#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:33:16 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258878 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/12/7241233.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_7241233
loop_
_publ_author_name
'Shen, Jinhui'
'Yu, Aimin'
'Zhang, Lei'
'Meng, Xiangtai'
_publ_section_title
;
 Construction of benzothiophene fused pyrrolidone in water via a
 catalyst-free process and a mechanism study
;
_journal_issue                   20
_journal_name_full               'Green Chemistry'
_journal_page_first              6798
_journal_page_last               6803
_journal_paper_doi               10.1039/D0GC01860K
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety         'C21 H19 N O4 S'
_chemical_formula_sum            'C21 H19 N O4 S'
_chemical_formula_weight         381.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-08-06 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.5250(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.9374(2)
_cell_length_b                   18.7941(2)
_cell_length_c                   16.6525(2)
_cell_measurement_reflns_used    6919
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.0250
_cell_measurement_theta_min      2.6660
_cell_volume                     3718.68(9)
_computing_cell_refinement       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_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     40.00  67.00   0.50    0.50    --   40.90 -82.00 120.00   54
  2  ω    -26.00  64.00   0.50    0.50    --   40.90 -65.00 -30.00  180
  3  ω     20.00  90.00   0.50    0.50    --   40.90  82.00-120.00  140
  4  ω    -13.00  46.00   0.50    0.50    --   40.90 -82.00 -60.00  118
  5  ω    -43.00 -18.00   0.50    0.50    --   40.90 -82.00 120.00   50
  6  ω     17.00  52.00   0.50    0.50    --   40.90  43.00  60.00   70
  7  ω    -43.00  -2.00   0.50    0.50    --   40.90 -65.00-120.00   82
  8  ω    -49.00  17.00   0.50    0.50    --   40.90 -82.00-180.00  132
  9  ω     63.00 118.00   0.50    0.50    --   40.90  43.00  60.00  110
 10  ω    -43.00  27.00   0.50    0.50    --   40.90 -82.00  90.00  140
 11  ω     14.00 111.00   0.50    0.50    --   40.90  82.00-180.00  194
 12  ω      5.00  33.00   0.50    0.50    --   40.90 -82.00 120.00   56
 13  ω     39.00  65.00   0.50    0.50    --   40.90 -82.00 -30.00   52
 14  ω     35.00  64.00   0.50    0.50    --   40.90 -82.00  90.00   58
 15  ω    -35.00 -10.00   0.50    0.50    --   40.90 -82.00 -30.00   50
 16  ω     41.00  68.00   0.50    0.50    --   40.90 -82.00-180.00   54
 17  ω     70.00  96.00   0.50    0.50    --   40.90  65.00 120.00   52
 18  ω     18.00  46.00   0.50    0.50    --   40.90  65.00 120.00   56
 19  ω    103.00 129.00   0.50    0.50    --   40.90  82.00-120.00   52
 20  ω     10.00 108.00   0.50    0.50    --   93.40 -82.00-150.00  196
 21  ω    111.00 177.00   0.50    0.50    --   93.40  42.00 120.00  132
 22  ω     20.00  90.00   0.50    0.50    --   93.40 -82.00-180.00  140
 23  ω     58.00  95.00   0.50    0.50    --   93.40  42.00 120.00   74
 24  ω     97.00 124.00   0.50    0.50    --   93.40 -42.00-120.00   54
 25  ω      4.00  37.00   0.50    0.50    --   93.40 -42.00  30.00   66
 26  ω     59.00  85.00   0.50    0.50    --   93.40 -82.00  30.00   52
 27  ω     97.00 122.00   0.50    0.50    --   93.40  50.00  30.00   50
 28  ω      6.00  81.00   0.50    0.50    --   93.40 -82.00 -60.00  150
 29  ω     28.00  84.00   0.50    0.50    --   93.40 -33.00 150.00  112
 30  ω      9.00  37.00   0.50    0.50    --   93.40 -82.00 120.00   56
 31  ω      7.00  60.00   0.50    0.50    --   93.40 -68.00   0.00  106
 32  ω     21.00  92.00   0.50    0.50    --   93.40 -82.00 150.00  142
 33  ω     20.00  68.00   0.50    0.50    --   93.40 -42.00-120.00   96
 34  ω     53.00  98.00   0.50    0.50    --   93.40 -82.00 -30.00   90
