Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _publ_section_title ;Efficient asymmetric hydrogenation of olefins with hydrazine-derived diphosphoramidites ; _publ_contact_author_name 'Prof. D.Matt' _publ_contact_author_email DMATT@CHIMIE.U-STRASBG.FR loop_ _publ_author_name D.Matt 'Dominique Armspach' 'Luc Eberhardt' 'Benoit Oswald' 'Loic Toupet' # Attachment 'PtCl2_PNNP_.CIF' data_dnpdmh _database_code_depnum_ccdc_archive 'CCDC 294863' _audit_update_record ; 2007-07-10 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Cl2 N2 O6 P2 Pt' _chemical_formula_weight 990.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.1024(4) _cell_length_b 13.8168(5) _cell_length_c 26.9261(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4130.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 3.652 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD Saphire 3 Xcalibur' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean 19.64 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30171 _diffrn_reflns_av_R_equivalents 0.0964 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.00 _reflns_number_total 8967 _reflns_number_gt 7755 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,Version 1.171.26' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.26' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,Version 1.171.26' _computing_structure_solution 'SIR-97_(Altomare & al., 1998)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON_(Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0690P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.005(7) _refine_ls_number_reflns 8967 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1181 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.058 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O51 O 0.9176(5) 0.5370(7) 0.0584(3) 0.104(3) Uani 1 1 d . . . O52 O 0.7295(6) 0.4248(5) 0.0121(3) 0.0744(19) Uani 1 1 d . . . Pt1 Pt 0.83635(2) 0.140220(18) 0.121692(9) 0.03608(9) Uani 1 1 d . . . Cl1 Cl 1.01681(15) 0.08619(15) 0.08676(8) 0.0543(5) Uani 1 1 d . . . Cl2 Cl 0.93366(18) 0.18472(16) 0.19502(7) 0.0547(5) Uani 1 1 d . . . P1 P 0.74053(15) 0.09254(13) 0.05569(7) 0.0360(4) Uani 1 1 d . . . P2 P 0.66206(16) 0.19939(13) 0.14382(7) 0.0401(4) Uani 1 1 d . . . N1 N 0.5930(5) 0.1103(5) 0.0623(3) 0.0473(16) Uani 1 1 d . . . N2 N 0.5726(5) 0.1941(5) 0.0945(3) 0.0513(16) Uani 1 1 d . . . O1 O 0.7866(4) 0.1439(3) 0.00760(17) 0.0375(10) Uani 1 1 d . . . O2 O 0.7361(5) -0.0187(4) 0.0416(2) 0.0466(12) Uani 1 1 d . . . O3 O 0.6471(5) 0.3114(4) 0.15691(19) 0.0490(12) Uani 1 1 d . . . O4 O 0.6037(4) 0.1458(4) 0.19030(19) 0.0429(11) Uani 1 1 d . . . C1 C 0.7408(6) 0.1167(5) -0.0402(3) 