# Supplementary Information (SI) for ChemComm.
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2522265'
loop_
_audit_author_name
_audit_author_address
'Xuesen Fan'
;Henan Normal University
China
;
_audit_update_record             
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_audit_creation_date             2025-04-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H17 N3 O2'
_chemical_formula_sum            'C27 H17 N3 O2'
_chemical_formula_weight         415.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.5426(2)
_cell_length_b                   11.3200(2)
_cell_length_c                   17.0570(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.834(2)
_cell_angle_gamma                90
_cell_volume                     1992.35(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3392
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9020
_cell_measurement_theta_min      4.7010
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.870
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_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  0.0230
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8205
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.466
_diffrn_reflns_theta_min         4.285
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00   3.00   1.00    6.49    --  -35.62  74.00 -35.00   26
  2  ω     -1.00  24.00   1.00    6.49    --   35.62 -74.00-164.00   25
  3  ω    102.00 171.00   1.00   25.97    --  106.81  74.00 -35.00   69
  4  ω     43.00 109.00   1.00   25.97    --  106.81 -74.00-164.00   66
  5  ω   -107.00 -40.00   1.00    6.49    --  -35.62-178.00 150.00   67
  6  ω     21.00  96.00   1.00    6.49    --   35.62  57.00  30.00   75
  7  ω     58.00 108.00   1.00    6.49    --   35.62-178.00-180.00   50
  8  ω     24.00  83.00   1.00    6.49    --   35.62  38.00-150.00   59
  9  ω     58.00 108.00   1.00    6.49    --   35.62-178.00  90.00   50
 10  ω     86.00 176.00   1.00   25.97    --  106.81  30.00 -90.00   90
 11  ω    122.00 172.00   1.00   25.97    --  106.81  77.00-150.00   50
 12  ω    110.00 136.00   1.00   25.97    --  106.81 111.00 -60.00   26
 13  ω    108.00 134.00   1.00   25.97    --  106.81  77.00 120.00   26
 14  ω    137.00 174.00   1.00   25.97    --  106.81 111.00 -60.00   37
 15  ω     46.00 122.00   1.00   25.97    --  106.81 -45.00-150.00   76
 16  ω     93.00 138.00   1.00   25.97    --  106.81  45.00  30.00   45
 17  ω     40.00  85.00   1.00   25.97    --  106.81-111.00  30.00   45
 18  ω    129.00 155.00   1.00   25.97    --  106.81 111.00-120.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1476233000
_diffrn_orient_matrix_UB_12      0.0189155000
_diffrn_orient_matrix_UB_13      0.0237972000
_diffrn_orient_matrix_UB_21      -0.0120086000
_diffrn_orient_matrix_UB_22      0.1099112000
_diffrn_orient_matrix_UB_23      -0.0543084000
_diffrn_orient_matrix_UB_31      -0.0189537000
_diffrn_orient_matrix_UB_32      0.0780526000
_diffrn_orient_matrix_UB_33      0.0706668000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3100
_reflns_number_total             3793
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3793
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.044
_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)+(0.0930P)²+0.2203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1553
_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
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C21(H21), C22(H22), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.13503(13) 0.14443(14) 0.55261(9) 0.0608(4) Uani 1 1 d . . . . .
O2 O 0.5083(2) -0.06117(16) 0.58942(13) 0.0908(6) Uani 1 1 d . . . . .
N1 N 0.24247(14) 0.30733(13) 0.66298(8) 0.0432(3) Uani 1 1 d . . . . .
N2 N 0.23228(15) 0.24910(14) 0.73063(9) 0.0488(4) Uani 1 1 d . . . . .
N3 N 0.32261(18) 0.04318(14) 0.56704(10) 0.0565(4) Uani 1 1 d . . . . .
C1 C 0.14818(16) 0.31612(16) 0.76072(10) 0.0455(4) Uani 1 1 d . . . . .
C2 C 0.1083(2) 0.2987(2) 0.83445(11) 0.0557(5) Uani 1 1 d . . . . .
H2 H 0.139175 0.235479 0.867747 0.067 Uiso 1 1 calc R U . . .
C3 C 0.0237(2) 0.3774(2) 0.85457(13) 0.0656(6) Uani 1 1 d . . . . .
H3 H -0.003469 0.368094 0.902746 0.079 Uiso 1 1 calc R U . . .
C4 C -0.0246(2) 0.4740(2) 0.80386(14) 0.0673(6) Uani 1 1 d . . . . .
H4 H -0.084273 0.525214 0.819073 0.081 Uiso 1 1 calc R U . . .
C5 C 0.01401(19) 0.49337(19) 0.73400(13) 0.0564(5) Uani 1 1 d . . . . .
H5 H -0.017968 0.557339 0.701726 0.068 Uiso 1 1 calc R U . . .
C6 C 0.10414(16) 0.41432(16) 0.71090(10) 0.0444(4) Uani 1 1 d . . . . .
C7 C 0.16950(15) 0.40615(15) 0.64732(10) 0.0409(4) Uani 1 1 d . . . . .
C8 C 0.17712(16) 0.47808(15) 0.57817(10) 0.0426(4) Uani 1 1 d . . . . .
C9 C 0.10883(18) 0.58143(16) 0.56045(11) 0.0512(4) Uani 1 1 d . . . . .
H9 H 0.054792 0.607163 0.593758 0.061 Uiso 1 1 calc R U . . .
C10 C 0.1192(2) 0.64874(18) 0.49307(13) 0.0592(5) Uani 1 1 d . . . . .
H10 H 0.071772 0.718221 0.482224 0.071 Uiso 1 1 calc R U . . .
C11 C 0.1975(2) 0.61383(19) 0.44350(12) 0.0599(5) Uani 1 1 d . . . . .
H11 H 0.203571 0.659714 0.399192 0.072 Uiso 1 1 calc R U . . .
C12 C 0.27040(19) 0.50751(18) 0.45877(11) 0.0517(4) Uani 1 1 d . . . . .
C13 C 0.26064(16) 0.43893(15) 0.52706(10) 0.0432(4) Uani 1 1 d . . . . .
C14 C 0.3508(2) 0.4675(2) 0.40772(12) 0.0627(5) Uani 1 1 d . . . . .
H14 H 0.355891 0.511117 0.362246 0.075 Uiso 1 1 calc R U . . .
C15 C 0.4210(2) 0.3666(2) 0.42362(13) 0.0645(6) Uani 1 1 d . . . . .
H15 H 0.473846 0.341700 0.389332 0.077 Uiso 1 1 calc R U . . .
C16 C 0.4137(2) 0.29996(18) 0.49182(12) 0.0550(5) Uani 1 1 d . . . . .
