# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_ja
_database_code_depnum_ccdc_archive 'CCDC 2301357'
loop_
_audit_author_name
_audit_author_address
Ww
;ZKChemical Research Service Platform
China
;
_audit_update_record             
;
2023-10-15 deposited with the CCDC.	2024-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3.87 H3.63 F0.13 N0.25 O0.75 S0.13'
_chemical_formula_weight         72.08

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'
F F 0.0171 0.0103 '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                   12.9151(17)
_cell_length_b                   15.309(2)
_cell_length_c                   14.3386(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.673(2)
_cell_angle_gamma                90.00
_cell_volume                     2802.6(6)
_cell_formula_units_Z            32
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6361
_cell_measurement_theta_min      1.59
_cell_measurement_theta_max      27.56

_exptl_crystal_description       BAR
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1208
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9507
_exptl_absorpt_correction_T_max  0.9668
_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            16664
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0758
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         27.56
_reflns_number_total             6361
_reflns_number_gt                3579
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0855P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6361
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1341
_refine_ls_R_factor_gt           0.0609
_refine_ls_wR_factor_ref         0.1768
_refine_ls_wR_factor_gt          0.1366
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 0.37113(5) 0.19725(5) 0.02969(5) 0.0375(2) Uani 1 1 d . . .
O6 O 0.47140(14) 0.23244(14) 0.01933(15) 0.0485(6) Uani 1 1 d . . .
N2? N 0.31769(17) 0.16656(15) -0.07746(16) 0.0340(6) Uani 1 1 d . . .
N1 N 0.28291(17) -0.02436(15) -0.04128(17) 0.0380(6) Uani 1 1 d . . .
H1A H 0.3486 -0.0132 -0.0265 0.046 Uiso 1 1 calc R . .
O5 O 0.50195(16) 0.06587(14) -0.08414(16) 0.0497(6) Uani 1 1 d . . .
O4 O 0.48974(17) 0.09393(15) -0.23898(16) 0.0525(6) Uani 1 1 d . . .
O3 O 0.36201(17) 0.12696(13) 0.09336(14) 0.0482(6) Uani 1 1 d . . .
C30 C 0.2069(2) 0.03601(18) -0.07408(19) 0.0329(7) Uani 1 1 d . . .
F F 0.26567(17) -0.33465(12) 0.01534(15) 0.0704(6) Uani 1 1 d . . .
C29 C 0.4632(2) 0.1039(2) -0.1536(2) 0.0390(7) Uani 1 1 d . . .
O2 O 0.51458(16) 0.26459(14) -0.18950(16) 0.0507(6) Uani 1 1 d . . .
C28 C 0.2374(2) -0.10588(19) -0.0356(2) 0.0342(7) Uani 1 1 d . . .
C27 C 0.1250(2) 0.17254(19) -0.12590(19) 0.0354(7) Uani 1 1 d . . .
C26 C 0.2167(2) 0.12398(19) -0.09041(19) 0.0334(7) Uani 1 1 d . . .
O1 O 0.36613(17) 0.32956(15) -0.16522(18) 0.0591(7) Uani 1 1 d . . .
C25 C 0.0172(2) 0.0378(2) -0.12726(19) 0.0375(7) Uani 1 1 d . . .
C24 C 0.2105(2) 0.2655(2) 0.1103(2) 0.0385(7) Uani 1 1 d . . .
H24A H 0.1969 0.2085 0.1274 0.046 Uiso 1 1 calc R . .
C23 C -0.0626(2) 0.1799(2) -0.1834(2) 0.0477(9) Uani 1 1 d . . .
H23A H -0.1276 0.1530 -0.1978 0.057 Uiso 1 1 calc R . .
C22 C 0.1287(2) -0.0993(2) -0.0662(2) 0.0362(7) Uani 1 1 d . . .
C21 C 0.1294(2) 0.2638(2) -0.1431(2) 0.0436(8) Uani 1 1 d . . .
H21A H 0.1933 0.2927 -0.1301 0.052 Uiso 1 1 calc R . .
C20 C 0.1071(2) -0.00752(19) -0.09150(19) 0.0348(7) Uani 1 1 d . . .
C19 C 0.0681(2) -0.1745(2) -0.0657(2) 0.0455(8) Uani 1 1 d . . .
H19A H -0.0040 -0.1718 -0.0844 0.055 Uiso 1 1 calc R . .
C18 C 0.4179(2) 0.2654(2) -0.1697(2) 0.0427(8) Uani 1 1 d . . .
C17 C 0.0259(2) 0.1287(2) -0.1452(2) 0.0375(7) Uani 1 1 d . . .
C16 C 0.3767(2) 0.17205(19) -0.1567(2) 0.0367(7) Uani 1 1 d . . .
H16A H 0.3266 0.1594 -0.2135 0.044 Uiso 1 1 calc R . .
C15 C 0.2859(2) -0.1843(2) -0.0070(2) 0.0431(8) Uani 1 1 d . . .
H15A H 0.3577 -0.1883 0.0130 0.052 Uiso 1 1 calc R . .
C14 C -0.0549(3) 0.2668(2) -0.1995(2) 0.0566(10) Uani 1 1 d . . .
H14A H -0.1141 0.2982 -0.2247 0.068 Uiso 1 1 calc R . .
C13 C 0.1668(3) 0.4183(2) 0.1086(2) 0.0480(8) Uani 1 1 d . . .
C12 C 0.1151(3) -0.2533(2) -0.0376(2) 0.0511(9) Uani 1 1 d . . .
H12A H 0.0752 -0.3038 -0.0373 0.061 Uiso 1 1 calc R . .
C11 C 0.0419(2) 0.3095(2) -0.1782(2) 0.0519(9) Uani 1 1 d . . .
H11A H 0.0462 0.3693 -0.1882 0.062 Uiso 1 1 calc R . .
C10 C 0.1487(2) 0.3330(2) 0.1332(2) 0.0434(8) Uani 1 1 d . . .
H10A H 0.0934 0.3210 0.1659 0.052 Uiso 1 1 calc R . .
C9 C 0.2929(2) 0.28293(19) 0.0619(2) 0.0364(7) Uani 1 1 d . . .
C8 C 0.2211(3) -0.2555(2) -0.0103(2) 0.0469(8) Uani 1 1 d . . .
C7 C -0.0876(2) -0.0074(2) -0.1472(2) 0.0543(9) Uani 1 1 d . . .
H7A H -0.0791 -0.0681 -0.1312 0.081 Uiso 1 1 calc R . .
H7B H -0.1150 -0.0018 -0.2130 0.081 Uiso 1 1 calc R . .
H7C H -0.1352 0.0189 -0.1102 0.081 Uiso 1 1 calc R . .
C6 C 0.3138(3) 0.3688(2) 0.0382(2) 0.0529(9) Uani 1 1 d . . .
H6B H 0.3700 0.3811 0.0067 0.064 Uiso 1 1 calc R . .
C5 C 0.5924(3) 0.0554(2) -0.2431(3) 0.0653(11) Uani 1 1 d . . .
H5A H 0.5936 -0.0048 -0.2219 0.078 Uiso 1 1 calc R . .
H5B H 0.6461 0.0874 -0.2022 0.078 Uiso 1 1 calc R . .
C4 C 0.2505(3) 0.4351(2) 0.0617(3) 0.0596(10) Uani 1 1 d . . .
H4A H 0.2645 0.4923 0.0458 0.072 Uiso 1 1 calc R . .
C3 C 0.5585(3) 0.3483(2) -0.2109(3) 0.0623(10) Uani 1 1 d . . .
