#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:01:14 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179499 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/96/4339659.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_4339659
loop_
_publ_author_name
'Räisänen, Minna T'
'Runeberg, Nino'
'Klinga, Martti'
'Nieger, Martin'
'Bolte, Michael'
'Pyykkö, Pekka'
'Leskelä, Markku'
'Repo, Timo'
_publ_section_title
;
 Coordination of pyridinethiols in gold(I) complexes.
;
_journal_issue                   23
_journal_name_full               'Inorganic chemistry'
_journal_page_first              9954
_journal_page_last               9960
_journal_paper_doi               10.1021/ic700453t
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C12 H10 S2'
_chemical_formula_sum            'C12 H10 S2'
_chemical_formula_weight         218.32
_chemical_name_systematic
; 
 diphenyl disulfide 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.569(1)
_cell_length_b                   8.119(2)
_cell_length_c                   23.596(5)
_cell_measurement_reflns_used    2337
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.65
_cell_volume                     1066.9(4)
_computing_cell_refinement       'COLLECT (Nonius-Delft, 2002)'
_computing_data_collection       'COLLECT (Nonius-Delft, 2002)'
_computing_data_reduction        'COLLECT (Nonius-Delft, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0446
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            4109
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    0.453
_exptl_absorpt_correction_T_max  0.9476
_exptl_absorpt_correction_T_min  0.8052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.09(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2337
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0317
_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)+(0.0509P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0808
_reflns_number_gt                2113
_reflns_number_total             2337
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic700453t-file002.cif
_cod_data_source_block           19
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_database_code               4339659
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
S1 S 0.93306(8) 0.22009(7) 0.943232(19) 0.02255(13) Uani 1 1 d .
S2 S 0.61628(8) 0.28825(7) 0.907270(19) 0.02259(13) Uani 1 1 d .
C6 C 0.7939(4) -0.0916(3) 0.90201(8) 0.0219(4) Uani 1 1 d .
H6A H 0.6535 -0.0415 0.8870 0.026 Uiso 1 1 calc R
C5 C 0.8334(4) -0.2601(3) 0.89471(9) 0.0268(5) Uani 1 1 d .
H5A H 0.7188 -0.3250 0.8750 0.032 Uiso 1 1 calc R
C7 C 0.6844(3) 0.3224(2) 0.83391(8) 0.0178(4) Uani 1 1 d .
C2 C 1.1688(4) -0.0707(3) 0.95332(8) 0.0230(4) Uani 1 1 d .
H2A H 1.2830 -0.0061 0.9734 0.028 Uiso 1 1 calc R
C1 C 0.9621(3) 0.0026(3) 0.93147(8) 0.0185(4) Uani 1 1 d .
C3 C 1.2074(4) -0.2384(3) 0.94567(9) 0.0280(5) Uani 1 1 d .
H3A H 1.3480 -0.2886 0.9606 0.034 Uiso 1 1 calc R
C11 C 0.9140(3) 0.2838(3) 0.74874(8) 0.0277(4) Uani 1 1 d .
H11A H 1.0511 0.2401 0.7301 0.033 Uiso 1 1 calc R
C8 C 0.5133(4) 0.4128(3) 0.80344(9) 0.0248(5) Uani 1 1 d .
H8A H 0.3769 0.4576 0.8220 0.030 Uiso 1 1 calc R
C10 C 0.7446(4) 0.3718(3) 0.71789(9) 0.0293(5) Uani 1 1 d .
H10A H 0.7648 0.3877 0.6783 0.035 Uiso 1 1 calc R
C9 C 0.5463(4) 0.4361(3) 0.74541(10) 0.0316(5) Uani 1 1 d .
H9A H 0.4309 0.4971 0.7245 0.038 Uiso 1 1 calc R
C12 C 0.8851(3) 0.2588(3) 0.80656(8) 0.0231(5) Uani 1 1 d .
H12A H 1.0019 0.1986 0.8273 0.028 Uiso 1 1 calc R
C4 C 1.0402(4) -0.3330(3) 0.91623(9) 0.0280(5) Uani 1 1 d .
