# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_w_a
_database_code_depnum_ccdc_archive 'CCDC 2163825'
loop_
_audit_author_name
_audit_author_address
TPA-BQ
;Guizhou University
China
;
_audit_update_record             
;
2022-04-01 deposited with the CCDC.	2022-06-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-05
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C25 H19 N O)'
_chemical_formula_sum            'C50 H38 N2 O2'
_chemical_formula_weight         698.82
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.914(4)
_cell_length_b                   18.011(5)
_cell_length_c                   13.447(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3854.5(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6753
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1519 before and 0.0760 after correction.
The Ratio of minimum to maximum transmission is 0.6831.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1682
_diffrn_reflns_av_unetI/netI     0.0943
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            95157
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.468
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.848
_reflns_Friedel_fraction_full    0.950
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                3910
_reflns_number_total             9298
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1319 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         9298
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1967
_refine_ls_R_factor_gt           0.0669
_refine_ls_restrained_S_all      1.021
_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)+(0.0648P)²+0.4439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1353
_refine_ls_wR_factor_ref         0.1839
_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:
 C9(H9), C1(H1), C13(H13), C10(H10), C38(H38), C26(H26), C27(H27), C24(H24),
 C25(H25), C21(H21), C2(H2), C34(H34), C12(H12), C4(H4), C35(H35), C37(H37),
 C6(H6), C18(H18), C22(H22), C23(H23), C15(H15), C29(H29), C40(H40), C31(H31),
 C44(H44), C19(H19), C17(H17), C30(H30), C50(H50), C43(H43), C16(H16), C46(H46),
  C5(H5), C42(H42), C49(H49), C41(H41), C47(H47), C48(H48)
;
_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
O2 O 0.3215(3) 0.8523(3) 0.7842(4) 0.1082(16) Uani 1 1 d . . . . .
O1 O 0.3738(4) 0.6701(3) 1.1329(3) 0.1167(17) Uani 1 1 d . . . . .
N1 N 0.6893(3) 0.5555(3) 0.4442(3) 0.0697(12) Uani 1 1 d . . . . .
N2 N 0.6923(3) 0.9286(3) 0.1268(3) 0.0755(13) Uani 1 1 d . . . . .
C8 C 0.5508(3) 0.6125(3) 0.7010(4) 0.0585(13) Uani 1 1 d . . . . .
C7 C 0.5027(3) 0.6314(3) 0.7911(4) 0.0583(12) Uani 1 1 d . . . . .
C9 C 0.5617(3) 0.6627(3) 0.6241(3) 0.0612(13) Uani 1 1 d . . . . .
H9 H 0.5382 0.7098 0.6291 0.073 Uiso 1 1 calc R U . . .
C33 C 0.5423(3) 0.8791(3) 0.3778(4) 0.0654(14) Uani 1 1 d . . . . .
C20 C 0.6683(4) 0.5895(3) 0.3519(4) 0.0635(14) Uani 1 1 d . . . . .
C1 C 0.5208(3) 0.5993(3) 0.8825(4) 0.0643(13) Uani 1 1 d . . . . .
H1 H 0.5636 0.5643 0.8867 0.077 Uiso 1 1 calc R U . . .
C13 C 0.5865(3) 0.5427(3) 0.6892(4) 0.0594(13) Uani 1 1 d . . . . .
H13 H 0.5800 0.5078 0.7396 0.071 Uiso 1 1 calc R U . . .
C14 C 0.7522(3) 0.4994(3) 0.4455(4) 0.0643(13) Uani 1 1 d . . . . .
C10 C 0.6073(3) 0.6439(3) 0.5394(4) 0.0634(14) Uani 1 1 d . . . . .
H10 H 0.6139 0.6785 0.4887 0.076 Uiso 1 1 calc R U . . .
C38 C 0.5829(3) 0.9472(3) 0.3673(4) 0.0684(14) Uani 1 1 d . . . . .
H38 H 0.5762 0.9825 0.4172 0.082 Uiso 1 1 calc R U . . .
C11 C 0.6428(3) 0.5739(3) 0.5301(3) 0.0597(13) Uani 1 1 d . . . . .
C36 C 0.6439(4) 0.9124(3) 0.2117(4) 0.0666(14) Uani 1 1 d . . . . .
C26 C 0.5017(4) 0.8931(3) 0.5563(4) 0.0754(16) Uani 1 1 d . . . . .
H26 H 0.5495 0.9217 0.5668 0.090 Uiso 1 1 calc R U . . .
C27 C 0.4479(4) 0.8815(3) 0.6336(4) 0.0781(16) Uani 1 1 d . . . . .
H27 H 0.4595 0.9018 0.6957 0.094 Uiso 1 1 calc R U . . .
C3 C 0.4138(4) 0.6693(3) 0.9634(4) 0.0716(15) Uani 1 1 d . . . . .
C24 C 0.7090(5) 0.6575(3) 0.2079(5) 0.0825(18) Uani 1 1 d . . . . .
H24 H 0.7503 0.6814 0.1709 0.099 Uiso 1 1 calc R U . . .
C25 C 0.7298(4) 0.6245(3) 0.2969(5) 0.0755(15) Uani 1 1 d . . . . .
H25 H 0.7850 0.6257 0.3197 0.091 Uiso 1 1 calc R U . . .
