# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_22019578ysy_0m
_database_code_depnum_ccdc_archive 'CCDC 2051469'
loop_
_audit_author_name
_audit_author_address
YSY
;SU
China
;
_audit_update_record             
;
2020-12-20 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_audit_creation_date             2019-05-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H11 N O3 S'
_chemical_formula_sum            'C19 H11 N O3 S'
_chemical_formula_weight         333.35
_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 0.0033 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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9427(4)
_cell_length_b                   8.2337(5)
_cell_length_c                   11.3541(7)
_cell_angle_alpha                88.5360(10)
_cell_angle_beta                 83.950(2)
_cell_angle_gamma                71.4370(10)
_cell_volume                     699.96(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    811
_cell_measurement_temperature    100
_cell_measurement_theta_max      74.103
_cell_measurement_theta_min      29.145
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.4927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1331 before and 0.0863 after correction. The Ratio of minimum to maximum transmission is 0.6536. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8610
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.553
_diffrn_reflns_theta_min         2.610
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2580
_reflns_number_total             3200
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.023
_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)+(0.0479P)²+0.5982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1166
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C19(H19), C7(H7), C18(H18), C5(H5), C8(H8), C9(H9), C2(H2), C3(H3),
 C17(H17), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.67752(6) 0.05014(6) 0.65437(5) 0.01730(15) Uani 1 1 d . . . . .
O2 O 0.69450(19) -0.08221(18) 0.56975(14) 0.0224(3) Uani 1 1 d . . . . .
O3 O 0.78369(18) 0.00598(18) 0.75268(13) 0.0213(3) Uani 1 1 d . . . . .
O1 O 0.01269(19) 0.62715(19) 0.89866(14) 0.0235(3) Uani 1 1 d . . . . .
N1 N 0.5181(2) 0.4091(2) 0.74262(15) 0.0163(4) Uani 1 1 d . . . . .
C11 C 0.7168(3) 0.2273(3) 0.58394(18) 0.0169(4) Uani 1 1 d . . . . .
C13 C 0.4537(3) 0.1442(2) 0.70877(18) 0.0166(4) Uani 1 1 d . . . . .
C10 C 0.8276(3) 0.2062(3) 0.47798(18) 0.0186(4) Uani 1 1 d . . . . .
H10 H 0.875280 0.096420 0.441174 0.022 Uiso 1 1 calc R . . . .
C12 C 0.6402(2) 0.3880(2) 0.63879(18) 0.0160(4) Uani 1 1 d . . . . .
C1 C 0.3138(3) 0.6231(2) 0.88007(18) 0.0173(4) Uani 1 1 d . . . . .
C19 C 0.3360(3) 0.0507(3) 0.71306(19) 0.0190(4) Uani 1 1 d . . . . .
H19 H 0.373194 -0.060917 0.678940 0.023 Uiso 1 1 calc R . . . .
C14 C 0.4029(3) 0.3108(2) 0.75546(18) 0.0154(4) Uani 1 1 d . . . . .
C7 C 0.6776(3) 0.5284(3) 0.58354(19) 0.0173(4) Uani 1 1 d . . . . .
H7 H 0.624263 0.639815 0.617044 0.021 Uiso 1 1 calc R . . . .
C18 C 0.1633(3) 0.1203(3) 0.76740(19) 0.0201(4) Uani 1 1 d . . . . .
H18 H 0.081182 0.057595 0.769953 0.024 Uiso 1 1 calc R . . . .
C5 C 0.6226(3) 0.6130(3) 0.84218(19) 0.0181(4) Uani 1 1 d . . . . .
H5 H 0.738629 0.564246 0.802192 0.022 Uiso 1 1 calc R . . . .
C8 C 0.7921(3) 0.5053(3) 0.48032(19) 0.0195(4) Uani 1 1 d . . . . .
H8 H 0.819438 0.601086 0.445269 0.023 Uiso 1 1 calc R . . . .
C16 C 0.1693(3) 0.5523(3) 0.86581(18) 0.0180(4) Uani 1 1 d . . . . .