0.0343(14) Uani 1 1 d . . . C2 C 0.6741(6) 0.1880(5) -0.0652(3) 0.0438(16) Uani 1 1 d . . . H2 H 0.6568 0.2467 -0.0500 0.053 Uiso 1 1 calc R . . C3 C 0.6354(6) 0.1691(5) -0.1122(3) 0.0485(18) Uani 1 1 d . . . H3 H 0.5968 0.2170 -0.1306 0.058 Uiso 1 1 calc R . . C4 C 0.6542(6) 0.0766(6) -0.1328(3) 0.0472(16) Uani 1 1 d . . . C5 C 0.6063(8) 0.0548(7) -0.1801(4) 0.065(2) Uani 1 1 d . . . H5 H 0.5631 0.1021 -0.1970 0.078 Uiso 1 1 calc R . . C6 C 0.6214(11) -0.0325(9) -0.2013(5) 0.106(5) Uani 1 1 d . . . H6 H 0.5977 -0.0437 -0.2339 0.127 Uiso 1 1 calc R . . C7 C 0.6736(9) -0.1053(8) -0.1730(4) 0.088(4) Uani 1 1 d . . . H7 H 0.6749 -0.1680 -0.1855 0.106 Uiso 1 1 calc R . . C8 C 0.7234(7) -0.0877(7) -0.1269(4) 0.068(3) Uani 1 1 d . . . H8 H 0.7616 -0.1373 -0.1097 0.082 Uiso 1 1 calc R . . C9 C 0.7162(6) 0.0052(5) -0.1061(3) 0.0415(17) Uani 1 1 d . . . C10 C 0.7688(6) 0.0286(5) -0.0594(3) 0.0396(16) Uani 1 1 d . . . C11 C 0.8505(6) -0.0388(5) -0.0329(3) 0.0429(16) Uani 1 1 d . . . C12 C 0.9543(6) -0.0816(6) -0.0585(3) 0.053(2) Uani 1 1 d . . . C13 C 0.9943(7) -0.0536(7) -0.1055(4) 0.066(2) Uani 1 1 d . . . H13 H 0.9570 -0.0026 -0.1220 0.080 Uiso 1 1 calc R . . C14 C 1.0863(8) -0.1005(8) -0.1267(5) 0.088(3) Uani 1 1 d . . . H14 H 1.1108 -0.0844 -0.1587 0.105 Uiso 1 1 calc R . . C15 C 1.1467(10) -0.1755(10) -0.0998(7) 0.109(5) Uani 1 1 d . . . H15 H 1.2084 -0.2093 -0.1155 0.131 Uiso 1 1 calc R . . C16 C 1.1187(10) -0.1984(10) -0.0539(6) 0.095(4) Uani 1 1 d . . . H16 H 1.1630 -0.2444 -0.0365 0.114 Uiso 1 1 calc R . . C17 C 1.0222(7) -0.1527(7) -0.0322(5) 0.070(3) Uani 1 1 d . . . C18 C 0.9888(9) -0.1788(7) 0.0193(5) 0.080(3) Uani 1 1 d . . . H18 H 1.0309 -0.2271 0.0360 0.096 Uiso 1 1 calc R . . C19 C 0.8973(8) -0.1325(6) 0.0421(4) 0.060(2) Uani 1 1 d . . . H19 H 0.8786 -0.1474 0.0748 0.072 Uiso 1 1 calc R . . C20 C 0.8300(7) -0.0621(5) 0.0169(3) 0.0496(19) Uani 1 1 d . . . C21 C 0.5080(8) 0.0312(7) 0.0751(4) 0.068(3) Uani 1 1 d . . . H21A H 0.5226 -0.0234 0.0539 0.102 Uiso 1 1 calc R . . H21B H 0.4267 0.0533 0.0706 0.102 Uiso 1 1 calc R . . H21C H 0.5196 0.0126 0.1091 0.102 Uiso 1 1 calc R . . C22 C 0.4785(9) 0.2621(8) 0.0797(5) 0.090(4) Uani 1 1 d . . . H22A H 0.4738 0.3136 0.1036 0.136 Uiso 1 1 calc R . . H22B H 0.4026 0.2290 0.0782 0.136 Uiso 1 1 calc R . . H22C H 0.4974 0.2885 0.0477 0.136 Uiso 1 1 calc R . . C23 C 0.6815(6) 0.3435(5) 0.2040(3) 0.0481(18) Uani 1 1 d . . . C24 C 0.7877(7) 0.3991(6) 0.2067(4) 0.059(2) Uani 1 1 d . . . H24 H 0.8296 0.4157 0.1780 0.071 Uiso 1 1 calc R . . C25 C 0.8275(7) 0.4278(6) 0.2518(3) 0.058(2) Uani 1 1 d . . . H25 H 0.8953 0.4672 0.2539 0.070 Uiso 1 1 calc R . . C26 C 0.7681(6) 0.3993(5) 0.2963(3) 