 35  ω    121.00 181.00   0.50    0.50    --   93.40  68.00  90.00  120
 36  ω     69.00  95.00   0.50    0.50    --   93.40  68.00  90.00   52
 37  ω     50.00  92.00   0.50    0.50    --   93.40 -82.00  90.00   84
 38  ω     45.00  97.00   0.50    0.50    --   93.40 -82.00   0.00  104
 39  ω      8.00  38.00   0.50    0.50    --   93.40 -82.00  90.00   60
 40  ω     44.00  90.00   0.50    0.50    --   93.40 -82.00 120.00   92
 41  ω      4.00 104.00   0.50    0.50    --   93.40 -82.00 -90.00  200
 42  ω     40.00  95.00   0.50    0.50    --   93.40 -82.00-120.00  110
 43  ω     57.00 124.00   0.50    0.50    --   93.40 -42.00  30.00  134
 44  ω      5.00  30.00   0.50    0.50    --   93.40 -82.00  30.00   50
 45  ω     21.00 183.00   0.50    0.50    --   93.40  -8.00  90.00  324
 46  ω     11.00 103.00   0.50    0.50    --   93.40 -82.00  38.60  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0811313000
_diffrn_orient_matrix_UB_12      0.0294355000
_diffrn_orient_matrix_UB_13      -0.0697068000
_diffrn_orient_matrix_UB_21      -0.1011879000
_diffrn_orient_matrix_UB_22      -0.0223806000
_diffrn_orient_matrix_UB_23      0.0450687000
_diffrn_orient_matrix_UB_31      0.0015933000
_diffrn_orient_matrix_UB_32      0.0731147000
_diffrn_orient_matrix_UB_33      0.0418285000
_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  0.0404
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17157
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.528
_diffrn_reflns_theta_max         67.528
_diffrn_reflns_theta_min         4.402
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.777
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_refine_diff_density_max         1.028
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.00040(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3352
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.297
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0567
_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)+(0.1054P)²+3.9562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1762
_refine_ls_wR_factor_ref         0.1827
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2892
_reflns_number_total             3352
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0gc01860k2.cif
_cod_data_source_block           zj26
_cod_depositor_comments
'Adding full bibliography for 7241227--7241236.cif.'
_cod_database_code               7241233
_shelx_shelxl_version_number     2017/1
_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.
;
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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, All O(H) groups
2. Rigid bond restraints
 C22, C23
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
3. Uiso/Uaniso restraints and constraints
C23 \\sim C22 \\sim O21: within 2.7A with sigma of 0.004 and sigma for terminal
atoms of 0.008 within 2.7A
4.a Ternary CH refined with riding coordinates:
 C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C19(H19), C6(H6), C7(H7), C14(H14), C18(H18), C16(H16), C17(H17),
 C15(H15)
4.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C23(H23A,H23B,H23C)
4.e Idealised tetrahedral OH refined as rotating group:
 O26(H26)
;
_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 2.053
_oxdiff_exptl_absorpt_empirical_full_min 0.709
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
S4 S 0.52785(6) 0.52680(3) 0.36095(4) 0.0476(3) Uani 1 1 d . . . . .
O26 O 0.60759(16) 0.65738(10) 0.53839(10) 0.0440(5) Uani 1 1 d . . . . .
H26 H 0.642645 0.623061 0.558092 0.066 Uiso 1 1 calc R U . . .
O25 O 0.56172(16) 0.77120(10) 0.41892(13) 0.0549(6) Uani 1 1 d . . . . .
O24 O 0.31736(18) 0.48022(10) 0.42557(15) 0.0604(6) Uani 1 1 d . . . . .
N1 N 0.40854(17) 0.69728(10) 0.39687(13) 0.0381(5) Uani 1 1 d . . . . .
O21 O 0.14043(19) 0.51342(12) 0.3911(2) 0.0849(9) Uani 1 1 d . U . . .
C10 C 0.6758(2) 0.62759(13) 0.40839(15) 0.0382(6) Uani 1 1 d . . . . .
