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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_2105068646_0m
_database_code_depnum_ccdc_archive 'CCDC 2323528'
loop_
_audit_author_name
_audit_author_address
'Wang Bo'
;shandong first medical university
China
;
_audit_update_record             
;
2024-01-05 deposited with the CCDC.	2025-05-12 downloaded from the CCDC.
;
_audit_creation_date             2021-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H40 N2 O5 S'
_chemical_formula_sum            'C36 H40 N2 O5 S'
_chemical_formula_weight         612.76
_chemical_absolute_configuration rmad
_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 0.0148 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'
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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.1195(5)
_cell_length_b                   11.8196(6)
_cell_length_c                   27.3168(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3267.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9409
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      55.011
_cell_measurement_theta_min      2.816
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6193
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1152 before and 0.0695 after correction. The Ratio of minimum to maximum transmission is 0.8249. 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    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            35634
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.022
_diffrn_reflns_theta_min         2.815
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5551
_reflns_number_total             6228
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.146
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 2158 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         6228
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0585P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0933
_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, All O(H) groups
2. Restrained distances
 H27A-H5
 2.1 with sigma of 0.02
 H5-H29C
 2.1 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5A), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C21(H21), C31(H31), C32(H32), C34(H34), C35(H35)
3.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C36(H36A,H36B,H36C)
3.e Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_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 0.44839(6) 0.41379(6) 0.32550(2) 0.04052(17) Uani 1 1 d . . . . .
O1 O 0.35324(18) 0.39768(19) 0.28745(6) 0.0539(5) Uani 1 1 d . . . . .
O2 O 0.52725(18) 0.51373(16) 0.32672(8) 0.0560(5) Uani 1 1 d . . . . .
O3 O 0.11626(14) 0.43177(13) 0.35308(6) 0.0333(4) Uani 1 1 d . . . . .
O4 O 0.06389(15) 0.26922(14) 0.39170(6) 0.0385(4) Uani 1 1 d . . . . .
O5 O 0.4483(3) -0.20510(15) 0.41011(9) 0.0727(7) Uani 1 1 d . . . . .
H5 H 0.401577 -0.235595 0.389442 0.109 Uiso 1 1 calc DGR . . . .
N1 N 0.36153(17) 0.41991(15) 0.37855(7) 0.0309(4) Uani 1 1 d . . . . .
N2 N 0.27838(17) 0.32235(15) 0.38519(7) 0.0276(4) Uani 1 1 d . . . . .
C1 C 0.1440(2) 0.33812(18) 0.37787(8) 0.0287(5) Uani 1 1 d . . . . .
C2 C -0.0235(2) 0.4481(2) 0.34423(10) 0.0380(6) Uani 1 1 d . . . . .
H2A H -0.069672 0.456701 0.375131 0.046 Uiso 1 1 calc R . . . .
H2B H -0.059501 0.382548 0.327504 0.046 Uiso 1 1 calc R . . . .
C3 C -0.0428(2) 0.55124(19) 0.31359(8) 0.0327(5) Uani 1 1 d . . . . .
C4 C -0.1598(2) 0.6114(2) 0.31864(10) 0.0444(6) Uani 1 1 d . . . . .
H4 H -0.220769 0.590100 0.342391 0.053 Uiso 1 1 calc R . . . .
C5 C -0.1865(3) 0.7032(2) 0.28851(11) 0.0523(7) Uani 1 1 d . . . . .
H5A H -0.265307 0.742900 0.292002 0.063 Uiso 1 1 calc R . . . .
C6 C -0.0966(3) 0.7354(2) 0.25356(10) 0.0509(7) Uani 1 1 d . . . . .
H6 H -0.114408 0.796837 0.233332 0.061 Uiso 1 1 calc R . . . .
C7 C 0.0194(3) 0.6769(2) 0.24852(10) 0.0461(6) Uani 1 1 d . . . . .
H7 H 0.080181 0.699092 0.224857 0.055 Uiso 1 1 calc R . . . .
C8 C 0.0473(2) 0.5847(2) 0.27846(8) 0.0372(5) Uani 1 1 d . . . . .
H8 H 0.126471 0.545578 0.274817 0.045 Uiso 1 1 calc R . . . .