C21 C 0.5870(4) 0.5882(3) 0.3180(4) 0.0738(15) Uani 1 1 d . . . . .
H21 H 0.5455 0.5651 0.3556 0.089 Uiso 1 1 calc R U . . .
C39 C 0.7581(4) 0.9816(3) 0.1289(5) 0.0741(16) Uani 1 1 d . . . . .
C2 C 0.4767(3) 0.6181(3) 0.9670(4) 0.0680(14) Uani 1 1 d . . . . .
H2 H 0.4901 0.5956 1.0272 0.082 Uiso 1 1 calc R U . . .
C32 C 0.4873(4) 0.8636(3) 0.4622(4) 0.0693(15) Uani 1 1 d . . . . .
C34 C 0.5563(4) 0.8280(3) 0.3020(4) 0.0748(15) Uani 1 1 d . . . . .
H34 H 0.5310 0.7815 0.3062 0.090 Uiso 1 1 calc R U . . .
C28 C 0.3758(4) 0.8393(3) 0.6198(5) 0.0753(16) Uani 1 1 d . . . . .
C12 C 0.6308(3) 0.5236(3) 0.6058(4) 0.0641(13) Uani 1 1 d . . . . .
H12 H 0.6531 0.4761 0.6003 0.077 Uiso 1 1 calc R U . . .
C4 C 0.3646(5) 0.6912(4) 1.0507(5) 0.100(2) Uani 1 1 d . . . . .
H4 H 0.3216 0.7252 1.0401 0.120 Uiso 1 1 calc R U . . .
C35 C 0.6056(4) 0.8436(3) 0.2220(4) 0.0752(16) Uani 1 1 d . . . . .
H35 H 0.6138 0.8076 0.1735 0.090 Uiso 1 1 calc R U . . .
C37 C 0.6322(3) 0.9648(3) 0.2872(4) 0.0678(14) Uani 1 1 d . . . . .
H37 H 0.6576 1.0111 0.2831 0.081 Uiso 1 1 calc R U . . .
C45 C 0.6741(4) 0.8914(3) 0.0364(4) 0.0761(16) Uani 1 1 d . . . . .
C6 C 0.4375(4) 0.6823(3) 0.7882(4) 0.0845(18) Uani 1 1 d . . . . .
H6 H 0.4229 0.7044 0.7281 0.101 Uiso 1 1 calc R U . . .
C18 C 0.8692(4) 0.4401(4) 0.5236(6) 0.0894(19) Uani 1 1 d . . . . .
H18 H 0.9061 0.4362 0.5771 0.107 Uiso 1 1 calc R U . . .
C22 C 0.5666(4) 0.6208(3) 0.2293(4) 0.0816(17) Uani 1 1 d . . . . .
H22 H 0.5114 0.6197 0.2066 0.098 Uiso 1 1 calc R U . . .
C23 C 0.6284(5) 0.6554(3) 0.1735(5) 0.0831(18) Uani 1 1 d . . . . .
H23 H 0.6149 0.6771 0.1128 0.100 Uiso 1 1 calc R U . . .
C15 C 0.7600(4) 0.4511(3) 0.3665(4) 0.0806(16) Uani 1 1 d . . . . .
H15 H 0.7236 0.4545 0.3126 0.097 Uiso 1 1 calc R U . . .
C29 C 0.3156(5) 0.8287(3) 0.7016(7) 0.096(2) Uani 1 1 d . . . . .
H29 H 0.2680 0.8007 0.6875 0.115 Uiso 1 1 calc R U . . .
C40 C 0.7706(4) 1.0268(3) 0.0481(5) 0.0857(18) Uani 1 1 d . . . . .
H40 H 0.7362 1.0222 -0.0075 0.103 Uiso 1 1 calc R U . . .
C31 C 0.4148(4) 0.8214(3) 0.4505(5) 0.0844(18) Uani 1 1 d . . . . .
H31 H 0.4026 0.8010 0.3887 0.101 Uiso 1 1 calc R U . . .
C44 C 0.8112(4) 0.9874(4) 0.2098(5) 0.0912(19) Uani 1 1 d . . . . .
H44 H 0.8043 0.9562 0.2643 0.109 Uiso 1 1 calc R U . . .
C19 C 0.8081(3) 0.4941(3) 0.5242(5) 0.0762(16) Uani 1 1 d . . . . .
H19 H 0.8044 0.5270 0.5773 0.091 Uiso 1 1 calc R U . . .
C17 C 0.8763(4) 0.3926(4) 0.4464(7) 0.094(2) Uani 1 1 d . . . . .
H17 H 0.9181 0.3566 0.4466 0.113 Uiso 1 1 calc R U . . .
C30 C 0.3612(4) 0.8094(4) 0.5281(5) 0.093(2) Uani 1 1 d . . . . .
H30 H 0.3137 0.7802 0.5183 0.112 Uiso 1 1 calc R U . . .
C50 C 0.7333(4) 0.8485(3) -0.0090(5) 0.094(2) Uani 1 1 d . . . . .
H50 H 0.7867 0.8448 0.0187 0.112 Uiso 1 1 calc R U . . .
C43 C 0.8751(4) 1.0399(5) 0.2094(8) 0.116(3) Uani 1 1 d . . . . .
H43 H 0.9110 1.0438 0.2637 0.139 Uiso 1 1 calc R U . . .
