#------------------------------------------------------------------------------
#$Date: 2022-01-19 01:08:21 +0200 (Wed, 19 Jan 2022) $
#$Revision: 272110 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/60/1566033.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_1566033
loop_
_publ_author_name
'Ji, Dong-Sheng'
'Liang, Hui'
'Yang, Kai-Xuan'
'Feng, Zhitao'
'Luo, Yong-Chun'
'Xu, Guo-Qiang'
'Gu, Yucheng'
'Xu, Peng-Fei'
_publ_section_title
;
 Solvent Directed Chemical Divergent Synthesis of β-Lactams and α-Amino
 Acid Derivatives with Chiral Isothiourea
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC06127E
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H28 N O6 S'
_chemical_formula_sum            'C25 H28 N O6 S'
_chemical_formula_weight         470.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc28wd1m
_audit_creation_date             2021-09-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-09-24 deposited with the CCDC.	2022-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.0474(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.34486(14)
_cell_length_b                   10.19459(12)
_cell_length_c                   12.07537(18)
_cell_measurement_reflns_used    12767
_cell_measurement_temperature    303.37(10)
_cell_measurement_theta_max      76.0300
_cell_measurement_theta_min      3.7840
_cell_volume                     1229.82(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.37(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00 117.00   0.50    0.05    --   46.32  57.00 120.00  156
  2  ω     38.00 117.00   0.50    0.05    --   46.32  38.00  46.00  158
  3  ω     27.00  69.00   0.50    0.05    --   46.32  77.00-180.00   84
  4  ω     34.00 118.00   0.50    0.05    --   46.32  37.00-150.00  168
  5  ω     83.00 170.00   0.50    0.10    --  104.25 125.00-180.00  174
  6  ω     39.00  99.00   0.50    0.10    --  104.25 -94.00  90.00  120
  7  ω    -21.00  27.00   0.50    0.05    --   46.32 -19.00  90.00   96
  8  ω    -23.00   4.00   0.50    0.05    --   46.32 -38.00-108.00   54
  9  ω     42.00  98.00   0.50    0.10    --  104.25 -94.00 -30.00  112
 10  ω     59.00  84.00   0.50    0.10    --  104.25 -77.00 -60.00   50
 11  ω     97.00 170.00   0.50    0.10    --  104.25  15.00  30.00  146
 12  ω     83.00 109.00   0.50    0.10    --  104.25  77.00 150.00   52
 13  ω     91.00 145.00   0.50    0.10    --  104.25  38.00  46.00  108
 14  ω    135.00 177.00   0.50    0.10    --  104.25  15.00 -60.00   84
 15  ω     88.00 114.00   0.50    0.10    --  104.25  61.00-180.00   52
 16  ω    -65.00 -35.00   0.50    0.05    --  -46.32 -37.00-180.00   60
 17  ω    -94.00 -50.00   0.50    0.05    --  -46.32 -38.00-108.00   88
 18  ω    -73.00 -48.00   0.50    0.10    -- -102.00 125.00  90.00   50
 19  ω   -112.00 -77.00   0.50    0.10    -- -102.00 125.00  90.00   70
 20  ω    -99.00 -40.00   0.50    0.10    -- -102.00  77.00 -60.00  118
 21  ω    -62.00 -29.00   0.50    0.10    -- -102.00  61.00 -90.00   66
 22  ω    -57.00 -31.00   0.50    0.10    -- -102.00  61.00-150.00   52
 23  ω    -69.00 -29.00   0.50    0.10    -- -102.00  61.00-180.00   80
 24  ω    -31.00  -6.00   0.50    0.05    --  -46.32  38.00  46.00   50
 25  ω    -65.00 -39.00   0.50    0.10    -- -102.00  61.00 150.00   52
 26  ω    -69.00 -32.00   0.50    0.10    -- -102.00  61.00  60.00   74
 27  ω   -132.00-107.00   0.50    0.10    -- -102.00 -38.00-108.00   50
 28  ω   -106.00 -81.00   0.50    0.10    -- -102.00 -78.00-160.31   50
 29  ω   -117.00 -79.00   0.50    0.10    -- -102.00 -77.00-150.00   76
 30  ω   -106.00 -80.00   0.50    0.10    -- -102.00 -77.00-180.00   52
 31  ω   -174.00-121.00   0.50    0.10    -- -102.00 -78.00-160.31  106
 32  ω   -105.00 -80.00   0.50    0.10    -- -102.00 -74.00-171.06   50
 33  ω   -164.00 -79.00   0.50    0.10    -- -102.00 -77.00 120.00  170
 34  ω   -106.00 -81.00   0.50    0.10    -- -102.00 -74.00 129.34   50
