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

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

data_3a
_audit_block_doi                 10.5517/ccdc.csd.cc2269rc
_database_code_depnum_ccdc_archive 'CCDC 1912692'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.9b02405 2019
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2019-04-28 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 N O2 S2'
_chemical_formula_sum            'C22 H25 N O2 S2'
_chemical_formula_weight         399.55

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   5.8957(8)
_cell_length_b                   19.877(3)
_cell_length_c                   20.288(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2377.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9939
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      30.38

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.238
_shelx_estimated_absorpt_T_min   0.890
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8901
_exptl_absorpt_correction_T_max  0.9882
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            49397
_diffrn_reflns_av_unetI/netI     0.0729
_diffrn_reflns_av_R_equivalents  0.1003
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.008
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             4150
_reflns_number_gt                3675
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_max     0.924
_reflns_Friedel_fraction_full    0.925

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'APEX2 Software Suite (Bruker, 2007)'
_computing_cell_refinement       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_reduction        'APEX2 Software Suite (Bruker, 2007)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL and publCIF (Westrip, 2010)'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+15.5551P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1176 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(13)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         4150
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1253
_refine_ls_R_factor_gt           0.1133
_refine_ls_wR_factor_ref         0.2722
_refine_ls_wR_factor_gt          0.2653
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.0712(5) 0.14126(16) 0.71470(14) 0.0417(8) Uani 1 1 d . . . . .
S2 S -0.2225(5) 0.03563(16) 0.87743(13) 0.0391(7) Uani 1 1 d . . . . .
O1 O 0.2250(19) 0.1363(5) 0.6564(4) 0.066(3) Uani 1 1 d . . . . .
O2 O -0.4620(14) 0.0266(5) 0.8510(4) 0.052(2) Uani 1 1 d . . . . .
N1 N 0.1211(16) 0.0794(5) 0.7685(4) 0.036(2) Uani 1 1 d . . . . .
H1N H 0.273405 0.069413 0.767191 0.043 Uiso 1 1 d R U . . .
C1 C -0.0058(19) 0.0169(6) 0.7578(5) 0.034(3) Uani 1 1 d . . . . .
H1 H -0.158432 0.029827 0.740358 0.041 Uiso 1 1 calc R U . . .
C2 C -0.0441(18) -0.0165(5) 0.8258(5) 0.031(2) Uani 1 1 d . . . . .
H2A H 0.103964 -0.023524 0.847747 0.037 Uiso 1 1 calc R U . . .
H2B H -0.116494 -0.060956 0.819655 0.037 Uiso 1 1 calc R U . . .
C3 C 0.0972(18) -0.0326(5) 0.7088(5) 0.033(2) Uani 1 1 d . . . . .
C4 C -0.0168(19) -0.0492(6) 0.6524(5) 0.037(3) Uani 1 1 d . . . . .
H4 H -0.163253 -0.031078 0.644285 0.044 Uiso 1 1 calc R U . . .
C5 C 0.0851(19) -0.0943(5) 0.6051(5) 0.031(2) Uani 1 1 d . . . . .
C6 C -0.031(2) -0.1101(6) 0.5448(5) 0.045(3) Uani 1 1 d . . . . .
H6 H -0.173459 -0.090049 0.535221 0.054 Uiso 1 1 calc R U . . .
C7 C 0.065(3) -0.1546(6) 0.5013(6) 0.047(3) Uani 1 1 d . . . . .
H7 H -0.014295 -0.165643 0.462025 0.057 Uiso 1 1 calc R U . . .
C8 C 0.276(2) -0.1839(6) 0.5128(5) 0.046(3) Uani 1 1 d . . . . .
H8 H 0.340527 -0.212913 0.480704 0.056 Uiso 1 1 calc R U . . .
C9 C 0.392(2) -0.1707(6) 0.5715(5) 0.039(3) Uani 1 1 d . . . . .
H9 H 0.531726 -0.192342 0.580783 0.047 Uiso 1 1 calc R U . . .
C10 C 0.295(2) -0.1236(5) 0.6179(5) 0.037(3) Uani 1 1 d . . . . .
C11 C 0.409(2) -0.1063(6) 0.6791(5) 0.042(3) Uani 1 1 d . . . . .
H11 H 0.551828 -0.125772 0.689309 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3116(19) -0.0625(6) 0.7214(5) 0.041(3) Uani 1 1 d . . . . .
H12 H 0.389226 -0.051363 0.760942 0.049 Uiso 1 1 calc R U . . .
C13 C 0.189(2) 0.2112(7) 0.7653(5) 0.041(3) Uani 1 1 d . . . . .
C14 C 0.135(4) 0.2738(8) 0.7223(10) 0.102(8) Uani 1 1 d . . . . .
H14A H 0.191041 0.314380 0.744314 0.154 Uiso 1 1 calc R U . . .
H14B H -0.029328 0.277284 0.716026 0.154 Uiso 1 1 calc R U . . .
H14C H 0.209260 0.269168 0.679260 0.154 Uiso 1 1 calc R U . . .
C15 C 0.061(3) 0.2143(9) 0.8319(6) 0.069(5) Uani 1 1 d . . . . .
H15A H 0.120609 0.179601 0.861567 0.103 Uiso 1 1 calc R U . . .
H15B H -0.100802 0.206596 0.824381 0.103 Uiso 1 1 calc R U . . .
H15C H 0.083103 0.258726 0.851902 0.103 Uiso 1 1 calc R U . . .
C16 C 0.438(2) 0.2019(8) 0.7767(8) 0.071(5) Uani 1 1 d . . . . .
H16A H 0.511668 0.246023 0.779312 0.107 Uiso 1 1 calc R U . . .
H16B H 0.503352 0.176155 0.740192 0.107 Uiso 1 1 calc R U . . .
H16C H 0.461547 0.177525 0.818120 0.107 Uiso 1 1 calc R U . . .
C17 C -0.1980(19) -0.0142(5) 0.9519(6) 0.037(3) Uani 1 1 d . . . . .
C18 C 0.006(2) -0.0078(6) 0.9876(5) 0.041(3) Uani 1 1 d . . . . .
H18 H 0.127432 0.019128 0.972161 0.049 Uiso 1 1 calc R U . . .
C19 C 0.019(2) -0.0436(7) 1.0476(6) 0.047(3) Uani 1 1 d . . . . .
H19 H 0.151210 -0.040032 1.074312 0.056 Uiso 1 1 calc R U . . .
C20 C -0.154(3) -0.0824(7) 1.0667(6) 0.058(4) Uani 1 1 d . . . . .
H20 H -0.140026 -0.105206 1.107607 0.069 Uiso 1 1 calc R U . . .
C21 C -0.349(2) -0.0916(7) 1.0314(6) 0.053(3) Uani 1 1 d . . . . .
H21 H -0.462172 -0.122423 1.045329 0.064 Uiso 1 1 calc R U . . .
C22 C -0.3744(19) -0.0534(7) 0.9734(6) 0.045(3) Uani 1 1 d . . . . .
H22 H -0.512784 -0.054721 0.949477 0.054 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.494(10) . ?
S1 N1 1.670(9) . ?
S1 C13 1.863(12) . ?
S2 O2 1.521(9) . ?
S2 C17 1.812(12) . ?
S2 C2 1.810(10) . ?
N1 C1 1.467(14) . ?
N1 H1N 0.9200 . ?
C1 C3 1.525(14) . ?
C1 C2 1.548(14) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.368(14) . ?
C3 C12 1.420(15) . ?
C4 C5 1.443(15) . ?
C4 H4 0.9500 . ?
C5 C10 1.392(16) . ?
C5 C6 1.436(14) . ?
C6 C7 1.373(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.400(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.444(15) . ?
C9 H9 0.9500 . ?
C10 C11 1.453(14) . ?
C11 C12 1.350(16) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C16 1.494(18) . ?
C13 C15 1.549(18) . ?
C13 C14 1.554(19) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.371(16) . ?
C17 C18 1.408(16) . ?
C18 C19 1.411(16) . ?
C18 H18 0.9500 . ?
C19 C20 1.336(19) . ?
C19 H19 0.9500 . ?
C20 C21 1.368(19) . ?
C20 H20 0.9500 . ?
C21 C22 1.407(18) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 111.2(6) . . ?
O1 S1 C13 105.0(6) . . ?
N1 S1 C13 97.0(5) . . ?
O2 S2 C17 107.7(5) . . ?
O2 S2 C2 105.6(5) . . ?
C17 S2 C2 97.1(5) . . ?
C1 N1 S1 115.9(6) . . ?
C1 N1 H1N 108.1 . . ?
S1 N1 H1N 108.2 . . ?
N1 C1 C3 116.1(9) . . ?
N1 C1 C2 107.7(8) . . ?
C3 C1 C2 111.3(9) . . ?
N1 C1 H1 107.1 . . ?
C3 C1 H1 107.1 . . ?
C2 C1 H1 107.1 . . ?
C1 C2 S2 110.8(7) . . ?
C1 C2 H2A 109.5 . . ?
S2 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
S2 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C12 119.1(10) . . ?
C4 C3 C1 120.4(10) . . ?
C12 C3 C1 120.5(9) . . ?
C3 C4 C5 120.1(10) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C10 C5 C6 119.4(10) . . ?
C10 C5 C4 120.4(9) . . ?
C6 C5 C4 120.2(10) . . ?
C7 C6 C5 119.5(11) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 122.1(11) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C7 C8 C9 120.0(11) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 118.9(11) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C5 C10 C9 120.0(10) . . ?
C5 C10 C11 118.2(10) . . ?
C9 C10 C11 121.8(11) . . ?
C12 C11 C10 119.9(11) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C3 122.2(9) . . ?
C11 C12 H12 118.9 . . ?
C3 C12 H12 118.9 . . ?
C16 C13 C15 110.3(11) . . ?
C16 C13 C14 112.8(14) . . ?
C15 C13 C14 111.0(13) . . ?
C16 C13 S1 111.1(9) . . ?
C15 C13 S1 109.2(10) . . ?
C14 C13 S1 102.2(8) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 122.2(11) . . ?
C22 C17 S2 121.0(8) . . ?
C18 C17 S2 116.7(9) . . ?
C17 C18 C19 116.7(11) . . ?
C17 C18 H18 121.7 . . ?
C19 C18 H18 121.7 . . ?
C20 C19 C18 119.7(12) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 124.6(12) . . ?
C19 C20 H20 117.7 . . ?
C21 C20 H20 117.7 . . ?
C20 C21 C22 117.1(12) . . ?
C20 C21 H21 121.5 . . ?
C22 C21 H21 121.5 . . ?
C17 C22 C21 119.5(11) . . ?
C17 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -88.5(9) . . . . ?
C13 S1 N1 C1 162.4(8) . . . . ?
S1 N1 C1 C3 84.8(10) . . . . ?
S1 N1 C1 C2 -149.7(7) . . . . ?
N1 C1 C2 S2 64.6(10) . . . . ?
C3 C1 C2 S2 -167.1(7) . . . . ?
O2 S2 C2 C1 75.6(9) . . . . ?
C17 S2 C2 C1 -173.8(8) . . . . ?
N1 C1 C3 C4 -117.4(11) . . . . ?
C2 C1 C3 C4 118.8(11) . . . . ?
N1 C1 C3 C12 63.1(13) . . . . ?
C2 C1 C3 C12 -60.6(14) . . . . ?
C12 C3 C4 C5 -2.8(16) . . . . ?
C1 C3 C4 C5 177.8(10) . . . . ?
C3 C4 C5 C10 3.1(16) . . . . ?
C3 C4 C5 C6 -178.1(11) . . . . ?
C10 C5 C6 C7 0.7(17) . . . . ?
C4 C5 C6 C7 -178.1(11) . . . . ?
C5 C6 C7 C8 -1.5(19) . . . . ?
C6 C7 C8 C9 2.8(19) . . . . ?
C7 C8 C9 C10 -3.3(18) . . . . ?
C6 C5 C10 C9 -1.3(16) . . . . ?
C4 C5 C10 C9 177.6(10) . . . . ?
C6 C5 C10 C11 179.7(11) . . . . ?
C4 C5 C10 C11 -1.5(16) . . . . ?
C8 C9 C10 C5 2.5(17) . . . . ?
C8 C9 C10 C11 -178.4(11) . . . . ?
C5 C10 C11 C12 -0.3(17) . . . . ?
C9 C10 C11 C12 -179.4(12) . . . . ?
C10 C11 C12 C3 0.7(19) . . . . ?
C4 C3 C12 C11 0.9(18) . . . . ?
C1 C3 C12 C11 -179.7(11) . . . . ?
O1 S1 C13 C16 -50.5(12) . . . . ?
N1 S1 C13 C16 63.8(11) . . . . ?
O1 S1 C13 C15 -172.4(9) . . . . ?
N1 S1 C13 C15 -58.1(10) . . . . ?
O1 S1 C13 C14 70.1(12) . . . . ?
N1 S1 C13 C14 -175.6(11) . . . . ?
O2 S2 C17 C22 2.7(11) . . . . ?
C2 S2 C17 C22 -106.1(10) . . . . ?
O2 S2 C17 C18 -174.3(8) . . . . ?
C2 S2 C17 C18 76.8(9) . . . . ?
C22 C17 C18 C19 -0.6(17) . . . . ?
S2 C17 C18 C19 176.4(9) . . . . ?
C17 C18 C19 C20 1.8(18) . . . . ?
C18 C19 C20 C21 1(2) . . . . ?
C19 C20 C21 C22 -5(2) . . . . ?
C18 C17 C22 C21 -3.4(18) . . . . ?
S2 C17 C22 C21 179.7(10) . . . . ?
C20 C21 C22 C17 6.0(19) . . . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.114



#==============================================================================0
# start Validation Reply Form



_vrf_PLAT340_3a                  
;
PROBLEM:
Alert level B
PLAT340_ALERT_3_B Low Bond Precision on  C-C Bonds ...............   0.01659 Ang.
RESPONSE: 
The crystal was not of very good quality despite being the best selected from
the sample supplied. Even at 193(2) K there are some carbon atoms severely 
affected by thermal disorder. This B alert is likely to be due to some 
structural disorder associated with some carbon atoms of the phenyl group
and also of the trimethyl group. Attempts to model these groups over two 
or more distinct crystallographic positions did not lead to reasonable 
structural models.

;
####################################################################### 
# 
# 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_10_Rs_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261907'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C20 H29 N O2 S2'
_chemical_formula_sum            'C20 H29 N O2 S2'
_chemical_formula_weight         379.56

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.0206(4)
_cell_length_b                   18.0652(12)
_cell_length_c                   9.4916(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.221(3)
_cell_angle_gamma                90
_cell_volume                     1015.96(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.45

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.275
_shelx_estimated_absorpt_T_min   0.875
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6051
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            26489
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.180
_diffrn_reflns_theta_max         30.568
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6205
_reflns_number_gt                5817
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.940
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0354P)²+0.0799P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2645 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.05(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6205
_refine_ls_number_parameters     232
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0769
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.08942(9) 0.53860(2) 0.28510(5) 0.02731(11) Uani 1 1 d . . . . .
S2 S 0.68572(7) 0.38123(2) 0.66353(5) 0.02362(10) Uani 1 1 d . . . . .
O1 O -0.0751(4) 0.58356(9) 0.34836(19) 0.0437(4) Uani 1 1 d . . . . .
O2 O 0.8604(3) 0.41100(9) 0.5837(2) 0.0362(4) Uani 1 1 d . . . . .
N1 N 0.1610(3) 0.46230(9) 0.38267(18) 0.0257(3) Uani 1 1 d . . . . .
H1N H 0.043181 0.449845 0.422678 0.031 Uiso 1 1 d R U . . .
C1 C 0.3831(3) 0.46510(10) 0.4789(2) 0.0226(3) Uani 1 1 d . . . . .
H1 H 0.500332 0.472924 0.417778 0.027 Uiso 1 1 calc R U . . .
C2 C 0.4176(3) 0.38700(10) 0.5431(2) 0.0250(3) Uani 1 1 d . . . . .
H2A H 0.413277 0.350282 0.465196 0.030 Uiso 1 1 calc R U . . .
H2B H 0.293939 0.375289 0.595689 0.030 Uiso 1 1 calc R U . . .
C3 C 0.4075(3) 0.52710(9) 0.58830(19) 0.0216(3) Uani 1 1 d . . . . .
C4 C 0.5785(3) 0.57762(10) 0.5928(2) 0.0225(3) Uani 1 1 d . . . . .
H4 H 0.684832 0.571792 0.530666 0.027 Uiso 1 1 calc R U . . .
C5 C 0.5991(3) 0.63841(10) 0.6886(2) 0.0222(3) Uani 1 1 d . . . . .
C6 C 0.7729(4) 0.69197(11) 0.6928(2) 0.0308(4) Uani 1 1 d . . . . .
H6 H 0.881537 0.686691 0.632094 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7844(4) 0.75113(13) 0.7837(3) 0.0386(5) Uani 1 1 d . . . . .
H7 H 0.901398 0.786627 0.785730 0.046 Uiso 1 1 calc R U . . .
C8 C 0.6248(5) 0.76000(12) 0.8744(3) 0.0402(5) Uani 1 1 d . . . . .
H8 H 0.634712 0.801342 0.937103 0.048 Uiso 1 1 calc R U . . .
C9 C 0.4560(4) 0.70941(11) 0.8727(2) 0.0332(4) Uani 1 1 d . . . . .
H9 H 0.348840 0.715995 0.933986 0.040 Uiso 1 1 calc R U . . .
C10 C 0.4385(3) 0.64713(10) 0.7804(2) 0.0244(3) Uani 1 1 d . . . . .
C11 C 0.2660(3) 0.59360(11) 0.7753(2) 0.0263(4) Uani 1 1 d . . . . .
H11 H 0.159276 0.598330 0.837364 0.032 Uiso 1 1 calc R U . . .
C12 C 0.2500(3) 0.53503(11) 0.6824(2) 0.0259(3) Uani 1 1 d . . . . .
H12 H 0.133077 0.499577 0.680833 0.031 Uiso 1 1 calc R U . . .
C13 C 0.7310(3) 0.27963(10) 0.6721(2) 0.0248(3) Uani 1 1 d . . . . .
C14 C 0.9323(4) 0.27015(13) 0.7936(3) 0.0375(5) Uani 1 1 d . . . . .
H14A H 0.977296 0.217957 0.800869 0.056 Uiso 1 1 calc R U . . .
H14B H 0.890063 0.286121 0.883956 0.056 Uiso 1 1 calc R U . . .
H14C H 1.058714 0.300277 0.774028 0.056 Uiso 1 1 calc R U . . .
C15 C 0.7881(4) 0.25304(12) 0.5311(3) 0.0348(4) Uani 1 1 d . . . . .
H15A H 0.917881 0.280859 0.509803 0.052 Uiso 1 1 calc R U . . .
H15B H 0.658101 0.260886 0.454394 0.052 Uiso 1 1 calc R U . . .
H15C H 0.825123 0.200186 0.538080 0.052 Uiso 1 1 calc R U . . .
C16 C 0.5227(4) 0.24131(12) 0.7086(3) 0.0357(5) Uani 1 1 d . . . . .
H16A H 0.557123 0.189096 0.730420 0.054 Uiso 1 1 calc R U . . .
H16B H 0.398443 0.244829 0.626748 0.054 Uiso 1 1 calc R U . . .
H16C H 0.478618 0.265367 0.791961 0.054 Uiso 1 1 calc R U . . .
C17 C -0.0749(4) 0.49416(12) 0.1245(2) 0.0291(4) Uani 1 1 d . . . . .
C18 C 0.0943(4) 0.45459(14) 0.0500(2) 0.0369(5) Uani 1 1 d . . . . .
H18A H 0.171572 0.416119 0.113226 0.055 Uiso 1 1 calc R U . . .
H18B H 0.205389 0.490283 0.027271 0.055 Uiso 1 1 calc R U . . .
H18C H 0.015302 0.431845 -0.038586 0.055 Uiso 1 1 calc R U . . .
C19 C -0.2503(4) 0.44149(17) 0.1641(3) 0.0459(6) Uani 1 1 d . . . . .
H19A H -0.339436 0.420553 0.076809 0.069 Uiso 1 1 calc R U . . .
H19B H -0.350069 0.468443 0.217301 0.069 Uiso 1 1 calc R U . . .
H19C H -0.174554 0.401467 0.223875 0.069 Uiso 1 1 calc R U . . .
C20 C -0.1872(5) 0.55799(16) 0.0338(3) 0.0470(6) Uani 1 1 d . . . . .
H20A H -0.074415 0.596059 0.025196 0.070 Uiso 1 1 calc R U . . .
H20B H -0.306295 0.579303 0.079461 0.070 Uiso 1 1 calc R U . . .
H20C H -0.253203 0.539673 -0.061669 0.070 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4872(17) . ?
S1 N1 1.6737(16) . ?
S1 C17 1.847(2) . ?
S2 O2 1.5007(16) . ?
S2 C2 1.8082(18) . ?
S2 C13 1.8551(19) . ?
N1 C1 1.480(3) . ?
N1 H1N 0.8908 . ?
C1 C3 1.517(3) . ?
C1 C2 1.536(3) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.371(2) . ?
C3 C12 1.420(2) . ?
C4 C5 1.417(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.420(3) . ?
C5 C10 1.421(2) . ?
C6 C7 1.368(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.409(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.365(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.418(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.414(3) . ?
C11 C12 1.370(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C15 1.518(3) . ?
C13 C16 1.525(3) . ?
C13 C14 1.527(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.517(3) . ?
C17 C18 1.518(3) . ?
C17 C20 1.524(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 110.54(9) . . ?
O1 S1 C17 105.85(11) . . ?
N1 S1 C17 98.41(9) . . ?
O2 S2 C2 106.69(9) . . ?
O2 S2 C13 105.44(9) . . ?
C2 S2 C13 101.09(9) . . ?
C1 N1 S1 115.40(12) . . ?
C1 N1 H1N 116.5 . . ?
S1 N1 H1N 107.3 . . ?
N1 C1 C3 114.50(15) . . ?
N1 C1 C2 104.89(14) . . ?
C3 C1 C2 114.64(16) . . ?
N1 C1 H1 107.5 . . ?
C3 C1 H1 107.5 . . ?
C2 C1 H1 107.5 . . ?
C1 C2 S2 110.26(13) . . ?
C1 C2 H2A 109.6 . . ?
S2 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
S2 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C12 119.66(17) . . ?
C4 C3 C1 119.59(16) . . ?
C12 C3 C1 120.71(16) . . ?
C3 C4 C5 121.04(16) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 121.75(17) . . ?
C4 C5 C10 119.20(16) . . ?
C6 C5 C10 119.02(18) . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 120.7(2) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.8(2) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 122.53(18) . . ?
C11 C10 C5 118.60(17) . . ?
C9 C10 C5 118.87(18) . . ?
C12 C11 C10 121.21(17) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C3 120.27(17) . . ?
C11 C12 H12 119.9 . . ?
C3 C12 H12 119.9 . . ?
C15 C13 C16 112.37(18) . . ?
C15 C13 C14 110.90(18) . . ?
C16 C13 C14 110.61(18) . . ?
C15 C13 S2 109.21(14) . . ?
C16 C13 S2 109.81(14) . . ?
C14 C13 S2 103.58(14) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C17 C18 112.0(2) . . ?
C19 C17 C20 110.9(2) . . ?
C18 C17 C20 111.11(17) . . ?
C19 C17 S1 111.25(15) . . ?
C18 C17 S1 106.48(15) . . ?
C20 C17 S1 104.86(17) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -101.94(16) . . . . ?
C17 S1 N1 C1 147.56(13) . . . . ?
S1 N1 C1 C3 59.03(18) . . . . ?
S1 N1 C1 C2 -174.44(12) . . . . ?
N1 C1 C2 S2 179.60(12) . . . . ?
C3 C1 C2 S2 -53.95(19) . . . . ?
O2 S2 C2 C1 -50.52(15) . . . . ?
C13 S2 C2 C1 -160.51(13) . . . . ?
N1 C1 C3 C4 -122.77(19) . . . . ?
C2 C1 C3 C4 115.92(19) . . . . ?
N1 C1 C3 C12 54.8(2) . . . . ?
C2 C1 C3 C12 -66.5(2) . . . . ?
C12 C3 C4 C5 -0.9(3) . . . . ?
C1 C3 C4 C5 176.70(16) . . . . ?
C3 C4 C5 C6 -178.85(19) . . . . ?
C3 C4 C5 C10 -0.5(3) . . . . ?
C4 C5 C6 C7 178.2(2) . . . . ?
C10 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 C10 0.3(4) . . . . ?
C8 C9 C10 C11 -179.9(2) . . . . ?
C8 C9 C10 C5 -0.5(3) . . . . ?
C4 C5 C10 C11 1.5(3) . . . . ?
C6 C5 C10 C11 179.88(19) . . . . ?
C4 C5 C10 C9 -177.96(18) . . . . ?
C6 C5 C10 C9 0.5(3) . . . . ?
C9 C10 C11 C12 178.3(2) . . . . ?
C5 C10 C11 C12 -1.1(3) . . . . ?
C10 C11 C12 C3 -0.2(3) . . . . ?
C4 C3 C12 C11 1.2(3) . . . . ?
C1 C3 C12 C11 -176.31(18) . . . . ?
O2 S2 C13 C15 -38.94(17) . . . . ?
C2 S2 C13 C15 72.02(16) . . . . ?
O2 S2 C13 C16 -162.57(15) . . . . ?
C2 S2 C13 C16 -51.61(16) . . . . ?
O2 S2 C13 C14 79.27(15) . . . . ?
C2 S2 C13 C14 -169.76(14) . . . . ?
O1 S1 C17 C19 -63.57(18) . . . . ?
N1 S1 C17 C19 50.67(18) . . . . ?
O1 S1 C17 C18 174.16(14) . . . . ?
N1 S1 C17 C18 -71.59(15) . . . . ?
O1 S1 C17 C20 56.32(17) . . . . ?
N1 S1 C17 C20 170.56(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.89 2.15 3.000(2) 158.6 1_455 yes

