# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2022

####################################################################### 
# 
# 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_ydkr_a
_database_code_depnum_ccdc_archive 'CCDC 2151619'
loop_
_audit_author_name
_audit_author_address
'Yohei Haketa'
;Ritsumeikan University
Japan
;
_audit_update_record             
;
2022-02-12 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H12 N6 O4'
_chemical_formula_sum            'C17 H12 N6 O4'
_chemical_formula_weight         364.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 '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'
O O 0.0017 0.0018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0004 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.3729(16)
_cell_length_b                   13.246(2)
_cell_length_c                   11.8907(18)
_cell_angle_alpha                90
_cell_angle_beta                 103.755(7)
_cell_angle_gamma                90
_cell_volume                     1586.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    35250
_cell_measurement_theta_min      1.358
_cell_measurement_theta_max      15.537

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.093
_exptl_absorpt_coefficient_mu    0.045
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8279
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
;
PROCESS-AUTO (1998). Automatic Data Acquisition and Processing Package
for 2D image data. Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.4125
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'BL02B1 beamline SPring-8'
_diffrn_measurement_device_type  'Pilatus3 CdTe 1M'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            35250
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.358
_diffrn_reflns_theta_max         15.537
_diffrn_reflns_theta_full        14.330
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3642
_reflns_number_gt                3520
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Rapid Auto(Rigaku)'
_computing_cell_refinement       'Rapid Auto(Rigaku)'
_computing_data_reduction        'Rapid Auto(Rigaku)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0460P)²+0.6887P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.055(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3642
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0906
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_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
C1 C 0.21162(11) 0.39673(8) 0.13473(9) 0.0201(2) Uani 1 1 d . . . . .
H1 H 0.1186 0.4054 0.1065 0.024 Uiso 1 1 calc R U . . .
C2 C 0.30391(11) 0.39395(8) 0.06838(9) 0.0220(2) Uani 1 1 d . . . . .
H2 H 0.2863 0.4012 -0.0133 0.026 Uiso 1 1 calc R U . . .
C3 C 0.42892(11) 0.37843(8) 0.14381(9) 0.0196(2) Uani 1 1 d . . . . .
H3 H 0.5112 0.3726 0.1224 0.024 Uiso 1 1 calc R U . . .
C4 C 0.41002(10) 0.37326(7) 0.25535(9) 0.0157(2) Uani 1 1 d . . . . .
C5 C 0.50171(10) 0.35862(7) 0.36588(8) 0.0146(2) Uani 1 1 d . . . . .
C6 C 0.64406(10) 0.33333(8) 0.36872(8) 0.0155(2) Uani 1 1 d . . . . .
H6 H 0.6548 0.3210 0.2893 0.019 Uiso 1 1 calc R U . . .
H6A H 0.6718 0.2719 0.4157 0.019 Uiso 1 1 calc R U . . .
C7 C 0.72697(9) 0.42240(7) 0.42184(8) 0.0146(2) Uani 1 1 d . . . . .
C8 C 0.79437(10) 0.48195(8) 0.35189(8) 0.0159(2) Uani 1 1 d . . . . .
C9 C 0.80694(10) 0.47167(9) 0.23889(9) 0.0192(2) Uani 1 1 d . . . . .
H9 H 0.7655 0.4219 0.1848 0.023 Uiso 1 1 calc R U . . .
C10 C 0.89258(10) 0.54877(9) 0.21933(9) 0.0215(2) Uani 1 1 d . . . . .
H10 H 0.9197 0.5605 0.1495 0.026 Uiso 1 1 calc R U . . .
C11 C 0.92979(11) 0.60400(8) 0.31996(10) 0.0210(2) Uani 1 1 d . . . . .
H11 H 0.9875 0.6607 0.3319 0.025 Uiso 1 1 calc R U . . .
C12 C 0.54237(10) 0.35763(7) 0.56738(8) 0.0146(2) Uani 1 1 d . . . . .
C13 C 0.48616(10) 0.31508(8) 0.65374(8) 0.0161(2) Uani 1 1 d . . . . .
H13 H 0.3965 0.2928 0.6341 0.019 Uiso 1 1 calc R U . . .
C14 C 0.55916(10) 0.30556(8) 0.76517(8) 0.0153(2) Uani 1 1 d . . . . .
C15 C 0.68863(10) 0.34375(7) 0.79820(8) 0.0147(2) Uani 1 1 d . . . . .
C16 C 0.74349(10) 0.38889(7) 0.71673(8) 0.0147(2) Uani 1 1 d . . . . .
H16 H 0.8300 0.4170 0.7399 0.018 Uiso 1 1 calc R U . . .
C17 C 0.67479(10) 0.39448(7) 0.59995(8) 0.01428(19) Uani 1 1 d . . . . .
N1 N 0.27650(8) 0.38489(6) 0.24740(8) 0.01683(19) Uani 1 1 d . . . . .
H1A H 0.2388 0.3847 0.3063 0.020 Uiso 1 1 calc R U . . .
N2 N 0.86985(9) 0.56337(7) 0.39887(8) 0.01852(19) Uani 1 1 d . . . . .
H2A H 0.8781 0.5859 0.4698 0.022 Uiso 1 1 calc R U . . .
N3 N 0.45749(8) 0.36505(6) 0.45851(7) 0.01575(18) Uani 1 1 d . . . . .
N4 N 0.74176(8) 0.44646(6) 0.52945(7) 0.01518(18) Uani 1 1 d . . . . .
N5 N 0.50322(9) 0.24320(7) 0.84367(7) 0.01813(19) Uani 1 1 d . . . . .
N6 N 0.76304(9) 0.34513(7) 0.91894(7) 0.01677(19) Uani 1 1 d . . . . .
O1 O 0.40090(8) 0.26999(7) 0.86729(8) 0.0294(2) Uani 1 1 d . . . . .
O2 O 0.56225(8) 0.16400(6) 0.87644(7) 0.02505(19) Uani 1 1 d . . . . .
O3 O 0.70185(8) 0.32759(7) 0.99360(6) 0.0262(2) Uani 1 1 d . . . . .
O4 O 0.88152(8) 0.36522(6) 0.94015(7) 0.02271(18) Uani 1 1 d . . . . .


_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 N1 1.3577(13) . ?
C1 C2 1.3781(16) . ?
C2 C3 1.4054(15) . ?
C3 C4 1.3877(14) . ?
C4 N1 1.3742(13) . ?
C4 C5 1.4405(14) . ?
C5 N3 1.2927(13) . ?
C5 C6 1.5067(13) . ?
C6 C7 1.5074(14) . ?
C7 N4 1.2919(13) . ?
C7 C8 1.4420(14) . ?
C8 N2 1.3713(13) . ?
C8 C9 1.3871(14) . ?
C9 C10 1.4087(15) . ?
C10 C11 1.3771(16) . ?
C11 N2 1.3542(13) . ?
C12 N3 1.3851(12) . ?
C12 C13 1.4131(13) . ?
C12 C17 1.4221(14) . ?
C13 C14 1.3666(14) . ?
C14 C15 1.4011(14) . ?
C14 N5 1.4656(12) . ?
C15 C16 1.3717(14) . ?
C15 N6 1.4596(12) . ?
C16 C17 1.4039(13) . ?
C17 N4 1.3914(13) . ?
N5 O1 1.2137(12) . ?
N5 O2 1.2303(13) . ?
N6 O4 1.2237(12) . ?
N6 O3 1.2301(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
N1 C1 C2 108.24(9) . . ?
C1 C2 C3 107.44(9) . . ?
C4 C3 C2 107.37(9) . . ?
N1 C4 C3 107.33(9) . . ?
N1 C4 C5 120.92(9) . . ?
C3 C4 C5 131.75(9) . . ?
N3 C5 C4 118.52(9) . . ?
N3 C5 C6 122.68(9) . . ?
C4 C5 C6 118.78(9) . . ?
C5 C6 C7 107.09(8) . . ?
N4 C7 C8 118.47(9) . . ?
N4 C7 C6 121.98(9) . . ?
C8 C7 C6 119.53(9) . . ?
N2 C8 C9 107.20(9) . . ?
N2 C8 C7 120.22(9) . . ?
C9 C8 C7 132.47(10) . . ?
C8 C9 C10 107.27(9) . . ?
C11 C10 C9 107.41(9) . . ?
N2 C11 C10 108.12(10) . . ?
N3 C12 C13 115.28(9) . . ?
N3 C12 C17 126.04(9) . . ?
C13 C12 C17 118.53(9) . . ?
C14 C13 C12 120.80(9) . . ?
C13 C14 C15 120.78(9) . . ?
C13 C14 N5 117.23(9) . . ?
C15 C14 N5 121.55(9) . . ?
C16 C15 C14 119.36(9) . . ?
C16 C15 N6 118.56(9) . . ?
C14 C15 N6 121.85(9) . . ?
C15 C16 C17 121.55(9) . . ?
N4 C17 C16 114.41(9) . . ?
N4 C17 C12 126.44(9) . . ?
C16 C17 C12 118.79(9) . . ?
C1 N1 C4 109.62(9) . . ?
C11 N2 C8 110.00(9) . . ?
C5 N3 C12 121.08(9) . . ?
C7 N4 C17 121.06(9) . . ?
O1 N5 O2 124.94(9) . . ?
O1 N5 C14 118.88(9) . . ?
O2 N5 C14 116.08(8) . . ?
O4 N6 O3 123.89(9) . . ?
O4 N6 C15 118.41(8) . . ?
O3 N6 C15 117.69(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.84(12) . . . . ?
C1 C2 C3 C4 -0.69(12) . . . . ?
C2 C3 C4 N1 0.29(12) . . . . ?
C2 C3 C4 C5 -179.91(10) . . . . ?
N1 C4 C5 N3 -5.70(14) . . . . ?
C3 C4 C5 N3 174.53(11) . . . . ?
N1 C4 C5 C6 172.44(9) . . . . ?
C3 C4 C5 C6 -7.33(16) . . . . ?
N3 C5 C6 C7 -69.29(12) . . . . ?
C4 C5 C6 C7 112.65(10) . . . . ?
C5 C6 C7 N4 68.03(12) . . . . ?
C5 C6 C7 C8 -113.20(10) . . . . ?
N4 C7 C8 N2 -1.37(14) . . . . ?
C6 C7 C8 N2 179.81(9) . . . . ?
N4 C7 C8 C9 174.40(11) . . . . ?
C6 C7 C8 C9 -4.42(17) . . . . ?
N2 C8 C9 C10 0.31(12) . . . . ?
C7 C8 C9 C10 -175.86(11) . . . . ?
C8 C9 C10 C11 -0.11(12) . . . . ?
C9 C10 C11 N2 -0.12(13) . . . . ?
N3 C12 C13 C14 -178.71(9) . . . . ?
C17 C12 C13 C14 -2.75(15) . . . . ?
C12 C13 C14 C15 4.22(15) . . . . ?
C12 C13 C14 N5 -168.20(9) . . . . ?
C13 C14 C15 C16 -1.65(15) . . . . ?
N5 C14 C15 C16 170.44(9) . . . . ?
C13 C14 C15 N6 172.76(9) . . . . ?
N5 C14 C15 N6 -15.15(14) . . . . ?
C14 C15 C16 C17 -2.38(15) . . . . ?
N6 C15 C16 C17 -176.98(9) . . . . ?
C15 C16 C17 N4 177.33(9) . . . . ?
C15 C16 C17 C12 3.75(14) . . . . ?
N3 C12 C17 N4 1.58(16) . . . . ?
C13 C12 C17 N4 -173.90(9) . . . . ?
N3 C12 C17 C16 174.30(9) . . . . ?
C13 C12 C17 C16 -1.17(14) . . . . ?
C2 C1 N1 C4 -0.67(12) . . . . ?
C3 C4 N1 C1 0.23(12) . . . . ?
C5 C4 N1 C1 -179.59(9) . . . . ?
C10 C11 N2 C8 0.32(12) . . . . ?
C9 C8 N2 C11 -0.39(12) . . . . ?
C7 C8 N2 C11 176.34(9) . . . . ?
C4 C5 N3 C12 -176.14(9) . . . . ?
C6 C5 N3 C12 5.80(14) . . . . ?
C13 C12 N3 C5 -149.00(10) . . . . ?
C17 C12 N3 C5 35.40(15) . . . . ?
C8 C7 N4 C17 177.26(9) . . . . ?
C6 C7 N4 C17 -3.95(14) . . . . ?
C16 C17 N4 C7 148.65(9) . . . . ?
C12 C17 N4 C7 -38.35(15) . . . . ?
C13 C14 N5 O1 -64.35(13) . . . . ?
C15 C14 N5 O1 123.29(11) . . . . ?
C13 C14 N5 O2 112.36(11) . . . . ?
C15 C14 N5 O2 -60.00(13) . . . . ?
C16 C15 N6 O4 -16.29(14) . . . . ?
C14 C15 N6 O4 169.25(9) . . . . ?
C16 C15 N6 O3 162.50(9) . . . . ?
C14 C15 N6 O3 -11.96(14) . . . . ?

