# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_L2OMe
_database_code_depnum_ccdc_archive 'CCDC 2303468'
loop_
_audit_author_name
_audit_author_address
'Hegen Zheng'
;Nanjing University
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-05-16 downloaded from the CCDC.
;
_audit_creation_date             2023-05-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H21 N O4 S'
_chemical_formula_sum            'C28 H21 N O4 S'
_chemical_formula_weight         467.52
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   46.915(8)
_cell_length_b                   7.2886(11)
_cell_length_c                   6.1504(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2103.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4208
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      53.86
_cell_measurement_theta_min      4.92
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.101
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.5180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0917
_diffrn_reflns_av_unetI/netI     0.0801
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4904
_diffrn_reflns_point_group_measured_fraction_full 0.906
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.072
_diffrn_reflns_theta_min         1.638
_diffrn_ambient_temperature      193.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   ?
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_full    0.797
_reflns_Friedel_fraction_max     0.779
_reflns_number_gt                1590
_reflns_number_total             1765
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.09(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         1765
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0815
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0765P)²+13.3095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2103
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.09(11)
 -0.09(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H,H) groups
3. Restrained distances
 N1-H1
 0.86 with sigma of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C4(H4), C14(H14), C10(H10), C13(H13), C7(H7), C5(H5)
4.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.000000 0.1541(4) 0.2744(5) 0.0307(7) Uani 1 2 d S T P . .
O2 O 0.19417(12) 0.1833(9) -0.1455(13) 0.0468(18) Uani 1 1 d . . . . .
O1 O 0.21411(13) 0.3145(11) 0.1450(14) 0.058(2) Uani 1 1 d . . . . .
N1 N 0.000000 0.3243(16) 0.7391(18) 0.034(3) Uani 1 2 d DS T P . .
C12 C 0.02666(16) 0.2904(9) 0.6428(14) 0.0233(17) Uani 1 1 d . . . . .
C6 C 0.11019(16) 0.2460(10) 0.3498(13) 0.0221(16) Uani 1 1 d . . . . .
C8 C 0.16061(17) 0.3249(11) 0.3555(16) 0.0312(19) Uani 1 1 d . . . . .
H8 H 0.176361 0.380795 0.426488 0.037 Uiso 1 1 calc R U . . .
C4 C 0.14126(16) 0.1647(10) 0.0485(14) 0.0260(18) Uani 1 1 d . . . . .
H4 H 0.143693 0.110750 -0.090812 0.031 Uiso 1 1 calc R U . . .
C14 C 0.07783(16) 0.3174(10) 0.6620(13) 0.0241(16) Uani 1 1 d . . . . .
H14 H 0.094373 0.349606 0.742388 0.029 Uiso 1 1 calc R U . . .
C9 C 0.08126(16) 0.2538(9) 0.4549(15) 0.0243(17) Uani 1 1 d . . . . .
C2 C 0.19338(17) 0.2516(12) 0.0551(15) 0.031(2) Uani 1 1 d . . . . .
C10 C 0.05667(15) 0.1978(10) 0.3447(13) 0.0240(16) Uani 1 1 d . . . . .
H10 H 0.058368 0.144778 0.204158 0.029 Uiso 1 1 calc R U . . .
C11 C 0.02965(16) 0.2182(10) 0.4375(14) 0.0246(17) Uani 1 1 d . . . . .
C13 C 0.05089(15) 0.3379(9) 0.7634(18) 0.0239(15) Uani 1 1 d . . . . .
H13 H 0.049322 0.382252 0.908121 0.029 Uiso 1 1 calc R U . . .
C3 C 0.16437(17) 0.2427(11) 0.1561(16) 0.0291(19) Uani 1 1 d . . . . .
C7 C 0.13381(17) 0.3266(11) 0.4541(15) 0.0299(19) Uani 1 1 d . . . . .
H7 H 0.131487 0.382491 0.592537 0.036 Uiso 1 1 calc R U . . .
C5 C 0.11458(16) 0.1665(10) 0.1467(15) 0.0289(19) Uani 1 1 d . . . . .
H5 H 0.098907 0.111915 0.073293 0.035 Uiso 1 1 calc R U . . .
C1 C 0.2218(2) 0.1924(16) -0.246(3) 0.066(4) Uani 1 1 d . . . . .
