# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_b24051503a0247_0m
_database_code_depnum_ccdc_archive 'CCDC 2387339'
loop_
_audit_author_name
_audit_author_address
'Hui Dai'
;Sun Yatsen University
China
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2024-08-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C37 H24 N2 O'
_chemical_formula_sum            'C37 H24 N2 O'
_chemical_formula_weight         512.58
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.499(3)
_cell_length_b                   11.218(4)
_cell_length_c                   17.798(8)
_cell_angle_alpha                97.448(14)
_cell_angle_beta                 93.423(14)
_cell_angle_gamma                90.73(2)
_cell_volume                     1284.1(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    475
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      43.02
_cell_measurement_theta_min      3.46
_exptl_absorpt_coefficient_mu    0.396
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.5666
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1467 before and 0.0652 after correction.
The Ratio of minimum to maximum transmission is 0.7539.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.008
_exptl_crystal_size_min          0.005
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_unetI/netI     0.0830
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17318
_diffrn_reflns_theta_full        59.78
_diffrn_reflns_theta_max         59.78
_diffrn_reflns_theta_min         2.18
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3319
_reflns_number_total             5672
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.0120(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5672
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0931P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1763
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H2(0.05) H3(0.053) H4(0.049) H5(0.044) H9(0.043) H10(0.042)
 H15(0.045) H16(0.048) H17(0.047) H18(0.044) H20(0.046) H21(0.047) H23(0.045)
 H24(0.044) H27(0.053) H28(0.058) H29(0.064) H30(0.064) H31(0.053) H33(0.047)
 H34(0.057) H35(0.061) H36(0.059) H37(0.047)
 Fixed X: H2(0.741) H3(0.6781) H4(0.3892) H5(0.1604) H9(0.338) H10(0.0283)
 H15(-0.4747) H16(-0.7024) H17(-0.6344) H18(-0.3419) H20(0.8881) H21(1.0828)
 H23(0.5774) H24(0.3795) H27(1.1529) H28(1.0464) H29(0.7352) H30(0.5339)
 H31(0.6433) H33(0.1659) H34(0.2202) H35(-0.0002) H36(-0.2818) H37(-0.3313)
 Fixed Y: H2(0.8652) H3(1.0663) H4(1.161) H5(1.0565) H9(0.5202) H10(0.5103)
 H15(0.9647) H16(0.8393) H17(0.6369) H18(0.5517) H20(0.7207) H21(0.5904)
 H23(0.3827) H24(0.5148) H27(0.2141) H28(0.0965) H29(0.1327) H30(0.2929)
 H31(0.4148) H33(1.0179) H34(1.2261) H35(1.3448) H36(1.2564) H37(1.0483)
 Fixed Z: H2(0.3516) H3(0.3948) H4(0.3478) H5(0.256) H9(0.1532) H10(0.0782)
 H15(0.0625) H16(-0.0203) H17(-0.0528) H18(-0.0005) H20(0.271) H21(0.3357)
 H23(0.347) H24(0.2847) H27(0.4464) H28(0.5353) H29(0.591) H30(0.5606)
 H31(0.4738) H33(0.077) H34(0.1009) H35(0.1757) H36(0.2241) H37(0.2036)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 1.1682(3) 0.39208(18) 0.37903(12) 0.0584(5) Uani 1 d . . .
N1 N 0.4905(3) 0.72205(16) 0.24357(11) 0.0358(5) Uani 1 d . . .
N2 N -0.1144(3) 0.88674(16) 0.12863(10) 0.0342(5) Uani 1 d . . .
C1 C 0.4903(3) 0.8431(2) 0.27540(13) 0.0348(5) Uani 1 d . . .
C2 C 0.6251(4) 0.9041(2) 0.33150(13) 0.0418(6) Uani 1 d . . .
H2 H 0.7410 0.8652 0.3516 0.050 Uiso 1 calc . . R
C3 C 0.5861(4) 1.0228(2) 0.35732(14) 0.0438(6) Uani 1 d . . .
H3 H 0.6781 1.0663 0.3948 0.053 Uiso 1 calc . . R
C4 C 0.4140(3) 1.0795(2) 0.32918(13) 0.0407(6) Uani 1 d . . .
H4 H 0.3892 1.1610 0.3478 0.049 Uiso 1 calc . . R
C5 C 0.2789(3) 1.0177(2) 0.27420(13) 0.0368(5) Uani 1 d . . .
H5 H 0.1604 1.0565 0.2560 0.044 Uiso 1 calc . . R
C6 C 0.3160(3) 0.8988(2) 0.24534(12) 0.0337(5) Uani 1 d . . .
C7 C 0.2085(3) 0.80683(19) 0.19151(12) 0.0318(5) Uani 1 d . . .
C8 C 0.3168(3) 0.6991(2) 0.19332(12) 0.0334(5) Uani 1 d . . .
C9 C 0.2566(3) 0.5896(2) 0.15110(13) 0.0359(5) Uani 1 d . . .
H9 H 0.3380 0.5202 0.1532 0.043 Uiso 1 calc . . R
C10 C 0.0757(3) 0.5845(2) 0.10614(13) 0.0354(5) Uani 1 d . . .
