# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global data_3a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H17 N2 O2 Pt, C7 H4 Cl O2' _chemical_formula_sum 'C19 H21 Cl N2 O4 Pt' _chemical_formula_weight 571.92 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' Cl Cl 0.1484 0.1585 '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 _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 12.8754(7) _cell_length_b 10.0368(5) _cell_length_c 15.0169(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.153(4) _cell_angle_gamma 90.00 _cell_volume 1937.66(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4847 _cell_measurement_theta_min 3.68 _cell_measurement_theta_max 28.40 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 7.407 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6252 _exptl_absorpt_correction_T_max 0.8660 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 33676 _diffrn_reflns_av_R_equivalents 0.0931 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 28.40 _reflns_number_total 4847 _reflns_number_gt 3957 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+3.9365P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4847 _refine_ls_number_parameters 294 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.078 _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 0.002926(14) 0.341920(17) 0.179033(12) 0.01484(7) Uani 1 1 d . . . O1 O -0.0432(3) 0.5323(3) 0.1747(2) 0.0217(7) Uani 1 1 d . . . H1H H -0.1078 0.5356 0.1632 0.033 Uiso 1 1 calc R . . O2 O 0.0479(3) 0.1473(4) 0.1791(3) 0.0208(8) Uani 1 1 d D . . H2WA H 0.108(4) 0.122(7) 0.173(5) 0.06(3) Uiso 1 1 d D . . H2WB H 0.024(4) 0.094(6) 0.215(4) 0.04(2) Uiso 1 1 d D . . N1 N 0.1529(3) 0.4060(4) 0.1355(3) 0.0161(8) Uani 1 1 d . . . N2 N 0.0927(3) 0.3817(4) 0.3026(3) 0.0173(8) Uani 1 1 d . . . C1 C 0.1812(4) 0.4111(5) 0.0506(3) 0.0213(11) Uani 1 1 d . . . H1 H 0.1315 0.3868 0.0044 0.026 Uiso 1 1 calc R . . C2 C 0.2793(4) 0.4500(6) 0.0275(4) 0.0253(12) Uani 1 1 d . . . H2 H 0.2969 0.4505 -0.0331 0.030 Uiso 1 1 calc R . . C3 C 0.3507(4) 0.4879(6) 0.0944(4) 0.0266(12) Uani 1 1 d . . . H3 H 0.4181 0.5170 0.0805 0.032 Uiso 1 1 calc R . . C4 C 0.3231(4) 0.4831(6) 0.1828(4) 0.0244(11) Uani 1 1 d . . . H4 H 0.3714 0.5085 0.2298 0.029 Uiso 1 1 calc R . . C5 C 0.2236(4) 0.4408(5) 0.2011(3) 0.0176(10) Uani 1 1 d . . . C6 C 0.1891(4) 0.4288(5) 0.2942(3) 0.0183(10) Uani 1 1 d . . . C7 C 0.2521(4) 0.4640(6) 0.3686(3) 0.0237(11) Uani 1 1 d . . . H7 H 0.3201 0.4980 0.3619 0.028 Uiso 1 1 calc R . . C8 C 0.2147(5) 0.4489(5) 0.4522(4) 0.0278(12) Uani 1 1 d . . . H8 H 0.2572 0.4711 0.5038 0.033 Uiso 1 1 calc R . . C9 C 0.1150(5) 0.4014(6) 0.4604(4) 0.0254(12) Uani 1 1 d . . . H9 H 0.0872 0.3923 0.5174 0.031 Uiso 1 1 calc R . . C10 C 0.0570(4) 0.3676(5) 0.3842(4) 0.0233(11) Uani 1 1 d . . . H10 H -0.0111 0.3330 0.3896 0.028 Uiso 1 1 calc R . . C11 C -0.1307(4) 0.2836(6) 0.2361(4) 0.0242(11) Uani 1 1 d . . . H11A H -0.1557 0.3562 0.2730 0.036 Uiso 1 1 calc R . . H11B H -0.1164 0.2049 0.2734 0.036 Uiso 1 1 calc R . . H11C H -0.1839 0.2619 0.1892 0.036 Uiso 1 1 calc R . . C12 C -0.0766(4) 0.3104(5) 0.0592(3) 0.0216(11) Uani 1 1 d . . . H12A H -0.1459 0.3505 0.0604 0.032 Uiso 1 1 calc R . . H12B H -0.0834 0.2145 0.0484 0.032 Uiso 1 1 calc R . . H12C H -0.0385 