#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:09:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179829 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/25/7012539.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_7012539
loop_
_publ_author_name
'Alpheus N. Mautjana'
'Jörn D. S. Miller'
'A. Gie'
'Susan A. Bourne'
'Klaus R. Koch'
_publ_section_title
;
 Tailoring hydrophilic N,N-dialkyl-N'-acylthioureas suitable for
 Pt(II), Pd(II) and Rh(III) chloride pre-concentration from acid
 aqueous solutions, and their complex separation by reversed-phase HPLC
;
_journal_issue                   10
_journal_name_full               'Dalton Trans.'
_journal_page_first              1952
_journal_page_last               1960
_journal_paper_doi               10.1039/b211885h
_journal_year                    2003
_chemical_formula_moiety         'C22 H38 N4 O2 Pt S2'
_chemical_formula_sum            'C22 H38 N4 O2 Pt S2'
_chemical_formula_weight         649.77
_chemical_melting_point          481(2)
_chemical_name_common
;bis-(N-piperidyl-N'-(2,2-
dimethylpropanoyl)thioureato)platinum(ii)
;
_chemical_name_systematic
; 
bis-(N-piperidyl-N'-(2,2-dimethylpropanoyl)thioureato)platinum(II)
;
_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                 105.20(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.951(2)
_cell_length_b                   15.235(3)
_cell_length_c                   18.358(4)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      23
_cell_measurement_theta_min      -23
_cell_volume                     2685.8(10)
_computing_cell_refinement       'Nonius CAD4 software'
_computing_data_collection       'Nonius CAD4 software'
_computing_data_reduction        'Nonius CAD4 software'
_computing_molecular_graphics    PLUTO
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Nonius CAD4 diffractometer'
_diffrn_measurement_method       'ω - 2θ'
_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  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21204
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        20
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.404
_exptl_absorpt_correction_T_max  0.9962
_exptl_absorpt_correction_T_min  0.5387
_exptl_absorpt_correction_type   'empirical via \y scans'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.779
_refine_diff_density_min         -1.757
_refine_diff_density_rms         0.129
_refine_ls_extinction_coef       0.00280(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5902
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.661
_refine_ls_shift/su_mean         0.074
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0459P)²+3.8184P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0827
_reflns_number_gt                5195
_reflns_number_total             5902
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b211885h.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '206 - 210 oC' was changed to
'481(2)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        2685.7(9)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7012539
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.035012(14) 0.985322(10) 0.149611(7) 0.02542(8) Uani 1 1 d . . .
S1A S -0.14850(12) 0.99210(7) 0.04926(6) 0.0313(2) Uani 1 1 d . . .
O1 O 0.2012(4) 0.9886(2) 0.2418(2) 0.0425(8) Uani 1 1 d . . .
S1 S -0.03188(11) 0.84967(7) 0.17203(6) 0.0365(2) Uani 1 1 d . . .
O1A O 0.1063(3) 1.1052(2) 0.13325(16) 0.0394(7) Uani 1 1 d . . .
N1A N -0.0607(3) 1.1624(2) 0.02984(19) 0.0311(7) Uani 1 1 d . . .
N2 N 0.1097(4) 0.7178(3) 0.2480(2) 0.0427(9) Uani 1 1 d . . .
N2A N -0.2591(4) 1.1122(3) -0.0504(2) 0.0387(9) Uani 1 1 d . . .
C1A C -0.1509(4) 1.0950(3) 0.0096(2) 0.0281(8) Uani 1 1 d . . .
N1 N 0.2034(4) 0.8490(3) 0.29276(19) 0.0372(8) Uani 1 1 d . . .
C1 C 0.1053(4) 0.8049(3) 0.2414(2) 0.0326(9) Uani 1 1 d . . .
C2A C 0.0558(4) 1.1626(3) 0.0845(2) 0.0301(8) Uani 1 1 d . . .
C8 C 0.3467(5) 0.9633(4) 0.3633(3) 0.0470(12) Uani 1 1 d . . .
C2 C 0.2383(4) 0.9318(3) 0.2928(2) 0.0328(9) Uani 1 1 d . . .
C8A C 0.1457(5) 1.2459(3) 0.0902(2) 0.0411(10) Uani 1 1 d . . .
C7A C -0.3708(4) 1.0500(3) -0.0829(3) 0.0419(10) Uani 1 1 d . . .
H7A1 H -0.3549 0.9954 -0.0547 0.050 Uiso 1 1 calc R . .
H7A2 H -0.3716 1.0374 -0.1348 0.050 Uiso 1 1 calc R . .
C3A C -0.2759(5) 1.1965(3) -0.0899(3) 0.0479(12) Uani 1 1 d . . .
