# 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_221206b
_database_code_depnum_ccdc_archive 'CCDC 2233723'
loop_
_audit_author_name
_audit_author_address
'Hongyu Wang'
;Shanghai University
China
;
_audit_update_record             
;
2022-12-31 deposited with the CCDC.	2024-12-02 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H28 N2 O6'
_chemical_formula_iupac          ?
_chemical_formula_weight         560.58

_chemical_melting_point          ?

_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                   10.6143(4)
_cell_length_b                   13.2575(5)
_cell_length_c                   19.9774(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2811.20(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9402
_cell_measurement_theta_min      5.78
_cell_measurement_theta_max      68.36
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176

_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_type              'Incoatec Ius 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helios MX Multilayer Optic'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE DUO PHOTON III'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            29349
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_theta_min         4.43
_diffrn_reflns_theta_max         68.49
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
;

_reflns_number_total             2572
_reflns_number_gt                2458
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1008
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_restrained_S_all      1.181
_refine_ls_number_reflns         2572
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0407P)²+1.2650P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.265
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1260)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.54036(9) 0.57887(7) 0.63691(4) 0.0251(2) Uani d . . . 1 . .
O O2 0.28649(10) 0.48437(8) 0.68049(5) 0.0298(3) Uani d . . . 1 . .
O O3 0.62113(9) 0.27480(7) 0.62295(5) 0.0268(2) Uani d . . . 1 . .
N N1 0.46510(10) 0.42763(8) 0.59324(5) 0.0180(3) Uani d . . . 1 . .
C C1 0.51323(12) 0.52783(9) 0.58832(6) 0.0180(3) Uani d . . . 1 . .
C C2 0.44900(11) 0.38347(10) 0.53017(6) 0.0173(3) Uani d . . . 1 . .
C C3 0.48104(12) 0.45497(10) 0.48353(6) 0.0175(3) Uani d . . . 1 . .
C C4 0.40728(12) 0.27916(10) 0.52039(6) 0.0202(3) Uani d . . . 1 . .
C C5 0.45764(14) 0.22449(11) 0.46723(7) 0.0268(3) Uani d . . . 1 . .
H H5 0.516375 0.255652 0.437908 0.032000 Uiso calc U . R 1 . .
C C6 0.42276(18) 0.12488(12) 0.45673(9) 0.0381(4) Uani d . . . 1 . .
H H6 0.457469 0.088030 0.420355 0.046000 Uiso calc U . R 1 . .
C C7 0.33725(18) 0.07938(12) 0.49942(9) 0.0416(4) Uani d . . . 1 . .
H H7 0.313964 0.010966 0.492565 0.050000 Uiso calc U . R 1 . .
C C8 0.28570(16) 0.13293(13) 0.55186(8) 0.0365(4) Uani d . . . 1 . .
H H8 0.226684 0.101343 0.580820 0.044000 Uiso calc U . R 1 . .
C C9 0.31959(13) 0.23278(11) 0.56255(7) 0.0265(3) Uani d . . . 1 . .
H H9 0.283209 0.269550 0.598499 0.032000 Uiso calc U . R 1 . .
C C10 0.45516(12) 0.37787(10) 0.65639(6) 0.0186(3) Uani d . . . 1 . .
C C11 0.53509(12) 0.29757(10) 0.67124(7) 0.0212(3) Uani d . . . 1 . .
C C12 0.52328(14) 0.24739(11) 0.73221(7) 0.0275(3) Uani d . . . 1 . .
H H12 0.576066 0.191683 0.742601 0.033000 Uiso calc U . R 1 . .
C C13 0.43342(15) 0.28015(11) 0.77725(7) 0.0301(3) Uani d . . . 1 . .
H H13 0.426279 0.246702 0.819134 0.036000 Uiso calc U . R 1 . .
C C14 0.35331(14) 0.36005(11) 0.76352(7) 0.0278(3) Uani d . . . 1 . .
H H14 0.292663 0.381235 0.795546 0.033000 Uiso calc U . R 1 . .
C C15 0.36325(13) 0.40887(10) 0.70183(6) 0.0218(3) Uani d . . . 1 . .
C C16 0.18098(16) 0.51008(13) 0.72121(9) 0.0386(4) Uani d . . . 1 . .
H H16A 0.133036 0.564312 0.699708 0.058000 Uiso calc U . R 1 . .
H H16B 0.210529 0.532807 0.765166 0.058000 Uiso calc U . R 1 . .