C16 C 0.8224(5) 0.3975(3) 0.3682(6) 0.0914(19) Uani 1 1 d . . . . .
H16 H 0.8275 0.3644 0.3154 0.110 Uiso 1 1 calc R U . . .
C46 C 0.5948(4) 0.8953(4) -0.0050(5) 0.0922(19) Uani 1 1 d . . . . .
H46 H 0.5541 0.9253 0.0240 0.111 Uiso 1 1 calc R U . . .
C5 C 0.3941(4) 0.7004(4) 0.8733(4) 0.094(2) Uani 1 1 d . . . . .
H5 H 0.3504 0.7346 0.8696 0.113 Uiso 1 1 calc R U . . .
C42 C 0.8854(6) 1.0859(5) 0.1296(9) 0.127(3) Uani 1 1 d . . . . .
H42 H 0.9276 1.1217 0.1307 0.152 Uiso 1 1 calc R U . . .
C49 C 0.7153(6) 0.8105(4) -0.0950(6) 0.123(3) Uani 1 1 d . . . . .
H49 H 0.7568 0.7831 -0.1270 0.147 Uiso 1 1 calc R U . . .
C41 C 0.8349(5) 1.0800(4) 0.0487(7) 0.109(3) Uani 1 1 d . . . . .
H41 H 0.8428 1.1109 -0.0058 0.131 Uiso 1 1 calc R U . . .
C47 C 0.5756(6) 0.8552(5) -0.0885(6) 0.122(3) Uani 1 1 d . . . . .
H47 H 0.5214 0.8567 -0.1146 0.147 Uiso 1 1 calc R U . . .
C48 C 0.6355(7) 0.8133(5) -0.1333(6) 0.131(3) Uani 1 1 d . . . . .
H48 H 0.6224 0.7864 -0.1902 0.157 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
O2 C29 1.192(8) . ?
O1 C4 1.178(7) . ?
N1 C20 1.424(6) . ?
N1 C14 1.422(6) . ?
N1 C11 1.412(6) . ?
N2 C36 1.408(7) . ?
N2 C39 1.417(7) . ?
N2 C45 1.417(7) . ?
C8 C7 1.473(7) . ?
C8 C9 1.385(7) . ?
C8 C13 1.388(6) . ?
C7 C1 1.387(6) . ?
C7 C6 1.385(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.392(7) . ?
C33 C38 1.393(7) . ?
C33 C32 1.460(8) . ?
C33 C34 1.391(7) . ?
C20 C25 1.380(7) . ?
C20 C21 1.371(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(7) . ?
C13 H13 0.9300 . ?
C13 C12 1.369(7) . ?
C14 C15 1.378(7) . ?
C14 C19 1.387(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(7) . ?
C38 H38 0.9300 . ?
C38 C37 1.369(7) . ?
C11 C12 1.377(7) . ?
C36 C35 1.387(7) . ?
C36 C37 1.399(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.363(8) . ?
C26 C32 1.392(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.389(8) . ?
C3 C2 1.362(7) . ?
C3 C4 1.465(8) . ?
C3 C5 1.371(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(8) . ?
C24 C23 1.365(9) . ?
C25 H25 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.369(8) . ?
C39 C40 1.373(8) . ?
C39 C44 1.382(8) . ?
C2 H2 0.9300 . ?
C32 C31 1.391(7) . ?
C34 H34 0.9300 . ?
C34 C35 1.361(8) . ?
C28 C29 1.472(9) . ?
C28 C30 1.365(8) . ?
C12 H12 0.9300 . ?
C4 H4 0.9300 . ?
C35 H35 0.9300 . ?
C37 H37 0.9300 . ?
C45 C50 1.364(8) . ?
C45 C46 1.382(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.376(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.376(8) . ?
C18 C17 1.350(9) . ?
C22 H22 0.9300 . ?
C22 C23 1.385(9) . ?
C23 H23 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.386(8) . ?
C29 H29 0.9300 . ?
C40 H40 0.9300 . ?
C40 C41 1.400(9) . ?
C31 H31 0.9300 . ?
C31 C30 1.364(8) . ?
C44 H44 0.9300 . ?
C44 C43 1.388(9) . ?
C19 H19 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.359(10) . ?
C30 H30 0.9300 . ?
C50 H50 0.9300 . ?
C50 C49 1.375(9) . ?
C43 H43 0.9300 . ?
C43 C42 1.365(12) . ?
C16 H16 0.9300 . ?
C46 H46 0.9300 . ?
C46 C47 1.369(10) . ?
C5 H5 0.9300 . ?
C42 H42 0.9300 . ?
C42 C41 1.358(12) . ?
C49 H49 0.9300 . ?
C49 C48 1.371(11) . ?
C41 H41 0.9300 . ?
C47 H47 0.9300 . ?
C47 C48 1.357(12) . ?
C48 H48 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
C14 N1 C20 118.8(4) . . ?
C11 N1 C20 119.2(4) . . ?
C11 N1 C14 121.8(4) . . ?
C36 N2 C39 121.9(5) . . ?
C36 N2 C45 119.0(4) . . ?
C39 N2 C45 119.1(5) . . ?
C9 C8 C7 121.9(4) . . ?
C9 C8 C13 117.0(5) . . ?
C13 C8 C7 121.1(5) . . ?
