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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_z20250411a
_database_code_depnum_ccdc_archive 'CCDC 2486202'
loop_
_audit_author_name
_audit_author_address
'Shaotong Qiu'
;Hunan University of Science and Technology
China
;
_audit_update_record             
;
2025-09-07 deposited with the CCDC.	2025-10-03 downloaded from the CCDC.
;
_audit_creation_date             2025-04-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H17 F N2 O'
_chemical_formula_sum            'C23 H17 F N2 O'
_chemical_formula_weight         356.38
_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'
F F 0.0171 0.0103 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   8.3955(3)
_cell_length_b                   25.0054(8)
_cell_length_c                   8.5374(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.9820(10)
_cell_angle_gamma                90
_cell_volume                     1746.47(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.715
_cell_measurement_theta_min      2.619
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1370 before and 0.0713 after correction.
The Ratio of minimum to maximum transmission is 0.8041.
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    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            33978
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.007
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_min         2.580
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST Mo'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2721
_reflns_number_total             3075
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.205
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3075
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0396
_refine_ls_restrained_S_all      1.036
_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)+(0.0523P)²+0.3965P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1059
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid bond restraints
 C22, C21
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C9(H9), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
F1 F 0.20900(15) 0.31085(4) -0.33754(11) 0.0773(4) Uani 1 1 d . . . . .
O1 O 0.48796(12) 0.49903(4) 0.30458(12) 0.0469(3) Uani 1 1 d . . . . .
H1 H 0.444214 0.514773 0.367996 0.070 Uiso 1 1 calc R U . . .
N1 N 0.58085(13) 0.41041(4) 0.50970(13) 0.0380(3) Uani 1 1 d . . . . .
N2 N 0.51117(13) 0.40654(4) 0.35052(12) 0.0363(3) Uani 1 1 d . . . . .
C1 C 0.52527(16) 0.35680(5) 0.29169(15) 0.0373(3) Uani 1 1 d . . . . .
C2 C 0.61461(17) 0.32748(5) 0.41716(16) 0.0414(3) Uani 1 1 d . . . . .
H2 H 0.647884 0.292087 0.414447 0.050 Uiso 1 1 calc R U . . .
C3 C 0.64529(15) 0.36189(5) 0.55007(15) 0.0379(3) Uani 1 1 d . . . . .
C4 C 0.40902(16) 0.45005(5) 0.26239(15) 0.0378(3) Uani 1 1 d . . . . .
C5 C 0.40974(19) 0.44167(5) 0.08466(16) 0.0451(3) Uani 1 1 d . . . . .
H5A H 0.327055 0.464665 0.020618 0.054 Uiso 1 1 calc R U . . .
H5B H 0.514871 0.453134 0.067469 0.054 Uiso 1 1 calc R U . . .
C6 C 0.37911(17) 0.38534(5) 0.02381(16) 0.0421(3) Uani 1 1 d . . . . .
C7 C 0.44452(17) 0.34355(5) 0.12655(15) 0.0395(3) Uani 1 1 d . . . . .
C8 C 0.42982(19) 0.29114(6) 0.07080(16) 0.0460(4) Uani 1 1 d . . . . .
H8 H 0.474608 0.263382 0.139136 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3492(2) 0.28000(6) -0.08539(17) 0.0521(4) Uani 1 1 d . . . . .
H9 H 0.337152 0.244970 -0.122825 0.063 Uiso 1 1 calc R U . . .
C10 C 0.2874(2) 0.32186(6) -0.18349(17) 0.0538(4) Uani 1 1 d . . . . .
C11 C 0.3004(2) 0.37409(6) -0.13393(17) 0.0516(4) Uani 1 1 d . . . . .
H11 H 0.257420 0.401485 -0.204501 0.062 Uiso 1 1 calc R U . . .
C12 C 0.73513(16) 0.34916(5) 0.71498(16) 0.0406(3) Uani 1 1 d . . . . .
C13 C 0.8332(2) 0.30403(7) 0.74461(19) 0.0569(4) Uani 1 1 d . . . . .
