# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2052970'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C27 H21 N3 O3 S, C2 H6 O S '
_chemical_formula_sum            'C29 H27 N3 O4 S2'
_chemical_formula_weight         545.65

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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.2427(5)
_cell_length_b                   11.4819(5)
_cell_length_c                   13.5468(6)
_cell_angle_alpha                88.6303(15)
_cell_angle_beta                 73.6805(14)
_cell_angle_gamma                69.6071(14)
_cell_volume                     1567.75(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9593
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.21

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             572
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.205
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22380
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.226
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6105
_reflns_number_gt                4676
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²+0.4549P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6105
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1160
_refine_ls_wR_factor_gt          0.1078
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C -0.11099(17) 0.67671(17) 0.48475(15) 0.0398(4) Uani 1 1 d . . . . .
C2 C -0.22680(19) 0.7354(2) 0.56292(17) 0.0545(5) Uani 1 1 d . . . . .
H2 H -0.2227 0.7657 0.6245 0.065 Uiso 1 1 calc R U . . .
C3 C -0.3478(2) 0.7490(2) 0.5499(2) 0.0688(7) Uani 1 1 d . . . . .
H3 H -0.4251 0.7871 0.6032 0.083 Uiso 1 1 calc R U . . .
C4 C -0.3553(2) 0.7068(2) 0.4588(2) 0.0720(7) Uani 1 1 d . . . . .
H4 H -0.4374 0.7167 0.4502 0.086 Uiso 1 1 calc R U . . .
C5 C -0.2410(2) 0.6495(2) 0.38010(19) 0.0578(6) Uani 1 1 d . . . . .
H5 H -0.2461 0.6221 0.3179 0.069 Uiso 1 1 calc R U . . .
C6 C -0.11812(18) 0.63260(17) 0.39302(15) 0.0422(4) Uani 1 1 d . . . . .
C7 C 0.13460(17) 0.63144(16) 0.31439(13) 0.0342(4) Uani 1 1 d . . . . .
H7 H 0.2254 0.5765 0.2790 0.041 Uiso 1 1 calc R U . . .
C8 C 0.12895(16) 0.64281(15) 0.42650(13) 0.0330(4) Uani 1 1 d . . . . .
C9 C 0.23970(18) 0.63313(17) 0.45182(14) 0.0400(4) Uani 1 1 d . . . . .
H9 H 0.3175 0.6199 0.3987 0.048 Uiso 1 1 calc R U . . .
C10 C 0.24422(19) 0.64210(18) 0.55591(15) 0.0413(4) Uani 1 1 d . . . . .
C11 C 0.3877(3) 0.6143(3) 0.66021(19) 0.0722(7) Uani 1 1 d . . . . .
H11A H 0.3357 0.6927 0.7000 0.108 Uiso 1 1 calc R U . . .
H11B H 0.4798 0.5961 0.6536 0.108 Uiso 1 1 calc R U . . .
H11C H 0.3605 0.5496 0.6943 0.108 Uiso 1 1 calc R U . . .
C12 C -0.09879(19) 0.88377(17) 0.25379(14) 0.0415(4) Uani 1 1 d . . . . .
C13 C -0.2270(2) 0.9691(2) 0.28588(18) 0.0556(5) Uani 1 1 d . . . . .
H13 H -0.2838 0.9827 0.2449 0.067 Uiso 1 1 calc R U . . .
C14 C -0.2670(2) 1.0331(2) 0.3813(2) 0.0641(6) Uani 1 1 d . . . . .
H14 H -0.3529 1.0907 0.4052 0.077 Uiso 1 1 calc R U . . .
C15 C -0.1836(2) 1.01422(19) 0.44219(18) 0.0564(6) Uani 1 1 d . . . . .
H15 H -0.2127 1.0605 0.5054 0.068 Uiso 1 1 calc R U . . .
C16 C -0.05661(19) 0.92668(17) 0.40976(15) 0.0436(5) Uani 1 1 d . . . . .
H16 H -0.0003 0.9128 0.4511 0.052 Uiso 1 1 calc R U . . .
C17 C -0.01459(17) 0.86019(15) 0.31518(13) 0.0344(4) Uani 1 1 d . . . . .
C18 C 0.11462(17) 0.75755(16) 0.26062(13) 0.0340(4) Uani 1 1 d . . . . .
C19 C 0.09066(19) 0.73533(18) 0.15585(14) 0.0417(4) Uani 1 1 d . . . . .
C20 C 0.2361(2) 0.90621(19) 0.27257(15) 0.0473(5) Uani 1 1 d . . . . .
H20 H 0.1607 0.9743 0.3045 0.057 Uiso 1 1 calc R U . . .
C21 C 0.23553(18) 0.79348(17) 0.24328(13) 0.0368(4) Uani 1 1 d . . . . .
C22 C 0.37279(18) 0.71754(17) 0.19547(13) 0.0389(4) Uani 1 1 d . . . . .
C23 C 0.44046(19) 0.59723(19) 0.14584(14) 0.0465(5) Uani 1 1 d . . . . .
H23 H 0.3939 0.5466 0.1386 0.056 Uiso 1 1 calc R U . . .
C24 C 0.5769(2) 0.5547(2) 0.10787(17) 0.0577(6) Uani 1 1 d . . . . .
H24 H 0.6221 0.4744 0.0758 0.069 Uiso 1 1 calc R U . . .
C25 C 0.6480(2) 0.6295(3) 0.11656(18) 0.0658(7) Uani 1 1 d . . . . .
H25 H 0.7400 0.5981 0.0907 0.079 Uiso 1 1 calc R U . . .
C26 C 0.5858(2) 0.7480(3) 0.16227(19) 0.0635(6) Uani 1 1 d . . . . .
H26 H 0.6337 0.7984 0.1671 0.076 Uiso 1 1 calc R U . . .
C27 C 0.4483(2) 0.7910(2) 0.20151(15) 0.0477(5) Uani 1 1 d . . . . .
C28 C 0.0283(4) 0.8625(3) 0.8581(3) 0.1104(12) Uani 1 1 d . . . . .
H28A H -0.0184 0.9510 0.8648 0.166 Uiso 1 1 calc R U . . .
H28B H 0.0813 0.8363 0.7879 0.166 Uiso 1 1 calc R U . . .
H28C H 0.0848 0.8422 0.9025 0.166 Uiso 1 1 calc R U . . .
C29 C 0.0294(3) 0.6340(3) 0.8890(2) 0.0895(9) Uani 1 1 d . . . . .
H29A H 0.0804 0.6333 0.9354 0.134 Uiso 1 1 calc R U . . .
H29B H 0.0876 0.6091 0.8200 0.134 Uiso 1 1 calc R U . . .
H29C H -0.0168 0.5770 0.9093 0.134 Uiso 1 1 calc R U . . .
N1 N 0.01104(14) 0.66354(14) 0.49949(11) 0.0405(4) Uani 1 1 d . . . . .
H1 H 0.0116 0.6693 0.5625 0.049 Uiso 1 1 calc R U . . .
N2 N -0.03369(16) 0.81049(16) 0.16017(12) 0.0475(4) Uani 1 1 d . . . . .
H2A H -0.0688 0.8130 0.1110 0.057 Uiso 1 1 calc R U . . .
N3 N 0.36298(18) 0.90508(17) 0.24850(15) 0.0577(5) Uani 1 1 d . . . . .
H3A H 0.3854 0.9663 0.2609 0.069 Uiso 1 1 calc R U . . .
O1 O 0.15071(14) 0.66445(14) 0.63377(10) 0.0523(4) Uani 1 1 d . . . . .
O2 O 0.36843(14) 0.62105(15) 0.55982(11) 0.0572(4) Uani 1 1 d . . . . .
O3 O 0.17033(14) 0.66305(15) 0.08384(10) 0.0607(4) Uani 1 1 d . . . . .
O4 O -0.15909(16) 0.82805(19) 1.00500(12) 0.0774(5) Uani 1 1 d . . . . .
S1 S 0.02891(5) 0.54936(4) 0.29734(4) 0.04621(14) Uani 1 1 d . . . . .
S2 S -0.08642(7) 0.78579(7) 0.89345(4) 0.06989(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
C1 C2 1.385(3) . ?
C1 C6 1.386(3) . ?
C1 N1 1.397(2) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9300 . ?
C6 S1 1.755(2) . ?
C7 C8 1.509(2) . ?
C7 C18 1.579(2) . ?
C7 S1 1.8160(17) . ?
C7 H7 0.9800 . ?
C8 C9 1.350(2) . ?
C8 N1 1.359(2) . ?
C9 C10 1.433(3) . ?
C9 H9 0.9300 . ?
C10 O1 1.219(2) . ?
C10 O2 1.348(2) . ?
C11 O2 1.432(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.383(3) . ?
C12 C17 1.384(3) . ?
C12 N2 1.397(2) . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.513(2) . ?
C18 C21 1.510(2) . ?
C18 C19 1.560(2) . ?
C19 O3 1.213(2) . ?
C19 N2 1.348(2) . ?
C20 C21 1.366(3) . ?
C20 N3 1.366(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.445(3) . ?
C22 C23 1.401(3) . ?
C22 C27 1.407(3) . ?
C23 C24 1.380(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.388(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.364(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.392(3) . ?
C26 H26 0.9300 . ?
C27 N3 1.364(3) . ?
C28 S2 1.759(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 S2 1.766(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
O4 S2 1.5004(16) . ?

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
C2 C1 C6 119.44(18) . . ?
C2 C1 N1 119.45(18) . . ?
C6 C1 N1 121.11(16) . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.64(19) . . ?
C1 C6 S1 119.37(14) . . ?
C5 C6 S1 120.92(17) . . ?
C8 C7 C18 114.23(13) . . ?
C8 C7 S1 110.71(12) . . ?
C18 C7 S1 114.50(12) . . ?
C8 C7 H7 105.5 . . ?
C18 C7 H7 105.5 . . ?
S1 C7 H7 105.5 . . ?
C9 C8 N1 121.77(16) . . ?
C9 C8 C7 119.68(15) . . ?
N1 C8 C7 118.54(15) . . ?
C8 C9 C10 123.72(17) . . ?
C8 C9 H9 118.1 . . ?
C10 C9 H9 118.1 . . ?
O1 C10 O2 121.91(17) . . ?
O1 C10 C9 126.43(17) . . ?
O2 C10 C9 111.66(16) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 122.02(18) . . ?
C13 C12 N2 128.16(18) . . ?
C17 C12 N2 109.82(16) . . ?
C14 C13 C12 117.0(2) . . ?
C14 C13 H13 121.5 . . ?
C12 C13 H13 121.5 . . ?
C15 C14 C13 122.0(2) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C16 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.06(19) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C12 119.69(17) . . ?
C16 C17 C18 131.41(16) . . ?
C12 C17 C18 108.89(15) . . ?
C21 C18 C17 114.12(14) . . ?
C21 C18 C19 110.75(14) . . ?
C17 C18 C19 101.26(14) . . ?
C21 C18 C7 110.58(14) . . ?
C17 C18 C7 112.77(14) . . ?
C19 C18 C7 106.74(13) . . ?
O3 C19 N2 126.59(17) . . ?
O3 C19 C18 125.69(17) . . ?
N2 C19 C18 107.72(15) . . ?
C21 C20 N3 110.54(18) . . ?
C21 C20 H20 124.7 . . ?
N3 C20 H20 124.7 . . ?
C20 C21 C22 105.84(16) . . ?
C20 C21 C18 125.99(16) . . ?
C22 C21 C18 128.15(16) . . ?
C23 C22 C27 117.79(17) . . ?
C23 C22 C21 135.53(18) . . ?
C27 C22 C21 106.65(17) . . ?
C24 C23 C22 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C25 121.2(2) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C26 C25 C24 121.4(2) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
C25 C26 C27 117.6(2) . . ?
C25 C26 H26 121.2 . . ?
C27 C26 H26 121.2 . . ?
N3 C27 C26 129.3(2) . . ?
N3 C27 C22 108.03(17) . . ?
C26 C27 C22 122.7(2) . . ?
S2 C28 H28A 109.5 . . ?
S2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
S2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
S2 C29 H29A 109.5 . . ?
S2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
S2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 N1 C1 128.01(16) . . ?
C8 N1 H1 116.0 . . ?
C1 N1 H1 116.0 . . ?
C19 N2 C12 112.17(15) . . ?
C19 N2 H2A 123.9 . . ?
C12 N2 H2A 123.9 . . ?
C27 N3 C20 108.92(17) . . ?
C27 N3 H3A 125.5 . . ?
C20 N3 H3A 125.5 . . ?
C10 O2 C11 116.66(17) . . ?
C6 S1 C7 99.96(8) . . ?
O4 S2 C28 105.33(14) . . ?
O4 S2 C29 107.14(12) . . ?
C28 S2 C29 97.19(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.04 2.719(2) 135.1 .
N2 H2A O4 0.86 1.95 2.810(2) 176.1 1_554

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.042


####################################################################### 
# 
# 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_3ff
_database_code_depnum_ccdc_archive 'CCDC 2052975'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H29 N3 O3 S, C3 H7 N O '
_chemical_formula_sum            'C38 H36 N4 O4 S'
_chemical_formula_weight         644.77

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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. 
;

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

_cell_length_a                   9.3658(8)
_cell_length_b                   10.3049(9)
_cell_length_c                   17.1465(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.426(3)
_cell_angle_gamma                90
_cell_volume                     1647.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6707
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      23.93

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_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_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23652
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.309
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             6337
_reflns_number_gt                4209
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.850
_reflns_Friedel_fraction_max     0.956
_reflns_Friedel_fraction_full    0.958

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+0.0642P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1433 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.10(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6337
_refine_ls_number_parameters     428
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1106
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.4454(4) 0.0123(4) 0.2439(2) 0.0450(10) Uani 1 1 d . . . . .
C2 C 0.4896(5) -0.1090(5) 0.2238(3) 0.0668(14) Uani 1 1 d . . . . .
H2 H 0.5101 -0.1243 0.1726 0.080 Uiso 1 1 calc R U . . .
C3 C 0.5046(6) -0.2087(6) 0.2772(3) 0.0809(16) Uani 1 1 d . . . . .
H3 H 0.5359 -0.2899 0.2625 0.097 Uiso 1 1 calc R U . . .
C4 C 0.4725(6) -0.1864(5) 0.3526(3) 0.0755(15) Uani 1 1 d . . . . .
H4 H 0.4828 -0.2528 0.3894 0.091 Uiso 1 1 calc R U . . .
C5 C 0.4254(5) -0.0669(5) 0.3740(3) 0.0604(13) Uani 1 1 d . . . . .
H5 H 0.4031 -0.0535 0.4251 0.072 Uiso 1 1 calc R U . . .
C6 C 0.4104(4) 0.0342(4) 0.3209(2) 0.0470(10) Uani 1 1 d . . . . .
C7 C 0.2893(4) 0.2289(4) 0.2094(2) 0.0396(9) Uani 1 1 d . . . . .
H7 H 0.2949 0.3141 0.1844 0.048 Uiso 1 1 calc R U . . .
C8 C 0.3153(4) 0.2563(4) 0.2965(2) 0.0434(10) Uani 1 1 d . . . . .
C9 C 0.2897(4) 0.3738(4) 0.3246(2) 0.0474(10) Uani 1 1 d . . . . .
H9 H 0.2580 0.4383 0.2892 0.057 Uiso 1 1 calc R U . . .
C10 C 0.3086(5) 0.4068(5) 0.4069(2) 0.0564(12) Uani 1 1 d . . . . .
C11 C 0.2912(6) 0.5785(5) 0.4987(3) 0.0829(17) Uani 1 1 d . . . . .
H11A H 0.2081 0.6301 0.5058 0.124 Uiso 1 1 calc R U . . .
H11B H 0.3760 0.6301 0.5098 0.124 Uiso 1 1 calc R U . . .
H11C H 0.2945 0.5055 0.5337 0.124 Uiso 1 1 calc R U . . .
C12 C -0.2785(7) 0.4849(7) 0.3522(3) 0.112(2) Uani 1 1 d . U . . .
H12 H -0.3546 0.5091 0.3164 0.134 Uiso 1 1 calc R U . . .
C13 C -0.2645(9) 0.5396(8) 0.4258(4) 0.134(3) Uani 1 1 d . U . . .
H13 H -0.3325 0.5996 0.4388 0.160 Uiso 1 1 calc R U . . .
C14 C -0.1556(8) 0.5088(8) 0.4796(4) 0.111(2) Uani 1 1 d . U . . .
H14 H -0.1459 0.5491 0.5283 0.133 Uiso 1 1 calc R U . . .
C15 C -0.0604(6) 0.4176(6) 0.4607(3) 0.0863(16) Uani 1 1 d . U . . .
H15 H 0.0128 0.3913 0.4978 0.104 Uiso 1 1 calc R U . . .
C16 C -0.0717(5) 0.3636(5) 0.3868(3) 0.0708(14) Uani 1 1 d . U . . .
H16 H -0.0027 0.3041 0.3744 0.085 Uiso 1 1 calc R U . . .
C17 C -0.1804(5) 0.3942(5) 0.3310(2) 0.0561(11) Uani 1 1 d . U . . .
C18 C -0.1957(4) 0.3393(5) 0.2496(2) 0.0557(11) Uani 1 1 d . . . . .
H18A H -0.2840 0.2896 0.2426 0.067 Uiso 1 1 calc R U . . .
H18B H -0.2040 0.4104 0.2125 0.067 Uiso 1 1 calc R U . . .
C19 C -0.0569(4) 0.1258(4) 0.25755(18) 0.0388(9) Uani 1 1 d . . . . .
C20 C -0.1455(5) 0.0547(4) 0.3009(2) 0.0505(11) Uani 1 1 d . . . . .
H20 H -0.2292 0.0900 0.3169 0.061 Uiso 1 1 calc R U . . .
C21 C -0.1050(5) -0.0712(5) 0.3197(2) 0.0520(12) Uani 1 1 d . . . . .
H21 H -0.1627 -0.1207 0.3495 0.062 Uiso 1 1 calc R U . . .
C22 C 0.0178(5) -0.1261(4) 0.2958(2) 0.0477(11) Uani 1 1 d . . . . .
C23 C 0.0603(5) -0.2643(4) 0.3160(3) 0.0680(14) Uani 1 1 d . . . . .
H23A H 0.1430 -0.2644 0.3536 0.102 Uiso 1 1 calc R U . . .
H23B H 0.0825 -0.3089 0.2695 0.102 Uiso 1 1 calc R U . . .
H23C H -0.0176 -0.3076 0.3377 0.102 Uiso 1 1 calc R U . . .
C24 C 0.1030(4) -0.0500(4) 0.25033(19) 0.0411(10) Uani 1 1 d . . . . .
H24 H 0.1849 -0.0859 0.2324 0.049 Uiso 1 1 calc R U . . .
C25 C 0.0674(4) 0.0761(4) 0.23198(19) 0.0346(9) Uani 1 1 d . . . . .
C26 C 0.1340(4) 0.1783(4) 0.18209(18) 0.0344(9) Uani 1 1 d . . . . .
C27 C 0.0306(4) 0.2940(4) 0.1892(2) 0.0389(10) Uani 1 1 d . . . . .
C28 C 0.0609(4) 0.0286(4) 0.0667(2) 0.0415(10) Uani 1 1 d . . . . .
H28 H 0.0221 -0.0355 0.0966 0.050 Uiso 1 1 calc R U . . .
C29 C 0.1226(3) 0.1390(4) 0.09595(17) 0.0331(8) Uani 1 1 d . . . . .
C30 C 0.1674(4) 0.2109(4) 0.03041(18) 0.0345(9) Uani 1 1 d . . . . .
C31 C 0.2358(4) 0.3296(4) 0.0197(2) 0.0420(10) Uani 1 1 d . . . . .
H31 H 0.2642 0.3823 0.0624 0.050 Uiso 1 1 calc R U . . .
C32 C 0.2606(4) 0.3671(4) -0.0549(2) 0.0471(10) Uani 1 1 d . . . . .
H32 H 0.3089 0.4445 -0.0619 0.057 Uiso 1 1 calc R U . . .
C33 C 0.2156(4) 0.2928(5) -0.1198(2) 0.0491(11) Uani 1 1 d . . . . .
H33 H 0.2314 0.3227 -0.1695 0.059 Uiso 1 1 calc R U . . .
C34 C 0.1491(4) 0.1772(4) -0.1125(2) 0.0460(11) Uani 1 1 d . . . . .
H34 H 0.1195 0.1270 -0.1561 0.055 Uiso 1 1 calc R U . . .
C35 C 0.1267(4) 0.1364(4) -0.03663(17) 0.0378(9) Uani 1 1 d . . . . .
C36 C 0.4772(7) 0.5903(7) 0.0818(5) 0.093(2) Uani 1 1 d . . . . .
H36 H 0.5500 0.5923 0.0485 0.112 Uiso 1 1 calc R U . . .
C37 C 0.3602(8) 0.7541(8) -0.0013(4) 0.122(2) Uani 1 1 d . . . . .
H37A H 0.4458 0.7451 -0.0276 0.183 Uiso 1 1 calc R U . . .
H37B H 0.3515 0.8422 0.0158 0.183 Uiso 1 1 calc R U . . .
H37C H 0.2783 0.7318 -0.0367 0.183 Uiso 1 1 calc R U . . .
C38 C 0.2509(7) 0.6708(7) 0.1134(4) 0.113(2) Uani 1 1 d . . . . .
H38A H 0.2763 0.6229 0.1607 0.170 Uiso 1 1 calc R U . . .
H38B H 0.1680 0.6321 0.0854 0.170 Uiso 1 1 calc R U . . .
H38C H 0.2297 0.7590 0.1263 0.170 Uiso 1 1 calc R U . . .
N1 N 0.3630(4) 0.1545(3) 0.34364(16) 0.0505(9) Uani 1 1 d . . . . .
H1 H 0.3635 0.1670 0.3933 0.061 Uiso 1 1 calc R U . . .
N2 N -0.0775(3) 0.2563(3) 0.23171(18) 0.0432(8) Uani 1 1 d . . . . .
N3 N 0.0634(3) 0.0241(3) -0.01290(17) 0.0490(9) Uani 1 1 d . . . . .
H3A H 0.0310 -0.0381 -0.0430 0.059 Uiso 1 1 calc R U . . .
N4 N 0.3679(5) 0.6686(5) 0.0657(3) 0.0799(13) Uani 1 1 d . . . . .
O1 O 0.3419(4) 0.3316(3) 0.46004(16) 0.0751(10) Uani 1 1 d . . . . .
O2 O 0.2837(4) 0.5331(3) 0.41904(15) 0.0683(9) Uani 1 1 d . . . . .
O3 O 0.0420(3) 0.4017(3) 0.16064(14) 0.0495(7) Uani 1 1 d . . . . .
O4 O 0.4907(6) 0.5156(5) 0.1367(4) 0.1291(18) Uani 1 1 d . . . . .
S1 S 0.43522(11) 0.13790(13) 0.17574(5) 0.0553(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.371(6) . ?
C1 C6 1.408(5) . ?
C1 S1 1.741(4) . ?
C2 C3 1.374(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(6) . ?
C5 H5 0.9300 . ?
C6 N1 1.385(5) . ?
C7 C8 1.516(5) . ?
C7 C26 1.574(5) . ?
C7 S1 1.797(4) . ?
C7 H7 0.9800 . ?
C8 C9 1.333(6) . ?
C8 N1 1.373(5) . ?
C9 C10 1.447(5) . ?
C9 H9 0.9300 . ?
C10 O1 1.214(5) . ?
C10 O2 1.341(5) . ?
C11 O2 1.440(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.378(8) . ?
C12 C17 1.383(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.347(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.355(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.366(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.499(6) . ?
C18 N2 1.454(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.376(5) . ?
C19 C25 1.380(5) . ?
C19 N2 1.424(5) . ?
C20 C21 1.381(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.378(6) . ?
C21 H21 0.9300 . ?
C22 C24 1.406(5) . ?
C22 C23 1.510(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.371(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.527(5) . ?
C26 C29 1.526(4) . ?
C26 C27 1.548(5) . ?
C27 O3 1.222(4) . ?
C27 N2 1.359(5) . ?
C28 C29 1.351(5) . ?
C28 N3 1.368(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.441(5) . ?
C30 C31 1.401(5) . ?
C30 C35 1.404(5) . ?
C31 C32 1.378(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.383(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.355(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.401(5) . ?
C34 H34 0.9300 . ?
C35 N3 1.379(5) . ?
C36 O4 1.214(8) . ?
C36 N4 1.312(7) . ?
C36 H36 0.9300 . ?
C37 N4 1.445(8) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 N4 1.429(6) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
N1 H1 0.8600 . ?
N3 H3A 0.8600 . ?