C1 C7 C8 121.6(4) . . ?
C6 C7 C8 121.2(5) . . ?
C6 C7 C1 117.2(5) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(5) . . ?
C10 C9 H9 119.4 . . ?
C38 C33 C32 121.6(5) . . ?
C34 C33 C38 115.8(5) . . ?
C34 C33 C32 122.5(5) . . ?
C25 C20 N1 119.8(5) . . ?
C21 C20 N1 120.3(5) . . ?
C21 C20 C25 119.9(5) . . ?
C7 C1 H1 119.2 . . ?
C2 C1 C7 121.5(5) . . ?
C2 C1 H1 119.2 . . ?
C8 C13 H13 118.9 . . ?
C12 C13 C8 122.1(5) . . ?
C12 C13 H13 118.9 . . ?
C15 C14 N1 120.1(5) . . ?
C15 C14 C19 119.2(5) . . ?
C19 C14 N1 120.7(5) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.4(5) . . ?
C11 C10 H10 119.8 . . ?
C33 C38 H38 118.4 . . ?
C37 C38 C33 123.2(5) . . ?
C37 C38 H38 118.4 . . ?
C10 C11 N1 120.1(5) . . ?
C12 C11 N1 121.5(5) . . ?
C12 C11 C10 118.4(5) . . ?
C35 C36 N2 120.5(5) . . ?
C35 C36 C37 118.1(5) . . ?
C37 C36 N2 121.4(5) . . ?
C27 C26 H26 118.9 . . ?
C27 C26 C32 122.1(6) . . ?
C32 C26 H26 118.9 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0(6) . . ?
C28 C27 H27 120.0 . . ?
C2 C3 C4 123.1(5) . . ?
C2 C3 C5 118.5(5) . . ?
C5 C3 C4 118.4(5) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(6) . . ?
C20 C25 H25 120.3 . . ?
C24 C25 C20 119.5(6) . . ?
C24 C25 H25 120.3 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(6) . . ?
C22 C21 H21 119.8 . . ?
C40 C39 N2 119.4(6) . . ?
C40 C39 C44 119.3(6) . . ?
C44 C39 N2 121.3(6) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(5) . . ?
C3 C2 H2 119.7 . . ?
C26 C32 C33 122.4(5) . . ?
C31 C32 C33 120.9(5) . . ?
C31 C32 C26 116.6(6) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 C33 122.2(5) . . ?
C35 C34 H34 118.9 . . ?
C27 C28 C29 120.6(7) . . ?
C30 C28 C27 118.5(6) . . ?
C30 C28 C29 120.9(7) . . ?
C13 C12 C11 120.8(5) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
O1 C4 C3 126.8(6) . . ?
O1 C4 H4 116.6 . . ?
C3 C4 H4 116.6 . . ?
C36 C35 H35 119.4 . . ?
C34 C35 C36 121.2(5) . . ?
C34 C35 H35 119.4 . . ?
C38 C37 C36 119.5(5) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C50 C45 N2 120.8(6) . . ?
C50 C45 C46 118.6(6) . . ?
C46 C45 N2 120.6(6) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.6(5) . . ?
C5 C6 H6 119.7 . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.8(7) . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.7(6) . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 119.8(6) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.5(6) . . ?
C16 C15 H15 120.3 . . ?
O2 C29 C28 126.8(8) . . ?
O2 C29 H29 116.6 . . ?
C28 C29 H29 116.6 . . ?
C39 C40 H40 119.8 . . ?
C39 C40 C41 120.5(7) . . ?
C41 C40 H40 119.8 . . ?
C32 C31 H31 119.4 . . ?
C30 C31 C32 121.3(6) . . ?
C30 C31 H31 119.4 . . ?
C39 C44 H44 120.1 . . ?
C39 C44 C43 119.7(7) . . ?
C43 C44 H44 120.1 . . ?
C14 C19 H19 120.1 . . ?
C18 C19 C14 119.8(6) . . ?
C18 C19 H19 120.1 . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.1(6) . . ?
C16 C17 H17 119.9 . . ?
C28 C30 H30 119.3 . . ?
C31 C30 C28 121.5(6) . . ?
C31 C30 H30 119.3 . . ?
C45 C50 H50 119.5 . . ?
C45 C50 C49 121.0(7) . . ?
C49 C50 H50 119.5 . . ?
C44 C43 H43 119.8 . . ?
C42 C43 C44 120.4(9) . . ?
C42 C43 H43 119.8 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(6) . . ?
C17 C16 H16 119.7 . . ?
C45 C46 H46 119.7 . . ?
C47 C46 C45 120.6(7) . . ?
C47 C46 H46 119.7 . . ?
C3 C5 C6 121.5(5) . . ?
C3 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C43 C42 H42 119.7 . . ?
C41 C42 C43 120.7(8) . . ?
C41 C42 H42 119.7 . . ?
C50 C49 H49 120.3 . . ?
C48 C49 C50 119.3(8) . . ?
C48 C49 H49 120.3 . . ?
C40 C41 H41 120.3 . . ?
C42 C41 C40 119.4(8) . . ?
C42 C41 H41 120.3 . . ?
C46 C47 H47 120.0 . . ?
C48 C47 C46 120.0(8) . . ?
C48 C47 H47 120.0 . . ?
