#------------------------------------------------------------------------------
#$Date: 2022-06-24 03:59:12 +0300 (Fri, 24 Jun 2022) $
#$Revision: 276215 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/87/7158735.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_7158735
loop_
_publ_author_name
'Krivolapova, Yulia V.'
'Tomashenko, Olesya A.'
'Funt, Liya D.'
'Spiridonova, Dar’ya V.'
'Novikov, Mikhail Sergeevich'
'Khlebnikov, Alexander F.'
_publ_section_title
;
 Azirine-triazole hybrids: selective synthesis of 5-(2H-azirin-2-yl)-,
 5-(1H-pyrrol-2-yl)-1H-1,2,3-triazoles and
 2-(5-(2H-azirin-2-yl)-1H-1,2,3-triazol-1-yl)pyridines
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00908K
_journal_year                    2022
_chemical_formula_moiety         'C22 H20 N4 O3 S'
_chemical_formula_sum            'C22 H20 N4 O3 S'
_chemical_formula_weight         420.48
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-14
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-04-21 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                111.2290(10)
_cell_angle_beta                 91.7750(10)
_cell_angle_gamma                99.4960(10)
_cell_formula_units_Z            4
_cell_length_a                   6.89270(10)
_cell_length_b                   17.0842(2)
_cell_length_c                   19.2068(2)
_cell_measurement_reflns_used    15778
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.5530
_cell_measurement_theta_min      2.4610
_cell_volume                     2069.21(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (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 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  16.00   0.50    0.25    --   39.58 -87.00 127.00   88
  2  ω     22.00  57.00   0.50    0.25    --   39.58 -87.00 127.00   70
  3  ω     34.00  76.00   0.50    1.80    --  100.00 -87.00 127.00   84
  4  ω     90.00 118.00   0.50    1.80    --  100.00 -87.00 127.00   56
  5  ω    -84.00 -21.00   0.50    0.25    --  -39.58 -54.00 120.00  126
  6  ω    -12.00  28.00   0.50    0.25    --  -39.58  32.00  60.00   80
  7  ω     -8.00  18.00   0.50    0.25    --  -39.58  87.00-115.00   52
  8  ω    -48.00 -15.00   0.50    0.25    --  -39.58  32.00  60.00   66
  9  ω    -56.00 -18.00   0.50    0.25    --  -39.58 138.00 -90.00   76
 10  ω    -54.00  22.00   0.50    0.25    --  -39.58  43.00 -60.00  152
 11  ω    -68.00 -25.00   0.50    0.25    --  -39.58 -43.00 150.00   86
 12  ω   -104.00 -76.00   0.50    0.25    --  -39.58 -43.00 150.00   56
 13  ω     -4.00  21.00   0.50    0.25    --  -39.58  77.00 150.00   50
 14  ω    -44.00 -19.00   0.50    0.25    --  -39.58  77.00 150.00   50
 15  ω    -57.00 -16.00   0.50    0.25    --  -39.58  87.00-115.00   82
 16  ω    -89.00 -59.00   0.50    0.25    --  -39.58 138.00 -90.00   60
 17  ω     32.00  91.00   0.50    0.25    --   39.58  65.00  90.00  118
 18  ω     29.00  55.00   0.50    0.25    --   39.58 -54.00 -60.00   52
 19  ω     44.00  70.00   0.50    0.25    --   39.58-104.00  90.00   52
 20  ω    -24.00   3.00   0.50    0.25    --   39.58 -54.00 -60.00   54
 21  ω     17.00  96.00   0.50    0.25    --   39.58-138.00 120.00  158
 22  ω    -23.00  51.00   0.50    0.25    --   39.58 -32.00-150.00  148
 23  ω    -29.00   7.00   0.50    0.25    --   39.58 -89.00 -30.00   72
 24  ω     45.00  70.00   0.50    0.25    --   39.58 -89.00 -30.00   50
 25  ω     48.00 108.00   0.50    0.25    --   39.58  21.00  30.00  120
 26  ω    -10.00  17.00   0.50    0.25    --   39.58-104.00  90.00   54
 27  ω     72.00  98.00   0.50    0.25    --   39.58  43.00-120.00   52
 28  ω     57.00  82.00   0.50    0.25    --   39.58  32.00  60.00   50
 29  ω     43.00  69.00   0.50    0.25    --   39.58  43.00-120.00   52
 30  ω     36.00  81.00   0.50    1.80    --  100.00 -53.00  30.00   90
 31  ω     94.00 147.00   0.50    1.80    --  100.00 111.00 150.00  106
 32  ω     56.00 119.00   0.50    1.80    --  100.00 -69.00-150.00  126
 33  ω    102.00 129.00   0.50    1.80    --  100.00  22.00 -60.00   54
 34  ω     36.00 118.00   0.50    1.80    --  100.00-133.00  90.00  164
 35  ω     60.00 117.00   0.50    1.80    --  100.00 -61.00  30.00  114
 36  ω     79.00 108.00   0.50    1.80    --  100.00-111.00 -30.00   58
 37  ω     95.00 121.00   0.50    1.80    --  100.00 -86.00  60.00   52
 38  ω     33.00  78.00   0.50    1.80    --  100.00 -86.00  60.00   90
 39  ω     75.00 112.00   0.50    1.80    --  100.00 -37.00  30.00   74
 40  ω     34.00  70.00   0.50    1.80    --  100.00 -37.00  30.00   72
