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

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

data_ga_210720ca_a
_database_code_depnum_ccdc_archive 'CCDC 2294393'
loop_
_audit_author_name
_audit_author_address
'Renhua Fan' 'Fudan University'
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H25 N O3 S'
_chemical_formula_weight         431.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   15.5963(5)
_cell_length_b                   8.0239(2)
_cell_length_c                   17.6239(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2205.51(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9867
_cell_measurement_theta_min      4.93
_cell_measurement_theta_max      56.94

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.995
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.611
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\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            28059
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.934
_diffrn_reflns_theta_max         56.496
_diffrn_reflns_theta_full        53.594
_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 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4371
_reflns_number_gt                4038
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    0.982

_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0343P)²+0.2721P] 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 1781 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.055(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4371
_refine_ls_number_parameters     282
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0694
_refine_ls_wR_factor_gt          0.0668
_refine_ls_goodness_of_fit_ref   1.038
_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
S1 S 0.39391(3) 0.21373(6) 0.51319(4) 0.03017(14) Uani 1 1 d . . . . .
O1 O 0.42645(11) 0.06042(19) 0.48453(10) 0.0377(4) Uani 1 1 d . . . . .
O2 O 0.30827(11) 0.2209(2) 0.54100(11) 0.0393(4) Uani 1 1 d . . . . .
O3 O 0.72675(11) 0.4540(2) 0.32184(11) 0.0413(4) Uani 1 1 d . . . . .
N1 N 0.40222(12) 0.3573(2) 0.44176(11) 0.0280(4) Uani 1 1 d . . . . .
C1 C 0.38856(15) 0.5255(3) 0.46961(13) 0.0284(5) Uani 1 1 d . . . . .
C2 C 0.45963(15) 0.6178(3) 0.45752(13) 0.0295(5) Uani 1 1 d . . . . .
H2 H 0.466729 0.731246 0.471624 0.035 Uiso 1 1 calc R U . . .
C3 C 0.52273(14) 0.5172(3) 0.41995(13) 0.0275(5) Uani 1 1 d . . . . .
C4 C 0.60482(15) 0.5539(3) 0.39298(13) 0.0306(5) Uani 1 1 d . . . . .
H4 H 0.630907 0.658680 0.402720 0.037 Uiso 1 1 calc R U . . .
C5 C 0.64648(14) 0.4331(3) 0.35190(13) 0.0306(5) Uani 1 1 d . . . . .
C6 C 0.60693(15) 0.2810(3) 0.33254(13) 0.0302(5) Uani 1 1 d . . . . .
C7 C 0.65323(17) 0.1705(3) 0.27654(16) 0.0427(6) Uani 1 1 d . . . . .
H7A H 0.709474 0.139038 0.298297 0.051 Uiso 1 1 calc R U . . .
H7B H 0.664266 0.235143 0.229708 0.051 Uiso 1 1 calc R U . . .
C8 C 0.60512(19) 0.0127(4) 0.25556(19) 0.0509(7) Uani 1 1 d . . . . .
H8A H 0.626527 -0.029593 0.206320 0.061 Uiso 1 1 calc R U . . .
H8B H 0.615804 -0.073791 0.294472 0.061 Uiso 1 1 calc R U . . .
C9 C 0.5100(2) 0.0454(4) 0.24990(18) 0.0486(7) Uani 1 1 d . . . . .
H9A H 0.480174 -0.056116 0.231947 0.058 Uiso 1 1 calc R U . . .
H9B H 0.499081 0.136042 0.213028 0.058 Uiso 1 1 calc R U . . .
C10 C 0.47616(17) 0.0950(3) 0.32777(16) 0.0380(6) Uani 1 1 d . . . . .
H10A H 0.414493 0.122911 0.323853 0.046 Uiso 1 1 calc R U . . .
H10B H 0.482115 -0.000227 0.363111 0.046 Uiso 1 1 calc R U . . .
C11 C 0.52481(16) 0.2438(3) 0.35888(14) 0.0303(5) Uani 1 1 d . . . . .
C12 C 0.48650(14) 0.3611(3) 0.40696(13) 0.0273(5) Uani 1 1 d . . . . .
C13 C 0.46392(15) 0.2891(3) 0.58331(14) 0.0292(5) Uani 1 1 d . . . . .
C14 C 0.55178(15) 0.2690(3) 0.57398(15) 0.0327(5) Uani 1 1 d . . . . .
H14 H 0.573500 0.212998 0.530545 0.039 Uiso 1 1 calc R U . . .
C15 C 0.60730(16) 0.3305(3) 0.62803(14) 0.0344(6) Uani 1 1 d . . . . .
H15 H 0.667322 0.316002 0.621639 0.041 Uiso 1 1 calc R U . . .
C16 C 0.57677(16) 0.4133(3) 0.69152(14) 0.0329(5) Uani 1 1 d . . . . .
C17 C 0.48852(16) 0.4338(3) 0.69946(15) 0.0366(6) Uani 1 1 d . . . . .
H17 H 0.466841 0.490769 0.742629 0.044 Uiso 1 1 calc R U . . .
C18 C 0.43185(16) 0.3730(3) 0.64596(14) 0.0338(5) Uani 1 1 d . . . . .
H18 H 0.371843 0.388492 0.651993 0.041 Uiso 1 1 calc R U . . .
C19 C 0.63687(18) 0.4809(4) 0.75029(17) 0.0447(6) Uani 1 1 d . . . . .
H19A H 0.695817 0.449503 0.737380 0.067 Uiso 1 1 calc R U . . .
H19B H 0.621955 0.434753 0.800053 0.067 Uiso 1 1 calc R U . . .
H19C H 0.632135 0.602623 0.751855 0.067 Uiso 1 1 calc R U . . .
C20 C 0.30637(14) 0.5820(3) 0.50087(13) 0.0296(5) Uani 1 1 d . . . . .
C21 C 0.22826(15) 0.5204(3) 0.47443(15) 0.0365(6) Uani 1 1 d . . . . .
H21 H 0.227271 0.433403 0.437876 0.044 Uiso 1 1 calc R U . . .
C22 C 0.15203(15) 0.5864(3) 0.50161(18) 0.0441(7) Uani 1 1 d . . . . .
H22 H 0.098897 0.544667 0.483361 0.053 Uiso 1 1 calc R U . . .
C23 C 0.15277(18) 0.7124(4) 0.55495(18) 0.0484(7) Uani 1 1 d . . . . .
H23 H 0.100252 0.756069 0.573648 0.058 Uiso 1 1 calc R U . . .
C24 C 0.23006(18) 0.7751(4) 0.58129(18) 0.0482(7) Uani 1 1 d . . . . .
H24 H 0.230727 0.862432 0.617694 0.058 Uiso 1 1 calc R U . . .
C25 C 0.30641(16) 0.7095(3) 0.55410(15) 0.0368(6) Uani 1 1 d . . . . .
H25 H 0.359402 0.752431 0.572132 0.044 Uiso 1 1 calc R U . . .
C26 C 0.76737(18) 0.6095(4) 0.3358(2) 0.0587(9) Uani 1 1 d . . . . .
H26A H 0.730184 0.700143 0.318283 0.088 Uiso 1 1 calc R U . . .
H26B H 0.821997 0.613788 0.308370 0.088 Uiso 1 1 calc R U . . .
H26C H 0.777953 0.621820 0.390303 0.088 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4234(17) . ?
S1 O2 1.4239(17) . ?
S1 N1 1.7114(19) . ?
S1 C13 1.757(2) . ?
O3 C5 1.370(3) . ?
O3 C26 1.420(3) . ?
N1 C12 1.451(3) . ?
N1 C1 1.452(3) . ?
C1 C2 1.350(3) . ?
C1 C20 1.467(3) . ?
C2 C3 1.435(3) . ?
C2 H2 0.9500 . ?
C3 C12 1.393(3) . ?
C3 C4 1.397(3) . ?
C4 C5 1.373(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.409(3) . ?
C6 C11 1.395(3) . ?
C6 C7 1.511(3) . ?
C7 C8 1.517(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.510(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.523(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.517(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.400(3) . ?
C13 C18 1.386(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.379(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(3) . ?
C16 C19 1.499(4) . ?
C17 C18 1.381(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C25 1.388(3) . ?
C20 C21 1.395(3) . ?
C21 C22 1.387(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 119.44(10) . . ?
O1 S1 N1 107.09(10) . . ?
O2 S1 N1 107.29(10) . . ?
O1 S1 C13 109.00(11) . . ?
O2 S1 C13 109.08(11) . . ?
N1 S1 C13 103.80(10) . . ?
C5 O3 C26 116.6(2) . . ?
C12 N1 C1 104.87(17) . . ?
C12 N1 S1 113.18(15) . . ?
C1 N1 S1 111.47(15) . . ?
C2 C1 N1 109.64(19) . . ?
C2 C1 C20 127.4(2) . . ?
N1 C1 C20 122.85(19) . . ?
C1 C2 C3 109.11(19) . . ?
C1 C2 H2 125.4 . . ?
C3 C2 H2 125.4 . . ?
C12 C3 C4 120.3(2) . . ?
C12 C3 C2 107.67(19) . . ?
C4 C3 C2 131.8(2) . . ?
C5 C4 C3 117.7(2) . . ?
C5 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
O3 C5 C4 123.4(2) . . ?
O3 C5 C6 114.4(2) . . ?
C4 C5 C6 122.1(2) . . ?
C11 C6 C5 120.4(2) . . ?
C11 C6 C7 122.1(2) . . ?
C5 C6 C7 117.2(2) . . ?
C6 C7 C8 114.4(2) . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C7 110.9(2) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.0 . . ?
C8 C9 C10 109.0(2) . . ?
C8 C9 H9A 109.9 . . ?
C10 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
C10 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C11 C10 C9 111.0(2) . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C6 C11 C12 116.7(2) . . ?
C6 C11 C10 120.5(2) . . ?
C12 C11 C10 122.3(2) . . ?
C3 C12 C11 122.1(2) . . ?
C3 C12 N1 108.46(19) . . ?
C11 C12 N1 128.9(2) . . ?
C18 C13 C14 120.4(2) . . ?
C18 C13 S1 120.22(19) . . ?
C14 C13 S1 119.31(18) . . ?
C15 C14 C13 119.7(2) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.9(2) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C17 118.5(2) . . ?
C15 C16 C19 121.1(2) . . ?
C17 C16 C19 120.4(2) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C13 118.9(2) . . ?
C17 C18 H18 120.5 . . ?
C13 C18 H18 120.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 119.2(2) . . ?
C25 C20 C1 118.8(2) . . ?
C21 C20 C1 121.9(2) . . ?
C22 C21 C20 119.9(2) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C23 C22 C21 120.5(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.1(2) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 119.5(3) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C20 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C12 -49.49(18) . . . . ?
O2 S1 N1 C12 -178.85(15) . . . . ?
C13 S1 N1 C12 65.75(17) . . . . ?
O1 S1 N1 C1 -167.42(15) . . . . ?
O2 S1 N1 C1 63.22(17) . . . . ?
C13 S1 N1 C1 -52.19(16) . . . . ?
C12 N1 C1 C2 -3.8(2) . . . . ?
S1 N1 C1 C2 118.98(18) . . . . ?
C12 N1 C1 C20 172.4(2) . . . . ?
S1 N1 C1 C20 -64.8(2) . . . . ?
N1 C1 C2 C3 1.2(3) . . . . ?
C20 C1 C2 C3 -174.8(2) . . . . ?
C1 C2 C3 C12 2.1(3) . . . . ?
C1 C2 C3 C4 177.7(2) . . . . ?
C12 C3 C4 C5 1.8(3) . . . . ?
C2 C3 C4 C5 -173.2(2) . . . . ?
C26 O3 C5 C4 0.8(4) . . . . ?
C26 O3 C5 C6 176.3(3) . . . . ?
C3 C4 C5 O3 179.4(2) . . . . ?
C3 C4 C5 C6 4.2(4) . . . . ?
O3 C5 C6 C11 -179.6(2) . . . . ?
C4 C5 C6 C11 -4.0(4) . . . . ?
O3 C5 C6 C7 -5.5(3) . . . . ?
C4 C5 C6 C7 170.0(2) . . . . ?
C11 C6 C7 C8 -3.4(4) . . . . ?
C5 C6 C7 C8 -177.3(2) . . . . ?
C6 C7 C8 C9 37.4(4) . . . . ?
C7 C8 C9 C10 -64.3(3) . . . . ?
C8 C9 C10 C11 55.9(3) . . . . ?
C5 C6 C11 C12 -2.4(3) . . . . ?
C7 C6 C11 C12 -176.1(2) . . . . ?
C5 C6 C11 C10 169.6(2) . . . . ?
C7 C6 C11 C10 -4.1(4) . . . . ?
C9 C10 C11 C6 -22.4(3) . . . . ?
C9 C10 C11 C12 149.1(2) . . . . ?
C4 C3 C12 C11 -8.5(3) . . . . ?
C2 C3 C12 C11 167.7(2) . . . . ?
C4 C3 C12 N1 179.3(2) . . . . ?
C2 C3 C12 N1 -4.5(3) . . . . ?
C6 C11 C12 C3 8.5(3) . . . . ?
C10 C11 C12 C3 -163.3(2) . . . . ?
C6 C11 C12 N1 179.0(2) . . . . ?
C10 C11 C12 N1 7.2(4) . . . . ?
C1 N1 C12 C3 5.1(2) . . . . ?
S1 N1 C12 C3 -116.61(17) . . . . ?
C1 N1 C12 C11 -166.4(2) . . . . ?
S1 N1 C12 C11 71.9(3) . . . . ?
O1 S1 C13 C18 -144.72(18) . . . . ?
O2 S1 C13 C18 -12.7(2) . . . . ?
N1 S1 C13 C18 101.41(19) . . . . ?
O1 S1 C13 C14 37.5(2) . . . . ?
O2 S1 C13 C14 169.55(18) . . . . ?
N1 S1 C13 C14 -76.32(19) . . . . ?
C18 C13 C14 C15 1.0(3) . . . . ?
S1 C13 C14 C15 178.78(19) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C14 C15 C16 C19 -179.8(2) . . . . ?
C15 C16 C17 C18 0.3(4) . . . . ?
C19 C16 C17 C18 179.8(2) . . . . ?
C16 C17 C18 C13 0.4(4) . . . . ?
C14 C13 C18 C17 -1.0(3) . . . . ?
S1 C13 C18 C17 -178.75(19) . . . . ?
C2 C1 C20 C25 -32.1(4) . . . . ?
N1 C1 C20 C25 152.4(2) . . . . ?
C2 C1 C20 C21 142.9(3) . . . . ?
N1 C1 C20 C21 -32.6(3) . . . . ?
C25 C20 C21 C22 -0.2(4) . . . . ?
C1 C20 C21 C22 -175.1(2) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C22 C23 C24 0.7(4) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C24 C25 C20 0.0(4) . . . . ?
C21 C20 C25 C24 0.3(4) . . . . ?
C1 C20 C25 C24 175.4(2) . . . . ?