_refine_diff_density_max         0.336
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 2151620'
loop_
_audit_author_name
_audit_author_address
'Yohei Haketa'
;Ritsumeikan University
Japan
;
_audit_update_record             
;
2022-02-12 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H21.59 N6 O2.79'
_chemical_formula_weight         354.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0045 0.0022 '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 0.0085 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0146 0.0082 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.6232(7)
_cell_length_b                   4.9442(2)
_cell_length_c                   37.5921(15)
_cell_angle_alpha                90
_cell_angle_beta                 100.107(2)
_cell_angle_gamma                90
_cell_volume                     3407.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    16622
_cell_measurement_theta_min      2.625
_cell_measurement_theta_max      29.248

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.131
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.610
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'ABSCOR (T.Higashi, 2001)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.81106
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'DECTRIS EIGER X 1M'
_diffrn_measurement_method       'Shutterless ω scans'
_diffrn_detector_area_resol_mean 13.33
_diffrn_reflns_number            16622
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         2.625
_diffrn_reflns_theta_max         29.248
_diffrn_reflns_theta_full        29.120
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3095
_reflns_number_gt                2713
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Rapid Auto(Rigaku)'
_computing_cell_refinement       'Rapid Auto(Rigaku)'
_computing_data_reduction        'Rapid Auto(Rigaku)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2014)'
_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)+(0.0541P)²+4.2644P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3095
_refine_ls_number_parameters     272
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1217
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_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
C1 C 0.18588(10) 0.7220(3) 0.67840(4) 0.0273(4) Uani 1 1 d . . . . .
H1 H 0.1365 0.7064 0.6814 0.033 Uiso 1 1 calc R U . . .
C2 C 0.23052(11) 0.9011(3) 0.70013(4) 0.0293(4) Uani 1 1 d . . . . .
C3 C 0.30460(11) 0.9169(4) 0.69687(5) 0.0331(4) Uani 1 1 d . . . . .
C4 C 0.33011(11) 0.7469(4) 0.67262(5) 0.0339(4) Uani 1 1 d . . . . .
H4 H 0.3807 0.7487 0.6716 0.041 Uiso 1 1 calc R U . . .
C5 C 0.28460(10) 0.5725(3) 0.64945(5) 0.0285(4) Uani 1 1 d . . . . .
C6 C 0.21010(10) 0.5616(3) 0.65199(4) 0.0251(4) Uani 1 1 d . . . . .
C7 C 0.03647(11) -0.2229(4) 0.57329(5) 0.0367(5) Uani 1 1 d . . . . .
H7 H 0.0064 -0.3665 0.5789 0.044 Uiso 1 1 calc R U . . .
C8 C 0.04768(10) -0.1534(4) 0.53966(5) 0.0342(4) Uani 1 1 d . . . . .
H8 H 0.0266 -0.2382 0.5176 0.041 Uiso 1 1 calc R U . . .
C9 C 0.09592(10) 0.0658(4) 0.54352(5) 0.0321(4) Uani 1 1 d . . . . .
H9 H 0.1136 0.1564 0.5245 0.038 Uiso 1 1 calc R U . . .
C10 C 0.11334(9) 0.1273(3) 0.57995(4) 0.0252(4) Uani 1 1 d . . . . .
C11 C 0.16091(10) 0.3300(3) 0.59884(4) 0.0246(4) Uani 1 1 d . . . . .
C12 C 0.21559(10) 0.4625(3) 0.57962(4) 0.0294(4) Uani 1 1 d . . . . .
H12 H 0.2039 0.4277 0.5533 0.035 Uiso 1 1 calc R U . . .
H12A H 0.2170 0.6603 0.5838 0.035 Uiso 1 1 calc R U . . .
C13 C 0.28666(10) 0.3342(3) 0.59584(5) 0.0279(4) Uani 1 1 d . . . . .
C14 C 0.31691(10) 0.1274(4) 0.57544(5) 0.0306(4) Uani 1 1 d . . . . .
C15 C 0.29594(13) 0.0419(4) 0.54017(5) 0.0402(5) Uani 1 1 d . . . . .
H15 H 0.2562 0.1109 0.5233 0.048 Uiso 1 1 calc R U . . .
C16 C 0.34358(13) -0.1645(4) 0.53375(6) 0.0446(6) Uani 1 1 d . . . . .
H16 H 0.3424 -0.2589 0.5116 0.054 Uiso 1 1 calc R U . . .
C17 C 0.39168(12) -0.2052(4) 0.56488(6) 0.0457(6) Uani 1 1 d . . . . .
H17 H 0.4300 -0.3346 0.5684 0.055 Uiso 1 1 calc R U . . .
N1 N 0.07558(8) -0.0515(3) 0.59744(4) 0.0316(4) Uani 1 1 d . . . . .
H1A H 0.0765 -0.0548 0.6209 0.038 Uiso 1 1 calc R U . . .
N2 N 0.37557(9) -0.0282(3) 0.59016(5) 0.0400(4) Uani 1 1 d . . . . .
H2 H 0.3992 -0.0158 0.6125 0.048 Uiso 1 1 calc R U . . .
N3 N 0.15867(8) 0.3857(3) 0.63250(3) 0.0244(3) Uani 1 1 d . . . . .
N4 N 0.31909(8) 0.3978(3) 0.62804(4) 0.0300(4) Uani 1 1 d . . . . .
N5 N 0.20498(11) 1.0459(3) 0.72743(4) 0.0358(4) Uani 1 1 d . . . . .
H5 H 0.1579(13) 1.075(5) 0.7246(6) 0.043 Uiso 1 1 d . U . . .
H5A H 0.2291(12) 1.205(5) 0.7335(6) 0.043 Uiso 1 1 d . U . . .
N6 N 0.35271(12) 1.0846(4) 0.71982(5) 0.0470(5) Uani 1 1 d . . . . .
H6 H 0.3314(14) 1.222(6) 0.7277(7) 0.056 Uiso 1 1 d . U . . .
H6A H 0.3909(14) 1.124(5) 0.7109(7) 0.056 Uiso 1 1 d . U . . .
O1 O 0.53414(11) -0.2246(5) 0.66282(5) 0.0793(7) Uani 1 1 d . . . . .
H1B H 0.581(2) -0.181(8) 0.6530(10) 0.119 Uiso 1 1 d . U . . .
H1C H 0.507(2) -0.044(8) 0.6564(11) 0.119 Uiso 1 1 d . U . . .
O2 O 0.45814(11) 0.2501(5) 0.66097(6) 0.0779(6) Uani 1 1 d . . . . .
H2A H 0.404(2) 0.312(8) 0.6486(10) 0.117 Uiso 1 1 d . U . . .
H2B H 0.486(2) 0.429(8) 0.6609(10) 0.117 Uiso 1 1 d . U . . .
O3 O 0.56045(17) -0.2976(7) 0.73744(9) 0.0563(13) Uiso 0.510(6) 1 d D . P A 1
H3A H 0.524(2) -0.451(7) 0.7364(18) 0.085 Uiso 0.510(6) 1 d D U P A 1
H3B H 0.529(2) -0.132(6) 0.7315(15) 0.085 Uiso 0.510(6) 1 d D U P A 1
O4 O 0.4671(3) -0.4895(12) 0.78342(16) 0.047(2) Uiso 0.285(6) 1 d D . P B 2
H4A H 0.468(5) -0.332(10) 0.7991(18) 0.071 Uiso 0.285(6) 1 d D U P B 2
H4B H 0.495(4) -0.644(10) 0.795(2) 0.071 Uiso 0.285(6) 1 d D U P B 2


_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 C2 1.380(3) . ?
C1 C6 1.406(2) . ?
C1 H1 0.9500 . ?
C2 N5 1.401(2) . ?
C2 C3 1.409(3) . ?
C3 C4 1.384(3) . ?
C3 N6 1.401(3) . ?
C4 C5 1.401(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.408(3) . ?
C5 N4 1.410(2) . ?
C6 N3 1.402(2) . ?
C7 N1 1.357(2) . ?
C7 C8 1.361(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.399(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C10 N1 1.368(2) . ?
C10 C11 1.440(2) . ?
C11 N3 1.303(2) . ?
C11 C12 1.499(2) . ?
C12 C13 1.498(3) . ?
C12 H12 0.9900 . ?
C12 H12A 0.9900 . ?
C13 N4 1.293(2) . ?
C13 C14 1.450(2) . ?
C14 N2 1.371(3) . ?
C14 C15 1.381(3) . ?
C15 C16 1.401(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.358(3) . ?
C16 H16 0.9500 . ?
C17 N2 1.364(2) . ?
C17 H17 0.9500 . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?
N5 H5 0.88(2) . ?
N5 H5A 0.92(2) . ?
N6 H6 0.86(3) . ?
N6 H6A 0.86(3) . ?
O1 H1B 1.03(4) . ?
O1 H1C 1.03(4) . ?
O2 H2A 1.08(4) . ?
O2 H2B 1.03(4) . ?
O3 H3A 1.02(2) . ?
O3 H3B 1.006(19) . ?
O4 H4A 0.98(2) . ?
O4 H4B 0.98(2) . ?