C9 C 0.8682(3) 0.3446(3) 0.42657(19) 0.0199(4) Uani 1 1 d . . . . .
H9 H 0.946666 0.330571 0.355714 0.024 Uiso 1 1 calc R . . . .
C2 C 0.2841(3) 0.7597(3) 0.95913(18) 0.0194(4) Uani 1 1 d . . . . .
H2 H 0.168111 0.810769 0.998553 0.023 Uiso 1 1 calc R . . . .
C15 C 0.2287(3) 0.3790(3) 0.81279(18) 0.0166(4) Uani 1 1 d . . . . .
C6 C 0.4844(3) 0.5502(2) 0.82029(18) 0.0167(4) Uani 1 1 d . . . . .
C3 C 0.4202(3) 0.8209(3) 0.98063(19) 0.0208(4) Uani 1 1 d . . . . .
H3 H 0.398900 0.913124 1.034720 0.025 Uiso 1 1 calc R . . . .
C17 C 0.1124(3) 0.2820(3) 0.81768(18) 0.0185(4) Uani 1 1 d . . . . .
H17 H -0.004749 0.328369 0.856600 0.022 Uiso 1 1 calc R . . . .
C4 C 0.5900(3) 0.7458(3) 0.92195(18) 0.0193(4) Uani 1 1 d . . . . .
H4 H 0.684750 0.786804 0.937155 0.023 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4357(15) . ?
S1 O3 1.4393(15) . ?
S1 C11 1.744(2) . ?
S1 C13 1.749(2) . ?
O1 C16 1.222(2) . ?
N1 C12 1.422(3) . ?
N1 C14 1.397(2) . ?
N1 C6 1.416(2) . ?
C11 C10 1.394(3) . ?
C11 C12 1.399(3) . ?
C13 C19 1.384(3) . ?
C13 C14 1.402(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.380(3) . ?
C12 C7 1.400(3) . ?
C1 C16 1.467(3) . ?
C1 C2 1.401(3) . ?
C1 C6 1.403(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.389(3) . ?
C14 C15 1.410(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.381(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(3) . ?
C5 C4 1.380(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(3) . ?
C16 C15 1.475(3) . ?
C9 H9 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.375(3) . ?
C15 C17 1.397(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(3) . ?
C17 H17 0.9500 . ?
C4 H4 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
O2 S1 O3 117.75(9) . . ?
O2 S1 C11 110.61(9) . . ?
O2 S1 C13 110.38(9) . . ?
O3 S1 C11 108.34(9) . . ?
O3 S1 C13 108.91(9) . . ?
C11 S1 C13 99.24(9) . . ?
C14 N1 C12 119.10(16) . . ?
C14 N1 C6 118.38(16) . . ?
C6 N1 C12 121.17(16) . . ?
C10 C11 S1 120.08(15) . . ?
C10 C11 C12 121.52(18) . . ?
C12 C11 S1 118.35(15) . . ?
C19 C13 S1 120.26(15) . . ?
C19 C13 C14 121.91(18) . . ?
C14 C13 S1 117.65(14) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 C11 119.99(19) . . ?
C9 C10 H10 120.0 . . ?
C11 C12 N1 120.65(17) . . ?
C11 C12 C7 117.86(18) . . ?
C7 C12 N1 121.33(18) . . ?
C2 C1 C16 119.77(18) . . ?
C2 C1 C6 119.28(18) . . ?
C6 C1 C16 120.87(18) . . ?
C13 C19 H19 120.1 . . ?
C13 C19 C18 119.83(19) . . ?
C18 C19 H19 120.1 . . ?
N1 C14 C13 121.47(17) . . ?
N1 C14 C15 120.66(17) . . ?
C13 C14 C15 117.83(17) . . ?
C12 C7 H7 119.9 . . ?
C8 C7 C12 120.21(19) . . ?
C8 C7 H7 119.9 . . ?
C19 C18 H18 120.4 . . ?
C17 C18 C19 119.18(18) . . ?
C17 C18 H18 120.4 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.90(19) . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.45(19) . . ?
C9 C8 H8 119.3 . . ?
