# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Neves, Amanda' _publ_contact_author_email mdvargascp@gmail.com _publ_section_title ; Novel Platinum(II) Complexes of Aminonaphthoquinone Mannich Bases: Synthesis, Crystal Structure and Cytotoxic activities ; loop_ _publ_author_name A.Neves 'G.da Silva' M.Vargas C.Pinheiro L.Visentin J.D.Filho ; L.Costa-Lotufo ; 'M.de Moraes' C.Pessoa # Attachment 'archive-21-05-2010.cif.txt' #============================================================================== data_rpa6 _database_code_depnum_ccdc_archive 'CCDC 766250' #TrackingRef 'archive-21-05-2010.cif.txt' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; cis-diamine{2-[(furfurylamino)(pyridin-2-yl)methyl]-3-hydroxy- 1,4-naphthoquinonato-N1,N2}platinum(II) nitrate ; _chemical_formula_sum 'C21 H28 N5 O10.50 Pt' _chemical_formula_MOIETY 'C21 H21 N4 O4 Pt, N O3,3.5(H2 O)' _chemical_formula_weight 713.5 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.7768(12) _cell_length_b 9.4926(2) _cell_length_c 19.6173(14) _cell_angle_alpha 90 _cell_angle_beta 122.01 _cell_angle_gamma 90 _cell_volume 5018.0(4) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6596 _cell_measurement_theta_min 2.6495 _cell_measurement_theta_max 66.1613 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prisma _exptl_crystal_colour Orange _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 1.87 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.058 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_absorpt_correction_T_min 0.391 _exptl_absorpt_correction_T_max 0.673 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_measurement_device_type 'OXFORD-DIFFRACTION GEMINI' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_monochromator Mirror _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Ultra (Cu) X-ray Source' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.4186 _diffrn_orient_matrix_ub_11 -0.0056767058 _diffrn_orient_matrix_ub_12 -0.0127467582 _diffrn_orient_matrix_ub_13 0.0730415594 _diffrn_orient_matrix_ub_21 -0.0560201434 _diffrn_orient_matrix_ub_22 -0.0270829258 _diffrn_orient_matrix_ub_23 -0.0569055816 _diffrn_orient_matrix_ub_31 0.0099517056 _diffrn_orient_matrix_ub_32 -0.1599484047 _diffrn_orient_matrix_ub_33 0.0038053168 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_unetI/netI 0.0312 _diffrn_reflns_number 11925 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 66.26 _diffrn_reflns_theta_full 66.26 _vrf_PLAT029_rpa6 ; PROBLEM: Check _diffrn_measured_fraction_theta_full RESPONSE: Large lattice paramter forced long detector distance and limited the resolution during measurements. ; _diffrn_measured_fraction_theta_full 0.953 _diffrn_measured_fraction_theta_max 0.953 _reflns_number_total 4197 _reflns_number_gt 3391 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0898P)^2^+34.9679P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4197 _refine_ls_number_parameters 339 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1405 _refine_ls_wR_factor_gt 0.1313 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 3.764 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.209 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -4.5932 6.9264 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Pt Pt 0.244439(12) 0.66307(3) 0.161481(19) 0.03218(16) Uani 1 1 d . . . N2 N 0.2446(3) 0.8156(7) 0.0890(4) 0.0366(16) Uani 1 1 d . . . N4 N 0.2400(3) 0.5166(8) 0.2336(4) 0.0396(16) Uani 1 1 d . . . H4A H 0.2083 0.5116 0.2217 0.059 Uiso 1 1 calc R . . H4B H 0.2605 0.5419 0.2860 0.059 Uiso 1 1 calc R . . H4C H 0.2494 0.4311 0.2252 0.059 Uiso 1 1 calc R . . O2 O 0.1583(2) 0.9989(7) 0.1290(3) 0.0453(15) Uani 1 1 d . . . N3 N 0.3184(3) 0.6131(8) 0.2208(4) 0.0397(17) Uani 1 1 d . . . H3A H 0.3251 0.5435 0.2571 0.060 Uiso 1 1 calc R . . H3B H 0.3368 0.6906 0.2469 0.060 Uiso 1 1 calc R . . H3C H 0.3262 0.5829 0.1848 0.060 Uiso 1 1 calc R . . O4 O 0.1699(2) 0.3812(6) 0.0777(4) 0.0449(15) Uani 1 1 d . . . N1 N 0.1705(3) 0.7109(7) 0.1012(4) 0.0347(15) Uani 1 1 d . . . H1A H 0.1676 0.7762 0.1338 0.042 Uiso 1 1 calc R . . C10 C 0.0269(3) 0.9791(10) -0.0943(5) 0.041(2) Uani 1 1 d . . . C15 C 0.2824(4) 0.9766(9) 0.0457(5) 0.042(2) Uani 1 1 d . . . H15 H 0.3118 1.0184 0.0535 0.051 Uiso 1 1 calc R . . O1 O 0.0855(3) 1.1873(7) 0.0882(4) 0.0505(16) Uani 1 1 d . . . C13 C 0.1941(4) 