_refine_diff_density_max         0.137
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.037



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

data_ga_210720b_a
_database_code_depnum_ccdc_archive 'CCDC 2294394'
loop_
_audit_author_name
_audit_author_address
'Renhua Fan' 'Fudan University'
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N O3 S'
_chemical_formula_weight         417.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 '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                   17.6632(6)
_cell_length_b                   6.9882(2)
_cell_length_c                   18.3317(6)
_cell_angle_alpha                90
_cell_angle_beta                 116.1500(10)
_cell_angle_gamma                90
_cell_volume                     2031.15(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9939
_cell_measurement_theta_min      4.68
_cell_measurement_theta_max      58.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.069
_shelx_estimated_absorpt_T_min   0.856
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.646
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\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            31495
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.676
_diffrn_reflns_theta_max         57.999
_diffrn_reflns_theta_full        53.594
_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             4285
_reflns_number_gt                3687
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0390P)²+1.0788P] 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-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4285
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0969
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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
S1 S 0.51713(2) 0.46771(5) 0.37331(2) 0.02330(12) Uani 1 1 d . . . . .
O1 O 0.51787(7) 0.66417(16) 0.39492(7) 0.0294(3) Uani 1 1 d . . . . .
O2 O 0.43950(7) 0.37549(17) 0.32358(7) 0.0312(3) Uani 1 1 d . . . . .
O3 O 0.86283(8) 0.3661(2) 0.36611(10) 0.0533(4) Uani 1 1 d . . . . .
N1 N 0.57751(8) 0.45478(18) 0.32300(7) 0.0225(3) Uani 1 1 d . . . . .
C1 C 0.58274(10) 0.2810(2) 0.28401(9) 0.0242(3) Uani 1 1 d . . . . .
C2 C 0.66302(10) 0.2556(2) 0.29608(10) 0.0277(3) Uani 1 1 d . . . . .
H2 H 0.682548 0.151687 0.275546 0.033 Uiso 1 1 calc R U . . .
C3 C 0.71499(10) 0.4104(2) 0.34500(9) 0.0243(3) Uani 1 1 d . . . . .
C4 C 0.80059(10) 0.4648(2) 0.37486(10) 0.0306(4) Uani 1 1 d . . . . .
C5 C 0.82664(10) 0.6337(2) 0.41866(10) 0.0301(4) Uani 1 1 d . . . . .
C6 C 0.91383(12) 0.7198(3) 0.45501(14) 0.0491(5) Uani 1 1 d . . . . .
H6A H 0.931325 0.751675 0.412049 0.059 Uiso 1 1 calc R U . . .
H6B H 0.955409 0.629946 0.493894 0.059 Uiso 1 1 calc R U . . .
C7 C 0.90681(11) 0.8988(3) 0.49801(13) 0.0432(5) Uani 1 1 d . . . . .
H7A H 0.925475 1.011479 0.477479 0.052 Uiso 1 1 calc R U . . .
H7B H 0.943182 0.887531 0.557143 0.052 Uiso 1 1 calc R U . . .
C8 C 0.81468(10) 0.9231(2) 0.48188(11) 0.0315(4) Uani 1 1 d . . . . .
H8A H 0.809679 0.929367 0.533531 0.038 Uiso 1 1 calc R U . . .
H8B H 0.790385 1.041100 0.450312 0.038 Uiso 1 1 calc R U . . .
C9 C 0.77088(10) 0.7481(2) 0.43384(9) 0.0248(3) Uani 1 1 d . . . . .
C10 C 0.68664(10) 0.7011(2) 0.40586(9) 0.0242(3) Uani 1 1 d . . . . .
H10 H 0.648587 0.779819 0.416184 0.029 Uiso 1 1 calc R U . . .
C11 C 0.66086(9) 0.5324(2) 0.36187(9) 0.0219(3) Uani 1 1 d . . . . .
C12 C 0.57280(9) 0.3322(2) 0.46126(9) 0.0232(3) Uani 1 1 d . . . . .
C13 C 0.56374(11) 0.1345(2) 0.45789(10) 0.0302(4) Uani 1 1 d . . . . .
H13 H 0.527081 0.072969 0.408699 0.036 Uiso 1 1 calc R U . . .
C14 C 0.60906(12) 0.0289(2) 0.52746(11) 0.0354(4) Uani 1 1 d . . . . .
H14 H 0.603166 -0.106382 0.525519 0.042 Uiso 1 1 calc R U . . .
C15 C 0.66292(11) 0.1154(3) 0.60000(10) 0.0332(4) Uani 1 1 d . . . . .
C16 C 0.67031(11) 0.3134(3) 0.60155(10) 0.0340(4) Uani 1 1 d . . . . .
H16 H 0.706549 0.375019 0.650877 0.041 Uiso 1 1 calc R U . . .
C17 C 0.62620(10) 0.4226(2) 0.53304(10) 0.0296(4) Uani 1 1 d . . . . .
H17 H 0.632290 0.557841 0.534972 0.036 Uiso 1 1 calc R U . . .
C18 C 0.71049(15) -0.0014(3) 0.67564(12) 0.0527(5) Uani 1 1 d . . . . .
H18A H 0.682965 0.010375 0.711611 0.079 Uiso 1 1 calc R U . . .
H18B H 0.768607 0.045501 0.703763 0.079 Uiso 1 1 calc R U . . .
H18C H 0.710844 -0.135943 0.660772 0.079 Uiso 1 1 calc R U . . .
C19 C 0.50742(9) 0.1688(2) 0.23179(9) 0.0247(3) Uani 1 1 d . . . . .
C20 C 0.44052(10) 0.2549(2) 0.16642(10) 0.0315(4) Uani 1 1 d . . . . .
H20 H 0.442782 0.387551 0.156135 0.038 Uiso 1 1 calc R U . . .
C21 C 0.37115(11) 0.1486(3) 0.11668(11) 0.0366(4) Uani 1 1 d . . . . .
H21 H 0.326331 0.207676 0.071669 0.044 Uiso 1 1 calc R U . . .
C22 C 0.36647(11) -0.0437(3) 0.13197(11) 0.0373(4) Uani 1 1 d . . . . .
H22 H 0.317984 -0.115882 0.098355 0.045 Uiso 1 1 calc R U . . .
C23 C 0.43238(12) -0.1301(3) 0.19614(12) 0.0404(4) Uani 1 1 d . . . . .
H23 H 0.429379 -0.262306 0.206690 0.049 Uiso 1 1 calc R U . . .
C24 C 0.50314(11) -0.0249(2) 0.24543(10) 0.0323(4) Uani 1 1 d . . . . .
H24 H 0.548937 -0.086025 0.288807 0.039 Uiso 1 1 calc R U . . .
C25 C 0.84257(12) 0.2166(3) 0.30916(12) 0.0392(4) Uani 1 1 d . . . . .
H25A H 0.820195 0.107809 0.327287 0.059 Uiso 1 1 calc R U . . .
H25B H 0.893386 0.176949 0.304340 0.059 Uiso 1 1 calc R U . . .
H25C H 0.800004 0.260969 0.256206 0.059 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4230(11) . ?
S1 O1 1.4274(12) . ?
S1 N1 1.6920(13) . ?
S1 C12 1.7510(16) . ?
O3 C4 1.3659(19) . ?
O3 C25 1.407(2) . ?
N1 C11 1.4300(18) . ?
N1 C1 1.4326(19) . ?
C1 C2 1.347(2) . ?
C1 C19 1.476(2) . ?
C2 C3 1.446(2) . ?
C2 H2 0.9500 . ?
C3 C11 1.413(2) . ?
C3 C4 1.414(2) . ?
C4 C5 1.387(2) . ?
C5 C9 1.389(2) . ?
C5 C6 1.508(2) . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.530(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.506(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.383(2) . ?
C10 C11 1.387(2) . ?
C10 H10 0.9500 . ?
C12 C17 1.388(2) . ?
C12 C13 1.389(2) . ?
C13 C14 1.383(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(3) . ?
C15 C18 1.506(3) . ?
C16 C17 1.380(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.384(2) . ?
C19 C20 1.395(2) . ?
C20 C21 1.379(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.382(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.377(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.387(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

