# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_LIG_a_pl_pl
_database_code_depnum_ccdc_archive 'CCDC 2178275'
_audit_update_record             
;
2022-06-10 deposited with the CCDC.	2023-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 N2 O4'
_chemical_formula_weight         350.36

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+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   11.7509(4)
_cell_length_b                   9.3631(3)
_cell_length_c                   30.1678(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3319.21(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9704
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      71.18

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   0.714
_exptl_transmission_factor_max   0.873
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.813
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            96442
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.929
_diffrn_reflns_theta_max         73.202
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6441
_reflns_number_gt                6304
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.964
_reflns_Friedel_fraction_max     0.970
_reflns_Friedel_fraction_full    0.986

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0710P)²+2.3012P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.4(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6441
_refine_ls_number_parameters     474
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1343
_refine_ls_wR_factor_gt          0.1333
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.006
_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 0.6097(2) 1.0106(3) 0.51226(10) 0.0268(7) Uani 1 1 d . . . . .
O2 O 0.2620(3) 1.1018(3) 0.58612(9) 0.0239(6) Uani 1 1 d . . . . .
O3 O -0.0596(3) 0.7508(3) 0.68864(12) 0.0255(7) Uani 1 1 d . . . . .
H3 H -0.002479 0.761129 0.672252 0.038 Uiso 1 1 d R U . . .
O8 O 0.4071(2) 0.6282(3) 0.58037(10) 0.0235(6) Uani 1 1 d . . . . .
H8 H 0.348855 0.613991 0.595908 0.035 Uiso 1 1 d R U . . .
N1 N 0.1171(3) 0.6716(4) 0.64586(11) 0.0213(7) Uani 1 1 d . . . . .
N2 N 0.2162(3) 0.6895(4) 0.62070(11) 0.0207(7) Uani 1 1 d . . . . .
C22 C 0.0865(3) 0.5395(4) 0.65065(13) 0.0186(7) Uani 1 1 d . . . . .
H22 H 0.133088 0.465628 0.638999 0.022 Uiso 1 1 calc R U . . .
C23 C -0.0183(3) 0.5031(4) 0.67360(12) 0.0185(8) Uani 1 1 d . . . . .
C24 C -0.0875(3) 0.6116(4) 0.69066(12) 0.0187(8) Uani 1 1 d . . . . .
C25 C -0.1928(4) 0.5809(5) 0.71116(13) 0.0235(8) Uani 1 1 d . . . . .
H25 H -0.238603 0.656078 0.722507 0.028 Uiso 1 1 calc R U . . .
C26 C -0.2285(3) 0.4421(4) 0.71456(13) 0.0205(8) Uani 1 1 d . . . . .
H26 H -0.300363 0.422387 0.727638 0.025 Uiso 1 1 calc R U . . .
C27 C -0.1611(3) 0.3277(4) 0.69911(13) 0.0199(8) Uani 1 1 d . . . . .
C28 C -0.1977(4) 0.1855(5) 0.70458(13) 0.0233(9) Uani 1 1 d . . . . .
H28 H -0.269215 0.167617 0.718168 0.028 Uiso 1 1 calc R U . . .
C29 C -0.1328(4) 0.0723(4) 0.69081(15) 0.0259(9) Uani 1 1 d . . . . .
H29 H -0.158458 -0.022989 0.694856 0.031 Uiso 1 1 calc R U . . .
C30 C -0.0267(4) 0.1004(5) 0.67042(16) 0.0304(10) Uani 1 1 d . . . . .
H30 H 0.019323 0.022875 0.660897 0.036 Uiso 1 1 calc R U . . .
C31 C 0.0110(4) 0.2380(4) 0.66415(15) 0.0238(9) Uani 1 1 d . . . . .
H31 H 0.082213 0.253719 0.650064 0.029 Uiso 1 1 calc R U . . .
C32 C -0.0546(3) 0.3570(4) 0.67836(12) 0.0171(7) Uani 1 1 d . . . . .
C33 C 0.2327(3) 0.8225(4) 0.60954(13) 0.0192(8) Uani 1 1 d . . . . .
