# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2210718'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-02
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C12 H7 O4, C10 H9 N2 O2 S, 2(H2 O)'
_chemical_formula_sum            'C22 H20 N2 O8 S'
_chemical_formula_weight         472.46
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.989(3)
_cell_length_b                   7.8780(19)
_cell_length_c                   19.624(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.670(7)
_cell_angle_gamma                90.00
_cell_volume                     2118.0(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9429
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.41
_cell_measurement_theta_min      2.79
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6599
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
wR2(int) was 0.1431 before and 0.0598 after correction.
The Ratio of minimum to maximum transmission is 0.8849.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            37149
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.33
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3537
_reflns_number_total             5265
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0577
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0544P)²+1.5502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1309
_refine_ls_wR_factor_ref         0.1466
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H21 of C21, {H3A,H3B} of C3, H6 of C6, {H2A,H2B} of C2, H20 of C20, H4 of
  C4, H19 of C19, H14 of C14, H5 of C5, H7 of C7, H13 of C13, H22 of C22
 At 1.5 times of:
  H5A of O5, {H8A,H8B} of O8, H1 of O1, {H7A,H7B} of O7
2.a Free rotating group:
 O8(H8A,H8B), O7(H7A,H7B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C5(H5), C7(H7), C13(H13), C22(H22), C6(H6), C19(H19), C4(H4),
 C21(H21), C20(H20)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O5(H5A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C11 C 0.15365(16) 0.4524(3) 0.69871(12) 0.0359(5) Uani 1 1 d . . .
C9 C 0.37950(16) 0.3214(3) 0.46938(12) 0.0367(5) Uani 1 1 d . . .
O4 O 0.09950(12) 0.5518(2) 0.65821(9) 0.0455(4) Uani 1 1 d . . .
O8 O -0.20460(13) 0.5619(3) 0.69383(10) 0.0538(5) Uani 1 1 d G . .
H8A H -0.1677 0.4911 0.7193 0.081 Uiso 1 1 d G . .
H8B H -0.1906 0.6618 0.7090 0.081 Uiso 1 1 d G . .
C12 C 0.25778(16) 0.4331(3) 0.68843(12) 0.0354(5) Uani 1 1 d . . .
N1 N 0.15741(13) -0.0389(2) 0.40332(10) 0.0356(4) Uani 1 1 d . . .
C17 C 0.39124(16) 0.2655(3) 0.65689(11) 0.0339(5) Uani 1 1 d . . .
O1 O 0.12497(14) -0.4441(2) 0.53213(9) 0.0514(5) Uani 1 1 d . . .
H1 H 0.1194 -0.4279 0.5724 0.077 Uiso 1 1 calc R . .
C15 C 0.45462(16) 0.4087(3) 0.67676(11) 0.0340(5) Uani 1 1 d . . .
C8 C 0.30187(16) 0.1974(3) 0.44725(12) 0.0361(5) Uani 1 1 d . . .
C16 C 0.56053(17) 0.4063(3) 0.67362(12) 0.0376(5) Uani 1 1 d . . .
C10 C 0.52443(17) 0.4328(3) 0.48953(12) 0.0368(5) Uani 1 1 d . . .
C18 C 0.29184(16) 0.2794(3) 0.66367(11) 0.0339(5) Uani 1 1 d . . .
O2 O 0.05512(15) -0.1912(2) 0.51635(10) 0.0583(5) Uani 1 1 d . . .
O3 O 0.12956(13) 0.3745(3) 0.74771(10) 0.0574(5) Uani 1 1 d . . .
C14 C 0.41814(17) 0.5546(3) 0.69926(13) 0.0396(5) Uani 1 1 d . . .
H14 H 0.4595 0.6470 0.7114 0.048 Uiso 1 1 calc R . .
C1 C 0.08978(16) -0.3139(3) 0.49387(13) 0.0361(5) Uani 1 1 d . . .
C5 C 0.13802(17) 0.1005(3) 0.43723(13) 0.0391(6) Uani 1 1 d . . .
H5 H 0.0756 0.1165 0.4457 0.047 Uiso 1 1 calc R . .
C7 C 0.20829(17) 0.2195(3) 0.45959(13) 0.0392(6) Uani 1 1 d . . .
H7 H 0.1935 0.3153 0.4831 0.047 Uiso 1 1 calc R . .
C13 C 0.31985(17) 0.5686(3) 0.70447(13) 0.0424(6) Uani 1 1 d . . .
H13 H 0.2967 0.6703 0.7189 0.051 Uiso 1 1 calc R . .
N2 N 0.47342(15) 0.2888(3) 0.46604(11) 0.0445(5) Uani 1 1 d . . .
C22 C 0.22832(19) 0.1392(3) 0.64435(13) 0.0444(6) Uani 1 1 d . . .
H22 H 0.1633 0.1481 0.6482 0.053 Uiso 1 1 calc R . .
O7 O -0.05763(14) 0.3692(3) 0.78041(12) 0.0580(5) Uani 1 1 d G . .
H7A H -0.0620 0.2751 0.8008 0.087 Uiso 1 1 d G . .
H7B H -0.0020 0.3764 0.7695 0.087 Uiso 1 1 d G . .
C2 C 0.09863(18) -0.3309(3) 0.41930(13) 0.0408(6) Uani 1 1 d . . .
H2A H 0.0524 -0.4155 0.3969 0.049 Uiso 1 1 calc R . .
H2B H 0.1636 -0.3713 0.4177 0.049 Uiso 1 1 calc R . .
C6 C 0.31988(18) 0.0512(3) 0.41197(15) 0.0503(7) Uani 1 1 d . . .
H6 H 0.3818 0.0319 0.4031 0.060 Uiso 1 1 calc R . .
O6 O 0.60251(14) 0.2907(3) 0.65262(13) 0.0685(6) Uani 1 1 d . . .
C19 C 0.4207(2) 0.1104(3) 0.63106(14) 0.0479(6) Uani 1 1 d . . .
H19 H 0.4850 0.0983 0.6260 0.057 Uiso 1 1 calc R . .
O5 O 0.60623(14) 0.5470(3) 0.69560(13) 0.0725(7) Uani 1 1 d . . .
H5A H 0.6636 0.5393 0.6925 0.109 Uiso 1 1 calc R . .
C4 C 0.24755(18) -0.0633(3) 0.39056(14) 0.0483(7) Uani 1 1 d . . .
H4 H 0.2604 -0.1600 0.3667 0.058 Uiso 1 1 calc R . .
C21 C 0.2603(2) -0.0075(3) 0.62036(15) 0.0546(7) Uani 1 1 d . . .
H21 H 0.2178 -0.0983 0.6085 0.066 Uiso 1 1 calc R . .
C3 C 0.08035(18) -0.1665(3) 0.37884(14) 0.0444(6) Uani 1 1 d . . .
H3A H 0.0775 -0.1894 0.3299 0.053 Uiso 1 1 calc R . .
H3B H 0.0177 -0.1206 0.3836 0.053 Uiso 1 1 calc R . .
C20 C 0.3578(2) -0.0213(4) 0.61352(16) 0.0570(7) Uani 1 1 d . . .
H20 H 0.3796 -0.1215 0.5968 0.068 Uiso 1 1 calc R . .
S1 S 0.35473(5) 0.52008(8) 0.50183(4) 0.04532(19) 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
C11 O4 1.255(3) . ?
C11 C12 1.518(3) . ?
C11 O3 1.243(3) . ?
C9 C8 1.460(3) . ?
C9 N2 1.353(3) . ?
C9 S1 1.751(2) . ?
C12 C18 1.422(3) . ?
C12 C13 1.372(3) . ?
N1 C5 1.340(3) . ?
N1 C4 1.348(3) . ?
