# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_zjf021
_database_code_depnum_ccdc_archive 'CCDC 2299398'
loop_
_audit_author_name
_audit_author_address
'Jianfeng Zheng'
;Southwest Jiaotong University
China
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2024-09-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H26 N2 O4'
_chemical_formula_sum            'C28 H26 N2 O4'
_chemical_formula_weight         454.51

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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. 
;

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'

_cell_length_a                   21.1225(6)
_cell_length_b                   13.4659(3)
_cell_length_c                   8.2008(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2332.58(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7041
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      68.23

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.203
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.134
_exptl_absorpt_coefficient_mu    0.702
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.912
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7512
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11968
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.893
_diffrn_reflns_theta_max         68.271
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.810
_diffrn_reflns_point_group_measured_fraction_full 0.810
_reflns_number_total             3457
_reflns_number_gt                3111
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.512
_reflns_Friedel_fraction_max     0.594
_reflns_Friedel_fraction_full    0.593

_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. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1236P)²+0.0585P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 935 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.16(19)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         3457
_refine_ls_number_parameters     313
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0727
_refine_ls_wR_factor_ref         0.1657
_refine_ls_wR_factor_gt          0.1559
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.26488(18) 0.4568(2) 0.2956(5) 0.0407(8) Uani 1 1 d . . . . .
O2 O 0.25206(17) 0.6222(2) 0.2950(4) 0.0330(7) Uani 1 1 d . . . . .
O3 O 0.21740(19) 0.3895(2) 0.6004(6) 0.0469(9) Uani 1 1 d . . . . .
O4 O 0.29084(18) 0.4445(2) 0.7752(5) 0.0407(8) Uani 1 1 d . . . . .
N1 N 0.39172(15) 0.5802(2) 0.5871(5) 0.0238(7) Uani 1 1 d . . . . .
N2 N 0.31543(15) 0.7599(2) 0.7672(5) 0.0237(7) Uani 1 1 d D . . . .
H2N H 0.284(3) 0.802(5) 0.795(10) 0.054(19) Uiso 1 1 d D . . . .
C1 C 0.27010(17) 0.5471(2) 0.5516(5) 0.0194(7) Uani 1 1 d . . . . .
C2 C 0.24006(16) 0.6385(2) 0.6322(4) 0.0182(7) Uani 1 1 d . . . . .
C3 C 0.29684(16) 0.6790(2) 0.6806(4) 0.0172(7) Uani 1 1 d . . . . .
C4 C 0.33354(17) 0.5986(2) 0.6053(4) 0.0188(7) Uani 1 1 d . . . . .
C5 C 0.26183(15) 0.5352(2) 0.3687(5) 0.0201(7) Uani 1 1 d . . . . .
C6 C 0.2405(3) 0.6188(4) 0.1201(6) 0.0412(11) Uani 1 1 d . . . . .
H6A H 0.234063 0.686372 0.078997 0.062 Uiso 1 1 calc R U . . .
H6B H 0.202675 0.578850 0.098336 0.062 Uiso 1 1 calc R U . . .
H6C H 0.277068 0.588888 0.065266 0.062 Uiso 1 1 calc R U . . .
C7 C 0.25633(18) 0.4506(2) 0.6399(5) 0.0232(8) Uani 1 1 d . . . . .
C8 C 0.2828(3) 0.3589(4) 0.8799(8) 0.0492(13) Uani 1 1 d . . . . .
H8A H 0.274165 0.381034 0.991477 0.074 Uiso 1 1 calc R U . . .
H8B H 0.321635 0.318954 0.878604 0.074 Uiso 1 1 calc R U . . .
H8C H 0.247338 0.318692 0.840389 0.074 Uiso 1 1 calc R U . . .
C11 C 0.17469(16) 0.6688(2) 0.6363(5) 0.0179(6) Uani 1 1 d . . . . .
C12 C 0.15456(18) 0.7519(3) 0.7254(5) 0.0248(8) Uani 1 1 d . . . . .
H12 H 0.183666 0.785242 0.794721 0.030 Uiso 1 1 calc R U . . .
C13 C 0.09273(19) 0.7861(3) 0.7139(6) 0.0315(9) Uani 1 1 d . . . . .
H13 H 0.080058 0.842826 0.774667 0.038 Uiso 1 1 calc R U . . .
C14 C 0.04913(17) 0.7380(3) 0.6140(6) 0.0294(8) Uani 1 1 d . . . . .
H14 H 0.007241 0.762865 0.603404 0.035 Uiso 1 1 calc R U . . .
C15 C 0.06768(18) 0.6530(3) 0.5298(6) 0.0288(8) Uani 1 1 d . . . . .
H15 H 0.037842 0.618402 0.464301 0.035 Uiso 1 1 calc R U . . .
C16 C 0.12917(18) 0.6186(3) 0.5408(5) 0.0246(8) Uani 1 1 d . . . . .
H16 H 0.141016 0.560261 0.483308 0.030 Uiso 1 1 calc R U . . .
C21 C 0.40774(19) 0.4893(3) 0.4947(6) 0.0312(9) Uani 1 1 d . . . . .
H21A H 0.412393 0.506469 0.377896 0.037 Uiso 1 1 calc R U . . .
H21B H 0.372387 0.441417 0.504456 0.037 Uiso 1 1 calc R U . . .
C22 C 0.46771(19) 0.4406(3) 0.5529(5) 0.0260(8) Uani 1 1 d . . . . .
C23 C 0.4664(2) 0.3543(3) 0.6472(7) 0.0348(9) Uani 1 1 d . . . . .
H23 H 0.426949 0.327394 0.681274 0.042 Uiso 1 1 calc R U . . .
C24 C 0.5226(3) 0.3074(3) 0.6914(7) 0.0407(11) Uani 1 1 d . . . . .
H24 H 0.521227 0.249336 0.757013 0.049 Uiso 1 1 calc R U . . .
C25 C 0.5801(2) 0.3446(4) 0.6408(7) 0.0415(10) Uani 1 1 d . . . . .
H25 H 0.618251 0.311688 0.669880 0.050 Uiso 1 1 calc R U . . .
C26 C 0.5819(2) 0.4295(5) 0.5479(9) 0.0509(14) Uani 1 1 d . . . . .
H26 H 0.621410 0.455276 0.512129 0.061 Uiso 1 1 calc R U . . .
C27 C 0.5260(2) 0.4778(4) 0.5061(7) 0.0420(11) Uani 1 1 d . . . . .
H27 H 0.527914 0.537463 0.444367 0.050 Uiso 1 1 calc R U . . .
C31 C 0.38139(17) 0.7916(2) 0.7769(5) 0.0225(7) Uani 1 1 d . . . . .
H31A H 0.409132 0.733796 0.755507 0.027 Uiso 1 1 calc R U . . .
H31B H 0.390268 0.815246 0.888925 0.027 Uiso 1 1 calc R U . . .
C32 C 0.39728(15) 0.8732(2) 0.6576(5) 0.0208(7) Uani 1 1 d . . . . .
C33 C 0.3858(2) 0.8621(3) 0.4917(6) 0.0327(9) Uani 1 1 d . . . . .
H33 H 0.367956 0.801892 0.452559 0.039 Uiso 1 1 calc R U . . .
C34 C 0.3999(2) 0.9377(4) 0.3823(7) 0.0404(10) Uani 1 1 d . . . . .
H34 H 0.391564 0.929517 0.269202 0.048 Uiso 1 1 calc R U . . .
C35 C 0.4264(2) 1.0258(4) 0.4403(7) 0.0405(11) Uani 1 1 d . . . . .
H35 H 0.435500 1.078331 0.366634 0.049 Uiso 1 1 calc R U . . .
C36 C 0.4393(2) 1.0368(3) 0.6024(8) 0.0400(11) Uani 1 1 d . . . . .
H36 H 0.458286 1.096329 0.640701 0.048 Uiso 1 1 calc R U . . .
