#------------------------------------------------------------------------------
#$Date: 2017-03-04 04:19:30 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193005 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/54/4345486.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_4345486
loop_
_publ_author_name
'Intini, Francesco Paolo'
'Zajac, Juraj'
'Novohradsky, Vojtech'
'Saltarella, Teresa'
'Pacifico, Concetta'
'Brabec, Viktor'
'Natile, Giovanni'
'Kasparkova, Jana'
_publ_section_title
;
 Novel Antitumor Platinum(II) Conjugates Containing the Nonsteroidal
 Anti-inflammatory Agent Diclofenac: Synthesis and Dual Mechanisms of
 Antiproliferative Effects.
;
_journal_issue                   3
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1483
_journal_page_last               1497
_journal_paper_doi               10.1021/acs.inorgchem.6b02553
_journal_volume                  56
_journal_year                    2017
_chemical_formula_moiety         'C18 H23 Cl4 N3 O2 Pt S'
_chemical_formula_sum            'C18 H23 Cl4 N3 O2 Pt S'
_chemical_formula_weight         682.34
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-05-28 # Formatted by publCIF
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.482(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.909(2)
_cell_length_b                   8.1697(12)
_cell_length_c                   18.561(3)
_cell_measurement_reflns_used    23250
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.06
_cell_measurement_theta_min      1.29
_cell_volume                     2391.9(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Burla, 2005)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.2007
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23250
_diffrn_reflns_theta_full        22.06
_diffrn_reflns_theta_max         22.06
_diffrn_reflns_theta_min         1.29
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.420
_exptl_absorpt_correction_T_max  0.425580
_exptl_absorpt_correction_T_min  0.304024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; G. M. Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platly
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.015
_refine_diff_density_max         2.606
_refine_diff_density_min         -1.522
_refine_diff_density_rms         0.227
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         23250
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1671
_refine_ls_R_factor_gt           0.0835
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0852P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1814
_refine_ls_wR_factor_ref         0.2229
_reflns_number_gt                12932
_reflns_number_total             23250
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b02553_si_002.cif
_cod_data_source_block           diclotw
_cod_original_cell_volume        2391.8(6)
_cod_original_sg_symbol_H-M      ' P 21/c'
_cod_database_code               4345486
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, 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 0.01870(3) 0.31394(6) 0.36086(3) 0.03184(16) Uani 1 1 d .
Cl2 Cl -0.00216(18) 0.0377(4) 0.35295(19) 0.0522(10) Uani 1 1 d .
S4 S 0.12785(18) 0.2798(4) 0.44625(17) 0.0430(9) Uani 1 1 d .
C17 C 0.1035(8) 0.1420(15) 0.5126(7) 0.072(5) Uani 1 1 d .
H171 H 0.0996 0.0334 0.4927 0.108 Uiso 1 1 calc R
H172 H 0.0502 0.1716 0.5280 0.108 Uiso 1 1 calc R
H173 H 0.1472 0.1454 0.5534 0.108 Uiso 1 1 calc R
O2 O 0.2042(4) 0.2203(11) 0.4159(4) 0.060(3) Uani 1 1 d .
C18 C 0.1539(8) 0.4569(16) 0.5006(8) 0.082(5) Uani 1 1 d .
H181 H 0.2000 0.4319 0.5377 0.123 Uiso 1 1 calc R
H182 H 0.1054 0.4903 0.5228 0.123 Uiso 1 1 calc R
H183 H 0.1703 0.5439 0.4706 0.123 Uiso 1 1 calc R
Cl1 Cl 0.0260(3) 0.5947(4) 0.3626(2) 0.0629(9) Uani 1 1 d .
N1 N -0.0751(5) 0.3398(10) 0.2733(5) 0.043(3) Uani 1 1 d .
H1N1 H -0.0722 0.4415 0.2552 0.052 Uiso 1 1 calc R
H2N1 H -0.0650 0.2688 0.2384 0.052 Uiso 1 1 calc R
Cl3 Cl -0.3180(2) 1.2866(4) 0.4048(2) 0.0660(11) Uani 1 1 d .
N3 N -0.3237(6) 0.9199(10) 0.3803(5) 0.030(2) Uani 1 1 d D
H3A H -0.315(6) 0.812(3) 0.382(6) 0.035 Uiso 1 1 d D
O1 O -0.2631(5) 0.6110(9) 0.3334(5) 0.053(2) Uani 1 1 d .
N2 N -0.2213(5) 0.5579(12) 0.2236(6) 0.035(2) Uani 1 1 d D
H2A H -0.219(6) 0.606(11) 0.180(3) 0.042 Uiso 1 1 d D
Cl4 Cl -0.38653(19) 0.6608(4) 0.47283(18) 0.0466(9) Uani 1 1 d .
C1 C -0.1642(6) 0.3111(15) 0.2915(6) 0.037(3) Uani 1 1 d .
H12 H -0.1702 0.3658 0.3373 0.044 Uiso 1 1 d .
H11 H -0.1745 0.1953 0.2963 0.044 Uiso 1 1 d .
C2 C -0.2306(7) 0.3805(14) 0.2340(6) 0.034(3) Uani 1 1 d .
H22 H -0.2859 0.3583 0.2443 0.041 Uiso 1 1 d .
H21 H -0.2222 0.3270 0.1867 0.041 Uiso 1 1 d .