 35  ω   -104.00 -79.00   0.50    0.10    -- -102.00 -77.00 150.00   50
 36  ω   -107.00 -81.00   0.50    0.10    -- -102.00 -72.00 148.74   52
 37  ω   -105.00 -80.00   0.50    0.10    -- -102.00 -74.00 167.91   50
 38  ω   -110.00 -85.00   0.50    0.10    -- -102.00 -62.00 125.46   50
 39  ω   -109.00 -84.00   0.50    0.10    -- -102.00 -69.00 151.29   50
 40  ω   -175.00-128.00   0.50    0.10    -- -102.00 -77.00 150.00   94
 41  ω   -174.00 -88.00   0.50    0.10    -- -102.00 -57.00 161.71  172
 42  ω   -134.00 -88.00   0.50    0.10    -- -102.00 -61.00 120.00   92
 43  ω   -170.00-144.00   0.50    0.10    -- -102.00 -45.00 178.95   52
 44  ω   -142.00 -89.00   0.50    0.10    -- -102.00 -45.00 178.95  106
 45  ω   -143.00-118.00   0.50    0.10    -- -102.00 -55.00 103.80   50
 46  ω   -171.00 -87.00   0.50    0.10    -- -102.00 -61.00-150.00  168
 47  ω   -107.00 -82.00   0.50    0.10    -- -102.00 -69.00-168.00   50
 48  ω   -114.00 -89.00   0.50    0.10    -- -102.00 -45.00-150.00   50
 49  ω   -119.00 -75.00   0.50    0.05    --  -46.32-125.00  60.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0998795000
_diffrn_orient_matrix_UB_12      0.0628183000
_diffrn_orient_matrix_UB_13      -0.0592542000
_diffrn_orient_matrix_UB_21      0.1166018000
_diffrn_orient_matrix_UB_22      -0.0376465000
_diffrn_orient_matrix_UB_23      0.1031398000
_diffrn_orient_matrix_UB_31      0.0142015000
_diffrn_orient_matrix_UB_32      -0.1322015000
_diffrn_orient_matrix_UB_33      -0.0575011000
_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  0.0382
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18191
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.245
_diffrn_reflns_theta_min         3.791
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.501
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_description       block
_exptl_crystal_F_000             498
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details
;
 Flack x determined using 1885 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.043(15)
_refine_ls_extinction_coef       0.0053(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4877
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0357
_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)+(0.0540P)²+0.1072P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1001
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    0.980
_reflns_Friedel_fraction_max     0.919
_reflns_number_gt                4501
_reflns_number_total             4877
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06127e2.cif
_cod_data_source_block           jidongs-0923-1_auto
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'AD' was changed
to 'ad' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               1566033
_shelx_shelxl_version_number     2018/1
_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 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{S1, C1'}
{C25, S1'}
3. Uiso/Uaniso restraints and constraints
Uanis(S1) = Uanis(C1')
Uanis(C25) = Uanis(S1')
4. Others
 Fixed Sof: S1(0.5) C25(0.5) H2A(0.5) H2B(0.5) H1A(0.5) H1B(0.5) S1'(0.5)
 C1'(0.5)
5.a Ternary CH refined with riding coordinates:
 C4(H4)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C18(H18A,H18B)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2A), C2(H2B), C1(H1A), C1(H1B), C14(H14), C12(H12), C13(H13),
 C16(H16), C15(H15)
5.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C7(H7A,H7B,H7C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C19(H19A,H19B,H19C)
;
_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 1.561
_oxdiff_exptl_absorpt_empirical_full_min 0.708
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 0.85103(14) 0.52849(15) 0.43809(13) 0.0692(4) Uani 0.5 1 d . . P A 1
C25 C 0.87722(15) 0.36915(17) 0.44010(16) 0.0800(5) Uani 0.5 1 d . . P A 1
O6 O 0.5383(2) 0.74088(17) 0.78702(15) 0.0475(4) Uani 1 1 d . . . . .
