# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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 2516048'
loop_
_audit_author_name
_audit_author_address
'Xuesen Fan'
;Henan Normal University
China
;
_audit_update_record             
;
2025-12-15 deposited with the CCDC.	2026-01-29 downloaded from the CCDC.
;
_audit_creation_date             2025-01-06
_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         'C33 H26 N2 O4'
_chemical_formula_sum            'C33 H26 N2 O4'
_chemical_formula_weight         514.56
_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/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                   14.2038(2)
_cell_length_b                   13.0108(2)
_cell_length_c                   14.3555(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.8780(10)
_cell_angle_gamma                90
_cell_volume                     2646.86(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5553
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      71.3000
_cell_measurement_theta_min      4.5770
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80829
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_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  0.0197
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11534
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.293
_diffrn_reflns_theta_min         4.238
_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 0.999
_diffrn_measured_fraction_theta_max 0.980
_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   9.00   1.00    1.26    --  -35.37 107.00-135.00   80
  2  ω     32.00  77.00   1.00    1.26    --   35.37-107.00 127.00   45
  3  ω    104.00 130.00   1.00    5.02    --  106.81 107.00-135.00   26
  4  ω     43.00 100.00   1.00    5.02    --  106.81-107.00 127.00   57
  5  ω     -9.00  17.00   1.00    1.26    --  -35.37  57.00  30.00   26
  6  ω    -50.00 -17.00   1.00    1.26    --  -35.37  57.00  90.00   33
  7  ω     -8.00  32.00   1.00    1.26    --  -35.37  57.00  90.00   40
  8  ω      0.00  54.00   1.00    1.26    --   35.37 -38.00   0.00   54
  9  ω    -33.00  -7.00   1.00    1.26    --   35.37 -38.00   0.00   26
 10  ω    -16.00  61.00   1.00    1.26    --   35.37 -77.00 -30.00   77
 11  ω     33.00  73.00   1.00    1.26    --   35.37 -99.00 -30.00   40
 12  ω    105.00 171.00   1.00    5.02    --  106.81 111.00 -90.00   66
 13  ω    116.00 157.00   1.00    5.02    --  106.81  77.00  30.00   41
 14  ω     47.00  96.00   1.00    5.02    --  106.81-111.00 -60.00   49
 15  ω    149.00 174.00   1.00    5.02    --  106.81  77.00-150.00   25
 16  ω     54.00  90.00   1.00    5.02    --  106.81 -94.00-180.00   36
 17  ω     37.00  83.00   1.00    5.02    --  106.81 -30.00-150.00   46
 18  ω     96.00 125.00   1.00    5.02    --  106.81 -30.00-150.00   29
 19  ω     76.00 103.00   1.00    5.02    --  106.81-111.00-120.00   27
 20  ω     38.00 127.00   1.00    5.02    --  106.81 -30.00 -60.00   89
 21  ω     44.00 128.00   1.00    5.02    --  106.81 -30.00  90.00   84
;
_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      -0.0036693000
_diffrn_orient_matrix_UB_12      -0.1147422000
_diffrn_orient_matrix_UB_13      0.0260055000
_diffrn_orient_matrix_UB_21      -0.1072423000
_diffrn_orient_matrix_UB_22      0.0084030000
_diffrn_orient_matrix_UB_23      0.0085807000
_diffrn_orient_matrix_UB_31      -0.0173089000
_diffrn_orient_matrix_UB_32      -0.0279046000
_diffrn_orient_matrix_UB_33      -0.1040524000
_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                4501
_reflns_number_total             5044
_reflns_odcompleteness_completeness 99.96
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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         0.312
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     456
_refine_ls_number_reflns         5044
_refine_ls_number_restraints     181
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0587
_refine_ls_restrained_S_all      1.129
_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)+(0.0450P)²+1.9436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1389
_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. Restrained distances
 N2-C10A \\sim N2-C10
 with sigma of 0.02
 N2-C9 \\sim N2-C9A
 with sigma of 0.02
 O4-C9 \\sim O4A-C9A
 with sigma of 0.02
 C9A-C11 \\sim C9-C8
 with sigma of 0.02
 O2A-C7 \\sim O2-C7
 with sigma of 0.02
 N1-C19 \\sim N1-C19A
 with sigma of 0.02
 C8-C10A \\sim C11-C10
 with sigma of 0.02
 C9-C8 \\sim C9A-C11
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C11 \\sim C9A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C8 \\sim C10A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C7 \\sim O2 \\sim O2A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
N1 \\sim C19 \\sim C19A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C29A \\sim C31A \\sim C30A \\sim C28A \\sim C32A \\sim C27A \\sim N2: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C29 \\sim C31 \\sim C30 \\sim C28 \\sim C32 \\sim C27 \\sim N2: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 C8, C10A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C11, C9A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C14, C15, C16, C17, C18, C33
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=Sof(C29A)=Sof(C30A)=Sof(H30A)=
 Sof(C31A)=Sof(H31A)=Sof(C32A)=Sof(H32A)=1-FVAR(1)
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(C30)=Sof(H30)=Sof(C31)=
 Sof(H31)=Sof(C32)=Sof(H32)=FVAR(1)
 Fixed Sof: H8(0.75) H11(0.25) O4(0.75) H4A(0.75) C9(0.75) H9(0.75) C10(0.75)
 H10(0.75) C19(0.75) H19A(0.75) H19B(0.75) H19C(0.75) O4A(0.25) H4AA(0.25)
 C9A(0.25) H9A(0.25) C10A(0.25) H10A(0.25) C19A(0.25) H19D(0.25) H19E(0.25)
 H19F(0.25) O2(0.8) O2A(0.2)
6.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11), C9(H9), C9A(H9A)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C15(H15), C16(H16), C17(H17),
 C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C10(H10), C27(H27),
  C28(H28), C30(H30), C31(H31), C32(H32), C10A(H10A), C27A(H27A), C28A(H28A),
 C30A(H30A), C31A(H31A), C32A(H32A)
6.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C19A(H19D,H19E,H19F)
6.d Idealised tetrahedral OH refined as rotating group:
 O4(H4A), O4A(H4AA)
;
_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 0.71925(13) 0.63075(13) 0.21249(15) 0.0592(5) Uani 1 1 d . . . . .
O3 O 0.87856(10) 0.48414(13) 0.08088(10) 0.0421(4) Uani 1 1 d . . . . .
N1 N 0.66849(13) 0.55333(16) 0.07457(15) 0.0476(5) Uani 1 1 d D U . . .
N2 N 0.80494(13) 0.42942(14) 0.38837(12) 0.0370(4) Uani 1 1 d D U . . .
