# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_3fa
_database_code_depnum_ccdc_archive 'CCDC 2013515'
loop_
_audit_author_name
_audit_author_address
'Jian-Wu Xie'
;Zhejiang Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2022-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4.60 H3.40 Cl0 N0.60 O0.30 S0.20'
_chemical_formula_sum            'C4.60 H3.40 Cl0 N0.60 O0.30 S0.20'
_chemical_formula_weight         78.29

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.2300(9)
_cell_length_b                   6.6999(4)
_cell_length_c                   19.3383(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.587(3)
_cell_angle_gamma                90.00
_cell_volume                     2079.3(2)
_cell_formula_units_Z            20
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9818
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      26.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          .31
_exptl_crystal_size_mid          .27
_exptl_crystal_size_min          .13
_exptl_crystal_density_meas      1.19
_exptl_crystal_density_diffrn    1.19
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            67116
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         27.56
_reflns_number_total             4800
_reflns_number_gt                3938
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1301P)²+2.4426P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    .
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4800
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0811
_refine_ls_wR_factor_ref         0.2644
_refine_ls_wR_factor_gt          0.2446
_refine_ls_goodness_of_fit_ref   1.195
_refine_ls_restrained_S_all      1.195
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.49199(5) 0.87911(14) 0.13738(4) 0.0454(3) Uani 1 1 d . . .
N1 N 0.60192(16) 0.6427(4) 0.21677(14) 0.0384(6) Uani 1 1 d . . .
O1 O 0.34752(13) 0.7767(4) 0.24112(13) 0.0443(6) Uani 1 1 d . . .
C1 C 0.62958(18) 0.5516(5) 0.27964(17) 0.0368(7) Uani 1 1 d . . .
N2 N 0.21516(15) 0.7251(5) 0.20199(15) 0.0432(7) Uani 1 1 d . . .
H2B H 0.2244 0.6459 0.2295 0.065 Uiso 1 1 calc R . .
C2 C 0.6992(2) 0.4229(6) 0.2847(2) 0.0478(8) Uani 1 1 d . . .
H2A H 0.7263 0.4042 0.2461 0.057 Uiso 1 1 calc R . .
N3 N 0.1337(2) 1.0568(7) 0.07786(18) 0.0672(10) Uani 1 1 d . . .
C3 C 0.7270(2) 0.3255(7) 0.3458(2) 0.0565(10) Uani 1 1 d . . .
H3A H 0.7731 0.2421 0.3485 0.068 Uiso 1 1 calc R . .
C4 C 0.6867(3) 0.3498(7) 0.4046(2) 0.0620(11) Uani 1 1 d . . .
H4A H 0.7057 0.2805 0.4456 0.074 Uiso 1 1 calc R . .
C5 C 0.6199(2) 0.4750(7) 0.4020(2) 0.0561(10) Uani 1 1 d . . .
H5A H 0.5942 0.4926 0.4415 0.067 Uiso 1 1 calc R . .
C6 C 0.58963(19) 0.5778(5) 0.33938(17) 0.0401(7) Uani 1 1 d . . .
C7 C 0.51906(19) 0.7055(6) 0.33375(17) 0.0415(7) Uani 1 1 d . . .
H7A H 0.4917 0.7278 0.3720 0.050 Uiso 1 1 calc R . .
C8 C 0.49231(18) 0.7944(5) 0.27135(16) 0.0342(6) Uani 1 1 d . . .
C9 C 0.53650(18) 0.7570(5) 0.21499(16) 0.0353(6) Uani 1 1 d . . .
C10 C 0.41596(18) 0.9186(5) 0.25234(16) 0.0350(6) Uani 1 1 d . . .
H10A H 0.4089 1.0087 0.2910 0.042 Uiso 1 1 calc R . .
C11 C 0.42777(18) 1.0407(4) 0.18671(16) 0.0343(6) Uani 1 1 d . . .
C12 C 0.34692(18) 1.0930(5) 0.14160(16) 0.0343(6) Uani 1 1 d . . .
C13 C 0.27722(17) 0.9955(5) 0.15190(15) 0.0346(6) Uani 1 1 d . . .
C14 C 0.27604(19) 0.8261(5) 0.20091(17) 0.0399(7) Uani 1 1 d . . .
C15 C 0.4772(2) 1.2284(6) 0.2122(2) 0.0548(9) Uani 1 1 d . . .
H15A H 0.4441 1.3114 0.2377 0.082 Uiso 1 1 calc R . .
H15B H 0.4912 1.3008 0.1727 0.082 Uiso 1 1 calc R . .
H15C H 0.5274 1.1905 0.2421 0.082 Uiso 1 1 calc R . .
C16 C 0.34515(19) 1.2529(5) 0.08842(16) 0.0365(7) Uani 1 1 d . . .
C17 C 0.2888(2) 1.4103(5) 0.0872(2) 0.0472(8) Uani 1 1 d . . .
H17A H 0.2525 1.4152 0.1201 0.057 Uiso 1 1 calc R . .
C18 C 0.2865(3) 1.5595(6) 0.0374(2) 0.0544(9) Uani 1 1 d . . .
H18A H 0.2491 1.6644 0.0378 0.065 Uiso 1 1 calc R . .
C19 C 0.3389(3) 1.5555(6) -0.0131(2) 0.0504(8) Uani 1 1 d . . .
C20 C 0.3935(3) 1.3992(6) -0.0124(2) 0.0519(9) Uani 1 1 d . . .
H20A H 0.4286 1.3934 -0.0463 0.062 Uiso 1 1 calc R . .
