# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_1
_database_code_depnum_ccdc_archive 'CCDC 2410469'
loop_
_audit_author_name
_audit_author_address
'Lizhi Chu'
;Qingdao University Of Science and Technology
China
;
_audit_update_record             
;
2024-12-16 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H26 N4 O'
_chemical_formula_sum            'C41 H26 N4 O'
_chemical_formula_weight         590.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.3270(13)
_cell_length_b                   11.0712(14)
_cell_length_c                   13.0992(17)
_cell_angle_alpha                93.047(2)
_cell_angle_beta                 92.234(2)
_cell_angle_gamma                102.161(2)
_cell_volume                     1460.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3814
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7465
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         3.317
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4131
_reflns_number_total             5101
_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       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.0188(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         5101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      0.955
_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)+(0.0532P)²+0.3209P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0960
_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:
 C10(H10), C11(H11), C12(H12), C13(H13), C5(H5), C4(H4), C3(H3), C2(H2),
 C1(H1), C16(H16), C17(H17), C18(H18), C19(H19), C23(H23), C24(H24), C25(H25),
 C26(H26), C27(H27), C30(H30), C31(H31), C32(H32), C33(H33), C39(H39), C38(H38),
  C37(H37), C36(H36)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.61284(9) 0.87847(9) 0.88212(7) 0.0280(2) Uani 1 1 d . . . . .
N3 N 0.68249(11) 0.65544(10) 0.59031(8) 0.0231(3) Uani 1 1 d . . . . .
N4 N 0.67901(11) 0.75693(10) 0.44714(8) 0.0260(3) Uani 1 1 d . . . . .
N1 N 0.67317(13) 0.85756(12) 1.04246(9) 0.0369(3) Uani 1 1 d . . . . .
N2 N 0.78750(13) 0.89858(12) 0.98875(9) 0.0362(3) Uani 1 1 d . . . . .
C40 C 0.78317(13) 0.61660(12) 0.33490(10) 0.0243(3) Uani 1 1 d . . . . .
C29 C 0.78854(13) 0.47811(12) 0.51818(10) 0.0239(3) Uani 1 1 d . . . . .
C14 C 0.78773(13) 0.94600(12) 0.70734(10) 0.0237(3) Uani 1 1 d . . . . .
C9 C 0.83263(13) 0.94568(12) 0.81015(10) 0.0258(3) Uani 1 1 d . . . . .
C35 C 0.83623(13) 0.50852(12) 0.33285(10) 0.0255(3) Uani 1 1 d . . . . .
C00B C 0.73396(13) 0.65477(12) 0.42932(10) 0.0231(3) Uani 1 1 d . . . . .
C20 C 0.58244(13) 0.84522(12) 0.59576(10) 0.0237(3) Uani 1 1 d . . . . .
C21 C 0.64933(13) 0.75475(12) 0.54392(10) 0.0232(3) Uani 1 1 d . . . . .
C34 C 0.84093(13) 0.44045(12) 0.42558(10) 0.0245(3) Uani 1 1 d . . . . .
C22 C 0.66246(13) 0.62914(12) 0.69551(10) 0.0230(3) Uani 1 1 d . . . . .
C15 C 0.64556(13) 0.93313(12) 0.67261(9) 0.0233(3) Uani 1 1 d . . . . .
C28 C 0.73698(13) 0.58969(12) 0.51580(10) 0.0224(3) Uani 1 1 d . . . . .
C8 C 0.74726(14) 0.90987(12) 0.89524(10) 0.0267(3) Uani 1 1 d . . . . .
C39 C 0.78048(14) 0.68329(13) 0.24699(10) 0.0292(3) Uani 1 1 d . . . . .
H39 H 0.7444 0.7555 0.2494 0.035 Uiso 1 1 calc R U . . .
C16 C 0.57678(14) 1.01984(13) 0.71080(10) 0.0288(3) Uani 1 1 d . . . . .
H16 H 0.6190 1.0804 0.7624 0.035 Uiso 1 1 calc R U . . .
C7 C 0.57397(15) 0.84640(13) 0.97696(10) 0.0293(3) Uani 1 1 d . . . . .
C10 C 0.96868(14) 0.97424(13) 0.83582(11) 0.0329(3) Uani 1 1 d . . . . .
H10 H 0.9985 0.9757 0.9055 0.039 Uiso 1 1 calc R U . . .
C19 C 0.45273(14) 0.84550(13) 0.56173(11) 0.0313(3) Uani 1 1 d . . . . .
H19 H 0.4093 0.7852 0.5103 0.038 Uiso 1 1 calc R U . . .
C27 C 0.77094(14) 0.64457(13) 0.76360(10) 0.0280(3) Uani 1 1 d . . . . .
H27 H 0.8579 0.6741 0.7416 0.034 Uiso 1 1 calc R U . . .
C30 C 0.79169(15) 0.40783(13) 0.60419(11) 0.0299(3) Uani 1 1 d . . . . .
H30 H 0.7526 0.4303 0.6649 0.036 Uiso 1 1 calc R U . . .
C17 C 0.44935(15) 1.02023(14) 0.67589(11) 0.0336(3) Uani 1 1 d . . . . .
H17 H 0.4048 1.0808 0.7028 0.040 Uiso 1 1 calc R U . . .
C13 C 0.88328(14) 0.97065(13) 0.63438(11) 0.0304(3) Uani 1 1 d . . . . .
H13 H 0.8551 0.9687 0.5643 0.037 Uiso 1 1 calc R U . . .
C18 C 0.38671(14) 0.93178(14) 0.60145(12) 0.0347(4) Uani 1 1 d . . . . .
H18 H 0.2983 0.9305 0.5777 0.042 Uiso 1 1 calc R U . . .
C32 C 0.90616(14) 0.27270(13) 0.51334(12) 0.0332(3) Uani 1 1 d . . . . .
H32 H 0.9492 0.2048 0.5124 0.040 Uiso 1 1 calc R U . . .
C31 C 0.85032(15) 0.30726(13) 0.60203(11) 0.0334(3) Uani 1 1 d . . . . .
H31 H 0.8526 0.2615 0.6611 0.040 Uiso 1 1 calc R U . . .
C38 C 0.82916(15) 0.64556(14) 0.15773(11) 0.0348(4) Uani 1 1 d . . . . .
H38 H 0.8288 0.6923 0.0990 0.042 Uiso 1 1 calc R U . . .
C6 C 0.43216(15) 0.80816(13) 0.99286(11) 0.0321(3) Uani 1 1 d . . . . .
C23 C 0.53509(15) 0.58888(13) 0.72675(11) 0.0339(3) Uani 1 1 d . . . . .
H23 H 0.4610 0.5790 0.6794 0.041 Uiso 1 1 calc R U . . .
C36 C 0.88226(15) 0.47124(14) 0.23916(11) 0.0337(3) Uani 1 1 d . . . . .
H36 H 0.9163 0.3979 0.2347 0.040 Uiso 1 1 calc R U . . .
C11 C 1.06047(15) 1.00036(14) 0.76207(12) 0.0372(4) Uani 1 1 d . . . . .
H11 H 1.1526 1.0200 0.7809 0.045 Uiso 1 1 calc R U . . .
C33 C 0.89931(14) 0.33638(12) 0.42707(11) 0.0300(3) Uani 1 1 d . . . . .