H H16C 0.126828 0.450788 0.726736 0.058000 Uiso calc U . R 1 . .
C C17 0.66623(17) 0.17363(12) 0.62032(10) 0.0417(4) Uani d . . . 1 . .
H H17A 0.715728 0.164008 0.579410 0.062000 Uiso calc U . R 1 . .
H H17B 0.594604 0.126989 0.620300 0.062000 Uiso calc U . R 1 . .
H H17C 0.719370 0.160331 0.659456 0.062000 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.2178(16) ?
O2 C15 . 1.3591(17) ?
O2 C16 . 1.4255(17) ?
O3 C11 . 1.3623(17) ?
O3 C17 . 1.4250(18) ?
N1 C2 . 1.3999(16) ?
N1 C1 . 1.4266(16) ?
N1 C10 . 1.4275(16) ?
C1 C3 5_666 1.4547(17) ?
C2 C3 . 1.3719(18) ?
C2 C4 . 1.4651(18) ?
C3 C3 5_666 1.421(3) ?
C4 C5 . 1.392(2) ?
C4 C9 . 1.3978(19) ?
C5 C6 . 1.387(2) ?
C5 H5 . 0.950000 ?
C6 C7 . 1.384(3) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.379(3) ?
C7 H7 . 0.950000 ?
C8 C9 . 1.388(2) ?
C8 H8 . 0.950000 ?
C9 H9 . 0.950000 ?
C10 C11 . 1.3931(19) ?
C10 C15 . 1.3946(19) ?
C11 C12 . 1.3934(19) ?
C12 C13 . 1.381(2) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.386(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.3961(18) ?
C14 H14 . 0.950000 ?
C16 H16A . 0.980000 ?
C16 H16B . 0.980000 ?
C16 H16C . 0.980000 ?
C17 H17A . 0.980000 ?
C17 H17B . 0.980000 ?
C17 H17C . 0.980000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C15 O2 C16 . . 117.91(11) ?
C11 O3 C17 . . 117.38(12) ?
C2 N1 C1 . . 111.78(10) ?
C2 N1 C10 . . 126.38(11) ?
C1 N1 C10 . . 121.18(10) ?
O1 C1 N1 . . 123.16(11) ?
O1 C1 C3 . 5_666 133.59(12) ?
N1 C1 C3 . 5_666 103.24(10) ?
C3 C2 N1 . . 106.98(11) ?
C3 C2 C4 . . 129.53(12) ?
N1 C2 C4 . . 123.48(11) ?
C2 C3 C3 . 5_666 109.65(14) ?
C2 C3 C1 . 5_666 142.07(12) ?
C3 C3 C1 5_666 5_666 108.25(14) ?
C5 C4 C9 . . 119.09(13) ?
C5 C4 C2 . . 118.49(12) ?
C9 C4 C2 . . 122.42(13) ?
C6 C5 C4 . . 120.55(14) ?
C6 C5 H5 . . 119.700000 ?
C4 C5 H5 . . 119.700000 ?
C7 C6 C5 . . 119.78(16) ?
C7 C6 H6 . . 120.100000 ?
C5 C6 H6 . . 120.100000 ?
C8 C7 C6 . . 120.27(14) ?
C8 C7 H7 . . 119.900000 ?
C6 C7 H7 . . 119.900000 ?
C7 C8 C9 . . 120.34(15) ?
C7 C8 H8 . . 119.800000 ?
C9 C8 H8 . . 119.800000 ?
C8 C9 C4 . . 119.95(15) ?
C8 C9 H9 . . 120.000000 ?
C4 C9 H9 . . 120.000000 ?
C11 C10 C15 . . 120.83(12) ?
C11 C10 N1 . . 119.76(12) ?
C15 C10 N1 . . 119.39(12) ?
O3 C11 C10 . . 115.26(11) ?
O3 C11 C12 . . 124.99(13) ?
C10 C11 C12 . . 119.75(13) ?
C13 C12 C11 . . 118.78(13) ?
C13 C12 H12 . . 120.600000 ?
C11 C12 H12 . . 120.600000 ?
C12 C13 C14 . . 122.35(13) ?
C12 C13 H13 . . 118.800000 ?
C14 C13 H13 . . 118.800000 ?
C13 C14 C15 . . 118.86(13) ?
C13 C14 H14 . . 120.600000 ?
C15 C14 H14 . . 120.600000 ?
