#------------------------------------------------------------------------------
#$Date: 2025-08-20 20:34:49 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301835 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/44/4134432.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_4134432
loop_
_publ_author_name
'Uwamori, Masahiro'
'Osada, Ryunosuke'
'Sugiyama, Ryoji'
'Nagatani, Kotaro'
'Nakada, Masahisa'
_publ_section_title
;
 Enantioselective Total Synthesis of Cotylenin A.
;
_journal_issue                   12
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5556
_journal_page_last               5561
_journal_paper_doi               10.1021/jacs.0c01774
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C17 H21 N O3 S'
_chemical_formula_sum            'C17 H21 N O3 S'
_chemical_formula_weight         319.42
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 91.557(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   9.5366(7)
_cell_length_b                   5.7321(4)
_cell_length_c                   14.9406(13)
_cell_measurement_reflns_used    7324
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.42
_cell_volume                     816.42(11)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7967
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_correction_T_min  0.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             340.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.350
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  1328 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.02(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3390
_refine_ls_number_restraints     1
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0389P)²+0.3593P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0949
_reflns_number_gt                3137
_reflns_number_total             3390
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja0c01774_si_002.cif
_cod_data_source_block           nakada-nagatani
_cod_depositor_comments          'Adding full bibliography for 4134432.cif.'
_cod_database_code               4134432
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.15283(5) 0.15023(9) 0.26698(3) 0.02000(12) Uani 1.0 2 d . . .
O2 O 0.26543(15) 0.1530(4) 0.33299(9) 0.0300(4) Uani 1.0 2 d . . .
O3 O 0.13107(17) -0.0612(3) 0.21578(11) 0.0271(4) Uani 1.0 2 d . . .
O4 O -0.04697(17) 0.3972(4) 0.12115(10) 0.0322(4) Uani 1.0 2 d . . .
N14 N 0.4748(3) 0.8271(5) 0.2269(3) 0.0535(8) Uani 1.0 2 d . . .
C5 C 0.4645(3) 0.3844(4) 0.18788(14) 0.0231(5) Uani 1.0 2 d . . .
C6 C 0.1904(3) 0.3719(4) 0.18602(13) 0.0189(4) Uani 1.0 2 d . . .
C7 C 0.0032(3) 0.4280(5) 0.37887(13) 0.0260(5) Uani 1.0 2 d . . .
C8 C -0.0041(3) 0.2355(4) 0.31950(13) 0.0221(5) Uani 1.0 2 d . . .
C9 C -0.1313(3) 0.1149(5) 0.30217(13) 0.0227(5) Uani 1.0 2 d . . .
C10 C -0.1204(3) 0.4983(5) 0.41851(15) 0.0319(6) Uani 1.0 2 d . . .
C11 C 0.0775(3) 0.3884(5) 0.11086(13) 0.0242(5) Uani 1.0 2 d . . .
C12 C 0.4669(2) 0.6338(6) 0.21144(16) 0.0313(5) Uani 1.0 2 d . . .
C13 C 0.3273(3) 0.3166(4) 0.13774(13) 0.0220(5) Uani 1.0 2 d . . .
C15 C 0.3045(3) 0.4390(6) 0.04643(14) 0.0329(6) Uani 1.0 2 d . . .
C16 C -0.2464(3) 0.3841(6) 0.40345(14) 0.0324(6) Uani 1.0 2 d . . .
C17 C 0.5947(3) 0.3282(6) 0.13424(17) 0.0344(6) Uani 1.0 2 d . . .
C18 C 0.1344(3) 0.5633(5) 0.40380(16) 0.0341(6) Uani 1.0 2 d . . .
C19 C 0.1502(3) 0.3937(6) 0.02227(15) 0.0383(7) Uani 1.0 2 d . . .
C20 C -0.2497(3) 0.1927(5) 0.34674(13) 0.0291(6) Uani 1.0 2 d . . .
C21 C -0.1520(3) -0.0898(5) 0.23917(14) 0.0277(5) Uani 1.0 2 d . . .
C22 C -0.3780(4) 0.4657(7) 0.44817(18) 0.0464(8) Uani 1.0 2 d . . .