0.049(2) Uani 1 1 d . . . C27 C 0.8123(7) 0.4238(7) 0.3434(4) 0.062(2) Uani 1 1 d . . . H27 H 0.8824 0.4604 0.3456 0.075 Uiso 1 1 calc R . . C28 C 0.7570(8) 0.3963(7) 0.3858(4) 0.067(3) Uani 1 1 d . . . H28 H 0.7872 0.4152 0.4165 0.080 Uiso 1 1 calc R . . C29 C 0.6524(7) 0.3385(6) 0.3827(3) 0.059(2) Uani 1 1 d . . . H29 H 0.6147 0.3178 0.4116 0.071 Uiso 1 1 calc R . . C30 C 0.6067(7) 0.3129(6) 0.3384(3) 0.053(2) Uani 1 1 d . . . H30 H 0.5381 0.2743 0.3373 0.063 Uiso 1 1 calc R . . C31 C 0.6604(6) 0.3434(5) 0.2933(3) 0.0467(17) Uani 1 1 d . . . C32 C 0.6128(6) 0.3198(5) 0.2452(3) 0.0445(18) Uani 1 1 d . . . C33 C 0.4986(6) 0.2651(5) 0.2389(3) 0.0453(17) Uani 1 1 d . . . C34 C 0.3846(6) 0.2986(6) 0.2591(3) 0.0463(18) Uani 1 1 d . . . C35 C 0.3744(7) 0.3897(7) 0.2834(4) 0.065(3) Uani 1 1 d . . . H35 H 0.4407 0.4307 0.2846 0.078 Uiso 1 1 calc R . . C36 C 0.2688(7) 0.4178(8) 0.3049(4) 0.070(3) Uani 1 1 d . . . H36 H 0.2629 0.4777 0.3204 0.084 Uiso 1 1 calc R . . C37 C 0.1663(7) 0.3535(7) 0.3032(4) 0.065(2) Uani 1 1 d . . . H37 H 0.0960 0.3702 0.3200 0.078 Uiso 1 1 calc R . . C38 C 0.1714(7) 0.2707(7) 0.2780(3) 0.060(2) Uani 1 1 d . . . H38 H 0.1035 0.2316 0.2759 0.071 Uiso 1 1 calc R . . C39 C 0.2827(6) 0.2410(6) 0.2537(3) 0.0486(19) Uani 1 1 d . . . C40 C 0.2887(7) 0.1521(6) 0.2251(3) 0.054(2) Uani 1 1 d . . . H40 H 0.2208 0.1133 0.2217 0.065 Uiso 1 1 calc R . . C41 C 0.3918(7) 0.1266(5) 0.2038(3) 0.0488(19) Uani 1 1 d . . . H41 H 0.3943 0.0718 0.1837 0.059 Uiso 1 1 calc R . . C42 C 0.4959(7) 0.1805(5) 0.2109(3) 0.0436(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O51 0.034(3) 0.173(8) 0.104(6) -0.085(6) -0.013(3) -0.003(4) O52 0.077(4) 0.075(4) 0.071(5) -0.022(4) 0.005(3) -0.011(4) Pt1 0.03390(12) 0.03855(13) 0.03579(15) 0.00574(11) -0.00621(11) -0.00234(10) Cl1 0.0381(8) 0.0537(11) 0.0711(14) -0.0030(10) -0.0041(9) 0.0073(8) Cl2 0.0572(10) 0.0680(12) 0.0391(11) 0.0074(10) -0.0149(9) -0.0169(9) P1 0.0365(8) 0.0345(9) 0.0369(11) 0.0023(8) -0.0068(7) -0.0015(7) P2 0.0372(7) 0.0404(9) 0.0428(10) -0.0011(7) -0.0018(8) -0.0023(8) N1 0.039(3) 0.055(4) 0.048(4) -0.009(3) -0.012(3) 0.002(3) N2 0.041(3) 0.058(4) 0.056(4) -0.003(3) -0.009(3) 0.010(3) O1 0.047(2) 0.031(2) 0.034(3) 0.000(2) -0.0043(19) -0.003(2) O2 0.057(3) 0.035(3) 0.047(3) 0.005(2) -0.004(3) -0.005(2) O3 0.060(3) 0.037(3) 0.051(3) -0.004(2) 0.005(3) -0.003(2) O4 0.042(2) 0.033(2) 0.054(3) 0.000(3) 0.002(2) 0.002(2) C1 0.040(3) 0.031(3) 0.031(4) 0.000(3) -0.005(3) -0.001(2) C2 0.047(4) 0.040(4) 0.044(4) -0.004(3) -0.006(3) 0.005(3) C3 0.051(4) 0.046(4) 0.049(5) 0.000(3) -0.005(3) 0.001(3) C4 0.047(3) 0.056(4) 0.039(4) -0.007(3) -0.009(3) 0.007(3) C5 0.070(5) 0.070(6) 