# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

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

data_2025_Uniandes_Cu_87_DT127-Diego_Compound_3n
_database_code_depnum_ccdc_archive 'CCDC 2486107'
loop_
_audit_author_name
_audit_author_address
'Mario Macias'
;Departamento de Quimica, Universidad de los Andes, Bogota
Colombia
;
_audit_update_record             
;
2025-09-06 deposited with the CCDC.	2025-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H12 S3'
_chemical_formula_sum            'C10 H12 S3'
_chemical_formula_weight         228.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3092(10)
_cell_length_b                   13.1039(11)
_cell_length_c                   20.5375(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2236.2(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4210
_cell_measurement_theta_min      6.5890
_cell_measurement_theta_max      76.1040

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    5.658
_shelx_estimated_absorpt_T_min   0.369
_shelx_estimated_absorpt_T_max   0.890
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49969
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   
'SuperNova (Cu) micro-focus sealed X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.6144
_diffrn_reflns_number            7319
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.305
_diffrn_reflns_theta_max         76.349
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2323
_reflns_number_gt                2056
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0566P)²+0.6704P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2323
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1136
_refine_ls_wR_factor_gt          0.1075
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
C9 C 0.4620(3) 0.61533(19) 0.08207(17) 0.0735(7) Uani 1 1 d . . . . .
H9A H 0.485015 0.615264 0.035773 0.088 Uiso 1 1 calc R U . . .
H9B H 0.563431 0.609110 0.105087 0.088 Uiso 1 1 calc R U . . .
C8 C 0.3573(3) 0.52410(16) 0.09816(14) 0.0638(6) Uani 1 1 d . . . . .
H8A H 0.327988 0.527144 0.143834 0.077 Uiso 1 1 calc R U . . .
H8B H 0.419452 0.462304 0.091530 0.077 Uiso 1 1 calc R U . . .
C7 C 0.0843(3) 0.63824(14) 0.06862(11) 0.0509(5) Uani 1 1 d . . . . .
H7 H -0.010817 0.644392 0.040683 0.061 Uiso 1 1 calc R U . . .
C1 C -0.0640(2) 0.75285(14) 0.16948(10) 0.0450(4) Uani 1 1 d . . . . .
S1 S 0.01120(8) 0.62944(4) 0.15248(3) 0.0613(2) Uani 1 1 d . . . . .
C2 C -0.0181(3) 0.79847(18) 0.22723(11) 0.0563(5) Uani 1 1 d . . . . .
H2 H 0.055105 0.766129 0.254559 0.068 Uiso 1 1 calc R U . . .
S2 S 0.17593(8) 0.51666(4) 0.04999(3) 0.0681(2) Uani 1 1 d . . . . .
C6 C -0.1700(2) 0.80297(17) 0.12835(10) 0.0522(5) Uani 1 1 d . . . . .
H6 H -0.202052 0.772449 0.089571 0.063 Uiso 1 1 calc R U . . .
C4 C -0.1846(3) 0.94240(18) 0.20321(12) 0.0584(5) Uani 1 1 d . . . . .
H4 H -0.225037 1.006078 0.214697 0.070 Uiso 1 1 calc R U . . .
C5 C -0.2284(3) 0.89852(18) 0.14500(11) 0.0570(5) Uani 1 1 d . . . . .
H5 H -0.297099 0.932988 0.116825 0.068 Uiso 1 1 calc R U . . .
C3 C -0.0814(3) 0.89233(19) 0.24428(12) 0.0627(6) Uani 1 1 d . . . . .
H3 H -0.053689 0.921704 0.283944 0.075 Uiso 1 1 calc R U . . .
S3 S 0.20953(7) 0.74730(4) 0.05183(3) 0.0557(2) Uani 1 1 d . . . . .
C10 C 0.3835(3) 0.71613(17) 0.10026(14) 0.0660(6) Uani 1 1 d . . . . .
H10A H 0.462258 0.770262 0.095628 0.079 Uiso 1 1 calc R U . . .
H10B H 0.351808 0.713494 0.145686 0.079 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
C9 C8 1.515(3) . ?
C9 C10 1.520(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C8 S2 1.805(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 S3 1.801(2) . ?
C7 S2 1.807(2) . ?
C7 S1 1.830(2) . ?
C7 H7 0.9800 . ?
C1 C2 1.382(3) . ?
C1 C6 1.386(3) . ?
C1 S1 1.768(2) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C6 C5 1.386(3) . ?
C6 H6 0.9300 . ?
C4 C3 1.370(3) . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?
S3 C10 1.801(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