C1 C 0.50310(13) 0.34216(16) 0.31153(13) 0.0322(4) Uani 1 1 d . . . . .
C2 C 0.53742(14) 0.25864(17) 0.36456(14) 0.0362(5) Uani 1 1 d . . . . .
H2 H 0.602962 0.243351 0.367716 0.043 Uiso 1 1 calc R U . . .
C3 C 0.47715(15) 0.19787(18) 0.41258(15) 0.0389(5) Uani 1 1 d . . . . .
H3 H 0.501615 0.141990 0.449311 0.047 Uiso 1 1 calc R U . . .
C4 C 0.38164(16) 0.21815(19) 0.40730(17) 0.0454(5) Uani 1 1 d . . . . .
H4 H 0.340351 0.176984 0.440945 0.054 Uiso 1 1 calc R U . . .
C5 C 0.34623(16) 0.2990(2) 0.35260(19) 0.0500(6) Uani 1 1 d . . . . .
H5 H 0.280258 0.311902 0.347427 0.060 Uiso 1 1 calc R U . . .
C6 C 0.40600(15) 0.36054(18) 0.30576(16) 0.0410(5) Uani 1 1 d . . . . .
H6 H 0.380960 0.416186 0.269088 0.049 Uiso 1 1 calc R U . . .
C7 C 0.56437(15) 0.41234(18) 0.26099(15) 0.0394(5) Uani 1 1 d D U . . .
C8 C 0.67019(14) 0.40373(16) 0.27640(14) 0.0334(4) Uani 1 1 d D U . . .
H8 H 0.683208 0.328319 0.281334 0.040 Uiso 0.75 1 calc R U P A 1
C11 C 0.82904(14) 0.42453(18) 0.22323(14) 0.0377(5) Uani 1 1 d D U . . .
H11 H 0.828192 0.348191 0.231219 0.045 Uiso 0.25 1 calc R U P B 2
C12 C 0.72498(14) 0.44076(16) 0.19371(14) 0.0331(4) Uani 1 1 d . . . . .
C13 C 0.70477(15) 0.55442(18) 0.16428(17) 0.0419(5) Uani 1 1 d . . . . .
C14 C 0.65912(14) 0.4538(2) 0.03798(15) 0.0431(5) Uani 1 1 d . . . . .
C15 C 0.62298(16) 0.4225(3) -0.04826(17) 0.0586(6) Uani 1 1 d . . . . .
H15 H 0.599640 0.470595 -0.093921 0.070 Uiso 1 1 calc R U . . .
C16 C 0.62177(17) 0.3176(3) -0.06642(17) 0.0616(6) Uani 1 1 d . . . . .
H16 H 0.597290 0.293838 -0.125795 0.074 Uiso 1 1 calc R U . . .
C17 C 0.65538(16) 0.2465(2) -0.00010(17) 0.0531(6) Uani 1 1 d . . . . .
H17 H 0.653942 0.175158 -0.014324 0.064 Uiso 1 1 calc R U . . .
C18 C 0.69126(14) 0.28013(19) 0.08746(15) 0.0393(4) Uani 1 1 d . . . . .
H18 H 0.714155 0.232216 0.133520 0.047 Uiso 1 1 calc R U . . .
C20 C 0.89643(13) 0.43079(16) 0.14964(13) 0.0322(4) Uani 1 1 d . . . . .
C21 C 0.98618(15) 0.37106(18) 0.15799(14) 0.0364(5) Uani 1 1 d . . . . .
C22 C 1.06712(15) 0.4150(2) 0.12642(16) 0.0447(5) Uani 1 1 d . . . . .
H22 H 1.065619 0.484117 0.104966 0.054 Uiso 1 1 calc R U . . .
C23 C 1.14953(18) 0.3595(3) 0.1259(2) 0.0618(8) Uani 1 1 d . . . . .
H23 H 1.205380 0.391059 0.106744 0.074 Uiso 1 1 calc R U . . .
C24 C 1.1506(2) 0.2580(3) 0.1532(2) 0.0707(9) Uani 1 1 d . . . . .
H24 H 1.207106 0.219212 0.151187 0.085 Uiso 1 1 calc R U . . .
C25 C 1.0703(2) 0.2120(2) 0.1836(2) 0.0665(8) Uani 1 1 d . . . . .
H25 H 1.071630 0.141760 0.201590 0.080 Uiso 1 1 calc R U . . .
C26 C 0.98740(19) 0.2691(2) 0.18775(17) 0.0506(6) Uani 1 1 d . . . . .
H26 H 0.932610 0.238845 0.210550 0.061 Uiso 1 1 calc R U . . .
C33 C 0.69294(13) 0.38331(17) 0.10593(14) 0.0342(4) Uani 1 1 d . . . . .
