# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2486841'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H24 F N O'
_chemical_formula_sum            'C33 H24 F N O'
_chemical_formula_weight         469.53
_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'
F F 0.0171 0.0103 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.528(2)
_cell_length_b                   13.814(3)
_cell_length_c                   17.051(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.451(9)
_cell_angle_gamma                90
_cell_volume                     2477.5(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4324
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_unetI/netI     0.1036
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15717
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.675
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2748
_reflns_number_total             4812
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4812
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.0722
_refine_ls_restrained_S_all      1.027
_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)+(0.0817P)²+0.9677P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.2092
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C18(H18), C17(H17), C16(H16), C26(H26), C27(H27), C29(H29),
 C30(H30), C23(H23), C22(H22), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11),
  C12(H12), C13(H13), C14(H14), C19(H19), C20(H20), C33(H33), C32(H32)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C7 C 0.6030(3) 0.13203(19) 0.63769(18) 0.0424(7) Uani 1 1 d . . . . .
N1 N 0.4222(3) 0.54693(18) 0.69414(18) 0.0612(8) Uani 1 1 d . . . . .
F1 F 0.4304(3) 0.82523(18) 0.92628(17) 0.1175(10) Uani 1 1 d . . . . .
O1 O 0.3412(3) 0.47806(18) 0.55616(17) 0.0849(9) Uani 1 1 d . . . . .
H1 H 0.3490 0.5181 0.5915 0.127 Uiso 1 1 calc GR . . . .
C10 C 0.6801(3) -0.08590(19) 0.62763(18) 0.0458(7) Uani 1 1 d . . . . .
H10 H 0.5961 -0.0807 0.6420 0.055 Uiso 1 1 calc R . . . .
C18 C 0.7727(4) 0.2283(3) 0.3726(3) 0.0807(13) Uani 1 1 d . . . . .
H18 H 0.7955 0.2585 0.3265 0.097 Uiso 1 1 calc R . . . .
C17 C 0.7959(4) 0.2725(3) 0.4422(3) 0.0755(11) Uani 1 1 d . . . . .
H17 H 0.8346 0.3330 0.4441 0.091 Uiso 1 1 calc R . . . .
C16 C 0.7626(3) 0.2284(2) 0.5099(2) 0.0610(9) Uani 1 1 d . . . . .
H16 H 0.7784 0.2599 0.5576 0.073 Uiso 1 1 calc R . . . .
C15 C 0.7058(3) 0.1379(2) 0.50949(18) 0.0446(7) Uani 1 1 d . . . . .
C8 C 0.6766(3) 0.08938(19) 0.58459(17) 0.0413(7) Uani 1 1 d . . . . .
C21 C 0.5282(3) 0.2221(2) 0.61782(18) 0.0451(7) Uani 1 1 d . . . . .
C26 C 0.5279(3) 0.2988(2) 0.66983(19) 0.0481(8) Uani 1 1 d . . . . .
H26 H 0.5703 0.2922 0.7185 0.058 Uiso 1 1 calc R . . . .
C25 C 0.4657(3) 0.3862(2) 0.65163(19) 0.0494(8) Uani 1 1 d . . . . .
C27 C 0.4686(3) 0.4629(2) 0.7087(2) 0.0563(9) Uani 1 1 d . . . . .
H27 H 0.5056 0.4509 0.7582 0.068 Uiso 1 1 calc R . . . .
C28 C 0.4245(3) 0.6168(2) 0.7559(2) 0.0548(8) Uani 1 1 d . . . . .
C29 C 0.3754(4) 0.6000(3) 0.8271(3) 0.0722(10) Uani 1 1 d . . . . .
H29 H 0.3418 0.5393 0.8374 0.087 Uiso 1 1 calc R . . . .
C30 C 0.3739(4) 0.6689(3) 0.8833(3) 0.0807(12) Uani 1 1 d . . . . .
H30 H 0.3369 0.6572 0.9310 0.097 Uiso 1 1 calc R . . . .
C31 C 0.4284(4) 0.7566(3) 0.8680(3) 0.0760(11) Uani 1 1 d . . . . .
C24 C 0.4004(3) 0.3947(2) 0.5788(2) 0.0583(9) Uani 1 1 d . . . . .
C23 C 0.3954(3) 0.3170(3) 0.5282(2) 0.0679(10) Uani 1 1 d . . . . .
H23 H 0.3493 0.3218 0.4806 0.081 Uiso 1 1 calc R . . . .
C22 C 0.4577(3) 0.2325(2) 0.5475(2) 0.0564(9) Uani 1 1 d . . . . .
H22 H 0.4527 0.1808 0.5126 0.068 Uiso 1 1 calc R . . . .
C1 C 0.5946(3) 0.09558(18) 0.71931(17) 0.0435(7) Uani 1 1 d . . . . .
C2 C 0.4780(3) 0.0799(2) 0.7521(2) 0.0585(9) Uani 1 1 d . . . . .
H2 H 0.4033 0.0927 0.7229 0.070 Uiso 1 1 calc R . . . .
C3 C 0.4725(5) 0.0454(3) 0.8281(3) 0.0774(12) Uani 1 1 d . . . . .
H3 H 0.3939 0.0333 0.8489 0.093 Uiso 1 1 calc R . . . .
C4 C 0.5816(6) 0.0288(3) 0.8730(2) 0.0836(14) Uani 1 1 d . . . . .
H4 H 0.5771 0.0067 0.9243 0.100 Uiso 1 1 calc R . . . .
C5 C 0.6967(5) 0.0449(2) 0.8416(2) 0.0714(10) Uani 1 1 d . . . . .
H5 H 0.7712 0.0332 0.8714 0.086 Uiso 1 1 calc R . . . .
C6 C 0.7030(3) 0.0783(2) 0.76607(19) 0.0531(8) Uani 1 1 d . . . . .
H6 H 0.7822 0.0897 0.7457 0.064 Uiso 1 1 calc R . . . .
C9 C 0.7413(3) -0.00575(18) 0.59741(16) 0.0371(6) Uani 1 1 d . . . . .
C11 C 0.7426(3) -0.1728(2) 0.63649(19) 0.0541(8) Uani 1 1 d . . . . .
H11 H 0.7005 -0.2253 0.6575 0.065 Uiso 1 1 calc R . . . .
C12 C 0.8658(3) -0.1836(2) 0.61508(19) 0.0559(8) Uani 1 1 d . . . . .
H12 H 0.9069 -0.2429 0.6208 0.067 Uiso 1 1 calc R . . . .
C13 C 0.9269(3) -0.1056(2) 0.5851(2) 0.0597(9) Uani 1 1 d . . . . .
H13 H 1.0107 -0.1117 0.5707 0.072 Uiso 1 1 calc R . . . .
C14 C 0.8651(3) -0.0176(2) 0.57591(18) 0.0485(8) Uani 1 1 d . . . . .
H14 H 0.9080 0.0345 0.5549 0.058 Uiso 1 1 calc R . . . .
C19 C 0.7148(3) 0.1376(3) 0.3694(2) 0.0725(11) Uani 1 1 d . . . . .
H19 H 0.6971 0.1076 0.3213 0.087 Uiso 1 1 calc R . . . .
C20 C 0.6838(3) 0.0925(2) 0.43843(19) 0.0538(8) Uani 1 1 d . . . . .
H20 H 0.6477 0.0311 0.4368 0.065 Uiso 1 1 calc R . . . .
C33 C 0.4737(3) 0.7071(2) 0.7419(3) 0.0716(11) Uani 1 1 d . . . . .
H33 H 0.5026 0.7213 0.6924 0.086 Uiso 1 1 calc R . . . .
C32 C 0.4811(4) 0.7767(3) 0.7995(3) 0.0801(12) Uani 1 1 d . . . . .
H32 H 0.5211 0.8356 0.7913 0.096 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
C7 C8 1.352(4) . ?
C7 C21 1.503(4) . ?
C7 C1 1.486(4) . ?
N1 C27 1.279(4) . ?
N1 C28 1.427(4) . ?
F1 C31 1.373(4) . ?
O1 C24 1.358(4) . ?
C10 C9 1.391(4) . ?
C10 C11 1.374(4) . ?
C18 C17 1.348(6) . ?
C18 C19 1.394(6) . ?
C17 C16 1.364(5) . ?
C16 C15 1.386(4) . ?
C15 C8 1.489(4) . ?
C15 C20 1.375(4) . ?
C8 C9 1.492(4) . ?
C21 C26 1.382(4) . ?
C21 C22 1.390(4) . ?
C26 C25 1.402(4) . ?
C25 C27 1.438(4) . ?
C25 C24 1.399(4) . ?
C28 C29 1.360(5) . ?
C28 C33 1.375(4) . ?
C29 C30 1.351(5) . ?
C30 C31 1.370(5) . ?
C31 C32 1.344(5) . ?
C24 C23 1.376(4) . ?
C23 C22 1.373(4) . ?
C1 C2 1.387(4) . ?
C1 C6 1.385(4) . ?
C2 C3 1.384(5) . ?
C3 C4 1.372(6) . ?
C4 C5 1.364(6) . ?
C5 C6 1.372(5) . ?
C9 C14 1.379(4) . ?
C11 C12 1.370(4) . ?
C12 C13 1.365(4) . ?
C13 C14 1.384(4) . ?
C19 C20 1.383(5) . ?
C33 C32 1.374(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 C7 C21 121.3(3) . . ?
C8 C7 C1 122.6(2) . . ?
C1 C7 C21 116.1(2) . . ?
C27 N1 C28 118.4(3) . . ?
C11 C10 C9 120.6(3) . . ?
C17 C18 C19 120.3(4) . . ?
C18 C17 C16 120.0(4) . . ?
C17 C16 C15 121.6(4) . . ?
C16 C15 C8 120.4(3) . . ?
C20 C15 C16 118.2(3) . . ?
C20 C15 C8 121.3(3) . . ?
C7 C8 C15 121.7(2) . . ?
C7 C8 C9 123.8(3) . . ?
C15 C8 C9 114.4(2) . . ?
C26 C21 C7 120.4(3) . . ?
C26 C21 C22 117.3(3) . . ?
C22 C21 C7 122.4(3) . . ?
C21 C26 C25 122.2(3) . . ?
C26 C25 C27 119.3(3) . . ?
C24 C25 C26 118.4(3) . . ?
C24 C25 C27 122.3(3) . . ?
N1 C27 C25 122.7(3) . . ?
C29 C28 N1 123.2(3) . . ?
C29 C28 C33 118.0(3) . . ?
C33 C28 N1 118.7(3) . . ?
C30 C29 C28 122.0(4) . . ?
C29 C30 C31 118.0(4) . . ?
C30 C31 F1 117.8(4) . . ?
C32 C31 F1 119.5(4) . . ?
C32 C31 C30 122.7(4) . . ?
O1 C24 C25 121.7(3) . . ?
O1 C24 C23 118.6(3) . . ?
C23 C24 C25 119.7(3) . . ?
C22 C23 C24 120.5(3) . . ?
C23 C22 C21 121.8(3) . . ?
C2 C1 C7 121.3(3) . . ?
C6 C1 C7 121.1(3) . . ?
C6 C1 C2 117.6(3) . . ?
C3 C2 C1 120.3(4) . . ?
C4 C3 C2 120.8(4) . . ?
C5 C4 C3 119.3(4) . . ?
C4 C5 C6 120.2(4) . . ?
C5 C6 C1 121.8(3) . . ?
C10 C9 C8 122.7(2) . . ?
C14 C9 C10 117.5(2) . . ?
C14 C9 C8 119.7(2) . . ?
C12 C11 C10 121.4(3) . . ?
C13 C12 C11 118.6(3) . . ?
C12 C13 C14 120.6(3) . . ?
C9 C14 C13 121.2(3) . . ?
C20 C19 C18 119.3(4) . . ?
C15 C20 C19 120.5(3) . . ?
C32 C33 C28 121.4(4) . . ?
C31 C32 C33 117.6(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.92 2.645(4) 146.3 .

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
C7 C8 C9 C10 45.6(4) . . . . ?
C7 C8 C9 C14 -137.2(3) . . . . ?
C7 C21 C26 C25 176.0(3) . . . . ?
C7 C21 C22 C23 -176.4(3) . . . . ?
C7 C1 C2 C3 179.6(3) . . . . ?
C7 C1 C6 C5 179.9(3) . . . . ?
N1 C28 C29 C30 -177.1(3) . . . . ?
N1 C28 C33 C32 -178.5(3) . . . . ?
F1 C31 C32 C33 -178.1(4) . . . . ?
O1 C24 C23 C22 177.6(3) . . . . ?
C10 C9 C14 C13 -0.9(5) . . . . ?
C10 C11 C12 C13 0.7(5) . . . . ?
C18 C17 C16 C15 0.6(5) . . . . ?
C18 C19 C20 C15 2.2(5) . . . . ?
C17 C18 C19 C20 -1.3(5) . . . . ?
C17 C16 C15 C8 176.8(3) . . . . ?
C17 C16 C15 C20 0.2(5) . . . . ?
C16 C15 C8 C7 56.6(4) . . . . ?
C16 C15 C8 C9 -119.9(3) . . . . ?
C16 C15 C20 C19 -1.6(4) . . . . ?
C15 C8 C9 C10 -138.0(3) . . . . ?
C15 C8 C9 C14 39.3(4) . . . . ?
C8 C7 C21 C26 -134.7(3) . . . . ?
C8 C7 C21 C22 45.0(4) . . . . ?
C8 C7 C1 C2 -130.2(3) . . . . ?
C8 C7 C1 C6 51.5(4) . . . . ?
C8 C15 C20 C19 -178.2(3) . . . . ?
C8 C9 C14 C13 -178.3(3) . . . . ?
C21 C7 C8 C15 11.1(4) . . . . ?
C21 C7 C8 C9 -172.8(2) . . . . ?
C21 C7 C1 C2 52.0(3) . . . . ?
C21 C7 C1 C6 -126.4(3) . . . . ?
C21 C26 C25 C27 179.6(3) . . . . ?
C21 C26 C25 C24 1.1(5) . . . . ?
C26 C21 C22 C23 3.3(5) . . . . ?
C26 C25 C27 N1 174.7(3) . . . . ?
C26 C25 C24 O1 -178.1(3) . . . . ?
C26 C25 C24 C23 2.0(5) . . . . ?
C25 C24 C23 C22 -2.4(6) . . . . ?
C27 N1 C28 C29 -54.0(5) . . . . ?
C27 N1 C28 C33 128.9(3) . . . . ?
C27 C25 C24 O1 3.4(5) . . . . ?
C27 C25 C24 C23 -176.5(3) . . . . ?
C28 N1 C27 C25 177.2(3) . . . . ?
C28 C29 C30 C31 -2.6(6) . . . . ?
C28 C33 C32 C31 -5.7(6) . . . . ?
C29 C28 C33 C32 4.2(5) . . . . ?
C29 C30 C31 F1 -177.9(4) . . . . ?
C29 C30 C31 C32 1.0(6) . . . . ?
C30 C31 C32 C33 3.0(6) . . . . ?
C24 C25 C27 N1 -6.8(5) . . . . ?
C24 C23 C22 C21 -0.3(6) . . . . ?
C22 C21 C26 C25 -3.7(5) . . . . ?
C1 C7 C8 C15 -166.7(3) . . . . ?
C1 C7 C8 C9 9.5(4) . . . . ?
C1 C7 C21 C26 43.2(4) . . . . ?
C1 C7 C21 C22 -137.1(3) . . . . ?
C1 C2 C3 C4 1.9(5) . . . . ?
C2 C1 C6 C5 1.4(4) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C3 C4 C5 C6 0.6(5) . . . . ?
C4 C5 C6 C1 -0.8(5) . . . . ?
C6 C1 C2 C3 -2.0(4) . . . . ?
C9 C10 C11 C12 -0.9(5) . . . . ?
C11 C10 C9 C8 178.3(3) . . . . ?
C11 C10 C9 C14 1.0(4) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C12 C13 C14 C9 0.7(5) . . . . ?
C19 C18 C17 C16 0.0(6) . . . . ?
C20 C15 C8 C7 -126.8(3) . . . . ?
C20 C15 C8 C9 56.6(3) . . . . ?
C33 C28 C29 C30 0.0(6) . . . . ?

