# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email kosakada@res.titech.ac.jp _publ_contact_author_name 'Kohtaro Osakada' _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ; Research Laboratory of Resources Utilization, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan ; _publ_contact_author_fax ' +81-45-924-5224' _publ_contact_author_phone ' +81-45-924-5224' loop_ _publ_author_name 'Yasushi Nishihara' 'Hiroyuki Onodera' 'Kohtaro Osakada' data_1 _database_code_depnum_ccdc_archive 'CCDC 216136' _cell_length_a 12.309(4) _cell_length_b 12.207(5) _cell_length_c 9.460(3) _cell_angle_alpha 90 _cell_angle_beta 104.81(3) _cell_angle_gamma 90 _cell_volume 1374.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 298.2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.1 _cell_measurement_theta_max 16.9 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2+y,1/2-z ' -x, -y, -z' 1/2+x,1/2-y,1/2+z _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_meas 'not measured' _chemical_formula_weight 640.85 _chemical_formula_analytical ? _chemical_formula_sum 'C24 H32 F8 P2 Pd ' _chemical_formula_moiety 'C24 H32 F8 P2 Pd ' _chemical_formula_structural ? _chemical_compound_source ? _exptl_crystal_F_000 648.00 _exptl_absorpt_coefficient_mu 0.857 _exptl_absorpt_correction_type ; \y scans (North,Phillips & Matthews, 1968) ; _exptl_absorpt_correction_T_max 0.997 _exptl_absorpt_correction_T_min 0.965 _exptl_special_details ; ; _diffrn_ambient_temperature 298.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator filter _diffrn_radiation_detector 'scintillation counter' _diffrn_measurement_device AFC7R _diffrn_measurement_method \w-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 -2 0 -1 -1 -2 0 -2 0 _diffrn_reflns_number 1739 _reflns_number_total 1576 _reflns_number_gt 1077 _reflns_threshold_expression I>3.00\s(I) _diffrn_reflns_av_R_equivalents 0.00000 _diffrn_reflns_av_sigmaI/netI 0.033 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 22.49 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.04858 _diffrn_orient_matrix_UB_12 -0.04458 _diffrn_orient_matrix_UB_13 -0.04810 _diffrn_orient_matrix_UB_21 0.01804 _diffrn_orient_matrix_UB_22 -0.05059 _diffrn_orient_matrix_UB_23 0.08601 _diffrn_orient_matrix_UB_31 -0.06615 _diffrn_orient_matrix_UB_32 -0.04652 _diffrn_orient_matrix_UB_33 -0.04737 loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 48 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H 0 64 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F 0 16 0.014 0.010 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; P 0 4 0.090 0.095 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; Pd 0 2 -1.177 1.007 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_refinement_flags _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom Pd(1) 0.0000 0.0000 0.0000 0.0432(2) 1.000 S Uani d ? P(1) 0.0993(1) 0.0132(2) 0.2422(2) 0.0556(4) 1.000 . Uani d ? F(1) -0.1543(3) -0.1911(3) 0.0846(4) 0.081(1) 1.000 . Uani d ? F(2) -0.4493(2) 0.0049(5) 0.1918(4) 0.109(1) 1.000 . Uani d ? F(3) -0.1636(3) 0.1932(3) 0.0512(5) 0.081(1) 1.000 . Uani d ? F(4) -0.3444(7) -0.1896(8) 0.160(1) 