# 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. 
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data_Breit_RZ188FA_a
_database_code_depnum_ccdc_archive 'CCDC 1957120'
loop_
_audit_author_name
_audit_author_address
'Daniel Kratzert'
;University of Freiburg
Germany
;
_audit_update_record             
;
2019-10-02 deposited with the CCDC.	2023-01-25 downloaded from the CCDC.
;
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector                 CPAD
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_source_type              'Incoatec I\ms'
_diffrn_radiation_probe          x-ray
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_radiation_monochromator  'mirror optics'
_exptl_special_details           ?
_exptl_crystal_recrystallization_method 
'The compund was crystallized from DCM/pentane by solvent layering'
_audit_creation_method           'FinalCif by Daniel Kratzert, Freiburg 2019'
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H23 N O3 S'
_chemical_formula_sum            'C24 H23 N O3 S'
_chemical_formula_weight         405.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   14.9992(11)
_cell_length_b                   6.4237(5)
_cell_length_c                   21.1674(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.605(4)
_cell_angle_gamma                90
_cell_volume                     2029.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9503
_cell_measurement_theta_min      3.4575
_cell_measurement_theta_max      72.1955
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.621
_shelx_estimated_absorpt_T_min   0.793
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5939
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction:
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48
(2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.41
_diffrn_reflns_number            117377
_diffrn_reflns_av_unetI/netI     0.0104
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.458
_diffrn_reflns_theta_max         72.490
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4007
_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 BIS V6.2.11/2019-03-14'
_computing_cell_refinement       'SAINT V8.40A'
_computing_data_reduction        'SAINT V8.40A'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXle (H"ubschle 2011)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+1.0642P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00052(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4007
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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 0.56081(2) 0.42569(5) 0.59611(2) 0.01947(10) Uani 1 1 d . . . . .
N1 N 0.45470(7) 0.38115(17) 0.57863(5) 0.0200(2) Uani 1 1 d . . . . .
O1 O 0.27404(6) 0.57441(13) 0.54451(4) 0.0217(2) Uani 1 1 d . . . . .
H1 H 0.3123(11) 0.5948(17) 0.5193(8) 0.033 Uiso 1 1 calc R U . . .
C1 C 0.42347(8) 0.1766(2) 0.55379(6) 0.0222(3) Uani 1 1 d . . . . .
H1A H 0.438841 0.066393 0.584248 0.027 Uiso 1 1 calc R U . . .
H1AB H 0.447975 0.143971 0.514209 0.027 Uiso 1 1 calc R U . . .
C2 C 0.32281(8) 0.21100(19) 0.54383(6) 0.0196(3) Uani 1 1 d . . . . .
O2 O 0.56999(6) 0.64466(14) 0.60821(5) 0.0258(2) Uani 1 1 d . . . . .
O3 O 0.60578(6) 0.33054(15) 0.54649(4) 0.0247(2) Uani 1 1 d . . . . .
C3 C 0.29959(8) 0.39922(19) 0.58352(6) 0.0191(3) Uani 1 1 d . . . . .
C4 C 0.39017(8) 0.4463(2) 0.62265(6) 0.0215(3) Uani 1 1 d . . . . .
H4A H 0.396146 0.593179 0.632802 0.026 Uiso 1 1 calc R U . . .
H4AB H 0.397061 0.365825 0.661600 0.026 Uiso 1 1 calc R U . . .
C5 C 0.27192(9) 0.0936(2) 0.50247(6) 0.0205(3) Uani 1 1 d . . . . .
H5 H 0.303245 -0.013515 0.485001 0.025 Uiso 1 1 calc R U . . .
C7 C 0.14027(9) -0.0805(2) 0.44905(6) 0.0234(3) Uani 1 1 d . . . . .
H7 H 0.175994 -0.198425 0.447600 0.028 Uiso 1 1 calc R U . . .
C6 C 0.17613(9) 0.0998(2) 0.47900(6) 0.0208(3) Uani 1 1 d . . . . .
C9 C -0.00122(9) 0.0889(2) 0.42275(6) 0.0256(3) Uani 1 1 d . . . . .
H9 H -0.059961 0.086039 0.404076 0.031 Uiso 1 1 calc R U . . .
C8 C 0.05239(9) -0.0863(2) 0.42152(6) 0.0258(3) Uani 1 1 d . . . . .
H8 H 0.029542 -0.207704 0.402267 0.031 Uiso 1 1 calc R U . . .
C10 C 0.03344(9) 0.2691(2) 0.45210(6) 0.0249(3) Uani 1 1 d . . . . .
H10 H -0.002395 0.387066 0.452785 0.030 Uiso 1 1 calc R U . . .
C11 C 0.12099(9) 0.2751(2) 0.48041(6) 0.0228(3) Uani 1 1 d . . . . .
H11 H 0.143015 0.396072 0.500390 0.027 Uiso 1 1 calc R U . . .
C12 C 0.22802(8) 0.3637(2) 0.62871(6) 0.0209(3) Uani 1 1 d . . . . .
C13 C 0.16953(9) 0.5226(2) 0.64138(6) 0.0259(3) Uani 1 1 d . . . . .
H13 H 0.170802 0.648170 0.619632 0.031 Uiso 1 1 calc R U . . .
