#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/32/2013274.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_2013274
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o332
_journal_page_last  o334
_publ_section_title
;
Two bis(aminium) 1,5-naphthalenedisulfonate salts
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Sakwa, Samuel'
  'Wheeler, Kraig A.'
_chemical_name_common
  'N-hydroxymethylhexamethylenetetraaminium 1,5-naphthalenedisulfonate'
_chemical_formula_moiety  '2C7 H15 N4 O 1+, C10 H6 O6 S2 2-'
_chemical_formula_sum  'C24 H36 N8 O8 S2'
_chemical_formula_iupac  '2C7 H15 N4 O 1+, C10 H6 O6 S2 2-'
_chemical_formula_weight  628.73
_symmetry_cell_setting  'monoclinic'
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'
_cell_length_a  6.0625(4)
_cell_length_b  19.2820(10)
_cell_length_c  11.6207(7)
_cell_angle_alpha  90.00
_cell_angle_beta  96.72(4)
_cell_angle_gamma  90.00
_cell_volume  1349.09(14)
_cell_formula_units_Z  2
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.548
_diffrn_ambient_temperature  298(2)
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  S1 0.96360(8) 0.63082(2) 0.79756(4) 0.03112(13) Uani d . 1 . . S
  O1 0.8084(3) 0.68882(7) 0.79220(11) 0.0425(3) Uani d . 1 . . O
  O2 0.9268(3) 0.58632(7) 0.69695(11) 0.0475(4) Uani d . 1 . . O
  O3 1.1913(2) 0.65381(8) 0.82176(14) 0.0504(4) Uani d . 1 . . O
  O4 0.6460(2) 0.74012(9) 0.59037(12) 0.0484(4) Uani d . 1 . . O
  H4O 0.6929 0.7231 0.6552 0.080(10) Uiso calc R 1 . . H
  N1 -0.0017(2) 0.63935(8) 0.37794(13) 0.0322(3) Uani d . 1 . . N
  N2 0.3463(3) 0.63972(8) 0.29311(13) 0.0348(3) Uani d . 1 . . N
  N3 0.3359(2) 0.68248(7) 0.48914(11) 0.0268(3) Uani d . 1 . . N
  N4 0.2931(3) 0.55924(8) 0.44949(13) 0.0350(3) Uani d . 1 . . N
  C1 0.9034(3) 0.58010(8) 0.91800(13) 0.0268(3) Uani d . 1 . . C
  C2 0.7296(3) 0.60048(10) 0.97527(15) 0.0350(4) Uani d . 1 . . C
  H2 0.6472 0.6409 0.9512 0.042 Uiso calc R 1 . . H
  C3 0.6729(3) 0.56148(10) 1.06994(16) 0.0381(4) Uani d . 1 . . C
  H3 0.5528 0.5761 1.1097 0.046 Uiso calc R 1 . . H
  C4 0.7878(3) 0.50330(10) 1.10507(14) 0.0322(4) Uani d . 1 . . C
  H4 0.7461 0.4775 1.1687 0.039 Uiso calc R 1 . . H
  C5 0.9693(3) 0.48048(8) 1.04797(13) 0.0250(3) Uani d . 1 . . C
  C6 0.4384(3) 0.69054(9) 0.37553(14) 0.0310(4) Uani d . 1 . . C
  H6A 0.4078 0.7377 0.3438 0.037 Uiso calc R 1 . . H
  H6B 0.6014 0.6845 0.3902 0.037 Uiso calc R 1 . . H
  C7 0.1045(3) 0.64892(11) 0.27153(16) 0.0370(4) Uani d . 1 . . C
  H7A 0.0423 0.6150 0.2125 0.044 Uiso calc R 1 . . H
  H7B 0.0711 0.6961 0.2405 0.044 Uiso calc R 1 . . H
  C8 0.3842(3) 0.60881(9) 0.53451(15) 0.0338(4) Uani d . 1 . . C
  H8A 0.5466 0.6019 0.5511 0.041 Uiso calc R 1 . . H
  H8B 0.3175 0.6020 0.6075 0.041 Uiso calc R 1 . . H
  C9 0.0520(3) 0.56952(9) 0.42432(17) 0.0359(4) Uani d . 1 . . C
  H9A -0.0183 0.5628 0.4962 0.043 Uiso calc R 1 . . H
  H9B -0.0098 0.5344 0.3673 0.043 Uiso calc R 1 . . H