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
O2 S1 O1 120.11(7) . . ?
O2 S1 N1 106.72(7) . . ?
O1 S1 N1 105.77(6) . . ?
O2 S1 C12 109.66(7) . . ?
O1 S1 C12 109.39(7) . . ?
N1 S1 C12 103.88(7) . . ?
C4 O3 C25 120.49(14) . . ?
C11 N1 C1 106.97(12) . . ?
C11 N1 S1 117.77(10) . . ?
C1 N1 S1 120.78(10) . . ?
C2 C1 N1 108.92(13) . . ?
C2 C1 C19 128.25(14) . . ?
N1 C1 C19 122.43(13) . . ?
C1 C2 C3 109.74(14) . . ?
C1 C2 H2 125.1 . . ?
C3 C2 H2 125.1 . . ?
C11 C3 C4 117.66(14) . . ?
C11 C3 C2 106.33(13) . . ?
C4 C3 C2 135.98(14) . . ?
O3 C4 C5 114.75(14) . . ?
O3 C4 C3 126.68(15) . . ?
C5 C4 C3 118.56(14) . . ?
C4 C5 C9 121.49(14) . . ?
C4 C5 C6 127.54(15) . . ?
C9 C5 C6 110.97(15) . . ?
C5 C6 C7 104.96(15) . . ?
C5 C6 H6A 110.8 . . ?
C7 C6 H6A 110.8 . . ?
C5 C6 H6B 110.8 . . ?
C7 C6 H6B 110.8 . . ?
H6A C6 H6B 108.8 . . ?
C6 C7 C8 108.40(14) . . ?
C6 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
C6 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
C9 C8 C7 104.56(14) . . ?
C9 C8 H8A 110.8 . . ?
C7 C8 H8A 110.8 . . ?
C9 C8 H8B 110.8 . . ?
C7 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
C10 C9 C5 122.06(15) . . ?
C10 C9 C8 126.98(14) . . ?
C5 C9 C8 110.96(14) . . ?
C9 C10 C11 116.22(14) . . ?
C9 C10 H10 121.9 . . ?
C11 C10 H10 121.9 . . ?
C10 C11 C3 124.02(14) . . ?
C10 C11 N1 127.91(13) . . ?
C3 C11 N1 108.01(13) . . ?
C17 C12 C13 120.79(15) . . ?
C17 C12 S1 119.85(12) . . ?
C13 C12 S1 119.35(12) . . ?
C14 C13 C12 118.77(15) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 121.69(16) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C16 118.20(16) . . ?
C14 C15 C18 121.01(17) . . ?
C16 C15 C18 120.78(17) . . ?
C17 C16 C15 121.46(16) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C12 119.09(15) . . ?
C16 C17 H17 120.5 . . ?
C12 C17 H17 120.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 118.95(15) . . ?
C24 C19 C1 120.51(14) . . ?
C20 C19 C1 120.51(14) . . ?
C21 C20 C19 120.31(16) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 120.35(16) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 119.72(16) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 120.23(17) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 120.40(16) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C11 -177.92(11) . . . . ?
O1 S1 N1 C11 53.09(12) . . . . ?
C12 S1 N1 C11 -62.07(12) . . . . ?
O2 S1 N1 C1 -43.69(13) . . . . ?
O1 S1 N1 C1 -172.68(11) . . . . ?
C12 S1 N1 C1 72.16(12) . . . . ?
C11 N1 C1 C2 -1.49(16) . . . . ?
S1 N1 C1 C2 -139.97(12) . . . . ?
C11 N1 C1 C19 -174.78(13) . . . . ?
S1 N1 C1 C19 46.74(18) . . . . ?
N1 C1 C2 C3 1.00(18) . . . . ?
C19 C1 C2 C3 173.78(15) . . . . ?
C1 C2 C3 C11 -0.11(18) . . . . ?
C1 C2 C3 C4 -177.74(18) . . . . ?
C25 O3 C4 C5 -166.16(17) . . . . ?
C25 O3 C4 C3 14.6(3) . . . . ?
C11 C3 C4 O3 179.09(17) . . . . ?
C2 C3 C4 O3 -3.5(3) . . . . ?
C11 C3 C4 C5 -0.1(2) . . . . ?
C2 C3 C4 C5 177.34(17) . . . . ?
O3 C4 C5 C9 -178.91(16) . . . . ?
C3 C4 C5 C9 0.4(3) . . . . ?
O3 C4 C5 C6 1.5(3) . . . . ?
C3 C4 C5 C6 -179.22(18) . . . . ?
C4 C5 C6 C7 -178.11(18) . . . . ?
C9 C5 C6 C7 2.3(2) . . . . ?
C5 C6 C7 C8 -3.7(2) . . . . ?
C6 C7 C8 C9 3.7(2) . . . . ?
C4 C5 C9 C10 -0.4(3) . . . . ?
C6 C5 C9 C10 179.22(16) . . . . ?
C4 C5 C9 C8 -179.59(16) . . . . ?
C6 C5 C9 C8 0.1(2) . . . . ?
C7 C8 C9 C10 178.56(16) . . . . ?
C7 C8 C9 C5 -2.33(19) . . . . ?
C5 C9 C10 C11 0.2(2) . . . . ?
C8 C9 C10 C11 179.22(15) . . . . ?
C9 C10 C11 C3 0.1(2) . . . . ?
C9 C10 C11 N1 -176.84(14) . . . . ?
C4 C3 C11 C10 -0.1(2) . . . . ?
C2 C3 C11 C10 -178.27(14) . . . . ?
C4 C3 C11 N1 177.32(13) . . . . ?
C2 C3 C11 N1 -0.82(16) . . . . ?
C1 N1 C11 C10 178.73(14) . . . . ?
S1 N1 C11 C10 -41.33(19) . . . . ?
C1 N1 C11 C3 1.41(16) . . . . ?
S1 N1 C11 C3 141.35(11) . . . . ?
O2 S1 C12 C17 -149.87(12) . . . . ?
O1 S1 C12 C17 -16.20(14) . . . . ?
N1 S1 C12 C17 96.37(13) . . . . ?
O2 S1 C12 C13 31.02(15) . . . . ?
O1 S1 C12 C13 164.69(12) . . . . ?
N1 S1 C12 C13 -82.74(13) . . . . ?
C17 C12 C13 C14 -0.1(2) . . . . ?
S1 C12 C13 C14 179.00(13) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C13 C14 C15 C18 178.76(18) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C18 C15 C16 C17 -179.05(17) . . . . ?
C15 C16 C17 C12 0.5(3) . . . . ?
C13 C12 C17 C16 -0.2(2) . . . . ?
S1 C12 C17 C16 -179.28(13) . . . . ?
C2 C1 C19 C24 60.3(2) . . . . ?
N1 C1 C19 C24 -127.80(16) . . . . ?
C2 C1 C19 C20 -117.77(19) . . . . ?
N1 C1 C19 C20 54.1(2) . . . . ?
C24 C19 C20 C21 0.4(3) . . . . ?
C1 C19 C20 C21 178.50(16) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C23 -1.5(3) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C20 C19 C24 C23 -1.7(3) . . . . ?
C1 C19 C24 C23 -179.84(16) . . . . ?
C22 C23 C24 C19 1.5(3) . . . . ?

_refine_diff_density_max         0.293
_refine_diff_density_min         -0.358
_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_ga_221026b_a
_database_code_depnum_ccdc_archive 'CCDC 2294395'
loop_
_audit_author_name
_audit_author_address
'Renhua Fan' 'Fudan University'
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27.50 H28 Cl N O3 S'
_chemical_formula_weight         488.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.9459(9)
_cell_length_b                   9.6231(4)
_cell_length_c                   28.0552(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.401(2)
_cell_angle_gamma                90
_cell_volume                     4880.9(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      3.31
_cell_measurement_theta_max      56.94