 41  ω     97.00 149.00   0.50    1.80    --  100.00  93.00 150.00  104
 42  ω    131.00 157.00   0.50    1.80    --  100.00  77.00-180.00   52
 43  ω     49.00  91.00   0.50    1.80    --  100.00-111.00   0.00   84
 44  ω     88.00 136.00   0.50    1.80    --  100.00 111.00-180.00   96
 45  ω     36.00 115.00   0.50    1.80    --  100.00 -45.00-150.00  158
 46  ω     47.00 107.00   0.50    1.80    --  100.00 -61.00 120.00  120
 47  ω     83.00 156.00   0.50    1.80    --  100.00  15.00 -90.00  146
 48  ω     78.00 104.00   0.50    1.80    --  100.00 -93.00-120.00   52
 49  ω     77.00 151.00   0.50    1.80    --  100.00  15.00-120.00  148
 50  ω     97.00 155.00   0.50    1.80    --  100.00  45.00 -30.00  116
 51  ω     61.00 106.00   0.50    1.80    --  100.00 -93.00  30.00   90
 52  ω    124.00 150.00   0.50    1.80    --  100.00 111.00 120.00   52
 53  ω     84.00 118.00   0.50    1.80    --  100.00-133.00 -60.00   68
 54  ω     39.00  65.00   0.50    1.80    --  100.00-133.00 -60.00   52
 55  ω     36.00 116.00   0.50    1.80    --  100.00 -45.00 120.00  160
 56  ω     91.00 116.00   0.50    1.80    --  100.00-133.00-150.00   50
 57  ω     30.00  56.00   0.50    1.80    --  100.00 -15.00   0.00   52
 58  ω     81.00 121.00   0.50    1.80    --  100.00 -15.00   0.00   80
 59  ω     97.00 122.00   0.50    1.80    --  100.00  30.00 150.00   50
 60  ω     45.00  70.00   0.50    1.80    --  100.00-133.00-150.00   50
 61  ω    123.00 148.00   0.50    1.80    --  100.00  30.00 120.00   50
 62  ω     69.00 118.00   0.50    1.80    --  100.00 -53.00 -90.00   98
 63  ω    111.00 155.00   0.50    1.80    --  100.00  93.00 -30.00   88
 64  ω     84.00 127.00   0.50    1.80    --  100.00  77.00 -30.00   86
 65  ω     75.00 108.00   0.50    1.80    --  100.00-111.00-180.00   66
 66  ω     39.00  66.00   0.50    1.80    --  100.00-111.00 -90.00   54
 67  ω     92.00 117.00   0.50    1.80    --  100.00  30.00 120.00   50
 68  ω     47.00  90.00   0.50    1.80    --  100.00 -93.00   0.00   86
 69  ω     96.00 121.00   0.50    1.80    --  100.00  30.00  90.00   50
 70  ω     84.00 157.00   0.50    1.80    --  100.00  53.00 -60.00  146
 71  ω     86.00 112.00   0.50    1.80    --  100.00 111.00 120.00   52
 72  ω    132.00 157.00   0.50    1.80    --  100.00  93.00-120.00   50
 73  ω     45.00  70.00   0.50    1.80    --  100.00 -93.00 150.00   50
 74  ω     88.00 117.00   0.50    1.80    --  100.00-133.00 150.00   58
 75  ω     85.00 111.00   0.50    1.80    --  100.00  87.00-115.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0238028000
_diffrn_orient_matrix_UB_12      0.0737796000
_diffrn_orient_matrix_UB_13      0.0770940000
_diffrn_orient_matrix_UB_21      -0.2213255000
_diffrn_orient_matrix_UB_22      -0.0243742000
_diffrn_orient_matrix_UB_23      0.0078377000
_diffrn_orient_matrix_UB_31      0.0480192000
_diffrn_orient_matrix_UB_32      -0.0605646000
_diffrn_orient_matrix_UB_33      0.0383690000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22886
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.995
_diffrn_reflns_theta_min         2.480
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_description       prism
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         7834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0373
_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)+(0.0405P)²+1.1166P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.0967
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7023
_reflns_number_total             7834
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00908k2.cif
_cod_data_source_block           19485_lia036
_cod_database_code               7158735
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C22 H20 N4 O3 S'
_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   0.879
_shelx_estimated_absorpt_t_min   0.801
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C1(H1), C4(H4A), C5(H5), C7(H7), C8(H8), C17(H17), C18(H18), C19(H19),
  C20(H20), C21(H21), N4'(H4'), C1'(H1'), C4'(H4'A), C5'(H5'), C7'(H7'),
 C8'(H8'), C17'(H17'), C18'(H18'), C19'(H19'), C20'(H20'), C21'(H21')
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C15(H15A,H15B,H15C), C22(H22A,H22B,H22C), C9'(H9'A,H9'B,
 H9'C), C15'(H15D,H15E,H15F), C22'(H22D,H22E,H22F)
;
_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 1.520
_oxdiff_exptl_absorpt_empirical_full_min 0.749
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
S1 S 0.40840(6) 0.59356(2) 0.82465(2) 0.02386(10) Uani 1 1 d . . . . .