O1 C16 C1 123.20(19) . . ?
O1 C16 C15 122.11(18) . . ?
C1 C16 C15 114.64(17) . . ?
C10 C9 C8 118.91(19) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.10(19) . . ?
C3 C2 H2 119.4 . . ?
C14 C15 C16 120.15(17) . . ?
C17 C15 C14 119.45(18) . . ?
C17 C15 C16 120.39(17) . . ?
C1 C6 N1 120.06(17) . . ?
C5 C6 N1 120.40(18) . . ?
C5 C6 C1 119.48(18) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.11(19) . . ?
C4 C3 H3 120.4 . . ?
C18 C17 C15 121.72(18) . . ?
C18 C17 H17 119.1 . . ?
C15 C17 H17 119.1 . . ?
C5 C4 C3 121.11(19) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_22019931qc_0m
_database_code_depnum_ccdc_archive 'CCDC 2051470'
loop_
_audit_author_name
_audit_author_address
YSY
;SU
China
;
_audit_update_record             
;
2020-12-20 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_audit_creation_date             2019-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H22 N2 O3 S'
_chemical_formula_sum            'C37 H22 N2 O3 S'
_chemical_formula_weight         574.62
_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 0.0033 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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2936(6)
_cell_length_b                   10.7266(7)
_cell_length_c                   13.7992(10)
_cell_angle_alpha                92.415(2)
_cell_angle_beta                 98.846(2)
_cell_angle_gamma                104.956(2)
_cell_volume                     1308.38(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6303
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.497
_cell_measurement_theta_min      2.451
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0829 before and 0.0698 after correction. The Ratio of minimum to maximum transmission is 0.8181. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14836
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.385
_diffrn_reflns_theta_min         2.302
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'D8 VENTURE '
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3800
_reflns_number_total             5302
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.080
_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)+(0.0568P)²+1.0322P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1287
_refine_ls_wR_factor_ref         0.1478
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C33(H33), C15(H15), C17(H17), C14(H14), C18(H18), C31(H31), C4(H4), C34(H34),
 C36(H36), C1(H1), C8(H8), C29(H29), C20(H20), C9(H9), C30(H30), C2(H2), C3(H3),
  C35(H35), C11(H11), C10(H10), C22(H22), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.08754(8) 0.31815(7) 0.87045(5) 0.02466(19) Uani 1 1 d . . . . .
O2 O 0.0172(2) 0.31050(19) 0.76956(15) 0.0294(5) Uani 1 1 d . . . . .
O1 O -0.0058(2) 0.30852(19) 0.94504(16) 0.0327(5) Uani 1 1 d . . . . .
O3 O 0.6045(2) 0.0657(2) 0.79496(17) 0.0389(6) Uani 1 1 d . . . . .
N1 N 0.3763(2) 0.3433(2) 0.80118(16) 0.0209(5) Uani 1 1 d . . . . .
N2 N 0.1681(3) 0.8289(2) 0.65472(18) 0.0273(6) Uani 1 1 d . . . . .
C32 C 0.3687(3) 0.4569(2) 0.8562(2) 0.0209(6) Uani 1 1 d . . . . .
C27 C 0.3203(3) 0.2243(2) 0.83876(19) 0.0211(6) Uani 1 1 d . . . . .
C24 C 0.4793(3) 0.3509(2) 0.7338(2) 0.0207(6) Uani 1 1 d . . . . .
C28 C 0.1920(3) 0.2035(3) 0.8834(2) 0.0226(6) Uani 1 1 d . . . . .
C5 C 0.0061(3) 0.9424(3) 0.6955(2) 0.0236(6) Uani 1 1 d . . . . .
C26 C 0.3945(3) 0.1259(3) 0.8375(2) 0.0237(6) Uani 1 1 d . . . . .
C37 C 0.2382(3) 0.4568(3) 0.8953(2) 0.0232(6) Uani 1 1 d . . . . .
C33 C 0.4906(3) 0.5666(3) 0.8766(2) 0.0242(6) Uani 1 1 d . . . . .