H4A H 1.0674 -0.4474 0.9108 0.034 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0280(2) 0.0199(3) 0.0198(2) -0.0018(2) -0.00634(17) -0.0007(2)
S2 0.0222(2) 0.0254(3) 0.0202(2) 0.0014(2) 0.00380(17) 0.0041(2)
C6 0.0208(9) 0.0248(11) 0.0202(9) 0.0009(8) -0.0001(8) -0.0003(8)
C5 0.0283(10) 0.0232(13) 0.0289(10) -0.0032(8) 0.0043(8) -0.0093(8)
C7 0.0193(9) 0.0155(11) 0.0185(8) -0.0001(7) -0.0011(7) -0.0025(7)
C2 0.0232(10) 0.0271(12) 0.0186(9) 0.0041(8) -0.0026(7) -0.0023(9)
C1 0.0227(9) 0.0192(11) 0.0135(8) 0.0022(7) 0.0033(7) -0.0009(8)
C3 0.0270(9) 0.0289(13) 0.0281(10) 0.0095(9) 0.0055(8) 0.0063(9)
C11 0.0243(9) 0.0353(12) 0.0235(9) 0.0022(10) 0.0045(8) 0.0001(11)
C8 0.0210(10) 0.0261(13) 0.0273(10) -0.0028(9) -0.0034(8) 0.0064(9)
C10 0.0322(11) 0.0344(14) 0.0212(10) 0.0052(9) -0.0019(9) -0.0050(10)
C9 0.0343(13) 0.0328(14) 0.0277(11) 0.0044(10) -0.0093(10) 0.0060(10)
C12 0.0174(9) 0.0287(13) 0.0230(9) 0.0036(8) 0.0011(7) 0.0038(8)
C4 0.0340(11) 0.0179(11) 0.0320(11) 0.0026(9) 0.0107(9) -0.0015(9)
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'
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
C1 S1 S2 106.34(7)
C7 S2 S1 105.14(6)
C1 C6 C5 119.53(19)
C1 C6 H6A 120.2
C5 C6 H6A 120.2
C4 C5 C6 120.2(2)
C4 C5 H5A 119.9
C6 C5 H5A 119.9
C12 C7 C8 120.18(18)
C12 C7 S2 124.11(14)
C8 C7 S2 115.63(15)
C3 C2 C1 119.8(2)
C3 C2 H2A 120.1
C1 C2 H2A 120.1
C2 C1 C6 120.3(2)
C2 C1 S1 115.90(16)
C6 C1 S1 123.78(15)
C2 C3 C4 120.1(2)
C2 C3 H3A 119.9
C4 C3 H3A 119.9
C12 C11 C10 120.72(19)
C12 C11 H11A 119.6
C10 C11 H11A 119.6
C9 C8 C7 119.05(19)
C9 C8 H8A 120.5
C7 C8 H8A 120.5
C9 C10 C11 119.4(2)
C9 C10 H10A 120.3
C11 C10 H10A 120.3
C10 C9 C8 120.97(19)
C10 C9 H9A 119.5
C8 C9 H9A 119.5
C11 C12 C7 119.70(18)
C11 C12 H12A 120.2
C7 C12 H12A 120.2
C5 C4 C3 120.1(2)
C5 C4 H4A 120.0
C3 C4 H4A 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.795(2)
S1 S2 2.0343(7)
S2 C7 1.7935(19)
C6 C1 1.395(3)
C6 C5 1.396(3)
C6 H6A 0.9500
C5 C4 1.391(3)
C5 H5A 0.9500
C7 C12 1.390(3)
C7 C8 1.401(3)
C2 C3 1.390(3)
C2 C1 1.395(3)
C2 H2A 0.9500
C3 C4 1.393(3)
C3 H3A 0.9500
C11 C12 1.389(3)
C11 C10 1.389(3)
C11 H11A 0.9500
C8 C9 1.395(3)
C8 H8A 0.9500
C10 C9 1.383(3)
C10 H10A 0.9500
C9 H9A 0.9500
C12 H12A 0.9500
C4 H4A 0.9500
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
C1 S1 S2 C7 -84.44(9)
C1 C6 C5 C4 -0.6(3)
S1 S2 C7 C12 19.99(17)
S1 S2 C7 C8 -163.18(15)
C3 C2 C1 C6 0.0(3)
C3 C2 C1 S1 -179.33(15)
C5 C6 C1 C2 0.2(3)
C5 C6 C1 S1 179.55(15)
S2 S1 C1 C2 -179.60(13)
S2 S1 C1 C6 1.07(17)
C1 C2 C3 C4 0.1(3)
C12 C7 C8 C9 0.8(3)
S2 C7 C8 C9 -176.21(18)
C12 C11 C10 C9 0.5(4)
C11 C10 C9 C8 -0.4(4)
C7 C8 C9 C10 -0.2(4)
C10 C11 C12 C7 0.1(3)
C8 C7 C12 C11 -0.7(3)
S2 C7 C12 C11 175.98(17)
C6 C5 C4 C3 0.7(3)
C2 C3 C4 C5 -0.4(3)