H5 H 0.4703 0.2926 0.2448 0.0277 Uiso 1.0 2 calc R . .
H6 H 0.1996 0.5262 0.2168 0.0227 Uiso 1.0 2 calc R . .
H10 H -0.1180 0.6295 0.4573 0.0383 Uiso 1.0 2 calc R . .
H13 H 0.3299 0.1447 0.1267 0.0264 Uiso 1.0 2 calc R . .
H15A H 0.3235 0.6083 0.0515 0.0395 Uiso 1.0 2 calc R . .
H15B H 0.3662 0.3714 0.0009 0.0395 Uiso 1.0 2 calc R . .
H17A H 0.6790 0.3735 0.1689 0.0413 Uiso 1.0 2 calc R . .
H17B H 0.5908 0.4147 0.0776 0.0413 Uiso 1.0 2 calc R . .
H17C H 0.5975 0.1604 0.1218 0.0413 Uiso 1.0 2 calc R . .
H18A H 0.1760 0.6252 0.3495 0.0409 Uiso 1.0 2 calc R . .
H18B H 0.2017 0.4597 0.4346 0.0409 Uiso 1.0 2 calc R . .
H18C H 0.1105 0.6926 0.4435 0.0409 Uiso 1.0 2 calc R . .
H19A H 0.1117 0.5197 -0.0164 0.0459 Uiso 1.0 2 calc R . .
H19B H 0.1388 0.2430 -0.0094 0.0459 Uiso 1.0 2 calc R . .
H20 H -0.3356 0.1112 0.3378 0.0349 Uiso 1.0 2 calc R . .
H21A H -0.2470 -0.1524 0.2450 0.0332 Uiso 1.0 2 calc R . .
H21B H -0.0832 -0.2116 0.2543 0.0332 Uiso 1.0 2 calc R . .
H21C H -0.1393 -0.0381 0.1774 0.0332 Uiso 1.0 2 calc R . .
H22A H -0.3669 0.4462 0.5131 0.0557 Uiso 1.0 2 calc R . .
H22B H -0.4582 0.3731 0.4262 0.0557 Uiso 1.0 2 calc R . .
H22C H -0.3943 0.6307 0.4342 0.0557 Uiso 1.0 2 calc R . .
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O2 S1 O3 117.78(11) yes . . .
O2 S1 C6 107.16(11) yes . . .
O2 S1 C8 108.44(10) yes . . .
O3 S1 C6 105.36(10) yes . . .
O3 S1 C8 110.71(11) yes . . .
C6 S1 C8 106.77(11) yes . . .
C12 C5 C13 111.66(19) yes . . .
C12 C5 C17 108.8(2) yes . . .
C13 C5 C17 112.51(18) yes . . .
S1 C6 C11 112.75(15) yes . . .
S1 C6 C13 110.90(15) yes . . .
C11 C6 C13 104.84(16) yes . . .
C8 C7 C10 117.6(3) yes . . .
C8 C7 C18 125.5(3) yes . . .
C10 C7 C18 116.9(2) yes . . .
S1 C8 C7 117.58(18) yes . . .
S1 C8 C9 120.89(17) yes . . .
C7 C8 C9 121.5(2) yes . . .
C8 C9 C20 117.1(2) yes . . .
C8 C9 C21 126.1(2) yes . . .
C20 C9 C21 116.7(2) yes . . .
C7 C10 C16 122.4(3) yes . . .
O4 C11 C6 125.70(19) yes . . .
O4 C11 C19 126.1(2) yes . . .
C6 C11 C19 108.18(19) yes . . .
N14 C12 C5 176.4(3) yes . . .
C5 C13 C6 116.09(17) yes . . .
C5 C13 C15 114.36(19) yes . . .
C6 C13 C15 102.69(18) yes . . .
C13 C15 C19 104.1(2) yes . . .
C10 C16 C20 118.7(3) yes . . .
C10 C16 C22 120.7(3) yes . . .
C20 C16 C22 120.6(3) yes . . .
C11 C19 C15 104.99(18) yes . . .
