#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:13:44 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301852 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/02/7060269.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_7060269
loop_
_publ_author_name
'Du, Rongkai'
'Xu, Juan'
'Li, Jing'
'Zhang, Lei'
'Ning, Lifeng'
'Li, Shan'
_publ_section_title
;
 Pharmaceutical salt and salt hydrates of vortioxetine with sulfonic acid
 to ameliorate the solubility and hygroscopicity via the charge-assisted
 hydrogen bond assembly
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1474
_journal_page_last               1481
_journal_paper_doi               10.1039/D0NJ05052K
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C18 H23 N2 S, C7 H5 O6 S, H2 O'
_chemical_formula_sum            'C25 H30 N2 O7 S2'
_chemical_formula_weight         534.63
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-08-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-06 deposited with the CCDC.	2020-12-07 downloaded from the CCDC.
;
_cell_angle_alpha                94.929(5)
_cell_angle_beta                 98.640(5)
_cell_angle_gamma                104.714(5)
_cell_formula_units_Z            2
_cell_length_a                   7.7358(5)
_cell_length_b                   12.5412(8)
_cell_length_c                   13.7109(8)
_cell_measurement_reflns_used    3886
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      28.6700
_cell_measurement_theta_min      3.5550
_cell_volume                     1261.20(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1213
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  85.00   1.00    2.00    --   15.65   0.00   0.00  130
  2  ω     -6.00  22.00   1.00    2.00    --  -16.28 -99.00 150.00   28
  3  ω    -22.00  21.00   1.00    2.00    --  -16.28 -99.00  60.00   43
  4  ω    -51.00  29.00   1.00    2.00    --   15.65 -57.00 150.00   80
  5  ω    -58.00 -17.00   1.00    2.00    --  -16.28 110.00-119.00   41
  6  ω    -67.00   2.00   1.00    2.00    --  -16.28 -77.00   0.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0127928000
_diffrn_orient_matrix_UB_12      0.0105636000
_diffrn_orient_matrix_UB_13      -0.0502083000
_diffrn_orient_matrix_UB_21      0.0533005000
_diffrn_orient_matrix_UB_22      -0.0361008000
_diffrn_orient_matrix_UB_23      -0.0117328000
_diffrn_orient_matrix_UB_31      -0.0792361000
_diffrn_orient_matrix_UB_32      -0.0454214000
_diffrn_orient_matrix_UB_33      -0.0112433000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10892
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.415
_diffrn_reflns_theta_min         3.527
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0468P)²+0.3355P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1035
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4584
_reflns_number_total             5739
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05052k2.cif
_cod_data_source_block           VOT-SSA-H2O
_cod_depositor_comments
'Adding full bibliography for 7060266--7060269.cif.'
_cod_database_code               7060269
_shelxl_version_number           2013-2
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.962
_shelx_estimated_absorpt_t_min   0.910
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C15(H15), C16(H16), C21(H21),
 C22(H22), C24(H24)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 8.326
_oxdiff_exptl_absorpt_empirical_full_min 0.528
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3627(3) 0.91131(15) 0.79548(14) 0.0317(4) Uani 1 1 d . . . . .
H1A H 0.2500 0.9041 0.7502 0.038 Uiso 1 1 calc R . . . .
H1B H 0.3349 0.8681 0.8493 0.038 Uiso 1 1 calc R . . . .
N1 N 0.53671(19) 0.93447(11) 0.66100(10) 0.0215(3) Uani 1 1 d . . . . .
S1 S 0.28207(6) 0.76670(4) 0.51071(3) 0.02736(12) Uani 1 1 d . . . . .
C2 C 0.4912(3) 0.86733(14) 0.74099(13) 0.0277(4) Uani 1 1 d . . . . .
H2A H 0.6011 0.8704 0.7871 0.033 Uiso 1 1 calc R . . . .
H2B H 0.4347 0.7904 0.7130 0.033 Uiso 1 1 calc R . . . .
N2 N 0.4471(3) 1.03076(13) 0.83657(12) 0.0289(3) Uani 1 1 d . . . . .
H2C H 0.368(3) 1.0536(19) 0.8619(17) 0.044(7) Uiso 1 1 d . . . . .
H2D H 0.544(3) 1.0361(17) 0.8843(16) 0.040(6) Uiso 1 1 d . . . . .
C3 C 0.6304(2) 1.04918(13) 0.70395(13) 0.0259(4) Uani 1 1 d . . . . .
H3A H 0.6659 1.0929 0.6516 0.031 Uiso 1 1 calc R . . . .
H3B H 0.7395 1.0508 0.7501 0.031 Uiso 1 1 calc R . . . .
C4 C 0.5070(2) 1.09810(14) 0.75750(13) 0.0263(4) Uani 1 1 d . . . . .
