# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2328277'
loop_
_audit_author_name
_audit_author_address
'Morgane Sanselme'
;University of Rouen
France
;
_audit_update_record             
;
2024-01-25 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;

_audit_creation_date             2023-10-23T12:21:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         C33H25NO5
_chemical_formula_sum            'C33 H25 N O5'
_chemical_formula_weight         515.54

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1201(2)
_cell_length_b                   11.3054(3)
_cell_length_c                   13.5515(3)
_cell_angle_alpha                70.3700(10)
_cell_angle_beta                 72.4580(10)
_cell_angle_gamma                67.8020(10)
_cell_volume                     1324.77(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      25.64
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_size_max          0.772
_exptl_crystal_size_mid          0.649
_exptl_crystal_size_min          0.245
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_shelx_estimated_absorpt_T_min   0.936
_shelx_estimated_absorpt_T_max   0.979

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_ub_11      0.106296
_diffrn_orient_matrix_ub_12      -0.033119
_diffrn_orient_matrix_ub_13      -0.030529
_diffrn_orient_matrix_ub_21      -0.022243
_diffrn_orient_matrix_ub_22      -0.041058
_diffrn_orient_matrix_ub_23      -0.045445
_diffrn_orient_matrix_ub_31      -0.008435
_diffrn_orient_matrix_ub_32      0.08343
_diffrn_orient_matrix_ub_33      -0.058281
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_number            9145
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.476
_diffrn_reflns_theta_max         32.036
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_reflns_Friedel_coverage         0
_reflns_number_total             9145
_reflns_number_gt                7346
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 software'
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXD-2013/2 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²+0.2299P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.014(3)
_refine_ls_number_reflns         9145
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.052
_refine_ls_wR_factor_ref         0.1512
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.05

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1 C 0.32809(14) 0.49084(14) 0.22604(12) 0.0509(3) Uani 1 1 d . . . . .
H1 H 0.379604 0.533304 0.16385 0.061 Uiso 1 1 calc R U . . .
C2 C 0.27410(17) 0.39523(16) 0.22381(15) 0.0646(4) Uani 1 1 d . . . . .
H2 H 0.290401 0.373814 0.159719 0.078 Uiso 1 1 calc R U . . .
C3 C 0.19735(18) 0.33242(17) 0.31481(17) 0.0717(5) Uani 1 1 d . . . . .
H3 H 0.160474 0.269863 0.31219 0.086 Uiso 1 1 calc R U . . .
C4 C 0.17511(18) 0.36250(16) 0.41028(16) 0.0676(4) Uani 1 1 d . . . . .
H4 H 0.12364 0.319494 0.472158 0.081 Uiso 1 1 calc R U . . .
C5 C 0.22879(15) 0.45629(13) 0.41484(12) 0.0524(3) Uani 1 1 d . . . . .
H5 H 0.214522 0.475276 0.479643 0.063 Uiso 1 1 calc R U . . .
C6 C 0.30421(12) 0.52195(11) 0.32187(10) 0.0405(2) Uani 1 1 d . . . . .
C7 C 0.66786(14) 0.45710(13) 0.30758(11) 0.0495(3) Uani 1 1 d . . . . .
H7 H 0.615242 0.453036 0.37732 0.059 Uiso 1 1 calc R U . . .
C8 C 0.80200(16) 0.36344(14) 0.28782(14) 0.0612(4) Uani 1 1 d . . . . .
H8 H 0.838901 0.296712 0.344243 0.073 Uiso 1 1 calc R U . . .
C9 C 0.88089(15) 0.36903(15) 0.18459(15) 0.0627(4) Uani 1 1 d . . . . .
H9 H 0.971301 0.30664 0.171452 0.075 Uiso 1 1 calc R U . . .
C10 C 0.82561(15) 0.46693(16) 0.10130(13) 0.0589(4) Uani 1 1 d . . . . .
H10 H 0.87851 0.470339 0.031679 0.071 Uiso 1 1 calc R U . . .
C11 C 0.69083(13) 0.56107(13) 0.12054(10) 0.0470(3) Uani 1 1 d . . . . .
H11 H 0.653882 0.626979 0.06375 0.056 Uiso 1 1 calc R U . . .