C9 C 0.3172(2) 0.25754(18) 0.42993(8) 0.0285(5) Uani 1 1 d . . . . .
H9 H 0.238948 0.252337 0.450955 0.034 Uiso 1 1 calc R . . . .
C10 C 0.4117(2) 0.33835(19) 0.45387(9) 0.0324(5) Uani 1 1 d . . . . .
C11 C 0.4360(2) 0.42933(19) 0.42327(9) 0.0349(5) Uani 1 1 d . . . . .
C12 C 0.5156(2) 0.5197(2) 0.43686(11) 0.0470(7) Uani 1 1 d . . . . .
H12 H 0.530712 0.580213 0.415845 0.056 Uiso 1 1 calc R . . . .
C13 C 0.5714(3) 0.5157(2) 0.48299(12) 0.0590(8) Uani 1 1 d . . . . .
H13 H 0.627127 0.573836 0.492953 0.071 Uiso 1 1 calc R . . . .
C14 C 0.5461(3) 0.4267(2) 0.51474(11) 0.0573(8) Uani 1 1 d . . . . .
H14 H 0.583863 0.426600 0.545782 0.069 Uiso 1 1 calc R . . . .
C15 C 0.4653(3) 0.3382(2) 0.50071(9) 0.0445(6) Uani 1 1 d . . . . .
H15 H 0.447112 0.279381 0.522293 0.053 Uiso 1 1 calc R . . . .
C16 C 0.3646(2) 0.13728(18) 0.42009(8) 0.0276(5) Uani 1 1 d . . . . .
C17 C 0.3047(2) 0.07287(19) 0.38415(8) 0.0303(5) Uani 1 1 d . . . . .
H17 H 0.245195 0.107449 0.362966 0.036 Uiso 1 1 calc R . . . .
C18 C 0.3308(2) -0.04267(19) 0.37860(8) 0.0324(5) Uani 1 1 d . . . . .
C19 C 0.4202(3) -0.0905(2) 0.41173(9) 0.0400(6) Uani 1 1 d . . . . .
C20 C 0.4820(2) -0.02940(19) 0.44885(9) 0.0345(5) Uani 1 1 d . . . . .
C21 C 0.4537(2) 0.08592(19) 0.45130(8) 0.0324(5) Uani 1 1 d . . . . .
H21 H 0.496276 0.129768 0.474762 0.039 Uiso 1 1 calc R . . . .
C22 C 0.5694(3) -0.0861(2) 0.48781(10) 0.0437(6) Uani 1 1 d . . . . .
C23 C 0.6237(3) -0.0007(3) 0.52416(12) 0.0628(9) Uani 1 1 d . . . . .
H23A H 0.675820 0.054545 0.507092 0.094 Uiso 1 1 calc GR . . . .
H23B H 0.677921 -0.038949 0.547790 0.094 Uiso 1 1 calc GR . . . .
H23C H 0.551814 0.036257 0.540566 0.094 Uiso 1 1 calc GR . . . .
C24 C 0.4850(4) -0.1705(3) 0.51700(14) 0.0724(10) Uani 1 1 d . . . . .
H24A H 0.409900 -0.132041 0.530542 0.109 Uiso 1 1 calc GR . . . .
H24B H 0.536993 -0.202199 0.543002 0.109 Uiso 1 1 calc GR . . . .
H24C H 0.455513 -0.229907 0.495688 0.109 Uiso 1 1 calc GR . . . .
C25 C 0.6873(3) -0.1467(3) 0.46575(15) 0.0786(11) Uani 1 1 d . . . . .
H25A H 0.657251 -0.200680 0.441988 0.118 Uiso 1 1 calc GR . . . .
H25B H 0.735157 -0.185111 0.491132 0.118 Uiso 1 1 calc GR . . . .
H25C H 0.744174 -0.092535 0.450171 0.118 Uiso 1 1 calc GR . . . .
C26 C 0.2565(3) -0.1135(2) 0.34059(9) 0.0380(6) Uani 1 1 d . . . . .
C27 C 0.1619(4) -0.1950(3) 0.36693(12) 0.0651(9) Uani 1 1 d . . . . .
