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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mj23624_0m
_database_code_depnum_ccdc_archive 'CCDC 2306250'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2023-11-07 deposited with the CCDC.	2024-05-10 downloaded from the CCDC.
;
_audit_creation_date             2023-11-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H29 N O4 S'
_chemical_formula_sum            'C22 H29 N O4 S'
_chemical_formula_weight         403.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.6269(2)
_cell_length_b                   12.3105(3)
_cell_length_c                   23.0037(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.242(2)
_cell_angle_gamma                90
_cell_volume                     2159.33(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7271
_cell_measurement_temperature    173.00
_cell_measurement_theta_max      54.983
_cell_measurement_theta_min      3.544
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    1.010
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1498 before and 0.0752 after correction.
The Ratio of minimum to maximum transmission is 0.7483.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            23150
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.023
_diffrn_reflns_theta_min         3.543
_diffrn_ambient_temperature      173.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1995708
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2746
_reflns_number_total             4101
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+0.5794P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1002
_refine_ls_wR_factor_ref         0.1144
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C6(H6A,H6B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C20(H20), C21(H21)
2.d X=CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.e Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,
 H15C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7274(3) 0.38140(17) 0.17857(8) 0.0345(5) Uani 1 1 d . . . . .
H1A H 0.791093 0.451012 0.183384 0.041 Uiso 1 1 calc R U . . .
H1B H 0.644535 0.373701 0.210843 0.041 Uiso 1 1 calc R U . . .
N1 N 0.8519(2) 0.28978(14) 0.17863(7) 0.0383(4) Uani 1 1 d . . . . .
O1 O 1.1056(2) 0.40639(14) 0.20153(6) 0.0567(5) Uani 1 1 d . . . . .
S1 S 1.03456(7) 0.30277(5) 0.21616(2) 0.04612(19) Uani 1 1 d . . . . .
C2 C 0.6291(3) 0.37882(16) 0.12032(8) 0.0314(5) Uani 1 1 d . . . . .
O2 O 1.1333(2) 0.20567(15) 0.20710(7) 0.0624(5) Uani 1 1 d . . . . .
C3 C 0.4565(3) 0.44548(16) 0.12019(8) 0.0341(5) Uani 1 1 d . . . . .
H3 H 0.395931 0.430601 0.157478 0.041 Uiso 1 1 calc R U . . .
O3 O 0.5422(2) 0.60764(11) 0.16522(6) 0.0467(4) Uani 1 1 d . . . . .
C4 C 0.4810(3) 0.56549(18) 0.11508(9) 0.0385(5) Uani 1 1 d . . . . .
O4 O 0.4512(2) 0.62033(13) 0.07272(6) 0.0590(5) Uani 1 1 d . . . . .
C5 C 0.5634(3) 0.72372(18) 0.16673(11) 0.0569(7) Uani 1 1 d . . . . .
H5A H 0.450167 0.758639 0.158316 0.085 Uiso 1 1 calc R U . . .
H5B H 0.647951 0.745742 0.137510 0.085 Uiso 1 1 calc R U . . .
H5C H 0.606360 0.745856 0.205400 0.085 Uiso 1 1 calc R U . . .
C6 C 0.3466(3) 0.39526(18) 0.07061(9) 0.0426(6) Uani 1 1 d . . . . .
H6A H 0.219928 0.400691 0.078629 0.051 Uiso 1 1 calc R U . . .
H6B H 0.369735 0.432241 0.033335 0.051 Uiso 1 1 calc R U . . .
C7 C 0.4039(3) 0.27789(17) 0.06848(9) 0.0386(5) Uani 1 1 d . . . . .
C8 C 0.5563(3) 0.26549(17) 0.10927(8) 0.0333(5) Uani 1 1 d . . . . .
C9 C 0.6097(3) 0.17784(16) 0.13911(8) 0.0351(5) Uani 1 1 d . . . . .
C10 C 0.7635(3) 0.18450(17) 0.18135(9) 0.0419(5) Uani 1 1 d . . . . .
H10A H 0.721931 0.172479 0.221305 0.050 Uiso 1 1 calc R U . . .
H10B H 0.848305 0.126245 0.172444 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5221(3) 0.06764(17) 0.13499(9) 0.0412(5) Uani 1 1 d . . . . .