O1 O 0.53937(19) 0.54783(8) 0.84502(7) 0.0308(3) Uani 1 1 d . . . . .
O2 O 0.2924(2) 0.64368(8) 0.87618(7) 0.0327(3) Uani 1 1 d . . . . .
O3 O -0.02026(18) 0.05909(7) 0.41416(7) 0.0279(3) Uani 1 1 d . . . . .
N1 N 0.2381(2) 0.51593(8) 0.75752(8) 0.0240(3) Uani 1 1 d . . . . .
N2 N 0.2740(2) 0.43776(8) 0.71653(7) 0.0221(3) Uani 1 1 d . . . . .
N3 N 0.0738(2) 0.53530(9) 0.73417(9) 0.0305(3) Uani 1 1 d . . . . .
N4 N 0.20084(19) 0.25907(8) 0.61699(7) 0.0202(3) Uani 1 1 d . . . . .
H4 H 0.293131 0.269717 0.653628 0.024 Uiso 1 1 calc R U . . .
C1 C -0.0057(3) 0.46491(11) 0.67682(10) 0.0290(4) Uani 1 1 d . . . . .
H1 H -0.126255 0.456757 0.647541 0.035 Uiso 1 1 calc R U . . .
C2 C 0.1173(2) 0.40348(10) 0.66584(9) 0.0212(3) Uani 1 1 d . . . . .
C3 C 0.5274(2) 0.65247(10) 0.77523(9) 0.0224(3) Uani 1 1 d . . . . .
C4 C 0.4368(2) 0.71289(10) 0.76106(9) 0.0245(3) Uani 1 1 d . . . . .
H4A H 0.310906 0.722022 0.777493 0.029 Uiso 1 1 calc R U . . .
C5 C 0.5344(3) 0.75932(11) 0.72247(10) 0.0273(3) Uani 1 1 d . . . . .
H5 H 0.473834 0.800240 0.711620 0.033 Uiso 1 1 calc R U . . .
C6 C 0.7209(3) 0.74691(11) 0.69917(10) 0.0295(4) Uani 1 1 d . . . . .
C7 C 0.8079(3) 0.68656(12) 0.71489(11) 0.0321(4) Uani 1 1 d . . . . .
H7 H 0.934879 0.678010 0.699397 0.039 Uiso 1 1 calc R U . . .
C8 C 0.7120(3) 0.63867(11) 0.75287(10) 0.0282(4) Uani 1 1 d . . . . .
H8 H 0.771614 0.597292 0.763331 0.034 Uiso 1 1 calc R U . . .
C9 C 0.8256(3) 0.79881(13) 0.65809(12) 0.0404(5) Uani 1 1 d . . . . .
H9A H 0.756581 0.781331 0.607926 0.061 Uiso 1 1 calc R U . . .
H9B H 0.961847 0.789332 0.653553 0.061 Uiso 1 1 calc R U . . .
H9C H 0.826697 0.859611 0.686020 0.061 Uiso 1 1 calc R U . . .
C10 C 0.0881(2) 0.31672(10) 0.61138(9) 0.0203(3) Uani 1 1 d . . . . .
C11 C -0.0405(2) 0.27693(10) 0.54694(9) 0.0203(3) Uani 1 1 d . . . . .
C12 C -0.0024(2) 0.19171(10) 0.51232(9) 0.0208(3) Uani 1 1 d . . . . .
C13 C 0.1488(2) 0.18394(10) 0.55804(9) 0.0205(3) Uani 1 1 d . . . . .
C14 C -0.0965(2) 0.12205(10) 0.44290(9) 0.0222(3) Uani 1 1 d . . . . .
C15 C -0.2891(3) 0.12672(12) 0.40735(10) 0.0306(4) Uani 1 1 d . . . . .
H15A H -0.272132 0.177489 0.394033 0.046 Uiso 1 1 calc R U . . .
H15B H -0.389577 0.130341 0.442830 0.046 Uiso 1 1 calc R U . . .
H15C H -0.331457 0.075370 0.361966 0.046 Uiso 1 1 calc R U . . .
C16 C -0.1778(2) 0.31974(10) 0.51865(9) 0.0217(3) Uani 1 1 d . . . . .
C17 C -0.3723(3) 0.31611(12) 0.53701(10) 0.0294(4) Uani 1 1 d . . . . .
H17 H -0.418294 0.286085 0.568181 0.035 Uiso 1 1 calc R U . . .
C18 C -0.4990(3) 0.35607(13) 0.51003(11) 0.0343(4) Uani 1 1 d . . . . .
H18 H -0.631074 0.353606 0.523098 0.041 Uiso 1 1 calc R U . . .