O1 O 0.34095(17) 0.35779(18) 0.42380(15) 0.0463(4) Uani 1 1 d . . . . .
O3 O 0.33819(18) 0.44774(19) 0.68511(18) 0.0524(5) Uani 1 1 d . . . . .
O4 O 0.4164(2) 0.56246(18) 0.46176(17) 0.0524(5) Uani 1 1 d . . . . .
O5 O 0.5639(2) 0.54790(18) 0.88531(15) 0.0511(5) Uani 1 1 d . . . . .
O2 O 0.4271(2) 0.2521(2) 0.7397(2) 0.0675(6) Uani 1 1 d . . . . .
N1 N 0.5750(2) 0.55973(18) 0.70010(17) 0.0372(4) Uani 1 1 d . . . . .
H1 H 0.590623 0.609607 0.647594 0.045 Uiso 1 1 calc R U . . .
C20 C 0.5590(2) 0.6121(2) 0.8002(2) 0.0368(5) Uani 1 1 d . . . . .
C4 C 0.5530(2) 0.3818(2) 0.55480(19) 0.0344(5) Uani 1 1 d . . . . .
H4 H 0.539211 0.286754 0.547757 0.041 Uiso 1 1 calc R U . . .
C8 C 0.5653(2) 0.4186(2) 0.68424(19) 0.0354(5) Uani 1 1 d . . . . .
C17 C 0.4376(2) 0.3616(2) 0.7103(2) 0.0400(5) Uani 1 1 d . . . . .
C5 C 0.4306(2) 0.4462(2) 0.4758(2) 0.0381(5) Uani 1 1 d . . . . .
C3 C 0.6760(2) 0.4127(2) 0.51382(19) 0.0382(5) Uani 1 1 d . . . . .
C11 C 0.8878(3) 0.2010(3) 0.8561(2) 0.0444(6) Uani 1 1 d . . . . .
C10 C 0.7759(3) 0.2825(3) 0.8009(2) 0.0453(6) Uani 1 1 d . . . . .
C9 C 0.6827(2) 0.3486(2) 0.7539(2) 0.0411(5) Uani 1 1 d . . . . .
C21 C 0.5126(3) 0.8232(3) 0.8805(2) 0.0459(6) Uani 1 1 d . . . . .
C2 C 0.7173(3) 0.5353(3) 0.4869(3) 0.0558(7) Uani 1 1 d . . . . .
H2A H 0.673905 0.613056 0.495657 0.067 Uiso 0.5 1 calc R U P A 1
H2B H 0.673905 0.613056 0.495657 0.067 Uiso 0.5 1 calc R U P A 2
C6 C 0.2207(3) 0.4095(4) 0.3444(3) 0.0639(8) Uani 1 1 d . . . . .
H6A H 0.244927 0.469010 0.290406 0.077 Uiso 1 1 calc R U . . .
H6B H 0.167441 0.457411 0.386186 0.077 Uiso 1 1 calc R U . . .
C1 C 0.7589(3) 0.3145(3) 0.4929(3) 0.0630(8) Uani 1 1 d . . . . .
H1A H 0.747838 0.226254 0.507590 0.076 Uiso 0.5 1 calc R U P A 1
H1B H 0.747838 0.226254 0.507590 0.076 Uiso 0.5 1 calc R U P A 2
C18 C 0.2090(3) 0.4026(4) 0.6969(3) 0.0644(8) Uani 1 1 d . . . . .
H18A H 0.221185 0.347391 0.764212 0.077 Uiso 1 1 calc R U . . .
H18B H 0.164049 0.351666 0.630121 0.077 Uiso 1 1 calc R U . . .
C14 C 1.1031(3) 0.0411(4) 0.9592(3) 0.0705(9) Uani 1 1 d . . . . .