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
C2 C1 C6 123.06(17) . . ?
C2 C1 H1 118.5 . . ?
C6 C1 H1 118.5 . . ?
C1 C2 N5 120.99(18) . . ?
C1 C2 C3 118.80(15) . . ?
N5 C2 C3 119.92(17) . . ?
C4 C3 N6 120.57(19) . . ?
C4 C3 C2 118.58(17) . . ?
N6 C3 C2 120.64(17) . . ?
C3 C4 C5 122.91(18) . . ?
C3 C4 H4 118.5 . . ?
C5 C4 H4 118.5 . . ?
C4 C5 C6 118.50(15) . . ?
C4 C5 N4 116.46(17) . . ?
C6 C5 N4 124.64(16) . . ?
N3 C6 C1 116.42(16) . . ?
N3 C6 C5 125.39(14) . . ?
C1 C6 C5 117.94(16) . . ?
N1 C7 C8 108.19(17) . . ?
N1 C7 H7 125.9 . . ?
C8 C7 H7 125.9 . . ?
C7 C8 C9 107.42(16) . . ?
C7 C8 H8 126.3 . . ?
C9 C8 H8 126.3 . . ?
C10 C9 C8 107.93(17) . . ?
C10 C9 H9 126.0 . . ?
C8 C9 H9 126.0 . . ?
N1 C10 C9 106.42(16) . . ?
N1 C10 C11 122.43(14) . . ?
C9 C10 C11 131.14(16) . . ?
N3 C11 C10 120.30(15) . . ?
N3 C11 C12 121.07(15) . . ?
C10 C11 C12 118.54(14) . . ?
C13 C12 C11 104.19(14) . . ?
C13 C12 H12 110.9 . . ?
C11 C12 H12 110.9 . . ?
C13 C12 H12A 110.9 . . ?
C11 C12 H12A 110.9 . . ?
H12 C12 H12A 108.9 . . ?
N4 C13 C14 120.37(17) . . ?
N4 C13 C12 120.81(15) . . ?
C14 C13 C12 118.75(16) . . ?
N2 C14 C15 106.68(17) . . ?
N2 C14 C13 122.56(17) . . ?
C15 C14 C13 130.76(19) . . ?
C14 C15 C16 107.9(2) . . ?
C14 C15 H15 126.0 . . ?
C16 C15 H15 126.0 . . ?
C17 C16 C15 107.53(18) . . ?
C17 C16 H16 126.2 . . ?
C15 C16 H16 126.2 . . ?
C16 C17 N2 108.3(2) . . ?
C16 C17 H17 125.9 . . ?
N2 C17 H17 125.9 . . ?
C7 N1 C10 110.04(15) . . ?
C7 N1 H1A 125.0 . . ?
C10 N1 H1A 125.0 . . ?
C17 N2 C14 109.61(18) . . ?
C17 N2 H2 125.2 . . ?
C14 N2 H2 125.2 . . ?
C11 N3 C6 120.23(14) . . ?
C13 N4 C5 119.90(16) . . ?
C2 N5 H5 117.1(15) . . ?
C2 N5 H5A 114.1(14) . . ?
H5 N5 H5A 109(2) . . ?
C3 N6 H6 113.1(17) . . ?
C3 N6 H6A 112.1(17) . . ?
H6 N6 H6A 115(2) . . ?
H1B O1 H1C 99(3) . . ?
H2A O2 H2B 101(3) . . ?
H3A O3 H3B 104(2) . . ?
H4A O4 H4B 114(3) . . ?

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 N5 -176.49(15) . . . . ?
C6 C1 C2 C3 -2.7(2) . . . . ?
C1 C2 C3 C4 -1.6(2) . . . . ?
N5 C2 C3 C4 172.21(16) . . . . ?
C1 C2 C3 N6 -176.34(17) . . . . ?
N5 C2 C3 N6 -2.5(3) . . . . ?
N6 C3 C4 C5 179.06(18) . . . . ?
C2 C3 C4 C5 4.3(3) . . . . ?
C3 C4 C5 C6 -2.7(3) . . . . ?
C3 C4 C5 N4 -175.69(16) . . . . ?
C2 C1 C6 N3 178.85(14) . . . . ?
C2 C1 C6 C5 4.4(2) . . . . ?
C4 C5 C6 N3 -175.59(16) . . . . ?
N4 C5 C6 N3 -3.2(3) . . . . ?
C4 C5 C6 C1 -1.6(2) . . . . ?
N4 C5 C6 C1 170.77(16) . . . . ?
N1 C7 C8 C9 0.7(2) . . . . ?
C7 C8 C9 C10 -0.2(2) . . . . ?
C8 C9 C10 N1 -0.43(19) . . . . ?
C8 C9 C10 C11 179.04(17) . . . . ?
N1 C10 C11 N3 -13.7(2) . . . . ?
C9 C10 C11 N3 166.88(18) . . . . ?
N1 C10 C11 C12 162.78(15) . . . . ?
C9 C10 C11 C12 -16.6(3) . . . . ?
N3 C11 C12 C13 72.05(19) . . . . ?
C10 C11 C12 C13 -104.42(17) . . . . ?
C11 C12 C13 N4 -74.30(19) . . . . ?
C11 C12 C13 C14 102.83(16) . . . . ?
N4 C13 C14 N2 7.0(3) . . . . ?
C12 C13 C14 N2 -170.12(16) . . . . ?
N4 C13 C14 C15 -173.96(18) . . . . ?
C12 C13 C14 C15 8.9(3) . . . . ?
N2 C14 C15 C16 -0.9(2) . . . . ?
C13 C14 C15 C16 179.98(18) . . . . ?
C14 C15 C16 C17 0.9(2) . . . . ?
C15 C16 C17 N2 -0.6(2) . . . . ?
C8 C7 N1 C10 -1.0(2) . . . . ?
C9 C10 N1 C7 0.9(2) . . . . ?
C11 C10 N1 C7 -178.65(16) . . . . ?
C16 C17 N2 C14 0.0(2) . . . . ?
C15 C14 N2 C17 0.5(2) . . . . ?
C13 C14 N2 C17 179.76(16) . . . . ?
C10 C11 N3 C6 173.21(14) . . . . ?
C12 C11 N3 C6 -3.2(2) . . . . ?
C1 C6 N3 C11 147.19(15) . . . . ?
C5 C6 N3 C11 -38.8(2) . . . . ?
C14 C13 N4 C5 -171.67(15) . . . . ?
C12 C13 N4 C5 5.4(2) . . . . ?
C4 C5 N4 C13 -145.82(17) . . . . ?
C6 C5 N4 C13 41.6(2) . . . . ?

_refine_diff_density_max         0.294
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_mo_210316_ta_2_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2151621'
loop_
_audit_author_name
_audit_author_address
'Yohei Haketa'
;Ritsumeikan University
Japan
;
_audit_update_record             
;
2022-02-12 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N8, 2(C3 H6 O)'
_chemical_formula_sum            'C34 H34 N8 O2'
_chemical_formula_weight         586.69

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      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

_cell_length_a                   17.0114(15)
_cell_length_b                   10.6570(9)
_cell_length_c                   16.6958(15)
_cell_angle_alpha                90
_cell_angle_beta                 99.207(3)
_cell_angle_gamma                90
_cell_volume                     2987.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    90
_cell_measurement_reflns_used    3628
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      24.15
_exptl_crystal_description       block

_exptl_crystal_colour            yellow

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   
;
SADABS Sheldrick 1996
;


_diffrn_ambient_temperature      90
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'

_diffrn_measurement_device_type  'Bruker D8 goniometer'

_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 7.391

_diffrn_reflns_number            27161
_diffrn_reflns_av_unetI/netI     0.0969
_diffrn_reflns_av_R_equivalents  0.1357
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.263
_diffrn_reflns_theta_max         24.248
_diffrn_reflns_theta_full        24.248
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4787
_reflns_number_gt                3525
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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 Instrument Service V6.2.14 (Bruker AXS Inc., 2020)'

_computing_cell_refinement       'APEX3 v2019.11 (Bruker AXS Inc., 2019)'

_computing_data_reduction        'SAINT V8.40B (Bruker AXS Inc., 2013)'

_computing_structure_solution    'SHELXT (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'



_computing_molecular_graphics    ?

_diffrn_source_type              ?