_exptl_crystal_description       sheet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             2056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.595
_shelx_estimated_absorpt_T_min   0.741
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.546
_exptl_absorpt_correction_T_max  0.752
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\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            24580
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         4.528
_diffrn_reflns_theta_max         56.959
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4953
_reflns_number_gt                4418
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0508P)²+5.9890P] 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         4953
_refine_ls_number_parameters     318
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1138
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.059
_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
S1 S 0.18569(2) 0.62959(4) 0.58168(2) 0.02371(12) Uani 1 1 d . . . . .
O1 O 0.23461(6) 0.73884(12) 0.57769(4) 0.0317(3) Uani 1 1 d . . . . .
O2 O 0.12685(6) 0.65821(12) 0.60239(4) 0.0295(3) Uani 1 1 d . . . . .
O3 O 0.09436(7) 0.05564(12) 0.67096(5) 0.0377(3) Uani 1 1 d . . . . .
N1 N 0.23909(7) 0.50213(14) 0.61773(5) 0.0240(3) Uani 1 1 d . . . . .
C1 C 0.28082(9) 0.42594(18) 0.59050(6) 0.0273(3) Uani 1 1 d . . . . .
C2 C 0.26155(9) 0.29050(18) 0.58776(6) 0.0294(4) Uani 1 1 d . . . . .
H2 H 0.280110 0.220347 0.570906 0.035 Uiso 1 1 calc R U . . .
C3 C 0.20811(9) 0.26937(17) 0.61460(6) 0.0266(3) Uani 1 1 d . . . . .
C4 C 0.17377(9) 0.15041(17) 0.62548(6) 0.0298(4) Uani 1 1 d . . . . .
H4 H 0.179925 0.062672 0.611715 0.036 Uiso 1 1 calc R U . . .
C5 C 0.13037(9) 0.16494(17) 0.65706(6) 0.0293(4) Uani 1 1 d . . . . .
C6 C 0.12281(9) 0.29364(17) 0.67964(6) 0.0266(3) Uani 1 1 d . . . . .
C7 C 0.07894(10) 0.30035(19) 0.71662(7) 0.0336(4) Uani 1 1 d . . . . .
H7A H 0.046583 0.217548 0.712062 0.040 Uiso 1 1 calc R U . . .
H7B H 0.046711 0.383487 0.709281 0.040 Uiso 1 1 calc R U . . .
C8 C 0.12724(11) 0.3067(2) 0.77117(7) 0.0427(5) Uani 1 1 d . . . . .
H8A H 0.097422 0.276836 0.792923 0.051 Uiso 1 1 calc R U . . .
H8B H 0.168712 0.240266 0.776002 0.051 Uiso 1 1 calc R U . . .
C9 C 0.15857(12) 0.4506(2) 0.78734(7) 0.0449(5) Uani 1 1 d . . . . .
H9A H 0.188913 0.445632 0.822795 0.054 Uiso 1 1 calc R U . . .
H9B H 0.116787 0.514288 0.785437 0.054 Uiso 1 1 calc R U . . .
C10 C 0.20575(10) 0.5140(2) 0.75736(7) 0.0388(4) Uani 1 1 d . . . . .
H10A H 0.248014 0.451175 0.759679 0.047 Uiso 1 1 calc R U . . .
H10B H 0.226201 0.603177 0.773177 0.047 Uiso 1 1 calc R U . . .
C11 C 0.16578(9) 0.54122(17) 0.70190(6) 0.0283(3) Uani 1 1 d . . . . .
H11A H 0.115572 0.577335 0.698477 0.034 Uiso 1 1 calc R U . . .
H11B H 0.193001 0.613488 0.689429 0.034 Uiso 1 1 calc R U . . .
C12 C 0.15944(8) 0.41180(16) 0.67007(6) 0.0243(3) Uani 1 1 d . . . . .
C13 C 0.19757(8) 0.39768(16) 0.63478(6) 0.0237(3) Uani 1 1 d . . . . .
C14 C 0.14790(8) 0.55065(16) 0.52307(6) 0.0233(3) Uani 1 1 d . . . . .
C15 C 0.09181(9) 0.45230(17) 0.51730(6) 0.0273(3) Uani 1 1 d . . . . .
H15 H 0.074507 0.427886 0.544667 0.033 Uiso 1 1 calc R U . . .
C16 C 0.06190(9) 0.39107(18) 0.47110(6) 0.0295(4) Uani 1 1 d . . . . .
H16 H 0.024252 0.322973 0.467009 0.035 Uiso 1 1 calc R U . . .
C17 C 0.08586(9) 0.42721(18) 0.43039(6) 0.0285(4) Uani 1 1 d . . . . .
C18 C 0.14231(9) 0.52530(17) 0.43735(6) 0.0290(3) Uani 1 1 d . . . . .
H18 H 0.159486 0.550290 0.409988 0.035 Uiso 1 1 calc R U . . .
C19 C 0.17366(9) 0.58672(17) 0.48340(6) 0.0273(3) Uani 1 1 d . . . . .
H19 H 0.212351 0.652779 0.487791 0.033 Uiso 1 1 calc R U . . .
C20 C 0.05117(11) 0.3616(2) 0.38001(7) 0.0418(5) Uani 1 1 d . . . . .
H20A H 0.062229 0.261937 0.381880 0.063 Uiso 1 1 calc R U . . .
H20B H 0.071266 0.405058 0.355246 0.063 Uiso 1 1 calc R U . . .
H20C H -0.002524 0.375257 0.370147 0.063 Uiso 1 1 calc R U . . .
C21 C 0.33820(9) 0.49494(19) 0.57354(6) 0.0300(4) Uani 1 1 d . . . . .
C22 C 0.35069(11) 0.4551(2) 0.52897(7) 0.0406(4) Uani 1 1 d . . . . .
H22 H 0.320862 0.385266 0.508709 0.049 Uiso 1 1 calc R U . . .
C23 C 0.40684(12) 0.5178(3) 0.51424(9) 0.0525(6) Uani 1 1 d . . . . .
H23 H 0.414869 0.490922 0.483690 0.063 Uiso 1 1 calc R U . . .
C24 C 0.45095(12) 0.6183(2) 0.54331(9) 0.0513(6) Uani 1 1 d . . . . .
H24 H 0.489124 0.660618 0.532832 0.062 Uiso 1 1 calc R U . . .
C25 C 0.43957(10) 0.6574(2) 0.58771(9) 0.0435(5) Uani 1 1 d . . . . .
H25 H 0.470363 0.725963 0.608052 0.052 Uiso 1 1 calc R U . . .
C26 C 0.38337(9) 0.5970(2) 0.60275(7) 0.0348(4) Uani 1 1 d . . . . .
H26 H 0.375493 0.625245 0.633209 0.042 Uiso 1 1 calc R U . . .
C27 C 0.09995(12) -0.07648(19) 0.64908(8) 0.0446(5) Uani 1 1 d . . . . .
H27A H 0.078349 -0.070539 0.612743 0.067 Uiso 1 1 calc R U . . .
H27B H 0.073212 -0.146312 0.662375 0.067 Uiso 1 1 calc R U . . .
H27C H 0.152120 -0.103154 0.657117 0.067 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38635(12) 0.3595(2) 0.71645(6) 0.0900(5) Uani 0.5 1 d D U P A -1
C28 C 0.4720(3) 0.4307(5) 0.7362(2) 0.0642(15) Uani 0.5 1 d D U P A -1
H28A H 0.472379 0.503423 0.761253 0.077 Uiso 0.5 1 calc R U P A -1
H28B H 0.482607 0.476443 0.707489 0.077 Uiso 0.5 1 calc R U P A -1
Cl2 Cl 0.54279(15) 0.3101(3) 0.76275(9) 0.1397(11) Uani 0.5 1 d D U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4279(12) . ?
S1 O2 1.4294(12) . ?
S1 N1 1.7143(13) . ?
S1 C14 1.7577(16) . ?
O3 C5 1.372(2) . ?
O3 C27 1.429(2) . ?
N1 C13 1.443(2) . ?
N1 C1 1.452(2) . ?
C1 C2 1.349(2) . ?
C1 C21 1.469(2) . ?
C2 C3 1.445(2) . ?
C3 C4 1.395(2) . ?
C3 C13 1.397(2) . ?
C4 C5 1.384(3) . ?
C5 C6 1.418(2) . ?
C6 C12 1.399(2) . ?
C6 C7 1.512(2) . ?
C7 C8 1.532(3) . ?
C8 C9 1.522(3) . ?
C9 C10 1.526(3) . ?
C10 C11 1.536(2) . ?
C11 C12 1.516(2) . ?
C12 C13 1.396(2) . ?
C14 C19 1.387(2) . ?
C14 C15 1.396(2) . ?
C15 C16 1.382(2) . ?
C16 C17 1.393(2) . ?
C17 C18 1.396(2) . ?
C17 C20 1.508(2) . ?
C18 C19 1.383(2) . ?
C21 C22 1.394(2) . ?
C21 C26 1.396(3) . ?
C22 C23 1.389(3) . ?
C23 C24 1.375(4) . ?
C24 C25 1.379(3) . ?
C25 C26 1.385(3) . ?
Cl1 C28 1.694(6) . ?
C28 Cl2 1.763(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 119.56(7) . . ?
O1 S1 N1 106.90(7) . . ?
O2 S1 N1 107.01(7) . . ?
O1 S1 C14 109.70(7) . . ?
O2 S1 C14 108.33(7) . . ?
N1 S1 C14 104.24(7) . . ?
C5 O3 C27 116.92(15) . . ?
C13 N1 C1 105.03(12) . . ?
C13 N1 S1 114.20(10) . . ?
C1 N1 S1 111.66(10) . . ?
C2 C1 N1 109.70(14) . . ?
C2 C1 C21 129.19(15) . . ?
N1 C1 C21 120.96(15) . . ?
C1 C2 C3 109.02(14) . . ?
C4 C3 C13 120.27(15) . . ?
C4 C3 C2 132.42(15) . . ?
C13 C3 C2 107.10(14) . . ?
C5 C4 C3 117.54(15) . . ?
O3 C5 C4 123.05(15) . . ?
O3 C5 C6 114.67(15) . . ?
C4 C5 C6 122.20(15) . . ?
C12 C6 C5 120.13(15) . . ?
C12 C6 C7 120.18(15) . . ?
C5 C6 C7 119.57(15) . . ?
C6 C7 C8 113.61(14) . . ?
C9 C8 C7 113.40(16) . . ?
C8 C9 C10 116.13(17) . . ?
C9 C10 C11 115.72(15) . . ?
C12 C11 C10 112.64(14) . . ?
C13 C12 C6 116.65(14) . . ?
C13 C12 C11 122.08(14) . . ?
C6 C12 C11 120.72(14) . . ?
C12 C13 C3 122.71(15) . . ?
C12 C13 N1 128.04(14) . . ?
C3 C13 N1 108.84(14) . . ?
C19 C14 C15 121.02(15) . . ?
C19 C14 S1 120.01(12) . . ?
C15 C14 S1 118.97(12) . . ?
C16 C15 C14 118.83(15) . . ?
C15 C16 C17 121.32(15) . . ?
C16 C17 C18 118.55(15) . . ?
C16 C17 C20 120.43(16) . . ?
C18 C17 C20 121.01(16) . . ?
C19 C18 C17 121.13(15) . . ?
C18 C19 C14 119.14(15) . . ?
C22 C21 C26 118.76(17) . . ?
C22 C21 C1 120.46(17) . . ?
C26 C21 C1 120.72(15) . . ?
C23 C22 C21 119.9(2) . . ?
C24 C23 C22 120.8(2) . . ?
C23 C24 C25 119.75(19) . . ?
C24 C25 C26 120.2(2) . . ?
C25 C26 C21 120.56(18) . . ?
Cl1 C28 Cl2 113.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C13 167.03(11) . . . . ?
O2 S1 N1 C13 37.82(12) . . . . ?
C14 S1 N1 C13 -76.82(12) . . . . ?
O1 S1 N1 C1 -74.00(12) . . . . ?
O2 S1 N1 C1 156.80(11) . . . . ?
C14 S1 N1 C1 42.15(12) . . . . ?
C13 N1 C1 C2 4.76(17) . . . . ?
S1 N1 C1 C2 -119.53(13) . . . . ?
C13 N1 C1 C21 -171.04(14) . . . . ?
S1 N1 C1 C21 64.67(16) . . . . ?
N1 C1 C2 C3 -2.07(18) . . . . ?
C21 C1 C2 C3 173.28(16) . . . . ?
C1 C2 C3 C4 -176.12(17) . . . . ?
C1 C2 C3 C13 -1.56(18) . . . . ?
C13 C3 C4 C5 -0.8(2) . . . . ?
C2 C3 C4 C5 173.20(16) . . . . ?
C27 O3 C5 C4 -3.3(2) . . . . ?
C27 O3 C5 C6 179.73(15) . . . . ?
C3 C4 C5 O3 -179.34(15) . . . . ?
C3 C4 C5 C6 -2.6(2) . . . . ?
O3 C5 C6 C12 177.38(14) . . . . ?
C4 C5 C6 C12 0.4(2) . . . . ?
O3 C5 C6 C7 1.3(2) . . . . ?
C4 C5 C6 C7 -175.70(15) . . . . ?
C12 C6 C7 C8 -73.5(2) . . . . ?
C5 C6 C7 C8 102.57(19) . . . . ?
C6 C7 C8 C9 79.0(2) . . . . ?
C7 C8 C9 C10 -58.0(2) . . . . ?
C8 C9 C10 C11 62.9(2) . . . . ?
C9 C10 C11 C12 -81.2(2) . . . . ?
C5 C6 C12 C13 5.0(2) . . . . ?
C7 C6 C12 C13 -178.86(14) . . . . ?
C5 C6 C12 C11 -166.68(14) . . . . ?
C7 C6 C12 C11 9.4(2) . . . . ?
C10 C11 C12 C13 -112.13(17) . . . . ?
C10 C11 C12 C6 59.1(2) . . . . ?
C6 C12 C13 C3 -8.6(2) . . . . ?
C11 C12 C13 C3 162.98(15) . . . . ?
C6 C12 C13 N1 179.45(14) . . . . ?
C11 C12 C13 N1 -8.9(2) . . . . ?
C4 C3 C13 C12 6.6(2) . . . . ?
C2 C3 C13 C12 -168.71(14) . . . . ?
C4 C3 C13 N1 179.93(14) . . . . ?
C2 C3 C13 N1 4.58(17) . . . . ?
C1 N1 C13 C12 167.13(15) . . . . ?
S1 N1 C13 C12 -70.21(18) . . . . ?
C1 N1 C13 C3 -5.69(16) . . . . ?
S1 N1 C13 C3 116.97(12) . . . . ?
O1 S1 C14 C19 7.39(15) . . . . ?
O2 S1 C14 C19 139.52(13) . . . . ?
N1 S1 C14 C19 -106.78(13) . . . . ?
O1 S1 C14 C15 -172.37(12) . . . . ?
O2 S1 C14 C15 -40.25(14) . . . . ?
N1 S1 C14 C15 73.45(13) . . . . ?
C19 C14 C15 C16 -0.2(2) . . . . ?
S1 C14 C15 C16 179.60(12) . . . . ?
C14 C15 C16 C17 -1.0(2) . . . . ?
C15 C16 C17 C18 1.3(2) . . . . ?
C15 C16 C17 C20 -178.51(16) . . . . ?
C16 C17 C18 C19 -0.6(2) . . . . ?
C20 C17 C18 C19 179.29(16) . . . . ?
C17 C18 C19 C14 -0.5(2) . . . . ?
C15 C14 C19 C18 0.9(2) . . . . ?
S1 C14 C19 C18 -178.84(12) . . . . ?
C2 C1 C21 C22 38.7(3) . . . . ?
N1 C1 C21 C22 -146.36(16) . . . . ?
C2 C1 C21 C26 -138.35(19) . . . . ?
N1 C1 C21 C26 36.5(2) . . . . ?
C26 C21 C22 C23 -0.6(3) . . . . ?
C1 C21 C22 C23 -177.74(17) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C24 C25 C26 -0.8(3) . . . . ?
C24 C25 C26 C21 0.7(3) . . . . ?
C22 C21 C26 C25 0.0(3) . . . . ?
C1 C21 C26 C25 177.09(16) . . . . ?

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.055



####################################################################### 
# 
# 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_ga_221025e_a
_database_code_depnum_ccdc_archive 'CCDC 2294397'
loop_
_audit_author_name
_audit_author_address
'Renhua Fan' 'Fudan University'
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H35 Cl2 N O3 S'
_chemical_formula_weight         524.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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, z+1/2'

_cell_length_a                   10.5744(10)
_cell_length_b                   11.1460(10)
_cell_length_c                   23.328(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.659(4)
_cell_angle_gamma                90
_cell_volume                     2710.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8905
_cell_measurement_theta_min      4.44
_cell_measurement_theta_max      57.15

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.047
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.566
_exptl_absorpt_correction_T_max  0.752
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\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            37115
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0371
_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       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.450
_diffrn_reflns_theta_max         59.995
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_point_group_measured_fraction_full 0.916
_reflns_number_total             10918
_reflns_number_gt                10307
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_max     0.789
_reflns_Friedel_fraction_full    0.834