C14 C 0.10892(9) 0.4946(3) 0.68655(7) 0.0323(3) Uani 1 1 d . . . . .
H14 H 0.069511 0.601068 0.694482 0.039 Uiso 1 1 calc R U . . .
C15 C 0.10711(10) 0.3093(3) 0.71962(7) 0.0347(3) Uani 1 1 d . . . . .
H15 H 0.066845 0.291336 0.749916 0.042 Uiso 1 1 calc R U . . .
C16 C 0.16564(11) 0.1503(3) 0.70743(7) 0.0347(3) Uani 1 1 d . . . . .
H16 H 0.164737 0.025538 0.729668 0.042 Uiso 1 1 calc R U . . .
C17 C 0.22558(10) 0.1771(2) 0.66204(6) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.264384 0.069657 0.653835 0.034 Uiso 1 1 calc R U . . .
C18 C 0.59470(8) 0.2928(2) 0.66711(6) 0.0197(3) Uani 1 1 d . . . . .
C19 C 0.59114(8) 0.3932(2) 0.72517(6) 0.0222(3) Uani 1 1 d . . . . .
H19 H 0.570121 0.529141 0.726605 0.027 Uiso 1 1 calc R U . . .
C20 C 0.61925(9) 0.2882(2) 0.78071(6) 0.0242(3) Uani 1 1 d . . . . .
H20 H 0.616962 0.354332 0.819596 0.029 Uiso 1 1 calc R U . . .
C21 C 0.65101(8) 0.0839(2) 0.77898(6) 0.0231(3) Uani 1 1 d . . . . .
C22 C 0.65259(9) -0.0139(2) 0.72048(6) 0.0234(3) Uani 1 1 d . . . . .
H22 H 0.672820 -0.150454 0.718993 0.028 Uiso 1 1 calc R U . . .
C23 C 0.62454(9) 0.0885(2) 0.66425(6) 0.0218(3) Uani 1 1 d . . . . .
H23 H 0.625698 0.021614 0.625380 0.026 Uiso 1 1 calc R U . . .
C24 C 0.68283(10) -0.0262(3) 0.83979(7) 0.0328(3) Uani 1 1 d . . . . .
H24A H 0.700911 -0.165243 0.830431 0.049 Uiso 1 1 calc R U . . .
H24B H 0.635084 -0.031274 0.866828 0.049 Uiso 1 1 calc R U . . .
H24C H 0.732787 0.047835 0.860892 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 1.4339(10) . ?
S1 O3 1.4388(9) . ?
S1 N1 1.6239(11) . ?
S1 C18 1.7595(12) . ?
N1 C4 1.4684(16) . ?
N1 C1 1.4746(16) . ?
O1 C3 1.4260(14) . ?
O1 H1 0.831(19) . ?
C1 C2 1.5201(17) . ?
C1 H1A 0.9700 . ?
C1 H1AB 0.9700 . ?
C2 C5 1.3369(18) . ?
C2 C3 1.5317(17) . ?
C3 C12 1.5231(17) . ?
C3 C4 1.5503(17) . ?
C4 H4A 0.9700 . ?
C4 H4AB 0.9700 . ?
C5 C6 1.4742(18) . ?
C5 H5 0.9300 . ?
C7 C8 1.3888(19) . ?
C7 C6 1.4019(18) . ?
C7 H7 0.9300 . ?
C6 C11 1.3993(18) . ?
C9 C8 1.385(2) . ?
C9 C10 1.390(2) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C10 C11 1.3897(18) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.3888(19) . ?
C12 C17 1.3934(19) . ?
C13 C14 1.3938(19) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.388(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C23 1.3898(18) . ?
C18 C19 1.3933(18) . ?
C19 C20 1.3850(18) . ?
C19 H19 0.9300 . ?
C20 C21 1.3975(19) . ?
C20 H20 0.9300 . ?
C21 C22 1.3908(19) . ?
C21 C24 1.5048(18) . ?
C22 C23 1.3888(18) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
O2 S1 O3 120.23(6) . . ?
O2 S1 N1 106.76(6) . . ?
O3 S1 N1 106.12(6) . . ?
O2 S1 C18 107.97(6) . . ?
O3 S1 C18 107.49(6) . . ?
N1 S1 C18 107.70(6) . . ?
C4 N1 C1 105.91(10) . . ?
C4 N1 S1 119.83(8) . . ?
C1 N1 S1 120.55(8) . . ?
C3 O1 H1 109.5 . . ?
N1 C1 C2 101.32(10) . . ?
N1 C1 H1A 111.5 . . ?
C2 C1 H1A 111.5 . . ?
N1 C1 H1AB 111.5 . . ?
C2 C1 H1AB 111.5 . . ?
H1A C1 H1AB 109.3 . . ?
C5 C2 C1 120.31(11) . . ?
C5 C2 C3 131.19(12) . . ?
C1 C2 C3 108.35(10) . . ?
O1 C3 C12 108.41(10) . . ?
O1 C3 C2 111.58(10) . . ?
C12 C3 C2 116.00(10) . . ?
O1 C3 C4 109.11(10) . . ?
C12 C3 C4 109.17(10) . . ?
C2 C3 C4 102.28(10) . . ?
