#------------------------------------------------------------------------------
#$Date: 2018-09-26 06:29:44 +0300 (Wed, 26 Sep 2018) $
#$Revision: 211175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/23/8102300.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_8102300
loop_
_publ_author_name
'Zi-Liang Wang'
'Lin-Heng Wei'
_publ_section_title
;
 Crystal structure of bis-aminopyridinium 1,5-naphthalenedisulfonate,
 [(C5H7N2)2][C10H6O6S2]
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              275
_journal_volume                  223
_journal_year                    2008
_chemical_formula_moiety         'C10 H6 O6 S2, 2(C5 H7 N2)'
_chemical_formula_sum            'C20 H20 N4 O6 S2'
_chemical_formula_weight         476.54
_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                111.621(12)
_cell_angle_beta                 91.835(13)
_cell_angle_gamma                96.957(13)
_cell_formula_units_Z            1
_cell_length_a                   7.265(2)
_cell_length_b                   8.183(4)
_cell_length_c                   9.516(3)
_cell_measurement_temperature    296(2)
_cell_volume                     520.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker SMART Apex 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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4953
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_correction_T_min  0.9616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2013
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0601P)²+0.0251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                1634
_reflns_number_total             2013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2296.cff
_cod_data_source_block           zl
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102300
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.25095(6) 0.85401(6) 0.24549(5) 0.03651(17) Uani 1 1 d . . .
N1 N 0.2491(2) 0.6302(2) 0.53720(16) 0.0399(4) Uani 1 1 d D . .
N2 N 0.1740(3) 0.9143(2) 0.6472(2) 0.0480(4) Uani 1 1 d D . .
O1 O 0.2733(2) 0.69345(18) 0.27471(14) 0.0509(4) Uani 1 1 d . . .
O2 O 0.07128(17) 0.83858(18) 0.16489(14) 0.0466(4) Uani 1 1 d . . .
O3 O 0.2906(2) 1.01505(18) 0.38196(13) 0.0498(4) Uani 1 1 d . . .
C1 C 0.1836(2) 0.7568(2) 0.65474(19) 0.0347(4) Uani 1 1 d . . .
C2 C 0.1307(2) 0.7105(3) 0.77889(19) 0.0411(5) Uani 1 1 d . . .
H2 H 0.0864 0.7936 0.8621 0.049 Uiso 1 1 calc R . .
C3 C 0.1443(3) 0.5451(3) 0.7769(2) 0.0501(5) Uani 1 1 d . . .
H3 H 0.1083 0.5158 0.8586 0.060 Uiso 1 1 calc R . .
C4 C 0.2123(3) 0.4178(3) 0.6520(2) 0.0522(5) Uani 1 1 d . . .
H4 H 0.2224 0.3050 0.6507 0.063 Uiso 1 1 calc R . .
C5 C 0.2625(3) 0.4636(3) 0.5346(2) 0.0467(5) Uani 1 1 d . . .
H5 H 0.3066 0.3811 0.4510 0.056 Uiso 1 1 calc R . .
C6 C 0.5320(2) 0.7331(2) 0.07008(19) 0.0352(4) Uani 1 1 d . . .
H6 H 0.5228 0.6463 0.1118 0.042 Uiso 1 1 calc R . .
C7 C 0.4213(2) 0.8650(2) 0.11561(17) 0.0297(4) Uani 1 1 d . . .
C8 C 0.4351(2) 1.0034(2) 0.05590(16) 0.0280(4) Uani 1 1 d . . .
C9 C 0.3251(2) 1.1445(2) 0.10130(19) 0.0346(4) Uani 1 1 d . . .
H9 H 0.2413 1.1500 0.1742 0.042 Uiso 1 1 calc R . .
C10 C 0.3406(2) 1.2715(2) 0.0395(2) 0.0393(4) Uani 1 1 d . . .
H10 H 0.2667 1.3617 0.0700 0.047 Uiso 1 1 calc R . .
H1A H 0.268(3) 0.659(3) 0.4596(19) 0.074(8) Uiso 1 1 d D . .
H2A H 0.118(3) 0.988(2) 0.7145(18) 0.062(7) Uiso 1 1 d D . .
H2B H 0.211(3) 0.944(3) 0.5740(19) 0.069(8) Uiso 1 1 d D . .
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
_geom_angle_publ_flag
O3 S1 O2 112.98(8) . . ?
O3 S1 O1 112.52(8) . . ?
O2 S1 O1 112.16(8) . . ?
O3 S1 C7 108.10(8) . . ?
O2 S1 C7 105.47(8) . . ?
O1 S1 C7 104.94(8) . . ?
C1 N1 C5 122.83(17) . . ?
C1 N1 H1A 113.9(17) . . ?
C5 N1 H1A 122.7(17) . . ?
C1 N2 H2A 118.4(16) . . ?
C1 N2 H2B 124.3(17) . . ?
H2A N2 H2B 117(2) . . ?
N2 C1 N1 118.79(17) . . ?
N2 C1 C2 124.24(17) . . ?
N1 C1 C2 116.96(17) . . ?
C3 C2 C1 120.38(17) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.62(19) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.4(2) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 N1 120.79(19) . . ?
C4 C5 H5 119.6 . . ?
N1 C5 H5 119.6 . . ?
C7 C6 C10 120.42(17) . 2_675 ?
C7 C6 H6 119.8 . . ?
C10 C6 H6 119.8 2_675 . ?
C6 C7 C8 121.16(15) . . ?
C6 C7 S1 118.02(14) . . ?
C8 C7 S1 120.76(12) . . ?
C9 C8 C8 119.06(19) . 2_675 ?
C9 C8 C7 123.18(15) . . ?
C8 C8 C7 117.75(18) 2_675 . ?
C10 C9 C8 121.17(16) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C6 120.41(16) . 2_675 ?
C9 C10 H10 119.8 . . ?
C6 C10 H10 119.8 2_675 . ?
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
S1 O3 1.4592(14) . ?
S1 O2 1.4604(14) . ?
S1 O1 1.4656(16) . ?
S1 C7 1.7944(17) . ?
N1 C1 1.361(2) . ?
N1 C5 1.369(3) . ?
N1 H1A 0.865(10) . ?
N2 C1 1.327(3) . ?
N2 H2A 0.854(10) . ?
N2 H2B 0.858(10) . ?
C1 C2 1.418(3) . ?
C2 C3 1.362(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.412(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.351(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.374(2) . ?
C6 C10 1.410(2) 2_675 ?
C6 H6 0.9300 . ?
C7 C8 1.437(2) . ?
C8 C9 1.427(2) . ?
C8 C8 1.434(3) 2_675 ?
C9 C10 1.366(3) . ?
C9 H9 0.9300 . ?
C10 C6 1.410(2) 2_675 ?
C10 H10 0.9300 . ?
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 H2B S1 0.858(10) 2.969(14) 3.739(2) 150(2) .
N2 H2B O3 0.858(10) 2.187(10) 3.045(2) 177(2) .
N2 H2A O2 0.854(10) 2.145(11) 2.979(2) 165.4(19) 2_576
N1 H1A S1 0.865(10) 3.022(13) 3.848(2) 161(2) .
N1 H1A O1 0.865(10) 1.882(11) 2.738(2) 170(2) .
