# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FTX1A
_database_code_depnum_ccdc_archive 'CCDC 2126101'
loop_
_audit_author_name
_audit_author_address
'Tao Feng'
;South Central University for Nationalities
China
;
_audit_update_record             
;
2021-12-03 deposited with the CCDC.	2022-01-26 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H24 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         224.33
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'
'y, x, -z'

_cell_length_a                   13.6388(2)
_cell_length_b                   13.6388(2)
_cell_length_c                   13.0174(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2097.04(7)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      3.7423
_cell_measurement_theta_max      78.7582
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.131
_exptl_crystal_density_diffrn    1.066
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744

_exptl_absorpt_coefficient_mu    0.539
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            39026
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_theta_min         3.74
_diffrn_reflns_theta_max         79.22
_diffrn_reflns_theta_full        79.22
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             3033
_reflns_number_gt                2920
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1003
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_number_reflns         3033
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0555P)²+0.1366P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.121
_refine_diff_density_min         -0.084
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0044(7)
_refine_ls_abs_structure_details 
;

Flack x determined using 1236 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(5)

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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 -0.27768(11) 0.29554(11) 0.32190(10) 0.0598(3) Uani d . . . 1 . .
H H1O -0.2654(9) 0.320(3) 0.258(3) 0.09 Uiso calc U . R 1 . .
H H2O 0.303(3) 0.646(2) 0.252(2) 0.075(7) Uiso d . . . 1 . .
C C1 -0.06043(12) 0.50913(13) 0.30678(10) 0.0438(3) Uani d . . . 1 . .
H H1 -0.113544 0.510637 0.262988 0.053 Uiso calc U . R 1 . .
O O2 0.24799(11) 0.61467(14) 0.21197(9) 0.0647(4) Uani d . . . 1 . .
C C2 -0.07508(15) 0.41879(16) 0.35742(12) 0.0525(4) Uani d . . . 1 . .
C C4 0.0184(2) 0.4998(3) 0.52503(14) 0.1008(11) Uani d . . . 1 . .
H H4A -0.039193 0.439231 0.566404 0.121 Uiso calc U . R 1 . .
H H4B 0.089508 0.530981 0.562098 0.121 Uiso calc U . R 1 . .
C C3 0.03019(18) 0.4495(2) 0.42195(14) 0.0718(6) Uani d . . . 1 . .
C C5 -0.0125(2) 0.5914(3) 0.51209(16) 0.0966(10) Uani d . . . 1 . .
H H5A 0.004112 0.633554 0.575862 0.116 Uiso calc U . R 1 . .
H H5B -0.093475 0.555352 0.500735 0.116 Uiso calc U . R 1 . .
C C6 0.04807(16) 0.6757(2) 0.42414(16) 0.0749(6) Uani d . . . 1 . .
H H6 0.125757 0.727541 0.446761 0.09 Uiso calc U . R 1 . .
C C7 0.05502(13) 0.60994(15) 0.33005(11) 0.0501(4) Uani d . . . 1 . .
H H7 0.088001 0.659089 0.270043 0.06 Uiso calc U . R 1 . .
C C8 0.0553(3) 0.3541(4) 0.4404(3) 0.1181(14) Uani d . . . 1 . .
H H8A 0.050206 0.316526 0.376668 0.177 Uiso calc U . R 1 . .
H H8B 0.001272 0.30094 0.488226 0.177 Uiso calc U . R 1 . .
H H8C 0.130209 0.38475 0.468097 0.177 Uiso calc U . R 1 . .
C C12 -0.17834(19) 0.30400(17) 0.36288(17) 0.0682(5) Uani d . . . 1 . .
H H12A -0.162835 0.251 0.326786 0.082 Uiso calc U . R 1 . .
H H12B -0.192142 0.280755 0.434313 0.082 Uiso calc U . R 1 . .
C C11 -0.0153(5) 0.8075(5) 0.4961(5) 0.177(3) Uani d . . . 1 . .
H H11A 0.059339 0.862511 0.518728 0.266 Uiso calc U . R 1 . .