H33 H 0.179148 0.892620 0.618603 0.023 Uiso 1 1 calc R U . . .
C34 C 0.3302(3) 0.8658(4) 0.58383(13) 0.0203(8) Uani 1 1 d . . . . .
C35 C 0.4141(3) 0.7680(4) 0.56988(14) 0.0197(8) Uani 1 1 d . . . . .
C36 C 0.5080(3) 0.8106(4) 0.54483(12) 0.0211(8) Uani 1 1 d . . . . .
H36 H 0.562195 0.742758 0.534664 0.025 Uiso 1 1 calc R U . . .
C37 C 0.5202(4) 0.9548(4) 0.53517(13) 0.0220(8) Uani 1 1 d . . . . .
C38 C 0.4409(4) 1.0558(4) 0.54917(13) 0.0218(8) Uani 1 1 d . . . . .
H38 H 0.452179 1.154125 0.542802 0.026 Uiso 1 1 calc R U . . .
C39 C 0.3460(3) 1.0120(4) 0.57231(12) 0.0188(7) Uani 1 1 d . . . . .
C40 C 0.2769(4) 1.2504(4) 0.57737(17) 0.0287(10) Uani 1 1 d . . . . .
H40A H 0.345514 1.284574 0.592517 0.043 Uiso 1 1 calc R U . . .
H40B H 0.210591 1.303263 0.588225 0.043 Uiso 1 1 calc R U . . .
H40C H 0.284972 1.265331 0.545376 0.043 Uiso 1 1 calc R U . . .
C41 C 0.6920(4) 0.9131(4) 0.49484(15) 0.0272(9) Uani 1 1 d . . . . .
H41A H 0.728825 0.862006 0.519298 0.041 Uiso 1 1 calc R U . . .
H41B H 0.749451 0.966030 0.477980 0.041 Uiso 1 1 calc R U . . .
H41C H 0.654101 0.844300 0.475290 0.041 Uiso 1 1 calc R U . . .
O4 O 0.5254(2) 1.1059(3) 0.91603(9) 0.0226(6) Uani 1 1 d . . . . .
O5 O 0.2098(3) 0.7555(3) 0.80786(11) 0.0226(6) Uani 1 1 d . . . . .
H5 H 0.275938 0.762262 0.818195 0.034 Uiso 1 1 d R U . . .
O6 O 0.6682(2) 0.6305(3) 0.92018(10) 0.0255(6) Uani 1 1 d . . . . .
H6 H 0.606010 0.615585 0.907232 0.038 Uiso 1 1 d R U . . .
O7 O 0.8729(3) 1.0101(3) 0.98936(10) 0.0274(7) Uani 1 1 d . . . . .
N3 N 0.4789(3) 0.6965(4) 0.87946(11) 0.0200(7) Uani 1 1 d . . . . .
N4 N 0.3818(3) 0.6772(4) 0.85352(11) 0.0213(7) Uani 1 1 d . . . . .
C1 C 0.3489(3) 0.5462(4) 0.84953(12) 0.0199(8) Uani 1 1 d . . . . .
H1 H 0.393014 0.472007 0.862438 0.024 Uiso 1 1 calc R U . . .
C2 C 0.2455(3) 0.5105(4) 0.82562(12) 0.0172(7) Uani 1 1 d . . . . .
C3 C 0.2065(3) 0.3640(4) 0.82310(12) 0.0177(8) Uani 1 1 d . . . . .
C4 C 0.2698(4) 0.2453(4) 0.83889(15) 0.0210(9) Uani 1 1 d . . . . .
H4 H 0.342040 0.260498 0.852246 0.025 Uiso 1 1 calc R U . . .
C5 C 0.2281(4) 0.1080(4) 0.83513(15) 0.0240(9) Uani 1 1 d . . . . .
H5A H 0.272093 0.030157 0.845816 0.029 Uiso 1 1 calc R U . . .
C6 C 0.1216(4) 0.0817(5) 0.81577(14) 0.0259(9) Uani 1 1 d . . . . .