C21 C 0.3977(2) 1.2495(6) 0.0375(2) 0.0463(8) Uani 1 1 d . . .
H21A H 0.4359 1.1461 0.0371 0.056 Uiso 1 1 calc R . .
C22 C 0.1973(2) 1.0329(6) 0.11029(17) 0.0444(8) Uani 1 1 d . . .
C23 C 0.3354(4) 1.7152(8) -0.0680(3) 0.0816(15) Uani 1 1 d . . .
H23A H 0.3757 1.6868 -0.0983 0.122 Uiso 1 1 calc R . .
H23B H 0.3476 1.8423 -0.0460 0.122 Uiso 1 1 calc R . .
H23C H 0.2807 1.7185 -0.0949 0.122 Uiso 1 1 calc R . .
OW O 0.4506(5) 1.1148(11) 0.4503(6) 0.106(3) Uani 0.50 1 d P . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C9 1.767(3) . ?
S1 C11 1.861(3) . ?
N1 C9 1.305(4) . ?
N1 C1 1.375(4) . ?
O1 C14 1.338(4) . ?
O1 C10 1.453(4) . ?
C1 C2 1.413(4) . ?
C1 C6 1.418(4) . ?
N2 C14 1.200(4) . ?
C2 C3 1.366(6) . ?
N3 C22 1.135(5) . ?
C3 C4 1.402(6) . ?
C4 C5 1.366(6) . ?
C5 C6 1.416(5) . ?
C6 C7 1.421(4) . ?
C7 C8 1.358(5) . ?
C8 C9 1.414(4) . ?
C8 C10 1.492(4) . ?
C10 C11 1.546(4) . ?
C11 C12 1.505(4) . ?
C11 C15 1.533(4) . ?
C12 C13 1.347(4) . ?
C12 C16 1.482(4) . ?
C13 C22 1.443(4) . ?
C13 C14 1.481(5) . ?
C16 C17 1.394(5) . ?
C16 C21 1.396(4) . ?
C17 C18 1.385(5) . ?
C18 C19 1.386(6) . ?
C19 C20 1.371(6) . ?
C19 C23 1.504(6) . ?
C20 C21 1.387(5) . ?

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
C9 S1 C11 91.33(14) . . ?
C9 N1 C1 116.1(3) . . ?
C14 O1 C10 120.1(3) . . ?
N1 C1 C2 119.0(3) . . ?
N1 C1 C6 122.5(3) . . ?
C2 C1 C6 118.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C2 C3 C4 120.8(3) . . ?
C5 C4 C3 120.3(4) . . ?
C4 C5 C6 120.1(4) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 C7 122.1(3) . . ?
C1 C6 C7 118.3(3) . . ?
C8 C7 C6 118.6(3) . . ?
C7 C8 C9 118.4(3) . . ?
C7 C8 C10 127.4(3) . . ?
C9 C8 C10 114.0(3) . . ?
N1 C9 C8 126.0(3) . . ?
N1 C9 S1 121.5(2) . . ?
C8 C9 S1 112.5(2) . . ?
O1 C10 C8 105.1(2) . . ?
O1 C10 C11 114.1(2) . . ?
C8 C10 C11 107.3(2) . . ?
C12 C11 C15 111.4(3) . . ?
C12 C11 C10 113.3(2) . . ?
C15 C11 C10 107.1(3) . . ?
C12 C11 S1 110.2(2) . . ?
C15 C11 S1 109.6(2) . . ?
C10 C11 S1 105.1(2) . . ?
C13 C12 C16 121.6(3) . . ?
C13 C12 C11 118.7(3) . . ?
C16 C12 C11 119.7(3) . . ?
C12 C13 C22 122.6(3) . . ?
C12 C13 C14 123.9(3) . . ?
C22 C13 C14 113.2(3) . . ?
N2 C14 O1 119.7(3) . . ?
N2 C14 C13 122.2(3) . . ?
O1 C14 C13 117.9(3) . . ?
C17 C16 C21 118.0(3) . . ?
C17 C16 C12 120.2(3) . . ?
C21 C16 C12 121.8(3) . . ?
C18 C17 C16 120.5(3) . . ?
C17 C18 C19 121.3(4) . . ?
C20 C19 C18 118.2(3) . . ?
C20 C19 C23 120.4(4) . . ?
C18 C19 C23 121.4(4) . . ?
C19 C20 C21 121.5(3) . . ?
C20 C21 C16 120.5(3) . . ?
N3 C22 C13 178.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.415
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_3ia
_database_code_depnum_ccdc_archive 'CCDC 2013516'
loop_
_audit_author_name
_audit_author_address
'Jian-Wu Xie'
;Zhejiang Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2022-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3.60 H2.80 N0.40 O0.40 S0.20'
_chemical_formula_sum            'C3.60 H2.80 N0.40 O0.40 S0.20'
_chemical_formula_weight         64.47

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pccn

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   26.8368(6)
_cell_length_b                   8.8018(2)
_cell_length_c                   12.9450(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3057.77(12)
_cell_formula_units_Z            40
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9067
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      26.67

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .36
_exptl_crystal_size_mid          .23
_exptl_crystal_size_min          .11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            94617
_diffrn_reflns_av_R_equivalents  0.1036
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.43
_reflns_number_total             3494
_reflns_number_gt                2909
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0288P)²+1.7252P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0060(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3494
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1079
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.654023(16) 0.21482(6) 0.23473(4) 0.05051(17) Uani 1 1 d . . .
O2 O 0.61210(5) 0.16119(16) -0.05804(9) 0.0494(3) Uani 1 1 d . . .
