# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_exp_695_auto
_database_code_depnum_ccdc_archive 'CCDC 2365317'
loop_
_audit_author_name
_audit_author_address
'Ryohei Yamakado'
;Yamagata University
Japan
;
_audit_update_record             
;
2025-02-12 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H38 N6 O2'
_chemical_formula_sum            'C52 H38 N6 O2'
_chemical_formula_weight         778.88

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.0437(2)
_cell_length_b                   13.0080(3)
_cell_length_c                   18.6634(4)
_cell_angle_alpha                87.033(2)
_cell_angle_beta                 87.389(2)
_cell_angle_gamma                84.729(2)
_cell_volume                     1940.30(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    50330
_cell_measurement_theta_min      1.873
_cell_measurement_theta_max      30.148

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.38776
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50330
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.873
_diffrn_reflns_theta_max         30.148
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9852
_reflns_number_gt                7968
_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       'CrysAlisPro 1.171.43.115a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.115a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.115a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0567P)²+0.3795P] 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         9852
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1137
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
O11 O 0.57741(11) 0.81597(6) 0.39748(5) 0.0276(2) Uani 1 1 d . . . . .
O41 O 0.80910(11) 0.29402(6) 0.52104(5) 0.0283(2) Uani 1 1 d . . . . .
N3 N 0.74170(13) 0.50321(8) 0.48821(5) 0.0258(2) Uani 1 1 d . . . . .
H3 H 0.763750 0.436047 0.495441 0.031 Uiso 1 1 calc R U . . .
N2 N 0.65298(13) 0.54656(8) 0.43389(5) 0.0242(2) Uani 1 1 d . . . . .
N18 N 0.18769(13) 0.63672(9) 0.15171(5) 0.0258(2) Uani 1 1 d . . . . .
N32 N 0.73402(14) 0.04202(8) 0.47592(6) 0.0299(2) Uani 1 1 d . . . . .
N48 N 1.06030(13) 0.00503(8) 0.78620(5) 0.0268(2) Uani 1 1 d . . . . .
N33 N 0.66196(15) 0.01698(8) 0.41674(6) 0.0316(2) Uani 1 1 d . . . . .
H33 H 0.648003 -0.046893 0.406563 0.038 Uiso 1 1 calc R U . . .
C9 C 0.73257(14) 0.67179(9) 0.50323(6) 0.0210(2) Uani 1 1 d . . . . .
C15 C 0.46809(14) 0.69362(9) 0.32898(6) 0.0201(2) Uani 1 1 d . . . . .
C19 C 0.25932(15) 0.66267(9) 0.08231(6) 0.0225(2) Uani 1 1 d . . . . .
C25 C 0.03966(14) 0.58651(9) 0.15885(6) 0.0221(2) Uani 1 1 d . . . . .
C1 C 0.64415(14) 0.64870(9) 0.44160(6) 0.0209(2) Uani 1 1 d . . . . .
C10 C 0.56276(14) 0.72370(9) 0.39025(6) 0.0206(2) Uani 1 1 d . . . . .
C31 C 0.73201(15) 0.14468(9) 0.47269(6) 0.0235(2) Uani 1 1 d . . . . .
C39 C 0.65638(15) 0.18778(9) 0.40835(6) 0.0225(2) Uani 1 1 d . . . . .
C45 C 0.86898(15) 0.14454(9) 0.59445(6) 0.0221(2) Uani 1 1 d . . . . .
C13 C 0.30734(15) 0.57983(9) 0.26770(6) 0.0233(2) Uani 1 1 d . . . . .
H13 H 0.261816 0.515210 0.265885 0.028 Uiso 1 1 calc R U . . .
C4 C 0.79428(15) 0.57442(9) 0.53117(6) 0.0231(2) Uani 1 1 d . . . . .
C14 C 0.39894(14) 0.59951(9) 0.32581(6) 0.0219(2) Uani 1 1 d . . . . .
