# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_cxy0570_0m
_database_code_depnum_ccdc_archive 'CCDC 1905200'
loop_
_audit_author_name
_audit_author_address
'Pengfei Li' 'Southern University of Science and Technology'
_audit_update_record             
;
2019-03-24 deposited with the CCDC.	2019-05-21 downloaded from the CCDC.
;
_audit_creation_date             2018-12-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 Cl N O5 S'
_chemical_formula_sum            'C27 H22 Cl N O5 S'
_chemical_formula_weight         507.96
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   10.1603(5)
_cell_length_b                   10.1730(4)
_cell_length_c                   23.5179(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2430.83(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9045
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.900
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0867 before and 0.0439 after correction. The Ratio of minimum to maximum transmission is 0.9276. 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    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35426
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.556
_diffrn_reflns_theta_min         2.181
_diffrn_ambient_temperature      100.1
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5340
_reflns_number_total             5612
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 2255 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.030(16)
_refine_ls_extinction_coef       0.0066(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5612
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0274
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.8530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 C8(H8)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C10(H10), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cl1 Cl 0.89407(5) 0.34552(7) 0.62051(3) 0.03299(15) Uani 1 1 d . . . . .
S1 S 0.25512(5) 0.77405(5) 0.71069(2) 0.01379(11) Uani 1 1 d . . . . .
O1 O 0.26558(15) 0.65165(14) 0.74050(6) 0.0186(3) Uani 1 1 d . . . . .
O2 O 0.31467(16) 0.89019(14) 0.73393(6) 0.0199(3) Uani 1 1 d . . . . .
O3 O 0.21501(13) 0.47377(13) 0.56647(6) 0.0135(3) Uani 1 1 d . . . . .
O4 O 0.29984(13) 0.22912(13) 0.62092(6) 0.0141(3) Uani 1 1 d . . . . .
O5 O 0.34947(17) 0.01930(14) 0.60483(6) 0.0241(4) Uani 1 1 d . . . . .
N1 N 0.32747(16) 0.75463(16) 0.64808(7) 0.0127(3) Uani 1 1 d . . . . .
H1 H 0.339626 0.835120 0.631193 0.015 Uiso 1 1 d R . . . .
C1 C -0.3009(3) 0.8738(4) 0.63162(13) 0.0525(9) Uani 1 1 d . . . . .
H1A H -0.307145 0.832247 0.594110 0.079 Uiso 1 1 calc GR . . . .
H1B H -0.316261 0.968477 0.627910 0.079 Uiso 1 1 calc GR . . . .
H1C H -0.367295 0.835692 0.656983 0.079 Uiso 1 1 calc GR . . . .
C2 C -0.1650(2) 0.8503(3) 0.65614(10) 0.0325(6) Uani 1 1 d . . . . .
C3 C -0.1224(2) 0.7234(3) 0.66688(10) 0.0281(5) Uani 1 1 d . . . . .
H3 H -0.180353 0.651835 0.660169 0.034 Uiso 1 1 calc R . . . .
C4 C 0.0035(2) 0.6988(2) 0.68726(9) 0.0210(4) Uani 1 1 d . . . . .
H4 H 0.031595 0.611491 0.694810 0.025 Uiso 1 1 calc R . . . .
C5 C 0.0879(2) 0.8047(2) 0.69644(8) 0.0170(4) Uani 1 1 d . . . . .
C6 C 0.26859(18) 0.66408(18) 0.60929(7) 0.0117(4) Uani 1 1 d . . . . .
C7 C 0.29594(18) 0.53419(19) 0.60568(8) 0.0119(4) Uani 1 1 d . . . . .
C8 C 0.39391(19) 0.44949(18) 0.63539(8) 0.0111(4) Uani 1 1 d . . . . .
H8 H 0.431377 0.504056 0.666841 0.013 Uiso 1 1 calc R . . . .
C9 C 0.5098(2) 0.41047(18) 0.59774(8) 0.0130(4) Uani 1 1 d . . . . .
C10 C 0.63447(19) 0.4013(2) 0.62200(9) 0.0167(4) Uani 1 1 d . . . . .
H10 H 0.647274 0.422144 0.660987 0.020 Uiso 1 1 calc R . . . .
C11 C 0.7399(2) 0.3615(2) 0.58863(9) 0.0208(4) Uani 1 1 d . . . . .
C12 C 0.7262(2) 0.3341(2) 0.53148(10) 0.0228(5) Uani 1 1 d . . . . .