C37 C 0.42459(19) 0.9608(3) 0.7124(6) 0.0300(9) Uani 1 1 d . . . . .
H37 H 0.433345 0.969205 0.825181 0.036 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 C5 1.216(5) . ?
O2 C5 1.334(5) . ?
O2 C6 1.455(6) . ?
O3 C7 1.207(5) . ?
O4 C7 1.330(5) . ?
O4 C8 1.447(5) . ?
N1 C4 1.263(5) . ?
N1 C21 1.479(4) . ?
N2 C3 1.359(5) . ?
N2 C31 1.459(4) . ?
C1 C7 1.517(5) . ?
C1 C5 1.519(5) . ?
C1 C2 1.534(4) . ?
C1 C4 1.572(5) . ?
C2 C3 1.376(5) . ?
C2 C11 1.440(5) . ?
C3 C4 1.467(4) . ?
C11 C12 1.402(5) . ?
C11 C16 1.412(5) . ?
C12 C13 1.388(6) . ?
C13 C14 1.392(6) . ?
C14 C15 1.393(5) . ?
C15 C16 1.382(6) . ?
C21 C22 1.504(5) . ?
C22 C27 1.384(6) . ?
C22 C23 1.396(6) . ?
C23 C24 1.392(7) . ?
C24 C25 1.378(8) . ?
C25 C26 1.375(8) . ?
C26 C27 1.390(7) . ?
C31 C32 1.509(5) . ?
C32 C37 1.388(5) . ?
C32 C33 1.390(6) . ?
C33 C34 1.390(7) . ?
C34 C35 1.395(8) . ?
C35 C36 1.365(9) . ?
C36 C37 1.399(7) . ?

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
C5 O2 C6 116.4(3) . . ?
C7 O4 C8 118.7(4) . . ?
C4 N1 C21 116.5(3) . . ?
C3 N2 C31 122.6(3) . . ?
C7 C1 C5 111.0(3) . . ?
C7 C1 C2 113.8(3) . . ?
C5 C1 C2 117.6(3) . . ?
C7 C1 C4 114.1(3) . . ?
C5 C1 C4 114.9(3) . . ?
C2 C1 C4 83.0(2) . . ?
C3 C2 C11 135.8(3) . . ?
C3 C2 C1 94.7(3) . . ?
C11 C2 C1 129.3(3) . . ?
N2 C3 C2 136.1(3) . . ?
N2 C3 C4 131.2(3) . . ?
C2 C3 C4 92.7(3) . . ?
N1 C4 C3 135.1(3) . . ?
N1 C4 C1 135.3(3) . . ?
C3 C4 C1 89.6(3) . . ?
O1 C5 O2 123.2(4) . . ?
O1 C5 C1 124.9(3) . . ?
O2 C5 C1 111.9(3) . . ?
O3 C7 O4 123.7(4) . . ?
O3 C7 C1 125.9(4) . . ?
O4 C7 C1 110.2(3) . . ?
C12 C11 C16 117.7(3) . . ?
C12 C11 C2 121.9(3) . . ?
C16 C11 C2 120.3(3) . . ?
C13 C12 C11 121.0(4) . . ?
C12 C13 C14 120.5(4) . . ?
C13 C14 C15 119.2(4) . . ?
C16 C15 C14 120.5(4) . . ?
C15 C16 C11 121.1(3) . . ?
N1 C21 C22 113.0(3) . . ?
C27 C22 C23 118.2(4) . . ?
C27 C22 C21 120.2(4) . . ?
C23 C22 C21 121.5(4) . . ?
C24 C23 C22 120.3(4) . . ?
C25 C24 C23 120.6(4) . . ?
C26 C25 C24 119.5(4) . . ?
C25 C26 C27 120.1(5) . . ?
C22 C27 C26 121.2(5) . . ?
N2 C31 C32 113.0(3) . . ?
C37 C32 C33 118.7(4) . . ?
C37 C32 C31 120.1(4) . . ?
C33 C32 C31 121.2(3) . . ?
C32 C33 C34 121.1(4) . . ?
C33 C34 C35 119.2(5) . . ?
C36 C35 C34 120.3(4) . . ?
C35 C36 C37 120.3(4) . . ?
C32 C37 C36 120.4(4) . . ?

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
C7 C1 C2 C3 111.6(3) . . . . ?
C5 C1 C2 C3 -116.1(3) . . . . ?
C4 C1 C2 C3 -1.6(3) . . . . ?
C7 C1 C2 C11 -73.0(5) . . . . ?
C5 C1 C2 C11 59.2(5) . . . . ?
C4 C1 C2 C11 173.7(4) . . . . ?
C31 N2 C3 C2 -170.1(4) . . . . ?
C31 N2 C3 C4 11.6(6) . . . . ?
C11 C2 C3 N2 8.2(8) . . . . ?
C1 C2 C3 N2 -177.0(4) . . . . ?
C11 C2 C3 C4 -173.1(4) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
C21 N1 C4 C3 -177.6(4) . . . . ?
C21 N1 C4 C1 -0.2(7) . . . . ?
N2 C3 C4 N1 -4.7(7) . . . . ?
C2 C3 C4 N1 176.5(5) . . . . ?
N2 C3 C4 C1 177.1(4) . . . . ?
C2 C3 C4 C1 -1.7(3) . . . . ?
C7 C1 C4 N1 70.5(6) . . . . ?
C5 C1 C4 N1 -59.4(6) . . . . ?
C2 C1 C4 N1 -176.6(5) . . . . ?
C7 C1 C4 C3 -111.4(3) . . . . ?
C5 C1 C4 C3 118.8(3) . . . . ?
C2 C1 C4 C3 1.5(3) . . . . ?
C6 O2 C5 O1 4.2(6) . . . . ?
C6 O2 C5 C1 -177.2(4) . . . . ?
C7 C1 C5 O1 -22.9(5) . . . . ?
C2 C1 C5 O1 -156.4(4) . . . . ?
C4 C1 C5 O1 108.4(4) . . . . ?
C7 C1 C5 O2 158.5(3) . . . . ?
C2 C1 C5 O2 25.0(4) . . . . ?
C4 C1 C5 O2 -70.2(4) . . . . ?
C8 O4 C7 O3 1.6(7) . . . . ?
C8 O4 C7 C1 177.9(4) . . . . ?
C5 C1 C7 O3 -34.1(6) . . . . ?
C2 C1 C7 O3 101.2(5) . . . . ?
C4 C1 C7 O3 -165.9(4) . . . . ?
C5 C1 C7 O4 149.7(3) . . . . ?
C2 C1 C7 O4 -75.0(4) . . . . ?
C4 C1 C7 O4 18.0(5) . . . . ?
C3 C2 C11 C12 -10.9(7) . . . . ?
C1 C2 C11 C12 175.7(4) . . . . ?
C3 C2 C11 C16 165.0(4) . . . . ?
C1 C2 C11 C16 -8.4(6) . . . . ?
C16 C11 C12 C13 -3.0(6) . . . . ?
C2 C11 C12 C13 173.0(4) . . . . ?
C11 C12 C13 C14 0.4(7) . . . . ?
C12 C13 C14 C15 2.1(7) . . . . ?
C13 C14 C15 C16 -2.1(7) . . . . ?
C14 C15 C16 C11 -0.4(7) . . . . ?
C12 C11 C16 C15 3.0(6) . . . . ?
C2 C11 C16 C15 -173.1(4) . . . . ?
C4 N1 C21 C22 -147.3(4) . . . . ?
N1 C21 C22 C27 -79.1(6) . . . . ?
N1 C21 C22 C23 104.5(5) . . . . ?
C27 C22 C23 C24 -0.3(7) . . . . ?
C21 C22 C23 C24 176.2(4) . . . . ?
C22 C23 C24 C25 -1.0(8) . . . . ?
C23 C24 C25 C26 1.0(8) . . . . ?
