#------------------------------------------------------------------------------
#$Date: 2023-03-01 10:18:14 +0200 (Wed, 01 Mar 2023) $
#$Revision: 281188 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/67/8106785.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_8106785
loop_
_publ_author_name
'Wang, Peizhi'
'Zeng, Huahui'
'Wu, Xiangxiang'
_publ_section_title
;
 The second polymorph of triethylammonium
 2,4,6-trisulfanylidene-1,3,5-triazinan-1-ide, C9H18N4S3
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              61
_journal_page_last               63
_journal_paper_doi               10.1515/ncrs-2014-9138
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C6 H16 N, C3 H2 N3 S3'
_chemical_formula_sum            'C9 H18 N4 S3'
_chemical_formula_weight         278.45
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 98.293(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.8444(3)
_cell_length_b                   15.7980(5)
_cell_length_c                   14.1803(4)
_cell_measurement_temperature    296(2)
_cell_volume                     2847.32(14)
_computing_cell_refinement       'Bruker SMART [4]'
_computing_data_collection       'Bruker SMART [4]'
_computing_data_reduction        'Bruker SAINT [4]'
_computing_molecular_graphics    'Bruker SHELXTL [5]'
_computing_publication_material  'Bruker SHELXTL [5]'
_computing_structure_refinement  'Bruker SHELXTL [5]'
_computing_structure_solution    'Bruker SHELXTL [5]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0207
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13621
_diffrn_reflns_theta_full        27.58
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       colorless
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6579
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0510
_refine_ls_shift/su_max          0.087
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0645P)²+1.1676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1466
_reflns_number_gt                4735
_reflns_number_total             6579
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2014-9138_suppl.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      'P2(1)/c  '
_cod_database_code               8106785
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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
S1 S 0.68466(5) 0.12886(5) 0.00357(5) 0.0534(2) Uani 1 1 d . . .
C1 C 0.80581(19) 0.09770(16) 0.05150(18) 0.0417(5) Uani 1 1 d . . .
N1 N 0.89232(16) 0.12565(13) 0.01821(15) 0.0451(5) Uani 1 1 d . . .
S2 S 1.09725(5) 0.13404(5) 0.02222(6) 0.0594(2) Uani 1 1 d . . .
C2 C 0.91021(19) 0.01758(15) 0.17583(18) 0.0409(5) Uani 1 1 d . . .
N2 N 0.99451(16) 0.04690(13) 0.13803(15) 0.0424(5) Uani 1 1 d D . .
H2 H 1.0555(12) 0.0327(19) 0.164(2) 0.064 Uiso 1 1 d D . .
S3 S 0.92109(6) -0.03944(5) 0.27461(6) 0.0585(2) Uani 1 1 d . . .
C3 C 0.98661(19) 0.10015(16) 0.06119(17) 0.0416(5) Uani 1 1 d . . .
N3 N 0.81654(16) 0.04279(13) 0.12726(16) 0.0441(5) Uani 1 1 d D . .
H3 H 0.7604(15) 0.0293(19) 0.148(2) 0.066 Uiso 1 1 d D . .
S4 S 0.63874(6) 0.02075(6) 0.26842(6) 0.0657(2) Uani 1 1 d . . .
C4 C 0.5128(2) 0.03323(17) 0.21762(19) 0.0479(6) Uani 1 1 d . . .
N4 N 0.43332(16) 0.01389(16) 0.26449(16) 0.0513(6) Uani 1 1 d . . .
S5 S 0.37445(6) 0.11787(5) -0.03062(5) 0.0535(2) Uani 1 1 d . . .
C5 C 0.39637(18) 0.07989(15) 0.07926(17) 0.0403(5) Uani 1 1 d . . .
N5 N 0.49408(16) 0.06437(14) 0.12591(15) 0.0459(5) Uani 1 1 d D . .
H5 H 0.5479(16) 0.076(2) 0.098(2) 0.069 Uiso 1 1 d D . .
S6 S 0.22892(6) 0.00516(6) 0.27428(6) 0.0621(2) Uani 1 1 d . . .
C6 C 0.3346(2) 0.02759(17) 0.22170(19) 0.0454(6) Uani 1 1 d . . .
N6 N 0.31891(16) 0.06264(14) 0.13169(15) 0.0449(5) Uani 1 1 d D . .
H6 H 0.2553(11) 0.0696(19) 0.105(2) 0.067 Uiso 1 1 d D . .
C7 C 0.8759(3) 0.2031(2) 0.8076(2) 0.0713(9) Uani 1 1 d . . .
H7A H 0.9252 0.1627 0.7876 0.086 Uiso 1 1 calc R . .
H7B H 0.8254 0.1718 0.8386 0.086 Uiso 1 1 calc R . .
N7 N 0.9346(2) 0.26284(16) 0.87827(18) 0.0635(7) Uani 1 1 d D . .