H3A1 H -0.2739 1.1876 -0.1419 0.057 Uiso 1 1 calc R . .
H3A2 H -0.1994 1.2351 -0.0661 0.057 Uiso 1 1 calc R . .
C3 C 0.2185(6) 0.6721(3) 0.3067(3) 0.0536(13) Uani 1 1 d . . .
H3A H 0.1748 0.6357 0.3373 0.064 Uiso 1 1 calc R . .
H3B H 0.2766 0.7150 0.3395 0.064 Uiso 1 1 calc R . .
C4A C -0.4133(6) 1.2387(4) -0.0876(3) 0.0602(14) Uani 1 1 d . . .
H4A1 H -0.4109 1.2535 -0.0359 0.072 Uiso 1 1 calc R . .
H4A2 H -0.4263 1.2926 -0.1168 0.072 Uiso 1 1 calc R . .
C6A C -0.5099(5) 1.0885(4) -0.0802(3) 0.0567(14) Uani 1 1 d . . .
H6A1 H -0.5122 1.0952 -0.0280 0.068 Uiso 1 1 calc R . .
H6A2 H -0.5839 1.0486 -0.1046 0.068 Uiso 1 1 calc R . .
C5A C -0.5344(5) 1.1774(5) -0.1193(4) 0.0713(17) Uani 1 1 d . . .
H5A1 H -0.5457 1.1697 -0.1731 0.086 Uiso 1 1 calc R . .
H5A2 H -0.6194 1.2030 -0.1124 0.086 Uiso 1 1 calc R . .
C4 C 0.3066(6) 0.6162(4) 0.2703(4) 0.0673(16) Uani 1 1 d . . .
H4A H 0.3767 0.5861 0.3090 0.081 Uiso 1 1 calc R . .
H4B H 0.3539 0.6531 0.2418 0.081 Uiso 1 1 calc R . .
C9A C 0.2306(8) 1.2609(5) 0.1701(3) 0.089(3) Uani 1 1 d . . .
H9A1 H 0.1696 1.2660 0.2026 0.134 Uiso 1 1 calc R . .
H9A2 H 0.2837 1.3139 0.1725 0.134 Uiso 1 1 calc R . .
H9A3 H 0.2928 1.2123 0.1861 0.134 Uiso 1 1 calc R . .
C5 C 0.2178(8) 0.5496(5) 0.2184(4) 0.079(2) Uani 1 1 d . . .
H5A H 0.1783 0.5089 0.2477 0.095 Uiso 1 1 calc R . .
H5B H 0.2750 0.5165 0.1927 0.095 Uiso 1 1 calc R . .
C11A C 0.2303(10) 1.2372(6) 0.0361(5) 0.123(4) Uani 1 1 d . . .
H11A H 0.1705 1.2278 -0.0135 0.184 Uiso 1 1 calc R . .
H11B H 0.2924 1.1883 0.0501 0.184 Uiso 1 1 calc R . .
H11C H 0.2833 1.2899 0.0364 0.184 Uiso 1 1 calc R . .
C10A C 0.0525(9) 1.3270(5) 0.0708(6) 0.129(4) Uani 1 1 d . . .
H10A H -0.0027 1.3325 0.1063 0.193 Uiso 1 1 calc R . .
H10B H -0.0077 1.3210 0.0208 0.193 Uiso 1 1 calc R . .
H10C H 0.1094 1.3783 0.0731 0.193 Uiso 1 1 calc R . .
C7 C 0.0167(5) 0.6563(3) 0.1978(3) 0.0496(12) Uani 1 1 d . . .
H7A H -0.0512 0.6886 0.1597 0.060 Uiso 1 1 calc R . .
H7B H -0.0330 0.6216 0.2266 0.060 Uiso 1 1 calc R . .
C6 C 0.0999(8) 0.5960(4) 0.1598(3) 0.0691(17) Uani 1 1 d . . .
H6A H 0.1394 0.6300 0.1258 0.083 Uiso 1 1 calc R . .
H6B H 0.0383 0.5523 0.1301 0.083 Uiso 1 1 calc R . .
C10 C 0.3068(15) 0.9331(10) 0.4313(4) 0.216(9) Uani 1 1 d . . .
H10D H 0.2200 0.9597 0.4327 0.324 Uiso 1 1 calc R . .
H10E H 0.3777 0.9496 0.4756 0.324 Uiso 1 1 calc R . .
H10F H 0.2968 0.8704 0.4298 0.324 Uiso 1 1 calc R . .
C9 C 0.3543(13) 1.0596(6) 0.3671(6) 0.193(8) Uani 1 1 d . . .