C2 C 0.3800(2) 0.62661(13) 0.40918(15) 0.0368(5) Uani 1 1 d . . . . .
C13 C 0.3312(2) 0.74924(12) 0.35948(16) 0.0389(6) Uani 1 1 d . . . . .
C11 C 0.5776(2) 0.64501(12) 0.45517(14) 0.0360(5) Uani 1 1 d . . . . .
C12 C 0.5195(2) 0.71356(13) 0.42268(15) 0.0381(6) Uani 1 1 d . . . . .
C3 C 0.4862(2) 0.58725(12) 0.43870(15) 0.0364(5) Uani 1 1 d . . . . .
H3 H 0.475652 0.561012 0.488275 0.044 Uiso 1 1 calc R U . . .
C9 C 0.7771(2) 0.66404(14) 0.41384(17) 0.0449(6) Uani 1 1 d . . . . .
H9 H 0.788846 0.702032 0.449431 0.054 Uiso 1 1 calc R U . . .
C5 C 0.6579(2) 0.57015(13) 0.35619(16) 0.0413(6) Uani 1 1 d . . . . .
C19 C 0.2752(2) 0.60118(14) 0.39616(17) 0.0440(6) Uani 1 1 d . . . . .
H19 H 0.216984 0.632393 0.379782 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2492(2) 0.52662(14) 0.40672(18) 0.0460(7) Uani 1 1 d . . . . .
C8 C 0.8610(2) 0.64395(15) 0.36628(19) 0.0494(7) Uani 1 1 d . . . . .
C6 C 0.7399(3) 0.55014(16) 0.30783(18) 0.0507(7) Uani 1 1 d . . . . .
H6 H 0.728011 0.512194 0.272182 0.061 Uiso 1 1 calc R U . . .
C7 C 0.8401(3) 0.58746(16) 0.31328(19) 0.0544(7) Uani 1 1 d . . . . .
H7 H 0.895231 0.574298 0.280370 0.065 Uiso 1 1 calc R U . . .
C14 C 0.3077(3) 0.74928(16) 0.27760(19) 0.0601(8) Uani 1 1 d . . . . .
H14 H 0.341662 0.716235 0.246142 0.072 Uiso 1 1 calc R U . . .
C18 C 0.2824(3) 0.79820(17) 0.4066(2) 0.0567(8) Uani 1 1 d . . . . .
H18 H 0.299756 0.798538 0.462297 0.068 Uiso 1 1 calc R U . . .
C27 C 0.9726(3) 0.6827(2) 0.3725(3) 0.0703(10) Uani 1 1 d . . . . .
H27A H 0.959487 0.733147 0.372594 0.105 Uiso 1 1 calc R U . . .
H27B H 1.012841 0.670381 0.327336 0.105 Uiso 1 1 calc R U . . .
H27C H 1.016143 0.669324 0.421667 0.105 Uiso 1 1 calc R U . . .
C16 C 0.1828(3) 0.84675(18) 0.2882(3) 0.0739(11) Uani 1 1 d . . . . .
H16 H 0.131815 0.879470 0.263929 0.089 Uiso 1 1 calc R U . . .
C17 C 0.2071(3) 0.84688(19) 0.3701(3) 0.0742(10) Uani 1 1 d . . . . .
H17 H 0.172787 0.879883 0.401365 0.089 Uiso 1 1 calc R U . . .
C15 C 0.2333(4) 0.79870(19) 0.2419(2) 0.0757(11) Uani 1 1 d . . . . .
H15 H 0.217553 0.799273 0.186077 0.091 Uiso 1 1 calc R U . . .
C22 C 0.1036(3) 0.4405(2) 0.4004(4) 0.1032(13) Uani 1 1 d . U . . .
H22A H 0.132691 0.410628 0.359608 0.124 Uiso 1 1 calc R U . . .
H22B H 0.132224 0.422590 0.453014 0.124 Uiso 1 1 calc R U . . .
C23 C -0.0130(6) 0.4383(3) 0.3924(7) 0.189(2) Uani 1 1 d . U . . .
H23A H -0.040501 0.449119 0.337662 0.283 Uiso 1 1 calc R U . . .
