#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:58:54 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299077 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160302.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_7160302
loop_
_publ_author_name
'Zhang, Enfu'
'Ma, Da'
'Zhu, Chenghao'
_publ_section_title
;
 Glyoxylic acid monohydrate promoted reductive addition of sodium
 sulfinates to pillar[4]arene[1]quinone.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1146
_journal_page_last               1149
_journal_paper_doi               10.1039/d4ob01908c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C55 H54 O12 S'
_chemical_formula_sum            'C55 H54 O12 S'
_chemical_formula_weight         939.04
_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   mixed
_audit_creation_date             2024-09-03
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2024-11-25 deposited with the CCDC.	2024-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.361(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.9910(19)
_cell_length_b                   14.3060(11)
_cell_length_c                   14.7845(11)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      57.00
_cell_measurement_theta_min      4.21
_cell_volume                     5481.4(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            75666
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        52.981
_diffrn_reflns_theta_max         52.981
_diffrn_reflns_theta_min         3.956
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1119 before and 0.0448 after correction.
The Ratio of minimum to maximum transmission is 0.8788.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_description       polyhedral
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         9553
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0391
_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)+(0.0538P)²+2.1962P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1099
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8531
_reflns_number_total             9553
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01908c2.cif
_cod_data_source_block           platon_sq
_cod_depositor_comments          'Adding full bibliography for 7160302.cif.'
_cod_database_code               7160302
_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   0.927
_shelx_estimated_absorpt_t_min   0.927
_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
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C21(H21A,H21B), C28(H28A,H28B), C35(H35A,H35B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C5(H5), C9(H9), C12(H12), C16(H16), C19(H19), C23(H23), C26(H26),
 C30(H30), C33(H33), C37(H37), C38(H38), C40(H40), C41(H41), C43(H43), C44(H44),
  C45(H45), C46(H46), C47(H47)
2.c Idealised Me refined as rotating group:
 C48(H48A,H48B,H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C51(H51A,H51B,
 H51C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C), C55(H55A,
 H55B,H55C)
;
_shelx_shelxl_version_number     2019/2
_olex2_submission_special_instructions 'No special instructions were received'
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
S1 S 0.62948(2) 0.56928(3) 0.69188(3) 0.03578(10) Uani 1 1 d . . . . .
O1 O 0.66961(4) 0.56552(7) 0.61575(7) 0.0341(2) Uani 1 1 d . . . . .
O2 O 0.60939(5) 0.66313(9) 0.26101(8) 0.0484(3) Uani 1 1 d . . . . .
H2 H 0.6122(9) 0.7228(18) 0.2523(16) 0.074(7) Uiso 1 1 d . . . . .
O3 O 0.62402(5) 0.31414(8) 0.39918(8) 0.0443(3) Uani 1 1 d . . . . .
O4 O 0.71001(4) 0.40176(8) 0.07919(8) 0.0417(3) Uani 1 1 d . . . . .
O5 O 0.79840(5) 0.16827(8) 0.32497(8) 0.0447(3) Uani 1 1 d . . . . .
O6 O 0.89753(5) 0.45148(10) 0.15275(9) 0.0544(3) Uani 1 1 d . . . . .
O7 O 0.94329(5) 0.33804(8) 0.48936(8) 0.0441(3) Uani 1 1 d . . . . .
O8 O 0.92795(5) 0.70821(8) 0.38130(8) 0.0447(3) Uani 1 1 d . . . . .
O9 O 0.85144(5) 0.58539(10) 0.68284(9) 0.0570(3) Uani 1 1 d . . . . .
O10 O 0.75767(5) 0.83909(8) 0.44162(8) 0.0477(3) Uani 1 1 d . . . . .
O11 O 0.59992(5) 0.65355(8) 0.68172(8) 0.0443(3) Uani 1 1 d . . . . .
O12 O 0.66055(5) 0.55234(9) 0.77349(8) 0.0506(3) Uani 1 1 d . . . . .
C1 C 0.65337(5) 0.59327(10) 0.52533(10) 0.0301(3) Uani 1 1 d . . . . .
C2 C 0.63006(5) 0.52759(10) 0.46758(10) 0.0302(3) Uani 1 1 d . . . . .
H2A H 0.624116 0.466245 0.489093 0.036 Uiso 1 1 calc R . . . .
C3 C 0.61516(5) 0.55065(10) 0.37791(10) 0.0310(3) Uani 1 1 d . . . . .
C4 C 0.62486(6) 0.64143(11) 0.34908(11) 0.0352(3) Uani 1 1 d . . . . .
