#------------------------------------------------------------------------------
#$Date: 2023-12-05 18:07:35 +0200 (Tue, 05 Dec 2023) $
#$Revision: 288046 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/29/7062902.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_7062902
loop_
_publ_author_name
'Escalona, Ana'
'Heinemann, Frank W.'
'Briceño, Alexander'
'Alvarado, Ysaias J.'
'Paz, José Luis'
'Lossada, Carla'
'González-Paz, Lenin'
'Toro, Robert'
'Henao, José Antonio'
_publ_section_title
;
 Hydrogen-bond-assisted topochemical synthesis of a multivalent
 zwitterionic tetramer via concomitant cross- and homo [2+2]
 photocycloadditions. Theoretical antiviral activity against SARS-CoV-2
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              19925
_journal_page_last               19932
_journal_paper_doi               10.1039/D3NJ04041K
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         '6(C2 H6 O S), C30 H22 N2 O16'
_chemical_formula_sum            'C42 H58 N2 O22 S6'
_chemical_formula_weight         1135.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2023-03-30
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-03-30 deposited with the CCDC.	2023-09-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.710(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0803(11)
_cell_length_b                   19.8625(19)
_cell_length_c                   14.0812(14)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.03
_cell_measurement_theta_min      2.39
_cell_volume                     2637.2(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL 6.12 (Bruker AXS, 2002)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXTL 6.12 (Bruker AXS, 2002)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 83.33
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Kappa APEX II CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Quazar focussing montel optics'
_diffrn_radiation_source         'ImuS micro-focus tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            72015
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.155
_diffrn_reflns_theta_min         1.855
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0974 before and 0.0531 after correction.
The Ratio of minimum to maximum transmission is 0.9575.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       needle
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0402
_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)+(0.0334P)²+3.2483P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0981
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4586
_reflns_number_total             5843
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj04041k2.cif
_cod_data_source_block           meb1505a
_cod_database_code               7062902
_shelx_shelxl_version_number     2018/3
_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   0.983
_shelx_estimated_absorpt_t_min   0.926
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C13(H13)
2.b Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C3(H3), C4(H4A), C5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
S1 S 0.90431(6) 0.21343(3) 0.37942(4) 0.02130(13) Uani 1 1 d . . . . .
S2 S 0.64898(6) 0.09535(3) -0.00378(4) 0.02245(13) Uani 1 1 d . . . . .
S3 S 0.31903(7) 0.22409(3) 0.61474(5) 0.02554(14) Uani 1 1 d . . . . .
O1 O 0.76157(19) 0.14643(8) 0.81889(12) 0.0267(4) Uani 1 1 d . . . . .
O2 O 0.77596(17) 0.18540(8) 0.67456(11) 0.0202(3) Uani 1 1 d . . . . .
H2 H 0.794(3) 0.2276(14) 0.714(2) 0.030 Uiso 1 1 d . U . . .
O3 O 0.80054(17) -0.11983(7) 0.74410(11) 0.0203(3) Uani 1 1 d . . . . .
O4 O 0.81625(17) -0.10203(9) 0.90524(11) 0.0239(4) Uani 1 1 d . . . . .
H4 H 0.812(3) -0.1474(15) 0.907(2) 0.036 Uiso 1 1 d . U . . .
O5 O 0.65903(14) 0.07860(7) 0.57757(10) 0.0110(3) Uani 1 1 d . . . . .
O6 O 0.48614(15) -0.06649(7) 0.70774(10) 0.0165(3) Uani 1 1 d . . . . .
O7 O 0.82827(15) 0.01935(7) 0.48513(10) 0.0164(3) Uani 1 1 d . . . . .
O8 O 0.66145(15) -0.05836(7) 0.41213(10) 0.0139(3) Uani 1 1 d . . . . .
O9 O 0.81595(17) 0.20444(7) 0.26697(11) 0.0212(3) Uani 1 1 d . . . . .
O10 O 0.56400(17) 0.15817(9) -0.03688(13) 0.0296(4) Uani 1 1 d . . . . .
