#------------------------------------------------------------------------------
#$Date: 2021-12-03 22:47:05 +0200 (Fri, 03 Dec 2021) $
#$Revision: 271030 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/91/4519164.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_4519164
loop_
_publ_author_name
'Fang, Siqiang'
'Liu, Zanjiao'
'Zhang, Hongkui'
'Pan, Jianke'
'Chen, Yuan'
'Ren, Xiaoyu'
'Wang, Tianli'
_publ_section_title
;
 Access to S-Stereogenic Free Sulfoximines via Bifunctional Phosphonium
 Salt-Catalyzed Desymmetrization of Bisphenols
;
_journal_issue                   22
_journal_name_full               'ACS Catalysis'
_journal_page_first              13902
_journal_page_last               13912
_journal_paper_doi               10.1021/acscatal.1c03966
_journal_volume                  11
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H17 N O5 S2'
_chemical_formula_sum            'C19 H17 N O5 S2'
_chemical_formula_weight         403.45
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.4070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0907(3)
_cell_length_b                   19.9189(8)
_cell_length_c                   10.3884(4)
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    304.0
_cell_measurement_theta_max      25.151
_cell_measurement_theta_min      2.216
_cell_volume                     1875.54(12)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      304.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            36402
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         1.966
_diffrn_source_current           1.41
_diffrn_source_power             0.0705
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.315
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1154 before and 0.0646 after correction.
The Ratio of minimum to maximum transmission is 0.9205.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 2526 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         8598
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0440
_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)+(0.0484P)²+0.4997P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1132
_reflns_Friedel_coverage         0.941
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                6568
_reflns_number_total             8598
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs1c03966_si_003.cif
_cod_data_source_block           mo_wtl_fsq_6a_0m_a
_cod_database_code               4519164
_shelx_shelxl_version_number     2014/7
_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   0.972
_shelx_estimated_absorpt_t_min   0.898
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N00C-H00C
 0.85 with sigma of 0.01
3. Rigid bond restraints
 S004, O00B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
S004 \\sim O00B: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.01 within 2A
5.a Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00J(H00J), C00O(H00O), C00Q(H00Q), C00R(H00R), C00T(H00T),
 C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C01B(H01B), C01C(H01E),
 C01D(H01F), C01E(H01G), C01F(H01H), C01G(H01I), C011(H011), C012(H012),
 C013(H013), C015(H015), C016(H016), C017(H017), C018(H018), C019(H019)
5.b Idealised Me refined as rotating group:
 C01H(H01J,H01K,H01L), C01I(H01A,H01C,H01D)
5.c Idealised tetrahedral OH refined as rotating group:
 O00D(H00D), O00E(H00E)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
S001 S 0.15197(12) 0.56339(5) 0.68604(10) 0.0436(2) Uani 1 1 d . . . . .
S002 S -0.06008(11) 0.66766(6) 0.35032(11) 0.0487(3) Uani 1 1 d . . . . .
S003 S 0.68227(14) 0.42447(5) 0.65473(12) 0.0494(3) Uani 1 1 d . . . . .
O005 O 0.2600(4) 0.53492(17) 0.7818(3) 0.0609(9) Uani 1 1 d . . . . .
O006 O 0.0424(3) 0.66218(17) 0.4837(3) 0.0454(6) Uani 1 1 d . . . . .
O007 O -0.0106(4) 0.72167(17) 0.2760(3) 0.0595(9) Uani 1 1 d . . . . .
O008 O -0.2032(3) 0.6694(2) 0.3952(4) 0.0688(10) Uani 1 1 d . . . . .
O009 O 0.4661(4) 0.3768(2) 0.4492(3) 0.0642(9) Uani 1 1 d . . . . .
O00N O 0.2957(6) 0.3373(3) 0.2713(5) 0.1159(19) Uani 1 1 d . . . . .
N00U N 0.8198(6) 0.4310(3) 0.7465(5) 0.0746(14) Uani 1 1 d . . . . .
