#------------------------------------------------------------------------------ #$Date: 2014-04-18 13:07:51 +0300 (Fri, 18 Apr 2014) $ #$Revision: 110325 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/33/78/4337863.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4337863 loop_ _publ_author_name 'Cui, Huiling' 'Goddard, Richard' 'P\"orschke, Klaus-Richard' 'Hamacher, Alexandra' 'Kassack, Matthias U.' _publ_section_title ; Bispidine Analogues of Cisplatin, Carboplatin, and Oxaliplatin. Synthesis, Structures, and Cytotoxicity. ; _journal_issue 7 _journal_name_full 'Inorganic chemistry' _journal_page_first 3371 _journal_paper_doi 10.1021/ic402737f _journal_volume 53 _journal_year 2014 _chemical_compound_source water _chemical_formula_moiety 'C7 H14 Cl2 N2 Pt, 3(H2 O)' _chemical_formula_sum 'C7 H20 Cl2 N2 O3 Pt' _chemical_formula_weight 446.24 _chemical_name_systematic ; N,N'-3,7-diazabicyclo[3.3.1]nonane-dichloro-platinum(ii) trihydrate ; _space_group_IT_number 62 _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 62 _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_space_group_name_H-M 'P n m a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_block_code CUI-CA-144-01 _audit_creation_date 2012-06-13 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.5643(8) _cell_length_b 12.4656(12) _cell_length_c 8.8240(6) _cell_measurement_reflns_used 33444 _cell_measurement_temperature 100 _cell_measurement_theta_max 32.9996 _cell_measurement_theta_min 2.8194 _cell_volume 1272.03(17) _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 100 _diffrn_detector_area_resol_mean 18.02 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0106 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 30340 _diffrn_reflns_theta_full 33.15 _diffrn_reflns_theta_max 33.15 _diffrn_reflns_theta_min 4.37 _exptl_absorpt_coefficient_mu 11.442 _exptl_absorpt_correction_T_max 0.50642 _exptl_absorpt_correction_T_min 0.04427 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.330 _exptl_crystal_description plate _exptl_crystal_F_000 848 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.649 _refine_diff_density_min -1.607 _refine_diff_density_rms 0.135 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.307 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 90 _refine_ls_number_reflns 2512 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.307 _refine_ls_R_factor_all 0.0123 _refine_ls_R_factor_gt 0.0116 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0088P)^2^+1.0376P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0284 _reflns_number_gt 2460 _reflns_number_total 2512 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL 6917evalsad in Pnma #62 CELL 0.71073 11.5643 12.4656 8.824 90 90 90 ZERR 4 0.0008 0.0012 0.0006 0 0 0 LATT 1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,0.5-Z SYMM -X,0.5+Y,-Z SFAC C H Cl N O Pt UNIT 28 80 8 8 12 4 L.S. 20 SHEL 4.8 0.3 PLAN 20 TEMP -173 BOND $H FMAP 2 ACTA WGHT 0.008800 1.037600 FVAR 0.08400 C1 1 0.750092 0.353138 0.075549 11.00000 0.00933 0.01190 = 0.01259 -0.00152 0.00105 0.00207 AFIX 23 H1A 2 0.698669 0.416003 0.062948 11.00000 -1.20000 H1B 2 0.781094 0.354445 0.180112 11.00000 -1.20000 AFIX 0 C2 1 0.680243 0.250000 0.051803 10.50000 0.00884 0.01270 = 0.01159 0.00000 0.00178 0.00000 AFIX 13 H2 2 0.614009 0.249999 0.124661 10.50000 -1.20000 AFIX 0 C3 1 0.631310 0.250000 -0.110160 10.50000 0.00835 0.01407 = 0.01439 