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
C8 C9 C10 112.7(2) . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C9 C8 S2 113.73(19) . . ?
C9 C8 H8A 108.8 . . ?
S2 C8 H8A 108.8 . . ?
C9 C8 H8B 108.8 . . ?
S2 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
S3 C7 S2 114.56(13) . . ?
S3 C7 S1 114.96(11) . . ?
S2 C7 S1 106.48(11) . . ?
S3 C7 H7 106.8 . . ?
S2 C7 H7 106.8 . . ?
S1 C7 H7 106.8 . . ?
C2 C1 C6 119.56(19) . . ?
C2 C1 S1 117.89(16) . . ?
C6 C1 S1 122.51(16) . . ?
C1 S1 C7 104.21(9) . . ?
C1 C2 C3 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C8 S2 C7 100.85(10) . . ?
C5 C6 C1 120.01(19) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C7 S3 C10 100.24(10) . . ?
C9 C10 S3 113.94(19) . . ?
C9 C10 H10A 108.8 . . ?
S3 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
S3 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?

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
C10 C9 C8 S2 66.8(3) . . . . ?
C2 C1 S1 C7 -132.09(17) . . . . ?
C6 C1 S1 C7 50.11(19) . . . . ?
S3 C7 S1 C1 48.06(14) . . . . ?
S2 C7 S1 C1 176.07(10) . . . . ?
C6 C1 C2 C3 1.6(3) . . . . ?
S1 C1 C2 C3 -176.23(18) . . . . ?
C9 C8 S2 C7 -57.5(2) . . . . ?
S3 C7 S2 C8 56.09(15) . . . . ?
S1 C7 S2 C8 -72.16(14) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
S1 C1 C6 C5 178.28(16) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C1 C6 C5 C4 -1.8(3) . . . . ?
C5 C4 C3 C2 1.2(4) . . . . ?
C1 C2 C3 C4 -2.5(4) . . . . ?
S2 C7 S3 C10 -56.42(15) . . . . ?
S1 C7 S3 C10 67.41(15) . . . . ?
C8 C9 C10 S3 -67.9(3) . . . . ?
C7 S3 C10 C9 58.7(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
C6 H6 S3 0.93 3.01 3.889(2) 159.1 3_465 yes

_refine_diff_density_max         0.347
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_2025_Uniandes_Cu_96_DT-C3-Diego_Compound_3o
_database_code_depnum_ccdc_archive 'CCDC 2486109'
loop_
_audit_author_name
_audit_author_address
'Mario Macias'
;Departamento de Quimica, Universidad de los Andes, Bogota
Colombia
;
_audit_update_record             
;
2025-09-06 deposited with the CCDC.	2025-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H26 O3 S6'
_chemical_formula_sum            'C20 H26 O3 S6'
_chemical_formula_weight         506.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   22.657(3)
_cell_length_b                   5.3209(6)
_cell_length_c                   21.539(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.685(13)
_cell_angle_gamma                90
_cell_volume                     2395.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3575
_cell_measurement_theta_min      4.1040
_cell_measurement_theta_max      76.2950