H00U H 0.890(7) 0.452(3) 0.717(6) 0.090 Uiso 1 1 d . U . . .
O00A O 0.6027(5) 0.48231(17) 0.6060(4) 0.0696(10) Uani 1 1 d . . . . .
O00B O 0.2321(4) 0.4292(3) 0.4163(5) 0.0950(13) Uani 1 1 d . U . . .
N00C N 0.0436(5) 0.5194(2) 0.6088(4) 0.0571(10) Uani 1 1 d D . . . .
O00D O 0.2514(4) 0.6474(2) 0.9221(4) 0.0766(11) Uani 1 1 d . . . . .
H00D H 0.2917 0.6190 0.8796 0.115 Uiso 1 1 calc R U . . .
O00E O 0.7737(4) 0.3122(2) 0.8494(4) 0.0757(11) Uani 1 1 d . . . . .
H00E H 0.8188 0.3467 0.8343 0.114 Uiso 1 1 calc R U . . .
C00F C 0.4357(5) 0.6900(2) 0.4370(5) 0.0502(11) Uani 1 1 d . . . . .
H00F H 0.4954 0.7153 0.3868 0.060 Uiso 1 1 calc R U . . .
C00G C 0.1956(4) 0.6568(2) 0.4909(4) 0.0367(8) Uani 1 1 d . . . . .
C00H C 0.5688(5) 0.3725(2) 0.7407(4) 0.0482(11) Uani 1 1 d . . . . .
S004 S 0.33558(18) 0.39599(8) 0.34201(14) 0.0729(4) Uani 1 1 d . U . . .
C00I C 0.7201(5) 0.3750(2) 0.5182(5) 0.0492(11) Uani 1 1 d . . . . .
C00J C 0.2836(5) 0.6946(2) 0.4165(4) 0.0443(10) Uani 1 1 d . . . . .
H00J H 0.2413 0.7230 0.3530 0.053 Uiso 1 1 calc R U . . .
C00K C 0.0460(5) 0.6204(2) 0.7691(4) 0.0426(9) Uani 1 1 d . . . . .
C00L C 0.2588(4) 0.6143(2) 0.5868(4) 0.0388(9) Uani 1 1 d . . . . .
C00M C 0.6081(6) 0.3564(2) 0.4252(5) 0.0575(12) Uani 1 1 d . . . . .
C00O C -0.1004(5) 0.6328(2) 0.7259(5) 0.0540(11) Uani 1 1 d . . . . .
H00O H -0.1452 0.6079 0.6580 0.065 Uiso 1 1 calc R U . . .
C00P C 0.1129(5) 0.6563(2) 0.8728(4) 0.0495(10) Uani 1 1 d . . . . .
C00Q C 0.0308(7) 0.7057(2) 0.9308(5) 0.0612(13) Uani 1 1 d . . . . .
H00Q H 0.0727 0.7303 1.0003 0.073 Uiso 1 1 calc R U . . .
C00R C 0.4108(5) 0.6109(2) 0.6056(4) 0.0480(10) Uani 1 1 d . . . . .
H00R H 0.4542 0.5830 0.6695 0.058 Uiso 1 1 calc R U . . .
C00S C -0.0318(5) 0.5918(2) 0.2719(4) 0.0494(11) Uani 1 1 d . . . . .
C00T C -0.1121(7) 0.7175(3) 0.8841(5) 0.0658(15) Uani 1 1 d . . . . .
H00T H -0.1657 0.7509 0.9222 0.079 Uiso 1 1 calc R U . . .
C00V C 0.0691(6) 0.5882(3) 0.1795(5) 0.0582(12) Uani 1 1 d . . . . .
H00V H 0.1270 0.6252 0.1623 0.070 Uiso 1 1 calc R U . . .
C00W C 0.5174(6) 0.5593(3) 0.2029(5) 0.0656(13) Uani 1 1 d . . . . .