C49 C48 H48 119.8 . . ?
C47 C48 C49 120.4(8) . . ?
C47 C48 H48 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
N1 C20 C25 C24 -179.8(4) . . . . ?
N1 C20 C21 C22 -179.9(5) . . . . ?
N1 C14 C15 C16 179.1(5) . . . . ?
N1 C14 C19 C18 -179.2(5) . . . . ?
N1 C11 C12 C13 179.1(4) . . . . ?
N2 C36 C35 C34 -177.7(5) . . . . ?
N2 C36 C37 C38 178.4(5) . . . . ?
N2 C39 C40 C41 179.5(5) . . . . ?
N2 C39 C44 C43 -180.0(5) . . . . ?
N2 C45 C50 C49 178.1(6) . . . . ?
N2 C45 C46 C47 -175.4(6) . . . . ?
C8 C7 C1 C2 178.8(5) . . . . ?
C8 C7 C6 C5 -178.9(6) . . . . ?
C8 C9 C10 C11 0.2(8) . . . . ?
C8 C13 C12 C11 0.9(8) . . . . ?
C7 C8 C9 C10 -179.9(5) . . . . ?
C7 C8 C13 C12 179.4(5) . . . . ?
C7 C1 C2 C3 -0.1(8) . . . . ?
C7 C6 C5 C3 0.2(11) . . . . ?
C9 C8 C7 C1 -150.7(5) . . . . ?
C9 C8 C7 C6 29.2(8) . . . . ?
C9 C8 C13 C12 0.2(7) . . . . ?
C9 C10 C11 N1 -179.6(5) . . . . ?
C9 C10 C11 C12 0.9(8) . . . . ?
C33 C38 C37 C36 -0.7(8) . . . . ?
C33 C32 C31 C30 -177.1(6) . . . . ?
C33 C34 C35 C36 -0.7(9) . . . . ?
C20 N1 C14 C15 -35.1(7) . . . . ?
C20 N1 C14 C19 142.8(5) . . . . ?
C20 N1 C11 C10 -30.1(7) . . . . ?
C20 N1 C11 C12 149.4(5) . . . . ?
C20 C21 C22 C23 -0.1(8) . . . . ?
C1 C7 C6 C5 1.1(9) . . . . ?
C13 C8 C7 C1 30.1(7) . . . . ?
C13 C8 C7 C6 -150.0(5) . . . . ?
C13 C8 C9 C10 -0.7(7) . . . . ?
C14 N1 C20 C25 -57.5(7) . . . . ?
C14 N1 C20 C21 123.1(5) . . . . ?
C14 N1 C11 C10 155.1(5) . . . . ?
C14 N1 C11 C12 -25.4(8) . . . . ?
C14 C15 C16 C17 -0.6(9) . . . . ?
C10 C11 C12 C13 -1.4(8) . . . . ?
C38 C33 C32 C26 -33.2(8) . . . . ?
C38 C33 C32 C31 143.2(6) . . . . ?
C38 C33 C34 C35 -0.8(9) . . . . ?
C11 N1 C20 C25 127.6(5) . . . . ?
C11 N1 C20 C21 -51.9(7) . . . . ?
C11 N1 C14 C15 139.8(5) . . . . ?
C11 N1 C14 C19 -42.3(8) . . . . ?
C36 N2 C39 C40 -142.3(5) . . . . ?
C36 N2 C39 C44 39.2(8) . . . . ?
C36 N2 C45 C50 -119.9(6) . . . . ?
C36 N2 C45 C46 57.1(8) . . . . ?
C26 C27 C28 C29 -177.6(5) . . . . ?
C26 C27 C28 C30 0.9(9) . . . . ?
C26 C32 C31 C30 -0.5(9) . . . . ?
C27 C26 C32 C33 176.7(5) . . . . ?
C27 C26 C32 C31 0.1(8) . . . . ?
C27 C28 C29 O2 -1.2(9) . . . . ?
C27 C28 C30 C31 -1.3(10) . . . . ?
C25 C20 C21 C22 0.6(8) . . . . ?
C25 C24 C23 C22 1.1(9) . . . . ?
C21 C20 C25 C24 -0.3(8) . . . . ?
C21 C22 C23 C24 -0.8(9) . . . . ?
C39 N2 C36 C35 -153.7(5) . . . . ?
C39 N2 C36 C37 27.1(8) . . . . ?
C39 N2 C45 C50 60.6(8) . . . . ?
C39 N2 C45 C46 -122.3(6) . . . . ?
C39 C40 C41 C42 0.8(10) . . . . ?
C39 C44 C43 C42 0.1(10) . . . . ?
C2 C3 C4 O1 2.3(12) . . . . ?
C2 C3 C5 C6 -1.5(10) . . . . ?
C32 C33 C38 C37 -177.3(5) . . . . ?
C32 C33 C34 C35 178.0(5) . . . . ?
C32 C26 C27 C28 -0.3(9) . . . . ?
C32 C31 C30 C28 1.1(10) . . . . ?
C34 C33 C38 C37 1.5(8) . . . . ?
C34 C33 C32 C26 148.1(6) . . . . ?
C34 C33 C32 C31 -35.5(8) . . . . ?
C4 C3 C2 C1 179.7(6) . . . . ?
C4 C3 C5 C6 -179.8(7) . . . . ?
