# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Duncan Wass' _publ_contact_author_email duncan.wass@bristol.ac.uk _publ_author_name D.Wass data_1 _database_code_depnum_ccdc_archive 'CCDC 809246' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H10 Cl2' _chemical_formula_sum 'C15 H10 Cl2' _chemical_formula_weight 261.13 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 14.3776(13) _cell_length_b 7.8923(7) _cell_length_c 11.2349(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.465(2) _cell_angle_gamma 90.00 _cell_volume 1228.69(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4952 _cell_measurement_theta_min 2.94 _cell_measurement_theta_max 27.6 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.500 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.77 _exptl_absorpt_correction_T_max 0.95 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.192 _diffrn_detector_type 'Bruker-AXS SMART 1k' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Platform' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'glass fibre' _diffrn_radiation_collimation '0.5 mm double pin hole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_target Mo _diffrn_source_voltage 50 _diffrn_reflns_number 12378 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.81 _reflns_number_total 2803 _reflns_number_gt 2147 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART v5.054 (Bruker-AXS, 1997-1998)' _computing_cell_refinement 'SMART v5.054 (Bruker-AXS, 1997-1998)' _computing_data_reduction ; SAINT v7.06A (Bruker-AXS, 1997-2003) & SHELXTL v6.14 (Bruker-AXS, 2003) ; _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^)+(0.0430P)^2^+0.2625P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2803 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0855 _refine_ls_wR_factor_gt 0.0768 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.29934(3) 0.06162(5) 0.60033(4) 0.03571(13) Uani 1 1 d . . . Cl2 Cl 0.25031(3) 0.28217(6) 0.77917(3) 0.03655(13) Uani 1 1 d . . . C1 C 0.24996(10) 0.2637(2) 0.62137(14) 0.0258(3) Uani 1 1 d . . . C2 C 0.26430(10) 0.4080(2) 0.55153(13) 0.0240(3) Uani 1 1 d . . . C3 C 0.17803(10) 0.3416(2) 0.52349(13) 0.0245(3) Uani 1 1 d . . . C4 C 0.33443(10) 0.53060(19) 0.53937(14) 0.0247(3) Uani 1 1 d . . . C5 C 0.42336(12) 0.5347(2) 0.62556(15) 0.0323(4) Uani 1 1 d . . . H5 H 0.4373 0.4571 0.6927 0.039 Uiso 1 1 calc R . . C6 C 0.49136(12) 0.6505(3) 0.61418(18) 0.0412(5) Uani 1 1 d . . . H6 H 0.5523 0.6533 0.6736 0.049 Uiso 1 1 calc R . . C7 C 0.47203(14) 0.7617(2) 0.5182(2) 0.0452(5) Uani 1 1 d . . . H7 H 0.5196 0.8415 0.5106 0.054 Uiso 1 1 calc R . . C8 C 0.38386(14) 0.7591(2) 0.4321(2) 0.0462(5) Uani 1 1 d . . . H8 H 0.3705 0.8369 0.3652 0.055 Uiso 1 1 calc R . . C9 C 0.31540(12) 0.6443(2) 0.44292(16) 0.0365(4) Uani 1 1 d . . . H9 H 0.2544 0.6429 0.3836 0.044 Uiso 1 1 calc R . . C10 C 0.07862(10) 0.3327(2) 0.45419(14) 0.0255(3) Uani 1 1 d . . . C11 C 0.04437(12) 0.4303(2) 0.34992(15) 0.0335(4) Uani 1 1 d . . . H11 H 0.0870 0.5022 0.3217 0.040 Uiso 1 1 calc R . . C12 C -0.05176(13) 0.4232(3) 0.28686(16) 0.0437(5) Uani 1 1 d . . . H12 H -0.0755 0.4900 0.2148 0.052 Uiso 1 1 calc R . . C13 C -0.11294(13) 0.3203(3) 0.32785(19) 0.0466(5) Uani 1 1 d . . . H13 H -0.1794 0.3169 0.2845 0.056 Uiso 1 1 calc R . . C14 C -0.07953(13) 0.2218(3) 0.4310(2) 0.0462(5) Uani 1 1 d . . . H14 H -0.1225 0.1498 0.4585 0.055 Uiso 1 1 calc R . . C15 C 0.01668(12) 0.2278(2) 0.49456(17) 0.0343(4) Uani 1 1 d . . . H15 H 0.0403 0.1598 0.5660 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0326(2) 0.0296(2) 0.0454(2) 0.00260(18) 0.01125(18) 0.00398(17) Cl2 0.0320(2) 0.0562(3) 0.02286(19) 0.00931(18) 0.00978(16) 0.00930(19) C1 0.0227(7) 0.0320(8) 0.0235(7) 0.0021(6) 0.0073(6) 0.0022(6) C2 0.0243(7) 0.0288(8) 0.0196(7) -0.0007(6) 0.0068(6) 0.0029(6) C3 0.0254(7) 0.0281(8) 0.0209(7) 0.0012(6) 0.0076(6) 0.0019(6) C4 0.0236(7) 0.0261(8) 0.0259(7) -0.0034(6) 0.0092(6) -0.0001(6) C5 0.0297(8) 0.0359(10) 0.0309(8) -0.0038(7) 0.0076(7) -0.0009(7) C6 0.0287(9) 0.0432(11) 0.0507(11) -0.0153(9) 0.0090(8) -0.0070(8) C7 0.0384(10) 0.0321(10) 0.0727(14) -0.0093(10) 0.0277(10) -0.0097(8) C8 0.0486(11) 0.0344(10) 0.0608(12) 0.0142(9) 0.0237(10) -0.0004(9) C9 0.0320(9) 0.0372(10) 0.0396(9) 0.0086(8) 0.0084(7) 0.0008(7) C10 0.0223(7) 0.0281(8) 0.0259(7) -0.0064(6) 0.0062(6) 0.0012(6) C11 0.0322(8) 0.0402(10) 0.0274(8) -0.0012(7) 0.0064(7) 0.0076(7) C12 0.0369(10) 0.0553(12) 0.0319(9) -0.0090(8) -0.0031(8) 0.0161(9) C13 0.0258(8) 0.0526(12) 0.0527(11) -0.0287(10) -0.0049(8) 0.0059(8) C14 0.0274(9) 0.0422(11) 0.0683(13) -0.0186(10) 0.0114(9) -0.0090(8) C15 0.0287(8) 0.0314(9) 0.0420(9) -0.0040(8) 0.0083(7) -0.0023(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 C1 1.7869(16) . ? Cl2 C1 1.7775(16) . ? C1 C2 1.429(2) . ? C1 C3 1.432(2) . ? C2 C3 1.305(2) . ? C2 C4 1.430(2) . ? C3 C10 1.435(2) . ? C4 C9 1.377(2) . ? C4 C5 1.383(2) . ? C5 C6 1.369(3) . ? C5 H5 0.9500 . ? C6 C7 1.361(3) . ? C6 H6 0.9500 . ? C7 C8 1.375(3) . ? C7 H7 0.9500 . ? C8 C9 1.367(3) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C15 1.378(2) . ? C10 C11 1.379(2) . ? C11 C12 1.376(2) . ? C11 H11 0.9500 . ? C12 C13 1.364(3) . ? C12 H12 0.9500 . ? C13 C14 1.371(3) . ? C13 H13 0.9500 . ? C14 C15 1.378(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C3 54.29(10) . . ? C2 C1 Cl2 121.32(12) . . ? C3 C1 Cl2 122.69(11) . . ? C2 C1 Cl1 121.21(11) . . ? C3 C1 Cl1 120.85(11) . . ? Cl2 C1 Cl1 108.04(8) . . ? C3 C2 C1 62.98(11) . . ? C3 C2 C4 153.82(15) . . ? C1 C2 C4 143.16(14) . . ? C2 C3 C1 62.74(11) . . ? C2 C3 C10 153.54(16) . . ? C1 C3 C10 143.72(15) . . ? C9 C4 C5 119.23(15) . . ? C9 C4 C2 121.25(14) . . ? C5 C4 C2 119.52(14) . . ? C6 C5 C4 120.00(17) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.32(17) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 120.19(18) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C9 C8 C7 119.91(18) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C4 120.34(16) . . ? C8 C9 H9 119.8 . . ? C4 C9 H9 119.8 . . ? C15 C10 C11 119.97(15) . . ? C15 C10 C3 119.23(15) . . ? C11 C10 C3 120.79(15) . . ? C12 C11 C10 119.80(18) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C13 C12 C11 120.00(18) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.70(16) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C15 119.72(19) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C10 119.82(18) . . ? C14 C15 H15 120.1 . . ? C10 C15 H15 120.1 . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.81 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.230 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.046 data_6 _database_code_depnum_ccdc_archive 'CCDC 809247' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C39 H37 Cl2 P Pd, 3.25(C H Cl3) ; _chemical_formula_sum 'C42.25 H40.25 Cl11.75 P Pd' _chemical_formula_weight 1101.90 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' 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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4288(6) _cell_length_b 13.7141(8) _cell_length_c 17.3825(10) _cell_angle_alpha 94.734(4) _cell_angle_beta 106.928(3) _cell_angle_gamma 108.301(3) _cell_volume 2428.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 57141 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.21 _exptl_crystal_description 'cut block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.145 _exptl_crystal_size_mid 0.108 _exptl_crystal_size_min 0.064 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1109 _exptl_absorpt_coefficient_mu 1.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.828 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_measurement_specimen_support ; glass fibre ; _diffrn_radiation_collimation '0.5 mm double pinhole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_size '0.4 x 8 mm fine focus' _diffrn_source_target Mo _diffrn_source_type 'Bruker-AXS KFF Mo 2K 90\% Ceramic' _diffrn_source_voltage 50 _diffrn_reflns_number 57119 _diffrn_reflns_av_R_equivalents 0.0827 _diffrn_reflns_av_sigmaI/netI 0.0699 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 28.21 _reflns_number_total 11894 _reflns_number_gt 8558 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; SADI command was used on the 50% present CHCl3 solvent molecule to make all the C43-Cl bond distance the same. EADP was also used on C43 so its thermal parameters mimicked C42, and Cl14 so it mimicked Cl4. The 25% disorder of the fourth CHCl3 solvent molecule is the best model we can find, however there are residual electron density peaks in the difference map around this molecule's position in the unit cell. Four low angle disagreeable reflections were omitted: 0 1 0, -1 1 0, -1 0 1 and 0 -1 1. 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^)+(0.0823P)^2^+4.7439P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11894 _refine_ls_number_parameters 526 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_gt 0.0533 _refine_ls_wR_factor_ref 0.1641 _refine_ls_wR_factor_gt 0.1416 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.015 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.61036(3) 0.63189(2) 0.718254(18) 0.01435(10) Uani 1 1 d . . . Cl1 Cl 0.81845(10) 0.61928(8) 0.77699(6) 0.0185(2) Uani 1 1 d . . . Cl2 Cl 0.50449(11) 0.45193(8) 0.70696(6) 0.0207(2) Uani 1 1 d . . . P1 P 0.41641(11) 0.65349(8) 0.66867(6) 0.0150(2) Uani 1 1 d . . . C1 C 0.7145(4) 0.7764(3) 0.7244(2) 0.0176(8) Uani 1 1 d . . . C2 C 0.8039(4) 0.8430(3) 0.6959(3) 0.0172(8) Uani 1 1 d . . . C3 C 0.7891(4) 0.8779(3) 0.7676(3) 0.0168(8) Uani 1 1 d . . . C4 C 0.8738(4) 0.8571(3) 0.6377(3) 0.0186(9) Uani 1 1 d . . . C5 C 1.0121(5) 0.8980(3) 0.6671(3) 0.0199(9) Uani 1 1 d . . . C6 C 1.0765(5) 0.9065(3) 0.6099(3) 0.0221(9) Uani 1 1 d . . . H6 H 1.1694 0.9321 0.6288 0.027 Uiso 1 1 calc R . . C7 C 1.0091(5) 0.8788(3) 0.5260(3) 0.0212(9) Uani 1 1 d . . . C8 C 0.8731(5) 0.8393(3) 0.4988(3) 0.0217(9) Uani 1 1 d . . . H8 H 0.8264 0.8209 0.4416 0.026 Uiso 1 1 calc R . . C9 C 0.8037(4) 0.8262(3) 0.5534(3) 0.0189(9) Uani 1 1 d . . . C10 C 1.0884(5) 0.9253(4) 0.7574(3) 0.0267(10) Uani 1 1 d . . . H10A H 1.1796 0.9328 0.7658 0.040 Uiso 1 1 calc R . . H10B H 1.0501 0.8696 0.7843 0.040 Uiso 1 1 calc R . . H10C H 1.0851 0.9914 0.7811 0.040 Uiso 1 1 calc R . . C11 C 1.0802(5) 0.8908(4) 0.4640(3) 0.0269(10) Uani 1 1 d . . . H11A H 1.1631 0.9502 0.4866 0.040 Uiso 1 1 calc R . . H11B H 1.0257 0.9032 0.4135 0.040 Uiso 1 1 calc R . . H11C H 1.0978 0.8268 0.4519 0.040 Uiso 1 1 calc R . . C12 C 0.6562(5) 0.7823(4) 0.5205(3) 0.0291(11) Uani 1 1 d . . . H12A H 0.6237 0.7336 0.5541 0.044 Uiso 1 1 calc R . . H12B H 0.6268 0.7451 0.4638 0.044 Uiso 1 1 calc R . . H12C H 0.6224 0.8395 0.5221 0.044 Uiso 1 1 calc R . . C13 C 0.8228(4) 0.9589(3) 0.8370(3) 0.0186(9) Uani 1 1 d . . . C14 C 0.8024(5) 0.9304(4) 0.9097(3) 0.0219(9) Uani 1 1 d . . . C15 C 0.8356(5) 1.0112(4) 0.9754(3) 0.0285(11) Uani 1 1 d . . . H15 H 0.8262 0.9939 1.0256 0.034 Uiso 1 1 calc R . . C16 C 0.8819(5) 1.1155(4) 0.9698(3) 0.0280(11) Uani 1 1 d . . . C17 C 0.9009(5) 1.1406(4) 0.8972(3) 0.0263(10) Uani 1 1 d . . . H17 H 0.9350 1.2121 0.8936 0.032 Uiso 1 1 calc R . . C18 C 0.8714(5) 1.0640(3) 0.8299(3) 0.0215(9) Uani 1 1 d . . . C19 C 0.7475(6) 0.8176(4) 0.9181(3) 0.0331(12) Uani 1 1 d . . . H19A H 0.7587 0.8144 0.9758 0.050 Uiso 1 1 calc R . . H19B H 0.7941 0.7776 0.8983 0.050 Uiso 1 1 calc R . . H19C H 0.6543 0.7878 0.8855 0.050 Uiso 1 1 calc R . . C20 C 0.9086(6) 1.2005(4) 1.0407(3) 0.0428(14) Uani 1 1 d . . . H20A H 0.8309 1.1868 1.0574 0.064 Uiso 1 1 calc R . . H20B H 0.9293 1.2685 1.0238 0.064 Uiso 1 1 calc R . . H20C H 0.9827 1.2011 1.0869 0.064 Uiso 1 1 calc R . . C21 C 0.8854(5) 1.0951(4) 0.7510(3) 0.0282(11) Uani 1 1 d . . . H21A H 0.9199 1.1716 0.7584 0.042 Uiso 1 1 calc R . . H21B H 0.7997 1.0675 0.7076 0.042 Uiso 1 1 calc R . . H21C H 0.9456 1.0666 0.7354 0.042 Uiso 1 1 calc R . . C22 C 0.4253(4) 0.7813(3) 0.6430(3) 0.0179(8) Uani 1 1 d . . . C23 C 0.4814(5) 0.8685(4) 0.7079(3) 0.0259(10) Uani 1 1 d . . . H23 H 0.5096 0.8590 0.7629 0.031 Uiso 1 1 calc R . . C24 C 0.4953(5) 0.9680(4) 0.6917(3) 0.0307(11) Uani 1 1 d . . . H24 H 0.5334 1.0268 0.7354 0.037 Uiso 1 1 calc R . . C25 C 0.4534(5) 0.9813(4) 0.6111(3) 0.0306(11) Uani 1 1 d . . . H25 H 0.4623 1.0495 0.6000 0.037 Uiso 1 1 calc R . . C26 C 0.3990(5) 0.8968(4) 0.5473(3) 0.0275(10) Uani 1 1 d . . . H26 H 0.3714 0.9071 0.4925 0.033 Uiso 1 1 calc R . . C27 C 0.3841(4) 0.7962(4) 0.5627(3) 0.0216(9) Uani 1 1 d . . . H27 H 0.3460 0.7381 0.5184 0.026 Uiso 1 1 calc R . . C28 C 0.3087(4) 0.5565(3) 0.5769(3) 0.0177(8) Uani 1 1 d . . . C29 C 0.3599(5) 0.5381(4) 0.5153(3) 0.0223(9) Uani 1 1 d . . . H29 H 0.4485 0.5764 0.5220 0.027 Uiso 1 1 calc R . . C30 C 0.2814(5) 0.4640(4) 0.4446(3) 0.0247(10) Uani 1 1 d . . . H30 H 0.3160 0.4532 0.4024 0.030 Uiso 1 1 calc R . . C31 C 0.1548(5) 0.4064(4) 0.4351(3) 0.0262(10) Uani 1 1 d . . . H31 H 0.1018 0.3553 0.3868 0.031 Uiso 1 1 calc R . . C32 C 0.1040(5) 0.4231(4) 0.4967(3) 0.0248(10) Uani 1 1 d . . . H32 H 0.0162 0.3828 0.4905 0.030 Uiso 1 1 calc R . . C33 C 0.1811(4) 0.4984(3) 0.5674(3) 0.0212(9) Uani 1 1 d . . . H33 H 0.1456 0.5096 0.6090 0.025 Uiso 1 1 calc R . . C34 C 0.3266(4) 0.6429(3) 0.7398(3) 0.0182(8) Uani 1 1 d . . . C35 C 0.2234(5) 0.6809(4) 0.7268(3) 0.0228(9) Uani 1 1 d . . . H35 H 0.2046 0.7170 0.6831 0.027 Uiso 1 1 calc R . . C36 C 0.1486(5) 0.6653(4) 0.7783(3) 0.0265(10) Uani 1 1 d . . . H36 H 0.0777 0.6900 0.7688 0.032 Uiso 1 1 calc R . . C37 C 0.1759(5) 0.6144(4) 0.8430(3) 0.0305(11) Uani 1 1 d . . . H37 H 0.1243 0.6040 0.8778 0.037 Uiso 1 1 calc R . . C38 C 0.2800(6) 0.5788(4) 0.8565(3) 0.0364(13) Uani 1 1 d . . . H38 H 0.3005 0.5450 0.9014 0.044 Uiso 1 1 calc R . . C39 C 0.3548(5) 0.5920(4) 0.8048(3) 0.0269(10) Uani 1 1 d . . . H39 H 0.4248 0.5663 0.8141 0.032 Uiso 1 1 calc R . . C40 C 0.1986(5) 0.6299(4) 0.2975(3) 0.0293(11) Uani 1 1 d . . . H40 H 0.2281 0.5685 0.3015 0.035 Uiso 1 1 calc R . . Cl3 Cl 0.33743(15) 0.74487(12) 0.32868(11) 0.0482(4) Uani 1 1 d . . . Cl4 Cl 0.10147(15) 0.61765(11) 0.19603(8) 0.0404(3) Uani 1 1 d . . . Cl5 Cl 0.10650(15) 0.62969(11) 0.36353(8) 0.0396(3) Uani 1 1 d . . . C41 C 0.3037(6) 0.2778(4) 0.7830(3) 0.0395(14) Uani 1 1 d . . . H41 H 0.3855 0.3403 0.7963 0.047 Uiso 1 1 calc R . . Cl6 Cl 0.17195(15) 0.30693(13) 0.72090(10) 0.0488(4) Uani 1 1 d . . . Cl7 Cl 0.32325(18) 0.17058(12) 0.73101(9) 0.0516(4) Uani 1 1 d . . . Cl8 Cl 0.2782(2) 0.24976(18) 0.87523(10) 0.0758(7) Uani 1 1 d . . . C42 C 0.7054(5) 0.4714(4) 0.9131(3) 0.0310(11) Uani 1 1 d . . . H42 H 0.7057 0.4850 0.8575 0.037 Uiso 1 1 calc R . . Cl9 Cl 0.64598(17) 0.33539(12) 0.90832(10) 0.0504(4) Uani 1 1 d . . . Cl10 Cl 0.60356(17) 0.52783(15) 0.94266(9) 0.0498(4) Uani 1 1 d . . . Cl11 Cl 0.86582(14) 0.52623(14) 0.98215(8) 0.0464(4) Uani 1 1 d . . . C43 C 0.5277(19) 1.0032(10) 0.9809(7) 0.0310(11) Uani 0.25 1 d PD A 1 H43 H 0.6154 1.0202 0.9740 0.037 Uiso 0.25 1 calc PR A 1 Cl13 Cl 0.4488(6) 1.0718(5) 0.9216(4) 0.0503(16) Uani 0.25 1 d PD . 