#------------------------------------------------------------------------------ #$Date: 2014-10-21 03:08:49 +0300 (Tue, 21 Oct 2014) $ #$Revision: 125578 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/03/28/7032865.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_7032865 loop_ _publ_author_name 'Lippard, Stephen J.' 'Johnstone, Timothy' 'Wilson, Justin J.' 'Alexander, Sarah M.' _publ_section_title ; Oxidative Halogenation of Cisplatin and Carboplatin: Synthesis, Spectroscopy, and Crystal and Molecular Structures of Pt(IV) Prodrugs ; _journal_name_full 'Dalton Trans.' _journal_paper_doi 10.1039/C4DT02627F _journal_year 2014 _chemical_formula_moiety 'H9 Br3 N3 Pt, C3 H7 N O, Br' _chemical_formula_sum 'C3 H16 Br4 N4 O Pt' _chemical_formula_weight 638.88 _chemical_name_systematic ; 'fac-triamminetribromoplatinum(IV) bromide dimethylformamide solvate' ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _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_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 97.3610(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.5922(5) _cell_length_b 11.0012(8) _cell_length_c 18.9288(13) _cell_measurement_reflns_used 364 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 30.15 _cell_measurement_theta_min 2.12 _cell_volume 1361.44(17) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0172 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 27014 _diffrn_reflns_theta_full 28.68 _diffrn_reflns_theta_max 28.68 _diffrn_reflns_theta_min 2.15 _exptl_absorpt_coefficient_mu 22.017 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_correction_T_min 0.3590 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Blessing, 1995' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 3.117 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1152.0 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _refine_diff_density_max 1.766 _refine_diff_density_min -0.732 _refine_diff_density_rms 0.128 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 123 _refine_ls_number_reflns 3508 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.106 _refine_ls_R_factor_all 0.0177 _refine_ls_R_factor_gt 0.0153 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0105P)^2^+2.6168P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0327 _reflns_number_gt 3289 _reflns_number_total 3508 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL pre in P2(1)/n CELL 0.71073 6.5922 11.0012 18.9288 90.000 97.361 90.000 ZERR 4.00 0.0005 0.0008 0.0013 0.000 0.001 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O BR PT UNIT 12 64 12 4 16 4 TEMP -173 L.S. 10 CONF BOND ACTA FMAP 2 PLAN 5 EQIV $1 -x-3/2, y-1/2, -z+1/2 EQIV $2 x-1/2, -y+1/2, z+1/2 EQIV $3 -x-5/2, y+1/2, -z+3/2 EQIV $4 x-3/2, -y+1/2, z+1/2 EQIV $5 -x-5/2, y-1/2, -z+3/2 EQIV $6 x-1, y, z HTAB HTAB N2 Br3_$1 HTAB N2 Br3_$2 HTAB N2 O1s HTAB N3 O1s HTAB N3 Br4_$3 HTAB N3 Br2_$3 HTAB N3 Br3_$4 HTAB N1 Br3_$4 HTAB N1 Br1_$5 HTAB N1 Br2_$6 HTAB N1 Br3_$1 WGHT 0.010500 2.616800 FVAR 0.06156 PT1 6 -1.196886 0.095125 0.679626 11.00000 0.00780 0.00654 = 0.00523 0.00068 0.00067 -0.00009 BR1 5 -0.924024 0.240553 0.716658 11.00000 0.01208 0.01145 = 0.00991 -0.00047 -0.00046 -0.00359 BR2 5 -0.952968 -0.073753 0.687944 11.00000 0.01393 0.01015 = 0.01250 0.00273 0.00227 0.00423 BR3 5 -0.188217 0.359334 0.015700 11.00000 0.01183 0.01555 = 0.01112 0.00405 0.00068 0.00003 BR4 5 -1.265310 0.069146 0.802860 11.00000 0.01761 0.01678 = 0.00750 0.00317 0.00367 0.00035 N2 3 -1.148270 0.119863 0.574974 11.00000 0.01132 0.01098 = 0.00756 -0.00006 0.00232 -0.00048 AFIX 137 H2A 2 -1.208987 0.058474 0.547802 11.00000 -1.50000 H2B 2 -1.011511 0.119796 0.572131 11.00000 -1.50000 H2C 2 -1.202886 0.192220 0.558867 11.00000 -1.50000 AFIX 0 N3 3 -1.402080 0.238511 0.670365 11.00000 0.01068 0.00987 = 0.00840 -0.00116 0.00021 0.00328 AFIX 137 H3A 2 -1.344825 0.303596 0.650801 11.00000 -1.50000 H3B 2 -1.433637 0.258856 0.714263 11.00000 -1.50000 H3C 2 -1.517951 0.216093 0.641963 11.00000 -1.50000 AFIX 0 N1 3 -1.427584 -0.029841 0.647266 11.00000 0.01263 0.01224 = 0.01337 -0.00098 0.00160 -0.00265 AFIX 137 H1A 2 -1.528757 0.007383 0.617810 11.00000 -1.50000 H1B 2 -1.479536 -0.059280 0.686136 11.00000 -1.50000 H1C 2 -1.375239 -0.092216 0.623715 11.00000 -1.50000 AFIX 0 N1S 3 -1.240779 0.435327 0.446342 11.00000 0.01684 0.00918 = 0.00792 0.00155 -0.00044 0.00114 O1S 4 -1.267500 0.366442 0.557830 11.00000 0.02484 0.01358 = 0.00958 0.00261 0.00254 0.00073 C3S 1 -1.263255 0.450399 0.514336 11.00000 0.01434 0.01049 = 0.01067 -0.00193 0.00033 0.00172 AFIX 43 H3S 2 -1.277075 0.531106 0.530921 11.00000 -1.20000 AFIX 0 C2S 1 -1.230886 0.537956 0.398047 11.00000 0.01917 0.01260 = 0.01289 0.00380 0.00086 0.00116 AFIX 137 H2S1 2 -1.246634 0.614003 0.423753 11.00000 -1.50000 H2S2 2 -1.340967 0.531010 0.358227 11.00000 -1.50000 H2S3 2 -1.098415 0.537769 0.379731 11.00000 -1.50000 AFIX 0 C1S 1 -1.218984 0.312782 0.418430 11.00000 0.04316 0.01227 = 0.01043 -0.00226 0.00415 0.00470 AFIX 137 H1S1 2 -1.080275 0.282912 0.433773 11.00000 -1.50000 H1S2 2 -1.243585 0.314670 0.366273 11.00000 -1.50000 H1S3 2 -1.318480 0.258607 0.436532 11.00000 -1.50000 HKLF 4 REM pre in P2(1)/n REM R1 = 0.0153 for 3289 Fo > 4sig(Fo) and 0.0177 for all 3508 data REM 123 parameters refined using 0 restraints END WGHT 0.0105 2.6163 REM Highest difference peak 1.766, deepest hole -0.732, 1-sigma level 0.128 Q1 1 -1.3187 0.0948 0.6821 11.00000 0.05 1.77 Q2 1 -1.0762 0.0943 0.6776 11.00000 0.05 1.70 Q3 1 -1.3917 0.0649 0.8058 11.00000 0.05 0.77 Q4 1 -1.1893 0.0255 0.7002 11.00000 0.05 0.76 Q5 1 -1.1872 0.1644 0.7008 11.00000 0.05 0.71 ; _[local]_cod_data_source_file c4dt02627f2.cif _[local]_cod_data_source_block ESI4 _[local]_cod_cif_authors_sg_H-M P2(1)/n _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2827 2014-09-09 07:05:25Z andrius ; _cod_database_code 7032865 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 Pt1 Pt -1.196886(14) 0.095125(9) 0.679626(5) 0.00654(3) Uani 1 1 d . Br1 Br -0.92402(4) 0.24055(3) 0.716658(15) 0.01131(6) Uani 1 1 d . Br2 Br -0.95297(4) -0.07375(2) 0.687944(15) 0.01215(6) Uani 1 1 d . Br3 Br -0.18822(4) 0.35933(3) 0.015700(15) 0.01290(6) Uani 1 1 d . Br4 Br -1.26531(4) 0.06915(3) 0.802860(15) 0.01378(6) Uani 1 1 d . N2 N -1.1483(3) 0.1199(2) 0.57497(12) 0.0099(4) Uani 1 1 d . H2A H -1.2090 0.0585 0.5478 0.015 Uiso 1 1 calc R H2B H -1.0115 0.1198 0.5721 0.015 Uiso 1 1 calc R H2C H -1.2029 0.1922 0.5589 0.015 Uiso 1 1 calc R N3 N -1.4021(3) 0.2385(2) 0.67037(12) 0.0097(4) Uani 1 1 d . H3A H -1.3448 0.3036 0.6508 0.015 Uiso 1 1 calc R H3B H -1.4336 0.2589 0.7143 0.015 