H3B H 0.5738 0.3830 -0.1539 0.075 Uiso 1 1 calc R . .
H3C H 0.5088 0.3801 -0.2559 0.075 Uiso 1 1 calc R . .
C2 C 0.6128(4) 0.0594(4) -0.3411(3) 0.1078(18) Uani 1 1 d . . .
H2A H 0.6800 0.0340 -0.3450 0.162 Uiso 1 1 calc R . .
H2B H 0.6123 0.1192 -0.3612 0.162 Uiso 1 1 calc R . .
H2C H 0.5595 0.0275 -0.3810 0.162 Uiso 1 1 calc R . .
C1 C 0.6554(3) 0.3317(3) -0.2508(3) 0.0862(14) Uani 1 1 d . . .
H1B H 0.6859 0.3863 -0.2652 0.129 Uiso 1 1 calc R . .
H1C H 0.6394 0.2977 -0.3074 0.129 Uiso 1 1 calc R . .
H1D H 0.7041 0.3003 -0.2057 0.129 Uiso 1 1 calc R . .
C40 C 0.0973(3) 0.4921(3) 0.1330(3) 0.0756(12) Uani 1 1 d . . .
H40A H 0.0434 0.4689 0.1653 0.113 Uiso 1 1 calc R . .
H40B H 0.0658 0.5207 0.0762 0.113 Uiso 1 1 calc R . .
H40C H 0.1386 0.5334 0.1731 0.113 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 O3 1.427(2) . ?
S1 O6 1.431(2) . ?
S1 N2? 1.655(2) . ?
S1 C9 1.759(3) . ?
N2? C26 1.445(3) . ?
N2? C16 1.463(3) . ?
N1 C30 1.379(3) . ?
N1 C28 1.387(4) . ?
N1 H1A 0.8600 . ?
O5 C29 1.196(3) . ?
O4 C29 1.328(4) . ?
O4 C5 1.461(4) . ?
C30 C26 1.376(4) . ?
C30 C20 1.438(4) . ?
F C8 1.368(4) . ?
C29 C16 1.525(4) . ?
O2 C18 1.322(3) . ?
O2 C3 1.452(4) . ?
C28 C15 1.387(4) . ?
C28 C22 1.410(4) . ?
C27 C21 1.421(4) . ?
C27 C26 1.426(4) . ?
C27 C17 1.435(4) . ?
O1 C18 1.195(3) . ?
C25 C20 1.384(4) . ?
C25 C17 1.422(4) . ?
C25 C7 1.508(4) . ?
C24 C10 1.376(4) . ?
C24 C9 1.382(4) . ?
C24 H24A 0.9300 . ?
C23 C14 1.355(5) . ?
C23 C17 1.426(4) . ?
C23 H23A 0.9300 . ?
C22 C19 1.393(4) . ?
C22 C20 1.468(4) . ?
C21 C11 1.360(4) . ?
C21 H21A 0.9300 . ?
C19 C12 1.382(4) . ?
C19 H19A 0.9300 . ?
C18 C16 1.546(4) . ?
C16 H16A 0.9800 . ?
C15 C8 1.372(4) . ?
C15 H15A 0.9300 . ?
C14 C11 1.403(5) . ?
C14 H14A 0.9300 . ?
C13 C4 1.380(5) . ?
C13 C10 1.381(4) . ?
C13 C40 1.517(4) . ?
C12 C8 1.366(5) . ?
C12 H12A 0.9300 . ?
C11 H11A 0.9300 . ?
C10 H10A 0.9300 . ?
C9 C6 1.394(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 C4 1.377(4) . ?
C6 H6B 0.9300 . ?
C5 C2 1.469(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C4 H4A 0.9300 . ?
C3 C1 1.475(5) . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?

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
O3 S1 O6 120.89(14) . . ?
O3 S1 N2? 108.46(13) . . ?
O6 S1 N2? 105.54(12) . . ?
O3 S1 C9 106.76(13) . . ?
O6 S1 C9 108.13(13) . . ?
N2? S1 C9 106.23(13) . . ?
C26 N2? C16 119.5(2) . . ?
C26 N2? S1 119.31(18) . . ?
C16 N2? S1 120.77(18) . . ?
C30 N1 C28 109.7(2) . . ?
C30 N1 H1A 125.2 . . ?
C28 N1 H1A 125.2 . . ?
C29 O4 C5 116.5(3) . . ?
C26 C30 N1 129.4(3) . . ?
C26 C30 C20 121.8(3) . . ?
N1 C30 C20 108.8(2) . . ?
O5 C29 O4 125.3(3) . . ?
O5 C29 C16 124.7(3) . . ?
O4 C29 C16 110.0(3) . . ?
C18 O2 C3 116.6(3) . . ?
N1 C28 C15 128.2(3) . . ?
N1 C28 C22 109.2(2) . . ?
C15 C28 C22 122.5(3) . . ?
C21 C27 C26 121.4(3) . . ?
C21 C27 C17 119.0(3) . . ?
C26 C27 C17 119.6(3) . . ?
C30 C26 C27 118.5(3) . . ?
C30 C26 N2? 121.6(2) . . ?
C27 C26 N2? 119.7(2) . . ?
C20 C25 C17 118.2(3) . . ?
C20 C25 C7 121.3(3) . . ?
C17 C25 C7 120.5(3) . . ?
C10 C24 C9 119.6(3) . . ?
C10 C24 H24A 120.2 . . ?
C9 C24 H24A 120.2 . . ?
C14 C23 C17 122.0(3) . . ?
C14 C23 H23A 119.0 . . ?
C17 C23 H23A 119.0 . . ?
C19 C22 C28 118.3(3) . . ?
C19 C22 C20 135.0(3) . . ?
C28 C22 C20 106.7(3) . . ?
C11 C21 C27 121.1(3) . . ?
C11 C21 H21A 119.4 . . ?
C27 C21 H21A 119.4 . . ?
C25 C20 C30 120.8(3) . . ?
C25 C20 C22 133.6(3) . . ?
C30 C20 C22 105.6(2) . . ?
C12 C19 C22 120.1(3) . . ?
C12 C19 H19A 120.0 . . ?
C22 C19 H19A 120.0 . . ?
O1 C18 O2 125.0(3) . . ?
O1 C18 C16 123.2(3) . . ?
O2 C18 C16 111.7(3) . . ?
C25 C17 C23 121.8(3) . . ?
C25 C17 C27 121.0(3) . . ?
C23 C17 C27 117.1(3) . . ?
N2? C16 C29 113.8(2) . . ?
N2? C16 C18 112.1(2) . . ?
C29 C16 C18 111.9(2) . . ?
N2? C16 H16A 106.2 . . ?
C29 C16 H16A 106.2 . . ?
C18 C16 H16A 106.2 . . ?
C8 C15 C28 115.6(3) . . ?
C8 C15 H15A 122.2 . . ?
C28 C15 H15A 122.2 . . ?
C23 C14 C11 120.5(3) . . ?
C23 C14 H14A 119.8 . . ?
C11 C14 H14A 119.8 . . ?
C4 C13 C10 118.4(3) . . ?
C4 C13 C40 120.6(3) . . ?
C10 C13 C40 121.0(3) . . ?
C8 C12 C19 118.8(3) . . ?
C8 C12 H12A 120.6 . . ?
C19 C12 H12A 120.6 . . ?
C21 C11 C14 120.3(3) . . ?
C21 C11 H11A 119.9 . . ?
C14 C11 H11A 119.9 . . ?