_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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2486844'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H25 N O'
_chemical_formula_sum            'C33 H25 N O'
_chemical_formula_weight         451.54
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5319(15)
_cell_length_b                   13.7924(19)
_cell_length_c                   17.028(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.524(5)
_cell_angle_gamma                90
_cell_volume                     2471.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1010
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0775
_diffrn_reflns_av_unetI/netI     0.0888
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25371
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.271
_diffrn_reflns_theta_min         2.813
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3523
_reflns_number_total             6039
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXD (Sheldrick, 2008)'
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6039
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1770
_refine_ls_R_factor_gt           0.1107
_refine_ls_restrained_S_all      1.140
_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)+(0.0466P)²+2.0302P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1824
_refine_ls_wR_factor_ref         0.2042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
  C22(H22), C25(H25), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
2.b Tetrahedral OH refined with riding coordinates:
 O1(H1A)
;
_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
C1 C 0.5229(3) 0.0762(2) 0.2464(2) 0.0551(9) Uani 1 1 d . . . . .
H1 H 0.5990 0.0896 0.2765 0.066 Uiso 1 1 calc R . . . .
N1 N 0.5800(3) 0.54358(19) 0.30624(17) 0.0559(8) Uani 1 1 d . . . . .
C2 C 0.5292(5) 0.0415(3) 0.1702(3) 0.0734(12) Uani 1 1 d . . . . .
H2 H 0.6096 0.0298 0.1487 0.088 Uiso 1 1 calc R . . . .
O1 O 0.6649(3) 0.47184(19) 0.44203(16) 0.0845(9) Uani 1 1 d . . . . .
H1A H 0.6549 0.5137 0.4065 0.127 Uiso 1 1 calc R . . . .
C3 C 0.4202(6) 0.0241(3) 0.1257(2) 0.0800(14) Uani 1 1 d . . . . .
H3 H 0.4248 0.0005 0.0735 0.096 Uiso 1 1 calc R . . . .
C4 C 0.3053(5) 0.0406(3) 0.1565(2) 0.0705(11) Uani 1 1 d . . . . .
H4 H 0.2297 0.0291 0.1254 0.085 Uiso 1 1 calc R . . . .
C5 C 0.2977(3) 0.0736(2) 0.23195(18) 0.0497(8) Uani 1 1 d . . . . .
H5 H 0.2165 0.0846 0.2525 0.060 Uiso 1 1 calc R . . . .
C6 C 0.4061(3) 0.0915(2) 0.27894(17) 0.0402(7) Uani 1 1 d . . . . .
C7 C 0.3973(3) 0.1286(2) 0.36082(17) 0.0390(7) Uani 1 1 d . . . . .
C8 C 0.3222(3) 0.0876(2) 0.41368(17) 0.0380(7) Uani 1 1 d . . . . .
C9 C 0.2569(3) -0.0080(2) 0.40199(15) 0.0342(6) Uani 1 1 d . . . . .
C10 C 0.3170(3) -0.0880(2) 0.37193(17) 0.0420(7) Uani 1 1 d . . . . .
H10 H 0.4025 -0.0828 0.3569 0.050 Uiso 1 1 calc R . . . .
C11 C 0.2538(3) -0.1752(2) 0.36348(19) 0.0489(8) Uani 1 1 d . . . . .
H11 H 0.2963 -0.2292 0.3421 0.059 Uiso 1 1 calc R . . . .
C12 C 0.1314(3) -0.1853(2) 0.38540(18) 0.0523(9) Uani 1 1 d . . . . .
H12 H 0.0887 -0.2457 0.3796 0.063 Uiso 1 1 calc R . . . .
C13 C 0.0714(3) -0.1071(3) 0.41577(19) 0.0556(9) Uani 1 1 d . . . . .
H13 H -0.0137 -0.1133 0.4314 0.067 Uiso 1 1 calc R . . . .
C14 C 0.1331(3) -0.0188(2) 0.42404(18) 0.0452(8) Uani 1 1 d . . . . .
H14 H 0.0897 0.0350 0.4451 0.054 Uiso 1 1 calc R . . . .
C15 C 0.2926(3) 0.1378(2) 0.48853(18) 0.0428(7) Uani 1 1 d . . . . .
C16 C 0.2376(3) 0.2288(3) 0.4866(2) 0.0580(9) Uani 1 1 d . . . . .
H16 H 0.2221 0.2606 0.4377 0.070 Uiso 1 1 calc R . . . .
C17 C 0.2050(4) 0.2738(3) 0.5551(3) 0.0736(12) Uani 1 1 d . . . . .
H17 H 0.1663 0.3360 0.5529 0.088 Uiso 1 1 calc R . . . .
C18 C 0.2277(4) 0.2302(4) 0.6258(3) 0.0777(13) Uani 1 1 d . . . . .
H18 H 0.2057 0.2620 0.6728 0.093 Uiso 1 1 calc R . . . .
C19 C 0.2827(4) 0.1398(3) 0.6290(2) 0.0693(11) Uani 1 1 d . . . . .
H19 H 0.2995 0.1093 0.6784 0.083 Uiso 1 1 calc R . . . .
C20 C 0.3136(3) 0.0932(3) 0.5606(2) 0.0543(9) Uani 1 1 d . . . . .
H20 H 0.3495 0.0300 0.5631 0.065 Uiso 1 1 calc R . . . .
C21 C 0.5447(3) 0.2273(3) 0.4510(2) 0.0541(9) Uani 1 1 d . . . . .
H21 H 0.5494 0.1743 0.4867 0.065 Uiso 1 1 calc R . . . .
C22 C 0.6084(3) 0.3112(3) 0.4699(2) 0.0620(10) Uani 1 1 d . . . . .
H22 H 0.6563 0.3154 0.5184 0.074 Uiso 1 1 calc R . . . .
C23 C 0.6040(3) 0.3895(2) 0.4198(2) 0.0552(9) Uani 1 1 d . . . . .
C24 C 0.5373(3) 0.3820(2) 0.34692(19) 0.0459(8) Uani 1 1 d . . . . .
C25 C 0.4737(3) 0.2954(2) 0.32939(18) 0.0453(8) Uani 1 1 d . . . . .
H25 H 0.4288 0.2896 0.2800 0.054 Uiso 1 1 calc R . . . .
C26 C 0.4730(3) 0.2178(2) 0.38032(18) 0.0420(7) Uani 1 1 d . . . . .
C27 C 0.5326(3) 0.4605(2) 0.2915(2) 0.0501(8) Uani 1 1 d . . . . .
H27 H 0.4921 0.4498 0.2413 0.060 Uiso 1 1 calc R . . . .
C28 C 0.5753(3) 0.6157(2) 0.2467(2) 0.0484(8) Uani 1 1 d . . . . .
C29 C 0.5252(4) 0.7044(3) 0.2640(2) 0.0654(10) Uani 1 1 d . . . . .
H29 H 0.4938 0.7161 0.3145 0.079 Uiso 1 1 calc R . . . .
C30 C 0.5204(5) 0.7766(3) 0.2085(3) 0.0825(13) Uani 1 1 d . . . . .
H30 H 0.4817 0.8369 0.2199 0.099 Uiso 1 1 calc R . . . .
C31 C 0.5704(5) 0.7623(3) 0.1377(3) 0.0865(14) Uani 1 1 d . . . . .
H31 H 0.5689 0.8132 0.1000 0.104 Uiso 1 1 calc R . . . .
C32 C 0.6231(4) 0.6752(3) 0.1204(2) 0.0818(13) Uani 1 1 d . . . . .
H32 H 0.6590 0.6653 0.0708 0.098 Uiso 1 1 calc R . . . .
C33 C 0.6241(4) 0.6015(3) 0.1749(2) 0.0677(11) Uani 1 1 d . . . . .
H33 H 0.6591 0.5402 0.1624 0.081 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
C1 H1 0.9500 . ?
C1 C2 1.389(5) . ?
C1 C6 1.386(4) . ?
N1 C27 1.270(4) . ?
N1 C28 1.420(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.369(6) . ?
O1 H1A 0.8400 . ?
O1 C23 1.350(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.358(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.369(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(4) . ?
C6 C7 1.492(4) . ?
C7 C8 1.348(4) . ?
C7 C26 1.496(4) . ?
C8 C9 1.497(4) . ?
C8 C15 1.495(4) . ?
C9 C10 1.380(4) . ?
C9 C14 1.381(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.365(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.363(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(5) . ?
C15 C20 1.381(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.357(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.382(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.368(5) . ?
C21 C26 1.399(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(5) . ?
C23 C24 1.403(4) . ?
C24 C25 1.396(4) . ?
C24 C27 1.435(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.377(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.370(5) . ?
C28 C33 1.361(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.371(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.351(6) . ?
C31 H31 0.9500 . ?
C31 C32 1.361(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.377(5) . ?
C33 H33 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
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C6 C1 C2 120.4(4) . . ?
C27 N1 C28 119.3(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 H2 119.9 . . ?
C23 O1 H1A 109.5 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.3(4) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 117.7(3) . . ?
C1 C6 C7 121.2(3) . . ?
C5 C6 C7 121.1(3) . . ?
C6 C7 C26 115.8(3) . . ?
C8 C7 C6 122.9(3) . . ?
C8 C7 C26 121.3(3) . . ?
C7 C8 C9 124.1(3) . . ?
C7 C8 C15 121.7(3) . . ?
C15 C8 C9 114.2(2) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 C14 117.9(3) . . ?
C14 C9 C8 119.5(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 C13 120.7(3) . . ?
C9 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C8 120.2(3) . . ?
C20 C15 C8 121.3(3) . . ?
C20 C15 C16 118.4(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.6(4) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(4) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 120.5(4) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 H21 119.3 . . ?
C22 C21 C26 121.5(3) . . ?
C26 C21 H21 119.3 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
O1 C23 C22 119.0(3) . . ?
O1 C23 C24 121.5(3) . . ?
C22 C23 C24 119.5(3) . . ?
C23 C24 C27 121.9(3) . . ?
C25 C24 C23 118.0(3) . . ?
C25 C24 C27 120.2(3) . . ?
C24 C25 H25 118.4 . . ?
C26 C25 C24 123.1(3) . . ?
C26 C25 H25 118.4 . . ?
C21 C26 C7 122.0(3) . . ?
C25 C26 C7 121.1(3) . . ?
C25 C26 C21 116.8(3) . . ?
N1 C27 C24 123.3(3) . . ?
N1 C27 H27 118.4 . . ?
C24 C27 H27 118.4 . . ?
C29 C28 N1 118.3(3) . . ?
C33 C28 N1 122.5(3) . . ?
C33 C28 C29 119.1(3) . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.2(4) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.3(4) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.0(4) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.8(4) . . ?
C33 C32 H32 120.1 . . ?
C28 C33 C32 120.5(4) . . ?
C28 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A N1 0.84 1.89 2.635(4) 146.4 .

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
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C6 C7 C8 -131.8(3) . . . . ?
C1 C6 C7 C26 50.9(4) . . . . ?
N1 C28 C29 C30 179.1(3) . . . . ?
N1 C28 C33 C32 -176.7(3) . . . . ?
C2 C1 C6 C5 -1.9(4) . . . . ?
C2 C1 C6 C7 179.9(3) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
O1 C23 C24 C25 -178.2(3) . . . . ?
O1 C23 C24 C27 1.3(5) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C4 C5 C6 C1 1.1(5) . . . . ?
C4 C5 C6 C7 179.3(3) . . . . ?
C5 C6 C7 C8 50.1(4) . . . . ?
C5 C6 C7 C26 -127.2(3) . . . . ?
C6 C1 C2 C3 1.5(5) . . . . ?
C6 C7 C8 C9 10.9(4) . . . . ?
C6 C7 C8 C15 -166.3(3) . . . . ?
C6 C7 C26 C21 -136.3(3) . . . . ?
C6 C7 C26 C25 44.6(4) . . . . ?
C7 C8 C9 C10 43.5(4) . . . . ?
C7 C8 C9 C14 -138.5(3) . . . . ?
C7 C8 C15 C16 56.8(4) . . . . ?
C7 C8 C15 C20 -126.4(3) . . . . ?
C8 C7 C26 C21 46.4(4) . . . . ?
C8 C7 C26 C25 -132.8(3) . . . . ?
C8 C9 C10 C11 178.8(3) . . . . ?
C8 C9 C14 C13 -178.4(3) . . . . ?
C8 C15 C16 C17 177.2(3) . . . . ?
C8 C15 C20 C19 -178.4(3) . . . . ?
C9 C8 C15 C16 -120.6(3) . . . . ?
C9 C8 C15 C20 56.2(4) . . . . ?
C9 C10 C11 C12 -0.8(5) . . . . ?
C10 C9 C14 C13 -0.3(5) . . . . ?
C10 C11 C12 C13 0.3(5) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C12 C13 C14 C9 -0.3(5) . . . . ?
C14 C9 C10 C11 0.8(4) . . . . ?
C15 C8 C9 C10 -139.1(3) . . . . ?
C15 C8 C9 C14 38.9(4) . . . . ?
C15 C16 C17 C18 0.8(6) . . . . ?
C16 C15 C20 C19 -1.5(5) . . . . ?
C16 C17 C18 C19 -0.6(6) . . . . ?
C17 C18 C19 C20 -0.6(6) . . . . ?
C18 C19 C20 C15 1.7(5) . . . . ?
C20 C15 C16 C17 0.3(5) . . . . ?
C21 C22 C23 O1 177.9(4) . . . . ?
C21 C22 C23 C24 -2.5(6) . . . . ?
C22 C21 C26 C7 -176.6(3) . . . . ?
C22 C21 C26 C25 2.5(5) . . . . ?
C22 C23 C24 C25 2.3(5) . . . . ?
C22 C23 C24 C27 -178.2(3) . . . . ?
C23 C24 C25 C26 0.4(5) . . . . ?
C23 C24 C27 N1 -5.1(5) . . . . ?
C24 C25 C26 C7 176.4(3) . . . . ?
C24 C25 C26 C21 -2.7(5) . . . . ?
C25 C24 C27 N1 174.4(3) . . . . ?
C26 C7 C8 C9 -172.0(3) . . . . ?
C26 C7 C8 C15 10.9(4) . . . . ?
C26 C21 C22 C23 0.0(6) . . . . ?
C27 N1 C28 C29 127.3(4) . . . . ?
C27 N1 C28 C33 -56.1(5) . . . . ?
C27 C24 C25 C26 -179.1(3) . . . . ?
C28 N1 C27 C24 177.5(3) . . . . ?
C28 C29 C30 C31 -3.2(7) . . . . ?
C29 C28 C33 C32 -0.1(6) . . . . ?
C29 C30 C31 C32 1.7(7) . . . . ?
C30 C31 C32 C33 0.6(7) . . . . ?
C31 C32 C33 C28 -1.4(6) . . . . ?
C33 C28 C29 C30 2.4(6) . . . . ?