H10 H 0.0283 0.5103 0.0782 0.042 Uiso 1 calc . . R
C11 C -0.0376(3) 0.68826(19) 0.10167(12) 0.0315(5) Uani 1 d . . .
C12 C 0.0288(3) 0.79976(19) 0.14233(12) 0.0320(5) Uani 1 d . . .
C13 C -0.2309(3) 0.70848(19) 0.06147(12) 0.0318(5) Uani 1 d . . .
C14 C -0.2730(3) 0.8306(2) 0.07955(12) 0.0336(5) Uani 1 d . . .
C15 C -0.4476(3) 0.8817(2) 0.04980(13) 0.0372(6) Uani 1 d . . .
H15 H -0.4747 0.9647 0.0625 0.045 Uiso 1 calc . . R
C16 C -0.5809(3) 0.8070(2) 0.00074(13) 0.0400(6) Uani 1 d . . .
H16 H -0.7024 0.8393 -0.0203 0.048 Uiso 1 calc . . R
C17 C -0.5410(3) 0.6856(2) -0.01839(13) 0.0388(6) Uani 1 d . . .
H17 H -0.6344 0.6369 -0.0528 0.047 Uiso 1 calc . . R
C18 C -0.3675(3) 0.6349(2) 0.01202(13) 0.0367(6) Uani 1 d . . .
H18 H -0.3419 0.5517 -0.0005 0.044 Uiso 1 calc . . R
C19 C 0.6121(3) 0.6338(2) 0.27457(13) 0.0345(5) Uani 1 d . . .
C20 C 0.8234(3) 0.6536(2) 0.28799(13) 0.0380(6) Uani 1 d . . .
H20 H 0.8881 0.7207 0.2710 0.046 Uiso 1 calc . . R
C21 C 0.9388(3) 0.5754(2) 0.32613(13) 0.0392(6) Uani 1 d . . .
H21 H 1.0828 0.5904 0.3357 0.047 Uiso 1 calc . . R
C22 C 0.8504(3) 0.4758(2) 0.35080(13) 0.0356(5) Uani 1 d . . .
C23 C 0.6402(3) 0.4529(2) 0.33315(13) 0.0376(6) Uani 1 d . . .
H23 H 0.5774 0.3827 0.3470 0.045 Uiso 1 calc . . R
C24 C 0.5226(3) 0.5312(2) 0.29590(13) 0.0369(6) Uani 1 d . . .
H24 H 0.3795 0.5148 0.2847 0.044 Uiso 1 calc . . R
C25 C 0.9857(3) 0.3967(2) 0.39192(14) 0.0405(6) Uani 1 d . . .
C26 C 0.9065(3) 0.3254(2) 0.44899(13) 0.0390(6) Uani 1 d . . .
C27 C 1.0262(4) 0.2305(2) 0.46926(14) 0.0441(6) Uani 1 d . . .
H27 H 1.1529 0.2141 0.4464 0.053 Uiso 1 calc . . R
C28 C 0.9629(4) 0.1603(2) 0.52201(15) 0.0483(7) Uani 1 d . . .
H28 H 1.0464 0.0965 0.5353 0.058 Uiso 1 calc . . R
C29 C 0.7798(5) 0.1824(3) 0.55545(15) 0.0533(7) Uani 1 d . . .
H29 H 0.7352 0.1327 0.5910 0.064 Uiso 1 calc . . R
C30 C 0.6601(4) 0.2771(3) 0.53725(15) 0.0536(7) Uani 1 d . . .
H30 H 0.5339 0.2929 0.5606 0.064 Uiso 1 calc . . R
C31 C 0.7245(4) 0.3488(2) 0.48508(14) 0.0445(6) Uani 1 d . . .
H31 H 0.6433 0.4148 0.4738 0.053 Uiso 1 calc . . R
C32 C -0.0845(3) 1.0139(2) 0.14057(12) 0.0332(5) Uani 1 d . . .
C33 C 0.0773(3) 1.0662(2) 0.10819(13) 0.0395(6) Uani 1 d . . .
H33 H 0.1659 1.0179 0.0770 0.047 Uiso 1 calc . . R
C34 C 0.1079(4) 1.1898(2) 0.12192(15) 0.0474(7) Uani 1 d . . .
H34 H 0.2202 1.2261 0.1009 0.057 Uiso 1 calc . . R
C35 C -0.0233(4) 1.2602(2) 0.16579(16) 0.0506(7) Uani 1 d . . .
H35 H -0.0002 1.3448 0.1757 0.061 Uiso 1 calc . . R
C36 C -0.1885(4) 1.2076(2) 0.19527(15) 0.0488(7) Uani 1 d . . .
H36 H -0.2818 1.2564 0.2241 0.059 Uiso 1 calc . . R
C37 C -0.2183(3) 1.0844(2) 0.18288(13) 0.0394(6) Uani 1 d . . .
H37 H -0.3313 1.0483 0.2036 0.047 Uiso 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 C25 1.222(3) . ?
N1 C1 1.402(3) . ?
N1 C8 1.397(2) . ?
N1 C19 1.421(3) . ?