C19 C -0.4341(3) 0.39958(12) 0.46412(10) 0.0336(4) Uani 1 1 d . . . . .
H19 H -0.522157 0.425752 0.444756 0.040 Uiso 1 1 calc R U . . .
C20 C -0.2403(3) 0.40473(11) 0.44660(10) 0.0331(4) Uani 1 1 d . . . . .
H20 H -0.194590 0.435479 0.415961 0.040 Uiso 1 1 calc R U . . .
C21 C -0.1126(3) 0.36511(11) 0.47367(10) 0.0267(3) Uani 1 1 d . . . . .
H21 H 0.020233 0.368940 0.461441 0.032 Uiso 1 1 calc R U . . .
C22 C 0.2461(2) 0.11029(10) 0.55128(9) 0.0249(3) Uani 1 1 d . . . . .
H22A H 0.337203 0.103149 0.512207 0.037 Uiso 1 1 calc R U . . .
H22B H 0.145368 0.058154 0.537853 0.037 Uiso 1 1 calc R U . . .
H22C H 0.319800 0.121059 0.599317 0.037 Uiso 1 1 calc R U . . .
S1' S 1.61484(6) 0.01269(3) 0.81883(2) 0.02793(10) Uani 1 1 d . . . . .
O1' O 1.61874(19) -0.03126(8) 0.74028(7) 0.0323(3) Uani 1 1 d . . . . .
O2' O 1.79150(19) 0.04513(9) 0.86842(8) 0.0372(3) Uani 1 1 d . . . . .
O3' O 0.54980(17) 0.24092(7) 0.69015(7) 0.0272(3) Uani 1 1 d . . . . .
N1' N 1.5120(2) 0.09872(9) 0.82515(8) 0.0254(3) Uani 1 1 d . . . . .
N2' N 1.3624(2) 0.09045(9) 0.77355(8) 0.0246(3) Uani 1 1 d . . . . .
N3' N 1.5161(2) 0.16236(9) 0.89232(8) 0.0277(3) Uani 1 1 d . . . . .
N4' N 1.0036(2) 0.11081(8) 0.70644(7) 0.0220(3) Uani 1 1 d . . . . .
H4' H 1.039136 0.062175 0.680413 0.026 Uiso 1 1 calc R U . . .
C1' C 1.3722(3) 0.20038(11) 0.88228(10) 0.0265(3) Uani 1 1 d . . . . .
H1' H 1.338765 0.249921 0.918585 0.032 Uiso 1 1 calc R U . . .
C2' C 1.2741(2) 0.15566(10) 0.80839(9) 0.0223(3) Uani 1 1 d . . . . .
C3' C 1.4386(3) -0.04595(11) 0.85439(10) 0.0295(4) Uani 1 1 d . . . . .
C4' C 1.4985(3) -0.07187(12) 0.91110(10) 0.0350(4) Uani 1 1 d . . . . .
H4'A H 1.633046 -0.057374 0.931140 0.042 Uiso 1 1 calc R U . . .
C5' C 1.3589(3) -0.11913(12) 0.93786(11) 0.0397(5) Uani 1 1 d . . . . .
H5' H 1.399561 -0.138164 0.975743 0.048 Uiso 1 1 calc R U . . .
C6' C 1.1597(3) -0.13943(12) 0.91037(11) 0.0378(4) Uani 1 1 d . . . . .
C7' C 1.1045(3) -0.11273(12) 0.85336(12) 0.0377(4) Uani 1 1 d . . . . .
H7' H 0.969674 -0.126193 0.833871 0.045 Uiso 1 1 calc R U . . .
C8' C 1.2421(3) -0.06702(12) 0.82458(11) 0.0338(4) Uani 1 1 d . . . . .
H8' H 1.202911 -0.050284 0.785009 0.041 Uiso 1 1 calc R U . . .
C9' C 1.0093(4) -0.18921(15) 0.94115(13) 0.0517(6) Uani 1 1 d . . . . .
H9'A H 1.028470 -0.248559 0.924720 0.078 Uiso 1 1 calc R U . . .
H9'B H 0.876082 -0.187986 0.922687 0.078 Uiso 1 1 calc R U . . .
H9'C H 1.025158 -0.163536 0.996110 0.078 Uiso 1 1 calc R U . . .
C10' C 1.1035(2) 0.17093(10) 0.77291(9) 0.0216(3) Uani 1 1 d . . . . .
C11' C 1.0048(2) 0.23825(10) 0.79664(9) 0.0206(3) Uani 1 1 d . . . . .
C12' C 0.8386(2) 0.21795(10) 0.74204(9) 0.0205(3) Uani 1 1 d . . . . .
C13' C 0.8438(2) 0.13775(10) 0.68745(9) 0.0215(3) Uani 1 1 d . . . . .
C14' C 0.6917(2) 0.26965(10) 0.73882(9) 0.0211(3) Uani 1 1 d . . . . .
C15' C 0.7136(3) 0.35967(10) 0.79514(10) 0.0279(4) Uani 1 1 d . . . . .