C4 C 0.69627(6) 0.11258(19) 0.15781(13) 0.0380(4) Uani 1 1 d . . .
C1 C 0.60716(6) 0.2218(2) 0.12935(14) 0.0408(4) Uani 1 1 d . . .
C13 C 0.56879(6) -0.00765(19) 0.05702(12) 0.0354(3) Uani 1 1 d . . .
N1 N 0.73390(5) 0.03925(18) 0.19844(11) 0.0430(3) Uani 1 1 d . . .
C12 C 0.57508(6) 0.08196(19) 0.13990(12) 0.0359(4) Uani 1 1 d . . .
C11 C 0.71673(6) 0.05804(19) -0.01736(13) 0.0406(4) Uani 1 1 d . . .
H11A H 0.7112 0.0663 -0.0880 0.049 Uiso 1 1 calc R . .
C5 C 0.76508(6) -0.03218(19) 0.12906(14) 0.0401(4) Uani 1 1 d . . .
C2 C 0.63900(6) 0.2168(2) 0.03045(14) 0.0423(4) Uani 1 1 d . . .
H2A H 0.6497 0.3208 0.0151 0.051 Uiso 1 1 calc R . .
O1 O 0.57370(6) -0.0376(2) -0.12330(11) 0.0686(4) Uani 1 1 d . . .
C10 C 0.75838(6) -0.02327(19) 0.02093(13) 0.0389(4) Uani 1 1 d . . .
C18 C 0.53903(7) -0.1435(2) 0.06100(15) 0.0453(4) Uani 1 1 d . . .
C3 C 0.68507(6) 0.12364(19) 0.05129(13) 0.0366(4) Uani 1 1 d . . .
C14 C 0.58544(7) 0.0328(2) -0.04792(13) 0.0427(4) Uani 1 1 d . . .
C7 C 0.83706(7) -0.1905(2) 0.10300(19) 0.0584(5) Uani 1 1 d . . .
H7A H 0.8631 -0.2481 0.1299 0.070 Uiso 1 1 calc R . .
C16 C 0.54938(7) 0.0533(3) 0.24130(14) 0.0529(5) Uani 1 1 d . . .
H16A H 0.5141 0.0386 0.2284 0.064 Uiso 1 1 calc R . .
H16B H 0.5529 0.1429 0.2843 0.064 Uiso 1 1 calc R . .
C9 C 0.79285(7) -0.0977(2) -0.04451(16) 0.0499(5) Uani 1 1 d . . .
H9A H 0.7893 -0.0909 -0.1158 0.060 Uiso 1 1 calc R . .
C6 C 0.80512(7) -0.1180(2) 0.16859(17) 0.0525(5) Uani 1 1 d . . .
H6A H 0.8098 -0.1252 0.2396 0.063 Uiso 1 1 calc R . .
C8 C 0.83123(8) -0.1795(2) -0.00360(19) 0.0572(5) Uani 1 1 d . . .
H8A H 0.8537 -0.2282 -0.0472 0.069 Uiso 1 1 calc R . .
N2 N 0.51608(7) -0.2521(2) 0.06388(17) 0.0698(5) Uani 1 1 d . . .
C15 C 0.57525(8) 0.3658(2) 0.1362(2) 0.0619(6) Uani 1 1 d . . .
H15A H 0.5516 0.3667 0.0806 0.093 Uiso 1 1 calc R . .
H15B H 0.5963 0.4537 0.1313 0.093 Uiso 1 1 calc R . .
H15C H 0.5578 0.3673 0.2010 0.093 Uiso 1 1 calc R . .
C17 C 0.56905(10) -0.0832(3) 0.30039(18) 0.0813(8) Uani 1 1 d . . .
H17A H 0.5508 -0.0943 0.3637 0.122 Uiso 1 1 calc R . .
H17B H 0.6037 -0.0685 0.3156 0.122 Uiso 1 1 calc R . .
H17C H 0.5650 -0.1731 0.2592 0.122 Uiso 1 1 calc R . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.7569(16) . ?
S1 C1 1.8564(18) . ?
O2 C14 1.344(2) . ?
O2 C2 1.440(2) . ?
C4 N1 1.309(2) . ?
C4 C3 1.415(2) . ?
C1 C12 1.509(2) . ?
C1 C15 1.532(2) . ?
C1 C2 1.540(2) . ?
C13 C12 1.342(2) . ?
C13 C18 1.439(2) . ?
C13 C14 1.474(2) . ?
N1 C5 1.379(2) . ?
C12 C16 1.504(2) . ?
C11 C3 1.358(2) . ?
C11 C10 1.417(2) . ?
C5 C6 1.410(3) . ?
C5 C10 1.413(3) . ?
C2 C3 1.508(2) . ?
O1 C14 1.198(2) . ?
C10 C9 1.415(2) . ?
C18 N2 1.138(3) . ?
C7 C6 1.365(3) . ?
C7 C8 1.392(3) . ?
C16 C17 1.519(3) . ?
C9 C8 1.364(3) . ?

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
C4 S1 C1 92.16(8) . . ?
C14 O2 C2 118.37(13) . . ?
N1 C4 C3 126.12(15) . . ?
N1 C4 S1 121.51(13) . . ?
C3 C4 S1 112.34(12) . . ?
C12 C1 C15 110.54(14) . . ?
C12 C1 C2 111.61(14) . . ?
C15 C1 C2 112.46(16) . . ?
C12 C1 S1 107.03(12) . . ?
C15 C1 S1 111.34(13) . . ?