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
C2 C1 C6 119.0(4) . . ?
C2 C1 S1 120.5(3) . . ?
C6 C1 S1 120.5(3) . . ?
C1 C2 C3 121.9(5) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C2 C3 C4 119.0(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 120.4(5) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 N1 120.3(4) . . ?
C5 C6 C1 118.5(4) . . ?
N1 C6 C1 121.1(4) . . ?
C8 C7 C26 114.4(3) . . ?
C8 C7 S1 110.9(3) . . ?
C26 C7 S1 116.2(3) . . ?
C8 C7 H7 104.7 . . ?
C26 C7 H7 104.7 . . ?
S1 C7 H7 104.7 . . ?
C9 C8 N1 122.7(3) . . ?
C9 C8 C7 120.5(4) . . ?
N1 C8 C7 116.8(4) . . ?
C8 C9 C10 123.8(4) . . ?
C8 C9 H9 118.1 . . ?
C10 C9 H9 118.1 . . ?
O1 C10 O2 122.6(4) . . ?
O1 C10 C9 125.5(4) . . ?
O2 C10 C9 111.8(4) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 120.6(6) . . ?
C13 C12 H12 119.7 . . ?
C17 C12 H12 119.7 . . ?
C14 C13 C12 122.1(6) . . ?
C14 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C13 C14 C15 118.2(6) . . ?
C13 C14 H14 120.9 . . ?
C15 C14 H14 120.9 . . ?
C14 C15 C16 120.3(6) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 122.6(5) . . ?
C17 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C16 C17 C12 116.2(5) . . ?
C16 C17 C18 124.3(4) . . ?
C12 C17 C18 119.5(4) . . ?
N2 C18 C17 114.2(3) . . ?
N2 C18 H18A 108.7 . . ?
C17 C18 H18A 108.7 . . ?
N2 C18 H18B 108.7 . . ?
C17 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C20 C19 C25 123.0(4) . . ?
C20 C19 N2 126.9(4) . . ?
C25 C19 N2 110.2(3) . . ?
C19 C20 C21 117.4(4) . . ?
C19 C20 H20 121.3 . . ?
C21 C20 H20 121.3 . . ?
C22 C21 C20 122.3(4) . . ?
C22 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C21 C22 C24 118.0(4) . . ?
C21 C22 C23 121.9(4) . . ?
C24 C22 C23 120.1(4) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C22 121.2(4) . . ?
C25 C24 H24 119.4 . . ?
C22 C24 H24 119.4 . . ?
C24 C25 C19 118.2(3) . . ?
C24 C25 C26 132.8(3) . . ?
C19 C25 C26 108.9(3) . . ?
C29 C26 C25 111.4(3) . . ?
C29 C26 C27 107.1(3) . . ?
C25 C26 C27 101.3(3) . . ?
C29 C26 C7 110.7(3) . . ?
C25 C26 C7 118.5(3) . . ?
C27 C26 C7 106.8(3) . . ?
O3 C27 N2 124.9(4) . . ?
O3 C27 C26 126.1(3) . . ?
N2 C27 C26 109.0(3) . . ?
C29 C28 N3 110.6(3) . . ?
C29 C28 H28 124.7 . . ?
N3 C28 H28 124.7 . . ?
C28 C29 C30 106.8(3) . . ?
C28 C29 C26 124.8(3) . . ?
C30 C29 C26 128.3(3) . . ?
C31 C30 C35 117.5(3) . . ?
C31 C30 C29 136.2(3) . . ?
C35 C30 C29 106.3(3) . . ?
C32 C31 C30 119.1(3) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C33 121.8(4) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 H32 119.1 . . ?
C34 C33 C32 121.3(4) . . ?
C34 C33 H33 119.4 . . ?
C32 C33 H33 119.4 . . ?
C33 C34 C35 117.4(4) . . ?
C33 C34 H34 121.3 . . ?
C35 C34 H34 121.3 . . ?
N3 C35 C34 129.2(3) . . ?
N3 C35 C30 107.9(3) . . ?
C34 C35 C30 122.9(4) . . ?
O4 C36 N4 125.1(7) . . ?
O4 C36 H36 117.4 . . ?
N4 C36 H36 117.4 . . ?
N4 C37 H37A 109.5 . . ?
N4 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N4 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N4 C38 H38A 109.5 . . ?
N4 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N4 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C8 N1 C6 127.8(3) . . ?
C8 N1 H1 116.1 . . ?
C6 N1 H1 116.1 . . ?
C27 N2 C19 110.5(3) . . ?
C27 N2 C18 124.5(3) . . ?
C19 N2 C18 125.0(3) . . ?
C28 N3 C35 108.3(3) . . ?
C28 N3 H3A 125.8 . . ?
C35 N3 H3A 125.8 . . ?
C36 N4 C38 121.0(6) . . ?
C36 N4 C37 121.4(6) . . ?
C38 N4 C37 117.6(6) . . ?
C10 O2 C11 117.9(4) . . ?
C1 S1 C7 99.63(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.07 2.725(4) 132.8 .
N3 H3A O3 0.86 2.16 2.917(4) 146.9 2_545

_refine_diff_density_max         0.168
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.038

####################################################################### 
# 
# 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_3h
_database_code_depnum_ccdc_archive 'CCDC 2052977'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H28 Cl N3 O3 S, C H2 Cl2'
_chemical_formula_sum            'C32 H30 Cl3 N3 O3 S'
_chemical_formula_weight         643.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   18.215(4)
_cell_length_b                   11.451(2)
_cell_length_c                   16.453(4)
_cell_angle_alpha                90
_cell_angle_beta                 114.201(7)
_cell_angle_gamma                90
_cell_volume                     3130.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3519
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      21.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.397
_shelx_estimated_absorpt_T_min   0.897
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6841
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27074
_diffrn_reflns_av_unetI/netI     0.1612
_diffrn_reflns_av_R_equivalents  0.1628
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5522
_reflns_number_gt                2343
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1196P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5522
_refine_ls_number_parameters     416
_refine_ls_number_restraints     98
_refine_ls_R_factor_all          0.2292
_refine_ls_R_factor_gt           0.0842
_refine_ls_wR_factor_ref         0.2330
_refine_ls_wR_factor_gt          0.1953
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.979
_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_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
C1 C 0.3279(4) 0.1795(6) 0.2098(4) 0.0645(17) Uani 1 1 d . . . . .
C2 C 0.3801(5) 0.0849(7) 0.2378(5) 0.089(2) Uani 1 1 d . . . . .
H2 H 0.3611 0.0099 0.2190 0.106 Uiso 1 1 calc R U . . .
C3 C 0.4594(6) 0.1021(10) 0.2931(7) 0.134(3) Uani 1 1 d . . . . .
H3 H 0.4944 0.0387 0.3106 0.161 Uiso 1 1 calc R U . . .
C4 C 0.4876(5) 0.2116(13) 0.3228(7) 0.150(4) Uani 1 1 d . . . . .
H4 H 0.5415 0.2222 0.3607 0.180 Uiso 1 1 calc R U . . .
C5 C 0.4364(5) 0.3066(8) 0.2969(6) 0.112(3) Uani 1 1 d . . . . .
H5 H 0.4558 0.3808 0.3177 0.134 Uiso 1 1 calc R U . . .
C6 C 0.3568(4) 0.2915(6) 0.2403(4) 0.0719(18) Uani 1 1 d . . . . .
C7 C 0.1962(3) 0.3480(4) 0.1798(3) 0.0460(13) Uani 1 1 d . . . . .
H7 H 0.1561 0.4018 0.1391 0.055 Uiso 1 1 calc R U . . .
C8 C 0.1855(4) 0.2359(4) 0.1285(4) 0.0437(13) Uani 1 1 d . . . . .
C9 C 0.1141(4) 0.2106(4) 0.0605(4) 0.0469(14) Uani 1 1 d . . . . .
H9 H 0.0719 0.2627 0.0493 0.056 Uiso 1 1 calc R U . . .
C10 C 0.0988(4) 0.1090(4) 0.0044(4) 0.0488(14) Uani 1 1 d . . . . .
C11 C 0.0077(4) 0.0095(4) -0.1217(4) 0.0707(18) Uani 1 1 d . . . . .
H11A H 0.0393 0.0164 -0.1561 0.106 Uiso 1 1 calc R U . . .
H11B H -0.0484 0.0103 -0.1610 0.106 Uiso 1 1 calc R U . . .
H11C H 0.0206 -0.0625 -0.0890 0.106 Uiso 1 1 calc R U . . .
C12 C -0.0475(4) 0.3058(4) 0.1784(4) 0.0488(14) Uani 1 1 d . . . . .
C13 C -0.1269(4) 0.3372(5) 0.1260(4) 0.0608(16) Uani 1 1 d . . . . .
H13 H -0.1697 0.2963 0.1291 0.073 Uiso 1 1 calc R U . . .
C14 C -0.1397(4) 0.4314(5) 0.0693(4) 0.0678(17) Uani 1 1 d . . . . .
H14 H -0.1919 0.4549 0.0335 0.081 Uiso 1 1 calc R U . . .
C15 C -0.0746(4) 0.4911(5) 0.0654(4) 0.0592(16) Uani 1 1 d . . . . .
H15 H -0.0845 0.5535 0.0261 0.071 Uiso 1 1 calc R U . . .
C16 C 0.0030(4) 0.4611(4) 0.1171(3) 0.0503(14) Uani 1 1 d . . . . .
H16 H 0.0453 0.5031 0.1136 0.060 Uiso 1 1 calc R U . . .
C17 C 0.0186(3) 0.3657(4) 0.1762(3) 0.0382(13) Uani 1 1 d . . . . .
C18 C 0.0893(3) 0.3090(3) 0.2391(3) 0.0393(13) Uani 1 1 d . . . . .
C19 C 0.0633(3) 0.2219(4) 0.2766(3) 0.0438(13) Uani 1 1 d . . . . .
H19 H 0.0967 0.1715 0.3206 0.053 Uiso 1 1 calc R U . . .
C20 C 0.4459(7) 0.7093(13) 0.4047(11) 0.086(3) Uani 0.452(7) 1 d D U P A 1
H20A H 0.4513 0.7782 0.4399 0.129 Uiso 0.452(7) 1 calc R U P A 1
H20B H 0.4517 0.7297 0.3510 0.129 Uiso 0.452(7) 1 calc R U P A 1
H20C H 0.4868 0.6540 0.4380 0.129 Uiso 0.452(7) 1 calc R U P A 1
C21 C 0.3625(6) 0.6550(11) 0.3807(7) 0.075(2) Uani 0.452(7) 1 d D U P A 1
H21A H 0.3215 0.7151 0.3587 0.090 Uiso 0.452(7) 1 calc R U P A 1
H21B H 0.3517 0.5974 0.3340 0.090 Uiso 0.452(7) 1 calc R U P A 1
C22 C 0.3592(5) 0.5971(11) 0.4626(7) 0.073(2) Uani 0.452(7) 1 d D U P A 1
H22A H 0.3807 0.6506 0.5125 0.088 Uiso 0.452(7) 1 calc R U P A 1
H22B H 0.3933 0.5282 0.4776 0.088 Uiso 0.452(7) 1 calc R U P A 1
C20' C 0.4492(7) 0.6617(10) 0.3916(10) 0.086(3) Uani 0.548(7) 1 d D U P A 2
H20D H 0.4117 0.6914 0.3353 0.129 Uiso 0.548(7) 1 calc R U P A 2
H20E H 0.4882 0.6133 0.3825 0.129 Uiso 0.548(7) 1 calc R U P A 2
H20F H 0.4760 0.7256 0.4301 0.129 Uiso 0.548(7) 1 calc R U P A 2
C21' C 0.4040(5) 0.5893(7) 0.4345(8) 0.078(2) Uani 0.548(7) 1 d D U P A 2
H21C H 0.3940 0.5118 0.4085 0.093 Uiso 0.548(7) 1 calc R U P A 2
H21D H 0.4372 0.5813 0.4978 0.093 Uiso 0.548(7) 1 calc R U P A 2
C22' C 0.3242(5) 0.6461(7) 0.4213(8) 0.0711(19) Uani 0.548(7) 1 d D U P A 2
H22C H 0.2950 0.6675 0.3592 0.085 Uiso 0.548(7) 1 calc R U P A 2
H22D H 0.3342 0.7167 0.4569 0.085 Uiso 0.548(7) 1 calc R U P A 2
C23 C 0.2739(4) 0.5614(5) 0.4489(4) 0.0664(15) Uani 1 1 d D U . . .
H23A H 0.2733 0.5428 0.5062 0.080 Uiso 0.452(7) 1 calc R U P A 1
H23B H 0.2376 0.6265 0.4237 0.080 Uiso 0.452(7) 1 calc R U P A 1
H23C H 0.288(7) 0.523(8) 0.494(7) 0.080 Uiso 0.548(7) 1 d . U P A 23
H23D H 0.223(6) 0.591(8) 0.457(6) 0.080 Uiso 0.548(7) 1 d . U P A 23
C24 C 0.1903(3) 0.4669(4) 0.3046(4) 0.0401(13) Uani 1 1 d . . . . .
C25 C 0.1770(3) 0.3414(3) 0.2648(3) 0.0388(13) Uani 1 1 d . . . . .
C26 C 0.2353(3) 0.2705(4) 0.3407(3) 0.0399(13) Uani 1 1 d . . . . .
C27 C 0.2554(3) 0.1537(4) 0.3500(4) 0.0488(14) Uani 1 1 d . . . . .
H27 H 0.2306 0.1021 0.3030 0.059 Uiso 1 1 calc R U . . .
C28 C 0.3129(4) 0.1147(4) 0.4303(5) 0.0602(16) Uani 1 1 d . . . . .
C29 C 0.3502(4) 0.1890(5) 0.5010(4) 0.0679(17) Uani 1 1 d . . . . .
H29 H 0.3894 0.1604 0.5540 0.081 Uiso 1 1 calc R U . . .
C30 C 0.3297(4) 0.3065(5) 0.4937(4) 0.0610(16) Uani 1 1 d . . . . .
H30 H 0.3531 0.3573 0.5416 0.073 Uiso 1 1 calc R U . . .
C31 C 0.2732(3) 0.3451(4) 0.4127(4) 0.0473(14) Uani 1 1 d . . . . .
C32 C 0.8081(6) 0.2358(6) 0.8751(6) 0.131(3) Uani 1 1 d . . . . .
H32A H 0.8320 0.3087 0.8681 0.157 Uiso 1 1 calc R U . . .
H32B H 0.8432 0.2015 0.9317 0.157 Uiso 1 1 calc R U . . .
Cl1 Cl 0.34203(11) -0.03160(12) 0.44043(13) 0.0881(6) Uani 1 1 d . . . . .
Cl2 Cl 0.7996(2) 0.1436(2) 0.79117(18) 0.1611(11) Uani 1 1 d . . . . .
Cl3 Cl 0.71283(18) 0.2632(2) 0.87469(19) 0.1536(10) Uani 1 1 d . . . . .
N1 N 0.2489(3) 0.1615(4) 0.1522(3) 0.0556(12) Uani 1 1 d . . . . .
H1 H 0.2383 0.0936 0.1279 0.067 Uiso 1 1 calc R U . . .
N2 N -0.0186(3) 0.2186(3) 0.2407(3) 0.0511(12) Uani 1 1 d . . . . .
H2A H -0.0475 0.1699 0.2548 0.061 Uiso 1 1 calc R U . . .
N3 N 0.2453(3) 0.4604(3) 0.3898(3) 0.0453(11) Uani 1 1 d . . . . .
O1 O 0.1480(3) 0.0309(3) 0.0146(3) 0.0697(12) Uani 1 1 d . . . . .
O2 O 0.0255(3) 0.1069(3) -0.0599(3) 0.0599(10) Uani 1 1 d . . . . .
O3 O 0.1574(2) 0.5554(3) 0.2667(2) 0.0540(10) Uani 1 1 d . . . . .
S1 S 0.29271(11) 0.41318(12) 0.20047(12) 0.0738(6) 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
C1 N1 1.375(7) . ?
C1 C2 1.390(8) . ?
C1 C6 1.398(8) . ?
C2 C3 1.370(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(9) . ?
C5 H5 0.9300 . ?
C6 S1 1.763(7) . ?
C7 C8 1.504(6) . ?
C7 C25 1.576(6) . ?
C7 S1 1.809(5) . ?
C7 H7 0.9800 . ?
C8 C9 1.354(7) . ?
C8 N1 1.357(6) . ?
C9 C10 1.440(7) . ?
C9 H9 0.9300 . ?
C10 O1 1.228(6) . ?
C10 O2 1.321(7) . ?
C11 O2 1.453(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.372(6) . ?
C12 C13 1.394(7) . ?
C12 C17 1.398(6) . ?
C13 C14 1.382(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.392(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.362(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.412(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.435(7) . ?
C18 C19 1.356(6) . ?
C18 C25 1.522(7) . ?
C19 N2 1.362(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.536(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.524(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.533(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C20' C21' 1.529(5) . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21' C22' 1.524(5) . ?
C21' H21C 0.9700 . ?
C21' H21D 0.9700 . ?
C22' C23 1.527(5) . ?
C22' H22C 0.9700 . ?
C22' H22D 0.9700 . ?
C23 N3 1.463(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.80(10) . ?
C23 H23D 1.06(10) . ?
C24 O3 1.212(5) . ?
C24 N3 1.350(6) . ?
C24 C25 1.557(6) . ?
C25 C26 1.503(7) . ?
C26 C27 1.378(6) . ?
C26 C31 1.392(7) . ?
C27 C28 1.382(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(8) . ?
C28 Cl1 1.744(5) . ?
C29 C30 1.389(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(7) . ?
C30 H30 0.9300 . ?
C31 N3 1.408(6) . ?
C32 Cl2 1.694(8) . ?
C32 Cl3 1.762(9) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
N1 C1 C2 119.4(6) . . ?
N1 C1 C6 121.2(6) . . ?
C2 C1 C6 119.3(7) . . ?
C3 C2 C1 120.0(8) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.5(9) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.4(9) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.0(8) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 119.7(7) . . ?
C5 C6 S1 120.4(6) . . ?
C1 C6 S1 119.8(5) . . ?
C8 C7 C25 115.7(3) . . ?
C8 C7 S1 110.5(3) . . ?
C25 C7 S1 113.9(3) . . ?
C8 C7 H7 105.3 . . ?
C25 C7 H7 105.3 . . ?
S1 C7 H7 105.3 . . ?
C9 C8 N1 121.3(4) . . ?
C9 C8 C7 120.4(5) . . ?
N1 C8 C7 118.4(5) . . ?
C8 C9 C10 124.8(5) . . ?
C8 C9 H9 117.6 . . ?
C10 C9 H9 117.6 . . ?
O1 C10 O2 122.5(5) . . ?
O1 C10 C9 124.2(6) . . ?
O2 C10 C9 113.3(5) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 129.3(5) . . ?
N2 C12 C17 107.8(5) . . ?
C13 C12 C17 122.9(5) . . ?
C14 C13 C12 117.7(5) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
C13 C14 C15 120.2(6) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 122.1(5) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 119.4(5) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 117.7(5) . . ?
C12 C17 C18 106.7(4) . . ?
C16 C17 C18 135.6(5) . . ?
C19 C18 C17 106.5(4) . . ?
C19 C18 C25 125.1(5) . . ?
C17 C18 C25 128.3(4) . . ?
C18 C19 N2 110.3(4) . . ?
C18 C19 H19 124.8 . . ?
N2 C19 H19 124.8 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C20 110.0(7) . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 C23 113.0(6) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C21' C20' H20D 109.5 . . ?
C21' C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C21' C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C22' C21' C20' 111.4(6) . . ?
C22' C21' H21C 109.3 . . ?
C20' C21' H21C 109.3 . . ?
C22' C21' H21D 109.3 . . ?
C20' C21' H21D 109.3 . . ?
H21C C21' H21D 108.0 . . ?
C21' C22' C23 109.9(5) . . ?
C21' C22' H22C 109.7 . . ?
C23 C22' H22C 109.7 . . ?
C21' C22' H22D 109.7 . . ?
C23 C22' H22D 109.7 . . ?
H22C C22' H22D 108.2 . . ?
N3 C23 C22' 113.5(6) . . ?
N3 C23 C22 111.8(6) . . ?
N3 C23 H23A 109.3 . . ?
C22 C23 H23A 109.3 . . ?
N3 C23 H23B 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 107.9 . . ?
N3 C23 H23C 94(8) . . ?
N3 C23 H23D 104(5) . . ?
H23C C23 H23D 92(8) . . ?
O3 C24 N3 125.5(4) . . ?
O3 C24 C25 126.6(5) . . ?
N3 C24 C25 107.8(4) . . ?
C26 C25 C18 113.7(4) . . ?
C26 C25 C24 102.4(4) . . ?
C18 C25 C24 107.9(4) . . ?
C26 C25 C7 115.1(4) . . ?
C18 C25 C7 110.8(4) . . ?
C24 C25 C7 106.1(3) . . ?
C27 C26 C31 119.0(5) . . ?
C27 C26 C25 132.9(5) . . ?
C31 C26 C25 108.1(4) . . ?
C26 C27 C28 118.8(5) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C29 C28 C27 121.8(5) . . ?
C29 C28 Cl1 119.2(5) . . ?
C27 C28 Cl1 118.9(5) . . ?
C28 C29 C30 120.2(6) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 117.5(5) . . ?
C31 C30 H30 121.2 . . ?
C29 C30 H30 121.2 . . ?
C30 C31 C26 122.5(5) . . ?
C30 C31 N3 127.1(5) . . ?
C26 C31 N3 110.4(5) . . ?
Cl2 C32 Cl3 110.4(5) . . ?
Cl2 C32 H32A 109.6 . . ?
Cl3 C32 H32A 109.6 . . ?
Cl2 C32 H32B 109.6 . . ?
Cl3 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C8 N1 C1 129.0(5) . . ?
C8 N1 H1 115.5 . . ?
C1 N1 H1 115.5 . . ?
C19 N2 C12 108.7(4) . . ?
C19 N2 H2A 125.7 . . ?
C12 N2 H2A 125.7 . . ?
C24 N3 C31 111.3(4) . . ?
C24 N3 C23 123.8(4) . . ?
C31 N3 C23 124.9(5) . . ?
C10 O2 C11 115.9(4) . . ?
C6 S1 C7 100.8(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.04 2.707(6) 133.3 .
N2 H2A O3 0.86 2.30 3.105(5) 156.8 2_545

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 2052981'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H23 N3 O4 S'
_chemical_formula_sum            'C29 H23 N3 O4 S'
_chemical_formula_weight         509.56

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 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   10.1091(5)
_cell_length_b                   23.1190(11)
_cell_length_c                   21.9291(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.109(2)
_cell_angle_gamma                90
_cell_volume                     5045.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8119
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      22.92

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             2128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.169
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6822
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47350
_diffrn_reflns_av_unetI/netI     0.0972
_diffrn_reflns_av_R_equivalents  0.0891
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.275
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9896
_reflns_number_gt                4985
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+2.7489P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9896
_refine_ls_number_parameters     671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1657
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1531
_refine_ls_wR_factor_gt          0.1207
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 1.1917(3) 0.48154(14) 0.66175(15) 0.0510(9) Uani 1 1 d . . . . .
C2 C 1.3149(4) 0.45539(18) 0.66467(18) 0.0722(11) Uani 1 1 d . . . . .
H2 H 1.3802 0.4728 0.6457 0.087 Uiso 1 1 calc R U . . .
C3 C 1.3423(4) 0.4036(2) 0.6954(2) 0.0929(15) Uani 1 1 d . . . . .
H3 H 1.4243 0.3853 0.6957 0.111 Uiso 1 1 calc R U . . .
C4 C 1.2492(4) 0.37942(18) 0.7254(2) 0.0846(13) Uani 1 1 d . . . . .
H4 H 1.2680 0.3447 0.7466 0.102 Uiso 1 1 calc R U . . .
C5 C 1.1273(4) 0.40604(15) 0.72454(16) 0.0627(10) Uani 1 1 d . . . . .
H5 H 1.0652 0.3898 0.7461 0.075 Uiso 1 1 calc R U . . .
C6 C 1.0962(3) 0.45673(14) 0.69189(15) 0.0486(8) Uani 1 1 d . . . . .
C7 C 1.0216(3) 0.57200(13) 0.64770(14) 0.0420(8) Uani 1 1 d . . . . .
C8 C 0.9383(3) 0.53865(13) 0.67784(14) 0.0419(8) Uani 1 1 d . . . . .
C9 C 0.8251(3) 0.56418(13) 0.69916(14) 0.0407(8) Uani 1 1 d . . . . .
C10 C 0.7435(3) 0.52716(15) 0.73308(16) 0.0491(9) Uani 1 1 d . . . . .
C11 C 0.5675(4) 0.52113(18) 0.7898(2) 0.0978(15) Uani 1 1 d . . . . .
H11A H 0.4869 0.5071 0.7644 0.147 Uiso 1 1 calc R U . . .
H11B H 0.5445 0.5465 0.8210 0.147 Uiso 1 1 calc R U . . .
H11C H 0.6187 0.4891 0.8093 0.147 Uiso 1 1 calc R U . . .
C12 C 1.0040(3) 0.72372(13) 0.61539(14) 0.0426(8) Uani 1 1 d . . . . .
C13 C 1.0413(4) 0.77669(15) 0.59341(16) 0.0560(9) Uani 1 1 d . . . . .
H13 H 1.1173 0.7802 0.5752 0.067 Uiso 1 1 calc R U . . .
C14 C 0.9617(4) 0.82355(15) 0.59976(17) 0.0629(10) Uani 1 1 d . . . . .
H14 H 0.9842 0.8595 0.5855 0.075 Uiso 1 1 calc R U . . .
C15 C 0.8487(4) 0.81857(15) 0.62683(16) 0.0572(10) Uani 1 1 d . . . . .
H15 H 0.7964 0.8511 0.6301 0.069 Uiso 1 1 calc R U . . .
C16 C 0.8120(3) 0.76651(14) 0.64894(14) 0.0472(8) Uani 1 1 d . . . . .
H16 H 0.7361 0.7638 0.6673 0.057 Uiso 1 1 calc R U . . .
C17 C 0.8903(3) 0.71764(13) 0.64345(13) 0.0379(7) Uani 1 1 d . . . . .
C18 C 0.8854(3) 0.65703(13) 0.66036(13) 0.0371(7) Uani 1 1 d . . . . .
C19 C 0.9965(3) 0.63069(13) 0.64087(14) 0.0391(8) Uani 1 1 d . . . . .
C20 C 0.7990(3) 0.62414(13) 0.68951(13) 0.0373(7) Uani 1 1 d . . . . .
C21 C 0.6850(3) 0.65589(12) 0.71042(14) 0.0381(7) Uani 1 1 d . . . . .
C22 C 0.7100(3) 0.68735(13) 0.76499(15) 0.0495(9) Uani 1 1 d . . . . .
H22 H 0.7957 0.6868 0.7888 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6110(4) 0.71941(15) 0.78477(17) 0.0620(10) Uani 1 1 d . . . . .
H23 H 0.6292 0.7399 0.8218 0.074 Uiso 1 1 calc R U . . .
C24 C 0.4862(4) 0.72073(17) 0.74947(19) 0.0713(11) Uani 1 1 d . . . . .
H24 H 0.4193 0.7427 0.7624 0.086 Uiso 1 1 calc R U . . .
C25 C 0.4571(3) 0.69021(16) 0.69513(17) 0.0649(10) Uani 1 1 d . . . . .
H25 H 0.3708 0.6912 0.6719 0.078 Uiso 1 1 calc R U . . .
C26 C 0.5569(3) 0.65785(13) 0.67485(14) 0.0426(8) Uani 1 1 d . . . . .
C27 C 0.4239(3) 0.62681(14) 0.57377(15) 0.0433(8) Uani 1 1 d . . . . .
C28 C 0.3305(4) 0.58258(17) 0.47907(16) 0.0682(11) Uani 1 1 d . . . . .
H28A H 0.3050 0.6206 0.4624 0.082 Uiso 1 1 calc R U . . .
H28B H 0.2529 0.5652 0.4923 0.082 Uiso 1 1 calc R U . . .
C29 C 0.3742(5) 0.5468(2) 0.4317(2) 0.1153(18) Uani 1 1 d . . . . .
H29A H 0.4495 0.5647 0.4180 0.173 Uiso 1 1 calc R U . . .
H29B H 0.3018 0.5427 0.3972 0.173 Uiso 1 1 calc R U . . .
H29C H 0.4001 0.5093 0.4486 0.173 Uiso 1 1 calc R U . . .
C30 C -0.2740(4) 0.95205(16) 0.47070(18) 0.0652(10) Uani 1 1 d . . . . .
C31 C -0.3185(4) 0.9873(2) 0.5142(2) 0.0892(14) Uani 1 1 d . . . . .
H31 H -0.3783 0.9729 0.5381 0.107 Uiso 1 1 calc R U . . .
C32 C -0.2739(6) 1.0442(2) 0.5220(2) 0.1034(17) Uani 1 1 d . . . . .
H32 H -0.3061 1.0683 0.5500 0.124 Uiso 1 1 calc R U . . .
C33 C -0.1828(6) 1.0643(2) 0.4882(3) 0.1040(17) Uani 1 1 d . . . . .
H33 H -0.1527 1.1022 0.4935 0.125 Uiso 1 1 calc R U . . .
C34 C -0.1348(4) 1.02988(17) 0.4468(2) 0.0874(14) Uani 1 1 d . . . . .
H34 H -0.0708 1.0443 0.4251 0.105 Uiso 1 1 calc R U . . .
C35 C -0.1806(4) 0.97341(16) 0.43662(19) 0.0649(10) Uani 1 1 d . . . . .
C36 C -0.2012(3) 0.84957(14) 0.43157(15) 0.0473(8) Uani 1 1 d . . . . .
C37 C -0.1142(3) 0.87995(14) 0.40102(15) 0.0475(8) Uani 1 1 d . . . . .
C38 C -0.0075(3) 0.85127(14) 0.37852(14) 0.0444(8) Uani 1 1 d . . . . .
C39 C 0.0804(4) 0.88591(16) 0.34520(17) 0.0559(9) Uani 1 1 d . . . . .
C40 C 0.2818(5) 0.8918(2) 0.3065(2) 0.1135(18) Uani 1 1 d . . . . .
H40A H 0.2485 0.8874 0.2630 0.170 Uiso 1 1 calc R U . . .
H40B H 0.3712 0.8764 0.3162 0.170 Uiso 1 1 calc R U . . .
H40C H 0.2833 0.9321 0.3172 0.170 Uiso 1 1 calc R U . . .
C41 C -0.1956(3) 0.69822(14) 0.46948(15) 0.0461(8) Uani 1 1 d . . . . .
C42 C -0.2354(4) 0.64787(17) 0.49433(16) 0.0610(10) Uani 1 1 d . . . . .
H42 H -0.3099 0.6470 0.5139 0.073 Uiso 1 1 calc R U . . .
C43 C -0.1608(4) 0.59883(16) 0.48912(17) 0.0663(10) Uani 1 1 d . . . . .
H43 H -0.1845 0.5642 0.5059 0.080 Uiso 1 1 calc R U . . .
C44 C -0.0509(4) 0.60041(15) 0.45924(17) 0.0588(10) Uani 1 1 d . . . . .
H44 H -0.0014 0.5668 0.4567 0.071 Uiso 1 1 calc R U . . .
C45 C -0.0137(3) 0.65046(14) 0.43334(15) 0.0521(9) Uani 1 1 d . . . . .
H45 H 0.0592 0.6507 0.4127 0.062 Uiso 1 1 calc R U . . .
C46 C -0.0860(3) 0.70078(13) 0.43827(14) 0.0419(8) Uani 1 1 d . . . . .
C47 C -0.0754(3) 0.76099(13) 0.41961(14) 0.0411(8) Uani 1 1 d . . . . .
C48 C -0.1800(3) 0.79112(14) 0.44150(14) 0.0428(8) Uani 1 1 d . . . . .
C49 C 0.0091(3) 0.79068(13) 0.38689(14) 0.0418(8) Uani 1 1 d . . . . .
C50 C 0.1103(3) 0.75501(13) 0.36137(15) 0.0448(8) Uani 1 1 d . . . . .
C51 C 0.0785(4) 0.72967(15) 0.30373(17) 0.0600(10) Uani 1 1 d . . . . .
H51 H -0.0037 0.7379 0.2789 0.072 Uiso 1 1 calc R U . . .
C52 C 0.1657(4) 0.69248(17) 0.2821(2) 0.0713(11) Uani 1 1 d . . . . .
H52 H 0.1428 0.6760 0.2430 0.086 Uiso 1 1 calc R U . . .
C53 C 0.2852(4) 0.68007(16) 0.3183(2) 0.0684(12) Uani 1 1 d . . . . .
H53 H 0.3431 0.6541 0.3040 0.082 Uiso 1 1 calc R U . . .
C54 C 0.3230(4) 0.70527(15) 0.37593(19) 0.0601(10) Uani 1 1 d . . . . .
H54 H 0.4064 0.6971 0.3998 0.072 Uiso 1 1 calc R U . . .
C55 C 0.2349(3) 0.74294(14) 0.39764(16) 0.0485(9) Uani 1 1 d . . . . .
C56 C 0.3763(4) 0.77330(16) 0.49698(19) 0.0572(10) Uani 1 1 d . . . . .
C57 C 0.4708(4) 0.8166(2) 0.5918(2) 0.0915(14) Uani 1 1 d . . . . .
H57A H 0.5432 0.8344 0.5747 0.110 Uiso 1 1 calc R U . . .
H57B H 0.5026 0.7802 0.6109 0.110 Uiso 1 1 calc R U . . .
C58 C 0.4277(6) 0.8552(3) 0.6379(2) 0.149(2) Uani 1 1 d . . . . .
H58A H 0.4047 0.8923 0.6195 0.224 Uiso 1 1 calc R U . . .
H58B H 0.4995 0.8594 0.6726 0.224 Uiso 1 1 calc R U . . .
H58C H 0.3507 0.8389 0.6517 0.224 Uiso 1 1 calc R U . . .
N1 N 0.9675(3) 0.48048(11) 0.68772(13) 0.0574(8) Uani 1 1 d . . . . .
H1 H 0.9025 0.4575 0.6915 0.069 Uiso 1 1 calc R U . . .
N2 N 1.0663(2) 0.67104(11) 0.61423(12) 0.0458(7) Uani 1 1 d . . . . .
H2A H 1.1379 0.6646 0.5991 0.055 Uiso 1 1 calc R U . . .
N3 N 0.5322(3) 0.62536(12) 0.61982(12) 0.0532(7) Uani 1 1 d . . . . .
H3A H 0.5943 0.6013 0.6147 0.064 Uiso 1 1 calc R U . . .
N4 N -0.1324(3) 0.93916(12) 0.39329(14) 0.0643(8) Uani 1 1 d . . . . .
H4A H -0.1132 0.9552 0.3606 0.077 Uiso 1 1 calc R U . . .
N5 N -0.2515(3) 0.75300(12) 0.47024(12) 0.0520(7) Uani 1 1 d . . . . .
H5A H -0.3207 0.7616 0.4864 0.062 Uiso 1 1 calc R U . . .
N6 N 0.2615(3) 0.76979(13) 0.45606(14) 0.0623(8) Uani 1 1 d . . . . .
H6 H 0.1936 0.7865 0.4672 0.075 Uiso 1 1 calc R U . . .
O1 O 0.7628(3) 0.47762(12) 0.74555(18) 0.1254(14) Uani 1 1 d . . . . .
O2 O 0.6462(3) 0.55220(11) 0.75201(16) 0.1039(11) Uani 1 1 d . . . . .
O3 O 0.3285(2) 0.65870(10) 0.57096(10) 0.0540(6) Uani 1 1 d . . . . .
O4 O 0.4392(2) 0.58752(10) 0.53090(10) 0.0583(6) Uani 1 1 d . . . . .
O5 O 0.0544(3) 0.93347(12) 0.32388(13) 0.0877(9) Uani 1 1 d . . . . .
O6 O 0.1951(3) 0.86102(11) 0.34139(14) 0.0842(9) Uani 1 1 d . . . . .
O7 O 0.4805(2) 0.74965(12) 0.49266(13) 0.0802(8) Uani 1 1 d . . . . .
O8 O 0.3574(2) 0.80709(11) 0.54412(12) 0.0694(7) Uani 1 1 d . . . . .
S1 S 1.15067(10) 0.54178(4) 0.61385(5) 0.0658(3) Uani 1 1 d . . . . .
S2 S -0.34249(9) 0.88300(4) 0.45328(5) 0.0701(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.376(4) . ?
C1 C6 1.386(4) . ?
C1 S1 1.750(3) . ?
C2 C3 1.377(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 N1 1.401(4) . ?
C7 C19 1.384(4) . ?
C7 C8 1.391(4) . ?
C7 S1 1.755(3) . ?
C8 N1 1.386(4) . ?
C8 C9 1.437(4) . ?
C9 C20 1.420(4) . ?
C9 C10 1.477(4) . ?
C10 O1 1.186(4) . ?
C10 O2 1.272(4) . ?
C11 O2 1.438(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.374(4) . ?
C12 C13 1.392(4) . ?
C12 C17 1.403(4) . ?
C13 C14 1.371(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.396(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.452(4) . ?
C18 C20 1.394(4) . ?
C18 C19 1.408(4) . ?
C19 N2 1.362(4) . ?
C20 C21 1.505(4) . ?
C21 C22 1.385(4) . ?
C21 C26 1.390(4) . ?
C22 C23 1.375(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.360(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.390(4) . ?
C25 H25 0.9300 . ?
C26 N3 1.406(4) . ?
C27 O3 1.207(3) . ?
C27 O4 1.335(4) . ?
C27 N3 1.354(4) . ?
C28 O4 1.440(4) . ?
C28 C29 1.457(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.387(5) . ?
C30 C35 1.394(5) . ?
C30 S2 1.755(4) . ?
C31 C32 1.391(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.361(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.358(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.390(5) . ?
C34 H34 0.9300 . ?
C35 N4 1.389(4) . ?
C36 C48 1.379(4) . ?
C36 C37 1.387(4) . ?
C36 S2 1.761(3) . ?
C37 N4 1.387(4) . ?
C37 C38 1.426(4) . ?
C38 C49 1.419(4) . ?
C38 C39 1.481(4) . ?
C39 O5 1.206(4) . ?
C39 O6 1.310(4) . ?
C40 O6 1.448(4) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.375(4) . ?
C41 N5 1.388(4) . ?
C41 C46 1.402(4) . ?
C42 C43 1.378(5) . ?
C42 H42 0.9300 . ?
C43 C44 1.386(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.370(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.388(4) . ?
C45 H45 0.9300 . ?
C46 C47 1.460(4) . ?
C47 C49 1.390(4) . ?
C47 C48 1.418(4) . ?
C48 N5 1.363(4) . ?
C49 C50 1.497(4) . ?
C50 C51 1.379(4) . ?
C50 C55 1.395(4) . ?
C51 C52 1.374(5) . ?
C51 H51 0.9300 . ?
C52 C53 1.355(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.384(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.389(4) . ?
C54 H54 0.9300 . ?
C55 N6 1.406(4) . ?
C56 O7 1.206(4) . ?
C56 O8 1.336(4) . ?
C56 N6 1.339(4) . ?
C57 O8 1.427(4) . ?
C57 C58 1.469(6) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
N4 H4A 0.8600 . ?
N5 H5A 0.8600 . ?
N6 H6 0.8600 . ?