H15D H 0.621606 0.389238 0.779024 0.042 Uiso 1 1 calc R U . . .
H15E H 0.849428 0.390108 0.798756 0.042 Uiso 1 1 calc R U . . .
H15F H 0.684177 0.358245 0.844304 0.042 Uiso 1 1 calc R U . . .
C16' C 1.0634(2) 0.31274(10) 0.86821(9) 0.0200(3) Uani 1 1 d . . . . .
C17' C 1.2149(2) 0.38010(10) 0.87315(9) 0.0234(3) Uani 1 1 d . . . . .
H17' H 1.276571 0.380117 0.829595 0.028 Uiso 1 1 calc R U . . .
C18' C 1.2762(3) 0.44718(11) 0.94136(10) 0.0274(4) Uani 1 1 d . . . . .
H18' H 1.378795 0.493123 0.944245 0.033 Uiso 1 1 calc R U . . .
C19' C 1.1880(3) 0.44729(11) 1.00526(9) 0.0279(4) Uani 1 1 d . . . . .
H19' H 1.231448 0.492862 1.052026 0.033 Uiso 1 1 calc R U . . .
C20' C 1.0368(3) 0.38100(11) 1.00085(9) 0.0280(4) Uani 1 1 d . . . . .
H20' H 0.975752 0.381332 1.044599 0.034 Uiso 1 1 calc R U . . .
C21' C 0.9740(2) 0.31401(11) 0.93279(9) 0.0249(3) Uani 1 1 d . . . . .
H21' H 0.869699 0.268762 0.930090 0.030 Uiso 1 1 calc R U . . .
C22' C 0.7073(3) 0.08320(11) 0.61939(9) 0.0271(3) Uani 1 1 d . . . . .
H22D H 0.762756 0.033011 0.591078 0.041 Uiso 1 1 calc R U . . .
H22E H 0.690555 0.116080 0.587818 0.041 Uiso 1 1 calc R U . . .
H22F H 0.578670 0.064583 0.634461 0.041 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
O1 S1 O2 122.92(8) . . ?
O1 S1 N1 104.45(7) . . ?
O1 S1 C3 110.20(8) . . ?
O2 S1 N1 104.33(8) . . ?
O2 S1 C3 109.60(8) . . ?
N1 S1 C3 103.22(7) . . ?
N2 N1 S1 123.21(11) . . ?
N3 N1 S1 120.35(11) . . ?
N3 N1 N2 115.51(13) . . ?
C2 N2 N1 103.20(13) . . ?
C1 N3 N1 103.47(13) . . ?
C10 N4 H4 124.9 . . ?
C13 N4 H4 124.9 . . ?
C13 N4 C10 110.18(13) . . ?
N3 C1 H1 125.4 . . ?
N3 C1 C2 109.28(15) . . ?
C2 C1 H1 125.4 . . ?
N2 C2 C1 108.46(14) . . ?
N2 C2 C10 122.47(14) . . ?
C1 C2 C10 129.06(15) . . ?
C4 C3 S1 119.33(13) . . ?
C8 C3 S1 118.60(13) . . ?
C8 C3 C4 122.05(16) . . ?
C3 C4 H4A 120.8 . . ?
C5 C4 C3 118.36(15) . . ?
C5 C4 H4A 120.8 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 120.94(16) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C9 120.10(17) . . ?
C7 C6 C5 119.15(16) . . ?
C7 C6 C9 120.75(17) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 120.93(16) . . ?
C8 C7 H7 119.5 . . ?
C3 C8 C7 118.56(16) . . ?
C3 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 C2 121.93(14) . . ?
C11 C10 N4 108.08(13) . . ?
C11 C10 C2 129.95(14) . . ?
C10 C11 C12 106.74(13) . . ?
C10 C11 C16 124.37(14) . . ?
C12 C11 C16 128.72(14) . . ?
C11 C12 C14 129.82(14) . . ?
C13 C12 C11 106.95(14) . . ?
C13 C12 C14 123.23(14) . . ?
N4 C13 C12 108.04(13) . . ?
N4 C13 C22 120.96(14) . . ?
C12 C13 C22 130.99(14) . . ?
O3 C14 C12 120.50(14) . . ?
O3 C14 C15 119.56(15) . . ?
C12 C14 C15 119.94(14) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C11 120.95(14) . . ?
C21 C16 C11 120.18(14) . . ?
C21 C16 C17 118.86(15) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.37(16) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.37(17) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.66(16) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.21(17) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.7 . . ?
C20 C21 C16 120.50(16) . . ?
C20 C21 H21 119.7 . . ?
C13 C22 H22A 109.5 . . ?
C13 C22 H22B 109.5 . . ?
C13 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1' S1' N1' 104.26(7) . . ?
O1' S1' C3' 110.47(8) . . ?
O2' S1' O1' 121.37(8) . . ?
O2' S1' N1' 106.28(7) . . ?
O2' S1' C3' 109.96(9) . . ?
N1' S1' C3' 102.56(8) . . ?
N2' N1' S1' 119.83(11) . . ?