H16 H 0.463218 0.231734 0.503023 0.066 Uiso 1 1 calc R U . . .
C17 C 0.33444(17) 0.33401(16) 0.54228(10) 0.0448(4) Uani 1 1 d . . . . .
C18 C 0.32388(17) 0.25337(15) 0.61331(10) 0.0436(4) Uani 1 1 d . . . . .
C19 C 0.25040(18) 0.14184(17) 0.57634(10) 0.0483(4) Uani 1 1 d . . . . .
C20 C 0.45670(17) 0.22934(17) 0.66371(10) 0.0487(4) Uani 1 1 d . . . . .
C21 C 0.5192(2) 0.3144(2) 0.71555(12) 0.0590(5) Uani 1 1 d . . . . .
H21 H 0.476822 0.384218 0.723115 0.071 Uiso 1 1 calc R U . . .
C22 C 0.6462(2) 0.2951(3) 0.75655(13) 0.0728(6) Uani 1 1 d . . . . .
H22 H 0.688737 0.351986 0.791721 0.087 Uiso 1 1 calc R U . . .
C23 C 0.7083(2) 0.1917(3) 0.74474(15) 0.0817(8) Uani 1 1 d . . . . .
H23 H 0.793549 0.179790 0.771401 0.098 Uiso 1 1 calc R U . . .
C24 C 0.6463(2) 0.1057(3) 0.69416(14) 0.0738(7) Uani 1 1 d . . . . .
H24 H 0.689029 0.035939 0.686934 0.089 Uiso 1 1 calc R U . . .
C25 C 0.5191(2) 0.12366(19) 0.65386(12) 0.0567(5) Uani 1 1 d . . . . .
C26 C 0.4536(2) 0.02891(19) 0.60164(13) 0.0603(5) Uani 1 1 d . . . . .
C27 C 0.2557(3) -0.0544(2) 0.51893(16) 0.0772(7) Uani 1 1 d . . . . .
H27A H 0.165339 -0.052674 0.520695 0.116 Uiso 1 1 calc R U . . .
H27B H 0.292588 -0.128171 0.540130 0.116 Uiso 1 1 calc R U . . .
H27C H 0.265578 -0.046162 0.464471 0.116 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.201(2) . ?
O2 C26 1.210(3) . ?
N1 N2 1.352(2) . ?
N1 C7 1.353(2) . ?
N1 C18 1.458(2) . ?
N2 C1 1.346(2) . ?
N3 C19 1.379(2) . ?
N3 C26 1.396(3) . ?
N3 C27 1.467(3) . ?
C1 C2 1.419(2) . ?
C1 C6 1.418(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.354(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.423(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.354(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.419(3) . ?
C6 C7 1.402(2) . ?
C7 C8 1.449(2) . ?
C8 C9 1.374(2) . ?
C8 C13 1.431(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.402(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.356(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.423(3) . ?
C12 C13 1.421(3) . ?
C12 C14 1.408(3) . ?
C13 C17 1.414(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.359(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.402(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.372(3) . ?
C17 C18 1.539(2) . ?
C18 C19 1.546(3) . ?
C18 C20 1.510(2) . ?
C20 C21 1.380(3) . ?
C20 C25 1.392(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.395(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.374(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(3) . ?
C25 C26 1.473(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C7 115.47(14) . . ?
N2 N1 C18 116.80(14) . . ?
C7 N1 C18 127.62(14) . . ?
C1 N2 N1 102.98(14) . . ?
C19 N3 C26 124.54(18) . . ?
C19 N3 C27 117.44(19) . . ?
C26 N3 C27 118.01(19) . . ?
N2 C1 C2 126.70(18) . . ?
N2 C1 C6 111.93(15) . . ?
C6 C1 C2 121.32(17) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 H2 121.2 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.63(19) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.8(2) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 118.92(17) . . ?
C7 C6 C1 105.03(15) . . ?
C7 C6 C5 136.04(18) . . ?
N1 C7 C6 104.57(15) . . ?
N1 C7 C8 120.07(15) . . ?
C6 C7 C8 135.29(16) . . ?
C9 C8 C7 122.91(17) . . ?
C9 C8 C13 119.33(17) . . ?
C13 C8 C7 117.77(15) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.17(19) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.84(19) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.49(19) . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 119.00(19) . . ?
C14 C12 C11 121.97(19) . . ?
C14 C12 C13 119.03(18) . . ?
C12 C13 C8 119.17(17) . . ?
C17 C13 C8 122.17(16) . . ?
C17 C13 C12 118.66(17) . . ?
C12 C14 H14 119.4 . . ?
C15 C14 C12 121.28(18) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.84(19) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.93(19) . . ?
C17 C16 H16 119.5 . . ?
C13 C17 C18 121.11(15) . . ?
C16 C17 C13 120.24(17) . . ?
C16 C17 C18 118.62(16) . . ?
N1 C18 C17 110.81(14) . . ?
N1 C18 C19 105.88(14) . . ?
N1 C18 C20 109.41(14) . . ?
C17 C18 C19 105.92(14) . . ?
C20 C18 C17 110.28(14) . . ?
C20 C18 C19 114.43(15) . . ?
O1 C19 N3 121.73(18) . . ?
O1 C19 C18 120.37(17) . . ?
N3 C19 C18 117.77(16) . . ?
C21 C20 C18 120.29(17) . . ?
C21 C20 C25 120.10(18) . . ?
C25 C20 C18 119.49(17) . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.7(2) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.7(2) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(2) . . ?
C25 C24 H24 120.2 . . ?
C20 C25 C26 121.62(18) . . ?
C24 C25 C20 119.9(2) . . ?
C24 C25 C26 118.5(2) . . ?
O2 C26 N3 119.3(2) . . ?
O2 C26 C25 122.5(2) . . ?
N3 C26 C25 118.17(17) . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 N2 C1 C2 -176.21(17) . . . . ?
N1 N2 C1 C6 1.29(19) . . . . ?
N1 C7 C8 C9 -177.79(15) . . . . ?
N1 C7 C8 C13 1.7(2) . . . . ?
N1 C18 C19 O1 40.7(2) . . . . ?
N1 C18 C19 N3 -143.41(15) . . . . ?
N1 C18 C20 C21 -45.4(2) . . . . ?
N1 C18 C20 C25 138.59(17) . . . . ?
N2 N1 C7 C6 -0.08(19) . . . . ?
N2 N1 C7 C8 177.41(14) . . . . ?
N2 N1 C18 C17 -175.64(14) . . . . ?
N2 N1 C18 C19 69.95(18) . . . . ?
N2 N1 C18 C20 -53.8(2) . . . . ?
N2 C1 C2 C3 179.10(19) . . . . ?