N1 C3 1.481(3) . ?
C17 C15 1.439(3) . ?
C17 C18 1.428(3) . ?
C17 C19 1.416(3) . ?
O1 C1 1.307(3) . ?
C15 C16 1.495(3) . ?
C15 C14 1.367(3) . ?
C8 C7 1.390(3) . ?
C8 C6 1.393(3) . ?
C16 O6 1.201(3) . ?
C16 O5 1.309(3) . ?
C10 C10 1.367(5) 3_666 ?
C10 N2 1.370(3) . ?
C10 S1 1.705(2) 3_666 ?
C18 C22 1.421(3) . ?
O2 C1 1.204(3) . ?
C14 C13 1.404(3) . ?
C1 C2 1.499(3) . ?
C5 C7 1.365(3) . ?
C22 C21 1.357(4) . ?
C2 C3 1.514(4) . ?
C6 C4 1.357(4) . ?
C19 C20 1.359(4) . ?
C21 C20 1.401(4) . ?
S1 C10 1.705(2) 3_666 ?

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
O4 C11 C12 116.8(2) . . ?
O3 C11 O4 125.1(2) . . ?
O3 C11 C12 118.1(2) . . ?
C8 C9 S1 121.08(17) . . ?
N2 C9 C8 122.0(2) . . ?
N2 C9 S1 116.91(18) . . ?
C18 C12 C11 121.9(2) . . ?
C13 C12 C11 118.1(2) . . ?
C13 C12 C18 120.0(2) . . ?
C5 N1 C4 120.0(2) . . ?
C5 N1 C3 120.67(19) . . ?
C4 N1 C3 119.3(2) . . ?
C18 C17 C15 118.2(2) . . ?
C19 C17 C15 124.4(2) . . ?
C19 C17 C18 117.3(2) . . ?
C17 C15 C16 122.7(2) . . ?
C14 C15 C17 119.8(2) . . ?
C14 C15 C16 117.5(2) . . ?
C7 C8 C9 122.4(2) . . ?
C7 C8 C6 117.5(2) . . ?
C6 C8 C9 120.2(2) . . ?
O6 C16 C15 125.5(2) . . ?
O6 C16 O5 121.0(2) . . ?
O5 C16 C15 113.4(2) . . ?
C10 C10 N2 119.0(3) 3_666 . ?
C10 C10 S1 110.3(2) 3_666 3_666 ?
N2 C10 S1 130.71(18) . 3_666 ?
C12 C18 C17 119.8(2) . . ?
C22 C18 C12 121.2(2) . . ?
C22 C18 C17 118.9(2) . . ?
C15 C14 C13 121.7(2) . . ?
O1 C1 C2 113.3(2) . . ?
O2 C1 O1 123.5(2) . . ?
O2 C1 C2 123.2(2) . . ?
N1 C5 C7 121.2(2) . . ?
C5 C7 C8 120.1(2) . . ?
C12 C13 C14 120.4(2) . . ?
C9 N2 C10 105.8(2) . . ?
C21 C22 C18 121.5(2) . . ?
C1 C2 C3 113.4(2) . . ?
C4 C6 C8 120.3(2) . . ?
C20 C19 C17 121.9(2) . . ?
N1 C4 C6 121.0(2) . . ?
C22 C21 C20 119.7(3) . . ?
N1 C3 C2 112.08(19) . . ?
C19 C20 C21 120.6(3) . . ?
C10 S1 C9 88.02(11) 3_666 . ?

####################################################################### 
# 
# 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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2214497'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H9 N2 O2 S, C9 H5 O6'
_chemical_formula_sum            'C19 H14 N2 O8 S'
_chemical_formula_weight         430.38
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.3923(12)
_cell_length_b                   8.5678(12)
_cell_length_c                   12.9934(18)
_cell_angle_alpha                79.779(3)
_cell_angle_beta                 75.701(3)
_cell_angle_gamma                78.675(3)
_cell_volume                     879.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.45
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5791
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
wR2(int) was 0.1392 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.7766.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15165
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.45
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3864
_reflns_number_total             4345
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0397
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0512P)²+0.3407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1097
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H5 of C5, H15 of C15, {H2A,H2B} of C2, H19 of C19, H4 of C4, {H3A,H3B} of
  C3, H6 of C6, H16 of C16, H7 of C7
 At 1.5 times of:
  H5A of O5, H2 of O2
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C15(H15), C5(H5), C7(H7), C16(H16), C6(H6), C4(H4)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.12080(5) 0.17162(4) 0.52481(3) 0.03703(12) Uani 1 1 d . . .
O3 O 0.25664(16) 0.46011(14) 0.60336(10) 0.0441(3) Uani 1 1 d . . .
O5 O 0.48424(18) 1.10270(14) 0.60425(10) 0.0490(3) Uani 1 1 d . . .
H5A H 0.5295 1.1827 0.5841 0.073 Uiso 1 1 calc R . .
O8 O 0.25559(17) 0.32530(14) 0.78063(11) 0.0502(3) Uani 1 1 d . . .
O6 O 0.62071(19) 1.06810(16) 0.73488(12) 0.0586(4) Uani 1 1 d . . .
N1 N 0.18636(15) 0.63208(14) 0.18737(9) 0.0308(2) Uani 1 1 d . . .
O1 O 0.0019(2) 1.18594(15) 0.06115(11) 0.0573(4) Uani 1 1 d . . .
C19 C 0.41695(18) 0.79578(16) 0.65275(11) 0.0313(3) Uani 1 1 d . . .
H19 H 0.4098 0.8538 0.5860 0.038 Uiso 1 1 calc R . .
N2 N 0.00471(16) -0.11573(14) 0.62763(10) 0.0329(3) Uani 1 1 d . . .
C15 C 0.4325(2) 0.63264(19) 0.85120(12) 0.0375(3) Uani 1 1 d . . .
H15 H 0.4368 0.5777 0.9192 0.045 Uiso 1 1 calc R . .
O4 O 0.34595(16) 0.66531(14) 0.49634(9) 0.0433(3) Uani 1 1 d . . .
C5 C 0.22098(19) 0.60900(17) 0.28504(12) 0.0327(3) Uani 1 1 d . . .
H5 H 0.2690 0.6850 0.3047 0.039 Uiso 1 1 calc R . .
C8 C 0.11496(17) 0.36119(15) 0.32602(11) 0.0284(3) Uani 1 1 d . . .
C2 C 0.0851(2) 0.91993(17) 0.14306(12) 0.0370(3) Uani 1 1 d . . .
H2A H -0.0211 0.8927 0.1416 0.044 Uiso 1 1 calc R . .
H2B H 0.0803 0.9372 0.2156 0.044 Uiso 1 1 calc R . .
C7 C 0.08176(19) 0.38748(17) 0.22418(12) 0.0345(3) Uani 1 1 d . . .
H7 H 0.0349 0.3128 0.2021 0.041 Uiso 1 1 calc R . .
C16 C 0.4828(2) 0.78115(19) 0.82332(12) 0.0374(3) Uani 1 1 d . . .
H16 H 0.5223 0.8245 0.8711 0.045 Uiso 1 1 calc R . .
O7 O 0.3459(2) 0.34510(18) 0.92096(12) 0.0734(5) Uani 1 1 d . . .
C10 C 0.02876(18) 0.00347(16) 0.54476(11) 0.0301(3) Uani 1 1 d . . .
C12 C 0.37057(17) 0.64364(16) 0.67770(11) 0.0294(3) Uani 1 1 d . . .
O2 O 0.26658(19) 1.07092(16) 0.01507(13) 0.0617(4) Uani 1 1 d . . .
H2 H 0.2769 1.1589 -0.0206 0.093 Uiso 1 1 calc R . .