O2 C15 C10 . . 115.61(11) ?
O2 C15 C14 . . 124.96(13) ?
C10 C15 C14 . . 119.40(13) ?
O2 C16 H16A . . 109.500000 ?
O2 C16 H16B . . 109.500000 ?
H16A C16 H16B . . 109.500000 ?
O2 C16 H16C . . 109.500000 ?
H16A C16 H16C . . 109.500000 ?
H16B C16 H16C . . 109.500000 ?
O3 C17 H17A . . 109.500000 ?
O3 C17 H17B . . 109.500000 ?
H17A C17 H17B . . 109.500000 ?
O3 C17 H17C . . 109.500000 ?
H17A C17 H17C . . 109.500000 ?
H17B C17 H17C . . 109.500000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 N1 C1 O1 . . . . -176.31(12) ?
C10 N1 C1 O1 . . . . -5.06(19) ?
C2 N1 C1 C3 . . . 5_666 3.25(13) ?
C10 N1 C1 C3 . . . 5_666 174.51(11) ?
C1 N1 C2 C3 . . . . -2.46(14) ?
C10 N1 C2 C3 . . . . -173.17(12) ?
C1 N1 C2 C4 . . . . 176.65(11) ?
C10 N1 C2 C4 . . . . 5.94(19) ?
N1 C2 C3 C3 . . . 5_666 0.54(18) ?
C4 C2 C3 C3 . . . 5_666 -178.50(14) ?
N1 C2 C3 C1 . . . 5_666 -177.15(16) ?
C4 C2 C3 C1 . . . 5_666 3.8(3) ?
C3 C2 C4 C5 . . . . 34.7(2) ?
N1 C2 C4 C5 . . . . -144.15(13) ?
C3 C2 C4 C9 . . . . -145.56(14) ?
N1 C2 C4 C9 . . . . 35.54(19) ?
C9 C4 C5 C6 . . . . -0.9(2) ?
C2 C4 C5 C6 . . . . 178.79(13) ?
C4 C5 C6 C7 . . . . 0.0(2) ?
C5 C6 C7 C8 . . . . 0.7(3) ?
C6 C7 C8 C9 . . . . -0.4(3) ?
C7 C8 C9 C4 . . . . -0.6(2) ?
C5 C4 C9 C8 . . . . 1.2(2) ?
C2 C4 C9 C8 . . . . -178.47(13) ?
C2 N1 C10 C11 . . . . 60.14(17) ?
C1 N1 C10 C11 . . . . -109.76(14) ?
C2 N1 C10 C15 . . . . -118.32(14) ?
C1 N1 C10 C15 . . . . 71.78(16) ?
C17 O3 C11 C10 . . . . -153.65(13) ?
C17 O3 C11 C12 . . . . 26.6(2) ?
C15 C10 C11 O3 . . . . -179.76(12) ?
N1 C10 C11 O3 . . . . 1.80(18) ?
C15 C10 C11 C12 . . . . 0.0(2) ?
N1 C10 C11 C12 . . . . -178.41(12) ?
O3 C11 C12 C13 . . . . 178.53(13) ?
C10 C11 C12 C13 . . . . -1.2(2) ?
C11 C12 C13 C14 . . . . 1.1(2) ?
C12 C13 C14 C15 . . . . 0.4(2) ?
C16 O2 C15 C10 . . . . 172.04(13) ?
C16 O2 C15 C14 . . . . -5.9(2) ?
C11 C10 C15 O2 . . . . -176.63(12) ?
N1 C10 C15 O2 . . . . 1.82(18) ?
C11 C10 C15 C14 . . . . 1.4(2) ?
N1 C10 C15 C14 . . . . 179.84(12) ?
C13 C14 C15 O2 . . . . 176.25(13) ?
C13 C14 C15 C10 . . . . -1.6(2) ?



####################################################################### 
# 
# 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_20220725b
_database_code_depnum_ccdc_archive 'CCDC 2233724'
loop_
_audit_author_name
_audit_author_address
'Hongyu Wang'
;Shanghai University
China
;
_audit_update_record             
;
2022-12-31 deposited with the CCDC.	2024-12-02 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C80 H66 N16 O8'
_chemical_formula_iupac          ?
_chemical_formula_weight         1379.48

_chemical_melting_point          ?