_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_aa
_database_code_depnum_ccdc_archive 'CCDC 2486846'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H24 Br N O'
_chemical_formula_sum            'C33 H24 Br N O'
_chemical_formula_weight         530.44
_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'
Br Br -0.2901 2.4595 '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                   9.341(4)
_cell_length_b                   12.006(4)
_cell_length_c                   12.375(5)
_cell_angle_alpha                100.008(9)
_cell_angle_beta                 109.515(10)
_cell_angle_gamma                91.124(11)
_cell_volume                     1283.7(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1832
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.27
_cell_measurement_theta_min      2.87
_shelx_estimated_absorpt_T_max   0.829
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    1.628
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1384
_diffrn_reflns_av_unetI/netI     0.2596
_diffrn_reflns_Laue_measured_fraction_full 0.987
_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       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10091
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.776
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1714
_reflns_number_total             4472
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         4472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2307
_refine_ls_R_factor_gt           0.0875
_refine_ls_restrained_S_all      0.964
_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)+(0.0855P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1817
_refine_ls_wR_factor_ref         0.2333
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C27(H27), C2(H2), C10(H10), C14(H14), C6(H6), C20(H20), C16(H16),
 C25(H25), C4(H4), C26(H26), C17(H17), C3(H3), C13(H13), C11(H11), C5(H5),
 C12(H12), C31(H31), C19(H19), C18(H18), C32(H32), C29(H29), C30(H30)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.15006(15) 0.89690(9) 0.99125(10) 0.0846(5) Uani 1 1 d . . . . .
O1 O 0.0517(6) 0.6438(5) 0.7240(6) 0.0628(19) Uani 1 1 d . . . . .
H1 H 0.0918 0.7069 0.7600 0.094 Uiso 1 1 calc GR . . . .
N1 N 0.2610(8) 0.8115(5) 0.7923(5) 0.0381(17) Uani 1 1 d . . . . .
C23 C 0.3067(9) 0.6238(6) 0.7223(6) 0.0262(18) Uani 1 1 d . . . . .
C7 C 0.4812(9) 0.3565(6) 0.6259(6) 0.0279(19) Uani 1 1 d . . . . .
C8 C 0.6276(10) 0.3586(6) 0.6944(6) 0.032(2) Uani 1 1 d . . . . .
C21 C 0.3736(9) 0.4361(6) 0.6544(6) 0.0274(19) Uani 1 1 d . . . . .
C1 C 0.4099(8) 0.2701(6) 0.5170(7) 0.0275(19) Uani 1 1 d . . . . .
C9 C 0.7410(9) 0.2853(6) 0.6605(7) 0.030(2) Uani 1 1 d . . . . .
C22 C 0.4126(9) 0.5511(6) 0.6992(6) 0.031(2) Uani 1 1 d . . . . .
H22 H 0.5116 0.5806 0.7143 0.038 Uiso 1 1 calc R . . . .
C15 C 0.6943(9) 0.4359(6) 0.8106(6) 0.0237(18) Uani 1 1 d . . . . .
C27 C 0.3531(9) 0.7428(6) 0.7692(6) 0.032(2) Uani 1 1 d . . . . .
H27 H 0.4528 0.7698 0.7828 0.039 Uiso 1 1 calc R . . . .
C2 C 0.4107(9) 0.1545(7) 0.5185(7) 0.040(2) Uani 1 1 d . . . . .
H2 H 0.4625 0.1298 0.5873 0.047 Uiso 1 1 calc R . . . .
C10 C 0.8430(9) 0.2330(6) 0.7437(7) 0.038(2) Uani 1 1 d . . . . .
H10 H 0.8394 0.2435 0.8190 0.045 Uiso 1 1 calc R . . . .
C24 C 0.1579(10) 0.5788(7) 0.7021(7) 0.042(2) Uani 1 1 d . . . . .
C33 C 0.2569(9) 0.9832(6) 0.9253(7) 0.039(2) Uani 1 1 d . . . . .
C14 C 0.7557(9) 0.2712(7) 0.5507(7) 0.042(2) Uani 1 1 d . . . . .
H14 H 0.6934 0.3074 0.4939 0.050 Uiso 1 1 calc R . . . .
C6 C 0.3351(9) 0.3025(6) 0.4140(7) 0.039(2) Uani 1 1 d . . . . .
H6 H 0.3338 0.3794 0.4110 0.047 Uiso 1 1 calc R . . . .
C20 C 0.6379(10) 0.4290(7) 0.9011(7) 0.042(2) Uani 1 1 d . . . . .
H20 H 0.5563 0.3764 0.8870 0.051 Uiso 1 1 calc R . . . .
C16 C 0.8115(9) 0.5174(6) 0.8324(6) 0.034(2) Uani 1 1 d . . . . .
H16 H 0.8519 0.5243 0.7743 0.041 Uiso 1 1 calc R . . . .
C28 C 0.3061(10) 0.9285(7) 0.8359(7) 0.041(2) Uani 1 1 d . . . . .
C25 C 0.1202(10) 0.4652(6) 0.6583(7) 0.045(2) Uani 1 1 d . . . . .
H25 H 0.0220 0.4347 0.6446 0.054 Uiso 1 1 calc R . . . .
C4 C 0.2606(10) 0.1105(8) 0.3149(8) 0.054(3) Uani 1 1 d . . . . .
H4 H 0.2110 0.0576 0.2471 0.065 Uiso 1 1 calc R . . . .
C26 C 0.2241(9) 0.3961(6) 0.6346(7) 0.042(2) Uani 1 1 d . . . . .
H26 H 0.1943 0.3195 0.6040 0.050 Uiso 1 1 calc R . . . .
C17 C 0.8696(10) 0.5893(6) 0.9406(7) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.9470 0.6453 0.9539 0.052 Uiso 1 1 calc R . . . .
C3 C 0.3343(10) 0.0758(7) 0.4174(8) 0.052(3) Uani 1 1 d . . . . .
H3 H 0.3333 -0.0012 0.4195 0.062 Uiso 1 1 calc R . . . .
C13 C 0.8639(10) 0.2028(7) 0.5259(8) 0.054(3) Uani 1 1 d . . . . .
H13 H 0.8719 0.1924 0.4519 0.064 Uiso 1 1 calc R . . . .
C11 C 0.9480(10) 0.1668(7) 0.7164(8) 0.050(3) Uani 1 1 d . . . . .
H11 H 1.0136 0.1321 0.7730 0.060 Uiso 1 1 calc R . . . .
C5 C 0.2608(10) 0.2232(8) 0.3134(7) 0.050(3) Uani 1 1 d . . . . .
H5 H 0.2104 0.2476 0.2442 0.059 Uiso 1 1 calc R . . . .
C12 C 0.9580(10) 0.1511(7) 0.6087(9) 0.052(3) Uani 1 1 d . . . . .
H12 H 1.0291 0.1049 0.5911 0.062 Uiso 1 1 calc R . . . .
C31 C 0.3759(12) 1.1598(8) 0.9280(9) 0.065(3) Uani 1 1 d . . . . .
H31 H 0.4026 1.2365 0.9596 0.078 Uiso 1 1 calc R . . . .
C19 C 0.6990(11) 0.4973(7) 1.0104(7) 0.046(2) Uani 1 1 d . . . . .
H19 H 0.6632 0.4885 1.0704 0.055 Uiso 1 1 calc R . . . .
C18 C 0.8139(11) 0.5784(8) 1.0279(7) 0.049(3) Uani 1 1 d . . . . .
H18 H 0.8547 0.6268 1.1001 0.059 Uiso 1 1 calc R . . . .
C32 C 0.2922(11) 1.0971(7) 0.9716(8) 0.054(3) Uani 1 1 d . . . . .
H32 H 0.2597 1.1310 1.0319 0.065 Uiso 1 1 calc R . . . .
C29 C 0.3858(12) 0.9936(7) 0.7904(8) 0.061(3) Uani 1 1 d . . . . .
H29 H 0.4162 0.9603 0.7288 0.074 Uiso 1 1 calc R . . . .
C30 C 0.4208(12) 1.1083(8) 0.8359(9) 0.068(3) Uani 1 1 d . . . . .
H30 H 0.4751 1.1516 0.8048 0.082 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
Br1 C33 1.880(8) . ?
O1 C24 1.343(8) . ?
N1 C27 1.269(8) . ?
N1 C28 1.415(9) . ?
C23 C22 1.400(9) . ?
C23 C27 1.445(9) . ?
C23 C24 1.405(10) . ?
C7 C8 1.344(10) . ?
C7 C21 1.485(9) . ?
C7 C1 1.491(10) . ?
C8 C9 1.510(10) . ?
C8 C15 1.494(10) . ?
C21 C22 1.387(9) . ?
C21 C26 1.395(10) . ?
C1 C2 1.392(10) . ?
C1 C6 1.361(9) . ?
C9 C10 1.399(9) . ?
C9 C14 1.393(10) . ?
C15 C20 1.401(9) . ?
C15 C16 1.377(9) . ?
C2 C3 1.391(10) . ?
C10 C11 1.366(10) . ?
C24 C25 1.370(10) . ?
C33 C28 1.402(10) . ?
C33 C32 1.375(10) . ?
C14 C13 1.394(10) . ?
C6 C5 1.386(10) . ?
C20 C19 1.382(10) . ?
C16 C17 1.388(10) . ?
C28 C29 1.375(11) . ?
C25 C26 1.361(10) . ?
C4 C3 1.367(11) . ?
C4 C5 1.357(11) . ?
C17 C18 1.370(11) . ?
C13 C12 1.360(11) . ?
C11 C12 1.348(11) . ?
C31 C32 1.367(12) . ?
C31 C30 1.393(12) . ?
C19 C18 1.370(11) . ?
C29 C30 1.382(11) . ?

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
C27 N1 C28 121.3(7) . . ?
C22 C23 C27 119.5(7) . . ?
C22 C23 C24 119.2(7) . . ?
C24 C23 C27 121.3(7) . . ?
C8 C7 C21 123.3(7) . . ?
C8 C7 C1 122.9(6) . . ?
C21 C7 C1 113.8(7) . . ?
C7 C8 C9 123.4(7) . . ?
C7 C8 C15 123.0(7) . . ?
C15 C8 C9 113.6(7) . . ?
C22 C21 C7 123.5(7) . . ?
C22 C21 C26 116.8(6) . . ?
C26 C21 C7 119.7(7) . . ?
C2 C1 C7 121.3(7) . . ?
C6 C1 C7 120.6(7) . . ?
C6 C1 C2 118.0(7) . . ?
C10 C9 C8 119.5(7) . . ?
C14 C9 C8 123.2(7) . . ?
C14 C9 C10 117.2(7) . . ?
C21 C22 C23 121.7(7) . . ?
C20 C15 C8 120.9(7) . . ?
C16 C15 C8 121.5(7) . . ?
C16 C15 C20 117.6(7) . . ?
N1 C27 C23 121.5(7) . . ?
C3 C2 C1 120.1(8) . . ?
C11 C10 C9 121.1(8) . . ?
O1 C24 C23 122.1(7) . . ?
O1 C24 C25 119.0(8) . . ?
C25 C24 C23 118.9(7) . . ?
C28 C33 Br1 119.2(6) . . ?
C32 C33 Br1 118.5(7) . . ?
C32 C33 C28 122.2(8) . . ?
C9 C14 C13 120.0(8) . . ?
C1 C6 C5 121.3(7) . . ?
C19 C20 C15 122.5(8) . . ?
C15 C16 C17 120.2(7) . . ?
C33 C28 N1 117.9(8) . . ?
C29 C28 N1 124.0(7) . . ?
C29 C28 C33 117.9(8) . . ?
C26 C25 C24 121.1(8) . . ?
C5 C4 C3 119.0(8) . . ?
C25 C26 C21 122.4(7) . . ?
C18 C17 C16 120.6(9) . . ?
C4 C3 C2 120.7(8) . . ?
C12 C13 C14 120.7(8) . . ?
C12 C11 C10 121.0(8) . . ?
C4 C5 C6 120.8(8) . . ?
C11 C12 C13 119.9(8) . . ?
C32 C31 C30 119.8(9) . . ?
C18 C19 C20 118.0(8) . . ?
C19 C18 C17 121.0(8) . . ?
C31 C32 C33 119.1(9) . . ?
C28 C29 C30 120.3(9) . . ?
C29 C30 C31 120.7(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.89 2.596(9) 144.0 .

