# Supplementary Information (SI) 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_Me_sphe1_a
_database_code_depnum_ccdc_archive 'CCDC 2377216'
loop_
_audit_author_name
_audit_author_address
'Hyuma Masu'
;Chiba University
Japan
;
_audit_update_record             
;
2024-09-04 deposited with the CCDC.	2024-11-04 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         ?
_chemical_formula_sum            'C36 H30 N6 O6'
_chemical_formula_weight         642.66

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'

_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c :H'
_space_group_name_Hall           'R 3 -2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'

_cell_length_a                   29.5567(6)
_cell_length_b                   29.5567(6)
_cell_length_c                   18.0997(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     13693.5(7)
_cell_formula_units_Z            18
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4874
_cell_measurement_theta_min      2.7530
_cell_measurement_theta_max      18.7500

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             6048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83642
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49036
_diffrn_reflns_av_unetI/netI     0.1239
_diffrn_reflns_av_R_equivalents  0.1068
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.387
_diffrn_reflns_theta_max         29.564
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7759
_reflns_number_gt                3145
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_max     0.877
_reflns_Friedel_fraction_full    0.999

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1248P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1137 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7759
_refine_ls_number_parameters     438
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.2395
_refine_ls_R_factor_gt           0.0931
_refine_ls_wR_factor_ref         0.2615
_refine_ls_wR_factor_gt          0.1965
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.029
_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
O5A O 0.8288(5) 0.5045(5) 0.6609(8) 0.149(5) Uani 0.54(5) 1 d D . P A 1
C33A C 0.7887(4) 0.5030(4) 0.6280(5) 0.083(3) Uani 0.54(5) 1 d D . P A 1
N5A N 0.7422(4) 0.4622(4) 0.6381(4) 0.082(3) Uani 0.54(5) 1 d D . P A 1
C34A C 0.7379(5) 0.4227(5) 0.6783(8) 0.152(6) Uani 0.54(5) 1 d D . P A 1
H34A H 0.701896 0.395879 0.681001 0.228 Uiso 0.54(5) 1 calc R U P A 1
H34B H 0.757867 0.408904 0.655713 0.228 Uiso 0.54(5) 1 calc R U P A 1
H34C H 0.750969 0.434827 0.727171 0.228 Uiso 0.54(5) 1 calc R U P A 1
O6A O 0.6397(6) 0.5978(6) 0.3055(6) 0.159(6) Uani 0.54(5) 1 d D . P A 1
C35A C 0.6544(4) 0.5894(4) 0.3700(5) 0.084(3) Uani 0.54(5) 1 d D . P A 1
N6A N 0.6475(3) 0.6118(4) 0.4281(6) 0.089(3) Uani 0.54(5) 1 d D . P A 1
C36A C 0.6252(6) 0.6400(6) 0.4194(6) 0.150(6) Uani 0.54(5) 1 d D . P A 1
H36A H 0.622793 0.653808 0.466320 0.224 Uiso 0.54(5) 1 calc R U P A 1
H36B H 0.645739 0.668344 0.386172 0.224 Uiso 0.54(5) 1 calc R U P A 1
H36C H 0.590861 0.618770 0.399293 0.224 Uiso 0.54(5) 1 calc R U P A 1
O5B O 0.7379(5) 0.4227(5) 0.6783(8) 0.152(6) Uani 0.46(5) 1 d D . P A 2
C33B C 0.7422(4) 0.4622(4) 0.6381(4) 0.082(3) Uani 0.46(5) 1 d D . P A 2
N5B N 0.7887(4) 0.5030(4) 0.6280(5) 0.083(3) Uani 0.46(5) 1 d D . P A 2
C34B C 0.8288(5) 0.5045(5) 0.6609(8) 0.149(5) Uani 0.46(5) 1 d D . P A 2
H34D H 0.859987 0.536438 0.648351 0.224 Uiso 0.46(5) 1 calc R U P A 2
H34E H 0.823713 0.502899 0.713448 0.224 Uiso 0.46(5) 1 calc R U P A 2
H34F H 0.832184 0.475317 0.645195 0.224 Uiso 0.46(5) 1 calc R U P A 2
O6B O 0.6252(6) 0.6400(6) 0.4194(6) 0.150(6) Uani 0.46(5) 1 d D . P A 2
C35B C 0.6475(3) 0.6118(4) 0.4281(6) 0.089(3) Uani 0.46(5) 1 d D . P A 2
N6B N 0.6544(4) 0.5894(4) 0.3700(5) 0.084(3) Uani 0.46(5) 1 d D . P A 2
C36B C 0.6397(6) 0.5978(6) 0.3055(6) 0.159(6) Uani 0.46(5) 1 d D . P A 2
H36D H 0.646895 0.579316 0.267972 0.239 Uiso 0.46(5) 1 calc R U P A 2
H36E H 0.602888 0.585665 0.306510 0.239 Uiso 0.46(5) 1 calc R U P A 2
H36F H 0.658485 0.634528 0.294828 0.239 Uiso 0.46(5) 1 calc R U P A 2
O1 O 0.5824(3) 0.5442(3) 0.7228(4) 0.097(2) Uani 1 1 d . . . . .
O2 O 0.5694(3) 0.3445(3) 0.4498(4) 0.097(2) Uani 1 1 d . . . . .
O3 O 0.8169(3) 0.5540(3) 0.2768(4) 0.097(2) Uani 1 1 d . . . . .
O4 O 0.8639(3) 0.7210(3) 0.6147(4) 0.0957(19) Uani 1 1 d . . . . .
N1 N 0.5885(3) 0.4809(3) 0.6665(5) 0.090(2) Uani 1 1 d . . . . .
N2 N 0.6262(3) 0.4126(3) 0.3830(4) 0.095(3) Uani 1 1 d . . . . .
N3 N 0.8391(3) 0.5898(4) 0.3878(4) 0.094(3) Uani 1 1 d . . . . .