N2 C12 1.391(3) . ?
N2 C14 1.398(2) . ?
N2 C32 1.424(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.412(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(3) . ?
C6 C7 1.454(3) . ?
C7 C8 1.410(3) . ?
C7 C12 1.413(3) . ?
C8 C9 1.393(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(3) . ?
C11 C12 1.410(3) . ?
C11 C13 1.444(3) . ?
C13 C14 1.401(3) . ?
C13 C18 1.394(3) . ?
C14 C15 1.386(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 C24 1.390(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.379(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(3) . ?
C22 C23 1.397(3) . ?
C22 C25 1.486(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.378(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.483(3) . ?
C26 C27 1.399(3) . ?
C26 C31 1.391(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.373(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.385(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.384(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(3) . ?
C32 C37 1.375(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.386(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.381(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.381(3) . ?
C37 H37 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
C1 N1 C19 123.43(17) . . ?
C8 N1 C1 108.50(17) . . ?
C8 N1 C19 125.71(18) . . ?
C12 N2 C14 107.67(17) . . ?
C12 N2 C32 127.53(16) . . ?
C14 N2 C32 122.22(17) . . ?
N1 C1 C6 109.24(17) . . ?
C2 C1 N1 128.8(2) . . ?
C2 C1 C6 121.8(2) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.4(2) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(2) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 106.1(2) . . ?
C5 C6 C1 118.17(18) . . ?
C5 C6 C7 135.6(2) . . ?
C8 C7 C6 107.58(18) . . ?
C8 C7 C12 115.90(19) . . ?
C12 C7 C6 136.5(2) . . ?
N1 C8 C7 108.53(18) . . ?
C9 C8 N1 127.1(2) . . ?
C9 C8 C7 124.42(18) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 C8 118.2(2) . . ?
C10 C9 H9 120.9 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C12 121.39(18) . . ?
C10 C11 C13 131.76(19) . . ?
C12 C11 C13 106.84(19) . . ?
N2 C12 C7 130.6(2) . . ?
N2 C12 C11 109.25(17) . . ?
C11 C12 C7 120.0(2) . . ?
C14 C13 C11 106.59(17) . . ?
C18 C13 C11 133.8(2) . . ?
C18 C13 C14 119.6(2) . . ?
N2 C14 C13 109.65(18) . . ?
C15 C14 N2 128.3(2) . . ?
C15 C14 C13 122.08(19) . . ?
C14 C15 H15 121.4 . . ?
C16 C15 C14 117.3(2) . . ?
C16 C15 H15 121.4 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.5(2) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 120.96(19) . . ?
C18 C17 H17 119.5 . . ?
C13 C18 H18 120.7 . . ?
C17 C18 C13 118.5(2) . . ?
C17 C18 H18 120.7 . . ?
C20 C19 N1 119.5(2) . . ?
C20 C19 C24 119.1(2) . . ?
C24 C19 N1 121.31(19) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.1 . . ?
C20 C21 C22 121.7(2) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C23 118.0(2) . . ?
C21 C22 C25 118.23(19) . . ?
C23 C22 C25 123.7(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(2) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.43(19) . . ?
C23 C24 H24 119.8 . . ?
O1 C25 C22 118.8(2) . . ?
O1 C25 C26 119.3(2) . . ?
C26 C25 C22 121.9(2) . . ?
C27 C26 C25 117.6(2) . . ?
C31 C26 C25 124.4(2) . . ?
C31 C26 C27 118.0(2) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.9(3) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C30 C29 H29 120.1 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.0(3) . . ?
C31 C30 H30 120.0 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.8(3) . . ?
C30 C31 H31 119.6 . . ?
C33 C32 N2 119.8(2) . . ?
C37 C32 N2 119.8(2) . . ?
C37 C32 C33 120.3(2) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 C32 119.2(2) . . ?
C34 C33 H33 120.4 . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.5(2) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 120.1 . . ?
C34 C35 C36 119.8(2) . . ?
C36 C35 H35 120.1 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.1(3) . . ?
C37 C36 H36 119.9 . . ?
C32 C37 C36 120.0(2) . . ?
C32 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C25 C26 C27 -18.3(3) . . . . ?
O1 C25 C26 C31 159.8(2) . . . . ?
N1 C1 C2 C3 -176.0(2) . . . . ?
N1 C1 C6 C5 175.2(2) . . . . ?
N1 C1 C6 C7 -1.2(2) . . . . ?
N1 C8 C9 C10 178.1(2) . . . . ?
N1 C19 C20 C21 172.4(2) . . . . ?
N1 C19 C24 C23 -173.1(2) . . . . ?
N2 C14 C15 C16 178.7(2) . . . . ?
N2 C32 C33 C34 -178.30(19) . . . . ?
N2 C32 C37 C36 179.3(2) . . . . ?
C1 N1 C8 C7 1.6(2) . . . . ?
C1 N1 C8 C9 -178.6(2) . . . . ?
C1 N1 C19 C20 -53.9(3) . . . . ?
C1 N1 C19 C24 122.3(2) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C1 C6 C7 C8 2.2(3) . . . . ?