O4 O 0.68158(16) 0.55183(16) 0.38413(15) 0.0442(5) Uani 0.75 1 d D . P C 1
H4A H 0.689686 0.583714 0.334425 0.066 Uiso 0.75 1 calc R U P C 1
C9 C 0.7063(2) 0.4495(2) 0.3739(2) 0.0316(6) Uani 0.75 1 d D . P C 1
H9 H 0.674406 0.409975 0.422490 0.038 Uiso 0.75 1 calc R U P C 1
C10 C 0.8623(3) 0.4228(2) 0.3145(2) 0.0280(7) Uani 0.75 1 d D . P C 1
H10 H 0.928492 0.416784 0.328087 0.034 Uiso 0.75 1 calc R U P C 1
C19 C 0.6381(4) 0.6516(3) 0.0319(3) 0.0440(11) Uani 0.75 1 d D U P D 1
H19A H 0.648315 0.706970 0.077788 0.066 Uiso 0.75 1 calc R U P D 1
H19B H 0.570888 0.647876 0.011639 0.066 Uiso 0.75 1 calc R U P D 1
H19C H 0.674766 0.665532 -0.022105 0.066 Uiso 0.75 1 calc R U P D 1
C27 C 0.7989(7) 0.4721(8) 0.5555(7) 0.0336(16) Uani 0.65(4) 1 d . U P C 1
H27 H 0.741102 0.507147 0.541053 0.040 Uiso 0.65(4) 1 calc R U P C 1
C28 C 0.9197(9) 0.4155(7) 0.6704(6) 0.0343(17) Uani 0.65(4) 1 d . U P C 1
H28 H 0.944059 0.410304 0.733523 0.041 Uiso 0.65(4) 1 calc R U P C 1
C29 C 0.8485(8) 0.4274(9) 0.4830(8) 0.0255(16) Uani 0.65(4) 1 d . U P C 1
C30 C 0.9687(8) 0.3739(8) 0.5990(7) 0.0365(16) Uani 0.65(4) 1 d . U P C 1
H30 H 1.027154 0.340227 0.613938 0.044 Uiso 0.65(4) 1 calc R U P C 1
C31 C 0.9346(8) 0.3801(9) 0.5061(8) 0.0299(16) Uani 0.65(4) 1 d . U P C 1
H31 H 0.970176 0.352054 0.458499 0.036 Uiso 0.65(4) 1 calc R U P C 1
C32 C 0.8352(9) 0.4646(7) 0.6482(6) 0.0357(17) Uani 0.65(4) 1 d . U P C 1
H32 H 0.801226 0.493643 0.696550 0.043 Uiso 0.65(4) 1 calc R U P C 1
O4A O 0.8661(6) 0.5569(6) 0.3007(5) 0.061(2) Uani 0.25 1 d D . P C 2
H4AA H 0.818788 0.578048 0.267906 0.091 Uiso 0.25 1 calc R U P C 2
C9A C 0.8586(11) 0.4517(9) 0.3139(9) 0.0380(7) Uani 0.25 1 d D U P C 2
H9A H 0.923388 0.423345 0.328107 0.046 Uiso 0.25 1 calc R U P C 2
C10A C 0.7013(6) 0.4074(8) 0.3562(7) 0.0334(7) Uani 0.25 1 d D U P C 2
H10A H 0.658583 0.395757 0.403188 0.040 Uiso 0.25 1 calc R U P C 2
C19A C 0.6282(11) 0.6207(11) -0.0016(10) 0.050(4) Uani 0.25 1 d D U P D 2
H19D H 0.559197 0.620918 -0.001212 0.075 Uiso 0.25 1 calc R U P D 2
H19E H 0.646597 0.594690 -0.061834 0.075 Uiso 0.25 1 calc R U P D 2
H19F H 0.652091 0.690786 0.007906 0.075 Uiso 0.25 1 calc R U P D 2
C27A C 0.772(2) 0.4673(17) 0.5455(17) 0.049(3) Uani 0.35(4) 1 d . U P C 2
H27A H 0.711467 0.492986 0.526638 0.059 Uiso 0.35(4) 1 calc R U P C 2
C28A C 0.890(2) 0.4299(16) 0.6657(15) 0.051(4) Uani 0.35(4) 1 d . U P C 2
H28A H 0.909445 0.431111 0.730196 0.062 Uiso 0.35(4) 1 calc R U P C 2
C29A C 0.8287(19) 0.431(2) 0.483(2) 0.043(3) Uani 0.35(4) 1 d . U P C 2
C30A C 0.9476(19) 0.3907(19) 0.6036(18) 0.054(4) Uani 0.35(4) 1 d . U P C 2
H30A H 1.007790 0.363632 0.623244 0.064 Uiso 0.35(4) 1 calc R U P C 2
C31A C 0.916(2) 0.391(2) 0.5101(19) 0.047(4) Uani 0.35(4) 1 d . U P C 2
H31A H 0.954542 0.364685 0.464596 0.056 Uiso 0.35(4) 1 calc R U P C 2
C32A C 0.804(2) 0.4672(16) 0.6368(17) 0.053(4) Uani 0.35(4) 1 d . U P C 2
H32A H 0.764896 0.494316 0.681826 0.064 Uiso 0.35(4) 1 calc R U P C 2
O2 O 0.53294(16) 0.4844(2) 0.21420(18) 0.0465(6) Uani 0.8 1 d D U P E 3
O2A O 0.5177(6) 0.4355(8) 0.1759(6) 0.042(2) Uani 0.2 1 d D U P E 4


_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 C13 1.220(3) . ?
O3 C20 1.219(2) . ?
N1 C13 1.354(3) . ?
N1 C14 1.400(3) . ?
N1 C19 1.470(4) . ?
N1 C19A 1.486(12) . ?
N2 C9 1.427(3) . ?
N2 C10 1.384(4) . ?
N2 C29 1.454(11) . ?
N2 C9A 1.384(13) . ?
N2 C10A 1.540(9) . ?
N2 C29A 1.38(3) . ?
C1 C2 1.396(3) . ?
C1 C6 1.397(3) . ?
C1 C7 1.484(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.375(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.509(3) . ?
C7 O2 1.220(3) . ?
C7 O2A 1.382(8) . ?
C8 H8 1.0000 . ?
C8 C12 1.540(3) . ?
C8 C9 1.574(3) . ?
C8 C10A 1.200(9) . ?
C11 H11 1.0000 . ?
C11 C12 1.524(3) . ?
C11 C20 1.475(3) . ?
C11 C10 1.362(4) . ?
C11 C9A 1.386(13) . ?
C12 C13 1.559(3) . ?
C12 C33 1.509(3) . ?
C14 C15 1.370(4) . ?
C14 C33 1.400(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(3) . ?
C18 H18 0.9500 . ?
C18 C33 1.368(3) . ?
C20 C21 1.491(3) . ?
C21 C22 1.387(3) . ?
C21 C26 1.393(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.397(4) . ?
C26 H26 0.9500 . ?
O4 H4A 0.8400 . ?
O4 C9 1.387(3) . ?
C9 H9 1.0000 . ?
C10 H10 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C29 1.421(14) . ?
C27 C32 1.398(9) . ?
C28 H28 0.9500 . ?
C28 C30 1.388(10) . ?
C28 C32 1.377(7) . ?
C29 C31 1.390(10) . ?
C30 H30 0.9500 . ?
C30 C31 1.389(11) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
O4A H4AA 0.8400 . ?
O4A C9A 1.388(13) . ?
C9A H9A 1.0000 . ?
C10A H10A 0.9500 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C27A H27A 0.9500 . ?
C27A C29A 1.33(3) . ?
C27A C32A 1.36(2) . ?
C28A H28A 0.9500 . ?
C28A C30A 1.35(2) . ?
C28A C32A 1.346(16) . ?
C29A C31A 1.37(2) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.39(3) . ?
C31A H31A 0.9500 . ?
C32A H32A 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
C13 N1 C14 112.76(18) . . ?
C13 N1 C19 118.0(3) . . ?
C13 N1 C19A 142.8(6) . . ?
C14 N1 C19 129.1(3) . . ?
C14 N1 C19A 104.3(6) . . ?
C9 N2 C29 119.4(5) . . ?
C10 N2 C9 121.5(2) . . ?
C10 N2 C29 118.7(5) . . ?