_diffrn_radiation_monochromator  'Incoatec Helios multilayered confocal mirror'

_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)+(0.0545P)²+3.1212P] 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_number_reflns         4787
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0981
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.1702
_refine_ls_wR_factor_gt          0.1545
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
C1 C 1.0718(2) -0.1009(3) 0.3709(2) 0.0278(8) Uani 1 1 d . . . . .
H1 H 1.0529 -0.1476 0.3232 0.033 Uiso 1 1 calc R U . . .
C2 C 1.1311(2) -0.1372(3) 0.4313(2) 0.0277(8) Uani 1 1 d . . . . .
H2 H 1.1614 -0.2124 0.4331 0.033 Uiso 1 1 calc R U . . .
C3 C 1.1390(2) -0.0422(3) 0.4903(2) 0.0265(8) Uani 1 1 d . . . . .
H3 H 1.1751 -0.0420 0.5400 0.032 Uiso 1 1 calc R U . . .
C4 C 1.08474(19) 0.0506(3) 0.46317(19) 0.0204(7) Uani 1 1 d . . . . .
C5 C 1.07050(18) 0.1716(3) 0.49657(19) 0.0176(7) Uani 1 1 d . . . . .
C6 C 1.01405(18) 0.3723(3) 0.48180(18) 0.0167(7) Uani 1 1 d . . . . .
C7 C 0.93923(18) 0.4281(3) 0.45964(18) 0.0175(7) Uani 1 1 d . . . . .
H7 H 0.8972 0.3788 0.4313 0.021 Uiso 1 1 calc R U . . .
C8 C 0.92339(17) 0.5521(3) 0.47707(18) 0.0160(7) Uani 1 1 d . . . . .
C9 C 0.82435(18) 0.7009(3) 0.43223(18) 0.0165(7) Uani 1 1 d . . . . .
C10 C 0.88726(18) 0.7955(3) 0.41943(19) 0.0195(7) Uani 1 1 d . . . . .
H10 H 0.9250 0.7589 0.3865 0.023 Uiso 1 1 calc R U . . .
H10A H 0.8626 0.8710 0.3914 0.023 Uiso 1 1 calc R U . . .
C11 C 0.74143(18) 0.7359(3) 0.41176(19) 0.0182(7) Uani 1 1 d . . . . .
C12 C 0.70528(19) 0.8313(3) 0.3629(2) 0.0237(8) Uani 1 1 d . . . . .
H12 H 0.7317 0.8971 0.3395 0.028 Uiso 1 1 calc R U . . .
C13 C 0.6226(2) 0.8133(3) 0.3544(2) 0.0278(8) Uani 1 1 d . . . . .
H13 H 0.5828 0.8643 0.3238 0.033 Uiso 1 1 calc R U . . .
C14 C 0.60985(19) 0.7093(3) 0.3980(2) 0.0262(8) Uani 1 1 d . . . . .
H14 H 0.5593 0.6757 0.4035 0.031 Uiso 1 1 calc R U . . .
N1 N 0.68165(15) 0.6614(2) 0.43231(16) 0.0208(6) Uani 1 1 d . . . . .
H1A H 0.6887 0.5937 0.4628 0.025 Uiso 1 1 calc R U . . .
N2 N 0.84289(14) 0.5890(2) 0.45829(15) 0.0167(6) Uani 1 1 d . . . . .
N3 N 1.02348(15) 0.2503(2) 0.45351(16) 0.0186(6) Uani 1 1 d . . . . .
N4 N 1.04414(16) 0.0128(3) 0.38998(16) 0.0235(6) Uani 1 1 d . . . . .
H4 H 1.0060 0.0554 0.3599 0.028 Uiso 1 1 calc R U . . .
C15 C 0.90256(18) 0.4403(3) 0.6566(2) 0.0237(8) Uani 1 1 d . . . . .
H15 H 0.9510 0.4508 0.6358 0.028 Uiso 1 1 calc R U . . .
C16 C 0.8960(2) 0.4023(4) 0.7329(2) 0.0289(8) Uani 1 1 d . . . . .
H16 H 0.9386 0.3806 0.7746 0.035 Uiso 1 1 calc R U . . .
C17 C 0.81496(19) 0.4008(4) 0.7387(2) 0.0284(8) Uani 1 1 d . . . . .
H17 H 0.7927 0.3787 0.7854 0.034 Uiso 1 1 calc R U . . .
C18 C 0.77322(18) 0.4371(3) 0.66511(19) 0.0208(7) Uani 1 1 d . . . . .
C19 C 0.68902(18) 0.4486(3) 0.63754(19) 0.0192(7) Uani 1 1 d . . . . .
C20 C 0.57993(18) 0.4794(3) 0.53583(19) 0.0198(7) Uani 1 1 d . . . . .
C21 C 0.54762(18) 0.4218(3) 0.46310(19) 0.0198(7) Uani 1 1 d . . . . .
H21 H 0.5806 0.3673 0.4380 0.024 Uiso 1 1 calc R U . . .
C22 C 0.46925(18) 0.4404(3) 0.42534(19) 0.0192(7) Uani 1 1 d . . . . .
C23 C 0.39330(18) 0.4179(3) 0.29668(19) 0.0213(7) Uani 1 1 d . . . . .
C24 C 0.36505(19) 0.5517(3) 0.2990(2) 0.0222(7) Uani 1 1 d . . . . .
H24 H 0.3356 0.5774 0.2455 0.027 Uiso 1 1 calc R U . . .
H24A H 0.4105 0.6095 0.3145 0.027 Uiso 1 1 calc R U . . .
C25 C 0.36268(19) 0.3399(3) 0.22820(19) 0.0230(8) Uani 1 1 d . . . . .
C26 C 0.3035(2) 0.3607(4) 0.1622(2) 0.0268(8) Uani 1 1 d . . . . .
H26 H 0.2738 0.4358 0.1505 0.032 Uiso 1 1 calc R U . . .
C27 C 0.2956(2) 0.2500(4) 0.1159(2) 0.0342(9) Uani 1 1 d . . . . .
H27 H 0.2595 0.2365 0.0670 0.041 Uiso 1 1 calc R U . . .
C28 C 0.3490(2) 0.1657(4) 0.1536(2) 0.0343(9) Uani 1 1 d . . . . .
H28 H 0.3570 0.0830 0.1353 0.041 Uiso 1 1 calc R U . . .
N5 N 0.82825(15) 0.4610(3) 0.61494(16) 0.0207(6) Uani 1 1 d . . . . .
H5 H 0.8171 0.4857 0.5641 0.025 Uiso 1 1 calc R U . . .
N6 N 0.66175(14) 0.4622(3) 0.56142(16) 0.0196(6) Uani 1 1 d . . . . .
N7 N 0.44391(15) 0.3707(3) 0.35514(15) 0.0212(6) Uani 1 1 d . . . . .
N8 N 0.38925(17) 0.2198(3) 0.22203(17) 0.0281(7) Uani 1 1 d . . . . .
H8 H 0.4265 0.1831 0.2568 0.034 Uiso 1 1 calc R U . . .
C29 C 0.4070(4) 0.0832(5) 0.4504(3) 0.0713(15) Uani 1 1 d . . . . .
H29 H 0.4374 0.1569 0.4384 0.107 Uiso 1 1 calc R U . . .
H29A H 0.4295 0.0501 0.5040 0.107 Uiso 1 1 calc R U . . .
H29B H 0.3513 0.1071 0.4503 0.107 Uiso 1 1 calc R U . . .
C30 C 0.4109(3) -0.0148(4) 0.3878(3) 0.0478(11) Uani 1 1 d . . . . .
C31 C 0.3735(3) -0.1369(5) 0.3992(3) 0.0728(16) Uani 1 1 d . . . . .
H31 H 0.3664 -0.1838 0.3481 0.109 Uiso 1 1 calc R U . . .
H31A H 0.3215 -0.1231 0.4159 0.109 Uiso 1 1 calc R U . . .
H31B H 0.4076 -0.1848 0.4412 0.109 Uiso 1 1 calc R U . . .
O1 O 0.44292(19) 0.0060(3) 0.32879(19) 0.0559(8) Uani 1 1 d . . . . .
C32 C 0.8903(3) 0.2620(4) 0.2481(3) 0.0467(11) Uani 1 1 d . . . . .
H32 H 0.9368 0.2693 0.2909 0.070 Uiso 1 1 calc R U . . .
H32A H 0.8507 0.3254 0.2566 0.070 Uiso 1 1 calc R U . . .
H32B H 0.9067 0.2752 0.1951 0.070 Uiso 1 1 calc R U . . .
C33 C 0.8549(2) 0.1345(4) 0.2508(2) 0.0339(9) Uani 1 1 d . . . . .
C34 C 0.7810(2) 0.1072(5) 0.1927(3) 0.0506(12) Uani 1 1 d . . . . .
H34 H 0.7614 0.0236 0.2037 0.076 Uiso 1 1 calc R U . . .
H34A H 0.7927 0.1101 0.1371 0.076 Uiso 1 1 calc R U . . .
H34B H 0.7404 0.1700 0.1990 0.076 Uiso 1 1 calc R U . . .
O2 O 0.88546(17) 0.0556(3) 0.29841(16) 0.0446(7) Uani 1 1 d . . . . .