N1 C4 C3 101.71(10) . . ?
N1 C4 H4A 111.4 . . ?
C3 C4 H4A 111.4 . . ?
N1 C4 H4AB 111.4 . . ?
C3 C4 H4AB 111.4 . . ?
H4A C4 H4AB 109.3 . . ?
C2 C5 C6 132.92(12) . . ?
C2 C5 H5 113.5 . . ?
C6 C5 H5 113.5 . . ?
C8 C7 C6 121.21(12) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C11 C6 C7 118.23(12) . . ?
C11 C6 C5 124.96(12) . . ?
C7 C6 C5 116.64(12) . . ?
C8 C9 C10 119.50(12) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C8 C7 119.98(12) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C11 C10 C9 120.80(13) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C6 120.28(12) . . ?
C10 C11 H11 119.9 . . ?
C6 C11 H11 119.9 . . ?
C13 C12 C17 119.08(12) . . ?
C13 C12 C3 120.57(12) . . ?
C17 C12 C3 120.11(12) . . ?
C12 C13 C14 120.29(14) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.32(14) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 119.71(13) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C17 120.08(14) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 C12 120.51(14) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C23 C18 C19 121.03(12) . . ?
C23 C18 S1 119.22(10) . . ?
C19 C18 S1 119.75(10) . . ?
C20 C19 C18 119.25(12) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 120.76(12) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 118.87(12) . . ?
C22 C21 C24 121.18(13) . . ?
C20 C21 C24 119.95(13) . . ?
C23 C22 C21 121.27(12) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C18 118.80(12) . . ?
C22 C23 H23 120.6 . . ?
C18 C23 H23 120.6 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 C4 -54.82(11) . . . . ?
O3 S1 N1 C4 175.80(9) . . . . ?
C18 S1 N1 C4 60.92(11) . . . . ?
O2 S1 N1 C1 170.31(9) . . . . ?
O3 S1 N1 C1 40.94(11) . . . . ?
C18 S1 N1 C1 -73.94(11) . . . . ?
C4 N1 C1 C2 40.72(12) . . . . ?
S1 N1 C1 C2 -179.03(8) . . . . ?
N1 C1 C2 C5 156.84(11) . . . . ?
N1 C1 C2 C3 -19.09(12) . . . . ?
C5 C2 C3 O1 -66.39(17) . . . . ?
C1 C2 C3 O1 108.93(11) . . . . ?
C5 C2 C3 C12 58.41(18) . . . . ?
C1 C2 C3 C12 -126.27(11) . . . . ?
C5 C2 C3 C4 177.09(13) . . . . ?
C1 C2 C3 C4 -7.58(12) . . . . ?
C1 N1 C4 C3 -46.25(12) . . . . ?
S1 N1 C4 C3 173.15(8) . . . . ?
O1 C3 C4 N1 -86.74(11) . . . . ?
C12 C3 C4 N1 154.95(10) . . . . ?
C2 C3 C4 N1 31.54(12) . . . . ?
C1 C2 C5 C6 -174.29(13) . . . . ?
C3 C2 C5 C6 0.6(2) . . . . ?
C8 C7 C6 C11 -0.11(19) . . . . ?
C8 C7 C6 C5 -175.66(12) . . . . ?
C2 C5 C6 C11 21.8(2) . . . . ?
C2 C5 C6 C7 -163.00(14) . . . . ?
C10 C9 C8 C7 -0.5(2) . . . . ?
C6 C7 C8 C9 0.7(2) . . . . ?
C8 C9 C10 C11 -0.3(2) . . . . ?
C9 C10 C11 C6 0.89(19) . . . . ?
C7 C6 C11 C10 -0.68(19) . . . . ?
C5 C6 C11 C10 174.47(12) . . . . ?
O1 C3 C12 C13 -20.01(15) . . . . ?
C2 C3 C12 C13 -146.42(12) . . . . ?
C4 C3 C12 C13 98.75(13) . . . . ?
O1 C3 C12 C17 165.60(11) . . . . ?
C2 C3 C12 C17 39.18(16) . . . . ?
C4 C3 C12 C17 -75.65(14) . . . . ?
C17 C12 C13 C14 -0.4(2) . . . . ?
C3 C12 C13 C14 -174.87(12) . . . . ?
C12 C13 C14 C15 0.7(2) . . . . ?
C13 C14 C15 C16 -0.4(2) . . . . ?
C14 C15 C16 C17 -0.2(2) . . . . ?
C15 C16 C17 C12 0.4(2) . . . . ?
C13 C12 C17 C16 -0.1(2) . . . . ?
C3 C12 C17 C16 174.34(12) . . . . ?
O2 S1 C18 C23 -155.89(10) . . . . ?
O3 S1 C18 C23 -24.81(12) . . . . ?
N1 S1 C18 C23 89.16(11) . . . . ?
O2 S1 C18 C19 24.23(12) . . . . ?
O3 S1 C18 C19 155.31(10) . . . . ?
N1 S1 C18 C19 -90.72(11) . . . . ?
C23 C18 C19 C20 1.08(19) . . . . ?
S1 C18 C19 C20 -179.04(10) . . . . ?
C18 C19 C20 C21 0.06(19) . . . . ?