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    5.434
_shelx_estimated_absorpt_T_min   0.410
_shelx_estimated_absorpt_T_max   0.477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.42190
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   
'SuperNova (Cu) micro-focus sealed X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.6144
_diffrn_reflns_number            11360
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.124
_diffrn_reflns_theta_max         76.691
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4976
_reflns_number_gt                3708
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1207P)²+0.0938P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4976
_refine_ls_number_parameters     269
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0612
_refine_ls_wR_factor_ref         0.2142
_refine_ls_wR_factor_gt          0.1668
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
S7 S 0.01931(5) 0.2365(2) 0.32494(5) 0.0621(3) Uani 1 1 d . . . . .
S9 S -0.10938(5) 0.0400(2) 0.25600(5) 0.0636(3) Uani 1 1 d . . . . .
S21 S 0.40016(5) 0.2641(2) 0.32082(5) 0.0650(3) Uani 1 1 d . . . . .
S27 S 0.42048(5) 0.62791(19) 0.43720(5) 0.0648(3) Uani 1 1 d . . . . .
S13 S -0.04019(5) -0.09110(19) 0.40305(5) 0.0628(3) Uani 1 1 d . . . . .
S23 S 0.29031(5) 0.5360(3) 0.32602(7) 0.0839(4) Uani 1 1 d . . . . .
O14 O 0.25226(16) 0.0130(10) 0.5645(2) 0.0957(12) Uani 1 1 d . . . . .
H14 H 0.251128 0.086752 0.597468 0.144 Uiso 1 1 calc R U . . .
O28 O 0.67488(17) 0.3857(8) 0.3765(2) 0.0937(12) Uani 1 1 d . . . . .
H28 H 0.695766 0.266947 0.398293 0.141 Uiso 1 1 calc R U . . .
C20 C 0.5042(2) 0.5036(8) 0.3125(2) 0.0627(9) Uani 1 1 d . . . . .
H20 H 0.475165 0.618116 0.284272 0.075 Uiso 1 1 calc R U . . .
C1 C 0.08926(17) 0.1692(7) 0.39689(18) 0.0551(8) Uani 1 1 d . . . . .
C22 C 0.37583(19) 0.5546(7) 0.3506(2) 0.0609(8) Uani 1 1 d . . . . .
H22 H 0.383578 0.692101 0.324377 0.073 Uiso 1 1 calc R U . . .
C19 C 0.5690(2) 0.5273(8) 0.3260(2) 0.0639(9) Uani 1 1 d . . . . .
H19 H 0.583500 0.660581 0.307706 0.077 Uiso 1 1 calc R U . . .
C8 C -0.03443(17) -0.0225(7) 0.32392(18) 0.0537(7) Uani 1 1 d . . . . .
H8 H -0.016959 -0.173581 0.311264 0.064 Uiso 1 1 calc R U . . .
C26 C 0.3945(2) 0.3735(8) 0.4761(2) 0.0656(9) Uani 1 1 d . . . . .
H26A H 0.406517 0.215169 0.462001 0.079 Uiso 1 1 calc R U . . .
H26B H 0.416574 0.385688 0.524573 0.079 Uiso 1 1 calc R U . . .
O29 O 0.2620(3) 0.2657(12) 0.6714(2) 0.1182(17) Uani 1 1 d D . . . .
H29A H 0.294(3) 0.367(16) 0.679(5) 0.177 Uiso 1 1 d D U . . .
H29B H 0.267(5) 0.192(17) 0.708(3) 0.177 Uiso 1 1 d D U . . .
C2 C 0.1284(2) -0.0292(11) 0.3977(3) 0.0821(14) Uani 1 1 d . . . . .
H2 H 0.118355 -0.130703 0.359893 0.099 Uiso 1 1 calc R U . . .
C15 C 0.48294(18) 0.3103(7) 0.34098(18) 0.0544(7) Uani 1 1 d . . . . .
C6 C 0.1051(2) 0.3161(9) 0.4526(2) 0.0747(11) Uani 1 1 d . . . . .
H6 H 0.079112 0.451019 0.452756 0.090 Uiso 1 1 calc R U . . .
C17 C 0.5903(2) 0.1586(8) 0.3943(3) 0.0709(10) Uani 1 1 d . . . . .
H17 H 0.619034 0.040508 0.421293 0.085 Uiso 1 1 calc R U . . .
C4 C 0.19779(19) 0.0684(10) 0.5089(2) 0.0679(10) Uani 1 1 d . . . . .
C18 C 0.6120(2) 0.3543(8) 0.3663(2) 0.0643(9) Uani 1 1 d . . . . .
C16 C 0.5265(2) 0.1384(8) 0.3825(2) 0.0645(9) Uani 1 1 d . . . . .
H16 H 0.512330 0.008972 0.402258 0.077 Uiso 1 1 calc R U . . .
C5 C 0.1601(2) 0.2664(12) 0.5093(3) 0.0870(16) Uani 1 1 d . . . . .
H5 H 0.170821 0.367926 0.547279 0.104 Uiso 1 1 calc R U . . .
C3 C 0.1825(2) -0.0790(11) 0.4541(3) 0.0877(15) Uani 1 1 d . . . . .
H3 H 0.208437 -0.214636 0.454293 0.105 Uiso 1 1 calc R U . . .
C12 C -0.0796(3) 0.1883(10) 0.4143(3) 0.0783(12) Uani 1 1 d . . . . .
H12A H -0.086794 0.172833 0.455726 0.094 Uiso 1 1 calc R U . . .
H12B H -0.051469 0.330992 0.419197 0.094 Uiso 1 1 calc R U . . .
C10 C -0.1369(2) 0.3030(9) 0.2911(3) 0.0745(11) Uani 1 1 d . . . . .
H10A H -0.107215 0.441675 0.298423 0.089 Uiso 1 1 calc R U . . .
H10B H -0.178235 0.357698 0.258912 0.089 Uiso 1 1 calc R U . . .
C11 C -0.1430(3) 0.2397(12) 0.3569(3) 0.0875(15) Uani 1 1 d . . . . .
H11A H -0.170089 0.092727 0.350196 0.105 Uiso 1 1 calc R U . . .
H11B H -0.163984 0.378201 0.369362 0.105 Uiso 1 1 calc R U . . .
C25 C 0.3228(2) 0.3727(12) 0.4588(3) 0.0859(14) Uani 1 1 d . . . . .
H25A H 0.309803 0.537581 0.467997 0.103 Uiso 1 1 calc R U . . .
H25B H 0.313172 0.252466 0.487446 0.103 Uiso 1 1 calc R U . . .
C24 C 0.2843(2) 0.3054(13) 0.3853(3) 0.0909(15) Uani 1 1 d . . . . .
H24A H 0.239721 0.286765 0.378630 0.109 Uiso 1 1 calc R U . . .
H24B H 0.299100 0.144513 0.375671 0.109 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
S7 C1 1.774(4) . ?
S7 C8 1.833(4) . ?
S9 C8 1.794(4) . ?
S9 C10 1.813(5) . ?
S21 C15 1.772(4) . ?
S21 C22 1.837(4) . ?
S27 C22 1.789(4) . ?
S27 C26 1.806(4) . ?
S13 C8 1.796(3) . ?
S13 C12 1.798(5) . ?
S23 C22 1.804(4) . ?
S23 C24 1.813(6) . ?
O14 C4 1.380(5) . ?
O14 H14 0.8200 . ?
O28 C18 1.366(5) . ?
O28 H28 0.8200 . ?
C20 C15 1.376(6) . ?
C20 C19 1.389(6) . ?
C20 H20 0.9300 . ?
C1 C6 1.359(6) . ?
C1 C2 1.375(6) . ?
C22 H22 0.9800 . ?
C19 C18 1.377(6) . ?
C19 H19 0.9300 . ?
C8 H8 0.9800 . ?
C26 C25 1.520(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
O29 H29A 0.86(2) . ?
O29 H29B 0.86(2) . ?
C2 C3 1.377(8) . ?
C2 H2 0.9300 . ?
C15 C16 1.389(6) . ?
C6 C5 1.393(6) . ?
C6 H6 0.9300 . ?
C17 C16 1.371(6) . ?
C17 C18 1.386(6) . ?
C17 H17 0.9300 . ?
C4 C3 1.346(8) . ?
C4 C5 1.359(7) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?
C12 C11 1.517(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C10 C11 1.512(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C25 C24 1.527(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?