H27A H 0.212133 -0.248182 0.385904 0.098 Uiso 1 1 calc DGR . . . .
H27B H 0.109893 -0.234996 0.343168 0.098 Uiso 1 1 calc GR . . . .
H27C H 0.104612 -0.152842 0.388179 0.098 Uiso 1 1 calc GR . . . .
C28 C 0.1702(4) -0.0398(3) 0.30785(12) 0.0682(10) Uani 1 1 d . . . . .
H28A H 0.109184 0.002244 0.327680 0.102 Uiso 1 1 calc GR . . . .
H28B H 0.121958 -0.086986 0.285485 0.102 Uiso 1 1 calc GR . . . .
H28C H 0.224920 0.011622 0.289749 0.102 Uiso 1 1 calc GR . . . .
C29 C 0.3493(4) -0.1792(3) 0.30610(12) 0.0672(9) Uani 1 1 d . . . . .
H29A H 0.424806 -0.133231 0.298450 0.101 Uiso 1 1 calc GR . . . .
H29B H 0.303108 -0.197699 0.276476 0.101 Uiso 1 1 calc GR . . . .
H29C H 0.377957 -0.247479 0.321871 0.101 Uiso 1 1 calc DGR . . . .
C30 C 0.5485(2) 0.2934(2) 0.32895(9) 0.0392(6) Uani 1 1 d . . . . .
C31 C 0.6598(2) 0.2947(3) 0.35886(11) 0.0484(7) Uani 1 1 d . . . . .
H31 H 0.683441 0.360102 0.375655 0.058 Uiso 1 1 calc R . . . .
C32 C 0.7347(3) 0.1974(3) 0.36323(12) 0.0593(8) Uani 1 1 d . . . . .
H32 H 0.808133 0.197295 0.383699 0.071 Uiso 1 1 calc R . . . .
C33 C 0.7026(3) 0.1007(3) 0.33786(12) 0.0588(8) Uani 1 1 d . . . . .
C34 C 0.5927(3) 0.1025(3) 0.30760(12) 0.0609(8) Uani 1 1 d . . . . .
H34 H 0.571344 0.037938 0.289799 0.073 Uiso 1 1 calc R . . . .
C35 C 0.5147(3) 0.1967(3) 0.30317(10) 0.0523(7) Uani 1 1 d . . . . .
H35 H 0.440320 0.195703 0.283190 0.063 Uiso 1 1 calc R . . . .
C36 C 0.7840(4) -0.0052(3) 0.34275(17) 0.0931(14) Uani 1 1 d . . . . .
H36A H 0.859861 0.009985 0.362786 0.140 Uiso 1 1 calc GR . . . .
H36B H 0.812345 -0.029591 0.310917 0.140 Uiso 1 1 calc GR . . . .
H36C H 0.731664 -0.063528 0.357656 0.140 Uiso 1 1 calc GR . . . .


_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 1.4295(19) . ?
S1 O2 1.4259(19) . ?
S1 N1 1.696(2) . ?
S1 C30 1.749(3) . ?
O3 C1 1.328(3) . ?
O3 C2 1.448(2) . ?
O4 C1 1.209(3) . ?
O5 H5 0.8200 . ?
O5 C19 1.385(3) . ?
N1 N2 1.439(2) . ?
N1 C11 1.439(3) . ?
N2 C1 1.387(3) . ?
N2 C9 1.495(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.492(3) . ?
C3 C4 1.388(3) . ?
C3 C8 1.381(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(4) . ?
C5 H5A 0.9300 . ?
C5 C6 1.373(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.369(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.392(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9800 . ?
C9 C10 1.502(3) . ?
C9 C16 1.524(3) . ?
C10 C11 1.384(3) . ?
C10 C15 1.390(3) . ?
C11 C12 1.388(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(3) . ?
C16 C21 1.381(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.399(3) . ?
C18 C19 1.399(3) . ?
C18 C26 1.531(3) . ?
C19 C20 1.393(3) . ?
C20 C21 1.394(3) . ?
C20 C22 1.538(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.519(4) . ?
C22 C24 1.536(4) . ?
C22 C25 1.516(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.537(4) . ?
C26 C28 1.523(4) . ?