H12 H 0.800038 0.309551 0.509109 0.027 Uiso 1 1 calc R . . . .
C13 C -0.0809(3) 0.9547(3) 0.66753(10) 0.0304(6) Uani 1 1 d . . . . .
H13 H -0.110645 1.042176 0.661695 0.036 Uiso 1 1 calc R . . . .
C14 C 0.0459(2) 0.9329(2) 0.68733(9) 0.0232(5) Uani 1 1 d . . . . .
H14 H 0.103221 1.004752 0.694551 0.028 Uiso 1 1 calc R . . . .
C15 C 0.16459(19) 0.69170(19) 0.56904(8) 0.0126(4) Uani 1 1 d . . . . .
C16 C 0.0936(2) 0.80288(19) 0.55263(8) 0.0163(4) Uani 1 1 d . . . . .
H16 H 0.115078 0.887561 0.566906 0.020 Uiso 1 1 calc R . . . .
C17 C -0.0093(2) 0.7853(2) 0.51484(9) 0.0193(4) Uani 1 1 d . . . . .
H17 H -0.059945 0.859154 0.503402 0.023 Uiso 1 1 calc R . . . .
C18 C -0.0403(2) 0.6611(2) 0.49310(9) 0.0199(4) Uani 1 1 d . . . . .
H18 H -0.113154 0.652383 0.468061 0.024 Uiso 1 1 calc R . . . .
C19 C 0.0322(2) 0.5505(2) 0.50706(9) 0.0173(4) Uani 1 1 d . . . . .
H19 H 0.013195 0.466384 0.491534 0.021 Uiso 1 1 calc R . . . .
C20 C 0.13421(19) 0.57033(19) 0.54506(8) 0.0132(4) Uani 1 1 d . . . . .
C21 C 0.4943(2) 0.3803(2) 0.54027(9) 0.0164(4) Uani 1 1 d . . . . .
H21 H 0.409536 0.385120 0.523376 0.020 Uiso 1 1 calc R . . . .
C22 C 0.6019(2) 0.3434(2) 0.50753(9) 0.0216(4) Uani 1 1 d . . . . .
H22 H 0.590106 0.324194 0.468319 0.026 Uiso 1 1 calc R . . . .
C23 C 0.3292(2) 0.32788(19) 0.66420(8) 0.0127(4) Uani 1 1 d . . . . .
C24 C 0.2003(2) 0.3604(2) 0.69396(9) 0.0181(4) Uani 1 1 d . . . . .
H24A H 0.137402 0.395194 0.666187 0.027 Uiso 1 1 calc GR . . . .
H24B H 0.216253 0.426454 0.723521 0.027 Uiso 1 1 calc GR . . . .
H24C H 0.164274 0.280642 0.711357 0.027 Uiso 1 1 calc GR . . . .
C25 C 0.3638(2) 0.11629(19) 0.63380(8) 0.0158(4) Uani 1 1 d . . . . .
C26 C 0.4430(2) 0.1375(2) 0.68518(9) 0.0187(4) Uani 1 1 d . . . . .
H26 H 0.498616 0.074495 0.702841 0.022 Uiso 1 1 calc R . . . .
C27 C 0.42369(19) 0.2591(2) 0.70257(8) 0.0158(4) Uani 1 1 d . . . . .
H27 H 0.464194 0.297522 0.734965 0.019 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C11 1.744(2) . ?
S1 O1 1.4329(14) . ?
S1 O2 1.4356(15) . ?
S1 N1 1.6574(17) . ?
S1 C5 1.760(2) . ?
O3 C7 1.380(2) . ?
O3 C20 1.376(2) . ?
O4 C23 1.461(2) . ?
O4 C25 1.353(2) . ?
O5 C25 1.208(3) . ?
N1 H1 0.9184 . ?
N1 C6 1.428(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.516(3) . ?
C2 C3 1.385(4) . ?
C2 C13 1.388(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(3) . ?
C5 C14 1.389(3) . ?
C6 C7 1.353(3) . ?
C6 C15 1.446(3) . ?
C7 C8 1.490(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.525(3) . ?
C8 C23 1.556(3) . ?
C9 C10 1.393(3) . ?
C9 C21 1.395(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(3) . ?
C11 C12 1.380(3) . ?
C12 H12 0.9500 . ?
C12 C22 1.386(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(3) . ?
C15 C20 1.392(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.399(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.521(3) . ?
C23 C27 1.492(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.468(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.317(3) . ?
C27 H27 0.9500 . ?

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 119.84(9) . . ?