O11 O 0.19789(18) 0.27186(9) 0.56535(14) 0.0341(4) Uani 1 1 d . . . . .
N1 N 1.20752(17) 0.07759(8) 0.70929(12) 0.0120(3) Uani 1 1 d . . . . .
H1 H 1.260(2) 0.0695(11) 0.6544(17) 0.018 Uiso 1 1 d . U . . .
C1 C 1.0791(2) 0.05021(9) 0.68706(14) 0.0112(4) Uani 1 1 d . . . . .
H1A H 1.036689 0.027966 0.623788 0.013 Uiso 1 1 calc R U . . .
C2 C 1.0056(2) 0.05341(10) 0.75417(15) 0.0129(4) Uani 1 1 d . . . . .
C3 C 1.0716(2) 0.08633(11) 0.84608(16) 0.0198(5) Uani 1 1 d . . . . .
H3 H 1.025149 0.089352 0.894042 0.024 Uiso 1 1 calc R U . . .
C4 C 1.2047(2) 0.11475(12) 0.86800(16) 0.0219(5) Uani 1 1 d . . . . .
H4A H 1.249724 0.137439 0.930574 0.026 Uiso 1 1 calc R U . . .
C5 C 1.2710(2) 0.10962(11) 0.79772(15) 0.0170(4) Uani 1 1 d . . . . .
H5 H 1.362221 0.128919 0.812028 0.020 Uiso 1 1 calc R U . . .
C6 C 0.8605(2) 0.02266(10) 0.72312(14) 0.0120(4) Uani 1 1 d . . . . .
H6 H 0.852915 -0.012838 0.671096 0.014 Uiso 1 1 calc R U . . .
C7 C 0.7256(2) 0.06888(10) 0.68276(14) 0.0111(4) Uani 1 1 d . . . . .
C8 C 0.6521(2) 0.02277(10) 0.73876(14) 0.0121(4) Uani 1 1 d . . . . .
H8 H 0.608856 0.048839 0.781232 0.014 Uiso 1 1 calc R U . . .
C9 C 0.8021(2) -0.00655(10) 0.80257(15) 0.0131(4) Uani 1 1 d . . . . .
H9 H 0.844047 0.016512 0.869728 0.016 Uiso 1 1 calc R U . . .
C10 C 0.7552(2) 0.13847(10) 0.73219(15) 0.0146(4) Uani 1 1 d . . . . .
C11 C 0.8078(2) -0.08234(11) 0.81372(15) 0.0151(4) Uani 1 1 d . . . . .
C12 C 0.6082(2) 0.02041(9) 0.51742(14) 0.0101(4) Uani 1 1 d . . . . .
C13 C 0.5405(2) -0.03503(9) 0.56375(14) 0.0100(4) Uani 1 1 d . . . . .
H13 H 0.574275 -0.080406 0.551400 0.012 Uiso 1 1 calc R U . . .
C14 C 0.5526(2) -0.02913(10) 0.67321(15) 0.0119(4) Uani 1 1 d . . . . .
C15 C 0.7131(2) -0.00673(10) 0.46987(14) 0.0114(4) Uani 1 1 d . . . . .
C16 C 1.0038(3) 0.13746(11) 0.41227(19) 0.0263(5) Uani 1 1 d . . . . .
H16A H 1.064412 0.138805 0.484121 0.039 Uiso 1 1 calc R U . . .
H16B H 0.938809 0.099098 0.400308 0.039 Uiso 1 1 calc R U . . .
H16C H 1.063022 0.132657 0.370454 0.039 Uiso 1 1 calc R U . . .
C17 C 0.7829(4) 0.19832(15) 0.4433(2) 0.0435(8) Uani 1 1 d . . . . .
H17A H 0.832134 0.203200 0.516653 0.065 Uiso 1 1 calc R U . . .
H17B H 0.704989 0.230882 0.420097 0.065 Uiso 1 1 calc R U . . .
H17C H 0.744830 0.152575 0.428222 0.065 Uiso 1 1 calc R U . . .
C18 C 0.6208(4) 0.06775(15) 0.1084(2) 0.0428(7) Uani 1 1 d . . . . .