H14 H 0.414792 0.548518 0.363780 0.026 Uiso 1 1 calc R U . . .
C12 C 0.28162(15) 0.65415(10) 0.21200(6) 0.0228(2) Uani 1 1 d . . . . .
C30 C -0.01689(16) 0.53697(10) 0.10129(7) 0.0266(3) Uani 1 1 d . . . . .
H30 H 0.046089 0.535963 0.056972 0.032 Uiso 1 1 calc R U . . .
C26 C -0.05637(15) 0.58717(10) 0.22331(7) 0.0260(3) Uani 1 1 d . . . . .
H26 H -0.021793 0.622105 0.262757 0.031 Uiso 1 1 calc R U . . .
C49 C 1.17647(15) 0.04872(10) 0.82867(6) 0.0241(2) Uani 1 1 d . . . . .
C55 C 0.99393(15) -0.08743(10) 0.81559(6) 0.0248(2) Uani 1 1 d . . . . .
C40 C 0.80286(15) 0.19996(9) 0.52909(6) 0.0223(2) Uani 1 1 d . . . . .
C16 C 0.44265(15) 0.76730(9) 0.27259(6) 0.0244(2) Uani 1 1 d . . . . .
H16 H 0.489516 0.831574 0.273842 0.029 Uiso 1 1 calc R U . . .
C42 C 0.99764(15) 0.05260(9) 0.72283(6) 0.0227(2) Uani 1 1 d . . . . .
C46 C 0.99983(15) 0.18441(9) 0.62716(6) 0.0246(2) Uani 1 1 d . . . . .
H46 H 1.044073 0.244838 0.606353 0.030 Uiso 1 1 calc R U . . .
C8 C 0.76931(15) 0.76076(10) 0.53691(6) 0.0255(3) Uani 1 1 d . . . . .
H8 H 0.727750 0.827685 0.519491 0.031 Uiso 1 1 calc R U . . .
C54 C 1.15910(16) 0.15217(10) 0.84501(7) 0.0278(3) Uani 1 1 d . . . . .
H54 H 1.067987 0.196492 0.827374 0.033 Uiso 1 1 calc R U . . .
C60 C 1.02953(16) -0.18044(10) 0.78249(7) 0.0280(3) Uani 1 1 d . . . . .
H60 H 1.099830 -0.183887 0.740220 0.034 Uiso 1 1 calc R U . . .
C38 C 0.61787(16) 0.28692(10) 0.37635(7) 0.0266(3) Uani 1 1 d . . . . .
H38 H 0.646618 0.346975 0.398061 0.032 Uiso 1 1 calc R U . . .
C34 C 0.61262(16) 0.10134(10) 0.37401(6) 0.0256(3) Uani 1 1 d . . . . .
C44 C 0.80328(15) 0.05736(9) 0.62712(6) 0.0246(2) Uani 1 1 d . . . . .
H44 H 0.715733 0.027721 0.605306 0.030 Uiso 1 1 calc R U . . .
C20 C 0.17166(16) 0.72936(10) 0.03388(7) 0.0277(3) Uani 1 1 d . . . . .
H20 H 0.061806 0.757892 0.046327 0.033 Uiso 1 1 calc R U . . .
C17 C 0.35030(16) 0.74799(10) 0.21502(6) 0.0258(3) Uani 1 1 d . . . . .
H17 H 0.333553 0.799147 0.177211 0.031 Uiso 1 1 calc R U . . .
C24 C 0.41892(16) 0.62174(10) 0.06340(7) 0.0281(3) Uani 1 1 d . . . . .
H24 H 0.479081 0.575879 0.096262 0.034 Uiso 1 1 calc R U . . .
C43 C 0.86404(15) 0.01366(9) 0.69079(6) 0.0251(3) Uani 1 1 d . . . . .
H43 H 0.814292 -0.043840 0.713242 0.030 Uiso 1 1 calc R U . . .