N2 C1 C6 C5 179.55(16) . . . . ?
N2 C1 C6 C7 -1.38(19) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C6 C7 N1 0.83(17) . . . . ?
C1 C6 C7 C8 -176.07(18) . . . . ?
C2 C1 C6 C5 -2.8(3) . . . . ?
C2 C1 C6 C7 176.27(16) . . . . ?
C2 C3 C4 C5 -1.6(4) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 1.6(3) . . . . ?
C4 C5 C6 C7 -177.1(2) . . . . ?
C5 C6 C7 N1 179.7(2) . . . . ?
C5 C6 C7 C8 2.8(3) . . . . ?
C6 C1 C2 C3 1.8(3) . . . . ?
C6 C7 C8 C9 -1.3(3) . . . . ?
C6 C7 C8 C13 178.25(17) . . . . ?
C7 N1 N2 C1 -0.7(2) . . . . ?
C7 N1 C18 C17 8.4(2) . . . . ?
C7 N1 C18 C19 -106.04(18) . . . . ?
C7 N1 C18 C20 130.17(17) . . . . ?
C7 C8 C9 C10 179.78(17) . . . . ?
C7 C8 C13 C12 -179.95(15) . . . . ?
C7 C8 C13 C17 -0.1(2) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C8 C13 C17 C16 -179.77(17) . . . . ?
C8 C13 C17 C18 2.6(3) . . . . ?
C9 C8 C13 C12 -0.4(2) . . . . ?
C9 C8 C13 C17 179.43(16) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C10 C11 C12 C14 178.8(2) . . . . ?
C11 C12 C13 C8 0.5(3) . . . . ?
C11 C12 C13 C17 -179.36(16) . . . . ?
C11 C12 C14 C15 179.2(2) . . . . ?
C12 C13 C17 C16 0.1(3) . . . . ?
C12 C13 C17 C18 -177.50(16) . . . . ?
C12 C14 C15 C16 0.2(4) . . . . ?
C13 C8 C9 C10 0.3(3) . . . . ?
C13 C12 C14 C15 -1.5(3) . . . . ?
C13 C17 C18 N1 -6.1(2) . . . . ?
C13 C17 C18 C19 108.29(17) . . . . ?
C13 C17 C18 C20 -127.39(17) . . . . ?
C14 C12 C13 C8 -178.79(17) . . . . ?
C14 C12 C13 C17 1.4(3) . . . . ?
C14 C15 C16 C17 1.2(4) . . . . ?
C15 C16 C17 C13 -1.4(3) . . . . ?
C15 C16 C17 C18 176.24(19) . . . . ?
C16 C17 C18 N1 176.29(16) . . . . ?
C16 C17 C18 C19 -69.3(2) . . . . ?
C16 C17 C18 C20 55.0(2) . . . . ?
C17 C18 C19 O1 -77.0(2) . . . . ?
C17 C18 C19 N3 98.87(17) . . . . ?
C17 C18 C20 C21 76.7(2) . . . . ?
C17 C18 C20 C25 -99.28(19) . . . . ?
C18 N1 N2 C1 -177.23(14) . . . . ?
C18 N1 C7 C6 175.96(16) . . . . ?
C18 N1 C7 C8 -6.6(3) . . . . ?
C18 C20 C21 C22 -174.44(18) . . . . ?
C18 C20 C25 C24 173.67(18) . . . . ?
C18 C20 C25 C26 -6.6(3) . . . . ?
C19 N3 C26 O2 -179.7(2) . . . . ?
C19 N3 C26 C25 2.0(3) . . . . ?
C19 C18 C20 C21 -164.02(17) . . . . ?
C19 C18 C20 C25 20.0(2) . . . . ?
C20 C18 C19 O1 161.30(16) . . . . ?
C20 C18 C19 N3 -22.8(2) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C20 C25 C26 O2 176.4(2) . . . . ?
C20 C25 C26 N3 -5.4(3) . . . . ?
C21 C20 C25 C24 -2.3(3) . . . . ?
C21 C20 C25 C26 177.44(18) . . . . ?
C21 C22 C23 C24 -1.2(4) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C23 C24 C25 C20 1.3(3) . . . . ?
C23 C24 C25 C26 -178.4(2) . . . . ?
C24 C25 C26 O2 -3.8(3) . . . . ?
C24 C25 C26 N3 174.39(19) . . . . ?
C25 C20 C21 C22 1.5(3) . . . . ?
C26 N3 C19 O1 -171.70(18) . . . . ?
C26 N3 C19 C18 12.5(3) . . . . ?
C27 N3 C19 O1 6.8(3) . . . . ?
C27 N3 C19 C18 -169.03(18) . . . . ?
C27 N3 C26 O2 1.8(3) . . . . ?
C27 N3 C26 C25 -176.44(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.716
####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 2522272'
loop_
_audit_author_name
_audit_author_address
'Xuesen Fan'
;Henan Normal University
China
;
_audit_update_record             
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_audit_creation_date             2025-06-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H16 N2 O'
_chemical_formula_sum            'C27 H16 N2 O'
_chemical_formula_weight         384.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.8646(3)
_cell_length_b                   13.5761(2)
_cell_length_c                   21.4206(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3741.13(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4565
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      70.8570
_cell_measurement_theta_min      4.1130
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.879
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12306
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_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  0.0391
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9320
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.107
_diffrn_reflns_theta_min         4.128
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 -14.00   1.00    6.17    --  -35.62 -26.00 166.00   57
  2  ω    -34.00  34.00   1.00    6.17    --  -35.62  26.00 -30.00   68
  3  ω     29.00  76.00   1.00    6.17    --   35.62-106.00 -25.00   47
  4  ω     85.00 124.00   1.00   24.68    --  106.81  26.00 -30.00   39
  5  ω     40.00  99.00   1.00   24.68    --  106.81-106.00 -25.00   59
  6  ω    116.00 142.00   1.00   24.68    --  106.81 108.00 166.00   26
  7  ω   -106.00 -67.00   1.00    6.17    --  -35.62-178.00 -30.00   39
  8  ω     73.00  98.00   1.00    6.17    --   35.62 178.00 -90.00   25
  9  ω     64.00 100.00   1.00   24.68    --  106.81-111.00  60.00   36
 10  ω     40.00 145.00   1.00   24.68    --  106.81 -15.00 120.00  105
 11  ω     39.00  96.00   1.00   24.68    --  106.81 -94.00-180.00   57
 12  ω    135.00 172.00   1.00   24.68    --  106.81  77.00-150.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0137574000
_diffrn_orient_matrix_UB_12      0.0525422000
_diffrn_orient_matrix_UB_13      -0.0632034000
_diffrn_orient_matrix_UB_21      -0.0363911000
_diffrn_orient_matrix_UB_22      -0.0974636000
_diffrn_orient_matrix_UB_23      -0.0297046000
_diffrn_orient_matrix_UB_31      -0.1133050000
_diffrn_orient_matrix_UB_32      0.0248721000
_diffrn_orient_matrix_UB_33      0.0170677000
_diffrn_oxdiff_digest_hkl        
;
016dc0dc551e39e03f1e509b5323292b05a1ed
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3017
_reflns_number_total             3537
_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       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3537
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0595
_refine_ls_restrained_S_all      1.065
_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)+(0.0919P)²+2.4931P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1693
_refine_ls_wR_factor_ref         0.1766
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.41666(14) 0.43569(12) 0.60432(8) 0.0382(4) Uani 1 1 d . . . . .