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_8_Rs_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261906'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C18 H23 N O2 S2'
_chemical_formula_sum            'C18 H23 N O2 S2'
_chemical_formula_weight         349.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   11.2150(12)
_cell_length_b                   29.247(3)
_cell_length_c                   5.8198(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1908.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    5174
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      30.34

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.287
_shelx_estimated_absorpt_T_min   0.894
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5990
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            20320
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_av_R_equivalents  0.1131
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.945
_diffrn_reflns_theta_max         25.245
_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             3435
_reflns_number_gt                3124
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.700
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0505P)²+4.5823P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1005 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.13(6)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3435
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_ref         0.1787
_refine_ls_wR_factor_gt          0.1756
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.41051(16) 0.32338(6) 0.5944(4) 0.0343(5) Uani 1 1 d . . . . .
S2 S 0.76186(16) 0.40356(6) 0.1011(3) 0.0291(5) Uani 1 1 d . . . . .
O1 O 0.3599(6) 0.3516(2) 0.7847(13) 0.060(2) Uani 1 1 d . . . . .
O2 O 0.7228(5) 0.3770(2) -0.1062(10) 0.0527(17) Uani 1 1 d . . . . .
N1 N 0.5509(5) 0.33790(18) 0.5478(10) 0.0230(13) Uani 1 1 d . . . . .
H1N H 0.579171 0.351274 0.678064 0.028 Uiso 1 1 d R U . . .
C1 C 0.5739(6) 0.3690(2) 0.3565(11) 0.0212(15) Uani 1 1 d . . . . .
H1 H 0.544187 0.354187 0.212539 0.025 Uiso 1 1 calc R U . . .
C2 C 0.7118(6) 0.3711(2) 0.3440(12) 0.0248(16) Uani 1 1 d . . . . .
H2A H 0.744093 0.339711 0.333911 0.030 Uiso 1 1 calc R U . . .
H2B H 0.742921 0.385262 0.486505 0.030 Uiso 1 1 calc R U . . .
C3 C 0.5190(6) 0.4165(2) 0.3726(12) 0.0237(15) Uani 1 1 d . . . . .
C4 C 0.4495(7) 0.4326(3) 0.1926(15) 0.039(2) Uani 1 1 d . . . . .
H4 H 0.437275 0.414091 0.060448 0.046 Uiso 1 1 calc R U . . .
C5 C 0.3977(10) 0.4757(4) 0.205(2) 0.066(3) Uani 1 1 d . . . . .
H5 H 0.351312 0.486901 0.080876 0.079 Uiso 1 1 calc R U . . .
C6 C 0.4140(11) 0.5021(3) 0.400(2) 0.071(3) Uani 1 1 d . . . . .
H6 H 0.377071 0.531250 0.411226 0.086 Uiso 1 1 calc R U . . .
C7 C 0.4827(12) 0.4863(3) 0.574(2) 0.067(3) Uani 1 1 d . . . . .
H7 H 0.495628 0.504904 0.705377 0.080 Uiso 1 1 calc R U . . .
C8 C 0.5339(9) 0.4437(3) 0.5633(15) 0.044(2) Uani 1 1 d . . . . .
H8 H 0.580131 0.432914 0.688845 0.053 Uiso 1 1 calc R U . . .
C9 C 0.9186(7) 0.3907(2) 0.1398(12) 0.0295(17) Uani 1 1 d . . . . .
C10 C 0.9762(7) 0.3683(3) -0.0369(13) 0.0312(17) Uani 1 1 d . . . . .
H10 H 0.933666 0.358538 -0.169167 0.037 Uiso 1 1 calc R U . . .
C11 C 1.0970(8) 0.3605(3) -0.0171(17) 0.047(2) Uani 1 1 d . . . . .
H11 H 1.138187 0.345813 -0.138973 0.056 Uiso 1 1 calc R U . . .
C12 C 1.1587(8) 0.3736(3) 0.1746(16) 0.046(2) Uani 1 1 d . . . . .
H12 H 1.241562 0.367328 0.187219 0.055 Uiso 1 1 calc R U . . .
C13 C 1.1001(8) 0.3959(3) 0.3485(16) 0.045(2) Uani 1 1 d . . . . .
H13 H 1.142624 0.404977 0.482098 0.054 Uiso 1 1 calc R U . . .
C14 C 0.9782(7) 0.4052(3) 0.3305(12) 0.0342(18) Uani 1 1 d . . . . .
H14 H 0.937754 0.421385 0.448651 0.041 Uiso 1 1 calc R U . . .
C15 C 0.4368(7) 0.2663(2) 0.7237(13) 0.0280(17) Uani 1 1 d . . . . .
C16 C 0.5312(8) 0.2688(3) 0.9085(17) 0.048(2) Uani 1 1 d . . . . .
H16A H 0.537055 0.239170 0.986332 0.071 Uiso 1 1 calc R U . . .
H16B H 0.509512 0.292433 1.020278 0.071 Uiso 1 1 calc R U . . .
H16C H 0.608162 0.276411 0.838638 0.071 Uiso 1 1 calc R U . . .
C17 C 0.4726(10) 0.2344(3) 0.5344(14) 0.049(2) Uani 1 1 d . . . . .
H17A H 0.547231 0.245080 0.465143 0.073 Uiso 1 1 calc R U . . .
H17B H 0.409912 0.233683 0.417072 0.073 Uiso 1 1 calc R U . . .
H17C H 0.484061 0.203622 0.597001 0.073 Uiso 1 1 calc R U . . .
C18 C 0.3188(9) 0.2523(3) 0.830(2) 0.058(3) Uani 1 1 d . . . . .
H18A H 0.256604 0.252709 0.711393 0.088 Uiso 1 1 calc R U . . .
H18B H 0.297880 0.273838 0.952252 0.088 Uiso 1 1 calc R U . . .
H18C H 0.325786 0.221463 0.893560 0.088 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.494(7) . ?
S1 N1 1.654(6) . ?
S1 C15 1.855(7) . ?
S2 O2 1.500(6) . ?
S2 C2 1.793(7) . ?
S2 C9 1.812(8) . ?
N1 C1 1.460(8) . ?
N1 H1N 0.9100 . ?
C1 C3 1.522(9) . ?
C1 C2 1.549(10) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C8 1.376(10) . ?
C3 C4 1.388(10) . ?
C4 C5 1.390(13) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.355(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.373(12) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C14 1.363(11) . ?
C9 C10 1.379(10) . ?
C10 C11 1.378(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.367(13) . ?
C11 H11 0.9500 . ?
C12 C13 1.371(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(12) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C17 1.498(10) . ?
C15 C16 1.511(11) . ?
C15 C18 1.515(12) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 110.0(4) . . ?
O1 S1 C15 104.9(4) . . ?
N1 S1 C15 98.4(3) . . ?
O2 S2 C2 105.6(3) . . ?
O2 S2 C9 106.0(3) . . ?
C2 S2 C9 95.5(3) . . ?
C1 N1 S1 116.9(5) . . ?
C1 N1 H1N 107.8 . . ?
S1 N1 H1N 107.8 . . ?
N1 C1 C3 116.7(5) . . ?
N1 C1 C2 103.7(5) . . ?
C3 C1 C2 111.7(6) . . ?
N1 C1 H1 108.1 . . ?
C3 C1 H1 108.1 . . ?
C2 C1 H1 108.1 . . ?
C1 C2 S2 111.8(5) . . ?
C1 C2 H2A 109.3 . . ?
S2 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
S2 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C8 C3 C4 118.7(7) . . ?
C8 C3 C1 121.9(7) . . ?
C4 C3 C1 119.4(6) . . ?
C3 C4 C5 120.2(9) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.7(10) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C7 C6 C5 119.8(9) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 120.9(10) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C3 120.7(9) . . ?
C7 C8 H8 119.6 . . ?
C3 C8 H8 119.6 . . ?
C14 C9 C10 121.7(8) . . ?
C14 C9 S2 120.8(6) . . ?
C10 C9 S2 117.4(6) . . ?
C11 C10 C9 118.4(8) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C12 C11 C10 121.3(9) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 119.5(8) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 120.4(8) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C9 C14 C13 118.6(8) . . ?
C9 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C17 C15 C16 111.5(7) . . ?
C17 C15 C18 111.5(7) . . ?
C16 C15 C18 109.6(8) . . ?
C17 C15 S1 107.7(5) . . ?
C16 C15 S1 110.9(5) . . ?
C18 C15 S1 105.6(6) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -99.2(5) . . . . ?
C15 S1 N1 C1 151.5(5) . . . . ?
S1 N1 C1 C3 62.7(7) . . . . ?
S1 N1 C1 C2 -174.0(4) . . . . ?
N1 C1 C2 S2 174.5(4) . . . . ?
C3 C1 C2 S2 -59.0(7) . . . . ?
O2 S2 C2 C1 -65.2(5) . . . . ?
C9 S2 C2 C1 -173.5(5) . . . . ?
N1 C1 C3 C8 51.6(10) . . . . ?
C2 C1 C3 C8 -67.5(9) . . . . ?
N1 C1 C3 C4 -126.9(7) . . . . ?
C2 C1 C3 C4 114.0(7) . . . . ?
C8 C3 C4 C5 0.8(13) . . . . ?
C1 C3 C4 C5 179.4(8) . . . . ?
C3 C4 C5 C6 -1.1(15) . . . . ?
C4 C5 C6 C7 1.7(18) . . . . ?
C5 C6 C7 C8 -1.9(19) . . . . ?
C6 C7 C8 C3 1.6(18) . . . . ?
C4 C3 C8 C7 -1.0(14) . . . . ?
C1 C3 C8 C7 -179.6(9) . . . . ?
O2 S2 C9 C14 -172.2(6) . . . . ?
C2 S2 C9 C14 -64.2(6) . . . . ?
O2 S2 C9 C10 11.9(7) . . . . ?
C2 S2 C9 C10 119.9(6) . . . . ?
C14 C9 C10 C11 0.4(11) . . . . ?
S2 C9 C10 C11 176.2(6) . . . . ?
C9 C10 C11 C12 1.4(12) . . . . ?
C10 C11 C12 C13 -1.6(13) . . . . ?
C11 C12 C13 C14 -0.1(13) . . . . ?
C10 C9 C14 C13 -1.9(11) . . . . ?
S2 C9 C14 C13 -177.7(6) . . . . ?
C12 C13 C14 C9 1.8(12) . . . . ?
O1 S1 C15 C17 172.7(6) . . . . ?
N1 S1 C15 C17 -73.9(6) . . . . ?
O1 S1 C15 C16 -65.1(7) . . . . ?
N1 S1 C15 C16 48.3(6) . . . . ?
O1 S1 C15 C18 53.5(7) . . . . ?
N1 S1 C15 C18 166.9(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.91 2.18 3.013(8) 152.5 1_556 yes

_refine_diff_density_max         0.538
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_11_Rs_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261908'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C16 H27 N O2 S2'
_chemical_formula_sum            'C16 H27 N O2 S2'
_chemical_formula_weight         329.50

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.0077(3)
_cell_length_b                   15.1960(7)
_cell_length_c                   19.9670(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1822.85(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9995
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      30.10

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.296
_shelx_estimated_absorpt_T_min   0.866
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5574
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            43624
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.441
_diffrn_reflns_theta_max         30.528
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5572
_reflns_number_gt                4822
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_max     0.998
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+0.2472P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1879 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.07(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5572
_refine_ls_number_parameters     196
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0494
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0772
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.43037(8) 0.65758(3) 0.31759(2) 0.02447(11) Uani 1 1 d . . . . .
S2 S 0.11220(9) 0.41393(3) 0.35392(3) 0.02849(13) Uani 1 1 d . . . . .
O1 O 0.5627(3) 0.71127(10) 0.27040(8) 0.0388(4) Uani 1 1 d . . . . .
O2 O -0.0975(3) 0.45569(11) 0.32835(10) 0.0459(4) Uani 1 1 d . . . . .
N1 N 0.4753(3) 0.55051(11) 0.30910(9) 0.0258(4) Uani 1 1 d . . . . .
H1N H 0.628493 0.537535 0.311962 0.031 Uiso 1 1 d R U . . .
C1 C 0.3376(4) 0.50611(14) 0.25869(10) 0.0261(4) Uani 1 1 d . . . . .
H1 H 0.190750 0.537047 0.257627 0.031 Uiso 1 1 calc R U . . .
C2 C 0.2938(4) 0.41137(14) 0.28175(11) 0.0299(4) Uani 1 1 d . . . . .
H2A H 0.436047 0.382377 0.293552 0.036 Uiso 1 1 calc R U . . .
H2B H 0.223095 0.377445 0.245149 0.036 Uiso 1 1 calc R U . . .
C3 C 0.4295(4) 0.50681(13) 0.18745(10) 0.0282(4) Uani 1 1 d . . . . .
C4 C 0.2940(5) 0.53376(15) 0.13553(12) 0.0375(5) Uani 1 1 d . . . . .
H4 H 0.147389 0.553695 0.144919 0.045 Uiso 1 1 calc R U . . .
C5 C 0.3692(6) 0.53211(17) 0.06957(13) 0.0477(7) Uani 1 1 d . . . . .
H5 H 0.273784 0.550404 0.034269 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5812(6) 0.50404(16) 0.05565(12) 0.0469(7) Uani 1 1 d . . . . .
H6 H 0.633180 0.502988 0.010725 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7178(5) 0.47752(18) 0.10680(13) 0.0448(6) Uani 1 1 d . . . . .
H7 H 0.864355 0.457857 0.097020 0.054 Uiso 1 1 calc R U . . .
C8 C 0.6442(4) 0.47907(16) 0.17299(12) 0.0374(5) Uani 1 1 d . . . . .
H8 H 0.740773 0.461174 0.208118 0.045 Uiso 1 1 calc R U . . .
C9 C 0.0482(4) 0.29629(13) 0.36549(11) 0.0292(4) Uani 1 1 d . . . . .
C10 C -0.0580(5) 0.25840(16) 0.30288(12) 0.0387(5) Uani 1 1 d . . . . .
H10A H 0.057113 0.247784 0.269063 0.058 Uiso 1 1 calc R U . . .
H10B H -0.167670 0.300144 0.285241 0.058 Uiso 1 1 calc R U . . .
H10C H -0.132120 0.202802 0.313897 0.058 Uiso 1 1 calc R U . . .
C11 C -0.1165(5) 0.29666(18) 0.42413(14) 0.0466(6) Uani 1 1 d . . . . .
H11A H -0.246550 0.332367 0.412348 0.070 Uiso 1 1 calc R U . . .
H11B H -0.044210 0.321602 0.463829 0.070 Uiso 1 1 calc R U . . .
H11C H -0.163945 0.236259 0.433706 0.070 Uiso 1 1 calc R U . . .
C12 C 0.2627(5) 0.24953(17) 0.38497(13) 0.0405(6) Uani 1 1 d . . . . .
H12A H 0.228212 0.189863 0.400431 0.061 Uiso 1 1 calc R U . . .
H12B H 0.336385 0.282228 0.421001 0.061 Uiso 1 1 calc R U . . .
H12C H 0.361644 0.246398 0.346018 0.061 Uiso 1 1 calc R U . . .
C13 C 0.5659(4) 0.67326(13) 0.39980(10) 0.0289(4) Uani 1 1 d . . . . .
C14 C 0.4570(5) 0.61209(18) 0.45019(12) 0.0431(6) Uani 1 1 d . . . . .
H14A H 0.502897 0.551354 0.441163 0.065 Uiso 1 1 calc R U . . .
H14B H 0.294769 0.616722 0.446397 0.065 Uiso 1 1 calc R U . . .
H14C H 0.502967 0.628704 0.495555 0.065 Uiso 1 1 calc R U . . .
C15 C 0.5151(5) 0.76903(16) 0.41691(14) 0.0459(7) Uani 1 1 d . . . . .
H15A H 0.579342 0.783387 0.460684 0.069 Uiso 1 1 calc R U . . .
H15B H 0.353529 0.777714 0.418388 0.069 Uiso 1 1 calc R U . . .
H15C H 0.579771 0.807499 0.382664 0.069 Uiso 1 1 calc R U . . .
C16 C 0.8142(4) 0.65932(19) 0.39379(14) 0.0409(6) Uani 1 1 d . . . . .
H16A H 0.886232 0.674865 0.436217 0.061 Uiso 1 1 calc R U . . .
H16B H 0.873138 0.696631 0.357898 0.061 Uiso 1 1 calc R U . . .
H16C H 0.844319 0.597434 0.383377 0.061 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4782(17) . ?
S1 N1 1.6580(17) . ?
S1 C13 1.848(2) . ?
S2 O2 1.5000(19) . ?
S2 C2 1.808(2) . ?
S2 C9 1.843(2) . ?
N1 C1 1.467(3) . ?
N1 H1N 0.9428 . ?
C1 C3 1.526(3) . ?
C1 C2 1.534(3) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.380(3) . ?
C3 C8 1.387(3) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.372(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.371(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.394(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.517(3) . ?
C9 C12 1.522(3) . ?
C9 C11 1.533(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C16 1.512(3) . ?
C13 C14 1.518(3) . ?
C13 C15 1.526(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 112.88(10) . . ?
O1 S1 C13 104.96(10) . . ?
N1 S1 C13 98.37(9) . . ?
O2 S2 C2 104.15(11) . . ?
O2 S2 C9 106.13(11) . . ?
C2 S2 C9 101.82(10) . . ?
C1 N1 S1 115.44(14) . . ?
C1 N1 H1N 119.7 . . ?
S1 N1 H1N 111.0 . . ?
N1 C1 C3 115.62(18) . . ?
N1 C1 C2 108.81(17) . . ?
C3 C1 C2 110.38(17) . . ?
N1 C1 H1 107.2 . . ?
C3 C1 H1 107.2 . . ?
C2 C1 H1 107.2 . . ?
C1 C2 S2 108.81(14) . . ?
C1 C2 H2A 109.9 . . ?
S2 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
S2 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
C4 C3 C8 118.8(2) . . ?
C4 C3 C1 119.3(2) . . ?
C8 C3 C1 121.9(2) . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 119.9(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C7 C6 C5 119.8(2) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 120.8(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C3 C8 C7 119.8(3) . . ?
C3 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C12 112.9(2) . . ?
C10 C9 C11 111.1(2) . . ?
C12 C9 C11 110.7(2) . . ?
C10 C9 S2 110.64(15) . . ?
C12 C9 S2 107.95(16) . . ?
C11 C9 S2 103.10(15) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C16 C13 C14 113.1(2) . . ?
C16 C13 C15 110.4(2) . . ?
C14 C13 C15 110.4(2) . . ?
C16 C13 S1 110.27(16) . . ?
C14 C13 S1 108.66(16) . . ?
C15 C13 S1 103.52(16) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -86.74(17) . . . . ?
C13 S1 N1 C1 163.06(16) . . . . ?
S1 N1 C1 C3 87.3(2) . . . . ?
S1 N1 C1 C2 -147.85(14) . . . . ?
N1 C1 C2 S2 69.04(19) . . . . ?
C3 C1 C2 S2 -163.09(15) . . . . ?
O2 S2 C2 C1 61.80(17) . . . . ?
C9 S2 C2 C1 172.01(15) . . . . ?
N1 C1 C3 C4 -129.5(2) . . . . ?
C2 C1 C3 C4 106.5(2) . . . . ?
N1 C1 C3 C8 52.1(3) . . . . ?
C2 C1 C3 C8 -71.9(3) . . . . ?
C8 C3 C4 C5 0.9(3) . . . . ?
C1 C3 C4 C5 -177.5(2) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C4 C3 C8 C7 -1.0(3) . . . . ?
C1 C3 C8 C7 177.4(2) . . . . ?
C6 C7 C8 C3 0.7(4) . . . . ?
O2 S2 C9 C10 50.55(19) . . . . ?
C2 S2 C9 C10 -58.15(19) . . . . ?
O2 S2 C9 C12 174.59(16) . . . . ?
C2 S2 C9 C12 65.89(18) . . . . ?
O2 S2 C9 C11 -68.26(19) . . . . ?
C2 S2 C9 C11 -176.96(17) . . . . ?
O1 S1 C13 C16 -49.11(19) . . . . ?
N1 S1 C13 C16 67.39(18) . . . . ?
O1 S1 C13 C14 -173.58(16) . . . . ?
N1 S1 C13 C14 -57.08(17) . . . . ?
O1 S1 C13 C15 69.01(19) . . . . ?
N1 S1 C13 C15 -174.49(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.94 2.09 2.968(2) 154.6 1_655 yes

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.092

####################################################################### 
# 
# 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_7_Rs_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261905'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C22 H25 N O2 S2'
_chemical_formula_sum            'C22 H25 N O2 S2'
_chemical_formula_weight         399.55

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   5.8356(4)
_cell_length_b                   19.1473(11)
_cell_length_c                   9.4506(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.968(4)
_cell_angle_gamma                90
_cell_volume                     1043.06(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6624
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      30.62

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.272
_shelx_estimated_absorpt_T_min   0.876
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5196
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            21111
_diffrn_reflns_av_unetI/netI     0.1010
_diffrn_reflns_av_R_equivalents  0.1048
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.127
_diffrn_reflns_theta_max         30.805
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5592
_reflns_number_gt                4157
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_max     0.824
_reflns_Friedel_fraction_full    0.980