C12 C 0.61157(11) 0.55688(10) 0.22400(9) 0.0371(2) Uani 1 1 d . . . . .
C13 C 0.80462(13) 0.75540(15) 0.26701(10) 0.0523(3) Uani 1 1 d . . . . .
H13 H 0.759007 0.729453 0.337759 0.063 Uiso 1 1 calc R U . . .
C14 C 0.95425(16) 0.7245(2) 0.24070(15) 0.0845(6) Uani 1 1 d . . . . .
H14 H 1.009252 0.679666 0.293658 0.101 Uiso 1 1 calc R U . . .
C15 C 1.02177(18) 0.7603(3) 0.13556(18) 0.1055(9) Uani 1 1 d . . . . .
H15 H 1.122609 0.740486 0.117717 0.127 Uiso 1 1 calc R U . . .
C16 C 0.94099(18) 0.8254(2) 0.05660(14) 0.0877(7) Uani 1 1 d . . . . .
H16 H 0.987625 0.847114 -0.014448 0.105 Uiso 1 1 calc R U . . .
C17 C 0.79149(15) 0.85831(15) 0.08265(10) 0.0551(3) Uani 1 1 d . . . . .
H17 H 0.737204 0.902911 0.029248 0.066 Uiso 1 1 calc R U . . .
C18 C 0.72139(11) 0.82495(11) 0.18880(8) 0.0368(2) Uani 1 1 d . . . . .
C19 C 0.43150(14) 0.82927(15) 0.50316(10) 0.0514(3) Uani 1 1 d . . . . .
H19 H 0.517861 0.765524 0.483808 0.062 Uiso 1 1 calc R U . . .
C20 C 0.41174(17) 0.87495(17) 0.59137(12) 0.0614(4) Uani 1 1 d . . . . .
H20 H 0.48513 0.842394 0.630311 0.074 Uiso 1 1 calc R U . . .
C21 C 0.28413(19) 0.96804(16) 0.62118(12) 0.0618(4) Uani 1 1 d . . . . .
H21 H 0.270706 0.99785 0.680706 0.074 Uiso 1 1 calc R U . . .
C22 C 0.17641(18) 1.01710(15) 0.56322(12) 0.0621(4) Uani 1 1 d . . . . .
H22 H 0.089943 1.0801 0.583608 0.074 Uiso 1 1 calc R U . . .
C23 C 0.19597(15) 0.97301(13) 0.47409(11) 0.0513(3) Uani 1 1 d . . . . .
H23 H 0.122992 1.007537 0.434568 0.062 Uiso 1 1 calc R U . . .
C24 C 0.32380(12) 0.87776(11) 0.44375(8) 0.0374(2) Uani 1 1 d . . . . .
C25 C 0.26676(11) 0.71483(11) 0.38299(9) 0.0399(2) Uani 1 1 d . . . . .
C26 C 0.33802(11) 0.82456(10) 0.35108(8) 0.0348(2) Uani 1 1 d . . . . .
C27 C 0.49026(10) 0.76296(10) 0.29403(8) 0.03281(19) Uani 1 1 d . . . . .
H27 H 0.549977 0.710267 0.348189 0.039 Uiso 1 1 calc R U . . .
C28 C 0.47174(11) 0.66673(10) 0.24392(8) 0.0346(2) Uani 1 1 d . . . . .
H28 H 0.438348 0.71573 0.1765 0.042 Uiso 1 1 calc R U . . .
C29 C 0.31326(12) 1.01782(11) 0.20271(9) 0.0398(2) Uani 1 1 d . . . . .
C30 C 0.47353(12) 0.98495(10) 0.17897(8) 0.0362(2) Uani 1 1 d . . . . .
C31 C 0.56062(11) 0.86377(10) 0.21752(8) 0.03295(19) Uani 1 1 d . . . . .
C32 C 0.53036(13) 1.09634(11) 0.10767(9) 0.0419(2) Uani 1 1 d . . . . .
C33 C 0.6476(2) 1.2432(2) 0.10447(16) 0.0822(5) Uani 1 1 d . . . . .
H33A H 0.737069 1.209424 0.057759 0.123 Uiso 1 1 calc R U . . .
H33B H 0.667202 1.275413 0.154025 0.123 Uiso 1 1 calc R U . . .