1 Cl15 Cl 0.4436(6) 0.8729(4) 0.9402(4) 0.0495(16) Uani 0.25 1 d PD . 1 Cl14 Cl 0.5555(6) 1.0380(4) 1.0837(3) 0.0404(3) Uani 0.25 1 d PD . 1 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 0.01475(18) 0.01435(16) 0.01476(16) 0.00234(11) 0.00690(12) 0.00453(12) Cl1 0.0153(5) 0.0205(5) 0.0198(5) 0.0021(4) 0.0061(4) 0.0066(4) Cl2 0.0207(6) 0.0154(5) 0.0250(5) 0.0040(4) 0.0092(4) 0.0037(4) P1 0.0146(6) 0.0160(5) 0.0149(5) 0.0022(4) 0.0064(4) 0.0049(4) C1 0.017(2) 0.023(2) 0.0147(19) 0.0042(16) 0.0054(16) 0.0084(18) C2 0.018(2) 0.016(2) 0.018(2) 0.0054(16) 0.0052(17) 0.0073(17) C3 0.013(2) 0.018(2) 0.018(2) 0.0058(16) 0.0064(16) 0.0021(17) C4 0.023(2) 0.017(2) 0.021(2) 0.0063(16) 0.0129(18) 0.0081(18) C5 0.024(2) 0.016(2) 0.018(2) 0.0014(16) 0.0079(18) 0.0054(18) C6 0.018(2) 0.021(2) 0.028(2) 0.0037(18) 0.0103(19) 0.0049(19) C7 0.026(3) 0.020(2) 0.023(2) 0.0056(17) 0.0142(19) 0.0098(19) C8 0.026(3) 0.023(2) 0.019(2) 0.0042(17) 0.0104(18) 0.0089(19) C9 0.021(2) 0.017(2) 0.021(2) 0.0047(16) 0.0089(18) 0.0079(18) C10 0.023(3) 0.030(3) 0.024(2) 0.0040(19) 0.0072(19) 0.005(2) C11 0.026(3) 0.032(3) 0.029(2) 0.006(2) 0.016(2) 0.012(2) C12 0.023(3) 0.038(3) 0.025(2) 0.005(2) 0.010(2) 0.009(2) C13 0.020(2) 0.018(2) 0.017(2) 0.0003(16) 0.0065(17) 0.0053(18) C14 0.027(3) 0.020(2) 0.019(2) 0.0035(17) 0.0091(18) 0.0072(19) C15 0.036(3) 0.028(3) 0.018(2) 0.0005(18) 0.013(2) 0.005(2) C16 0.033(3) 0.024(2) 0.021(2) -0.0037(18) 0.008(2) 0.006(2) C17 0.031(3) 0.018(2) 0.025(2) -0.0011(18) 0.011(2) 0.003(2) C18 0.024(2) 0.019(2) 0.023(2) 0.0041(17) 0.0096(19) 0.0071(19) C19 0.055(4) 0.022(2) 0.024(2) 0.0072(19) 0.022(2) 0.007(2) C20 0.056(4) 0.032(3) 0.031(3) -0.007(2) 0.016(3) 0.005(3) C21 0.042(3) 0.017(2) 0.031(3) 0.0082(19) 0.020(2) 0.009(2) C22 0.014(2) 0.018(2) 0.023(2) 0.0034(16) 0.0058(17) 0.0076(17) C23 0.022(3) 0.028(2) 0.027(2) 0.0042(19) 0.006(2) 0.011(2) C24 0.028(3) 0.020(2) 0.043(3) 0.003(2) 0.011(2) 0.010(2) C25 0.028(3) 0.021(2) 0.048(3) 0.014(2) 0.016(2) 0.010(2) C26 0.028(3) 0.027(2) 0.037(3) 0.020(2) 0.016(2) 0.014(2) C27 0.019(2) 0.023(2) 0.024(2) 0.0043(18) 0.0088(18) 0.0080(19) C28 0.018(2) 0.018(2) 0.019(2) 0.0034(16) 0.0077(17) 0.0065(17) C29 0.020(2) 0.027(2) 0.021(2) 0.0016(18) 0.0067(18) 0.010(2) C30 0.030(3) 0.029(2) 0.018(2) -0.0016(18) 0.0078(19) 0.015(2) C31 0.029(3) 0.022(2) 0.023(2) -0.0027(18) 0.002(2) 0.010(2) C32 0.019(2) 0.021(2) 0.030(2) -0.0005(18) 0.0068(19) 0.0035(19) C33 0.022(2) 0.021(2) 0.020(2) 0.0019(17) 0.0085(18) 0.0045(19) C34 0.016(2) 0.016(2) 0.020(2) 0.0003(16) 0.0075(17) 0.0022(17) C35 0.019(2) 0.029(2) 0.021(2) 0.0032(18) 0.0076(18) 0.009(2) C36 0.024(3) 0.027(2) 0.032(3) 0.000(2) 0.015(2) 0.009(2) C37 0.036(3) 0.028(3) 0.035(3) 0.002(2) 0.025(2) 0.011(2) C38 0.052(4) 0.045(3) 0.031(3) 0.019(2) 0.029(3) 0.025(3) C39 0.036(3) 0.033(3) 0.025(2) 0.011(2) 0.020(2) 0.020(2) C40 0.034(3) 0.024(2) 0.029(2) -0.0011(19) 0.007(2) 0.012(2) Cl3 0.0340(8) 0.0356(7) 0.0653(10) -0.0020(7) 0.0142(7) 0.0048(6) Cl4 0.0554(9) 0.0380(7) 0.0274(6) 0.0049(5) 0.0078(6) 0.0222(7) Cl5 0.0480(9) 0.0419(8) 0.0367(7) 0.0098(6) 0.0210(6) 0.0195(7) C41 0.045(4) 0.033(3) 0.027(3) 0.001(2) 0.015(2) -0.005(3) Cl6 0.0356(8) 0.0481(9) 0.0539(9) 0.0040(7) 0.0167(7) 0.0032(7) Cl7 0.0690(11) 0.0368(8) 0.0392(8) 0.0061(6) 0.0103(7) 0.0133(8) Cl8 0.0766(14) 0.0939(15) 0.0328(8) 0.0116(9) 0.0276(9) -0.0099(11) C42 0.030(3) 0.042(3) 0.026(2) 0.013(2) 0.012(2) 0.016(2) Cl9 0.0572(10) 0.0414(8) 0.0487(9) 0.0163(7) 0.0175(8) 0.0107(7) Cl10 0.0572(10) 0.0823(12) 0.0360(7) 0.0226(7) 0.0240(7) 0.0487(9) Cl11 0.0261(7) 0.0738(11) 0.0290(7) 0.0135(7) 0.0064(5) 0.0055(7) C43 0.030(3) 0.042(3) 0.026(2) 0.013(2) 0.012(2) 0.016(2) Cl13 0.024(3) 0.055(4) 0.067(4) 0.037(3) 0.012(3) 0.005(3) Cl15 0.028(3) 0.032(3) 0.079(4) -0.013(3) 0.032(3) -0.009(2) Cl14 0.0554(9) 0.0380(7) 0.0274(6) 0.0049(5) 0.0078(6) 0.0222(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.941(4) . ? Pd1 P1 2.2552(11) . ? Pd1 Cl2 2.3451(11) . ? Pd1 Cl1 2.3668(11) . ? P1 C34 1.811(4) . ? P1 C28 1.818(4) . ? P1 C22 1.823(4) . ? C1 C2 1.380(6) . ? C1 C3 1.392(6) . ? C2 C3 1.372(6) . ? C2 C4 1.452(6) . ? C3 C13 1.442(6) . ? C4 C9 1.402(6) . ? C4 C5 1.414(6) . ? C5 C6 1.390(6) . ? C5 C10 1.506(6) . ? C6 C7 1.392(6) . ? C6 H6 0.9500 . ? C7 C8 1.390(7) . ? C7 C11 1.518(6) . ? C8 C9 1.393(6) . ? C8 H8 0.9500 . ? C9 C12 1.508(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C18 1.403(6) . ? C13 C14 1.414(6) . ? C14 C15 1.396(6) . ? C14 C19 1.512(6) . ? C15 C16 1.384(7) . ? C15 H15 0.9500 . ? C16 C17 1.393(7) . ? C16 C20 1.514(7) . ? C17 C18 1.390(6) . ? C17 H17 0.9500 . ? C18 C21 1.508(6) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.393(6) . ? C22 C23 1.410(6) . ? C23 C24 1.387(7) . ? C23 H23 0.9500 . ? C24 C25 1.389(7) . ? C24 H24 0.9500 . ? C25 C26 1.376(7) . ? C25 H25 0.9500 . ? C26 C27 1.393(6) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.378(6) . ? C28 C29 1.402(6) . ? C29 C30 1.389(6) . ? C29 H29 0.9500 . ? C30 C31 1.366(7) . ? C30 H30 0.9500 . ? C31 C32 1.394(7) . ? C31 H31 0.9500 . ? C32 C33 1.393(6) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C39 1.387(6) . ? C34 C35 1.400(6) . ? C35 C36 1.393(6) . ? C35 H35 0.9500 . ? C36 C37 1.382(7) . ? C36 H36 0.9500 . ? C37 C38 1.389(8) . ? C37 H37 0.9500 . ? C38 C39 1.396(6) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 Cl4 1.752(5) . ? C40 Cl3 1.757(5) . ? C40 Cl5 1.768(5) . ? C40 H40 1.0000 . ? C41 Cl6 1.759(7) . ? C41 Cl8 1.762(5) . ? C41 Cl7 1.770(6) . ? C41 H41 1.0000 . ? C42 Cl10 1.750(5) . ? C42 Cl11 1.753(5) . ? C42 Cl9 1.759(6) . ? C42 H42 1.0000 . ? C43 Cl13 1.707(12) . ? C43 Cl15 1.713(13) . ? C43 Cl14 1.719(12) . ? C43 H43 1.0000 . ? Cl13 Cl14 1.485(9) 2_677 ? Cl13 C43 2.049(14) 2_677 ? Cl13 Cl15 2.292(10) 2_677 ? Cl15 Cl14 1.321(9) 2_677 ? Cl15 C43 1.971(14) 2_677 ? Cl15 Cl13 2.292(10) 2_677 ? Cl14 C43 1.191(15) 2_677 ? Cl14 Cl15 1.321(9) 2_677 ? Cl14 Cl13 1.485(9) 2_677 ? 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 Pd1 P1 94.83(13) . . ? C1 Pd1 Cl2 173.06(13) . . ? P1 Pd1 Cl2 90.93(4) . . ? C1 Pd1 Cl1 82.65(13) . . ? P1 Pd1 Cl1 176.20(4) . . ? Cl2 Pd1 Cl1 91.79(4) . . ? C34 P1 C28 106.2(2) . . ? C34 P1 C22 102.14(19) . . ? C28 P1 C22 106.8(2) . . ? C34 P1 Pd1 114.00(15) . . ? C28 P1 Pd1 111.52(14) . . ? C22 P1 Pd1 115.36(14) . . ? C2 C1 C3 59.3(3) . . ? C2 C1 Pd1 145.5(3) . . ? C3 C1 Pd1 151.8(3) . . ? C3 C2 C1 60.8(3) . . ? C3 C2 C4 150.4(4) . . ? C1 C2 C4 148.2(4) . . ? C2 C3 C1 59.9(3) . . ? C2 C3 C13 151.0(4) . . ? C1 C3 C13 149.2(4) . . ? C9 C4 C5 121.0(4) . . ? C9 C4 C2 119.7(4) . . ? C5 C4 C2 119.3(4) . . ? C6 C5 C4 118.0(4) . . ? C6 C5 C10 120.5(4) . . ? C4 C5 C10 121.4(4) . . ? C5 C6 C7 122.0(4) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C8 C7 C6 118.8(4) . . ? C8 C7 C11 119.6(4) . . ? C6 C7 C11 121.7(4) . . ? C7 C8 C9 121.6(4) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C8 C9 C4 118.6(4) . . ? C8 C9 C12 119.3(4) . . ? C4 C9 C12 122.1(4) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 121.7(4) . . ? C18 C13 C3 119.1(4) . . ? C14 C13 C3 119.2(4) . . ? C15 C14 C13 117.4(4) . . ? C15 C14 C19 120.1(4) . . ? C13 C14 C19 122.5(4) . . ? C16 C15 C14 122.2(4) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C17 118.8(4) . . ? C15 C16 C20 120.4(4) . . ? C17 C16 C20 120.8(5) . . ? C18 C17 C16 121.9(4) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C13 118.0(4) . . ? C17 C18 C21 119.9(4) . . ? C13 C18 C21 122.1(4) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 119.3(4) . . ? C27 C22 P1 122.8(3) . . ? C23 C22 P1 117.8(3) . . ? C24 C23 C22 120.2(5) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 119.6(5) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 120.7(4) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C27 120.4(5) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C26 C27 C22 119.8(4) . . ? C26 C27 H27 120.1 . . ? C22 C27 H27 120.1 . . ? C33 C28 C29 119.2(4) . . ? C33 C28 P1 122.5(3) . . ? C29 C28 P1 118.3(3) . . ? C30 C29 C28 120.2(4) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C31 C30 C29 120.5(4) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C32 119.6(4) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.2 . . ? C33 C32 C31 120.4(4) . . ? C33 C32 H32 119.8 . . ? C31 C32 H32 119.8 . . ? C28 C33 C32 120.0(4) . . ? C28 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C39 C34 C35 119.7(4) . . ? C39 C34 P1 120.2(3) . . ? C35 C34 P1 120.0(3) . . ? C36 C35 C34 119.6(4) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C37 C36 C35 121.0(5) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 119.0(4) . . ? C36 C37 H37 120.5 . . ? C38 C37 H37 120.5 . . ? C37 C38 C39 120.9(5) . . ? C37 C38 H38 119.5 . . ? C39 C38 H38 119.5 . . ? C34 C39 C38 119.8(5) . . ? C34 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? Cl4 C40 Cl3 111.3(3) . . ? Cl4 C40 Cl5 110.2(3) . . ? Cl3 C40 Cl5 109.7(3) . . ? Cl4 C40 H40 108.5 . . ? Cl3 C40 H40 108.5 . . ? Cl5 C40 H40 108.5 . . ? Cl6 C41 Cl8 110.1(3) . . ? Cl6 C41 Cl7 110.7(3) . . ? Cl8 C41 Cl7 110.1(3) . . ? Cl6 C41 H41 108.6 . . ? Cl8 C41 H41 108.6 . . ? Cl7 C41 H41 108.6 . . ? Cl10 C42 Cl11 110.7(3) . . ? Cl10 C42 Cl9 110.1(3) . . ? Cl11 C42 Cl9 109.7(3) . . ? Cl10 C42 H42 108.8 . . ? Cl11 C42 H42 108.8 . . ? Cl9 C42 H42 108.8 . . ? Cl13 C43 Cl15 107.5(8) . . ? Cl13 C43 Cl14 113.5(9) . . ? Cl15 C43 Cl14 115.0(9) . . ? Cl13 C43 H43 106.8 . . ? Cl15 C43 H43 106.8 . . ? Cl14 C43 H43 106.8 . . ? Cl14 Cl13 C43 43.1(5) 2_677 . ? Cl14 Cl13 C43 55.5(4) 2_677 2_677 ? C43 Cl13 C43 30.3(11) . 2_677 ? Cl14 Cl13 Cl15 97.7(4) 2_677 2_677 ? C43 Cl13 Cl15 56.8(5) . 2_677 ? C43 Cl13 Cl15 46.1(4) 2_677 2_677 ? Cl14 Cl15 C43 43.9(5) 2_677 . ? Cl14 Cl15 C43 59.1(4) 2_677 2_677 ? C43 Cl15 C43 31.6(11) . 2_677 ? Cl14 Cl15 Cl13 101.5(4) 2_677 2_677 ? C43 Cl15 Cl13 59.5(5) . 2_677 ? C43 Cl15 Cl13 46.5(4) 2_677 2_677 ? C43 Cl14 Cl15 85.8(7) 2_677 2_677 ? C43 Cl14 Cl13 78.4(7) 2_677 2_677 ? Cl15 Cl14 Cl13 158.7(6) 2_677 2_677 ? C43 Cl14 C43 36.2(16) 2_677 . ? Cl15 Cl14 C43 79.6(6) 2_677 . ? Cl13 Cl14 C43 79.1(5) 2_677 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Pd1 P1 C34 -111.30(19) . . . . ? Cl2 Pd1 P1 C34 72.58(16) . . . . ? Cl1 Pd1 P1 C34 -63.1(6) . . . . ? C1 Pd1 P1 C28 128.49(19) . . . . ? Cl2 Pd1 P1 C28 -47.63(16) . . . . ? Cl1 Pd1 P1 C28 176.6(6) . . . . ? C1 Pd1 P1 C22 6.47(19) . . . . ? Cl2 Pd1 P1 C22 -169.65(16) . . . . ? Cl1 Pd1 P1 C22 54.6(6) . . . . ? P1 Pd1 C1 C2 -117.0(6) . . . . ? Cl2 Pd1 C1 C2 29.0(15) . . . . ? Cl1 Pd1 C1 C2 65.9(6) . . . . ? P1 Pd1 C1 C3 98.7(7) . . . . ? Cl2 Pd1 C1 C3 -115.3(10) . . . . ? Cl1 Pd1 C1 C3 -78.4(7) . . . . ? Pd1 C1 C2 C3 -161.3(6) . . . . ? C3 C1 C2 C4 171.2(8) . . . . ? Pd1 C1 C2 C4 9.9(12) . . . . ? C4 C2 C3 C1 -170.6(9) . . . . ? C1 C2 C3 C13 -179.4(9) . . . . ? C4 C2 C3 C13 10.0(14) . . . . ? Pd1 C1 C3 C2 157.4(7) . . . . ? C2 C1 C3 C13 179.4(8) . . . . ? Pd1 C1 C3 C13 -23.2(13) . . . . ? C3 C2 C4 C9 -141.3(7) . . . . ? C1 C2 C4 C9 54.3(9) . . . . ? C3 C2 C4 C5 41.2(10) . . . . ? C1 C2 C4 C5 -123.1(7) . . . . ? C9 C4 C5 C6 0.0(6) . . . . ? C2 C4 C5 C6 177.3(4) . . . . ? C9 C4 C5 C10 -176.3(4) . . . . ? C2 C4 C5 C10 1.1(6) . . . . ? C4 C5 C6 C7 1.6(7) . . . . ? C10 C5 C6 C7 177.9(4) . . . . ? C5 C6 C7 C8 -1.3(7) . . . . ? C5 C6 C7 C11 178.5(4) . . . . ? C6 C7 C8 C9 -0.7(7) . . . . ? C11 C7 C8 C9 179.5(4) . . . . ? C7 C8 C9 C4 2.2(6) . . . . ? C7 C8 C9 C12 -179.5(4) . . . . ? C5 C4 C9 C8 -1.8(6) . . . . ? C2 C4 C9 C8 -179.2(4) . . . . ? C5 C4 C9 C12 179.9(4) . . . . ? C2 C4 C9 C12 2.6(6) . . . . ? C2 C3 C13 C18 26.2(11) . . . . ? C1 C3 C13 C18 -152.8(7) . . . . ? C2 C3 C13 C14 -155.7(7) . . . . ? C1 C3 C13 C14 25.4(10) . . . . ? C18 C13 C14 C15 -1.6(7) . . . . ? C3 C13 C14 C15 -179.7(4) . . . . ? C18 C13 C14 C19 178.8(5) . . . . ? C3 C13 C14 C19 0.7(7) . . . . ? C13 C14 C15 C16 2.6(8) . . . . ? C19 C14 C15 C16 -177.7(5) . . . . ? C14 C15 C16 C17 -2.7(8) . . . . ? C14 C15 C16 C20 176.1(5) . . . . ? C15 C16 C17 C18 1.8(8) . . . . ? C20 C16 C17 C18 -177.0(5) . . . . ? C16 C17 C18 C13 -0.8(7) . . . . ? C16 C17 C18 C21 176.0(5) . . . . ? C14 C13 C18 C17 0.7(7) . . . . ? C3 C13 C18 C17 178.8(4) . . . . ? C14 C13 C18 C21 -176.0(5) . . . . ? C3 C13 C18 C21 2.1(7) . . . . ? C34 P1 C22 C27 -126.3(4) . . . . ? C28 P1 C22 C27 -15.1(4) . . . . ? Pd1 P1 C22 C27 109.5(4) . . . . ? C34 P1 C22 C23 56.3(4) . . . . ? C28 P1 C22 C23 167.5(3) . . . . ? Pd1 P1 C22 C23 -68.0(4) . . . . ? C27 C22 C23 C24 -0.1(7) . . . . ? P1 C22 C23 C24 177.4(4) . . . . ? C22 C23 C24 C25 0.2(7) . . . . ? C23 C24 C25 C26 -0.5(8) . . . . ? C24 C25 C26 C27 0.6(8) . . . . ? C25 C26 C27 C22 -0.4(7) . . . . ? C23 C22 C27 C26 0.2(7) . . . . ? P1 C22 C27 C26 -177.2(3) . . . . ? C34 P1 C28 C33 5.8(4) . . . . ? C22 P1 C28 C33 -102.7(4) . . . . ? Pd1 P1 C28 C33 130.5(3) . . . . ? C34 P1 C28 C29 -171.8(3) . . . . ? C22 P1 C28 C29 79.8(4) . . . . ? Pd1 P1 C28 C29 -47.1(4) . . . . ? C33 C28 C29 C30 1.7(7) . . . . ? P1 C28 C29 C30 179.4(3) . . . . ? C28 C29 C30 C31 -1.7(7) . . . . ? C29 C30 C31 C32 0.6(7) . . . . ? C30 C31 C32 C33 0.5(7) . . . . ? C29 C28 C33 C32 -0.7(7) . . . . ? P1 C28 C33 C32 -178.2(3) . . . . ? C31 C32 C33 C28 -0.4(7) . . . . ? C28 P1 C34 C39 102.8(4) . . . . ? C22 P1 C34 C39 -145.5(4) . . . . ? Pd1 P1 C34 C39 -20.3(4) . . . . ? C28 P1 C34 C35 -73.6(4) . . . . ? C22 P1 C34 C35 38.1(4) . . . . ? Pd1 P1 C34 C35 163.3(3) . . . . ? C39 C34 C35 C36 -1.3(7) . . . . ? P1 C34 C35 C36 175.2(4) . . . . ? C34 C35 C36 C37 1.1(7) . . . . ? C35 C36 C37 C38 0.1(8) . . . . ? C36 C37 C38 C39 -1.2(8) . . . . ? C35 C34 C39 C38 0.2(7) . . . . ? P1 C34 C39 C38 -176.2(4) . . . . ? C37 C38 C39 C34 1.1(8) . . . . ? Cl15 C43 Cl13 Cl14 -11.6(5) . . . 