C2 C1 S1 103.53(11) . . ?
C12 C13 C18 121.96(16) . . ?
C12 C13 C14 123.84(16) . . ?
C18 C13 C14 113.71(15) . . ?
C4 N1 C5 115.54(15) . . ?
C13 C12 C16 122.79(16) . . ?
C13 C12 C1 118.61(15) . . ?
C16 C12 C1 118.52(15) . . ?
C3 C11 C10 118.64(16) . . ?
N1 C5 C6 118.05(17) . . ?
N1 C5 C10 122.86(16) . . ?
C6 C5 C10 119.09(16) . . ?
O2 C2 C3 111.64(14) . . ?
O2 C2 C1 113.14(13) . . ?
C3 C2 C1 108.79(14) . . ?
C5 C10 C9 118.95(17) . . ?
C5 C10 C11 118.35(15) . . ?
C9 C10 C11 122.70(17) . . ?
N2 C18 C13 179.0(2) . . ?
C11 C3 C4 118.40(15) . . ?
C11 C3 C2 128.83(16) . . ?
C4 C3 C2 112.70(14) . . ?
O1 C14 O2 119.72(17) . . ?
O1 C14 C13 123.09(18) . . ?
O2 C14 C13 117.02(15) . . ?
C6 C7 C8 120.9(2) . . ?
C12 C16 C17 114.36(17) . . ?
C8 C9 C10 120.38(19) . . ?
C7 C6 C5 120.2(2) . . ?
C9 C8 C7 120.43(18) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041
####################################################################### 
# 
# 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_5'ce
_database_code_depnum_ccdc_archive 'CCDC 2013519'
loop_
_audit_author_name
_audit_author_address
'Jian-Wu Xie'
;Zhejiang Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2022-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3.58 H3.58 N0.21 O0.42 S0.21'
_chemical_formula_sum            'C3.58 H3.58 N0.21 O0.42 S0.21'
_chemical_formula_weight         63.03

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.5624(3)
_cell_length_b                   11.3761(2)
_cell_length_c                   10.3690(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.5230(10)
_cell_angle_gamma                90.00
_cell_volume                     1461.42(5)
_cell_formula_units_Z            19
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9943
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      27.41

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .42
_exptl_crystal_size_mid          .32
_exptl_crystal_size_min          .22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            51602
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_sigmaI/netI    0.0177
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.64
_diffrn_reflns_theta_max         27.51
_reflns_number_total             3356
_reflns_number_gt                2808
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0654P)²+0.9389P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3356
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1209
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.28521(4) 0.24845(4) 0.22946(5) 0.03691(17) Uani 1 1 d . . .
O2 O 0.17969(11) 0.04374(12) -0.00440(12) 0.0389(3) Uani 1 1 d . . .
H2A H 0.1240 0.0052 -0.0216 0.058 Uiso 1 1 calc R . .
N1 N 0.11349(12) 0.24112(12) 0.35487(15) 0.0299(3) Uani 1 1 d . . .
C2 C 0.22138(14) 0.03346(15) 0.13076(16) 0.0299(4) Uani 1 1 d . . .
H2B H 0.2369 -0.0497 0.1499 0.036 Uiso 1 1 calc R . .
C4 C 0.05283(14) 0.01990(15) 0.24189(17) 0.0323(4) Uani 1 1 d . . .
H4A H 0.0333 -0.0530 0.2047 0.039 Uiso 1 1 calc R . .
C10 C 0.02123(13) 0.18532(15) 0.37987(16) 0.0284(4) Uani 1 1 d . . .
C11 C 0.16833(14) 0.18608(15) 0.27602(17) 0.0288(4) Uani 1 1 d . . .
C8 C -0.13367(14) 0.18878(16) 0.49297(18) 0.0335(4) Uani 1 1 d . . .
C5 C -0.01165(13) 0.07430(15) 0.32474(17) 0.0302(4) Uani 1 1 d . . .
C6 C -0.10628(15) 0.02228(17) 0.3559(2) 0.0373(4) Uani 1 1 d . . .
H6A H -0.1289 -0.0504 0.3204 0.045 Uiso 1 1 calc R . .
C3 C 0.14323(14) 0.07474(15) 0.21704(16) 0.0290(4) Uani 1 1 d . . .
C9 C -0.04113(15) 0.24029(15) 0.46393(18) 0.0320(4) Uani 1 1 d . . .
H9A H -0.0194 0.3128 0.5005 0.038 Uiso 1 1 calc R . .
C1 C 0.32748(14) 0.10394(15) 0.17310(16) 0.0292(4) Uani 1 1 d . . .
C7 C -0.16498(15) 0.07765(17) 0.4377(2) 0.0381(4) Uani 1 1 d . . .
H7A H -0.2268 0.0416 0.4574 0.046 Uiso 1 1 calc R . .
C12 C 0.39432(16) 0.11843(18) 0.06326(17) 0.0375(4) Uani 1 1 d . . .
H12A H 0.4052 0.0417 0.0268 0.045 Uiso 1 1 calc R . .
H12B H 0.3538 0.1659 -0.0057 0.045 Uiso 1 1 calc R . .
C16 C 0.39680(15) 0.04829(19) 0.29250(18) 0.0376(4) Uani 1 1 d . . .
O1 O 0.36397(14) -0.03254(18) 0.34894(18) 0.0687(6) Uani 1 1 d . . .
C17 C -0.19989(18) 0.24775(19) 0.5821(2) 0.0472(5) Uani 1 1 d . . .
H17A H -0.1676 0.3218 0.6107 0.071 Uiso 1 1 calc R . .