H18A H 0.674695 0.026332 0.133358 0.064 Uiso 1 1 calc R U . . .
H18B H 0.652640 0.102752 0.160615 0.064 Uiso 1 1 calc R U . . .
H18C H 0.519576 0.059017 0.092698 0.064 Uiso 1 1 calc R U . . .
C19 C 0.8293(3) 0.11958(15) 0.05661(18) 0.0334(6) Uani 1 1 d . . . . .
H19A H 0.888163 0.079297 0.079331 0.050 Uiso 1 1 calc R U . . .
H19B H 0.860846 0.144634 0.008478 0.050 Uiso 1 1 calc R U . . .
H19C H 0.838228 0.148168 0.115279 0.050 Uiso 1 1 calc R U . . .
C20 C 0.4479(3) 0.27000(15) 0.7127(2) 0.0427(7) Uani 1 1 d . . . . .
H20A H 0.529098 0.240778 0.747076 0.064 Uiso 1 1 calc R U . . .
H20B H 0.479728 0.308732 0.683241 0.064 Uiso 1 1 calc R U . . .
H20C H 0.406135 0.285815 0.761785 0.064 Uiso 1 1 calc R U . . .
C21 C 0.4104(3) 0.21596(12) 0.52772(19) 0.0288(5) Uani 1 1 d . . . . .
H21A H 0.490960 0.185256 0.555922 0.043 Uiso 1 1 calc R U . . .
H21B H 0.345648 0.197943 0.463203 0.043 Uiso 1 1 calc R U . . .
H21C H 0.445009 0.260214 0.516181 0.043 Uiso 1 1 calc R U . . .
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
O9 S1 C16 103.80(10) . . ?
O9 S1 C17 104.51(13) . . ?
C16 S1 C17 98.66(12) . . ?
O10 S2 C18 106.23(13) . . ?
O10 S2 C19 107.44(12) . . ?
C19 S2 C18 96.63(14) . . ?
O11 S3 C20 106.61(11) . . ?
O11 S3 C21 105.74(11) . . ?
C20 S3 C21 99.57(14) . . ?
C10 O2 H2 107.5(15) . . ?
C11 O4 H4 109.6(18) . . ?
C7 O5 C12 117.02(14) . . ?
C1 N1 H1 116.5(12) . . ?
C1 N1 C5 120.99(17) . . ?
C5 N1 H1 122.3(12) . . ?
N1 C1 H1A 119.1 . . ?
N1 C1 C2 121.76(18) . . ?
C2 C1 H1A 119.1 . . ?
C1 C2 C6 118.76(17) . . ?
C3 C2 C1 117.31(18) . . ?
C3 C2 C6 123.92(18) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.33(19) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 C3 119.09(19) . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 120.52(19) . . ?
N1 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C2 C6 H6 108.3 . . ?
C2 C6 C7 119.84(16) . . ?
C2 C6 C9 121.48(16) . . ?
C7 C6 H6 108.3 . . ?
C9 C6 H6 108.3 . . ?
C9 C6 C7 88.78(14) . . ?
O5 C7 C6 119.38(15) . . ?
O5 C7 C8 118.62(16) . . ?
O5 C7 C10 107.39(15) . . ?
C8 C7 C6 88.81(14) . . ?
C10 C7 C6 111.03(16) . . ?
C10 C7 C8 110.66(15) . . ?
C7 C8 H8 112.6 . . ?
C7 C8 C9 88.47(14) . . ?
C9 C8 H8 112.6 . . ?
C14 C8 C7 115.20(16) . . ?
C14 C8 H8 112.6 . . ?
C14 C8 C9 113.23(16) . . ?
C6 C9 C8 89.02(14) . . ?
C6 C9 H9 111.7 . . ?
C8 C9 H9 111.7 . . ?
C11 C9 C6 115.95(16) . . ?
C11 C9 C8 114.92(16) . . ?
C11 C9 H9 111.7 . . ?
O1 C10 O2 124.96(19) . . ?
O1 C10 C7 120.63(18) . . ?
O2 C10 C7 114.37(16) . . ?