_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 N4 1.356(4) . ?
C1 C2 1.364(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.404(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9500 . ?
C4 N4 1.365(4) . ?
C4 C5 1.441(5) . ?
C5 N3 1.295(4) . ?
C5 C10 1.511(4) 3_766 ?
C6 C7 1.400(4) . ?
C6 N3 1.401(4) . ?
C6 C8 1.422(4) 3_766 ?
C7 C8 1.388(4) . ?
C7 H7 0.9500 . ?
C8 N2 1.411(4) . ?
C8 C6 1.422(4) 3_766 ?
C9 N2 1.291(4) . ?
C9 C11 1.446(4) . ?
C9 C10 1.511(4) . ?
C10 C5 1.511(4) 3_766 ?
C10 H10 0.9900 . ?
C10 H10A 0.9900 . ?
C11 N1 1.376(4) . ?
C11 C12 1.385(5) . ?
C12 C13 1.404(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.363(5) . ?
C13 H13 0.9500 . ?
C14 N1 1.363(4) . ?
C14 H14 0.9500 . ?
N1 H1A 0.8800 . ?
N4 H4 0.8800 . ?
C15 N5 1.360(4) . ?
C15 C16 1.359(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.397(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.373(5) . ?
C17 H17 0.9500 . ?
C18 N5 1.376(4) . ?
C18 C19 1.438(4) . ?
C19 N6 1.289(4) . ?
C19 C24 1.510(4) 3_666 ?
C20 C21 1.393(5) . ?
C20 N6 1.401(4) . ?
C20 C22 1.423(5) 3_666 ?
C21 C22 1.395(4) . ?
C21 H21 0.9500 . ?
C22 N7 1.396(4) . ?
C22 C20 1.423(5) 3_666 ?
C23 N7 1.295(4) . ?
C23 C25 1.442(5) . ?
C23 C24 1.507(5) . ?
C24 C19 1.510(4) 3_666 ?
C24 H24 0.9900 . ?
C24 H24A 0.9900 . ?
C25 N8 1.367(4) . ?
C25 C26 1.387(5) . ?
C26 C27 1.405(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.359(6) . ?
C27 H27 0.9500 . ?
C28 N8 1.362(5) . ?
C28 H28 0.9500 . ?
N5 H5 0.8800 . ?
N8 H8 0.8800 . ?
C29 C30 1.487(6) . ?
C29 H29 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 O1 1.219(5) . ?
C30 C31 1.474(6) . ?
C31 H31 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 C33 1.490(6) . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 O2 1.215(4) . ?
C33 C34 1.488(5) . ?
C34 H34 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 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
N4 C1 C2 108.8(3) . . ?
N4 C1 H1 125.6 . . ?
C2 C1 H1 125.6 . . ?
C1 C2 C3 106.9(3) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 H2 126.5 . . ?
C4 C3 C2 107.6(3) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
N4 C4 C3 107.4(3) . . ?
N4 C4 C5 121.3(3) . . ?
C3 C4 C5 131.3(3) . . ?
N3 C5 C4 119.5(3) . . ?
N3 C5 C10 121.7(3) . 3_766 ?
C4 C5 C10 118.8(3) . 3_766 ?
C7 C6 N3 117.0(3) . . ?
C7 C6 C8 117.7(3) . 3_766 ?
N3 C6 C8 124.9(3) . 3_766 ?
C8 C7 C6 123.2(3) . . ?
C8 C7 H7 118.4 . . ?
C6 C7 H7 118.4 . . ?
C7 C8 N2 115.6(3) . . ?
C7 C8 C6 119.1(3) . 3_766 ?
N2 C8 C6 125.0(3) . 3_766 ?
N2 C9 C11 119.6(3) . . ?
N2 C9 C10 121.6(3) . . ?
C11 C9 C10 118.7(3) . . ?
C5 C10 C9 105.4(2) 3_766 . ?
C5 C10 H10 110.7 3_766 . ?
C9 C10 H10 110.7 . . ?
C5 C10 H10A 110.7 3_766 . ?
C9 C10 H10A 110.7 . . ?
H10 C10 H10A 108.8 . . ?
N1 C11 C12 107.1(3) . . ?
N1 C11 C9 121.6(3) . . ?
C12 C11 C9 130.8(3) . . ?
C11 C12 C13 107.6(3) . . ?
C11 C12 H12 126.2 . . ?
C13 C12 H12 126.2 . . ?
C14 C13 C12 107.4(3) . . ?
C14 C13 H13 126.3 . . ?
C12 C13 H13 126.3 . . ?
N1 C14 C13 108.7(3) . . ?
N1 C14 H14 125.6 . . ?
C13 C14 H14 125.6 . . ?
C14 N1 C11 109.1(3) . . ?
C14 N1 H1A 125.4 . . ?
C11 N1 H1A 125.4 . . ?
C9 N2 C8 120.6(3) . . ?
C5 N3 C6 120.5(3) . . ?
C1 N4 C4 109.3(3) . . ?
C1 N4 H4 125.4 . . ?
C4 N4 H4 125.4 . . ?
N5 C15 C16 108.6(3) . . ?
N5 C15 H15 125.7 . . ?
C16 C15 H15 125.7 . . ?
C15 C16 C17 107.4(3) . . ?
C15 C16 H16 126.3 . . ?
C17 C16 H16 126.3 . . ?
C18 C17 C16 108.0(3) . . ?
C18 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
C17 C18 N5 107.0(3) . . ?
C17 C18 C19 131.1(3) . . ?
N5 C18 C19 121.9(3) . . ?
N6 C19 C18 120.5(3) . . ?
N6 C19 C24 121.9(3) . 3_666 ?
C18 C19 C24 117.6(3) . 3_666 ?
C21 C20 N6 116.3(3) . . ?
C21 C20 C22 118.9(3) . 3_666 ?
N6 C20 C22 124.6(3) . 3_666 ?
C20 C21 C22 123.2(3) . . ?
C20 C21 H21 118.4 . . ?
C22 C21 H21 118.4 . . ?
N7 C22 C21 116.7(3) . . ?
N7 C22 C20 125.2(3) . 3_666 ?
C21 C22 C20 117.9(3) . 3_666 ?
N7 C23 C25 119.1(3) . . ?
N7 C23 C24 121.6(3) . . ?
C25 C23 C24 119.3(3) . . ?
C23 C24 C19 104.4(3) . 3_666 ?
C23 C24 H24 110.9 . . ?
C19 C24 H24 110.9 3_666 . ?
C23 C24 H24A 110.9 . . ?
C19 C24 H24A 110.9 3_666 . ?
H24 C24 H24A 108.9 . . ?
N8 C25 C26 107.3(3) . . ?
N8 C25 C23 121.2(3) . . ?
C26 C25 C23 131.5(3) . . ?
C25 C26 C27 107.3(3) . . ?
C25 C26 H26 126.4 . . ?
C27 C26 H26 126.4 . . ?
C28 C27 C26 107.5(3) . . ?
C28 C27 H27 126.2 . . ?
C26 C27 H27 126.2 . . ?
C27 C28 N8 108.6(3) . . ?
C27 C28 H28 125.7 . . ?
N8 C28 H28 125.7 . . ?
C15 N5 C18 109.0(3) . . ?
C15 N5 H5 125.5 . . ?
C18 N5 H5 125.5 . . ?
C19 N6 C20 119.9(3) . . ?
C23 N7 C22 120.3(3) . . ?
C28 N8 C25 109.3(3) . . ?
C28 N8 H8 125.3 . . ?
C25 N8 H8 125.3 . . ?
C30 C29 H29 109.5 . . ?
C30 C29 H29A 109.5 . . ?
H29 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
H29 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O1 C30 C31 121.5(4) . . ?
O1 C30 C29 121.1(4) . . ?
C31 C30 C29 117.3(4) . . ?
C30 C31 H31 109.5 . . ?
C30 C31 H31A 109.5 . . ?
H31 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C33 C32 H32 109.5 . . ?
C33 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O2 C33 C34 121.3(4) . . ?
O2 C33 C32 121.2(4) . . ?
C34 C33 C32 117.5(4) . . ?
C33 C34 H34 109.5 . . ?
C33 C34 H34A 109.5 . . ?
H34 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34 C34 H34B 109.5 . . ?
H34A C34 H34B 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
N4 C1 C2 C3 1.0(4) . . . . ?
C1 C2 C3 C4 -1.0(4) . . . . ?
C2 C3 C4 N4 0.7(4) . . . . ?
C2 C3 C4 C5 -175.7(3) . . . . ?
N4 C4 C5 N3 -6.0(5) . . . . ?
C3 C4 C5 N3 169.9(3) . . . . ?
N4 C4 C5 C10 175.5(3) . . . 3_766 ?
C3 C4 C5 C10 -8.5(5) . . . 3_766 ?
N3 C6 C7 C8 -174.0(3) . . . . ?
C8 C6 C7 C8 -1.1(5) 3_766 . . . ?
C6 C7 C8 N2 -173.3(3) . . . . ?
C6 C7 C8 C6 1.1(5) . . . 3_766 ?
N2 C9 C10 C5 -69.2(4) . . . 3_766 ?
C11 C9 C10 C5 113.2(3) . . . 3_766 ?
N2 C9 C11 N1 11.5(4) . . . . ?
C10 C9 C11 N1 -170.8(3) . . . . ?
N2 C9 C11 C12 -159.3(3) . . . . ?
C10 C9 C11 C12 18.5(5) . . . . ?
N1 C11 C12 C13 0.0(4) . . . . ?
C9 C11 C12 C13 171.8(3) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 N1 -0.7(4) . . . . ?
C13 C14 N1 C11 0.8(4) . . . . ?
C12 C11 N1 C14 -0.5(4) . . . . ?
C9 C11 N1 C14 -173.2(3) . . . . ?
C11 C9 N2 C8 178.7(3) . . . . ?
C10 C9 N2 C8 1.1(4) . . . . ?
C7 C8 N2 C9 -144.7(3) . . . . ?
C6 C8 N2 C9 41.3(4) 3_766 . . . ?
C4 C5 N3 C6 -174.5(3) . . . . ?
C10 C5 N3 C6 4.0(4) 3_766 . . . ?
C7 C6 N3 C5 -147.4(3) . . . . ?
C8 C6 N3 C5 40.2(4) 3_766 . . . ?
C2 C1 N4 C4 -0.5(4) . . . . ?
C3 C4 N4 C1 -0.1(4) . . . . ?
C5 C4 N4 C1 176.7(3) . . . . ?
N5 C15 C16 C17 -0.7(4) . . . . ?
C15 C16 C17 C18 0.6(4) . . . . ?
C16 C17 C18 N5 -0.3(4) . . . . ?
C16 C17 C18 C19 178.2(4) . . . . ?
C17 C18 C19 N6 -167.2(4) . . . . ?
N5 C18 C19 N6 11.2(5) . . . . ?
C17 C18 C19 C24 14.8(5) . . . 3_666 ?
N5 C18 C19 C24 -166.9(3) . . . 3_666 ?
N6 C20 C21 C22 -173.2(3) . . . . ?
C22 C20 C21 C22 1.0(5) 3_666 . . . ?
C20 C21 C22 N7 -176.4(3) . . . . ?
C20 C21 C22 C20 -1.0(5) . . . 3_666 ?
N7 C23 C24 C19 -72.1(4) . . . 3_666 ?
C25 C23 C24 C19 107.2(3) . . . 3_666 ?
N7 C23 C25 N8 -3.5(5) . . . . ?
C24 C23 C25 N8 177.2(3) . . . . ?
N7 C23 C25 C26 172.9(3) . . . . ?
C24 C23 C25 C26 -6.4(5) . . . . ?
N8 C25 C26 C27 -0.4(4) . . . . ?
C23 C25 C26 C27 -177.2(3) . . . . ?
C25 C26 C27 C28 -0.1(4) . . . . ?
C26 C27 C28 N8 0.5(4) . . . . ?
C16 C15 N5 C18 0.5(4) . . . . ?
C17 C18 N5 C15 -0.1(4) . . . . ?
C19 C18 N5 C15 -178.8(3) . . . . ?
C18 C19 N6 C20 -176.9(3) . . . . ?
C24 C19 N6 C20 1.0(5) 3_666 . . . ?
C21 C20 N6 C19 -142.7(3) . . . . ?
C22 C20 N6 C19 43.3(5) 3_666 . . . ?
C25 C23 N7 C22 -174.4(3) . . . . ?
C24 C23 N7 C22 4.9(4) . . . . ?
C21 C22 N7 C23 -146.2(3) . . . . ?
C20 C22 N7 C23 38.8(4) 3_666 . . . ?
C27 C28 N8 C25 -0.8(4) . . . . ?
C26 C25 N8 C28 0.7(4) . . . . ?
C23 C25 N8 C28 177.9(3) . . . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_ydkr_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2151622'
loop_
_audit_author_name
_audit_author_address
'Yohei Haketa'
;Ritsumeikan University
Japan
;
_audit_update_record             
;
2022-02-12 deposited with the CCDC.	2022-05-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60, 6(C21 H16 N4)'
_chemical_formula_sum            'C186 H96 N24'
_chemical_formula_weight         2666.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0045 0.0022 '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 0.0085 0.0045 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           53
_space_group_name_H-M_alt        'P m n a'
_space_group_name_Hall           '-P 2ac 2'

