data_compound5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (COD)Pd(Cl)(2-Me-5-endo-methylacetate-norbornanyl) _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H29 Cl O2 Pd' _chemical_formula_weight 431.27 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' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.8659(17) _cell_length_b 23.248(6) _cell_length_c 11.502(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.614(4) _cell_angle_gamma 90.00 _cell_volume 1823.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3494 _cell_measurement_theta_min 4.999 _cell_measurement_theta_max 55.373 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 1.171 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_reflns_number 11222 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.40 _reflns_number_total 4323 _reflns_number_gt 3518 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+16.6526P] 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 4323 _refine_ls_number_parameters 210 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0866 _refine_ls_R_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.1755 _refine_ls_wR_factor_gt 0.1663 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 1.605 _refine_ls_shift/su_mean 0.058 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 0.91482(6) 0.87777(2) 0.51353(4) 0.01383(16) Uani 1 1 d . . . Cl2 Cl 1.2314(2) 0.85452(9) 0.59819(16) 0.0319(4) Uani 1 1 d . . . C2 C 1.0074(11) 0.8757(3) 0.3181(6) 0.0276(15) Uani 1 1 d . . . H2 H 1.1193 0.8507 0.3082 0.033 Uiso 1 1 calc R . . C9 C 0.7814(9) 0.8557(3) 0.6605(5) 0.0183(13) Uani 1 1 d . . . H9 H 0.6571 0.8768 0.6553 0.022 Uiso 1 1 calc R . . C5 C 0.6323(9) 0.8725(3) 0.4110(6) 0.0245(15) Uani 1 1 d . . . H5 H 0.5319 0.8546 0.4529 0.029 Uiso 1 1 calc R . . C10 C 0.8924(10) 0.8695(3) 0.7806(6) 0.0223(14) Uani 1 1 d . . . H10 H 0.9834 0.9020 0.7815 0.027 Uiso 1 1 calc R . . C11 C 0.7431(12) 0.8731(4) 0.8720(6) 0.0314(17) Uani 1 1 d . . . H11 H 0.8170 0.8803 0.9486 0.038 Uiso 1 1 calc R . . C1 C 1.0561(10) 0.9280(3) 0.3624(6) 0.0249(15) Uani 1 1 d . . . H1 H 1.1976 0.9345 0.3790 0.030 Uiso 1 1 calc R . . C14 C 0.9874(9) 0.8118(3) 0.8199(6) 0.0184(13) Uani 1 1 d . . . H14A H 1.0435 0.8120 0.9013 0.022 Uiso 1 1 calc R . . H14B H 1.0838 0.7990 0.7702 0.022 Uiso 1 1 calc R . . C13 C 0.7928(10) 0.7780(3) 0.7993(6) 0.0241(15) Uani 1 1 d . . . H13 H 0.8058 0.7371 0.8187 0.029 Uiso 1 1 calc R . . C6 C 0.6650(10) 0.9293(3) 0.4401(6) 0.0218(14) Uani 1 1 d . . . H6 H 0.5840 0.9436 0.4987 0.026 Uiso 1 1 calc R . . C8 C 0.9388(11) 0.9817(3) 0.3404(6) 0.0261(15) Uani 1 1 d . . . H8A H 0.9504 