Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Slawin, A.' 'Woollins, J.' 'Zhang, Qingzhi' _publ_contact_author_name 'Prof J D Woollins' _publ_contact_author_address ; Prof J D Woollins Department of Chemistry University of St Andrews St Andrews Fife KY16 9ST UNITED KINGDOM ; data_6a _database_code_CSD 152782 _audit_creation_method SHELXL _chemical_name_systematic ; - ; _chemical_name_common - _chemical_formula_moiety 'C16 H18 Au Cl N O2 P' _chemical_formula_structural 'C16 H18 Au Cl N O2 P' _chemical_formula_analytical 'C16 H18 Au Cl N O2 P' _chemical_formula_sum 'C16 H18 Au Cl N O2 P' _chemical_formula_weight 519.70 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 11.43660(10) _cell_length_b 11.43660(10) _cell_length_c 27.55910(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3604.61(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 59 _cell_measurement_theta_min 12 _cell_measurement_theta_max 166 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max .3 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .17 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.915 _exptl_crystal_density_method - _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 8.404 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.071178 _exptl_absorpt_correction_T_max 1.000000 _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 SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 15937 _diffrn_reflns_av_R_equivalents 0.1386 _diffrn_reflns_av_sigmaI/netI 0.0814 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 23.57 _reflns_number_total 2661 _reflns_number_observed 2304 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 59 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0129P)^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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0072(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.018(12) _refine_ls_number_reflns 2602 _refine_ls_number_parameters 204 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0474 _refine_ls_R_factor_obs 0.0346 _refine_ls_wR_factor_all 0.0755 _refine_ls_wR_factor_obs 0.0655 _refine_ls_goodness_of_fit_all 0.890 _refine_ls_goodness_of_fit_obs 0.919 _refine_ls_restrained_S_all 0.995 _refine_ls_restrained_S_obs 0.918 _refine_ls_shift/esd_max -0.005 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au1 Au 0.20764(3) -0.61567(3) 1.018441(12) 0.0426(2) Uani 1 d . . Cl1 Cl 0.1709(2) -0.7607(2) 1.07443(8) 0.0524(6) Uani 1 d . . P1 P 0.2397(2) -0.4740(2) 0.96444(8) 0.0417(6) Uani 1 d . . N1 N 0.1539(7) -0.4862(7) 0.9161(3) 0.046(2) Uani 1 d D . H1N H 0.1646(124) -0.4495(120) 0.8843(25) 0.144(59) Uiso 1 d D . C1 C 0.0349(11) -0.5295(10) 0.9177(3) 0.059(3) Uani 1 d . . H1A H 0.0300(11) -0.5936(10) 0.9412(3) 0.070 Uiso 1 calc R . C2 C -0.0444(11) -0.4334(12) 0.9331(5) 0.070(3) Uani 1 d . . O2 O -0.1074(10) -0.3756(12) 0.9092(4) 0.127(4) Uani 1 d . . O3 O -0.0356(8) -0.4170(8) 0.9812(3) 0.091(3) Uani 1 d . . C3 C -0.0905(13) -0.3170(15) 1.0017(5) 0.121(6) Uani 1 d . . H3A H -0.0774(13) -0.3160(15) 1.0361(5) 0.181 Uiso 1 calc R . H3B H -0.1730(13) -0.3200(15) 0.9954(5) 0.181 Uiso 1 calc R . H3C H -0.0582(13) -0.2475(15) 0.9875(5) 0.181 Uiso 1 calc R . C4 C -0.0020(12) -0.5739(13) 0.8682(4) 0.096(5) Uani 1 d . . H4A H 0.0493(12) -0.6359(13) 0.8583(4) 0.144 Uiso 1 calc R . H4B H 0.0021(12) -0.5112(13) 0.8451(4) 0.144 Uiso 1 calc R . H4C H -0.0808(12) -0.6026(13) 0.8699(4) 0.144 Uiso 1 calc R . C5 C 0.2265(8) -0.3300(8) 0.9901(3) 0.046(2) Uani 1 d . . C6 C 0.2182(13) -0.2310(9) 0.9617(4) 0.075(4) Uani 1 d . . H6A H 0.2206(13) -0.2387(9) 0.9281(4) 0.090 Uiso 1 calc R . C7 C 0.2069(14) -0.1243(11) 0.9811(6) 0.095(4) Uani 1 d . . H7A H 0.2032(14) -0.0594(11) 0.9609(6) 0.113 Uiso 1 calc R . C8 C 0.2008(13) -0.1100(12) 1.0295(5) 0.086(4) Uani 1 d . . H8A H 0.1901(13) -0.0358(12) 1.0425(5) 0.103 Uiso 1 calc R . C9 C 0.2100(11) -0.2024(13) 1.0586(4) 0.080(3) Uani 1 d . . H9A H 0.2083(11) -0.1918(13) 1.0921(4) 0.096 Uiso 1 calc R . C10 C 0.2221(10) -0.3144(10) 1.0397(4) 0.063(3) Uani 1 d . . H10A H 0.2271(10) -0.3784(10) 1.0604(4) 0.076 Uiso 1 calc R . C11 C 0.3838(9) -0.4756(8) 0.9364(3) 0.043(2) Uani 1 d . . C12 C 0.4074(9) -0.5582(10) 0.9024(4) 0.060(3) Uani 1 d . . H12A H 0.3486(9) -0.6089(10) 0.8924(4) 0.072 Uiso 1 calc R . C13 C 0.5184(10) -0.5679(11) 0.8823(4) 0.069(3) Uani 1 d . . H13A H 0.5337(10) -0.6245(11) 0.8590(4) 0.083 Uiso 1 calc R . C14 C 0.6025(11) -0.4959(13) 0.8967(4) 0.078(4) Uani 1 d . . H14A H 0.6769(11) -0.5034(13) 0.8835(4) 0.093 Uiso 1 calc R . C15 C 0.5822(10) -0.4099(13) 0.9309(4) 0.079(4) Uani 1 d . . H15A H 0.6413(10) -0.3589(13) 0.9403(4) 0.095 Uiso 1 calc R . C16 C 0.4726(9) -0.4020(11) 0.9505(4) 0.065(3) Uani 1 d . . H16B H 0.4578(9) -0.3454(11) 0.9739(4) 0.078 Uiso 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 Au1 0.0434(3) 0.0429(3) 0.0416(2) 0.0052(2) 0.0053(2) 0.0037(2) Cl1 0.054(2) 0.055(2) 0.0484(13) 0.0123(11) 0.0087(11) -0.0027(11) P1 0.0432(15) 0.0411(14) 0.0409(14) 0.0054(10) -0.0015(10) -0.0003(12) N1 0.049(5) 0.049(5) 0.041(4) 0.009(4) -0.003(3) -0.003(4) C1 0.074(9) 0.050(7) 0.052(6) 0.013(5) -0.002(6) -0.016(6) C2 0.048(7) 0.083(9) 0.081(9) 0.030(7) -0.016(6) -0.016(6) O2 0.098(8) 0.170(11) 0.112(8) 0.036(7) -0.016(6) 0.039(8) O3 0.085(6) 0.104(7) 0.085(6) 0.008(5) 0.005(5) 0.026(5) C3 0.091(11) 0.155(16) 0.116(11) -0.010(11) 0.029(9) 0.036(11) C4 0.086(10) 0.123(13) 0.079(8) -0.014(8) -0.025(7) -0.033(9) C5 0.038(5) 0.041(6) 0.059(6) -0.007(4) 0.002(5) -0.003(4) C6 0.123(11) 0.034(7) 0.069(7) -0.003(5) 0.004(7) 0.001(7) C7 0.118(11) 0.056(8) 0.110(11) 0.006(8) 0.000(10) 0.011(9) C8 0.090(10) 0.054(8) 0.114(12) -0.018(8) 0.004(9) -0.003(8) C9 0.073(8) 0.088(10) 0.078(7) -0.031(8) 0.009(7) 0.003(8) C10 0.069(7) 0.067(8) 0.054(6) -0.004(5) 0.007(5) 0.009(6) C11 0.056(6) 0.037(5) 0.035(5) 0.005(4) 0.004(5) 0.000(5) C12 0.055(7) 0.052(7) 0.072(7) 0.009(6) 0.014(6) -0.009(5) C13 0.055(8) 0.070(9) 0.082(8) -0.008(7) 0.026(7) 0.005(7) C14 0.052(8) 0.106(11) 0.075(8) 0.033(8) 0.011(6) 0.002(8) C15 0.042(8) 0.113(12) 0.083(8) -0.004(8) 0.006(6) -0.012(7) C16 0.044(7) 0.080(8) 0.072(7) -0.019(6) -0.005(6) -0.003(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 Au1 P1 2.230(2) . ? Au1 Cl1 2.304(2) . ? Au1 Au1 3.0332(7) 7_647 ? P1 N1 1.660(8) . ? P1 C5 1.798(9) . ? P1 C11 1.820(10) . ? N1 C1 1.450(13) . ? C1 C2 1.49(2) . ? C1 C4 1.514(13) . ? C2 O2 1.179(14) . ? C2 O3 1.342(13) . ? O3 C3 1.42(2) . ? C5 C6 1.378(13) . ? C5 C10 1.382(12) . ? C6 C7 1.34(2) . ? C7 C8 1.35(2) . ? C8 C9 1.33(2) . ? C9 C10 1.39(2) . ? C11 C12 1.357(14) . ? C11 C16 1.375(14) . ? C12 C13 1.389(14) . ? C13 C14 1.33(2) . ? C14 C15 1.38(2) . ? C15 C16 1.367(15) . ? 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 P1 Au1 Cl1 178.90(9) . . ? P1 Au1 Au1 98.68(6) . 7_647 ? Cl1 Au1 Au1 82.32(6) . 7_647 ? N1 P1 C5 110.0(4) . . ? N1 P1 C11 101.1(4) . . ? C5 P1 C11 104.6(4) . . ? N1 P1 Au1 112.2(3) . . ? C5 P1 Au1 112.9(3) . . ? C11 P1 Au1 115.1(3) . . ? C1 N1 P1 124.0(6) . . ? N1 C1 C2 109.2(8) . . ? N1 C1 C4 110.4(9) . . ? C2 C1 C4 109.6(11) . . ? O2 C2 O3 121.2(14) . . ? O2 C2 C1 128.9(13) . . ? O3 C2 C1 109.9(10) . . ? C2 O3 C3 118.2(11) . . ? C6 C5 C10 116.9(9) . . ? C6 C5 P1 122.4(7) . . ? C10 C5 P1 120.7(8) . . ? C7 C6 C5 122.0(11) . . ? C6 C7 C8 120.7(12) . . ? C9 C8 C7 119.8(12) . . ? C8 C9 C10 120.9(11) . . ? C5 C10 C9 119.6(11) . . ? C12 C11 C16 118.2(10) . . ? C12 C11 P1 118.7(8) . . ? C16 C11 P1 122.9(7) . . ? C11 C12 C13 120.8(11) . . ? C14 C13 C12 119.6(11) . . ? C13 C14 C15 121.6(12) . . ? C16 C15 C14 118.0(12) . . ? C15 C16 C11 121.7(11) . . ? 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 Au1 P1 N1 -63.3(47) . . . . ? Au1 Au1 P1 N1 90.8(3) 7_647 . . . ? Cl1 Au1 P1 C5 61.8(47) . . . . ? Au1 Au1 P1 C5 -144.2(3) 7_647 . . . ? Cl1 Au1 P1 C11 -178.2(1000) . . . . ? Au1 Au1 P1 C11 -24.2(3) 7_647 . . . ? C5 P1 N1 C1 -92.3(9) . . . . ? C11 P1 N1 C1 157.5(8) . . . . ? Au1 P1 N1 C1 34.3(9) . . . . ? P1 N1 C1 C2 81.6(10) . . . . ? P1 N1 C1 C4 -157.9(9) . . . . ? N1 C1 C2 O2 102.5(14) . . . . ? C4 C1 C2 O2 -18.6(17) . . . . ? N1 C1 C2 O3 -76.9(11) . . . . ? C4 C1 C2 O3 162.0(10) . . . . ? O2 C2 O3 C3 -9.2(17) . . . . ? C1 C2 O3 C3 170.2(11) . . . . ? N1 P1 C5 C6 -39.8(10) . . . . ? C11 P1 C5 C6 68.1(10) . . . . ? Au1 P1 C5 C6 -166.0(9) . . . . ? N1 P1 C5 C10 139.0(8) . . . . ? C11 P1 C5 C10 -113.2(8) . . . . ? Au1 P1 C5 C10 12.8(9) . . . . ? C10 C5 C6 C7 0.3(19) . . . . ? P1 C5 C6 C7 179.1(12) . . . . ? C5 C6 C7 C8 -1.4(25) . . . . ? C6 C7 C8 C9 2.3(26) . . . . ? C7 C8 C9 C10 -2.1(23) . . . . ? C6 C5 C10 C9 -0.2(16) . . . . ? P1 C5 C10 C9 -178.9(8) . . . . ? C8 C9 C10 C5 1.1(19) . . . . ? N1 P1 C11 C12 -47.0(8) . . . . ? C5 P1 C11 C12 -161.3(8) . . . . ? Au1 P1 C11 C12 74.2(8) . . . . ? N1 P1 C11 C16 137.7(9) . . . . ? C5 P1 C11 C16 23.4(9) . . . . ? Au1 P1 C11 C16 -101.2(8) . . . . ? C16 C11 C12 C13 -0.1(15) . . . . ? P1 C11 C12 C13 -175.7(8) . . . . ? C11 C12 C13 C14 0.3(17) . . . . ? C12 C13 C14 C15 -0.9(20) . . . . ? C13 C14 C15 C16 1.2(20) . . . . ? C14 C15 C16 C11 -1.0(19) . . . . ? C12 C11 C16 C15 0.5(16) . . . . ? P1 C11 C16 C15 175.8(10) . . . . ? _refine_diff_density_max 0.670 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.129 data_8 _database_code_CSD 152783 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common - _chemical_formula_moiety 'C28 H27 Cl2 N O2 P2 Pd' _chemical_formula_structural 'C28 H27 Cl2 N O2 P2 Pd' _chemical_formula_analytical 'C28 H27 Cl2 N O2 P2 Pd' _chemical_formula_sum 'C28 H27 Cl2 N O2 P2 Pd' _chemical_formula_weight 648.75 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 9.6722(2) _cell_length_b 15.4694(3) _cell_length_c 18.45530(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2761.34(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 201 _cell_measurement_theta_min 12 _cell_measurement_theta_max 168 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max .23 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method - _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 1.008 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.852167 _exptl_absorpt_correction_T_max 1.00000 _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 CCD _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 