H4A H 0.5705 1.1736 0.7871 0.032 Uiso 1 1 calc R . . . .
H4B H 0.4017 1.1006 0.7104 0.032 Uiso 1 1 calc R . . . .
C5 C 0.6275(2) 0.88591(13) 0.59341(12) 0.0221(3) Uani 1 1 d . . . . .
C6 C 0.8146(2) 0.92057(15) 0.59775(14) 0.0292(4) Uani 1 1 d . . . . .
H6 H 0.8856 0.9760 0.6477 0.035 Uiso 1 1 calc R . . . .
C7 C 0.8960(3) 0.87371(15) 0.52874(15) 0.0319(4) Uani 1 1 d . . . . .
H7 H 1.0210 0.8980 0.5323 0.038 Uiso 1 1 calc R . . . .
C8 C 0.7924(3) 0.79108(15) 0.45466(14) 0.0308(4) Uani 1 1 d . . . . .
H8 H 0.8476 0.7594 0.4085 0.037 Uiso 1 1 calc R . . . .
C9 C 0.6058(2) 0.75530(15) 0.44919(13) 0.0268(4) Uani 1 1 d . . . . .
H9 H 0.5362 0.6994 0.3992 0.032 Uiso 1 1 calc R . . . .
C10 C 0.5219(2) 0.80208(13) 0.51749(12) 0.0219(3) Uani 1 1 d . . . . .
C11 C 0.2119(2) 0.63841(14) 0.43050(12) 0.0248(4) Uani 1 1 d . . . . .
C12 C 0.2286(2) 0.53970(15) 0.46602(12) 0.0254(4) Uani 1 1 d . . . . .
C13 C 0.1695(2) 0.44243(15) 0.39916(14) 0.0294(4) Uani 1 1 d . . . . .
H13 H 0.1808 0.3763 0.4218 0.035 Uiso 1 1 calc R . . . .
C14 C 0.0946(2) 0.43976(16) 0.30036(14) 0.0303(4) Uani 1 1 d . . . . .
C15 C 0.0771(2) 0.53891(16) 0.26777(13) 0.0321(4) Uani 1 1 d . . . . .
H15 H 0.0254 0.5391 0.2020 0.038 Uiso 1 1 calc R . . . .
C16 C 0.1353(2) 0.63727(15) 0.33167(13) 0.0293(4) Uani 1 1 d . . . . .
H16 H 0.1232 0.7031 0.3086 0.035 Uiso 1 1 calc R . . . .
C17 C 0.3087(3) 0.53631(17) 0.57237(13) 0.0361(5) Uani 1 1 d . . . . .
H17A H 0.4351 0.5761 0.5852 0.054 Uiso 1 1 calc GR . . . .
H17B H 0.2959 0.4604 0.5837 0.054 Uiso 1 1 calc GR . . . .
H17C H 0.2461 0.5702 0.6160 0.054 Uiso 1 1 calc GR . . . .
C18 C 0.0325(3) 0.33164(18) 0.23092(16) 0.0476(6) Uani 1 1 d . . . . .
H18A H -0.0920 0.3198 0.2004 0.071 Uiso 1 1 calc GR . . . .
H18B H 0.0437 0.2714 0.2679 0.071 Uiso 1 1 calc GR . . . .
H18C H 0.1065 0.3350 0.1804 0.071 Uiso 1 1 calc GR . . . .
O1 O 0.18732(17) 0.62050(11) 1.04933(10) 0.0324(3) Uani 1 1 d . . . . .
H1 H 0.167(4) 0.683(2) 1.0724(19) 0.068(8) Uiso 1 1 d . . . . .
O2 O 0.39859(18) 0.73720(10) 0.98636(10) 0.0344(3) Uani 1 1 d . . . . .
S2 S 0.11204(6) 0.20790(3) 0.90190(3) 0.02529(12) Uani 1 1 d . . . . .
O3 O 0.54489(19) 0.65319(11) 0.84660(10) 0.0361(3) Uani 1 1 d . . . . .
H3 H 0.534(3) 0.702(2) 0.8926(19) 0.062(8) Uiso 1 1 d . . . . .
O4 O -0.07609(17) 0.21284(11) 0.88092(12) 0.0431(4) Uani 1 1 d . . . . .
O5 O 0.15106(17) 0.13162(10) 0.82899(10) 0.0327(3) Uani 1 1 d . . . . .
O6 O 0.1584(2) 0.18585(11) 1.00322(10) 0.0455(4) Uani 1 1 d . . . . .
C19 C 0.3315(2) 0.54218(13) 0.93506(12) 0.0211(3) Uani 1 1 d . . . . .
