#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:35:29 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179978 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/72/7027254.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027254
loop_
_publ_author_name
'Lobana, Tarlok S.'
'Paul, Seema'
'Castineiras, Alfonso'
_publ_section_title
;
 Pyridine-2-thione derivatives of silver(I) and mercury(II): crystal
 structures of dimeric
 [bis(diphenylphosphino)methane][(1-oxo-pyridine-2-thionato)silver(I),
 [2-(benzylsulfanyl)pyridine 1-oxide]dichloromercury(II) and
 phenyl(pyridine-2-thionato)mercury(II) †
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1819
_journal_paper_doi               10.1039/a900405j
_journal_year                    1999
_chemical_formula_sum            'C12 H11 Cl2 Hg N O S'
_chemical_formula_weight         488.77
_chemical_name_systematic
; 
 ? 
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                112.297(6)
_cell_angle_beta                 99.680(6)
_cell_angle_gamma                105.797(6)
_cell_formula_units_Z            2
_cell_length_a                   6.4265(5)
_cell_length_b                   11.1825(11)
_cell_length_c                   11.7128(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      18.159
_cell_measurement_theta_min      9.372
_cell_volume                     713.70(12)
_computing_cell_refinement       'CAD4-Express Software (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4-Express Software (Enraf Nonius, 1994)'
_computing_data_reduction        'GENHKL (Kretschmar, 1997)'
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'MACH3 Enraf Nonius '
_diffrn_measurement_method       omega
_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  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3149
_diffrn_reflns_theta_full        26.28
_diffrn_reflns_theta_max         26.28
_diffrn_reflns_theta_min         2.15
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    11.289
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.528
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.467
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0353P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0650
_reflns_number_gt                2368
_reflns_number_total             2880
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            900405jsup1.cif
_cod_data_source_block           97il04
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Psi-scan' changed to
'psi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0353P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        713.70(10)
_cod_original_sg_symbol_H-M      ' P 1 bar (No. 2)'
_cod_database_code               7027254
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
Hg Hg 0.25550(4) 0.03140(2) 0.90934(2) 0.04737(9) Uani 1 d
Cl1 Cl 0.2896(2) 0.03526(14) 1.11088(13) 0.0499(3) Uani 1 d
Cl2 Cl 0.1740(3) 0.01455(17) 0.70465(15) 0.0631(4) Uani 1 d
S1 S 0.9284(2) 0.31173(14) 1.21214(13) 0.0484(3) Uani 1 d
O1 O 0.5754(6) 0.2722(4) 1.0255(4) 0.0567(10) Uani 1 d
N1 N 0.7582(7) 0.2956(4) 0.9876(4) 0.0393(9) Uani 1 d
C1 C 0.7492(11) 0.2949(6) 0.8715(6) 0.0525(14) Uani 1 d
C2 C 0.9390(12) 0.3204(7) 0.8333(6) 0.0578(15) Uani 1 d
C3 C 1.1451(10) 0.3490(6) 0.9158(6) 0.0502(13) Uani 1 d
C4 C 1.1551(9) 0.3497(5) 1.0339(6) 0.0439(12) Uani 1 d
C5 C 0.9609(8) 0.3225(4) 1.0706(5) 0.0366(10) Uani 1 d
C6 C 1.2235(12) 0.3640(6) 1.3060(6) 0.0549(15) Uani 1 d
C7 C 1.3538(9) 0.5189(5) 1.3673(5) 0.0440(12) Uani 1 d
C8 C 1.5588(11) 0.5711(7) 1.3473(6) 0.0561(15) Uani 1 d
C9 C 1.6806(12) 0.7144(7) 1.4081(6) 0.0647(17) Uani 1 d
C10 C 1.5989(13) 0.8023(7) 1.4855(7) 0.0688(19) Uani 1 d
C11 C 1.3987(14) 0.7531(7) 1.5074(7) 0.0680(18) Uani 1 d
C12 C 1.2750(11) 0.6099(6) 1.4472(6) 0.0537(14) Uani 1 d
H1 H 0.606(10) 0.265(6) 0.826(6) 0.049(16) Uiso 1 d
H2 H 0.939(11) 0.325(6) 0.751(6) 0.064(18) Uiso 1 d
H3 H 1.287(11) 0.358(7) 0.886(7) 0.07(2) Uiso 1 d
H4 H 1.270(8) 0.358(5) 1.082(5) 0.023(12) Uiso 1 d
H8 H 1.625(14) 0.499(9) 1.283(8) 0.12(3) Uiso 1 d
H9 H 1.860(18) 0.745(11) 1.407(10) 0.15(4) Uiso 1 d
H10 H 1.704(11) 0.891(7) 1.518(7) 0.068(19) Uiso 1 d
H11 H 1.340(11) 0.821(7) 1.559(6) 0.069(19) Uiso 1 d
H12 H 1.145(13) 0.589(8) 1.450(8) 0.09(3) Uiso 1 d
H61 H 1.301(10) 0.314(6) 1.247(6) 0.054(17) Uiso 1 d
H62 H 1.231(12) 0.331(7) 1.370(7) 0.08(2) Uiso 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Hg Hg -2.3894 9.2266 '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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
Cl2 Hg Cl1 172.84(5) . . y?