C19 C20 C21 C22 -1.05(19) . . . . ?
C19 C20 C21 C24 178.88(13) . . . . ?
C20 C21 C22 C23 0.9(2) . . . . ?
C24 C21 C22 C23 -179.00(13) . . . . ?
C21 C22 C23 C18 0.19(19) . . . . ?
C19 C18 C23 C22 -1.20(19) . . . . ?
S1 C18 C23 C22 178.92(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O3 0.83 2.00 2.8303(13) 173.1 3_666 yes

_refine_diff_density_max         0.412
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_Breit_TN_343_a
_database_code_depnum_ccdc_archive 'CCDC 2167993'
loop_
_audit_author_name
_audit_author_address
'Burkhard Butschke'
;Albert Ludwigs Universitaet Freiburg
Germany
;
_audit_update_record             
;
2022-04-21 deposited with the CCDC.	2023-01-25 downloaded from the CCDC.
;
_audit_creation_method           
;
FinalCif V104 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C19 H21 N O3 S'
_chemical_formula_moiety         'C19 H21 N O3 S'
_chemical_formula_weight         343.43
_chemical_melting_point          ?
_chemical_absolute_configuration ad
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
_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, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   20.050(4)
_cell_length_b                   16.600(3)
_cell_length_c                   10.280(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3421.4(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9835
_cell_measurement_theta_min      2.5425
_cell_measurement_theta_max      30.3845
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method 
'Crystals were obtained at room temperature by slow diffusionof pentane into a solution of the compound dissolved indichloromethane by the aid of layering.'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.338
_exptl_crystal_size_mid          0.301
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7022
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction:
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48
(2015) 3-10
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.989
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            228692
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_theta_min         1.593
_diffrn_reflns_theta_max         30.552
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10470
_reflns_number_gt                9869
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000
_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 BIS V6.2.15 Patch 4/2021-03-15 && APEX4 2021.10-0'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+1.1945P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         10470
_refine_ls_number_parameters     439
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0889
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.297(11)
_refine_ls_abs_structure_details 
;
 Flack x determined using 4455 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

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'

_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_
_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 0.52843(2) 0.95851(3) 0.43123(5) 0.01558(9) Uani 1 1 d . . . . .
S2 S 0.47212(2) 0.58086(3) 0.59236(5) 0.02080(10) Uani 1 1 d . . . . .
O1 O 0.47673(7) 1.01896(8) 0.42781(16) 0.0192(3) Uani 1 1 d . . . . .
O2 O 0.54349(8) 0.91910(9) 0.55265(14) 0.0208(3) Uani 1 1 d . . . . .
O3 O 0.63458(7) 0.96816(8) 0.11250(15) 0.0190(3) Uani 1 1 d . . . . .
H3A H 0.5996(15) 0.9818(7) 0.064(3) 0.028 Uiso 1 1 calc R U . . .
O4 O 0.51527(8) 0.51322(10) 0.56480(17) 0.0275(3) Uani 1 1 d . . . . .
O5 O 0.45119(9) 0.63299(11) 0.48911(16) 0.0309(4) Uani 1 1 d . . . . .
O6 O 0.36955(8) 0.53553(9) 0.93599(16) 0.0219(3) Uani 1 1 d . . . . .
H6A H 0.4077(16) 0.5195(12) 0.973(2) 0.033 Uiso 1 1 calc R U . . .
N1 N 0.59654(8) 1.00266(11) 0.38449(16) 0.0172(3) Uani 1 1 d . . . . .
N2 N 0.40585(9) 0.54153(11) 0.65457(18) 0.0208(3) Uani 1 1 d . . . . .
C1 C 0.59602(10) 1.06192(12) 0.2767(2) 0.0180(3) Uani 1 1 d . . . . .
H1A H 0.602807 1.117305 0.309835 0.022 Uiso 1 1 calc R U . . .
H1B H 0.553370 1.059766 0.228280 0.022 Uiso 1 1 calc R U . . .
C2 C 0.65465(9) 1.03566(11) 0.18978(19) 0.0158(3) Uani 1 1 d . . . . .
C3 C 0.70440(9) 1.00075(12) 0.28960(18) 0.0174(3) Uani 1 1 d . . . . .
H3 H 0.725614 1.045959 0.338805 0.021 Uiso 1 1 calc R U . . .
C4 C 0.65840(10) 0.95339(13) 0.3813(2) 0.0197(4) Uani 1 1 d . . . . .
H4A H 0.649368 0.898776 0.346817 0.024 Uiso 1 1 calc R U . . .
H4B H 0.678251 0.948606 0.469096 0.024 Uiso 1 1 calc R U . . .
C5 C 0.68029(10) 1.10430(11) 0.10578(19) 0.0175(3) Uani 1 1 d . . . . .
C6 C 0.74661(12) 1.12952(14) 0.1046(3) 0.0325(5) Uani 1 1 d . . . . .
H6 H 0.777952 1.104849 0.161318 0.039 Uiso 1 1 calc R U . . .
C7 C 0.76727(12) 1.19057(16) 0.0209(3) 0.0398(6) Uani 1 1 d . . . . .
H7 H 0.812606 1.207203 0.021191 0.048 Uiso 1 1 calc R U . . .