N4 N 0.7774(3) 0.6816(3) 0.6253(6) 0.093(3) Uani 1 1 d . . . . .
C1 C 0.6031(4) 0.5309(3) 0.6759(5) 0.068(2) Uani 1 1 d . . . . .
C2 C 0.5460(6) 0.4428(5) 0.7110(10) 0.171(8) Uani 1 1 d . . . . .
H2A H 0.539525 0.408455 0.698790 0.256 Uiso 1 1 calc R U . . .
H2B H 0.515198 0.444941 0.701373 0.256 Uiso 1 1 calc R U . . .
H2C H 0.555056 0.449694 0.762285 0.256 Uiso 1 1 calc R U . . .
C3 C 0.6182(4) 0.4638(3) 0.6217(5) 0.071(2) Uani 1 1 d . . . . .
C4 C 0.5978(3) 0.4373(3) 0.5579(5) 0.064(2) Uani 1 1 d . . . . .
H4 H 0.564748 0.429952 0.542654 0.077 Uiso 1 1 calc R U . . .
C5 C 0.6262(3) 0.4210(3) 0.5153(4) 0.062(2) Uani 1 1 d . . . . .
C6 C 0.6749(4) 0.4312(3) 0.5400(4) 0.065(2) Uani 1 1 d . . . . .
H6 H 0.693951 0.420261 0.511800 0.078 Uiso 1 1 calc R U . . .
C7 C 0.6959(4) 0.4575(3) 0.6063(5) 0.070(2) Uani 1 1 d . . . . .
C8 C 0.6667(4) 0.4747(3) 0.6475(5) 0.074(2) Uani 1 1 d . . . . .
H8 H 0.679866 0.493113 0.691352 0.088 Uiso 1 1 calc R U . . .
C9 C 0.6051(3) 0.3907(3) 0.4480(5) 0.067(2) Uani 1 1 d . . . . .
C10 C 0.6067(7) 0.3817(5) 0.3170(6) 0.180(9) Uani 1 1 d . . . . .
H10A H 0.621350 0.403707 0.274521 0.270 Uiso 1 1 calc R U . . .
H10B H 0.569291 0.365617 0.315676 0.270 Uiso 1 1 calc R U . . .
H10C H 0.616287 0.355111 0.316853 0.270 Uiso 1 1 calc R U . . .
C11 C 0.6628(4) 0.4685(3) 0.3766(4) 0.073(3) Uani 1 1 d . . . . .
C12 C 0.6427(4) 0.5013(4) 0.3829(4) 0.076(3) Uani 1 1 d . . . . .
H12 H 0.607450 0.487969 0.393273 0.092 Uiso 1 1 calc R U . . .
C13 C 0.6760(4) 0.5549(4) 0.3736(4) 0.071(2) Uani 1 1 d . . . . .
C14 C 0.7285(3) 0.5735(3) 0.3612(4) 0.066(2) Uani 1 1 d . . . . .
H14 H 0.750960 0.609245 0.356496 0.080 Uiso 1 1 calc R U . . .
C15 C 0.7485(3) 0.5400(3) 0.3556(4) 0.066(2) Uani 1 1 d . . . . .
C16 C 0.7140(4) 0.4862(3) 0.3627(4) 0.063(2) Uani 1 1 d . . . . .
H16 H 0.726192 0.462808 0.357906 0.076 Uiso 1 1 calc R U . . .
C17 C 0.8029(4) 0.5604(3) 0.3376(5) 0.068(2) Uani 1 1 d . . . . .
C18 C 0.8938(5) 0.6129(9) 0.3689(7) 0.186(10) Uani 1 1 d . . . . .
H18A H 0.914821 0.632245 0.410448 0.279 Uiso 1 1 calc R U . . .
H18B H 0.901563 0.636046 0.327621 0.279 Uiso 1 1 calc R U . . .
H18C H 0.901374 0.585872 0.356152 0.279 Uiso 1 1 calc R U . . .
C19 C 0.8253(3) 0.5909(4) 0.4657(5) 0.074(3) Uani 1 1 d . . . . .
C20 C 0.8101(3) 0.5473(4) 0.5063(6) 0.076(3) Uani 1 1 d . . . . .
H20 H 0.807510 0.517566 0.484645 0.091 Uiso 1 1 calc R U . . .
C21 C 0.7981(3) 0.5473(4) 0.5829(4) 0.068(2) Uani 1 1 d . . . . .
C22 C 0.8005(3) 0.5916(4) 0.6110(5) 0.064(2) Uani 1 1 d . . . . .
H22 H 0.791758 0.591883 0.660250 0.076 Uiso 1 1 calc R U . . .
C23 C 0.8154(3) 0.6358(3) 0.5684(4) 0.060(2) Uani 1 1 d . . . . .
C24 C 0.8289(3) 0.6356(4) 0.4949(4) 0.064(2) Uani 1 1 d . . . . .
H24 H 0.840218 0.665229 0.465804 0.076 Uiso 1 1 calc R U . . .
C25 C 0.8210(4) 0.6825(4) 0.6026(5) 0.068(2) Uani 1 1 d . . . . .
C26 C 0.7831(4) 0.7267(6) 0.6642(12) 0.184(9) Uani 1 1 d . . . . .
H26A H 0.749226 0.722788 0.672602 0.276 Uiso 1 1 calc R U . . .
H26B H 0.803791 0.757479 0.635176 0.276 Uiso 1 1 calc R U . . .
H26C H 0.799991 0.729884 0.710756 0.276 Uiso 1 1 calc R U . . .
C27 C 0.7256(3) 0.6418(4) 0.6001(6) 0.078(3) Uani 1 1 d . . . . .
C28 C 0.7132(4) 0.6429(4) 0.5272(6) 0.077(2) Uani 1 1 d . . . . .
H28 H 0.737557 0.667347 0.494859 0.092 Uiso 1 1 calc R U . . .