C35 C36 C37 C38 -0.9(8) . . . . ?
C37 C36 C35 C34 1.6(8) . . . . ?
C45 N2 C36 C35 26.9(8) . . . . ?
C45 N2 C36 C37 -152.4(5) . . . . ?
C45 N2 C39 C40 37.1(8) . . . . ?
C45 N2 C39 C44 -141.3(6) . . . . ?
C45 C50 C49 C48 -2.9(11) . . . . ?
C45 C46 C47 C48 -2.3(12) . . . . ?
C6 C7 C1 C2 -1.1(8) . . . . ?
C18 C17 C16 C15 0.3(10) . . . . ?
C23 C24 C25 C20 -0.5(8) . . . . ?
C15 C14 C19 C18 -1.3(9) . . . . ?
C29 C28 C30 C31 177.2(6) . . . . ?
C40 C39 C44 C43 1.6(9) . . . . ?
C44 C39 C40 C41 -2.0(8) . . . . ?
C44 C43 C42 C41 -1.5(12) . . . . ?
C19 C14 C15 C16 1.1(8) . . . . ?
C19 C18 C17 C16 -0.5(10) . . . . ?
C17 C18 C19 C14 1.0(9) . . . . ?
C30 C28 C29 O2 -179.7(7) . . . . ?
C50 C45 C46 C47 1.6(10) . . . . ?
C50 C49 C48 C47 2.2(13) . . . . ?
C43 C42 C41 C40 1.0(12) . . . . ?
C46 C45 C50 C49 1.0(9) . . . . ?
C46 C47 C48 C49 0.4(14) . . . . ?
C5 C3 C2 C1 1.5(9) . . . . ?
C5 C3 C4 O1 -179.5(8) . . . . ?

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

data_c_a
_database_code_depnum_ccdc_archive 'CCDC 2163836'
loop_
_audit_author_name
_audit_author_address
TPA-SYQ
;Guizhou University
China
;
_audit_update_record             
;
2022-04-01 deposited with the CCDC.	2022-06-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-19
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H19 N O2'
_chemical_formula_sum            'C25 H19 N O2'
_chemical_formula_weight         365.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.9415(14)
_cell_length_b                   15.0759(13)
_cell_length_c                   9.5585(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.584(3)
_cell_angle_gamma                90
_cell_volume                     1904.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.74
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1509 before and 0.0810 after correction.
The Ratio of minimum to maximum transmission is 0.6356.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1325
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            92540
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_min         2.623
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2772
_reflns_number_total             4739
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4739
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0694
_refine_ls_restrained_S_all      1.081
_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)+(0.0548P)²+0.9869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1541
_refine_ls_wR_factor_ref         0.1939
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C12(H12), C10(H10), C9(H9), C19(H19), C1(H1A), C15(H15), C21(H21),
 C18(H18), C6(H6), C17(H17), C25(H25), C16(H16), C5(H5), C4(H4), C22(H22),
 C23(H23), C24(H24)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
N1 N 0.35785(15) 0.83261(12) 0.6840(2) 0.0603(5) Uani 1 1 d . . . . .
O2 O -0.00087(16) 0.19377(14) 0.4537(3) 0.0992(8) Uani 1 1 d . . . . .
C8 C 0.20847(17) 0.58620(13) 0.5521(2) 0.0487(5) Uani 1 1 d . . . . .
O1 O 0.1319(2) 0.28558(14) 0.6637(3) 0.1159(9) Uani 1 1 d . . . . .
H1 H 0.0950 0.2434 0.6284 0.174 Uiso 1 1 calc R U . . .
C7 C 0.15262(17) 0.50191(14) 0.5069(2) 0.0496(5) Uani 1 1 d . . . . .
C20 C 0.45259(19) 0.83544(14) 0.8013(3) 0.0587(6) Uani 1 1 d . . . . .
C11 C 0.30911(18) 0.75107(14) 0.6393(3) 0.0518(5) Uani 1 1 d . . . . .
C14 C 0.31812(19) 0.91517(14) 0.6193(3) 0.0559(6) Uani 1 1 d . . . . .
C13 C 0.28275(19) 0.59745(15) 0.6884(3) 0.0581(6) Uani 1 1 d . . . . .
H13 H 0.2999 0.5495 0.7528 0.070 Uiso 1 1 calc R U . . .
C12 C 0.33185(19) 0.67725(15) 0.7312(3) 0.0588(6) Uani 1 1 d . . . . .
H12 H 0.3811 0.6817 0.8233 0.071 Uiso 1 1 calc R U . . .
C10 C 0.2374(2) 0.74000(15) 0.5013(3) 0.0619(6) Uani 1 1 d . . . . .
H10 H 0.2214 0.7875 0.4359 0.074 Uiso 1 1 calc R U . . .
C9 C 0.1894(2) 0.65983(15) 0.4598(3) 0.0618(6) Uani 1 1 d . . . . .
H9 H 0.1423 0.6547 0.3661 0.074 Uiso 1 1 calc R U . . .
C3 C 0.04583(19) 0.34207(16) 0.4243(3) 0.0640(7) Uani 1 1 d . . . . .
C2 C 0.1135(2) 0.35247(16) 0.5635(3) 0.0653(7) Uani 1 1 d . . . . .
C19 C 0.3832(2) 0.97843(16) 0.5942(3) 0.0650(7) Uani 1 1 d . . . . .