H33 H 0.9351 0.3095 0.3663 0.036 Uiso 1 1 calc R U . . .
C26 C 0.75170(17) 0.61654(14) 0.86438(11) 0.0365(4) Uani 1 1 d . . . . .
H26 H 0.8258 0.6251 0.9115 0.044 Uiso 1 1 calc R U . . .
C12 C 1.01760(15) 0.99778(14) 0.66091(12) 0.0367(4) Uani 1 1 d . . . . .
H12 H 1.0802 1.0146 0.6095 0.044 Uiso 1 1 calc R U . . .
C25 C 0.62511(18) 0.57621(14) 0.89641(11) 0.0414(4) Uani 1 1 d . . . . .
H25 H 0.6122 0.5574 0.9657 0.050 Uiso 1 1 calc R U . . .
C37 C 0.87930(16) 0.53800(15) 0.15389(12) 0.0389(4) Uani 1 1 d . . . . .
H37 H 0.9117 0.5106 0.0918 0.047 Uiso 1 1 calc R U . . .
C1 C 0.39122(18) 0.74808(14) 1.08034(12) 0.0419(4) Uani 1 1 d . . . . .
H1 H 0.4546 0.7292 1.1281 0.050 Uiso 1 1 calc R U . . .
C5 C 0.33859(16) 0.83192(15) 0.92200(13) 0.0424(4) Uani 1 1 d . . . . .
H5 H 0.3660 0.8701 0.8609 0.051 Uiso 1 1 calc R U . . .
C24 C 0.51734(17) 0.56315(15) 0.82826(12) 0.0424(4) Uani 1 1 d . . . . .
H24 H 0.4303 0.5363 0.8510 0.051 Uiso 1 1 calc R U . . .
C2 C 0.2569(2) 0.71605(16) 1.09706(14) 0.0528(5) Uani 1 1 d . . . . .
H2 H 0.2283 0.6748 1.1566 0.063 Uiso 1 1 calc R U . . .
C3 C 0.16484(19) 0.74338(16) 1.02851(16) 0.0541(5) Uani 1 1 d . . . . .
H3 H 0.0732 0.7233 1.0417 0.065 Uiso 1 1 calc R U . . .
C4 C 0.20523(18) 0.79980(16) 0.94078(16) 0.0530(5) Uani 1 1 d . . . . .
H4 H 0.1412 0.8169 0.8927 0.064 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 C8 1.3598(17) . ?
O1 C7 1.3625(16) . ?
N3 C21 1.3817(17) . ?
N3 C22 1.4374(16) . ?
N3 C28 1.3924(16) . ?
N4 C00B 1.3815(16) . ?
N4 C21 1.3161(17) . ?
N1 N2 1.4029(18) . ?
N1 C7 1.2913(19) . ?
N2 C8 1.2989(18) . ?
C40 C35 1.4166(19) . ?
C40 C00B 1.4319(18) . ?
C40 C39 1.4032(19) . ?
C29 C34 1.4250(19) . ?
C29 C28 1.4459(18) . ?
C29 C30 1.4059(19) . ?
C14 C9 1.4076(19) . ?
C14 C15 1.4953(19) . ?
C14 C13 1.3962(19) . ?
C9 C8 1.4673(19) . ?
C9 C10 1.397(2) . ?
C35 C34 1.4677(19) . ?
C35 C36 1.4059(19) . ?
C00B C28 1.3772(18) . ?
C20 C21 1.4822(18) . ?
C20 C15 1.4011(19) . ?
C20 C19 1.3958(19) . ?
C34 C33 1.4091(19) . ?
C22 C27 1.3802(19) . ?
C22 C23 1.382(2) . ?
C15 C16 1.3930(18) . ?
C39 H39 0.9500 . ?
C39 C38 1.370(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(2) . ?
C7 C6 1.463(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(2) . ?
C19 H19 0.9500 . ?
C19 C18 1.377(2) . ?
C27 H27 0.9500 . ?
C27 C26 1.384(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.375(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.382(2) . ?
C18 H18 0.9500 . ?
C32 H32 0.9500 . ?
C32 C31 1.388(2) . ?
C32 C33 1.371(2) . ?
C31 H31 0.9500 . ?
C38 H38 0.9500 . ?
C38 C37 1.394(2) . ?
C6 C1 1.391(2) . ?
C6 C5 1.388(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.375(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(2) . ?
C33 H33 0.9500 . ?
C26 H26 0.9500 . ?
C26 C25 1.379(2) . ?
C12 H12 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.378(2) . ?
C37 H37 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.386(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.383(2) . ?
C24 H24 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.373(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.374(3) . ?
C4 H4 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
C8 O1 C7 103.04(10) . . ?
C21 N3 C22 124.89(11) . . ?
C21 N3 C28 106.58(10) . . ?
C28 N3 C22 128.52(11) . . ?
C21 N4 C00B 104.91(11) . . ?
C7 N1 N2 106.21(11) . . ?
C8 N2 N1 106.44(12) . . ?
C35 C40 C00B 117.67(12) . . ?
C39 C40 C35 120.46(12) . . ?
C39 C40 C00B 121.87(12) . . ?
C34 C29 C28 115.85(12) . . ?
C30 C29 C34 119.30(12) . . ?
C30 C29 C28 124.84(12) . . ?
C9 C14 C15 124.26(12) . . ?
C13 C14 C9 117.61(12) . . ?
C13 C14 C15 117.89(12) . . ?
C14 C9 C8 125.06(12) . . ?
C10 C9 C14 119.59(13) . . ?
C10 C9 C8 115.25(12) . . ?
C40 C35 C34 120.18(12) . . ?
C36 C35 C40 116.96(12) . . ?
C36 C35 C34 122.86(12) . . ?
N4 C00B C40 126.59(12) . . ?
C28 C00B N4 111.46(11) . . ?
C28 C00B C40 121.95(12) . . ?
C15 C20 C21 123.08(12) . . ?
C19 C20 C21 117.52(12) . . ?
C19 C20 C15 119.32(12) . . ?
N3 C21 C20 123.92(11) . . ?
N4 C21 N3 112.22(11) . . ?
N4 C21 C20 123.80(11) . . ?
C29 C34 C35 121.34(12) . . ?
C33 C34 C29 117.32(12) . . ?
C33 C34 C35 121.33(12) . . ?
C27 C22 N3 119.34(12) . . ?
C27 C22 C23 121.15(13) . . ?
C23 C22 N3 119.51(12) . . ?
C20 C15 C14 122.73(11) . . ?
C16 C15 C14 118.60(12) . . ?
C16 C15 C20 118.35(12) . . ?
N3 C28 C29 132.23(12) . . ?
C00B C28 N3 104.83(11) . . ?
C00B C28 C29 122.95(12) . . ?
O1 C8 C9 122.13(11) . . ?
N2 C8 O1 111.92(12) . . ?
N2 C8 C9 125.88(13) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 C40 120.83(13) . . ?
C38 C39 H39 119.6 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.87(13) . . ?
C17 C16 H16 119.1 . . ?
O1 C7 C6 118.72(12) . . ?
N1 C7 O1 112.38(13) . . ?
N1 C7 C6 128.89(13) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.32(13) . . ?
C11 C10 H10 119.3 . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 121.07(13) . . ?