N1 N 0.64715(14) 0.36874(13) 0.58290(9) 0.0302(4) Uani 1 1 d . . . . .
N2 N 0.57742(13) 0.30414(13) 0.60581(9) 0.0250(4) Uani 1 1 d . . . . .
C1 C 0.71704(17) 0.37716(16) 0.62948(11) 0.0293(5) Uani 1 1 d . . . . .
C2 C 0.80667(18) 0.43784(17) 0.62996(13) 0.0369(6) Uani 1 1 d . . . . .
H2 H 0.824316 0.477352 0.594926 0.044 Uiso 1 1 calc R U . . .
C3 C 0.86678(18) 0.43760(18) 0.68245(14) 0.0400(6) Uani 1 1 d . . . . .
H3 H 0.927216 0.477753 0.683896 0.048 Uiso 1 1 calc R U . . .
C4 C 0.84093(18) 0.37858(17) 0.73499(13) 0.0386(6) Uani 1 1 d . . . . .
H4 H 0.884166 0.380970 0.770917 0.046 Uiso 1 1 calc R U . . .
C5 C 0.75583(18) 0.31855(16) 0.73538(11) 0.0341(5) Uani 1 1 d . . . . .
H5 H 0.740383 0.278626 0.770599 0.041 Uiso 1 1 calc R U . . .
C6 C 0.69099(16) 0.31736(15) 0.68175(11) 0.0274(5) Uani 1 1 d . . . . .
C7 C 0.59772(16) 0.27044(14) 0.66403(10) 0.0242(4) Uani 1 1 d . . . . .
C8 C 0.52803(16) 0.19960(15) 0.69270(10) 0.0255(4) Uani 1 1 d . . . . .
C9 C 0.54889(18) 0.15630(16) 0.74953(11) 0.0315(5) Uani 1 1 d . . . . .
H9 H 0.610940 0.172860 0.771162 0.038 Uiso 1 1 calc R U . . .
C10 C 0.4793(2) 0.08767(18) 0.77600(11) 0.0357(5) Uani 1 1 d . . . . .
H10 H 0.495501 0.057727 0.814880 0.043 Uiso 1 1 calc R U . . .
C11 C 0.38938(19) 0.06403(16) 0.74644(12) 0.0350(5) Uani 1 1 d . . . . .
H11 H 0.342541 0.018954 0.765394 0.042 Uiso 1 1 calc R U . . .
C12 C 0.36429(17) 0.10597(15) 0.68730(11) 0.0292(5) Uani 1 1 d . . . . .
C13 C 0.27181(17) 0.08197(15) 0.65529(12) 0.0325(5) Uani 1 1 d . . . . .
H13 H 0.224335 0.036625 0.673390 0.039 Uiso 1 1 calc R U . . .
C14 C 0.24963(17) 0.12311(16) 0.59858(12) 0.0339(5) Uani 1 1 d . . . . .
H14 H 0.186486 0.107042 0.577956 0.041 Uiso 1 1 calc R U . . .
C15 C 0.31980(17) 0.18902(16) 0.57066(11) 0.0314(5) Uani 1 1 d . . . . .
H15 H 0.304194 0.216526 0.530973 0.038 Uiso 1 1 calc R U . . .
C16 C 0.41117(15) 0.21416(15) 0.60037(10) 0.0250(4) Uani 1 1 d . . . . .
C17 C 0.43488(16) 0.17437(14) 0.65993(10) 0.0241(4) Uani 1 1 d . . . . .
C18 C 0.48683(15) 0.28373(15) 0.56714(10) 0.0242(4) Uani 1 1 d . . . . .
C19 C 0.43002(16) 0.38468(15) 0.55877(11) 0.0265(5) Uani 1 1 d . . . . .
C20 C 0.39466(18) 0.41050(17) 0.49643(11) 0.0335(5) Uani 1 1 d . . . . .
H20 H 0.352663 0.467427 0.491020 0.040 Uiso 1 1 calc R U . . .
C21 C 0.4195(2) 0.35664(19) 0.44676(12) 0.0376(6) Uani 1 1 d . . . . .
H21 H 0.392533 0.376125 0.407361 0.045 Uiso 1 1 calc R U . . .
C22 C 0.48574(17) 0.26924(17) 0.44917(11) 0.0304(5) Uani 1 1 d . . . . .
C23 C 0.5157(2) 0.2208(2) 0.39467(12) 0.0422(6) Uani 1 1 d . . . . .
H23 H 0.489452 0.242522 0.355556 0.051 Uiso 1 1 calc R U . . .
C24 C 0.5830(2) 0.1416(2) 0.39689(14) 0.0486(7) Uani 1 1 d . . . . .
H24 H 0.603540 0.109466 0.359473 0.058 Uiso 1 1 calc R U . . .
C25 C 0.6204(2) 0.1095(2) 0.45375(15) 0.0498(7) Uani 1 1 d . . . . .
H25 H 0.666781 0.055093 0.455453 0.060 Uiso 1 1 calc R U . . .
C26 C 0.59024(19) 0.15643(19) 0.50861(13) 0.0409(6) Uani 1 1 d . . . . .
H26 H 0.615882 0.133853 0.547663 0.049 Uiso 1 1 calc R U . . .
C27 C 0.52326(15) 0.23567(16) 0.50640(11) 0.0274(5) 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
O1 C19 1.209(3) . ?
N1 N2 1.347(3) . ?
N1 C1 1.348(3) . ?
N2 C7 1.354(3) . ?
N2 C18 1.456(3) . ?
C1 C2 1.417(3) . ?
C1 C6 1.423(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.365(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.421(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.365(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.420(3) . ?
C6 C7 1.411(3) . ?
C7 C8 1.451(3) . ?
C8 C9 1.378(3) . ?
C8 C17 1.430(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.411(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.357(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.426(3) . ?
C12 C13 1.411(3) . ?
C12 C17 1.425(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.367(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.405(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(3) . ?