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

_cell_length_a                   22.9648(4)
_cell_length_b                   10.6622(2)
_cell_length_c                   25.4143(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6222.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    63517
_cell_measurement_theta_min      1.364
_cell_measurement_theta_max      29.244

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_F_000             2760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   0.998
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.483
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'ABSCOR (T.Higashi, 2001)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.81106
_diffrn_radiation_type           Synchrotron
_diffrn_source                   'synchrotron radiation SPring-8 BL40XU'
_diffrn_radiation_monochromator  'Si(111) Channel Cut'
_diffrn_measurement_device_type  'DECTRIS EIGER X 1M'
_diffrn_measurement_method       'Shutterless ω scans'
_diffrn_detector_area_resol_mean 13.33
_diffrn_reflns_number            63517
_diffrn_reflns_av_unetI/netI     0.0893
_diffrn_reflns_av_R_equivalents  0.1447
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         29.244
_diffrn_reflns_theta_full        29.120
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5856
_reflns_number_gt                4647
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Rapid Auto(Rigaku)'
_computing_cell_refinement       'Rapid Auto(Rigaku)'
_computing_data_reduction        'Rapid Auto(Rigaku)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1515P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.070(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5856
_refine_ls_number_parameters     479
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1078
_refine_ls_R_factor_gt           0.0917
_refine_ls_wR_factor_ref         0.2275
_refine_ls_wR_factor_gt          0.2000
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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
C1 C 0.33469(10) 0.0906(2) 0.63978(9) 0.0333(6) Uani 1 1 d . . . . .
H1 H 0.2991 0.1066 0.6218 0.040 Uiso 1 1 calc R U . . .
C2 C 0.36951(11) -0.0131(2) 0.63289(10) 0.0347(6) Uani 1 1 d . . . . .
H2 H 0.3626 -0.0809 0.6095 0.042 Uiso 1 1 calc R U . . .
C3 C 0.41711(11) 0.0004(2) 0.66706(9) 0.0333(6) Uani 1 1 d . . . . .
H3 H 0.4484 -0.0571 0.6709 0.040 Uiso 1 1 calc R U . . .
C4 C 0.41051(10) 0.1126(2) 0.69441(9) 0.0295(6) Uani 1 1 d . . . . .
C5 C 0.44677(9) 0.1699(2) 0.73392(8) 0.0284(5) Uani 1 1 d . . . . .
C6 C 0.5000 0.0999(3) 0.75278(12) 0.0306(7) Uani 1 2 d S T P . .
H6 H 0.5000 0.0948 0.7917 0.037 Uiso 1 2 calc R U P . .
H6A H 0.5000 0.0135 0.7385 0.037 Uiso 1 2 calc R U P . .
C7 C 0.46857(10) 0.3342(2) 0.79174(8) 0.0288(5) Uani 1 1 d . . . . .
C8 C 0.43997(10) 0.4019(2) 0.83014(8) 0.0301(5) Uani 1 1 d . . . . .
H8 H 0.3986 0.4024 0.8299 0.036 Uiso 1 1 calc R U . . .
C9 C 0.46897(10) 0.4705(2) 0.86976(8) 0.0301(6) Uani 1 1 d . . . . .
C10 C 0.43903(11) 0.5414(2) 0.90866(9) 0.0359(6) Uani 1 1 d . . . . .
H10 H 0.3977 0.5419 0.9092 0.043 Uiso 1 1 calc R U . . .
C11 C 0.46929(11) 0.6087(2) 0.94529(10) 0.0407(6) Uani 1 1 d . . . . .
H11 H 0.4488 0.6560 0.9710 0.049 Uiso 1 1 calc R U . . .
C12 C 0.40509(10) 0.6110(2) 0.74202(9) 0.0314(6) Uani 1 1 d . . . . .
H12 H 0.4427 0.5971 0.7564 0.038 Uiso 1 1 calc R U . . .
C13 C 0.37956(11) 0.7262(2) 0.73409(9) 0.0338(6) Uani 1 1 d . . . . .
H13 H 0.3962 0.8056 0.7421 0.041 Uiso 1 1 calc R U . . .
C14 C 0.32466(11) 0.7049(2) 0.71205(8) 0.0330(6) Uani 1 1 d . . . . .
H14 H 0.2972 0.7674 0.7023 0.040 Uiso 1 1 calc R U . . .
C15 C 0.31726(10) 0.5757(2) 0.70689(8) 0.0307(6) Uani 1 1 d . . . . .
C16 C 0.26975(10) 0.5061(2) 0.68456(8) 0.0297(6) Uani 1 1 d . . . . .
C17 C 0.22505(10) 0.3196(2) 0.65704(9) 0.0299(6) Uani 1 1 d . . . . .
C18 C 0.20676(10) 0.2079(2) 0.67946(9) 0.0317(6) Uani 1 1 d . . . . .
H18 H 0.2230 0.1837 0.7123 0.038 Uiso 1 1 calc R U . . .
C19 C 0.16533(10) 0.1286(2) 0.65588(9) 0.0332(6) Uani 1 1 d . . . . .
C20 C 0.14723(11) 0.0128(2) 0.67863(10) 0.0393(6) Uani 1 1 d . . . . .
H20 H 0.1619 -0.0114 0.7121 0.047 Uiso 1 1 calc R U . . .
C21 C 0.10902(12) -0.0636(3) 0.65285(10) 0.0429(7) Uani 1 1 d . . . . .
H21 H 0.0981 -0.1414 0.6681 0.052 Uiso 1 1 calc R U . . .
C22 C 0.08548(12) -0.0281(3) 0.60362(10) 0.0451(7) Uani 1 1 d . . . . .
H22 H 0.0587 -0.0818 0.5861 0.054 Uiso 1 1 calc R U . . .
C23 C 0.10121(11) 0.0828(2) 0.58133(10) 0.0411(7) Uani 1 1 d . . . . .
H23 H 0.0850 0.1062 0.5484 0.049 Uiso 1 1 calc R U . . .
C24 C 0.14131(11) 0.1639(2) 0.60647(9) 0.0337(6) Uani 1 1 d . . . . .
C25 C 0.15976(10) 0.2779(2) 0.58398(9) 0.0323(6) Uani 1 1 d . . . . .
H25 H 0.1440 0.3018 0.5509 0.039 Uiso 1 1 calc R U . . .
C26 C 0.19960(10) 0.3567(2) 0.60775(8) 0.0292(5) Uani 1 1 d . . . . .
C27 C 0.22176(10) 0.5713(2) 0.60397(9) 0.0295(6) Uani 1 1 d . . . . .
C28 C 0.21870(10) 0.5787(2) 0.66320(9) 0.0317(6) Uani 1 1 d . . . . .
H28 H 0.2207 0.6672 0.6748 0.038 Uiso 1 1 calc R U . . .
H28A H 0.1817 0.5421 0.6760 0.038 Uiso 1 1 calc R U . . .
C29 C 0.23384(10) 0.6845(2) 0.57511(8) 0.0296(5) Uani 1 1 d . . . . .
C30 C 0.24301(12) 0.8064(2) 0.59213(10) 0.0375(6) Uani 1 1 d . . . . .
H33 H 0.2422 0.8346 0.6276 0.045 Uiso 1 1 calc R U . . .
C31 C 0.25374(12) 0.8806(2) 0.54783(10) 0.0438(7) Uani 1 1 d . . . . .
H31 H 0.2617 0.9680 0.5476 0.053 Uiso 1 1 calc R U . . .
C32 C 0.25068(11) 0.8034(2) 0.50455(10) 0.0373(6) Uani 1 1 d . . . . .
H32 H 0.2563 0.8285 0.4690 0.045 Uiso 1 1 calc R U . . .
C33 C 0.34920(10) 0.4954(2) 0.47282(9) 0.0321(6) Uani 1 1 d . . . . .
C34 C 0.36837(10) 0.6001(2) 0.44053(9) 0.0317(6) Uani 1 1 d . . . . .
C35 C 0.38729(10) 0.7105(2) 0.46479(9) 0.0332(6) Uani 1 1 d . . . . .
C36 C 0.38738(10) 0.7205(2) 0.52135(9) 0.0324(6) Uani 1 1 d . . . . .
C37 C 0.36852(10) 0.6198(2) 0.55221(9) 0.0330(6) Uani 1 1 d . . . . .
C38 C 0.39989(10) 0.5862(2) 0.59960(8) 0.0326(6) Uani 1 1 d . . . . .
C39 C 0.40017(10) 0.4501(2) 0.60400(8) 0.0326(6) Uani 1 1 d . . . . .
C40 C 0.44889(11) 0.3881(2) 0.62277(9) 0.0336(6) Uani 1 1 d . . . . .
C41 C 0.5000 0.4591(3) 0.63844(12) 0.0332(8) Uani 1 2 d S T P . .
C42 C 0.5000 0.5895(3) 0.63410(12) 0.0328(8) Uani 1 2 d S T P . .
C43 C 0.44894(10) 0.6544(2) 0.61439(9) 0.0332(6) Uani 1 1 d . . . . .
C44 C 0.46853(10) 0.7584(2) 0.58226(9) 0.0329(6) Uani 1 1 d . . . . .
C45 C 0.43825(11) 0.7913(2) 0.53687(9) 0.0340(6) Uani 1 1 d . . . . .
C46 C 0.46982(11) 0.8254(2) 0.48968(9) 0.0345(6) Uani 1 1 d . . . . .
C47 C 0.43800(10) 0.7757(2) 0.44502(9) 0.0335(6) Uani 1 1 d . . . . .
C48 C 0.46858(10) 0.7267(2) 0.40206(9) 0.0326(6) Uani 1 1 d . . . . .
N1 N 0.35953(8) 0.16670(18) 0.67653(7) 0.0315(5) Uani 1 1 d . . . . .
H1A H 0.3453 0.2390 0.6872 0.038 Uiso 1 1 calc R U . . .
N2 N 0.43351(8) 0.27937(18) 0.75261(7) 0.0301(5) Uani 1 1 d . . . . .
N3 N 0.36746(8) 0.52042(18) 0.72582(7) 0.0304(5) Uani 1 1 d . . . . .
H3A H 0.3741 0.4392 0.7272 0.037 Uiso 1 1 calc R U . . .
N4 N 0.27113(8) 0.38426(19) 0.68198(7) 0.0305(5) Uani 1 1 d . . . . .
N5 N 0.21394(8) 0.46650(18) 0.57923(7) 0.0303(5) Uani 1 1 d . . . . .
N6 N 0.23842(8) 0.68577(18) 0.52105(8) 0.0311(5) Uani 1 1 d . . . . .
H6B H 0.2340 0.6201 0.5004 0.037 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
C1 N1 1.362(3) . ?
C1 C2 1.376(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.403(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9500 . ?
C4 N1 1.382(3) . ?
C4 C5 1.441(3) . ?
C5 N2 1.296(3) . ?
C5 C6 1.511(3) . ?
C6 C5 1.511(3) 7_655 ?
C6 H6 0.9900 . ?
C6 H6A 0.9900 . ?
C7 C8 1.380(3) . ?
C7 N2 1.407(3) . ?
C7 C7 1.444(4) 7_655 ?
C8 C9 1.411(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.422(3) . ?
C9 C9 1.425(4) 7_655 ?
C10 C11 1.366(3) . ?
C10 H10 0.9500 . ?
C11 C11 1.411(5) 7_655 ?
C11 H11 0.9500 . ?
C12 N3 1.360(3) . ?
C12 C13 1.376(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(3) . ?
C14 H14 0.9500 . ?
C15 N3 1.381(3) . ?
C15 C16 1.437(3) . ?
C16 N4 1.301(3) . ?
C16 C28 1.507(3) . ?
C17 C18 1.386(3) . ?
C17 N4 1.413(3) . ?
C17 C26 1.437(3) . ?
C18 C19 1.407(3) . ?
C18 H18 0.9500 . ?
C19 C24 1.422(3) . ?
C19 C20 1.425(3) . ?
C20 C21 1.365(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.414(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.360(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.416(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.408(3) . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C26 N5 1.416(3) . ?
C27 N5 1.294(3) . ?
C27 C29 1.440(3) . ?
C27 C28 1.509(3) . ?
C28 H28 0.9900 . ?
C28 H28A 0.9900 . ?
C29 N6 1.378(3) . ?
C29 C30 1.387(3) . ?
C30 C31 1.398(4) . ?
C30 H33 0.9500 . ?
C31 C32 1.376(4) . ?
C31 H31 0.9500 . ?
C32 N6 1.352(3) . ?
C32 H32 0.9500 . ?
C33 C33 1.385(5) 3_566 ?
C33 C37 1.452(3) 3_566 ?
C33 C34 1.454(3) . ?
C34 C35 1.398(3) . ?
C34 C39 1.449(3) 3_566 ?
C35 C36 1.441(3) . ?
C35 C47 1.446(3) . ?
C36 C37 1.399(3) . ?
C36 C45 1.445(3) . ?
C37 C38 1.448(3) . ?
C37 C33 1.452(3) 3_566 ?
C38 C43 1.392(3) . ?
C38 C39 1.456(3) . ?
C39 C40 1.384(3) . ?
C39 C34 1.449(3) 3_566 ?
C40 C48 1.450(3) 3_566 ?
C40 C41 1.452(3) . ?
C41 C42 1.395(5) . ?
C41 C40 1.452(3) 7_655 ?
C42 C43 1.451(3) 7_655 ?
C42 C43 1.451(3) . ?
C43 C44 1.449(3) . ?
C44 C45 1.392(3) . ?
C44 C44 1.445(5) 7_655 ?
C45 C46 1.448(3) . ?
C46 C46 1.386(5) 7_655 ?
C46 C47 1.450(3) . ?
C47 C48 1.399(3) . ?
C48 C48 1.443(5) 7_655 ?
C48 C40 1.450(3) 3_566 ?
N1 H1A 0.8800 . ?
N3 H3A 0.8800 . ?
N6 H6B 0.8800 . ?