C18 C19 H19 119.5 . . ?
C22 C27 H27 120.4 . . ?
C22 C27 C26 119.27(14) . . ?
C26 C27 H27 120.4 . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.16(13) . . ?
C31 C30 H30 119.4 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.49(13) . . ?
C18 C17 H17 120.3 . . ?
C14 C13 H13 119.0 . . ?
C12 C13 C14 122.08(13) . . ?
C12 C13 H13 119.0 . . ?
C19 C18 C17 119.88(13) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C33 C32 C31 120.09(13) . . ?
C30 C31 C32 119.89(13) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C39 C38 H38 120.3 . . ?
C39 C38 C37 119.40(14) . . ?
C37 C38 H38 120.3 . . ?
C1 C6 C7 119.39(14) . . ?
C5 C6 C7 120.69(13) . . ?
C5 C6 C1 119.91(15) . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.88(14) . . ?
C24 C23 H23 120.6 . . ?
C35 C36 H36 119.1 . . ?
C37 C36 C35 121.77(14) . . ?
C37 C36 H36 119.1 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.53(14) . . ?
C12 C11 H11 120.2 . . ?
C34 C33 H33 118.9 . . ?
C32 C33 C34 122.13(13) . . ?
C32 C33 H33 118.9 . . ?
C27 C26 H26 120.0 . . ?
C25 C26 C27 120.08(14) . . ?
C25 C26 H26 120.0 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.84(14) . . ?
C11 C12 H12 120.1 . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.19(14) . . ?
C24 C25 H25 119.9 . . ?
C38 C37 H37 119.7 . . ?
C36 C37 C38 120.55(13) . . ?
C36 C37 H37 119.7 . . ?
C6 C1 H1 120.4 . . ?
C2 C1 C6 119.26(17) . . ?
C2 C1 H1 120.4 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.69(16) . . ?
C4 C5 H5 120.2 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.41(15) . . ?
C25 C24 H24 119.8 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.68(16) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.97(17) . . ?
C4 C3 H3 120.0 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.42(18) . . ?
C3 C4 H4 119.8 . . ?

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 C7 C6 C1 164.99(13) . . . . ?
O1 C7 C6 C5 -15.4(2) . . . . ?
N3 C22 C27 C26 -178.55(12) . . . . ?
N3 C22 C23 C24 179.61(13) . . . . ?
N4 C00B C28 N3 -0.52(15) . . . . ?
N4 C00B C28 C29 179.49(11) . . . . ?
N1 N2 C8 O1 -0.31(16) . . . . ?
N1 N2 C8 C9 -177.36(12) . . . . ?
N1 C7 C6 C1 -16.7(2) . . . . ?
N1 C7 C6 C5 162.95(15) . . . . ?
N2 N1 C7 O1 -0.70(16) . . . . ?
N2 N1 C7 C6 -179.14(13) . . . . ?
C40 C35 C34 C29 2.27(19) . . . . ?
C40 C35 C34 C33 -176.72(12) . . . . ?
C40 C35 C36 C37 1.6(2) . . . . ?
C40 C00B C28 N3 179.48(12) . . . . ?
C40 C00B C28 C29 -0.5(2) . . . . ?
C40 C39 C38 C37 1.4(2) . . . . ?
C29 C34 C33 C32 0.1(2) . . . . ?
C29 C30 C31 C32 -0.9(2) . . . . ?
C14 C9 C8 O1 -3.2(2) . . . . ?
C14 C9 C8 N2 173.58(13) . . . . ?
C14 C9 C10 C11 -1.4(2) . . . . ?
C14 C15 C16 C17 174.39(13) . . . . ?
C14 C13 C12 C11 0.4(2) . . . . ?
C9 C14 C15 C20 -127.66(14) . . . . ?
C9 C14 C15 C16 58.92(18) . . . . ?
C9 C14 C13 C12 -2.0(2) . . . . ?
C9 C10 C11 C12 -0.3(2) . . . . ?
C35 C40 C00B N4 179.84(12) . . . . ?
C35 C40 C00B C28 -0.17(19) . . . . ?
C35 C40 C39 C38 -0.1(2) . . . . ?
C35 C34 C33 C32 179.11(13) . . . . ?
C35 C36 C37 C38 -0.4(2) . . . . ?
C00B N4 C21 N3 -0.01(15) . . . . ?
C00B N4 C21 C20 -177.40(12) . . . . ?
C00B C40 C35 C34 -0.69(18) . . . . ?
C00B C40 C35 C36 179.05(12) . . . . ?
C00B C40 C39 C38 179.45(13) . . . . ?
C20 C15 C16 C17 0.7(2) . . . . ?
C20 C19 C18 C17 0.3(2) . . . . ?
C21 N3 C22 C27 -109.65(15) . . . . ?
C21 N3 C22 C23 70.35(17) . . . . ?
C21 N3 C28 C29 -179.52(13) . . . . ?
C21 N3 C28 C00B 0.49(14) . . . . ?
C21 N4 C00B C40 -179.67(13) . . . . ?
C21 N4 C00B C28 0.34(15) . . . . ?
C21 C20 C15 C14 1.77(19) . . . . ?
C21 C20 C15 C16 175.21(12) . . . . ?
C21 C20 C19 C18 -175.86(13) . . . . ?
C34 C29 C28 N3 -178.02(13) . . . . ?
C34 C29 C28 C00B 1.96(19) . . . . ?
C34 C29 C30 C31 3.3(2) . . . . ?
C34 C35 C36 C37 -178.64(14) . . . . ?
C22 N3 C21 N4 179.72(11) . . . . ?
C22 N3 C21 C20 -2.9(2) . . . . ?
C22 N3 C28 C29 0.4(2) . . . . ?
C22 N3 C28 C00B -179.55(12) . . . . ?
C22 C27 C26 C25 -1.4(2) . . . . ?
C22 C23 C24 C25 -0.7(2) . . . . ?
C15 C14 C9 C8 12.1(2) . . . . ?
C15 C14 C9 C10 -171.77(12) . . . . ?
C15 C14 C13 C12 172.60(13) . . . . ?
C15 C20 C21 N3 71.21(18) . . . . ?
C15 C20 C21 N4 -111.70(15) . . . . ?
C15 C20 C19 C18 0.9(2) . . . . ?
C15 C16 C17 C18 0.5(2) . . . . ?
C28 N3 C21 N4 -0.31(15) . . . . ?
C28 N3 C21 C20 177.07(12) . . . . ?
C28 N3 C22 C27 70.39(17) . . . . ?
C28 N3 C22 C23 -109.61(16) . . . . ?
C28 C29 C34 C35 -2.79(18) . . . . ?
C28 C29 C34 C33 176.23(12) . . . . ?
C28 C29 C30 C31 -175.71(13) . . . . ?
C8 O1 C7 N1 0.52(15) . . . . ?
C8 O1 C7 C6 179.13(12) . . . . ?
C8 C9 C10 C11 175.12(13) . . . . ?
C39 C40 C35 C34 178.90(12) . . . . ?
C39 C40 C35 C36 -1.36(19) . . . . ?
C39 C40 C00B N4 0.3(2) . . . . ?
C39 C40 C00B C28 -179.75(13) . . . . ?
C39 C38 C37 C36 -1.1(2) . . . . ?
C16 C17 C18 C19 -1.0(2) . . . . ?