C24 C25 C26 C27 0.3(10) . . . . ?
C23 C22 C27 C26 1.6(8) . . . . ?
C21 C22 C27 C26 -174.9(5) . . . . ?
C25 C26 C27 C22 -1.7(10) . . . . ?
C3 N2 C31 C32 97.3(4) . . . . ?
N2 C31 C32 C37 125.9(4) . . . . ?
N2 C31 C32 C33 -54.8(5) . . . . ?
C37 C32 C33 C34 -1.4(6) . . . . ?
C31 C32 C33 C34 179.4(4) . . . . ?
C32 C33 C34 C35 0.4(7) . . . . ?
C33 C34 C35 C36 1.1(7) . . . . ?
C34 C35 C36 C37 -1.6(7) . . . . ?
C33 C32 C37 C36 0.9(6) . . . . ?
C31 C32 C37 C36 -179.8(4) . . . . ?
C35 C36 C37 C32 0.6(7) . . . . ?

_refine_diff_density_max         0.317
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.080



####################################################################### 
# 
# 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_231211_s1_zjf_1_auto
_database_code_depnum_ccdc_archive 'CCDC 2335281'
loop_
_audit_author_name
_audit_author_address
'Jianfeng Zheng'
;Southwest Jiaotong University
China
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-09-27 downloaded from the CCDC.
;
_audit_creation_date             2023-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H26 N2 O5'
_chemical_formula_sum            'C29 H26 N2 O5'
_chemical_formula_weight         482.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3
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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   36.7020(16)
_cell_length_b                   8.5520(4)
_cell_length_c                   15.8388(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4971.4(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4289
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.1520
_cell_measurement_theta_min      3.4880
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0587
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15777
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         3.064
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -24.00   6.60   0.60    3.50    --  -15.48  57.00  60.00   51
  2  ω    -48.00  50.40   0.60    3.50    --  -15.48   0.00-150.00  164
  3  ω      1.00  36.40   0.60    3.50    --   17.74  77.00-120.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0187779000
_diffrn_orient_matrix_UB_12      0.0112460000
_diffrn_orient_matrix_UB_13      -0.0086801000
_diffrn_orient_matrix_UB_21      -0.0044538000
_diffrn_orient_matrix_UB_22      -0.0311840000
_diffrn_orient_matrix_UB_23      0.0401735000
_diffrn_orient_matrix_UB_31      0.0009514000
_diffrn_orient_matrix_UB_32      0.0760202000
_diffrn_orient_matrix_UB_33      0.0178123000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3081
_reflns_number_total             5077
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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         0.188
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.051
_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)+(0.0505P)²+0.4901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1468
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C22(H22A,H22B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_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 0.64133(4) 0.78143(19) 0.55311(12) 0.0550(5) Uani 1 1 d . . . . .
N1 N 0.66981(5) 0.5561(2) 0.51000(12) 0.0393(5) Uani 1 1 d . . . . .
C1 C 0.63975(6) 0.6519(3) 0.52185(15) 0.0382(5) Uani 1 1 d . . . . .
O2 O 0.67966(4) 0.31134(18) 0.45429(12) 0.0539(5) Uani 1 1 d . . . . .
N2 N 0.59873(5) 0.29739(19) 0.43679(12) 0.0373(5) Uani 1 1 d . . . . .
C2 C 0.60738(5) 0.5651(2) 0.49301(14) 0.0341(5) Uani 1 1 d . . . . .
O3 O 0.54544(4) 0.54127(19) 0.53098(11) 0.0533(5) Uani 1 1 d . . . . .
C3 C 0.61827(5) 0.4227(2) 0.46811(13) 0.0326(5) Uani 1 1 d . . . . .
O4 O 0.56538(4) 0.76607(18) 0.47587(12) 0.0539(5) Uani 1 1 d . . . . .
C4 C 0.65952(6) 0.4152(3) 0.47534(14) 0.0375(5) Uani 1 1 d . . . . .
O5 O 0.54379(5) 0.21110(18) 0.39128(12) 0.0576(5) Uani 1 1 d . . . . .
C5 C 0.70719(6) 0.5989(3) 0.53013(16) 0.0497(6) Uani 1 1 d . . . . .
H5A H 0.722511 0.506813 0.525969 0.060 Uiso 1 1 calc R . . . .
H5B H 0.708256 0.636005 0.587951 0.060 Uiso 1 1 calc R . . . .
C6 C 0.72206(7) 0.7252(3) 0.47175(18) 0.0587(8) Uani 1 1 d . . . . .
H6A H 0.708119 0.820319 0.480073 0.070 Uiso 1 1 calc R . . . .
H6B H 0.747120 0.747055 0.487200 0.070 Uiso 1 1 calc R . . . .
C7 C 0.72071(6) 0.6814(3) 0.38006(18) 0.0499(7) Uani 1 1 d . . . . .
C8 C 0.69136(7) 0.7197(3) 0.3298(2) 0.0674(8) Uani 1 1 d . . . . .
H8 H 0.672090 0.775834 0.352954 0.081 Uiso 1 1 calc R . . . .
C9 C 0.68998(9) 0.6767(4) 0.2464(2) 0.0837(10) Uani 1 1 d . . . . .
H9 H 0.670076 0.705046 0.213419 0.100 Uiso 1 1 calc R . . . .
C10 C 0.71778(10) 0.5923(4) 0.2117(2) 0.0826(10) Uani 1 1 d . . . . .
H10 H 0.716850 0.562719 0.155222 0.099 Uiso 1 1 calc R . . . .
C11 C 0.74706(9) 0.5515(4) 0.2606(2) 0.0760(9) Uani 1 1 d . . . . .
H11 H 0.765984 0.493255 0.237419 0.091 Uiso 1 1 calc R . . . .
C12 C 0.74855(8) 0.5963(3) 0.34397(19) 0.0642(8) Uani 1 1 d . . . . .
H12 H 0.768655 0.568823 0.376476 0.077 Uiso 1 1 calc R . . . .
C13 C 0.56939(6) 0.6202(3) 0.50271(15) 0.0382(5) Uani 1 1 d . . . . .
C14 C 0.52865(7) 0.8289(3) 0.4808(2) 0.0675(9) Uani 1 1 d . . . . .
H14A H 0.527423 0.925175 0.449777 0.101 Uiso 1 1 calc GR . . . .
H14B H 0.522458 0.847826 0.538770 0.101 Uiso 1 1 calc GR . . . .
H14C H 0.511812 0.755077 0.457039 0.101 Uiso 1 1 calc GR . . . .
C15 C 0.56638(6) 0.3152(3) 0.39095(15) 0.0403(6) Uani 1 1 d . . . . .
C16 C 0.56173(6) 0.4548(2) 0.33610(15) 0.0383(5) Uani 1 1 d . . . . .
C17 C 0.52667(7) 0.5105(3) 0.32397(17) 0.0527(7) Uani 1 1 d . . . . .
H17 H 0.507268 0.465187 0.352747 0.063 Uiso 1 1 calc R . . . .
C18 C 0.52053(7) 0.6335(3) 0.26899(19) 0.0659(8) Uani 1 1 d . . . . .
H18 H 0.496998 0.670775 0.260688 0.079 Uiso 1 1 calc R . . . .
C19 C 0.54926(8) 0.7007(3) 0.22667(18) 0.0635(8) Uani 1 1 d . . . . .
H19 H 0.545107 0.783907 0.190112 0.076 Uiso 1 1 calc R . . . .
C20 C 0.58409(7) 0.6455(3) 0.23811(16) 0.0541(7) Uani 1 1 d . . . . .
H20 H 0.603386 0.690854 0.208980 0.065 Uiso 1 1 calc R . . . .
C21 C 0.59047(6) 0.5223(3) 0.29302(15) 0.0431(6) Uani 1 1 d . . . . .
H21 H 0.614041 0.485201 0.300878 0.052 Uiso 1 1 calc R . . . .