0.9613(9) -0.0243(5) 0.042(2) Uani 1 1 d . . . H13 H 0.1620 0.9909 -0.0661 0.050 Uiso 1 1 calc R . . C14 C 0.2352(4) 1.0197(9) -0.0182(6) 0.043(2) Uani 1 1 d . . . H14 H 0.2321 1.0879 -0.0560 0.052 Uiso 1 1 calc R . . C12 C 0.1984(3) 0.8598(8) 0.0293(5) 0.0352(19) Uani 1 1 d . . . C4 C 0.0682(4) 0.8801(11) -0.0737(6) 0.048(2) Uani 1 1 d . . . C21 C 0.1617(4) 0.2790(10) 0.0227(7) 0.051(2) Uani 1 1 d . . . H21 H 0.1819 0.1979 0.0340 0.061 Uiso 1 1 calc R . . C7 C -0.0513(4) 1.1644(12) -0.1363(7) 0.062(3) Uani 1 1 d . . . H7 H -0.0783 1.2258 -0.1504 0.074 Uiso 1 1 calc R . . C17 C 0.1322(3) 0.5985(10) 0.0846(5) 0.040(2) Uani 1 1 d . . . H17B H 0.1382 0.5628 0.1364 0.048 Uiso 1 1 calc R . . H17A H 0.0988 0.6417 0.0551 0.048 Uiso 1 1 calc R . . O3 O 0.0616(3) 0.7910(9) -0.1239(4) 0.067(2) Uani 1 1 d . . . C20 C 0.1218(4) 0.3085(11) -0.0483(7) 0.055(3) Uani 1 1 d . . . H20 H 0.1087 0.2533 -0.0957 0.066 Uiso 1 1 calc R . . C3 C 0.1124(3) 0.8909(9) 0.0022(5) 0.0376(19) Uani 1 1 d . . . C18 C 0.1331(3) 0.4793(10) 0.0376(6) 0.042(2) Uani 1 1 d . . . C16 C 0.2846(4) 0.8741(9) 0.0956(6) 0.040(2) Uani 1 1 d . . . H16 H 0.3164 0.8425 0.1373 0.047 Uiso 1 1 calc R . . C11 C 0.1547(3) 0.7895(9) 0.0246(5) 0.0345(18) Uani 1 1 d . . . H11 H 0.1420 0.7179 -0.0194 0.041 Uiso 1 1 calc R . . C5 C -0.0168(4) 0.9671(12) -0.1675(6) 0.055(3) Uani 1 1 d . . . H5 H -0.0205 0.8940 -0.2033 0.066 Uiso 1 1 calc R . . C9 C 0.0321(3) 1.0869(10) -0.0401(6) 0.042(2) Uani 1 1 d . . . C8 C -0.0076(4) 1.1782(11) -0.0625(7) 0.051(2) Uani 1 1 d . . . H8 H -0.0047 1.2504 -0.0266 0.061 Uiso 1 1 calc R . . C19 C 0.1023(4) 0.4380(11) -0.0405(6) 0.048(2) Uani 1 1 d . . . H19 H 0.0737 0.4860 -0.0812 0.057 Uiso 1 1 calc R . . C1 C 0.0780(3) 1.0984(9) 0.0388(6) 0.040(2) Uani 1 1 d . . . C2 C 0.1195(3) 0.9903(9) 0.0603(5) 0.0375(18) Uani 1 1 d . . . C6 C -0.0559(4) 1.0612(14) -0.1900(7) 0.065(3) Uani 1 1 d . . . H6 H -0.0854 1.0545 -0.2416 0.078 Uiso 1 1 calc R . . N N 0.3192(2) 1.2344(6) 0.1970(3) 0.0453(19) Uani 1 1 d D . . O5 O 0.2789(3) 1.2749(10) 0.1848(7) 0.126(5) Uani 1 1 d D . . O6 O 0.3363(3) 1.1193(7) 0.2303(4) 0.064(2) Uani 1 1 d D . . O7 O 0.3421(3) 1.3089(8) 0.1750(5) 0.069(2) Uani 1 1 d D . . OW1 O 0.1060(3) 0.7300(9) -0.2061(5) 0.070(2) Uani 1 1 d . . . OW2 O 0.0371(4) 1.4593(10) 0.0762(7) 0.093(3) Uani 1 1 d . . . OW3 O 0.4317(4) 1.0346(12) 0.2683(7) 0.102(3) Uani 1 1 d . . . OW4 O 0.0000 1.3270(18) -0.2500 0.117(6) Uani 1 2 d S . . H1W1 H 0.0905 0.7330 -0.1817 0.175 Uiso 1 1 d . . . H2W1 H 0.1037 0.6502 -0.2280 0.175 Uiso 1 1 d . . . H1W2 H 0.0479 1.3865 0.0640 0.175 Uiso 1 1 d . . . H2W2 H 0.0310 1.4308 0.1123 0.175 Uiso 1 1 d . . . H1W3 H 0.4518 0.9762 0.2658 0.175 Uiso 1 1 d . . . H2W3 H 0.4128 1.0809 0.2254 0.175 Uiso 1 1 d . . . H1W4 H -0.0205 1.3770 -0.2900 0.175 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 Pt 0.0359(2) 0.0260(2) 0.0291(2) 0.00172(13) 0.01343(18) 0.00221(15) N2 0.048(4) 0.026(3) 0.035(4) -0.002(3) 0.021(4) -0.001(3) N4 0.037(4) 0.042(4) 0.034(4) 0.010(3) 0.014(3) 0.002(3) O2 0.045(4) 0.048(4) 0.030(3) -0.009(3) 0.011(3) 0.010(3) N3 0.041(4) 0.036(4) 0.036(4) 0.006(3) 0.016(4) 0.006(3) O4 0.046(4) 0.031(3) 0.050(4) -0.003(3) 0.021(3) -0.001(3) N1 0.037(4) 0.030(4) 0.028(4) 0.001(3) 0.012(3) 0.002(3) C10 0.032(4) 0.045(5) 0.035(5) 0.004(4) 0.010(4) 0.000(4) C15 0.057(6) 0.029(4) 0.041(5) 0.000(4) 0.026(5) 0.001(4) O1 0.056(4) 0.041(4) 0.050(4) -0.007(3) 0.024(4) 0.008(3) C13 0.055(6) 0.031(5) 0.032(5) 0.005(4) 0.019(5) 0.009(4) C14 0.065(6) 0.026(4) 0.050(5) 0.002(4) 0.038(5) 0.006(4) C12 0.043(5) 0.023(4) 0.034(5) -0.003(3) 0.017(4) 0.003(4) C4 0.051(6) 0.047(5) 0.042(6) -0.005(4) 0.023(5) -0.001(5) C21 0.058(6) 0.031(5) 0.066(7) -0.010(5) 0.034(6) -0.009(5) C7 0.044(6) 0.067(8) 0.063(7) 0.015(6) 0.020(6) 0.010(5) C17 0.032(4) 0.042(5) 0.035(5) 0.001(4) 0.011(4) -0.003(4) O3 0.055(4) 0.077(5) 0.045(4) -0.020(4) 0.010(4) 0.012(4) C20 0.070(7) 0.040(5) 0.058(7) -0.013(5) 0.035(7) -0.011(5) C3 0.034(5) 0.037(5) 0.031(5) -0.006(4) 0.010(4) -0.004(4) C18 0.041(5) 0.036(5) 0.047(5) 0.000(4) 0.022(5) 0.001(4) C16 0.041(5) 0.033(4) 0.043(5) -0.004(4) 0.020(5) -0.001(4) C11 0.038(5) 0.031(4) 0.020(4) -0.002(3) 0.005(4) 0.002(4) C5 0.039(5) 0.061(7) 0.048(6) -0.005(5) 0.012(5) -0.007(5) C9 0.033(5) 0.044(5) 0.046(6) 0.011(4) 0.020(5) 0.008(4) C8 0.048(6) 0.052(6) 0.052(6) 0.012(5) 0.025(5) 