C9 C20 C16 122.6(3) yes . . .
C12 C5 H5 107.905 no . . .
C13 C5 H5 107.911 no . . .
C17 C5 H5 107.909 no . . .
S1 C6 H6 109.418 no . . .
C11 C6 H6 109.411 no . . .
C13 C6 H6 109.409 no . . .
C7 C10 H10 118.793 no . . .
C16 C10 H10 118.792 no . . .
C5 C13 H13 107.757 no . . .
C6 C13 H13 107.755 no . . .
C15 C13 H13 107.750 no . . .
C13 C15 H15A 110.943 no . . .
C13 C15 H15B 110.947 no . . .
C19 C15 H15A 110.943 no . . .
C19 C15 H15B 110.942 no . . .
H15A C15 H15B 108.955 no . . .
C5 C17 H17A 109.473 no . . .
C5 C17 H17B 109.472 no . . .
C5 C17 H17C 109.469 no . . .
H17A C17 H17B 109.470 no . . .
H17A C17 H17C 109.471 no . . .
H17B C17 H17C 109.472 no . . .
C7 C18 H18A 109.472 no . . .
C7 C18 H18B 109.471 no . . .
C7 C18 H18C 109.472 no . . .
H18A C18 H18B 109.464 no . . .
H18A C18 H18C 109.469 no . . .
H18B C18 H18C 109.479 no . . .
C11 C19 H19A 110.749 no . . .
C11 C19 H19B 110.748 no . . .
C15 C19 H19A 110.748 no . . .
C15 C19 H19B 110.748 no . . .
H19A C19 H19B 108.839 no . . .
C9 C20 H20 118.723 no . . .
C16 C20 H20 118.714 no . . .
C9 C21 H21A 109.478 no . . .
C9 C21 H21B 109.472 no . . .
C9 C21 H21C 109.470 no . . .
H21A C21 H21B 109.476 no . . .
H21A C21 H21C 109.460 no . . .
H21B C21 H21C 109.472 no . . .
C16 C22 H22A 109.468 no . . .
C16 C22 H22B 109.478 no . . .
C16 C22 H22C 109.476 no . . .
H22A C22 H22B 109.467 no . . .
H22A C22 H22C 109.468 no . . .
H22B C22 H22C 109.471 no . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O2 1.4382(15) yes . .
S1 O3 1.4450(17) yes . .
S1 C6 1.797(3) yes . .
S1 C8 1.777(3) yes . .
O4 C11 1.202(3) yes . .
N14 C12 1.134(5) yes . .
C5 C12 1.472(4) yes . .
C5 C13 1.540(3) yes . .
C5 C17 1.530(4) yes . .
C6 C11 1.537(3) yes . .
C6 C13 1.542(3) yes . .
C7 C8 1.417(4) yes . .
C7 C10 1.393(4) yes . .
C7 C18 1.510(4) yes . .
C8 C9 1.414(4) yes . .
C9 C20 1.399(3) yes . .
C9 C21 1.514(4) yes . .
C10 C16 1.381(4) yes . .
C11 C19 1.511(3) yes . .
C13 C15 1.544(3) yes . .
C15 C19 1.528(4) yes . .
C16 C20 1.386(4) yes . .
C16 C22 1.512(4) yes . .
C5 H5 1.000 no . .
C6 H6 1.000 no . .
C10 H10 0.950 no . .
C13 H13 1.000 no . .
C15 H15A 0.990 no . .
C15 H15B 0.990 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .
C19 H19A 0.990 no . .
C19 H19B 0.990 no . .
C20 H20 0.950 no . .
C21 H21A 0.980 no . .
C21 H21B 0.980 no . .
C21 H21C 0.980 no . .
C22 H22A 0.980 no . .
C22 H22B 0.980 no . .
C22 H22C 0.980 no . .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O4 3.1870(17) no . .
S1 C5 3.496(3) no . .
S1 C18 3.136(3) no . .
S1 C21 3.233(3) no . .
O2 C5 3.207(3) no . .
O2 C7 3.050(3) no . .
O2 C13 3.135(3) no . .
O2 C18 2.878(4) no . .