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+0.9085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1452 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.01(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5592
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1072
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1377
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.9555(2) 0.55463(7) 0.82432(14) 0.0274(3) Uani 1 1 d . . . . .
S2 S 0.3143(2) 0.43426(7) 0.41604(16) 0.0288(3) Uani 1 1 d . . . . .
O1 O 1.1423(7) 0.5936(2) 0.7687(4) 0.0382(10) Uani 1 1 d . . . . .
O2 O 0.1221(6) 0.4259(3) 0.5028(5) 0.0454(11) Uani 1 1 d . . . . .
N1 N 0.8551(8) 0.4918(2) 0.7108(5) 0.0276(10) Uani 1 1 d . . . . .
H1N H 0.961641 0.478312 0.657135 0.033 Uiso 1 1 d R U . . .
C1 C 0.6303(9) 0.5043(3) 0.6152(6) 0.0241(11) Uani 1 1 d . . . . .
H1 H 0.508962 0.512326 0.677356 0.029 Uiso 1 1 calc R U . . .
C2 C 0.5801(8) 0.4337(3) 0.5400(5) 0.0255(10) Uani 1 1 d . . . . .
H2A H 0.571629 0.397121 0.612998 0.031 Uiso 1 1 calc R U . . .
H2B H 0.709671 0.421775 0.488114 0.031 Uiso 1 1 calc R U . . .
C3 C 0.6201(9) 0.5644(3) 0.5112(5) 0.0228(11) Uani 1 1 d . . . . .
C4 C 0.4462(9) 0.6124(3) 0.5082(6) 0.0260(11) Uani 1 1 d . . . . .
H4 H 0.339823 0.608620 0.574372 0.031 Uiso 1 1 calc R U . . .
C5 C 0.4224(10) 0.6681(3) 0.4074(6) 0.0274(12) Uani 1 1 d . . . . .
C6 C 0.2432(10) 0.7183(3) 0.4008(7) 0.0381(15) Uani 1 1 d . . . . .
H6 H 0.136946 0.715535 0.467261 0.046 Uiso 1 1 calc R U . . .
C7 C 0.2193(13) 0.7701(3) 0.3020(9) 0.0495(19) Uani 1 1 d . . . . .
H7 H 0.096575 0.802965 0.298944 0.059 Uiso 1 1 calc R U . . .
C8 C 0.3770(14) 0.7751(3) 0.2041(8) 0.0514(19) Uani 1 1 d . . . . .
H8 H 0.359799 0.811497 0.134844 0.062 Uiso 1 1 calc R U . . .
C9 C 0.5532(13) 0.7287(3) 0.2073(7) 0.0450(17) Uani 1 1 d . . . . .
H9 H 0.659231 0.733181 0.141035 0.054 Uiso 1 1 calc R U . . .
C10 C 0.5805(11) 0.6736(3) 0.3086(6) 0.0314(13) Uani 1 1 d . . . . .
C11 C 0.7598(10) 0.6227(3) 0.3153(7) 0.0346(13) Uani 1 1 d . . . . .
H11 H 0.867937 0.625447 0.250043 0.041 Uiso 1 1 calc R U . . .
C12 C 0.7791(10) 0.5702(3) 0.4139(6) 0.0295(12) Uani 1 1 d . . . . .
H12 H 0.901082 0.537116 0.416900 0.035 Uiso 1 1 calc R U . . .
C13 C 0.3521(9) 0.3511(3) 0.3364(6) 0.0277(12) Uani 1 1 d . . . . .
C14 C 0.5339(11) 0.3406(3) 0.2590(7) 0.0369(14) Uani 1 1 d . . . . .
H14 H 0.642353 0.376811 0.250727 0.044 Uiso 1 1 calc R U . . .
C15 C 0.5535(12) 0.2766(4) 0.1946(7) 0.0446(16) Uani 1 1 d . . . . .
H15 H 0.677002 0.268450 0.141992 0.054 Uiso 1 1 calc R U . . .
C16 C 0.3944(12) 0.2242(4) 0.2063(7) 0.0453(17) Uani 1 1 d . . . . .
H16 H 0.410468 0.180020 0.163080 0.054 Uiso 1 1 calc R U . . .
C17 C 0.2137(12) 0.2358(3) 0.2799(8) 0.0452(17) Uani 1 1 d . . . . .
H17 H 0.102464 0.200028 0.285201 0.054 Uiso 1 1 calc R U . . .
C18 C 0.1921(10) 0.2997(3) 0.3472(7) 0.0363(14) Uani 1 1 d . . . . .
H18 H 0.068314 0.307555 0.399779 0.044 Uiso 1 1 calc R U . . .
C19 C 1.1056(9) 0.5000(3) 0.9703(6) 0.0335(13) Uani 1 1 d . . . . .
C20 C 0.9193(11) 0.4656(4) 1.0422(7) 0.0447(17) Uani 1 1 d . . . . .
H20A H 0.818709 0.437094 0.972054 0.067 Uiso 1 1 calc R U . . .
H20B H 0.826400 0.501655 1.080235 0.067 Uiso 1 1 calc R U . . .
H20C H 0.992488 0.435790 1.120816 0.067 Uiso 1 1 calc R U . . .
C21 C 1.2478(11) 0.5518(4) 1.0706(6) 0.0511(18) Uani 1 1 d . . . . .
H21A H 1.315272 0.527929 1.159068 0.077 Uiso 1 1 calc R U . . .
H21B H 1.147134 0.589815 1.093524 0.077 Uiso 1 1 calc R U . . .
H21C H 1.372314 0.571050 1.023735 0.077 Uiso 1 1 calc R U . . .
C22 C 1.2592(11) 0.4457(4) 0.9149(7) 0.0446(17) Uani 1 1 d . . . . .
H22A H 1.345804 0.420103 0.995858 0.067 Uiso 1 1 calc R U . . .
H22B H 1.368317 0.468970 0.861335 0.067 Uiso 1 1 calc R U . . .
H22C H 1.162758 0.413016 0.851733 0.067 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.483(4) . ?
S1 N1 1.657(5) . ?
S1 C19 1.841(6) . ?
S2 O2 1.498(5) . ?
S2 C13 1.789(6) . ?
S2 C2 1.792(5) . ?
N1 C1 1.491(7) . ?
N1 H1N 0.8987 . ?
C1 C3 1.508(7) . ?
C1 C2 1.534(8) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.367(7) . ?
C3 C12 1.409(7) . ?
C4 C5 1.421(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.414(8) . ?
C5 C10 1.416(8) . ?
C6 C7 1.356(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.406(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.356(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.418(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.424(8) . ?
C11 C12 1.364(8) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.371(8) . ?
C13 C14 1.394(8) . ?
C14 C15 1.382(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.369(9) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(8) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C22 1.518(9) . ?
C19 C20 1.519(8) . ?
C19 C21 1.526(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 109.9(2) . . ?
O1 S1 C19 105.2(2) . . ?
N1 S1 C19 98.7(3) . . ?
O2 S2 C13 106.7(3) . . ?
O2 S2 C2 106.7(3) . . ?
C13 S2 C2 96.9(3) . . ?
C1 N1 S1 117.7(3) . . ?
C1 N1 H1N 109.0 . . ?
S1 N1 H1N 111.6 . . ?
N1 C1 C3 117.3(4) . . ?
N1 C1 C2 103.0(4) . . ?
C3 C1 C2 112.6(4) . . ?
N1 C1 H1 107.8 . . ?
C3 C1 H1 107.8 . . ?
C2 C1 H1 107.8 . . ?
C1 C2 S2 112.4(4) . . ?
C1 C2 H2A 109.1 . . ?
S2 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
S2 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C12 119.7(5) . . ?
C4 C3 C1 118.8(5) . . ?
C12 C3 C1 121.5(5) . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C10 118.3(5) . . ?
C6 C5 C4 122.2(6) . . ?
C10 C5 C4 119.5(5) . . ?
C7 C6 C5 121.6(7) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 119.7(6) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 120.8(6) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.5(7) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C5 C10 C9 119.0(6) . . ?
C5 C10 C11 118.0(5) . . ?
C9 C10 C11 122.9(6) . . ?
C12 C11 C10 121.1(5) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C3 120.8(5) . . ?
C11 C12 H12 119.6 . . ?
C3 C12 H12 119.6 . . ?
C18 C13 C14 121.2(5) . . ?
C18 C13 S2 118.5(5) . . ?
C14 C13 S2 120.2(4) . . ?
C15 C14 C13 118.8(6) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C16 120.4(6) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 120.2(6) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.4(6) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 119.0(6) . . ?
C13 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C22 C19 C20 111.1(6) . . ?
C22 C19 C21 111.5(5) . . ?
C20 C19 C21 111.2(5) . . ?
C22 C19 S1 111.6(4) . . ?
C20 C19 S1 107.0(4) . . ?
C21 C19 S1 104.2(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -101.9(4) . . . . ?
C19 S1 N1 C1 148.4(4) . . . . ?
S1 N1 C1 C3 61.9(6) . . . . ?
S1 N1 C1 C2 -173.8(4) . . . . ?
N1 C1 C2 S2 -179.9(4) . . . . ?
C3 C1 C2 S2 -52.5(5) . . . . ?
O2 S2 C2 C1 -79.4(4) . . . . ?
C13 S2 C2 C1 170.9(4) . . . . ?
N1 C1 C3 C4 -128.0(5) . . . . ?
C2 C1 C3 C4 112.6(5) . . . . ?
N1 C1 C3 C12 54.7(7) . . . . ?
C2 C1 C3 C12 -64.7(6) . . . . ?
C12 C3 C4 C5 0.4(8) . . . . ?
C1 C3 C4 C5 -176.9(5) . . . . ?
C3 C4 C5 C6 179.4(5) . . . . ?
C3 C4 C5 C10 0.2(8) . . . . ?
C10 C5 C6 C7 0.8(9) . . . . ?
C4 C5 C6 C7 -178.5(6) . . . . ?
C5 C6 C7 C8 -0.7(10) . . . . ?
C6 C7 C8 C9 -0.1(11) . . . . ?
C7 C8 C9 C10 0.7(10) . . . . ?
C6 C5 C10 C9 -0.2(8) . . . . ?
C4 C5 C10 C9 179.1(5) . . . . ?
C6 C5 C10 C11 -179.7(5) . . . . ?
C4 C5 C10 C11 -0.4(8) . . . . ?
C8 C9 C10 C5 -0.6(9) . . . . ?
C8 C9 C10 C11 178.9(6) . . . . ?
C5 C10 C11 C12 0.0(8) . . . . ?
C9 C10 C11 C12 -179.5(6) . . . . ?
C10 C11 C12 C3 0.6(9) . . . . ?
C4 C3 C12 C11 -0.8(8) . . . . ?
C1 C3 C12 C11 176.4(5) . . . . ?
O2 S2 C13 C18 9.0(5) . . . . ?
C2 S2 C13 C18 118.8(5) . . . . ?
O2 S2 C13 C14 -174.2(5) . . . . ?
C2 S2 C13 C14 -64.5(5) . . . . ?
C18 C13 C14 C15 -1.1(9) . . . . ?
S2 C13 C14 C15 -177.8(5) . . . . ?
C13 C14 C15 C16 0.4(10) . . . . ?
C14 C15 C16 C17 1.1(10) . . . . ?
C15 C16 C17 C18 -1.8(11) . . . . ?
C14 C13 C18 C17 0.4(9) . . . . ?
S2 C13 C18 C17 177.1(5) . . . . ?
C16 C17 C18 C13 1.1(10) . . . . ?
O1 S1 C19 C22 -64.9(5) . . . . ?
N1 S1 C19 C22 48.6(5) . . . . ?
O1 S1 C19 C20 173.4(4) . . . . ?
N1 S1 C19 C20 -73.1(5) . . . . ?
O1 S1 C19 C21 55.5(5) . . . . ?
N1 S1 C19 C21 169.0(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.90 2.11 2.973(6) 161.5 1_655 yes

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_3e
_audit_block_doi                 10.5517/ccdc.csd.cc2269tf
_database_code_depnum_ccdc_archive 'CCDC 1912694'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.9b02405 2019
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2019-04-28 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H25 N O2 S2'
_chemical_formula_weight         315.48

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   5.7979(3)
_cell_length_b                   11.3878(6)
_cell_length_c                   13.2360(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.733(2)
_cell_angle_gamma                90
_cell_volume                     861.33(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6212
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      30.22

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.310
_shelx_estimated_absorpt_T_min   0.886
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8859
_exptl_absorpt_correction_T_max  0.9405
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            7790
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.565
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.762
_diffrn_reflns_point_group_measured_fraction_full 0.762
_reflns_number_total             2369
_reflns_number_gt                2280
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.492
_reflns_Friedel_fraction_max     0.531
_reflns_Friedel_fraction_full    0.531

_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       'APEX2 Software Suite (Bruker, 2007)'
_computing_cell_refinement       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_reduction        'APEX2 Software Suite (Bruker, 2007)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL and publCIF (Westrip, 2010)'
_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)+(0.0395P)²+0.2728P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 741 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(3)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         2369
_refine_ls_number_parameters     189
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0743
_refine_ls_wR_factor_gt          0.0728
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.34670(13) -0.14645(7) 0.70104(6) 0.0283(2) Uani 1 1 d . . . . .
S2 S -0.00452(13) 0.18697(6) 0.73379(6) 0.0300(2) Uani 1 1 d . . . . .
O1 O 0.5336(5) -0.2294(2) 0.7455(2) 0.0505(7) Uani 1 1 d . . . . .
O2 O -0.2323(4) 0.1536(2) 0.7644(2) 0.0470(7) Uani 1 1 d . . . . .
N1 N 0.3798(4) -0.0160(2) 0.7559(2) 0.0244(6) Uani 1 1 d D . . . .
H1N H 0.510(4) 0.022(3) 0.758(3) 0.029 Uiso 1 1 d D U . . .
C1 C 0.2533(6) 0.0107(3) 0.8396(2) 0.0271(7) Uani 1 1 d . . . . .
H1 H 0.094664 -0.025796 0.822191 0.033 Uiso 1 1 calc R U . . .
C2 C 0.2187(6) 0.1448(3) 0.8406(3) 0.0289(7) Uani 1 1 d . . . . .
H2A H 0.367790 0.184728 0.835105 0.035 Uiso 1 1 calc R U . . .
H2B H 0.170898 0.168952 0.905850 0.035 Uiso 1 1 calc R U . . .
C3 C 0.3645(8) -0.0348(3) 0.9461(3) 0.0451(10) Uani 1 1 d . . . . .
H3 H 0.285229 0.006657 0.997384 0.054 Uiso 1 1 calc R U . . .
C4 C 0.3197(9) -0.1669(4) 0.9571(3) 0.0620(12) Uani 1 1 d . . . . .
H4A H 0.400915 -0.210980 0.910087 0.093 Uiso 1 1 calc R U . . .
H4B H 0.151242 -0.182481 0.940570 0.093 Uiso 1 1 calc R U . . .
H4C H 0.378248 -0.191550 1.027754 0.093 Uiso 1 1 calc R U . . .
C5 C 0.6241(9) -0.0067(4) 0.9728(4) 0.0715(15) Uani 1 1 d . . . . .
H5A H 0.682734 -0.030333 1.043624 0.107 Uiso 1 1 calc R U . . .
H5B H 0.647686 0.077932 0.965443 0.107 Uiso 1 1 calc R U . . .
H5C H 0.709215 -0.049431 0.926346 0.107 Uiso 1 1 calc R U . . .
C6 C 0.4169(5) -0.1106(3) 0.5736(3) 0.0316(7) Uani 1 1 d . . . . .
C7 C 0.3603(10) -0.2233(5) 0.5129(4) 0.0692(14) Uani 1 1 d . . . . .
H7A H 0.386158 -0.211496 0.442361 0.104 Uiso 1 1 calc R U . . .
H7B H 0.196269 -0.244466 0.512519 0.104 Uiso 1 1 calc R U . . .
H7C H 0.461830 -0.286610 0.544789 0.104 Uiso 1 1 calc R U . . .
C8 C 0.6724(6) -0.0787(5) 0.5829(3) 0.0549(12) Uani 1 1 d . . . . .
H8A H 0.768113 -0.139669 0.622074 0.082 Uiso 1 1 calc R U . . .
H8B H 0.700913 -0.003253 0.618424 0.082 Uiso 1 1 calc R U . . .
H8C H 0.714082 -0.072625 0.514404 0.082 Uiso 1 1 calc R U . . .
C9 C 0.2615(7) -0.0118(4) 0.5258(3) 0.0547(11) Uani 1 1 d . . . . .
H9A H 0.299665 0.060241 0.565611 0.082 Uiso 1 1 calc R U . . .
H9B H 0.097285 -0.032432 0.525581 0.082 Uiso 1 1 calc R U . . .
H9C H 0.286680 0.000767 0.455246 0.082 Uiso 1 1 calc R U . . .
C10 C 0.0196(5) 0.3431(3) 0.7480(2) 0.0240(6) Uani 1 1 d . . . . .
C11 C 0.2011(5) 0.4007(3) 0.7135(3) 0.0329(8) Uani 1 1 d . . . . .
H11 H 0.318150 0.357827 0.687040 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2092(6) 0.5229(3) 0.7182(3) 0.0421(9) Uani 1 1 d . . . . .
H12 H 0.335108 0.563835 0.696608 0.051 Uiso 1 1 calc R U . . .
C13 C 0.0359(7) 0.5843(3) 0.7541(3) 0.0411(9) Uani 1 1 d . . . . .
H13 H 0.041238 0.667685 0.755786 0.049 Uiso 1 1 calc R U . . .
C14 C -0.1457(6) 0.5264(3) 0.7876(3) 0.0364(8) Uani 1 1 d . . . . .
H14 H -0.264500 0.569482 0.812676 0.044 Uiso 1 1 calc R U . . .
C15 C -0.1540(5) 0.4036(3) 0.7846(3) 0.0307(7) Uani 1 1 d . . . . .
H15 H -0.278130 0.362583 0.807560 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.482(3) . ?
S1 N1 1.650(3) . ?
S1 C6 1.847(3) . ?
S2 O2 1.495(3) . ?
S2 C10 1.791(3) . ?
S2 C2 1.812(3) . ?
N1 C1 1.461(4) . ?
N1 H1N 0.87(2) . ?
C1 C3 1.537(5) . ?
C1 C2 1.540(4) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.521(6) . ?
C3 C4 1.538(5) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C8 1.510(5) . ?
C6 C9 1.511(5) . ?
C6 C7 1.521(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.374(4) . ?
C10 C11 1.381(4) . ?
C11 C12 1.393(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.373(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.399(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 112.08(15) . . ?
O1 S1 C6 104.17(16) . . ?
N1 S1 C6 100.10(15) . . ?
O2 S2 C10 106.33(14) . . ?
O2 S2 C2 105.57(16) . . ?
C10 S2 C2 98.54(13) . . ?
C1 N1 S1 119.0(2) . . ?
C1 N1 H1N 115(2) . . ?
S1 N1 H1N 120(2) . . ?
N1 C1 C3 116.0(3) . . ?
N1 C1 C2 107.2(3) . . ?
C3 C1 C2 111.2(3) . . ?
N1 C1 H1 107.4 . . ?
C3 C1 H1 107.4 . . ?
C2 C1 H1 107.4 . . ?
C1 C2 S2 109.5(2) . . ?
C1 C2 H2A 109.8 . . ?
S2 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
S2 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
C5 C3 C4 111.1(3) . . ?
C5 C3 C1 112.7(3) . . ?
C4 C3 C1 111.4(3) . . ?
C5 C3 H3 107.1 . . ?
C4 C3 H3 107.1 . . ?
C1 C3 H3 107.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C6 C9 111.3(3) . . ?
C8 C6 C7 111.5(3) . . ?
C9 C6 C7 110.3(4) . . ?
C8 C6 S1 110.1(2) . . ?
C9 C6 S1 109.8(2) . . ?
C7 C6 S1 103.5(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 121.5(3) . . ?
C15 C10 S2 119.1(2) . . ?
C11 C10 S2 119.2(2) . . ?
C10 C11 C12 118.8(3) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.7(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C15 119.6(4) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C10 C15 C14 119.2(3) . . ?
C10 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -95.4(3) . . . . ?
C6 S1 N1 C1 154.7(2) . . . . ?
S1 N1 C1 C3 81.7(3) . . . . ?
S1 N1 C1 C2 -153.4(2) . . . . ?
N1 C1 C2 S2 73.8(3) . . . . ?
C3 C1 C2 S2 -158.4(3) . . . . ?
O2 S2 C2 C1 76.2(3) . . . . ?
C10 S2 C2 C1 -174.2(2) . . . . ?
N1 C1 C3 C5 48.0(4) . . . . ?
C2 C1 C3 C5 -74.8(4) . . . . ?
N1 C1 C3 C4 -77.7(4) . . . . ?
C2 C1 C3 C4 159.4(3) . . . . ?
O1 S1 C6 C8 -48.4(3) . . . . ?
N1 S1 C6 C8 67.7(3) . . . . ?
O1 S1 C6 C9 -171.2(3) . . . . ?
N1 S1 C6 C9 -55.2(3) . . . . ?
O1 S1 C6 C7 71.0(3) . . . . ?
N1 S1 C6 C7 -173.0(3) . . . . ?
O2 S2 C10 C15 1.9(3) . . . . ?
C2 S2 C10 C15 -107.2(3) . . . . ?
O2 S2 C10 C11 -172.4(2) . . . . ?
C2 S2 C10 C11 78.5(3) . . . . ?
C15 C10 C11 C12 1.3(5) . . . . ?
S2 C10 C11 C12 175.5(3) . . . . ?
C10 C11 C12 C13 -1.7(6) . . . . ?
C11 C12 C13 C14 1.2(6) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C11 C10 C15 C14 -0.5(5) . . . . ?
S2 C10 C15 C14 -174.7(3) . . . . ?
C13 C14 C15 C10 -0.1(5) . . . . ?

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
N1 H1N O2 0.87(2) 2.10(2) 2.952(3) 165(3) 1_655

_refine_diff_density_max         0.253
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_3g
_audit_block_doi                 10.5517/ccdc.csd.cc2269vg
_database_code_depnum_ccdc_archive 'CCDC 1912695'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.9b02405 2019
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2019-04-28 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H29 N O2 S2'
_chemical_formula_sum            'C20 H29 N O2 S2'
_chemical_formula_weight         379.56

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           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   27.661(2)
_cell_length_b                   5.9450(4)
_cell_length_c                   12.9885(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.737(4)
_cell_angle_gamma                90
_cell_volume                     2098.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    1797
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      19.72

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.266
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8791
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            12843
_diffrn_reflns_av_unetI/netI     0.0742
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.384
_diffrn_reflns_theta_max         25.241
_diffrn_reflns_theta_full        25.241
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3749
_reflns_number_gt                2775
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_max     0.983
_reflns_Friedel_fraction_full    0.983

