#------------------------------------------------------------------------------ #$Date: 2014-04-18 13:07:51 +0300 (Fri, 18 Apr 2014) $ #$Revision: 110325 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/33/78/4337865.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_4337865 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 'C9 H14 N2 O4 Pt' _chemical_formula_sum 'C9 H14 N2 O4 Pt' _chemical_formula_weight 409.31 _chemical_name_systematic ; N,N'-3,7-diazabicyclo[3.3.1]nonane-oxalato-platinum(ii) ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_block_code CUI-CA-149-01 _audit_creation_date 2012-02-08 _cell_angle_alpha 94.501(1) _cell_angle_beta 105.465(1) _cell_angle_gamma 99.269(1) _cell_formula_units_Z 2 _cell_length_a 7.0242(8) _cell_length_b 7.8624(9) _cell_length_c 10.0847(11) _cell_measurement_reflns_used 9898 _cell_measurement_temperature 200 _cell_measurement_theta_max 34.8949 _cell_measurement_theta_min 2.6465 _cell_volume 525.44(10) _computing_cell_refinement 'SAINT software (Bruker AXS, 2004)' _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_data_reduction 'SAINT software (Bruker AXS, 2004)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (G. M. Sheldrick, 2008)' _diffrn_ambient_temperature 200 _diffrn_detector_area_resol_mean 66.67 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measurement_device_type 'Bruker-AXS Kappa Mach3 APEX-II' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_radiation_monochromator 'Incoatec Helios mirrors' _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_type Mo-K\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_unetI/netI 0.0309 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 13595 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 33.14 _diffrn_reflns_theta_min 2.65 _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 13.353 _exptl_absorpt_correction_T_max 0.79667 _exptl_absorpt_correction_T_min 0.54220 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.587 _exptl_crystal_description plate _exptl_crystal_F_000 384 _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _refine_diff_density_max 1.946 _refine_diff_density_min -4.200 _refine_diff_density_rms 0.263 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 145 _refine_ls_number_reflns 3934 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.101 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0243 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0399P)^2^+0.3050P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.0630 _reflns_number_gt 3823 _reflns_number_total 3934 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL 6953sadabs in P-1 #2 CELL 0.71073 7.0242 7.8624 10.0847 94.501 105.465 99.269 ZERR 2 0.0008 0.0009 0.0011 0.001 0.001 0.001 LATT 1 SFAC C H N O Pt UNIT 18 28 4 8 2 L.S. 10 PLAN 20 BOND FMAP 2 ACTA 55 WGHT 0.0399 0.305 FVAR 0.17844 Pt1 5 0.23946 0.23745 0.92524 11.00000 0.01707 0.01631 0.01193 = 0.00443 0.00565 0.00494 O1 4 0.06417 0.31637 1.03898 11.00000 0.02630 0.02543 0.02376 = 0.01135 0.01492 0.01226 O2 4 0.30801 0.08477 1.07750 11.00000 0.02670 0.02346 0.01761 = 0.00956 0.01190 0.01274 O3 4 0.00492 0.28818 1.24334 11.00000 