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
C2 C1 C6 119.8(3) . . ?
C2 C1 S1 119.7(3) . . ?
C6 C1 S1 120.3(3) . . ?
C1 C2 C3 120.4(4) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.3(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.6(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 N1 119.4(3) . . ?
C1 C6 N1 121.6(3) . . ?
C19 C7 C8 118.7(3) . . ?
C19 C7 S1 118.7(2) . . ?
C8 C7 S1 122.5(2) . . ?
N1 C8 C7 118.8(3) . . ?
N1 C8 C9 120.5(3) . . ?
C7 C8 C9 120.7(3) . . ?
C20 C9 C8 119.3(3) . . ?
C20 C9 C10 122.4(3) . . ?
C8 C9 C10 118.2(3) . . ?
O1 C10 O2 118.0(3) . . ?
O1 C10 C9 126.3(3) . . ?
O2 C10 C9 115.6(3) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 128.3(3) . . ?
N2 C12 C17 109.5(3) . . ?
C13 C12 C17 122.2(3) . . ?
C14 C13 C12 117.4(3) . . ?
C14 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
C13 C14 C15 121.5(3) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 121.3(3) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.1(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C12 118.5(3) . . ?
C16 C17 C18 135.5(3) . . ?
C12 C17 C18 106.0(2) . . ?
C20 C18 C19 120.0(3) . . ?
C20 C18 C17 134.0(3) . . ?
C19 C18 C17 106.0(2) . . ?
N2 C19 C7 128.2(3) . . ?
N2 C19 C18 109.6(3) . . ?
C7 C19 C18 122.2(3) . . ?
C18 C20 C9 119.1(3) . . ?
C18 C20 C21 116.6(3) . . ?
C9 C20 C21 124.2(3) . . ?
C22 C21 C26 118.6(3) . . ?
C22 C21 C20 119.1(3) . . ?
C26 C21 C20 122.2(3) . . ?
C23 C22 C21 121.5(3) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C22 119.1(3) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C23 C24 C25 121.3(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C21 119.7(3) . . ?
C25 C26 N3 122.2(3) . . ?
C21 C26 N3 118.1(3) . . ?
O3 C27 O4 124.7(3) . . ?
O3 C27 N3 126.0(3) . . ?
O4 C27 N3 109.3(3) . . ?
O4 C28 C29 108.8(3) . . ?
O4 C28 H28A 109.9 . . ?
C29 C28 H28A 109.9 . . ?
O4 C28 H28B 109.9 . . ?
C29 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 119.5(4) . . ?
C31 C30 S2 121.4(4) . . ?
C35 C30 S2 118.9(3) . . ?
C30 C31 C32 120.2(5) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C33 C32 C31 119.4(5) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C34 C33 C32 121.3(5) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
C33 C34 C35 120.6(5) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
N4 C35 C34 119.9(4) . . ?
N4 C35 C30 121.1(3) . . ?
C34 C35 C30 119.0(4) . . ?
C48 C36 C37 118.6(3) . . ?
C48 C36 S2 119.9(2) . . ?
C37 C36 S2 121.4(3) . . ?
C36 C37 N4 118.5(3) . . ?
C36 C37 C38 120.9(3) . . ?
N4 C37 C38 120.6(3) . . ?
C49 C38 C37 119.6(3) . . ?
C49 C38 C39 122.0(3) . . ?
C37 C38 C39 118.4(3) . . ?
O5 C39 O6 120.7(3) . . ?
O5 C39 C38 125.1(3) . . ?
O6 C39 C38 114.1(3) . . ?
O6 C40 H40A 109.5 . . ?
O6 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O6 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 N5 128.2(3) . . ?
C42 C41 C46 122.7(3) . . ?
N5 C41 C46 109.0(3) . . ?
C41 C42 C43 117.4(3) . . ?
C41 C42 H42 121.3 . . ?
C43 C42 H42 121.3 . . ?
C42 C43 C44 120.9(3) . . ?
C42 C43 H43 119.5 . . ?
C44 C43 H43 119.5 . . ?
C45 C44 C43 121.3(3) . . ?
C45 C44 H44 119.4 . . ?
C43 C44 H44 119.4 . . ?
C44 C45 C46 119.3(3) . . ?
C44 C45 H45 120.4 . . ?
C46 C45 H45 120.4 . . ?
C45 C46 C41 118.3(3) . . ?
C45 C46 C47 135.4(3) . . ?
C41 C46 C47 106.2(3) . . ?
C49 C47 C48 119.6(3) . . ?
C49 C47 C46 134.2(3) . . ?
C48 C47 C46 106.2(3) . . ?
N5 C48 C36 128.7(3) . . ?
N5 C48 C47 109.0(3) . . ?
C36 C48 C47 122.2(3) . . ?
C47 C49 C38 119.0(3) . . ?
C47 C49 C50 116.3(3) . . ?
C38 C49 C50 124.7(3) . . ?
C51 C50 C55 118.6(3) . . ?
C51 C50 C49 120.8(3) . . ?
C55 C50 C49 120.3(3) . . ?
C52 C51 C50 121.5(4) . . ?
C52 C51 H51 119.3 . . ?
C50 C51 H51 119.3 . . ?
C53 C52 C51 119.4(4) . . ?
C53 C52 H52 120.3 . . ?
C51 C52 H52 120.3 . . ?
C52 C53 C54 121.4(4) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 H53 119.3 . . ?
C53 C54 C55 119.1(4) . . ?
C53 C54 H54 120.5 . . ?
C55 C54 H54 120.5 . . ?
C54 C55 C50 120.0(3) . . ?
C54 C55 N6 123.9(3) . . ?
C50 C55 N6 116.1(3) . . ?
O7 C56 O8 124.9(4) . . ?
O7 C56 N6 125.9(4) . . ?
O8 C56 N6 109.2(3) . . ?
O8 C57 C58 107.5(4) . . ?
O8 C57 H57A 110.2 . . ?
C58 C57 H57A 110.2 . . ?
O8 C57 H57B 110.2 . . ?
C58 C57 H57B 110.2 . . ?
H57A C57 H57B 108.5 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C8 N1 C6 124.1(3) . . ?
C8 N1 H1 117.9 . . ?
C6 N1 H1 117.9 . . ?
C19 N2 C12 109.0(2) . . ?
C19 N2 H2A 125.5 . . ?
C12 N2 H2A 125.5 . . ?
C27 N3 C26 128.7(3) . . ?
C27 N3 H3A 115.6 . . ?
C26 N3 H3A 115.6 . . ?
C37 N4 C35 122.3(3) . . ?
C37 N4 H4A 118.9 . . ?
C35 N4 H4A 118.9 . . ?
C48 N5 C41 109.5(3) . . ?
C48 N5 H5A 125.2 . . ?
C41 N5 H5A 125.2 . . ?
C56 N6 C55 129.9(3) . . ?
C56 N6 H6 115.0 . . ?
C55 N6 H6 115.0 . . ?
C10 O2 C11 119.9(3) . . ?
C27 O4 C28 116.3(3) . . ?
C39 O6 C40 116.2(3) . . ?
C56 O8 C57 116.9(3) . . ?
C1 S1 C7 100.28(15) . . ?
C30 S2 C36 98.66(17) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.05 2.611(4) 122.1 .
N2 H2A O3 0.86 2.13 2.981(3) 171.3 1_655
N4 H4A O5 0.86 2.06 2.629(4) 122.8 .
N5 H5A O7 0.86 2.06 2.838(3) 150.6 1_455

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_3g
_database_code_depnum_ccdc_archive 'CCDC 2052976'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H26 Cl N3 O3 S'
_chemical_formula_sum            'C34 H26 Cl N3 O3 S'
_chemical_formula_weight         592.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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

_cell_length_a                   19.0749(18)
_cell_length_b                   11.6066(11)
_cell_length_c                   16.6701(16)
_cell_angle_alpha                90
_cell_angle_beta                 110.707(3)
_cell_angle_gamma                90
_cell_volume                     3452.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5395
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      23.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.205
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_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_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31809
_diffrn_reflns_av_unetI/netI     0.1081
_diffrn_reflns_av_R_equivalents  0.0997
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.093
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6771
_reflns_number_gt                3363
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1253P)²+1.1317P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6771
_refine_ls_number_parameters     380
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1693
_refine_ls_R_factor_gt           0.0777
_refine_ls_wR_factor_ref         0.2471
_refine_ls_wR_factor_gt          0.2001
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.038
_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_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
C1 C 0.1807(2) 0.3422(5) 0.3126(3) 0.0571(13) Uani 1 1 d . . . . .
C2 C 0.1073(3) 0.3712(6) 0.2623(3) 0.0752(16) Uani 1 1 d . . . . .
H2 H 0.0957 0.4459 0.2417 0.090 Uiso 1 1 calc R U . . .
C3 C 0.0522(3) 0.2881(7) 0.2432(4) 0.093(2) Uani 1 1 d . . . . .
H3 H 0.0028 0.3074 0.2113 0.112 Uiso 1 1 calc R U . . .
C4 C 0.0701(3) 0.1764(7) 0.2713(4) 0.087(2) Uani 1 1 d . . . . .
H4 H 0.0326 0.1208 0.2576 0.105 Uiso 1 1 calc R U . . .
C5 C 0.1432(3) 0.1458(5) 0.3197(3) 0.0728(16) Uani 1 1 d . . . . .
H5 H 0.1549 0.0701 0.3376 0.087 Uiso 1 1 calc R U . . .
C6 C 0.1983(2) 0.2290(5) 0.3408(3) 0.0536(12) Uani 1 1 d . . . . .
C7 C 0.3321(2) 0.3672(3) 0.3507(2) 0.0367(10) Uani 1 1 d . . . . .
H7 H 0.3749 0.4144 0.3847 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3366(2) 0.2587(3) 0.4027(3) 0.0398(10) Uani 1 1 d . . . . .
C9 C 0.4033(2) 0.2231(3) 0.4590(3) 0.0402(10) Uani 1 1 d . . . . .
H9 H 0.4461 0.2651 0.4637 0.048 Uiso 1 1 calc R U . . .
C10 C 0.4107(2) 0.1219(4) 0.5125(3) 0.0465(11) Uani 1 1 d . . . . .
C11 C 0.4933(3) 0.0070(4) 0.6214(3) 0.0715(15) Uani 1 1 d . . . . .
H11A H 0.4661 0.0183 0.6593 0.107 Uiso 1 1 calc R U . . .
H11B H 0.5458 0.0000 0.6543 0.107 Uiso 1 1 calc R U . . .
H11C H 0.4761 -0.0619 0.5885 0.107 Uiso 1 1 calc R U . . .
C12 C 0.0990(3) 0.5850(5) 0.0079(3) 0.0721(14) Uani 1 1 d . U . . .
H12 H 0.0979 0.5445 -0.0407 0.086 Uiso 1 1 calc R U . . .
C13 C 0.0347(3) 0.6388(6) 0.0107(4) 0.0898(17) Uani 1 1 d . U . . .
H13 H -0.0096 0.6339 -0.0364 0.108 Uiso 1 1 calc R U . . .
C14 C 0.0358(3) 0.6988(5) 0.0822(4) 0.0817(16) Uani 1 1 d . U . . .
H14 H -0.0069 0.7374 0.0824 0.098 Uiso 1 1 calc R U . . .
C15 C 0.0983(3) 0.7013(5) 0.1512(4) 0.0723(14) Uani 1 1 d . U . . .
H15 H 0.0983 0.7382 0.2007 0.087 Uiso 1 1 calc R U . . .
C16 C 0.1633(3) 0.6496(4) 0.1499(3) 0.0618(13) Uani 1 1 d . U . . .
H16 H 0.2066 0.6536 0.1983 0.074 Uiso 1 1 calc R U . . .
C17 C 0.1651(2) 0.5927(4) 0.0788(3) 0.0486(11) Uani 1 1 d . U . . .
C18 C 0.2370(2) 0.5405(4) 0.0755(3) 0.0499(12) Uani 1 1 d . . . . .
H18A H 0.2274 0.5087 0.0188 0.060 Uiso 1 1 calc R U . . .
H18B H 0.2742 0.6010 0.0847 0.060 Uiso 1 1 calc R U . . .
C19 C 0.2415(2) 0.3357(4) 0.1312(3) 0.0414(10) Uani 1 1 d . . . . .
C20 C 0.1825(2) 0.2885(4) 0.0637(3) 0.0589(13) Uani 1 1 d . . . . .
H20 H 0.1547 0.3326 0.0166 0.071 Uiso 1 1 calc R U . . .
C21 C 0.1669(3) 0.1734(5) 0.0698(3) 0.0658(14) Uani 1 1 d . . . . .
H21 H 0.1275 0.1388 0.0265 0.079 Uiso 1 1 calc R U . . .
C22 C 0.2095(2) 0.1093(4) 0.1398(3) 0.0537(12) Uani 1 1 d . . . . .
C23 C 0.2694(2) 0.1561(4) 0.2054(3) 0.0430(11) Uani 1 1 d . . . . .
H23 H 0.2987 0.1111 0.2511 0.052 Uiso 1 1 calc R U . . .
C24 C 0.2842(2) 0.2712(3) 0.2007(3) 0.0362(10) Uani 1 1 d . . . . .
C25 C 0.34242(19) 0.3480(3) 0.2619(2) 0.0340(9) Uani 1 1 d . . . . .
C26 C 0.3255(2) 0.4652(4) 0.2140(3) 0.0355(10) Uani 1 1 d . . . . .
C27 C 0.4421(2) 0.2223(3) 0.2347(3) 0.0399(10) Uani 1 1 d . . . . .
H27 H 0.4087 0.1714 0.1972 0.048 Uiso 1 1 calc R U . . .
C28 C 0.4223(2) 0.3133(3) 0.2746(3) 0.0361(10) Uani 1 1 d . . . . .
C29 C 0.49150(19) 0.3702(3) 0.3267(2) 0.0326(9) Uani 1 1 d . . . . .
C30 C 0.5101(2) 0.4664(3) 0.3796(3) 0.0404(10) Uani 1 1 d . . . . .
H30 H 0.4729 0.5108 0.3886 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5842(2) 0.4946(4) 0.4183(3) 0.0526(12) Uani 1 1 d . . . . .
H31 H 0.5970 0.5580 0.4548 0.063 Uiso 1 1 calc R U . . .
C32 C 0.6413(2) 0.4307(5) 0.4045(3) 0.0586(13) Uani 1 1 d . . . . .
H32 H 0.6910 0.4531 0.4310 0.070 Uiso 1 1 calc R U . . .
C33 C 0.6252(2) 0.3377(4) 0.3536(3) 0.0521(12) Uani 1 1 d . . . . .
H33 H 0.6630 0.2950 0.3445 0.062 Uiso 1 1 calc R U . . .
C34 C 0.5496(2) 0.3067(3) 0.3146(3) 0.0395(10) Uani 1 1 d . . . . .
Cl1 Cl 0.18480(8) -0.03408(11) 0.14711(11) 0.0838(5) Uani 1 1 d . . . . .
N1 N 0.27191(17) 0.2007(3) 0.3915(2) 0.0518(10) Uani 1 1 d . . . . .
H1 H 0.2770 0.1373 0.4197 0.062 Uiso 1 1 calc R U . . .
N2 N 0.26743(17) 0.4500(3) 0.1393(2) 0.0393(8) Uani 1 1 d . . . . .
N3 N 0.51852(18) 0.2178(3) 0.2584(2) 0.0480(9) Uani 1 1 d . . . . .
H3A H 0.5431 0.1676 0.2410 0.058 Uiso 1 1 calc R U . . .
O1 O 0.35971(18) 0.0579(3) 0.5115(2) 0.0666(10) Uani 1 1 d . . . . .
O2 O 0.48139(17) 0.1046(3) 0.5641(2) 0.0598(9) Uani 1 1 d . . . . .
O3 O 0.35901(14) 0.5557(2) 0.23845(19) 0.0473(8) Uani 1 1 d . . . . .
S1 S 0.24941(6) 0.45012(10) 0.34389(8) 0.0537(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
C1 C2 1.395(6) . ?
C1 C6 1.397(7) . ?
C1 S1 1.754(5) . ?
C2 C3 1.378(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(6) . ?
C5 H5 0.9300 . ?
C6 N1 1.397(5) . ?
C7 C8 1.514(5) . ?
C7 C25 1.576(5) . ?
C7 S1 1.817(4) . ?
C7 H7 0.9800 . ?
C8 C9 1.352(5) . ?
C8 N1 1.359(5) . ?
C9 C10 1.450(6) . ?
C9 H9 0.9300 . ?
C10 O1 1.220(5) . ?
C10 O2 1.334(5) . ?
C11 O2 1.447(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.393(7) . ?
C12 C17 1.393(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.333(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.368(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.517(6) . ?
C18 N2 1.461(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C24 1.378(5) . ?
C19 C20 1.392(6) . ?
C19 N2 1.405(5) . ?
C20 C21 1.380(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.380(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.383(6) . ?
C22 Cl1 1.746(5) . ?
C23 C24 1.374(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.507(5) . ?
C25 C28 1.516(5) . ?
C25 C26 1.552(5) . ?
C26 O3 1.222(4) . ?
C26 N2 1.354(5) . ?
C27 N3 1.370(5) . ?
C27 C28 1.371(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.457(5) . ?
C29 C30 1.389(5) . ?
C29 C34 1.404(5) . ?
C30 C31 1.370(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.403(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.339(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.403(5) . ?
C33 H33 0.9300 . ?
C34 N3 1.379(5) . ?
N1 H1 0.8600 . ?
N3 H3A 0.8600 . ?