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 964 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.15(6)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3749
_refine_ls_number_parameters     232
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1082
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.010
_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 0.53517(4) 0.60701(19) 0.77024(9) 0.0323(3) Uani 1 1 d . . . . .
S2 S 0.67236(5) 0.1238(2) 0.85627(10) 0.0393(3) Uani 1 1 d . . . . .
O1 O 0.53914(13) 0.8438(5) 0.7314(3) 0.0450(10) Uani 1 1 d . . . . .
O2 O 0.68369(17) -0.1007(8) 0.8150(3) 0.0713(14) Uani 1 1 d . . . . .
N1 N 0.61668(15) 0.2072(6) 0.7978(3) 0.0298(10) Uani 1 1 d . . . . .
H1N H 0.599933 0.084019 0.768732 0.036 Uiso 1 1 d R U . . .
C1 C 0.55962(17) 0.4365(8) 0.6769(4) 0.0316(11) Uani 1 1 d . . . . .
H1C H 0.540396 0.295447 0.664439 0.038 Uiso 1 1 calc R U . . .
H1D H 0.555935 0.518223 0.609502 0.038 Uiso 1 1 calc R U . . .
C2 C 0.61399(16) 0.3788(7) 0.7150(4) 0.0251(10) Uani 1 1 d . . . . .
H2 H 0.631236 0.517130 0.746704 0.030 Uiso 1 1 calc R U . . .
C3 C 0.63600(17) 0.3129(7) 0.6198(4) 0.0263(11) Uani 1 1 d . . . . .
C4 C 0.66518(16) 0.4638(7) 0.5795(4) 0.0248(11) Uani 1 1 d . . . . .
H4 H 0.673844 0.601451 0.615339 0.030 Uiso 1 1 calc R U . . .
C5 C 0.68248(16) 0.4193(7) 0.4866(3) 0.0238(10) Uani 1 1 d . . . . .
C6 C 0.71314(16) 0.5715(7) 0.4433(4) 0.0268(11) Uani 1 1 d . . . . .
H6 H 0.721388 0.712205 0.476733 0.032 Uiso 1 1 calc R U . . .
C7 C 0.73074(17) 0.5203(8) 0.3560(4) 0.0327(12) Uani 1 1 d . . . . .
H7 H 0.751265 0.624541 0.329078 0.039 Uiso 1 1 calc R U . . .
C8 C 0.71880(19) 0.3118(8) 0.3040(4) 0.0356(12) Uani 1 1 d . . . . .
H8 H 0.731391 0.276504 0.242709 0.043 Uiso 1 1 calc R U . . .
C9 C 0.68910(18) 0.1622(8) 0.3425(4) 0.0324(12) Uani 1 1 d . . . . .
H9 H 0.681221 0.023040 0.307468 0.039 Uiso 1 1 calc R U . . .
C10 C 0.67004(16) 0.2105(7) 0.4331(4) 0.0257(11) Uani 1 1 d . . . . .
C11 C 0.64014(17) 0.0593(7) 0.4777(4) 0.0294(12) Uani 1 1 d . . . . .
H11 H 0.631401 -0.080631 0.444019 0.035 Uiso 1 1 calc R U . . .
C12 C 0.62351(15) 0.1086(8) 0.5676(3) 0.0280(10) Uani 1 1 d . . . . .
H12 H 0.603321 0.003704 0.595088 0.034 Uiso 1 1 calc R U . . .
C13 C 0.46939(19) 0.5282(8) 0.7353(5) 0.0418(15) Uani 1 1 d . . . . .
C14 C 0.4505(2) 0.5537(11) 0.6196(5) 0.065(2) Uani 1 1 d . . . . .
H14A H 0.414450 0.552128 0.605825 0.097 Uiso 1 1 calc R U . . .
H14B H 0.462646 0.429057 0.582071 0.097 Uiso 1 1 calc R U . . .
H14C H 0.462127 0.696591 0.595464 0.097 Uiso 1 1 calc R U . . .
C15 C 0.4436(3) 0.6897(10) 0.7988(6) 0.072(2) Uani 1 1 d . . . . .
H15A H 0.447975 0.844470 0.776245 0.108 Uiso 1 1 calc R U . . .
H15B H 0.457942 0.674460 0.873424 0.108 Uiso 1 1 calc R U . . .
H15C H 0.408469 0.653811 0.787640 0.108 Uiso 1 1 calc R U . . .
C16 C 0.4647(3) 0.2887(8) 0.7745(7) 0.071(2) Uani 1 1 d . . . . .
H16A H 0.429878 0.252040 0.770469 0.106 Uiso 1 1 calc R U . . .
H16B H 0.482018 0.276677 0.847300 0.106 Uiso 1 1 calc R U . . .
H16C H 0.479268 0.183483 0.730759 0.106 Uiso 1 1 calc R U . . .
C17 C 0.65876(18) 0.0677(8) 0.9875(4) 0.0325(12) Uani 1 1 d . . . . .
C18 C 0.6158(2) -0.0943(10) 0.9784(5) 0.0568(17) Uani 1 1 d . . . . .
H18A H 0.612694 -0.146978 1.048363 0.085 Uiso 1 1 calc R U . . .
H18B H 0.621480 -0.223133 0.935110 0.085 Uiso 1 1 calc R U . . .
H18C H 0.585436 -0.017404 0.945838 0.085 Uiso 1 1 calc R U . . .
C19 C 0.6473(3) 0.2919(9) 1.0329(5) 0.0590(18) Uani 1 1 d . . . . .
H19A H 0.641303 0.269608 1.104203 0.088 Uiso 1 1 calc R U . . .
H19B H 0.617901 0.357018 0.989170 0.088 Uiso 1 1 calc R U . . .
H19C H 0.675205 0.394192 1.034603 0.088 Uiso 1 1 calc R U . . .
C20 C 0.7056(2) -0.0362(9) 1.0500(4) 0.0466(15) Uani 1 1 d . . . . .
H20A H 0.732539 0.072841 1.056226 0.070 Uiso 1 1 calc R U . . .
H20B H 0.714130 -0.171204 1.013995 0.070 Uiso 1 1 calc R U . . .
H20C H 0.700161 -0.077002 1.120112 0.070 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.506(4) . ?
S1 C1 1.805(5) . ?
S1 C13 1.852(5) . ?
S2 O2 1.493(4) . ?
S2 N1 1.661(4) . ?
S2 C17 1.843(5) . ?
N1 C2 1.474(6) . ?
N1 H1N 0.9100 . ?
C1 C2 1.532(6) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.528(6) . ?
C2 H2 1.0000 . ?
C3 C4 1.374(6) . ?
C3 C12 1.402(6) . ?
C4 C5 1.403(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.425(6) . ?
C5 C10 1.433(6) . ?
C6 C7 1.350(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.421(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.367(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.405(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.417(6) . ?
C11 C12 1.364(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.504(8) . ?
C13 C16 1.526(7) . ?
C13 C15 1.526(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C19 1.515(7) . ?
C17 C18 1.517(7) . ?
C17 C20 1.526(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C1 103.9(2) . . ?
O1 S1 C13 106.5(2) . . ?
C1 S1 C13 99.6(2) . . ?
O2 S2 N1 110.0(2) . . ?
O2 S2 C17 105.2(2) . . ?
N1 S2 C17 98.4(2) . . ?
C2 N1 S2 117.2(3) . . ?
C2 N1 H1N 107.6 . . ?
S2 N1 H1N 107.8 . . ?
C2 C1 S1 112.2(3) . . ?
C2 C1 H1C 109.2 . . ?
S1 C1 H1C 109.2 . . ?
C2 C1 H1D 109.2 . . ?
S1 C1 H1D 109.2 . . ?
H1C C1 H1D 107.9 . . ?
N1 C2 C3 116.0(4) . . ?
N1 C2 C1 107.7(4) . . ?
C3 C2 C1 108.1(4) . . ?
N1 C2 H2 108.3 . . ?
C3 C2 H2 108.3 . . ?
C1 C2 H2 108.3 . . ?
C4 C3 C12 119.4(4) . . ?
C4 C3 C2 119.4(4) . . ?
C12 C3 C2 120.9(4) . . ?
C3 C4 C5 121.5(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 122.9(4) . . ?
C4 C5 C10 119.4(4) . . ?
C6 C5 C10 117.7(4) . . ?
C7 C6 C5 121.5(4) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 120.5(5) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 119.7(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 123.5(4) . . ?
C9 C10 C5 119.3(4) . . ?
C11 C10 C5 117.2(4) . . ?
C12 C11 C10 122.0(4) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 C12 C3 120.5(4) . . ?
C11 C12 H12 119.7 . . ?
C3 C12 H12 119.7 . . ?
C14 C13 C16 113.1(5) . . ?
C14 C13 C15 111.5(5) . . ?
C16 C13 C15 109.3(5) . . ?
C14 C13 S1 111.2(4) . . ?
C16 C13 S1 107.1(4) . . ?
C15 C13 S1 104.2(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C17 C18 111.8(5) . . ?
C19 C17 C20 111.6(5) . . ?
C18 C17 C20 111.1(4) . . ?
C19 C17 S2 107.1(4) . . ?
C18 C17 S2 109.6(3) . . ?
C20 C17 S2 105.5(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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 S2 N1 C2 -102.9(4) . . . . ?
C17 S2 N1 C2 147.5(3) . . . . ?
O1 S1 C1 C2 96.3(3) . . . . ?
C13 S1 C1 C2 -153.9(3) . . . . ?
S2 N1 C2 C3 61.4(5) . . . . ?
S2 N1 C2 C1 -177.3(3) . . . . ?
S1 C1 C2 N1 74.1(4) . . . . ?
S1 C1 C2 C3 -159.7(3) . . . . ?
N1 C2 C3 C4 -135.8(4) . . . . ?
C1 C2 C3 C4 103.2(5) . . . . ?
N1 C2 C3 C12 49.7(5) . . . . ?
C1 C2 C3 C12 -71.3(5) . . . . ?
C12 C3 C4 C5 0.6(7) . . . . ?
C2 C3 C4 C5 -174.0(4) . . . . ?
C3 C4 C5 C6 -179.4(4) . . . . ?
C3 C4 C5 C10 -0.8(6) . . . . ?
C4 C5 C6 C7 177.5(4) . . . . ?
C10 C5 C6 C7 -1.2(6) . . . . ?
C5 C6 C7 C8 0.4(7) . . . . ?
C6 C7 C8 C9 0.2(7) . . . . ?
C7 C8 C9 C10 0.0(7) . . . . ?
C8 C9 C10 C11 -178.4(5) . . . . ?
C8 C9 C10 C5 -0.8(7) . . . . ?
C4 C5 C10 C9 -177.3(4) . . . . ?
C6 C5 C10 C9 1.3(6) . . . . ?
C4 C5 C10 C11 0.4(6) . . . . ?
C6 C5 C10 C11 179.1(4) . . . . ?
C9 C10 C11 C12 177.9(4) . . . . ?
C5 C10 C11 C12 0.2(7) . . . . ?
C10 C11 C12 C3 -0.5(7) . . . . ?
C4 C3 C12 C11 0.1(7) . . . . ?
C2 C3 C12 C11 174.6(4) . . . . ?
O1 S1 C13 C14 56.1(4) . . . . ?
C1 S1 C13 C14 -51.6(4) . . . . ?
O1 S1 C13 C16 -179.9(4) . . . . ?
C1 S1 C13 C16 72.4(5) . . . . ?
O1 S1 C13 C15 -64.1(5) . . . . ?
C1 S1 C13 C15 -171.8(4) . . . . ?
O2 S2 C17 C19 179.7(4) . . . . ?
N1 S2 C17 C19 -66.9(4) . . . . ?
O2 S2 C17 C18 -58.9(4) . . . . ?
N1 S2 C17 C18 54.5(4) . . . . ?
O2 S2 C17 C20 60.7(4) . . . . ?
N1 S2 C17 C20 174.2(3) . . . . ?

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
N1 H1N O1 0.91 2.19 3.053(5) 158.0 1_545

_refine_diff_density_max         0.218
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.045




###END






####################################################################### 
# 
# 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_21_Rc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261917'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C20 H29 N O3 S2'
_chemical_formula_sum            'C20 H29 N O3 S2'
_chemical_formula_weight         395.56

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.0258(4)
_cell_length_b                   17.9919(12)
_cell_length_c                   9.5010(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.556(2)
_cell_angle_gamma                90
_cell_volume                     1015.76(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.48

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.281
_shelx_estimated_absorpt_T_min   0.872
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5659
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            23525
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.174
_diffrn_reflns_theta_max         30.518
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6169
_reflns_number_gt                5149
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.935
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0115P)²+0.4800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2107 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.03(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6169
_refine_ls_number_parameters     241
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.08207(13) 0.54328(4) 0.30126(8) 0.02672(17) Uani 1 1 d . . . . .
S2 S 0.65900(12) 0.37696(4) 0.67307(8) 0.02537(16) Uani 1 1 d . . . . .
O1 O -0.0787(5) 0.59027(13) 0.3643(3) 0.0407(6) Uani 1 1 d . . . . .
O2 O 0.6330(5) 0.39547(15) 0.8163(3) 0.0449(7) Uani 1 1 d . . . . .
O3 O 0.8276(4) 0.41629(13) 0.6102(3) 0.0386(6) Uani 1 1 d . . . . .
N1 N 0.1458(4) 0.46693(14) 0.4007(3) 0.0268(5) Uani 1 1 d D . . . .
H1N H 0.028267 0.458879 0.444559 0.032 Uiso 1 1 d DR U . . .
C1 C 0.3675(5) 0.46846(17) 0.4966(3) 0.0241(6) Uani 1 1 d . . . . .
H1 H 0.486151 0.474689 0.435324 0.029 Uiso 1 1 calc R U . . .
C2 C 0.3930(5) 0.39011(16) 0.5613(3) 0.0267(6) Uani 1 1 d . . . . .
H2A H 0.375900 0.353015 0.483282 0.032 Uiso 1 1 calc R U . . .
H2B H 0.271548 0.381482 0.617931 0.032 Uiso 1 1 calc R U . . .
C3 C 0.3941(5) 0.53166(15) 0.6043(3) 0.0217(5) Uani 1 1 d . . . . .
C4 C 0.5659(5) 0.58121(16) 0.6047(3) 0.0231(6) Uani 1 1 d . . . . .
H4 H 0.670489 0.574066 0.541339 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5906(5) 0.64322(16) 0.6984(3) 0.0230(6) Uani 1 1 d . . . . .
C6 C 0.7663(5) 0.69550(17) 0.6992(4) 0.0309(7) Uani 1 1 d . . . . .
H6 H 0.873254 0.688837 0.637229 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7829(6) 0.75562(19) 0.7887(4) 0.0398(8) Uani 1 1 d . . . . .
H7 H 0.901788 0.790311 0.788590 0.048 Uiso 1 1 calc R U . . .
C8 C 0.6260(7) 0.76640(19) 0.8805(4) 0.0406(8) Uani 1 1 d . . . . .
H8 H 0.638308 0.808516 0.941588 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4561(6) 0.71681(18) 0.8824(3) 0.0327(7) Uani 1 1 d . . . . .
H9 H 0.351185 0.724594 0.945304 0.039 Uiso 1 1 calc R U . . .
C10 C 0.4333(5) 0.65363(16) 0.7917(3) 0.0234(6) Uani 1 1 d . . . . .
C11 C 0.2597(5) 0.60089(18) 0.7908(3) 0.0278(6) Uani 1 1 d . . . . .
H11 H 0.154686 0.606866 0.854227 0.033 Uiso 1 1 calc R U . . .
C12 C 0.2400(5) 0.54131(19) 0.7001(3) 0.0277(6) Uani 1 1 d . . . . .
H12 H 0.122412 0.506291 0.701461 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7229(5) 0.27854(17) 0.6667(3) 0.0252(6) Uani 1 1 d . . . . .
C14 C 0.9266(5) 0.2675(2) 0.7849(4) 0.0361(8) Uani 1 1 d . . . . .
H14A H 0.982931 0.216541 0.780810 0.054 Uiso 1 1 calc R U . . .
H14B H 0.881614 0.276084 0.878043 0.054 Uiso 1 1 calc R U . . .
H14C H 1.045352 0.302653 0.771376 0.054 Uiso 1 1 calc R U . . .
C15 C 0.7832(6) 0.26025(19) 0.5209(4) 0.0338(7) Uani 1 1 d . . . . .
H15A H 0.913932 0.289798 0.505917 0.051 Uiso 1 1 calc R U . . .
H15B H 0.655236 0.271952 0.446249 0.051 Uiso 1 1 calc R U . . .
H15C H 0.819246 0.207263 0.516841 0.051 Uiso 1 1 calc R U . . .
C16 C 0.5225(6) 0.23270(19) 0.6962(4) 0.0346(7) Uani 1 1 d . . . . .
H16A H 0.396809 0.238738 0.617182 0.052 Uiso 1 1 calc R U . . .
H16B H 0.476687 0.249785 0.785086 0.052 Uiso 1 1 calc R U . . .
H16C H 0.565206 0.180152 0.705417 0.052 Uiso 1 1 calc R U . . .
C17 C -0.0817(5) 0.49859(18) 0.1424(3) 0.0265(6) Uani 1 1 d . . . . .
C18 C 0.0876(6) 0.4581(2) 0.0685(4) 0.0346(7) Uani 1 1 d . . . . .
H18A H 0.164999 0.420224 0.132717 0.052 Uiso 1 1 calc R U . . .
H18B H 0.197905 0.493740 0.043625 0.052 Uiso 1 1 calc R U . . .
H18C H 0.009261 0.434308 -0.018487 0.052 Uiso 1 1 calc R U . . .
C19 C -0.1919(7) 0.5627(2) 0.0511(4) 0.0437(9) Uani 1 1 d . . . . .
H19A H -0.262779 0.543734 -0.042272 0.065 Uiso 1 1 calc R U . . .
H19B H -0.077160 0.599585 0.038168 0.065 Uiso 1 1 calc R U . . .
H19C H -0.306266 0.586044 0.098793 0.065 Uiso 1 1 calc R U . . .
C20 C -0.2585(6) 0.4466(2) 0.1822(4) 0.0419(9) Uani 1 1 d . . . . .
H20A H -0.346779 0.425651 0.095277 0.063 Uiso 1 1 calc R U . . .
H20B H -0.358238 0.474081 0.235170 0.063 Uiso 1 1 calc R U . . .
H20C H -0.184985 0.406255 0.241861 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 O1 1.485(3) . ?
S1 N1 1.675(3) . ?
S1 C17 1.845(3) . ?
S2 O2 1.435(3) . ?
S2 O3 1.446(2) . ?
S2 C2 1.785(3) . ?
S2 C13 1.815(3) . ?
N1 C1 1.487(4) . ?
N1 H1N 0.8909 . ?
C1 C3 1.521(4) . ?
C1 C2 1.536(4) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.366(4) . ?
C3 C12 1.414(4) . ?
C4 C5 1.420(4) . ?
C4 H4 0.9500 . ?
C5 C10 1.414(4) . ?
C5 C6 1.415(4) . ?
C6 C7 1.369(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.402(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.360(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.419(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.411(4) . ?
C11 C12 1.368(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C15 1.525(4) . ?
C13 C16 1.527(4) . ?
C13 C14 1.533(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C20 1.512(5) . ?
C17 C18 1.517(4) . ?
C17 C19 1.528(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 110.05(14) . . ?
O1 S1 C17 106.38(15) . . ?
N1 S1 C17 98.37(13) . . ?
O2 S2 O3 118.24(17) . . ?
O2 S2 C2 107.75(16) . . ?
O3 S2 C2 108.20(15) . . ?
O2 S2 C13 108.37(15) . . ?
O3 S2 C13 107.22(14) . . ?
C2 S2 C13 106.49(14) . . ?
C1 N1 S1 115.4(2) . . ?
C1 N1 H1N 114.8 . . ?
S1 N1 H1N 105.8 . . ?
N1 C1 C3 114.2(2) . . ?
N1 C1 C2 104.4(2) . . ?
C3 C1 C2 115.1(2) . . ?
N1 C1 H1 107.6 . . ?
C3 C1 H1 107.6 . . ?
C2 C1 H1 107.6 . . ?
C1 C2 S2 112.3(2) . . ?
C1 C2 H2A 109.1 . . ?
S2 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
S2 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C12 119.8(3) . . ?
C4 C3 C1 119.0(3) . . ?
C12 C3 C1 121.2(3) . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C10 C5 C6 119.2(3) . . ?
C10 C5 C4 119.1(3) . . ?
C6 C5 C4 121.7(3) . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 120.5(3) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 121.0(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C5 118.7(3) . . ?
C11 C10 C9 122.7(3) . . ?
C5 C10 C9 118.6(3) . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C3 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C3 C12 H12 119.9 . . ?
C15 C13 C16 111.4(3) . . ?
C15 C13 C14 110.8(3) . . ?
C16 C13 C14 110.9(3) . . ?
C15 C13 S2 108.9(2) . . ?
C16 C13 S2 110.0(2) . . ?
C14 C13 S2 104.5(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C20 C17 C18 112.0(3) . . ?
C20 C17 C19 110.6(3) . . ?
C18 C17 C19 111.2(3) . . ?
C20 C17 S1 111.6(2) . . ?
C18 C17 S1 106.1(2) . . ?
C19 C17 S1 105.0(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -101.9(2) . . . . ?
C17 S1 N1 C1 147.1(2) . . . . ?
S1 N1 C1 C3 59.4(3) . . . . ?
S1 N1 C1 C2 -174.1(2) . . . . ?
N1 C1 C2 S2 176.3(2) . . . . ?
C3 C1 C2 S2 -57.8(3) . . . . ?
O2 S2 C2 C1 92.1(3) . . . . ?
O3 S2 C2 C1 -36.9(3) . . . . ?
C13 S2 C2 C1 -151.8(2) . . . . ?
N1 C1 C3 C4 -121.7(3) . . . . ?
C2 C1 C3 C4 117.6(3) . . . . ?
N1 C1 C3 C12 56.1(4) . . . . ?
C2 C1 C3 C12 -64.6(4) . . . . ?
C12 C3 C4 C5 -1.0(4) . . . . ?
C1 C3 C4 C5 176.8(2) . . . . ?
C3 C4 C5 C10 -0.4(4) . . . . ?
C3 C4 C5 C6 -179.3(3) . . . . ?
C10 C5 C6 C7 -0.3(4) . . . . ?
C4 C5 C6 C7 178.6(3) . . . . ?
C5 C6 C7 C8 -0.2(5) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C7 C8 C9 C10 -0.3(5) . . . . ?
C6 C5 C10 C11 -179.6(3) . . . . ?
C4 C5 C10 C11 1.4(4) . . . . ?
C6 C5 C10 C9 0.6(4) . . . . ?
C4 C5 C10 C9 -178.4(3) . . . . ?
C8 C9 C10 C11 179.9(3) . . . . ?
C8 C9 C10 C5 -0.3(4) . . . . ?
C5 C10 C11 C12 -1.1(4) . . . . ?
C9 C10 C11 C12 178.7(3) . . . . ?
C10 C11 C12 C3 -0.3(5) . . . . ?
C4 C3 C12 C11 1.4(4) . . . . ?
C1 C3 C12 C11 -176.4(3) . . . . ?
O2 S2 C13 C15 -172.2(2) . . . . ?
O3 S2 C13 C15 -43.5(2) . . . . ?
C2 S2 C13 C15 72.2(2) . . . . ?
O2 S2 C13 C16 65.4(3) . . . . ?
O3 S2 C13 C16 -165.9(2) . . . . ?
C2 S2 C13 C16 -50.3(3) . . . . ?
O2 S2 C13 C14 -53.7(3) . . . . ?
O3 S2 C13 C14 75.0(2) . . . . ?
C2 S2 C13 C14 -169.4(2) . . . . ?
O1 S1 C17 C20 -64.3(3) . . . . ?
N1 S1 C17 C20 49.5(3) . . . . ?
O1 S1 C17 C18 173.4(2) . . . . ?
N1 S1 C17 C18 -72.8(2) . . . . ?
O1 S1 C17 C19 55.5(3) . . . . ?
N1 S1 C17 C19 169.4(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O3 0.89 2.27 3.120(4) 159.2 1_455 yes

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_17_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261915'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C12 H19 Cl2 N O Pd S'
_chemical_formula_sum            'C12 H19 Cl2 N O Pd S'
_chemical_formula_weight         402.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   9.7251(3)
_cell_length_b                   11.3374(3)
_cell_length_c                   14.2512(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1571.30(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9943
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      30.49

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.642
_shelx_estimated_absorpt_T_min   0.639
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6387
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            33427
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.296
_diffrn_reflns_theta_max         30.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4798
_reflns_number_gt                4637
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_max     1.000
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0161P)²+0.3996P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1984 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.006(9)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4798
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0184
_refine_ls_R_factor_gt           0.0169
_refine_ls_wR_factor_ref         0.0403
_refine_ls_wR_factor_gt          0.0392
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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
Pd1 Pd 0.49563(2) 0.21068(2) 0.33970(2) 0.01742(4) Uani 1 1 d . . . . .
Cl1 Cl 0.72073(6) 0.16182(5) 0.30587(5) 0.03269(13) Uani 1 1 d . . . . .
Cl2 Cl 0.41643(7) 0.02529(5) 0.30219(5) 0.02932(12) Uani 1 1 d . . . . .
S1 S 0.28587(5) 0.27757(4) 0.37487(4) 0.01787(9) Uani 1 1 d . . . . .
O1 O 0.21589(18) 0.22284(16) 0.45542(11) 0.0276(3) Uani 1 1 d . . . . .
N1 N 0.56510(19) 0.36964(15) 0.38771(13) 0.0193(3) Uani 1 1 d . . . . .
H1A H 0.645888 0.358431 0.418663 0.023 Uiso 1 1 calc R U . . .
H1B H 0.582132 0.417521 0.337797 0.023 Uiso 1 1 calc R U . . .
C1 C 0.3263(2) 0.42864(19) 0.40365(17) 0.0226(4) Uani 1 1 d . . . . .
H1C H 0.329459 0.477111 0.345909 0.027 Uiso 1 1 calc R U . . .
H1D H 0.255194 0.461650 0.445853 0.027 Uiso 1 1 calc R U . . .
C2 C 0.4657(2) 0.42969(18) 0.45198(15) 0.0189(4) Uani 1 1 d . . . . .
H2 H 0.458097 0.381187 0.510360 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5125(2) 0.55248(16) 0.48007(14) 0.0192(4) Uani 1 1 d . . . . .
C4 C 0.4592(2) 0.6542(2) 0.43968(17) 0.0244(5) Uani 1 1 d . . . . .
H4 H 0.393514 0.648332 0.390577 0.029 Uiso 1 1 calc R U . . .
C5 C 0.5019(3) 0.76481(17) 0.47101(16) 0.0282(4) Uani 1 1 d . . . . .
H5 H 0.464501 0.834130 0.443612 0.034 Uiso 1 1 calc R U . . .
C6 C 0.5984(3) 0.7739(2) 0.54165(18) 0.0286(5) Uani 1 1 d . . . . .
H6 H 0.626302 0.849352 0.563546 0.034 Uiso 1 1 calc R U . . .
C7 C 0.6544(3) 0.6726(2) 0.58060(18) 0.0280(5) Uani 1 1 d . . . . .
H7 H 0.721979 0.678795 0.628503 0.034 Uiso 1 1 calc R U . . .
C8 C 0.6123(3) 0.5629(2) 0.54995(17) 0.0248(5) Uani 1 1 d . . . . .
H8 H 0.651558 0.493908 0.576652 0.030 Uiso 1 1 calc R U . . .
C9 C 0.1609(2) 0.2921(2) 0.27780(16) 0.0229(4) Uani 1 1 d . . . . .
C10 C 0.0937(3) 0.1713(2) 0.2667(2) 0.0303(5) Uani 1 1 d . . . . .
H10A H 0.045882 0.150290 0.324893 0.045 Uiso 1 1 calc R U . . .
H10B H 0.164517 0.112166 0.253226 0.045 Uiso 1 1 calc R U . . .
H10C H 0.027529 0.173749 0.214871 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2403(3) 0.3261(3) 0.18948(18) 0.0343(6) Uani 1 1 d . . . . .
H11A H 0.175926 0.336003 0.137147 0.051 Uiso 1 1 calc R U . . .
H11B H 0.306459 0.263791 0.174232 0.051 Uiso 1 1 calc R U . . .
H11C H 0.289445 0.400302 0.200333 0.051 Uiso 1 1 calc R U . . .
C12 C 0.0541(3) 0.3839(2) 0.3066(2) 0.0377(6) Uani 1 1 d . . . . .
H12A H -0.024133 0.380616 0.263345 0.057 Uiso 1 1 calc R U . . .
H12B H 0.095473 0.462629 0.304471 0.057 Uiso 1 1 calc R U . . .
H12C H 0.022384 0.367244 0.370533 0.057 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
Pd1 N1 2.0426(18) . ?
Pd1 S1 2.2333(5) . ?
Pd1 Cl2 2.3014(6) . ?
Pd1 Cl1 2.3090(6) . ?
S1 O1 1.4718(16) . ?
S1 C1 1.805(2) . ?
S1 C9 1.849(2) . ?
N1 C2 1.496(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.520(3) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.518(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.389(3) . ?
C3 C8 1.395(3) . ?
C4 C5 1.395(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.387(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.381(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.526(3) . ?
C9 C11 1.526(3) . ?
C9 C12 1.526(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
N1 Pd1 S1 85.83(5) . . ?
N1 Pd1 Cl2 173.85(6) . . ?
S1 Pd1 Cl2 93.24(2) . . ?
N1 Pd1 Cl1 88.17(5) . . ?
S1 Pd1 Cl1 173.88(2) . . ?
Cl2 Pd1 Cl1 92.85(2) . . ?
O1 S1 C1 108.88(11) . . ?
O1 S1 C9 108.49(10) . . ?
C1 S1 C9 103.21(11) . . ?
O1 S1 Pd1 117.02(8) . . ?
C1 S1 Pd1 100.04(8) . . ?
C9 S1 Pd1 117.58(8) . . ?
C2 N1 Pd1 113.14(13) . . ?
C2 N1 H1A 109.0 . . ?
Pd1 N1 H1A 109.0 . . ?
C2 N1 H1B 109.0 . . ?
Pd1 N1 H1B 109.0 . . ?
H1A N1 H1B 107.8 . . ?
C2 C1 S1 107.74(14) . . ?
C2 C1 H1C 110.2 . . ?
S1 C1 H1C 110.2 . . ?
C2 C1 H1D 110.2 . . ?
S1 C1 H1D 110.2 . . ?
H1C C1 H1D 108.5 . . ?
N1 C2 C3 112.64(17) . . ?
N1 C2 C1 107.17(17) . . ?
C3 C2 C1 113.20(17) . . ?
N1 C2 H2 107.9 . . ?
C3 C2 H2 107.9 . . ?
C1 C2 H2 107.9 . . ?
C4 C3 C8 119.0(2) . . ?
C4 C3 C2 122.7(2) . . ?
C8 C3 C2 118.31(19) . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C3 120.6(2) . . ?
C7 C8 H8 119.7 . . ?
C3 C8 H8 119.7 . . ?
C10 C9 C11 111.0(2) . . ?
C10 C9 C12 110.4(2) . . ?
C11 C9 C12 113.2(2) . . ?
C10 C9 S1 106.19(16) . . ?
C11 C9 S1 107.87(16) . . ?
C12 C9 S1 107.87(17) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 87.69(17) . . . . ?
C9 S1 C1 C2 -157.19(16) . . . . ?
Pd1 S1 C1 C2 -35.55(16) . . . . ?
Pd1 N1 C2 C3 -174.74(13) . . . . ?
Pd1 N1 C2 C1 -49.59(19) . . . . ?
S1 C1 C2 N1 55.1(2) . . . . ?
S1 C1 C2 C3 179.94(15) . . . . ?
N1 C2 C3 C4 101.7(2) . . . . ?
C1 C2 C3 C4 -20.1(3) . . . . ?
N1 C2 C3 C8 -78.9(3) . . . . ?
C1 C2 C3 C8 159.3(2) . . . . ?
C8 C3 C4 C5 -2.1(4) . . . . ?
C2 C3 C4 C5 177.3(2) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C4 C5 C6 C7 1.0(4) . . . . ?
C5 C6 C7 C8 -1.1(4) . . . . ?
C6 C7 C8 C3 -0.4(4) . . . . ?
C4 C3 C8 C7 2.0(4) . . . . ?
C2 C3 C8 C7 -177.5(2) . . . . ?
O1 S1 C9 C10 -50.11(19) . . . . ?
C1 S1 C9 C10 -165.52(17) . . . . ?
Pd1 S1 C9 C10 85.54(17) . . . . ?
O1 S1 C9 C11 -169.12(17) . . . . ?
C1 S1 C9 C11 75.47(19) . . . . ?
Pd1 S1 C9 C11 -33.47(19) . . . . ?
O1 S1 C9 C12 68.24(19) . . . . ?
C1 S1 C9 C12 -47.2(2) . . . . ?
Pd1 S1 C9 C12 -156.11(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A O1 0.91 2.13 2.872(2) 138.2 4_556 yes
N1 H1B Cl2 0.91 2.34 3.236(2) 168.3 3_655 yes

