no C47 C46 H461 120.00 . . . no C46 C47 H471 120.00 . . . no C48 C47 H471 120.00 . . . no C43 C48 H481 119.00 . . . no C47 C48 H481 119.00 . . . no P3 C49 H491 108.00 . . . no C50 C49 H491 108.00 . . . no C51 C49 H491 108.00 . . . no C49 C50 H501 109.00 . . . no C49 C50 H502 110.00 . . . no C49 C50 H503 109.00 . . . no H501 C50 H502 109.00 . . . no H501 C50 H503 109.00 . . . no H502 C50 H503 109.00 . . . no C49 C51 H511 110.00 . . . no C49 C51 H512 109.00 . . . no C49 C51 H513 110.00 . . . no H511 C51 H512 109.00 . . . no H511 C51 H513 109.00 . . . no H512 C51 H513 109.00 . . . no P3 C52 H521 108.00 . . . no C53 C52 H521 108.00 . . . no C54 C52 H521 108.00 . . . no C52 C53 H531 109.00 . . . no C52 C53 H532 109.00 . . . no C52 C53 H533 110.00 . . . no H531 C53 H532 110.00 . . . no H531 C53 H533 109.00 . . . no H532 C53 H533 109.00 . . . no C52 C54 H541 109.00 . . . no C52 C54 H542 109.00 . . . no C52 C54 H543 109.00 . . . no H541 C54 H542 109.00 . . . no H541 C54 H543 110.00 . . . no H542 C54 H543 110.00 . . . no C55 C56 H561 120.00 . . . no C57 C56 H561 120.00 . . . no C56 C57 H571 120.00 . . . no C58 C57 H571 120.00 . . . no C57 C58 H58 119.00 . . . no C59 C58 H58 119.00 . . . no C61 C62 H621 119.00 . . . no C63 C62 H621 119.00 . . . no C62 C63 H631 120.00 . . . no C64 C63 H631 121.00 . . . no C63 C64 H641 120.00 . . . no C65 C64 H641 120.00 . . . no C64 C65 H651 120.00 . . . no C66 C65 H651 120.00 . . . no C61 C66 H661 120.00 . . . no C65 C66 H661 120.00 . . . no P4 C67 H671 108.00 . . . no C68 C67 H671 108.00 . . . no C69 C67 H671 108.00 . . . no C67 C68 H681 110.00 . . . no C67 C68 H682 109.00 . . . no C67 C68 H683 109.00 . . . no H681 C68 H682 110.00 . . . no H681 C68 H683 110.00 . . . no H682 C68 H683 109.00 . . . no C67 C69 H691 110.00 . . . no C67 C69 H692 110.00 . . . no C67 C69 H693 109.00 . . . no H691 C69 H692 109.00 . . . no H691 C69 H693 109.00 . . . no H692 C69 H693 109.00 . . . no P4 C70 H701 108.00 . . . no C71 C70 H701 107.00 . . . no C72 C70 H701 108.00 . . . no C70 C71 H711 109.00 . . . no C70 C71 H712 110.00 . . . no C70 C71 H713 109.00 . . . no H711 C71 H712 110.00 . . . no H711 C71 H713 110.00 . . . no H712 C71 H713 109.00 . . . no C70 C72 H721 109.00 . . . no C70 C72 H722 109.00 . . . no C70 C72 H723 109.00 . . . no H721 C72 H722 110.00 . . . no H721 C72 H723 109.00 . . . no H722 C72 H723 109.00 . . . no # End of Crystallographic Information File