0.3512 0.0115 0.032 Uiso 1 1 calc R . . O3 O 0.2464(3) 0.1056(5) 0.1715(3) 0.0336(10) Uani 1 1 d . A . O4 O 0.2539(3) 0.0911(4) 0.3201(3) 0.0326(9) Uani 1 1 d . A . C13 C 0.2910(4) 0.1202(5) 0.2477(4) 0.0243(11) Uani 1 1 d . . . C14 C 0.3992(4) 0.1787(5) 0.2508(4) 0.0332(13) Uani 0.550(6) 1 d PDU A 1 C15 C 0.4510(11) 0.2374(17) 0.3246(8) 0.038(2) Uani 0.550(6) 1 d PDU A 1 H15A H 0.4232 0.2316 0.3818 0.046 Uiso 0.550(6) 1 calc PR A 1 C16 C 0.5440(10) 0.3046(12) 0.3135(10) 0.037(2) Uani 0.550(6) 1 d PDU A 1 H16A H 0.5785 0.3474 0.3632 0.044 Uiso 0.550(6) 1 calc PR A 1 C17 C 0.5869(9) 0.3097(13) 0.2303(9) 0.036(3) Uani 0.550(6) 1 d PDU A 1 H17A H 0.6496 0.3576 0.2230 0.043 Uiso 0.550(6) 1 calc PR A 1 C18 C 0.5376(8) 0.2442(12) 0.1578(9) 0.037(3) Uani 0.550(6) 1 d PDU A 1 C19 C 0.4427(9) 0.1795(13) 0.1670(7) 0.037(2) Uani 0.550(6) 1 d PDU A 1 H19 H 0.4081 0.1366 0.1174 0.044 Uiso 0.550(6) 1 calc PR A 1 Cl1 Cl 0.5957(3) 0.2565(4) 0.0543(2) 0.0544(12) Uani 0.550(6) 1 d P A 1 C14' C 0.3992(4) 0.1787(5) 0.2508(4) 0.0332(13) Uani 0.450(6) 1 d PDU A 2 C15' C 0.4637(11) 0.2103(17) 0.1827(9) 0.038(2) Uani 0.450(6) 1 d PDU A 2 H15' H 0.4427 0.1887 0.1228 0.046 Uiso 0.450(6) 1 calc PR A 2 C16' C 0.5588(11) 0.2732(17) 0.2013(12) 0.035(3) Uani 0.450(6) 1 d PDU A 2 H16' H 0.6023 0.2889 0.1533 0.043 Uiso 0.450(6) 1 calc PR A 2 C17' C 0.5939(11) 0.3144(15) 0.2862(10) 0.034(3) Uani 0.450(6) 1 d PDU A 2 H17' H 0.6584 0.3590 0.2971 0.040 Uiso 0.450(6) 1 calc PR A 2 C18' C 0.5279(10) 0.2858(14) 0.3537(11) 0.035(3) Uani 0.450(6) 1 d PDU A 2 C19' C 0.4336(13) 0.217(2) 0.3377(8) 0.035(3) Uani 0.450(6) 1 d PDU A 2 H19' H 0.3924 0.1952 0.3864 0.043 Uiso 0.450(6) 1 calc PR A 2 Cl1' Cl 0.5755(4) 0.3389(5) 0.4645(3) 0.0612(16) Uani 0.450(6) 1 d P A 2 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 0.01602(10) 0.01270(9) 0.01576(10) -0.00002(8) 0.00047(6) -0.00003(8) O1 0.0266(19) 0.0131(16) 0.0252(19) 0.0014(15) -0.0011(15) 0.0015(15) O2 0.028(2) 0.0113(16) 0.0230(19) 0.0029(15) 0.0035(15) 0.0005(15) N1 0.018(2) 0.015(2) 0.015(2) 0.0023(16) 0.0030(16) -0.0024(16) N2 0.020(2) 0.019(2) 0.0133(19) 0.0020(16) 0.0032(16) 0.0003(16) C1 0.028(3) 0.021(3) 0.015(2) 0.000(2) 0.001(2) -0.001(2) C2 0.027(3) 0.026(3) 0.023(3) 0.007(2) 0.007(2) -0.001(2) C3 0.023(3) 0.028(3) 0.030(3) 0.005(2) 0.006(2) -0.001(2) C4 0.020(3) 0.026(3) 0.026(3) 0.003(2) -0.001(2) -0.003(2) C5 0.020(2) 0.014(2) 0.019(2) 0.0011(19) 0.0014(19) -0.0005(18) C6 0.023(3) 0.015(2) 0.017(2) -0.0009(19) 0.0010(19) 0.0011(19) C7 0.025(3) 0.026(3) 0.020(3) -0.003(2) -0.002(2) -0.004(2) C8 0.038(3) 0.023(3) 0.022(3) -0.006(2) -0.006(2) -0.005(2) C9 0.035(3) 0.025(3) 0.017(3) 0.000(2) 0.002(2) 0.001(2) C10 0.026(3) 0.020(3) 0.024(3) 0.006(2) 0.003(2) 0.000(2) C11 0.020(3) 0.025(3) 0.028(3) 0.003(2) 0.004(2) -0.003(2) C12 0.026(3) 0.018(3) 0.020(3) -0.005(2) -0.002(2) 0.003(2) O3 0.025(2) 0.051(3) 0.024(2) 0.0037(19) 0.0009(17) 0.0084(19) O4 0.030(2) 0.041(2) 0.027(2) 0.0084(19) 0.0002(17) -0.0077(19) C13 0.023(3) 0.020(3) 0.030(3) 0.004(2) 0.003(2) 0.001(2) C14 0.022(3) 0.019(3) 0.060(4) 0.012(3) 0.005(2) 0.001(2) C15 0.018(5) 0.020(6) 0.078(5) 0.013(5) 0.002(4) -0.011(4) C16 0.021(4) 0.015(5) 0.074(5) 0.010(4) 0.011(4) -0.009(3) C17 0.016(6) 0.029(7) 0.063(8) 0.004(7) 0.001(5) -0.003(4) C18 0.015(5) 0.022(6) 