C26 C29 1.541(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.391(4) . ?
C30 C35 1.386(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.376(4) . ?
C33 C34 1.385(5) . ?
C33 C36 1.504(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.370(4) . ?
C35 H35 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

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 106.13(10) . . ?
O1 S1 C30 108.72(13) . . ?
O2 S1 O1 120.29(12) . . ?
O2 S1 N1 103.57(12) . . ?
O2 S1 C30 110.40(11) . . ?
N1 S1 C30 106.78(10) . . ?
C1 O3 C2 113.73(17) . . ?
C19 O5 H5 109.5 . . ?
N2 N1 S1 112.12(14) . . ?
N2 N1 C11 105.12(16) . . ?
C11 N1 S1 117.21(14) . . ?
N1 N2 C9 111.12(15) . . ?
C1 N2 N1 116.58(17) . . ?
C1 N2 C9 116.37(18) . . ?
O3 C1 N2 113.11(18) . . ?
O4 C1 O3 125.40(19) . . ?
O4 C1 N2 121.4(2) . . ?
O3 C2 H2A 109.8 . . ?
O3 C2 H2B 109.8 . . ?
O3 C2 C3 109.28(19) . . ?
H2A C2 H2B 108.3 . . ?
C3 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
C4 C3 C2 118.3(2) . . ?
C8 C3 C2 122.5(2) . . ?
C8 C3 C4 119.1(2) . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 H5A 120.0 . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.7(3) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 C7 119.9(2) . . ?
C3 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
N2 C9 H9 107.4 . . ?
N2 C9 C10 101.38(17) . . ?
N2 C9 C16 114.62(18) . . ?
C10 C9 H9 107.4 . . ?
C10 C9 C16 118.00(18) . . ?
C16 C9 H9 107.4 . . ?
C11 C10 C9 110.13(19) . . ?
C11 C10 C15 119.2(2) . . ?
C15 C10 C9 130.5(2) . . ?
C10 C11 N1 111.08(19) . . ?
C10 C11 C12 122.6(2) . . ?
C12 C11 N1 126.2(2) . . ?
C11 C12 H12 121.5 . . ?
C13 C12 C11 117.0(3) . . ?
C13 C12 H12 121.5 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C10 C15 H15 120.5 . . ?
C14 C15 C10 119.0(3) . . ?
C14 C15 H15 120.5 . . ?
C17 C16 C9 120.06(19) . . ?
C21 C16 C9 120.4(2) . . ?
C21 C16 C17 118.8(2) . . ?
C16 C17 H17 118.9 . . ?
C16 C17 C18 122.1(2) . . ?
C18 C17 H17 118.9 . . ?
C17 C18 C26 121.0(2) . . ?
C19 C18 C17 116.5(2) . . ?
C19 C18 C26 122.4(2) . . ?
O5 C19 C18 120.5(2) . . ?
O5 C19 C20 116.0(2) . . ?
C20 C19 C18 123.5(2) . . ?
C19 C20 C21 116.7(2) . . ?
C19 C20 C22 122.4(2) . . ?
C21 C20 C22 120.7(2) . . ?
C16 C21 C20 122.3(2) . . ?
C16 C21 H21 118.9 . . ?
C20 C21 H21 118.9 . . ?
C23 C22 C20 111.8(2) . . ?
C23 C22 C24 107.1(3) . . ?
C24 C22 C20 108.8(2) . . ?
C25 C22 C20 112.6(2) . . ?
C25 C22 C23 106.8(2) . . ?
C25 C22 C24 109.7(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C18 C26 C27 109.3(2) . . ?
C18 C26 C29 113.0(2) . . ?
C27 C26 C29 110.5(2) . . ?
C28 C26 C18 111.6(2) . . ?
C28 C26 C27 106.0(3) . . ?
C28 C26 C29 106.2(2) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 S1 119.4(2) . . ?
C35 C30 S1 120.1(2) . . ?
C35 C30 C31 120.5(3) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 C30 119.0(3) . . ?
C32 C31 H31 120.5 . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.2(3) . . ?
C33 C32 H32 119.4 . . ?
C32 C33 C34 118.5(3) . . ?