C7 C 0.86705(17) 0.74810(11) 0.59574(7) 0.0311(3) Uani 1 1 d . . . . .
H7 H 0.893268 0.807337 0.619173 0.037 Uiso 1 1 calc R U . . .
C5 C 0.89434(16) 0.56118(11) 0.59120(6) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.935568 0.494592 0.609383 0.034 Uiso 1 1 calc R U . . .
C50 C 1.30848(16) -0.01560(10) 0.85627(7) 0.0281(3) Uani 1 1 d . . . . .
H50 H 1.321678 -0.086487 0.845347 0.034 Uiso 1 1 calc R U . . .
C59 C 0.96183(18) -0.26812(10) 0.81153(7) 0.0326(3) Uani 1 1 d . . . . .
H59 H 0.985556 -0.331899 0.788919 0.039 Uiso 1 1 calc R U . . .
C47 C 1.06699(15) 0.13843(10) 0.68902(6) 0.0255(3) Uani 1 1 d . . . . .
H47 H 1.160237 0.165009 0.708676 0.031 Uiso 1 1 calc R U . . .
C53 C 1.27440(17) 0.19095(11) 0.88700(7) 0.0314(3) Uani 1 1 d . . . . .
H53 H 1.263614 0.262234 0.896835 0.038 Uiso 1 1 calc R U . . .
C22 C 0.40515(17) 0.71352(11) -0.05132(7) 0.0310(3) Uani 1 1 d . . . . .
H22 H 0.455011 0.731198 -0.096888 0.037 Uiso 1 1 calc R U . . .
C29 C -0.16436(17) 0.48919(11) 0.10828(7) 0.0318(3) Uani 1 1 d . . . . .
H29 H -0.202695 0.456926 0.068391 0.038 Uiso 1 1 calc R U . . .
C23 C 0.49213(17) 0.64705(11) -0.00320(7) 0.0314(3) Uani 1 1 d . . . . .
H23 H 0.602044 0.618660 -0.015701 0.038 Uiso 1 1 calc R U . . .
C52 C 1.40531(17) 0.12653(11) 0.91475(7) 0.0321(3) Uani 1 1 d . . . . .
H52 H 1.483533 0.153189 0.943881 0.038 Uiso 1 1 calc R U . . .
C27 C -0.20151(16) 0.53719(11) 0.22994(7) 0.0304(3) Uani 1 1 d . . . . .
H27 H -0.264243 0.536664 0.274316 0.036 Uiso 1 1 calc R U . . .
C51 C 1.42082(17) 0.02329(11) 0.89962(7) 0.0318(3) Uani 1 1 d . . . . .
H51 H 1.509223 -0.021493 0.919092 0.038 Uiso 1 1 calc R U . . .
C37 C 0.53721(17) 0.29408(11) 0.31257(7) 0.0316(3) Uani 1 1 d . . . . .
H37 H 0.509455 0.360451 0.290397 0.038 Uiso 1 1 calc R U . . .
C56 C 0.89263(17) -0.08294(11) 0.87763(7) 0.0320(3) Uani 1 1 d . . . . .
H56 H 0.868918 -0.019341 0.900472 0.038 Uiso 1 1 calc R U . . .
C35 C 0.53177(17) 0.10852(11) 0.30885(7) 0.0305(3) Uani 1 1 d . . . . .
H35 H 0.504046 0.048911 0.286284 0.037 Uiso 1 1 calc R U . . .
C21 C 0.24512(17) 0.75412(11) -0.03270(7) 0.0319(3) Uani 1 1 d . . . . .
H21 H 0.184822 0.799445 -0.065837 0.038 Uiso 1 1 calc R U . . .
C36 C 0.49470(17) 0.20638(11) 0.27931(7) 0.0332(3) Uani 1 1 d . . . . .
H36 H 0.438969 0.214887 0.235313 0.040 Uiso 1 1 calc R U . . .
