#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159767.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_7159767
loop_
_publ_author_name
'Ali, Ahmad'
'Faraz, Simra'
'Khan, Abu Taleb'
_publ_section_title
;
 l-Proline-catalysed synthesis of 2-aryl-2H,5H-thiopyrano[2,3-b]
 thiochromen-5-ones from 4-hydroxydithiocoumarins and cinnamaldehyde
 derivatives
;
_journal_issue                   7
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              1426
_journal_page_last               1433
_journal_paper_doi               10.1039/D3OB02051G
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C19 H14 O2 S2'
_chemical_formula_sum            'C19 H14 O2 S2'
_chemical_formula_weight         338.42
_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
_audit_creation_date             2023-11-29
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-11-29 deposited with the CCDC.	2024-01-11 downloaded from the CCDC.
;
_cell_angle_alpha                87.216(3)
_cell_angle_beta                 89.610(4)
_cell_angle_gamma                83.982(3)
_cell_formula_units_Z            4
_cell_length_a                   7.6579(10)
_cell_length_b                   13.8840(19)
_cell_length_c                   14.998(2)
_cell_measurement_reflns_used    9996
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      27.01
_cell_measurement_theta_min      3.00
_cell_volume                     1584.0(4)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297.00
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            41184
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.007
_diffrn_reflns_theta_min         1.958
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.342
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1332 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.9158.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.575
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         6867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0403P)²+0.9799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1087
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5956
_reflns_number_total             6867
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob02051g2.cif
_cod_data_source_block           atk23013_0m_a
_cod_depositor_comments
;
         Adding full bibliography for 7159767.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H28 O4 S4'
_cod_original_formula_weight         676.84
_cod_original_formula_moiety         '2(C19 H14 O2 S2)'
_cod_original_formula_units_Z            2
_cod_database_code               7159767
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C23(H23)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C24(H24), C25(H25), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.54323(7) 0.32810(4) 0.20290(4) 0.04927(14) Uani 1 1 d . . . . .
S2 S 0.33851(6) 0.18758(4) 0.13575(4) 0.05054(14) Uani 1 1 d . . . . .
S3 S 0.78519(9) 0.66958(4) 0.57105(3) 0.05414(16) Uani 1 1 d . . . . .
S4 S 0.88635(7) 0.82472(4) 0.45733(4) 0.04946(14) Uani 1 1 d . . . . .
O1 O 0.6728(2) 0.53000(11) 0.11403(11) 0.0626(4) Uani 1 1 d . . . . .
O2 O 0.82398(17) -0.01311(10) 0.15679(10) 0.0485(3) Uani 1 1 d . . . . .
O3 O 0.70788(19) 1.04602(10) 0.39647(10) 0.0501(3) Uani 1 1 d . . . . .
O4 O 0.8032(4) 0.50259(13) 0.32866(12) 0.0903(7) Uani 1 1 d . . . . .
C1 C 0.6143(4) 0.62734(17) 0.0874(2) 0.0735(8) Uani 1 1 d . . . . .
H1A H 0.712258 0.659656 0.065878 0.110 Uiso 1 1 calc R U . . .
H1B H 0.562151 0.660052 0.137494 0.110 Uiso 1 1 calc R U . . .
H1C H 0.528829 0.628221 0.040732 0.110 Uiso 1 1 calc R U . . .
C2 C 0.7481(3) 0.47085(15) 0.05169(14) 0.0468(5) Uani 1 1 d . . . . .
C3 C 0.8021(2) 0.37582(13) 0.08350(13) 0.0404(4) Uani 1 1 d . . . . .
C4 C 0.7731(3) 0.34809(14) 0.18063(13) 0.0425(4) Uani 1 1 d . . . . .
H4 H 0.797872 0.403426 0.214876 0.051 Uiso 1 1 calc R U . . .
C5 C 0.5439(2) 0.20896(13) 0.17110(12) 0.0391(4) Uani 1 1 d . . . . .
