#------------------------------------------------------------------------------
#$Date: 2025-04-05 07:07:13 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299114 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160313.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_7160313
loop_
_publ_author_name
'Chang, Meng-Yang'
'Lin, Chun-Yi'
_publ_section_title
;
 Construction of diaryl oxacyclic sulfones via
 Bi(OTf)₃-catalyzed intramolecular cyclocondensation of
 1,3-diaroylsulfones.
;
_journal_issue                   7
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1662
_journal_page_last               1672
_journal_paper_doi               10.1039/d4ob01916d
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C18 H20 O3 S'
_chemical_formula_sum            'C18 H20 O3 S'
_chemical_formula_weight         316.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-11-06
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-11-08 deposited with the CCDC.	2024-12-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.3990(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.49110(10)
_cell_length_b                   17.9817(2)
_cell_length_c                   17.8130(2)
_cell_measurement_reflns_used    10908
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.5400
_cell_measurement_theta_min      3.5210
_cell_volume                     3282.01(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_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_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     78.00 116.00   0.50    0.06    --   68.01  30.00 -90.00   76
  2  ω     92.00 124.00   0.50    0.06    --   83.08  30.00 -60.00   64
  3  ω     96.00 121.00   0.50    0.06    --   83.08  30.00 -30.00   50
  4  ω     64.00  90.00   0.50    0.06    --   56.11  30.00 150.00   52
  5  ω    109.00 135.00   0.50    0.06    --   83.08  30.00  90.00   52
  6  ω     60.00 122.00   0.50    0.06    --   83.08  15.00-120.00  124
  7  ω     95.00 132.00   0.50    0.06    --   83.08  30.00-120.00   74
  8  ω     40.00  82.00   0.50    0.06    --   83.08 -95.00  30.00   84
  9  ω     50.00  77.00   0.50    0.06    --   68.01 -95.00 -30.00   54
 10  ω     12.00  51.00   0.50    0.06    --   56.11 -95.00 -30.00   78
 11  ω     20.00  62.00   0.50    0.06    --   56.11-125.00-120.00   84
 12  ω     11.00  50.00   0.50    0.06    --   56.11 -95.00-180.00   78
 13  ω     38.00  63.00   0.50    0.06    --   83.08 -95.00-120.00   50
 14  ω     45.00  83.00   0.50    0.06    --   83.08 -95.00-150.00   76
 15  ω     38.00  63.00   0.50    0.06    --   83.08 -95.00   0.00   50
 16  ω     39.00  76.00   0.50    0.06    --   83.08 -95.00 120.00   74
 17  ω     59.00  91.00   0.50    0.06    --   83.08 -95.00 150.00   64
 18  ω   -125.00 -51.00   0.50    0.06    --  -77.69 -15.00 -90.00  148
 19  ω   -131.00 -85.00   0.50    0.06    --  -77.69 -30.00   0.00   92
 20  ω   -128.00 -95.00   0.50    0.06    --  -77.69 -30.00  30.00   66
 21  ω   -110.00 -82.00   0.50    0.06    --  -57.37 -30.00  90.00   56
 22  ω   -127.00 -89.00   0.50    0.06    --  -77.69 -30.00 120.00   76
 23  ω   -112.00 -86.00   0.50    0.06    --  -77.69 -30.00  60.00   52
 24  ω    -74.00 -34.00   0.50    0.06    --  -77.69 111.00-150.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0998552000
_diffrn_orient_matrix_UB_12      -0.0639725000
_diffrn_orient_matrix_UB_13      0.0162550000
_diffrn_orient_matrix_UB_21      0.0020663000
_diffrn_orient_matrix_UB_22      0.0058623000
_diffrn_orient_matrix_UB_23      0.0865371000
_diffrn_orient_matrix_UB_31      -0.1123458000
_diffrn_orient_matrix_UB_32      -0.0567074000
_diffrn_orient_matrix_UB_33      -0.0093842000
_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  0.0336
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22177
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.100
_diffrn_reflns_theta_min         3.535
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.831
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.776
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6354
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0475
_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)+(0.0563P)²+2.7153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1248
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5455
_reflns_number_total             6354
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01916d2.cif
_cod_data_source_block           241075lt_auto
_cod_depositor_comments
'Adding full bibliography for 7160310--7160313.cif.'
_cod_database_code               7160313
_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.