_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_m
_database_code_depnum_ccdc_archive 'CCDC 2486845'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H27 N O'
_chemical_formula_sum            'C34 H27 N O'
_chemical_formula_weight         465.56
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.657(2)
_cell_length_b                   14.315(3)
_cell_length_c                   16.926(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.857(7)
_cell_angle_gamma                90
_cell_volume                     2578.7(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6041
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6639
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0935 before and 0.0593 after correction.
The Ratio of minimum to maximum transmission is 0.8903.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35628
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.280
_diffrn_reflns_theta_min         2.311
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3351
_reflns_number_total             6364
_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    ?
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.035
_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     327
_refine_ls_number_reflns         6364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1412
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.041
_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)+(0.0399P)²+1.0577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1574
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C23(H23), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33)
2.b Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.35062(19) 0.46767(13) 0.54173(12) 0.0805(6) Uani 1 1 d . . . . .
H1 H 0.3700 0.5098 0.5729 0.121 Uiso 1 1 calc GR . . . .
N1 N 0.43127(18) 0.53730(13) 0.67968(12) 0.0589(5) Uani 1 1 d . . . . .
C1 C 0.5942(2) 0.10194(14) 0.71409(13) 0.0494(5) Uani 1 1 d . . . . .
C2 C 0.4778(3) 0.09029(16) 0.74550(16) 0.0654(7) Uani 1 1 d . . . . .
H2 H 0.4052 0.1025 0.7144 0.078 Uiso 1 1 calc R . . . .
C3 C 0.4685(4) 0.0605(2) 0.8230(2) 0.0875(10) Uani 1 1 d . . . . .
H3 H 0.3899 0.0504 0.8429 0.105 Uiso 1 1 calc R . . . .
C4 C 0.5750(5) 0.0459(2) 0.87028(19) 0.0955(11) Uani 1 1 d . . . . .
H4 H 0.5686 0.0275 0.9226 0.115 Uiso 1 1 calc R . . . .
C5 C 0.6913(4) 0.05851(19) 0.84031(17) 0.0824(9) Uani 1 1 d . . . . .
H5 H 0.7636 0.0480 0.8722 0.099 Uiso 1 1 calc R . . . .
C6 C 0.7009(3) 0.08659(16) 0.76332(14) 0.0603(6) Uani 1 1 d . . . . .
H6 H 0.7799 0.0955 0.7437 0.072 Uiso 1 1 calc R . . . .
C7 C 0.60476(19) 0.13360(15) 0.63090(13) 0.0469(5) Uani 1 1 d . . . . .
C8 C 0.67768(19) 0.08862(15) 0.57952(13) 0.0472(5) Uani 1 1 d . . . . .
C9 C 0.73986(19) -0.00310(15) 0.59586(12) 0.0445(5) Uani 1 1 d . . . . .
C10 C 0.6800(2) -0.07758(15) 0.63047(13) 0.0507(5) Uani 1 1 d . . . . .
H10 H 0.5975 -0.0709 0.6450 0.061 Uiso 1 1 calc R . . . .
C11 C 0.7415(2) -0.16178(16) 0.64373(14) 0.0576(6) Uani 1 1 d . . . . .
H11 H 0.7001 -0.2106 0.6677 0.069 Uiso 1 1 calc R . . . .
C12 C 0.8624(2) -0.17413(17) 0.62207(13) 0.0597(6) Uani 1 1 d . . . . .
H12 H 0.9030 -0.2310 0.6309 0.072 Uiso 1 1 calc R . . . .
C13 C 0.9228(2) -0.10188(18) 0.58732(15) 0.0661(7) Uani 1 1 d . . . . .
H13 H 1.0051 -0.1095 0.5725 0.079 Uiso 1 1 calc R . . . .
C14 C 0.8623(2) -0.01752(17) 0.57404(14) 0.0586(6) Uani 1 1 d . . . . .
H14 H 0.9046 0.0307 0.5499 0.070 Uiso 1 1 calc R . . . .
C15 C 0.7072(2) 0.13191(16) 0.50237(14) 0.0520(6) Uani 1 1 d . . . . .
C16 C 0.7640(2) 0.21857(18) 0.50033(16) 0.0661(7) Uani 1 1 d . . . . .
H16 H 0.7813 0.2509 0.5473 0.079 Uiso 1 1 calc R . . . .
C17 C 0.7952(3) 0.2578(2) 0.4296(2) 0.0835(9) Uani 1 1 d . . . . .
H17 H 0.8338 0.3160 0.4292 0.100 Uiso 1 1 calc R . . . .
C18 C 0.7699(3) 0.2117(3) 0.3602(2) 0.0891(10) Uani 1 1 d . . . . .
H18 H 0.7912 0.2385 0.3126 0.107 Uiso 1 1 calc R . . . .
C19 C 0.7128(3) 0.1256(2) 0.36052(16) 0.0805(9) Uani 1 1 d . . . . .
H19 H 0.6939 0.0946 0.3131 0.097 Uiso 1 1 calc R . . . .
C20 C 0.6836(2) 0.08513(18) 0.43156(14) 0.0622(6) Uani 1 1 d . . . . .
H20 H 0.6478 0.0259 0.4317 0.075 Uiso 1 1 calc R . . . .
C21 C 0.5335(2) 0.22046(15) 0.60851(13) 0.0495(5) Uani 1 1 d . . . . .
C22 C 0.4631(2) 0.22909(18) 0.53714(14) 0.0611(6) Uani 1 1 d . . . . .
H22 H 0.4567 0.1782 0.5030 0.073 Uiso 1 1 calc R . . . .
C23 C 0.4030(2) 0.31096(19) 0.51618(15) 0.0678(7) Uani 1 1 d . . . . .
H23 H 0.3568 0.3145 0.4682 0.081 Uiso 1 1 calc R . . . .
C24 C 0.4100(2) 0.38788(17) 0.56509(14) 0.0586(6) Uani 1 1 d . . . . .
C25 C 0.4751(2) 0.38114(15) 0.63905(13) 0.0527(6) Uani 1 1 d . . . . .
C26 C 0.5354(2) 0.29671(15) 0.65879(13) 0.0525(6) Uani 1 1 d . . . . .
H26 H 0.5784 0.2917 0.7078 0.063 Uiso 1 1 calc R . . . .
C27 C 0.4789(2) 0.45708(16) 0.69550(14) 0.0574(6) Uani 1 1 d . . . . .
H27 H 0.5176 0.4472 0.7453 0.069 Uiso 1 1 calc R . . . .
C28 C 0.4323(2) 0.60569(16) 0.74072(15) 0.0543(6) Uani 1 1 d . . . . .
C29 C 0.3846(3) 0.58849(19) 0.81334(18) 0.0759(8) Uani 1 1 d . . . . .
H29 H 0.3539 0.5293 0.8243 0.091 Uiso 1 1 calc R . . . .
C30 C 0.3817(3) 0.65653(19) 0.86969(18) 0.0777(8) Uani 1 1 d . . . . .
H30 H 0.3458 0.6432 0.9174 0.093 Uiso 1 1 calc R . . . .
C31 C 0.4302(2) 0.74433(17) 0.85802(16) 0.0618(6) Uani 1 1 d . . . . .
C32 C 0.4789(3) 0.76104(18) 0.78601(17) 0.0704(7) Uani 1 1 d . . . . .
H32 H 0.5139 0.8192 0.7765 0.084 Uiso 1 1 calc R . . . .
C33 C 0.4776(3) 0.69408(17) 0.72687(17) 0.0677(7) Uani 1 1 d . . . . .
H33 H 0.5075 0.7088 0.6777 0.081 Uiso 1 1 calc R . . . .
C34 C 0.4286(3) 0.81860(19) 0.92028(18) 0.0874(9) Uani 1 1 d . . . . .
H34A H 0.5078 0.8507 0.9231 0.131 Uiso 1 1 calc GR . . . .
H34B H 0.4145 0.7904 0.9705 0.131 Uiso 1 1 calc GR . . . .
H34C H 0.3625 0.8623 0.9071 0.131 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
O1 C24 1.355(3) . ?
N1 C27 1.279(3) . ?
N1 C28 1.423(3) . ?
C1 C2 1.384(3) . ?
C1 C6 1.393(3) . ?
C1 C7 1.489(3) . ?
C2 C3 1.388(4) . ?
C3 C4 1.372(5) . ?
C4 C5 1.374(5) . ?
C5 C6 1.372(4) . ?
C7 C8 1.357(3) . ?
C7 C21 1.496(3) . ?
C8 C9 1.490(3) . ?
C8 C15 1.493(3) . ?
C9 C10 1.387(3) . ?
C9 C14 1.389(3) . ?
C10 C11 1.385(3) . ?
C11 C12 1.368(3) . ?
C12 C13 1.367(3) . ?
C13 C14 1.382(3) . ?
C15 C16 1.381(3) . ?
C15 C20 1.385(3) . ?
C16 C17 1.378(4) . ?
C17 C18 1.362(4) . ?
C18 C19 1.374(4) . ?
C19 C20 1.384(4) . ?
C21 C22 1.395(3) . ?
C21 C26 1.384(3) . ?
C22 C23 1.374(3) . ?
C23 C24 1.377(3) . ?
C24 C25 1.404(3) . ?
C25 C26 1.401(3) . ?
C25 C27 1.447(3) . ?
C28 C29 1.375(3) . ?
C28 C33 1.379(3) . ?
C29 C30 1.365(4) . ?
C30 C31 1.377(4) . ?
C31 C32 1.369(4) . ?
C31 C34 1.498(4) . ?
C32 C33 1.385(4) . ?

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
C27 N1 C28 118.5(2) . . ?
C2 C1 C6 118.1(2) . . ?
C2 C1 C7 120.8(2) . . ?
C6 C1 C7 121.1(2) . . ?
C1 C2 C3 120.5(3) . . ?
C4 C3 C2 120.2(3) . . ?
C3 C4 C5 120.0(3) . . ?
C6 C5 C4 120.0(3) . . ?
C5 C6 C1 121.1(3) . . ?
C1 C7 C21 115.56(18) . . ?
C8 C7 C1 122.3(2) . . ?
C8 C7 C21 122.1(2) . . ?
C7 C8 C9 124.2(2) . . ?
C7 C8 C15 121.1(2) . . ?
C9 C8 C15 114.63(18) . . ?
C10 C9 C8 123.10(19) . . ?
C10 C9 C14 117.1(2) . . ?
C14 C9 C8 119.76(19) . . ?
C11 C10 C9 120.9(2) . . ?
C12 C11 C10 120.9(2) . . ?
C13 C12 C11 119.2(2) . . ?
C12 C13 C14 120.3(2) . . ?
C13 C14 C9 121.6(2) . . ?
C16 C15 C8 120.4(2) . . ?
C16 C15 C20 118.2(2) . . ?
C20 C15 C8 121.3(2) . . ?
C17 C16 C15 120.8(3) . . ?
C18 C17 C16 120.4(3) . . ?
C17 C18 C19 119.9(3) . . ?
C18 C19 C20 119.9(3) . . ?
C19 C20 C15 120.7(3) . . ?
C22 C21 C7 122.5(2) . . ?
C26 C21 C7 120.56(19) . . ?
C26 C21 C22 116.9(2) . . ?
C23 C22 C21 121.5(2) . . ?
C22 C23 C24 121.1(2) . . ?
O1 C24 C23 119.2(2) . . ?
O1 C24 C25 121.4(2) . . ?
C23 C24 C25 119.4(2) . . ?
C24 C25 C27 122.2(2) . . ?
C26 C25 C24 118.2(2) . . ?
C26 C25 C27 119.6(2) . . ?
C21 C26 C25 122.8(2) . . ?
N1 C27 C25 122.6(2) . . ?
C29 C28 N1 122.4(2) . . ?
C29 C28 C33 117.7(2) . . ?
C33 C28 N1 119.9(2) . . ?
C30 C29 C28 121.3(2) . . ?
C29 C30 C31 122.0(3) . . ?
C30 C31 C34 122.0(3) . . ?
C32 C31 C30 116.7(2) . . ?
C32 C31 C34 121.3(2) . . ?
C31 C32 C33 122.1(2) . . ?
C28 C33 C32 120.2(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.93 2.643(3) 144.4 .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C24 C25 C26 -179.3(2) . . . . ?
O1 C24 C25 C27 2.3(4) . . . . ?
N1 C28 C29 C30 -177.1(3) . . . . ?
N1 C28 C33 C32 180.0(2) . . . . ?
C1 C2 C3 C4 2.6(4) . . . . ?
C1 C7 C8 C9 9.0(3) . . . . ?
C1 C7 C8 C15 -167.5(2) . . . . ?
C1 C7 C21 C22 -136.4(2) . . . . ?
C1 C7 C21 C26 43.7(3) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
C2 C1 C7 C8 -130.2(2) . . . . ?
C2 C1 C7 C21 52.1(3) . . . . ?
C2 C3 C4 C5 -1.7(4) . . . . ?
C3 C4 C5 C6 0.6(4) . . . . ?
C4 C5 C6 C1 -0.6(4) . . . . ?
C6 C1 C2 C3 -2.5(3) . . . . ?
C6 C1 C7 C8 52.2(3) . . . . ?
C6 C1 C7 C21 -125.5(2) . . . . ?
C7 C1 C2 C3 179.8(2) . . . . ?
C7 C1 C6 C5 179.2(2) . . . . ?
C7 C8 C9 C10 43.4(3) . . . . ?
C7 C8 C9 C14 -138.4(2) . . . . ?
C7 C8 C15 C16 56.7(3) . . . . ?
C7 C8 C15 C20 -126.1(2) . . . . ?
C7 C21 C22 C23 -177.0(2) . . . . ?
C7 C21 C26 C25 176.9(2) . . . . ?
C8 C7 C21 C22 45.8(3) . . . . ?
C8 C7 C21 C26 -134.1(2) . . . . ?
C8 C9 C10 C11 179.4(2) . . . . ?
C8 C9 C14 C13 -179.3(2) . . . . ?
C8 C15 C16 C17 177.9(2) . . . . ?
C8 C15 C20 C19 -179.2(2) . . . . ?
C9 C8 C15 C16 -120.1(2) . . . . ?
C9 C8 C15 C20 57.1(3) . . . . ?
C9 C10 C11 C12 -0.9(3) . . . . ?
C10 C9 C14 C13 -1.0(3) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C11 C12 C13 C14 -0.2(4) . . . . ?
C12 C13 C14 C9 0.5(4) . . . . ?
C14 C9 C10 C11 1.2(3) . . . . ?
C15 C8 C9 C10 -139.9(2) . . . . ?
C15 C8 C9 C14 38.3(3) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C16 C15 C20 C19 -1.9(3) . . . . ?
C16 C17 C18 C19 0.0(4) . . . . ?
C17 C18 C19 C20 -1.3(4) . . . . ?
C18 C19 C20 C15 2.3(4) . . . . ?
C20 C15 C16 C17 0.6(4) . . . . ?
C21 C7 C8 C9 -173.41(19) . . . . ?
C21 C7 C8 C15 10.1(3) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C22 C21 C26 C25 -2.9(3) . . . . ?
C22 C23 C24 O1 179.2(3) . . . . ?
C22 C23 C24 C25 -2.8(4) . . . . ?
C23 C24 C25 C26 2.6(4) . . . . ?
C23 C24 C25 C27 -175.7(2) . . . . ?
C24 C25 C26 C21 0.3(4) . . . . ?
C24 C25 C27 N1 -5.2(4) . . . . ?
C26 C21 C22 C23 2.8(4) . . . . ?
C26 C25 C27 N1 176.5(2) . . . . ?
C27 N1 C28 C29 -53.3(3) . . . . ?
C27 N1 C28 C33 129.3(3) . . . . ?
C27 C25 C26 C21 178.6(2) . . . . ?
C28 N1 C27 C25 175.9(2) . . . . ?
C28 C29 C30 C31 -2.5(5) . . . . ?
C29 C28 C33 C32 2.5(4) . . . . ?
C29 C30 C31 C32 1.7(4) . . . . ?
C29 C30 C31 C34 -179.1(3) . . . . ?
C30 C31 C32 C33 1.3(4) . . . . ?
C31 C32 C33 C28 -3.4(4) . . . . ?
C33 C28 C29 C30 0.3(4) . . . . ?
C34 C31 C32 C33 -178.0(3) . . . . ?