C8 C 0.72256(13) 1.22724(14) -0.0625(3) 0.0334(5) Uani 1 1 d . . . . .
H8 H 0.737098 1.268206 -0.120450 0.040 Uiso 1 1 calc R U . . .
C9 C 0.65682(13) 1.20382(15) -0.0607(3) 0.0333(5) Uani 1 1 d . . . . .
H9 H 0.625490 1.229333 -0.116410 0.040 Uiso 1 1 calc R U . . .
C10 C 0.63621(12) 1.14290(14) 0.0226(2) 0.0281(5) Uani 1 1 d . . . . .
H10 H 0.590648 1.127203 0.022540 0.034 Uiso 1 1 calc R U . . .
C11 C 0.75775(10) 0.94831(13) 0.2328(2) 0.0207(4) Uani 1 1 d . . . . .
H11 H 0.745100 0.910895 0.167408 0.025 Uiso 1 1 calc R U . . .
C12 C 0.82163(11) 0.95047(16) 0.2677(2) 0.0285(5) Uani 1 1 d . . . . .
H12A H 0.836060 0.987138 0.332801 0.034 Uiso 1 1 calc R U . . .
H12B H 0.852824 0.915332 0.227409 0.034 Uiso 1 1 calc R U . . .
C13 C 0.50603(10) 0.88232(11) 0.32007(18) 0.0159(3) Uani 1 1 d . . . . .
C14 C 0.52503(10) 0.80259(13) 0.3437(2) 0.0205(4) Uani 1 1 d . . . . .
H14 H 0.552675 0.789627 0.415785 0.025 Uiso 1 1 calc R U . . .
C15 C 0.50281(11) 0.74283(12) 0.2602(2) 0.0228(4) Uani 1 1 d . . . . .
H15 H 0.515346 0.688518 0.275976 0.027 Uiso 1 1 calc R U . . .
C16 C 0.46242(10) 0.76057(13) 0.1533(2) 0.0206(4) Uani 1 1 d . . . . .
C17 C 0.44576(11) 0.84105(12) 0.1301(2) 0.0204(4) Uani 1 1 d . . . . .
H17 H 0.419581 0.854363 0.056095 0.024 Uiso 1 1 calc R U . . .
C18 C 0.46679(10) 0.90190(12) 0.2132(2) 0.0180(4) Uani 1 1 d . . . . .
H18 H 0.454499 0.956278 0.197244 0.022 Uiso 1 1 calc R U . . .
C19 C 0.43552(12) 0.69402(13) 0.0691(2) 0.0274(4) Uani 1 1 d . . . . .
H19A H 0.432823 0.712644 -0.021227 0.041 Uiso 1 1 calc R U . . .
H19B H 0.390945 0.678782 0.099496 0.041 Uiso 1 1 calc R U . . .
H19C H 0.465244 0.647264 0.074119 0.041 Uiso 1 1 calc R U . . .
C20 C 0.41110(10) 0.47045(12) 0.7408(2) 0.0191(4) Uani 1 1 d . . . . .
H20A H 0.454075 0.470269 0.788165 0.023 Uiso 1 1 calc R U . . .
H20B H 0.407024 0.419805 0.690521 0.023 Uiso 1 1 calc R U . . .
C21 C 0.35200(10) 0.48070(12) 0.8353(2) 0.0177(3) Uani 1 1 d . . . . .
C22 C 0.30097(10) 0.52719(12) 0.7508(2) 0.0186(4) Uani 1 1 d . . . . .
H22 H 0.282859 0.489909 0.683001 0.022 Uiso 1 1 calc R U . . .
C23 C 0.34595(10) 0.59007(13) 0.6842(2) 0.0214(4) Uani 1 1 d . . . . .
H23A H 0.325142 0.611424 0.603920 0.026 Uiso 1 1 calc R U . . .
H23B H 0.356522 0.635326 0.743386 0.026 Uiso 1 1 calc R U . . .
C24 C 0.32895(9) 0.39957(12) 0.8868(2) 0.0180(3) Uani 1 1 d . . . . .
C25 C 0.33889(10) 0.37950(13) 1.0173(2) 0.0218(4) Uani 1 1 d . . . . .
H25 H 0.357020 0.418410 1.075127 0.026 Uiso 1 1 calc R U . . .
C26 C 0.32263(11) 0.30348(14) 1.0637(2) 0.0257(4) Uani 1 1 d . . . . .
H26 H 0.330609 0.290341 1.152255 0.031 Uiso 1 1 calc R U . . .
C27 C 0.29490(11) 0.24687(13) 0.9815(3) 0.0267(4) Uani 1 1 d . . . . .
H27 H 0.283523 0.194948 1.013391 0.032 Uiso 1 1 calc R U . . .
C28 C 0.28378(12) 0.26611(14) 0.8526(2) 0.0276(4) Uani 1 1 d . . . . .
H28 H 0.264226 0.227497 0.796046 0.033 Uiso 1 1 calc R U . . .
C29 C 0.30110(11) 0.34186(13) 0.8051(2) 0.0227(4) Uani 1 1 d . . . . .
H29 H 0.293826 0.354240 0.715976 0.027 Uiso 1 1 calc R U . . .