17341 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 23.24 _reflns_number_total 3968 _reflns_number_observed 3783 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0260P)^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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00067(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(2) _refine_ls_number_reflns 3968 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0177 _refine_ls_R_factor_obs 0.0159 _refine_ls_wR_factor_all 0.0394 _refine_ls_wR_factor_obs 0.0389 _refine_ls_goodness_of_fit_all 1.020 _refine_ls_goodness_of_fit_obs 1.033 _refine_ls_restrained_S_all 1.020 _refine_ls_restrained_S_obs 1.033 _refine_ls_shift/esd_max -0.009 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 0.88658(2) 0.087749(11) 0.658003(10) 0.02844(6) Uani 1 d . . Cl1 Cl 0.65332(6) 0.12980(4) 0.66531(4) 0.0485(2) Uani 1 d . . Cl2 Cl 0.97295(9) 0.19875(5) 0.73279(5) 0.0574(2) Uani 1 d . . P1 P 0.85367(6) -0.02750(4) 0.58750(3) 0.02901(15) Uani 1 d . . N1 N 1.0233(2) -0.05808(12) 0.59276(11) 0.0292(5) Uani 1 d . . P2 P 1.09164(6) 0.03054(4) 0.63502(3) 0.02932(15) Uani 1 d . . C1 C 1.1089(3) -0.1244(2) 0.55723(13) 0.0363(6) Uani 1 d . . H1A H 1.1924(3) -0.1311(2) 0.58677(13) 0.044 Uiso 1 calc R . C2 C 1.1558(3) -0.0955(2) 0.48259(15) 0.0411(6) Uani 1 d . . O2 O 1.0899(2) -0.0527(2) 0.44233(11) 0.0789(8) Uani 1 d . . C3 C 1.3417(3) -0.0973(2) 0.3996(2) 0.0645(9) Uani 1 d . . H3A H 1.4336(3) -0.1202(2) 0.3952(2) 0.097 Uiso 1 calc R . H3B H 1.3449(3) -0.0353(2) 0.3967(2) 0.097 Uiso 1 calc R . H3C H 1.2851(3) -0.1195(2) 0.3612(2) 0.097 Uiso 1 calc R . O3 O 1.2834(2) -0.12275(14) 0.46908(11) 0.0546(6) Uani 1 d . . C4 C 1.0383(4) -0.2125(2) 0.5547(2) 0.0567(8) Uani 1 d . . H4A H 1.0100(4) -0.2288(2) 0.6027(2) 0.085 Uiso 1 calc R . H4B H 1.1018(4) -0.2548(2) 0.5361(2) 0.085 Uiso 1 calc R . H4C H 0.9587(4) -0.2095(2) 0.5237(2) 0.085 Uiso 1 calc R . C7 C 0.7978(2) -0.0098(2) 0.49506(14) 0.0348(6) Uani 1 d . . C8 C 0.7741(3) -0.0782(2) 0.4475(2) 0.0477(7) Uani 1 d . . H8A H 0.7840(3) -0.1348(2) 0.4637(2) 0.057 Uiso 1 calc R . C9 C 0.7364(3) -0.0626(3) 0.3768(2) 0.0619(10) Uani 1 d . . H9A H 0.7207(3) -0.1086(3) 0.3455(2) 0.074 Uiso 1 calc R . C10 C 0.7218(4) 0.0206(3) 0.3527(2) 0.0707(10) Uani 1 d . . H10A H 0.6961(4) 0.0309(3) 0.3049(2) 0.085 Uiso 1 calc R . C11 C 0.7450(3) 0.0889(3) 0.3986(2) 0.0656(9) Uani 1 d . . H11A H 0.7353(3) 0.1453(3) 0.3819(2) 0.079 Uiso 1 calc R . C12 C 0.7831(3) 0.0737(2) 0.4702(2) 0.0456(7) Uani 1 d . . H12A H 0.7987(3) 0.1200(2) 0.5014(2) 0.055 Uiso 1 calc R . C13 C 0.7421(3) -0.1108(2) 0.62402(14) 0.0330(6) Uani 1 d . . C14 C 0.7840(3) -0.1602(2) 0.68271(15) 0.0430(7) Uani 1 d . . H14A H 0.8732(3) -0.1542(2) 0.70087(15) 0.052 Uiso 1 calc R . C15 C 0.6940(3) -0.2185(2) 0.7144(2) 0.0516(8) Uani 1 d . . H15A H 0.7233(3) -0.2522(2) 0.7532(2) 0.062 Uiso 1 calc R . C16 C 0.5621(3) -0.2266(2) 0.6888(2) 0.0559(9) Uani 1 d . . H16A H 0.5017(3) -0.2657(2) 0.7103(2) 0.067 Uiso 1 calc R . C17 C 0.5186(3) -0.1776(2) 0.6319(2) 0.0550(9) Uani 1 d . . H17A H 0.4286(3) -0.1835(2) 0.6149(2) 0.066 Uiso 1 calc R . C18 C 0.6071(3) -0.1190(2) 0.5990(2) 0.0456(7) Uani 1 d . . H18A H 0.5763(3) -0.0855(2) 0.5604(2) 0.055 Uiso 1 calc R . C19 C 1.2082(3) -0.0106(2) 0.70288(13) 0.0330(6) Uani 1 d . . C20 C 1.3230(3) 0.0375(2) 0.72462(15) 0.0408(7) Uani 1 d . . H20A H 1.3385(3) 0.0920(2) 0.70508(15) 0.049 Uiso 1 calc R . C21 C 1.4133(3) 0.0041(2) 0.77492(15) 0.0486(8) Uani 1 d . . H21A H 1.4899(3) 0.0363(2) 0.78910(15) 0.058 Uiso 1 calc R . C22 C 1.3915(3) -0.0761(2) 0.80442(14) 0.0498(7) Uani 1 d . . H22A H 1.4532(3) -0.0979(2) 0.83849(14) 0.060 Uiso 1 calc R . C23 C 1.2786(3) -0.1246(2) 0.7838(2) 0.0462(7) Uani 1 d . . H23A H 1.2648(3) -0.1793(2) 0.8035(2) 0.055 Uiso 1 calc R . C24 C 1.1856(3) -0.0919(2) 0.73375(13) 0.0372(6) Uani 1 d . . H24A H 1.1083(3) -0.1240(2) 0.72068(13) 0.045 Uiso 1 calc R . C25 C 1.1948(2) 0.0907(2) 0.57041(13) 0.0344(6) Uani 1 d . . C26 C 1.1319(3) 0.1564(2) 0.53155(15) 0.0454(7) Uani 1 d . . H26A H 1.0419(3) 0.1728(2) 0.54269(15) 0.055 Uiso 1 calc R . C27 C 1.2024(4) 0.1979(2) 0.4761(2) 0.0598(9) Uani 1 d . . H27A H 1.1595(4) 0.2416(2) 0.4498(2) 0.072 Uiso 1 calc R . C28 C 1.3353(4) 0.1742(2) 0.4603(2) 0.0631(10) Uani 1 d . . H28A H 1.3822(4) 0.2015(2) 0.4227(2) 0.076 Uiso 1 calc R . C29 C 1.3995(4) 0.1111(2) 0.4993(2) 0.0615(9) Uani 1 d . . H29A H 1.4905(4) 0.0965(2) 0.4885(2) 0.074 Uiso 1 calc R . C30 C 1.3314(3) 0.0687(2) 0.5545(2) 0.0471(7) Uani 1 d . . H30B H 1.3762(3) 0.0258(2) 0.5808(2) 0.056 Uiso 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 0.02831(10) 0.02608(10) 0.03094(10) -0.00179(8) 0.00012(9) 0.00148(8) Cl1 0.0321(4) 0.0503(4) 0.0630(5) 0.0015(4) 0.0070(3) 0.0063(3) Cl2 0.0592(5) 0.0451(4) 0.0679(5) -0.0234(4) -0.0152(4) 0.0020(4) P1 0.0281(4) 0.0280(3) 0.0310(3) -0.0013(3) -0.0015(3) 0.0004(3) N1 0.0269(11) 0.0290(11) 0.0316(11) -0.0021(9) 0.0002(9) 0.0016(9) P2 0.0272(4) 0.0278(3) 0.0329(3) -0.0003(3) -0.0012(3) -0.0003(3) C1 0.0355(14) 0.0353(13) 0.0380(14) -0.0031(11) -0.0011(13) 0.0085(13) C2 0.0333(15) 0.049(2) 0.0406(15) -0.0031(14) 0.0005(12) 0.0073(14) O2 0.0499(14) 0.136(2) 0.0510(13) 0.0297(14) 0.0114(11) 0.0317(15) C3 0.055(2) 0.081(2) 0.058(2) 0.002(2) 0.020(2) 0.012(2) O3 0.0435(12) 0.0684(14) 0.0518(13) 0.0023(10) 0.0127(10) 0.0174(10) C4 0.074(2) 0.034(2) 0.062(2) -0.0080(14) 0.010(2) 0.009(2) C7 0.0240(14) 0.046(2) 0.0342(15) -0.0001(13) -0.0024(11) -0.0009(12) C8 0.041(2) 0.057(2) 0.044(2) -0.003(2) -0.0082(13) -0.008(2) C9 0.053(2) 0.092(3) 0.041(2) -0.014(2) -0.002(2) -0.014(2) C10 0.063(2) 0.116(3) 0.033(2) 0.012(2) -0.005(2) -0.005(2) C11 0.063(2) 0.076(2) 0.058(2) 0.028(2) -0.003(2) 0.007(2) C12 0.043(2) 0.049(2) 0.044(2) 0.0069(14) 0.0019(13) -0.0005(14) C13 0.0345(15) 0.028(2) 0.0364(14) -0.0046(11) 0.0011(12) 0.0004(11) C14 0.039(2) 0.043(2) 0.048(2) 0.0037(13) 0.0002(13) -0.0027(13) C15 0.053(2) 0.044(2) 0.059(2) 0.0147(15) 0.008(2) -0.002(2) C16 0.050(2) 0.044(2) 0.075(2) 0.008(2) 0.021(2) -0.0095(15) C17 0.030(2) 0.057(2) 0.078(2) 0.002(2) 0.004(2) -0.0088(15) C18 0.0335(15) 0.049(2) 0.054(2) 0.0034(13) 0.0002(15) 0.0014(14) C19 0.0299(14) 0.037(2) 0.0318(14) -0.0020(12) -0.0016(11) 0.0006(12) C20 0.043(2) 0.039(2) 0.041(2) 0.0016(13) -0.0043(13) -0.0084(13) C21 0.038(2) 0.060(2) 0.047(2) 0.0006(14) -0.0138(14) -0.0087(14) C22 0.046(2) 0.063(2) 0.0396(14) 0.0068(14) -0.0123(15) 0.008(2) C23 0.053(2) 0.044(2) 0.042(2) 0.0088(13) -0.0027(15) -0.0008(15) C24 0.0371(14) 0.0382(15) 0.0362(14) 0.0025(13) -0.0035(11) -0.0034(14) C25 0.0345(14) 0.0321(13) 0.0365(14) 0.0006(13) -0.0012(11) -0.0059(13) C26 0.045(2) 0.0380(15) 0.054(2) 0.0085(13) -0.0019(15) -0.0064(14) C27 0.079(3) 0.046(2) 0.055(2) 0.018(2) -0.010(2) -0.018(2) C28 0.071(3) 0.072(2) 0.046(2) 0.008(2) 0.003(2) -0.038(2) C29 0.041(2) 0.083(2) 0.060(2) 0.006(2) 0.013(2) -0.016(2) C30 0.0355(15) 0.053(2) 0.053(2) 0.0061(14) 0.0013(13) 0.0005(13) _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 P2 2.2128(6) . ? Pd1 P1 2.2300(6) . ? Pd1 Cl1 2.3520(6) . ? Pd1 Cl2 2.3560(7) . ? P1 N1 1.710(2) . ? P1 C7 1.811(3) . ? P1 C13 1.811(3) . ? P1 P2 2.6216(9) . ? N1 C1 1.472(3) . ? N1 P2 1.710(2) . ? P2 C19 1.801(3) . ? P2 C25 1.812(3) . ? C1 C2 1.517(4) . ? C1 C4 1.526(4) . ? C2 O2 1.182(3) . ? C2 O3 1.328(3) . ? C3 O3 1.455(4) . ? C7 C12 1.378(4) . ? C7 C8 1.393(4) . ? C8 C9 1.375(4) . ? C9 C10 1.369(5) . ? C10 C11 1.373(5) . ? C11 C12 1.392(4) . ? C13 C14 1.386(4) . ? C13 C18 1.392(4) . ? C14 C15 1.383(4) . ? C15 C16 1.367(4) . ? C16 C17 1.360(4) . ? C17 C18 1.387(4) . ? C19 C20 1.396(4) . ? C19 C24 1.397(4) . ? C20 C21 1.375(4) . ? C21 C22 1.371(4) . ? C22 C23 1.379(4) . ? C23 C24 1.384(4) . ? C25 C26 1.384(4) . ? C25 C30 1.396(4) . ? C26 C27 1.387(4) . ? C27 C28 1.368(5) . ? C28 C29 1.363(5) . ? C29 C30 1.379(4) . ? 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 P2 Pd1 P1 72.32(2) . . ? P2 Pd1 Cl1 168.93(3) . . ? P1 Pd1 Cl1 96.76(3) . . ? P2 Pd1 Cl2 94.93(3) . . ? P1 Pd1 Cl2 167.18(3) . . ? Cl1 Pd1 Cl2 96.02(3) . . ? N1 P1 C7 112.44(11) . . ? N1 P1 C13 110.71(11) . . ? C7 P1 C13 106.29(12) . . ? N1 P1 Pd1 92.93(7) . . ? C7 P1 Pd1 118.13(9) . . ? C13 P1 Pd1 115.90(8) . . ? N1 P1 P2 39.96(7) . . ? C7 P1 P2 121.70(9) . . ? C13 P1 P2 129.97(9) . . ? Pd1 P1 P2 53.54(2) . . ? C1 N1 P1 135.0(2) . . ? C1 N1 P2 122.9(2) . . ? P1 N1 P2 100.08(10) . . ? N1 P2 C19 106.00(11) . . ? N1 P2 C25 108.94(11) . . ? C19 P2 C25 107.12(11) . . ? N1 P2 Pd1 93.53(7) . . ? C19 P2 Pd1 124.68(8) . . ? C25 P2 Pd1 114.47(9) . . ? N1 P2 P1 39.96(7) . . ? C19 P2 P1 131.37(9) . . ? C25 P2 P1 116.06(8) . . ? Pd1 P2 P1 54.14(2) . . ? N1 C1 C2 111.6(2) . . ? N1 C1 C4 112.6(2) . . ? C2 C1 C4 111.6(2) . . ? O2 C2 O3 124.1(3) . . ? O2 C2 C1 125.1(2) . . ? O3 C2 C1 110.8(2) . . ? C2 O3 C3 116.1(2) . . ? C12 C7 C8 119.0(3) . . ? C12 C7 P1 119.1(2) . . ? C8 C7 P1 121.9(2) . . ? C9 C8 C7 120.6(3) . . ? C10 C9 C8 120.0(3) . . ? C9 C10 C11 120.4(3) . . ? C10 C11 C12 119.9(3) . . ? C7 C12 C11 120.1(3) . . ? C14 C13 C18 118.9(3) . . ? C14 C13 P1 120.6(2) . . ? C18 C13 P1 120.1(2) . . ? C15 C14 C13 120.4(3) . . ? C16 C15 C14 120.1(3) . . ? C17 C16 C15 120.3(3) . . ? C16 C17 C18 120.8(3) . . ? C17 C18 C13 119.6(3) . . ? C20 C19 C24 119.1(2) . . ? C20 C19 P2 120.6(2) . . ? C24 C19 P2 120.3(2) . . ? C21 C20 C19 120.0(3) . . ? C22 C21 C20 120.7(3) . . ? C21 C22 C23 120.3(3) . . ? C22 C23 C24 120.0(3) . . ? C23 C24 C19 120.0(3) . . ? C26 C25 C30 119.1(3) . . ? C26 C25 P2 118.4(2) . . ? C30 C25 P2 122.3(2) . . ? C27 C26 C25 120.4(3) . . ? C28 C27 C26 119.7(3) . . ? C29 C28 C27 120.5(3) . . ? C28 C29 C30 120.9(3) . . ? C29 C30 C25 119.5(3) . . ? 