C32 C33 C36 121.1(3) . . ?
C34 C33 C36 120.3(3) . . ?
C33 C34 H34 119.1 . . ?
C35 C34 C33 121.8(3) . . ?
C35 C34 H34 119.1 . . ?
C30 C35 H35 120.5 . . ?
C34 C35 C30 118.9(3) . . ?
C34 C35 H35 120.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_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_2104202896_0m
_database_code_depnum_ccdc_archive 'CCDC 2323529'
loop_
_audit_author_name
_audit_author_address
'Wang Bo'
;shandong first medical university
China
;
_audit_update_record             
;
2024-01-05 deposited with the CCDC.	2025-05-12 downloaded from the CCDC.
;
_audit_creation_date             2021-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H25 N3 O3'
_chemical_formula_sum            'C27 H25 N3 O3'
_chemical_formula_weight         439.50
_chemical_absolute_configuration rmad
_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 0.0148 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'
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'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.0183(2)
_cell_length_b                   8.9942(2)
_cell_length_c                   11.7739(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.8760(10)
_cell_angle_gamma                90
_cell_volume                     1132.75(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9904
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      54.961
_cell_measurement_theta_min      4.297
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.439
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6236
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1291 before and 0.0469 after correction. The Ratio of minimum to maximum transmission is 0.8306. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12533
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.936
_diffrn_reflns_theta_min         4.295
_diffrn_ambient_temperature      193.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.860
_reflns_Friedel_fraction_max     0.853
_reflns_number_gt                3937
_reflns_number_total             3981
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.118
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details 
;
 Flack x determined using 1665 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.048
_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)+(0.0302P)²+0.1271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0660
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
;
_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
O1 O 0.67150(10) 0.60013(14) 0.40419(10) 0.0345(3) Uani 1 1 d . . . . .
O2 O 0.34835(11) 0.67207(17) 0.21290(12) 0.0446(3) Uani 1 1 d . . . . .
O3 O 0.33158(12) 0.65669(15) 0.68252(11) 0.0414(3) Uani 1 1 d . . . . .
N1 N 0.47668(11) 0.50697(17) 0.33187(11) 0.0298(3) Uani 1 1 d . . . . .
N2 N 0.37934(11) 0.42583(17) 0.36165(11) 0.0277(3) Uani 1 1 d . . . . .
N3 N 0.24990(13) 0.42835(18) 0.70416(12) 0.0349(3) Uani 1 1 d . . . . .
H3 H 0.249146 0.335338 0.680800 0.042 Uiso 1 1 calc R . . . .
C1 C 0.58895(13) 0.51409(19) 0.41533(14) 0.0288(3) Uani 1 1 d . . . . .
C2 C 0.59718(14) 0.4218(2) 0.52235(15) 0.0326(4) Uani 1 1 d . . . . .
H2A H 0.685674 0.414338 0.566156 0.039 Uiso 1 1 calc R . . . .
H2B H 0.566723 0.320166 0.498921 0.039 Uiso 1 1 calc R . . . .
C3 C 0.51955(14) 0.4886(2) 0.60237(14) 0.0321(4) Uani 1 1 d . . . . .
H3A H 0.553023 0.450828 0.682766 0.039 Uiso 1 1 calc R . . . .
H3B H 0.530964 0.597852 0.604487 0.039 Uiso 1 1 calc R . . . .
C4 C 0.37866(14) 0.45477(19) 0.56613(14) 0.0286(3) Uani 1 1 d . . . . .
H4 H 0.367778 0.344579 0.569191 0.034 Uiso 1 1 calc R . . . .
C5 C 0.31521(13) 0.50786(19) 0.43989(13) 0.0265(3) Uani 1 1 d . . . . .
H5 H 0.330311 0.616832 0.433479 0.032 Uiso 1 1 calc R . . . .
C6 C 0.30565(15) 0.3420(2) 0.26253(14) 0.0323(4) Uani 1 1 d . . . . .
H6A H 0.360980 0.275854 0.230327 0.039 Uiso 1 1 calc R . . . .
H6B H 0.263620 0.411192 0.200010 0.039 Uiso 1 1 calc R . . . .