C29 C 0.6627(3) 0.6061(4) 0.5025(5) 0.069(2) Uani 1 1 d . . . . .
C30 C 0.6286(3) 0.5691(3) 0.5512(5) 0.064(2) Uani 1 1 d . . . . .
H30 H 0.595723 0.543893 0.534561 0.077 Uiso 1 1 calc R U . . .
C31 C 0.6420(3) 0.5685(3) 0.6249(5) 0.064(2) Uani 1 1 d . . . . .
C32 C 0.6912(3) 0.6061(3) 0.6499(5) 0.064(2) Uani 1 1 d . . . . .
H32 H 0.700517 0.607113 0.699237 0.077 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
O5A C33A 1.307(12) . ?
C33A N5A 1.312(13) . ?
C33A C21 1.446(13) . ?
N5A C34A 1.327(12) . ?
N5A C7 1.426(13) . ?
O6A C35A 1.312(12) . ?
C35A N6A 1.311(13) . ?
C35A C13 1.449(13) . ?
N6A C36A 1.306(12) . ?
N6A C29 1.456(13) . ?
O5B C33B 1.327(12) . ?
C33B N5B 1.312(13) . ?
C33B C7 1.426(13) . ?
N5B C34B 1.307(12) . ?
N5B C21 1.446(13) . ?
O6B C35B 1.306(12) . ?
C35B N6B 1.311(13) . ?
C35B C29 1.456(13) . ?
N6B C36B 1.312(12) . ?
N6B C13 1.449(13) . ?
O1 C1 1.222(10) . ?
O2 C9 1.239(10) . ?
O3 C17 1.223(10) . ?
O4 C25 1.227(10) . ?
N1 C1 1.329(11) . ?
N1 C2 1.441(14) . ?
N1 C3 1.458(11) . ?
N2 C9 1.337(11) . ?
N2 C10 1.438(14) . ?
N2 C11 1.459(11) . ?
N3 C17 1.340(12) . ?
N3 C18 1.447(14) . ?
N3 C19 1.473(11) . ?
N4 C25 1.341(11) . ?
N4 C26 1.441(14) . ?
N4 C27 1.461(12) . ?
C1 C31 1.458(12) . ?
C3 C4 1.356(13) . ?
C3 C8 1.383(13) . ?
C4 C5 1.392(12) . ?
C5 C6 1.390(12) . ?
C5 C9 1.454(12) . ?
C6 C7 1.395(12) . ?
C7 C8 1.414(12) . ?
C11 C16 1.355(13) . ?
C11 C12 1.370(13) . ?
C12 C13 1.397(13) . ?
C13 C14 1.382(13) . ?
C14 C15 1.385(12) . ?
C15 C16 1.402(12) . ?
C15 C17 1.447(12) . ?
C19 C20 1.350(13) . ?
C19 C24 1.376(13) . ?
C20 C21 1.431(13) . ?
C21 C22 1.373(12) . ?
C22 C23 1.386(11) . ?
C23 C24 1.390(11) . ?
C23 C25 1.445(12) . ?
C27 C28 1.373(14) . ?
C27 C32 1.375(13) . ?
C28 C29 1.409(13) . ?
C29 C30 1.372(12) . ?
C30 C31 1.396(12) . ?
C31 C32 1.392(11) . ?

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
O5A C33A N5A 119.0(9) . . ?
O5A C33A C21 117.8(10) . . ?
N5A C33A C21 123.3(8) . . ?
C33A N5A C34A 118.6(9) . . ?
C33A N5A C7 123.3(7) . . ?
C34A N5A C7 118.1(10) . . ?
N6A C35A O6A 117.9(10) . . ?
N6A C35A C13 123.6(8) . . ?
O6A C35A C13 118.5(10) . . ?
C36A N6A C35A 118.7(10) . . ?
C36A N6A C29 117.9(10) . . ?
C35A N6A C29 123.3(8) . . ?
N5B C33B O5B 118.6(9) . . ?
N5B C33B C7 123.3(7) . . ?
O5B C33B C7 118.1(10) . . ?
C34B N5B C33B 119.0(9) . . ?
C34B N5B C21 117.8(10) . . ?
C33B N5B C21 123.3(8) . . ?
O6B C35B N6B 118.7(10) . . ?
O6B C35B C29 117.9(10) . . ?
N6B C35B C29 123.3(8) . . ?
C35B N6B C36B 117.9(10) . . ?
C35B N6B C13 123.6(8) . . ?
C36B N6B C13 118.5(10) . . ?
C1 N1 C2 118.0(8) . . ?
C1 N1 C3 122.6(7) . . ?
C2 N1 C3 118.7(8) . . ?
C9 N2 C10 118.7(8) . . ?
C9 N2 C11 121.4(7) . . ?
C10 N2 C11 119.3(7) . . ?
C17 N3 C18 119.1(8) . . ?
C17 N3 C19 121.5(7) . . ?
C18 N3 C19 118.3(7) . . ?
C25 N4 C26 117.7(8) . . ?
C25 N4 C27 122.0(8) . . ?
C26 N4 C27 119.2(8) . . ?
O1 C1 N1 120.7(8) . . ?
O1 C1 C31 121.7(7) . . ?
N1 C1 C31 117.5(7) . . ?
C4 C3 C8 122.2(8) . . ?
C4 C3 N1 120.2(9) . . ?
C8 C3 N1 117.6(9) . . ?
C3 C4 C5 120.1(8) . . ?
C6 C5 C4 119.0(8) . . ?
C6 C5 C9 118.9(8) . . ?
C4 C5 C9 122.1(8) . . ?
C5 C6 C7 121.5(8) . . ?
C6 C7 C8 118.2(9) . . ?
C6 C7 C33B 122.6(8) . . ?
C8 C7 C33B 118.7(8) . . ?
C6 C7 N5A 122.6(8) . . ?
C8 C7 N5A 118.7(8) . . ?
C3 C8 C7 119.0(8) . . ?