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 P2 Pd1 P1 N1 7.20(7) . . . . ? Cl1 Pd1 P1 N1 -174.68(7) . . . . ? Cl2 Pd1 P1 N1 0.7(2) . . . . ? P2 Pd1 P1 C7 -110.24(10) . . . . ? Cl1 Pd1 P1 C7 67.89(9) . . . . ? Cl2 Pd1 P1 C7 -116.7(2) . . . . ? P2 Pd1 P1 C13 121.94(10) . . . . ? Cl1 Pd1 P1 C13 -59.93(9) . . . . ? Cl2 Pd1 P1 C13 115.5(2) . . . . ? P2 Pd1 P1 P2 0.0 . . . . ? Cl1 Pd1 P1 P2 178.12(3) . . . . ? Cl2 Pd1 P1 P2 -6.45(13) . . . . ? C7 P1 N1 C1 -50.4(3) . . . . ? C13 P1 N1 C1 68.3(3) . . . . ? Pd1 P1 N1 C1 -172.6(2) . . . . ? P2 P1 N1 C1 -163.5(3) . . . . ? C7 P1 N1 P2 113.11(12) . . . . ? C13 P1 N1 P2 -128.17(11) . . . . ? Pd1 P1 N1 P2 -9.03(9) . . . . ? P2 P1 N1 P2 0.0 . . . . ? C1 N1 P2 C19 -57.1(2) . . . . ? P1 N1 P2 C19 136.74(11) . . . . ? C1 N1 P2 C25 57.9(2) . . . . ? P1 N1 P2 C25 -108.28(12) . . . . ? C1 N1 P2 Pd1 175.3(2) . . . . ? P1 N1 P2 Pd1 9.10(9) . . . . ? C1 N1 P2 P1 166.2(2) . . . . ? P1 N1 P2 P1 0.0 . . . . ? P1 Pd1 P2 N1 -7.20(7) . . . . ? Cl1 Pd1 P2 N1 -17.0(2) . . . . ? Cl2 Pd1 P2 N1 171.36(7) . . . . ? P1 Pd1 P2 C19 -119.44(11) . . . . ? Cl1 Pd1 P2 C19 -129.2(2) . . . . ? Cl2 Pd1 P2 C19 59.13(11) . . . . ? P1 Pd1 P2 C25 105.46(9) . . . . ? Cl1 Pd1 P2 C25 95.7(2) . . . . ? Cl2 Pd1 P2 C25 -75.97(9) . . . . ? P1 Pd1 P2 P1 0.0 . . . . ? Cl1 Pd1 P2 P1 -9.75(13) . . . . ? Cl2 Pd1 P2 P1 178.57(3) . . . . ? N1 P1 P2 N1 0.0 . . . . ? C7 P1 P2 N1 -87.79(15) . . . . ? C13 P1 P2 N1 73.6(2) . . . . ? Pd1 P1 P2 N1 168.77(11) . . . . ? N1 P1 P2 C19 -61.4(2) . . . . ? C7 P1 P2 C19 -149.16(15) . . . . ? C13 P1 P2 C19 12.3(2) . . . . ? Pd1 P1 P2 C19 107.39(11) . . . . ? N1 P1 P2 C25 88.79(15) . . . . ? C7 P1 P2 C25 1.00(14) . . . . ? C13 P1 P2 C25 162.43(14) . . . . ? Pd1 P1 P2 C25 -102.45(10) . . . . ? N1 P1 P2 Pd1 -168.77(11) . . . . ? C7 P1 P2 Pd1 103.45(10) . . . . ? C13 P1 P2 Pd1 -95.12(11) . . . . ? Pd1 P1 P2 Pd1 0.0 . . . . ? P1 N1 C1 C2 80.7(3) . . . . ? P2 N1 C1 C2 -79.9(3) . . . . ? P1 N1 C1 C4 -45.7(3) . . . . ? P2 N1 C1 C4 153.7(2) . . . . ? N1 C1 C2 O2 -34.8(4) . . . . ? C4 C1 C2 O2 92.2(4) . . . . ? N1 C1 C2 O3 143.3(2) . . . . ? C4 C1 C2 O3 -89.7(3) . . . . ? O2 C2 O3 C3 -0.4(4) . . . . ? C1 C2 O3 C3 -178.5(2) . . . . ? N1 P1 C7 C12 -103.7(2) . . . . ? C13 P1 C7 C12 135.0(2) . . . . ? Pd1 P1 C7 C12 2.8(2) . . . . ? P2 P1 C7 C12 -59.7(2) . . . . ? N1 P1 C7 C8 73.9(2) . . . . ? C13 P1 C7 C8 -47.4(2) . . . . ? Pd1 P1 C7 C8 -179.7(2) . . . . ? P2 P1 C7 C8 117.8(2) . . . . ? C12 C7 C8 C9 -0.2(4) . . . . ? P1 C7 C8 C9 -177.7(2) . . . . ? C7 C8 C9 C10 0.1(5) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? C9 C10 C11 C12 -0.2(5) . . . . ? C8 C7 C12 C11 0.1(4) . . . . ? P1 C7 C12 C11 177.7(2) . . . . ? C10 C11 C12 C7 0.1(5) . . . . ? N1 P1 C13 C14 35.3(2) . . . . ? C7 P1 C13 C14 157.6(2) . . . . ? Pd1 P1 C13 C14 -68.9(2) . . . . ? P2 P1 C13 C14 -6.0(3) . . . . ? N1 P1 C13 C18 -152.3(2) . . . . ? C7 P1 C13 C18 -29.9(2) . . . . ? Pd1 P1 C13 C18 103.6(2) . . . . ? P2 P1 C13 C18 166.5(2) . . . . ? C18 C13 C14 C15 1.8(4) . . . . ? P1 C13 C14 C15 174.3(2) . . . . ? C13 C14 C15 C16 -1.1(5) . . . . ? C14 C15 C16 C17 0.2(5) . . . . ? C15 C16 C17 C18 0.2(5) . . . . ? C16 C17 C18 C13 0.5(5) . . . . ? C14 C13 C18 C17 -1.5(4) . . . . ? P1 C13 C18 C17 -174.0(2) . . . . ? N1 P2 C19 C20 151.3(2) . . . . ? C25 P2 C19 C20 35.1(2) . . . . ? Pd1 P2 C19 C20 -102.7(2) . . . . ? P1 P2 C19 C20 -172.8(2) . . . . ? N1 P2 C19 C24 -27.8(2) . . . . ? C25 P2 C19 C24 -144.0(2) . . . . ? Pd1 P2 C19 C24 78.2(2) . . . . ? P1 P2 C19 C24 8.1(3) . . . . ? C24 C19 C20 C21 1.0(4) . . . . ? P2 C19 C20 C21 -178.1(2) . . . . ? C19 C20 C21 C22 -0.3(4) . . . . ? C20 C21 C22 C23 0.2(4) . . . . ? C21 C22 C23 C24 -0.8(4) . . . . ? C22 C23 C24 C19 1.6(4) . . . . ? C20 C19 C24 C23 -1.6(4) . . . . ? P2 C19 C24 C23 177.5(2) . . . . ? N1 P2 C25 C26 91.9(2) . . . . ? C19 P2 C25 C26 -153.8(2) . . . . ? Pd1 P2 C25 C26 -11.2(2) . . . . ? P1 P2 C25 C26 49.2(2) . . . . ? N1 P2 C25 C30 -82.9(2) . . . . ? C19 P2 C25 C30 31.4(3) . . . . ? Pd1 P2 C25 C30 174.0(2) . . . . ? P1 P2 C25 C30 -125.6(2) . . . . ? C30 C25 C26 C27 1.9(4) . . . . ? P2 C25 C26 C27 -173.0(2) . . . . ? C25 C26 C27 C28 -0.7(5) . . . . ? C26 C27 C28 C29 -0.9(5) . . . . ? C27 C28 C29 C30 1.2(5) . . . . ? C28 C29 C30 C25 0.1(5) . . . . ? C26 C25 C30 C29 -1.7(4) . . . . ? P2 C25 C30 C29 173.1(2) . . . . ? _refine_diff_density_max 0.244 _refine_diff_density_min -0.159 _refine_diff_density_rms 0.033 data_9 _database_code_CSD 152784 _audit_creation_method SHELXL _chemical_name_systematic ; - ; _chemical_name_common - _chemical_formula_moiety 'C28 H27 Cl2 N O2 P2 Pt' _chemical_formula_structural 'C28 H27 Cl2 N O2 P2 Pt' _chemical_formula_analytical 'C28 H27 Cl2 N O2 P2 Pt' _chemical_formula_sum 'C28 H27 Cl2 N O2 P2 Pt' _chemical_formula_weight 737.44 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pt' 'Pt' -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 9.6790(2) _cell_length_b 15.4917(3) _cell_length_c 18.500 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2773.92(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 133 _cell_measurement_theta_min 12 _cell_measurement_theta_max 168 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max .2 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.766 _exptl_crystal_density_method - _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 5.393 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.700680 _exptl_absorpt_correction_T_max 1.000000 _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 SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 12326 _diffrn_reflns_av_R_equivalents 0.0846 _diffrn_reflns_av_sigmaI/netI 0.0949 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 23.25 _reflns_number_total 3989 _reflns_number_observed 3322 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0768P)^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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00006(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.024(7) _refine_ls_number_reflns 3939 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0345 _refine_ls_R_factor_obs 0.0248 _refine_ls_wR_factor_all 0.0591 _refine_ls_wR_factor_obs 0.0511 _refine_ls_goodness_of_fit_all 0.433 _refine_ls_goodness_of_fit_obs 0.438 _refine_ls_restrained_S_all 0.461 _refine_ls_restrained_S_obs 0.438 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pt1 Pt -1.61012(2) 1.087557(13) 0.657393(13) 0.02785(9) Uani 1 d . . Cl1 Cl -1.8419(2) 1.13122(11) 0.66815(11) 0.0482(5) Uani 1 d . . Cl2 Cl -1.5322(2) 1.19954(11) 0.73285(12) 0.0542(5) Uani 1 d . . P1 P -1.6442(2) 0.97299(9) 0.58775(9) 0.0289(4) Uani 1 d . . N1 N -1.4744(5) 0.9424(3) 0.5921(3) 0.0303(13) Uani 1 d . . P2 P -1.4056(2) 1.03119(9) 0.63422(9) 0.0299(4) Uani 1 d . . C1 C -1.3904(9) 0.8758(4) 0.5577(4) 0.039(2) Uani 1 d . . H1A H -1.3070(9) 0.8693(4) 0.5872(4) 0.047 Uiso 1 calc R . C2 C -1.3426(7) 0.9039(5) 0.4823(4) 0.044(2) Uani 1 d . . O2 O -1.4090(6) 0.9470(4) 0.4423(3) 0.080(2) Uani 1 d . . O3 O -1.2145(5) 0.8766(3) 0.4684(3) 0.059(2) Uani 1 d . . C3 C -1.1583(9) 0.9026(6) 0.3989(4) 0.065(2) Uani 1 d . . H3A H -1.0663(9) 0.8803(6) 0.3938(4) 0.097 Uiso 1 calc R . H3B H -1.1560(9) 0.9645(6) 0.3961(4) 0.097 Uiso 1 calc R . H3C H -1.2156(9) 0.8803(6) 0.3609(4) 0.097 Uiso 1 calc R . C4 C -1.4594(9) 0.7878(4) 0.5551(5) 0.058(2) Uani 1 d . . H4A H -1.4882(9) 0.7716(4) 0.6029(5) 0.086 Uiso 1 calc R . H4B H -1.3952(9) 0.7459(4) 0.5370(5) 0.086 Uiso 1 calc R . H4C H -1.5386(9) 0.7903(4) 0.5239(5) 0.086 Uiso 1 calc R . C5 C -1.7005(6) 0.9895(4) 0.4953(4) 0.034(2) Uani 1 d . . C6 C -1.7244(7) 0.9216(5) 0.4480(4) 0.048(2) Uani 1 d . . H6A H -1.7149(7) 0.8651(5) 0.4641(4) 0.058 Uiso 1 calc R . C7 C -1.7619(9) 0.9369(7) 0.3778(5) 0.064(3) Uani 1 d . . H7A H -1.7785(9) 0.8905(7) 0.3471(5) 0.077 Uiso 1 calc R . C8 C -1.7752(9) 1.0191(7) 0.3524(5) 0.070(3) Uani 1 d . . H8A H -1.7996(9) 1.0292(7) 0.3045(5) 0.084 Uiso 1 calc R . C9 C -1.7516(8) 1.0871(7) 0.3992(5) 0.065(2) Uani 1 d . . H9A H -1.7615(8) 1.1433(7) 0.3823(5) 0.078 Uiso 1 calc R . C10 C -1.7139(7) 1.0737(5) 0.4703(4) 0.046(2) Uani 1 d . . H10A H -1.6977(7) 1.1202(5) 0.5009(4) 0.055 Uiso 1 calc R . C11 C -1.7554(7) 0.8894(3) 0.6250(4) 0.031(2) Uani 1 d . . C12 C -1.7134(7) 0.8410(4) 0.6838(4) 0.043(2) Uani 1 d . . H12A H -1.6244(7) 0.8473(4) 0.7021(4) 0.051 Uiso 1 calc R . C13 C -1.8041(9) 0.7829(5) 0.7154(5) 0.053(2) Uani 1 d . . H13A H -1.7754(9) 0.7499(5) 0.7546(5) 0.064 Uiso 1 calc R . C14 C -1.9342(9) 0.7740(5) 0.6896(5) 0.057(2) Uani 1 d . . H14A H -1.9944(9) 0.7351(5) 0.7114(5) 0.068 Uiso 1 calc R . C15 C -1.9785(8) 0.8225(5) 0.6310(5) 0.058(2) Uani 1 d . . H15A H -2.0679(8) 0.8154(5) 0.6135(5) 0.070 Uiso 1 calc R . C16 C -1.8929(8) 0.8800(4) 0.5990(4) 0.044(2) Uani 1 d . . H16A H -1.9237(8) 0.9131(4) 0.5603(4) 0.053 Uiso 1 calc R . C17 C -1.3013(6) 1.0915(4) 0.5702(3) 0.0336(15) Uani 1 d . . C18 C -1.3616(7) 1.1564(4) 0.5305(4) 0.043(2) Uani 1 d . . H18A H -1.4520(7) 1.1729(4) 0.5405(4) 0.051 Uiso 1 calc R . C19 C -1.2891(10) 1.1975(5) 0.4757(5) 0.063(2) Uani 1 d . . H19A H -1.3304(10) 1.2418(5) 0.4495(5) 0.075 Uiso 1 calc R . C20 C -1.1589(10) 1.1729(5) 0.4606(5) 0.063(2) Uani 1 d . . H20A H -1.1112(10) 1.1999(5) 0.4233(5) 0.075 Uiso 1 calc R . C21 C -1.0952(9) 1.1086(5) 0.4996(5) 0.065(2) Uani 1 d . . H21A H -1.0045(9) 1.0931(5) 0.4893(5) 0.078 Uiso 1 calc R . C22 C -1.1656(7) 1.0677(4) 0.5535(4) 0.047(2) Uani 1 d . . H22A H -1.1231(7) 1.0235(4) 0.5793(4) 0.057 Uiso 1 calc R . C23 C -1.2877(7) 0.9898(4) 0.7019(4) 0.034(2) Uani 1 d . . C24 C -1.1746(8) 1.0376(4) 0.7242(4) 0.043(2) Uani 1 d . . H24A H -1.1587(8) 1.0919(4) 0.7046(4) 0.052 Uiso 1 calc R . C25 C -1.0854(8) 1.0049(5) 0.7755(4) 0.049(2) Uani 1 d . . H25A H -1.0085(8) 1.0367(5) 0.7896(4) 0.059 Uiso 1 calc R . C26 C -1.1100(8) 0.9266(4) 0.8053(4) 0.049(2) Uani 1 d . . H26A H -1.0506(8) 0.9054(4) 0.8406(4) 0.059 Uiso 1 calc R . C27 C -1.2216(8) 0.8782(5) 0.7840(4) 0.043(2) Uani 1 d . . H27A H -1.2356(8) 0.8237(5) 0.8038(4) 0.052 Uiso 1 calc R . C28 C -1.3133(7) 0.9100(4) 0.7333(3) 0.037(2) Uani 1 d . . H28A H -1.3912(7) 0.8784(4) 0.7205(3) 0.044 Uiso 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 Pt1 0.02685(14) 0.02456(12) 0.03212(13) -0.00089(11) 0.00044(13) 0.00118(11) Cl1 0.0301(9) 0.0494(9) 0.0651(13) -0.0009(9) 0.0089(10) 0.0050(8) Cl2 0.0555(13) 0.0417(10) 0.0655(14) -0.0216(9) -0.0120(11) 0.0018(9) P1 0.0248(11) 0.0278(8) 0.0341(9) -0.0021(7) -0.0011(8) 0.0003(7) N1 0.030(3) 0.028(3) 0.033(3) -0.007(2) -0.002(3) 0.002(2) P2 0.0285(10) 0.0260(8) 0.0354(10) 0.0009(6) 0.0002(8) -0.0021(8) C1 0.038(4) 0.038(3) 0.042(4) -0.006(3) -0.004(4) 0.004(4) C2 0.038(4) 0.044(4) 0.050(5) -0.004(4) 0.002(4) 0.014(4) O2 0.052(4) 0.139(5) 0.050(4) 0.029(3) 0.010(3) 0.035(4) O3 0.044(4) 0.066(3) 0.066(4) 0.006(3) 0.014(3) 0.025(3) C3 0.052(5) 