H00W H 0.5394 0.6025 0.2323 0.079 Uiso 1 1 calc R U . . .
C00X C 0.6283(6) 0.3226(2) 0.8238(5) 0.0544(11) Uani 1 1 d . . . . .
C00Y C -0.1781(6) 0.6817(3) 0.7833(5) 0.0651(14) Uani 1 1 d . . . . .
H00Y H -0.2754 0.6906 0.7539 0.078 Uiso 1 1 calc R U . . .
C00Z C 0.4174(6) 0.3810(3) 0.7235(5) 0.0683(14) Uani 1 1 d . . . . .
H00Z H 0.3781 0.4158 0.6721 0.082 Uiso 1 1 calc R U . . .
C01A C -0.0043(8) 0.4741(3) 0.1368(6) 0.0798(18) Uani 1 1 d . . . . .
C01B C 0.0829(7) 0.5290(3) 0.1132(5) 0.0702(15) Uani 1 1 d . . . . .
H01B H 0.1517 0.5258 0.0517 0.084 Uiso 1 1 calc R U . . .
C01C C 0.4473(8) 0.4327(3) 0.1165(5) 0.0779(17) Uani 1 1 d . . . . .
H01E H 0.4223 0.3898 0.0865 0.093 Uiso 1 1 calc R U . . .
C01D C 0.3849(8) 0.2867(4) 0.8603(7) 0.087(2) Uani 1 1 d . . . . .
H01F H 0.3228 0.2569 0.8984 0.105 Uiso 1 1 calc R U . . .
C01E C 0.3245(7) 0.3378(4) 0.7828(7) 0.091(2) Uani 1 1 d . . . . .
H01G H 0.2227 0.3430 0.7707 0.110 Uiso 1 1 calc R U . . .
C01F C 0.8914(9) 0.3159(3) 0.3939(8) 0.095(3) Uani 1 1 d . . . . .
H01H H 0.9869 0.3018 0.3817 0.114 Uiso 1 1 calc R U . . .
C01G C 0.7776(11) 0.2991(3) 0.3063(8) 0.095(2) Uani 1 1 d . . . . .
H01I H 0.7978 0.2740 0.2342 0.115 Uiso 1 1 calc R U . . .
C01H C 0.6263(8) 0.5895(4) -0.0050(7) 0.091(2) Uani 1 1 d . . . . .
H01J H 0.5785 0.6325 -0.0049 0.136 Uiso 1 1 calc R U . . .
H01K H 0.6215 0.5722 -0.0914 0.136 Uiso 1 1 calc R U . . .
H01L H 0.7277 0.5943 0.0270 0.136 Uiso 1 1 calc R U . . .
C01I C 0.0094(11) 0.4099(4) 0.0606(8) 0.113(3) Uani 1 1 d . . . . .
H01A H 0.0570 0.4193 -0.0168 0.170 Uiso 1 1 calc R U . . .
H01C H -0.0871 0.3917 0.0382 0.170 Uiso 1 1 calc R U . . .
H01D H 0.0670 0.3779 0.1119 0.170 Uiso 1 1 calc R U . . .
C010 C 0.5498(6) 0.5418(3) 0.0804(5) 0.0634(13) Uani 1 1 d . . . . .
C011 C 0.4989(5) 0.6484(3) 0.5304(4) 0.0536(12) Uani 1 1 d . . . . .
H011 H 0.6011 0.6455 0.5432 0.064 Uiso 1 1 calc R U . . .
C012 C 0.8635(6) 0.3547(3) 0.5032(6) 0.0699(16) Uani 1 1 d . . . . .
H012 H 0.9399 0.3664 0.5638 0.084 Uiso 1 1 calc R U . . .
C013 C 0.4535(6) 0.5151(3) 0.2833(5) 0.0621(13) Uani 1 1 d . . . . .
H013 H 0.4340 0.5281 0.3663 0.074 Uiso 1 1 calc R U . . .