O1 S1 N1 107.35(8) . . ?
O1 S1 C5 108.58(10) . . ?
O2 S1 N1 104.45(9) . . ?
O2 S1 C5 109.49(10) . . ?
N1 S1 C5 106.28(9) . . ?
C20 O3 C7 106.39(14) . . ?
C25 O4 C23 109.22(15) . . ?
S1 N1 H1 109.7 . . ?
C6 N1 S1 117.30(13) . . ?
C6 N1 H1 110.8 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 C13 119.0(2) . . ?
C13 C2 C1 120.9(3) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.3(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.7(2) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 S1 119.12(16) . . ?
C14 C5 S1 119.49(17) . . ?
C14 C5 C4 120.9(2) . . ?
N1 C6 C15 126.80(16) . . ?
C7 C6 N1 125.74(17) . . ?
C7 C6 C15 107.38(16) . . ?
O3 C7 C8 116.98(16) . . ?
C6 C7 O3 110.77(16) . . ?
C6 C7 C8 132.25(18) . . ?
C7 C8 H8 106.3 . . ?
C7 C8 C9 113.18(15) . . ?
C7 C8 C23 112.43(16) . . ?
C9 C8 H8 106.3 . . ?
C9 C8 C23 111.83(15) . . ?
C23 C8 H8 106.3 . . ?
C10 C9 C8 118.80(17) . . ?
C10 C9 C21 118.97(19) . . ?
C21 C9 C8 122.21(18) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.34(19) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 Cl1 118.50(17) . . ?
C12 C11 Cl1 119.39(17) . . ?
C12 C11 C10 122.1(2) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C22 118.3(2) . . ?
C22 C12 H12 120.8 . . ?
C2 C13 H13 119.5 . . ?
C14 C13 C2 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C5 C14 H14 120.4 . . ?
C13 C14 C5 119.1(2) . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C6 135.72(18) . . ?
C20 C15 C6 104.76(16) . . ?
C20 C15 C16 119.48(18) . . ?
C15 C16 H16 121.2 . . ?
C17 C16 C15 117.58(19) . . ?
C17 C16 H16 121.2 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.47(19) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.82(19) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 H19 122.2 . . ?
C20 C19 C18 115.68(19) . . ?
C20 C19 H19 122.2 . . ?
O3 C20 C15 110.66(16) . . ?
O3 C20 C19 125.40(18) . . ?
C19 C20 C15 123.87(18) . . ?
C9 C21 H21 119.7 . . ?
C22 C21 C9 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C12 C22 C21 120.7(2) . . ?
C12 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
O4 C23 C8 109.25(15) . . ?
O4 C23 C24 107.13(15) . . ?
O4 C23 C27 103.31(15) . . ?
C24 C23 C8 113.01(16) . . ?
C27 C23 C8 111.37(16) . . ?
C27 C23 C24 112.19(16) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O4 C25 C26 108.83(17) . . ?
O5 C25 O4 120.57(18) . . ?
O5 C25 C26 130.59(19) . . ?
C25 C26 H26 125.9 . . ?
C27 C26 C25 108.18(18) . . ?
C27 C26 H26 125.9 . . ?
C23 C27 H27 124.8 . . ?
C26 C27 C23 110.40(18) . . ?
C26 C27 H27 124.8 . . ?

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
Cl1 C11 C12 C22 177.90(17) . . . . ?
S1 N1 C6 C7 -89.6(2) . . . . ?
S1 N1 C6 C15 86.7(2) . . . . ?
S1 C5 C14 C13 170.08(16) . . . . ?
O1 S1 N1 C6 65.36(16) . . . . ?
O1 S1 C5 C4 -31.60(19) . . . . ?
O1 S1 C5 C14 156.64(16) . . . . ?
O2 S1 N1 C6 -166.42(14) . . . . ?
O2 S1 C5 C4 -164.11(16) . . . . ?
O2 S1 C5 C14 24.12(19) . . . . ?
O3 C7 C8 C9 74.2(2) . . . . ?
O3 C7 C8 C23 -53.7(2) . . . . ?
O4 C23 C27 C26 -1.7(2) . . . . ?
O4 C25 C26 C27 1.2(2) . . . . ?
O5 C25 C26 C27 -178.1(2) . . . . ?
N1 S1 C5 C4 83.61(18) . . . . ?
N1 S1 C5 C14 -88.15(18) . . . . ?
N1 C6 C7 O3 175.77(16) . . . . ?
N1 C6 C7 C8 -4.3(3) . . . . ?