H H11B -0.05305 0.7527 0.549517 0.266 Uiso calc U . R 1 . .
H H11C -0.057523 0.844667 0.480633 0.266 Uiso calc U . R 1 . .
C C10 0.0567(4) 0.8351(3) 0.3167(4) 0.1382(16) Uani d . . . 1 . .
H H10A 0.053352 0.79765 0.253264 0.207 Uiso calc U . R 1 . .
H H10B 0.134254 0.881805 0.337036 0.207 Uiso calc U . R 1 . .
H H10C 0.022546 0.881297 0.307597 0.207 Uiso calc U . R 1 . .
C C9 -0.0067(2) 0.7475(2) 0.3991(3) 0.0973(10) Uani d . . . 1 . .
H H9 -0.083582 0.696624 0.374053 0.117 Uiso calc U . R 1 . .
C C14 0.16582(16) 0.5180(2) 0.26718(14) 0.0631(5) Uani d . . . 1 . .
H H14A 0.199572 0.47368 0.289588 0.076 Uiso calc U . R 1 . .
H H14B 0.10317 0.471085 0.221864 0.076 Uiso calc U . R 1 . .
C C13 0.12126(14) 0.55102(19) 0.36028(12) 0.0599(5) Uani d . . . 1 . .
H H13 0.184272 0.600366 0.405549 0.072 Uiso calc U . R 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C12 . 1.406(3) ?
O1 H1O . 0.87(3) ?
C1 C2 . 1.322(2) ?
C1 C7 . 1.515(2) ?
C1 H1 . 0.93 ?
O2 C14 . 1.426(3) ?
O2 H2O . 0.83(3) ?
C2 C12 . 1.495(3) ?
C2 C3 . 1.530(3) ?
C4 C5 . 1.515(5) ?
C4 C3 . 1.551(4) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C3 C8 . 1.521(4) ?
C3 C13 . 1.544(3) ?
C5 C6 . 1.538(4) ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C6 C9 . 1.534(4) ?
C6 C7 . 1.548(2) ?
C6 H6 . 0.98 ?
C7 C13 . 1.531(2) ?
C7 H7 . 0.98 ?
C8 H8A . 0.96 ?
C8 H8B . 0.96 ?
C8 H8C . 0.96 ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C11 C9 . 1.542(5) ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C10 C9 . 1.514(6) ?
C10 H10A . 0.96 ?
C10 H10B . 0.96 ?
C10 H10C . 0.96 ?
C9 H9 . 0.98 ?
C14 C13 . 1.521(3) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C13 H13 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 O1 H1O . . 109.5 ?
C2 C1 C7 . . 110.50(14) ?
C2 C1 H1 . . 124.7 ?
C7 C1 H1 . . 124.7 ?
C14 O2 H2O . . 104.3(18) ?
C1 C2 C12 . . 128.63(16) ?
C1 C2 C3 . . 109.56(17) ?
C12 C2 C3 . . 121.63(16) ?
C5 C4 C3 . . 113.66(17) ?
C5 C4 H4A . . 108.8 ?
C3 C4 H4A . . 108.8 ?
C5 C4 H4B . . 108.8 ?
C3 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
C8 C3 C2 . . 115.7(3) ?
C8 C3 C13 . . 115.16(19) ?
C2 C3 C13 . . 100.61(13) ?
C8 C3 C4 . . 111.0(2) ?
C2 C3 C4 . . 107.81(17) ?
C13 C3 C4 . . 105.5(2) ?
C4 C5 C6 . . 115.6(2) ?
C4 C5 H5A . . 108.4 ?
C6 C5 H5A . . 108.4 ?
C4 C5 H5B . . 108.4 ?
C6 C5 H5B . . 108.4 ?
H5A C5 H5B . . 107.4 ?
C9 C6 C5 . . 112.6(2) ?
C9 C6 C7 . . 113.1(2) ?
C5 C6 C7 . . 108.8(2) ?
C9 C6 H6 . . 107.4 ?
C5 C6 H6 . . 107.4 ?
C7 C6 H6 . . 107.4 ?