H6A H 0.093392 -0.013116 0.813656 0.031 Uiso 1 1 calc R U . . .
C7 C 0.0583(4) 0.1942(5) 0.79986(14) 0.0217(8) Uani 1 1 d . . . . .
H7 H -0.013641 0.176221 0.786594 0.026 Uiso 1 1 calc R U . . .
C8 C 0.0985(3) 0.3356(4) 0.80296(13) 0.0188(8) Uani 1 1 d . . . . .
C9 C 0.0341(4) 0.4510(4) 0.78563(13) 0.0224(8) Uani 1 1 d . . . . .
H9 H -0.038002 0.432454 0.772583 0.027 Uiso 1 1 calc R U . . .
C10 C 0.0733(4) 0.5875(4) 0.78730(13) 0.0220(8) Uani 1 1 d . . . . .
H10 H 0.029012 0.662696 0.775057 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1785(3) 0.6179(4) 0.80695(13) 0.0211(8) Uani 1 1 d . . . . .
C12 C 0.4969(3) 0.8272(4) 0.89051(13) 0.0197(8) Uani 1 1 d . . . . .
H12 H 0.444977 0.898680 0.880959 0.024 Uiso 1 1 calc R U . . .
C13 C 0.5936(3) 0.8684(4) 0.91696(13) 0.0182(8) Uani 1 1 d . . . . .
C14 C 0.6760(4) 0.7703(4) 0.93120(13) 0.0181(8) Uani 1 1 d . . . . .
C15 C 0.7705(3) 0.8110(4) 0.95600(13) 0.0215(8) Uani 1 1 d . . . . .
H15 H 0.824568 0.742343 0.965740 0.026 Uiso 1 1 calc R U . . .
C16 C 0.7834(3) 0.9543(4) 0.96607(13) 0.0211(8) Uani 1 1 d . . . . .
C17 C 0.7036(4) 1.0571(4) 0.95279(13) 0.0231(8) Uani 1 1 d . . . . .
H17 H 0.714203 1.154915 0.960001 0.028 Uiso 1 1 calc R U . . .
C18 C 0.6092(3) 1.0135(4) 0.92902(12) 0.0192(8) Uani 1 1 d . . . . .
C19 C 0.9550(4) 0.9108(5) 1.00638(15) 0.0287(9) Uani 1 1 d . . . . .
H19A H 0.990274 0.859072 0.981713 0.043 Uiso 1 1 calc R U . . .
H19B H 0.917061 0.842775 1.026156 0.043 Uiso 1 1 calc R U . . .
H19C H 1.013666 0.962786 1.022882 0.043 Uiso 1 1 calc R U . . .
C20 C 0.5412(4) 1.2536(4) 0.92600(16) 0.0226(9) Uani 1 1 d . . . . .
H20A H 0.605933 1.290619 0.909055 0.034 Uiso 1 1 calc R U . . .
H20B H 0.556074 1.264859 0.957768 0.034 Uiso 1 1 calc R U . . .
H20C H 0.472321 1.306789 0.918014 0.034 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 C37 1.362(5) . ?
O1 C41 1.431(5) . ?
O2 C39 1.362(5) . ?
O2 C40 1.427(5) . ?
O3 C24 1.346(5) . ?
O3 H3 0.8395 . ?
O8 C35 1.350(5) . ?
O8 H8 0.8399 . ?
N1 C22 1.296(5) . ?
N1 N2 1.400(5) . ?
N2 C33 1.304(5) . ?
C22 C23 1.453(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.400(5) . ?
C23 C32 1.440(5) . ?
C24 C25 1.413(6) . ?
C25 C26 1.369(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.412(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.409(6) . ?
C27 C32 1.426(6) . ?
C28 C29 1.370(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.415(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.375(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.421(5) . ?
C31 H31 0.9500 . ?
C33 C34 1.441(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.410(5) . ?
C34 C39 1.425(5) . ?
C35 C36 1.396(6) . ?
C36 C37 1.389(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.393(6) . ?
C38 C39 1.378(5) . ?