H9A H 0.2643 1.0830 0.3664 0.290 Uiso 1 1 calc R . .
H9B H 0.3828 1.0817 0.3245 0.290 Uiso 1 1 calc R . .
H9C H 0.4206 1.0771 0.4128 0.290 Uiso 1 1 calc R . .
C11 C 0.4779(8) 0.9230(13) 0.3635(8) 0.248(11) Uani 1 1 d . . .
H11D H 0.4670 0.8604 0.3609 0.373 Uiso 1 1 calc R . .
H11E H 0.5464 0.9385 0.4091 0.373 Uiso 1 1 calc R . .
H11F H 0.5076 0.9432 0.3208 0.373 Uiso 1 1 calc R . .
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'
Pt Pt -1.7033 8.3905 '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'
S S 0.1246 0.1234 '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'
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
_geom_angle_publ_flag
O1A Pt1 O1 81.95(12) . . ?
O1A Pt1 S1A 94.53(8) . . ?
O1 Pt1 S1A 175.89(10) . . ?
O1A Pt1 S1 176.63(9) . . ?
O1 Pt1 S1 94.93(9) . . ?
S1A Pt1 S1 88.63(4) . . ?
C1A S1A Pt1 107.95(13) . . ?
C2 O1 Pt1 128.2(3) . . ?
C1 S1 Pt1 106.33(15) . . ?
C2A O1A Pt1 130.3(3) . . ?
C2A N1A C1A 126.8(3) . . ?
C1 N2 C7 125.5(4) . . ?
C1 N2 C3 122.2(4) . . ?
C7 N2 C3 112.1(4) . . ?
C1A N2A C3A 122.5(4) . . ?
C1A N2A C7A 124.5(4) . . ?
C3A N2A C7A 113.0(3) . . ?
N1A C1A N2A 114.1(4) . . ?
N1A C1A S1A 129.8(3) . . ?
N2A C1A S1A 116.1(3) . . ?
C2 N1 C1 128.7(4) . . ?
N2 C1 N1 115.7(4) . . ?
N2 C1 S1 117.1(3) . . ?
N1 C1 S1 127.0(3) . . ?
O1A C2A N1A 130.3(4) . . ?
O1A C2A C8A 114.1(3) . . ?
N1A C2A C8A 115.6(4) . . ?
C11 C8 C9 113.0(10) . . ?
C11 C8 C10 107.9(11) . . ?
C9 C8 C10 107.0(9) . . ?
C11 C8 C2 107.9(5) . . ?
C9 C8 C2 111.7(4) . . ?
C10 C8 C2 109.3(5) . . ?
O1 C2 N1 129.6(4) . . ?
O1 C2 C8 114.7(4) . . ?
N1 C2 C8 115.6(4) . . ?
C11A C8A C9A 113.5(6) . . ?
C11A C8A C10A 109.6(7) . . ?
C9A C8A C10A 104.8(6) . . ?
C11A C8A C2A 107.9(4) . . ?
C9A C8A C2A 111.0(4) . . ?
C10A C8A C2A 110.1(4) . . ?
N2A C7A C6A 109.8(4) . . ?
N2A C3A C4A 110.1(4) . . ?
N2 C3 C4 110.1(4) . . ?
C5A C4A C3A 111.0(5) . . ?
C7A C6A C5A 111.3(4) . . ?
C4A C5A C6A 110.7(5) . . ?
C3 C4 C5 110.4(5) . . ?
C4 C5 C6 110.2(5) . . ?
N2 C7 C6 110.2(5) . . ?
C7 C6 C5 111.3(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pt1 O1A 2.010(3) . ?
Pt1 O1 2.033(3) . ?
Pt1 S1A 2.2304(14) . ?
Pt1 S1 2.2422(11) . ?
S1A C1A 1.726(4) . ?
O1 C2 1.258(5) . ?
S1 C1 1.744(4) . ?
O1A C2A 1.257(5) . ?
N1A C2A 1.319(5) . ?
N1A C1A 1.350(5) . ?
N2 C1 1.332(6) . ?
N2 C7 1.462(6) . ?
N2 C3 1.485(6) . ?
N2A C1A 1.349(5) . ?
N2A C3A 1.463(6) . ?
N2A C7A 1.463(6) . ?
N1 C2 1.308(6) . ?
N1 C1 1.345(5) . ?
C2A C8A 1.541(6) . ?
C8 C11 1.441(10) . ?
C8 C9 1.470(10) . ?
C8 C10 1.480(11) . ?
C8 C2 1.528(6) . ?
C8A C11A 1.465(8) . ?
C8A C9A 1.507(7) . ?