C1 C7 C13 . . 101.15(14) ?
C1 C7 C6 . . 110.29(13) ?
C13 C7 C6 . . 108.89(15) ?
C1 C7 H7 . . 112.0 ?
C13 C7 H7 . . 112.0 ?
C6 C7 H7 . . 112.0 ?
C3 C8 H8A . . 109.5 ?
C3 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C3 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O1 C12 C2 . . 115.62(15) ?
O1 C12 H12A . . 108.4 ?
C2 C12 H12A . . 108.4 ?
O1 C12 H12B . . 108.4 ?
C2 C12 H12B . . 108.4 ?
H12A C12 H12B . . 107.4 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C10 C9 C6 . . 112.8(2) ?
C10 C9 C11 . . 109.0(3) ?
C6 C9 C11 . . 110.8(4) ?
C10 C9 H9 . . 108.0 ?
C6 C9 H9 . . 108.0 ?
C11 C9 H9 . . 108.0 ?
O2 C14 C13 . . 111.94(18) ?
O2 C14 H14A . . 109.2 ?
C13 C14 H14A . . 109.2 ?
O2 C14 H14B . . 109.2 ?
C13 C14 H14B . . 109.2 ?
H14A C14 H14B . . 107.9 ?
C14 C13 C7 . . 112.25(13) ?
C14 C13 C3 . . 114.2(2) ?
C7 C13 C3 . . 100.55(14) ?
C14 C13 H13 . . 109.8 ?
C7 C13 H13 . . 109.8 ?
C3 C13 H13 . . 109.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 C1 C2 C12 . . . . 175.45(17) ?
C7 C1 C2 C3 . . . . 0.41(18) ?
C1 C2 C3 C8 . . . . -150.31(19) ?
C12 C2 C3 C8 . . . . 34.2(3) ?
C1 C2 C3 C13 . . . . -25.5(2) ?
C12 C2 C3 C13 . . . . 159.02(18) ?
C1 C2 C3 C4 . . . . 84.7(2) ?
C12 C2 C3 C4 . . . . -90.7(3) ?
C5 C4 C3 C8 . . . . -177.1(3) ?
C5 C4 C3 C2 . . . . -49.4(3) ?
C5 C4 C3 C13 . . . . 57.5(3) ?
C3 C4 C5 C6 . . . . -41.1(3) ?
C4 C5 C6 C9 . . . . 166.4(2) ?
C4 C5 C6 C7 . . . . 40.3(3) ?
C2 C1 C7 C13 . . . . 25.17(16) ?
C2 C1 C7 C6 . . . . -89.96(19) ?
C9 C6 C7 C1 . . . . -75.5(2) ?
C5 C6 C7 C1 . . . . 50.3(2) ?
C9 C6 C7 C13 . . . . 174.32(18) ?
C5 C6 C7 C13 . . . . -59.8(2) ?
C1 C2 C12 O1 . . . . -10.6(3) ?
C3 C2 C12 O1 . . . . 163.92(17) ?
C5 C6 C9 C10 . . . . 176.7(3) ?
C7 C6 C9 C10 . . . . -59.5(3) ?
C5 C6 C9 C11 . . . . 54.2(3) ?
C7 C6 C9 C11 . . . . 178.0(3) ?
O2 C14 C13 C7 . . . . 65.28(19) ?
O2 C14 C13 C3 . . . . 178.90(13) ?
C1 C7 C13 C14 . . . . 82.83(17) ?
C6 C7 C13 C14 . . . . -161.00(16) ?
C1 C7 C13 C3 . . . . -38.96(16) ?
C6 C7 C13 C3 . . . . 77.20(18) ?
C8 C3 C13 C14 . . . . 43.8(3) ?
C2 C3 C13 C14 . . . . -81.35(19) ?
C4 C3 C13 C14 . . . . 166.63(17) ?
C8 C3 C13 C7 . . . . 164.2(2) ?
C2 C3 C13 C7 . . . . 39.05(19) ?