O2 C9 N2 119.4(8) . . ?
O2 C9 C5 121.5(8) . . ?
N2 C9 C5 119.0(7) . . ?
C16 C11 C12 122.6(8) . . ?
C16 C11 N2 120.3(10) . . ?
C12 C11 N2 117.1(10) . . ?
C11 C12 C13 118.9(9) . . ?
C14 C13 C12 118.9(9) . . ?
C14 C13 C35A 121.1(8) . . ?
C12 C13 C35A 119.8(9) . . ?
C14 C13 N6B 121.1(8) . . ?
C12 C13 N6B 119.8(9) . . ?
C13 C14 C15 121.6(8) . . ?
C14 C15 C16 118.4(8) . . ?
C14 C15 C17 120.1(8) . . ?
C16 C15 C17 121.3(8) . . ?
C11 C16 C15 119.5(8) . . ?
O3 C17 N3 119.3(8) . . ?
O3 C17 C15 122.0(8) . . ?
N3 C17 C15 118.6(8) . . ?
C20 C19 C24 122.4(8) . . ?
C20 C19 N3 117.6(10) . . ?
C24 C19 N3 120.0(9) . . ?
C19 C20 C21 119.5(9) . . ?
C22 C21 C20 117.6(8) . . ?
C22 C21 C33A 123.3(8) . . ?
C20 C21 C33A 118.9(9) . . ?
C22 C21 N5B 123.3(8) . . ?
C20 C21 N5B 118.9(9) . . ?
C21 C22 C23 122.3(7) . . ?
C22 C23 C24 119.0(8) . . ?
C22 C23 C25 119.5(7) . . ?
C24 C23 C25 121.3(8) . . ?
C19 C24 C23 119.2(8) . . ?
O4 C25 N4 120.0(8) . . ?
O4 C25 C23 122.3(8) . . ?
N4 C25 C23 117.6(8) . . ?
C28 C27 C32 122.9(9) . . ?
C28 C27 N4 117.9(10) . . ?
C32 C27 N4 119.2(10) . . ?
C27 C28 C29 118.7(9) . . ?
C30 C29 C28 118.9(9) . . ?
C30 C29 N6A 122.6(8) . . ?
C28 C29 N6A 118.3(9) . . ?
C30 C29 C35B 122.6(8) . . ?
C28 C29 C35B 118.3(9) . . ?
C29 C30 C31 121.6(8) . . ?
C32 C31 C30 119.4(8) . . ?
C32 C31 C1 120.9(8) . . ?
C30 C31 C1 119.6(8) . . ?
C27 C32 C31 118.4(8) . . ?

_refine_diff_density_max         0.740
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.119

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_ach049_01_CF-THF_
_database_code_depnum_ccdc_archive 'CCDC 2382135'
loop_
_audit_author_name
_audit_author_address
'Shoko Kikkawa'
;Toho University
Japan
;
_audit_update_record             
;
2024-09-05 deposited with the CCDC.	2024-11-04 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H42 N6 O6'
_chemical_formula_moiety         'C42 H42 N6 O6'
_chemical_formula_weight         726.83
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   18.4033(5)
_cell_length_b                   9.78786(18)
_cell_length_c                   21.6095(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 113.206(3)
_cell_angle_gamma                90.0000
_cell_volume                     3577.57(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    29184
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      73.23
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.043
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536.00
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.890
_exptl_absorpt_correction_T_max  0.993

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            55003
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_theta_max         68.244
_diffrn_reflns_theta_min         2.612
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6489
_reflns_number_gt                5023
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.2131
_refine_ls_wR_factor_gt          0.1982
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6489
_refine_ls_number_parameters     493
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1329P)²+1.0003P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.53
_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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O25 O 0.80355(13) 0.6021(2) 0.88607(10) 0.0642(5) Uani 1 1 d . . . . .
O26 O 0.78421(14) 0.81843(19) 0.62590(12) 0.0678(6) Uani 1 1 d . . . . .
O27 O 0.60631(14) -0.1292(2) 0.67928(12) 0.0718(6) Uani 1 1 d . . . . .
O28 O 0.44841(11) 0.42334(18) 0.54940(10) 0.0516(4) Uani 1 1 d . . . . .
O29 O 0.69003(11) 0.1943(2) 0.39777(10) 0.0565(5) Uani 1 1 d . . . . .
O30 O 1.01407(12) 0.0999(3) 0.75144(12) 0.0750(7) Uani 1 1 d . . . . .
N1 N 0.54591(12) 0.4958(2) 0.64719(11) 0.0444(5) Uani 1 1 d . . . . .
N7 N 0.62826(12) 0.1250(2) 0.46495(11) 0.0471(5) Uani 1 1 d . . . . .
N13 N 0.79480(13) 0.6251(2) 0.57368(12) 0.0496(5) Uani 1 1 d . . . . .
N15 N 0.93556(13) 0.1918(3) 0.65180(12) 0.0543(6) Uani 1 1 d . . . . .
N19 N 0.84709(13) 0.3990(2) 0.86204(12) 0.0534(6) Uani 1 1 d . . . . .
N21 N 0.71284(13) -0.0110(2) 0.74661(12) 0.0494(5) Uani 1 1 d . . . . .
C1 C 0.62985(14) 0.5218(2) 0.67613(13) 0.0426(5) Uani 1 1 d . . . . .
C2 C 0.67451(15) 0.4983(2) 0.74381(13) 0.0451(6) Uani 1 1 d . . . . .
H2 H 0.650790 0.459291 0.771577 0.054 Uiso 1 1 calc R U . . .
C3 C 0.75451(15) 0.5323(2) 0.77080(13) 0.0449(6) Uani 1 1 d . . . . .
C4 C 0.78875(15) 0.5898(2) 0.72992(14) 0.0464(6) Uani 1 1 d . . . . .
H4 H 0.843317 0.612743 0.748486 0.056 Uiso 1 1 calc R U . . .