H13 H 0.841837 0.281783 0.659629 0.068 Uiso 1 1 calc R U . . .
C14 C 0.9182(2) 0.29159(7) 0.8983(2) 0.0651(5) Uani 1 1 d . . . . .
H14 H 0.982664 0.260980 0.916123 0.078 Uiso 1 1 calc R U . . .
C15 C 0.9078(2) 0.32409(7) 1.0242(2) 0.0657(5) Uani 1 1 d . . . . .
H15 H 0.968060 0.316377 1.127131 0.079 Uiso 1 1 calc R U . . .
C16 C 0.8078(3) 0.36835(7) 0.9980(2) 0.0679(5) Uani 1 1 d . . . . .
H16 H 0.798217 0.390023 1.083977 0.081 Uiso 1 1 calc R U . . .
C17 C 0.7216(2) 0.38070(6) 0.84486(17) 0.0536(4) Uani 1 1 d . . . . .
H17 H 0.653628 0.410514 0.828594 0.064 Uiso 1 1 calc R U . . .
C18 C 0.23793(16) 0.44839(5) 0.29640(15) 0.0392(3) Uani 1 1 d . . . . .
C19 C 0.18985(18) 0.40975(6) 0.39172(17) 0.0501(4) Uani 1 1 d . . . . .
H19 H 0.262320 0.382779 0.436041 0.060 Uiso 1 1 calc R U . . .
C20 C 0.0340(2) 0.41086(8) 0.4220(2) 0.0648(5) Uani 1 1 d . . . . .
H20 H 0.002596 0.384569 0.485950 0.078 Uiso 1 1 calc R U . . .
C21 C -0.0734(2) 0.45046(9) 0.3580(2) 0.0690(5) Uani 1 1 d . U . . .
H21 H -0.177029 0.451490 0.379754 0.083 Uiso 1 1 calc R U . . .
C22 C -0.0276(2) 0.48848(8) 0.2621(2) 0.0680(5) Uani 1 1 d . U . . .
H22 H -0.100928 0.515252 0.217991 0.082 Uiso 1 1 calc R U . . .
C23 C 0.12657(19) 0.48766(6) 0.2297(2) 0.0555(4) Uani 1 1 d . . . . .
H23 H 0.155662 0.513534 0.163028 0.067 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C10 1.3602(17) . ?
O1 H1 0.8200 . ?
O1 C4 1.4007(16) . ?
N1 N2 1.3569(15) . ?
N1 C3 1.3414(17) . ?
N2 C1 1.3564(16) . ?
N2 C4 1.4816(16) . ?
C1 C2 1.3735(18) . ?
C1 C7 1.4587(18) . ?
C2 H2 0.9300 . ?
C2 C3 1.4011(19) . ?
C3 C12 1.4749(18) . ?
C4 C5 1.5331(18) . ?
C4 C18 1.5286(19) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.5033(19) . ?
C6 C7 1.3951(19) . ?
C6 C11 1.389(2) . ?
C7 C8 1.390(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.381(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.368(2) . ?
C10 C11 1.370(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(2) . ?
C12 C17 1.386(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.366(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.380(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(2) . ?
C18 C23 1.387(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.390(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.365(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(2) . ?
C23 H23 0.9300 . ?

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 O1 H1 109.5 . . ?
C3 N1 N2 104.54(10) . . ?
N1 N2 C4 121.76(10) . . ?
C1 N2 N1 112.48(10) . . ?
C1 N2 C4 125.03(10) . . ?
N2 C1 C2 106.17(11) . . ?
N2 C1 C7 120.39(11) . . ?
C2 C1 C7 133.34(12) . . ?
C1 C2 H2 127.1 . . ?
C1 C2 C3 105.82(11) . . ?
C3 C2 H2 127.1 . . ?
N1 C3 C2 110.92(11) . . ?
N1 C3 C12 122.05(12) . . ?
C2 C3 C12 127.02(12) . . ?
O1 C4 N2 108.97(10) . . ?
O1 C4 C5 105.49(10) . . ?
O1 C4 C18 112.67(10) . . ?
N2 C4 C5 105.77(10) . . ?