H11 H 0.399500 0.079719 0.120089 0.049 Uiso 1 1 calc R U . . .
C12 C 0.5097(3) 0.01072(18) 0.19363(9) 0.0510(6) Uani 1 1 d . . . . .
H12A H 0.627745 -0.008098 0.208008 0.076 Uiso 1 1 calc R U . . .
H12B H 0.439686 -0.055605 0.189117 0.076 Uiso 1 1 calc R U . . .
H12C H 0.453807 0.059278 0.221438 0.076 Uiso 1 1 calc R U . . .
C13 C 0.6132(4) -0.00551(19) 0.09117(10) 0.0582(7) Uani 1 1 d . . . . .
H13A H 0.618695 0.031815 0.053623 0.087 Uiso 1 1 calc R U . . .
H13B H 0.547007 -0.073271 0.086462 0.087 Uiso 1 1 calc R U . . .
H13C H 0.732400 -0.021926 0.105353 0.087 Uiso 1 1 calc R U . . .
C14 C 0.3346(3) 0.2056(2) 0.03207(10) 0.0575(7) Uani 1 1 d . . . . .
H14A H 0.383484 0.134772 0.029806 0.069 Uiso 1 1 calc R U . . .
H14B H 0.236122 0.224557 0.008208 0.069 Uiso 1 1 calc R U . . .
C15 C 0.7503(3) 0.41566(18) 0.07176(8) 0.0413(5) Uani 1 1 d . . . . .
H15A H 0.856193 0.370507 0.072258 0.062 Uiso 1 1 calc R U . . .
H15B H 0.783153 0.491825 0.077937 0.062 Uiso 1 1 calc R U . . .
H15C H 0.689160 0.408178 0.034073 0.062 Uiso 1 1 calc R U . . .
C16 C 0.9800(3) 0.30780(19) 0.29025(9) 0.0407(5) Uani 1 1 d . . . . .
C17 C 0.9464(3) 0.4070(2) 0.31558(9) 0.0484(6) Uani 1 1 d . . . . .
H17 H 0.952921 0.471752 0.293302 0.058 Uiso 1 1 calc R U . . .
C18 C 0.9028(3) 0.4116(2) 0.37387(10) 0.0559(7) Uani 1 1 d . . . . .
H18 H 0.879749 0.479988 0.391216 0.067 Uiso 1 1 calc R U . . .
C19 C 0.8923(3) 0.3183(2) 0.40698(10) 0.0560(7) Uani 1 1 d . . . . .
C20 C 0.9265(3) 0.2197(2) 0.38102(11) 0.0586(7) Uani 1 1 d . . . . .
H20 H 0.920291 0.154975 0.403409 0.070 Uiso 1 1 calc R U . . .
C21 C 0.9696(3) 0.2132(2) 0.32289(10) 0.0515(6) Uani 1 1 d . . . . .
H21 H 0.991799 0.144708 0.305539 0.062 Uiso 1 1 calc R U . . .
C22 C 0.8413(4) 0.3243(3) 0.46995(11) 0.0838(10) Uani 1 1 d . . . . .
H22A H 0.862683 0.397911 0.484726 0.126 Uiso 1 1 calc R U . . .
H22B H 0.911362 0.272285 0.492798 0.126 Uiso 1 1 calc R U . . .
H22C H 0.716552 0.306678 0.473199 0.126 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
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 N1 1.474(2) . ?
C1 C2 1.522(3) . ?
N1 S1 1.6307(16) . ?
N1 C10 1.463(3) . ?
O1 S1 1.4291(17) . ?
S1 O2 1.4305(17) . ?
S1 C16 1.764(2) . ?
C2 C3 1.551(3) . ?
C2 C8 1.521(3) . ?
C2 C15 1.534(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.494(3) . ?
C3 C6 1.531(3) . ?
O3 C4 1.340(2) . ?
O3 C5 1.438(3) . ?
C4 O4 1.203(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.511(3) . ?
C7 C8 1.486(3) . ?
C7 C14 1.324(3) . ?
C8 C9 1.338(3) . ?
C9 C10 1.509(3) . ?
C9 C11 1.514(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11 1.0000 . ?
C11 C12 1.525(3) . ?
C11 C13 1.530(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.379(3) . ?
C16 C21 1.389(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(3) . ?