C014 C 0.4189(6) 0.4521(3) 0.2402(5) 0.0583(12) Uani 1 1 d . . . . .
C015 C 0.6347(9) 0.3180(3) 0.3206(6) 0.0814(18) Uani 1 1 d . . . . .
H015 H 0.5584 0.3050 0.2611 0.098 Uiso 1 1 calc R U . . .
C016 C 0.5312(8) 0.2796(3) 0.8812(6) 0.0733(16) Uani 1 1 d . . . . .
H016 H 0.5688 0.2454 0.9350 0.088 Uiso 1 1 calc R U . . .
C017 C -0.1027(7) 0.4792(3) 0.2313(7) 0.0776(17) Uani 1 1 d . . . . .
H017 H -0.1605 0.4422 0.2487 0.093 Uiso 1 1 calc R U . . .
C018 C 0.5129(8) 0.4778(3) 0.0386(5) 0.0822(18) Uani 1 1 d . . . . .
H018 H 0.5329 0.4648 -0.0443 0.099 Uiso 1 1 calc R U . . .
C019 C -0.1176(6) 0.5367(3) 0.2995(6) 0.0674(14) Uani 1 1 d . . . . .
H019 H -0.1838 0.5392 0.3633 0.081 Uiso 1 1 calc R U . . .
H00C H 0.076(5) 0.500(2) 0.545(3) 0.060(16) Uiso 1 1 d 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'
N N 0.0061 0.0033 '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
O005 S001 N00C 121.1(2) . . ?
O005 S001 C00K 106.4(2) . . ?
O005 S001 C00L 104.3(2) . . ?
N00C S001 C00K 106.1(2) . . ?
N00C S001 C00L 112.7(2) . . ?
C00K S001 C00L 105.04(19) . . ?
O006 S002 C00S 104.28(19) . . ?
O007 S002 O006 109.44(19) . . ?
O007 S002 C00S 109.8(2) . . ?
O008 S002 O006 101.72(18) . . ?
O008 S002 O007 119.9(2) . . ?
O008 S002 C00S 110.3(2) . . ?
N00U S003 C00H 102.6(3) . . ?
N00U S003 C00I 110.3(3) . . ?
O00A S003 N00U 121.5(3) . . ?
O00A S003 C00H 110.7(2) . . ?
O00A S003 C00I 106.7(2) . . ?
C00H S003 C00I 103.6(2) . . ?
C00G O006 S002 124.1(2) . . ?
C00M O009 S004 126.1(3) . . ?
S003 N00U H00U 115(5) . . ?
S001 N00C H00C 116(4) . . ?
C00P O00D H00D 109.5 . . ?
C00X O00E H00E 109.5 . . ?
C00J C00F H00F 119.7 . . ?
C011 C00F H00F 119.7 . . ?
C011 C00F C00J 120.6(4) . . ?
O006 C00G C00L 116.0(3) . . ?
C00J C00G O006 123.3(4) . . ?
C00J C00G C00L 120.5(4) . . ?
C00X C00H S003 121.3(4) . . ?
C00Z C00H S003 118.7(4) . . ?
C00Z C00H C00X 120.0(5) . . ?
O009 S004 C014 103.9(2) . . ?
O00N S004 O009 108.0(3) . . ?
O00N S004 O00B 120.8(3) . . ?
O00N S004 C014 108.7(3) . . ?
O00B S004 O009 102.6(2) . . ?
O00B S004 C014 111.4(3) . . ?
C00M C00I S003 121.4(4) . . ?
C012 C00I S003 119.5(4) . . ?
C012 C00I C00M 119.1(5) . . ?
C00F C00J H00J 120.2 . . ?
C00G C00J C00F 119.5(4) . . ?
C00G C00J H00J 120.2 . . ?
C00O C00K S001 120.1(3) . . ?
C00P C00K S001 119.2(3) . . ?
C00P C00K C00O 120.5(4) . . ?
C00G C00L S001 123.0(3) . . ?
C00R C00L S001 118.2(3) . . ?