C38 H38 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
O4 C18 1.368(5) . ?
O4 C20 1.427(4) . ?
O5 C11 1.341(5) . ?
O5 H5 0.8396 . ?
O6 C14 1.353(5) . ?
O6 H6 0.8404 . ?
O7 C16 1.368(5) . ?
O7 C19 1.435(5) . ?
N3 C12 1.286(5) . ?
N3 N4 1.395(5) . ?
N4 C1 1.292(5) . ?
C1 C2 1.452(6) . ?
C1 H1 0.9500 . ?
C2 C11 1.396(5) . ?
C2 C3 1.448(5) . ?
C3 C4 1.420(5) . ?
C3 C8 1.432(6) . ?
C4 C5 1.380(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.402(6) . ?
C5 H5A 0.9500 . ?
C6 C7 1.376(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.409(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.419(5) . ?
C9 C10 1.359(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(6) . ?
C10 H10 0.9500 . ?
C12 C13 1.441(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.402(6) . ?
C13 C18 1.419(5) . ?
C14 C15 1.392(6) . ?
C15 C16 1.384(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.402(6) . ?
C17 C18 1.383(6) . ?
C17 H17 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
C37 O1 C41 117.6(3) . . ?
C39 O2 C40 117.1(3) . . ?
C24 O3 H3 109.4 . . ?
C35 O8 H8 109.5 . . ?
C22 N1 N2 113.9(3) . . ?
C33 N2 N1 112.2(3) . . ?
N1 C22 C23 120.8(3) . . ?
N1 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C24 C23 C32 118.7(3) . . ?
C24 C23 C22 119.8(3) . . ?
C32 C23 C22 121.5(3) . . ?
O3 C24 C23 123.0(4) . . ?
O3 C24 C25 115.5(3) . . ?
C23 C24 C25 121.5(4) . . ?
C26 C25 C24 119.6(4) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C25 C26 C27 121.6(4) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C28 C27 C26 120.5(4) . . ?
C28 C27 C32 120.1(4) . . ?
C26 C27 C32 119.5(4) . . ?
C29 C28 C27 121.7(4) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 118.6(4) . . ?
C28 C29 H29 120.7 . . ?
C30 C29 H29 120.7 . . ?
C31 C30 C29 121.2(4) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C32 121.2(4) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C31 C32 C27 117.2(4) . . ?
C31 C32 C23 123.6(4) . . ?
C27 C32 C23 119.1(3) . . ?
N2 C33 C34 121.7(4) . . ?
N2 C33 H33 119.1 . . ?
C34 C33 H33 119.1 . . ?
C35 C34 C39 117.3(4) . . ?
C35 C34 C33 122.3(4) . . ?
C39 C34 C33 120.4(4) . . ?
O8 C35 C36 116.9(4) . . ?
O8 C35 C34 121.2(4) . . ?
C36 C35 C34 122.0(4) . . ?
C37 C36 C35 118.2(4) . . ?
C37 C36 H36 120.9 . . ?
C35 C36 H36 120.9 . . ?
O1 C37 C36 124.0(4) . . ?
O1 C37 C38 114.2(3) . . ?
C36 C37 C38 121.8(4) . . ?
C39 C38 C37 119.6(4) . . ?
C39 C38 H38 120.2 . . ?
C37 C38 H38 120.2 . . ?
O2 C39 C38 123.9(3) . . ?
O2 C39 C34 115.0(3) . . ?
C38 C39 C34 121.0(4) . . ?
O2 C40 H40A 109.5 . . ?
O2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O1 C41 H41A 109.5 . . ?
O1 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O1 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C18 O4 C20 117.3(3) . . ?
C11 O5 H5 109.5 . . ?
C14 O6 H6 109.5 . . ?
C16 O7 C19 116.9(3) . . ?
C12 N3 N4 113.8(3) . . ?
C1 N4 N3 114.8(3) . . ?
N4 C1 C2 121.0(4) . . ?
N4 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C11 C2 C3 118.9(4) . . ?
C11 C2 C1 120.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C4 C3 C8 117.5(4) . . ?
