# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_DC23044_a
_database_code_depnum_ccdc_archive 'CCDC 2425324'
loop_
_audit_author_name
_audit_author_address
'Dominic Schatz'
;Justus Liebig Universitaet
Germany
;
_audit_update_record             
;
2025-02-19 deposited with the CCDC.	2025-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H30 N2 O2 S'
_chemical_formula_weight         374.53

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

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

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

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

_cell_length_a                   45.4955(13)
_cell_length_b                   7.7004(2)
_cell_length_c                   11.7010(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.8330(10)
_cell_angle_gamma                90
_cell_volume                     4097.16(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9916
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      31.72

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_F_000             1616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.153
_exptl_absorpt_coefficient_mu    0.175
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.7161
_exptl_absorpt_correction_T_max  0.7440
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            210783
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_limit_h_min       -66
_diffrn_reflns_limit_h_max       66
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.683
_diffrn_reflns_theta_max         31.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6830
_reflns_number_gt                6034
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Dual I\mS fixed chi instrument. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+2.5688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6830
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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 0.31699(2) 0.54347(3) 0.69129(2) 0.01726(6) Uani 1 1 d . . . . .
O1 O 0.49166(2) 0.25419(9) 0.57605(5) 0.01965(12) Uani 1 1 d . . . . .
O2 O 0.26422(2) 0.63516(10) 0.74912(5) 0.02361(14) Uani 1 1 d . . . . .
N1 N 0.37779(2) 0.45608(9) 0.67492(6) 0.01586(13) Uani 1 1 d . . . . .
N2 N 0.37269(2) 0.48039(9) 0.78010(6) 0.01615(13) Uani 1 1 d . . . . .
C1 C 0.40706(2) 0.40511(10) 0.65377(7) 0.01518(14) Uani 1 1 d . . . . .
C2 C 0.41482(2) 0.40086(11) 0.53964(7) 0.01708(14) Uani 1 1 d . . . . .
H00H H 0.400690 0.431496 0.481590 0.020 Uiso 1 1 calc R U . . .
C3 C 0.44305(2) 0.35225(11) 0.50943(7) 0.01740(14) Uani 1 1 d . . . . .
H3 H 0.448240 0.350703 0.431428 0.021 Uiso 1 1 calc R U . . .
C4 C 0.46355(2) 0.30602(11) 0.59492(7) 0.01591(14) Uani 1 1 d . . . . .
C5 C 0.45587(2) 0.30892(11) 0.71021(7) 0.01744(14) Uani 1 1 d . . . . .
H00N H 0.469934 0.277033 0.768192 0.021 Uiso 1 1 calc R U . . .
C6 C 0.42789(2) 0.35804(11) 0.73941(7) 0.01664(14) Uani 1 1 d . . . . .
H00I H 0.422736 0.359998 0.817436 0.020 Uiso 1 1 calc R U . . .
C7 C 0.34409(2) 0.52735(10) 0.80015(7) 0.01518(14) Uani 1 1 d . . . . .
C8 C 0.33339(2) 0.56813(11) 0.90502(7) 0.01827(15) Uani 1 1 d . . . . .
H00C H 0.345043 0.565962 0.973850 0.022 Uiso 1 1 calc R U . . .
C9 C 0.30316(2) 0.61391(11) 0.90037(7) 0.01805(15) Uani 1 1 d . . . . .
H9 H 0.292294 0.646559 0.964937 0.022 Uiso 1 1 calc R U . . .
C10 C 0.29168(2) 0.60504(11) 0.79115(7) 0.01672(14) Uani 1 1 d . . . . .
C11 C 0.24345(2) 0.69143(14) 0.83062(8) 0.02469(18) Uani 1 1 d . . . . .
H00Z H 0.224035 0.703940 0.792759 0.037 Uiso 1 1 calc R U . . .
H010 H 0.249692 0.803472 0.862837 0.037 Uiso 1 1 calc R U . . .
H011 H 0.242386 0.605402 0.892071 0.037 Uiso 1 1 calc R U . . .
C12 C 0.50149(2) 0.25059(11) 0.46045(7) 0.01786(15) Uani 1 1 d . . . . .
H00S H 0.500023 0.367719 0.425848 0.021 Uiso 1 1 calc R U . . .
H00T H 0.489298 0.169450 0.413525 0.021 Uiso 1 1 calc R U . . .
C13 C 0.53315(2) 0.19064(11) 0.46624(7) 0.01835(15) Uani 1 1 d . . . . .
H00J H 0.534246 0.076136 0.504620 0.022 Uiso 1 1 calc R U . . .
H00K H 0.544951 0.273762 0.513129 0.022 Uiso 1 1 calc R U . . .
C14 C 0.54637(2) 0.17565(11) 0.34879(7) 0.01868(15) Uani 1 1 d . . . . .
H00Q H 0.545259 0.289945 0.310145 0.022 Uiso 1 1 calc R U . . .
H00R H 0.534698 0.091897 0.301919 0.022 Uiso 1 1 calc R U . . .
C15 C 0.57838(2) 0.11586(11) 0.35631(7) 0.01842(15) Uani 1 1 d . . . . .
H00A H 0.590002 0.200742 0.402443 0.022 Uiso 1 1 calc R U . . .
H00B H 0.579430 0.002794 0.396510 0.022 Uiso 1 1 calc R U . . .
C16 C 0.59211(2) 0.09664(12) 0.23994(7) 0.01892(15) Uani 1 1 d . . . . .
H00O H 0.591429 0.210255 0.200342 0.023 Uiso 1 1 calc R U . . .
H00P H 0.580274 0.013460 0.193231 0.023 Uiso 1 1 calc R U . . .
C17 C 0.62387(2) 0.03361(11) 0.24775(7) 0.01878(15) Uani 1 1 d . . . . .