2_677 ? Cl14 C43 Cl13 Cl14 -139.9(16) . . . 2_677 ? Cl15 C43 Cl13 C43 89(2) . . . 2_677 ? Cl14 C43 Cl13 C43 -39.3(9) . . . 2_677 ? Cl15 C43 Cl13 Cl15 147.4(13) . . . 2_677 ? Cl14 C43 Cl13 Cl15 19.1(6) . . . 2_677 ? Cl13 C43 Cl15 Cl14 12.9(5) . . . 2_677 ? Cl14 C43 Cl15 Cl14 140.4(16) . . . 2_677 ? Cl13 C43 Cl15 C43 -93(2) . . . 2_677 ? Cl14 C43 Cl15 C43 34.4(8) . . . 2_677 ? Cl13 C43 Cl15 Cl13 -148.5(12) . . . 2_677 ? Cl14 C43 Cl15 Cl13 -21.0(7) . . . 2_677 ? Cl13 C43 Cl14 C43 68.2(17) . . . 2_677 ? Cl15 C43 Cl14 C43 -56.2(14) . . . 2_677 ? Cl13 C43 Cl14 Cl15 -28.9(10) . . . 2_677 ? Cl15 C43 Cl14 Cl15 -153.3(11) . . . 2_677 ? Cl13 C43 Cl14 Cl13 153.4(11) . . . 2_677 ? Cl15 C43 Cl14 Cl13 29.0(9) . . . 2_677 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.21 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 2.436 _refine_diff_density_min -1.928 _refine_diff_density_rms 0.142 data_10 _database_code_depnum_ccdc_archive 'CCDC 809248' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H13 Cl2 N Pd' _chemical_formula_sum 'C17 H13 Cl2 N Pd' _chemical_formula_weight 408.58 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' 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 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.4687(4) _cell_length_b 18.5853(7) _cell_length_c 8.5376(4) _cell_angle_alpha 90.00 _cell_angle_beta 110.274(2) _cell_angle_gamma 90.00 _cell_volume 1558.20(11) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7711 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'cut plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.742 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.913 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius Roper CCD camera on \k-goniostat ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_reflns_number 8623 _diffrn_reflns_av_R_equivalents 0.0545 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1776 _reflns_number_gt 1562 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement ; DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998) Although determined using DirAx, the cell is refined in the HKL package during data reduction ; _computing_data_reduction ; DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+11.0143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1776 _refine_ls_number_parameters 99 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0841 _refine_ls_wR_factor_gt 0.0789 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.5000 0.64011(2) 0.7500 0.01633(13) Uani 1 2 d S . . Cl1 Cl 0.69079(10) 0.64315(6) 0.98779(12) 0.0247(2) Uani 1 1 d . . . N1 N 0.5000 0.5285(2) 0.7500 0.0232(10) Uani 1 2 d S . . C1 C 0.5000 0.7435(3) 0.7500 0.0173(11) Uani 1 2 d S . . C2 C 0.4715(4) 0.8079(2) 0.8101(5) 0.0179(8) Uani 1 1 d . . . C3 C 0.4165(4) 0.8447(2) 0.9223(5) 0.0204(8) Uani 1 1 d . . . C4 C 0.3834(4) 0.8053(2) 1.0411(5) 0.0226(8) Uani 1 1 d . . . H4 H 0.3985 0.7548 1.0492 0.027 Uiso 1 1 calc R . . C5 C 0.3289(4) 0.8388(2) 1.1473(5) 0.0288(10) Uani 1 1 d . . . H5 H 0.3070 0.8115 1.2286 0.035 Uiso 1 1 calc R . . C6 C 0.3057(4) 0.9125(2) 1.1361(5) 0.0279(9) Uani 1 1 d . . . H6 H 0.2686 0.9357 1.2098 0.034 Uiso 1 1 calc R . . C7 C 0.3375(4) 0.9522(2) 1.0155(5) 0.0240(9) Uani 1 1 d . . . H7 H 0.3199 1.0025 1.0058 0.029 Uiso 1 1 calc R . . C8 C 0.3936(4) 0.9194(2) 0.9111(5) 0.0234(8) Uani 1 1 d . . . H8 H 0.4171 0.9470 0.8314 0.028 Uiso 1 1 calc R . . C9 C 0.5000 0.4675(3) 0.7500 0.0205(11) Uani 1 2 d S . . C10 C 0.5000 0.3895(3) 0.7500 0.0300(14) Uani 1 2 d S . . H10A H 0.5068 0.3720 0.6449 0.045 Uiso 0.50 1 calc PR . . H10B H 0.4153 0.3720 0.7613 0.045 Uiso 0.50 1 calc PR . . H10C H 0.5779 0.3720 0.8438 0.045 Uiso 0.50 1 calc PR . . 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 0.0168(2) 0.0146(2) 0.0184(2) 0.000 0.00715(16) 0.000 Cl1 0.0216(5) 0.0272(5) 0.0218(5) 0.0005(4) 0.0031(4) 0.0014(4) N1 0.022(2) 0.016(2) 0.029(3) 0.000 0.006(2) 0.000 C1 0.007(2) 0.023(3) 0.019(3) 0.000 0.001(2) 0.000 C2 0.0170(18) 0.0167(18) 0.0173(18) -0.0006(15) 0.0025(15) -0.0020(15) C3 0.0183(19) 0.022(2) 0.021(2) -0.0023(15) 0.0058(16) -0.0002(15) C4 0.022(2) 0.020(2) 0.025(2) 0.0011(16) 0.0081(17) 0.0019(16) C5 0.030(2) 0.032(2) 0.029(2) 0.0044(18) 0.016(2) -0.0039(19) C6 0.023(2) 0.040(3) 0.025(2) -0.0092(18) 0.0133(18) -0.0044(19) C7 0.022(2) 0.022(2) 0.028(2) -0.0054(16) 0.0089(17) 0.0030(17) C8 0.024(2) 0.023(2) 0.024(2) -0.0014(17) 0.0075(17) -0.0017(17) C9 0.016(3) 0.022(3) 0.025(3) 0.000 0.009(2) 0.000 C10 0.034(3) 0.017(3) 0.043(4) 0.000 0.018(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.922(5) . ? Pd1 N1 2.074(5) . ? Pd1 Cl1 2.3030(9) 2_656 ? Pd1 Cl1 2.3030(9) . ? N1 C9 1.133(7) . ? C1 C2 1.374(6) 2_656 ? C1 C2 1.374(6) . ? C2 C2 1.354(8) 2_656 ? C2 C3 1.450(5) . ? C3 C4 1.389(5) . ? C3 C8 1.406(5) . ? C4 C5 1.377(6) . ? C4 H4 0.9500 . ? C5 C6 1.387(6) . ? C5 H5 0.9500 . ? C6 C7 1.398(6) . ? C6 H6 0.9500 . ? C7 C8 1.369(6) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.449(8) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? 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 Pd1 N1 180.000(1) . . ? C1 Pd1 Cl1 88.59(3) . 2_656 ? N1 Pd1 Cl1 91.41(3) . 2_656 ? C1 Pd1 Cl1 88.59(3) . . ? N1 Pd1 Cl1 91.41(3) . . ? Cl1 Pd1 Cl1 177.19(6) 2_656 . ? C9 N1 Pd1 180.000(1) . . ? C2 C1 C2 59.0(4) 2_656 . ? C2 C1 Pd1 150.49(19) 2_656 . ? C2 C1 Pd1 150.49(19) . . ? C2 C2 C1 60.49(19) 2_656 . ? C2 C2 C3 151.8(2) 2_656 . ? C1 C2 C3 147.7(3) . . ? C4 C3 C8 119.4(4) . . ? C4 C3 C2 119.4(3) . . ? C8 C3 C2 121.2(4) . . ? C5 C4 C3 120.5(4) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.2(4) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 119.5(4) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C8 C7 C6 120.6(4) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C3 119.8(4) . . ? C7 C8 H8 120.1 . . ? C3 C8 H8 120.1 . . ? N1 C9 C10 180.000(2) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Pd1 C1 C2 -78.9(3) 2_656 . . 2_656 ? Cl1 Pd1 C1 C2 101.1(3) . . . 2_656 ? Cl1 Pd1 C1 C2 101.1(3) 2_656 . . . ? Cl1 Pd1 C1 C2 -78.9(3) . . . . ? Pd1 C1 C2 C2 180.001(3) . . . 2_656 ? C2 C1 C2 C3 178.9(8) 2_656 . . . ? Pd1 C1 C2 C3 -1.1(8) . . . . ? C2 C2 C3 C4 -172.5(9) 2_656 . . . ? C1 C2 C3 C4 9.4(8) . . . . ? C2 C2 C3 C8 8.6(12) 2_656 . . . ? C1 C2 C3 C8 -169.4(5) . . . . ? C8 C3 C4 C5 -0.1(6) . . . . ? C2 C3 C4 C5 -178.9(4) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? C4 C5 C6 C7 0.4(6) . . . . ? C5 C6 C7 C8 -1.4(6) . . . . ? C6 C7 C8 C3 1.6(6) . . . . ? C4 C3 C8 C7 -0.9(6) . . . . ? C2 C3 C8 C7 177.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.579 _refine_diff_density_min -0.544 _refine_diff_density_rms 0.135 data_11.H2O _database_code_depnum_ccdc_archive 'CCDC 809249' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H17 Cl2 N O2 Pd, H2 O' _chemical_formula_sum 'C19 H18 Cl2 N O2.50 Pd' _chemical_formula_weight 477.64 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' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.7371(8) _cell_length_b 16.6448(9) _cell_length_c 7.4293(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1946.04(18) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 11554 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'cut lath' _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956 _exptl_absorpt_coefficient_mu 1.243 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 0.975 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type ; Bruker-Nonius APEX II CCD camera on \k-goniostat' ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_reflns_number 9708 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.55 _reflns_number_total 2228 _reflns_number_gt 1646 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement ; DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998) Although determined using DirAx, the cell is refined in the HKL package during data reduction ; _computing_data_reduction ; DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Disorder modelled for Cl1 of 84.9%, Cl1b ellipsoid was constrained to match that of Cl1a. H12 was manually located, and its distance to O2 restrained to 1.0 Angstrom. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+13.8820P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2228 _refine_ls_number_parameters 130 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1157 _refine_ls_wR_factor_gt 0.0999 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.5000 0.21809(3) 0.2500 0.02500(17) Uani 1 2 d S . . Cl1A Cl 0.6101(6) 0.2185(3) 0.0434(9) 0.0336(11) Uani 0.82(3) 1 d P A 1 Cl1B Cl 0.5893(17) 0.2266(12) 0.014(3) 0.0336(11) Uani 0.18(3) 1 d P A 2 C1 C 0.5000 0.3340(4) 0.2500 0.0210(13) Uani 1 2 d S . . C2 C 0.4606(3) 0.4056(3) 0.2114(6) 0.0211(10) Uani 1 1 d . . . C3 C 0.3887(3) 0.4494(3) 0.1433(6) 0.0223(10) Uani 1 1 d . A . C4 C 0.3160(3) 0.4095(3) 0.0810(7) 0.0257(11) Uani 1 1 d . . . H4 H 0.3144 0.3525 0.0781 0.031 Uiso 1 1 calc R A . C5 C 0.2461(3) 0.4537(3) 0.0235(7) 0.0265(12) Uani 1 1 d . A . H5 H 0.1963 0.4269 -0.0167 0.032 Uiso 1 1 calc R . . C6 C 0.2491(3) 0.5372(4) 0.0248(7) 0.0269(11) Uani 1 1 d . . . C7 C 0.3219(3) 0.5779(3) 0.0822(7) 0.0240(11) Uani 1 1 d . A . H7 H 0.3242 0.6349 0.0798 0.029 Uiso 1 1 calc R . . C8 C 0.3904(3) 0.5337(3) 0.1424(7) 0.0248(11) Uani 1 1 d . . . H8 H 0.4397 0.5608 0.1841 0.030 Uiso 1 1 calc R A . C9 C 0.1794(3) 0.6625(4) -0.0341(9) 0.0366(14) Uani 1 1 d . . . H9A H 0.1913 0.6823 0.0876 0.055 Uiso 1 1 calc R A . H9B H 0.1244 0.6833 -0.0746 0.055 Uiso 1 1 calc R . . H9C H 0.2241 0.6808 -0.1163 0.055 Uiso 1 1 calc R . . O1 O 0.1772(2) 0.5758(2) -0.0324(5) 0.0311(9) Uani 1 1 d . A . N1 N 0.5000 0.0932(4) 0.2500 0.0320(14) Uani 0.50 1 d P A . C10 C 0.5000 0.0252(4) 0.2500 0.0271(15) Uani 1 2 d S . . C11 C 0.5000 -0.0620(5) 0.2500 0.041(2) Uani 0.50 1 d P A . H11A H 0.4413 -0.0816 0.2550 0.062 Uiso 0.50 1 calc PR . . H11B H 0.5314 -0.0816 0.3551 0.062 Uiso 0.50 1 calc PR . . H11C H 0.5273 -0.0816 0.1399 0.062 Uiso 0.50 1 calc PR . . O2 O 0.5000 0.3103(8) 0.7500 0.084(6) Uani 0.50 2 d SPD . . H12 H 0.523(12) 0.279(10) 0.853(17) 0.126 Uiso 0.50 1 d PD . . 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 0.0252(3) 0.0187(3) 0.0310(3) 0.000 -0.0044(3) 0.000 Cl1A 0.030(2) 0.0255(10) 0.0452(16) -0.0009(11) 0.0061(16) 0.0055(13) Cl1B 0.030(2) 0.0255(10) 0.0452(16) -0.0009(11) 0.0061(16) 0.0055(13) C1 0.029(3) 0.019(3) 0.015(3) 0.000 0.003(3) 0.000 C2 0.026(2) 0.021(2) 0.016(3) 0.0008(19) 0.0021(18) -0.003(2) C3 0.025(2) 0.024(3) 0.017(2) 0.001(2) 0.001(2) -0.001(2) C4 0.024(2) 0.027(3) 0.026(3) 0.000(2) 0.003(2) -0.005(2) C5 0.030(2) 0.025(3) 0.024(3) 0.002(2) -0.002(2) -0.005(2) C6 0.025(2) 0.038(3) 0.018(2) 0.001(2) 0.004(2) 0.000(2) C7 0.020(2) 0.029(3) 0.024(3) 0.000(2) -0.001(2) -0.004(2) C8 0.022(2) 0.029(3) 0.024(3) 0.001(2) -0.006(2) -0.008(2) C9 0.024(2) 0.042(4) 0.044(3) 0.000(3) -0.008(2) 0.009(2) O1 0.0152(15) 0.037(2) 0.041(2) -0.0009(18) -0.0039(15) 0.0047(15) N1 0.039(3) 0.022(3) 0.035(4) 0.000 -0.006(3) 0.000 C10 0.031(3) 0.025(4) 0.025(4) 0.000 0.005(4) 0.000 C11 0.045(4) 0.026(4) 0.053(5) 0.000 0.025(5) 0.000 O2 0.128(14) 0.028(7) 0.095(13) 0.000 -0.087(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.929(6) . ? Pd1 N1 2.079(6) . ? Pd1 Cl1B 2.248(18) 3_655 ? Pd1 Cl1B 2.248(18) . ? Pd1 Cl1A 2.315(4) . ? Pd1 Cl1A 2.315(4) 3_655 ? C1 C2 1.374(7) . ? C1 C2 1.374(7) 3_655 ? C2 C2 1.365(9) 3_655 ? C2 C3 1.439(7) . ? C3 C4 1.402(7) . ? C3 C8 1.402(7) . ? C4 C5 1.390(7) . ? C4 H4 0.9500 . ? C5 C6 1.391(7) . ? C5 H5 0.9500 . ? C6 O1 1.369(6) . ? C6 C7 1.397(7) . ? C7 C8 1.380(7) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 O1 1.443(7) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? N1 C10 1.131(9) . ? C10 C11 1.451(10) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? O2 H12 1.00(2) . ? O2 H12 1.00(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 Pd1 N1 180.0 . . ? C1 Pd1 Cl1B 86.4(5) . 3_655 ? N1 Pd1 Cl1B 93.6(5) . 