H1A H 0.220120 0.157367 -0.399783 0.099 Uiso 1 1 calc R U . . .
H1B H 0.234816 0.108181 -0.172320 0.099 Uiso 1 1 calc R U . . .
H1C H 0.229135 0.317884 -0.236106 0.099 Uiso 1 1 calc R U . . .
H1 H 0.000000 0.33(3) 0.878(4) 0.099 Uiso 1 2 d DS U P . .


_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 C11 1.777(8) 3 ?
S1 C11 1.778(8) . ?
O2 C2 1.331(11) . ?
O2 C1 1.437(11) . ?
O1 C2 1.209(11) . ?
N1 C12 1.406(9) 3 ?
N1 C12 1.406(9) . ?
N1 H1 0.860(14) . ?
C12 C11 1.375(12) . ?
C12 C13 1.401(11) . ?
C6 C9 1.504(10) . ?
C6 C7 1.409(11) . ?
C6 C5 1.392(11) . ?
C8 H8 0.9500 . ?
C8 C3 1.376(13) . ?
C8 C7 1.396(11) . ?
C4 H4 0.9500 . ?
C4 C3 1.391(11) . ?
C4 C5 1.390(11) . ?
C14 H14 0.9500 . ?
C14 C9 1.365(12) . ?
C14 C13 1.417(11) . ?
C9 C10 1.399(10) . ?
C2 C3 1.498(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.398(11) . ?
C13 H13 0.9500 . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 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
C11 S1 C11 103.0(6) 3 . ?
C2 O2 C1 114.1(9) . . ?
C12 N1 C12 125.7(10) 3 . ?
C12 N1 H1 116(2) 3 . ?
C12 N1 H1 116(2) . . ?
C11 C12 N1 123.0(7) . . ?
C11 C12 C13 119.9(7) . . ?
C13 C12 N1 117.1(8) . . ?
C7 C6 C9 119.9(7) . . ?
C5 C6 C9 122.3(7) . . ?
C5 C6 C7 117.8(7) . . ?
C3 C8 H8 119.8 . . ?
C3 C8 C7 120.4(8) . . ?
C7 C8 H8 119.8 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.4(8) . . ?
C9 C14 H14 118.3 . . ?
C9 C14 C13 123.5(8) . . ?
C13 C14 H14 118.3 . . ?
C14 C9 C6 121.3(7) . . ?
C14 C9 C10 117.0(7) . . ?
C10 C9 C6 121.6(7) . . ?
O2 C2 C3 113.2(7) . . ?
O1 C2 O2 122.9(8) . . ?
O1 C2 C3 123.9(9) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.2(7) . . ?
C11 C10 H10 119.4 . . ?
C12 C11 S1 122.6(6) . . ?
C12 C11 C10 120.5(7) . . ?
C10 C11 S1 116.8(6) . . ?
C12 C13 C14 117.7(9) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 H13 121.2 . . ?
C8 C3 C4 120.1(8) . . ?
C8 C3 C2 117.8(7) . . ?
C4 C3 C2 121.9(8) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.5(8) . . ?
C8 C7 H7 119.8 . . ?
C6 C5 H5 119.1 . . ?
C4 C5 C6 121.8(7) . . ?
C4 C5 H5 119.1 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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 C2 C3 C8 -174.2(7) . . . . ?
O2 C2 C3 C4 1.9(11) . . . . ?
O1 C2 C3 C8 5.6(13) . . . . ?
O1 C2 C3 C4 -178.3(9) . . . . ?
N1 C12 C11 S1 -1.7(11) . . . . ?
N1 C12 C11 C10 176.1(9) . . . . ?
N1 C12 C13 C14 -175.4(8) . . . . ?
C12 N1 C12 C11 0.0(17) 3 . . . ?
C12 N1 C12 C13 178.4(8) 3 . . . ?
C6 C9 C10 C11 -175.2(6) . . . . ?
C14 C9 C10 C11 4.4(11) . . . . ?
C9 C6 C7 C8 -178.2(7) . . . . ?
C9 C6 C5 C4 178.1(7) . . . . ?
C9 C14 C13 C12 -0.2(11) . . . . ?
C9 C10 C11 S1 176.4(6) . . . . ?
C9 C10 C11 C12 -1.6(11) . . . . ?