C00R C00L C00G 118.8(4) . . ?
O009 C00M C00I 115.7(4) . . ?
C015 C00M O009 121.9(6) . . ?
C015 C00M C00I 122.3(6) . . ?
C00K C00O H00O 120.1 . . ?
C00Y C00O C00K 119.9(5) . . ?
C00Y C00O H00O 120.1 . . ?
O00D C00P C00K 124.8(4) . . ?
O00D C00P C00Q 116.6(4) . . ?
C00K C00P C00Q 118.6(4) . . ?
C00P C00Q H00Q 120.3 . . ?
C00T C00Q C00P 119.4(5) . . ?
C00T C00Q H00Q 120.3 . . ?
C00L C00R H00R 119.7 . . ?
C011 C00R C00L 120.7(4) . . ?
C011 C00R H00R 119.6 . . ?
C00V C00S S002 120.0(4) . . ?
C00V C00S C019 121.1(5) . . ?
C019 C00S S002 118.9(4) . . ?
C00Q C00T H00T 119.0 . . ?
C00Y C00T C00Q 122.0(5) . . ?
C00Y C00T H00T 119.0 . . ?
C00S C00V H00V 120.5 . . ?
C01B C00V C00S 118.9(5) . . ?
C01B C00V H00V 120.5 . . ?
C010 C00W H00W 118.9 . . ?
C013 C00W H00W 118.9 . . ?
C013 C00W C010 122.1(5) . . ?
O00E C00X C00H 123.9(4) . . ?
O00E C00X C016 117.8(5) . . ?
C016 C00X C00H 118.2(5) . . ?
C00O C00Y C00T 119.7(5) . . ?
C00O C00Y H00Y 120.2 . . ?
C00T C00Y H00Y 120.2 . . ?
C00H C00Z H00Z 120.0 . . ?
C01E C00Z C00H 120.1(6) . . ?
C01E C00Z H00Z 120.0 . . ?
C01B C01A C01I 120.2(7) . . ?
C017 C01A C01B 118.6(6) . . ?
C017 C01A C01I 121.2(7) . . ?
C00V C01B C01A 120.9(6) . . ?
C00V C01B H01B 119.6 . . ?
C01A C01B H01B 119.6 . . ?
C014 C01C H01E 120.6 . . ?
C018 C01C H01E 120.6 . . ?
C018 C01C C014 118.9(5) . . ?
C01E C01D H01F 119.4 . . ?
C016 C01D H01F 119.4 . . ?
C016 C01D C01E 121.1(6) . . ?
C00Z C01E C01D 119.2(6) . . ?
C00Z C01E H01G 120.4 . . ?
C01D C01E H01G 120.4 . . ?
C01G C01F H01H 120.1 . . ?
C01G C01F C012 119.8(6) . . ?
C012 C01F H01H 120.1 . . ?
C01F C01G H01I 118.8 . . ?
C01F C01G C015 122.4(7) . . ?
C015 C01G H01I 118.8 . . ?
H01J C01H H01K 109.5 . . ?
H01J C01H H01L 109.5 . . ?
H01K C01H H01L 109.5 . . ?
C010 C01H H01J 109.5 . . ?
C010 C01H H01K 109.5 . . ?
C010 C01H H01L 109.5 . . ?
C01A C01I H01A 109.5 . . ?
C01A C01I H01C 109.5 . . ?
C01A C01I H01D 109.5 . . ?
H01A C01I H01C 109.5 . . ?
H01A C01I H01D 109.5 . . ?
H01C C01I H01D 109.5 . . ?
C00W C010 C01H 121.7(6) . . ?
C00W C010 C018 117.6(5) . . ?
C018 C010 C01H 120.7(5) . . ?
C00F C011 C00R 119.9(4) . . ?
C00F C011 H011 120.0 . . ?
C00R C011 H011 120.0 . . ?
C00I C012 C01F 118.6(6) . . ?
C00I C012 H012 120.7 . . ?