C8A C10A 1.530(9) . ?
C7A C6A 1.515(7) . ?
C3A C4A 1.522(7) . ?
C3 C4 1.499(8) . ?
C4A C5A 1.515(8) . ?
C6A C5A 1.522(9) . ?
C4 C5 1.508(9) . ?
C5 C6 1.539(9) . ?
C7 C6 1.523(8) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1A Pt1 S1A C1A -3.83(17) . . . . ?
O1 Pt1 S1A C1A 27.2(15) . . . . ?
S1 Pt1 S1A C1A 177.33(14) . . . . ?
O1A Pt1 O1 C2 177.5(4) . . . . ?
S1A Pt1 O1 C2 146.3(13) . . . . ?
S1 Pt1 O1 C2 -3.8(4) . . . . ?
O1A Pt1 S1 C1 9.6(17) . . . . ?
O1 Pt1 S1 C1 -12.63(19) . . . . ?
S1A Pt1 S1 C1 169.42(15) . . . . ?
O1 Pt1 O1A C2A -174.7(4) . . . . ?
S1A Pt1 O1A C2A 3.2(4) . . . . ?
S1 Pt1 O1A C2A 163.0(14) . . . . ?
C2A N1A C1A N2A -177.6(4) . . . . ?
C2A N1A C1A S1A 2.9(6) . . . . ?
C3A N2A C1A N1A 0.2(6) . . . . ?
C7A N2A C1A N1A -179.8(4) . . . . ?
C3A N2A C1A S1A 179.8(3) . . . . ?
C7A N2A C1A S1A -0.2(6) . . . . ?
Pt1 S1A C1A N1A 2.1(4) . . . . ?
Pt1 S1A C1A N2A -177.3(3) . . . . ?
C7 N2 C1 N1 -178.3(4) . . . . ?
C3 N2 C1 N1 -1.8(6) . . . . ?
C7 N2 C1 S1 5.8(6) . . . . ?
C3 N2 C1 S1 -177.8(4) . . . . ?
C2 N1 C1 N2 167.7(4) . . . . ?
C2 N1 C1 S1 -16.8(7) . . . . ?
Pt1 S1 C1 N2 -160.0(3) . . . . ?
Pt1 S1 C1 N1 24.6(4) . . . . ?
Pt1 O1A C2A N1A 1.2(7) . . . . ?
Pt1 O1A C2A C8A -178.5(3) . . . . ?
C1A N1A C2A O1A -5.4(7) . . . . ?
C1A N1A C2A C8A 174.4(4) . . . . ?
Pt1 O1 C2 N1 17.9(7) . . . . ?
Pt1 O1 C2 C8 -166.2(3) . . . . ?
C1 N1 C2 O1 -9.0(8) . . . . ?
C1 N1 C2 C8 175.1(4) . . . . ?
C11 C8 C2 O1 -107.2(10) . . . . ?
C9 C8 C2 O1 17.5(9) . . . . ?
C10 C8 C2 O1 135.7(9) . . . . ?
C11 C8 C2 N1 69.3(11) . . . . ?
C9 C8 C2 N1 -166.0(8) . . . . ?
C10 C8 C2 N1 -47.8(9) . . . . ?
O1A C2A C8A C11A 96.6(6) . . . . ?
N1A C2A C8A C11A -83.2(6) . . . . ?
O1A C2A C8A C9A -28.2(6) . . . . ?
N1A C2A C8A C9A 152.0(5) . . . . ?
O1A C2A C8A C10A -143.8(6) . . . . ?
N1A C2A C8A C10A 36.4(7) . . . . ?
C1A N2A C7A C6A 120.7(5) . . . . ?
C3A N2A C7A C6A -59.3(5) . . . . ?
C1A N2A C3A C4A -120.8(5) . . . . ?
C7A N2A C3A C4A 59.2(6) . . . . ?
C1 N2 C3 C4 -116.3(5) . . . . ?
C7 N2 C3 C4 60.6(6) . . . . ?
N2A C3A C4A C5A -55.3(6) . . . . ?
N2A C7A C6A C5A 55.6(6) . . . . ?
C3A C4A C5A C6A 53.1(7) . . . . ?
C7A C6A C5A C4A -53.5(7) . . . . ?
N2 C3 C4 C5 -58.7(6) . . . . ?
C3 C4 C5 C6 55.5(7) . . . . ?
C1 N2 C7 C6 118.8(5) . . . . ?
C3 N2 C7 C6 -57.9(5) . . . . ?
N2 C7 C6 C5 54.1(6) . . . . ?
C4 C5 C6 C7 -53.3(7) . . . . ?