H00F H 0.624921 -0.072563 0.295417 0.023 Uiso 1 1 calc R U . . .
H00G H 0.636171 0.123601 0.286238 0.023 Uiso 1 1 calc R U . . .
C18 C 0.63638(2) -0.00610(12) 0.13126(7) 0.02051(16) Uani 1 1 d . . . . .
H00L H 0.624881 -0.101705 0.095133 0.025 Uiso 1 1 calc R U . . .
H00M H 0.634008 0.097625 0.081832 0.025 Uiso 1 1 calc R U . . .
C19 C 0.66874(2) -0.05744(11) 0.13732(7) 0.01914(15) Uani 1 1 d . . . . .
H00D H 0.671053 -0.164152 0.183931 0.023 Uiso 1 1 calc R U . . .
H00E H 0.680195 0.036020 0.176103 0.023 Uiso 1 1 calc R U . . .
C20 C 0.68120(2) -0.08959(13) 0.01976(8) 0.02306(17) Uani 1 1 d . . . . .
H00U H 0.680233 0.019773 -0.024684 0.028 Uiso 1 1 calc R U . . .
H00V H 0.668768 -0.176424 -0.021277 0.028 Uiso 1 1 calc R U . . .
C21 C 0.71290(2) -0.15411(13) 0.02497(8) 0.02395(17) Uani 1 1 d . . . . .
H00W H 0.719718 -0.171067 -0.052846 0.036 Uiso 1 1 calc R U . . .
H00X H 0.713942 -0.264576 0.066498 0.036 Uiso 1 1 calc R U . . .
H00Y H 0.725415 -0.068168 0.064611 0.036 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 C10 1.7326(8) . ?
S1 C7 1.7484(8) . ?
O1 C4 1.3646(9) . ?
O1 C12 1.4384(10) . ?
O2 C10 1.3479(10) . ?
O2 C11 1.4311(11) . ?
N1 N2 1.2733(9) . ?
N1 C1 1.4180(10) . ?
N2 C7 1.3782(10) . ?
C1 C2 1.3925(11) . ?
C1 C6 1.4046(11) . ?
C2 C3 1.3943(11) . ?
C2 H00H 0.9500 . ?
C3 C4 1.3917(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.4045(11) . ?
C5 C6 1.3811(11) . ?
C5 H00N 0.9500 . ?
C6 H00I 0.9500 . ?
C7 C8 1.3708(11) . ?
C8 C9 1.4192(11) . ?
C8 H00C 0.9500 . ?
C9 C10 1.3668(11) . ?
C9 H9 0.9500 . ?
C11 H00Z 0.9800 . ?
C11 H010 0.9800 . ?
C11 H011 0.9800 . ?
C12 C13 1.5120(11) . ?
C12 H00S 0.9900 . ?
C12 H00T 0.9900 . ?
C13 C14 1.5221(11) . ?
C13 H00J 0.9900 . ?
C13 H00K 0.9900 . ?
C14 C15 1.5270(11) . ?
C14 H00Q 0.9900 . ?
C14 H00R 0.9900 . ?
C15 C16 1.5235(11) . ?
C15 H00A 0.9900 . ?
C15 H00B 0.9900 . ?
C16 C17 1.5243(11) . ?
C16 H00O 0.9900 . ?
C16 H00P 0.9900 . ?
C17 C18 1.5248(12) . ?
C17 H00F 0.9900 . ?
C17 H00G 0.9900 . ?
C18 C19 1.5240(12) . ?
C18 H00L 0.9900 . ?
C18 H00M 0.9900 . ?
C19 C20 1.5247(12) . ?
C19 H00D 0.9900 . ?
C19 H00E 0.9900 . ?
C20 C21 1.5248(13) . ?
C20 H00U 0.9900 . ?
C20 H00V 0.9900 . ?
C21 H00W 0.9800 . ?
C21 H00X 0.9800 . ?
C21 H00Y 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
C10 S1 C7 89.80(4) . . ?
C4 O1 C12 118.62(6) . . ?
C10 O2 C11 115.67(7) . . ?
N2 N1 C1 114.23(7) . . ?
N1 N2 C7 113.90(7) . . ?
C2 C1 C6 119.49(7) . . ?
C2 C1 N1 116.25(7) . . ?
C6 C1 N1 124.26(7) . . ?
C1 C2 C3 120.88(7) . . ?
C1 C2 H00H 119.6 . . ?
C3 C2 H00H 119.6 . . ?
C4 C3 C2 119.20(7) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
O1 C4 C3 124.64(7) . . ?
O1 C4 C5 115.04(7) . . ?
C3 C4 C5 120.32(7) . . ?
C6 C5 C4 120.10(7) . . ?
C6 C5 H00N 119.9 . . ?
C4 C5 H00N 119.9 . . ?
C5 C6 C1 120.01(7) . . ?
C5 C6 H00I 120.0 . . ?
C1 C6 H00I 120.0 . . ?
C8 C7 N2 125.21(7) . . ?
C8 C7 S1 111.95(6) . . ?
N2 C7 S1 122.84(6) . . ?
C7 C8 C9 113.19(7) . . ?
C7 C8 H00C 123.4 . . ?
C9 C8 H00C 123.4 . . ?
C10 C9 C8 111.37(7) . . ?
C10 C9 H9 124.3 . . ?
C8 C9 H9 124.3 . . ?
O2 C10 C9 130.89(8) . . ?
O2 C10 S1 115.42(6) . . ?
C9 C10 S1 113.69(6) . . ?
O2 C11 H00Z 109.5 . . ?
O2 C11 H010 109.5 . . ?
H00Z C11 H010 109.5 . . ?
O2 C11 H011 109.5 . . ?
H00Z C11 H011 109.5 . . ?
H010 C11 H011 109.5 . . ?
O1 C12 C13 106.74(6) . . ?
O1 C12 H00S 110.4 . . ?
C13 C12 H00S 110.4 . . ?
O1 C12 H00T 110.4 . . ?
C13 C12 H00T 110.4 . . ?
H00S C12 H00T 108.6 . . ?
C12 C13 C14 112.71(7) . . ?
C12 C13 H00J 109.0 . . ?
C14 C13 H00J 109.0 . . ?
C12 C13 H00K 109.0 . . ?
C14 C13 H00K 109.0 . . ?
H00J C13 H00K 107.8 . . ?
C13 C14 C15 111.99(7) . . ?
C13 C14 H00Q 109.2 . . ?
C15 C14 H00Q 109.2 . . ?
C13 C14 H00R 109.2 . . ?
C15 C14 H00R 109.2 . . ?
H00Q C14 H00R 107.9 . . ?
C16 C15 C14 113.29(7) . . ?
C16 C15 H00A 108.9 . . ?
C14 C15 H00A 108.9 . . ?
C16 C15 H00B 108.9 . . ?
C14 C15 H00B 108.9 . . ?
H00A C15 H00B 107.7 . . ?
C15 C16 C17 113.11(7) . . ?
C15 C16 H00O 109.0 . . ?
C17 C16 H00O 109.0 . . ?
C15 C16 H00P 109.0 . . ?
C17 C16 H00P 109.0 . . ?
H00O C16 H00P 107.8 . . ?
C16 C17 C18 112.98(7) . . ?
C16 C17 H00F 109.0 . . ?
C18 C17 H00F 109.0 . . ?
C16 C17 H00G 109.0 . . ?
C18 C17 H00G 109.0 . . ?
H00F C17 H00G 107.8 . . ?
C19 C18 C17 113.46(7) . . ?
C19 C18 H00L 108.9 . . ?
C17 C18 H00L 108.9 . . ?
C19 C18 H00M 108.9 . . ?
C17 C18 H00M 108.9 . . ?
H00L C18 H00M 107.7 . . ?
C18 C19 C20 112.74(7) . . ?
C18 C19 H00D 109.0 . . ?
C20 C19 H00D 109.0 . . ?
C18 C19 H00E 109.0 . . ?
C20 C19 H00E 109.0 . . ?
H00D C19 H00E 107.8 . . ?
C19 C20 C21 113.28(8) . . ?
C19 C20 H00U 108.9 . . ?
C21 C20 H00U 108.9 . . ?
C19 C20 H00V 108.9 . . ?
C21 C20 H00V 108.9 . . ?
H00U C20 H00V 107.7 . . ?
C20 C21 H00W 109.5 . . ?
C20 C21 H00X 109.5 . . ?
H00W C21 H00X 109.5 . . ?
C20 C21 H00Y 109.5 . . ?
H00W C21 H00Y 109.5 . . ?
H00X C21 H00Y 109.5 . . ?