C01F C012 H012 120.7 . . ?
C00W C013 H013 120.4 . . ?
C014 C013 C00W 119.3(5) . . ?
C014 C013 H013 120.4 . . ?
C01C C014 S004 120.1(4) . . ?
C013 C014 S004 119.3(4) . . ?
C013 C014 C01C 120.5(5) . . ?
C00M C015 C01G 117.8(7) . . ?
C00M C015 H015 121.1 . . ?
C01G C015 H015 121.1 . . ?
C00X C016 H016 119.4 . . ?
C01D C016 C00X 121.3(6) . . ?
C01D C016 H016 119.4 . . ?
C01A C017 H017 119.1 . . ?
C019 C017 C01A 121.9(6) . . ?
C019 C017 H017 119.1 . . ?
C01C C018 C010 121.6(5) . . ?
C01C C018 H018 119.2 . . ?
C010 C018 H018 119.2 . . ?
C00S C019 H019 120.7 . . ?
C017 C019 C00S 118.6(6) . . ?
C017 C019 H019 120.7 . . ?
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
S001 O005 1.458(3) . ?
S001 N00C 1.504(4) . ?
S001 C00K 1.758(4) . ?
S001 C00L 1.785(4) . ?
S002 O006 1.613(3) . ?
S002 O007 1.417(3) . ?
S002 O008 1.416(3) . ?
S002 C00S 1.744(5) . ?
S003 N00U 1.518(5) . ?
S003 O00A 1.432(4) . ?
S003 C00H 1.753(5) . ?
S003 C00I 1.782(5) . ?
O006 C00G 1.393(4) . ?
O009 S004 1.610(4) . ?
O009 C00M 1.394(6) . ?
O00N S004 1.413(5) . ?
N00U H00U 0.84(7) . ?
O00B S004 1.425(5) . ?
N00C H00C 0.842(14) . ?
O00D H00D 0.8200 . ?
O00D C00P 1.334(6) . ?
O00E H00E 0.8200 . ?
O00E C00X 1.344(6) . ?
C00F H00F 0.9300 . ?
C00F C00J 1.386(6) . ?
C00F C011 1.367(7) . ?
C00G C00J 1.378(6) . ?
C00G C00L 1.398(5) . ?
C00H C00X 1.399(7) . ?
C00H C00Z 1.385(7) . ?
S004 C014 1.751(6) . ?
C00I C00M 1.398(7) . ?
C00I C012 1.386(7) . ?
C00J H00J 0.9300 . ?
C00K C00O 1.394(6) . ?
C00K C00P 1.393(6) . ?
C00L C00R 1.383(6) . ?
C00M C015 1.366(7) . ?
C00O H00O 0.9300 . ?
C00O C00Y 1.367(7) . ?
C00P C00Q 1.398(7) . ?
C00Q H00Q 0.9300 . ?
C00Q C00T 1.371(8) . ?
C00R H00R 0.9300 . ?
C00R C011 1.381(6) . ?
C00S C00V 1.380(7) . ?
C00S C019 1.389(7) . ?
C00T H00T 0.9300 . ?
C00T C00Y 1.367(8) . ?
C00V H00V 0.9300 . ?
C00V C01B 1.377(8) . ?
C00W H00W 0.9300 . ?
C00W C010 1.374(7) . ?
C00W C013 1.372(7) . ?
C00X C016 1.395(7) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C00Z C01E 1.383(9) . ?
C01A C01B 1.384(9) . ?
C01A C01I 1.514(9) . ?
C01A C017 1.382(10) . ?
C01B H01B 0.9300 . ?
C01C H01E 0.9300 . ?
C01C C014 1.386(8) . ?
C01C C018 1.376(9) . ?
C01D H01F 0.9300 . ?
C01D C01E 1.384(10) . ?
C01D C016 1.338(9) . ?
C01E H01G 0.9300 . ?
C01F H01H 0.9300 . ?
C01F C01G 1.366(11) . ?