H14 H 1.175110 -0.012329 0.993843 0.085 Uiso 1 1 calc R U . . .
C12 C 0.9900(3) 0.1781(3) 0.8039(3) 0.0561(7) Uani 1 1 d . . . . .
H12 H 0.986957 0.216399 0.733384 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3890(4) 0.7746(4) 0.9136(4) 0.0730(10) Uani 1 1 d . . . . .
H24A H 0.314932 0.770937 0.846528 0.110 Uiso 1 1 calc R U . . .
H24B H 0.368111 0.833607 0.968444 0.110 Uiso 1 1 calc R U . . .
H24C H 0.405781 0.688677 0.946623 0.110 Uiso 1 1 calc R U . . .
C13 C 1.0967(3) 0.0986(4) 0.8560(3) 0.0675(9) Uani 1 1 d . . . . .
H13 H 1.164874 0.084073 0.820261 0.081 Uiso 1 1 calc R U . . .
C16 C 0.8939(4) 0.1408(4) 0.9598(3) 0.0768(11) Uani 1 1 d . . . . .
H16 H 0.824947 0.152368 0.995239 0.092 Uiso 1 1 calc R U . . .
C7 C 0.1428(3) 0.2977(4) 0.2823(4) 0.0773(10) Uani 1 1 d . . . . .
H7A H 0.061646 0.329655 0.231280 0.116 Uiso 1 1 calc R U . . .
H7B H 0.121217 0.238159 0.336500 0.116 Uiso 1 1 calc R U . . .
H7C H 0.194941 0.252793 0.238960 0.116 Uiso 1 1 calc R U . . .
C22 C 0.6329(4) 0.8233(4) 0.9818(3) 0.0699(9) Uani 1 1 d . . . . .
H22A H 0.640445 0.739663 1.019409 0.105 Uiso 1 1 calc R U . . .
H22B H 0.623155 0.890853 1.034464 0.105 Uiso 1 1 calc R U . . .
H22C H 0.711919 0.839574 0.956293 0.105 Uiso 1 1 calc R U . . .
C15 C 1.0031(5) 0.0629(5) 1.0109(4) 0.0909(13) Uani 1 1 d . . . . .
H15 H 1.007876 0.024927 1.081876 0.109 Uiso 1 1 calc R U . . .
C23 C 0.4881(5) 0.9567(3) 0.8262(3) 0.0736(10) Uani 1 1 d . . . . .
H23A H 0.567965 0.987048 0.808023 0.110 Uiso 1 1 calc R U . . .
H23B H 0.463855 1.016771 0.878708 0.110 Uiso 1 1 calc R U . . .
H23C H 0.416676 0.951573 0.757305 0.110 Uiso 1 1 calc R U . . .
C19 C 0.1286(4) 0.5181(5) 0.7078(5) 0.0949(14) Uani 1 1 d . . . . .
H19A H 0.125072 0.576625 0.644771 0.142 Uiso 1 1 calc R U . . .
H19B H 0.168622 0.562304 0.778594 0.142 Uiso 1 1 calc R U . . .
H19C H 0.039563 0.490983 0.707128 0.142 Uiso 1 1 calc R U . . .
S1' S 0.87722(15) 0.36915(17) 0.44010(16) 0.0800(5) Uani 0.5 1 d . . P A 2
C1' C 0.85103(14) 0.52849(15) 0.43809(13) 0.0692(4) Uani 0.5 1 d . . P A 2
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
C2 S1 C25 100.82(14) . . ?
C1 C25 S1 101.95(14) . . ?
C20 O6 C21 121.40(19) . . ?
C5 O1 C6 115.9(2) . . ?
C17 O3 C18 116.4(2) . . ?
C20 N1 H1 120.6 . . ?
C20 N1 C8 118.85(19) . . ?
C8 N1 H1 120.6 . . ?
O6 C20 N1 109.3(2) . . ?
O5 C20 O6 127.2(2) . . ?
O5 C20 N1 123.5(2) . . ?
C8 C4 H4 107.1 . . ?
C5 C4 H4 107.1 . . ?
