#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/56/2205604.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_2205604
loop_
_publ_author_name
'Li, Xue-Mei'
'Lu, Li-Ping'
'Feng, Si-Si'
'Zhang, Hong-Mei'
'Qin, Shi-Dong'
'Zhu, Miao-Li'
_publ_section_title
;
 2,4,6-Triamino-1,3,5-triazin-1-ium 4-methylbenzenesulfonate
 monohydrate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o811
_journal_page_last               o813
_journal_paper_doi               10.1107/S1600536805005842
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C3 H7 N6 +, C7 H7 O3 S -, H2 O'
_chemical_formula_moiety         'C3 H7 N6 +, C7 H7 O3 S -, H2 O'
_chemical_formula_sum            'C10 H16 N6 O4 S'
_chemical_formula_weight         316.35
_chemical_name_systematic
;
2,4,6-triamino-1,3,5-triazin-1-ium 4-methylbenzenesulfonate monohydrate
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.229(4)
_cell_angle_beta                 92.625(4)
_cell_angle_gamma                105.200(5)
_cell_formula_units_Z            2
_cell_length_a                   6.413(2)
_cell_length_b                   7.285(3)
_cell_length_c                   15.654(6)
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.9
_cell_measurement_theta_min      2.6
_cell_volume                     697.8(4)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1999)'
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker SMART 1K CCD area-detector'
_diffrn_measurement_method       ω
_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  0.016
_diffrn_reflns_av_sigmaI/netI    0.027
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3382
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         1.3
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_T_max  0.9034
_exptl_absorpt_correction_T_min  0.9034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.31
_refine_ls_extinction_coef       0.061(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2390
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.06
_refine_ls_R_factor_all          0.052
_refine_ls_R_factor_gt           0.046
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0813P)²+0.2249P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.132
_refine_ls_wR_factor_ref         0.136
_reflns_number_gt                2072
_reflns_number_total             2390
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk6211.cif
_cod_data_source_block           I
_cod_original_cell_volume        697.7(4)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               2205604
_cod_database_fobs_code          2205604
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
C1 0.0845(4) -0.0442(3) 0.36997(14) 0.0336(5) Uani d . 1 C
C2 -0.0203(4) 0.2377(3) 0.41337(14) 0.0341(5) Uani d . 1 C
C3 0.2759(4) 0.1817(3) 0.47799(14) 0.0331(5) Uani d . 1 C
C4 0.2549(4) 0.3603(3) 0.14984(14) 0.0352(5) Uani d . 1 C
C5 0.0342(4) 0.3040(4) 0.15662(16) 0.0472(6) Uani d . 1 C
H5 -0.0200 0.3084 0.2107 0.057 Uiso calc R 1 H
C6 -0.1057(5) 0.2411(4) 0.08306(18) 0.0548(7) Uani d . 1 C
H6 -0.2541 0.2019 0.0883 0.066 Uiso calc R 1 H
C7 -0.0302(5) 0.2348(3) 0.00161(17) 0.0484(7) Uani d . 1 C
C8 0.1900(5) 0.2911(4) -0.00367(17) 0.0551(7) Uani d . 1 C
H8 0.2441 0.2874 -0.0578 0.066 Uiso calc R 1 H
C9 0.3337(4) 0.3533(4) 0.06931(16) 0.0472(6) Uani d . 1 C
H9 0.4822 0.3902 0.0641 0.057 Uiso calc R 1 H
C10 -0.1853(6) 0.1713(5) -0.0787(2) 0.0727(10) Uani d . 1 C
H10A -0.1850 0.2802 -0.1074 0.109 Uiso calc R 1 H
H10B -0.3288 0.1161 -0.0629 0.109 Uiso calc R 1 H
H10C -0.1408 0.0772 -0.1167 0.109 Uiso calc R 1 H
N1 -0.0518(3) 0.0677(3) 0.36058(12) 0.0360(5) Uani d . 1 N
H1 -0.1570 0.0328 0.3206 0.043 Uiso d . 1 H
N2 0.1437(3) 0.2976(3) 0.47373(11) 0.0350(5) Uani d . 1 N
N3 0.2521(3) 0.0096(3) 0.42874(11) 0.0349(5) Uani d . 1 N
N4 0.0446(3) -0.2096(3) 0.31868(13) 0.0448(5) Uani d . 1 N
H4A 0.1279 -0.2838 0.3232 0.054 Uiso calc R 1 H
H4B -0.0647 -0.2432 0.2807 0.054 Uiso calc R 1 H
N5 -0.1587(3) 0.3396(3) 0.40275(13) 0.0452(6) Uani d . 1 N
H5A -0.1437 0.4473 0.4353 0.054 Uiso calc R 1 H
H5B -0.2643 0.2986 0.3632 0.054 Uiso calc R 1 H
N6 0.4437(3) 0.2380(3) 0.53633(13) 0.0449(5) Uani d . 1 N
H6A 0.4655 0.3453 0.5700 0.054 Uiso calc R 1 H
H6B 0.5310 0.1674 0.5407 0.054 Uiso calc R 1 H
O1 0.4634(4) 0.2698(3) 0.27570(16) 0.0889(9) Uani d . 1 O
O2 0.6307(4) 0.5572(4) 0.21955(15) 0.0916(9) Uani d . 1 O
O3 0.3317(4) 0.5405(4) 0.30458(14) 0.0915(9) Uani d . 1 O
O4 0.6169(4) 0.9556(3) 0.23680(15) 0.0757(7) Uani d . 1 O
H41 0.5420 0.8392 0.2263 0.091 Uiso d . 1 H
H42 0.5315 1.0266 0.2453 0.091 Uiso d . 1 H
S1 0.43455(10) 0.43803(8) 0.24367(4) 0.0389(3) Uani d U 1 S
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_publ_flag
N4 C1 N3 120.7(2) y
N4 C1 N1 117.8(2) y
N3 C1 N1 121.5(2) y
N5 C2 N2 121.2(2) y
N5 C2 N1 117.8(2) y
N2 C2 N1 121.0(2) y
N6 C3 N2 117.7(2) y
N6 C3 N3 116.0(2) y
N2 C3 N3 126.3(2) y
C9 C4 C5 119.6(2) ?