N2 C4 C18 110.18(10) . . ?
C18 C4 C5 113.40(11) . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 C4 115.57(11) . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C7 C6 C5 118.16(12) . . ?
C11 C6 C5 122.14(12) . . ?
C11 C6 C7 119.48(13) . . ?
C6 C7 C1 117.99(12) . . ?
C8 C7 C1 122.09(12) . . ?
C8 C7 C6 119.92(13) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.47(13) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.9 . . ?
C10 C9 C8 118.21(14) . . ?
C10 C9 H9 120.9 . . ?
F1 C10 C9 118.14(14) . . ?
F1 C10 C11 118.65(14) . . ?
C9 C10 C11 123.21(14) . . ?
C6 C11 H11 120.7 . . ?
C10 C11 C6 118.70(13) . . ?
C10 C11 H11 120.7 . . ?
C13 C12 C3 120.35(13) . . ?
C17 C12 C3 121.64(13) . . ?
C17 C12 C13 117.99(13) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.05(15) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.20(16) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.64(15) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.32(16) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.74(16) . . ?
C16 C17 H17 119.6 . . ?
C19 C18 C4 122.86(12) . . ?
C19 C18 C23 118.56(14) . . ?
C23 C18 C4 118.58(12) . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.51(15) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.27(17) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.64(16) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.79(16) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 H23 119.9 . . ?
C22 C23 C18 120.22(16) . . ?
C22 C23 H23 119.9 . . ?

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
F1 C10 C11 C6 179.38(14) . . . . ?
O1 C4 C5 C6 162.10(12) . . . . ?
O1 C4 C18 C19 -124.16(14) . . . . ?
O1 C4 C18 C23 55.27(16) . . . . ?
N1 N2 C1 C2 -2.64(14) . . . . ?
N1 N2 C1 C7 174.21(11) . . . . ?
N1 N2 C4 O1 45.50(15) . . . . ?
N1 N2 C4 C5 158.49(11) . . . . ?
N1 N2 C4 C18 -78.60(13) . . . . ?
N1 C3 C12 C13 -164.18(14) . . . . ?
N1 C3 C12 C17 17.5(2) . . . . ?
N2 N1 C3 C2 -0.67(14) . . . . ?
N2 N1 C3 C12 179.35(11) . . . . ?
N2 C1 C2 C3 2.05(14) . . . . ?
N2 C1 C7 C6 11.57(19) . . . . ?
N2 C1 C7 C8 -167.66(13) . . . . ?
N2 C4 C5 C6 46.71(15) . . . . ?
N2 C4 C18 C19 -2.24(18) . . . . ?
N2 C4 C18 C23 177.19(12) . . . . ?
C1 N2 C4 O1 -145.06(12) . . . . ?
C1 N2 C4 C5 -32.07(16) . . . . ?
C1 N2 C4 C18 90.85(14) . . . . ?
C1 C2 C3 N1 -0.88(15) . . . . ?
C1 C2 C3 C12 179.10(12) . . . . ?
C1 C7 C8 C9 178.48(13) . . . . ?
C2 C1 C7 C6 -172.59(14) . . . . ?
C2 C1 C7 C8 8.2(2) . . . . ?
C2 C3 C12 C13 15.8(2) . . . . ?
C2 C3 C12 C17 -162.50(15) . . . . ?
C3 N1 N2 C1 2.07(14) . . . . ?
C3 N1 N2 C4 172.72(11) . . . . ?
C3 C12 C13 C14 179.94(15) . . . . ?
C3 C12 C17 C16 -179.44(14) . . . . ?
C4 N2 C1 C2 -172.94(11) . . . . ?
C4 N2 C1 C7 3.91(19) . . . . ?
C4 C5 C6 C7 -37.01(18) . . . . ?
C4 C5 C6 C11 148.44(14) . . . . ?
C4 C18 C19 C20 178.41(13) . . . . ?
C4 C18 C23 C22 -177.88(14) . . . . ?
C5 C4 C18 C19 116.09(14) . . . . ?
C5 C4 C18 C23 -64.48(16) . . . . ?