C6 C 0.3622(2) 0.06410(14) 0.11785(12) 0.0399(4) Uani 1 1 d . . . . .
C7 C 0.2100(3) 0.02469(16) 0.09356(14) 0.0490(5) Uani 1 1 d . . . . .
H7 H 0.103187 0.063336 0.091098 0.059 Uiso 1 1 calc R U . . .
C8 C 0.2178(3) -0.07077(17) 0.07336(14) 0.0522(5) Uani 1 1 d . . . . .
H8 H 0.116018 -0.097031 0.057929 0.063 Uiso 1 1 calc R U . . .
C9 C 0.3763(3) -0.12815(16) 0.07581(14) 0.0505(5) Uani 1 1 d . . . . .
H9 H 0.381769 -0.192499 0.060467 0.061 Uiso 1 1 calc R U . . .
C10 C 0.6888(2) 0.14293(13) 0.17678(12) 0.0358(4) Uani 1 1 d . . . . .
C11 C 0.8512(3) 0.17118(14) 0.21340(13) 0.0422(4) Uani 1 1 d . . . . .
H11 H 0.933948 0.122103 0.235420 0.051 Uiso 1 1 calc R U . . .
C12 C 0.8888(3) 0.26171(15) 0.21741(13) 0.0460(4) Uani 1 1 d . . . . .
H12 H 0.993279 0.272421 0.244685 0.055 Uiso 1 1 calc R U . . .
C13 C 0.7724(3) 0.49882(18) -0.03690(16) 0.0596(6) Uani 1 1 d . . . . .
H13 H 0.736475 0.561972 -0.057609 0.071 Uiso 1 1 calc R U . . .
C14 C 0.8502(3) 0.4323(2) -0.09437(16) 0.0645(6) Uani 1 1 d . . . . .
H14 H 0.867091 0.451235 -0.153875 0.077 Uiso 1 1 calc R U . . .
C15 C 0.9027(3) 0.33902(19) -0.06505(15) 0.0594(6) Uani 1 1 d . . . . .
H15 H 0.954045 0.294584 -0.104407 0.071 Uiso 1 1 calc R U . . .
C16 C 0.8789(3) 0.31134(15) 0.02383(14) 0.0474(5) Uani 1 1 d . . . . .
H16 H 0.915318 0.247989 0.043745 0.057 Uiso 1 1 calc R U . . .
C17 C 0.6881(2) 0.04220(13) 0.15203(12) 0.0360(4) Uani 1 1 d . . . . .
C18 C 0.5230(2) 0.00653(13) 0.12310(11) 0.0363(4) Uani 1 1 d . . . . .
C19 C 0.5262(3) -0.09014(14) 0.10095(13) 0.0438(4) Uani 1 1 d . . . . .
H19 H 0.632025 -0.129696 0.103260 0.053 Uiso 1 1 calc R U . . .
C20 C 0.6650(4) 1.14066(16) 0.42864(16) 0.0598(6) Uani 1 1 d . . . . .
H20A H 0.607828 1.182287 0.382275 0.090 Uiso 1 1 calc R U . . .
H20B H 0.770550 1.166352 0.446157 0.090 Uiso 1 1 calc R U . . .
H20C H 0.587900 1.137007 0.479140 0.090 Uiso 1 1 calc R U . . .
C21 C 0.5726(3) 0.99699(14) 0.37082(12) 0.0396(4) Uani 1 1 d . . . . .
C22 C 0.6215(2) 0.90301(13) 0.34324(12) 0.0371(4) Uani 1 1 d . . . . .
C23 C 0.8131(2) 0.86482(14) 0.34405(13) 0.0417(4) Uani 1 1 d . . . . .
H23 H 0.879055 0.919177 0.325371 0.050 Uiso 1 1 calc R U . . .
C24 C 0.8643(3) 0.78502(16) 0.28201(15) 0.0508(5) Uani 1 1 d . . . . .