_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_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2486842'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H24 F N O'
_chemical_formula_sum            'C33 H24 F N O'
_chemical_formula_weight         469.53
_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'
F F 0.0171 0.0103 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.757(2)
_cell_length_b                   13.767(3)
_cell_length_c                   16.963(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.487(7)
_cell_angle_gamma                90
_cell_volume                     2507.7(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8616
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35543
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.328
_diffrn_reflns_theta_min         2.638
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3707
_reflns_number_total             6192
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         6192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1601
_refine_ls_R_factor_gt           0.0999
_refine_ls_restrained_S_all      1.116
_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)+(0.1020P)²+1.9779P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2349
_refine_ls_wR_factor_ref         0.2686
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22),
  C25(H25), C26(H26), C27(H27), C32(H32), C31(H31), C30(H30), C29(H29)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.4835(3) 0.2841(3) 0.3285(2) 0.1252(12) Uani 1 1 d . . . . .
O1 O 0.6670(3) 0.5279(2) 0.44306(18) 0.0929(11) Uani 1 1 d . . . . .
H1 H 0.6636 0.4892 0.4063 0.139 Uiso 1 1 calc GR . . . .
N1 N 0.5858(3) 0.4573(2) 0.30512(17) 0.0592(8) Uani 1 1 d . . . . .
C1 C 0.3995(3) 0.9057(2) 0.28112(17) 0.0429(7) Uani 1 1 d . . . . .
C2 C 0.5146(4) 0.9223(2) 0.2508(2) 0.0587(9) Uani 1 1 d . . . . .
H2 H 0.5872 0.9095 0.2816 0.070 Uiso 1 1 calc R . . . .
C3 C 0.5215(5) 0.9581(3) 0.1744(3) 0.0791(14) Uani 1 1 d . . . . .
H3 H 0.5987 0.9705 0.1546 0.095 Uiso 1 1 calc R . . . .
C4 C 0.4141(6) 0.9752(3) 0.1281(2) 0.0845(15) Uani 1 1 d . . . . .
H4 H 0.4188 0.9992 0.0772 0.101 Uiso 1 1 calc R . . . .
C5 C 0.3018(5) 0.9573(3) 0.1568(2) 0.0754(12) Uani 1 1 d . . . . .
H5 H 0.2297 0.9679 0.1249 0.091 Uiso 1 1 calc R . . . .
C6 C 0.2929(3) 0.9234(2) 0.23236(19) 0.0540(8) Uani 1 1 d . . . . .
H6 H 0.2148 0.9123 0.2513 0.065 Uiso 1 1 calc R . . . .
C7 C 0.3907(3) 0.8672(2) 0.36289(17) 0.0406(7) Uani 1 1 d . . . . .
C8 C 0.3159(3) 0.9069(2) 0.41512(17) 0.0399(6) Uani 1 1 d . . . . .
C9 C 0.2508(3) 1.0018(2) 0.40323(16) 0.0367(6) Uani 1 1 d . . . . .
C10 C 0.3086(3) 1.0837(2) 0.37553(18) 0.0437(7) Uani 1 1 d . . . . .
H10 H 0.3910 1.0801 0.3621 0.052 Uiso 1 1 calc R . . . .
C11 C 0.2450(3) 1.1711(2) 0.3676(2) 0.0520(8) Uani 1 1 d . . . . .
H11 H 0.2850 1.2252 0.3483 0.062 Uiso 1 1 calc R . . . .
C12 C 0.1246(3) 1.1786(3) 0.38779(19) 0.0556(9) Uani 1 1 d . . . . .
H12 H 0.0829 1.2377 0.3829 0.067 Uiso 1 1 calc R . . . .
C13 C 0.0655(3) 1.0986(3) 0.4153(2) 0.0560(9) Uani 1 1 d . . . . .
H13 H -0.0170 1.1032 0.4284 0.067 Uiso 1 1 calc R . . . .
C14 C 0.1273(3) 1.0112(2) 0.42365(18) 0.0470(7) Uani 1 1 d . . . . .
H14 H 0.0863 0.9577 0.4432 0.056 Uiso 1 1 calc R . . . .
C15 C 0.2882(3) 0.8562(2) 0.49024(18) 0.0450(7) Uani 1 1 d . . . . .
C16 C 0.2340(3) 0.7652(3) 0.4882(2) 0.0619(9) Uani 1 1 d . . . . .
H16 H 0.2187 0.7339 0.4400 0.074 Uiso 1 1 calc R . . . .
C17 C 0.2023(4) 0.7201(3) 0.5568(3) 0.0800(13) Uani 1 1 d . . . . .
H17 H 0.1657 0.6589 0.5543 0.096 Uiso 1 1 calc R . . . .
C18 C 0.2236(4) 0.7637(4) 0.6270(3) 0.0856(15) Uani 1 1 d . . . . .
H18 H 0.2014 0.7328 0.6728 0.103 Uiso 1 1 calc R . . . .
C19 C 0.2783(4) 0.8541(4) 0.6313(2) 0.0791(13) Uani 1 1 d . . . . .
H19 H 0.2946 0.8839 0.6800 0.095 Uiso 1 1 calc R . . . .
C20 C 0.3092(3) 0.9008(3) 0.5623(2) 0.0583(9) Uani 1 1 d . . . . .
H20 H 0.3443 0.9626 0.5650 0.070 Uiso 1 1 calc R . . . .
C21 C 0.4668(3) 0.7781(2) 0.38242(18) 0.0429(7) Uani 1 1 d . . . . .
C22 C 0.4698(3) 0.7019(2) 0.33034(18) 0.0447(7) Uani 1 1 d . . . . .
H22 H 0.4262 0.7074 0.2815 0.054 Uiso 1 1 calc R . . . .
C23 C 0.5358(3) 0.6163(2) 0.34799(18) 0.0470(7) Uani 1 1 d . . . . .
C24 C 0.6036(3) 0.6095(3) 0.4213(2) 0.0594(9) Uani 1 1 d . . . . .
C25 C 0.6039(4) 0.6866(3) 0.4729(2) 0.0676(11) Uani 1 1 d . . . . .
H25 H 0.6493 0.6824 0.5212 0.081 Uiso 1 1 calc R . . . .
C26 C 0.5384(3) 0.7692(3) 0.4540(2) 0.0557(9) Uani 1 1 d . . . . .
H26 H 0.5413 0.8209 0.4894 0.067 Uiso 1 1 calc R . . . .
C27 C 0.5330(3) 0.5385(2) 0.2910(2) 0.0506(8) Uani 1 1 d . . . . .
H27 H 0.4911 0.5482 0.2421 0.061 Uiso 1 1 calc R . . . .
C28 C 0.5824(3) 0.3856(2) 0.2449(2) 0.0544(9) Uani 1 1 d . . . . .
C32 C 0.5218(6) 0.2244(3) 0.2054(3) 0.0953(15) Uani 1 1 d . . . . .
H32 H 0.4791 0.1674 0.2156 0.114 Uiso 1 1 calc R . . . .
C31 C 0.5786(6) 0.2362(4) 0.1365(4) 0.1024(19) Uani 1 1 d . . . . .
H31 H 0.5787 0.1856 0.1003 0.123 Uiso 1 1 calc R . . . .
C30 C 0.6366(5) 0.3237(4) 0.1200(3) 0.0951(16) Uani 1 1 d . . . . .
H30 H 0.6753 0.3317 0.0729 0.114 Uiso 1 1 calc R . . . .
C29 C 0.6361(4) 0.3972(3) 0.1733(2) 0.0763(12) Uani 1 1 d . . . . .
H29 H 0.6724 0.4563 0.1616 0.092 Uiso 1 1 calc R . . . .
C33 C 0.5292(4) 0.2971(3) 0.2581(3) 0.0691(10) Uani 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
F1 C33 1.331(5) . ?
O1 C24 1.354(4) . ?
N1 C27 1.270(4) . ?
N1 C28 1.420(4) . ?
C1 C2 1.388(5) . ?
C1 C6 1.394(4) . ?
C1 C7 1.493(4) . ?
C2 C3 1.393(6) . ?
C3 C4 1.377(7) . ?
C4 C5 1.351(7) . ?
C5 C6 1.373(5) . ?
C7 C8 1.348(4) . ?
C7 C21 1.501(4) . ?
C8 C9 1.490(4) . ?
C8 C15 1.499(4) . ?
C9 C10 1.383(4) . ?
C9 C14 1.399(4) . ?
C10 C11 1.386(4) . ?
C11 C12 1.364(5) . ?
C12 C13 1.368(5) . ?
C13 C14 1.377(4) . ?
C15 C16 1.382(5) . ?
C15 C20 1.374(5) . ?
C16 C17 1.379(6) . ?
C17 C18 1.341(7) . ?
C18 C19 1.377(7) . ?
C19 C20 1.393(5) . ?
C21 C22 1.373(4) . ?
C21 C26 1.403(4) . ?
C22 C23 1.399(4) . ?
C23 C24 1.406(4) . ?
C23 C27 1.441(4) . ?
C24 C25 1.375(5) . ?
C25 C26 1.366(5) . ?
C28 C29 1.385(6) . ?
C28 C33 1.370(5) . ?
C32 C31 1.361(8) . ?
C32 C33 1.342(6) . ?
C31 C30 1.393(8) . ?
C30 C29 1.357(6) . ?

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
C27 N1 C28 119.0(3) . . ?
C2 C1 C6 118.1(3) . . ?
C2 C1 C7 120.7(3) . . ?
C6 C1 C7 121.1(3) . . ?
C1 C2 C3 120.2(4) . . ?
C4 C3 C2 120.0(4) . . ?
C5 C4 C3 120.1(4) . . ?
C4 C5 C6 120.8(4) . . ?
C5 C6 C1 120.8(4) . . ?
C1 C7 C21 115.5(2) . . ?
C8 C7 C1 122.8(3) . . ?
C8 C7 C21 121.7(3) . . ?
C7 C8 C9 124.1(3) . . ?
C7 C8 C15 121.9(3) . . ?
C9 C8 C15 114.0(2) . . ?
C10 C9 C8 122.9(3) . . ?
C10 C9 C14 117.5(3) . . ?
C14 C9 C8 119.5(3) . . ?
C9 C10 C11 120.7(3) . . ?
C12 C11 C10 120.8(3) . . ?
C11 C12 C13 119.5(3) . . ?
C12 C13 C14 120.5(3) . . ?
C13 C14 C9 121.0(3) . . ?
C16 C15 C8 120.4(3) . . ?
C20 C15 C8 121.2(3) . . ?
C20 C15 C16 118.3(3) . . ?
C17 C16 C15 120.8(4) . . ?
C18 C17 C16 120.7(4) . . ?
C17 C18 C19 120.0(4) . . ?
C18 C19 C20 119.8(4) . . ?
C15 C20 C19 120.4(4) . . ?
C22 C21 C7 121.1(3) . . ?
C22 C21 C26 117.2(3) . . ?
C26 C21 C7 121.7(3) . . ?
C21 C22 C23 122.5(3) . . ?
C22 C23 C24 118.3(3) . . ?
C22 C23 C27 119.5(3) . . ?
C24 C23 C27 122.1(3) . . ?
O1 C24 C23 121.5(3) . . ?
O1 C24 C25 119.0(3) . . ?
C25 C24 C23 119.5(3) . . ?
C26 C25 C24 120.8(3) . . ?
C25 C26 C21 121.5(3) . . ?
N1 C27 C23 122.5(3) . . ?
C29 C28 N1 123.8(4) . . ?
C33 C28 N1 119.6(4) . . ?
C33 C28 C29 116.5(4) . . ?
C33 C32 C31 118.1(5) . . ?
C32 C31 C30 120.4(4) . . ?
C29 C30 C31 119.4(5) . . ?
C30 C29 C28 121.1(5) . . ?
F1 C33 C28 116.6(4) . . ?
F1 C33 C32 119.1(5) . . ?
C32 C33 C28 124.3(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.91 2.633(4) 145.9 .

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
O1 C24 C25 C26 -178.2(4) . . . . ?
N1 C28 C29 C30 175.8(4) . . . . ?
N1 C28 C33 F1 -0.2(5) . . . . ?
N1 C28 C33 C32 -179.6(4) . . . . ?
C1 C2 C3 C4 -1.3(5) . . . . ?
C1 C7 C8 C9 -10.9(4) . . . . ?
C1 C7 C8 C15 167.2(3) . . . . ?
C1 C7 C21 C22 -44.1(4) . . . . ?
C1 C7 C21 C26 135.3(3) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
C2 C1 C7 C8 131.8(3) . . . . ?
C2 C1 C7 C21 -50.9(4) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 1.1(6) . . . . ?
C4 C5 C6 C1 -0.8(6) . . . . ?
C6 C1 C2 C3 1.6(5) . . . . ?
C6 C1 C7 C8 -49.9(4) . . . . ?
C6 C1 C7 C21 127.4(3) . . . . ?
C7 C1 C2 C3 180.0(3) . . . . ?
C7 C1 C6 C5 -178.9(3) . . . . ?
C7 C8 C9 C10 -44.4(4) . . . . ?
C7 C8 C9 C14 138.3(3) . . . . ?
C7 C8 C15 C16 -58.4(4) . . . . ?
C7 C8 C15 C20 125.3(3) . . . . ?
C7 C21 C22 C23 -177.5(3) . . . . ?
C7 C21 C26 C25 177.6(4) . . . . ?
C8 C7 C21 C22 133.2(3) . . . . ?
C8 C7 C21 C26 -47.3(4) . . . . ?
C8 C9 C10 C11 -178.1(3) . . . . ?
C8 C9 C14 C13 178.4(3) . . . . ?
C8 C15 C16 C17 -176.6(3) . . . . ?
C8 C15 C20 C19 177.4(3) . . . . ?
C9 C8 C15 C16 119.8(3) . . . . ?
C9 C8 C15 C20 -56.5(4) . . . . ?
C9 C10 C11 C12 0.7(5) . . . . ?
C10 C9 C14 C13 0.9(5) . . . . ?
C10 C11 C12 C13 -0.8(5) . . . . ?
C11 C12 C13 C14 0.9(5) . . . . ?
C12 C13 C14 C9 -1.0(5) . . . . ?
C14 C9 C10 C11 -0.8(4) . . . . ?
C15 C8 C9 C10 137.3(3) . . . . ?
C15 C8 C9 C14 -40.0(4) . . . . ?
C15 C16 C17 C18 -0.1(6) . . . . ?
C16 C15 C20 C19 1.1(5) . . . . ?
C16 C17 C18 C19 -0.4(7) . . . . ?
C17 C18 C19 C20 1.2(6) . . . . ?
C18 C19 C20 C15 -1.6(6) . . . . ?
C20 C15 C16 C17 -0.2(5) . . . . ?
C21 C7 C8 C9 171.9(3) . . . . ?
C21 C7 C8 C15 -10.0(4) . . . . ?
C21 C22 C23 C24 -1.5(5) . . . . ?
C21 C22 C23 C27 178.9(3) . . . . ?
C22 C21 C26 C25 -3.0(5) . . . . ?
C22 C23 C24 O1 178.3(4) . . . . ?
C22 C23 C24 C25 -0.4(6) . . . . ?
C22 C23 C27 N1 -176.4(3) . . . . ?
C23 C24 C25 C26 0.5(6) . . . . ?
C24 C23 C27 N1 4.0(6) . . . . ?
C24 C25 C26 C21 1.2(6) . . . . ?
C26 C21 C22 C23 3.1(5) . . . . ?
C27 N1 C28 C29 62.9(5) . . . . ?
C27 N1 C28 C33 -120.6(4) . . . . ?
C27 C23 C24 O1 -2.1(6) . . . . ?
C27 C23 C24 C25 179.2(4) . . . . ?
C28 N1 C27 C23 -177.9(3) . . . . ?
C32 C31 C30 C29 0.1(8) . . . . ?
C31 C32 C33 F1 -174.4(4) . . . . ?
C31 C32 C33 C28 5.0(8) . . . . ?
C31 C30 C29 C28 2.1(7) . . . . ?
C29 C28 C33 F1 176.6(4) . . . . ?
C29 C28 C33 C32 -2.9(6) . . . . ?
C33 C28 C29 C30 -0.8(6) . . . . ?
C33 C32 C31 C30 -3.5(8) . . . . ?