_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                   11.1096(7)
_cell_length_b                   11.2145(6)
_cell_length_c                   15.2337(9)
_cell_angle_alpha                68.402(3)
_cell_angle_beta                 79.501(4)
_cell_angle_gamma                69.937(3)
_cell_volume                     1654.20(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7039
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      66.82
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             722

_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_type              'Incoatec Ius 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helios MX Multilayer Optic'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE DUO PHOTON III'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            25142
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         66.81
_diffrn_reflns_theta_full        66.81
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             5866
_reflns_number_gt                4850
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_gt          0.1861
_refine_ls_wR_factor_ref         0.1961
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_number_reflns         5866
_refine_ls_number_parameters     472
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1127P)²+1.2680P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.178
_refine_diff_density_min         -0.687
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1260)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.64541(17) 0.76670(17) 0.25333(12) 0.0319(4) Uani d . . . 1 . .
O O2 0.81962(17) 0.30241(17) 0.38121(12) 0.0328(4) Uani d . . . 1 . .
O O3 0.69861(17) 0.63540(18) 0.46434(12) 0.0325(4) Uani d . . . 1 . .
O O4 0.7541(3) 0.0666(3) 0.67898(18) 0.0826(10) Uani d . . . 1 . .
H H4A 0.780032 -0.000213 0.660175 0.124000 Uiso calc U . R 1 . .
N N1 0.3564(2) 0.8282(2) 0.07237(15) 0.0359(5) Uani d . . . 1 . .
N N2 0.4581(2) 0.8024(3) 0.01251(18) 0.0516(7) Uani d . . . 1 . .
N N3 0.5544(2) 0.8189(3) 0.04171(18) 0.0490(7) Uani d . . . 1 . .
N N4 1.1470(2) 0.1277(2) 0.42090(16) 0.0377(5) Uani d . . . 1 . .
N N5 1.2159(2) 0.1142(2) 0.48839(16) 0.0377(5) Uani d . . . 1 . .
N N6 1.1319(2) 0.1373(2) 0.56026(14) 0.0287(5) Uani d . . . 1 . .
N N7 0.63600(19) 0.5289(2) 0.38239(14) 0.0269(4) Uani d . . . 1 . .
N N8 0.7497(5) 0.5301(6) 0.9666(3) 0.1044(15) Uani d . . . 1 . .
C C1 -0.0717(2) 0.8597(3) 0.27674(17) 0.0296(5) Uani d . . . 1 . .
C C2 -0.0564(2) 0.9754(3) 0.20379(17) 0.0297(5) Uani d . . . 1 . .
C C3 -0.1389(3) 1.1079(3) 0.19779(18) 0.0324(6) Uani d . . . 1 . .
H H3 -0.208978 1.118091 0.243439 0.039000 Uiso calc U . R 1 . .
C C4 -0.1200(3) 1.2192(3) 0.12881(19) 0.0376(6) Uani d . . . 1 . .
H H4 -0.176191 1.305867 0.126547 0.045000 Uiso calc U . R 1 . .
C C5 -0.0165(3) 1.2058(3) 0.0605(2) 0.0452(7) Uani d . . . 1 . .
H H5 -0.002389 1.283987 0.013027 0.054000 Uiso calc U . R 1 . .
C C6 0.0634(3) 1.0824(3) 0.0618(2) 0.0436(7) Uani d . . . 1 . .
H H6 0.131600 1.076224 0.014352 0.052000 Uiso calc U . R 1 . .
C C7 0.0477(2) 0.9624(3) 0.13205(17) 0.0330(6) Uani d . . . 1 . .
C C8 0.1321(2) 0.8343(3) 0.13577(18) 0.0340(6) Uani d . . . 1 . .
C C9 0.1211(2) 0.7205(3) 0.21169(19) 0.0326(6) Uani d . . . 1 . .
C C10 0.2128(3) 0.5896(3) 0.2235(2) 0.0402(6) Uani d . . . 1 . .
H H10 0.282406 0.579362 0.177502 0.048000 Uiso calc U . R 1 . .
C C11 0.2022(3) 0.4813(3) 0.2982(2) 0.0439(7) Uani d . . . 1 . .
H H11 0.265519 0.396646 0.304965 0.053000 Uiso calc U . R 1 . .
C C12 0.0979(3) 0.4921(3) 0.3669(2) 0.0408(6) Uani d . . . 1 . .
H H12 0.090756 0.414723 0.418718 0.049000 Uiso calc U . R 1 . .
C C13 0.0077(3) 0.6136(3) 0.35863(19) 0.0348(6) Uani d . . . 1 . .