C16 C17 1.419(3) . ?
C16 C18 1.532(3) . ?
C18 C19 1.563(3) . ?
C18 C27 1.529(3) . ?
C19 C20 1.454(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.330(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.462(3) . ?
C22 C23 1.394(3) . ?
C22 C27 1.394(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C1 103.27(18) . . ?
N1 N2 C7 115.30(17) . . ?
N1 N2 C18 116.70(17) . . ?
C7 N2 C18 127.88(18) . . ?
N1 C1 C2 126.7(2) . . ?
N1 C1 C6 112.14(19) . . ?
C2 C1 C6 121.2(2) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.8(2) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 121.9(2) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.2(2) . . ?
C6 C5 H5 120.9 . . ?
C5 C6 C1 119.5(2) . . ?
C7 C6 C1 104.26(19) . . ?
C7 C6 C5 136.3(2) . . ?
N2 C7 C6 105.03(18) . . ?
N2 C7 C8 119.65(18) . . ?
C6 C7 C8 135.3(2) . . ?
C9 C8 C7 122.4(2) . . ?
C9 C8 C17 119.6(2) . . ?
C17 C8 C7 117.95(19) . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.9(2) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.9(2) . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 122.0(2) . . ?
C13 C12 C17 119.2(2) . . ?
C17 C12 C11 118.8(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 C18 118.7(2) . . ?
C17 C16 C18 121.07(18) . . ?
C12 C17 C8 119.2(2) . . ?
C16 C17 C8 122.02(19) . . ?
C16 C17 C12 118.8(2) . . ?
N2 C18 C16 111.19(17) . . ?
N2 C18 C19 105.81(16) . . ?
N2 C18 C27 108.66(16) . . ?
C16 C18 C19 107.26(16) . . ?
C27 C18 C16 109.09(17) . . ?
C27 C18 C19 114.81(17) . . ?
O1 C19 C18 118.4(2) . . ?
O1 C19 C20 124.0(2) . . ?
C20 C19 C18 117.59(19) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.8(2) . . ?
C21 C20 H20 119.1 . . ?
C20 C21 H21 118.0 . . ?
C20 C21 C22 123.9(2) . . ?
C22 C21 H21 118.0 . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 C27 119.1(2) . . ?
C27 C22 C21 119.9(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.7(2) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.2(3) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C18 120.18(19) . . ?
C26 C27 C18 119.7(2) . . ?
C26 C27 C22 120.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C19 C20 C21 173.6(2) . . . . ?
N1 N2 C7 C6 -0.1(2) . . . . ?
N1 N2 C7 C8 -179.25(18) . . . . ?
N1 N2 C18 C16 -176.61(17) . . . . ?
N1 N2 C18 C19 -60.5(2) . . . . ?
N1 N2 C18 C27 63.3(2) . . . . ?
N1 C1 C2 C3 178.6(2) . . . . ?
N1 C1 C6 C5 -179.12(19) . . . . ?
N1 C1 C6 C7 -0.2(2) . . . . ?
N2 N1 C1 C2 -179.0(2) . . . . ?
N2 N1 C1 C6 0.1(2) . . . . ?
N2 C7 C8 C9 174.43(19) . . . . ?
N2 C7 C8 C17 -5.3(3) . . . . ?
N2 C18 C19 O1 -46.3(2) . . . . ?
N2 C18 C19 C20 134.80(19) . . . . ?
N2 C18 C27 C22 -132.6(2) . . . . ?
N2 C18 C27 C26 50.0(3) . . . . ?
C1 N1 N2 C7 0.0(2) . . . . ?
C1 N1 N2 C18 176.35(18) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C1 C6 C7 N2 0.2(2) . . . . ?
C1 C6 C7 C8 179.1(2) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C2 C1 C6 C7 179.0(2) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C1 0.8(3) . . . . ?
C4 C5 C6 C7 -177.7(2) . . . . ?
C5 C6 C7 N2 178.8(2) . . . . ?
C5 C6 C7 C8 -2.3(4) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C6 C7 C8 C9 -4.3(4) . . . . ?
C6 C7 C8 C17 176.0(2) . . . . ?
C7 N2 C18 C16 -0.8(3) . . . . ?
C7 N2 C18 C19 115.3(2) . . . . ?
C7 N2 C18 C27 -120.9(2) . . . . ?
C7 C8 C9 C10 180.0(2) . . . . ?
C7 C8 C17 C12 -179.20(18) . . . . ?
C7 C8 C17 C16 1.8(3) . . . . ?
C8 C9 C10 C11 -1.1(3) . . . . ?
C9 C8 C17 C12 1.1(3) . . . . ?
C9 C8 C17 C16 -177.86(19) . . . . ?
C9 C10 C11 C12 1.6(3) . . . . ?
C10 C11 C12 C13 179.4(2) . . . . ?
C10 C11 C12 C17 -0.8(3) . . . . ?
C11 C12 C13 C14 -179.9(2) . . . . ?
C11 C12 C17 C8 -0.6(3) . . . . ?
C11 C12 C17 C16 178.41(19) . . . . ?
C12 C13 C14 C15 1.1(3) . . . . ?
C13 C12 C17 C8 179.26(18) . . . . ?
C13 C12 C17 C16 -1.7(3) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C14 C15 C16 C18 178.1(2) . . . . ?
C15 C16 C17 C8 -179.10(19) . . . . ?
C15 C16 C17 C12 1.9(3) . . . . ?
C15 C16 C18 N2 178.53(18) . . . . ?
C15 C16 C18 C19 63.3(2) . . . . ?
C15 C16 C18 C27 -61.6(2) . . . . ?
C16 C18 C19 O1 72.4(2) . . . . ?
C16 C18 C19 C20 -106.4(2) . . . . ?
C16 C18 C27 C22 106.0(2) . . . . ?
C16 C18 C27 C26 -71.4(2) . . . . ?
C17 C8 C9 C10 -0.3(3) . . . . ?
C17 C12 C13 C14 0.3(3) . . . . ?
C17 C16 C18 N2 -2.8(3) . . . . ?
C17 C16 C18 C19 -118.0(2) . . . . ?
C17 C16 C18 C27 117.0(2) . . . . ?
C18 N2 C7 C6 -175.99(19) . . . . ?
C18 N2 C7 C8 4.9(3) . . . . ?
C18 C16 C17 C8 2.2(3) . . . . ?
C18 C16 C17 C12 -176.74(18) . . . . ?
C18 C19 C20 C21 -7.6(3) . . . . ?
C19 C18 C27 C22 -14.4(3) . . . . ?
C19 C18 C27 C26 168.2(2) . . . . ?
C19 C20 C21 C22 -1.7(4) . . . . ?