;
_shelx_estimated_absorpt_t_max   0.898
_shelx_estimated_absorpt_t_min   0.853
_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:
 C1(H1), C2(H2), C4(H4), C5(H5), C23(H23), C24(H24), C26(H26), C27(H27)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C36(H36),
  C37(H37), C38(H38), C39(H39), C40(H40)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C43(H43A,H43B,H43C), C44(H44A,H44B,
 H44C)
;
_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 1.166
_oxdiff_exptl_absorpt_empirical_full_min 0.912
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S3 S 0.11521(5) 0.25701(3) 0.16279(3) 0.02146(13) Uani 1 1 d . . . . .
O6 O 0.37114(13) 0.33539(8) 0.23016(7) 0.0199(3) Uani 1 1 d . . . . .
O19 O 0.03387(14) 0.31572(9) 0.12349(9) 0.0287(4) Uani 1 1 d . . . . .
O20 O 0.05996(15) 0.18327(9) 0.16022(8) 0.0282(4) Uani 1 1 d . . . . .
C1 C 0.2630(2) 0.35135(12) 0.26470(12) 0.0223(4) Uani 1 1 d . . . . .
H1 H 0.212206 0.394459 0.238146 0.027 Uiso 1 1 calc R U . . .
C2 C 0.1737(2) 0.28277(12) 0.26095(11) 0.0212(4) Uani 1 1 d . . . . .
H2 H 0.226301 0.240653 0.288287 0.025 Uiso 1 1 calc R U . . .
C4 C 0.2615(2) 0.25276(12) 0.12702(11) 0.0220(4) Uani 1 1 d . . . . .
H4 H 0.315375 0.209879 0.151669 0.026 Uiso 1 1 calc R U . . .
C5 C 0.3387(2) 0.32480(12) 0.14841(11) 0.0222(4) Uani 1 1 d . . . . .
H5 H 0.285332 0.367878 0.123831 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3210(2) 0.37096(12) 0.34795(12) 0.0233(4) Uani 1 1 d . . . . .
C8 C 0.2711(2) 0.43026(13) 0.38252(13) 0.0307(5) Uani 1 1 d . . . . .
H8 H 0.199881 0.458290 0.354378 0.037 Uiso 1 1 calc R U . . .
C9 C 0.3257(3) 0.44842(15) 0.45840(15) 0.0399(6) Uani 1 1 d . . . . .
H9 H 0.291266 0.488779 0.482204 0.048 Uiso 1 1 calc R U . . .
C10 C 0.4300(3) 0.40803(16) 0.49957(14) 0.0397(6) Uani 1 1 d . . . . .
H10 H 0.467897 0.421176 0.551193 0.048 Uiso 1 1 calc R U . . .
C11 C 0.4789(2) 0.34852(15) 0.46540(13) 0.0333(5) Uani 1 1 d . . . . .
H11 H 0.550092 0.320572 0.493659 0.040 Uiso 1 1 calc R U . . .
C12 C 0.4239(2) 0.32960(13) 0.38980(12) 0.0259(5) Uani 1 1 d . . . . .
H12 H 0.456749 0.288262 0.366644 0.031 Uiso 1 1 calc R U . . .
C13 C 0.4671(2) 0.32356(13) 0.12266(12) 0.0239(5) Uani 1 1 d . . . . .
C14 C 0.5643(2) 0.27263(14) 0.15373(13) 0.0293(5) Uani 1 1 d . . . . .
H14 H 0.548844 0.236970 0.190122 0.035 Uiso 1 1 calc R U . . .
C15 C 0.6839(2) 0.27372(15) 0.13173(14) 0.0343(6) Uani 1 1 d . . . . .
H15 H 0.750505 0.239549 0.153782 0.041 Uiso 1 1 calc R U . . .
C16 C 0.7054(2) 0.32490(14) 0.07750(14) 0.0338(6) Uani 1 1 d . . . . .
H16 H 0.786820 0.325891 0.062364 0.041 Uiso 1 1 calc R U . . .
C17 C 0.6082(2) 0.37436(14) 0.04557(14) 0.0336(5) Uani 1 1 d . . . . .
H17 H 0.622508 0.408852 0.007827 0.040 Uiso 1 1 calc R U . . .
C18 C 0.4894(2) 0.37393(13) 0.06844(13) 0.0281(5) Uani 1 1 d . . . . .
H18 H 0.423316 0.408491 0.046603 0.034 Uiso 1 1 calc R U . . .