C4 C3 C13 C7 . . . . -72.98(18) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_LWBH11
_database_code_depnum_ccdc_archive 'CCDC 2127795'
loop_
_audit_author_name
_audit_author_address
'Tao Feng'
;South Central University for Nationalities
China
;
_audit_update_record             
;
2021-12-10 deposited with the CCDC.	2022-01-26 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H7 N O2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         205.23

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   12.488(13)
_cell_length_b                   4.816(6)
_cell_length_c                   16.50(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.81(4)
_cell_angle_gamma                90
_cell_volume                     944.8(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      3.7207
_cell_measurement_theta_max      72.4125
_cell_measurement_temperature    293.(2)

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.432
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.032
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424

_exptl_absorpt_coefficient_mu    2.817
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      293.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Cu Kα'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            12752
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_theta_min         3.72
_diffrn_reflns_theta_max         72.30
_diffrn_reflns_theta_full        72.30
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             1836
_reflns_number_gt                1745
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0923
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_number_reflns         1836
_refine_ls_number_parameters     135
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²+0.1402P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.191
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0311 0.0180 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.17295(3) 0.42890(8) 0.58465(2) 0.05990(17) Uani d . . . 1 . .
H H1 0.3670(18) 0.415(5) 0.4218(15) 0.071(6) Uiso d . . . 1 . .
C C1' 0.20295(10) 0.6484(3) 0.43619(8) 0.0430(3) Uani d . . . 1 . .
O O1 0.46373(12) -0.1426(2) 0.70814(7) 0.0717(4) Uani d . . . 1 . .
O O2 0.35399(10) 0.5132(3) 0.38137(8) 0.0648(3) Uani d . . . 1 . .
H H2 0.485(2) -0.009(5) 0.7392(17) 0.086(7) Uiso d . . . 1 . .
C C2' 0.26201(11) 0.6674(3) 0.37645(8) 0.0482(3) Uani d . . . 1 . .
C C2 0.24081(10) 0.4582(3) 0.50821(8) 0.0430(3) Uani d . . . 1 . .
C C4 0.34790(11) 0.1475(3) 0.59656(8) 0.0480(3) Uani d . . . 1 . .
C C4' 0.13259(14) 1.0146(3) 0.29970(10) 0.0619(4) Uani d . . . 1 . .
H H4' 0.10897 1.136323 0.253921 0.074 Uiso calc U . R 1 . .
N N3 0.32982(8) 0.2992(2) 0.52270(6) 0.0446(3) Uani d . . . 1 . .
C C3' 0.22594(14) 0.8525(3) 0.30849(9) 0.0595(4) Uani d . . . 1 . .
H H3' 0.265241 0.866233 0.269018 0.071 Uiso calc U . R 1 . .
C C5' 0.07327(13) 0.9997(3) 0.35779(10) 0.0608(4) Uani d . . . 1 . .
H H5' 0.01015 1.110311 0.351317 0.073 Uiso calc U . R 1 . .
C C5 0.44769(13) -0.0413(3) 0.62489(10) 0.0557(3) Uani d . . . 1 . .
H H5A 0.437172 -0.196573 0.585801 0.067 Uiso calc U . R 1 . .
H H5B 0.51444 0.058773 0.62332 0.067 Uiso calc U . R 1 . .
C C8 0.27145(14) 0.1908(3) 0.63785(9) 0.0588(4) Uani d . . . 1 . .
H H8 0.272066 0.103524 0.688264 0.071 Uiso calc U . R 1 . .
C C6' 0.10890(11) 0.8183(3) 0.42568(9) 0.0530(3) Uani d . . . 1 . .
H H6' 0.069499 0.809131 0.465183 0.064 Uiso calc U . R 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C8 . 1.714(2) ?
S1 C2 . 1.727(2) ?
C1' C6' . 1.398(2) ?
C1' C2' . 1.403(2) ?
C1' C2 . 1.460(2) ?
O1 C5 . 1.413(2) ?
O1 H2 . 0.82(3) ?
O2 C2' . 1.349(2) ?
O2 H1 . 0.79(2) ?
C2' C3' . 1.395(2) ?