3_655 ? C1 Pd1 Cl1B 86.4(5) . . ? N1 Pd1 Cl1B 93.6(5) . . ? Cl1B Pd1 Cl1B 172.7(10) 3_655 . ? C1 Pd1 Cl1A 89.82(12) . . ? N1 Pd1 Cl1A 90.18(12) . . ? Cl1B Pd1 Cl1A 169.6(6) 3_655 . ? Cl1B Pd1 Cl1A 10.3(6) . . ? C1 Pd1 Cl1A 89.82(12) . 3_655 ? N1 Pd1 Cl1A 90.18(12) . 3_655 ? Cl1B Pd1 Cl1A 10.3(6) 3_655 3_655 ? Cl1B Pd1 Cl1A 169.6(6) . 3_655 ? Cl1A Pd1 Cl1A 179.6(3) . 3_655 ? C2 C1 C2 59.6(5) . 3_655 ? C2 C1 Pd1 150.2(2) . . ? C2 C1 Pd1 150.2(2) 3_655 . ? C2 C2 C1 60.2(2) 3_655 . ? C2 C2 C3 149.5(3) 3_655 . ? C1 C2 C3 150.2(4) . . ? C4 C3 C8 119.2(5) . . ? C4 C3 C2 121.2(5) . . ? C8 C3 C2 119.6(5) . . ? C5 C4 C3 119.8(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.0(5) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? O1 C6 C5 116.0(5) . . ? O1 C6 C7 123.0(5) . . ? C5 C6 C7 120.9(5) . . ? C8 C7 C6 118.7(5) . . ? C8 C7 H7 120.6 . . ? C6 C7 H7 120.6 . . ? C7 C8 C3 121.3(5) . . ? C7 C8 H8 119.3 . . ? C3 C8 H8 119.3 . . ? O1 C9 H9A 109.5 . . ? O1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 O1 C9 116.8(4) . . ? C10 N1 Pd1 180.0 . . ? N1 C10 C11 180.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? H12 O2 H12 0(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Pd1 C1 C2 155(24) . . . . ? Cl1B Pd1 C1 C2 -76.1(9) 3_655 . . . ? Cl1B Pd1 C1 C2 103.9(9) . . . . ? Cl1A Pd1 C1 C2 113.7(5) . . . . ? Cl1A Pd1 C1 C2 -66.3(5) 3_655 . . . ? N1 Pd1 C1 C2 -25(24) . . . 3_655 ? Cl1B Pd1 C1 C2 103.9(9) 3_655 . . 3_655 ? Cl1B Pd1 C1 C2 -76.1(9) . . . 3_655 ? Cl1A Pd1 C1 C2 -66.3(5) . . . 3_655 ? Cl1A Pd1 C1 C2 113.7(5) 3_655 . . 3_655 ? Pd1 C1 C2 C2 180.0 . . . 3_655 ? C2 C1 C2 C3 -178.8(11) 3_655 . . . ? Pd1 C1 C2 C3 1.2(11) . . . . ? C2 C2 C3 C4 -176.4(10) 3_655 . . . ? C1 C2 C3 C4 1.4(11) . . . . ? C2 C2 C3 C8 2.2(14) 3_655 . . . ? C1 C2 C3 C8 -179.9(6) . . . . ? C8 C3 C4 C5 -1.5(8) . . . . ? C2 C3 C4 C5 177.1(5) . . . . ? C3 C4 C5 C6 1.2(8) . . . . ? C4 C5 C6 O1 -179.4(4) . . . . ? C4 C5 C6 C7 0.5(8) . . . . ? O1 C6 C7 C8 178.1(5) . . . . ? C5 C6 C7 C8 -1.7(8) . . . . ? C6 C7 C8 C3 1.3(8) . . . . ? C4 C3 C8 C7 0.3(8) . . . . ? C2 C3 C8 C7 -178.4(4) . . . . ? C5 C6 O1 C9 -179.3(5) . . . . ? C7 C6 O1 C9 0.9(7) . . . . ? C1 Pd1 N1 C10 0.0 . . . . ? Cl1B Pd1 N1 C10 51(100) 3_655 . . . ? Cl1B Pd1 N1 C10 -129(100) . . . . ? Cl1A Pd1 N1 C10 -138(100) . . . . ? Cl1A Pd1 N1 C10 42(100) 3_655 . . . ? Pd1 N1 C10 C11 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.631 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.127 data_12 _database_code_depnum_ccdc_archive 'CCDC 809250' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H11 Cl2 F2 N Pd' _chemical_formula_sum 'C17 H11 Cl2 F2 N Pd' _chemical_formula_weight 444.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.0238(8) _cell_length_b 7.3625(4) _cell_length_c 17.0969(9) _cell_angle_alpha 90.00 _cell_angle_beta 92.697(3) _cell_angle_gamma 90.00 _cell_volume 1637.57(16) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 22924 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description rod _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.078 _exptl_crystal_size_mid 0.023 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.803 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.476 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.890 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius Roper CCD camera on \k-goniostat ; _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_reflns_number 15754 _diffrn_reflns_av_R_equivalents 0.1310 _diffrn_reflns_av_sigmaI/netI 0.1259 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.71 _reflns_number_total 3755 _reflns_number_gt 2388 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Sample only diffracted weakly at high angle, hence merging R-factor is over 10%. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+16.7812P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3755 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1635 _refine_ls_R_factor_gt 0.0891 _refine_ls_wR_factor_ref 0.1539 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.76232(5) 0.86502(10) 0.15582(4) 0.02093(19) Uani 1 1 d . . . Cl1 Cl 0.61490(18) 0.9550(3) 0.21415(12) 0.0284(5) Uani 1 1 d . . . Cl2 Cl 0.90481(18) 0.7875(4) 0.08900(13) 0.0321(6) Uani 1 1 d . . . F1 F 0.1945(4) 0.5402(8) 0.0281(3) 0.0341(13) Uani 1 1 d . . . F2 F 0.8199(4) 1.1782(8) -0.2873(3) 0.0353(14) Uani 1 1 d . . . N1 N 0.8511(5) 0.8720(11) 0.2606(4) 0.0240(16) Uani 1 1 d . . . C1 C 0.6827(7) 0.8482(12) 0.0587(5) 0.0206(19) Uani 1 1 d . . . C2 C 0.5906(6) 0.7990(11) 0.0197(5) 0.0164(18) Uani 1 1 d . . . C3 C 0.6700(6) 0.8761(11) -0.0202(5) 0.0179(17) Uani 1 1 d . . . C4 C 0.4884(6) 0.7281(11) 0.0207(5) 0.0176(18) Uani 1 1 d . . . C5 C 0.4542(6) 0.6600(11) 0.0907(4) 0.0161(18) Uani 1 1 d . . . H5 H 0.4984 0.6598 0.1365 0.019 Uiso 1 1 calc R . . C6 C 0.3541(7) 0.5917(12) 0.0932(5) 0.024(2) Uani 1 1 d . . . H6 H 0.3294 0.5412 0.1398 0.029 Uiso 1 1 calc R . . C7 C 0.2929(7) 0.6006(11) 0.0254(5) 0.022(2) Uani 1 1 d . . . C8 C 0.3245(7) 0.6660(12) -0.0446(5) 0.021(2) Uani 1 1 d . . . H8 H 0.2795 0.6670 -0.0900 0.026 Uiso 1 1 calc R . . C9 C 0.4225(7) 0.7294(12) -0.0469(5) 0.0219(19) Uani 1 1 d . . . H9 H 0.4466 0.7751 -0.0947 0.026 Uiso 1 1 calc R . . C10 C 0.7110(7) 0.9465(12) -0.0908(5) 0.0210(19) Uani 1 1 d . . . C11 C 0.6504(7) 0.9475(12) -0.1616(5) 0.0214(19) Uani 1 1 d . . . H11 H 0.5840 0.8937 -0.1636 0.026 Uiso 1 1 calc R . . C12 C 0.6876(7) 1.0263(12) -0.2278(5) 0.022(2) Uani 1 1 d . . . H12 H 0.6476 1.0278 -0.2757 0.027 Uiso 1 1 calc R . . C13 C 0.7836(7) 1.1022(12) -0.2224(5) 0.024(2) Uani 1 1 d . . . C14 C 0.8450(6) 1.1031(12) -0.1545(5) 0.022(2) Uani 1 1 d . . . H14 H 0.9114 1.1567 -0.1536 0.026 Uiso 1 1 calc R . . C15 C 0.8081(7) 1.0242(13) -0.0874(5) 0.025(2) Uani 1 1 d . . . H15 H 0.8489 1.0236 -0.0399 0.031 Uiso 1 1 calc R . . C16 C 0.9068(6) 0.8557(13) 0.3142(5) 0.0233(19) Uani 1 1 d . . . C17 C 0.9775(7) 0.8312(13) 0.3825(5) 0.027(2) Uani 1 1 d . . . H17A H 0.9381 0.8194 0.4297 0.040 Uiso 1 1 calc R . . H17B H 1.0233 0.9365 0.3878 0.040 Uiso 1 1 calc R . . H17C H 1.0184 0.7211 0.3757 0.040 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0209(4) 0.0228(3) 0.0185(3) 0.0003(3) -0.0044(2) 0.0009(3) Cl1 0.0274(13) 0.0387(14) 0.0189(11) -0.0030(10) -0.0018(9) 0.0051(11) Cl2 0.0202(12) 0.0474(15) 0.0281(12) -0.0070(11) -0.0035(9) 0.0081(11) F1 0.032(3) 0.035(3) 0.036(3) -0.002(3) 0.004(2) -0.012(3) F2 0.032(3) 0.054(4) 0.021(3) 0.006(3) 0.006(2) -0.010(3) N1 0.020(4) 0.029(4) 0.022(4) -0.004(4) -0.004(3) 0.006(4) C1 0.025(5) 0.016(5) 0.020(4) -0.004(4) -0.001(3) 0.004(4) C2 0.015(4) 0.015(4) 0.020(4) 0.000(3) 0.003(3) 0.005(3) C3 0.017(4) 0.011(4) 0.025(4) -0.008(4) -0.006(3) 0.010(4) C4 0.019(5) 0.015(4) 0.019(4) -0.006(3) -0.003(3) 0.005(4) C5 0.016(4) 0.018(5) 0.014(4) -0.005(3) -0.004(3) 0.002(4) C6 0.029(5) 0.026(5) 0.017(4) -0.008(4) 0.001(4) 0.000(4) C7 0.016(5) 0.017(5) 0.032(5) -0.007(4) 0.007(4) -0.014(4) C8 0.022(5) 0.023(5) 0.018(4) -0.004(4) -0.008(3) -0.003(4) C9 0.024(5) 0.020(5) 0.022(4) -0.005(4) 0.003(4) 0.007(4) C10 0.026(5) 0.021(5) 0.016(4) -0.001(4) 0.002(3) 0.004(4) C11 0.016(5) 0.026(5) 0.021(4) -0.008(4) -0.004(3) -0.002(4) C12 0.020(5) 0.030(5) 0.017(4) 0.007(4) -0.002(3) 0.001(4) C13 0.028(5) 0.026(5) 0.019(4) 0.003(4) 0.003(4) -0.005(4) C14 0.008(4) 0.034(6) 0.023(4) -0.008(4) -0.002(3) 0.005(4) C15 0.025(5) 0.030(5) 0.022(5) -0.004(4) 0.006(4) 0.006(4) C16 0.018(4) 0.029(5) 0.024(5) 0.000(4) 0.008(4) 0.002(4) C17 0.018(5) 0.038(6) 0.023(5) 0.002(4) -0.004(3) -0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.920(8) . ? Pd1 N1 2.087(7) . ? Pd1 Cl2 2.297(2) . ? Pd1 Cl1 2.302(2) . ? F1 C7 1.360(9) . ? F2 C13 1.348(9) . ? N1 C16 1.148(10) . ? C1 C3 1.368(11) . ? C1 C2 1.393(11) . ? C2 C3 1.387(12) . ? C2 C4 1.431(11) . ? C3 C10 1.439(12) . ? C4 C5 1.390(11) . ? C4 C9 1.408(11) . ? C5 C6 1.399(12) . ? C5 H5 0.9500 . ? C6 C7 1.376(12) . ? C6 H6 0.9500 . ? C7 C8 1.371(12) . ? C8 C9 1.361(12) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C15 1.387(13) . ? C10 C11 1.413(11) . ? C11 C12 1.379(12) . ? C11 H11 0.9500 . ? C12 C13 1.370(12) . ? C12 H12 0.9500 . ? C13 C14 1.378(11) . ? C14 C15 1.392(12) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.463(11) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? 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 Pd1 N1 177.5(3) . . ? C1 Pd1 Cl2 88.3(3) . . ? N1 Pd1 Cl2 90.3(2) . . ? C1 Pd1 Cl1 88.0(3) . . ? N1 Pd1 Cl1 93.5(2) . . ? Cl2 Pd1 Cl1 175.49(9) . . ? C16 N1 Pd1 170.6(8) . . ? C3 C1 C2 60.3(6) . . ? C3 C1 Pd1 151.6(7) . . ? C2 C1 Pd1 148.1(7) . . ? C3 C2 C1 59.0(6) . . ? C3 C2 C4 150.6(8) . . ? C1 C2 C4 150.4(8) . . ? C1 C3 C2 60.7(6) . . ? C1 C3 C10 148.1(8) . . ? C2 C3 C10 151.1(8) . . ? C5 C4 C9 120.1(8) . . ? C5 C4 C2 118.6(7) . . ? C9 C4 C2 121.3(8) . . ? C4 C5 C6 119.5(7) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C7 C6 C5 117.4(8) . . ? C7 C6 H6 121.3 . . ? C5 C6 H6 121.3 . . ? F1 C7 C8 117.8(8) . . ? F1 C7 C6 117.8(8) . . ? C8 C7 C6 124.4(8) . . ? C9 C8 C7 117.8(8) . . ? C9 C8 H8 121.1 . . ? C7 C8 H8 121.1 . . ? C8 C9 C4 120.7(8) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? C15 C10 C11 120.3(8) . . ? C15 C10 C3 119.2(8) . . ? C11 C10 C3 120.4(8) . . ? C12 C11 C10 120.1(8) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 118.1(8) . . ? C13 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? F2 C13 C12 118.0(7) . . ? F2 C13 C14 118.6(8) . . ? C12 C13 C14 123.4(8) . . ? C13 C14 C15 118.9(8) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C10 C15 C14 119.1(8) . . ? C10 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? N1 C16 C17 178.9(11) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl2 Pd1 C1 C3 -40.1(14) . . . . ? Cl1 Pd1 C1 C3 137.3(14) . . . . ? Cl2 Pd1 C1 C2 142.7(13) . . . . ? Cl1 Pd1 C1 C2 -39.9(12) . . . . ? Pd1 C1 C2 C3 178.4(14) . . . . ? C3 C1 C2 C4 -177.4(17) . . . . ? Pd1 C1 C2 C4 1(3) . . . . ? Pd1 C1 C3 C2 -178.3(15) . . . . ? C2 C1 C3 C10 176.4(16) . . . . ? Pd1 C1 C3 C10 -2(3) . . . . ? C4 C2 C3 C1 177.4(17) . . . . ? C1 C2 C3 C10 -176.1(17) . . . . ? C4 C2 C3 C10 1(3) . . . . ? C3 C2 C4 C5 178.4(13) . . . . ? C1 C2 C4 C5 -6(2) . . . . ? C3 C2 C4 C9 -3(2) . . . . ? C1 C2 C4 C9 172.8(13) . . . . ? C9 C4 C5 C6 0.5(12) . . . . ? C2 C4 C5 C6 179.4(8) . . . . ? C4 C5 C6 C7 -1.8(12) . . . . ? C5 C6 C7 F1 -177.8(7) . . . . ? C5 C6 C7 C8 2.3(14) . . . . ? F1 C7 C8 C9 178.8(8) . . . . ? C6 C7 C8 C9 -1.2(14) . . . . ? C7 C8 C9 C4 -0.3(13) . . . . ? C5 C4 C9 C8 0.6(13) . . . . ? C2 C4 C9 C8 -178.3(8) . . . . ? C1 C3 C10 C15 2(2) . . . . ? C2 C3 C10 C15 175.1(14) . . . . ? C1 C3 C10 C11 -174.3(12) . . . . ? C2 C3 C10 C11 -1(2) . . . . ? C15 C10 C11 C12 -0.2(13) . . . . ? C3 C10 C11 C12 175.6(8) . . . . ? C10 C11 C12 C13 0.0(13) . . . . ? C11 C12 C13 F2 179.6(8) . . . . ? C11 C12 C13 C14 0.3(14) . . . . ? F2 C13 C14 C15 -179.7(8) . . . . ? C12 C13 C14 C15 -0.4(14) . . . . ? C11 C10 C15 C14 0.1(13) . . . . ? C3 C10 C15 C14 -175.8(8) . . . . ? C13 C14 C15 C10 0.2(13) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.71 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.976 _refine_diff_density_min -0.889 _refine_diff_density_rms 0.223 data_13 _database_code_depnum_ccdc_archive 'CCDC 809251' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H43 Cl2 P Pd' _chemical_formula_sum 'C33 H43 Cl2 P Pd' _chemical_formula_weight 647.94 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.4214(3) _cell_length_b 17.6389(5) _cell_length_c 18.9653(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.913(2) _cell_angle_gamma 90.00 _cell_volume 2981.56(15) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 58437 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 33.48 _exptl_crystal_description lathe _exptl_crystal_colour brown _exptl_crystal_size_max 0.376 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8247 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS 2008/2 (Sheldrick, G.M., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_measurement_specimen_support ; glass fibre ; _diffrn_radiation_collimation '0.5 mm double pinhole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_size '0.4 x 8 mm fine focus' _diffrn_source_target Mo _diffrn_source_type 'Bruker-AXS KFF Mo 2K 90\% Ceramic' _diffrn_source_voltage 50 _diffrn_reflns_number 57537 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 33.48 _reflns_number_total 11600 _reflns_number_gt 8959 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II (Bruker-AXS, 2007)' _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0356P)^2^+1.7703P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11600 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0553 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.803840(14) 0.714924(7) 0.707124(8) 0.01342(4) Uani 1 1 d . . . Cl1 Cl 0.88563(5) 0.68785(3) 0.83659(3) 0.02147(9) Uani 1 1 d . . . Cl2 Cl 0.66026(5) 0.81865(3) 0.72376(3) 0.01981(9) Uani 1 1 d . . . P1 P 0.72090(5) 0.73238(3) 0.58119(3) 0.01382(9) Uani 1 1 d . . . C1 C 0.9254(2) 0.62683(10) 0.70592(10) 0.0161(3) Uani 1 1 d . . . C2 C 1.0620(2) 0.58788(10) 0.72483(10) 0.0161(3) Uani 1 1 d . . . C3 C 0.9324(2) 0.54802(11) 0.71081(10) 0.0166(3) Uani 1 1 d . . . C4 C 1.2239(2) 0.58825(11) 0.75303(11) 0.0170(3) Uani 1 1 d . . . C5 C 1.3048(2) 0.65388(11) 0.75203(11) 0.0186(3) Uani 1 1 d . . . H5 H 1.2551 0.6976 0.7298 0.022 Uiso 1 1 calc R . . C6 C 1.4604(2) 0.65422(12) 0.78430(12) 0.0221(4) Uani 1 1 d . . . H6 H 1.5151 0.6976 0.7825 0.026 Uiso 1 1 calc R . . C7 C 1.5330(2) 0.58909(12) 0.81925(12) 0.0247(4) Uani 1 1 d . . . H7 H 1.6364 0.5897 0.8425 0.030 Uiso 1 1 calc R . . C8 C 1.4530(2) 0.52306(12) 