C6 C 0.18636(18) 0.47488(16) 0.35607(11) 0.0312(3) Uani 1 1 d . . .
H6 H 0.2103 0.4599 0.4236 0.037 Uiso 1 1 calc R . .
C3 C 0.2215(2) 0.78102(17) 0.11342(12) 0.0352(3) Uani 1 1 d . . .
H3A H 0.2288 0.7647 0.0403 0.042 Uiso 1 1 calc R . .
H3B H 0.3276 0.8056 0.1175 0.042 Uiso 1 1 calc R . .
C13 C 0.37523(18) 0.56130(16) 0.78147(12) 0.0319(3) Uani 1 1 d . . .
C11 C 0.32328(18) 0.58712(17) 0.58585(12) 0.0322(3) Uani 1 1 d . . .
C4 C 0.1183(2) 0.52369(18) 0.15642(12) 0.0349(3) Uani 1 1 d . . .
H4 H 0.0958 0.5414 0.0883 0.042 Uiso 1 1 calc R . .
C1 C 0.1119(2) 1.07287(18) 0.06830(13) 0.0411(4) Uani 1 1 d . . .
C9 C 0.07208(17) 0.21699(15) 0.39876(11) 0.0291(3) Uani 1 1 d . . .
C14 C 0.3222(2) 0.39873(18) 0.83051(13) 0.0398(3) Uani 1 1 d . . .
C18 C 0.47335(18) 0.86419(16) 0.72328(11) 0.0317(3) Uani 1 1 d . . .
C17 C 0.5335(2) 1.02211(18) 0.68973(12) 0.0353(3) Uani 1 1 d . . .
H3 H 0.256(4) 0.396(4) 0.683(3) 0.100(10) Uiso 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 C10 1.7161(14) . ?
S1 C9 1.7445(14) . ?
O3 C11 1.2794(17) . ?
O5 C17 1.3129(19) . ?
O8 C14 1.261(2) . ?
O6 C17 1.2012(19) . ?
N1 C5 1.3433(19) . ?
N1 C3 1.4871(17) . ?
N1 C4 1.3434(18) . ?
O1 C1 1.208(2) . ?
C19 C12 1.3938(18) . ?
C19 C18 1.386(2) . ?
N2 C10 1.3515(18) . ?
N2 C9 1.3114(17) 2_556 ?
C15 C16 1.378(2) . ?
C15 C13 1.397(2) . ?
O4 C11 1.2255(18) . ?
C5 C6 1.3707(19) . ?
C8 C7 1.390(2) . ?
C8 C6 1.3930(18) . ?
C8 C9 1.4633(18) . ?
C2 C3 1.512(2) . ?
C2 C1 1.506(2) . ?
C7 C4 1.369(2) . ?
C16 C18 1.379(2) . ?
O7 C14 1.233(2) . ?
C10 C10 1.380(3) 2_556 ?
C12 C13 1.4124(19) . ?
C12 C11 1.527(2) . ?
O2 C1 1.310(2) . ?
C13 C14 1.5274(19) . ?
C9 N2 1.3114(17) 2_556 ?
C18 C17 1.4918(19) . ?

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
C10 S1 C9 87.88(6) . . ?
C5 N1 C3 119.38(12) . . ?
C5 N1 C4 120.88(12) . . ?
C4 N1 C3 119.73(12) . . ?
C18 C19 C12 122.76(13) . . ?
C9 N2 C10 108.17(12) 2_556 . ?
C16 C15 C13 122.67(14) . . ?
N1 C5 C6 120.84(13) . . ?
C7 C8 C6 118.61(12) . . ?
C7 C8 C9 119.35(12) . . ?
C6 C8 C9 122.04(12) . . ?
C1 C2 C3 112.35(13) . . ?
C4 C7 C8 119.73(13) . . ?
C15 C16 C18 118.75(14) . . ?
N2 C10 S1 132.87(11) . . ?
N2 C10 C10 117.68(15) . 2_556 ?
C10 C10 S1 109.45(13) 2_556 . ?
C19 C12 C13 117.42(13) . . ?
C19 C12 C11 114.09(12) . . ?
C13 C12 C11 128.49(12) . . ?
C5 C6 C8 119.33(13) . . ?
N1 C3 C2 110.21(12) . . ?
C15 C13 C12 118.74(13) . . ?
C15 C13 C14 113.52(13) . . ?
C12 C13 C14 127.73(14) . . ?
O3 C11 C12 119.73(13) . . ?
O4 C11 O3 120.31(14) . . ?
O4 C11 C12 119.94(12) . . ?
N1 C4 C7 120.61(13) . . ?
O1 C1 C2 122.78(17) . . ?
O1 C1 O2 124.29(16) . . ?
O2 C1 C2 112.91(14) . . ?
N2 C9 S1 116.82(10) 2_556 . ?
N2 C9 C8 121.65(13) 2_556 . ?
C8 C9 S1 121.53(10) . . ?
O8 C14 C13 121.02(14) . . ?
O7 C14 O8 122.29(15) . . ?
O7 C14 C13 116.68(15) . . ?
C19 C18 C17 120.65(13) . . ?
C16 C18 C19 119.58(13) . . ?
C16 C18 C17 119.67(13) . . ?
O5 C17 C18 112.66(13) . . ?
O6 C17 O5 123.97(14) . . ?
O6 C17 C18 123.35(14) . . ?

####################################################################### 
# 
# 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_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2243113'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H9 N2 O2 S, C5 H2 O4, C3 H7 N O, H2 O'
_chemical_formula_sum            'C18 H20 N3 O8 S'
_chemical_formula_weight         438.43
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.4052(13)
_cell_length_b                   9.4814(14)
_cell_length_c                   13.366(2)
_cell_angle_alpha                102.279(4)
_cell_angle_beta                 106.083(4)
_cell_angle_gamma                94.691(4)
_cell_volume                     988.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8481
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.36
_cell_measurement_theta_min      2.22
_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6274
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
wR2(int) was 0.1391 before and 0.0453 after correction.
The Ratio of minimum to maximum transmission is 0.8414.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             458
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14414
_diffrn_reflns_theta_full        28.40
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         2.22
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4055
_reflns_number_total             4940
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4940
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0632P)²+0.3552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1327
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H5 of C5, {H2A,H2B} of C2, H4 of C4, H7 of C7, H18 of C18, {H3A,H3B} of C3,
  H6 of C6, H13 of C13
 At 1.5 times of:
  H1 of O1, {H17A,H17B,H17C} of C17, {H16A,H16B,H16C} of C16, {H8A,H8B} of O8
2.a Free rotating group:
 O8(H8A,H8B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C13(H13), C6(H6), C4(H4), C18(H18), C7(H7)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.26526(5) 0.39032(4) 0.97142(3) 0.04178(14) Uani 1 1 d . . .
O4 O 0.13190(17) 0.70173(16) 0.85695(13) 0.0683(4) Uani 1 1 d . . .
N2 N 0.48469(16) 0.64048(14) 1.10761(11) 0.0373(3) Uani 1 1 d . . .
O1 O -0.1715(2) -0.40964(15) 0.31848(10) 0.0626(4) Uani 1 1 d . . .
H1 H -0.2338 -0.4873 0.2884 0.094 Uiso 1 1 calc R . .
O2 O -0.2113(2) -0.46143(15) 0.46436(12) 0.0637(4) Uani 1 1 d . . .
O3 O 0.34447(18) 0.65914(14) 0.79780(11) 0.0581(4) Uani 1 1 d . . .
N1 N 0.13248(19) -0.09975(14) 0.66359(11) 0.0410(3) Uani 1 1 d . . .
C8 C 0.27999(18) 0.16373(15) 0.80406(11) 0.0326(3) Uani 1 1 d . . .