H17B H -0.2027 0.1985 0.6567 0.071 Uiso 1 1 calc R . .
H17C H -0.2717 0.2607 0.5360 0.071 Uiso 1 1 calc R . .
C15 C 0.50734(17) 0.0998(2) 0.3346(2) 0.0521(6) Uani 1 1 d . . .
H15A H 0.5475 0.0507 0.4022 0.062 Uiso 1 1 calc R . .
H15B H 0.5005 0.1773 0.3715 0.062 Uiso 1 1 calc R . .
C13 C 0.50388(17) 0.1755(2) 0.1076(2) 0.0495(5) Uani 1 1 d . . .
H13A H 0.5436 0.1774 0.0349 0.059 Uiso 1 1 calc R . .
H13B H 0.4935 0.2559 0.1339 0.059 Uiso 1 1 calc R . .
C14 C 0.56927(18) 0.1096(3) 0.2207(2) 0.0602(7) Uani 1 1 d . . .
H14A H 0.6369 0.1504 0.2492 0.072 Uiso 1 1 calc R . .
H14B H 0.5859 0.0314 0.1922 0.072 Uiso 1 1 calc R . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.7684(17) . ?
S1 C1 1.8518(17) . ?
O2 C2 1.418(2) . ?
N1 C11 1.312(2) . ?
N1 C10 1.383(2) . ?
C2 C3 1.509(2) . ?
C2 C1 1.555(2) . ?
C4 C3 1.357(2) . ?
C4 C5 1.417(2) . ?
C10 C9 1.411(2) . ?
C10 C5 1.419(2) . ?
C11 C3 1.419(2) . ?
C8 C9 1.379(2) . ?
C8 C7 1.417(3) . ?
C8 C17 1.500(3) . ?
C5 C6 1.412(2) . ?
C6 C7 1.366(3) . ?
C1 C16 1.528(2) . ?
C1 C12 1.532(2) . ?
C12 C13 1.522(3) . ?
C16 O1 1.199(3) . ?
C16 C15 1.504(3) . ?
C15 C14 1.522(3) . ?
C13 C14 1.515(3) . ?

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
C11 S1 C1 91.39(8) . . ?
C11 N1 C10 116.13(14) . . ?
O2 C2 C3 112.98(14) . . ?
O2 C2 C1 113.32(14) . . ?
C3 C2 C1 106.48(13) . . ?
C3 C4 C5 119.64(16) . . ?
N1 C10 C9 118.72(15) . . ?
N1 C10 C5 122.00(15) . . ?
C9 C10 C5 119.27(15) . . ?
N1 C11 C3 126.32(16) . . ?
N1 C11 S1 121.59(13) . . ?
C3 C11 S1 112.08(13) . . ?
C9 C8 C7 118.59(17) . . ?
C9 C8 C17 121.19(18) . . ?
C7 C8 C17 120.22(17) . . ?
C6 C5 C4 122.89(16) . . ?
C6 C5 C10 118.72(16) . . ?
C4 C5 C10 118.39(15) . . ?
C7 C6 C5 120.67(17) . . ?
C4 C3 C11 117.50(16) . . ?
C4 C3 C2 128.07(15) . . ?
C11 C3 C2 114.42(15) . . ?
C8 C9 C10 121.39(16) . . ?
C16 C1 C12 109.75(14) . . ?
C16 C1 C2 111.23(14) . . ?
C12 C1 C2 113.29(14) . . ?
C16 C1 S1 105.48(12) . . ?
C12 C1 S1 111.11(12) . . ?
C2 C1 S1 105.65(11) . . ?
C6 C7 C8 121.36(17) . . ?
C13 C12 C1 113.64(15) . . ?
O1 C16 C15 122.20(18) . . ?
O1 C16 C1 121.14(18) . . ?
C15 C16 C1 116.66(17) . . ?
C16 C15 C14 111.67(18) . . ?
C14 C13 C12 111.71(19) . . ?
C13 C14 C15 110.83(19) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.059
####################################################################### 
# 
# 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_5ca
_database_code_depnum_ccdc_archive 'CCDC 2013518'
loop_
_audit_author_name
_audit_author_address
'Jian-Wu Xie'
;Zhejiang Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2022-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3.56 H3.33 N0.22 O0.44 S0.22'
_chemical_formula_sum            'C3.56 H3.33 N0.22 O0.44 S0.22'
_chemical_formula_weight         63.41

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.5115(13)
_cell_length_b                   10.484(2)
_cell_length_c                   20.277(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.411(11)
_cell_angle_gamma                90.00
_cell_volume                     1380.1(5)
_cell_formula_units_Z            18
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7632
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      23.34

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .32
_exptl_crystal_size_mid          .21
_exptl_crystal_size_min          .16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            44448
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         27.28
_reflns_number_total             3095
_reflns_number_gt                2544
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0431P)²+0.4978P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0206(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3095
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.83189(8) 0.60095(4) 0.05322(3) 0.04557(17) Uani 1 1 d . . .
N1 N 1.1776(2) 0.60488(14) 0.13549(8) 0.0425(4) Uani 1 1 d . . .
O2 O 0.73842(19) 0.97166(12) 0.08530(6) 0.0424(3) Uani 1 1 d . . .
H2A H 0.8246 0.9991 0.0615 0.064 Uiso 1 1 calc R . .
O1 O 1.01561(19) 0.87142(12) -0.00903(7) 0.0430(3) Uani 1 1 d . . .
C2 C 0.7645(3) 0.83925(17) 0.09347(9) 0.0360(4) Uani 1 1 d . . .