C22 C 0.60584(7) 0.1412(2) 0.47343(15) 0.0452(6) Uani 1 1 d . . . . .
H22A H 0.631927 0.123710 0.475759 0.054 Uiso 1 1 calc R . . . .
H22B H 0.595322 0.061892 0.437077 0.054 Uiso 1 1 calc R . . . .
C23 C 0.59006(7) 0.1249(3) 0.56123(16) 0.0528(7) Uani 1 1 d . . . . .
H23A H 0.564736 0.157288 0.559813 0.063 Uiso 1 1 calc R . . . .
H23B H 0.590602 0.015329 0.577058 0.063 Uiso 1 1 calc R . . . .
C24 C 0.60945(8) 0.2178(3) 0.62806(16) 0.0494(7) Uani 1 1 d . . . . .
C25 C 0.59206(9) 0.3346(3) 0.67359(18) 0.0647(8) Uani 1 1 d . . . . .
H25 H 0.567817 0.358241 0.662279 0.078 Uiso 1 1 calc R . . . .
C26 C 0.61069(11) 0.4167(4) 0.7362(2) 0.0807(10) Uani 1 1 d . . . . .
H26 H 0.598975 0.496077 0.765785 0.097 Uiso 1 1 calc R . . . .
C27 C 0.64591(12) 0.3811(4) 0.7541(2) 0.0886(11) Uani 1 1 d . . . . .
H27 H 0.658083 0.435121 0.796501 0.106 Uiso 1 1 calc R . . . .
C28 C 0.66357(10) 0.2665(4) 0.7102(2) 0.0800(10) Uani 1 1 d . . . . .
H28 H 0.687739 0.242912 0.722331 0.096 Uiso 1 1 calc R . . . .
C29 C 0.64536(8) 0.1862(3) 0.64774(19) 0.0620(8) Uani 1 1 d . . . . .
H29 H 0.657585 0.108512 0.617991 0.074 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 C1 1.215(3) . ?
N1 C1 1.387(3) . ?
N1 C4 1.377(3) . ?
N1 C5 1.456(3) . ?
C1 C2 1.473(3) . ?
O2 C4 1.203(2) . ?
N2 C3 1.382(3) . ?
N2 C15 1.400(3) . ?
N2 C22 1.479(3) . ?
C2 C3 1.341(3) . ?
C2 C13 1.480(3) . ?
O3 C13 1.195(3) . ?
C3 C4 1.520(3) . ?
O4 C13 1.326(3) . ?
O4 C14 1.453(3) . ?
O5 C15 1.216(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.523(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.501(4) . ?
C7 C8 1.379(4) . ?
C7 C12 1.378(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.373(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.365(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.370(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(4) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.486(3) . ?
C16 C17 1.385(3) . ?
C16 C21 1.383(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.375(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.386(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.513(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.503(3) . ?
C24 C25 1.387(4) . ?
C24 C29 1.381(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.395(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.358(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.365(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.377(4) . ?
C29 H29 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
C1 N1 C5 124.85(18) . . ?
C4 N1 C1 110.65(18) . . ?
C4 N1 C5 124.49(19) . . ?
O1 C1 N1 123.8(2) . . ?
O1 C1 C2 128.6(2) . . ?
N1 C1 C2 107.57(18) . . ?
C3 N2 C15 122.81(17) . . ?
C3 N2 C22 117.90(18) . . ?
C15 N2 C22 116.83(18) . . ?
C1 C2 C13 124.55(19) . . ?
C3 C2 C1 107.96(18) . . ?
C3 C2 C13 126.92(19) . . ?
N2 C3 C4 120.74(17) . . ?
C2 C3 N2 130.95(19) . . ?
C2 C3 C4 108.26(18) . . ?
C13 O4 C14 115.70(19) . . ?
N1 C4 C3 105.44(17) . . ?
O2 C4 N1 126.0(2) . . ?
O2 C4 C3 128.5(2) . . ?
N1 C5 H5A 109.1 . . ?
N1 C5 H5B 109.1 . . ?
N1 C5 C6 112.5(2) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.5(2) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C8 C7 C6 121.7(3) . . ?
C12 C7 C6 120.6(2) . . ?
C12 C7 C8 117.7(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.4(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
O3 C13 C2 123.5(2) . . ?
O3 C13 O4 124.7(2) . . ?
O4 C13 C2 111.79(19) . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 119.21(19) . . ?
O5 C15 N2 119.7(2) . . ?
O5 C15 C16 120.8(2) . . ?
C17 C16 C15 117.6(2) . . ?
C21 C16 C15 122.4(2) . . ?
C21 C16 C17 119.8(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(2) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 C20 119.9(2) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
N2 C22 H22A 109.2 . . ?
N2 C22 H22B 109.2 . . ?
N2 C22 C23 112.12(19) . . ?
H22A C22 H22B 107.9 . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C22 C23 H23A 108.6 . . ?
C22 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
C24 C23 C22 114.7(2) . . ?
C24 C23 H23A 108.6 . . ?
C24 C23 H23B 108.6 . . ?
C25 C24 C23 121.9(3) . . ?
C29 C24 C23 120.5(2) . . ?
C29 C24 C25 117.5(3) . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.5(3) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.5(3) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.2 . . ?
C27 C28 C29 119.6(3) . . ?
C29 C28 H28 120.2 . . ?
C24 C29 H29 119.1 . . ?
C28 C29 C24 121.8(3) . . ?
C28 C29 H29 119.1 . . ?

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 C1 C2 C3 -175.9(2) . . . . ?
O1 C1 C2 C13 -4.2(4) . . . . ?
N1 C1 C2 C3 1.9(3) . . . . ?
N1 C1 C2 C13 173.7(2) . . . . ?
N1 C5 C6 C7 -57.2(3) . . . . ?
C1 N1 C4 O2 176.3(2) . . . . ?
C1 N1 C4 C3 -2.4(2) . . . . ?
C1 N1 C5 C6 -69.1(3) . . . . ?
C1 C2 C3 N2 179.3(2) . . . . ?
C1 C2 C3 C4 -3.3(2) . . . . ?
C1 C2 C13 O3 -130.8(3) . . . . ?
C1 C2 C13 O4 49.6(3) . . . . ?
N2 C3 C4 N1 -178.75(19) . . . . ?
N2 C3 C4 O2 2.6(4) . . . . ?
N2 C15 C16 C17 -150.1(2) . . . . ?
N2 C15 C16 C21 34.5(3) . . . . ?
N2 C22 C23 C24 -71.0(3) . . . . ?
C2 C3 C4 N1 3.6(2) . . . . ?
C2 C3 C4 O2 -175.1(2) . . . . ?
C3 N2 C15 O5 -153.2(2) . . . . ?
C3 N2 C15 C16 32.6(3) . . . . ?
C3 N2 C22 C23 73.3(3) . . . . ?
C3 C2 C13 O3 39.4(4) . . . . ?
C3 C2 C13 O4 -140.2(2) . . . . ?
C4 N1 C1 O1 178.5(2) . . . . ?
C4 N1 C1 C2 0.4(3) . . . . ?
C4 N1 C5 C6 109.9(3) . . . . ?
O5 C15 C16 C17 35.7(3) . . . . ?
O5 C15 C16 C21 -139.7(2) . . . . ?
C5 N1 C1 O1 -2.4(4) . . . . ?
C5 N1 C1 C2 179.6(2) . . . . ?
C5 N1 C4 O2 -2.8(4) . . . . ?
C5 N1 C4 C3 178.5(2) . . . . ?
C5 C6 C7 C8 92.2(3) . . . . ?
C5 C6 C7 C12 -85.6(3) . . . . ?
C6 C7 C8 C9 -178.7(3) . . . . ?
C6 C7 C12 C11 178.0(3) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
C8 C7 C12 C11 0.1(4) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C10 C11 C12 C7 0.6(5) . . . . ?