O3 C11 O4 124.9(2) . . ?
O3 C11 C9 122.56(18) . . ?
O4 C11 C9 112.52(18) . . ?
O5 C12 C13 116.51(15) . . ?
O5 C12 C13 109.71(15) . 3_656 ?
O5 C12 C15 112.80(15) . . ?
C13 C12 C13 89.36(14) . 3_656 ?
C15 C12 C13 112.21(15) . 3_656 ?
C15 C12 C13 113.97(15) . . ?
C12 C13 C12 90.64(14) . 3_656 ?
C12 C13 H13 109.8 3_656 . ?
C12 C13 H13 109.8 . . ?
C14 C13 C12 119.03(16) . . ?
C14 C13 C12 116.38(15) . 3_656 ?
C14 C13 H13 109.8 . . ?
O6 C14 C8 121.11(18) . . ?
O6 C14 C13 120.47(17) . . ?
C8 C14 C13 118.39(16) . . ?
O7 C15 O8 126.33(18) . . ?
O7 C15 C12 122.27(17) . . ?
O8 C15 C12 111.39(16) . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
S1 C17 H17A 109.5 . . ?
S1 C17 H17B 109.5 . . ?
S1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
S2 C18 H18A 109.5 . . ?
S2 C18 H18B 109.5 . . ?
S2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
S2 C19 H19A 109.5 . . ?
S2 C19 H19B 109.5 . . ?
S2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
S3 C20 H20A 109.5 . . ?
S3 C20 H20B 109.5 . . ?
S3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
S3 C21 H21A 109.5 . . ?
S3 C21 H21B 109.5 . . ?
S3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
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 O9 1.5282(16) . ?
S1 C16 1.780(2) . ?
S1 C17 1.782(3) . ?
S2 O10 1.4920(17) . ?
S2 C18 1.787(3) . ?
S2 C19 1.779(3) . ?
S3 O11 1.5081(18) . ?
S3 C20 1.776(3) . ?
S3 C21 1.782(2) . ?
O1 C10 1.210(2) . ?
O2 H2 0.98(3) . ?
O2 C10 1.300(2) . ?
O3 C11 1.212(3) . ?
O4 H4 0.90(3) . ?
O4 C11 1.320(2) . ?
O5 C7 1.407(2) . ?
O5 C12 1.417(2) . ?
O6 C14 1.211(2) . ?
O7 C15 1.219(2) . ?
O8 C15 1.298(2) . ?
N1 H1 1.09(2) . ?
N1 C1 1.335(3) . ?
N1 C5 1.342(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.393(3) . ?
C2 C3 1.391(3) . ?
C2 C6 1.501(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4A 0.9500 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9500 . ?
C6 H6 1.0000 . ?
C6 C7 1.571(3) . ?
C6 C9 1.549(3) . ?
C7 C8 1.557(3) . ?
C7 C10 1.529(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.573(3) . ?
C8 C14 1.505(3) . ?
C9 H9 1.0000 . ?
C9 C11 1.513(3) . ?
C12 C13 1.555(3) . ?
C12 C13 1.558(3) 3_656 ?
C12 C15 1.536(3) . ?
C13 H13 1.0000 . ?
C13 C14 1.507(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
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
_geom_hbond_publ_flag
O2 H2 S1 0.98(3) 2.50(3) 3.3754(16) 149(2) 4_566 yes
O2 H2 O9 0.98(3) 1.52(3) 2.504(2) 176(3) 4_566 yes
O4 H4 S3 0.90(3) 2.84(3) 3.6871(18) 157(2) 2_646 yes
O4 H4 O11 0.90(3) 1.66(3) 2.551(2) 168(3) 2_646 yes
N1 H1 O7 1.09(2) 2.56(2) 3.261(2) 121.4(15) 3_756 yes
N1 H1 O8 1.09(2) 1.44(2) 2.532(2) 176(2) 3_756 yes
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
O5 C7 C8 C9 139.72(17) . . . . ?
O5 C7 C8 C14 24.7(2) . . . . ?
O5 C7 C10 O1 152.37(19) . . . . ?