_refine_diff_density_max         0.464
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.045


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ACN'
####################################################################### 
# 
# 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_DC23045_a
_database_code_depnum_ccdc_archive 'CCDC 2425325'
loop_
_audit_author_name
_audit_author_address
'Dominic Schatz'
;Justus Liebig Universitaet
Germany
;
_audit_update_record             
;
2025-02-19 deposited with the CCDC.	2025-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 N2 O2 S'
_chemical_formula_weight         360.50

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

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

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

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

_cell_length_a                   43.9751(17)
_cell_length_b                   7.6060(3)
_cell_length_c                   11.7129(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.350(2)
_cell_angle_gamma                90
_cell_volume                     3914.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9457
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      35.97

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_F_000             1552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.738
_exptl_crystal_size_mid          0.518
_exptl_crystal_size_min          0.390
_exptl_absorpt_coefficient_mu    0.181
_shelx_estimated_absorpt_T_min   0.878
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.7471
_exptl_absorpt_correction_T_max  0.6280
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            108407
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -68
_diffrn_reflns_limit_h_max       68
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.854
_diffrn_reflns_theta_max         33.727
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7793
_reflns_number_gt                6795
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Dual I\mS fixed chi instrument. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0573P)²+2.0837P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7793
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.30933(2) 0.54873(3) 0.25516(2) 0.01609(6) Uani 1 1 d . . . . .
O1 O 0.49040(2) 0.25785(9) 0.41936(5) 0.01839(13) Uani 1 1 d . . . . .
O2 O 0.25398(2) 0.65332(11) 0.16810(6) 0.02401(15) Uani 1 1 d . . . . .
N1 N 0.37220(2) 0.45497(10) 0.28780(6) 0.01517(13) Uani 1 1 d . . . . .
N2 N 0.36630(2) 0.47119(10) 0.18095(6) 0.01582(13) Uani 1 1 d . . . . .
C1 C 0.46122(2) 0.30858(11) 0.39204(7) 0.01495(14) Uani 1 1 d . . . . .
C2 C 0.44002(2) 0.35561(12) 0.47135(7) 0.01644(15) Uani 1 1 d . . . . .
H2 H 0.445429 0.355362 0.550714 0.020 Uiso 1 1 calc R U . . .
C3 C 0.41072(2) 0.40314(12) 0.43314(7) 0.01604(14) Uani 1 1 d . . . . .
H3 H 0.396125 0.434718 0.487104 0.019 Uiso 1 1 calc R U . . .
C4 C 0.40254(2) 0.40502(11) 0.31696(7) 0.01430(14) Uani 1 1 d . . . . .
C5 C 0.42419(2) 0.35710(12) 0.23743(7) 0.01579(14) Uani 1 1 d . . . . .
H5 H 0.418834 0.357400 0.158032 0.019 Uiso 1 1 calc R U . . .
C6 C 0.45321(2) 0.30967(12) 0.27480(7) 0.01641(15) Uani 1 1 d . . . . .
H6 H 0.467820 0.277645 0.220989 0.020 Uiso 1 1 calc R U . . .
C7 C 0.33676(2) 0.51883(11) 0.15292(7) 0.01528(14) Uani 1 1 d . . . . .
C8 C 0.32520(2) 0.55016(13) 0.04415(7) 0.01937(16) Uani 1 1 d . . . . .
H00N H 0.336875 0.539979 -0.021983 0.023 Uiso 1 1 calc R U . . .
C9 C 0.29418(2) 0.59905(13) 0.04050(7) 0.02021(16) Uani 1 1 d . . . . .
H00Q H 0.282682 0.625144 -0.027827 0.024 Uiso 1 1 calc R U . . .
C10 C 0.28270(2) 0.60427(12) 0.14734(7) 0.01737(15) Uani 1 1 d . . . . .
C11 C 0.24475(2) 0.63879(16) 0.28351(9) 0.0275(2) Uani 1 1 d . . . . .
H00T H 0.223779 0.680802 0.288339 0.041 Uiso 1 1 calc R U . . .
H00U H 0.258246 0.710080 0.333499 0.041 Uiso 1 1 calc R U . . .
H00V H 0.245918 0.515548 0.307696 0.041 Uiso 1 1 calc R U . . .
C12 C 0.50036(2) 0.25429(12) 0.53777(7) 0.01707(15) Uani 1 1 d . . . . .
H00L H 0.487577 0.172674 0.580911 0.020 Uiso 1 1 calc R U . . .
H00M H 0.498852 0.373034 0.571695 0.020 Uiso 1 1 calc R U . . .
C13 C 0.53309(2) 0.19277(12) 0.54240(7) 0.01753(15) Uani 1 1 d . . . . .
H00O H 0.545495 0.276229 0.499108 0.021 Uiso 1 1 calc R U . . .
H00P H 0.534250 0.076471 0.504872 0.021 Uiso 1 1 calc R U . . .
C14 C 0.54639(2) 0.17842(12) 0.66397(7) 0.01820(15) Uani 1 1 d . . . . .
H00H H 0.534243 0.093394 0.707012 0.022 Uiso 1 1 calc R U . . .
H00I H 0.544997 0.294217 0.701994 0.022 Uiso 1 1 calc R U . . .
C15 C 0.57957(2) 0.11900(12) 0.66733(7) 0.01762(15) Uani 1 1 d . . . . .
H00J H 0.580856 0.003082 0.629389 0.021 Uiso 1 1 calc R U . . .