Cl2 Hg O1 98.43(11) . . y?
Cl1 Hg O1 87.17(11) . . y?
Cl2 Hg Cl1 92.46(5) . 2_657 y?
Cl1 Hg Cl1 93.22(4) . 2_657 y?
O1 Hg Cl1 76.09(9) . 2_657 y?
Cl2 Hg S1 90.36(5) . 2_657 y?
Cl1 Hg S1 86.71(4) . 2_657 y?
O1 Hg S1 151.70(9) . 2_657 y?
Cl1 Hg S1 76.71(4) 2_657 2_657 y?
Cl2 Hg Hg 129.04(4) . 2_657 ?
Cl1 Hg Hg 56.51(4) . 2_657 ?
O1 Hg Hg 76.68(10) . 2_657 ?
Cl1 Hg Hg 36.71(2) 2_657 2_657 ?
S1 Hg Hg 76.91(3) 2_657 2_657 ?
Hg Cl1 Cl1 52.25(3) . 2_657 ?
C5 S1 C6 101.6(3) . . ?
C5 S1 O1 58.28(19) . . ?
C6 S1 O1 159.3(2) . . ?
N1 O1 Hg 120.3(3) . . ?
N1 O1 S1 71.8(3) . . ?
Hg O1 S1 117.57(17) . . ?
O1 N1 C1 121.8(4) . . ?
O1 N1 C5 118.0(4) . . ?
C1 N1 C5 120.2(5) . . ?
N1 C1 C2 121.5(5) . . ?
N1 C1 H1 109(4) . . ?
C2 C1 H1 129(4) . . ?
C1 C2 C3 119.3(6) . . ?
C1 C2 H2 123(4) . . ?
C3 C2 H2 117(4) . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 H3 119(4) . . ?
C2 C3 H3 121(4) . . ?
C3 C4 C5 120.6(5) . . ?
C3 C4 H4 122(3) . . ?
C5 C4 H4 117(3) . . ?
N1 C5 C4 119.0(5) . . ?
N1 C5 S1 111.8(4) . . ?
C4 C5 S1 129.1(4) . . ?
C7 C6 S1 113.4(4) . . ?
C7 C6 H61 110(4) . . ?
S1 C6 H61 108(3) . . ?
C7 C6 H62 110(4) . . ?
S1 C6 H62 111(4) . . ?
H61 C6 H62 104(5) . . ?
C12 C7 C8 118.9(6) . . ?
C12 C7 C6 120.6(6) . . ?
C8 C7 C6 120.4(5) . . ?
C7 C8 C9 119.7(6) . . ?
C7 C8 H8 120(5) . . ?
C9 C8 H8 120(5) . . ?
C10 C9 C8 120.4(7) . . ?
C10 C9 H9 124(6) . . ?
C8 C9 H9 114(5) . . ?
C9 C10 C11 120.9(7) . . ?
C9 C10 H10 107(4) . . ?
C11 C10 H10 132(4) . . ?
C10 C11 C12 119.4(7) . . ?
C10 C11 H11 118(4) . . ?
C12 C11 H11 122(4) . . ?
C7 C12 C11 120.7(7) . . ?
C7 C12 H12 124(6) . . ?
C11 C12 H12 114(6) . . ?
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
Hg Cl2 2.2889(16) . y?
