#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/51/4335115.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_4335115
loop_
_publ_author_name
'Elena Guerrero'
'Susana Miranda'
'Sebastian Lüttenberg'
'Nils Fröhlich'
'Jan-Moritz Koenen'
'Fabian Mohr'
'Elena Cerrada'
'Mariano Laguna'
'Aránzazu Mendía'
_publ_contact_author
;
  Dra. A. Mendía
  Departamento de Química Inorgánica. Area de Química Inorgánica  
  Facultad de Ciencias
  Universidad de Burgos
  09001 Burgos, Spain
;
_publ_contact_author_email       amendia@ubu.es
_publ_section_title
;
 trans-Thionate Derivatives of Pt(II) and Pd(II) with Water-Soluble
 Phosphane PTA and DAPTA Ligands: Antiproliferative Activity against Human
 Ovarian Cancer Cell Lines
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6635
_journal_page_last               6647
_journal_paper_doi               10.1021/ic4006746
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C13 H20 Cl3 N5 P Pd0.5 S'
_chemical_formula_weight         468.92
_chemical_name_systematic
; 
 ? 
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 96.9660(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0822(11)
_cell_length_b                   12.7210(12)
_cell_length_c                   12.1166(11)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.33
_cell_volume                     1848.5(3)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SHELXTL'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'WinGX v1.10.01'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_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  0.1396
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20501
_diffrn_reflns_theta_full        28.06
_diffrn_reflns_theta_max         28.06
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_T_max  0.91648
_exptl_absorpt_correction_T_min  0.70484
_exptl_absorpt_correction_type   'multi-scans correction'
_exptl_absorpt_process_details   'SADABS (SHELDRICK, 2001)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_description       prism
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         4230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0413
_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/[σ²(Fo²)+(0.0391P)²+2.1974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1116
_reflns_number_gt                3805
_reflns_number_total             4230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic4006746_si_003_2.cif
_cod_data_source_block           compound7
_cod_original_formula_sum        'C13 H20 Cl3 N5 P Pd0.50 S'
_cod_database_code               4335115
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
Pd1 Pd 0.0000 0.0000 1.0000 0.01889(11) Uani 1 2 d S
S1 S 0.16319(6) 0.05584(6) 1.10605(5) 0.02392(17) Uani 1 1 d .
P1 P -0.04463(6) 0.16601(6) 0.93657(6) 0.01994(17) Uani 1 1 d .
N1 N -0.2029(2) 0.3226(2) 0.9067(2) 0.0298(6) Uani 1 1 d .
N2 N -0.0878(2) 0.2955(2) 0.7545(2) 0.0293(6) Uani 1 1 d .
N3 N -0.0059(2) 0.3787(2) 0.9297(2) 0.0282(6) Uani 1 1 d .
N4 N 0.2253(2) 0.0990(2) 0.90448(19) 0.0224(5) Uani 1 1 d .
N5 N 0.3617(2) 0.1079(2) 1.0660(2) 0.0228(5) Uani 1 1 d .
C1 C 0.2578(2) 0.0908(2) 1.0140(2) 0.0211(6) Uani 1 1 d .
C2 C 0.4403(2) 0.1336(2) 1.0016(3) 0.0258(6) Uani 1 1 d .
C3 C 0.5550(3) 0.1523(3) 1.0590(3) 0.0357(8) Uani 1 1 d .
H3A H 0.5521 0.1594 1.1391 0.053 Uiso 1 1 calc R
H3B H 0.5852 0.2170 1.0303 0.053 Uiso 1 1 calc R
H3C H 0.6031 0.0929 1.0451 0.053 Uiso 1 1 calc R
C4 C 0.4139(3) 0.1427(3) 0.8874(3) 0.0285(6) Uani 1 1 d .
H4 H 0.4698 0.1595 0.8414 0.034 Uiso 1 1 calc R
C5 C 0.3053(3) 0.1269(2) 0.8419(2) 0.0250(6) Uani 1 1 d .
C6 C 0.2698(3) 0.1436(3) 0.7199(3) 0.0349(8) Uani 1 1 d .
H6A H 0.1985 0.1080 0.6984 0.052 Uiso 1 1 calc R
H6B H 0.3264 0.1147 0.6770 0.052 Uiso 1 1 calc R
H6C H 0.2612 0.2190 0.7048 0.052 Uiso 1 1 calc R
C7 C 0.0396(3) 0.2815(2) 0.9836(2) 0.0256(6) Uani 1 1 d .
H7A H 0.0418 0.2886 1.0652 0.031 Uiso 1 1 calc R
H7B H 0.1169 0.2712 0.9666 0.031 Uiso 1 1 calc R
C8 C -0.1839(2) 0.2185(3) 0.9568(3) 0.0287(7) Uani 1 1 d .
H8A H -0.2421 0.1696 0.9230 0.034 Uiso 1 1 calc R
H8B H -0.1902 0.2230 1.0374 0.034 Uiso 1 1 calc R
C9 C -0.0533(3) 0.1874(2) 0.7853(2) 0.0254(6) Uani 1 1 d .