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
C2 C1 C6 120.0(5) . . ?
C2 C1 S1 119.5(4) . . ?
C6 C1 S1 120.4(3) . . ?
C3 C2 C1 119.5(6) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 121.0(5) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 119.3(6) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C1 120.1(4) . . ?
C5 C6 N1 120.2(5) . . ?
C1 C6 N1 119.7(4) . . ?
C8 C7 C25 114.8(3) . . ?
C8 C7 S1 110.4(3) . . ?
C25 C7 S1 114.2(2) . . ?
C8 C7 H7 105.5 . . ?
C25 C7 H7 105.5 . . ?
S1 C7 H7 105.5 . . ?
C9 C8 N1 122.0(4) . . ?
C9 C8 C7 120.0(3) . . ?
N1 C8 C7 118.0(3) . . ?
C8 C9 C10 122.5(4) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 H9 118.7 . . ?
O1 C10 O2 122.4(4) . . ?
O1 C10 C9 125.5(4) . . ?
O2 C10 C9 112.0(4) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C17 119.1(5) . . ?
C13 C12 H12 120.4 . . ?
C17 C12 H12 120.4 . . ?
C14 C13 C12 120.9(5) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.7(6) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 121.3(5) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C12 118.3(4) . . ?
C16 C17 C18 121.6(4) . . ?
C12 C17 C18 120.1(5) . . ?
N2 C18 C17 113.1(3) . . ?
N2 C18 H18A 109.0 . . ?
C17 C18 H18A 109.0 . . ?
N2 C18 H18B 109.0 . . ?
C17 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C24 C19 C20 122.3(4) . . ?
C24 C19 N2 110.4(3) . . ?
C20 C19 N2 127.3(4) . . ?
C21 C20 C19 117.0(4) . . ?
C21 C20 H20 121.5 . . ?
C19 C20 H20 121.5 . . ?
C22 C21 C20 120.5(4) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 122.1(4) . . ?
C21 C22 Cl1 118.7(4) . . ?
C23 C22 Cl1 119.2(4) . . ?
C24 C23 C22 117.8(4) . . ?
C24 C23 H23 121.1 . . ?
C22 C23 H23 121.1 . . ?
C23 C24 C19 120.3(4) . . ?
C23 C24 C25 130.8(4) . . ?
C19 C24 C25 108.8(3) . . ?
C24 C25 C28 113.7(3) . . ?
C24 C25 C26 101.6(3) . . ?
C28 C25 C26 108.7(3) . . ?
C24 C25 C7 114.4(3) . . ?
C28 C25 C7 111.1(3) . . ?
C26 C25 C7 106.7(3) . . ?
O3 C26 N2 125.4(4) . . ?
O3 C26 C25 126.3(3) . . ?
N2 C26 C25 108.2(3) . . ?
N3 C27 C28 109.8(4) . . ?
N3 C27 H27 125.1 . . ?
C28 C27 H27 125.1 . . ?
C27 C28 C29 106.9(3) . . ?
C27 C28 C25 125.0(3) . . ?
C29 C28 C25 128.1(3) . . ?
C30 C29 C34 118.4(3) . . ?
C30 C29 C28 135.8(4) . . ?
C34 C29 C28 105.8(3) . . ?
C31 C30 C29 118.7(4) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C30 C31 C32 121.8(4) . . ?
C30 C31 H31 119.1 . . ?
C32 C31 H31 119.1 . . ?
C33 C32 C31 120.9(4) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C32 C33 C34 117.9(4) . . ?
C32 C33 H33 121.1 . . ?
C34 C33 H33 121.1 . . ?
N3 C34 C33 129.2(4) . . ?
N3 C34 C29 108.6(3) . . ?
C33 C34 C29 122.2(4) . . ?
C8 N1 C6 129.4(4) . . ?
C8 N1 H1 115.3 . . ?
C6 N1 H1 115.3 . . ?
C26 N2 C19 110.9(3) . . ?
C26 N2 C18 124.1(3) . . ?
C19 N2 C18 125.0(3) . . ?
C27 N3 C34 109.0(3) . . ?
C27 N3 H3A 125.5 . . ?
C34 N3 H3A 125.5 . . ?
C10 O2 C11 115.5(4) . . ?
C1 S1 C7 100.5(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 1.99 2.680(5) 136.2 .
N3 H3A O3 0.86 2.20 2.985(4) 151.9 2_645

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.088


####################################################################### 
# 
# 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_4c
_database_code_depnum_ccdc_archive 'CCDC 2052979'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 Cl N3 O3 S'
_chemical_formula_sum            'C34 H24 Cl N3 O3 S'
_chemical_formula_weight         590.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4585(9)
_cell_length_b                   12.0070(10)
_cell_length_c                   12.6704(11)
_cell_angle_alpha                88.734(3)
_cell_angle_beta                 69.342(3)
_cell_angle_gamma                71.811(3)
_cell_volume                     1407.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7443
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      26.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.252
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6986
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20195
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.201
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5509
_reflns_number_gt                3841
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²+0.4145P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5509
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1135
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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_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
C1 C -0.2196(2) 0.66581(19) 0.45982(19) 0.0376(5) Uani 1 1 d . . . . .
C2 C -0.2513(3) 0.5679(2) 0.5076(2) 0.0485(6) Uani 1 1 d . . . . .
H2 H -0.1765 0.4981 0.5001 0.058 Uiso 1 1 calc R U . . .
C3 C -0.3914(3) 0.5728(2) 0.5657(2) 0.0560(7) Uani 1 1 d . . . . .
H3 H -0.4115 0.5055 0.5941 0.067 Uiso 1 1 calc R U . . .
C4 C -0.5024(3) 0.6773(3) 0.5821(3) 0.0634(8) Uani 1 1 d . . . . .
H4 H -0.5974 0.6811 0.6225 0.076 Uiso 1 1 calc R U . . .
C5 C -0.4724(3) 0.7755(2) 0.5386(2) 0.0570(7) Uani 1 1 d . . . . .
H5 H -0.5472 0.8464 0.5514 0.068 Uiso 1 1 calc R U . . .
C6 C -0.3319(3) 0.7702(2) 0.4758(2) 0.0422(6) Uani 1 1 d . . . . .
C7 C -0.1178(2) 0.85909(17) 0.42461(18) 0.0320(5) Uani 1 1 d . . . . .
H7 H -0.1335 0.8544 0.5053 0.038 Uiso 1 1 calc R U . . .
C8 C -0.0186(2) 0.74167(17) 0.36230(17) 0.0318(5) Uani 1 1 d . . . . .
C9 C 0.1200(2) 0.72233(17) 0.28733(17) 0.0324(5) Uani 1 1 d . . . . .
C10 C 0.2110(2) 0.60188(19) 0.24159(18) 0.0363(5) Uani 1 1 d . . . . .
C11 C 0.4462(3) 0.4729(2) 0.1411(2) 0.0524(7) Uani 1 1 d . . . . .
H11A H 0.4387 0.4244 0.2028 0.079 Uiso 1 1 calc R U . . .
H11B H 0.5436 0.4741 0.1076 0.079 Uiso 1 1 calc R U . . .
H11C H 0.4210 0.4414 0.0851 0.079 Uiso 1 1 calc R U . . .
C12 C -0.0359(2) 1.13264(18) 0.37641(17) 0.0310(5) Uani 1 1 d . . . . .
C13 C -0.0604(2) 1.25230(18) 0.39175(19) 0.0394(5) Uani 1 1 d . . . . .
H13 H -0.1490 1.3029 0.4397 0.047 Uiso 1 1 calc R U . . .
C14 C 0.0505(3) 1.2934(2) 0.3338(2) 0.0496(6) Uani 1 1 d . . . . .
H14 H 0.0370 1.3734 0.3428 0.059 Uiso 1 1 calc R U . . .
C15 C 0.1829(3) 1.2181(2) 0.2619(2) 0.0525(7) Uani 1 1 d . . . . .
H15 H 0.2567 1.2486 0.2246 0.063 Uiso 1 1 calc R U . . .
C16 C 0.2071(3) 1.09949(19) 0.2447(2) 0.0443(6) Uani 1 1 d . . . . .
H16 H 0.2958 1.0503 0.1954 0.053 Uiso 1 1 calc R U . . .
C17 C 0.0964(2) 1.05385(17) 0.30224(17) 0.0303(5) Uani 1 1 d . . . . .
C18 C 0.0793(2) 0.93894(17) 0.31009(17) 0.0291(5) Uani 1 1 d . . . . .
C19 C -0.0546(2) 0.95313(17) 0.38609(17) 0.0290(5) Uani 1 1 d . . . . .
C20 C 0.7541(3) 0.6164(3) 0.0381(2) 0.0657(8) Uani 1 1 d . . . . .
H20 H 0.7529 0.6619 -0.0222 0.079 Uiso 1 1 calc R U . . .
C21 C 0.8379(3) 0.4975(3) 0.0170(3) 0.0797(10) Uani 1 1 d . . . . .
H21 H 0.8912 0.4637 -0.0572 0.096 Uiso 1 1 calc R U . . .
C22 C 0.8417(3) 0.4308(3) 0.1050(4) 0.0805(10) Uani 1 1 d . . . . .
H22 H 0.8983 0.3518 0.0912 0.097 Uiso 1 1 calc R U . . .
C23 C 0.7614(3) 0.4812(3) 0.2139(3) 0.0752(9) Uani 1 1 d . . . . .
H23 H 0.7645 0.4360 0.2741 0.090 Uiso 1 1 calc R U . . .
C24 C 0.6759(3) 0.5981(3) 0.2357(2) 0.0593(7) Uani 1 1 d . . . . .
H24 H 0.6202 0.6304 0.3101 0.071 Uiso 1 1 calc R U . . .
C25 C 0.6731(3) 0.6668(2) 0.1480(2) 0.0503(6) Uani 1 1 d . . . . .
C26 C 0.5772(3) 0.7950(2) 0.1737(2) 0.0525(7) Uani 1 1 d . . . . .
H26A H 0.5732 0.8258 0.2454 0.063 Uiso 1 1 calc R U . . .
H26B H 0.6199 0.8400 0.1152 0.063 Uiso 1 1 calc R U . . .
C27 C 0.3243(2) 0.80189(18) 0.27681(19) 0.0339(5) Uani 1 1 d . . . . .
C28 C 0.1843(2) 0.82104(17) 0.25085(17) 0.0295(5) Uani 1 1 d . . . . .
C29 C 0.2409(2) 0.82821(17) 0.12312(17) 0.0327(5) Uani 1 1 d . . . . .
C30 C 0.1701(3) 0.84547(19) 0.04887(19) 0.0401(5) Uani 1 1 d . . . . .
H30 H 0.0742 0.8481 0.0721 0.048 Uiso 1 1 calc R U . . .
C31 C 0.2460(3) 0.8590(2) -0.0626(2) 0.0509(7) Uani 1 1 d . . . . .
C32 C 0.3871(3) 0.8559(2) -0.0983(2) 0.0584(7) Uani 1 1 d . . . . .
H32 H 0.4349 0.8652 -0.1736 0.070 Uiso 1 1 calc R U . . .
C33 C 0.4587(3) 0.8389(2) -0.0228(2) 0.0506(6) Uani 1 1 d . . . . .
H33 H 0.5543 0.8371 -0.0460 0.061 Uiso 1 1 calc R U . . .
C34 C 0.3843(2) 0.82468(18) 0.08770(18) 0.0356(5) Uani 1 1 d . . . . .
Cl1 Cl 0.15787(10) 0.88215(8) -0.15927(6) 0.0845(3) Uani 1 1 d . . . . .
N1 N -0.0766(2) 0.65374(15) 0.39167(16) 0.0416(5) Uani 1 1 d . . . . .
H1 H -0.0195 0.5832 0.3657 0.050 Uiso 1 1 calc R U . . .
N2 N -0.12699(18) 1.06965(14) 0.42588(14) 0.0317(4) Uani 1 1 d . . . . .
H2A H -0.2142 1.0982 0.4735 0.038 Uiso 1 1 calc R U . . .
N3 N 0.43077(19) 0.81085(16) 0.17993(15) 0.0371(4) Uani 1 1 d . . . . .
O1 O 0.17163(18) 0.51518(13) 0.25534(15) 0.0536(5) Uani 1 1 d . . . . .
O2 O 0.34884(16) 0.59147(13) 0.18282(13) 0.0436(4) Uani 1 1 d . . . . .
O3 O 0.33637(16) 0.78728(14) 0.36828(13) 0.0462(4) Uani 1 1 d . . . . .
S1 S -0.29244(7) 0.89177(5) 0.40859(6) 0.0489(2) 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
C1 C6 1.384(3) . ?
C1 C2 1.389(3) . ?
C1 N1 1.401(3) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C6 S1 1.760(2) . ?
C7 C19 1.471(3) . ?
C7 C8 1.499(3) . ?
C7 S1 1.828(2) . ?
C7 H7 0.9800 . ?
C8 N1 1.358(3) . ?
C8 C9 1.373(3) . ?
C9 C10 1.457(3) . ?
C9 C28 1.525(3) . ?
C10 O1 1.222(3) . ?
C10 O2 1.335(3) . ?
C11 O2 1.446(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.372(3) . ?
C12 C13 1.384(3) . ?
C12 C17 1.413(3) . ?
C13 C14 1.366(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.398(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.442(3) . ?
C18 C19 1.351(3) . ?
C18 C28 1.506(3) . ?
C19 N2 1.373(2) . ?
C20 C25 1.382(4) . ?
C20 C21 1.396(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.362(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.371(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.373(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.519(4) . ?
C26 N3 1.456(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.213(2) . ?
C27 N3 1.365(3) . ?
C27 C28 1.559(3) . ?
C28 C29 1.525(3) . ?
C29 C30 1.366(3) . ?
C29 C34 1.392(3) . ?
C30 C31 1.390(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(4) . ?
C31 Cl1 1.746(3) . ?
C32 C33 1.386(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.377(3) . ?
C33 H33 0.9300 . ?
C34 N3 1.404(3) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
C6 C1 C2 118.7(2) . . ?
C6 C1 N1 122.2(2) . . ?
C2 C1 N1 118.9(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.0(2) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 119.9(2) . . ?
C1 C6 S1 118.55(17) . . ?
C5 C6 S1 121.48(19) . . ?
C19 C7 C8 111.64(17) . . ?
C19 C7 S1 111.16(14) . . ?
C8 C7 S1 109.70(14) . . ?
C19 C7 H7 108.1 . . ?
C8 C7 H7 108.1 . . ?
S1 C7 H7 108.1 . . ?
N1 C8 C9 122.70(19) . . ?
N1 C8 C7 113.22(18) . . ?
C9 C8 C7 124.00(18) . . ?
C8 C9 C10 118.69(18) . . ?
C8 C9 C28 123.06(18) . . ?
C10 C9 C28 118.25(18) . . ?
O1 C10 O2 120.67(19) . . ?
O1 C10 C9 125.8(2) . . ?
O2 C10 C9 113.54(18) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 128.9(2) . . ?
N2 C12 C17 108.42(17) . . ?
C13 C12 C17 122.64(19) . . ?
C14 C13 C12 117.5(2) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
C13 C14 C15 121.3(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 121.4(2) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.1(2) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C16 C17 C12 117.98(19) . . ?
C16 C17 C18 136.1(2) . . ?
C12 C17 C18 105.85(17) . . ?
C19 C18 C17 106.87(17) . . ?
C19 C18 C28 123.18(18) . . ?
C17 C18 C28 129.94(18) . . ?
C18 C19 N2 110.76(17) . . ?
C18 C19 C7 126.23(18) . . ?
N2 C19 C7 123.01(17) . . ?
C25 C20 C21 120.3(3) . . ?
C25 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.4(3) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C22 C23 C24 121.0(3) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 119.0(3) . . ?
C24 C25 C26 119.3(2) . . ?
C20 C25 C26 121.6(2) . . ?
N3 C26 C25 112.9(2) . . ?
N3 C26 H26A 109.0 . . ?
C25 C26 H26A 109.0 . . ?
N3 C26 H26B 109.0 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
O3 C27 N3 125.0(2) . . ?
O3 C27 C28 126.46(19) . . ?
N3 C27 C28 108.44(18) . . ?
C18 C28 C9 111.62(16) . . ?
C18 C28 C29 109.75(16) . . ?
C9 C28 C29 114.42(17) . . ?
C18 C28 C27 107.18(16) . . ?
C9 C28 C27 112.34(16) . . ?
C29 C28 C27 100.83(16) . . ?
C30 C29 C34 120.8(2) . . ?
C30 C29 C28 129.9(2) . . ?
C34 C29 C28 109.07(18) . . ?
C29 C30 C31 117.8(2) . . ?
C29 C30 H30 121.1 . . ?
C31 C30 H30 121.1 . . ?
C32 C31 C30 122.0(2) . . ?
C32 C31 Cl1 119.2(2) . . ?
C30 C31 Cl1 118.8(2) . . ?
C31 C32 C33 120.2(2) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C34 C33 C32 118.1(2) . . ?
C34 C33 H33 121.0 . . ?
C32 C33 H33 121.0 . . ?
C33 C34 C29 121.2(2) . . ?
C33 C34 N3 128.7(2) . . ?
C29 C34 N3 110.02(18) . . ?
C8 N1 C1 126.85(18) . . ?
C8 N1 H1 116.6 . . ?
C1 N1 H1 116.6 . . ?
C12 N2 C19 108.07(16) . . ?
C12 N2 H2A 126.0 . . ?
C19 N2 H2A 126.0 . . ?
C27 N3 C34 111.32(17) . . ?
C27 N3 C26 122.8(2) . . ?
C34 N3 C26 125.56(19) . . ?
C10 O2 C11 116.05(17) . . ?
C6 S1 C7 95.08(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 1.92 2.600(2) 135.2 .

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_3e
_database_code_depnum_ccdc_archive 'CCDC 2052972'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H27 N3 O3 S'
_chemical_formula_sum            'C34 H27 N3 O3 S'
_chemical_formula_weight         557.64

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 21/n'
_space_group_name_Hall           '-P 2yn'

_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. 
;

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

_cell_length_a                   14.1938(9)
_cell_length_b                   12.7868(8)
_cell_length_c                   15.7009(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.515(2)
_cell_angle_gamma                90
_cell_volume                     2844.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7317
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      25.00

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.154
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6693
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26005
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5576
_reflns_number_gt                3415
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+0.8900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0124(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5576
_refine_ls_number_parameters     372
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.52321(16) 0.2955(2) 1.08252(14) 0.0588(6) Uani 1 1 d . U . . .
C2 C 0.57388(18) 0.2420(3) 1.14746(16) 0.0795(8) Uani 1 1 d . U . . .
H2 H 0.6167 0.1902 1.1343 0.095 Uiso 1 1 calc R U . . .
C3 C 0.5602(2) 0.2664(3) 1.23198(18) 0.0967(9) Uani 1 1 d . U . . .
H3 H 0.5938 0.2307 1.2756 0.116 Uiso 1 1 calc R U . . .
C4 C 0.4975(2) 0.3425(3) 1.25127(19) 0.0976(10) Uani 1 1 d . U . . .
H4 H 0.4903 0.3599 1.3080 0.117 Uiso 1 1 calc R U . . .
C5 C 0.4451(2) 0.3937(3) 1.18782(16) 0.0801(8) Uani 1 1 d . U . . .
H5 H 0.4016 0.4444 1.2018 0.096 Uiso 1 1 calc R U . . .
C6 C 0.45697(17) 0.3699(2) 1.10230(14) 0.0600(6) Uani 1 1 d . U . . .
C7 C 0.40770(14) 0.36692(15) 0.92777(13) 0.0399(5) Uani 1 1 d . . . . .
H7 H 0.4052 0.4184 0.8815 0.048 Uiso 1 1 calc R U . . .
C8 C 0.50360(14) 0.31580(16) 0.92541(13) 0.0410(5) Uani 1 1 d . . . . .
C9 C 0.54465(15) 0.30876(16) 0.84983(13) 0.0432(5) Uani 1 1 d . . . . .
H9 H 0.5140 0.3390 0.8019 0.052 Uiso 1 1 calc R U . . .
C10 C 0.63325(16) 0.25684(17) 0.84026(14) 0.0451(5) Uani 1 1 d . . . . .
C11 C 0.74541(17) 0.2058(2) 0.74265(16) 0.0661(7) Uani 1 1 d . . . . .
H11A H 0.7946 0.2196 0.7859 0.099 Uiso 1 1 calc R U . . .
H11B H 0.7660 0.2262 0.6880 0.099 Uiso 1 1 calc R U . . .
H11C H 0.7309 0.1325 0.7420 0.099 Uiso 1 1 calc R U . . .
C12 C 0.31378(15) 0.22712(18) 0.67174(14) 0.0483(6) Uani 1 1 d . . . . .
C13 C 0.31416(17) 0.2515(2) 0.58556(15) 0.0630(7) Uani 1 1 d . . . . .
H13 H 0.3051 0.1999 0.5441 0.076 Uiso 1 1 calc R U . . .
C14 C 0.32808(19) 0.3529(2) 0.56348(16) 0.0705(8) Uani 1 1 d . . . . .
H14 H 0.3288 0.3711 0.5062 0.085 Uiso 1 1 calc R U . . .
C15 C 0.34128(18) 0.4298(2) 0.62599(15) 0.0645(7) Uani 1 1 d . . . . .
H15 H 0.3514 0.4986 0.6095 0.077 Uiso 1 1 calc R U . . .
C16 C 0.33976(16) 0.40654(18) 0.71143(14) 0.0508(6) Uani 1 1 d . . . . .
H16 H 0.3479 0.4592 0.7521 0.061 Uiso 1 1 calc R U . . .
C17 C 0.32581(14) 0.30302(16) 0.73665(13) 0.0403(5) Uani 1 1 d . . . . .
C18 C 0.32127(14) 0.24762(15) 0.81654(12) 0.0387(5) Uani 1 1 d . . . . .
C19 C 0.30665(15) 0.14526(17) 0.79597(14) 0.0473(6) Uani 1 1 d . . . . .
H19 H 0.3007 0.0916 0.8353 0.057 Uiso 1 1 calc R U . . .
C20 C 0.03388(17) 0.3913(2) 1.13233(16) 0.0651(7) Uani 1 1 d . . . . .
H20 H -0.0029 0.3311 1.1313 0.078 Uiso 1 1 calc R U . . .
C21 C 0.0369(2) 0.4561(3) 1.20332(17) 0.0782(9) Uani 1 1 d . . . . .
H21 H 0.0013 0.4394 1.2493 0.094 Uiso 1 1 calc R U . . .
C22 C 0.0912(2) 0.5438(3) 1.20644(18) 0.0772(9) Uani 1 1 d . . . . .
H22 H 0.0933 0.5867 1.2544 0.093 Uiso 1 1 calc R U . . .
C23 C 0.1426(2) 0.5682(2) 1.13838(19) 0.0778(8) Uani 1 1 d . . . . .
H23 H 0.1799 0.6280 1.1399 0.093 Uiso 1 1 calc R U . . .
C24 C 0.13955(18) 0.5050(2) 1.06799(16) 0.0649(7) Uani 1 1 d . . . . .
H24 H 0.1749 0.5227 1.0222 0.078 Uiso 1 1 calc R U . . .
C25 C 0.08514(15) 0.41569(18) 1.06355(14) 0.0476(6) Uani 1 1 d . . . . .
C26 C 0.08205(15) 0.34911(19) 0.98415(14) 0.0537(6) Uani 1 1 d . . . . .
H26A H 0.0392 0.2911 0.9912 0.064 Uiso 1 1 calc R U . . .
H26B H 0.0571 0.3905 0.9361 0.064 Uiso 1 1 calc R U . . .
C27 C 0.23228(14) 0.35706(16) 0.91206(12) 0.0378(5) Uani 1 1 d . . . . .
C28 C 0.32291(14) 0.29136(15) 0.90649(12) 0.0361(5) Uani 1 1 d . . . . .
C29 C 0.30737(15) 0.20686(16) 0.97193(12) 0.0409(5) Uani 1 1 d . . . . .
C30 C 0.36167(18) 0.12226(17) 0.99875(15) 0.0567(6) Uani 1 1 d . . . . .
H30 H 0.4210 0.1120 0.9782 0.068 Uiso 1 1 calc R U . . .
C31 C 0.3268(2) 0.05285(19) 1.05670(17) 0.0726(8) Uani 1 1 d . . . . .
H31 H 0.3629 -0.0044 1.0752 0.087 Uiso 1 1 calc R U . . .
C32 C 0.2399(3) 0.0679(2) 1.08676(16) 0.0766(9) Uani 1 1 d . . . . .
H32 H 0.2181 0.0208 1.1262 0.092 Uiso 1 1 calc R U . . .
C33 C 0.1828(2) 0.1512(2) 1.06026(14) 0.0631(7) Uani 1 1 d . . . . .
H33 H 0.1232 0.1607 1.0806 0.076 Uiso 1 1 calc R U . . .
C34 C 0.21868(16) 0.21951(16) 1.00237(13) 0.0435(5) Uani 1 1 d . . . . .
N1 N 0.54447(13) 0.27472(16) 0.99821(11) 0.0545(5) Uani 1 1 d . . . . .
H1 H 0.5890 0.2303 0.9918 0.065 Uiso 1 1 calc R U . . .
N2 N 0.30203(14) 0.13247(15) 0.70982(12) 0.0570(5) Uani 1 1 d . . . . .
H2A H 0.2931 0.0740 0.6835 0.068 Uiso 1 1 calc R U . . .
N3 N 0.17418(12) 0.30810(13) 0.96495(10) 0.0415(4) Uani 1 1 d . . . . .
O1 O 0.67964(11) 0.21035(14) 0.89636(10) 0.0646(5) Uani 1 1 d . . . . .
O2 O 0.66200(11) 0.26473(13) 0.76088(9) 0.0577(4) Uani 1 1 d . . . . .
O3 O 0.21448(11) 0.43837(11) 0.87455(9) 0.0526(4) Uani 1 1 d . . . . .
S1 S 0.39191(4) 0.44156(5) 1.02417(4) 0.0593(2) 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
C1 C6 1.386(4) . ?
C1 C2 1.391(3) . ?
C1 N1 1.401(3) . ?
C2 C3 1.388(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.365(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(3) . ?
C5 H5 0.9300 . ?
C6 S1 1.749(3) . ?
C7 C8 1.512(3) . ?
C7 C28 1.563(3) . ?
C7 S1 1.815(2) . ?
C7 H7 0.9800 . ?
C8 N1 1.356(3) . ?
C8 C9 1.357(3) . ?
C9 C10 1.438(3) . ?
C9 H9 0.9300 . ?
C10 O1 1.221(2) . ?
C10 O2 1.339(2) . ?
C11 O2 1.447(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.365(3) . ?
C12 C13 1.389(3) . ?
C12 C17 1.410(3) . ?
C13 C14 1.360(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.394(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.399(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.445(3) . ?
C18 C19 1.361(3) . ?
C18 C28 1.518(3) . ?
C19 N2 1.360(3) . ?
C19 H19 0.9300 . ?
C20 C25 1.375(3) . ?
C20 C21 1.388(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.367(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.508(3) . ?
C26 N3 1.458(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.214(2) . ?
C27 N3 1.359(2) . ?
C27 C28 1.543(3) . ?
C28 C29 1.516(3) . ?
C29 C30 1.379(3) . ?
C29 C34 1.383(3) . ?
C30 C31 1.384(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.361(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.387(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.380(3) . ?
C33 H33 0.9300 . ?
C34 N3 1.408(3) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
C6 C1 C2 120.0(2) . . ?
C6 C1 N1 122.0(2) . . ?
C2 C1 N1 117.9(3) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 S1 122.59(18) . . ?
C5 C6 S1 118.1(2) . . ?
C8 C7 C28 114.19(16) . . ?
C8 C7 S1 113.89(14) . . ?
C28 C7 S1 111.74(13) . . ?
C8 C7 H7 105.3 . . ?
C28 C7 H7 105.3 . . ?
S1 C7 H7 105.3 . . ?
N1 C8 C9 121.8(2) . . ?
N1 C8 C7 119.08(18) . . ?
C9 C8 C7 119.05(19) . . ?
C8 C9 C10 123.2(2) . . ?
C8 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
O1 C10 O2 121.8(2) . . ?
O1 C10 C9 125.8(2) . . ?
O2 C10 C9 112.39(19) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 129.3(2) . . ?
N2 C12 C17 107.84(19) . . ?
C13 C12 C17 122.8(2) . . ?
C14 C13 C12 118.1(2) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 121.6(2) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 119.5(2) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C12 117.36(19) . . ?
C16 C17 C18 136.37(19) . . ?
C12 C17 C18 106.26(18) . . ?
C19 C18 C17 106.24(18) . . ?
C19 C18 C28 124.65(19) . . ?
C17 C18 C28 128.90(18) . . ?
N2 C19 C18 110.4(2) . . ?
N2 C19 H19 124.8 . . ?
C18 C19 H19 124.8 . . ?
C25 C20 C21 120.2(3) . . ?
C25 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 119.2(3) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 121.4(2) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C20 C25 C24 118.1(2) . . ?
C20 C25 C26 122.1(2) . . ?
C24 C25 C26 119.8(2) . . ?
N3 C26 C25 113.14(18) . . ?
N3 C26 H26A 109.0 . . ?
C25 C26 H26A 109.0 . . ?
N3 C26 H26B 108.9 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
O3 C27 N3 125.11(19) . . ?
O3 C27 C28 126.03(18) . . ?
N3 C27 C28 108.84(17) . . ?
C29 C28 C18 111.92(16) . . ?
C29 C28 C27 101.14(16) . . ?
C18 C28 C27 106.74(16) . . ?
C29 C28 C7 115.95(16) . . ?
C18 C28 C7 113.21(16) . . ?
C27 C28 C7 106.55(15) . . ?
C30 C29 C34 119.3(2) . . ?
C30 C29 C28 131.6(2) . . ?
C34 C29 C28 108.91(18) . . ?
C29 C30 C31 119.2(3) . . ?
C29 C30 H30 120.4 . . ?
C31 C30 H30 120.4 . . ?
C32 C31 C30 120.4(3) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C31 C32 C33 121.9(2) . . ?
C31 C32 H32 119.0 . . ?
C33 C32 H32 119.0 . . ?
C34 C33 C32 116.9(3) . . ?
C34 C33 H33 121.6 . . ?
C32 C33 H33 121.6 . . ?
C33 C34 C29 122.3(2) . . ?
C33 C34 N3 127.6(2) . . ?
C29 C34 N3 110.14(17) . . ?
C8 N1 C1 128.1(2) . . ?
C8 N1 H1 115.9 . . ?
C1 N1 H1 115.9 . . ?
C19 N2 C12 109.23(17) . . ?
C19 N2 H2A 125.4 . . ?
C12 N2 H2A 125.4 . . ?
C27 N3 C34 110.63(17) . . ?
C27 N3 C26 123.13(18) . . ?
C34 N3 C26 126.05(18) . . ?
C10 O2 C11 116.41(18) . . ?
C6 S1 C7 102.85(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.05 2.700(2) 131.8 .
N2 H2A O3 0.86 1.96 2.816(2) 174.6 2_546