C21 C 0.2223(2) 0.23918(13) 0.04041(12) 0.0264(5) Uani 1 1 d . . . . .
H21A H 0.178214 0.190978 0.030738 0.040 Uiso 1 1 calc R U . . .
H21B H 0.300448 0.239158 0.018589 0.040 Uiso 1 1 calc R U . . .
H21C H 0.163019 0.278690 0.016364 0.040 Uiso 1 1 calc R U . . .
C22 C 0.0559(2) 0.29528(13) 0.29714(13) 0.0276(5) Uani 1 1 d . . . . .
H22A H 0.005809 0.338128 0.272729 0.041 Uiso 1 1 calc R U . . .
H22B H 0.085894 0.304826 0.352276 0.041 Uiso 1 1 calc R U . . .
H22C H 0.000333 0.250908 0.289623 0.041 Uiso 1 1 calc R U . . .
S25 S 0.65138(5) 0.57037(3) 0.19921(3) 0.02234(13) Uani 1 1 d . . . . .
O28 O 0.89668(13) 0.47797(8) 0.26092(8) 0.0202(3) Uani 1 1 d . . . . .
O41 O 0.60075(16) 0.64135(9) 0.21774(9) 0.0301(4) Uani 1 1 d . . . . .
O42 O 0.57621(16) 0.52805(9) 0.13765(9) 0.0329(4) Uani 1 1 d . . . . .
C23 C 0.8858(2) 0.51207(13) 0.18764(13) 0.0279(5) Uani 1 1 d . . . . .
H23 H 0.840321 0.477427 0.146603 0.033 Uiso 1 1 calc R U . . .
C24 C 0.8105(2) 0.58542(13) 0.18240(13) 0.0272(5) Uani 1 1 d . . . . .
H24 H 0.858353 0.619884 0.222844 0.033 Uiso 1 1 calc R U . . .
C26 C 0.6858(2) 0.51604(13) 0.28601(13) 0.0267(5) Uani 1 1 d . . . . .
H26 H 0.732298 0.548225 0.329061 0.032 Uiso 1 1 calc R U . . .
C27 C 0.7756(2) 0.45134(13) 0.27577(13) 0.0271(5) Uani 1 1 d . . . . .
H27 H 0.731009 0.419633 0.231810 0.033 Uiso 1 1 calc R U . . .
C29 C 1.0218(2) 0.52769(12) 0.17628(12) 0.0247(5) Uani 1 1 d . . . . .
C30 C 1.0582(2) 0.50047(13) 0.11078(14) 0.0310(5) Uani 1 1 d . . . . .
H30 H 1.000697 0.469290 0.075962 0.037 Uiso 1 1 calc R U . . .
C31 C 1.1805(3) 0.51944(16) 0.09666(15) 0.0405(6) Uani 1 1 d . . . . .
H31 H 1.205405 0.501457 0.051767 0.049 Uiso 1 1 calc R U . . .
C32 C 1.2640(2) 0.56363(16) 0.14701(16) 0.0426(7) Uani 1 1 d . . . . .
H32 H 1.346364 0.576740 0.136751 0.051 Uiso 1 1 calc R U . . .
C33 C 1.2291(2) 0.58915(15) 0.21254(16) 0.0400(6) Uani 1 1 d . . . . .
H33 H 1.288087 0.619003 0.248006 0.048 Uiso 1 1 calc R U . . .
C34 C 1.1078(2) 0.57144(14) 0.22705(14) 0.0331(5) Uani 1 1 d . . . . .
H34 H 1.083941 0.589568 0.272214 0.040 Uiso 1 1 calc R U . . .
C35 C 0.8074(2) 0.40461(13) 0.34799(12) 0.0250(5) Uani 1 1 d . . . . .
C36 C 0.8917(2) 0.43040(13) 0.41365(14) 0.0330(5) Uani 1 1 d . . . . .
H36 H 0.930770 0.478053 0.413663 0.040 Uiso 1 1 calc R U . . .
C37 C 0.9192(2) 0.38647(14) 0.47977(13) 0.0341(5) Uani 1 1 d . . . . .
H37 H 0.975329 0.404651 0.525161 0.041 Uiso 1 1 calc R U . . .
C38 C 0.8648(2) 0.31666(13) 0.47900(13) 0.0293(5) Uani 1 1 d . . . . .
H38 H 0.884667 0.286255 0.523601 0.035 Uiso 1 1 calc R U . . .