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
N1 C1 C2 108.8(2) . . ?
N1 C1 H1 125.6 . . ?
C2 C1 H1 125.6 . . ?
C1 C2 C3 107.0(2) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 H2 126.5 . . ?
C4 C3 C2 108.2(2) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
N1 C4 C3 106.7(2) . . ?
N1 C4 C5 122.8(2) . . ?
C3 C4 C5 130.5(2) . . ?
N2 C5 C4 120.1(2) . . ?
N2 C5 C6 121.3(2) . . ?
C4 C5 C6 118.6(2) . . ?
C5 C6 C5 108.0(3) 7_655 . ?
C5 C6 H6 110.1 7_655 . ?
C5 C6 H6 110.1 . . ?
C5 C6 H6A 110.1 7_655 . ?
C5 C6 H6A 110.1 . . ?
H6 C6 H6A 108.4 . . ?
C8 C7 N2 116.4(2) . . ?
C8 C7 C7 118.42(13) . 7_655 ?
N2 C7 C7 124.91(12) . 7_655 ?
C7 C8 C9 123.4(2) . . ?
C7 C8 H8 118.3 . . ?
C9 C8 H8 118.3 . . ?
C8 C9 C10 122.9(2) . . ?
C8 C9 C9 118.15(13) . 7_655 ?
C10 C9 C9 118.92(14) . 7_655 ?
C11 C10 C9 120.5(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C11 120.59(15) . 7_655 ?
C10 C11 H11 119.7 . . ?
C11 C11 H11 119.7 7_655 . ?
N3 C12 C13 108.6(2) . . ?
N3 C12 H12 125.7 . . ?
C13 C12 H12 125.7 . . ?
C12 C13 C14 107.3(2) . . ?
C12 C13 H13 126.3 . . ?
C14 C13 H13 126.3 . . ?
C15 C14 C13 108.0(2) . . ?
C15 C14 H14 126.0 . . ?
C13 C14 H14 126.0 . . ?
N3 C15 C14 106.7(2) . . ?
N3 C15 C16 123.4(2) . . ?
C14 C15 C16 129.8(2) . . ?
N4 C16 C15 121.2(2) . . ?
N4 C16 C28 121.0(2) . . ?
C15 C16 C28 117.9(2) . . ?
C18 C17 N4 117.5(2) . . ?
C18 C17 C26 118.1(2) . . ?
N4 C17 C26 124.2(2) . . ?
C17 C18 C19 123.1(2) . . ?
C17 C18 H18 118.4 . . ?
C19 C18 H18 118.4 . . ?
C18 C19 C24 118.6(2) . . ?
C18 C19 C20 123.0(2) . . ?
C24 C19 C20 118.3(2) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 120.8(2) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 121.1(2) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C25 C24 C23 122.7(2) . . ?
C25 C24 C19 118.1(2) . . ?
C23 C24 C19 119.3(2) . . ?
C26 C25 C24 123.1(2) . . ?
C26 C25 H25 118.4 . . ?
C24 C25 H25 118.4 . . ?
C25 C26 N5 115.7(2) . . ?
C25 C26 C17 118.9(2) . . ?
N5 C26 C17 125.3(2) . . ?
N5 C27 C29 120.2(2) . . ?
N5 C27 C28 121.6(2) . . ?
C29 C27 C28 118.2(2) . . ?
C16 C28 C27 107.22(18) . . ?
C16 C28 H28 110.3 . . ?
C27 C28 H28 110.3 . . ?
C16 C28 H28A 110.3 . . ?
C27 C28 H28A 110.3 . . ?
H28 C28 H28A 108.5 . . ?
N6 C29 C30 106.9(2) . . ?
N6 C29 C27 122.1(2) . . ?
C30 C29 C27 131.0(2) . . ?
C29 C30 C31 107.8(2) . . ?
C29 C30 H33 126.1 . . ?
C31 C30 H33 126.1 . . ?
C32 C31 C30 107.3(2) . . ?
C32 C31 H31 126.4 . . ?
C30 C31 H31 126.4 . . ?
N6 C32 C31 108.5(2) . . ?
N6 C32 H32 125.7 . . ?
C31 C32 H32 125.7 . . ?
C33 C33 C37 119.8(3) 3_566 3_566 ?
C33 C33 C34 120.5(3) 3_566 . ?
C37 C33 C34 108.0(2) 3_566 . ?
C35 C34 C39 119.9(2) . 3_566 ?
C35 C34 C33 119.5(2) . . ?
C39 C34 C33 108.0(2) 3_566 . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 C47 120.1(2) . . ?
C36 C35 C47 108.1(2) . . ?
C37 C36 C35 120.1(2) . . ?
C37 C36 C45 119.9(2) . . ?
C35 C36 C45 108.2(2) . . ?
C36 C37 C38 120.1(2) . . ?
C36 C37 C33 119.9(2) . 3_566 ?
C38 C37 C33 107.9(2) . 3_566 ?
C43 C38 C37 119.9(2) . . ?
C43 C38 C39 119.8(2) . . ?
C37 C38 C39 108.2(2) . . ?
C40 C39 C34 120.0(2) . 3_566 ?
C40 C39 C38 120.4(2) . . ?
C34 C39 C38 107.8(2) 3_566 . ?
C39 C40 C48 120.3(2) . 3_566 ?
C39 C40 C41 120.0(2) . . ?
C48 C40 C41 107.9(2) 3_566 . ?
C42 C41 C40 119.85(18) . . ?
C42 C41 C40 119.85(18) . 7_655 ?
C40 C41 C40 107.9(3) . 7_655 ?
C41 C42 C43 120.19(17) . 7_655 ?
C41 C42 C43 120.19(17) . . ?
C43 C42 C43 107.8(3) 7_655 . ?
C38 C43 C44 119.9(2) . . ?
C38 C43 C42 119.9(2) . . ?
C44 C43 C42 108.0(2) . . ?
C45 C44 C44 119.98(14) . 7_655 ?
C45 C44 C43 120.3(2) . . ?
C44 C44 C43 108.09(13) 7_655 . ?
C44 C45 C36 119.9(2) . . ?
C44 C45 C46 120.0(2) . . ?
C36 C45 C46 108.1(2) . . ?
C46 C46 C45 120.05(14) 7_655 . ?
C46 C46 C47 120.26(14) 7_655 . ?
C45 C46 C47 107.7(2) . . ?
C48 C47 C35 119.7(2) . . ?
C48 C47 C46 119.6(2) . . ?
C35 C47 C46 108.0(2) . . ?
C47 C48 C48 120.13(14) . 7_655 ?
C47 C48 C40 119.9(2) . 3_566 ?
C48 C48 C40 108.17(13) 7_655 3_566 ?
C1 N1 C4 109.37(19) . . ?
C1 N1 H1A 125.3 . . ?
C4 N1 H1A 125.3 . . ?
C5 N2 C7 119.9(2) . . ?
C12 N3 C15 109.43(19) . . ?
C12 N3 H3A 125.3 . . ?
C15 N3 H3A 125.3 . . ?
C16 N4 C17 119.4(2) . . ?
C27 N5 C26 119.82(19) . . ?
C32 N6 C29 109.5(2) . . ?
C32 N6 H6B 125.2 . . ?
C29 N6 H6B 125.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.4(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 N1 -0.4(3) . . . . ?
C2 C3 C4 C5 179.8(2) . . . . ?
N1 C4 C5 N2 -3.1(3) . . . . ?
C3 C4 C5 N2 176.7(2) . . . . ?
N1 C4 C5 C6 176.9(2) . . . . ?
C3 C4 C5 C6 -3.4(4) . . . . ?
N2 C5 C6 C5 -68.4(3) . . . 7_655 ?
C4 C5 C6 C5 111.7(2) . . . 7_655 ?
N2 C7 C8 C9 -175.0(2) . . . . ?
C7 C7 C8 C9 -0.5(3) 7_655 . . . ?
C7 C8 C9 C10 179.0(2) . . . . ?
C7 C8 C9 C9 0.5(3) . . . 7_655 ?
C8 C9 C10 C11 -178.3(2) . . . . ?
C9 C9 C10 C11 0.2(3) 7_655 . . . ?
C9 C10 C11 C11 -0.2(3) . . . 7_655 ?