H24 H 0.896123 0.803137 0.224129 0.061 Uiso 1 1 calc R U . . .
C25 C 0.8680(3) 0.69353(16) 0.30207(13) 0.0500(5) Uani 1 1 d . . . . .
H25 H 0.899162 0.650894 0.257306 0.060 Uiso 1 1 calc R U . . .
C26 C 0.8268(3) 0.65192(14) 0.39029(13) 0.0422(4) Uani 1 1 d . . . . .
C27 C 0.7929(3) 0.55048(14) 0.39359(13) 0.0475(5) Uani 1 1 d . . . . .
C28 C 0.7559(3) 0.50191(14) 0.48254(13) 0.0435(4) Uani 1 1 d . . . . .
C29 C 0.7214(3) 0.40477(15) 0.48461(16) 0.0567(5) Uani 1 1 d . . . . .
H29 H 0.722575 0.372657 0.431585 0.068 Uiso 1 1 calc R U . . .
C30 C 0.6862(4) 0.35626(17) 0.56292(18) 0.0649(6) Uani 1 1 d . . . . .
H30 H 0.663605 0.291747 0.562920 0.078 Uiso 1 1 calc R U . . .
C31 C 0.4908(3) 0.84912(15) 0.31611(13) 0.0448(4) Uani 1 1 d . . . . .
H31 H 0.520950 0.786741 0.297191 0.054 Uiso 1 1 calc R U . . .
C32 C 0.3161(3) 0.88656(18) 0.31670(15) 0.0539(5) Uani 1 1 d . . . . .
H32 H 0.229625 0.849474 0.298645 0.065 Uiso 1 1 calc R U . . .
C33 C 0.2716(3) 0.97850(18) 0.34401(16) 0.0566(6) Uani 1 1 d . . . . .
H33 H 0.154115 1.003612 0.344393 0.068 Uiso 1 1 calc R U . . .
C34 C 0.3982(3) 1.03455(16) 0.37101(14) 0.0507(5) Uani 1 1 d . . . . .
H34 H 0.366435 1.097077 0.389190 0.061 Uiso 1 1 calc R U . . .
C35 C 0.6842(4) 0.40305(18) 0.64216(17) 0.0647(6) Uani 1 1 d . . . . .
H35 H 0.660539 0.369731 0.695432 0.078 Uiso 1 1 calc R U . . .
C36 C 0.7168(3) 0.49801(16) 0.64291(15) 0.0563(5) Uani 1 1 d . . . . .
H36 H 0.715148 0.529098 0.696503 0.068 Uiso 1 1 calc R U . . .
C37 C 0.7526(3) 0.54811(14) 0.56310(13) 0.0436(4) Uani 1 1 d . . . . .
C38 C 0.8295(3) 0.70592(13) 0.46311(13) 0.0416(4) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 C4 100.47(9) . . ?
C5 S2 C6 103.39(9) . . ?
C38 S3 C37 103.25(9) . . ?
C38 S4 C23 100.91(9) . . ?
C2 O1 C1 118.4(2) . . ?
C21 O3 C20 117.60(17) . . ?
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 C3 114.82(18) . . ?
O1 C2 C13 124.6(2) . . ?
C13 C2 C3 120.6(2) . . ?
C2 C3 C4 119.00(17) . . ?
C16 C3 C2 118.12(19) . . ?
C16 C3 C4 122.88(18) . . ?
S1 C4 H4 106.9 . . ?
C3 C4 S1 111.56(13) . . ?
C3 C4 H4 106.9 . . ?
C12 C4 S1 108.61(14) . . ?
C12 C4 C3 115.47(16) . . ?
C12 C4 H4 106.9 . . ?
S2 C5 S1 110.74(10) . . ?
C10 C5 S1 123.12(15) . . ?
C10 C5 S2 126.12(15) . . ?
C7 C6 S2 115.98(15) . . ?
C7 C6 C18 120.55(18) . . ?