_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0576P)²+0.9305P] 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_abs_structure_details 
; 
 Flack x determined using 4256 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.071(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10918
_refine_ls_number_parameters     633
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.1058
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.059
_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
S1 S 0.19161(6) 0.76330(6) 0.57277(3) 0.02274(15) Uani 1 1 d . . . . .
S2 S 0.24168(6) 0.26930(6) 0.34450(3) 0.02548(15) Uani 1 1 d . . . . .
Cl1 Cl 0.8962(2) 0.19130(12) 0.73903(8) 0.0909(5) Uani 1 1 d . . . . .
Cl2 Cl 1.0061(2) 0.16505(17) 0.86045(9) 0.0990(5) Uani 1 1 d . . . . .
Cl3 Cl 0.4664(2) 0.34396(17) 0.62964(10) 0.1041(6) Uani 1 1 d . . . . .
Cl4 Cl 0.3368(3) 0.29183(18) 0.72595(16) 0.1568(13) Uani 1 1 d . U . . .
N1 N 0.3224(2) 0.9715(2) 0.45982(10) 0.0242(5) Uani 1 1 d D . . . .
H1 H 0.318(4) 1.008(3) 0.4273(12) 0.029 Uiso 1 1 d D U . . .
O1 O 0.0553(2) 0.7590(2) 0.55413(9) 0.0322(5) Uani 1 1 d . . . . .
O2 O 0.2580(2) 0.65019(18) 0.57268(10) 0.0328(5) Uani 1 1 d . . . . .
O3 O 0.6520(2) 1.0264(2) 0.66557(11) 0.0428(6) Uani 1 1 d . . . . .
C1 C 0.2308(3) 0.8946(2) 0.47321(12) 0.0234(5) Uani 1 1 d . . . . .
C2 C 0.2636(3) 0.8673(2) 0.53212(11) 0.0226(5) Uani 1 1 d . . . . .
C3 C 0.3813(3) 0.9302(2) 0.55495(12) 0.0229(5) Uani 1 1 d . . . . .
C4 C 0.4624(3) 0.9376(3) 0.60912(13) 0.0281(6) Uani 1 1 d . . . . .
H4 H 0.444251 0.893305 0.641583 0.034 Uiso 1 1 calc R U . . .
C5 C 0.5686(3) 1.0103(3) 0.61399(14) 0.0309(6) Uani 1 1 d . . . . .
C6 C 0.6004(3) 1.0774(3) 0.56663(14) 0.0300(6) Uani 1 1 d . . . . .
C7 C 0.7204(3) 1.1549(4) 0.57651(17) 0.0438(8) Uani 1 1 d . . . . .
H7A H 0.797251 1.102744 0.581682 0.053 Uiso 1 1 calc R U . . .
H7B H 0.722518 1.202428 0.612503 0.053 Uiso 1 1 calc R U . . .
C8 C 0.7237(5) 1.2409(5) 0.5245(2) 0.0658(14) Uani 1 1 d . . . . .
H8A H 0.661700 1.306860 0.526086 0.079 Uiso 1 1 calc R U . . .
H8B H 0.810309 1.276686 0.527931 0.079 Uiso 1 1 calc R U . . .
C9 C 0.6923(5) 1.1795(5) 0.4684(2) 0.0618(13) Uani 1 1 d . . . . .
H9A H 0.752669 1.112092 0.466909 0.074 Uiso 1 1 calc R U . . .
H9B H 0.701886 1.236063 0.436653 0.074 Uiso 1 1 calc R U . . .
C10 C 0.5552(4) 1.1317(3) 0.45944(16) 0.0389(7) Uani 1 1 d . . . . .
H10A H 0.494882 1.199456 0.449455 0.047 Uiso 1 1 calc R U . . .
H10B H 0.542820 1.075265 0.426213 0.047 Uiso 1 1 calc R U . . .
C11 C 0.5233(3) 1.0683(3) 0.51258(13) 0.0274(6) Uani 1 1 d . . . . .
C12 C 0.4136(3) 0.9955(2) 0.50811(12) 0.0231(5) Uani 1 1 d . . . . .
C13 C 0.1220(3) 0.8526(3) 0.42627(12) 0.0268(6) Uani 1 1 d . . . . .
C14 C -0.0072(3) 0.8996(3) 0.43845(14) 0.0334(6) Uani 1 1 d . . . . .
H14A H -0.018906 0.875076 0.477565 0.050 Uiso 1 1 calc R U . . .
H14B H -0.076651 0.866305 0.409748 0.050 Uiso 1 1 calc R U . . .
H14C H -0.008558 0.987325 0.435827 0.050 Uiso 1 1 calc R U . . .
C15 C 0.1415(4) 0.8993(3) 0.36618(13) 0.0383(7) Uani 1 1 d . . . . .
H15A H 0.140714 0.987246 0.366279 0.057 Uiso 1 1 calc R U . . .
H15B H 0.072053 0.869682 0.336369 0.057 Uiso 1 1 calc R U . . .
H15C H 0.224004 0.870754 0.357685 0.057 Uiso 1 1 calc R U . . .
C16 C 0.1205(4) 0.7154(3) 0.42378(15) 0.0393(8) Uani 1 1 d . . . . .
H16A H 0.203999 0.686211 0.416768 0.059 Uiso 1 1 calc R U . . .
H16B H 0.053347 0.688695 0.392174 0.059 Uiso 1 1 calc R U . . .
H16C H 0.103150 0.683296 0.460801 0.059 Uiso 1 1 calc R U . . .
C17 C 0.2207(3) 0.8227(3) 0.64445(12) 0.0251(6) Uani 1 1 d . . . . .
C18 C 0.1644(3) 0.9344(3) 0.65342(14) 0.0312(6) Uani 1 1 d . . . . .
C19 C 0.1907(4) 0.9841(3) 0.70901(16) 0.0414(8) Uani 1 1 d . . . . .
H19 H 0.154526 1.059711 0.715786 0.050 Uiso 1 1 calc R U . . .
C20 C 0.2679(4) 0.9268(4) 0.75461(15) 0.0463(9) Uani 1 1 d . . . . .
C21 C 0.3202(4) 0.8172(4) 0.74445(15) 0.0438(9) Uani 1 1 d . . . . .
H21 H 0.371969 0.777423 0.775976 0.053 Uiso 1 1 calc R U . . .
C22 C 0.3007(3) 0.7623(3) 0.69039(14) 0.0338(7) Uani 1 1 d . . . . .
C23 C 0.0766(4) 1.0030(3) 0.60729(17) 0.0445(8) Uani 1 1 d . . . . .
H23A H 0.052984 1.079403 0.623372 0.067 Uiso 1 1 calc R U . . .
H23B H -0.001055 0.955665 0.594209 0.067 Uiso 1 1 calc R U . . .
H23C H 0.120612 1.018380 0.574269 0.067 Uiso 1 1 calc R U . . .
C24 C 0.2920(6) 0.9826(6) 0.8147(2) 0.0759(17) Uani 1 1 d . . . . .
H24A H 0.213322 0.979029 0.831635 0.114 Uiso 1 1 calc R U . . .
H24B H 0.317896 1.066541 0.811767 0.114 Uiso 1 1 calc R U . . .
H24C H 0.360407 0.938487 0.839531 0.114 Uiso 1 1 calc R U . . .
C25 C 0.3686(5) 0.6449(4) 0.68577(19) 0.0581(11) Uani 1 1 d . . . . .
H25A H 0.417939 0.623600 0.723799 0.087 Uiso 1 1 calc R U . . .
H25B H 0.426684 0.652486 0.657380 0.087 Uiso 1 1 calc R U . . .
H25C H 0.305180 0.582013 0.673124 0.087 Uiso 1 1 calc R U . . .
C26 C 0.6260(4) 0.9607(4) 0.71467(17) 0.0527(10) Uani 1 1 d . . . . .
H26A H 0.539805 0.980579 0.721931 0.079 Uiso 1 1 calc R U . . .
H26B H 0.689316 0.981727 0.748862 0.079 Uiso 1 1 calc R U . . .
H26C H 0.630949 0.874498 0.706993 0.079 Uiso 1 1 calc R U . . .
N2 N 0.3186(2) 0.4733(2) 0.48326(11) 0.0262(5) Uani 1 1 d D . . . .
H2 H 0.304(4) 0.506(3) 0.5141(13) 0.031 Uiso 1 1 d D U . . .
O4 O 0.1037(2) 0.2659(2) 0.33167(11) 0.0409(6) Uani 1 1 d . . . . .
O5 O 0.3036(3) 0.1551(2) 0.35820(10) 0.0387(6) Uani 1 1 d . . . . .
O6 O 0.7208(2) 0.5320(2) 0.36596(11) 0.0427(6) Uani 1 1 d . . . . .
C27 C 0.2382(3) 0.3959(2) 0.44977(13) 0.0245(6) Uani 1 1 d . . . . .
C28 C 0.2945(3) 0.3697(2) 0.40082(12) 0.0234(5) Uani 1 1 d . . . . .
C29 C 0.4155(3) 0.4327(2) 0.40685(12) 0.0238(5) Uani 1 1 d . . . . .
C30 C 0.5167(3) 0.4410(3) 0.37437(13) 0.0281(6) Uani 1 1 d . . . . .
H30 H 0.514583 0.396653 0.339461 0.034 Uiso 1 1 calc R U . . .
C31 C 0.6180(3) 0.5151(3) 0.39476(14) 0.0305(6) Uani 1 1 d . . . . .
C32 C 0.6275(3) 0.5825(3) 0.44707(14) 0.0296(6) Uani 1 1 d . . . . .
C33 C 0.7416(3) 0.6642(4) 0.46505(18) 0.0432(9) Uani 1 1 d . . . . .
H33A H 0.758925 0.709288 0.430617 0.052 Uiso 1 1 calc R U . . .
H33B H 0.818149 0.614867 0.479520 0.052 Uiso 1 1 calc R U . . .
C34 C 0.7198(4) 0.7527(4) 0.5122(2) 0.0560(12) Uani 1 1 d . . . . .
H34A H 0.802170 0.791563 0.528564 0.067 Uiso 1 1 calc R U . . .
H34B H 0.659639 0.816071 0.494858 0.067 Uiso 1 1 calc R U . . .
C35 C 0.6656(4) 0.6904(5) 0.5602(2) 0.0554(11) Uani 1 1 d . . . . .
H35A H 0.658469 0.748352 0.591670 0.067 Uiso 1 1 calc R U . . .
H35B H 0.724352 0.625274 0.576763 0.067 Uiso 1 1 calc R U . . .
C36 C 0.5345(3) 0.6383(3) 0.53705(16) 0.0391(7) Uani 1 1 d . . . . .
H36A H 0.509909 0.582403 0.566271 0.047 Uiso 1 1 calc R U . . .
H36B H 0.470742 0.704125 0.531463 0.047 Uiso 1 1 calc R U . . .
C37 C 0.5301(3) 0.5722(3) 0.48011(13) 0.0267(6) Uani 1 1 d . . . . .
C38 C 0.4256(3) 0.4985(2) 0.45857(12) 0.0242(5) Uani 1 1 d . . . . .
C39 C 0.1163(3) 0.3514(3) 0.47003(13) 0.0285(6) Uani 1 1 d . . . . .
C40 C 0.1128(4) 0.3951(4) 0.53194(17) 0.0499(10) Uani 1 1 d . . . . .
H40A H 0.109592 0.482947 0.532364 0.075 Uiso 1 1 calc R U . . .
H40B H 0.189911 0.367527 0.557883 0.075 Uiso 1 1 calc R U . . .
H40C H 0.036497 0.362719 0.545226 0.075 Uiso 1 1 calc R U . . .
C41 C -0.0044(3) 0.3986(3) 0.43037(18) 0.0414(8) Uani 1 1 d . . . . .
H41A H -0.006533 0.368113 0.390811 0.062 Uiso 1 1 calc R U . . .