C11 S1 C11 C12 2.8(9) 3 . . . ?
C11 S1 C11 C10 -175.1(4) 3 . . . ?
C11 C12 C13 C14 3.1(10) . . . . ?
C13 C12 C11 S1 179.9(6) . . . . ?
C13 C12 C11 C10 -2.3(10) . . . . ?
C13 C14 C9 C6 176.1(7) . . . . ?
C13 C14 C9 C10 -3.5(11) . . . . ?
C3 C8 C7 C6 -0.7(12) . . . . ?
C3 C4 C5 C6 0.6(12) . . . . ?
C7 C6 C9 C14 -8.2(10) . . . . ?
C7 C6 C9 C10 171.3(7) . . . . ?
C7 C6 C5 C4 0.3(12) . . . . ?
C7 C8 C3 C4 1.7(12) . . . . ?
C7 C8 C3 C2 177.8(8) . . . . ?
C5 C6 C9 C14 174.0(7) . . . . ?
C5 C6 C9 C10 -6.4(11) . . . . ?
C5 C6 C7 C8 -0.3(12) . . . . ?
C5 C4 C3 C8 -1.6(12) . . . . ?
C5 C4 C3 C2 -177.6(7) . . . . ?
C1 O2 C2 O1 -0.5(13) . . . . ?
C1 O2 C2 C3 179.3(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.09(11)
2 -0.09(11)

# start Validation Reply Form
_vrf_PLAT340_L2OMe               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0115 Ang.  
RESPONSE: The crystal is too thin to receive  qualified data from some angles.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_L2-Cd
_database_code_depnum_ccdc_archive 'CCDC 2303469'
loop_
_audit_author_name
_audit_author_address
'Hegen Zheng'
;Nanjing University
China
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-05-16 downloaded from the CCDC.
;
_audit_creation_date             2023-10-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H19 Cd N O6 S'
_chemical_formula_sum            'C26 H19 Cd N O6 S'
_chemical_formula_weight         585.921
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
Cd Cd 0.1145 3.7303 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2924 0.4247 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           26
_space_group_name_H-M_alt        'P m c 21'
_space_group_name_Hall           ' P 2c -2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x,y,z
4 x,-y,z+1/2

_symmetry_Int_Tables_number      26
_cell_length_a                   23.2254(9)
_cell_length_b                   7.6809(3)
_cell_length_c                   5.9740(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1065.71(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4970
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      53.84
_cell_measurement_theta_min      5.01
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.460
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.5628
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1074 before and 0.0665 after correction.
The Ratio of minimum to maximum transmission is 0.7498.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             590.429
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.9855
_diffrn_reflns_Laue_measured_fraction_max 0.9857
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            4297
_diffrn_reflns_point_group_measured_fraction_full 0.8911
_diffrn_reflns_point_group_measured_fraction_max 0.8884
_diffrn_reflns_theta_full        53.5942
_diffrn_reflns_theta_max         53.89
_diffrn_reflns_theta_min         5.01
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.9855
_diffrn_measured_fraction_theta_max 0.9857
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_full    0.773
_reflns_Friedel_fraction_max     0.767
_reflns_limit_h_max              27
_reflns_limit_h_min              -27
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              7
_reflns_limit_l_min              -6
_reflns_number_gt                1747
_reflns_number_total             1783
_reflns_threshold_expression     'I > 2σ(I)'
_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_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.4459
_refine_diff_density_min         -0.4525
_refine_diff_density_rms         0.0691
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.026(13)
_refine_ls_d_res_high            0.8301
_refine_ls_d_res_low             7.6809
_refine_ls_goodness_of_fit_ref   1.0412
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    17
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1783
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0233
_refine_ls_restrained_S_all      1.0396
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²+0.1065P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0539
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.978(11)
 0.022(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 H2-O2
 0.85 with sigma of 0.01
 O1-H1
 0.85 with sigma of 0.01
 H2_$1-H2
 1.39 with sigma of 0.01
 H1-H1_$1
 1.39 with sigma of 0.01
 H1a-N1
 0.86 with sigma of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C7(H7), C4(H4), C6(H6), C13(H13), C12(H12), C3(H3)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.0 0.81570(3) 0.92312(2) 0.01277(11) Uani 1.000000 2 S T P
S1 S 0.5 0.85121(19) 0.53987(15) 0.0263(3) Uani 1.000000 2 S T P
O3 O 0.10028(9) 0.8466(3) 0.9418(6) 0.0251(6) Uani 1.000000 1 . . .