C24 C10 C13 121.5(3) . . ?
C24 C10 H10A 119.3 . . ?
C13 C10 H10A 119.3 . . ?
C24 C9 C6 119.8(3) . . ?
C24 C9 S1 120.3(2) . . ?
C6 C9 S1 119.9(2) . . ?
C12 C8 F 117.6(3) . . ?
C12 C8 C15 124.7(3) . . ?
F C8 C15 117.7(3) . . ?
C25 C7 H7A 109.5 . . ?
C25 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C25 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C6 C9 119.5(3) . . ?
C4 C6 H6B 120.3 . . ?
C9 C6 H6B 120.3 . . ?
O4 C5 C2 108.5(3) . . ?
O4 C5 H5A 110.0 . . ?
C2 C5 H5A 110.0 . . ?
O4 C5 H5B 110.0 . . ?
C2 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C6 C4 C13 121.3(3) . . ?
C6 C4 H4A 119.4 . . ?
C13 C4 H4A 119.4 . . ?
O2 C3 C1 108.1(3) . . ?
O2 C3 H3B 110.1 . . ?
C1 C3 H3B 110.1 . . ?
O2 C3 H3C 110.1 . . ?
C1 C3 H3C 110.1 . . ?
H3B C3 H3C 108.4 . . ?
C5 C2 H2A 109.5 . . ?
C5 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C5 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C1 H1D 109.5 . . ?
H1B C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
C13 C40 H40A 109.5 . . ?
C13 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C13 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

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
O3 S1 N2? C26 46.2(2) . . . . ?
O6 S1 N2? C26 177.1(2) . . . . ?
C9 S1 N2? C26 -68.3(2) . . . . ?
O3 S1 N2? C16 -126.2(2) . . . . ?
O6 S1 N2? C16 4.7(2) . . . . ?
C9 S1 N2? C16 119.4(2) . . . . ?
C28 N1 C30 C26 180.0(3) . . . . ?
C28 N1 C30 C20 -0.4(3) . . . . ?
C5 O4 C29 O5 -19.6(5) . . . . ?
C5 O4 C29 C16 159.6(3) . . . . ?
C30 N1 C28 C15 179.3(3) . . . . ?
C30 N1 C28 C22 0.5(3) . . . . ?
N1 C30 C26 C27 179.3(3) . . . . ?
C20 C30 C26 C27 -0.2(4) . . . . ?
N1 C30 C26 N2? 2.8(5) . . . . ?
C20 C30 C26 N2? -176.8(2) . . . . ?
C21 C27 C26 C30 179.1(3) . . . . ?
C17 C27 C26 C30 -1.1(4) . . . . ?
C21 C27 C26 N2? -4.3(4) . . . . ?
C17 C27 C26 N2? 175.5(2) . . . . ?
C16 N2? C26 C30 90.2(3) . . . . ?
S1 N2? C26 C30 -82.2(3) . . . . ?
C16 N2? C26 C27 -86.3(3) . . . . ?
S1 N2? C26 C27 101.3(3) . . . . ?
N1 C28 C22 C19 -179.9(3) . . . . ?
C15 C28 C22 C19 1.2(4) . . . . ?
N1 C28 C22 C20 -0.3(3) . . . . ?
C15 C28 C22 C20 -179.2(3) . . . . ?
C26 C27 C21 C11 179.1(3) . . . . ?
C17 C27 C21 C11 -0.7(4) . . . . ?
C17 C25 C20 C30 -0.8(4) . . . . ?
C7 C25 C20 C30 179.0(3) . . . . ?
C17 C25 C20 C22 -179.0(3) . . . . ?
C7 C25 C20 C22 0.9(5) . . . . ?
C26 C30 C20 C25 1.2(4) . . . . ?
N1 C30 C20 C25 -178.4(3) . . . . ?
C26 C30 C20 C22 179.8(3) . . . . ?
N1 C30 C20 C22 0.2(3) . . . . ?
C19 C22 C20 C25 -2.1(6) . . . . ?
C28 C22 C20 C25 178.4(3) . . . . ?
C19 C22 C20 C30 179.5(3) . . . . ?
C28 C22 C20 C30 0.0(3) . . . . ?
C28 C22 C19 C12 -1.3(4) . . . . ?
C20 C22 C19 C12 179.3(3) . . . . ?
C3 O2 C18 O1 -2.5(5) . . . . ?
C3 O2 C18 C16 175.1(3) . . . . ?
C20 C25 C17 C23 179.0(3) . . . . ?
C7 C25 C17 C23 -0.9(4) . . . . ?
C20 C25 C17 C27 -0.6(4) . . . . ?
C7 C25 C17 C27 179.6(3) . . . . ?
C14 C23 C17 C25 179.1(3) . . . . ?
C14 C23 C17 C27 -1.3(5) . . . . ?
C21 C27 C17 C25 -178.7(3) . . . . ?
C26 C27 C17 C25 1.5(4) . . . . ?
C21 C27 C17 C23 1.7(4) . . . . ?
C26 C27 C17 C23 -178.0(3) . . . . ?
C26 N2? C16 C29 -100.1(3) . . . . ?
S1 N2? C16 C29 72.2(3) . . . . ?
C26 N2? C16 C18 131.7(3) . . . . ?
S1 N2? C16 C18 -56.0(3) . . . . ?
O5 C29 C16 N2? -20.7(4) . . . . ?
O4 C29 C16 N2? 160.0(2) . . . . ?
O5 C29 C16 C18 107.5(3) . . . . ?
O4 C29 C16 C18 -71.7(3) . . . . ?
O1 C18 C16 N2? -43.6(4) . . . . ?
O2 C18 C16 N2? 138.7(3) . . . . ?
O1 C18 C16 C29 -172.8(3) . . . . ?
O2 C18 C16 C29 9.5(4) . . . . ?
N1 C28 C15 C8 -178.8(3) . . . . ?
C22 C28 C15 C8 0.0(4) . . . . ?
C17 C23 C14 C11 -0.3(5) . . . . ?
C22 C19 C12 C8 0.2(5) . . . . ?
C27 C21 C11 C14 -0.9(5) . . . . ?
C23 C14 C11 C21 1.4(5) . . . . ?
C9 C24 C10 C13 0.1(5) . . . . ?
C4 C13 C10 C24 -1.3(5) . . . . ?
C40 C13 C10 C24 179.2(3) . . . . ?
C10 C24 C9 C6 1.2(5) . . . . ?
C10 C24 C9 S1 -178.6(2) . . . . ?
O3 S1 C9 C24 -23.8(3) . . . . ?
O6 S1 C9 C24 -155.3(2) . . . . ?
N2? S1 C9 C24 91.8(3) . . . . ?
O3 S1 C9 C6 156.4(3) . . . . ?
O6 S1 C9 C6 24.9(3) . . . . ?
N2? S1 C9 C6 -88.0(3) . . . . ?
C19 C12 C8 F -178.7(3) . . . . ?
C19 C12 C8 C15 1.0(5) . . . . ?
C28 C15 C8 C12 -1.1(5) . . . . ?
C28 C15 C8 F 178.6(3) . . . . ?
C24 C9 C6 C4 -1.3(5) . . . . ?
S1 C9 C6 C4 178.5(3) . . . . ?
C29 O4 C5 C2 -173.3(3) . . . . ?
C9 C6 C4 C13 0.1(6) . . . . ?
C10 C13 C4 C6 1.2(5) . . . . ?
C40 C13 C4 C6 -179.3(3) . . . . ?
