#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/68/2236813.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_2236813
loop_
_publ_author_name
'Wattanakanjana, Yupa'
'Pakawatchai, Chaveng'
'Kowittheeraphong, Sukanya'
'Nimthong, Ruthairat'
_publ_section_title
;
 Bis(μ-4,6-dimethylpyrimidine-2-thiolato)-κ³N,S:S;κ³S:N,S-bis[(triphenylphosphane-κP)silver(I)]
;
_journal_coeditor_code           BH2464
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1572
_journal_page_last               m1573
_journal_paper_doi               10.1107/S1600536812048210
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Ag2 (C6 H7 N2 S)2 (C18 H15 P)2]'
_chemical_formula_moiety         'C48 H44 Ag2 N4 P2 S2'
_chemical_formula_sum            'C48 H44 Ag2 N4 P2 S2'
_chemical_formula_weight         1018.67
_chemical_name_systematic
;
Bis(μ-4,6-dimethylpyrimidine-2-thiolato)-κ³N,S:S;
κ³S:N,S-bis[(triphenylphosphane-κP)silver(I)]
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.4830(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.7050(5)
_cell_length_b                   15.3084(7)
_cell_length_c                   12.5331(6)
_cell_measurement_reflns_used    8845
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.303
_cell_measurement_theta_min      2.202
_cell_volume                     2226.62(18)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω 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  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26686
_diffrn_reflns_theta_full        28.34
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    1.083
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     266
_refine_ls_number_reflns         5568
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0481P)²+0.8969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                4798
_reflns_number_total             5568
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2464.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2236813
_cod_database_fobs_code          2236813
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
C C1 0.64391(17) 0.09032(14) -0.12789(17) 0.0376(4) Uani d . 1 1
C C2 0.6887(2) 0.20334(17) -0.2336(2) 0.0512(6) Uani d . 1 1
C C3 0.6524(3) 0.26179(17) -0.1622(2) 0.0578(7) Uani d . 1 1
C C4 0.6137(2) 0.23054(15) -0.07073(19) 0.0457(5) Uani d . 1 1
C C5 0.7338(4) 0.2323(2) -0.3350(3) 0.0798(10) Uani d . 1 1
H H5A 0.7548 0.1820 -0.3739 0.120 Uiso calc R 1 1
H H5B 0.8003 0.2687 -0.3168 0.120 Uiso calc R 1 1
H H5C 0.6752 0.2647 -0.3790 0.120 Uiso calc R 1 1
C C6 0.5799(3) 0.28888(19) 0.0155(2) 0.0673(8) Uani d . 1 1
H H6A 0.5556 0.2540 0.0721 0.101 Uiso calc R 1 1
H H6B 0.5177 0.3261 -0.0141 0.101 Uiso calc R 1 1
H H6C 0.6446 0.3241 0.0440 0.101 Uiso calc R 1 1
C C21 0.69001(19) 0.17384(14) 0.30847(17) 0.0390(4) Uani d . 1 1
C C22 0.5829(2) 0.21344(18) 0.3033(2) 0.0525(6) Uani d . 1 1
H H22 0.5174 0.1845 0.2712 0.063 Uiso calc R 1 1
C C23 0.5735(3) 0.2965(2) 0.3463(2) 0.0662(8) Uani d . 1 1