  C10 0.0845(3) 0.68992(9) 0.46219(15) 0.0305(4) Uani d . 1 . . C
  H10A 0.0140 0.6837 0.5342 0.037 Uiso calc R 1 . . H
  H10B 0.0482 0.7371 0.4321 0.037 Uiso calc R 1 . . H
  C11 0.3930(3) 0.56973(10) 0.34126(17) 0.0393(4) Uani d . 1 . . C
  H11A 0.3336 0.5346 0.2836 0.047 Uiso calc R 1 . . H
  H11B 0.5557 0.5630 0.3565 0.047 Uiso calc R 1 . . H
  C12 0.4188(3) 0.73790(11) 0.57514(17) 0.0399(4) Uani d . 1 . . C
  H12A 0.3600 0.7835 0.5471 0.048 Uiso calc R 1 . . H
  H12B 0.3633 0.7284 0.6504 0.048 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  S1 0.0428(3) 0.0244(2) 0.0264(2) -0.00076(17) 0.00464(16) 0.00141(15)
  O1 0.0588(9) 0.0329(7) 0.0350(7) 0.0107(6) 0.0023(6) 0.0062(5)
  O2 0.0789(11) 0.0386(7) 0.0257(6) 0.0012(7) 0.0083(6) -0.0043(5)
  O3 0.0470(8) 0.0395(8) 0.0652(10) -0.0101(7) 0.0079(7) 0.0100(7)
  O4 0.0427(8) 0.0590(9) 0.0400(7) -0.0121(7) -0.0062(6) 0.0078(7)
  N1 0.0260(7) 0.0324(8) 0.0378(8) -0.0003(6) 0.0021(6) 0.0040(6)
  N2 0.0349(8) 0.0422(9) 0.0283(7) -0.0022(6) 0.0075(6) -0.0015(6)
  N3 0.0268(7) 0.0289(7) 0.0250(6) 0.0007(5) 0.0041(5) 0.0032(5)
  N4 0.0356(8) 0.0289(7) 0.0408(8) 0.0055(6) 0.0056(6) 0.0033(6)
  C1 0.0324(8) 0.0258(7) 0.0218(7) 0.0000(6) 0.0018(6) -0.0007(6)
  C2 0.0398(10) 0.0318(9) 0.0337(9) 0.0098(7) 0.0054(7) 0.0018(7)
  C3 0.0371(9) 0.0432(10) 0.0362(9) 0.0101(8) 0.0135(7) 0.0010(8)
  C4 0.0336(9) 0.0369(9) 0.0274(8) 0.0013(7) 0.0085(6) 0.0013(7)
  C5 0.0285(8) 0.0242(7) 0.0221(7) -0.0007(6) 0.0013(6) -0.0028(6)
  C6 0.0274(8) 0.0383(9) 0.0281(8) -0.0039(7) 0.0068(6) 0.0035(7)
  C7 0.0373(9) 0.0430(10) 0.0292(8) -0.0035(8) -0.0025(7) 0.0038(7)
  C8 0.0359(9) 0.0325(9) 0.0325(8) 0.0062(7) 0.0022(7) 0.0085(7)
  C9 0.0354(9) 0.0292(9) 0.0438(10) -0.0038(7) 0.0068(7) 0.0048(7)
  C10 0.0252(8) 0.0305(8) 0.0367(9) 0.0056(6) 0.0068(6) 0.0040(7)
  C11 0.0374(10) 0.0391(10) 0.0429(10) 0.0066(8) 0.0107(8) -0.0072(8)
  C12 0.0433(10) 0.0395(10) 0.0364(9) -0.0011(8) 0.0021(8) -0.0040(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 O3 . 1.4460(15) ?
  S1 O2 . 1.4463(14) ?
  S1 O1 . 1.4580(14) ?
  S1 C1 . 1.7798(16) ?
  O4 C12 . 1.369(2) ?
  O4 H4O . 0.8400 ?
  N1 C10 . 1.436(2) ?
  N1 C7 . 1.471(2) ?
  N1 C9 . 1.472(2) ?
  N2 C6 . 1.437(2) ?
  N2 C7 . 1.468(2) ?
  N2 C11 . 1.476(2) ?
  N3 C12 . 1.508(2) ?
  N3 C10 . 1.526(2) ?
  N3 C6 . 1.531(2) ?
  N3 C8 . 1.532(2) ?
  N4 C8 . 1.438(2) ?
  N4 C9 . 1.470(2) ?
  N4 C11 . 1.472(2) ?
  C1 C2 . 1.368(2) ?
  C1 C5 3_767 1.430(2) ?
  C2 C3 . 1.408(3) ?
  C2 H2 . 0.9500 ?
  C3 C4 . 1.358(3) ?
  C3 H3 . 0.9500 ?
  C4 C5 . 1.420(2) ?
  C4 H4 . 0.9500 ?
  C5 C1 3_767 1.430(2) ?
  C5 C5 3_767 1.430(3) ?
  C6 H6A . 0.9900 ?
  C6 H6B . 0.9900 ?
  C7 H7A . 0.9900 ?
  C7 H7B . 0.9900 ?
  C8 H8A . 0.9900 ?
  C8 H8B . 0.9900 ?
  C9 H9A . 0.9900 ?
  C9 H9B . 0.9900 ?
  C10 H10A . 0.9900 ?
  C10 H10B . 0.9900 ?
  C11 H11A . 0.9900 ?
  C11 H11B . 0.9900 ?
  C12 H12A . 0.9900 ?
  C12 H12B . 0.9900 ?
_cod_database_code 2013274