0.9948 0.2613 0.031 Uiso 1 1 calc R . . H8B H 0.9948 1.0113 0.3936 0.031 Uiso 1 1 calc R . . C3 C 0.8286(13) 0.8640(4) 0.2347(7) 0.0354(19) Uani 1 1 d . . . H3A H 0.8590 0.8348 0.1793 0.042 Uiso 1 1 calc R . . H3B H 0.7921 0.8988 0.1910 0.042 Uiso 1 1 calc R . . C15 C 0.7298(9) 0.7901(3) 0.6674(6) 0.0207(14) Uani 1 1 d . . . H15 H 0.5874 0.7855 0.6515 0.025 Uiso 1 1 calc R . . C7 C 0.7193(11) 0.9754(3) 0.3551(7) 0.0268(15) Uani 1 1 d . . . H7A H 0.6726 1.0121 0.3807 0.032 Uiso 1 1 calc R . . H7B H 0.6490 0.9673 0.2788 0.032 Uiso 1 1 calc R . . C4 C 0.6552(13) 0.8438(4) 0.2955(6) 0.0355(19) Uani 1 1 d . . . H4A H 0.5362 0.8502 0.2430 0.043 Uiso 1 1 calc R . . H4B H 0.6678 0.8027 0.3087 0.043 Uiso 1 1 calc R . . C12 C 0.6605(12) 0.8108(4) 0.8730(7) 0.0321(18) Uani 1 1 d . . . H12A H 0.6696 0.7956 0.9519 0.039 Uiso 1 1 calc R . . H12B H 0.5249 0.8094 0.8383 0.039 Uiso 1 1 calc R . . O1 O 0.6745(11) 0.9779(3) 0.8471(6) 0.0550(18) Uani 1 1 d . . . O3 O 0.7165(10) 0.9860(4) 1.0523(7) 0.082(3) Uani 1 1 d . . . C16 C 0.5808(13) 0.9176(4) 0.8535(7) 0.0368(19) Uani 1 1 d . . . H16A H 0.5009 0.9162 0.9177 0.044 Uiso 1 1 calc R . . H16B H 0.4973 0.9096 0.7814 0.044 Uiso 1 1 calc R . . C17 C 0.7309(15) 1.0053(5) 0.9531(9) 0.052(3) Uani 1 1 d . . . C19 C 0.8275(12) 0.7501(3) 0.5869(6) 0.0279(16) Uani 1 1 d . . . H19A H 0.9672 0.7520 0.6058 0.042 Uiso 1 1 calc R . . H19B H 0.7931 0.7617 0.5071 0.042 Uiso 1 1 calc R . . H19C H 0.7837 0.7114 0.5970 0.042 Uiso 1 1 calc R . . C20 C 0.7894(14) 1.0637(4) 0.9298(8) 0.040(2) Uani 1 1 d . . . H20A H 0.6762 1.0882 0.9225 0.060 Uiso 1 1 calc R . . H20B H 0.8490 1.0646 0.8582 0.060 Uiso 1 1 calc R . . H20C H 0.8819 1.0769 0.9931 0.060 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 0.0105(2) 0.0172(3) 0.0135(2) 0.00282(19) -0.00009(15) 0.00175(18) Cl2 0.0114(7) 0.0525(12) 0.0317(9) 0.0193(8) 0.0014(6) 0.0044(7) C2 0.030(4) 0.030(4) 0.024(3) 0.003(3) 0.012(3) 0.009(3) C9 0.018(3) 0.022(3) 0.015(3) 0.000(2) 0.003(2) 0.003(2) C5 0.010(3) 0.036(4) 0.026(3) 0.013(3) -0.005(2) -0.005(3) C10 0.024(3) 0.022(3) 0.020(3) 0.000(3) -0.001(3) 0.003(3) C11 0.033(4) 0.045(5) 0.016(3) 0.003(3) 0.004(3) 0.021(4) C1 0.022(3) 0.032(4) 0.022(3) 0.010(3) 0.006(3) -0.001(3) C14 0.018(3) 0.025(3) 0.012(3) 0.005(2) -0.001(2) -0.001(3) C13 0.020(3) 0.030(4) 0.021(3) 0.011(3) -0.001(3) -0.001(3) C6 0.016(3) 0.032(4) 0.017(3) 0.009(3) 0.000(2) 0.013(3) C8 0.039(4) 0.021(3) 0.019(3) 0.004(3) 0.005(3) -0.004(3) C3 0.054(5) 0.031(4) 0.020(4) -0.003(3) 0.003(3) -0.010(4) C15 0.012(3) 0.025(3) 0.024(3) 0.006(3) -0.003(2) -0.003(2) C7 0.028(4) 0.026(4) 0.026(4) 0.006(3) 0.001(3) 