H23B H -0.041515 0.472617 0.427917 0.283 Uiso 1 1 calc R U . . .
H23C H -0.037723 0.391589 0.405992 0.283 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
C5 S4 C3 92.61(11) . . ?
C11 O26 H26 109.5 . . ?
C2 N1 C13 123.7(2) . . ?
C12 N1 C2 113.9(2) . . ?
C12 N1 C13 122.4(2) . . ?
C20 O21 C22 117.2(3) . . ?
C9 C10 C11 125.2(2) . . ?
C9 C10 C5 120.4(2) . . ?
C5 C10 C11 114.3(2) . . ?
N1 C2 C3 107.9(2) . . ?
C19 C2 N1 123.7(2) . . ?
C19 C2 C3 128.4(2) . . ?
C14 C13 N1 119.5(2) . . ?
C14 C13 C18 120.8(3) . . ?
C18 C13 N1 119.7(2) . . ?
O26 C11 C10 114.0(2) . . ?
O26 C11 C12 105.65(19) . . ?
O26 C11 C3 113.4(2) . . ?
C10 C11 C12 110.4(2) . . ?
C10 C11 C3 109.12(19) . . ?
C12 C11 C3 103.85(19) . . ?
O25 C12 N1 125.2(2) . . ?
O25 C12 C11 126.7(2) . . ?
N1 C12 C11 108.0(2) . . ?
S4 C3 H3 110.5 . . ?
C2 C3 S4 110.58(17) . . ?
C2 C3 C11 105.67(18) . . ?
C2 C3 H3 110.5 . . ?
C11 C3 S4 109.08(16) . . ?
C11 C3 H3 110.5 . . ?
C10 C9 H9 120.0 . . ?
C10 C9 C8 120.1(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C5 S4 114.5(2) . . ?
C6 C5 S4 125.4(2) . . ?
C6 C5 C10 120.1(3) . . ?
C2 C19 H19 118.9 . . ?
C2 C19 C20 122.2(2) . . ?
C20 C19 H19 118.9 . . ?
O24 C20 O21 122.5(2) . . ?
O24 C20 C19 125.5(3) . . ?
O21 C20 C19 112.0(2) . . ?
C9 C8 C7 118.4(3) . . ?
C9 C8 C27 120.6(3) . . ?
C7 C8 C27 121.0(3) . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C8 C7 H7 118.9 . . ?
C6 C7 C8 122.1(3) . . ?
C6 C7 H7 118.9 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C18 H18 120.5 . . ?
C13 C18 C17 119.0(3) . . ?
C17 C18 H18 120.5 . . ?
C8 C27 H27A 109.5 . . ?
C8 C27 H27B 109.5 . . ?
C8 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
O21 C22 H22A 109.8 . . ?
O21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 O21 109.2(4) . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
S4 C3 1.827(3) . ?
S4 C5 1.762(3) . ?
O26 H26 0.8200 . ?
O26 C11 1.417(3) . ?
O25 C12 1.199(3) . ?
O24 C20 1.213(3) . ?
N1 C2 1.391(3) . ?
N1 C13 1.443(3) . ?
N1 C12 1.387(3) . ?
O21 C20 1.323(3) . ?
O21 C22 1.452(4) . ?
C10 C11 1.505(3) . ?
C10 C9 1.385(4) . ?
C10 C5 1.390(4) . ?
C2 C3 1.508(3) . ?
C2 C19 1.338(4) . ?
C13 C14 1.365(4) . ?
C13 C18 1.375(4) . ?
C11 C12 1.537(3) . ?
C11 C3 1.545(3) . ?
C3 H3 0.9800 . ?
C9 H9 0.9300 . ?
C9 C8 1.388(4) . ?
C5 C6 1.378(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.449(4) . ?
C8 C7 1.388(4) . ?
C8 C27 1.513(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(4) . ?
C7 H7 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.380(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.382(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.367(6) . ?
C16 C15 1.365(6) . ?
C17 H17 0.9300 . ?
C15 H15 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.386(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
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
S4 C5 C6 C7 -177.1(2) . . . . ?