H9A H 0.0204 0.1733 0.7606 0.030 Uiso 1 1 calc R
H9B H -0.1076 0.1374 0.7467 0.030 Uiso 1 1 calc R
C10 C -0.0082(3) 0.3722(3) 0.8088(3) 0.0322(7) Uani 1 1 d .
H10A H 0.0674 0.3537 0.7916 0.039 Uiso 1 1 calc R
H10B H -0.0267 0.4424 0.7766 0.039 Uiso 1 1 calc R
C11 C -0.1196(3) 0.3988(3) 0.9556(3) 0.0326(7) Uani 1 1 d .
H11A H -0.1425 0.4700 0.9286 0.039 Uiso 1 1 calc R
H11B H -0.1191 0.3984 1.0373 0.039 Uiso 1 1 calc R
C12 C -0.1982(3) 0.3193(3) 0.7863(3) 0.0311(7) Uani 1 1 d .
H12A H -0.2516 0.2656 0.7533 0.037 Uiso 1 1 calc R
H12B H -0.2229 0.3882 0.7542 0.037 Uiso 1 1 calc R
C90 C 0.6041(3) 0.9518(3) 0.6729(3) 0.0284(7) Uani 1 1 d .
H90 H 0.6278 0.9246 0.7496 0.034 Uiso 1 1 calc R
Cl1 Cl 0.69533(8) 0.90149(8) 0.58289(8) 0.0424(2) Uani 1 1 d .
Cl2 Cl 0.61243(9) 1.09001(8) 0.67538(8) 0.0460(2) Uani 1 1 d .
Cl3 Cl 0.46621(7) 0.91106(7) 0.63108(7) 0.0373(2) 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'
P P 0.1023 0.0942 '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'
Pd Pd -0.9988 1.0072 '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'
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
P1 Pd1 P1 180.0 3_557 .
P1 Pd1 S1 93.04(3) 3_557 3_557
P1 Pd1 S1 86.96(3) . 3_557
P1 Pd1 S1 86.96(3) 3_557 .
P1 Pd1 S1 93.04(3) . .
S1 Pd1 S1 180.0 3_557 .
C1 S1 Pd1 107.50(9) . .
C7 P1 C9 98.80(14) . .
C7 P1 C8 98.52(15) . .
C9 P1 C8 97.75(14) . .
C7 P1 Pd1 122.30(10) . .
C9 P1 Pd1 116.92(10) . .
C8 P1 Pd1 117.94(11) . .
C8 N1 C12 111.3(3) . .
C8 N1 C11 111.4(3) . .
C12 N1 C11 108.2(3) . .
C12 N2 C10 108.2(3) . .
C12 N2 C9 111.4(3) . .
C10 N2 C9 110.9(2) . .
C10 N3 C11 108.6(2) . .
C10 N3 C7 110.9(2) . .
C11 N3 C7 111.1(3) . .
C1 N4 C5 115.7(2) . .
C2 N5 C1 116.8(2) . .
N4 C1 N5 126.3(3) . .
N4 C1 S1 121.0(2) . .
N5 C1 S1 112.7(2) . .
N5 C2 C4 120.6(3) . .
N5 C2 C3 116.8(3) . .
C4 C2 C3 122.6(3) . .
C5 C4 C2 118.7(3) . .
N4 C5 C4 121.9(3) . .
N4 C5 C6 116.8(3) . .
C4 C5 C6 121.2(3) . .
N3 C7 P1 111.8(2) . .
N1 C8 P1 111.8(2) . .
N2 C9 P1 111.8(2) . .
N3 C10 N2 114.7(3) . .
N3 C11 N1 114.3(3) . .
N2 C12 N1 114.5(2) . .
Cl3 C90 Cl2 110.41(17) . .
Cl3 C90 Cl1 110.88(18) . .
Cl2 C90 Cl1 109.53(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 P1 2.2893(8) 3_557
Pd1 P1 2.2893(8) .
Pd1 S1 2.3300(7) 3_557
Pd1 S1 2.3300(7) .
S1 C1 1.748(3) .
P1 C7 1.838(3) .
P1 C9 1.843(3) .
P1 C8 1.854(3) .
N1 C8 1.463(4) .
N1 C12 1.467(4) .
N1 C11 1.469(4) .
N2 C12 1.466(4) .
N2 C10 1.468(4) .
N2 C9 1.471(4) .
N3 C10 1.465(4) .
N3 C11 1.468(4) .
N3 C7 1.473(4) .
N4 C1 1.342(4) .
N4 C5 1.347(4) .
N5 C2 1.340(4) .
N5 C1 1.353(4) .
C2 C4 1.387(4) .
C2 C3 1.493(4) .
C4 C5 1.375(4) .
C5 C6 1.504(4) .
C90 Cl3 1.760(3) .
C90 Cl2 1.761(4) .
C90 Cl1 1.762(3) .