0.81977(13) 0.0271(4) Uani 1 1 d . . . H8 H 1.5027 0.4797 0.8430 0.032 Uiso 1 1 calc R . . C9 C 1.2989(2) 0.52200(11) 0.78564(12) 0.0224(4) Uani 1 1 d . . . H9 H 1.2454 0.4774 0.7844 0.027 Uiso 1 1 calc R . . C10 C 0.8505(2) 0.47897(11) 0.70878(10) 0.0172(3) Uani 1 1 d . . . C11 C 0.9144(2) 0.40808(11) 0.70634(11) 0.0193(4) Uani 1 1 d . . . H11 H 1.0126 0.4044 0.7058 0.023 Uiso 1 1 calc R . . C12 C 0.8305(2) 0.34315(12) 0.70468(12) 0.0241(4) Uani 1 1 d . . . H12 H 0.8712 0.2957 0.7019 0.029 Uiso 1 1 calc R . . C13 C 0.6851(2) 0.34926(12) 0.70721(12) 0.0260(4) Uani 1 1 d . . . H13 H 0.6296 0.3055 0.7067 0.031 Uiso 1 1 calc R . . C14 C 0.6215(2) 0.41934(12) 0.71040(12) 0.0233(4) Uani 1 1 d . . . H14 H 0.5245 0.4225 0.7126 0.028 Uiso 1 1 calc R . . C15 C 0.7028(2) 0.48459(11) 0.71033(11) 0.0207(4) Uani 1 1 d . . . H15 H 0.6599 0.5319 0.7113 0.025 Uiso 1 1 calc R . . C16 C 0.7740(2) 0.65352(10) 0.53035(10) 0.0166(3) Uani 1 1 d . . . H16 H 0.8808 0.6444 0.5564 0.020 Uiso 1 1 calc R . . C17 C 0.6943(2) 0.57929(10) 0.53707(11) 0.0176(3) Uani 1 1 d . . . H17A H 0.6968 0.5724 0.5882 0.021 Uiso 1 1 calc R . . H17B H 0.5901 0.5818 0.5057 0.021 Uiso 1 1 calc R . . C18 C 0.7711(2) 0.51203(11) 0.51345(12) 0.0228(4) Uani 1 1 d . . . H18A H 0.8745 0.5086 0.5458 0.027 Uiso 1 1 calc R . . H18B H 0.7205 0.4654 0.5183 0.027 Uiso 1 1 calc R . . C19 C 0.7667(3) 0.52166(12) 0.43275(12) 0.0264(4) Uani 1 1 d . . . H19A H 0.8236 0.4811 0.4200 0.032 Uiso 1 1 calc R . . H19B H 0.6637 0.5178 0.4000 0.032 Uiso 1 1 calc R . . C20 C 0.8314(2) 0.59788(12) 0.42046(12) 0.0257(4) Uani 1 1 d . . . H20A H 0.8160 0.6042 0.3677 0.031 Uiso 1 1 calc R . . H20B H 0.9387 0.5979 0.4464 0.031 Uiso 1 1 calc R . . C21 C 0.7604(2) 0.66519(11) 0.44792(11) 0.0210(4) Uani 1 1 d . . . H21A H 0.6555 0.6695 0.4180 0.025 Uiso 1 1 calc R . . H21B H 0.8108 0.7117 0.4425 0.025 Uiso 1 1 calc R . . C22 C 0.7994(2) 0.81828(10) 0.55184(11) 0.0165(3) Uani 1 1 d . . . H22 H 0.7887 0.8123 0.4990 0.020 Uiso 1 1 calc R . . C23 C 0.9671(2) 0.82227(12) 0.59537(13) 0.0251(4) Uani 1 1 d . . . H23A H 1.0157 0.7767 0.5858 0.030 Uiso 1 1 calc R . . H23B H 0.9810 0.8242 0.6483 0.030 Uiso 1 1 calc R . . C24 C 1.0413(2) 0.89192(14) 0.57372(15) 0.0326(5) Uani 1 1 d . . . H24A H 1.1457 0.8943 0.6048 0.039 Uiso 1 1 calc R . . H24B H 1.0381 0.8872 0.5223 0.039 Uiso 1 1 calc R . . C25 C 0.9618(3) 0.96436(13) 0.58307(13) 0.0313(5) Uani 1 1 d . . . H25A H 0.9734 0.9716 0.6353 0.038 Uiso 1 1 calc R . . H25B H 1.0075 1.0073 0.5667 0.038 Uiso 1 1 calc R . . C26 C 0.7961(3) 0.96109(12) 0.53820(14) 0.0300(5) Uani 1 1 d . . . H26A H 0.7844 0.9584 0.4855 0.036 Uiso 1 1 calc R . . H26B H 0.7474 1.0071 0.5466 0.036 Uiso 1 1 calc R . . C27 C 0.7202(3) 0.89215(11) 0.56000(14) 0.0270(4) Uani 1 1 d . . . H27A H 0.7222 0.8976 0.6112 0.032 Uiso 1 1 calc R . . H27B H 0.6160 0.8900 0.5285 0.032 Uiso 1 1 calc R . . C28 C 0.51702(19) 0.74602(11) 0.55045(10) 0.0163(3) Uani 1 1 d . . . H28 H 0.5020 0.7939 0.5733 0.020 Uiso 1 1 calc R . . C29 C 0.4412(2) 0.75762(12) 0.46657(11) 0.0213(4) Uani 1 1 d . . . H29A H 0.4397 0.7102 0.4404 0.026 Uiso 1 1 calc R . . H29B H 0.4970 0.7945 0.4481 0.026 Uiso 1 1 calc R . . C30 C 0.2806(2) 0.78574(12) 0.45262(12) 0.0228(4) Uani 1 1 d . . . H30A H 0.2830 0.8343 0.4770 0.027 Uiso 1 1 calc R . . H30B H 0.2314 0.7928 0.3996 0.027 Uiso 1 1 calc R . . C31 C 0.1918(2) 0.72873(13) 0.48254(12) 0.0254(4) Uani 1 1 d . . . H31A H 0.0924 0.7488 0.4757 0.031 Uiso 1 1 calc R . . H31B H 0.1806 0.6819 0.4544 0.031 Uiso 1 1 calc R . . C32 C 0.2702(2) 0.71213(12) 0.56520(12) 0.0223(4) Uani 1 1 d . . . H32A H 0.2695 0.7575 0.5940 0.027 Uiso 1 1 calc R . . H32B H 0.2152 0.6730 0.5813 0.027 Uiso 1 1 calc R . . C33 C 0.4319(2) 0.68619(11) 0.58033(11) 0.0183(3) Uani 1 1 d . . . H33A H 0.4331 0.6379 0.5560 0.022 Uiso 1 1 calc R . . H33B H 0.4805 0.6795 0.6335 0.022 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01193(6) 0.01094(6) 0.01635(7) -0.00061(5) 0.00313(5) -0.00049(4) Cl1 0.0209(2) 0.0241(2) 0.0166(2) -0.00162(17) 0.00214(17) 0.00157(17) Cl2 0.0219(2) 0.01425(19) 0.0233(2) -0.00196(16) 0.00736(18) 0.00306(15) P1 0.0125(2) 0.0114(2) 0.0170(2) 0.00064(16) 0.00405(17) 0.00015(15) C1 0.0170(8) 0.0140(8) 0.0155(8) 0.0008(6) 0.0029(7) 0.0007(6) C2 0.0182(8) 0.0145(8) 0.0152(8) 0.0012(6) 0.0052(7) 0.0014(6) C3 0.0178(8) 0.0160(8) 0.0156(8) 0.0008(6) 0.0047(7) 0.0025(6) C4 0.0161(8) 0.0169(8) 0.0188(9) 0.0006(7) 0.0065(7) 0.0015(6) C5 0.0211(9) 0.0150(8) 0.0203(9) -0.0001(7) 0.0075(7) 0.0008(7) C6 0.0212(9) 0.0201(9) 0.0267(10) -0.0032(8) 0.0102(8) -0.0027(7) C7 0.0168(9) 0.0277(11) 0.0295(11) -0.0020(8) 0.0072(8) 0.0008(7) C8 0.0210(10) 0.0217(10) 0.0362(12) 0.0067(9) 0.0061(9) 0.0048(8) C9 0.0184(9) 0.0177(9) 0.0306(11) 0.0043(8) 0.0072(8) 0.0014(7) C10 0.0180(8) 0.0157(8) 0.0168(8) 0.0001(6) 0.0043(7) -0.0003(6) C11 0.0217(9) 0.0164(8) 0.0188(9) 0.0001(7) 0.0053(7) 0.0023(7) C12 0.0299(11) 0.0151(9) 0.0240(10) 0.0002(7) 0.0041(8) 0.0006(7) C13 0.0276(10) 0.0181(9) 0.0271(11) 0.0043(8) 0.0019(8) -0.0065(8) C14 0.0191(9) 0.0220(10) 0.0265(10) 0.0054(8) 0.0043(8) -0.0023(7) C15 0.0196(9) 0.0184(9) 0.0241(10) 0.0034(7) 0.0068(8) 0.0025(7) C16 0.0157(8) 0.0139(8) 0.0200(9) -0.0009(6) 0.0057(7) 0.0010(6) C17 0.0182(8) 0.0139(8) 0.0191(9) -0.0014(7) 0.0038(7) -0.0001(6) C18 0.0258(10) 0.0161(9) 0.0237(10) -0.0026(7) 0.0044(8) 0.0029(7) C19 0.0301(11) 0.0236(10) 0.0229(10) -0.0063(8) 0.0054(8) 0.0066(8) C20 0.0275(10) 0.0281(11) 0.0239(10) -0.0004(8) 0.0118(9) 0.0078(8) C21 0.0233(9) 0.0194(9) 0.0214(9) 0.0020(7) 0.0089(8) 0.0035(7) C22 0.0181(8) 0.0143(8) 0.0183(8) 0.0000(6) 0.0075(7) -0.0029(6) C23 0.0172(9) 0.0234(10) 0.0318(11) 0.0071(8) 0.0037(8) -0.0052(7) C24 0.0207(10) 0.0322(12) 0.0432(14) 0.0119(10) 0.0080(10) -0.0090(9) C25 0.0453(13) 0.0228(10) 0.0249(11) 0.0008(8) 0.0104(10) -0.0153(9) C26 0.0401(12) 0.0142(9) 0.0406(13) 0.0026(9) 0.0199(11) -0.0033(8) C27 0.0310(11) 0.0138(9) 0.0409(13) 0.0027(8) 0.0181(10) 0.0004(8) C28 0.0139(8) 0.0167(8) 0.0181(8) 0.0020(7) 0.0049(7) 0.0012(6) C29 0.0171(9) 0.0257(10) 0.0198(9) 0.0046(8) 0.0045(7) 0.0011(7) C30 0.0160(8) 0.0268(10) 0.0225(9) 0.0053(8) 0.0020(7) 0.0034(7) C31 0.0160(9) 0.0326(12) 0.0248(10) 0.0034(8) 0.0027(8) 0.0004(8) C32 0.0141(8) 0.0288(10) 0.0235(10) 0.0040(8) 0.0053(7) 0.0002(7) C33 0.0129(8) 0.0200(9) 0.0216(9) 0.0022(7) 0.0050(7) -0.0009(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.9347(18) . ? Pd1 P1 2.2803(5) . ? Pd1 Cl2 2.3566(5) . ? Pd1 Cl1 2.3716(5) . ? P1 C28 1.8334(18) . ? P1 C22 1.8490(18) . ? P1 C16 1.8515(18) . ? C1 C3 1.393(3) . ? C1 C2 1.399(2) . ? C2 C3 1.358(3) . ? C2 C4 1.444(3) . ? C3 C10 1.436(3) . ? C4 C5 1.390(3) . ? C4 C9 1.402(3) . ? C5 C6 1.393(3) . ? C5 H5 0.9300 . ? C6 C7 1.391(3) . ? C6 H6 0.9300 . ? C7 C8 1.389(3) . ? C7 H7 0.9300 . ? C8 C9 1.385(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.395(3) . ? C10 C15 1.405(3) . ? C11 C12 1.387(3) . ? C11 H11 0.9300 . ? C12 C13 1.390(3) . ? C12 H12 0.9300 . ? C13 C14 1.383(3) . ? C13 H13 0.9300 . ? C14 C15 1.383(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.535(3) . ? C16 C21 1.541(3) . ? C16 H16 0.9800 . ? C17 C18 1.530(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.527(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.525(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.534(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.529(3) . ? C22 C27 1.534(3) . ? C22 H22 0.9800 . ? C23 C24 1.534(3) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.520(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.518(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.534(3) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.531(3) . ? C28 C33 1.541(3) . ? C28 H28 0.9800 . ? C29 C30 1.532(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.530(3) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.529(3) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.526(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 P1 95.70(6) . . ? C1 Pd1 Cl2 173.09(6) . . ? P1 Pd1 Cl2 91.072(17) . . ? C1 Pd1 Cl1 81.69(6) . . ? P1 Pd1 Cl1 176.062(18) . . ? Cl2 Pd1 Cl1 91.472(17) . . ? C28 P1 C22 106.05(8) . . ? C28 P1 C16 111.42(9) . . ? C22 P1 C16 104.90(8) . . ? C28 P1 Pd1 108.59(6) . . ? C22 P1 Pd1 113.03(6) . . ? C16 P1 Pd1 112.66(6) . . ? C3 C1 C2 58.20(13) . . ? C3 C1 Pd1 144.69(14) . . ? C2 C1 Pd1 152.88(15) . . ? C3 C2 C1 60.68(13) . . ? C3 C2 C4 148.17(18) . . ? C1 C2 C4 150.04(18) . . ? C2 C3 C1 61.11(13) . . ? C2 C3 C10 152.32(18) . . ? C1 C3 C10 146.21(18) . . ? C5 C4 C9 120.00(17) . . ? C5 C4 C2 121.16(17) . . ? C9 C4 C2 118.74(17) . . ? C4 C5 C6 120.09(18) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 119.41(19) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C8 C7 C6 120.77(19) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 119.8(2) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C4 119.83(19) . . ? C8 C9 H9 120.1 . . ? C4 C9 H9 120.1 . . ? C11 C10 C15 120.33(18) . . ? C11 C10 C3 121.82(17) . . ? C15 C10 C3 117.84(17) . . ? C12 C11 C10 119.46(18) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 119.78(19) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 121.07(19) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C15 C14 C13 119.73(19) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C10 119.60(18) . . ? C14 C15 H15 120.2 . . ? C10 C15 H15 120.2 . . ? C17 C16 C21 108.44(15) . . ? C17 C16 P1 112.06(12) . . ? C21 C16 P1 118.72(13) . . ? C17 C16 H16 105.5 . . ? C21 C16 H16 105.5 . . ? P1 C16 H16 105.5 . . ? C18 C17 C16 110.29(15) . . ? C18 C17 H17A 109.6 . . ? C16 C17 H17A 109.6 . . ? C18 C17 H17B 109.6 . . ? C16 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C19 C18 C17 110.20(17) . . ? C19 C18 H18A 109.6 . . ? C17 C18 H18A 109.6 . . ? C19 C18 H18B 109.6 . . ? C17 C18 H18B 109.6 . . ? H18A C18 H18B 108.1 . . ? C20 C19 C18 111.66(17) . . ? C20 C19 H19A 109.3 . . ? C18 C19 H19A 109.3 . . ? C20 C19 H19B 109.3 . . ? C18 C19 H19B 109.3 . . ? H19A C19 H19B 108.0 . . ? C19 C20 C21 112.96(16) . . ? C19 C20 H20A 109.0 . . ? C21 C20 H20A 109.0 . . ? C19 C20 H20B 109.0 . . ? C21 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C20 C21 C16 109.82(16) . . ? C20 C21 H21A 109.7 . . ? C16 C21 H21A 109.7 . . ? C20 C21 H21B 109.7 . . ? C16 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? C23 C22 C27 110.97(17) . . ? C23 C22 P1 108.61(13) . . ? C27 C22 P1 114.26(12) . . ? C23 C22 H22 107.6 . . ? C27 C22 H22 107.6 . . ? P1 C22 H22 107.6 . . ? C22 C23 C24 111.93(17) . . ? C22 C23 H23A 109.2 . . ? C24 C23 H23A 109.2 . . ? C22 C23 H23B 109.2 . . ? C24 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? C25 C24 C23 110.92(18) . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 108.0 . . ? C26 C25 C24 111.03(18) . . ? C26 C25 H25A 109.4 . . ? C24 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? C24 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C25 C26 C27 111.33(19) . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26B 109.4 . . ? C27 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C22 C27 C26 111.21(17) . . ? C22 C27 H27A 109.4 . . ? C26 C27 H27A 109.4 . . ? C22 C27 H27B 109.4 . . ? C26 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C33 110.53(16) . . ? C29 C28 P1 115.81(12) . . ? C33 C28 P1 114.19(13) . . ? C29 C28 H28 105.0 . . ? C33 C28 H28 105.0 . . ? P1 C28 H28 105.0 . . ? C28 C29 C30 108.93(16) . . ? C28 C29 H29A 109.9 . . ? C30 C29 H29A 109.9 . . ? C28 C29 H29B 109.9 . . ? C30 C29 H29B 109.9 . . ? H29A C29 H29B 108.3 . . ? C31 C30 C29 110.58(17) . . ? C31 C30 H30A 109.5 . . ? C29 C30 H30A 109.5 . . ? C31 C30 H30B 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 108.1 . . ? C32 C31 C30 111.47(17) . . ? C32 C31 H31A 109.3 . . ? C30 C31 H31A 109.3 . . ? C32 C31 H31B 109.3 . . ? C30 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C33 C32 C31 111.77(16) . . ? C33 C32 H32A 109.3 . . ? C31 C32 H32A 109.3 . . ? C33 C32 H32B 109.3 . . ? C31 C32 H32B 109.3 . . ? H32A C32 H32B 107.9 . . ? C32 C33 C28 109.42(16) . . ? C32 C33 H33A 109.8 . . ? C28 C33 H33A 109.8 . . ? C32 C33 H33B 109.8 . . ? C28 C33 H33B 109.8 . . ? H33A C33 H33B 108.