C01F C012 1.413(9) . ?
C01G H01I 0.9300 . ?
C01G C015 1.372(10) . ?
C01H H01J 0.9600 . ?
C01H H01K 0.9600 . ?
C01H H01L 0.9600 . ?
C01H C010 1.507(8) . ?
C01I H01A 0.9600 . ?
C01I H01C 0.9600 . ?
C01I H01D 0.9600 . ?
C010 C018 1.379(9) . ?
C011 H011 0.9300 . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?
C013 C014 1.361(7) . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C019 1.360(9) . ?
C018 H018 0.9300 . ?
C019 H019 0.9300 . ?
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
S001 C00K C00O C00Y -173.8(4) . . . . ?
S001 C00K C00P O00D -5.4(6) . . . . ?
S001 C00K C00P C00Q 174.5(3) . . . . ?
S001 C00L C00R C011 179.1(4) . . . . ?
S002 O006 C00G C00J 43.2(5) . . . . ?
S002 O006 C00G C00L -142.0(3) . . . . ?
S002 C00S C00V C01B -176.0(4) . . . . ?
S002 C00S C019 C017 175.2(4) . . . . ?
S003 C00H C00X O00E 3.2(7) . . . . ?
S003 C00H C00X C016 -175.0(4) . . . . ?
S003 C00H C00Z C01E 175.4(4) . . . . ?
S003 C00I C00M O009 -2.5(6) . . . . ?
S003 C00I C00M C015 -179.3(4) . . . . ?
S003 C00I C012 C01F -179.6(4) . . . . ?
O005 S001 C00K C00O -150.7(4) . . . . ?
O005 S001 C00K C00P 33.7(4) . . . . ?
O005 S001 C00L C00G -172.6(3) . . . . ?
O005 S001 C00L C00R 7.8(4) . . . . ?
O006 S002 C00S C00V -96.8(4) . . . . ?
O006 S002 C00S C019 86.4(4) . . . . ?
O006 C00G C00J C00F 174.9(4) . . . . ?
O006 C00G C00L S001 5.5(5) . . . . ?
O006 C00G C00L C00R -175.0(4) . . . . ?
O007 S002 O006 C00G -54.2(4) . . . . ?
O007 S002 C00S C00V 20.3(4) . . . . ?
O007 S002 C00S C019 -156.4(4) . . . . ?
O008 S002 O006 C00G 178.0(4) . . . . ?
O008 S002 C00S C00V 154.7(4) . . . . ?
O008 S002 C00S C019 -22.1(5) . . . . ?
O009 S004 C014 C01C 109.2(5) . . . . ?
O009 S004 C014 C013 -71.8(5) . . . . ?
O009 C00M C015 C01G -178.6(5) . . . . ?
O00N S004 C014 C01C -5.6(6) . . . . ?
O00N S004 C014 C013 173.4(5) . . . . ?
N00U S003 C00H C00X -32.7(5) . . . . ?
N00U S003 C00H C00Z 148.3(4) . . . . ?
N00U S003 C00I C00M 174.1(4) . . . . ?
N00U S003 C00I C012 -6.3(4) . . . . ?
O00A S003 C00H C00X -163.8(4) . . . . ?
O00A S003 C00H C00Z 17.2(5) . . . . ?
O00A S003 C00I C00M -52.1(4) . . . . ?
O00A S003 C00I C012 127.5(4) . . . . ?
O00B S004 C014 C01C -141.1(5) . . . . ?
O00B S004 C014 C013 37.9(5) . . . . ?
N00C S001 C00K C00O -20.5(4) . . . . ?
N00C S001 C00K C00P 163.9(3) . . . . ?
N00C S001 C00L C00G 54.1(4) . . . . ?
N00C S001 C00L C00R -125.4(4) . . . . ?
O00D C00P C00Q C00T 179.7(5) . . . . ?
O00E C00X C016 C01D -179.9(5) . . . . ?