O3 O4 3.414(3) no . .
O3 C9 3.020(3) no . .
O3 C11 3.052(3) no . .
O3 C13 3.110(3) no . .
O3 C21 2.737(3) no . .
O4 C8 3.121(3) no . .
O4 C9 3.271(3) no . .
O4 C15 3.570(3) no . .
O4 C21 3.465(3) no . .
N14 C13 3.495(4) no . .
N14 C17 3.389(4) no . .
C6 C7 3.446(3) no . .
C6 C12 3.049(4) no . .
C6 C18 3.489(4) no . .
C7 C20 2.793(4) no . .
C8 C11 3.350(3) no . .
C8 C16 2.792(4) no . .
C9 C10 2.802(4) no . .
C12 C15 3.085(4) no . .
C15 C17 3.096(4) no . .
O2 N14 3.187(4) no . 1_545
O2 C22 3.578(4) no . 2_546
O3 N14 3.339(3) no . 1_545
O3 C6 3.331(3) no . 1_545
O3 C11 3.554(3) no . 1_545
O3 C18 3.539(3) no . 1_545
O4 C17 3.451(3) no . 1_455
O4 C21 3.585(3) no . 1_565
N14 O2 3.187(4) no . 1_565
N14 O3 3.339(3) no . 1_565
N14 C5 3.248(4) no . 1_565
N14 C13 3.395(4) no . 1_565
N14 C17 3.400(4) no . 1_565
N14 C21 3.590(4) no . 1_665
C5 N14 3.248(4) no . 1_545
C6 O3 3.331(3) no . 1_565
C10 C21 3.578(4) no . 1_565
C11 O3 3.554(3) no . 1_565
C13 N14 3.395(4) no . 1_545
C16 C18 3.556(4) no . 2_546
C17 O4 3.451(3) no . 1_655
C17 N14 3.400(4) no . 1_545
C17 C20 3.554(4) no . 1_655
C18 O3 3.539(3) no . 1_565
C18 C16 3.556(4) no . 2_556
C20 C17 3.554(4) no . 1_455
C21 O4 3.585(3) no . 1_545
C21 N14 3.590(4) no . 1_445
C21 C10 3.578(4) no . 1_545
C22 O2 3.578(4) no . 2_556
S1 H5 3.1615 no . .
S1 H13 2.7276 no . .
S1 H18A 2.9942 no . .
S1 H18B 3.0941 no . .
S1 H21B 3.0629 no . .
S1 H21C 3.2427 no . .
O2 H5 2.5166 no . .
O2 H6 2.8152 no . .
O2 H13 3.1602 no . .
O2 H18A 2.8506 no . .
O2 H18B 2.4115 no . .
O3 H6 3.4297 no . .
O3 H13 2.6262 no . .
O3 H21B 2.3054 no . .
O3 H21C 2.6295 no . .
O4 H6 2.8168 no . .
O4 H19A 2.6788 no . .
O4 H19B 2.8134 no . .
O4 H21C 2.7836 no . .
N14 H5 3.0757 no . .
N14 H6 3.1407 no . .
N14 H15A 3.2123 no . .
N14 H17A 3.3758 no . .
N14 H17B 3.4525 no . .
C5 H6 2.6997 no . .
C5 H15A 2.7314 no . .
C5 H15B 2.9233 no . .
C6 H5 2.8237 no . .
C6 H15A 2.7623 no . .
C6 H15B 3.2729 no . .
C6 H18A 2.8476 no . .
C6 H19A 3.2107 no . .
C6 H19B 3.0394 no . .
C7 H6 3.1519 no . .
C8 H6 3.0112 no . .
C8 H10 3.2623 no . .
C8 H18A 2.8462 no . .
C8 H18B 2.8777 no . .
C8 H18C 3.3739 no . .
C8 H20 3.2594 no . .
C8 H21A 3.3770 no . .
C8 H21B 2.8362 no . .
C8 H21C 2.9118 no . .
C10 H18A 3.1214 no . .
C10 H18B 3.0830 no . .
C10 H18C 2.4872 no . .
C10 H20 3.2333 no . .