0.056(6) -0.011(5) -0.018(4) 0.014(4) C6 0.108(9) 0.099(9) 0.111(10) -0.063(8) -0.049(8) 0.039(7) C7 0.080(6) 0.098(8) 0.087(7) -0.060(6) -0.041(6) 0.043(6) C8 0.057(4) 0.064(5) 0.083(7) -0.024(6) -0.019(5) 0.024(4) C9 0.040(3) 0.037(4) 0.047(5) -0.010(3) -0.007(3) 0.001(3) C10 0.038(3) 0.032(4) 0.049(5) -0.001(3) -0.004(3) 0.004(3) C11 0.040(4) 0.037(4) 0.051(5) -0.008(3) -0.011(3) 0.002(3) C12 0.041(4) 0.042(4) 0.076(6) -0.019(4) -0.017(4) 0.010(3) C13 0.053(4) 0.080(6) 0.066(6) -0.020(5) 0.007(5) 0.001(4) C14 0.058(5) 0.097(8) 0.108(9) -0.028(7) 0.012(6) 0.007(5) C15 0.054(6) 0.095(8) 0.177(15) -0.052(10) -0.017(8) 0.027(5) C16 0.064(6) 0.108(10) 0.112(11) -0.019(9) -0.005(7) 0.034(6) C17 0.049(4) 0.057(5) 0.104(8) -0.008(5) -0.024(5) 0.016(4) C18 0.076(6) 0.052(5) 0.111(9) 0.002(6) -0.050(6) 0.023(5) C19 0.080(5) 0.035(4) 0.064(6) 0.008(4) -0.022(5) 0.006(4) C20 0.046(4) 0.030(3) 0.073(6) 0.001(3) -0.017(4) 0.002(3) C21 0.057(5) 0.067(6) 0.081(7) -0.018(5) 0.001(5) -0.020(4) C22 0.079(7) 0.077(7) 0.115(9) 0.008(6) -0.043(7) 0.028(6) C23 0.046(4) 0.034(4) 0.064(5) -0.001(3) -0.001(4) 0.000(3) C24 0.047(4) 0.048(5) 0.081(7) 0.000(5) 0.008(4) -0.005(3) C25 0.045(4) 0.055(5) 0.074(6) -0.009(4) 0.000(4) -0.010(4) C26 0.033(3) 0.039(4) 0.074(6) -0.016(4) -0.007(4) 0.003(3) C27 0.045(4) 0.064(5) 0.079(7) -0.028(5) -0.011(4) 0.004(4) C28 0.067(5) 0.067(6) 0.066(7) -0.023(5) -0.020(5) 0.016(4) C29 0.059(4) 0.060(5) 0.059(6) -0.011(4) -0.008(5) 0.009(3) C30 0.050(4) 0.045(4) 0.063(6) -0.016(4) -0.010(4) 0.003(3) C31 0.039(3) 0.041(4) 0.061(5) -0.016(3) -0.001(4) 0.001(3) C32 0.037(3) 0.038(4) 0.058(5) -0.012(4) 0.000(3) 0.000(3) C33 0.038(3) 0.043(4) 0.055(5) -0.011(3) 0.005(3) -0.004(3) C34 0.041(3) 0.043(4) 0.056(5) -0.012(4) -0.004(3) 0.003(3) C35 0.042(4) 0.059(5) 0.095(7) -0.029(5) -0.010(4) 0.002(4) C36 0.050(5) 0.072(6) 0.089(8) -0.041(6) -0.016(5) 0.014(4) C37 0.043(4) 0.079(6) 0.073(6) -0.016(5) -0.005(4) 0.019(5) C38 0.035(3) 0.079(6) 0.065(6) -0.009(5) -0.015(4) 0.000(4) C39 0.039(3) 0.057(5) 0.051(5) -0.010(4) -0.003(3) -0.004(3) C40 0.045(3) 0.051(5) 0.067(6) -0.016(4) 0.005(4) -0.018(3) C41 0.055(4) 0.035(4) 0.056(5) -0.012(4) 0.010(4) -0.010(3) C42 0.044(3) 0.035(3) 0.052(4) -0.008(3) 0.001(3) -0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 P1 2.1736(18) . ? Pt1 P2 2.1835(18) . ? Pt1 Cl2 2.3332(19) . ? Pt1 Cl1 2.3357(18) . ? P1 O1 1.563(5) . ? P1 O2 1.583(5) . ? P1 N1 1.666(6) . ? P2 O3 1.597(5) . ? P2 O4 1.592(5) . ? P2 N2 1.660(7) . ? N1 N2 1.464(9) . ? N1 C21 1.485(10) . ? N2 C22 1.460(10) . ? O1 C1 1.434(8) . ? O2 C20 1.374(10) . ? O3 C23 1.396(9) . ? O4 C42 1.404(9) . ? C1 C10 1.359(9) . ? C1 C2 1.403(9) . ? C2 C3 