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_13_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261910'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 Cl2 N O Pd S'
_chemical_formula_sum            'C18 H17 Cl2 N O Pd S'
_chemical_formula_weight         472.68

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.309(5)
_cell_length_b                   13.919(10)
_cell_length_c                   20.755(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1823(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    1172
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      21.65

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.430
_shelx_estimated_absorpt_T_min   0.535
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.3242
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            5237
_diffrn_reflns_av_unetI/netI     0.1090
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.927
_diffrn_reflns_theta_max         25.247
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measured_fraction_theta_full 0.886
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_Laue_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.692
_diffrn_reflns_point_group_measured_fraction_full 0.692
_reflns_number_total             2296
_reflns_number_gt                1769
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.340
_reflns_Friedel_fraction_max     0.421
_reflns_Friedel_fraction_full    0.422

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1282P)²+22.2169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 360 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.07(15)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         2296
_refine_ls_number_parameters     217
_refine_ls_number_restraints     350
_refine_ls_R_factor_all          0.1173
_refine_ls_R_factor_gt           0.0940
_refine_ls_wR_factor_ref         0.2475
_refine_ls_wR_factor_gt          0.2358
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 1.1123(3) 0.71336(14) 0.58210(8) 0.0330(5) Uani 1 1 d . U . . .
Cl1 Cl 1.3262(13) 0.8153(6) 0.6386(4) 0.067(2) Uani 1 1 d . U . . .
Cl2 Cl 0.9110(13) 0.8387(5) 0.5428(3) 0.0511(16) Uani 1 1 d . U . . .
S1 S 1.2988(10) 0.5899(5) 0.6166(3) 0.0360(12) Uani 1 1 d . U . . .
O1 O 1.536(3) 0.5846(13) 0.6160(8) 0.042(3) Uani 1 1 d . U . . .
N1 N 0.931(4) 0.6155(14) 0.5310(9) 0.039(3) Uani 1 1 d . U . . .
H1A H 0.791469 0.630062 0.536277 0.047 Uiso 1 1 calc R U . . .
H1B H 0.961972 0.620781 0.488345 0.047 Uiso 1 1 calc R U . . .
C1 C 1.201(4) 0.4956(19) 0.5659(11) 0.039(2) Uani 1 1 d . U . . .
H1C H 1.282683 0.493287 0.525203 0.046 Uiso 1 1 calc R U . . .
H1D H 1.215108 0.432787 0.587835 0.046 Uiso 1 1 calc R U . . .
C2 C 0.968(4) 0.5165(18) 0.5517(12) 0.040(2) Uani 1 1 d . U . . .
H2 H 0.888717 0.507493 0.593037 0.048 Uiso 1 1 calc R U . . .
C3 C 0.878(5) 0.4411(17) 0.5030(11) 0.043(2) Uani 1 1 d . U . . .
C4 C 0.973(5) 0.4189(19) 0.4478(12) 0.046(3) Uani 1 1 d . U . . .
H4 H 1.101330 0.450805 0.437266 0.055 Uiso 1 1 calc R U . . .
C5 C 0.893(5) 0.3506(19) 0.4040(11) 0.049(3) Uani 1 1 d . U . . .
C6 C 0.984(5) 0.322(2) 0.3472(13) 0.053(3) Uani 1 1 d . U . . .
H6 H 1.119962 0.345747 0.336198 0.063 Uiso 1 1 calc R U . . .
C7 C 0.881(6) 0.2556(19) 0.3035(13) 0.056(3) Uani 1 1 d . U . . .
H7 H 0.950853 0.233547 0.265646 0.067 Uiso 1 1 calc R U . . .
C8 C 0.679(5) 0.226(2) 0.3186(13) 0.055(3) Uani 1 1 d . U . . .
H8 H 0.608692 0.185832 0.288231 0.066 Uiso 1 1 calc R U . . .
C9 C 0.570(5) 0.2490(18) 0.3741(12) 0.053(3) Uani 1 1 d . U . . .
H9 H 0.430996 0.225680 0.382469 0.063 Uiso 1 1 calc R U . . .
C10 C 0.681(4) 0.3113(18) 0.4190(13) 0.050(3) Uani 1 1 d . U . . .
C11 C 0.580(5) 0.3345(19) 0.4781(11) 0.049(3) Uani 1 1 d . U . . .
H11 H 0.445998 0.307590 0.488140 0.059 Uiso 1 1 calc R U . . .
C12 C 0.673(5) 0.3936(19) 0.5192(12) 0.046(3) Uani 1 1 d . U . . .
H12 H 0.608561 0.405988 0.559680 0.056 Uiso 1 1 calc R U . . .
C13 C 1.214(5) 0.5516(19) 0.6952(12) 0.040(2) Uani 1 1 d . U . . .
C14 C 1.352(5) 0.5011(18) 0.7307(11) 0.044(3) Uani 1 1 d . U . . .
H14 H 1.494007 0.490682 0.716862 0.053 Uiso 1 1 calc R U . . .
C15 C 1.277(5) 0.464(2) 0.7894(12) 0.046(3) Uani 1 1 d . U . . .
H15 H 1.367627 0.426040 0.815279 0.055 Uiso 1 1 calc R U . . .
C16 C 1.065(5) 0.4832(19) 0.8111(12) 0.046(3) Uani 1 1 d . U . . .
H16 H 1.014557 0.457699 0.850631 0.055 Uiso 1 1 calc R U . . .
C17 C 0.943(5) 0.5376(18) 0.7740(11) 0.045(3) Uani 1 1 d . U . . .
H17 H 0.804029 0.551854 0.788427 0.053 Uiso 1 1 calc R U . . .
C18 C 1.009(4) 0.5747(19) 0.7152(12) 0.042(3) Uani 1 1 d . U . . .
H18 H 0.918635 0.614014 0.689814 0.051 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
Pd1 N1 2.07(2) . ?
Pd1 S1 2.202(7) . ?
Pd1 Cl1 2.282(7) . ?
Pd1 Cl2 2.307(7) . ?
S1 O1 1.496(17) . ?
S1 C1 1.79(3) . ?
S1 C13 1.80(3) . ?
N1 C2 1.46(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.53(4) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.56(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.33(3) . ?
C3 C12 1.49(4) . ?
C4 C5 1.41(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.37(4) . ?
C5 C10 1.48(4) . ?
C6 C7 1.44(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.38(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.38(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.45(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.42(4) . ?
C11 C12 1.32(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.34(4) . ?
C13 C18 1.40(4) . ?
C14 C15 1.41(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.43(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.33(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.39(3) . ?
C17 H17 0.9500 . ?
C18 H18 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
N1 Pd1 S1 87.1(6) . . ?
N1 Pd1 Cl1 177.0(7) . . ?
S1 Pd1 Cl1 90.1(3) . . ?
N1 Pd1 Cl2 90.7(6) . . ?
S1 Pd1 Cl2 177.7(3) . . ?
Cl1 Pd1 Cl2 92.1(3) . . ?
O1 S1 C1 107.6(12) . . ?
O1 S1 C13 106.9(12) . . ?
C1 S1 C13 102.3(12) . . ?
O1 S1 Pd1 124.7(9) . . ?
C1 S1 Pd1 101.3(9) . . ?
C13 S1 Pd1 111.6(10) . . ?
C2 N1 Pd1 112.5(15) . . ?
C2 N1 H1A 109.1 . . ?
Pd1 N1 H1A 109.1 . . ?
C2 N1 H1B 109.1 . . ?
Pd1 N1 H1B 109.1 . . ?
H1A N1 H1B 107.8 . . ?
C2 C1 S1 107.8(19) . . ?
C2 C1 H1C 110.2 . . ?
S1 C1 H1C 110.2 . . ?
C2 C1 H1D 110.2 . . ?
S1 C1 H1D 110.2 . . ?
H1C C1 H1D 108.5 . . ?
N1 C2 C1 113(2) . . ?
N1 C2 C3 112.7(19) . . ?
C1 C2 C3 110(2) . . ?
N1 C2 H2 106.9 . . ?
C1 C2 H2 106.9 . . ?
C3 C2 H2 106.9 . . ?
C4 C3 C12 119(2) . . ?
C4 C3 C2 124(3) . . ?
C12 C3 C2 118(2) . . ?
C3 C4 C5 124(3) . . ?
C3 C4 H4 118.2 . . ?
C5 C4 H4 118.2 . . ?
C6 C5 C4 127(3) . . ?
C6 C5 C10 117(3) . . ?
C4 C5 C10 116(2) . . ?
C5 C6 C7 123(3) . . ?
C5 C6 H6 118.6 . . ?
C7 C6 H6 118.6 . . ?
C8 C7 C6 118(3) . . ?
C8 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C7 C8 C9 126(3) . . ?
C7 C8 H8 117.2 . . ?
C9 C8 H8 117.2 . . ?
C8 C9 C10 116(3) . . ?
C8 C9 H9 122.1 . . ?
C10 C9 H9 122.1 . . ?
C11 C10 C9 118(3) . . ?
C11 C10 C5 120(3) . . ?
C9 C10 C5 122(2) . . ?
C12 C11 C10 120(3) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C3 121(3) . . ?
C11 C12 H12 119.5 . . ?
C3 C12 H12 119.5 . . ?
C14 C13 C18 124(2) . . ?
C14 C13 S1 117(2) . . ?
C18 C13 S1 118(2) . . ?
C13 C14 C15 116(3) . . ?
C13 C14 H14 121.8 . . ?
C15 C14 H14 121.8 . . ?
C14 C15 C16 122(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 118(3) . . ?
C17 C16 H16 121.2 . . ?
C15 C16 H16 121.2 . . ?
C16 C17 C18 123(3) . . ?
C16 C17 H17 118.3 . . ?
C18 C17 H17 118.3 . . ?
C17 C18 C13 117(3) . . ?
C17 C18 H18 121.6 . . ?
C13 C18 H18 121.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 -165.0(16) . . . . ?
C13 S1 C1 C2 82.6(19) . . . . ?
Pd1 S1 C1 C2 -32.8(17) . . . . ?
Pd1 N1 C2 C1 -40(2) . . . . ?
Pd1 N1 C2 C3 -165.4(18) . . . . ?
S1 C1 C2 N1 48(2) . . . . ?
S1 C1 C2 C3 175.4(16) . . . . ?
N1 C2 C3 C4 77(3) . . . . ?
C1 C2 C3 C4 -50(3) . . . . ?
N1 C2 C3 C12 -102(3) . . . . ?
C1 C2 C3 C12 131(2) . . . . ?
C12 C3 C4 C5 -2(4) . . . . ?
C2 C3 C4 C5 180(2) . . . . ?
C3 C4 C5 C6 -178(3) . . . . ?
C3 C4 C5 C10 7(4) . . . . ?
C4 C5 C6 C7 -176(3) . . . . ?
C10 C5 C6 C7 0(4) . . . . ?
C5 C6 C7 C8 4(4) . . . . ?
C6 C7 C8 C9 -4(5) . . . . ?
C7 C8 C9 C10 1(4) . . . . ?
C8 C9 C10 C11 -177(3) . . . . ?
C8 C9 C10 C5 3(4) . . . . ?
C6 C5 C10 C11 177(3) . . . . ?
C4 C5 C10 C11 -7(4) . . . . ?
C6 C5 C10 C9 -3(4) . . . . ?
C4 C5 C10 C9 173(2) . . . . ?
C9 C10 C11 C12 -178(3) . . . . ?
C5 C10 C11 C12 2(4) . . . . ?
C10 C11 C12 C3 3(4) . . . . ?
C4 C3 C12 C11 -4(4) . . . . ?
C2 C3 C12 C11 175(2) . . . . ?
O1 S1 C13 C14 -19(3) . . . . ?
C1 S1 C13 C14 94(2) . . . . ?
Pd1 S1 C13 C14 -158(2) . . . . ?
O1 S1 C13 C18 162(2) . . . . ?
C1 S1 C13 C18 -85(2) . . . . ?
Pd1 S1 C13 C18 23(2) . . . . ?
C18 C13 C14 C15 5(4) . . . . ?
S1 C13 C14 C15 -174.3(18) . . . . ?
C13 C14 C15 C16 -2(4) . . . . ?
C14 C15 C16 C17 -1(4) . . . . ?
C15 C16 C17 C18 1(4) . . . . ?
C16 C17 C18 C13 1(4) . . . . ?
C14 C13 C18 C17 -4(4) . . . . ?
S1 C13 C18 C17 175.1(19) . . . . ?

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
N1 H1A Cl2 0.91 2.94 3.68(2) 139.1 4_466
N1 H1A O1 0.91 2.40 3.09(3) 132.5 1_455
N1 H1B Cl1 0.91 2.91 3.71(2) 147.4 4_466
N1 H1B Cl2 0.91 2.96 3.45(2) 115.7 4_566

_refine_diff_density_max         1.395
_refine_diff_density_min         -1.915
_refine_diff_density_rms         0.224


#==============================================================================0
# start Validation Reply Form

_vrf_PLAT029_13_Sc_Rs            
;
PROBLEM:
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full value Low .  0.886 Why? 
RESPONSE: 
The available crystals formed as fine needles systematically exhibited a 
poor crystallinity, which was finally reflected in a very weak diffraction 
intensity, especially at higher diffraction angles, and with quite broad 
reflections. This is more likely due to effect of packing faults.
;
####################################################################### 
# 
# 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_18_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261916'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C9 H21 Cl2 N O Pd S'
_chemical_formula_sum            'C9 H21 Cl2 N O Pd S'
_chemical_formula_weight         368.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   8.5540(4)
_cell_length_b                   10.1169(4)
_cell_length_c                   16.2154(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1403.28(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9829
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      30.50

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.829
_shelx_estimated_absorpt_T_min   0.462
_shelx_estimated_absorpt_T_max   0.711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5458
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            30895
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.512
_diffrn_reflns_theta_max         30.538
_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 0.999
_reflns_number_total             4283
_reflns_number_gt                4195
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_max     0.998
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0177P)²+0.1423P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1785 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.008(9)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4283
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0160
_refine_ls_R_factor_gt           0.0151
_refine_ls_wR_factor_ref         0.0362
_refine_ls_wR_factor_gt          0.0357
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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
Pd1 Pd 0.39267(2) 0.37378(2) 0.60322(2) 0.01802(4) Uani 1 1 d . . . . .
Cl1 Cl 0.25057(7) 0.19189(5) 0.56111(3) 0.02823(11) Uani 1 1 d . . . . .
Cl2 Cl 0.18296(7) 0.51265(6) 0.58195(4) 0.03518(13) Uani 1 1 d . . . . .
S1 S 0.55429(6) 0.52882(5) 0.65167(3) 0.01863(9) Uani 1 1 d . . . . .
O1 O 0.5278(2) 0.57530(15) 0.73660(10) 0.0289(3) Uani 1 1 d . . . . .
N1 N 0.5769(2) 0.24735(16) 0.61803(11) 0.0211(3) Uani 1 1 d . . . . .
H1A H 0.540241 0.170714 0.640131 0.025 Uiso 1 1 calc R U . . .
H1B H 0.616156 0.227889 0.567299 0.025 Uiso 1 1 calc R U . . .
C1 C 0.7368(3) 0.43969(18) 0.64803(14) 0.0211(4) Uani 1 1 d . . . . .
H1C H 0.781906 0.445177 0.591918 0.025 Uiso 1 1 calc R U . . .
H1D H 0.812077 0.479325 0.687239 0.025 Uiso 1 1 calc R U . . .
C2 C 0.7074(2) 0.29577(19) 0.67068(12) 0.0188(4) Uani 1 1 d . . . . .
H2 H 0.673183 0.291967 0.729598 0.023 Uiso 1 1 calc R U . . .
C3 C 0.8576(2) 0.2140(2) 0.66164(13) 0.0223(4) Uani 1 1 d . . . . .
H3 H 0.905369 0.235361 0.606958 0.027 Uiso 1 1 calc R U . . .
C4 C 0.9743(3) 0.2513(3) 0.72845(15) 0.0332(5) Uani 1 1 d . . . . .
H4A H 1.000334 0.345298 0.723633 0.050 Uiso 1 1 calc R U . . .
H4B H 1.069428 0.198320 0.721996 0.050 Uiso 1 1 calc R U . . .
H4C H 0.928296 0.234273 0.782775 0.050 Uiso 1 1 calc R U . . .
C5 C 0.8249(3) 0.0654(2) 0.66404(18) 0.0351(5) Uani 1 1 d . . . . .
H5A H 0.923170 0.016805 0.657538 0.053 Uiso 1 1 calc R U . . .
H5B H 0.753436 0.041968 0.619112 0.053 Uiso 1 1 calc R U . . .
H5C H 0.776965 0.042322 0.717020 0.053 Uiso 1 1 calc R U . . .
C6 C 0.5921(3) 0.67248(18) 0.58401(12) 0.0212(4) Uani 1 1 d . . . . .
C7 C 0.4646(3) 0.7739(2) 0.60260(17) 0.0298(4) Uani 1 1 d . . . . .
H7A H 0.475152 0.804569 0.659660 0.045 Uiso 1 1 calc R U . . .
H7B H 0.361697 0.733052 0.595106 0.045 Uiso 1 1 calc R U . . .
H7C H 0.475168 0.849177 0.564973 0.045 Uiso 1 1 calc R U . . .
C8 C 0.5852(3) 0.6235(2) 0.49551(12) 0.0263(4) Uani 1 1 d . . . . .
H8A H 0.596426 0.698571 0.457770 0.039 Uiso 1 1 calc R U . . .
H8B H 0.484592 0.579939 0.485725 0.039 Uiso 1 1 calc R U . . .
H8C H 0.670247 0.560414 0.485944 0.039 Uiso 1 1 calc R U . . .
C9 C 0.7511(3) 0.7298(2) 0.60621(17) 0.0300(4) Uani 1 1 d . . . . .
H9A H 0.833014 0.665870 0.592340 0.045 Uiso 1 1 calc R U . . .
H9B H 0.754487 0.748863 0.665436 0.045 Uiso 1 1 calc R U . . .
H9C H 0.768113 0.811646 0.575136 0.045 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
Pd1 N1 2.0441(17) . ?
Pd1 S1 2.2336(5) . ?
Pd1 Cl2 2.3046(6) . ?
Pd1 Cl1 2.3086(5) . ?
S1 O1 1.4727(16) . ?
S1 C1 1.804(2) . ?
S1 C6 1.8494(19) . ?
N1 C2 1.488(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.522(3) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.535(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.520(3) . ?
C3 C5 1.529(3) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C8 1.519(3) . ?
C6 C9 1.522(3) . ?
C6 C7 1.527(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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
N1 Pd1 S1 85.46(5) . . ?
N1 Pd1 Cl2 177.90(5) . . ?
S1 Pd1 Cl2 96.10(2) . . ?
N1 Pd1 Cl1 86.68(5) . . ?
S1 Pd1 Cl1 171.76(2) . . ?
Cl2 Pd1 Cl1 91.82(2) . . ?
O1 S1 C1 108.86(11) . . ?
O1 S1 C6 109.31(9) . . ?
C1 S1 C6 102.84(10) . . ?
O1 S1 Pd1 117.26(8) . . ?
C1 S1 Pd1 99.96(7) . . ?
C6 S1 Pd1 116.83(7) . . ?
C2 N1 Pd1 116.09(12) . . ?
C2 N1 H1A 108.3 . . ?
Pd1 N1 H1A 108.3 . . ?
C2 N1 H1B 108.3 . . ?
Pd1 N1 H1B 108.3 . . ?
H1A N1 H1B 107.4 . . ?
C2 C1 S1 109.13(15) . . ?
C2 C1 H1C 109.9 . . ?
S1 C1 H1C 109.9 . . ?
C2 C1 H1D 109.9 . . ?
S1 C1 H1D 109.9 . . ?
H1C C1 H1D 108.3 . . ?
N1 C2 C1 107.46(16) . . ?
N1 C2 C3 113.30(16) . . ?
C1 C2 C3 110.77(17) . . ?
N1 C2 H2 108.4 . . ?
C1 C2 H2 108.4 . . ?
C3 C2 H2 108.4 . . ?
C4 C3 C5 110.2(2) . . ?
C4 C3 C2 110.34(18) . . ?
C5 C3 C2 111.96(18) . . ?
C4 C3 H3 108.1 . . ?
C5 C3 H3 108.1 . . ?
C2 C3 H3 108.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C6 C9 112.46(19) . . ?
C8 C6 C7 112.22(19) . . ?
C9 C6 C7 109.59(17) . . ?
C8 C6 S1 107.30(13) . . ?
C9 C6 S1 108.38(15) . . ?
C7 C6 S1 106.63(15) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 86.69(16) . . . . ?
C6 S1 C1 C2 -157.43(14) . . . . ?
Pd1 S1 C1 C2 -36.77(14) . . . . ?
Pd1 N1 C2 C1 -42.50(18) . . . . ?
Pd1 N1 C2 C3 -165.19(13) . . . . ?
S1 C1 C2 N1 51.26(18) . . . . ?
S1 C1 C2 C3 175.50(14) . . . . ?
N1 C2 C3 C4 -168.95(18) . . . . ?
C1 C2 C3 C4 70.2(2) . . . . ?
N1 C2 C3 C5 -45.8(2) . . . . ?
C1 C2 C3 C5 -166.60(19) . . . . ?
O1 S1 C6 C8 -168.55(15) . . . . ?
C1 S1 C6 C8 75.90(16) . . . . ?
Pd1 S1 C6 C8 -32.41(17) . . . . ?
O1 S1 C6 C9 69.77(17) . . . . ?
C1 S1 C6 C9 -45.78(16) . . . . ?
Pd1 S1 C6 C9 -154.09(13) . . . . ?
O1 S1 C6 C7 -48.13(18) . . . . ?
C1 S1 C6 C7 -163.68(15) . . . . ?
Pd1 S1 C6 C7 88.01(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B Cl1 0.91 2.51 3.3199(19) 148.0 4_556 yes
N1 H1A O1 0.91 2.29 3.064(2) 142.1 3_646 yes

_refine_diff_density_max         0.240
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_15_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261913'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C11 H17 Cl2 N O Pd S'
_chemical_formula_sum            'C11 H17 Cl2 N O Pd S'
_chemical_formula_weight         388.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   8.1116(5)
_cell_length_b                   12.0151(7)
_cell_length_c                   14.6744(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1430.19(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9972
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      30.50