C10 H22A 2.7915 no . .
C10 H22B 3.3049 no . .
C10 H22C 2.7365 no . .
C11 H13 2.7874 no . .
C11 H15A 2.8276 no . .
C11 H15B 3.2456 no . .
C11 H21C 3.3689 no . .
C12 H6 2.6263 no . .
C12 H13 3.3294 no . .
C12 H15A 2.7254 no . .
C12 H15B 3.5938 no . .
C12 H17A 2.6061 no . .
C12 H17B 2.6643 no . .
C12 H17C 3.2864 no . .
C12 H18A 3.5017 no . .
C13 H17A 3.3896 no . .
C13 H17B 2.7493 no . .
C13 H17C 2.7448 no . .
C13 H19A 3.2608 no . .
C13 H19B 2.8338 no . .
C15 H5 3.4248 no . .
C15 H6 2.8054 no . .
C15 H17B 2.7605 no . .
C15 H17C 3.3846 no . .
C17 H13 2.7350 no . .
C17 H15A 3.2591 no . .
C17 H15B 2.9226 no . .
C18 H6 2.8864 no . .
C18 H10 2.5845 no . .
C19 H6 3.0285 no . .
C19 H13 2.6944 no . .
C20 H10 3.2347 no . .
C20 H21A 2.4952 no . .
C20 H21B 3.1491 no . .
C20 H21C 3.0665 no . .
C20 H22A 3.1133 no . .
C20 H22B 2.5611 no . .
C20 H22C 3.1641 no . .
C21 H20 2.5895 no . .
C22 H10 2.6517 no . .
C22 H20 2.6549 no . .
H5 H6 2.9279 no . .
H5 H13 2.3449 no . .
H5 H17A 2.3633 no . .
H5 H17B 2.8639 no . .
H5 H17C 2.3547 no . .
H6 H13 2.8694 no . .
H6 H15A 2.8073 no . .
H6 H18A 2.0795 no . .
H6 H18B 3.2756 no . .
H6 H19A 3.5623 no . .
H10 H18A 3.2716 no . .
H10 H18B 3.2272 no . .
H10 H18C 2.2241 no . .
H10 H22A 2.7460 no . .
H10 H22B 3.5805 no . .
H10 H22C 2.6487 no . .
H13 H15A 2.8857 no . .
H13 H15B 2.3183 no . .
H13 H17B 3.0367 no . .
H13 H17C 2.5573 no . .
H13 H19B 2.7515 no . .
H15A H17B 2.7980 no . .
H15A H19A 2.2928 no . .
H15A H19B 2.8688 no . .
H15B H17B 2.4146 no . .
H15B H17C 3.0623 no . .
H15B H19A 2.5782 no . .
H15B H19B 2.2914 no . .
H20 H21A 2.2323 no . .
H20 H21B 3.3072 no . .
H20 H21C 3.1976 no . .
H20 H22A 3.2683 no . .
H20 H22B 2.3337 no . .
H20 H22C 3.3614 no . .