C39 C 0.7818(2) 0.29103(14) 0.41376(14) 0.0338(5) Uani 1 1 d . . . . .
H39 H 0.743856 0.243042 0.413522 0.041 Uiso 1 1 calc R U . . .
C40 C 0.7531(2) 0.33499(13) 0.34807(13) 0.0288(5) Uani 1 1 d . . . . .
H40 H 0.695841 0.316870 0.303085 0.035 Uiso 1 1 calc R U . . .
C43 C 0.5562(2) 0.49179(13) 0.30334(13) 0.0258(5) Uani 1 1 d . . . . .
H43A H 0.500690 0.535490 0.304256 0.039 Uiso 1 1 calc R U . . .
H43B H 0.571775 0.466999 0.353484 0.039 Uiso 1 1 calc R U . . .
H43C H 0.512496 0.457261 0.263452 0.039 Uiso 1 1 calc R U . . .
C44 C 0.7971(2) 0.62317(13) 0.10352(12) 0.0282(5) Uani 1 1 d . . . . .
H44A H 0.763973 0.587116 0.062732 0.042 Uiso 1 1 calc R U . . .
H44B H 0.882622 0.641404 0.097986 0.042 Uiso 1 1 calc R U . . .
H44C H 0.736165 0.665007 0.099625 0.042 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'
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
O19 S3 O20 117.75(9) . . ?
O19 S3 C2 109.20(10) . . ?
O19 S3 C4 108.83(10) . . ?
O20 S3 C2 108.69(9) . . ?
O20 S3 C4 108.63(10) . . ?
C2 S3 C4 102.69(9) . . ?
C1 O6 C5 115.19(15) . . ?
O6 C1 H1 110.1 . . ?
O6 C1 C2 110.58(16) . . ?
O6 C1 C7 106.13(16) . . ?
C2 C1 H1 110.1 . . ?
C7 C1 H1 110.1 . . ?
C7 C1 C2 109.91(17) . . ?
S3 C2 H2 108.5 . . ?
C1 C2 S3 109.14(14) . . ?
C1 C2 H2 108.5 . . ?
C22 C2 S3 108.20(14) . . ?
C22 C2 C1 113.76(17) . . ?
C22 C2 H2 108.5 . . ?
S3 C4 H4 108.9 . . ?
C5 C4 S3 108.91(14) . . ?
C5 C4 H4 108.9 . . ?
C21 C4 S3 107.52(14) . . ?
C21 C4 H4 108.9 . . ?
C21 C4 C5 113.55(17) . . ?
O6 C5 C4 111.23(16) . . ?
O6 C5 H5 109.3 . . ?
O6 C5 C13 106.08(15) . . ?
C4 C5 H5 109.3 . . ?
C13 C5 C4 111.68(17) . . ?
C13 C5 H5 109.3 . . ?
C8 C7 C1 120.1(2) . . ?
C8 C7 C12 119.8(2) . . ?
C12 C7 C1 120.13(19) . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.7(2) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(2) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.2(2) . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C5 120.8(2) . . ?
C18 C13 C5 119.9(2) . . ?
C18 C13 C14 119.3(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.7(2) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.3(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 120.4(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C4 C21 H21A 109.5 . . ?
C4 C21 H21B 109.5 . . ?
C4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C2 C22 H22A 109.5 . . ?
C2 C22 H22B 109.5 . . ?
C2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O41 S25 C24 107.92(10) . . ?
O41 S25 C26 107.38(10) . . ?
O42 S25 O41 118.47(10) . . ?
O42 S25 C24 109.63(10) . . ?
O42 S25 C26 110.32(11) . . ?
C24 S25 C26 101.81(10) . . ?
C23 O28 C27 114.37(15) . . ?
O28 C23 H23 109.5 . . ?
O28 C23 C24 111.47(18) . . ?
O28 C23 C29 108.08(17) . . ?
C24 C23 H23 109.5 . . ?
C29 C23 H23 109.5 . . ?
C29 C23 C24 108.78(18) . . ?
S25 C24 H24 108.5 . . ?
C23 C24 S25 110.45(15) . . ?
C23 C24 H24 108.5 . . ?
C23 C24 C44 112.36(18) . . ?
C44 C24 S25 108.41(15) . . ?
C44 C24 H24 108.5 . . ?
S25 C26 H26 108.7 . . ?
C27 C26 S25 108.99(15) . . ?