C30 C 0.24407(11) 0.56220(13) 0.8256(2) 0.0233(4) Uani 1 1 d . . . . .
H30 H 0.253112 0.583370 0.909667 0.028 Uiso 1 1 calc R U . . .
C31 C 0.18206(12) 0.56570(15) 0.7829(3) 0.0311(5) Uani 1 1 d . . . . .
H31A H 0.171277 0.545082 0.699246 0.037 Uiso 1 1 calc R U . . .
H31B H 0.148224 0.588830 0.835663 0.037 Uiso 1 1 calc R U . . .
C32 C 0.51295(10) 0.64056(12) 0.7099(2) 0.0191(4) Uani 1 1 d . . . . .
C33 C 0.50372(11) 0.72384(13) 0.7105(2) 0.0223(4) Uani 1 1 d . . . . .
H33 H 0.474543 0.748406 0.649425 0.027 Uiso 1 1 calc R U . . .
C34 C 0.53749(11) 0.77054(13) 0.8011(2) 0.0233(4) Uani 1 1 d . . . . .
H34 H 0.531394 0.827291 0.801006 0.028 Uiso 1 1 calc R U . . .
C35 C 0.58027(10) 0.73564(13) 0.8923(2) 0.0210(4) Uani 1 1 d . . . . .
C36 C 0.58886(11) 0.65192(13) 0.8899(2) 0.0218(4) Uani 1 1 d . . . . .
H36 H 0.618111 0.627348 0.950790 0.026 Uiso 1 1 calc R U . . .
C37 C 0.55545(10) 0.60409(12) 0.8001(2) 0.0208(4) Uani 1 1 d . . . . .
H37 H 0.561411 0.547315 0.800087 0.025 Uiso 1 1 calc R U . . .
C38 C 0.61645(11) 0.78726(14) 0.9898(2) 0.0259(4) Uani 1 1 d . . . . .
H38A H 0.649033 0.821216 0.944569 0.039 Uiso 1 1 calc R U . . .
H38B H 0.639579 0.752711 1.052544 0.039 Uiso 1 1 calc R U . . .
H38C H 0.584305 0.821467 1.035655 0.039 Uiso 1 1 calc R U . . .


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 1.4413(16) . ?
S1 O1 1.4431(14) . ?
S1 N1 1.6227(17) . ?
S1 C13 1.763(2) . ?
S2 O5 1.4323(17) . ?
S2 O4 1.4455(17) . ?
S2 N2 1.6126(18) . ?
S2 C32 1.764(2) . ?
O3 C2 1.431(2) . ?
O3 H3A 0.89(3) . ?
O6 C21 1.423(2) . ?
O6 H6A 0.90(3) . ?
N1 C1 1.482(3) . ?
N1 C4 1.486(2) . ?
N2 C23 1.478(3) . ?
N2 C20 1.479(3) . ?
C1 C2 1.539(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C5 1.519(3) . ?
C2 C3 1.544(3) . ?
C3 C11 1.498(3) . ?
C3 C4 1.535(3) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.387(3) . ?
C5 C6 1.394(3) . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.330(3) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9500 . ?
C12 H12B 0.9500 . ?
C13 C18 1.390(3) . ?
C13 C14 1.398(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.398(3) . ?
C16 C19 1.503(3) . ?
C17 C18 1.389(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.542(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C24 1.519(3) . ?
C21 C22 1.548(3) . ?
C22 C30 1.494(3) . ?
C22 C23 1.540(3) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.391(3) . ?
C24 C25 1.397(3) . ?
C25 C26 1.388(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.393(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C31 1.320(3) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9500 . ?
C31 H31B 0.9500 . ?
C32 C33 1.395(3) . ?
C32 C37 1.398(3) . ?
C33 C34 1.388(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.397(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.401(3) . ?
C35 C38 1.505(3) . ?
C36 C37 1.389(3) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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 119.16(9) . . ?
O2 S1 N1 106.57(9) . . ?
O1 S1 N1 106.45(9) . . ?
O2 S1 C13 106.80(9) . . ?
O1 S1 C13 107.47(9) . . ?
N1 S1 C13 110.28(9) . . ?
O5 S2 O4 119.97(11) . . ?
O5 S2 N2 107.28(10) . . ?
O4 S2 N2 104.86(10) . . ?
O5 S2 C32 107.69(10) . . ?
O4 S2 C32 107.03(10) . . ?
N2 S2 C32 109.78(10) . . ?
C2 O3 H3A 109.5 . . ?
C21 O6 H6A 109.5 . . ?
C1 N1 C4 110.76(15) . . ?
C1 N1 S1 121.02(13) . . ?
C4 N1 S1 117.42(14) . . ?
C23 N2 C20 111.68(16) . . ?
C23 N2 S2 122.04(14) . . ?
C20 N2 S2 120.12(14) . . ?
N1 C1 C2 103.93(15) . . ?
N1 C1 H1A 111.0 . . ?
C2 C1 H1A 111.0 . . ?
N1 C1 H1B 111.0 . . ?
C2 C1 H1B 111.0 . . ?
H1A C1 H1B 109.0 . . ?
O3 C2 C5 111.52(15) . . ?
O3 C2 C1 109.21(16) . . ?