C9A N2 C10A 111.8(7) . . ?
C29A N2 C9A 130.4(13) . . ?
C29A N2 C10A 117.6(12) . . ?
C2 C1 C6 118.21(19) . . ?
C2 C1 C7 123.43(18) . . ?
C6 C1 C7 118.36(19) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.78(19) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C7 C8 119.60(17) . . ?
O2 C7 C1 122.5(2) . . ?
O2 C7 C8 117.5(2) . . ?
O2A C7 C1 107.7(4) . . ?
O2A C7 C8 124.0(4) . . ?
C7 C8 H8 105.1 . . ?
C7 C8 C12 114.47(17) . . ?
C7 C8 C9 111.31(18) . . ?
C12 C8 H8 105.1 . . ?
C12 C8 C9 114.55(19) . . ?
C9 C8 H8 105.1 . . ?
C10A C8 C7 115.8(5) . . ?
C10A C8 C12 123.4(5) . . ?
C12 C11 H11 98.7 . . ?
C20 C11 H11 98.7 . . ?
C20 C11 C12 117.21(17) . . ?
C10 C11 C12 122.4(2) . . ?
C10 C11 C20 119.3(2) . . ?
C9A C11 H11 98.7 . . ?
C9A C11 C12 116.8(6) . . ?
C9A C11 C20 119.3(6) . . ?
C8 C12 C13 114.34(17) . . ?
C11 C12 C8 105.87(16) . . ?
C11 C12 C13 111.34(18) . . ?
C33 C12 C8 110.43(17) . . ?
C33 C12 C11 113.30(17) . . ?
C33 C12 C13 101.77(17) . . ?
O1 C13 N1 125.9(2) . . ?
O1 C13 C12 126.7(2) . . ?
N1 C13 C12 107.4(2) . . ?
N1 C14 C33 109.0(2) . . ?
C15 C14 N1 129.4(2) . . ?
C15 C14 C33 121.6(3) . . ?
C14 C15 H15 121.3 . . ?
C14 C15 C16 117.5(2) . . ?
C16 C15 H15 121.3 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(2) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.8(3) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.6 . . ?
C33 C18 C17 118.9(2) . . ?
C33 C18 H18 120.6 . . ?
O3 C20 C11 120.11(18) . . ?
O3 C20 C21 119.46(18) . . ?
C11 C20 C21 120.43(17) . . ?
C22 C21 C20 118.8(2) . . ?
C22 C21 C26 120.0(2) . . ?
C26 C21 C20 120.9(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.9(3) . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 119.1(3) . . ?
C21 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C14 C33 C12 109.1(2) . . ?
C18 C33 C12 130.41(19) . . ?
C18 C33 C14 120.5(2) . . ?
C9 O4 H4A 109.5 . . ?
N2 C9 C8 108.5(2) . . ?
N2 C9 H9 106.9 . . ?
C8 C9 H9 106.9 . . ?
O4 C9 N2 114.4(2) . . ?
O4 C9 C8 112.9(2) . . ?
O4 C9 H9 106.9 . . ?
N2 C10 H10 118.2 . . ?
C11 C10 N2 123.5(3) . . ?
C11 C10 H10 118.2 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C29 C27 H27 120.0 . . ?
C32 C27 H27 120.0 . . ?
C32 C27 C29 120.0(7) . . ?
C30 C28 H28 120.6 . . ?
C32 C28 H28 120.6 . . ?
C32 C28 C30 118.9(6) . . ?
C27 C29 N2 118.5(7) . . ?
C31 C29 N2 122.9(9) . . ?
C31 C29 C27 118.5(9) . . ?
C28 C30 H30 119.1 . . ?
C28 C30 C31 121.8(6) . . ?
C31 C30 H30 119.1 . . ?
C29 C31 H31 120.0 . . ?
C30 C31 C29 120.0(8) . . ?
C30 C31 H31 120.0 . . ?
C27 C32 H32 119.6 . . ?
C28 C32 C27 120.8(7) . . ?
C28 C32 H32 119.6 . . ?
C9A O4A H4AA 109.5 . . ?
N2 C9A C11 121.6(11) . . ?
N2 C9A O4A 111.4(9) . . ?
N2 C9A H9A 108.2 . . ?
C11 C9A O4A 98.3(8) . . ?
C11 C9A H9A 108.2 . . ?
O4A C9A H9A 108.2 . . ?
N2 C10A H10A 117.4 . . ?
C8 C10A N2 125.2(7) . . ?
C8 C10A H10A 117.4 . . ?
N1 C19A H19D 109.5 . . ?
N1 C19A H19E 109.5 . . ?
N1 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C29A C27A H27A 120.8 . . ?
C29A C27A C32A 118.4(17) . . ?
C32A C27A H27A 120.8 . . ?
C30A C28A H28A 119.7 . . ?
C32A C28A H28A 119.7 . . ?
C32A C28A C30A 120.6(17) . . ?
C27A C29A N2 123.4(18) . . ?
C27A C29A C31A 121(2) . . ?
C31A C29A N2 116(2) . . ?
C28A C30A H30A 121.3 . . ?
C28A C30A C31A 117.4(15) . . ?
C31A C30A H30A 121.3 . . ?
C29A C31A C30A 121(2) . . ?
C29A C31A H31A 119.7 . . ?
C30A C31A H31A 119.7 . . ?
C27A C32A H32A 118.9 . . ?
C28A C32A C27A 122.1(16) . . ?
C28A C32A H32A 118.9 . . ?

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
O3 C20 C21 C22 37.6(3) . . . . ?
O3 C20 C21 C26 -135.8(2) . . . . ?
N1 C14 C15 C16 -179.8(2) . . . . ?
N1 C14 C33 C12 1.1(2) . . . . ?
N1 C14 C33 C18 179.77(18) . . . . ?
N2 C29 C31 C30 -174.9(8) . . . . ?
N2 C29A C31A C30A 179(2) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C1 C7 C8 C12 153.50(19) . . . . ?
C1 C7 C8 C9 -74.6(3) . . . . ?
C1 C7 C8 C10A -53.4(6) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
C2 C1 C7 C8 -8.4(3) . . . . ?
C2 C1 C7 O2 179.3(3) . . . . ?
C2 C1 C7 O2A 140.4(5) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 -1.8(4) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C6 C1 C2 C3 -2.1(3) . . . . ?
C6 C1 C7 C8 171.6(2) . . . . ?
C6 C1 C7 O2 -0.7(4) . . . . ?
C6 C1 C7 O2A -39.5(5) . . . . ?