C5 C 0.64959(6) 0.70597(11) 0.40802(11) 0.0366(3) Uani 1 1 d . . . . .
H5 H 0.656257 0.767038 0.386555 0.044 Uiso 1 1 calc R . . . .
C6 C 0.66473(6) 0.68321(10) 0.49746(11) 0.0328(3) Uani 1 1 d . . . . .
C7 C 0.59010(6) 0.47833(11) 0.31378(11) 0.0348(3) Uani 1 1 d . . . . .
H7A H 0.566038 0.439692 0.346712 0.042 Uiso 1 1 calc R . . . .
H7B H 0.569853 0.510457 0.263555 0.042 Uiso 1 1 calc R . . . .
C8 C 0.64716(6) 0.33472(11) 0.32090(10) 0.0339(3) Uani 1 1 d . . . . .
C9 C 0.68490(6) 0.27945(10) 0.28605(10) 0.0338(3) Uani 1 1 d . . . . .
H9 H 0.696834 0.225271 0.318358 0.041 Uiso 1 1 calc R . . . .
C10 C 0.70555(6) 0.30194(10) 0.20473(10) 0.0322(3) Uani 1 1 d . . . . .
C11 C 0.68819(6) 0.38297(10) 0.15929(10) 0.0332(3) Uani 1 1 d . . . . .
C12 C 0.65089(6) 0.43891(10) 0.19471(11) 0.0338(3) Uani 1 1 d . . . . .
H12 H 0.639612 0.494016 0.163278 0.041 Uiso 1 1 calc R . . . .
C13 C 0.62987(6) 0.41568(10) 0.27505(11) 0.0328(3) Uani 1 1 d . . . . .
C14 C 0.74683(6) 0.24104(11) 0.16797(11) 0.0365(3) Uani 1 1 d . . . . .
H14A H 0.743626 0.243350 0.100853 0.044 Uiso 1 1 calc R . . . .
H14B H 0.741801 0.175445 0.186721 0.044 Uiso 1 1 calc R . . . .
C15 C 0.82532(6) 0.23564(10) 0.28102(10) 0.0340(3) Uani 1 1 d . . . . .
C16 C 0.87433(6) 0.26571(11) 0.31154(11) 0.0350(3) Uani 1 1 d . . . . .
H16 H 0.891419 0.236857 0.363346 0.042 Uiso 1 1 calc R . . . .
C17 C 0.89895(6) 0.33705(11) 0.26805(10) 0.0338(3) Uani 1 1 d . . . . .
C18 C 0.87278(6) 0.37845(11) 0.19263(11) 0.0368(3) Uani 1 1 d . . . . .
C19 C 0.82481(6) 0.34527(12) 0.15975(11) 0.0378(4) Uani 1 1 d . . . . .
H19 H 0.808301 0.372430 0.106551 0.045 Uiso 1 1 calc R . . . .
C20 C 0.80039(6) 0.27349(10) 0.20257(10) 0.0330(3) Uani 1 1 d . . . . .
C21 C 0.95095(6) 0.37348(11) 0.30650(11) 0.0381(4) Uani 1 1 d . . . . .
H21A H 0.970946 0.321805 0.336652 0.046 Uiso 1 1 calc R . . . .
H21B H 0.970605 0.397333 0.256546 0.046 Uiso 1 1 calc R . . . .
C22 C 0.93889(6) 0.43111(11) 0.46526(11) 0.0348(3) Uani 1 1 d . . . . .
C23 C 0.93075(6) 0.50289(11) 0.52560(11) 0.0354(3) Uani 1 1 d . . . . .
H23 H 0.927912 0.488578 0.587768 0.042 Uiso 1 1 calc R . . . .
C24 C 0.92665(6) 0.59550(11) 0.49694(10) 0.0344(3) Uani 1 1 d . . . . .
C25 C 0.93157(6) 0.61498(11) 0.40554(11) 0.0352(3) Uani 1 1 d . . . . .
C26 C 0.94045(6) 0.54369(11) 0.34544(11) 0.0356(3) Uani 1 1 d . . . . .
H26 H 0.944145 0.558280 0.283579 0.043 Uiso 1 1 calc R . . . .
C27 C 0.94410(5) 0.45074(11) 0.37391(11) 0.0344(3) Uani 1 1 d . . . . .
C28 C 0.91645(6) 0.67288(12) 0.56300(11) 0.0386(4) Uani 1 1 d . . . . .
H28A H 0.935158 0.729872 0.546325 0.046 Uiso 1 1 calc R . . . .