O26 C11 C12 O25 65.0(3) . . . . ?
O26 C11 C12 N1 -115.9(2) . . . . ?
O26 C11 C3 S4 -134.23(17) . . . . ?
O26 C11 C3 C2 106.9(2) . . . . ?
N1 C2 C3 S4 -109.29(19) . . . . ?
N1 C2 C3 C11 8.6(3) . . . . ?
N1 C2 C19 C20 177.6(3) . . . . ?
N1 C13 C14 C15 179.6(3) . . . . ?
N1 C13 C18 C17 -178.9(3) . . . . ?
C10 C11 C12 O25 -58.6(3) . . . . ?
C10 C11 C12 N1 120.5(2) . . . . ?
C10 C11 C3 S4 -6.1(2) . . . . ?
C10 C11 C3 C2 -125.0(2) . . . . ?
C10 C9 C8 C7 0.6(4) . . . . ?
C10 C9 C8 C27 -179.2(3) . . . . ?
C10 C5 C6 C7 1.0(4) . . . . ?
C2 N1 C13 C14 -77.6(3) . . . . ?
C2 N1 C13 C18 102.5(3) . . . . ?
C2 N1 C12 O25 -179.0(3) . . . . ?
C2 N1 C12 C11 1.8(3) . . . . ?
C2 C19 C20 O24 -2.2(5) . . . . ?
C2 C19 C20 O21 179.6(3) . . . . ?
C13 N1 C2 C3 172.3(2) . . . . ?
C13 N1 C2 C19 -7.9(4) . . . . ?
C13 N1 C12 O25 2.0(4) . . . . ?
C13 N1 C12 C11 -177.2(2) . . . . ?
C13 C14 C15 C16 -0.6(6) . . . . ?
C13 C18 C17 C16 -0.8(6) . . . . ?
C11 C10 C9 C8 -178.6(2) . . . . ?
C11 C10 C5 S4 -3.9(3) . . . . ?
C11 C10 C5 C6 177.9(2) . . . . ?
C12 N1 C2 C3 -6.7(3) . . . . ?
C12 N1 C2 C19 173.2(2) . . . . ?
C12 N1 C13 C14 101.3(3) . . . . ?
C12 N1 C13 C18 -78.6(3) . . . . ?
C12 C11 C3 S4 111.62(18) . . . . ?
C12 C11 C3 C2 -7.3(2) . . . . ?
C3 S4 C5 C10 0.0(2) . . . . ?
C3 S4 C5 C6 178.2(3) . . . . ?
C3 C2 C19 C20 -2.5(4) . . . . ?
C3 C11 C12 O25 -175.5(3) . . . . ?
C3 C11 C12 N1 3.7(3) . . . . ?
C9 C10 C11 O26 -46.2(3) . . . . ?
C9 C10 C11 C12 72.5(3) . . . . ?
C9 C10 C11 C3 -174.0(2) . . . . ?
C9 C10 C5 S4 176.57(19) . . . . ?
C9 C10 C5 C6 -1.7(4) . . . . ?
C9 C8 C7 C6 -1.3(5) . . . . ?
C5 S4 C3 C2 119.37(18) . . . . ?
C5 S4 C3 C11 3.58(17) . . . . ?
C5 C10 C11 O26 134.3(2) . . . . ?
C5 C10 C11 C12 -107.1(2) . . . . ?
C5 C10 C11 C3 6.4(3) . . . . ?
C5 C10 C9 C8 0.9(4) . . . . ?
C5 C6 C7 C8 0.5(5) . . . . ?
C19 C2 C3 S4 70.8(3) . . . . ?
C19 C2 C3 C11 -171.3(3) . . . . ?
C20 O21 C22 C23 172.0(6) . . . . ?
C14 C13 C18 C17 1.2(5) . . . . ?
C18 C13 C14 C15 -0.6(5) . . . . ?
C27 C8 C7 C6 178.4(3) . . . . ?
C17 C16 C15 C14 1.0(6) . . . . ?
C15 C16 C17 C18 -0.3(6) . . . . ?
C22 O21 C20 O24 2.3(6) . . . . ?
C22 O21 C20 C19 -179.4(4) . . . . ?