C7 C1 C2 C3 177.9(2) . . . . ?
C7 C1 C6 C5 -178.8(2) . . . . ?
C7 C8 C12 C11 -179.45(18) . . . . ?
C7 C8 C12 C13 57.6(3) . . . . ?
C7 C8 C12 C33 -56.4(2) . . . . ?
C7 C8 C9 N2 173.98(19) . . . . ?
C7 C8 C9 O4 -58.1(3) . . . . ?
C7 C8 C10A N2 -162.6(6) . . . . ?
C8 C12 C13 O1 61.0(3) . . . . ?
C8 C12 C13 N1 -119.4(2) . . . . ?
C8 C12 C33 C14 121.31(18) . . . . ?
C8 C12 C33 C18 -57.2(3) . . . . ?
C11 C12 C13 O1 -58.9(3) . . . . ?
C11 C12 C13 N1 120.67(19) . . . . ?
C11 C12 C33 C14 -120.12(19) . . . . ?
C11 C12 C33 C18 61.4(3) . . . . ?
C11 C20 C21 C22 -143.2(2) . . . . ?
C11 C20 C21 C26 43.4(3) . . . . ?
C12 C8 C9 N2 -54.2(3) . . . . ?
C12 C8 C9 O4 73.7(3) . . . . ?
C12 C8 C10A N2 -12.1(11) . . . . ?
C12 C11 C20 O3 28.2(3) . . . . ?
C12 C11 C20 C21 -151.0(2) . . . . ?
C12 C11 C10 N2 4.0(4) . . . . ?
C12 C11 C9A N2 41.7(12) . . . . ?
C12 C11 C9A O4A -79.7(9) . . . . ?
C13 N1 C14 C15 177.9(2) . . . . ?
C13 N1 C14 C33 -1.4(2) . . . . ?
C13 C12 C33 C14 -0.5(2) . . . . ?
C13 C12 C33 C18 -178.9(2) . . . . ?
C14 N1 C13 O1 -179.3(2) . . . . ?
C14 N1 C13 C12 1.1(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C14 C33 C12 -178.24(19) . . . . ?
C15 C14 C33 C18 0.4(3) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C33 -0.3(3) . . . . ?
C17 C18 C33 C12 178.35(19) . . . . ?
C17 C18 C33 C14 0.0(3) . . . . ?
C20 C11 C12 C8 166.13(19) . . . . ?
C20 C11 C12 C13 -69.0(3) . . . . ?
C20 C11 C12 C33 45.0(3) . . . . ?
C20 C11 C10 N2 172.0(2) . . . . ?
C20 C11 C9A N2 -167.7(7) . . . . ?
C20 C11 C9A O4A 70.9(10) . . . . ?
C20 C21 C22 C23 -174.7(2) . . . . ?
C20 C21 C26 C25 172.1(2) . . . . ?
C21 C22 C23 C24 2.8(4) . . . . ?
C22 C21 C26 C25 -1.2(3) . . . . ?
C22 C23 C24 C25 -1.7(4) . . . . ?
C23 C24 C25 C26 -0.8(4) . . . . ?
C24 C25 C26 C21 2.2(4) . . . . ?
C26 C21 C22 C23 -1.3(3) . . . . ?
C33 C12 C13 O1 -179.9(2) . . . . ?
C33 C12 C13 N1 -0.3(2) . . . . ?
C33 C14 C15 C16 -0.5(3) . . . . ?
C9 N2 C10 C11 -6.7(4) . . . . ?
C9 N2 C29 C27 -16.9(11) . . . . ?
C9 N2 C29 C31 160.5(8) . . . . ?
C9 C8 C12 C11 50.3(2) . . . . ?
C9 C8 C12 C13 -72.7(2) . . . . ?
C9 C8 C12 C33 173.27(18) . . . . ?
C10 N2 C9 C8 30.3(3) . . . . ?
C10 N2 C9 O4 -96.7(3) . . . . ?
C10 N2 C29 C27 156.2(7) . . . . ?
C10 N2 C29 C31 -26.4(12) . . . . ?
C10 C11 C12 C8 -25.6(3) . . . . ?
C10 C11 C12 C13 99.2(3) . . . . ?
C10 C11 C12 C33 -146.8(2) . . . . ?
C10 C11 C20 O3 -140.5(2) . . . . ?
C10 C11 C20 C21 40.3(3) . . . . ?
C19 N1 C13 O1 -3.9(4) . . . . ?
C19 N1 C13 C12 176.5(3) . . . . ?
C19 N1 C14 C15 3.1(4) . . . . ?
C19 N1 C14 C33 -176.2(3) . . . . ?
C27 C29 C31 C30 2.5(14) . . . . ?
C28 C30 C31 C29 -1.2(13) . . . . ?
C29 N2 C9 C8 -156.8(5) . . . . ?
C29 N2 C9 O4 76.1(6) . . . . ?
C29 N2 C10 C11 -179.7(6) . . . . ?
C29 C27 C32 C28 1.1(12) . . . . ?
C30 C28 C32 C27 0.3(11) . . . . ?
C32 C27 C29 N2 175.1(8) . . . . ?
C32 C27 C29 C31 -2.4(13) . . . . ?
C32 C28 C30 C31 -0.2(11) . . . . ?
C9A N2 C10A C8 4.0(12) . . . . ?
C9A N2 C29A C27A 138.5(18) . . . . ?
C9A N2 C29A C31A -41(3) . . . . ?
C9A C11 C12 C8 -42.6(6) . . . . ?
C9A C11 C12 C13 82.2(6) . . . . ?
C9A C11 C12 C33 -163.8(6) . . . . ?
C9A C11 C20 O3 -122.3(6) . . . . ?
C9A C11 C20 C21 58.5(7) . . . . ?
C10A N2 C9A C11 -19.1(13) . . . . ?
C10A N2 C9A O4A 95.9(11) . . . . ?
C10A N2 C29A C27A -37(3) . . . . ?
C10A N2 C29A C31A 143.5(19) . . . . ?
C10A C8 C12 C11 29.7(6) . . . . ?
C10A C8 C12 C13 -93.3(6) . . . . ?
C10A C8 C12 C33 152.7(6) . . . . ?
C19A N1 C13 O1 -4.3(11) . . . . ?
C19A N1 C13 C12 176.1(10) . . . . ?
C19A N1 C14 C15 1.0(7) . . . . ?
C19A N1 C14 C33 -178.3(7) . . . . ?
C27A C29A C31A C30A -1(4) . . . . ?
C28A C30A C31A C29A 0(3) . . . . ?
C29A N2 C9A C11 165.4(17) . . . . ?