1.363(10) . ? C2 H2 0.9300 . ? C3 C4 1.409(11) . ? C3 H3 0.9300 . ? C4 C9 1.403(10) . ? C4 C5 1.412(11) . ? C5 C6 1.345(14) . ? C5 H5 0.9300 . ? C6 C7 1.389(16) . ? C6 H6 0.9300 . ? C7 C8 1.381(13) . ? C7 H7 0.9300 . ? C8 C9 1.402(11) . ? C8 H8 0.9300 . ? C9 C10 1.423(10) . ? C10 C11 1.483(10) . ? C11 C20 1.398(11) . ? C11 C12 1.466(10) . ? C12 C13 1.396(13) . ? C12 C17 1.426(12) . ? C13 C14 1.338(12) . ? C13 H13 0.9300 . ? C14 C15 1.432(19) . ? C14 H14 0.9300 . ? C15 C16 1.315(19) . ? C15 H15 0.9300 . ? C16 C17 1.373(14) . ? C16 H16 0.9300 . ? C17 C18 1.481(16) . ? C18 C19 1.347(14) . ? C18 H18 0.9300 . ? C19 C20 1.402(10) . ? C19 H19 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C32 1.385(11) . ? C23 C24 1.409(11) . ? C24 C25 1.353(13) . ? C24 H24 0.9300 . ? C25 C26 1.422(12) . ? C25 H25 0.9300 . ? C26 C27 1.402(12) . ? C26 C31 1.426(10) . ? C27 C28 1.349(14) . ? C27 H27 0.9300 . ? C28 C29 1.412(12) . ? C28 H28 0.9300 . ? C29 C30 1.344(11) . ? C29 H29 0.9300 . ? C30 C31 1.415(11) . ? C30 H30 0.9300 . ? C31 C32 1.437(11) . ? C32 C33 1.486(10) . ? C33 C42 1.391(10) . ? C33 C34 1.452(10) . ? C34 C39 1.391(10) . ? C34 C35 1.422(11) . ? C35 C36 1.364(12) . ? C35 H35 0.9300 . ? C36 C37 1.444(13) . ? C36 H36 0.9300 . ? C37 C38 1.331(12) . ? C37 H37 0.9300 . ? C38 C39 1.458(11) . ? C38 H38 0.9300 . ? C39 C40 1.451(11) . ? C40 C41 1.328(11) . ? C40 H40 0.9300 . ? C41 C42 1.388(10) . ? C41 H41 0.9300 . ? 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 Pt1 P2 84.42(7) . . ? P1 Pt1 Cl2 176.82(7) . . ? P2 Pt1 Cl2 94.63(7) . . ? P1 Pt1 Cl1 89.64(7) . . ? P2 Pt1 Cl1 171.76(7) . . ? Cl2 Pt1 Cl1 91.60(7) . . ? O1 P1 O2 104.6(3) . . ? O1 P1 N1 110.1(3) . . ? O2 P1 N1 97.9(3) . . ? O1 P1 Pt1 112.32(18) . . ? O2 P1 Pt1 120.3(2) . . ? N1 P1 Pt1 110.4(3) . . ? O3 P2 O4 103.6(3) . . ? O3 P2 N2 99.0(3) . . ? O4 P2 N2 111.4(3) . . ? O3 P2 Pt1 121.0(2) . . ? O4 P2 Pt1 113.66(19) . . ? N2 P2 Pt1 107.2(2) . . ? N2 N1 C21 110.3(6) . . ? N2 N1 P1 109.4(4) . . ? C21 N1 P1 122.8(6) . . ? N1 N2 C22 117.3(7) . . ? N1 N2 P2 114.6(4) . . ? C22 N2 P2 128.1(7) . . ? C1 O1 P1 120.6(4) . . ? C20 O2 P1 121.1(5) . . ? C23 O3 P2 118.7(5) . . ? C42 O4 P2 120.0(5) . . ? C10 C1 C2 124.5(7) . . ? C10 C1 O1 119.7(6) . . ? C2 C1 O1 115.7(6) . . ? C3 C2 C1 118.6(7) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C4 119.5(7) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C9 C4 C5 119.8(7) . . ? C9 C4 C3 120.6(7) . . ? C5 C4 C3 119.5(7) . . ? C6 C5 C4 121.8(10) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 117.9(10) . . ? C5 C6 H6 121.0 . . ? C7 C6 H6 121.0 . . ? C6 C7 C8 122.2(9) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C7 C8 C9 