#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/31/1513165.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_1513165
loop_
_publ_author_name
'Ivanova, Bojidarka'
'Spiteller, Michael'
_publ_section_title
;
 NPhysical optical properties and crystal structures of organic
 5-sulfosalicylates–theoretical and experimental study
;
_journal_name_full               'Journal of Molecular Structure'
_journal_page_first              1
_journal_page_last               9
_journal_paper_doi               10.1016/j.molstruc.2011.06.043
_journal_volume                  1003
_journal_year                    2011
_chemical_formula_moiety         'C7 H5 O6 S, C2 H7 N2 O'
_chemical_formula_sum            'C9 H12 N2 O7 S'
_chemical_formula_weight         292.27
_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                64.322(6)
_cell_angle_beta                 86.766(9)
_cell_angle_gamma                81.477(9)
_cell_formula_units_Z            2
_cell_length_a                   8.128(2)
_cell_length_b                   8.591(3)
_cell_length_c                   9.713(3)
_cell_measurement_temperature    199(2)
_cell_volume                     604.5(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker GIS'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker APEX2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      199(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART X2S'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_source         'micro-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0508
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4811
_diffrn_reflns_theta_full        22.95
_diffrn_reflns_theta_max         22.95
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  0.9364
_exptl_absorpt_correction_T_min  0.8971
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.409
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.409
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0513
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0480P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                1315
_reflns_number_total             1659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            Struct-138.cif
_cod_data_source_block           bi138
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               1513165
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
O6 O 0.8938(4) 0.4005(4) 0.6696(3) 0.0549(8) Uani 1 1 d .
H1 H 0.9517 0.3643 0.7492 0.082 Uiso 1 1 calc R
O4 O 0.8515(3) 0.7268(3) 0.1268(3) 0.0476(8) Uani 1 1 d .
O5 O 0.7882(3) 0.1544(4) 0.8027(3) 0.0509(8) Uani 1 1 d .
S1 S 0.71075(12) 0.65874(12) 0.09544(11) 0.0364(3) Uani 1 1 d .
O2 O 0.5697(4) 0.7926(3) 0.0449(4) 0.0617(9) Uani 1 1 d .
O3 O 0.7523(4) 0.5788(3) -0.0073(3) 0.0621(9) Uani 1 1 d .
O7 O 0.5520(4) 0.0834(4) 0.6743(3) 0.0557(8) Uani 1 1 d .
H2 H 0.5974 0.0840 0.7496 0.083 Uiso 1 1 calc R
C3 C 0.7039(4) 0.3250(5) 0.5441(4) 0.0302(9) Uani 1 1 d .
C2 C 0.9185(5) 0.0937(6) 0.2826(5) 0.0425(10) Uani 1 1 d .
C4 C 0.5862(5) 0.2206(5) 0.5470(4) 0.0364(10) Uani 1 1 d .
C5 C 0.4991(5) 0.2595(5) 0.4140(4) 0.0401(10) Uani 1 1 d .
H3 H 0.4138 0.1934 0.4172 0.048 Uiso 1 1 calc R
C6 C 0.5357(4) 0.3923(5) 0.2787(4) 0.0377(10) Uani 1 1 d .
H4 H 0.4774 0.4160 0.1881 0.045 Uiso 1 1 calc R
N2 N 0.7191(4) 0.0575(4) 0.1271(3) 0.0382(8) Uani 1 1 d .
H5 H 0.6687 0.0209 0.2198 0.057 Uiso 1 1 calc R
H6 H 0.7630 -0.0366 0.1105 0.057 Uiso 1 1 calc R
H7 H 0.6429 0.1267 0.0527 0.057 Uiso 1 1 calc R
O1 O 0.8577(4) -0.0218(4) 0.3889(3) 0.0642(9) Uani 1 1 d .
C1 C 0.8513(5) 0.1561(5) 0.1245(4) 0.0385(10) Uani 1 1 d .
H8 H 0.8073 0.2817 0.0838 0.046 Uiso 1 1 calc R
H9 H 0.9416 0.1410 0.0568 0.046 Uiso 1 1 calc R
C7 C 0.6576(4) 0.4928(4) 0.2729(4) 0.0320(9) Uani 1 1 d .
N1 N 1.0388(4) 0.1726(5) 0.2966(4) 0.0569(10) Uani 1 1 d .
H10 H 1.0811 0.1431 0.3874 0.068 Uiso 1 1 calc R
H11 H 1.0770 0.2549 0.2153 0.068 Uiso 1 1 calc R
C8 C 0.7961(4) 0.2842(5) 0.6843(4) 0.0340(9) Uani 1 1 d .
C9 C 0.7371(4) 0.4612(4) 0.4056(4) 0.0322(9) Uani 1 1 d .
H12 H 0.8161 0.5337 0.4028 0.039 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
O2 S1 O3 113.07(19)
O2 S1 O4 109.96(17)
O3 S1 O4 112.64(18)
O2 S1 C7 107.31(18)
O3 S1 C7 107.14(17)
O4 S1 C7 106.31(16)
C9 C3 C4 118.8(3)
C9 C3 C8 121.3(3)
C4 C3 C8 119.8(3)
O1 C2 N1 124.5(4)
O1 C2 C1 119.3(4)
N1 C2 C1 116.1(4)
O7 C4 C5 118.0(3)
O7 C4 C3 122.4(3)
C5 C4 C3 119.7(3)
C6 C5 C4 120.4(3)
C5 C6 C7 120.5(3)
N2 C1 C2 109.8(3)
C9 C7 C6 119.2(3)
C9 C7 S1 120.6(3)
C6 C7 S1 120.2(3)
O5 C8 O6 122.1(3)
O5 C8 C3 124.0(3)
O6 C8 C3 113.8(3)
C7 C9 C3 121.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O6 C8 1.322(4)
O4 S1 1.461(3)
O5 C8 1.213(4)
S1 O2 1.436(3)
S1 O3 1.438(3)
S1 C7 1.777(4)
O7 C4 1.338(4)
C3 C9 1.392(5)
C3 C4 1.397(5)
C3 C8 1.471(5)
C2 O1 1.222(5)
C2 N1 1.314(5)
C2 C1 1.496(5)
C4 C5 1.392(5)
C5 C6 1.369(5)
C6 C7 1.391(5)
N2 C1 1.456(4)
C7 C9 1.376(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139041702