N3' N1' S1' 120.03(11) . . ?
N3' N1' N2' 115.04(13) . . ?
C2' N2' N1' 103.39(13) . . ?
C1' N3' N1' 103.57(13) . . ?
C10' N4' H4' 124.9 . . ?
C13' N4' H4' 124.9 . . ?
C13' N4' C10' 110.10(13) . . ?
N3' C1' H1' 125.2 . . ?
N3' C1' C2' 109.52(15) . . ?
C2' C1' H1' 125.2 . . ?
N2' C2' C1' 108.31(14) . . ?
N2' C2' C10' 121.85(14) . . ?
C1' C2' C10' 129.80(15) . . ?
C4' C3' S1' 119.44(15) . . ?
C8' C3' S1' 119.59(14) . . ?
C8' C3' C4' 120.96(18) . . ?
C3' C4' H4'A 120.5 . . ?
C5' C4' C3' 118.93(19) . . ?
C5' C4' H4'A 120.5 . . ?
C4' C5' H5' 119.3 . . ?
C4' C5' C6' 121.43(17) . . ?
C6' C5' H5' 119.3 . . ?
C5' C6' C9' 120.79(19) . . ?
C7' C6' C5' 118.21(19) . . ?
C7' C6' C9' 121.0(2) . . ?
C6' C7' H7' 119.3 . . ?
C8' C7' C6' 121.4(2) . . ?
C8' C7' H7' 119.3 . . ?
C3' C8' H8' 120.5 . . ?
C7' C8' C3' 119.06(17) . . ?
C7' C8' H8' 120.5 . . ?
C6' C9' H9'A 109.5 . . ?
C6' C9' H9'B 109.5 . . ?
C6' C9' H9'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
N4' C10' C2' 121.50(14) . . ?
C11' C10' N4' 108.18(13) . . ?
C11' C10' C2' 130.20(15) . . ?
C10' C11' C12' 106.75(14) . . ?
C10' C11' C16' 123.35(14) . . ?
C12' C11' C16' 129.81(14) . . ?
C11' C12' C14' 128.91(14) . . ?
C13' C12' C11' 107.03(13) . . ?
C13' C12' C14' 124.01(14) . . ?
N4' C13' C12' 107.93(14) . . ?
N4' C13' C22' 120.71(14) . . ?
C12' C13' C22' 131.34(14) . . ?
O3' C14' C12' 121.06(14) . . ?
O3' C14' C15' 119.08(14) . . ?
C12' C14' C15' 119.85(14) . . ?
C14' C15' H15D 109.5 . . ?
C14' C15' H15E 109.5 . . ?
C14' C15' H15F 109.5 . . ?
H15D C15' H15E 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C17' C16' C11' 120.81(14) . . ?
C17' C16' C21' 119.00(15) . . ?
C21' C16' C11' 120.10(14) . . ?
C16' C17' H17' 119.8 . . ?
C18' C17' C16' 120.35(15) . . ?
C18' C17' H17' 119.8 . . ?
C17' C18' H18' 119.9 . . ?
C19' C18' C17' 120.18(15) . . ?
C19' C18' H18' 119.9 . . ?
C18' C19' H19' 120.0 . . ?
C20' C19' C18' 119.91(16) . . ?
C20' C19' H19' 120.0 . . ?
C19' C20' H20' 119.9 . . ?
C19' C20' C21' 120.24(16) . . ?
C21' C20' H20' 119.9 . . ?
C16' C21' H21' 119.8 . . ?
C20' C21' C16' 120.32(15) . . ?
C20' C21' H21' 119.8 . . ?
C13' C22' H22D 109.5 . . ?
C13' C22' H22E 109.5 . . ?
C13' C22' H22F 109.5 . . ?
H22D C22' H22E 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 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 O1 1.4179(13) . ?
S1 O2 1.4188(13) . ?
S1 N1 1.7185(14) . ?
S1 C3 1.7477(16) . ?
O3 C14 1.230(2) . ?
N1 N2 1.3507(19) . ?
N1 N3 1.339(2) . ?
N2 C2 1.331(2) . ?
N3 C1 1.321(2) . ?
N4 H4 0.8800 . ?
N4 C10 1.3820(19) . ?
N4 C13 1.352(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.417(2) . ?
C2 C10 1.448(2) . ?
C3 C4 1.391(2) . ?
C3 C8 1.385(2) . ?
C4 H4A 0.9500 . ?
C4 C5 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C6 C7 1.390(3) . ?
C6 C9 1.503(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(3) . ?
C8 H8 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.380(2) . ?
C11 C12 1.438(2) . ?
C11 C16 1.486(2) . ?
C12 C13 1.396(2) . ?
C12 C14 1.469(2) . ?
C13 C22 1.488(2) . ?
C14 C15 1.501(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.394(2) . ?
C16 C21 1.394(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(2) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
S1' O1' 1.4245(14) . ?
S1' O2' 1.4214(13) . ?
S1' N1' 1.7021(14) . ?
S1' C3' 1.7582(19) . ?
O3' C14' 1.235(2) . ?