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
C1 S7 C8 102.96(17) . . ?
C8 S9 C10 100.0(2) . . ?
C15 S21 C22 103.26(18) . . ?
C22 S27 C26 99.6(2) . . ?
C8 S13 C12 100.5(2) . . ?
C22 S23 C24 101.2(2) . . ?
C4 O14 H14 109.5 . . ?
C18 O28 H28 109.5 . . ?
C15 C20 C19 119.9(4) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C6 C1 C2 118.7(4) . . ?
C6 C1 S7 119.9(3) . . ?
C2 C1 S7 121.4(3) . . ?
S27 C22 S23 115.4(2) . . ?
S27 C22 S21 115.0(2) . . ?
S23 C22 S21 106.5(2) . . ?
S27 C22 H22 106.4 . . ?
S23 C22 H22 106.4 . . ?
S21 C22 H22 106.4 . . ?
C18 C19 C20 120.3(4) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
S9 C8 S13 114.78(19) . . ?
S9 C8 S7 106.62(19) . . ?
S13 C8 S7 115.6(2) . . ?
S9 C8 H8 106.4 . . ?
S13 C8 H8 106.4 . . ?
S7 C8 H8 106.4 . . ?
C25 C26 S27 113.4(3) . . ?
C25 C26 H26A 108.9 . . ?
S27 C26 H26A 108.9 . . ?
C25 C26 H26B 108.9 . . ?
S27 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
H29A O29 H29B 108(5) . . ?
C1 C2 C3 120.6(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C20 C15 C16 119.7(4) . . ?
C20 C15 S21 120.9(3) . . ?
C16 C15 S21 119.3(3) . . ?
C1 C6 C5 120.6(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 O14 118.6(4) . . ?
C5 C4 O14 120.9(5) . . ?
O28 C18 C19 117.3(4) . . ?
O28 C18 C17 123.1(4) . . ?
C19 C18 C17 119.6(4) . . ?
C17 C16 C15 120.3(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C4 C5 C6 119.5(5) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C4 C3 C2 120.1(4) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C11 C12 S13 113.7(4) . . ?
C11 C12 H12A 108.8 . . ?
S13 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
S13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C11 C10 S9 112.9(4) . . ?
C11 C10 H10A 109.0 . . ?
S9 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
S9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C12 113.9(4) . . ?
C10 C11 H11A 108.8 . . ?
C12 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
C12 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C26 C25 C24 112.6(4) . . ?
C26 C25 H25A 109.1 . . ?
C24 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
C24 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C25 C24 S23 113.8(4) . . ?
C25 C24 H24A 108.8 . . ?
S23 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
S23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?