H41B H -0.002771 0.486468 0.429897 0.062 Uiso 1 1 calc R U . . .
H41C H -0.080972 0.371139 0.445129 0.062 Uiso 1 1 calc R U . . .
C42 C 0.1160(4) 0.2143(3) 0.47082(16) 0.0364(7) Uani 1 1 d . . . . .
H42A H 0.041870 0.185661 0.487073 0.055 Uiso 1 1 calc R U . . .
H42B H 0.195137 0.185277 0.494828 0.055 Uiso 1 1 calc R U . . .
H42C H 0.110937 0.183942 0.431066 0.055 Uiso 1 1 calc R U . . .
C43 C 0.2967(3) 0.3324(3) 0.28317(12) 0.0270(6) Uani 1 1 d . . . . .
C44 C 0.3895(3) 0.2738(3) 0.25640(15) 0.0360(7) Uani 1 1 d . . . . .
C45 C 0.4298(4) 0.3310(4) 0.20951(17) 0.0482(10) Uani 1 1 d . . . . .
H45 H 0.490654 0.291374 0.190477 0.058 Uiso 1 1 calc R U . . .
C46 C 0.3859(5) 0.4415(4) 0.18943(16) 0.0520(11) Uani 1 1 d . . . . .
C47 C 0.2923(5) 0.4967(4) 0.21580(16) 0.0469(9) Uani 1 1 d . . . . .
H47 H 0.258195 0.571671 0.201229 0.056 Uiso 1 1 calc R U . . .
C48 C 0.2473(3) 0.4451(3) 0.26305(14) 0.0326(7) Uani 1 1 d . . . . .
C49 C 0.4541(5) 0.1559(4) 0.2754(2) 0.0562(11) Uani 1 1 d . . . . .
H49A H 0.506008 0.165231 0.314068 0.084 Uiso 1 1 calc R U . . .
H49B H 0.509434 0.132002 0.247608 0.084 Uiso 1 1 calc R U . . .
H49C H 0.388704 0.094186 0.276754 0.084 Uiso 1 1 calc R U . . .
C50 C 0.4392(7) 0.5017(6) 0.1406(2) 0.0811(18) Uani 1 1 d . . . . .
H50A H 0.510821 0.553947 0.156944 0.122 Uiso 1 1 calc R U . . .
H50B H 0.371904 0.549662 0.117253 0.122 Uiso 1 1 calc R U . . .
H50C H 0.469663 0.440449 0.116037 0.122 Uiso 1 1 calc R U . . .
C51 C 0.1510(4) 0.5161(3) 0.29030(17) 0.0424(8) Uani 1 1 d . . . . .
H51A H 0.123586 0.586436 0.266216 0.064 Uiso 1 1 calc R U . . .
H51B H 0.190587 0.542210 0.329304 0.064 Uiso 1 1 calc R U . . .
H51C H 0.076386 0.465552 0.293045 0.064 Uiso 1 1 calc R U . . .
C52 C 0.7257(4) 0.4586(4) 0.31683(18) 0.0512(10) Uani 1 1 d . . . . .
H52A H 0.726021 0.373982 0.328325 0.077 Uiso 1 1 calc R U . . .
H52B H 0.803840 0.476443 0.301074 0.077 Uiso 1 1 calc R U . . .
H52C H 0.650425 0.474480 0.287090 0.077 Uiso 1 1 calc R U . . .
C53 C 0.9843(8) 0.2609(5) 0.8005(3) 0.088(2) Uani 1 1 d . . . . .
H53A H 1.069008 0.285608 0.791869 0.106 Uiso 1 1 calc R U . . .
H53B H 0.938468 0.333905 0.809841 0.106 Uiso 1 1 calc R U . . .
C54 C 0.4128(12) 0.2366(6) 0.6724(6) 0.136(4) Uani 1 1 d . . . . .
H54A H 0.352992 0.182720 0.647260 0.164 Uiso 1 1 calc R U . . .
H54B H 0.486928 0.187685 0.690643 0.164 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.435(2) . ?
S1 O2 1.443(2) . ?
S1 C2 1.751(3) . ?
S1 C17 1.777(3) . ?
S2 O4 1.440(3) . ?
S2 O5 1.443(3) . ?
S2 C28 1.745(3) . ?
S2 C43 1.778(3) . ?
Cl1 C53 1.754(7) . ?
Cl2 C53 1.744(7) . ?
Cl3 C54 1.714(10) . ?
Cl4 C54 1.709(10) . ?
N1 C1 1.368(4) . ?
N1 C12 1.380(4) . ?
N1 H1 0.86(2) . ?
O3 C5 1.379(4) . ?
O3 C26 1.425(5) . ?
C1 C2 1.393(4) . ?
C1 C13 1.523(4) . ?
C2 C3 1.449(4) . ?
C3 C12 1.402(4) . ?
C3 C4 1.406(4) . ?
C4 C5 1.374(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.421(4) . ?
C6 C11 1.386(5) . ?
C6 C7 1.520(4) . ?
C7 C8 1.551(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.466(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.526(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.514(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.405(4) . ?
C13 C16 1.531(4) . ?
C13 C14 1.534(5) . ?
C13 C15 1.541(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.411(4) . ?
C17 C22 1.420(4) . ?
C18 C19 1.394(5) . ?
C18 C23 1.506(5) . ?
C19 C20 1.384(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.377(6) . ?
C20 C24 1.516(5) . ?
C21 C22 1.386(5) . ?
C21 H21 0.9500 . ?
C22 C25 1.505(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
N2 C27 1.362(4) . ?
N2 C38 1.382(4) . ?
N2 H2 0.84(2) . ?
O6 C31 1.383(3) . ?
O6 C52 1.416(4) . ?
C27 C28 1.404(4) . ?
C27 C39 1.528(4) . ?
C28 C29 1.446(4) . ?
C29 C38 1.400(4) . ?
C29 C30 1.414(4) . ?
C30 C31 1.373(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.422(4) . ?
C32 C37 1.390(4) . ?
C32 C33 1.514(4) . ?
C33 C34 1.523(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.512(7) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.517(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.513(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.401(4) . ?
C39 C42 1.529(4) . ?
C39 C40 1.531(4) . ?
C39 C41 1.538(5) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.409(4) . ?
C43 C48 1.409(5) . ?
C44 C45 1.393(5) . ?
C44 C49 1.512(6) . ?
C45 C46 1.371(7) . ?
C45 H45 0.9500 . ?
C46 C47 1.393(6) . ?
C46 C50 1.510(5) . ?
C47 C48 1.396(5) . ?
C47 H47 0.9500 . ?
C48 C51 1.511(5) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 115.73(14) . . ?
O1 S1 C2 111.37(13) . . ?
O2 S1 C2 108.77(13) . . ?
O1 S1 C17 107.70(14) . . ?
O2 S1 C17 108.65(14) . . ?
C2 S1 C17 103.92(13) . . ?
O4 S2 O5 115.41(16) . . ?
O4 S2 C28 111.01(14) . . ?
O5 S2 C28 108.85(15) . . ?
O4 S2 C43 107.47(15) . . ?
O5 S2 C43 109.28(14) . . ?
C28 S2 C43 104.23(13) . . ?
C1 N1 C12 111.0(2) . . ?
C1 N1 H1 125(3) . . ?
C12 N1 H1 124(3) . . ?
C5 O3 C26 116.9(3) . . ?
N1 C1 C2 107.1(2) . . ?
N1 C1 C13 120.4(2) . . ?
C2 C1 C13 132.5(2) . . ?
C1 C2 C3 108.2(2) . . ?
C1 C2 S1 128.3(2) . . ?
C3 C2 S1 123.1(2) . . ?
C12 C3 C4 118.6(3) . . ?
C12 C3 C2 105.7(2) . . ?
C4 C3 C2 135.7(2) . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 O3 122.9(3) . . ?
C4 C5 C6 122.9(3) . . ?
O3 C5 C6 114.2(3) . . ?
C11 C6 C5 119.3(3) . . ?
C11 C6 C7 121.9(3) . . ?
C5 C6 C7 118.8(3) . . ?
C6 C7 C8 111.1(3) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C7 112.3(4) . . ?
C9 C8 H8A 109.1 . . ?
C7 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C8 C9 C10 110.6(4) . . ?
C8 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 C9 112.9(3) . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C6 C11 C12 117.5(3) . . ?
C6 C11 C10 122.2(3) . . ?
C12 C11 C10 120.2(3) . . ?
N1 C12 C3 107.9(2) . . ?
N1 C12 C11 128.8(2) . . ?
C3 C12 C11 123.2(3) . . ?
C1 C13 C16 109.7(3) . . ?
C1 C13 C14 110.5(2) . . ?
C16 C13 C14 110.1(3) . . ?
C1 C13 C15 110.5(2) . . ?
C16 C13 C15 107.8(3) . . ?
C14 C13 C15 108.2(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 121.3(3) . . ?
C18 C17 S1 117.3(2) . . ?
C22 C17 S1 121.4(2) . . ?
C19 C18 C17 117.7(3) . . ?
C19 C18 C23 117.8(3) . . ?
C17 C18 C23 124.5(3) . . ?
C20 C19 C18 122.1(3) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C21 C20 C19 118.6(3) . . ?
C21 C20 C24 120.9(4) . . ?
C19 C20 C24 120.5(4) . . ?
C20 C21 C22 123.1(3) . . ?
C20 C21 H21 118.5 . . ?
C22 C21 H21 118.5 . . ?
C21 C22 C17 117.1(3) . . ?
C21 C22 C25 116.7(3) . . ?
C17 C22 C25 126.1(3) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 N2 C38 111.5(2) . . ?
C27 N2 H2 125(3) . . ?
C38 N2 H2 123(3) . . ?
C31 O6 C52 116.9(3) . . ?
N2 C27 C28 106.8(2) . . ?
N2 C27 C39 120.4(2) . . ?
C28 C27 C39 132.7(3) . . ?
C27 C28 C29 108.0(2) . . ?
C27 C28 S2 128.3(2) . . ?
C29 C28 S2 123.4(2) . . ?
C38 C29 C30 118.2(3) . . ?
C38 C29 C28 106.0(2) . . ?
C30 C29 C28 135.8(3) . . ?
C31 C30 C29 118.1(3) . . ?
C31 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
C30 C31 O6 123.0(3) . . ?
C30 C31 C32 123.6(3) . . ?
O6 C31 C32 113.4(3) . . ?
C37 C32 C31 118.7(3) . . ?
C37 C32 C33 121.7(3) . . ?
C31 C32 C33 119.6(3) . . ?
C32 C33 C34 112.3(3) . . ?
C32 C33 H33A 109.1 . . ?
C34 C33 H33A 109.1 . . ?
C32 C33 H33B 109.1 . . ?
C34 C33 H33B 109.1 . . ?
H33A C33 H33B 107.9 . . ?