0.089(6) 0.053(5) 0.005(5) 0.022(4) 0.006(5) C4 0.078(6) 0.032(4) 0.063(6) -0.006(3) 0.012(5) 0.005(4) C5 0.015(4) 0.052(4) 0.035(4) -0.003(3) 0.003(3) -0.003(3) C6 0.039(4) 0.058(5) 0.047(5) -0.001(4) -0.008(4) -0.009(4) C7 0.049(5) 0.097(8) 0.046(5) -0.021(5) -0.003(4) -0.007(5) C8 0.070(6) 0.107(8) 0.034(5) 0.006(6) -0.009(5) -0.004(5) C9 0.051(5) 0.086(6) 0.058(6) 0.039(6) 0.001(4) 0.010(5) C10 0.040(4) 0.049(5) 0.049(5) 0.012(4) -0.002(4) 0.001(4) C11 0.032(4) 0.018(3) 0.042(4) -0.006(3) 0.000(3) 0.003(3) C12 0.028(4) 0.049(4) 0.053(5) 0.006(3) 0.001(4) -0.001(3) C13 0.052(6) 0.057(5) 0.050(5) 0.020(4) -0.005(5) -0.010(4) C14 0.050(6) 0.038(4) 0.083(6) 0.008(4) 0.024(5) -0.008(4) C15 0.032(5) 0.044(5) 0.099(8) 0.000(4) 0.013(5) -0.013(4) C16 0.030(4) 0.054(4) 0.049(4) 0.007(3) 0.001(4) 0.001(4) C17 0.029(4) 0.034(3) 0.038(4) 0.001(3) 0.000(3) -0.006(3) C18 0.030(5) 0.038(4) 0.060(5) 0.006(3) 0.001(4) -0.003(3) C19 0.071(7) 0.054(5) 0.062(6) 0.023(4) 0.001(5) -0.024(5) C20 0.061(7) 0.079(6) 0.049(5) 0.005(4) 0.007(5) -0.036(5) C21 0.039(5) 0.091(6) 0.065(6) 0.009(5) 0.009(5) -0.014(5) C22 0.035(4) 0.055(5) 0.052(5) 0.007(3) 0.001(4) 0.006(3) C23 0.031(4) 0.035(4) 0.035(4) -0.002(3) -0.003(3) 0.002(3) C24 0.045(5) 0.038(4) 0.047(5) 0.004(3) -0.010(4) -0.009(4) C25 0.042(5) 0.064(5) 0.042(5) 0.003(4) -0.010(4) -0.014(4) C26 0.042(4) 0.061(5) 0.044(4) 0.008(3) -0.018(4) 0.014(5) C27 0.045(5) 0.042(4) 0.042(5) 0.008(3) -0.005(4) -0.001(4) C28 0.034(4) 0.035(3) 0.042(4) 0.002(3) -0.005(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 Pt1 P2 2.206(2) . ? Pt1 P1 2.218(2) . ? Pt1 Cl1 2.351(2) . ? Pt1 Cl2 2.351(2) . ? P1 N1 1.713(5) . ? P1 C5 1.813(7) . ? P1 C11 1.819(6) . ? P1 P2 2.624(2) . ? N1 C1 1.459(8) . ? N1 P2 1.715(5) . ? P2 C23 1.811(7) . ? P2 C17 1.815(6) . ? C1 C4 1.518(9) . ? C1 C2 1.532(10) . ? C2 O2 1.186(8) . ? C2 O3 1.335(8) . ? O3 C3 1.453(9) . ? C5 C6 1.388(10) . ? C5 C10 1.390(9) . ? C6 C7 1.368(11) . ? C7 C8 1.364(12) . ? C8 C9 1.382(13) . ? C9 C10 1.382(10) . ? C11 C12 1.383(9) . ? C11 C16 1.423(10) . ? C12 C13 1.386(10) . ? C13 C14 1.354(11) . ? C14 C15 1.387(12) . ? C15 C16 1.352(10) . ? C17 C18 1.376(9) . ? C17 C22 1.398(9) . ? C18 C19 1.387(10) . ? C19 C20 1.346(12) . ? C20 C21 1.375(11) . ? C21 C22 1.364(10) . ? C23 C24 1.385(9) . ? C23 C28 1.389(9) . ? C24 C25 1.379(10) . ? C25 C26 1.354(10) . ? C26 C27 1.373(10) . ? C27 C28 1.382(9) . ? 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 P2 Pt1 P1 72.77(6) . . ? P2 Pt1 Cl1 170.59(6) . . ? P1 Pt1 Cl1 97.90(6) . . ? P2 Pt1 Cl2 96.88(7) . . ? P1 Pt1 Cl2 169.48(7) . . ? Cl1 Pt1 Cl2 92.48(7) . . ? N1 P1 C5 111.8(3) . . ? N1 P1 C11 110.7(3) . . ? C5 P1 C11 106.3(3) . . ? N1 P1 Pt1 92.9(2) . . ? C5 P1 Pt1 118.7(2) . . ? C11 P1 Pt1 115.9(2) . . ? N1 P1 P2 40.1(2) . . ? C5 P1 P2 121.7(2) . . ? C11 P1 P2 129.9(2) . . ? Pt1 P1 P2 53.40(5) . . ? C1 N1 P2 123.3(4) . . ? C1 N1 P1 135.2(5) . . ? P2 N1 P1 99.9(2) . . ? N1 P2 C23 105.9(3) . . ? N1 P2 C17 109.4(3) . . ? C23 P2 C17 106.4(3) . . ? N1 P2 Pt1 93.3(2) . . ? C23 P2 Pt1 124.9(2) . . ? C17 P2 Pt1 115.0(2) . . ? N1 P2 P1 40.0(2) . . ? C23 P2 P1 131.3(2) . . ? C17 P2 P1 116.9(2) . . ? Pt1 P2 P1 53.82(5) . . ? N1 C1 C4 113.8(6) . . ? N1 C1 C2 111.4(5) . . ? C4 C1 C2 111.1(6) . . ? O2 C2 O3 124.2(7) . . ? O2 C2 C1 124.3(7) . . ? O3 C2 C1 111.5(6) . . ? C2 O3 C3 115.4(6) . . ? C6 C5 C10 119.1(7) . . ? C6 C5 P1 122.6(6) . . ? C10 C5 P1 118.3(5) . . ? C7 C6 C5 120.8(8) . . ? C8 C7 C6 120.9(9) . . ? C7 C8 C9 118.6(9) . . ? C10 C9 C8 121.8(9) . . ? C9 C10 C5 118.8(8) . . ? C12 C11 C16 119.0(6) . . ? C12 C11 P1 120.7(5) . . ? C16 C11 P1 119.9(5) . . ? C13 C12 C11 119.9(7) . . ? C14 C13 C12 120.4(8) . . ? C13 C14 C15 120.6(7) . . ? C16 C15 C14 120.6(8) . . ? C15 C16 C11 119.5(7) . . ? C18 C17 C22 118.3(6) . . ? C18 C17 P2 119.2(5) . . ? C22 C17 P2 122.1(5) . . ? C17 C18 C19 120.7(7) . . ? C20 C19 C18 119.7(8) . . ? C19 C20 C21 121.0(8) . . ? C22 C21 C20 119.7(8) . . ? C21 C22 C17 120.5(7) . . ? C24 C23 C28 119.4(6) . . ? C24 C23 P2 121.0(5) . . ? C28 C23 P2 119.5(5) . . ? C25 C24 C23 120.3(6) . . ? C26 C25 C24 120.0(7) . . ? C25 C26 C27 120.7(7) . . ? C26 C27 C28 120.4(7) . . ? C27 C28 C23 119.2(6) . . ? 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 P2 Pt1 P1 N1 7.1(2) . . . . ? Cl1 Pt1 P1 N1 -174.2(2) . . . . ? Cl2 Pt1 P1 N1 -3.3(5) . . . . ? P2 Pt1 P1 C5 -109.8(2) . . . . ? Cl1 Pt1 P1 C5 68.9(2) . . . . ? Cl2 Pt1 P1 C5 -120.2(4) . . . . ? P2 Pt1 P1 C11 121.8(2) . . . . ? Cl1 Pt1 P1 C11 -59.5(2) . . . . ? Cl2 Pt1 P1 C11 111.4(4) . . . . ? P2 Pt1 P1 P2 0.0 . . . . ? Cl1 Pt1 P1 P2 178.70(7) . . . . ? Cl2 Pt1 P1 P2 -10.4(4) . . . . ? C5 P1 N1 C1 -51.4(7) . . . . ? C11 P1 N1 C1 66.9(7) . . . . ? Pt1 P1 N1 C1 -173.9(6) . . . . ? P2 P1 N1 C1 -165.1(8) . . . . ? C5 P1 N1 P2 113.7(3) . . . . ? C11 P1 N1 P2 -128.0(3) . . . . ? Pt1 P1 N1 P2 -8.8(2) . . . . ? P2 P1 N1 P2 0.0 . . . . ? C1 N1 P2 C23 -55.9(6) . . . . ? P1 N1 P2 C23 136.6(3) . . . . ? C1 N1 P2 C17 58.4(6) . . . . ? P1 N1 P2 C17 -109.1(3) . . . . ? C1 N1 P2 Pt1 176.4(5) . . . . ? P1 N1 P2 Pt1 8.9(2) . . . . ? C1 N1 P2 P1 167.5(7) . . . . ? P1 N1 P2 P1 0.0 . . . . ? P1 Pt1 P2 N1 -7.1(2) . . . . ? Cl1 Pt1 P2 N1 -15.0(4) . . . . ? Cl2 Pt1 P2 N1 171.0(2) . . . . ? P1 Pt1 P2 C23 -119.1(3) . . . . ? Cl1 Pt1 P2 C23 -127.0(4) . . . . ? Cl2 Pt1 P2 C23 59.0(3) . . . . ? P1 Pt1 P2 C17 106.1(2) . . . . ? Cl1 Pt1 P2 C17 98.2(4) . . . . ? Cl2 Pt1 P2 C17 -75.8(2) . . . . ? P1 Pt1 P2 P1 0.0 . . . . ? Cl1 Pt1 P2 P1 -7.9(4) . . . . ? Cl2 Pt1 P2 P1 178.10(7) . . . . ? N1 P1 P2 N1 0.000(1) . . . . ? C5 P1 P2 N1 -86.9(4) . . . . ? C11 P1 P2 N1 73.9(4) . . . . ? Pt1 P1 P2 N1 169.0(3) . . . . ? N1 P1 P2 C23 -61.5(4) . . . . ? C5 P1 P2 C23 -148.4(4) . . . . ? C11 P1 P2 C23 12.4(4) . . . . ? Pt1 P1 P2 C23 107.5(3) . . . . ? N1 P1 P2 C17 88.6(4) . . . . ? C5 P1 P2 C17 1.7(4) . . . . ? C11 P1 P2 C17 162.4(3) . . . . ? Pt1 P1 P2 C17 -102.4(2) . . . . ? N1 P1 P2 Pt1 -169.0(3) . . . . ? C5 P1 P2 Pt1 104.1(3) . . . . ? C11 P1 P2 Pt1 -95.1(3) . . . . ? Pt1 P1 P2 Pt1 0.0 . . . . ? P2 N1 C1 C4 153.3(5) . . . . ? P1 N1 C1 C4 -44.3(9) . . . . ? P2 N1 C1 C2 -80.2(7) . . . . ? P1 N1 C1 C2 82.1(7) . . . . ? N1 C1 C2 O2 -34.6(10) . . . . ? C4 C1 C2 O2 93.3(9) . . . . ? N1 C1 C2 O3 142.9(6) . . . . ? C4 C1 C2 O3 -89.1(8) . . . . ? O2 C2 O3 C3 -0.5(11) . . . . ? C1 C2 O3 C3 -178.1(6) . . . . ? N1 P1 C5 C6 73.7(6) . . . . ? C11 P1 C5 C6 -47.2(6) . . . . ? Pt1 P1 C5 C6 -179.9(5) . . . . ? P2 P1 C5 C6 117.5(5) . . . . ? N1 P1 C5 C10 -103.3(6) . . . . ? C11 P1 C5 C10 135.8(5) . . . . ? Pt1 P1 C5 C10 3.0(6) . . . . ? P2 P1 C5 C10 -59.5(6) . . . . ? C10 C5 C6 C7 -0.6(11) . . . . ? P1 C5 C6 C7 -177.6(6) . . . . ? C5 C6 C7 C8 0.7(13) . . . . ? C6 C7 C8 C9 -0.8(14) . . . . ? C7 C8 C9 C10 0.7(14) . . . . ? C8 C9 C10 C5 -0.5(12) . . . . ? C6 C5 C10 C9 0.5(11) . . . . ? P1 C5 C10 C9 177.6(5) . . . . ? N1 P1 C11 C12 36.1(6) . . . . ? C5 P1 C11 C12 157.7(5) . . . . ? Pt1 P1 C11 C12 -68.0(5) . . . . ? P2 P1 C11 C12 -5.3(7) . . . . ? N1 P1 C11 C16 -151.0(5) . . . . ? C5 P1 C11 C16 -29.4(6) . . . . ? Pt1 P1 C11 C16 104.9(5) . . . . ? P2 P1 C11 C16 167.6(4) . . . . ? C16 C11 C12 C13 1.4(10) . . . . ? P1 C11 C12 C13 174.3(6) . . . . ? C11 C12 C13 C14 -0.7(12) . . . . ? C12 C13 C14 C15 0.3(13) . . . . ? C13 C14 C15 C16 -0.6(12) . . . . ? C14 C15 C16 C11 1.2(11) . . . . ? C12 C11 C16 C15 -1.6(10) . . . . ? P1 C11 C16 C15 -174.6(6) . . . . ? N1 P2 C17 C18 91.2(6) . . . . ? C23 P2 C17 C18 -154.8(5) . . . . ? Pt1 P2 C17 C18 -12.2(6) . . . . ? P1 P2 C17 C18 48.2(6) . . . . ? N1 P2 C17 C22 -81.0(6) . . . . ? C23 P2 C17 C22 33.0(6) . . . . ? Pt1 P2 C17 C22 175.6(5) . . . . ? P1 P2 C17 C22 -124.0(5) . . . . ? C22 C17 C18 C19 -0.5(10) . . . . ? P2 C17 C18 C19 -173.0(6) . . . . ? C17 C18 C19 C20 0.8(12) . . . . ? C18 C19 C20 C21 -1.2(13) . . . . ? C19 C20 C21 C22 1.3(13) . . . . ? C20 C21 C22 C17 -1.1(12) . . . . ? C18 C17 C22 C21 0.7(11) . . . . ? P2 C17 C22 C21 172.9(6) . . . . ? N1 P2 C23 C24 152.3(6) . . . . ? C17 P2 C23 C24 35.9(7) . . . . ? Pt1 P2 C23 C24 -101.9(6) . . . . ? P1 P2 C23 C24 -171.7(5) . . . . ? N1 P2 C23 C28 -29.6(6) . . . . ? C17 P2 C23 C28 -146.0(5) . . . . ? Pt1 P2 C23 C28 76.1(6) . . . . ? P1 P2 C23 C28 6.4(7) . . . . ? C28 C23 C24 C25 2.3(11) . . . . ? P2 C23 C24 C25 -179.7(6) . . . . ? C23 C24 C25 C26 -1.4(11) . . . . ? C24 C25 C26 C27 1.3(12) . . . . ? C25 C26 C27 C28 -2.1(12) . . . . ? C26 C27 C28 C23 2.9(11) . . . . ? C24 C23 C28 C27 -3.0(10) . . . . ? P2 C23 C28 C27 178.9(5) . . . . ? _refine_diff_density_max 0.619 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.078 data_11 _database_code_CSD 152785 _audit_creation_method SHELXL _chemical_name_systematic ; - ; _chemical_name_common - _chemical_formula_moiety 'C28 H27 N O2 P2 S' _chemical_formula_structural 'C28 H27 N O2 P2 S' _chemical_formula_analytical 'C28 H27 N O2 P2 S' _chemical_formula_sum 'C28 H27 N O2 P2 S' _chemical_formula_weight 503.51 _chemical_melting_point - _chemical_compound_source - 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' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 8.8209(6) _cell_length_b 11.8478(7) _cell_length_c 25.471(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2661.