O5 O 0.0862(2) 0.8315(2) 1.02023(15) 0.0747(5) Uani 1 1 d . . .
C5 C 0.0546(2) -0.03413(18) 0.73102(14) 0.0430(4) Uani 1 1 d . . .
H5 H -0.0490 -0.0784 0.7298 0.052 Uiso 1 1 calc R . .
C2 C -0.0414(3) -0.23779(19) 0.48189(14) 0.0510(5) Uani 1 1 d . . .
H2A H 0.0348 -0.2136 0.4432 0.061 Uiso 1 1 calc R . .
H2B H -0.1110 -0.1615 0.4872 0.061 Uiso 1 1 calc R . .
C13 C 0.53173(19) 0.91691(16) 0.91427(12) 0.0353(3) Uani 1 1 d . . .
H13 H 0.5543 0.8596 0.8555 0.042 Uiso 1 1 calc R . .
N3 N 0.2929(2) 0.5653(2) 0.31063(16) 0.0620(5) Uani 1 1 d . . .
C6 C 0.3569(2) 0.09516(18) 0.73131(13) 0.0424(4) Uani 1 1 d . . .
H6 H 0.4590 0.1386 0.7294 0.051 Uiso 1 1 calc R . .
C4 C 0.2810(2) -0.03709(19) 0.66235(14) 0.0455(4) Uani 1 1 d . . .
H4 H 0.3328 -0.0839 0.6143 0.055 Uiso 1 1 calc R . .
C12 C 0.38841(18) 0.87110(15) 0.93772(11) 0.0326(3) Uani 1 1 d . . .
C10 C 0.44230(18) 0.51823(16) 1.02649(12) 0.0337(3) Uani 1 1 d . . .
C14 C 0.35551(18) 0.95700(17) 1.02733(12) 0.0353(3) Uani 1 1 d . . .
O6 O 0.2270(2) 0.9959(3) 1.16451(15) 0.0973(7) Uani 1 1 d . . .
C9 C 0.36332(18) 0.30052(15) 0.88277(11) 0.0324(3) Uani 1 1 d . . .
C1 C -0.1506(2) -0.38275(17) 0.42127(14) 0.0421(4) Uani 1 1 d . . .
C3 C 0.0563(3) -0.24595(18) 0.59180(14) 0.0515(5) Uani 1 1 d . . .
H3A H -0.0172 -0.2939 0.6231 0.062 Uiso 1 1 calc R . .
H3B H 0.1441 -0.3047 0.5864 0.062 Uiso 1 1 calc R . .
O7 O 0.3817(4) 0.7773(3) 0.4377(2) 0.1282(9) Uani 1 1 d . . .
C18 C 0.3861(4) 0.6473(3) 0.4038(2) 0.0845(8) Uani 1 1 d . . .
H18 H 0.4618 0.6033 0.4479 0.101 Uiso 1 1 calc R . .
C7 C 0.1256(2) 0.09782(17) 0.80203(13) 0.0394(4) Uani 1 1 d . . .
H7 H 0.0702 0.1428 0.8486 0.047 Uiso 1 1 calc R . .
C15 C 0.2151(2) 0.9285(2) 1.07498(16) 0.0554(5) Uani 1 1 d . . .
C11 C 0.2811(2) 0.73292(17) 0.85955(13) 0.0396(4) Uani 1 1 d . . .
O8 O 0.3092(4) 0.0646(4) 0.4253(3) 0.1631(14) Uani 1 1 d G . .
H8A H 0.3138 -0.0172 0.3860 0.245 Uiso 1 1 d G . .
H8B H 0.4079 0.1099 0.4574 0.245 Uiso 1 1 d G . .
C16 C 0.3074(4) 0.4124(3) 0.2785(3) 0.0888(8) Uani 1 1 d . . .
H16A H 0.3572 0.3975 0.2213 0.133 Uiso 1 1 calc R . .
H16B H 0.1982 0.3552 0.2543 0.133 Uiso 1 1 calc R . .
H16C H 0.3765 0.3833 0.3386 0.133 Uiso 1 1 calc R . .
C17 C 0.1745(3) 0.6221(3) 0.2344(2) 0.0794(7) Uani 1 1 d . . .
H17A H 0.0631 0.5763 0.2242 0.119 Uiso 1 1 calc R . .
H17B H 0.1986 0.6023 0.1670 0.119 Uiso 1 1 calc R . .
H17C H 0.1830 0.7257 0.2611 0.119 Uiso 1 1 calc R . .
H5A H 0.100(4) 0.779(3) 0.958(3) 0.091(9) Uiso 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 C10 1.7162(15) . ?
S1 C9 1.7421(15) . ?
O4 C11 1.254(2) . ?
N2 C10 1.3527(18) . ?
N2 C9 1.3126(19) 2_667 ?
O1 C1 1.301(2) . ?
O2 C1 1.197(2) . ?
O3 C11 1.230(2) . ?
N1 C5 1.335(2) . ?
N1 C4 1.344(2) . ?
N1 C3 1.4836(19) . ?
C8 C6 1.391(2) . ?
C8 C9 1.4636(18) . ?
C8 C7 1.384(2) . ?
O5 C15 1.291(2) . ?
C5 C7 1.372(2) . ?
C2 C1 1.515(2) . ?
C2 C3 1.493(3) . ?
C13 C12 1.385(2) . ?
C13 C14 1.394(2) 2_677 ?
N3 C18 1.311(3) . ?
N3 C16 1.447(3) . ?
N3 C17 1.442(3) . ?
C6 C4 1.371(2) . ?
C12 C14 1.407(2) . ?
C12 C11 1.5245(19) . ?
C10 C10 1.376(3) 2_667 ?
C14 C13 1.394(2) 2_677 ?
C14 C15 1.520(2) . ?
O6 C15 1.203(3) . ?
C9 N2 1.3126(19) 2_667 ?
O7 C18 1.227(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
C10 S1 C9 88.03(7) . . ?
C9 N2 C10 108.00(13) 2_667 . ?
C5 N1 C4 120.87(13) . . ?
C5 N1 C3 119.35(16) . . ?
C4 N1 C3 119.75(15) . . ?
C6 C8 C9 120.42(14) . . ?
C7 C8 C6 118.55(14) . . ?
C7 C8 C9 121.01(14) . . ?
N1 C5 C7 120.80(16) . . ?
C3 C2 C1 110.10(15) . . ?
C12 C13 C14 124.50(14) . 2_677 ?
C18 N3 C16 120.9(2) . . ?
C18 N3 C17 122.4(2) . . ?
C17 N3 C16 116.7(2) . . ?
C4 C6 C8 119.45(16) . . ?
N1 C4 C6 120.64(16) . . ?
C13 C12 C14 117.66(13) . . ?
C13 C12 C11 114.85(13) . . ?
C14 C12 C11 127.46(14) . . ?
N2 C10 S1 132.79(12) . . ?
N2 C10 C10 117.93(17) . 2_667 ?
C10 C10 S1 109.28(14) 2_667 . ?
C13 C14 C12 117.83(14) 2_677 . ?
C13 C14 C15 113.28(14) 2_677 . ?
C12 C14 C15 128.82(14) . . ?
N2 C9 S1 116.76(10) 2_667 . ?
N2 C9 C8 122.43(14) 2_667 . ?
C8 C9 S1 120.78(11) . . ?
O1 C1 C2 112.41(16) . . ?
O2 C1 O1 124.66(15) . . ?
O2 C1 C2 122.92(16) . . ?
N1 C3 C2 112.37(14) . . ?
O7 C18 N3 125.3(3) . . ?
C5 C7 C8 119.66(15) . . ?
O5 C15 C14 120.05(17) . . ?