C5 C6 C7 C1 5.73(19) . . . . ?
C5 C6 C7 C8 -175.02(13) . . . . ?
C5 C6 C11 C10 175.37(14) . . . . ?
C6 C7 C8 C9 -0.7(2) . . . . ?
C7 C1 C2 C3 -174.21(14) . . . . ?
C7 C6 C11 C10 0.9(2) . . . . ?
C7 C8 C9 C10 1.2(2) . . . . ?
C8 C9 C10 F1 179.57(14) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C6 -0.4(3) . . . . ?
C11 C6 C7 C1 -179.57(13) . . . . ?
C11 C6 C7 C8 -0.3(2) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C12 C17 C16 2.2(2) . . . . ?
C13 C14 C15 C16 2.2(3) . . . . ?
C14 C15 C16 C17 -1.7(3) . . . . ?
C15 C16 C17 C12 -0.5(3) . . . . ?
C17 C12 C13 C14 -1.6(2) . . . . ?
C18 C4 C5 C6 -74.13(15) . . . . ?
C18 C19 C20 C21 -0.3(2) . . . . ?
C19 C18 C23 C22 1.6(2) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C21 C22 C23 C18 -0.8(3) . . . . ?
C23 C18 C19 C20 -1.0(2) . . . . ?

_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_z20250225a
_database_code_depnum_ccdc_archive 'CCDC 2486209'
loop_
_audit_author_name
_audit_author_address
'Shaotong Qiu'
;Hunan University of Science and Technology
China
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-10-03 downloaded from the CCDC.
;
_audit_creation_date             2025-02-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H24 N2 O4 S'
_chemical_formula_sum            'C28 H24 N2 O4 S'
_chemical_formula_weight         484.55
_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                   9.2746(4)
_cell_length_b                   10.8766(5)
_cell_length_c                   13.2311(6)
_cell_angle_alpha                79.973(2)
_cell_angle_beta                 75.930(2)
_cell_angle_gamma                69.314(2)
_cell_volume                     1205.46(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.370
_cell_measurement_theta_min      2.442
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1304 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.9419.
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    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            48767
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         2.011
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST Mo'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3907
_reflns_number_total             4224
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.166
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0375
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0533P)²+0.3022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1028
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_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 1.06888(4) 0.15943(4) 0.66049(3) 0.04565(13) Uani 1 1 d . . . . .
O1 O 1.18866(13) 0.21846(13) 0.64493(9) 0.0607(3) Uani 1 1 d . . . . .
O2 O 1.11005(15) 0.02367(11) 0.64556(9) 0.0616(3) Uani 1 1 d . . . . .
O3 O 0.62941(18) 0.44744(14) 0.38147(13) 0.0809(4) Uani 1 1 d . . . . .
O4 O 0.92201(14) 0.47340(12) 0.78782(10) 0.0602(3) Uani 1 1 d . . . . .
N1 N 0.98109(15) 0.17613(14) 0.78507(10) 0.0469(3) Uani 1 1 d . . . . .
N2 N 0.83748(15) 0.15210(12) 0.80673(10) 0.0445(3) Uani 1 1 d . . . . .
C1 C 0.93061(17) 0.25043(14) 0.58273(11) 0.0424(3) Uani 1 1 d . . . . .
C2 C 0.89729(18) 0.38571(15) 0.56104(12) 0.0465(3) Uani 1 1 d . . . . .
H2 H 0.943533 0.429421 0.591355 0.056 Uiso 1 1 calc R U . . .
C3 C 0.79559(19) 0.45595(15) 0.49452(13) 0.0506(4) Uani 1 1 d . . . . .
H3 H 0.772577 0.546887 0.480284 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7284(2) 0.39001(17) 0.44933(14) 0.0551(4) Uani 1 1 d . . . . .
C5 C 0.7604(2) 0.25465(18) 0.47273(17) 0.0670(5) Uani 1 1 d . . . . .
H5 H 0.713423 0.210873 0.443135 0.080 Uiso 1 1 calc R U . . .