C35 C34 C33 111.1(3) . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34B 109.4 . . ?
C33 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 110.4(4) . . ?
C34 C35 H35A 109.6 . . ?
C36 C35 H35A 109.6 . . ?
C34 C35 H35B 109.6 . . ?
C36 C35 H35B 109.6 . . ?
H35A C35 H35B 108.1 . . ?
C37 C36 C35 113.0(3) . . ?
C37 C36 H36A 109.0 . . ?
C35 C36 H36A 109.0 . . ?
C37 C36 H36B 109.0 . . ?
C35 C36 H36B 109.0 . . ?
H36A C36 H36B 107.8 . . ?
C32 C37 C38 117.5(3) . . ?
C32 C37 C36 122.0(3) . . ?
C38 C37 C36 120.4(3) . . ?
N2 C38 C29 107.6(2) . . ?
N2 C38 C37 128.5(3) . . ?
C29 C38 C37 123.9(2) . . ?
C27 C39 C42 109.4(2) . . ?
C27 C39 C40 110.2(3) . . ?
C42 C39 C40 107.8(3) . . ?
C27 C39 C41 111.2(2) . . ?
C42 C39 C41 110.2(3) . . ?
C40 C39 C41 108.0(3) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C48 120.8(3) . . ?
C44 C43 S2 121.3(2) . . ?
C48 C43 S2 117.9(2) . . ?
C45 C44 C43 117.6(3) . . ?
C45 C44 C49 116.4(3) . . ?
C43 C44 C49 125.9(3) . . ?
C46 C45 C44 123.3(4) . . ?
C46 C45 H45 118.4 . . ?
C44 C45 H45 118.4 . . ?
C45 C46 C47 118.1(3) . . ?
C45 C46 C50 120.6(5) . . ?
C47 C46 C50 121.3(5) . . ?
C46 C47 C48 121.9(4) . . ?
C46 C47 H47 119.1 . . ?
C48 C47 H47 119.1 . . ?
C47 C48 C43 118.3(3) . . ?
C47 C48 C51 117.3(3) . . ?
C43 C48 C51 124.4(3) . . ?
C44 C49 H49A 109.5 . . ?
C44 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C44 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C46 C50 H50A 109.5 . . ?
C46 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C46 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C48 C51 H51A 109.5 . . ?
C48 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C48 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O6 C52 H52A 109.5 . . ?
O6 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
O6 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
Cl2 C53 Cl1 111.4(3) . . ?
Cl2 C53 H53A 109.3 . . ?
Cl1 C53 H53A 109.3 . . ?
Cl2 C53 H53B 109.3 . . ?
Cl1 C53 H53B 109.3 . . ?
H53A C53 H53B 108.0 . . ?
Cl4 C54 Cl3 114.5(4) . . ?
Cl4 C54 H54A 108.6 . . ?
Cl3 C54 H54A 108.6 . . ?
Cl4 C54 H54B 108.6 . . ?
Cl3 C54 H54B 108.6 . . ?
H54A C54 H54B 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 N1 C1 C2 -0.2(3) . . . . ?
C12 N1 C1 C13 -178.4(2) . . . . ?
N1 C1 C2 C3 -0.5(3) . . . . ?
C13 C1 C2 C3 177.4(3) . . . . ?
N1 C1 C2 S1 -173.6(2) . . . . ?
C13 C1 C2 S1 4.3(5) . . . . ?
O1 S1 C2 C1 -36.3(3) . . . . ?
O2 S1 C2 C1 92.4(3) . . . . ?
C17 S1 C2 C1 -152.0(3) . . . . ?
O1 S1 C2 C3 151.5(2) . . . . ?
O2 S1 C2 C3 -79.8(3) . . . . ?
C17 S1 C2 C3 35.8(3) . . . . ?
C1 C2 C3 C12 1.0(3) . . . . ?
S1 C2 C3 C12 174.6(2) . . . . ?
C1 C2 C3 C4 -178.4(3) . . . . ?
S1 C2 C3 C4 -4.9(5) . . . . ?
C12 C3 C4 C5 1.2(4) . . . . ?
C2 C3 C4 C5 -179.5(3) . . . . ?
C3 C4 C5 O3 178.1(3) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C26 O3 C5 C4 1.8(5) . . . . ?
C26 O3 C5 C6 -179.5(3) . . . . ?
C4 C5 C6 C11 -1.3(5) . . . . ?
O3 C5 C6 C11 180.0(3) . . . . ?
C4 C5 C6 C7 -179.8(3) . . . . ?
O3 C5 C6 C7 1.5(4) . . . . ?
C11 C6 C7 C8 13.6(5) . . . . ?
C5 C6 C7 C8 -168.0(4) . . . . ?
C6 C7 C8 C9 -46.4(6) . . . . ?
C7 C8 C9 C10 63.4(6) . . . . ?
C8 C9 C10 C11 -45.7(6) . . . . ?
C5 C6 C11 C12 2.4(4) . . . . ?
C7 C6 C11 C12 -179.2(3) . . . . ?
C5 C6 C11 C10 -176.6(3) . . . . ?
C7 C6 C11 C10 1.8(5) . . . . ?
C9 C10 C11 C6 13.7(5) . . . . ?
C9 C10 C11 C12 -165.2(4) . . . . ?
C1 N1 C12 C3 0.9(3) . . . . ?
C1 N1 C12 C11 179.2(3) . . . . ?
C4 C3 C12 N1 178.4(2) . . . . ?
C2 C3 C12 N1 -1.1(3) . . . . ?
C4 C3 C12 C11 0.0(4) . . . . ?
C2 C3 C12 C11 -179.5(3) . . . . ?
C6 C11 C12 N1 -179.9(3) . . . . ?
C10 C11 C12 N1 -0.9(5) . . . . ?
C6 C11 C12 C3 -1.8(4) . . . . ?
C10 C11 C12 C3 177.2(3) . . . . ?
N1 C1 C13 C16 123.7(3) . . . . ?
C2 C1 C13 C16 -54.0(4) . . . . ?
N1 C1 C13 C14 -114.7(3) . . . . ?
C2 C1 C13 C14 67.6(4) . . . . ?
N1 C1 C13 C15 5.0(4) . . . . ?
C2 C1 C13 C15 -172.6(3) . . . . ?
O1 S1 C17 C18 -54.5(3) . . . . ?
O2 S1 C17 C18 179.5(2) . . . . ?
C2 S1 C17 C18 63.8(3) . . . . ?
O1 S1 C17 C22 127.6(3) . . . . ?
O2 S1 C17 C22 1.5(3) . . . . ?
C2 S1 C17 C22 -114.2(3) . . . . ?
C22 C17 C18 C19 0.4(4) . . . . ?
S1 C17 C18 C19 -177.5(2) . . . . ?
C22 C17 C18 C23 -178.8(3) . . . . ?
S1 C17 C18 C23 3.2(4) . . . . ?
C17 C18 C19 C20 -0.8(5) . . . . ?
C23 C18 C19 C20 178.5(3) . . . . ?
C18 C19 C20 C21 0.1(5) . . . . ?
C18 C19 C20 C24 -178.8(4) . . . . ?
C19 C20 C21 C22 1.0(5) . . . . ?
C24 C20 C21 C22 179.9(4) . . . . ?
C20 C21 C22 C17 -1.3(5) . . . . ?
C20 C21 C22 C25 177.7(4) . . . . ?
C18 C17 C22 C21 0.6(5) . . . . ?
S1 C17 C22 C21 178.4(2) . . . . ?
C18 C17 C22 C25 -178.4(4) . . . . ?
S1 C17 C22 C25 -0.5(5) . . . . ?
C38 N2 C27 C28 -0.3(3) . . . . ?
C38 N2 C27 C39 177.4(3) . . . . ?
N2 C27 C28 C29 1.5(3) . . . . ?
C39 C27 C28 C29 -175.9(3) . . . . ?
N2 C27 C28 S2 175.9(2) . . . . ?
C39 C27 C28 S2 -1.5(5) . . . . ?
O4 S2 C28 C27 34.9(3) . . . . ?
O5 S2 C28 C27 -93.2(3) . . . . ?
C43 S2 C28 C27 150.3(3) . . . . ?
O4 S2 C28 C29 -151.6(3) . . . . ?
O5 S2 C28 C29 80.4(3) . . . . ?
C43 S2 C28 C29 -36.1(3) . . . . ?
C27 C28 C29 C38 -2.1(3) . . . . ?
S2 C28 C29 C38 -176.8(2) . . . . ?
C27 C28 C29 C30 177.9(3) . . . . ?
S2 C28 C29 C30 3.2(5) . . . . ?
C38 C29 C30 C31 -1.3(4) . . . . ?
C28 C29 C30 C31 178.7(3) . . . . ?
C29 C30 C31 O6 -178.7(3) . . . . ?
C29 C30 C31 C32 0.9(5) . . . . ?
C52 O6 C31 C30 -7.0(5) . . . . ?
C52 O6 C31 C32 173.5(3) . . . . ?
C30 C31 C32 C37 0.9(5) . . . . ?
O6 C31 C32 C37 -179.5(3) . . . . ?
C30 C31 C32 C33 -178.4(3) . . . . ?
O6 C31 C32 C33 1.2(4) . . . . ?
C37 C32 C33 C34 -14.4(5) . . . . ?
C31 C32 C33 C34 164.9(4) . . . . ?
C32 C33 C34 C35 46.7(5) . . . . ?
C33 C34 C35 C36 -63.5(5) . . . . ?
C34 C35 C36 C37 45.5(5) . . . . ?
C31 C32 C37 C38 -2.1(4) . . . . ?
C33 C32 C37 C38 177.1(3) . . . . ?
C31 C32 C37 C36 178.4(3) . . . . ?
C33 C32 C37 C36 -2.3(5) . . . . ?
C35 C36 C37 C32 -13.5(5) . . . . ?
C35 C36 C37 C38 167.0(3) . . . . ?
C27 N2 C38 C29 -1.0(3) . . . . ?
C27 N2 C38 C37 -179.0(3) . . . . ?
C30 C29 C38 N2 -178.1(3) . . . . ?
C28 C29 C38 N2 1.9(3) . . . . ?
C30 C29 C38 C37 0.0(4) . . . . ?
C28 C29 C38 C37 180.0(3) . . . . ?
C32 C37 C38 N2 179.4(3) . . . . ?
C36 C37 C38 N2 -1.1(5) . . . . ?
C32 C37 C38 C29 1.7(4) . . . . ?
C36 C37 C38 C29 -178.8(3) . . . . ?
N2 C27 C39 C42 -124.5(3) . . . . ?
C28 C27 C39 C42 52.6(5) . . . . ?
N2 C27 C39 C40 -6.2(4) . . . . ?
C28 C27 C39 C40 170.9(4) . . . . ?
N2 C27 C39 C41 113.5(3) . . . . ?
C28 C27 C39 C41 -69.4(4) . . . . ?
O4 S2 C43 C44 -127.5(3) . . . . ?
O5 S2 C43 C44 -1.6(3) . . . . ?
C28 S2 C43 C44 114.6(3) . . . . ?
O4 S2 C43 C48 54.3(3) . . . . ?
O5 S2 C43 C48 -179.8(2) . . . . ?
C28 S2 C43 C48 -63.6(3) . . . . ?
C48 C43 C44 C45 -0.3(5) . . . . ?
S2 C43 C44 C45 -178.4(3) . . . . ?
C48 C43 C44 C49 177.2(4) . . . . ?
S2 C43 C44 C49 -0.9(5) . . . . ?
C43 C44 C45 C46 1.6(6) . . . . ?
C49 C44 C45 C46 -176.1(4) . . . . ?
C44 C45 C46 C47 -2.9(6) . . . . ?
C44 C45 C46 C50 176.4(4) . . . . ?
C45 C46 C47 C48 2.8(6) . . . . ?
C50 C46 C47 C48 -176.4(4) . . . . ?
C46 C47 C48 C43 -1.6(6) . . . . ?
C46 C47 C48 C51 176.7(4) . . . . ?
C44 C43 C48 C47 0.3(5) . . . . ?
S2 C43 C48 C47 178.4(3) . . . . ?
C44 C43 C48 C51 -177.9(3) . . . . ?
S2 C43 C48 C51 0.3(4) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O5 0.86(2) 2.29(3) 3.112(3) 163(3) 1_565 yes
N2 H2 O2 0.84(2) 2.22(3) 3.017(3) 158(4) . yes