O6 C15 O5 120.80(19) . . ?
O6 C15 C14 119.14(17) . . ?
O4 C11 C12 119.85(15) . . ?
O3 C11 O4 122.56(15) . . ?
O3 C11 C12 117.52(15) . . ?

####################################################################### 
# 
# 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_a-1
_database_code_depnum_ccdc_archive 'CCDC 2246045'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2023-08-05 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_audit_creation_date             2023-07-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 N4 O4 S2, C6 H2 O4 S, 5(H2 O)'
_chemical_formula_sum            'C26 H28 N4 O13 S3'
_chemical_formula_weight         700.70
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5645(8)
_cell_length_b                   11.3096(12)
_cell_length_c                   18.1129(19)
_cell_angle_alpha                95.837(3)
_cell_angle_beta                 97.142(3)
_cell_angle_gamma                99.330(3)
_cell_volume                     1505.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5084
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.14
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.321
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.1335
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5150
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.284
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2912
_reflns_number_total             5150
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         5150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1536
_refine_ls_R_factor_gt           0.0857
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+3.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1953
_refine_ls_wR_factor_ref         0.2262
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.51(5)
 0.49(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Others
 Fixed Sof: O3(0.5) H3C(0.5) H3D(0.5) O5(0.5) H5A(0.5) H5B(0.5)
4.a Riding coordinates:
 O7(H7A,H7B), O16(H16A,H16B), O1(H1A,H1B), O2(H2A,H2B), O3(H3C,H3D), O5(H5A,H5B)
4.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C34(H34A,H34B), C37(H37A,H37B), C3(H3A,H3B)
4.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C22(H22), C23(H23), C26(H26), C31(H31), C36(H36), C38(H38),
 C39(H39), C4(H4), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.4425(2) 0.09271(13) 0.43453(9) 0.0336(4) Uani 1 1 d . . . . .
S2 S 0.5451(2) 0.40769(13) 0.57793(9) 0.0377(5) Uani 1 1 d . . . . .
S3 S 0.0891(2) 0.33205(14) 0.42942(10) 0.0398(5) Uani 1 1 d . . . . .
O4 O 0.7825(6) 0.0861(4) -0.0475(2) 0.0396(11) Uani 1 1 d . . . . .
N5 N 0.3906(7) 0.1828(4) 0.5789(3) 0.0282(12) Uani 1 1 d . . . . .
N6 N 0.5913(7) 0.3177(4) 0.4325(3) 0.0299(12) Uani 1 1 d . . . . .
O7 O 0.1471(6) 0.1367(4) 0.0119(3) 0.0495(13) Uani 1 1 d . . . . .
H7A H 0.165560 0.069747 0.026010 0.074 Uiso 1 1 d R U . . .
H7B H 0.034760 0.124607 -0.004750 0.074 Uiso 1 1 d R U . . .
O8 O 0.1174(7) 0.5654(4) 0.8981(3) 0.0488(13) Uani 1 1 d . . . . .
O10 O 0.2088(7) 0.3908(4) 0.2874(3) 0.0554(14) Uani 1 1 d . . . . .
N11 N 0.6924(7) 0.1551(4) 0.1762(3) 0.0341(13) Uani 1 1 d . . . . .
N12 N 0.3055(7) 0.3415(4) 0.8386(2) 0.0287(12) Uani 1 1 d . . . . .
C13 C 0.4322(8) 0.2905(5) 0.6192(3) 0.0260(14) Uani 1 1 d . . . . .
C14 C 0.5513(8) 0.2118(5) 0.3926(3) 0.0263(14) Uani 1 1 d . . . . .
O15 O -0.1210(7) 0.1580(5) 0.5820(3) 0.0590(14) Uani 1 1 d . . . . .
O16 O 0.9036(7) 0.0384(4) 0.8173(3) 0.0587(14) Uani 1 1 d . . . . .
H16A H 0.815614 -0.001669 0.786160 0.088 Uiso 1 1 d R U . . .
H16B H 0.979354 -0.009199 0.821930 0.088 Uiso 1 1 d R U . . .
C17 C 0.2831(9) 0.2199(5) 0.7240(3) 0.0343(15) Uani 1 1 d . . . . .
H17 H 0.238528 0.146663 0.694201 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4519(8) 0.1937(5) 0.5127(3) 0.0282(14) Uani 1 1 d . . . . .
C19 C 0.1585(9) 0.2802(6) 0.2842(4) 0.0400(16) Uani 1 1 d . . . . .
C20 C 0.5938(8) 0.1908(5) 0.3163(3) 0.0283(14) Uani 1 1 d . . . . .
C21 C 0.3899(8) 0.3111(5) 0.6956(3) 0.0278(14) Uani 1 1 d . . . . .
C22 C 0.5986(9) 0.0634(6) 0.2040(3) 0.0402(17) Uani 1 1 d . . . . .
H22 H 0.567750 -0.012033 0.175459 0.048 Uiso 1 1 calc R U . . .
C23 C 0.2431(9) 0.2363(5) 0.7945(3) 0.0354(16) Uani 1 1 d . . . . .
H23 H 0.171591 0.174113 0.812810 0.042 Uiso 1 1 calc R U . . .
O24 O 0.5510(7) 0.1709(4) -0.0893(3) 0.0574(14) Uani 1 1 d . . . . .
C25 C 0.6175(9) 0.1703(5) 0.0421(3) 0.0342(15) Uani 1 1 d . . . . .
H25A H 0.620586 0.256580 0.051806 0.041 Uiso 1 1 calc R U . . .
H25B H 0.496543 0.130375 0.046827 0.041 Uiso 1 1 calc R U . . .
C26 C 0.6849(9) 0.2853(5) 0.2853(3) 0.0330(15) Uani 1 1 d . . . . .
H26 H 0.713026 0.362299 0.311944 0.040 Uiso 1 1 calc R U . . .
O27 O 0.0097(7) 0.3500(4) 0.5839(3) 0.0549(13) Uani 1 1 d . . . . .
C28 C 0.6503(9) 0.1406(5) -0.0389(3) 0.0322(15) Uani 1 1 d . . . . .
O29 O 0.1636(8) 0.2052(4) 0.2301(3) 0.0605(15) Uani 1 1 d . . . . .
O30 O -0.1633(7) 0.4771(4) 0.9001(3) 0.0545(14) Uani 1 1 d . . . . .
C31 C 0.4523(8) 0.4175(5) 0.7419(3) 0.0344(15) Uani 1 1 d . . . . .
H31 H 0.525199 0.480548 0.724999 0.041 Uiso 1 1 calc R U . . .
C32 C 0.0858(9) 0.2338(5) 0.3497(4) 0.0368(16) Uani 1 1 d . . . . .
C33 C 0.5379(8) 0.3068(5) 0.5010(3) 0.0313(15) Uani 1 1 d . . . . .
C34 C 0.7464(9) 0.1356(6) 0.1007(3) 0.0366(16) Uani 1 1 d . . . . .
H34A H 0.865725 0.182637 0.100872 0.044 Uiso 1 1 calc R U . . .
H34B H 0.753685 0.051051 0.088996 0.044 Uiso 1 1 calc R U . . .
C35 C -0.0103(8) 0.2174(5) 0.4747(3) 0.0334(15) Uani 1 1 d . . . . .
C36 C 0.7337(9) 0.2657(6) 0.2156(3) 0.0361(15) Uani 1 1 d . . . . .
H36 H 0.796056 0.329330 0.195155 0.043 Uiso 1 1 calc R U . . .
C37 C 0.0616(9) 0.3587(5) 0.9176(3) 0.0361(16) Uani 1 1 d . . . . .
H37A H 0.031260 0.340423 0.966191 0.043 Uiso 1 1 calc R U . . .