H00K H 0.591593 0.203645 0.623481 0.021 Uiso 1 1 calc R U . . .
C16 C 0.59358(2) 0.10456(12) 0.78808(7) 0.01816(15) Uani 1 1 d . . . . .
H00B H 0.592650 0.220933 0.825642 0.022 Uiso 1 1 calc R U . . .
H16 H 0.581393 0.021348 0.832384 0.022 Uiso 1 1 calc R U . . .
C17 C 0.62652(2) 0.04233(12) 0.79075(8) 0.01868(16) Uani 1 1 d . . . . .
H17 H 0.627702 -0.068043 0.746355 0.022 Uiso 1 1 calc R U . . .
H00E H 0.639031 0.131587 0.752899 0.022 Uiso 1 1 calc R U . . .
C18 C 0.63987(2) 0.01031(14) 0.91088(8) 0.02146(17) Uani 1 1 d . . . . .
H00F H 0.628632 -0.086831 0.946384 0.026 Uiso 1 1 calc R U . . .
H00G H 0.637109 0.117227 0.957533 0.026 Uiso 1 1 calc R U . . .
C19 C 0.67360(2) -0.03595(14) 0.91179(10) 0.02464(19) Uani 1 1 d . . . . .
H00R H 0.676172 -0.146131 0.868232 0.030 Uiso 1 1 calc R U . . .
H00S H 0.684603 0.058334 0.872358 0.030 Uiso 1 1 calc R U . . .
C20 C 0.68783(3) -0.0594(2) 1.03119(13) 0.0418(3) Uani 1 1 d . . . . .
H00W H 0.709638 -0.083213 1.026134 0.063 Uiso 1 1 calc R U . . .
H00X H 0.678066 -0.158228 1.068905 0.063 Uiso 1 1 calc R U . . .
H00Y H 0.684979 0.048173 1.075555 0.063 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 C10 1.7388(9) . ?
S1 C7 1.7491(9) . ?
O1 C1 1.3656(10) . ?
O1 C12 1.4374(10) . ?
O2 C10 1.3484(11) . ?
O2 C11 1.4316(12) . ?
N1 N2 1.2735(10) . ?
N1 C4 1.4158(11) . ?
N2 C7 1.3754(11) . ?
C1 C2 1.3895(12) . ?
C1 C6 1.4036(11) . ?
C2 C3 1.3941(12) . ?
C2 H2 0.9500 . ?
C3 C4 1.3934(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.4069(12) . ?
C5 C6 1.3800(12) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3730(12) . ?
C8 C9 1.4126(13) . ?
C8 H00N 0.9500 . ?
C9 C10 1.3690(12) . ?
C9 H00Q 0.9500 . ?
C11 H00T 0.9800 . ?
C11 H00U 0.9800 . ?
C11 H00V 0.9800 . ?
C12 C13 1.5124(12) . ?
C12 H00L 0.9900 . ?
C12 H00M 0.9900 . ?
C13 C14 1.5210(12) . ?
C13 H00O 0.9900 . ?
C13 H00P 0.9900 . ?
C14 C15 1.5263(13) . ?
C14 H00H 0.9900 . ?
C14 H00I 0.9900 . ?
C15 C16 1.5234(12) . ?
C15 H00J 0.9900 . ?
C15 H00K 0.9900 . ?
C16 C17 1.5228(13) . ?
C16 H00B 0.9900 . ?
C16 H16 0.9900 . ?
C17 C18 1.5220(13) . ?
C17 H17 0.9900 . ?
C17 H00E 0.9900 . ?
C18 C19 1.5238(14) . ?
C18 H00F 0.9900 . ?
C18 H00G 0.9900 . ?
C19 C20 1.5191(16) . ?
C19 H00R 0.9900 . ?
C19 H00S 0.9900 . ?
C20 H00W 0.9800 . ?
C20 H00X 0.9800 . ?
C20 H00Y 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
C10 S1 C7 89.84(4) . . ?
C1 O1 C12 118.53(7) . . ?
C10 O2 C11 116.92(8) . . ?
N2 N1 C4 114.51(7) . . ?
N1 N2 C7 114.35(7) . . ?
O1 C1 C2 124.46(7) . . ?
O1 C1 C6 115.25(7) . . ?
C2 C1 C6 120.29(8) . . ?
C1 C2 C3 119.25(7) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 120.95(8) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.30(8) . . ?
C3 C4 N1 116.19(7) . . ?
C5 C4 N1 124.51(7) . . ?
C6 C5 C4 119.99(7) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.23(8) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C8 C7 N2 125.28(8) . . ?
C8 C7 S1 111.90(7) . . ?
N2 C7 S1 122.81(6) . . ?
C7 C8 C9 113.22(8) . . ?
C7 C8 H00N 123.4 . . ?
C9 C8 H00N 123.4 . . ?
C10 C9 C8 111.82(8) . . ?
C10 C9 H00Q 124.1 . . ?
C8 C9 H00Q 124.1 . . ?
O2 C10 C9 123.78(8) . . ?
O2 C10 S1 122.96(7) . . ?
C9 C10 S1 113.22(7) . . ?
O2 C11 H00T 109.5 . . ?
O2 C11 H00U 109.5 . . ?
H00T C11 H00U 109.5 . . ?
O2 C11 H00V 109.5 . . ?
H00T C11 H00V 109.5 . . ?
H00U C11 H00V 109.5 . . ?
O1 C12 C13 106.99(7) . . ?
O1 C12 H00L 110.3 . . ?
C13 C12 H00L 110.3 . . ?
O1 C12 H00M 110.3 . . ?
C13 C12 H00M 110.3 . . ?
H00L C12 H00M 108.6 . . ?
C12 C13 C14 112.62(7) . . ?
C12 C13 H00O 109.1 . . ?
C14 C13 H00O 109.1 . . ?
C12 C13 H00P 109.1 . . ?
C14 C13 H00P 109.1 . . ?
H00O C13 H00P 107.8 . . ?
C13 C14 C15 112.08(7) . . ?
C13 C14 H00H 109.2 . . ?
C15 C14 H00H 109.2 . . ?
C13 C14 H00I 109.2 . . ?
C15 C14 H00I 109.2 . . ?
H00H C14 H00I 107.9 . . ?
C16 C15 C14 113.28(7) . . ?
C16 C15 H00J 108.9 . . ?
C14 C15 H00J 108.9 . . ?
C16 C15 H00K 108.9 . . ?
C14 C15 H00K 108.9 . . ?
H00J C15 H00K 107.7 . . ?
C17 C16 C15 112.93(7) . . ?
C17 C16 H00B 109.0 . . ?
C15 C16 H00B 109.0 . . ?
C17 C16 H16 109.0 . . ?
C15 C16 H16 109.0 . . ?
H00B C16 H16 107.8 . . ?
C18 C17 C16 113.53(8) . . ?
C18 C17 H17 108.9 . . ?
C16 C17 H17 108.9 . . ?
C18 C17 H00E 108.9 . . ?
C16 C17 H00E 108.9 . . ?
H17 C17 H00E 107.7 . . ?
C17 C18 C19 112.45(8) . . ?
C17 C18 H00F 109.1 . . ?
C19 C18 H00F 109.1 . . ?
C17 C18 H00G 109.1 . . ?
C19 C18 H00G 109.1 . . ?
H00F C18 H00G 107.8 . . ?
C20 C19 C18 113.43(10) . . ?
C20 C19 H00R 108.9 . . ?
C18 C19 H00R 108.9 . . ?
C20 C19 H00S 108.9 . . ?
C18 C19 H00S 108.9 . . ?
H00R C19 H00S 107.7 . . ?
C19 C20 H00W 109.5 . . ?
C19 C20 H00X 109.5 . . ?
H00W C20 H00X 109.5 . . ?
C19 C20 H00Y 109.5 . . ?
H00W C20 H00Y 109.5 . . ?
H00X C20 H00Y 109.5 . . ?

