#------------------------------------------------------------------------------ #$Date: 2014-04-02 13:07:30 +0300 (Wed, 02 Apr 2014) $ #$Revision: 108455 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/33/78/4337861.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_4337861 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_name_full 'Inorganic chemistry' _journal_page_first 140325111437000 _journal_paper_doi 10.1021/ic402737f _journal_year 2014 _chemical_compound_source N-methyl-formamide _chemical_formula_moiety 'C7 H14 Cl2 N2 Pt' _chemical_formula_sum 'C7 H14 Cl2 N2 Pt' _chemical_formula_weight 392.19 _chemical_name_systematic ; N,N'-3,7-diazabicyclo[3.3.1]nonane-dichloro-platinum(ii) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_block_code CUI-CA-162-01 _audit_creation_date 2012-02-07 _cell_angle_alpha 90.00 _cell_angle_beta 91.753(6) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.7990(12) _cell_length_b 7.0659(8) _cell_length_c 12.1075(5) _cell_measurement_reflns_used 47249 _cell_measurement_temperature 100 _cell_measurement_theta_max 38.9992 _cell_measurement_theta_min 2.8724 _cell_volume 1008.94(16) _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 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 43573 _diffrn_reflns_theta_full 39.20 _diffrn_reflns_theta_max 39.20 _diffrn_reflns_theta_min 3.34 _exptl_absorpt_coefficient_mu 14.385 _exptl_absorpt_correction_T_max 0.33553 _exptl_absorpt_correction_T_min 0.08874 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.582 _exptl_crystal_description plate _exptl_crystal_F_000 728 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.201 _refine_diff_density_min -2.246 _refine_diff_density_rms 0.159 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 5926 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.081 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_gt 0.0170 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0092P)^2^+1.7995P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0343 _reflns_number_gt 5395 _reflns_number_total 5926 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL 6967sadabs in P21/n #14 CELL 0.71073 11.799 7.0659 12.1075 90 91.753 90 ZERR 4 0.0012 0.0008 0.0005 0 0.006 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H Cl N Pt UNIT 28 56 8 8 4 L.S. 10 PLAN 20 BOND FMAP 2 ACTA WGHT 0.009200 1.799500 FVAR 0.11142 C1 1 1.047854 0.175881 0.726364 11.00000 0.01531 0.01110 = 0.01279 0.00004 0.00033 0.00040 AFIX 23 H1A 2 0.992148 0.081662 0.703470 11.00000 -1.20000 H1B 2 1.122530 0.119856 0.720944 11.00000 -1.20000 AFIX 0 C2 1 1.038226 0.347511 0.649416 11.00000 0.01912 0.01263 = 0.01029 0.00092 0.00221 -0.00104 AFIX 13 H2A 2 1.054299 0.305721 0.574320 11.00000 -1.20000 AFIX 0 C3 1 0.920674 0.439159 0.647296 11.00000 0.01942 0.01367 = 0.01074 0.00283 -0.00150 0.00011 AFIX 23 H3A 2 0.917895 0.538993 0.592289 11.00000 -1.20000 H3B 2 0.864104 0.345212 0.626214 11.00000 -1.20000 AFIX 0 C4 1 0.984003 0.653201 0.799121 11.00000 0.01735 0.00935 = 0.01569 0.00111 0.00163 -0.00138 AFIX 23 H4A 2 0.966481 0.696442 0.872696 11.00000 -1.20000 H4B 2 0.986042 0.762904 0.751060 11.00000 -1.20000 AFIX 0 C5 1 1.100078 0.557175 0.802424 11.00000 0.01452 0.01239 = 0.01546 0.00028 0.00203 -0.00412 AFIX 13 H5A 2 1.156947 0.650320 0.827102 11.00000 -1.20000 AFIX 0 C6 1 1.108795 0.384995 0.879464 11.00000 0.01184 0.01490 = 0.01304 -0.00015 -0.00082 -0.00215 AFIX 23 H6A 2 1.185819 0.336903 0.880429 11.00000 -1.20000 H6B 2 1.091756 0.423656 0.954016 11.00000 -1.20000 AFIX 0 C7 1 1.127702 0.494137 0.684918 11.00000 0.01872 0.01476 = 0.01500 0.00155 0.00575 -0.00294 AFIX 23 H7A 2 1.125253 0.601535 0.635002 11.00000 -1.20000 H7B 2 1.202906 0.438804 0.684043 11.00000 -1.20000 AFIX 0 CL1 3 0.840966 0.055965 0.986625 11.00000 0.01217 0.01521 = 0.01656 0.00788 0.00038 -0.00080 CL2 3 0.686408 0.425587 0.901148 11.00000 0.01063 0.01462 = 0.02128 0.00173 0.00056 0.00167 N1 4 1.029102 0.231388 0.843397 11.00000 0.01073 0.01048 = 0.01180 0.00235 -0.00089 -0.00011 H1 2 1.044377 0.128438 0.886489 11.00000 0.020000 N2 4 0.893208 0.520456 0.758041 11.00000 0.01325 0.01053 = 0.01288 0.00280 0.00040 0.00113 H2 2 0.827835 0.587947 0.749548 11.00000 0.020000 PT1 5 0.865528 0.309954 0.869099 11.00000 0.00883 0.00877 = 0.00946 0.00208 -0.00039 -0.00038 HKLF 4 END ; _[local]_cod_data_source_file ic402737f_si_002.cif _[local]_cod_data_source_block 1a _[local]_cod_cif_authors_sg_H-M 'P 21/n' _[local]_cod_cif_authors_sg_Hall '-p 2yn' _cod_database_code 4337861 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' 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 1.04785(14) 0.1759(2) 0.72636(13) 0.0131(2) Uani 1 1 d . H1A H 0.9922 0.0817 0.7035 0.016 Uiso 1 1 calc R H1B H 1.1225 0.1199 0.7209 0.016 Uiso 1 1 calc R C2 C 1.03823(15) 0.3475(2) 0.64942(14) 0.0140(3) Uani 1 1 d . H2A H 1.0543 0.3057 0.5743 0.017 Uiso 1 1 calc R C3 C 0.92068(15) 0.4392(2) 0.64730(13) 0.0146(3) Uani 1 1 d . H3A H 0.9179 0.5390 0.5923 0.018 Uiso 1 1 calc R H3B H 0.8641 0.3452 0.6262 0.018 Uiso 1 1 calc R C4 C 0.98400(15) 0.6532(2) 0.79912(15) 0.0141(3) Uani 1 1 d . H4A H 0.9665 0.6964 0.8727 0.017 Uiso 1 1 calc R H4B H 0.9860 0.7629 0.7511 0.017 Uiso 1 1 calc R C5 C 1.10008(14) 0.5572(2) 0.80243(14) 0.0141(3) Uani 1 1 d . H5A H 1.1569 0.6503 0.8271 0.017 Uiso 1 1 calc R C6 C 1.10880(14) 0.3850(2) 