#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/41/2014193.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2014193
loop_
_publ_author_name
'Westra, Arjan N.'
'Esterhuysen, Catharine'
'Koch, Klaus R.'
_publ_section_title
;Intramolecular hydrogen-bond-directed coordination:
 trans-bis(N-benzoyl-N'-propylthiourea-κS)diiodoplatinum(II)
 and
 trans-bis(N-benzoyl-N'-propylthiourea-κS)dibromoplatinum(II)
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m395
_journal_page_last               m398
_journal_paper_doi               10.1107/S0108270104014933
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Pt I2 (C11 H14 N2 O1 S1)2]'
_chemical_formula_moiety         'C22 H28 I2 N4 O2 Pt S2'
_chemical_formula_sum            'C22 H28 I2 N4 O2 Pt S2'
_chemical_formula_weight         893.49
_chemical_name_common
;
trans-bis(N-propyl-N'-benzoylthiourea)diiodoplatinum(II)
;
_chemical_name_systematic
;
trans-diiodobis(N-propyl-N'-benzoylthiourea-\kS)platinum(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                67.7250(10)
_cell_angle_beta                 74.7420(10)
_cell_angle_gamma                70.4680(10)
_cell_formula_units_Z            1
_cell_length_a                   7.3485(4)
_cell_length_b                   10.2458(6)
_cell_length_c                   10.5738(6)
_cell_measurement_reflns_used    7162
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     685.76(7)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 1999)'
_computing_publication_material  X-SEED
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7162
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    7.545
_exptl_absorpt_correction_T_max  0.28
_exptl_absorpt_correction_T_min  0.13
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.164
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.852
_refine_diff_density_min         -0.592
_refine_ls_extinction_coef       0.0036(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0151
_refine_ls_R_factor_gt           0.0151
_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/[σ²(Fo²)+(0.0174P)²+0.2796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0373
_refine_ls_wR_factor_ref         0.0373
_reflns_number_gt                2673
_reflns_number_total             2682
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1636.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2014193
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Pt1 0.5000 0.0000 0.0000 0.01248(6) Uani d S 1 . . Pt
I1 0.84105(2) -0.050892(16) -0.154830(16) 0.01674(6) Uani d . 1 . . I
S1 0.34518(9) 0.13826(6) -0.19142(6) 0.01675(13) Uani d . 1 . . S
O1 0.3762(3) -0.19915(19) -0.38308(19) 0.0222(4) Uani d . 1 . . O
N1 0.4385(3) -0.1234(2) -0.2266(2) 0.0162(4) Uani d . 1 . . N
N2 0.2555(3) 0.0733(2) -0.3808(2) 0.0154(4) Uani d . 1 . . N
C1 0.5718(4) -0.3794(3) -0.2169(3) 0.0158(5) Uani d . 1 . . C
C2 0.5683(4) -0.4889(3) -0.2630(3) 0.0179(5) Uani d . 1 . . C
H1 0.4941 -0.4651 -0.3337 0.021 Uiso calc R 1 . . H
C3 0.6715(4) -0.6317(3) -0.2068(3) 0.0209(6) Uani d . 1 . . C
H2 0.6663 -0.7059 -0.2378 0.025 Uiso calc R 1 . . H
C4 0.7826(4) -0.6670(3) -0.1053(3) 0.0206(6) Uani d . 1 . . C
H3 0.8546 -0.7651 -0.0673 0.025 Uiso calc R 1 . . H
C5 0.7885(4) -0.5582(3) -0.0594(3) 0.0198(5) Uani d . 1 . . C
H4 0.8651 -0.5824 0.0100 0.024 Uiso calc R 1 . . H
C6 0.6833(4) -0.4145(3) -0.1139(3) 0.0180(5) Uani d . 1 . . C
H5 0.6868 -0.3407 -0.0817 0.022 Uiso calc R 1 . . H
C7 0.4550(4) -0.2285(3) -0.2833(3) 0.0169(5) Uani d . 1 . . C
C8 0.3454(3) 0.0235(3) -0.2730(2) 0.0136(5) Uani d . 1 . . C
C9 0.1445(4) 0.2251(3) -0.4347(3) 0.0163(5) Uani d . 1 . . C
H8 0.2351 0.2887 -0.4764 0.020 Uiso calc R 1 . . H