Hg Cl1 2.3164(14) . y?
Hg O1 2.568(4) . y?
Hg Cl1 3.2317(14) 2_657 y?
Hg S1 3.3116(14) 2_657 y?
Hg Hg 3.8688(5) 2_657 y?
Cl1 Cl1 4.081(3) 2_657 y?
S1 C5 1.750(5) . ?
S1 C6 1.831(7) . ?
S1 O1 2.679(4) . ?
O1 N1 1.320(5) . ?
N1 C1 1.348(8) . ?
N1 C5 1.368(6) . ?
C1 C2 1.363(9) . ?
C1 H1 0.88(6) . ?
C2 C3 1.376(9) . ?
C2 H2 0.99(6) . ?
C3 C4 1.371(8) . ?
C3 H3 1.02(7) . ?
C4 C5 1.381(7) . ?
C4 H4 0.81(5) . ?
C6 C7 1.510(8) . ?
C6 H61 1.00(6) . ?
C6 H62 0.95(7) . ?
C7 C12 1.373(8) . ?
C7 C8 1.386(9) . ?
C8 C9 1.397(10) . ?
C8 H8 1.11(9) . ?
C9 C10 1.352(10) . ?
C9 H9 1.12(11) . ?
C10 C11 1.362(11) . ?
C10 H10 0.92(7) . ?
C11 C12 1.398(9) . ?
C11 H11 0.99(7) . ?
C12 H12 0.81(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_4
Cl2 Hg Cl1 Cl1 142.4(4) . 2_657
O1 Hg Cl1 Cl1 -75.88(9) . 2_657
S1 Hg Cl1 Cl1 76.47(4) 2_657 2_657
Hg Hg Cl1 Cl1 0.0 2_657 2_657
Cl2 Hg O1 N1 -58.1(4) . .
Cl1 Hg O1 N1 126.4(4) . .
Cl1 Hg O1 N1 32.3(3) 2_657 .
S1 Hg O1 N1 48.7(5) 2_657 .
Hg Hg O1 N1 70.1(3) 2_657 .
Cl2 Hg O1 S1 -142.28(15) . .
Cl1 Hg O1 S1 42.21(15) . .
Cl1 Hg O1 S1 -51.82(14) 2_657 .
S1 Hg O1 S1 -35.5(3) 2_657 .
Hg Hg O1 S1 -14.01(13) 2_657 .
C5 S1 O1 N1 1.4(3) . .
C6 S1 O1 N1 16.2(7) . .
C5 S1 O1 Hg 116.8(2) . .
C6 S1 O1 Hg 131.5(6) . .
Hg O1 N1 C1 67.1(5) . .
S1 O1 N1 C1 178.9(5) . .
Hg O1 N1 C5 -113.6(4) . .
S1 O1 N1 C5 -1.7(3) . .
O1 N1 C1 C2 179.4(5) . .
C5 N1 C1 C2 0.1(8) . .
N1 C1 C2 C3 -0.7(9) . .
C1 C2 C3 C4 0.8(9) . .
C2 C3 C4 C5 -0.2(8) . .
O1 N1 C5 C4 -178.9(4) . .
C1 N1 C5 C4 0.5(7) . .
O1 N1 C5 S1 2.7(5) . .
C1 N1 C5 S1 -177.9(4) . .
C3 C4 C5 N1 -0.4(7) . .
C3 C4 C5 S1 177.7(4) . .
C6 S1 C5 N1 -176.1(3) . .
O1 S1 C5 N1 -1.4(3) . .
C6 S1 C5 C4 5.7(5) . .
O1 S1 C5 C4 -179.6(5) . .
C5 S1 C6 C7 76.8(5) . .
O1 S1 C6 C7 64.1(9) . .
S1 C6 C7 C12 55.5(7) . .
S1 C6 C7 C8 -126.7(5) . .
C12 C7 C8 C9 -0.1(9) . .
C6 C7 C8 C9 -178.0(5) . .
C7 C8 C9 C10 -0.5(10) . .
C8 C9 C10 C11 1.0(11) . .
C9 C10 C11 C12 -1.0(11) . .
C8 C7 C12 C11 0.2(9) . .
C6 C7 C12 C11 178.0(6) . .
C10 C11 C12 C7 0.4(10) . .