H2B H 0.6591 0.8115 0.1224 0.043 Uiso 1 1 calc R . .
C3 C 0.9681(3) 0.79721(17) 0.12650(8) 0.0349(4) Uani 1 1 d . . .
C16 C 0.8686(2) 0.80306(16) -0.02365(9) 0.0342(4) Uani 1 1 d . . .
C1 C 0.7293(2) 0.76064(16) 0.02932(9) 0.0343(4) Uani 1 1 d . . .
C4 C 1.1017(3) 0.86272(18) 0.16834(9) 0.0402(4) Uani 1 1 d . . .
H4A H 1.0756 0.9472 0.1790 0.048 Uiso 1 1 calc R . .
C5 C 1.2827(3) 0.80011(19) 0.19568(9) 0.0419(4) Uani 1 1 d . . .
C11 C 1.0164(3) 0.66898(17) 0.11141(9) 0.0362(4) Uani 1 1 d . . .
C12 C 0.5022(3) 0.7560(2) 0.00330(10) 0.0472(5) Uani 1 1 d . . .
H12A H 0.4262 0.7074 0.0340 0.057 Uiso 1 1 calc R . .
H12B H 0.4476 0.8421 0.0020 0.057 Uiso 1 1 calc R . .
C9 C 1.4913(3) 0.6074(2) 0.20580(11) 0.0543(5) Uani 1 1 d . . .
H9A H 1.5135 0.5227 0.1948 0.065 Uiso 1 1 calc R . .
C10 C 1.3124(3) 0.67081(19) 0.17879(9) 0.0412(4) Uani 1 1 d . . .
C15 C 0.8198(3) 0.7553(2) -0.09283(10) 0.0493(5) Uani 1 1 d . . .
H15A H 0.8627 0.6670 -0.0955 0.059 Uiso 1 1 calc R . .
H15B H 0.8972 0.8046 -0.1230 0.059 Uiso 1 1 calc R . .
C14 C 0.5910(3) 0.7652(2) -0.11425(11) 0.0593(6) Uani 1 1 d . . .
H14A H 0.5508 0.8542 -0.1170 0.071 Uiso 1 1 calc R . .
H14B H 0.5641 0.7273 -0.1577 0.071 Uiso 1 1 calc R . .
C6 C 1.4319(3) 0.8612(2) 0.23909(10) 0.0530(5) Uani 1 1 d . . .
H6A H 1.4136 0.9461 0.2507 0.064 Uiso 1 1 calc R . .
C7 C 1.6026(3) 0.7968(3) 0.26416(11) 0.0613(6) Uani 1 1 d . . .
H7A H 1.7004 0.8383 0.2923 0.074 Uiso 1 1 calc R . .
C8 C 1.6314(3) 0.6693(3) 0.24780(11) 0.0613(6) Uani 1 1 d . . .
H8A H 1.7473 0.6259 0.2657 0.074 Uiso 1 1 calc R . .
C13 C 0.4659(3) 0.6971(2) -0.06514(12) 0.0595(6) Uani 1 1 d . . .
H13A H 0.5042 0.6077 -0.0632 0.071 Uiso 1 1 calc R . .
H13B H 0.3207 0.7025 -0.0797 0.071 Uiso 1 1 calc R . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.7683(19) . ?
S1 C1 1.8532(18) . ?
N1 C11 1.308(2) . ?
N1 C10 1.379(3) . ?
O2 C2 1.407(2) . ?
O1 C16 1.214(2) . ?
C2 C3 1.505(2) . ?
C2 C1 1.542(3) . ?
C3 C4 1.354(3) . ?
C3 C11 1.419(2) . ?
C16 C15 1.500(3) . ?
C16 C1 1.525(2) . ?
C1 C12 1.532(2) . ?
C4 C5 1.423(3) . ?
C5 C6 1.414(3) . ?
C5 C10 1.415(3) . ?
C12 C13 1.521(3) . ?
C9 C8 1.363(3) . ?
C9 C10 1.414(3) . ?
C15 C14 1.523(3) . ?
C14 C13 1.513(3) . ?
C6 C7 1.366(3) . ?
C7 C8 1.393(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
C11 S1 C1 91.31(8) . . ?
C11 N1 C10 115.68(16) . . ?
O2 C2 C3 115.82(15) . . ?
O2 C2 C1 114.79(14) . . ?
C3 C2 C1 106.71(14) . . ?
C4 C3 C11 118.24(16) . . ?
C4 C3 C2 129.18(17) . . ?
C11 C3 C2 112.56(15) . . ?
O1 C16 C15 122.11(16) . . ?
O1 C16 C1 120.05(16) . . ?
C15 C16 C1 117.82(15) . . ?
C16 C1 C12 112.18(15) . . ?
C16 C1 C2 112.37(14) . . ?
C12 C1 C2 112.60(14) . . ?
C16 C1 S1 103.04(11) . . ?
C12 C1 S1 112.35(13) . . ?
C2 C1 S1 103.59(12) . . ?
C3 C4 C5 118.86(17) . . ?
C6 C5 C10 118.99(18) . . ?
C6 C5 C4 122.84(19) . . ?
C10 C5 C4 118.17(17) . . ?
N1 C11 C3 126.20(17) . . ?
N1 C11 S1 121.74(14) . . ?
C3 C11 S1 112.05(13) . . ?
C13 C12 C1 113.92(16) . . ?
C8 C9 C10 120.7(2) . . ?
N1 C10 C9 118.45(19) . . ?