0.097(3) 0.500 S Uani d ? F(5) -0.3558(7) 0.1927(7) 0.1268(9) 0.091(3) 0.500 S Uani d ? C(1) -0.1468(3) 0.0026(6) 0.0678(5) 0.048(1) 1.000 . Uani d ? C(2) -0.2016(7) -0.0907(6) 0.0992(8) 0.059(3) 1.000 . Uani d ? C(3) -0.3022(7) -0.0945(7) 0.1410(9) 0.070(3) 1.000 . Uani d ? C(4) -0.3504(4) 0.004(1) 0.1506(6) 0.075(2) 1.000 . Uani d ? C(5) -0.3047(7) 0.1009(7) 0.1241(9) 0.070(3) 1.000 . Uani d ? C(6) -0.2051(6) 0.0963(6) 0.0807(8) 0.056(3) 1.000 . Uani d ? C(7) 0.0642(7) 0.1381(6) 0.3305(8) 0.076(3) 1.000 . Uani d ? C(8) 0.0895(6) 0.2416(6) 0.256(1) 0.092(3) 1.000 . Uani d ? C(9) 0.0675(7) -0.0955(7) 0.3549(8) 0.082(3) 1.000 . Uani d ? C(10) 0.0984(7) -0.2078(7) 0.312(1) 0.103(3) 1.000 . Uani d ? C(11) 0.2520(4) 0.0149(6) 0.2799(6) 0.068(2) 1.000 . Uani d ? C(12) 0.3168(5) 0.0190(8) 0.4406(7) 0.103(3) 1.000 . Uani d ? H(1) -0.0136 0.1368 0.3269 0.092 1.000 . Uiso c ? H(2) 0.1068 0.1389 0.4296 0.092 1.000 . Uiso c ? H(3) 0.1050 0.2997 0.3254 0.111 1.000 . Uiso c ? H(4) 0.1529 0.2298 0.2184 0.111 1.000 . Uiso c ? H(5) 0.0263 0.2603 0.1788 0.111 1.000 . Uiso c ? H(6) 0.1078 -0.0823 0.4534 0.098 1.000 . Uiso c ? H(7) -0.0109 -0.0943 0.3479 0.098 1.000 . Uiso c ? H(8) 0.0367 -0.2380 0.2406 0.124 1.000 . Uiso c ? H(9) 0.1615 -0.2023 0.2713 0.124 1.000 . Uiso c ? H(10) 0.1165 -0.2540 0.3951 0.124 1.000 . Uiso c ? H(11) 0.2744 -0.0495 0.2386 0.081 1.000 . Uiso c ? H(12) 0.2727 0.0775 0.2331 0.081 1.000 . Uiso c ? H(13) 0.3283 -0.0534 0.4784 0.124 1.000 . Uiso c ? H(14) 0.3875 0.0534 0.4493 0.124 1.000 . Uiso c ? H(15) 0.2750 0.0596 0.4945 0.124 1.000 . Uiso c ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Pd(1) 0.0384(3) 0.0492(3) 0.0434(4) -0.0003(4) 0.0128(2) 0.0029(4) P(1) 0.0415(7) 0.077(1) 0.0480(9) 0.000(1) 0.0113(6) 0.004(1) F(1) 0.073(3) 0.071(3) 0.106(3) -0.009(2) 0.035(2) 0.009(2) F(2) 0.052(2) 0.171(4) 0.118(3) 0.003(3) 0.046(2) 0.011(4) F(3) 0.076(3) 0.058(2) 0.116(3) 0.006(2) 0.035(2) 0.012(2) F(4) 0.059(6) 0.123(7) 0.118(7) -0.027(5) 0.037(5) 0.029(6) F(5) 0.082(7) 0.100(6) 0.099(7) 0.032(5) 0.037(5) -0.001(5) C(1) 0.039(2) 0.063(3) 0.044(3) 0.003(4) 0.014(2) -0.001(4) C(2) 0.051(6) 0.057(4) 0.064(6) 0.003(4) 0.008(4) 0.000(3) C(3) 0.048(6) 0.096(6) 0.070(6) -0.019(5) 0.023(5) 0.014(4) C(4) 0.040(3) 0.118(5) 0.070(4) 0.009(6) 0.023(3) 0.006(6) C(5) 0.052(7) 0.088(6) 0.070(6) 0.009(4) 0.015(5) 0.005(4) C(6) 0.049(6) 0.069(5) 0.053(5) 0.005(4) 0.019(4) -0.002(3) C(7) 0.059(5) 0.105(6) 0.063(5) 0.005(4) 0.011(4) -0.028(4) C(8) 0.056(5) 0.071(4) 0.156(8) -0.011(4) 0.037(5) -0.026(5) C(9) 0.056(5) 0.125(7) 0.062(5) -0.006(4) 0.013(4) 0.032(4) C(10) 0.098(7) 0.087(6) 0.124(7) 0.002(5) 0.030(5) 0.050(5) C(11) 0.037(3) 0.090(5) 0.072(4) 0.006(4) 0.007(2) -0.008(4) C(12) 0.061(4) 0.155(8) 0.077(5) 0.004(6) -0.014(3) -0.007(6) _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_weighting_details unit _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1077 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_all 0.0370 _refine_ls_wR_factor_ref 0.0370 _refine_ls_goodness_of_fit_all 2.024 _refine_ls_goodness_of_fit_ref 2.020 _refine_ls_shift/su_max 0.0200 _refine_ls_shift/su_mean 