H H13 -0.062648 0.619397 0.404460 0.042000 Uiso calc U . R 1 . .
C C14 0.0168(2) 0.7325(3) 0.28239(18) 0.0312(5) Uani d . . . 1 . .
C C15 0.2336(3) 0.8195(3) 0.0557(2) 0.0403(6) Uani d . . . 1 . .
H H15A 0.248349 0.731558 0.047944 0.048000 Uiso calc U . R 1 . .
H H15B 0.201463 0.890879 -0.003957 0.048000 Uiso calc U . R 1 . .
C C16 0.3856(3) 0.8625(3) 0.13908(19) 0.0360(6) Uani d . . . 1 . .
H H16 0.330219 0.886682 0.189203 0.043000 Uiso calc U . R 1 . .
C C17 0.5136(3) 0.8552(3) 0.11965(18) 0.0331(6) Uani d . . . 1 . .
C C18 0.5986(3) 0.8803(3) 0.17091(19) 0.0353(6) Uani d . . . 1 . .
H H18A 0.672481 0.900799 0.127758 0.042000 Uiso calc U . R 1 . .
H H18B 0.550677 0.959888 0.190462 0.042000 Uiso calc U . R 1 . .
C C19 0.7400(2) 0.6554(3) 0.24146(18) 0.0297(5) Uani d . . . 1 . .
C C20 0.8373(3) 0.6574(3) 0.16952(19) 0.0356(6) Uani d . . . 1 . .
H H20 0.838784 0.739442 0.120634 0.043000 Uiso calc U . R 1 . .
C C21 0.9320(3) 0.5385(3) 0.17001(19) 0.0382(6) Uani d . . . 1 . .
H H21 0.998436 0.540313 0.120884 0.046000 Uiso calc U . R 1 . .
C C22 0.9329(3) 0.4173(3) 0.23975(19) 0.0342(6) Uani d . . . 1 . .
H H22 0.999646 0.337179 0.239239 0.041000 Uiso calc U . R 1 . .
C C23 0.8348(2) 0.4144(2) 0.31041(17) 0.0284(5) Uani d . . . 1 . .
C C24 0.7380(2) 0.5329(2) 0.31086(17) 0.0270(5) Uani d . . . 1 . .
C C25 0.9177(3) 0.1760(3) 0.39280(19) 0.0341(6) Uani d . . . 1 . .
H H25A 0.955175 0.170280 0.329786 0.041000 Uiso calc U . R 1 . .
H H25B 0.879029 0.102023 0.424300 0.041000 Uiso calc U . R 1 . .
C C26 1.0216(2) 0.1589(2) 0.45005(18) 0.0304(5) Uani d . . . 1 . .
C C27 1.0111(2) 0.1643(3) 0.53966(18) 0.0301(5) Uani d . . . 1 . .
H H27 0.934800 0.183191 0.578678 0.036000 Uiso calc U . R 1 . .
C C28 1.1797(2) 0.1305(3) 0.64727(17) 0.0305(5) Uani d . . . 1 . .
H H28A 1.216432 0.205096 0.632678 0.037000 Uiso calc U . R 1 . .
H H28B 1.248567 0.044608 0.670468 0.037000 Uiso calc U . R 1 . .
C C29 0.5484(2) 0.4576(2) 0.39694(17) 0.0271(5) Uani d . . . 1 . .
C C30 0.4782(2) 0.4629(2) 0.48021(17) 0.0277(5) Uani d . . . 1 . .
C C31 0.6275(2) 0.5775(2) 0.45856(17) 0.0269(5) Uani d . . . 1 . .
C C32 0.5408(2) 0.3913(3) 0.33187(18) 0.0293(5) Uani d . . . 1 . .
C C33 0.5148(2) 0.2683(3) 0.3695(2) 0.0344(6) Uani d . . . 1 . .
H H33 0.502318 0.229170 0.435998 0.041000 Uiso calc U . R 1 . .
C C34 0.5072(3) 0.2028(3) 0.3100(2) 0.0416(7) Uani d . . . 1 . .
H H34 0.490017 0.118755 0.335923 0.050000 Uiso calc U . R 1 . .
C C35 0.5247(3) 0.2598(3) 0.2127(2) 0.0437(7) Uani d . . . 1 . .
H H35 0.521155 0.213987 0.172179 0.052000 Uiso calc U . R 1 . .
