Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'J. Reedijk' _publ_contact_author_address ; Leiden Institute of Chemistry Leiden University, Gorlaeus Laboratories P O Box 9502 Leiden 2300 RA NETHERLANDS ; _publ_contact_author_email REEDIJK@CHEM.LEIDENUNIV.NL _publ_section_title ; New antitumour antitumour active platinum compounds containing carboxylate ligands in trans geometry: synthesis, crystal structure and biological activity ; loop_ _publ_author_name 'J. Reedijk' 'Jaap Brouwer' 'H.den Dulk' 'Elena Pantoja' 'Rosario Soriano' 'A. Spek' ; D.M.Tooke ; 'S.van Zutphen' data_s3160a _database_code_depnum_ccdc_archive 'CCDC 279701' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H21 N3 O4 Pt, H2 O' _chemical_formula_sum 'C11 H23 N3 O5 Pt' _chemical_formula_weight 472.41 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8064(6) _cell_length_b 12.5128(7) _cell_length_c 15.6712(11) _cell_angle_alpha 90.00 _cell_angle_beta 123.406(5) _cell_angle_gamma 90.00 _cell_volume 1605.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.955 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 8.762 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.34 _exptl_absorpt_correction_T_max 0.5 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'omega and phi-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25395 _diffrn_reflns_av_R_equivalents 0.0666 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3675 _reflns_number_gt 2678 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius Collect (Hooft, 2005)' _computing_cell_refinement Denzo _computing_data_reduction Denzo _computing_structure_solution 'DIDRDIF99 (Beurskens et al. 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2005)' _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^)+(0.0214P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary directe _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3675 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0519 _refine_ls_wR_factor_gt 0.0459 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.25880(2) 0.051954(14) 0.080053(12) 0.02044(6) Uani 1 1 d . . . O1 O 0.2840(4) 0.0111(2) -0.0344(2) 0.0262(7) Uani 1 1 d . . . O2 O 0.0436(4) 0.0782(2) -0.1583(2) 0.0297(8) Uani 1 1 d . . . O3 O 0.2634(4) 0.0825(2) 0.2074(2) 0.0248(7) Uani 1 1 d . . . O4 O 0.0396(4) 0.1843(2) 0.1330(2) 0.0301(8) Uani 1 1 d . . . N1 N 0.3482(4) 0.1970(3) 0.0816(3) 0.0223(9) Uani 1 1 d . . . N2 N 0.3848(5) 0.3700(3) 0.0897(3) 0.0272(9) Uani 1 1 d . . . N3 N 0.1640(4) -0.0941(3) 0.0756(3) 0.0211(8) Uani 1 1 d . . . H3D H 0.0868 -0.0850 0.0911 0.025 Uiso 1 1 calc R . . H3E H 0.1104 -0.1188 0.0095 0.025 Uiso 1 1 calc R . . C1 C 0.4771(6) 0.2191(4) 0.0720(3) 0.0296(11) Uani 1 1 d . . . H1 H 0.5396 0.1676 0.0632 0.036 Uiso 1 1 calc R . . C2 C 0.4997(6) 0.3256(4) 0.0770(3) 0.0291(11) Uani 1 1 d . . . H2 H 0.5801 0.3628 0.0725 0.035 Uiso 1 1 calc R . . C3 C 0.3594(7) 