#------------------------------------------------------------------------------
#$Date: 2024-01-03 04:35:59 +0200 (Wed, 03 Jan 2024) $
#$Revision: 288628 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/79/7247939.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_7247939
loop_
_publ_author_name
'Gutiérrez, Eduardo L.'
'Godoy, Agustín A.'
'Brusau, Elena V.'
'Vega, Daniel'
'Narda, Griselda E.'
'Suárez, Sebastián'
'Di Salvo, Florencia'
_publ_section_title
;
 Mebendazolium mesylate anhydride salt: rational design based on
 supramolecular assembly, synthesis, and solid-state characterization
;
_journal_issue                   1
_journal_name_full               'RSC Advances'
_journal_page_first              181
_journal_page_last               192
_journal_paper_doi               10.1039/D3RA07422F
_journal_volume                  14
_journal_year                    2024
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C16 H14 N3 O3, C H3 O3 S'
_chemical_formula_sum            'C17 H17 N3 O6 S'
_chemical_formula_weight         391.39
_chemical_name_systematic        'Mebendazolium mesylate anhydride salt'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2023-10-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-10-23 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2177(3)
_cell_length_b                   9.2009(4)
_cell_length_c                   27.0007(17)
_cell_measurement_reflns_used    2765
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.1140
_cell_measurement_theta_min      4.7940
_cell_volume                     1793.10(16)
_computing_cell_refinement       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.95a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1158
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  13.00   1.00   13.57    --    0.00  98.00  20.00   25
  2  ω    -78.00 -23.00   1.00   55.52    --  -59.32  98.00  20.00   55
  3  ω   -133.00 -84.00   1.00   55.52    --  -59.32 -98.00 -87.00   49
  4  ω      1.00  55.00   1.00   55.52    --   59.32 -98.00 -87.00   54
  5  ω     74.00  99.00   1.00  156.51    --  116.00 -98.00 -87.00   25
  6  ω    112.00 138.00   1.00  156.51    --  116.00  98.00  20.00   26
  7  ω    -69.00 -38.00   1.00   13.57    --    0.00 178.00 120.00   31
  8  ω    -82.00 -37.00   1.00   13.57    --    0.00 178.00 -30.00   45
  9  ω   -121.00 -76.00   1.00   55.52    --  -59.32-125.00   0.00   45
 10  ω   -131.00 -93.00   1.00   55.52    --  -59.32 -94.00-150.00   38
 11  ω   -123.00 -84.00   1.00   55.52    --  -59.32 -94.00  60.00   39
 12  ω   -133.00 -84.00   1.00   55.52    --  -59.32 -94.00 150.00   49
 13  ω    147.00 176.00   1.00  156.51    --  116.00  77.00-120.00   29
 14  ω     43.00 106.00   1.00  156.51    --  116.00 -91.00-150.00   63
 15  ω     63.00 107.00   1.00  156.51    --  116.00 -63.00 -90.00   44
 16  ω     48.00  95.00   1.00  156.51    --  116.00 -91.00 -30.00   47
 17  ω    131.00 165.00   1.00  156.51    --  116.00  63.00 150.00   34
 18  ω    102.00 135.00   1.00  156.51    --  116.00  77.00-120.00   33
 19  ω    100.00 127.00   1.00  156.51    --  116.00 -77.00 -90.00   27
 20  ω    104.00 162.00   1.00  156.51    --  116.00  77.00-180.00   58
 21  ω     47.00  74.00   1.00  156.51    --  116.00 -77.00 -90.00   27
 22  ω    103.00 130.00   1.00  156.51    --  116.00  37.00 150.00   27
 23  ω    135.00 175.00   1.00  156.51    --  116.00 111.00 -60.00   40
 24  ω    112.00 178.00   1.00  156.51    --  116.00 111.00 -90.00   66
 25  ω     44.00  90.00   1.00  156.51    --  116.00 -91.00  90.00   46
;
_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      0.1286180000
_diffrn_orient_matrix_UB_12      -0.0186354000
_diffrn_orient_matrix_UB_13      0.0451612000
_diffrn_orient_matrix_UB_21      0.1199099000
_diffrn_orient_matrix_UB_22      -0.1079450000
_diffrn_orient_matrix_UB_23      -0.0295445000
_diffrn_orient_matrix_UB_31      0.1209290000
_diffrn_orient_matrix_UB_32      0.1265543000
_diffrn_orient_matrix_UB_33      -0.0186179000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            6778
_diffrn_reflns_point_group_measured_fraction_full 0.929
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.631
_diffrn_reflns_theta_min         5.078
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.975
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Flack x determined using 822 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0628
_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)+(0.0622P)²+1.9502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1717
_refine_ls_wR_factor_ref         0.1814
_reflns_Friedel_coverage         0.577
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.799
_reflns_number_gt                2774
_reflns_number_total             3311
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra07422f2.cif
_cod_data_source_block           MBZH-MsO
_cod_original_cell_volume        1793.09(16)
_cod_database_code               7247939
_shelx_shelxl_version_number     2019/2
_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.