C19 C20 1.381(3) . ?
C19 C22 1.510(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(3) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
H1A C1 H1B 108.6 . . ?
N1 C1 H1A 110.3 . . ?
N1 C1 H1B 110.3 . . ?
N1 C1 C2 106.86(15) . . ?
C2 C1 H1A 110.4 . . ?
C2 C1 H1B 110.3 . . ?
C1 N1 S1 117.92(13) . . ?
C10 N1 C1 112.36(16) . . ?
C10 N1 S1 116.96(13) . . ?
N1 S1 C16 107.37(9) . . ?
O1 S1 N1 106.67(9) . . ?
O1 S1 O2 120.52(10) . . ?
O1 S1 C16 107.14(10) . . ?
O2 S1 N1 106.70(10) . . ?
O2 S1 C16 107.82(10) . . ?
C1 C2 C3 113.12(16) . . ?
C1 C2 C15 109.97(16) . . ?
C8 C2 C1 109.72(16) . . ?
C8 C2 C3 100.28(16) . . ?
C8 C2 C15 111.90(16) . . ?
C15 C2 C3 111.54(16) . . ?
C2 C3 H3 108.0 . . ?
C4 C3 C2 114.59(17) . . ?
C4 C3 H3 108.0 . . ?
C4 C3 C6 114.07(16) . . ?
C6 C3 C2 103.80(16) . . ?
C6 C3 H3 108.0 . . ?
C4 O3 C5 116.26(17) . . ?
O3 C4 C3 110.93(17) . . ?
O4 C4 C3 126.7(2) . . ?
O4 C4 O3 122.4(2) . . ?
O3 C5 H5A 109.5 . . ?
O3 C5 H5B 109.5 . . ?
O3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 110.8 . . ?
C3 C6 H6B 110.8 . . ?
H6A C6 H6B 108.9 . . ?
C7 C6 C3 104.86(16) . . ?
C7 C6 H6A 110.8 . . ?
C7 C6 H6B 110.8 . . ?
C8 C7 C6 107.49(17) . . ?
C14 C7 C6 123.5(2) . . ?
C14 C7 C8 128.8(2) . . ?
C7 C8 C2 106.80(16) . . ?
C9 C8 C2 123.25(18) . . ?
C9 C8 C7 129.22(19) . . ?
C8 C9 C10 120.69(18) . . ?
C8 C9 C11 124.16(18) . . ?
C10 C9 C11 115.14(17) . . ?
N1 C10 C9 111.91(16) . . ?
N1 C10 H10A 109.2 . . ?
N1 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C9 C11 H11 107.2 . . ?
C9 C11 C12 113.09(17) . . ?
C9 C11 C13 111.23(19) . . ?
C12 C11 H11 107.2 . . ?
C12 C11 C13 110.49(18) . . ?
C13 C11 H11 107.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C14 H14A 120.0 . . ?
C7 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C2 C15 H15A 109.5 . . ?
C2 C15 H15B 109.5 . . ?
C2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 S1 119.29(17) . . ?
C17 C16 C21 120.0(2) . . ?
C21 C16 S1 120.70(18) . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.1(2) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C20 118.6(2) . . ?
C18 C19 C22 120.5(3) . . ?
C20 C19 C22 120.9(3) . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.2(2) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 H21 120.3 . . ?
C20 C21 C16 119.4(2) . . ?
C20 C21 H21 120.3 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
C1 N1 S1 O1 -47.69(16) . . . . ?
C1 N1 S1 O2 -177.73(14) . . . . ?
C1 N1 S1 C16 66.89(17) . . . . ?
C1 N1 C10 C9 46.3(2) . . . . ?
C1 C2 C3 C4 77.9(2) . . . . ?
C1 C2 C3 C6 -157.01(17) . . . . ?
C1 C2 C8 C7 155.55(16) . . . . ?
C1 C2 C8 C9 -15.4(3) . . . . ?
N1 C1 C2 C3 162.06(16) . . . . ?
N1 C1 C2 C8 51.0(2) . . . . ?
N1 C1 C2 C15 -72.5(2) . . . . ?
N1 S1 C16 C17 -89.97(18) . . . . ?
N1 S1 C16 C21 89.54(19) . . . . ?
O1 S1 C16 C17 24.29(19) . . . . ?