C20 C21 C22 C23 -174.7(2) . . . . ?
C20 C21 C22 C27 2.7(4) . . . . ?
C21 C22 C23 C24 176.3(2) . . . . ?
C21 C22 C27 C18 6.0(3) . . . . ?
C21 C22 C27 C26 -176.5(2) . . . . ?
C22 C23 C24 C25 0.6(4) . . . . ?
C23 C22 C27 C18 -176.5(2) . . . . ?
C23 C22 C27 C26 0.9(3) . . . . ?
C23 C24 C25 C26 0.1(4) . . . . ?
C24 C25 C26 C27 -0.3(4) . . . . ?
C25 C26 C27 C18 177.2(2) . . . . ?
C25 C26 C27 C22 -0.2(4) . . . . ?
C27 C18 C19 O1 -166.17(19) . . . . ?
C27 C18 C19 C20 15.0(3) . . . . ?
C27 C22 C23 C24 -1.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.766
_oxdiff_exptl_absorpt_empirical_full_min 0.547
####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2522279'
loop_
_audit_author_name
_audit_author_address
'Xuesen Fan'
;Henan Normal University
China
;
_audit_update_record             
;
2026-01-12 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_audit_creation_date             2025-10-11
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H17 N3 O5'
_chemical_formula_sum            'C27 H17 N3 O5'
_chemical_formula_weight         463.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.6356(4)
_cell_length_b                   8.3718(2)
_cell_length_c                   19.9438(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.495(3)
_cell_angle_gamma                90
_cell_volume                     2159.09(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4112
_cell_measurement_temperature    294.53(10)
_cell_measurement_theta_max      71.1380
_cell_measurement_theta_min      4.8260
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.852
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.139a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_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  0.0283
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9321
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.268
_diffrn_reflns_theta_min         3.418
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.53(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00 -12.00   1.00    2.67    --  -35.62  66.00 -61.00   25
  2  ω    -96.00 -30.00   1.00    2.67    --  -35.62 -66.00 163.00   66
  3  ω    -12.00  13.00   1.00    2.67    --   35.62 -66.00 163.00   25
  4  ω     41.00 127.00   1.00   10.68    --  106.81 -66.00 163.00   86
  5  ω    125.00 172.00   1.00   10.68    --  106.81  66.00 -61.00   47
  6  ω     87.00 122.00   1.00   10.68    --  106.81  66.00 -61.00   35
  7  ω   -103.00 -21.00   1.00    2.67    --  -35.62 -38.00-150.00   82
  8  ω    -19.00  31.00   1.00    2.67    --  -35.62  77.00 -60.00   50
  9  ω     65.00 105.00   1.00    2.67    --   35.62 178.00-150.00   40
 10  ω     67.00  92.00   1.00    2.67    --   35.62 178.00 -60.00   25
 11  ω     62.00 105.00   1.00    2.67    --   35.62 178.00 120.00   43
 12  ω     34.00  59.00   1.00    2.67    --   35.62  66.00 -61.00   25
 13  ω     37.00 105.00   1.00   10.68    --  106.81 -94.00  60.00   68
 14  ω    109.00 168.00   1.00   10.68    --  106.81  77.00 150.00   59
 15  ω     64.00 104.00   1.00   10.68    --  106.81 -61.00-120.00   40
 16  ω    124.00 149.00   1.00   10.68    --  106.81 111.00 -30.00   25
 17  ω     87.00 117.00   1.00   10.68    --  106.81  30.00-150.00   30
 18  ω    149.00 174.00   1.00   10.68    --  106.81  30.00-150.00   25
 19  ω     37.00 126.00   1.00   10.68    --  106.81 -30.00 150.00   89
 20  ω    121.00 154.00   1.00   10.68    --  106.81  77.00 -90.00   33
 21  ω     40.00 100.00   1.00   10.68    --  106.81-111.00  30.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0109949000
_diffrn_orient_matrix_UB_12      0.0857783000
_diffrn_orient_matrix_UB_13      -0.0703609000
_diffrn_orient_matrix_UB_21      -0.0836387000
_diffrn_orient_matrix_UB_22      0.1096416000
_diffrn_orient_matrix_UB_23      0.0119460000
_diffrn_orient_matrix_UB_31      0.0840690000
_diffrn_orient_matrix_UB_32      0.1203841000
_diffrn_orient_matrix_UB_33      0.0392800000
_diffrn_oxdiff_digest_frames     
;
01dd29e0543af6605a1333df455502773000027382c
;
_diffrn_oxdiff_digest_hkl        
;
01edcdb5331c79e501b5583d515a92a86724ff
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3088
_reflns_number_total             4063
_reflns_odcompleteness_completeness 99.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.139a (Rigaku OD, 2024)'
_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         0.297
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4063
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0564
_refine_ls_restrained_S_all      1.087
_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)+(0.0702P)²+1.2527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1579
_refine_ls_wR_factor_ref         0.1681
_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
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C20(H20), C21(H21), C22(H22), C23(H23)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.1549(2) -0.0252(3) 0.29949(16) 0.0859(8) Uani 1 1 d . . . . .
O2 O 0.18358(19) 0.0452(3) 0.40832(14) 0.0736(7) Uani 1 1 d . . . . .
O3 O 0.33057(13) 0.2832(2) 0.42295(9) 0.0447(5) Uani 1 1 d . . . . .
O4 O 0.3550(2) 0.6417(3) 0.56713(15) 0.0756(7) Uani 1 1 d . . . . .
O5 O 0.07837(19) 0.7636(3) 0.63390(14) 0.0780(8) Uani 1 1 d . . . . .
N1 N 0.17081(17) 0.0757(3) 0.34601(15) 0.0544(6) Uani 1 1 d . . . . .
N2 N 0.24826(16) 0.3790(3) 0.49718(10) 0.0399(5) Uani 1 1 d . . . . .
N3 N 0.22137(19) 0.6977(3) 0.60567(12) 0.0497(6) Uani 1 1 d . . . . .
C1 C 0.2525(2) 0.4978(4) 0.34607(15) 0.0523(7) Uani 1 1 d . . . . .
H1 H 0.3029 0.5671 0.3731 0.063 Uiso 1 1 calc R . . . .
C2 C 0.1796(3) 0.5514(4) 0.28514(16) 0.0603(8) Uani 1 1 d . . . . .
H2 H 0.1800 0.6578 0.2719 0.072 Uiso 1 1 calc R . . . .
C3 C 0.1063(3) 0.4494(4) 0.24368(15) 0.0589(8) Uani 1 1 d . . . . .
H3 H 0.0584 0.4865 0.2022 0.071 Uiso 1 1 calc R . . . .
C4 C 0.1037(2) 0.2932(4) 0.26334(14) 0.0516(7) Uani 1 1 d . . . . .