C27 C26 H26 108.7 . . ?
C43 C26 S25 107.85(15) . . ?
C43 C26 H26 108.7 . . ?
C43 C26 C27 113.93(19) . . ?
O28 C27 C26 111.09(18) . . ?
O28 C27 H27 109.3 . . ?
O28 C27 C35 107.46(17) . . ?
C26 C27 H27 109.3 . . ?
C35 C27 C26 110.46(18) . . ?
C35 C27 H27 109.3 . . ?
C30 C29 C23 119.0(2) . . ?
C34 C29 C23 121.5(2) . . ?
C34 C29 C30 119.4(2) . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.4(2) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.5(2) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 120.0(2) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C29 C34 C33 120.4(2) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C36 C35 C27 121.1(2) . . ?
C40 C35 C27 119.4(2) . . ?
C40 C35 C36 119.5(2) . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.1(2) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.8(2) . . ?
C38 C37 H37 120.1 . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0(2) . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.3(2) . . ?
C40 C39 H39 119.8 . . ?
C35 C40 C39 120.2(2) . . ?
C35 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C26 C43 H43A 109.5 . . ?
C26 C43 H43B 109.5 . . ?
C26 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C24 C44 H44A 109.5 . . ?
C24 C44 H44B 109.5 . . ?
C24 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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
S3 O19 1.4409(16) . ?
S3 O20 1.4439(16) . ?
S3 C2 1.785(2) . ?
S3 C4 1.785(2) . ?
O6 C1 1.431(2) . ?
O6 C5 1.435(2) . ?
C1 H1 1.0000 . ?
C1 C2 1.541(3) . ?
C1 C7 1.519(3) . ?
C2 H2 1.0000 . ?
C2 C22 1.528(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.532(3) . ?
C4 C21 1.529(3) . ?
C5 H5 1.0000 . ?
C5 C13 1.513(3) . ?
C7 C8 1.389(3) . ?
C7 C12 1.389(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.383(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(3) . ?
C13 C18 1.380(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(3) . ?
C18 H18 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
S25 O41 1.4476(16) . ?
S25 O42 1.4255(16) . ?
S25 C24 1.778(2) . ?
S25 C26 1.799(2) . ?
O28 C23 1.424(2) . ?
O28 C27 1.434(2) . ?
C23 H23 1.0000 . ?
C23 C24 1.530(3) . ?
C23 C29 1.510(3) . ?
C24 H24 1.0000 . ?
C24 C44 1.540(3) . ?
C26 H26 1.0000 . ?
C26 C27 1.532(3) . ?
C26 C43 1.522(3) . ?
C27 H27 1.0000 . ?
C27 C35 1.513(3) . ?
C29 C30 1.392(3) . ?
C29 C34 1.379(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.401(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.366(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.375(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.389(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(3) . ?
C35 C40 1.376(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.396(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.378(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.373(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.391(3) . ?
C40 H40 0.9500 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
S3 C4 C5 O6 59.29(19) . . . . ?
S3 C4 C5 C13 177.59(14) . . . . ?
O6 C1 C2 S3 -59.36(19) . . . . ?
O6 C1 C2 C22 179.71(16) . . . . ?
O6 C1 C7 C8 137.7(2) . . . . ?
O6 C1 C7 C12 -42.5(3) . . . . ?
O6 C5 C13 C14 56.8(2) . . . . ?
O6 C5 C13 C18 -122.4(2) . . . . ?
O19 S3 C2 C1 -64.66(16) . . . . ?
O19 S3 C2 C22 59.61(17) . . . . ?
O19 S3 C4 C5 65.09(16) . . . . ?
O19 S3 C4 C21 -58.35(17) . . . . ?
O20 S3 C2 C1 165.69(14) . . . . ?
O20 S3 C2 C22 -70.05(17) . . . . ?
O20 S3 C4 C5 -165.56(13) . . . . ?
O20 S3 C4 C21 71.00(16) . . . . ?
C1 O6 C5 C4 -68.9(2) . . . . ?
C1 O6 C5 C13 169.44(17) . . . . ?
C1 C7 C8 C9 -179.2(2) . . . . ?
C1 C7 C12 C11 178.6(2) . . . . ?
C2 S3 C4 C5 -50.56(16) . . . . ?
C2 S3 C4 C21 -174.00(15) . . . . ?
C2 C1 C7 C8 -102.7(2) . . . . ?
C2 C1 C7 C12 77.1(2) . . . . ?