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Pd1 P1 C28 132.16(8) . . . . ? Cl2 Pd1 P1 C28 -46.45(7) . . . . ? C1 Pd1 P1 C22 -110.45(8) . . . . ? Cl2 Pd1 P1 C22 70.94(7) . . . . ? C1 Pd1 P1 C16 8.25(8) . . . . ? Cl2 Pd1 P1 C16 -170.36(6) . . . . ? P1 Pd1 C1 C3 -101.6(2) . . . . ? Cl1 Pd1 C1 C3 75.4(2) . . . . ? P1 Pd1 C1 C2 119.1(3) . . . . ? Cl1 Pd1 C1 C2 -63.8(3) . . . . ? Pd1 C1 C2 C3 153.6(3) . . . . ? C3 C1 C2 C4 -167.7(4) . . . . ? Pd1 C1 C2 C4 -14.0(6) . . . . ? C4 C2 C3 C1 168.3(3) . . . . ? C1 C2 C3 C10 -172.5(4) . . . . ? C4 C2 C3 C10 -4.2(6) . . . . ? Pd1 C1 C3 C2 -159.5(3) . . . . ? C2 C1 C3 C10 173.7(3) . . . . ? Pd1 C1 C3 C10 14.2(5) . . . . ? C3 C2 C4 C5 179.1(3) . . . . ? C1 C2 C4 C5 -21.5(4) . . . . ? C3 C2 C4 C9 -4.5(4) . . . . ? C1 C2 C4 C9 154.8(3) . . . . ? C9 C4 C5 C6 -0.9(3) . . . . ? C2 C4 C5 C6 175.47(18) . . . . ? C4 C5 C6 C7 -1.8(3) . . . . ? C5 C6 C7 C8 2.5(3) . . . . ? C6 C7 C8 C9 -0.5(3) . . . . ? C7 C8 C9 C4 -2.2(3) . . . . ? C5 C4 C9 C8 2.9(3) . . . . ? C2 C4 C9 C8 -173.52(19) . . . . ? C2 C3 C10 C11 -21.7(5) . . . . ? C1 C3 C10 C11 170.1(3) . . . . ? C2 C3 C10 C15 157.4(3) . . . . ? C1 C3 C10 C15 -10.7(4) . . . . ? C15 C10 C11 C12 0.7(3) . . . . ? C3 C10 C11 C12 179.81(18) . . . . ? C10 C11 C12 C13 -1.5(3) . . . . ? C11 C12 C13 C14 0.8(3) . . . . ? C12 C13 C14 C15 0.7(3) . . . . ? C13 C14 C15 C10 -1.5(3) . . . . ? C11 C10 C15 C14 0.8(3) . . . . ? C3 C10 C15 C14 -178.34(18) . . . . ? C28 P1 C16 C17 -55.48(15) . . . . ? C22 P1 C16 C17 -169.79(13) . . . . ? Pd1 P1 C16 C17 66.86(14) . . . . ? C28 P1 C16 C21 72.19(16) . . . . ? C22 P1 C16 C21 -42.12(16) . . . . ? Pd1 P1 C16 C21 -165.47(12) . . . . ? C21 C16 C17 C18 62.5(2) . . . . ? P1 C16 C17 C18 -164.57(13) . . . . ? C16 C17 C18 C19 -59.8(2) . . . . ? C17 C18 C19 C20 53.8(2) . . . . ? C18 C19 C20 C21 -52.2(2) . . . . ? C19 C20 C21 C16 54.8(2) . . . . ? C17 C16 C21 C20 -59.0(2) . . . . ? P1 C16 C21 C20 171.69(14) . . . . ? C28 P1 C22 C23 162.87(14) . . . . ? C16 P1 C22 C23 -79.12(15) . . . . ? Pd1 P1 C22 C23 43.99(15) . . . . ? C28 P1 C22 C27 38.40(17) . . . . ? C16 P1 C22 C27 156.41(15) . . . . ? Pd1 P1 C22 C27 -80.47(15) . . . . ? C27 C22 C23 C24 -54.1(2) . . . . ? P1 C22 C23 C24 179.52(16) . . . . ? C22 C23 C24 C25 55.3(3) . . . . ? C23 C24 C25 C26 -56.3(3) . . . . ? C24 C25 C26 C27 56.9(2) . . . . ? C23 C22 C27 C26 54.1(2) . . . . ? P1 C22 C27 C26 177.26(16) . . . . ? C25 C26 C27 C22 -55.8(3) . . . . ? C22 P1 C28 C29 59.02(16) . . . . ? C16 P1 C28 C29 -54.57(17) . . . . ? Pd1 P1 C28 C29 -179.22(13) . . . . ? C22 P1 C28 C33 -170.86(14) . . . . ? C16 P1 C28 C33 75.55(15) . . . . ? Pd1 P1 C28 C33 -49.11(15) . . . . ? C33 C28 C29 C30 60.9(2) . . . . ? P1 C28 C29 C30 -167.30(14) . . . . ? C28 C29 C30 C31 -58.7(2) . . . . ? C29 C30 C31 C32 55.8(2) . . . . ? C30 C31 C32 C33 -54.5(2) . . . . ? C31 C32 C33 C28 55.5(2) . . . . ? C29 C28 C33 C32 -59.2(2) . . . . ? P1 C28 C33 C32 168.15(14) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 33.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.225 _refine_diff_density_min -1.125 _refine_diff_density_rms 0.109 data_14.CDCl3 _database_code_depnum_ccdc_archive 'CCDC 809252' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H29 Cl2 O2 P Pd, C H Cl3' _chemical_formula_sum 'C36 H30 Cl5 O2 P Pd' _chemical_formula_weight 809.22 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' 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 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 11.9110(3) _cell_length_b 28.4762(8) _cell_length_c 10.9615(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.442(2) _cell_angle_gamma 90.00 _cell_volume 3483.79(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 105925 _cell_measurement_theta_min 3.21 _cell_measurement_theta_max 31.38 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.564 _exptl_crystal_size_mid 0.152 _exptl_crystal_size_min 0.062 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.994 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.719 _exptl_absorpt_correction_T_max 0.940 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_measurement_specimen_support ; glass fibre ; _diffrn_radiation_collimation '0.5 mm double pinhole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_size '0.4 x 8 mm fine focus' _diffrn_source_target Mo _diffrn_source_type 'Bruker-AXS KFF Mo 2K 90\% Ceramic' _diffrn_source_voltage 50 _diffrn_reflns_number 104658 _diffrn_reflns_av_R_equivalents 0.0640 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 31.38 _reflns_number_total 11422 _reflns_number_gt 9297 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Ten low angle disaggreable reflections omitted: 0 4 0, 0 2 1, -1 1 1, 1 1 0, 1 3 0, -1 2 1, 1 0 0, 1 2 0, 0 1 1, 3 2 1. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+2.4098P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11422 _refine_ls_number_parameters 408 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.703021(11) 0.095681(5) 0.708308(12) 0.01540(4) Uani 1 1 d . . . Cl1 Cl 0.86872(4) 0.075367(17) 0.64618(4) 0.02190(9) Uani 1 1 d . . . Cl2 Cl 0.58797(4) 0.119419(18) 0.49493(4) 0.02340(10) Uani 1 1 d . . . P1 P 0.55499(4) 0.113938(16) 0.78320(4) 0.01521(9) Uani 1 1 d . . . O1 O 0.73750(14) -0.16070(5) 0.97044(16) 0.0305(3) Uani 1 1 d . . . O2 O 1.18472(13) 0.19048(5) 1.37552(14) 0.0244(3) Uani 1 1 d . . . C1 C 0.79477(16) 0.07071(7) 0.87791(18) 0.0179(3) Uani 1 1 d . . . C2 C 0.82549(16) 0.03053(7) 0.95403(18) 0.0180(3) Uani 1 1 d . . . C3 C 0.87832(16) 0.07263(7) 1.00310(17) 0.0180(3) Uani 1 1 d . . . C4 C 0.80656(16) -0.01866(7) 0.96240(18) 0.0188(3) Uani 1 1 d . . . C5 C 0.71185(17) -0.04040(7) 0.86340(19) 0.0232(4) Uani 1 1 d . . . H5 H 0.6636 -0.0227 0.7934 0.028 Uiso 1 1 calc R . . C6 C 0.69001(18) -0.08765(7) 0.8694(2) 0.0256(4) Uani 1 1 d . . . H6 H 0.6261 -0.1018 0.8051 0.031 Uiso 1 1 calc R . . C7 C 0.76528(17) -0.11421(7) 0.9738(2) 0.0221(4) Uani 1 1 d . . . C8 C 0.86047(17) -0.09346(7) 1.07159(19) 0.0202(3) Uani 1 1 d . . . H8 H 0.9108 -0.1115 1.1394 0.024 Uiso 1 1 calc R . . C9 C 0.87929(16) -0.04556(7) 1.06664(18) 0.0189(3) Uani 1 1 d . . . H9 H 0.9409 -0.0312 1.1333 0.023 Uiso 1 1 calc R . . C10 C 0.95806(16) 0.10130(6) 1.10300(18) 0.0178(3) Uani 1 1 d . . . C11 C 1.03506(17) 0.08248(7) 1.21935(18) 0.0206(4) Uani 1 1 d . . . H11 H 1.0342 0.0503 1.2341 0.025 Uiso 1 1 calc R . . C12 C 1.11278(17) 0.11109(7) 1.31317(18) 0.0219(4) Uani 1 1 d . . . H12 H 1.1644 0.0983 1.3906 0.026 Uiso 1 1 calc R . . C13 C 1.11292(16) 0.15925(7) 1.29036(18) 0.0193(3) Uani 1 1 d . . . C14 C 1.03552(17) 0.17863(7) 1.17412(18) 0.0216(4) Uani 1 1 d . . . H14 H 1.0356 0.2108 1.1598 0.026 Uiso 1 1 calc R . . C15 C 0.95949(17) 0.14984(7) 1.08128(18) 0.0206(4) Uani 1 1 d . . . H15 H 0.9086 0.1626 1.0035 0.025 Uiso 1 1 calc R . . C16 C 0.8184(2) -0.19056(8) 1.0656(2) 0.0316(5) Uani 1 1 d . . . H16A H 0.8977 -0.1869 1.0628 0.047 Uiso 1 1 calc R . . H16B H 0.7934 -0.2226 1.0474 0.047 Uiso 1 1 calc R . . H16C H 0.8187 -0.1822 1.1505 0.047 Uiso 1 1 calc R . . C17 C 1.26909(19) 0.17238(8) 1.4942(2) 0.0291(4) Uani 1 1 d . . . H17A H 1.2269 0.1563 1.5421 0.044 Uiso 1 1 calc R . . H17B H 1.3143 0.1978 1.5457 0.044 Uiso 1 1 calc R . . H17C H 1.3225 0.1509 1.4744 0.044 Uiso 1 1 calc R . . C18 C 0.42299(16) 0.07793(6) 0.70436(17) 0.0171(3) Uani 1 1 d . . . C19 C 0.42847(18) 0.04268(7) 0.61783(19) 0.0221(4) Uani 1 1 d . . . H19 H 0.4990 0.0381 0.6011 0.027 Uiso 1 1 calc R . . C20 C 0.32949(19) 0.01443(7) 0.55650(19) 0.0245(4) Uani 1 1 d . . . H20 H 0.3345 -0.0094 0.5005 0.029 Uiso 1 1 calc R . . C21 C 0.22349(18) 0.02187(7) 0.57902(19) 0.0237(4) Uani 1 1 d . . . H21 H 0.1567 0.0035 0.5363 0.028 Uiso 1 1 calc R . . C22 C 0.21623(18) 0.05659(8) 0.6650(2) 0.0240(4) Uani 1 1 d . . . H22 H 0.1449 0.0615 0.6800 0.029 Uiso 1 1 calc R . . C23 C 0.31668(18) 0.08410(7) 0.72887(19) 0.0226(4) Uani 1 1 d . . . H23 H 0.3126 0.1068 0.7883 0.027 Uiso 1 1 calc R . . C24 C 0.59230(16) 0.10442(7) 0.95708(17) 0.0177(3) Uani 1 1 d . . . C25 C 0.57222(18) 0.06134(7) 1.00536(19) 0.0237(4) Uani 1 1 d . . . H25 H 0.5298 0.0381 0.9483 0.028 Uiso 1 1 calc R . . C26 C 0.6154(2) 0.05288(8) 1.1389(2) 0.0290(4) Uani 1 1 d . . . H26 H 0.6025 0.0238 1.1703 0.035 Uiso 1 1 calc R . . C27 C 0.6773(2) 0.08736(8) 1.2253(2) 0.0268(4) Uani 1 1 d . . . H27 H 0.7050 0.0817 1.3145 0.032 Uiso 1 1 calc R . . C28 C 0.69760(19) 0.13051(8) 1.17781(19) 0.0263(4) Uani 1 1 d . . . H28 H 0.7393 0.1538 1.2353 0.032 Uiso 1 1 calc R . . C29 C 0.65598(18) 0.13900(7) 1.04486(18) 0.0223(4) Uani 1 1 d . . . H29 H 0.6705 0.1679 1.0137 0.027 Uiso 1 1 calc R . . C30 C 0.51252(16) 0.17564(6) 0.76489(17) 0.0177(3) Uani 1 1 d . . . C31 C 0.44076(17) 0.19448(7) 0.83003(19) 0.0225(4) Uani 1 1 d . . . H31 H 0.4137 0.1752 0.8825 0.027 Uiso 1 1 calc R . . C32 C 0.4096(2) 0.24159(8) 0.8171(2) 0.0283(4) Uani 1 1 d . . . H32 H 0.3605 0.2537 0.8593 0.034 Uiso 1 1 calc R . . C33 C 0.4518(2) 0.27080(7) 0.7410(2) 0.0296(5) Uani 1 1 d . . . H33 H 0.4316 0.3025 0.7330 0.035 Uiso 1 1 calc R . . C34 C 0.5237(2) 0.25273(7) 0.6775(2) 0.0267(4) Uani 1 1 d . . . H34 H 0.5520 0.2723 0.6267 0.032 Uiso 1 1 calc R . . C35 C 0.55416(17) 0.20533(7) 0.68876(18) 0.0213(4) Uani 1 1 d . . . H35 H 0.6025 0.1934 0.6453 0.026 Uiso 1 1 calc R . . C36 C 0.85332(19) 0.30639(8) 0.0633(2) 0.0268(4) Uani 1 1 d . . . H36 H 0.8174 0.3378 0.0502 0.032 Uiso 1 1 calc R . . Cl3 Cl 0.87425(5) 0.28780(2) 0.22320(5) 0.03659(13) Uani 1 1 d . . . Cl4 Cl 0.75588(6) 0.26769(2) -0.04902(6) 0.04161(14) Uani 1 1 d . . . Cl5 Cl 0.99109(6) 0.30899(3) 0.03827(8) 0.05007(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01592(6) 0.01643(7) 0.01363(6) -0.00106(5) 0.00486(5) 0.00014(5) Cl1 0.01831(19) 0.0262(2) 0.0219(2) -0.00440(17) 0.00794(16) 0.00052(17) Cl2 0.0242(2) 0.0303(3) 0.01504(18) 0.00103(17) 0.00600(16) 0.00275(18) P1 0.01689(19) 0.0148(2) 0.01407(19) -0.00031(16) 0.00558(16) 0.00079(16) O1 0.0279(7) 0.0177(7) 0.0394(9) 0.0019(6) 0.0036(6) -0.0031(6) O2 0.0248(7) 0.0198(7) 0.0211(6) -0.0009(5) -0.0013(5) -0.0039(5) C1 0.0166(7) 0.0185(9) 0.0197(8) -0.0005(7) 0.0080(6) 0.0022(6) C2 0.0160(7) 0.0190(9) 0.0190(8) 0.0002(7) 0.0060(6) 0.0025(6) C3 0.0166(7) 0.0191(9) 0.0181(8) -0.0001(7) 0.0058(6) 0.0016(6) C4 0.0180(8) 0.0179(9) 0.0211(8) -0.0012(7) 0.0075(7) 0.0012(6) C5 0.0201(8) 0.0225(9) 0.0226(9) -0.0001(7) 0.0019(7) 0.0010(7) C6 0.0215(9) 0.0210(10) 0.0282(10) -0.0016(8) 0.0011(8) -0.0027(7) C7 0.0212(8) 0.0175(9) 0.0270(9) -0.0001(7) 0.0076(7) -0.0012(7) C8 0.0184(8) 0.0209(9) 0.0210(8) 0.0030(7) 0.0066(7) 0.0017(7) C9 0.0172(8) 0.0212(9) 0.0183(8) -0.0006(7) 0.0061(6) -0.0002(7) C10 0.0172(8) 0.0184(9) 0.0173(8) -0.0002(6) 0.0051(6) -0.0004(6) C11 0.0226(8) 0.0169(8) 0.0203(8) 0.0015(7) 0.0048(7) 0.0011(7) C12 0.0226(9) 0.0210(9) 0.0174(8) 0.0025(7) 0.0011(7) -0.0003(7) C13 0.0187(8) 0.0191(9) 0.0180(8) -0.0011(7) 0.0038(6) -0.0017(7) C14 0.0229(9) 0.0182(9) 0.0205(8) 0.0015(7) 0.0037(7) 0.0008(7) C15 0.0208(8) 0.0204(9) 0.0176(8) 0.0031(7) 0.0030(7) 0.0026(7) C16 0.0333(11) 0.0203(10) 0.0418(12) 0.0067(9) 0.0141(10) 0.0002(8) C17 0.0254(10) 0.0286(11) 0.0236(9) 0.0007(8) -0.0036(8) -0.0023(8) C18 0.0194(8) 0.0149(8) 0.0164(7) 0.0020(6) 0.0057(6) 0.0001(6) C19 0.0238(9) 0.0217(9) 0.0217(8) -0.0037(7) 0.0091(7) -0.0011(7) C20 0.0293(10) 0.0217(10) 0.0223(9) -0.0069(7) 0.0087(8) -0.0035(8) C21 0.0242(9) 0.0232(10) 0.0215(9) -0.0002(7) 0.0054(7) -0.0053(7) C22 0.0215(9) 0.0277(10) 0.0246(9) -0.0017(8) 0.0103(7) -0.0036(7) C23 0.0244(9) 0.0228(9) 0.0225(9) -0.0033(7) 0.0106(7) -0.0021(7) C24 0.0182(8) 0.0199(9) 0.0159(7) -0.0001(6) 0.0071(6) 0.0025(6) C25 0.0286(9) 0.0225(10) 0.0189(8) 0.0023(7) 0.0070(7) -0.0037(8) C26 0.0356(11) 0.0284(11) 0.0232(9) 0.0080(8) 0.0106(8) -0.0022(9) C27 0.0310(10) 0.0329(11) 0.0175(8) 0.0024(8) 0.0098(8) 0.0037(8) C28 0.0348(11) 0.0234(10) 0.0178(8) -0.0046(7) 0.0053(8) 0.0034(8) C29 0.0279(9) 0.0190(9) 0.0190(8) -0.0015(7) 0.0069(7) 0.0015(7) C30 0.0172(8) 0.0157(8) 0.0170(8) -0.0004(6) 0.0018(6) 0.0011(6) C31 0.0237(9) 0.0212(9) 0.0219(9) -0.0011(7) 0.0071(7) 0.0031(7) C32 0.0303(10) 0.0228(10) 0.0297(10) -0.0035(8) 0.0079(8) 0.0074(8) C33 0.0359(11) 0.0160(9) 0.0277(10) 0.0002(8) -0.0004(8) 0.0034(8) C34 0.0330(10) 0.0196(9) 0.0221(9) 0.0028(7) 0.0027(8) -0.0039(8) C35 0.0222(9) 0.0214(9) 0.0174(8) -0.0006(7) 0.0035(7) -0.0044(7) C36 0.0271(10) 0.0273(10) 0.0270(10) -0.0009(8) 0.0108(8) 0.0019(8) Cl3 0.0351(3) 0.0505(4) 0.0235(2) 0.0025(2) 0.0095(2) 0.0068(2) Cl4 0.0505(3) 0.0364(3) 0.0302(3) -0.0064(2) 0.0044(2) -0.0041(3) Cl5 0.0426(3) 0.0514(4) 0.0702(5) 0.0129(4) 0.0372(3) 0.0042(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.9331(18) . ? Pd1 P1 2.2503(5) . ? Pd1 Cl2 2.3594(5) . ? Pd1 Cl1 2.3733(5) . ? P1 C24 1.8199(18) . ? P1 C30 1.8200(19) . ? P1 C18 1.8224(19) . ? O1 C7 1.362(2) . ? O1 C16 1.428(3) . ? O2 C13 1.355(2) . ? O2 C17 1.434(2) . ? C1 C3 1.387(2) . ? C1 C2 1.388(3) . ? C2 C3 1.373(3) . ? C2 C4 1.427(3) . ? C3 C10 1.429(3) . ? C4 C9 1.397(3) . ? C4 C5 1.406(3) . ? C5 C6 1.376(3) . ? C5 H5 0.9300 . ? C6 C7 1.403(3) . ? C6 H6 0.9300 . ? C7 C8 1.391(3) . ? C8 C9 1.386(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.392(3) . ? C10 C15 1.404(3) . ? C11 C12 1.383(3) . ? C11 H11 0.9300 . ? C12 C13 1.394(3) . ? C12 H12 0.9300 . ? C13 C14 1.399(3) . ? C14 C15 1.372(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C23 1.394(3) . ? C18 C19 1.398(3) . ? C19 C20 1.391(3) . ? C19 H19 0.9300 . ? C20 C21 1.385(3) . ? C20 H20 0.9300 . ? C21 C22 1.389(3) . ? C21 H21 0.9300 . ? C22 C23 1.397(3) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.390(3) . ? C24 C29 1.400(3) . ? C25 C26 1.392(3) . ? C25 H25 0.9300 . ? C26 C27 1.385(3) . ? C26 H26 0.9300 . ? C27 C28 1.388(3) . ? C27 H27 0.9300 . ? C28 C29 1.387(3) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C35 1.395(3) . ? C30 C31 1.398(3) . ? C31 C32 1.386(3) . ? C31 H31 0.9300 . ? C32 C33 1.390(3) . ? C32 H32 0.9300 . ? C33 C34 1.378(3) . ? C33 H33 0.9300 . ? C34 C35 1.392(3) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 Cl4 1.755(2) . ? C36 Cl5 1.757(2) . ? C36 Cl3 1.764(2) . ? C36 H36 0.9800 . ? 