C12 C7 C8 C9 -0.9(4) . . . . ?
C13 C2 C3 N2 7.8(4) . . . . ?
C13 C2 C3 C4 -174.8(2) . . . . ?
C14 O4 C13 C2 178.4(2) . . . . ?
C14 O4 C13 O3 -1.2(4) . . . . ?
C15 N2 C3 C2 29.2(4) . . . . ?
C15 N2 C3 C4 -147.8(2) . . . . ?
C15 N2 C22 C23 -89.5(2) . . . . ?
C15 C16 C17 C18 -175.7(2) . . . . ?
C15 C16 C21 C20 175.4(2) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C16 C21 C20 0.1(4) . . . . ?
C17 C18 C19 C20 0.5(5) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C19 C20 C21 C16 0.2(4) . . . . ?
C21 C16 C17 C18 -0.1(4) . . . . ?
C22 N2 C3 C2 -132.4(3) . . . . ?
C22 N2 C3 C4 50.5(3) . . . . ?
C22 N2 C15 O5 8.6(3) . . . . ?
C22 N2 C15 C16 -165.6(2) . . . . ?
C22 C23 C24 C25 118.4(3) . . . . ?
C22 C23 C24 C29 -63.3(3) . . . . ?
C23 C24 C25 C26 178.9(2) . . . . ?
C23 C24 C29 C28 -178.3(3) . . . . ?
C24 C25 C26 C27 -1.1(4) . . . . ?
C25 C24 C29 C28 0.1(4) . . . . ?
C25 C26 C27 C28 1.0(5) . . . . ?
C26 C27 C28 C29 -0.4(5) . . . . ?
C27 C28 C29 C24 -0.2(5) . . . . ?
C29 C24 C25 C26 0.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.084
_oxdiff_exptl_absorpt_empirical_full_min 0.920
####################################################################### 
# 
# 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_20231210_zjf_3_0m
_database_code_depnum_ccdc_archive 'CCDC 2335282'
loop_
_audit_author_name
_audit_author_address
'Jianfeng Zheng'
;Southwest Jiaotong University
China
;
_audit_update_record             
;
2024-02-26 deposited with the CCDC.	2024-09-27 downloaded from the CCDC.
;
_audit_creation_date             2023-12-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
lywang@zjnu.edu.cn
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H37 N3 O3'
_chemical_formula_sum            'C34 H37 N3 O3'
_chemical_formula_weight         535.66
_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/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                   12.9218(6)
_cell_length_b                   9.7348(5)
_cell_length_c                   24.6695(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.204(3)
_cell_angle_gamma                90
_cell_volume                     3102.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4488
_cell_measurement_temperature    290.00
_cell_measurement_theta_max      66.337
_cell_measurement_theta_min      3.896
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.582
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0945 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.8068.
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    1.147
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1247
_diffrn_reflns_av_unetI/netI     0.1063
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            22284
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.403
_diffrn_reflns_theta_min         3.421
_diffrn_ambient_temperature      290.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2761
_reflns_number_total             5652
_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 1.5 (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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         5652
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.2098
_refine_ls_R_factor_gt           0.0973
_refine_ls_restrained_S_all      1.171
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2789
_refine_ls_wR_factor_ref         0.3638
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C2A \\sim C2B \\sim O2A \\sim O2B \\sim C13A \\sim C13B \\sim C11A \\sim C11B:
within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
C33 \\sim C15 \\sim C29 \\sim C3: within 2A with sigma of 0.005 and sigma for
terminal atoms of 0.01 within 2A
Uanis(C2B) \\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(C11B)
\\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C13B) \\sim Ueq: with sigma of 0.005
and sigma for terminal atoms of 0.01
3. Others
 Fixed Sof: O2B(0.5) C11B(0.5) H11A(0.5) H11B(0.5) H11C(0.5) C13B(0.5)
 H13A(0.5) H13B(0.5) H13C(0.5) C2B(0.5) H2BA(0.5) H2BB(0.5) H2BC(0.5) C2A(0.5)
 H2AA(0.5) H2AB(0.5) H2AC(0.5) C13A(0.5) H13D(0.5) H13E(0.5) H13F(0.5)
 C11A(0.5) H11D(0.5) H11E(0.5) H11F(0.5) O2A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C32(H32A,H32B)
4.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C22(H22), C24(H24), C26(H26), C34(H34), C17(H17), C9(H9), C19(H19),
 C5(H5), C3(H3), C33(H33), C15(H15), C29(H29), C21(H21), C23(H23)
4.c Fitted hexagon refined as free rotating group:
 C5(C18,C3,C33,C15,C29)
4.d Idealised Me refined as rotating group:
 C11B(H11A,H11B,H11C), C13B(H13A,H13B,H13C), C27(H27A,H27B,H27C), C7(H7A,H7B,
 H7C), C31(H31A,H31B,H31C), C2B(H2BA,H2BB,H2BC), C2A(H2AA,H2AB,H2AC), C13A(H13D,
 H13E,H13F), C11A(H11D,H11E,H11F)
;
_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 0.89049(19) 0.2874(4) 0.68681(11) 0.0885(10) Uani 1 1 d . . . . .
O3 O 0.7243(2) 0.2094(4) 0.54560(11) 0.1049(12) Uani 1 1 d . . . . .
N1 N 0.76286(19) 0.3284(4) 0.62091(11) 0.0667(10) Uani 1 1 d . . . . .
N3 N 0.7079(2) 0.4567(4) 0.78447(12) 0.0789(11) Uani 1 1 d . . . . .
N2 N 0.9058(2) 0.6574(4) 0.80104(11) 0.0921(13) Uani 1 1 d . . . . .
H2 H 0.947335 0.725003 0.795953 0.110 Uiso 1 1 calc R U . . .
O2B O 0.8398(12) 0.119(2) 0.6044(7) 0.089(3) Uani 0.5 1 d . U P A 2
C1 C 0.8613(2) 0.5966(5) 0.75694(13) 0.0689(12) Uani 1 1 d . . . . .
C4 C 0.7730(2) 0.5036(5) 0.75183(13) 0.0697(12) Uani 1 1 d . . . . .
C6 C 0.7894(2) 0.4984(4) 0.68918(12) 0.0640(11) Uani 1 1 d . . . . .
C8 C 0.8240(2) 0.3589(5) 0.66796(14) 0.0685(12) Uani 1 1 d . . . . .
C10 C 0.8769(2) 0.5983(5) 0.70269(13) 0.0710(12) Uani 1 1 d . . . . .
C12 C 0.7015(2) 0.5355(5) 0.65148(14) 0.0675(12) Uani 1 1 d . . . . .
C14 C 0.6874(2) 0.4340(5) 0.61216(13) 0.0690(12) Uani 1 1 d . . . . .
C16 C 0.7863(3) 0.2161(6) 0.58749(15) 0.0791(13) Uani 1 1 d . . . . .
C20 C 0.6267(3) 0.3676(5) 0.76315(17) 0.0863(14) Uani 1 1 d . . . . .
H20A H 0.632489 0.278193 0.780298 0.104 Uiso 1 1 calc R U . . .
H20B H 0.635683 0.355285 0.724514 0.104 Uiso 1 1 calc R U . . .
C22 C 0.6385(3) 0.6481(5) 0.65218(16) 0.0846(14) Uani 1 1 d . . . . .
H22 H 0.648400 0.715864 0.678372 0.102 Uiso 1 1 calc R U . . .
C24 C 0.6089(3) 0.4461(5) 0.57332(15) 0.0833(14) Uani 1 1 d . . . . .
H24 H 0.598538 0.378376 0.547163 0.100 Uiso 1 1 calc R U . . .
C26 C 0.5001(3) 0.4991(6) 0.81831(18) 0.0944(16) Uani 1 1 d . . . . .
H26 H 0.553246 0.516043 0.843408 0.113 Uiso 1 1 calc R U . . .