C18 C6 S2 123.41(15) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.09(19) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.0 . . ?
C19 C9 C8 120.0(2) . . ?
C19 C9 H9 120.0 . . ?
C5 C10 C11 119.32(17) . . ?
C5 C10 C17 123.07(17) . . ?
C11 C10 C17 117.53(15) . . ?
C10 C11 H11 117.7 . . ?
C12 C11 C10 124.54(18) . . ?
C12 C11 H11 117.7 . . ?
C4 C12 H12 118.0 . . ?
C11 C12 C4 123.94(18) . . ?
C11 C12 H12 118.0 . . ?
C2 C13 H13 120.2 . . ?
C14 C13 C2 119.5(2) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C3 C16 C15 121.4(2) . . ?
C3 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
O2 C17 C10 119.90(17) . . ?
O2 C17 C18 119.97(17) . . ?
C10 C17 C18 120.12(15) . . ?
C6 C18 C17 123.55(17) . . ?
C19 C18 C6 117.70(17) . . ?
C19 C18 C17 118.75(16) . . ?
C9 C19 C18 121.46(19) . . ?
C9 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 C22 115.19(16) . . ?
O3 C21 C34 124.18(18) . . ?
C34 C21 C22 120.63(19) . . ?
C21 C22 C23 118.94(17) . . ?
C31 C22 C21 118.28(17) . . ?
C31 C22 C23 122.78(17) . . ?
S4 C23 H23 106.9 . . ?
C22 C23 S4 111.08(13) . . ?
C22 C23 H23 106.9 . . ?
C24 C23 S4 109.03(14) . . ?
C24 C23 C22 115.50(17) . . ?
C24 C23 H23 106.9 . . ?
C23 C24 H24 117.2 . . ?
C25 C24 C23 125.6(2) . . ?
C25 C24 H24 117.2 . . ?
C24 C25 H25 117.7 . . ?
C24 C25 C26 124.7(2) . . ?
C26 C25 H25 117.7 . . ?
C27 C26 C25 115.83(17) . . ?
C38 C26 C25 120.08(19) . . ?
C38 C26 C27 124.03(18) . . ?
O4 C27 C26 122.5(2) . . ?
O4 C27 C28 118.65(19) . . ?
C26 C27 C28 118.75(16) . . ?
C29 C28 C27 118.15(18) . . ?
C37 C28 C27 123.87(17) . . ?
C37 C28 C29 117.97(19) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.3(2) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C35 120.0(2) . . ?
C35 C30 H30 120.0 . . ?
C22 C31 H31 119.5 . . ?
C32 C31 C22 121.1(2) . . ?
C32 C31 H31 119.5 . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.6(2) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 119.5 . . ?
C32 C33 C34 121.0(2) . . ?
C34 C33 H33 119.5 . . ?
C21 C34 H34 120.3 . . ?
C33 C34 C21 119.4(2) . . ?
C33 C34 H34 120.3 . . ?
C30 C35 H35 119.7 . . ?
C36 C35 C30 120.5(2) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.1 . . ?
C35 C36 C37 119.8(2) . . ?
C37 C36 H36 120.1 . . ?
C28 C37 S3 123.43(15) . . ?
C28 C37 C36 120.41(19) . . ?
C36 C37 S3 116.14(16) . . ?
S3 C38 S4 110.82(11) . . ?
C26 C38 S3 126.56(16) . . ?
C26 C38 S4 122.60(16) . . ?
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 C4 1.836(2) . ?
S1 C5 1.7432(19) . ?
S2 C5 1.722(2) . ?
S2 C6 1.739(2) . ?
S3 C37 1.740(2) . ?
S3 C38 1.715(2) . ?
S4 C23 1.835(2) . ?
S4 C38 1.747(2) . ?
O1 C1 1.418(3) . ?
O1 C2 1.360(3) . ?
O2 C17 1.227(2) . ?
O3 C20 1.427(2) . ?