C29A N2 C9A O4A -80(2) . . . . ?
C29A N2 C10A C8 -179.9(15) . . . . ?
C29A C27A C32A C28A -1(3) . . . . ?
C30A C28A C32A C27A 0(3) . . . . ?
C32A C27A C29A N2 -178(2) . . . . ?
C32A C27A C29A C31A 1(3) . . . . ?
C32A C28A C30A C31A 1(3) . . . . ?
O2 C7 C8 C12 -33.8(3) . . . . ?
O2A C7 C8 C12 9.9(6) . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 36 3 '1.2 H2O'
2 0.500 0.500 0.500 36 3 '1.2 H2O'

_platon_squeeze_void_probe_radius 1.20
_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 1.665
_oxdiff_exptl_absorpt_empirical_full_min 0.738
####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 2516056'
loop_
_audit_author_name
_audit_author_address
'Xuesen Fan'
;Henan Normal University
China
;
_audit_update_record             
;
2025-12-15 deposited with the CCDC.	2026-01-29 downloaded from the CCDC.
;
_audit_creation_date             2025-04-25
_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         'C28 H22 N2 O3'
_chemical_formula_sum            'C28 H22 N2 O3'
_chemical_formula_weight         434.47
_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                   10.5512(2)
_cell_length_b                   11.4283(3)
_cell_length_c                   18.4184(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.581(2)
_cell_angle_gamma                90
_cell_volume                     2196.07(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4941
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2900
_cell_measurement_theta_min      4.2200
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.874
_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72761
_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    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_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  0.0203
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9785
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.313
_diffrn_reflns_theta_min         4.238
_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 0.998
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00 -10.00   1.00    1.50    --  -35.37  60.00  11.00   36
  2  ω    -63.00 -32.00   1.00    1.50    --  -35.37 -60.00-127.00   31
  3  ω    -94.00 -69.00   1.00    1.50    --  -35.37 -60.00-127.00   25
  4  ω     51.00 122.00   1.00    6.01    --  106.81 -60.00-127.00   71
  5  ω    124.00 150.00   1.00    6.01    --  106.81  60.00  11.00   26
  6  ω     94.00 120.00   1.00    6.01    --  106.81  60.00  11.00   26
  7  ω    -21.00  62.00   1.00    1.50    --   35.37 -77.00-150.00   83
  8  ω    -14.00  11.00   1.00    1.50    --   35.37 -60.00-127.00   25
  9  ω     40.00  99.00   1.00    1.50    --   35.37  60.00  11.00   59
 10  ω     61.00 103.00   1.00    1.50    --   35.37  38.00 120.00   42
 11  ω     61.00 107.00   1.00    1.50    --   35.37 178.00-180.00   46
 12  ω     35.00 105.00   1.00    1.50    --   35.37  38.00 -30.00   70
 13  ω     59.00 104.00   1.00    6.01    --  106.81-111.00 150.00   45
 14  ω     91.00 175.00   1.00    6.01    --  106.81  45.00 -30.00   84
 15  ω     68.00 110.00   1.00    6.01    --  106.81 178.00-180.00   42
 16  ω     97.00 157.00   1.00    6.01    --  106.81  45.00 -60.00   60
 17  ω    146.00 172.00   1.00    6.01    --  106.81  77.00 120.00   26
 18  ω     49.00 105.00   1.00    6.01    --  106.81 -94.00  90.00   56
 19  ω    108.00 134.00   1.00    6.01    --  106.81  77.00-180.00   26
 20  ω    110.00 170.00   1.00    6.01    --  106.81  77.00  30.00   60
 21  ω     40.00 106.00   1.00    6.01    --  106.81-111.00-120.00   66
;
_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      0.0580726000
_diffrn_orient_matrix_UB_12      -0.0501277000
_diffrn_orient_matrix_UB_13      0.0752995000
_diffrn_orient_matrix_UB_21      0.1163267000
_diffrn_orient_matrix_UB_22      0.0819987000
_diffrn_orient_matrix_UB_23      0.0015748000
_diffrn_orient_matrix_UB_31      -0.0700516000
_diffrn_orient_matrix_UB_32      0.0945579000
_diffrn_orient_matrix_UB_33      0.0384439000
_diffrn_oxdiff_digest_frames     
;
01cc189e5f5afae7672d4f6c5fa1084bea00030c288
;
_diffrn_oxdiff_digest_hkl        
;
01ba15dbaadab2b3be8eeb10cb67721fc4c757
;
_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                3602
_reflns_number_total             4168
_reflns_odcompleteness_completeness 99.88
_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 (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         0.232
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0551
_refine_ls_restrained_S_all      1.043
_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)+(0.1008P)²+0.3310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1603
_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), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_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 0.11602(13) 0.00797(12) 0.31288(8) 0.0595(4) Uani 1 1 d . . . . .
O2 O 0.02859(16) 0.19117(14) 0.42944(10) 0.0765(5) Uani 1 1 d . . . . .
O3 O 0.42858(14) 0.02136(12) 0.32023(8) 0.0598(4) Uani 1 1 d . . . . .
N1 N 0.23722(15) 0.02182(13) 0.42685(8) 0.0501(4) Uani 1 1 d . . . . .
N2 N 0.18854(13) 0.34679(14) 0.22490(8) 0.0476(4) Uani 1 1 d . . . . .
C1 C 0.31912(16) 0.10325(16) 0.46520(9) 0.0463(4) Uani 1 1 d . . . . .
C2 C 0.39390(19) 0.0934(2) 0.53349(10) 0.0589(5) Uani 1 1 d . . . . .
H2 H 0.3911 0.0262 0.5618 0.071 Uiso 1 1 calc R . . . .
C3 C 0.47234(19) 0.1857(2) 0.55828(10) 0.0658(6) Uani 1 1 d . . . . .
H3 H 0.5225 0.1807 0.6042 0.079 Uiso 1 1 calc R . . . .
C4 C 0.4784(2) 0.2854(2) 0.51672(11) 0.0633(5) Uani 1 1 d . . . . .
H4 H 0.5324 0.3465 0.5347 0.076 Uiso 1 1 calc R . . . .
C5 C 0.40389(17) 0.29485(17) 0.44772(10) 0.0508(4) Uani 1 1 d . . . . .
H5 H 0.4083 0.3614 0.4191 0.061 Uiso 1 1 calc R . . . .
C6 C 0.32420(15) 0.20418(15) 0.42296(8) 0.0416(4) Uani 1 1 d . . . . .
C7 C 0.23904(14) 0.18747(14) 0.34983(8) 0.0390(3) Uani 1 1 d . . . . .