_refine_diff_density_max         0.185
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_5c
_database_code_depnum_ccdc_archive 'CCDC 2052982'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H22 Cl N3 O4 S'
_chemical_formula_sum            'C29 H22 Cl N3 O4 S'
_chemical_formula_weight         544.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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

_cell_length_a                   17.9592(12)
_cell_length_b                   9.9378(6)
_cell_length_c                   19.4608(14)
_cell_angle_alpha                90
_cell_angle_beta                 90.563(2)
_cell_angle_gamma                90
_cell_volume                     3473.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8282
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      23.31

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.040
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.201
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4721
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33418
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.046
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6798
_reflns_number_gt                3627
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1362P)²+5.4721P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0057(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6798
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1498
_refine_ls_R_factor_gt           0.0862
_refine_ls_wR_factor_ref         0.2964
_refine_ls_wR_factor_gt          0.2566
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_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
C1 C 0.6113(3) 1.2137(5) 0.0897(3) 0.0571(13) Uani 1 1 d . . . . .
C2 C 0.5515(3) 1.2160(6) 0.1355(3) 0.0703(16) Uani 1 1 d . . . . .
H2 H 0.5147 1.1502 0.1327 0.084 Uiso 1 1 calc R U . . .
C3 C 0.5471(4) 1.3142(7) 0.1840(4) 0.085(2) Uani 1 1 d . . . . .
H3 H 0.5059 1.3179 0.2125 0.102 Uiso 1 1 calc R U . . .
C4 C 0.6029(4) 1.4081(7) 0.1915(4) 0.086(2) Uani 1 1 d . . . . .
H4 H 0.5999 1.4737 0.2254 0.103 Uiso 1 1 calc R U . . .
C5 C 0.6627(4) 1.4043(6) 0.1487(3) 0.0767(18) Uani 1 1 d . . . . .
H5 H 0.7009 1.4666 0.1543 0.092 Uiso 1 1 calc R U . . .
C6 C 0.6671(3) 1.3094(5) 0.0974(3) 0.0616(14) Uani 1 1 d . . . . .
C7 C 0.7425(3) 1.1478(5) 0.0111(3) 0.0509(12) Uani 1 1 d . . . . .
C8 C 0.6804(3) 1.0658(5) 0.0111(3) 0.0489(12) Uani 1 1 d . . . . .
C9 C 0.6842(3) 0.9340(5) -0.0176(3) 0.0501(12) Uani 1 1 d . . . . .
C10 C 0.6191(3) 0.8433(5) -0.0106(3) 0.0596(14) Uani 1 1 d . . . . .
C11 C 0.5805(4) 0.6151(7) -0.0013(5) 0.097(2) Uani 1 1 d . . . . .
H11A H 0.5578 0.6143 0.0431 0.146 Uiso 1 1 calc R U . . .
H11B H 0.6010 0.5279 -0.0108 0.146 Uiso 1 1 calc R U . . .
H11C H 0.5437 0.6370 -0.0356 0.146 Uiso 1 1 calc R U . . .
C12 C 0.9229(3) 1.0824(5) -0.0603(3) 0.0478(12) Uani 1 1 d . . . . .
C13 C 0.9962(3) 1.1078(6) -0.0784(3) 0.0617(14) Uani 1 1 d . . . . .
H13 H 1.0198 1.1874 -0.0656 0.074 Uiso 1 1 calc R U . . .
C14 C 1.0323(3) 1.0117(6) -0.1157(3) 0.0736(17) Uani 1 1 d . . . . .
H14 H 1.0816 1.0259 -0.1280 0.088 Uiso 1 1 calc R U . . .
C15 C 0.9973(3) 0.8933(6) -0.1357(3) 0.0728(17) Uani 1 1 d . . . . .
H15 H 1.0231 0.8308 -0.1618 0.087 Uiso 1 1 calc R U . . .
C16 C 0.9244(3) 0.8668(5) -0.1173(3) 0.0603(14) Uani 1 1 d . . . . .
H16 H 0.9013 0.7870 -0.1303 0.072 Uiso 1 1 calc R U . . .
C17 C 0.8868(3) 0.9618(5) -0.0791(2) 0.0472(11) Uani 1 1 d . . . . .
C18 C 0.8118(3) 0.9711(4) -0.0501(2) 0.0435(11) Uani 1 1 d . . . . .
C19 C 0.8086(3) 1.0983(4) -0.0174(2) 0.0451(11) Uani 1 1 d . . . . .
C20 C 0.7492(3) 0.8897(4) -0.0517(2) 0.0456(11) Uani 1 1 d . . . . .
C21 C 0.7482(3) 0.7670(5) -0.0956(3) 0.0484(12) Uani 1 1 d . . . . .
C22 C 0.7061(3) 0.7729(6) -0.1568(3) 0.0573(13) Uani 1 1 d . . . . .
H22 H 0.6791 0.8502 -0.1674 0.069 Uiso 1 1 calc R U . . .
C23 C 0.7046(4) 0.6668(7) -0.2004(3) 0.0718(17) Uani 1 1 d . . . . .
C24 C 0.7441(4) 0.5494(6) -0.1863(3) 0.0730(17) Uani 1 1 d . . . . .
H24 H 0.7434 0.4782 -0.2173 0.088 Uiso 1 1 calc R U . . .
C25 C 0.7845(3) 0.5402(5) -0.1252(3) 0.0690(16) Uani 1 1 d . . . . .
H25 H 0.8101 0.4614 -0.1146 0.083 Uiso 1 1 calc R U . . .
C26 C 0.7870(3) 0.6484(5) -0.0799(3) 0.0492(12) Uani 1 1 d . . . . .
C27 C 0.8733(3) 0.5508(5) 0.0073(3) 0.0536(13) Uani 1 1 d . . . . .
C28 C 0.9438(4) 0.4853(7) 0.1049(4) 0.083(2) Uani 1 1 d . . . . .
H28A H 0.9847 0.4613 0.0750 0.100 Uiso 1 1 calc R U . . .
H28B H 0.9162 0.4043 0.1155 0.100 Uiso 1 1 calc R U . . .
C29 C 0.9730(6) 0.5475(10) 0.1690(5) 0.138(3) Uani 1 1 d . . . . .
H29A H 0.9893 0.6376 0.1596 0.206 Uiso 1 1 calc R U . . .
H29B H 1.0141 0.4955 0.1862 0.206 Uiso 1 1 calc R U . . .
H29C H 0.9343 0.5498 0.2027 0.206 Uiso 1 1 calc R U . . .
Cl1 Cl 0.65265(12) 0.6759(2) -0.27675(9) 0.1042(7) Uani 1 1 d . . . . .
N1 N 0.6140(2) 1.1154(5) 0.0380(2) 0.0629(12) Uani 1 1 d . . . . .
H1 H 0.5727 1.0842 0.0220 0.076 Uiso 1 1 calc R U . . .
N2 N 0.8753(2) 1.1626(4) -0.0240(2) 0.0551(11) Uani 1 1 d . . . . .
H2A H 0.8858 1.2409 -0.0079 0.066 Uiso 1 1 calc R U . . .
N3 N 0.8247(2) 0.6450(4) -0.0166(2) 0.0598(12) Uani 1 1 d . . . . .
H3A H 0.8159 0.7110 0.0107 0.072 Uiso 1 1 calc R U . . .
O1 O 0.5554(2) 0.8794(4) -0.0079(3) 0.0987(17) Uani 1 1 d . . . . .
O2 O 0.6396(2) 0.7152(4) -0.0023(2) 0.0668(10) Uani 1 1 d . . . . .
O3 O 0.8945(2) 0.4534(4) -0.0238(2) 0.0700(11) Uani 1 1 d . . . . .
O4 O 0.8955(2) 0.5822(4) 0.0708(2) 0.0696(11) Uani 1 1 d . . . . .
S1 S 0.73838(9) 1.31811(14) 0.03689(10) 0.0761(5) 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
C1 C6 1.389(8) . ?
C1 C2 1.402(8) . ?
C1 N1 1.404(7) . ?
C2 C3 1.361(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(8) . ?
C5 H5 0.9300 . ?
C6 S1 1.750(6) . ?
C7 C8 1.383(7) . ?
C7 C19 1.403(7) . ?
C7 S1 1.767(5) . ?
C8 N1 1.396(6) . ?
C8 C9 1.425(7) . ?
C9 C20 1.420(7) . ?
C9 C10 1.483(7) . ?
C10 O1 1.201(6) . ?
C10 O2 1.335(6) . ?
C11 O2 1.456(7) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.370(6) . ?
C12 C13 1.389(7) . ?
C12 C17 1.409(7) . ?
C13 C14 1.367(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.468(7) . ?
C18 C20 1.385(6) . ?
C18 C19 1.417(6) . ?
C19 N2 1.366(6) . ?
C20 C21 1.489(7) . ?
C21 C26 1.402(7) . ?
C21 C22 1.406(7) . ?
C22 C23 1.354(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(9) . ?
C23 Cl1 1.748(6) . ?
C24 C25 1.390(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.392(7) . ?
C25 H25 0.9300 . ?
C26 N3 1.400(7) . ?
C27 O3 1.205(6) . ?
C27 O4 1.331(6) . ?
C27 N3 1.359(7) . ?
C28 O4 1.452(7) . ?
C28 C29 1.484(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?

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
C6 C1 C2 118.5(5) . . ?
C6 C1 N1 121.5(5) . . ?
C2 C1 N1 119.9(5) . . ?
C3 C2 C1 120.1(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.8(6) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.5(6) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.8(6) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 S1 120.1(5) . . ?
C1 C6 S1 119.6(4) . . ?
C8 C7 C19 118.6(4) . . ?
C8 C7 S1 121.9(4) . . ?
C19 C7 S1 119.1(4) . . ?
C7 C8 N1 118.9(4) . . ?
C7 C8 C9 120.0(4) . . ?
N1 C8 C9 121.1(4) . . ?
C20 C9 C8 120.7(4) . . ?
C20 C9 C10 120.5(4) . . ?
C8 C9 C10 118.8(4) . . ?
O1 C10 O2 122.8(5) . . ?
O1 C10 C9 125.0(5) . . ?
O2 C10 C9 112.0(5) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 128.5(5) . . ?
N2 C12 C17 109.9(4) . . ?
C13 C12 C17 121.6(5) . . ?
C14 C13 C12 117.6(5) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
C13 C14 C15 121.7(5) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 121.0(5) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 118.5(5) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C16 C17 C12 119.7(4) . . ?
C16 C17 C18 134.8(5) . . ?
C12 C17 C18 105.6(4) . . ?
C20 C18 C19 119.6(4) . . ?
C20 C18 C17 134.6(4) . . ?
C19 C18 C17 105.7(4) . . ?
N2 C19 C7 128.2(4) . . ?
N2 C19 C18 109.6(4) . . ?
C7 C19 C18 122.0(4) . . ?
C18 C20 C9 118.7(4) . . ?
C18 C20 C21 119.8(4) . . ?
C9 C20 C21 121.1(4) . . ?
C26 C21 C22 118.9(4) . . ?
C26 C21 C20 124.0(4) . . ?
C22 C21 C20 117.1(4) . . ?
C23 C22 C21 120.4(6) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 121.5(6) . . ?
C22 C23 Cl1 120.0(5) . . ?
C24 C23 Cl1 118.5(5) . . ?
C25 C24 C23 119.0(5) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 120.3(6) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 N3 123.5(5) . . ?
C25 C26 C21 119.9(5) . . ?
N3 C26 C21 116.6(4) . . ?
O3 C27 O4 124.1(5) . . ?
O3 C27 N3 125.9(6) . . ?
O4 C27 N3 110.0(4) . . ?
O4 C28 C29 108.2(6) . . ?
O4 C28 H28A 110.1 . . ?
C29 C28 H28A 110.1 . . ?
O4 C28 H28B 110.1 . . ?
C29 C28 H28B 110.1 . . ?
H28A C28 H28B 108.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 N1 C1 123.4(4) . . ?
C8 N1 H1 118.3 . . ?
C1 N1 H1 118.3 . . ?
C19 N2 C12 109.2(4) . . ?
C19 N2 H2A 125.4 . . ?
C12 N2 H2A 125.4 . . ?
C27 N3 C26 128.4(4) . . ?
C27 N3 H3A 115.8 . . ?
C26 N3 H3A 115.8 . . ?
C10 O2 C11 116.9(5) . . ?
C27 O4 C28 116.1(5) . . ?
C6 S1 C7 100.2(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.14 2.718(6) 124.3 .
N1 H1 O1 0.86 2.34 3.092(6) 146.1 3_675
N2 H2A O3 0.86 2.14 2.911(5) 149.0 1_565

_refine_diff_density_max         0.532
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.070


####################################################################### 
# 
# 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_3hh
_database_code_depnum_ccdc_archive 'CCDC 2052978'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H28 Cl N3 O3 S'
_chemical_formula_sum            'C31 H28 Cl N3 O3 S'
_chemical_formula_weight         558.07

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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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

_cell_length_a                   12.9608(10)
_cell_length_b                   13.9494(12)
_cell_length_c                   17.7301(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.761(3)
_cell_angle_gamma                90
_cell_volume                     3198.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6957
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      22.82

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.218
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6807
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29603
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.147
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6268
_reflns_number_gt                3470
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0756P)²+1.9076P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6268
_refine_ls_number_parameters     383
_refine_ls_number_restraints     92
_refine_ls_R_factor_all          0.1249
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.1758
_refine_ls_wR_factor_gt          0.1444
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.034
_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_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
C1 C 0.8551(2) 0.4267(2) 0.06310(17) 0.0464(8) Uani 1 1 d . . . . .
C2 C 0.9430(3) 0.4011(3) 0.02697(19) 0.0592(9) Uani 1 1 d . . . . .
H2 H 0.9526 0.4246 -0.0211 0.071 Uiso 1 1 calc R U . . .
C3 C 1.0158(3) 0.3412(3) 0.0617(2) 0.0671(10) Uani 1 1 d . . . . .
H3 H 1.0744 0.3246 0.0371 0.080 Uiso 1 1 calc R U . . .
C4 C 1.0022(3) 0.3058(3) 0.1330(2) 0.0677(10) Uani 1 1 d . . . . .
H4 H 1.0521 0.2663 0.1569 0.081 Uiso 1 1 calc R U . . .
C5 C 0.9148(3) 0.3291(2) 0.1684(2) 0.0596(9) Uani 1 1 d . . . . .
H5 H 0.9055 0.3050 0.2163 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8400(3) 0.3884(2) 0.13358(17) 0.0485(8) Uani 1 1 d . . . . .
C7 C 0.6804(2) 0.5205(2) 0.13633(16) 0.0452(8) Uani 1 1 d . . . . .
H7 H 0.6052 0.5200 0.1394 0.054 Uiso 1 1 calc R U . . .
C8 C 0.6968(2) 0.5258(2) 0.05252(16) 0.0452(8) Uani 1 1 d . . . . .
C9 C 0.6245(3) 0.5722(2) 0.00676(18) 0.0541(9) Uani 1 1 d . . . . .
H9 H 0.5654 0.5948 0.0279 0.065 Uiso 1 1 calc R U . . .
C10 C 0.6347(3) 0.5882(3) -0.0725(2) 0.0599(9) Uani 1 1 d . . . . .
C11 C 0.5606(4) 0.6699(3) -0.1803(2) 0.0917(14) Uani 1 1 d . . . . .
H11A H 0.6210 0.7091 -0.1839 0.138 Uiso 1 1 calc R U . . .
H11B H 0.5001 0.7063 -0.1960 0.138 Uiso 1 1 calc R U . . .
H11C H 0.5652 0.6149 -0.2124 0.138 Uiso 1 1 calc R U . . .
C12 C 0.6104(3) 0.5854(2) 0.37231(18) 0.0540(9) Uani 1 1 d . . . . .
C13 C 0.5314(4) 0.5680(3) 0.4207(2) 0.0719(11) Uani 1 1 d . . . . .
H13 H 0.5430 0.5722 0.4730 0.086 Uiso 1 1 calc R U . . .
C14 C 0.4363(4) 0.5447(3) 0.3877(3) 0.0844(13) Uani 1 1 d . . . . .
H14 H 0.3827 0.5307 0.4183 0.101 Uiso 1 1 calc R U . . .
C15 C 0.4177(3) 0.5414(3) 0.3097(2) 0.0766(12) Uani 1 1 d . . . . .
H15 H 0.3518 0.5268 0.2892 0.092 Uiso 1 1 calc R U . . .
C16 C 0.4957(3) 0.5594(3) 0.2623(2) 0.0612(9) Uani 1 1 d . . . . .
H16 H 0.4822 0.5577 0.2102 0.073 Uiso 1 1 calc R U . . .
C17 C 0.5955(3) 0.5802(2) 0.29339(17) 0.0475(8) Uani 1 1 d . . . . .
C18 C 0.6937(2) 0.6032(2) 0.26395(17) 0.0444(8) Uani 1 1 d . . . . .
C19 C 0.7602(3) 0.6217(2) 0.32496(17) 0.0512(8) Uani 1 1 d . . . . .
H19 H 0.8291 0.6393 0.3227 0.061 Uiso 1 1 calc R U . . .
C20 C 0.6607(15) 0.8818(12) -0.1088(5) 0.140(4) Uani 0.377(5) 1 d D U P A 1
H20A H 0.6634 0.9505 -0.1073 0.210 Uiso 0.377(5) 1 calc R U P A 1
H20B H 0.6039 0.8618 -0.1427 0.210 Uiso 0.377(5) 1 calc R U P A 1
H20C H 0.7242 0.8574 -0.1262 0.210 Uiso 0.377(5) 1 calc R U P A 1
C21 C 0.6457(11) 0.8431(9) -0.0297(5) 0.1220(19) Uani 0.377(5) 1 d D U P A 1
H21A H 0.5750 0.8538 -0.0167 0.146 Uiso 0.377(5) 1 calc R U P A 1
H21B H 0.6593 0.7748 -0.0280 0.146 Uiso 0.377(5) 1 calc R U P A 1
C22 C 0.7204(10) 0.8953(9) 0.0261(3) 0.1113(18) Uani 0.377(5) 1 d D U P A 1
H22A H 0.7912 0.8793 0.0167 0.134 Uiso 0.377(5) 1 calc R U P A 1
H22B H 0.7117 0.9641 0.0209 0.134 Uiso 0.377(5) 1 calc R U P A 1
C20' C 0.5709(9) 0.9219(7) -0.0959(4) 0.137(3) Uani 0.623(5) 1 d D U P A 2
H20D H 0.6286 0.9277 -0.1270 0.205 Uiso 0.623(5) 1 calc R U P A 2
H20E H 0.5202 0.9697 -0.1104 0.205 Uiso 0.623(5) 1 calc R U P A 2
H20F H 0.5408 0.8593 -0.1023 0.205 Uiso 0.623(5) 1 calc R U P A 2
C21' C 0.6076(7) 0.9361(5) -0.0140(4) 0.1226(18) Uani 0.623(5) 1 d D U P A 2
H21C H 0.6493 0.9938 -0.0096 0.147 Uiso 0.623(5) 1 calc R U P A 2
H21D H 0.5479 0.9455 0.0155 0.147 Uiso 0.623(5) 1 calc R U P A 2
C22' C 0.6702(7) 0.8530(5) 0.0190(3) 0.1117(17) Uani 0.623(5) 1 d D U P A 2
H22C H 0.7340 0.8482 -0.0065 0.134 Uiso 0.623(5) 1 calc R U P A 2
H22D H 0.6317 0.7941 0.0096 0.134 Uiso 0.623(5) 1 calc R U P A 2
C23 C 0.6963(4) 0.8637(3) 0.1051(2) 0.0908(12) Uani 1 1 d D U . . .
H23A H 0.7279 0.9100 0.1403 0.109 Uiso 1 1 calc R U . A 1
H23B H 0.6221 0.8689 0.1083 0.109 Uiso 1 1 calc R U . A 1
C24 C 0.6579(3) 0.7008(2) 0.15066(16) 0.0454(8) Uani 1 1 d . . . . .
C25 C 0.7185(2) 0.6116(2) 0.18197(15) 0.0412(7) Uani 1 1 d . . . . .
C26 C 0.8292(2) 0.6427(2) 0.17224(16) 0.0419(7) Uani 1 1 d . . . . .
C27 C 0.9219(2) 0.5974(2) 0.18933(17) 0.0483(8) Uani 1 1 d . . . . .
H27 H 0.9241 0.5366 0.2108 0.058 Uiso 1 1 calc R U . . .
C28 C 1.0122(2) 0.6447(3) 0.17368(18) 0.0547(9) Uani 1 1 d . . . . .
C29 C 1.0114(3) 0.7355(3) 0.1441(2) 0.0642(10) Uani 1 1 d . . . . .
H29 H 1.0733 0.7650 0.1340 0.077 Uiso 1 1 calc R U . . .
C30 C 0.9186(3) 0.7835(3) 0.12933(19) 0.0618(10) Uani 1 1 d . . . . .
H30 H 0.9170 0.8458 0.1107 0.074 Uiso 1 1 calc R U . . .
C31 C 0.8285(3) 0.7355(2) 0.14332(16) 0.0470(8) Uani 1 1 d . . . . .
Cl1 Cl 1.12939(7) 0.58544(9) 0.19023(6) 0.0849(4) Uani 1 1 d . . . . .
N1 N 0.7829(2) 0.4880(2) 0.02620(14) 0.0519(7) Uani 1 1 d . . . . .
H1 H 0.7951 0.5036 -0.0193 0.062 Uiso 1 1 calc R U . . .
N2 N 0.7104(2) 0.6107(2) 0.39004(15) 0.0594(8) Uani 1 1 d . . . . .
H2A H 0.7380 0.6185 0.4351 0.071 Uiso 1 1 calc R U . . .
N3 N 0.7267(2) 0.76895(19) 0.13243(14) 0.0507(7) Uani 1 1 d . . . . .
O1 O 0.7051(2) 0.5615(2) -0.10899(14) 0.0819(8) Uani 1 1 d . . . . .
O2 O 0.5539(2) 0.6391(2) -0.10327(13) 0.0776(8) Uani 1 1 d . . . . .
O3 O 0.56452(18) 0.70987(17) 0.14532(12) 0.0585(6) Uani 1 1 d . . . . .
S1 S 0.72417(7) 0.40797(6) 0.17772(5) 0.0588(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.385(4) . ?
C1 C2 1.389(4) . ?
C1 N1 1.398(4) . ?
C2 C3 1.376(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9300 . ?
C6 S1 1.759(3) . ?
C7 C8 1.517(4) . ?
C7 C25 1.569(4) . ?
C7 S1 1.808(3) . ?
C7 H7 0.9800 . ?
C8 N1 1.345(4) . ?
C8 C9 1.362(4) . ?
C9 C10 1.438(5) . ?
C9 H9 0.9300 . ?
C10 O1 1.211(4) . ?
C10 O2 1.350(4) . ?
C11 O2 1.441(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.360(4) . ?
C12 C13 1.399(5) . ?
C12 C17 1.402(4) . ?
C13 C14 1.369(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.389(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.402(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.444(4) . ?
C18 C19 1.362(4) . ?
C18 C25 1.514(4) . ?
C19 N2 1.367(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.527(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.523(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.520(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C20' C21' 1.512(5) . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21' C22' 1.510(5) . ?
C21' H21C 0.9700 . ?
C21' H21D 0.9700 . ?
C22' C23 1.549(4) . ?
C22' H22C 0.9700 . ?
C22' H22D 0.9700 . ?
C23 N3 1.454(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O3 1.215(4) . ?
C24 N3 1.357(4) . ?
C24 C25 1.554(4) . ?
C25 C26 1.519(4) . ?
C26 C27 1.375(4) . ?
C26 C31 1.392(4) . ?
C27 C28 1.387(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(5) . ?
C28 Cl1 1.738(4) . ?
C29 C30 1.386(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.383(4) . ?
C30 H30 0.9300 . ?
C31 N3 1.401(4) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
C6 C1 C2 119.1(3) . . ?
C6 C1 N1 121.9(3) . . ?
C2 C1 N1 119.0(3) . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.6(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 S1 121.1(3) . . ?
C5 C6 S1 119.1(3) . . ?
C8 C7 C25 113.9(2) . . ?
C8 C7 S1 112.3(2) . . ?
C25 C7 S1 114.5(2) . . ?
C8 C7 H7 104.9 . . ?
C25 C7 H7 104.9 . . ?
S1 C7 H7 104.9 . . ?
N1 C8 C9 122.3(3) . . ?
N1 C8 C7 119.5(3) . . ?
C9 C8 C7 118.2(3) . . ?
C8 C9 C10 123.5(3) . . ?
C8 C9 H9 118.2 . . ?
C10 C9 H9 118.2 . . ?
O1 C10 O2 122.6(3) . . ?
O1 C10 C9 126.5(3) . . ?
O2 C10 C9 110.9(3) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 128.8(3) . . ?
N2 C12 C17 108.1(3) . . ?
C13 C12 C17 123.0(4) . . ?
C14 C13 C12 116.9(4) . . ?
C14 C13 H13 121.5 . . ?
C12 C13 H13 121.5 . . ?
C13 C14 C15 121.7(4) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C16 C15 C14 121.0(4) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 119.5(3) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 117.8(3) . . ?
C12 C17 C18 106.4(3) . . ?
C16 C17 C18 135.8(3) . . ?
C19 C18 C17 106.3(3) . . ?
C19 C18 C25 125.8(3) . . ?
C17 C18 C25 127.7(3) . . ?
C18 C19 N2 109.9(3) . . ?
C18 C19 H19 125.0 . . ?
N2 C19 H19 125.0 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C20 108.3(6) . . ?
C22 C21 H21A 110.0 . . ?
C20 C21 H21A 110.0 . . ?
C22 C21 H21B 110.0 . . ?
C20 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
C23 C22 C21 107.4(6) . . ?
C23 C22 H22A 110.2 . . ?
C21 C22 H22A 110.2 . . ?
C23 C22 H22B 110.2 . . ?
C21 C22 H22B 110.2 . . ?
H22A C22 H22B 108.5 . . ?
C21' C20' H20D 109.5 . . ?
C21' C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C21' C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C22' C21' C20' 113.5(5) . . ?
C22' C21' H21C 108.9 . . ?
C20' C21' H21C 108.9 . . ?
C22' C21' H21D 108.9 . . ?
C20' C21' H21D 108.9 . . ?
H21C C21' H21D 107.7 . . ?
C21' C22' C23 112.6(5) . . ?
C21' C22' H22C 109.1 . . ?
C23 C22' H22C 109.1 . . ?
C21' C22' H22D 109.1 . . ?
C23 C22' H22D 109.1 . . ?
H22C C22' H22D 107.8 . . ?
N3 C23 C22 120.3(6) . . ?
N3 C23 C22' 106.2(4) . . ?
N3 C23 H23A 107.3 . . ?
C22 C23 H23A 107.3 . . ?
N3 C23 H23B 107.3 . . ?
C22 C23 H23B 107.3 . . ?
H23A C23 H23B 106.9 . . ?
O3 C24 N3 125.1(3) . . ?
O3 C24 C25 126.1(3) . . ?
N3 C24 C25 108.7(3) . . ?
C18 C25 C26 113.1(2) . . ?
C18 C25 C24 105.7(2) . . ?
C26 C25 C24 100.9(2) . . ?
C18 C25 C7 110.7(2) . . ?
C26 C25 C7 116.1(2) . . ?
C24 C25 C7 109.2(2) . . ?
C27 C26 C31 119.5(3) . . ?
C27 C26 C25 131.5(3) . . ?
C31 C26 C25 109.0(3) . . ?
C26 C27 C28 118.3(3) . . ?
C26 C27 H27 120.9 . . ?
C28 C27 H27 120.9 . . ?
C29 C28 C27 122.1(3) . . ?
C29 C28 Cl1 119.3(3) . . ?
C27 C28 Cl1 118.6(3) . . ?
C28 C29 C30 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 117.6(3) . . ?
C31 C30 H30 121.2 . . ?
C29 C30 H30 121.2 . . ?
C30 C31 C26 122.2(3) . . ?
C30 C31 N3 127.8(3) . . ?
C26 C31 N3 110.1(3) . . ?
C8 N1 C1 128.5(3) . . ?
C8 N1 H1 115.7 . . ?
C1 N1 H1 115.7 . . ?
C12 N2 C19 109.2(3) . . ?
C12 N2 H2A 125.4 . . ?
C19 N2 H2A 125.4 . . ?
C24 N3 C31 111.2(3) . . ?
C24 N3 C23 123.3(3) . . ?
C31 N3 C23 125.5(3) . . ?
C10 O2 C11 116.5(3) . . ?
C6 S1 C7 102.03(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.07 2.738(3) 133.5 .