H33C H 0.58178 1.313988 0.062945 0.123 Uiso 1 1 calc R U . . .
N1 N 0.35258(10) 0.62362(9) 0.32529(8) 0.03812(19) Uani 1 1 d . . . . .
O1 O 0.25312(8) 0.92632(8) 0.27439(6) 0.04129(18) Uani 1 1 d . . . . .
O2 O 0.15254(10) 0.71418(10) 0.44592(8) 0.0564(2) Uani 1 1 d . . . . .
O3 O 0.23430(11) 1.12065(10) 0.15952(8) 0.0588(3) Uani 1 1 d . . . . .
O4 O 0.52724(16) 1.14221(11) 0.01458(8) 0.0749(4) Uani 1 1 d . . . . .
O5 O 0.58265(11) 1.13902(10) 0.16271(7) 0.0547(2) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 C6 1.3864(18) . ?
C1 C2 1.395(2) . ?
C1 H1 0.93 . ?
C2 C3 1.371(3) . ?
C2 H2 0.93 . ?
C3 C4 1.379(3) . ?
C3 H3 0.93 . ?
C4 C5 1.387(2) . ?
C4 H4 0.93 . ?
C5 C6 1.3931(18) . ?
C5 H5 0.93 . ?
C6 N1 1.4275(14) . ?
C7 C8 1.3860(18) . ?
C7 C12 1.3874(17) . ?
C7 H7 0.93 . ?
C8 C9 1.380(2) . ?
C8 H8 0.93 . ?
C9 C10 1.373(2) . ?
C9 H9 0.93 . ?
C10 C11 1.3915(18) . ?
C10 H10 0.93 . ?
C11 C12 1.3848(16) . ?
C11 H11 0.93 . ?
C12 C28 1.5115(14) . ?
C13 C14 1.3787(19) . ?
C13 C18 1.3888(16) . ?
C13 H13 0.93 . ?
C14 C15 1.377(3) . ?
C14 H14 0.93 . ?
C15 C16 1.378(3) . ?
C15 H15 0.93 . ?
C16 C17 1.376(2) . ?
C16 H16 0.93 . ?
C17 C18 1.3919(16) . ?
C17 H17 0.93 . ?
C18 C31 1.4781(14) . ?
C19 C24 1.3847(17) . ?
C19 C20 1.3885(18) . ?
C19 H19 0.93 . ?
C20 C21 1.372(2) . ?
C20 H20 0.93 . ?
C21 C22 1.371(2) . ?
C21 H21 0.93 . ?
C22 C23 1.3900(18) . ?
C22 H22 0.93 . ?
C23 C24 1.3880(16) . ?
C23 H23 0.93 . ?
C24 C26 1.5142(14) . ?
C25 O2 1.2130(13) . ?
C25 N1 1.3728(14) . ?
C25 C26 1.5406(15) . ?
C26 O1 1.4594(13) . ?
C26 C27 1.5131(13) . ?
C27 C31 1.5018(14) . ?
C27 C28 1.5514(14) . ?
C27 H27 0.98 . ?
C28 N1 1.4796(13) . ?
C28 H28 0.98 . ?
C29 O3 1.2064(14) . ?
C29 O1 1.3521(15) . ?
C29 C30 1.4774(15) . ?
C30 C31 1.3456(14) . ?
C30 C32 1.4983(16) . ?
C32 O4 1.1972(14) . ?
C32 O5 1.3199(15) . ?
C33 O5 1.4460(18) . ?
C33 H33A 0.96 . ?
C33 H33B 0.96 . ?
C33 H33C 0.96 . ?

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
C6 C1 C2 119.35(14) . . ?
C6 C1 H1 120.3 . . ?
C2 C1 H1 120.3 . . ?
C3 C2 C1 120.89(15) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.64(14) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.59(15) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.68(14) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 119.82(11) . . ?
C1 C6 N1 120.40(11) . . ?
C5 C6 N1 119.76(11) . . ?
C8 C7 C12 120.44(13) . . ?
C8 C7 H7 119.8 . . ?
C12 C7 H7 119.8 . . ?
C9 C8 C7 120.12(14) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 119.85(12) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.33(13) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 120.18(13) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C7 119.08(11) . . ?
C11 C12 C28 119.20(10) . . ?