H4 H 0.0548 0.2230 0.2354 0.062 Uiso 1 1 calc R . . . .
C5 C 0.17537(19) 0.2421(3) 0.32571(13) 0.0410(6) Uani 1 1 d . . . . .
C6 C 0.25038(19) 0.3418(3) 0.36678(12) 0.0386(6) Uani 1 1 d . . . . .
C7 C 0.32782(18) 0.3149(3) 0.48989(12) 0.0371(5) Uani 1 1 d . . . . .
C8 C 0.42024(18) 0.2600(3) 0.54441(13) 0.0390(6) Uani 1 1 d . . . . .
C9 C 0.50582(19) 0.2015(4) 0.53078(15) 0.0479(7) Uani 1 1 d . . . . .
H9 H 0.5090 0.2017 0.4849 0.057 Uiso 1 1 calc R . . . .
C10 C 0.5887(2) 0.1413(4) 0.58654(18) 0.0592(8) Uani 1 1 d . . . . .
H10 H 0.6478 0.1051 0.5775 0.071 Uiso 1 1 calc R . . . .
C11 C 0.5839(2) 0.1352(4) 0.65369(17) 0.0588(8) Uani 1 1 d . . . . .
H11 H 0.6388 0.0913 0.6895 0.071 Uiso 1 1 calc R . . . .
C12 C 0.4966(2) 0.1947(4) 0.67004(15) 0.0477(7) Uani 1 1 d . . . . .
C13 C 0.4874(2) 0.1901(4) 0.73850(15) 0.0577(8) Uani 1 1 d . . . . .
H13 H 0.5398 0.1445 0.7754 0.069 Uiso 1 1 calc R . . . .
C14 C 0.4028(2) 0.2516(5) 0.75091(15) 0.0594(8) Uani 1 1 d . . . . .
H14 H 0.3975 0.2472 0.7962 0.071 Uiso 1 1 calc R . . . .
C15 C 0.3229(2) 0.3219(4) 0.69601(14) 0.0490(7) Uani 1 1 d . . . . .
H15 H 0.2656 0.3641 0.7055 0.059 Uiso 1 1 calc R . . . .
C16 C 0.32840(18) 0.3290(3) 0.62860(12) 0.0386(5) Uani 1 1 d . . . . .
C17 C 0.41486(18) 0.2617(3) 0.61460(13) 0.0385(5) Uani 1 1 d . . . . .
C18 C 0.24766(18) 0.4176(3) 0.56883(12) 0.0377(5) Uani 1 1 d . . . . .
C19 C 0.13969(18) 0.3837(3) 0.57137(12) 0.0380(6) Uani 1 1 d . . . . .
C20 C 0.0964(2) 0.2356(4) 0.55169(14) 0.0468(6) Uani 1 1 d . . . . .
H20 H 0.1323 0.1584 0.5354 0.056 Uiso 1 1 calc R . . . .
C21 C -0.0009(2) 0.2015(4) 0.55616(15) 0.0516(7) Uani 1 1 d . . . . .
H21 H -0.0293 0.1005 0.5439 0.062 Uiso 1 1 calc R . . . .
C22 C -0.0559(2) 0.3170(4) 0.57870(14) 0.0520(7) Uani 1 1 d . . . . .
H22 H -0.1213 0.2937 0.5813 0.062 Uiso 1 1 calc R . . . .
C23 C -0.0142(2) 0.4650(4) 0.59710(13) 0.0481(7) Uani 1 1 d . . . . .
H23 H -0.0516 0.5430 0.6117 0.058 Uiso 1 1 calc R . . . .
C24 C 0.08415(19) 0.4994(3) 0.59407(12) 0.0402(6) Uani 1 1 d . . . . .
C25 C 0.1255(2) 0.6619(4) 0.61309(14) 0.0494(7) Uani 1 1 d . . . . .
C26 C 0.2782(2) 0.5956(4) 0.57900(14) 0.0463(6) Uani 1 1 d . . . . .
C27 C 0.2601(3) 0.8643(4) 0.6191(2) 0.0747(10) Uani 1 1 d . . . . .
H27A H 0.2748 0.9045 0.5782 0.112 Uiso 1 1 calc GR . . . .
H27B H 0.3221 0.8661 0.6591 0.112 Uiso 1 1 calc GR . . . .
H27C H 0.2084 0.9301 0.6288 0.112 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 N1 1.222(4) . ?
O2 N1 1.226(3) . ?
O3 C6 1.383(3) . ?
O3 C7 1.373(3) . ?
O4 C26 1.208(4) . ?
O5 C25 1.217(4) . ?
N1 C5 1.457(4) . ?
N2 C7 1.259(3) . ?
N2 C18 1.468(3) . ?
N3 C25 1.394(4) . ?
N3 C26 1.369(4) . ?
N3 C27 1.486(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(4) . ?
C1 C6 1.373(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.373(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(4) . ?
C5 C6 1.372(4) . ?
C7 C8 1.453(3) . ?
C8 C9 1.370(4) . ?
C8 C17 1.425(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.404(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.362(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.420(4) . ?
C12 C13 1.411(4) . ?
C12 C17 1.414(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.357(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.406(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.372(4) . ?
C16 C17 1.412(4) . ?
C16 C18 1.533(3) . ?
C18 C19 1.516(3) . ?
C18 C26 1.543(4) . ?
C19 C20 1.376(4) . ?
C19 C24 1.391(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.364(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.392(4) . ?
C24 C25 1.476(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 O3 C6 117.41(18) . . ?
O1 N1 O2 124.0(3) . . ?
O1 N1 C5 117.5(3) . . ?
O2 N1 C5 118.4(3) . . ?
C7 N2 C18 118.5(2) . . ?
C25 N3 C27 118.3(3) . . ?
C26 N3 C25 124.9(3) . . ?
C26 N3 C27 116.4(3) . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C6 C1 C2 119.8(3) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.6(3) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 N1 117.7(3) . . ?
C6 C5 N1 120.3(2) . . ?
C6 C5 C4 121.9(3) . . ?
C1 C6 O3 119.6(3) . . ?
C5 C6 O3 121.1(2) . . ?
C5 C6 C1 118.8(2) . . ?
O3 C7 C8 112.4(2) . . ?
N2 C7 O3 119.0(2) . . ?
N2 C7 C8 128.5(2) . . ?
C9 C8 C7 123.8(2) . . ?
C9 C8 C17 120.7(2) . . ?
C17 C8 C7 115.4(2) . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 123.4(3) . . ?
C13 C12 C17 118.5(3) . . ?
C17 C12 C11 118.0(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C17 119.0(2) . . ?