N1' N2' 1.3613(19) . ?
N1' N3' 1.349(2) . ?
N2' C2' 1.330(2) . ?
N3' C1' 1.317(2) . ?
N4' H4' 0.8800 . ?
N4' C10' 1.386(2) . ?
N4' C13' 1.350(2) . ?
C1' H1' 0.9500 . ?
C1' C2' 1.428(2) . ?
C2' C10' 1.447(2) . ?
C3' C4' 1.391(3) . ?
C3' C8' 1.390(3) . ?
C4' H4'A 0.9500 . ?
C4' C5' 1.384(3) . ?
C5' H5' 0.9500 . ?
C5' C6' 1.397(3) . ?
C6' C7' 1.395(3) . ?
C6' C9' 1.503(3) . ?
C7' H7' 0.9500 . ?
C7' C8' 1.384(3) . ?
C8' H8' 0.9500 . ?
C9' H9'A 0.9800 . ?
C9' H9'B 0.9800 . ?
C9' H9'C 0.9800 . ?
C10' C11' 1.375(2) . ?
C11' C12' 1.437(2) . ?
C11' C16' 1.484(2) . ?
C12' C13' 1.399(2) . ?
C12' C14' 1.462(2) . ?
C13' C22' 1.488(2) . ?
C14' C15' 1.505(2) . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 0.9800 . ?
C16' C17' 1.393(2) . ?
C16' C21' 1.397(2) . ?
C17' H17' 0.9500 . ?
C17' C18' 1.388(2) . ?
C18' H18' 0.9500 . ?
C18' C19' 1.386(3) . ?
C19' H19' 0.9500 . ?
C19' C20' 1.383(3) . ?
C20' H20' 0.9500 . ?
C20' C21' 1.387(2) . ?
C21' H21' 0.9500 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
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
S1 N1 N2 C2 -171.95(11) . . . . ?
S1 N1 N3 C1 171.76(12) . . . . ?
S1 C3 C4 C5 179.42(12) . . . . ?
S1 C3 C8 C7 -178.82(13) . . . . ?
O1 S1 N1 N2 -22.18(14) . . . . ?
O1 S1 N1 N3 169.41(13) . . . . ?
O1 S1 C3 C4 -169.22(13) . . . . ?
O1 S1 C3 C8 9.31(16) . . . . ?
O2 S1 N1 N2 -152.35(13) . . . . ?
O2 S1 N1 N3 39.24(15) . . . . ?
O2 S1 C3 C4 -31.00(16) . . . . ?
O2 S1 C3 C8 147.53(13) . . . . ?
N1 S1 C3 C4 79.71(14) . . . . ?
N1 S1 C3 C8 -101.76(14) . . . . ?
N1 N2 C2 C1 2.21(17) . . . . ?
N1 N2 C2 C10 -176.92(14) . . . . ?
N1 N3 C1 C2 -0.89(19) . . . . ?
N2 N1 N3 C1 2.49(19) . . . . ?
N2 C2 C10 N4 12.0(2) . . . . ?
N2 C2 C10 C11 -165.69(16) . . . . ?
N3 N1 N2 C2 -3.03(18) . . . . ?
N3 C1 C2 N2 -0.9(2) . . . . ?
N3 C1 C2 C10 178.17(16) . . . . ?
N4 C10 C11 C12 -0.22(17) . . . . ?
N4 C10 C11 C16 -175.93(14) . . . . ?
C1 C2 C10 N4 -166.91(16) . . . . ?
C1 C2 C10 C11 15.4(3) . . . . ?
C2 C10 C11 C12 177.74(15) . . . . ?
C2 C10 C11 C16 2.0(3) . . . . ?
C3 S1 N1 N2 93.08(13) . . . . ?
C3 S1 N1 N3 -75.33(14) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C4 C3 C8 C7 -0.3(3) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C4 C5 C6 C9 -179.26(17) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C6 C7 C8 C3 -0.3(3) . . . . ?
C8 C3 C4 C5 0.9(2) . . . . ?
C9 C6 C7 C8 179.89(17) . . . . ?
C10 N4 C13 C12 -0.20(17) . . . . ?
C10 N4 C13 C22 -179.00(14) . . . . ?
C10 C11 C12 C13 0.10(17) . . . . ?
C10 C11 C12 C14 179.87(15) . . . . ?
C10 C11 C16 C17 -94.0(2) . . . . ?
C10 C11 C16 C21 85.4(2) . . . . ?
C11 C12 C13 N4 0.06(17) . . . . ?
C11 C12 C13 C22 178.69(16) . . . . ?
C11 C12 C14 O3 165.91(16) . . . . ?
C11 C12 C14 C15 -15.2(2) . . . . ?
C11 C16 C17 C18 -179.77(16) . . . . ?
C11 C16 C21 C20 179.53(15) . . . . ?
C12 C11 C16 C17 91.3(2) . . . . ?
C12 C11 C16 C21 -89.3(2) . . . . ?
C13 N4 C10 C2 -177.89(14) . . . . ?
C13 N4 C10 C11 0.27(17) . . . . ?