N1 C10 C5 122.81(16) . . ?
C9 C10 C5 118.71(19) . . ?
C16 C15 C14 112.11(16) . . ?
C13 C14 C15 110.17(19) . . ?
C7 C6 C5 120.6(2) . . ?
C6 C7 C8 120.4(2) . . ?
C9 C8 C7 120.6(2) . . ?
C14 C13 C12 110.80(18) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.28
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.047
####################################################################### 
# 
# 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_3ka
_database_code_depnum_ccdc_archive 'CCDC 2013517'
loop_
_audit_author_name
_audit_author_address
'Jian-Wu Xie'
;Zhejiang Normal University
China
;
_audit_update_record             
;
2020-07-02 deposited with the CCDC.	2022-02-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3.43 H2.29 N0.29 O0.71 S0.14'
_chemical_formula_sum            'C3.43 H2.29 N0.29 O0.71 S0.14'
_chemical_formula_weight         63.49

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.2185(6)
_cell_length_b                   15.6692(11)
_cell_length_c                   16.9546(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.798(4)
_cell_angle_gamma                90.00
_cell_volume                     2180.8(3)
_cell_formula_units_Z            28
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      26.18

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .26
_exptl_crystal_size_min          .18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            71857
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         27.45
_reflns_number_total             4967
_reflns_number_gt                3985
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1836P)²+3.0278P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4967
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0899
_refine_ls_wR_factor_ref         0.3095
_refine_ls_wR_factor_gt          0.2813
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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 0.26598(11) 0.78995(6) 0.05020(6) 0.0424(3) Uani 1 1 d . . .
O1 O 0.4716(3) 0.60830(15) 0.07326(14) 0.0386(6) Uani 1 1 d . . .
N1 N 0.4756(4) 0.8720(2) 0.14987(18) 0.0424(7) Uani 1 1 d . . .
C1 C 0.3651(4) 0.7196(2) -0.02090(19) 0.0326(7) Uani 1 1 d . . .
C2 C 0.5131(4) 0.6813(2) 0.0246(2) 0.0336(7) Uani 1 1 d . . .
H2A H 0.5966 0.6652 -0.0120 0.040 Uiso 1 1 calc R . .
O2 O -0.2816(4) 0.7904(2) -0.2362(2) 0.0609(9) Uani 1 1 d . . .
N2 N 0.0980(4) 0.4431(2) -0.0804(2) 0.0505(8) Uani 1 1 d . . .
O3 O 0.3598(3) 0.48119(17) 0.07564(16) 0.0461(7) Uani 1 1 d . . .
C3 C 0.5771(4) 0.7489(2) 0.0802(2) 0.0356(7) Uani 1 1 d . . .
C4 C 0.4544(4) 0.8087(2) 0.1010(2) 0.0380(7) Uani 1 1 d . . .
C5 C 0.6311(5) 0.8836(2) 0.1817(2) 0.0416(8) Uani 1 1 d . . .
C6 C 0.6609(6) 0.9541(3) 0.2323(2) 0.0514(10) Uani 1 1 d . . .
H6A H 0.5753 0.9894 0.2453 0.062 Uiso 1 1 calc R . .
C7 C 0.8159(6) 0.9707(3) 0.2625(2) 0.0542(10) Uani 1 1 d . . .
H7A H 0.8347 1.0176 0.2953 0.065 Uiso 1 1 calc R . .
C8 C 0.9470(6) 0.9170(3) 0.2439(3) 0.0582(11) Uani 1 1 d . . .
H8A H 1.0519 0.9292 0.2638 0.070 Uiso 1 1 calc R . .
C9 C 0.9197(5) 0.8478(3) 0.1970(3) 0.0524(10) Uani 1 1 d . . .
H9A H 1.0061 0.8119 0.1864 0.063 Uiso 1 1 calc R . .
C10 C 0.7631(5) 0.8292(2) 0.1640(2) 0.0404(8) Uani 1 1 d . . .
C11 C 0.7302(4) 0.7593(2) 0.1123(2) 0.0401(8) Uani 1 1 d . . .
H11A H 0.8125 0.7212 0.1007 0.048 Uiso 1 1 calc R . .
C12 C 0.4253(4) 0.7691(2) -0.0918(2) 0.0395(8) Uani 1 1 d . . .
H12A H 0.5069 0.8101 -0.0734 0.047 Uiso 1 1 calc R . .
H12B H 0.4767 0.7296 -0.1270 0.047 Uiso 1 1 calc R . .
C13 C 0.2887(5) 0.8158(3) -0.1375(3) 0.0478(9) Uani 1 1 d . . .
H13A H 0.2695 0.8698 -0.1117 0.057 Uiso 1 1 calc R . .
H13B H 0.3232 0.8280 -0.1902 0.057 Uiso 1 1 calc R . .
C14 C 0.1321(4) 0.7666(2) -0.1439(2) 0.0369(7) Uani 1 1 d . . .
C15 C 0.0026(5) 0.8010(3) -0.1895(2) 0.0444(9) Uani 1 1 d . . .
H15A H 0.0169 0.8520 -0.2164 0.053 Uiso 1 1 calc R . .
C16 C -0.1466(5) 0.7605(3) -0.1953(2) 0.0445(9) Uani 1 1 d . . .
C17 C -0.1684(4) 0.6832(3) -0.1561(2) 0.0446(9) Uani 1 1 d . . .
H17A H -0.2684 0.6554 -0.1604 0.054 Uiso 1 1 calc R . .
C18 C -0.0415(4) 0.6485(2) -0.1114(2) 0.0389(8) Uani 1 1 d . . .