0.00000 -0.00164 0.00000 AFIX 23 H3A 2 0.583018 0.185519 -0.127017 10.50000 -1.20000 H3B 2 0.583018 0.314481 -0.127017 10.50000 -1.20000 AFIX 0 C4 1 0.735109 0.250000 -0.218636 10.50000 0.01030 0.01293 = 0.01053 0.00000 -0.00185 0.00000 AFIX 13 H4 2 0.704880 0.249999 -0.324814 10.50000 -1.20000 AFIX 0 C5 1 0.805101 0.352511 -0.195476 11.00000 0.01200 0.01253 = 0.01059 0.00291 -0.00141 -0.00010 AFIX 23 H5B 2 0.871638 0.352966 -0.266068 11.00000 -1.20000 H5A 2 0.756100 0.415506 -0.218796 11.00000 -1.20000 AFIX 0 CL1 3 1.105815 0.383235 0.069186 11.00000 0.00942 0.00830 = 0.01764 -0.00022 -0.00226 -0.00130 N1 4 0.848346 0.360614 -0.035331 11.00000 0.00842 0.00844 = 0.01233 0.00069 -0.00050 0.00005 AFIX 13 H1 2 0.881710 0.428021 -0.024011 11.00000 -1.20000 AFIX 0 O1 5 0.863668 0.250000 0.443537 10.50000 0.01287 0.03888 = 0.02243 0.00000 0.00113 0.00000 H1C 2 0.799329 0.250000 0.434239 10.50000 -1.50000 H1D 2 0.892034 0.308354 0.419742 10.50000 -1.50000 O2 5 0.950309 0.449596 0.375136 11.00000 0.02516 0.02910 = 0.02553 -0.00110 0.00463 0.00521 H2A 2 0.982906 0.472034 0.439093 10.50000 -1.50000 H2B 2 0.930428 0.404553 0.396635 10.50000 -1.50000 H2C 2 0.991985 0.444884 0.305883 11.00000 -1.50000 PT1 6 0.971738 0.250000 0.012618 10.50000 0.00613 0.00620 = 0.00797 0.00000 -0.00010 0.00000 HKLF 4 REM 6917evalsad in Pnma #62 REM R1 = 0.0116 for 2460 Fo > 4sig(Fo) and 0.0123 for all 2512 data REM 90 parameters refined using 0 restraints END WGHT 0.0088 1.0356 REM Highest difference peak 0.649, deepest hole -1.607, 1-sigma level 0.135 Q1 1 0.6555 0.2500 -0.0286 10.50000 0.05 0.65 Q2 1 1.0242 0.2500 -0.0915 10.50000 0.05 0.64 Q3 1 0.9298 0.2500 -0.0965 10.50000 0.05 0.53 Q4 1 0.9399 0.2500 0.1334 10.50000 0.05 0.51 Q5 1 0.7676 0.3094 -0.2031 11.00000 0.05 0.43 Q6 1 0.8592 0.2500 0.0061 10.50000 0.05 0.40 Q7 1 1.1039 0.3797 0.1771 11.00000 0.05 0.40 Q8 1 0.9982 0.3891 -0.0637 11.00000 0.05 0.39 Q9 1 1.0962 0.2500 0.1436 10.50000 0.05 0.39 Q10 1 1.0343 0.2500 0.1186 10.50000 0.05 0.39 Q11 1 0.9226 0.2500 -0.1632 10.50000 0.05 0.38 Q12 1 0.4792 0.2500 0.2575 10.50000 0.05 0.38 Q13 1 0.6579 0.2500 0.4087 10.50000 0.05 0.38 Q14 1 0.8247 0.3457 -0.1094 11.00000 0.05 0.37 Q15 1 0.8006 0.2500 -0.1460 10.50000 0.05 0.37 Q16 1 0.9180 0.2500 0.1846 10.50000 0.05 0.36 Q17 1 1.0567 0.4075 0.1388 11.00000 0.05 0.36 Q18 1 0.5924 0.2500 -0.3185 10.50000 0.05 0.35 Q19 1 0.6829 0.2500 -0.3903 10.50000 0.05 0.35 Q20 1 0.8802 0.2500 -0.2504 10.50000 0.05 0.35 ; _[local]_cod_data_source_file ic402737f_si_002.cif _[local]_cod_data_source_block 1c _[local]_cod_cif_authors_sg_H-M 'p n m a' _[local]_cod_cif_authors_sg_Hall '-p 2ac 2n' _cod_depositor_comments 'Adding full bibliography for 4337861--4337865.cif.' _cod_database_code 4337863 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' 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 C1 C 0.75009(12) 0.35314(11) 0.07555(16) 0.0113(2) Uani 1 1 d . H1A H 0.6987 0.4160 0.0629 0.014 Uiso 1 1 calc R H1B H 0.7811 0.3544 0.1801 0.014 Uiso 1 1 calc R C2 C 0.68024(17) 0.2500 0.0518(2) 0.0110(3) Uani 1 2 d S H2 H 0.6140 0.2500 0.1247 0.013 Uiso 1 2 calc SR C3 C 0.63131(17) 0.2500 -0.1102(2) 0.0123(3) Uani 1 2 d S H3A H 0.5830 0.1855 -0.1270 0.015 Uiso 0.50 1 calc PR H3B H 0.5830 0.3145 -0.1270 0.015 Uiso 0.50 1 calc PR C4 C 0.73511(17) 0.2500 -0.2186(2) 0.0113(3) Uani 1 2 d S H4 H 0.7049 0.2500 -0.3248 0.014 Uiso 1 2 calc SR C5 C 0.80510(12) 