C C36 0.5473(3) 0.3829(3) 0.1747(2) 0.0403(7) Uani d . . . 1 . .
H H36 0.556689 0.422784 0.107964 0.048000 Uiso calc U . R 1 . .
C C37 0.5565(2) 0.4491(3) 0.23340(18) 0.0331(6) Uani d . . . 1 . .
H H37 0.573374 0.533298 0.206864 0.040000 Uiso calc U . R 1 . .
C C38 0.7440(4) 0.7633(5) 0.8582(3) 0.0728(11) Uani d . . . 1 . .
H H38A 0.737596 0.765204 0.794354 0.109000 Uiso calc U . R 1 . .
H H38B 0.821885 0.784645 0.859862 0.109000 Uiso calc U . R 1 . .
H H38C 0.668604 0.829968 0.875121 0.109000 Uiso calc U . R 1 . .
C C39 0.7496(4) 0.6369(6) 0.9219(3) 0.0893(17) Uani d . . . 1 . .
C C40 0.6660(4) 0.1730(4) 0.6163(2) 0.0640(10) Uani d . . . 1 . .
H H40A 0.637920 0.251874 0.637094 0.096000 Uiso calc U . R 1 . .
H H40B 0.591487 0.145364 0.616029 0.096000 Uiso calc U . R 1 . .
H H40C 0.707562 0.195633 0.552410 0.096000 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C19 . 1.376(3) ?
O1 C18 . 1.441(3) ?
O2 C23 . 1.361(3) ?
O2 C25 . 1.433(3) ?
O3 C31 . 1.214(3) ?
O4 C40 . 1.412(4) ?
O4 H4A . 0.840000 ?
N1 C16 . 1.334(4) ?
N1 N2 . 1.337(3) ?
N1 C15 . 1.474(4) ?
N2 N3 . 1.321(4) ?
N3 C17 . 1.347(4) ?
N4 N5 . 1.326(3) ?
N4 C26 . 1.348(4) ?
N5 N6 . 1.344(3) ?
N6 C27 . 1.340(3) ?
N6 C28 . 1.483(3) ?
N7 C29 . 1.400(3) ?
N7 C24 . 1.423(3) ?
N7 C31 . 1.429(3) ?
N8 C39 . 1.138(7) ?
C1 C2 . 1.403(4) ?
C1 C14 . 1.410(4) ?
C1 C28 2_666 1.513(3) ?
C2 C3 . 1.433(4) ?
C2 C7 . 1.447(4) ?
C3 C4 . 1.357(4) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.410(4) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.359(5) ?
C5 H5 . 0.950000 ?
C6 C7 . 1.421(4) ?
C6 H6 . 0.950000 ?
C7 C8 . 1.408(4) ?
C8 C9 . 1.397(4) ?
C8 C15 . 1.519(4) ?
C9 C14 . 1.437(4) ?
C9 C10 . 1.439(4) ?
C10 C11 . 1.348(5) ?
C10 H10 . 0.950000 ?
C11 C12 . 1.417(4) ?
C11 H11 . 0.950000 ?
C12 C13 . 1.363(4) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.430(4) ?
C13 H13 . 0.950000 ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C16 C17 . 1.378(4) ?
C16 H16 . 0.950000 ?
C17 C18 . 1.482(4) ?
C18 H18A . 0.990000 ?
C18 H18B . 0.990000 ?
C19 C20 . 1.392(4) ?
C19 C24 . 1.396(3) ?
C20 C21 . 1.385(4) ?
C20 H20 . 0.950000 ?
C21 C22 . 1.381(4) ?
C21 H21 . 0.950000 ?
C22 C23 . 1.385(4) ?
C22 H22 . 0.950000 ?
C23 C24 . 1.395(4) ?
C25 C26 . 1.490(4) ?
C25 H25A . 0.990000 ?
C25 H25B . 0.990000 ?
C26 C27 . 1.371(4) ?
C27 H27 . 0.950000 ?
C28 H28A . 0.990000 ?
C28 H28B . 0.990000 ?
C29 C30 . 1.373(3) ?
C29 C32 . 1.469(3) ?
C30 C30 2_666 1.429(5) ?
C30 C31 2_666 1.452(3) ?
C32 C33 . 1.394(4) ?
C32 C37 . 1.403(4) ?
C33 C34 . 1.389(4) ?
C33 H33 . 0.950000 ?
C34 C35 . 1.388(5) ?
C34 H34 . 0.950000 ?
C35 C36 . 1.378(5) ?