C18 O2 C3 C1 -167.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.122
####################################################################### 
# 
# 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_ja_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2327200'
loop_
_audit_author_name
_audit_author_address
'WEI WANG'
;Nanning Normal University
China
;
_audit_update_record             
;
2024-05-29 deposited with the CCDC.	2024-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 N2 O0'
_chemical_formula_weight         346.41

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2463(10)
_cell_length_b                   10.1584(13)
_cell_length_c                   12.5010(15)
_cell_angle_alpha                67.3840(10)
_cell_angle_beta                 76.173(2)
_cell_angle_gamma                84.943(2)
_cell_volume                     938.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3535
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      25.68

_exptl_crystal_description       BAR
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             364
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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            5099
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         25.68
_reflns_number_total             3535
_reflns_number_gt                2484
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0645P)²+0.2169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3535
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1364
_refine_ls_wR_factor_gt          0.1231
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.002
_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
N1 N -0.1012(2) 0.44761(18) 0.21524(16) 0.0573(5) Uani 1 1 d . . .
H1A H -0.1705 0.3790 0.2361 0.069 Uiso 1 1 d R . .
N2 N 0.4064(2) 0.35300(19) 0.49990(16) 0.0628(5) Uani 1 1 d . . .
H2A H 0.4184 0.3144 0.5720 0.075 Uiso 1 1 d R . .
C1 C -0.1496(3) 0.7493(3) -0.0572(2) 0.0720(7) Uani 1 1 d . . .
H1B H -0.2088 0.7815 -0.1171 0.086 Uiso 1 1 calc R . .
C2 C 0.5701(3) 0.2509(2) 0.2050(3) 0.0686(7) Uani 1 1 d . . .
H2B H 0.6033 0.2317 0.1360 0.082 Uiso 1 1 calc R . .
C3 C 0.6083(3) 0.8387(2) 0.1853(2) 0.0681(7) Uani 1 1 d . . .
H3 H 0.7201 0.8343 0.1492 0.082 Uiso 1 1 calc R . .
C4 C 0.6233(3) 0.1625(3) 0.3071(3) 0.0782(8) Uani 1 1 d . . .
H4B H 0.6928 0.0860 0.3046 0.094 Uiso 1 1 calc R . .
C5 C 0.5755(3) 0.1858(2) 0.4109(3) 0.0719(7) Uani 1 1 d . . .
H5A H 0.6101 0.1256 0.4789 0.086 Uiso 1 1 calc R . .
C6 C -0.0282(3) 0.8371(2) -0.0582(2) 0.0658(6) Uani 1 1 d . . .
H6A H -0.0090 0.9271 -0.1182 0.079 Uiso 1 1 calc R . .
C7 C 0.0808(3) 0.9755(2) 0.36913(18) 0.0580(6) Uani 1 1 d . . .
H7A H 0.0444 1.0529 0.3908 0.070 Uiso 1 1 calc R . .
C8 C -0.1839(3) 0.6170(3) 0.0299(2) 0.0648(6) Uani 1 1 d . . .
H8A H -0.2651 0.5589 0.0302 0.078 Uiso 1 1 calc R . .
C9 C -0.0301(3) 0.8700(2) 0.38991(19) 0.0591(6) Uani 1 1 d . . .
H9A H -0.1406 0.8739 0.4287 0.071 Uiso 1 1 calc R . .
C10 C 0.0640(2) 0.7927(2) 0.02805(17) 0.0516(5) Uani 1 1 d . . .
H10A H 0.1452 0.8518 0.0266 0.062 Uiso 1 1 calc R . .
C11 C 0.4691(2) 0.3662(2) 0.2052(2) 0.0532(5) Uani 1 1 d . . .
H11A H 0.4340 0.4247 0.1369 0.064 Uiso 1 1 calc R . .
C12 C 0.3174(2) 0.4750(2) 0.45520(18) 0.0530(5) Uani 1 1 d . . .
H12A H 0.2625 0.5292 0.4982 0.064 Uiso 1 1 calc R . .
C13 C 0.4778(3) 0.8438(2) 0.2274(2) 0.0564(5) Uani 1 1 d . . .
C14 C 0.4732(2) 0.3025(2) 0.4116(2) 0.0541(5) Uani 1 1 d . . .
C15 C 0.0182(2) 0.4502(2) 0.27410(18) 0.0508(5) Uani 1 1 d . . .
H15A H 0.0381 0.3768 0.3422 0.061 Uiso 1 1 calc R . .
C16 C 0.2448(3) 0.9659(2) 0.31642(18) 0.0531(5) Uani 1 1 d . . .
H16A H 0.3200 1.0362 0.3040 0.064 Uiso 1 1 calc R . .
C17 C -0.0930(2) 0.5725(2) 0.11782(18) 0.0485(5) Uani 1 1 d . . .
C18 C 0.0230(2) 0.7587(2) 0.35321(18) 0.0518(5) Uani 1 1 d . . .
H18A H -0.0538 0.6894 0.3662 0.062 Uiso 1 1 calc R . .
C19 C 0.4201(2) 0.39423(19) 0.30925(18) 0.0456(5) Uani 1 1 d . . .
C20 C 0.1036(2) 0.57627(19) 0.21807(16) 0.0411(4) Uani 1 1 d . . .
C21 C 0.0330(2) 0.65657(19) 0.11805(16) 0.0427(4) Uani 1 1 d . . .
C22 C 0.2426(2) 0.62648(19) 0.25323(16) 0.0410(4) Uani 1 1 d . . .
H22A H 0.3296 0.6662 0.1806 0.049 Uiso 1 1 calc R . .
C23 C 0.3009(2) 0.85199(19) 0.28104(16) 0.0427(4) Uani 1 1 d . . .
C24 C 0.3215(2) 0.50460(19) 0.33876(16) 0.0434(4) Uani 1 1 d . . .
C25 C 0.1877(2) 0.74672(19) 0.29739(16) 0.0411(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
N1 C15 1.370(2) . ?
N1 C17 1.373(3) . ?
N1 H1A 0.8600 . ?
N2 C14 1.371(3) . ?
N2 C12 1.375(3) . ?
N2 H2A 0.8598 . ?
C1 C8 1.365(3) . ?
C1 C6 1.393(3) . ?
C1 H1B 0.9300 . ?
C2 C11 1.376(3) . ?
C2 C4 1.394(4) . ?
C2 H2B 0.9300 . ?
C3 C13 1.086(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(4) . ?
C4 H4B 0.9300 . ?
C5 C14 1.395(3) . ?
C5 H5A 0.9300 . ?
C6 C10 1.380(3) . ?
C6 H6A 0.9300 . ?
C7 C16 1.369(3) . ?
C7 C9 1.377(3) . ?
C7 H7A 0.9300 . ?
C8 C17 1.388(3) . ?
C8 H8A 0.9300 . ?
C9 C18 1.377(3) . ?
C9 H9A 0.9300 . ?
C10 C21 1.404(3) . ?
C10 H10A 0.9300 . ?
C11 C19 1.396(3) . ?
C11 H11A 0.9300 . ?
C12 C24 1.361(3) . ?
C12 H12A 0.9300 . ?
C13 C23 1.462(3) . ?
C14 C19 1.406(3) . ?
C15 C20 1.364(3) . ?
C15 H15A 0.9300 . ?
C16 C23 1.396(3) . ?
C16 H16A 0.9300 . ?
C17 C21 1.403(3) . ?
C18 C25 1.389(3) . ?
C18 H18A 0.9300 . ?
C19 C24 1.438(3) . ?
C20 C21 1.431(2) . ?
C20 C22 1.511(2) . ?