C5 C 0.74398(15) 0.6138(2) 0.66238(14) 0.0446(6) Uani 1 1 d . . . . .
C6 C 0.66433(15) 0.5787(2) 0.63528(14) 0.0458(6) Uani 1 1 d . . . . .
H6 H 0.633455 0.593486 0.588818 0.055 Uiso 1 1 calc R U . . .
C7 C 0.61572(14) 0.1475(3) 0.52570(14) 0.0454(6) Uani 1 1 d . . . . .
C8 C 0.64158(14) 0.0535(3) 0.57688(14) 0.0478(6) Uani 1 1 d . . . . .
H8 H 0.666158 -0.028587 0.571719 0.057 Uiso 1 1 calc R U . . .
C9 C 0.63158(14) 0.0791(3) 0.63659(14) 0.0469(6) Uani 1 1 d . . . . .
C10 C 0.59584(15) 0.2001(2) 0.64368(14) 0.0471(6) Uani 1 1 d . . . . .
H10 H 0.591971 0.220192 0.685286 0.056 Uiso 1 1 calc R U . . .
C11 C 0.56582(14) 0.2915(2) 0.59057(13) 0.0441(6) Uani 1 1 d . . . . .
C12 C 0.57519(14) 0.2648(3) 0.53079(13) 0.0442(6) Uani 1 1 d . . . . .
H12 H 0.554179 0.325837 0.493790 0.053 Uiso 1 1 calc R U . . .
C13 C 0.79769(15) 0.4781(3) 0.57063(13) 0.0461(6) Uani 1 1 d . . . . .
C14 C 0.86163(15) 0.4070(3) 0.61675(14) 0.0494(6) Uani 1 1 d . . . . .
H14 H 0.901620 0.453796 0.652622 0.059 Uiso 1 1 calc R U . . .
C15 C 0.86606(14) 0.2662(3) 0.60947(14) 0.0495(6) Uani 1 1 d . . . . .
C16 C 0.80699(14) 0.1975(3) 0.55769(13) 0.0472(6) Uani 1 1 d . . . . .
H16 H 0.809556 0.101171 0.553756 0.057 Uiso 1 1 calc R U . . .
C17 C 0.74403(14) 0.2704(3) 0.51159(13) 0.0447(6) Uani 1 1 d . . . . .
C18 C 0.73938(15) 0.4117(3) 0.51804(13) 0.0456(6) Uani 1 1 d . . . . .
H18 H 0.696475 0.461622 0.486527 0.055 Uiso 1 1 calc R U . . .
C19 C 0.83906(15) 0.2932(3) 0.81400(14) 0.0502(6) Uani 1 1 d . . . . .
C20 C 0.77820(16) 0.1997(3) 0.79965(15) 0.0516(6) Uani 1 1 d . . . . .
H20 H 0.740731 0.209357 0.819535 0.062 Uiso 1 1 calc R U . . .
C21 C 0.77200(15) 0.0925(3) 0.75639(14) 0.0481(6) Uani 1 1 d . . . . .
C22 C 0.82599(15) 0.0783(3) 0.72623(14) 0.0503(6) Uani 1 1 d . . . . .
H22 H 0.821183 0.005108 0.695993 0.060 Uiso 1 1 calc R U . . .
C23 C 0.88699(15) 0.1727(3) 0.74100(14) 0.0497(6) Uani 1 1 d . . . . .
C24 C 0.89444(15) 0.2799(3) 0.78530(14) 0.0516(6) Uani 1 1 d . . . . .
H24 H 0.936734 0.343263 0.795831 0.062 Uiso 1 1 calc R U . . .
C25 C 0.80329(15) 0.5141(3) 0.84453(13) 0.0466(6) Uani 1 1 d . . . . .
C26 C 0.77734(15) 0.6928(3) 0.61981(14) 0.0490(6) Uani 1 1 d . . . . .
C27 C 0.65085(16) -0.0292(3) 0.68955(15) 0.0497(6) Uani 1 1 d . . . . .
C28 C 0.51550(15) 0.4104(2) 0.59318(13) 0.0452(6) Uani 1 1 d . . . . .
C29 C 0.68486(14) 0.1956(3) 0.45299(14) 0.0460(6) Uani 1 1 d . . . . .
C30 C 0.95073(16) 0.1525(3) 0.71518(15) 0.0542(7) Uani 1 1 d . . . . .
C31 C 0.49548(16) 0.6091(3) 0.65306(14) 0.0489(6) Uani 1 1 d . . . . .
H31A H 0.439359 0.585440 0.626864 0.059 Uiso 1 1 calc R U . . .
H31B H 0.507461 0.692491 0.632915 0.059 Uiso 1 1 calc R U . . .
C32 C 0.50671(18) 0.6396(3) 0.72463(15) 0.0588(7) Uani 1 1 d . . . . .
H32A H 0.497660 0.556371 0.745761 0.071 Uiso 1 1 calc R U . . .
H32B H 0.469014 0.710185 0.724837 0.071 Uiso 1 1 calc R U . . .
H32C H 0.560744 0.672225 0.749825 0.071 Uiso 1 1 calc R U . . .
C33 C 0.57623(16) 0.0316(3) 0.41364(15) 0.0536(7) Uani 1 1 d . . . . .
H33A H 0.561698 0.073439 0.368633 0.064 Uiso 1 1 calc R U . . .
H33B H 0.527032 0.017792 0.421147 0.064 Uiso 1 1 calc R U . . .
C34 C 0.61522(19) -0.1071(3) 0.41494(17) 0.0630(8) Uani 1 1 d . . . . .
H34A H 0.665009 -0.093704 0.409265 0.076 Uiso 1 1 calc R U . . .
H34B H 0.579724 -0.164301 0.378250 0.076 Uiso 1 1 calc R U . . .
H34C H 0.625898 -0.152197 0.458151 0.076 Uiso 1 1 calc R U . . .