C2 N3 . 1.310(2) ?
C4 C8 . 1.348(2) ?
C4 N3 . 1.379(2) ?
C4 C5 . 1.497(2) ?
C4' C3' . 1.373(3) ?
C4' C5' . 1.381(3) ?
C4' H4' . 0.93 ?
C3' H3' . 0.93 ?
C5' C6' . 1.383(3) ?
C5' H5' . 0.93 ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C8 H8 . 0.93 ?
C6' H6' . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 S1 C2 . . 89.60(10) ?
C6' C1' C2' . . 118.48(13) ?
C6' C1' C2 . . 121.26(13) ?
C2' C1' C2 . . 120.25(13) ?
C5 O1 H2 . . 105.1(18) ?
C2' O2 H1 . . 109.4(16) ?
O2 C2' C3' . . 117.38(14) ?
O2 C2' C1' . . 122.86(13) ?
C3' C2' C1' . . 119.76(14) ?
N3 C2 C1' . . 124.11(12) ?
N3 C2 S1 . . 113.41(11) ?
C1' C2 S1 . . 122.46(11) ?
C8 C4 N3 . . 114.51(14) ?
C8 C4 C5 . . 125.93(14) ?
N3 C4 C5 . . 119.56(13) ?
C3' C4' C5' . . 121.03(15) ?
C3' C4' H4' . . 119.5 ?
C5' C4' H4' . . 119.5 ?
C2 N3 C4 . . 111.81(12) ?
C4' C3' C2' . . 120.21(15) ?
C4' C3' H3' . . 119.9 ?
C2' C3' H3' . . 119.9 ?
C4' C5' C6' . . 119.15(15) ?
C4' C5' H5' . . 120.4 ?
C6' C5' H5' . . 120.4 ?
O1 C5 C4 . . 111.73(14) ?
O1 C5 H5A . . 109.3 ?
C4 C5 H5A . . 109.3 ?
O1 C5 H5B . . 109.3 ?
C4 C5 H5B . . 109.3 ?
H5A C5 H5B . . 107.9 ?
C4 C8 S1 . . 110.68(12) ?
C4 C8 H8 . . 124.7 ?
S1 C8 H8 . . 124.7 ?
C5' C6' C1' . . 121.36(15) ?
C5' C6' H6' . . 119.3 ?
C1' C6' H6' . . 119.3 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6' C1' C2' O2 . . . . 179.67(12) ?
C2 C1' C2' O2 . . . . 0.71(19) ?
C6' C1' C2' C3' . . . . -0.19(19) ?
C2 C1' C2' C3' . . . . -179.14(12) ?
C6' C1' C2 N3 . . . . -178.17(11) ?
C2' C1' C2 N3 . . . . 0.75(18) ?
C6' C1' C2 S1 . . . . 0.14(16) ?
C2' C1' C2 S1 . . . . 179.06(9) ?
C8 S1 C2 N3 . . . . 0.21(10) ?
C8 S1 C2 C1' . . . . -178.27(11) ?
C1' C2 N3 C4 . . . . 178.04(11) ?
S1 C2 N3 C4 . . . . -0.41(13) ?
C8 C4 N3 C2 . . . . 0.46(16) ?
C5 C4 N3 C2 . . . . -178.46(11) ?
C5' C4' C3' C2' . . . . 0.5(2) ?
O2 C2' C3' C4' . . . . 179.75(14) ?
C1' C2' C3' C4' . . . . -0.4(2) ?
C3' C4' C5' C6' . . . . 0.0(2) ?
C8 C4 C5 O1 . . . . -8.8(2) ?
N3 C4 C5 O1 . . . . 169.94(11) ?
N3 C4 C8 S1 . . . . -0.29(15) ?
C5 C4 C8 S1 . . . . 178.54(11) ?
C2 S1 C8 C4 . . . . 0.05(11) ?
C4' C5' C6' C1' . . . . -0.6(2) ?
C2' C1' C6' C5' . . . . 0.7(2) ?
C2 C1' C6' C5' . . . . 179.63(12) ?