O4 O 0.06558(10) 0.7401(3) 0.6279(4) 0.0186(6) Uani 1.000000 1 . . .
O1 O 0.0 0.8920(4) 1.3110(5) 0.0156(7) Uani 1.000000 2 DS T P
O2 O 0.0 0.5485(4) 1.0670(6) 0.0370(11) Uani 1.000000 2 DS T P
C8 C 0.33611(13) 0.7446(4) 0.3583(5) 0.0168(10) Uani 1.000000 1 . . .
C10 C 0.44055(13) 0.7784(4) 0.3768(6) 0.0152(10) Uani 1.000000 1 . . .
C5 C 0.27786(13) 0.7544(4) 0.4649(5) 0.0125(10) Uani 1.000000 1 . . .
N1 N 0.5 0.6704(6) 0.0706(6) 0.0295(13) Uani 1.000000 2 DS T P
C9 C 0.38613(14) 0.7997(4) 0.4687(6) 0.0183(13) Uani 1.000000 1 . . .
H9 H 0.38267(14) 0.8535(4) 0.6113(6) 0.0220(16) Uiso 1.000000 1 R . .
C7 C 0.17590(14) 0.6903(4) 0.4531(9) 0.0225(11) Uani 1.000000 1 . . .
H7 H 0.14397(14) 0.6408(4) 0.3767(9) 0.0270(13) Uiso 1.000000 1 R . .
C4 C 0.26862(15) 0.8383(4) 0.6666(6) 0.0188(9) Uani 1.000000 1 . . .
H4 H 0.30018(15) 0.8911(4) 0.7416(6) 0.0226(10) Uiso 1.000000 1 R . .
C2 C 0.16719(15) 0.7735(4) 0.6529(6) 0.0159(8) Uani 1.000000 1 . . .
C6 C 0.23055(15) 0.6768(4) 0.3599(6) 0.0245(12) Uani 1.000000 1 . . .
H6 H 0.23579(15) 0.6145(4) 0.2240(6) 0.0295(14) Uiso 1.000000 1 R . .
C13 C 0.34355(16) 0.6746(4) 0.1456(6) 0.0180(9) Uani 1.000000 1 . . .
H13 H 0.31060(16) 0.6401(4) 0.0625(6) 0.0216(10) Uiso 1.000000 1 R . .
C1 C 0.10825(15) 0.7891(4) 0.7505(7) 0.0182(9) Uani 1.000000 1 . . .
C11 C 0.44701(14) 0.7044(4) 0.1675(6) 0.0170(9) Uani 1.000000 1 . . .
C12 C 0.39723(14) 0.6539(4) 0.0521(6) 0.0175(8) Uani 1.000000 1 . . .
H12 H 0.40061(14) 0.6045(4) -0.0931(6) 0.0210(10) Uiso 1.000000 1 R . .
C3 C 0.21429(15) 0.8469(4) 0.7613(6) 0.0190(8) Uani 1.000000 1 . . .
H3 H 0.20914(15) 0.9034(4) 0.9013(6) 0.0227(10) Uiso 1.000000 1 R . .
H1 H 0.0300(2) 0.846(3) 1.362(5) 0.0284(13) Uiso 1.000000 1 DR . .
H2 H 0.0298(2) 0.485(2) 1.083(6) 0.0284(13) Uiso 1.000000 1 DR . .
H1a H 0.5 0.632(6) -0.064(3) 0.0284(13) Uiso 1.000000 2 DRS T P


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
Cd1 O3 2.344(2) 3 ?
Cd1 O3 2.344(2) . ?
Cd1 O4 2.401(2) . ?
Cd1 O4 2.401(2) 3 ?
Cd1 O1 2.343(3) 2_574 ?
Cd1 O1 2.390(3) . ?
Cd1 O2 2.225(3) . ?
Cd1 C1 2.725(4) . ?
Cd1 C1 2.725(4) 3 ?
S1 C10 1.780(3) . ?
S1 C10 1.780(3) 3_655 ?