_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_aaa
_database_code_depnum_ccdc_archive 'CCDC 2486843'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H30 N O'
_chemical_formula_sum            'C37 H33 N O'
_chemical_formula_weight         507.64
_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'

_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                   6.1709(9)
_cell_length_b                   9.2484(12)
_cell_length_c                   25.973(4)
_cell_angle_alpha                87.987(5)
_cell_angle_beta                 88.805(5)
_cell_angle_gamma                86.401(5)
_cell_volume                     1478.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5210
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            12353
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         3.140
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3624
_reflns_number_total             5125
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5125
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.1352
_refine_ls_R_factor_gt           0.1055
_refine_ls_restrained_S_all      1.084
_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)+(0.1657P)²+1.2807P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2903
_refine_ls_wR_factor_ref         0.3100
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 C34, C35
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Uiso/Uaniso restraints and constraints
Uanis(C29) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C33)
\\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C37) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C34) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C37) \\sim Ueq, Uanis(C35)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C29) = Uanis(C29A)
Uanis(C30) = Uanis(C30A)
Uanis(C32) = Uanis(C32A)
Uanis(C33) = Uanis(C33A)
4. Others
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C32A)=Sof(H32A)=Sof(C33A)=
 Sof(H33A)=1-FVAR(1)
 Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C27(H27),
  C29(H29), C29A(H29A), C30(H30), C30A(H30A), C32(H32), C32A(H32A), C33(H33),
 C33A(H33A)
5.b Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C36(H36A,H36C,H36B), C37(H37C,H37A,H37B)
5.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1688(5) 0.7072(4) 0.33888(11) 0.0780(9) Uani 1 1 d . . . . .
H1 H 0.2293 0.7096 0.3666 0.117 Uiso 1 1 calc GR . . . .
N1 N 0.4971(6) 0.6847(4) 0.40170(12) 0.0662(9) Uani 1 1 d . . . . .
C1 C 0.8028(6) 0.2657(4) 0.21419(13) 0.0508(9) Uani 1 1 d . . . . .
C2 C 0.6706(8) 0.1801(4) 0.24484(15) 0.0665(11) Uani 1 1 d . . . . .
H2 H 0.5289 0.2136 0.2526 0.080 Uiso 1 1 calc R . . . .
C3 C 0.7484(11) 0.0452(5) 0.26389(18) 0.0884(16) Uani 1 1 d . . . . .
H3 H 0.6585 -0.0106 0.2845 0.106 Uiso 1 1 calc R . . . .
C4 C 0.9515(13) -0.0055(6) 0.2530(2) 0.098(2) Uani 1 1 d . . . . .
H4 H 1.0008 -0.0968 0.2655 0.118 Uiso 1 1 calc R . . . .
C5 C 1.0878(10) 0.0771(6) 0.2232(2) 0.0913(17) Uani 1 1 d . . . . .
H5 H 1.2294 0.0419 0.2162 0.110 Uiso 1 1 calc R . . . .
C6 C 1.0136(7) 0.2136(5) 0.20355(17) 0.0698(12) Uani 1 1 d . . . . .
H6 H 1.1055 0.2692 0.1834 0.084 Uiso 1 1 calc R . . . .
C7 C 0.7114(5) 0.4104(4) 0.19391(13) 0.0449(8) Uani 1 1 d . . . . .
C8 C 0.7419(6) 0.4618(4) 0.14547(13) 0.0474(8) Uani 1 1 d . . . . .
C9 C 0.8546(6) 0.3735(4) 0.10433(13) 0.0503(9) Uani 1 1 d . . . . .
C10 C 0.7904(8) 0.2390(4) 0.09256(15) 0.0665(11) Uani 1 1 d . . . . .
H10 H 0.6733 0.2012 0.1104 0.080 Uiso 1 1 calc R . . . .
C11 C 0.8957(9) 0.1603(5) 0.05512(18) 0.0829(14) Uani 1 1 d . . . . .
H11 H 0.8495 0.0696 0.0478 0.100 Uiso 1 1 calc R . . . .
C12 C 1.0686(9) 0.2132(6) 0.02826(19) 0.0872(15) Uani 1 1 d . . . . .
H12 H 1.1419 0.1582 0.0033 0.105 Uiso 1 1 calc R . . . .
C13 C 1.1318(9) 0.3481(6) 0.0387(2) 0.0906(16) Uani 1 1 d . . . . .
H13 H 1.2480 0.3857 0.0205 0.109 Uiso 1 1 calc R . . . .
C14 C 1.0247(8) 0.4285(5) 0.07599(17) 0.0729(12) Uani 1 1 d . . . . .
H14 H 1.0671 0.5209 0.0822 0.087 Uiso 1 1 calc R . . . .
C15 C 0.6595(6) 0.6104(4) 0.12842(13) 0.0473(8) Uani 1 1 d . . . . .
C16 C 0.7091(8) 0.7333(4) 0.15313(16) 0.0686(12) Uani 1 1 d . . . . .
H16 H 0.8023 0.7242 0.1809 0.082 Uiso 1 1 calc R . . . .
C17 C 0.6258(10) 0.8678(5) 0.1380(2) 0.0880(16) Uani 1 1 d . . . . .
H17 H 0.6629 0.9485 0.1555 0.106 Uiso 1 1 calc R . . . .
C18 C 0.4897(9) 0.8850(6) 0.0979(2) 0.0880(15) Uani 1 1 d . . . . .
H18 H 0.4311 0.9769 0.0883 0.106 Uiso 1 1 calc R . . . .
C19 C 0.4382(8) 0.7662(6) 0.07142(19) 0.0842(15) Uani 1 1 d . . . . .
H19 H 0.3448 0.7772 0.0437 0.101 Uiso 1 1 calc R . . . .
C20 C 0.5267(7) 0.6295(4) 0.08632(15) 0.0620(10) Uani 1 1 d . . . . .
H20 H 0.4958 0.5497 0.0676 0.074 Uiso 1 1 calc R . . . .
C21 C 0.5709(6) 0.4931(3) 0.23194(12) 0.0443(8) Uani 1 1 d . . . . .
C22 C 0.3558(6) 0.5399(4) 0.22087(14) 0.0512(9) Uani 1 1 d . . . . .
C23 C 0.2230(6) 0.6116(4) 0.25682(15) 0.0566(9) Uani 1 1 d . . . . .
C24 C 0.3027(6) 0.6397(4) 0.30483(14) 0.0533(9) Uani 1 1 d . . . . .
C25 C 0.5197(6) 0.5960(4) 0.31657(13) 0.0484(8) Uani 1 1 d . . . . .
C26 C 0.6490(6) 0.5214(4) 0.28024(13) 0.0481(8) Uani 1 1 d . . . . .
C27 C 0.6093(7) 0.6250(4) 0.36615(15) 0.0580(10) Uani 1 1 d . . . . .
H27 H 0.7549 0.5987 0.3720 0.070 Uiso 1 1 calc R . . . .
C28 C 0.5900(7) 0.7130(5) 0.44933(14) 0.0618(11) Uani 1 1 d . . . . .
C29 C 0.8021(18) 0.7416(12) 0.4539(4) 0.103(3) Uani 0.586(4) 1 d . U P A 1
H29 H 0.8929 0.7407 0.4248 0.123 Uiso 0.586(4) 1 calc R . P A 1
C29A C 0.721(3) 0.6294(19) 0.4757(5) 0.103(3) Uani 0.414(4) 1 d . . P A 2
H29A H 0.7628 0.5404 0.4619 0.123 Uiso 0.414(4) 1 calc R . P A 2
C30 C 0.8847(17) 0.7722(12) 0.5012(3) 0.101(2) Uani 0.586(4) 1 d . U P A 1
H30 H 1.0308 0.7904 0.5030 0.121 Uiso 0.586(4) 1 calc R . P A 1
C30A C 0.808(2) 0.6589(19) 0.5241(5) 0.101(2) Uani 0.414(4) 1 d . . P A 2
H30A H 0.9046 0.5906 0.5398 0.121 Uiso 0.414(4) 1 calc R . P A 2
C31 C 0.7571(7) 0.7767(5) 0.54639(15) 0.0632(11) Uani 1 1 d . . . . .
C32 C 0.5600(14) 0.7279(10) 0.5412(3) 0.0813(18) Uani 0.586(4) 1 d . U P A 1
H32 H 0.4763 0.7129 0.5709 0.098 Uiso 0.586(4) 1 calc R . P A 1
C32A C 0.5981(19) 0.8758(15) 0.5214(4) 0.0813(18) Uani 0.414(4) 1 d . . P A 2
H32A H 0.5475 0.9596 0.5377 0.098 Uiso 0.414(4) 1 calc R . P A 2
C33 C 0.4710(14) 0.6977(10) 0.4935(3) 0.0824(19) Uani 0.586(4) 1 d . U P A 1
H33 H 0.3305 0.6672 0.4922 0.099 Uiso 0.586(4) 1 calc R . P A 1
C33A C 0.5218(19) 0.8471(15) 0.4741(4) 0.0824(19) Uani 0.414(4) 1 d . . P A 2
H33A H 0.4254 0.9139 0.4576 0.099 Uiso 0.414(4) 1 calc R . P A 2
C34 C 0.9895(15) 0.9400(9) 0.5917(3) 0.148(3) Uani 1 1 d . U . . .
H34A H 1.0974 0.9205 0.5652 0.222 Uiso 1 1 calc GR . . . .
H34B H 1.0597 0.9542 0.6236 0.222 Uiso 1 1 calc GR . . . .
H34C H 0.9020 1.0259 0.5821 0.222 Uiso 1 1 calc GR . . . .
C35 C 0.8462(8) 0.8124(6) 0.59808(16) 0.0803(13) Uani 1 1 d . U . . .
C36 C 0.976(3) 0.6917(12) 0.6208(4) 0.232(6) Uani 1 1 d . U . . .
H36A H 0.8862 0.6122 0.6281 0.348 Uiso 1 1 calc GR . . . .
H36C H 1.0374 0.7207 0.6522 0.348 Uiso 1 1 calc GR . . . .
H36B H 1.0908 0.6622 0.5972 0.348 Uiso 1 1 calc GR . . . .
C37 C 0.6702(16) 0.8647(15) 0.6343(3) 0.206(5) Uani 1 1 d . U . . .
H37C H 0.5618 0.7947 0.6373 0.310 Uiso 1 1 calc GR . . . .
H37A H 0.6053 0.9554 0.6213 0.310 Uiso 1 1 calc GR . . . .
H37B H 0.7301 0.8778 0.6675 0.310 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
O1 C24 1.341(4) . ?
N1 C27 1.264(5) . ?
N1 C28 1.414(5) . ?
C1 C2 1.391(6) . ?
C1 C6 1.384(6) . ?
C1 C7 1.502(5) . ?
C2 C3 1.387(6) . ?
C3 C4 1.338(9) . ?
C4 C5 1.378(9) . ?
C5 C6 1.399(7) . ?
C7 C8 1.343(5) . ?
C7 C21 1.499(5) . ?
C8 C9 1.500(5) . ?
C8 C15 1.491(5) . ?
C9 C10 1.375(5) . ?
C9 C14 1.382(6) . ?
C10 C11 1.365(6) . ?
C11 C12 1.369(7) . ?
C12 C13 1.369(7) . ?
C13 C14 1.374(6) . ?
C15 C16 1.379(5) . ?
C15 C20 1.380(5) . ?
C16 C17 1.364(6) . ?
C17 C18 1.350(7) . ?
C18 C19 1.374(7) . ?
C19 C20 1.391(6) . ?
C21 C22 1.402(5) . ?
C21 C26 1.392(5) . ?
C22 C23 1.388(5) . ?
C23 C24 1.389(5) . ?
C24 C25 1.411(5) . ?
C25 C26 1.396(5) . ?
C25 C27 1.452(5) . ?
C28 C29 1.360(11) . ?
C28 C29A 1.274(17) . ?
C28 C33 1.357(9) . ?
C28 C33A 1.451(13) . ?
C29 C30 1.385(13) . ?
C29A C30A 1.420(18) . ?
C30 C31 1.401(10) . ?
C30A C31 1.270(16) . ?
C31 C32 1.334(10) . ?
C31 C32A 1.448(13) . ?
C31 C35 1.516(6) . ?
C32 C33 1.411(11) . ?
C32A C33A 1.366(15) . ?
C34 C35 1.521(9) . ?
C35 C36 1.449(10) . ?
C35 C37 1.490(9) . ?

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
C27 N1 C28 121.2(4) . . ?
C2 C1 C7 118.8(3) . . ?
C6 C1 C2 118.5(4) . . ?
C6 C1 C7 122.6(4) . . ?
C3 C2 C1 120.5(5) . . ?
C4 C3 C2 120.8(5) . . ?
C3 C4 C5 120.3(5) . . ?
C4 C5 C6 120.2(5) . . ?
C1 C6 C5 119.7(5) . . ?
C8 C7 C1 124.3(3) . . ?
C8 C7 C21 121.5(3) . . ?
C21 C7 C1 114.2(3) . . ?
C7 C8 C9 122.9(3) . . ?
C7 C8 C15 121.9(3) . . ?
C15 C8 C9 115.2(3) . . ?
C10 C9 C8 122.0(3) . . ?
C10 C9 C14 118.0(4) . . ?
C14 C9 C8 120.0(3) . . ?
C11 C10 C9 121.0(4) . . ?
C10 C11 C12 120.8(4) . . ?
C13 C12 C11 119.0(4) . . ?
C12 C13 C14 120.4(5) . . ?
C13 C14 C9 120.7(4) . . ?
C16 C15 C8 122.9(3) . . ?
C16 C15 C20 117.0(3) . . ?
C20 C15 C8 120.1(3) . . ?
C17 C16 C15 122.0(4) . . ?
C18 C17 C16 120.6(4) . . ?
C17 C18 C19 119.7(5) . . ?
C18 C19 C20 119.5(4) . . ?
C15 C20 C19 121.1(4) . . ?
C22 C21 C7 121.4(3) . . ?
C26 C21 C7 120.5(3) . . ?
C26 C21 C22 118.0(3) . . ?
C23 C22 C21 121.5(3) . . ?
C22 C23 C24 120.1(3) . . ?
O1 C24 C23 118.5(3) . . ?
O1 C24 C25 122.0(3) . . ?
C23 C24 C25 119.5(3) . . ?
C24 C25 C27 121.1(3) . . ?
C26 C25 C24 119.4(3) . . ?
C26 C25 C27 119.5(3) . . ?
C21 C26 C25 121.5(3) . . ?
N1 C27 C25 122.6(4) . . ?
N1 C28 C33A 118.3(6) . . ?
C29 C28 N1 122.9(5) . . ?
C29A C28 N1 127.4(7) . . ?
C29A C28 C33A 114.2(8) . . ?
C33 C28 N1 119.4(5) . . ?
C33 C28 C29 117.4(6) . . ?
C28 C29 C30 120.8(8) . . ?
C28 C29A C30A 126.4(14) . . ?
C29 C30 C31 122.6(9) . . ?
C31 C30A C29A 121.3(15) . . ?
C30 C31 C35 122.8(5) . . ?
C30A C31 C32A 116.9(9) . . ?
C30A C31 C35 123.1(8) . . ?
C32 C31 C30 113.8(6) . . ?
C32 C31 C35 122.8(5) . . ?
C32A C31 C35 119.9(6) . . ?
C31 C32 C33 123.9(7) . . ?
C33A C32A C31 120.4(11) . . ?
C28 C33 C32 120.1(7) . . ?
C32A C33A C28 120.5(11) . . ?
C31 C35 C34 110.0(4) . . ?
C36 C35 C31 112.1(5) . . ?
C36 C35 C34 107.7(8) . . ?
C36 C35 C37 111.2(8) . . ?
C37 C35 C31 111.6(5) . . ?
C37 C35 C34 103.9(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.90 2.622(5) 146.0 .