0.073(7) 0.013(6) 0.000(5) -0.007(4) C19 0.021(4) 0.015(5) 0.074(5) 0.010(4) 0.011(4) -0.009(3) Cl1 0.0401(18) 0.062(2) 0.063(2) 0.0327(18) 0.0225(16) 0.0035(15) C14' 0.022(3) 0.019(3) 0.060(4) 0.012(3) 0.005(2) 0.001(2) C15' 0.018(5) 0.020(6) 0.078(5) 0.013(5) 0.002(4) -0.011(4) C16' 0.013(5) 0.018(6) 0.075(6) -0.004(6) 0.001(5) -0.013(4) C17' 0.019(7) 0.033(8) 0.049(8) 0.009(7) 0.007(6) -0.007(5) C18' 0.013(6) 0.020(7) 0.073(8) 0.014(7) 0.010(6) -0.015(5) C19' 0.013(5) 0.018(6) 0.075(6) -0.004(6) 0.001(5) -0.013(4) Cl1' 0.053(3) 0.077(3) 0.052(3) -0.012(2) -0.0061(19) -0.035(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 2.001(4) . ? Pt1 O2 2.037(4) . ? Pt1 C12 2.045(5) . ? Pt1 C11 2.049(5) . ? Pt1 N2 2.169(4) . ? Pt1 N1 2.170(4) . ? O1 H1H 0.8400 . ? O2 H2WA 0.83(5) . ? O2 H2WB 0.83(5) . ? N1 C1 1.346(6) . ? N1 C5 1.350(6) . ? N2 C10 1.340(6) . ? N2 C6 1.341(6) . ? C1 C2 1.384(7) . ? C1 H1 0.9500 . ? C2 C3 1.378(8) . ? C2 H2 0.9500 . ? C3 C4 1.393(7) . ? C3 H3 0.9500 . ? C4 C5 1.391(7) . ? C4 H4 0.9500 . ? C5 C6 1.494(7) . ? C6 C7 1.389(7) . ? C7 C8 1.378(8) . ? C7 H7 0.9500 . ? C8 C9 1.382(8) . ? C8 H8 0.9500 . ? C9 C10 1.375(8) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? O3 C13 1.261(7) . ? O4 C13 1.245(7) . ? C13 C14 1.511(8) . ? C14 C15 1.392(8) . ? C14 C19 1.405(8) . ? C15 C16 1.392(8) . ? C15 H15A 0.9500 . ? C16 C17 1.396(8) . ? C16 H16A 0.9500 . ? C17 C18 1.394(8) . ? C17 H17A 0.9500 . ? C18 C19 1.398(8) . ? C18 Cl1 1.767(13) . ? C19 H19 0.9500 . ? C15' C16' 1.393(8) . ? C15' H15' 0.9500 . ? C16' C17' 1.392(9) . ? C16' H16' 0.9500 . ? C17' C18' 1.388(8) . ? C17' H17' 0.9500 . ? C18' C19' 1.409(8) . ? C18' Cl1' 1.821(17) . ? C19' H19' 0.9500 . ? 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 O2 178.03(15) . . ? O1 Pt1 C12 89.16(18) . . ? O2 Pt1 C12 88.89(18) . . ? O1 Pt1 C11 91.83(19) . . ? O2 Pt1 C11 88.4(2) . . ? C12 Pt1 C11 86.1(2) . . ? O1 Pt1 N2 89.75(16) . . ? O2 Pt1 N2 92.18(16) . . ? C12 Pt1 N2 177.08(18) . . ? C11 Pt1 N2 96.61(19) . . ? O1 Pt1 N1 88.53(15) . . ? O2 Pt1 N1 91.53(16) . . ? C12 Pt1 N1 101.02(19) . . ? C11 Pt1 N1 172.84(19) . . ? N2 Pt1 N1 76.24(15) . . ? Pt1 O1 H1H 109.5 . . ? Pt1 O2 H2WA 125(5) . . ? Pt1 O2 H2WB 121(4) . . ? H2WA O2 H2WB 104.5(10) . . ? C1 N1 C5 118.3(4) . . ? C1 N1 Pt1 126.1(4) . . ? C5 N1 Pt1 115.6(3) . . ? C10 N2 C6 119.3(5) . . ? C10 N2 Pt1 124.7(4) . . ? C6 N2 Pt1 115.9(3) . . ? N1 C1 C2 123.2(5) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C3 C2 C1 118.5(5) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 119.3(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 119.0(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C5 C4 121.7(5) . . ? N1 C5 C6 116.0(4) . . ? C4 C5 C6 122.2(5) . . ? N2 C6 C7 121.0(5) . . ? N2 C6 C5 116.1(4) . . ? C7 C6 C5 122.8(5) . . ? C8 C7 C6 119.2(5) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C7 C8 C9 119.4(5) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 118.5(5) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? N2 C10 C9 122.5(5) . . ? N2 C10 H10 118.8 . . ? C9 C10 H10 118.8 . . ? Pt1 C11 H11A 109.5 . . ? Pt1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? Pt1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? Pt1 C12 H12A 109.5 . . ? Pt1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Pt1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O4 C13 O3 126.0(5) . . ? O4 C13 C14 117.5(5) . . ? O3 C13 C14 116.5(5) . . ? C15 C14 C19 120.9(8) . . ? C15 C14 C13 126.1(7) . . ? C19 C14 C13 112.8(7) . . ? C14 C15 C16 119.2(10) . . ? C14 C15 H15A 120.4 . . ? C16 C15 H15A 120.4 . . ? C17 C16 C15 120.7(11) . . ? C17 C16 H16A 119.7 . . ? C15 C16 H16A 119.7 . . ? C16 C17 C18 119.7(11) . . ? C16 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C17 C18 C19 120.4(11) . . ? C17 C18 Cl1 117.2(8) . . ? C19 C18 Cl1 122.3(9) . . ? C14 C19 C18 119.0(10) . . ? C14 C19 H19 120.5 . . ? C18 C19 H19 120.5 . . ? C16' C15' H15' 119.7 . . ? C17' C16' C15' 123.8(14) . . ? C17' C16' H16' 118.1 . . ? C15' C16' H16' 118.1 . . ? C18' C17' C16' 115.3(14) . . ? C18' C17' H17' 122.3 . . ? C16' C17' H17' 122.3 . . ? C17' C18' C19' 122.3(14) . . ? C17' C18' Cl1' 114.8(10) . . ? C19' C18' Cl1' 122.9(10) . . ? C18' C19' H19' 119.5 . . ? 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 O1 Pt1 N1 C1 -93.1(4) . . . . ? O2 Pt1 N1 C1 84.9(4) . . . . ? C12 Pt1 N1 C1 -4.2(5) . . . . ? C11 Pt1 N1 C1 173.9(14) . . . . ? N2 Pt1 N1 C1 176.8(4) . . . . ? O1 Pt1 N1 C5 88.4(4) . . . . ? O2 Pt1 N1 C5 -93.5(4) . . . . ? C12 Pt1 N1 C5 177.3(4) . . . . ? C11 Pt1 N1 C5 -4.5(17) . . . . ? N2 Pt1 N1 C5 -1.7(3) . . . . ? O1 Pt1 N2 C10 91.2(4) . . . . ? O2 Pt1 N2 C10 -89.2(4) . . . . ? C12 Pt1 N2 C10 159(3) . . . . ? C11 Pt1 N2 C10 -0.6(4) . . . . ? N1 Pt1 N2 C10 179.7(4) . . . . ? O1 Pt1 N2 C6 -86.0(4) . . . . ? O2 Pt1 N2 C6 93.6(4) . . . . ? C12 Pt1 N2 C6 -18(4) . . . . ? C11 Pt1 N2 C6 -177.8(4) . . . . ? N1 Pt1 N2 C6 2.6(3) . . . . ? C5 N1 C1 C2 0.1(8) . . . . ? Pt1 N1 C1 C2 -178.4(4) . . . . ? N1 C1 C2 C3 -1.3(8) . . . . ? C1 C2 C3 C4 1.4(8) . . . . ? C2 C3 C4 C5 -0.3(8) . . . . ? C1 N1 C5 C4 1.1(7) . . . . ? Pt1 N1 C5 C4 179.7(4) . . . . ? C1 N1 C5 C6 -178.0(4) . . . . ? Pt1 N1 C5 C6 0.6(5) . . . . ? C3 C4 C5 N1 -1.0(8) . . . . ? C3 C4 C5 C6 178.0(5) . . . . ? C10 N2 C6 C7 -0.4(7) . . . . ? Pt1 N2 C6 C7 176.9(4) . . . . ? C10 N2 C6 C5 179.6(4) . . . . ? Pt1 N2 C6 C5 -3.1(5) . . . . ? N1 C5 C6 N2 1.7(6) . . . . ? C4 C5 C6 N2 -177.4(5) . . . . ? N1 C5 C6 C7 -178.3(5) . . . . ? C4 C5 C6 C7 2.6(8) . . . . ? N2 C6 C7 C8 0.5(8) . . . . ? C5 C6 C7 C8 -179.5(5) . . . . ? C6 C7 C8 C9 -1.1(8) . . . . ? C7 C8 C9 C10 1.5(8) . . . . ? C6 N2 C10 C9 0.9(8) . . . . ? Pt1 N2 C10 C9 -176.2(4) . . . . ? C8 C9 C10 N2 -1.4(8) . . . . ? O4 C13 C14 C15 -19.0(13) . . . . ? O3 C13 C14 C15 160.9(11) . . . . ? O4 C13 C14 C19 166.3(8) . . . . ? O3 C13 C14 C19 -13.8(9) . . . . ? C19 C14 C15 C16 4(2) . . . . ? C13 C14 C15 C16 -170.4(11) . . . . ? C14 C15 C16 C17 -2(2) . . . . ? C15 C16 C17 C18 -1(2) . . . . ? C16 C17 C18 C19 3(2) . . . . ? C16 C17 C18 Cl1 179.4(10) . . . . ? C15 C14 C19 C18 -2.1(17) . . . . ? C13 C14 C19 C18 172.9(10) . . . . ? C17 C18 C19 C14 -2(2) . . . . ? Cl1 C18 C19 C14 -177.4(9) . . . . ? C15' C16' C17' C18' 1(3) . . . . ? C16' C17' C18' C19' 2(2) . . . . ? C16' C17' C18' Cl1' 179.4(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1H O4 0.84 1.99 2.781(6) 156.4 2 O2 H2WA O3 0.83(5) 1.79(5) 2.598(6) 166(8) . O2 H2WB O1 0.83(5) 1.78(6) 2.485(5) 142(7) 2_545 O2 H2WB N2 0.83(5) 2.61(6) 3.243(6) 134(6) 2_545 C2 H2 O4 0.95 2.28 3.142(7) 150.0 4_565 C9 H9 O2 0.95 2.54 