O3 C1 1.239(5) . ?
O4 C1 1.289(4) . ?
O1 H1 0.838(9) . ?
O1 H1 0.838(9) 3 ?
O2 H2 0.851(9) 3 ?
O2 H2 0.851(9) . ?
C8 C5 1.497(4) . ?
C8 C9 1.402(5) . ?
C8 C13 1.390(5) . ?
C10 C9 1.388(5) . ?
C10 C11 1.381(5) . ?
C5 C4 1.383(5) . ?
C5 C6 1.399(4) . ?
N1 C11 1.385(4) 3_655 ?
N1 C11 1.385(4) . ?
N1 H1a 0.859(10) . ?
C9 H9 0.9500 . ?
C7 H7 0.9500 . ?
C7 C2 1.369(6) . ?
C7 C6 1.390(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.384(5) . ?
C2 C1 1.493(5) . ?
C2 C3 1.391(5) . ?
C6 H6 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.375(5) . ?
C11 C12 1.401(5) . ?
C12 H12 0.9500 . ?
C3 H3 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
O3 Cd1 O3 167.14(11) . 3 ?
O4 Cd1 O3 133.61(10) 3 . ?
O4 Cd1 O3 133.61(10) . 3 ?
O4 Cd1 O3 55.20(9) 3 3 ?
O4 Cd1 O3 55.20(9) . . ?
O4 Cd1 O4 78.73(11) . 3 ?
O1 Cd1 O3 85.21(6) 2_574 3 ?
O1 Cd1 O3 85.21(6) 2_574 . ?
O1 Cd1 O3 85.93(8) . . ?
O1 Cd1 O3 85.93(8) . 3 ?
O1 Cd1 O4 91.24(8) 2_574 3 ?
O1 Cd1 O4 140.46(6) . . ?
O1 Cd1 O4 140.46(6) . 3 ?
O1 Cd1 O4 91.24(8) 2_574 . ?
O2 Cd1 O3 94.30(6) . 3 ?
O2 Cd1 O3 94.30(6) . . ?
O2 Cd1 O4 93.49(9) . . ?
O2 Cd1 O4 93.49(9) . 3 ?
O2 Cd1 O1 173.89(11) . 2_574 ?
O2 Cd1 O1 81.47(11) . . ?
C1 Cd1 O3 160.47(11) 3 . ?
C1 Cd1 O3 26.98(11) . . ?
C1 Cd1 O3 160.47(11) . 3 ?
C1 Cd1 O3 26.98(11) 3 3 ?
C1 Cd1 O4 106.81(10) 3 . ?
C1 Cd1 O4 28.22(10) . . ?
C1 Cd1 O4 106.81(10) . 3 ?
C1 Cd1 O4 28.22(10) 3 3 ?
C1 Cd1 O1 112.65(8) 3 . ?
C1 Cd1 O1 87.92(7) . 2_574 ?
C1 Cd1 O1 87.92(7) 3 2_574 ?
C1 Cd1 O1 112.65(8) . . ?
C1 Cd1 O2 94.41(8) 3 . ?
C1 Cd1 O2 94.41(8) . . ?
C1 Cd1 C1 134.63(16) . 3 ?
C10 S1 C10 101.7(2) 3_655 . ?
C1 O3 Cd1 93.9(2) . 3 ?
C1 O4 Cd1 90.0(2) . 3 ?
H1 O1 Cd1 107(2) 3 2_575 ?
H1 O1 Cd1 107(2) . 2_575 ?
H1 O1 Cd1 104(2) 3 . ?
H1 O1 Cd1 104(2) . . ?
H1 O1 H1 113(2) . 3 ?
H2 O2 Cd1 124.8(12) 3 . ?
H2 O2 Cd1 124.8(12) . . ?
H2 O2 H2 109(2) 3 . ?
C9 C8 C5 122.2(3) . . ?
C13 C8 C5 121.4(3) . . ?
C13 C8 C9 116.4(3) . . ?
C9 C10 S1 116.9(3) . 3_655 ?
C11 C10 S1 122.7(3) . 3_655 ?
C11 C10 C9 120.4(3) . . ?
C4 C5 C8 122.3(3) . . ?
C6 C5 C8 119.8(3) . . ?
C6 C5 C4 117.9(3) . . ?