C7 O1 C8 N2 -0.10(15) . . . . ?
C7 O1 C8 C9 177.08(12) . . . . ?
C7 N1 N2 C8 0.61(16) . . . . ?
C7 C6 C1 C2 177.63(14) . . . . ?
C7 C6 C5 C4 -177.17(14) . . . . ?
C10 C9 C8 O1 -179.45(12) . . . . ?
C10 C9 C8 N2 -2.7(2) . . . . ?
C10 C11 C12 C13 0.8(2) . . . . ?
C19 C20 C21 N3 -112.14(15) . . . . ?
C19 C20 C21 N4 64.95(18) . . . . ?
C19 C20 C15 C14 -174.83(12) . . . . ?
C19 C20 C15 C16 -1.39(19) . . . . ?
C27 C22 C23 C24 -0.4(2) . . . . ?
C27 C26 C25 C24 0.3(2) . . . . ?
C30 C29 C34 C35 178.11(12) . . . . ?
C30 C29 C34 C33 -2.87(19) . . . . ?
C30 C29 C28 N3 1.0(2) . . . . ?
C30 C29 C28 C00B -178.99(13) . . . . ?
C13 C14 C9 C8 -173.67(12) . . . . ?
C13 C14 C9 C10 2.45(19) . . . . ?
C13 C14 C15 C20 58.14(17) . . . . ?
C13 C14 C15 C16 -115.28(14) . . . . ?
C31 C32 C33 C34 2.4(2) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C5 C4 C3 -0.7(3) . . . . ?
C23 C22 C27 C26 1.4(2) . . . . ?
C36 C35 C34 C29 -177.46(13) . . . . ?
C36 C35 C34 C33 3.6(2) . . . . ?
C33 C32 C31 C30 -2.0(2) . . . . ?
C26 C25 C24 C23 0.8(2) . . . . ?
C1 C6 C5 C4 2.4(2) . . . . ?
C1 C2 C3 C4 1.9(3) . . . . ?
C5 C6 C1 C2 -2.0(2) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2410470'
loop_
_audit_author_name
_audit_author_address
'Lizhi Chu'
;Qingdao University Of Science and Technology
China
;
_audit_update_record             
;
2024-12-16 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-05-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H26 N4 O'
_chemical_formula_sum            'C41 H26 N4 O'
_chemical_formula_weight         590.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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                   5.50500(10)
_cell_length_b                   19.8183(3)
_cell_length_c                   27.3727(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.4430(10)
_cell_angle_gamma                90
_cell_volume                     2972.89(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      68.34
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1114 before and 0.0600 after correction.
The Ratio of minimum to maximum transmission is 0.6464.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            46584
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.710
_diffrn_reflns_theta_min         2.757
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4653
_reflns_number_total             5471
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.047
_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)+(0.0549P)²+0.3920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1050
_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:
 C20(H20), C18(H18), C26(H26), C14(H14), C16(H16), C22(H22), C17(H17),
 C12(H12), C40(H40), C10(H10), C11(H11), C1(H1), C5(H5), C31(H31), C25(H25),
 C39(H39), C37(H37), C24(H24), C32(H32), C2(H2), C23(H23), C3(H3), C4(H4),
 C38(H38), C34(H34), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.21008(17) 0.24899(4) 0.48297(3) 0.0514(2) Uani 1 1 d . . . . .
N4 N 0.57783(18) 0.47771(5) 0.72742(3) 0.0441(2) Uani 1 1 d . . . . .
N3 N 0.7092(2) 0.42990(5) 0.79936(4) 0.0484(3) Uani 1 1 d . . . . .
C19 C 0.8786(2) 0.38100(6) 0.72770(4) 0.0436(3) Uani 1 1 d . . . . .
C27 C 0.5372(2) 0.48684(6) 0.67497(4) 0.0421(3) Uani 1 1 d . . . . .
N1 N 0.0891(3) 0.35483(6) 0.47724(5) 0.0673(3) Uani 1 1 d . . . . .
C21 C 0.7258(2) 0.42947(6) 0.75152(4) 0.0446(3) Uani 1 1 d . . . . .
C15 C 0.9432(2) 0.30083(6) 0.66271(4) 0.0443(3) Uani 1 1 d . . . . .
C20 C 0.8003(2) 0.34914(6) 0.68347(4) 0.0436(3) Uani 1 1 d . . . . .
H20 H 0.649172 0.360435 0.667483 0.052 Uiso 1 1 calc R . . . .
N2 N 0.2960(3) 0.35096(6) 0.51119(5) 0.0694(4) Uani 1 1 d . . . . .
C13 C 0.8481(2) 0.26531(6) 0.61688(4) 0.0453(3) Uani 1 1 d . . . . .
C18 C 1.1029(2) 0.36303(7) 0.75201(5) 0.0495(3) Uani 1 1 d . . . . .
H18 H 1.156210 0.383104 0.781821 0.059 Uiso 1 1 calc R . . . .
C28 C 0.4572(2) 0.50986(6) 0.76313(4) 0.0447(3) Uani 1 1 d . . . . .
C26 C 0.3261(2) 0.46231(7) 0.65020(5) 0.0493(3) Uani 1 1 d . . . . .
H26 H 0.208606 0.441549 0.667332 0.059 Uiso 1 1 calc R . . . .
C14 C 0.6633(2) 0.29311(6) 0.58495(5) 0.0491(3) Uani 1 1 d . . . . .
H14 H 0.608188 0.336469 0.590767 0.059 Uiso 1 1 calc R . . . .
C29 C 0.5402(2) 0.47908(6) 0.80645(4) 0.0464(3) Uani 1 1 d . . . . .
C41 C 0.2800(2) 0.56324(6) 0.75994(5) 0.0487(3) Uani 1 1 d . . . . .
C7 C 0.0449(3) 0.29426(6) 0.46186(5) 0.0509(3) Uani 1 1 d . . . . .
C6 C -0.1533(3) 0.27089(7) 0.42710(4) 0.0501(3) Uani 1 1 d . . . . .
C16 C 1.1692(2) 0.28508(7) 0.68744(5) 0.0537(3) Uani 1 1 d . . . . .
H16 H 1.269674 0.253779 0.673987 0.064 Uiso 1 1 calc R . . . .
C30 C 0.4368(3) 0.49454(6) 0.85139(5) 0.0508(3) Uani 1 1 d . . . . .
C22 C 0.7121(3) 0.51808(7) 0.65030(5) 0.0563(3) Uani 1 1 d . . . . .
H22 H 0.854320 0.534653 0.667156 0.068 Uiso 1 1 calc R . . . .
C9 C 0.5589(3) 0.25740(7) 0.54442(5) 0.0497(3) Uani 1 1 d . . . . .
C8 C 0.3590(3) 0.28848(7) 0.51350(5) 0.0517(3) Uani 1 1 d . . . . .
C17 C 1.2457(2) 0.31544(7) 0.73175(5) 0.0548(3) Uani 1 1 d . . . . .
H17 H 1.395528 0.303567 0.748066 0.066 Uiso 1 1 calc R . . . .
C36 C 0.1593(2) 0.57502(7) 0.80273(5) 0.0539(3) Uani 1 1 d . . . . .
C12 C 0.9337(3) 0.20128(7) 0.60554(5) 0.0541(3) Uani 1 1 d . . . . .