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
O1 C24 C25 C26 177.7(4) . . . . ?
O1 C24 C25 C27 -1.1(6) . . . . ?
N1 C28 C29 C30 178.5(8) . . . . ?
N1 C28 C29A C30A -178.4(11) . . . . ?
N1 C28 C33 C32 -178.9(7) . . . . ?
N1 C28 C33A C32A 176.5(9) . . . . ?
C1 C2 C3 C4 -0.3(7) . . . . ?
C1 C7 C8 C9 6.0(5) . . . . ?
C1 C7 C8 C15 -175.9(3) . . . . ?
C1 C7 C21 C22 -123.2(3) . . . . ?
C1 C7 C21 C26 54.6(4) . . . . ?
C2 C1 C6 C5 0.6(5) . . . . ?
C2 C1 C7 C8 -136.7(4) . . . . ?
C2 C1 C7 C21 40.5(4) . . . . ?
C2 C3 C4 C5 1.1(8) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
C4 C5 C6 C1 0.2(6) . . . . ?
C6 C1 C2 C3 -0.5(6) . . . . ?
C6 C1 C7 C8 43.2(5) . . . . ?
C6 C1 C7 C21 -139.6(3) . . . . ?
C7 C1 C2 C3 179.4(4) . . . . ?
C7 C1 C6 C5 -179.3(3) . . . . ?
C7 C8 C9 C10 53.7(5) . . . . ?
C7 C8 C9 C14 -128.1(4) . . . . ?
C7 C8 C15 C16 54.6(5) . . . . ?
C7 C8 C15 C20 -125.1(4) . . . . ?
C7 C21 C22 C23 177.5(3) . . . . ?
C7 C21 C26 C25 -178.9(3) . . . . ?
C8 C7 C21 C22 54.0(5) . . . . ?
C8 C7 C21 C26 -128.1(4) . . . . ?
C8 C9 C10 C11 -179.7(4) . . . . ?
C8 C9 C14 C13 179.0(4) . . . . ?
C8 C15 C16 C17 -177.6(4) . . . . ?
C8 C15 C20 C19 176.4(4) . . . . ?
C9 C8 C15 C16 -127.1(4) . . . . ?
C9 C8 C15 C20 53.2(4) . . . . ?
C9 C10 C11 C12 0.0(8) . . . . ?
C10 C9 C14 C13 -2.7(7) . . . . ?
C10 C11 C12 C13 -1.4(8) . . . . ?
C11 C12 C13 C14 0.7(9) . . . . ?
C12 C13 C14 C9 1.4(8) . . . . ?
C14 C9 C10 C11 2.0(6) . . . . ?
C15 C8 C9 C10 -124.6(4) . . . . ?
C15 C8 C9 C14 53.6(5) . . . . ?
C15 C16 C17 C18 0.1(8) . . . . ?
C16 C15 C20 C19 -3.3(6) . . . . ?
C16 C17 C18 C19 -1.3(9) . . . . ?
C17 C18 C19 C20 0.1(8) . . . . ?
C18 C19 C20 C15 2.3(7) . . . . ?
C20 C15 C16 C17 2.2(7) . . . . ?
C21 C7 C8 C9 -171.0(3) . . . . ?
C21 C7 C8 C15 7.1(5) . . . . ?
C21 C22 C23 C24 0.6(6) . . . . ?
C22 C21 C26 C25 -1.0(5) . . . . ?
C22 C23 C24 O1 -179.0(4) . . . . ?
C22 C23 C24 C25 0.6(6) . . . . ?
C23 C24 C25 C26 -1.9(5) . . . . ?
C23 C24 C25 C27 179.3(4) . . . . ?
C24 C25 C26 C21 2.1(5) . . . . ?
C24 C25 C27 N1 2.9(6) . . . . ?
C26 C21 C22 C23 -0.4(5) . . . . ?
C26 C25 C27 N1 -175.9(4) . . . . ?
C27 N1 C28 C29 30.3(9) . . . . ?
C27 N1 C28 C29A -42.9(11) . . . . ?
C27 N1 C28 C33 -143.0(6) . . . . ?
C27 N1 C28 C33A 141.8(7) . . . . ?
C27 C25 C26 C21 -179.1(3) . . . . ?
C28 N1 C27 C25 -179.2(4) . . . . ?
C28 C29 C30 C31 -0.6(17) . . . . ?
C28 C29A C30A C31 1(2) . . . . ?
C29 C28 C33 C32 7.4(12) . . . . ?
C29 C30 C31 C32 9.6(14) . . . . ?
C29 C30 C31 C35 -179.0(9) . . . . ?
C29A C28 C33A C32A 0.6(15) . . . . ?
C29A C30A C31 C32A 3.0(18) . . . . ?
C29A C30A C31 C35 179.9(10) . . . . ?
C30 C31 C32 C33 -10.4(12) . . . . ?
C30 C31 C35 C34 43.5(9) . . . . ?
C30 C31 C35 C36 -76.2(10) . . . . ?
C30 C31 C35 C37 158.3(9) . . . . ?
C30A C31 C32A C33A -5.1(15) . . . . ?
C30A C31 C35 C34 113.9(10) . . . . ?
C30A C31 C35 C36 -5.9(12) . . . . ?
C30A C31 C35 C37 -131.4(11) . . . . ?
C31 C32 C33 C28 2.3(14) . . . . ?
C31 C32A C33A C28 3.4(17) . . . . ?
C32 C31 C35 C34 -145.8(7) . . . . ?
C32 C31 C35 C36 94.4(10) . . . . ?
C32 C31 C35 C37 -31.1(10) . . . . ?
C32A C31 C35 C34 -69.3(8) . . . . ?
C32A C31 C35 C36 171.0(10) . . . . ?
C32A C31 C35 C37 45.5(10) . . . . ?
C33 C28 C29 C30 -8.1(14) . . . . ?
C33A C28 C29A C30A -2.9(18) . . . . ?
C35 C31 C32 C33 178.2(7) . . . . ?
C35 C31 C32A C33A 177.9(9) . . . . ?

_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_aaa_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2486847'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H24 N2 O3'
_chemical_formula_sum            'C33 H24 N2 O3'
_chemical_formula_weight         496.54
_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'

_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                   5.5572(7)
_cell_length_b                   9.3767(13)
_cell_length_c                   25.710(3)
_cell_angle_alpha                91.759(4)
_cell_angle_beta                 93.335(4)
_cell_angle_gamma                102.376(4)
_cell_volume                     1305.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1589
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      22.75
_cell_measurement_theta_min      3.33
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_av_unetI/netI     0.2272
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            14067
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.283
_diffrn_reflns_theta_min         2.677
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.974
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2596
_reflns_number_total             6324
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         6324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2894
_refine_ls_R_factor_gt           0.1406
_refine_ls_restrained_S_all      1.032
_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)+3.7296P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1886
_refine_ls_wR_factor_ref         0.2362
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C10(H10), C26(H26), C27(H27), C29(H29), C30(H30),
 C33(H33), C32(H32), C22(H22), C23(H23), C6(H6), C5(H5), C4(H4), C3(H3), C2(H2),
  C13(H13), C14(H14), C20(H20), C19(H19), C18(H18), C17(H17), C16(H16)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.6616(11) 0.0929(7) 0.37089(19) 0.102(2) Uani 1 1 d . . . . .
O1 O 0.0309(9) 0.5419(5) 0.58825(15) 0.0525(13) Uani 1 1 d . . . . .
H1 H 0.1100 0.4952 0.5711 0.079 Uiso 1 1 calc GR . . . .
N1 N 0.3336(8) 0.3736(5) 0.57219(18) 0.0361(12) Uani 1 1 d . . . . .
O3 O 0.9056(11) 0.0229(6) 0.4264(2) 0.0805(17) Uani 1 1 d . . . . .
C12 C 0.2998(19) 0.2475(10) 0.9824(3) 0.078(3) Uani 1 1 d . . . . .
H12 H 0.3326 0.2283 1.0171 0.094 Uiso 1 1 calc R . . . .
C11 C 0.0750(17) 0.1873(8) 0.9575(3) 0.073(2) Uani 1 1 d . . . . .
H11 H -0.0449 0.1254 0.9749 0.088 Uiso 1 1 calc R . . . .
C10 C 0.0276(12) 0.2189(7) 0.9064(2) 0.0489(18) Uani 1 1 d . . . . .
H10 H -0.1250 0.1771 0.8895 0.059 Uiso 1 1 calc R . . . .
C9 C 0.2006(10) 0.3111(6) 0.8796(2) 0.0312(13) Uani 1 1 d . . . . .
C8 C 0.1443(9) 0.3399(6) 0.8239(2) 0.0279(13) Uani 1 1 d . . . . .
C7 C 0.1889(10) 0.4722(6) 0.8046(2) 0.0310(14) Uani 1 1 d . . . . .
C21 C 0.1573(10) 0.4912(5) 0.7472(2) 0.0287(13) Uani 1 1 d . . . . .
C26 C 0.2701(10) 0.4233(6) 0.7105(2) 0.0338(14) Uani 1 1 d . . . . .
H26 H 0.3762 0.3650 0.7222 0.041 Uiso 1 1 calc R . . . .
C25 C 0.2356(10) 0.4364(6) 0.6571(2) 0.0312(13) Uani 1 1 d . . . . .
C27 C 0.3606(11) 0.3604(6) 0.6214(2) 0.0400(15) Uani 1 1 d . . . . .
H27 H 0.4623 0.3009 0.6343 0.048 Uiso 1 1 calc R . . . .
C28 C 0.4505(10) 0.3002(6) 0.5352(2) 0.0314(13) Uani 1 1 d . . . . .
C29 C 0.3631(12) 0.3019(7) 0.4840(2) 0.0491(17) Uani 1 1 d . . . . .
H29 H 0.2380 0.3511 0.4760 0.059 Uiso 1 1 calc R . . . .
C30 C 0.4572(11) 0.2322(7) 0.4440(2) 0.0459(17) Uani 1 1 d . . . . .
H30 H 0.3971 0.2326 0.4095 0.055 Uiso 1 1 calc R . . . .
C31 C 0.6439(11) 0.1623(7) 0.4580(2) 0.0404(15) Uani 1 1 d . . . . .
N2 N 0.7420(11) 0.0875(6) 0.4149(2) 0.0532(15) Uani 1 1 d . . . . .
C33 C 0.6399(10) 0.2281(6) 0.5461(2) 0.0388(15) Uani 1 1 d . . . . .
H33 H 0.7014 0.2261 0.5805 0.047 Uiso 1 1 calc R . . . .
C32 C 0.7373(10) 0.1602(6) 0.5075(2) 0.0398(15) Uani 1 1 d . . . . .
H32 H 0.8658 0.1132 0.5151 0.048 Uiso 1 1 calc R . . . .
C22 C 0.0028(11) 0.5782(6) 0.7276(2) 0.0411(16) Uani 1 1 d . . . . .
H22 H -0.0740 0.6283 0.7511 0.049 Uiso 1 1 calc R . . . .
C23 C -0.0414(12) 0.5936(7) 0.6751(2) 0.0481(17) Uani 1 1 d . . . . .
H23 H -0.1507 0.6503 0.6637 0.058 Uiso 1 1 calc R . . . .
C24 C 0.0766(11) 0.5247(6) 0.6393(2) 0.0367(14) Uani 1 1 d . . . . .
C1 C 0.2679(10) 0.6136(6) 0.8362(2) 0.0306(13) Uani 1 1 d . . . . .
C6 C 0.4709(11) 0.7182(7) 0.8240(2) 0.0476(17) Uani 1 1 d . . . . .
H6 H 0.5637 0.6997 0.7966 0.057 Uiso 1 1 calc R . . . .
C5 C 0.5359(13) 0.8494(7) 0.8523(3) 0.059(2) Uani 1 1 d . . . . .
H5 H 0.6741 0.9183 0.8442 0.071 Uiso 1 1 calc R . . . .
C4 C 0.4006(14) 0.8793(7) 0.8918(2) 0.0548(19) Uani 1 1 d . . . . .
H4 H 0.4460 0.9685 0.9105 0.066 Uiso 1 1 calc R . . . .
C3 C 0.2016(14) 0.7807(8) 0.9042(3) 0.0572(19) Uani 1 1 d . . . . .
H3 H 0.1093 0.8020 0.9312 0.069 Uiso 1 1 calc R . . . .
C2 C 0.1323(12) 0.6457(6) 0.8765(2) 0.0475(17) Uani 1 1 d . . . . .
H2 H -0.0054 0.5775 0.8853 0.057 Uiso 1 1 calc R . . . .
C13 C 0.4746(16) 0.3356(9) 0.9562(3) 0.077(3) Uani 1 1 d . . . . .
H13 H 0.6286 0.3746 0.9730 0.092 Uiso 1 1 calc R . . . .
C14 C 0.4276(12) 0.3685(7) 0.9048(3) 0.0548(18) Uani 1 1 d . . . . .
H14 H 0.5492 0.4293 0.8875 0.066 Uiso 1 1 calc R . . . .
C15 C 0.0302(9) 0.2062(5) 0.79033(19) 0.0257(12) Uani 1 1 d . . . . .
C20 C -0.1910(11) 0.1977(6) 0.7609(2) 0.0371(15) Uani 1 1 d . . . . .
H20 H -0.2730 0.2739 0.7637 0.045 Uiso 1 1 calc R . . . .
C19 C -0.2906(11) 0.0802(7) 0.7279(2) 0.0507(18) Uani 1 1 d . . . . .
H19 H -0.4389 0.0764 0.7086 0.061 Uiso 1 1 calc R . . . .
C18 C -0.1680(14) -0.0333(8) 0.7235(3) 0.062(2) Uani 1 1 d . . . . .
H18 H -0.2312 -0.1128 0.7005 0.075 Uiso 1 1 calc R . . . .
C17 C 0.0468(13) -0.0277(7) 0.7533(3) 0.059(2) Uani 1 1 d . . . . .
H17 H 0.1284 -0.1042 0.7506 0.071 Uiso 1 1 calc R . . . .
C16 C 0.1419(11) 0.0890(6) 0.7868(2) 0.0375(15) Uani 1 1 d . . . . .
H16 H 0.2847 0.0894 0.8076 0.045 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
O2 N2 1.197(6) . ?
O1 C24 1.343(6) . ?
N1 C27 1.277(7) . ?
N1 C28 1.423(6) . ?
O3 N2 1.224(7) . ?
C12 C11 1.368(10) . ?
C12 C13 1.359(11) . ?
C11 C10 1.379(9) . ?
C10 C9 1.380(7) . ?
C9 C8 1.493(7) . ?
C9 C14 1.376(8) . ?
C8 C7 1.329(7) . ?
C8 C15 1.498(7) . ?
C7 C21 1.498(7) . ?
C7 C1 1.501(7) . ?
C21 C26 1.374(7) . ?
C21 C22 1.389(7) . ?
C26 C25 1.389(7) . ?
C25 C27 1.442(7) . ?
C25 C24 1.401(7) . ?
C28 C29 1.378(7) . ?
C28 C33 1.388(7) . ?
C29 C30 1.387(8) . ?
C30 C31 1.377(8) . ?
C31 N2 1.484(7) . ?
C31 C32 1.350(7) . ?
C33 C32 1.363(7) . ?
C22 C23 1.377(8) . ?
C23 C24 1.383(8) . ?
C1 C6 1.385(8) . ?
C1 C2 1.378(7) . ?
C6 C5 1.377(8) . ?
C5 C4 1.356(8) . ?
C4 C3 1.341(9) . ?
C3 C2 1.401(8) . ?
C13 C14 1.390(9) . ?
C15 C20 1.392(7) . ?
C15 C16 1.376(6) . ?
C20 C19 1.366(8) . ?
C19 C18 1.386(8) . ?
C18 C17 1.370(9) . ?
C17 C16 1.364(8) . ?