C35 C 0.82015(19) 0.7032(3) 0.52719(16) 0.0637(8) Uani 1 1 d . . . . .
H35A H 0.790465 0.790307 0.515742 0.076 Uiso 1 1 calc R U . . .
H35B H 0.806616 0.650486 0.485011 0.076 Uiso 1 1 calc R U . . .
C36 C 0.9058(2) 0.7334(6) 0.5554(3) 0.1180(18) Uani 1 1 d . . . . .
H36A H 0.935481 0.648339 0.559666 0.142 Uiso 1 1 calc R U . . .
H36B H 0.920908 0.775542 0.599884 0.142 Uiso 1 1 calc R U . . .
H36C H 0.917741 0.796281 0.525404 0.142 Uiso 1 1 calc R U . . .
C37 C 0.99777(17) 0.1721(4) 0.62519(17) 0.0671(8) Uani 1 1 d . . . . .
H37A H 0.972730 0.146508 0.577035 0.081 Uiso 1 1 calc R U . . .
H37B H 1.032820 0.096134 0.649712 0.081 Uiso 1 1 calc R U . . .
C38 C 1.04629(19) 0.2989(4) 0.6324(2) 0.0798(10) Uani 1 1 d . . . . .
H38A H 1.012308 0.372824 0.605908 0.096 Uiso 1 1 calc R U . . .
H38B H 1.088114 0.280925 0.616147 0.096 Uiso 1 1 calc R U . . .
H38C H 1.070125 0.325776 0.679920 0.096 Uiso 1 1 calc R U . . .
C39 C 0.89580(18) 0.3713(3) 0.93240(15) 0.0597(7) Uani 1 1 d . . . . .
H39A H 0.874226 0.421337 0.961218 0.072 Uiso 1 1 calc R U . . .
H39B H 0.950135 0.404914 0.943034 0.072 Uiso 1 1 calc R U . . .
C40 C 0.8987(2) 0.2170(4) 0.94835(19) 0.0782(10) Uani 1 1 d . . . . .
H40A H 0.923757 0.168023 0.922428 0.094 Uiso 1 1 calc R U . . .
H40B H 0.844785 0.182660 0.936171 0.094 Uiso 1 1 calc R U . . .
H40C H 0.929324 0.202525 0.996554 0.094 Uiso 1 1 calc R U . . .
C41 C 0.72736(17) -0.1101(3) 0.80200(16) 0.0597(7) Uani 1 1 d . . . . .
H41A H 0.784084 -0.107986 0.832290 0.072 Uiso 1 1 calc R U . . .
H41B H 0.714860 -0.203295 0.782875 0.072 Uiso 1 1 calc R U . . .
C42 C 0.6784(2) -0.0800(3) 0.84233(18) 0.0736(9) Uani 1 1 d . . . . .
H42A H 0.622191 -0.082820 0.812652 0.088 Uiso 1 1 calc R U . . .
H42B H 0.691868 0.010923 0.862627 0.088 Uiso 1 1 calc R U . . .
H42C H 0.689471 -0.148613 0.877927 0.088 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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
O25 C25 1.243(3) . ?
O26 C26 1.238(3) . ?
O27 C27 1.240(3) . ?
O28 C28 1.231(3) . ?
O29 C29 1.234(3) . ?
O30 C30 1.232(3) . ?
N1 C28 1.364(3) . ?
N1 C1 1.442(3) . ?
N1 C31 1.483(3) . ?
N7 C29 1.357(3) . ?
N7 C7 1.437(3) . ?
N7 C33 1.465(3) . ?
N13 C26 1.337(3) . ?
N13 C13 1.442(3) . ?
N13 C35 1.476(3) . ?
N15 C30 1.342(4) . ?
N15 C15 1.443(3) . ?
N15 C37 1.482(3) . ?
N19 C25 1.349(3) . ?
N19 C19 1.433(4) . ?
N19 C39 1.454(4) . ?
N21 C27 1.321(4) . ?
N21 C21 1.441(3) . ?
N21 C41 1.481(3) . ?
C1 C2 1.386(4) . ?
C1 C6 1.390(3) . ?
C2 C3 1.394(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 C25 1.500(4) . ?
C4 C5 1.384(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(4) . ?
C5 C26 1.505(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.371(4) . ?
C7 C12 1.397(3) . ?
C8 C9 1.396(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(4) . ?
C9 C27 1.497(4) . ?
C10 C11 1.387(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.394(3) . ?
C11 C28 1.502(3) . ?
C12 H12 0.9500 . ?
C13 C18 1.380(4) . ?
C13 C14 1.392(4) . ?
C14 C15 1.393(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(4) . ?
C16 C17 1.391(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(4) . ?
C17 C29 1.496(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.383(4) . ?
C19 C24 1.392(4) . ?
C20 C21 1.380(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.393(4) . ?
C22 C23 1.390(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(4) . ?
C23 C30 1.497(3) . ?
C24 H24 0.9500 . ?
C31 C32 1.507(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.531(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.478(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.501(5) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.545(5) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.509(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
C28 N1 C1 119.17(19) . . ?
C28 N1 C31 118.2(2) . . ?
C1 N1 C31 115.51(19) . . ?
C29 N7 C7 120.5(2) . . ?
C29 N7 C33 119.7(2) . . ?
C7 N7 C33 119.65(19) . . ?
C26 N13 C13 123.5(2) . . ?
C26 N13 C35 119.0(2) . . ?
C13 N13 C35 117.2(2) . . ?
C30 N15 C15 124.6(2) . . ?
C30 N15 C37 118.5(2) . . ?
C15 N15 C37 116.6(2) . . ?
C25 N19 C19 121.4(2) . . ?
C25 N19 C39 120.2(2) . . ?
C19 N19 C39 117.9(2) . . ?
C27 N21 C21 123.8(2) . . ?
C27 N21 C41 118.7(2) . . ?
C21 N21 C41 117.2(2) . . ?
C2 C1 C6 120.5(2) . . ?