H7 H 0.965(3) 0.2287(19) 0.922(2) 0.095 Uiso 1 1 d D . .
N8 N 0.4374(3) 0.1429(2) 0.6133(3) 0.0914(10) Uani 1 1 d D . .
H8 H 0.428(4) 0.0948(16) 0.639(3) 0.137 Uiso 1 1 d D . .
C8 C 0.8190(4) 0.2461(3) 0.7211(3) 0.1038(14) Uani 1 1 d . . .
H8A H 0.7837 0.2044 0.6786 0.156 Uiso 1 1 calc R . .
H8B H 0.8685 0.2765 0.6893 0.156 Uiso 1 1 calc R . .
H8C H 0.7682 0.2848 0.7399 0.156 Uiso 1 1 calc R . .
C9 C 1.0190(3) 0.3137(2) 0.8416(3) 0.0841(11) Uani 1 1 d . . .
H9A H 0.9856 0.3539 0.7951 0.101 Uiso 1 1 calc R . .
H9B H 1.0563 0.3459 0.8942 0.101 Uiso 1 1 calc R . .
C10 C 1.0972(4) 0.2638(3) 0.7968(3) 0.0982(13) Uani 1 1 d . . .
H10A H 1.1474 0.3015 0.7751 0.147 Uiso 1 1 calc R . .
H10B H 1.0616 0.2326 0.7436 0.147 Uiso 1 1 calc R . .
H10C H 1.1330 0.2252 0.8427 0.147 Uiso 1 1 calc R . .
C11 C 0.8616(3) 0.3179(2) 0.9237(3) 0.0795(10) Uani 1 1 d . . .
H11A H 0.8058 0.2830 0.9424 0.095 Uiso 1 1 calc R . .
H11B H 0.8295 0.3585 0.8770 0.095 Uiso 1 1 calc R . .
C12 C 0.9140(4) 0.3652(3) 1.0098(3) 0.1139(16) Uani 1 1 d . . .
H12A H 0.8628 0.3996 1.0349 0.171 Uiso 1 1 calc R . .
H12B H 0.9686 0.4006 0.9919 0.171 Uiso 1 1 calc R . .
H12C H 0.9438 0.3255 1.0574 0.171 Uiso 1 1 calc R . .
C13 C 0.5185(6) 0.1976(4) 0.6726(5) 0.155(2) Uani 1 1 d . . .
H13A H 0.5856 0.1683 0.6811 0.186 Uiso 1 1 calc R . .
H13B H 0.5270 0.2497 0.6384 0.186 Uiso 1 1 calc R . .
C14 C 0.4904(7) 0.2185(5) 0.7672(4) 0.196(4) Uani 1 1 d . . .
H14A H 0.5450 0.2525 0.8018 0.294 Uiso 1 1 calc R . .
H14B H 0.4826 0.1672 0.8018 0.294 Uiso 1 1 calc R . .
H14C H 0.4254 0.2494 0.7594 0.294 Uiso 1 1 calc R . .
C15 C 0.3344(5) 0.1814(4) 0.6119(6) 0.173(3) Uani 1 1 d . . .
H15A H 0.3352 0.2396 0.5902 0.208 Uiso 1 1 calc R . .
H15B H 0.3142 0.1809 0.6752 0.208 Uiso 1 1 calc R . .
C16 C 0.2523(6) 0.1251(5) 0.5386(5) 0.188(3) Uani 1 1 d . . .
H16A H 0.1827 0.1481 0.5357 0.282 Uiso 1 1 calc R . .
H16B H 0.2528 0.0676 0.5607 0.282 Uiso 1 1 calc R . .
H16C H 0.2731 0.1265 0.4763 0.282 Uiso 1 1 calc R . .
C17 C 0.4738(7) 0.1347(7) 0.5220(7) 0.241(5) Uani 1 1 d . . .
H17A H 0.4331 0.0890 0.4894 0.289 Uiso 1 1 calc R . .
H17B H 0.4516 0.1860 0.4871 0.289 Uiso 1 1 calc R . .
C18 C 0.5709(7) 0.1218(5) 0.5084(6) 0.194(4) Uani 1 1 d . . .
H18A H 0.5740 0.1187 0.4412 0.290 Uiso 1 1 calc R . .
H18B H 0.5956 0.0695 0.5381 0.290 Uiso 1 1 calc R . .
H18C H 0.6143 0.1675 0.5358 0.290 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'
N N 0.0061 0.0033 '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'
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
N1 C1 N3 119.2(2) . .
N1 C1 S1 121.78(19) . .
N3 C1 S1 118.99(18) . .
C3 N1 C1 118.8(2) . .
N3 C2 N2 113.5(2) . .
N3 C2 S3 123.37(19) . .
N2 C2 S3 123.07(19) . .
C2 N2 C3 123.5(2) . .