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 57 _cell_measurement_theta_min 12 _cell_measurement_theta_max 168 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max .32 _exptl_crystal_size_mid .24 _exptl_crystal_size_min .11 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method - _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.267 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.779750 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; - ; _diffrn_ambient_temperature 298(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 SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 11599 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 23.26 _reflns_number_total 3830 _reflns_number_observed 2944 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 14 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0395P)^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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0008(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(7) _refine_ls_number_reflns 3816 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0505 _refine_ls_R_factor_obs 0.0319 _refine_ls_wR_factor_all 0.0697 _refine_ls_wR_factor_obs 0.0627 _refine_ls_goodness_of_fit_all 0.872 _refine_ls_goodness_of_fit_obs 0.938 _refine_ls_restrained_S_all 0.907 _refine_ls_restrained_S_obs 0.938 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.51363(9) 0.15325(7) 0.17129(3) 0.0659(2) Uani 1 d . . P1 P 0.33673(9) 0.06045(6) 0.15682(3) 0.0468(2) Uani 1 d . . N1 N 0.3778(2) -0.0618(2) 0.12559(7) 0.0427(5) Uani 1 d . . P2 P 0.22367(8) -0.14624(6) 0.10958(3) 0.0488(2) Uani 1 d . . C1 C 0.5273(3) -0.0784(2) 0.09960(10) 0.0475(7) Uani 1 d . . H1A H 0.5250(3) -0.1560(2) 0.08621(10) 0.057 Uiso 1 calc R . C2 C 0.6628(4) -0.0742(2) 0.13583(12) 0.0560(7) Uani 1 d . . O2 O 0.7867(2) -0.0474(2) 0.12130(9) 0.0833(7) Uani 1 d . . O3 O 0.6327(2) -0.1110(2) 0.18399(8) 0.0650(6) Uani 1 d . . C3 C 0.7586(4) -0.1040(3) 0.22039(13) 0.0964(13) Uani 1 d . . H3A H 0.7275(4) -0.1322(3) 0.25407(13) 0.145 Uiso 1 calc R . H3B H 0.7901(4) -0.0268(3) 0.22376(13) 0.145 Uiso 1 calc R . H3C H 0.8415(4) -0.1486(3) 0.20747(13) 0.145 Uiso 1 calc R . C4 C 0.5538(3) -0.0041(3) 0.05102(10) 0.0637(9) Uani 1 d . . H4A H 0.4668(3) -0.0078(3) 0.02848(10) 0.096 Uiso 1 calc R . H4B H 0.6415(3) -0.0305(3) 0.03238(10) 0.096 Uiso 1 calc R . H4C H 0.5698(3) 0.0726(3) 0.06186(10) 0.096 Uiso 1 calc R . C5 C 0.2382(3) 0.0194(2) 0.21610(10) 0.0524(8) Uani 1 d . . C6 C 0.1419(4) 0.0956(3) 0.24102(12) 0.0731(10) Uani 1 d . . H6A H 0.1225(4) 0.1656(3) 0.22600(12) 0.088 Uiso 1 calc R . C7 C 0.0754(4) 0.0663(4) 0.28829(14) 0.0946(12) Uani 1 d . . H7A H 0.0112(4) 0.1173(4) 0.30487(14) 0.114 Uiso 1 calc R . C8 C 0.1022(4) -0.0362(4) 0.31105(14) 0.0929(13) Uani 1 d . . H8A H 0.0565(4) -0.0549(4) 0.34280(14) 0.111 Uiso 1 calc R . C9 C 0.1956(4) -0.1100(3) 0.28696(13) 0.0848(11) Uani 1 d . . H9A H 0.2135(4) -0.1803(3) 0.30203(13) 0.102 Uiso 1 calc R . C10 C 0.2651(4) -0.0820(3) 0.23999(11) 0.0657(9) Uani 1 d . . H10A H 0.3313(4) -0.1331(3) 0.22439(11) 0.079 Uiso 1 calc R . C11 C 0.1999(3) 0.1365(2) 0.11650(10) 0.0492(7) Uani 1 d . . C12 C 0.0460(3) 0.1238(2) 0.12114(11) 0.0602(8) Uani 1 d . . H12A H 0.0069(3) 0.0747(2) 0.14621(11) 0.072 Uiso 1 calc R . C13 C -0.0523(4) 0.1836(3) 0.08866(14) 0.0748(10) Uani 1 d . . H13A H -0.1565(4) 0.1764(3) 0.09298(14) 0.090 Uiso 1 calc R . C14 C 0.0040(5) 0.2530(3) 0.05043(13) 0.0780(10) Uani 1 d . . H14A H -0.0620(5) 0.2930(3) 0.02883(13) 0.094 Uiso 1 calc R . C15 C 0.1581(5) 0.2637(3) 0.04395(12) 0.0747(10) Uani 1 d . . H15A H 0.1964(5) 0.3087(3) 0.01714(12) 0.090 Uiso 1 calc R . C16 C 0.2556(4) 0.2077(2) 0.07721(11) 0.0605(8) Uani 1 d . . H16A H 0.3597(4) 0.2173(2) 0.07349(11) 0.073 Uiso 1 calc R . C17 C 0.2257(3) -0.1466(3) 0.03722(10) 0.0558(8) Uani 1 d . . C18 C 0.3129(4) -0.2175(3) 0.00618(11) 0.0663(9) Uani 1 d . . H18A H 0.3732(4) -0.2720(3) 0.02208(11) 0.080 Uiso 1 calc R . C19 C 0.3120(4) -0.2087(3) -0.04747(12) 0.0830(11) Uani 1 d . . H19A H 0.3715(4) -0.2569(3) -0.06765(12) 0.100 Uiso 1 calc R . C20 C 0.2232(5) -0.1289(4) -0.07131(14) 0.1014(14) Uani 1 d . . H20A H 0.2231(5) -0.1227(4) -0.10770(14) 0.122 Uiso 1 calc R . C21 C 0.1346(5) -0.0585(4) -0.0418(2) 0.0987(13) Uani 1 d . . H21A H 0.0749(5) -0.0043(4) -0.0582(2) 0.118 Uiso 1 calc R . C22 C 0.1338(4) -0.0678(3) 0.01292(12) 0.0759(10) Uani 1 d . . H22A H 0.0716(4) -0.0211(3) 0.03290(12) 0.091 Uiso 1 calc R . C23 C 0.2879(3) -0.2896(2) 0.12365(11) 0.0521(8) Uani 1 d . . C24 C 0.3999(4) -0.3175(2) 0.15976(11) 0.0599(8) Uani 1 d . . H24A H 0.4545(4) -0.2605(2) 0.17633(11) 0.072 Uiso 1 calc R . C25 C 0.4313(4) -0.4294(3) 0.17134(12) 0.0766(10) Uani 1 d . . H25A H 0.5062(4) -0.4469(3) 0.19572(12) 0.092 Uiso 1 calc R . C26 C 0.3530(5) -0.5142(3) 0.14720(14) 0.0881(12) Uani 1 d . . H26A H 0.3765(5) -0.5892(3) 0.15422(14) 0.106 Uiso 1 calc R . C27 C 0.2404(4) -0.4882(3) 0.11284(14) 0.0869(11) Uani 1 d . . H27A H 0.1850(4) -0.5460(3) 0.09724(14) 0.104 Uiso 1 calc R . C28 C 0.2070(3) -0.3775(2) 0.10076(12) 0.0653(9) Uani 1 d . . H28B H 0.1297(3) -0.3615(2) 0.07708(12) 0.078 Uiso 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 S1 0.0647(5) 0.0540(5) 0.0790(5) -0.0095(4) -0.0147(4) -0.0126(4) P1 0.0520(5) 0.0412(4) 0.0474(4) -0.0034(4) -0.0053(4) -0.0031(4) N1 0.0455(14) 0.0398(12) 0.0429(12) -0.0019(11) 0.0006(10) -0.0037(11) P2 0.0504(5) 0.0475(4) 0.0484(4) -0.0029(4) -0.0037(4) -0.0084(4) C1 0.044(2) 0.044(2) 0.054(2) -0.0034(14) 0.0002(15) -0.0047(14) C2 0.052(2) 0.051(2) 0.065(2) -0.004(2) 0.000(2) -0.002(2) O2 0.0464(14) 0.106(2) 0.097(2) -0.0048(14) 0.0021(13) -0.0170(13) O3 0.0647(14) 0.0692(14) 0.0610(13) 0.0063(11) -0.0144(11) -0.0025(11) C3 0.090(3) 0.116(3) 0.083(2) 0.000(2) -0.045(2) 0.009(2) C4 0.068(2) 0.067(2) 0.056(2) 0.007(2) 0.009(2) -0.011(2) C5 0.056(2) 0.051(2) 0.050(2) -0.0090(15) -0.0046(15) -0.002(2) C6 0.090(3) 0.070(2) 0.059(2) -0.008(2) 0.003(2) 0.015(2) C7 0.097(3) 0.126(3) 0.062(2) -0.020(2) 0.017(2) 0.026(3) C8 0.096(3) 0.127(4) 0.056(2) 0.016(2) 0.012(2) 0.013(3) C9 0.098(3) 0.095(3) 0.062(2) 0.015(2) 0.012(2) 0.009(2) C10 0.080(2) 0.070(2) 0.047(2) 0.003(2) 0.009(2) 0.010(2) C11 0.060(2) 0.0361(15) 0.052(2) -0.0075(15) -0.0097(15) 0.0009(15) C12 0.056(2) 0.055(2) 0.069(2) 0.008(2) -0.011(2) -0.004(2) C13 0.066(2) 0.070(2) 0.089(2) 0.004(2) -0.019(2) -0.001(2) C14 0.087(3) 0.063(2) 0.084(3) 0.004(2) -0.030(2) 0.008(2) C15 0.103(3) 0.055(2) 0.066(2) 0.010(2) -0.007(2) 0.009(2) C16 0.069(2) 0.050(2) 0.063(2) 0.001(2) -0.001(2) 0.002(2) C17 0.059(2) 0.056(2) 0.052(2) -0.007(2) -0.013(2) -0.011(2) C18 0.073(2) 0.075(2) 0.051(2) -0.007(2) -0.002(2) -0.014(2) C19 0.085(3) 0.113(3) 0.052(2) -0.013(2) -0.002(2) -0.028(2) C20 0.112(3) 0.142(4) 0.050(2) -0.002(3) -0.016(2) -0.030(3) C21 0.116(3) 0.104(3) 0.076(3) 0.014(3) -0.042(3) -0.014(3) C22 0.092(3) 0.075(2) 0.060(2) -0.002(2) -0.026(2) -0.002(2) C23 0.058(2) 0.047(2) 0.051(2) -0.0018(14) 0.010(2) -0.007(2) C24 0.072(2) 0.050(2) 0.057(2) 0.002(2) 0.005(2) -0.004(2) C25 0.099(3) 0.064(2) 0.066(2) 0.011(2) 0.013(2) 0.009(2) C26 0.125(4) 0.050(2) 0.090(3) 0.015(2) 0.036(3) 0.005(2) C27 0.109(3) 0.047(2) 0.104(3) -0.019(2) 0.034(3) -0.020(2) C28 0.067(2) 0.056(2) 0.073(2) -0.011(2) 0.009(2) -0.018(2) _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 S1 P1 1.9441(11) . ? P1 N1 1.692(2) . ? P1 C5 1.809(3) . ? P1 C11 1.823(3) . ? N1 C1 1.488(3) . ? N1 P2 1.737(2) . ? P2 C23 1.826(3) . ? P2 C17 1.843(3) . ? C1 C2 1.511(4) . ? C1 C4 1.537(3) . ? C2 O2 1.197(3) . ? C2 O3 1.329(3) . ? O3 C3 1.449(3) . ? C5 C10 1.368(4) . ? C5 C6 1.392(4) . ? C6 C7 1.384(4) . ? C7 C8 1.366(5) . ? C8 C9 1.349(5) . ? C9 C10 1.385(4) . ? C11 C12 1.371(4) . ? C11 C16 1.398(4) . ? C12 C13 1.392(4) . ? C13 C14 1.367(4) . ? C14 C15 1.375(5) . ? C15 C16 1.378(4) . ? C17 C22 1.383(4) . ? C17 C18 1.387(4) . ? C18 C19 1.371(4) . ? C19 C20 1.369(5) . ? C20 C21 1.368(5) . ? C21 C22 1.399(4) . ? C23 C24 1.390(4) . ? C23 C28 1.391(4) . ? C24 C25 1.386(4) . ? C25 C26 1.365(5) . ? C26 C27 1.359(5) . ? C27 C28 1.379(4) . ? 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 N1 P1 C5 105.38(11) . . ? N1 P1 C11 107.46(10) . . ? C5 P1 C11 106.56(14) . . ? N1 P1 S1 113.67(8) . . ? C5 P1 S1 112.30(9) . . ? C11 P1 S1 111.03(10) . . ? C1 N1 P1 120.8(2) . . ? C1 N1 P2 120.9(2) . . ? P1 N1 P2 115.84(11) . . ? N1 P2 C23 104.28(12) . . ? N1 P2 C17 103.21(11) . . ? C23 P2 C17 101.03(14) . . ? N1 C1 C2 115.1(2) . . ? N1 C1 C4 114.7(2) . . ? C2 C1 C4 110.6(2) . . ? O2 C2 O3 123.7(3) . . ? O2 C2 C1 122.8(3) . . ? O3 C2 C1 113.3(3) . . ? C2 O3 C3 114.8(2) . . ? C10 C5 C6 118.2(3) . . ? C10 C5 P1 121.6(2) . . ? C6 C5 P1 120.0(2) . . ? C7 C6 C5 119.5(3) . . ? C8 C7 C6 121.3(4) . . ? C9 C8 C7 119.2(3) . . ? C8 C9 C10 120.6(3) . . ? C5 C10 C9 121.2(3) . . ? C12 C11 C16 118.4(3) . . ? C12 C11 P1 123.6(2) . . ? C16 C11 P1 118.0(2) . . ? C11 C12 C13 120.6(3) . . ? C14 C13 C12 120.2(3) . . ? C13 C14 C15 120.0(3) . . ? C14 C15 C16 119.9(3) . . ? C15 C16 C11 120.8(3) . . ? C22 C17 C18 118.6(3) . . ? C22 C17 P2 116.1(2) . . ? C18 C17 P2 125.2(2) . . ? C19 C18 C17 121.3(3) . . ? C20 C19 C18 119.9(4) . . ? C21 C20 C19 120.3(3) . . ? C20 C21 C22 120.1(4) . . ? C17 C22 C21 119.7(3) . . ? C24 C23 C28 117.6(3) . . ? C24 C23 P2 124.9(2) . . ? C28 C23 P2 117.1(2) . . ? C25 C24 C23 120.7(3) . . ? C26 C25 C24 120.5(3) . . ? C27 C26 C25 119.6(3) . . ? C26 C27 C28 121.0(4) . . ? C27 C28 C23 120.6(3) . . ? 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 C5 P1 N1 C1 -139.1(2) . . . . ? C11 P1 N1 C1 107.6(2) . . . . ? S1 P1 N1 C1 -15.7(2) . . . . ? C5 P1 N1 P2 58.72(15) . . . . ? C11 P1 N1 P2 -54.63(15) . . . . ? S1 P1 N1 P2 -177.90(8) . . . . ? C1 N1 P2 C23 58.3(2) . . . . ? P1 N1 P2 C23 -139.48(13) . . . . ? C1 N1 P2 C17 -46.9(2) . . . . ? P1 N1 P2 C17 115.30(15) . . . . ? P1 N1 C1 C2 62.1(3) . . . . ? P2 N1 C1 C2 -136.6(2) . . . . ? P1 N1 C1 C4 -67.9(3) . . . . ? P2 N1 C1 C4 93.4(2) . . . . ? N1 C1 C2 O2 -153.6(3) . . . . ? C4 C1 C2 O2 -21.6(4) . . . . ? N1 C1 C2 O3 31.1(3) . . . . ? C4 C1 C2 O3 163.1(2) . . . . ? O2 C2 O3 C3 7.1(4) . . . . ? C1 C2 O3 C3 -177.7(3) . . . . ? N1 P1 C5 C10 28.8(3) . . . . ? C11 P1 C5 C10 142.8(2) . . . . ? S1 P1 C5 C10 -95.4(2) . . . . ? N1 P1 C5 C6 -156.8(2) . . . . ? C11 P1 C5 C6 -42.8(3) . . . . ? S1 P1 C5 C6 79.0(2) . . . . ? C10 C5 C6 C7 -0.9(5) . . . . ? P1 C5 C6 C7 -175.5(3) . . . . ? C5 C6 C7 C8 0.0(6) . . . . ? C6 C7 C8 C9 0.1(6) . . . . ? C7 C8 C9 C10 0.7(6) . . . . ? C6 C5 C10 C9 1.7(5) . . . . ? P1 C5 C10 C9 176.3(2) . . . . ? C8 C9 C10 C5 -1.7(5) . . . . ? N1 P1 C11 C12 89.5(3) . . . . ? C5 P1 C11 C12 -23.1(3) . . . . ? S1 P1 C11 C12 -145.6(2) . . . . ? N1 P1 C11 C16 -87.6(2) . . . . ? C5 P1 C11 C16 159.9(2) . . . . ? S1 P1 C11 C16 37.3(2) . . . . ? C16 C11 C12 C13 -2.3(4) . . . . ? P1 C11 C12 C13 -179.3(2) . . . . ? C11 C12 C13 C14 2.3(5) . . . . ? C12 C13 C14 C15 0.1(5) . . . . ? C13 C14 C15 C16 -2.4(5) . . . . ? C14 C15 C16 C11 2.3(5) . . . . ? C12 C11 C16 C15 0.0(4) . . . . ? P1 C11 C16 C15 177.2(2) . . . . ? N1 P2 C17 C22 -94.9(2) . . . . ? C23 P2 C17 C22 157.4(2) . . . . ? N1 P2 C17 C18 84.0(3) . . . . ? C23 P2 C17 C18 -23.7(3) . . . . ? C22 C17 C18 C19 1.6(4) . . . . ? P2 C17 C18 C19 -177.3(2) . . . . ? C17 C18 C19 C20 -0.2(5) . . . . ? C18 C19 C20 C21 -0.5(6) . . . . ? C19 C20 C21 C22 -0.2(6) . . . . ? C18 C17 C22 C21 -2.3(5) . . . . ? P2 C17 C22 C21 176.7(3) . . . . ? C20 C21 C22 C17 1.6(5) . . . . ? N1 P2 C23 C24 25.7(3) . . . . ? C17 P2 C23 C24 132.6(2) . . . . ? N1 P2 C23 C28 -161.7(2) . . . . ? C17 P2 C23 C28 -54.9(2) . . . . ? C28 C23 C24 C25 1.4(4) . . . . ? P2 C23 C24 C25 174.0(2) . . . . ? C23 C24 C25 C26 0.4(5) . . . . ? C24 C25 C26 C27 -2.1(5) . . . . ? C25 C26 C27 C28 2.0(5) . . . . ? C26 C27 C28 C23 -0.2(5) . . . . ? C24 C23 C28 C27 -1.5(4) . . . . ? P2 C23 C28 C27 -174.7(2) . . . . ? _refine_diff_density_max 0.281 _refine_diff_density_min -0.138 _refine_diff_density_rms 0.029 data_12 _database_code_CSD 152786 _audit_creation_method SHELXL _chemical_name_systematic ; - ; _chemical_name_common - _chemical_formula_moiety 'C28 H27 N O4 P2' _chemical_formula_structural 'C28 H27 N O4 P2' _chemical_formula_analytical 'C28 H27 N O4 P2' _chemical_formula_sum 'C28 H27 N O4 P2' _chemical_formula_weight 503.45 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 8.48440(10) _cell_length_b 14.1005(2) _cell_length_c 21.19600(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2535.77(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 151 _cell_measurement_theta_min 12 _cell_measurement_theta_max 168 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max .4 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .3 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method - _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.206 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.624851 _exptl_absorpt_correction_T_max 1.000000 _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 SMART _diffrn_measurement_method CCD _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 16024 _diffrn_reflns_av_R_equivalents 0.0952 _diffrn_reflns_av_sigmaI/netI 0.1160 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 29.43 _reflns_number_total 6227 _reflns_number_observed 3914 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART/SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0696P)^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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0078(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(6) _refine_ls_number_reflns 6177 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_obs 0.0351 _refine_ls_wR_factor_all 0.0905 _refine_ls_wR_factor_obs 0.0743 _refine_ls_goodness_of_fit_all 0.546 _refine_ls_goodness_of_fit_obs 0.619 _refine_ls_restrained_S_all 0.596 _refine_ls_restrained_S_obs 0.619 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group N1 N 0.7614(2) -0.01063(10) 0.10193(6) 0.0351(3) Uani 1 d . . C1 C 0.9178(2) -0.05850(13) 0.10084(8) 0.0366(4) Uani 1 d . . H1A H 0.9175(2) -0.09921(13) 0.06337(8) 0.044 Uiso 1 calc R . C2 C 0.9323(2) -0.12527(13) 0.15752(9) 0.0417(4) Uani 1 d . . O2 O 0.8323(2) -0.14389(11) 0.19506(7) 0.0611(4) Uani 1 d . . O3 O 1.0738(2) -0.16451(12) 0.15778(8) 0.0689(5) Uani 1 d . . C3 C 1.1038(3) -0.2295(2) 0.2090(2) 0.0973(10) Uani 1 d . . H3A H 1.2087(3) -0.2543(2) 0.2054(2) 0.146 Uiso 1 calc R . H3B H 1.0293(3) -0.2806(2) 0.2074(2) 0.146 Uiso 1 calc R . H3C H 1.0932(3) -0.1966(2) 0.2485(2) 0.146 Uiso 1 calc R . C4 C 1.0582(2) 0.0067(2) 0.09361(10) 0.0504(5) Uani 1 d . . H4A H 1.0430(2) 0.0468(2) 0.05753(10) 0.076 Uiso 1 calc R . H4B H 1.1519(2) -0.0305(2) 0.08795(10) 0.076 Uiso 1 calc R . H4C H 1.0688(2) 0.0451(2) 0.13076(10) 0.076 Uiso 1 calc R . P1 P 0.73668(6) 0.07972(3) 0.15491(2) 0.03933(12) Uani 1 d . . O1 O 0.8629(2) 0.07767(10) 0.20257(5) 0.0494(3) Uani 1 d . . C5 C 0.7427(3) 0.18791(13) 0.10902(8) 0.0456(4) Uani 1 d . . C6 C 0.8666(3) 0.2489(2) 0.11856(10) 0.0581(5) Uani 1 d . . H6A H 0.9408(3) 0.2357(2) 0.14968(10) 0.070 Uiso 1 calc R . C7 C 0.8819(3) 0.3304(2) 0.08185(13) 0.0734(7) Uani 1 d . . H7A H 0.9657(3) 0.3716(2) 0.08889(13) 0.088 Uiso 1 calc R . C8 C 0.7746(3) 0.3501(2) 0.03551(12) 0.0689(7) Uani 1 d . . H8A H 0.7857(3) 0.4042(2) 0.01083(12) 0.083 Uiso 1 calc R . C9 C 0.6506(3) 0.2897(2) 0.02571(11) 0.0673(7) Uani 1 d . . H9A H 0.5772(3) 0.3030(2) -0.00566(11) 0.081 Uiso 1 calc R . C10 C 0.6340(3) 0.20934(14) 0.06208(10) 0.0564(5) Uani 1 d . . H10A H 0.5491(3) 0.16897(14) 0.05514(10) 0.068 Uiso 1 calc R . C11 C 0.5459(2) 0.0705(2) 0.18972(8) 0.0510(5) Uani 1 d . . C12 C 0.4504(3) 0.1494(2) 0.19745(12) 0.0789(8) Uani 1 d . . H12A H 0.4804(3) 0.2073(2) 0.18012(12) 0.095 Uiso 1 calc R . C13 C 0.3113(4) 0.1427(3) 0.2306(2) 0.1091(12) Uani 1 d . . H13A H 0.2476(4) 0.1959(3) 0.2356(2) 0.131 Uiso 1 calc R . C14 C 0.2668(4) 0.0582(4) 0.2563(2) 0.1102(12) Uani 1 d . . H14A H 0.1713(4) 0.0537(4) 0.2776(2) 0.132 Uiso 1 calc R . C15 C 0.3615(4) -0.0201(3) 0.25093(13) 0.0894(9) Uani 1 d . . H15A H 0.3321(4) -0.0767(3) 0.27017(13) 0.107 Uiso 1 calc R . C16 C 0.5011(3) -0.0154(2) 0.21695(9) 0.0612(6) Uani 1 d . . H16A H 0.5640(3) -0.0689(2) 0.21238(9) 0.073 Uiso 1 calc R . P2 P 0.62280(6) -0.04930(3) 0.05084(2) 0.03737(12) Uani 1 d . . O5 O 0.4697(2) -0.00692(10) 0.06391(6) 0.0508(3) Uani 1 d . . C17 C 0.6203(2) -0.17715(13) 0.05727(8) 0.0427(4) Uani 1 d . . C18 C 0.5199(3) -0.2171(2) 0.10203(9) 0.0537(5) Uani 1 d . . H18A H 0.4551(3) -0.1782(2) 0.12616(9) 0.064 Uiso 1 calc R . C19 C 0.5164(3) -0.3142(2) 0.11070(11) 0.0687(7) Uani 1 d . . H19A H 0.4501(3) -0.3406(2) 0.14092(11) 0.082 Uiso 1 calc R . C20 C 0.6112(3) -0.3719(2) 0.07448(13) 0.0696(7) Uani 1 d . . H20A H 0.6090(3) -0.4372(2) 0.08059(13) 0.083 Uiso 1 calc R . C21 C 0.7090(3) -0.3340(2) 0.02950(12) 0.0644(6) Uani 1 d . . H21A H 0.7712(3) -0.3735(2) 0.00476(12) 0.077 Uiso 1 calc R . C22 C 0.7146(3) -0.23660(14) 0.02102(10) 0.0533(5) Uani 1 d . . H22A H 0.7819(3) -0.21085(14) -0.00908(10) 0.064 Uiso 1 calc R . C23 C 0.6899(2) -0.02079(14) -0.02836(8) 0.0428(4) Uani 1 d . . C24 C 0.7927(3) 0.0529(2) -0.03965(9) 0.0539(5) Uani 1 d . . H24A H 0.8435(3) 0.0821(2) -0.00601(9) 0.065 Uiso 1 calc R . C25 C 0.8213(3) 0.0839(2) -0.10095(10) 0.0735(7) Uani 1 d . . H25A H 0.8921(3) 0.1331(2) -0.10804(10) 0.088 Uiso 1 calc R . C26 C 0.7452(3) 0.0421(2) -0.15104(10) 0.0777(8) Uani 1 d . . H26A H 0.7621(3) 0.0642(2) -0.19182(10) 0.093 Uiso 1 calc R . C27 C 0.6456(3) -0.0315(2) -0.14080(10) 0.0702(7) Uani 1 d . . H27A H 0.5969(3) -0.0608(2) -0.17489(10) 0.084 Uiso 1 calc R . C28 C 0.6153(3) -0.0637(2) -0.07978(9) 0.0579(5) Uani 1 d . . H28B H 0.5455(3) -0.1136(2) -0.07332(9) 0.069 Uiso 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 N1 0.0337(8) 0.0418(7) 0.0297(7) -0.0017(6) 0.0009(6) 0.0007(7) C1 0.0353(10) 0.0422(10) 0.0324(8) 0.0010(7) 0.0013(7) 0.0030(8) C2 0.0417(11) 0.0411(10) 0.0422(10) 0.0035(8) -0.0020(9) -0.0016(8) O2 0.0621(10) 0.0665(10) 0.0547(8) 0.0215(7) 0.0124(7) 0.0039(8) O3 0.0537(10) 0.0714(10) 0.0817(11) 0.0359(9) 0.0069(8) 0.0139(8) C3 0.074(2) 0.093(2) 0.125(2) 0.066(2) -0.010(2) 0.015(2) C4 0.0376(11) 0.0565(12) 0.0571(12) 0.0141(10) 0.0036(9) 0.0000(9) P1 0.0422(3) 0.0458(2) 0.0300(2) -0.0033(2) -0.0002(2) 0.0013(2) O1 0.0521(8) 0.0625(8) 0.0336(6) -0.0025(6) -0.0058(6) -0.0029(7) C5 0.0549(13) 0.0406(9) 0.0414(9) -0.0046(7) 0.0019(9) 0.0045(10) C6 0.0596(14) 0.0580(12) 0.0566(12) -0.0026(10) -0.0038(11) -0.0052(12) C7 0.071(2) 0.0544(13) 0.095(2) 0.0045(13) 0.005(2) -0.0169(13) C8 0.075(2) 0.0525(12) 0.079(2) 0.0166(11) 0.0084(14) 0.0079(13) C9 0.082(2) 0.0511(12) 0.0688(14) 0.0105(11) -0.0090(13) 0.0139(13) C10 0.0602(14) 0.0443(11) 0.0648(13) 0.0007(9) -0.0105(12) 0.0066(10) C11 0.0464(11) 0.0716(14) 0.0349(9) -0.0115(9) 0.0046(8) 0.0024(11) C12 0.073(2) 0.090(2) 0.074(2) -0.0187(14) 0.0140(14) 0.0212(15) C13 0.067(2) 0.151(3) 0.109(3) -0.036(2) 0.024(2) 0.031(2) C14 0.055(2) 0.184(4) 0.091(2) -0.040(3) 0.0303(15) -0.011(2) C15 0.063(2) 0.138(3) 0.068(2) -0.013(2) 0.0192(13) -0.031(2) C16 0.0531(14) 0.086(2) 0.0450(11) -0.0099(11) 0.0057(10) -0.0126(12) P2 0.0377(3) 0.0435(2) 0.0309(2) -0.0010(2) -0.0013(2) 0.0001(2) O5 0.0461(8) 0.0591(8) 0.0472(8) -0.0045(6) -0.0025(6) 0.0045(7) C17 0.0420(11) 0.0443(10) 0.0418(10) -0.0029(8) -0.0044(9) -0.0045(9) C18 0.0562(14) 0.0546(12) 0.0503(11) -0.0012(9) 0.0013(10) -0.0090(10) C19 0.074(2) 0.0619(15) 0.0704(15) 0.0126(12) -0.0045(13) -0.0246(13) C20 0.072(2) 0.0445(12) 0.092(2) -0.0018(12) -0.0161(15) -0.0078(13) C21 0.059(2) 0.0488(11) 0.085(2) -0.0129(11) -0.0047(13) 0.0003(11) C22 0.0509(14) 0.0504(11) 0.0587(12) -0.0078(10) 0.0019(10) -0.0040(10) C23 0.0444(11) 0.0537(11) 0.0302(8) 0.0004(7) -0.0005(7) 0.0103(9) C24 0.0570(13) 0.0679(13) 0.0370(9) 0.0084(9) -0.0002(9) -0.0015(11) C25 0.072(2) 0.097(2) 0.0512(12) 0.0247(13) 0.0066(11) -0.0058(14) C26 0.077(2) 0.120(2) 0.0365(11) 0.0202(13) 0.0083(12) 0.025(2) C27 0.079(2) 0.099(2) 0.0327(10) -0.0119(11) -0.0107(10) 0.030(2) C28 0.0614(13) 0.0702(14) 0.0420(10) -0.0097(10) -0.0081(10) 0.0087(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 N1 C1 1.489(2) . ? N1 P2 1.6893(14) . ? N1 P1 1.7112(14) . ? C1 C4 1.512(3) . ? C1 C2 1.531(2) . ? C2 O2 1.193(2) . ? C2 O3 1.322(2) . ? O3 C3 1.444(3) . ? P1 O1 1.4723(13) . ? P1 C11 1.783(2) . ? P1 C5 1.810(2) . ? C5 C6 1.374(3) . ? C5 C10 1.390(3) . ? C6 C7 1.394(3) . ? C7 C8 1.368(4) . ? C8 C9 1.370(4) . ? C9 C10 1.378(3) . ? C11 C12 1.386(3) . ? C11 C16 1.395(3) . ? C12 C13 1.377(4) . ? C13 C14 1.362(5) . ? C14 C15 1.371(5) . ? C15 C16 1.388(3) . ? P2 O5 1.4568(14) . ? P2 C17 1.808(2) . ? P2 C23 1.818(2) . ? C17 C22 1.391(3) . ? C17 C18 1.393(3) . ? C18 C19 1.383(3) . ? C19 C20 1.377(4) . ? C20 C21 1.372(4) . ? C21 C22 1.386(3) . ? C23 C24 1.377(3) . ? C23 C28 1.398(3) . ? C24 C25 1.392(3) . ? C25 C26 1.375(4) . ? C26 C27 1.355(4) . ? C27 C28 1.395(3) . ? 