C11 N1 C11 125.4(4) . 3_655 ?
H1a N1 C11 117.2(2) . . ?
H1a N1 C11 117.2(2) . 3_655 ?
C10 C9 C8 122.2(3) . . ?
H9 C9 C8 118.9(2) . . ?
H9 C9 C10 118.9(2) . . ?
C2 C7 H7 119.4(2) . . ?
C6 C7 H7 119.4(2) . . ?
C6 C7 C2 121.3(3) . . ?
H4 C4 C5 119.4(2) . . ?
C3 C4 C5 121.3(3) . . ?
C3 C4 H4 119.4(2) . . ?
C1 C2 C7 120.9(3) . . ?
C3 C2 C7 118.6(3) . . ?
C3 C2 C1 120.5(3) . . ?
C7 C6 C5 120.4(3) . . ?
H6 C6 C5 119.82(19) . . ?
H6 C6 C7 119.8(2) . . ?
H13 C13 C8 119.0(2) . . ?
C12 C13 C8 121.9(3) . . ?
C12 C13 H13 119.0(2) . . ?
O3 C1 Cd1 59.10(18) . 3 ?
O4 C1 Cd1 61.79(18) . 3 ?
O4 C1 O3 120.9(3) . . ?
C2 C1 Cd1 179.2(3) . 3 ?
C2 C1 O3 121.7(3) . . ?
C2 C1 O4 117.4(3) . . ?
N1 C11 C10 123.5(3) 3_655 . ?
C12 C11 C10 118.0(3) . . ?
C12 C11 N1 118.4(3) . 3_655 ?
C11 C12 C13 121.1(3) . . ?
H12 C12 C13 119.5(2) . . ?
H12 C12 C11 119.5(2) . . ?
C2 C3 C4 120.5(3) . . ?
H3 C3 C4 119.8(2) . . ?
H3 C3 C2 119.8(2) . . ?

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
Cd1 O3 C1 O4 -0.04(19) 3 . . . ?
Cd1 O3 C1 O4 -0.04(19) . . . . ?
Cd1 O3 C1 C2 179.99(17) 3 . . . ?
Cd1 O3 C1 C2 179.99(17) . . . . ?
Cd1 O4 C1 O3 0.0(2) 3 . . . ?
Cd1 O4 C1 O3 0.0(2) . . . . ?
Cd1 O4 C1 C2 -179.99(16) . . . . ?
Cd1 O4 C1 C2 -179.99(16) 3 . . . ?
S1 C10 C9 C8 -178.8(2) . . . . ?
S1 C10 C9 C8 -178.8(2) 3_655 . . . ?
S1 C10 C11 N1 -4.0(4) . 3_655 3_655 . ?
S1 C10 C11 N1 4.0(4) . . . 3_655 ?
S1 C10 C11 C12 -179.1(3) . . . . ?
S1 C10 C11 C12 -179.1(3) 3_655 . . . ?
O3 C1 C2 C7 171.9(3) . . . . ?
O3 C1 C2 C3 -9.5(4) . . . . ?
O4 C1 C2 C7 -8.0(4) . . . . ?
O4 C1 C2 C3 170.5(3) . . . . ?
C8 C5 C4 C3 179.5(3) . . . . ?
C8 C5 C6 C7 -177.7(3) . . . . ?
C8 C9 C10 C11 1.5(4) . . . . ?
C8 C13 C12 C11 -0.6(4) . . . . ?
C10 C11 N1 C11 0.2(2) . . 3_655 3_655 ?
C10 C11 C12 C13 -1.0(4) . . . . ?
C5 C4 C3 C2 -1.2(4) . . . . ?
C5 C6 C7 C2 -2.5(4) . . . . ?
N1 C11 C12 C13 176.0(4) . . . . ?
N1 C11 C12 C13 176.0(4) 3_655 . . . ?
C7 C2 C3 C4 1.1(4) . . . . ?
C4 C3 C2 C1 -177.5(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
O1 H1 1 0.8500 0.0100 0.0121
H1 H1 3 1.3900 0.0100 -0.0051
H2 O2 1 0.8500 0.0100 -0.0014
H2 H2 3 1.3900 0.0100 0.0069
H1a N1 1 0.8600 0.0100 0.0008

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.978(11)
2 0.022(11)