H H23 0.5015 0.3229 0.3427 0.079 Uiso calc R 1 1
C C24 0.6690(3) 0.33977(17) 0.3938(2) 0.0654(8) Uani d . 1 1
H H24 0.6618 0.3951 0.4230 0.079 Uiso calc R 1 1
C C25 0.7747(3) 0.30172(18) 0.3984(2) 0.0620(7) Uani d . 1 1
H H25 0.8396 0.3314 0.4304 0.074 Uiso calc R 1 1
C C26 0.7861(2) 0.21889(17) 0.3557(2) 0.0533(6) Uani d . 1 1
H H26 0.8587 0.1936 0.3588 0.064 Uiso calc R 1 1
C C31 0.66300(17) -0.00663(15) 0.36218(17) 0.0384(4) Uani d . 1 1
C C32 0.6224(2) -0.08985(19) 0.3347(2) 0.0581(6) Uani d . 1 1
H H32 0.6112 -0.1070 0.2630 0.070 Uiso calc R 1 1
C C33 0.5986(3) -0.1472(2) 0.4139(3) 0.0799(10) Uani d . 1 1
H H33 0.5735 -0.2035 0.3955 0.096 Uiso calc R 1 1
C C34 0.6118(3) -0.1213(3) 0.5202(3) 0.0781(10) Uani d . 1 1
H H34 0.5955 -0.1602 0.5732 0.094 Uiso calc R 1 1
C C35 0.6487(3) -0.0385(2) 0.5481(2) 0.0698(9) Uani d . 1 1
H H35 0.6559 -0.0207 0.6196 0.084 Uiso calc R 1 1
C C36 0.6751(2) 0.0184(2) 0.4697(2) 0.0530(6) Uani d . 1 1
H H36 0.7013 0.0743 0.4890 0.064 Uiso calc R 1 1
N N1 0.60828(16) 0.14406(12) -0.05384(15) 0.0397(4) Uani d . 1 1
N N2 0.68507(17) 0.11646(13) -0.21745(15) 0.0452(4) Uani d . 1 1
H H3 0.665(3) 0.318(2) -0.173(2) 0.064(8) Uiso d . 1 1
C C11 0.84851(19) 0.04687(14) 0.2463(2) 0.0406(5) Uani d . 1 1
C C12 0.8906(3) 0.0742(2) 0.1534(2) 0.0591(7) Uani d . 1 1
H H12 0.8425 0.1018 0.0987 0.071 Uiso calc R 1 1
C C13 1.0069(3) 0.0597(2) 0.1432(3) 0.0782(11) Uani d . 1 1
H H13 1.0360 0.0783 0.0815 0.094 Uiso calc R 1 1
C C14 1.0778(3) 0.0188(2) 0.2223(4) 0.0801(11) Uani d . 1 1
H H14 1.1547 0.0093 0.2143 0.096 Uiso calc R 1 1
C C15 1.0368(2) -0.0081(2) 0.3123(3) 0.0726(9) Uani d . 1 1
H H15 1.0858 -0.0362 0.3658 0.087 Uiso calc R 1 1
C C16 0.9221(2) 0.00566(18) 0.3264(2) 0.0531(6) Uani d . 1 1
H H16 0.8950 -0.0127 0.3892 0.064 Uiso calc R 1 1
Ag Ag1 0.570898(16) 0.048363(12) 0.086830(13) 0.04660(8) Uani d . 1 1
P P1 0.69618(5) 0.06407(4) 0.25410(4) 0.03501(12) Uani d . 1 1
S S1 0.35819(5) 0.02130(4) 0.09946(5) 0.04512(14) Uani d . 1 1
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'
Ag Ag -0.8971 1.1015 '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'
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
N2 C1 N1 . . 125.0(2)
N2 C1 S1 . 3_655 118.66(17)
N1 C1 S1 . 3_655 116.31(15)
N2 C2 C3 . . 121.8(2)
N2 C2 C5 . . 116.1(3)
C3 C2 C5 . . 122.1(3)
C2 C3 C4 . . 118.8(2)
C2 C3 H3 . . 117.6(19)
C4 C3 H3 . . 123(2)
N1 C4 C3 . . 120.1(2)
N1 C4 C6 . . 116.9(2)
C3 C4 C6 . . 122.9(2)
C2 C5 H5A . . 109.5
C2 C5 H5B . . 109.5
H5A C5 H5B . . 109.5
C2 C5 H5C . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
C4 C6 H6A . . 109.5
C4 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C4 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
C26 C21 C22 . . 118.8(2)
C26 C21 P1 . . 123.42(18)
C22 C21 P1 . . 117.80(19)
C21 C22 C23 . . 119.9(3)
C21 C22 H22 . . 120.1
C23 C22 H22 . . 120.1
C24 C23 C22 . . 120.7(3)
C24 C23 H23 . . 119.7
C22 C23 H23 . . 119.7
C25 C24 C23 . . 119.8(3)