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
C8 S7 C1 C6 -109.3(4) . . . . ?
C8 S7 C1 C2 71.0(4) . . . . ?
C26 S27 C22 S23 57.2(3) . . . . ?
C26 S27 C22 S21 -67.4(3) . . . . ?
C24 S23 C22 S27 -55.3(3) . . . . ?
C24 S23 C22 S21 73.6(3) . . . . ?
C15 S21 C22 S27 -55.3(3) . . . . ?
C15 S21 C22 S23 175.50(19) . . . . ?
C15 C20 C19 C18 1.7(7) . . . . ?
C10 S9 C8 S13 58.0(3) . . . . ?
C10 S9 C8 S7 -71.4(2) . . . . ?
C12 S13 C8 S9 -57.3(3) . . . . ?
C12 S13 C8 S7 67.5(3) . . . . ?
C1 S7 C8 S9 175.89(18) . . . . ?
C1 S7 C8 S13 47.0(2) . . . . ?
C22 S27 C26 C25 -60.7(4) . . . . ?
C6 C1 C2 C3 0.4(8) . . . . ?
S7 C1 C2 C3 -179.9(4) . . . . ?
C19 C20 C15 C16 -0.7(6) . . . . ?
C19 C20 C15 S21 -176.2(3) . . . . ?
C22 S21 C15 C20 -62.3(4) . . . . ?
C22 S21 C15 C16 122.2(3) . . . . ?
C2 C1 C6 C5 0.0(8) . . . . ?
S7 C1 C6 C5 -179.7(4) . . . . ?
C20 C19 C18 O28 178.7(4) . . . . ?
C20 C19 C18 C17 -1.1(7) . . . . ?
C16 C17 C18 O28 179.7(5) . . . . ?
C16 C17 C18 C19 -0.5(7) . . . . ?
C18 C17 C16 C15 1.5(7) . . . . ?
C20 C15 C16 C17 -0.9(6) . . . . ?
S21 C15 C16 C17 174.7(4) . . . . ?
C3 C4 C5 C6 0.1(9) . . . . ?
O14 C4 C5 C6 -179.5(5) . . . . ?
C1 C6 C5 C4 -0.3(9) . . . . ?
C5 C4 C3 C2 0.4(9) . . . . ?
O14 C4 C3 C2 180.0(5) . . . . ?
C1 C2 C3 C4 -0.6(9) . . . . ?
C8 S13 C12 C11 56.9(4) . . . . ?
C8 S9 C10 C11 -58.6(4) . . . . ?
S9 C10 C11 C12 67.2(5) . . . . ?
S13 C12 C11 C10 -66.5(6) . . . . ?
S27 C26 C25 C24 69.2(6) . . . . ?
C26 C25 C24 S23 -65.7(6) . . . . ?
C22 S23 C24 C25 55.1(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
O14 H14 O29 0.82 1.79 2.600(8) 170.2 . yes
O28 H28 O14 0.82 1.88 2.687(6) 170.0 3_656 yes
C19 H19 S21 0.93 2.98 3.712(4) 136.4 2_655 yes
C8 H8 S7 0.98 2.95 3.590(4) 123.7 2_545 yes
O29 H29A O28 0.86(2) 2.08(6) 2.771(7) 137(8) 3_666 yes
O29 H29B S23 0.86(2) 2.67(2) 3.527(5) 176(9) 4_566 yes
C2 H2 S9 0.93 2.99 3.912(5) 170.5 2_545 yes
C10 H10B S23 0.97 3.02 3.701(5) 128.1 2_545 yes