H37B H -0.009664 0.296187 0.880078 0.043 Uiso 1 1 calc R U . . .
C38 C 0.4076(8) 0.4307(5) 0.8126(3) 0.0325(15) Uani 1 1 d . . . . .
H38 H 0.449235 0.503544 0.843233 0.039 Uiso 1 1 calc R U . . .
C39 C 0.5475(9) 0.0787(6) 0.2733(3) 0.0370(16) Uani 1 1 d . . . . .
H39 H 0.481650 0.014241 0.291706 0.044 Uiso 1 1 calc R U . . .
C40 C 0.0079(10) 0.4786(6) 0.9033(3) 0.0364(16) Uani 1 1 d . . . . .
O1 O 0.2870(6) 0.3285(4) 0.1197(3) 0.0461(12) Uani 1 1 d . . . . .
H1A H 0.233109 0.272649 0.085489 0.069 Uiso 1 1 d R U . . .
H1B H 0.263309 0.302149 0.160309 0.069 Uiso 1 1 d R U . . .
C3 C 0.2597(9) 0.3544(6) 0.9162(3) 0.0392(16) Uani 1 1 d . . . . .
H3A H 0.331954 0.427790 0.944025 0.047 Uiso 1 1 calc R U . . .
H3B H 0.290514 0.286830 0.941026 0.047 Uiso 1 1 calc R U . . .
C4 C 0.0115(9) 0.1188(6) 0.3589(4) 0.0398(16) Uani 1 1 d . . . . .
H4 H -0.001990 0.053194 0.322060 0.048 Uiso 1 1 calc R U . . .
C1 C -0.0458(9) 0.2397(6) 0.5514(4) 0.0379(16) Uani 1 1 d . . . . .
C8 C -0.0425(9) 0.1099(6) 0.4299(4) 0.0405(17) Uani 1 1 d . . . . .
H8 H -0.095065 0.037590 0.444780 0.049 Uiso 1 1 calc R U . . .
O2 O 0.9549(8) 0.4101(5) 0.7217(3) 0.0708(16) Uani 1 1 d . . . . .
H2A H 0.892553 0.465015 0.714126 0.106 Uiso 1 1 d R U . . .
H2B H 0.876883 0.346875 0.721716 0.106 Uiso 1 1 d R U . . .
O3 O 0.7690(15) 0.1871(9) 0.7141(5) 0.057(3) Uani 0.5 1 d . . P A 2
H3C H 0.821983 0.173260 0.755718 0.086 Uiso 0.5 1 d R U P A 2
H3D H 0.824033 0.163200 0.678848 0.086 Uiso 0.5 1 d R U P A 2
O5 O 0.7236(16) 0.2061(10) 0.7672(8) 0.080(4) Uani 0.5 1 d . . P B 1
H5A H 0.816975 0.177012 0.758771 0.119 Uiso 0.5 1 d R U P B 1
H5B H 0.701325 0.194592 0.811041 0.119 Uiso 0.5 1 d R U P B 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C14 1.753(6) . ?
S1 C18 1.713(6) . ?
S2 C13 1.743(5) . ?
S2 C33 1.698(6) . ?
S3 C32 1.725(7) . ?
S3 C35 1.724(6) . ?
O4 C28 1.274(7) . ?
N5 C13 1.325(7) . ?
N5 C18 1.347(7) . ?
N6 C14 1.303(7) . ?
N6 C33 1.363(7) . ?
O7 H7A 0.8497 . ?
O7 H7B 0.8502 . ?
O8 C40 1.197(7) . ?
O10 C19 1.240(8) . ?
N11 C22 1.337(8) . ?
N11 C34 1.480(7) . ?
N11 C36 1.344(8) . ?
N12 C23 1.345(7) . ?
N12 C38 1.330(7) . ?
N12 C3 1.488(7) . ?
C13 C21 1.462(7) . ?
C14 C20 1.463(7) . ?
O15 C1 1.223(7) . ?
O16 H16A 0.8503 . ?
O16 H16B 0.8497 . ?
C17 H17 0.9300 . ?
C17 C21 1.387(8) . ?
C17 C23 1.350(8) . ?
C18 C33 1.387(8) . ?
C19 O29 1.238(8) . ?
C19 C32 1.476(8) . ?
C20 C26 1.383(8) . ?
C20 C39 1.387(8) . ?
C21 C31 1.373(8) . ?
C22 H22 0.9300 . ?
C22 C39 1.361(8) . ?
C23 H23 0.9300 . ?
O24 C28 1.221(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C28 1.532(8) . ?
C25 C34 1.477(8) . ?
C26 H26 0.9300 . ?
C26 C36 1.366(8) . ?
O27 C1 1.303(8) . ?
O30 C40 1.287(8) . ?
C31 H31 0.9300 . ?
C31 C38 1.366(8) . ?
C32 C4 1.367(8) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C1 1.454(9) . ?
C35 C8 1.360(9) . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C40 1.514(8) . ?
C37 C3 1.511(9) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
O1 H1A 0.8504 . ?
O1 H1B 0.8497 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C8 1.404(9) . ?
C8 H8 0.9300 . ?
O2 H2A 0.8502 . ?
O2 H2B 0.8500 . ?
O3 H3C 0.8498 . ?
O3 H3D 0.8498 . ?
O5 H5A 0.8497 . ?
O5 H5B 0.8501 . ?

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
C18 S1 C14 87.9(3) . . ?
C33 S2 C13 88.0(3) . . ?
C35 S3 C32 91.8(3) . . ?
C13 N5 C18 107.4(5) . . ?
C14 N6 C33 108.4(5) . . ?
H7A O7 H7B 104.5 . . ?
C22 N11 C34 119.8(5) . . ?
C22 N11 C36 120.4(5) . . ?
C36 N11 C34 119.8(5) . . ?
C23 N12 C3 118.6(5) . . ?
C38 N12 C23 119.9(5) . . ?
C38 N12 C3 121.6(5) . . ?
N5 C13 S2 116.9(4) . . ?
N5 C13 C21 122.2(5) . . ?
C21 C13 S2 120.9(4) . . ?
N6 C14 S1 116.9(4) . . ?
N6 C14 C20 122.6(5) . . ?
C20 C14 S1 120.4(4) . . ?
H16A O16 H16B 104.5 . . ?
C21 C17 H17 119.6 . . ?
C23 C17 H17 119.6 . . ?
C23 C17 C21 120.7(6) . . ?
N5 C18 S1 132.5(4) . . ?
N5 C18 C33 117.8(5) . . ?
C33 C18 S1 109.7(4) . . ?
O10 C19 C32 117.8(6) . . ?
O29 C19 O10 125.0(6) . . ?
O29 C19 C32 117.2(6) . . ?
C26 C20 C14 119.4(5) . . ?
C26 C20 C39 118.1(5) . . ?
C39 C20 C14 122.6(5) . . ?
C17 C21 C13 119.5(5) . . ?
C31 C21 C13 123.1(5) . . ?
C31 C21 C17 117.3(5) . . ?
N11 C22 H22 119.5 . . ?
N11 C22 C39 121.1(6) . . ?
C39 C22 H22 119.5 . . ?
N12 C23 C17 120.7(5) . . ?
N12 C23 H23 119.7 . . ?
C17 C23 H23 119.7 . . ?
H25A C25 H25B 107.4 . . ?
C28 C25 H25A 108.3 . . ?
C28 C25 H25B 108.3 . . ?
C34 C25 H25A 108.3 . . ?
C34 C25 H25B 108.3 . . ?
C34 C25 C28 116.0(5) . . ?
C20 C26 H26 120.0 . . ?
C36 C26 C20 120.0(6) . . ?
C36 C26 H26 120.0 . . ?