C1 C6 C7 C12 -179.8(3) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
C2 C1 C6 C7 -177.4(2) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 -1.2(4) . . . . ?
C4 C5 C6 C1 1.8(3) . . . . ?
C4 C5 C6 C7 177.0(2) . . . . ?
C5 C6 C7 C8 -173.3(3) . . . . ?
C5 C6 C7 C12 4.6(5) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
C6 C7 C8 N1 -2.4(3) . . . . ?
C6 C7 C8 C9 177.8(2) . . . . ?
C6 C7 C12 N2 0.2(5) . . . . ?
C6 C7 C12 C11 -174.7(2) . . . . ?
C7 C8 C9 C10 -2.1(4) . . . . ?
C8 N1 C1 C2 175.6(2) . . . . ?
C8 N1 C1 C6 -0.2(2) . . . . ?
C8 N1 C19 C20 145.6(2) . . . . ?
C8 N1 C19 C24 -38.2(3) . . . . ?
C8 C7 C12 N2 178.1(2) . . . . ?
C8 C7 C12 C11 3.1(3) . . . . ?
C8 C9 C10 C11 2.3(3) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C9 C10 C11 C13 -178.3(2) . . . . ?
C10 C11 C12 N2 -178.9(2) . . . . ?
C10 C11 C12 C7 -2.9(3) . . . . ?
C10 C11 C13 C14 178.5(2) . . . . ?
C10 C11 C13 C18 -2.4(4) . . . . ?
C11 C13 C14 N2 0.3(3) . . . . ?
C11 C13 C14 C15 179.3(2) . . . . ?
C11 C13 C18 C17 -178.5(2) . . . . ?
C12 N2 C14 C13 -0.4(3) . . . . ?
C12 N2 C14 C15 -179.3(2) . . . . ?
C12 N2 C32 C33 54.0(3) . . . . ?
C12 N2 C32 C37 -127.3(2) . . . . ?
C12 C7 C8 N1 179.19(19) . . . . ?
C12 C7 C8 C9 -0.6(3) . . . . ?
C12 C11 C13 C14 -0.1(2) . . . . ?
C12 C11 C13 C18 179.0(2) . . . . ?
C13 C11 C12 N2 -0.2(2) . . . . ?
C13 C11 C12 C7 175.8(2) . . . . ?
C13 C14 C15 C16 -0.1(3) . . . . ?
C14 N2 C12 C7 -175.0(2) . . . . ?
C14 N2 C12 C11 0.4(3) . . . . ?
C14 N2 C32 C33 -105.5(2) . . . . ?
C14 N2 C32 C37 73.3(3) . . . . ?
C14 C13 C18 C17 0.5(3) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 1.0(4) . . . . ?
C16 C17 C18 C13 -1.1(4) . . . . ?
C18 C13 C14 N2 -179.0(2) . . . . ?
C18 C13 C14 C15 0.0(3) . . . . ?
C19 N1 C1 C2 12.2(4) . . . . ?
C19 N1 C1 C6 -163.6(2) . . . . ?
C19 N1 C8 C7 164.6(2) . . . . ?
C19 N1 C8 C9 -15.6(4) . . . . ?
C19 C20 C21 C22 0.9(4) . . . . ?
C20 C19 C24 C23 3.1(4) . . . . ?
C20 C21 C22 C23 2.7(4) . . . . ?
C20 C21 C22 C25 -179.6(2) . . . . ?
C21 C22 C23 C24 -3.5(4) . . . . ?
C21 C22 C25 O1 -27.1(3) . . . . ?
C21 C22 C25 C26 151.7(2) . . . . ?
C22 C23 C24 C19 0.6(4) . . . . ?
C22 C25 C26 C27 162.9(2) . . . . ?
C22 C25 C26 C31 -19.0(3) . . . . ?
C23 C22 C25 O1 150.5(2) . . . . ?
C23 C22 C25 C26 -30.7(4) . . . . ?
C24 C19 C20 C21 -3.8(4) . . . . ?
C25 C22 C23 C24 178.9(2) . . . . ?
C25 C26 C27 C28 179.9(2) . . . . ?
C25 C26 C31 C30 179.4(2) . . . . ?
C26 C27 C28 C29 0.3(3) . . . . ?
C27 C26 C31 C30 -2.5(3) . . . . ?
C27 C28 C29 C30 -1.4(4) . . . . ?
C28 C29 C30 C31 0.5(4) . . . . ?
C29 C30 C31 C26 1.5(4) . . . . ?
C31 C26 C27 C28 1.6(3) . . . . ?
C32 N2 C12 C7 23.1(4) . . . . ?
C32 N2 C12 C11 -161.5(2) . . . . ?
C32 N2 C14 C13 162.6(2) . . . . ?
C32 N2 C14 C15 -16.3(4) . . . . ?
C32 C33 C34 C35 -1.4(3) . . . . ?
C33 C32 C37 C36 -2.0(3) . . . . ?
C33 C34 C35 C36 -1.1(4) . . . . ?
C34 C35 C36 C37 2.1(4) . . . . ?
C35 C36 C37 C32 -0.6(4) . . . . ?
C37 C32 C33 C34 3.0(3) . . . . ?