O1 S1 C16 C21 -156.20(17) . . . . ?
S1 N1 C10 C9 -172.66(14) . . . . ?
S1 C16 C17 C18 179.79(16) . . . . ?
S1 C16 C21 C20 180.00(17) . . . . ?
C2 C1 N1 S1 149.90(14) . . . . ?
C2 C1 N1 C10 -69.49(19) . . . . ?
C2 C3 C4 O3 -74.6(2) . . . . ?
C2 C3 C4 O4 105.5(2) . . . . ?
C2 C3 C6 C7 30.0(2) . . . . ?
C2 C8 C9 C10 -7.5(3) . . . . ?
C2 C8 C9 C11 170.92(18) . . . . ?
O2 S1 C16 C17 155.40(17) . . . . ?
O2 S1 C16 C21 -25.1(2) . . . . ?
C3 C2 C8 C7 36.28(19) . . . . ?
C3 C2 C8 C9 -134.7(2) . . . . ?
C3 C6 C7 C8 -7.4(2) . . . . ?
C3 C6 C7 C14 177.8(2) . . . . ?
C4 C3 C6 C7 155.35(18) . . . . ?
C5 O3 C4 C3 -177.10(18) . . . . ?
C5 O3 C4 O4 2.8(3) . . . . ?
C6 C3 C4 O3 165.94(17) . . . . ?
C6 C3 C4 O4 -13.9(3) . . . . ?
C6 C7 C8 C2 -18.7(2) . . . . ?
C6 C7 C8 C9 151.6(2) . . . . ?
C7 C8 C9 C10 -176.3(2) . . . . ?
C7 C8 C9 C11 2.1(3) . . . . ?
C8 C2 C3 C4 -165.29(16) . . . . ?
C8 C2 C3 C6 -40.24(18) . . . . ?
C8 C9 C10 N1 -7.2(3) . . . . ?
C8 C9 C11 C12 -139.7(2) . . . . ?
C8 C9 C11 C13 95.3(3) . . . . ?
C10 N1 S1 O1 173.49(15) . . . . ?
C10 N1 S1 O2 43.45(17) . . . . ?
C10 N1 S1 C16 -71.93(17) . . . . ?
C10 C9 C11 C12 38.8(3) . . . . ?
C10 C9 C11 C13 -86.2(2) . . . . ?
C11 C9 C10 N1 174.25(17) . . . . ?
C14 C7 C8 C2 155.7(2) . . . . ?
C14 C7 C8 C9 -34.0(4) . . . . ?
C15 C2 C3 C4 -46.7(2) . . . . ?
C15 C2 C3 C6 78.4(2) . . . . ?
C15 C2 C8 C7 -82.1(2) . . . . ?
C15 C2 C8 C9 106.9(2) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C16 C21 C20 -0.5(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C17 C18 C19 C22 -178.8(2) . . . . ?
C18 C19 C20 C21 -0.3(4) . . . . ?
C19 C20 C21 C16 0.5(3) . . . . ?
C21 C16 C17 C18 0.3(3) . . . . ?
C22 C19 C20 C21 178.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_d8v24037_0m
_database_code_depnum_ccdc_archive 'CCDC 2328425'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H30 F N O4 S'
_chemical_formula_weight         483.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   8.8399(3)
_cell_length_b                   10.9638(5)
_cell_length_c                   14.6620(6)
_cell_angle_alpha                71.0650(10)
_cell_angle_beta                 82.3880(10)
_cell_angle_gamma                67.8040(10)
_cell_volume                     1244.45(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      4.977
_cell_measurement_theta_max      54.786

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.171
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6760
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22497
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.489
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4861
_reflns_number_gt                3961
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0415P)²+0.4423P] 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         4861
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1097
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.67343(6) 0.71375(5) 0.46465(3) 0.04783(14) Uani 1 1 d . . . . .
F1 F -0.23522(16) 1.0797(2) 0.12085(12) 0.1136(6) Uani 1 1 d . . . . .
N1 N 0.65261(17) 0.69181(14) 0.36259(10) 0.0432(3) Uani 1 1 d . . . . .
O1 O 1.0014(2) 0.57136(19) 0.11449(14) 0.0990(6) Uani 1 1 d . . . . .
O2 O 1.10816(17) 0.38779(17) 0.23853(12) 0.0787(5) Uani 1 1 d . . . . .