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.800
_shelx_estimated_absorpt_T_min   0.715
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6498
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            27751
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.191
_diffrn_reflns_theta_max         30.539
_diffrn_reflns_theta_full        25.242
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4379
_reflns_number_gt                4066
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_max     0.997
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0116P)²+0.6834P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1633 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.003(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4379
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0484
_refine_ls_wR_factor_gt          0.0472
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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
Pd1 Pd 0.43738(3) 0.24889(2) 0.88472(2) 0.01892(6) Uani 1 1 d . . . . .
Cl1 Cl 0.29804(11) 0.36520(7) 0.98444(5) 0.02462(17) Uani 1 1 d . . . . .
Cl2 Cl 0.21887(12) 0.12848(8) 0.87214(7) 0.0359(2) Uani 1 1 d . . . . .
S1 S 0.57996(11) 0.15369(7) 0.78385(6) 0.02104(16) Uani 1 1 d . . . . .
O1 O 0.6018(3) 0.0330(2) 0.7886(2) 0.0341(6) Uani 1 1 d . . . . .
N1 N 0.6437(3) 0.3460(2) 0.89641(19) 0.0218(6) Uani 1 1 d . . . . .
H1A H 0.611332 0.417780 0.904730 0.026 Uiso 1 1 calc R U . . .
H1B H 0.699519 0.324706 0.947312 0.026 Uiso 1 1 calc R U . . .
C1 C 0.7785(4) 0.2201(3) 0.7901(2) 0.0230(7) Uani 1 1 d . . . . .
H1C H 0.848178 0.181136 0.835386 0.028 Uiso 1 1 calc R U . . .
H1D H 0.833877 0.215403 0.730108 0.028 Uiso 1 1 calc R U . . .
C2 C 0.7595(4) 0.3421(3) 0.8175(2) 0.0211(7) Uani 1 1 d . . . . .
H2 H 0.709387 0.383895 0.765486 0.025 Uiso 1 1 calc R U . . .
C3 C 0.9287(5) 0.3935(3) 0.8396(2) 0.0272(7) Uani 1 1 d . . . . .
H3 H 0.983021 0.346481 0.887054 0.033 Uiso 1 1 calc R U . . .
C4 C 1.0369(5) 0.3934(4) 0.7553(3) 0.0377(10) Uani 1 1 d . . . . .
H4A H 0.982407 0.435395 0.706558 0.057 Uiso 1 1 calc R U . . .
H4B H 1.055171 0.316638 0.735204 0.057 Uiso 1 1 calc R U . . .
H4C H 1.143048 0.428246 0.769597 0.057 Uiso 1 1 calc R U . . .
C5 C 0.9114(5) 0.5111(3) 0.8772(3) 0.0400(9) Uani 1 1 d . . . . .
H5A H 1.021161 0.543152 0.886861 0.060 Uiso 1 1 calc R U . . .
H5B H 0.851791 0.508794 0.935200 0.060 Uiso 1 1 calc R U . . .
H5C H 0.850266 0.557147 0.833588 0.060 Uiso 1 1 calc R U . . .
C6 C 0.5112(4) 0.1880(3) 0.6725(2) 0.0208(7) Uani 1 1 d . . . . .
C7 C 0.5393(4) 0.1117(3) 0.6039(2) 0.0277(7) Uani 1 1 d . . . . .
H7 H 0.596465 0.044336 0.616068 0.033 Uiso 1 1 calc R U . . .
C8 C 0.4824(5) 0.1353(4) 0.5169(3) 0.0379(10) Uani 1 1 d . . . . .
H8 H 0.497982 0.082944 0.469122 0.045 Uiso 1 1 calc R U . . .
C9 C 0.4037(5) 0.2340(4) 0.4998(2) 0.0405(11) Uani 1 1 d . . . . .
H9 H 0.364150 0.249509 0.440202 0.049 Uiso 1 1 calc R U . . .
C10 C 0.3812(6) 0.3113(4) 0.5686(3) 0.0389(10) Uani 1 1 d . . . . .
H10 H 0.329830 0.380562 0.555567 0.047 Uiso 1 1 calc R U . . .
C11 C 0.4334(5) 0.2880(3) 0.6564(2) 0.0281(7) Uani 1 1 d . . . . .
H11 H 0.416095 0.339793 0.704368 0.034 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
Pd1 N1 2.047(3) . ?
Pd1 S1 2.1993(8) . ?
Pd1 Cl2 2.2953(9) . ?
Pd1 Cl1 2.3177(9) . ?
S1 O1 1.462(3) . ?
S1 C6 1.776(4) . ?
S1 C1 1.800(3) . ?
N1 C2 1.491(4) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.528(5) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.539(5) . ?
C2 H2 1.0000 . ?
C3 C4 1.517(5) . ?
C3 C5 1.523(5) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.377(5) . ?
C6 C7 1.380(4) . ?
C7 C8 1.387(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.370(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(5) . ?
C10 H10 0.9500 . ?
C11 H11 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
N1 Pd1 S1 85.57(8) . . ?
N1 Pd1 Cl2 175.66(9) . . ?
S1 Pd1 Cl2 91.39(3) . . ?
N1 Pd1 Cl1 90.13(8) . . ?
S1 Pd1 Cl1 174.25(3) . . ?
Cl2 Pd1 Cl1 93.11(3) . . ?
O1 S1 C6 108.18(16) . . ?
O1 S1 C1 109.19(16) . . ?
C6 S1 C1 103.01(16) . . ?
O1 S1 Pd1 123.20(12) . . ?
C6 S1 Pd1 109.47(11) . . ?
C1 S1 Pd1 101.87(11) . . ?
C2 N1 Pd1 115.6(2) . . ?
C2 N1 H1A 108.4 . . ?
Pd1 N1 H1A 108.4 . . ?
C2 N1 H1B 108.4 . . ?
Pd1 N1 H1B 108.4 . . ?
H1A N1 H1B 107.4 . . ?
C2 C1 S1 110.4(2) . . ?
C2 C1 H1C 109.6 . . ?
S1 C1 H1C 109.6 . . ?
C2 C1 H1D 109.6 . . ?
S1 C1 H1D 109.6 . . ?
H1C C1 H1D 108.1 . . ?
N1 C2 C1 107.3(3) . . ?
N1 C2 C3 112.7(3) . . ?
C1 C2 C3 110.5(3) . . ?
N1 C2 H2 108.7 . . ?
C1 C2 H2 108.7 . . ?
C3 C2 H2 108.7 . . ?
C4 C3 C5 110.4(3) . . ?
C4 C3 C2 110.1(3) . . ?
C5 C3 C2 111.5(3) . . ?
C4 C3 H3 108.2 . . ?
C5 C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 122.0(3) . . ?
C11 C6 S1 120.3(3) . . ?
C7 C6 S1 117.7(3) . . ?
C6 C7 C8 118.7(4) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C9 C8 C7 120.0(4) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.6(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C11 120.2(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C6 C11 C10 118.4(3) . . ?
C6 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 -160.9(2) . . . . ?
C6 S1 C1 C2 84.3(3) . . . . ?
Pd1 S1 C1 C2 -29.2(2) . . . . ?
Pd1 N1 C2 C1 -44.4(3) . . . . ?
Pd1 N1 C2 C3 -166.3(2) . . . . ?
S1 C1 C2 N1 46.7(3) . . . . ?
S1 C1 C2 C3 169.9(2) . . . . ?
N1 C2 C3 C4 -176.6(3) . . . . ?
C1 C2 C3 C4 63.3(4) . . . . ?
N1 C2 C3 C5 -53.6(4) . . . . ?
C1 C2 C3 C5 -173.7(3) . . . . ?
O1 S1 C6 C11 160.1(3) . . . . ?
C1 S1 C6 C11 -84.4(3) . . . . ?
Pd1 S1 C6 C11 23.4(3) . . . . ?
O1 S1 C6 C7 -20.3(3) . . . . ?
C1 S1 C6 C7 95.3(3) . . . . ?
Pd1 S1 C6 C7 -156.9(2) . . . . ?
C11 C6 C7 C8 -2.2(6) . . . . ?
S1 C6 C7 C8 178.1(3) . . . . ?
C6 C7 C8 C9 1.6(6) . . . . ?
C7 C8 C9 C10 0.5(7) . . . . ?
C8 C9 C10 C11 -2.1(7) . . . . ?
C7 C6 C11 C10 0.6(6) . . . . ?
S1 C6 C11 C10 -179.8(3) . . . . ?
C9 C10 C11 C6 1.6(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B Cl2 0.91 2.71 3.464(3) 140.5 4_557 yes
N1 H1B Cl1 0.91 2.62 3.326(3) 135.3 4_557 yes

_refine_diff_density_max         0.368
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_16_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261914'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C16 H21 Cl2 N O Pd S'
_chemical_formula_sum            'C16 H21 Cl2 N O Pd S'
_chemical_formula_weight         452.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   5.8774(5)
_cell_length_b                   12.2061(9)
_cell_length_c                   24.8164(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1780.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9860
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      30.47

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.460
_shelx_estimated_absorpt_T_min   0.529
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5061
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            29285
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_av_R_equivalents  0.0930
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.341
_diffrn_reflns_theta_max         30.555
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5447
_reflns_number_gt                4946
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_max     0.995
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+0.5137P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1909 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.04(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5447
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.55183(6) 0.20028(3) 0.60822(2) 0.02042(10) Uani 1 1 d . . . . .
Cl1 Cl 0.5455(3) 0.12810(10) 0.52278(5) 0.0329(3) Uani 1 1 d . . . . .
Cl2 Cl 0.2248(2) 0.10864(11) 0.63257(6) 0.0320(3) Uani 1 1 d . . . . .
S1 S 0.5812(2) 0.29243(11) 0.68534(4) 0.0242(2) Uani 1 1 d . . . . .
O1 O 0.4082(7) 0.3773(4) 0.69494(16) 0.0380(10) Uani 1 1 d . . . . .
N1 N 0.8452(8) 0.2772(3) 0.58677(16) 0.0237(8) Uani 1 1 d . . . . .
H1A H 0.963282 0.230214 0.592163 0.028 Uiso 1 1 calc R U . . .
H1B H 0.839298 0.292292 0.550890 0.028 Uiso 1 1 calc R U . . .
C1 C 0.8565(9) 0.3555(4) 0.6758(2) 0.0261(10) Uani 1 1 d . . . . .
H1C H 0.864879 0.424446 0.696651 0.031 Uiso 1 1 calc R U . . .
H1D H 0.977337 0.305741 0.688936 0.031 Uiso 1 1 calc R U . . .
C2 C 0.8931(8) 0.3796(4) 0.61596(19) 0.0239(10) Uani 1 1 d . . . . .
H2 H 1.057697 0.397399 0.610693 0.029 Uiso 1 1 calc R U . . .
C3 C 0.7534(9) 0.4769(4) 0.59512(19) 0.0241(10) Uani 1 1 d . . . . .
C4 C 0.8304(9) 0.5797(4) 0.6053(2) 0.0240(9) Uani 1 1 d . . . . .
H4 H 0.972157 0.588765 0.623124 0.029 Uiso 1 1 calc R U . . .
C5 C 0.7050(9) 0.6741(4) 0.58998(19) 0.0237(10) Uani 1 1 d . . . . .
C6 C 0.7796(11) 0.7818(4) 0.6007(2) 0.0324(12) Uani 1 1 d . . . . .
H6 H 0.921835 0.793206 0.617973 0.039 Uiso 1 1 calc R U . . .
C7 C 0.6496(12) 0.8698(4) 0.5864(2) 0.0364(13) Uani 1 1 d . . . . .
H7 H 0.702204 0.941790 0.594022 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4376(13) 0.8550(4) 0.5606(2) 0.0343(12) Uani 1 1 d . . . . .
H8 H 0.348265 0.916926 0.550992 0.041 Uiso 1 1 calc R U . . .
C9 C 0.3606(11) 0.7515(5) 0.5492(2) 0.0306(11) Uani 1 1 d . . . . .
H9 H 0.217960 0.742036 0.531829 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4928(9) 0.6584(4) 0.56335(18) 0.0241(10) Uani 1 1 d . . . . .
C11 C 0.4215(10) 0.5508(4) 0.5508(2) 0.0279(11) Uani 1 1 d . . . . .
H11 H 0.283721 0.539813 0.531543 0.034 Uiso 1 1 calc R U . . .
C12 C 0.5481(11) 0.4626(4) 0.5661(2) 0.0291(10) Uani 1 1 d . . . . .
H12 H 0.498222 0.390826 0.557154 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6181(9) 0.2091(6) 0.74780(19) 0.0355(13) Uani 1 1 d . . . . .
C14 C 0.7247(12) 0.2842(7) 0.7905(2) 0.0505(19) Uani 1 1 d . . . . .
H14A H 0.720071 0.247790 0.825700 0.076 Uiso 1 1 calc R U . . .
H14B H 0.639063 0.352976 0.792325 0.076 Uiso 1 1 calc R U . . .
H14C H 0.883073 0.299722 0.780802 0.076 Uiso 1 1 calc R U . . .
C15 C 0.3781(11) 0.1773(8) 0.7652(3) 0.055(2) Uani 1 1 d . . . . .
H15A H 0.306984 0.132868 0.736944 0.083 Uiso 1 1 calc R U . . .
H15B H 0.287722 0.243731 0.771067 0.083 Uiso 1 1 calc R U . . .
H15C H 0.385480 0.135006 0.798684 0.083 Uiso 1 1 calc R U . . .
C16 C 0.7602(12) 0.1104(6) 0.7343(3) 0.0442(16) Uani 1 1 d . . . . .
H16A H 0.780677 0.065559 0.766676 0.066 Uiso 1 1 calc R U . . .
H16B H 0.909085 0.134294 0.720952 0.066 Uiso 1 1 calc R U . . .
H16C H 0.683381 0.067142 0.706452 0.066 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
Pd1 N1 2.034(4) . ?
Pd1 S1 2.2265(12) . ?
Pd1 Cl1 2.2965(12) . ?
Pd1 Cl2 2.3042(14) . ?
S1 O1 1.471(4) . ?
S1 C1 1.807(6) . ?
S1 C13 1.866(6) . ?
N1 C2 1.472(6) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.528(7) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.534(7) . ?
C2 H2 1.0000 . ?
C3 C4 1.358(7) . ?
C3 C12 1.416(8) . ?
C4 C5 1.419(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.412(7) . ?
C5 C10 1.425(8) . ?
C6 C7 1.364(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.414(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.371(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.420(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.414(7) . ?
C11 C12 1.362(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C16 1.504(9) . ?
C13 C15 1.525(8) . ?
C13 C14 1.535(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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
N1 Pd1 S1 85.77(12) . . ?
N1 Pd1 Cl1 87.09(12) . . ?
S1 Pd1 Cl1 171.38(5) . . ?
N1 Pd1 Cl2 178.42(12) . . ?
S1 Pd1 Cl2 94.85(5) . . ?
Cl1 Pd1 Cl2 92.42(6) . . ?
O1 S1 C1 109.9(3) . . ?
O1 S1 C13 109.3(3) . . ?
C1 S1 C13 103.7(2) . . ?
O1 S1 Pd1 116.19(17) . . ?
C1 S1 Pd1 99.86(17) . . ?
C13 S1 Pd1 116.6(2) . . ?
C2 N1 Pd1 115.2(3) . . ?
C2 N1 H1A 108.5 . . ?
Pd1 N1 H1A 108.5 . . ?
C2 N1 H1B 108.5 . . ?
Pd1 N1 H1B 108.5 . . ?
H1A N1 H1B 107.5 . . ?
C2 C1 S1 109.6(4) . . ?
C2 C1 H1C 109.7 . . ?
S1 C1 H1C 109.7 . . ?
C2 C1 H1D 109.7 . . ?
S1 C1 H1D 109.7 . . ?
H1C C1 H1D 108.2 . . ?
N1 C2 C1 106.7(4) . . ?
N1 C2 C3 112.9(4) . . ?
C1 C2 C3 113.7(4) . . ?
N1 C2 H2 107.8 . . ?
C1 C2 H2 107.8 . . ?
C3 C2 H2 107.8 . . ?
C4 C3 C12 119.5(5) . . ?
C4 C3 C2 118.4(5) . . ?
C12 C3 C2 122.1(4) . . ?
C3 C4 C5 121.8(5) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C6 C5 C4 123.0(5) . . ?
C6 C5 C10 118.9(5) . . ?
C4 C5 C10 118.1(5) . . ?
C7 C6 C5 120.7(5) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 120.7(5) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C9 C8 C7 120.1(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.4(5) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 121.8(5) . . ?
C11 C10 C5 119.1(4) . . ?
C9 C10 C5 119.1(5) . . ?
C12 C11 C10 120.8(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C3 120.6(5) . . ?
C11 C12 H12 119.7 . . ?
C3 C12 H12 119.7 . . ?
C16 C13 C15 111.9(7) . . ?
C16 C13 C14 113.9(5) . . ?
C15 C13 C14 109.5(5) . . ?
C16 C13 S1 108.4(4) . . ?
C15 C13 S1 105.4(4) . . ?
C14 C13 S1 107.2(5) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 -90.3(4) . . . . ?
C13 S1 C1 C2 153.0(4) . . . . ?
Pd1 S1 C1 C2 32.3(4) . . . . ?
Pd1 N1 C2 C1 47.6(5) . . . . ?
Pd1 N1 C2 C3 -78.0(4) . . . . ?
S1 C1 C2 N1 -51.3(5) . . . . ?
S1 C1 C2 C3 73.9(5) . . . . ?
N1 C2 C3 C4 -158.7(5) . . . . ?
C1 C2 C3 C4 79.6(6) . . . . ?
N1 C2 C3 C12 21.6(7) . . . . ?
C1 C2 C3 C12 -100.2(5) . . . . ?
C12 C3 C4 C5 3.2(8) . . . . ?
C2 C3 C4 C5 -176.5(5) . . . . ?
C3 C4 C5 C6 179.1(5) . . . . ?
C3 C4 C5 C10 0.1(7) . . . . ?
C4 C5 C6 C7 -178.2(6) . . . . ?
C10 C5 C6 C7 0.8(8) . . . . ?
C5 C6 C7 C8 -0.1(9) . . . . ?
C6 C7 C8 C9 -0.3(9) . . . . ?
C7 C8 C9 C10 0.0(9) . . . . ?
C8 C9 C10 C11 -178.1(5) . . . . ?
C8 C9 C10 C5 0.7(8) . . . . ?
C6 C5 C10 C11 177.7(5) . . . . ?
C4 C5 C10 C11 -3.2(7) . . . . ?
C6 C5 C10 C9 -1.1(7) . . . . ?
C4 C5 C10 C9 177.9(5) . . . . ?
C9 C10 C11 C12 -178.2(5) . . . . ?
C5 C10 C11 C12 3.0(8) . . . . ?
C10 C11 C12 C3 0.4(8) . . . . ?
C4 C3 C12 C11 -3.5(8) . . . . ?
C2 C3 C12 C11 176.2(5) . . . . ?
O1 S1 C13 C16 169.3(4) . . . . ?
C1 S1 C13 C16 -73.6(5) . . . . ?
Pd1 S1 C13 C16 35.0(5) . . . . ?
O1 S1 C13 C15 49.3(6) . . . . ?
C1 S1 C13 C15 166.4(5) . . . . ?
Pd1 S1 C13 C15 -84.9(5) . . . . ?
O1 S1 C13 C14 -67.3(5) . . . . ?
C1 S1 C13 C14 49.8(5) . . . . ?
Pd1 S1 C13 C14 158.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B Cl1 0.91 2.40 3.180(4) 143.9 4_556 yes
N1 H1A Cl2 0.91 2.36 3.241(4) 162.8 1_655 yes

_refine_diff_density_max         0.931
_refine_diff_density_min         -1.630
_refine_diff_density_rms         0.137

####################################################################### 
# 
# 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_12_Rs_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261909'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C13 H29 N O2 S2'
_chemical_formula_sum            'C13 H29 N O2 S2'
_chemical_formula_weight         295.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.0101(3)
_cell_length_b                   14.6331(6)
_cell_length_c                   19.1993(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1688.51(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      30.53

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.312
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6466
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
; 
 Bruker-AXS, D8 QUEST ECO, PHOTON II area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 7.37
_diffrn_reflns_number            39152
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0784
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.121
_diffrn_reflns_theta_max         30.539
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5146
_reflns_number_gt                4410
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.746
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+0.0587P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1691 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5146
_refine_ls_number_parameters     174
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0726
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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 0.44126(8) 0.41562(3) 0.65853(2) 0.02380(11) Uani 1 1 d . . . . .
S2 S 0.13334(8) 0.66653(3) 0.63670(3) 0.02430(11) Uani 1 1 d . . . . .
O1 O 0.5599(3) 0.34876(10) 0.70321(8) 0.0374(4) Uani 1 1 d . . . . .
O2 O -0.0729(3) 0.61584(11) 0.65750(9) 0.0406(4) Uani 1 1 d . . . . .
N1 N 0.4972(3) 0.52258(11) 0.67867(9) 0.0249(4) Uani 1 1 d D . . . .
H1N H 0.636(3) 0.5381(16) 0.6774(12) 0.030 Uiso 1 1 d D U . . .
C1 C 0.3586(4) 0.56485(12) 0.73273(10) 0.0230(4) Uani 1 1 d . . . . .
H1 H 0.212580 0.532063 0.732554 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3118(4) 0.66402(14) 0.71249(10) 0.0271(4) Uani 1 1 d . . . . .
H2A H 0.453474 0.695753 0.702098 0.033 Uiso 1 1 calc R U . . .
H2B H 0.238632 0.696097 0.751687 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4554(4) 0.55585(14) 0.80680(11) 0.0282(4) Uani 1 1 d . . . . .
H3 H 0.497590 0.490312 0.813368 0.034 Uiso 1 1 calc R U . . .
C4 C 0.6656(4) 0.61255(18) 0.81801(12) 0.0381(5) Uani 1 1 d . . . . .
H4A H 0.629078 0.677653 0.814438 0.057 Uiso 1 1 calc R U . . .
H4B H 0.775993 0.596668 0.782455 0.057 Uiso 1 1 calc R U . . .
H4C H 0.726559 0.599724 0.864327 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2838(4) 0.57862(19) 0.86234(12) 0.0413(5) Uani 1 1 d . . . . .
H5A H 0.345522 0.565299 0.908476 0.062 Uiso 1 1 calc R U . . .
H5B H 0.149921 0.541651 0.854868 0.062 Uiso 1 1 calc R U . . .
H5C H 0.245251 0.643588 0.859463 0.062 Uiso 1 1 calc R U . . .
C6 C 0.0558(4) 0.78842(13) 0.63384(11) 0.0256(4) Uani 1 1 d . . . . .
C7 C -0.0557(5) 0.81845(16) 0.70128(12) 0.0388(5) Uani 1 1 d . . . . .
H7A H 0.055713 0.821874 0.738458 0.058 Uiso 1 1 calc R U . . .
H7B H -0.170826 0.774106 0.714097 0.058 Uiso 1 1 calc R U . . .
H7C H -0.123748 0.878688 0.694677 0.058 Uiso 1 1 calc R U . . .
C8 C -0.1072(4) 0.79364(17) 0.57279(13) 0.0382(5) Uani 1 1 d . . . . .
H8A H -0.234411 0.753458 0.581874 0.057 Uiso 1 1 calc R U . . .
H8B H -0.032224 0.774136 0.529975 0.057 Uiso 1 1 calc R U . . .
H8C H -0.159550 0.856680 0.567407 0.057 Uiso 1 1 calc R U . . .
C9 C 0.2652(4) 0.84305(16) 0.61836(13) 0.0355(5) Uani 1 1 d . . . . .
H9A H 0.225303 0.906933 0.609467 0.053 Uiso 1 1 calc R U . . .
H9B H 0.339189 0.817588 0.577221 0.053 Uiso 1 1 calc R U . . .
H9C H 0.366009 0.839855 0.658396 0.053 Uiso 1 1 calc R U . . .
C10 C 0.5841(4) 0.40986(14) 0.57331(10) 0.0276(4) Uani 1 1 d . . . . .
C11 C 0.8345(4) 0.4047(2) 0.58400(14) 0.0451(6) Uani 1 1 d . . . . .
H11A H 0.869340 0.354191 0.615735 0.068 Uiso 1 1 calc R U . . .
H11B H 0.887733 0.462215 0.604071 0.068 Uiso 1 1 calc R U . . .
H11C H 0.907679 0.394204 0.539094 0.068 Uiso 1 1 calc R U . . .
C12 C 0.5146(5) 0.49165(17) 0.52932(12) 0.0458(7) Uani 1 1 d . . . . .
H12A H 0.583253 0.547216 0.548041 0.069 Uiso 1 1 calc R U . . .
H12B H 0.352324 0.497878 0.530490 0.069 Uiso 1 1 calc R U . . .
H12C H 0.563619 0.482474 0.481144 0.069 Uiso 1 1 calc R U . . .
C13 C 0.4972(4) 0.32158(16) 0.54088(13) 0.0396(6) Uani 1 1 d . . . . .
H13A H 0.563087 0.313526 0.494597 0.059 Uiso 1 1 calc R U . . .
H13B H 0.334891 0.324813 0.536681 0.059 Uiso 1 1 calc R U . . .
H13C H 0.537833 0.269697 0.570554 0.059 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4836(15) . ?
S1 N1 1.6469(17) . ?
S1 C10 1.850(2) . ?
S2 O2 1.4989(17) . ?
S2 C2 1.808(2) . ?
S2 C6 1.844(2) . ?
N1 C1 1.468(3) . ?
N1 H1N 0.868(19) . ?
C1 C2 1.528(3) . ?
C1 C3 1.542(3) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.521(3) . ?
C3 C4 1.526(3) . ?
C3 H3 1.0000 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C9 1.520(3) . ?
C6 C7 1.523(3) . ?
C6 C8 1.530(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.520(3) . ?
C10 C12 1.523(3) . ?
C10 C13 1.526(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 113.14(9) . . ?
O1 S1 C10 104.97(10) . . ?
N1 S1 C10 98.99(9) . . ?
O2 S2 C2 105.45(10) . . ?
O2 S2 C6 106.12(10) . . ?
C2 S2 C6 101.15(9) . . ?
C1 N1 S1 116.79(13) . . ?
C1 N1 H1N 117.2(16) . . ?
S1 N1 H1N 116.0(16) . . ?
N1 C1 C2 108.94(16) . . ?
N1 C1 C3 113.70(17) . . ?
C2 C1 C3 112.64(16) . . ?
N1 C1 H1 107.1 . . ?
C2 C1 H1 107.1 . . ?
C3 C1 H1 107.1 . . ?
C1 C2 S2 109.45(14) . . ?
C1 C2 H2A 109.8 . . ?
S2 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
S2 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
C5 C3 C4 110.09(18) . . ?
C5 C3 C1 111.83(18) . . ?
C4 C3 C1 113.32(18) . . ?
C5 C3 H3 107.1 . . ?
C4 C3 H3 107.1 . . ?
C1 C3 H3 107.1 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C9 C6 C7 112.27(19) . . ?
C9 C6 C8 110.74(18) . . ?
C7 C6 C8 110.79(19) . . ?
C9 C6 S2 107.79(15) . . ?
C7 C6 S2 111.40(14) . . ?
C8 C6 S2 103.47(14) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C12 112.7(2) . . ?
C11 C10 C13 110.6(2) . . ?
C12 C10 C13 110.19(19) . . ?
C11 C10 S1 110.01(15) . . ?
C12 C10 S1 109.11(15) . . ?
C13 C10 S1 103.92(15) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -87.52(16) . . . . ?
C10 S1 N1 C1 161.86(15) . . . . ?
S1 N1 C1 C2 -141.30(15) . . . . ?
S1 N1 C1 C3 92.19(18) . . . . ?
N1 C1 C2 S2 68.15(19) . . . . ?
C3 C1 C2 S2 -164.72(15) . . . . ?
O2 S2 C2 C1 58.55(17) . . . . ?
C6 S2 C2 C1 168.92(15) . . . . ?
N1 C1 C3 C5 -165.77(18) . . . . ?
C2 C1 C3 C5 69.7(2) . . . . ?
N1 C1 C3 C4 69.1(2) . . . . ?
C2 C1 C3 C4 -55.5(2) . . . . ?
O2 S2 C6 C9 175.71(15) . . . . ?
C2 S2 C6 C9 65.86(17) . . . . ?
O2 S2 C6 C7 52.13(19) . . . . ?
C2 S2 C6 C7 -57.72(18) . . . . ?
O2 S2 C6 C8 -66.95(17) . . . . ?
C2 S2 C6 C8 -176.80(15) . . . . ?
O1 S1 C10 C11 -41.97(19) . . . . ?
N1 S1 C10 C11 75.05(18) . . . . ?
O1 S1 C10 C12 -166.04(17) . . . . ?
N1 S1 C10 C12 -49.03(18) . . . . ?
O1 S1 C10 C13 76.43(16) . . . . ?
N1 S1 C10 C13 -166.56(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.868(19) 2.12(2) 2.950(2) 160(2) 1_655 yes