C00G C00L C00R C011 -0.5(6) . . . . ?
C00H S003 C00I C00M 64.9(4) . . . . ?
C00H S003 C00I C012 -115.6(4) . . . . ?
C00H C00X C016 C01D -1.6(8) . . . . ?
C00H C00Z C01E C01D 0.8(9) . . . . ?
S004 O009 C00M C00I 148.2(4) . . . . ?
S004 O009 C00M C015 -35.0(7) . . . . ?
C00I S003 C00H C00X 82.1(4) . . . . ?
C00I S003 C00H C00Z -96.9(4) . . . . ?
C00I C00M C015 C01G -2.0(8) . . . . ?
C00J C00F C011 C00R -0.3(7) . . . . ?
C00J C00G C00L S001 -179.5(3) . . . . ?
C00J C00G C00L C00R 0.0(6) . . . . ?
C00K S001 C00L C00G -60.9(4) . . . . ?
C00K S001 C00L C00R 119.5(3) . . . . ?
C00K C00O C00Y C00T -0.9(7) . . . . ?
C00K C00P C00Q C00T -0.2(7) . . . . ?
C00L S001 C00K C00O 99.0(4) . . . . ?
C00L S001 C00K C00P -76.5(4) . . . . ?
C00L C00G C00J C00F 0.3(6) . . . . ?
C00L C00R C011 C00F 0.6(7) . . . . ?
C00M O009 S004 O00N 66.1(5) . . . . ?
C00M O009 S004 O00B -165.3(4) . . . . ?
C00M O009 S004 C014 -49.2(5) . . . . ?
C00M C00I C012 C01F 0.0(7) . . . . ?
C00O C00K C00P O00D 179.0(4) . . . . ?
C00O C00K C00P C00Q -1.1(6) . . . . ?
C00P C00K C00O C00Y 1.7(7) . . . . ?
C00P C00Q C00T C00Y 0.9(8) . . . . ?
C00Q C00T C00Y C00O -0.4(8) . . . . ?
C00S S002 O006 C00G 63.2(4) . . . . ?
C00S C00V C01B C01A 1.0(8) . . . . ?
C00V C00S C019 C017 -1.5(8) . . . . ?
C00W C010 C018 C01C -0.6(10) . . . . ?
C00W C013 C014 S004 -179.3(4) . . . . ?
C00W C013 C014 C01C -0.3(9) . . . . ?
C00X C00H C00Z C01E -3.6(8) . . . . ?
C00Z C00H C00X O00E -177.8(5) . . . . ?
C00Z C00H C00X C016 4.0(7) . . . . ?
C01A C017 C019 C00S 0.6(9) . . . . ?
C01B C01A C017 C019 1.1(9) . . . . ?
C01E C01D C016 C00X -1.2(10) . . . . ?
C01F C01G C015 C00M 1.8(9) . . . . ?
C01G C01F C012 C00I -0.2(8) . . . . ?
C01H C010 C018 C01C 177.9(6) . . . . ?
C01I C01A C01B C00V 178.4(6) . . . . ?
C01I C01A C017 C019 -179.2(6) . . . . ?
C010 C00W C013 C014 -0.9(9) . . . . ?
C011 C00F C00J C00G -0.1(7) . . . . ?
C012 C00I C00M O009 177.9(4) . . . . ?
C012 C00I C00M C015 1.1(7) . . . . ?
C012 C01F C01G C015 -0.8(10) . . . . ?
C013 C00W C010 C01H -177.1(6) . . . . ?
C013 C00W C010 C018 1.3(9) . . . . ?
C014 C01C C018 C010 -0.5(11) . . . . ?
C016 C01D C01E C00Z 1.7(10) . . . . ?
C017 C01A C01B C00V -1.9(9) . . . . ?
C018 C01C C014 S004 -180.0(5) . . . . ?
C018 C01C C014 C013 1.0(10) . . . . ?
C019 C00S C00V C01B 0.8(8) . . . . ?