C3 C -0.2404(7) 0.6564(13) 0.2761(7) 0.033(3) Uani 1 1 d .
C4 C -0.2328(7) 0.8438(13) 0.2595(6) 0.038(3) Uani 1 1 d .
H41 H -0.1986 0.8940 0.2994 0.045 Uiso 1 1 d .
H42 H -0.2061 0.8556 0.2150 0.045 Uiso 1 1 d .
C5 C -0.3206(6) 0.9221(13) 0.2491(7) 0.028(3) Uani 1 1 d .
C6 C -0.3596(7) 0.9522(14) 0.1812(7) 0.034(3) Uani 1 1 d .
H6 H -0.3326 0.9293 0.1425 0.040 Uiso 1 1 d .
C7 C -0.4373(9) 1.0242(17) 0.1682(8) 0.061(4) Uani 1 1 d .
H7 H -0.4598 1.0445 0.1176 0.073 Uiso 1 1 d .
C8 C -0.4780(7) 1.0685(17) 0.2248(9) 0.058(4) Uani 1 1 d .
H8 H -0.5318 1.1137 0.2170 0.070 Uiso 1 1 d .
C9 C -0.4403(7) 1.0433(14) 0.2967(7) 0.041(3) Uani 1 1 d .
H9 H -0.4666 1.0725 0.3378 0.050 Uiso 1 1 d .
C10 C -0.3611(6) 0.9612(13) 0.3102(7) 0.032(3) Uani 1 1 d .
C11 C -0.3554(6) 0.9762(14) 0.4430(6) 0.030(3) Uani 1 1 d .
C12 C -0.3529(8) 1.1403(14) 0.4604(7) 0.043(4) Uani 1 1 d .
C13 C -0.3755(7) 1.1967(16) 0.5269(7) 0.048(3) Uani 1 1 d .
H13 H -0.3674 1.3025 0.5407 0.058 Uiso 1 1 d .
C14 C -0.4026(8) 1.0837(17) 0.5752(7) 0.049(4) Uani 1 1 d .
H14 H -0.4211 1.1156 0.6196 0.059 Uiso 1 1 d .
C15 C -0.4041(7) 0.9168(15) 0.5595(6) 0.034(3) Uani 1 1 d .
H15 H -0.4218 0.8411 0.5918 0.041 Uiso 1 1 d .
C16 C -0.3813(6) 0.8687(12) 0.4940(8) 0.037(4) Uani 1 1 d .
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'
S S 0.1246 0.1234 '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'
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
N1 Pt1 S4 174.1(3)
N1 Pt1 Cl2 88.1(2)
S4 Pt1 Cl2 90.90(12)
N1 Pt1 Cl1 86.5(2)
S4 Pt1 Cl1 94.74(14)
Cl2 Pt1 Cl1 174.14(13)
O2 S4 C17 108.9(6)
O2 S4 C18 109.8(6)
C17 S4 C18 100.4(7)
O2 S4 Pt1 112.0(4)
C17 S4 Pt1 111.1(5)
C18 S4 Pt1 114.0(5)
C1 N1 Pt1 114.1(7)
C10 N3 C11 122.4(9)
C3 N2 C2 117.7(10)
C2 C1 N1 111.8(9)
N2 C2 C1 112.9(9)
O1 C3 N2 125.1(10)
O1 C3 C4 120.3(10)
N2 C3 C4 114.6(10)
C5 C4 C3 109.9(8)
C6 C5 C10 120.3(10)
C6 C5 C4 119.7(11)
C10 C5 C4 119.9(11)
C5 C6 C7 122.6(12)
C8 C7 C6 119.6(13)
C7 C8 C9 120.6(12)
C8 C9 C10 119.7(12)
N3 C10 C5 120.6(10)
N3 C10 C9 122.6(11)
C5 C10 C9 116.9(11)
C12 C11 C16 117.2(11)
C12 C11 N3 120.7(11)
C16 C11 N3 121.8(11)
C11 C12 C13 121.4(12)
C11 C12 Cl3 122.5(9)
C13 C12 Cl3 116.0(10)
C14 C13 C12 118.9(12)
C13 C14 C15 120.8(11)
C16 C15 C14 117.8(11)
C15 C16 C11 123.9(11)
C15 C16 Cl4 117.9(10)
C11 C16 Cl4 118.1(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pt1 N1 2.069(9)
Pt1 S4 2.211(3)
Pt1 Cl2 2.283(3)
Pt1 Cl1 2.297(3)
S4 O2 1.486(7)
S4 C17 1.749(11)
S4 C18 1.781(12)
N1 C1 1.517(12)
Cl3 C12 1.718(11)
N3 C10 1.400(14)
N3 C11 1.405(14)
O1 C3 1.224(13)
N2 C3 1.329(14)
N2 C2 1.472(13)
Cl4 C16 1.743(11)
C1 C2 1.512(15)
C3 C4 1.569(14)
C4 C5 1.526(14)
C5 C6 1.354(15)
C5 C10 1.412(15)
C6 C7 1.361(16)
C7 C8 1.352(18)
C8 C9 1.406(18)
C9 C10 1.420(14)
C11 C12 1.379(14)
C11 C16 1.392(15)
C12 C13 1.407(16)
C13 C14 1.393(17)
C14 C15 1.394(16)
C15 C16 1.372(16)
