#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/86/2018621.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_2018621
loop_
_publ_author_name
'Traeger, J.'
'Kelling, A.'
'Schilde, U.'
'Holdt, H.-J.'
_publ_section_title
;
 rac-1-[(2-Methoxyethyl)sulfanyl]-2-[(2-methoxyethyl)sulfinyl]benzene
 and its PdCl₂ complex
;
_journal_coeditor_code           FA3283
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m238
_journal_page_last               m241
_journal_paper_doi               10.1107/S0108270112032192
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Pd Cl2 (C12 H18 O3 S2)]'
_chemical_formula_moiety         'C12 H18 Cl2 O3 Pd S2'
_chemical_formula_sum            'C12 H18 Cl2 O3 Pd S2'
_chemical_formula_weight         451.68
_chemical_melting_point_gt       455
_chemical_melting_point_lt       456
_chemical_name_systematic
;
rac-dichlorido{1-[(2-methoxyethyl)sulfanyl]-2-[(2-
methoxyethyl)sulfinyl]benzene-κ²S,S'}palladium(II)
;
_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                 96.416(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6595(5)
_cell_length_b                   12.9818(7)
_cell_length_c                   12.2828(8)
_cell_measurement_reflns_used    10870
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      29.66
_cell_measurement_theta_min      1.56
_cell_volume                     1689.04(16)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2011)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2011)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2009)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997), based on ORTEPIII
(Burnett & Johnson, 1996)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      210(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       'ω scan, Δω = 1°'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'fine-focus sealed X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10614
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.664
_exptl_absorpt_correction_T_max  0.8968
_exptl_absorpt_correction_T_min  0.8199
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-SHAPE; Stoe & Cie, 2011)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.776
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.392
_refine_ls_extinction_coef       0.0052(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2973
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0212
_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)+(0.0375P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0523
_refine_ls_wR_factor_ref         0.0540
_reflns_number_gt                2571
_reflns_number_total             2973
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa3283.cif
_cod_data_source_block           II
_cod_original_cell_volume        1689.04(15)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2018621
_cod_database_fobs_code          2018621
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_type_symbol
_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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6020(2) 0.65338(19) 0.7083(2) 0.0339(5) Uani d . 1 1 . .
C C2 0.6188(2) 0.70384(18) 0.8082(2) 0.0349(6) Uani d . 1 1 . .
C C3 0.7396(3) 0.7301(2) 0.8545(3) 0.0485(7) Uani d . 1 1 . .
H H3 0.7517 0.7630 0.9221 0.058 Uiso calc R 1 1 . .
C C4 0.8409(3) 0.7066(3) 0.7988(3) 0.0605(9) Uani d . 1 1 . .
H H4 0.9222 0.7229 0.8297 0.073 Uiso calc R 1 1 . .
C C5 0.8234(3) 0.6593(3) 0.6983(3) 0.0626(10) Uani d . 1 1 . .
H H5 0.8929 0.6461 0.6609 0.075 Uiso calc R 1 1 . .
C C6 0.7036(3) 0.6309(2) 0.6514(3) 0.0484(7) Uani d . 1 1 . .
H H6 0.6921 0.5977 0.5839 0.058 Uiso calc R 1 1 . .
C C7 0.4431(3) 0.48078(19) 0.6701(2) 0.0411(6) Uani d D 1 1 . .
H H7A 0.3587 0.4568 0.6448 0.049 Uiso calc PR 0.51 1 A 1
H H7B 0.5003 0.4499 0.6233 0.049 Uiso calc PR 0.51 1 A 1
H H7C 0.5199 0.4508 0.6484 0.049 Uiso d PR 0.49 1 . .
H H7D 0.3724 0.4526 0.6229 0.049 Uiso d PR 0.49 1 . .
C C10 0.4874(3) 0.8756(2) 0.8654(2) 0.0484(7) Uani d . 1 1 . .
H H10A 0.4121 0.9025 0.8930 0.058 Uiso calc R 1 1 . .