H12 H 1.059983 0.181864 0.625762 0.065 Uiso 1 1 calc R . . . .
C40 C 0.2255(3) 0.60452(7) 0.71847(5) 0.0574(3) Uani 1 1 d . . . . .
H40 H 0.311069 0.598648 0.691064 0.069 Uiso 1 1 calc R . . . .
C10 C 0.6446(3) 0.19338(7) 0.53441(5) 0.0564(3) Uani 1 1 d . . . . .
H10 H 0.575319 0.169084 0.507552 0.068 Uiso 1 1 calc R . . . .
C11 C 0.8338(3) 0.16642(7) 0.56483(5) 0.0612(4) Uani 1 1 d . . . . .
H11 H 0.894981 0.124134 0.557830 0.073 Uiso 1 1 calc R . . . .
C35 C 0.2373(3) 0.53946(7) 0.84877(5) 0.0558(3) Uani 1 1 d . . . . .
C1 C -0.1746(3) 0.20361(7) 0.41341(5) 0.0622(4) Uani 1 1 d . . . . .
H1 H -0.057213 0.172713 0.425713 0.075 Uiso 1 1 calc R . . . .
C5 C -0.3303(3) 0.31606(7) 0.40855(6) 0.0628(4) Uani 1 1 d . . . . .
H5 H -0.319628 0.361209 0.417767 0.075 Uiso 1 1 calc R . . . .
C31 C 0.5222(3) 0.46372(7) 0.89600(5) 0.0618(4) Uani 1 1 d . . . . .
H31 H 0.657242 0.435335 0.897531 0.074 Uiso 1 1 calc R . . . .
C25 C 0.2897(3) 0.46869(8) 0.59982(5) 0.0630(4) Uani 1 1 d . . . . .
H25 H 0.148125 0.451850 0.582891 0.076 Uiso 1 1 calc R . . . .
C39 C 0.0485(3) 0.65322(8) 0.71784(6) 0.0674(4) Uani 1 1 d . . . . .
H39 H 0.018295 0.681029 0.690580 0.081 Uiso 1 1 calc R . . . .
C37 C -0.0290(3) 0.62344(8) 0.79930(7) 0.0683(4) Uani 1 1 d . . . . .
H37 H -0.117902 0.630088 0.826138 0.082 Uiso 1 1 calc R . . . .
C24 C 0.4614(4) 0.49968(9) 0.57488(5) 0.0731(5) Uani 1 1 d . . . . .
H24 H 0.435897 0.504119 0.540962 0.088 Uiso 1 1 calc R . . . .
C32 C 0.4053(4) 0.47572(9) 0.93734(6) 0.0767(5) Uani 1 1 d . . . . .
H32 H 0.460435 0.455200 0.966882 0.092 Uiso 1 1 calc R . . . .
C2 C -0.3693(3) 0.18224(8) 0.38160(6) 0.0696(4) Uani 1 1 d . . . . .
H2 H -0.382631 0.137003 0.372706 0.084 Uiso 1 1 calc R . . . .
C23 C 0.6716(3) 0.52437(8) 0.59945(6) 0.0730(5) Uani 1 1 d . . . . .
H23 H 0.787552 0.545403 0.582093 0.088 Uiso 1 1 calc R . . . .
C3 C -0.5422(3) 0.22727(9) 0.36317(6) 0.0699(4) Uani 1 1 d . . . . .
H3 H -0.673098 0.212872 0.341722 0.084 Uiso 1 1 calc R . . . .
C4 C -0.5213(3) 0.29441(9) 0.37662(6) 0.0724(4) Uani 1 1 d . . . . .
H4 H -0.637982 0.325213 0.363866 0.087 Uiso 1 1 calc R . . . .
C38 C -0.0855(3) 0.66100(8) 0.75787(7) 0.0732(5) Uani 1 1 d . . . . .
H38 H -0.213639 0.691725 0.756543 0.088 Uiso 1 1 calc R . . . .
C34 C 0.1230(3) 0.54975(9) 0.89208(6) 0.0739(5) Uani 1 1 d . . . . .
H34 H -0.010947 0.578432 0.891502 0.089 Uiso 1 1 calc R . . . .
C33 C 0.2055(4) 0.51832(10) 0.93496(6) 0.0845(6) Uani 1 1 d . . . . .
H33 H 0.126035 0.525729 0.962979 0.101 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.3659(15) . ?
O1 C8 1.3613(16) . ?
N4 C27 1.4433(15) . ?
N4 C21 1.3823(16) . ?
N4 C28 1.3878(16) . ?
N3 C21 1.3214(16) . ?
N3 C29 1.3741(17) . ?
C19 C21 1.4694(18) . ?
C19 C20 1.3967(17) . ?
C19 C18 1.3925(17) . ?
C27 C26 1.3776(18) . ?
C27 C22 1.3746(18) . ?
N1 N2 1.4023(18) . ?
N1 C7 1.2876(18) . ?
C15 C20 1.3939(17) . ?
C15 C13 1.4896(18) . ?
C15 C16 1.3941(18) . ?
C20 H20 0.9300 . ?
N2 C8 1.2858(18) . ?
C13 C14 1.3908(17) . ?
C13 C12 1.3987(18) . ?
C18 H18 0.9300 . ?
C18 C17 1.3778(19) . ?
C28 C29 1.3726(17) . ?
C28 C41 1.4360(18) . ?
C26 H26 0.9300 . ?
C26 C25 1.3803(19) . ?
C14 H14 0.9300 . ?
C14 C9 1.3931(18) . ?
C29 C30 1.4365(18) . ?
C41 C36 1.4197(19) . ?
C41 C40 1.408(2) . ?
C7 C6 1.4539(19) . ?
C6 C1 1.3870(19) . ?
C6 C5 1.3836(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(2) . ?
C30 C35 1.410(2) . ?
C30 C31 1.406(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.394(2) . ?
C9 C8 1.4593(18) . ?
C9 C10 1.3900(19) . ?
C17 H17 0.9300 . ?
C36 C35 1.472(2) . ?
C36 C37 1.409(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.380(2) . ?
C40 H40 0.9300 . ?
C40 C39 1.370(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.378(2) . ?
C11 H11 0.9300 . ?
C35 C34 1.409(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.382(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.375(2) . ?
C25 H25 0.9300 . ?
C25 C24 1.364(3) . ?
C39 H39 0.9300 . ?
C39 C38 1.386(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.367(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.372(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.383(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(2) . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.382(2) . ?
C4 H4 0.9300 . ?
C38 H38 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.368(3) . ?
C33 H33 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C7 102.71(10) . . ?
C21 N4 C27 126.17(10) . . ?
C21 N4 C28 106.32(10) . . ?
C28 N4 C27 127.14(10) . . ?
C21 N3 C29 104.83(10) . . ?
C20 C19 C21 122.52(11) . . ?
C18 C19 C21 118.31(11) . . ?
C18 C19 C20 119.02(12) . . ?
C26 C27 N4 119.28(11) . . ?
C22 C27 N4 119.70(12) . . ?
C22 C27 C26 120.99(12) . . ?
C7 N1 N2 106.38(11) . . ?
N4 C21 C19 125.21(11) . . ?
N3 C21 N4 112.06(11) . . ?