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 N1 P2 117.66(11) . . ? C1 N1 P1 117.21(11) . . ? P2 N1 P1 125.13(9) . . ? N1 C1 C4 115.35(14) . . ? N1 C1 C2 109.76(13) . . ? C4 C1 C2 112.95(15) . . ? O2 C2 O3 123.5(2) . . ? O2 C2 C1 127.0(2) . . ? O3 C2 C1 109.5(2) . . ? C2 O3 C3 115.4(2) . . ? O1 P1 N1 110.26(8) . . ? O1 P1 C11 112.01(8) . . ? N1 P1 C11 109.20(9) . . ? O1 P1 C5 111.40(9) . . ? N1 P1 C5 105.74(7) . . ? C11 P1 C5 108.00(10) . . ? C6 C5 C10 118.5(2) . . ? C6 C5 P1 118.0(2) . . ? C10 C5 P1 123.3(2) . . ? C5 C6 C7 120.3(2) . . ? C8 C7 C6 120.4(2) . . ? C7 C8 C9 119.6(2) . . ? C8 C9 C10 120.3(2) . . ? C9 C10 C5 120.8(2) . . ? C12 C11 C16 119.2(2) . . ? C12 C11 P1 121.4(2) . . ? C16 C11 P1 118.8(2) . . ? C13 C12 C11 120.4(3) . . ? C14 C13 C12 120.1(3) . . ? C13 C14 C15 120.6(3) . . ? C14 C15 C16 120.3(3) . . ? C15 C16 C11 119.3(3) . . ? O5 P2 N1 111.52(7) . . ? O5 P2 C17 112.59(9) . . ? N1 P2 C17 106.37(8) . . ? O5 P2 C23 111.35(8) . . ? N1 P2 C23 107.62(8) . . ? C17 P2 C23 107.09(8) . . ? C22 C17 C18 119.0(2) . . ? C22 C17 P2 123.5(2) . . ? C18 C17 P2 117.46(15) . . ? C19 C18 C17 120.3(2) . . ? C20 C19 C18 119.9(2) . . ? C21 C20 C19 120.7(2) . . ? C20 C21 C22 119.8(2) . . ? C21 C22 C17 120.4(2) . . ? C24 C23 C28 118.5(2) . . ? C24 C23 P2 121.72(14) . . ? C28 C23 P2 118.9(2) . . ? C23 C24 C25 120.6(2) . . ? C26 C25 C24 120.3(3) . . ? C27 C26 C25 119.8(2) . . ? C26 C27 C28 120.9(2) . . ? C27 C28 C23 119.9(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 P2 N1 C1 C4 126.93(14) . . . . ? P1 N1 C1 C4 -52.9(2) . . . . ? P2 N1 C1 C2 -104.12(14) . . . . ? P1 N1 C1 C2 76.0(2) . . . . ? N1 C1 C2 O2 5.5(3) . . . . ? C4 C1 C2 O2 135.8(2) . . . . ? N1 C1 C2 O3 -177.36(15) . . . . ? C4 C1 C2 O3 -47.1(2) . . . . ? O2 C2 O3 C3 -2.8(3) . . . . ? C1 C2 O3 C3 180.0(2) . . . . ? C1 N1 P1 O1 -15.32(13) . . . . ? P2 N1 P1 O1 164.86(10) . . . . ? C1 N1 P1 C11 -138.79(12) . . . . ? P2 N1 P1 C11 41.39(13) . . . . ? C1 N1 P1 C5 105.22(13) . . . . ? P2 N1 P1 C5 -74.60(12) . . . . ? O1 P1 C5 C6 6.1(2) . . . . ? N1 P1 C5 C6 -113.7(2) . . . . ? C11 P1 C5 C6 129.5(2) . . . . ? O1 P1 C5 C10 -178.0(2) . . . . ? N1 P1 C5 C10 62.2(2) . . . . ? C11 P1 C5 C10 -54.6(2) . . . . ? C10 C5 C6 C7 0.1(3) . . . . ? P1 C5 C6 C7 176.2(2) . . . . ? C5 C6 C7 C8 -0.6(4) . . . . ? C6 C7 C8 C9 0.6(4) . . . . ? C7 C8 C9 C10 -0.2(4) . . . . ? C8 C9 C10 C5 -0.3(3) . . . . ? C6 C5 C10 C9 0.3(3) . . . . ? P1 C5 C10 C9 -175.5(2) . . . . ? O1 P1 C11 C12 102.0(2) . . . . ? N1 P1 C11 C12 -135.6(2) . . . . ? C5 P1 C11 C12 -21.0(2) . . . . ? O1 P1 C11 C16 -69.6(2) . . . . ? N1 P1 C11 C16 52.8(2) . . . . ? C5 P1 C11 C16 167.36(15) . . . . ? C16 C11 C12 C13 -1.2(4) . . . . ? P1 C11 C12 C13 -172.8(2) . . . . ? C11 C12 C13 C14 0.1(5) . . . . ? C12 C13 C14 C15 1.9(5) . . . . ? C13 C14 C15 C16 -2.8(5) . . . . ? C14 C15 C16 C11 1.7(4) . . . . ? C12 C11 C16 C15 0.3(3) . . . . ? P1 C11 C16 C15 172.1(2) . . . . ? C1 N1 P2 O5 170.87(11) . . . . ? P1 N1 P2 O5 -9.31(13) . . . . ? C1 N1 P2 C17 47.77(13) . . . . ? P1 N1 P2 C17 -132.42(11) . . . . ? C1 N1 P2 C23 -66.73(13) . . . . ? P1 N1 P2 C23 113.09(11) . . . . ? O5 P2 C17 C22 148.1(2) . . . . ? N1 P2 C17 C22 -89.4(2) . . . . ? C23 P2 C17 C22 25.4(2) . . . . ? O5 P2 C17 C18 -33.1(2) . . . . ? N1 P2 C17 C18 89.3(2) . . . . ? C23 P2 C17 C18 -155.86(15) . . . . ? C22 C17 C18 C19 0.9(3) . . . . ? P2 C17 C18 C19 -177.9(2) . . . . ? C17 C18 C19 C20 -0.7(3) . . . . ? C18 C19 C20 C21 -0.3(4) . . . . ? C19 C20 C21 C22 1.1(4) . . . . ? C20 C21 C22 C17 -0.9(4) . . . . ? C18 C17 C22 C21 -0.1(3) . . . . ? P2 C17 C22 C21 178.6(2) . . . . ? O5 P2 C23 C24 97.1(2) . . . . ? N1 P2 C23 C24 -25.5(2) . . . . ? C17 P2 C23 C24 -139.5(2) . . . . ? O5 P2 C23 C28 -71.9(2) . . . . ? N1 P2 C23 C28 165.64(15) . . . . ? C17 P2 C23 C28 51.6(2) . . . . ? C28 C23 C24 C25 0.1(3) . . . . ? P2 C23 C24 C25 -168.9(2) . . . . ? C23 C24 C25 C26 0.9(4) . . . . ? C24 C25 C26 C27 -1.9(4) . . . . ? C25 C26 C27 C28 2.0(4) . . . . ? C26 C27 C28 C23 -0.9(4) . . . . ? C24 C23 C28 C27 -0.1(3) . . . . ? P2 C23 C28 C27 169.2(2) . . . . ? _refine_diff_density_max 0.200 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.043 data_14 _database_code_CSD 152787 _audit_creation_method SHELXL _chemical_name_systematic ; - ; _chemical_name_common - _chemical_formula_moiety 'C28 H27 Cl2 N O3 P2 Pd.[C H Cl3]0.5' _chemical_formula_structural 'C28.50 H27.50 Cl3.50 N O3 P2 Pd' _chemical_formula_analytical 'C28.50 H27.50 Cl3.50 N O3 P2 Pd' _chemical_formula_sum 'C28.50 H27.50 Cl3.50 N O3 P2 Pd' _chemical_formula_weight 724.43 _chemical_melting_point - _chemical_compound_source - loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.3753(2) _cell_length_b 16.1471(4) _cell_length_c 17.45540(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.8930(10) _cell_angle_gamma 90.00 _cell_volume 3300.11(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 127 _cell_measurement_theta_min 12 _cell_measurement_theta_max 168 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max .19 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .1 _exptl_crystal_density_meas - _exptl_crystal_density_diffrn 1.458 _exptl_crystal_density_method - _exptl_crystal_F_000 1460 _exptl_absorpt_coefficient_mu 0.971 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.615891 _exptl_absorpt_correction_T_max 0.744897 _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 CCD _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number - _diffrn_standards_interval_count - _diffrn_standards_interval_time - _diffrn_standards_decay_% - _diffrn_reflns_number 14166 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 23.25 _reflns_number_total 4743 _reflns_number_observed 3599 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 50 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0959P)^2^+22.1690P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0035(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4693 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1131 _refine_ls_R_factor_obs 0.0813 _refine_ls_wR_factor_all 0.2681 _refine_ls_wR_factor_obs 0.2083 _refine_ls_goodness_of_fit_all 1.138 _refine_ls_goodness_of_fit_obs 1.236 _refine_ls_restrained_S_all 1.398 _refine_ls_restrained_S_obs 1.236 _refine_ls_shift/esd_max 0.008 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 0.16904(7) 0.19792(5) 0.20732(5) 0.0403(3) Uani 1 d . . Cl1 Cl 0.3160(3) 0.2884(2) 0.2564(2) 0.0586(8) Uani 1 d . . Cl2 Cl 0.0511(3) 0.2955(2) 0.1198(2) 0.0631(8) Uani 1 d . . O1 O 0.0452(6) 0.1107(4) 0.1633(4) 0.049(2) Uani 1 d . . P1 P 0.0441(3) 0.0375(2) 0.2181(2) 0.0441(7) Uani 1 d . . N1 N 0.1812(8) 0.0182(5) 0.2737(5) 0.045(2) Uani 1 d . . P2 P 0.2723(2) 0.1012(2) 0.2883(2) 0.0382(6) Uani 1 d . . C4 C 0.2587(24) -0.0732(17) 0.3983(17) 0.066(7) Uani 0.50 d P . H4A H 0.2180 -0.0348 0.4198 0.099 Uiso 0.50 d P . H4B H 0.2516 -0.1275 0.4133 0.099 Uiso 0.50 d P . H4C H 0.3420 -0.0572 0.4213 0.099 Uiso 0.50 d P . C1 C 0.2249(13) -0.0647(7) 0.3082(7) 0.071(4) Uani 0.50 d P . H1A H 0.1542 -0.0926 0.2911(178) 0.085 Uiso 0.50 d P . C4B C 0.1737(28) -0.1146(15) 0.3487(19) 0.069(8) Uani 0.50 d P 2 H4BA H 0.2235 -0.1636 0.3664 0.104 Uiso 0.50 d P 2 H4BB H 0.1747 -0.0863 0.3985 0.104 Uiso 0.50 d P 2 H4BC H 0.1023 -0.1292 0.3176 0.104 Uiso 0.50 d P 2 C1 C 0.2249(13) -0.0647(7) 0.3082(7) 0.071(4) Uani 0.50 d P 2 H1B H 0.2943 -0.0474 0.3506 0.085 Uiso 0.50 d P 2 C2 C 0.2740(10) -0.1112(7) 0.2540(8) 0.056(3) Uani 1 d . 1 O2 O 0.2676(8) -0.0935(6) 0.1852(5) 0.071(2) Uani 1 d . 1 O3 O 0.3332(9) -0.1771(5) 0.2921(6) 0.083(3) Uani 1 d . 1 C3 C 0.3891(14) -0.2275(10) 0.2446(12) 0.112(6) Uani 1 d . 1 H3A H 0.4290(14) -0.2729(10) 0.2770(12) 0.168 Uiso 1 calc R 1 H3B H 0.4422(14) -0.1937(10) 0.2289(12) 0.168 Uiso 1 calc R 1 H3C H 0.3322(14) -0.2485(10) 0.1970(12) 0.168 Uiso 1 calc R 1 C5 C -0.0310(9) 0.0665(6) 0.2858(7) 0.049(3) Uani 1 d . 1 C6 C -0.0525(9) 0.0147(7) 0.3419(7) 0.052(3) Uani 1 d . 1 H6A H -0.0351(9) -0.0414(7) 0.3420(7) 0.062 Uiso 1 calc R 1 C7 C -0.1000(12) 0.0457(10) 0.3986(9) 0.078(4) Uani 1 d . 1 H7A H -0.1185(12) 0.0093(10) 0.4337(9) 0.094 Uiso 1 calc R 1 C8 C -0.1200(13) 0.1287(10) 0.4034(10) 0.085(4) Uani 1 d . 1 H8A H -0.1459(13) 0.1492(10) 0.4441(10) 0.102 Uiso 1 calc R 1 C9 C -0.1012(12) 0.1807(10) 0.3476(11) 0.085(5) Uani 1 d . 1 H9A H -0.1163(12) 0.2369(10) 0.3497(11) 0.102 Uiso 1 calc R 1 C10 C -0.0598(11) 0.1514(7) 0.2873(8) 0.063(3) Uani 1 d . 1 H10A H -0.0510(11) 0.1874(7) 0.2482(8) 0.076 Uiso 1 calc R 1 C11 C -0.0149(10) -0.0506(7) 0.1566(6) 0.049(3) Uani 1 d . 1 C12 C -0.1019(11) -0.1006(7) 0.1683(7) 0.056(3) Uani 1 d . 1 H12A H -0.1264(11) -0.0931(7) 0.2129(7) 0.067 Uiso 1 calc R 1 C13 C -0.1492(13) -0.1606(8) 0.1117(8) 0.073(4) Uani 1 d . 1 H13A H -0.2078(13) -0.1935(8) 0.1172(8) 0.087 Uiso 1 calc R 1 C14 C -0.1112(12) -0.1726(8) 0.0471(8) 0.067(4) Uani 1 d . 1 H14A H -0.1429(12) -0.2147(8) 0.0104(8) 0.081 Uiso 1 calc R 1 C15 C -0.0275(11) -0.1238(7) 0.0353(7) 0.062(3) Uani 1 d . 1 H15A H -0.0025(11) -0.1321(7) -0.0089(7) 0.075 Uiso 1 calc R 1 C16 C 0.0189(11) -0.0622(7) 0.0907(7) 0.059(3) Uani 1 d . 1 H16A H 0.0746(11) -0.0277(7) 0.0828(7) 0.071 Uiso 1 calc R 1 C17 C 0.3167(9) 0.1247(6) 0.3959(6) 0.042(2) Uani 1 d . 1 C18 C 0.4207(11) 0.1585(8) 0.4340(7) 0.064(3) Uani 1 d . 1 H18A H 0.4725(11) 0.1666(8) 0.4061(7) 0.077 Uiso 1 calc R 1 C19 C 0.4495(13) 0.1812(9) 0.5162(8) 0.078(4) Uani 1 d . 1 H19A H 0.5208(13) 0.2043(9) 0.5424(8) 0.094 Uiso 1 calc R 1 C20 C 0.3760(13) 0.1702(8) 0.5574(8) 0.070(4) Uani 1 d . 1 H20A H 0.3970(13) 0.1840(8) 0.6120(8) 0.084 Uiso 1 calc R 1 C21 C 0.2704(11) 0.1388(8) 0.5185(7) 0.061(3) Uani 1 d . 1 H21A H 0.2176(11) 0.1331(8) 0.5458(7) 0.074 Uiso 1 calc R 1 C22 C 0.2423(10) 0.1156(7) 0.4388(7) 0.053(3) Uani 1 d . 1 H22A H 0.1706(10) 0.0929(7) 0.4132(7) 0.064 Uiso 1 calc R 1 C23 C 0.3979(10) 0.0695(7) 0.2640(7) 0.051(3) Uani 1 d . 1 C24 C 0.3993(10) 0.0880(7) 0.1866(7) 0.055(3) Uani 1 d . 1 H24A H 0.3385(10) 0.1156(7) 0.1497(7) 0.066 Uiso 1 calc R 1 C25 C 0.4942(14) 0.0643(9) 0.1659(9) 0.078(4) Uani 1 d . 1 H25A H 0.4989(14) 0.0803(9) 0.1159(9) 0.093 Uiso 1 calc R 1 C26 C 0.5826(13) 0.0172(10) 0.2173(11) 0.083(4) Uani 1 d . 1 H26A H 0.6424(13) -0.0018(10) 0.2007(11) 0.099 Uiso 1 calc R 1 C27 C 0.5783(13) 0.0002(10) 0.2929(11) 0.090(5) Uani 1 d . 1 H27A H 0.6376(13) -0.0298(10) 0.3286(11) 0.108 Uiso 1 calc R 1 C28 C 0.4882(11) 0.0263(8) 0.3181(9) 0.069(4) Uani 1 d . 