C28 C 0.5204(3) 0.4259(5) 0.77285(16) 0.0771(13) Uani 1 1 d . . . . .
C30 C 0.9530(3) 0.6687(6) 0.66669(15) 0.0844(15) Uani 1 1 d . . . . .
C32 C 0.8876(3) 0.6151(5) 0.85568(14) 0.0842(14) Uani 1 1 d . . . . .
H32A H 0.952968 0.588253 0.872579 0.101 Uiso 1 1 calc R U . . .
H32B H 0.842947 0.534994 0.854937 0.101 Uiso 1 1 calc R U . . .
C34 C 0.5467(3) 0.5609(6) 0.57445(18) 0.0939(16) Uani 1 1 d . . . . .
H34 H 0.494687 0.571207 0.548142 0.113 Uiso 1 1 calc R U . . .
C17 C 0.5596(3) 0.6607(6) 0.61353(19) 0.0987(17) Uani 1 1 d . . . . .
H17 H 0.515526 0.736191 0.614008 0.118 Uiso 1 1 calc R U . . .
C9 C 0.3230(4) 0.5265(7) 0.7921(3) 0.1111(19) Uani 1 1 d . . . . .
H9 H 0.256754 0.559074 0.798547 0.133 Uiso 1 1 calc R U . . .
C19 C 0.4012(4) 0.5492(6) 0.8281(2) 0.1103(18) Uani 1 1 d . . . . .
H19 H 0.388986 0.598568 0.859623 0.132 Uiso 1 1 calc R U . . .
C5 C 0.8953(2) 0.7899(4) 0.93024(12) 0.1060(18) Uani 1 1 d G . . . .
H5 H 0.964382 0.767458 0.936815 0.127 Uiso 1 1 calc R U . . .
C18 C 0.8393(2) 0.7230(3) 0.88938(11) 0.0798(13) Uani 1 1 d G . . . .
C3 C 0.7360(2) 0.7565(5) 0.87956(14) 0.139(2) Uani 1 1 d G U . . .
H3 H 0.698539 0.711824 0.852225 0.167 Uiso 1 1 calc R U . . .
C33 C 0.6887(2) 0.8568(5) 0.91060(18) 0.161(2) Uani 1 1 d G U . . .
H33 H 0.619650 0.879219 0.904026 0.193 Uiso 1 1 calc R U . . .
C15 C 0.7447(4) 0.9236(4) 0.95146(16) 0.157(2) Uani 1 1 d G U . . .
H15 H 0.713126 0.990734 0.972221 0.188 Uiso 1 1 calc R U . . .
C29 C 0.8480(3) 0.8902(4) 0.96128(13) 0.148(2) Uani 1 1 d G U . . .
H29 H 0.885491 0.934855 0.988617 0.178 Uiso 1 1 calc R U . . .
C21 C 0.4403(3) 0.4045(6) 0.73549(19) 0.1032(18) Uani 1 1 d . . . . .
H21 H 0.452315 0.356546 0.703644 0.124 Uiso 1 1 calc R U . . .
C11B C 0.9445(12) 0.6066(15) 0.6076(7) 0.093(4) Uani 0.5 1 d . U P B 2
H11A H 0.963996 0.511502 0.608522 0.140 Uiso 0.5 1 calc R U P B 2
H11B H 0.989794 0.655919 0.584147 0.140 Uiso 0.5 1 calc R U P B 2
H11C H 0.874471 0.614811 0.594183 0.140 Uiso 0.5 1 calc R U P B 2
C23 C 0.3432(4) 0.4543(7) 0.7456(3) 0.115(2) Uani 1 1 d . . . . .
H23 H 0.289857 0.438811 0.720431 0.138 Uiso 1 1 calc R U . . .
C25 C 0.7388(5) 0.1017(7) 0.5034(2) 0.118(2) Uani 1 1 d . . . . .
C13B C 1.0603(11) 0.6606(15) 0.6830(7) 0.102(4) Uani 0.5 1 d . U P B 2
H13A H 1.065661 0.649236 0.721646 0.153 Uiso 0.5 1 calc R U P B 2
H13B H 1.094994 0.743621 0.672826 0.153 Uiso 0.5 1 calc R U P B 2
H13C H 1.091936 0.583685 0.665546 0.153 Uiso 0.5 1 calc R U P B 2
C27 C 0.9496(7) 0.8219(8) 0.6773(3) 0.172(3) Uani 1 1 d . . . . .
H27A H 0.880488 0.855150 0.670937 0.257 Uiso 1 1 calc R U . . .
H27B H 0.996031 0.868024 0.653468 0.257 Uiso 1 1 calc R U . . .
H27C H 0.970227 0.839738 0.714266 0.257 Uiso 1 1 calc R U . . .
C7 C 0.7215(6) -0.0358(7) 0.5274(3) 0.161(3) Uani 1 1 d . . . . .
H7A H 0.770480 -0.050577 0.556665 0.242 Uiso 1 1 calc R U . . .
H7B H 0.730418 -0.105073 0.500228 0.242 Uiso 1 1 calc R U . . .
H7C H 0.652521 -0.040773 0.540967 0.242 Uiso 1 1 calc R U . . .
C31 C 0.8484(7) 0.1156(10) 0.4805(3) 0.196(4) Uani 1 1 d . . . . .
H31A H 0.856117 0.205123 0.464688 0.294 Uiso 1 1 calc R U . . .
H31B H 0.858350 0.046775 0.453205 0.294 Uiso 1 1 calc R U . . .
H31C H 0.898857 0.103757 0.509172 0.294 Uiso 1 1 calc R U . . .
C2B C 0.6277(12) 0.1084(18) 0.4738(6) 0.145(5) Uani 0.5 1 d . U P C 2
H2BA H 0.575831 0.076567 0.498131 0.218 Uiso 0.5 1 calc R U P C 2
H2BB H 0.627639 0.051114 0.442121 0.218 Uiso 0.5 1 calc R U P C 2
H2BC H 0.612832 0.201433 0.463397 0.218 Uiso 0.5 1 calc R U P C 2
C2A C 0.6806(11) 0.1640(16) 0.4541(4) 0.123(4) Uani 0.5 1 d . U P C 1
H2AA H 0.611353 0.187407 0.464075 0.185 Uiso 0.5 1 calc R U P C 1
H2AB H 0.678113 0.098178 0.425109 0.185 Uiso 0.5 1 calc R U P C 1
H2AC H 0.715929 0.245097 0.442404 0.185 Uiso 0.5 1 calc R U P C 1
C13A C 1.0631(10) 0.5830(14) 0.6822(6) 0.094(3) Uani 0.5 1 d . U P B 1
H13D H 1.084739 0.604305 0.718737 0.140 Uiso 0.5 1 calc R U P B 1
H13E H 1.116277 0.609846 0.657759 0.140 Uiso 0.5 1 calc R U P B 1
H13F H 1.051106 0.485961 0.679033 0.140 Uiso 0.5 1 calc R U P B 1
C11A C 0.9197(12) 0.6686(15) 0.6093(7) 0.094(4) Uani 0.5 1 d . U P B 1
H11D H 0.913746 0.575583 0.596609 0.141 Uiso 0.5 1 calc R U P B 1
H11E H 0.969842 0.716540 0.588208 0.141 Uiso 0.5 1 calc R U P B 1
H11F H 0.853819 0.713501 0.605507 0.141 Uiso 0.5 1 calc R U P B 1
O2A O 0.8660(11) 0.155(2) 0.5920(7) 0.099(4) Uani 0.5 1 d . U P A 1


_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 1.192(4) . ?
O3 C16 1.296(4) . ?
O3 C25 1.492(6) . ?
N1 C8 1.422(4) . ?
N1 C14 1.430(5) . ?
N1 C16 1.406(5) . ?
N3 C4 1.262(4) . ?
N3 C20 1.451(5) . ?
N2 H2 0.8600 . ?
N2 C1 1.356(4) . ?