C20 C 0.4436(2) 0.55389(14) 0.86302(12) 0.0241(4) Uani 1 1 d . . . . .
C21 C 0.4536(2) 0.45975(15) 0.80446(13) 0.0269(4) Uani 1 1 d . . . . .
H21 H 0.5279 0.4672 0.7567 0.032 Uiso 1 1 calc R . . . .
C22 C 0.3537(2) 0.35571(14) 0.81730(13) 0.0252(4) Uani 1 1 d . . . . .
H22 H 0.3590 0.2936 0.7769 0.030 Uiso 1 1 calc R . . . .
C23 C 0.2451(2) 0.34253(13) 0.89006(12) 0.0213(3) Uani 1 1 d . . . . .
C24 C 0.2350(2) 0.43551(13) 0.94900(12) 0.0204(3) Uani 1 1 d . . . . .
H24 H 0.1636 0.4270 0.9982 0.024 Uiso 1 1 calc R . . . .
C25 C 0.3117(2) 0.64228(14) 0.99252(13) 0.0241(4) Uani 1 1 d . . . . .
O7 O 0.7364(2) 1.01617(15) 0.98514(11) 0.0373(3) Uani 1 1 d . . . . .
H7A H 0.829(4) 1.070(2) 0.9877(19) 0.063(8) Uiso 1 1 d . . . . .
H7B H 0.774(4) 0.960(2) 0.982(2) 0.067(9) Uiso 1 1 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
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
N2 C1 H1A 109.7 . . ?
N2 C1 H1B 109.7 . . ?
N2 C1 C2 110.00(15) . . ?
C3 N1 C2 109.53(13) . . ?
C5 N1 C2 113.28(13) . . ?
C5 N1 C3 114.71(13) . . ?
C11 S1 C10 101.57(8) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
N1 C2 C1 109.67(14) . . ?
N1 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C1 N2 H2C 107.1(15) . . ?
C1 N2 H2D 109.4(14) . . ?
H2C N2 H2D 109(2) . . ?
C4 N2 C1 111.26(14) . . ?
C4 N2 H2C 110.7(16) . . ?
C4 N2 H2D 109.2(14) . . ?
N1 C3 H3A 109.7 . . ?
N1 C3 H3B 109.7 . . ?
N1 C3 C4 109.73(14) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
N2 C4 C3 110.72(15) . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 N1 122.78(15) . . ?
C6 C5 C10 118.97(15) . . ?
C10 C5 N1 118.22(14) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.79(16) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.22(17) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.83(17) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.64(16) . . ?
C10 C9 H9 119.7 . . ?
C5 C10 S1 117.17(13) . . ?
C9 C10 S1 123.20(13) . . ?
C9 C10 C5 119.55(16) . . ?
C12 C11 S1 120.98(13) . . ?
C16 C11 S1 118.80(14) . . ?
C16 C11 C12 120.19(16) . . ?
C11 C12 C17 122.26(16) . . ?
C13 C12 C11 117.77(16) . . ?
C13 C12 C17 119.97(17) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 C12 122.90(18) . . ?
C14 C13 H13 118.6 . . ?
C13 C14 C15 117.95(17) . . ?
C13 C14 C18 120.69(19) . . ?
C15 C14 C18 121.36(18) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.87(17) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.31(18) . . ?
C15 C16 H16 119.8 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C25 O1 H1 109.2(18) . . ?
O4 S2 C23 105.39(8) . . ?
O5 S2 O4 112.16(8) . . ?
O5 S2 O6 113.30(9) . . ?
O5 S2 C23 106.52(8) . . ?
O6 S2 O4 110.52(10) . . ?
O6 S2 C23 108.50(8) . . ?
C20 O3 H3 105.9(17) . . ?
C20 C19 C25 119.68(15) . . ?
C24 C19 C20 119.30(15) . . ?
C24 C19 C25 120.98(15) . . ?
O3 C20 C19 123.17(16) . . ?
O3 C20 C21 117.11(16) . . ?
C21 C20 C19 119.72(15) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.15(16) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.80(16) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 S2 119.70(13) . . ?
C24 C23 S2 120.74(13) . . ?
C24 C23 C22 119.48(15) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.51(15) . . ?
C23 C24 H24 119.7 . . ?
O1 C25 C19 113.64(14) . . ?
O2 C25 O1 122.70(16) . . ?
O2 C25 C19 123.64(16) . . ?
H7A O7 H7B 105(3) . . ?
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
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.510(2) . ?
C1 N2 1.495(2) . ?
N1 C2 1.470(2) . ?
N1 C3 1.462(2) . ?
N1 C5 1.428(2) . ?
S1 C10 1.7802(17) . ?
S1 C11 1.7791(17) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N2 H2C 0.84(2) . ?