_refine_diff_density_max         0.512
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.051


####################################################################### 
# 
# 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_5f
_database_code_depnum_ccdc_archive 'CCDC 2052983'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H24 Cl N3 O4 S'
_chemical_formula_sum            'C30 H24 Cl N3 O4 S'
_chemical_formula_weight         558.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7808(11)
_cell_length_b                   17.785(2)
_cell_length_c                   20.680(2)
_cell_angle_alpha                113.688(3)
_cell_angle_beta                 98.967(3)
_cell_angle_gamma                96.146(4)
_cell_volume                     3196.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      22.53

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.220
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5788
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43059
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.273
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11222
_reflns_number_gt                6525
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1263P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0082(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11222
_refine_ls_number_parameters     708
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.1246
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.2209
_refine_ls_wR_factor_gt          0.2008
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.6548(4) 0.4258(2) 0.1111(2) 0.0563(9) Uani 1 1 d . . . . .
C2 C 0.6243(4) 0.4483(3) 0.0552(2) 0.0697(11) Uani 1 1 d . . . . .
H2 H 0.5698 0.4891 0.0594 0.084 Uiso 1 1 calc R U . . .
C3 C 0.6725(5) 0.4119(3) -0.0069(2) 0.0870(14) Uani 1 1 d . . . . .
H3 H 0.6532 0.4291 -0.0438 0.104 Uiso 1 1 calc R U . . .
C4 C 0.7501(5) 0.3494(3) -0.0147(3) 0.0908(14) Uani 1 1 d . . . . .
H4 H 0.7814 0.3238 -0.0571 0.109 Uiso 1 1 calc R U . . .
C5 C 0.7813(4) 0.3249(3) 0.0412(2) 0.0812(13) Uani 1 1 d . . . . .
H5 H 0.8319 0.2821 0.0357 0.097 Uiso 1 1 calc R U . . .
C6 C 0.7368(4) 0.3642(3) 0.1047(2) 0.0643(10) Uani 1 1 d . . . . .
C7 C 0.6399(3) 0.3594(2) 0.21755(17) 0.0493(9) Uani 1 1 d . . . . .
C8 C 0.5646(3) 0.4200(2) 0.21339(17) 0.0471(8) Uani 1 1 d . . . . .
C9 C 0.4457(3) 0.43315(19) 0.24487(16) 0.0417(8) Uani 1 1 d . . . . .
C10 C 0.3602(4) 0.4904(2) 0.23211(19) 0.0541(9) Uani 1 1 d . . . . .
C11 C 0.1256(5) 0.5174(3) 0.2115(4) 0.1062(17) Uani 1 1 d . . . . .
H11A H 0.1680 0.5760 0.2394 0.127 Uiso 1 1 calc R U . . .
H11B H 0.0401 0.5067 0.2272 0.127 Uiso 1 1 calc R U . . .
C12 C 0.0912(9) 0.4982(6) 0.1337(5) 0.213(4) Uani 1 1 d . . . . .
H12A H 0.1757 0.5101 0.1186 0.320 Uiso 1 1 calc R U . . .
H12B H 0.0260 0.5319 0.1256 0.320 Uiso 1 1 calc R U . . .
H12C H 0.0493 0.4402 0.1063 0.320 Uiso 1 1 calc R U . . .
C13 C 0.5829(3) 0.2254(2) 0.30606(17) 0.0495(9) Uani 1 1 d . . . . .
C14 C 0.6055(4) 0.1634(3) 0.3293(2) 0.0671(10) Uani 1 1 d . . . . .
H14 H 0.6759 0.1325 0.3170 0.081 Uiso 1 1 calc R U . . .
C15 C 0.5173(4) 0.1503(3) 0.3715(2) 0.0761(12) Uani 1 1 d . . . . .
H15 H 0.5294 0.1097 0.3884 0.091 Uiso 1 1 calc R U . . .
C16 C 0.4129(4) 0.1953(3) 0.3891(2) 0.0769(12) Uani 1 1 d . . . . .
H16 H 0.3559 0.1845 0.4176 0.092 Uiso 1 1 calc R U . . .
C17 C 0.3904(4) 0.2560(3) 0.36580(19) 0.0597(10) Uani 1 1 d . . . . .
H17 H 0.3192 0.2862 0.3784 0.072 Uiso 1 1 calc R U . . .
C18 C 0.4761(3) 0.2719(2) 0.32287(16) 0.0439(8) Uani 1 1 d . . . . .
C19 C 0.4837(3) 0.3285(2) 0.28860(15) 0.0405(8) Uani 1 1 d . . . . .
C20 C 0.5972(3) 0.3125(2) 0.25266(17) 0.0449(8) Uani 1 1 d . . . . .
C21 C 0.4080(3) 0.38829(18) 0.28469(15) 0.0383(7) Uani 1 1 d . . . . .
C22 C 0.2960(3) 0.40756(19) 0.32729(15) 0.0418(8) Uani 1 1 d . . . . .
C23 C 0.3315(4) 0.4746(2) 0.39441(17) 0.0560(9) Uani 1 1 d . . . . .
H23 H 0.4204 0.5082 0.4097 0.067 Uiso 1 1 calc R U . . .
C24 C 0.2374(4) 0.4924(2) 0.43921(18) 0.0654(11) Uani 1 1 d . . . . .
C25 C 0.1062(4) 0.4432(2) 0.41679(19) 0.0674(11) Uani 1 1 d . . . . .
H25 H 0.0431 0.4546 0.4472 0.081 Uiso 1 1 calc R U . . .
C26 C 0.0676(4) 0.3771(2) 0.34943(19) 0.0585(10) Uani 1 1 d . . . . .
H26 H -0.0225 0.3448 0.3341 0.070 Uiso 1 1 calc R U . . .
C27 C 0.1615(3) 0.35823(19) 0.30428(16) 0.0427(8) Uani 1 1 d . . . . .
C28 C 0.0173(3) 0.22761(19) 0.20740(18) 0.0434(8) Uani 1 1 d . . . . .
C29 C -0.1017(6) 0.1074(3) 0.1040(3) 0.1046(17) Uani 1 1 d . . . . .
H29A H -0.0661 0.0615 0.1105 0.126 Uiso 1 1 calc R U . . .
H29B H -0.1791 0.1185 0.1285 0.126 Uiso 1 1 calc R U . . .
C30 C -0.1523(7) 0.0831(4) 0.0312(3) 0.167(3) Uani 1 1 d . . . . .
H30A H -0.2067 0.1224 0.0247 0.251 Uiso 1 1 calc R U . . .
H30B H -0.2108 0.0286 0.0105 0.251 Uiso 1 1 calc R U . . .
H30C H -0.0747 0.0815 0.0077 0.251 Uiso 1 1 calc R U . . .
C31 C 0.6657(4) 0.2479(2) 0.6869(2) 0.0755(11) Uani 1 1 d D U . . .
C32 C 0.6184(5) 0.2827(3) 0.6405(2) 0.0958(14) Uani 1 1 d D U . . .
H32 H 0.5568 0.3200 0.6524 0.115 Uiso 1 1 calc R U . . .
C33 C 0.6636(7) 0.2616(4) 0.5760(3) 0.1268(18) Uani 1 1 d D U . . .
H33 H 0.6358 0.2872 0.5460 0.152 Uiso 1 1 calc R U . . .
C34 C 0.7490(7) 0.2034(4) 0.5560(3) 0.142(2) Uani 1 1 d D U . . .
H34 H 0.7769 0.1886 0.5122 0.170 Uiso 1 1 calc R U . . .
C35 C 0.7929(6) 0.1670(4) 0.6013(3) 0.1242(18) Uani 1 1 d D U . . .
H35 H 0.8493 0.1269 0.5875 0.149 Uiso 1 1 calc R U . . .
C36 C 0.7535(5) 0.1899(3) 0.6676(2) 0.0858(13) Uani 1 1 d D U . . .
C37 C 0.6729(4) 0.1506(2) 0.76896(19) 0.0565(9) Uani 1 1 d . . . . .
C38 C 0.5935(4) 0.2118(2) 0.77967(18) 0.0520(9) Uani 1 1 d . . . . .
C39 C 0.4797(3) 0.21268(19) 0.81589(17) 0.0464(8) Uani 1 1 d . . . . .
C40 C 0.3925(4) 0.2779(2) 0.82326(19) 0.0562(9) Uani 1 1 d . . . . .
C41 C 0.1633(5) 0.3124(3) 0.8278(4) 0.115(2) Uani 1 1 d . . . . .
H41A H 0.2093 0.3619 0.8253 0.138 Uiso 1 1 calc R U . . .
H41B H 0.0777 0.2890 0.7902 0.138 Uiso 1 1 calc R U . . .
C42 C 0.1274(9) 0.3356(5) 0.8976(5) 0.184(4) Uani 1 1 d . . . . .
H42A H 0.0901 0.2861 0.9020 0.275 Uiso 1 1 calc R U . . .
H42B H 0.0579 0.3706 0.9020 0.275 Uiso 1 1 calc R U . . .
H42C H 0.2102 0.3655 0.9351 0.275 Uiso 1 1 calc R U . . .
C43 C 0.6505(4) -0.0152(2) 0.82684(19) 0.0548(9) Uani 1 1 d . . . . .
C44 C 0.6879(4) -0.0830(2) 0.8365(2) 0.0665(11) Uani 1 1 d . . . . .
H44 H 0.7592 -0.1084 0.8168 0.080 Uiso 1 1 calc R U . . .
C45 C 0.6154(5) -0.1118(2) 0.8765(2) 0.0720(11) Uani 1 1 d . . . . .
H45 H 0.6386 -0.1574 0.8842 0.086 Uiso 1 1 calc R U . . .
C46 C 0.5077(4) -0.0740(2) 0.9058(2) 0.0676(11) Uani 1 1 d . . . . .
H46 H 0.4610 -0.0943 0.9330 0.081 Uiso 1 1 calc R U . . .
C47 C 0.4700(4) -0.0072(2) 0.89467(18) 0.0531(9) Uani 1 1 d . . . . .
H47 H 0.3970 0.0171 0.9135 0.064 Uiso 1 1 calc R U . . .
C48 C 0.5421(3) 0.0241(2) 0.85484(17) 0.0449(8) Uani 1 1 d . . . . .
C49 C 0.5344(3) 0.09217(19) 0.83298(16) 0.0418(8) Uani 1 1 d . . . . .
C50 C 0.6415(3) 0.0906(2) 0.79411(18) 0.0493(8) Uani 1 1 d . . . . .
C51 C 0.4528(3) 0.15365(19) 0.84376(16) 0.0411(8) Uani 1 1 d . . . . .
C52 C 0.3424(3) 0.15766(19) 0.88701(17) 0.0422(8) Uani 1 1 d . . . . .
C53 C 0.3685(3) 0.2192(2) 0.95683(18) 0.0492(8) Uani 1 1 d . . . . .
H53 H 0.4543 0.2563 0.9766 0.059 Uiso 1 1 calc R U . . .
C54 C 0.2674(4) 0.2256(2) 0.99724(18) 0.0580(9) Uani 1 1 d . . . . .
C55 C 0.1412(4) 0.1705(2) 0.9694(2) 0.0646(11) Uani 1 1 d . . . . .
H55 H 0.0736 0.1753 0.9972 0.078 Uiso 1 1 calc R U . . .
C56 C 0.1148(4) 0.1080(2) 0.8999(2) 0.0628(10) Uani 1 1 d . . . . .
H56 H 0.0295 0.0704 0.8809 0.075 Uiso 1 1 calc R U . . .
C57 C 0.2152(3) 0.1011(2) 0.85843(18) 0.0482(8) Uani 1 1 d . . . . .
C58 C 0.0752(4) -0.0168(2) 0.7463(2) 0.0584(9) Uani 1 1 d . . . . .
C59 C -0.0254(5) -0.1270(3) 0.6337(3) 0.132(2) Uani 1 1 d D . . . .
H59A H -0.0860 -0.0999 0.6119 0.159 Uiso 1 1 calc R U . . .
H59B H -0.0782 -0.1482 0.6609 0.159 Uiso 1 1 calc R U . . .
C60 C 0.0122(8) -0.1985(4) 0.5754(4) 0.214(4) Uani 1 1 d D . . . .
H60A H 0.0397 -0.1810 0.5403 0.321 Uiso 1 1 calc R U . . .
H60B H -0.0678 -0.2434 0.5525 0.321 Uiso 1 1 calc R U . . .
H60C H 0.0890 -0.2172 0.5959 0.321 Uiso 1 1 calc R U . . .
Cl1 Cl 0.28535(15) 0.57761(9) 0.52297(6) 0.1137(5) Uani 1 1 d . . . . .
Cl2 Cl 0.29777(13) 0.30477(7) 1.08404(6) 0.0904(4) Uani 1 1 d . . . . .
N1 N 0.6060(3) 0.46467(18) 0.17504(16) 0.0585(8) Uani 1 1 d . . . . .
H1 H 0.6016 0.5169 0.1908 0.070 Uiso 1 1 calc R U . . .
N2 N 0.6558(3) 0.25135(17) 0.26395(15) 0.0522(7) Uani 1 1 d . . . . .
H2A H 0.7265 0.2320 0.2476 0.063 Uiso 1 1 calc R U . . .
N3 N 0.1263(3) 0.29252(16) 0.23420(13) 0.0476(7) Uani 1 1 d . . . . .
H3A H 0.1801 0.2940 0.2054 0.057 Uiso 1 1 calc R U . . .
N4 N 0.6224(3) 0.27012(19) 0.75231(16) 0.0692(9) Uani 1 1 d . . . . .
H4A H 0.6135 0.3209 0.7762 0.083 Uiso 1 1 calc R U . . .
N5 N 0.7094(3) 0.02553(19) 0.79035(16) 0.0614(8) Uani 1 1 d . . . . .
H5A H 0.7775 0.0123 0.7688 0.074 Uiso 1 1 calc R U . . .
N6 N 0.1943(3) 0.03933(18) 0.78731(15) 0.0630(9) Uani 1 1 d . . . . .
H6 H 0.2656 0.0368 0.7674 0.076 Uiso 1 1 calc R U . . .
O1 O 0.4043(3) 0.55228(18) 0.2260(2) 0.0973(11) Uani 1 1 d . . . . .
O2 O 0.2235(2) 0.46551(14) 0.22410(14) 0.0613(7) Uani 1 1 d . . . . .
O3 O -0.0631(2) 0.21173(14) 0.24100(13) 0.0598(6) Uani 1 1 d . . . . .
O4 O 0.0100(2) 0.18131(14) 0.13784(12) 0.0630(7) Uani 1 1 d . . . . .
O5 O 0.4395(3) 0.34895(17) 0.83385(16) 0.0761(8) Uani 1 1 d . . . . .
O6 O 0.2570(3) 0.25096(17) 0.81476(18) 0.0855(9) Uani 1 1 d . . . . .
O7 O -0.0346(2) -0.02404(17) 0.76449(15) 0.0819(9) Uani 1 1 d . . . . .
O8 O 0.0970(3) -0.06560(18) 0.68327(14) 0.0911(10) Uani 1 1 d D . . . .
S1 S 0.79063(10) 0.34352(8) 0.17965(6) 0.0774(4) Uani 1 1 d . . . . .
S2 S 0.81809(12) 0.14930(8) 0.72801(7) 0.0914(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
C1 C2 1.369(5) . ?
C1 C6 1.403(5) . ?
C1 N1 1.410(4) . ?
C2 C3 1.370(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(5) . ?
C5 H5 0.9300 . ?
C6 S1 1.748(4) . ?
C7 C20 1.380(4) . ?
C7 C8 1.390(5) . ?
C7 S1 1.772(3) . ?
C8 N1 1.401(4) . ?
C8 C9 1.415(4) . ?
C9 C21 1.418(4) . ?
C9 C10 1.461(5) . ?
C10 O1 1.201(4) . ?
C10 O2 1.325(4) . ?
C11 O2 1.463(5) . ?
C11 C12 1.478(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N2 1.388(4) . ?
C13 C14 1.393(5) . ?
C13 C18 1.401(5) . ?
C14 C15 1.385(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.397(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.448(4) . ?
C19 C21 1.379(4) . ?
C19 C20 1.421(4) . ?
C20 N2 1.365(4) . ?
C21 C22 1.494(4) . ?
C22 C23 1.378(4) . ?
C22 C27 1.396(4) . ?
C23 C24 1.378(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.369(5) . ?
C24 Cl1 1.732(3) . ?
C25 C26 1.375(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.382(4) . ?
C26 H26 0.9300 . ?
C27 N3 1.408(4) . ?
C28 O3 1.209(4) . ?
C28 O4 1.325(4) . ?
C28 N3 1.347(4) . ?
C29 C30 1.377(7) . ?
C29 O4 1.459(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.384(4) . ?
C31 C36 1.387(4) . ?
C31 N4 1.398(5) . ?
C32 C33 1.390(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.374(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.379(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.395(4) . ?
C35 H35 0.9300 . ?
C36 S2 1.748(5) . ?
C37 C38 1.370(5) . ?
C37 C50 1.389(5) . ?
C37 S2 1.761(3) . ?
C38 N4 1.391(4) . ?
C38 C39 1.433(4) . ?
C39 C51 1.406(4) . ?
C39 C40 1.486(5) . ?
C40 O5 1.215(4) . ?
C40 O6 1.319(4) . ?
C41 C42 1.445(8) . ?
C41 O6 1.470(5) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.376(5) . ?
C43 N5 1.382(4) . ?
C43 C48 1.404(4) . ?
C44 C45 1.378(6) . ?
C44 H44 0.9300 . ?
C45 C46 1.397(6) . ?
C45 H45 0.9300 . ?
C46 C47 1.374(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.397(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.457(4) . ?
C49 C51 1.389(4) . ?
C49 C50 1.413(4) . ?
C50 N5 1.376(4) . ?
C51 C52 1.495(4) . ?
C52 C53 1.379(4) . ?
C52 C57 1.391(4) . ?
C53 C54 1.376(4) . ?
C53 H53 0.9300 . ?
C54 C55 1.372(5) . ?
C54 Cl2 1.734(3) . ?
C55 C56 1.381(5) . ?
C55 H55 0.9300 . ?
C56 C57 1.385(4) . ?
C56 H56 0.9300 . ?
C57 N6 1.404(4) . ?
C58 O7 1.202(4) . ?
C58 O8 1.310(4) . ?
C58 N6 1.355(4) . ?
C59 O8 1.454(4) . ?
C59 C60 1.487(4) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
N4 H4A 0.8600 . ?
N5 H5A 0.8600 . ?
N6 H6 0.8600 . ?

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
C2 C1 C6 119.4(3) . . ?
C2 C1 N1 120.7(4) . . ?
C6 C1 N1 119.9(3) . . ?
C1 C2 C3 121.3(4) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 119.7(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.9(4) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 119.6(4) . . ?
C5 C6 S1 121.1(3) . . ?
C1 C6 S1 119.2(3) . . ?
C20 C7 C8 119.2(3) . . ?
C20 C7 S1 120.2(3) . . ?
C8 C7 S1 120.7(2) . . ?
C7 C8 N1 118.4(3) . . ?
C7 C8 C9 120.2(3) . . ?
N1 C8 C9 121.3(3) . . ?
C8 C9 C21 120.1(3) . . ?
C8 C9 C10 118.4(3) . . ?
C21 C9 C10 121.5(3) . . ?
O1 C10 O2 121.4(3) . . ?
O1 C10 C9 125.3(3) . . ?
O2 C10 C9 113.2(3) . . ?
O2 C11 C12 109.8(5) . . ?
O2 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
O2 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 128.2(3) . . ?
N2 C13 C18 109.0(3) . . ?
C14 C13 C18 122.8(3) . . ?
C15 C14 C13 116.4(4) . . ?
C15 C14 H14 121.8 . . ?
C13 C14 H14 121.8 . . ?
C16 C15 C14 121.9(4) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 121.6(4) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C18 119.1(4) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C13 118.3(3) . . ?
C17 C18 C19 134.8(3) . . ?
C13 C18 C19 106.9(3) . . ?
C21 C19 C20 119.9(3) . . ?
C21 C19 C18 134.5(3) . . ?
C20 C19 C18 105.7(3) . . ?
N2 C20 C7 129.0(3) . . ?
N2 C20 C19 109.5(3) . . ?
C7 C20 C19 121.3(3) . . ?
C19 C21 C9 119.1(3) . . ?
C19 C21 C22 118.3(3) . . ?
C9 C21 C22 122.4(3) . . ?
C23 C22 C27 119.1(3) . . ?
C23 C22 C21 117.6(3) . . ?
C27 C22 C21 123.2(3) . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 119.7(3) . . ?
C25 C24 Cl1 120.6(3) . . ?
C23 C24 Cl1 119.7(3) . . ?
C24 C25 C26 120.2(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 120.5(3) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C22 119.4(3) . . ?
C26 C27 N3 122.8(3) . . ?
C22 C27 N3 117.7(2) . . ?
O3 C28 O4 123.5(3) . . ?
O3 C28 N3 126.0(3) . . ?
O4 C28 N3 110.5(3) . . ?
C30 C29 O4 113.9(4) . . ?
C30 C29 H29A 108.8 . . ?
O4 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
O4 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
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 . . ?
C32 C31 C36 120.0(4) . . ?
C32 C31 N4 119.8(4) . . ?
C36 C31 N4 120.2(3) . . ?
C31 C32 C33 119.6(5) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 120.7(5) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.6(6) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.6(5) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C31 C36 C35 119.4(4) . . ?
C31 C36 S2 119.7(3) . . ?
C35 C36 S2 120.9(4) . . ?
C38 C37 C50 118.9(3) . . ?
C38 C37 S2 121.6(3) . . ?
C50 C37 S2 119.5(3) . . ?
C37 C38 N4 118.6(3) . . ?
C37 C38 C39 119.9(3) . . ?
N4 C38 C39 121.4(3) . . ?
C51 C39 C38 120.6(3) . . ?
C51 C39 C40 121.5(3) . . ?
C38 C39 C40 117.9(3) . . ?
O5 C40 O6 122.5(3) . . ?
O5 C40 C39 123.8(3) . . ?
O6 C40 C39 113.7(3) . . ?
C42 C41 O6 111.7(5) . . ?
C42 C41 H41A 109.3 . . ?
O6 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
O6 C41 H41B 109.3 . . ?
H41A C41 H41B 107.9 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 N5 127.8(3) . . ?
C44 C43 C48 123.1(4) . . ?
N5 C43 C48 109.1(3) . . ?
C43 C44 C45 117.3(4) . . ?
C43 C44 H44 121.4 . . ?
C45 C44 H44 121.4 . . ?
C44 C45 C46 121.3(4) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C47 C46 C45 120.7(4) . . ?
C47 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?
C46 C47 C48 119.5(3) . . ?
C46 C47 H47 120.3 . . ?
C48 C47 H47 120.3 . . ?
C47 C48 C43 118.1(3) . . ?
C47 C48 C49 135.3(3) . . ?
C43 C48 C49 106.6(3) . . ?
C51 C49 C50 119.0(3) . . ?
C51 C49 C48 135.0(3) . . ?
C50 C49 C48 105.9(3) . . ?
N5 C50 C37 128.1(3) . . ?
N5 C50 C49 109.3(3) . . ?
C37 C50 C49 122.5(3) . . ?
C49 C51 C39 119.0(3) . . ?
C49 C51 C52 119.4(3) . . ?
C39 C51 C52 121.5(3) . . ?
C53 C52 C57 119.7(3) . . ?
C53 C52 C51 118.7(3) . . ?
C57 C52 C51 121.5(3) . . ?
C54 C53 C52 120.0(3) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C55 C54 C53 120.8(3) . . ?
C55 C54 Cl2 119.1(3) . . ?
C53 C54 Cl2 120.1(3) . . ?
C54 C55 C56 119.7(3) . . ?
C54 C55 H55 120.2 . . ?
C56 C55 H55 120.2 . . ?
C55 C56 C57 120.2(3) . . ?
C55 C56 H56 119.9 . . ?
C57 C56 H56 119.9 . . ?
C56 C57 C52 119.7(3) . . ?
C56 C57 N6 122.8(3) . . ?
C52 C57 N6 117.5(3) . . ?
O7 C58 O8 123.6(3) . . ?
O7 C58 N6 126.3(3) . . ?
O8 C58 N6 110.1(3) . . ?
O8 C59 C60 113.0(4) . . ?
O8 C59 H59A 109.0 . . ?
C60 C59 H59A 109.0 . . ?
O8 C59 H59B 109.0 . . ?
C60 C59 H59B 109.0 . . ?
H59A C59 H59B 107.8 . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C8 N1 C1 121.3(3) . . ?
C8 N1 H1 119.3 . . ?
C1 N1 H1 119.3 . . ?
C20 N2 C13 108.9(3) . . ?
C20 N2 H2A 125.6 . . ?
C13 N2 H2A 125.6 . . ?
C28 N3 C27 127.0(3) . . ?
C28 N3 H3A 116.5 . . ?
C27 N3 H3A 116.5 . . ?
C38 N4 C31 121.4(3) . . ?
C38 N4 H4A 119.3 . . ?
C31 N4 H4A 119.3 . . ?
C50 N5 C43 109.0(3) . . ?
C50 N5 H5A 125.5 . . ?
C43 N5 H5A 125.5 . . ?
C58 N6 C57 127.8(3) . . ?
C58 N6 H6 116.1 . . ?
C57 N6 H6 116.1 . . ?
C10 O2 C11 119.0(3) . . ?
C28 O4 C29 115.0(3) . . ?
C40 O6 C41 118.0(3) . . ?
C58 O8 C59 115.0(3) . . ?
C6 S1 C7 99.12(17) . . ?
C36 S2 C37 98.56(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.23 2.723(4) 116.3 .
N2 H2A O3 0.86 2.14 2.972(4) 161.7 1_655
N4 H4A O1 0.86 2.30 3.053(4) 146.6 2_666
N4 H4A O5 0.86 2.21 2.755(4) 120.7 .
N5 H5A O7 0.86 2.02 2.801(4) 151.3 1_655

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.058





#===============================================
####################################################################### 
# 
# 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_3ee
_database_code_depnum_ccdc_archive 'CCDC 2052973'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H27 N3 O3 S'
_chemical_formula_sum            'C34 H27 N3 O3 S'
_chemical_formula_weight         557.64

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 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   15.8114(8)
_cell_length_b                   10.6093(4)
_cell_length_c                   17.0189(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.8582(16)
_cell_angle_gamma                90
_cell_volume                     2844.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5749
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      23.43