119.9(9) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C8 C9 C4 117.8(7) . . ? C8 C9 C10 122.5(7) . . ? C4 C9 C10 119.6(6) . . ? C1 C10 C9 116.5(6) . . ? C1 C10 C11 121.3(7) . . ? C9 C10 C11 122.2(6) . . ? C20 C11 C12 119.0(7) . . ? C20 C11 C10 120.4(7) . . ? C12 C11 C10 120.6(7) . . ? C13 C12 C17 118.2(8) . . ? C13 C12 C11 124.3(7) . . ? C17 C12 C11 117.5(9) . . ? C14 C13 C12 119.8(10) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 119.5(13) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 122.7(12) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C16 C17 118.3(12) . . ? C15 C16 H16 120.9 . . ? C17 C16 H16 120.9 . . ? C16 C17 C12 121.3(12) . . ? C16 C17 C18 118.8(10) . . ? C12 C17 C18 120.0(8) . . ? C19 C18 C17 120.0(8) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 120.8(9) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? O2 C20 C11 119.2(6) . . ? O2 C20 C19 118.2(8) . . ? C11 C20 C19 122.4(8) . . ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N2 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C32 C23 O3 120.1(6) . . ? C32 C23 C24 123.2(8) . . ? O3 C23 C24 116.7(8) . . ? C25 C24 C23 118.7(8) . . ? C25 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? C24 C25 C26 121.5(7) . . ? C24 C25 H25 119.2 . . ? C26 C25 H25 119.2 . . ? C27 C26 C25 122.2(7) . . ? C27 C26 C31 118.3(8) . . ? C25 C26 C31 119.5(7) . . ? C28 C27 C26 122.5(8) . . ? C28 C27 H27 118.7 . . ? C26 C27 H27 118.7 . . ? C27 C28 C29 118.9(8) . . ? C27 C28 H28 120.5 . . ? C29 C28 H28 120.5 . . ? C30 C29 C28 120.8(9) . . ? C30 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? C29 C30 C31 121.6(8) . . ? C29 C30 H30 119.2 . . ? C31 C30 H30 119.2 . . ? C30 C31 C26 117.8(7) . . ? C30 C31 C32 123.4(7) . . ? C26 C31 C32 118.8(7) . . ? C23 C32 C31 117.8(6) . . ? C23 C32 C33 120.0(7) . . ? C31 C32 C33 122.0(7) . . ? C42 C33 C34 116.8(6) . . ? C42 C33 C32 120.5(6) . . ? C34 C33 C32 122.7(6) . . ? C39 C34 C35 119.3(7) . . ? C39 C34 C33 119.2(7) . . ? C35 C34 C33 121.5(7) . . ? C36 C35 C34 121.1(8) . . ? C36 C35 H35 119.5 . . ? C34 C35 H35 119.5 . . ? C35 C36 C37 119.3(8) . . ? C35 C36 H36 120.4 . . ? C37 C36 H36 120.4 . . ? C38 C37 C36 120.7(8) . . ? C38 C37 H37 119.7 . . ? C36 C37 H37 119.7 . . ? C37 C38 C39 120.5(8) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C34 C39 C40 120.2(7) . . ? C34 C39 C38 118.7(7) . . ? C40 C39 C38 121.1(7) . . ? C41 C40 C39 119.6(7) . . ? C41 C40 H40 120.2 . . ? C39 C40 H40 120.2 . . ? C40 C41 C42 121.0(7) . . ? C40 C41 H41 119.5 . . ? C42 C41 H41 119.5 . . ? C41 C42 C33 123.0(7) . . ? C41 C42 O4 118.1(6) . . ? C33 C42 O4 118.9(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 O1 114.6(2) . . . . ? Cl2 