0.010(5) C19 0.050(6) 0.043(5) 0.049(6) -0.007(4) 0.026(5) -0.009(5) C1 0.042(5) 0.034(5) 0.038(5) 0.006(4) 0.017(5) 0.007(4) C2 0.039(5) 0.033(4) 0.033(5) 0.003(4) 0.014(4) 0.006(4) C6 0.044(6) 0.080(8) 0.052(7) 0.005(6) 0.012(5) 0.002(6) N 0.046(5) 0.042(5) 0.041(5) 0.005(4) 0.019(4) -0.006(4) O5 0.183(13) 0.071(7) 0.209(14) 0.051(8) 0.163(12) 0.050(8) O6 0.061(5) 0.062(5) 0.056(5) 0.017(4) 0.023(4) 0.011(4) O7 0.060(5) 0.078(5) 0.052(5) 0.010(4) 0.018(4) -0.006(4) OW1 0.062(5) 0.069(5) 0.076(6) -0.001(4) 0.035(5) -0.006(4) OW2 0.095(7) 0.075(6) 0.110(8) -0.012(6) 0.055(6) 0.011(5) OW3 0.108(8) 0.098(8) 0.102(8) -0.010(6) 0.056(7) 0.006(6) OW4 0.117(13) 0.113(14) 0.133(15) 0.000 0.075(13) 0.000 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Pt N2 2.031(7) . ? Pt N4 2.040(7) . ? Pt N1 2.044(7) . ? Pt N3 2.050(7) . ? N2 C16 1.330(12) . ? N2 C12 1.373(12) . ? N4 H4A 0.9100 . ? N4 H4B 0.9100 . ? N4 H4C 0.9100 . ? O2 C2 1.259(10) . ? N3 H3A 0.9100 . ? N3 H3B 0.9100 . ? N3 H3C 0.9100 . ? O4 C21 1.369(12) . ? O4 C18 1.371(11) . ? N1 C11 1.506(10) . ? N1 C17 1.520(11) . ? N1 H1A 0.9300 . ? C10 C5 1.376(14) . ? C10 C9 1.421(13) . ? C10 C4 1.485(14) . ? C15 C16 1.354(13) . ? C15 C14 1.413(13) . ? C15 H15 0.9500 . ? O1 C1 1.210(11) . ? C13 C14 1.364(13) . ? C13 C12 1.379(12) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C12 C11 1.497(13) . ? C4 O3 1.228(12) . ? C4 C3 1.409(14) . ? C21 C20 1.324(16) . ? C21 H21 0.9500 . ? C7 C8 1.382(16) . ? C7 C6 1.388(17) . ? C7 H7 0.9500 . ? C17 C18 1.470(13) . ? C17 H17B 0.9900 . ? C17 H17A 0.9900 . ? C20 C19 1.421(14) . ? C20 H20 0.9500 . ? C3 C2 1.403(12) . ? C3 C11 1.516(12) . ? C18 C19 1.366(14) . ? C16 H16 0.9500 . ? C11 H11 1.0000 . ? C5 C6 1.398(16) . ? C5 H5 0.9500 . ? C9 C8 1.398(13) . ? C9 C1 1.462(13) . ? C8 H8 0.9500 . ? C19 H19 0.9500 . ? C1 C2 1.542(12) . ? C6 H6 0.9500 . ? N O5 1.232(4) . ? N O6 1.241(4) . ? N O7 1.244(4) . ? OW1 H1W1 0.852(8) . ? OW1 H2W1 0.855(9) . ? OW2 H1W2 0.860(9) . ? OW2 H2W2 0.871(11) . ? OW3 H1W3 0.866(11) . ? OW3 H2W3 0.853(12) . ? OW4 H1W4 0.850(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 N2 Pt N4 176.0(3) . . ? N2 Pt N1 82.3(3) . . ? N4 Pt N1 94.2(3) . . ? N2 Pt N3 97.7(3) . . ? N4 Pt N3 85.8(3) . . ? N1 Pt N3 179.2(3) . . ? C16 N2 C12 119.4(8) . . ? C16 N2 Pt 126.0(7) . . ? C12 N2 Pt 114.6(6) . . ? Pt N4 H4A 109.5 . . ? Pt N4 H4B 109.5 . . ? H4A N4 H4B 109.5 . . ? Pt N4 H4C 109.5 . . ? H4A N4 H4C 109.5 . . ? H4B N4 H4C 109.5 . . ? Pt N3 H3A 109.5 . . ? Pt N3 H3B 109.5 . . ? H3A N3 H3B 109.5 . . ? Pt N3 H3C 109.5 . . ? H3A N3 H3C 109.5 . . ? H3B N3 H3C 109.5 . . ? C21 O4 C18 106.3(8) . . ? C11 N1 C17 109.2(6) . . ? C11 N1 Pt 111.2(5) . . ? C17 N1 Pt 120.9(5) . . ? C11 N1 H1A 104.7 . . ? C17 N1 H1A 104.7 . . ? Pt N1 H1A 104.7 . . ? C5 C10 C9 119.6(9) . . ? C5 C10 C4 119.3(9) . . ? C9 C10 C4 121.1(8) . . ? C16 C15 C14 118.3(9) . . ? C16 C15 H15 120.9 . . ? C14 C15 H15 120.9 . . ? C14 C13 C12 120.9(9) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 118.5(8) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? N2 C12 C13 119.5(8) . . ? N2 C12 C11 117.1(7) . . ? C13 C12 C11 123.3(8) . . ? O3 C4 C3 123.2(10) . . ? O3 C4 C10 117.9(9) . . ? C3 C4 C10 118.9(8) . . ? C20 C21 O4 110.8(9) . . ? C20 C21 H21 124.6 . . ? O4 C21 H21 124.6 . . ? C8 C7 C6 120.4(10) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C18 C17 N1 113.3(7) . . ? C18 C17 H17B 108.9 . . ? N1 C17 H17B 108.9 . . ? C18 C17 H17A 108.9 . . ? N1 C17 H17A 108.9 . . ? H17B C17 H17A 107.7 . . ? C21 C20 C19 107.3(9) . . ? C21 C20 H20 126.3 . . ? C19 C20 H20 126.3 . . ? C2 C3 C4 123.3(8) . . ? C2 C3 C11 117.1(8) . . ? C4 C3 C11 119.6(8) . . ? C19 C18 O4 109.5(8) . . ? C19 C18 C17 133.2(9) . . ? O4 C18 C17 117.2(8) . . ? N2 C16 C15 123.3(9) . . ? N2 C16 H16 118.3 . . ? C15 C16 H16 118.3 . . ? C12 C11 N1 110.5(7) . . ? C12 C11 C3 112.7(7) . . ? N1 C11 C3 112.3(7) . . ? C12 C11 H11 107.0 . . ? N1 C11 H11 107.0 . . ? C3 C11 H11 107.0 . . ? C10 C5 C6 120.9(11) . . ? C10 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C8 C9 C10 119.0(9) . . ? C8 C9 C1 121.0(9) . . ? C10 C9 C1 120.0(8) . . ? C7 C8 C9 120.6(10) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C18 C19 C20 106.0(10) . . ? C18 C19 H19 127.0 . . ? C20 C19 H19 127.0 . . ? O1 C1 C9 124.2(8) . . ? O1 C1 C2 117.9(8) . . ? C9 C1 C2 117.9(8) . . ? O2 C2 C3 123.9(8) . . ? O2 C2 C1 117.4(8) . . ? C3 C2 C1 118.7(8) . . ? C7 C6 C5 119.5(11) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? O5 N O6 119.8(6) . . ? O5 N O7 119.6(6) . . ? O6 N O7 120.6(6) . . ? H1W1 OW1 H2W1 113.0(9) . . ? H1W2 OW2 H2W2 105.7(11) . . ? H1W3 OW3 H2W3 115.5(12) . . ? 