C15 C16 C18 122.3(2) . . ?
C17 C16 C18 118.6(2) . . ?
C12 C17 C8 119.4(2) . . ?
C16 C17 C8 120.3(2) . . ?
C16 C17 C12 120.3(2) . . ?
N2 C18 C16 115.2(2) . . ?
N2 C18 C19 107.26(19) . . ?
N2 C18 C26 104.8(2) . . ?
C16 C18 C26 105.5(2) . . ?
C19 C18 C16 110.4(2) . . ?
C19 C18 C26 113.6(2) . . ?
C20 C19 C18 119.5(2) . . ?
C20 C19 C24 119.5(2) . . ?
C24 C19 C18 121.0(2) . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.1(3) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 120.1(3) . . ?
C19 C24 C25 121.5(2) . . ?
C23 C24 C25 118.4(2) . . ?
O5 C25 N3 120.0(3) . . ?
O5 C25 C24 122.2(3) . . ?
N3 C25 C24 117.8(2) . . ?
O4 C26 N3 120.6(3) . . ?
O4 C26 C18 119.8(3) . . ?
N3 C26 C18 119.5(2) . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N1 C5 C4 41.4(4) . . . . ?
O1 N1 C5 C6 -136.9(3) . . . . ?
O2 N1 C5 C4 -139.0(3) . . . . ?
O2 N1 C5 C6 42.7(4) . . . . ?
O3 C7 C8 C9 7.7(4) . . . . ?
O3 C7 C8 C17 -168.8(2) . . . . ?
N1 C5 C6 O3 8.2(3) . . . . ?
N1 C5 C6 C1 179.9(2) . . . . ?
N2 C7 C8 C9 -175.3(3) . . . . ?
N2 C7 C8 C17 8.2(4) . . . . ?
N2 C18 C19 C20 54.0(3) . . . . ?
N2 C18 C19 C24 -126.7(2) . . . . ?
N2 C18 C26 O4 -51.6(3) . . . . ?
N2 C18 C26 N3 132.5(2) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C2 C1 C6 O3 172.2(2) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C3 C4 C5 N1 179.5(3) . . . . ?
C3 C4 C5 C6 -2.1(4) . . . . ?
C4 C5 C6 O3 -170.1(2) . . . . ?
C4 C5 C6 C1 1.7(4) . . . . ?
C6 O3 C7 N2 7.8(4) . . . . ?
C6 O3 C7 C8 -174.9(2) . . . . ?
C6 C1 C2 C3 -1.8(5) . . . . ?
C7 O3 C6 C1 81.8(3) . . . . ?
C7 O3 C6 C5 -106.5(3) . . . . ?
C7 N2 C18 C16 -18.9(4) . . . . ?
C7 N2 C18 C19 -142.3(2) . . . . ?
C7 N2 C18 C26 96.6(3) . . . . ?
C7 C8 C9 C10 -175.7(3) . . . . ?
C7 C8 C17 C12 173.3(2) . . . . ?
C7 C8 C17 C16 -6.4(4) . . . . ?
C8 C9 C10 C11 2.2(5) . . . . ?
C9 C8 C17 C12 -3.3(4) . . . . ?
C9 C8 C17 C16 177.0(3) . . . . ?
C9 C10 C11 C12 -2.3(5) . . . . ?
C10 C11 C12 C13 179.5(3) . . . . ?
C10 C11 C12 C17 -0.5(5) . . . . ?
C11 C12 C13 C14 178.8(3) . . . . ?
C11 C12 C17 C8 3.2(4) . . . . ?
C11 C12 C17 C16 -177.1(3) . . . . ?
C12 C13 C14 C15 -0.4(5) . . . . ?
C13 C12 C17 C8 -176.8(3) . . . . ?
C13 C12 C17 C16 2.9(4) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
C14 C15 C16 C17 1.2(5) . . . . ?
C14 C15 C16 C18 -174.5(3) . . . . ?
C15 C16 C17 C8 176.8(3) . . . . ?
C15 C16 C17 C12 -2.9(4) . . . . ?
C15 C16 C18 N2 -164.3(3) . . . . ?
C15 C16 C18 C19 -42.6(4) . . . . ?
C15 C16 C18 C26 80.6(3) . . . . ?
C16 C18 C19 C20 -72.2(3) . . . . ?
C16 C18 C19 C24 107.0(3) . . . . ?
C16 C18 C26 O4 70.5(3) . . . . ?
C16 C18 C26 N3 -105.4(3) . . . . ?
C17 C8 C9 C10 0.6(4) . . . . ?
C17 C12 C13 C14 -1.3(5) . . . . ?
C17 C16 C18 N2 20.0(3) . . . . ?
C17 C16 C18 C19 141.6(2) . . . . ?
C17 C16 C18 C26 -95.2(3) . . . . ?
C18 N2 C7 O3 -177.8(2) . . . . ?
C18 N2 C7 C8 5.4(4) . . . . ?
C18 C16 C17 C8 -7.3(4) . . . . ?
C18 C16 C17 C12 173.0(2) . . . . ?
C18 C19 C20 C21 177.8(2) . . . . ?
C18 C19 C24 C23 -179.0(2) . . . . ?
C18 C19 C24 C25 3.2(3) . . . . ?
C19 C18 C26 O4 -168.4(3) . . . . ?
C19 C18 C26 N3 15.7(3) . . . . ?
C19 C20 C21 C22 1.6(4) . . . . ?
C19 C24 C25 O5 -179.0(3) . . . . ?
C19 C24 C25 N3 1.8(4) . . . . ?
C20 C19 C24 C23 0.3(4) . . . . ?
C20 C19 C24 C25 -177.6(2) . . . . ?
C20 C21 C22 C23 -0.4(4) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
C22 C23 C24 C19 0.9(4) . . . . ?
C22 C23 C24 C25 178.8(2) . . . . ?
C23 C24 C25 O5 3.1(4) . . . . ?
C23 C24 C25 N3 -176.1(2) . . . . ?
C24 C19 C20 C21 -1.5(4) . . . . ?
C25 N3 C26 O4 171.8(3) . . . . ?
C25 N3 C26 C18 -12.3(4) . . . . ?
C26 N3 C25 O5 -176.1(3) . . . . ?
C26 N3 C25 C24 3.1(4) . . . . ?
C26 C18 C19 C20 169.4(2) . . . . ?
C26 C18 C19 C24 -11.3(3) . . . . ?
C27 N3 C25 O5 -4.0(4) . . . . ?
C27 N3 C25 C24 175.2(3) . . . . ?
C27 N3 C26 O4 -0.4(4) . . . . ?
C27 N3 C26 C18 175.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.205
_oxdiff_exptl_absorpt_empirical_full_min 0.517