0.0021 _refine_diff_density_min -0.45 _refine_diff_density_max 0.45 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd(1) P(1) 2.310(2) . . yes Pd(1) C(1) 2.066(6) . . yes P(1) C(7) 1.84(1) . . no P(1) C(9) 1.81(1) . . no P(1) C(11) 1.821(7) . . no F(1) C(2) 1.38(1) . . no F(2) C(4) 1.370(8) . . no F(3) C(6) 1.35(1) . . no F(4) C(3) 1.30(1) . . no F(5) C(5) 1.29(1) . . no C(1) C(2) 1.39(1) . . no C(1) C(6) 1.37(1) . . no C(2) C(3) 1.39(2) . . no C(3) C(4) 1.35(1) . . no C(4) C(5) 1.36(1) . . no C(5) C(6) 1.39(2) . . no C(7) C(8) 1.52(1) . . no C(7) H(1) 0.95 . . no C(7) H(2) 0.95 . . no C(8) H(3) 0.95 . . no C(8) H(4) 0.95 . . no C(8) H(5) 0.95 . . no C(9) C(10) 1.51(2) . . no C(9) H(6) 0.95 . . no C(9) H(7) 0.95 . . no C(10) H(8) 0.95 . . no C(10) H(9) 0.95 . . no C(10) H(10) 0.95 . . no C(11) C(12) 1.53(1) . . no C(11) H(11) 0.95 . . no C(11) H(12) 0.95 . . no C(12) H(13) 0.95 . . no C(12) H(14) 0.95 . . no C(12) H(15) 0.95 . . no #------------------------------------------------------------------------------ loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P(1) Pd(1) P(1)A 180.00 . . . no P(1) Pd(1) C(1) 88.5(2) . . . yes P(1) Pd(1) C(1)A 91.5(2) . . . yes C(1) Pd(1) C(1)A 180.00 . . . no Pd(1) P(1) C(7) 112.4(3) . . . no Pd(1) P(1) C(9) 113.2(4) . . . no Pd(1) P(1) C(11) 117.0(3) . . . no C(7) P(1) C(9) 103.2(5) . . . no C(7) P(1) C(11) 104.6(5) . . . no C(9) P(1) C(11) 105.1(5) . . . no Pd(1) C(1) C(2) 124.3(7) . . . no Pd(1) C(1) C(6) 124.0(7) . . . no C(2) C(1) C(6) 111.7(6) . . . no F(1) C(2) C(1) 118(1) . . . no F(1) C(2) C(3) 115(1) . . . no C(1) C(2) C(3) 127.0(9) . . . no F(4) C(3) C(2) 119(1) . . . no F(4) C(3) C(4) 126(1) . . . no C(2) C(3) C(4) 115.3(9) . . . no F(2) C(4) C(3) 118(1) . . . no F(2) C(4) C(5) 119(1) . . . no C(3) C(4) C(5) 123.4(7) . . . no F(5) C(5) C(4) 122(1) . . . no F(5) C(5) C(6) 121(1) . . . no C(4) C(5) C(6) 117(1) . . . no F(3) C(6) C(1) 119(1) . . . no F(3) C(6) C(5) 116(1) . . . no C(1) C(6) C(5) 125.5(9) . . . no P(1) C(7) C(8) 112.4(8) . . . no P(1) C(7) H(1) 108.8 . . . no P(1) C(7) H(2) 108.8 . . . no C(8) C(7) H(1) 108.7 . . . no C(8) C(7) H(2) 108.7 . . . no H(1) C(7) H(2) 109.5 . . . no C(7) C(8) H(3) 109.5 . . . no C(7) C(8) H(4) 109.5 . . . no C(7) C(8) H(5) 109.5 . . . no H(3) C(8) H(4) 109.5 . . . no H(3) C(8) H(5) 109.5 . . . no H(4) C(8) H(5) 109.4 . . . no P(1) C(9) C(10) 113.5(8) . . . no P(1) C(9) H(6) 108.4 . . . no P(1) C(9) H(7) 108.5 . . . no C(10) C(9) H(6) 108.4 . . . no C(10) C(9) H(7) 108.5 . . . no H(6) C(9) H(7) 109.4 . . . no C(9) C(10) H(8) 109.5 . . . no C(9) C(10) H(9) 109.5 . . . no C(9) C(10) H(10) 109.6 . . . no H(8) C(10) H(9) 109.3 . . . no H(8) C(10) H(10) 109.4 . . . no H(9) C(10) H(10) 109.4 . . . no P(1) C(11) C(12) 116.5(6) . . . no P(1) C(11) H(11) 107.7 . . . no P(1) C(11) H(12) 107.7 . . . no C(12) C(11) H(11) 107.7 . . . no C(12) C(11) H(12) 107.7 . . . no H(11) C(11) H(12) 109.5 . . . no C(11) C(12) H(13) 109.5 . . . no C(11) C(12) H(14) 109.5 . . . no C(11) C(12) H(15) 109.5 . . . no H(13) C(12) H(14) 109.5 . . . no H(13) C(12) H(15) 109.4 . . . no H(14) C(12) H(15) 109.5 . . . no # End of CIF