H H10B 0.5597 0.9024 0.9117 0.058 Uiso calc R 1 1 . .
C C11 0.4920(4) 0.9150(2) 0.7532(3) 0.0598(9) Uani d . 1 1 . .
H H11A 0.4950 0.9897 0.7545 0.072 Uiso calc R 1 1 . .
H H11B 0.5677 0.8901 0.7248 0.072 Uiso calc R 1 1 . .
C C12 0.3852(9) 0.9213(4) 0.5798(4) 0.157(3) Uani d . 1 1 . .
H H12A 0.3922 0.9950 0.5820 0.235 Uiso calc R 1 1 . .
H H12B 0.3070 0.9021 0.5382 0.235 Uiso calc R 1 1 . .
H H12C 0.4544 0.8929 0.5460 0.235 Uiso calc R 1 1 . .
Cl Cl1 0.15133(6) 0.63419(6) 0.63733(5) 0.04489(17) Uani d . 1 1 B .
Cl Cl2 0.19145(7) 0.74338(5) 0.88979(5) 0.04498(17) Uani d . 1 1 B .
O O1 0.43262(19) 0.63931(17) 0.53435(14) 0.0466(5) Uani d . 1 1 . .
O O3 0.3879(3) 0.88304(18) 0.6868(2) 0.0899(10) Uani d . 1 1 . .
Pd Pd1 0.318552(16) 0.685109(12) 0.761851(14) 0.02647(8) Uani d . 1 1 . .
S S1 0.44711(6) 0.61825(4) 0.65221(4) 0.03019(14) Uani d . 1 1 B .
S S2 0.48669(6) 0.73508(5) 0.87884(5) 0.03579(15) Uani d . 1 1 B .
C C8 0.4772(10) 0.4422(12) 0.7840(8) 0.050(3) Uani d PD 0.504(7) 1 B 1
H H8A 0.4377 0.4838 0.8362 0.060 Uiso calc PR 0.504(7) 1 B 1
H H8B 0.4509 0.3712 0.7906 0.060 Uiso calc PR 0.504(7) 1 B 1
O O2 0.6097(5) 0.4506(4) 0.8020(4) 0.0500(15) Uani d PD 0.504(7) 1 B 1
C C9 0.648(2) 0.4126(10) 0.9068(13) 0.066(4) Uani d PD 0.504(7) 1 B 1
H H9A 0.6259 0.3412 0.9104 0.099 Uiso calc PR 0.504(7) 1 B 1
H H9B 0.6077 0.4509 0.9598 0.099 Uiso calc PR 0.504(7) 1 B 1
H H9C 0.7383 0.4198 0.9222 0.099 Uiso calc PR 0.504(7) 1 B 1
C C81 0.4313(13) 0.4511(11) 0.7870(9) 0.054(3) Uani d PD 0.496(7) 1 B 2
H H81A 0.3495 0.4743 0.8045 0.065 Uiso calc PR 0.496(7) 1 B 2
H H81B 0.4313 0.3765 0.7910 0.065 Uiso calc PR 0.496(7) 1 B 2
O O21 0.5236(5) 0.4879(3) 0.8698(3) 0.0533(17) Uani d PD 0.496(7) 1 B 2
C C91 0.6399(16) 0.4369(13) 0.8777(17) 0.084(6) Uani d PD 0.496(7) 1 B 2
H H91A 0.6695 0.4340 0.8068 0.127 Uiso calc PR 0.496(7) 1 B 2
H H91B 0.6301 0.3683 0.9045 0.127 Uiso calc PR 0.496(7) 1 B 2
H H91C 0.7001 0.4736 0.9274 0.127 Uiso calc PR 0.496(7) 1 B 2
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'
Cl Cl 0.1484 0.1585 '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'
Pd Pd -0.9988 1.0072 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 121.1(2) y
C6 C1 S1 119.7(2) y
C2 C1 S1 119.17(19) y
C1 C2 C3 120.0(3) y
C1 C2 S2 120.59(19) y
C3 C2 S2 119.4(2) ?