C22 C24 1.507(2) . ?
C22 C25 1.518(3) . ?
C22 H22A 0.9800 . ?
C23 C25 1.405(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
C15 N1 C17 109.05(16) . . ?
C15 N1 H1A 125.5 . . ?
C17 N1 H1A 125.4 . . ?
C14 N2 C12 109.38(17) . . ?
C14 N2 H2A 125.3 . . ?
C12 N2 H2A 125.3 . . ?
C8 C1 C6 121.6(2) . . ?
C8 C1 H1B 119.2 . . ?
C6 C1 H1B 119.2 . . ?
C11 C2 C4 120.8(2) . . ?
C11 C2 H2B 119.6 . . ?
C4 C2 H2B 119.6 . . ?
C13 C3 H3 180.0 . . ?
C5 C4 C2 121.4(2) . . ?
C5 C4 H4B 119.3 . . ?
C2 C4 H4B 119.3 . . ?
C4 C5 C14 118.0(2) . . ?
C4 C5 H5A 121.0 . . ?
C14 C5 H5A 121.0 . . ?
C10 C6 C1 121.1(2) . . ?
C10 C6 H6A 119.4 . . ?
C1 C6 H6A 119.4 . . ?
C16 C7 C9 119.66(19) . . ?
C16 C7 H7A 120.2 . . ?
C9 C7 H7A 120.2 . . ?
C1 C8 C17 117.6(2) . . ?
C1 C8 H8A 121.2 . . ?
C17 C8 H8A 121.2 . . ?
C7 C9 C18 119.9(2) . . ?
C7 C9 H9A 120.0 . . ?
C18 C9 H9A 120.0 . . ?
C6 C10 C21 118.67(19) . . ?
C6 C10 H10A 120.7 . . ?
C21 C10 H10A 120.7 . . ?
C2 C11 C19 119.2(2) . . ?
C2 C11 H11A 120.4 . . ?
C19 C11 H11A 120.4 . . ?
C24 C12 N2 110.0(2) . . ?
C24 C12 H12A 125.0 . . ?
N2 C12 H12A 125.0 . . ?
C3 C13 C23 178.5(2) . . ?
N2 C14 C5 131.6(2) . . ?
N2 C14 C19 106.95(18) . . ?
C5 C14 C19 121.5(2) . . ?
C20 C15 N1 109.99(17) . . ?
C20 C15 H15A 125.0 . . ?
N1 C15 H15A 125.0 . . ?
C7 C16 C23 120.93(19) . . ?
C7 C16 H16A 119.5 . . ?
C23 C16 H16A 119.5 . . ?
N1 C17 C8 130.34(19) . . ?
N1 C17 C21 107.25(16) . . ?
C8 C17 C21 122.41(19) . . ?
C9 C18 C25 122.05(19) . . ?
C9 C18 H18A 119.0 . . ?
C25 C18 H18A 119.0 . . ?
C11 C19 C14 119.02(19) . . ?
C11 C19 C24 133.43(18) . . ?
C14 C19 C24 107.55(18) . . ?
C15 C20 C21 106.27(16) . . ?
C15 C20 C22 128.21(17) . . ?
C21 C20 C22 125.50(16) . . ?
C17 C21 C10 118.60(17) . . ?
C17 C21 C20 107.43(16) . . ?
C10 C21 C20 133.98(18) . . ?
C24 C22 C20 111.91(14) . . ?
C24 C22 C25 112.82(15) . . ?
C20 C22 C25 112.27(14) . . ?
C24 C22 H22A 106.4 . . ?
C20 C22 H22A 106.4 . . ?
C25 C22 H22A 106.4 . . ?
C16 C23 C25 119.93(17) . . ?
C16 C23 C13 119.30(17) . . ?
C25 C23 C13 120.77(17) . . ?
C12 C24 C19 106.14(17) . . ?
C12 C24 C22 129.13(18) . . ?
C19 C24 C22 124.73(17) . . ?
C18 C25 C23 117.43(17) . . ?
C18 C25 C22 121.32(16) . . ?
C23 C25 C22 121.23(16) . . ?

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
C11 C2 C4 C5 0.9(4) . . . . ?
C2 C4 C5 C14 -0.9(3) . . . . ?
C8 C1 C6 C10 0.9(4) . . . . ?
C6 C1 C8 C17 -0.1(4) . . . . ?
C16 C7 C9 C18 -2.7(3) . . . . ?
C1 C6 C10 C21 -0.2(3) . . . . ?
C4 C2 C11 C19 0.1(3) . . . . ?
C14 N2 C12 C24 1.2(2) . . . . ?
C12 N2 C14 C5 178.1(2) . . . . ?
C12 N2 C14 C19 -1.5(2) . . . . ?
C4 C5 C14 N2 -179.7(2) . . . . ?
C4 C5 C14 C19 0.0(3) . . . . ?
C17 N1 C15 C20 1.1(2) . . . . ?
C9 C7 C16 C23 1.4(3) . . . . ?
C15 N1 C17 C8 177.7(2) . . . . ?
C15 N1 C17 C21 -1.5(2) . . . . ?
C1 C8 C17 N1 179.4(2) . . . . ?
C1 C8 C17 C21 -1.5(3) . . . . ?
C7 C9 C18 C25 1.5(3) . . . . ?
C2 C11 C19 C14 -1.0(3) . . . . ?
C2 C11 C19 C24 178.17(19) . . . . ?
N2 C14 C19 C11 -179.28(17) . . . . ?
C5 C14 C19 C11 1.0(3) . . . . ?
N2 C14 C19 C24 1.3(2) . . . . ?
C5 C14 C19 C24 -178.37(17) . . . . ?
N1 C15 C20 C21 -0.2(2) . . . . ?
N1 C15 C20 C22 178.48(17) . . . . ?
N1 C17 C21 C10 -178.53(17) . . . . ?
C8 C17 C21 C10 2.2(3) . . . . ?
N1 C17 C21 C20 1.3(2) . . . . ?
C8 C17 C21 C20 -177.95(19) . . . . ?
C6 C10 C21 C17 -1.3(3) . . . . ?
C6 C10 C21 C20 178.9(2) . . . . ?
C15 C20 C21 C17 -0.7(2) . . . . ?
C22 C20 C21 C17 -179.44(17) . . . . ?
C15 C20 C21 C10 179.1(2) . . . . ?
C22 C20 C21 C10 0.4(3) . . . . ?
C15 C20 C22 C24 18.2(3) . . . . ?
C21 C20 C22 C24 -163.32(17) . . . . ?
C15 C20 C22 C25 -109.8(2) . . . . ?
C21 C20 C22 C25 68.6(2) . . . . ?
C7 C16 C23 C25 1.2(3) . . . . ?
C7 C16 C23 C13 -178.66(18) . . . . ?
C3 C13 C23 C16 -104(9) . . . . ?
C3 C13 C23 C25 76(9) . . . . ?
N2 C12 C24 C19 -0.3(2) . . . . ?
N2 C12 C24 C22 -179.95(16) . . . . ?
C11 C19 C24 C12 -179.9(2) . . . . ?
C14 C19 C24 C12 -0.7(2) . . . . ?
C11 C19 C24 C22 -0.2(3) . . . . ?
C14 C19 C24 C22 179.03(15) . . . . ?
C20 C22 C24 C12 -112.3(2) . . . . ?
C25 C22 C24 C12 15.5(3) . . . . ?
C20 C22 C24 C19 68.1(2) . . . . ?
C25 C22 C24 C19 -164.14(16) . . . . ?