H33 H 0.581718 0.568002 0.853008 0.029 Uiso 1 1 calc R . . . .
C12 C 0.1965(3) 0.9430(3) 0.6073(2) 0.0244(6) Uani 1 1 d . . . . .
C19 C 0.5000(3) 0.4494(3) 0.6690(2) 0.0232(6) Uani 1 1 d . . . . .
C15 C 0.4850(3) 0.6778(3) 0.6677(2) 0.0248(6) Uani 1 1 d . . . . .
H15 H 0.591922 0.703877 0.673691 0.030 Uiso 1 1 calc R . . . .
C17 C 0.2524(3) 0.5099(3) 0.6459(2) 0.0243(6) Uani 1 1 d . . . . .
H17 H 0.199526 0.420630 0.639858 0.029 Uiso 1 1 calc R . . . .
C16 C 0.4101(3) 0.5464(2) 0.6599(2) 0.0222(6) Uani 1 1 d . . . . .
C14 C 0.4061(3) 0.7711(3) 0.6667(2) 0.0253(6) Uani 1 1 d . . . . .
H14 H 0.458911 0.860394 0.675050 0.030 Uiso 1 1 calc R . . . .
C18 C 0.1726(3) 0.6024(3) 0.6409(2) 0.0257(6) Uani 1 1 d . . . . .
H18 H 0.065225 0.576623 0.628698 0.031 Uiso 1 1 calc R . . . .
C6 C 0.0530(3) 0.8283(3) 0.7095(2) 0.0252(6) Uani 1 1 d . . . . .
C23 C 0.5585(3) 0.2555(3) 0.7305(2) 0.0244(6) Uani 1 1 d . . . . .
C13 C 0.2495(3) 0.7336(3) 0.6536(2) 0.0242(6) Uani 1 1 d . . . . .
C7 C 0.0985(3) 1.0153(3) 0.6310(2) 0.0239(6) Uani 1 1 d . . . . .
C31 C 0.3439(3) 0.0153(3) 0.8854(2) 0.0273(6) Uani 1 1 d . . . . .
H31 H 0.393887 -0.051475 0.883912 0.033 Uiso 1 1 calc R . . . .
C4 C -0.1082(3) 0.9642(3) 0.7426(2) 0.0271(6) Uani 1 1 d . . . . .
H4 H -0.143316 1.039074 0.732212 0.033 Uiso 1 1 calc R . . . .
C34 C 0.4792(3) 0.6734(3) 0.9311(2) 0.0267(6) Uani 1 1 d . . . . .
H34 H 0.562020 0.748800 0.942982 0.032 Uiso 1 1 calc R . . . .
C36 C 0.2291(3) 0.5636(3) 0.9524(2) 0.0274(6) Uani 1 1 d . . . . .
H36 H 0.140801 0.561256 0.979774 0.033 Uiso 1 1 calc R . . . .
C1 C -0.0071(3) 0.7397(3) 0.7732(2) 0.0295(7) Uani 1 1 d . . . . .
H1 H 0.027065 0.664464 0.783861 0.035 Uiso 1 1 calc R . . . .
C25 C 0.5277(3) 0.1432(3) 0.7890(2) 0.0264(6) Uani 1 1 d . . . . .
C8 C 0.1037(3) 1.1339(3) 0.5913(2) 0.0283(7) Uani 1 1 d . . . . .
H8 H 0.038334 1.184080 0.606701 0.034 Uiso 1 1 calc R . . . .
C29 C 0.1454(3) 0.0949(3) 0.9326(2) 0.0273(6) Uani 1 1 d . . . . .
H29 H 0.060266 0.084888 0.964763 0.033 Uiso 1 1 calc R . . . .
C20 C 0.6091(3) 0.4557(3) 0.6096(2) 0.0287(7) Uani 1 1 d . . . . .
H20 H 0.627506 0.524196 0.567866 0.034 Uiso 1 1 calc R . . . .
C9 C 0.2058(3) 1.1764(3) 0.5291(2) 0.0314(7) Uani 1 1 d . . . . .