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
C27 N1 C28 123.3(5) . . ?
C13 C12 C11 119.6(7) . . ?
C12 C11 C10 119.5(8) . . ?
C11 C10 C9 121.7(7) . . ?
C10 C9 C8 120.1(5) . . ?
C14 C9 C10 118.1(6) . . ?
C14 C9 C8 121.7(5) . . ?
C9 C8 C15 114.5(5) . . ?
C7 C8 C9 123.9(5) . . ?
C7 C8 C15 121.6(5) . . ?
C8 C7 C21 120.9(5) . . ?
C8 C7 C1 125.4(5) . . ?
C21 C7 C1 113.8(5) . . ?
C26 C21 C7 123.7(5) . . ?
C26 C21 C22 115.6(5) . . ?
C22 C21 C7 120.7(5) . . ?
C21 C26 C25 124.1(5) . . ?
C26 C25 C27 120.3(5) . . ?
C26 C25 C24 118.2(5) . . ?
C24 C25 C27 121.5(5) . . ?
N1 C27 C25 120.9(5) . . ?
C29 C28 N1 115.6(5) . . ?
C29 C28 C33 118.3(5) . . ?
C33 C28 N1 126.1(5) . . ?
C28 C29 C30 121.6(6) . . ?
C31 C30 C29 116.7(6) . . ?
C30 C31 N2 116.2(6) . . ?
C32 C31 C30 123.4(6) . . ?
C32 C31 N2 120.4(6) . . ?
O2 N2 O3 122.9(6) . . ?
O2 N2 C31 119.9(6) . . ?
O3 N2 C31 117.3(6) . . ?
C32 C33 C28 121.2(5) . . ?
C31 C32 C33 118.7(6) . . ?
C23 C22 C21 122.9(5) . . ?
C22 C23 C24 120.0(5) . . ?
O1 C24 C25 122.0(5) . . ?
O1 C24 C23 118.8(5) . . ?
C23 C24 C25 119.2(5) . . ?
C6 C1 C7 121.0(5) . . ?
C2 C1 C7 120.7(5) . . ?
C2 C1 C6 118.2(6) . . ?
C5 C6 C1 120.3(6) . . ?
C4 C5 C6 120.7(7) . . ?
C3 C4 C5 120.3(6) . . ?
C4 C3 C2 120.3(6) . . ?
C1 C2 C3 120.1(6) . . ?
C12 C13 C14 121.2(8) . . ?
C9 C14 C13 119.8(7) . . ?
C20 C15 C8 120.9(5) . . ?
C16 C15 C8 121.4(5) . . ?
C16 C15 C20 117.7(5) . . ?
C19 C20 C15 121.7(5) . . ?
C20 C19 C18 119.2(6) . . ?
C17 C18 C19 119.6(6) . . ?
C16 C17 C18 120.6(6) . . ?
C17 C16 C15 121.1(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 1.86 2.582(6) 146.8 .
C29 H29 O1 0.93 2.54 3.385(7) 152.0 2_566
C32 H32 O3 0.93 2.47 3.319(8) 152.2 2_756

_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_aaaa
_database_code_depnum_ccdc_archive 'CCDC 2486848'
loop_
_audit_author_name
_audit_author_address
'schiff base TPE'
;Guizhou medical university
China
;
_audit_update_record             
;
2025-09-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_audit_creation_date             2024-11-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H27 N O2, 2(H2 O)'
_chemical_formula_sum            'C34 H31 N O4'
_chemical_formula_weight         517.60
_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 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   45.626(2)
_cell_length_b                   8.3057(4)
_cell_length_c                   16.4192(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.364(2)
_cell_angle_gamma                90
_cell_volume                     6222.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6449
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.86
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.1074
_diffrn_reflns_Laue_measured_fraction_full 0.810
_diffrn_reflns_Laue_measured_fraction_max 0.810
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14617
_diffrn_reflns_point_group_measured_fraction_full 0.810
_diffrn_reflns_point_group_measured_fraction_max 0.810
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.642
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.810
_diffrn_measured_fraction_theta_max 0.810
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2647
_reflns_number_total             4431
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         1.078
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.315
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4431
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2024
_refine_ls_R_factor_gt           0.1541
_refine_ls_restrained_S_all      1.315
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3765
_refine_ls_wR_factor_ref         0.4009
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1(H1), C10(H10), O4(H4A,H4B), O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C33(H33), C26(H26), C27(H27), C23(H23), C29(H29), C2(H2), C30(H30),
 C22(H22), C14(H14), C13(H13), C12(H12), C3(H3), C4(H4), C5(H5), C6(H6),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C11(H11)
2.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.17754(12) 0.6521(7) 0.0545(3) 0.0782(16) Uani 1 1 d . . . . .
H1 H 0.1931 0.7016 0.0524 0.117 Uiso 1 1 d R . . . .
O2 O 0.33856(12) 0.8090(7) 0.2105(4) 0.0756(15) Uani 1 1 d . . . . .
N1 N 0.21849(12) 0.7891(7) 0.1424(4) 0.0566(13) Uani 1 1 d . . . . .
C10 C 0.05865(13) 1.0463(8) 0.4326(3) 0.0486(14) Uani 1 1 d . . . . .
H10 H 0.0580 0.9396 0.4395 0.058 Uiso 1 1 d R . . . .
C34 C 0.34914(18) 0.8959(14) 0.2772(6) 0.092(3) Uani 1 1 d . . . . .
H34A H 0.3432 0.8440 0.3267 0.138 Uiso 1 1 calc GR . . . .
H34B H 0.3414 1.0032 0.2757 0.138 Uiso 1 1 calc GR . . . .
H34C H 0.3701 0.9001 0.2753 0.138 Uiso 1 1 calc GR . . . .
C32 C 0.2887(2) 0.8982(16) 0.2429(9) 0.119(4) Uani 1 1 d . . . . .
H32 H 0.2952 0.9581 0.2874 0.143 Uiso 1 1 calc R . . . .
C31 C 0.30893(15) 0.8139(8) 0.1980(5) 0.0603(17) Uani 1 1 d . . . . .
C33 C 0.25995(19) 0.8968(17) 0.2246(8) 0.119(4) Uani 1 1 d . . . . .
H33 H 0.2473 0.9607 0.2548 0.143 Uiso 1 1 calc R . . . .
C26 C 0.14652(12) 0.9276(6) 0.2059(3) 0.0413(12) Uani 1 1 d . . . . .
H26 H 0.1526 0.9962 0.2474 0.050 Uiso 1 1 calc R . . . .
C28 C 0.24872(16) 0.8045(8) 0.1630(4) 0.0602(17) Uani 1 1 d . . . . .
C7 C 0.09466(11) 1.0049(6) 0.2375(3) 0.0407(12) Uani 1 1 d . . . . .
C27 C 0.19840(15) 0.8647(7) 0.1802(4) 0.0534(15) Uani 1 1 d . . . . .
H27 H 0.2037 0.9363 0.2213 0.064 Uiso 1 1 calc R . . . .
C9 C 0.07565(11) 1.1099(6) 0.3708(3) 0.0391(12) Uani 1 1 d . . . . .
C21 C 0.11702(12) 0.9116(6) 0.1899(3) 0.0402(12) Uani 1 1 d . . . . .
C23 C 0.12874(16) 0.7262(8) 0.0819(3) 0.0553(16) Uani 1 1 d . . . . .
H23 H 0.1225 0.6600 0.0395 0.066 Uiso 1 1 calc R . . . .
C8 C 0.09454(11) 1.0024(7) 0.3202(3) 0.0395(12) Uani 1 1 d . . . . .
C25 C 0.16777(13) 0.8426(7) 0.1610(3) 0.0451(13) Uani 1 1 d . . . . .
C29 C 0.26894(17) 0.7174(11) 0.1175(5) 0.074(2) Uani 1 1 d . . . . .
H29 H 0.2622 0.6550 0.0742 0.089 Uiso 1 1 calc R . . . .
C2 C 0.04328(12) 1.0939(7) 0.2009(3) 0.0446(13) Uani 1 1 d . . . . .
H2 H 0.0359 1.0305 0.2427 0.054 Uiso 1 1 calc R . . . .
C30 C 0.29721(19) 0.7204(12) 0.1337(5) 0.079(2) Uani 1 1 d . . . . .
H30 H 0.3098 0.6593 0.1019 0.095 Uiso 1 1 calc R . . . .
C15 C 0.11362(12) 0.8946(7) 0.3696(3) 0.0416(12) Uani 1 1 d . . . . .
C22 C 0.10821(15) 0.8108(8) 0.1272(3) 0.0521(15) Uani 1 1 d . . . . .
H22 H 0.0884 0.7995 0.1153 0.062 Uiso 1 1 calc R . . . .
C14 C 0.07532(15) 1.2765(8) 0.3599(4) 0.0535(15) Uani 1 1 d . . . . .
H14 H 0.0860 1.3223 0.3177 0.064 Uiso 1 1 calc R . . . .
C24 C 0.15765(15) 0.7393(7) 0.0990(4) 0.0507(15) Uani 1 1 d . . . . .
C13 C 0.05961(16) 1.3724(8) 0.4104(4) 0.0624(17) Uani 1 1 d . . . . .
H13 H 0.0599 1.4834 0.4031 0.075 Uiso 1 1 calc R . . . .
C12 C 0.04305(16) 1.3066(9) 0.4729(4) 0.0621(18) Uani 1 1 d . . . . .
H12 H 0.0323 1.3729 0.5071 0.075 Uiso 1 1 calc R . . . .
C1 C 0.07359(12) 1.1001(6) 0.1878(3) 0.0389(12) Uani 1 1 d . . . . .
C3 C 0.02418(14) 1.1810(8) 0.1523(4) 0.0571(16) Uani 1 1 d . . . . .
H3 H 0.0041 1.1728 0.1605 0.068 Uiso 1 1 calc R . . . .
C4 C 0.03479(18) 1.2808(8) 0.0912(4) 0.0629(18) Uani 1 1 d . . . . .
H4 H 0.0220 1.3436 0.0603 0.075 Uiso 1 1 calc R . . . .
C5 C 0.06470(17) 1.2849(8) 0.0774(4) 0.0576(16) Uani 1 1 d . . . . .
H5 H 0.0720 1.3497 0.0360 0.069 Uiso 1 1 calc R . . . .
C6 C 0.08360(13) 1.1947(8) 0.1237(3) 0.0478(14) Uani 1 1 d . . . . .
H6 H 0.1035 1.1967 0.1122 0.057 Uiso 1 1 calc R . . . .
C16 C 0.13115(14) 0.9563(8) 0.4302(3) 0.0515(14) Uani 1 1 d . . . . .
H16 H 0.1310 1.0666 0.4402 0.062 Uiso 1 1 calc R . . . .
C17 C 0.14894(16) 0.8574(10) 0.4765(4) 0.0635(18) Uani 1 1 d . . . . .
H17 H 0.1610 0.9018 0.5164 0.076 Uiso 1 1 calc R . . . .
C18 C 0.14891(18) 0.6944(9) 0.4642(4) 0.068(2) Uani 1 1 d . . . . .
H18 H 0.1611 0.6288 0.4956 0.082 Uiso 1 1 calc R . . . .
C19 C 0.13125(17) 0.6278(9) 0.4065(4) 0.0661(18) Uani 1 1 d . . . . .
H19 H 0.1309 0.5168 0.3991 0.079 Uiso 1 1 calc R . . . .
C20 C 0.11331(17) 0.7285(7) 0.3578(4) 0.0568(16) Uani 1 1 d . . . . .
H20 H 0.1013 0.6838 0.3178 0.068 Uiso 1 1 calc R . . . .
C11 C 0.04274(15) 1.1434(9) 0.4835(4) 0.0597(17) Uani 1 1 d . . . . .
H11 H 0.0317 1.0982 0.5251 0.072 Uiso 1 1 calc R . . . .
O4 O 0.00952(15) 0.7252(7) 0.3455(3) 0.0840(17) Uani 1 1 d . . . . .
H4A H 0.0203 0.7065 0.3057 0.126 Uiso 1 1 d R . . . .
H4B H -0.0066 0.6786 0.3350 0.126 Uiso 1 1 d R . . . .
O3 O 0.04342(19) 0.6306(9) 0.2174(4) 0.111(2) Uani 1 1 d . . . . .
H3A H 0.0399 0.6995 0.2535 0.166 Uiso 1 1 d R . . . .
H3B H 0.0269 0.6088 0.1990 0.166 Uiso 1 1 d 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 C24 1.375(8) . ?
O2 C34 1.395(11) . ?
O2 C31 1.367(9) . ?
N1 C28 1.424(10) . ?
N1 C27 1.276(8) . ?
C10 C9 1.386(8) . ?
C10 C11 1.372(9) . ?
C32 C31 1.376(12) . ?
C32 C33 1.345(14) . ?
C31 C30 1.413(12) . ?
C33 C28 1.367(12) . ?
C26 C21 1.376(8) . ?
C26 C25 1.411(8) . ?
C28 C29 1.393(10) . ?
C7 C21 1.503(7) . ?
C7 C8 1.359(7) . ?
C7 C1 1.484(7) . ?
C27 C25 1.442(9) . ?
C9 C8 1.496(7) . ?
C9 C14 1.395(9) . ?
C21 C22 1.384(8) . ?
C23 C22 1.390(9) . ?
C23 C24 1.351(10) . ?
C8 C15 1.486(7) . ?
C25 C24 1.407(9) . ?
C29 C30 1.315(12) . ?
C2 C1 1.402(8) . ?
C2 C3 1.382(9) . ?
C15 C16 1.373(8) . ?
C15 C20 1.393(9) . ?
C14 C13 1.358(9) . ?
C13 C12 1.390(11) . ?
C12 C11 1.366(11) . ?
C1 C6 1.393(8) . ?
C3 C4 1.389(10) . ?
C4 C5 1.385(11) . ?
C5 C6 1.370(9) . ?
C16 C17 1.380(9) . ?
C17 C18 1.369(11) . ?
C18 C19 1.358(11) . ?
C19 C20 1.415(9) . ?

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
C31 O2 C34 116.1(6) . . ?
C27 N1 C28 122.6(6) . . ?
C11 C10 C9 121.5(6) . . ?
C33 C32 C31 122.2(9) . . ?
O2 C31 C32 126.9(8) . . ?
O2 C31 C30 117.7(6) . . ?
C32 C31 C30 115.4(7) . . ?
C32 C33 C28 122.1(8) . . ?
C21 C26 C25 121.8(5) . . ?
C33 C28 N1 125.7(6) . . ?
C33 C28 C29 116.2(7) . . ?
C29 C28 N1 118.0(6) . . ?
C8 C7 C21 121.3(5) . . ?
C8 C7 C1 123.4(5) . . ?
C1 C7 C21 115.4(4) . . ?
N1 C27 C25 122.0(6) . . ?
C10 C9 C8 120.4(5) . . ?
C10 C9 C14 117.8(5) . . ?
C14 C9 C8 121.8(5) . . ?
C26 C21 C7 121.1(5) . . ?
C26 C21 C22 118.6(5) . . ?
C22 C21 C7 120.2(5) . . ?
C24 C23 C22 120.6(5) . . ?
C7 C8 C9 123.5(5) . . ?
C7 C8 C15 123.2(5) . . ?
C15 C8 C9 113.3(4) . . ?
C26 C25 C27 119.4(5) . . ?
C24 C25 C26 117.4(5) . . ?
C24 C25 C27 123.3(5) . . ?
C30 C29 C28 122.3(8) . . ?
C3 C2 C1 120.8(5) . . ?
C29 C30 C31 121.8(7) . . ?
C16 C15 C8 120.4(5) . . ?
C16 C15 C20 118.4(5) . . ?
C20 C15 C8 121.1(5) . . ?
C21 C22 C23 120.7(6) . . ?
C13 C14 C9 120.6(6) . . ?
O1 C24 C25 119.4(6) . . ?
C23 C24 O1 119.6(5) . . ?
C23 C24 C25 121.0(5) . . ?
C14 C13 C12 120.8(6) . . ?
C11 C12 C13 119.4(6) . . ?
C2 C1 C7 122.2(5) . . ?
C6 C1 C7 120.1(5) . . ?
C6 C1 C2 117.7(5) . . ?
C2 C3 C4 120.5(6) . . ?
C5 C4 C3 118.8(6) . . ?
C6 C5 C4 120.8(6) . . ?
C5 C6 C1 121.4(6) . . ?
C15 C16 C17 121.0(6) . . ?
C18 C17 C16 120.5(6) . . ?
C19 C18 C17 120.4(6) . . ?
C18 C19 C20 119.5(7) . . ?
C15 C20 C19 120.1(6) . . ?
C12 C11 C10 120.0(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 2.01 2.614(8) 130.2 .
O4 H4A O3 0.84 1.90 2.733(8) 171.3 .
O4 H4B O3 0.85 1.93 2.736(12) 159.9 2
O3 H3A O4 0.84 2.07 2.733(8) 135.8 .
O3 H3B O4 0.83 2.05 2.736(12) 139.2 2

_olex2_submission_special_instructions 'No special instructions were received'