C9 C18 C25 C23 1.1(3) . . . . ?
C9 C18 C25 C22 -177.59(18) . . . . ?
C16 C23 C25 C18 -2.4(3) . . . . ?
C13 C23 C25 C18 177.50(18) . . . . ?
C16 C23 C25 C22 176.28(16) . . . . ?
C13 C23 C25 C22 -3.9(3) . . . . ?
C24 C22 C25 C18 -98.1(2) . . . . ?
C20 C22 C25 C18 29.5(2) . . . . ?
C24 C22 C25 C23 83.3(2) . . . . ?
C20 C22 C25 C23 -149.09(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.037
####################################################################### 
# 
# 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_ja_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2314005'
loop_
_audit_author_name
_audit_author_address
'WEI WANG'
;Nanning Normal University
China
;
_audit_update_record             
;
2023-12-13 deposited with the CCDC.	2024-07-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H32 N2 O7 S'
_chemical_formula_weight         588.66

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4792(14)
_cell_length_b                   13.0255(19)
_cell_length_c                   15.078(2)
_cell_angle_alpha                66.132(2)
_cell_angle_beta                 81.509(3)
_cell_angle_gamma                69.931(3)
_cell_volume                     1599.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5617
_cell_measurement_theta_min      1.48
_cell_measurement_theta_max      25.03

_exptl_crystal_description       BAR
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9568
_exptl_absorpt_correction_T_max  0.9709
_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            8231
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         25.03
_reflns_number_total             5617
_reflns_number_gt                3584
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1236P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5617
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0692
_refine_ls_wR_factor_ref         0.2199
_refine_ls_wR_factor_gt          0.2005
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.007
_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 0.42077(9) 0.49727(8) 0.25384(7) 0.0424(3) Uani 1 1 d . . .
O3 O 0.1693(3) 0.6990(2) 0.33829(18) 0.0536(7) Uani 1 1 d . . .
O6 O 0.1680(3) 0.3629(2) 0.54274(17) 0.0523(7) Uani 1 1 d . . .
N2 N 0.2484(3) 0.4946(2) 0.28790(19) 0.0360(7) Uani 1 1 d . . .
O4 O 0.2452(3) 0.5699(2) 0.48836(18) 0.0545(7) Uani 1 1 d . . .
O2 O 0.4749(3) 0.5160(2) 0.32790(19) 0.0555(7) Uani 1 1 d . . .
O1 O 0.4994(3) 0.3976(2) 0.2299(2) 0.0578(7) Uani 1 1 d . . .
O5 O 0.3769(3) 0.3058(2) 0.46057(19) 0.0585(7) Uani 1 1 d . . .
C27 C 0.2017(4) 0.6020(3) 0.3985(2) 0.0402(8) Uani 1 1 d . . .
C5 C 0.0215(4) 0.6782(3) 0.1546(2) 0.0413(8) Uani 1 1 d . . .
H5 H 0.0830 0.6975 0.1838 0.050 Uiso 1 1 calc R . .
C4 C 0.0468(4) 0.5577(3) 0.1725(2) 0.0393(8) Uani 1 1 d . . .
C11 C 0.1637(4) 0.4674(3) 0.2333(2) 0.0374(8) Uani 1 1 d . . .
N1 N 0.2917(4) 0.2501(3) 0.3021(2) 0.0541(8) Uani 1 1 d . . .
H1 H 0.3579 0.2475 0.3370 0.065 Uiso 1 1 calc R . .
C3 C -0.0487(4) 0.5270(4) 0.1280(3) 0.0491(10) Uani 1 1 d . . .
O7 O -0.1217(3) 0.8829(3) 0.0737(2) 0.0677(8) Uani 1 1 d . . .
C28 C 0.2592(4) 0.3767(3) 0.4663(3) 0.0439(9) Uani 1 1 d . . .
C26 C 0.1915(4) 0.4948(3) 0.3832(2) 0.0379(8) Uani 1 1 d . . .
H26 H 0.0841 0.5051 0.3834 0.045 Uiso 1 1 calc R . .
C23 C 0.4074(4) 0.6227(3) 0.1463(3) 0.0399(8) Uani 1 1 d . . .
C12 C 0.1880(4) 0.3520(3) 0.2453(3) 0.0449(9) Uani 1 1 d . . .
C22 C 0.3998(4) 0.7277(3) 0.1503(3) 0.0522(10) Uani 1 1 d . . .
H22 H 0.3925 0.7346 0.2100 0.063 Uiso 1 1 calc R . .
C10 C 0.0949(5) 0.3210(4) 0.1994(3) 0.0494(10) Uani 1 1 d . . .
C6 C -0.0898(4) 0.7655(4) 0.0961(3) 0.0490(9) Uani 1 1 d . . .
C9 C -0.0243(5) 0.4072(4) 0.1435(3) 0.0538(11) Uani 1 1 d . . .
C24 C 0.4141(4) 0.6138(4) 0.0569(3) 0.0518(10) Uani 1 1 d . . .
H24 H 0.4149 0.5438 0.0538 0.062 Uiso 1 1 calc R . .
C1 C -0.1862(4) 0.7360(4) 0.0524(3) 0.0614(12) Uani 1 1 d . . .
H1A H -0.2634 0.7955 0.0122 0.074 Uiso 1 1 calc R . .
C21 C 0.4032(5) 0.8244(4) 0.0647(3) 0.0606(11) Uani 1 1 d . . .
H21 H 0.3958 0.8960 0.0678 0.073 Uiso 1 1 calc R . .
C2 C -0.1653(4) 0.6223(5) 0.0695(3) 0.0599(12) Uani 1 1 d . . .
H2 H -0.2310 0.6053 0.0414 0.072 Uiso 1 1 calc R . .
C14 C 0.1558(6) 0.1908(4) 0.2321(4) 0.0801(7) Uani 1 1 d . . .
C20 C 0.4171(4) 0.8150(4) -0.0237(3) 0.0593(11) Uani 1 1 d . . .
C13 C 0.2745(6) 0.1533(4) 0.2951(4) 0.0801(7) Uani 1 1 d . . .
C31 C 0.2492(5) 0.6611(4) 0.5192(3) 0.0574(11) Uani 1 1 d . . .
H31A H 0.2059 0.7386 0.4697 0.069 Uiso 1 1 calc R . .
H31B H 0.3522 0.6521 0.5292 0.069 Uiso 1 1 calc R . .
C19 C 0.4196(5) 0.7088(4) -0.0269(3) 0.0596(11) Uani 1 1 d . . .
H19 H 0.4249 0.7023 -0.0866 0.072 Uiso 1 1 calc R . .
C8 C -0.1338(5) 0.3754(5) 0.1030(4) 0.0757(14) Uani 1 1 d . . .
H8A H -0.2144 0.3636 0.1487 0.113 Uiso 1 1 calc R . .
H8B H -0.0826 0.3042 0.0917 0.113 Uiso 1 1 calc R . .
H8C H -0.1737 0.4385 0.0431 0.113 Uiso 1 1 calc R . .
C7 C -0.0330(5) 0.9176(4) 0.1170(3) 0.0681(12) Uani 1 1 d . . .
H7A H -0.0647 1.0023 0.0943 0.102 Uiso 1 1 calc R . .
H7B H 0.0706 0.8892 0.0998 0.102 Uiso 1 1 calc R . .
H7C H -0.0447 0.8849 0.1862 0.102 Uiso 1 1 calc R . .
C29 C 0.2268(5) 0.2619(4) 0.6322(3) 0.0679(12) Uani 1 1 d . . .