C8 C 0.18800(15) 0.06102(16) 0.35848(9) 0.0456(4) Uani 1 1 d . . . . .
C9 C 0.12857(15) 0.27511(15) 0.33694(9) 0.0418(4) Uani 1 1 d . . . . .
C10 C 0.03620(16) 0.27536(17) 0.38987(10) 0.0492(4) Uani 1 1 d . . . . .
C11 C -0.04670(16) 0.37993(18) 0.39760(9) 0.0496(4) Uani 1 1 d . . . . .
C12 C -0.0035(2) 0.4933(2) 0.39585(13) 0.0658(6) Uani 1 1 d . . . . .
H12 H 0.0788 0.5070 0.3854 0.079 Uiso 1 1 calc R . . . .
C13 C -0.0790(3) 0.5872(2) 0.40926(16) 0.0851(8) Uani 1 1 d . . . . .
H13 H -0.0471 0.6630 0.4087 0.102 Uiso 1 1 calc R . . . .
C14 C -0.2005(3) 0.5684(3) 0.42321(15) 0.0878(9) Uani 1 1 d . . . . .
H14 H -0.2525 0.6314 0.4311 0.105 Uiso 1 1 calc R . . . .
C15 C -0.2459(2) 0.4559(3) 0.42554(14) 0.0823(8) Uani 1 1 d . . . . .
H15 H -0.3288 0.4432 0.4354 0.099 Uiso 1 1 calc R . . . .
C16 C -0.16986(19) 0.3613(2) 0.41342(12) 0.0655(6) Uani 1 1 d . . . . .
H16 H -0.2011 0.2856 0.4158 0.079 Uiso 1 1 calc R . . . .
C17 C 0.11018(15) 0.34539(16) 0.27783(9) 0.0449(4) Uani 1 1 d . . . . .
H17 H 0.0403 0.3959 0.2726 0.054 Uiso 1 1 calc R . . . .
C18 C 0.29160(15) 0.27363(15) 0.23243(8) 0.0420(4) Uani 1 1 d . . . . .
H18 H 0.3463 0.2773 0.1973 0.050 Uiso 1 1 calc R . . . .
C19 C 0.31889(14) 0.19665(14) 0.28744(8) 0.0388(3) Uani 1 1 d . . . . .
C20 C 0.42542(15) 0.11452(14) 0.28730(9) 0.0415(4) Uani 1 1 d . . . . .
C21 C 0.53612(14) 0.14459(15) 0.24809(9) 0.0408(4) Uani 1 1 d . . . . .
C22 C 0.58009(18) 0.06180(17) 0.20278(11) 0.0539(4) Uani 1 1 d . . . . .
H22 H 0.5359 -0.0083 0.1932 0.065 Uiso 1 1 calc R . . . .
C23 C 0.6891(2) 0.0830(2) 0.17187(13) 0.0646(5) Uani 1 1 d . . . . .
H23 H 0.7169 0.0281 0.1404 0.077 Uiso 1 1 calc R . . . .
C24 C 0.75676(19) 0.1848(2) 0.18740(13) 0.0653(6) Uani 1 1 d . . . . .
H24 H 0.8320 0.1973 0.1679 0.078 Uiso 1 1 calc R . . . .
C25 C 0.71391(19) 0.26850(19) 0.23166(13) 0.0616(5) Uani 1 1 d . . . . .
H25 H 0.7592 0.3379 0.2416 0.074 Uiso 1 1 calc R . . . .
C26 C 0.60274(17) 0.24843(16) 0.26135(11) 0.0517(4) Uani 1 1 d . . . . .
H26 H 0.5726 0.3054 0.2905 0.062 Uiso 1 1 calc R . . . .
C27 C 0.1971(2) -0.08625(19) 0.45783(14) 0.0711(6) Uani 1 1 d . . . . .
H27A H 0.2712 -0.1323 0.4760 0.107 Uiso 1 1 calc GR . . . .
H27B H 0.1431 -0.1294 0.4206 0.107 Uiso 1 1 calc GR . . . .
H27C H 0.1505 -0.0687 0.4974 0.107 Uiso 1 1 calc GR . . . .
C28 C 0.1672(2) 0.4293(2) 0.16331(11) 0.0643(6) Uani 1 1 d . . . . .
H28A H 0.2426 0.4760 0.1628 0.096 Uiso 1 1 calc GR . . . .
H28B H 0.0960 0.4791 0.1687 0.096 Uiso 1 1 calc GR . . . .
H28C H 0.1490 0.3866 0.1180 0.096 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 C8 1.208(2) . ?
O2 C10 1.217(2) . ?
O3 C20 1.223(2) . ?
N1 C1 1.389(3) . ?
N1 C8 1.364(2) . ?
N1 C27 1.450(2) . ?
N2 C17 1.369(2) . ?
N2 C18 1.362(2) . ?
N2 C28 1.466(2) . ?
C1 C2 1.386(3) . ?
C1 C6 1.397(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.376(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.395(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.369(3) . ?
C6 C7 1.515(2) . ?
C7 C8 1.559(2) . ?
C7 C9 1.528(2) . ?
C7 C19 1.527(2) . ?
C9 C10 1.478(2) . ?
C9 C17 1.344(2) . ?
C10 C11 1.500(3) . ?
C11 C12 1.375(3) . ?
C11 C16 1.390(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.340(2) . ?
C19 C20 1.465(2) . ?
C20 C21 1.502(2) . ?
C21 C22 1.387(2) . ?
C21 C26 1.382(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.373(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C1 N1 C27 124.50(17) . . ?
C8 N1 C1 111.81(14) . . ?
C8 N1 C27 123.36(18) . . ?
C17 N2 C28 121.27(14) . . ?
C18 N2 C17 118.56(14) . . ?
C18 N2 C28 120.09(13) . . ?
N1 C1 C6 110.04(15) . . ?
C2 C1 N1 129.31(18) . . ?
C2 C1 C6 120.59(19) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.12(19) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.64(18) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.65(19) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C7 108.91(15) . . ?
C5 C6 C1 120.80(16) . . ?
C5 C6 C7 130.14(15) . . ?
C6 C7 C8 101.19(13) . . ?
C6 C7 C9 113.13(13) . . ?
C6 C7 C19 109.86(12) . . ?
C9 C7 C8 110.88(13) . . ?
C19 C7 C8 112.25(13) . . ?
C19 C7 C9 109.38(12) . . ?
O1 C8 N1 126.17(17) . . ?
O1 C8 C7 125.81(16) . . ?