0.4842(4) 0.0970(4) 0.0429(14) Uani 1 1 d . . . H3A H 0.4643 0.5179 0.1468 0.064 Uiso 1 1 calc R . . H3B H 0.2841 0.4933 0.1191 0.064 Uiso 1 1 calc R . . H3C H 0.3130 0.5178 0.0300 0.064 Uiso 1 1 calc R . . C4 C 0.2953(5) 0.2910(4) 0.0919(3) 0.0251(11) Uani 1 1 d . . . H4 H 0.2066 0.3006 0.0996 0.030 Uiso 1 1 calc R . . C5 C 0.2783(5) -0.1783(3) 0.1434(3) 0.0246(11) Uani 1 1 d . . . H5 H 0.3409 -0.1501 0.2149 0.029 Uiso 1 1 calc R . . C6 C 0.3992(6) -0.2049(4) 0.1153(4) 0.0379(13) Uani 1 1 d . . . H6A H 0.3412 -0.2362 0.0467 0.057 Uiso 1 1 calc R . . H6B H 0.4796 -0.2562 0.1647 0.057 Uiso 1 1 calc R . . H6C H 0.4553 -0.1396 0.1164 0.057 Uiso 1 1 calc R . . C7 C 0.1851(6) -0.2760(4) 0.1404(4) 0.0421(14) Uani 1 1 d . . . H7A H 0.1268 -0.3071 0.0717 0.063 Uiso 1 1 calc R . . H7B H 0.1064 -0.2555 0.1574 0.063 Uiso 1 1 calc R . . H7C H 0.2617 -0.3286 0.1900 0.063 Uiso 1 1 calc R . . C8 C 0.1758(6) 0.0365(3) -0.1278(3) 0.0217(10) Uani 1 1 d . . . C9 C 0.2260(6) 0.0119(4) -0.2014(4) 0.0437(14) Uani 1 1 d . . . H9A H 0.1749 -0.0552 -0.2373 0.066 Uiso 1 1 calc R . . H9B H 0.3451 0.0048 -0.1633 0.066 Uiso 1 1 calc R . . H9C H 0.1905 0.0700 -0.2512 0.066 Uiso 1 1 calc R . . C10 C 0.1546(6) 0.1397(4) 0.2082(3) 0.0244(10) Uani 1 1 d . . . C11 C 0.1814(6) 0.1492(4) 0.3121(3) 0.0331(12) Uani 1 1 d . . . H11A H 0.1695 0.0787 0.3346 0.050 Uiso 1 1 calc R . . H11B H 0.1007 0.1983 0.3085 0.050 Uiso 1 1 calc R . . H11C H 0.2916 0.1766 0.3609 0.050 Uiso 1 1 calc R . . O5 O 0.8621(5) 0.3653(4) 0.1308(3) 0.0432(11) Uani 1 1 d . . . H5A H 0.908(7) 0.379(4) 0.187(4) 0.05(2) Uiso 1 1 d . . . H5B H 0.913(7) 0.323(4) 0.123(4) 0.05(2) Uiso 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 Pt1 0.01902(9) 0.02159(10) 0.02044(10) 0.00108(9) 0.01069(7) 0.00167(10) O1 0.0266(18) 0.0319(19) 0.0222(17) -0.0006(15) 0.0146(15) 0.0035(15) O2 0.0272(19) 0.037(2) 0.0261(17) 0.0042(15) 0.0155(15) 0.0076(16) O3 0.0225(18) 0.0300(18) 0.0174(16) -0.0022(13) 0.0082(14) 0.0005(15) O4 0.0250(19) 0.033(2) 0.0266(18) -0.0023(15) 0.0107(16) 0.0065(16) N1 0.025(2) 0.020(2) 0.022(2) 0.0007(17) 0.0128(18) 0.0017(18) N2 0.028(2) 0.025(2) 0.023(2) 0.0027(18) 0.0108(19) -0.0044(19) N3 0.021(2) 0.024(2) 0.020(2) 0.0001(17) 0.0130(17) -0.0006(17) C1 0.024(3) 0.041(3) 0.026(3) 0.007(2) 0.015(2) 0.002(2) C2 0.023(3) 0.035(3) 0.026(3) 0.007(2) 0.012(2) -0.004(2) C3 0.055(4) 0.024(3) 0.043(3) -0.002(3) 0.023(3) -0.010(3) C4 0.018(3) 0.027(3) 0.023(3) -0.003(2) 0.007(2) -0.003(2) C5 0.025(3) 0.018(2) 0.023(2) 0.003(2) 0.008(2) 0.007(2) C6 0.029(3) 0.035(3) 0.050(3) 0.008(3) 0.022(3) 0.008(3) C7 0.053(4) 0.027(3) 0.064(4) 0.013(3) 0.043(3) 0.007(3) C8 0.023(3) 0.019(3) 0.027(3) -0.001(2) 0.016(2) -0.002(2) C9 0.036(3) 0.063(4) 0.033(3) -0.012(3) 0.019(3) 0.009(3) C10 0.027(3) 0.020(3) 0.031(3) -0.006(2) 0.019(2) -0.006(2) C11 0.033(3) 0.039(3) 0.029(3) -0.004(2) 0.018(2) -0.003(3) O5 0.033(2) 0.054(3) 0.033(3) -0.007(2) 0.013(2) 0.010(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 Pt1 O1 2.007(3) . ? Pt1 O3 2.008(3) . ? Pt1 N1 2.009(3) . ? Pt1 N3 2.034(3) . ? O1 C8 1.287(5) . ? O2 C8 1.225(5) . ? O3 C10 1.291(5) . ? O4 C10 1.229(5) . ? N1 C4 1.331(5) . ? N1 C1 1.381(5) . ? N2 C4 1.334(5) . ? N2 C2 1.366(5) . ? N2 C3 1.466(6) . ? N3 C5 1.478(5) . ? N3 H3D 0.9200 . ? N3 H3E 0.9200 . ? C1 C2 1.346(6) . ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4 0.9500 . ? C5 C7 1.511(6) . ? C5 C6 1.512(6) . ? C5 H5 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.514(6) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.504(6) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? O5 H5A 0.75(5) . ? O5 H5B 0.78(5) . ? 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 Pt1 O3 172.04(12) . . ? O1 Pt1 N1 88.47(13) . . ? O3 Pt1 N1 92.58(13) . . ? O1 Pt1 N3 91.12(13) . . ? O3 Pt1 N3 87.97(12) . . ? N1 Pt1 N3 178.82(14) . . ? C8 O1 Pt1 121.5(3) . . ? C10 O3 Pt1 123.3(3) . . ? C4 N1 C1 106.0(4) . . ? C4 N1 Pt1 127.1(3) . . ? C1 N1 Pt1 126.8(3) . . ? C4 N2 C2 108.1(4) . . ? C4 N2 C3 125.3(4) . . ? C2 N2 C3 126.6(4) . . ? C5 N3 Pt1 117.7(3) . . ? C5 N3 H3D 107.9 . . ? Pt1 N3 H3D 107.9 . . ? C5 N3 H3E 107.9 . . ? Pt1 N3 H3E 107.9 . . ? H3D N3 H3E 107.2 . . ? C2 C1 N1 108.9(4) . . ? C2 C1 H1 125.5 . . ? N1 C1 H1 125.5 . . ? C1 C2 N2 106.7(4) . . ? C1 C2 H2 126.6 . . ? N2 C2 H2 126.6 . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 N2 110.3(4) . . ? N1 C4 H4 124.9 . . ? N2 C4 H4 124.9 . . ? N3 C5 C7 110.4(4) . . ? N3 C5 C6 110.7(4) . . ? C7 C5 C6 111.7(4) . . ? N3 C5 H5 108.0 . . ? C7 C5 H5 108.0 . . ? C6 C5 H5 108.0 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O2 C8 O1 125.6(4) . . ? O2 C8 C9 120.5(4) . . ? O1 C8 C9 113.9(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O4 C10 O3 124.7(4) . . ? O4 C10 C11 121.6(4) . . ? O3 C10 C11 113.7(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? H5A O5 H5B 108(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 N1 Pt1 O1 C8 -82.3(3) . . . . ? N3 Pt1 O1 C8 96.6(3) . . . . ? N1 Pt1 O3 C10 78.4(3) . . . . ? N3 Pt1 O3 C10 -100.6(3) . . . . ? O1 Pt1 N1 C4 138.5(4) . . . . ? O3 Pt1 N1 C4 -49.4(4) . . . . ? O1 Pt1 N1 C1 -41.3(3) . . . . ? O3 Pt1 N1 C1 130.8(3) . . . . ? O1 Pt1 N3 C5 92.2(3) . . . . ? O3 Pt1 N3 C5 -79.9(3) . . . . ? C4 N1 C1 C2 0.3(5) . . . . ? Pt1 N1 C1 C2 -179.9(3) . . . . ? N1 C1 C2 N2 0.0(5) . . . . ? C4 N2 C2 C1 -0.2(5) . . . . ? C3 N2 C2 C1 -178.7(4) . . . . ? C1 N1 C4 N2 -0.4(5) . . . . ? Pt1 N1 C4 N2 179.8(3) . . . . ? C2 N2 C4 N1 0.4(5) . . . . ? C3 N2 C4 N1 178.9(4) . . . . ? Pt1 N3 C5 C7 172.6(3) . . . . ? Pt1 N3 C5 C6 -63.2(4) . . . . ? Pt1 O1 C8 O2 -6.6(6) . . . . ? Pt1 O1 C8 C9 172.4(3) . . . . ? Pt1 O3 C10 O4 -2.3(6) . . . . ? Pt1 O3 C10 C11 178.6(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.814 _refine_diff_density_min -1.220 _refine_diff_density_rms 0.162 #