C6 C 0.92924(17) 0.64935(11) 0.62210(7) 0.0320(3) Uani 1 1 d . . . . .
H6 H 0.997522 0.643793 0.662581 0.038 Uiso 1 1 calc R U . . .
C28 C -0.25587(16) 0.48807(11) 0.17256(8) 0.0328(3) Uani 1 1 d . . . . .
H28 H -0.355424 0.453832 0.177377 0.039 Uiso 1 1 calc R U . . .
C58 C 0.86009(17) -0.26367(11) 0.87309(8) 0.0353(3) Uani 1 1 d . . . . .
H58 H 0.813606 -0.324133 0.892556 0.042 Uiso 1 1 calc R U . . .
C57 C 0.82597(18) -0.17138(12) 0.90630(8) 0.0367(3) Uani 1 1 d . . . . .
H57 H 0.756701 -0.168427 0.948890 0.044 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
O11 C10 1.2316(14) . ?
O41 C40 1.2303(14) . ?
N3 N2 1.3370(14) . ?
N3 C4 1.3637(15) . ?
N3 H3 0.8800 . ?
N2 C1 1.3389(15) . ?
N18 C25 1.4077(15) . ?
N18 C12 1.4227(14) . ?
N18 C19 1.4303(15) . ?
N32 C31 1.3323(16) . ?
N32 N33 1.3388(15) . ?
N48 C42 1.3988(15) . ?
N48 C49 1.4269(15) . ?
N48 C55 1.4338(16) . ?
N33 C34 1.3623(16) . ?
N33 H33 0.8800 . ?
C9 C4 1.4008(16) . ?
C9 C8 1.4060(16) . ?
C9 C1 1.4383(15) . ?
C15 C16 1.3954(16) . ?
C15 C14 1.3954(16) . ?
C15 C10 1.4903(15) . ?
C19 C24 1.3816(18) . ?
C19 C20 1.3897(17) . ?
C25 C30 1.3951(16) . ?
C25 C26 1.3997(17) . ?
C1 C10 1.4635(16) . ?
C31 C39 1.4355(16) . ?
C31 C40 1.4690(16) . ?
C39 C34 1.4025(16) . ?
C39 C38 1.4069(17) . ?
C45 C46 1.3932(17) . ?
C45 C44 1.3951(17) . ?
C45 C40 1.4794(16) . ?
C13 C14 1.3858(16) . ?
C13 C12 1.3917(17) . ?
C13 H13 0.9500 . ?
C4 C5 1.4035(16) . ?
C14 H14 0.9500 . ?
C12 C17 1.3900(17) . ?
C30 C29 1.3869(18) . ?
C30 H30 0.9500 . ?
C26 C27 1.3852(18) . ?
C26 H26 0.9500 . ?
C49 C54 1.3883(18) . ?
C49 C50 1.3910(17) . ?
C55 C60 1.3873(18) . ?
C55 C56 1.3859(18) . ?
C16 C17 1.3799(16) . ?
C16 H16 0.9500 . ?
C42 C47 1.4019(17) . ?
C42 C43 1.3996(17) . ?
C46 C47 1.3816(17) . ?
C46 H46 0.9500 . ?
C8 C7 1.3736(17) . ?
C8 H8 0.9500 . ?
C54 C53 1.3863(18) . ?
C54 H54 0.9500 . ?
C60 C59 1.3837(19) . ?
C60 H60 0.9500 . ?
C38 C37 1.3763(17) . ?
C38 H38 0.9500 . ?
C34 C35 1.3998(17) . ?
C44 C43 1.3804(16) . ?
C44 H44 0.9500 . ?
C20 C21 1.3868(18) . ?
C20 H20 0.9500 . ?
C17 H17 0.9500 . ?
C24 C23 1.3881(18) . ?
C24 H24 0.9500 . ?
C43 H43 0.9500 . ?
C7 C6 1.408(2) . ?
C7 H7 0.9500 . ?