C9 C4 S1 120.35(19) ?
C5 C4 S1 120.01(18) ?
C6 C5 C4 119.8(2) ?
C6 C5 H5 120.1 ?
C4 C5 H5 120.1 ?
C5 C6 C7 121.5(3) ?
C5 C6 H6 119.3 ?
C7 C6 H6 119.3 ?
C8 C7 C6 117.7(2) ?
C8 C7 C10 121.2(3) ?
C6 C7 C10 121.0(3) ?
C7 C8 C9 121.8(3) ?
C7 C8 H8 119.1 ?
C9 C8 H8 119.1 ?
C4 C9 C8 119.5(3) ?
C4 C9 H9 120.2 ?
C8 C9 H9 120.2 ?
C7 C10 H10A 109.5 ?
C7 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C7 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
C1 N1 C2 120.03(19) y
C1 N1 H1 120.3 ?
C2 N1 H1 119.7 ?
C2 N2 C3 115.84(19) ?
C1 N3 C3 115.37(19) ?
C1 N4 H4A 120.0 ?
C1 N4 H4B 120.0 ?
H4A N4 H4B 120.0 ?
C2 N5 H5A 120.0 ?
C2 N5 H5B 120.0 ?
H5A N5 H5B 120.0 ?
C3 N6 H6A 120.0 ?
C3 N6 H6B 120.0 ?
H6A N6 H6B 120.0 ?
H41 O4 H42 108.6 ?
O2 S1 O3 112.31(18) ?
O2 S1 O1 112.98(17) ?
O3 S1 O1 110.01(18) ?
O2 S1 C4 107.12(12) ?
O3 S1 C4 106.76(12) ?
O1 S1 C4 107.30(11) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N4 1.318(3) y
C1 N3 1.324(3) y
C1 N1 1.358(3) y
C2 N5 1.315(3) y
C2 N2 1.324(3) y
C2 N1 1.361(3) y
C3 N6 1.320(3) y
C3 N2 1.350(3) y
C3 N3 1.355(3) y
C4 C9 1.379(3) ?
C4 C5 1.379(4) ?
C4 S1 1.760(2) ?
C5 C6 1.378(4) ?
C5 H5 0.9300 ?
C6 C7 1.384(4) ?
C6 H6 0.9300 ?
C7 C8 1.373(4) ?
C7 C10 1.510(4) ?
C8 C9 1.383(4) ?
C8 H8 0.9300 ?
C9 H9 0.9300 ?
C10 H10A 0.9600 ?
C10 H10B 0.9600 ?
C10 H10C 0.9600 ?
N1 H1 0.8621 ?
N4 H4A 0.8600 ?
N4 H4B 0.8600 ?
N5 H5A 0.8600 ?
N5 H5B 0.8600 ?
N6 H6A 0.8600 ?
N6 H6B 0.8600 ?
O1 S1 1.433(2) ?
O2 S1 1.426(2) ?
O3 S1 1.428(2) ?
O4 H41 0.8494 ?
O4 H42 0.8502 ?
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
N1 H1 O4 1_445 0.86 1.83 2.692(3) 179 y
O4 H42 O1 1_565 0.85 1.94 2.732(3) 154 y
O4 H41 O2 . 0.85 2.26 2.906(4) 133 y
N6 H6B N3 2_656 0.86 2.20 3.058(3) 172 y
N6 H6A O3 2_666 0.86 2.24 2.885(3) 132 y
N5 H5B O1 1_455 0.86 2.12 2.957(3) 165 y
N5 H5A N2 2_566 0.86 2.19 3.049(3) 172 y
N4 H4B O2 1_445 0.86 2.20 2.989(3) 153 y
N4 H4A O3 1_545 0.86 2.06 2.906(3) 167 y
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
C9 C4 C5 C6 0.1(4)
S1 C4 C5 C6 -179.2(2)
C4 C5 C6 C7 -0.7(4)
C5 C6 C7 C8 0.9(4)
C5 C6 C7 C10 -178.1(3)
C6 C7 C8 C9 -0.3(4)
C10 C7 C8 C9 178.6(2)
C5 C4 C9 C8 0.4(4)
S1 C4 C9 C8 179.7(2)
C7 C8 C9 C4 -0.3(4)
N4 C1 N1 C2 178.5(2)
N3 C1 N1 C2 -1.3(3)
N5 C2 N1 C1 -178.9(2)
N2 C2 N1 C1 0.7(3)
N5 C2 N2 C3 -179.5(2)
N1 C2 N2 C3 1.0(3)
N6 C3 N2 C2 178.8(2)
N3 C3 N2 C2 -2.3(3)
N4 C1 N3 C3 -179.6(2)
N1 C1 N3 C3 0.2(3)
N6 C3 N3 C1 -179.38(19)
N2 C3 N3 C1 1.7(3)
C9 C4 S1 O2 24.3(3)
C5 C4 S1 O2 -156.4(2)
C9 C4 S1 O3 144.8(2)
C5 C4 S1 O3 -35.9(2)
C9 C4 S1 O1 -97.3(2)
C5 C4 S1 O1 82.0(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21129665