O3 C21 1.365(2) . ?
O4 C27 1.203(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.402(3) . ?
C2 C13 1.383(3) . ?
C3 C4 1.510(3) . ?
C3 C16 1.381(3) . ?
C4 H4 0.9800 . ?
C4 C12 1.499(3) . ?
C5 C10 1.364(2) . ?
C6 C7 1.396(3) . ?
C6 C18 1.397(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.369(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(3) . ?
C9 H9 0.9300 . ?
C9 C19 1.375(3) . ?
C10 C11 1.461(3) . ?
C10 C17 1.465(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.323(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.380(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.368(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.480(3) . ?
C18 C19 1.396(3) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.401(3) . ?
C21 C34 1.382(3) . ?
C22 C23 1.507(3) . ?
C22 C31 1.386(3) . ?
C23 H23 0.9800 . ?
C23 C24 1.500(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.288(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.464(3) . ?
C26 C27 1.457(3) . ?
C26 C38 1.356(3) . ?
C27 C28 1.504(3) . ?
C28 C29 1.400(3) . ?
C28 C37 1.394(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.365(3) . ?
C30 H30 0.9300 . ?
C30 C35 1.381(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.368(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.380(3) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.368(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.395(3) . ?
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 C4 C12 C11 38.8(2) . . . . ?
S1 C5 C10 C11 1.8(3) . . . . ?
S1 C5 C10 C17 178.50(13) . . . . ?
S2 C5 C10 C11 -176.26(14) . . . . ?
S2 C5 C10 C17 0.5(3) . . . . ?
S2 C6 C7 C8 176.43(16) . . . . ?
S2 C6 C18 C17 5.5(3) . . . . ?
S2 C6 C18 C19 -175.48(14) . . . . ?
S4 C23 C24 C25 34.7(3) . . . . ?
O1 C2 C3 C4 0.0(3) . . . . ?
O1 C2 C3 C16 179.61(18) . . . . ?
O1 C2 C13 C14 -179.8(2) . . . . ?
O2 C17 C18 C6 178.50(17) . . . . ?
O2 C17 C18 C19 -0.5(3) . . . . ?
O3 C21 C22 C23 0.0(2) . . . . ?
O3 C21 C22 C31 -179.87(16) . . . . ?
O3 C21 C34 C33 -179.76(19) . . . . ?
O4 C27 C28 C29 -4.9(3) . . . . ?
O4 C27 C28 C37 175.6(2) . . . . ?
C1 O1 C2 C3 -179.94(19) . . . . ?
C1 O1 C2 C13 0.0(3) . . . . ?
C2 C3 C4 S1 77.27(19) . . . . ?
C2 C3 C4 C12 -158.10(18) . . . . ?
C2 C3 C16 C15 0.1(3) . . . . ?
C2 C13 C14 C15 0.4(4) . . . . ?
C3 C2 C13 C14 0.1(3) . . . . ?
C3 C4 C12 C11 -87.4(2) . . . . ?
C4 S1 C5 S2 -152.30(10) . . . . ?
C4 S1 C5 C10 29.40(18) . . . . ?
C4 C3 C16 C15 179.65(19) . . . . ?
C5 S1 C4 C3 82.74(14) . . . . ?
C5 S1 C4 C12 -45.64(15) . . . . ?
C5 S2 C6 C7 176.14(15) . . . . ?
C5 S2 C6 C18 -6.56(18) . . . . ?
C5 C10 C11 C12 -21.3(3) . . . . ?
C5 C10 C17 O2 178.38(18) . . . . ?
C5 C10 C17 C18 -2.9(3) . . . . ?
C6 S2 C5 S1 -174.49(10) . . . . ?
C6 S2 C5 C10 3.74(19) . . . . ?
C6 C7 C8 C9 -0.8(3) . . . . ?
C6 C18 C19 C9 -0.8(3) . . . . ?
C7 C6 C18 C17 -177.33(17) . . . . ?