C5 C6 1.3671(19) . ?
C5 H5 0.9500 . ?
C50 C51 1.3857(18) . ?
C50 H50 0.9500 . ?
C59 C58 1.380(2) . ?
C59 H59 0.9500 . ?
C47 H47 0.9500 . ?
C53 C52 1.3863(19) . ?
C53 H53 0.9500 . ?
C22 C21 1.382(2) . ?
C22 C23 1.3819(19) . ?
C22 H22 0.9500 . ?
C29 C28 1.379(2) . ?
C29 H29 0.9500 . ?
C23 H23 0.9500 . ?
C52 C51 1.380(2) . ?
C52 H52 0.9500 . ?
C27 C28 1.3825(19) . ?
C27 H27 0.9500 . ?
C51 H51 0.9500 . ?
C37 C36 1.403(2) . ?
C37 H37 0.9500 . ?
C56 C57 1.386(2) . ?
C56 H56 0.9500 . ?
C35 C36 1.373(2) . ?
C35 H35 0.9500 . ?
C21 H21 0.9500 . ?
C36 H36 0.9500 . ?
C6 H6 0.9500 . ?
C28 H28 0.9500 . ?
C58 C57 1.379(2) . ?
C58 H58 0.9500 . ?
C57 H57 0.9500 . ?

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
N2 N3 C4 112.64(10) . . ?
N2 N3 H3 123.7 . . ?
C4 N3 H3 123.7 . . ?
N3 N2 C1 106.10(9) . . ?
C25 N18 C12 121.98(10) . . ?
C25 N18 C19 120.79(9) . . ?
C12 N18 C19 116.91(9) . . ?
C31 N32 N33 106.36(10) . . ?
C42 N48 C49 123.72(10) . . ?
C42 N48 C55 119.62(10) . . ?
C49 N48 C55 116.34(9) . . ?
N32 N33 C34 112.53(10) . . ?
N32 N33 H33 123.7 . . ?
C34 N33 H33 123.7 . . ?
C4 C9 C8 119.23(11) . . ?
C4 C9 C1 103.75(10) . . ?
C8 C9 C1 137.01(11) . . ?
C16 C15 C14 118.60(10) . . ?
C16 C15 C10 116.76(10) . . ?
C14 C15 C10 124.59(10) . . ?
C24 C19 C20 119.44(11) . . ?
C24 C19 N18 119.51(11) . . ?
C20 C19 N18 121.05(11) . . ?
C30 C25 C26 118.40(11) . . ?
C30 C25 N18 120.76(11) . . ?
C26 C25 N18 120.82(10) . . ?
N2 C1 C9 110.71(10) . . ?
N2 C1 C10 122.71(10) . . ?
C9 C1 C10 126.48(10) . . ?
O11 C10 C1 117.81(10) . . ?
O11 C10 C15 118.88(10) . . ?
C1 C10 C15 123.28(10) . . ?
N32 C31 C39 110.61(10) . . ?
N32 C31 C40 121.57(11) . . ?
C39 C31 C40 127.81(11) . . ?
C34 C39 C38 119.02(11) . . ?
C34 C39 C31 103.98(10) . . ?
C38 C39 C31 136.98(11) . . ?
C46 C45 C44 117.99(10) . . ?
C46 C45 C40 118.05(10) . . ?
C44 C45 C40 123.90(11) . . ?
C14 C13 C12 120.41(11) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
N3 C4 C9 106.79(10) . . ?
N3 C4 C5 130.34(12) . . ?
C9 C4 C5 122.85(11) . . ?
C13 C14 C15 120.53(11) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C17 C12 C13 119.19(11) . . ?
C17 C12 N18 118.90(11) . . ?
C13 C12 N18 121.90(11) . . ?
C29 C30 C25 120.49(12) . . ?
C29 C30 H30 119.8 . . ?
C25 C30 H30 119.8 . . ?
C27 C26 C25 120.42(12) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C54 C49 C50 119.16(11) . . ?