N1 C6 C15 C16 2.7(4) . . . . ?
N1 C6 C15 C20 -174.95(18) . . . . ?
C1 C2 C3 C4 177.5(2) . . . . ?
C1 C2 C13 C14 -176.8(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C13 C14 C5 -0.8(3) . . . . ?
C3 C2 C13 C14 2.5(3) . . . . ?
C3 C4 C5 S1 -169.44(16) . . . . ?
C3 C4 C5 C14 2.2(3) . . . . ?
C4 C5 C14 C13 -1.5(3) . . . . ?
C5 S1 N1 C6 -50.69(16) . . . . ?
C6 C7 C8 C9 -105.7(2) . . . . ?
C6 C7 C8 C23 126.4(2) . . . . ?
C6 C15 C16 C17 -174.3(2) . . . . ?
C6 C15 C20 O3 -2.1(2) . . . . ?
C6 C15 C20 C19 175.05(18) . . . . ?
C7 O3 C20 C15 1.4(2) . . . . ?
C7 O3 C20 C19 -175.66(19) . . . . ?
C7 C6 C15 C16 179.6(2) . . . . ?
C7 C6 C15 C20 2.0(2) . . . . ?
C7 C8 C9 C10 143.62(18) . . . . ?
C7 C8 C9 C21 -38.1(2) . . . . ?
C7 C8 C23 O4 77.34(19) . . . . ?
C7 C8 C23 C24 -41.8(2) . . . . ?
C7 C8 C23 C27 -169.17(16) . . . . ?
C8 C9 C10 C11 177.79(17) . . . . ?
C8 C9 C21 C22 -179.06(18) . . . . ?
C8 C23 C27 C26 -118.85(19) . . . . ?
C9 C8 C23 O4 -51.3(2) . . . . ?
C9 C8 C23 C24 -170.42(16) . . . . ?
C9 C8 C23 C27 62.2(2) . . . . ?
C9 C10 C11 Cl1 -177.88(15) . . . . ?
C9 C10 C11 C12 1.9(3) . . . . ?
C9 C21 C22 C12 0.8(3) . . . . ?
C10 C9 C21 C22 -0.8(3) . . . . ?
C10 C11 C12 C22 -1.9(3) . . . . ?
C11 C12 C22 C21 0.5(3) . . . . ?
C13 C2 C3 C4 -1.8(3) . . . . ?
C15 C6 C7 O3 -1.2(2) . . . . ?
C15 C6 C7 C8 178.77(19) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C16 C15 C20 O3 179.80(17) . . . . ?
C16 C15 C20 C19 -3.1(3) . . . . ?
C16 C17 C18 C19 -1.7(3) . . . . ?
C17 C18 C19 C20 1.9(3) . . . . ?
C18 C19 C20 O3 177.19(18) . . . . ?
C18 C19 C20 C15 0.5(3) . . . . ?
C20 O3 C7 C6 -0.1(2) . . . . ?
C20 O3 C7 C8 179.94(16) . . . . ?
C20 C15 C16 C17 3.1(3) . . . . ?
C21 C9 C10 C11 -0.5(3) . . . . ?
C23 O4 C25 O5 177.06(18) . . . . ?
C23 O4 C25 C26 -2.3(2) . . . . ?
C23 C8 C9 C10 -88.2(2) . . . . ?
C23 C8 C9 C21 90.1(2) . . . . ?
C24 C23 C27 C26 113.3(2) . . . . ?
C25 O4 C23 C8 121.08(16) . . . . ?
C25 O4 C23 C24 -116.18(16) . . . . ?
C25 O4 C23 C27 2.45(19) . . . . ?
C25 C26 C27 C23 0.4(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_cxy0697_0m
_database_code_depnum_ccdc_archive 'CCDC 1910685'
loop_
_audit_author_name
_audit_author_address
'Pengfei Li' 'Southern University of Science and Technology'
_audit_update_record             
;
2019-04-17 deposited with the CCDC.	2019-05-21 downloaded from the CCDC.