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

data_a24032102a0843
_database_code_depnum_ccdc_archive 'CCDC 2387345'
loop_
_audit_author_name
_audit_author_address
'Hui Dai'
;Sun Yatsen University
China
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_audit_creation_date             2024-04-16
_audit_creation_method           
;
Olex2 1.3
(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         'C37 H22 N2 O2'
_chemical_formula_sum            'C37 H22 N2 O2'
_chemical_formula_weight         526.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         C37H22N2O2
_chemical_oxdiff_usercomment     CHON
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.7116(5)
_cell_length_b                   12.3669(9)
_cell_length_c                   18.6670(14)
_cell_angle_alpha                102.633(6)
_cell_angle_beta                 91.040(6)
_cell_angle_gamma                92.503(6)
_cell_volume                     1284.87(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3285
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      32.3000
_cell_measurement_theta_min      3.0680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14566
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.946
_diffrn_reflns_theta_min         2.490
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  12.00   1.00   75.00    --  -18.96 -77.00 -60.00   26
  2  ω    -97.00 -70.00   1.00   75.00    --  -18.96 178.00 -60.00   27
  3  ω    -29.00   7.00   1.00   75.00    --  -18.96 -77.00-150.00   36
  4  ω    -49.00  46.00   1.00   75.00    --   19.90 -57.00  60.00   95
  5  ω    -43.00  47.00   1.00   75.00    --   19.90 -57.00 -60.00   90
  6  ω     -1.00  90.00   1.00   75.00    --   19.90  57.00-150.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0164143000
_diffrn_orient_matrix_UB_12      0.0577626000
_diffrn_orient_matrix_UB_13      0.0058484000
_diffrn_orient_matrix_UB_21      0.1096089000
_diffrn_orient_matrix_UB_22      0.0111523000
_diffrn_orient_matrix_UB_23      0.0192852000
_diffrn_orient_matrix_UB_31      0.0563962000
_diffrn_orient_matrix_UB_32      0.0014739000
_diffrn_orient_matrix_UB_33      -0.0333385000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4629
_reflns_number_total             8535
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         8535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1437
_refine_ls_R_factor_gt           0.0737
_refine_ls_restrained_S_all      0.991
_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)+(0.0691P)²+0.2868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1950
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27),
  C30(H30), C33(H33), C34(H34), C35(H35), 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 0.7072(3) 0.51955(12) 0.09334(7) 0.0312(4) Uani 1 1 d . . . . .
O2 O 1.3190(3) 0.62902(13) 0.21116(8) 0.0384(4) Uani 1 1 d . . . . .
N1 N 0.4816(3) 0.28512(14) 0.25373(9) 0.0295(4) Uani 1 1 d . . . . .
N2 N -0.1347(3) 0.13708(14) 0.38389(9) 0.0285(4) Uani 1 1 d . . . . .
C1 C -0.0508(4) -0.16010(18) 0.30601(12) 0.0342(5) Uani 1 1 d . . . . .
H1 H 0.0649 -0.2131 0.3057 0.041 Uiso 1 1 calc R U . . .
C2 C -0.2597(4) -0.19123(19) 0.26703(12) 0.0354(5) Uani 1 1 d . . . . .
H2 H -0.2866 -0.2653 0.2397 0.042 Uiso 1 1 calc R U . . .
C3 C -0.4295(4) -0.1149(2) 0.26770(12) 0.0360(5) Uani 1 1 d . . . . .
H3 H -0.5739 -0.1366 0.2414 0.043 Uiso 1 1 calc R U . . .
C4 C -0.3889(4) -0.00615(19) 0.30691(11) 0.0315(5) Uani 1 1 d . . . . .
H4 H -0.5057 0.0464 0.3078 0.038 Uiso 1 1 calc R U . . .
C5 C -0.1781(4) 0.02488(16) 0.34457(10) 0.0254(4) Uani 1 1 d . . . . .
C6 C -0.0088(4) -0.05196(17) 0.34568(11) 0.0294(5) Uani 1 1 d . . . . .
H6 H 0.1338 -0.0308 0.3732 0.035 Uiso 1 1 calc R U . . .
C7 C -0.2296(4) 0.17863(17) 0.45271(10) 0.0287(5) Uani 1 1 d . . . . .
C8 C -0.4193(4) 0.13647(19) 0.48479(11) 0.0334(5) Uani 1 1 d . . . . .
H8 H -0.5034 0.0700 0.4609 0.040 Uiso 1 1 calc R U . . .
C9 C -0.4819(4) 0.1955(2) 0.55359(11) 0.0365(5) Uani 1 1 d . . . . .
H9 H -0.6128 0.1694 0.5768 0.044 Uiso 1 1 calc R U . . .
C10 C -0.3560(5) 0.2921(2) 0.58906(12) 0.0384(6) Uani 1 1 d . . . . .
H10 H -0.4018 0.3306 0.6361 0.046 Uiso 1 1 calc R U . . .
C11 C -0.1658(5) 0.33260(19) 0.55672(11) 0.0353(5) Uani 1 1 d . . . . .
H11 H -0.0809 0.3985 0.5812 0.042 Uiso 1 1 calc R U . . .