C4 C3 C2 119.0(3) ?
C4 C3 H3 120.5 ?
C2 C3 H3 120.5 ?
C5 C4 C3 120.7(3) ?
C5 C4 H4 119.6 ?
C3 C4 H4 119.6 ?
C4 C5 C6 121.2(3) ?
C4 C5 H5 119.4 ?
C6 C5 H5 119.4 ?
C1 C6 C5 117.9(3) ?
C1 C6 H6 121.0 ?
C5 C6 H6 121.0 ?
C8 C7 C81 19.5(7) ?
C8 C7 S1 116.2(6) ?
C81 C7 S1 112.1(6) ?
C8 C7 H7A 108.2 ?
C81 C7 H7A 92.9 ?
S1 C7 H7A 108.2 ?
C8 C7 H7B 108.2 ?
C81 C7 H7B 125.7 ?
S1 C7 H7B 108.2 ?
H7A C7 H7B 107.4 ?
C8 C7 H7C 89.9 ?
C81 C7 H7C 108.8 ?
S1 C7 H7C 109.4 ?
H7A C7 H7C 124.3 ?
H7B C7 H7C 20.9 ?
C8 C7 H7D 121.7 ?
C81 C7 H7D 109.4 ?
S1 C7 H7D 109.2 ?
H7A C7 H7D 19.2 ?
H7B C7 H7D 89.3 ?
H7C C7 H7D 107.9 ?
C11 C10 S2 115.5(2) ?
C11 C10 H10A 108.4 ?
S2 C10 H10A 108.4 ?
C11 C10 H10B 108.4 ?
S2 C10 H10B 108.4 ?
H10A C10 H10B 107.5 ?
O3 C11 C10 110.0(3) ?
O3 C11 H11A 109.7 ?
C10 C11 H11A 109.7 ?
O3 C11 H11B 109.7 ?
C10 C11 H11B 109.7 ?
H11A C11 H11B 108.2 ?
O3 C12 H12A 109.5 ?
O3 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
O3 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
C11 O3 C12 112.5(4) ?
S1 Pd1 S2 89.91(2) y
S1 Pd1 Cl1 88.24(2) y
S2 Pd1 Cl1 177.96(3) y
S1 Pd1 Cl2 174.30(2) y
S2 Pd1 Cl2 87.55(3) y
Cl1 Pd1 Cl2 94.37(3) y
O1 S1 C1 109.05(12) y
O1 S1 C7 107.73(12) y
C1 S1 C7 103.94(13) y
O1 S1 Pd1 121.76(8) y
C1 S1 Pd1 106.04(9) y
C7 S1 Pd1 106.93(10) y
C2 S2 C10 99.88(14) y
C2 S2 Pd1 103.79(9) y
C10 S2 Pd1 103.85(9) y
O2 C8 C7 104.8(8) ?
O2 C8 H8A 110.8 ?
C7 C8 H8A 110.8 ?
O2 C8 H8B 110.8 ?
C7 C8 H8B 110.8 ?
H8A C8 H8B 108.9 ?
C9 O2 C8 107.8(11) ?
O21 C81 C7 118.2(10) ?
O21 C81 H81A 107.7 ?
C7 C81 H81A 107.7 ?
O21 C81 H81B 107.7 ?
C7 C81 H81B 107.7 ?
H81A C81 H81B 107.1 ?
C91 O21 C81 115.4(11) ?
O21 C91 H91A 109.5 ?
O21 C91 H91B 109.5 ?
H91A C91 H91B 109.5 ?
O21 C91 H91C 109.5 ?
H91A C91 H91C 109.5 ?
H91B C91 H91C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 1.384(4) ?
C1 C2 1.384(4) y
C1 S1 1.777(2) y
C2 C3 1.391(4) ?
C2 S2 1.781(3) y
C3 C4 1.375(5) ?
C3 H3 0.9300 ?
C4 C5 1.373(6) ?
C4 H4 0.9300 ?
C5 C6 1.391(5) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 C8 1.492(10) ?