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 Pd1 P1 89.20(5) . . ? C1 Pd1 Cl2 175.06(6) . . ? P1 Pd1 Cl2 92.156(17) . . ? C1 Pd1 Cl1 86.49(5) . . ? P1 Pd1 Cl1 175.591(17) . . ? Cl2 Pd1 Cl1 92.216(17) . . ? C24 P1 C30 102.47(8) . . ? C24 P1 C18 105.52(8) . . ? C30 P1 C18 109.29(8) . . ? C24 P1 Pd1 114.32(6) . . ? C30 P1 Pd1 113.94(6) . . ? C18 P1 Pd1 110.68(6) . . ? C7 O1 C16 117.62(16) . . ? C13 O2 C17 117.58(16) . . ? C3 C1 C2 59.34(13) . . ? C3 C1 Pd1 155.03(15) . . ? C2 C1 Pd1 145.41(15) . . ? C3 C2 C1 60.28(13) . . ? C3 C2 C4 153.24(18) . . ? C1 C2 C4 146.48(18) . . ? C2 C3 C1 60.37(13) . . ? C2 C3 C10 152.87(18) . . ? C1 C3 C10 146.75(18) . . ? C9 C4 C5 119.40(18) . . ? C9 C4 C2 121.60(17) . . ? C5 C4 C2 118.99(17) . . ? C6 C5 C4 120.48(18) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 119.24(18) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? O1 C7 C8 123.96(18) . . ? O1 C7 C6 114.97(17) . . ? C8 C7 C6 121.07(18) . . ? C9 C8 C7 119.15(17) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C4 120.59(17) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? C11 C10 C15 119.43(17) . . ? C11 C10 C3 122.08(17) . . ? C15 C10 C3 118.48(16) . . ? C12 C11 C10 120.67(18) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 119.24(17) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? O2 C13 C12 124.20(17) . . ? O2 C13 C14 115.15(17) . . ? C12 C13 C14 120.64(17) . . ? C15 C14 C13 119.60(18) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C10 120.42(17) . . ? C14 C15 H15 119.8 . . ? C10 C15 H15 119.8 . . ? O1 C16 H16A 109.5 . . ? O1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 C17 H17A 109.5 . . ? O2 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O2 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C18 C19 118.81(17) . . ? C23 C18 P1 121.93(14) . . ? C19 C18 P1 119.26(14) . . ? C20 C19 C18 120.70(18) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C21 C20 C19 119.80(18) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 120.43(18) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C23 119.59(18) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C18 C23 C22 120.63(18) . . ? C18 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C25 C24 C29 118.88(17) . . ? C25 C24 P1 121.25(14) . . ? C29 C24 P1 119.38(14) . . ? C24 C25 C26 120.25(19) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 120.6(2) . . ? C27 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C26 C27 C28 119.45(19) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C29 C28 C27 120.22(19) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C24 120.57(19) . . ? C28 C29 H29 119.7 . . ? C24 C29 H29 119.7 . . ? C35 C30 C31 118.79(18) . . ? C35 C30 P1 120.51(15) . . ? C31 C30 P1 120.67(15) . . ? C32 C31 C30 120.6(2) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 120.0(2) . . ? C31 C32 H32 120.0 . . ? C33 C32 H32 120.0 . . ? C34 C33 C32 119.89(19) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 120.4(2) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C34 C35 C30 120.33(19) . . ? C34 C35 H35 119.8 . . ? C30 C35 H35 119.8 . . ? Cl4 C36 Cl5 110.00(12) . . ? Cl4 C36 Cl3 109.75(12) . . ? Cl5 C36 Cl3 110.62(12) . . ? Cl4 C36 H36 108.8 . . ? Cl5 C36 H36 108.8 . . ? Cl3 C36 H36 108.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl2 Pd1 P1 C24 -178.30(7) . . . . ? Cl1 Pd1 P1 C24 -5.7(3) . . . . ? C1 Pd1 P1 C30 123.84(8) . . . . ? Cl2 Pd1 P1 C30 -60.91(6) . . . . ? C1 Pd1 P1 C18 -112.52(8) . . . . ? Cl2 Pd1 P1 C18 62.73(6) . . . . ? P1 Pd1 C1 C3 -93.5(3) . . . . ? Cl1 Pd1 C1 C3 85.6(3) . . . . ? P1 Pd1 C1 C2 95.9(2) . . . . ? Cl1 Pd1 C1 C2 -85.0(2) . . . . ? Pd1 C1 C2 C3 175.4(3) . . . . ? C3 C1 C2 C4 179.6(3) . . . . ? Pd1 C1 C2 C4 -5.0(5) . . . . ? C4 C2 C3 C1 -179.5(4) . . . . ? C1 C2 C3 C10 179.9(4) . . . . ? C4 C2 C3 C10 0.4(7) . . . . ? Pd1 C1 C3 C2 -173.8(3) . . . . ? C2 C1 C3 C10 -179.9(3) . . . . ? Pd1 C1 C3 C10 6.3(6) . . . . ? C3 C2 C4 C9 -9.6(5) . . . . ? C1 C2 C4 C9 171.3(3) . . . . ? C3 C2 C4 C5 170.1(3) . . . . ? C1 C2 C4 C5 -9.1(4) . . . . ? C9 C4 C5 C6 0.6(3) . . . . ? C2 C4 C5 C6 -179.05(19) . . . . ? C4 C5 C6 C7 -1.7(3) . . . . ? C16 O1 C7 C8 -6.8(3) . . . . ? C16 O1 C7 C6 173.09(19) . . . . ? C5 C6 C7 O1 -179.2(2) . . . . ? C5 C6 C7 C8 0.7(3) . . . . ? O1 C7 C8 C9 -178.78(19) . . . . ? C6 C7 C8 C9 1.3(3) . . . . ? C7 C8 C9 C4 -2.4(3) . . . . ? C5 C4 C9 C8 1.4(3) . . . . ? C2 C4 C9 C8 -178.90(18) . . . . ? C2 C3 C10 C11 5.1(5) . . . . ? C1 C3 C10 C11 -175.1(3) . . . . ? C2 C3 C10 C15 -176.0(3) . . . . ? C1 C3 C10 C15 3.9(4) . . . . ? C15 C10 C11 C12 -0.1(3) . . . . ? C3 C10 C11 C12 178.79(18) . . . . ? C10 C11 C12 C13 0.3(3) . . . . ? C17 O2 C13 C12 2.6(3) . . . . ? C17 O2 C13 C14 -177.70(18) . . . . ? C11 C12 C13 O2 179.69(18) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? O2 C13 C14 C15 179.75(18) . . . . ? C12 C13 C14 C15 -0.6(3) . . . . ? C13 C14 C15 C10 0.7(3) . . . . ? C11 C10 C15 C14 -0.4(3) . . . . ? C3 C10 C15 C14 -179.37(18) . . . . ? C24 P1 C18 C23 59.21(18) . . . . ? C30 P1 C18 C23 -50.34(18) . . . . ? Pd1 P1 C18 C23 -176.62(14) . . . . ? C24 P1 C18 C19 -120.02(15) . . . . ? C30 P1 C18 C19 130.42(15) . . . . ? Pd1 P1 C18 C19 4.15(17) . . . . ? C23 C18 C19 C20 0.4(3) . . . . ? P1 C18 C19 C20 179.70(15) . . . . ? C18 C19 C20 C21 1.4(3) . . . . ? C19 C20 C21 C22 -1.6(3) . . . . ? C20 C21 C22 C23 0.1(3) . . . . ? C19 C18 C23 C22 -2.0(3) . . . . ? P1 C18 C23 C22 178.72(15) . . . . ? C21 C22 C23 C18 1.8(3) . . . . ? C30 P1 C24 C25 147.51(16) . . . . ? C18 P1 C24 C25 33.15(18) . . . . ? Pd1 P1 C24 C25 -88.70(16) . . . . ? C30 P1 C24 C29 -40.61(17) . . . . ? C18 P1 C24 C29 -154.97(15) . . . . ? Pd1 P1 C24 C29 83.18(16) . . . . ? C29 C24 C25 C26 -0.3(3) . . . . ? P1 C24 C25 C26 171.66(17) . . . . ? C24 C25 C26 C27 0.9(3) . . . . ? C25 C26 C27 C28 -0.9(3) . . . . ? C26 C27 C28 C29 0.2(3) . . . . ? C27 C28 C29 C24 0.5(3) . . . . ? C25 C24 C29 C28 -0.4(3) . . . . ? P1 C24 C29 C28 -172.51(16) . . . . ? C24 P1 C30 C35 135.43(15) . . . . ? C18 P1 C30 C35 -112.99(15) . . . . ? Pd1 P1 C30 C35 11.39(16) . . . . ? C24 P1 C30 C31 -42.54(17) . . . . ? C18 P1 C30 C31 69.03(17) . . . . ? Pd1 P1 C30 C31 -166.58(13) . . . . ? C35 C30 C31 C32 1.3(3) . . . . ? P1 C30 C31 C32 179.28(15) . . . . ? C30 C31 C32 C33 -1.3(3) . . . . ? C31 C32 C33 C34 0.6(3) . . . . ? C32 C33 C34 C35 0.2(3) . . . . ? C33 C34 C35 C30 -0.2(3) . . . . ? C31 C30 C35 C34 -0.5(3) . . . . ? P1 C30 C35 C34 -178.51(14) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 31.38 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.869 _refine_diff_density_min -1.046 _refine_diff_density_rms 0.091 data_15 _database_code_depnum_ccdc_archive 'CCDC 809253' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H23 Cl2 F2 P Pd' _chemical_formula_sum 'C33 H23 Cl2 F2 P Pd' _chemical_formula_weight 665.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.9931(6) _cell_length_b 14.9088(9) _cell_length_c 18.2358(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2716.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 19568 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.79 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.975 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5611 _exptl_absorpt_correction_T_max 0.8289 _exptl_absorpt_process_details 'SADABS 2008/2 (Sheldrick, G.M., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_measurement_specimen_support ; glass fibre ; _diffrn_radiation_collimation '0.5 mm double pinhole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_size '0.4 x 8 mm fine focus' _diffrn_source_target Mo _diffrn_source_type 'Bruker-AXS KFF Mo 2K 90\% Ceramic' _diffrn_source_voltage 50 _diffrn_reflns_number 19524 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 28.79 _reflns_number_total 6782 _reflns_number_gt 6132 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II (Bruker-AXS, 2007)' _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0300P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), 2827 Friedel pairs' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 6782 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0390 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0664 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.13789(2) 0.550523(15) 0.787967(12) 0.01302(6) Uani 1 1 d . . . Cl1 Cl 0.35635(8) 0.56098(5) 0.73951(4) 0.02000(15) Uani 1 1 d . . . Cl2 Cl 0.04060(8) 0.59688(6) 0.67778(4) 0.02409(18) Uani 1 1 d . . . P1 P -0.07140(7) 0.54785(6) 0.83457(4) 0.01287(14) Uani 1 1 d . . . F1 F 0.0003(2) 0.15664(14) 1.07859(11) 0.0320(5) Uani 1 1 d . . . F2 F 0.7243(2) 0.72640(15) 1.03574(13) 0.0397(6) Uani 1 1 d . . . C1 C 0.2191(3) 0.5048(2) 0.87719(17) 0.0163(6) Uani 1 1 d . . . C2 C 0.2278(3) 0.4443(2) 0.93438(16) 0.0177(6) Uani 1 1 d . . . C3 C 0.3164(3) 0.5140(2) 0.93044(17) 0.0170(7) Uani 1 1 d . . . C4 C 0.1740(3) 0.3667(2) 0.97189(17) 0.0155(6) Uani 1 1 d . . . C5 C 0.0932(3) 0.3073(2) 0.93375(17) 0.0184(7) Uani 1 1 d . . . H5 H 0.0777 0.3159 0.8828 0.022 Uiso 1 1 calc R . . C6 C 0.0355(3) 0.2359(2) 0.96946(18) 0.0204(7) Uani 1 1 d . . . H6 H -0.0192 0.1946 0.9435 0.024 Uiso 1 1 calc R . . C7 C 0.0582(3) 0.2255(2) 1.04333(18) 0.0177(7) Uani 1 1 d . . . C8 C 0.1391(4) 0.2832(2) 1.08292(17) 0.0210(7) Uani 1 1 d . . . H8 H 0.1542 0.2742 1.1338 0.025 Uiso 1 1 calc R . . C9 C 0.1971(3) 0.3543(2) 1.04634(17) 0.0184(7) Uani 1 1 d . . . H9 H 0.2531 0.3949 1.0722 0.022 Uiso 1 1 calc R . . C10 C 0.4251(3) 0.5662(2) 0.95792(17) 0.0176(7) Uani 1 1 d . . . C11 C 0.4906(3) 0.5444(3) 1.02330(17) 0.0211(6) Uani 1 1 d . . . H11 H 0.4648 0.4923 1.0498 0.025 Uiso 1 1 calc R . . C12 C 0.5926(3) 0.5983(3) 1.04960(19) 0.0263(8) Uani 1 1 d . . . H12 H 0.6369 0.5844 1.0943 0.032 Uiso 1 1 calc R . . C13 C 0.6279(4) 0.6720(2) 1.0095(2) 0.0279(8) Uani 1 1 d . . . C14 C 0.5665(4) 0.6960(2) 0.9446(2) 0.0310(9) Uani 1 1 d . . . H14 H 0.5934 0.7482 0.9186 0.037 Uiso 1 1 calc R . . C15 C 0.4654(3) 0.6423(2) 0.91863(19) 0.0226(7) Uani 1 1 d . . . H15 H 0.4225 0.6568 0.8737 0.027 Uiso 1 1 calc R . . C16 C -0.0848(3) 0.5256(2) 0.93300(17) 0.0152(6) Uani 1 1 d . . . C17 C -0.1648(3) 0.4572(2) 0.95985(16) 0.0178(6) Uani 1 1 d . . . H17 H -0.2195 0.4240 0.9270 0.021 Uiso 1 1 calc R . . C18 C -0.1659(3) 0.4362(2) 1.03477(17) 0.0232(7) Uani 1 1 d . . . H18 H -0.2202 0.3886 1.0525 0.028 Uiso 1 1 calc R . . C19 C -0.0876(3) 0.4852(2) 1.08270(18) 0.0240(8) Uani 1 1 d . . . H19 H -0.0880 0.4714 1.1335 0.029 Uiso 1 1 calc R . . C20 C -0.0087(3) 0.5544(3) 1.05666(17) 0.0242(7) Uani 1 1 d . . . H20 H 0.0440 0.5883 1.0900 0.029 Uiso 1 1 calc R . . C21 C -0.0056(3) 0.5748(2) 0.98266(17) 0.0172(7) Uani 1 1 d . . . H21 H 0.0498 0.6220 0.9654 0.021 Uiso 1 1 calc R . . C22 C -0.1561(3) 0.6537(2) 0.81754(17) 0.0159(6) Uani 1 1 d . . . C23 C -0.1300(3) 0.7282(2) 0.86083(18) 0.0210(7) Uani 1 1 d . . . H23 H -0.0746 0.7221 0.9029 0.025 Uiso 1 1 calc R . . C24 C -0.1836(3) 0.8115(2) 0.8436(2) 0.0282(8) Uani 1 1 d . . . H24 H -0.1642 0.8619 0.8737 0.034 Uiso 1 1 calc R . . C25 C -0.2650(3) 0.8215(2) 0.7828(2) 0.0253(8) Uani 1 1 d . . . H25 H -0.3020 0.8784 0.7712 0.030 Uiso 1 1 calc R . . C26 C -0.2919(3) 0.7484(2) 0.73955(19) 0.0265(8) Uani 1 1 d . . . H26 H -0.3486 0.7550 0.6981 0.032 Uiso 1 1 calc R . . C27 C -0.2373(3) 0.6652(2) 0.75543(19) 0.0237(7) Uani 1 1 d . . . H27 H -0.2550 0.6157 0.7241 0.028 Uiso 1 1 calc R . . C28 C -0.1719(3) 0.46081(19) 0.79236(16) 0.0145(6) Uani 1 1 d . . . C29 C -0.3113(3) 0.4633(2) 0.79424(17) 0.0175(6) Uani 1 1 d . . . H29 H -0.3563 0.5130 0.8156 0.021 Uiso 1 1 calc R . . C30 C -0.3837(3) 0.3930(2) 0.76485(18) 0.0232(8) Uani 1 1 d . . . H30 H -0.4787 0.3953 0.7655 0.028 Uiso 1 1 calc R . . C31 C -0.3204(4) 0.3198(2) 0.73469(18) 0.0239(8) Uani 1 1 d . . . H31 H -0.3715 0.2720 0.7147 0.029 Uiso 1 1 calc R . . C32 C -0.1825(4) 0.3161(2) 0.73358(19) 0.0250(8) Uani 1 1 d . . . H32 H -0.1387 0.2649 0.7139 0.030 Uiso 1 1 calc R . . C33 C -0.1072(3) 0.3874(2) 0.76135(17) 0.0173(7) Uani 1 1 d . . . H33 H -0.0123 0.3858 0.7590 0.021 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01531(9) 0.01339(10) 0.01035(11) 0.00194(9) 0.00063(9) 0.00089(10) Cl1 0.0188(3) 0.0207(4) 0.0205(4) 0.0036(3) 0.0058(3) 0.0012(4) Cl2 0.0255(4) 0.0344(5) 0.0124(4) 0.0050(3) -0.0003(3) 0.0029(3) P1 0.0146(3) 0.0132(3) 0.0109(4) -0.0003(3) -0.0009(3) 0.0011(3) F1 0.0420(13) 0.0264(11) 0.0278(12) 0.0066(9) -0.0041(10) -0.0128(10) F2 0.0318(12) 0.0385(14) 0.0488(15) -0.0163(11) -0.0022(11) -0.0119(11) C1 0.0169(14) 0.0169(15) 0.0150(17) 0.0005(12) 0.0030(12) 0.0035(12) C2 0.0173(13) 0.0204(15) 0.0153(16) 0.0009(14) -0.0002(11) 0.0049(14) C3 0.0159(14) 0.0193(15) 0.0159(17) 0.0041(13) 0.0027(12) 0.0046(12) C4 0.0163(15) 0.0163(15) 0.0139(16) 0.0040(12) 0.0006(12) 0.0006(12) C5 0.0230(15) 0.0225(17) 0.0096(16) -0.0002(13) -0.0005(12) 0.0047(13) C6 0.0262(17) 0.0154(15) 0.0194(18) -0.0055(13) -0.0030(14) -0.0034(13) C7 0.0202(15) 0.0152(15) 0.0177(17) 0.0054(13) 0.0001(13) -0.0025(13) C8 0.0284(16) 0.0235(16) 0.0113(16) 0.0079(12) -0.0015(15) -0.0026(16) C9 0.0191(15) 0.0173(16) 0.0189(18) -0.0010(13) -0.0055(13) -0.0030(13) C10 0.0175(14) 0.0145(16) 0.0206(17) -0.0014(13) 0.0025(12) 0.0010(12) C11 0.0216(15) 0.0227(16) 0.0191(16) -0.0017(15) -0.0017(12) -0.0004(15) C12 0.0247(17) 0.034(2) 0.0200(19) -0.0071(16) -0.0049(14) 0.0019(15) C13 0.0195(16) 0.0285(19) 0.036(2) -0.0132(16) 0.0043(16) -0.0039(16) C14 0.030(2) 0.0225(19) 0.040(2) -0.0028(17) 0.0069(17) -0.0023(16) C15 0.0255(17) 0.0225(18) 0.0197(19) 0.0020(14) 0.0032(14) 0.0033(14) C16 0.0167(14) 0.0155(16) 0.0136(16) 0.0018(12) 0.0002(12) 0.0053(11) C17 0.0168(14) 0.0219(16) 0.0147(15) -0.0031(14) -0.0008(11) -0.0014(13) C18 0.0246(17) 0.0274(19) 0.0176(17) 0.0046(14) 0.0036(13) -0.0023(14) C19 0.0298(17) 0.035(2) 0.0072(16) 0.0002(14) 0.0022(13) 0.0052(15) C20 0.0302(17) 0.0287(18) 0.0137(16) -0.0072(16) -0.0044(13) -0.0017(17) C21 0.0222(15) 0.0153(16) 0.0140(16) -0.0009(12) -0.0015(12) -0.0016(12) C22 0.0141(14) 0.0157(14) 0.0178(16) 0.0021(12) 0.0018(12) 0.0024(12) C23 0.0184(14) 0.0205(15) 0.0240(18) -0.0027(13) -0.0046(14) 0.0045(14) C24 0.0239(17) 0.0190(17) 0.042(2) -0.0041(16) -0.0016(16) -0.0009(14) C25 0.0199(15) 0.0143(15) 0.042(2) 0.0097(16) 0.0023(17) 0.0031(12) C26 0.0270(18) 0.0274(19) 0.025(2) 0.0085(15) -0.0047(15) 0.0065(15) C27 0.0287(18) 0.0189(17) 0.0235(19) 0.0004(14) -0.0055(15) 0.0058(14) C28 0.0183(13) 0.0146(14) 0.0106(14) 0.0030(13) -0.0018(11) -0.0001(11) C29 0.0199(13) 0.0158(15) 0.0167(16) -0.0009(13) -0.0020(12) 0.0004(12) C30 0.0212(17) 0.0249(17) 0.0236(19) 0.0043(14) -0.0090(13) -0.0026(13) C31 0.0354(19) 0.0192(16) 0.0171(18) 0.0004(13) -0.0066(14) -0.0081(14) C32 0.0361(19) 0.0174(16) 0.022(2) -0.0021(14) 0.0019(14) 0.0011(14) C33 0.0218(16) 0.0168(15) 0.0134(16) 0.0020(12) 0.0003(12) 0.0005(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.942(3) . ? Pd1 P1 2.2579(7) . ? Pd1 Cl2 2.3367(8) . ? Pd1 Cl1 2.3603(8) . ? P1 C28 1.812(3) . ? P1 C22 1.817(3) . ? P1 C16 1.830(3) . ? F1 C7 1.342(4) . ? F2 C13 1.347(4) . ? C1 C3 1.381(4) . ? C1 C2 1.382(4) . ? C2 C3 1.367(4) . ? C2 C4 1.447(4) . ? C3 C10 1.428(4) . ? C4 C5 1.386(4) . ? C4 C9 1.390(4) . ? C5 C6 1.375(4) . ? C5 H5 0.9500 . ? C6 C7 1.375(4) . ? C6 H6 0.9500 . ? C7 C8 1.384(4) . ? C8 C9 1.380(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.398(4) . ? C10 C15 1.401(4) . ? C11 C12 1.384(5) . ? C11 H11 0.9500 . ? C12 C13 1.366(5) . ? C12 H12 0.9500 . ? C13 C14 1.381(5) . ? C14 C15 1.373(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.385(4) . ? C16 C21 1.409(4) . ? C17 C18 1.401(4) . ? C17 H17 0.9500 . ? C18 C19 1.382(5) . ? C18 H18 0.9500 . ? C19 C20 1.382(5) . ? C19 H19 0.9500 . ? C20 C21 1.384(4) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.388(4) . ? C22 C27 1.404(4) . ? C23 C24 1.388(5) . ? C23 H23 0.9500 . ? C24 C25 1.383(5) . ? C24 H24 0.9500 . ? C25 C26 1.372(5) . ? C25 H25 0.9500 . ? C26 C27 1.386(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.391(4) . ? C28 C29 1.395(4) . ? C29 C30 1.381(4) . ? C29 H29 0.9500 . ? C30 C31 1.376(5) . ? C30 H30 0.9500 . ? C31 C32 1.379(5) . ? C31 H31 0.9500 . ? C32 C33 1.398(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? 