O3 O 0.75422(18) 0.57978(13) 0.52890(9) 0.0611(4) Uani 1 1 d . . . . .
O4 O 0.51543(16) 0.79844(14) 0.48918(10) 0.0611(4) Uani 1 1 d . . . . .
C1 C 0.5688(2) 0.81659(17) 0.28539(13) 0.0462(4) Uani 1 1 d . . . . .
H10A H 0.6327 0.8760 0.2675 0.055 Uiso 1 1 calc R U . . .
H10B H 0.4636 0.8663 0.3094 0.055 Uiso 1 1 calc R U . . .
C2 C 0.54299(19) 0.78568(17) 0.19766(12) 0.0416(4) Uani 1 1 d . . . . .
C3 C 0.6045(2) 0.65768(17) 0.19030(12) 0.0421(4) Uani 1 1 d . . . . .
C4 C 0.5986(2) 0.6081(2) 0.10901(14) 0.0542(5) Uani 1 1 d . . . . .
C5 C 0.7381(3) 0.4717(2) 0.12009(17) 0.0674(6) Uani 1 1 d . . . . .
H5A H 0.8076 0.4761 0.0630 0.081 Uiso 1 1 calc R U . . .
H5B H 0.6964 0.3984 0.1293 0.081 Uiso 1 1 calc R U . . .
C6 C 0.8349(2) 0.44443(18) 0.20890(14) 0.0489(4) Uani 1 1 d . . . . .
H6 H 0.8643 0.3471 0.2469 0.059 Uiso 1 1 calc R U . . .
C7 C 0.7113(2) 0.53625(16) 0.26818(12) 0.0411(4) Uani 1 1 d . . . . .
C8 C 0.7881(2) 0.58856(17) 0.32736(13) 0.0427(4) Uani 1 1 d . . . . .
H8A H 0.8478 0.5131 0.3811 0.051 Uiso 1 1 calc R U . . .
H8B H 0.8632 0.6303 0.2878 0.051 Uiso 1 1 calc R U . . .
C9 C 0.6106(2) 0.4543(2) 0.33453(15) 0.0564(5) Uani 1 1 d . . . . .
H9A H 0.5249 0.5134 0.3651 0.085 Uiso 1 1 calc R U . . .
H9B H 0.6801 0.3781 0.3829 0.085 Uiso 1 1 calc R U . . .
H9C H 0.5637 0.4202 0.2972 0.085 Uiso 1 1 calc R U . . .
C10 C 0.4893(3) 0.6630(3) 0.04004(17) 0.0814(7) Uani 1 1 d . . . . .
H10C H 0.4014 0.7440 0.0388 0.098 Uiso 1 1 calc R U . . .
H10D H 0.5003 0.6207 -0.0074 0.098 Uiso 1 1 calc R U . . .
C11 C 0.9880(2) 0.4777(2) 0.18026(14) 0.0526(5) Uani 1 1 d . . . . .
C12 C 1.2689(3) 0.3990(3) 0.2203(3) 0.1049(10) Uani 1 1 d . . . . .
H12A H 1.2857 0.4460 0.2617 0.126 Uiso 1 1 calc R U . . .
H12B H 1.2781 0.4515 0.1537 0.126 Uiso 1 1 calc R U . . .
C13 C 1.3904(3) 0.2602(3) 0.2401(3) 0.1038(10) Uani 1 1 d . . . . .
H13A H 1.3856 0.2112 0.3072 0.156 Uiso 1 1 calc R U . . .
H13B H 1.4972 0.2652 0.2243 0.156 Uiso 1 1 calc R U . . .
H13C H 1.3686 0.2124 0.2018 0.156 Uiso 1 1 calc R U . . .
C14 C 0.4505(2) 0.91201(18) 0.11931(13) 0.0510(4) Uani 1 1 d . . . . .
H14A H 0.4885 0.8958 0.0576 0.061 Uiso 1 1 calc R U . . .
H14B H 0.4785 0.9885 0.1214 0.061 Uiso 1 1 calc R U . . .
C15 C 0.2657(2) 0.95548(18) 0.12326(12) 0.0465(4) Uani 1 1 d . . . . .
C16 C 0.1870(2) 0.8657(2) 0.17116(14) 0.0584(5) Uani 1 1 d . . . . .