Pt1 P1 O1 -172.5(14) . . . . ? Cl1 Pt1 P1 O1 -59.7(2) . . . . ? P2 Pt1 P1 O2 -121.6(3) . . . . ? Cl2 Pt1 P1 O2 -48.7(15) . . . . ? Cl1 Pt1 P1 O2 64.1(3) . . . . ? P2 Pt1 P1 N1 -8.7(3) . . . . ? Cl2 Pt1 P1 N1 64.1(15) . . . . ? Cl1 Pt1 P1 N1 177.0(3) . . . . ? P1 Pt1 P2 O3 -123.7(3) . . . . ? Cl2 Pt1 P2 O3 59.3(3) . . . . ? Cl1 Pt1 P2 O3 -79.6(6) . . . . ? P1 Pt1 P2 O4 112.0(2) . . . . ? Cl2 Pt1 P2 O4 -65.0(2) . . . . ? Cl1 Pt1 P2 O4 156.1(5) . . . . ? P1 Pt1 P2 N2 -11.5(3) . . . . ? Cl2 Pt1 P2 N2 171.5(3) . . . . ? Cl1 Pt1 P2 N2 32.6(6) . . . . ? O1 P1 N1 N2 -94.4(5) . . . . ? O2 P1 N1 N2 156.8(5) . . . . ? Pt1 P1 N1 N2 30.2(5) . . . . ? O1 P1 N1 C21 134.0(7) . . . . ? O2 P1 N1 C21 25.2(7) . . . . ? Pt1 P1 N1 C21 -101.4(7) . . . . ? C21 N1 N2 C22 -84.7(9) . . . . ? P1 N1 N2 C22 137.4(7) . . . . ? C21 N1 N2 P2 95.6(7) . . . . ? P1 N1 N2 P2 -42.3(6) . . . . ? O3 P2 N2 N1 160.9(5) . . . . ? O4 P2 N2 N1 -90.6(5) . . . . ? Pt1 P2 N2 N1 34.3(6) . . . . ? O3 P2 N2 C22 -18.8(9) . . . . ? O4 P2 N2 C22 89.7(9) . . . . ? Pt1 P2 N2 C22 -145.3(8) . . . . ? O2 P1 O1 C1 43.1(5) . . . . ? N1 P1 O1 C1 -61.3(5) . . . . ? Pt1 P1 O1 C1 175.2(4) . . . . ? O1 P1 O2 C20 45.4(6) . . . . ? N1 P1 O2 C20 158.7(6) . . . . ? Pt1 P1 O2 C20 -82.0(6) . . . . ? O4 P2 O3 C23 48.3(6) . . . . ? N2 P2 O3 C23 163.0(5) . . . . ? Pt1 P2 O3 C23 -80.6(5) . . . . ? O3 P2 O4 C42 42.1(5) . . . . ? N2 P2 O4 C42 -63.5(6) . . . . ? Pt1 P2 O4 C42 175.3(4) . . . . ? P1 O1 C1 C10 -68.9(7) . . . . ? P1 O1 C1 C2 114.6(6) . . . . ? C10 C1 C2 C3 -0.8(11) . . . . ? O1 C1 C2 C3 175.4(6) . . . . ? C1 C2 C3 C4 5.3(11) . . . . ? C2 C3 C4 C9 -2.3(11) . . . . ? C2 C3 C4 C5 175.3(8) . . . . ? C9 C4 C5 C6 -2.1(15) . . . . ? C3 C4 C5 C6 -179.8(10) . . . . ? C4 C5 C6 C7 7.6(19) . . . . ? C5 C6 C7 C8 -8.4(19) . . . . ? C6 C7 C8 C9 3.6(17) . . . . ? C7 C8 C9 C4 2.0(13) . . . . ? C7 C8 C9 C10 -178.1(9) . . . . ? C5 C4 C9 C8 -2.8(12) . . . . ? C3 C4 C9 C8 174.8(7) . . . . ? C5 C4 C9 C10 177.3(7) . . . . ? C3 C4 C9 C10 -5.0(11) . . . . ? C2 C1 C10 C9 -6.3(10) . . . . ? O1 C1 C10 C9 177.5(6) . . . . ? C2 C1 C10 C11 173.4(7) . . . . ? O1 C1 C10 C11 -2.7(10) . . . . ? C8 C9 C10 C1 -170.8(7) . . . . ? C4 C9 C10 C1 9.0(10) . . . . ? C8 C9 C10 C11 9.5(12) . . . . ? C4 C9 C10 C11 -170.7(7) . . . . ? C1 C10 C11 C20 51.4(10) . . . . ? C9 C10 C11 C20 -128.9(8) . . . . ? C1 C10 C11 C12 -128.3(7) . . . . ? C9 C10 C11 C12 51.5(10) . . . . ? C20 C11 C12 C13 -170.3(8) . . . . ? C10 C11 C12 C13 9.3(11) . . . . ? C20 C11 C12 C17 6.2(10) . . . . ? C10 C11 C12 C17 -174.2(7) . . . . ? C17 C12 C13 C14 6.9(12) . . . . ? C11 C12 C13 C14 -176.6(8) . . . . ? C12 C13 C14 C15 -3.3(14) . . . . ? C13 C14 C15 C16 -2.6(19) . . . . ? C14 