3.476(7) 168.9 4_566 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.832 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.172 _database_code_depnum_ccdc_archive 'CCDC 927485' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment '4.cif' data_4s _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H66 N8 O12 Pt4, 2(C7 H4.5 Cl O2), 2(C H3 O)' _chemical_formula_sum 'C68 H81 Cl2 N8 O18 Pt4' _chemical_formula_weight 2149.67 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' Cl Cl 0.1484 0.1585 '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 C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 23.271(6) _cell_length_b 20.831(4) _cell_length_c 7.8963(16) _cell_angle_alpha 90.00 _cell_angle_beta 104.39(3) _cell_angle_gamma 90.00 _cell_volume 3707.7(14) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4304 _cell_measurement_theta_min 2.66 _cell_measurement_theta_max 27.58 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.926 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2070 _exptl_absorpt_coefficient_mu 7.667 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.169 _exptl_absorpt_correction_T_max 0.216 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12740 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 27.58 _reflns_number_total 4420 _reflns_number_gt 3254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0669P)^2^+42.9360P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4420 _refine_ls_number_parameters 253 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.001 _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 -0.618980(15) -0.163534(17) 0.49777(4) 0.04106(14) Uani 1 1 d . . . O1 O -0.7070(3) -0.3246(3) 0.5545(8) 0.0381(14) Uani 1 1 d . . . H1H H -0.738(4) -0.316(4) 0.519(11) 0.02(2) Uiso 1 1 d . . . O2 O -0.6818(2) -0.2175(3) 0.5665(6) 0.0314(11) Uani 1 1 d . . . O3 O -0.5546(3) -0.1192(4) 0.4103(12) 0.074(2) Uani 1 1 d D . . HWA H -0.5228 -0.1232 0.4828 0.112 Uiso 0.50 1 calc PRD . . HWB H -0.564(5) -0.0793(14) 0.40(2) 0.18(9) Uiso 1 1 d D . . N1 N -0.5680(3) -0.2462(4) 0.6173(8) 0.0352(15) Uani 1 1 d . . . N2 N -0.6487(3) -0.2240(3) 0.2704(8) 0.0376(16) Uani 1 1 d . . . C1 C -0.5108(4) -0.2542(5) 0.6963(10) 0.041(2) Uani 1 1 d . . . H1A H -0.4852 -0.2194 0.7049 0.050 Uiso 1 1 calc R . . C2 C -0.4884(4) -0.3122(5) 0.7654(12) 0.049(2) Uani 1 1 d . . . H2A H -0.4482 -0.3169 0.8183 0.059 Uiso 1 1 calc R . . C3 C -0.5272(4) -0.3640(5) 0.7546(12) 0.052(2) Uani 1 1 d . . . H3A H -0.5132 -0.4038 0.8005 0.063 Uiso 1 1 calc R . . C4 C -0.5869(4) -0.3555(4) 0.6746(10) 0.0396(19) Uani 1 1 d . . . H4A H -0.6137 -0.3891 0.6680 0.047 Uiso 1 1 calc R . . C5 C -0.6054(3) -0.2970(4) 0.6062(9) 0.0305(17) Uani 1 1 d . . . C6 C -0.6695(3) -0.2801(4) 0.5142(9) 0.0328(17) Uani 1 1 d . . . C7 C -0.6725(4) -0.2768(4) 0.3167(9) 0.0355(19) Uani 1 1 d . . . C8 C -0.6943(4) -0.3246(5) 0.1965(11) 0.051(3) Uani 1 1 d . . . H8A H -0.7099 -0.3621 0.2306 0.061 Uiso 1 1 calc R . . C9 C -0.6925(5) -0.3151(7) 0.0210(13) 0.069(4) Uani 1 1 d . . . H9A H -0.7065 -0.3466 -0.0627 0.083 Uiso 1 1 calc R . . C10 C -0.6702(5) -0.2597(8) -0.0232(12) 0.072(4) Uani 1 1 d . . . H1 H -0.6703 -0.2521 -0.1392 0.087 Uiso 1 1 calc R . . C11 C -0.6471(4) -0.2139(6) 0.1034(11) 0.063(3) Uani 1 1 d . . . H11A H -0.6305 -0.1764 