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.154
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6994
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25758
_diffrn_reflns_av_unetI/netI     0.0744
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.264
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5558
_reflns_number_gt                3131
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0486P)²+0.9889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5558
_refine_ls_number_parameters     391
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1023
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 0.59274(15) 0.3398(3) 0.32737(16) 0.0490(7) Uani 1 1 d . . . . .
C2 C 0.53713(17) 0.2627(3) 0.3635(2) 0.0695(9) Uani 1 1 d . . . . .
H2 H 0.5202 0.2840 0.4129 0.083 Uiso 1 1 calc R U . . .
C3 C 0.5069(2) 0.1546(4) 0.3265(3) 0.1004(13) Uani 1 1 d . . . . .
H3 H 0.4693 0.1031 0.3508 0.120 Uiso 1 1 calc R U . . .
C4 C 0.5319(2) 0.1225(4) 0.2542(3) 0.1053(14) Uani 1 1 d . . . . .
H4 H 0.5111 0.0491 0.2296 0.126 Uiso 1 1 calc R U . . .
C5 C 0.5871(2) 0.1974(4) 0.2175(2) 0.0856(11) Uani 1 1 d . . . . .
H5 H 0.6042 0.1743 0.1686 0.103 Uiso 1 1 calc R U . . .
C6 C 0.61761(15) 0.3080(3) 0.25356(17) 0.0559(8) Uani 1 1 d . . . . .
C7 C 0.74102(14) 0.4855(2) 0.28612(13) 0.0386(6) Uani 1 1 d . . . . .
H7 H 0.7639 0.5617 0.2632 0.046 Uiso 1 1 calc R U . . .
C8 C 0.67902(14) 0.5328(2) 0.34172(14) 0.0380(6) Uani 1 1 d . . . . .
C9 C 0.68341(16) 0.6536(2) 0.36708(15) 0.0498(7) Uani 1 1 d . . . . .
H9 H 0.7268 0.7042 0.3511 0.060 Uiso 1 1 calc R U . . .
C10 C 0.62463(19) 0.7079(3) 0.41736(18) 0.0602(8) Uani 1 1 d . . . . .
C12 C 0.97402(14) 0.3929(2) 0.16870(14) 0.0386(6) Uani 1 1 d . . . . .
C13 C 1.02102(16) 0.4419(3) 0.11051(14) 0.0490(7) Uani 1 1 d . . . . .
H13 H 1.0625 0.3941 0.0887 0.059 Uiso 1 1 calc R U . . .
C14 C 1.00407(17) 0.5628(3) 0.08647(15) 0.0551(7) Uani 1 1 d . . . . .
H14 H 1.0350 0.5987 0.0481 0.066 Uiso 1 1 calc R U . . .
C15 C 0.94130(17) 0.6329(2) 0.11852(15) 0.0538(7) Uani 1 1 d . . . . .
H15 H 0.9290 0.7133 0.0991 0.065 Uiso 1 1 calc R U . . .
C16 C 0.89682(15) 0.5866(2) 0.17823(14) 0.0441(6) Uani 1 1 d . . . . .
H16 H 0.8562 0.6360 0.2001 0.053 Uiso 1 1 calc R U . . .
C17 C 0.91361(13) 0.4636(2) 0.20581(13) 0.0340(6) Uani 1 1 d . . . . .
C18 C 0.88178(14) 0.3828(2) 0.26502(13) 0.0330(5) Uani 1 1 d . . . . .
C19 C 0.92213(14) 0.2704(2) 0.25898(14) 0.0411(6) Uani 1 1 d . . . . .
H19 H 0.9134 0.1999 0.2898 0.049 Uiso 1 1 calc R U . . .
C20 C 0.86088(17) 0.5534(2) 0.67040(15) 0.0518(7) Uani 1 1 d . . . . .
H20 H 0.9177 0.5400 0.6871 0.062 Uiso 1 1 calc R U . . .
C21 C 0.8049(2) 0.5855(3) 0.72465(17) 0.0643(8) Uani 1 1 d . . . . .
H21 H 0.8244 0.5949 0.7774 0.077 Uiso 1 1 calc R U . . .
C22 C 0.7220(2) 0.6035(3) 0.70210(19) 0.0757(9) Uani 1 1 d . . . . .
H22 H 0.6847 0.6269 0.7389 0.091 Uiso 1 1 calc R U . . .
C23 C 0.6931(2) 0.5870(4) 0.6248(2) 0.0884(11) Uani 1 1 d . . . . .
H23 H 0.6357 0.5966 0.6091 0.106 Uiso 1 1 calc R U . . .
C24 C 0.74965(18) 0.5561(3) 0.57002(17) 0.0755(10) Uani 1 1 d . . . . .
H24 H 0.7298 0.5457 0.5174 0.091 Uiso 1 1 calc R U . . .
C25 C 0.83410(15) 0.5407(2) 0.59217(14) 0.0444(6) Uani 1 1 d . . . . .
C26 C 0.89808(15) 0.5113(3) 0.53367(14) 0.0504(7) Uani 1 1 d . . . . .
H26A H 0.9265 0.5888 0.5210 0.061 Uiso 1 1 calc R U . . .
H26B H 0.9406 0.4548 0.5584 0.061 Uiso 1 1 calc R U . . .
C27 C 0.86428(13) 0.5059(2) 0.38791(14) 0.0359(6) Uani 1 1 d . . . . .
C28 C 0.82068(13) 0.4145(2) 0.32567(13) 0.0317(5) Uani 1 1 d . . . . .
C29 C 0.80167(13) 0.3034(2) 0.37724(13) 0.0340(6) Uani 1 1 d . . . . .
C30 C 0.76996(14) 0.1846(2) 0.35892(15) 0.0427(6) Uani 1 1 d . . . . .
H30 H 0.7541 0.1628 0.3068 0.051 Uiso 1 1 calc R U . . .
C31 C 0.76194(16) 0.0984(2) 0.41872(18) 0.0551(7) Uani 1 1 d . . . . .
H31 H 0.7401 0.0186 0.4067 0.066 Uiso 1 1 calc R U . . .
C32 C 0.78617(18) 0.1297(3) 0.49618(19) 0.0600(8) Uani 1 1 d . . . . .
H32 H 0.7801 0.0706 0.5357 0.072 Uiso 1 1 calc R U . . .
C33 C 0.81920(16) 0.2469(3) 0.51611(16) 0.0515(7) Uani 1 1 d . . . . .
H33 H 0.8356 0.2682 0.5682 0.062 Uiso 1 1 calc R U . . .
C34 C 0.82673(14) 0.3311(2) 0.45532(14) 0.0371(6) Uani 1 1 d . . . . .
N1 N 0.62041(12) 0.45114(19) 0.36531(12) 0.0451(5) Uani 1 1 d . . . . .
H1 H 0.5979 0.4697 0.4081 0.054 Uiso 1 1 calc R U . . .
N2 N 0.97698(12) 0.27533(19) 0.20161(12) 0.0466(5) Uani 1 1 d . . . . .
H2A H 1.0085 0.2142 0.1882 0.056 Uiso 1 1 calc R U . . .
N3 N 0.86192(11) 0.45368(18) 0.46033(11) 0.0381(5) Uani 1 1 d . . . . .
O1 O 0.56915(12) 0.65285(17) 0.44874(11) 0.0620(5) Uani 1 1 d . . . . .
O2 O 0.6509(13) 0.824(2) 0.4423(11) 0.088(3) Uani 0.37(2) 1 d D U P A 1
C11 C 0.6053(13) 0.8856(15) 0.5018(13) 0.094(3) Uani 0.37(2) 1 d D U P A 1
H11A H 0.5460 0.8656 0.4934 0.140 Uiso 0.37(2) 1 calc R U P A 1
H11B H 0.6128 0.9751 0.4984 0.140 Uiso 0.37(2) 1 calc R U P A 1
H11C H 0.6270 0.8569 0.5531 0.140 Uiso 0.37(2) 1 calc R U P A 1
O2' O 0.6302(9) 0.8358(13) 0.4174(8) 0.087(3) Uani 0.63(2) 1 d D U P A 2
C11' C 0.5693(9) 0.9010(9) 0.4615(10) 0.100(3) Uani 0.63(2) 1 d D U P A 2
H11D H 0.5129 0.8810 0.4398 0.150 Uiso 0.63(2) 1 calc R U P A 2
H11E H 0.5783 0.9903 0.4582 0.150 Uiso 0.63(2) 1 calc R U P A 2
H11F H 0.5764 0.8750 0.5156 0.150 Uiso 0.63(2) 1 calc R U P A 2
O3 O 0.89492(10) 0.60893(16) 0.37416(10) 0.0493(5) Uani 1 1 d . . . . .
S1 S 0.68626(4) 0.40381(8) 0.20397(4) 0.0610(2) 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
C1 C2 1.383(4) . ?
C1 C6 1.389(4) . ?
C1 N1 1.398(3) . ?
C2 C3 1.375(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(4) . ?
C5 H5 0.9300 . ?
C6 S1 1.755(3) . ?
C7 C8 1.505(3) . ?
C7 C28 1.570(3) . ?
C7 S1 1.803(2) . ?
C7 H7 0.9800 . ?
C8 C9 1.352(3) . ?
C8 N1 1.354(3) . ?
C9 C10 1.436(4) . ?
C9 H9 0.9300 . ?
C10 O1 1.215(3) . ?
C10 O2 1.35(2) . ?
C10 O2' 1.360(14) . ?
C12 N2 1.367(3) . ?
C12 C13 1.388(3) . ?
C12 C17 1.405(3) . ?
C13 C14 1.367(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.375(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.405(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.445(3) . ?
C18 C19 1.361(3) . ?
C18 C28 1.510(3) . ?
C19 N2 1.361(3) . ?
C19 H19 0.9300 . ?
C20 C25 1.369(3) . ?
C20 C21 1.375(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.347(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.385(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.511(3) . ?
C26 N3 1.462(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.226(3) . ?
C27 N3 1.355(3) . ?
C27 C28 1.554(3) . ?
C28 C29 1.515(3) . ?
C29 C30 1.382(3) . ?
C29 C34 1.386(3) . ?
C30 C31 1.382(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.382(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.380(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.379(3) . ?
C33 H33 0.9300 . ?
C34 N3 1.414(3) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
O2 C11 1.449(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
O2' C11' 1.445(4) . ?
C11' H11D 0.9600 . ?
C11' H11E 0.9600 . ?
C11' H11F 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
C2 C1 C6 119.9(3) . . ?
C2 C1 N1 118.7(3) . . ?
C6 C1 N1 121.4(2) . . ?
C3 C2 C1 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 S1 121.9(2) . . ?
C5 C6 S1 118.8(3) . . ?
C8 C7 C28 115.60(18) . . ?
C8 C7 S1 110.63(16) . . ?
C28 C7 S1 114.62(16) . . ?
C8 C7 H7 104.9 . . ?
C28 C7 H7 104.9 . . ?
S1 C7 H7 104.9 . . ?
C9 C8 N1 122.0(2) . . ?
C9 C8 C7 119.9(2) . . ?
N1 C8 C7 118.2(2) . . ?
C8 C9 C10 123.5(2) . . ?
C8 C9 H9 118.2 . . ?
C10 C9 H9 118.2 . . ?
O1 C10 O2 120.8(8) . . ?
O1 C10 O2' 121.9(5) . . ?
O1 C10 C9 126.7(3) . . ?
O2 C10 C9 110.7(7) . . ?
O2' C10 C9 110.8(5) . . ?
N2 C12 C13 129.2(2) . . ?
N2 C12 C17 107.7(2) . . ?
C13 C12 C17 123.1(2) . . ?
C14 C13 C12 117.5(2) . . ?
C14 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
C13 C14 C15 120.9(2) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 121.8(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 119.0(2) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 H16 120.5 . . ?
C16 C17 C12 117.5(2) . . ?
C16 C17 C18 135.8(2) . . ?
C12 C17 C18 106.7(2) . . ?
C19 C18 C17 105.89(19) . . ?
C19 C18 C28 125.3(2) . . ?
C17 C18 C28 128.73(19) . . ?
C18 C19 N2 110.6(2) . . ?
C18 C19 H19 124.7 . . ?
N2 C19 H19 124.7 . . ?
C25 C20 C21 120.9(3) . . ?
C25 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.6(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 119.8(3) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C20 118.1(2) . . ?
C24 C25 C26 122.4(2) . . ?
C20 C25 C26 119.5(2) . . ?
N3 C26 C25 114.44(19) . . ?
N3 C26 H26A 108.7 . . ?
C25 C26 H26A 108.7 . . ?
N3 C26 H26B 108.7 . . ?
C25 C26 H26B 108.7 . . ?
H26A C26 H26B 107.6 . . ?
O3 C27 N3 125.4(2) . . ?
O3 C27 C28 125.9(2) . . ?
N3 C27 C28 108.67(19) . . ?
C18 C28 C29 113.14(17) . . ?
C18 C28 C27 109.40(17) . . ?
C29 C28 C27 100.91(17) . . ?
C18 C28 C7 110.50(17) . . ?
C29 C28 C7 115.52(17) . . ?
C27 C28 C7 106.61(17) . . ?
C30 C29 C34 118.6(2) . . ?
C30 C29 C28 131.7(2) . . ?
C34 C29 C28 109.61(19) . . ?
C31 C30 C29 119.4(2) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C30 C31 C32 120.5(2) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C33 C32 C31 121.3(3) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C34 C33 C32 117.0(3) . . ?
C34 C33 H33 121.5 . . ?
C32 C33 H33 121.5 . . ?
C33 C34 C29 123.1(2) . . ?
C33 C34 N3 127.5(2) . . ?
C29 C34 N3 109.4(2) . . ?
C8 N1 C1 126.8(2) . . ?
C8 N1 H1 116.6 . . ?
C1 N1 H1 116.6 . . ?
C19 N2 C12 109.11(19) . . ?
C19 N2 H2A 125.4 . . ?
C12 N2 H2A 125.4 . . ?
C27 N3 C34 111.23(19) . . ?
C27 N3 C26 124.5(2) . . ?
C34 N3 C26 124.0(2) . . ?
C10 O2 C11 118.2(14) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 O2' C11' 115.6(8) . . ?
O2' C11' H11D 109.5 . . ?
O2' C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
O2' C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
C6 S1 C7 100.46(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.12 2.729(3) 126.9 .
N2 H2A O3 0.86 2.23 3.054(2) 159.8 2_745

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_3f
_database_code_depnum_ccdc_archive 'CCDC 2052974'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H29 N3 O3 S'
_chemical_formula_sum            'C35 H29 N3 O3 S'
_chemical_formula_weight         571.67

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 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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

_cell_length_a                   14.3167(10)
_cell_length_b                   13.2208(9)
_cell_length_c                   16.1888(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.612(2)
_cell_angle_gamma                90
_cell_volume                     3043.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6794
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5943
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26049
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.369
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5949
_reflns_number_gt                3305
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.6550P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5949
_refine_ls_number_parameters     381
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1277
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1480
_refine_ls_wR_factor_gt          0.1208
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C1 C 1.01283(19) 0.1913(2) 1.06528(16) 0.0512(7) Uani 1 1 d . U . . .
C2 C 1.0612(2) 0.2461(3) 1.13007(18) 0.0709(9) Uani 1 1 d . U . . .
H2 H 1.1067 0.2928 1.1190 0.085 Uiso 1 1 calc R U . . .
C3 C 1.0417(3) 0.2313(3) 1.2104(2) 0.0916(10) Uani 1 1 d . U . . .
H3 H 1.0742 0.2679 1.2536 0.110 Uiso 1 1 calc R U . . .
C4 C 0.9743(3) 0.1624(4) 1.2271(2) 0.0953(11) Uani 1 1 d . U . . .
H4 H 0.9629 0.1514 1.2818 0.114 Uiso 1 1 calc R U . . .
C5 C 0.9238(2) 0.1100(3) 1.1638(2) 0.0785(9) Uani 1 1 d . U . . .
H5 H 0.8768 0.0654 1.1755 0.094 Uiso 1 1 calc R U . . .
C6 C 0.94295(19) 0.1236(2) 1.08171(17) 0.0546(7) Uani 1 1 d . U . . .
C7 C 0.89615(16) 0.12434(18) 0.91107(15) 0.0374(6) Uani 1 1 d . . . . .
H7 H 0.8895 0.0763 0.8646 0.045 Uiso 1 1 calc R U . . .
C8 C 0.99375(17) 0.16841(18) 0.91189(16) 0.0383(6) Uani 1 1 d . . . . .
C9 C 1.03391(18) 0.17463(19) 0.84015(16) 0.0417(7) Uani 1 1 d . . . . .
H9 H 1.0010 0.1491 0.7918 0.050 Uiso 1 1 calc R U . . .
C10 C 1.12427(18) 0.2186(2) 0.83533(17) 0.0432(7) Uani 1 1 d . . . . .
C11 C 1.2330(2) 0.2751(3) 0.74536(18) 0.0659(9) Uani 1 1 d . . . . .
H11A H 1.2404 0.3321 0.7823 0.099 Uiso 1 1 calc R U . . .
H11B H 1.2298 0.2983 0.6889 0.099 Uiso 1 1 calc R U . . .
H11C H 1.2858 0.2305 0.7570 0.099 Uiso 1 1 calc R U . . .
C12 C 0.80556(17) 0.2723(2) 0.66485(16) 0.0446(7) Uani 1 1 d . . . . .
C13 C 0.8008(2) 0.2508(2) 0.58059(17) 0.0581(8) Uani 1 1 d . . . . .
H13 H 0.7975 0.3022 0.5412 0.070 Uiso 1 1 calc R U . . .
C14 C 0.8011(2) 0.1515(3) 0.55750(19) 0.0720(10) Uani 1 1 d . . . . .
H14 H 0.7984 0.1350 0.5014 0.086 Uiso 1 1 calc R U . . .
C15 C 0.8055(2) 0.0750(2) 0.61624(19) 0.0718(10) Uani 1 1 d . . . . .
H15 H 0.8060 0.0080 0.5987 0.086 Uiso 1 1 calc R U . . .
C16 C 0.8093(2) 0.0956(2) 0.69969(17) 0.0547(8) Uani 1 1 d . . . . .
H16 H 0.8122 0.0431 0.7381 0.066 Uiso 1 1 calc R U . . .
C17 C 0.80883(17) 0.19613(19) 0.72636(15) 0.0396(7) Uani 1 1 d . . . . .
C18 C 0.81175(16) 0.24695(18) 0.80527(15) 0.0365(6) Uani 1 1 d . . . . .
C19 C 0.80942(18) 0.34800(19) 0.78753(16) 0.0442(7) Uani 1 1 d . . . . .
H19 H 0.8103 0.3992 0.8270 0.053 Uiso 1 1 calc R U . . .
C20 C 0.53471(19) 0.1150(2) 1.11290(19) 0.0574(8) Uani 1 1 d . . . . .
H20 H 0.4959 0.1716 1.1084 0.069 Uiso 1 1 calc R U . . .
C21 C 0.5404(2) 0.0558(3) 1.1842(2) 0.0692(9) Uani 1 1 d . . . . .
H21 H 0.5054 0.0728 1.2272 0.083 Uiso 1 1 calc R U . . .
C22 C 0.5976(2) -0.0276(3) 1.1913(2) 0.0691(9) Uani 1 1 d . . . . .
H22 H 0.6017 -0.0673 1.2390 0.083 Uiso 1 1 calc R U . . .
C23 C 0.6485(2) -0.0521(3) 1.1279(2) 0.0691(9) Uani 1 1 d . . . . .
H23 H 0.6876 -0.1085 1.1327 0.083 Uiso 1 1 calc R U . . .
C24 C 0.6425(2) 0.0060(2) 1.0572(2) 0.0588(8) Uani 1 1 d . . . . .
H24 H 0.6771 -0.0120 1.0142 0.071 Uiso 1 1 calc R U . . .
C25 C 0.58602(17) 0.0907(2) 1.04878(17) 0.0447(7) Uani 1 1 d . . . . .
C26 C 0.57942(17) 0.1520(2) 0.96983(17) 0.0488(7) Uani 1 1 d . . . . .
H26A H 0.5508 0.1107 0.9242 0.059 Uiso 1 1 calc R U . . .
H26B H 0.5386 0.2095 0.9753 0.059 Uiso 1 1 calc R U . . .
C27 C 0.72136(17) 0.14206(19) 0.89524(15) 0.0371(6) Uani 1 1 d . . . . .
C28 C 0.81359(16) 0.20190(17) 0.89156(14) 0.0334(6) Uani 1 1 d . . . . .
C29 C 0.80533(17) 0.28105(17) 0.95746(15) 0.0356(6) Uani 1 1 d . . . . .
C30 C 0.86488(18) 0.35937(18) 0.98657(16) 0.0433(7) Uani 1 1 d . . . . .
H30 H 0.9218 0.3682 0.9650 0.052 Uiso 1 1 calc R U . . .
C31 C 0.8400(2) 0.42485(19) 1.04775(16) 0.0492(8) Uani 1 1 d . . . . .
C32 C 0.9055(2) 0.5096(2) 1.0783(2) 0.0742(10) Uani 1 1 d . . . . .
H32A H 0.8788 0.5471 1.1206 0.111 Uiso 1 1 calc R U . . .
H32B H 0.9145 0.5537 1.0328 0.111 Uiso 1 1 calc R U . . .
H32C H 0.9650 0.4819 1.1009 0.111 Uiso 1 1 calc R U . . .
C33 C 0.7549(2) 0.4108(2) 1.07746(17) 0.0561(8) Uani 1 1 d . . . . .
H33 H 0.7380 0.4544 1.1183 0.067 Uiso 1 1 calc R U . . .
C34 C 0.6929(2) 0.3341(2) 1.04919(17) 0.0527(8) Uani 1 1 d . . . . .
H34 H 0.6355 0.3260 1.0701 0.063 Uiso 1 1 calc R U . . .
C35 C 0.72007(18) 0.27063(18) 0.98909(15) 0.0386(6) Uani 1 1 d . . . . .
N1 N 1.03762(14) 0.20406(16) 0.98527(12) 0.0455(6) Uani 1 1 d . . . . .
H1 H 1.0875 0.2393 0.9817 0.055 Uiso 1 1 calc R U . . .
N2 N 0.80566(16) 0.36334(17) 0.70397(14) 0.0519(6) Uani 1 1 d . . . . .
H2A H 0.8037 0.4214 0.6798 0.062 Uiso 1 1 calc R U . . .
N3 N 0.67012(14) 0.18833(15) 0.94969(13) 0.0397(5) Uani 1 1 d . . . . .
O1 O 1.17710(13) 0.25124(15) 0.89385(11) 0.0562(5) Uani 1 1 d . . . . .
O2 O 1.14781(13) 0.22194(16) 0.75724(11) 0.0596(6) Uani 1 1 d . . . . .
O3 O 0.69736(12) 0.06604(13) 0.85542(11) 0.0504(5) Uani 1 1 d . . . . .
S1 S 0.88359(5) 0.04928(6) 1.00295(5) 0.0545(2) 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
C1 C6 1.391(4) . ?
C1 C2 1.392(4) . ?
C1 N1 1.392(3) . ?
C2 C3 1.375(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(4) . ?
C5 H5 0.9300 . ?
C6 S1 1.750(3) . ?
C7 C8 1.513(3) . ?
C7 C28 1.569(3) . ?
C7 S1 1.814(2) . ?
C7 H7 0.9800 . ?
C8 C9 1.356(3) . ?
C8 N1 1.362(3) . ?
C9 C10 1.428(4) . ?
C9 H9 0.9300 . ?
C10 O1 1.221(3) . ?
C10 O2 1.346(3) . ?
C11 O2 1.441(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.360(3) . ?
C12 C13 1.387(4) . ?
C12 C17 1.413(3) . ?
C13 C14 1.364(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.373(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.398(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.440(3) . ?
C18 C19 1.366(3) . ?
C18 C28 1.516(3) . ?
C19 N2 1.363(3) . ?
C19 H19 0.9300 . ?
C20 C25 1.377(4) . ?
C20 C21 1.390(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.364(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.374(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.507(4) . ?
C26 N3 1.456(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.222(3) . ?
C27 N3 1.356(3) . ?
C27 C28 1.546(3) . ?
C28 C29 1.509(3) . ?
C29 C35 1.384(3) . ?
C29 C30 1.389(3) . ?
C30 C31 1.392(4) . ?
C30 H30 0.9300 . ?
C31 C33 1.373(4) . ?
C31 C32 1.508(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.390(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.374(4) . ?
C34 H34 0.9300 . ?
C35 N3 1.413(3) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
C6 C1 C2 119.8(3) . . ?
C6 C1 N1 121.4(3) . . ?
C2 C1 N1 118.7(3) . . ?
C3 C2 C1 120.1(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 S1 121.4(2) . . ?
C5 C6 S1 119.2(3) . . ?
C8 C7 C28 115.07(19) . . ?
C8 C7 S1 112.46(16) . . ?
C28 C7 S1 112.27(17) . . ?
C8 C7 H7 105.3 . . ?
C28 C7 H7 105.3 . . ?
S1 C7 H7 105.3 . . ?
C9 C8 N1 121.8(2) . . ?
C9 C8 C7 119.9(2) . . ?
N1 C8 C7 118.3(2) . . ?
C8 C9 C10 123.2(2) . . ?
C8 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
O1 C10 O2 121.1(2) . . ?
O1 C10 C9 125.8(3) . . ?
O2 C10 C9 113.0(2) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 129.6(3) . . ?
N2 C12 C17 107.7(2) . . ?
C13 C12 C17 122.7(3) . . ?
C14 C13 C12 117.8(3) . . ?
C14 C13 H13 121.1 . . ?
C12 C13 H13 121.1 . . ?
C13 C14 C15 121.1(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 119.4(3) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C12 117.5(2) . . ?
C16 C17 C18 135.8(2) . . ?
C12 C17 C18 106.7(2) . . ?
C19 C18 C17 105.8(2) . . ?
C19 C18 C28 125.1(2) . . ?
C17 C18 C28 129.0(2) . . ?
N2 C19 C18 110.6(2) . . ?
N2 C19 H19 124.7 . . ?
C18 C19 H19 124.7 . . ?
C25 C20 C21 120.6(3) . . ?
C25 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 119.6(3) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 121.1(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C20 C25 C24 118.2(3) . . ?
C20 C25 C26 121.8(3) . . ?
C24 C25 C26 119.9(3) . . ?
N3 C26 C25 113.4(2) . . ?
N3 C26 H26A 108.9 . . ?
C25 C26 H26A 108.9 . . ?
N3 C26 H26B 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
O3 C27 N3 125.0(2) . . ?
O3 C27 C28 126.2(2) . . ?
N3 C27 C28 108.8(2) . . ?
C29 C28 C18 112.62(19) . . ?
C29 C28 C27 101.0(2) . . ?
C18 C28 C27 108.20(18) . . ?
C29 C28 C7 115.43(18) . . ?
C18 C28 C7 112.0(2) . . ?
C27 C28 C7 106.54(18) . . ?
C35 C29 C30 118.8(2) . . ?
C35 C29 C28 109.7(2) . . ?
C30 C29 C28 131.5(2) . . ?
C29 C30 C31 120.5(3) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C33 C31 C30 118.3(3) . . ?
C33 C31 C32 122.0(3) . . ?
C30 C31 C32 119.7(3) . . ?
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 . . ?
C31 C33 C34 122.8(3) . . ?
C31 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C35 C34 C33 117.2(3) . . ?
C35 C34 H34 121.4 . . ?
C33 C34 H34 121.4 . . ?
C34 C35 C29 122.3(2) . . ?
C34 C35 N3 128.3(3) . . ?
C29 C35 N3 109.4(2) . . ?
C8 N1 C1 128.9(2) . . ?
C8 N1 H1 115.5 . . ?
C1 N1 H1 115.5 . . ?
C12 N2 C19 109.2(2) . . ?
C12 N2 H2A 125.4 . . ?
C19 N2 H2A 125.4 . . ?
C27 N3 C35 110.9(2) . . ?
C27 N3 C26 124.0(2) . . ?
C35 N3 C26 124.8(2) . . ?
C10 O2 C11 116.7(2) . . ?
C6 S1 C7 101.80(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.03 2.692(3) 133.4 .
N2 H2A O3 0.86 2.00 2.846(3) 169.6 2_656

_refine_diff_density_max         0.250
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.047


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

data_3d
_database_code_depnum_ccdc_archive 'CCDC 2052971'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H20 F N3 O3 S, C2 H6 O '
_chemical_formula_sum            'C29 H26 F N3 O4 S'
_chemical_formula_weight         531.59

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   14.0329(15)
_cell_length_b                   11.9896(12)
_cell_length_c                   15.9331(15)
_cell_angle_alpha                90
_cell_angle_beta                 106.258(3)
_cell_angle_gamma                90
_cell_volume                     2573.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6434
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      23.62