C15 C16 C17 4(2) . . . . ? C15 C16 C17 C12 -0.5(18) . . . . ? C15 C16 C17 C18 179.3(12) . . . . ? C13 C12 C17 C16 -5.1(13) . . . . ? C11 C12 C17 C16 178.1(9) . . . . ? C13 C12 C17 C18 175.1(8) . . . . ? C11 C12 C17 C18 -1.7(12) . . . . ? C16 C17 C18 C19 177.5(10) . . . . ? C12 C17 C18 C19 -2.7(14) . . . . ? C17 C18 C19 C20 2.4(14) . . . . ? P1 O2 C20 C11 -70.4(8) . . . . ? P1 O2 C20 C19 113.2(7) . . . . ? C12 C11 C20 O2 177.0(6) . . . . ? C10 C11 C20 O2 -2.6(10) . . . . ? C12 C11 C20 C19 -6.8(11) . . . . ? C10 C11 C20 C19 173.5(7) . . . . ? C18 C19 C20 O2 178.7(8) . . . . ? C18 C19 C20 C11 2.4(13) . . . . ? P2 O3 C23 C32 -71.9(8) . . . . ? P2 O3 C23 C24 107.6(7) . . . . ? C32 C23 C24 C25 2.6(12) . . . . ? O3 C23 C24 C25 -176.9(7) . . . . ? C23 C24 C25 C26 3.1(13) . . . . ? C24 C25 C26 C27 176.2(8) . . . . ? C24 C25 C26 C31 -3.5(12) . . . . ? C25 C26 C27 C28 -179.5(8) . . . . ? C31 C26 C27 C28 0.2(12) . . . . ? C26 C27 C28 C29 1.8(13) . . . . ? C27 C28 C29 C30 -1.6(13) . . . . ? C28 C29 C30 C31 -0.5(12) . . . . ? C29 C30 C31 C26 2.5(11) . . . . ? C29 C30 C31 C32 -178.4(7) . . . . ? C27 C26 C31 C30 -2.3(10) . . . . ? C25 C26 C31 C30 177.4(7) . . . . ? C27 C26 C31 C32 178.6(7) . . . . ? C25 C26 C31 C32 -1.7(10) . . . . ? O3 C23 C32 C31 171.9(6) . . . . ? C24 C23 C32 C31 -7.6(11) . . . . ? O3 C23 C32 C33 -3.6(11) . . . . ? C24 C23 C32 C33 176.9(7) . . . . ? C30 C31 C32 C23 -172.1(7) . . . . ? C26 C31 C32 C23 7.0(10) . . . . ? C30 C31 C32 C33 3.3(11) . . . . ? C26 C31 C32 C33 -177.7(6) . . . . ? C23 C32 C33 C42 50.3(11) . . . . ? C31 C32 C33 C42 -124.9(8) . . . . ? C23 C32 C33 C34 -126.5(8) . . . . ? C31 C32 C33 C34 58.2(11) . . . . ? C42 C33 C34 C39 6.1(12) . . . . ? C32 C33 C34 C39 -177.0(8) . . . . ? C42 C33 C34 C35 -172.7(9) . . . . ? C32 C33 C34 C35 4.3(13) . . . . ? C39 C34 C35 C36 5.4(15) . . . . ? C33 C34 C35 C36 -175.9(10) . . . . ? C34 C35 C36 C37 0.5(16) . . . . ? C35 C36 C37 C38 -4.8(16) . . . . ? C36 C37 C38 C39 3.2(14) . . . . ? C35 C34 C39 C40 174.3(9) . . . . ? C33 C34 C39 C40 -4.5(13) . . . . ? C35 C34 C39 C38 -6.9(13) . . . . ? C33 C34 C39 C38 174.3(8) . . . . ? C37 C38 C39 C34 2.7(13) . . . . ? C37 C38 C39 C40 -178.5(9) . . . . ? C34 C39 C40 C41 -0.6(14) . . . . ? C38 C39 C40 C41 -179.4(9) . . . . ? C39 C40 C41 C42 4.0(14) . . . . ? C40 C41 C42 C33 -2.3(14) . . . . ? C40 C41 C42 O4 175.5(8) . . . . ? C34 C33 C42 C41 -2.8(12) . . . . ? C32 C33 C42 C41 -179.9(8) . . . . ? C34 C33 C42 O4 179.4(7) . . . . ? C32 C33 C42 O4 2.4(11) . . . . ? P2 O4 C42 C41 108.6(7) . . . . ? P2 O4 C42 C33 -73.5(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.350 _refine_diff_density_min -1.154 _refine_diff_density_rms 0.153