C5 C2 C1 112.08(16) . . ?
O3 C2 C3 104.87(15) . . ?
C5 C2 C3 116.14(16) . . ?
C1 C2 C3 102.36(15) . . ?
C11 C3 C4 111.75(17) . . ?
C11 C3 C2 114.89(16) . . ?
C4 C3 C2 102.24(15) . . ?
C11 C3 H3 109.2 . . ?
C4 C3 H3 109.2 . . ?
C2 C3 H3 109.2 . . ?
N1 C4 C3 103.49(16) . . ?
N1 C4 H4A 111.1 . . ?
C3 C4 H4A 111.1 . . ?
N1 C4 H4B 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.0 . . ?
C10 C5 C6 117.6(2) . . ?
C10 C5 C2 118.78(18) . . ?
C6 C5 C2 123.57(18) . . ?
C7 C6 C5 120.5(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.0(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C5 C10 C9 121.8(2) . . ?
C5 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C12 C11 C3 124.6(2) . . ?
C12 C11 H11 117.7 . . ?
C3 C11 H11 117.7 . . ?
C11 C12 H12A 120.0 . . ?
C11 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C18 C13 C14 120.86(18) . . ?
C18 C13 S1 119.26(15) . . ?
C14 C13 S1 119.81(15) . . ?
C15 C14 C13 118.83(19) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 121.55(19) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 118.33(19) . . ?
C15 C16 C19 120.4(2) . . ?
C17 C16 C19 121.2(2) . . ?
C18 C17 C16 121.17(19) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C13 119.23(18) . . ?
C17 C18 H18 120.4 . . ?
C13 C18 H18 120.4 . . ?
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 . . ?
N2 C20 C21 103.57(16) . . ?
N2 C20 H20A 111.0 . . ?
C21 C20 H20A 111.0 . . ?
N2 C20 H20B 111.0 . . ?
C21 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?
O6 C21 C24 112.86(17) . . ?
O6 C21 C20 109.83(16) . . ?
C24 C21 C20 110.84(16) . . ?
O6 C21 C22 104.65(15) . . ?
C24 C21 C22 115.87(16) . . ?
C20 C21 C22 102.09(16) . . ?
C30 C22 C23 114.37(17) . . ?
C30 C22 C21 114.18(17) . . ?
C23 C22 C21 101.54(16) . . ?
C30 C22 H22 108.8 . . ?
C23 C22 H22 108.8 . . ?
C21 C22 H22 108.8 . . ?
N2 C23 C22 101.42(16) . . ?
N2 C23 H23A 111.5 . . ?
C22 C23 H23A 111.5 . . ?
N2 C23 H23B 111.5 . . ?
C22 C23 H23B 111.5 . . ?
H23A C23 H23B 109.3 . . ?
C29 C24 C25 118.24(19) . . ?
C29 C24 C21 121.46(19) . . ?
C25 C24 C21 120.21(19) . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C27 C26 C25 120.2(2) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 119.6(2) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C27 C28 C29 120.3(2) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C24 C29 C28 120.7(2) . . ?
C24 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C22 124.4(2) . . ?
C31 C30 H30 117.8 . . ?
C22 C30 H30 117.8 . . ?
C30 C31 H31A 120.0 . . ?
C30 C31 H31B 120.0 . . ?
H31A C31 H31B 120.0 . . ?
C33 C32 C37 120.5(2) . . ?
C33 C32 S2 119.90(17) . . ?
C37 C32 S2 119.61(16) . . ?
C34 C33 C32 119.5(2) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C33 C34 C35 121.2(2) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C34 C35 C36 118.4(2) . . ?
C34 C35 C38 120.5(2) . . ?
C36 C35 C38 121.2(2) . . ?
C37 C36 C35 121.3(2) . . ?
C37 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
C36 C37 C32 119.16(19) . . ?
C36 C37 H37 120.4 . . ?
C32 C37 H37 120.4 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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 C1 -168.04(15) . . . . ?
O1 S1 N1 C1 -39.88(17) . . . . ?
C13 S1 N1 C1 76.41(17) . . . . ?
O2 S1 N1 C4 50.90(17) . . . . ?
O1 S1 N1 C4 179.06(15) . . . . ?
C13 S1 N1 C4 -64.66(17) . . . . ?
O5 S2 N2 C23 -45.0(2) . . . . ?
O4 S2 N2 C23 -173.56(17) . . . . ?
C32 S2 N2 C23 71.77(19) . . . . ?
O5 S2 N2 C20 164.93(16) . . . . ?
O4 S2 N2 C20 36.34(19) . . . . ?
C32 S2 N2 C20 -78.33(18) . . . . ?
C4 N1 C1 C2 10.8(2) . . . . ?
S1 N1 C1 C2 -132.56(14) . . . . ?
N1 C1 C2 O3 78.56(18) . . . . ?
N1 C1 C2 C5 -157.34(16) . . . . ?
N1 C1 C2 C3 -32.21(19) . . . . ?
O3 C2 C3 C11 48.7(2) . . . . ?
C5 C2 C3 C11 -74.9(2) . . . . ?
C1 C2 C3 C11 162.71(17) . . . . ?
O3 C2 C3 C4 -72.53(18) . . . . ?