0.0727 0.076 Uiso 1 1 calc R . . C12 C -0.5971(5) -0.1124(5) 0.7210(16) 0.069(3) Uani 1 1 d . . . H12A H -0.6141 -0.0755 0.7012 0.083 Uiso 1 1 d R . . H12B H -0.6091 -0.1322 0.8015 0.083 Uiso 1 1 d R . . H12C H -0.5593 -0.1067 0.7500 0.083 Uiso 1 1 d R . . C13 C -0.6764(5) -0.0918(5) 0.3836(18) 0.073(4) Uani 1 1 d . . . H13A H -0.6580 -0.0599 0.3521 0.088 Uiso 1 1 d R . . H13B H -0.7015 -0.1054 0.2912 0.088 Uiso 1 1 d R . . H13C H -0.6966 -0.0772 0.4529 0.088 Uiso 1 1 d R . . O7 O -0.5586(8) 0.0000 0.298(2) 0.121(6) Uani 1 2 d S . . H7 H -0.5967 0.0000 0.2789 0.182 Uiso 1 2 d SR . . C55 C -0.5436(9) 0.0000 0.139(3) 0.091(6) Uani 1 2 d S . . H55A H -0.5607 -0.0329 0.0820 0.109 Uiso 0.50 1 d PR . . H55B H -0.5055 0.0000 0.1584 0.109 Uiso 1 2 d SR . . Cl1 Cl -0.8067(4) 0.5000 0.0550(11) 0.146(3) Uani 1 2 d S . . O11 O -0.5367(7) 0.5000 0.0816(17) 0.094(5) Uani 1 2 d S . . H11H H -0.5000 0.5000 0.0000 0.11(12) Uiso 1 4 d S . . O12 O -0.6092(5) 0.5000 -0.1628(13) 0.071(3) Uani 1 2 d S . . C53 C -0.5917(8) 0.5000 0.002(2) 0.065(4) Uani 1 2 d S . . C47 C -0.6313(8) 0.5000 0.1164(17) 0.085(7) Uani 1 2 d SD . . C48 C -0.6919(8) 0.5000 0.040(2) 0.080(5) Uani 1 2 d SD . . H48 H -0.7057 0.5000 -0.0810 0.096 Uiso 1 2 calc SR . . C49 C -0.7321(9) 0.5000 0.145(2) 0.102(7) Uani 1 2 d SD . . C50 C -0.7106(12) 0.5000 0.326(2) 0.141(14) Uani 1 2 d SD . . H50 H -0.7372 0.5000 0.3966 0.169 Uiso 1 2 calc SR . . C51 C -0.6499(12) 0.5000 0.403(2) 0.144(15) Uani 1 2 d SD . . H51 H -0.6361 0.5000 0.5238 0.173 Uiso 1 2 calc SR . . C52 C -0.6101(10) 0.5000 0.2975(18) 0.141(13) Uani 1 2 d SD . . H52 H -0.5695 0.5000 0.3478 0.169 Uiso 1 2 calc SR . . 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 0.0417(2) 0.0366(2) 0.0490(2) 0.00909(15) 0.01908(15) -0.00099(14) O1 0.030(3) 0.042(4) 0.039(3) 0.007(3) 0.001(3) -0.001(3) O2 0.037(3) 0.031(3) 0.027(3) -0.001(2) 0.011(2) -0.005(2) O3 0.049(4) 0.075(6) 0.108(6) 0.040(5) 0.037(4) -0.005(4) N1 0.034(3) 0.046(4) 0.028(3) 0.009(3) 0.011(3) 0.002(3) N2 0.047(4) 0.043(4) 0.027(3) 0.012(3) 0.016(3) 0.014(3) C1 0.036(4) 0.052(6) 0.038(4) 0.000(4) 0.013(3) -0.001(4) C2 0.032(4) 0.066(6) 0.044(5) 0.005(5) 0.002(4) 0.006(5) C3 0.054(6) 0.056(6) 0.043(5) 0.011(5) 0.004(4) 0.015(5) C4 0.039(4) 0.042(5) 0.035(4) 0.005(4) 0.006(3) -0.005(4) C5 0.033(4) 0.040(5) 0.020(3) 0.000(3) 0.010(3) 0.008(3) C6 0.041(4) 0.037(5) 0.023(3) 0.003(3) 0.012(3) 0.003(3) C7 0.041(4) 0.043(5) 0.021(3) 0.004(3) 0.006(3) 0.017(4) C8 0.048(5) 0.066(7) 0.033(4) -0.013(4) 0.000(4) 0.026(5) C9 0.068(7) 0.101(10) 0.031(5) -0.014(6) -0.002(5) 0.040(7) C10 0.058(6) 0.133(13) 0.024(5) -0.001(6) 0.007(4) 0.049(7) C11 0.051(5) 0.110(10) 0.035(5) 0.034(6) 0.024(4) 0.038(6) C12 0.063(7) 0.036(6) 0.106(9) -0.017(6) 0.018(6) -0.010(5) C13 0.053(6) 0.041(6) 0.132(11) 0.041(7) 0.034(6) 0.021(5) O7 0.195(16) 0.043(7) 0.181(15) 0.000 0.149(14) 0.000 C55 0.088(13) 0.100(16) 0.102(15) 0.000 0.055(12) 0.000 Cl1 0.162(7) 0.158(7) 0.149(6) 0.000 0.099(6) 0.000 O11 0.115(11) 0.060(8) 0.079(8) 0.000 -0.030(9) 0.000 O12 0.086(8) 0.070(8) 0.049(6) 0.000 0.001(5) 0.000 C53 0.085(12) 0.047(9) 0.051(9) 0.000 -0.005(8) 0.000 C47 0.17(2) 0.030(8) 0.041(8) 0.000 0.003(11) 0.000 C48 0.130(18) 0.057(11) 0.061(10) 0.000 0.037(11) 0.000 C49 0.16(2) 0.070(14) 0.090(15) 0.000 0.060(15) 