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 N4 H4A O6 0.91 2.31 3.027(10) 135.2 4_545 N4 H4B O2 0.91 2.25 2.915(9) 130.0 4_545 N4 H4C O5 0.91 2.12 2.993(12) 160.8 1_545 N3 H3A O2 0.91 2.05 2.844(9) 145.3 4_545 N1 H1A O2 0.93 2.13 2.854(10) 133.9 . _chemical_name_common ; cis-diamine(2-((furfurylamino)(pyridin-2-yl)methyl)-3-hydroxy- 1,4-naphthoquinonato-N1,N2)platinum(ii) nitrate ; #----------------------------------------------------------------------------# # DATA BLOCK # #----------------------------------------------------------------------------# data_rptcl1 _database_code_depnum_ccdc_archive 'CCDC 766251' #TrackingRef 'archive-21-05-2010.cif.txt' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; cis-{2-[(butylamino)(pyridin-2-yl)methyl]-3-hydroxy- 1,4-naphthoquinone-N1,N2}dichloroplatinum(II) ; _chemical_formula_sum 'C43 H48 Cl4 N4 O7 Pt2' _chemical_formula_MOIETY 'C40 H40 Cl4 N4 O6 Pt2,(C3H8O)' _chemical_formula_weight 1264.83 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 2(1)/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.5463(6) _cell_length_b 13.2528(5) _cell_length_c 20.6428(8) _cell_angle_alpha 90 _cell_angle_beta 103.106(4) _cell_angle_gamma 90 _cell_volume 4408.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 8350 _cell_measurement_theta_min 2.1968 _cell_measurement_theta_max 62.5588 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prisma _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.9 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2448 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 14.378 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3274 _exptl_absorpt_correction_T_max 0.6723 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.36 (release 16-03-2009 CrysAlis171 .NET) (compiled Mar 16 2009,17:39:00) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_measurement_device_type 'OXFORD-DIFFRACTION GEMINI' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_monochromator Mirror _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Ultra (Cu) X-ray Source' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.4186 _diffrn_reflns_number 18998 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.0549 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 62.65 _reflns_number_total 6877 _reflns_number_gt 4728 _reflns_threshold_expression >2\s(I) _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 62.65 _diffrn_measured_fraction_theta_full 0.974 #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0930P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6877 _refine_ls_number_parameters 549 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1307 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 2.686 _refine_diff_density_min -1.356 _refine_diff_density_rms 0.196 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0.74555(2) -0.07130(3) 0.35638(2) 0.03179(13) Uani 1 1 d . . . Cl1 Cl 0.86236(15) -0.0315(2) 0.31804(13) 0.0425(6) Uani 1 1 d . . . Cl2 Cl 0.82506(15) -0.1763(2) 0.43529(13) 0.0405(6) Uani 1 1 d . . . O3 O 0.4267(4) -0.1928(5) 0.2988(3) 0.0418(18) Uani 1 1 d . . . O2 O 0.5432(4) 0.0847(5) 0.4275(3) 0.0378(17) Uani 1 1 d . . . H2A H 0.5272 0.1322 0.4484 0.057 Uiso 1 1 calc R . . O1 O 0.4042(4) 0.0909(5) 0.4774(3) 0.0339(16) Uani 1 1 d . . . N2 N 0.6704(5) 0.0240(6) 0.2950(4) 0.0316(19) Uani 1 1 d . . . N1 N 0.6364(4) -0.1082(6) 0.3843(4) 0.0309(19) Uani 1 1 d . . . H1B H 0.6377 -0.0739 0.4238 0.037 Uiso 1 1 calc R . . C4 C 0.4194(6) -0.1247(7) 0.3377(5) 0.032(2) Uani 1 1 d . . . C3 C 0.4871(6) -0.0546(7) 0.3607(4) 0.030(2) Uani 1 1 d . . . C2 C 0.4801(6) 0.0216(7) 0.4052(5) 0.032(2) Uani 1 1 d . . . C1 C 0.4047(6) 0.0303(7) 0.4332(5) 0.028(2) Uani 1 1 d . . . C9 C 0.3321(6) -0.0372(7) 0.4066(4) 0.028(2) Uani 1 1 d . . . C8 C 0.2581(7) -0.0235(8) 0.4254(5) 0.045(3) Uani 1 1 d . . . H8A H 0.2517 0.0291 0.4550 0.054 Uiso 1 1 calc R . . C7 C 0.1930(6) -0.0891(8) 0.3998(5) 0.041(3) Uani 1 1 d . . . H7A H 0.1420 -0.0819 0.4130 0.049 Uiso 1 1 calc R . . C6 C 0.2010(6) -0.1637(8) 0.3558(5) 0.041(3) Uani 