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.139

####################################################################### 
# 
# 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_3c
_audit_block_doi                 10.5517/ccdc.csd.cc2269sd
_database_code_depnum_ccdc_archive 'CCDC 1912693'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.orglett.9b02405 2019
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2019-04-28 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H25 N O3 S2'
_chemical_formula_sum            'C18 H25 N O3 S2'
_chemical_formula_weight         367.51

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      hexagonal
_space_group_IT_number           169
_space_group_name_H-M_alt        'P 61'
_space_group_name_Hall           'P 61'

_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'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'

_cell_length_a                   14.1201(3)
_cell_length_b                   14.1201(3)
_cell_length_c                   19.4225(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3353.60(18)
_cell_formula_units_Z            6
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    8361
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      22.85

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.251
_shelx_estimated_absorpt_T_min   0.885
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8847
_exptl_absorpt_correction_T_max  0.9633
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            29542
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.665
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.812
_diffrn_reflns_point_group_measured_fraction_full 0.812
_reflns_number_total             3288
_reflns_number_gt                2788
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.578
_reflns_Friedel_fraction_max     0.614
_reflns_Friedel_fraction_full    0.614

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'APEX2 Software Suite (Bruker, 2007)'
_computing_cell_refinement       'APEX2 Software Suite (Bruker, 2007)'
_computing_data_reduction        'APEX2 Software Suite (Bruker, 2007)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL and publCIF (Westrip, 2010)'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0935P)²+2.4256P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 877 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(7)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3288
_refine_ls_number_parameters     229
_refine_ls_number_restraints     122
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1736
_refine_ls_wR_factor_gt          0.1643
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.006
_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 0.72504(15) 0.22059(14) 0.94565(10) 0.0634(5) Uani 1 1 d . . . . .
S2 S 0.66826(13) -0.02331(12) 0.78369(10) 0.0562(4) Uani 1 1 d . . . . .
O1 O 0.7078(5) 0.3147(4) 0.9580(3) 0.0802(15) Uani 1 1 d . . . . .
O2 O 0.6418(4) -0.1141(4) 0.8338(3) 0.0646(13) Uani 1 1 d . . . . .
N1 N 0.6804(5) 0.1663(4) 0.8700(3) 0.0556(13) Uani 1 1 d D . . . .
H1N H 0.697(5) 0.216(5) 0.836(3) 0.067 Uiso 1 1 d D U . . .
C1 C 0.5724(5) 0.0679(5) 0.8658(4) 0.0518(14) Uani 1 1 d . . . . .
H1 H 0.568543 0.016136 0.902283 0.062 Uiso 1 1 calc R U . . .
C2 C 0.5637(5) 0.0140(5) 0.7959(4) 0.0562(16) Uani 1 1 d . . . . .
H2A H 0.569990 0.065006 0.758899 0.067 Uiso 1 1 calc R U . . .
H2B H 0.490802 -0.052458 0.791996 0.067 Uiso 1 1 calc R U . . .
C3 C 0.4740(6) 0.0827(5) 0.8744(4) 0.0621(17) Uani 1 1 d D U . . .
C4 C 0.4813(8) 0.1840(7) 0.8722(6) 0.101(3) Uani 1 1 d D U . . .
H4 H 0.549798 0.247957 0.864189 0.121 Uiso 1 1 calc R U . . .
C5 C 0.3874(10) 0.1919(9) 0.8817(9) 0.141(5) Uani 1 1 d D U . . .
H5 H 0.393054 0.261742 0.883809 0.169 Uiso 1 1 calc R U . . .
C6 C 0.2861(10) 0.0984(10) 0.8880(9) 0.143(5) Uani 1 1 d D U . . .
H6 H 0.221668 0.103624 0.889809 0.172 Uiso 1 1 calc R U . . .
C7 C 0.2793(8) -0.0010(9) 0.8917(7) 0.104(3) Uani 1 1 d D U . . .
H7 H 0.210422 -0.065116 0.898692 0.125 Uiso 1 1 calc R U . . .
C8 C 0.3720(6) -0.0086(6) 0.8852(5) 0.077(2) Uani 1 1 d D U . . .
H8 H 0.366172 -0.078446 0.888286 0.093 Uiso 1 1 calc R U . . .
C9 C 0.8721(8) 0.2840(10) 0.9299(6) 0.101(4) Uani 1 1 d . . . . .
C10 C 0.8902(15) 0.1832(18) 0.9187(11) 0.197(9) Uani 1 1 d . U . . .
H10A H 0.875014 0.159398 0.870574 0.296 Uiso 1 1 calc R U . . .
H10B H 0.840719 0.122930 0.948840 0.296 Uiso 1 1 calc R U . . .
H10C H 0.966090 0.204769 0.929743 0.296 Uiso 1 1 calc R U . . .
C11 C 0.9064(9) 0.3589(11) 0.8705(8) 0.137(5) Uani 1 1 d . U . . .
H11A H 0.885268 0.414430 0.878109 0.205 Uiso 1 1 calc R U . . .
H11B H 0.870814 0.317374 0.828697 0.205 Uiso 1 1 calc R U . . .
H11C H 0.985968 0.394624 0.865141 0.205 Uiso 1 1 calc R U . . .
C12 C 0.9256(11) 0.3494(14) 0.9946(8) 0.167(7) Uani 1 1 d . U . . .
H12A H 1.004854 0.393178 0.987654 0.250 Uiso 1 1 calc R U . . .
H12B H 0.910207 0.299211 1.033352 0.250 Uiso 1 1 calc R U . . .
H12C H 0.896365 0.397851 1.004651 0.250 Uiso 1 1 calc R U . . .
C13 C 0.6207(5) -0.0806(5) 0.7008(4) 0.0578(16) Uani 1 1 d . . . . .
C14 C 0.5312(6) -0.1852(5) 0.6938(5) 0.068(2) Uani 1 1 d . . . . .
H14 H 0.498086 -0.230177 0.732951 0.082 Uiso 1 1 calc R U . . .
C15 C 0.4920(7) -0.2218(7) 0.6284(5) 0.080(2) Uani 1 1 d . . . . .
H15 H 0.431402 -0.293368 0.622298 0.095 Uiso 1 1 calc R U . . .
C16 C 0.5394(8) -0.1563(8) 0.5718(5) 0.088(3) Uani 1 1 d . . . . .
H16 H 0.508990 -0.182501 0.527492 0.105 Uiso 1 1 calc R U . . .
C17 C 0.6284(9) -0.0553(8) 0.5779(5) 0.089(3) Uani 1 1 d . . . . .
H17 H 0.662781 -0.012279 0.538213 0.107 Uiso 1 1 calc R U . . .
C18 C 0.6689(7) -0.0156(6) 0.6442(5) 0.072(2) Uani 1 1 d . . . . .
H18 H 0.729514 0.056086 0.649817 0.087 Uiso 1 1 calc R U . . .
O3 O 0.7251(5) 0.2700(5) 0.7308(3) 0.0685(13) Uani 1 1 d D . . . .
H1W H 0.781(4) 0.268(6) 0.709(3) 0.082 Uiso 1 1 d D U . . .
H2W H 0.687(5) 0.281(6) 0.699(3) 0.082 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.486(5) . ?
S1 N1 1.632(6) . ?
S1 C9 1.830(10) . ?
S2 O2 1.501(5) . ?
S2 C13 1.777(7) . ?
S2 C2 1.814(7) . ?
N1 C1 1.465(8) . ?
N1 H1N 0.90(3) . ?
C1 C3 1.514(9) . ?
C1 C2 1.530(9) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.383(9) . ?
C3 C8 1.387(9) . ?
C4 C5 1.397(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(13) . ?
C5 H5 0.9500 . ?
C6 C7 1.360(12) . ?
C6 H6 0.9500 . ?
C7 C8 1.371(10) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C11 1.473(17) . ?
C9 C12 1.518(15) . ?
C9 C10 1.58(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.375(11) . ?
C13 C14 1.389(9) . ?
C14 C15 1.380(12) . ?
C14 H14 0.9500 . ?
C15 C16 1.375(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.355(13) . ?
C16 H16 0.9500 . ?
C17 C18 1.407(13) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
O3 H1W 0.90(3) . ?
O3 H2W 0.88(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 111.6(3) . . ?
O1 S1 C9 104.0(4) . . ?
N1 S1 C9 99.0(4) . . ?
O2 S2 C13 108.9(3) . . ?
O2 S2 C2 105.8(3) . . ?
C13 S2 C2 94.2(3) . . ?
C1 N1 S1 118.0(5) . . ?
C1 N1 H1N 116(5) . . ?
S1 N1 H1N 113(5) . . ?
N1 C1 C3 117.1(5) . . ?
N1 C1 C2 107.9(5) . . ?
C3 C1 C2 108.4(5) . . ?
N1 C1 H1 107.7 . . ?
C3 C1 H1 107.7 . . ?
C2 C1 H1 107.7 . . ?
C1 C2 S2 112.7(5) . . ?
C1 C2 H2A 109.1 . . ?
S2 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
S2 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 C8 118.1(7) . . ?
C4 C3 C1 122.8(7) . . ?
C8 C3 C1 119.2(6) . . ?
C3 C4 C5 119.7(9) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.3(9) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C7 C6 C5 119.7(10) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 119.8(10) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C3 122.0(8) . . ?
C7 C8 H8 119.0 . . ?
C3 C8 H8 119.0 . . ?
C11 C9 C12 109.1(12) . . ?
C11 C9 C10 113.3(12) . . ?
C12 C9 C10 113.9(11) . . ?
C11 C9 S1 111.6(8) . . ?
C12 C9 S1 104.9(8) . . ?
C10 C9 S1 103.7(10) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 121.1(7) . . ?
C18 C13 S2 118.2(5) . . ?
C14 C13 S2 120.5(6) . . ?
C15 C14 C13 118.0(8) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C16 C15 C14 121.0(7) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 121.4(9) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 118.5(9) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C13 C18 C17 119.9(7) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
H1W O3 H2W 107(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C1 -98.8(5) . . . . ?
C9 S1 N1 C1 152.1(6) . . . . ?
S1 N1 C1 C3 74.2(7) . . . . ?
S1 N1 C1 C2 -163.2(4) . . . . ?
N1 C1 C2 S2 59.2(5) . . . . ?
C3 C1 C2 S2 -173.0(4) . . . . ?
O2 S2 C2 C1 68.1(5) . . . . ?
C13 S2 C2 C1 179.0(5) . . . . ?
N1 C1 C3 C4 13.1(11) . . . . ?
C2 C1 C3 C4 -109.2(9) . . . . ?
N1 C1 C3 C8 -166.6(7) . . . . ?
C2 C1 C3 C8 71.1(9) . . . . ?
C8 C3 C4 C5 0.9(15) . . . . ?
C1 C3 C4 C5 -178.9(10) . . . . ?
C3 C4 C5 C6 -5(2) . . . . ?
C4 C5 C6 C7 6(2) . . . . ?
C5 C6 C7 C8 -4(2) . . . . ?
C6 C7 C8 C3 -0.5(17) . . . . ?
C4 C3 C8 C7 1.9(14) . . . . ?
C1 C3 C8 C7 -178.3(9) . . . . ?
O1 S1 C9 C11 -59.2(9) . . . . ?
N1 S1 C9 C11 55.9(9) . . . . ?
O1 S1 C9 C12 58.8(11) . . . . ?
N1 S1 C9 C12 173.9(10) . . . . ?
O1 S1 C9 C10 178.6(9) . . . . ?
N1 S1 C9 C10 -66.3(10) . . . . ?
O2 S2 C13 C18 -156.6(6) . . . . ?
C2 S2 C13 C18 95.2(6) . . . . ?
O2 S2 C13 C14 28.7(6) . . . . ?
C2 S2 C13 C14 -79.6(6) . . . . ?
C18 C13 C14 C15 -0.2(11) . . . . ?
S2 C13 C14 C15 174.4(6) . . . . ?
C13 C14 C15 C16 -0.6(11) . . . . ?
C14 C15 C16 C17 2.4(13) . . . . ?
C15 C16 C17 C18 -3.3(14) . . . . ?
C14 C13 C18 C17 -0.7(12) . . . . ?
S2 C13 C18 C17 -175.5(6) . . . . ?
C16 C17 C18 C13 2.4(13) . . . . ?

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
N1 H1N O3 0.90(3) 2.15(4) 2.987(8) 153(7) .

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.053



#==============================================================================0
# start Validation Reply Form



_vrf_PLAT340_3c                  
;
PROBLEM:
Alert level B
PLAT340_ALERT_3_B Low Bond Precision on  C-C Bonds ...............   0.01547 Ang.
RESPONSE: 
The crystal was not of very good quality despite being the best selected from
the sample supplied. Even at 193(2) K there are some carbon atoms severely 
affected by thermal disorder. This B alert is likely to be due to some 
structural disorder associated with some carbon atoms of one phenyl group. 
Attempts to model this group over two or more distinct crystallographic 
positions did not lead to reasonable structural model. So that some shelxl 
restraints(DELU, SIMU, ..) were used to make the structure more plausible.

;
####################################################################### 
# 
# 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_13_Sc_Ss
_database_code_depnum_ccdc_archive 'CCDC 2261911'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 Cl2 N O Pd S'
_chemical_formula_sum            'C18 H17 Cl2 N O Pd S'
_chemical_formula_weight         472.68

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   12.6204(8)
_cell_length_b                   6.6213(3)
_cell_length_c                   22.7235(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.562(3)
_cell_angle_gamma                90
_cell_volume                     1889.91(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6495
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      23.69

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.379
_shelx_estimated_absorpt_T_min   0.608
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.5483
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            17292
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.538
_diffrn_reflns_theta_max         25.243
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.794
_diffrn_measured_fraction_theta_full 0.794
_diffrn_reflns_Laue_measured_fraction_max 0.794
_diffrn_reflns_Laue_measured_fraction_full 0.794
_diffrn_reflns_point_group_measured_fraction_max 0.675
_diffrn_reflns_point_group_measured_fraction_full 0.674
_reflns_number_total             4598
_reflns_number_gt                4024
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.551
_reflns_Friedel_fraction_max     0.530
_reflns_Friedel_fraction_full    0.530