_refine_diff_density_max         0.545
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.064


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ACN'
####################################################################### 
# 
# 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_DC23084_a
_database_code_depnum_ccdc_archive 'CCDC 2425327'
loop_
_audit_author_name
_audit_author_address
'Dominic Schatz'
;Justus Liebig Universitaet
Germany
;
_audit_update_record             
;
2025-02-19 deposited with the CCDC.	2025-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H30 N2 O S'
_chemical_formula_weight         358.53

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

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

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

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

_cell_length_a                   43.3863(18)
_cell_length_b                   7.7190(3)
_cell_length_c                   11.9556(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.022(2)
_cell_angle_gamma                90
_cell_volume                     4001.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9883
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      29.55

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_F_000             1552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.173
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.6891
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            78977
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.680
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5173
_reflns_number_gt                4263
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Dual I\mS fixed chi instrument. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²+3.3944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5173
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0957
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.30785(2) 0.57345(4) 0.71797(2) 0.02006(8) Uani 1 1 d . . . . .
O1 O 0.48958(2) 0.26010(12) 0.58002(7) 0.02228(19) Uani 1 1 d . . . . .
N1 N 0.37145(2) 0.46649(13) 0.69103(9) 0.0198(2) Uani 1 1 d . . . . .
N2 N 0.36612(2) 0.47084(13) 0.79480(9) 0.0201(2) Uani 1 1 d . . . . .
C1 C 0.46043(3) 0.31345(16) 0.60238(10) 0.0192(2) Uani 1 1 d . . . . .
C2 C 0.43863(3) 0.36721(16) 0.52168(10) 0.0204(2) Uani 1 1 d . . . . .
H2 H 0.443587 0.370156 0.444936 0.025 Uiso 1 1 calc R U . . .
C3 C 0.40943(3) 0.41673(16) 0.55465(10) 0.0205(2) Uani 1 1 d . . . . .
H3 H 0.394428 0.453108 0.499779 0.025 Uiso 1 1 calc R U . . .
C4 C 0.40193(3) 0.41361(15) 0.66704(10) 0.0185(2) Uani 1 1 d . . . . .
C5 C 0.42414(3) 0.35914(16) 0.74771(10) 0.0200(2) Uani 1 1 d . . . . .
H5 H 0.419203 0.356085 0.824475 0.024 Uiso 1 1 calc R U . . .
C6 C 0.45311(3) 0.31002(16) 0.71584(10) 0.0204(2) Uani 1 1 d . . . . .
H6 H 0.468124 0.273839 0.770696 0.024 Uiso 1 1 calc R U . . .
C7 C 0.33636(3) 0.52118(16) 0.81879(10) 0.0191(2) Uani 1 1 d . . . . .
C8 C 0.32578(3) 0.53768(17) 0.92497(11) 0.0228(3) Uani 1 1 d . . . . .
H8 H 0.337963 0.515004 0.990929 0.027 Uiso 1 1 calc R U . . .
C9 C 0.29463(3) 0.59237(17) 0.92514(10) 0.0225(2) Uani 1 1 d . . . . .
H00L H 0.283714 0.609649 0.991736 0.027 Uiso 1 1 calc R U . . .
C10 C 0.28177(3) 0.61791(16) 0.82063(10) 0.0207(2) Uani 1 1 d . . . . .
C11 C 0.24980(3) 0.67932(18) 0.79043(11) 0.0260(3) Uani 1 1 d . . . . .
H00X H 0.250900 0.786350 0.746662 0.039 Uiso 1 1 calc R U . . .
H00Y H 0.238667 0.701513 0.858891 0.039 Uiso 1 1 calc R U . . .
H00Z H 0.238910 0.590275 0.745968 0.039 Uiso 1 1 calc R U . . .
C12 C 0.49871(3) 0.25860(17) 0.46533(10) 0.0209(2) Uani 1 1 d . . . . .
H00H H 0.497520 0.376817 0.433361 0.025 Uiso 1 1 calc R U . . .
H00I H 0.484991 0.181667 0.419823 0.025 Uiso 1 1 calc R U . . .
C13 C 0.53153(3) 0.19268(17) 0.46566(10) 0.0215(2) Uani 1 1 d . . . . .
H00J H 0.532393 0.076787 0.501101 0.026 Uiso 1 1 calc R U . . .
H00K H 0.544860 0.271417 0.511364 0.026 Uiso 1 1 calc R U . . .
C14 C 0.54407(3) 0.18004(17) 0.34842(10) 0.0219(2) Uani 1 1 d . . . . .
H00O H 0.542664 0.295119 0.312032 0.026 Uiso 1 1 calc R U . . .
H00P H 0.531157 0.098410 0.303316 0.026 Uiso 1 1 calc R U . . .
C15 C 0.57755(3) 0.11848(16) 0.35003(10) 0.0213(2) Uani 1 1 d . . . . .
H00S H 0.590387 0.199898 0.395563 0.026 Uiso 1 1 calc R U . . .
H00T H 0.578886 0.003343 0.386368 0.026 Uiso 1 1 calc R U . . .
C16 C 0.59049(3) 0.10574(16) 0.23338(10) 0.0217(2) Uani 1 1 d . . . . .
H00F H 0.577548 0.024940 0.187764 0.026 Uiso 1 1 calc R U . . .
H00G H 0.589237 0.221061 0.197274 0.026 Uiso 1 1 calc R U . . .
C17 C 0.62384(3) 0.04334(16) 0.23428(10) 0.0214(2) Uani 1 1 d . . . . .
H00M H 0.637099 0.130129 0.273473 0.026 Uiso 1 1 calc R U . . .