H28B H 0.929986 0.654036 0.624714 0.046 Uiso 1 1 calc R . . . .
C29 C 0.82843(6) 0.64952(12) 0.62265(11) 0.0397(4) Uani 1 1 d . . . . .
C30 C 0.77623(6) 0.67038(12) 0.62263(11) 0.0408(4) Uani 1 1 d . . . . .
H30 H 0.756248 0.640265 0.665261 0.049 Uiso 1 1 calc R . . . .
C31 C 0.75247(6) 0.73392(11) 0.56217(10) 0.0356(3) Uani 1 1 d . . . . .
C32 C 0.78321(6) 0.77817(11) 0.50152(10) 0.0358(3) Uani 1 1 d . . . . .
C33 C 0.83583(6) 0.76010(11) 0.50362(10) 0.0361(3) Uani 1 1 d . . . . .
H33 H 0.856199 0.792649 0.463196 0.043 Uiso 1 1 calc R . . . .
C34 C 0.85939(6) 0.69512(11) 0.56387(10) 0.0350(3) Uani 1 1 d . . . . .
C35 C 0.69478(6) 0.75184(11) 0.55941(11) 0.0388(4) Uani 1 1 d . . . . .
H35A H 0.683230 0.746433 0.621482 0.047 Uiso 1 1 calc R . . . .
H35B H 0.687486 0.816315 0.537767 0.047 Uiso 1 1 calc R . . . .
C36 C 0.58918(6) 0.47334(11) 0.66548(10) 0.0334(3) Uani 1 1 d . . . . .
C37 C 0.54101(6) 0.48501(11) 0.62030(11) 0.0387(4) Uani 1 1 d . . . . .
H37 H 0.527925 0.545879 0.607027 0.046 Uiso 1 1 calc R . . . .
C38 C 0.51219(6) 0.40680(12) 0.59473(12) 0.0406(4) Uani 1 1 d . . . . .
H38 H 0.479218 0.414638 0.563267 0.049 Uiso 1 1 calc R . . . .
C39 C 0.53034(6) 0.31683(11) 0.61401(11) 0.0348(3) Uani 1 1 d . . . . .
C40 C 0.57892(6) 0.30737(11) 0.66066(12) 0.0412(4) Uani 1 1 d . . . . .
H40 H 0.591916 0.246725 0.675289 0.049 Uiso 1 1 calc R . . . .
C41 C 0.60821(6) 0.38471(11) 0.68573(12) 0.0414(4) Uani 1 1 d . . . . .
H41 H 0.641327 0.377295 0.716776 0.050 Uiso 1 1 calc R . . . .
C42 C 0.50007(6) 0.23218(12) 0.58538(11) 0.0390(4) Uani 1 1 d . . . . .
C43 C 0.49854(8) 0.15522(13) 0.64235(14) 0.0530(5) Uani 1 1 d . . . . .
H43 H 0.516007 0.157661 0.701123 0.064 Uiso 1 1 calc R . . . .
C44 C 0.47193(9) 0.07488(15) 0.61484(16) 0.0639(6) Uani 1 1 d . . . . .
H44 H 0.471086 0.022914 0.654706 0.077 Uiso 1 1 calc R . . . .
C45 C 0.44672(8) 0.07061(15) 0.52951(17) 0.0646(6) Uani 1 1 d . . . . .
H45 H 0.429040 0.015195 0.510014 0.078 Uiso 1 1 calc R . . . .
C46 C 0.44715(8) 0.14617(16) 0.47290(17) 0.0669(6) Uani 1 1 d . . . . .
H46 H 0.429265 0.143369 0.414486 0.080 Uiso 1 1 calc R . . . .
C47 C 0.47364(7) 0.22720(14) 0.50036(14) 0.0539(5) Uani 1 1 d . . . . .
H47 H 0.473618 0.279395 0.460628 0.065 Uiso 1 1 calc R . . . .
C48 C 0.63828(11) 0.22979(16) 0.44410(15) 0.0747(7) Uani 1 1 d . . . . .
H48A H 0.630900 0.177033 0.402870 0.112 Uiso 1 1 calc GR . . . .
H48B H 0.618588 0.222725 0.497641 0.112 Uiso 1 1 calc GR . . . .
H48C H 0.675248 0.231136 0.462954 0.112 Uiso 1 1 calc GR . . . .
C49 C 0.70229(9) 0.49207(14) 0.04263(16) 0.0633(6) Uani 1 1 d . . . . .