S1 H18A 3.2572 no . 1_545
O2 H10 3.4712 no . 2_546
O2 H18A 3.1546 no . 1_545
O2 H18C 3.4651 no . 1_545
O2 H22A 2.7394 no . 2_546
O2 H22B 3.2061 no . 1_655
O3 H6 2.4536 no . 1_545
O3 H18A 2.7125 no . 1_545
O4 H17A 2.7310 no . 1_455
O4 H17B 3.4993 no . 1_455
O4 H19A 2.7310 no . 2_545
O4 H19B 2.7203 no . 2_555
O4 H21B 3.0235 no . 1_565
O4 H21C 3.4639 no . 1_565
N14 H5 2.6822 no . 1_565
N14 H13 2.7117 no . 1_565
N14 H17C 2.7541 no . 1_565
N14 H20 2.9161 no . 1_665
N14 H21A 2.6625 no . 1_665
N14 H22C 3.4941 no . 1_655
C5 H20 3.2971 no . 1_655
C7 H10 3.1575 no . 2_546
C7 H18C 3.1932 no . 2_546
C7 H21B 2.8858 no . 1_565
C8 H10 3.5540 no . 2_546
C8 H21B 3.3949 no . 1_565
C9 H17A 3.0393 no . 1_455
C10 H10 3.5843 no . 2_546
C10 H18B 3.5367 no . 2_556
C10 H18C 2.7053 no . 2_546
C10 H21A 3.4664 no . 1_565
C10 H21B 2.9932 no . 1_565
C11 H19A 3.0937 no . 2_545
C11 H19B 3.2421 no . 2_555
C11 H21B 3.5183 no . 1_565
C12 H13 3.4345 no . 1_565
C12 H17C 3.5421 no . 1_565
C12 H21A 3.0206 no . 1_665
C12 H22B 3.5931 no . 1_655
C12 H22C 3.5481 no . 1_655
C15 H17B 3.4595 no . 2_655
C15 H17C 2.9882 no . 2_655
C16 H5 3.5847 no . 1_455
C16 H17A 3.5571 no . 1_455
C16 H18B 3.4491 no . 2_546
C16 H18C 2.8196 no . 2_546
C16 H21A 3.5583 no . 1_565
C16 H21B 3.5982 no . 1_565
C17 H15A 3.1641 no . 2_645
C17 H15B 3.3335 no . 2_645
C17 H20 3.3358 no . 1_655
C17 H21A 3.5317 no . 1_655
C17 H21C 3.3424 no . 1_655
C18 H10 3.2447 no . 2_546
C18 H21B 3.2726 no . 1_565
C18 H22A 3.3355 no . 2_556
C19 H19A 3.2907 no . 2_545
C19 H19B 3.4078 no . 2_555
C19 H21C 3.0077 no . 2_555
C20 H5 3.0922 no . 1_455
C20 H17A 2.9149 no . 1_455
C20 H18B 3.5474 no . 2_546
C20 H18C 3.3697 no . 2_546
C21 H17A 3.2649 no . 1_455
C21 H17C 3.2570 no . 1_455
C21 H19A 3.4185 no . 2_545
C21 H19B 3.5691 no . 2_545
C22 H5 3.4747 no . 1_455
C22 H18C 3.3694 no . 2_546
C22 H22B 3.4029 no . 2_456
C22 H22C 3.4202 no . 2_446
H5 N14 2.6822 no . 1_545
H5 C16 3.5847 no . 1_655
H5 C20 3.0922 no . 1_655
H5 C22 3.4747 no . 1_655
H5 H20 2.5097 no . 1_655
H5 H22B 2.8146 no . 1_655
H6 O3 2.4536 no . 1_565
H6 H21B 3.1509 no . 1_565
H10 O2 3.4712 no . 2_556
H10 C7 3.1575 no . 2_556
H10 C8 3.5540 no . 2_556
H10 C10 3.5843 no . 2_556
H10 C18 3.2447 no . 2_556
H10 H18B 2.6264 no . 2_556
H10 H18C 2.9100 no . 2_546
H10 H18C 3.5510 no . 2_556
H10 H21A 3.5953 no . 1_565
H10 H21B 3.1932 no . 1_565
H13 N14 2.7117 no . 1_545
H13 C12 3.4345 no . 1_545
H13 H15A 3.2730 no . 1_545
H13 H17B 3.4282 no . 2_645
H15A C17 3.1641 no . 2_655
H15A H13 3.2730 no . 1_565
H15A H15B 3.4307 no . 2_655
H15A H17B 2.7489 no . 2_655
H15A H17C 2.7318 no . 2_655