C5 C2 C3 C4 163.89(16) . . . . ?
C1 C2 C3 C4 41.47(18) . . . . ?
C1 N1 C4 C3 15.2(2) . . . . ?
S1 N1 C4 C3 160.03(13) . . . . ?
C11 C3 C4 N1 -158.17(17) . . . . ?
C2 C3 C4 N1 -34.79(19) . . . . ?
O3 C2 C5 C10 65.6(2) . . . . ?
C1 C2 C5 C10 -57.2(2) . . . . ?
C3 C2 C5 C10 -174.31(19) . . . . ?
O3 C2 C5 C6 -112.4(2) . . . . ?
C1 C2 C5 C6 124.8(2) . . . . ?
C3 C2 C5 C6 7.6(3) . . . . ?
C10 C5 C6 C7 -0.9(4) . . . . ?
C2 C5 C6 C7 177.2(2) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C6 C7 C8 C9 1.1(5) . . . . ?
C7 C8 C9 C10 -1.2(4) . . . . ?
C6 C5 C10 C9 0.8(4) . . . . ?
C2 C5 C10 C9 -177.3(2) . . . . ?
C8 C9 C10 C5 0.2(4) . . . . ?
C4 C3 C11 C12 -106.5(2) . . . . ?
C2 C3 C11 C12 137.6(2) . . . . ?
O2 S1 C13 C18 156.87(15) . . . . ?
O1 S1 C13 C18 27.92(18) . . . . ?
N1 S1 C13 C18 -87.72(17) . . . . ?
O2 S1 C13 C14 -19.94(19) . . . . ?
O1 S1 C13 C14 -148.89(16) . . . . ?
N1 S1 C13 C14 95.46(17) . . . . ?
C18 C13 C14 C15 -1.4(3) . . . . ?
S1 C13 C14 C15 175.36(16) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C14 C15 C16 C19 -176.16(19) . . . . ?
C15 C16 C17 C18 -2.1(3) . . . . ?
C19 C16 C17 C18 175.41(19) . . . . ?
C16 C17 C18 C13 1.1(3) . . . . ?
C14 C13 C18 C17 0.7(3) . . . . ?
S1 C13 C18 C17 -176.08(15) . . . . ?
C23 N2 C20 C21 -4.0(2) . . . . ?
S2 N2 C20 C21 149.00(15) . . . . ?
N2 C20 C21 O6 -81.42(19) . . . . ?
N2 C20 C21 C24 153.19(17) . . . . ?
N2 C20 C21 C22 29.20(19) . . . . ?
O6 C21 C22 C30 -52.4(2) . . . . ?
C24 C21 C22 C30 72.6(2) . . . . ?
C20 C21 C22 C30 -166.89(17) . . . . ?
O6 C21 C22 C23 71.21(19) . . . . ?
C24 C21 C22 C23 -163.84(17) . . . . ?
C20 C21 C22 C23 -43.29(19) . . . . ?
C20 N2 C23 C22 -23.0(2) . . . . ?
S2 N2 C23 C22 -175.37(14) . . . . ?
C30 C22 C23 N2 163.72(18) . . . . ?
C21 C22 C23 N2 40.25(19) . . . . ?
O6 C21 C24 C29 171.08(18) . . . . ?
C20 C21 C24 C29 -65.2(2) . . . . ?
C22 C21 C24 C29 50.5(3) . . . . ?
O6 C21 C24 C25 -12.6(3) . . . . ?
C20 C21 C24 C25 111.1(2) . . . . ?
C22 C21 C24 C25 -133.2(2) . . . . ?
C29 C24 C25 C26 1.2(3) . . . . ?
C21 C24 C25 C26 -175.2(2) . . . . ?
C24 C25 C26 C27 -1.4(3) . . . . ?
C25 C26 C27 C28 0.4(3) . . . . ?
C26 C27 C28 C29 0.7(4) . . . . ?
C25 C24 C29 C28 -0.1(3) . . . . ?
C21 C24 C29 C28 176.3(2) . . . . ?
C27 C28 C29 C24 -0.9(4) . . . . ?
C23 C22 C30 C31 100.8(3) . . . . ?
C21 C22 C30 C31 -142.8(2) . . . . ?
O5 S2 C32 C33 17.9(2) . . . . ?
O4 S2 C32 C33 148.18(17) . . . . ?
N2 S2 C32 C33 -98.55(18) . . . . ?
O5 S2 C32 C37 -160.78(17) . . . . ?
O4 S2 C32 C37 -30.54(19) . . . . ?
N2 S2 C32 C37 82.73(18) . . . . ?
C37 C32 C33 C34 0.5(3) . . . . ?
S2 C32 C33 C34 -178.25(17) . . . . ?
C32 C33 C34 C35 -0.4(3) . . . . ?
C33 C34 C35 C36 0.5(3) . . . . ?
C33 C34 C35 C38 180.0(2) . . . . ?
C34 C35 C36 C37 -0.6(3) . . . . ?
C38 C35 C36 C37 179.9(2) . . . . ?
C35 C36 C37 C32 0.6(3) . . . . ?
C33 C32 C37 C36 -0.5(3) . . . . ?
S2 C32 C37 C36 178.17(16) . . . . ?