;
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), C6(H6), C7(H7), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16)
1.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_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 1.481
_oxdiff_exptl_absorpt_empirical_full_min 0.456
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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 1.0326(2) 0.73790(16) 0.34083(7) 0.0486(4) Uani 1 1 d . . . . .
O1 O 1.3641(7) 0.3640(6) 0.25309(19) 0.0612(13) Uani 1 1 d . . . . .
O2 O 1.2423(8) 0.1476(6) 0.2748(2) 0.0663(14) Uani 1 1 d . . . . .
O3 O 0.1488(8) 0.3351(7) 0.4179(2) 0.0773(17) Uani 1 1 d . . . . .
O4 O 0.8497(6) 0.6835(5) 0.3534(2) 0.0584(13) Uani 1 1 d . . . . .
O5 O 1.1153(8) 0.6549(6) 0.3011(2) 0.0689(15) Uani 1 1 d . . . . .
O6 O 1.0404(9) 0.8913(6) 0.3317(3) 0.087(2) Uani 1 1 d . . . . .
N1 N 1.0980(8) 0.3612(6) 0.2925(2) 0.0518(14) Uani 1 1 d . . . . .
H1 H 1.108799 0.454085 0.290497 0.062 Uiso 1 1 calc R U . . .
N2 N 0.8129(7) 0.3874(6) 0.3344(2) 0.0514(14) Uani 1 1 d . . . . .
H2 H 0.808320 0.480745 0.333959 0.062 Uiso 1 1 calc R U . . .
N3 N 0.9095(7) 0.1665(6) 0.3216(2) 0.0475(13) Uani 1 1 d . . . . .
H3 H 0.977395 0.095290 0.311787 0.057 Uiso 1 1 calc R U . . .
C1 C 1.5189(10) 0.2903(9) 0.2301(3) 0.064(2) Uani 1 1 d . . . . .
H1A H 1.574170 0.224741 0.253456 0.097 Uiso 1 1 calc R U . . .
H1B H 1.609124 0.360665 0.219717 0.097 Uiso 1 1 calc R U . . .
H1C H 1.476010 0.236693 0.201823 0.097 Uiso 1 1 calc R U . . .
C2 C 1.2377(9) 0.2772(8) 0.2728(3) 0.0528(16) Uani 1 1 d . . . . .
C3 C 0.9455(9) 0.3076(7) 0.3148(2) 0.0464(14) Uani 1 1 d . . . . .
C4 C 0.6818(9) 0.2968(7) 0.3558(2) 0.0466(15) Uani 1 1 d . . . . .
C5 C 0.7441(9) 0.1546(7) 0.3473(2) 0.0450(13) Uani 1 1 d . . . . .
C6 C 0.6461(10) 0.0359(7) 0.3641(3) 0.0539(17) Uani 1 1 d . . . . .
H6 H 0.686265 -0.058408 0.357903 0.065 Uiso 1 1 calc R U . . .
C7 C 0.4854(10) 0.0626(8) 0.3905(3) 0.0562(17) Uani 1 1 d . . . . .
H7 H 0.417930 -0.015401 0.402994 0.067 Uiso 1 1 calc R U . . .
C8 C 0.4211(9) 0.2064(8) 0.3991(3) 0.0524(17) Uani 1 1 d . . . . .
C9 C 0.5177(9) 0.3255(8) 0.3807(3) 0.0521(15) Uani 1 1 d . . . . .