_refine_diff_density_max         0.693
_refine_diff_density_min         -0.539
_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_ga_220301b_a
_database_code_depnum_ccdc_archive 'CCDC 2294396'
loop_
_audit_author_name
_audit_author_address
'Renhua Fan' 'Fudan University'
_audit_update_record             
;
2023-09-12 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H27 N O3 S'
_chemical_formula_weight         445.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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                   9.2045(6)
_cell_length_b                   10.3746(7)
_cell_length_c                   12.3389(8)
_cell_angle_alpha                105.482(2)
_cell_angle_beta                 102.087(2)
_cell_angle_gamma                92.734(2)
_cell_volume                     1103.62(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      59.51

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.004
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  0.752
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\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            32984
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.870
_diffrn_reflns_theta_max         58.994
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4802
_reflns_number_gt                4387
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0421P)²+0.4836P] 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         4802
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0918
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
S1 S 0.89435(3) 0.76101(3) 0.73461(3) 0.02139(9) Uani 1 1 d . . . . .
O1 O 0.93743(10) 0.83651(10) 0.66271(8) 0.0274(2) Uani 1 1 d . . . . .
O2 O 0.99684(10) 0.67903(10) 0.78020(8) 0.0283(2) Uani 1 1 d . . . . .
O3 O 0.28831(10) 0.86846(10) 0.40422(9) 0.0319(2) Uani 1 1 d . . . . .
N1 N 0.73682(11) 0.65693(10) 0.65599(9) 0.0211(2) Uani 1 1 d . . . . .
C1 C 0.65072(14) 0.61359(12) 0.72813(11) 0.0227(3) Uani 1 1 d . . . . .
C2 C 0.51062(14) 0.64738(13) 0.70345(11) 0.0247(3) Uani 1 1 d . . . . .
H2 H 0.433387 0.631098 0.740108 0.030 Uiso 1 1 calc R U . . .
C3 C 0.49662(14) 0.71206(13) 0.61269(11) 0.0231(3) Uani 1 1 d . . . . .
C4 C 0.37439(14) 0.76164(13) 0.55517(11) 0.0257(3) Uani 1 1 d . . . . .
H4 H 0.281415 0.762024 0.577114 0.031 Uiso 1 1 calc R U . . .
C5 C 0.39493(14) 0.81003(13) 0.46501(11) 0.0249(3) Uani 1 1 d . . . . .
C6 C 0.52730(14) 0.79807(13) 0.42375(11) 0.0239(3) Uani 1 1 d . . . . .
C7 C 0.52485(15) 0.83988(15) 0.31512(12) 0.0309(3) Uani 1 1 d . . . . .
H7A H 0.506428 0.935590 0.330058 0.037 Uiso 1 1 calc R U . . .
H7B H 0.440263 0.786218 0.253398 0.037 Uiso 1 1 calc R U . . .
C8 C 0.66762(17) 0.82263(17) 0.27187(13) 0.0359(3) Uani 1 1 d . . . . .
H8A H 0.645638 0.814853 0.188187 0.043 Uiso 1 1 calc R U . . .
H8B H 0.740962 0.902723 0.312580 0.043 Uiso 1 1 calc R U . . .
C9 C 0.73326(16) 0.69856(16) 0.29254(12) 0.0336(3) Uani 1 1 d . . . . .
H9A H 0.821358 0.684737 0.258207 0.040 Uiso 1 1 calc R U . . .
H9B H 0.658440 0.619064 0.253914 0.040 Uiso 1 1 calc R U . . .
C10 C 0.78021(14) 0.71103(14) 0.42177(11) 0.0249(3) Uani 1 1 d . . . . .
H10 H 0.860761 0.787923 0.457822 0.030 Uiso 1 1 calc R U . . .
C11 C 0.64861(13) 0.74357(12) 0.47832(10) 0.0214(2) Uani 1 1 d . . . . .
C12 C 0.63267(13) 0.71155(12) 0.57939(10) 0.0211(2) Uani 1 1 d . . . . .
C13 C 0.83575(13) 0.87022(13) 0.84888(11) 0.0225(2) Uani 1 1 d . . . . .
C14 C 0.87051(15) 0.85138(13) 0.95838(11) 0.0261(3) Uani 1 1 d . . . . .
H14 H 0.927966 0.781339 0.972306 0.031 Uiso 1 1 calc R U . . .
C15 C 0.82022(15) 0.93611(14) 1.04689(12) 0.0290(3) Uani 1 1 d . . . . .
H15 H 0.845712 0.925101 1.122331 0.035 Uiso 1 1 calc R U . . .
C16 C 0.73292(15) 1.03718(14) 1.02717(12) 0.0293(3) Uani 1 1 d . . . . .
C17 C 0.70063(15) 1.05414(14) 0.91663(12) 0.0298(3) Uani 1 1 d . . . . .
H17 H 0.641945 1.123313 0.902336 0.036 Uiso 1 1 calc R U . . .
C18 C 0.75206(15) 0.97256(13) 0.82713(12) 0.0263(3) Uani 1 1 d . . . . .
H18 H 0.730666 0.986163 0.752510 0.032 Uiso 1 1 calc R U . . .
C19 C 0.67500(18) 1.12719(17) 1.12245(14) 0.0406(4) Uani 1 1 d . . . . .
H19A H 0.729780 1.217262 1.146163 0.061 Uiso 1 1 calc R U . . .
H19B H 0.689128 1.090021 1.188614 0.061 Uiso 1 1 calc R U . . .
H19C H 0.568340 1.132933 1.094666 0.061 Uiso 1 1 calc R U . . .
C20 C 0.71136(14) 0.53835(13) 0.80946(11) 0.0236(3) Uani 1 1 d . . . . .
C21 C 0.81280(16) 0.44513(14) 0.78637(12) 0.0284(3) Uani 1 1 d . . . . .
H21 H 0.847230 0.430815 0.717134 0.034 Uiso 1 1 calc R U . . .
C22 C 0.86388(17) 0.37296(15) 0.86409(13) 0.0343(3) Uani 1 1 d . . . . .
H22 H 0.933020 0.309478 0.847681 0.041 Uiso 1 1 calc R U . . .
C23 C 0.81469(17) 0.39299(15) 0.96520(13) 0.0357(3) Uani 1 1 d . . . . .
H23 H 0.851482 0.344838 1.018922 0.043 Uiso 1 1 calc R U . . .
C24 C 0.71182(18) 0.48333(15) 0.98776(12) 0.0348(3) Uani 1 1 d . . . . .
H24 H 0.675904 0.495394 1.056199 0.042 Uiso 1 1 calc R U . . .
C25 C 0.66076(16) 0.55634(14) 0.91130(12) 0.0295(3) Uani 1 1 d . . . . .
H25 H 0.590955 0.619057 0.928031 0.035 Uiso 1 1 calc R U . . .
C26 C 0.14706(16) 0.87303(17) 0.43297(14) 0.0368(3) Uani 1 1 d . . . . .
H26A H 0.101372 0.781188 0.419528 0.055 Uiso 1 1 calc R U . . .
H26B H 0.082188 0.918402 0.384702 0.055 Uiso 1 1 calc R U . . .
H26C H 0.159939 0.922662 0.514578 0.055 Uiso 1 1 calc R U . . .
C27 C 0.84668(16) 0.58256(15) 0.43718(13) 0.0325(3) Uani 1 1 d . . . . .
H27A H 0.910212 0.601192 0.515211 0.049 Uiso 1 1 calc R U . . .
H27B H 0.906648 0.552257 0.380119 0.049 Uiso 1 1 calc R U . . .
H27C H 0.765664 0.512138 0.426060 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4281(9) . ?
S1 O1 1.4305(9) . ?
S1 N1 1.7064(11) . ?
S1 C13 1.7569(13) . ?
O3 C5 1.3727(15) . ?
O3 C26 1.4173(17) . ?
N1 C12 1.4463(15) . ?
N1 C1 1.4484(15) . ?
C1 C2 1.3469(18) . ?
C1 C20 1.4674(17) . ?
C2 C3 1.4388(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.3963(17) . ?
C3 C12 1.3971(17) . ?
C4 C5 1.3794(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.4140(18) . ?
C6 C11 1.4030(17) . ?
C6 C7 1.5113(17) . ?
C7 C8 1.520(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.507(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.5304(18) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.5282(17) . ?
C10 C27 1.5333(19) . ?
C10 H10 1.0000 . ?
C11 C12 1.4073(17) . ?
C13 C14 1.3899(18) . ?
C13 C18 1.3915(18) . ?
C14 C15 1.385(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.394(2) . ?
C16 C19 1.504(2) . ?
C17 C18 1.3850(19) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.3923(19) . ?
C20 C25 1.3997(18) . ?
C21 C22 1.3890(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.3837(19) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
O2 S1 O1 119.33(6) . . ?
O2 S1 N1 106.72(6) . . ?
O1 S1 N1 107.33(5) . . ?
O2 S1 C13 109.01(6) . . ?
O1 S1 C13 109.10(6) . . ?
N1 S1 C13 104.30(6) . . ?
C5 O3 C26 117.53(11) . . ?
C12 N1 C1 105.55(9) . . ?
C12 N1 S1 115.89(8) . . ?
C1 N1 S1 112.57(8) . . ?
C2 C1 N1 109.43(11) . . ?
C2 C1 C20 127.65(12) . . ?
N1 C1 C20 122.85(11) . . ?
C1 C2 C3 109.12(11) . . ?
C1 C2 H2 125.4 . . ?
C3 C2 H2 125.4 . . ?
C4 C3 C12 121.06(11) . . ?
C4 C3 C2 131.15(12) . . ?
C12 C3 C2 107.65(11) . . ?
C5 C4 C3 116.90(12) . . ?
C5 C4 H4 121.6 . . ?
C3 C4 H4 121.6 . . ?
O3 C5 C4 123.78(12) . . ?
O3 C5 C6 113.88(11) . . ?
C4 C5 C6 122.28(12) . . ?
C11 C6 C5 120.94(11) . . ?
C11 C6 C7 123.18(12) . . ?
C5 C6 C7 115.79(11) . . ?
C6 C7 C8 114.29(11) . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C7 110.45(12) . . ?
C9 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 111.31(12) . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C11 C10 C9 110.18(10) . . ?
C11 C10 C27 114.06(11) . . ?
C9 C10 C27 108.85(11) . . ?
C11 C10 H10 107.8 . . ?
C9 C10 H10 107.8 . . ?
C27 C10 H10 107.8 . . ?
C6 C11 C12 115.64(11) . . ?
C6 C11 C10 120.00(11) . . ?
C12 C11 C10 124.11(11) . . ?
C3 C12 C11 122.24(11) . . ?
C3 C12 N1 107.97(10) . . ?
C11 C12 N1 129.28(11) . . ?
C14 C13 C18 121.17(12) . . ?
C14 C13 S1 119.75(10) . . ?
C18 C13 S1 119.06(10) . . ?
C15 C14 C13 119.08(12) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 121.11(12) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C17 118.47(13) . . ?
C15 C16 C19 121.24(14) . . ?
C17 C16 C19 120.29(14) . . ?
C18 C17 C16 121.57(13) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C13 118.55(12) . . ?
C17 C18 H18 120.7 . . ?
C13 C18 H18 120.7 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 118.77(12) . . ?
C21 C20 C1 122.16(12) . . ?
C25 C20 C1 119.00(12) . . ?
C22 C21 C20 120.31(13) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 120.38(14) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 119.71(13) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.42(14) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 120.39(14) . . ?
C24 C25 H25 119.8 . . ?
C20 C25 H25 119.8 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C10 C27 H27A 109.5 . . ?
C10 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C10 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C12 -165.51(9) . . . . ?
O1 S1 N1 C12 -36.49(10) . . . . ?
C13 S1 N1 C12 79.18(9) . . . . ?
O2 S1 N1 C1 72.86(9) . . . . ?
O1 S1 N1 C1 -158.12(8) . . . . ?
C13 S1 N1 C1 -42.45(10) . . . . ?
C12 N1 C1 C2 -4.01(13) . . . . ?
S1 N1 C1 C2 123.33(10) . . . . ?
C12 N1 C1 C20 173.01(11) . . . . ?
S1 N1 C1 C20 -59.66(14) . . . . ?
N1 C1 C2 C3 1.09(15) . . . . ?
C20 C1 C2 C3 -175.74(12) . . . . ?
C1 C2 C3 C4 178.02(14) . . . . ?
C1 C2 C3 C12 2.40(15) . . . . ?
C12 C3 C4 C5 -0.23(19) . . . . ?
C2 C3 C4 C5 -175.36(13) . . . . ?
C26 O3 C5 C4 -3.1(2) . . . . ?
C26 O3 C5 C6 174.30(12) . . . . ?
C3 C4 C5 O3 -176.40(12) . . . . ?
C3 C4 C5 C6 6.4(2) . . . . ?
O3 C5 C6 C11 178.38(11) . . . . ?
C4 C5 C6 C11 -4.2(2) . . . . ?
O3 C5 C6 C7 -4.95(17) . . . . ?
C4 C5 C6 C7 172.47(12) . . . . ?
C11 C6 C7 C8 -2.1(2) . . . . ?
C5 C6 C7 C8 -178.67(13) . . . . ?
C6 C7 C8 C9 35.97(18) . . . . ?
C7 C8 C9 C10 -63.62(16) . . . . ?
C8 C9 C10 C11 54.55(15) . . . . ?
C8 C9 C10 C27 -179.69(11) . . . . ?
C5 C6 C11 C12 -4.24(18) . . . . ?
C7 C6 C11 C12 179.34(12) . . . . ?
C5 C6 C11 C10 170.35(12) . . . . ?
C7 C6 C11 C10 -6.07(19) . . . . ?
C9 C10 C11 C6 -19.83(17) . . . . ?
C27 C10 C11 C6 -142.59(12) . . . . ?
C9 C10 C11 C12 154.28(12) . . . . ?
C27 C10 C11 C12 31.52(17) . . . . ?
C4 C3 C12 C11 -8.54(19) . . . . ?
C2 C3 C12 C11 167.61(12) . . . . ?
C4 C3 C12 N1 178.98(11) . . . . ?
C2 C3 C12 N1 -4.87(14) . . . . ?
C6 C11 C12 C3 10.48(18) . . . . ?
C10 C11 C12 C3 -163.86(12) . . . . ?
C6 C11 C12 N1 -178.77(12) . . . . ?
C10 C11 C12 N1 6.9(2) . . . . ?
C1 N1 C12 C3 5.42(13) . . . . ?
S1 N1 C12 C3 -119.88(10) . . . . ?
C1 N1 C12 C11 -166.35(12) . . . . ?
S1 N1 C12 C11 68.34(15) . . . . ?
O2 S1 C13 C14 -10.48(12) . . . . ?
O1 S1 C13 C14 -142.36(10) . . . . ?
N1 S1 C13 C14 103.21(11) . . . . ?
O2 S1 C13 C18 170.97(10) . . . . ?
O1 S1 C13 C18 39.09(12) . . . . ?
N1 S1 C13 C18 -75.34(11) . . . . ?
C18 C13 C14 C15 0.18(19) . . . . ?
S1 C13 C14 C15 -178.33(10) . . . . ?
C13 C14 C15 C16 1.5(2) . . . . ?
C14 C15 C16 C17 -1.9(2) . . . . ?
C14 C15 C16 C19 178.49(13) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C19 C16 C17 C18 -179.81(13) . . . . ?
C16 C17 C18 C13 1.1(2) . . . . ?
C14 C13 C18 C17 -1.46(19) . . . . ?
S1 C13 C18 C17 177.06(10) . . . . ?
C2 C1 C20 C21 142.03(14) . . . . ?
N1 C1 C20 C21 -34.42(18) . . . . ?
C2 C1 C20 C25 -35.1(2) . . . . ?
N1 C1 C20 C25 148.46(12) . . . . ?
C25 C20 C21 C22 -0.8(2) . . . . ?
C1 C20 C21 C22 -177.97(13) . . . . ?
C20 C21 C22 C23 -0.1(2) . . . . ?
C21 C22 C23 C24 1.3(2) . . . . ?
C22 C23 C24 C25 -1.7(2) . . . . ?
C23 C24 C25 C20 0.8(2) . . . . ?
C21 C20 C25 C24 0.5(2) . . . . ?
C1 C20 C25 C24 177.71(12) . . . . ?

_refine_diff_density_max         0.425
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.040