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24070
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.412
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5054
_reflns_number_gt                3335
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+1.0783P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5054
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1137
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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_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
C1 C 0.91417(16) 0.84009(19) 1.05325(13) 0.0341(5) Uani 1 1 d . . . . .
C2 C 1.01334(17) 0.8671(2) 1.06511(15) 0.0427(6) Uani 1 1 d . . . . .
H2 H 1.0317 0.9414 1.0638 0.051 Uiso 1 1 calc R U . . .
C3 C 1.08456(18) 0.7853(2) 1.07876(17) 0.0518(7) Uani 1 1 d . . . . .
H3 H 1.1508 0.8044 1.0872 0.062 Uiso 1 1 calc R U . . .
C4 C 1.05762(18) 0.6750(2) 1.07992(17) 0.0515(7) Uani 1 1 d . . . . .
H4 H 1.1057 0.6196 1.0885 0.062 Uiso 1 1 calc R U . . .
C5 C 0.95988(17) 0.6465(2) 1.06840(15) 0.0437(6) Uani 1 1 d . . . . .
H5 H 0.9421 0.5719 1.0692 0.052 Uiso 1 1 calc R U . . .
C6 C 0.88769(16) 0.72890(19) 1.05555(14) 0.0350(5) Uani 1 1 d . . . . .
C7 C 0.70704(16) 0.76192(18) 1.02140(13) 0.0315(5) Uani 1 1 d . . . . .
C8 C 0.71532(15) 0.87234(17) 0.97908(13) 0.0291(5) Uani 1 1 d . . . . .
H8 H 0.6591 0.9167 0.9856 0.035 Uiso 1 1 calc R U . . .
C9 C 0.61879(17) 0.72832(19) 1.03285(14) 0.0361(5) Uani 1 1 d . . . . .
H9 H 0.5637 0.7743 1.0130 0.043 Uiso 1 1 calc R U . . .
C10 C 0.60715(18) 0.6246(2) 1.07438(14) 0.0387(6) Uani 1 1 d . . . . .
C11 C 0.4986(2) 0.5076(2) 1.12318(17) 0.0595(8) Uani 1 1 d . . . . .
H11A H 0.5171 0.4445 1.0941 0.089 Uiso 1 1 calc R U . . .
H11B H 0.4297 0.5020 1.1210 0.089 Uiso 1 1 calc R U . . .
H11C H 0.5382 0.5089 1.1830 0.089 Uiso 1 1 calc R U . . .
C12 C 0.71461(15) 0.99026(18) 0.84959(13) 0.0307(5) Uani 1 1 d . . . . .
C13 C 0.70327(15) 0.86851(17) 0.87832(13) 0.0289(5) Uani 1 1 d . . . . .
C14 C 0.78458(15) 0.81033(18) 0.84903(13) 0.0308(5) Uani 1 1 d . . . . .
C15 C 0.81522(17) 0.70018(19) 0.85341(15) 0.0384(6) Uani 1 1 d . . . . .
H15 H 0.7857 0.6458 0.8794 0.046 Uiso 1 1 calc R U . . .
C16 C 0.89130(18) 0.6745(2) 0.81770(16) 0.0459(6) Uani 1 1 d . . . . .
C17 C 0.93740(19) 0.7503(2) 0.77859(17) 0.0521(7) Uani 1 1 d . . . . .
H17 H 0.9889 0.7287 0.7561 0.063 Uiso 1 1 calc R U . . .
C18 C 0.90612(18) 0.8600(2) 0.77308(16) 0.0490(7) Uani 1 1 d . . . . .
H18 H 0.9358 0.9137 0.7467 0.059 Uiso 1 1 calc R U . . .
C19 C 0.82992(16) 0.88733(19) 0.80773(14) 0.0348(5) Uani 1 1 d . . . . .
C20 C 0.58108(17) 0.73700(19) 0.77445(14) 0.0363(5) Uani 1 1 d . . . . .
H20 H 0.6291 0.6906 0.7631 0.044 Uiso 1 1 calc R U . . .
C21 C 0.60028(15) 0.82725(17) 0.82915(13) 0.0297(5) Uani 1 1 d . . . . .
C22 C 0.50571(15) 0.87475(18) 0.82728(13) 0.0314(5) Uani 1 1 d . . . . .
C23 C 0.47162(16) 0.96762(19) 0.86489(14) 0.0364(6) Uani 1 1 d . . . . .
H23 H 0.5163 1.0125 0.9049 0.044 Uiso 1 1 calc R U . . .
C24 C 0.37221(18) 0.9913(2) 0.84204(16) 0.0458(6) Uani 1 1 d . . . . .
H24 H 0.3501 1.0528 0.8668 0.055 Uiso 1 1 calc R U . . .
C25 C 0.30325(19) 0.9252(2) 0.78241(18) 0.0532(7) Uani 1 1 d . . . . .
H25 H 0.2363 0.9442 0.7674 0.064 Uiso 1 1 calc R U . . .
C26 C 0.33271(18) 0.8330(2) 0.74573(17) 0.0507(7) Uani 1 1 d . . . . .
H26 H 0.2868 0.7882 0.7068 0.061 Uiso 1 1 calc R U . . .
C27 C 0.43340(17) 0.8086(2) 0.76862(15) 0.0377(6) Uani 1 1 d . . . . .
C28 C 0.8040(2) 0.2073(3) 0.6059(2) 0.0831(10) Uani 1 1 d . . . . .
H28A H 0.8536 0.1884 0.5762 0.100 Uiso 1 1 calc R U . . .
H28B H 0.8257 0.2751 0.6388 0.100 Uiso 1 1 calc R U . . .
C29 C 0.7085(3) 0.2307(4) 0.5384(2) 0.1057(13) Uani 1 1 d . . . . .
H29A H 0.6942 0.1712 0.4964 0.159 Uiso 1 1 calc R U . . .
H29B H 0.7139 0.2996 0.5095 0.159 Uiso 1 1 calc R U . . .
H29C H 0.6560 0.2362 0.5660 0.159 Uiso 1 1 calc R U . . .
F1 F 0.92307(12) 0.56648(13) 0.82275(11) 0.0696(5) Uani 1 1 d . . . . .
N1 N 0.78940(13) 0.69772(15) 1.04769(12) 0.0397(5) Uani 1 1 d . . . . .
H1 H 0.7803 0.6299 1.0611 0.048 Uiso 1 1 calc R U . . .
N2 N 0.78613(14) 0.99218(15) 0.80813(11) 0.0372(5) Uani 1 1 d . . . . .
H2A H 0.8029 1.0509 0.7847 0.045 Uiso 1 1 calc R U . . .
N3 N 0.48185(14) 0.72512(16) 0.73927(12) 0.0430(5) Uani 1 1 d . . . . .
H3A H 0.4538 0.6730 0.7039 0.052 Uiso 1 1 calc R U . . .
O1 O 0.67242(13) 0.55638(14) 1.10186(12) 0.0562(5) Uani 1 1 d . . . . .
O2 O 0.51488(12) 0.60913(14) 1.08007(11) 0.0486(4) Uani 1 1 d . . . . .
O3 O 0.66753(11) 1.07065(13) 0.86271(10) 0.0409(4) Uani 1 1 d . . . . .
O4 O 0.8012(2) 0.1243(2) 0.66299(16) 0.1039(9) Uani 1 1 d . . . . .
H4A H 0.7487 0.0902 0.6457 0.156 Uiso 1 1 calc R U . . .
S1 S 0.82544(4) 0.94613(5) 1.04152(4) 0.03699(17) 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
C1 C6 1.387(3) . ?
C1 C2 1.389(3) . ?
C1 S1 1.753(2) . ?
C2 C3 1.373(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.400(3) . ?
C7 N1 1.354(3) . ?
C7 C9 1.362(3) . ?
C7 C8 1.505(3) . ?
C8 C13 1.567(3) . ?
C8 S1 1.816(2) . ?
C8 H8 0.9800 . ?
C9 C10 1.439(3) . ?
C9 H9 0.9300 . ?
C10 O1 1.215(3) . ?
C10 O2 1.336(3) . ?
C11 O2 1.447(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 O3 1.219(3) . ?
C12 N2 1.347(3) . ?
C12 C13 1.551(3) . ?
C13 C14 1.518(3) . ?
C13 C21 1.521(3) . ?
C14 C15 1.385(3) . ?
C14 C19 1.387(3) . ?
C15 C16 1.378(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(4) . ?
C16 F1 1.364(3) . ?
C17 C18 1.381(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(3) . ?
C18 H18 0.9300 . ?
C19 N2 1.400(3) . ?
C20 N3 1.355(3) . ?
C20 C21 1.368(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.437(3) . ?
C22 C23 1.410(3) . ?
C22 C27 1.415(3) . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.397(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.367(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.388(3) . ?
C26 H26 0.9300 . ?
C27 N3 1.364(3) . ?
C28 O4 1.356(4) . ?
C28 C29 1.490(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
O4 H4A 0.8200 . ?

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
C6 C1 C2 119.1(2) . . ?
C6 C1 S1 120.83(17) . . ?
C2 C1 S1 120.02(18) . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.9(2) . . ?
C1 C6 N1 121.2(2) . . ?
C5 C6 N1 118.9(2) . . ?
N1 C7 C9 121.3(2) . . ?
N1 C7 C8 118.20(19) . . ?
C9 C7 C8 120.5(2) . . ?
C7 C8 C13 115.69(17) . . ?
C7 C8 S1 110.10(14) . . ?
C13 C8 S1 113.99(14) . . ?
C7 C8 H8 105.3 . . ?
C13 C8 H8 105.3 . . ?
S1 C8 H8 105.3 . . ?
C7 C9 C10 122.8(2) . . ?
C7 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
O1 C10 O2 121.9(2) . . ?
O1 C10 C9 125.2(2) . . ?
O2 C10 C9 112.9(2) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 N2 125.8(2) . . ?
O3 C12 C13 126.0(2) . . ?
N2 C12 C13 108.22(19) . . ?
C14 C13 C21 112.32(17) . . ?
C14 C13 C12 101.16(17) . . ?
C21 C13 C12 108.38(16) . . ?
C14 C13 C8 116.97(16) . . ?
C21 C13 C8 110.59(17) . . ?
C12 C13 C8 106.51(17) . . ?
C15 C14 C19 118.8(2) . . ?
C15 C14 C13 132.2(2) . . ?
C19 C14 C13 108.91(19) . . ?
C16 C15 C14 117.3(2) . . ?
C16 C15 H15 121.4 . . ?
C14 C15 H15 121.4 . . ?
C17 C16 F1 118.1(2) . . ?
C17 C16 C15 124.1(2) . . ?
F1 C16 C15 117.8(2) . . ?
C16 C17 C18 118.7(2) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C19 C18 C17 118.1(2) . . ?
C19 C18 H18 120.9 . . ?
C17 C18 H18 120.9 . . ?
C18 C19 C14 122.9(2) . . ?
C18 C19 N2 127.5(2) . . ?
C14 C19 N2 109.59(19) . . ?
N3 C20 C21 110.1(2) . . ?
N3 C20 H20 125.0 . . ?
C21 C20 H20 125.0 . . ?
C20 C21 C22 106.52(18) . . ?
C20 C21 C13 125.1(2) . . ?
C22 C21 C13 128.37(19) . . ?
C23 C22 C27 117.2(2) . . ?
C23 C22 C21 136.5(2) . . ?
C27 C22 C21 106.20(19) . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 121.6(2) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 117.8(2) . . ?
C25 C26 H26 121.1 . . ?
C27 C26 H26 121.1 . . ?
N3 C27 C26 129.3(2) . . ?
N3 C27 C22 107.68(19) . . ?
C26 C27 C22 123.0(2) . . ?
O4 C28 C29 115.6(3) . . ?
O4 C28 H28A 108.4 . . ?
C29 C28 H28A 108.4 . . ?
O4 C28 H28B 108.4 . . ?
C29 C28 H28B 108.4 . . ?
H28A C28 H28B 107.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C7 N1 C6 127.60(19) . . ?
C7 N1 H1 116.2 . . ?
C6 N1 H1 116.2 . . ?
C12 N2 C19 112.03(18) . . ?
C12 N2 H2A 124.0 . . ?
C19 N2 H2A 124.0 . . ?
C20 N3 C27 109.52(18) . . ?
C20 N3 H3A 125.2 . . ?
C27 N3 H3A 125.2 . . ?
C10 O2 C11 115.7(2) . . ?
C28 O4 H4A 109.5 . . ?
C1 S1 C8 100.09(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.01 2.666(2) 132.3 .
N2 H2A O4 0.86 2.12 2.859(3) 143.3 1_565
N3 H3A O3 0.86 2.13 2.925(2) 154.6 2_646
O4 H4A O1 0.82 2.07 2.815(3) 150.0 4_565

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_4d
_database_code_depnum_ccdc_archive 'CCDC 2052980'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H24 F N3 O3 S, C H2 Cl2'
_chemical_formula_sum            'C35 H26 Cl2 F N3 O3 S'
_chemical_formula_weight         658.55

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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

_cell_length_a                   11.690(3)
_cell_length_b                   16.755(5)
_cell_length_c                   15.859(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.458(10)
_cell_angle_gamma                90
_cell_volume                     3086.4(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3512
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      20.63

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_F_000             1360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.326
_shelx_estimated_absorpt_T_min   0.909
_shelx_estimated_absorpt_T_max   0.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5485
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29792
_diffrn_reflns_av_unetI/netI     0.1988
_diffrn_reflns_av_R_equivalents  0.2027
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.133
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6046
_reflns_number_gt                2542
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0900P)²+2.3978P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6046
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2346
_refine_ls_R_factor_gt           0.0880
_refine_ls_wR_factor_ref         0.2354
_refine_ls_wR_factor_gt          0.1763
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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_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
C1 C 0.3224(5) 0.1905(3) 1.1501(3) 0.0408(14) Uani 1 1 d . . . . .
C2 C 0.3436(5) 0.2524(3) 1.2084(4) 0.0538(16) Uani 1 1 d . . . . .
H2 H 0.3811 0.2980 1.1926 0.065 Uiso 1 1 calc R U . . .
C3 C 0.3108(6) 0.2478(4) 1.2881(4) 0.0609(18) Uani 1 1 d . . . . .
H3 H 0.3223 0.2907 1.3252 0.073 Uiso 1 1 calc R U . . .
C4 C 0.2602(6) 0.1785(4) 1.3129(4) 0.0674(19) Uani 1 1 d . . . . .
H4 H 0.2378 0.1748 1.3672 0.081 Uiso 1 1 calc R U . . .
C5 C 0.2425(5) 0.1146(4) 1.2580(3) 0.0536(16) Uani 1 1 d . . . . .
H5 H 0.2105 0.0676 1.2759 0.064 Uiso 1 1 calc R U . . .
C6 C 0.2727(4) 0.1206(3) 1.1759(3) 0.0372(13) Uani 1 1 d . . . . .
C7 C 0.3883(4) 0.0954(3) 1.0311(3) 0.0343(13) Uani 1 1 d . . . . .
H7 H 0.4492 0.0795 1.0754 0.041 Uiso 1 1 calc R U . . .
C8 C 0.2823(4) 0.0476(3) 1.0413(3) 0.0324(12) Uani 1 1 d . . . . .
C9 C 0.2307(4) -0.0028(3) 0.9805(3) 0.0332(13) Uani 1 1 d . . . . .
C10 C 0.1361(5) -0.0535(3) 1.0013(4) 0.0407(14) Uani 1 1 d . . . . .
C11 C 0.0033(5) -0.1540(3) 0.9513(4) 0.0564(17) Uani 1 1 d . . . . .
H11A H 0.0305 -0.1916 0.9947 0.085 Uiso 1 1 calc R U . . .
H11B H -0.0224 -0.1822 0.8999 0.085 Uiso 1 1 calc R U . . .
H11C H -0.0596 -0.1240 0.9692 0.085 Uiso 1 1 calc R U . . .
C12 C 0.5403(4) 0.0942(3) 0.8425(3) 0.0346(13) Uani 1 1 d . . . . .
C13 C 0.6276(5) 0.1132(3) 0.7937(4) 0.0488(15) Uani 1 1 d . . . . .
H13 H 0.6906 0.1440 0.8150 0.059 Uiso 1 1 calc R U . . .
C14 C 0.6164(5) 0.0842(4) 0.7117(4) 0.0560(17) Uani 1 1 d . . . . .
H14 H 0.6736 0.0952 0.6770 0.067 Uiso 1 1 calc R U . . .
C15 C 0.5208(6) 0.0385(4) 0.6794(4) 0.0557(17) Uani 1 1 d . . . . .
H15 H 0.5148 0.0208 0.6235 0.067 Uiso 1 1 calc R U . . .
C16 C 0.4354(5) 0.0193(3) 0.7296(3) 0.0420(14) Uani 1 1 d . . . . .
H16 H 0.3731 -0.0119 0.7080 0.050 Uiso 1 1 calc R U . . .
C17 C 0.4434(4) 0.0470(3) 0.8126(3) 0.0328(12) Uani 1 1 d . . . . .
C18 C 0.3745(4) 0.0390(3) 0.8825(3) 0.0297(12) Uani 1 1 d . . . . .
C19 C 0.4291(4) 0.0820(3) 0.9474(3) 0.0320(12) Uani 1 1 d . . . . .
C20 C 0.1980(6) -0.2012(4) 0.5868(4) 0.0661(18) Uani 1 1 d . . . . .
H20 H 0.1194 -0.2098 0.5869 0.079 Uiso 1 1 calc R U . . .
C21 C 0.2459(7) -0.2037(5) 0.5111(4) 0.084(2) Uani 1 1 d . . . . .
H21 H 0.1999 -0.2149 0.4607 0.101 Uiso 1 1 calc R U . . .
C22 C 0.3605(7) -0.1899(4) 0.5101(5) 0.073(2) Uani 1 1 d . . . . .
H22 H 0.3924 -0.1906 0.4589 0.087 Uiso 1 1 calc R U . . .
C23 C 0.4296(6) -0.1747(4) 0.5850(5) 0.0701(19) Uani 1 1 d . . . . .
H23 H 0.5080 -0.1657 0.5845 0.084 Uiso 1 1 calc R U . . .
C24 C 0.3816(6) -0.1732(3) 0.6599(4) 0.0592(17) Uani 1 1 d . . . . .
H24 H 0.4285 -0.1632 0.7102 0.071 Uiso 1 1 calc R U . . .
C25 C 0.2657(6) -0.1859(3) 0.6628(3) 0.0462(15) Uani 1 1 d . . . . .
C26 C 0.2137(5) -0.1856(3) 0.7456(3) 0.0515(16) Uani 1 1 d . . . . .
H26A H 0.1337 -0.2017 0.7352 0.062 Uiso 1 1 calc R U . . .
H26B H 0.2535 -0.2244 0.7836 0.062 Uiso 1 1 calc R U . . .
C27 C 0.2864(5) -0.0945(3) 0.8625(3) 0.0357(13) Uani 1 1 d . . . . .
C28 C 0.2655(4) -0.0070(3) 0.8906(3) 0.0296(12) Uani 1 1 d . . . . .
C29 C 0.1693(4) 0.0182(3) 0.8235(3) 0.0337(13) Uani 1 1 d . . . . .
C30 C 0.1051(5) 0.0871(3) 0.8148(4) 0.0486(15) Uani 1 1 d . . . . .
H30 H 0.1191 0.1290 0.8530 0.058 Uiso 1 1 calc R U . . .
C31 C 0.0202(5) 0.0920(4) 0.7483(4) 0.0561(17) Uani 1 1 d . . . . .
C32 C -0.0031(5) 0.0326(5) 0.6920(4) 0.0690(19) Uani 1 1 d . . . . .
H32 H -0.0629 0.0385 0.6485 0.083 Uiso 1 1 calc R U . . .
C33 C 0.0605(5) -0.0370(4) 0.6979(4) 0.0558(16) Uani 1 1 d . . . . .
H33 H 0.0461 -0.0779 0.6584 0.067 Uiso 1 1 calc R U . . .
C34 C 0.1467(5) -0.0435(3) 0.7650(3) 0.0397(13) Uani 1 1 d . . . . .
C35 C 0.2141(8) 0.0883(6) 0.5563(5) 0.116(3) Uani 1 1 d . . . . .
H35A H 0.2748 0.1278 0.5661 0.139 Uiso 1 1 calc R U . . .
H35B H 0.2001 0.0673 0.6112 0.139 Uiso 1 1 calc R U . . .
Cl1 Cl 0.2612(3) 0.0154(2) 0.5010(2) 0.1985(18) Uani 1 1 d . . . . .
Cl2 Cl 0.0934(2) 0.13510(17) 0.51373(15) 0.1351(10) Uani 1 1 d . . . . .
F1 F -0.0439(3) 0.1600(2) 0.7397(3) 0.0944(13) Uani 1 1 d . . . . .
N1 N 0.2444(4) 0.0573(2) 1.1186(3) 0.0422(11) Uani 1 1 d . . . . .
H1 H 0.1987 0.0213 1.1341 0.051 Uiso 1 1 calc R U . . .
N2 N 0.5279(4) 0.1162(2) 0.9250(3) 0.0384(11) Uani 1 1 d . . . . .
H2A H 0.5743 0.1462 0.9568 0.046 Uiso 1 1 calc R U . . .
N3 N 0.2200(4) -0.1080(2) 0.7867(3) 0.0390(11) Uani 1 1 d . . . . .
O1 O 0.0952(3) -0.0557(2) 1.0685(2) 0.0566(11) Uani 1 1 d . . . . .
O2 O 0.0948(3) -0.1008(2) 0.9363(2) 0.0459(10) Uani 1 1 d . . . . .
O3 O 0.3527(3) -0.1424(2) 0.8994(2) 0.0448(10) Uani 1 1 d . . . . .
S1 S 0.35519(14) 0.20034(8) 1.04569(9) 0.0476(5) 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
C1 C6 1.389(7) . ?
C1 C2 1.393(7) . ?
C1 S1 1.749(5) . ?
C2 C3 1.363(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(7) . ?
C5 H5 0.9300 . ?
C6 N1 1.413(6) . ?
C7 C19 1.478(7) . ?
C7 C8 1.500(7) . ?
C7 S1 1.820(5) . ?
C7 H7 0.9800 . ?
C8 N1 1.358(6) . ?
C8 C9 1.369(7) . ?
C9 C10 1.461(7) . ?
C9 C28 1.527(6) . ?
C10 O1 1.217(6) . ?
C10 O2 1.345(6) . ?
C11 O2 1.433(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 N2 1.382(6) . ?
C12 C13 1.387(7) . ?
C12 C17 1.418(7) . ?
C13 C14 1.380(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.403(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.447(7) . ?
C18 C19 1.356(6) . ?
C18 C28 1.508(6) . ?
C19 N2 1.372(6) . ?
C20 C21 1.382(8) . ?
C20 C25 1.389(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.362(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.383(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.370(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.377(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.509(7) . ?
C26 N3 1.451(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.220(6) . ?
C27 N3 1.374(6) . ?
C27 C28 1.560(7) . ?
C28 C29 1.518(7) . ?
C29 C30 1.375(7) . ?
C29 C34 1.395(7) . ?
C30 C31 1.367(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.345(8) . ?
C31 F1 1.362(6) . ?
C32 C33 1.382(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.385(7) . ?
C33 H33 0.9300 . ?
C34 N3 1.398(6) . ?
C35 Cl1 1.634(9) . ?
C35 Cl2 1.687(8) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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
C6 C1 C2 118.7(5) . . ?
C6 C1 S1 120.1(4) . . ?
C2 C1 S1 121.1(4) . . ?
C3 C2 C1 121.7(6) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 119.1(6) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 120.7(6) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.9(6) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 119.7(5) . . ?
C1 C6 N1 121.2(5) . . ?
C5 C6 N1 118.9(5) . . ?
C19 C7 C8 111.7(4) . . ?
C19 C7 S1 110.8(3) . . ?
C8 C7 S1 108.2(3) . . ?
C19 C7 H7 108.7 . . ?
C8 C7 H7 108.7 . . ?
S1 C7 H7 108.7 . . ?
N1 C8 C9 123.2(5) . . ?
N1 C8 C7 112.9(4) . . ?
C9 C8 C7 123.9(4) . . ?
C8 C9 C10 118.9(5) . . ?
C8 C9 C28 122.9(4) . . ?
C10 C9 C28 118.1(4) . . ?
O1 C10 O2 120.7(5) . . ?
O1 C10 C9 126.7(5) . . ?
O2 C10 C9 112.7(5) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C13 129.0(5) . . ?
N2 C12 C17 107.5(4) . . ?
C13 C12 C17 123.5(5) . . ?
C14 C13 C12 116.5(5) . . ?
C14 C13 H13 121.7 . . ?
C12 C13 H13 121.7 . . ?
C13 C14 C15 121.6(5) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C16 C15 C14 120.9(5) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 119.4(5) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C16 C17 C12 118.0(4) . . ?
C16 C17 C18 135.3(5) . . ?
C12 C17 C18 106.7(4) . . ?
C19 C18 C17 106.1(4) . . ?
C19 C18 C28 122.4(4) . . ?
C17 C18 C28 131.4(4) . . ?
C18 C19 N2 111.3(4) . . ?
C18 C19 C7 126.2(5) . . ?
N2 C19 C7 122.4(5) . . ?
C21 C20 C25 120.8(6) . . ?
C21 C20 H20 119.6 . . ?
C25 C20 H20 119.6 . . ?
C22 C21 C20 120.0(7) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.1(7) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 119.5(7) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 121.7(6) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C20 117.9(5) . . ?
C24 C25 C26 121.5(5) . . ?
C20 C25 C26 120.6(6) . . ?
N3 C26 C25 112.9(4) . . ?
N3 C26 H26A 109.0 . . ?
C25 C26 H26A 109.0 . . ?
N3 C26 H26B 109.0 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
O3 C27 N3 125.3(5) . . ?
O3 C27 C28 126.3(5) . . ?
N3 C27 C28 108.3(5) . . ?
C18 C28 C29 111.3(4) . . ?
C18 C28 C9 111.9(4) . . ?
C29 C28 C9 112.8(4) . . ?
C18 C28 C27 107.2(4) . . ?
C29 C28 C27 100.9(4) . . ?
C9 C28 C27 112.2(4) . . ?
C30 C29 C34 119.6(5) . . ?
C30 C29 C28 131.1(5) . . ?
C34 C29 C28 109.3(4) . . ?
C31 C30 C29 118.0(6) . . ?
C31 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
C32 C31 F1 119.0(6) . . ?
C32 C31 C30 122.9(6) . . ?
F1 C31 C30 118.1(6) . . ?
C31 C32 C33 120.8(6) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C33 C34 117.3(6) . . ?
C32 C33 H33 121.4 . . ?
C34 C33 H33 121.4 . . ?
C33 C34 C29 121.3(5) . . ?
C33 C34 N3 128.5(5) . . ?
C29 C34 N3 110.1(4) . . ?
Cl1 C35 Cl2 116.7(5) . . ?
Cl1 C35 H35A 108.1 . . ?
Cl2 C35 H35A 108.1 . . ?
Cl1 C35 H35B 108.1 . . ?
Cl2 C35 H35B 108.1 . . ?
H35A C35 H35B 107.3 . . ?
C8 N1 C6 126.5(4) . . ?
C8 N1 H1 116.7 . . ?
C6 N1 H1 116.7 . . ?
C19 N2 C12 108.4(4) . . ?
C19 N2 H2A 125.8 . . ?
C12 N2 H2A 125.8 . . ?
C27 N3 C34 111.0(4) . . ?
C27 N3 C26 122.3(5) . . ?
C34 N3 C26 125.6(5) . . ?
C10 O2 C11 116.8(4) . . ?
C1 S1 C7 95.8(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C11 H11C N1 0.96 2.68 3.393(7) 131.6 3_557
N1 H1 O1 0.86 1.98 2.636(6) 132.0 .
N2 H2A O3 0.86 2.34 3.004(6) 133.8 3_657

_refine_diff_density_max         0.621
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.070