H9 H 0.474317 0.419896 0.384874 0.062 Uiso 1 1 calc R U . . .
C10 C 0.2441(9) 0.2279(8) 0.4260(3) 0.0546(17) Uani 1 1 d . . . . .
C11 C 0.1807(10) 0.1154(8) 0.4620(3) 0.0521(16) Uani 1 1 d . . . . .
C12 C -0.0055(10) 0.0776(9) 0.4634(3) 0.0621(19) Uani 1 1 d . . . . .
H12 H -0.089636 0.125126 0.442979 0.074 Uiso 1 1 calc R U . . .
C13 C -0.0660(13) -0.0302(11) 0.4950(4) 0.083(3) Uani 1 1 d . . . . .
H13 H -0.190667 -0.055532 0.495752 0.099 Uiso 1 1 calc R U . . .
C14 C 0.0573(17) -0.0996(11) 0.5252(4) 0.090(3) Uani 1 1 d . . . . .
H14 H 0.017488 -0.175103 0.545477 0.108 Uiso 1 1 calc R U . . .
C15 C 0.2378(16) -0.0585(12) 0.5256(3) 0.086(3) Uani 1 1 d . . . . .
H15 H 0.319352 -0.102051 0.547794 0.103 Uiso 1 1 calc R U . . .
C16 C 0.3019(12) 0.0466(10) 0.4938(3) 0.069(2) Uani 1 1 d . . . . .
H16 H 0.426814 0.071318 0.493734 0.083 Uiso 1 1 calc R U . . .
C17 C 1.1696(13) 0.7041(11) 0.3925(4) 0.083(3) Uani 1 1 d . . . . .
H17A H 1.127409 0.762566 0.419731 0.124 Uiso 1 1 calc R U . . .
H17B H 1.296124 0.727763 0.385143 0.124 Uiso 1 1 calc R U . . .
H17C H 1.160855 0.603156 0.401285 0.124 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O4 S1 C17 105.5(4) . . ?
O5 S1 O4 111.5(3) . . ?
O5 S1 C17 105.5(5) . . ?
O6 S1 O4 114.5(3) . . ?
O6 S1 O5 112.1(4) . . ?
O6 S1 C17 106.9(5) . . ?
C2 O1 C1 115.0(6) . . ?
C2 N1 H1 117.8 . . ?
C3 N1 H1 117.8 . . ?
C3 N1 C2 124.4(6) . . ?
C3 N2 H2 125.4 . . ?
C3 N2 C4 109.2(5) . . ?
C4 N2 H2 125.4 . . ?
C3 N3 H3 125.9 . . ?
C3 N3 C5 108.2(5) . . ?
C5 N3 H3 125.9 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 N1 108.8(6) . . ?
O2 C2 O1 127.0(7) . . ?
O2 C2 N1 124.3(7) . . ?
N2 C3 N1 124.7(6) . . ?
N2 C3 N3 110.2(6) . . ?
N3 C3 N1 125.1(6) . . ?
N2 C4 C5 105.8(5) . . ?
C9 C4 N2 132.1(6) . . ?
C9 C4 C5 122.1(6) . . ?
N3 C5 C4 106.6(5) . . ?
C6 C5 N3 132.1(6) . . ?
C6 C5 C4 121.3(6) . . ?
C5 C6 H6 121.3 . . ?
C5 C6 C7 117.4(6) . . ?
C7 C6 H6 121.3 . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.6(7) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C10 119.1(7) . . ?
C9 C8 C7 120.7(6) . . ?
C9 C8 C10 120.1(6) . . ?
C4 C9 C8 116.8(6) . . ?
C4 C9 H9 121.6 . . ?
C8 C9 H9 121.6 . . ?
O3 C10 C8 120.4(7) . . ?
O3 C10 C11 120.2(6) . . ?
C8 C10 C11 119.4(7) . . ?
C12 C11 C10 119.2(7) . . ?
C16 C11 C10 122.0(7) . . ?
C16 C11 C12 118.8(8) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(8) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(9) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(9) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 120.9(10) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 119.9(9) . . ?
C15 C16 H16 120.0 . . ?
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 . . ?
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 O4 1.452(5) . ?
S1 O5 1.447(5) . ?