0.87946(14) 0.0133(2) Uani 1 1 d . H6A H 1.1858 0.3369 0.8804 0.016 Uiso 1 1 calc R H6B H 1.0918 0.4237 0.9540 0.016 Uiso 1 1 calc R C7 C 1.12770(16) 0.4941(2) 0.68491(15) 0.0161(3) Uani 1 1 d . H7A H 1.1252 0.6015 0.6350 0.019 Uiso 1 1 calc R H7B H 1.2029 0.4388 0.6840 0.019 Uiso 1 1 calc R Cl1 Cl 0.84097(3) 0.05597(6) 0.98663(3) 0.01464(6) Uani 1 1 d . Cl2 Cl 0.68641(3) 0.42559(6) 0.90115(4) 0.01551(6) Uani 1 1 d . N1 N 1.02910(12) 0.23138(19) 0.84337(12) 0.0110(2) Uani 1 1 d . H1 H 1.043(2) 0.136(4) 0.887(2) 0.011(6) Uiso 1 1 d . N2 N 0.89324(12) 0.52043(19) 0.75806(12) 0.0122(2) Uani 1 1 d . H2 H 0.833(2) 0.583(4) 0.749(2) 0.021(7) Uiso 1 1 d . Pt1 Pt 0.865528(5) 0.309954(8) 0.869099(5) 0.00903(1) 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 C1 0.0153(6) 0.0111(5) 0.0128(6) 0.0000(5) 0.0003(5) 0.0004(5) C2 0.0191(7) 0.0126(6) 0.0103(6) 0.0009(5) 0.0022(5) -0.0010(5) C3 0.0194(7) 0.0137(6) 0.0107(6) 0.0028(5) -0.0015(5) 0.0001(5) C4 0.0173(7) 0.0094(5) 0.0157(6) 0.0011(5) 0.0016(5) -0.0014(5) C5 0.0145(6) 0.0124(6) 0.0155(6) 0.0003(5) 0.0020(5) -0.0041(5) C6 0.0118(6) 0.0149(6) 0.0130(6) -0.0001(5) -0.0008(5) -0.0022(5) C7 0.0187(7) 0.0148(6) 0.0150(6) 0.0015(5) 0.0058(5) -0.0029(5) Cl1 0.01216(14) 0.01520(14) 0.01656(15) 0.00788(13) 0.00038(11) -0.00080(12) Cl2 0.01063(14) 0.01462(14) 0.02128(17) 0.00173(13) 0.00056(12) 0.00166(12) N1 0.0108(5) 0.0105(5) 0.0118(5) 0.0024(4) -0.0009(4) -0.0001(4) N2 0.0132(5) 0.0106(5) 0.0130(5) 0.0028(4) 0.0004(4) 0.0012(4) Pt1 0.00883(2) 0.00877(2) 0.00946(2) 0.00208(2) -0.00039(1) -0.00038(2) 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' 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 0.00 -1.00 0.0400 -1.00 0.00 1.00 0.0400 -1.00 1.00 -1.00 0.0800 1.00 -1.00 1.00 0.0800 1.00 1.00 1.00 0.1000 -1.00 -1.00 -1.00 0.1000 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 N1 C1 C2 111.03(13) y C3 C2 C7 109.58(14) y C3 C2 C1 113.30(14) y C7 C2 C1 109.11(14) y N2 C3 C2 111.50(13) y N2 C4 C5 111.22(13) y C4 C5 C6 114.29(13) y C4 C5 C7 108.67(14) y C6 C5 C7 108.73(14) y N1 C6 C5 111.63(13) y C2 C7 C5 107.00(13) y C6 N1 C1 111.00(13) y C6 N1 Pt1 110.34(10) y C1 N1 Pt1 112.62(10) y C4 N2 C3 111.36(13) y C4 N2 Pt1 111.46(10) y C3 N2 Pt1 110.67(10) y N2 Pt1 N1 85.77(6) y N2 Pt1 Cl2 91.08(4) y N1 Pt1 Cl2 174.93(4) y N2 Pt1 Cl1 175.77(4) y N1 Pt1 Cl1 91.13(4) y Cl2 Pt1 Cl1 92.212(15) y loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 1.493(2) y C1 C2 1.531(2) y C2 C3 1.530(3) y C2 C7 1.531(3) y C3 N2 1.503(2) y C4 N2 1.497(2) y C4 C5 1.528(2) y C5 C6 1.535(2) y C5 C7 1.535(2) y C6 N1 1.493(2) y Cl1 Pt1 2.3140(4) y Cl2 Pt1 2.3098(4) y N1 Pt1 2.0413(14) y N2 Pt1 2.0379(14) y