C35 H35 . 0.950000 ?
C36 C37 . 1.392(4) ?
C36 H36 . 0.950000 ?
C37 H37 . 0.950000 ?
C38 C39 . 1.381(7) ?
C38 H38A . 0.980000 ?
C38 H38B . 0.980000 ?
C38 H38C . 0.980000 ?
C40 H40A . 0.980000 ?
C40 H40B . 0.980000 ?
C40 H40C . 0.980000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C19 O1 C18 . . 118.9(2) ?
C23 O2 C25 . . 119.6(2) ?
C40 O4 H4A . . 109.500000 ?
C16 N1 N2 . . 110.9(2) ?
C16 N1 C15 . . 130.3(2) ?
N2 N1 C15 . . 118.8(2) ?
N3 N2 N1 . . 107.1(2) ?
N2 N3 C17 . . 109.1(2) ?
N5 N4 C26 . . 109.3(2) ?
N4 N5 N6 . . 106.4(2) ?
C27 N6 N5 . . 111.1(2) ?
C27 N6 C28 . . 129.3(2) ?
N5 N6 C28 . . 119.6(2) ?
C29 N7 C24 . . 125.0(2) ?
C29 N7 C31 . . 111.98(19) ?
C24 N7 C31 . . 122.02(19) ?
C2 C1 C14 . . 120.3(2) ?
C2 C1 C28 . 2_666 120.9(2) ?
C14 C1 C28 . 2_666 118.8(2) ?
C1 C2 C3 . . 122.6(2) ?
C1 C2 C7 . . 119.5(2) ?
C3 C2 C7 . . 117.9(2) ?
C4 C3 C2 . . 121.9(2) ?
C4 C3 H3 . . 119.000000 ?
C2 C3 H3 . . 119.000000 ?
C3 C4 C5 . . 119.8(3) ?
C3 C4 H4 . . 120.100000 ?
C5 C4 H4 . . 120.100000 ?
C6 C5 C4 . . 120.8(3) ?
C6 C5 H5 . . 119.600000 ?
C4 C5 H5 . . 119.600000 ?
C5 C6 C7 . . 121.8(3) ?
C5 C6 H6 . . 119.100000 ?
C7 C6 H6 . . 119.100000 ?
C8 C7 C6 . . 122.3(2) ?
C8 C7 C2 . . 119.9(2) ?
C6 C7 C2 . . 117.7(2) ?
C9 C8 C7 . . 120.3(2) ?
C9 C8 C15 . . 119.8(2) ?
C7 C8 C15 . . 119.8(2) ?
C8 C9 C14 . . 119.9(2) ?
C8 C9 C10 . . 122.3(3) ?
C14 C9 C10 . . 117.8(3) ?
C11 C10 C9 . . 121.5(3) ?
C11 C10 H10 . . 119.200000 ?
C9 C10 H10 . . 119.200000 ?
C10 C11 C12 . . 120.8(3) ?
C10 C11 H11 . . 119.600000 ?
C12 C11 H11 . . 119.600000 ?
C13 C12 C11 . . 120.0(3) ?
C13 C12 H12 . . 120.000000 ?
C11 C12 H12 . . 120.000000 ?
C12 C13 C14 . . 121.4(3) ?
C12 C13 H13 . . 119.300000 ?
C14 C13 H13 . . 119.300000 ?
C1 C14 C13 . . 121.6(2) ?
C1 C14 C9 . . 120.0(2) ?
C13 C14 C9 . . 118.4(2) ?
N1 C15 C8 . . 112.6(2) ?
N1 C15 H15A . . 109.100000 ?
C8 C15 H15A . . 109.100000 ?
N1 C15 H15B . . 109.100000 ?
C8 C15 H15B . . 109.100000 ?
H15A C15 H15B . . 107.800000 ?
N1 C16 C17 . . 105.2(2) ?
N1 C16 H16 . . 127.400000 ?
C17 C16 H16 . . 127.400000 ?
N3 C17 C16 . . 107.8(3) ?
N3 C17 C18 . . 122.8(2) ?
C16 C17 C18 . . 129.4(2) ?
O1 C18 C17 . . 112.1(2) ?
O1 C18 H18A . . 109.200000 ?
C17 C18 H18A . . 109.200000 ?
O1 C18 H18B . . 109.200000 ?
C17 C18 H18B . . 109.200000 ?
H18A C18 H18B . . 107.900000 ?