0.03627 0.03274 0.02654 = 0.00667 0.02100 0.01567 O4 4 0.25111 0.04254 1.28135 11.00000 0.03891 0.02950 0.01643 = 0.00964 0.01356 0.01411 N1 3 0.16524 0.39379 0.77699 11.00000 0.01922 0.01977 0.01918 = 0.00829 0.00577 0.00609 AFIX 13 H1 2 0.07805 0.45636 0.80032 11.00000 -1.20000 AFIX 0 N2 3 0.41602 0.15465 0.81458 11.00000 0.02046 0.01755 0.01437 = 0.00426 0.00718 0.00460 AFIX 13 H2 2 0.47823 0.07457 0.86049 11.00000 -1.20000 AFIX 0 C1 1 0.34390 0.51985 0.76784 11.00000 0.02422 0.01774 0.01974 = 0.00544 0.00760 0.00242 AFIX 23 H1a 2 0.41512 0.58149 0.85926 11.00000 -1.20000 H1b 2 0.29871 0.60453 0.70768 11.00000 -1.20000 AFIX 0 C2 1 0.48701 0.42769 0.71131 11.00000 0.02056 0.01968 0.01677 = 0.00378 0.00711 -0.00127 AFIX 13 H2a 2 0.59749 0.51588 0.70301 11.00000 -1.20000 AFIX 0 C3 1 0.57697 0.29878 0.80358 11.00000 0.01767 0.02310 0.01795 = 0.00250 0.00654 0.00262 AFIX 23 H3a 2 0.67237 0.25039 0.76520 11.00000 -1.20000 H3b 2 0.64888 0.35898 0.89537 11.00000 -1.20000 AFIX 0 C4 1 0.29114 0.06536 0.67316 11.00000 0.02543 0.01782 0.01851 = -0.00037 0.00822 0.00129 AFIX 23 H4a 2 0.18289 -0.02194 0.68287 11.00000 -1.20000 H4b 2 0.37422 0.00733 0.62888 11.00000 -1.20000 AFIX 0 C5 1 0.20336 0.19612 0.58300 11.00000 0.01982 0.02103 0.01629 = 0.00211 0.00359 -0.00096 AFIX 13 H5 2 0.12976 0.13405 0.49085 11.00000 -1.20000 AFIX 0 C6 1 0.05860 0.28784 0.63798 11.00000 0.01956 0.02713 0.01637 = 0.00898 0.00219 0.00212 AFIX 23 H6a 2 0.00272 0.36333 0.57248 11.00000 -1.20000 H6b 2 -0.05152 0.20211 0.64710 11.00000 -1.20000 AFIX 0 C7 1 0.37465 0.33267 0.56696 11.00000 0.02503 0.02833 0.01166 = 0.00557 0.00606 -0.00108 AFIX 23 H7a 2 0.46462 0.27732 0.52766 11.00000 -1.20000 H7b 2 0.32121 0.41373 0.50597 11.00000 -1.20000 AFIX 0 C8 1 0.08359 0.24824 1.15313 11.00000 0.02003 0.01737 0.01953 = 0.00242 0.01018 0.00439 C9 1 0.22377 0.11233 1.17605 11.00000 0.02343 0.01687 0.01458 = 0.00371 0.00924 0.00503 HKLF 4 END ; _[local]_cod_data_source_file ic402737f_si_002.cif _[local]_cod_data_source_block 3 _[local]_cod_cif_authors_sg_H-M P-1 _cod_depositor_comments 'Adding full bibliography for 4337861--4337865.cif.' _cod_database_code 4337865 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -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 Pt1 Pt 0.239459(12) 0.237447(11) 0.925238(9) 0.01445(4) Uani 1 1 d . O1 O 0.0642(4) 0.3164(3) 1.0390(3) 0.0223(4) Uani 1 1 d . O2 O 0.3080(4) 0.0848(3) 1.0775(3) 0.0202(4) Uani 1 1 d . O3 O 0.0049(4) 0.2882(3) 1.2433(3) 0.0283(5) Uani 1 1 d . O4 O 0.2511(4) 0.0425(3) 1.2813(2) 0.0259(4) Uani 1 1 d . N1 N 0.1652(4) 0.3938(4) 0.7770(3) 0.0187(4) Uani 1 1 d . H1 H 0.0780 0.4564 0.8003 0.022 Uiso 1 1 calc R N2 N 0.4160(4) 0.1546(3) 0.8146(3) 0.0168(4) Uani 1 1 d . H2 H 0.4782 0.0746 0.8605 0.020 Uiso 1 1 calc R C1 C 0.3439(4) 0.5198(4) 0.7678(3) 0.0203(5) Uani 1 1 d . H1A H 0.4151 0.5815 0.8593 0.024 Uiso 1 1 calc R H1B H 0.2987 0.6045 0.7077 0.024 Uiso 1 1 calc R C2 C 0.4870(4) 0.4277(4) 0.7113(3) 0.0192(5) Uani 1 1 d . H2A H 0.5975 0.5159 0.7030 0.023 Uiso 1 1 calc R C3 C 0.5770(4) 0.2988(4) 0.8036(3) 0.0194(5) Uani 1 1 d . H3A H 0.6724 0.2504 0.7652 0.023 Uiso 1 1 calc R H3B H 0.6489 0.3590 