N3 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 N3 0.1(2) . . . . ?
C13 C14 C15 C16 -177.1(2) . . . . ?
N3 C15 C16 N4 1.5(3) . . . . ?
C14 C15 C16 N4 178.3(2) . . . . ?
N3 C15 C16 C28 -177.3(2) . . . . ?
C14 C15 C16 C28 -0.5(3) . . . . ?
N4 C17 C18 C19 -173.7(2) . . . . ?
C26 C17 C18 C19 1.0(3) . . . . ?
C17 C18 C19 C24 0.5(3) . . . . ?
C17 C18 C19 C20 179.0(2) . . . . ?
C18 C19 C20 C21 -176.7(2) . . . . ?
C24 C19 C20 C21 1.8(4) . . . . ?
C19 C20 C21 C22 -1.5(4) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
C22 C23 C24 C25 178.3(2) . . . . ?
C22 C23 C24 C19 -0.1(4) . . . . ?
C18 C19 C24 C25 -0.9(3) . . . . ?
C20 C19 C24 C25 -179.4(2) . . . . ?
C18 C19 C24 C23 177.6(2) . . . . ?
C20 C19 C24 C23 -0.9(3) . . . . ?
C23 C24 C25 C26 -178.8(2) . . . . ?
C19 C24 C25 C26 -0.4(4) . . . . ?
C24 C25 C26 N5 179.0(2) . . . . ?
C24 C25 C26 C17 2.0(4) . . . . ?
C18 C17 C26 C25 -2.2(3) . . . . ?
N4 C17 C26 C25 172.1(2) . . . . ?
C18 C17 C26 N5 -179.0(2) . . . . ?
N4 C17 C26 N5 -4.6(4) . . . . ?
N4 C16 C28 C27 -71.8(3) . . . . ?
C15 C16 C28 C27 107.1(2) . . . . ?
N5 C27 C28 C16 67.2(3) . . . . ?
C29 C27 C28 C16 -112.7(2) . . . . ?
N5 C27 C29 N6 -1.1(3) . . . . ?
C28 C27 C29 N6 178.8(2) . . . . ?
N5 C27 C29 C30 179.1(2) . . . . ?
C28 C27 C29 C30 -1.0(4) . . . . ?
N6 C29 C30 C31 -0.6(3) . . . . ?
C27 C29 C30 C31 179.2(2) . . . . ?
C29 C30 C31 C32 0.3(3) . . . . ?
C30 C31 C32 N6 0.1(3) . . . . ?
C33 C33 C34 C35 0.5(3) 3_566 . . . ?
C37 C33 C34 C35 -142.6(2) 3_566 . . . ?
C33 C33 C34 C39 142.30(17) 3_566 . . 3_566 ?
C37 C33 C34 C39 -0.8(3) 3_566 . . 3_566 ?
C39 C34 C35 C36 -137.8(2) 3_566 . . . ?
C33 C34 C35 C36 -0.4(3) . . . . ?
C39 C34 C35 C47 0.9(3) 3_566 . . . ?
C33 C34 C35 C47 138.3(2) . . . . ?
C34 C35 C36 C37 0.0(3) . . . . ?
C47 C35 C36 C37 -143.1(2) . . . . ?
C34 C35 C36 C45 142.8(2) . . . . ?
C47 C35 C36 C45 -0.3(2) . . . . ?
C35 C36 C37 C38 138.5(2) . . . . ?
C45 C36 C37 C38 -0.1(3) . . . . ?
C35 C36 C37 C33 0.4(3) . . . 3_566 ?
C45 C36 C37 C33 -138.1(2) . . . 3_566 ?
C36 C37 C38 C43 -0.1(3) . . . . ?
C33 C37 C38 C43 142.4(2) 3_566 . . . ?
C36 C37 C38 C39 -142.4(2) . . . . ?
C33 C37 C38 C39 0.1(3) 3_566 . . . ?
C43 C38 C39 C40 0.0(3) . . . . ?
C37 C38 C39 C40 142.3(2) . . . . ?
C43 C38 C39 C34 -142.9(2) . . . 3_566 ?
C37 C38 C39 C34 -0.6(2) . . . 3_566 ?
C34 C39 C40 C48 0.3(3) 3_566 . . 3_566 ?
C38 C39 C40 C48 -138.2(2) . . . 3_566 ?
C34 C39 C40 C41 138.7(2) 3_566 . . . ?
C38 C39 C40 C41 0.3(3) . . . . ?
C39 C40 C41 C42 -0.5(4) . . . . ?
C48 C40 C41 C42 142.5(2) 3_566 . . . ?
C39 C40 C41 C40 -142.52(19) . . . 7_655 ?
C48 C40 C41 C40 0.5(3) 3_566 . . 7_655 ?
C40 C41 C42 C43 -138.0(2) . . . 7_655 ?
C40 C41 C42 C43 -0.5(4) 7_655 . . 7_655 ?
C40 C41 C42 C43 0.5(4) . . . . ?
C40 C41 C42 C43 138.0(2) 7_655 . . . ?
C37 C38 C43 C44 -0.2(3) . . . . ?
C39 C38 C43 C44 137.8(2) . . . . ?
C37 C38 C43 C42 -138.0(2) . . . . ?
C39 C38 C43 C42 0.0(3) . . . . ?
C41 C42 C43 C38 -0.2(4) . . . . ?
C43 C42 C43 C38 142.76(19) 7_655 . . . ?
C41 C42 C43 C44 -142.5(3) . . . . ?
C43 C42 C43 C44 0.4(3) 7_655 . . . ?
C38 C43 C44 C45 0.5(3) . . . . ?
C42 C43 C44 C45 142.8(2) . . . . ?
C38 C43 C44 C44 -142.56(18) . . . 7_655 ?
C42 C43 C44 C44 -0.3(2) . . . 7_655 ?
C44 C44 C45 C36 138.11(16) 7_655 . . . ?
C43 C44 C45 C36 -0.7(3) . . . . ?
C44 C44 C45 C46 0.0(3) 7_655 . . . ?
C43 C44 C45 C46 -138.8(2) . . . . ?
C37 C36 C45 C44 0.4(3) . . . . ?
C35 C36 C45 C44 -142.5(2) . . . . ?
C37 C36 C45 C46 143.0(2) . . . . ?
C35 C36 C45 C46 0.1(3) . . . . ?
C44 C45 C46 C46 0.0(3) . . . 7_655 ?
C36 C45 C46 C46 -142.51(14) . . . 7_655 ?
C44 C45 C46 C47 142.7(2) . . . . ?
C36 C45 C46 C47 0.2(3) . . . . ?
C34 C35 C47 C48 -1.0(3) . . . . ?
C36 C35 C47 C48 142.1(2) . . . . ?
C34 C35 C47 C46 -142.7(2) . . . . ?
C36 C35 C47 C46 0.4(3) . . . . ?
C46 C46 C47 C48 0.5(3) 7_655 . . . ?
C45 C46 C47 C48 -142.1(2) . . . . ?
C46 C46 C47 C35 142.23(13) 7_655 . . . ?
C45 C46 C47 C35 -0.4(3) . . . . ?
C35 C47 C48 C48 -137.79(16) . . . 7_655 ?
C46 C47 C48 C48 -0.5(3) . . . 7_655 ?
C35 C47 C48 C40 0.7(3) . . . 3_566 ?
C46 C47 C48 C40 138.0(2) . . . 3_566 ?
C2 C1 N1 C4 -0.7(3) . . . . ?
C3 C4 N1 C1 0.7(2) . . . . ?
C5 C4 N1 C1 -179.5(2) . . . . ?
C4 C5 N2 C7 179.07(19) . . . . ?
C6 C5 N2 C7 -0.9(3) . . . . ?
C8 C7 N2 C5 -143.0(2) . . . . ?
C7 C7 N2 C5 42.9(2) 7_655 . . . ?
C13 C12 N3 C15 0.4(3) . . . . ?
C14 C15 N3 C12 -0.3(2) . . . . ?
C16 C15 N3 C12 177.2(2) . . . . ?
C15 C16 N4 C17 -176.41(19) . . . . ?
C28 C16 N4 C17 2.4(3) . . . . ?
C18 C17 N4 C16 -141.3(2) . . . . ?
C26 C17 N4 C16 44.3(3) . . . . ?
C29 C27 N5 C26 -177.3(2) . . . . ?
C28 C27 N5 C26 2.8(3) . . . . ?
C25 C26 N5 C27 141.7(2) . . . . ?
C17 C26 N5 C27 -41.4(3) . . . . ?
C31 C32 N6 C29 -0.5(3) . . . . ?
C30 C29 N6 C32 0.7(3) . . . . ?
C27 C29 N6 C32 -179.1(2) . . . . ?

_refine_diff_density_max         1.230
_refine_diff_density_min         -1.176
_refine_diff_density_rms         0.269