N3 C21 C19 122.70(11) . . ?
C20 C15 C13 120.07(11) . . ?
C20 C15 C16 117.91(12) . . ?
C16 C15 C13 121.95(11) . . ?
C19 C20 H20 119.2 . . ?
C15 C20 C19 121.62(11) . . ?
C15 C20 H20 119.2 . . ?
C8 N2 N1 106.48(11) . . ?
C14 C13 C15 121.32(11) . . ?
C14 C13 C12 117.49(12) . . ?
C12 C13 C15 121.12(11) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 C19 119.80(12) . . ?
C17 C18 H18 120.1 . . ?
N4 C28 C41 131.53(11) . . ?
C29 C28 N4 105.20(11) . . ?
C29 C28 C41 123.26(12) . . ?
C27 C26 H26 120.2 . . ?
C27 C26 C25 119.67(14) . . ?
C25 C26 H26 120.2 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C9 121.41(12) . . ?
C9 C14 H14 119.3 . . ?
N3 C29 C30 126.92(12) . . ?
C28 C29 N3 111.57(11) . . ?
C28 C29 C30 121.24(12) . . ?
C36 C41 C28 116.06(12) . . ?
C40 C41 C28 124.65(12) . . ?
C40 C41 C36 119.27(13) . . ?
O1 C7 C6 119.72(11) . . ?
N1 C7 O1 112.13(12) . . ?
N1 C7 C6 128.14(12) . . ?
C1 C6 C7 121.47(12) . . ?
C5 C6 C7 119.52(12) . . ?
C5 C6 C1 118.96(13) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.78(13) . . ?
C17 C16 H16 119.6 . . ?
C35 C30 C29 117.44(12) . . ?
C31 C30 C29 121.61(14) . . ?
C31 C30 C35 120.88(13) . . ?
C27 C22 H22 120.7 . . ?
C27 C22 C23 118.50(14) . . ?
C23 C22 H22 120.7 . . ?
C14 C9 C8 118.60(12) . . ?
C10 C9 C14 119.90(13) . . ?
C10 C9 C8 121.50(12) . . ?
O1 C8 C9 119.37(11) . . ?
N2 C8 O1 112.30(12) . . ?
N2 C8 C9 128.32(12) . . ?
C18 C17 C16 120.84(12) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C41 C36 C35 120.41(13) . . ?
C37 C36 C41 117.12(14) . . ?
C37 C36 C35 122.42(14) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 121.10(13) . . ?
C11 C12 H12 119.5 . . ?
C41 C40 H40 119.5 . . ?
C39 C40 C41 121.06(15) . . ?
C39 C40 H40 119.5 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 119.09(13) . . ?
C11 C10 H10 120.5 . . ?
C12 C11 H11 119.5 . . ?
C10 C11 C12 120.94(13) . . ?
C10 C11 H11 119.5 . . ?
C30 C35 C36 120.56(12) . . ?
C34 C35 C30 117.16(15) . . ?
C34 C35 C36 122.26(15) . . ?
C6 C1 H1 119.8 . . ?
C2 C1 C6 120.38(14) . . ?
C2 C1 H1 119.8 . . ?
C6 C5 H5 119.9 . . ?
C4 C5 C6 120.15(14) . . ?
C4 C5 H5 119.9 . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.72(17) . . ?
C32 C31 H31 120.1 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 119.97(15) . . ?
C24 C25 H25 120.0 . . ?
C40 C39 H39 120.0 . . ?
C40 C39 C38 119.98(16) . . ?
C38 C39 H39 120.0 . . ?
C36 C37 H37 118.9 . . ?
C38 C37 C36 122.27(15) . . ?
C38 C37 H37 118.9 . . ?
C25 C24 H24 119.7 . . ?
C25 C24 C23 120.51(14) . . ?
C23 C24 H24 119.7 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 119.94(17) . . ?
C33 C32 H32 120.0 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.27(15) . . ?
C3 C2 H2 119.9 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.35(15) . . ?
C24 C23 H23 119.8 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.52(15) . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.71(15) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C39 C38 H38 120.0 . . ?
C37 C38 C39 119.91(15) . . ?
C37 C38 H38 120.0 . . ?
C35 C34 H34 119.4 . . ?
C33 C34 C35 121.18(18) . . ?
C33 C34 H34 119.4 . . ?
C32 C33 H33 119.5 . . ?
C34 C33 C32 121.08(16) . . ?
C34 C33 H33 119.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2_sq
_database_code_depnum_ccdc_archive 'CCDC 2413461'
loop_
_audit_author_name
_audit_author_address
'lizhi Chu'
;Qingdao University Of Science and Technology
China
;
_audit_update_record             
;
2024-12-28 deposited with the CCDC.	2025-02-18 downloaded from the CCDC.
;
_audit_creation_date             2024-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H21 N3 O, 0.25[]'
_chemical_formula_sum            'C32 H21 N3 O'
_chemical_formula_weight         463.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   53.653(3)
_cell_length_b                   9.1100(6)
_cell_length_c                   11.0235(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.524(3)
_cell_angle_gamma                90
_cell_volume                     5363.0(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9900
_cell_measurement_temperature    303.15
_cell_measurement_theta_max      68.486
_cell_measurement_theta_min      4.923
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.883
_exptl_absorpt_coefficient_mu    0.554
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1596 before and 0.0822 after correction.
The Ratio of minimum to maximum transmission is 0.5653.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0930
_diffrn_reflns_av_unetI/netI     0.0864
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       63
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30389
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        66.590
_diffrn_reflns_theta_max         66.590
_diffrn_reflns_theta_min         3.310
_diffrn_ambient_temperature      303.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4128
_reflns_number_total             4718
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4718
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0783
_refine_ls_restrained_S_all      1.047
_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)+(0.1482P)²+1.6208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2059
_refine_ls_wR_factor_ref         0.2143
_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:
 C33(H33), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C10(H10), C11(H11),
 C14(H14), C15(H15), C16(H16), C18(H18), C20(H20), C21(H21), C22(H22), C24(H24),
  C28(H28), C29(H29), C30(H30), C31(H31), C32(H32)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.27325(3) -0.00929(15) 0.45250(11) 0.0564(4) Uani 1 1 d . . . . .
N1 N 0.09612(3) 0.17714(17) 0.41945(15) 0.0532(4) Uani 1 1 d . . . . .
N2 N 0.25483(4) -0.1080(3) 0.60205(18) 0.0777(6) Uani 1 1 d . . . . .
N3 N 0.27951(4) -0.1605(3) 0.60774(18) 0.0765(6) Uani 1 1 d . . . . .
C33 C 0.07786(4) -0.0773(2) 0.4182(2) 0.0654(6) Uani 1 1 d . . . . .
H33 H 0.087803 -0.109918 0.486653 0.078 Uiso 1 1 calc R U . . .
C2 C 0.06051(5) -0.1679(3) 0.3557(3) 0.0831(7) Uani 1 1 d . . . . .
H2 H 0.058799 -0.263890 0.382264 0.100 Uiso 1 1 calc R U . . .
C3 C 0.04578(6) -0.1200(4) 0.2555(3) 0.0958(9) Uani 1 1 d . . . . .
H3 H 0.034274 -0.184433 0.215756 0.115 Uiso 1 1 calc R U . . .