;
_audit_creation_date             2019-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H23 N O5 S'
_chemical_formula_sum            'C27 H23 N O5 S'
_chemical_formula_weight         473.52
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.0757(11)
_cell_length_b                   10.4448(9)
_cell_length_c                   10.8094(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.786(3)
_cell_angle_gamma                90
_cell_volume                     1136.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2457
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.64
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0942 before and 0.0409 after correction. The Ratio of minimum to maximum transmission is 0.9363. 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    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16350
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.542
_diffrn_reflns_theta_min         2.699
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTO 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker PHOTO 100 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.893
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                5066
_reflns_number_total             5233
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 2322 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       0.018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         5233
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0280
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0368P)²+0.3572P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0705
_refine_ls_wR_factor_ref         0.0714
_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:
 C5(H5), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C9(H9), C10(H10), C18(H18), C19(H19), C20(H20),
 C21(H21), C24(H24), C25(H25), C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C)
;
_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
S1 S -0.31083(5) -0.78688(5) -0.32218(4) 0.01829(12) Uani 1 1 d . . . . .
O1 O -0.43829(17) -0.83067(16) -0.28779(15) 0.0264(4) Uani 1 1 d . . . . .
O2 O -0.19699(17) -0.86942(15) -0.31218(15) 0.0258(4) Uani 1 1 d . . . . .
O3 O -0.08899(14) -0.48845(14) -0.06162(12) 0.0164(3) Uani 1 1 d . . . . .
O4 O -0.02559(16) -0.63327(17) 0.08180(14) 0.0252(4) Uani 1 1 d . . . . .
O5 O -0.43682(14) -0.36964(14) -0.15351(13) 0.0167(3) Uani 1 1 d . . . . .
N1 N -0.27085(17) -0.66256(16) -0.22995(15) 0.0152(3) Uani 1 1 d . . . . .
C1 C -0.1999(2) -0.1973(2) -0.58514(19) 0.0201(4) Uani 1 1 d . . . . .
H1 H -0.198573 -0.156047 -0.663388 0.024 Uiso 1 1 calc R . . . .
C2 C -0.2375(2) -0.3249(2) -0.5778(2) 0.0221(5) Uani 1 1 d . . . . .
H2 H -0.260278 -0.371347 -0.651366 0.026 Uiso 1 1 calc R . . . .
C3 C -0.2418(2) -0.3846(2) -0.46366(19) 0.0192(4) Uani 1 1 d . . . . .
H3 H -0.269134 -0.471414 -0.459390 0.023 Uiso 1 1 calc R . . . .
C4 C -0.20630(18) -0.31838(18) -0.35480(17) 0.0135(4) Uani 1 1 d . . . . .
C5 C -0.21072(19) -0.38099(19) -0.22770(17) 0.0133(4) Uani 1 1 d . . . . .
H5 H -0.197421 -0.310874 -0.165331 0.016 Uiso 1 1 calc R . . . .
C6 C -0.10082(19) -0.48108(19) -0.19811(17) 0.0139(4) Uani 1 1 d . . . . .
C7 C -0.12918(19) -0.62198(19) -0.23617(18) 0.0145(4) Uani 1 1 d . . . . .
H7 H -0.095949 -0.639720 -0.320145 0.017 Uiso 1 1 calc R . . . .
C8 C -0.3264(2) -0.72761(19) -0.47416(18) 0.0167(4) Uani 1 1 d . . . . .
C9 C -0.2156(2) -0.7223(2) -0.54620(19) 0.0180(4) Uani 1 1 d . . . . .
H9 H -0.132442 -0.755268 -0.515714 0.022 Uiso 1 1 calc R . . . .
C10 C -0.2289(2) -0.6678(2) -0.66368(19) 0.0193(4) Uani 1 1 d . . . . .
H10 H -0.153615 -0.662021 -0.712981 0.023 Uiso 1 1 calc R . . . .
C11 C -0.3515(2) -0.6215(2) -0.70999(19) 0.0186(4) Uani 1 1 d . . . . .
C12 C -0.3652(3) -0.5631(2) -0.8376(2) 0.0250(5) Uani 1 1 d . . . . .
H12A H -0.431596 -0.494515 -0.838173 0.038 Uiso 1 1 calc GR . . . .
H12B H -0.393604 -0.629106 -0.897725 0.038 Uiso 1 1 calc GR . . . .
H12C H -0.279470 -0.527924 -0.859864 0.038 Uiso 1 1 calc GR . . . .
C13 C -0.0508(2) -0.6081(2) -0.0252(2) 0.0185(4) Uani 1 1 d . . . . .
C14 C -0.0463(2) -0.6946(2) -0.1366(2) 0.0194(4) Uani 1 1 d . . . . .
H14A H -0.085801 -0.779246 -0.119768 0.023 Uiso 1 1 calc R . . . .
H14B H 0.046141 -0.706855 -0.161518 0.023 Uiso 1 1 calc R . . . .
C15 C 0.0323(2) -0.4366(2) -0.24265(19) 0.0166(4) Uani 1 1 d . . . . .