1 H28A H 0.4881(11) 0.0151(8) 0.3704(9) 0.083 Uiso 1 calc R 1 C30 C 0.3183(15) -0.1115(10) 0.0223(10) 0.025(4) Uani 0.50 d P 1 H30A H 0.3010(15) -0.1006(10) 0.0724(10) 0.031 Uiso 0.50 calc PR 1 Cl3 Cl 0.4647(5) -0.1328(4) 0.0507(4) 0.063(2) Uani 0.50 d P 1 Cl4 Cl 0.2906(6) -0.0209(4) -0.0331(4) 0.075(2) Uani 0.50 d P 1 Cl5 Cl 0.2318(8) -0.1895(5) -0.0254(6) 0.113(3) Uani 0.50 d P 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 0.0484(5) 0.0330(5) 0.0412(5) 0.0009(4) 0.0168(4) -0.0033(4) Cl1 0.063(2) 0.051(2) 0.066(2) -0.0035(14) 0.0263(15) -0.0173(14) Cl2 0.071(2) 0.040(2) 0.070(2) 0.0121(14) 0.013(2) 0.0037(14) O1 0.063(5) 0.038(4) 0.040(4) 0.007(3) 0.009(4) -0.008(3) P1 0.051(2) 0.037(2) 0.041(2) 0.0040(12) 0.0102(13) -0.0065(12) N1 0.061(6) 0.029(4) 0.043(5) 0.006(4) 0.016(4) 0.000(4) P2 0.043(2) 0.0386(15) 0.0376(14) 0.0003(11) 0.0185(12) -0.0022(12) C4 0.070(18) 0.067(17) 0.069(17) 0.017(14) 0.033(15) 0.011(14) C1 0.128(12) 0.039(7) 0.040(7) 0.014(6) 0.021(8) 0.023(7) C4B 0.100(22) 0.040(14) 0.078(18) 0.028(14) 0.043(17) 0.020(14) C1 0.128(12) 0.039(7) 0.040(7) 0.014(6) 0.021(8) 0.023(7) C2 0.059(8) 0.035(6) 0.060(8) 0.003(6) 0.000(6) 0.007(5) O2 0.072(6) 0.075(6) 0.060(6) -0.005(5) 0.012(5) 0.019(5) O3 0.094(7) 0.051(5) 0.090(7) 0.008(5) 0.012(6) 0.025(5) C3 0.073(11) 0.092(11) 0.173(18) -0.031(12) 0.044(12) 0.039(9) C5 0.048(7) 0.040(6) 0.051(7) 0.002(5) 0.006(5) -0.011(5) C6 0.052(7) 0.054(7) 0.053(7) -0.007(6) 0.024(6) 0.006(5) C7 0.068(9) 0.089(11) 0.086(10) 0.003(8) 0.036(8) -0.010(8) C8 0.079(11) 0.084(11) 0.104(12) -0.022(10) 0.046(10) 0.002(8) C9 0.067(9) 0.071(10) 0.118(13) -0.024(10) 0.032(9) 0.003(7) C10 0.061(8) 0.046(7) 0.082(9) 0.005(6) 0.023(7) 0.006(6) C11 0.058(7) 0.045(6) 0.037(6) 0.003(5) 0.005(5) -0.015(5) C12 0.074(8) 0.040(6) 0.050(7) 0.002(5) 0.016(6) -0.015(6) C13 0.089(10) 0.055(8) 0.071(9) -0.004(7) 0.020(8) -0.031(7) C14 0.091(10) 0.059(8) 0.053(8) -0.009(6) 0.025(7) -0.027(7) C15 0.084(9) 0.056(8) 0.049(7) -0.003(6) 0.024(7) -0.006(7) C16 0.076(9) 0.055(7) 0.040(7) 0.009(6) 0.008(6) -0.012(6) C17 0.049(6) 0.038(6) 0.039(6) 0.001(5) 0.014(5) -0.006(5) C18 0.057(8) 0.086(9) 0.048(7) -0.002(6) 0.014(6) -0.022(7) C19 0.070(9) 0.102(11) 0.049(8) 0.003(7) 0.003(7) -0.022(8) C20 0.098(11) 0.067(9) 0.041(7) -0.001(6) 0.016(8) 0.000(8) C21 0.069(9) 0.067(8) 0.047(7) 0.009(6) 0.018(6) 0.005(7) C22 0.044(6) 0.071(8) 0.044(7) 0.004(6) 0.015(5) 0.011(6) C23 0.053(7) 0.050(7) 0.062(7) 0.006(6) 0.034(6) 0.001(5) C24 0.063(8) 0.050(7) 0.061(7) -0.004(6) 0.035(6) 0.000(6) C25 0.106(12) 0.071(9) 0.072(9) -0.003(8) 0.051(9) -0.001(9) C26 0.072(10) 0.082(10) 0.106(13) -0.003(9) 0.044(9) 0.003(8) C27 0.068(10) 0.091(11) 0.103(13) 0.013(10) 0.015(9) 0.019(8) C28 0.052(8) 0.084(9) 0.078(9) 0.012(7) 0.029(7) 0.022(7) C30 0.041(11) 0.018(9) 0.018(8) -0.006(7) 0.011(8) 0.002(7) Cl3 0.050(3) 0.058(4) 0.066(4) -0.008(3) -0.002(3) 0.035(3) Cl4 0.074(4) 0.057(4) 0.074(4) 0.029(3) -0.005(3) 0.026(3) Cl5 0.109(7) 0.080(6) 0.133(8) -0.047(5) 0.014(6) -0.036(5) _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 O1 2.039(7) . ? Pd1 P2 2.214(3) . ? Pd1 Cl1 2.273(3) . ? Pd1 Cl2 2.346(3) . ? O1 P1 1.524(7) . ? P1 N1 1.689(9) . ? P1 C5 1.788(12) . ? P1 C11 1.789(11) . ? N1 C1 1.496(13) . ? N1 C1 1.496(13) . ? N1 P2 1.716(9) . ? P2 C23 1.812(11) . ? P2 C17 1.819(10) . ? C4 C4B 1.31(4) . ? C4 C1 1.50(3) . ? C4 C1 1.50(3) . ? C1 C4B 1.36(3) . ? C1 C2 1.48(2) . ? C4B C1 1.36(3) . ? C2 O2 1.212(14) . ? C2 O3 1.339(13) . ? O3 C3 1.48(2) . ? C5 C6 1.38(2) . ? C5 C10 1.42(2) . ? C6 C7 1.40(2) . ? C7 C8 1.37(2) . ? C8 C9 1.36(2) . ? C9 C10 1.39(2) . ? C11 C16 1.36(2) . ? C11 C12 1.41(2) . ? C12 C13 1.37(2) . ? C13 C14 1.37(2) . ? C14 C15 1.37(2) . ? C15 C16 1.38(2) . ? C17 C18 1.36(2) . ? C17 C22 1.370(14) . ? C18 C19 1.41(2) . ? C19 C20 1.34(2) . ? C20 C21 1.36(2) . ? C21 C22 1.37(2) . ? C23 C24 1.39(2) . ? C23 C28 1.39(2) . ? C24 C25 1.39(2) . ? C25 C26 1.39(2) . ? C26 C27 1.37(2) . ? C27 C28 1.39(2) . ? C30 Cl5 1.69(2) . ? C30 Cl4 1.73(2) . ? C30 Cl3 1.75(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 O1 Pd1 P2 87.8(2) . . ? O1 Pd1 Cl1 176.1(2) . . ? P2 Pd1 Cl1 89.25(11) . . ? O1 Pd1 Cl2 89.2(2) . . ? P2 Pd1 Cl2 176.91(11) . . ? Cl1 Pd1 Cl2 93.81(11) . . ? P1 O1 Pd1 117.2(4) . . ? O1 P1 N1 107.0(4) . . ? O1 P1 C5 108.9(5) . . ? N1 P1 C5 108.0(5) . . ? O1 P1 C11 109.0(4) . . ? N1 P1 C11 109.7(5) . . ? C5 P1 C11 114.0(5) . . ? C1 N1 C1 0.0(18) . . ? C1 N1 P1 124.2(8) . . ? C1 N1 P1 124.2(8) . . ? C1 N1 P2 120.3(8) . . ? C1 N1 P2 120.3(8) . . ? P1 N1 P2 115.5(5) . . ? N1 P2 C23 108.5(5) . . ? N1 P2 C17 106.3(4) . . ? C23 P2 C17 107.8(5) . . ? N1 P2 Pd1 103.9(3) . . ? C23 P2 Pd1 114.3(4) . . ? C17 P2 Pd1 115.5(3) . . ? C4B C4 C1 57.4(17) . . ? C4B C4 C1 57.4(17) . . ? C1 C4 C1 0.0(18) . . ? C4B C1 N1 124.9(16) . . ? C2 C1 N1 111.5(10) . . ? C4B C1 C4 54.4(16) . . ? C2 C1 C4 126.2(14) . . ? N1 C1 C4 116.5(13) . . ? C4 C4B C1 68.3(19) . . ? C4 C4B C1 68.3(19) . . ? C1 C4B C1 0.0(18) . . ? C4B C1 N1 124.9(16) . . ? C4B C1 C4 54.4(16) . . ? N1 C1 C4 116.5(13) . . ? O2 C2 O3 121.9(12) . . ? O2 C2 C1 127.2(10) . . ? O3 C2 C1 110.9(11) . . ? C2 O3 C3 116.0(12) . . ? C6 C5 C10 117.9(11) . . ? C6 C5 P1 124.9(9) . . ? C10 C5 P1 116.9(9) . . ? C5 C6 C7 120.5(12) . . ? C8 C7 C6 121.3(14) . . ? C9 C8 C7 118.9(14) . . ? C8 C9 C10 121.4(14) . . ? C9 C10 C5 119.8(13) . . ? C16 C11 C12 120.1(10) . . ? C16 C11 P1 116.1(8) . . ? C12 C11 P1 123.4(9) . . ? C13 C12 C11 117.8(11) . . ? C14 C13 C12 120.9(12) . . ? C15 C14 C13 121.4(12) . . ? C14 C15 C16 118.3(12) . . ? C11 C16 C15 121.4(12) . . ? C18 C17 C22 118.3(10) . . ? C18 C17 P2 120.7(8) . . ? C22 C17 P2 120.7(8) . . ? C17 C18 C19 119.3(12) . . ? C20 C19 C18 121.3(13) . . ? C19 C20 C21 119.3(12) . . ? C20 C21 C22 119.7(12) . . ? C17 C22 C21 122.0(12) . . ? C24 C23 C28 120.5(11) . . ? C24 C23 P2 116.6(9) . . ? C28 C23 P2 122.8(9) . . ? C23 C24 C25 118.1(12) . . ? C24 C25 C26 122.4(13) . . ? C27 C26 C25 117.7(14) . . ? C26 C27 C28 122.1(14) . . ? C27 C28 C23 119.0(13) . . ? Cl5 C30 Cl4 112.1(10) . . ? Cl5 C30 Cl3 115.2(10) . . ? Cl4 C30 Cl3 108.9(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 P2 Pd1 O1 P1 24.3(4) . . . . ? Cl1 Pd1 O1 P1 65.4(32) . . . . ? Cl2 Pd1 O1 P1 -155.1(5) . . . . ? Pd1 O1 P1 N1 -32.7(6) . . . . ? Pd1 O1 P1 C5 83.8(6) . . . . ? Pd1 O1 P1 C11 -151.2(5) . . . . ? O1 P1 N1 C1 -153.4(8) . . . . ? C5 P1 N1 C1 89.5(9) . . . . ? C11 P1 N1 C1 -35.3(10) . . . . ? O1 P1 N1 C1 -153.4(8) . . . . ? C5 P1 N1 C1 89.5(9) . . . . ? C11 P1 N1 C1 -35.3(10) . . . . ? O1 P1 N1 P2 25.6(6) . . . . ? C5 P1 N1 P2 -91.5(6) . . . . ? C11 P1 N1 P2 143.7(5) . . . . ? C1 N1 P2 C23 48.3(9) . . . . ? C1 N1 P2 C23 48.3(9) . . . . ? P1 N1 P2 C23 -130.7(6) . . . . ? C1 N1 P2 C17 -67.4(9) . . . . ? C1 N1 P2 C17 -67.4(9) . . . . ? P1 N1 P2 C17 113.6(6) . . . . ? C1 N1 P2 Pd1 170.3(7) . . . . ? C1 N1 P2 Pd1 170.3(7) . . . . ? P1 N1 P2 Pd1 -8.7(5) . . . . ? O1 Pd1 P2 N1 -6.9(4) . . . . ? Cl1 Pd1 P2 N1 175.7(3) . . . . ? Cl2 Pd1 P2 N1 3.8(21) . . . . ? O1 Pd1 P2 C23 111.2(5) . . . . ? Cl1 Pd1 P2 C23 -66.2(4) . . . . ? Cl2 Pd1 P2 C23 121.9(20) . . . . ? O1 Pd1 P2 C17 -122.8(4) . . . . ? Cl1 Pd1 P2 C17 59.7(4) . . . . ? Cl2 Pd1 P2 C17 -112.1(21) . . . . ? C1 N1 C1 C4B 0.0(1000) . . . . ? P1 N1 C1 C4B -46.9(23) . . . . ? P2 N1 C1 C4B 134.2(20) . . . . ? C1 N1 C1 C2 0.0(1000) . . . . ? P1 N1 C1 C2 94.7(13) . . . . ? P2 N1 C1 C2 -84.2(11) . . . . ? C1 N1 C1 C4 0.0(1000) . . . . ? P1 N1 C1 C4 -110.4(16) . . . . ? P2 N1 C1 C4 70.6(18) . . . . ? C4B C4 C1 C4B 0.000(4) . . . . ? C1 C4 C1 C4B 0.0(1000) . . . . ? C4B C4 C1 C2 -93.9(21) . . . . ? C1 C4 C1 C2 0.0(1000) . . . . ? C4B C4 C1 N1 115.4(20) . . . . ? C1 C4 C1 N1 0.0(1000) . . . . ? C1 C4 C4B C1 0.000(2) . . . . ? C1 C4 C4B C1 0.000(2) . . . . ? C1 C4 C4B C1 0.000(2) . . . . ? C1 C4 C4B C1 0.000(2) . . . . ? C2 C1 C4B C4 119.1(18) . . . . ? N1 C1 C4B C4 -99.8(21) . . . . ? C4 C1 C4B C4 0.000(2) . . . . ? C2 C1 C4B C1 0.0(1000) . . . . ? N1 C1 C4B C1 0.0(1000) . . . . ? C4 C1 C4B C1 0.0(1000) . . . . ? C4 C4B C1 N1 -99.8(21) . . . . ? C1 C4B C1 N1 0.0(1000) . . . . ? C4 C4B C1 C4 0.000(2) . . . . ? C1 C4B C1 C4 0.0(1000) . . . . ? C1 N1 C1 C4B 0.0(1000) . . . . ? P1 N1 C1 C4B -46.9(23) . . . . ? P2 N1 C1 C4B 134.2(20) . . . . ? C1 N1 C1 C4 0.0(1000) . . . . ? P1 N1 C1 C4 -110.4(16) . . . . ? P2 N1 C1 C4 70.6(18) . . . . ? C4B C4 C1 C4B 0.000(4) . . . . ? C1 C4 C1 C4B 0.0(1000) . . . . ? C4B C4 C1 N1 115.4(20) . . . . ? C1 C4 C1 N1 0.0(1000) . . . . ? C4B C1 C2 O2 136.2(20) . . . . ? N1 C1 C2 O2 -10.2(20) . . . . ? C4 C1 C2 O2 -162.1(18) . . . . ? C4B C1 C2 O3 -46.2(21) . . . . ? N1 C1 C2 O3 167.4(10) . . . . ? C4 C1 C2 O3 15.5(23) . . . . ? O2 C2 O3 C3 -0.8(18) . . . . ? C1 C2 O3 C3 -178.5(12) . . . . ? O1 P1 C5 C6 177.4(9) . . . . ? N1 P1 C5 C6 -66.7(10) . . . . ? C11 P1 C5 C6 55.5(11) . . . . ? O1 P1 C5 C10 -9.5(10) . . . . ? N1 P1 C5 C10 106.4(9) . . . . ? C11 P1 C5 C10 -131.4(9) . . . . ? C10 C5 C6 C7 -0.6(17) . . . . ? P1 C5 C6 C7 172.4(10) . . . . ? C5 C6 C7 C8 -4.1(20) . . . . ? C6 C7 C8 C9 5.2(23) . . . . ? C7 C8 C9 C10 -1.5(23) . . . . ? C8 C9 C10 C5 -3.1(21) . . . . ? C6 C5 C10 C9 4.1(18) . . . . ? P1 C5 C10 C9 -169.5(10) . . . . ? O1 P1 C11 C16 41.5(10) . . . . ? N1 P1 C11 C16 -75.3(10) . . . . ? C5 P1 C11 C16 163.5(9) . . . . ? O1 P1 C11 C12 -131.0(10) . . . . ? N1 P1 C11 C12 112.2(10) . . . . ? C5 P1 C11 C12 -9.0(12) . . . . ? C16 C11 C12 C13 0.5(18) . . . . ? P1 C11 C12 C13 172.7(10) . . . . ? C11 C12 C13 C14 1.5(20) . . . . ? C12 C13 C14 C15 -2.0(22) . . . . ? C13 C14 C15 C16 0.5(21) . . . . ? C12 C11 C16 C15 -2.0(18) . . . . ? P1 C11 C16 C15 -174.8(10) . . . . ? C14 C15 C16 C11 1.5(19) . . . . ? N1 P2 C17 C18 150.3(10) . . . . ? C23 P2 C17 C18 34.1(11) . . . . ? Pd1 P2 C17 C18 -95.1(10) . . . . ? N1 P2 C17 C22 -35.5(10) . . . . ? C23 P2 C17 C22 -151.7(9) . . . . ? Pd1 P2 C17 C22 79.1(9) . . . . ? C22 C17 C18 C19 1.4(19) . . . . ? P2 C17 C18 C19 175.7(10) . . . . ? C17 C18 C19 C20 -0.1(22) . . . . ? C18 C19 C20 C21 -2.0(22) . . . . ? C19 C20 C21 C22 2.8(20) . . . . ? C18 C17 C22 C21 -0.6(18) . . . . ? P2 C17 C22 C21 -174.9(9) . . . . ? C20 C21 C22 C17 -1.5(19) . . . . ? N1 P2 C23 C24 96.5(9) . . . . ? C17 P2 C23 C24 -148.8(9) . . . . ? Pd1 P2 C23 C24 -18.9(10) . . . . ? N1 P2 C23 C28 -81.4(12) . . . . ? C17 P2 C23 C28 33.3(12) . . . . ? Pd1 P2 C23 C28 163.1(10) . . . . ? C28 C23 C24 C25 -1.7(18) . . . . ? P2 C23 C24 C25 -179.7(9) . . . . ? C23 C24 C25 C26 5.2(20) . . . . ? C24 C25 C26 C27 -5.2(23) . . . . ? C25 C26 C27 C28 1.7(24) . . . . ? C26 C27 C28 C23 1.6(24) . . . . ? C24 C23 C28 C27 -1.6(20) . . . . ? P2 C23 C28 C27 176.3(11) . . . . ? _refine_diff_density_max 1.296 _refine_diff_density_min -0.631 _refine_diff_density_rms 0.152