1 1 d . . . H6A H 0.1557 -0.2074 0.3386 0.049 Uiso 1 1 calc R . . C5 C 0.2766(6) -0.1753(8) 0.3361(5) 0.033(2) Uani 1 1 d . . . H5A H 0.2829 -0.2271 0.3059 0.040 Uiso 1 1 calc R . . C10 C 0.3408(5) -0.1112(7) 0.3610(4) 0.028(2) Uani 1 1 d . . . C11 C 0.5648(6) -0.0656(8) 0.3339(5) 0.035(2) Uani 1 1 d . . . H11A H 0.5507 -0.1190 0.2990 0.042 Uiso 1 1 calc R . . C12 C 0.5894(6) 0.0223(8) 0.2990(5) 0.035(2) Uani 1 1 d . . . C13 C 0.5333(6) 0.0885(8) 0.2635(5) 0.038(3) Uani 1 1 d . . . H13A H 0.4767 0.0852 0.2660 0.045 Uiso 1 1 calc R . . C14 C 0.5590(6) 0.1606(8) 0.2237(5) 0.040(3) Uani 1 1 d . . . H14A H 0.5204 0.2080 0.1998 0.048 Uiso 1 1 calc R . . C15 C 0.6411(7) 0.1629(8) 0.2189(5) 0.045(3) Uani 1 1 d . . . H15A H 0.6598 0.2100 0.1908 0.054 Uiso 1 1 calc R . . C16 C 0.6945(7) 0.0944(8) 0.2564(5) 0.045(3) Uani 1 1 d . . . H16A H 0.7514 0.0970 0.2549 0.055 Uiso 1 1 calc R . . C17 C 0.6251(6) -0.2169(7) 0.3984(5) 0.033(2) Uani 1 1 d . . . H17A H 0.5699 -0.2267 0.4084 0.039 Uiso 1 1 calc R . . H17B H 0.6677 -0.2374 0.4381 0.039 Uiso 1 1 calc R . . C18 C 0.6323(7) -0.2842(8) 0.3390(5) 0.040(3) Uani 1 1 d . . . H18A H 0.5837 -0.2723 0.3018 0.048 Uiso 1 1 calc R . . H18B H 0.6828 -0.2652 0.3237 0.048 Uiso 1 1 calc R . . C19 C 0.6366(6) -0.3952(8) 0.3569(5) 0.039(3) Uani 1 1 d . . . H19A H 0.6291 -0.4352 0.3155 0.046 Uiso 1 1 calc R . . H19B H 0.5899 -0.4115 0.3778 0.046 Uiso 1 1 calc R . . C20 C 0.7182(7) -0.4280(9) 0.4044(5) 0.054(3) Uani 1 1 d . . . H20A H 0.7157 -0.5002 0.4141 0.081 Uiso 1 1 calc R . . H20B H 0.7260 -0.3896 0.4460 0.081 Uiso 1 1 calc R . . H20C H 0.7647 -0.4151 0.3835 0.081 Uiso 1 1 calc R . . Pt2 Pt 0.24252(2) -0.25939(3) 0.14118(2) 0.03275(13) Uani 1 1 d . . . Cl4 Cl 0.16217(15) -0.1488(2) 0.06714(14) 0.0452(7) Uani 1 1 d . . . Cl3 Cl 0.12920(15) -0.2900(2) 0.18545(13) 0.0413(6) Uani 1 1 d . . . O6 O 0.5583(4) -0.1366(5) 0.1907(4) 0.0449(19) Uani 1 1 d . . . O5 O 0.4446(4) -0.4203(5) 0.0691(3) 0.0399(18) Uani 1 1 d . . . H5B H 0.4574 -0.4589 0.0407 0.060 Uiso 1 1 calc R . . O4 O 0.5828(5) -0.4286(6) 0.0190(4) 0.048(2) Uani 1 1 d . . . N4 N 0.3158(4) -0.3592(6) 0.2008(4) 0.0302(19) Uani 1 1 d . . . N3 N 0.3482(5) -0.2359(6) 0.1051(5) 0.041(2) Uani 1 1 d . . . H3A H 0.3446 -0.2815 0.0704 0.049 Uiso 1 1 calc R . . C24 C 0.5661(6) -0.2115(8) 0.1562(5) 0.036(2) Uani 1 1 d . . . C23 C 0.4995(6) -0.2814(8) 0.1340(5) 0.033(2) Uani 1 1 d . . . C22 C 0.5065(6) -0.3561(7) 0.0912(5) 0.032(2) Uani 1 1 d . . . C21 C 0.5826(6) -0.3675(8) 0.0646(5) 0.038(3) Uani 1 1 d . . . C29 C 0.6549(6) -0.3051(8) 0.0940(5) 0.036(2) Uani 1 1 d . . . C28 C 0.7303(6) -0.3229(8) 0.0765(5) 0.036(2) Uani 1 1 d . . . H28A H 0.7344 -0.3735 0.0448 0.043 Uiso 1 1 calc R . . C27 C 0.8011(6) -0.2646(8) 0.1068(5) 0.036(2) Uani 1 1 d . . . H27A H 0.8534 -0.2768 0.0967 0.044 Uiso 1 1 calc R . . C26 C 0.7917(6) -0.1887(9) 0.1519(6) 0.054(3) Uani 1 1 d . . . H26A H 0.8384 -0.1491 0.1724 0.064 Uiso 1 1 calc R . . C25 C 0.7156(6) -0.1703(8) 0.1670(5) 0.036(2) Uani 1 1 d . . . H25A H 0.7104 -0.1176 0.1969 0.043 Uiso 1 1 calc R . . C30 C 0.6479(6) -0.2278(7) 0.1389(5) 0.031(2) Uani 1 1 d . . . C31 C 0.4205(6) -0.2687(8) 0.1569(5) 0.034(2) Uani 1 1 d . . . H31A H 0.4315 -0.2116 0.1894 0.041 Uiso 1 1 calc R . . C32 C 0.3976(5) -0.3567(7) 0.1959(4) 0.028(2) Uani 1 1 d . . . C33 C 0.4529(6) -0.4285(7) 0.2273(5) 0.033(2) Uani 1 1 d . . . H33A H 0.5084 -0.4286 0.2219 0.040 Uiso 1 1 calc R . . C34 C 0.4272(6) -0.5001(7) 0.2666(5) 0.034(2) Uani 1 1 d . . . H34A H 0.4653 -0.5491 0.2892 0.041 Uiso 1 1 calc R . . C35 C 0.3462(7) -0.5006(8) 0.2733(5) 0.041(3) Uani 1 1 d . . . H35A H 0.3279 -0.5487 0.3010 0.049 Uiso 1 1 calc R . . C36 C 0.2920(6) -0.4292(7) 0.2385(5) 0.037(2) Uani 1 1 d . . . H36A H 0.2357 -0.4304 0.2418 0.044 Uiso 1 1 calc R . . C37 C 0.3605(6) -0.1358(8) 0.0768(5) 0.040(3) Uani 1 1 d . B . H37A H 0.3155 -0.1246 0.0367 0.048 Uiso 1 1 calc R . . H37B H 0.4136 -0.1365 0.0625 0.048 Uiso 1 1 calc R . . C38 C 0.3614(8) -0.0501(8) 0.1232(6) 0.060(4) Uani 1 1 d D . . H38A H 0.4162 -0.0490 0.1548 0.072 Uiso 1 1 calc R A 1 H38B H 0.3192 -0.0634 0.1493 0.072 Uiso 1 1 calc R A 1 C39A C 0.3451(13) 0.0543(12) 0.0921(10) 0.080(7) Uani 0.77(3) 1 d PDU B 1 H39A H 0.2877 0.0568 0.0646 0.096 Uiso 0.77(3) 1 calc PR B 1 H39B H 0.3496 0.1051 0.1279 0.096 Uiso 0.77(3) 1 calc PR B 1 C40A C 0.4047(17) 0.0811(17) 0.0494(13) 