C5 C4 C8 110.96(17) . . ?
C3 C4 H4 107.1 . . ?
C3 C4 C8 114.54(19) . . ?
C3 C4 C5 109.79(18) . . ?
N1 C8 C4 110.56(18) . . ?
N1 C8 C17 112.28(18) . . ?
N1 C8 C9 112.8(2) . . ?
C17 C8 C4 104.94(18) . . ?
C9 C8 C4 107.02(18) . . ?
C9 C8 C17 108.86(19) . . ?
O3 C17 C8 110.9(2) . . ?
O2 C17 O3 124.5(2) . . ?
O2 C17 C8 124.3(2) . . ?
O1 C5 C4 111.6(2) . . ?
O4 C5 O1 123.9(2) . . ?
O4 C5 C4 124.4(2) . . ?
C2 C3 C4 126.9(2) . . ?
C1 C3 C4 121.5(2) . . ?
C1 C3 C2 111.5(2) . . ?
C12 C11 C10 120.3(2) . . ?
C16 C11 C10 121.2(3) . . ?
C16 C11 C12 118.5(3) . . ?
C9 C10 C11 179.0(3) . . ?
C10 C9 C8 173.0(3) . . ?
O6 C21 C24 110.2(2) . . ?
O6 C21 C22 110.2(2) . . ?
O6 C21 C23 102.9(2) . . ?
C22 C21 C24 111.2(3) . . ?
C22 C21 C23 111.4(3) . . ?
C23 C21 C24 110.6(3) . . ?
S1 C2 H2A 123.6 . . ?
C3 C2 S1 112.7(2) . . ?
C3 C2 H2A 123.6 . . ?
C3 C2 H2B 123.6 . . ?
C3 C2 C1' 112.7(2) . . ?
C1' C2 H2B 123.6 . . ?
O1 C6 H6A 110.0 . . ?
O1 C6 H6B 110.0 . . ?
O1 C6 C7 108.3(3) . . ?
H6A C6 H6B 108.4 . . ?
C7 C6 H6A 110.0 . . ?
C7 C6 H6B 110.0 . . ?
C25 C1 H1A 123.5 . . ?
C3 C1 C25 113.0(2) . . ?
C3 C1 H1A 123.5 . . ?
C3 C1 H1B 123.5 . . ?
C3 C1 S1' 113.0(2) . . ?
S1' C1 H1B 123.5 . . ?
O3 C18 H18A 110.1 . . ?
O3 C18 H18B 110.1 . . ?
O3 C18 C19 108.1(3) . . ?
H18A C18 H18B 108.4 . . ?
C19 C18 H18A 110.1 . . ?
C19 C18 H18B 110.1 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C15 C14 C13 119.2(3) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C11 C16 H16 120.1 . . ?
C11 C16 C15 119.9(3) . . ?
C15 C16 H16 120.1 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C14 C15 C16 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 S1' C1' 101.95(14) . . ?
C2 C1' S1' 100.82(14) . . ?
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 C25 1.646(2) . ?
S1 C2 1.640(3) . ?
C25 C1 1.618(3) . ?
O6 C20 1.333(3) . ?
O6 C21 1.485(3) . ?
O1 C5 1.328(3) . ?
O1 C6 1.458(3) . ?
O3 C17 1.326(3) . ?
O3 C18 1.454(3) . ?
O4 C5 1.201(3) . ?
O5 C20 1.209(3) . ?
O2 C17 1.185(3) . ?
N1 H1 0.8600 . ?
N1 C20 1.370(3) . ?
N1 C8 1.451(3) . ?
C4 H4 0.9800 . ?
C4 C8 1.580(3) . ?
C4 C5 1.522(3) . ?
C4 C3 1.513(3) . ?
C8 C17 1.549(3) . ?
C8 C9 1.471(3) . ?
C3 C2 1.387(4) . ?
C3 C1 1.384(4) . ?
C11 C10 1.439(4) . ?
C11 C12 1.384(4) . ?
C11 C16 1.381(4) . ?
C10 C9 1.192(4) . ?
C21 C24 1.518(5) . ?