H16 H 0.2483 0.7753 0.2047 0.070 Uiso 1 1 calc R U . . .
C17 C 0.0180(3) 0.9070(3) 0.17062(16) 0.0718(6) Uani 1 1 d . . . . .
H17 H -0.0344 0.8457 0.2036 0.086 Uiso 1 1 calc R U . . .
C18 C -0.0689(3) 1.0393(3) 0.12071(16) 0.0721(7) Uani 1 1 d . . . . .
C19 C 0.0029(3) 1.1316(2) 0.07146(17) 0.0730(7) Uani 1 1 d . . . . .
H19 H -0.0595 1.2212 0.0373 0.088 Uiso 1 1 calc R U . . .
C20 C 0.1706(3) 1.0894(2) 0.07324(14) 0.0604(5) Uani 1 1 d . . . . .
H20 H 0.2213 1.1519 0.0402 0.073 Uiso 1 1 calc R U . . .
C21 C 0.8033(2) 0.80892(17) 0.44076(12) 0.0445(4) Uani 1 1 d . . . . .
C22 C 0.9719(2) 0.74182(19) 0.44295(13) 0.0510(4) Uani 1 1 d . . . . .
H22 H 1.0168 0.6460 0.4602 0.061 Uiso 1 1 calc R U . . .
C23 C 1.0721(2) 0.8182(2) 0.41947(14) 0.0543(5) Uani 1 1 d . . . . .
H23 H 1.1848 0.7728 0.4223 0.065 Uiso 1 1 calc R U . . .
C24 C 1.0087(2) 0.9618(2) 0.39162(13) 0.0506(4) Uani 1 1 d . . . . .
C25 C 0.8398(2) 1.02615(19) 0.39056(15) 0.0566(5) Uani 1 1 d . . . . .
H25 H 0.7948 1.1220 0.3728 0.068 Uiso 1 1 calc R U . . .
C26 C 0.7371(2) 0.95203(19) 0.41504(14) 0.0527(5) Uani 1 1 d . . . . .
H26 H 0.6245 0.9974 0.4144 0.063 Uiso 1 1 calc R U . . .
C27 C 1.1181(3) 1.0450(2) 0.36187(16) 0.0656(6) Uani 1 1 d . . . . .
H27A H 1.1341 1.0684 0.2932 0.098 Uiso 1 1 calc R U . . .
H27B H 1.2218 0.9918 0.3930 0.098 Uiso 1 1 calc R U . . .
H27C H 1.0685 1.1280 0.3804 0.098 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 O3 1.4292(13) . ?
S1 O4 1.4304(13) . ?
S1 N1 1.6342(15) . ?
S1 C21 1.7580(19) . ?
F1 C18 1.366(2) . ?
N1 C1 1.467(2) . ?
N1 C8 1.475(2) . ?
O1 C11 1.191(2) . ?
O2 C11 1.316(2) . ?
O2 C12 1.454(3) . ?
C1 C2 1.497(2) . ?
C1 H10A 0.9700 . ?
C1 H10B 0.9700 . ?
C2 C3 1.335(2) . ?
C2 C14 1.506(2) . ?
C3 C4 1.476(2) . ?
C3 C7 1.522(2) . ?
C4 C10 1.320(3) . ?
C4 C5 1.511(3) . ?
C5 C6 1.539(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C11 1.504(3) . ?
C6 C7 1.565(2) . ?
C6 H6 0.9800 . ?
C7 C8 1.522(2) . ?
C7 C9 1.534(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10C 0.9300 . ?
C10 H10D 0.9300 . ?
C12 C13 1.454(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.518(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.373(3) . ?
C15 C20 1.390(2) . ?
C16 C17 1.388(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.359(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.356(3) . ?
C19 C20 1.377(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C26 1.388(2) . ?
C21 C22 1.390(2) . ?
C22 C23 1.377(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.390(3) . ?
C24 C27 1.501(3) . ?
C25 C26 1.376(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O4 120.08(9) . . ?
O3 S1 N1 106.81(8) . . ?
O4 S1 N1 106.22(8) . . ?
O3 S1 C21 108.62(9) . . ?
O4 S1 C21 107.89(8) . . ?
N1 S1 C21 106.44(8) . . ?
C1 N1 C8 113.37(13) . . ?