0.35251(12) -0.19548(16) 0.0117(2) Uani 1 1 d . H5B H 0.8716 0.3530 -0.2661 0.014 Uiso 1 1 calc R H5A H 0.7561 0.4155 -0.2188 0.014 Uiso 1 1 calc R Cl1 Cl 1.10581(3) 0.38324(3) 0.06919(4) 0.01179(6) Uani 1 1 d . N1 N 0.84835(10) 0.36061(10) -0.03533(14) 0.00973(19) Uani 1 1 d . H1 H 0.8817 0.4280 -0.0240 0.012 Uiso 1 1 calc R O1 O 0.86367(17) 0.2500 0.4435(2) 0.0247(4) Uani 1 2 d S H1C H 0.799(4) 0.2500 0.434(5) 0.037 Uiso 1 2 d S H1D H 0.892(5) 0.308(5) 0.420(7) 0.037 Uiso 0.50 1 d P O2 O 0.95031(14) 0.44960(14) 0.37514(19) 0.0266(3) Uani 1 1 d . H2A H 0.983(5) 0.472(6) 0.439(9) 0.040 Uiso 0.50 1 d P H2B H 0.930(6) 0.405(6) 0.397(8) 0.040 Uiso 0.50 1 d P H2C H 0.992(3) 0.445(3) 0.306(4) 0.040 Uiso 1 1 d . Pt1 Pt 0.971738(6) 0.2500 0.012618(8) 0.00677(2) Uani 1 2 d S 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 C1 0.0093(5) 0.0119(6) 0.0126(6) -0.0015(4) 0.0011(4) 0.0021(4) C2 0.0088(7) 0.0127(8) 0.0116(8) 0.000 0.0018(6) 0.000 C3 0.0084(7) 0.0141(8) 0.0144(8) 0.000 -0.0016(6) 0.000 C4 0.0103(8) 0.0129(8) 0.0105(8) 0.000 -0.0018(6) 0.000 C5 0.0120(6) 0.0125(6) 0.0106(5) 0.0029(4) -0.0014(4) -0.0001(5) Cl1 0.00942(12) 0.00830(12) 0.01764(15) -0.00022(10) -0.00226(10) -0.00130(10) N1 0.0084(4) 0.0084(5) 0.0123(5) 0.0007(4) -0.0005(4) 0.0001(4) O1 0.0129(7) 0.0389(11) 0.0224(9) 0.000 0.0011(7) 0.000 O2 0.0252(7) 0.0291(7) 0.0255(7) -0.0011(6) 0.0046(5) 0.0052(6) Pt1 0.00613(3) 0.00620(3) 0.00797(3) 0.000 -0.00010(2) 0.000 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' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 0.00 0.0300 0.00 1.00 0.00 0.0300 -1.00 0.00 -1.00 0.1400 1.00 0.00 1.00 0.1400 1.00 0.00 -1.00 0.1900 -1.00 0.00 1.00 0.1900 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.20(12) . . y N1 C1 H1A 109.4 . . y C2 C1 H1A 109.4 . . y N1 C1 H1B 109.4 . . y C2 C1 H1B 109.4 . . y H1A C1 H1B 108.0 . . y C1 C2 C1 114.03(16) 8_565 . y C1 C2 C3 108.73(11) 8_565 . y C1 C2 C3 108.73(11) . . y C1 C2 H2 108.4 8_565 . y C1 C2 H2 108.4 . . y C3 C2 H2 108.4 . . y C4 C3 C2 106.97(16) . . y C4 C3 H3A 110.3 . . y C2 C3 H3A 110.3 . . y C4 C3 H3B 110.3 . . y C2 C3 H3B 110.3 . . y H3A C3 H3B 108.6 . . y C5 C4 C5 113.69(16) 8_565 . y C5 C4 C3 109.34(11) 8_565 . y C5 C4 C3 109.34(11) . . y C5 C4 H4 108.1 8_565 . y C5 C4 H4 108.1 . . y C3 C4 H4 108.1 . . y N1 C5 C4 111.02(12) . . y N1 C5 H5B 109.4 . . y C4 C5 H5B 109.4 . . y N1 C5 H5A 109.4 . . y C4 C5 H5A 109.4 . . y H5B C5 H5A 108.0 . . y C1 N1 C5 110.89(10) . . y C1 N1 Pt1 110.73(8) . . y C5 N1 Pt1 112.62(9) . . y C1 N1 H1 107.4 . . y C5 N1 H1 107.4 . . y Pt1 N1 H1 107.4 . . y H1C O1 H1D 112(4) . . y H2A O2 H2B 107(8) . . y H2A O2 H2C 108(6) . . y H2B O2 H2C 113(6) . . y N1 Pt1 N1 85.63(7) . 8_565 y N1 Pt1 Cl1 177.10(3) . 8_565 y N1 Pt1 Cl1 91.62(4) 8_565 8_565 y N1 Pt1 Cl1 91.62(4) . . y N1 Pt1 Cl1 177.09(3) 8_565 . y Cl1 Pt1 Cl1 91.114(17) 8_565 . y 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 C1 N1 1.5023(18) . y C1 C2 1.5328(18) . y C1 H1A 0.9900 . y C1 H1B 0.9900 . y C2 C1 1.5327(18) 8_565 y C2 C3 1.537(3) . y C2 H2 1.0000 . y C3 C4 1.535(3) . y C3 H3A 0.9900 . y C3 H3B 0.9900 . y C4 C5 1.5264(18) 8_565 y C4 C5 1.5264(18) . y C4 H4 1.0000 . y C5 N1 1.5024(18) . y C5 H5B 0.9900 . y C5 H5A 0.9900 . y Cl1 Pt1 2.3263(3) . y N1 Pt1 2.0289(12) . y N1 H1 0.9300 . y O1 H1C 0.75(5) . y O1 H1D 0.83(6) . y O2 H2A 0.73(7) . y O2 H2B 0.64(7) . y O2 H2C 0.78(3) . y Pt1 N1 2.0289(12) 8_565 y Pt1 Cl1 2.3262(3) 8_565 y