H9 H 0.211865 1.257475 0.502491 0.038 Uiso 1 1 calc R . . . .
C30 C 0.2232(3) -0.0002(3) 0.9351(2) 0.0302(7) Uani 1 1 d . . . . .
H30 H 0.193761 -0.074230 0.970241 0.036 Uiso 1 1 calc R . . . .
C2 C -0.1182(3) 0.7654(3) 0.8203(2) 0.0310(7) Uani 1 1 d . . . . .
H2 H -0.160692 0.706799 0.864581 0.037 Uiso 1 1 calc R . . . .
C3 C -0.1699(3) 0.8759(3) 0.8045(2) 0.0302(7) Uani 1 1 d . . . . .
H3 H -0.248215 0.889954 0.836804 0.036 Uiso 1 1 calc R . . . .
C35 C 0.3495(3) 0.6727(3) 0.9688(2) 0.0296(7) Uani 1 1 d . . . . .
H35 H 0.343395 0.747218 1.005918 0.035 Uiso 1 1 calc R . . . .
C11 C 0.2974(3) 0.9849(3) 0.5431(2) 0.0297(7) Uani 1 1 d . . . . .
H11 H 0.361951 0.934753 0.526289 0.036 Uiso 1 1 calc R . . . .
C10 C 0.3002(3) 1.1025(3) 0.5049(2) 0.0313(7) Uani 1 1 d . . . . .
H10 H 0.368067 1.133484 0.460927 0.038 Uiso 1 1 calc R . . . .
C22 C 0.6648(3) 0.2647(3) 0.6681(2) 0.0287(7) Uani 1 1 d . . . . .
H22 H 0.718677 0.200645 0.666420 0.034 Uiso 1 1 calc R . . . .
C21 C 0.6924(3) 0.3648(3) 0.6094(2) 0.0319(7) Uani 1 1 d . . . . .
H21 H 0.767561 0.372191 0.568808 0.038 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.434(2) . ?
S1 O1 1.435(2) . ?
S1 C28 1.752(3) . ?
S1 C37 1.739(3) . ?
O3 C25 1.225(3) . ?
N1 C32 1.432(3) . ?
N1 C27 1.402(3) . ?
N1 C24 1.424(3) . ?
N2 C12 1.396(3) . ?
N2 C6 1.400(3) . ?
N2 C13 1.421(3) . ?
C32 C37 1.401(4) . ?
C32 C33 1.390(4) . ?
C27 C28 1.397(4) . ?
C27 C26 1.402(4) . ?
C24 C19 1.407(4) . ?
C24 C23 1.409(4) . ?
C28 C29 1.379(4) . ?
C5 C6 1.412(4) . ?
C5 C7 1.444(4) . ?
C5 C4 1.391(4) . ?
C26 C31 1.394(4) . ?
C26 C25 1.470(4) . ?
C37 C36 1.391(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.380(4) . ?
C12 C7 1.404(4) . ?
C12 C11 1.392(4) . ?
C19 C16 1.491(4) . ?
C19 C20 1.389(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(4) . ?
C15 C14 1.384(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.396(4) . ?
C17 C18 1.383(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.386(4) . ?
C18 H18 0.9500 . ?
C18 C13 1.394(4) . ?
C6 C1 1.392(4) . ?
C23 C25 1.470(4) . ?
C23 C22 1.394(4) . ?
C7 C8 1.400(4) . ?
C31 H31 0.9500 . ?
C31 C30 1.380(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.375(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.383(4) . ?
C36 H36 0.9500 . ?
C36 C35 1.377(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.379(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.393(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.393(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(4) . ?
C30 H30 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.403(4) . ?
C3 H3 0.9500 . ?
C35 H35 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.383(4) . ?
C10 H10 0.9500 . ?
C22 H22 0.9500 . ?
C22 C21 1.368(4) . ?
C21 H21 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
O2 S1 O1 118.38(13) . . ?
O2 S1 C28 108.93(13) . . ?
O2 S1 C37 109.02(13) . . ?
O1 S1 C28 109.91(13) . . ?
O1 S1 C37 110.73(13) . . ?