N1 C8 C7 108.01(14) . . ?
C10 C9 C7 117.49(14) . . ?
C17 C9 C7 122.16(14) . . ?
C17 C9 C10 120.24(15) . . ?
O2 C10 C9 120.16(16) . . ?
O2 C10 C11 118.79(15) . . ?
C9 C10 C11 121.03(15) . . ?
C12 C11 C10 123.22(16) . . ?
C12 C11 C16 118.22(19) . . ?
C16 C11 C10 118.34(19) . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.7(2) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.7(2) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 120.1 . . ?
C15 C16 C11 119.8(2) . . ?
C15 C16 H16 120.1 . . ?
N2 C17 H17 118.2 . . ?
C9 C17 N2 123.67(15) . . ?
C9 C17 H17 118.2 . . ?
N2 C18 H18 118.0 . . ?
C19 C18 N2 123.91(14) . . ?
C19 C18 H18 118.0 . . ?
C18 C19 C7 122.26(14) . . ?
C18 C19 C20 119.85(14) . . ?
C20 C19 C7 117.85(13) . . ?
O3 C20 C19 121.40(14) . . ?
O3 C20 C21 118.16(14) . . ?
C19 C20 C21 120.42(14) . . ?
C22 C21 C20 119.17(16) . . ?
C26 C21 C20 121.53(15) . . ?
C26 C21 C22 119.02(16) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.23(19) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.17(19) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.40(18) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.41(19) . . ?
C26 C25 H25 120.3 . . ?
C21 C26 C25 120.71(18) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N2 C28 H28A 109.5 . . ?
N2 C28 H28B 109.5 . . ?
N2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
O2 C10 C11 C12 138.2(2) . . . . ?
O2 C10 C11 C16 -36.2(3) . . . . ?
O3 C20 C21 C22 48.3(2) . . . . ?
O3 C20 C21 C26 -125.58(19) . . . . ?
N1 C1 C2 C3 176.98(17) . . . . ?
N1 C1 C6 C5 -176.67(15) . . . . ?
N1 C1 C6 C7 -0.61(18) . . . . ?
N2 C18 C19 C7 -2.9(3) . . . . ?
N2 C18 C19 C20 174.60(16) . . . . ?
C1 N1 C8 O1 178.74(16) . . . . ?
C1 N1 C8 C7 -2.22(18) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C1 C6 C7 C8 -0.64(16) . . . . ?
C1 C6 C7 C9 118.02(15) . . . . ?
C1 C6 C7 C19 -119.44(14) . . . . ?
C2 C1 C6 C5 0.6(2) . . . . ?
C2 C1 C6 C7 176.70(15) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C4 C5 C6 C7 -176.26(17) . . . . ?
C5 C6 C7 C8 174.93(16) . . . . ?
C5 C6 C7 C9 -66.4(2) . . . . ?
C5 C6 C7 C19 56.1(2) . . . . ?
C6 C1 C2 C3 0.3(3) . . . . ?
C6 C7 C8 O1 -179.26(16) . . . . ?
C6 C7 C8 N1 1.69(16) . . . . ?
C6 C7 C9 C10 -60.17(19) . . . . ?
C6 C7 C9 C17 123.58(18) . . . . ?
C6 C7 C19 C18 -123.57(17) . . . . ?
C6 C7 C19 C20 58.88(19) . . . . ?
C7 C9 C10 O2 -18.7(3) . . . . ?
C7 C9 C10 C11 159.36(16) . . . . ?
C7 C9 C17 N2 -1.2(3) . . . . ?
C7 C19 C20 O3 22.1(2) . . . . ?
C7 C19 C20 C21 -156.15(14) . . . . ?
C8 N1 C1 C2 -175.17(17) . . . . ?
C8 N1 C1 C6 1.84(19) . . . . ?
C8 C7 C9 C10 52.71(19) . . . . ?
C8 C7 C9 C17 -123.54(17) . . . . ?
C8 C7 C19 C18 124.67(17) . . . . ?
C8 C7 C19 C20 -52.88(18) . . . . ?
C9 C7 C8 O1 60.5(2) . . . . ?
C9 C7 C8 N1 -118.57(14) . . . . ?
C9 C7 C19 C18 1.2(2) . . . . ?
C9 C7 C19 C20 -176.39(13) . . . . ?
C9 C10 C11 C12 -39.9(3) . . . . ?
C9 C10 C11 C16 145.64(18) . . . . ?
C10 C9 C17 N2 -177.31(17) . . . . ?
C10 C11 C12 C13 -174.5(2) . . . . ?
C10 C11 C16 C15 175.89(19) . . . . ?
C11 C12 C13 C14 -1.3(4) . . . . ?
C12 C11 C16 C15 1.2(3) . . . . ?
C12 C13 C14 C15 1.5(4) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C11 -1.0(4) . . . . ?
C16 C11 C12 C13 -0.1(4) . . . . ?
C17 N2 C18 C19 2.5(3) . . . . ?
C17 C9 C10 O2 157.6(2) . . . . ?
C17 C9 C10 C11 -24.3(3) . . . . ?
C18 N2 C17 C9 -0.4(3) . . . . ?
C18 C19 C20 O3 -155.49(17) . . . . ?
C18 C19 C20 C21 26.2(2) . . . . ?
C19 C7 C8 O1 -62.2(2) . . . . ?
C19 C7 C8 N1 118.76(14) . . . . ?
C19 C7 C9 C10 177.03(14) . . . . ?
C19 C7 C9 C17 0.8(2) . . . . ?
C19 C20 C21 C22 -133.40(18) . . . . ?
C19 C20 C21 C26 52.7(2) . . . . ?
C20 C21 C22 C23 -173.67(18) . . . . ?
C20 C21 C26 C25 172.01(17) . . . . ?
C21 C22 C23 C24 1.8(3) . . . . ?
C22 C21 C26 C25 -1.9(3) . . . . ?
C22 C23 C24 C25 -2.4(4) . . . . ?
C23 C24 C25 C26 0.9(3) . . . . ?
C24 C25 C26 C21 1.2(3) . . . . ?
C26 C21 C22 C23 0.3(3) . . . . ?
C27 N1 C1 C2 11.2(3) . . . . ?
C27 N1 C1 C6 -171.80(17) . . . . ?
C27 N1 C8 O1 -7.5(3) . . . . ?
C27 N1 C8 C7 171.50(16) . . . . ?
C28 N2 C17 C9 -177.1(2) . . . . ?
C28 N2 C18 C19 179.25(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 2.009
_oxdiff_exptl_absorpt_empirical_full_min 0.679