H49A H 0.666046 0.499454 0.020278 0.095 Uiso 1 1 calc GR . . . .
H49B H 0.724344 0.500813 -0.007597 0.095 Uiso 1 1 calc GR . . . .
H49C H 0.711112 0.538763 0.089782 0.095 Uiso 1 1 calc GR . . . .
C50 C 0.81279(10) 0.15386(19) 0.41707(15) 0.0743(7) Uani 1 1 d . . . . .
H50A H 0.845949 0.121007 0.423524 0.111 Uiso 1 1 calc GR . . . .
H50B H 0.786430 0.116169 0.444028 0.111 Uiso 1 1 calc GR . . . .
H50C H 0.816058 0.214317 0.448146 0.111 Uiso 1 1 calc GR . . . .
C51 C 0.86561(8) 0.52094(14) 0.10929(14) 0.0554(5) Uani 1 1 d . . . . .
H51A H 0.849478 0.496081 0.052214 0.083 Uiso 1 1 calc GR . . . .
H51B H 0.886518 0.575745 0.096651 0.083 Uiso 1 1 calc GR . . . .
H51C H 0.838743 0.539042 0.148935 0.083 Uiso 1 1 calc GR . . . .
C52 C 0.93437(8) 0.31359(13) 0.58003(13) 0.0528(5) Uani 1 1 d . . . . .
H52A H 0.959125 0.346498 0.622039 0.079 Uiso 1 1 calc GR . . . .
H52B H 0.938664 0.245980 0.588160 0.079 Uiso 1 1 calc GR . . . .
H52C H 0.899191 0.331440 0.592413 0.079 Uiso 1 1 calc GR . . . .
C53 C 0.92391(10) 0.72983(14) 0.28761(13) 0.0610(5) Uani 1 1 d . . . . .
H53A H 0.956185 0.713291 0.261317 0.091 Uiso 1 1 calc GR . . . .
H53B H 0.917367 0.796877 0.279475 0.091 Uiso 1 1 calc GR . . . .
H53C H 0.895374 0.694280 0.257172 0.091 Uiso 1 1 calc GR . . . .
C54 C 0.82718(9) 0.49609(14) 0.68308(16) 0.0633(6) Uani 1 1 d . . . . .
H54A H 0.792809 0.502385 0.705448 0.095 Uiso 1 1 calc GR . . . .
H54B H 0.848073 0.453524 0.722701 0.095 Uiso 1 1 calc GR . . . .
H54C H 0.823968 0.470927 0.621256 0.095 Uiso 1 1 calc GR . . . .
C55 C 0.78526(8) 0.87635(15) 0.37106(13) 0.0558(5) Uani 1 1 d . . . . .
H55A H 0.814195 0.913974 0.397177 0.084 Uiso 1 1 calc GR . . . .
H55B H 0.762240 0.915743 0.331753 0.084 Uiso 1 1 calc GR . . . .
H55C H 0.798450 0.825137 0.335360 0.084 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0150 0.0070 '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 0.0410 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2920 0.4250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C36 103.22(6) . . ?
O11 S1 O1 109.24(6) . . ?
O11 S1 C36 109.23(7) . . ?
O12 S1 O1 103.53(7) . . ?
O12 S1 O11 119.91(8) . . ?
O12 S1 C36 110.30(7) . . ?
C1 O1 S1 119.31(9) . . ?
C4 O2 H2 110.0(16) . . ?
C8 O3 C48 117.53(14) . . ?
C11 O4 C49 116.92(13) . . ?
C15 O5 C50 116.92(13) . . ?
C18 O6 C51 116.61(14) . . ?
C22 O7 C52 117.67(14) . . ?
C25 O8 C53 117.59(14) . . ?
C29 O9 C54 115.27(14) . . ?
C32 O10 C55 117.81(13) . . ?
C2 C1 O1 118.38(13) . . ?
C2 C1 C6 122.74(14) . . ?
C6 C1 O1 118.74(13) . . ?
C1 C2 H2A 119.8 . . ?
C1 C2 C3 120.36(14) . . ?
C3 C2 H2A 119.8 . . ?
C2 C3 C4 117.89(14) . . ?
C2 C3 C7 120.58(13) . . ?
C4 C3 C7 121.52(14) . . ?
O2 C4 C3 117.04(14) . . ?
O2 C4 C5 122.22(14) . . ?
C5 C4 C3 120.74(14) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.61(14) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C35 122.08(14) . . ?
C5 C6 C1 116.62(14) . . ?
C5 C6 C35 121.22(14) . . ?