C12 C -0.0994(4) 0.27549(17) 0.48738(10) 0.0280(5) Uani 1 1 d . . . . .
C13 C 0.0537(4) 0.20795(16) 0.37480(10) 0.0260(4) Uani 1 1 d . . . . .
C14 C 0.0837(4) 0.29426(16) 0.43763(10) 0.0273(5) Uani 1 1 d . . . . .
C15 C 0.2564(4) 0.37851(18) 0.44181(11) 0.0317(5) Uani 1 1 d . . . . .
H15 H 0.2730 0.4362 0.4848 0.038 Uiso 1 1 calc R U . . .
C16 C 0.4041(4) 0.37899(17) 0.38395(11) 0.0307(5) Uani 1 1 d . . . . .
H16 H 0.5255 0.4349 0.3868 0.037 Uiso 1 1 calc R U . . .
C17 C 0.3682(4) 0.29414(17) 0.32115(10) 0.0274(5) Uani 1 1 d . . . . .
C18 C 0.1922(4) 0.20834(16) 0.31284(11) 0.0267(4) Uani 1 1 d . . . . .
C19 C 0.1918(4) 0.14730(17) 0.23674(10) 0.0280(5) Uani 1 1 d . . . . .
C20 C 0.0546(4) 0.05908(18) 0.19385(11) 0.0348(5) Uani 1 1 d . . . . .
H20 H -0.0731 0.0260 0.2146 0.042 Uiso 1 1 calc R U . . .
C21 C 0.1074(5) 0.0209(2) 0.12121(12) 0.0415(6) Uani 1 1 d . . . . .
H21 H 0.0126 -0.0378 0.0918 0.050 Uiso 1 1 calc R U . . .
C22 C 0.2965(5) 0.06644(19) 0.09013(12) 0.0421(6) Uani 1 1 d . . . . .
H22 H 0.3321 0.0367 0.0404 0.051 Uiso 1 1 calc R U . . .
C23 C 0.4335(5) 0.15458(19) 0.13070(12) 0.0373(6) Uani 1 1 d . . . . .
H23 H 0.5639 0.1854 0.1099 0.045 Uiso 1 1 calc R U . . .
C24 C 0.3736(4) 0.19635(17) 0.20295(11) 0.0293(5) Uani 1 1 d . . . . .
C25 C 0.6435(4) 0.36513(17) 0.23608(11) 0.0284(5) Uani 1 1 d . . . . .
C26 C 0.8458(4) 0.40109(18) 0.28003(11) 0.0308(5) Uani 1 1 d . . . . .
H26 H 0.8737 0.3738 0.3231 0.037 Uiso 1 1 calc R U . . .
C27 C 1.0030(4) 0.47582(17) 0.26050(10) 0.0304(5) Uani 1 1 d . . . . .
H27 H 1.1401 0.4998 0.2904 0.037 Uiso 1 1 calc R U . . .
C28 C 0.9659(4) 0.51767(17) 0.19741(10) 0.0269(4) Uani 1 1 d . . . . .
C29 C 0.7626(4) 0.48219(17) 0.15552(10) 0.0268(4) Uani 1 1 d . . . . .
C30 C 0.6010(4) 0.40644(17) 0.17423(11) 0.0290(5) Uani 1 1 d . . . . .
H30 H 0.4628 0.3833 0.1448 0.035 Uiso 1 1 calc R U . . .
C31 C 0.8624(4) 0.59306(17) 0.07080(11) 0.0284(5) Uani 1 1 d . . . . .
C32 C 1.0720(4) 0.63205(17) 0.10855(10) 0.0283(5) Uani 1 1 d . . . . .
C33 C 1.2192(5) 0.70590(18) 0.08075(12) 0.0354(5) Uani 1 1 d . . . . .
H33 H 1.3633 0.7335 0.1057 0.042 Uiso 1 1 calc R U . . .
C34 C 1.1555(5) 0.7385(2) 0.01750(12) 0.0413(6) Uani 1 1 d . . . . .
H34 H 1.2562 0.7882 -0.0012 0.050 Uiso 1 1 calc R U . . .
C35 C 0.9443(5) 0.69869(19) -0.01912(12) 0.0382(6) Uani 1 1 d . . . . .
H35 H 0.9015 0.7219 -0.0626 0.046 Uiso 1 1 calc R U . . .
C36 C 0.7958(4) 0.62574(18) 0.00706(11) 0.0342(5) Uani 1 1 d . . . . .
H36 H 0.6516 0.5986 -0.0180 0.041 Uiso 1 1 calc R U . . .
C37 C 1.1364(4) 0.59595(17) 0.17588(11) 0.0284(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C29 1.377(2) . ?
O1 C31 1.378(3) . ?
O2 C37 1.228(3) . ?
N1 C17 1.411(2) . ?
N1 C24 1.396(3) . ?
N1 C25 1.420(3) . ?
N2 C5 1.429(3) . ?
N2 C7 1.403(2) . ?
N2 C13 1.395(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(3) . ?
C1 C6 1.388(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 C6 1.388(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(3) . ?
C7 C12 1.404(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(3) . ?
C12 C14 1.455(3) . ?