C54 C49 N48 122.22(11) . . ?
C50 C49 N48 118.59(11) . . ?
C60 C55 C56 120.08(12) . . ?
C60 C55 N48 120.76(11) . . ?
C56 C55 N48 119.16(12) . . ?
O41 C40 C31 119.04(10) . . ?
O41 C40 C45 119.64(10) . . ?
C31 C40 C45 121.31(10) . . ?
C17 C16 C15 120.85(11) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
N48 C42 C47 121.74(11) . . ?
N48 C42 C43 120.08(11) . . ?
C47 C42 C43 118.16(11) . . ?
C47 C46 C45 121.77(11) . . ?
C47 C46 H46 119.1 . . ?
C45 C46 H46 119.1 . . ?
C7 C8 C9 118.07(12) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
C53 C54 C49 120.15(12) . . ?
C53 C54 H54 119.9 . . ?
C49 C54 H54 119.9 . . ?
C59 C60 C55 119.48(12) . . ?
C59 C60 H60 120.3 . . ?
C55 C60 H60 120.3 . . ?
C37 C38 C39 117.85(12) . . ?
C37 C38 H38 121.1 . . ?
C39 C38 H38 121.1 . . ?
N33 C34 C35 130.33(12) . . ?
N33 C34 C39 106.52(11) . . ?
C35 C34 C39 123.15(12) . . ?
C43 C44 C45 120.75(11) . . ?
C43 C44 H44 119.6 . . ?
C45 C44 H44 119.6 . . ?
C21 C20 C19 119.76(12) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C16 C17 C12 120.41(11) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C19 C24 C23 120.58(12) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C44 C43 C42 121.15(11) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C8 C7 C6 121.49(12) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C6 C5 C4 116.36(12) . . ?
C6 C5 H5 121.8 . . ?
C4 C5 H5 121.8 . . ?
C51 C50 C49 120.27(12) . . ?
C51 C50 H50 119.9 . . ?
C49 C50 H50 119.9 . . ?
C58 C59 C60 120.52(13) . . ?
C58 C59 H59 119.7 . . ?
C60 C59 H59 119.7 . . ?
C46 C47 C42 120.06(11) . . ?
C46 C47 H47 120.0 . . ?
C42 C47 H47 120.0 . . ?
C54 C53 C52 120.53(12) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C21 C22 C23 119.53(12) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C28 C29 C30 120.64(12) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C22 C23 C24 120.00(12) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C51 C52 C53 119.31(12) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
C28 C27 C26 120.58(12) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C52 C51 C50 120.53(12) . . ?
C52 C51 H51 119.7 . . ?
C50 C51 H51 119.7 . . ?
C38 C37 C36 122.02(12) . . ?
C38 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C57 C56 C55 119.88(13) . . ?
C57 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?
C36 C35 C34 116.40(12) . . ?
C36 C35 H35 121.8 . . ?
C34 C35 H35 121.8 . . ?
C22 C21 C20 120.68(12) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C35 C36 C37 121.55(12) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C5 C6 C7 121.98(12) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C29 C28 C27 119.43(12) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C57 C58 C59 119.95(13) . . ?
C57 C58 H58 120.0 . . ?
C59 C58 H58 120.0 . . ?
C58 C57 C56 120.08(13) . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?

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
C4 N3 N2 C1 -0.99(13) . . . . ?
C31 N32 N33 C34 0.25(15) . . . . ?
C25 N18 C19 C24 -119.74(13) . . . . ?
C12 N18 C19 C24 53.92(16) . . . . ?
C25 N18 C19 C20 61.01(16) . . . . ?
C12 N18 C19 C20 -125.33(13) . . . . ?
C12 N18 C25 C30 -156.41(12) . . . . ?
C19 N18 C25 C30 16.93(18) . . . . ?
C12 N18 C25 C26 25.11(17) . . . . ?