O5 C7 C10 O2 -29.5(2) . . . . ?
O5 C12 C13 C12 111.79(18) . . . 3_656 ?
O5 C12 C13 C14 -9.2(2) . . . . ?
O5 C12 C15 O7 1.3(3) . . . . ?
O5 C12 C15 O8 -177.50(15) . . . . ?
N1 C1 C2 C3 -0.1(3) . . . . ?
N1 C1 C2 C6 178.82(17) . . . . ?
C1 N1 C5 C4 0.2(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C2 C6 C7 -100.7(2) . . . . ?
C1 C2 C6 C9 150.45(18) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C2 C6 C7 O5 94.5(2) . . . . ?
C2 C6 C7 C8 -142.92(17) . . . . ?
C2 C6 C7 C10 -31.2(2) . . . . ?
C2 C6 C9 C8 141.38(18) . . . . ?
C2 C6 C9 C11 -101.2(2) . . . . ?
C3 C2 C6 C7 78.1(3) . . . . ?
C3 C2 C6 C9 -30.7(3) . . . . ?
C3 C4 C5 N1 0.0(3) . . . . ?
C5 N1 C1 C2 -0.2(3) . . . . ?
C6 C2 C3 C4 -178.5(2) . . . . ?
C6 C7 C8 C9 16.52(14) . . . . ?
C6 C7 C8 C14 -98.55(17) . . . . ?
C6 C7 C10 O1 -75.5(2) . . . . ?
C6 C7 C10 O2 102.7(2) . . . . ?
C6 C9 C11 O3 -29.5(3) . . . . ?
C6 C9 C11 O4 152.74(17) . . . . ?
C7 O5 C12 C13 137.87(16) . . . 3_656 ?
C7 O5 C12 C13 38.4(2) . . . . ?
C7 O5 C12 C15 -96.24(18) . . . . ?
C7 C6 C9 C8 16.59(14) . . . . ?
C7 C6 C9 C11 134.01(17) . . . . ?
C7 C8 C9 C6 -16.76(14) . . . . ?
C7 C8 C9 C11 -135.09(17) . . . . ?
C7 C8 C14 O6 -177.78(18) . . . . ?
C7 C8 C14 C13 4.0(2) . . . . ?
C8 C7 C10 O1 21.5(3) . . . . ?
C8 C7 C10 O2 -160.35(17) . . . . ?
C8 C9 C11 O3 72.3(2) . . . . ?
C8 C9 C11 O4 -105.42(19) . . . . ?
C9 C6 C7 O5 -139.32(17) . . . . ?
C9 C6 C7 C8 -16.77(14) . . . . ?
C9 C6 C7 C10 94.95(16) . . . . ?
C9 C8 C14 O6 82.4(2) . . . . ?
C9 C8 C14 C13 -95.8(2) . . . . ?
C10 C7 C8 C9 -95.55(17) . . . . ?
C10 C7 C8 C14 149.39(17) . . . . ?
C12 O5 C7 C6 59.0(2) . . . . ?
C12 O5 C7 C8 -47.2(2) . . . . ?
C12 O5 C7 C10 -173.53(15) . . . . ?
C12 C13 C14 O6 63.7(2) 3_656 . . . ?
C12 C13 C14 O6 170.56(18) . . . . ?
C12 C13 C14 C8 -11.2(3) . . . . ?
C12 C13 C14 C8 -118.06(19) 3_656 . . . ?
C13 C12 C13 C12 -0.003(0) 3_656 . . 3_656 ?
C13 C12 C13 C14 -121.0(2) 3_656 . . . ?
C13 C12 C15 O7 -134.52(19) . . . . ?
C13 C12 C15 O7 125.79(19) 3_656 . . . ?
C13 C12 C15 O8 46.7(2) . . . . ?
C13 C12 C15 O8 -53.0(2) 3_656 . . . ?
C14 C8 C9 C6 100.12(17) . . . . ?
C14 C8 C9 C11 -18.2(2) . . . . ?
C15 C12 C13 C12 -114.13(18) . . . 3_656 ?
C15 C12 C13 C14 124.91(18) . . . . ?