H29A H 0.2906 0.1950 0.6168 0.081 Uiso 1 1 calc R . .
H29B H 0.1444 0.2395 0.6728 0.081 Uiso 1 1 calc R . .
C18 C 0.3568(6) 0.0347(4) 0.3407(4) 0.0801(7) Uani 1 1 d . . .
H18 H 0.4337 0.0114 0.3834 0.096 Uiso 1 1 calc R . .
C17 C 0.3191(6) -0.0479(4) 0.3199(4) 0.0801(7) Uani 1 1 d . . .
H17 H 0.3714 -0.1279 0.3488 0.096 Uiso 1 1 calc R . .
C25 C 0.4316(6) 0.9172(4) -0.1160(3) 0.0851(16) Uani 1 1 d . . .
H25A H 0.4139 0.9860 -0.1016 0.128 Uiso 1 1 calc R . .
H25B H 0.3592 0.9335 -0.1621 0.128 Uiso 1 1 calc R . .
H25C H 0.5309 0.8969 -0.1427 0.128 Uiso 1 1 calc R . .
C32 C 0.1616(7) 0.6494(5) 0.6114(4) 0.0947(17) Uani 1 1 d . . .
H32A H 0.0574 0.6681 0.5991 0.142 Uiso 1 1 calc R . .
H32B H 0.1730 0.7028 0.6368 0.142 Uiso 1 1 calc R . .
H32C H 0.1981 0.5697 0.6576 0.142 Uiso 1 1 calc R . .
C30 C 0.3163(6) 0.2946(5) 0.6862(3) 0.0790(14) Uani 1 1 d . . .
H30A H 0.3972 0.3173 0.6456 0.118 Uiso 1 1 calc R . .
H30B H 0.3563 0.2278 0.7442 0.118 Uiso 1 1 calc R . .
H30C H 0.2520 0.3594 0.7030 0.118 Uiso 1 1 calc R . .
C15 C 0.1207(6) 0.1068(4) 0.2112(4) 0.0801(7) Uani 1 1 d . . .
H15 H 0.0442 0.1288 0.1686 0.096 Uiso 1 1 calc R . .
C16 C 0.2056(6) -0.0110(4) 0.2571(4) 0.0801(7) Uani 1 1 d . . .
H16 H 0.1837 -0.0680 0.2441 0.096 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 O1 1.417(3) . ?
S1 O2 1.430(3) . ?
S1 N2 1.647(3) . ?
S1 C23 1.757(4) . ?
O3 C27 1.184(4) . ?
O6 C28 1.323(4) . ?
O6 C29 1.464(5) . ?
N2 C11 1.439(4) . ?
N2 C26 1.458(4) . ?
O4 C27 1.330(4) . ?
O4 C31 1.453(4) . ?
O5 C28 1.198(4) . ?
C27 C26 1.541(5) . ?
C5 C6 1.350(5) . ?
C5 C4 1.418(5) . ?
C5 H5 0.9300 . ?
C4 C11 1.409(5) . ?
C4 C3 1.440(5) . ?
C11 C12 1.378(5) . ?
N1 C13 1.372(5) . ?
N1 C12 1.376(5) . ?
N1 H1 0.8600 . ?
C3 C2 1.415(6) . ?
C3 C9 1.420(6) . ?
O7 C6 1.356(5) . ?
O7 C7 1.414(5) . ?
C28 C26 1.532(5) . ?
C26 H26 0.9800 . ?
C23 C22 1.371(5) . ?
C23 C24 1.389(5) . ?
C12 C10 1.440(5) . ?
C22 C21 1.397(5) . ?
C22 H22 0.9300 . ?
C10 C9 1.376(6) . ?
C10 C14 1.479(6) . ?
C6 C1 1.428(6) . ?
C9 C8 1.519(5) . ?
C24 C19 1.375(6) . ?
C24 H24 0.9300 . ?
C1 C2 1.343(6) . ?
C1 H1A 0.9300 . ?
C21 C20 1.371(6) . ?
C21 H21 0.9300 . ?
C2 H2 0.9300 . ?
C14 C13 1.403(7) . ?
C14 C15 1.403(6) . ?
C20 C19 1.395(6) . ?
C20 C25 1.516(6) . ?
C13 C18 1.393(7) . ?
C31 C32 1.490(6) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C19 H19 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C29 C30 1.515(6) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C18 C17 1.398(6) . ?
C18 H18 0.9300 . ?
C17 C16 1.365(7) . ?
C17 H17 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C15 C16 1.393(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?

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
O1 S1 O2 120.55(17) . . ?
O1 S1 N2 108.99(15) . . ?
O2 S1 N2 105.05(15) . . ?
O1 S1 C23 106.70(17) . . ?
O2 S1 C23 107.76(16) . . ?
N2 S1 C23 107.14(15) . . ?
C28 O6 C29 116.9(3) . . ?
C11 N2 C26 118.3(3) . . ?
C11 N2 S1 120.0(2) . . ?
C26 N2 S1 120.4(2) . . ?
C27 O4 C31 118.4(3) . . ?
O3 C27 O4 126.3(3) . . ?
O3 C27 C26 123.3(3) . . ?
O4 C27 C26 110.4(3) . . ?
C6 C5 C4 121.6(3) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C11 C4 C5 121.1(3) . . ?
C11 C4 C3 119.4(3) . . ?
C5 C4 C3 119.5(3) . . ?
C12 C11 C4 119.0(3) . . ?
C12 C11 N2 120.6(3) . . ?
C4 C11 N2 120.3(3) . . ?
C13 N1 C12 110.3(4) . . ?
C13 N1 H1 124.8 . . ?
C12 N1 H1 124.8 . . ?
C2 C3 C9 123.3(4) . . ?
C2 C3 C4 116.1(4) . . ?
C9 C3 C4 120.7(4) . . ?
C6 O7 C7 117.4(3) . . ?
O5 C28 O6 125.3(3) . . ?
O5 C28 C26 123.7(3) . . ?
O6 C28 C26 110.9(3) . . ?
N2 C26 C28 113.2(3) . . ?
N2 C26 C27 111.9(3) . . ?
C28 C26 C27 113.3(3) . . ?
N2 C26 H26 105.9 . . ?
C28 C26 H26 105.9 . . ?
C27 C26 H26 105.9 . . ?
C22 C23 C24 119.8(3) . . ?
C22 C23 S1 120.0(3) . . ?
C24 C23 S1 120.1(3) . . ?
N1 C12 C11 129.3(3) . . ?
N1 C12 C10 108.8(3) . . ?
C11 C12 C10 121.8(4) . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C9 C10 C12 120.0(3) . . ?
C9 C10 C14 135.2(4) . . ?
C12 C10 C14 104.7(4) . . ?
C5 C6 O7 125.9(4) . . ?
C5 C6 C1 119.4(4) . . ?
O7 C6 C1 114.7(3) . . ?
C10 C9 C3 118.9(3) . . ?
C10 C9 C8 121.1(4) . . ?
C3 C9 C8 119.9(4) . . ?
C19 C24 C23 119.8(4) . . ?
C19 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C2 C1 C6 119.9(4) . . ?
C2 C1 H1A 120.0 . . ?
C6 C1 H1A 120.0 . . ?
C20 C21 C22 120.7(4) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C1 C2 C3 123.5(4) . . ?
C1 C2 H2 118.3 . . ?
C3 C2 H2 118.3 . . ?
C13 C14 C15 119.3(5) . . ?
C13 C14 C10 107.0(4) . . ?