C1 N1 S1 116.55(11) . . ?
C8 N1 S1 118.78(11) . . ?
C11 O2 C12 118.84(19) . . ?
N1 C1 C2 112.83(14) . . ?
N1 C1 H10A 109.0 . . ?
C2 C1 H10A 109.0 . . ?
N1 C1 H10B 109.0 . . ?
C2 C1 H10B 109.0 . . ?
H10A C1 H10B 107.8 . . ?
C3 C2 C1 121.68(15) . . ?
C3 C2 C14 124.65(16) . . ?
C1 C2 C14 113.59(15) . . ?
C2 C3 C4 129.60(16) . . ?
C2 C3 C7 122.10(15) . . ?
C4 C3 C7 108.09(14) . . ?
C10 C4 C3 128.77(19) . . ?
C10 C4 C5 123.22(19) . . ?
C3 C4 C5 107.89(15) . . ?
C4 C5 C6 106.88(16) . . ?
C4 C5 H5A 110.3 . . ?
C6 C5 H5A 110.3 . . ?
C4 C5 H5B 110.3 . . ?
C6 C5 H5B 110.3 . . ?
H5A C5 H5B 108.6 . . ?
C11 C6 C5 111.51(17) . . ?
C11 C6 C7 113.28(14) . . ?
C5 C6 C7 104.31(14) . . ?
C11 C6 H6 109.2 . . ?
C5 C6 H6 109.2 . . ?
C7 C6 H6 109.2 . . ?
C8 C7 C3 109.68(13) . . ?
C8 C7 C9 109.67(15) . . ?
C3 C7 C9 110.75(14) . . ?
C8 C7 C6 115.07(14) . . ?
C3 C7 C6 102.85(14) . . ?
C9 C7 C6 108.64(14) . . ?
N1 C8 C7 106.54(13) . . ?
N1 C8 H8A 110.4 . . ?
C7 C8 H8A 110.4 . . ?
N1 C8 H8B 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C10 H10C 120.0 . . ?
C4 C10 H10D 120.0 . . ?
H10C C10 H10D 120.0 . . ?
O1 C11 O2 123.8(2) . . ?
O1 C11 C6 125.79(19) . . ?
O2 C11 C6 110.44(16) . . ?
O2 C12 C13 108.1(2) . . ?
O2 C12 H12A 110.1 . . ?
C13 C12 H12A 110.1 . . ?
O2 C12 H12B 110.1 . . ?
C13 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C14 C15 116.43(15) . . ?
C2 C14 H14A 108.2 . . ?
C15 C14 H14A 108.2 . . ?
C2 C14 H14B 108.2 . . ?
C15 C14 H14B 108.2 . . ?
H14A C14 H14B 107.3 . . ?
C16 C15 C20 117.82(18) . . ?
C16 C15 C14 122.60(16) . . ?
C20 C15 C14 119.51(17) . . ?
C15 C16 C17 121.35(19) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 118.3(2) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
C19 C18 C17 122.6(2) . . ?
C19 C18 F1 119.3(2) . . ?
C17 C18 F1 118.1(2) . . ?
C18 C19 C20 118.4(2) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 H19 120.8 . . ?
C19 C20 C15 121.5(2) . . ?
C19 C20 H20 119.3 . . ?
C15 C20 H20 119.3 . . ?
C26 C21 C22 119.91(18) . . ?
C26 C21 S1 119.77(14) . . ?
C22 C21 S1 120.25(14) . . ?
C23 C22 C21 119.56(17) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 121.61(18) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 117.59(18) . . ?
C25 C24 C27 120.91(18) . . ?
C23 C24 C27 121.49(18) . . ?
C26 C25 C24 121.90(18) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C21 119.42(17) . . ?
C25 C26 H26 120.3 . . ?
C21 C26 H26 120.3 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 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
O3 S1 N1 C1 178.77(12) . . . . ?
O4 S1 N1 C1 49.48(14) . . . . ?
C21 S1 N1 C1 -65.32(14) . . . . ?
O3 S1 N1 C8 -39.95(15) . . . . ?
O4 S1 N1 C8 -169.24(12) . . . . ?
C21 S1 N1 C8 75.96(14) . . . . ?
C8 N1 C1 C2 41.4(2) . . . . ?