H00N H 0.625485 -0.066398 0.276935 0.026 Uiso 1 1 calc R U . . .
C18 C 0.63571(3) 0.01407(18) 0.11745(11) 0.0236(3) Uani 1 1 d . . . . .
H00Q H 0.632236 0.120563 0.072608 0.028 Uiso 1 1 calc R U . . .
H00R H 0.623644 -0.080366 0.080895 0.028 Uiso 1 1 calc R U . . .
C19 C 0.66986(3) -0.03254(16) 0.11712(11) 0.0216(2) Uani 1 1 d . . . . .
H19 H 0.681919 0.060540 0.155179 0.026 Uiso 1 1 calc R U . . .
H00E H 0.673281 -0.140693 0.160307 0.026 Uiso 1 1 calc R U . . .
C20 C 0.68169(3) -0.05740(18) -0.00033(11) 0.0250(3) Uani 1 1 d . . . . .
H010 H 0.669430 -0.149207 -0.038868 0.030 Uiso 1 1 calc R U . . .
H011 H 0.678609 0.051362 -0.043161 0.030 Uiso 1 1 calc R U . . .
C21 C 0.71569(3) -0.10678(19) -0.00009(12) 0.0274(3) Uani 1 1 d . . . . .
H00U H 0.722047 -0.122345 -0.077295 0.041 Uiso 1 1 calc R U . . .
H00V H 0.718872 -0.215149 0.041440 0.041 Uiso 1 1 calc R U . . .
H00W H 0.728037 -0.014601 0.035750 0.041 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 C10 1.7330(12) . ?
S1 C7 1.7436(12) . ?
O1 C1 1.3654(14) . ?
O1 C12 1.4408(14) . ?
N1 N2 1.2705(14) . ?
N1 C4 1.4229(15) . ?
N2 C7 1.3878(15) . ?
C1 C2 1.3903(17) . ?
C1 C6 1.4043(17) . ?
C2 C3 1.3935(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.3939(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.4035(17) . ?
C5 C6 1.3793(17) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3710(17) . ?
C8 C9 1.4160(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.3647(18) . ?
C9 H00L 0.9500 . ?
C10 C11 1.4978(17) . ?
C11 H00X 0.9800 . ?
C11 H00Y 0.9800 . ?
C11 H00Z 0.9800 . ?
C12 C13 1.5120(17) . ?
C12 H00H 0.9900 . ?
C12 H00I 0.9900 . ?
C13 C14 1.5243(16) . ?
C13 H00J 0.9900 . ?
C13 H00K 0.9900 . ?
C14 C15 1.5280(17) . ?
C14 H00O 0.9900 . ?
C14 H00P 0.9900 . ?
C15 C16 1.5248(17) . ?
C15 H00S 0.9900 . ?
C15 H00T 0.9900 . ?
C16 C17 1.5248(16) . ?
C16 H00F 0.9900 . ?
C16 H00G 0.9900 . ?
C17 C18 1.5225(17) . ?
C17 H00M 0.9900 . ?
C17 H00N 0.9900 . ?
C18 C19 1.5251(17) . ?
C18 H00Q 0.9900 . ?
C18 H00R 0.9900 . ?
C19 C20 1.5240(17) . ?
C19 H19 0.9900 . ?
C19 H00E 0.9900 . ?
C20 C21 1.5237(17) . ?
C20 H010 0.9900 . ?
C20 H011 0.9900 . ?
C21 H00U 0.9800 . ?
C21 H00V 0.9800 . ?
C21 H00W 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
C10 S1 C7 91.22(6) . . ?
C1 O1 C12 118.46(9) . . ?
N2 N1 C4 114.00(10) . . ?
N1 N2 C7 114.32(10) . . ?
O1 C1 C2 124.49(11) . . ?
O1 C1 C6 115.21(11) . . ?
C2 C1 C6 120.30(11) . . ?
C1 C2 C3 119.24(11) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 120.89(11) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 119.32(11) . . ?
C3 C4 N1 116.07(10) . . ?
C5 C4 N1 124.61(11) . . ?
C6 C5 C4 120.18(11) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 120.07(11) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 N2 124.18(11) . . ?
C8 C7 S1 111.47(9) . . ?
N2 C7 S1 124.35(9) . . ?
C7 C8 C9 112.33(11) . . ?
C7 C8 H8 123.8 . . ?
C9 C8 H8 123.8 . . ?
C10 C9 C8 113.65(11) . . ?
C10 C9 H00L 123.2 . . ?
C8 C9 H00L 123.2 . . ?
C9 C10 C11 127.72(11) . . ?
C9 C10 S1 111.32(9) . . ?
C11 C10 S1 120.95(9) . . ?
C10 C11 H00X 109.5 . . ?
C10 C11 H00Y 109.5 . . ?
H00X C11 H00Y 109.5 . . ?
C10 C11 H00Z 109.5 . . ?
H00X C11 H00Z 109.5 . . ?
H00Y C11 H00Z 109.5 . . ?
O1 C12 C13 106.91(10) . . ?
O1 C12 H00H 110.3 . . ?
C13 C12 H00H 110.3 . . ?
O1 C12 H00I 110.3 . . ?
C13 C12 H00I 110.3 . . ?
H00H C12 H00I 108.6 . . ?
C12 C13 C14 112.68(10) . . ?
C12 C13 H00J 109.1 . . ?
C14 C13 H00J 109.1 . . ?
C12 C13 H00K 109.1 . . ?
C14 C13 H00K 109.1 . . ?
H00J C13 H00K 107.8 . . ?
C13 C14 C15 112.22(10) . . ?
C13 C14 H00O 109.2 . . ?
C15 C14 H00O 109.2 . . ?
C13 C14 H00P 109.2 . . ?
C15 C14 H00P 109.2 . . ?
H00O C14 H00P 107.9 . . ?
C16 C15 C14 112.89(10) . . ?
C16 C15 H00S 109.0 . . ?
C14 C15 H00S 109.0 . . ?
C16 C15 H00T 109.0 . . ?
C14 C15 H00T 109.0 . . ?
H00S C15 H00T 107.8 . . ?
C17 C16 C15 113.19(10) . . ?
C17 C16 H00F 108.9 . . ?
C15 C16 H00F 108.9 . . ?
C17 C16 H00G 108.9 . . ?
C15 C16 H00G 108.9 . . ?
H00F C16 H00G 107.8 . . ?
C18 C17 C16 113.07(10) . . ?
C18 C17 H00M 109.0 . . ?
C16 C17 H00M 109.0 . . ?
C18 C17 H00N 109.0 . . ?
C16 C17 H00N 109.0 . . ?
H00M C17 H00N 107.8 . . ?
C17 C18 C19 113.42(11) . . ?
C17 C18 H00Q 108.9 . . ?
C19 C18 H00Q 108.9 . . ?
C17 C18 H00R 108.9 . . ?
C19 C18 H00R 108.9 . . ?
H00Q C18 H00R 107.7 . . ?
C20 C19 C18 113.01(11) . . ?
C20 C19 H19 109.0 . . ?
C18 C19 H19 109.0 . . ?
C20 C19 H00E 109.0 . . ?
C18 C19 H00E 109.0 . . ?
H19 C19 H00E 107.8 . . ?
C21 C20 C19 112.78(11) . . ?
C21 C20 H010 109.0 . . ?
C19 C20 H010 109.0 . . ?
C21 C20 H011 109.0 . . ?
C19 C20 H011 109.0 . . ?
H010 C20 H011 107.8 . . ?
C20 C21 H00U 109.5 . . ?
C20 C21 H00V 109.5 . . ?
H00U C21 H00V 109.5 . . ?
C20 C21 H00W 109.5 . . ?
H00U C21 H00W 109.5 . . ?
H00V C21 H00W 109.5 . . ?