C13 C12 C14 O3 -14.3(2) . . . . ?
C13 C12 C14 C15 164.51(15) . . . . ?
C14 C12 C13 N4 -179.73(14) . . . . ?
C14 C12 C13 C22 -1.1(3) . . . . ?
C16 C11 C12 C13 175.56(15) . . . . ?
C16 C11 C12 C14 -4.7(3) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C16 C21 C20 -1.1(3) . . . . ?
C17 C18 C19 C20 -1.5(3) . . . . ?
C18 C19 C20 C21 1.3(3) . . . . ?
C19 C20 C21 C16 0.0(3) . . . . ?
C21 C16 C17 C18 0.9(3) . . . . ?
S1' N1' N2' C2' 158.64(12) . . . . ?
S1' N1' N3' C1' -158.99(12) . . . . ?
S1' C3' C4' C5' -179.02(14) . . . . ?
S1' C3' C8' C7' -179.59(15) . . . . ?
O1' S1' N1' N2' 37.71(14) . . . . ?
O1' S1' N1' N3' -168.79(13) . . . . ?
O1' S1' C3' C4' 121.03(15) . . . . ?
O1' S1' C3' C8' -57.85(17) . . . . ?
O2' S1' N1' N2' 167.05(12) . . . . ?
O2' S1' N1' N3' -39.46(15) . . . . ?
O2' S1' C3' C4' -15.59(17) . . . . ?
O2' S1' C3' C8' 165.53(14) . . . . ?
N1' S1' C3' C4' -128.33(15) . . . . ?
N1' S1' C3' C8' 52.79(16) . . . . ?
N1' N2' C2' C1' -1.80(17) . . . . ?
N1' N2' C2' C10' -179.81(14) . . . . ?
N1' N3' C1' C2' 2.84(18) . . . . ?
N2' N1' N3' C1' -4.29(19) . . . . ?
N2' C2' C10' N4' 11.1(2) . . . . ?
N2' C2' C10' C11' -173.21(16) . . . . ?
N3' N1' N2' C2' 3.88(18) . . . . ?
N3' C1' C2' N2' -0.7(2) . . . . ?
N3' C1' C2' C10' 177.12(16) . . . . ?
N4' C10' C11' C12' -0.16(17) . . . . ?
N4' C10' C11' C16' 176.73(14) . . . . ?
C1' C2' C10' N4' -166.42(16) . . . . ?
C1' C2' C10' C11' 9.2(3) . . . . ?
C2' C10' C11' C12' -176.27(16) . . . . ?
C2' C10' C11' C16' 0.6(3) . . . . ?
C3' S1' N1' N2' -77.52(14) . . . . ?
C3' S1' N1' N3' 75.97(14) . . . . ?
C3' C4' C5' C6' -1.5(3) . . . . ?
C4' C3' C8' C7' 1.5(3) . . . . ?
C4' C5' C6' C7' 1.7(3) . . . . ?
C4' C5' C6' C9' -178.70(19) . . . . ?
C5' C6' C7' C8' -0.2(3) . . . . ?
C6' C7' C8' C3' -1.3(3) . . . . ?
C8' C3' C4' C5' -0.2(3) . . . . ?
C9' C6' C7' C8' -179.86(19) . . . . ?
C10' N4' C13' C12' 0.67(18) . . . . ?
C10' N4' C13' C22' -177.94(14) . . . . ?
C10' C11' C12' C13' 0.55(18) . . . . ?
C10' C11' C12' C14' -176.91(15) . . . . ?
C10' C11' C16' C17' 81.9(2) . . . . ?
C10' C11' C16' C21' -94.70(19) . . . . ?
C11' C12' C13' N4' -0.75(18) . . . . ?
C11' C12' C13' C22' 177.65(17) . . . . ?
C11' C12' C14' O3' -175.77(15) . . . . ?
C11' C12' C14' C15' 4.7(2) . . . . ?
C11' C16' C17' C18' -176.36(15) . . . . ?
C11' C16' C21' C20' 176.00(15) . . . . ?
C12' C11' C16' C17' -102.0(2) . . . . ?
C12' C11' C16' C21' 81.4(2) . . . . ?
C13' N4' C10' C2' 176.20(15) . . . . ?
C13' N4' C10' C11' -0.31(18) . . . . ?
C13' C12' C14' O3' 7.2(2) . . . . ?
C13' C12' C14' C15' -172.36(15) . . . . ?
C14' C12' C13' N4' 176.87(14) . . . . ?
C14' C12' C13' C22' -4.7(3) . . . . ?
C16' C11' C12' C13' -176.06(15) . . . . ?
C16' C11' C12' C14' 6.5(3) . . . . ?
C16' C17' C18' C19' 0.5(2) . . . . ?
C17' C16' C21' C20' -0.6(2) . . . . ?
C17' C18' C19' C20' -0.9(3) . . . . ?
C18' C19' C20' C21' 0.5(3) . . . . ?
C19' C20' C21' C16' 0.3(3) . . . . ?
C21' C16' C17' C18' 0.2(2) . . . . ?