0.000 C50 0.32(5) 0.044(12) 0.093(18) 0.000 0.12(2) 0.000 C51 0.35(5) 0.032(11) 0.054(13) 0.000 0.06(2) 0.000 C52 0.30(4) 0.057(14) 0.049(11) 0.000 0.013(17) 0.000 _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 C12 2.014(11) . ? Pt1 O3 2.022(6) . ? Pt1 O2 2.023(5) . ? Pt1 C13 2.058(9) . ? Pt1 N2 2.161(7) . ? Pt1 N1 2.169(7) . ? O1 C6 1.364(10) . ? O1 H1H 0.72(8) . ? O2 C6 1.418(9) . ? O3 HWA 0.8200 . ? O3 HWB 0.861(10) . ? N1 C1 1.335(10) . ? N1 C5 1.358(10) . ? N2 C7 1.324(11) . ? N2 C11 1.345(10) . ? C1 C2 1.374(13) . ? C1 H1A 0.9300 . ? C2 C3 1.395(15) . ? C2 H2A 0.9300 . ? C3 C4 1.388(12) . ? C3 H3A 0.9300 . ? C4 C5 1.358(12) . ? C4 H4A 0.9300 . ? C5 C6 1.529(11) . ? C6 C7 1.545(10) . ? C7 C8 1.381(12) . ? C8 C9 1.411(14) . ? C8 H8A 0.9300 . ? C9 C10 1.347(18) . ? C9 H9A 0.9300 . ? C10 C11 1.390(17) . ? C10 H1 0.9300 . ? C11 H11A 0.9300 . ? C12 H12A 0.8599 . ? C12 H12B 0.8600 . ? C12 H12C 0.8599 . ? C13 H13A 0.8602 . ? C13 H13B 0.8601 . ? C13 H13C 0.8598 . ? O7 C55 1.39(2) . ? O7 H7 0.8600 . ? C55 H55A 0.8601 . ? C55 H55B 0.8599 . ? Cl1 C49 1.70(2) . ? O11 C53 1.28(2) . ? O11 H11H 1.190(18) . ? O12 C53 1.267(18) . ? C53 C47 1.44(2) . ? C47 C48 1.389(10) . ? C47 C52 1.392(9) . ? C48 C49 1.396(9) . ? C48 H48 0.9300 . ? C49 C50 1.392(10) . ? C50 C51 1.392(10) . ? C50 H50 0.9300 . ? C51 C52 1.390(10) . ? C51 H51 0.9300 . ? C52 H52 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 C12 Pt1 O3 90.6(4) . . ? C12 Pt1 O2 95.8(4) . . ? O3 Pt1 O2 172.7(3) . . ? C12 Pt1 C13 89.7(5) . . ? O3 Pt1 C13 88.6(4) . . ? O2 Pt1 C13 95.0(3) . . ? C12 Pt1 N2 174.0(4) . . ? O3 Pt1 N2 95.4(3) . . ? O2 Pt1 N2 78.2(2) . . ? C13 Pt1 N2 91.1(4) . . ? C12 Pt1 N1 92.7(4) . . ? O3 Pt1 N1 98.0(3) . . ? O2 Pt1 N1 78.2(2) . . ? C13 Pt1 N1 173.0(3) . . ? N2 Pt1 N1 85.8(2) . . ? C6 O1 H1H 112(7) . . ? C6 O2 Pt1 102.8(4) . . ? Pt1 O3 HWA 109.5 . . ? Pt1 O3 HWB 106(10) . . ? HWA O3 HWB 110.1 . . ? C1 N1 C5 118.7(7) . . ? C1 N1 Pt1 132.6(6) . . ? C5 N1 Pt1 108.6(5) . . ? C7 N2 C11 121.1(9) . . ? C7 N2 Pt1 109.0(5) . . ? C11 N2 Pt1 130.0(8) . . ? N1 C1 C2 122.1(8) . . ? N1 C1 H1A 118.9 . . ? C2 C1 H1A 118.9 . . ? C1 C2 C3 118.7(8) . . ? C1 C2 H2A 120.7 . . ? C3 C2 H2A 120.7 . . ? C4 C3 C2 119.2(9) . . ? C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C5 C4 C3 118.6(9) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? C4 C5 N1 122.6(7) . . ? C4 C5 C6 124.8(7) . . ? N1 C5 C6 112.6(7) . . ? O1 C6 O2 111.7(6) . . ? O1 C6 C5 109.7(6) . . ? O2 C6 C5 108.5(6) . . ? O1 C6 C7 113.2(7) . . ? O2 C6 C7 107.0(6) . . ? C5 C6 C7 106.5(6) . . ? N2 C7 C8 121.2(8) . . ? N2 C7 C6 113.4(7) . . ? C8 C7 C6 125.3(8) . . ? C7 C8 C9 118.6(11) . . ? C7 C8 H8A 120.7 . . ? C9 C8 H8A 120.7 . . ? C10 C9 C8 118.8(11) . . ? C10 C9 H9A 120.6 . . ? C8 C9 H9A 120.6 . . ? C9 C10 C11 120.5(10) . . ? C9 C10 H1 119.7 . . ? C11 C10 H1 119.7 . . ? N2 C11 C10 119.8(11) . . ? N2 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? Pt1 C12 H12A 108.0 . . ? Pt1 C12 H12B 109.6 . . ? H12A C12 H12B 110.1 . . ? Pt1 C12 H12C 108.9 . . ? H12A C12 H12C 108.7 . . ? H12B C12 H12C 111.5 . . ? Pt1 C13 H13A 111.8 . . ? Pt1 C13 H13B 111.2 . . ? H13A C13 H13B 106.9 . . ? Pt1 C13 H13C 112.1 . . ? H13A C13 H13C 107.5 . . ? H13B C13 H13C 107.1 . . ? C55 O7 H7 108.8 . . ? O7 C55 H55A 106.5 . . ? O7 C55 