C7 C6 C18 C19 1.7(3) . . . . ?
C7 C8 C9 C19 1.8(3) . . . . ?
C8 C9 C19 C18 -1.0(3) . . . . ?
C10 C11 C12 C4 -3.1(3) . . . . ?
C10 C17 C18 C6 -0.2(3) . . . . ?
C10 C17 C18 C19 -179.26(16) . . . . ?
C11 C10 C17 O2 -4.8(3) . . . . ?
C11 C10 C17 C18 173.89(15) . . . . ?
C13 C2 C3 C4 -179.91(19) . . . . ?
C13 C2 C3 C16 -0.3(3) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C15 C16 C3 0.4(3) . . . . ?
C16 C3 C4 S1 -102.29(19) . . . . ?
C16 C3 C4 C12 22.3(3) . . . . ?
C17 C10 C11 C12 161.78(19) . . . . ?
C17 C18 C19 C9 178.33(17) . . . . ?
C18 C6 C7 C8 -1.0(3) . . . . ?
C20 O3 C21 C22 -177.52(17) . . . . ?
C20 O3 C21 C34 2.5(3) . . . . ?
C21 C22 C23 S4 78.85(18) . . . . ?
C21 C22 C23 C24 -156.32(18) . . . . ?
C21 C22 C31 C32 -0.4(3) . . . . ?
C22 C21 C34 C33 0.2(3) . . . . ?
C22 C23 C24 C25 -91.2(3) . . . . ?
C22 C31 C32 C33 0.4(3) . . . . ?
C23 S4 C38 S3 -151.46(10) . . . . ?
C23 S4 C38 C26 29.94(19) . . . . ?
C23 C22 C31 C32 179.70(18) . . . . ?
C23 C24 C25 C26 -1.7(4) . . . . ?
C24 C25 C26 C27 164.2(2) . . . . ?
C24 C25 C26 C38 -18.7(3) . . . . ?
C25 C26 C27 O4 2.2(3) . . . . ?
C25 C26 C27 C28 177.87(18) . . . . ?
C25 C26 C38 S3 -179.97(15) . . . . ?
C25 C26 C38 S4 -1.6(3) . . . . ?
C26 C27 C28 C29 179.2(2) . . . . ?
C26 C27 C28 C37 -0.3(3) . . . . ?
C27 C26 C38 S3 -3.2(3) . . . . ?
C27 C26 C38 S4 175.22(16) . . . . ?
C27 C28 C29 C30 -179.8(2) . . . . ?
C27 C28 C37 S3 1.8(3) . . . . ?
C27 C28 C37 C36 179.9(2) . . . . ?
C28 C29 C30 C35 0.0(4) . . . . ?
C29 C28 C37 S3 -177.73(17) . . . . ?
C29 C28 C37 C36 0.4(3) . . . . ?
C29 C30 C35 C36 0.2(4) . . . . ?
C30 C35 C36 C37 -0.1(4) . . . . ?
C31 C22 C23 S4 -101.29(19) . . . . ?
C31 C22 C23 C24 23.5(3) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C33 C34 C21 -0.3(3) . . . . ?
C34 C21 C22 C23 -179.99(17) . . . . ?
C34 C21 C22 C31 0.1(3) . . . . ?
C35 C36 C37 S3 178.01(19) . . . . ?
C35 C36 C37 C28 -0.2(3) . . . . ?
C37 S3 C38 S4 -174.69(10) . . . . ?
C37 S3 C38 C26 3.8(2) . . . . ?
C37 C28 C29 C30 -0.2(3) . . . . ?
C38 S3 C37 C28 -3.1(2) . . . . ?
C38 S3 C37 C36 178.75(17) . . . . ?
C38 S4 C23 C22 85.87(14) . . . . ?
C38 S4 C23 C24 -42.53(16) . . . . ?
C38 C26 C27 O4 -174.8(2) . . . . ?
C38 C26 C27 C28 0.9(3) . . . . ?