C4 C 0.04747(5) 0.0219(4) 0.2113(2) 0.0844(8) Uani 1 1 d . . . . .
H4 H 0.037284 0.052918 0.143055 0.101 Uiso 1 1 calc R U . . .
C5 C 0.06497(4) 0.1173(3) 0.2722(2) 0.0627(5) Uani 1 1 d . . . . .
C6 C 0.07984(4) 0.0651(2) 0.37465(18) 0.0545(5) Uani 1 1 d . . . . .
C7 C 0.07244(4) 0.2670(3) 0.25313(18) 0.0595(5) Uani 1 1 d . . . . .
C8 C 0.06448(5) 0.3756(3) 0.1691(2) 0.0761(7) Uani 1 1 d . . . . .
H8 H 0.051533 0.356881 0.108786 0.091 Uiso 1 1 calc R U . . .
C9 C 0.07599(6) 0.5107(3) 0.1763(2) 0.0816(7) Uani 1 1 d . . . . .
H9 H 0.071054 0.582887 0.119354 0.098 Uiso 1 1 calc R U . . .
C10 C 0.09496(5) 0.5403(3) 0.2683(2) 0.0747(6) Uani 1 1 d . . . . .
H10 H 0.102225 0.633019 0.272627 0.090 Uiso 1 1 calc R U . . .
C11 C 0.10324(4) 0.4360(2) 0.3530(2) 0.0619(5) Uani 1 1 d . . . . .
H11 H 0.115984 0.456236 0.414026 0.074 Uiso 1 1 calc R U . . .
C12 C 0.09173(4) 0.2989(2) 0.34349(17) 0.0527(5) Uani 1 1 d . . . . .
C13 C 0.11816(4) 0.15331(19) 0.50002(17) 0.0491(4) Uani 1 1 d . . . . .
C14 C 0.11663(4) 0.1123(2) 0.61976(17) 0.0559(5) Uani 1 1 d . . . . .
H14 H 0.101159 0.103523 0.650591 0.067 Uiso 1 1 calc R U . . .
C15 C 0.13852(4) 0.0847(2) 0.69281(17) 0.0606(5) Uani 1 1 d . . . . .
H15 H 0.137677 0.057017 0.773511 0.073 Uiso 1 1 calc R U . . .
C16 C 0.16160(4) 0.0975(2) 0.64837(17) 0.0574(5) Uani 1 1 d . . . . .
H16 H 0.176063 0.078602 0.699503 0.069 Uiso 1 1 calc R U . . .
C17 C 0.16350(3) 0.1383(2) 0.52768(16) 0.0487(4) Uani 1 1 d . . . . .
C18 C 0.14117(3) 0.16663(19) 0.45465(16) 0.0481(4) Uani 1 1 d . . . . .
H18 H 0.141865 0.195000 0.374003 0.058 Uiso 1 1 calc R U . . .
C19 C 0.18793(4) 0.1487(2) 0.47467(16) 0.0503(4) Uani 1 1 d . . . . .
C20 C 0.19077(4) 0.2434(2) 0.37789(17) 0.0591(5) Uani 1 1 d . . . . .
H20 H 0.177446 0.302952 0.348635 0.071 Uiso 1 1 calc R U . . .
C21 C 0.21294(4) 0.2507(3) 0.32458(19) 0.0675(6) Uani 1 1 d . . . . .
H21 H 0.214452 0.314754 0.260019 0.081 Uiso 1 1 calc R U . . .
C22 C 0.23284(4) 0.1633(3) 0.36668(18) 0.0634(5) Uani 1 1 d . . . . .
H22 H 0.247723 0.167328 0.330000 0.076 Uiso 1 1 calc R U . . .
C23 C 0.23063(4) 0.0694(2) 0.46379(16) 0.0557(5) Uani 1 1 d . . . . .
C24 C 0.20831(4) 0.0611(2) 0.51778(16) 0.0536(5) Uani 1 1 d . . . . .
H24 H 0.206924 -0.002667 0.582639 0.064 Uiso 1 1 calc R U . . .
C25 C 0.25202(4) -0.0203(2) 0.51029(17) 0.0577(5) Uani 1 1 d . . . . .
C26 C 0.28940(4) -0.0995(2) 0.51881(17) 0.0565(5) Uani 1 1 d . . . . .
C27 C 0.31465(4) -0.1145(2) 0.48148(17) 0.0530(5) Uani 1 1 d . . . . .
C28 C 0.32322(4) -0.0193(2) 0.39636(18) 0.0577(5) Uani 1 1 d . . . . .
H28 H 0.312999 0.056248 0.363910 0.069 Uiso 1 1 calc R U . . .
C29 C 0.34698(4) -0.0371(3) 0.3600(2) 0.0640(5) Uani 1 1 d . . . . .
H29 H 0.352795 0.027338 0.303631 0.077 Uiso 1 1 calc R U . . .
C30 C 0.36209(4) -0.1498(3) 0.4067(2) 0.0655(6) Uani 1 1 d . . . . .
H30 H 0.377986 -0.162057 0.381239 0.079 Uiso 1 1 calc R U . . .
C31 C 0.35367(4) -0.2438(3) 0.4907(2) 0.0696(6) Uani 1 1 d . . . . .
H31 H 0.363940 -0.319732 0.522152 0.083 Uiso 1 1 calc R U . . .
C32 C 0.33006(4) -0.2271(3) 0.5292(2) 0.0669(6) Uani 1 1 d . . . . .
H32 H 0.324534 -0.290819 0.586830 0.080 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 C25 1.361(2) . ?
O1 C26 1.356(2) . ?
N1 C6 1.402(2) . ?
N1 C12 1.396(3) . ?
N1 C13 1.425(2) . ?
N2 N3 1.403(3) . ?
N2 C25 1.287(3) . ?
N3 C26 1.285(3) . ?
C33 H33 0.9300 . ?
C33 C2 1.378(3) . ?
C33 C6 1.391(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.403(3) . ?
C5 C6 1.401(3) . ?
C5 C7 1.442(3) . ?
C7 C8 1.394(3) . ?
C7 C12 1.396(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.392(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(3) . ?
C13 C14 1.382(3) . ?
C13 C18 1.381(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.395(3) . ?
C17 C18 1.401(3) . ?
C17 C19 1.489(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(3) . ?
C19 C24 1.399(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.384(3) . ?
C23 C24 1.390(3) . ?
C23 C25 1.461(3) . ?
C24 H24 0.9300 . ?
C26 C27 1.460(3) . ?
C27 C28 1.388(3) . ?
C27 C32 1.388(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.383(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.377(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.370(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.383(3) . ?
C32 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 O1 C25 102.91(15) . . ?
C6 N1 C13 124.05(16) . . ?
C12 N1 C6 107.67(16) . . ?
C12 N1 C13 125.23(16) . . ?
C25 N2 N3 106.57(18) . . ?
C26 N3 N2 106.02(18) . . ?
C2 C33 H33 121.4 . . ?
C2 C33 C6 117.1(2) . . ?
C6 C33 H33 121.4 . . ?
C33 C2 H2 119.2 . . ?
C3 C2 C33 121.6(3) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.9(2) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 120.9 . . ?
C3 C4 C5 118.2(3) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C7 134.3(2) . . ?
C6 C5 C4 118.6(2) . . ?
C6 C5 C7 107.10(18) . . ?