C25 C24 H24 . . 120.1
C23 C24 H24 . . 120.1
C24 C25 C26 . . 120.4(3)
C24 C25 H25 . . 119.8
C26 C25 H25 . . 119.8
C21 C26 C25 . . 120.4(3)
C21 C26 H26 . . 119.8
C25 C26 H26 . . 119.8
C32 C31 C36 . . 118.8(2)
C32 C31 P1 . . 117.53(18)
C36 C31 P1 . . 123.68(19)
C33 C32 C31 . . 120.0(3)
C33 C32 H32 . . 120.0
C31 C32 H32 . . 120.0
C34 C33 C32 . . 120.3(3)
C34 C33 H33 . . 119.9
C32 C33 H33 . . 119.9
C35 C34 C33 . . 120.3(3)
C35 C34 H34 . . 119.9
C33 C34 H34 . . 119.9
C34 C35 C36 . . 119.7(3)
C34 C35 H35 . . 120.2
C36 C35 H35 . . 120.2
C35 C36 C31 . . 120.9(3)
C35 C36 H36 . . 119.6
C31 C36 H36 . . 119.6
C4 N1 C1 . . 117.93(19)
C4 N1 Ag1 . . 137.84(16)
C1 N1 Ag1 . . 103.78(13)
C1 N2 C2 . . 116.3(2)
C12 C11 C16 . . 119.3(2)
C12 C11 P1 . . 117.4(2)
C16 C11 P1 . . 123.23(18)
C11 C12 C13 . . 119.0(3)
C11 C12 H12 . . 120.5
C13 C12 H12 . . 120.5
C14 C13 C12 . . 120.9(3)
C14 C13 H13 . . 119.5
C12 C13 H13 . . 119.5
C15 C14 C13 . . 120.1(3)
C15 C14 H14 . . 120.0
C13 C14 H14 . . 120.0
C14 C15 C16 . . 121.0(3)
C14 C15 H15 . . 119.5
C16 C15 H15 . . 119.5
C11 C16 C15 . . 119.7(3)
C11 C16 H16 . . 120.2
C15 C16 H16 . . 120.2
N1 Ag1 P1 . . 115.73(5)
N1 Ag1 S1 . . 114.96(5)
P1 Ag1 S1 . . 116.81(2)
N1 Ag1 S1 . 3_655 60.73(5)
P1 Ag1 S1 . 3_655 123.56(2)
S1 Ag1 S1 . 3_655 112.912(15)
N1 Ag1 Ag1 . 3_655 84.41(5)
P1 Ag1 Ag1 . 3_655 155.550(17)
S1 Ag1 Ag1 . 3_655 60.342(16)
S1 Ag1 Ag1 3_655 3_655 52.570(14)
C31 P1 C11 . . 105.11(10)
C31 P1 C21 . . 104.39(10)
C11 P1 C21 . . 103.96(10)
C31 P1 Ag1 . . 115.14(7)
C11 P1 Ag1 . . 115.39(8)
C21 P1 Ag1 . . 111.66(7)
C1 S1 Ag1 3_655 . 102.21(7)
C1 S1 Ag1 3_655 3_655 79.07(7)
Ag1 S1 Ag1 . 3_655 67.088(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 N2 . 1.339(3)
C1 N1 . 1.346(3)
C1 S1 3_655 1.746(2)
C2 N2 . 1.347(3)
C2 C3 . 1.372(4)
C2 C5 . 1.505(3)
C3 C4 . 1.373(3)
C3 H3 . 0.89(3)
C4 N1 . 1.343(3)
C4 C6 . 1.495(4)
C5 H5A . 0.9600
C5 H5B . 0.9600
C5 H5C . 0.9600
C6 H6A . 0.9600
C6 H6B . 0.9600
C6 H6C . 0.9600
C21 C26 . 1.385(3)
C21 C22 . 1.387(3)
C21 P1 . 1.818(2)
C22 C23 . 1.391(4)
C22 H22 . 0.9300
C23 C24 . 1.367(5)
C23 H23 . 0.9300
C24 C25 . 1.362(5)
C24 H24 . 0.9300
C25 C26 . 1.390(4)
C25 H25 . 0.9300
C26 H26 . 0.9300
C31 C32 . 1.387(4)
C31 C36 . 1.390(3)
C31 P1 . 1.815(2)
C32 C33 . 1.380(4)
C32 H32 . 0.9300
C33 C34 . 1.379(5)
C33 H33 . 0.9300
C34 C35 . 1.370(5)
C34 H34 . 0.9300
C35 C36 . 1.377(4)
C35 H35 . 0.9300
C36 H36 . 0.9300
N1 Ag1 . 2.3763(18)
C11 C12 . 1.386(3)
C11 C16 . 1.387(4)
C11 P1 . 1.818(2)
C12 C13 . 1.401(4)
C12 H12 . 0.9300
C13 C14 . 1.360(6)
C13 H13 . 0.9300
C14 C15 . 1.346(5)
C14 H14 . 0.9300
C15 C16 . 1.393(4)
C15 H15 . 0.9300
C16 H16 . 0.9300
Ag1 P1 . 2.4088(6)
Ag1 S1 . 2.5492(6)
Ag1 S1 3_655 2.7897(6)
Ag1 Ag1 3_655 2.9569(4)
S1 C1 3_655 1.746(2)
S1 Ag1 3_655 2.7897(6)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C14 H14 S1 1_655 0.93 2.94 3.801(3) 154.2 yes
C14 H14 N2 3_755 0.93 2.69 3.471(4) 142.5 yes
C35 H35 N2 1_556 0.93 2.93 3.756(4) 150.5 yes