C7 C81 1.505(11) ?
C7 S1 1.799(3) ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C7 H7C 0.9700 ?
C7 H7D 0.9700 ?
C10 C11 1.476(4) ?
C10 S2 1.832(3) ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 O3 1.367(4) y
C11 H11A 0.9700 ?
C11 H11B 0.9700 ?
C12 O3 1.402(5) ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
Cl1 Pd1 2.3117(6) y
Cl2 Pd1 2.3137(7) y
O1 S1 1.4644(18) ?
Pd1 S1 2.2040(6) y
Pd1 S2 2.2632(6) y
C8 O2 1.409(11) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
O2 C9 1.397(12) ?
C9 H9A 0.9600 ?
C9 H9B 0.9600 ?
C9 H9C 0.9600 ?
C81 O21 1.416(13) ?
C81 H81A 0.9700 ?
C81 H81B 0.9700 ?
O21 C91 1.400(15) ?
C91 H91A 0.9600 ?
C91 H91B 0.9600 ?
C91 H91C 0.9600 ?
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_publ_flag
C6 C1 C2 C3 -1.9(4) ?
S1 C1 C2 C3 178.68(19) ?
C6 C1 C2 S2 178.4(2) ?
S1 C1 C2 S2 -1.0(3) y
C1 C2 C3 C4 1.0(4) ?
S2 C2 C3 C4 -179.4(2) y
C2 C3 C4 C5 1.0(4) ?
C3 C4 C5 C6 -2.1(5) ?
C2 C1 C6 C5 0.8(4) ?
S1 C1 C6 C5 -179.8(2) y
C4 C5 C6 C1 1.2(4) ?
S2 C10 C11 O3 61.3(4) ?
C10 C11 O3 C12 177.9(4) ?
C6 C1 S1 O1 -41.0(2) ?
C2 C1 S1 O1 138.4(2) y
C6 C1 S1 C7 73.7(2) y
C2 C1 S1 C7 -106.9(2) ?
C6 C1 S1 Pd1 -173.74(19) ?
C2 C1 S1 Pd1 5.7(2) ?
C8 C7 S1 O1 170.4(5) y
C81 C7 S1 O1 -168.7(6) ?
C8 C7 S1 C1 54.8(5) ?
C81 C7 S1 C1 75.7(6) ?
C8 C7 S1 Pd1 -57.1(5) ?
C81 C7 S1 Pd1 -36.2(6) ?
S2 Pd1 S1 O1 -131.51(11) ?
Cl1 Pd1 S1 O1 47.62(11) ?
Cl2 Pd1 S1 O1 164.9(3) ?
S2 Pd1 S1 C1 -6.23(8) ?
Cl1 Pd1 S1 C1 172.90(9) ?
Cl2 Pd1 S1 C1 -69.8(3) ?
S2 Pd1 S1 C7 104.23(10) ?
Cl1 Pd1 S1 C7 -76.64(10) ?
Cl2 Pd1 S1 C7 40.6(3) ?
C1 C2 S2 C10 -111.1(2) y
C3 C2 S2 C10 69.2(2) ?
C1 C2 S2 Pd1 -4.1(2) ?
C3 C2 S2 Pd1 176.26(19) ?
C11 C10 S2 C2 50.9(3) ?
C11 C10 S2 Pd1 -56.0(3) ?
S1 Pd1 S2 C2 5.75(8) ?
Cl1 Pd1 S2 C2 -19.4(7) ?
Cl2 Pd1 S2 C2 -179.36(8) ?
S1 Pd1 S2 C10 109.79(11) ?
Cl1 Pd1 S2 C10 84.6(7) ?
Cl2 Pd1 S2 C10 -75.32(11) ?
C81 C7 C8 O2 -159(4) ?
S1 C7 C8 O2 -76.2(10) ?
C7 C8 O2 C9 -178.3(9) ?
C8 C7 C81 O21 50(3) ?
S1 C7 C81 O21 -56.6(11) ?
C7 C81 O21 C91 -76.7(14) ?