Uiso 1 1 calc R H3C H -1.5180 0.2161 0.6420 0.015 Uiso 1 1 calc R N1 N -1.4276(4) -0.0298(2) 0.64727(13) 0.0128(5) Uani 1 1 d . H1A H -1.5288 0.0074 0.6178 0.019 Uiso 1 1 calc R H1B H -1.4795 -0.0593 0.6861 0.019 Uiso 1 1 calc R H1C H -1.3752 -0.0922 0.6237 0.019 Uiso 1 1 calc R N1S N -1.2408(4) 0.4353(2) 0.44634(13) 0.0115(5) Uani 1 1 d . O1S O -1.2675(3) 0.3664(2) 0.55783(11) 0.0160(4) Uani 1 1 d . C3S C -1.2633(4) 0.4504(3) 0.51434(15) 0.0119(5) Uani 1 1 d . H3S H -1.2771 0.5311 0.5309 0.014 Uiso 1 1 calc R C2S C -1.2309(5) 0.5380(3) 0.39805(16) 0.0150(6) Uani 1 1 d . H2S1 H -1.2466 0.6140 0.4238 0.022 Uiso 1 1 calc R H2S2 H -1.3410 0.5310 0.3582 0.022 Uiso 1 1 calc R H2S3 H -1.0984 0.5378 0.3797 0.022 Uiso 1 1 calc R C1S C -1.2190(6) 0.3128(3) 0.41843(17) 0.0219(7) Uani 1 1 d . H1S1 H -1.0803 0.2829 0.4338 0.033 Uiso 1 1 calc R H1S2 H -1.2436 0.3147 0.3663 0.033 Uiso 1 1 calc R H1S3 H -1.3185 0.2586 0.4365 0.033 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 0.00780(5) 0.00654(5) 0.00523(5) 0.00068(4) 0.00067(3) -0.00009(3) Br1 0.01208(12) 0.01145(14) 0.00991(13) -0.00047(10) -0.00046(9) -0.00359(9) Br2 0.01393(13) 0.01015(13) 0.01250(14) 0.00273(10) 0.00227(10) 0.00423(10) Br3 0.01183(12) 0.01555(14) 0.01112(13) 0.00405(11) 0.00068(9) 0.00003(10) Br4 0.01761(13) 0.01678(15) 0.00750(13) 0.00317(11) 0.00367(10) 0.00035(10) N2 0.0113(11) 0.0110(12) 0.0076(11) -0.0001(9) 0.0023(8) -0.0005(9) N3 0.0107(11) 0.0099(12) 0.0084(11) -0.0012(9) 0.0002(8) 0.0033(8) N1 0.0126(11) 0.0122(13) 0.0134(12) -0.0010(10) 0.0016(9) -0.0026(9) N1S 0.0168(12) 0.0092(12) 0.0079(12) 0.0016(9) -0.0004(9) 0.0011(9) O1S 0.0248(11) 0.0136(11) 0.0096(10) 0.0026(8) 0.0025(8) 0.0007(8) C3S 0.0143(13) 0.0105(14) 0.0107(14) -0.0019(11) 0.0003(10) 0.0017(10) C2S 0.0192(14) 0.0126(15) 0.0129(15) 0.0038(11) 0.0009(11) 0.0012(11) C1S 0.043(2) 0.0123(16) 0.0104(15) -0.0023(12) 0.0042(13) 0.0047(13) 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' Br Br -0.2901 2.4595 '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_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N2 Pt1 N3 89.91(9) N2 Pt1 N1 90.12(9) N3 Pt1 N1 91.92(10) N2 Pt1 Br1 89.42(7) N3 Pt1 Br1 88.53(7) N1 Pt1 Br1 179.36(7) N2 Pt1 Br4 178.13(7) N3 Pt1 Br4 88.37(7) N1 Pt1 Br4 89.22(7) Br1 Pt1 Br4 91.251(10) N2 Pt1 Br2 88.87(7) N3 Pt1 Br2 178.78(7) N1 Pt1 Br2 88.10(7) Br1 Pt1 Br2 91.441(11) Br4 Pt1 Br2 92.853(10) C3S N1S C2S 122.1(2) C3S N1S C1S 119.7(2) C2S N1S C1S 118.2(2) O1S C3S N1S 124.5(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Pt1 N2 2.065(2) Pt1 N3 2.071(2) Pt1 N1 2.083(2) Pt1 Br1 2.4420(3) Pt1 Br4 2.4487(3) Pt1 Br2 2.4489(3) N1S C3S 1.325(4) N1S C2S 1.459(4) N1S C1S 1.462(4) O1S C3S 1.240(4) 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 N2 H2A Br3 0.91 2.55 3.442(2) 167.3 2_345 N2 H2B Br3 0.91 2.51 3.374(2) 157.7 4_566 N2 H2C O1S 0.91 1.96 2.831(3) 159.0 . N3 H3A O1S 0.91 2.02 2.791(3) 142.1 . N3 H3A Br4 0.91 3.11 3.816(2) 135.9 2_256 N3 H3B Br2 0.91 2.78 3.610(2) 152.0 2_256 N3 H3C Br3 0.91 2.64 3.446(2) 147.9 4_466 N1 H1A Br3 0.91 2.54 3.402(3) 157.5 4_466 N1 H1B Br1 0.91 2.99 3.823(2) 153.1 2_246 N1 H1B Br2 0.91 3.13 3.675(2) 120.4 1_455 N1 H1C Br3 0.91 2.78 3.491(2) 136.3 2_345 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 C2S N1S C3S O1S -178.2(3) C1S N1S C3S O1S 0.0(4)