H9 0.0530 0.2565 -0.3579 0.020 Uiso calc R 1 . . H
C10 0.0308(4) 0.2413(3) -0.5426(3) 0.0183(5) Uani d . 1 . . C
H10 -0.0618 0.1793 -0.4999 0.022 Uiso calc R 1 . . H
H11 0.1224 0.2069 -0.6177 0.022 Uiso calc R 1 . . H
C11 -0.0818(4) 0.3991(3) -0.6033(3) 0.0229(6) Uani d . 1 . . C
H12 -0.1801 0.4308 -0.5305 0.034 Uiso calc R 1 . . H
H13 -0.1467 0.4069 -0.6768 0.034 Uiso calc R 1 . . H
H14 0.0089 0.4613 -0.6417 0.034 Uiso calc R 1 . . H
H6 0.492(4) -0.146(3) -0.162(3) 0.008(7) Uiso d . 1 . . H
H7 0.257(4) 0.013(3) -0.417(3) 0.009(6) Uiso d . 1 . . H
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'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S1 Pt1 S1 2_655 . 180.0 no
S1 Pt1 I1 2_655 2_655 92.033(17) no
S1 Pt1 I1 . 2_655 87.967(17) no
S1 Pt1 I1 2_655 . 87.967(17) no
S1 Pt1 I1 . . 92.033(17) yes
I1 Pt1 I1 2_655 . 180.0 yes
C8 S1 Pt1 . . 108.10(8) yes
C7 N1 C8 . . 127.3(2) yes
C7 N1 H6 . . 118.6(19) no
C8 N1 H6 . . 114.0(19) no
C8 N2 C9 . . 123.5(2) no
C8 N2 H7 . . 117.9(17) no
C9 N2 H7 . . 118.5(17) no
C2 C1 C6 . . 119.5(2) no
C2 C1 C7 . . 116.7(2) no
C6 C1 C7 . . 123.8(2) no
C3 C2 C1 . . 120.6(2) no
C3 C2 H1 . . 119.7 no
C1 C2 H1 . . 119.7 no
C2 C3 C4 . . 120.1(2) no
C2 C3 H2 . . 119.9 no
C4 C3 H2 . . 119.9 no
C3 C4 C5 . . 119.8(2) no
C3 C4 H3 . . 120.1 no
C5 C4 H3 . . 120.1 no
C6 C5 C4 . . 120.6(2) no
C6 C5 H4 . . 119.7 no
C4 C5 H4 . . 119.7 no
C5 C6 C1 . . 119.5(2) no
C5 C6 H5 . . 120.3 no
C1 C6 H5 . . 120.3 no
O1 C7 N1 . . 121.4(2) yes
O1 C7 C1 . . 121.8(2) no
N1 C7 C1 . . 116.8(2) no
N2 C8 N1 . . 118.8(2) yes
N2 C8 S1 . . 120.49(18) yes
N1 C8 S1 . . 120.67(18) no
N2 C9 C10 . . 110.4(2) no
N2 C9 H8 . . 109.6 no
C10 C9 H8 . . 109.6 no
N2 C9 H9 . . 109.6 no
C10 C9 H9 . . 109.6 no
H8 C9 H9 . . 108.1 no
C9 C10 C11 . . 111.5(2) no
C9 C10 H10 . . 109.3 no
C11 C10 H10 . . 109.3 no
C9 C10 H11 . . 109.3 no
C11 C10 H11 . . 109.3 no
H10 C10 H11 . . 108.0 no
C10 C11 H12 . . 109.5 no
C10 C11 H13 . . 109.5 no
H12 C11 H13 . . 109.5 no
C10 C11 H14 . . 109.5 no
H12 C11 H14 . . 109.5 no
H13 C11 H14 . . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pt1 S1 2_655 2.3148(6) no
Pt1 S1 . 2.3148(6) yes
Pt1 I1 2_655 2.61667(19) no
Pt1 I1 . 2.61667(19) yes
S1 C8 . 1.701(2) yes
O1 C7 . 1.226(3) yes
N1 C7 . 1.377(3) yes
N1 C8 . 1.380(3) yes
N1 H6 . 0.80(3) no
N2 C8 . 1.314(3) yes
N2 C9 . 1.461(3) no
N2 H7 . 0.84(3) no
C1 C2 . 1.393(3) no
C1 C6 . 1.400(4) no
C1 C7 . 1.492(3) no
C2 C3 . 1.380(4) no
C2 H1 . 0.9500 no
C3 C4 . 1.385(4) no
C3 H2 . 0.9500 no
C4 C5 . 1.391(4) no
C4 H3 . 0.9500 no
C5 C6 . 1.388(4) no
C5 H4 . 0.9500 no
C6 H5 . 0.9500 no
C9 C10 . 1.515(3) no
C9 H8 . 0.9900 no
C9 H9 . 0.9900 no
C10 C11 . 1.519(3) no
C10 H10 . 0.9900 no
C10 H11 . 0.9900 no
C11 H12 . 0.9800 no
C11 H13 . 0.9800 no
C11 H14 . 0.9800 no
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_publ_flag
N2 H7 O1 0.84(3) 1.98(3) 2.639(3) 134(2) y
N1 H6 I1 0.80(3) 3.06(3) 3.600(2) 127(2) y
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_site_symmetry_1
_geom_torsion
_geom_torsion_publ_flag
S1 Pt1 S1 C8 2_655 103(6) no
I1 Pt1 S1 C8 2_655 -109.67(9) no
I1 Pt1 S1 C8 . 70.33(9) no
C6 C1 C2 C3 . 0.8(4) no
C7 C1 C2 C3 . -179.7(2) no
C1 C2 C3 C4 . -1.1(4) no
C2 C3 C4 C5 . 0.6(4) no
C3 C4 C5 C6 . 0.2(4) no
C4 C5 C6 C1 . -0.5(4) no
C2 C1 C6 C5 . 0.0(4) no
C7 C1 C6 C5 . -179.4(2) no
C8 N1 C7 O1 . -3.2(4) no
C8 N1 C7 C1 . 177.2(2) no
C2 C1 C7 O1 . -7.3(4) no
C6 C1 C7 O1 . 172.1(2) no
C2 C1 C7 N1 . 172.2(2) yes
C6 C1 C7 N1 . -8.3(4) no
C9 N2 C8 N1 . 177.0(2) no
C9 N2 C8 S1 . -2.5(3) no
C7 N1 C8 N2 . 2.1(4) yes
C7 N1 C8 S1 . -178.4(2) yes
Pt1 S1 C8 N2 . 175.87(17) no
Pt1 S1 C8 N1 . -3.7(2) no
C8 N2 C9 C10 . -170.2(2) yes
N2 C9 C10 C11 . -178.4(2) no