C3 C7 H7A 109.3 . . ?
C3 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C13 C7 C3 111.55(12) . . ?
C13 C7 H7A 109.3 . . ?
C13 C7 H7B 109.3 . . ?
O3 C8 C9 123.79(14) . . ?
O3 C8 C13 116.10(14) . . ?
C9 C8 C13 120.10(15) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.23(14) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 118.41(14) . . ?
C9 C10 C14 120.49(14) . . ?
C11 C10 C14 121.08(15) . . ?
O4 C11 C10 115.86(13) . . ?
O4 C11 C12 123.77(14) . . ?
C12 C11 C10 120.37(15) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.11(14) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C7 120.70(15) . . ?
C12 C13 C7 120.50(14) . . ?
C12 C13 C8 118.77(14) . . ?
C10 C14 H14A 109.4 . . ?
C10 C14 H14B 109.4 . . ?
C10 C14 C20 111.07(12) . . ?
H14A C14 H14B 108.0 . . ?
C20 C14 H14A 109.4 . . ?
C20 C14 H14B 109.4 . . ?
O5 C15 C16 123.27(14) . . ?
O5 C15 C20 116.23(14) . . ?
C16 C15 C20 120.49(14) . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.44(14) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C18 117.96(14) . . ?
C16 C17 C21 120.50(14) . . ?
C18 C17 C21 121.36(14) . . ?
O6 C18 C17 116.60(14) . . ?
O6 C18 C19 122.98(14) . . ?
C19 C18 C17 120.41(15) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.62(15) . . ?
C20 C19 H19 119.2 . . ?
C15 C20 C14 121.17(14) . . ?
C19 C20 C14 120.84(14) . . ?
C19 C20 C15 117.90(14) . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C27 C21 C17 110.64(12) . . ?
C27 C21 H21A 109.5 . . ?
C27 C21 H21B 109.5 . . ?
O7 C22 C23 124.16(14) . . ?
O7 C22 C27 115.56(14) . . ?
C23 C22 C27 120.27(14) . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.37(14) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C25 118.31(15) . . ?
C23 C24 C28 120.85(14) . . ?
C25 C24 C28 120.84(14) . . ?
O8 C25 C24 115.75(14) . . ?
O8 C25 C26 123.79(14) . . ?
C26 C25 C24 120.46(14) . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.29(14) . . ?
C27 C26 H26 119.4 . . ?
C22 C27 C21 121.13(14) . . ?
C26 C27 C21 120.50(14) . . ?
C26 C27 C22 118.30(15) . . ?
C24 C28 H28A 109.2 . . ?
C24 C28 H28B 109.2 . . ?
C24 C28 C34 112.21(12) . . ?
H28A C28 H28B 107.9 . . ?
C34 C28 H28A 109.2 . . ?
C34 C28 H28B 109.2 . . ?
O9 C29 C30 121.17(15) . . ?
O9 C29 C34 118.11(15) . . ?
C30 C29 C34 120.69(15) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 C29 121.88(15) . . ?
C31 C30 H30 119.1 . . ?
C30 C31 C32 117.53(15) . . ?
C30 C31 C35 121.23(14) . . ?
C32 C31 C35 121.20(15) . . ?
O10 C32 C31 115.37(14) . . ?
O10 C32 C33 123.89(14) . . ?
C33 C32 C31 120.74(15) . . ?
C32 C33 H33 119.3 . . ?
C32 C33 C34 121.41(15) . . ?
C34 C33 H33 119.3 . . ?
C29 C34 C28 121.27(15) . . ?
C29 C34 C33 117.67(15) . . ?
C33 C34 C28 121.03(14) . . ?
C6 C35 C31 111.63(12) . . ?
C6 C35 H35A 109.3 . . ?
C6 C35 H35B 109.3 . . ?
C31 C35 H35A 109.3 . . ?
C31 C35 H35B 109.3 . . ?
H35A C35 H35B 108.0 . . ?
C37 C36 S1 121.11(12) . . ?
C37 C36 C41 120.65(15) . . ?
C41 C36 S1 118.10(12) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 C36 119.07(14) . . ?
C38 C37 H37 120.5 . . ?
C37 C38 H38 119.2 . . ?
C37 C38 C39 121.56(14) . . ?
C39 C38 H38 119.2 . . ?
C38 C39 C40 118.00(15) . . ?
C38 C39 C42 122.02(14) . . ?
C40 C39 C42 119.98(14) . . ?
C39 C40 H40 119.5 . . ?
C41 C40 C39 120.98(15) . . ?