C19 N18 C25 C26 -161.56(11) . . . . ?
N3 N2 C1 C9 0.58(13) . . . . ?
N3 N2 C1 C10 177.15(10) . . . . ?
C4 C9 C1 N2 0.01(13) . . . . ?
C8 C9 C1 N2 178.54(13) . . . . ?
C4 C9 C1 C10 -176.41(11) . . . . ?
C8 C9 C1 C10 2.1(2) . . . . ?
N2 C1 C10 O11 -171.94(11) . . . . ?
C9 C1 C10 O11 4.07(18) . . . . ?
N2 C1 C10 C15 6.23(18) . . . . ?
C9 C1 C10 C15 -177.75(11) . . . . ?
C16 C15 C10 O11 17.70(16) . . . . ?
C14 C15 C10 O11 -159.74(11) . . . . ?
C16 C15 C10 C1 -160.46(11) . . . . ?
C14 C15 C10 C1 22.10(17) . . . . ?
N33 N32 C31 C39 -0.42(14) . . . . ?
N33 N32 C31 C40 -179.49(11) . . . . ?
N32 C31 C39 C34 0.43(14) . . . . ?
C40 C31 C39 C34 179.43(12) . . . . ?
N32 C31 C39 C38 179.05(14) . . . . ?
C40 C31 C39 C38 -2.0(2) . . . . ?
N2 N3 C4 C9 1.01(14) . . . . ?
N2 N3 C4 C5 -177.25(12) . . . . ?
C8 C9 C4 N3 -179.43(10) . . . . ?
C1 C9 C4 N3 -0.58(13) . . . . ?
C8 C9 C4 C5 -1.01(18) . . . . ?
C1 C9 C4 C5 177.84(11) . . . . ?
C12 C13 C14 C15 -0.64(18) . . . . ?
C16 C15 C14 C13 0.14(17) . . . . ?
C10 C15 C14 C13 177.54(11) . . . . ?
C14 C13 C12 C17 0.62(18) . . . . ?
C14 C13 C12 N18 -179.74(11) . . . . ?
C25 N18 C12 C17 -139.60(12) . . . . ?
C19 N18 C12 C17 46.82(16) . . . . ?
C25 N18 C12 C13 40.76(17) . . . . ?
C19 N18 C12 C13 -132.82(12) . . . . ?
C26 C25 C30 C29 -0.35(18) . . . . ?
N18 C25 C30 C29 -178.87(12) . . . . ?
C30 C25 C26 C27 1.75(18) . . . . ?
N18 C25 C26 C27 -179.73(11) . . . . ?
C42 N48 C49 C54 44.50(18) . . . . ?
C55 N48 C49 C54 -128.92(13) . . . . ?
C42 N48 C49 C50 -137.48(12) . . . . ?
C55 N48 C49 C50 49.10(16) . . . . ?
C42 N48 C55 C60 71.76(15) . . . . ?
C49 N48 C55 C60 -114.53(13) . . . . ?
C42 N48 C55 C56 -107.97(13) . . . . ?
C49 N48 C55 C56 65.73(15) . . . . ?
N32 C31 C40 O41 174.68(12) . . . . ?
C39 C31 C40 O41 -4.23(19) . . . . ?
N32 C31 C40 C45 -4.31(18) . . . . ?
C39 C31 C40 C45 176.79(11) . . . . ?
C46 C45 C40 O41 -29.52(17) . . . . ?
C44 C45 C40 O41 147.51(12) . . . . ?
C46 C45 C40 C31 149.45(12) . . . . ?
C44 C45 C40 C31 -33.52(17) . . . . ?
C14 C15 C16 C17 0.38(18) . . . . ?
C10 C15 C16 C17 -177.22(11) . . . . ?
C49 N48 C42 C47 11.76(18) . . . . ?
C55 N48 C42 C47 -175.03(11) . . . . ?
C49 N48 C42 C43 -169.32(11) . . . . ?