N2 H2D 0.90(2) . ?
N2 C4 1.488(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.502(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.391(2) . ?
C5 C10 1.406(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.378(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.387(2) . ?
C11 C12 1.397(2) . ?
C11 C16 1.393(2) . ?
C12 C13 1.391(2) . ?
C12 C17 1.505(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(3) . ?
C14 C15 1.388(3) . ?
C14 C18 1.512(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O1 H1 0.88(3) . ?
O1 C25 1.317(2) . ?
O2 C25 1.226(2) . ?
S2 O4 1.4586(14) . ?
S2 O5 1.4418(12) . ?
S2 O6 1.4496(15) . ?
S2 C23 1.7751(17) . ?
O3 H3 0.87(3) . ?
O3 C20 1.349(2) . ?
C19 C20 1.402(2) . ?
C19 C24 1.401(2) . ?
C19 C25 1.478(2) . ?
C20 C21 1.395(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(2) . ?
C23 C24 1.386(2) . ?
C24 H24 0.9300 . ?
O7 H7A 0.84(3) . ?
O7 H7B 0.83(3) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 C4 C3 -54.3(2) . . . . ?
N1 C3 C4 N2 57.97(19) . . . . ?
N1 C5 C6 C7 -177.83(16) . . . . ?
N1 C5 C10 S1 1.7(2) . . . . ?
N1 C5 C10 C9 178.38(15) . . . . ?
S1 C11 C12 C13 179.50(13) . . . . ?
S1 C11 C12 C17 -1.1(2) . . . . ?
S1 C11 C16 C15 -179.10(14) . . . . ?
C2 C1 N2 C4 54.2(2) . . . . ?
C2 N1 C3 C4 -62.11(18) . . . . ?
C2 N1 C5 C6 -100.82(19) . . . . ?
C2 N1 C5 C10 81.32(19) . . . . ?
N2 C1 C2 N1 -58.0(2) . . . . ?
C3 N1 C2 C1 62.36(19) . . . . ?
C3 N1 C5 C6 26.0(2) . . . . ?
C3 N1 C5 C10 -151.91(15) . . . . ?
C5 N1 C2 C1 -168.18(14) . . . . ?
C5 N1 C3 C4 169.21(14) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C6 C5 C10 S1 -176.28(13) . . . . ?
C6 C5 C10 C9 0.4(3) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C8 C9 C10 S1 175.99(14) . . . . ?
C8 C9 C10 C5 -0.5(3) . . . . ?
C10 S1 C11 C12 78.56(15) . . . . ?
C10 S1 C11 C16 -103.07(15) . . . . ?
C10 C5 C6 C7 0.0(3) . . . . ?
C11 S1 C10 C5 -165.27(13) . . . . ?
C11 S1 C10 C9 18.15(17) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C12 C11 C16 C15 -0.7(3) . . . . ?
C12 C13 C14 C15 -0.6(3) . . . . ?
C12 C13 C14 C18 -179.95(18) . . . . ?
C13 C14 C15 C16 1.0(3) . . . . ?
C14 C15 C16 C11 -0.4(3) . . . . ?
C16 C11 C12 C13 1.2(3) . . . . ?
C16 C11 C12 C17 -179.39(17) . . . . ?
C17 C12 C13 C14 -179.98(17) . . . . ?
C18 C14 C15 C16 -179.59(18) . . . . ?
S2 C23 C24 C19 -175.94(12) . . . . ?
O3 C20 C21 C22 179.99(16) . . . . ?
O4 S2 C23 C22 -117.42(15) . . . . ?
O4 S2 C23 C24 59.20(15) . . . . ?
O5 S2 C23 C22 1.90(16) . . . . ?
O5 S2 C23 C24 178.52(13) . . . . ?
O6 S2 C23 C22 124.19(15) . . . . ?
O6 S2 C23 C24 -59.19(16) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
C20 C19 C24 C23 -2.1(2) . . . . ?
C20 C19 C25 O1 172.63(15) . . . . ?
C20 C19 C25 O2 -5.5(3) . . . . ?
C20 C21 C22 C23 -1.5(3) . . . . ?
C21 C22 C23 S2 177.84(13) . . . . ?
C21 C22 C23 C24 1.2(3) . . . . ?
C22 C23 C24 C19 0.7(2) . . . . ?
C24 C19 C20 O3 -178.17(15) . . . . ?
C24 C19 C20 C21 1.8(2) . . . . ?
C24 C19 C25 O1 -5.1(2) . . . . ?
C24 C19 C25 O2 176.76(16) . . . . ?
C25 C19 C20 O3 4.0(2) . . . . ?
C25 C19 C20 C21 -176.04(16) . . . . ?
C25 C19 C24 C23 175.64(15) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168350068