0.111(9) Uani 0.77(3) 1 d PDU B 1 H40A H 0.3901 0.1473 0.0289 0.166 Uiso 0.77(3) 1 calc PR B 1 H40B H 0.4016 0.0301 0.0146 0.166 Uiso 0.77(3) 1 calc PR B 1 H40C H 0.4613 0.0834 0.0771 0.166 Uiso 0.77(3) 1 calc PR B 1 C39B C 0.379(3) 0.032(4) 0.075(3) 0.080(7) Uani 0.23(3) 1 d PDU B 2 H39C H 0.3296 0.0299 0.0377 0.096 Uiso 0.23(3) 1 calc PR B 2 H39D H 0.3741 0.0960 0.0989 0.096 Uiso 0.23(3) 1 calc PR B 2 C40B C 0.452(4) 0.049(7) 0.042(5) 0.111(9) Uani 0.23(3) 1 d PDU B 2 H40D H 0.4471 0.1169 0.0224 0.166 Uiso 0.23(3) 1 calc PR B 2 H40E H 0.4506 -0.0015 0.0079 0.166 Uiso 0.23(3) 1 calc PR B 2 H40F H 0.5039 0.0443 0.0760 0.166 Uiso 0.23(3) 1 calc PR B 2 O7 O 0.4784(5) -0.2439(6) 0.5052(5) 0.067(3) Uani 1 1 d . . . H7B H 0.5251 -0.2667 0.5033 0.101 Uiso 1 1 calc RD . . C41 C 0.4186(11) -0.3221(10) 0.4908(7) 0.080(5) Uani 1 1 d . . . H41A H 0.3622 -0.2924 0.4876 0.096 Uiso 1 1 calc R . . C42 C 0.4374(9) -0.3927(11) 0.5489(7) 0.088(5) Uani 1 1 d D . . H42A H 0.4351 -0.3558 0.5896 0.132 Uiso 1 1 calc R . . H42B H 0.4931 -0.4211 0.5532 0.132 Uiso 1 1 calc R . . H42C H 0.3965 -0.4473 0.5420 0.132 Uiso 1 1 calc R . . C43 C 0.4190(10) -0.3764(10) 0.4281(8) 0.099(6) Uani 1 1 d D . . H43A H 0.4051 -0.3293 0.3907 0.148 Uiso 1 1 calc R . . H43B H 0.3780 -0.4309 0.4218 0.148 Uiso 1 1 calc R . . H43C H 0.4743 -0.4048 0.4305 0.148 Uiso 1 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 0.0311(2) 0.0295(3) 0.0360(3) -0.00295(19) 0.01018(17) -0.00353(17) Cl1 0.0337(12) 0.0500(17) 0.0481(15) 0.0014(13) 0.0182(11) -0.0076(11) Cl2 0.0346(13) 0.0428(15) 0.0427(14) 0.0028(12) 0.0055(11) -0.0008(11) O3 0.042(4) 0.039(4) 0.049(4) -0.018(4) 0.019(3) -0.006(3) O2 0.039(4) 0.028(4) 0.044(4) 0.000(3) 0.005(3) -0.002(3) O1 0.043(4) 0.034(4) 0.026(4) 0.002(3) 0.011(3) -0.001(3) N2 0.043(5) 0.027(5) 0.030(4) -0.007(4) 0.019(4) -0.012(4) N1 0.030(4) 0.031(5) 0.031(4) -0.003(4) 0.004(3) -0.003(4) C4 0.041(5) 0.024(6) 0.038(6) 0.004(5) 0.022(5) 0.004(4) C3 0.034(5) 0.034(6) 0.027(5) -0.003(4) 0.015(4) 0.003(4) C2 0.032(5) 0.032(6) 0.031(5) 0.010(5) 0.006(4) -0.001(4) C1 0.036(5) 0.021(5) 0.026(5) 0.000(4) 0.007(4) 0.006(4) C9 0.042(5) 0.029(5) 0.013(5) -0.001(4) 0.010(4) 0.011(4) C8 0.058(7) 0.031(6) 0.049(7) 0.013(5) 0.016(6) 0.029(5) C7 0.034(5) 0.047(7) 0.047(6) -0.004(5) 0.019(5) -0.003(5) C6 0.031(5) 0.039(7) 0.050(7) 0.002(5) 0.006(5) -0.002(5) C5 0.034(5) 0.037(6) 0.032(5) -0.001(5) 0.014(4) -0.004(4) C10 0.020(4) 0.033(6) 0.028(5) 0.012(4) -0.001(4) 0.004(4) C11 0.030(5) 0.035(6) 0.044(6) 0.000(5) 0.015(4) 0.013(4) C12 0.033(5) 0.039(6) 0.034(6) -0.012(5) 0.010(4) 0.002(5) C13 0.029(5) 0.045(7) 0.042(6) -0.005(5) 0.014(4) 0.000(5) C14 0.034(5) 0.047(7) 0.042(6) 0.014(5) 0.017(5) 0.013(5) C15 0.057(7) 0.037(7) 0.047(7) -0.005(5) 0.024(5) -0.010(5) C16 0.040(6) 0.038(7) 0.058(7) 0.013(6) 0.009(5) -0.003(5) C17 0.023(5) 0.036(6) 0.040(6) 0.007(5) 0.010(4) 0.002(4) C18 0.051(6) 0.031(6) 0.042(6) 0.002(5) 0.018(5) -0.002(5) C19 0.034(5) 0.035(6) 0.044(6) 0.001(5) 0.003(5) 0.006(5) C20 0.059(7) 0.062(9) 0.042(7) -0.021(6) 0.015(6) 0.002(6) Pt2 0.0302(2) 0.0305(3) 0.0379(3) -0.00243(19) 0.00851(18) -0.00065(17) Cl4 0.0383(13) 0.0436(16) 0.0530(16) 0.0051(13) 0.0088(12) 0.0082(11) Cl3 0.0343(13) 0.0466(16) 0.0455(15) -0.0059(12) 0.0143(11) -0.0065(11) O6 0.053(4) 0.037(4) 0.048(4) -0.011(4) 0.021(4) -0.007(3) O5 0.033(4) 0.046(5) 0.040(4) -0.008(3) 0.005(3) -0.005(3) O4 0.061(5) 0.046(5) 0.047(5) -0.017(4) 0.032(4) -0.009(4) N4 0.028(4) 0.029(5) 0.033(5) -0.009(4) 0.006(3) -0.006(3) N3 0.022(4) 0.037(5) 0.066(6) 0.010(5) 0.015(4) 0.003(4) C24 0.048(6) 0.037(6) 0.031(6) -0.003(5) 0.022(5) 0.001(5) C23 0.033(5) 0.037(6) 0.031(6) 0.005(5) 0.010(4) 0.001(4) C22 0.038(5) 0.030(6) 0.028(5) 0.001(4) 0.006(4) -0.005(4) C21 0.050(6) 0.034(6) 0.038(6) -0.001(5) 0.026(5) -0.004(5) C29 0.045(6) 0.046(7) 0.020(5) 0.003(5) 0.015(4) -0.012(5) C28 0.045(6) 0.026(6) 0.042(6) 0.006(5) 0.017(5) -0.003(5) C27 0.024(5) 0.039(6) 0.048(6) -0.003(5) 0.014(4) -0.003(4) C26 0.025(5) 0.059(8) 0.080(9) 0.008(7) 0.019(6) -0.004(5) C25 0.034(5) 0.030(6) 0.042(6) -0.006(5) 0.004(5) 0.001(4) C30 0.034(5) 0.032(6) 0.028(5) 0.003(4) 0.007(4) 0.010(4) C31 0.038(5) 0.033(6) 0.031(5) 0.011(5) 0.008(4) 0.002(5) C32 0.025(5) 0.036(6) 0.025(5) -0.009(4) 0.007(4) -0.001(4) C33 0.031(5) 0.040(6) 0.029(5) -0.002(5) 0.007(4) 0.000(4) C34 0.031(5) 