H15B C17 3.3335 no . 2_655
H15B H15A 3.4307 no . 2_645
H15B H17B 2.9029 no . 2_645
H15B H17B 3.3567 no . 2_655
H15B H17C 2.5019 no . 2_655
H15B H21C 3.4254 no . 2_555
H17A O4 2.7310 no . 1_655
H17A C9 3.0393 no . 1_655
H17A C16 3.5571 no . 1_655
H17A C20 2.9149 no . 1_655
H17A C21 3.2649 no . 1_655
H17A H20 2.9435 no . 1_655
H17A H21A 3.2915 no . 1_655
H17A H21A 3.0220 no . 1_665
H17A H21B 3.5025 no . 1_665
H17A H21C 2.9278 no . 1_655
H17B O4 3.4993 no . 1_655
H17B C15 3.4595 no . 2_645
H17B H13 3.4282 no . 2_655
H17B H15A 2.7489 no . 2_645
H17B H15B 3.3567 no . 2_645
H17B H15B 2.9029 no . 2_655
H17B H19B 3.3725 no . 2_655
H17C N14 2.7541 no . 1_545
H17C C12 3.5421 no . 1_545
H17C C15 2.9882 no . 2_645
H17C C21 3.2570 no . 1_655
H17C H15A 2.7318 no . 2_645
H17C H15B 2.5019 no . 2_645
H17C H19A 3.3252 no . 2_645
H17C H20 3.2843 no . 1_655
H17C H21A 2.9417 no . 1_655
H17C H21C 2.8582 no . 1_655
H18A S1 3.2572 no . 1_565
H18A O2 3.1546 no . 1_565
H18A O3 2.7125 no . 1_565
H18A H21B 2.9695 no . 1_565
H18A H22A 3.2726 no . 2_556
H18B C10 3.5367 no . 2_546
H18B C16 3.4491 no . 2_556
H18B C20 3.5474 no . 2_556
H18B H10 2.6264 no . 2_546
H18B H22A 3.4185 no . 2_546
H18B H22A 3.2862 no . 2_556
H18B H22B 3.2870 no . 1_655
H18B H22C 3.2522 no . 2_546
H18C O2 3.4651 no . 1_565
H18C C7 3.1932 no . 2_556
H18C C10 2.7053 no . 2_556
H18C C16 2.8196 no . 2_556
H18C C20 3.3697 no . 2_556
H18C C22 3.3694 no . 2_556
H18C H10 3.5510 no . 2_546
H18C H10 2.9100 no . 2_556
H18C H21B 3.3801 no . 1_565
H18C H22A 2.9023 no . 2_556
H19A O4 2.7310 no . 2_555
H19A C11 3.0937 no . 2_555
H19A C19 3.2907 no . 2_555
H19A C21 3.4185 no . 2_555
H19A H17C 3.3252 no . 2_655
H19A H19B 2.7462 no . 2_555
H19A H21C 2.4489 no . 2_555
H19B O4 2.7203 no . 2_545
H19B C11 3.2421 no . 2_545
H19B C19 3.4078 no . 2_545
H19B C21 3.5691 no . 2_555
H19B H17B 3.3725 no . 2_645
H19B H19A 2.7462 no . 2_545
H19B H21C 2.8059 no . 2_555
H20 N14 2.9161 no . 1_445
H20 C5 3.2971 no . 1_455
H20 C17 3.3358 no . 1_455
H20 H5 2.5097 no . 1_455
H20 H17A 2.9435 no . 1_455
H20 H17C 3.2843 no . 1_455
H20 H22C 3.1651 no . 1_545
H21A N14 2.6625 no . 1_445
H21A C10 3.4664 no . 1_545
H21A C12 3.0206 no . 1_445
H21A C16 3.5583 no . 1_545
H21A C17 3.5317 no . 1_455
H21A H10 3.5953 no . 1_545
H21A H17A 3.0220 no . 1_445
H21A H17A 3.2915 no . 1_455
H21A H17C 2.9417 no . 1_455
H21A H22C 3.4241 no . 1_545
H21B O4 3.0235 no . 1_545
H21B C7 2.8858 no . 1_545
H21B C8 3.3949 no . 1_545
H21B C10 2.9932 no . 1_545
H21B C11 3.5183 no . 1_545
H21B C16 3.5982 no . 1_545
H21B C18 3.2726 no . 1_545
H21B H6 3.1509 no . 1_545
H21B H10 3.1932 no . 1_545