N2 C32 1.433(5) . ?
O2B C16 1.24(2) . ?
C1 C4 1.460(5) . ?
C1 C10 1.358(5) . ?
C4 C6 1.565(4) . ?
C6 C8 1.526(6) . ?
C6 C10 1.523(5) . ?
C6 C12 1.496(4) . ?
C10 C30 1.504(6) . ?
C12 C14 1.393(5) . ?
C12 C22 1.367(6) . ?
C14 C24 1.385(4) . ?
C16 O2A 1.19(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C28 1.510(5) . ?
C22 H22 0.9300 . ?
C22 C17 1.387(5) . ?
C24 H24 0.9300 . ?
C24 C34 1.378(6) . ?
C26 H26 0.9300 . ?
C26 C28 1.359(6) . ?
C26 C19 1.394(6) . ?
C28 C21 1.387(5) . ?
C30 C11B 1.580(16) . ?
C30 C13B 1.438(15) . ?
C30 C27 1.516(8) . ?
C30 C13A 1.687(14) . ?
C30 C11A 1.472(16) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C18 1.486(5) . ?
C34 H34 0.9300 . ?
C34 C17 1.376(6) . ?
C17 H17 0.9300 . ?
C9 H9 0.9300 . ?
C9 C19 1.350(8) . ?
C9 C23 1.374(8) . ?
C19 H19 0.9300 . ?
C5 H5 0.9300 . ?
C5 C18 1.3900 . ?
C5 C29 1.3900 . ?
C18 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C29 1.3900 . ?
C29 H29 0.9300 . ?
C21 H21 0.9300 . ?
C21 C23 1.372(7) . ?
C11B H11A 0.9600 . ?
C11B H11B 0.9600 . ?
C11B H11C 0.9600 . ?
C23 H23 0.9300 . ?
C25 C7 1.482(9) . ?
C25 C31 1.542(10) . ?
C25 C2B 1.598(14) . ?
C25 C2A 1.541(12) . ?
C13B H13A 0.9600 . ?
C13B H13B 0.9600 . ?
C13B H13C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C2B H2BA 0.9600 . ?
C2B H2BB 0.9600 . ?
C2B H2BC 0.9600 . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?
C13A H13D 0.9600 . ?
C13A H13E 0.9600 . ?
C13A H13F 0.9600 . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O3 C25 120.5(4) . . ?
C8 N1 C14 109.8(3) . . ?
C16 N1 C8 121.2(3) . . ?
C16 N1 C14 128.7(3) . . ?
C4 N3 C20 118.1(3) . . ?
C1 N2 H2 118.2 . . ?
C1 N2 C32 123.6(4) . . ?
C32 N2 H2 118.2 . . ?
N2 C1 C4 131.1(3) . . ?
N2 C1 C10 135.7(4) . . ?
C10 C1 C4 93.1(3) . . ?
N3 C4 C1 134.4(3) . . ?
N3 C4 C6 136.4(3) . . ?
C1 C4 C6 89.1(3) . . ?
C8 C6 C4 114.5(3) . . ?
C10 C6 C4 83.0(2) . . ?
C10 C6 C8 114.9(3) . . ?
C12 C6 C4 119.3(3) . . ?
C12 C6 C8 103.0(3) . . ?
C12 C6 C10 122.2(4) . . ?
O1 C8 N1 125.4(4) . . ?
O1 C8 C6 126.9(3) . . ?
N1 C8 C6 107.7(3) . . ?
C1 C10 C6 94.8(3) . . ?
C1 C10 C30 134.4(3) . . ?
C30 C10 C6 130.8(3) . . ?
C14 C12 C6 110.4(3) . . ?
C22 C12 C6 129.1(4) . . ?
C22 C12 C14 120.6(3) . . ?
C12 C14 N1 109.0(3) . . ?
C24 C14 N1 130.7(4) . . ?
C24 C14 C12 120.3(4) . . ?
O3 C16 N1 111.7(4) . . ?
O2B C16 O3 124.3(10) . . ?
O2B C16 N1 121.4(9) . . ?
O2A C16 O3 124.6(10) . . ?
O2A C16 N1 121.9(10) . . ?
N3 C20 H20A 109.3 . . ?
N3 C20 H20B 109.3 . . ?
N3 C20 C28 111.8(4) . . ?
H20A C20 H20B 107.9 . . ?
C28 C20 H20A 109.3 . . ?
C28 C20 H20B 109.3 . . ?
C12 C22 H22 120.3 . . ?
C12 C22 C17 119.4(4) . . ?
C17 C22 H22 120.3 . . ?
C14 C24 H24 120.9 . . ?
C34 C24 C14 118.3(4) . . ?
C34 C24 H24 120.9 . . ?
C28 C26 H26 119.3 . . ?
C28 C26 C19 121.4(4) . . ?
C19 C26 H26 119.3 . . ?
C26 C28 C20 121.3(4) . . ?
C26 C28 C21 118.2(4) . . ?
C21 C28 C20 120.5(4) . . ?
C10 C30 C11B 109.7(7) . . ?
C10 C30 C27 109.0(5) . . ?
C10 C30 C13A 101.5(6) . . ?
C13B C30 C10 116.6(7) . . ?
C13B C30 C11B 106.6(9) . . ?
C13B C30 C27 92.1(7) . . ?
C27 C30 C11B 122.3(7) . . ?
C27 C30 C13A 118.4(7) . . ?
C11A C30 C10 112.7(7) . . ?
C11A C30 C27 99.1(7) . . ?
C11A C30 C13A 116.5(8) . . ?
N2 C32 H32A 108.8 . . ?
N2 C32 H32B 108.8 . . ?
N2 C32 C18 113.7(4) . . ?
H32A C32 H32B 107.7 . . ?
C18 C32 H32A 108.8 . . ?
C18 C32 H32B 108.8 . . ?
C24 C34 H34 119.2 . . ?
C17 C34 C24 121.7(4) . . ?
C17 C34 H34 119.2 . . ?
C22 C17 H17 120.1 . . ?
C34 C17 C22 119.7(4) . . ?
C34 C17 H17 120.1 . . ?
C19 C9 H9 120.6 . . ?
C19 C9 C23 118.7(5) . . ?
C23 C9 H9 120.6 . . ?
C26 C19 H19 119.9 . . ?
C9 C19 C26 120.3(5) . . ?
C9 C19 H19 119.9 . . ?
C18 C5 H5 120.0 . . ?
C18 C5 C29 120.0 . . ?
C29 C5 H5 120.0 . . ?
C5 C18 C32 121.2(2) . . ?
C3 C18 C32 118.8(2) . . ?
C3 C18 C5 120.0 . . ?
C18 C3 H3 120.0 . . ?
C18 C3 C33 120.0 . . ?
C33 C3 H3 120.0 . . ?
C3 C33 H33 120.0 . . ?
C15 C33 C3 120.0 . . ?
C15 C33 H33 120.0 . . ?
C33 C15 H15 120.0 . . ?
C29 C15 C33 120.0 . . ?
C29 C15 H15 120.0 . . ?
C5 C29 H29 120.0 . . ?
C15 C29 C5 120.0 . . ?
C15 C29 H29 120.0 . . ?
C28 C21 H21 120.0 . . ?
C23 C21 C28 119.9(5) . . ?
C23 C21 H21 120.0 . . ?
C30 C11B H11A 109.5 . . ?
C30 C11B H11B 109.5 . . ?
C30 C11B H11C 109.5 . . ?
H11A C11B H11B 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
C9 C23 H23 119.3 . . ?
C21 C23 C9 121.5(5) . . ?
C21 C23 H23 119.3 . . ?
O3 C25 C31 108.9(5) . . ?
O3 C25 C2B 99.5(7) . . ?
O3 C25 C2A 102.0(6) . . ?
C7 C25 O3 109.5(5) . . ?
C7 C25 C31 111.9(7) . . ?