0.028(6) 0.041(6) -0.006(5) 0.002(4) -0.001(4) C35 0.066(7) 0.037(7) 0.021(5) 0.006(5) 0.013(5) -0.009(5) C36 0.032(5) 0.028(6) 0.051(7) 0.006(5) 0.011(5) -0.001(4) C37 0.029(5) 0.037(6) 0.054(7) 0.016(5) 0.010(5) 0.005(4) C38 0.055(7) 0.044(8) 0.076(9) -0.014(7) 0.007(7) 0.002(6) C39A 0.074(14) 0.047(11) 0.111(16) -0.012(11) 0.004(12) 0.014(10) C40A 0.13(2) 0.057(15) 0.132(18) 0.040(13) 0.011(18) -0.016(14) C39B 0.074(14) 0.047(11) 0.111(16) -0.012(11) 0.004(12) 0.014(10) C40B 0.13(2) 0.057(15) 0.132(18) 0.040(13) 0.011(18) -0.016(14) O7 0.051(5) 0.043(5) 0.110(7) -0.024(5) 0.022(5) -0.014(4) C41 0.129(14) 0.041(9) 0.078(10) 0.009(8) 0.044(10) -0.008(8) C42 0.081(10) 0.093(13) 0.091(12) 0.006(10) 0.022(9) 0.003(9) C43 0.133(15) 0.046(10) 0.122(15) -0.012(9) 0.041(12) -0.031(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 2.007(8) . ? Pt1 N1 2.074(7) . ? Pt1 Cl1 2.310(2) . ? Pt1 Cl2 2.313(3) . ? O3 C4 1.232(11) . ? O2 C2 1.335(11) . ? O2 H2A 0.8400 . ? O1 C1 1.216(10) . ? N2 C16 1.344(12) . ? N2 C12 1.362(12) . ? N1 C17 1.489(12) . ? N1 C11 1.500(12) . ? N1 H1B 0.9300 . ? C4 C3 1.450(13) . ? C4 C10 1.496(12) . ? C3 C2 1.387(13) . ? C3 C11 1.518(12) . ? C2 C1 1.493(12) . ? C1 C9 1.499(13) . ? C9 C8 1.379(13) . ? C9 C10 1.389(13) . ? C8 C7 1.391(15) . ? C8 H8A 0.9500 . ? C7 C6 1.369(14) . ? C7 H7A 0.9500 . ? C6 C5 1.409(14) . ? C6 H6A 0.9500 . ? C5 C10 1.365(13) . ? C5 H5A 0.9500 . ? C11 C12 1.474(14) . ? C11 H11A 1.0000 . ? C12 C13 1.364(14) . ? C13 C14 1.389(14) . ? C13 H13A 0.9500 . ? C14 C15 1.384(14) . ? C14 H14A 0.9500 . ? C15 C16 1.376(15) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C17 C18 1.543(13) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.516(14) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.540(14) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? Pt2 N4 2.014(8) . ? Pt2 N3 2.073(7) . ? Pt2 Cl3 2.301(2) . ? Pt2 Cl4 2.309(3) . ? O6 C24 1.244(11) . ? O5 C22 1.330(11) . ? O5 H5B 0.8400 . ? O4 C21 1.241(12) . ? N4 C36 1.327(12) . ? N4 C32 1.380(11) . ? N3 C31 1.477(12) . ? N3 C37 1.482(12) . ? N3 H3A 0.9300 . ? C24 C23 1.433(14) . ? C24 C30 1.493(13) . ? C23 C22 1.349(13) . ? C23 C31 1.498(13) . ? C22 C21 1.491(13) . ? C21 C29 1.469(14) . ? C29 C28 1.394(13) . ? C29 C30 1.404(13) . ? C28 C27 1.424(13) . ? C28 H28A 0.9500 . ? C27 C26 1.403(15) . ? C27 H27A 0.9500 . ? C26 C25 1.385(14) . ? C26 H26A 0.9500 . ? C25 C30 1.371(13) . ? C25 H25A 0.9500 . ? C31 C32 1.512(13) . ? C31 H31A 1.0000 . ? C32 C33 1.375(13) . ? C33 C34 1.378(13) . ? C33 H33A 0.9500 . ? C34 C35 1.379(14) . ? C34 H34A 0.9500 . ? C35 C36 1.386(14) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C37 C38 1.484(15) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39A 1.524(15) . ? C38 C39B 1.54(2) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39A C40A 1.507(17) . ? C39A H39A 0.9900 . ? C39A H39B 0.9900 . ? C40A H40A 0.9800 . ? C40A H40B 0.9800 . ? C40A H40C 0.9800 . ? C39B C40B 1.53(2) . ? C39B H39C 0.9900 . ? C39B H39D 0.9900 . ? C40B H40D 0.9800 . ? C40B H40E 0.9800 . ? C40B H40F 0.9800 . ? O7 C41 1.417(15) . ? O7 H7B 0.8400 . ? C41 C43 1.482(18) . ? C41 C42 1.496(18) . ? C41 H41A 1.0000 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? 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 N2 Pt1 N1 82.6(3) . . ? N2 Pt1 Cl1 95.0(2) . . ? N1 Pt1 Cl1 176.2(2) . . ? N2 Pt1 Cl2 174.2(2) . . ? N1 Pt1 Cl2 93.1(2) . . ? Cl1 Pt1 Cl2 89.56(9) . . ? C2 O2 H2A 109.5 . . ? C16 N2 C12 118.4(9) . . ? C16 N2 Pt1 125.9(7) . . ? C12 N2 Pt1 115.4(6) . . ? C17 N1 C11 112.7(7) . . ? C17 N1 Pt1 116.0(6) . . ? C11 N1 Pt1 108.6(5) . . ? C17 N1 H1B 106.3 . . ? C11 N1 H1B 106.3 . . ? Pt1 N1 H1B 106.3 . . ? O3 C4 C3 120.0(8) . . ? O3 C4 C10 121.2(9) . . ? C3 C4 C10 118.8(8) . . ? C2 C3 C4 120.6(8) . . ? C2 C3 C11 121.1(9) . . ? C4 C3 C11 118.3(8) . . ? O2 C2 C3 120.5(8) . . ? O2 C2 C1 118.4(8) . . ? C3 C2 C1 121.0(8) . . ? O1 C1 C2 119.3(9) . . ? O1 C1 C9 121.9(8) . . ? C2 C1 C9 118.8(8) . . ? C8 C9 C10 121.2(9) . . ? C8 C9 C1 120.5(9) . . ? C10 C9 C1 118.2(8) . . ? C9 C8 C7 118.1(10) . . ? C9 C8 H8A 120.9 . . ? C7 C8 H8A 120.9 . . ? C6 C7 C8 121.4(9) . . ? C6 C7 H7A 119.3 . . ? C8 C7 H7A 119.3 . . ? C7 C6 C5 119.7(10) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? C10 C5 C6 119.3(9) . . ? C10 C5 H5A 120.4 . . ? C6 C5 H5A 120.4 . . ? C5 C10 C9 120.2(9) . . ? C5 C10 