O1 C19 C20 . . 125.4(2) ?
O1 C19 C24 . . 115.4(2) ?
C20 C19 C24 . . 119.2(2) ?
C21 C20 C19 . . 119.2(2) ?
C21 C20 H20 . . 120.400000 ?
C19 C20 H20 . . 120.400000 ?
C22 C21 C20 . . 122.0(2) ?
C22 C21 H21 . . 119.000000 ?
C20 C21 H21 . . 119.000000 ?
C21 C22 C23 . . 118.9(2) ?
C21 C22 H22 . . 120.600000 ?
C23 C22 H22 . . 120.600000 ?
O2 C23 C22 . . 125.7(2) ?
O2 C23 C24 . . 114.3(2) ?
C22 C23 C24 . . 120.0(2) ?
C23 C24 C19 . . 120.6(2) ?
C23 C24 N7 . . 119.8(2) ?
C19 C24 N7 . . 119.6(2) ?
O2 C25 C26 . . 111.8(2) ?
O2 C25 H25A . . 109.300000 ?
C26 C25 H25A . . 109.300000 ?
O2 C25 H25B . . 109.300000 ?
C26 C25 H25B . . 109.300000 ?
H25A C25 H25B . . 107.900000 ?
N4 C26 C27 . . 108.2(2) ?
N4 C26 C25 . . 123.4(2) ?
C27 C26 C25 . . 128.4(2) ?
N6 C27 C26 . . 105.0(2) ?
N6 C27 H27 . . 127.500000 ?
C26 C27 H27 . . 127.500000 ?
N6 C28 C1 . 2_666 110.5(2) ?
N6 C28 H28A . . 109.600000 ?
C1 C28 H28A 2_666 . 109.600000 ?
N6 C28 H28B . . 109.600000 ?
C1 C28 H28B 2_666 . 109.600000 ?
H28A C28 H28B . . 108.100000 ?
C30 C29 N7 . . 107.0(2) ?
C30 C29 C32 . . 129.6(2) ?
N7 C29 C32 . . 123.4(2) ?
C29 C30 C30 . 2_666 109.4(3) ?
C29 C30 C31 . 2_666 142.2(2) ?
C30 C30 C31 2_666 2_666 108.4(3) ?
O3 C31 N7 . . 123.9(2) ?
O3 C31 C30 . 2_666 132.9(2) ?
N7 C31 C30 . 2_666 103.1(2) ?
C33 C32 C37 . . 119.2(2) ?
C33 C32 C29 . . 118.8(2) ?
C37 C32 C29 . . 122.0(2) ?
C34 C33 C32 . . 120.2(3) ?
C34 C33 H33 . . 119.900000 ?
C32 C33 H33 . . 119.900000 ?
C35 C34 C33 . . 120.1(3) ?
C35 C34 H34 . . 119.900000 ?
C33 C34 H34 . . 119.900000 ?
C36 C35 C34 . . 120.1(3) ?
C36 C35 H35 . . 120.000000 ?
C34 C35 H35 . . 120.000000 ?
C35 C36 C37 . . 120.4(3) ?
C35 C36 H36 . . 119.800000 ?
C37 C36 H36 . . 119.800000 ?
C36 C37 C32 . . 119.8(3) ?
C36 C37 H37 . . 120.100000 ?
C32 C37 H37 . . 120.100000 ?
C39 C38 H38A . . 109.500000 ?
C39 C38 H38B . . 109.500000 ?
H38A C38 H38B . . 109.500000 ?
C39 C38 H38C . . 109.500000 ?
H38A C38 H38C . . 109.500000 ?
H38B C38 H38C . . 109.500000 ?
N8 C39 C38 . . 172.4(6) ?
O4 C40 H40A . . 109.500000 ?
O4 C40 H40B . . 109.500000 ?
H40A C40 H40B . . 109.500000 ?
O4 C40 H40C . . 109.500000 ?
H40A C40 H40C . . 109.500000 ?
H40B C40 H40C . . 109.500000 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O4 H4A N4 2_756 0.84 2.09 2.908(4) 164.6 ?
C16 H16 O4 2_666 0.95 2.22 3.152(4) 165.8 ?
C25 H25B N6 2_756 0.99 2.65 3.535(3) 149.0 ?
C28 H28A O3 2_766 0.99 2.23 3.150(3) 153.8 ?
C38 H38C N3 1_556 0.98 2.60 3.298(5) 128.1 ?