C15 C14 C10 133.6(5) . . ?
C21 C20 C19 118.6(4) . . ?
C21 C20 C25 120.7(4) . . ?
C19 C20 C25 120.7(4) . . ?
N1 C13 C18 128.3(5) . . ?
N1 C13 C14 109.2(4) . . ?
C18 C13 C14 122.6(4) . . ?
O4 C31 C32 108.4(4) . . ?
O4 C31 H31A 110.0 . . ?
C32 C31 H31A 110.0 . . ?
O4 C31 H31B 110.0 . . ?
C32 C31 H31B 110.0 . . ?
H31A C31 H31B 108.4 . . ?
C24 C19 C20 120.9(4) . . ?
C24 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O7 C7 H7A 109.5 . . ?
O7 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O7 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O6 C29 C30 109.6(3) . . ?
O6 C29 H29A 109.7 . . ?
C30 C29 H29A 109.7 . . ?
O6 C29 H29B 109.7 . . ?
C30 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C13 C18 C17 117.3(5) . . ?
C13 C18 H18 121.3 . . ?
C17 C18 H18 121.3 . . ?
C16 C17 C18 120.0(5) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C16 C15 C14 116.9(5) . . ?
C16 C15 H15 121.5 . . ?
C14 C15 H15 121.5 . . ?
C17 C16 C15 123.8(5) . . ?
C17 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?

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
O1 S1 N2 C11 -44.4(3) . . . . ?
O2 S1 N2 C11 -174.9(2) . . . . ?
C23 S1 N2 C11 70.7(3) . . . . ?
O1 S1 N2 C26 122.7(3) . . . . ?
O2 S1 N2 C26 -7.8(3) . . . . ?
C23 S1 N2 C26 -122.2(3) . . . . ?
C31 O4 C27 O3 2.5(5) . . . . ?
C31 O4 C27 C26 -174.9(3) . . . . ?
C6 C5 C4 C11 179.6(3) . . . . ?
C6 C5 C4 C3 -0.4(5) . . . . ?
C5 C4 C11 C12 -177.3(3) . . . . ?
C3 C4 C11 C12 2.8(5) . . . . ?
C5 C4 C11 N2 7.6(5) . . . . ?
C3 C4 C11 N2 -172.3(3) . . . . ?
C26 N2 C11 C12 -87.9(4) . . . . ?
S1 N2 C11 C12 79.5(4) . . . . ?
C26 N2 C11 C4 87.2(4) . . . . ?
S1 N2 C11 C4 -105.5(3) . . . . ?
C11 C4 C3 C2 178.8(3) . . . . ?
C5 C4 C3 C2 -1.1(5) . . . . ?
C11 C4 C3 C9 -1.1(5) . . . . ?
C5 C4 C3 C9 179.0(3) . . . . ?
C29 O6 C28 O5 10.6(5) . . . . ?
C29 O6 C28 C26 -171.8(3) . . . . ?
C11 N2 C26 C28 94.5(3) . . . . ?
S1 N2 C26 C28 -72.8(3) . . . . ?
C11 N2 C26 C27 -136.0(3) . . . . ?
S1 N2 C26 C27 56.7(3) . . . . ?
O5 C28 C26 N2 22.6(5) . . . . ?
O6 C28 C26 N2 -155.1(3) . . . . ?
O5 C28 C26 C27 -106.2(4) . . . . ?
O6 C28 C26 C27 76.1(4) . . . . ?
O3 C27 C26 N2 42.8(5) . . . . ?
O4 C27 C26 N2 -139.7(3) . . . . ?
O3 C27 C26 C28 172.3(3) . . . . ?
O4 C27 C26 C28 -10.2(4) . . . . ?
O1 S1 C23 C22 -151.2(3) . . . . ?
O2 S1 C23 C22 -20.4(3) . . . . ?
N2 S1 C23 C22 92.1(3) . . . . ?
O1 S1 C23 C24 24.6(3) . . . . ?
O2 S1 C23 C24 155.4(3) . . . . ?
N2 S1 C23 C24 -92.0(3) . . . . ?
C13 N1 C12 C11 178.1(4) . . . . ?
C13 N1 C12 C10 1.1(4) . . . . ?
C4 C11 C12 N1 -178.2(3) . . . . ?
N2 C11 C12 N1 -3.2(6) . . . . ?
C4 C11 C12 C10 -1.6(5) . . . . ?
N2 C11 C12 C10 173.5(3) . . . . ?
C24 C23 C22 C21 -1.8(6) . . . . ?
S1 C23 C22 C21 174.1(3) . . . . ?
N1 C12 C10 C9 175.8(3) . . . . ?
C11 C12 C10 C9 -1.5(5) . . . . ?
N1 C12 C10 C14 -1.5(4) . . . . ?
C11 C12 C10 C14 -178.8(3) . . . . ?
C4 C5 C6 O7 -179.2(3) . . . . ?
C4 C5 C6 C1 1.1(5) . . . . ?
C7 O7 C6 C5 -1.5(6) . . . . ?
C7 O7 C6 C1 178.2(4) . . . . ?
C12 C10 C9 C3 3.2(5) . . . . ?
C14 C10 C9 C3 179.5(4) . . . . ?
C12 C10 C9 C8 -173.5(3) . . . . ?
C14 C10 C9 C8 2.8(7) . . . . ?
C2 C3 C9 C10 178.1(3) . . . . ?
C4 C3 C9 C10 -1.9(5) . . . . ?
C2 C3 C9 C8 -5.1(5) . . . . ?
C4 C3 C9 C8 174.8(3) . . . . ?
C22 C23 C24 C19 2.8(6) . . . . ?
S1 C23 C24 C19 -173.1(3) . . . . ?
C5 C6 C1 C2 -0.2(6) . . . . ?
O7 C6 C1 C2 -179.9(4) . . . . ?
C23 C22 C21 C20 -1.4(6) . . . . ?
C6 C1 C2 C3 -1.4(6) . . . . ?
C9 C3 C2 C1 -178.0(4) . . . . ?
C4 C3 C2 C1 2.1(6) . . . . ?
C9 C10 C14 C13 -175.2(4) . . . . ?
C12 C10 C14 C13 1.4(5) . . . . ?
C9 C10 C14 C15 6.3(8) . . . . ?
C12 C10 C14 C15 -177.0(5) . . . . ?
C22 C21 C20 C19 3.5(6) . . . . ?
C22 C21 C20 C25 -175.7(4) . . . . ?
C12 N1 C13 C18 179.8(4) . . . . ?
C12 N1 C13 C14 -0.1(5) . . . . ?
C15 C14 C13 N1 177.8(4) . . . . ?
C10 C14 C13 N1 -0.9(5) . . . . ?
C15 C14 C13 C18 -2.1(7) . . . . ?
C10 C14 C13 C18 179.2(4) . . . . ?
C27 O4 C31 C32 127.4(4) . . . . ?
C23 C24 C19 C20 -0.6(6) . . . . ?
C21 C20 C19 C24 -2.6(6) . . . . ?
C25 C20 C19 C24 176.7(4) . . . . ?
C28 O6 C29 C30 84.0(5) . . . . ?
N1 C13 C18 C17 -178.6(4) . . . . ?
C14 C13 C18 C17 1.4(7) . . . . ?
C13 C18 C17 C16 0.0(7) . . . . ?
C13 C14 C15 C16 1.4(7) . . . . ?
C10 C14 C15 C16 179.7(5) . . . . ?
C18 C17 C16 C15 -0.6(7) . . . . ?
C14 C15 C16 C17 -0.1(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.100