C37 S1 C28 97.91(13) . . ?
C27 N1 C32 116.8(2) . . ?
C27 N1 C24 118.7(2) . . ?
C24 N1 C32 121.0(2) . . ?
C12 N2 C6 108.6(2) . . ?
C12 N2 C13 125.9(2) . . ?
C6 N2 C13 125.4(2) . . ?
C37 C32 N1 119.7(2) . . ?
C33 C32 N1 121.9(2) . . ?
C33 C32 C37 118.3(2) . . ?
C28 C27 N1 120.2(2) . . ?
C28 C27 C26 118.1(2) . . ?
C26 C27 N1 121.6(2) . . ?
C19 C24 N1 121.2(2) . . ?
C19 C24 C23 119.7(2) . . ?
C23 C24 N1 119.0(2) . . ?
C27 C28 S1 117.3(2) . . ?
C29 C28 S1 121.0(2) . . ?
C29 C28 C27 121.7(2) . . ?
C6 C5 C7 106.8(2) . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 C7 133.8(3) . . ?
C27 C26 C25 119.6(2) . . ?
C31 C26 C27 119.3(3) . . ?
C31 C26 C25 121.0(2) . . ?
C32 C37 S1 117.8(2) . . ?
C36 C37 S1 120.9(2) . . ?
C36 C37 C32 121.3(3) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
N2 C12 C7 108.7(2) . . ?
C11 C12 N2 129.6(3) . . ?
C11 C12 C7 121.7(3) . . ?
C24 C19 C16 123.6(2) . . ?
C20 C19 C24 118.1(2) . . ?
C20 C19 C16 118.2(2) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.1(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C18 C17 C16 120.6(3) . . ?
C15 C16 C19 119.4(2) . . ?
C15 C16 C17 118.6(2) . . ?
C17 C16 C19 122.0(2) . . ?
C15 C14 H14 120.2 . . ?
C15 C14 C13 119.7(3) . . ?
C13 C14 H14 120.2 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C13 120.0(3) . . ?
C13 C18 H18 120.0 . . ?
N2 C6 C5 108.6(2) . . ?
C1 C6 N2 129.7(2) . . ?
C1 C6 C5 121.6(3) . . ?
C24 C23 C25 121.3(2) . . ?
C22 C23 C24 119.8(3) . . ?
C22 C23 C25 118.9(2) . . ?
C14 C13 N2 119.9(2) . . ?
C14 C13 C18 119.9(2) . . ?
C18 C13 N2 120.2(2) . . ?
C12 C7 C5 107.4(2) . . ?
C8 C7 C5 132.9(3) . . ?
C8 C7 C12 119.7(3) . . ?
C26 C31 H31 119.0 . . ?
C30 C31 C26 121.9(3) . . ?
C30 C31 H31 119.0 . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.1(3) . . ?
C3 C4 H4 120.4 . . ?
C33 C34 H34 119.4 . . ?
C33 C34 C35 121.2(3) . . ?
C35 C34 H34 119.4 . . ?
C37 C36 H36 120.4 . . ?
C35 C36 C37 119.3(3) . . ?
C35 C36 H36 120.4 . . ?
C6 C1 H1 121.3 . . ?
C2 C1 C6 117.5(3) . . ?
C2 C1 H1 121.3 . . ?
O3 C25 C26 121.5(3) . . ?
O3 C25 C23 122.6(3) . . ?
C23 C25 C26 115.9(2) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.5(3) . . ?
C9 C8 H8 120.7 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 119.9(3) . . ?
C30 C29 H29 120.0 . . ?
C19 C20 H20 118.9 . . ?
C19 C20 C21 122.1(3) . . ?
C21 C20 H20 118.9 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.1(3) . . ?
C10 C9 H9 119.5 . . ?
C31 C30 C29 118.7(3) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.6(3) . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C34 C35 H35 120.1 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C12 C11 H11 121.3 . . ?
C10 C11 C12 117.4(3) . . ?
C10 C11 H11 121.3 . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.3(3) . . ?
C22 C21 H21 120.4 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