C21 C22 1.501(5) . ?
C21 C23 1.503(4) . ?
C2 H2A 0.9300 . ?
C2 H2B 0.9300 . ?
C2 C1' 1.640(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.482(5) . ?
C1 H1A 0.9300 . ?
C1 H1B 0.9300 . ?
C1 S1' 1.618(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.468(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.363(5) . ?
C14 C15 1.358(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C13 H13 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.387(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C15 H15 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
S1' C1' 1.646(2) . ?
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 C25 C1 C3 2.2(3) . . . . ?
C25 S1 C2 C3 1.2(3) . . . . ?
N1 C8 C17 O3 31.4(3) . . . . ?
N1 C8 C17 O2 -154.4(3) . . . . ?
C20 O6 C21 C24 -59.0(3) . . . . ?
C20 O6 C21 C22 64.1(3) . . . . ?
C20 O6 C21 C23 -177.0(3) . . . . ?
C20 N1 C8 C4 166.8(2) . . . . ?
C20 N1 C8 C17 50.0(3) . . . . ?
C20 N1 C8 C9 -73.4(3) . . . . ?
C4 C8 C17 O3 -88.7(2) . . . . ?
C4 C8 C17 O2 85.5(3) . . . . ?
C4 C3 C2 S1 -176.5(2) . . . . ?
C4 C3 C2 C1' -176.5(2) . . . . ?
C4 C3 C1 C25 175.4(2) . . . . ?
C4 C3 C1 S1' 175.4(2) . . . . ?
C8 N1 C20 O6 -164.7(2) . . . . ?
C8 N1 C20 O5 15.5(4) . . . . ?
C8 C4 C5 O1 -114.8(2) . . . . ?
C8 C4 C5 O4 65.3(3) . . . . ?
C8 C4 C3 C2 -75.4(3) . . . . ?
C8 C4 C3 C1 108.1(3) . . . . ?
C17 O3 C18 C19 159.3(3) . . . . ?
C5 O1 C6 C7 171.7(3) . . . . ?
C5 C4 C8 N1 -58.9(2) . . . . ?
C5 C4 C8 C17 62.4(2) . . . . ?
C5 C4 C8 C9 177.98(19) . . . . ?
C5 C4 C3 C2 50.2(3) . . . . ?
C5 C4 C3 C1 -126.3(3) . . . . ?
C3 C4 C8 N1 66.1(2) . . . . ?
C3 C4 C8 C17 -172.60(18) . . . . ?
C3 C4 C8 C9 -57.0(2) . . . . ?
C3 C4 C5 O1 117.6(2) . . . . ?
C3 C4 C5 O4 -62.3(3) . . . . ?
C3 C2 C1' S1' 1.2(3) . . . . ?
C3 C1 S1' C1' 2.2(3) . . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
C11 C16 C15 C14 -2.0(8) . . . . ?
C10 C11 C12 C13 -179.2(3) . . . . ?
C10 C11 C16 C15 -179.9(4) . . . . ?
C9 C8 C17 O3 157.0(2) . . . . ?
C9 C8 C17 O2 -28.8(3) . . . . ?
C21 O6 C20 O5 -2.4(4) . . . . ?
C21 O6 C20 N1 177.8(2) . . . . ?
C2 S1 C25 C1 -1.8(2) . . . . ?
C2 C3 C1 C25 -1.6(4) . . . . ?
C2 C3 C1 S1' -1.6(4) . . . . ?
C6 O1 C5 O4 1.0(4) . . . . ?
C6 O1 C5 C4 -178.9(2) . . . . ?
C1 C3 C2 S1 0.2(3) . . . . ?
C1 C3 C2 C1' 0.2(3) . . . . ?
C1 S1' C1' C2 -1.8(2) . . . . ?
C18 O3 C17 O2 1.0(4) . . . . ?
C18 O3 C17 C8 175.2(2) . . . . ?
C12 C11 C16 C15 2.1(6) . . . . ?
C13 C14 C15 C16 1.0(8) . . . . ?
C16 C11 C12 C13 -1.2(5) . . . . ?
C15 C14 C13 C12 0.0(7) . . . . ?