C7 C25 C2B 94.5(9) . . ?
C7 C25 C2A 126.6(8) . . ?
C31 C25 C2B 130.7(8) . . ?
C2A C25 C31 96.4(8) . . ?
C30 C13B H13A 109.5 . . ?
C30 C13B H13B 109.5 . . ?
C30 C13B H13C 109.5 . . ?
H13A C13B H13B 109.5 . . ?
H13A C13B H13C 109.5 . . ?
H13B C13B H13C 109.5 . . ?
C30 C27 H27A 109.5 . . ?
C30 C27 H27B 109.5 . . ?
C30 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C7 H7A 109.5 . . ?
C25 C7 H7B 109.5 . . ?
C25 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C25 C31 H31A 109.5 . . ?
C25 C31 H31B 109.5 . . ?
C25 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C25 C2B H2BA 109.5 . . ?
C25 C2B H2BB 109.5 . . ?
C25 C2B H2BC 109.5 . . ?
H2BA C2B H2BB 109.5 . . ?
H2BA C2B H2BC 109.5 . . ?
H2BB C2B H2BC 109.5 . . ?
C25 C2A H2AA 109.5 . . ?
C25 C2A H2AB 109.5 . . ?
C25 C2A H2AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C30 C13A H13D 109.5 . . ?
C30 C13A H13E 109.5 . . ?
C30 C13A H13F 109.5 . . ?
H13D C13A H13E 109.5 . . ?
H13D C13A H13F 109.5 . . ?
H13E C13A H13F 109.5 . . ?
C30 C11A H11D 109.5 . . ?
C30 C11A H11E 109.5 . . ?
C30 C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C14 C24 C34 -180.0(4) . . . . ?
N3 C4 C6 C8 -71.6(6) . . . . ?
N3 C4 C6 C10 174.2(6) . . . . ?
N3 C4 C6 C12 51.1(7) . . . . ?
N3 C20 C28 C26 -34.4(6) . . . . ?
N3 C20 C28 C21 146.3(4) . . . . ?
N2 C1 C4 N3 4.7(9) . . . . ?
N2 C1 C4 C6 -179.7(5) . . . . ?
N2 C1 C10 C6 179.7(5) . . . . ?
N2 C1 C10 C30 0.8(10) . . . . ?
N2 C32 C18 C5 -108.3(3) . . . . ?
N2 C32 C18 C3 71.9(4) . . . . ?
C1 N2 C32 C18 -118.0(5) . . . . ?
C1 C4 C6 C8 112.9(3) . . . . ?
C1 C4 C6 C10 -1.3(3) . . . . ?
C1 C4 C6 C12 -124.4(4) . . . . ?
C1 C10 C30 C11B 169.1(7) . . . . ?
C1 C10 C30 C13B 47.8(10) . . . . ?
C1 C10 C30 C27 -54.6(8) . . . . ?
C1 C10 C30 C13A 71.0(8) . . . . ?
C1 C10 C30 C11A -163.6(8) . . . . ?
C4 N3 C20 C28 -120.1(4) . . . . ?
C4 C1 C10 C6 -1.5(3) . . . . ?
C4 C1 C10 C30 179.6(5) . . . . ?
C4 C6 C8 O1 -46.2(5) . . . . ?
C4 C6 C8 N1 134.0(3) . . . . ?
C4 C6 C10 C1 1.4(3) . . . . ?
C4 C6 C10 C30 -179.6(5) . . . . ?
C4 C6 C12 C14 -129.6(4) . . . . ?
C4 C6 C12 C22 49.5(6) . . . . ?
C6 C10 C30 C11B -9.4(8) . . . . ?
C6 C10 C30 C13B -130.7(8) . . . . ?
C6 C10 C30 C27 126.9(6) . . . . ?
C6 C10 C30 C13A -107.5(7) . . . . ?
C6 C10 C30 C11A 17.9(9) . . . . ?
C6 C12 C14 N1 -0.5(4) . . . . ?
C6 C12 C14 C24 179.0(3) . . . . ?
C6 C12 C22 C17 -178.7(4) . . . . ?
C8 N1 C14 C12 2.5(4) . . . . ?
C8 N1 C14 C24 -177.0(4) . . . . ?
C8 N1 C16 O3 -177.2(4) . . . . ?
C8 N1 C16 O2B 20.6(8) . . . . ?
C8 N1 C16 O2A -11.8(11) . . . . ?
C8 C6 C10 C1 -112.3(3) . . . . ?
C8 C6 C10 C30 66.6(6) . . . . ?
C8 C6 C12 C14 -1.5(4) . . . . ?
C8 C6 C12 C22 177.6(4) . . . . ?
C10 C1 C4 N3 -174.2(5) . . . . ?
C10 C1 C4 C6 1.5(3) . . . . ?
C10 C6 C8 O1 47.5(5) . . . . ?
C10 C6 C8 N1 -132.3(3) . . . . ?
C10 C6 C12 C14 129.5(4) . . . . ?
C10 C6 C12 C22 -51.4(5) . . . . ?
C12 C6 C8 O1 -177.3(4) . . . . ?
C12 C6 C8 N1 2.9(4) . . . . ?
C12 C6 C10 C1 121.8(4) . . . . ?
C12 C6 C10 C30 -59.2(6) . . . . ?
C12 C14 C24 C34 0.7(6) . . . . ?
C12 C22 C17 C34 -1.0(7) . . . . ?
C14 N1 C8 O1 176.9(4) . . . . ?
C14 N1 C8 C6 -3.4(4) . . . . ?
C14 N1 C16 O3 -4.4(6) . . . . ?
C14 N1 C16 O2B -166.6(7) . . . . ?
C14 N1 C16 O2A 161.0(10) . . . . ?
C14 C12 C22 C17 0.4(6) . . . . ?
C14 C24 C34 C17 -1.4(7) . . . . ?
C16 O3 C25 C7 64.8(7) . . . . ?
C16 O3 C25 C31 -57.9(8) . . . . ?
C16 O3 C25 C2B 163.0(7) . . . . ?
C16 O3 C25 C2A -159.1(7) . . . . ?
C16 N1 C8 O1 -9.1(6) . . . . ?
C16 N1 C8 C6 170.7(3) . . . . ?
C16 N1 C14 C12 -171.0(4) . . . . ?
C16 N1 C14 C24 9.6(6) . . . . ?
C20 N3 C4 C1 177.8(4) . . . . ?
C20 N3 C4 C6 4.1(8) . . . . ?
C20 C28 C21 C23 177.9(5) . . . . ?
C22 C12 C14 N1 -179.7(4) . . . . ?
C22 C12 C14 C24 -0.2(6) . . . . ?
C24 C34 C17 C22 1.6(8) . . . . ?
C26 C28 C21 C23 -1.4(8) . . . . ?
C28 C26 C19 C9 -0.4(9) . . . . ?
C28 C21 C23 C9 0.5(9) . . . . ?
C32 N2 C1 C4 15.4(7) . . . . ?
C32 N2 C1 C10 -166.2(5) . . . . ?
C32 C18 C3 C33 179.8(3) . . . . ?
C19 C26 C28 C20 -178.0(5) . . . . ?
C19 C26 C28 C21 1.4(8) . . . . ?
C19 C9 C23 C21 0.5(10) . . . . ?
C5 C18 C3 C33 0.0 . . . . ?
C18 C5 C29 C15 0.0 . . . . ?
C18 C3 C33 C15 0.0 . . . . ?
C3 C33 C15 C29 0.0 . . . . ?
C33 C15 C29 C5 0.0 . . . . ?
C29 C5 C18 C32 -179.8(4) . . . . ?
C29 C5 C18 C3 0.0 . . . . ?
C23 C9 C19 C26 -0.5(9) . . . . ?
C25 O3 C16 N1 177.0(5) . . . . ?
C25 O3 C16 O2B -21.4(9) . . . . ?
C25 O3 C16 O2A 12.1(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