C4 S3 C2 C1 50.74(16) . . . . ?
C4 S3 C2 C22 175.00(15) . . . . ?
C4 C5 C13 C14 -64.5(2) . . . . ?
C4 C5 C13 C18 116.3(2) . . . . ?
C5 O6 C1 C2 68.6(2) . . . . ?
C5 O6 C1 C7 -172.25(16) . . . . ?
C5 C13 C14 C15 -177.6(2) . . . . ?
C5 C13 C18 C17 178.58(19) . . . . ?
C7 C1 C2 S3 -176.20(14) . . . . ?
C7 C1 C2 C22 62.9(2) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C8 C7 C12 C11 -1.5(3) . . . . ?
C8 C9 C10 C11 -1.0(4) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C10 C11 C12 C7 0.9(3) . . . . ?
C12 C7 C8 C9 0.9(3) . . . . ?
C13 C14 C15 C16 -1.2(3) . . . . ?
C14 C13 C18 C17 -0.6(3) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C15 C16 C17 C18 1.0(3) . . . . ?
C16 C17 C18 C13 -0.7(3) . . . . ?
C18 C13 C14 C15 1.6(3) . . . . ?
C21 C4 C5 O6 179.06(17) . . . . ?
C21 C4 C5 C13 -62.6(2) . . . . ?
S25 C26 C27 O28 60.5(2) . . . . ?
S25 C26 C27 C35 179.66(15) . . . . ?
O28 C23 C24 S25 -58.6(2) . . . . ?
O28 C23 C24 C44 -179.82(17) . . . . ?
O28 C23 C29 C30 125.6(2) . . . . ?
O28 C23 C29 C34 -57.9(3) . . . . ?
O28 C27 C35 C36 48.6(3) . . . . ?
O28 C27 C35 C40 -130.5(2) . . . . ?
O41 S25 C24 C23 162.16(15) . . . . ?
O41 S25 C24 C44 -74.33(17) . . . . ?
O41 S25 C26 C27 -163.33(15) . . . . ?
O41 S25 C26 C43 72.52(17) . . . . ?
O42 S25 C24 C23 -67.51(18) . . . . ?
O42 S25 C24 C44 56.00(18) . . . . ?
O42 S25 C26 C27 66.25(17) . . . . ?
O42 S25 C26 C43 -57.91(18) . . . . ?
C23 O28 C27 C26 -69.6(2) . . . . ?
C23 O28 C27 C35 169.51(18) . . . . ?
C23 C29 C30 C31 175.1(2) . . . . ?
C23 C29 C34 C33 -175.6(2) . . . . ?
C24 S25 C26 C27 -50.07(18) . . . . ?
C24 S25 C26 C43 -174.22(16) . . . . ?
C24 C23 C29 C30 -113.3(2) . . . . ?
C24 C23 C29 C34 63.2(3) . . . . ?
C26 S25 C24 C23 49.31(18) . . . . ?
C26 S25 C24 C44 172.82(16) . . . . ?
C26 C27 C35 C36 -72.8(3) . . . . ?
C26 C27 C35 C40 108.2(2) . . . . ?
C27 O28 C23 C24 68.0(2) . . . . ?
C27 O28 C23 C29 -172.54(18) . . . . ?
C27 C35 C36 C37 179.7(2) . . . . ?
C27 C35 C40 C39 179.6(2) . . . . ?
C29 C23 C24 S25 -177.71(15) . . . . ?
C29 C23 C24 C44 61.1(2) . . . . ?
C29 C30 C31 C32 0.7(4) . . . . ?
C30 C29 C34 C33 0.9(3) . . . . ?
C30 C31 C32 C33 0.7(4) . . . . ?
C31 C32 C33 C34 -1.3(4) . . . . ?
C32 C33 C34 C29 0.5(4) . . . . ?
C34 C29 C30 C31 -1.5(3) . . . . ?
C35 C36 C37 C38 1.5(4) . . . . ?
C36 C35 C40 C39 0.5(3) . . . . ?
C36 C37 C38 C39 -1.2(4) . . . . ?
C37 C38 C39 C40 0.5(4) . . . . ?
C38 C39 C40 C35 -0.2(4) . . . . ?
C40 C35 C36 C37 -1.2(4) . . . . ?
C43 C26 C27 O28 -179.01(17) . . . . ?
C43 C26 C27 C35 -59.9(2) . . . . ?