0.8954 0.023 Uiso 1 1 calc R C4 C 0.2911(4) 0.0654(4) 0.6732(3) 0.0207(5) Uani 1 1 d . H4A H 0.1829 -0.0219 0.6829 0.025 Uiso 1 1 calc R H4B H 0.3742 0.0073 0.6289 0.025 Uiso 1 1 calc R C5 C 0.2034(4) 0.1961(4) 0.5830(3) 0.0199(5) Uani 1 1 d . H5 H 0.1298 0.1341 0.4909 0.024 Uiso 1 1 calc R C6 C 0.0586(4) 0.2878(4) 0.6380(3) 0.0215(5) Uani 1 1 d . H6A H 0.0027 0.3633 0.5725 0.026 Uiso 1 1 calc R H6B H -0.0515 0.2021 0.6471 0.026 Uiso 1 1 calc R C7 C 0.3747(5) 0.3327(4) 0.5670(3) 0.0220(5) Uani 1 1 d . H7A H 0.4646 0.2773 0.5277 0.026 Uiso 1 1 calc R H7B H 0.3212 0.4137 0.5060 0.026 Uiso 1 1 calc R C8 C 0.0836(4) 0.2482(3) 1.1531(3) 0.0180(5) Uani 1 1 d . C9 C 0.2238(4) 0.1123(3) 1.1760(3) 0.0173(4) Uani 1 1 d . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01707(6) 0.01631(6) 0.01193(6) 0.00443(4) 0.00565(4) 0.00494(4) O1 0.0263(10) 0.0254(10) 0.0238(12) 0.0114(9) 0.0149(9) 0.0123(8) O2 0.0267(10) 0.0235(10) 0.0176(10) 0.0096(8) 0.0119(8) 0.0127(8) O3 0.0363(11) 0.0327(12) 0.0265(12) 0.0067(9) 0.0210(10) 0.0157(10) O4 0.0389(12) 0.0295(11) 0.0164(10) 0.0096(8) 0.0136(9) 0.0141(9) N1 0.0192(10) 0.0198(10) 0.0192(12) 0.0083(9) 0.0058(9) 0.0061(8) N2 0.0205(10) 0.0175(10) 0.0144(11) 0.0043(8) 0.0072(8) 0.0046(8) C1 0.0242(11) 0.0177(11) 0.0197(13) 0.0054(9) 0.0076(10) 0.0024(9) C2 0.0206(10) 0.0197(11) 0.0168(12) 0.0038(9) 0.0071(9) -0.0013(9) C3 0.0177(10) 0.0231(12) 0.0180(12) 0.0025(9) 0.0065(9) 0.0026(9) C4 0.0254(12) 0.0178(11) 0.0185(12) -0.0004(9) 0.0082(10) 0.0013(9) C5 0.0198(11) 0.0210(11) 0.0163(12) 0.0021(9) 0.0036(9) -0.0010(9) C6 0.0196(10) 0.0271(13) 0.0164(12) 0.0090(10) 0.0022(9) 0.0021(9) C7 0.0250(12) 0.0283(13) 0.0117(11) 0.0056(10) 0.0061(10) -0.0011(10) C8 0.0200(10) 0.0174(10) 0.0195(12) 0.0024(9) 0.0102(9) 0.0044(8) C9 0.0234(11) 0.0169(10) 0.0146(11) 0.0037(8) 0.0092(9) 0.0050(9) 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' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1.00 1.00 -1.00 0.0200 -1.00 -1.00 1.00 0.0200 1.00 -1.00 1.00 0.0200 -1.00 1.00 -1.00 0.0200 0.00 0.00 1.00 0.0100 0.00 0.00 -1.00 0.0100 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O1 Pt1 O2 82.62(10) y N1 Pt1 O1 95.37(11) y N1 Pt1 O2 177.98(8) y N2 Pt1 O1 178.72(8) y N2 Pt1 O2 96.10(10) y N2 Pt1 N1 85.91(11) y C8 O1 Pt1 113.15(18) y C9 O2 Pt1 112.93(18) y C1 N1 Pt1 112.29(19) y C1 N1 C6 110.6(2) y C6 N1 Pt1 110.81(19) y C3 N2 Pt1 112.22(18) y C3 N2 C4 111.2(2) y C4 N2 Pt1 110.84(18) y N1 C1 C2 111.4(2) y C3 C2 C1 113.5(2) y C7 C2 C1 109.0(2) y C7 C2 C3 109.3(2) y N2 C3 C2 111.0(2) y N2 C4 C5 110.6(2) y C4 C5 C6 114.3(3) y C4 C5 C7 109.3(2) y C6 C5 C7 109.0(3) y N1 C6 C5 110.8(2) y C2 C7 C5 107.2(3) y O1 C8 C9 115.9(2) y O3 C8 O1 124.3(3) y O3 C8 C9 119.7(3) y O2 C9 C8 115.2(2) y O4 C9 O2 124.7(3) y O4 C9 C8 120.1(2) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Pt1 O1 2.026(2) y Pt1 O2 2.028(2) y Pt1 N1 2.024(3) y Pt1 N2 2.023(3) y O1 C8 1.291(4) y O2 C9 1.306(3) y O3 C8 1.229(3) y O4 C9 1.217(4) y N1 C1 1.497(4) y N1 C6 1.509(4) y N2 C3 1.500(4) y N2 C4 1.508(4) y C1 C2 1.528(4) y C2 C3 1.527(4) y C2 C7 1.525(4) y C4 C5 1.522(4) y C5 C6 1.528(4) y C5 C7 1.530(4) y C8 C9 1.556(4) y