H19 H 0.4517 0.9657 0.6155 0.078 Uiso 1 1 calc R U . . .
C1 C 0.1658(2) 0.43153(16) 0.6038(3) 0.0703(7) Uani 1 1 d . . . . .
H1A H 0.2111 0.4373 0.6987 0.084 Uiso 1 1 calc R U . . .
C15 C 0.2161(2) 0.93559(17) 0.5845(3) 0.0679(7) Uani 1 1 d . . . . .
H15 H 0.1716 0.8938 0.6001 0.082 Uiso 1 1 calc R U . . .
C21 C 0.4594(2) 0.87979(18) 0.9297(3) 0.0716(7) Uani 1 1 d . . . . .
H21 H 0.4026 0.9060 0.9431 0.086 Uiso 1 1 calc R U . . .
C18 C 0.3457(3) 1.06090(17) 0.5370(3) 0.0763(8) Uani 1 1 d . . . . .
H18 H 0.3897 1.1034 0.5216 0.092 Uiso 1 1 calc R U . . .
C6 C 0.0839(2) 0.49087(18) 0.3662(3) 0.0765(8) Uani 1 1 d . . . . .
H6 H 0.0732 0.5367 0.2979 0.092 Uiso 1 1 calc R U . . .
C17 C 0.2447(3) 1.08040(18) 0.5030(3) 0.0806(9) Uani 1 1 d . . . . .
H17 H 0.2202 1.1356 0.4643 0.097 Uiso 1 1 calc R U . . .
C25 C 0.5365(2) 0.79589(18) 0.7817(4) 0.0872(10) Uani 1 1 d . . . . .
H25 H 0.5312 0.7662 0.6943 0.105 Uiso 1 1 calc R U . . .
C16 C 0.1803(2) 1.01764(19) 0.5267(3) 0.0800(8) Uani 1 1 d . . . . .
H16 H 0.1118 1.0305 0.5037 0.096 Uiso 1 1 calc R U . . .
C5 C 0.0319(3) 0.4126(2) 0.3277(4) 0.0929(11) Uani 1 1 d . . . . .
H5 H -0.0143 0.4069 0.2334 0.111 Uiso 1 1 calc R U . . .
C4 C -0.0099(2) 0.2609(2) 0.3812(4) 0.0948(11) Uani 1 1 d . . . . .
H4 H -0.0579 0.2598 0.2877 0.114 Uiso 1 1 calc R U . . .
C22 C 0.5532(3) 0.8846(2) 1.0392(4) 0.0995(12) Uani 1 1 d . . . . .
H22 H 0.5594 0.9146 1.1267 0.119 Uiso 1 1 calc R U . . .
C23 C 0.6366(3) 0.8453(3) 1.0186(6) 0.1195(17) Uani 1 1 d . . . . .
H23 H 0.6992 0.8494 1.0916 0.143 Uiso 1 1 calc R U . . .
C24 C 0.6279(3) 0.8004(2) 0.8918(6) 0.1190(16) Uani 1 1 d . . . . .
H24 H 0.6843 0.7727 0.8796 0.143 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
N1 C20 1.435(3) . ?
N1 C11 1.404(3) . ?
N1 C14 1.421(3) . ?
O2 C4 1.210(4) . ?
C8 C7 1.481(3) . ?
C8 C13 1.393(3) . ?
C8 C9 1.390(3) . ?
O1 H1 0.8200 . ?
O1 C2 1.358(3) . ?
C7 C1 1.381(3) . ?
C7 C6 1.390(3) . ?
C20 C21 1.374(4) . ?
C20 C25 1.378(4) . ?
C11 C12 1.390(3) . ?
C11 C10 1.388(3) . ?
C14 C19 1.390(3) . ?
C14 C15 1.388(4) . ?
C13 H13 0.9300 . ?
C13 C12 1.380(3) . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.377(3) . ?
C9 H9 0.9300 . ?
C3 C2 1.373(4) . ?
C3 C5 1.381(4) . ?
C3 C4 1.438(4) . ?
C2 C1 1.387(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.391(4) . ?
C1 H1A 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.381(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.392(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.372(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.372(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.372(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.371(5) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.375(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.359(6) . ?
C24 H24 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
C11 N1 C20 119.97(18) . . ?
C11 N1 C14 123.42(19) . . ?
C14 N1 C20 116.61(18) . . ?
C13 C8 C7 122.83(19) . . ?
C9 C8 C7 121.6(2) . . ?
C9 C8 C13 115.6(2) . . ?
C2 O1 H1 109.5 . . ?
C1 C7 C8 121.2(2) . . ?
C1 C7 C6 117.4(2) . . ?
C6 C7 C8 121.4(2) . . ?
C21 C20 N1 119.8(2) . . ?
C21 C20 C25 120.8(3) . . ?
C25 C20 N1 119.4(3) . . ?
C12 C11 N1 121.2(2) . . ?
C10 C11 N1 121.8(2) . . ?
C10 C11 C12 117.0(2) . . ?
C19 C14 N1 119.4(2) . . ?
C15 C14 N1 121.7(2) . . ?
C15 C14 C19 118.8(2) . . ?
C8 C13 H13 118.9 . . ?
C12 C13 C8 122.3(2) . . ?