C13 C14 1.405(3) . ?
C13 C18 1.414(3) . ?
C14 C15 1.392(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(3) . ?
C17 C18 1.411(3) . ?
C18 C19 1.456(3) . ?
C19 C20 1.402(3) . ?
C19 C24 1.407(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.390(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C25 C26 1.403(3) . ?
C25 C30 1.382(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.371(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.402(3) . ?
C28 C29 1.388(3) . ?
C28 C37 1.466(3) . ?
C29 C30 1.389(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.390(3) . ?
C31 C36 1.390(3) . ?
C32 C33 1.402(3) . ?
C32 C37 1.469(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.376(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.391(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(3) . ?
C36 H36 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
C29 O1 C31 118.73(18) . . ?
C17 N1 C25 125.70(18) . . ?
C24 N1 C17 108.22(18) . . ?
C24 N1 C25 124.94(16) . . ?
C7 N2 C5 122.52(17) . . ?
C13 N2 C5 126.32(16) . . ?
C13 N2 C7 108.10(18) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.5(2) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 N2 119.65(18) . . ?
C4 C5 C6 120.8(2) . . ?
C6 C5 N2 119.6(2) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.0(2) . . ?
C5 C6 H6 120.5 . . ?
N2 C7 C12 108.81(19) . . ?
C8 C7 N2 128.6(2) . . ?
C8 C7 C12 122.62(19) . . ?
C7 C8 H8 121.4 . . ?
C7 C8 C9 117.2(2) . . ?
C9 C8 H8 121.4 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(2) . . ?
C12 C11 H11 120.4 . . ?
C7 C12 C14 107.16(17) . . ?
C11 C12 C7 118.8(2) . . ?
C11 C12 C14 134.1(2) . . ?
N2 C13 C14 109.59(17) . . ?
N2 C13 C18 130.03(19) . . ?
C14 C13 C18 120.1(2) . . ?
C13 C14 C12 106.33(19) . . ?
C15 C14 C12 132.41(19) . . ?
C15 C14 C13 121.18(19) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 121.2 . . ?
C15 C16 C17 117.5(2) . . ?
C17 C16 H16 121.2 . . ?
C16 C17 N1 126.8(2) . . ?
C16 C17 C18 124.50(19) . . ?
C18 C17 N1 108.43(18) . . ?
C13 C18 C19 136.6(2) . . ?
C17 C18 C13 115.90(19) . . ?
C17 C18 C19 107.27(18) . . ?
C20 C19 C18 135.1(2) . . ?
C20 C19 C24 118.40(18) . . ?
C24 C19 C18 106.48(19) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.4(2) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 121.2 . . ?
C22 C23 C24 117.7(2) . . ?
C24 C23 H23 121.2 . . ?
N1 C24 C19 109.55(17) . . ?
C23 C24 N1 128.1(2) . . ?
C23 C24 C19 122.3(2) . . ?
C26 C25 N1 120.73(18) . . ?
C30 C25 N1 119.1(2) . . ?
C30 C25 C26 120.1(2) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.58(19) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.3 . . ?
C26 C27 C28 121.4(2) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C37 121.3(2) . . ?
C29 C28 C27 117.9(2) . . ?
C29 C28 C37 120.79(18) . . ?
O1 C29 C28 122.58(19) . . ?
O1 C29 C30 115.8(2) . . ?
C28 C29 C30 121.67(18) . . ?
C25 C30 C29 119.3(2) . . ?
C25 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
O1 C31 C32 122.83(18) . . ?
O1 C31 C36 115.4(2) . . ?
C32 C31 C36 121.8(2) . . ?
C31 C32 C33 118.50(19) . . ?
C31 C32 C37 120.3(2) . . ?
C33 C32 C37 121.2(2) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.2(2) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.8(2) . . ?
C36 C35 H35 119.6 . . ?
C31 C36 H36 120.8 . . ?
C35 C36 C31 118.5(2) . . ?
C35 C36 H36 120.8 . . ?
O2 C37 C28 122.88(19) . . ?
O2 C37 C32 122.4(2) . . ?
C28 C37 C32 114.7(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 C29 C30 C25 -179.83(17) . . . . ?
O1 C31 C32 C33 179.40(17) . . . . ?
O1 C31 C32 C37 -0.4(3) . . . . ?
O1 C31 C36 C35 -179.44(18) . . . . ?
N1 C17 C18 C13 -177.41(16) . . . . ?
N1 C17 C18 C19 -2.3(2) . . . . ?
N1 C25 C26 C27 177.95(18) . . . . ?
N1 C25 C30 C29 -178.03(17) . . . . ?
N2 C5 C6 C1 -178.63(17) . . . . ?
N2 C7 C8 C9 -178.49(19) . . . . ?
N2 C7 C12 C11 178.89(17) . . . . ?
N2 C7 C12 C14 0.0(2) . . . . ?
N2 C13 C14 C12 -0.8(2) . . . . ?
N2 C13 C14 C15 -178.09(18) . . . . ?
N2 C13 C18 C17 178.44(19) . . . . ?
N2 C13 C18 C19 5.2(4) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 N2 178.96(17) . . . . ?