C6 C 0.8606(2) 0.18522(16) 0.53895(15) 0.0565(4) Uani 1 1 d . . . . .
H6 H 0.881442 0.094615 0.554465 0.068 Uiso 1 1 calc R U . . .
C7 C 0.6103(3) 0.5806(2) 0.3412(2) 0.0935(8) Uani 1 1 d . . . . .
H7A H 0.541090 0.607346 0.292236 0.140 Uiso 1 1 calc R U . . .
H7B H 0.710654 0.588800 0.306582 0.140 Uiso 1 1 calc R U . . .
H7C H 0.566099 0.636006 0.397689 0.140 Uiso 1 1 calc R U . . .
C8 C 0.74337(17) 0.18651(13) 0.89366(11) 0.0401(3) Uani 1 1 d . . . . .
C9 C 0.58648(17) 0.17138(13) 0.91129(11) 0.0408(3) Uani 1 1 d . . . . .
C10 C 0.5328(2) 0.14776(18) 0.82951(13) 0.0562(4) Uani 1 1 d . . . . .
H10 H 0.598313 0.136477 0.763953 0.067 Uiso 1 1 calc R U . . .
C11 C 0.3832(2) 0.1409(2) 0.84480(15) 0.0665(5) Uani 1 1 d . . . . .
H11 H 0.348654 0.124762 0.789604 0.080 Uiso 1 1 calc R U . . .
C12 C 0.2847(2) 0.15793(18) 0.94130(16) 0.0610(4) Uani 1 1 d . . . . .
H12 H 0.182652 0.156360 0.950653 0.073 Uiso 1 1 calc R U . . .
C13 C 0.3374(2) 0.17718(18) 1.02351(15) 0.0585(4) Uani 1 1 d . . . . .
H13 H 0.272355 0.185581 1.089375 0.070 Uiso 1 1 calc R U . . .
C14 C 0.48722(19) 0.18411(16) 1.00869(13) 0.0502(4) Uani 1 1 d . . . . .
H14 H 0.521937 0.197518 1.064875 0.060 Uiso 1 1 calc R U . . .
C15 C 0.78334(16) 0.24421(14) 0.97395(11) 0.0397(3) Uani 1 1 d . . . . .
C16 C 0.85268(18) 0.16036(16) 1.05428(12) 0.0473(4) Uani 1 1 d . . . . .
H16 H 0.871718 0.070001 1.057744 0.057 Uiso 1 1 calc R U . . .
C17 C 0.8932(2) 0.20999(19) 1.12845(13) 0.0570(4) Uani 1 1 d . . . . .
H17 H 0.939447 0.153471 1.181524 0.068 Uiso 1 1 calc R U . . .
C18 C 0.8647(2) 0.3439(2) 1.12330(14) 0.0629(5) Uani 1 1 d . . . . .
H18 H 0.893252 0.377713 1.172452 0.075 Uiso 1 1 calc R U . . .
C19 C 0.7941(2) 0.42768(18) 1.04577(14) 0.0588(4) Uani 1 1 d . . . . .
H19 H 0.774410 0.517962 1.043707 0.071 Uiso 1 1 calc R U . . .
C20 C 0.75136(17) 0.38000(15) 0.97024(12) 0.0443(3) Uani 1 1 d . . . . .
C21 C 0.67123(19) 0.47621(15) 0.88817(13) 0.0507(4) Uani 1 1 d . . . . .
H21A H 0.588887 0.548954 0.922097 0.061 Uiso 1 1 calc R U . . .
H21B H 0.621786 0.432297 0.855940 0.061 Uiso 1 1 calc R U . . .
C22 C 0.78071(18) 0.53119(15) 0.80336(12) 0.0444(3) Uani 1 1 d . . . . .
C23 C 0.71140(19) 0.65719(14) 0.74109(11) 0.0457(3) Uani 1 1 d . . . . .
C24 C 0.5507(2) 0.70903(17) 0.74088(14) 0.0571(4) Uani 1 1 d . . . . .
H24 H 0.484490 0.661993 0.777486 0.068 Uiso 1 1 calc R U . . .