C12 C13 H13 118.9 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.2(2) . . ?
C13 C12 H12 119.4 . . ?
C11 C10 H10 119.5 . . ?
C9 C10 C11 121.1(2) . . ?
C9 C10 H10 119.5 . . ?
C8 C9 H9 118.6 . . ?
C10 C9 C8 122.8(2) . . ?
C10 C9 H9 118.6 . . ?
C2 C3 C5 117.8(2) . . ?
C2 C3 C4 121.1(3) . . ?
C5 C3 C4 121.1(3) . . ?
O1 C2 C3 121.1(2) . . ?
O1 C2 C1 118.6(2) . . ?
C3 C2 C1 120.4(2) . . ?
C14 C19 H19 120.1 . . ?
C14 C19 C18 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C7 C1 C2 121.9(2) . . ?
C7 C1 H1A 119.1 . . ?
C2 C1 H1A 119.1 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C20 C21 H21 120.7 . . ?
C20 C21 C22 118.6(3) . . ?
C22 C21 H21 120.7 . . ?
C19 C18 H18 119.5 . . ?
C17 C18 C19 120.9(3) . . ?
C17 C18 H18 119.5 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.8 . . ?
C18 C17 H17 120.4 . . ?
C16 C17 C18 119.3(3) . . ?
C16 C17 H17 120.4 . . ?
C20 C25 H25 120.1 . . ?
C24 C25 C20 119.7(4) . . ?
C24 C25 H25 120.1 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C3 C5 H5 118.9 . . ?
C6 C5 C3 122.2(3) . . ?
C6 C5 H5 118.9 . . ?
O2 C4 C3 126.8(3) . . ?
O2 C4 H4 116.6 . . ?
C3 C4 H4 116.6 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.3(4) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.3(4) . . ?
C24 C23 H23 119.9 . . ?
C25 C24 H24 119.8 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 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
N1 C20 C21 C22 -177.4(2) . . . . ?
N1 C20 C25 C24 178.2(3) . . . . ?
N1 C11 C12 C13 178.9(2) . . . . ?
N1 C11 C10 C9 -179.3(2) . . . . ?
N1 C14 C19 C18 -177.1(2) . . . . ?
N1 C14 C15 C16 177.6(2) . . . . ?
C8 C7 C1 C2 179.5(2) . . . . ?
C8 C7 C6 C5 -179.0(3) . . . . ?
C8 C13 C12 C11 0.1(4) . . . . ?
O1 C2 C1 C7 178.7(3) . . . . ?
C7 C8 C13 C12 -177.7(2) . . . . ?
C7 C8 C9 C10 177.3(2) . . . . ?
C7 C6 C5 C3 -0.8(5) . . . . ?
C20 N1 C11 C12 20.0(4) . . . . ?
C20 N1 C11 C10 -159.1(2) . . . . ?
C20 N1 C14 C19 40.2(3) . . . . ?
C20 N1 C14 C15 -137.7(3) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C20 C25 C24 C23 -1.4(5) . . . . ?
C11 N1 C20 C21 -116.8(3) . . . . ?
C11 N1 C20 C25 65.2(3) . . . . ?
C11 N1 C14 C19 -140.1(2) . . . . ?
C11 N1 C14 C15 41.9(4) . . . . ?
C11 C10 C9 C8 0.7(4) . . . . ?
C14 N1 C20 C21 62.9(3) . . . . ?
C14 N1 C20 C25 -115.1(3) . . . . ?
C14 N1 C11 C12 -159.6(2) . . . . ?
C14 N1 C11 C10 21.3(4) . . . . ?
C14 C19 C18 C17 -0.9(4) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C13 C8 C7 C1 5.4(4) . . . . ?
C13 C8 C7 C6 -175.5(3) . . . . ?
C13 C8 C9 C10 -2.5(4) . . . . ?
C12 C11 C10 C9 1.6(4) . . . . ?
C10 C11 C12 C13 -2.0(4) . . . . ?
C9 C8 C7 C1 -174.5(2) . . . . ?
C9 C8 C7 C6 4.7(4) . . . . ?
C9 C8 C13 C12 2.1(4) . . . . ?
C3 C2 C1 C7 -0.2(4) . . . . ?
C2 C3 C5 C6 0.8(5) . . . . ?
C2 C3 C4 O2 -4.4(6) . . . . ?
C19 C14 C15 C16 -0.4(4) . . . . ?
C19 C18 C17 C16 0.4(4) . . . . ?
C1 C7 C6 C5 0.2(4) . . . . ?
C15 C14 C19 C18 0.9(4) . . . . ?
C21 C20 C25 C24 0.3(4) . . . . ?
C21 C22 C23 C24 -0.8(5) . . . . ?
C18 C17 C16 C15 0.1(5) . . . . ?
C6 C7 C1 C2 0.3(4) . . . . ?
C25 C20 C21 C22 0.6(4) . . . . ?
C5 C3 C2 O1 -179.2(3) . . . . ?
C5 C3 C2 C1 -0.3(4) . . . . ?
C5 C3 C4 O2 176.6(4) . . . . ?
C4 C3 C2 O1 1.8(5) . . . . ?
C4 C3 C2 C1 -179.3(3) . . . . ?
C4 C3 C5 C6 179.9(3) . . . . ?
C22 C23 C24 C25 1.7(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