H15A H 0.101976 -0.496447 -0.213697 0.025 Uiso 1 1 calc GR . . . .
H15B H 0.052396 -0.351014 -0.209602 0.025 Uiso 1 1 calc GR . . . .
H15C H 0.028361 -0.433602 -0.333368 0.025 Uiso 1 1 calc GR . . . .
C16 C -0.3388(2) -0.4428(2) -0.20253(17) 0.0146(4) Uani 1 1 d . . . . .
C17 C -0.5310(2) -0.4559(2) -0.11783(18) 0.0168(4) Uani 1 1 d . . . . .
C18 C -0.6419(2) -0.4220(2) -0.0535(2) 0.0222(4) Uani 1 1 d . . . . .
H18 H -0.663340 -0.335225 -0.037409 0.027 Uiso 1 1 calc R . . . .
C19 C -0.7193(2) -0.5222(3) -0.0143(2) 0.0254(5) Uani 1 1 d . . . . .
H19 H -0.795222 -0.504408 0.031569 0.031 Uiso 1 1 calc R . . . .
C20 C -0.6878(2) -0.6488(2) -0.0411(2) 0.0242(5) Uani 1 1 d . . . . .
H20 H -0.743869 -0.715169 -0.013832 0.029 Uiso 1 1 calc R . . . .
C21 C -0.5770(2) -0.6813(2) -0.10632(19) 0.0201(4) Uani 1 1 d . . . . .
H21 H -0.557514 -0.768062 -0.124383 0.024 Uiso 1 1 calc R . . . .
C22 C -0.49522(19) -0.5818(2) -0.14454(18) 0.0161(4) Uani 1 1 d . . . . .
C23 C -0.36738(19) -0.56932(19) -0.20147(17) 0.0140(4) Uani 1 1 d . . . . .
C24 C -0.1643(2) -0.1303(2) -0.4776(2) 0.0207(4) Uani 1 1 d . . . . .
H24 H -0.138145 -0.043086 -0.482364 0.025 Uiso 1 1 calc R . . . .
C25 C -0.1670(2) -0.1905(2) -0.36327(19) 0.0173(4) Uani 1 1 d . . . . .
H25 H -0.141821 -0.144312 -0.290114 0.021 Uiso 1 1 calc R . . . .
C26 C -0.4494(2) -0.6813(2) -0.5184(2) 0.0206(4) Uani 1 1 d . . . . .
H26 H -0.524374 -0.685443 -0.468501 0.025 Uiso 1 1 calc R . . . .
C27 C -0.4607(2) -0.6292(2) -0.6366(2) 0.0216(4) Uani 1 1 d . . . . .
H27 H -0.544414 -0.598213 -0.667769 0.026 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4294(17) . ?
S1 O2 1.4347(17) . ?
S1 N1 1.6743(17) . ?
S1 C8 1.755(2) . ?
O3 C6 1.476(2) . ?
O3 C13 1.360(3) . ?
O4 C13 1.201(3) . ?
O5 C16 1.375(2) . ?
O5 C17 1.377(2) . ?
N1 C7 1.494(2) . ?
N1 C23 1.421(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.388(3) . ?
C1 C24 1.389(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(3) . ?
C4 C5 1.524(3) . ?
C4 C25 1.398(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.545(3) . ?
C5 C16 1.480(3) . ?
C6 C7 1.551(3) . ?
C6 C15 1.520(3) . ?
C7 H7 1.0000 . ?
C7 C14 1.531(3) . ?
C8 C9 1.393(3) . ?
C8 C26 1.394(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.397(3) . ?
C11 C12 1.508(3) . ?
C11 C27 1.389(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.507(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C23 1.353(3) . ?
C17 C18 1.391(3) . ?
C17 C22 1.398(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.401(3) . ?
C22 C23 1.460(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.388(3) . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.88(10) . . ?
O1 S1 N1 106.65(9) . . ?
O1 S1 C8 108.41(10) . . ?
O2 S1 N1 104.65(9) . . ?
O2 S1 C8 108.48(10) . . ?
N1 S1 C8 106.96(9) . . ?
C13 O3 C6 110.18(15) . . ?
C16 O5 C17 105.21(16) . . ?
C7 N1 S1 113.33(13) . . ?
C23 N1 S1 120.88(13) . . ?
C23 N1 C7 118.76(16) . . ?
C2 C1 H1 120.1 . . ?
C2 C1 C24 119.8(2) . . ?
C24 C1 H1 120.1 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.68(19) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 122.00(17) . . ?