C2 C1 N1 121.1(2) . . ?
C6 C1 N1 118.3(2) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 C25 119.5(2) . . ?
C2 C3 C25 120.5(2) . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 C26 121.0(2) . . ?
C6 C5 C26 119.1(2) . . ?
C1 C6 C5 120.1(3) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C8 C7 C12 120.9(2) . . ?
C8 C7 N7 120.3(2) . . ?
C12 C7 N7 118.7(2) . . ?
C7 C8 C9 119.6(2) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C10 C9 C8 119.7(2) . . ?
C10 C9 C27 119.9(2) . . ?
C8 C9 C27 120.1(2) . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 119.4(2) . . ?
C10 C11 C28 121.3(2) . . ?
C12 C11 C28 118.9(2) . . ?
C11 C12 C7 119.5(2) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C18 C13 C14 121.2(2) . . ?
C18 C13 N13 118.5(2) . . ?
C14 C13 N13 120.1(2) . . ?
C13 C14 C15 119.0(2) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 N15 118.9(2) . . ?
C14 C15 N15 120.3(2) . . ?
C15 C16 C17 119.7(2) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 C29 118.6(2) . . ?
C18 C17 C29 121.1(2) . . ?
C13 C18 C17 119.4(3) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C24 120.6(3) . . ?
C20 C19 N19 118.9(2) . . ?
C24 C19 N19 120.4(2) . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.6(2) . . ?
C20 C21 N21 119.4(2) . . ?
C22 C21 N21 119.9(2) . . ?
C23 C22 C21 119.1(2) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 C30 118.5(2) . . ?
C22 C23 C30 120.5(2) . . ?
C23 C24 C19 119.1(2) . . ?
C23 C24 H24 120.5 . . ?
C19 C24 H24 120.5 . . ?
O25 C25 N19 123.0(3) . . ?
O25 C25 C3 121.0(2) . . ?
N19 C25 C3 116.0(2) . . ?
O26 C26 N13 121.8(2) . . ?
O26 C26 C5 119.6(2) . . ?
N13 C26 C5 118.5(2) . . ?
O27 C27 N21 122.7(3) . . ?
O27 C27 C9 118.8(3) . . ?
N21 C27 C9 118.4(2) . . ?
O28 C28 N1 123.0(2) . . ?
O28 C28 C11 119.8(2) . . ?
N1 C28 C11 117.1(2) . . ?
O29 C29 N7 122.5(2) . . ?
O29 C29 C17 121.0(2) . . ?
N7 C29 C17 116.4(2) . . ?
O30 C30 N15 122.2(2) . . ?
O30 C30 C23 120.1(3) . . ?
N15 C30 C23 117.7(2) . . ?
N1 C31 C32 113.5(2) . . ?
N1 C31 H31A 108.9 . . ?
C32 C31 H31A 108.9 . . ?
N1 C31 H31B 108.9 . . ?
C32 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N7 C33 C34 112.2(2) . . ?
N7 C33 H33A 109.2 . . ?
C34 C33 H33A 109.2 . . ?
N7 C33 H33B 109.2 . . ?
C34 C33 H33B 109.2 . . ?
H33A C33 H33B 107.9 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N13 C35 C36 113.2(3) . . ?
N13 C35 H35A 108.9 . . ?
C36 C35 H35A 108.9 . . ?
N13 C35 H35B 108.9 . . ?
C36 C35 H35B 108.9 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N15 C37 C38 111.8(3) . . ?
N15 C37 H37A 109.3 . . ?
C38 C37 H37A 109.3 . . ?
N15 C37 H37B 109.3 . . ?
C38 C37 H37B 109.3 . . ?
H37A C37 H37B 107.9 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N19 C39 C40 111.6(3) . . ?
N19 C39 H39A 109.3 . . ?
C40 C39 H39A 109.3 . . ?
N19 C39 H39B 109.3 . . ?
C40 C39 H39B 109.3 . . ?
H39A C39 H39B 108.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N21 C41 C42 112.3(2) . . ?
N21 C41 H41A 109.1 . . ?
C42 C41 H41A 109.1 . . ?
N21 C41 H41B 109.1 . . ?
C42 C41 H41B 109.1 . . ?
H41A C41 H41B 107.9 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C28 N1 C1 C2 -124.4(3) . . . . ?
C31 N1 C1 C2 85.7(3) . . . . ?
C28 N1 C1 C6 59.3(3) . . . . ?
C31 N1 C1 C6 -90.6(3) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
N1 C1 C2 C3 -176.1(2) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C25 177.1(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C25 C3 C4 C5 -176.8(2) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
C3 C4 C5 C26 171.7(2) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
N1 C1 C6 C5 175.6(2) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C26 C5 C6 C1 -171.6(2) . . . . ?
C29 N7 C7 C8 -104.8(3) . . . . ?
C33 N7 C7 C8 79.1(3) . . . . ?
C29 N7 C7 C12 76.7(3) . . . . ?
C33 N7 C7 C12 -99.4(3) . . . . ?
C12 C7 C8 C9 -3.9(4) . . . . ?
N7 C7 C8 C9 177.6(2) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C7 C8 C9 C27 172.9(2) . . . . ?
C8 C9 C10 C11 3.9(4) . . . . ?
C27 C9 C10 C11 -169.3(2) . . . . ?
C9 C10 C11 C12 -3.2(4) . . . . ?
C9 C10 C11 C28 169.8(2) . . . . ?
C10 C11 C12 C7 -1.0(3) . . . . ?
C28 C11 C12 C7 -174.2(2) . . . . ?
C8 C7 C12 C11 4.6(4) . . . . ?
N7 C7 C12 C11 -176.9(2) . . . . ?
C26 N13 C13 C18 109.7(3) . . . . ?
C35 N13 C13 C18 -76.4(3) . . . . ?
C26 N13 C13 C14 -75.6(3) . . . . ?
C35 N13 C13 C14 98.3(3) . . . . ?