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.045


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ACN'
####################################################################### 
# 
# 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_DC23046_a
_database_code_depnum_ccdc_archive 'CCDC 2425326'
loop_
_audit_author_name
_audit_author_address
'Dominic Schatz'
;Justus Liebig Universitaet
Germany
;
_audit_update_record             
;
2025-02-19 deposited with the CCDC.	2025-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H32 N2 O2 S'
_chemical_formula_weight         388.55

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

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

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

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

_cell_length_a                   5.5183(2)
_cell_length_b                   10.8362(3)
_cell_length_c                   35.1655(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.063(2)
_cell_angle_gamma                90
_cell_volume                     2099.80(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9259
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      36.20

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.797
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.162
_exptl_absorpt_coefficient_mu    0.173
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6675
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'I\mS micro-focus sealed tube, multilayer optics'
_diffrn_measurement_device_type  'Bruker CMOS-PHOTONIII-C14'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            133173
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_limit_l_max       53
_diffrn_reflns_theta_min         2.320
_diffrn_reflns_theta_max         33.139
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8011
_reflns_number_gt                7188
_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       'APEX4 v2021.10-0 (Bruker-AXS, 2021)'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Bruker D8 Venture Dual I\mS fixed chi instrument. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0543P)²+0.4562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8011
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.003
_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
S001 S 1.09157(3) 0.04904(2) 0.71426(2) 0.01805(5) Uani 1 1 d . . . . .
O002 O 0.74982(11) 0.55808(5) 0.53722(2) 0.01947(11) Uani 1 1 d . . . . .
O003 O 1.23394(11) -0.12742(6) 0.76120(2) 0.02220(12) Uani 1 1 d . . . . .
N004 N 1.20449(12) 0.15823(6) 0.64624(2) 0.01773(12) Uani 1 1 d . . . . .
N005 N 1.01338(12) 0.22050(6) 0.65126(2) 0.01767(12) Uani 1 1 d . . . . .
C006 C 1.26111(13) 0.07247(7) 0.67420(2) 0.01652(12) Uani 1 1 d . . . . .
C007 C -0.12977(14) 1.31218(7) 0.35893(2) 0.01790(13) Uani 1 1 d . . . . .
H00A H -0.120503 1.376231 0.379030 0.021 Uiso 1 1 calc R U . . .
H00B H -0.296522 1.278173 0.357619 0.021 Uiso 1 1 calc R U . . .
C008 C 0.33757(13) 0.80923(7) 0.49909(2) 0.01660(12) Uani 1 1 d . . . . .
H00C H 0.351609 0.867939 0.520667 0.020 Uiso 1 1 calc R U . . .
H00D H 0.178342 0.767382 0.499677 0.020 Uiso 1 1 calc R U . . .
C009 C 1.28716(14) -0.06940(7) 0.72892(2) 0.01679(13) Uani 1 1 d . . . . .
C00A C 0.35297(13) 0.87931(7) 0.46161(2) 0.01677(12) Uani 1 1 d . . . . .
H00E H 0.513817 0.919696 0.461388 0.020 Uiso 1 1 calc R U . . .
H00F H 0.342601 0.819071 0.440425 0.020 Uiso 1 1 calc R U . . .
C00B C 0.95410(13) 0.30624(7) 0.62169(2) 0.01618(12) Uani 1 1 d . . . . .
C00C C 1.08553(13) 0.32019(7) 0.58882(2) 0.01686(13) Uani 1 1 d . . . . .
H00G H 1.225921 0.271481 0.585471 0.020 Uiso 1 1 calc R U . . .
C00D C 0.80374(13) 0.47806(7) 0.56631(2) 0.01571(12) Uani 1 1 d . . . . .
C00E C 0.74868(14) 0.37845(7) 0.62617(2) 0.01895(13) Uani 1 1 d . . . . .
H00H H 0.659204 0.368555 0.648308 0.023 Uiso 1 1 calc R U . . .
C00F C 0.00419(14) 1.14584(7) 0.40736(2) 0.01796(13) Uani 1 1 d . . . . .
H00I H 0.013157 1.207801 0.428079 0.022 Uiso 1 1 calc R U . . .
H00J H -0.161228 1.110192 0.406099 0.022 Uiso 1 1 calc R U . . .
C00G C -0.07956(15) 1.37149(7) 0.32076(2) 0.01928(13) Uani 1 1 d . . . . .
H00K H 0.084731 1.408457 0.322465 0.023 Uiso 1 1 calc R U . . .
H00L H -0.081554 1.306675 0.300904 0.023 Uiso 1 1 calc R U . . .
C00H C 0.67191(14) 0.46508(7) 0.59871(2) 0.01828(13) Uani 1 1 d . . . . .
H00M H 0.532202 0.514281 0.602092 0.022 Uiso 1 1 calc R U . . .
C00I C 0.04896(13) 1.20941(7) 0.36968(2) 0.01761(13) Uani 1 1 d . . . . .
H00N H 0.215061 1.244227 0.371127 0.021 Uiso 1 1 calc R U . . .
H00O H 0.041344 1.146680 0.349182 0.021 Uiso 1 1 calc R U . . .
C00J C 0.15757(13) 0.97706(7) 0.45422(2) 0.01694(13) Uani 1 1 d . . . . .
H00P H 0.165807 1.037815 0.475273 0.020 Uiso 1 1 calc R U . . .
H00Q H -0.004208 0.937410 0.453671 0.020 Uiso 1 1 calc R U . . .
C00K C 0.54411(14) 0.63852(7) 0.53933(2) 0.01765(13) Uani 1 1 d . . . . .
H00R H 0.562338 0.692542 0.562011 0.021 Uiso 1 1 calc R U . . .
H00S H 0.392543 0.590232 0.540723 0.021 Uiso 1 1 calc R U . . .
C00L C 1.00964(13) 0.40500(7) 0.56145(2) 0.01685(12) Uani 1 1 d . . . . .
H00T H 1.097579 0.413988 0.539112 0.020 Uiso 1 1 calc R U . . .
C00M C 1.39112(15) -0.22868(7) 0.77211(2) 0.02078(14) Uani 1 1 d . . . . .
H00U H 1.388527 -0.289727 0.751527 0.031 Uiso 1 1 calc R U . . .
H00V H 1.334904 -0.267198 0.795261 0.031 Uiso 1 1 calc R U . . .
H00W H 1.557043 -0.198135 0.776964 0.031 Uiso 1 1 calc R U . . .
C00N C 0.54030(13) 0.71405(7) 0.50317(2) 0.01693(12) Uani 1 1 d . . . . .