C33 C6 N1 128.55(19) . . ?
C33 C6 C5 122.6(2) . . ?
C5 C6 N1 108.88(18) . . ?
C8 C7 C5 134.1(2) . . ?
C8 C7 C12 119.0(2) . . ?
C12 C7 C5 106.85(18) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.5(2) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.8(2) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 H11 121.4 . . ?
C10 C11 C12 117.1(2) . . ?
C12 C11 H11 121.4 . . ?
N1 C12 C7 109.48(18) . . ?
C11 C12 N1 128.25(18) . . ?
C11 C12 C7 122.22(19) . . ?
C14 C13 N1 120.95(17) . . ?
C18 C13 N1 118.54(16) . . ?
C18 C13 C14 120.46(18) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.72(18) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.30(17) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.76(18) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 117.41(18) . . ?
C16 C17 C19 122.64(17) . . ?
C18 C17 C19 119.94(16) . . ?
C13 C18 C17 121.35(16) . . ?
C13 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C20 C19 C17 120.37(17) . . ?
C20 C19 C24 118.31(18) . . ?
C24 C19 C17 121.29(17) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.28(19) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.12(19) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.80(19) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 C24 120.41(19) . . ?
C22 C23 C25 119.62(18) . . ?
C24 C23 C25 119.97(17) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.07(17) . . ?
C23 C24 H24 120.0 . . ?
O1 C25 C23 117.33(17) . . ?
N2 C25 O1 111.94(18) . . ?
N2 C25 C23 130.68(19) . . ?
O1 C26 C27 117.86(16) . . ?
N3 C26 O1 112.56(18) . . ?
N3 C26 C27 129.59(18) . . ?
C28 C27 C26 120.57(18) . . ?
C28 C27 C32 119.59(19) . . ?
C32 C27 C26 119.83(19) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.83(19) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.3(2) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 119.9(2) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.7 . . ?
C30 C31 C32 120.7(2) . . ?
C32 C31 H31 119.7 . . ?
C27 C32 H32 120.2 . . ?
C31 C32 C27 119.7(2) . . ?
C31 C32 H32 120.2 . . ?

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 C26 C27 C28 12.0(3) . . . . ?
O1 C26 C27 C32 -166.49(19) . . . . ?
N1 C13 C14 C15 177.38(18) . . . . ?
N1 C13 C18 C17 -177.14(16) . . . . ?
N2 N3 C26 O1 -0.1(3) . . . . ?
N2 N3 C26 C27 -179.9(2) . . . . ?
N3 N2 C25 O1 0.1(3) . . . . ?
N3 N2 C25 C23 -177.5(2) . . . . ?
N3 C26 C27 C28 -168.2(2) . . . . ?
N3 C26 C27 C32 13.3(4) . . . . ?
C33 C2 C3 C4 0.1(5) . . . . ?
C2 C33 C6 N1 -178.7(2) . . . . ?
C2 C33 C6 C5 0.4(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C3 C4 C5 C7 178.4(3) . . . . ?
C4 C5 C6 N1 179.0(2) . . . . ?
C4 C5 C6 C33 -0.2(3) . . . . ?
C4 C5 C7 C8 2.7(4) . . . . ?
C4 C5 C7 C12 -177.8(3) . . . . ?
C5 C7 C8 C9 -179.8(2) . . . . ?
C5 C7 C12 N1 -1.4(2) . . . . ?
C5 C7 C12 C11 -179.24(18) . . . . ?
C6 N1 C12 C7 1.6(2) . . . . ?
C6 N1 C12 C11 179.19(19) . . . . ?
C6 N1 C13 C14 -70.2(2) . . . . ?
C6 N1 C13 C18 107.4(2) . . . . ?
C6 C33 C2 C3 -0.3(4) . . . . ?
C6 C5 C7 C8 -178.7(2) . . . . ?
C6 C5 C7 C12 0.8(2) . . . . ?
C7 C5 C6 N1 0.2(2) . . . . ?
C7 C5 C6 C33 -179.06(18) . . . . ?
C7 C8 C9 C10 -1.6(4) . . . . ?
C8 C7 C12 N1 178.11(18) . . . . ?
C8 C7 C12 C11 0.3(3) . . . . ?
C8 C9 C10 C11 1.4(4) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 N1 -177.87(19) . . . . ?
C10 C11 C12 C7 -0.5(3) . . . . ?
C12 N1 C6 C33 178.11(19) . . . . ?
C12 N1 C6 C5 -1.1(2) . . . . ?
C12 N1 C13 C14 132.0(2) . . . . ?
C12 N1 C13 C18 -50.4(2) . . . . ?
C12 C7 C8 C9 0.7(3) . . . . ?
C13 N1 C6 C33 17.0(3) . . . . ?
C13 N1 C6 C5 -162.14(17) . . . . ?
C13 N1 C12 C7 162.37(17) . . . . ?
C13 N1 C12 C11 -20.0(3) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C14 C13 C18 C17 0.5(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C15 C16 C17 C18 0.5(3) . . . . ?
C15 C16 C17 C19 -177.95(18) . . . . ?
C16 C17 C18 C13 -0.6(3) . . . . ?
C16 C17 C19 C20 -153.0(2) . . . . ?
C16 C17 C19 C24 28.9(3) . . . . ?
C17 C19 C20 C21 -177.57(19) . . . . ?
C17 C19 C24 C23 177.76(17) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
C18 C17 C19 C20 28.6(3) . . . . ?
C18 C17 C19 C24 -149.47(18) . . . . ?
C19 C17 C18 C13 177.87(16) . . . . ?
C19 C20 C21 C22 0.0(4) . . . . ?
C20 C19 C24 C23 -0.4(3) . . . . ?
C20 C21 C22 C23 -0.8(4) . . . . ?
C21 C22 C23 C24 1.0(3) . . . . ?
C21 C22 C23 C25 -178.4(2) . . . . ?
C22 C23 C24 C19 -0.4(3) . . . . ?
C22 C23 C25 O1 -1.6(3) . . . . ?
C22 C23 C25 N2 175.8(3) . . . . ?
C24 C19 C20 C21 0.6(3) . . . . ?
C24 C23 C25 O1 178.95(18) . . . . ?
C24 C23 C25 N2 -3.6(4) . . . . ?
C25 O1 C26 N3 0.2(2) . . . . ?
C25 O1 C26 C27 179.99(18) . . . . ?
C25 N2 N3 C26 0.0(3) . . . . ?
C25 C23 C24 C19 178.97(19) . . . . ?
C26 O1 C25 N2 -0.1(2) . . . . ?
C26 O1 C25 C23 177.80(19) . . . . ?
C26 C27 C28 C29 -178.55(19) . . . . ?
C26 C27 C32 C31 177.9(2) . . . . ?
C27 C28 C29 C30 0.7(3) . . . . ?
C28 C27 C32 C31 -0.6(3) . . . . ?
C28 C29 C30 C31 -0.7(3) . . . . ?
C29 C30 C31 C32 0.1(4) . . . . ?
C30 C31 C32 C27 0.6(4) . . . . ?
C32 C27 C28 C29 -0.1(3) . . . . ?

_platon_squeeze_details          ?
_platon_squeeze_special_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 0.019 0.016 409 33 ' '
2 0.500 0.024 0.646 409 33 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