C18 C13 C14 C15 -0.4(4) . . . . ?
N13 C13 C14 C15 -175.0(2) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
C13 C14 C15 N15 173.2(2) . . . . ?
C30 N15 C15 C16 -105.4(3) . . . . ?
C37 N15 C15 C16 81.7(3) . . . . ?
C30 N15 C15 C14 80.2(3) . . . . ?
C37 N15 C15 C14 -92.6(3) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
N15 C15 C16 C17 -172.5(2) . . . . ?
C15 C16 C17 C18 -1.2(3) . . . . ?
C15 C16 C17 C29 174.9(2) . . . . ?
C14 C13 C18 C17 0.9(3) . . . . ?
N13 C13 C18 C17 175.7(2) . . . . ?
C16 C17 C18 C13 -0.1(3) . . . . ?
C29 C17 C18 C13 -176.2(2) . . . . ?
C25 N19 C19 C20 -81.9(3) . . . . ?
C39 N19 C19 C20 89.7(3) . . . . ?
C25 N19 C19 C24 101.8(3) . . . . ?
C39 N19 C19 C24 -86.6(3) . . . . ?
C24 C19 C20 C21 -0.2(4) . . . . ?
N19 C19 C20 C21 -176.4(2) . . . . ?
C19 C20 C21 C22 -0.8(4) . . . . ?
C19 C20 C21 N21 174.4(2) . . . . ?
C27 N21 C21 C20 112.1(3) . . . . ?
C41 N21 C21 C20 -74.0(3) . . . . ?
C27 N21 C21 C22 -72.7(3) . . . . ?
C41 N21 C21 C22 101.2(3) . . . . ?
C20 C21 C22 C23 0.9(4) . . . . ?
N21 C21 C22 C23 -174.3(2) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C21 C22 C23 C30 173.7(2) . . . . ?
C22 C23 C24 C19 -1.1(4) . . . . ?
C30 C23 C24 C19 -174.8(3) . . . . ?
C20 C19 C24 C23 1.1(4) . . . . ?
N19 C19 C24 C23 177.3(2) . . . . ?
C19 N19 C25 O25 173.3(2) . . . . ?
C39 N19 C25 O25 1.9(4) . . . . ?
C19 N19 C25 C3 -7.9(3) . . . . ?
C39 N19 C25 C3 -179.4(2) . . . . ?
C4 C3 C25 O25 94.0(3) . . . . ?
C2 C3 C25 O25 -82.9(3) . . . . ?
C4 C3 C25 N19 -84.8(3) . . . . ?
C2 C3 C25 N19 98.2(3) . . . . ?
C13 N13 C26 O26 171.5(3) . . . . ?
C35 N13 C26 O26 -2.3(4) . . . . ?
C13 N13 C26 C5 -12.1(4) . . . . ?
C35 N13 C26 C5 174.1(2) . . . . ?
C4 C5 C26 O26 -75.1(3) . . . . ?
C6 C5 C26 O26 97.3(3) . . . . ?
C4 C5 C26 N13 108.4(3) . . . . ?
C6 C5 C26 N13 -79.1(3) . . . . ?
C21 N21 C27 O27 170.4(3) . . . . ?
C41 N21 C27 O27 -3.4(4) . . . . ?
C21 N21 C27 C9 -12.6(4) . . . . ?
C41 N21 C27 C9 173.5(2) . . . . ?
C10 C9 C27 O27 100.9(3) . . . . ?
C8 C9 C27 O27 -72.3(3) . . . . ?
C10 C9 C27 N21 -76.2(3) . . . . ?
C8 C9 C27 N21 110.7(3) . . . . ?
C1 N1 C28 O28 -149.1(2) . . . . ?
C31 N1 C28 O28 0.0(3) . . . . ?
C1 N1 C28 C11 34.5(3) . . . . ?
C31 N1 C28 C11 -176.4(2) . . . . ?
C10 C11 C28 O28 -122.3(3) . . . . ?
C12 C11 C28 O28 50.7(3) . . . . ?
C10 C11 C28 N1 54.2(3) . . . . ?
C12 C11 C28 N1 -132.8(2) . . . . ?
C7 N7 C29 O29 -169.2(2) . . . . ?
C33 N7 C29 O29 6.9(4) . . . . ?
C7 N7 C29 C17 13.8(3) . . . . ?
C33 N7 C29 C17 -170.1(2) . . . . ?
C16 C17 C29 O29 -96.2(3) . . . . ?
C18 C17 C29 O29 79.9(3) . . . . ?
C16 C17 C29 N7 80.8(3) . . . . ?
C18 C17 C29 N7 -103.1(3) . . . . ?
C15 N15 C30 O30 -173.4(3) . . . . ?
C37 N15 C30 O30 -0.6(4) . . . . ?
C15 N15 C30 C23 7.6(4) . . . . ?
C37 N15 C30 C23 -179.7(3) . . . . ?
C24 C23 C30 O30 76.8(4) . . . . ?
C22 C23 C30 O30 -96.9(4) . . . . ?
C24 C23 C30 N15 -104.1(3) . . . . ?
C22 C23 C30 N15 82.2(4) . . . . ?
C28 N1 C31 C32 144.2(2) . . . . ?
C1 N1 C31 C32 -65.6(3) . . . . ?
C29 N7 C33 C34 81.3(3) . . . . ?
C7 N7 C33 C34 -102.5(3) . . . . ?
C26 N13 C35 C36 85.2(4) . . . . ?
C13 N13 C35 C36 -89.0(4) . . . . ?
C30 N15 C37 C38 -95.5(4) . . . . ?
C15 N15 C37 C38 77.8(4) . . . . ?
C25 N19 C39 C40 144.9(3) . . . . ?
C19 N19 C39 C40 -26.9(4) . . . . ?
C27 N21 C41 C42 -82.2(3) . . . . ?
C21 N21 C41 C42 103.5(3) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