C25 C 0.4897(3) 0.8295(2) 0.68670(16) 0.0719(5) Uani 1 1 d . . . . .
H25 H 0.382435 0.863555 0.687055 0.086 Uiso 1 1 calc R U . . .
C26 C 0.5860(3) 0.8993(2) 0.63250(16) 0.0845(7) Uani 1 1 d . . . . .
H26 H 0.544150 0.981010 0.596633 0.101 Uiso 1 1 calc R U . . .
C27 C 0.7457(3) 0.8483(2) 0.63099(16) 0.0856(7) Uani 1 1 d . . . . .
H27 H 0.811092 0.895687 0.593591 0.103 Uiso 1 1 calc R U . . .
C28 C 0.8087(2) 0.72762(18) 0.68452(14) 0.0628(5) Uani 1 1 d . . . . .
H28 H 0.916356 0.693523 0.682685 0.075 Uiso 1 1 calc R U . . .
H1 H 0.980(2) 0.2485(19) 0.8026(14) 0.055(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4266(12) . ?
S1 O2 1.4254(12) . ?
S1 N1 1.6614(13) . ?
S1 C1 1.7530(15) . ?
O3 C4 1.356(2) . ?
O3 C7 1.418(3) . ?
O4 C22 1.2193(19) . ?
N1 N2 1.3995(18) . ?
N1 H1 0.855(19) . ?
N2 C8 1.2868(19) . ?
C1 C2 1.385(2) . ?
C1 C6 1.383(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(2) . ?
C4 C5 1.389(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(3) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.480(2) . ?
C8 C15 1.499(2) . ?
C9 C10 1.391(2) . ?
C9 C14 1.387(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.370(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.398(2) . ?
C15 C20 1.394(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.394(2) . ?
C20 C21 1.508(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.513(2) . ?
C22 C23 1.487(2) . ?
C23 C24 1.395(2) . ?
C23 C28 1.386(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.366(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(3) . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 104.09(7) . . ?
O1 S1 C1 109.72(7) . . ?
O2 S1 O1 120.03(8) . . ?
O2 S1 N1 107.02(7) . . ?
O2 S1 C1 107.44(7) . . ?
N1 S1 C1 107.95(7) . . ?
C4 O3 C7 118.25(16) . . ?
S1 N1 H1 110.2(12) . . ?
N2 N1 S1 111.25(10) . . ?
N2 N1 H1 117.0(12) . . ?
C8 N2 N1 117.52(12) . . ?
C2 C1 S1 120.36(11) . . ?
C6 C1 S1 119.44(12) . . ?
C6 C1 C2 120.12(14) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.21(14) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.45(15) . . ?
C4 C3 H3 120.3 . . ?
O3 C4 C3 124.94(16) . . ?
O3 C4 C5 115.05(15) . . ?
C3 C4 C5 120.01(15) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.53(15) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.66(15) . . ?
C5 C6 H6 120.2 . . ?
O3 C7 H7A 109.5 . . ?
O3 C7 H7B 109.5 . . ?
O3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 C9 116.89(13) . . ?
N2 C8 C15 123.39(13) . . ?
C9 C8 C15 119.69(12) . . ?
C10 C9 C8 120.70(14) . . ?
C14 C9 C8 121.12(13) . . ?
C14 C9 C10 118.15(14) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.57(16) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.36(16) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.81(16) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.07(16) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 120.98(15) . . ?
C13 C14 H14 119.5 . . ?
C16 C15 C8 119.36(13) . . ?
C20 C15 C8 121.08(12) . . ?
C20 C15 C16 119.56(13) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.84(15) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.50(16) . . ?
C18 C17 H17 120.2 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.26(16) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.31(16) . . ?
C20 C19 H19 119.3 . . ?
C15 C20 C21 122.21(13) . . ?
C19 C20 C15 118.51(14) . . ?
C19 C20 C21 119.28(14) . . ?
C20 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
C20 C21 C22 113.92(13) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
O4 C22 C21 120.27(14) . . ?
O4 C22 C23 121.46(14) . . ?
C23 C22 C21 118.26(13) . . ?