0.009(3) C4 0.049(5) 0.036(4) 0.019(4) -0.002(3) -0.012(3) -0.015(4) C12 0.029(4) 0.047(5) 0.021(4) 0.010(3) 0.009(3) 0.007(3) O1 0.060(4) 0.059(5) 0.047(4) -0.001(3) 0.008(3) 0.008(4) O3 0.038(4) 0.145(8) 0.060(5) 0.069(5) -0.002(3) 0.000(4) C16 0.043(5) 0.046(5) 0.021(4) -0.002(3) 0.003(3) 0.013(4) C17 0.044(5) 0.064(7) 0.047(6) -0.006(5) -0.005(4) 0.014(5) C19 0.038(4) 0.019(3) 0.024(4) 0.001(3) -0.005(3) -0.007(3) C20 0.047(5) 0.035(5) 0.042(5) -0.002(4) 0.020(4) -0.003(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 C9 2.078(6) . ? Pd1 C5 2.154(6) . ? Pd1 C6 2.181(6) . ? Pd1 Cl2 2.3403(17) . ? Pd1 C1 2.391(7) . ? Pd1 C2 2.406(7) . ? C2 C1 1.347(11) . ? C2 C3 1.493(11) . ? C9 C10 1.532(9) . ? C9 C15 1.571(9) . ? C5 C6 1.373(10) . ? C5 C4 1.510(11) . ? C10 C14 1.536(9) . ? C10 C11 1.553(10) . ? C11 C16 1.518(11) . ? C11 C12 1.556(12) . ? C1 C8 1.491(10) . ? C14 C13 1.545(9) . ? C13 C12 1.517(10) . ? C13 C15 1.555(9) . ? C6 C7 1.525(10) . ? C8 C7 1.543(10) . ? C3 C4 1.523(12) . ? C15 C19 1.521(10) . ? O1 C17 1.391(12) . ? O1 C16 1.548(12) . ? O3 C17 1.240(12) . ? C17 C20 1.449(14) . ? 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 C9 Pd1 C5 88.7(3) . . ? C9 Pd1 C6 92.9(3) . . ? C5 Pd1 C6 36.9(3) . . ? C9 Pd1 Cl2 94.58(19) . . ? C5 Pd1 Cl2 161.7(2) . . ? C6 Pd1 Cl2 159.9(2) . . ? C9 Pd1 C1 165.0(3) . . ? C5 Pd1 C1 92.5(3) . . ? C6 Pd1 C1 79.4(3) . . ? Cl2 Pd1 C1 88.87(18) . . ? C9 Pd1 C2 160.7(3) . . ? C5 Pd1 C2 78.8(3) . . ? C6 Pd1 C2 86.0(3) . . ? Cl2 Pd1 C2 92.95(19) . . ? C1 Pd1 C2 32.6(3) . . ? C1 C2 C3 123.8(7) . . ? C1 C2 Pd1 73.1(4) . . ? C3 C2 Pd1 108.5(5) . . ? C10 C9 C15 104.4(5) . . ? C10 C9 Pd1 117.5(5) . . ? C15 C9 Pd1 113.8(4) . . ? C6 C5 C4 127.4(7) . . ? C6 C5 Pd1 72.6(4) . . ? C4 C5 Pd1 109.1(5) . . ? C9 C10 C14 103.5(5) . . ? C9 C10 C11 108.8(6) . . ? C14 C10 C11 98.0(5) . . ? C16 C11 C10 118.3(6) . . ? C16 C11 C12 112.0(7) . . ? C10 C11 C12 103.0(6) . . ? C2 C1 C8 125.9(7) . . ? C2 C1 Pd1 74.3(4) . . ? C8 C1 Pd1 106.0(4) . . ? C10 C14 C13 93.9(5) . . ? C12 C13 C14 102.8(6) . . ? C12 C13 C15 109.7(6) . . ? C14 C13 C15 101.3(5) . . ? C5 C6 C7 124.3(6) . . ? C5 C6 Pd1 70.5(4) . . ? C7 C6 Pd1 113.3(4) . . ? C1 C8 C7 114.6(6) . . ? C2 C3 C4 112.9(6) . . ? C19 C15 C13 113.0(6) . . ? C19 C15 C9 116.5(6) . . ? C13 C15 C9 100.7(5) . . ? C6 C7 C8 116.9(6) . . ? C5 C4 C3 115.7(6) . . ? C13 C12 C11 102.8(6) . . ? C17 O1 C16 116.6(8) . . ? C11 C16 O1 108.8(7) . . ? O3 C17 O1 126.7(11) . . ? O3 C17 C20 124.2(10) . . ? O1 C17 C20 108.7(9) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 3.344 _refine_diff_density_min -1.932 _refine_diff_density_rms 0.195