O4 C28 C25 115.9(5) . . ?
O24 C28 O4 125.5(5) . . ?
O24 C28 C25 118.6(5) . . ?
C21 C31 H31 120.0 . . ?
C38 C31 C21 120.1(5) . . ?
C38 C31 H31 120.0 . . ?
C19 C32 S3 119.6(5) . . ?
C4 C32 S3 110.8(5) . . ?
C4 C32 C19 129.6(6) . . ?
N6 C33 S2 133.0(5) . . ?
N6 C33 C18 117.1(5) . . ?
C18 C33 S2 109.9(4) . . ?
N11 C34 H34A 109.2 . . ?
N11 C34 H34B 109.2 . . ?
C25 C34 N11 112.1(5) . . ?
C25 C34 H34A 109.2 . . ?
C25 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C1 C35 S3 121.4(5) . . ?
C8 C35 S3 111.0(5) . . ?
C8 C35 C1 127.6(6) . . ?
N11 C36 C26 120.6(5) . . ?
N11 C36 H36 119.7 . . ?
C26 C36 H36 119.7 . . ?
H37A C37 H37B 107.6 . . ?
C40 C37 H37A 108.6 . . ?
C40 C37 H37B 108.6 . . ?
C3 C37 H37A 108.6 . . ?
C3 C37 H37B 108.6 . . ?
C3 C37 C40 114.6(5) . . ?
N12 C38 C31 121.3(6) . . ?
N12 C38 H38 119.4 . . ?
C31 C38 H38 119.4 . . ?
C20 C39 H39 120.1 . . ?
C22 C39 C20 119.8(6) . . ?
C22 C39 H39 120.1 . . ?
O8 C40 O30 124.8(6) . . ?
O8 C40 C37 122.1(6) . . ?
O30 C40 C37 113.1(6) . . ?
H1A O1 H1B 104.5 . . ?
N12 C3 C37 112.4(5) . . ?
N12 C3 H3A 109.1 . . ?
N12 C3 H3B 109.1 . . ?
C37 C3 H3A 109.1 . . ?
C37 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C32 C4 H4 123.5 . . ?
C32 C4 C8 113.0(6) . . ?
C8 C4 H4 123.5 . . ?
O15 C1 O27 124.0(6) . . ?
O15 C1 C35 120.6(6) . . ?
O27 C1 C35 115.4(6) . . ?
C35 C8 C4 113.3(6) . . ?
C35 C8 H8 123.3 . . ?
C4 C8 H8 123.3 . . ?
H2A O2 H2B 104.5 . . ?
H3C O3 H3D 109.5 . . ?
H5A O5 H5B 109.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C14 C20 C26 -177.9(5) . . . . ?
S1 C14 C20 C39 1.6(8) . . . . ?
S1 C18 C33 S2 179.3(3) . . . . ?
S1 C18 C33 N6 1.9(7) . . . . ?
S2 C13 C21 C17 173.0(5) . . . . ?
S2 C13 C21 C31 -7.5(8) . . . . ?
S3 C32 C4 C8 0.0(7) . . . . ?
S3 C35 C1 O15 178.0(5) . . . . ?
S3 C35 C1 O27 -2.9(8) . . . . ?
S3 C35 C8 C4 -0.3(7) . . . . ?
N5 C13 C21 C17 -8.3(9) . . . . ?
N5 C13 C21 C31 171.2(6) . . . . ?
N5 C18 C33 S2 0.5(7) . . . . ?
N5 C18 C33 N6 -176.9(5) . . . . ?
N6 C14 C20 C26 2.1(9) . . . . ?
N6 C14 C20 C39 -178.5(6) . . . . ?
O10 C19 C32 S3 -4.8(8) . . . . ?
O10 C19 C32 C4 175.3(7) . . . . ?
N11 C22 C39 C20 -0.4(10) . . . . ?
C13 S2 C33 N6 176.6(6) . . . . ?
C13 S2 C33 C18 -0.2(5) . . . . ?
C13 N5 C18 S1 -179.0(5) . . . . ?
C13 N5 C18 C33 -0.6(7) . . . . ?
C13 C21 C31 C38 180.0(6) . . . . ?
C14 S1 C18 N5 177.6(6) . . . . ?
C14 S1 C18 C33 -0.9(4) . . . . ?
C14 N6 C33 S2 -178.6(5) . . . . ?
C14 N6 C33 C18 -2.0(7) . . . . ?
C14 C20 C26 C36 176.6(6) . . . . ?
C14 C20 C39 C22 -176.8(6) . . . . ?
C17 C21 C31 C38 -0.6(9) . . . . ?
C18 S1 C14 N6 -0.2(5) . . . . ?
C18 S1 C14 C20 179.8(5) . . . . ?
C18 N5 C13 S2 0.4(6) . . . . ?
C18 N5 C13 C21 -178.3(5) . . . . ?
C19 C32 C4 C8 179.9(6) . . . . ?
C20 C26 C36 N11 0.6(9) . . . . ?
C21 C17 C23 N12 0.2(10) . . . . ?
C21 C31 C38 N12 0.9(9) . . . . ?
C22 N11 C34 C25 95.8(7) . . . . ?
C22 N11 C36 C26 1.8(9) . . . . ?
C23 N12 C38 C31 -0.7(9) . . . . ?
C23 N12 C3 C37 -69.7(7) . . . . ?
C23 C17 C21 C13 179.5(6) . . . . ?
C23 C17 C21 C31 0.0(9) . . . . ?
C26 C20 C39 C22 2.7(9) . . . . ?
C28 C25 C34 N11 -173.6(5) . . . . ?
O29 C19 C32 S3 175.6(5) . . . . ?
O29 C19 C32 C4 -4.3(11) . . . . ?
C32 S3 C35 C1 178.6(5) . . . . ?
C32 S3 C35 C8 0.2(5) . . . . ?
C32 C4 C8 C35 0.2(8) . . . . ?
C33 S2 C13 N5 -0.2(5) . . . . ?
C33 S2 C13 C21 178.6(5) . . . . ?
C33 N6 C14 S1 1.2(6) . . . . ?
C33 N6 C14 C20 -178.7(5) . . . . ?
C34 N11 C22 C39 179.9(6) . . . . ?
C34 N11 C36 C26 180.0(6) . . . . ?
C34 C25 C28 O4 1.9(8) . . . . ?
C34 C25 C28 O24 -177.7(6) . . . . ?
C35 S3 C32 C19 180.0(5) . . . . ?
C35 S3 C32 C4 -0.1(5) . . . . ?
C36 N11 C22 C39 -2.0(10) . . . . ?
C36 N11 C34 C25 -82.3(7) . . . . ?
C38 N12 C23 C17 0.1(9) . . . . ?
C38 N12 C3 C37 111.1(6) . . . . ?
C39 C20 C26 C36 -2.8(9) . . . . ?
C40 C37 C3 N12 -76.9(7) . . . . ?
C3 N12 C23 C17 -179.1(6) . . . . ?
C3 N12 C38 C31 178.6(6) . . . . ?
C3 C37 C40 O8 -6.3(8) . . . . ?
C3 C37 C40 O30 175.8(5) . . . . ?
C1 C35 C8 C4 -178.6(6) . . . . ?
C8 C35 C1 O15 -3.9(10) . . . . ?
C8 C35 C1 O27 175.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.51(5)
2 0.49(5)

####################################################################### 
# 
# 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_a_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2243115'
loop_
_audit_author_name
_audit_author_address
'Jinjian liu'
;Shanxi Normal University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H8 N2 O2 S, C4 H3 O2, H2 O'
_chemical_formula_sum            'C14 H13 N2 O5 S'
_chemical_formula_weight         321.32
_chemical_melting_point          ?