H55B 108.5 . . ? H55A C55 H55B 114.6 . . ? C53 O11 H11H 120.1(13) . . ? O12 C53 O11 122.0(18) . . ? O12 C53 C47 123.5(16) . . ? O11 C53 C47 114.5(15) . . ? C48 C47 C52 120.5(16) . . ? C48 C47 C53 117.9(12) . . ? C52 C47 C53 121.6(16) . . ? C47 C48 C49 120.1(15) . . ? C47 C48 H48 120.0 . . ? C49 C48 H48 120.0 . . ? C50 C49 C48 119.1(15) . . ? C50 C49 Cl1 119.8(15) . . ? C48 C49 Cl1 121.1(14) . . ? C49 C50 C51 120.9(17) . . ? C49 C50 H50 119.5 . . ? C51 C50 H50 119.5 . . ? C52 C51 C50 119.6(17) . . ? C52 C51 H51 120.2 . . ? C50 C51 H51 120.2 . . ? C51 C52 C47 119.8(16) . . ? C51 C52 H52 120.1 . . ? C47 C52 H52 120.1 . . ? 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 C12 Pt1 O2 C6 -135.6(5) . . . . ? O3 Pt1 O2 C6 15(2) . . . . ? C13 Pt1 O2 C6 134.2(6) . . . . ? N2 Pt1 O2 C6 44.1(4) . . . . ? N1 Pt1 O2 C6 -44.1(4) . . . . ? C12 Pt1 N1 C1 -58.8(8) . . . . ? O3 Pt1 N1 C1 32.1(8) . . . . ? O2 Pt1 N1 C1 -154.2(7) . . . . ? C13 Pt1 N1 C1 -169(3) . . . . ? N2 Pt1 N1 C1 127.0(7) . . . . ? C12 Pt1 N1 C5 119.9(6) . . . . ? O3 Pt1 N1 C5 -149.1(5) . . . . ? O2 Pt1 N1 C5 24.5(5) . . . . ? C13 Pt1 N1 C5 10(4) . . . . ? N2 Pt1 N1 C5 -54.3(5) . . . . ? C12 Pt1 N2 C7 -20(4) . . . . ? O3 Pt1 N2 C7 153.0(6) . . . . ? O2 Pt1 N2 C7 -23.4(5) . . . . ? C13 Pt1 N2 C7 -118.3(6) . . . . ? N1 Pt1 N2 C7 55.3(5) . . . . ? C12 Pt1 N2 C11 158(3) . . . . ? O3 Pt1 N2 C11 -28.5(8) . . . . ? O2 Pt1 N2 C11 155.0(8) . . . . ? C13 Pt1 N2 C11 60.1(8) . . . . ? N1 Pt1 N2 C11 -126.2(7) . . . . ? C5 N1 C1 C2 0.5(12) . . . . ? Pt1 N1 C1 C2 179.1(6) . . . . ? N1 C1 C2 C3 -1.0(13) . . . . ? C1 C2 C3 C4 0.1(14) . . . . ? C2 C3 C4 C5 1.3(13) . . . . ? C3 C4 C5 N1 -1.9(12) . . . . ? C3 C4 C5 C6 180.0(7) . . . . ? C1 N1 C5 C4 1.0(11) . . . . ? Pt1 N1 C5 C4 -177.9(6) . . . . ? C1 N1 C5 C6 179.4(6) . . . . ? Pt1 N1 C5 C6 0.4(7) . . . . ? Pt1 O2 C6 O1 178.4(5) . . . . ? Pt1 O2 C6 C5 57.3(6) . . . . ? Pt1 O2 C6 C7 -57.2(6) . . . . ? C4 C5 C6 O1 17.5(10) . . . . ? N1 C5 C6 O1 -160.8(6) . . . . ? C4 C5 C6 O2 139.7(7) . . . . ? N1 C5 C6 O2 -38.6(8) . . . . ? C4 C5 C6 C7 -105.4(9) . . . . ? N1 C5 C6 C7 76.3(8) . . . . ? C11 N2 C7 C8 2.5(12) . . . . ? Pt1 N2 C7 C8 -178.9(6) . . . . ? C11 N2 C7 C6 179.3(7) . . . . ? Pt1 N2 C7 C6 -2.2(8) . . . . ? O1 C6 C7 N2 163.5(7) . . . . ? O2 C6 C7 N2 40.0(9) . . . . ? C5 C6 C7 N2 -75.9(8) . . . . ? O1 C6 C7 C8 -19.9(11) . . . . ? O2 C6 C7 C8 -143.4(8) . . . . ? C5 C6 C7 C8 100.8(9) . . . . ? N2 C7 C8 C9 -1.8(12) . . . . ? C6 C7 C8 C9 -178.2(8) . . . . ? C7 C8 C9 C10 -0.8(14) . . . . ? C8 C9 C10 C11 2.7(15) . . . . ? C7 N2 C11 C10 -0.5(13) . . . . ? Pt1 N2 C11 C10 -178.7(6) . . . . ? C9 C10 C11 N2 -2.2(14) . . . . ? O12 C53 C47 C48 0.0 . . . . ? O11 C53 C47 C48 180.0 . . . . ? O12 C53 C47 C52 180.000(1) . . . . ? O11 C53 C47 C52 0.000(2) . . . . ? C52 C47 C48 C49 0.000(1) . . . . ? C53 C47 C48 C49 180.0 . . . . ? C47 C48 C49 C50 0.000(2) . . . . ? C47 C48 C49 Cl1 180.0 . . . . ? C48 C49 C50 C51 0.000(2) . . . . ? Cl1 C49 C50 C51 180.000(2) . . . . ? C49 C50 C51 C52 0.000(3) . . . . ? C50 C51 C52 C47 0.000(2) . . . . ? C48 C47 C52 C51 0.000(2) . . . . ? C53 C47 C52 C51 180.000(2) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 2.180 _refine_diff_density_min -3.292 _refine_diff_density_rms 0.205 _database_code_depnum_ccdc_archive 'CCDC 927486'