C7 C 0.20916(15) 0.2505(2) 0.30371(15) 0.0334(4) Uani 1 1 d . . . . .
H7A H 0.159427 0.191687 0.237715 0.040 Uiso 1 1 calc R . . . .
H7B H 0.251426 0.180713 0.365638 0.040 Uiso 1 1 calc R . . . .
C8 C 0.12479(14) 0.3517(2) 0.35054(14) 0.0297(3) Uani 1 1 d . . . . .
C9 C -0.00299(15) 0.3244(2) 0.33225(16) 0.0371(4) Uani 1 1 d . . . . .
H9 H -0.038100 0.238150 0.290428 0.045 Uiso 1 1 calc R . . . .
C10 C -0.07910(15) 0.4214(2) 0.37426(17) 0.0410(4) Uani 1 1 d . . . . .
H10 H -0.165723 0.400529 0.362774 0.049 Uiso 1 1 calc R . . . .
C11 C -0.02931(16) 0.5487(2) 0.43296(16) 0.0406(4) Uani 1 1 d . . . . .
H11 H -0.081699 0.615826 0.461349 0.049 Uiso 1 1 calc R . . . .
C12 C 0.09737(15) 0.5781(2) 0.45036(15) 0.0339(4) Uani 1 1 d . . . . .
H12 H 0.131203 0.666605 0.489574 0.041 Uiso 1 1 calc R . . . .
C13 C 0.17543(14) 0.47921(19) 0.41085(13) 0.0275(3) Uani 1 1 d . . . . .
C14 C 0.44722(14) 0.6069(2) 0.23452(14) 0.0329(4) Uani 1 1 d . . . . .
C15 C 0.53774(15) 0.6143(2) 0.15945(14) 0.0330(4) Uani 1 1 d . . . . .
C16 C 0.53346(17) 0.7378(2) 0.08751(16) 0.0399(4) Uani 1 1 d . . . . .
H16 H 0.475242 0.815355 0.088831 0.048 Uiso 1 1 calc R . . . .
C17 C 0.6140(2) 0.7476(3) 0.01413(17) 0.0500(5) Uani 1 1 d . . . . .
H17 H 0.612121 0.832769 -0.034034 0.060 Uiso 1 1 calc R . . . .
C18 C 0.69733(19) 0.6339(3) 0.01069(18) 0.0512(5) Uani 1 1 d . . . . .
H18 H 0.752520 0.641081 -0.039899 0.061 Uiso 1 1 calc R . . . .
C19 C 0.70072(18) 0.5094(3) 0.08077(17) 0.0471(5) Uani 1 1 d . . . . .
H19 H 0.757757 0.431066 0.077833 0.057 Uiso 1 1 calc R . . . .
C20 C 0.62063(16) 0.4993(2) 0.15519(15) 0.0379(4) Uani 1 1 d . . . . .
H20 H 0.622515 0.413932 0.203109 0.045 Uiso 1 1 calc R . . . .
C21 C 0.31828(15) 0.5245(2) 0.65636(14) 0.0309(3) Uani 1 1 d . . . . .
C22 C 0.17939(17) 0.4601(2) 0.78743(15) 0.0380(4) Uani 1 1 d . . . . .
C23 C 0.21851(19) 0.5650(2) 0.87510(15) 0.0451(5) Uani 1 1 d . . . . .
H23 H 0.292099 0.621654 0.878625 0.054 Uiso 1 1 calc R . . . .
C24 C 0.1487(2) 0.5861(3) 0.95747(17) 0.0595(6) Uani 1 1 d . . . . .
H24 H 0.175183 0.657476 1.017831 0.071 Uiso 1 1 calc R . . . .
C25 C 0.0416(3) 0.5051(4) 0.9529(2) 0.0693(7) Uani 1 1 d . . . . .
H25 H -0.005593 0.520527 1.009679 0.083 Uiso 1 1 calc R . . . .
C26 C 0.0034(2) 0.4018(4) 0.8657(2) 0.0718(8) Uani 1 1 d . . . . .
H26 H -0.070161 0.345192 0.862615 0.086 Uiso 1 1 calc R . . . .
C27 C 0.0718(2) 0.3794(3) 0.7819(2) 0.0544(6) Uani 1 1 d . . . . .