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+33.4822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1273 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.09(3)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         4598
_refine_ls_number_parameters     433
_refine_ls_number_restraints     553
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1350
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.48053(11) 0.6013(2) 0.72938(5) 0.0290(4) Uani 1 1 d . . . . .
Cl1 Cl 0.3536(3) 0.6251(9) 0.79606(17) 0.0348(11) Uani 1 1 d . U . . .
Cl2 Cl 0.6108(4) 0.5145(8) 0.8026(2) 0.0377(13) Uani 1 1 d . U . . .
S1 S 0.5934(4) 0.6085(11) 0.66131(18) 0.0374(11) Uani 1 1 d . . . . .
O1 O 0.6359(11) 0.421(2) 0.6405(6) 0.046(4) Uani 1 1 d . . . . .
N1 N 0.3634(11) 0.666(2) 0.6616(6) 0.033(4) Uani 1 1 d . . . . .
H1A H 0.304854 0.589130 0.665880 0.040 Uiso 1 1 calc R U . . .
H1B H 0.344397 0.798040 0.663625 0.040 Uiso 1 1 calc R U . . .
C1 C 0.5136(15) 0.725(3) 0.6019(8) 0.043(3) Uani 1 1 d . U . . .
H1C H 0.508457 0.872085 0.608356 0.052 Uiso 1 1 calc R U . . .
H1D H 0.543797 0.700693 0.563926 0.052 Uiso 1 1 calc R U . . .
C2 C 0.4030(13) 0.624(4) 0.6019(7) 0.042(3) Uani 1 1 d . U . . .
H2 H 0.413042 0.474401 0.598550 0.050 Uiso 1 1 calc R U . . .
C3 C 0.3232(16) 0.690(3) 0.5514(8) 0.044(2) Uani 1 1 d . U . . .
C4 C 0.3014(16) 0.556(3) 0.5034(8) 0.047(3) Uani 1 1 d . U . . .
H4 H 0.341715 0.435665 0.501903 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2231(15) 0.598(4) 0.4589(8) 0.049(3) Uani 1 1 d . U . . .
H5 H 0.208497 0.503072 0.427676 0.059 Uiso 1 1 calc R U . . .
C6 C 0.1635(17) 0.781(3) 0.4587(9) 0.046(2) Uani 1 1 d . U . . .
C7 C 0.0809(17) 0.828(3) 0.4148(9) 0.048(3) Uani 1 1 d . U . . .
H7 H 0.063837 0.737290 0.382845 0.057 Uiso 1 1 calc R U . . .
C8 C 0.0247(18) 1.005(3) 0.4178(9) 0.049(3) Uani 1 1 d . U . . .
H8 H -0.032976 1.032835 0.388967 0.059 Uiso 1 1 calc R U . . .
C9 C 0.0510(15) 1.141(4) 0.4619(8) 0.050(3) Uani 1 1 d . U . . .
H9 H 0.012930 1.265089 0.462312 0.060 Uiso 1 1 calc R U . . .
C10 C 0.1315(14) 1.103(4) 0.5056(8) 0.048(3) Uani 1 1 d . U . . .
H10 H 0.148254 1.198732 0.536166 0.058 Uiso 1 1 calc R U . . .
C11 C 0.1890(17) 0.921(3) 0.5051(9) 0.045(2) Uani 1 1 d . U . . .
C12 C 0.2714(17) 0.872(3) 0.5502(9) 0.044(3) Uani 1 1 d . U . . .
H12 H 0.291076 0.968789 0.580197 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6973(17) 0.781(3) 0.6809(9) 0.043(3) Uani 1 1 d . U . . .
C14 C 0.8019(15) 0.713(3) 0.6739(8) 0.043(3) Uani 1 1 d . U . . .
H14 H 0.814714 0.584239 0.657550 0.052 Uiso 1 1 calc R U . . .
C15 C 0.8869(18) 0.847(3) 0.6924(9) 0.046(3) Uani 1 1 d . U . . .
H15 H 0.958377 0.811917 0.687233 0.055 Uiso 1 1 calc R U . . .
C16 C 0.8651(18) 1.018(3) 0.7165(9) 0.048(3) Uani 1 1 d . U . . .
H16 H 0.923748 1.100930 0.730587 0.058 Uiso 1 1 calc R U . . .
C17 C 0.7680(15) 1.089(4) 0.7235(8) 0.049(3) Uani 1 1 d . U . . .
H17 H 0.759329 1.218189 0.740842 0.058 Uiso 1 1 calc R U . . .
C18 C 0.6808(17) 0.973(3) 0.7050(9) 0.045(3) Uani 1 1 d . U . . .
H18 H 0.610796 1.021871 0.708424 0.054 Uiso 1 1 calc R U . . .
Pd2 Pd 0.28622(10) 0.1358(2) 0.75624(5) 0.0282(4) Uani 1 1 d . . . . .
Cl3 Cl 0.3946(3) 0.1570(7) 0.68000(16) 0.0287(11) Uani 1 1 d . U . . .
Cl4 Cl 0.1359(4) 0.1423(18) 0.6932(2) 0.082(2) Uani 1 1 d . U . . .
S2 S 0.2002(3) 0.1072(10) 0.83648(17) 0.0302(10) Uani 1 1 d . . . . .
O2 O 0.1737(10) -0.092(2) 0.8553(6) 0.041(3) Uani 1 1 d . . . . .
N2 N 0.4212(10) 0.122(3) 0.8140(5) 0.032(3) Uani 1 1 d . . . . .
H2A H 0.464577 0.024153 0.801392 0.038 Uiso 1 1 calc R U . . .
H2B H 0.456158 0.241451 0.813033 0.038 Uiso 1 1 calc R U . . .
C19 C 0.3051(13) 0.202(3) 0.8895(7) 0.030(3) Uani 1 1 d . U . . .
H19A H 0.317355 0.347697 0.883610 0.036 Uiso 1 1 calc R U . . .
H19B H 0.287909 0.178947 0.930555 0.036 Uiso 1 1 calc R U . . .
C20 C 0.4017(13) 0.078(3) 0.8759(6) 0.029(2) Uani 1 1 d . U . . .
H20 H 0.380186 -0.067667 0.877226 0.035 Uiso 1 1 calc R U . . .
C21 C 0.5037(13) 0.099(3) 0.9166(6) 0.031(2) Uani 1 1 d . U . . .
C22 C 0.5748(15) -0.058(3) 0.9150(8) 0.033(2) Uani 1 1 d . U . . .
H22 H 0.556478 -0.174484 0.891721 0.039 Uiso 1 1 calc R U . . .
C23 C 0.6759(16) -0.046(3) 0.9485(8) 0.035(2) Uani 1 1 d . U . . .
C24 C 0.7517(15) -0.204(3) 0.9463(8) 0.040(3) Uani 1 1 d . U . . .
H24 H 0.735226 -0.321451 0.923012 0.048 Uiso 1 1 calc R U . . .
C25 C 0.8504(16) -0.185(3) 0.9789(8) 0.043(3) Uani 1 1 d . U . . .
H25 H 0.902877 -0.286483 0.976802 0.051 Uiso 1 1 calc R U . . .
C26 C 0.8721(17) -0.018(3) 1.0140(9) 0.044(3) Uani 1 1 d . U . . .
H26 H 0.938638 -0.012121 1.037367 0.052 Uiso 1 1 calc R U . . .
C27 C 0.8049(13) 0.137(4) 1.0173(7) 0.042(2) Uani 1 1 d . U . . .
H27 H 0.824191 0.251732 1.041135 0.050 Uiso 1 1 calc R U . . .
C28 C 0.7014(13) 0.125(4) 0.9832(7) 0.037(2) Uani 1 1 d . U . . .
C29 C 0.6284(15) 0.282(3) 0.9836(8) 0.038(2) Uani 1 1 d . U . . .
H29 H 0.645972 0.399351 1.006767 0.045 Uiso 1 1 calc R U . . .
C30 C 0.5303(15) 0.270(3) 0.9506(8) 0.034(2) Uani 1 1 d . U . . .
H30 H 0.481069 0.378937 0.951201 0.041 Uiso 1 1 calc R U . . .
C31 C 0.0902(16) 0.269(3) 0.8411(8) 0.037(3) Uani 1 1 d . U . . .
C32 C 0.0025(14) 0.182(3) 0.8632(7) 0.040(3) Uani 1 1 d . U . . .
H32 H 0.005015 0.047741 0.877750 0.047 Uiso 1 1 calc R U . . .
C33 C -0.0904(17) 0.299(3) 0.8635(9) 0.043(3) Uani 1 1 d . U . . .
H33 H -0.151465 0.245546 0.879195 0.052 Uiso 1 1 calc R U . . .
C34 C -0.0924(17) 0.488(3) 0.8414(9) 0.045(3) Uani 1 1 d . U . . .
H34 H -0.156101 0.564760 0.840595 0.053 Uiso 1 1 calc R U . . .
C35 C -0.0022(14) 0.575(3) 0.8194(8) 0.044(3) Uani 1 1 d . U . . .
H35 H -0.002665 0.708670 0.804552 0.053 Uiso 1 1 calc R U . . .
C36 C 0.0850(17) 0.456(3) 0.8207(8) 0.039(3) Uani 1 1 d . U . . .
H36 H 0.146784 0.510210 0.805873 0.047 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
Pd1 N1 2.073(14) . ?
Pd1 S1 2.202(4) . ?
Pd1 Cl2 2.296(5) . ?
Pd1 Cl1 2.314(4) . ?
S1 O1 1.450(14) . ?
S1 C13 1.76(2) . ?
S1 C1 1.78(2) . ?
N1 C2 1.52(2) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.55(3) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.52(3) . ?
C2 H2 1.0000 . ?
C3 C12 1.37(3) . ?
C3 C4 1.41(3) . ?
C4 C5 1.37(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.43(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.41(3) . ?
C6 C11 1.42(3) . ?
C7 C8 1.38(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.36(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.38(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.41(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.42(3) . ?
C12 H12 0.9500 . ?
C13 C18 1.41(3) . ?
C13 C14 1.42(3) . ?
C14 C15 1.42(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.30(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.34(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.37(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
Pd2 N2 2.049(12) . ?
Pd2 S2 2.219(4) . ?
Pd2 Cl4 2.264(5) . ?
Pd2 Cl3 2.314(4) . ?
S2 O2 1.434(14) . ?
S2 C31 1.77(2) . ?
S2 C19 1.813(17) . ?
N2 C20 1.481(18) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
C19 C20 1.53(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.52(2) . ?
C20 H20 1.0000 . ?
C21 C22 1.38(3) . ?
C21 C30 1.40(3) . ?
C22 C23 1.42(3) . ?
C22 H22 0.9500 . ?
C23 C28 1.40(3) . ?
C23 C24 1.43(3) . ?
C24 C25 1.39(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.38(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.34(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.46(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.39(3) . ?
C29 C30 1.39(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.32(3) . ?
C31 C32 1.38(3) . ?
C32 C33 1.41(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.35(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.41(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.35(3) . ?
C35 H35 0.9500 . ?
C36 H36 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
N1 Pd1 S1 86.4(4) . . ?
N1 Pd1 Cl2 177.3(5) . . ?
S1 Pd1 Cl2 92.75(18) . . ?
N1 Pd1 Cl1 89.1(4) . . ?
S1 Pd1 Cl1 173.7(2) . . ?
Cl2 Pd1 Cl1 92.01(17) . . ?
O1 S1 C13 110.3(9) . . ?
O1 S1 C1 108.8(9) . . ?
C13 S1 C1 105.3(10) . . ?
O1 S1 Pd1 119.7(7) . . ?
C13 S1 Pd1 110.7(7) . . ?
C1 S1 Pd1 100.7(7) . . ?
C2 N1 Pd1 110.7(11) . . ?
C2 N1 H1A 109.5 . . ?
Pd1 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
Pd1 N1 H1B 109.5 . . ?
H1A N1 H1B 108.1 . . ?
C2 C1 S1 104.9(13) . . ?
C2 C1 H1C 110.8 . . ?
S1 C1 H1C 110.8 . . ?
C2 C1 H1D 110.8 . . ?
S1 C1 H1D 110.8 . . ?
H1C C1 H1D 108.8 . . ?
N1 C2 C3 111.8(15) . . ?
N1 C2 C1 107.2(15) . . ?
C3 C2 C1 114.0(17) . . ?
N1 C2 H2 107.8 . . ?
C3 C2 H2 107.8 . . ?
C1 C2 H2 107.8 . . ?
C12 C3 C4 118.6(18) . . ?
C12 C3 C2 123.3(19) . . ?
C4 C3 C2 118.1(18) . . ?
C5 C4 C3 121(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 121(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C11 119(2) . . ?
C7 C6 C5 123(2) . . ?
C11 C6 C5 118.3(19) . . ?
C8 C7 C6 120(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 121(2) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 121(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 120(2) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C6 119(2) . . ?
C10 C11 C12 121.9(19) . . ?
C6 C11 C12 119(2) . . ?
C3 C12 C11 121.8(19) . . ?
C3 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C18 C13 C14 120(2) . . ?
C18 C13 S1 123.3(16) . . ?
C14 C13 S1 116.4(16) . . ?
C13 C14 C15 117(2) . . ?
C13 C14 H14 121.6 . . ?
C15 C14 H14 121.6 . . ?
C16 C15 C14 119(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 126(2) . . ?
C15 C16 H16 116.9 . . ?
C17 C16 H16 116.9 . . ?
C16 C17 C18 119(2) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C13 119(2) . . ?
C17 C18 H18 120.7 . . ?
C13 C18 H18 120.7 . . ?
N2 Pd2 S2 85.0(4) . . ?
N2 Pd2 Cl4 178.3(7) . . ?
S2 Pd2 Cl4 94.28(19) . . ?
N2 Pd2 Cl3 88.1(4) . . ?
S2 Pd2 Cl3 173.01(17) . . ?
Cl4 Pd2 Cl3 92.58(18) . . ?
O2 S2 C31 109.5(9) . . ?
O2 S2 C19 107.1(8) . . ?
C31 S2 C19 106.2(9) . . ?
O2 S2 Pd2 118.0(6) . . ?
C31 S2 Pd2 116.6(7) . . ?
C19 S2 Pd2 97.6(5) . . ?
C20 N2 Pd2 114.4(10) . . ?
C20 N2 H2A 108.7 . . ?
Pd2 N2 H2A 108.7 . . ?
C20 N2 H2B 108.7 . . ?
Pd2 N2 H2B 108.7 . . ?
H2A N2 H2B 107.6 . . ?
C20 C19 S2 103.1(11) . . ?
C20 C19 H19A 111.2 . . ?
S2 C19 H19A 111.2 . . ?
C20 C19 H19B 111.2 . . ?
S2 C19 H19B 111.2 . . ?
H19A C19 H19B 109.1 . . ?
N2 C20 C21 110.5(13) . . ?
N2 C20 C19 107.2(13) . . ?
C21 C20 C19 118.3(14) . . ?
N2 C20 H20 106.7 . . ?
C21 C20 H20 106.7 . . ?
C19 C20 H20 106.7 . . ?
C22 C21 C30 120.4(16) . . ?
C22 C21 C20 115.6(17) . . ?
C30 C21 C20 123.8(17) . . ?
C21 C22 C23 119.7(18) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C28 C23 C24 119.9(18) . . ?
C28 C23 C22 119.6(18) . . ?
C24 C23 C22 120.5(18) . . ?
C25 C24 C23 119(2) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C26 C25 C24 120(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 124(2) . . ?
C27 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
C26 C27 C28 118(2) . . ?
C26 C27 H27 121.0 . . ?
C28 C27 H27 121.0 . . ?
C29 C28 C23 119.6(16) . . ?
C29 C28 C27 121(2) . . ?
C23 C28 C27 119.3(19) . . ?
C30 C29 C28 120.7(18) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C21 120.0(18) . . ?
C29 C30 H30 120.0 . . ?
C21 C30 H30 120.0 . . ?
C36 C31 C32 120(2) . . ?
C36 C31 S2 124.1(17) . . ?
C32 C31 S2 115.4(15) . . ?
C31 C32 C33 117.9(19) . . ?
C31 C32 H32 121.0 . . ?
C33 C32 H32 121.0 . . ?
C34 C33 C32 120(2) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 122(2) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 H34 119.2 . . ?
C36 C35 C34 116(2) . . ?
C36 C35 H35 121.9 . . ?
C34 C35 H35 121.9 . . ?
C31 C36 C35 124(2) . . ?
C31 C36 H36 117.8 . . ?
C35 C36 H36 117.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 84.3(14) . . . . ?
C13 S1 C1 C2 -157.5(13) . . . . ?
Pd1 S1 C1 C2 -42.4(13) . . . . ?
Pd1 N1 C2 C3 -174.1(14) . . . . ?
Pd1 N1 C2 C1 -48.4(19) . . . . ?
S1 C1 C2 N1 59.9(18) . . . . ?
S1 C1 C2 C3 -175.8(15) . . . . ?
N1 C2 C3 C12 45(3) . . . . ?
C1 C2 C3 C12 -77(2) . . . . ?
N1 C2 C3 C4 -134.7(19) . . . . ?
C1 C2 C3 C4 103(2) . . . . ?
C12 C3 C4 C5 -6(3) . . . . ?
C2 C3 C4 C5 173.9(18) . . . . ?
C3 C4 C5 C6 2(3) . . . . ?
C4 C5 C6 C7 -179(2) . . . . ?
C4 C5 C6 C11 2(3) . . . . ?
C11 C6 C7 C8 -2(3) . . . . ?
C5 C6 C7 C8 179(2) . . . . ?
C6 C7 C8 C9 3(3) . . . . ?
C7 C8 C9 C10 -2(3) . . . . ?
C8 C9 C10 C11 1(3) . . . . ?
C9 C10 C11 C6 1(3) . . . . ?
C9 C10 C11 C12 -178.6(19) . . . . ?
C7 C6 C11 C10 0(3) . . . . ?
C5 C6 C11 C10 179.7(19) . . . . ?
C7 C6 C11 C12 179.1(19) . . . . ?
C5 C6 C11 C12 -1(3) . . . . ?
C4 C3 C12 C11 7(3) . . . . ?
C2 C3 C12 C11 -173.3(19) . . . . ?
C10 C11 C12 C3 176(2) . . . . ?
C6 C11 C12 C3 -3(3) . . . . ?
O1 S1 C13 C18 -177.3(16) . . . . ?
C1 S1 C13 C18 65.5(19) . . . . ?
Pd1 S1 C13 C18 -42.5(19) . . . . ?
O1 S1 C13 C14 -0.2(18) . . . . ?
C1 S1 C13 C14 -117.5(16) . . . . ?
Pd1 S1 C13 C14 134.5(13) . . . . ?
C18 C13 C14 C15 0(3) . . . . ?
S1 C13 C14 C15 -176.8(15) . . . . ?
C13 C14 C15 C16 3(3) . . . . ?
C14 C15 C16 C17 -4(3) . . . . ?
C15 C16 C17 C18 1(3) . . . . ?
C16 C17 C18 C13 2(3) . . . . ?
C14 C13 C18 C17 -2(3) . . . . ?
S1 C13 C18 C17 174.5(15) . . . . ?
O2 S2 C19 C20 72.0(12) . . . . ?
C31 S2 C19 C20 -171.1(11) . . . . ?
Pd2 S2 C19 C20 -50.5(11) . . . . ?
Pd2 N2 C20 C21 -172.1(13) . . . . ?
Pd2 N2 C20 C19 -41.9(18) . . . . ?
S2 C19 C20 N2 60.9(15) . . . . ?
S2 C19 C20 C21 -173.4(13) . . . . ?
N2 C20 C21 C22 -77(2) . . . . ?
C19 C20 C21 C22 159.3(15) . . . . ?
N2 C20 C21 C30 98.7(19) . . . . ?
C19 C20 C21 C30 -25(2) . . . . ?
C30 C21 C22 C23 0(3) . . . . ?
C20 C21 C22 C23 175.7(15) . . . . ?
C21 C22 C23 C28 1(3) . . . . ?
C21 C22 C23 C24 -178.3(17) . . . . ?
C28 C23 C24 C25 0(3) . . . . ?
C22 C23 C24 C25 178.8(17) . . . . ?
C23 C24 C25 C26 2(3) . . . . ?
C24 C25 C26 C27 -3(3) . . . . ?
C25 C26 C27 C28 2(3) . . . . ?
C24 C23 C28 C29 177.8(17) . . . . ?
C22 C23 C28 C29 -1(3) . . . . ?
C24 C23 C28 C27 -1(3) . . . . ?
C22 C23 C28 C27 -179.9(16) . . . . ?
C26 C27 C28 C29 -178.8(18) . . . . ?
C26 C27 C28 C23 0(3) . . . . ?
C23 C28 C29 C30 1(3) . . . . ?
C27 C28 C29 C30 179.5(16) . . . . ?
C28 C29 C30 C21 0(3) . . . . ?
C22 C21 C30 C29 -1(3) . . . . ?
C20 C21 C30 C29 -175.7(16) . . . . ?
O2 S2 C31 C36 -172.0(17) . . . . ?
C19 S2 C31 C36 72.7(19) . . . . ?
Pd2 S2 C31 C36 -35(2) . . . . ?
O2 S2 C31 C32 2.2(17) . . . . ?
C19 S2 C31 C32 -113.2(15) . . . . ?
Pd2 S2 C31 C32 139.4(12) . . . . ?
C36 C31 C32 C33 -1(3) . . . . ?
S2 C31 C32 C33 -175.0(14) . . . . ?
C31 C32 C33 C34 1(3) . . . . ?
C32 C33 C34 C35 -2(3) . . . . ?
C33 C34 C35 C36 1(3) . . . . ?
C32 C31 C36 C35 0(3) . . . . ?
S2 C31 C36 C35 173.9(16) . . . . ?
C34 C35 C36 C31 0(3) . . . . ?

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
N1 H1B Cl3 0.91 2.48 3.298(16) 149.9 1_565
N2 H2A Cl1 0.91 2.99 3.41(2) 110.2 1_545
N2 H2B Cl1 0.91 2.86 3.46(2) 124.3 .
N2 H2B Cl2 0.91 2.69 3.562(19) 161.3 .

_refine_diff_density_max         1.077
_refine_diff_density_min         -1.851
_refine_diff_density_rms         0.152




#==============================================================================0
# start Validation Reply Form

_vrf_PLAT029_13_Sc_Ss            
;
PROBLEM:
Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full value Low .  0.794 Why? 
RESPONSE: 
The available crystals formed as fine needles systematically exhibited a 
poor crystallinity, which was finally reflected in a very weak diffraction 
intensity, especially at higher diffraction angles, and with quite broad 
reflections. This is more likely due to effect of packing faults.
;
####################################################################### 
# 
# 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_14_Sc_Rs
_database_code_depnum_ccdc_archive 'CCDC 2261912'
loop_
_audit_author_name
_audit_author_address
'Eleuterio Alvarez'
; Spanish National Research Council (CSIC) 
Spain
;
_audit_update_record             
;
2023-05-09 deposited with the CCDC.	2023-06-27 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         'C14 H15 Cl2 N O Pd S'
_chemical_formula_sum            'C14 H15 Cl2 N O Pd S'
_chemical_formula_weight         422.63

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   6.148(2)
_cell_length_b                   13.389(4)
_cell_length_c                   20.420(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1680.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    2516
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      30.44

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.540
_shelx_estimated_absorpt_T_min   0.748
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.6030
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
program SADABS, Bruker (2001).
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker-Nonius X8kappa APEX II CCD area detector
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            8066
_diffrn_reflns_av_unetI/netI     0.0897
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.995
_diffrn_reflns_theta_max         25.248
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3004
_reflns_number_gt                2376
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.694
_reflns_Friedel_fraction_max     0.975
_reflns_Friedel_fraction_full    0.975

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0582P)²+0.8475P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 780 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.06(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         3004
_refine_ls_number_parameters     181
_refine_ls_number_restraints     131
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1292
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.71316(14) 0.71574(8) 0.08457(5) 0.0261(3) Uani 1 1 d . . . . .
Cl1 Cl 0.5459(6) 0.8516(3) 0.03456(16) 0.0315(8) Uani 1 1 d . . . . .
Cl2 Cl 0.9262(7) 0.8140(3) 0.1500(2) 0.0587(13) Uani 1 1 d . . . . .
S1 S 0.8493(5) 0.5813(3) 0.13174(15) 0.0305(8) Uani 1 1 d . . . . .
O1 O 1.0811(14) 0.5655(8) 0.1439(5) 0.040(3) Uani 1 1 d . . . . .
N1 N 0.5419(17) 0.6187(8) 0.0269(5) 0.028(3) Uani 1 1 d . . . . .
H1A H 0.402593 0.641173 0.023959 0.034 Uiso 1 1 calc R U . . .
H1B H 0.599724 0.620448 -0.014106 0.034 Uiso 1 1 calc R U . . .
C1 C 0.756(2) 0.4879(10) 0.0759(6) 0.035(3) Uani 1 1 d . . . . .
H1C H 0.861302 0.481052 0.039533 0.042 Uiso 1 1 calc R U . . .
H1D H 0.746646 0.422862 0.098762 0.042 Uiso 1 1 calc R U . . .
C2 C 0.536(2) 0.5145(10) 0.0485(6) 0.029(3) Uani 1 1 d . . . . .
H2 H 0.427058 0.508930 0.084709 0.034 Uiso 1 1 calc R U . . .
C3 C 0.472(2) 0.4407(11) -0.0052(7) 0.036(2) Uani 1 1 d . U . . .
C4 C 0.291(2) 0.3778(10) 0.0034(7) 0.042(2) Uani 1 1 d . U . . .
H4 H 0.204379 0.382971 0.041852 0.050 Uiso 1 1 calc R U . . .
C5 C 0.239(2) 0.3085(11) -0.0444(7) 0.048(2) Uani 1 1 d . U . . .
H5 H 0.113375 0.268200 -0.039360 0.057 Uiso 1 1 calc R U . . .
C6 C 0.365(2) 0.2973(12) -0.0979(7) 0.049(2) Uani 1 1 d . U . . .
H6 H 0.330811 0.248049 -0.129690 0.059 Uiso 1 1 calc R U . . .
C7 C 0.546(3) 0.3590(12) -0.1060(7) 0.047(2) Uani 1 1 d . U . . .
H7 H 0.634289 0.351779 -0.143936 0.057 Uiso 1 1 calc R U . . .
C8 C 0.599(2) 0.4305(12) -0.0596(7) 0.041(2) Uani 1 1 d . U . . .
H8 H 0.722754 0.472084 -0.065598 0.049 Uiso 1 1 calc R U . . .
C9 C 0.697(2) 0.5552(10) 0.2027(6) 0.036(2) Uani 1 1 d . U . . .
C10 C 0.512(2) 0.6079(11) 0.2160(7) 0.038(2) Uani 1 1 d . U . . .
H10 H 0.470342 0.660293 0.187218 0.045 Uiso 1 1 calc R U . . .
C11 C 0.385(2) 0.5883(12) 0.2687(7) 0.041(3) Uani 1 1 d . U . . .
H11 H 0.259065 0.627010 0.277903 0.050 Uiso 1 1 calc R U . . .
C14 C 0.758(2) 0.4781(11) 0.2420(6) 0.040(3) Uani 1 1 d . U . . .
H14 H 0.884217 0.440110 0.231957 0.049 Uiso 1 1 calc R U . . .
C12 C 0.448(3) 0.5069(13) 0.3101(7) 0.050(4) Uani 1 1 d . . . . .
H12 H 0.359290 0.488925 0.346443 0.060 Uiso 1 1 calc R U . . .
C13 C 0.633(3) 0.4553(13) 0.2976(7) 0.048(4) Uani 1 1 d . . . . .
H13 H 0.678587 0.403660 0.326400 0.057 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
Pd1 N1 2.045(11) . ?
Pd1 S1 2.206(4) . ?
Pd1 Cl2 2.287(4) . ?
Pd1 Cl1 2.326(4) . ?
S1 O1 1.462(9) . ?
S1 C9 1.760(14) . ?
S1 C1 1.788(13) . ?
N1 C2 1.464(17) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.504(17) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 C3 1.528(19) . ?
C2 H2 1.0000 . ?
C3 C8 1.364(19) . ?
C3 C4 1.408(19) . ?
C4 C5 1.383(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.346(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.40(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.39(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C14 1.360(19) . ?
C9 C10 1.37(2) . ?
C10 C11 1.355(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.43(2) . ?
C11 H11 0.9500 . ?
C14 C13 1.403(19) . ?
C14 H14 0.9500 . ?
C12 C13 1.36(2) . ?
C12 H12 0.9500 . ?
C13 H13 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
N1 Pd1 S1 85.9(3) . . ?
N1 Pd1 Cl2 175.2(3) . . ?
S1 Pd1 Cl2 89.82(15) . . ?
N1 Pd1 Cl1 91.0(3) . . ?
S1 Pd1 Cl1 175.92(14) . . ?
Cl2 Pd1 Cl1 93.44(15) . . ?
O1 S1 C9 110.5(7) . . ?
O1 S1 C1 108.7(6) . . ?
C9 S1 C1 102.4(6) . . ?
O1 S1 Pd1 124.2(5) . . ?
C9 S1 Pd1 108.7(5) . . ?
C1 S1 Pd1 99.8(4) . . ?
C2 N1 Pd1 116.4(8) . . ?
C2 N1 H1A 108.2 . . ?
Pd1 N1 H1A 108.2 . . ?
C2 N1 H1B 108.2 . . ?
Pd1 N1 H1B 108.2 . . ?
H1A N1 H1B 107.3 . . ?
C2 C1 S1 111.1(9) . . ?
C2 C1 H1C 109.4 . . ?
S1 C1 H1C 109.4 . . ?
C2 C1 H1D 109.4 . . ?
S1 C1 H1D 109.4 . . ?
H1C C1 H1D 108.0 . . ?
N1 C2 C1 108.4(11) . . ?
N1 C2 C3 113.9(11) . . ?
C1 C2 C3 110.1(11) . . ?
N1 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C8 C3 C4 119.7(14) . . ?
C8 C3 C2 120.2(13) . . ?
C4 C3 C2 120.0(12) . . ?
C5 C4 C3 119.6(14) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C6 C5 C4 121.1(14) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 119.3(14) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 120.9(14) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C3 C8 C7 119.4(15) . . ?
C3 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C14 C9 C10 120.2(13) . . ?
C14 C9 S1 119.4(12) . . ?
C10 C9 S1 120.3(11) . . ?
C11 C10 C9 122.5(14) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C10 C11 C12 117.5(15) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
C9 C14 C13 119.5(14) . . ?
C9 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C13 C12 C11 120.1(15) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.1(15) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C2 -165.9(9) . . . . ?
C9 S1 C1 C2 77.2(11) . . . . ?
Pd1 S1 C1 C2 -34.6(9) . . . . ?
Pd1 N1 C2 C1 -38.5(12) . . . . ?
Pd1 N1 C2 C3 -161.4(8) . . . . ?
S1 C1 C2 N1 47.7(12) . . . . ?
S1 C1 C2 C3 173.0(9) . . . . ?
N1 C2 C3 C8 62.2(17) . . . . ?
C1 C2 C3 C8 -59.8(17) . . . . ?
N1 C2 C3 C4 -122.4(13) . . . . ?
C1 C2 C3 C4 115.6(14) . . . . ?
C8 C3 C4 C5 -2(2) . . . . ?
C2 C3 C4 C5 -177.5(13) . . . . ?
C3 C4 C5 C6 3(2) . . . . ?
C4 C5 C6 C7 -2(2) . . . . ?
C5 C6 C7 C8 1(2) . . . . ?
C4 C3 C8 C7 1(2) . . . . ?
C2 C3 C8 C7 176.1(13) . . . . ?
C6 C7 C8 C3 0(2) . . . . ?
O1 S1 C9 C14 -37.2(14) . . . . ?
C1 S1 C9 C14 78.4(12) . . . . ?
Pd1 S1 C9 C14 -176.6(10) . . . . ?
O1 S1 C9 C10 146.8(11) . . . . ?
C1 S1 C9 C10 -97.6(12) . . . . ?
Pd1 S1 C9 C10 7.4(13) . . . . ?
C14 C9 C10 C11 2(2) . . . . ?
S1 C9 C10 C11 177.6(12) . . . . ?
C9 C10 C11 C12 -2(2) . . . . ?
C10 C9 C14 C13 -2(2) . . . . ?
S1 C9 C14 C13 -178.1(12) . . . . ?
C10 C11 C12 C13 3(2) . . . . ?
C11 C12 C13 C14 -3(2) . . . . ?
C9 C14 C13 C12 3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Cl1 0.91 2.50 3.321(11) 150.5 4_465 yes
N1 H1B Cl1 0.91 2.80 3.367(11) 121.6 4_565 yes

_refine_diff_density_max         1.183
_refine_diff_density_min         -1.218
_refine_diff_density_rms         0.145