C55 N48 C42 C43 3.89(17) . . . . ?
C44 C45 C46 C47 1.69(18) . . . . ?
C40 C45 C46 C47 178.89(11) . . . . ?
C4 C9 C8 C7 0.89(17) . . . . ?
C1 C9 C8 C7 -177.47(13) . . . . ?
C50 C49 C54 C53 1.44(19) . . . . ?
N48 C49 C54 C53 179.45(12) . . . . ?
C56 C55 C60 C59 0.63(18) . . . . ?
N48 C55 C60 C59 -179.11(11) . . . . ?
C34 C39 C38 C37 0.49(18) . . . . ?
C31 C39 C38 C37 -177.98(14) . . . . ?
N32 N33 C34 C35 -179.09(13) . . . . ?
N32 N33 C34 C39 0.02(15) . . . . ?
C38 C39 C34 N33 -179.18(11) . . . . ?
C31 C39 C34 N33 -0.26(13) . . . . ?
C38 C39 C34 C35 0.01(19) . . . . ?
C31 C39 C34 C35 178.93(12) . . . . ?
C46 C45 C44 C43 1.44(18) . . . . ?
C40 C45 C44 C43 -175.59(11) . . . . ?
C24 C19 C20 C21 -0.05(19) . . . . ?
N18 C19 C20 C21 179.20(11) . . . . ?
C15 C16 C17 C12 -0.41(19) . . . . ?
C13 C12 C17 C16 -0.10(18) . . . . ?
N18 C12 C17 C16 -179.75(11) . . . . ?
C20 C19 C24 C23 0.28(19) . . . . ?
N18 C19 C24 C23 -178.98(11) . . . . ?
C45 C44 C43 C42 -2.75(19) . . . . ?
N48 C42 C43 C44 -178.05(11) . . . . ?
C47 C42 C43 C44 0.91(18) . . . . ?
C9 C8 C7 C6 -0.06(19) . . . . ?
N3 C4 C5 C6 178.26(12) . . . . ?
C9 C4 C5 C6 0.24(18) . . . . ?
C54 C49 C50 C51 0.13(19) . . . . ?
N48 C49 C50 C51 -177.96(12) . . . . ?
C55 C60 C59 C58 -0.24(19) . . . . ?
C45 C46 C47 C42 -3.52(19) . . . . ?
N48 C42 C47 C46 -178.89(11) . . . . ?
C43 C42 C47 C46 2.17(18) . . . . ?
C49 C54 C53 C52 -1.8(2) . . . . ?
C25 C30 C29 C28 -1.3(2) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
C19 C24 C23 C22 -0.2(2) . . . . ?
C54 C53 C52 C51 0.6(2) . . . . ?
C25 C26 C27 C28 -1.56(19) . . . . ?
C53 C52 C51 C50 1.0(2) . . . . ?
C49 C50 C51 C52 -1.3(2) . . . . ?
C39 C38 C37 C36 -0.5(2) . . . . ?
C60 C55 C56 C57 -0.44(19) . . . . ?
N48 C55 C56 C57 179.29(12) . . . . ?
N33 C34 C35 C36 178.46(13) . . . . ?
C39 C34 C35 C36 -0.53(19) . . . . ?
C23 C22 C21 C20 0.4(2) . . . . ?
C19 C20 C21 C22 -0.3(2) . . . . ?
C34 C35 C36 C37 0.5(2) . . . . ?
C38 C37 C36 C35 0.0(2) . . . . ?
C4 C5 C6 C7 0.63(19) . . . . ?
C8 C7 C6 C5 -0.7(2) . . . . ?
C30 C29 C28 C27 1.5(2) . . . . ?
C26 C27 C28 C29 -0.1(2) . . . . ?
C60 C59 C58 C57 -0.3(2) . . . . ?
C59 C58 C57 C56 0.5(2) . . . . ?
C55 C56 C57 C58 -0.1(2) . . . . ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.049