C7 C12 C28 121.56(10) . . ?
C14 C13 C18 120.59(12) . . ?
C14 C13 H13 119.7 . . ?
C18 C13 H13 119.7 . . ?
C13 C14 C15 119.60(15) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 120.46(15) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 120.14(15) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.09(14) . . ?
C16 C17 H17 120 . . ?
C18 C17 H17 120 . . ?
C13 C18 C17 119.05(11) . . ?
C13 C18 C31 120.68(10) . . ?
C17 C18 C31 120.26(10) . . ?
C24 C19 C20 120.61(12) . . ?
C24 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.13(13) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.01(12) . . ?
C20 C21 H21 120 . . ?
C22 C21 H21 120 . . ?
C21 C22 C23 120.23(13) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.38(13) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C19 C24 C23 118.64(11) . . ?
C19 C24 C26 122.00(10) . . ?
C23 C24 C26 119.27(10) . . ?
O2 C25 N1 127.47(11) . . ?
O2 C25 C26 124.66(10) . . ?
N1 C25 C26 107.84(9) . . ?
O1 C26 C24 109.90(8) . . ?
O1 C26 C27 110.23(8) . . ?
C24 C26 C27 117.47(8) . . ?
O1 C26 C25 101.64(8) . . ?
C24 C26 C25 113.32(9) . . ?
C27 C26 C25 102.99(8) . . ?
C31 C27 C26 112.79(8) . . ?
C31 C27 C28 115.71(8) . . ?
C26 C27 C28 104.30(8) . . ?
C31 C27 H27 107.9 . . ?
C26 C27 H27 107.9 . . ?
C28 C27 H27 107.9 . . ?
N1 C28 C12 114.89(9) . . ?
N1 C28 C27 100.80(8) . . ?
C12 C28 C27 112.12(8) . . ?
N1 C28 H28 109.6 . . ?
C12 C28 H28 109.6 . . ?
C27 C28 H28 109.6 . . ?
O3 C29 O1 118.71(11) . . ?
O3 C29 C30 123.22(12) . . ?
O1 C29 C30 118.05(9) . . ?
C31 C30 C29 122.22(10) . . ?
C31 C30 C32 123.13(10) . . ?
C29 C30 C32 114.64(9) . . ?
C30 C31 C18 123.53(10) . . ?
C30 C31 C27 118.06(9) . . ?
C18 C31 C27 118.41(9) . . ?
O4 C32 O5 124.38(12) . . ?
O4 C32 C30 125.43(12) . . ?
O5 C32 C30 110.17(9) . . ?
O5 C33 H33A 109.5 . . ?
O5 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O5 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C25 N1 C6 121.75(9) . . ?
C25 N1 C28 112.53(9) . . ?
C6 N1 C28 122.97(9) . . ?
C29 O1 C26 118.11(8) . . ?
C32 O5 C33 117.20(12) . . ?

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
C6 C1 C2 C3 0.3(2) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 0.8(2) . . . . ?
C2 C1 C6 C5 0.96(19) . . . . ?
C2 C1 C6 N1 -177.14(12) . . . . ?
C4 C5 C6 C1 -1.55(19) . . . . ?
C4 C5 C6 N1 176.57(12) . . . . ?
C12 C7 C8 C9 0.2(2) . . . . ?
C7 C8 C9 C10 -0.6(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C11 C12 C7 -0.59(19) . . . . ?
C10 C11 C12 C28 174.78(11) . . . . ?
C8 C7 C12 C11 0.42(19) . . . . ?
C8 C7 C12 C28 -174.84(12) . . . . ?
C18 C13 C14 C15 -1.5(3) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C14 C13 C18 C17 2.7(2) . . . . ?
C14 C13 C18 C31 -177.05(16) . . . . ?
C16 C17 C18 C13 -1.6(2) . . . . ?
C16 C17 C18 C31 178.08(16) . . . . ?
C24 C19 C20 C21 0.6(2) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C20 C21 C22 C23 -0.1(3) . . . . ?
C21 C22 C23 C24 0.8(2) . . . . ?
C20 C19 C24 C23 0.1(2) . . . . ?
C20 C19 C24 C26 -176.38(13) . . . . ?
C22 C23 C24 C19 -0.8(2) . . . . ?