C3 C4 C25 118.67(18) . . ?
C25 C4 C5 119.33(17) . . ?
C4 C5 H5 106.5 . . ?
C4 C5 C6 115.14(15) . . ?
C6 C5 H5 106.5 . . ?
C16 C5 C4 114.63(16) . . ?
C16 C5 H5 106.5 . . ?
C16 C5 C6 106.83(16) . . ?
O3 C6 C5 105.33(15) . . ?
O3 C6 C7 102.74(15) . . ?
O3 C6 C15 107.63(15) . . ?
C5 C6 C7 117.79(16) . . ?
C15 C6 C5 111.23(16) . . ?
C15 C6 C7 111.11(16) . . ?
N1 C7 C6 114.93(16) . . ?
N1 C7 H7 110.6 . . ?
N1 C7 C14 108.53(16) . . ?
C6 C7 H7 110.6 . . ?
C14 C7 C6 101.33(16) . . ?
C14 C7 H7 110.6 . . ?
C9 C8 S1 120.00(16) . . ?
C9 C8 C26 121.21(19) . . ?
C26 C8 S1 118.73(16) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.83(19) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 120.5(2) . . ?
C27 C11 C10 119.09(19) . . ?
C27 C11 C12 120.38(19) . . ?
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 . . ?
O3 C13 C14 109.82(17) . . ?
O4 C13 O3 121.5(2) . . ?
O4 C13 C14 128.6(2) . . ?
C7 C14 H14A 111.1 . . ?
C7 C14 H14B 111.1 . . ?
C13 C14 C7 103.15(17) . . ?
C13 C14 H14A 111.1 . . ?
C13 C14 H14B 111.1 . . ?
H14A C14 H14B 109.1 . . ?
C6 C15 H15A 109.5 . . ?
C6 C15 H15B 109.5 . . ?
C6 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 C16 C5 118.55(17) . . ?
C23 C16 O5 112.46(18) . . ?
C23 C16 C5 127.99(19) . . ?
O5 C17 C18 123.7(2) . . ?
O5 C17 C22 111.69(17) . . ?
C18 C17 C22 124.3(2) . . ?
C17 C18 H18 122.0 . . ?
C19 C18 C17 116.1(2) . . ?
C19 C18 H18 122.0 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C20 121.1(2) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 118.9 . . ?
C21 C20 C19 122.2(2) . . ?
C21 C20 H20 118.9 . . ?
C20 C21 H21 121.1 . . ?
C20 C21 C22 117.8(2) . . ?
C22 C21 H21 121.1 . . ?
C17 C22 C21 118.39(19) . . ?
C17 C22 C23 104.16(17) . . ?
C21 C22 C23 137.3(2) . . ?
N1 C23 C22 131.10(18) . . ?
C16 C23 N1 121.30(18) . . ?
C16 C23 C22 106.46(18) . . ?
C1 C24 H24 120.0 . . ?
C25 C24 C1 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C4 C25 H25 119.7 . . ?
C24 C25 C4 120.60(19) . . ?
C24 C25 H25 119.7 . . ?
C8 C26 H26 120.6 . . ?
C27 C26 C8 118.9(2) . . ?
C27 C26 H26 120.6 . . ?
C11 C27 H27 119.4 . . ?
C26 C27 C11 121.1(2) . . ?
C26 C27 H27 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C7 C6 156.37(13) . . . . ?
S1 N1 C7 C14 -91.04(17) . . . . ?
S1 N1 C23 C16 -136.41(17) . . . . ?
S1 N1 C23 C22 57.5(3) . . . . ?
S1 C8 C9 C10 -176.18(16) . . . . ?
S1 C8 C26 C27 177.17(17) . . . . ?
O1 S1 N1 C7 168.38(14) . . . . ?
O1 S1 N1 C23 -41.34(17) . . . . ?
O1 S1 C8 C9 -156.72(16) . . . . ?
O1 S1 C8 C26 26.06(19) . . . . ?
O2 S1 N1 C7 39.19(16) . . . . ?
O2 S1 N1 C23 -170.53(15) . . . . ?
O2 S1 C8 C9 -23.8(2) . . . . ?
O2 S1 C8 C26 159.03(16) . . . . ?
O3 C6 C7 N1 82.09(18) . . . . ?
O3 C6 C7 C14 -34.69(18) . . . . ?
O3 C13 C14 C7 -17.7(2) . . . . ?
O4 C13 C14 C7 162.6(2) . . . . ?