S1 O6 1.434(5) . ?
S1 C17 1.739(9) . ?
O1 C1 1.447(8) . ?
O1 C2 1.324(8) . ?
O2 C2 1.194(9) . ?
O3 C10 1.221(9) . ?
N1 H1 0.8600 . ?
N1 C2 1.377(8) . ?
N1 C3 1.348(8) . ?
N2 H2 0.8600 . ?
N2 C3 1.317(8) . ?
N2 C4 1.388(8) . ?
N3 H3 0.8600 . ?
N3 C3 1.337(8) . ?
N3 C5 1.384(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C4 C5 1.403(9) . ?
C4 C9 1.387(9) . ?
C5 C6 1.378(9) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.422(10) . ?
C8 C9 1.391(9) . ?
C8 C10 1.481(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.493(10) . ?
C11 C12 1.388(10) . ?
C11 C16 1.380(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(14) . ?
C14 H14 0.9300 . ?
C14 C15 1.357(15) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(12) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
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
N1 H1 O5 0.86 1.87 2.715(7) 167.0 . yes
N2 H2 O4 0.86 1.96 2.785(7) 160.2 . yes
N2 H2 O5 0.86 2.87 3.410(7) 122.1 . yes
N3 H3 O6 0.86 2.00 2.716(7) 139.4 1_545 yes
C6 H6 O6 0.93 2.69 3.261(9) 120.2 1_545 yes
C17 H17C O3 0.96 2.51 3.467(11) 175.6 1_655 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
O3 C10 C11 C12 39.3(11) . . . . ?
O3 C10 C11 C16 -141.2(8) . . . . ?
N2 C4 C5 N3 0.5(7) . . . . ?
N2 C4 C5 C6 179.6(7) . . . . ?
N2 C4 C9 C8 -177.9(7) . . . . ?
N3 C5 C6 C7 177.7(7) . . . . ?
C1 O1 C2 O2 2.6(12) . . . . ?
C1 O1 C2 N1 -179.0(6) . . . . ?
C2 N1 C3 N2 178.9(7) . . . . ?
C2 N1 C3 N3 1.1(11) . . . . ?
C3 N1 C2 O1 178.8(6) . . . . ?
C3 N1 C2 O2 -2.7(12) . . . . ?
C3 N2 C4 C5 -0.6(8) . . . . ?
C3 N2 C4 C9 -179.7(7) . . . . ?
C3 N3 C5 C4 -0.2(7) . . . . ?
C3 N3 C5 C6 -179.2(8) . . . . ?
C4 N2 C3 N1 -177.5(6) . . . . ?
C4 N2 C3 N3 0.5(8) . . . . ?
C4 C5 C6 C7 -1.2(11) . . . . ?
C5 N3 C3 N1 177.8(6) . . . . ?
C5 N3 C3 N2 -0.2(8) . . . . ?
C5 C4 C9 C8 3.1(10) . . . . ?
C5 C6 C7 C8 1.5(12) . . . . ?
C6 C7 C8 C9 0.5(12) . . . . ?
C6 C7 C8 C10 177.5(7) . . . . ?
C7 C8 C9 C4 -2.8(11) . . . . ?
C7 C8 C10 O3 -151.1(8) . . . . ?
C7 C8 C10 C11 27.3(10) . . . . ?
C8 C10 C11 C12 -139.1(7) . . . . ?
C8 C10 C11 C16 40.4(10) . . . . ?
C9 C4 C5 N3 179.7(6) . . . . ?
C9 C4 C5 C6 -1.2(10) . . . . ?
C9 C8 C10 O3 25.9(11) . . . . ?
C9 C8 C10 C11 -155.7(7) . . . . ?
C10 C8 C9 C4 -179.7(6) . . . . ?
C10 C11 C12 C13 177.4(7) . . . . ?
C10 C11 C16 C15 -178.6(8) . . . . ?
C11 C12 C13 C14 0.3(14) . . . . ?
C12 C11 C16 C15 0.8(12) . . . . ?
C12 C13 C14 C15 2.8(16) . . . . ?
C13 C14 C15 C16 -4.1(17) . . . . ?
C14 C15 C16 C11 2.2(15) . . . . ?
C16 C11 C12 C13 -2.1(12) . . . . ?