H21B H17A 3.5025 no . 1_445
H21B H18A 2.9695 no . 1_545
H21B H18C 3.3801 no . 1_545
H21C O4 3.4639 no . 1_545
H21C C17 3.3424 no . 1_455
H21C C19 3.0077 no . 2_545
H21C H15B 3.4254 no . 2_545
H21C H17A 2.9278 no . 1_455
H21C H17C 2.8582 no . 1_455
H21C H19A 2.4489 no . 2_545
H21C H19B 2.8059 no . 2_545
H22A O2 2.7394 no . 2_556
H22A C18 3.3355 no . 2_546
H22A H18A 3.2726 no . 2_546
H22A H18B 3.2862 no . 2_546
H22A H18B 3.4185 no . 2_556
H22A H18C 2.9023 no . 2_546
H22A H22B 3.1108 no . 2_456
H22A H22C 3.0290 no . 2_446
H22B O2 3.2061 no . 1_455
H22B C12 3.5931 no . 1_455
H22B C22 3.4029 no . 2_446
H22B H5 2.8146 no . 1_455
H22B H18B 3.2870 no . 1_455
H22B H22A 3.1108 no . 2_446
H22B H22C 2.9021 no . 2_446
H22C N14 3.4941 no . 1_455
H22C C12 3.5481 no . 1_455
H22C C22 3.4202 no . 2_456
H22C H18B 3.2522 no . 2_556
H22C H20 3.1651 no . 1_565
H22C H21A 3.4241 no . 1_565
H22C H22A 3.0290 no . 2_456
H22C H22B 2.9021 no . 2_456
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 S1 C6 C11 -179.99(12) no . . . .
O2 S1 C6 C13 62.79(14) no . . . .
O2 S1 C8 C7 43.74(18) no . . . .
O2 S1 C8 C9 -136.39(16) no . . . .
O3 S1 C6 C11 53.80(15) no . . . .
O3 S1 C6 C13 -63.41(14) no . . . .
O3 S1 C8 C7 174.38(13) no . . . .
O3 S1 C8 C9 -5.75(19) no . . . .
C6 S1 C8 C7 -71.43(16) no . . . .
C6 S1 C8 C9 108.44(16) no . . . .
C8 S1 C6 C11 -63.96(15) no . . . .
C8 S1 C6 C13 178.82(12) no . . . .
C12 C5 C13 C6 -56.1(3) no . . . .
C12 C5 C13 C15 63.2(3) no . . . .
C17 C5 C13 C6 -178.75(18) no . . . .
C17 C5 C13 C15 -59.4(3) no . . . .
S1 C6 C11 O4 48.4(3) no . . . .
S1 C6 C11 C19 -132.14(14) no . . . .
S1 C6 C13 C5 -81.52(19) no . . . .
S1 C6 C13 C15 152.95(12) no . . . .
C11 C6 C13 C5 156.51(17) no . . . .
C11 C6 C13 C15 31.0(2) no . . . .
C13 C6 C11 O4 169.1(2) no . . . .
C13 C6 C11 C19 -11.4(3) no . . . .
C8 C7 C10 C16 1.6(4) no . . . .
C10 C7 C8 S1 178.59(17) no . . . .
C10 C7 C8 C9 -1.3(3) no . . . .
C18 C7 C8 S1 -2.0(3) no . . . .
C18 C7 C8 C9 178.08(19) no . . . .
C18 C7 C10 C16 -177.85(19) no . . . .
S1 C8 C9 C20 179.65(13) no . . . .
S1 C8 C9 C21 -0.9(3) no . . . .
C7 C8 C9 C20 -0.5(3) no . . . .
C7 C8 C9 C21 178.95(18) no . . . .
C8 C9 C20 C16 2.1(3) no . . . .
C21 C9 C20 C16 -177.37(18) no . . . .
C7 C10 C16 C20 -0.0(4) no . . . .
C7 C10 C16 C22 179.8(2) no . . . .
O4 C11 C19 C15 166.3(3) no . . . .
C6 C11 C19 C15 -13.2(3) no . . . .
C5 C13 C15 C19 -166.11(17) no . . . .
C6 C13 C15 C19 -39.5(3) no . . . .
C13 C15 C19 C11 32.7(3) no . . . .
C10 C16 C20 C9 -1.9(4) no . . . .
C22 C16 C20 C9 178.3(2) no . . . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336297