H27 H 0.044376 0.308872 0.721126 0.065 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
O1 C1 1.225(2) . ?
O2 C14 1.209(2) . ?
O3 C21 1.228(2) . ?
N1 N2 1.4093(18) . ?
N1 C1 1.3845(19) . ?
N1 C14 1.431(2) . ?
N2 C5 1.4848(19) . ?
N2 C6 1.461(2) . ?
N3 H3 0.8800 . ?
N3 C21 1.355(2) . ?
N3 C22 1.418(2) . ?
C1 C2 1.493(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.539(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.538(2) . ?
C4 H4 1.0000 . ?
C4 C5 1.558(2) . ?
C4 C21 1.518(2) . ?
C5 H5 1.0000 . ?
C5 C13 1.518(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.513(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.497(2) . ?
C8 C9 1.394(2) . ?
C8 C13 1.393(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.393(2) . ?
C14 C15 1.484(2) . ?
C15 C16 1.391(3) . ?
C15 C20 1.389(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(2) . ?
C20 H20 0.9500 . ?
C22 C23 1.389(3) . ?
C22 C27 1.378(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.374(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.393(3) . ?
C27 H27 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
N2 N1 C14 118.98(12) . . ?
C1 N1 N2 116.81(13) . . ?
C1 N1 C14 122.12(14) . . ?
N1 N2 C5 113.63(13) . . ?
N1 N2 C6 112.26(12) . . ?
C6 N2 C5 119.73(11) . . ?
C21 N3 H3 116.2 . . ?
C21 N3 C22 127.59(16) . . ?
C22 N3 H3 116.2 . . ?
O1 C1 N1 120.88(15) . . ?
O1 C1 C2 123.03(14) . . ?
N1 C1 C2 115.87(13) . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C1 C2 C3 111.68(14) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C2 C3 H3A 108.5 . . ?
C2 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C4 C3 C2 115.15(13) . . ?
C4 C3 H3A 108.5 . . ?
C4 C3 H3B 108.5 . . ?
C3 C4 H4 107.9 . . ?
C3 C4 C5 113.33(13) . . ?
C5 C4 H4 107.9 . . ?
C21 C4 C3 107.85(13) . . ?
C21 C4 H4 107.9 . . ?
C21 C4 C5 111.67(13) . . ?
N2 C5 C4 105.55(12) . . ?
N2 C5 H5 109.1 . . ?
N2 C5 C13 112.59(12) . . ?
C4 C5 H5 109.1 . . ?
C13 C5 C4 111.21(12) . . ?
C13 C5 H5 109.1 . . ?
N2 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
N2 C6 C7 108.85(13) . . ?
H6A C6 H6B 108.3 . . ?
C7 C6 H6A 109.9 . . ?
C7 C6 H6B 109.9 . . ?
C6 C7 H7A 109.8 . . ?
C6 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 C6 109.50(14) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C9 C8 C7 121.96(16) . . ?
C13 C8 C7 118.67(13) . . ?
C13 C8 C9 119.33(16) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.72(17) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.02(16) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.83(17) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.57(17) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 C5 121.02(14) . . ?
C12 C13 C5 119.40(14) . . ?
C12 C13 C8 119.50(14) . . ?
O2 C14 N1 119.53(14) . . ?
O2 C14 C15 123.58(16) . . ?
N1 C14 C15 116.69(14) . . ?
C16 C15 C14 117.94(16) . . ?
C20 C15 C14 122.01(16) . . ?
C20 C15 C16 119.97(16) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.90(19) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.13(19) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.27(17) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.9(2) . . ?
C20 C19 H19 120.1 . . ?
C15 C20 H20 120.1 . . ?
C19 C20 C15 119.84(19) . . ?
C19 C20 H20 120.1 . . ?
O3 C21 N3 123.97(16) . . ?
O3 C21 C4 121.98(16) . . ?
N3 C21 C4 114.05(15) . . ?
C23 C22 N3 121.78(17) . . ?
C27 C22 N3 117.99(17) . . ?
C27 C22 C23 120.19(17) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.5(2) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.4(3) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 C26 119.8(2) . . ?
C22 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