C24 C23 C22 122.04(15) . . ?
C28 C23 C22 118.92(15) . . ?
C28 C23 C24 119.00(16) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.34(19) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 119.94(19) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 H28 120.0 . . ?
C27 C28 C23 119.9(2) . . ?
C27 C28 H28 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 N2 C8 -166.64(11) . . . . ?
S1 C1 C2 C3 175.99(12) . . . . ?
S1 C1 C6 C5 -175.74(15) . . . . ?
O1 S1 N1 N2 165.75(10) . . . . ?
O1 S1 C1 C2 -32.19(14) . . . . ?
O1 S1 C1 C6 144.68(14) . . . . ?
O2 S1 N1 N2 -66.18(12) . . . . ?
O2 S1 C1 C2 -164.26(12) . . . . ?
O2 S1 C1 C6 12.61(16) . . . . ?
O3 C4 C5 C6 178.98(19) . . . . ?
O4 C22 C23 C24 165.35(15) . . . . ?
O4 C22 C23 C28 -17.0(2) . . . . ?
N1 S1 C1 C2 80.64(13) . . . . ?
N1 S1 C1 C6 -102.49(14) . . . . ?
N1 N2 C8 C9 174.77(12) . . . . ?
N1 N2 C8 C15 -3.1(2) . . . . ?
N2 C8 C9 C10 -13.0(2) . . . . ?
N2 C8 C9 C14 168.93(13) . . . . ?
N2 C8 C15 C16 -91.81(17) . . . . ?
N2 C8 C15 C20 88.70(18) . . . . ?
C1 S1 N1 N2 49.20(12) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C2 C1 C6 C5 1.1(3) . . . . ?
C2 C3 C4 O3 -178.72(17) . . . . ?
C2 C3 C4 C5 1.5(3) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C6 C1 C2 C3 -0.9(2) . . . . ?
C7 O3 C4 C3 9.8(3) . . . . ?
C7 O3 C4 C5 -170.4(2) . . . . ?
C8 C9 C10 C11 -176.41(16) . . . . ?
C8 C9 C14 C13 176.39(14) . . . . ?
C8 C15 C16 C17 178.97(14) . . . . ?
C8 C15 C20 C19 -178.72(14) . . . . ?
C8 C15 C20 C21 1.9(2) . . . . ?
C9 C8 C15 C16 90.40(16) . . . . ?
C9 C8 C15 C20 -89.08(16) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C9 C14 C13 -1.8(2) . . . . ?
C10 C11 C12 C13 -2.3(3) . . . . ?
C11 C12 C13 C14 2.3(3) . . . . ?
C12 C13 C14 C9 -0.2(3) . . . . ?
C14 C9 C10 C11 1.7(2) . . . . ?
C15 C8 C9 C10 164.95(14) . . . . ?
C15 C8 C9 C14 -13.1(2) . . . . ?
C15 C16 C17 C18 0.1(2) . . . . ?
C15 C20 C21 C22 -105.04(16) . . . . ?
C16 C15 C20 C19 1.8(2) . . . . ?
C16 C15 C20 C21 -177.64(14) . . . . ?
C16 C17 C18 C19 1.0(3) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C15 -0.7(3) . . . . ?
C18 C19 C20 C21 178.75(16) . . . . ?
C19 C20 C21 C22 75.53(19) . . . . ?
C20 C15 C16 C17 -1.5(2) . . . . ?
C20 C21 C22 O4 20.2(2) . . . . ?
C20 C21 C22 C23 -159.18(13) . . . . ?
C21 C22 C23 C24 -15.3(2) . . . . ?
C21 C22 C23 C28 162.36(15) . . . . ?
C22 C23 C24 C25 176.48(15) . . . . ?
C22 C23 C28 C27 -176.36(17) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C24 C23 C28 C27 1.4(3) . . . . ?
C24 C25 C26 C27 0.7(3) . . . . ?
C25 C26 C27 C28 -0.5(3) . . . . ?
C26 C27 C28 C23 -0.6(3) . . . . ?
C28 C23 C24 C25 -1.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