S1 N1 C1 C2 -175.24(12) . . . . ?
N1 C1 C2 C3 -5.5(2) . . . . ?
N1 C1 C2 C14 177.46(14) . . . . ?
C1 C2 C3 C4 -177.02(17) . . . . ?
C14 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C7 -3.0(3) . . . . ?
C14 C2 C3 C7 173.76(15) . . . . ?
C2 C3 C4 C10 -26.4(4) . . . . ?
C7 C3 C4 C10 158.9(2) . . . . ?
C2 C3 C4 C5 157.56(19) . . . . ?
C7 C3 C4 C5 -17.1(2) . . . . ?
C10 C4 C5 C6 -179.4(2) . . . . ?
C3 C4 C5 C6 -3.1(2) . . . . ?
C4 C5 C6 C11 -101.45(19) . . . . ?
C4 C5 C6 C7 21.2(2) . . . . ?
C2 C3 C7 C8 -22.5(2) . . . . ?
C4 C3 C7 C8 152.66(15) . . . . ?
C2 C3 C7 C9 98.67(19) . . . . ?
C4 C3 C7 C9 -86.16(18) . . . . ?
C2 C3 C7 C6 -145.41(16) . . . . ?
C4 C3 C7 C6 29.76(18) . . . . ?
C11 C6 C7 C8 -28.4(2) . . . . ?
C5 C6 C7 C8 -149.84(16) . . . . ?
C11 C6 C7 C3 90.82(17) . . . . ?
C5 C6 C7 C3 -30.62(18) . . . . ?
C11 C6 C7 C9 -151.76(16) . . . . ?
C5 C6 C7 C9 86.80(18) . . . . ?
C1 N1 C8 C7 -66.77(17) . . . . ?
S1 N1 C8 C7 150.78(12) . . . . ?
C3 C7 C8 N1 54.47(17) . . . . ?
C9 C7 C8 N1 -67.36(17) . . . . ?
C6 C7 C8 N1 169.82(14) . . . . ?
C12 O2 C11 O1 -2.5(4) . . . . ?
C12 O2 C11 C6 177.5(2) . . . . ?
C5 C6 C11 O1 37.5(3) . . . . ?
C7 C6 C11 O1 -79.8(3) . . . . ?
C5 C6 C11 O2 -142.45(17) . . . . ?
C7 C6 C11 O2 100.25(19) . . . . ?
C11 O2 C12 C13 -141.0(3) . . . . ?
C3 C2 C14 C15 93.9(2) . . . . ?
C1 C2 C14 C15 -89.1(2) . . . . ?
C2 C14 C15 C16 -22.0(3) . . . . ?
C2 C14 C15 C20 160.93(17) . . . . ?
C20 C15 C16 C17 -0.5(3) . . . . ?
C14 C15 C16 C17 -177.6(2) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C17 C18 C19 0.3(4) . . . . ?
C16 C17 C18 F1 -179.6(2) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
F1 C18 C19 C20 179.1(2) . . . . ?
C18 C19 C20 C15 0.6(3) . . . . ?
C16 C15 C20 C19 0.1(3) . . . . ?
C14 C15 C20 C19 177.22(19) . . . . ?
O3 S1 C21 C26 -153.80(14) . . . . ?
O4 S1 C21 C26 -22.15(17) . . . . ?
N1 S1 C21 C26 91.52(15) . . . . ?
O3 S1 C21 C22 29.33(17) . . . . ?
O4 S1 C21 C22 160.98(14) . . . . ?
N1 S1 C21 C22 -85.35(15) . . . . ?
C26 C21 C22 C23 0.0(3) . . . . ?
S1 C21 C22 C23 176.84(14) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
C22 C23 C24 C25 1.6(3) . . . . ?
C22 C23 C24 C27 -177.26(18) . . . . ?
C23 C24 C25 C26 -0.6(3) . . . . ?
C27 C24 C25 C26 178.21(18) . . . . ?
C24 C25 C26 C21 -0.6(3) . . . . ?
C22 C21 C26 C25 0.9(3) . . . . ?
S1 C21 C26 C25 -175.94(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C22 H22 O3 0.93 2.51 3.367(2) 153.6 2_766
C22 H22 O3 0.93 2.51 3.367(2) 153.6 2_766

_refine_diff_density_max         0.179
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-4