H18A H -0.0568 0.5971 -0.0853 0.047 Uiso 1 1 calc R . .
C19 C 0.1116(4) 0.6891(2) -0.10420(19) 0.0337(7) Uani 1 1 d . . .
C20 C 0.2411(4) 0.6551(2) -0.05096(18) 0.0313(7) Uani 1 1 d . . .
C21 C 0.2583(4) 0.5735(2) -0.02533(19) 0.0330(7) Uani 1 1 d . . .
C22 C 0.3673(4) 0.5497(2) 0.0431(2) 0.0346(7) Uani 1 1 d . . .
C23 C 0.1646(4) 0.5022(2) -0.0565(2) 0.0368(7) Uani 1 1 d . . .
C24 C -0.2755(6) 0.8729(4) -0.2699(3) 0.0697(14) Uani 1 1 d . . .
H24A H -0.3774 0.8851 -0.2977 0.105 Uiso 1 1 calc R . .
H24B H -0.1892 0.8751 -0.3060 0.105 Uiso 1 1 calc R . .
H24C H -0.2558 0.9143 -0.2289 0.105 Uiso 1 1 calc R . .
O2W O 0.8583(10) 0.9057(5) -0.0366(4) 0.147(3) Uani 1 1 d . . .
O1W O 0.5730(10) 0.9861(4) 0.0021(5) 0.141(3) Uani 1 1 d . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.759(4) . ?
S1 C1 1.852(3) . ?
O1 C22 1.340(4) . ?
O1 C2 1.461(4) . ?
N1 C4 1.300(5) . ?
N1 C5 1.375(5) . ?
C1 C20 1.506(4) . ?
C1 C2 1.530(4) . ?
C1 C12 1.533(5) . ?
C2 C3 1.497(5) . ?
O2 C16 1.362(4) . ?
O2 C24 1.415(6) . ?
N2 C23 1.140(5) . ?
O3 C22 1.211(4) . ?
C3 C11 1.356(5) . ?
C3 C4 1.433(5) . ?
C5 C6 1.412(5) . ?
C5 C10 1.423(6) . ?
C6 C7 1.374(6) . ?
C7 C8 1.415(7) . ?
C8 C9 1.357(6) . ?
C9 C10 1.408(5) . ?
C10 C11 1.420(5) . ?
C12 C13 1.520(5) . ?
C13 C14 1.499(5) . ?
C14 C15 1.394(5) . ?
C14 C19 1.403(5) . ?
C15 C16 1.380(6) . ?
C16 C17 1.397(6) . ?
C17 C18 1.371(5) . ?
C18 C19 1.411(5) . ?
C19 C20 1.462(4) . ?
C20 C21 1.355(4) . ?
C21 C23 1.443(5) . ?
C21 C22 1.478(5) . ?
O1W O1W 1.275(15) 3_675 ?

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
C4 S1 C1 90.74(16) . . ?
C22 O1 C2 118.9(3) . . ?
C4 N1 C5 116.4(3) . . ?
C20 C1 C2 114.6(3) . . ?
C20 C1 C12 108.2(3) . . ?
C2 C1 C12 108.3(3) . . ?
C20 C1 S1 107.9(2) . . ?
C2 C1 S1 105.6(2) . . ?
C12 C1 S1 112.2(2) . . ?
O1 C2 C3 106.4(3) . . ?
O1 C2 C1 112.9(3) . . ?
C3 C2 C1 106.6(3) . . ?
C16 O2 C24 118.4(4) . . ?
C11 C3 C4 118.3(3) . . ?
C11 C3 C2 129.0(3) . . ?
C4 C3 C2 112.8(3) . . ?
N1 C4 C3 125.6(3) . . ?
N1 C4 S1 121.8(3) . . ?
C3 C4 S1 112.6(3) . . ?
N1 C5 C6 118.2(4) . . ?
N1 C5 C10 122.8(3) . . ?
C6 C5 C10 119.0(4) . . ?
C7 C6 C5 120.3(4) . . ?
C6 C7 C8 120.4(4) . . ?
C9 C8 C7 120.0(4) . . ?
C8 C9 C10 121.3(4) . . ?
C9 C10 C11 123.1(4) . . ?
C9 C10 C5 118.9(3) . . ?
C11 C10 C5 117.9(3) . . ?
C3 C11 C10 119.0(3) . . ?
C13 C12 C1 112.6(3) . . ?
C14 C13 C12 113.5(3) . . ?
C15 C14 C19 119.7(3) . . ?
C15 C14 C13 118.1(3) . . ?
C19 C14 C13 122.2(3) . . ?
C16 C15 C14 120.9(3) . . ?
O2 C16 C15 125.2(4) . . ?
O2 C16 C17 114.8(3) . . ?
C15 C16 C17 119.9(3) . . ?
C18 C17 C16 119.7(3) . . ?
C17 C18 C19 121.3(3) . . ?
C14 C19 C18 118.5(3) . . ?
C14 C19 C20 120.7(3) . . ?
C18 C19 C20 120.6(3) . . ?
C21 C20 C19 127.1(3) . . ?
C21 C20 C1 117.8(3) . . ?
C19 C20 C1 115.1(3) . . ?
C20 C21 C23 124.6(3) . . ?
C20 C21 C22 122.6(3) . . ?
C23 C21 C22 112.6(3) . . ?
O3 C22 O1 118.7(3) . . ?
O3 C22 C21 122.6(3) . . ?
O1 C22 C21 118.6(3) . . ?
N2 C23 C21 176.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.950
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.157