C2 N2 H2 118(2) . .
C3 N2 H2 118(2) . .
N1 C3 N2 120.4(2) . .
N1 C3 S2 120.41(19) . .
N2 C3 S2 119.17(18) . .
C2 N3 C1 124.4(2) . .
C2 N3 H3 119(2) . .
C1 N3 H3 116(2) . .
N4 C4 N5 120.7(2) . .
N4 C4 S4 121.2(2) . .
N5 C4 S4 118.13(19) . .
C4 N4 C6 118.7(2) . .
N6 C5 N5 113.5(2) . .
N6 C5 S5 123.47(18) . .
N5 C5 S5 123.04(18) . .
C5 N5 C4 123.3(2) . .
C5 N5 H5 119(2) . .
C4 N5 H5 118(2) . .
N4 C6 N6 119.0(2) . .
N4 C6 S6 122.5(2) . .
N6 C6 S6 118.46(19) . .
C5 N6 C6 124.7(2) . .
C5 N6 H6 117(2) . .
C6 N6 H6 118(2) . .
C8 C7 N7 113.7(3) . .
C8 C7 H7A 108.8 . .
N7 C7 H7A 108.8 . .
C8 C7 H7B 108.8 . .
N7 C7 H7B 108.8 . .
H7A C7 H7B 107.7 . .
C11 N7 C7 111.7(3) . .
C11 N7 C9 111.6(3) . .
C7 N7 C9 115.1(3) . .
C11 N7 H7 108(3) . .
C7 N7 H7 102(3) . .
C9 N7 H7 108(3) . .
C17 N8 C15 116.0(6) . .
C17 N8 C13 105.3(6) . .
C15 N8 C13 108.7(5) . .
C17 N8 H8 113(4) . .
C15 N8 H8 101(4) . .
C13 N8 H8 114(3) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 N7 115.5(3) . .
C10 C9 H9A 108.4 . .
N7 C9 H9A 108.4 . .
C10 C9 H9B 108.4 . .
N7 C9 H9B 108.4 . .
H9A C9 H9B 107.5 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N7 C11 C12 113.9(4) . .
N7 C11 H11A 108.8 . .
C12 C11 H11A 108.8 . .
N7 C11 H11B 108.8 . .
C12 C11 H11B 108.8 . .
H11A C11 H11B 107.7 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 N8 113.2(6) . .
C14 C13 H13A 108.9 . .
N8 C13 H13A 108.9 . .
C14 C13 H13B 108.9 . .
N8 C13 H13B 108.9 . .
H13A C13 H13B 107.7 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
N8 C15 C16 106.5(6) . .
N8 C15 H15A 110.4 . .
C16 C15 H15A 110.4 . .
N8 C15 H15B 110.4 . .
C16 C15 H15B 110.4 . .
H15A C15 H15B 108.6 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 N8 125.9(9) . .
C18 C17 H17A 105.8 . .
N8 C17 H17A 105.8 . .
C18 C17 H17B 105.8 . .
N8 C17 H17B 105.8 . .
H17A C17 H17B 106.2 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.4 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.679(2) .
C1 N1 1.343(3) .
C1 N3 1.372(3) .
N1 C3 1.337(3) .
S2 C3 1.685(2) .
C2 N3 1.357(3) .
C2 N2 1.357(3) .
C2 S3 1.654(3) .
N2 C3 1.369(3) .
N2 H2 0.848(10) .
N3 H3 0.845(10) .
S4 C4 1.684(3) .
C4 N4 1.332(3) .
C4 N5 1.379(3) .
N4 C6 1.342(3) .
S5 C5 1.655(3) .
C5 N6 1.353(3) .
C5 N5 1.354(3) .
N5 H5 0.864(10) .
S6 C6 1.678(3) .
C6 N6 1.379(3) .
N6 H6 0.858(10) .
C7 C8 1.497(5) .
C7 N7 1.499(4) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
N7 C11 1.491(5) .
N7 C9 1.501(4) .
N7 H7 0.867(10) .
N8 C17 1.443(8) .
N8 C15 1.454(7) .
N8 C13 1.512(7) .
N8 H8 0.858(10) .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 C10 1.490(6) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 C12 1.504(6) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.475(8) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 C16 1.634(9) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C18 1.305(9) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 S6 0.848(10) 2.565(12) 3.399(2) 168(3) 1_655
N3 H3 S4 0.845(10) 2.478(16) 3.265(2) 155(3) .
N5 H5 S1 0.864(10) 2.501(11) 3.356(2) 170(3) .
N6 H6 S2 0.858(10) 2.416(14) 3.242(2) 162(3) 1_455
N7 H7 S2 0.867(10) 2.541(14) 3.383(3) 164(3) 1_556
N8 H8 S4 0.858(10) 2.474(18) 3.306(3) 164(5) 3_656