_refine_diff_density_max         0.482
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.088



####################################################################### 
# 
# 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_2023Uniandes_Cu_70_Julia1-Diego_Compound_3p
_database_code_depnum_ccdc_archive 'CCDC 2486108'
loop_
_audit_author_name
_audit_author_address
'Mario Macias'
;Departamento de Quimica, Universidad de los Andes, Bogota
Colombia
;
_audit_update_record             
;
2025-09-06 deposited with the CCDC.	2025-10-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H11 N O2 S3'
_chemical_formula_sum            'C10 H11 N O2 S3'
_chemical_formula_weight         273.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.6276(6)
_cell_length_b                   9.1252(9)
_cell_length_c                   9.4474(7)
_cell_angle_alpha                69.202(8)
_cell_angle_beta                 83.867(7)
_cell_angle_gamma                80.527(7)
_cell_volume                     605.50(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5858
_cell_measurement_theta_min      4.9460
_cell_measurement_theta_max      76.1310

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_F_000             284
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    5.482
_shelx_estimated_absorpt_T_min   0.407
_shelx_estimated_absorpt_T_max   0.456
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62356
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   
'SuperNova (Cu) micro-focus sealed X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.6144
_diffrn_reflns_number            8520
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         5.015
_diffrn_reflns_theta_max         76.550
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2513
_reflns_number_gt                2285
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0606P)²+0.2198P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2513
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1122
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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 0.21346(6) 0.82891(7) 0.73318(6) 0.04930(17) Uani 1 1 d . . . . .
N1 N -0.3750(3) 0.7295(3) 0.4255(2) 0.0574(5) Uani 1 1 d . . . . .
C1 C -0.2352(3) 0.7565(3) 0.5041(2) 0.0448(4) Uani 1 1 d . . . . .
S2 S 0.00459(7) 0.73041(7) 1.03986(5) 0.04801(17) Uani 1 1 d . . . . .
C2 C -0.2808(3) 0.8369(3) 0.6049(2) 0.0460(5) Uani 1 1 d . . . . .
H2 H -0.399016 0.874555 0.622403 0.055 Uiso 1 1 calc R U . . .
S3 S 0.30722(8) 0.92703(7) 0.97190(7) 0.05350(18) Uani 1 1 d . . . . .
C3 C -0.1474(3) 0.8598(2) 0.6788(2) 0.0441(4) Uani 1 1 d . . . . .
H3 H -0.175274 0.913708 0.747154 0.053 Uiso 1 1 calc R U . . .
O2 O -0.5233(2) 0.8044(3) 0.4276(3) 0.0812(6) Uani 1 1 d . . . . .
O1 O -0.3352(3) 0.6351(3) 0.3584(3) 0.0924(8) Uani 1 1 d . . . . .
C4 C 0.0294(3) 0.8028(2) 0.6519(2) 0.0401(4) Uani 1 1 d . . . . .
C6 C -0.0616(3) 0.7018(3) 0.4727(3) 0.0541(5) Uani 1 1 d . . . . .
H6 H -0.034519 0.650257 0.402383 0.065 Uiso 1 1 calc R U . . .
C5 C 0.0710(3) 0.7246(3) 0.5472(3) 0.0527(5) Uani 1 1 d . . . . .
H5 H 0.188989 0.687859 0.527823 0.063 Uiso 1 1 calc R U . . .
C8 C 0.4380(3) 0.7339(3) 1.0474(3) 0.0553(5) Uani 1 1 d . . . . .
H8A H 0.481656 0.696830 0.964076 0.066 Uiso 1 1 calc R U . . .
H8B H 0.540564 0.744851 1.093474 0.066 Uiso 1 1 calc R U . . .
C9 C 0.3376(4) 0.6101(3) 1.1638(3) 0.0620(6) Uani 1 1 d . . . . .
H9A H 0.291797 0.647874 1.246292 0.074 Uiso 1 1 calc R U . . .
H9B H 0.419991 0.514324 1.205321 0.074 Uiso 1 1 calc R U . . .
C10 C 0.1839(4) 0.5699(3) 1.1010(3) 0.0598(6) Uani 1 1 d . . . . .
H10A H 0.136639 0.481029 1.178452 0.072 Uiso 1 1 calc R U . . .
H10B H 0.229112 0.536595 1.015724 0.072 Uiso 1 1 calc R U . . .
C7 C 0.1239(3) 0.8770(2) 0.8996(2) 0.0410(4) Uani 1 1 d . . . . .
H7 H 0.039062 0.973922 0.864095 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.757(2) . ?
S1 C7 1.814(2) . ?
N1 O1 1.224(3) . ?
N1 O2 1.224(3) . ?
N1 C1 1.461(3) . ?
C1 C6 1.377(3) . ?
C1 C2 1.381(3) . ?
S2 C10 1.805(3) . ?
S2 C7 1.805(2) . ?
C2 C3 1.377(3) . ?
C2 H2 0.9300 . ?
S3 C7 1.8073(19) . ?
S3 C8 1.814(2) . ?
C3 C4 1.394(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(3) . ?
C6 C5 1.374(3) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C8 C9 1.515(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.518(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C7 H7 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
C4 S1 C7 105.63(9) . . ?
O1 N1 O2 123.8(2) . . ?
O1 N1 C1 117.6(2) . . ?
O2 N1 C1 118.6(2) . . ?
C6 C1 C2 122.52(19) . . ?
C6 C1 N1 118.1(2) . . ?
C2 C1 N1 119.34(19) . . ?
C10 S2 C7 100.13(11) . . ?
C3 C2 C1 118.47(19) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C7 S3 C8 100.81(10) . . ?
C2 C3 C4 120.36(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 119.63(18) . . ?
C3 C4 S1 125.30(16) . . ?
C5 C4 S1 114.99(15) . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 H6 120.6 . . ?
C1 C6 H6 120.6 . . ?
C6 C5 C4 120.3(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C9 C8 S3 114.34(18) . . ?
C9 C8 H8A 108.7 . . ?
S3 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
S3 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C8 C9 C10 113.8(2) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 S2 114.45(17) . . ?
C9 C10 H10A 108.6 . . ?
S2 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
S2 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
S2 C7 S3 114.09(11) . . ?
S2 C7 S1 115.55(10) . . ?
S3 C7 S1 106.21(10) . . ?
S2 C7 H7 106.8 . . ?
S3 C7 H7 106.8 . . ?
S1 C7 H7 106.8 . . ?