C4 C3 C2 124.0(4) . . ?
C8 C3 C2 118.6(3) . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.0(4) . . ?
C4 C5 H5A 119.5 . . ?
C6 C5 H5A 119.5 . . ?
C7 C6 C5 119.6(4) . . ?
C7 C6 H6A 120.2 . . ?
C5 C6 H6A 120.2 . . ?
C6 C7 C8 121.0(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C9 120.8(4) . . ?
C7 C8 C3 120.0(4) . . ?
C9 C8 C3 119.2(4) . . ?
C10 C9 C8 121.4(4) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
O5 C11 C2 121.9(4) . . ?
O5 C11 C10 116.5(4) . . ?
C2 C11 C10 121.5(4) . . ?
N3 C12 C13 121.8(4) . . ?
N3 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C18 117.4(4) . . ?
C14 C13 C12 122.6(4) . . ?
C18 C13 C12 120.0(4) . . ?
O6 C14 C15 116.8(4) . . ?
O6 C14 C13 120.7(4) . . ?
C15 C14 C13 122.4(4) . . ?
C16 C15 C14 118.1(4) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
O7 C16 C15 124.6(4) . . ?
O7 C16 C17 113.5(3) . . ?
C15 C16 C17 121.9(4) . . ?
C18 C17 C16 118.9(4) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
O4 C18 C17 122.6(3) . . ?
O4 C18 C13 116.1(3) . . ?
C17 C18 C13 121.2(4) . . ?
O7 C19 H19A 109.5 . . ?
O7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
C22 N1 N2 C33 168.0(3) . . . . ?
N2 N1 C22 C23 -176.3(3) . . . . ?
N1 C22 C23 C24 0.3(6) . . . . ?
N1 C22 C23 C32 178.7(4) . . . . ?
C32 C23 C24 O3 178.5(4) . . . . ?
C22 C23 C24 O3 -3.0(6) . . . . ?
C32 C23 C24 C25 -1.8(5) . . . . ?
C22 C23 C24 C25 176.7(4) . . . . ?
O3 C24 C25 C26 179.7(4) . . . . ?
C23 C24 C25 C26 0.0(6) . . . . ?
C24 C25 C26 C27 1.7(6) . . . . ?
C25 C26 C27 C28 177.5(4) . . . . ?
C25 C26 C27 C32 -1.7(6) . . . . ?
C26 C27 C28 C29 -178.5(4) . . . . ?
C32 C27 C28 C29 0.7(6) . . . . ?
C27 C28 C29 C30 -0.3(6) . . . . ?
C28 C29 C30 C31 -0.4(7) . . . . ?
C29 C30 C31 C32 0.7(7) . . . . ?
C30 C31 C32 C27 -0.3(6) . . . . ?
C30 C31 C32 C23 178.5(4) . . . . ?
C28 C27 C32 C31 -0.4(5) . . . . ?
C26 C27 C32 C31 178.8(4) . . . . ?
C28 C27 C32 C23 -179.3(3) . . . . ?
C26 C27 C32 C23 -0.1(5) . . . . ?
C24 C23 C32 C31 -177.1(4) . . . . ?
C22 C23 C32 C31 4.5(6) . . . . ?
C24 C23 C32 C27 1.7(5) . . . . ?
C22 C23 C32 C27 -176.7(3) . . . . ?
N1 N2 C33 C34 179.5(3) . . . . ?
N2 C33 C34 C35 -1.1(6) . . . . ?
N2 C33 C34 C39 -179.8(4) . . . . ?
C39 C34 C35 O8 178.3(3) . . . . ?
C33 C34 C35 O8 -0.4(6) . . . . ?
C39 C34 C35 C36 -1.5(6) . . . . ?
C33 C34 C35 C36 179.8(4) . . . . ?
O8 C35 C36 C37 -177.2(4) . . . . ?
C34 C35 C36 C37 2.6(6) . . . . ?
C41 O1 C37 C36 4.1(6) . . . . ?
C41 O1 C37 C38 -177.0(4) . . . . ?