C22 C23 C24 C26 175.74(13) . . . . ?
C19 C24 C26 O1 -152.92(11) . . . . ?
C23 C24 C26 O1 30.61(14) . . . . ?
C19 C24 C26 C27 -25.86(16) . . . . ?
C23 C24 C26 C27 157.67(11) . . . . ?
C19 C24 C26 C25 94.14(13) . . . . ?
C23 C24 C26 C25 -82.33(13) . . . . ?
O2 C25 C26 O1 -78.89(14) . . . . ?
N1 C25 C26 O1 99.10(9) . . . . ?
O2 C25 C26 C24 38.97(16) . . . . ?
N1 C25 C26 C24 -143.04(9) . . . . ?
O2 C25 C26 C27 166.91(12) . . . . ?
N1 C25 C26 C27 -15.10(11) . . . . ?
O1 C26 C27 C31 48.47(11) . . . . ?
C24 C26 C27 C31 -78.43(11) . . . . ?
C25 C26 C27 C31 156.27(8) . . . . ?
O1 C26 C27 C28 -77.88(10) . . . . ?
C24 C26 C27 C28 155.21(9) . . . . ?
C25 C26 C27 C28 29.92(10) . . . . ?
C11 C12 C28 N1 141.05(11) . . . . ?
C7 C12 C28 N1 -43.70(14) . . . . ?
C11 C12 C28 C27 -104.64(12) . . . . ?
C7 C12 C28 C27 70.60(13) . . . . ?
C31 C27 C28 N1 -157.88(8) . . . . ?
C26 C27 C28 N1 -33.38(10) . . . . ?
C31 C27 C28 C12 79.44(11) . . . . ?
C26 C27 C28 C12 -156.06(9) . . . . ?
O3 C29 C30 C31 -171.27(11) . . . . ?
O1 C29 C30 C31 6.95(15) . . . . ?
O3 C29 C30 C32 7.84(16) . . . . ?
O1 C29 C30 C32 -173.94(9) . . . . ?
C29 C30 C31 C18 175.25(9) . . . . ?
C32 C30 C31 C18 -3.79(16) . . . . ?
C29 C30 C31 C27 -4.91(15) . . . . ?
C32 C30 C31 C27 176.05(9) . . . . ?
C13 C18 C31 C30 134.38(13) . . . . ?
C17 C18 C31 C30 -45.33(16) . . . . ?
C13 C18 C31 C27 -45.46(15) . . . . ?
C17 C18 C31 C27 134.84(12) . . . . ?
C26 C27 C31 C30 -23.37(13) . . . . ?
C28 C27 C31 C30 96.60(11) . . . . ?
C26 C27 C31 C18 156.47(9) . . . . ?
C28 C27 C31 C18 -83.55(11) . . . . ?
C31 C30 C32 O4 109.46(15) . . . . ?
C29 C30 C32 O4 -69.64(16) . . . . ?
C31 C30 C32 O5 -71.66(14) . . . . ?
C29 C30 C32 O5 109.24(11) . . . . ?
O2 C25 N1 C6 9.23(19) . . . . ?
C26 C25 N1 C6 -168.69(10) . . . . ?
O2 C25 N1 C28 170.92(12) . . . . ?
C26 C25 N1 C28 -7.00(12) . . . . ?
C1 C6 N1 C25 136.77(12) . . . . ?
C5 C6 N1 C25 -41.34(16) . . . . ?
C1 C6 N1 C28 -23.00(16) . . . . ?
C5 C6 N1 C28 158.89(11) . . . . ?
C12 C28 N1 C25 146.08(10) . . . . ?
C27 C28 N1 C25 25.34(11) . . . . ?
C12 C28 N1 C6 -52.48(13) . . . . ?
C27 C28 N1 C6 -173.22(9) . . . . ?
O3 C29 O1 C26 -159.87(10) . . . . ?
C30 C29 O1 C26 21.83(13) . . . . ?
C24 C26 O1 C29 81.95(11) . . . . ?
C27 C26 O1 C29 -49.06(12) . . . . ?
C25 C26 O1 C29 -157.76(9) . . . . ?
O4 C32 O5 C33 -3.6(2) . . . . ?
C30 C32 O5 C33 177.46(13) . . . . ?