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 N1 C1 C6 13.4(3) . . . . ?
O2 N1 C1 C6 -165.1(2) . . . . ?
O1 N1 C1 C2 -167.3(2) . . . . ?
O2 N1 C1 C2 14.2(3) . . . . ?
C6 C1 C2 C3 -1.4(3) . . . . ?
N1 C1 C2 C3 179.41(19) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C2 C3 C4 S1 177.82(16) . . . . ?
C7 S1 C4 C3 19.6(2) . . . . ?
C7 S1 C4 C5 -163.62(16) . . . . ?
C2 C1 C6 C5 1.6(4) . . . . ?
N1 C1 C6 C5 -179.2(2) . . . . ?
C1 C6 C5 C4 -0.4(4) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
S1 C4 C5 C6 -177.95(19) . . . . ?
C7 S3 C8 C9 -56.52(19) . . . . ?
S3 C8 C9 C10 64.2(3) . . . . ?
C8 C9 C10 S2 -65.6(3) . . . . ?
C7 S2 C10 C9 58.5(2) . . . . ?
C10 S2 C7 S3 -57.78(14) . . . . ?
C10 S2 C7 S1 65.77(14) . . . . ?
C8 S3 C7 S2 57.12(14) . . . . ?
C8 S3 C7 S1 -71.34(12) . . . . ?
C4 S1 C7 S2 58.97(13) . . . . ?
C4 S1 C7 S3 -173.44(9) . . . . ?

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
C3 H3 S2 0.93 3.02 3.450(2) 110.3 . yes
C5 H5 O2 0.93 2.54 3.285(3) 137.3 1_655 yes
C8 H8B O1 0.97 2.56 3.336(3) 136.5 1_656 yes

_refine_diff_density_max         0.271
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.065