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   5.6484(4)
_cell_length_b                   8.1619(6)
_cell_length_c                   15.8411(12)
_cell_angle_alpha                81.030(2)
_cell_angle_beta                 85.540(2)
_cell_angle_gamma                76.678(2)
_cell_volume                     701.29(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5659
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.48
_cell_measurement_theta_min      2.59
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
? was used for absorption correction.
wR2(int) was 0.1375 before and 0.0400 after correction.
The Ratio of minimum to maximum transmission is 0.9237.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             334
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11324
_diffrn_reflns_theta_full        28.56
_diffrn_reflns_theta_max         28.56
_diffrn_reflns_theta_min         2.59
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2873
_reflns_number_total             3558
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3558
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0507P)²+0.2274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1105
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  H7 of C7, H14 of C14, {H3A,H3B} of C3, {H2A,H2B} of C2, H13 of C13, H4 of
  C4, H6 of C6, H5 of C5
 At 1.5 times of:
  {H5A,H5B} of O5, H4A of O4
2.a Free rotating group:
 O5(H5A,H5B)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C14(H14), C4(H4), C13(H13), C5(H5), C6(H6)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.13700(7) 0.82392(5) 0.10143(2) 0.04048(13) Uani 1 1 d . . .
O4 O 0.0331(2) 0.75448(18) 0.79036(8) 0.0526(3) Uani 1 1 d . . .
H4A H 0.0981 0.7819 0.7438 0.079 Uiso 1 1 calc R . .
O1 O -0.8095(3) 0.87218(17) 0.64654(7) 0.0534(3) Uani 1 1 d . . .
O2 O -0.9525(3) 0.6957(2) 0.58211(9) 0.0746(5) Uani 1 1 d . . .
N2 N -0.2721(2) 1.04167(18) 0.06567(8) 0.0370(3) Uani 1 1 d . . .
O5 O 0.2962(3) 0.4657(2) 0.33067(11) 0.0664(4) Uani 1 1 d G . .
H5A H 0.2042 0.3978 0.3493 0.100 Uiso 1 1 d G . .
H5B H 0.3877 0.4282 0.2895 0.100 Uiso 1 1 d G . .
N1 N -0.5385(3) 0.79269(19) 0.35693(9) 0.0442(3) Uani 1 1 d . . .
C1 C -0.8228(3) 0.7959(2) 0.58445(10) 0.0406(4) Uani 1 1 d . . .
C7 C -0.5046(3) 0.9827(2) 0.23091(10) 0.0451(4) Uani 1 1 d . . .
H7 H -0.5686 1.0829 0.1956 0.054 Uiso 1 1 calc R . .
C14 C -0.1525(3) 0.6269(2) 0.94842(10) 0.0407(4) Uani 1 1 d . . .
H14 H -0.2558 0.7120 0.9140 0.049 Uiso 1 1 calc R . .
C9 C -0.1621(3) 0.92524(19) 0.12543(9) 0.0326(3) Uani 1 1 d . . .
C8 C -0.2845(3) 0.8803(2) 0.20821(9) 0.0342(3) Uani 1 1 d . . .
C2 C -0.6585(3) 0.8342(2) 0.50639(10) 0.0438(4) Uani 1 1 d . . .
H2A H -0.6962 0.9557 0.4869 0.053 Uiso 1 1 calc R . .
H2B H -0.4903 0.8019 0.5227 0.053 Uiso 1 1 calc R . .
C3 C -0.6870(4) 0.7426(3) 0.43475(11) 0.0554(5) Uani 1 1 d . . .
H3A H -0.8572 0.7681 0.4211 0.066 Uiso 1 1 calc R . .
H3B H -0.6367 0.6210 0.4525 0.066 Uiso 1 1 calc R . .
C10 C 0.1141(3) 0.94744(19) 0.00276(9) 0.0328(3) Uani 1 1 d . . .
C4 C -0.6280(3) 0.9361(3) 0.30543(11) 0.0502(5) Uani 1 1 d . . .
H4 H -0.7758 1.0052 0.3203 0.060 Uiso 1 1 calc R . .
C13 C 0.2377(3) 0.4411(2) 0.97274(10) 0.0405(4) Uani 1 1 d . . .
H13 H 0.3982 0.4011 0.9544 0.049 Uiso 1 1 calc R . .
C12 C 0.0862(3) 0.5685(2) 0.92067(9) 0.0341(3) Uani 1 1 d . . .
C11 C 0.1879(3) 0.6378(2) 0.83604(10) 0.0392(4) Uani 1 1 d . . .
C5 C -0.3219(4) 0.6948(2) 0.33836(11) 0.0510(5) Uani 1 1 d . . .
H5 H -0.2592 0.5975 0.3759 0.061 Uiso 1 1 calc R . .
C6 C -0.1907(3) 0.7363(2) 0.26441(11) 0.0456(4) Uani 1 1 d . . .
H6 H -0.0397 0.6679 0.2523 0.055 Uiso 1 1 calc R . .
O3 O 0.3989(3) 0.5878(2) 0.81393(9) 0.0674(4) 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 C9 1.7425(15) . ?
S1 C10 1.7193(15) . ?
O4 C11 1.302(2) . ?
O1 C1 1.259(2) . ?
O2 C1 1.223(2) . ?
N2 C9 1.313(2) . ?
N2 C10 1.3549(18) 2_575 ?
N1 C3 1.4933(19) . ?
N1 C4 1.336(2) . ?
N1 C5 1.337(2) . ?
C1 C2 1.524(2) . ?
C7 C8 1.385(2) . ?
C7 C4 1.370(2) . ?
C14 C13 1.383(2) 2_567 ?
C14 C12 1.384(2) . ?
C9 C8 1.4691(19) . ?
C8 C6 1.384(2) . ?
C2 C3 1.490(2) . ?
C10 N2 1.3549(18) 2_575 ?
C10 C10 1.375(3) 2_575 ?
C13 C14 1.383(2) 2_567 ?
C13 C12 1.388(2) . ?
C12 C11 1.497(2) . ?
C11 O3 1.210(2) . ?
C5 C6 1.376(2) . ?

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
C10 S1 C9 88.08(7) . . ?
C9 N2 C10 108.06(13) . 2_575 ?
C4 N1 C3 118.67(16) . . ?
C4 N1 C5 120.57(14) . . ?
C5 N1 C3 120.76(16) . . ?
O1 C1 C2 115.36(15) . . ?
O2 C1 O1 126.00(15) . . ?
O2 C1 C2 118.64(16) . . ?
C4 C7 C8 119.93(16) . . ?
C13 C14 C12 120.11(15) 2_567 . ?
N2 C9 S1 116.69(10) . . ?
N2 C9 C8 122.02(14) . . ?
C8 C9 S1 121.28(12) . . ?
C7 C8 C9 119.47(14) . . ?
C6 C8 C7 118.10(14) . . ?
C6 C8 C9 122.42(14) . . ?
C3 C2 C1 112.57(14) . . ?
C2 C3 N1 111.40(15) . . ?
N2 C10 S1 132.82(12) 2_575 . ?
N2 C10 C10 117.95(17) 2_575 2_575 ?
C10 C10 S1 109.22(14) 2_575 . ?
N1 C4 C7 120.81(16) . . ?
C14 C13 C12 120.70(14) 2_567 . ?
C14 C12 C13 119.19(14) . . ?
C14 C12 C11 122.33(14) . . ?
C13 C12 C11 118.48(14) . . ?
O4 C11 C12 114.72(14) . . ?
O3 C11 O4 124.05(15) . . ?
O3 C11 C12 121.22(15) . . ?
N1 C5 C6 120.77(16) . . ?
C5 C6 C8 119.71(16) . . ?