C41 C40 H40 119.5 . . ?
C36 C41 H41 120.1 . . ?
C40 C41 C36 119.73(14) . . ?
C40 C41 H41 120.1 . . ?
C43 C42 C39 120.77(15) . . ?
C47 C42 C39 120.93(16) . . ?
C47 C42 C43 118.28(17) . . ?
C42 C43 H43 119.5 . . ?
C44 C43 C42 121.07(19) . . ?
C44 C43 H43 119.5 . . ?
C43 C44 H44 120.1 . . ?
C45 C44 C43 119.8(2) . . ?
C45 C44 H44 120.1 . . ?
C44 C45 H45 120.0 . . ?
C46 C45 C44 119.98(19) . . ?
C46 C45 H45 120.0 . . ?
C45 C46 H46 119.8 . . ?
C45 C46 C47 120.4(2) . . ?
C47 C46 H46 119.8 . . ?
C42 C47 C46 120.42(19) . . ?
C42 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
O3 C48 H48A 109.5 . . ?
O3 C48 H48B 109.5 . . ?
O3 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O4 C49 H49A 109.5 . . ?
O4 C49 H49B 109.5 . . ?
O4 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
O5 C50 H50A 109.5 . . ?
O5 C50 H50B 109.5 . . ?
O5 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O6 C51 H51A 109.5 . . ?
O6 C51 H51B 109.5 . . ?
O6 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O7 C52 H52A 109.5 . . ?
O7 C52 H52B 109.5 . . ?
O7 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O8 C53 H53A 109.5 . . ?
O8 C53 H53B 109.5 . . ?
O8 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
O9 C54 H54A 109.5 . . ?
O9 C54 H54B 109.5 . . ?
O9 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O10 C55 H55A 109.5 . . ?
O10 C55 H55B 109.5 . . ?
O10 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.5925(11) . ?
S1 O11 1.4313(12) . ?
S1 O12 1.4208(12) . ?
S1 C36 1.7525(16) . ?
O1 C1 1.4273(18) . ?
O2 H2 0.87(3) . ?
O2 C4 1.3688(19) . ?
O3 C8 1.376(2) . ?
O3 C48 1.413(2) . ?
O4 C11 1.378(2) . ?
O4 C49 1.409(2) . ?
O5 C15 1.3821(19) . ?
O5 C50 1.400(2) . ?
O6 C18 1.382(2) . ?
O6 C51 1.417(2) . ?
O7 C22 1.3808(19) . ?
O7 C52 1.421(2) . ?
O8 C25 1.3823(19) . ?
O8 C53 1.415(2) . ?
O9 C29 1.382(2) . ?
O9 C54 1.425(2) . ?
O10 C32 1.377(2) . ?
O10 C55 1.414(2) . ?
C1 C2 1.379(2) . ?
C1 C6 1.390(2) . ?
C2 H2A 0.9500 . ?
C2 C3 1.392(2) . ?
C3 C4 1.396(2) . ?
C3 C7 1.517(2) . ?
C4 C5 1.393(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(2) . ?
C6 C35 1.518(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C13 1.513(2) . ?
C8 C9 1.389(2) . ?
C8 C13 1.399(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.391(2) . ?
C10 C11 1.397(2) . ?
C10 C14 1.515(2) . ?
C11 C12 1.390(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C20 1.519(2) . ?
C15 C16 1.387(2) . ?
C15 C20 1.394(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(2) . ?
C17 C18 1.393(2) . ?
C17 C21 1.518(2) . ?
C18 C19 1.387(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C27 1.508(2) . ?
C22 C23 1.387(2) . ?
C22 C27 1.396(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.393(2) . ?
C24 C25 1.395(2) . ?
C24 C28 1.513(2) . ?
C25 C26 1.384(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.396(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C34 1.518(2) . ?
C29 C30 1.389(2) . ?
C29 C34 1.391(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(2) . ?
C31 C32 1.397(2) . ?
C31 C35 1.518(2) . ?
C32 C33 1.390(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.396(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.384(2) . ?
C36 C41 1.385(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.393(2) . ?
C39 C40 1.399(2) . ?
C39 C42 1.488(2) . ?
C40 H40 0.9500 . ?
C40 C41 1.378(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.389(3) . ?
C42 C47 1.388(2) . ?
C43 H43 0.9500 . ?
C43 C44 1.386(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.378(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.368(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.393(3) . ?
C47 H47 0.9500 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 O1 C1 C2 -86.06(14) . . . . ?
S1 O1 C1 C6 98.14(14) . . . . ?