C3 C4 C5 C6 -2.0(3) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C5 N2 C7 C8 -19.4(3) . . . . ?
C5 N2 C7 C12 160.86(18) . . . . ?
C5 N2 C13 C14 -159.62(18) . . . . ?
C5 N2 C13 C18 26.1(3) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C7 N2 C5 C4 78.1(2) . . . . ?
C7 N2 C5 C6 -100.9(2) . . . . ?
C7 N2 C13 C14 0.8(2) . . . . ?
C7 N2 C13 C18 -173.45(19) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C7 C12 C14 C13 0.5(2) . . . . ?
C7 C12 C14 C15 177.4(2) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C7 C12 C14 -179.79(19) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C7 0.2(3) . . . . ?
C10 C11 C12 C14 178.8(2) . . . . ?
C11 C12 C14 C13 -178.2(2) . . . . ?
C11 C12 C14 C15 -1.3(4) . . . . ?
C12 C7 C8 C9 1.2(3) . . . . ?
C12 C14 C15 C16 -176.7(2) . . . . ?
C13 N2 C5 C4 -124.1(2) . . . . ?
C13 N2 C5 C6 56.9(3) . . . . ?
C13 N2 C7 C8 179.3(2) . . . . ?
C13 N2 C7 C12 -0.5(2) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C13 C18 C19 C20 -2.5(4) . . . . ?
C13 C18 C19 C24 175.7(2) . . . . ?
C14 C13 C18 C17 4.7(3) . . . . ?
C14 C13 C18 C19 -168.5(2) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C15 C16 C17 N1 173.09(19) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C13 -3.2(3) . . . . ?
C16 C17 C18 C19 171.90(18) . . . . ?
C17 N1 C24 C19 -0.2(2) . . . . ?
C17 N1 C24 C23 -177.2(2) . . . . ?
C17 N1 C25 C26 56.0(3) . . . . ?
C17 N1 C25 C30 -124.8(2) . . . . ?
C17 C18 C19 C20 -176.1(2) . . . . ?
C17 C18 C19 C24 2.1(2) . . . . ?
C18 C13 C14 C12 174.11(17) . . . . ?
C18 C13 C14 C15 -3.2(3) . . . . ?
C18 C19 C20 C21 -179.6(2) . . . . ?
C18 C19 C24 N1 -1.2(2) . . . . ?
C18 C19 C24 C23 175.99(19) . . . . ?
C19 C20 C21 C22 1.4(4) . . . . ?
C20 C19 C24 N1 177.38(17) . . . . ?
C20 C19 C24 C23 -5.5(3) . . . . ?
C20 C21 C22 C23 -2.2(4) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C23 C24 N1 -178.8(2) . . . . ?
C22 C23 C24 C19 4.6(3) . . . . ?
C24 N1 C17 C16 -172.4(2) . . . . ?
C24 N1 C17 C18 1.6(2) . . . . ?
C24 N1 C25 C26 -137.7(2) . . . . ?
C24 N1 C25 C30 41.5(3) . . . . ?
C24 C19 C20 C21 2.4(3) . . . . ?
C25 N1 C17 C16 -4.2(3) . . . . ?
C25 N1 C17 C18 169.78(19) . . . . ?
C25 N1 C24 C19 -168.53(18) . . . . ?
C25 N1 C24 C23 14.5(3) . . . . ?
C25 C26 C27 C28 0.2(3) . . . . ?
C26 C25 C30 C29 1.1(3) . . . . ?
C26 C27 C28 C29 0.8(3) . . . . ?
C26 C27 C28 C37 -178.84(18) . . . . ?
C27 C28 C29 O1 178.84(17) . . . . ?
C27 C28 C29 C30 -0.9(3) . . . . ?
C27 C28 C37 O2 0.0(3) . . . . ?
C27 C28 C37 C32 -179.96(18) . . . . ?
C28 C29 C30 C25 -0.1(3) . . . . ?
C29 O1 C31 C32 -0.6(3) . . . . ?
C29 O1 C31 C36 179.12(17) . . . . ?
C29 C28 C37 O2 -179.6(2) . . . . ?
C29 C28 C37 C32 0.4(3) . . . . ?
C30 C25 C26 C27 -1.2(3) . . . . ?
C31 O1 C29 C28 1.6(3) . . . . ?
C31 O1 C29 C30 -178.64(17) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C31 C32 C37 O2 -179.4(2) . . . . ?
C31 C32 C37 C28 0.5(3) . . . . ?
C32 C31 C36 C35 0.3(3) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C32 C37 O2 0.7(3) . . . . ?
C33 C32 C37 C28 -179.29(18) . . . . ?
C33 C34 C35 C36 -0.3(4) . . . . ?
C34 C35 C36 C31 0.0(3) . . . . ?
C36 C31 C32 C33 -0.3(3) . . . . ?
C36 C31 C32 C37 179.83(18) . . . . ?
C37 C28 C29 O1 -1.5(3) . . . . ?
C37 C28 C29 C30 178.77(18) . . . . ?
C37 C32 C33 C34 179.87(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.320
_oxdiff_exptl_absorpt_empirical_full_min 0.366