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 Pd1 P1 93.75(9) . . ? C1 Pd1 Cl2 176.60(10) . . ? P1 Pd1 Cl2 86.76(3) . . ? C1 Pd1 Cl1 87.16(9) . . ? P1 Pd1 Cl1 177.22(3) . . ? Cl2 Pd1 Cl1 92.48(3) . . ? C28 P1 C22 106.92(14) . . ? C28 P1 C16 104.25(14) . . ? C22 P1 C16 106.92(14) . . ? C28 P1 Pd1 111.46(10) . . ? C22 P1 Pd1 110.60(10) . . ? C16 P1 Pd1 116.11(10) . . ? C3 C1 C2 59.3(2) . . ? C3 C1 Pd1 148.1(3) . . ? C2 C1 Pd1 152.6(3) . . ? C3 C2 C1 60.3(2) . . ? C3 C2 C4 150.8(3) . . ? C1 C2 C4 148.8(3) . . ? C2 C3 C1 60.4(2) . . ? C2 C3 C10 152.8(3) . . ? C1 C3 C10 146.8(3) . . ? C5 C4 C9 120.1(3) . . ? C5 C4 C2 119.3(3) . . ? C9 C4 C2 120.4(3) . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 118.9(3) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? F1 C7 C6 119.0(3) . . ? F1 C7 C8 118.5(3) . . ? C6 C7 C8 122.5(3) . . ? C9 C8 C7 118.1(3) . . ? C9 C8 H8 121.0 . . ? C7 C8 H8 121.0 . . ? C8 C9 C4 120.3(3) . . ? C8 C9 H9 119.8 . . ? C4 C9 H9 119.8 . . ? C11 C10 C15 119.4(3) . . ? C11 C10 C3 121.9(3) . . ? C15 C10 C3 118.8(3) . . ? C12 C11 C10 120.3(3) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 118.1(3) . . ? C13 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? F2 C13 C12 118.6(3) . . ? F2 C13 C14 117.8(3) . . ? C12 C13 C14 123.6(3) . . ? C15 C14 C13 118.1(3) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? C14 C15 C10 120.5(3) . . ? C14 C15 H15 119.7 . . ? C10 C15 H15 119.7 . . ? C17 C16 C21 118.7(3) . . ? C17 C16 P1 121.5(2) . . ? C21 C16 P1 119.7(2) . . ? C16 C17 C18 120.9(3) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? C19 C18 C17 119.6(3) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C20 C19 C18 120.0(3) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 120.8(3) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C20 C21 C16 120.0(3) . . ? C20 C21 H21 120.0 . . ? C16 C21 H21 120.0 . . ? C23 C22 C27 118.0(3) . . ? C23 C22 P1 120.7(2) . . ? C27 C22 P1 120.9(2) . . ? C22 C23 C24 121.0(3) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C23 120.3(3) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C26 C25 C24 119.4(3) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 120.9(3) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C26 C27 C22 120.4(3) . . ? C26 C27 H27 119.8 . . ? C22 C27 H27 119.8 . . ? C33 C28 C29 119.7(3) . . ? C33 C28 P1 118.6(2) . . ? C29 C28 P1 121.6(2) . . ? C30 C29 C28 119.6(3) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C31 C30 C29 121.0(3) . . ? C31 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? C30 C31 C32 119.8(3) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C31 C32 C33 120.1(3) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C28 C33 C32 119.7(3) . . ? C28 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Pd1 P1 C28 -109.65(14) . . . . ? Cl2 Pd1 P1 C28 66.98(10) . . . . ? C1 Pd1 P1 C22 131.54(14) . . . . ? Cl2 Pd1 P1 C22 -51.82(11) . . . . ? C1 Pd1 P1 C16 9.50(15) . . . . ? Cl2 Pd1 P1 C16 -173.86(11) . . . . ? P1 Pd1 C1 C3 -129.2(4) . . . . ? Cl1 Pd1 C1 C3 48.1(4) . . . . ? P1 Pd1 C1 C2 49.9(5) . . . . ? Cl1 Pd1 C1 C2 -132.7(5) . . . . ? Pd1 C1 C2 C3 -179.5(6) . . . . ? C3 C1 C2 C4 176.3(6) . . . . ? Pd1 C1 C2 C4 -3.2(10) . . . . ? C4 C2 C3 C1 -176.1(6) . . . . ? C1 C2 C3 C10 176.7(7) . . . . ? C4 C2 C3 C10 0.6(11) . . . . ? Pd1 C1 C3 C2 179.5(5) . . . . ? C2 C1 C3 C10 -177.2(6) . . . . ? Pd1 C1 C3 C10 2.3(9) . . . . ? C3 C2 C4 C5 -164.1(5) . . . . ? C1 C2 C4 C5 22.6(7) . . . . ? C3 C2 C4 C9 19.3(7) . . . . ? C1 C2 C4 C9 -154.0(5) . . . . ? C9 C4 C5 C6 0.1(5) . . . . ? C2 C4 C5 C6 -176.5(3) . . . . ? C4 C5 C6 C7 0.7(5) . . . . ? C5 C6 C7 F1 179.0(3) . . . . ? C5 C6 C7 C8 -1.2(5) . . . . ? F1 C7 C8 C9 -179.4(3) . . . . ? C6 C7 C8 C9 0.8(5) . . . . ? C7 C8 C9 C4 0.1(5) . . . . ? C5 C4 C9 C8 -0.5(5) . . . . ? C2 C4 C9 C8 176.1(3) . . . . ? C2 C3 C10 C11 1.2(8) . . . . ? C1 C3 C10 C11 175.9(4) . . . . ? C2 C3 C10 C15 -177.7(5) . . . . ? C1 C3 C10 C15 -3.0(7) . . . . ? C15 C10 C11 C12 1.1(5) . . . . ? C3 C10 C11 C12 -177.8(3) . . . . ? C10 C11 C12 C13 -0.8(5) . . . . ? C11 C12 C13 F2 178.0(3) . . . . ? C11 C12 C13 C14 0.5(5) . . . . ? F2 C13 C14 C15 -178.1(3) . . . . ? C12 C13 C14 C15 -0.6(5) . . . . ? C13 C14 C15 C10 1.0(5) . . . . ? C11 C10 C15 C14 -1.2(5) . . . . ? C3 C10 C15 C14 177.7(3) . . . . ? C28 P1 C16 C17 -3.0(3) . . . . ? C22 P1 C16 C17 110.0(3) . . . . ? Pd1 P1 C16 C17 -126.0(2) . . . . ? C28 P1 C16 C21 172.7(2) . . . . ? C22 P1 C16 C21 -74.3(3) . . . . ? Pd1 P1 C16 C21 49.7(3) . . . . ? C21 C16 C17 C18 -0.9(4) . . . . ? P1 C16 C17 C18 174.9(2) . . . . ? C16 C17 C18 C19 0.9(5) . . . . ? C17 C18 C19 C20 0.0(5) . . . . ? C18 C19 C20 C21 -0.8(5) . . . . ? C19 C20 C21 C16 0.8(5) . . . . ? C17 C16 C21 C20 0.0(4) . . . . ? P1 C16 C21 C20 -175.8(2) . . . . ? C28 P1 C22 C23 159.5(3) . . . . ? C16 P1 C22 C23 48.3(3) . . . . ? Pd1 P1 C22 C23 -79.0(3) . . . . ? C28 P1 C22 C27 -28.0(3) . . . . ? C16 P1 C22 C27 -139.2(3) . . . . ? Pd1 P1 C22 C27 93.5(3) . . . . ? C27 C22 C23 C24 0.6(5) . . . . ? P1 C22 C23 C24 173.3(3) . . . . ? C22 C23 C24 C25 0.4(5) . . . . ? C23 C24 C25 C26 -0.3(5) . . . . ? C24 C25 C26 C27 -0.7(5) . . . . ? C25 C26 C27 C22 1.7(5) . . . . ? C23 C22 C27 C26 -1.6(5) . . . . ? P1 C22 C27 C26 -174.3(3) . . . . ? C22 P1 C28 C33 145.3(2) . . . . ? C16 P1 C28 C33 -101.7(3) . . . . ? Pd1 P1 C28 C33 24.3(3) . . . . ? C22 P1 C28 C29 -38.6(3) . . . . ? C16 P1 C28 C29 74.4(3) . . . . ? Pd1 P1 C28 C29 -159.6(2) . . . . ? C33 C28 C29 C30 -0.4(5) . . . . ? P1 C28 C29 C30 -176.5(2) . . . . ? C28 C29 C30 C31 1.0(5) . . . . ? C29 C30 C31 C32 0.0(5) . . . . ? C30 C31 C32 C33 -1.6(5) . . . . ? C29 C28 C33 C32 -1.2(5) . . . . ? P1 C28 C33 C32 175.0(2) . . . . ? C31 C32 C33 C28 2.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.79 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.714 _refine_diff_density_min -0.418 _refine_diff_density_rms 0.089 data_L4=O _database_code_depnum_ccdc_archive 'CCDC 809254' #TrackingRef '- Wass (2).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H8 F2 O' _chemical_formula_sum 'C15 H8 F2 O' _chemical_formula_weight 242.21 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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P m n 21' _symmetry_space_group_name_Hall 'P 2ac -2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 24.758(2) _cell_length_b 3.7984(3) _cell_length_c 6.0626(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 570.13(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4088 _cell_measurement_theta_min 3.29 _cell_measurement_theta_max 27.51 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 1.255 _exptl_crystal_size_mid 0.135 _exptl_crystal_size_min 0.075 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 248 _exptl_absorpt_coefficient_mu 0.110 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6471 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2008/2 (Sheldrick, G.M., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.366 _diffrn_detector_type 'Bruker-AXS SMART APEX' _diffrn_measurement_details 'frames, 0.3\% width' _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Bruker-AXS Kappa' _diffrn_measurement_method '\w & \f scans' _diffrn_measurement_specimen_support ; glass fibre ; _diffrn_radiation_collimation '0.5 mm double pinhole' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe X-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71074 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 40 _diffrn_source_power 2 _diffrn_source_size '0.4 x 8 mm fine focus' _diffrn_source_target Mo _diffrn_source_type 'Bruker-AXS KFF Mo 2K 90\% Ceramic' _diffrn_source_voltage 50 _diffrn_reflns_number 3695 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 2 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 27.51 _reflns_number_total 724 _reflns_number_gt 683 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex II (Bruker-AXS, 2007)' _computing_cell_refinement 'Apex II (Bruker-AXS, 2007)' _computing_data_reduction ; SAINT v7.34A (Bruker-AXS, 2007) & XPREP v2005/4 (Bruker-AXS, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; MERG 4 command was used, and the friedel pairs merged, because structure was measured with Mo radiation, but the largest atom present in the molecule is fluorine, so correct identification of friedel pairs would not be possible. 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^)+(0.0387P)^2^+0.0958P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), 585 Friedel Pairs' _refine_ls_abs_structure_Flack 1(10) _refine_ls_number_reflns 724 _refine_ls_number_parameters 86 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0717 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.22394(4) 0.8882(3) 0.0475(2) 0.0387(3) Uani 1 1 d . . . O1 O 0.0000 0.2061(5) 0.7835(3) 0.0276(4) Uani 1 2 d S . . C1 C 0.0000 0.3582(6) 0.6047(4) 0.0202(5) Uani 1 2 d S . . C2 C 0.02765(6) 0.5128(4) 0.4247(3) 0.0177(3) Uani 1 1 d . . . C3 C 0.07813(6) 0.6131(4) 0.3211(2) 0.0166(3) Uani 1 1 d . . . C4 C 0.12643(6) 0.5470(4) 0.4350(3) 0.0204(3) Uani 1 1 d . . . H4 H 0.1253 0.4379 0.5759 0.025 Uiso 1 1 calc R . . C5 C 0.17582(6) 0.6390(5) 0.3441(3) 0.0249(4) Uani 1 1 d . . . H5 H 0.2086 0.5960 0.4206 0.030 Uiso 1 1 calc R . . C6 C 0.17572(6) 0.7954(4) 0.1384(3) 0.0252(4) Uani 1 1 d . . . C7 C 0.12931(6) 0.8643(4) 0.0200(3) 0.0233(4) Uani 1 1 d . . . H7 H 0.1311 0.9720 -0.1212 0.028 Uiso 1 1 calc R . . C8 C 0.07994(6) 0.7720(4) 0.1126(3) 0.0191(3) Uani 1 1 d . . . H8 H 0.0474 0.8167 0.0345 0.023 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0250(5) 0.0375(6) 0.0536(8) 0.0000(6) 0.0148(5) -0.0042(4) O1 0.0319(9) 0.0292(9) 0.0216(8) 0.0115(8) 0.000 0.000 C1 0.0220(10) 0.0170(11) 0.0216(11) -0.0015(9) 0.000 0.000 C2 0.0231(7) 0.0132(7) 0.0167(6) -0.0009(6) -0.0019(7) 0.0008(6) C3 0.0200(8) 0.0116(7) 0.0182(8) -0.0015(6) -0.0007(6) 0.0001(5) C4 0.0246(7) 0.0149(7) 0.0219(8) 0.0007(7) -0.0037(7) 0.0007(6) C5 0.0196(8) 0.0193(8) 0.0358(10) -0.0021(7) -0.0061(7) 0.0021(6) C6 0.0210(8) 0.0183(8) 0.0362(10) -0.0051(8) 0.0080(7) -0.0022(6) C7 0.0318(9) 0.0168(8) 0.0212(8) 0.0002(7) 0.0058(7) -0.0002(6) C8 0.0228(7) 0.0156(7) 0.0191(8) 0.0004(7) -0.0012(7) 0.0010(6) _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 F1 C6 1.3614(19) . ? O1 C1 1.228(3) . ? C1 C2 1.416(3) . ? C1 C2 1.416(3) 3 ? C2 C2 1.369(3) 3 ? C2 C3 1.450(2) . ? C3 C8 1.401(2) . ? C3 C4 1.404(2) . ? C4 C5 1.386(2) . ? C4 H4 0.9500 . ? C5 C6 1.381(3) . ? C5 H5 0.9500 . ? C6 C7 1.380(2) . ? C7 C8 1.390(2) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? 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 O1 C1 C2 151.09(8) . . ? O1 C1 C2 151.08(8) . 3 ? C2 C1 C2 57.83(15) . 3 ? C2 C2 C1 61.09(8) 3 . ? C2 C2 C3 149.55(9) 3 . ? C1 C2 C3 149.30(14) . . ? C8 C3 C4 119.59(15) . . ? C8 C3 C2 122.11(14) . . ? C4 C3 C2 118.30(14) . . ? C5 C4 C3 120.70(16) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 117.78(15) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? F1 C6 C7 118.07(16) . . ? F1 C6 C5 118.40(16) . . ? C7 C6 C5 123.54(15) . . ? C6 C7 C8 118.32(16) . . ? C6 C7 H7 120.8 . . ? C8 C7 H7 120.8 . . ? C7 C8 C3 120.06(15) . . ? C7 C8 H8 120.0 . . ? C3 C8 H8 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C2 -179.5(5) . . . 3 ? O1 C1 C2 C3 -2.5(7) . . . . ? C2 C1 C2 C3 177.1(2) 3 . . . ? C2 C2 C3 C8 -6.8(3) 3 . . . ? C1 C2 C3 C8 178.3(3) . . . . ? C2 C2 C3 C4 173.33(10) 3 . . . ? C1 C2 C3 C4 -1.6(4) . . . . ? C8 C3 C4 C5 0.4(2) . . . . ? C2 C3 C4 C5 -179.70(14) . . . . ? C3 C4 C5 C6 -0.3(2) . . . . ? C4 C5 C6 F1 179.79(15) . . . . ? C4 C5 C6 C7 0.0(3) . . . . ? F1 C6 C7 C8 -179.62(14) . . . . ? C5 C6 C7 C8 0.1(3) . . . . ? C6 C7 C8 C3 0.0(2) . . . . ? C4 C3 C8 C7 -0.2(2) . . . . ? C2 C3 C8 C7 179.88(14) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.181 _refine_diff_density_min -0.150 _refine_diff_density_rms 0.032