C4 117.6(9) . . ? C9 C10 C4 122.2(8) . . ? C12 C11 N1 112.0(8) . . ? C12 C11 C3 116.9(8) . . ? N1 C11 C3 112.7(8) . . ? C12 C11 H11A 104.6 . . ? N1 C11 H11A 104.6 . . ? C3 C11 H11A 104.6 . . ? N2 C12 C13 121.1(9) . . ? N2 C12 C11 115.3(8) . . ? C13 C12 C11 122.7(9) . . ? C12 C13 C14 119.9(9) . . ? C12 C13 H13A 120.1 . . ? C14 C13 H13A 120.1 . . ? C15 C14 C13 119.7(10) . . ? C15 C14 H14A 120.2 . . ? C13 C14 H14A 120.2 . . ? C16 C15 C14 117.4(10) . . ? C16 C15 H15A 121.3 . . ? C14 C15 H15A 121.3 . . ? N2 C16 C15 123.6(10) . . ? N2 C16 H16A 118.2 . . ? C15 C16 H16A 118.2 . . ? N1 C17 C18 111.6(8) . . ? N1 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N1 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C19 C18 C17 112.0(8) . . ? C19 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? C19 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C18 C19 C20 114.5(9) . . ? C18 C19 H19A 108.6 . . ? C20 C19 H19A 108.6 . . ? C18 C19 H19B 108.6 . . ? C20 C19 H19B 108.6 . . ? H19A C19 H19B 107.6 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 Pt2 N3 83.0(3) . . ? N4 Pt2 Cl3 94.2(2) . . ? N3 Pt2 Cl3 177.2(2) . . ? N4 Pt2 Cl4 176.2(2) . . ? N3 Pt2 Cl4 94.2(2) . . ? Cl3 Pt2 Cl4 88.64(9) . . ? C22 O5 H5B 109.5 . . ? C36 N4 C32 119.1(8) . . ? C36 N4 Pt2 126.8(6) . . ? C32 N4 Pt2 113.9(6) . . ? C31 N3 C37 112.9(8) . . ? C31 N3 Pt2 107.8(6) . . ? C37 N3 Pt2 118.6(6) . . ? C31 N3 H3A 105.5 . . ? C37 N3 H3A 105.5 . . ? Pt2 N3 H3A 105.5 . . ? O6 C24 C23 121.8(9) . . ? O6 C24 C30 118.0(9) . . ? C23 C24 C30 120.2(9) . . ? C22 C23 C24 120.7(9) . . ? C22 C23 C31 120.0(9) . . ? C24 C23 C31 119.3(9) . . ? O5 C22 C23 121.4(9) . . ? O5 C22 C21 117.1(9) . . ? C23 C22 C21 121.4(9) . . ? O4 C21 C29 122.5(9) . . ? O4 C21 C22 119.6(9) . . ? C29 C21 C22 117.9(9) . . ? C28 C29 C30 120.5(9) . . ? C28 C29 C21 119.4(9) . . ? C30 C29 C21 120.1(9) . . ? C29 C28 C27 119.3(9) . . ? C29 C28 H28A 120.4 . . ? C27 C28 H28A 120.4 . . ? C26 C27 C28 118.5(9) . . ? C26 C27 H27A 120.8 . . ? C28 C27 H27A 120.8 . . ? C25 C26 C27 121.2(10) . . ? C25 C26 H26A 119.4 . . ? C27 C26 H26A 119.4 . . ? C30 C25 C26 120.3(10) . . ? C30 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C30 C29 120.2(9) . . ? C25 C30 C24 121.1(9) . . ? C29 C30 C24 118.7(9) . . ? N3 C31 C23 115.2(8) . . ? N3 C31 C32 110.7(8) . . ? C23 C31 C32 115.0(8) . . ? N3 C31 H31A 104.9 . . ? C23 C31 H31A 104.9 . . ? C32 C31 H31A 104.9 . . ? C33 C32 N4 120.4(9) . . ? C33 C32 C31 124.4(8) . . ? N4 C32 C31 115.1(8) . . ? C32 C33 C34 119.6(9) . . ? C32 C33 H33A 120.2 . . ? C34 C33 H33A 120.2 . . ? C33 C34 C35 119.9(9) . . ? C33 C34 H34A 120.1 . . ? C35 C34 H34A 120.1 . . ? C34 C35 C36 118.3(9) . . ? C34 C35 H35A 120.8 . . ? C36 C35 H35A 120.8 . . ? N4 C36 C35 122.5(9) . . ? N4 C36 H36A 118.7 . . ? C35 C36 H36A 118.7 . . ? N3 C37 C38 114.3(9) . . ? N3 C37 H37A 108.7 . . ? C38 C37 H37A 108.7 . . ? N3 C37 H37B 108.7 . . ? C38 C37 H37B 108.7 . . ? H37A C37 H37B 107.6 . . ? C37 C38 C39A 116.6(12) . . ? C37 C38 C39B 96(3) . . ? C39A C38 C39B 29(2) . . ? C37 C38 H38A 108.1 . . ? C39A C38 H38A 108.1 . . ? C39B C38 H38A 97.7 . . ? C37 C38 H38B 108.1 . . ? C39A C38 H38B 108.1 . . ? C39B C38 H38B 137.1 . . ? H38A C38 H38B 107.3 . . ? C40A C39A C38 112.6(14) . . ? C40A C39A H39A 109.1 . . ? C38 C39A H39A 109.1 . . ? C40A C39A H39B 109.1 . . ? C38 C39A H39B 109.1 . . ? H39A C39A H39B 107.8 . . ? C39A C40A H40A 109.5 . . ? C39A C40A H40B 109.5 . . ? H40A C40A H40B 109.5 . . ? C39A C40A H40C 109.5 . . ? H40A C40A H40C 109.5 . . ? H40B C40A H40C 109.5 . . ? C40B C39B C38 132(4) . . ? C40B C39B H39C 104.2 . . ? C38 C39B H39C 104.2 . . ? C40B C39B H39D 104.2 . . ? C38 C39B H39D 104.2 . . ? H39C C39B H39D 105.5 . . ? C39B C40B H40D 109.5 . . ? C39B C40B H40E 109.5 . . ? H40D C40B H40E 109.5 . . ? C39B C40B H40F 109.5 . . ? H40D C40B H40F 109.5 . . ? H40E C40B H40F 109.5 . . ? C41 O7 H7B 109.5 . . ? O7 C41 C43 113.4(12) . . ? O7 C41 C42 106.3(13) . . ? C43 C41 C42 110.8(12) . . ? O7 C41 H41A 108.8 . . ? C43 C41 H41A 108.8 . . ? C42 C41 H41A 108.8 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? 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 O2 H2A O7 0.84 1.78 2.595(10) 164.3 3_656 O5 H5B O4 0.84 1.95 2.674(10) 143.2 3_645 # END of CIF _chemical_name_common ; cis-(2-((butylamino)(pyridin-2-yl)methyl)-3-hydroxy-1,4- naphthoquinone-N1,N2)dichloroplatinum(ii) ;