C35 C36 C37 O1 177.9(4) . . . . ?
C35 C36 C37 C38 -1.0(6) . . . . ?
O1 C37 C38 C39 179.4(3) . . . . ?
C36 C37 C38 C39 -1.6(6) . . . . ?
C40 O2 C39 C38 -2.7(6) . . . . ?
C40 O2 C39 C34 176.9(4) . . . . ?
C37 C38 C39 O2 -177.8(4) . . . . ?
C37 C38 C39 C34 2.7(6) . . . . ?
C35 C34 C39 O2 179.3(3) . . . . ?
C33 C34 C39 O2 -2.0(5) . . . . ?
C35 C34 C39 C38 -1.2(5) . . . . ?
C33 C34 C39 C38 177.6(4) . . . . ?
C12 N3 N4 C1 -166.6(3) . . . . ?
N3 N4 C1 C2 176.5(3) . . . . ?
N4 C1 C2 C11 -1.0(6) . . . . ?
N4 C1 C2 C3 -177.1(4) . . . . ?
C11 C2 C3 C4 176.8(4) . . . . ?
C1 C2 C3 C4 -7.0(6) . . . . ?
C11 C2 C3 C8 -2.3(5) . . . . ?
C1 C2 C3 C8 173.9(3) . . . . ?
C8 C3 C4 C5 -0.4(6) . . . . ?
C2 C3 C4 C5 -179.5(4) . . . . ?
C3 C4 C5 C6 -0.3(7) . . . . ?
C4 C5 C6 C7 0.7(6) . . . . ?
C5 C6 C7 C8 -0.4(6) . . . . ?
C6 C7 C8 C9 178.6(4) . . . . ?
C6 C7 C8 C3 -0.3(6) . . . . ?
C4 C3 C8 C7 0.7(5) . . . . ?
C2 C3 C8 C7 179.8(3) . . . . ?
C4 C3 C8 C9 -178.2(4) . . . . ?
C2 C3 C8 C9 0.9(5) . . . . ?
C7 C8 C9 C10 -178.2(4) . . . . ?
C3 C8 C9 C10 0.8(6) . . . . ?
C8 C9 C10 C11 -1.0(6) . . . . ?
C3 C2 C11 O5 -179.6(4) . . . . ?
C1 C2 C11 O5 4.2(6) . . . . ?
C3 C2 C11 C10 2.2(6) . . . . ?
C1 C2 C11 C10 -174.1(4) . . . . ?
C9 C10 C11 O5 -178.9(4) . . . . ?
C9 C10 C11 C2 -0.5(6) . . . . ?
N4 N3 C12 C13 -179.5(3) . . . . ?
N3 C12 C13 C14 2.1(6) . . . . ?
N3 C12 C13 C18 -178.9(4) . . . . ?
C18 C13 C14 O6 -178.6(3) . . . . ?
C12 C13 C14 O6 0.4(6) . . . . ?
C18 C13 C14 C15 -0.3(6) . . . . ?
C12 C13 C14 C15 178.7(4) . . . . ?
O6 C14 C15 C16 177.2(4) . . . . ?
C13 C14 C15 C16 -1.1(6) . . . . ?
C19 O7 C16 C15 -3.6(6) . . . . ?
C19 O7 C16 C17 176.5(3) . . . . ?
C14 C15 C16 O7 -178.7(4) . . . . ?
C14 C15 C16 C17 1.3(6) . . . . ?
O7 C16 C17 C18 -179.9(3) . . . . ?
C15 C16 C17 C18 0.1(6) . . . . ?
C20 O4 C18 C17 3.1(5) . . . . ?
C20 O4 C18 C13 -177.3(4) . . . . ?
C16 C17 C18 O4 177.8(3) . . . . ?
C16 C17 C18 C13 -1.7(6) . . . . ?
C14 C13 C18 O4 -177.8(3) . . . . ?
C12 C13 C18 O4 3.2(5) . . . . ?
C14 C13 C18 C17 1.8(6) . . . . ?
C12 C13 C18 C17 -177.3(4) . . . . ?

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.060



