#------------------------------------------------------------------------------
#$Date: 2019-03-05 09:52:05 +0100 (mar 05 de mar de 2019) $
#$Revision: 213973 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/46/7204688.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_7204688
loop_
_publ_author_name
'Sing Lai, Chian'
'Tiekink, Edward R. T.'
_publ_section_title
;
 Supramolecular association in organomercury(ii) 1,1-dithiolates.
 Complementarity between Hg?S and hydrogen bonding interactions in
 organomercury(ii) 2-amino-cyclopent-1-ene-1-carbodithioates
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              253
_journal_paper_doi               10.1039/b305363f
_journal_volume                  5
_journal_year                    2003
_chemical_formula_sum            'C12 H13 Hg N S2'
_chemical_formula_weight         435.94
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.1294(7)
_cell_length_b                   8.9365(6)
_cell_length_c                   25.7799(16)
_cell_measurement_reflns_used    5101
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      30.0
_cell_measurement_theta_min      2.4
_cell_volume                     2564.0(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SHELXTL (Bruker, 2000)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'Bruker SHEXLTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'PATTY in DIRDIF92 (Beurskens et al., 1992)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker AXS SMART CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.058
_diffrn_reflns_av_sigmaI/netI    0.046
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            19879
_diffrn_reflns_theta_full        30.0
_diffrn_reflns_theta_max         30.0
_diffrn_reflns_theta_min         2.4
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    12.302
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Bruker, 2000 & Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.00
_refine_diff_density_min         -2.33
_refine_diff_density_rms         0.211
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3738
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.06
_refine_ls_R_factor_all          0.047
_refine_ls_R_factor_gt           0.032
_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)+(0.0360P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.068
_refine_ls_wR_factor_ref         0.073
_reflns_number_gt                2964
_reflns_number_total             3738
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b305363f.txt
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7204688
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.153610(13) 0.232757(18) 0.225855(7) 0.01913(7) Uani 1 1 d . . .
S1 S 0.18696(9) 0.29537(13) 0.31423(5) 0.0239(2) Uani 1 1 d . . .
S2 S 0.39831(9) 0.38974(12) 0.25050(4) 0.0201(2) Uani 1 1 d . . .
N1 N 0.5536(3) 0.5668(4) 0.32631(14) 0.0224(8) Uani 1 1 d . . .
H1A H 0.5429 0.5410 0.2937 0.027 Uiso 1 1 calc R . .
H1B H 0.6156 0.6223 0.3351 0.027 Uiso 1 1 calc R . .
C1 C 0.3276(3) 0.3786(4) 0.30958(15) 0.0134(7) Uani 1 1 d . . .
C2 C 0.3739(3) 0.4349(4) 0.35621(16) 0.0140(8) Uani 1 1 d . . .
C3 C 0.4762(3) 0.5220(4) 0.36219(16) 0.0165(8) Uani 1 1 d . . .
C4 C 0.4894(4) 0.5735(5) 0.41688(18) 0.0270(10) Uani 1 1 d . . .
H4A H 0.4657 0.6798 0.4205 0.032 Uiso 1 1 calc R . .
H4B H 0.5732 0.5614 0.4290 0.032 Uiso 1 1 calc R . .
C5 C 0.4038(4) 0.4711(5) 0.44722(19) 0.0315(11) Uani 1 1 d . . .
H5A H 0.4475 0.3839 0.4616 0.038 Uiso 1 1 calc R . .
H5B H 0.3654 0.5262 0.4761 0.038 Uiso 1 1 calc R . .
C6 C 0.3107(3) 0.4214(5) 0.40769(17) 0.0222(9) Uani 1 1 d . . .
H6A H 0.2855 0.3168 0.4142 0.027 Uiso 1 1 calc R . .
H6B H 0.2390 0.4868 0.4089 0.027 Uiso 1 1 calc R . .
C7 C 0.1401(3) 0.1924(5) 0.14690(17) 0.0180(8) Uani 1 1 d . . .
C8 C 0.2140(4) 0.2701(5) 0.11237(18) 0.0239(9) Uani 1 1 d . . .
H8 H 0.2686 0.3428 0.1253 0.029 Uiso 1 1 calc R . .
C9 C 0.2089(4) 0.2427(5) 0.0595(2) 0.0304(11) Uani 1 1 d . . .
H9 H 0.2607 0.2960 0.0367 0.036 Uiso 1 1 calc R . .
C10 C 0.1301(4) 0.1397(6) 0.0396(2) 0.0399(13) Uani 1 1 d . . .
H10 H 0.1270 0.1208 0.0034 0.048 Uiso 1 1 calc R . .
C11 C 0.0549(4) 0.0635(6) 0.0735(2) 0.0410(13) Uani 1 1 d . . .
H11 H -0.0002 -0.0079 0.0601 0.049 Uiso 1 1 calc R . .
C12 C 0.0589(4) 0.0897(5) 0.1262(2) 0.0289(10) Uani 1 1 d . . .
H12 H 0.0059 0.0372 0.1486 0.035 Uiso 1 1 calc R . .
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'
Hg Hg -2.3894 9.2266 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Hg S1 173.90(11) . . ?
C1 S1 Hg 100.11(14) . . ?
C3 N1 H1A 120.0 . . ?
C3 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C2 C1 S2 124.8(3) . . ?
C2 C1 S1 115.2(3) . . ?
S2 C1 S1 119.9(2) . . ?
C1 C2 C3 126.8(4) . . ?
C1 C2 C6 123.7(3) . . ?
C3 C2 C6 109.3(3) . . ?
N1 C3 C2 128.7(4) . . ?
N1 C3 C4 120.2(3) . . ?
C2 C3 C4 111.1(3) . . ?
C3 C4 C5 103.7(3) . . ?
C3 C4 H4A 111.0 . . ?
C5 C4 H4A 111.0 . . ?
C3 C4 H4B 111.0 . . ?
C5 C4 H4B 111.0 . . ?
H4A C4 H4B 109.0 . . ?
C6 C5 C4 104.8(4) . . ?
C6 C5 H5A 110.8 . . ?
C4 C5 H5A 110.8 . . ?
C6 C5 H5B 110.8 . . ?
C4 C5 H5B 110.8 . . ?
H5A C5 H5B 108.9 . . ?
C2 C6 C5 104.4(3) . . ?
C2 C6 H6A 110.9 . . ?
C5 C6 H6A 110.9 . . ?
C2 C6 H6B 110.9 . . ?
C5 C6 H6B 110.9 . . ?
H6A C6 H6B 108.9 . . ?
C8 C7 C12 117.7(4) . . ?
C8 C7 Hg 119.8(3) . . ?
C12 C7 Hg 122.5(3) . . ?
C7 C8 C9 121.0(4) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C10 C9 C8 120.7(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 118.8(5) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C10 C11 C12 121.1(5) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C11 C12 C7 120.6(4) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
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 C7 2.073(4) . ?
Hg S1 2.3752(12) . ?
S1 C1 1.737(4) . ?
S2 C1 1.717(4) . ?
N1 C3 1.326(5) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
C1 C2 1.401(5) . ?
C2 C3 1.388(5) . ?
C2 C6 1.507(6) . ?
C3 C4 1.490(6) . ?
C4 C5 1.535(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.520(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.397(6) . ?
C7 C12 1.394(6) . ?
C8 C9 1.387(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.371(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.387(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29360460