H00X H 0.525145 0.657121 0.481147 0.020 Uiso 1 1 calc R U . . .
H00Y H 0.697769 0.757298 0.502028 0.020 Uiso 1 1 calc R U . . .
C00O C 0.18832(14) 1.04379(7) 0.41658(2) 0.01708(13) Uani 1 1 d . . . . .
H00Z H 0.353142 1.080043 0.417079 0.020 Uiso 1 1 calc R U . . .
H010 H 0.177246 0.982253 0.395749 0.020 Uiso 1 1 calc R U . . .
C00P C 1.45445(14) -0.00662(8) 0.67369(2) 0.01973(14) Uani 1 1 d . . . . .
H011 H 1.566757 -0.006390 0.654131 0.024 Uiso 1 1 calc R U . . .
C00Q C -0.26363(17) 1.47088(8) 0.30885(2) 0.02459(16) Uani 1 1 d . . . . .
H012 H -0.224017 1.504995 0.284134 0.037 Uiso 1 1 calc R U . . .
H013 H -0.258660 1.536826 0.327950 0.037 Uiso 1 1 calc R U . . .
H014 H -0.426601 1.434741 0.306820 0.037 Uiso 1 1 calc R U . . .
C00R C 1.47129(14) -0.08879(7) 0.70503(2) 0.01879(13) Uani 1 1 d . . . . .
H015 H 1.594338 -0.149470 0.708958 0.023 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
S001 C009 1.7373(8) . ?
S001 C006 1.7506(8) . ?
O002 C00D 1.3615(9) . ?
O002 C00K 1.4363(9) . ?
O003 C009 1.3440(9) . ?
O003 C00M 1.4380(10) . ?
N004 N005 1.2722(9) . ?
N004 C006 1.3766(9) . ?
N005 C00B 1.4195(10) . ?
C006 C00P 1.3694(10) . ?
C007 C00I 1.5218(10) . ?
C007 C00G 1.5269(11) . ?
C007 H00A 0.9900 . ?
C007 H00B 0.9900 . ?
C008 C00N 1.5228(10) . ?
C008 C00A 1.5273(10) . ?
C008 H00C 0.9900 . ?
C008 H00D 0.9900 . ?
C009 C00R 1.3688(11) . ?
C00A C00J 1.5239(10) . ?
C00A H00E 0.9900 . ?
C00A H00F 0.9900 . ?
C00B C00E 1.3933(10) . ?
C00B C00C 1.4051(11) . ?
C00C C00L 1.3798(10) . ?
C00C H00G 0.9500 . ?
C00D C00H 1.3914(11) . ?
C00D C00L 1.4028(10) . ?
C00E C00H 1.3962(10) . ?
C00E H00H 0.9500 . ?
C00F C00O 1.5248(10) . ?
C00F C00I 1.5254(10) . ?
C00F H00I 0.9900 . ?
C00F H00J 0.9900 . ?
C00G C00Q 1.5236(11) . ?
C00G H00K 0.9900 . ?
C00G H00L 0.9900 . ?
C00H H00M 0.9500 . ?
C00I H00N 0.9900 . ?
C00I H00O 0.9900 . ?
C00J C00O 1.5258(10) . ?
C00J H00P 0.9900 . ?
C00J H00Q 0.9900 . ?
C00K C00N 1.5116(10) . ?
C00K H00R 0.9900 . ?
C00K H00S 0.9900 . ?
C00L H00T 0.9500 . ?
C00M H00U 0.9800 . ?
C00M H00V 0.9800 . ?
C00M H00W 0.9800 . ?
C00N H00X 0.9900 . ?
C00N H00Y 0.9900 . ?
C00O H00Z 0.9900 . ?
C00O H010 0.9900 . ?
C00P C00R 1.4160(11) . ?
C00P H011 0.9500 . ?
C00Q H012 0.9800 . ?
C00Q H013 0.9800 . ?
C00Q H014 0.9800 . ?
C00R H015 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
C009 S001 C006 89.75(4) . . ?
C00D O002 C00K 119.29(6) . . ?
C009 O003 C00M 115.24(6) . . ?
N005 N004 C006 114.66(7) . . ?
N004 N005 C00B 113.95(6) . . ?
C00P C006 N004 124.08(7) . . ?
C00P C006 S001 111.73(6) . . ?
N004 C006 S001 124.19(6) . . ?
C00I C007 C00G 112.38(6) . . ?
C00I C007 H00A 109.1 . . ?
C00G C007 H00A 109.1 . . ?
C00I C007 H00B 109.1 . . ?
C00G C007 H00B 109.1 . . ?
H00A C007 H00B 107.9 . . ?
C00N C008 C00A 110.09(6) . . ?
C00N C008 H00C 109.6 . . ?
C00A C008 H00C 109.6 . . ?
C00N C008 H00D 109.6 . . ?
C00A C008 H00D 109.6 . . ?
H00C C008 H00D 108.2 . . ?
O003 C009 C00R 130.51(7) . . ?
O003 C009 S001 115.85(6) . . ?
C00R C009 S001 113.64(6) . . ?
C00J C00A C008 114.92(6) . . ?
C00J C00A H00E 108.5 . . ?
C008 C00A H00E 108.5 . . ?
C00J C00A H00F 108.5 . . ?
C008 C00A H00F 108.5 . . ?
H00E C00A H00F 107.5 . . ?
C00E C00B C00C 119.43(7) . . ?
C00E C00B N005 116.22(7) . . ?
C00C C00B N005 124.34(7) . . ?
C00L C00C C00B 119.66(7) . . ?
C00L C00C H00G 120.2 . . ?
C00B C00C H00G 120.2 . . ?
O002 C00D C00H 125.22(7) . . ?
O002 C00D C00L 114.44(6) . . ?
C00H C00D C00L 120.34(7) . . ?
C00B C00E C00H 121.21(7) . . ?
C00B C00E H00H 119.4 . . ?
C00H C00E H00H 119.4 . . ?
C00O C00F C00I 112.03(6) . . ?
C00O C00F H00I 109.2 . . ?
C00I C00F H00I 109.2 . . ?
C00O C00F H00J 109.2 . . ?
C00I C00F H00J 109.2 . . ?
H00I C00F H00J 107.9 . . ?
C00Q C00G C007 112.92(7) . . ?
C00Q C00G H00K 109.0 . . ?
C007 C00G H00K 109.0 . . ?
C00Q C00G H00L 109.0 . . ?
C007 C00G H00L 109.0 . . ?
H00K C00G H00L 107.8 . . ?
C00D C00H C00E 118.80(7) . . ?
C00D C00H H00M 120.6 . . ?
C00E C00H H00M 120.6 . . ?
C007 C00I C00F 114.41(6) . . ?
C007 C00I H00N 108.7 . . ?
C00F C00I H00N 108.7 . . ?
C007 C00I H00O 108.7 . . ?
C00F C00I H00O 108.7 . . ?
H00N C00I H00O 107.6 . . ?
C00A C00J C00O 111.53(6) . . ?
C00A C00J H00P 109.3 . . ?
C00O C00J H00P 109.3 . . ?
C00A C00J H00Q 109.3 . . ?
C00O C00J H00Q 109.3 . . ?
H00P C00J H00Q 108.0 . . ?
O002 C00K C00N 105.11(6) . . ?
O002 C00K H00R 110.7 . . ?
C00N C00K H00R 110.7 . . ?
O002 C00K H00S 110.7 . . ?
C00N C00K H00S 110.7 . . ?
H00R C00K H00S 108.8 . . ?
C00C C00L C00D 120.56(7) . . ?
C00C C00L H00T 119.7 . . ?
C00D C00L H00T 119.7 . . ?
O003 C00M H00U 109.5 . . ?
O003 C00M H00V 109.5 . . ?
H00U C00M H00V 109.5 . . ?
O003 C00M H00W 109.5 . . ?
H00U C00M H00W 109.5 . . ?
H00V C00M H00W 109.5 . . ?
C00K C00N C008 115.02(6) . . ?
C00K C00N H00X 108.5 . . ?
C008 C00N H00X 108.5 . . ?
C00K C00N H00Y 108.5 . . ?
C008 C00N H00Y 108.5 . . ?
H00X C00N H00Y 107.5 . . ?
C00F C00O C00J 115.11(6) . . ?
C00F C00O H00Z 108.5 . . ?
C00J C00O H00Z 108.5 . . ?
C00F C00O H010 108.5 . . ?
C00J C00O H010 108.5 . . ?
H00Z C00O H010 107.5 . . ?
C006 C00P C00R 113.70(7) . . ?
C006 C00P H011 123.1 . . ?
C00R C00P H011 123.1 . . ?
C00G C00Q H012 109.5 . . ?
C00G C00Q H013 109.5 . . ?
H012 C00Q H013 109.5 . . ?
C00G C00Q H014 109.5 . . ?
H012 C00Q H014 109.5 . . ?
H013 C00Q H014 109.5 . . ?
C009 C00R C00P 111.17(7) . . ?
C009 C00R H015 124.4 . . ?
C00P C00R H015 124.4 . . ?

_refine_diff_density_max         0.398
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.081


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ACN'