O5 C16 C23 N1 -170.14(15) . . . . ?
O5 C16 C23 C22 -1.0(2) . . . . ?
O5 C17 C18 C19 -173.83(19) . . . . ?
O5 C17 C22 C21 175.91(17) . . . . ?
O5 C17 C22 C23 0.1(2) . . . . ?
N1 S1 C8 C9 88.62(18) . . . . ?
N1 S1 C8 C26 -88.60(17) . . . . ?
N1 C7 C14 C13 -89.72(18) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C1 C24 C25 C4 -0.5(3) . . . . ?
C2 C1 C24 C25 -0.3(3) . . . . ?
C2 C3 C4 C5 179.63(19) . . . . ?
C2 C3 C4 C25 0.3(3) . . . . ?
C3 C4 C5 C6 72.2(2) . . . . ?
C3 C4 C5 C16 -52.3(3) . . . . ?
C3 C4 C25 C24 0.5(3) . . . . ?
C4 C5 C6 O3 157.46(15) . . . . ?
C4 C5 C6 C7 -88.8(2) . . . . ?
C4 C5 C6 C15 41.1(2) . . . . ?
C4 C5 C16 O5 -87.3(2) . . . . ?
C4 C5 C16 C23 105.0(2) . . . . ?
C5 C4 C25 C24 -178.82(19) . . . . ?
C5 C6 C7 N1 -33.1(2) . . . . ?
C5 C6 C7 C14 -149.87(16) . . . . ?
C5 C16 C23 N1 -1.9(3) . . . . ?
C5 C16 C23 C22 167.21(19) . . . . ?
C6 O3 C13 O4 174.47(18) . . . . ?
C6 O3 C13 C14 -5.2(2) . . . . ?
C6 C5 C16 O5 143.83(17) . . . . ?
C6 C5 C16 C23 -23.8(3) . . . . ?
C6 C7 C14 C13 31.64(19) . . . . ?
C7 N1 C23 C16 12.3(3) . . . . ?
C7 N1 C23 C22 -153.77(19) . . . . ?
C8 S1 N1 C7 -75.78(15) . . . . ?
C8 S1 N1 C23 74.49(17) . . . . ?
C8 C9 C10 C11 -1.3(3) . . . . ?
C8 C26 C27 C11 -0.6(3) . . . . ?
C9 C8 C26 C27 0.0(3) . . . . ?
C9 C10 C11 C12 -179.7(2) . . . . ?
C9 C10 C11 C27 0.7(3) . . . . ?
C10 C11 C27 C26 0.3(3) . . . . ?
C12 C11 C27 C26 -179.3(2) . . . . ?
C13 O3 C6 C5 149.53(15) . . . . ?
C13 O3 C6 C7 25.64(19) . . . . ?
C13 O3 C6 C15 -91.71(19) . . . . ?
C15 C6 C7 N1 -163.07(16) . . . . ?
C15 C6 C7 C14 80.16(18) . . . . ?
C16 O5 C17 C18 174.12(19) . . . . ?
C16 O5 C17 C22 -0.7(2) . . . . ?
C16 C5 C6 O3 -74.01(18) . . . . ?
C16 C5 C6 C7 39.8(2) . . . . ?
C16 C5 C6 C15 169.66(16) . . . . ?
C17 O5 C16 C5 -168.40(16) . . . . ?
C17 O5 C16 C23 1.1(2) . . . . ?
C17 C18 C19 C20 -1.3(3) . . . . ?
C17 C22 C23 N1 168.19(19) . . . . ?
C17 C22 C23 C16 0.6(2) . . . . ?
C18 C17 C22 C21 1.2(3) . . . . ?
C18 C17 C22 C23 -174.69(19) . . . . ?
C18 C19 C20 C21 0.9(3) . . . . ?
C19 C20 C21 C22 0.6(3) . . . . ?
C20 C21 C22 C17 -1.6(3) . . . . ?
C20 C21 C22 C23 172.5(2) . . . . ?
C21 C22 C23 N1 -6.4(4) . . . . ?
C21 C22 C23 C16 -174.0(2) . . . . ?
C22 C17 C18 C19 0.3(3) . . . . ?
C23 N1 C7 C6 5.4(2) . . . . ?
C23 N1 C7 C14 118.00(18) . . . . ?
C24 C1 C2 C3 1.2(3) . . . . ?
C25 C4 C5 C6 -108.4(2) . . . . ?
C25 C4 C5 C16 127.02(19) . . . . ?
C26 C8 C9 C10 1.0(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