S1 C36 C37 C38 175.07(13) . . . . ?
S1 C36 C41 C40 -175.81(14) . . . . ?
O1 S1 C36 C37 -101.20(14) . . . . ?
O1 S1 C36 C41 74.59(14) . . . . ?
O1 C1 C2 C3 -177.83(12) . . . . ?
O1 C1 C6 C5 178.01(13) . . . . ?
O1 C1 C6 C35 1.3(2) . . . . ?
O2 C4 C5 C6 179.50(14) . . . . ?
O3 C8 C9 C10 177.56(13) . . . . ?
O3 C8 C13 C7 3.2(2) . . . . ?
O3 C8 C13 C12 -178.56(13) . . . . ?
O4 C11 C12 C13 179.12(13) . . . . ?
O5 C15 C16 C17 -176.57(14) . . . . ?
O5 C15 C20 C14 -0.5(2) . . . . ?
O5 C15 C20 C19 176.10(13) . . . . ?
O6 C18 C19 C20 -178.34(15) . . . . ?
O7 C22 C23 C24 -179.98(14) . . . . ?
O7 C22 C27 C21 3.4(2) . . . . ?
O7 C22 C27 C26 -179.49(13) . . . . ?
O8 C25 C26 C27 179.55(14) . . . . ?
O9 C29 C30 C31 -179.42(15) . . . . ?
O9 C29 C34 C28 2.2(2) . . . . ?
O9 C29 C34 C33 -179.70(14) . . . . ?
O10 C32 C33 C34 -177.76(14) . . . . ?
O11 S1 O1 C1 -41.98(12) . . . . ?
O11 S1 C36 C37 14.93(16) . . . . ?
O11 S1 C36 C41 -169.28(13) . . . . ?
O12 S1 O1 C1 -170.82(10) . . . . ?
O12 S1 C36 C37 148.73(14) . . . . ?
O12 S1 C36 C41 -35.49(15) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C1 C2 C3 C7 179.23(13) . . . . ?
C1 C6 C35 C31 80.62(18) . . . . ?
C2 C1 C6 C5 2.4(2) . . . . ?
C2 C1 C6 C35 -174.27(14) . . . . ?
C2 C3 C4 O2 -179.24(13) . . . . ?
C2 C3 C4 C5 1.2(2) . . . . ?
C2 C3 C7 C13 -81.71(18) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C3 C7 C13 C8 87.67(17) . . . . ?
C3 C7 C13 C12 -90.53(17) . . . . ?
C4 C3 C7 C13 97.17(17) . . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C4 C5 C6 C35 175.91(14) . . . . ?
C5 C6 C35 C31 -95.90(18) . . . . ?
C6 C1 C2 C3 -2.2(2) . . . . ?
C7 C3 C4 O2 1.9(2) . . . . ?
C7 C3 C4 C5 -177.68(14) . . . . ?
C8 C9 C10 C11 1.3(2) . . . . ?
C8 C9 C10 C14 179.76(13) . . . . ?
C9 C8 C13 C7 -177.92(13) . . . . ?
C9 C8 C13 C12 0.3(2) . . . . ?
C9 C10 C11 O4 179.96(13) . . . . ?
C9 C10 C11 C12 -0.5(2) . . . . ?
C9 C10 C14 C20 -90.08(17) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C10 C14 C20 C15 92.58(17) . . . . ?
C10 C14 C20 C19 -83.91(18) . . . . ?
C11 C10 C14 C20 88.34(17) . . . . ?
C11 C12 C13 C7 178.72(13) . . . . ?
C11 C12 C13 C8 0.5(2) . . . . ?
C13 C8 C9 C10 -1.2(2) . . . . ?
C14 C10 C11 O4 1.5(2) . . . . ?
C14 C10 C11 C12 -178.95(13) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C15 C16 C17 C21 175.65(14) . . . . ?
C16 C15 C20 C14 179.72(14) . . . . ?
C16 C15 C20 C19 -3.7(2) . . . . ?
C16 C17 C18 O6 177.77(14) . . . . ?
C16 C17 C18 C19 -3.5(2) . . . . ?
C16 C17 C21 C27 -88.00(17) . . . . ?
C17 C18 C19 C20 3.0(2) . . . . ?
C17 C21 C27 C22 87.28(17) . . . . ?
C17 C21 C27 C26 -89.80(17) . . . . ?
C18 C17 C21 C27 87.05(18) . . . . ?
C18 C19 C20 C14 177.24(14) . . . . ?
C18 C19 C20 C15 0.6(2) . . . . ?
C20 C15 C16 C17 3.2(2) . . . . ?
C21 C17 C18 O6 2.6(2) . . . . ?
C21 C17 C18 C19 -178.66(14) . . . . ?
C22 C23 C24 C25 -0.8(2) . . . . ?
C22 C23 C24 C28 178.48(14) . . . . ?
C23 C22 C27 C21 -177.66(13) . . . . ?
C23 C22 C27 C26 -0.5(2) . . . . ?
C23 C24 C25 O8 -179.04(13) . . . . ?
C23 C24 C25 C26 -0.2(2) . . . . ?
C23 C24 C28 C34 -93.98(17) . . . . ?
C24 C25 C26 C27 0.8(2) . . . . ?
C24 C28 C34 C29 90.15(18) . . . . ?
C24 C28 C34 C33 -87.85(18) . . . . ?
C25 C24 C28 C34 85.25(17) . . . . ?
C25 C26 C27 C21 176.72(14) . . . . ?
C25 C26 C27 C22 -0.4(2) . . . . ?
C27 C22 C23 C24 1.1(2) . . . . ?
C28 C24 C25 O8 1.7(2) . . . . ?
C28 C24 C25 C26 -179.44(14) . . . . ?
C29 C30 C31 C32 -1.1(2) . . . . ?
C29 C30 C31 C35 176.46(14) . . . . ?
C30 C29 C34 C28 -179.87(14) . . . . ?
C30 C29 C34 C33 -1.8(2) . . . . ?
C30 C31 C32 O10 178.68(13) . . . . ?
C30 C31 C32 C33 -1.3(2) . . . . ?
C30 C31 C35 C6 -86.94(18) . . . . ?
C31 C32 C33 C34 2.2(2) . . . . ?
C32 C31 C35 C6 90.57(17) . . . . ?
C32 C33 C34 C28 177.43(14) . . . . ?
C32 C33 C34 C29 -0.6(2) . . . . ?
C34 C29 C30 C31 2.7(2) . . . . ?
C35 C31 C32 O10 1.1(2) . . . . ?
C35 C31 C32 C33 -178.92(14) . . . . ?
C36 S1 O1 C1 74.14(11) . . . . ?
C36 C37 C38 C39 0.5(3) . . . . ?
C37 C36 C41 C40 0.0(3) . . . . ?
C37 C38 C39 C40 0.2(2) . . . . ?
C37 C38 C39 C42 -178.89(15) . . . . ?
C38 C39 C40 C41 -0.8(3) . . . . ?
C38 C39 C42 C43 -140.31(18) . . . . ?
C38 C39 C42 C47 41.2(2) . . . . ?
C39 C40 C41 C36 0.7(3) . . . . ?
C39 C42 C43 C44 -177.66(18) . . . . ?
C39 C42 C47 C46 177.39(18) . . . . ?
C40 C39 C42 C43 40.6(2) . . . . ?
C40 C39 C42 C47 -137.88(18) . . . . ?
C41 C36 C37 C38 -0.6(2) . . . . ?
C42 C39 C40 C41 178.28(16) . . . . ?
C42 C43 C44 C45 0.3(3) . . . . ?
C43 C42 C47 C46 -1.1(3) . . . . ?
C43 C44 C45 C46 -1.3(4) . . . . ?
C44 C45 C46 C47 1.0(4) . . . . ?
C45 C46 C47 C42 0.2(3) . . . . ?
C47 C42 C43 C44 0.9(3) . . . . ?
C48 O3 C8 C9 -2.7(2) . . . . ?
C48 O3 C8 C13 176.14(17) . . . . ?
C49 O4 C11 C10 -166.15(16) . . . . ?
C49 O4 C11 C12 14.3(2) . . . . ?
C50 O5 C15 C16 22.2(2) . . . . ?
C50 O5 C15 C20 -157.56(18) . . . . ?
C51 O6 C18 C17 -150.22(16) . . . . ?
C51 O6 C18 C19 31.1(2) . . . . ?
C52 O7 C22 C23 5.8(2) . . . . ?
C52 O7 C22 C27 -175.30(14) . . . . ?
C53 O8 C25 C24 -169.50(16) . . . . ?
C53 O8 C25 C26 11.7(2) . . . . ?
C54 O9 C29 C30 53.5(2) . . . . ?
C54 O9 C29 C34 -128.64(17) . . . . ?
C55 O10 C32 C31 -171.77(15) . . . . ?
C55 O10 C32 C33 8.2(2) . . . . ?
